The CoII atom in the title coordination polymer, [Co(C9H6O5)(C12H8N2)(H2O)]n, displays a distorted octahedral geometry defined by three carboxyl O atoms from two independent 4-carboxyphenoxyacetate groups, two N atoms from one 1,10-phenanthroline molecule and one water molecule. The CoII atoms are bridged by carboxylate groups in monodentate and bidentate modes, forming a chain structure. Adjacent polymeric chains are connected via hydrogen-bond interactions into a double-chain structure. Furthermore, these chains are stacked through π–π interactions to construct a two-dimensional supramolecular network.
Supporting information
CCDC reference: 269828
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- R factor = 0.051
- wR factor = 0.136
- Data-to-parameter ratio = 15.4
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 2
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 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
0 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
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
catena-Poly[[aqua(1,10-phenanthroline-
κ2N,
N')cobalt(II)]-µ-4- carboxyphenoxyacetato-
κ3O,
O':
O'']
top
Crystal data top
[Co(C9H6O5)(C12H8N2)(H2O)] | Z = 2 |
Mr = 451.29 | F(000) = 462 |
Triclinic, P1 | Dx = 1.591 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.5043 (19) Å | Cell parameters from 7059 reflections |
b = 9.812 (2) Å | θ = 3.9–27.4° |
c = 11.584 (2) Å | µ = 0.95 mm−1 |
α = 70.73 (3)° | T = 295 K |
β = 67.49 (3)° | Prism, pink |
γ = 83.26 (3)° | 0.37 × 0.25 × 0.18 mm |
V = 942.0 (4) Å3 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 4264 independent reflections |
Radiation source: fine-focus sealed tube | 3639 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
Detector resolution: 10 pixels mm-1 | θmax = 27.5°, θmin = 3.2° |
ω scans | h = −11→12 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −12→12 |
Tmin = 0.719, Tmax = 0.847 | l = −14→14 |
8864 measured reflections | |
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)] = 0.051 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.136 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.082P)2 + 0.3727P] where P = (Fo2 + 2Fc2)/3 |
4264 reflections | (Δ/σ)max < 0.001 |
277 parameters | Δρmax = 0.82 e Å−3 |
3 restraints | Δρmin = −0.54 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.91556 (4) | 0.34177 (4) | 0.23458 (3) | 0.03794 (14) | |
O1 | 0.7464 (2) | 0.3732 (2) | 0.1458 (2) | 0.0495 (5) | |
O2 | 0.7304 (2) | 0.1815 (2) | 0.3154 (2) | 0.0539 (5) | |
O3 | 0.2628 (2) | −0.0166 (2) | 0.1303 (2) | 0.0510 (5) | |
O4 | 0.0638 (2) | 0.2041 (2) | 0.1440 (2) | 0.0507 (5) | |
O5 | 0.0511 (3) | 0.2243 (3) | −0.0513 (2) | 0.0635 (6) | |
O1W | 1.0561 (2) | 0.5141 (2) | 0.11067 (19) | 0.0471 (4) | |
N1 | 0.7834 (2) | 0.4793 (2) | 0.3502 (2) | 0.0440 (5) | |
N2 | 0.9777 (2) | 0.2700 (2) | 0.4016 (2) | 0.0393 (5) | |
C1 | 0.6905 (3) | 0.5859 (3) | 0.3209 (4) | 0.0586 (8) | |
C2 | 0.6080 (4) | 0.6616 (4) | 0.4097 (5) | 0.0755 (12) | |
C3 | 0.6204 (4) | 0.6276 (4) | 0.5285 (5) | 0.0745 (12) | |
C4 | 0.7165 (4) | 0.5141 (4) | 0.5645 (3) | 0.0598 (8) | |
C5 | 0.7382 (5) | 0.4677 (5) | 0.6878 (4) | 0.0770 (12) | |
C6 | 0.8344 (5) | 0.3604 (5) | 0.7142 (3) | 0.0757 (12) | |
C7 | 0.9216 (4) | 0.2915 (4) | 0.6185 (3) | 0.0546 (7) | |
C8 | 1.0281 (4) | 0.1821 (4) | 0.6387 (3) | 0.0646 (9) | |
C9 | 1.1057 (4) | 0.1227 (4) | 0.5431 (4) | 0.0622 (9) | |
C10 | 1.0777 (3) | 0.1677 (3) | 0.4249 (3) | 0.0499 (7) | |
C11 | 0.9016 (3) | 0.3318 (3) | 0.4975 (3) | 0.0415 (6) | |
C12 | 0.7970 (3) | 0.4449 (3) | 0.4692 (3) | 0.0439 (6) | |
C13 | 0.6892 (3) | 0.2499 (3) | 0.2210 (3) | 0.0428 (6) | |
C14 | 0.5711 (3) | 0.1858 (3) | 0.1965 (3) | 0.0427 (6) | |
C15 | 0.5340 (3) | 0.2523 (3) | 0.0860 (3) | 0.0482 (6) | |
C16 | 0.4300 (3) | 0.1908 (3) | 0.0595 (3) | 0.0500 (7) | |
C17 | 0.3643 (3) | 0.0577 (3) | 0.1449 (3) | 0.0434 (6) | |
C18 | 0.3994 (3) | −0.0089 (3) | 0.2572 (3) | 0.0519 (7) | |
C19 | 0.5030 (3) | 0.0547 (3) | 0.2820 (3) | 0.0491 (6) | |
C20 | 0.2096 (3) | 0.0466 (3) | 0.0250 (3) | 0.0481 (6) | |
C21 | 0.0978 (3) | 0.1706 (3) | 0.0416 (3) | 0.0422 (6) | |
H1W1 | 1.013 (4) | 0.595 (2) | 0.093 (3) | 0.071* | |
H1W2 | 1.131 (3) | 0.507 (3) | 0.044 (2) | 0.071* | |
H1 | 0.6799 | 0.6109 | 0.2399 | 0.070* | |
H2 | 0.5441 | 0.7360 | 0.3865 | 0.091* | |
H3 | 0.5659 | 0.6788 | 0.5863 | 0.089* | |
H5 | 0.6845 | 0.5129 | 0.7509 | 0.092* | |
H6 | 0.8441 | 0.3309 | 0.7958 | 0.091* | |
H8 | 1.0447 | 0.1514 | 0.7175 | 0.078* | |
H9 | 1.1777 | 0.0520 | 0.5548 | 0.075* | |
H10 | 1.1313 | 0.1241 | 0.3606 | 0.060* | |
H15 | 0.5800 | 0.3402 | 0.0283 | 0.058* | |
H16 | 0.4047 | 0.2377 | −0.0139 | 0.060* | |
H18 | 0.3530 | −0.0963 | 0.3157 | 0.062* | |
H19 | 0.5269 | 0.0091 | 0.3563 | 0.059* | |
H20A | 0.1605 | −0.0280 | 0.0154 | 0.058* | |
H20B | 0.2968 | 0.0821 | −0.0556 | 0.058* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0382 (2) | 0.0432 (2) | 0.0365 (2) | 0.00500 (14) | −0.01791 (14) | −0.01410 (15) |
O1 | 0.0419 (10) | 0.0582 (12) | 0.0490 (11) | −0.0049 (9) | −0.0187 (8) | −0.0133 (9) |
O2 | 0.0505 (11) | 0.0583 (12) | 0.0597 (12) | 0.0025 (9) | −0.0312 (10) | −0.0145 (10) |
O3 | 0.0445 (10) | 0.0482 (11) | 0.0702 (14) | 0.0038 (9) | −0.0291 (10) | −0.0224 (10) |
O4 | 0.0443 (10) | 0.0640 (12) | 0.0549 (12) | 0.0166 (9) | −0.0227 (9) | −0.0324 (10) |
O5 | 0.0847 (16) | 0.0606 (13) | 0.0557 (13) | 0.0171 (12) | −0.0393 (12) | −0.0209 (11) |
O1W | 0.0515 (11) | 0.0508 (11) | 0.0382 (10) | −0.0041 (9) | −0.0162 (8) | −0.0117 (8) |
N1 | 0.0378 (11) | 0.0409 (11) | 0.0490 (13) | 0.0055 (9) | −0.0108 (9) | −0.0163 (10) |
N2 | 0.0416 (11) | 0.0407 (11) | 0.0395 (11) | −0.0014 (9) | −0.0178 (9) | −0.0133 (9) |
C1 | 0.0431 (15) | 0.0449 (15) | 0.078 (2) | 0.0063 (12) | −0.0177 (14) | −0.0139 (15) |
C2 | 0.0430 (16) | 0.0459 (17) | 0.121 (4) | 0.0078 (13) | −0.0105 (19) | −0.030 (2) |
C3 | 0.0539 (19) | 0.064 (2) | 0.096 (3) | −0.0052 (16) | 0.0030 (19) | −0.047 (2) |
C4 | 0.0506 (16) | 0.0600 (18) | 0.0634 (19) | −0.0152 (14) | 0.0028 (14) | −0.0351 (16) |
C5 | 0.084 (3) | 0.091 (3) | 0.056 (2) | −0.030 (2) | 0.0042 (18) | −0.047 (2) |
C6 | 0.090 (3) | 0.099 (3) | 0.0454 (18) | −0.036 (2) | −0.0161 (18) | −0.0301 (19) |
C7 | 0.0612 (17) | 0.0648 (18) | 0.0403 (14) | −0.0276 (15) | −0.0169 (13) | −0.0119 (13) |
C8 | 0.069 (2) | 0.078 (2) | 0.0477 (17) | −0.0244 (18) | −0.0344 (16) | 0.0025 (16) |
C9 | 0.0588 (18) | 0.0566 (18) | 0.072 (2) | −0.0074 (15) | −0.0404 (17) | 0.0010 (16) |
C10 | 0.0490 (15) | 0.0472 (15) | 0.0562 (17) | 0.0044 (12) | −0.0277 (13) | −0.0108 (13) |
C11 | 0.0445 (13) | 0.0464 (14) | 0.0357 (12) | −0.0126 (11) | −0.0134 (10) | −0.0127 (11) |
C12 | 0.0415 (13) | 0.0439 (14) | 0.0431 (14) | −0.0073 (11) | −0.0045 (11) | −0.0198 (11) |
C13 | 0.0351 (12) | 0.0512 (15) | 0.0460 (14) | 0.0062 (11) | −0.0152 (11) | −0.0217 (12) |
C14 | 0.0337 (12) | 0.0498 (14) | 0.0458 (14) | 0.0050 (11) | −0.0150 (10) | −0.0176 (12) |
C15 | 0.0439 (14) | 0.0523 (16) | 0.0466 (15) | −0.0076 (12) | −0.0155 (12) | −0.0119 (12) |
C16 | 0.0476 (15) | 0.0597 (17) | 0.0460 (15) | 0.0001 (13) | −0.0231 (12) | −0.0134 (13) |
C17 | 0.0332 (12) | 0.0451 (14) | 0.0563 (16) | 0.0065 (10) | −0.0179 (11) | −0.0216 (12) |
C18 | 0.0478 (15) | 0.0412 (14) | 0.0673 (19) | 0.0004 (12) | −0.0279 (14) | −0.0098 (13) |
C19 | 0.0448 (14) | 0.0489 (15) | 0.0569 (17) | 0.0033 (12) | −0.0282 (13) | −0.0102 (13) |
C20 | 0.0439 (14) | 0.0547 (16) | 0.0587 (17) | 0.0050 (12) | −0.0233 (12) | −0.0301 (14) |
C21 | 0.0412 (13) | 0.0429 (13) | 0.0484 (14) | −0.0024 (11) | −0.0183 (11) | −0.0186 (11) |
Geometric parameters (Å, º) top
Co1—O1 | 2.163 (2) | C4—C12 | 1.411 (4) |
Co1—O2 | 2.205 (2) | C5—C6 | 1.347 (6) |
Co1—O4i | 2.066 (2) | C5—H5 | 0.9300 |
Co1—O1W | 2.040 (2) | C6—C7 | 1.425 (5) |
Co1—N1 | 2.168 (2) | C6—H6 | 0.9300 |
Co1—N2 | 2.113 (2) | C7—C8 | 1.412 (5) |
O1—C13 | 1.270 (3) | C7—C11 | 1.406 (4) |
O2—C13 | 1.258 (3) | C8—C9 | 1.346 (5) |
O4—C21 | 1.248 (3) | C8—H8 | 0.9300 |
O5—C21 | 1.253 (3) | C9—C10 | 1.412 (4) |
Co1—C13 | 2.505 (3) | C9—H9 | 0.9300 |
O3—C17 | 1.365 (3) | C10—H10 | 0.9300 |
O3—C20 | 1.423 (4) | C11—C12 | 1.442 (4) |
O4—Co1ii | 2.066 (2) | C13—C14 | 1.505 (4) |
O1W—H1W1 | 0.85 (3) | C14—C19 | 1.386 (4) |
O1W—H1W2 | 0.84 (3) | C14—C15 | 1.388 (4) |
N1—C1 | 1.329 (4) | C15—C16 | 1.389 (4) |
N1—C12 | 1.360 (4) | C15—H15 | 0.9300 |
N2—C10 | 1.334 (3) | C16—C17 | 1.393 (4) |
N2—C11 | 1.361 (3) | C16—H16 | 0.9300 |
C1—C2 | 1.405 (5) | C17—C18 | 1.397 (4) |
C1—H1 | 0.9300 | C18—C19 | 1.385 (4) |
C2—C3 | 1.354 (6) | C18—H18 | 0.9300 |
C2—H2 | 0.9300 | C19—H19 | 0.9300 |
C3—C4 | 1.412 (6) | C20—C21 | 1.530 (4) |
C3—H3 | 0.9300 | C20—H20A | 0.9700 |
C4—C5 | 1.436 (6) | C20—H20B | 0.9700 |
| | | |
O1—Co1—O2 | 60.35 (8) | C3—C4—C5 | 124.9 (3) |
O1—Co1—N1 | 88.70 (9) | C4—C3—H3 | 120.1 |
O4i—Co1—O1 | 101.03 (8) | C4—C5—H5 | 119.2 |
O4i—Co1—O2 | 89.74 (9) | C4—C12—C11 | 118.8 (3) |
O4i—Co1—N1 | 170.19 (9) | C5—C6—C7 | 120.8 (3) |
O4i—Co1—N2 | 93.52 (8) | C5—C6—H6 | 119.6 |
O1W—Co1—O1 | 100.21 (8) | C6—C5—C4 | 121.5 (3) |
O1W—Co1—O2 | 160.29 (8) | C6—C5—H5 | 119.2 |
O1W—Co1—O4i | 91.15 (9) | C7—C6—H6 | 119.6 |
O1W—Co1—N1 | 88.36 (9) | C7—C8—H8 | 120.3 |
O1W—Co1—N2 | 104.71 (9) | C7—C11—C12 | 120.1 (3) |
N1—Co1—O2 | 94.01 (9) | C8—C7—C6 | 123.3 (3) |
N2—Co1—O1 | 150.79 (8) | C8—C9—C10 | 119.9 (3) |
N2—Co1—O2 | 94.88 (9) | C8—C9—H9 | 120.0 |
N2—Co1—N1 | 77.15 (9) | C9—C8—C7 | 119.5 (3) |
Co1—O1W—H1W1 | 116 (2) | C9—C8—H8 | 120.3 |
Co1—O1W—H1W2 | 121 (2) | C9—C10—H10 | 118.6 |
O1—Co1—C13 | 30.48 (8) | C10—N2—Co1 | 127.2 (2) |
O1—C13—Co1 | 59.71 (14) | C10—N2—C11 | 117.1 (2) |
O1—C13—C14 | 119.5 (2) | C10—C9—H9 | 120.0 |
O2—Co1—C13 | 30.13 (8) | C11—N2—Co1 | 115.61 (17) |
O2—C13—Co1 | 61.65 (15) | C11—C7—C6 | 119.5 (3) |
O2—C13—O1 | 120.6 (3) | C11—C7—C8 | 117.2 (3) |
O2—C13—C14 | 120.0 (3) | C12—N1—Co1 | 113.34 (17) |
O3—C17—C16 | 125.4 (3) | C12—C4—C3 | 115.9 (3) |
O3—C17—C18 | 114.7 (3) | C12—C4—C5 | 119.3 (3) |
O3—C20—C21 | 114.9 (2) | C13—O1—Co1 | 89.81 (16) |
O3—C20—H20A | 108.5 | C13—O2—Co1 | 88.22 (17) |
O3—C20—H20B | 108.5 | C14—C13—Co1 | 171.04 (18) |
O4i—Co1—C13 | 93.28 (8) | C14—C15—C16 | 121.6 (3) |
O4—C21—O5 | 128.7 (3) | C14—C15—H15 | 119.2 |
O4—C21—C20 | 117.2 (3) | C14—C19—H19 | 119.9 |
O5—C21—C20 | 114.1 (3) | C15—C14—C13 | 121.2 (3) |
O1W—Co1—C13 | 130.20 (9) | C15—C16—C17 | 118.8 (3) |
N1—Co1—C13 | 94.51 (9) | C15—C16—H16 | 120.6 |
N1—C1—C2 | 121.4 (4) | C16—C15—H15 | 119.2 |
N1—C1—H1 | 119.3 | C16—C17—C18 | 119.9 (3) |
N1—C12—C4 | 124.0 (3) | C17—O3—C20 | 119.5 (2) |
N1—C12—C11 | 117.2 (2) | C17—C16—H16 | 120.6 |
N2—Co1—C13 | 124.43 (9) | C17—C18—H18 | 119.9 |
N2—C10—C9 | 122.7 (3) | C18—C19—C14 | 120.3 (3) |
N2—C10—H10 | 118.6 | C18—C19—H19 | 119.9 |
N2—C11—C7 | 123.5 (3) | C19—C14—C13 | 119.7 (2) |
N2—C11—C12 | 116.4 (2) | C19—C14—C15 | 119.1 (3) |
C1—N1—Co1 | 128.5 (2) | C19—C18—C17 | 120.3 (3) |
C1—N1—C12 | 118.1 (3) | C19—C18—H18 | 119.9 |
C1—C2—H2 | 119.6 | C21—O4—Co1ii | 137.80 (19) |
C2—C1—H1 | 119.3 | C21—C20—H20A | 108.5 |
C2—C3—C4 | 119.8 (3) | C21—C20—H20B | 108.5 |
C2—C3—H3 | 120.1 | H1W1—O1W—H1W2 | 110.7 (17) |
C3—C2—C1 | 120.8 (3) | H20A—C20—H20B | 107.5 |
C3—C2—H2 | 119.6 | | |
| | | |
Co1—O1—C13—O2 | 10.3 (3) | N2—Co1—O1—C13 | −41.0 (2) |
Co1—O1—C13—C14 | −169.7 (2) | N2—Co1—O2—C13 | 169.49 (16) |
Co1—O2—C13—O1 | −10.1 (3) | N2—Co1—N1—C1 | 177.8 (3) |
Co1—O2—C13—C14 | 169.9 (2) | N2—Co1—N1—C12 | −4.51 (18) |
Co1ii—O4—C21—O5 | 5.1 (5) | N2—Co1—C13—O1 | 157.18 (15) |
Co1ii—O4—C21—C20 | −174.0 (2) | N2—Co1—C13—O2 | −12.7 (2) |
Co1—N1—C1—C2 | 177.5 (2) | N2—C11—C12—N1 | 0.2 (3) |
Co1—N1—C12—C4 | −176.9 (2) | N2—C11—C12—C4 | −179.2 (2) |
Co1—N1—C12—C11 | 3.8 (3) | C1—N1—C12—C4 | 1.1 (4) |
Co1—N2—C11—C7 | 176.2 (2) | C1—N1—C12—C11 | −178.2 (2) |
Co1—N2—C10—C9 | −176.8 (2) | C1—C2—C3—C4 | −0.4 (5) |
Co1—N2—C11—C12 | −4.3 (3) | C2—C3—C4—C5 | −179.6 (3) |
O1—Co1—N1—C1 | −27.9 (2) | C2—C3—C4—C12 | 1.3 (5) |
O1—Co1—N1—C12 | 149.74 (19) | C3—C4—C5—C6 | −178.6 (3) |
O1—Co1—N2—C10 | 118.9 (2) | C3—C4—C12—N1 | −1.7 (4) |
O1—Co1—N2—C11 | −58.1 (3) | C3—C4—C12—C11 | 177.7 (3) |
O1—Co1—O2—C13 | 5.87 (15) | C4—C5—C6—C7 | 1.7 (6) |
O1—Co1—C13—O2 | −169.9 (3) | C5—C4—C12—N1 | 179.2 (3) |
O1—C13—C14—C15 | 6.3 (4) | C5—C4—C12—C11 | −1.5 (4) |
O1—C13—C14—C19 | −176.9 (3) | C5—C6—C7—C8 | 177.6 (3) |
O2—Co1—N1—C1 | −88.1 (3) | C5—C6—C7—C11 | −2.9 (5) |
O2—Co1—N1—C12 | 89.59 (19) | C6—C7—C8—C9 | 180.0 (3) |
O2—Co1—N2—C10 | 88.8 (2) | C6—C7—C11—N2 | −178.7 (3) |
O2—Co1—N2—C11 | −88.29 (18) | C6—C7—C11—C12 | 1.8 (4) |
O2—Co1—O1—C13 | −5.81 (15) | C7—C8—C9—C10 | −1.3 (5) |
O2—Co1—C13—O1 | 169.9 (3) | C7—C11—C12—N1 | 179.7 (2) |
O2—C13—C14—C15 | −173.8 (3) | C7—C11—C12—C4 | 0.3 (4) |
O2—C13—C14—C19 | 3.1 (4) | C8—C7—C11—N2 | 0.8 (4) |
O3—C17—C18—C19 | 178.9 (3) | C8—C7—C11—C12 | −178.7 (3) |
O3—C20—C21—O4 | −0.2 (4) | C8—C9—C10—N2 | 1.0 (5) |
O3—C20—C21—O5 | −179.4 (2) | C10—N2—C11—C7 | −1.1 (4) |
O4i—Co1—N2—C10 | −1.3 (2) | C10—N2—C11—C12 | 178.4 (2) |
O4i—Co1—N2—C11 | −178.34 (18) | C11—N2—C10—C9 | 0.2 (4) |
O4i—Co1—O1—C13 | 77.52 (16) | C11—C7—C8—C9 | 0.5 (4) |
O4i—Co1—O2—C13 | −96.99 (17) | C12—C4—C5—C6 | 0.5 (5) |
O4i—Co1—C13—O1 | −106.28 (16) | C12—N1—C1—C2 | −0.1 (4) |
O4i—Co1—C13—O2 | 83.81 (17) | C13—Co1—N1—C1 | −57.9 (3) |
O1W—Co1—N1—C1 | 72.3 (3) | C13—Co1—N1—C12 | 119.80 (19) |
O1W—Co1—N1—C12 | −110.00 (19) | C13—Co1—N2—C10 | 95.1 (2) |
O1W—Co1—N2—C10 | −93.4 (2) | C13—Co1—N2—C11 | −81.9 (2) |
O1W—Co1—N2—C11 | 89.55 (19) | C13—C14—C15—C16 | 177.2 (3) |
O1W—Co1—O1—C13 | 170.72 (15) | C13—C14—C19—C18 | −177.0 (3) |
O1W—Co1—O2—C13 | −4.3 (3) | C14—C15—C16—C17 | −1.4 (4) |
O1W—Co1—C13—O1 | −12.0 (2) | C15—C14—C19—C18 | 0.0 (4) |
O1W—Co1—C13—O2 | 178.10 (15) | C15—C16—C17—O3 | −178.8 (3) |
N1—Co1—N2—C10 | −178.2 (2) | C15—C16—C17—C18 | 2.3 (4) |
N1—Co1—N2—C11 | 4.72 (17) | C16—C17—C18—C19 | −2.1 (4) |
N1—Co1—O1—C13 | −101.18 (16) | C17—O3—C20—C21 | −72.7 (3) |
N1—Co1—O2—C13 | 92.07 (17) | C17—C18—C19—C14 | 0.9 (5) |
N1—Co1—C13—O1 | 79.68 (16) | C19—C14—C15—C16 | 0.3 (4) |
N1—Co1—C13—O2 | −90.23 (17) | C20—O3—C17—C16 | −4.0 (4) |
N1—C1—C2—C3 | −0.2 (5) | C20—O3—C17—C18 | 175.0 (2) |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W1···O5iii | 0.85 (3) | 1.78 (3) | 2.619 (3) | 172 (4) |
O1W—H1W2···O1iv | 0.84 (3) | 2.06 (2) | 2.760 (3) | 141 (3) |
Symmetry codes: (iii) −x+1, −y+1, −z; (iv) −x+2, −y+1, −z. |