| Literature DB >> 23476486 |
Xiao-Li Sheng1, Duo-Hui Xu, Bin Cai, Jian-Lan Liu.
Abstract
The title complex, {[Co2(C18H4O10)(C14H14N4)2]·2H2O} n was synthesized from CoCl2·6H2O, 9,10-dioxo-9,10-dihydro-anthracene-1,4,5,8-tetra-carb-oxy-lic acid (H4AQTC) and 1,2-bis-[(1H-imidazol-1-yl)meth-yl]benzene (o-bix) in water. The anthraquinone unit is located about a crystallographic center of inversion. Each asymmetric unit therefore contains one Co(II) atom and one o-bix ligand, as well as half an AQTC(4-) ligand and an additional solvent water mol-ecule. The Co(II) ions are tetra-hedrally surrounded by two O atoms from two AQTC(4-) anions and by two N atoms from two o-bix ligands, forming a two-dimensional coordination polymer. The solvent water mol-ecules are connected to the carboxyl-ate groups by O-H⋯O hydrogen bonds. Additional weak C-H⋯O hydrogen bonds are observed in the crystal structure.Entities:
Year: 2013 PMID: 23476486 PMCID: PMC3588523 DOI: 10.1107/S160053681202716X
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [Co2(C18H4O10)(C14H14N4)2]·H2O | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 5133 reflections | |
| θ = 2.2–27.6° | |
| µ = 0.83 mm−1 | |
| α = 107.095 (7)° | |
| β = 102.454 (6)° | Block, red |
| γ = 106.551 (6)° | 0.43 × 0.36 × 0.28 mm |
| Bruker SMART CCD area-detector diffractometer | 3787 independent reflections |
| Radiation source: sealed tube | 3411 reflections with |
| Graphite monochromator | |
| phi and ω scans | θmax = 25.0°, θmin = 1.8° |
| Absorption correction: multi-scan ( | |
| 10020 measured reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H atoms treated by a mixture of independent and constrained refinement | |
| 3787 reflections | (Δ/σ)max = 0.001 |
| 315 parameters | Δρmax = 0.39 e Å−3 |
| 0 restraints | Δρmin = −0.32 e Å−3 |
| Experimental. Anal. Calcd. for C23H18Co1N4O6: C, 54.66; H, 3.59; N, 11.09%. Found:
C, 54.34; H, 3.37; N, 10.86%. FT—IR data (KBr pellets, cm-1):
3359( |
| 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 |
| C1 | 0.3229 (3) | 0.2312 (2) | −0.08418 (19) | 0.0307 (5) | |
| C2 | −0.1263 (3) | 0.3036 (2) | 0.1570 (2) | 0.0329 (5) | |
