| Literature DB >> 22589793 |
Huimin Wang, Xiaojun Gu, Bingbing Zhang, Haiquan Su.
Abstract
The Co(III) atom in the title compound, [Co(C(12)H(6)N(2)O(4))(C(12)H(7)N(2)O(4))], is six-coordinated in a distorted octa-hedral geometry by four N atoms and two O atoms of the chelating 2,2'-bipyridine-6,6'-dicarboxyl-ate and 6'-carb-oxy-2,2'-bipyridine-6-carboxyl-ate ligands. Intermolecular O-H⋯O hydrogen bonds and face-to-face π-stacking inter-actions [centroid-centroid distance = 3.6352 (16) Å] between inversion-related pyridine rings link adjacent mononuclear units into a two-dimensional supra-molecular structure, and several inter-molecular C-H⋯O inter-actions are also observed.Entities:
Year: 2012 PMID: 22589793 PMCID: PMC3343819 DOI: 10.1107/S1600536812009816
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [Co(C12H6N2O4)(C12H7N2O4)] | |
| Monoclinic, | |
| Hall symbol: -P 2ybc | Mo |
| µ = 0.88 mm−1 | |
| Block, brown | |
| β = 100.70 (3)° | 0.26 × 0.20 × 0.08 mm |
| Rigaku Saturn CCD area-detector diffractometer | 3696 independent reflections |
| Radiation source: fine-focus sealed tube | 3219 reflections with |
| Graphite monochromator | |
| ω and φ scans | θmax = 25.0°, θmin = 1.9° |
| Absorption correction: multi-scan ( | |
| 13969 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-atom parameters constrained | |
| 3696 reflections | (Δ/σ)max = 0.001 |
| 335 parameters | Δρmax = 0.24 e Å−3 |
| 0 restraints | Δρmin = −0.47 e Å−3 |
| 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 |
| Co1 | 0.84031 (3) | 0.73728 (2) | 0.932821 (17) | 0.02082 (12) | |
| O1 | 1.01239 (19) | 0.73257 (12) | 1.01357 (9) | 0.0282 (4) | |
| O2 | 1.1381 (2) | 0.81870 (16) | 1.11603 (10) | 0.0460 (5) | |
| O5 | 0.93674 (17) | 0.81669 (12) | 0.86609 (9) | 0.0267 (4) | |
| O6 | 1.0973 (2) | 0.80414 (14) | 0.78364 (11) | 0.0450 (5) | |
| N1 | 0.8057 (2) | 0.85278 (14) | 0.98537 (11) | 0.0251 (4) | |
| N2 | 0.6513 (2) | 0.77321 (14) | 0.86292 (11) | 0.0234 (4) | |
| N3 | 0.9085 (2) | 0.63364 (14) | 0.87852 (10) | 0.0216 (4) | |
| N4 | 0.7596 (2) | 0.62602 (14) | 0.98808 (10) | 0.0234 (4) | |
| C1 | 1.0325 (3) | 0.80793 (19) | 1.06293 (13) | 0.0299 (6) | |
| C2 | 0.9115 (3) | 0.88248 (18) | 1.04578 (13) | 0.0286 (6) | |
| C3 | 0.9052 (3) | 0.97481 (19) | 1.07909 (14) | 0.0365 (6) | |
