In this work, a series of seven MnII complexes of noncyclic flexible ligands derived from 2,6-diformylpyridine and ethanolamine or alkyl-substituted ethanolamines were prepared and characterized, six structurally by single-crystal X-ray diffraction studies. The complexes are dichlorido{2,2′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]diethanol}manganese(II), [MnCl2(C11H15N3O2)] or [MnCl2(L1)], (2), bis{μ-2,2′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]diethanol}bis[dithiocyanatomanganese(II)], [Mn2(NCS)4(C11H15N3O2)2] or [Mn2(NCS)4(L1)2], (3), chlorido{1,1′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-2-ol)}manganese(II) chloride monohydrate, [MnCl(C13H19N3O2)(H2O)]Cl·H2O or [MnCl(L2)(H2O)]Cl·H2O, (4), {1,1′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-2-ol)}dithiocyanatomanganese(II), [Mn(NCS)2(C13H19N3O2)] or [Mn(NCS)2(L2)], (5), aquadichlorido{2,2′-dimethyl-2,2′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-1-ol)}manganese(II) 0.3-hydrate, [MnCl2(C15H23N3O2)(H2O)]·0.3H2O or [MnCl2(L3)(H2O)]·0.3H2O, (6), (dimethylformamide){2,2′-dimethyl-2,2′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-1-ol)}dithiocyanatomanganese(II), [Mn(NCS)2(C15H23N3O2)(C3H7NO)] or [Mn(NCS)2(L3)(DMF)], (7), and (dimethylformamide){2,2′-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(butan-1-ol)}dithiocyanatomanganese(II) dimethylformamide monosolvate, [Mn(NCS)2(C15H23N3O2)(C3H7NO)]·C3H7NO or [Mn(NCS)2(L4)(DMF)]·DMF, (8). The crystal structure of ligand L1 is also reported, but that of (5) is not. All four ligands (L1–L4) have five potential donor atoms in an N3O2 donor set, i.e. three N (pyridine/diimine donors) and two alcohol O atoms, to coordinate the MnII centre. The N3O2 donor set coordinates to the metal centre in a pentagonal planar arrangement; seven-coordinated MnII complexes were obtained via coordination of two auxiliary ligands (anions or water molecules) at the axial positions. However, in some cases, the alcohol O-atom donors remain uncoordinated, resulting in five- or six-coordinated MnII complexes. The structurally characterized complexes were tested for their catalytic scavenging of superoxide and peroxide. The results indicated that the complexes with coordinated exogenous water or chloride ligands showed higher SOD activity than those with exogenous thiocyanate ligands.
Supporting information
CCDC references: 2004989; 2004988; 2004987; 2004986; 2004985; 2004984; 2004983
For all structures, data collection: APEX2 (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
2,2'-[(Pyridine-2,6-diyl)bis(nitrilomethanylylidene)]diethanol}manganese(II) (1)
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Crystal data top
C11H15N3O2 | F(000) = 472 |
Mr = 221.26 | Dx = 1.330 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.874 (3) Å | Cell parameters from 1048 reflections |
b = 4.5259 (12) Å | θ = 2.5–24.5° |
c = 24.792 (7) Å | µ = 0.09 mm−1 |
β = 94.393 (5)° | T = 150 K |
V = 1104.7 (5) Å3 | Plate, colourless |
Z = 4 | 0.50 × 0.28 × 0.04 mm |
Data collection top
Bruker APEXII CCD diffractometer | 1442 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.066 |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | θmax = 26.4°, θmin = 1.7° |
Tmin = 0.582, Tmax = 0.745 | h = −12→12 |
9082 measured reflections | k = −5→5 |
2256 independent reflections | l = −30→31 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.148 | w = 1/[σ2(Fo2) + (0.0728P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
2256 reflections | Δρmax = 0.31 e Å−3 |
147 parameters | Δρmin = −0.28 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 1.15414 (18) | 0.4340 (4) | 0.21965 (7) | 0.0315 (5) | |
H1 | 1.1382 | 0.4014 | 0.2519 | 0.047* | |
C1 | 1.1400 (2) | 0.7430 (6) | 0.20850 (10) | 0.0278 (6) | |
H1A | 1.2297 | 0.8270 | 0.2016 | 0.033* | |
H1B | 1.1072 | 0.8448 | 0.2404 | 0.033* | |
C2 | 1.0414 (2) | 0.7953 (6) | 0.15995 (10) | 0.0275 (6) | |
H2A | 1.0473 | 1.0040 | 0.1484 | 0.033* | |
H2B | 1.0663 | 0.6687 | 0.1297 | 0.033* | |
N1 | 0.90154 (19) | 0.7288 (5) | 0.17243 (8) | 0.0248 (5) | |
C3 | 0.8359 (2) | 0.5444 (5) | 0.14214 (9) | 0.0237 (6) | |
H3 | 0.8800 | 0.4565 | 0.1134 | 0.028* | |
C4 | 0.6943 (2) | 0.4601 (5) | 0.14938 (9) | 0.0216 (5) | |
C5 | 0.6222 (2) | 0.5775 (5) | 0.19028 (9) | 0.0236 (6) | |
H5 | 0.6641 | 0.7139 | 0.2155 | 0.028* | |
C6 | 0.4889 (2) | 0.4932 (5) | 0.19383 (9) | 0.0244 (6) | |
H6 | 0.4376 | 0.5720 | 0.2214 | 0.029* | |
C7 | 0.4309 (2) | 0.2933 (5) | 0.15693 (9) | 0.0238 (6) | |
H7 | 0.3390 | 0.2339 | 0.1585 | 0.029* | |
C8 | 0.5096 (2) | 0.1797 (5) | 0.11728 (9) | 0.0217 (5) | |
N2 | 0.63962 (19) | 0.2601 (4) | 0.11339 (8) | 0.0232 (5) | |
C9 | 0.4539 (2) | −0.0404 (5) | 0.07759 (9) | 0.0231 (6) | |
H9 | 0.5107 | −0.1197 | 0.0519 | 0.028* | |
N3 | 0.3321 (2) | −0.1247 (5) | 0.07725 (8) | 0.0265 (5) | |
C10 | 0.2823 (3) | −0.3428 (5) | 0.03700 (10) | 0.0271 (6) | |
H10A | 0.2550 | −0.5248 | 0.0555 | 0.033* | |
H10B | 0.3559 | −0.3947 | 0.0137 | 0.033* | |
C11 | 0.1622 (3) | −0.2217 (6) | 0.00246 (10) | 0.0297 (6) | |
H11A | 0.1200 | −0.3840 | −0.0197 | 0.036* | |
H11B | 0.0938 | −0.1482 | 0.0264 | 0.036* | |
O2 | 0.1971 (2) | 0.0110 (4) | −0.03238 (7) | 0.0335 (5) | |
H2 | 0.2433 | −0.0570 | −0.0566 | 0.050* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0355 (11) | 0.0285 (10) | 0.0311 (10) | 0.0053 (8) | 0.0071 (9) | 0.0060 (8) |
C1 | 0.0232 (13) | 0.0264 (14) | 0.0335 (14) | −0.0001 (11) | 0.0006 (11) | 0.0014 (11) |
C2 | 0.0242 (13) | 0.0310 (15) | 0.0275 (13) | −0.0027 (11) | 0.0037 (11) | 0.0024 (11) |
N1 | 0.0215 (11) | 0.0284 (12) | 0.0242 (11) | −0.0014 (9) | 0.0003 (9) | 0.0027 (9) |
C3 | 0.0229 (13) | 0.0280 (14) | 0.0202 (12) | 0.0014 (11) | 0.0014 (10) | 0.0004 (11) |
C4 | 0.0208 (13) | 0.0246 (13) | 0.0188 (12) | 0.0016 (10) | −0.0032 (10) | 0.0027 (10) |
C5 | 0.0228 (14) | 0.0258 (14) | 0.0218 (12) | 0.0012 (11) | −0.0013 (10) | 0.0014 (10) |
C6 | 0.0262 (14) | 0.0267 (13) | 0.0204 (12) | 0.0020 (11) | 0.0027 (10) | 0.0006 (11) |
C7 | 0.0202 (13) | 0.0282 (14) | 0.0228 (12) | −0.0002 (10) | 0.0012 (10) | 0.0051 (11) |
C8 | 0.0241 (13) | 0.0212 (12) | 0.0191 (12) | 0.0001 (10) | −0.0019 (10) | 0.0053 (10) |
N2 | 0.0233 (11) | 0.0250 (11) | 0.0212 (10) | 0.0001 (9) | 0.0003 (8) | 0.0011 (9) |
C9 | 0.0256 (14) | 0.0238 (14) | 0.0196 (12) | 0.0034 (11) | −0.0004 (10) | 0.0012 (10) |
N3 | 0.0260 (12) | 0.0268 (12) | 0.0259 (11) | −0.0009 (9) | −0.0043 (9) | −0.0005 (9) |
C10 | 0.0281 (14) | 0.0231 (14) | 0.0296 (14) | −0.0020 (11) | −0.0013 (11) | −0.0019 (11) |
C11 | 0.0276 (14) | 0.0364 (16) | 0.0246 (13) | −0.0027 (12) | −0.0013 (11) | −0.0015 (12) |
O2 | 0.0429 (12) | 0.0324 (11) | 0.0260 (10) | 0.0053 (9) | 0.0070 (8) | −0.0003 (8) |
Geometric parameters (Å, º) top
O1—C1 | 1.430 (3) | C6—H6 | 0.9500 |
O1—H1 | 0.8400 | C7—C8 | 1.397 (3) |
C1—C2 | 1.508 (3) | C7—H7 | 0.9500 |
C1—H1A | 0.9900 | C8—N2 | 1.345 (3) |
C1—H1B | 0.9900 | C8—C9 | 1.476 (3) |
C2—N1 | 1.470 (3) | C9—N3 | 1.261 (3) |
C2—H2A | 0.9900 | C9—H9 | 0.9500 |
C2—H2B | 0.9900 | N3—C10 | 1.462 (3) |
N1—C3 | 1.267 (3) | C10—C11 | 1.512 (3) |
C3—C4 | 1.473 (3) | C10—H10A | 0.9900 |
C3—H3 | 0.9500 | C10—H10B | 0.9900 |
C4—N2 | 1.354 (3) | C11—O2 | 1.421 (3) |
C4—C5 | 1.389 (3) | C11—H11A | 0.9900 |
C5—C6 | 1.379 (3) | C11—H11B | 0.9900 |
C5—H5 | 0.9500 | O2—H2 | 0.8400 |
C6—C7 | 1.379 (3) | | |
| | | |
C1—O1—H1 | 109.5 | C7—C6—H6 | 120.4 |
O1—C1—C2 | 110.8 (2) | C6—C7—C8 | 118.9 (2) |
O1—C1—H1A | 109.5 | C6—C7—H7 | 120.5 |
C2—C1—H1A | 109.5 | C8—C7—H7 | 120.5 |
O1—C1—H1B | 109.5 | N2—C8—C7 | 122.4 (2) |
C2—C1—H1B | 109.5 | N2—C8—C9 | 116.3 (2) |
H1A—C1—H1B | 108.1 | C7—C8—C9 | 121.3 (2) |
N1—C2—C1 | 111.1 (2) | C8—N2—C4 | 117.9 (2) |
N1—C2—H2A | 109.4 | N3—C9—C8 | 121.0 (2) |
C1—C2—H2A | 109.4 | N3—C9—H9 | 119.5 |
N1—C2—H2B | 109.4 | C8—C9—H9 | 119.5 |
C1—C2—H2B | 109.4 | C9—N3—C10 | 118.7 (2) |
H2A—C2—H2B | 108.0 | N3—C10—C11 | 110.5 (2) |
C3—N1—C2 | 117.2 (2) | N3—C10—H10A | 109.6 |
N1—C3—C4 | 123.1 (2) | C11—C10—H10A | 109.6 |
N1—C3—H3 | 118.5 | N3—C10—H10B | 109.6 |
C4—C3—H3 | 118.5 | C11—C10—H10B | 109.6 |
N2—C4—C5 | 122.4 (2) | H10A—C10—H10B | 108.1 |
N2—C4—C3 | 115.3 (2) | O2—C11—C10 | 113.4 (2) |
C5—C4—C3 | 122.3 (2) | O2—C11—H11A | 108.9 |
C6—C5—C4 | 119.1 (2) | C10—C11—H11A | 108.9 |
C6—C5—H5 | 120.5 | O2—C11—H11B | 108.9 |
C4—C5—H5 | 120.5 | C10—C11—H11B | 108.9 |
C5—C6—C7 | 119.3 (2) | H11A—C11—H11B | 107.7 |
C5—C6—H6 | 120.4 | C11—O2—H2 | 109.5 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···N1i | 0.84 | 2.10 | 2.924 (3) | 168 |
O2—H2···N2ii | 0.84 | 2.10 | 2.939 (3) | 175 |
C5—H5···O1iii | 0.95 | 2.52 | 3.422 (3) | 158 |
Symmetry codes: (i) −x+2, y−1/2, −z+1/2; (ii) −x+1, −y, −z; (iii) −x+2, y+1/2, −z+1/2. |
Dichlorido{2,2'-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]diethanol}manganese(II) (2)
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Crystal data top
[MnCl2(C11H15N3O2)] | Z = 8 |
Mr = 347.10 | F(000) = 1416 |
Triclinic, P1 | Dx = 1.595 Mg m−3 |
a = 12.9256 (18) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 14.278 (2) Å | Cell parameters from 7111 reflections |
c = 17.022 (2) Å | θ = 2.5–29.9° |
α = 75.820 (2)° | µ = 1.28 mm−1 |
β = 78.056 (2)° | T = 150 K |
γ = 73.644 (2)° | Block, yellow |
V = 2890.2 (7) Å3 | 0.44 × 0.39 × 0.16 mm |
Data collection top
Bruker APEXII CCD diffractometer | 9542 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.025 |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | θmax = 27.0°, θmin = 1.3° |
Tmin = 0.622, Tmax = 0.746 | h = −16→16 |
27027 measured reflections | k = −18→18 |
12569 independent reflections | l = −21→21 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.121 | w = 1/[σ2(Fo2) + (0.061P)2 + 1.0911P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
12569 reflections | Δρmax = 1.15 e Å−3 |
685 parameters | Δρmin = −0.80 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.33586 (17) | 0.36984 (15) | 0.22500 (12) | 0.0334 (5) | |
H16B | 0.3753 | 0.3195 | 0.2071 | 0.050* | |
C1 | 0.3411 (3) | 0.4584 (2) | 0.16516 (19) | 0.0442 (8) | |
H1A | 0.3111 | 0.4575 | 0.1164 | 0.053* | |
H1B | 0.4180 | 0.4626 | 0.1477 | 0.053* | |
C2 | 0.2775 (3) | 0.5454 (2) | 0.20085 (17) | 0.0375 (7) | |
H2A | 0.2900 | 0.6076 | 0.1635 | 0.045* | |
H2B | 0.1987 | 0.5481 | 0.2092 | 0.045* | |
N1 | 0.3131 (2) | 0.53528 (18) | 0.27914 (14) | 0.0293 (5) | |
C3 | 0.3143 (2) | 0.6092 (2) | 0.30687 (17) | 0.0288 (6) | |
H3 | 0.3000 | 0.6747 | 0.2747 | 0.035* | |
C4 | 0.3387 (2) | 0.5898 (2) | 0.39118 (17) | 0.0249 (6) | |
N2 | 0.35412 (18) | 0.49407 (16) | 0.42819 (13) | 0.0232 (5) | |
C5 | 0.3405 (2) | 0.6631 (2) | 0.43115 (18) | 0.0284 (6) | |
H5 | 0.3307 | 0.7307 | 0.4035 | 0.034* | |
C6 | 0.3568 (2) | 0.6354 (2) | 0.51232 (17) | 0.0286 (6) | |
H6 | 0.3581 | 0.6841 | 0.5412 | 0.034* | |
C7 | 0.3713 (2) | 0.5354 (2) | 0.55156 (17) | 0.0263 (6) | |
H7 | 0.3818 | 0.5148 | 0.6074 | 0.032* | |
C8 | 0.3697 (2) | 0.4675 (2) | 0.50658 (16) | 0.0232 (5) | |
C9 | 0.3867 (2) | 0.3587 (2) | 0.53856 (16) | 0.0273 (6) | |
H9 | 0.3968 | 0.3304 | 0.5939 | 0.033* | |
N3 | 0.38704 (19) | 0.30523 (17) | 0.48912 (14) | 0.0279 (5) | |
C10 | 0.3992 (3) | 0.1972 (2) | 0.51267 (18) | 0.0348 (7) | |
H10A | 0.3268 | 0.1821 | 0.5312 | 0.042* | |
H10B | 0.4430 | 0.1688 | 0.5581 | 0.042* | |
C11 | 0.4556 (3) | 0.1536 (2) | 0.43855 (19) | 0.0362 (7) | |
H11A | 0.5316 | 0.1608 | 0.4247 | 0.043* | |
H11B | 0.4574 | 0.0818 | 0.4498 | 0.043* | |
O2 | 0.39789 (17) | 0.20443 (15) | 0.37330 (12) | 0.0327 (5) | |
H17A | 0.4130 | 0.1742 | 0.3343 | 0.049* | |
Mn1 | 0.35780 (3) | 0.37682 (3) | 0.35586 (2) | 0.02384 (11) | |
Cl1 | 0.56211 (6) | 0.36142 (5) | 0.30374 (4) | 0.02870 (15) | |
Cl2 | 0.16047 (6) | 0.38011 (5) | 0.39954 (4) | 0.03180 (16) | |
Mn4 | 0.13537 (3) | −0.01433 (3) | 0.27308 (2) | 0.02326 (10) | |
Cl7 | 0.31154 (6) | −0.12302 (5) | 0.25935 (4) | 0.03206 (16) | |
Cl8 | −0.00877 (6) | −0.06227 (5) | 0.37002 (4) | 0.03296 (17) | |
N6 | 0.6686 (2) | −0.01566 (18) | 0.21991 (14) | 0.0295 (5) | |
C21 | 0.6815 (3) | −0.0163 (2) | 0.30330 (17) | 0.0369 (7) | |
H21A | 0.7389 | −0.0751 | 0.3228 | 0.044* | |
H21B | 0.6123 | −0.0194 | 0.3408 | 0.044* | |
C22 | 0.7127 (3) | 0.0774 (2) | 0.30166 (18) | 0.0366 (7) | |
H22A | 0.7099 | 0.0856 | 0.3582 | 0.044* | |
H22B | 0.7878 | 0.0749 | 0.2725 | 0.044* | |
O4 | 0.63855 (18) | 0.15722 (15) | 0.26098 (12) | 0.0376 (5) | |
H15B | 0.6243 | 0.2088 | 0.2806 | 0.056* | |
Mn2 | 0.61967 (3) | 0.14017 (3) | 0.13483 (2) | 0.02403 (11) | |
Cl3 | 0.81489 (6) | 0.15026 (5) | 0.09076 (4) | 0.03163 (16) | |
Cl4 | 0.42194 (6) | 0.15481 (5) | 0.19308 (4) | 0.02990 (16) | |
O7 | 0.38576 (19) | −0.0243 (2) | 0.38746 (15) | 0.0572 (7) | |
H7A | 0.3840 | −0.0259 | 0.3388 | 0.086* | |
C34 | 0.2827 (3) | −0.0260 (3) | 0.43660 (19) | 0.0447 (8) | |
H34A | 0.2923 | −0.0433 | 0.4950 | 0.054* | |
H34B | 0.2554 | −0.0791 | 0.4255 | 0.054* | |
C35 | 0.1983 (3) | 0.0711 (2) | 0.42187 (18) | 0.0355 (7) | |
H35A | 0.1317 | 0.0671 | 0.4622 | 0.043* | |
H35B | 0.2265 | 0.1253 | 0.4298 | 0.043* | |
N10 | 0.17114 (18) | 0.09394 (17) | 0.33889 (14) | 0.0261 (5) | |
C36 | 0.1669 (2) | 0.1815 (2) | 0.29787 (18) | 0.0301 (6) | |
H36 | 0.1836 | 0.2297 | 0.3199 | 0.036* | |
C37 | 0.1353 (2) | 0.2076 (2) | 0.21483 (18) | 0.0290 (6) | |
N11 | 0.11664 (18) | 0.13165 (17) | 0.19179 (14) | 0.0263 (5) | |
C38 | 0.1245 (2) | 0.3016 (2) | 0.1641 (2) | 0.0406 (8) | |
H38 | 0.1374 | 0.3554 | 0.1812 | 0.049* | |
C39 | 0.0943 (2) | 0.3143 (3) | 0.0878 (2) | 0.0470 (9) | |
H39 | 0.0861 | 0.3777 | 0.0521 | 0.056* | |
C40 | 0.0762 (2) | 0.2361 (3) | 0.0636 (2) | 0.0417 (8) | |
H40 | 0.0555 | 0.2447 | 0.0114 | 0.050* | |
C41 | 0.0890 (2) | 0.1436 (2) | 0.11708 (17) | 0.0307 (7) | |
C42 | 0.0813 (2) | 0.0509 (2) | 0.09768 (17) | 0.0331 (7) | |
H42 | 0.0668 | 0.0503 | 0.0454 | 0.040* | |
N12 | 0.09446 (19) | −0.02831 (19) | 0.15272 (14) | 0.0299 (5) | |
C43 | 0.0912 (3) | −0.1229 (2) | 0.1341 (2) | 0.0396 (8) | |
H43A | 0.1404 | −0.1788 | 0.1660 | 0.048* | |
H43B | 0.1178 | −0.1226 | 0.0752 | 0.048* | |
C44 | −0.0223 (3) | −0.1384 (2) | 0.15463 (18) | 0.0372 (7) | |
H44A | −0.0186 | −0.2093 | 0.1572 | 0.045* | |
H44B | −0.0548 | −0.1232 | 0.2094 | 0.045* | |
O8 | −0.09057 (17) | −0.07803 (16) | 0.09667 (12) | 0.0360 (5) | |
H8 | −0.1124 | −0.0199 | 0.1059 | 0.054* | |
O5 | 0.62310 (17) | 0.49154 (16) | 0.12114 (12) | 0.0358 (5) | |
H5A | 0.6180 | 0.5017 | 0.1685 | 0.054* | |
C23 | 0.7216 (2) | 0.5111 (2) | 0.07370 (17) | 0.0314 (6) | |
H23A | 0.7346 | 0.5701 | 0.0872 | 0.038* | |
H23B | 0.7141 | 0.5269 | 0.0149 | 0.038* | |
C24 | 0.8182 (2) | 0.4239 (2) | 0.08885 (16) | 0.0286 (6) | |
H24A | 0.8037 | 0.3635 | 0.0790 | 0.034* | |
H24B | 0.8835 | 0.4376 | 0.0504 | 0.034* | |
N7 | 0.83849 (18) | 0.40674 (16) | 0.17351 (13) | 0.0230 (5) | |
C25 | 0.8456 (2) | 0.3206 (2) | 0.21816 (16) | 0.0251 (6) | |
H25 | 0.8352 | 0.2679 | 0.1981 | 0.030* | |
C26 | 0.8705 (2) | 0.3040 (2) | 0.30222 (16) | 0.0230 (6) | |
N8 | 0.87832 (17) | 0.38629 (16) | 0.32233 (13) | 0.0225 (5) | |
C27 | 0.8867 (2) | 0.2127 (2) | 0.35601 (17) | 0.0270 (6) | |
H27 | 0.8807 | 0.1549 | 0.3409 | 0.032* | |
C28 | 0.9119 (2) | 0.2081 (2) | 0.43268 (17) | 0.0292 (6) | |
H28 | 0.9244 | 0.1463 | 0.4704 | 0.035* | |
C29 | 0.9188 (2) | 0.2928 (2) | 0.45416 (17) | 0.0294 (6) | |
H29 | 0.9350 | 0.2906 | 0.5066 | 0.035* | |
C30 | 0.9015 (2) | 0.3818 (2) | 0.39692 (16) | 0.0241 (6) | |
C31 | 0.9029 (2) | 0.4793 (2) | 0.41173 (16) | 0.0265 (6) | |
H31 | 0.9134 | 0.4856 | 0.4636 | 0.032* | |
N9 | 0.88974 (19) | 0.55450 (17) | 0.35312 (14) | 0.0265 (5) | |
C32 | 0.8920 (2) | 0.6513 (2) | 0.36703 (18) | 0.0313 (6) | |
H32A | 0.8722 | 0.6523 | 0.4263 | 0.038* | |
H32B | 0.8378 | 0.7048 | 0.3376 | 0.038* | |
C33 | 1.0043 (3) | 0.6701 (2) | 0.33704 (18) | 0.0338 (7) | |
H33A | 1.0296 | 0.6560 | 0.2811 | 0.041* | |
H33B | 1.0003 | 0.7411 | 0.3340 | 0.041* | |
O6 | 1.08037 (17) | 0.61004 (16) | 0.38910 (13) | 0.0367 (5) | |
H6A | 1.0976 | 0.5513 | 0.3815 | 0.055* | |
Mn3 | 0.85670 (3) | 0.52780 (3) | 0.23450 (2) | 0.02444 (11) | |
Cl5 | 0.67640 (6) | 0.62923 (5) | 0.24165 (4) | 0.03376 (17) | |
Cl6 | 0.99157 (7) | 0.58149 (6) | 0.13063 (4) | 0.03814 (18) | |
O3 | 0.57664 (17) | 0.31789 (15) | 0.10150 (13) | 0.0357 (5) | |
H15A | 0.5904 | 0.3480 | 0.1333 | 0.054* | |
C12 | 0.5965 (3) | 0.3557 (2) | 0.01528 (19) | 0.0375 (7) | |
H12A | 0.6758 | 0.3409 | −0.0046 | 0.045* | |
H12B | 0.5670 | 0.4288 | 0.0031 | 0.045* | |
C13 | 0.5413 (3) | 0.3064 (2) | −0.02571 (19) | 0.0358 (7) | |
H13A | 0.4612 | 0.3275 | −0.0108 | 0.043* | |
H13B | 0.5598 | 0.3247 | −0.0860 | 0.043* | |
N4 | 0.57970 (19) | 0.19899 (16) | 0.00216 (14) | 0.0265 (5) | |
C14 | 0.5950 (2) | 0.1398 (2) | −0.04572 (17) | 0.0279 (6) | |
H14 | 0.5860 | 0.1634 | −0.1017 | 0.033* | |
C15 | 0.6275 (2) | 0.0323 (2) | −0.01063 (16) | 0.0238 (6) | |
N5 | 0.64164 (17) | 0.01196 (16) | 0.06805 (13) | 0.0232 (5) | |
C16 | 0.6377 (2) | −0.0419 (2) | −0.05331 (17) | 0.0277 (6) | |
H16 | 0.6279 | −0.0260 | −0.1092 | 0.033* | |
C17 | 0.6628 (2) | −0.1400 (2) | −0.01180 (18) | 0.0306 (6) | |
H17 | 0.6695 | −0.1926 | −0.0390 | 0.037* | |
C18 | 0.6780 (2) | −0.1611 (2) | 0.06922 (18) | 0.0306 (6) | |
H18 | 0.6956 | −0.2280 | 0.0983 | 0.037* | |
C19 | 0.6671 (2) | −0.0824 (2) | 0.10752 (17) | 0.0261 (6) | |
C20 | 0.6828 (2) | −0.0941 (2) | 0.19306 (17) | 0.0306 (6) | |
H20 | 0.7029 | −0.1582 | 0.2267 | 0.037* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0396 (12) | 0.0338 (12) | 0.0299 (11) | −0.0098 (9) | −0.0002 (9) | −0.0150 (9) |
C1 | 0.053 (2) | 0.047 (2) | 0.0303 (17) | −0.0003 (16) | −0.0166 (15) | −0.0071 (15) |
C2 | 0.054 (2) | 0.0369 (17) | 0.0241 (15) | −0.0115 (15) | −0.0134 (14) | −0.0031 (13) |
N1 | 0.0365 (14) | 0.0308 (13) | 0.0210 (12) | −0.0102 (11) | −0.0046 (10) | −0.0036 (10) |
C3 | 0.0373 (16) | 0.0237 (14) | 0.0246 (14) | −0.0077 (12) | −0.0058 (12) | −0.0019 (11) |
C4 | 0.0249 (14) | 0.0243 (14) | 0.0265 (14) | −0.0056 (11) | −0.0053 (11) | −0.0063 (11) |
N2 | 0.0217 (11) | 0.0258 (12) | 0.0224 (11) | −0.0052 (9) | −0.0020 (9) | −0.0069 (9) |
C5 | 0.0296 (15) | 0.0240 (14) | 0.0322 (15) | −0.0055 (12) | −0.0043 (12) | −0.0079 (12) |
C6 | 0.0254 (14) | 0.0337 (16) | 0.0306 (15) | −0.0073 (12) | −0.0013 (12) | −0.0160 (12) |
C7 | 0.0189 (13) | 0.0378 (16) | 0.0236 (14) | −0.0055 (12) | −0.0028 (11) | −0.0105 (12) |
C8 | 0.0192 (13) | 0.0293 (14) | 0.0213 (13) | −0.0053 (11) | −0.0018 (10) | −0.0069 (11) |
C9 | 0.0246 (14) | 0.0344 (16) | 0.0200 (13) | −0.0083 (12) | −0.0016 (11) | −0.0001 (11) |
N3 | 0.0297 (13) | 0.0255 (12) | 0.0245 (12) | −0.0061 (10) | 0.0004 (10) | −0.0023 (10) |
C10 | 0.0389 (17) | 0.0305 (16) | 0.0282 (15) | −0.0065 (13) | −0.0031 (13) | 0.0034 (12) |
C11 | 0.0365 (17) | 0.0259 (15) | 0.0450 (19) | −0.0048 (13) | −0.0064 (14) | −0.0080 (13) |
O2 | 0.0371 (12) | 0.0294 (11) | 0.0323 (11) | −0.0077 (9) | −0.0015 (9) | −0.0108 (9) |
Mn1 | 0.0284 (2) | 0.0233 (2) | 0.0209 (2) | −0.00833 (17) | −0.00133 (17) | −0.00606 (16) |
Cl1 | 0.0301 (4) | 0.0325 (4) | 0.0264 (3) | −0.0115 (3) | −0.0006 (3) | −0.0097 (3) |
Cl2 | 0.0273 (4) | 0.0345 (4) | 0.0366 (4) | −0.0101 (3) | −0.0008 (3) | −0.0127 (3) |
Mn4 | 0.0279 (2) | 0.0221 (2) | 0.0191 (2) | −0.00485 (17) | −0.00624 (17) | −0.00198 (16) |
Cl7 | 0.0350 (4) | 0.0274 (4) | 0.0287 (4) | 0.0014 (3) | −0.0067 (3) | −0.0052 (3) |
Cl8 | 0.0394 (4) | 0.0338 (4) | 0.0255 (3) | −0.0144 (3) | −0.0009 (3) | −0.0026 (3) |
N6 | 0.0359 (14) | 0.0313 (13) | 0.0230 (12) | −0.0118 (11) | −0.0038 (10) | −0.0044 (10) |
C21 | 0.051 (2) | 0.0396 (18) | 0.0206 (14) | −0.0142 (15) | −0.0084 (14) | −0.0005 (13) |
C22 | 0.0386 (18) | 0.0439 (19) | 0.0272 (15) | −0.0026 (14) | −0.0102 (13) | −0.0112 (14) |
O4 | 0.0474 (13) | 0.0341 (12) | 0.0345 (12) | −0.0016 (10) | −0.0126 (10) | −0.0166 (9) |
Mn2 | 0.0273 (2) | 0.0234 (2) | 0.0210 (2) | −0.00505 (17) | −0.00187 (17) | −0.00622 (16) |
Cl3 | 0.0282 (4) | 0.0334 (4) | 0.0341 (4) | −0.0089 (3) | −0.0034 (3) | −0.0076 (3) |
Cl4 | 0.0282 (4) | 0.0361 (4) | 0.0284 (3) | −0.0103 (3) | 0.0012 (3) | −0.0135 (3) |
O7 | 0.0376 (14) | 0.089 (2) | 0.0490 (15) | 0.0007 (13) | −0.0179 (12) | −0.0301 (14) |
C34 | 0.057 (2) | 0.052 (2) | 0.0279 (16) | −0.0089 (17) | −0.0178 (16) | −0.0077 (15) |
C35 | 0.0383 (17) | 0.0470 (19) | 0.0271 (15) | −0.0148 (15) | −0.0018 (13) | −0.0156 (14) |
N10 | 0.0237 (12) | 0.0292 (13) | 0.0255 (12) | −0.0066 (10) | 0.0002 (9) | −0.0086 (10) |
C36 | 0.0235 (14) | 0.0305 (16) | 0.0373 (16) | −0.0088 (12) | 0.0031 (12) | −0.0125 (13) |
C37 | 0.0176 (13) | 0.0240 (14) | 0.0395 (16) | −0.0023 (11) | −0.0008 (12) | −0.0017 (12) |
N11 | 0.0203 (11) | 0.0282 (12) | 0.0252 (12) | −0.0038 (9) | −0.0032 (9) | 0.0019 (10) |
C38 | 0.0214 (15) | 0.0268 (16) | 0.062 (2) | −0.0041 (12) | 0.0015 (15) | 0.0045 (15) |
C39 | 0.0245 (16) | 0.0394 (19) | 0.056 (2) | −0.0023 (14) | −0.0031 (15) | 0.0214 (16) |
C40 | 0.0229 (15) | 0.051 (2) | 0.0347 (17) | −0.0014 (14) | −0.0058 (13) | 0.0134 (15) |
C41 | 0.0165 (13) | 0.0429 (18) | 0.0240 (14) | −0.0024 (12) | −0.0031 (11) | 0.0038 (12) |
C42 | 0.0241 (14) | 0.053 (2) | 0.0183 (14) | −0.0038 (13) | −0.0072 (11) | −0.0021 (13) |
N12 | 0.0263 (12) | 0.0389 (14) | 0.0251 (12) | −0.0036 (10) | −0.0088 (10) | −0.0082 (11) |
C43 | 0.0404 (18) | 0.0423 (19) | 0.0380 (18) | 0.0043 (14) | −0.0166 (15) | −0.0192 (15) |
C44 | 0.052 (2) | 0.0332 (17) | 0.0290 (16) | −0.0068 (15) | −0.0152 (14) | −0.0065 (13) |
O8 | 0.0376 (12) | 0.0396 (12) | 0.0348 (12) | −0.0044 (10) | −0.0126 (10) | −0.0146 (10) |
O5 | 0.0331 (12) | 0.0452 (13) | 0.0280 (11) | −0.0016 (10) | −0.0098 (9) | −0.0103 (9) |
C23 | 0.0406 (17) | 0.0308 (16) | 0.0240 (14) | −0.0078 (13) | −0.0130 (13) | −0.0020 (12) |
C24 | 0.0344 (16) | 0.0315 (15) | 0.0202 (13) | −0.0073 (12) | −0.0060 (12) | −0.0048 (11) |
N7 | 0.0224 (11) | 0.0245 (12) | 0.0213 (11) | −0.0040 (9) | −0.0050 (9) | −0.0036 (9) |
C25 | 0.0243 (14) | 0.0272 (14) | 0.0244 (14) | −0.0060 (11) | −0.0016 (11) | −0.0081 (11) |
C26 | 0.0166 (12) | 0.0248 (14) | 0.0239 (13) | −0.0015 (10) | −0.0033 (10) | −0.0020 (11) |
N8 | 0.0194 (11) | 0.0253 (12) | 0.0214 (11) | −0.0045 (9) | −0.0057 (9) | −0.0012 (9) |
C27 | 0.0207 (13) | 0.0241 (14) | 0.0330 (15) | −0.0043 (11) | −0.0040 (11) | −0.0009 (12) |
C28 | 0.0254 (14) | 0.0262 (15) | 0.0302 (15) | −0.0040 (12) | −0.0077 (12) | 0.0055 (12) |
C29 | 0.0203 (13) | 0.0379 (17) | 0.0255 (14) | −0.0054 (12) | −0.0084 (11) | 0.0039 (12) |
C30 | 0.0181 (13) | 0.0308 (15) | 0.0213 (13) | −0.0053 (11) | −0.0040 (10) | −0.0014 (11) |
C31 | 0.0226 (14) | 0.0359 (16) | 0.0216 (13) | −0.0066 (12) | −0.0075 (11) | −0.0040 (12) |
N9 | 0.0263 (12) | 0.0283 (13) | 0.0263 (12) | −0.0055 (10) | −0.0094 (10) | −0.0048 (10) |
C32 | 0.0353 (16) | 0.0280 (15) | 0.0325 (16) | −0.0027 (12) | −0.0121 (13) | −0.0094 (12) |
C33 | 0.0511 (19) | 0.0286 (15) | 0.0248 (15) | −0.0142 (14) | −0.0065 (13) | −0.0054 (12) |
O6 | 0.0355 (12) | 0.0388 (12) | 0.0411 (12) | −0.0054 (10) | −0.0117 (10) | −0.0168 (10) |
Mn3 | 0.0307 (2) | 0.0219 (2) | 0.0206 (2) | −0.00581 (17) | −0.00902 (17) | −0.00018 (16) |
Cl5 | 0.0364 (4) | 0.0307 (4) | 0.0282 (4) | 0.0013 (3) | −0.0080 (3) | −0.0030 (3) |
Cl6 | 0.0492 (5) | 0.0403 (4) | 0.0268 (4) | −0.0215 (4) | −0.0023 (3) | −0.0006 (3) |
O3 | 0.0421 (13) | 0.0283 (11) | 0.0369 (12) | −0.0083 (9) | −0.0007 (10) | −0.0116 (9) |
C12 | 0.0446 (19) | 0.0233 (15) | 0.0401 (18) | −0.0035 (13) | −0.0119 (15) | 0.0012 (13) |
C13 | 0.0395 (18) | 0.0243 (15) | 0.0366 (17) | 0.0005 (13) | −0.0114 (14) | 0.0023 (12) |
N4 | 0.0275 (12) | 0.0225 (12) | 0.0262 (12) | −0.0026 (10) | −0.0046 (10) | −0.0024 (10) |
C14 | 0.0256 (14) | 0.0331 (16) | 0.0222 (14) | −0.0046 (12) | −0.0031 (11) | −0.0036 (12) |
C15 | 0.0182 (13) | 0.0292 (14) | 0.0225 (13) | −0.0045 (11) | 0.0006 (10) | −0.0067 (11) |
N5 | 0.0189 (11) | 0.0257 (12) | 0.0239 (11) | −0.0040 (9) | −0.0005 (9) | −0.0072 (9) |
C16 | 0.0212 (14) | 0.0381 (16) | 0.0250 (14) | −0.0072 (12) | 0.0006 (11) | −0.0119 (12) |
C17 | 0.0277 (15) | 0.0325 (16) | 0.0349 (16) | −0.0077 (12) | −0.0009 (12) | −0.0153 (13) |
C18 | 0.0315 (16) | 0.0225 (14) | 0.0372 (16) | −0.0056 (12) | −0.0045 (13) | −0.0063 (12) |
C19 | 0.0257 (14) | 0.0240 (14) | 0.0275 (14) | −0.0046 (11) | −0.0038 (11) | −0.0049 (11) |
C20 | 0.0381 (17) | 0.0242 (14) | 0.0275 (15) | −0.0078 (12) | −0.0048 (13) | −0.0015 (12) |
Geometric parameters (Å, º) top
O1—C1 | 1.425 (4) | C37—N11 | 1.335 (4) |
O1—Mn1 | 2.332 (2) | C37—C38 | 1.394 (4) |
C1—C2 | 1.475 (4) | N11—C41 | 1.350 (4) |
C2—N1 | 1.459 (3) | C38—C39 | 1.387 (5) |
N1—C3 | 1.262 (4) | C39—C40 | 1.374 (5) |
N1—Mn1 | 2.299 (2) | C40—C41 | 1.397 (4) |
C3—C4 | 1.476 (4) | C41—C42 | 1.474 (4) |
C4—N2 | 1.335 (3) | C42—N12 | 1.275 (4) |
C4—C5 | 1.389 (4) | N12—C43 | 1.474 (4) |
N2—C8 | 1.336 (3) | C43—C44 | 1.502 (5) |
N2—Mn1 | 2.294 (2) | C44—O8 | 1.418 (3) |
C5—C6 | 1.384 (4) | O5—C23 | 1.420 (4) |
C6—C7 | 1.397 (4) | C23—C24 | 1.509 (4) |
C7—C8 | 1.381 (4) | C24—N7 | 1.467 (3) |
C8—C9 | 1.483 (4) | N7—C25 | 1.267 (3) |
C9—N3 | 1.266 (4) | N7—Mn3 | 2.309 (2) |
N3—C10 | 1.466 (4) | C25—C26 | 1.479 (4) |
N3—Mn1 | 2.310 (2) | C26—N8 | 1.337 (3) |
C10—C11 | 1.504 (4) | C26—C27 | 1.386 (4) |
C11—O2 | 1.400 (4) | N8—C30 | 1.347 (3) |
O2—Mn1 | 2.324 (2) | N8—Mn3 | 2.184 (2) |
Mn1—Cl2 | 2.4951 (9) | C27—C28 | 1.391 (4) |
Mn1—Cl1 | 2.5707 (9) | C28—C29 | 1.377 (4) |
Mn4—N11 | 2.182 (2) | C29—C30 | 1.392 (4) |
Mn4—N12 | 2.286 (2) | C30—C31 | 1.480 (4) |
Mn4—N10 | 2.307 (2) | C31—N9 | 1.272 (3) |
Mn4—Cl8 | 2.3570 (8) | N9—C32 | 1.468 (4) |
Mn4—Cl7 | 2.3697 (8) | N9—Mn3 | 2.287 (2) |
N6—C20 | 1.264 (4) | C32—C33 | 1.511 (4) |
N6—C21 | 1.461 (3) | C33—O6 | 1.415 (4) |
N6—Mn2 | 2.336 (2) | Mn3—Cl6 | 2.3592 (9) |
C21—C22 | 1.496 (4) | Mn3—Cl5 | 2.3689 (9) |
C22—O4 | 1.403 (4) | O3—C12 | 1.430 (4) |
O4—Mn2 | 2.288 (2) | C12—C13 | 1.490 (4) |
Mn2—N5 | 2.306 (2) | C13—N4 | 1.462 (3) |
Mn2—N4 | 2.320 (2) | N4—C14 | 1.262 (4) |
Mn2—O3 | 2.388 (2) | C14—C15 | 1.478 (4) |
Mn2—Cl4 | 2.5122 (9) | C15—N5 | 1.339 (3) |
Mn2—Cl3 | 2.5137 (9) | C15—C16 | 1.388 (4) |
O7—C34 | 1.422 (4) | N5—C19 | 1.332 (3) |
C34—C35 | 1.506 (5) | C16—C17 | 1.385 (4) |
C35—N10 | 1.463 (4) | C17—C18 | 1.381 (4) |
N10—C36 | 1.267 (4) | C18—C19 | 1.392 (4) |
C36—C37 | 1.483 (4) | C19—C20 | 1.475 (4) |
| | | |
C1—O1—Mn1 | 114.60 (17) | N6—Mn2—Cl3 | 92.43 (6) |
O1—C1—C2 | 109.1 (3) | O3—Mn2—Cl3 | 85.49 (6) |
N1—C2—C1 | 107.9 (3) | Cl4—Mn2—Cl3 | 169.39 (3) |
C3—N1—C2 | 122.7 (3) | O7—C34—C35 | 113.7 (3) |
C3—N1—Mn1 | 120.30 (19) | N10—C35—C34 | 111.0 (2) |
C2—N1—Mn1 | 116.85 (18) | C36—N10—C35 | 117.8 (2) |
N1—C3—C4 | 117.4 (3) | C36—N10—Mn4 | 115.62 (19) |
N2—C4—C5 | 122.0 (3) | C35—N10—Mn4 | 126.62 (18) |
N2—C4—C3 | 113.5 (2) | N10—C36—C37 | 118.8 (3) |
C5—C4—C3 | 124.4 (3) | N11—C37—C38 | 121.6 (3) |
C4—N2—C8 | 119.4 (2) | N11—C37—C36 | 113.6 (2) |
C4—N2—Mn1 | 119.75 (17) | C38—C37—C36 | 124.8 (3) |
C8—N2—Mn1 | 120.80 (18) | C37—N11—C41 | 120.4 (2) |
C6—C5—C4 | 118.4 (3) | C37—N11—Mn4 | 120.33 (19) |
C5—C6—C7 | 119.7 (3) | C41—N11—Mn4 | 119.3 (2) |
C8—C7—C6 | 117.9 (3) | C39—C38—C37 | 118.0 (3) |
N2—C8—C7 | 122.6 (3) | C40—C39—C38 | 120.5 (3) |
N2—C8—C9 | 113.0 (2) | C39—C40—C41 | 118.7 (3) |
C7—C8—C9 | 124.4 (2) | N11—C41—C40 | 120.8 (3) |
N3—C9—C8 | 117.3 (2) | N11—C41—C42 | 113.9 (2) |
C9—N3—C10 | 123.4 (2) | C40—C41—C42 | 125.2 (3) |
C9—N3—Mn1 | 120.55 (19) | N12—C42—C41 | 118.5 (3) |
C10—N3—Mn1 | 115.97 (18) | C42—N12—C43 | 119.7 (3) |
N3—C10—C11 | 107.4 (2) | C42—N12—Mn4 | 116.0 (2) |
O2—C11—C10 | 108.2 (2) | C43—N12—Mn4 | 124.08 (19) |
C11—O2—Mn1 | 113.98 (17) | N12—C43—C44 | 111.3 (3) |
N2—Mn1—N1 | 68.69 (8) | O8—C44—C43 | 112.7 (3) |
N2—Mn1—N3 | 68.38 (8) | O5—C23—C24 | 112.2 (2) |
N1—Mn1—N3 | 136.86 (8) | N7—C24—C23 | 110.0 (2) |
N2—Mn1—O2 | 138.51 (8) | C25—N7—C24 | 119.4 (2) |
N1—Mn1—O2 | 152.70 (8) | C25—N7—Mn3 | 116.06 (18) |
N3—Mn1—O2 | 70.42 (8) | C24—N7—Mn3 | 124.54 (17) |
N2—Mn1—O1 | 138.76 (8) | N7—C25—C26 | 118.5 (2) |
N1—Mn1—O1 | 70.12 (8) | N8—C26—C27 | 121.8 (3) |
N3—Mn1—O1 | 152.84 (8) | N8—C26—C25 | 113.5 (2) |
O2—Mn1—O1 | 82.60 (7) | C27—C26—C25 | 124.7 (3) |
N2—Mn1—Cl2 | 94.27 (6) | C26—N8—C30 | 119.8 (2) |
N1—Mn1—Cl2 | 90.26 (6) | C26—N8—Mn3 | 120.63 (17) |
N3—Mn1—Cl2 | 88.86 (6) | C30—N8—Mn3 | 119.53 (18) |
O2—Mn1—Cl2 | 89.64 (5) | C26—C27—C28 | 118.2 (3) |
O1—Mn1—Cl2 | 87.85 (5) | C29—C28—C27 | 120.3 (3) |
N2—Mn1—Cl1 | 90.84 (6) | C28—C29—C30 | 118.2 (3) |
N1—Mn1—Cl1 | 91.70 (6) | N8—C30—C29 | 121.6 (3) |
N3—Mn1—Cl1 | 92.92 (6) | N8—C30—C31 | 113.8 (2) |
O2—Mn1—Cl1 | 86.45 (5) | C29—C30—C31 | 124.6 (2) |
O1—Mn1—Cl1 | 88.38 (5) | N9—C31—C30 | 118.3 (2) |
Cl2—Mn1—Cl1 | 174.89 (3) | C31—N9—C32 | 118.6 (2) |
N11—Mn4—N12 | 72.19 (9) | C31—N9—Mn3 | 116.29 (19) |
N11—Mn4—N10 | 71.64 (9) | C32—N9—Mn3 | 125.02 (17) |
N12—Mn4—N10 | 143.76 (9) | N9—C32—C33 | 110.3 (2) |
N11—Mn4—Cl8 | 122.74 (6) | O6—C33—C32 | 111.9 (2) |
N12—Mn4—Cl8 | 102.65 (7) | N8—Mn3—N9 | 72.00 (8) |
N10—Mn4—Cl8 | 98.54 (6) | N8—Mn3—N7 | 71.26 (8) |
N11—Mn4—Cl7 | 115.85 (6) | N9—Mn3—N7 | 143.26 (8) |
N12—Mn4—Cl7 | 94.90 (6) | N8—Mn3—Cl6 | 126.21 (6) |
N10—Mn4—Cl7 | 98.70 (6) | N9—Mn3—Cl6 | 105.79 (6) |
Cl8—Mn4—Cl7 | 121.41 (3) | N7—Mn3—Cl6 | 95.62 (6) |
C20—N6—C21 | 123.2 (3) | N8—Mn3—Cl5 | 115.15 (6) |
C20—N6—Mn2 | 120.1 (2) | N9—Mn3—Cl5 | 95.39 (6) |
C21—N6—Mn2 | 116.75 (18) | N7—Mn3—Cl5 | 100.19 (6) |
N6—C21—C22 | 107.6 (2) | Cl6—Mn3—Cl5 | 118.51 (3) |
O4—C22—C21 | 107.7 (3) | C12—O3—Mn2 | 112.57 (16) |
C22—O4—Mn2 | 114.54 (17) | O3—C12—C13 | 107.5 (2) |
O4—Mn2—N5 | 137.43 (8) | N4—C13—C12 | 107.2 (2) |
O4—Mn2—N4 | 154.35 (8) | C14—N4—C13 | 120.9 (2) |
N5—Mn2—N4 | 68.23 (8) | C14—N4—Mn2 | 120.65 (19) |
O4—Mn2—N6 | 69.37 (8) | C13—N4—Mn2 | 118.38 (18) |
N5—Mn2—N6 | 68.10 (8) | N4—C14—C15 | 116.9 (2) |
N4—Mn2—N6 | 136.25 (8) | N5—C15—C16 | 122.3 (3) |
O4—Mn2—O3 | 85.53 (7) | N5—C15—C14 | 113.9 (2) |
N5—Mn2—O3 | 136.95 (8) | C16—C15—C14 | 123.7 (3) |
N4—Mn2—O3 | 68.85 (8) | C19—N5—C15 | 119.6 (2) |
N6—Mn2—O3 | 154.90 (8) | C19—N5—Mn2 | 120.44 (18) |
O4—Mn2—Cl4 | 85.22 (6) | C15—N5—Mn2 | 119.95 (18) |
N5—Mn2—Cl4 | 97.38 (6) | C17—C16—C15 | 117.9 (3) |
N4—Mn2—Cl4 | 91.98 (6) | C18—C17—C16 | 119.8 (3) |
N6—Mn2—Cl4 | 91.06 (6) | C17—C18—C19 | 118.8 (3) |
O3—Mn2—Cl4 | 87.10 (5) | N5—C19—C18 | 121.6 (3) |
O4—Mn2—Cl3 | 86.64 (6) | N5—C19—C20 | 113.9 (2) |
N5—Mn2—Cl3 | 93.22 (6) | C18—C19—C20 | 124.5 (3) |
N4—Mn2—Cl3 | 92.42 (6) | N6—C20—C19 | 117.4 (3) |
| | | |
Mn1—O1—C1—C2 | −43.7 (3) | C41—C42—N12—Mn4 | −2.4 (3) |
O1—C1—C2—N1 | 50.6 (4) | C42—N12—C43—C44 | −90.7 (3) |
C1—C2—N1—C3 | 147.7 (3) | Mn4—N12—C43—C44 | 94.3 (3) |
C1—C2—N1—Mn1 | −36.1 (3) | N12—C43—C44—O8 | 75.2 (3) |
C2—N1—C3—C4 | 172.5 (3) | O5—C23—C24—N7 | −65.5 (3) |
Mn1—N1—C3—C4 | −3.6 (4) | C23—C24—N7—C25 | 127.3 (3) |
N1—C3—C4—N2 | −1.5 (4) | C23—C24—N7—Mn3 | −51.8 (3) |
N1—C3—C4—C5 | −178.4 (3) | C24—N7—C25—C26 | 177.6 (2) |
C5—C4—N2—C8 | 1.3 (4) | Mn3—N7—C25—C26 | −3.3 (3) |
C3—C4—N2—C8 | −175.6 (2) | N7—C25—C26—N8 | 2.6 (4) |
C5—C4—N2—Mn1 | −177.2 (2) | N7—C25—C26—C27 | −176.2 (3) |
C3—C4—N2—Mn1 | 5.9 (3) | C27—C26—N8—C30 | −0.6 (4) |
N2—C4—C5—C6 | −1.2 (4) | C25—C26—N8—C30 | −179.5 (2) |
C3—C4—C5—C6 | 175.4 (3) | C27—C26—N8—Mn3 | 178.27 (19) |
C4—C5—C6—C7 | 0.2 (4) | C25—C26—N8—Mn3 | −0.6 (3) |
C5—C6—C7—C8 | 0.6 (4) | N8—C26—C27—C28 | −0.1 (4) |
C4—N2—C8—C7 | −0.4 (4) | C25—C26—C27—C28 | 178.6 (2) |
Mn1—N2—C8—C7 | 178.08 (19) | C26—C27—C28—C29 | 0.9 (4) |
C4—N2—C8—C9 | −179.4 (2) | C27—C28—C29—C30 | −0.9 (4) |
Mn1—N2—C8—C9 | −1.0 (3) | C26—N8—C30—C29 | 0.6 (4) |
C6—C7—C8—N2 | −0.6 (4) | Mn3—N8—C30—C29 | −178.28 (19) |
C6—C7—C8—C9 | 178.4 (2) | C26—N8—C30—C31 | −177.5 (2) |
N2—C8—C9—N3 | 1.6 (4) | Mn3—N8—C30—C31 | 3.6 (3) |
C7—C8—C9—N3 | −177.4 (3) | C28—C29—C30—N8 | 0.1 (4) |
C8—C9—N3—C10 | −177.9 (2) | C28—C29—C30—C31 | 178.1 (3) |
C8—C9—N3—Mn1 | −1.6 (3) | N8—C30—C31—N9 | −4.4 (4) |
C9—N3—C10—C11 | −149.5 (3) | C29—C30—C31—N9 | 177.5 (3) |
Mn1—N3—C10—C11 | 34.1 (3) | C30—C31—N9—C32 | −179.5 (2) |
N3—C10—C11—O2 | −52.8 (3) | C30—C31—N9—Mn3 | 3.1 (3) |
C10—C11—O2—Mn1 | 48.5 (3) | C31—N9—C32—C33 | 96.3 (3) |
C20—N6—C21—C22 | 152.6 (3) | Mn3—N9—C32—C33 | −86.5 (3) |
Mn2—N6—C21—C22 | −27.2 (3) | N9—C32—C33—O6 | −72.8 (3) |
N6—C21—C22—O4 | 50.1 (3) | Mn2—O3—C12—C13 | 50.9 (3) |
C21—C22—O4—Mn2 | −52.7 (3) | O3—C12—C13—N4 | −53.6 (3) |
O7—C34—C35—N10 | 65.5 (3) | C12—C13—N4—C14 | −143.8 (3) |
C34—C35—N10—C36 | −133.9 (3) | C12—C13—N4—Mn2 | 33.4 (3) |
C34—C35—N10—Mn4 | 45.8 (3) | C13—N4—C14—C15 | −176.5 (2) |
C35—N10—C36—C37 | −177.7 (2) | Mn2—N4—C14—C15 | 6.4 (3) |
Mn4—N10—C36—C37 | 2.6 (3) | N4—C14—C15—N5 | −3.1 (4) |
N10—C36—C37—N11 | −1.4 (4) | N4—C14—C15—C16 | 174.0 (3) |
N10—C36—C37—C38 | 178.2 (3) | C16—C15—N5—C19 | 0.4 (4) |
C38—C37—N11—C41 | 1.6 (4) | C14—C15—N5—C19 | 177.5 (2) |
C36—C37—N11—C41 | −178.9 (2) | C16—C15—N5—Mn2 | −178.78 (19) |
C38—C37—N11—Mn4 | 179.7 (2) | C14—C15—N5—Mn2 | −1.7 (3) |
C36—C37—N11—Mn4 | −0.7 (3) | N5—C15—C16—C17 | 0.4 (4) |
N11—C37—C38—C39 | −0.5 (4) | C14—C15—C16—C17 | −176.4 (3) |
C36—C37—C38—C39 | 180.0 (3) | C15—C16—C17—C18 | −0.8 (4) |
C37—C38—C39—C40 | −0.2 (4) | C16—C17—C18—C19 | 0.3 (4) |
C38—C39—C40—C41 | −0.1 (5) | C15—N5—C19—C18 | −0.9 (4) |
C37—N11—C41—C40 | −1.9 (4) | Mn2—N5—C19—C18 | 178.3 (2) |
Mn4—N11—C41—C40 | 179.9 (2) | C15—N5—C19—C20 | 178.6 (2) |
C37—N11—C41—C42 | 174.5 (2) | Mn2—N5—C19—C20 | −2.2 (3) |
Mn4—N11—C41—C42 | −3.6 (3) | C17—C18—C19—N5 | 0.5 (4) |
C39—C40—C41—N11 | 1.2 (4) | C17—C18—C19—C20 | −178.9 (3) |
C39—C40—C41—C42 | −174.8 (3) | C21—N6—C20—C19 | −180.0 (3) |
N11—C41—C42—N12 | 3.9 (4) | Mn2—N6—C20—C19 | −0.1 (4) |
C40—C41—C42—N12 | −179.8 (3) | N5—C19—C20—N6 | 1.5 (4) |
C41—C42—N12—C43 | −177.7 (3) | C18—C19—C20—N6 | −179.0 (3) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O8—H8···Cl3i | 0.84 | 2.32 | 3.127 (2) | 162 |
O6—H6A···Cl2ii | 0.84 | 2.31 | 3.124 (2) | 163 |
O1—H16B···Cl4 | 0.84 | 2.32 | 3.099 (2) | 155 |
O2—H17A···Cl4 | 0.84 | 2.46 | 3.249 (2) | 157 |
O4—H15B···Cl1 | 0.84 | 2.20 | 3.021 (2) | 164 |
O7—H7A···Cl7 | 0.84 | 2.61 | 3.286 (3) | 139 |
O5—H5A···Cl1 | 0.84 | 2.77 | 3.273 (2) | 120 |
O5—H5A···Cl5 | 0.84 | 2.78 | 3.445 (2) | 138 |
O3—H15A···O5 | 0.84 | 2.16 | 2.819 (3) | 135 |
O3—H15A···Cl1 | 0.84 | 2.90 | 3.604 (2) | 143 |
Symmetry codes: (i) x−1, y, z; (ii) x+1, y, z. |
Bis{µ-2,2'-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]diethanol}bis[dithiocyanatomanganese(II)] (3)
top
Crystal data top
[Mn2(NCS)4(C11H15N3O2)2] | F(000) = 804 |
Mr = 784.72 | Dx = 1.556 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 7.2639 (12) Å | Cell parameters from 2277 reflections |
b = 24.655 (4) Å | θ = 2.3–23.1° |
c = 9.4710 (16) Å | µ = 1.05 mm−1 |
β = 98.994 (3)° | T = 150 K |
V = 1675.3 (5) Å3 | Block, orange |
Z = 2 | 0.36 × 0.27 × 0.10 mm |
Data collection top
Bruker APEXII CCD diffractometer | 2591 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.056 |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | θmax = 26.4°, θmin = 1.7° |
Tmin = 0.623, Tmax = 0.745 | h = −9→9 |
14661 measured reflections | k = −30→30 |
3422 independent reflections | l = −11→11 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.039 | H-atom parameters constrained |
wR(F2) = 0.092 | w = 1/[σ2(Fo2) + (0.0397P)2 + 0.280P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
3422 reflections | Δρmax = 0.31 e Å−3 |
208 parameters | Δρmin = −0.37 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.02633 (5) | 0.37690 (2) | 0.07088 (4) | 0.02574 (13) | |
O1 | 0.0901 (3) | 0.34168 (8) | 0.3119 (2) | 0.0370 (5) | |
H1 | 0.0016 | 0.3354 | 0.3569 | 0.055* | |
C1 | 0.2027 (4) | 0.29371 (12) | 0.3278 (3) | 0.0369 (7) | |
H1A | 0.1354 | 0.2629 | 0.2764 | 0.044* | |
H1B | 0.2362 | 0.2840 | 0.4300 | 0.044* | |
C2 | 0.3747 (4) | 0.30736 (12) | 0.2644 (3) | 0.0349 (7) | |
H2A | 0.4523 | 0.3338 | 0.3260 | 0.042* | |
H2B | 0.4497 | 0.2742 | 0.2570 | 0.042* | |
N1 | 0.3154 (3) | 0.33052 (9) | 0.1225 (2) | 0.0278 (5) | |
C3 | 0.4139 (4) | 0.32348 (11) | 0.0254 (3) | 0.0308 (6) | |
H3 | 0.5258 | 0.3030 | 0.0426 | 0.037* | |
C4 | 0.3498 (4) | 0.34801 (11) | −0.1148 (3) | 0.0286 (6) | |
C5 | 0.4483 (4) | 0.34430 (11) | −0.2301 (3) | 0.0354 (7) | |
H5 | 0.5620 | 0.3246 | −0.2218 | 0.042* | |
C6 | 0.3768 (4) | 0.36975 (12) | −0.3555 (3) | 0.0397 (8) | |
H6 | 0.4425 | 0.3684 | −0.4346 | 0.048* | |
C7 | 0.2093 (4) | 0.39743 (12) | −0.3673 (3) | 0.0379 (7) | |
H7 | 0.1579 | 0.4149 | −0.4540 | 0.046* | |
C8 | 0.1180 (4) | 0.39893 (11) | −0.2476 (3) | 0.0311 (6) | |
N2 | 0.1881 (3) | 0.37511 (8) | −0.1243 (2) | 0.0266 (5) | |
C9 | −0.0615 (4) | 0.42629 (11) | −0.2477 (3) | 0.0323 (6) | |
H9 | −0.1260 | 0.4420 | −0.3329 | 0.039* | |
N3 | −0.1296 (3) | 0.42855 (8) | −0.1310 (2) | 0.0272 (5) | |
C10 | −0.3057 (4) | 0.45724 (11) | −0.1333 (3) | 0.0323 (6) | |
H10A | −0.3876 | 0.4361 | −0.0796 | 0.039* | |
H10B | −0.3692 | 0.4607 | −0.2333 | 0.039* | |
C11 | −0.2742 (4) | 0.51322 (11) | −0.0676 (3) | 0.0307 (6) | |
H13A | −0.3951 | 0.5284 | −0.0505 | 0.037* | |
H13B | −0.1921 | 0.5102 | 0.0259 | 0.037* | |
O2 | −0.1915 (3) | 0.54924 (7) | −0.1577 (2) | 0.0316 (4) | |
H2 | −0.2793 | 0.5570 | −0.2233 | 0.047* | |
N4 | −0.2024 (3) | 0.40905 (10) | 0.1781 (3) | 0.0374 (6) | |
C12 | −0.2848 (4) | 0.42616 (11) | 0.2635 (3) | 0.0301 (6) | |
S1 | −0.40334 (10) | 0.45031 (3) | 0.38397 (8) | 0.0360 (2) | |
N5 | −0.1071 (3) | 0.30084 (10) | 0.0071 (3) | 0.0350 (6) | |
C13 | −0.1442 (3) | 0.25552 (12) | 0.0161 (3) | 0.0277 (6) | |
S2 | −0.20166 (11) | 0.19153 (3) | 0.02770 (9) | 0.0385 (2) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0261 (2) | 0.0218 (2) | 0.0314 (2) | 0.00077 (17) | 0.01104 (17) | −0.00003 (17) |
O1 | 0.0409 (12) | 0.0350 (11) | 0.0381 (12) | 0.0067 (9) | 0.0157 (9) | 0.0086 (9) |
C1 | 0.0451 (18) | 0.0306 (16) | 0.0350 (17) | 0.0005 (14) | 0.0063 (14) | 0.0076 (13) |
C2 | 0.0343 (16) | 0.0313 (16) | 0.0378 (17) | 0.0080 (13) | 0.0015 (13) | 0.0032 (13) |
N1 | 0.0248 (12) | 0.0226 (12) | 0.0365 (13) | 0.0002 (9) | 0.0068 (10) | −0.0004 (10) |
C3 | 0.0221 (14) | 0.0258 (15) | 0.0460 (18) | 0.0007 (11) | 0.0094 (13) | −0.0033 (13) |
C4 | 0.0251 (14) | 0.0236 (14) | 0.0396 (16) | −0.0035 (11) | 0.0130 (12) | −0.0070 (12) |
C5 | 0.0361 (16) | 0.0288 (16) | 0.0458 (18) | −0.0061 (13) | 0.0209 (14) | −0.0111 (14) |
C6 | 0.0432 (18) | 0.0410 (18) | 0.0402 (18) | −0.0109 (15) | 0.0231 (15) | −0.0133 (14) |
C7 | 0.0493 (19) | 0.0372 (17) | 0.0290 (16) | −0.0106 (15) | 0.0115 (14) | −0.0027 (13) |
C8 | 0.0377 (16) | 0.0253 (14) | 0.0315 (16) | −0.0042 (12) | 0.0096 (13) | −0.0047 (12) |
N2 | 0.0307 (12) | 0.0226 (12) | 0.0287 (12) | −0.0023 (10) | 0.0114 (10) | −0.0027 (10) |
C9 | 0.0403 (17) | 0.0279 (15) | 0.0275 (15) | −0.0039 (13) | 0.0012 (13) | 0.0006 (12) |
N3 | 0.0285 (12) | 0.0186 (11) | 0.0338 (13) | −0.0017 (9) | 0.0032 (10) | −0.0022 (9) |
C10 | 0.0278 (15) | 0.0252 (15) | 0.0428 (17) | −0.0022 (12) | 0.0019 (13) | −0.0006 (12) |
C11 | 0.0275 (15) | 0.0293 (15) | 0.0363 (16) | −0.0008 (12) | 0.0087 (12) | −0.0006 (12) |
O2 | 0.0356 (11) | 0.0248 (10) | 0.0348 (11) | −0.0012 (8) | 0.0068 (9) | 0.0016 (8) |
N4 | 0.0358 (14) | 0.0391 (15) | 0.0405 (15) | 0.0083 (12) | 0.0163 (12) | 0.0043 (12) |
C12 | 0.0275 (15) | 0.0280 (15) | 0.0349 (16) | 0.0022 (12) | 0.0055 (13) | 0.0049 (12) |
S1 | 0.0377 (4) | 0.0385 (4) | 0.0338 (4) | 0.0081 (3) | 0.0118 (3) | −0.0001 (3) |
N5 | 0.0308 (13) | 0.0278 (14) | 0.0483 (16) | −0.0025 (11) | 0.0121 (11) | −0.0046 (11) |
C13 | 0.0187 (14) | 0.0354 (17) | 0.0295 (15) | 0.0030 (12) | 0.0059 (11) | −0.0059 (12) |
S2 | 0.0385 (4) | 0.0284 (4) | 0.0514 (5) | −0.0039 (3) | 0.0155 (4) | 0.0007 (3) |
Geometric parameters (Å, º) top
Mn1—N5 | 2.154 (2) | C5—C6 | 1.371 (4) |
Mn1—N4 | 2.224 (2) | C6—C7 | 1.384 (4) |
Mn1—O2i | 2.2633 (18) | C7—C8 | 1.402 (4) |
Mn1—N2 | 2.341 (2) | C8—N2 | 1.335 (4) |
Mn1—N1 | 2.374 (2) | C8—C9 | 1.468 (4) |
Mn1—O1 | 2.4181 (19) | C9—N3 | 1.281 (3) |
Mn1—N3 | 2.426 (2) | N3—C10 | 1.459 (3) |
O1—C1 | 1.433 (3) | C10—C11 | 1.517 (4) |
C1—C2 | 1.507 (4) | C11—O2 | 1.428 (3) |
C2—N1 | 1.462 (3) | O2—Mn1i | 2.2633 (18) |
N1—C3 | 1.262 (3) | N4—C12 | 1.158 (3) |
C3—C4 | 1.468 (4) | C12—S1 | 1.645 (3) |
C4—N2 | 1.342 (3) | N5—C13 | 1.156 (3) |
C4—C5 | 1.399 (4) | C13—S2 | 1.640 (3) |
| | | |
N5—Mn1—N4 | 95.90 (9) | C2—N1—Mn1 | 120.10 (17) |
N5—Mn1—O2i | 172.85 (8) | N1—C3—C4 | 117.9 (2) |
N4—Mn1—O2i | 86.48 (8) | N2—C4—C5 | 122.0 (3) |
N5—Mn1—N2 | 91.24 (8) | N2—C4—C3 | 114.6 (2) |
N4—Mn1—N2 | 150.50 (9) | C5—C4—C3 | 123.4 (3) |
O2i—Mn1—N2 | 89.95 (7) | C6—C5—C4 | 118.4 (3) |
N5—Mn1—N1 | 89.04 (8) | C5—C6—C7 | 120.3 (3) |
N4—Mn1—N1 | 141.03 (9) | C6—C7—C8 | 118.0 (3) |
O2i—Mn1—N1 | 84.91 (7) | N2—C8—C7 | 122.1 (3) |
N2—Mn1—N1 | 67.44 (8) | N2—C8—C9 | 114.9 (2) |
N5—Mn1—O1 | 87.91 (8) | C7—C8—C9 | 123.0 (3) |
N4—Mn1—O1 | 75.14 (8) | C8—N2—C4 | 119.2 (2) |
O2i—Mn1—O1 | 86.18 (7) | C8—N2—Mn1 | 120.80 (18) |
N2—Mn1—O1 | 133.85 (7) | C4—N2—Mn1 | 119.92 (18) |
N1—Mn1—O1 | 66.42 (7) | N3—C9—C8 | 118.8 (3) |
N5—Mn1—N3 | 95.84 (8) | C9—N3—C10 | 117.7 (2) |
N4—Mn1—N3 | 83.27 (8) | C9—N3—Mn1 | 117.50 (19) |
O2i—Mn1—N3 | 91.13 (7) | C10—N3—Mn1 | 124.51 (18) |
N2—Mn1—N3 | 67.51 (8) | N3—C10—C11 | 111.1 (2) |
N1—Mn1—N3 | 134.76 (8) | O2—C11—C10 | 111.8 (2) |
O1—Mn1—N3 | 158.37 (7) | C11—O2—Mn1i | 122.13 (16) |
C1—O1—Mn1 | 114.71 (16) | C12—N4—Mn1 | 162.4 (2) |
O1—C1—C2 | 105.6 (2) | N4—C12—S1 | 179.5 (3) |
N1—C2—C1 | 108.1 (2) | C13—N5—Mn1 | 157.1 (2) |
C3—N1—C2 | 119.8 (2) | N5—C13—S2 | 178.7 (3) |
C3—N1—Mn1 | 120.01 (19) | | |
Symmetry code: (i) −x, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···S2ii | 0.84 | 2.45 | 3.270 (2) | 167 |
O2—H2···S1iii | 0.84 | 2.56 | 3.359 (2) | 159 |
Symmetry codes: (ii) x, −y+1/2, z+1/2; (iii) −x−1, −y+1, −z. |
Chlorido{1,1'-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-2-ol)}manganese(II) chloride monohydrate (4)
top
Crystal data top
[MnCl(C13H19N3O2)(H2O)]Cl·H2O | F(000) = 852 |
Mr = 411.18 | Dx = 1.440 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.9211 (8) Å | Cell parameters from 5118 reflections |
b = 12.0382 (9) Å | θ = 2.2–28.1° |
c = 15.3331 (11) Å | µ = 1.00 mm−1 |
β = 109.830 (1)° | T = 150 K |
V = 1896.3 (2) Å3 | Lath, orange |
Z = 4 | 0.30 × 0.22 × 0.13 mm |
Data collection top
Bruker APEXII CCD diffractometer | 3639 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.028 |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | θmax = 28.3°, θmin = 2.0° |
Tmin = 0.509, Tmax = 0.746 | h = −14→14 |
18855 measured reflections | k = −16→16 |
4723 independent reflections | l = −20→20 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.118 | w = 1/[σ2(Fo2) + (0.0585P)2 + 1.1194P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.001 |
4723 reflections | Δρmax = 0.79 e Å−3 |
210 parameters | Δρmin = −0.50 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.19455 (3) | 0.10537 (3) | 0.74646 (2) | 0.03400 (12) | |
O1 | 0.02020 (15) | 0.21397 (14) | 0.66318 (11) | 0.0407 (4) | |
H1' | 0.0345 | 0.2796 | 0.6506 | 0.061* | |
C1 | −0.1773 (3) | 0.2337 (3) | 0.5294 (2) | 0.0587 (8) | |
H1A | −0.2292 | 0.2440 | 0.5699 | 0.088* | |
H1B | −0.2303 | 0.1966 | 0.4721 | 0.088* | |
H1C | −0.1487 | 0.3062 | 0.5144 | 0.088* | |
C2 | −0.0597 (2) | 0.1630 (2) | 0.57840 (17) | 0.0459 (6) | |
H2 | −0.0071 | 0.1534 | 0.5368 | 0.055* | |
C3 | −0.0952 (2) | 0.0493 (2) | 0.60508 (19) | 0.0473 (6) | |
H3A | −0.1537 | 0.0569 | 0.6419 | 0.057* | |
H3B | −0.1407 | 0.0054 | 0.5488 | 0.057* | |
N1 | 0.02525 (19) | −0.00581 (18) | 0.65970 (14) | 0.0394 (5) | |
C4 | 0.0397 (2) | −0.1104 (2) | 0.66098 (18) | 0.0420 (6) | |
H4 | −0.0294 | −0.1581 | 0.6271 | 0.050* | |
C5 | 0.1681 (2) | −0.1549 (2) | 0.71712 (18) | 0.0399 (5) | |
C6 | 0.2048 (3) | −0.2653 (2) | 0.7180 (2) | 0.0471 (6) | |
H6 | 0.1447 | −0.3195 | 0.6833 | 0.057* | |
C7 | 0.3302 (3) | −0.2951 (2) | 0.7702 (2) | 0.0493 (7) | |
H7 | 0.3575 | −0.3702 | 0.7710 | 0.059* | |
C8 | 0.4163 (3) | −0.2156 (2) | 0.82142 (18) | 0.0441 (6) | |
H8 | 0.5030 | −0.2349 | 0.8578 | 0.053* | |
C9 | 0.3726 (2) | −0.10657 (19) | 0.81817 (17) | 0.0376 (5) | |
N2 | 0.25101 (19) | −0.07766 (16) | 0.76652 (14) | 0.0364 (4) | |
C10 | 0.4524 (2) | −0.0124 (2) | 0.86830 (17) | 0.0389 (5) | |
H10 | 0.5400 | −0.0228 | 0.9076 | 0.047* | |
N3 | 0.39976 (19) | 0.08298 (16) | 0.85692 (14) | 0.0375 (4) | |
C11 | 0.4655 (2) | 0.1818 (2) | 0.90468 (19) | 0.0480 (6) | |
H11A | 0.5593 | 0.1773 | 0.9130 | 0.058* | |
H11B | 0.4571 | 0.1858 | 0.9669 | 0.058* | |
C12 | 0.4096 (3) | 0.2830 (2) | 0.8518 (2) | 0.0563 (8) | |
H12 | 0.4428 | 0.2852 | 0.7985 | 0.068* | |
O2 | 0.27425 (16) | 0.27268 (14) | 0.81258 (12) | 0.0472 (5) | |
H2' | 0.2416 | 0.3282 | 0.7797 | 0.071* | |
C13 | 0.4529 (3) | 0.3902 (2) | 0.9037 (2) | 0.0532 (7) | |
H13A | 0.4153 | 0.4530 | 0.8626 | 0.080* | |
H13B | 0.5480 | 0.3951 | 0.9249 | 0.080* | |
H13C | 0.4234 | 0.3924 | 0.9573 | 0.080* | |
Cl1 | 0.29005 (6) | 0.11186 (5) | 0.61894 (4) | 0.04378 (16) | |
Cl2 | 0.13489 (7) | 0.45169 (5) | 0.67050 (5) | 0.04720 (17) | |
O3 | 0.10792 (18) | 0.10270 (15) | 0.85605 (13) | 0.0477 (4) | |
H3C | 0.1471 | 0.1189 | 0.9142 | 0.072* | |
H3D | 0.0507 | 0.0518 | 0.8545 | 0.072* | |
O4 | 0.25378 (19) | 0.14900 (19) | 1.03228 (13) | 0.0581 (5) | |
H4B | 0.2301 | 0.1159 | 1.0745 | 0.087* | |
H4A | 0.1933 | 0.1996 | 1.0172 | 0.087* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.02767 (18) | 0.02776 (18) | 0.0371 (2) | −0.00212 (13) | −0.00129 (14) | −0.00330 (14) |
O1 | 0.0332 (8) | 0.0391 (9) | 0.0394 (9) | 0.0004 (7) | −0.0012 (7) | −0.0006 (7) |
C1 | 0.0362 (14) | 0.082 (2) | 0.0480 (15) | 0.0099 (14) | 0.0015 (12) | 0.0016 (15) |
C2 | 0.0296 (11) | 0.0612 (17) | 0.0365 (12) | 0.0011 (11) | −0.0023 (10) | −0.0064 (12) |
C3 | 0.0298 (12) | 0.0554 (16) | 0.0473 (14) | −0.0061 (11) | 0.0007 (10) | −0.0125 (12) |
N1 | 0.0302 (10) | 0.0410 (11) | 0.0422 (11) | −0.0085 (8) | 0.0061 (8) | −0.0093 (9) |
C4 | 0.0388 (13) | 0.0396 (13) | 0.0468 (14) | −0.0154 (10) | 0.0134 (11) | −0.0128 (11) |
C5 | 0.0460 (13) | 0.0307 (11) | 0.0455 (13) | −0.0102 (10) | 0.0190 (11) | −0.0052 (10) |
C6 | 0.0621 (17) | 0.0289 (12) | 0.0562 (15) | −0.0111 (11) | 0.0275 (14) | −0.0058 (11) |
C7 | 0.0712 (19) | 0.0277 (12) | 0.0594 (16) | 0.0033 (12) | 0.0358 (15) | 0.0032 (11) |
C8 | 0.0498 (14) | 0.0355 (13) | 0.0500 (14) | 0.0059 (11) | 0.0211 (12) | 0.0081 (11) |
C9 | 0.0398 (12) | 0.0304 (11) | 0.0427 (13) | 0.0022 (9) | 0.0140 (10) | 0.0058 (9) |
N2 | 0.0353 (10) | 0.0287 (9) | 0.0425 (11) | −0.0038 (8) | 0.0098 (8) | −0.0010 (8) |
C10 | 0.0304 (11) | 0.0377 (12) | 0.0429 (13) | 0.0019 (9) | 0.0051 (10) | 0.0060 (10) |
N3 | 0.0312 (10) | 0.0315 (10) | 0.0401 (10) | −0.0015 (8) | −0.0004 (8) | 0.0012 (8) |
C11 | 0.0380 (13) | 0.0387 (13) | 0.0491 (14) | −0.0048 (11) | −0.0092 (11) | −0.0029 (11) |
C12 | 0.0342 (13) | 0.0373 (14) | 0.080 (2) | −0.0037 (11) | −0.0032 (13) | −0.0063 (13) |
O2 | 0.0394 (9) | 0.0306 (9) | 0.0525 (11) | −0.0025 (7) | −0.0092 (8) | −0.0001 (7) |
C13 | 0.0441 (15) | 0.0351 (13) | 0.0669 (18) | −0.0096 (11) | 0.0011 (13) | −0.0074 (12) |
Cl1 | 0.0351 (3) | 0.0460 (3) | 0.0470 (3) | −0.0066 (2) | 0.0097 (3) | −0.0041 (3) |
Cl2 | 0.0519 (4) | 0.0320 (3) | 0.0519 (4) | 0.0073 (3) | 0.0101 (3) | 0.0017 (3) |
O3 | 0.0398 (9) | 0.0542 (11) | 0.0422 (10) | −0.0120 (8) | 0.0051 (8) | −0.0070 (8) |
O4 | 0.0504 (11) | 0.0705 (14) | 0.0507 (11) | −0.0129 (10) | 0.0134 (9) | −0.0104 (10) |
Geometric parameters (Å, º) top
Mn1—O3 | 2.1905 (19) | C5—N2 | 1.339 (3) |
Mn1—N2 | 2.281 (2) | C5—C6 | 1.388 (4) |
Mn1—O2 | 2.2897 (17) | C6—C7 | 1.378 (4) |
Mn1—N1 | 2.3046 (19) | C7—C8 | 1.385 (4) |
Mn1—O1 | 2.3056 (16) | C8—C9 | 1.391 (3) |
Mn1—N3 | 2.3213 (19) | C9—N2 | 1.341 (3) |
Mn1—Cl1 | 2.5101 (8) | C9—C10 | 1.477 (3) |
O1—C2 | 1.435 (3) | C10—N3 | 1.269 (3) |
C1—C2 | 1.511 (4) | N3—C11 | 1.453 (3) |
C2—C3 | 1.516 (4) | C11—C12 | 1.476 (4) |
C3—N1 | 1.458 (3) | C12—O2 | 1.400 (3) |
N1—C4 | 1.268 (3) | C12—C13 | 1.506 (4) |
C4—C5 | 1.475 (4) | | |
| | | |
O3—Mn1—N2 | 92.85 (7) | C4—N1—C3 | 123.0 (2) |
O3—Mn1—O2 | 82.62 (7) | C4—N1—Mn1 | 119.77 (17) |
N2—Mn1—O2 | 138.19 (7) | C3—N1—Mn1 | 117.27 (16) |
O3—Mn1—N1 | 87.91 (7) | N1—C4—C5 | 117.3 (2) |
N2—Mn1—N1 | 69.15 (7) | N2—C5—C6 | 121.4 (3) |
O2—Mn1—N1 | 151.21 (7) | N2—C5—C4 | 113.9 (2) |
O3—Mn1—O1 | 86.72 (7) | C6—C5—C4 | 124.7 (2) |
N2—Mn1—O1 | 139.22 (7) | C7—C6—C5 | 118.8 (2) |
O2—Mn1—O1 | 82.24 (6) | C6—C7—C8 | 119.9 (2) |
N1—Mn1—O1 | 70.09 (7) | C7—C8—C9 | 118.2 (3) |
O3—Mn1—N3 | 89.99 (7) | N2—C9—C8 | 121.7 (2) |
N2—Mn1—N3 | 68.87 (7) | N2—C9—C10 | 113.5 (2) |
O2—Mn1—N3 | 69.59 (6) | C8—C9—C10 | 124.8 (2) |
N1—Mn1—N3 | 137.79 (7) | C5—N2—C9 | 119.9 (2) |
O1—Mn1—N3 | 151.82 (7) | C5—N2—Mn1 | 119.63 (17) |
O3—Mn1—Cl1 | 178.66 (5) | C9—N2—Mn1 | 119.91 (15) |
N2—Mn1—Cl1 | 88.30 (6) | N3—C10—C9 | 117.6 (2) |
O2—Mn1—Cl1 | 96.98 (5) | C10—N3—C11 | 123.2 (2) |
N1—Mn1—Cl1 | 91.86 (6) | C10—N3—Mn1 | 119.05 (16) |
O1—Mn1—Cl1 | 91.96 (5) | C11—N3—Mn1 | 117.54 (15) |
N3—Mn1—Cl1 | 91.07 (6) | N3—C11—C12 | 110.94 (19) |
C2—O1—Mn1 | 113.17 (14) | O2—C12—C11 | 110.0 (2) |
O1—C2—C1 | 111.3 (2) | O2—C12—C13 | 113.5 (2) |
O1—C2—C3 | 105.9 (2) | C11—C12—C13 | 114.8 (2) |
C1—C2—C3 | 113.0 (2) | C12—O2—Mn1 | 117.12 (16) |
N1—C3—C2 | 107.58 (19) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4B···Cl2i | 0.87 | 2.23 | 3.084 (2) | 169 |
O3—H3D···Cl2ii | 0.87 | 2.28 | 3.1257 (19) | 165 |
O4—H4A···Cl1i | 0.87 | 2.75 | 3.139 (2) | 108 |
C10—H10···O4iii | 0.95 | 2.61 | 3.465 (3) | 150 |
O1—H1′···Cl2 | 0.84 | 2.32 | 3.1105 (19) | 158 |
O2—H2′···Cl2 | 0.84 | 2.25 | 3.0752 (18) | 169 |
O3—H3C···O4 | 0.87 | 1.83 | 2.689 (3) | 171 |
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) −x, y−1/2, −z+3/2; (iii) −x+1, −y, −z+2. |
aquadichlorido{2,2'-dimethyl-2,2'-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-1-ol)}manganese(II) 0.3-hydrate (6)
top
Crystal data top
[MnCl2(C15H23N3O2)(H2O)]·0.3H2O | F(000) = 888 |
Mr = 426.62 | Dx = 1.450 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 14.4544 (6) Å | Cell parameters from 7733 reflections |
b = 8.6208 (4) Å | θ = 2.5–28.9° |
c = 16.9691 (7) Å | µ = 0.97 mm−1 |
β = 112.426 (1)° | T = 150 K |
V = 1954.58 (15) Å3 | Trigonal, yellow |
Z = 4 | 0.31 × 0.25 × 0.24 mm |
Data collection top
Bruker APEXII CCD diffractometer | 5164 independent reflections |
Radiation source: fine-focus sealed tube | 4487 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.024 |
ω rotation with narrow frames scans | θmax = 28.9°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | h = −19→19 |
Tmin = 0.653, Tmax = 0.746 | k = −11→11 |
20073 measured reflections | l = −23→23 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.029 | Hydrogen site location: mixed |
wR(F2) = 0.076 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0361P)2 + 0.8413P] where P = (Fo2 + 2Fc2)/3 |
5164 reflections | (Δ/σ)max = 0.001 |
249 parameters | Δρmax = 0.49 e Å−3 |
6 restraints | Δρmin = −0.45 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Mn1 | 0.29062 (2) | 0.64380 (2) | 0.36981 (2) | 0.01581 (6) | |
N1 | 0.36598 (9) | 0.80218 (14) | 0.29540 (8) | 0.0169 (2) | |
N2 | 0.21753 (9) | 0.59382 (14) | 0.23256 (7) | 0.0166 (2) | |
N3 | 0.16139 (9) | 0.45566 (14) | 0.34874 (8) | 0.0179 (2) | |
Cl1 | 0.16715 (3) | 0.85961 (4) | 0.35996 (2) | 0.02476 (9) | |
Cl2 | 0.38919 (3) | 0.66426 (4) | 0.52141 (2) | 0.02183 (8) | |
O2 | 0.03633 (10) | 0.62641 (15) | 0.41362 (10) | 0.0369 (3) | |
H2 | 0.0627 (19) | 0.683 (3) | 0.3894 (16) | 0.055* | |
C2 | 0.44489 (11) | 0.92131 (17) | 0.33305 (9) | 0.0205 (3) | 0.75 |
C1 | 0.4059 (2) | 1.0275 (3) | 0.3876 (2) | 0.0219 (5) | 0.75 |
H1A | 0.386627 | 0.962404 | 0.426928 | 0.026* | 0.75 |
H1B | 0.460607 | 1.097251 | 0.422565 | 0.026* | 0.75 |
O1 | 0.32182 (13) | 1.1191 (2) | 0.33664 (11) | 0.0327 (4)* | 0.75 |
H1C | 0.273 (2) | 1.070 (4) | 0.3403 (19) | 0.049* | 0.75 |
C2' | 0.44489 (11) | 0.92131 (17) | 0.33305 (9) | 0.0205 (3) | 0.25 |
C1' | 0.4037 (9) | 1.0514 (11) | 0.3676 (6) | 0.026 (3)* | 0.25 |
H1'A | 0.362271 | 1.007065 | 0.397023 | 0.031* | 0.25 |
H1'B | 0.460160 | 1.107285 | 0.410864 | 0.031* | 0.25 |
O1' | 0.3451 (4) | 1.1595 (5) | 0.3063 (3) | 0.0297 (10)* | 0.25 |
H1'C | 0.288416 | 1.116028 | 0.286890 | 0.045* | 0.25 |
C3 | 0.47353 (17) | 1.0119 (3) | 0.26930 (12) | 0.0464 (5) | |
H3A | 0.525704 | 1.087393 | 0.299577 | 0.070* | |
H3B | 0.498785 | 0.940443 | 0.237243 | 0.070* | |
H3C | 0.414628 | 1.066575 | 0.229822 | 0.070* | |
C4 | 0.53581 (13) | 0.8372 (2) | 0.39624 (12) | 0.0322 (4) | |
H4A | 0.589972 | 0.911826 | 0.422708 | 0.048* | |
H4B | 0.517687 | 0.788002 | 0.440419 | 0.048* | |
H4C | 0.558179 | 0.757685 | 0.366167 | 0.048* | |
C5 | 0.32945 (11) | 0.78059 (16) | 0.21517 (9) | 0.0183 (3) | |
H5 | 0.352821 | 0.840116 | 0.179394 | 0.022* | |
C6 | 0.25067 (10) | 0.66285 (15) | 0.17782 (9) | 0.0168 (3) | |
C7 | 0.21356 (11) | 0.62538 (17) | 0.09154 (9) | 0.0201 (3) | |
H7 | 0.238587 | 0.674746 | 0.053669 | 0.024* | |
C8 | 0.13893 (11) | 0.51384 (17) | 0.06242 (9) | 0.0217 (3) | |
H8 | 0.111283 | 0.486932 | 0.003699 | 0.026* | |
C9 | 0.10488 (11) | 0.44185 (17) | 0.11924 (9) | 0.0221 (3) | |
H9 | 0.054280 | 0.364583 | 0.100347 | 0.027* | |
C10 | 0.14649 (10) | 0.48533 (16) | 0.20466 (9) | 0.0182 (3) | |
C11 | 0.11605 (11) | 0.41648 (17) | 0.27111 (9) | 0.0209 (3) | |
H11 | 0.062901 | 0.343383 | 0.255835 | 0.025* | |
C12 | 0.13193 (11) | 0.38812 (17) | 0.41615 (9) | 0.0204 (3) | |
C13 | 0.03987 (12) | 0.2834 (2) | 0.38356 (11) | 0.0308 (4) | |
H13A | −0.016285 | 0.340163 | 0.341913 | 0.046* | |
H13B | 0.022229 | 0.251232 | 0.431456 | 0.046* | |
H13C | 0.054566 | 0.191439 | 0.356389 | 0.046* | |
C14 | 0.22302 (12) | 0.3001 (2) | 0.47681 (11) | 0.0274 (3) | |
H14A | 0.233413 | 0.206344 | 0.448537 | 0.041* | |
H14B | 0.211681 | 0.270895 | 0.528227 | 0.041* | |
H14C | 0.282388 | 0.366455 | 0.492572 | 0.041* | |
C15 | 0.11365 (12) | 0.52586 (19) | 0.46560 (10) | 0.0269 (3) | |
H15A | 0.095680 | 0.486025 | 0.512622 | 0.032* | |
H15B | 0.176439 | 0.585943 | 0.491267 | 0.032* | |
O3 | 0.38394 (9) | 0.43908 (14) | 0.36572 (8) | 0.0278 (2) | |
H3D | 0.3611 (17) | 0.353 (3) | 0.3506 (15) | 0.042* | |
H3E | 0.4422 (18) | 0.429 (3) | 0.3975 (14) | 0.042* | |
O4 | 0.1621 (3) | 1.0443 (6) | 0.2059 (3) | 0.0395 (11) | 0.3 |
H4D | 0.110 (3) | 1.078 (9) | 0.171 (4) | 0.059* | 0.3 |
H4E | 0.156 (5) | 1.006 (9) | 0.247 (3) | 0.059* | 0.3 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.01677 (11) | 0.01679 (11) | 0.01403 (11) | −0.00103 (8) | 0.00606 (8) | −0.00120 (8) |
N1 | 0.0174 (5) | 0.0157 (5) | 0.0194 (6) | −0.0015 (4) | 0.0088 (5) | −0.0019 (4) |
N2 | 0.0173 (5) | 0.0167 (5) | 0.0159 (5) | −0.0017 (4) | 0.0065 (4) | −0.0015 (4) |
N3 | 0.0172 (5) | 0.0179 (6) | 0.0195 (6) | −0.0002 (4) | 0.0082 (5) | 0.0015 (5) |
Cl1 | 0.02438 (18) | 0.02311 (18) | 0.02712 (19) | 0.00536 (13) | 0.01020 (14) | −0.00029 (14) |
Cl2 | 0.01981 (16) | 0.02832 (18) | 0.01591 (16) | 0.00068 (13) | 0.00520 (12) | −0.00165 (13) |
O2 | 0.0330 (7) | 0.0328 (7) | 0.0543 (8) | 0.0097 (5) | 0.0272 (6) | 0.0108 (6) |
C2 | 0.0209 (7) | 0.0211 (7) | 0.0204 (7) | −0.0067 (6) | 0.0089 (6) | −0.0048 (5) |
C1 | 0.0250 (12) | 0.0184 (11) | 0.0219 (14) | −0.0041 (9) | 0.0085 (11) | −0.0057 (11) |
C2' | 0.0209 (7) | 0.0211 (7) | 0.0204 (7) | −0.0067 (6) | 0.0089 (6) | −0.0048 (5) |
C3 | 0.0540 (12) | 0.0554 (13) | 0.0307 (9) | −0.0363 (10) | 0.0170 (9) | −0.0038 (9) |
C4 | 0.0232 (8) | 0.0331 (9) | 0.0344 (9) | −0.0019 (7) | 0.0043 (7) | −0.0080 (7) |
C5 | 0.0207 (7) | 0.0173 (6) | 0.0191 (7) | −0.0017 (5) | 0.0099 (5) | −0.0009 (5) |
C6 | 0.0184 (6) | 0.0161 (6) | 0.0161 (6) | 0.0008 (5) | 0.0068 (5) | 0.0000 (5) |
C7 | 0.0232 (7) | 0.0203 (7) | 0.0170 (7) | 0.0020 (5) | 0.0079 (5) | 0.0004 (5) |
C8 | 0.0256 (7) | 0.0221 (7) | 0.0149 (6) | 0.0002 (6) | 0.0050 (6) | −0.0033 (5) |
C9 | 0.0220 (7) | 0.0214 (7) | 0.0206 (7) | −0.0035 (6) | 0.0054 (6) | −0.0038 (6) |
C10 | 0.0174 (6) | 0.0177 (6) | 0.0187 (7) | −0.0011 (5) | 0.0059 (5) | −0.0006 (5) |
C11 | 0.0198 (7) | 0.0197 (7) | 0.0231 (7) | −0.0051 (5) | 0.0081 (6) | −0.0014 (6) |
C12 | 0.0197 (7) | 0.0211 (7) | 0.0217 (7) | −0.0026 (5) | 0.0095 (6) | 0.0027 (6) |
C13 | 0.0276 (8) | 0.0338 (9) | 0.0301 (9) | −0.0104 (7) | 0.0101 (7) | 0.0053 (7) |
C14 | 0.0264 (8) | 0.0261 (8) | 0.0289 (8) | 0.0004 (6) | 0.0094 (6) | 0.0086 (6) |
C15 | 0.0300 (8) | 0.0284 (8) | 0.0280 (8) | 0.0013 (6) | 0.0176 (7) | 0.0025 (6) |
O3 | 0.0227 (6) | 0.0272 (6) | 0.0295 (6) | 0.0065 (5) | 0.0054 (5) | −0.0030 (5) |
O4 | 0.028 (2) | 0.048 (3) | 0.031 (2) | −0.0131 (19) | −0.0024 (17) | 0.020 (2) |
Geometric parameters (Å, º) top
Mn1—N2 | 2.2021 (11) | C2—C1 | 1.553 (3) |
Mn1—O3 | 2.2384 (12) | C1—O1 | 1.431 (3) |
Mn1—N1 | 2.3863 (12) | C2'—C1' | 1.491 (10) |
Mn1—N3 | 2.3954 (12) | C2'—C3 | 1.514 (2) |
Mn1—Cl2 | 2.4254 (4) | C2'—C4 | 1.526 (2) |
Mn1—Cl1 | 2.5391 (4) | C1'—O1' | 1.413 (9) |
N1—C5 | 1.2722 (18) | C5—C6 | 1.4758 (19) |
N1—C2' | 1.4859 (18) | C6—C7 | 1.3916 (19) |
N1—C2 | 1.4859 (18) | C7—C8 | 1.388 (2) |
N2—C10 | 1.3351 (18) | C8—C9 | 1.385 (2) |
N2—C6 | 1.3363 (18) | C9—C10 | 1.392 (2) |
N3—C11 | 1.2729 (19) | C10—C11 | 1.482 (2) |
N3—C12 | 1.4835 (18) | C12—C13 | 1.527 (2) |
O2—C15 | 1.424 (2) | C12—C14 | 1.528 (2) |
C2—C3 | 1.514 (2) | C12—C15 | 1.534 (2) |
C2—C4 | 1.526 (2) | | |
| | | |
N2—Mn1—O3 | 82.21 (4) | N1—C2—C1 | 105.69 (14) |
N2—Mn1—N1 | 71.58 (4) | C3—C2—C1 | 112.46 (18) |
O3—Mn1—N1 | 91.87 (4) | C4—C2—C1 | 105.80 (17) |
N2—Mn1—N3 | 71.18 (4) | O1—C1—C2 | 112.5 (2) |
O3—Mn1—N3 | 84.63 (5) | N1—C2'—C1' | 109.4 (5) |
N1—Mn1—N3 | 142.73 (4) | N1—C2'—C3 | 115.06 (13) |
N2—Mn1—Cl2 | 170.67 (3) | C1'—C2'—C3 | 98.8 (4) |
O3—Mn1—Cl2 | 88.46 (3) | N1—C2'—C4 | 106.72 (12) |
N1—Mn1—Cl2 | 108.52 (3) | C1'—C2'—C4 | 116.6 (4) |
N3—Mn1—Cl2 | 108.46 (3) | C3—C2'—C4 | 110.51 (15) |
N2—Mn1—Cl1 | 91.84 (3) | O1'—C1'—C2' | 115.1 (7) |
O3—Mn1—Cl1 | 172.95 (4) | N1—C5—C6 | 119.83 (13) |
N1—Mn1—Cl1 | 89.84 (3) | N2—C6—C7 | 122.10 (13) |
N3—Mn1—Cl1 | 89.88 (3) | N2—C6—C5 | 115.49 (12) |
Cl2—Mn1—Cl1 | 97.486 (14) | C7—C6—C5 | 122.42 (13) |
C5—N1—C2' | 119.89 (12) | C8—C7—C6 | 118.09 (13) |
C5—N1—C2 | 119.89 (12) | C9—C8—C7 | 119.79 (13) |
C5—N1—Mn1 | 113.31 (9) | C8—C9—C10 | 118.49 (13) |
C2'—N1—Mn1 | 126.76 (9) | N2—C10—C9 | 121.75 (13) |
C2—N1—Mn1 | 126.76 (9) | N2—C10—C11 | 114.98 (12) |
C10—N2—C6 | 119.78 (12) | C9—C10—C11 | 123.28 (13) |
C10—N2—Mn1 | 120.39 (9) | N3—C11—C10 | 119.74 (13) |
C6—N2—Mn1 | 119.57 (9) | N3—C12—C13 | 114.82 (12) |
C11—N3—C12 | 120.53 (12) | N3—C12—C14 | 106.70 (12) |
C11—N3—Mn1 | 113.49 (9) | C13—C12—C14 | 110.98 (13) |
C12—N3—Mn1 | 125.98 (9) | N3—C12—C15 | 106.14 (12) |
N1—C2—C3 | 115.06 (13) | C13—C12—C15 | 110.35 (13) |
N1—C2—C4 | 106.72 (12) | C14—C12—C15 | 107.46 (13) |
C3—C2—C4 | 110.51 (15) | O2—C15—C12 | 113.00 (14) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C1a—H1Ba···Cl2i | 0.99 | 2.88 | 3.837 (3) | 164 |
O1a—H1Ca···Cl1 | 0.85 (3) | 2.47 (3) | 3.291 (2) | 162 (3) |
O2—H2···Cl1 | 0.82 (3) | 2.33 (3) | 3.1241 (14) | 164 (2) |
C1′b—H1′Ab···Cl1 | 0.99 | 2.93 | 3.755 (12) | 141 |
C1′b—H1′Bb···Cl2i | 0.99 | 2.83 | 3.771 (12) | 158 |
O1′b—H1′Cb···O4 | 0.84 | 1.92 | 2.729 (6) | 160 |
O3—H3D···O1aii | 0.82 (2) | 2.08 (2) | 2.885 (2) | 168 (2) |
O3—H3D···O1′bii | 0.82 (2) | 1.80 (2) | 2.590 (5) | 161 (2) |
O3—H3E···Cl2iii | 0.81 (2) | 2.43 (2) | 3.2286 (12) | 166 (2) |
O4—H4D···O2iv | 0.81 (2) | 2.10 (3) | 2.899 (4) | 169 (8) |
O4—H4E···Cl1 | 0.80 (2) | 2.25 (2) | 3.038 (4) | 166 (7) |
Symmetry codes: (i) −x+1, −y+2, −z+1; (ii) x, y−1, z; (iii) −x+1, −y+1, −z+1; (iv) −x, y+1/2, −z+1/2. |
(Dimethylformamide){2,2'-dimethyl-2,2'-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(propan-1-ol)}dithiocyanatomanganese(II) (7)
top
Crystal data top
[Mn(NCS)2(C15H23N3O2)]·C3H7NO | F(000) = 1092 |
Mr = 521.56 | Dx = 1.383 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 8.5916 (4) Å | Cell parameters from 6505 reflections |
b = 8.2974 (4) Å | θ = 2.4–26.3° |
c = 35.1501 (18) Å | µ = 0.73 mm−1 |
β = 91.731 (1)° | T = 150 K |
V = 2504.6 (2) Å3 | Block, yellow |
Z = 4 | 0.41 × 0.11 × 0.07 mm |
Data collection top
Bruker APEXII CCD diffractometer | 4270 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.031 |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | θmax = 26.4°, θmin = 1.2° |
Tmin = 0.509, Tmax = 0.746 | h = −10→10 |
21498 measured reflections | k = −10→10 |
5140 independent reflections | l = −43→43 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.088 | w = 1/[σ2(Fo2) + (0.0462P)2 + 0.6263P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max = 0.006 |
5140 reflections | Δρmax = 0.36 e Å−3 |
295 parameters | Δρmin = −0.45 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.52970 (3) | 0.19081 (3) | 0.11620 (2) | 0.01850 (9) | |
O1 | 0.31572 (17) | 0.17639 (17) | 0.15275 (4) | 0.0323 (3) | |
H1 | 0.2958 | 0.2383 | 0.1709 | 0.048* | |
C1 | 0.2689 (2) | 0.0151 (2) | 0.16086 (5) | 0.0267 (4) | |
H1A | 0.1709 | 0.0159 | 0.1750 | 0.032* | |
H1B | 0.3501 | −0.0394 | 0.1768 | 0.032* | |
C2 | 0.2447 (2) | −0.0747 (2) | 0.12298 (5) | 0.0210 (4) | |
C3 | 0.1031 (2) | −0.0060 (2) | 0.10099 (6) | 0.0277 (4) | |
H3A | 0.1213 | 0.1080 | 0.0953 | 0.041* | |
H3B | 0.0106 | −0.0163 | 0.1164 | 0.041* | |
H3C | 0.0870 | −0.0656 | 0.0771 | 0.041* | |
C4 | 0.2255 (2) | −0.2534 (2) | 0.13122 (6) | 0.0278 (4) | |
H4A | 0.2013 | −0.3109 | 0.1074 | 0.042* | |
H4B | 0.1405 | −0.2686 | 0.1488 | 0.042* | |
H4C | 0.3224 | −0.2958 | 0.1427 | 0.042* | |
N1 | 0.38329 (17) | −0.03787 (18) | 0.10076 (4) | 0.0194 (3) | |
C5 | 0.4263 (2) | −0.1262 (2) | 0.07351 (5) | 0.0202 (4) | |
H5 | 0.3732 | −0.2235 | 0.0673 | 0.024* | |
C6 | 0.5622 (2) | −0.0722 (2) | 0.05172 (5) | 0.0193 (4) | |
C7 | 0.6162 (2) | −0.1522 (2) | 0.01997 (5) | 0.0226 (4) | |
H7 | 0.5698 | −0.2501 | 0.0114 | 0.027* | |
C8 | 0.7403 (2) | −0.0844 (2) | 0.00114 (5) | 0.0248 (4) | |
H8 | 0.7804 | −0.1364 | −0.0206 | 0.030* | |
C9 | 0.8054 (2) | 0.0592 (2) | 0.01409 (5) | 0.0235 (4) | |
H9 | 0.8882 | 0.1083 | 0.0010 | 0.028* | |
C10 | 0.7467 (2) | 0.1300 (2) | 0.04663 (5) | 0.0201 (4) | |
N2 | 0.62709 (17) | 0.06449 (18) | 0.06469 (4) | 0.0194 (3) | |
C11 | 0.8071 (2) | 0.2809 (2) | 0.06400 (5) | 0.0209 (4) | |
H11 | 0.8896 | 0.3393 | 0.0530 | 0.025* | |
N3 | 0.74442 (17) | 0.32922 (18) | 0.09416 (4) | 0.0198 (3) | |
C12 | 0.7961 (2) | 0.4758 (2) | 0.11478 (5) | 0.0219 (4) | |
C13 | 0.9227 (2) | 0.4229 (2) | 0.14388 (6) | 0.0271 (4) | |
H13A | 0.8857 | 0.3297 | 0.1582 | 0.041* | |
H13B | 0.9460 | 0.5118 | 0.1615 | 0.041* | |
H13C | 1.0171 | 0.3934 | 0.1306 | 0.041* | |
C14 | 0.8520 (2) | 0.6095 (2) | 0.08892 (6) | 0.0294 (4) | |
H14A | 0.9520 | 0.5788 | 0.0784 | 0.044* | |
H14B | 0.8648 | 0.7092 | 0.1036 | 0.044* | |
H14C | 0.7752 | 0.6266 | 0.0681 | 0.044* | |
C15 | 0.6520 (2) | 0.5365 (2) | 0.13485 (6) | 0.0251 (4) | |
H15A | 0.6815 | 0.6243 | 0.1527 | 0.030* | |
H15B | 0.5753 | 0.5795 | 0.1159 | 0.030* | |
O2 | 0.58495 (15) | 0.40528 (15) | 0.15524 (4) | 0.0247 (3) | |
H2 | 0.5109 | 0.4338 | 0.1688 | 0.037* | |
N4 | 0.6653 (2) | 0.0372 (2) | 0.15643 (5) | 0.0300 (4) | |
C16 | 0.7516 (2) | −0.0394 (2) | 0.17439 (5) | 0.0237 (4) | |
S1 | 0.87401 (6) | −0.14844 (7) | 0.20021 (2) | 0.03127 (13) | |
N5 | 0.3880 (2) | 0.3497 (2) | 0.07900 (5) | 0.0296 (4) | |
C17 | 0.3128 (2) | 0.4203 (2) | 0.05670 (5) | 0.0220 (4) | |
S2 | 0.20409 (7) | 0.51625 (7) | 0.02506 (2) | 0.03647 (15) | |
O3 | 0.32769 (16) | 0.43950 (17) | 0.19804 (4) | 0.0300 (3) | |
C18 | 0.2566 (2) | 0.5365 (2) | 0.21790 (5) | 0.0255 (4) | |
H18 | 0.1477 | 0.5209 | 0.2201 | 0.031* | |
N6 | 0.32046 (19) | 0.6601 (2) | 0.23625 (4) | 0.0258 (4) | |
C19 | 0.4865 (3) | 0.6903 (3) | 0.23594 (7) | 0.0408 (6) | |
H19A | 0.5392 | 0.5971 | 0.2250 | 0.061* | |
H19B | 0.5261 | 0.7081 | 0.2620 | 0.061* | |
H19C | 0.5065 | 0.7861 | 0.2205 | 0.061* | |
C20 | 0.2261 (3) | 0.7694 (3) | 0.25868 (6) | 0.0339 (5) | |
H20C | 0.1190 | 0.7289 | 0.2592 | 0.051* | |
H20B | 0.2264 | 0.8769 | 0.2472 | 0.051* | |
H20A | 0.2696 | 0.7754 | 0.2847 | 0.051* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.02080 (15) | 0.01883 (15) | 0.01586 (15) | −0.00245 (11) | 0.00077 (10) | −0.00177 (11) |
O1 | 0.0395 (8) | 0.0288 (8) | 0.0293 (8) | −0.0119 (6) | 0.0144 (6) | −0.0127 (6) |
C1 | 0.0292 (10) | 0.0302 (11) | 0.0210 (10) | −0.0097 (8) | 0.0050 (8) | −0.0021 (8) |
C2 | 0.0220 (9) | 0.0211 (9) | 0.0199 (9) | −0.0045 (7) | 0.0022 (7) | −0.0012 (7) |
C3 | 0.0233 (10) | 0.0315 (11) | 0.0282 (10) | −0.0011 (8) | 0.0010 (8) | 0.0011 (9) |
C4 | 0.0282 (10) | 0.0247 (10) | 0.0308 (11) | −0.0056 (8) | 0.0058 (8) | 0.0025 (8) |
N1 | 0.0211 (8) | 0.0213 (8) | 0.0156 (7) | −0.0017 (6) | −0.0006 (6) | 0.0019 (6) |
C5 | 0.0241 (9) | 0.0178 (9) | 0.0186 (9) | −0.0019 (7) | −0.0012 (7) | −0.0007 (7) |
C6 | 0.0225 (9) | 0.0175 (9) | 0.0178 (9) | 0.0022 (7) | −0.0017 (7) | 0.0016 (7) |
C7 | 0.0280 (10) | 0.0198 (9) | 0.0200 (9) | 0.0025 (8) | −0.0016 (8) | −0.0031 (7) |
C8 | 0.0291 (10) | 0.0279 (10) | 0.0176 (9) | 0.0056 (8) | 0.0033 (8) | −0.0038 (8) |
C9 | 0.0235 (9) | 0.0260 (10) | 0.0210 (9) | 0.0021 (8) | 0.0028 (7) | 0.0021 (8) |
C10 | 0.0194 (9) | 0.0230 (9) | 0.0177 (9) | 0.0023 (7) | −0.0003 (7) | 0.0009 (7) |
N2 | 0.0213 (8) | 0.0197 (8) | 0.0172 (7) | 0.0005 (6) | −0.0003 (6) | −0.0004 (6) |
C11 | 0.0201 (9) | 0.0217 (9) | 0.0209 (9) | −0.0015 (7) | 0.0008 (7) | 0.0031 (7) |
N3 | 0.0208 (8) | 0.0195 (8) | 0.0190 (8) | −0.0015 (6) | −0.0024 (6) | 0.0005 (6) |
C12 | 0.0240 (9) | 0.0198 (9) | 0.0217 (9) | −0.0045 (7) | −0.0013 (7) | −0.0022 (7) |
C13 | 0.0261 (10) | 0.0286 (11) | 0.0262 (10) | −0.0043 (8) | −0.0053 (8) | −0.0016 (8) |
C14 | 0.0326 (11) | 0.0259 (10) | 0.0295 (11) | −0.0083 (9) | −0.0006 (9) | 0.0013 (9) |
C15 | 0.0280 (10) | 0.0206 (10) | 0.0267 (10) | −0.0038 (8) | 0.0002 (8) | −0.0023 (8) |
O2 | 0.0265 (7) | 0.0249 (7) | 0.0231 (7) | −0.0031 (6) | 0.0055 (5) | −0.0039 (6) |
N4 | 0.0344 (9) | 0.0293 (9) | 0.0260 (9) | −0.0037 (8) | −0.0050 (8) | 0.0015 (7) |
C16 | 0.0274 (10) | 0.0237 (10) | 0.0201 (9) | −0.0055 (8) | 0.0035 (8) | −0.0043 (8) |
S1 | 0.0298 (3) | 0.0360 (3) | 0.0277 (3) | 0.0069 (2) | −0.0033 (2) | −0.0006 (2) |
N5 | 0.0307 (9) | 0.0286 (9) | 0.0293 (9) | 0.0013 (7) | −0.0043 (7) | −0.0006 (7) |
C17 | 0.0258 (9) | 0.0197 (9) | 0.0204 (9) | −0.0025 (8) | 0.0018 (8) | −0.0055 (8) |
S2 | 0.0513 (3) | 0.0315 (3) | 0.0260 (3) | 0.0125 (3) | −0.0100 (2) | −0.0012 (2) |
O3 | 0.0369 (8) | 0.0277 (7) | 0.0257 (7) | −0.0014 (6) | 0.0084 (6) | −0.0059 (6) |
C18 | 0.0296 (10) | 0.0290 (10) | 0.0179 (9) | −0.0002 (8) | 0.0017 (8) | 0.0019 (8) |
N6 | 0.0311 (9) | 0.0265 (9) | 0.0198 (8) | 0.0020 (7) | 0.0008 (7) | −0.0034 (7) |
C19 | 0.0338 (12) | 0.0406 (13) | 0.0478 (14) | −0.0036 (10) | −0.0035 (10) | −0.0091 (11) |
C20 | 0.0459 (13) | 0.0332 (12) | 0.0225 (10) | 0.0090 (10) | 0.0009 (9) | −0.0056 (9) |
Geometric parameters (Å, º) top
Mn1—N5 | 2.1987 (17) | C9—C10 | 1.394 (3) |
Mn1—N4 | 2.2094 (17) | C10—N2 | 1.339 (2) |
Mn1—N2 | 2.2734 (15) | C10—C11 | 1.481 (3) |
Mn1—O1 | 2.2776 (14) | C11—N3 | 1.269 (2) |
Mn1—O2 | 2.2883 (13) | N3—C12 | 1.477 (2) |
Mn1—N3 | 2.3256 (15) | C12—C14 | 1.522 (3) |
Mn1—N1 | 2.3315 (15) | C12—C15 | 1.528 (3) |
O1—C1 | 1.429 (2) | C12—C13 | 1.534 (3) |
C1—C2 | 1.534 (3) | C15—O2 | 1.434 (2) |
C2—N1 | 1.476 (2) | N4—C16 | 1.151 (3) |
C2—C4 | 1.521 (3) | C16—S1 | 1.640 (2) |
C2—C3 | 1.531 (3) | N5—C17 | 1.159 (2) |
N1—C5 | 1.270 (2) | C17—S2 | 1.637 (2) |
C5—C6 | 1.485 (3) | O3—C18 | 1.239 (2) |
C6—N2 | 1.338 (2) | C18—N6 | 1.322 (3) |
C6—C7 | 1.390 (3) | N6—C19 | 1.449 (3) |
C7—C8 | 1.390 (3) | N6—C20 | 1.463 (3) |
C8—C9 | 1.387 (3) | | |
| | | |
N5—Mn1—N4 | 176.70 (7) | N2—C6—C7 | 122.17 (17) |
N5—Mn1—N2 | 90.76 (6) | N2—C6—C5 | 113.95 (15) |
N4—Mn1—N2 | 92.53 (6) | C7—C6—C5 | 123.85 (17) |
N5—Mn1—O1 | 85.71 (6) | C8—C7—C6 | 117.95 (17) |
N4—Mn1—O1 | 91.59 (6) | C9—C8—C7 | 119.89 (17) |
N2—Mn1—O1 | 138.40 (5) | C8—C9—C10 | 118.62 (17) |
N5—Mn1—O2 | 89.50 (6) | N2—C10—C9 | 121.32 (17) |
N4—Mn1—O2 | 88.23 (6) | N2—C10—C11 | 114.35 (15) |
N2—Mn1—O2 | 139.60 (5) | C9—C10—C11 | 124.33 (17) |
O1—Mn1—O2 | 81.89 (5) | C6—N2—C10 | 120.01 (15) |
N5—Mn1—N3 | 86.34 (6) | C6—N2—Mn1 | 120.18 (12) |
N4—Mn1—N3 | 95.15 (6) | C10—N2—Mn1 | 119.78 (12) |
N2—Mn1—N3 | 69.37 (5) | N3—C11—C10 | 117.34 (16) |
O1—Mn1—N3 | 151.13 (5) | C11—N3—C12 | 122.76 (16) |
O2—Mn1—N3 | 70.33 (5) | C11—N3—Mn1 | 118.92 (12) |
N5—Mn1—N1 | 93.70 (6) | C12—N3—Mn1 | 118.22 (11) |
N4—Mn1—N1 | 87.12 (6) | N3—C12—C14 | 113.76 (15) |
N2—Mn1—N1 | 69.41 (5) | N3—C12—C15 | 105.21 (14) |
O1—Mn1—N1 | 69.48 (5) | C14—C12—C15 | 108.05 (16) |
O2—Mn1—N1 | 150.83 (5) | N3—C12—C13 | 106.75 (15) |
N3—Mn1—N1 | 138.78 (5) | C14—C12—C13 | 112.13 (16) |
C1—O1—Mn1 | 113.50 (11) | C15—C12—C13 | 110.74 (16) |
O1—C1—C2 | 108.26 (15) | O2—C15—C12 | 108.88 (15) |
N1—C2—C4 | 113.37 (15) | C15—O2—Mn1 | 111.71 (10) |
N1—C2—C3 | 107.27 (15) | C16—N4—Mn1 | 171.26 (16) |
C4—C2—C3 | 111.73 (16) | N4—C16—S1 | 179.69 (19) |
N1—C2—C1 | 105.57 (14) | C17—N5—Mn1 | 172.85 (16) |
C4—C2—C1 | 108.73 (16) | N5—C17—S2 | 178.69 (18) |
C3—C2—C1 | 109.99 (16) | O3—C18—N6 | 125.08 (19) |
C5—N1—C2 | 122.52 (15) | C18—N6—C19 | 121.65 (17) |
C5—N1—Mn1 | 118.56 (12) | C18—N6—C20 | 121.00 (17) |
C2—N1—Mn1 | 118.92 (11) | C19—N6—C20 | 117.32 (17) |
N1—C5—C6 | 117.79 (16) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O3 | 0.84 | 1.94 | 2.7021 (19) | 151 |
O2—H2···O3 | 0.84 | 1.91 | 2.7258 (19) | 165 |
(Dimethylformamide){2,2'-[(pyridine-2,6-diyl)bis(nitrilomethanylylidene)]bis(butan-1-ol)}dithiocyanatomanganese(II) dimethylformamide monosolvate (8)
top
Crystal data top
[Mn(NCS)2(C15H23N3O2)(C3H7NO)]·C3H7NO | F(000) = 1252 |
Mr = 594.65 | Dx = 1.314 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 14.9551 (12) Å | Cell parameters from 6961 reflections |
b = 11.0509 (9) Å | θ = 2.3–28.1° |
c = 18.4767 (14) Å | µ = 0.62 mm−1 |
β = 100.043 (1)° | T = 150 K |
V = 3006.8 (4) Å3 | Block, yellow |
Z = 4 | 0.39 × 0.21 × 0.07 mm |
Data collection top
Bruker APEXII CCD diffractometer | 5593 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.035 |
Absorption correction: multi-scan (SADABS; Bruker, 2009) | θmax = 28.3°, θmin = 1.4° |
Tmin = 0.509, Tmax = 0.746 | h = −19→19 |
30036 measured reflections | k = −14→14 |
7485 independent reflections | l = −24→24 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.046 | H-atom parameters constrained |
wR(F2) = 0.139 | w = 1/[σ2(Fo2) + (0.068P)2 + 1.9609P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
7485 reflections | Δρmax = 1.81 e Å−3 |
342 parameters | Δρmin = −1.08 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.20138 (2) | 0.25184 (3) | −0.06832 (2) | 0.02130 (10) | |
N1 | 0.16906 (13) | 0.46245 (17) | −0.08500 (10) | 0.0244 (4) | |
O1 | 0.25478 (12) | 0.60947 (17) | −0.17887 (10) | 0.0383 (4) | |
H1 | 0.2930 | 0.6372 | −0.2028 | 0.057* | |
C4 | 0.2015 (2) | 0.5589 (3) | 0.07419 (15) | 0.0470 (7) | |
H4A | 0.1708 | 0.6375 | 0.0679 | 0.070* | |
H4B | 0.2332 | 0.5507 | 0.1250 | 0.070* | |
H4C | 0.1565 | 0.4940 | 0.0631 | 0.070* | |
C3 | 0.26952 (19) | 0.5503 (2) | 0.02235 (14) | 0.0372 (6) | |
H3A | 0.2994 | 0.4701 | 0.0284 | 0.045* | |
H3B | 0.3170 | 0.6126 | 0.0361 | 0.045* | |
C2 | 0.22702 (16) | 0.5672 (2) | −0.05831 (13) | 0.0295 (5) | |
H2 | 0.1886 | 0.6418 | −0.0631 | 0.035* | |
C1 | 0.29860 (17) | 0.5804 (2) | −0.10669 (14) | 0.0341 (5) | |
H1A | 0.3419 | 0.6452 | −0.0873 | 0.041* | |
H1B | 0.3329 | 0.5038 | −0.1071 | 0.041* | |
C5 | 0.08901 (15) | 0.4842 (2) | −0.11957 (12) | 0.0270 (5) | |
H5 | 0.0677 | 0.5652 | −0.1253 | 0.032* | |
C6 | 0.03001 (15) | 0.3838 (2) | −0.15038 (12) | 0.0253 (4) | |
C7 | −0.05712 (15) | 0.3997 (2) | −0.19124 (12) | 0.0306 (5) | |
H7 | −0.0823 | 0.4783 | −0.2002 | 0.037* | |
C8 | −0.10603 (16) | 0.2976 (3) | −0.21841 (13) | 0.0326 (5) | |
H8 | −0.1651 | 0.3058 | −0.2468 | 0.039* | |
C9 | −0.06831 (15) | 0.1844 (2) | −0.20393 (12) | 0.0302 (5) | |
H9 | −0.1009 | 0.1138 | −0.2223 | 0.036* | |
C10 | 0.01810 (15) | 0.1752 (2) | −0.16202 (11) | 0.0249 (4) | |
N2 | 0.06568 (12) | 0.27332 (17) | −0.13679 (10) | 0.0236 (4) | |
C11 | 0.06492 (15) | 0.0592 (2) | −0.14265 (12) | 0.0262 (5) | |
H11 | 0.0360 | −0.0149 | −0.1589 | 0.031* | |
N3 | 0.14433 (12) | 0.05883 (17) | −0.10398 (10) | 0.0241 (4) | |
O2 | 0.26092 (13) | −0.01949 (16) | −0.19874 (10) | 0.0377 (4) | |
H2A | 0.2552 | 0.0560 | −0.2027 | 0.057* | |
C12 | 0.19103 (16) | −0.0578 (2) | −0.09007 (13) | 0.0275 (5) | |
H12 | 0.1511 | −0.1240 | −0.1143 | 0.033* | |
C14 | 0.21379 (19) | −0.0813 (2) | −0.00756 (13) | 0.0363 (6) | |
H14A | 0.2507 | −0.1560 | 0.0010 | 0.044* | |
H14B | 0.2511 | −0.0135 | 0.0162 | 0.044* | |
C15 | 0.1308 (2) | −0.0949 (3) | 0.02820 (15) | 0.0476 (7) | |
H15A | 0.0973 | −0.0184 | 0.0245 | 0.071* | |
H15B | 0.1497 | −0.1163 | 0.0801 | 0.071* | |
H15C | 0.0918 | −0.1589 | 0.0032 | 0.071* | |
N4 | 0.33586 (14) | 0.2355 (2) | −0.01229 (12) | 0.0335 (5) | |
C16 | 0.40478 (17) | 0.2160 (3) | 0.02365 (14) | 0.0374 (6) | |
S1 | 0.50189 (6) | 0.18447 (15) | 0.07443 (5) | 0.0880 (4) | |
N5 | 0.13801 (15) | 0.24749 (18) | 0.02893 (11) | 0.0317 (4) | |
C17 | 0.10478 (16) | 0.24511 (19) | 0.08145 (13) | 0.0253 (4) | |
S2 | 0.05937 (4) | 0.24206 (5) | 0.15586 (3) | 0.03147 (15) | |
O3 | 0.25406 (11) | 0.23637 (14) | −0.17677 (9) | 0.0275 (3) | |
C18 | 0.25787 (15) | 0.3199 (2) | −0.22184 (12) | 0.0266 (5) | |
H18 | 0.2295 | 0.3945 | −0.2138 | 0.032* | |
N6 | 0.29812 (14) | 0.31234 (18) | −0.27952 (10) | 0.0292 (4) | |
C19 | 0.3387 (2) | 0.2003 (3) | −0.29965 (16) | 0.0447 (7) | |
H19A | 0.3555 | 0.1496 | −0.2559 | 0.067* | |
H19B | 0.3930 | 0.2188 | −0.3206 | 0.067* | |
H19C | 0.2948 | 0.1569 | −0.3361 | 0.067* | |
C20 | 0.2952 (2) | 0.4133 (2) | −0.33105 (14) | 0.0398 (6) | |
H20A | 0.2655 | 0.4829 | −0.3124 | 0.060* | |
H20B | 0.2609 | 0.3893 | −0.3790 | 0.060* | |
H20C | 0.3572 | 0.4355 | −0.3363 | 0.060* | |
O4 | 0.63068 (17) | 0.3186 (2) | 0.26804 (13) | 0.0620 (6) | |
C21 | 0.5998 (2) | 0.2167 (3) | 0.27399 (16) | 0.0427 (6) | |
H21 | 0.6157 | 0.1552 | 0.2426 | 0.051* | |
N7 | 0.54657 (15) | 0.1865 (2) | 0.32050 (13) | 0.0435 (6) | |
C22 | 0.5197 (3) | 0.2736 (4) | 0.37067 (19) | 0.0691 (11) | |
H22A | 0.5496 | 0.3512 | 0.3651 | 0.104* | |
H22B | 0.5375 | 0.2445 | 0.4212 | 0.104* | |
H22C | 0.4537 | 0.2845 | 0.3598 | 0.104* | |
C23 | 0.5121 (2) | 0.0639 (3) | 0.3230 (2) | 0.0677 (11) | |
H23A | 0.5311 | 0.0157 | 0.2839 | 0.102* | |
H23B | 0.4456 | 0.0658 | 0.3161 | 0.102* | |
H23C | 0.5363 | 0.0276 | 0.3708 | 0.102* | |
C13 | 0.27799 (16) | −0.0517 (2) | −0.12330 (14) | 0.0334 (5) | |
H13A | 0.3198 | 0.0084 | −0.0957 | 0.040* | |
H13B | 0.3085 | −0.1315 | −0.1177 | 0.040* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.02034 (17) | 0.02493 (18) | 0.01884 (17) | 0.00175 (12) | 0.00397 (12) | 0.00157 (12) |
N1 | 0.0273 (9) | 0.0245 (9) | 0.0231 (9) | 0.0021 (7) | 0.0093 (7) | 0.0018 (7) |
O1 | 0.0417 (10) | 0.0407 (10) | 0.0345 (9) | −0.0054 (8) | 0.0123 (8) | 0.0079 (8) |
C4 | 0.072 (2) | 0.0350 (14) | 0.0366 (15) | 0.0022 (14) | 0.0180 (14) | −0.0025 (12) |
C3 | 0.0459 (15) | 0.0328 (13) | 0.0322 (13) | −0.0020 (11) | 0.0045 (11) | −0.0041 (10) |
C2 | 0.0319 (12) | 0.0258 (11) | 0.0318 (12) | −0.0011 (9) | 0.0081 (10) | −0.0011 (9) |
C1 | 0.0344 (13) | 0.0307 (12) | 0.0386 (13) | −0.0032 (10) | 0.0101 (11) | 0.0008 (10) |
C5 | 0.0289 (11) | 0.0268 (11) | 0.0270 (11) | 0.0058 (9) | 0.0101 (9) | 0.0054 (9) |
C6 | 0.0247 (11) | 0.0311 (11) | 0.0217 (10) | 0.0043 (9) | 0.0090 (8) | 0.0044 (9) |
C7 | 0.0261 (11) | 0.0405 (13) | 0.0262 (11) | 0.0075 (10) | 0.0073 (9) | 0.0085 (10) |
C8 | 0.0224 (11) | 0.0515 (15) | 0.0239 (11) | 0.0040 (10) | 0.0039 (9) | 0.0061 (11) |
C9 | 0.0242 (11) | 0.0446 (14) | 0.0222 (11) | −0.0034 (10) | 0.0052 (9) | 0.0009 (10) |
C10 | 0.0230 (10) | 0.0345 (12) | 0.0182 (10) | −0.0016 (9) | 0.0066 (8) | 0.0006 (9) |
N2 | 0.0214 (9) | 0.0297 (10) | 0.0206 (9) | 0.0013 (7) | 0.0062 (7) | 0.0025 (7) |
C11 | 0.0272 (11) | 0.0298 (11) | 0.0223 (10) | −0.0035 (9) | 0.0061 (8) | −0.0013 (9) |
N3 | 0.0273 (9) | 0.0237 (9) | 0.0230 (9) | 0.0010 (7) | 0.0088 (7) | 0.0002 (7) |
O2 | 0.0498 (11) | 0.0310 (9) | 0.0371 (10) | −0.0017 (8) | 0.0209 (8) | −0.0046 (8) |
C12 | 0.0326 (12) | 0.0222 (10) | 0.0277 (11) | 0.0014 (9) | 0.0054 (9) | −0.0013 (9) |
C14 | 0.0499 (16) | 0.0298 (12) | 0.0277 (12) | 0.0034 (11) | 0.0030 (11) | 0.0029 (10) |
C15 | 0.073 (2) | 0.0405 (15) | 0.0330 (14) | −0.0017 (14) | 0.0199 (14) | 0.0061 (12) |
N4 | 0.0286 (10) | 0.0443 (13) | 0.0266 (10) | 0.0076 (9) | 0.0020 (8) | 0.0006 (9) |
C16 | 0.0281 (12) | 0.0587 (17) | 0.0264 (12) | −0.0027 (11) | 0.0078 (10) | −0.0037 (11) |
S1 | 0.0273 (4) | 0.1893 (14) | 0.0449 (5) | 0.0081 (6) | −0.0010 (3) | 0.0254 (7) |
N5 | 0.0373 (11) | 0.0349 (11) | 0.0249 (10) | 0.0020 (9) | 0.0107 (8) | 0.0021 (8) |
C17 | 0.0282 (11) | 0.0224 (10) | 0.0258 (11) | 0.0016 (9) | 0.0062 (9) | 0.0009 (8) |
S2 | 0.0376 (3) | 0.0335 (3) | 0.0268 (3) | 0.0037 (2) | 0.0153 (2) | 0.0024 (2) |
O3 | 0.0304 (8) | 0.0316 (9) | 0.0221 (8) | 0.0012 (7) | 0.0091 (6) | 0.0022 (6) |
C18 | 0.0277 (11) | 0.0306 (12) | 0.0214 (10) | −0.0020 (9) | 0.0042 (8) | −0.0011 (9) |
N6 | 0.0346 (11) | 0.0321 (11) | 0.0223 (9) | −0.0048 (8) | 0.0086 (8) | −0.0005 (8) |
C19 | 0.0597 (18) | 0.0419 (15) | 0.0386 (15) | 0.0049 (14) | 0.0251 (13) | −0.0009 (12) |
C20 | 0.0562 (17) | 0.0382 (14) | 0.0261 (12) | −0.0126 (12) | 0.0106 (11) | 0.0035 (10) |
O4 | 0.0809 (17) | 0.0579 (14) | 0.0553 (13) | −0.0261 (12) | 0.0347 (12) | −0.0048 (11) |
C21 | 0.0427 (15) | 0.0501 (16) | 0.0393 (15) | −0.0052 (13) | 0.0179 (12) | −0.0022 (13) |
N7 | 0.0343 (12) | 0.0550 (15) | 0.0445 (13) | 0.0017 (10) | 0.0158 (10) | 0.0105 (11) |
C22 | 0.062 (2) | 0.107 (3) | 0.0438 (18) | 0.013 (2) | 0.0262 (17) | −0.0032 (19) |
C23 | 0.0441 (18) | 0.063 (2) | 0.094 (3) | −0.0082 (16) | 0.0070 (18) | 0.033 (2) |
C13 | 0.0333 (13) | 0.0299 (12) | 0.0384 (13) | 0.0036 (10) | 0.0099 (10) | −0.0023 (10) |
Geometric parameters (Å, º) top
Mn1—N4 | 2.103 (2) | C10—C11 | 1.475 (3) |
Mn1—N5 | 2.173 (2) | C11—N3 | 1.275 (3) |
Mn1—N2 | 2.2090 (19) | N3—C12 | 1.467 (3) |
Mn1—O3 | 2.2839 (16) | O2—C13 | 1.418 (3) |
Mn1—N3 | 2.3485 (19) | C12—C14 | 1.525 (3) |
Mn1—N1 | 2.3861 (18) | C12—C13 | 1.533 (3) |
N1—C5 | 1.278 (3) | C14—C15 | 1.511 (4) |
N1—C2 | 1.478 (3) | N4—C16 | 1.145 (3) |
O1—C1 | 1.417 (3) | C16—S1 | 1.624 (3) |
C4—C3 | 1.517 (4) | N5—C17 | 1.165 (3) |
C3—C2 | 1.526 (3) | C17—S2 | 1.637 (2) |
C2—C1 | 1.516 (3) | O3—C18 | 1.251 (3) |
C5—C6 | 1.469 (3) | C18—N6 | 1.315 (3) |
C6—N2 | 1.339 (3) | N6—C19 | 1.455 (3) |
C6—C7 | 1.398 (3) | N6—C20 | 1.463 (3) |
C7—C8 | 1.389 (4) | O4—C21 | 1.230 (4) |
C8—C9 | 1.380 (4) | C21—N7 | 1.312 (3) |
C9—C10 | 1.390 (3) | N7—C22 | 1.441 (4) |
C10—N2 | 1.335 (3) | N7—C23 | 1.453 (4) |
| | | |
N4—Mn1—N5 | 96.24 (8) | C8—C9—C10 | 118.9 (2) |
N4—Mn1—N2 | 174.43 (8) | N2—C10—C9 | 121.5 (2) |
N5—Mn1—N2 | 89.22 (7) | N2—C10—C11 | 114.81 (19) |
N4—Mn1—O3 | 88.79 (7) | C9—C10—C11 | 123.7 (2) |
N5—Mn1—O3 | 172.17 (7) | C10—N2—C6 | 120.3 (2) |
N2—Mn1—O3 | 85.90 (6) | C10—N2—Mn1 | 119.55 (15) |
N4—Mn1—N3 | 109.25 (8) | C6—N2—Mn1 | 120.11 (15) |
N5—Mn1—N3 | 91.28 (7) | N3—C11—C10 | 119.7 (2) |
N2—Mn1—N3 | 71.60 (7) | C11—N3—C12 | 117.99 (19) |
O3—Mn1—N3 | 81.36 (6) | C11—N3—Mn1 | 114.32 (15) |
N4—Mn1—N1 | 107.57 (8) | C12—N3—Mn1 | 127.61 (14) |
N5—Mn1—N1 | 91.19 (7) | N3—C12—C14 | 109.96 (19) |
N2—Mn1—N1 | 71.10 (7) | N3—C12—C13 | 107.59 (18) |
O3—Mn1—N1 | 93.02 (6) | C14—C12—C13 | 110.5 (2) |
N3—Mn1—N1 | 142.57 (7) | C15—C14—C12 | 113.4 (2) |
C5—N1—C2 | 117.60 (19) | C16—N4—Mn1 | 171.3 (2) |
C5—N1—Mn1 | 113.53 (15) | N4—C16—S1 | 178.5 (3) |
C2—N1—Mn1 | 128.81 (14) | C17—N5—Mn1 | 179.4 (2) |
C4—C3—C2 | 113.4 (2) | N5—C17—S2 | 179.3 (2) |
N1—C2—C1 | 108.18 (19) | C18—O3—Mn1 | 126.26 (15) |
N1—C2—C3 | 110.50 (19) | O3—C18—N6 | 125.0 (2) |
C1—C2—C3 | 111.8 (2) | C18—N6—C19 | 122.1 (2) |
O1—C1—C2 | 108.6 (2) | C18—N6—C20 | 120.9 (2) |
N1—C5—C6 | 119.9 (2) | C19—N6—C20 | 116.7 (2) |
N2—C6—C7 | 121.2 (2) | O4—C21—N7 | 124.8 (3) |
N2—C6—C5 | 115.04 (19) | C21—N7—C22 | 121.4 (3) |
C7—C6—C5 | 123.7 (2) | C21—N7—C23 | 121.1 (3) |
C8—C7—C6 | 118.4 (2) | C22—N7—C23 | 117.5 (3) |
C9—C8—C7 | 119.6 (2) | O2—C13—C12 | 112.6 (2) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O4i | 0.84 | 1.86 | 2.695 (3) | 171 |
O2—H2A···O3 | 0.84 | 2.05 | 2.861 (2) | 162 |
Symmetry code: (i) −x+1, −y+1, −z. |
Rates and turnover numbers for catalase activity of the title complexes topComplex | Fastest rate (ml s-1) | Turnover number*a | B | C | Reference |
[MnCl2(L1)] (2) | 6.67 | 260 | 5315 | 14756 | This work |
[Mn2(NCS)4(L1)2] (3) | 0.11 | 35 | 0 | 745 | This work |
[MnCl(L2)(H2O)]Cl·H2O (4) | 0.33 | 23 | 0 | 7754 | This work |
[Mn(NCS)2(L2)] (5) | 5.10 | 188 | 4798 | 9892 | This work |
[MnCl2(<it>L</it>3)(H2O)]·0.3H2O (6) | 0.45 | 18 | 202 | 3912 | This work |
[Mn(NCS)2(L3)(DMF)] (7) | 0.43 | 16 | 0 | 3932 | This work |
[Mn(NCS)2(<it>L</it>4)(DMF)].DMF (8) | 6.53 | 257 | 5245 | 10986 | This work |
MnCat (T. thermophilus) | - | 2.6 × 105 | - | - | Zheng et al. (1994) |
[Mn(µ-OAc)(bpia)]2(ClO4)2 | - | 1070 | - | - | Wu et al. (2004) |
[Mn2(salpn)2O2] | - | 250 | - | - | Larson & Pecoraro (1991) |
Mn(ClO4)2·6H2O | - | 0.006 | - | - | Larson et al. (1991) |
Notes: (*) turnover number is the maximum number of molecules of H2O2
converted to oxygen per molecule of complex; (a) per second during the
fastest part of the reaction. B is the number of H2O2 molecules broken down
after 60 s per complex, C is the total number of H2O2 molecules broken
down per molecule of complex after 10 min. bpia is
(N-methylimidazol-2-yl)bis(picolyl)amine and salpn is
N,N'-bis(salicylidene)propane-1,2-diamine. |
SOD activity results of the title complexes topComplex | IC50 (µM) WST-1 assay | Kcat (M-1 s-1) | Reference |
[MnCl2(L1)] (2) | 0.87 | 1.30 × 106 | This work |
[Mn2(NCS)4(L1)2] (3) | 2.04 | 5.86×105 | This work |
[MnCl(L2)(H2O)]Cl·H2O (4) | 0.78 | 2.05 × 106 | This work |
[Mn(NCS)2(L2)] (5) | 2.39 | 6.70 × 105 | This work |
[MnCl2(L3)(H2O)]·0.3H2O (6) | 1.13 | 1.42 × 106 | This work |
[Mn(NCS)2(L3)(DMF)] (7) | 1.47 | 1.09 × 106 | This work |
[Mn(NCS)2(L4)(DMF)].DMF (8) | 1.21 | 1.32 × 106 | This work |
MnSOD | - | 5.2 × 108 | Liu et al. (2007) |
MnSalen(EUK8) | - | 8 × 105 | Riley (1999) |
Mn(ClO4)2 | - | 1.3 × 106 | Policar et al. (2001) |
M40403 | - | 1.6 × 107 | Salvemini et al. (1999) |
S,S-dimethyl-M40403 | - | 1.6 × 109 | Aston et al. (2001) |