| C3 | −0.0113 (3) | 0.2767 (2) | 0.09487 (18) | 0.0301 (5) | |
| C4 | 0.0924 (3) | 0.3922 (2) | 0.0854 (2) | 0.0377 (5) | |
| H4 | 0.0902 | 0.4823 | 0.1182 | 0.045* | |
| C5 | 0.1986 (3) | 0.3753 (2) | 0.0281 (2) | 0.0362 (5) | |
| H5 | 0.2643 | 0.4533 | 0.0203 | 0.043* | |
| C6 | 0.2080 (3) | 0.2425 (2) | −0.01795 (18) | 0.0286 (5) | |
| C7 | 0.1067 (2) | 0.1253 (2) | −0.00744 (17) | 0.0258 (4) | |
| C8 | −0.0065 (2) | 0.1415 (2) | 0.04555 (17) | 0.0262 (4) | |
| C9 | 0.1271 (2) | −0.0137 (2) | −0.04162 (17) | 0.0263 (4) | |
| C10 | 0.3621 (3) | 0.1884 (2) | 0.23544 (18) | 0.0307 (5) | |
| H10 | 0.3323 | 0.2661 | 0.2552 | 0.037* | |
| C11 | 0.2936 (3) | 0.0631 (2) | 0.24410 (18) | 0.0295 (5) | |
| H11 | 0.2085 | 0.0380 | 0.2692 | 0.035* | |
| C12 | 0.4870 (3) | 0.0555 (2) | 0.17763 (18) | 0.0302 (5) | |
| H12 | 0.5576 | 0.0225 | 0.1495 | 0.036* | |
| C13 | 0.3365 (3) | −0.1710 (2) | 0.19313 (19) | 0.0345 (5) | |
| H13A | 0.4237 | −0.1977 | 0.1848 | 0.041* | |
| H13B | 0.2499 | −0.2302 | 0.1207 | 0.041* | |
| C14 | 0.2956 (3) | −0.1986 (2) | 0.29720 (19) | 0.0319 (5) | |
| C15 | 0.1425 (3) | −0.2315 (3) | 0.2937 (3) | 0.0468 (6) | |
| H15 | 0.0691 | −0.2373 | 0.2279 | 0.056* | |
| C16 | 0.0982 (4) | −0.2559 (3) | 0.3875 (3) | 0.0635 (9) | |
| H16 | −0.0041 | −0.2765 | 0.3847 | 0.076* | |
| C17 | 0.2054 (4) | −0.2496 (3) | 0.4845 (3) | 0.0601 (9) | |
| H17 | 0.1758 | −0.2662 | 0.5471 | 0.072* | |
| C18 | 0.3566 (3) | −0.2188 (3) | 0.4884 (2) | 0.0442 (6) | |
| H18 | 0.4283 | −0.2161 | 0.5536 | 0.053* | |
| C19 | 0.4047 (3) | −0.1913 (2) | 0.39615 (19) | 0.0305 (5) | |
| C20 | 0.5728 (3) | −0.1577 (2) | 0.4074 (2) | 0.0344 (5) | |
| H20A | 0.5976 | −0.1098 | 0.3545 | 0.041* | |
| H20B | 0.6361 | −0.0934 | 0.4882 | 0.041* | |
| C21 | 0.6999 (3) | −0.3245 (3) | 0.4543 (2) | 0.0467 (6) | |
| H21 | 0.7494 | −0.2738 | 0.5356 | 0.056* | |
| C22 | 0.5629 (3) | 0.6109 (2) | 0.26958 (19) | 0.0337 (5) | |
| H22 | 0.5005 | 0.6117 | 0.2013 | 0.040* | |
| C23 | 0.7029 (3) | 0.5502 (3) | 0.3882 (2) | 0.0494 (7) | |
| H23 | 0.7557 | 0.4994 | 0.4172 | 0.059* | |
| Co1 | 0.58835 (3) | 0.33412 (3) | 0.13769 (2) | 0.02845 (12) | |
| N1 | 0.4836 (2) | 0.18355 (19) | 0.19274 (15) | 0.0304 (4) | |