| H3 | 0.9766 | 0.9956 | 1.1218 | 0.044* | |
| C4 | 0.7900 (3) | 1.0357 (2) | 1.04739 (16) | 0.0416 (7) | |
| H4 | 0.7823 | 1.0975 | 1.0702 | 0.050* | |
| C5 | 0.6856 (3) | 1.00621 (19) | 0.98213 (17) | 0.0382 (7) | |
| H5 | 0.6106 | 1.0484 | 0.9595 | 0.046* | |
| C6 | 0.6962 (3) | 0.91155 (18) | 0.95143 (14) | 0.0291 (6) | |
| C7 | 0.6051 (3) | 0.86495 (18) | 0.88142 (14) | 0.0296 (6) | |
| C8 | 0.4839 (3) | 0.9092 (2) | 0.83680 (16) | 0.0392 (7) | |
| H8 | 0.4554 | 0.9716 | 0.8505 | 0.047* | |
| C9 | 0.4047 (3) | 0.8600 (2) | 0.77141 (17) | 0.0421 (7) | |
| H9 | 0.3225 | 0.8888 | 0.7406 | 0.051* | |
| C10 | 0.4492 (3) | 0.7678 (2) | 0.75259 (17) | 0.0396 (7) | |
| H10 | 0.3971 | 0.7335 | 0.7089 | 0.048* | |
| C11 | 0.5733 (3) | 0.72615 (19) | 0.79957 (14) | 0.0281 (6) | |
| C12 | 0.6111 (3) | 0.62148 (19) | 0.78089 (13) | 0.0286 (6) | |
| C13 | 1.0147 (3) | 0.76672 (18) | 0.82270 (14) | 0.0272 (6) | |
| C14 | 0.9955 (2) | 0.65787 (18) | 0.82720 (12) | 0.0240 (5) | |
| C15 | 1.0604 (3) | 0.58537 (19) | 0.78857 (13) | 0.0302 (6) | |
| H15 | 1.1204 | 0.6014 | 0.7523 | 0.036* | |
| C16 | 1.0332 (3) | 0.48753 (19) | 0.80572 (14) | 0.0323 (6) | |
| H16 | 1.0746 | 0.4373 | 0.7800 | 0.039* | |
| C17 | 0.9449 (3) | 0.46388 (18) | 0.86091 (13) | 0.0286 (6) | |
| H17 | 0.9271 | 0.3985 | 0.8724 | 0.034* | |
| C18 | 0.8844 (3) | 0.53988 (17) | 0.89816 (13) | 0.0232 (5) | |
| C19 | 0.7946 (3) | 0.53543 (17) | 0.96114 (13) | 0.0236 (5) | |
| C20 | 0.7504 (3) | 0.44827 (19) | 0.99124 (14) | 0.0298 (6) | |
| H20 | 0.7748 | 0.3879 | 0.9712 | 0.036* | |
| C21 | 0.6691 (3) | 0.4523 (2) | 1.05193 (15) | 0.0351 (6) | |
| H21 | 0.6366 | 0.3947 | 1.0727 | 0.042* | |
| C22 | 0.6372 (3) | 0.5430 (2) | 1.08100 (14) | 0.0336 (6) | |
| H22 | 0.5850 | 0.5469 | 1.1227 | 0.040* | |
| C23 | 0.6831 (3) | 0.62865 (19) | 1.04793 (13) | 0.0272 (5) | |
| C24 | 0.6458 (3) | 0.7264 (2) | 1.08152 (15) | 0.0319 (6) | |
| O9 | 0.5735 (2) | 0.55690 (13) | 0.82239 (10) | 0.0396 (5) | |
| O7 | 0.7342 (2) | 0.74748 (14) | 1.14778 (11) | 0.0418 (5) | |
| O10 | 0.6766 (2) | 0.60709 (13) | 0.72153 (10) | 0.0401 (5) | |
| H10A | 0.6806 | 0.6591 | 0.6972 | 0.060* | |
| O8 | 0.5416 (2) | 0.77371 (16) | 1.04846 (13) | 0.0504 (5) |
| Co1 | 0.0249 (2) | 0.01599 (19) | 0.02186 (19) | 0.00158 (13) | 0.00513 (13) | 0.00048 (12) |
| O1 | 0.0310 (10) | 0.0244 (9) | 0.0281 (9) | 0.0023 (7) | 0.0025 (7) | −0.0007 (7) |
| O2 | 0.0432 (12) | 0.0567 (14) | 0.0329 (9) | −0.0020 (10) | −0.0064 (9) | −0.0069 (9) |
| O5 | 0.0325 (10) | 0.0184 (9) | 0.0312 (8) | −0.0005 (7) | 0.0108 (7) | 0.0014 (7) |
| O6 | 0.0528 (13) | 0.0339 (11) | 0.0572 (12) | −0.0022 (9) | 0.0331 (10) | 0.0083 (9) |
| N1 | 0.0325 (12) | 0.0199 (11) | 0.0246 (9) | 0.0003 (9) | 0.0097 (9) | −0.0003 (8) |
| N2 | 0.0244 (11) | 0.0210 (11) | 0.0250 (10) | −0.0006 (8) | 0.0047 (8) | 0.0025 (8) |
| N3 | 0.0246 (10) | 0.0196 (10) | 0.0204 (9) | 0.0012 (8) | 0.0037 (8) | 0.0010 (8) |
| N4 | 0.0259 (11) | 0.0225 (11) | 0.0216 (9) | 0.0015 (9) | 0.0036 (8) | 0.0012 (8) |
| C1 | 0.0369 (15) | 0.0295 (14) | 0.0239 (12) | −0.0025 (12) | 0.0076 (11) | 0.0032 (10) |
| C2 | 0.0384 (15) | 0.0260 (13) | 0.0239 (12) | −0.0047 (11) | 0.0123 (11) | −0.0022 (10) |
| C3 | 0.0550 (18) | 0.0283 (15) | 0.0287 (13) | −0.0095 (13) | 0.0143 (12) | −0.0072 (11) |
| C4 | 0.0585 (19) | 0.0241 (14) | 0.0481 (16) | −0.0011 (14) | 0.0255 (15) | −0.0100 (12) |
| C5 | 0.0461 (17) | 0.0222 (14) | 0.0509 (16) | 0.0084 (12) | 0.0211 (14) | 0.0005 (12) |
| C6 | 0.0319 (14) | 0.0241 (13) | 0.0345 (13) | 0.0029 (11) | 0.0143 (11) | 0.0010 (11) |
| C7 | 0.0301 (14) | 0.0255 (14) | 0.0354 (13) | 0.0058 (11) | 0.0118 (11) | 0.0073 (11) |
| C8 | 0.0365 (16) | 0.0324 (16) | 0.0497 (16) | 0.0108 (13) | 0.0103 (13) | 0.0089 (13) |
| C9 | 0.0304 (15) | 0.0444 (18) | 0.0502 (16) | 0.0071 (13) | 0.0041 (13) | 0.0218 (14) |
| C10 | 0.0317 (16) | 0.0448 (18) | 0.0384 (15) | −0.0024 (13) | −0.0036 (12) | 0.0092 (13) |
| C11 | 0.0280 (14) | 0.0306 (14) | 0.0260 (12) | −0.0044 (11) | 0.0057 (11) | 0.0071 (10) |
| C12 | 0.0307 (14) | 0.0304 (14) | 0.0222 (12) | −0.0080 (11) | −0.0014 (11) | 0.0017 (11) |
| C13 | 0.0277 (14) | 0.0241 (13) | 0.0295 (13) | 0.0013 (11) | 0.0044 (11) | 0.0032 (10) |
| C14 | 0.0243 (13) | 0.0265 (13) | 0.0208 (11) | −0.0005 (10) | 0.0032 (10) | 0.0004 (10) |
| C15 | 0.0344 (15) | 0.0339 (15) | 0.0241 (12) | 0.0030 (12) | 0.0099 (11) | −0.0028 (11) |
| C16 | 0.0386 (15) | 0.0291 (14) | 0.0292 (13) | 0.0056 (12) | 0.0065 (11) | −0.0088 (11) |
| C17 | 0.0350 (15) | 0.0198 (13) | 0.0291 (12) | 0.0002 (11) | 0.0012 (11) | −0.0022 (10) |
| C18 | 0.0240 (13) | 0.0201 (12) | 0.0236 (11) | −0.0015 (10) | −0.0001 (10) | −0.0001 (9) |
| C19 | 0.0245 (13) | 0.0206 (12) | 0.0241 (11) | −0.0006 (10) | 0.0005 (10) | 0.0001 (9) |
| C20 | 0.0316 (14) | 0.0236 (14) | 0.0323 (13) | −0.0008 (11) | 0.0011 (11) | 0.0027 (10) |
| C21 | 0.0356 (15) | 0.0312 (15) | 0.0373 (14) | −0.0088 (12) | 0.0040 (12) | 0.0105 (12) |
| C22 | 0.0339 (15) | 0.0387 (16) | 0.0299 (13) | −0.0049 (12) | 0.0103 (11) | 0.0050 (11) |
| C23 | 0.0245 (13) | 0.0327 (14) | 0.0238 (11) | 0.0005 (11) | 0.0029 (10) | 0.0012 (10) |
| C24 | 0.0345 (16) | 0.0333 (15) | 0.0325 (14) | 0.0019 (12) | 0.0183 (12) | 0.0058 (11) |
| O9 | 0.0513 (12) | 0.0310 (11) | 0.0378 (10) | −0.0101 (9) | 0.0116 (9) | 0.0074 (8) |
| O7 | 0.0494 (12) | 0.0421 (12) | 0.0340 (10) | 0.0100 (9) | 0.0078 (9) | −0.0072 (8) |
| O10 | 0.0612 (13) | 0.0283 (10) | 0.0332 (10) | −0.0079 (9) | 0.0148 (9) | 0.0017 (8) |
| O8 | 0.0472 (13) | 0.0497 (13) | 0.0542 (12) | 0.0178 (11) | 0.0092 (10) | 0.0045 (10) |
| Co1—N3 | 1.8546 (19) | C8—H8 | 0.9300 |
| Co1—N1 | 1.8580 (19) | C9—C10 | 1.372 (4) |
| Co1—O5 | 1.9018 (16) | C9—H9 | 0.9300 |
| Co1—O1 | 1.9055 (18) | C10—C11 | 1.397 (4) |
| Co1—N2 | 1.993 (2) | C10—H10 | 0.9300 |
| Co1—N4 | 1.9941 (19) | C11—C12 | 1.510 (4) |
| O1—C1 | 1.310 (3) | C12—O9 | 1.214 (3) |
| O2—C1 | 1.212 (3) | C12—O10 | 1.282 (3) |
| O5—C13 | 1.313 (3) | C13—C14 | 1.491 (3) |
| O6—C13 | 1.215 (3) | C14—C15 | 1.381 (3) |
| N1—C6 | 1.338 (3) | C15—C16 | 1.391 (4) |
| N1—C2 | 1.344 (3) | C15—H15 | 0.9300 |
| N2—C11 | 1.339 (3) | C16—C17 | 1.392 (3) |
| N2—C7 | 1.372 (3) | C16—H16 | 0.9300 |
| N3—C14 | 1.334 (3) | C17—C18 | 1.382 (3) |
| N3—C18 | 1.343 (3) | C17—H17 | 0.9300 |
| N4—C23 | 1.342 (3) | C18—C19 | 1.473 (3) |
| N4—C19 | 1.371 (3) | C19—C20 | 1.380 (3) |
| C1—C2 | 1.503 (4) | C20—C21 | 1.385 (3) |
| C2—C3 | 1.378 (3) | C20—H20 | 0.9300 |
| C3—C4 | 1.383 (4) | C21—C22 | 1.377 (4) |
| C3—H3 | 0.9300 | C21—H21 | 0.9300 |
| C4—C5 | 1.388 (4) | C22—C23 | 1.391 (3) |
| C4—H4 | 0.9300 | C22—H22 | 0.9300 |
| C5—C6 | 1.395 (3) | C23—C24 | 1.508 (4) |
| C5—H5 | 0.9300 | C24—O8 | 1.211 (3) |
| C6—C7 | 1.466 (3) | C24—O7 | 1.293 (3) |
| C7—C8 | 1.375 (3) | O10—H10A | 0.8200 |
| C8—C9 | 1.382 (4) | ||
| N3—Co1—N1 | 168.91 (8) | C7—C8—H8 | 120.3 |
| N3—Co1—O5 | 83.81 (8) | C9—C8—H8 | 120.3 |
| N1—Co1—O5 | 87.09 (8) | C10—C9—C8 | 119.0 (2) |
| N3—Co1—O1 | 90.43 (8) | C10—C9—H9 | 120.5 |
| N1—Co1—O1 | 83.36 (8) | C8—C9—H9 | 120.5 |
| O5—Co1—O1 | 90.84 (7) | C9—C10—C11 | 119.5 (3) |
| N3—Co1—N2 | 103.87 (8) | C9—C10—H10 | 120.3 |
| N1—Co1—N2 | 82.17 (8) | C11—C10—H10 | 120.3 |
| O5—Co1—N2 | 88.54 (7) | N2—C11—C10 | 122.1 (2) |
| O1—Co1—N2 | 165.53 (7) | N2—C11—C12 | 120.1 (2) |
| N3—Co1—N4 | 81.51 (8) | C10—C11—C12 | 117.6 (2) |
| N1—Co1—N4 | 107.45 (8) | O9—C12—O10 | 125.0 (3) |
| O5—Co1—N4 | 165.32 (7) | O9—C12—C11 | 117.0 (2) |
| O1—Co1—N4 | 88.91 (7) | O10—C12—C11 | 118.0 (2) |
| N2—Co1—N4 | 95.32 (8) | O6—C13—O5 | 124.1 (2) |
| C1—O1—Co1 | 115.57 (15) | O6—C13—C14 | 122.4 (2) |
| C13—O5—Co1 | 114.27 (15) | O5—C13—C14 | 113.5 (2) |
| C6—N1—C2 | 122.8 (2) | N3—C14—C15 | 120.3 (2) |
| C6—N1—Co1 | 118.95 (16) | N3—C14—C13 | 111.7 (2) |
| C2—N1—Co1 | 116.55 (16) | C15—C14—C13 | 127.8 (2) |
| C11—N2—C7 | 117.8 (2) | C14—C15—C16 | 117.9 (2) |
| C11—N2—Co1 | 130.32 (17) | C14—C15—H15 | 121.1 |
| C7—N2—Co1 | 111.60 (15) | C16—C15—H15 | 121.1 |
| C14—N3—C18 | 122.9 (2) | C15—C16—C17 | 120.9 (2) |
| C14—N3—Co1 | 116.17 (16) | C15—C16—H16 | 119.6 |
| C18—N3—Co1 | 120.42 (15) | C17—C16—H16 | 119.6 |
| C23—N4—C19 | 117.8 (2) | C18—C17—C16 | 118.4 (2) |
| C23—N4—Co1 | 129.24 (17) | C18—C17—H17 | 120.8 |
| C19—N4—Co1 | 112.87 (15) | C16—C17—H17 | 120.8 |
| O2—C1—O1 | 124.4 (2) | N3—C18—C17 | 119.5 (2) |
| O2—C1—C2 | 122.7 (2) | N3—C18—C19 | 111.17 (19) |
| O1—C1—C2 | 112.8 (2) | C17—C18—C19 | 129.3 (2) |
| N1—C2—C3 | 120.1 (2) | N4—C19—C20 | 122.6 (2) |
| N1—C2—C1 | 111.4 (2) | N4—C19—C18 | 113.95 (19) |
| C3—C2—C1 | 128.3 (2) | C20—C19—C18 | 123.4 (2) |
| C2—C3—C4 | 118.3 (2) | C19—C20—C21 | 118.8 (2) |
| C2—C3—H3 | 120.9 | C19—C20—H20 | 120.6 |
| C4—C3—H3 | 120.9 | C21—C20—H20 | 120.6 |
| C3—C4—C5 | 121.1 (2) | C22—C21—C20 | 118.9 (2) |
| C3—C4—H4 | 119.5 | C22—C21—H21 | 120.5 |
| C5—C4—H4 | 119.5 | C20—C21—H21 | 120.5 |
| C4—C5—C6 | 118.2 (3) | C21—C22—C23 | 120.0 (2) |
| C4—C5—H5 | 120.9 | C21—C22—H22 | 120.0 |
| C6—C5—H5 | 120.9 | C23—C22—H22 | 120.0 |
| N1—C6—C5 | 119.3 (2) | N4—C23—C22 | 121.8 (2) |
| N1—C6—C7 | 111.8 (2) | N4—C23—C24 | 119.9 (2) |
| C5—C6—C7 | 128.8 (2) | C22—C23—C24 | 118.3 (2) |
| N2—C7—C8 | 122.1 (2) | O8—C24—O7 | 127.6 (3) |
| N2—C7—C6 | 114.5 (2) | O8—C24—C23 | 120.9 (2) |
| C8—C7—C6 | 123.3 (2) | O7—C24—C23 | 111.4 (2) |
| C7—C8—C9 | 119.4 (3) | C12—O10—H10A | 109.5 |
| N3—Co1—O1—C1 | 167.56 (17) | Co1—N1—C6—C7 | 8.9 (3) |
| N1—Co1—O1—C1 | −3.23 (16) | C4—C5—C6—N1 | −0.1 (4) |
| O5—Co1—O1—C1 | 83.75 (16) | C4—C5—C6—C7 | −176.8 (2) |
| N2—Co1—O1—C1 | −3.7 (4) | C11—N2—C7—C8 | −0.7 (3) |
| N4—Co1—O1—C1 | −110.93 (17) | Co1—N2—C7—C8 | 174.33 (19) |
| N3—Co1—O5—C13 | −6.93 (16) | C11—N2—C7—C6 | −180.0 (2) |
| N1—Co1—O5—C13 | 166.73 (16) | Co1—N2—C7—C6 | −5.0 (2) |
| O1—Co1—O5—C13 | 83.42 (16) | N1—C6—C7—N2 | −2.0 (3) |
| N2—Co1—O5—C13 | −111.04 (16) | C5—C6—C7—N2 | 174.9 (2) |
| N4—Co1—O5—C13 | −5.5 (4) | N1—C6—C7—C8 | 178.8 (2) |
| N3—Co1—N1—C6 | 114.4 (4) | C5—C6—C7—C8 | −4.4 (4) |
| O5—Co1—N1—C6 | 79.54 (18) | N2—C7—C8—C9 | 0.5 (4) |
| O1—Co1—N1—C6 | 170.72 (19) | C6—C7—C8—C9 | 179.7 (2) |
| N2—Co1—N1—C6 | −9.38 (18) | C7—C8—C9—C10 | 0.0 (4) |
| N4—Co1—N1—C6 | −102.53 (18) | C8—C9—C10—C11 | −0.2 (4) |
| N3—Co1—N1—C2 | −51.4 (5) | C7—N2—C11—C10 | 0.5 (3) |
| O5—Co1—N1—C2 | −86.23 (17) | Co1—N2—C11—C10 | −173.46 (18) |
| O1—Co1—N1—C2 | 4.96 (16) | C7—N2—C11—C12 | −174.5 (2) |
| N2—Co1—N1—C2 | −175.15 (17) | Co1—N2—C11—C12 | 11.6 (3) |
| N4—Co1—N1—C2 | 91.71 (17) | C9—C10—C11—N2 | 0.0 (4) |
| N3—Co1—N2—C11 | 11.2 (2) | C9—C10—C11—C12 | 175.1 (2) |
| N1—Co1—N2—C11 | −178.3 (2) | N2—C11—C12—O9 | 77.1 (3) |
| O5—Co1—N2—C11 | 94.5 (2) | C10—C11—C12—O9 | −98.1 (3) |
| O1—Co1—N2—C11 | −177.8 (3) | N2—C11—C12—O10 | −104.8 (3) |
| N4—Co1—N2—C11 | −71.3 (2) | C10—C11—C12—O10 | 80.0 (3) |
| N3—Co1—N2—C7 | −163.00 (15) | Co1—O5—C13—O6 | −171.1 (2) |
| N1—Co1—N2—C7 | 7.52 (15) | Co1—O5—C13—C14 | 7.4 (2) |
| O5—Co1—N2—C7 | −79.74 (16) | C18—N3—C14—C15 | 3.0 (3) |
| O1—Co1—N2—C7 | 8.0 (4) | Co1—N3—C14—C15 | 175.12 (17) |
| N4—Co1—N2—C7 | 114.45 (16) | C18—N3—C14—C13 | −174.2 (2) |
| N1—Co1—N3—C14 | −30.2 (5) | Co1—N3—C14—C13 | −2.1 (2) |
| O5—Co1—N3—C14 | 4.85 (16) | O6—C13—C14—N3 | 175.0 (2) |
| O1—Co1—N3—C14 | −85.95 (16) | O5—C13—C14—N3 | −3.6 (3) |
| N2—Co1—N3—C14 | 91.80 (16) | O6—C13—C14—C15 | −1.9 (4) |
| N4—Co1—N3—C14 | −174.78 (17) | O5—C13—C14—C15 | 179.5 (2) |
| N1—Co1—N3—C18 | 142.1 (4) | N3—C14—C15—C16 | −0.7 (3) |
| O5—Co1—N3—C18 | 177.15 (18) | C13—C14—C15—C16 | 176.0 (2) |
| O1—Co1—N3—C18 | 86.35 (18) | C14—C15—C16—C17 | −0.9 (4) |
| N2—Co1—N3—C18 | −95.90 (18) | C15—C16—C17—C18 | 0.2 (4) |
| N4—Co1—N3—C18 | −2.48 (17) | C14—N3—C18—C17 | −3.7 (3) |
| N3—Co1—N4—C23 | 178.3 (2) | Co1—N3—C18—C17 | −175.46 (16) |
| N1—Co1—N4—C23 | 5.0 (2) | C14—N3—C18—C19 | 175.02 (19) |
| O5—Co1—N4—C23 | 176.9 (2) | Co1—N3—C18—C19 | 3.3 (3) |
| O1—Co1—N4—C23 | 87.71 (19) | C16—C17—C18—N3 | 2.0 (3) |
| N2—Co1—N4—C23 | −78.42 (19) | C16—C17—C18—C19 | −176.5 (2) |
| N3—Co1—N4—C19 | 0.99 (15) | C23—N4—C19—C20 | 2.2 (3) |
| N1—Co1—N4—C19 | −172.30 (15) | Co1—N4—C19—C20 | 179.82 (18) |
| O5—Co1—N4—C19 | −0.5 (4) | C23—N4—C19—C18 | −177.24 (19) |
| O1—Co1—N4—C19 | −89.61 (16) | Co1—N4—C19—C18 | 0.4 (2) |
| N2—Co1—N4—C19 | 104.26 (16) | N3—C18—C19—N4 | −2.2 (3) |
| Co1—O1—C1—O2 | −177.4 (2) | C17—C18—C19—N4 | 176.4 (2) |
| Co1—O1—C1—C2 | 1.1 (2) | N3—C18—C19—C20 | 178.4 (2) |
| C6—N1—C2—C3 | 4.3 (3) | C17—C18—C19—C20 | −3.0 (4) |
| Co1—N1—C2—C3 | 169.50 (18) | N4—C19—C20—C21 | −0.9 (4) |
| C6—N1—C2—C1 | −170.7 (2) | C18—C19—C20—C21 | 178.4 (2) |
| Co1—N1—C2—C1 | −5.5 (2) | C19—C20—C21—C22 | −1.0 (3) |
| O2—C1—C2—N1 | −178.7 (2) | C20—C21—C22—C23 | 1.8 (4) |
| O1—C1—C2—N1 | 2.8 (3) | C19—N4—C23—C22 | −1.4 (3) |
| O2—C1—C2—C3 | 6.8 (4) | Co1—N4—C23—C22 | −178.62 (18) |
| O1—C1—C2—C3 | −171.7 (2) | C19—N4—C23—C24 | 178.1 (2) |
| N1—C2—C3—C4 | −1.5 (4) | Co1—N4—C23—C24 | 0.9 (3) |
| C1—C2—C3—C4 | 172.5 (2) | C21—C22—C23—N4 | −0.5 (4) |
| C2—C3—C4—C5 | −2.0 (4) | C21—C22—C23—C24 | 180.0 (2) |
| C3—C4—C5—C6 | 2.8 (4) | N4—C23—C24—O8 | 82.6 (3) |
| C2—N1—C6—C5 | −3.5 (3) | C22—C23—C24—O8 | −97.9 (3) |
| Co1—N1—C6—C5 | −168.27 (18) | N4—C23—C24—O7 | −99.5 (3) |
| C2—N1—C6—C7 | 173.7 (2) | C22—C23—C24—O7 | 80.1 (3) |
| H··· | ||||
| O10—H10 | 0.82 | 1.65 | 2.445 (3) | 164 |
| C15—H15···O2i | 0.93 | 2.58 | 3.391 (3) | 147 |
| C8—H8···O10ii | 0.93 | 2.41 | 3.142 (3) | 135 |
| C16—H16···O6iii | 0.93 | 2.52 | 3.044 (3) | 116 |
| C20—H20···O1iv | 0.93 | 2.55 | 3.315 (3) | 140 |
| C22—H22···O9v | 0.93 | 2.35 | 3.091 (3) | 136 |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| O10—H10 | 0.82 | 1.65 | 2.445 (3) | 164 |
| C15—H15⋯O2i | 0.93 | 2.58 | 3.391 (3) | 147 |
| C8—H8⋯O10ii | 0.93 | 2.41 | 3.142 (3) | 135 |
| C16—H16⋯O6iii | 0.93 | 2.52 | 3.044 (3) | 116 |
| C20—H20⋯O1iv | 0.93 | 2.55 | 3.315 (3) | 140 |
| C22—H22⋯O9v | 0.93 | 2.35 | 3.091 (3) | 136 |
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .