The title polymer, [Cu(C8H11N2O3S)(SCN)]n or [Cu(PMT)(SCN)]n, contains six-coordinate CuII units. The CuII ion is coordinated by one thiocyanate N atom, an N,N′,O-tridentate 2-(2-pyridylmethylamino)ethanesulfonate (PMT) anion and two axial bridging sulfonate O atoms from two adjacent PMT ligands in a distorted octahedron. The deprotonated PMT ligand acts as a μ3-bridging ligand and forms an eight-membered (–Cu—O—S—O–)2 ring between two neighbouring CuII atoms. These rings are interconnected, generating a one-dimensional linear chain structure. These polymetric chains are connected into a three-dimensional network via interchain π–π stacking of the pyridine rings and intermolecular hydrogen bonds.
Supporting information
CCDC reference: 629266
Key indicators
- Single-crystal X-ray study
- T = 291 K
- Mean (C-C) = 0.004 Å
- R factor = 0.030
- wR factor = 0.077
- Data-to-parameter ratio = 17.5
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.98
PLAT220_ALERT_2_C Large Non-Solvent S Ueq(max)/Ueq(min) ... 3.33 Ratio
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C8
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2; data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2004); software used to prepare material for publication: SHELXTL.
catena-Poly[[(thiocyanato-
κN)copper(II)]-µ
3-[2-(2-
pyridylmethylamino)ethanesulfonato-
κ5N,
N',
O:
O':
O'']]
top
Crystal data top
[Cu(C8H11N2O3S)(NCS)] | F(000) = 684 |
Mr = 336.87 | Dx = 1.749 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 5010 reflections |
a = 7.2245 (9) Å | θ = 2.6–28.2° |
b = 11.4470 (14) Å | µ = 2.04 mm−1 |
c = 15.5537 (19) Å | T = 291 K |
β = 95.970 (1)° | Block, green |
V = 1279.3 (3) Å3 | 0.25 × 0.20 × 0.17 mm |
Z = 4 | |
Data collection top
Bruker APEXII CCD area-detector diffractometer | 2923 independent reflections |
Radiation source: fine-focus sealed tube | 2541 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
φ and ω scans | θmax = 27.5°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→9 |
Tmin = 0.631, Tmax = 0.720 | k = −14→14 |
10694 measured reflections | l = −20→20 |
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)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.077 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0345P)2 + 1.2013P] where P = (Fo2 + 2Fc2)/3 |
2923 reflections | (Δ/σ)max = 0.002 |
167 parameters | Δρmax = 1.01 e Å−3 |
0 restraints | Δρmin = −0.77 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.24863 (4) | 0.32837 (2) | 1.011898 (17) | 0.02629 (10) | |
S1 | 0.26736 (7) | 0.60645 (5) | 0.98655 (4) | 0.02434 (13) | |
S2 | 0.08971 (13) | 0.27928 (13) | 1.28808 (6) | 0.0811 (4) | |
O1 | 0.0884 (2) | 0.66018 (16) | 0.99373 (13) | 0.0388 (4) | |
O2 | 0.2913 (2) | 0.49814 (14) | 1.03817 (10) | 0.0310 (4) | |
O3 | 0.4229 (2) | 0.68607 (14) | 1.00680 (11) | 0.0330 (4) | |
N1 | 0.2239 (3) | 0.16010 (17) | 0.97528 (14) | 0.0312 (4) | |
N2 | 0.2131 (3) | 0.35288 (16) | 0.88239 (13) | 0.0275 (4) | |
N3 | 0.2595 (3) | 0.2965 (2) | 1.13597 (14) | 0.0412 (5) | |
C1 | 0.1494 (3) | 0.1447 (2) | 0.89369 (17) | 0.0341 (5) | |
C2 | 0.1160 (4) | 0.0330 (2) | 0.8591 (2) | 0.0498 (7) | |
H2 | 0.0622 | 0.0235 | 0.8026 | 0.060* | |
C3 | 0.1639 (5) | −0.0623 (2) | 0.9101 (2) | 0.0573 (9) | |
H3 | 0.1423 | −0.1373 | 0.8883 | 0.069* | |
C4 | 0.2441 (4) | −0.0468 (3) | 0.9936 (2) | 0.0530 (8) | |
H4 | 0.2790 | −0.1108 | 1.0284 | 0.064* | |
C5 | 0.2718 (4) | 0.0658 (2) | 1.0246 (2) | 0.0416 (6) | |
H5 | 0.3249 | 0.0768 | 1.0811 | 0.050* | |
C6 | 0.0995 (4) | 0.2546 (2) | 0.84399 (16) | 0.0354 (5) | |
H6A | 0.1221 | 0.2444 | 0.7841 | 0.043* | |
H6B | −0.0316 | 0.2717 | 0.8457 | 0.043* | |
C7 | 0.1392 (3) | 0.4665 (2) | 0.84818 (15) | 0.0306 (5) | |
H7A | 0.0195 | 0.4815 | 0.8691 | 0.037* | |
H7B | 0.1210 | 0.4634 | 0.7855 | 0.037* | |
C8 | 0.1868 (4) | 0.2886 (3) | 1.19814 (17) | 0.0409 (6) | |
C9 | 0.2733 (3) | 0.5653 (2) | 0.87656 (15) | 0.0312 (5) | |
H9A | 0.2429 | 0.6328 | 0.8401 | 0.037* | |
H9B | 0.3987 | 0.5411 | 0.8680 | 0.037* | |
H2N | 0.325 (4) | 0.345 (2) | 0.8687 (18) | 0.035 (7)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.02701 (16) | 0.02252 (15) | 0.02914 (16) | −0.00019 (10) | 0.00193 (10) | 0.00208 (10) |
S1 | 0.0183 (2) | 0.0219 (3) | 0.0331 (3) | 0.00058 (18) | 0.0039 (2) | −0.0008 (2) |
S2 | 0.0488 (5) | 0.1521 (11) | 0.0436 (5) | −0.0113 (6) | 0.0111 (4) | 0.0218 (6) |
O1 | 0.0214 (8) | 0.0380 (10) | 0.0574 (12) | 0.0045 (7) | 0.0061 (8) | −0.0040 (8) |
O2 | 0.0402 (9) | 0.0237 (8) | 0.0287 (8) | 0.0008 (7) | 0.0007 (7) | −0.0005 (6) |
O3 | 0.0228 (8) | 0.0294 (9) | 0.0473 (10) | −0.0042 (6) | 0.0059 (7) | −0.0063 (7) |
N1 | 0.0231 (9) | 0.0242 (10) | 0.0473 (12) | −0.0010 (7) | 0.0080 (8) | 0.0005 (8) |
N2 | 0.0241 (10) | 0.0265 (10) | 0.0323 (10) | −0.0011 (7) | 0.0045 (8) | −0.0025 (7) |
N3 | 0.0467 (13) | 0.0413 (12) | 0.0356 (12) | −0.0004 (10) | 0.0051 (10) | 0.0098 (9) |
C1 | 0.0291 (12) | 0.0290 (12) | 0.0462 (15) | −0.0042 (9) | 0.0126 (10) | −0.0067 (10) |
C2 | 0.0562 (18) | 0.0351 (15) | 0.0607 (19) | −0.0101 (12) | 0.0192 (14) | −0.0154 (13) |
C3 | 0.063 (2) | 0.0257 (14) | 0.088 (3) | −0.0072 (13) | 0.0294 (18) | −0.0116 (14) |
C4 | 0.0468 (17) | 0.0255 (13) | 0.090 (3) | 0.0055 (11) | 0.0201 (16) | 0.0084 (14) |
C5 | 0.0330 (13) | 0.0307 (13) | 0.0613 (17) | 0.0039 (10) | 0.0058 (12) | 0.0070 (12) |
C6 | 0.0368 (13) | 0.0352 (13) | 0.0337 (13) | −0.0057 (10) | 0.0010 (10) | −0.0087 (10) |
C7 | 0.0316 (12) | 0.0308 (12) | 0.0285 (11) | −0.0009 (9) | −0.0016 (9) | 0.0008 (9) |
C8 | 0.0322 (13) | 0.0531 (16) | 0.0358 (14) | −0.0032 (11) | −0.0042 (10) | 0.0102 (12) |
C9 | 0.0333 (12) | 0.0311 (12) | 0.0295 (11) | −0.0026 (9) | 0.0042 (9) | 0.0040 (9) |
Geometric parameters (Å, º) top
Cu1—N3 | 1.958 (2) | N3—C8 | 1.151 (3) |
Cu1—O2 | 2.0032 (16) | C1—C2 | 1.398 (3) |
Cu1—N1 | 2.011 (2) | C1—C6 | 1.502 (4) |
Cu1—N2 | 2.024 (2) | C2—C3 | 1.371 (5) |
Cu1—O3i | 2.4260 (16) | C2—H2 | 0.9300 |
Cu1—O1ii | 2.4306 (17) | C3—C4 | 1.377 (5) |
S1—O1 | 1.4468 (17) | C3—H3 | 0.9300 |
S1—O3 | 1.4558 (16) | C4—C5 | 1.384 (4) |
S1—O2 | 1.4775 (17) | C4—H4 | 0.9300 |
S1—C9 | 1.779 (2) | C5—H5 | 0.9300 |
S2—C8 | 1.632 (3) | C6—H6A | 0.9700 |
O1—Cu1ii | 2.4306 (16) | C6—H6B | 0.9700 |
O3—Cu1i | 2.4260 (16) | C7—C9 | 1.524 (3) |
N1—C1 | 1.338 (3) | C7—H7A | 0.9700 |
N1—C5 | 1.348 (3) | C7—H7B | 0.9700 |
N2—C6 | 1.481 (3) | C9—H9A | 0.9700 |
N2—C7 | 1.484 (3) | C9—H9B | 0.9700 |
N2—H2N | 0.86 (3) | | |
| | | |
N3—Cu1—O2 | 89.43 (8) | N1—C1—C2 | 121.5 (3) |
N3—Cu1—N1 | 95.39 (9) | N1—C1—C6 | 115.4 (2) |
O2—Cu1—N1 | 173.79 (7) | C2—C1—C6 | 123.1 (3) |
N3—Cu1—N2 | 174.33 (9) | C3—C2—C1 | 118.8 (3) |
O2—Cu1—N2 | 93.98 (7) | C3—C2—H2 | 120.6 |
N1—Cu1—N2 | 81.52 (8) | C1—C2—H2 | 120.6 |
N3—Cu1—O3i | 99.57 (8) | C2—C3—C4 | 119.9 (3) |
O2—Cu1—O3i | 87.63 (6) | C2—C3—H3 | 120.0 |
N1—Cu1—O3i | 87.71 (7) | C4—C3—H3 | 120.0 |
N2—Cu1—O3i | 85.10 (7) | C3—C4—C5 | 118.7 (3) |
N3—Cu1—O1ii | 89.01 (8) | C3—C4—H4 | 120.6 |
O2—Cu1—O1ii | 95.02 (7) | C5—C4—H4 | 120.6 |
N1—Cu1—O1ii | 88.98 (7) | N1—C5—C4 | 121.8 (3) |
N2—Cu1—O1ii | 86.19 (7) | N1—C5—H5 | 119.1 |
O3i—Cu1—O1ii | 171.06 (6) | C4—C5—H5 | 119.1 |
O1—S1—O3 | 113.16 (11) | N2—C6—C1 | 109.6 (2) |
O1—S1—O2 | 111.72 (11) | N2—C6—H6A | 109.7 |
O3—S1—O2 | 111.32 (10) | C1—C6—H6A | 109.7 |
O1—S1—C9 | 107.33 (11) | N2—C6—H6B | 109.7 |
O3—S1—C9 | 106.18 (11) | C1—C6—H6B | 109.7 |
O2—S1—C9 | 106.68 (10) | H6A—C6—H6B | 108.2 |
S1—O1—Cu1ii | 156.95 (11) | N2—C7—C9 | 110.65 (18) |
S1—O2—Cu1 | 134.13 (10) | N2—C7—H7A | 109.5 |
S1—O3—Cu1i | 132.39 (10) | C9—C7—H7A | 109.5 |
C1—N1—C5 | 119.2 (2) | N2—C7—H7B | 109.5 |
C1—N1—Cu1 | 114.22 (16) | C9—C7—H7B | 109.5 |
C5—N1—Cu1 | 126.52 (19) | H7A—C7—H7B | 108.1 |
C6—N2—C7 | 110.97 (18) | N3—C8—S2 | 178.1 (3) |
C6—N2—Cu1 | 107.69 (14) | C7—C9—S1 | 113.39 (16) |
C7—N2—Cu1 | 118.83 (14) | C7—C9—H9A | 108.9 |
C6—N2—H2N | 108.6 (19) | S1—C9—H9A | 108.9 |
C7—N2—H2N | 108.1 (19) | C7—C9—H9B | 108.9 |
Cu1—N2—H2N | 102.0 (19) | S1—C9—H9B | 108.9 |
C8—N3—Cu1 | 150.2 (2) | H9A—C9—H9B | 107.7 |
| | | |
O3—S1—O1—Cu1ii | 179.7 (3) | O3i—Cu1—N2—C7 | −115.63 (16) |
O2—S1—O1—Cu1ii | −53.7 (3) | O1ii—Cu1—N2—C7 | 66.42 (16) |
C9—S1—O1—Cu1ii | 62.9 (3) | O2—Cu1—N3—C8 | 88.5 (5) |
O1—S1—O2—Cu1 | 94.35 (16) | N1—Cu1—N3—C8 | −95.4 (5) |
O3—S1—O2—Cu1 | −138.07 (14) | O3i—Cu1—N3—C8 | 176.0 (5) |
C9—S1—O2—Cu1 | −22.65 (17) | O1ii—Cu1—N3—C8 | −6.5 (5) |
N3—Cu1—O2—S1 | −163.86 (16) | C5—N1—C1—C2 | 1.6 (4) |
N2—Cu1—O2—S1 | 11.61 (15) | Cu1—N1—C1—C2 | −177.5 (2) |
O3i—Cu1—O2—S1 | 96.54 (15) | C5—N1—C1—C6 | 179.6 (2) |
O1ii—Cu1—O2—S1 | −74.91 (15) | Cu1—N1—C1—C6 | 0.6 (3) |
O1—S1—O3—Cu1i | −168.86 (13) | N1—C1—C2—C3 | −1.1 (4) |
O2—S1—O3—Cu1i | 64.35 (16) | C6—C1—C2—C3 | −179.0 (3) |
C9—S1—O3—Cu1i | −51.38 (16) | C1—C2—C3—C4 | −0.3 (5) |
N3—Cu1—N1—C1 | 158.20 (17) | C2—C3—C4—C5 | 1.0 (5) |
N2—Cu1—N1—C1 | −17.01 (16) | C1—N1—C5—C4 | −0.8 (4) |
O3i—Cu1—N1—C1 | −102.40 (16) | Cu1—N1—C5—C4 | 178.2 (2) |
O1ii—Cu1—N1—C1 | 69.29 (16) | C3—C4—C5—N1 | −0.6 (4) |
N3—Cu1—N1—C5 | −20.8 (2) | C7—N2—C6—C1 | −167.23 (19) |
N2—Cu1—N1—C5 | 164.0 (2) | Cu1—N2—C6—C1 | −35.6 (2) |
O3i—Cu1—N1—C5 | 78.6 (2) | N1—C1—C6—N2 | 23.8 (3) |
O1ii—Cu1—N1—C5 | −109.7 (2) | C2—C1—C6—N2 | −158.2 (2) |
O2—Cu1—N2—C6 | −155.54 (15) | C6—N2—C7—C9 | −170.94 (19) |
N1—Cu1—N2—C6 | 28.77 (15) | Cu1—N2—C7—C9 | 63.4 (2) |
O3i—Cu1—N2—C6 | 117.18 (15) | N2—C7—C9—S1 | −75.9 (2) |
O1ii—Cu1—N2—C6 | −60.77 (15) | O1—S1—C9—C7 | −68.10 (19) |
O2—Cu1—N2—C7 | −28.36 (16) | O3—S1—C9—C7 | 170.60 (16) |
N1—Cu1—N2—C7 | 155.96 (17) | O2—S1—C9—C7 | 51.78 (19) |
Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x, −y+1, −z+2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2N···O3i | 0.86 (3) | 2.54 (3) | 3.024 (3) | 116 (2) |
N2—H2N···S2iii | 0.86 (3) | 2.79 (3) | 3.560 (2) | 150 (2) |
Symmetry codes: (i) −x+1, −y+1, −z+2; (iii) x+1/2, −y+1/2, z−1/2. |