| N2 | 0.3755 (2) | −0.02007 (18) | 0.20818 (15) | 0.0281 (4) | |
| N3 | 0.6159 (2) | 0.50944 (18) | 0.27147 (16) | 0.0315 (4) | |
| N4 | 0.6099 (2) | −0.28740 (18) | 0.37783 (15) | 0.0299 (4) | |
| O1 | 0.46596 (18) | 0.30258 (17) | −0.02288 (13) | 0.0351 (4) | |
| O2 | 0.2749 (2) | 0.16438 (19) | −0.19247 (14) | 0.0458 (4) | |
| O3 | −0.22850 (19) | 0.33483 (18) | 0.09643 (15) | 0.0395 (4) | |
| O4 | −0.1135 (2) | 0.29987 (19) | 0.25620 (15) | 0.0463 (4) | |
| O5 | 0.24715 (17) | −0.02029 (16) | −0.05752 (13) | 0.0331 (4) | |
| O6 | 0.9984 (3) | 0.0915 (3) | 0.3137 (2) | 0.0614 (6) | |
| H25 | 0.912 (6) | −0.001 (6) | 0.285 (5) | 0.15 (2)* | |
| H24 | 0.982 (5) | 0.161 (5) | 0.304 (4) | 0.108 (17)* |
| C1 | 0.0325 (14) | 0.0336 (11) | 0.0336 (11) | 0.0138 (10) | 0.0166 (10) | 0.0177 (9) |
| C2 | 0.0306 (13) | 0.0294 (10) | 0.0355 (12) | 0.0101 (10) | 0.0150 (10) | 0.0060 (9) |
| C3 | 0.0253 (12) | 0.0362 (11) | 0.0287 (10) | 0.0134 (9) | 0.0093 (9) | 0.0100 (9) |
| C4 | 0.0377 (15) | 0.0327 (11) | 0.0452 (13) | 0.0163 (10) | 0.0185 (11) | 0.0115 (10) |
| C5 | 0.0343 (14) | 0.0347 (11) | 0.0417 (12) | 0.0115 (10) | 0.0169 (11) | 0.0156 (10) |
| C6 | 0.0246 (12) | 0.0375 (11) | 0.0260 (10) | 0.0129 (9) | 0.0095 (9) | 0.0131 (9) |
| C7 | 0.0227 (12) | 0.0346 (10) | 0.0226 (9) | 0.0123 (9) | 0.0096 (8) | 0.0109 (8) |
| C8 | 0.0236 (12) | 0.0342 (11) | 0.0235 (10) | 0.0129 (9) | 0.0097 (8) | 0.0111 (8) |
| C9 | 0.0239 (12) | 0.0368 (11) | 0.0198 (9) | 0.0123 (9) | 0.0098 (8) | 0.0099 (8) |
| C10 | 0.0369 (13) | 0.0357 (11) | 0.0288 (10) | 0.0204 (10) | 0.0158 (10) | 0.0147 (9) |
| C11 | 0.0325 (13) | 0.0379 (11) | 0.0277 (10) | 0.0183 (10) | 0.0164 (9) | 0.0157 (9) |
| C12 | 0.0330 (13) | 0.0370 (11) | 0.0299 (11) | 0.0175 (10) | 0.0166 (10) | 0.0164 (9) |
| C13 | 0.0487 (15) | 0.0312 (11) | 0.0289 (11) | 0.0174 (10) | 0.0166 (10) | 0.0135 (9) |
| C14 | 0.0412 (14) | 0.0271 (10) | 0.0342 (11) | 0.0156 (10) | 0.0180 (10) | 0.0144 (9) |
| C15 | 0.0380 (16) | 0.0479 (14) | 0.0630 (16) | 0.0172 (12) | 0.0190 (13) | 0.0297 (13) |
| C16 | 0.052 (2) | 0.074 (2) | 0.100 (2) | 0.0316 (16) | 0.0545 (19) | 0.0523 (19) |
| C17 | 0.082 (2) | 0.0705 (19) | 0.0719 (19) | 0.0419 (18) | 0.0586 (19) | 0.0506 (16) |
| C18 | 0.0666 (19) | 0.0486 (14) | 0.0380 (13) | 0.0318 (13) | 0.0300 (13) | 0.0252 (11) |
| C19 | 0.0419 (14) | 0.0270 (10) | 0.0304 (11) | 0.0170 (10) | 0.0189 (10) | 0.0125 (8) |
| C20 | 0.0415 (15) | 0.0262 (10) | 0.0347 (11) | 0.0146 (10) | 0.0132 (10) | 0.0081 (9) |
| C21 | 0.0584 (18) | 0.0495 (14) | 0.0289 (12) | 0.0294 (14) | 0.0056 (11) | 0.0077 (10) |
| C22 | 0.0423 (15) | 0.0307 (11) | 0.0283 (11) | 0.0150 (10) | 0.0114 (10) | 0.0105 (9) |
| C23 | 0.0604 (19) | 0.0484 (15) | 0.0432 (14) | 0.0346 (14) | 0.0079 (13) | 0.0150 (12) |
| Co1 | 0.0323 (2) | 0.02908 (17) | 0.03102 (17) | 0.01470 (14) | 0.01786 (14) | 0.01245 (13) |
| N1 | 0.0347 (11) | 0.0334 (9) | 0.0308 (9) | 0.0162 (8) | 0.0165 (8) | 0.0152 (8) |
| N2 | 0.0346 (11) | 0.0326 (9) | 0.0261 (8) | 0.0169 (8) | 0.0153 (8) | 0.0150 (7) |
| N3 | 0.0356 (11) | 0.0304 (9) | 0.0335 (9) | 0.0159 (8) | 0.0167 (8) | 0.0119 (8) |
| N4 | 0.0353 (11) | 0.0284 (9) | 0.0274 (9) | 0.0147 (8) | 0.0118 (8) | 0.0088 (7) |
| O1 | 0.0277 (10) | 0.0480 (9) | 0.0394 (8) | 0.0151 (8) | 0.0176 (7) | 0.0243 (7) |
| O2 | 0.0449 (11) | 0.0543 (10) | 0.0340 (9) | 0.0097 (9) | 0.0214 (8) | 0.0136 (8) |
| O3 | 0.0338 (10) | 0.0504 (10) | 0.0462 (9) | 0.0245 (8) | 0.0216 (8) | 0.0201 (8) |
| O4 | 0.0502 (12) | 0.0581 (11) | 0.0356 (9) | 0.0248 (9) | 0.0224 (8) | 0.0143 (8) |
| O5 | 0.0267 (9) | 0.0384 (8) | 0.0385 (8) | 0.0149 (7) | 0.0185 (7) | 0.0122 (7) |
| O6 | 0.0451 (14) | 0.0713 (15) | 0.0586 (13) | 0.0237 (12) | 0.0117 (10) | 0.0142 (11) |
| C1—O2 | 1.230 (3) | C14—C19 | 1.398 (3) |
| C1—O1 | 1.283 (3) | C15—C16 | 1.392 (4) |
| C1—C6 | 1.519 (3) | C15—H15 | 0.9300 |
| C2—O4 | 1.226 (3) | C16—C17 | 1.374 (5) |
| C2—O3 | 1.283 (3) | C16—H16 | 0.9300 |
| C2—C3 | 1.517 (3) | C17—C18 | 1.374 (4) |
| C3—C4 | 1.392 (3) | C17—H17 | 0.9300 |
| C3—C8 | 1.401 (3) | C18—C19 | 1.400 (3) |
| C4—C5 | 1.382 (3) | C18—H18 | 0.9300 |
| C4—H4 | 0.9300 | C19—C20 | 1.509 (3) |
| C5—C6 | 1.391 (3) | C20—N4 | 1.478 (3) |
| C5—H5 | 0.9300 | C20—H20A | 0.9700 |
| C6—C7 | 1.401 (3) | C20—H20B | 0.9700 |
| C7—C8 | 1.408 (3) | C21—C23ii | 1.352 (3) |
| C7—C9 | 1.489 (3) | C21—N4 | 1.364 (3) |
| C8—C9i | 1.488 (3) | C21—H21 | 0.9300 |
| C9—O5 | 1.223 (3) | C22—N3 | 1.316 (3) |
| C9—C8i | 1.488 (3) | C22—N4iii | 1.336 (3) |
| C10—C11 | 1.349 (3) | C22—H22 | 0.9300 |
| C10—N1 | 1.384 (3) | C23—C21iii | 1.352 (3) |
| C10—H10 | 0.9300 | C23—N3 | 1.376 (3) |
| C11—N2 | 1.380 (3) | C23—H23 | 0.9300 |
| C11—H11 | 0.9300 | Co1—O3iv | 1.9267 (17) |
| C12—N1 | 1.325 (3) | Co1—O1 | 1.9610 (17) |
| C12—N2 | 1.337 (3) | Co1—N3 | 2.0008 (18) |
| C12—H12 | 0.9300 | Co1—N1 | 2.0110 (18) |
| C13—N2 | 1.479 (3) | N4—C22ii | 1.336 (3) |
| C13—C14 | 1.513 (3) | O3—Co1v | 1.9267 (17) |
| C13—H13A | 0.9700 | O6—H25 | 0.99 (6) |
| C13—H13B | 0.9700 | O6—H24 | 0.83 (5) |
| C14—C15 | 1.392 (4) | ||
| O2—C1—O1 | 124.1 (2) | C17—C16—C15 | 120.1 (3) |
| O2—C1—C6 | 119.3 (2) | C17—C16—H16 | 119.9 |
| O1—C1—C6 | 116.41 (18) | C15—C16—H16 | 119.9 |
| O4—C2—O3 | 126.4 (2) | C16—C17—C18 | 119.7 (2) |
| O4—C2—C3 | 121.2 (2) | C16—C17—H17 | 120.2 |
| O3—C2—C3 | 112.36 (19) | C18—C17—H17 | 120.2 |
| C4—C3—C8 | 118.88 (19) | C17—C18—C19 | 121.3 (3) |
| C4—C3—C2 | 118.03 (19) | C17—C18—H18 | 119.3 |
| C8—C3—C2 | 123.08 (19) | C19—C18—H18 | 119.3 |
| C5—C4—C3 | 121.2 (2) | C14—C19—C18 | 119.0 (2) |
| C5—C4—H4 | 119.4 | C14—C19—C20 | 122.88 (19) |
| C3—C4—H4 | 119.4 | C18—C19—C20 | 118.1 (2) |
| C4—C5—C6 | 120.5 (2) | N4—C20—C19 | 111.96 (18) |
| C4—C5—H5 | 119.8 | N4—C20—H20A | 109.2 |
| C6—C5—H5 | 119.8 | C19—C20—H20A | 109.2 |
| C5—C6—C7 | 119.27 (19) | N4—C20—H20B | 109.2 |
| C5—C6—C1 | 117.40 (19) | C19—C20—H20B | 109.2 |
| C7—C6—C1 | 123.23 (19) | H20A—C20—H20B | 107.9 |
| C6—C7—C8 | 120.01 (19) | C23ii—C21—N4 | 106.3 (2) |
| C6—C7—C9 | 120.37 (18) | C23ii—C21—H21 | 126.9 |
| C8—C7—C9 | 119.38 (18) | N4—C21—H21 | 126.9 |
| C3—C8—C7 | 119.98 (19) | N3—C22—N4iii | 111.6 (2) |
| C3—C8—C9i | 120.16 (18) | N3—C22—H22 | 124.2 |
| C7—C8—C9i | 119.73 (18) | N4iii—C22—H22 | 124.2 |
| O5—C9—C8i | 120.24 (19) | C21iii—C23—N3 | 109.5 (2) |
| O5—C9—C7 | 120.15 (19) | C21iii—C23—H23 | 125.2 |
| C8i—C9—C7 | 119.39 (18) | N3—C23—H23 | 125.2 |
| C11—C10—N1 | 109.68 (19) | O3iv—Co1—O1 | 94.24 (7) |
| C11—C10—H10 | 125.2 | O3iv—Co1—N3 | 115.00 (8) |
| N1—C10—H10 | 125.2 | O1—Co1—N3 | 117.63 (8) |
| C10—C11—N2 | 105.96 (19) | O3iv—Co1—N1 | 119.89 (8) |
| C10—C11—H11 | 127.0 | O1—Co1—N1 | 111.05 (7) |
| N2—C11—H11 | 127.0 | N3—Co1—N1 | 100.17 (8) |
| N1—C12—N2 | 111.04 (19) | C12—N1—C10 | 105.58 (17) |
| N1—C12—H12 | 124.5 | C12—N1—Co1 | 131.62 (14) |
| N2—C12—H12 | 124.5 | C10—N1—Co1 | 121.56 (14) |
| N2—C13—C14 | 112.12 (16) | C12—N2—C11 | 107.74 (18) |
| N2—C13—H13A | 109.2 | C12—N2—C13 | 125.85 (18) |
| C14—C13—H13A | 109.2 | C11—N2—C13 | 126.09 (18) |
| N2—C13—H13B | 109.2 | C22—N3—C23 | 105.27 (18) |
| C14—C13—H13B | 109.2 | C22—N3—Co1 | 129.70 (16) |
| H13A—C13—H13B | 107.9 | C23—N3—Co1 | 125.00 (16) |
| C15—C14—C19 | 119.1 (2) | C22ii—N4—C21 | 107.31 (18) |
| C15—C14—C13 | 118.1 (2) | C22ii—N4—C20 | 125.81 (19) |
| C19—C14—C13 | 122.8 (2) | C21—N4—C20 | 126.87 (18) |
| C14—C15—C16 | 120.7 (3) | C1—O1—Co1 | 132.29 (13) |
| C14—C15—H15 | 119.6 | C2—O3—Co1v | 120.57 (14) |
| C16—C15—H15 | 119.6 | H25—O6—H24 | 120 (4) |
| O4—C2—C3—C4 | −107.8 (3) | C17—C18—C19—C14 | −1.4 (4) |
| O3—C2—C3—C4 | 69.5 (3) | C17—C18—C19—C20 | 179.8 (2) |
| O4—C2—C3—C8 | 73.1 (3) | C14—C19—C20—N4 | −100.3 (2) |
| O3—C2—C3—C8 | −109.6 (2) | C18—C19—C20—N4 | 78.5 (2) |
| C8—C3—C4—C5 | 0.3 (4) | N2—C12—N1—C10 | 0.0 (2) |
| C2—C3—C4—C5 | −178.9 (2) | N2—C12—N1—Co1 | −167.10 (15) |
| C3—C4—C5—C6 | −2.3 (4) | C11—C10—N1—C12 | −0.7 (2) |
| C4—C5—C6—C7 | 1.1 (3) | C11—C10—N1—Co1 | 168.03 (15) |
| C4—C5—C6—C1 | 177.5 (2) | O3iv—Co1—N1—C12 | −21.8 (2) |
| O2—C1—C6—C5 | −110.7 (2) | O1—Co1—N1—C12 | 86.4 (2) |
| O1—C1—C6—C5 | 64.2 (3) | N3—Co1—N1—C12 | −148.5 (2) |
| O2—C1—C6—C7 | 65.6 (3) | O3iv—Co1—N1—C10 | 172.85 (15) |
| O1—C1—C6—C7 | −119.5 (2) | O1—Co1—N1—C10 | −78.94 (17) |
| C5—C6—C7—C8 | 2.2 (3) | N3—Co1—N1—C10 | 46.09 (18) |
| C1—C6—C7—C8 | −174.02 (19) | N1—C12—N2—C11 | 0.7 (2) |
| C5—C6—C7—C9 | −172.1 (2) | N1—C12—N2—C13 | 174.39 (19) |
| C1—C6—C7—C9 | 11.7 (3) | C10—C11—N2—C12 | −1.0 (2) |
| C4—C3—C8—C7 | 3.0 (3) | C10—C11—N2—C13 | −174.75 (19) |
| C2—C3—C8—C7 | −177.9 (2) | C14—C13—N2—C12 | 141.3 (2) |
| C4—C3—C8—C9i | −172.8 (2) | C14—C13—N2—C11 | −46.2 (3) |
| C2—C3—C8—C9i | 6.2 (3) | N4iii—C22—N3—C23 | −0.5 (3) |
| C6—C7—C8—C3 | −4.3 (3) | N4iii—C22—N3—Co1 | −178.48 (14) |
| C9—C7—C8—C3 | 170.09 (19) | C21iii—C23—N3—C22 | 0.2 (3) |
| C6—C7—C8—C9i | 171.61 (19) | C21iii—C23—N3—Co1 | 178.31 (18) |
| C9—C7—C8—C9i | −14.0 (3) | O3iv—Co1—N3—C22 | 109.9 (2) |
| C6—C7—C9—O5 | 13.8 (3) | O1—Co1—N3—C22 | 0.3 (2) |
| C8—C7—C9—O5 | −160.54 (19) | N1—Co1—N3—C22 | −120.1 (2) |
| C6—C7—C9—C8i | −171.68 (18) | O3iv—Co1—N3—C23 | −67.7 (2) |
| C8—C7—C9—C8i | 14.0 (3) | O1—Co1—N3—C23 | −177.34 (19) |
| N1—C10—C11—N2 | 1.1 (2) | N1—Co1—N3—C23 | 62.3 (2) |
| N2—C13—C14—C15 | 88.0 (3) | C23ii—C21—N4—C22ii | −0.4 (3) |
| N2—C13—C14—C19 | −91.5 (3) | C23ii—C21—N4—C20 | −179.3 (2) |
| C19—C14—C15—C16 | 0.5 (4) | C19—C20—N4—C22ii | 69.5 (3) |
| C13—C14—C15—C16 | −179.1 (2) | C19—C20—N4—C21 | −111.9 (3) |
| C14—C15—C16—C17 | −0.9 (4) | O2—C1—O1—Co1 | −143.51 (19) |
| C15—C16—C17—C18 | 0.2 (5) | C6—C1—O1—Co1 | 41.9 (3) |
| C16—C17—C18—C19 | 1.0 (4) | O3iv—Co1—O1—C1 | 144.39 (19) |
| C15—C14—C19—C18 | 0.6 (3) | N3—Co1—O1—C1 | −94.5 (2) |
| C13—C14—C19—C18 | −179.8 (2) | N1—Co1—O1—C1 | 20.1 (2) |
| C15—C14—C19—C20 | 179.4 (2) | O4—C2—O3—Co1v | −16.1 (3) |
| C13—C14—C19—C20 | −1.1 (3) | C3—C2—O3—Co1v | 166.74 (14) |
| H··· | ||||
| O6—H24···O4iv | 0.83 (5) | 2.10 (5) | 2.911 (4) | 166 (5) |
| O6—H25···O2vi | 0.99 (6) | 1.92 (6) | 2.883 (4) | 164 (5) |
| C11—H11···O6v | 0.93 | 2.37 | 3.192 (4) | 148 |
| C12—H12···O5vi | 0.93 | 2.39 | 3.268 (4) | 157 |
| C13—H13 | 0.97 | 2.58 | 3.389 (4) | 141 |
| C13—H13 | 0.97 | 2.54 | 3.278 (3) | 133 |
| C20—H20 | 0.97 | 2.58 | 3.301 (3) | 131 |
| C21—H21···O6vii | 0.93 | 2.52 | 3.302 (4) | 143 |
Hydrogen-bond geometry (Å, °)
|
|
| H⋯ |
|
|
|---|---|---|---|---|
| O6—H24⋯O4i | 0.83 (5) | 2.10 (5) | 2.911 (4) | 166 (5) |
| O6—H25⋯O2ii | 0.99 (6) | 1.92 (6) | 2.883 (4) | 164 (5) |
| C11—H11⋯O6iii | 0.93 | 2.37 | 3.192 (4) | 148 |
| C12—H12⋯O5ii | 0.93 | 2.39 | 3.268 (4) | 157 |
| C13—H13 | 0.97 | 2.58 | 3.389 (4) | 141 |
| C13—H13 | 0.97 | 2.54 | 3.278 (3) | 133 |
| C20—H20 | 0.97 | 2.58 | 3.301 (3) | 131 |
| C21—H21⋯O6v | 0.93 | 2.52 | 3.302 (4) | 143 |
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .