In the title compound, [Co4(C5HN2O4)4(C10H8N2)4]·16H2O, each 1-imidazole-4,5-dicarboxylate trianion μ-bridges two Co(2,2′-bipyridine) units into a centrosymmetric tetranuclear molecule. The two symmetry-independent Co atoms show a cis-octahedral coordination.
Supporting information
CCDC reference: 293658
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.008 Å
- R factor = 0.054
- wR factor = 0.169
- Data-to-parameter ratio = 16.4
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.62 Ratio
PLAT415_ALERT_2_B Short Inter D-H..H-X H5 .. H3W1 .. 1.98 Ang.
PLAT415_ALERT_2_B Short Inter D-H..H-X H5 .. H3W2 .. 2.02 Ang.
PLAT420_ALERT_2_B D-H Without Acceptor O2W - H2W1 ... ?
PLAT420_ALERT_2_B D-H Without Acceptor O3W - H3W1 ... ?
PLAT420_ALERT_2_B D-H Without Acceptor O3W - H3W2 ... ?
PLAT420_ALERT_2_B D-H Without Acceptor O4W - H4W1 ... ?
PLAT420_ALERT_2_B D-H Without Acceptor O4W - H4W2 ... ?
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT142_ALERT_4_C su on b - Axis Small or Missing (x 100000) ..... 10 Ang.
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 10 Ang.
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.64 Ratio
PLAT230_ALERT_2_C Hirshfeld Test Diff for C12 - C13 .. 6.44 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C12
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 16
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 4
H2 O
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 8
H2 O
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 9
H2 O
0 ALERT level A = In general: serious problem
8 ALERT level B = Potentially serious problem
12 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
10 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
6 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
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: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97.
Tetrakis[(2,2'-bipyridine-
N,
N')-µ
2-(1
H-imidazole-
4,5-dicarboxylato-N,
O: N',
O')cobalt(III)] hexadecahydrate
top
Crystal data top
[Co4(C10H8N2)4(C5HN2O4)4](H2O)16 | Z = 1 |
Mr = 1761.02 | F(000) = 904 |
Triclinic, P1 | Dx = 1.591 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.7238 (2) Å | Cell parameters from 7235 reflections |
b = 13.5350 (1) Å | θ = 1.7–27.5° |
c = 13.6101 (1) Å | µ = 0.99 mm−1 |
α = 65.066 (2)° | T = 295 K |
β = 72.973 (2)° | Prism, pink |
γ = 73.131 (1)° | 0.30 × 0.24 × 0.16 mm |
V = 1837.58 (4) Å3 | |
Data collection top
Rigaku RAXIS-RAPID IP diffractometer | 8260 independent reflections |
Radiation source: fine-focus sealed tube | 5161 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.042 |
ω scan | θmax = 27.5°, θmin = 1.7° |
Absorption correction: multi-scan ABSCOR (Higashi, 1995) | h = −14→15 |
Tmin = 0.760, Tmax = 0.858 | k = −17→16 |
17172 measured reflections | l = −17→17 |
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)] = 0.054 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.169 | H-atom parameters constrained |
S = 0.96 | w = 1/[σ2(Fo2) + (0.1042P)2] where P = (Fo2 + 2Fc2)/3 |
8260 reflections | (Δ/σ)max = 0.001 |
505 parameters | Δρmax = 0.88 e Å−3 |
64 restraints | Δρmin = −0.52 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.63674 (5) | 0.16138 (4) | 0.65465 (4) | 0.03434 (17) | |
Co2 | 0.29860 (5) | 0.51697 (4) | 0.81241 (4) | 0.02874 (16) | |
O1 | 0.7709 (3) | 0.2116 (3) | 0.6600 (3) | 0.0471 (7) | |
O2 | 0.8186 (3) | 0.3446 (4) | 0.6877 (4) | 0.0797 (13) | |
O3 | 0.4363 (3) | 0.5449 (2) | 0.8376 (2) | 0.0392 (7) | |
O4 | 0.6379 (3) | 0.5112 (4) | 0.8003 (4) | 0.0926 (16) | |
O5 | 0.1981 (3) | 0.6357 (2) | 0.8578 (2) | 0.0379 (6) | |
O6 | 0.1329 (3) | 0.8183 (2) | 0.7981 (3) | 0.0528 (9) | |
O7 | 0.1423 (3) | 0.9854 (2) | 0.5445 (3) | 0.0562 (9) | |
O8 | 0.2531 (3) | 0.9519 (2) | 0.3940 (2) | 0.0460 (7) | |
O1W | 1.0706 (4) | 0.3174 (5) | 0.5841 (4) | 0.1142 (17) | |
H1W1 | 0.9940 | 0.3427 | 0.5814 | 0.137* | |
H1W2 | 1.1066 | 0.3250 | 0.5170 | 0.137* | |
O2W | 1.0162 (5) | 0.2017 (4) | 0.4818 (5) | 0.131 (2) | |
H2W1 | 0.9592 | 0.2311 | 0.4438 | 0.158* | |
H2W2 | 1.0589 | 0.1468 | 0.4624 | 0.158* | |
O3W | 1.1878 (4) | 0.2177 (5) | 0.7760 (5) | 0.1206 (19) | |
H3W1 | 1.2536 | 0.2098 | 0.7285 | 0.145* | |
H3W2 | 1.1855 | 0.2776 | 0.7852 | 0.145* | |
O4W | 0.2852 (6) | 0.4171 (6) | 0.4838 (5) | 0.174 (3) | |
H4W1 | 0.2961 | 0.4560 | 0.5174 | 0.208* | |
H4W2 | 0.3301 | 0.4408 | 0.4185 | 0.208* | |
O5W | −0.0294 (6) | 1.0212 (6) | 0.7420 (7) | 0.238 (4) | |
H5W1 | 0.0013 | 0.9532 | 0.7480 | 0.286* | |
H5W2 | −0.0875 | 1.0415 | 0.7065 | 0.286* | |
O6W | 0.0352 (10) | 1.0728 (13) | 0.8796 (8) | 0.400 (9) | |
H6W1 | 0.0351 | 1.1152 | 0.8106 | 0.480* | |
H6W2 | 0.1052 | 1.0716 | 0.8897 | 0.480* | |
O7W | −0.1557 (13) | 1.1541 (8) | 0.9952 (7) | 0.293 (6) | |
H7W1 | −0.1535 | 1.2211 | 0.9481 | 0.352* | |
H7W2 | −0.1547 | 1.1553 | 1.0575 | 0.352* | |
O8W | −0.3717 (7) | 1.2996 (5) | 1.0310 (5) | 0.159 (3) | |
H8W1 | −0.3841 | 1.3242 | 1.0840 | 0.191* | |
H8W2 | −0.3963 | 1.3565 | 0.9769 | 0.191* | |
N1 | 0.5399 (3) | 0.2796 (3) | 0.7016 (3) | 0.0307 (7) | |
N2 | 0.4155 (3) | 0.4064 (2) | 0.7643 (2) | 0.0282 (7) | |
N3 | 0.6305 (4) | 0.0521 (3) | 0.8029 (3) | 0.0522 (10) | |
N4 | 0.5016 (3) | 0.1063 (3) | 0.6562 (3) | 0.0413 (8) | |
N5 | 0.3193 (3) | 0.6311 (3) | 0.6689 (3) | 0.0325 (7) | |
N6 | 0.3436 (3) | 0.7489 (3) | 0.4978 (3) | 0.0318 (7) | |
N7 | 0.2576 (3) | 0.4154 (3) | 0.9624 (3) | 0.0330 (7) | |
N8 | 0.1567 (3) | 0.4858 (3) | 0.7949 (3) | 0.0336 (7) | |
C1 | 0.7429 (4) | 0.2985 (4) | 0.6864 (4) | 0.0472 (11) | |
C2 | 0.6095 (4) | 0.3346 (3) | 0.7184 (3) | 0.0368 (9) | |
C3 | 0.5320 (3) | 0.4122 (3) | 0.7588 (3) | 0.0353 (9) | |
C4 | 0.5418 (4) | 0.4950 (4) | 0.7991 (4) | 0.0452 (11) | |
C5 | 0.4236 (3) | 0.3257 (3) | 0.7286 (3) | 0.0276 (8) | |
H5 | 0.3575 | 0.3046 | 0.7234 | 0.033* | |
C6 | 0.7016 (6) | 0.0338 (5) | 0.8721 (4) | 0.0735 (17) | |
H6 | 0.7535 | 0.0825 | 0.8526 | 0.088* | |
C7 | 0.7004 (7) | −0.0539 (6) | 0.9705 (5) | 0.098 (3) | |
H7 | 0.7521 | −0.0665 | 1.0167 | 0.118* | |
C8 | 0.6220 (8) | −0.1221 (5) | 0.9991 (5) | 0.100 (3) | |
H8 | 0.6183 | −0.1809 | 1.0669 | 0.120* | |
C9 | 0.5468 (7) | −0.1062 (4) | 0.9293 (5) | 0.090 (2) | |
H9 | 0.4942 | −0.1539 | 0.9477 | 0.108* | |
C10 | 0.5546 (5) | −0.0164 (4) | 0.8317 (4) | 0.0621 (15) | |
C11 | 0.4782 (5) | 0.0150 (4) | 0.7484 (4) | 0.0597 (14) | |
C12 | 0.3865 (7) | −0.0380 (5) | 0.7563 (6) | 0.091 (2) | |
H12 | 0.3686 | −0.0998 | 0.8188 | 0.109* | |
C13 | 0.3249 (7) | 0.0003 (6) | 0.6739 (7) | 0.090 (2) | |
H13 | 0.2660 | −0.0358 | 0.6785 | 0.107* | |
C14 | 0.3495 (6) | 0.0919 (5) | 0.5843 (6) | 0.0758 (18) | |
H14 | 0.3060 | 0.1203 | 0.5278 | 0.091* | |
C15 | 0.4389 (5) | 0.1426 (4) | 0.5774 (5) | 0.0569 (13) | |
H15 | 0.4560 | 0.2047 | 0.5149 | 0.068* | |
C16 | 0.1881 (4) | 0.7344 (3) | 0.7801 (3) | 0.0374 (9) | |
C17 | 0.2521 (3) | 0.7325 (3) | 0.6690 (3) | 0.0311 (8) | |
C18 | 0.2665 (3) | 0.8054 (3) | 0.5620 (3) | 0.0316 (8) | |
C19 | 0.2150 (4) | 0.9230 (3) | 0.5002 (4) | 0.0395 (9) | |
C20 | 0.3734 (4) | 0.6442 (3) | 0.5637 (3) | 0.0316 (8) | |
H20 | 0.4245 | 0.5881 | 0.5404 | 0.038* | |
C21 | 0.3172 (4) | 0.3875 (4) | 1.0439 (4) | 0.0434 (10) | |
H21 | 0.3861 | 0.4164 | 1.0288 | 0.052* | |
C22 | 0.2775 (5) | 0.3157 (4) | 1.1510 (4) | 0.0550 (13) | |
H22 | 0.3193 | 0.2971 | 1.2068 | 0.066* | |
C23 | 0.1764 (5) | 0.2733 (4) | 1.1726 (4) | 0.0612 (14) | |
H23 | 0.1497 | 0.2242 | 1.2430 | 0.073* | |
C24 | 0.1138 (4) | 0.3040 (4) | 1.0886 (4) | 0.0501 (12) | |
H24 | 0.0448 | 0.2759 | 1.1019 | 0.060* | |
C25 | 0.1557 (4) | 0.3765 (3) | 0.9853 (3) | 0.0351 (9) | |
C26 | 0.0955 (4) | 0.4193 (3) | 0.8906 (3) | 0.0363 (9) | |
C27 | −0.0155 (4) | 0.3998 (4) | 0.8938 (4) | 0.0518 (12) | |
H27 | −0.0577 | 0.3562 | 0.9600 | 0.062* | |
C28 | −0.0637 (4) | 0.4442 (4) | 0.8001 (5) | 0.0561 (13) | |
H28 | −0.1379 | 0.4310 | 0.8016 | 0.067* | |
C29 | 0.0007 (4) | 0.5083 (4) | 0.7046 (4) | 0.0557 (13) | |
H29 | −0.0295 | 0.5387 | 0.6398 | 0.067* | |
C30 | 0.1092 (4) | 0.5284 (4) | 0.7032 (4) | 0.0437 (10) | |
H30 | 0.1512 | 0.5726 | 0.6372 | 0.052* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0360 (3) | 0.0309 (3) | 0.0261 (3) | −0.0021 (2) | −0.0021 (2) | −0.0066 (2) |
Co2 | 0.0299 (3) | 0.0299 (3) | 0.0244 (3) | −0.0099 (2) | 0.0008 (2) | −0.0094 (2) |
O1 | 0.0332 (16) | 0.0578 (18) | 0.051 (2) | 0.0049 (14) | −0.0117 (14) | −0.0275 (15) |
O2 | 0.0324 (18) | 0.118 (3) | 0.122 (4) | −0.011 (2) | −0.006 (2) | −0.082 (3) |
O3 | 0.0386 (16) | 0.0447 (16) | 0.0408 (17) | −0.0136 (13) | −0.0032 (13) | −0.0212 (13) |
O4 | 0.038 (2) | 0.141 (4) | 0.160 (5) | −0.022 (2) | −0.008 (2) | −0.117 (4) |
O5 | 0.0440 (17) | 0.0361 (14) | 0.0282 (15) | −0.0114 (13) | 0.0069 (12) | −0.0137 (12) |
O6 | 0.066 (2) | 0.0349 (15) | 0.0453 (19) | −0.0055 (15) | 0.0101 (16) | −0.0200 (14) |
O7 | 0.065 (2) | 0.0395 (16) | 0.0445 (19) | 0.0079 (16) | 0.0008 (17) | −0.0166 (14) |
O8 | 0.0512 (19) | 0.0329 (14) | 0.0355 (17) | 0.0046 (13) | −0.0010 (14) | −0.0085 (12) |
O1W | 0.079 (3) | 0.143 (4) | 0.120 (4) | −0.018 (3) | −0.001 (3) | −0.062 (3) |
O2W | 0.136 (4) | 0.070 (3) | 0.177 (5) | 0.003 (3) | −0.068 (4) | −0.026 (3) |
O3W | 0.091 (3) | 0.137 (4) | 0.169 (5) | −0.011 (3) | −0.028 (3) | −0.095 (4) |
O4W | 0.137 (5) | 0.160 (5) | 0.163 (6) | −0.030 (4) | −0.030 (5) | −0.002 (4) |
O5W | 0.170 (6) | 0.239 (7) | 0.161 (6) | 0.113 (5) | −0.009 (5) | −0.054 (5) |
O6W | 0.370 (12) | 0.411 (12) | 0.391 (12) | −0.062 (9) | −0.063 (9) | −0.139 (9) |
O7W | 0.322 (10) | 0.292 (9) | 0.303 (10) | −0.114 (8) | −0.009 (8) | −0.143 (8) |
O8W | 0.238 (7) | 0.115 (4) | 0.150 (5) | −0.044 (4) | −0.105 (5) | −0.023 (4) |
N1 | 0.0318 (17) | 0.0333 (16) | 0.0248 (16) | −0.0069 (14) | −0.0040 (13) | −0.0093 (13) |
N2 | 0.0269 (16) | 0.0296 (15) | 0.0257 (16) | −0.0079 (13) | −0.0024 (13) | −0.0083 (13) |
N3 | 0.059 (3) | 0.041 (2) | 0.032 (2) | 0.0058 (19) | −0.0005 (19) | −0.0062 (16) |
N4 | 0.045 (2) | 0.0341 (17) | 0.037 (2) | −0.0116 (16) | 0.0050 (17) | −0.0125 (15) |
N5 | 0.0309 (17) | 0.0329 (16) | 0.0291 (18) | −0.0092 (14) | 0.0041 (14) | −0.0117 (14) |
N6 | 0.0314 (17) | 0.0301 (16) | 0.0288 (17) | −0.0041 (14) | −0.0001 (14) | −0.0109 (13) |
N7 | 0.0360 (18) | 0.0335 (17) | 0.0279 (17) | −0.0083 (14) | −0.0002 (14) | −0.0126 (13) |
N8 | 0.0293 (17) | 0.0349 (17) | 0.0337 (18) | −0.0059 (14) | −0.0020 (14) | −0.0129 (14) |
C1 | 0.029 (2) | 0.068 (3) | 0.048 (3) | −0.001 (2) | −0.0082 (19) | −0.030 (2) |
C2 | 0.031 (2) | 0.048 (2) | 0.032 (2) | −0.0075 (19) | −0.0051 (17) | −0.0158 (18) |
C3 | 0.029 (2) | 0.045 (2) | 0.035 (2) | −0.0076 (18) | −0.0059 (17) | −0.0180 (18) |
C4 | 0.037 (2) | 0.058 (3) | 0.052 (3) | −0.011 (2) | −0.007 (2) | −0.032 (2) |
C5 | 0.0296 (19) | 0.0282 (18) | 0.0205 (18) | −0.0056 (16) | −0.0029 (15) | −0.0060 (14) |
C6 | 0.073 (4) | 0.078 (4) | 0.038 (3) | 0.017 (3) | −0.015 (3) | −0.009 (3) |
C7 | 0.099 (6) | 0.097 (5) | 0.045 (4) | 0.032 (4) | −0.014 (4) | −0.009 (4) |
C8 | 0.136 (7) | 0.058 (4) | 0.033 (3) | 0.035 (4) | 0.004 (4) | 0.004 (3) |
C9 | 0.128 (6) | 0.035 (3) | 0.052 (4) | 0.003 (3) | 0.019 (4) | 0.000 (3) |
C10 | 0.081 (4) | 0.034 (2) | 0.039 (3) | 0.002 (2) | 0.014 (3) | −0.009 (2) |
C11 | 0.072 (3) | 0.037 (2) | 0.058 (3) | −0.024 (2) | 0.021 (3) | −0.020 (2) |
C12 | 0.111 (6) | 0.060 (4) | 0.090 (5) | −0.055 (4) | 0.038 (4) | −0.030 (4) |
C13 | 0.093 (5) | 0.099 (5) | 0.101 (6) | −0.061 (4) | 0.006 (4) | −0.048 (5) |
C14 | 0.072 (4) | 0.090 (4) | 0.086 (5) | −0.042 (3) | −0.001 (3) | −0.044 (4) |
C15 | 0.056 (3) | 0.061 (3) | 0.057 (3) | −0.021 (3) | −0.003 (3) | −0.025 (3) |
C16 | 0.035 (2) | 0.038 (2) | 0.036 (2) | −0.0136 (18) | 0.0049 (17) | −0.0140 (18) |
C17 | 0.0280 (19) | 0.0294 (18) | 0.031 (2) | −0.0075 (16) | 0.0017 (16) | −0.0107 (16) |
C18 | 0.031 (2) | 0.0290 (18) | 0.028 (2) | −0.0061 (16) | 0.0003 (16) | −0.0081 (15) |
C19 | 0.042 (2) | 0.035 (2) | 0.036 (2) | −0.0059 (19) | 0.0001 (19) | −0.0134 (18) |
C20 | 0.035 (2) | 0.0263 (18) | 0.029 (2) | −0.0060 (16) | 0.0017 (16) | −0.0112 (15) |
C21 | 0.052 (3) | 0.044 (2) | 0.035 (2) | −0.010 (2) | −0.012 (2) | −0.0133 (19) |
C22 | 0.075 (4) | 0.054 (3) | 0.032 (2) | −0.013 (3) | −0.016 (2) | −0.008 (2) |
C23 | 0.085 (4) | 0.054 (3) | 0.032 (3) | −0.026 (3) | 0.007 (3) | −0.008 (2) |
C24 | 0.049 (3) | 0.055 (3) | 0.037 (3) | −0.021 (2) | 0.005 (2) | −0.009 (2) |
C25 | 0.034 (2) | 0.037 (2) | 0.032 (2) | −0.0100 (18) | 0.0033 (17) | −0.0154 (17) |
C26 | 0.033 (2) | 0.043 (2) | 0.034 (2) | −0.0120 (18) | 0.0034 (17) | −0.0191 (18) |
C27 | 0.038 (2) | 0.066 (3) | 0.057 (3) | −0.026 (2) | 0.011 (2) | −0.031 (2) |
C28 | 0.039 (3) | 0.075 (3) | 0.069 (4) | −0.013 (2) | −0.011 (2) | −0.039 (3) |
C29 | 0.051 (3) | 0.068 (3) | 0.054 (3) | −0.009 (3) | −0.023 (2) | −0.021 (3) |
C30 | 0.044 (3) | 0.049 (2) | 0.038 (2) | −0.011 (2) | −0.015 (2) | −0.0102 (19) |
Geometric parameters (Å, º) top
Co1—O1 | 1.915 (3) | N6—C18 | 1.366 (5) |
Co1—O8i | 1.914 (3) | N6—Co1i | 1.895 (3) |
Co1—N1 | 1.908 (3) | N7—C21 | 1.344 (5) |
Co1—N3 | 1.930 (4) | N7—C25 | 1.346 (5) |
Co1—N4 | 1.929 (4) | N8—C30 | 1.347 (5) |
Co1—N6i | 1.895 (3) | N8—C26 | 1.364 (5) |
Co2—O3 | 1.911 (3) | C1—C2 | 1.487 (6) |
Co2—O5 | 1.914 (3) | C2—C3 | 1.367 (6) |
Co2—N2 | 1.912 (3) | C3—C4 | 1.484 (6) |
Co2—N5 | 1.912 (3) | C5—H5 | 0.9300 |
Co2—N7 | 1.932 (3) | C6—C7 | 1.365 (8) |
Co2—N8 | 1.931 (3) | C6—H6 | 0.9300 |
O1—C1 | 1.298 (5) | C7—C8 | 1.352 (11) |
O2—C1 | 1.232 (5) | C7—H7 | 0.9300 |
O3—C4 | 1.302 (5) | C8—C9 | 1.391 (11) |
O4—C4 | 1.214 (5) | C8—H8 | 0.9300 |
O5—C16 | 1.307 (5) | C9—C10 | 1.372 (7) |
O6—C16 | 1.218 (5) | C9—H9 | 0.9300 |
O7—C19 | 1.231 (5) | C10—C11 | 1.495 (8) |
O8—C19 | 1.299 (5) | C11—C12 | 1.412 (8) |
O8—Co1i | 1.914 (3) | C12—C13 | 1.347 (10) |
O1W—H1W1 | 0.87 | C12—H12 | 0.9300 |
O1W—H1W2 | 0.86 | C13—C14 | 1.354 (9) |
O2W—H2W1 | 0.86 | C13—H13 | 0.9300 |
O2W—H2W2 | 0.86 | C14—C15 | 1.373 (7) |
O3W—H3W1 | 0.86 | C14—H14 | 0.9300 |
O3W—H3W2 | 0.86 | C15—H15 | 0.9300 |
O4W—H4W1 | 0.88 | C16—C17 | 1.485 (5) |
O4W—H4W2 | 0.87 | C17—C18 | 1.366 (5) |
O5W—H5W1 | 0.86 | C18—C19 | 1.488 (5) |
O5W—H5W2 | 0.86 | C20—H20 | 0.9300 |
O6W—H6W1 | 0.87 | C21—C22 | 1.399 (6) |
O6W—H6W2 | 0.87 | C21—H21 | 0.9300 |
O7W—H7W1 | 0.87 | C22—C23 | 1.368 (7) |
O7W—H7W2 | 0.86 | C22—H22 | 0.9300 |
O8W—H8W1 | 0.88 | C23—C24 | 1.390 (7) |
O8W—H8W2 | 0.86 | C23—H23 | 0.9300 |
N1—C5 | 1.337 (5) | C24—C25 | 1.376 (5) |
N1—C2 | 1.371 (5) | C24—H24 | 0.9300 |
N2—C5 | 1.341 (5) | C25—C26 | 1.471 (6) |
N2—C3 | 1.370 (5) | C26—C27 | 1.386 (6) |
N3—C10 | 1.332 (7) | C27—C28 | 1.373 (7) |
N3—C6 | 1.337 (7) | C27—H27 | 0.9300 |
N4—C15 | 1.319 (6) | C28—C29 | 1.367 (7) |
N4—C11 | 1.366 (6) | C28—H28 | 0.9300 |
N5—C20 | 1.343 (5) | C29—C30 | 1.369 (6) |
N5—C17 | 1.370 (5) | C29—H29 | 0.9300 |
N6—C20 | 1.326 (5) | C30—H30 | 0.9300 |
| | | |
O1—Co1—O8i | 90.3 (1) | N1—C5—N2 | 110.7 (3) |
O1—Co1—N1 | 84.4 (1) | N1—C5—H5 | 124.6 |
O1—Co1—N3 | 93.2 (2) | N2—C5—H5 | 124.6 |
O1—Co1—N4 | 177.4 (2) | N3—C6—C7 | 122.1 (7) |
O1—Co1—N6i | 88.0 (1) | N3—C6—H6 | 118.9 |
O8i—Co1—N1 | 174.6 (1) | C7—C6—H6 | 118.9 |
O8i—Co1—N3 | 86.9 (1) | C8—C7—C6 | 118.2 (7) |
O8i—Co1—N4 | 89.7 (1) | C8—C7—H7 | 120.9 |
O8i—Co1—N6i | 84.7 (1) | C6—C7—H7 | 120.9 |
N1—Co1—N3 | 94.1 (2) | C7—C8—C9 | 121.5 (6) |
N1—Co1—N4 | 95.6 (1) | C7—C8—H8 | 119.3 |
N1—Co1—N6i | 94.4 (1) | C9—C8—H8 | 119.3 |
N3—Co1—N4 | 84.3 (2) | C10—C9—C8 | 116.4 (7) |
N3—Co1—N6i | 171.5 (2) | C10—C9—H9 | 121.8 |
N4—Co1—N6i | 94.6 (1) | C8—C9—H9 | 121.8 |
O3—Co2—O5 | 89.3 (1) | N3—C10—C9 | 122.8 (6) |
O3—Co2—N2 | 84.1 (1) | N3—C10—C11 | 113.6 (4) |
O3—Co2—N5 | 88.9 (1) | C9—C10—C11 | 123.6 (6) |
O3—Co2—N7 | 93.9 (1) | N4—C11—C12 | 118.5 (6) |
O3—Co2—N8 | 177.2 (1) | N4—C11—C10 | 114.2 (4) |
O5—Co2—N2 | 173.0 (1) | C12—C11—C10 | 127.3 (5) |
O5—Co2—N5 | 84.2 (1) | C13—C12—C11 | 120.5 (6) |
O5—Co2—N7 | 88.5 (1) | C13—C12—H12 | 119.8 |
O5—Co2—N8 | 89.8 (1) | C11—C12—H12 | 119.8 |
N2—Co2—N5 | 93.4 (1) | C12—C13—C14 | 119.4 (6) |
N2—Co2—N7 | 94.3 (1) | C12—C13—H13 | 120.3 |
N2—Co2—N8 | 96.9 (1) | C14—C13—H13 | 120.3 |
N5—Co2—N7 | 172.1 (1) | C13—C14—C15 | 119.6 (6) |
N5—Co2—N8 | 93.7 (1) | C13—C14—H14 | 120.2 |
N7—Co2—N8 | 83.4 (1) | C15—C14—H14 | 120.2 |
C1—O1—Co1 | 115.7 (3) | N4—C15—C14 | 122.3 (5) |
C4—O3—Co2 | 115.7 (2) | N4—C15—H15 | 118.8 |
C16—O5—Co2 | 116.0 (3) | C14—C15—H15 | 118.8 |
C19—O8—Co1i | 115.5 (3) | O6—C16—O5 | 123.0 (4) |
H1W1—O1W—H1W2 | 104.9 | O6—C16—C17 | 124.3 (4) |
H2W1—O2W—H2W2 | 105.3 | O5—C16—C17 | 112.7 (3) |
H3W1—O3W—H3W2 | 105.5 | C18—C17—N5 | 107.3 (3) |
H4W1—O4W—H4W2 | 103.3 | C18—C17—C16 | 138.1 (4) |
H5W1—O5W—H5W2 | 105.3 | N5—C17—C16 | 114.6 (3) |
H6W1—O6W—H6W2 | 104.5) | C17—C18—N6 | 107.7 (3) |
H7W1—O7W—H7W2 | 105.7 | C17—C18—C19 | 137.1 (4) |
H8W1—O8W—H8W2 | 104.8 | N6—C18—C19 | 115.0 (3) |
C5—N1—C2 | 107.1 (3) | O7—C19—O8 | 123.6 (4) |
C5—N1—Co1 | 140.9 (3) | O7—C19—C18 | 123.8 (4) |
C2—N1—Co1 | 111.9 (3) | O8—C19—C18 | 112.7 (3) |
C5—N2—C3 | 106.7 (3) | N6—C20—N5 | 110.2 (3) |
C5—N2—Co2 | 141.4 (3) | N6—C20—H20 | 124.9 |
C3—N2—Co2 | 111.9 (2) | N5—C20—H20 | 124.9 |
C10—N3—C6 | 119.0 (5) | N7—C21—C22 | 121.1 (4) |
C10—N3—Co1 | 114.4 (4) | N7—C21—H21 | 119.4 |
C6—N3—Co1 | 126.3 (4) | C22—C21—H21 | 119.4 |
C15—N4—C11 | 119.7 (4) | C23—C22—C21 | 119.2 (5) |
C15—N4—Co1 | 127.4 (3) | C23—C22—H22 | 120.4 |
C11—N4—Co1 | 112.8 (4) | C21—C22—H22 | 120.4 |
C20—N5—C17 | 107.2 (3) | C22—C23—C24 | 119.5 (4) |
C20—N5—Co2 | 140.4 (3) | C22—C23—H23 | 120.3 |
C17—N5—Co2 | 112.2 (2) | C24—C23—H23 | 120.3 |
C20—N6—C18 | 107.6 (3) | C25—C24—C23 | 118.9 (4) |
C20—N6—Co1i | 140.1 (3) | C25—C24—H24 | 120.6 |
C18—N6—Co1i | 112.1 (2) | C23—C24—H24 | 120.6 |
C21—N7—C25 | 119.3 (3) | N7—C25—C24 | 122.0 (4) |
C21—N7—Co2 | 125.7 (3) | N7—C25—C26 | 113.6 (3) |
C25—N7—Co2 | 114.8 (3) | C24—C25—C26 | 124.4 (4) |
C30—N8—C26 | 118.6 (3) | N8—C26—C27 | 120.4 (4) |
C30—N8—Co2 | 127.5 (3) | N8—C26—C25 | 114.1 (3) |
C26—N8—Co2 | 113.7 (3) | C27—C26—C25 | 125.4 (4) |
O2—C1—O1 | 123.7 (4) | C28—C27—C26 | 120.6 (4) |
O2—C1—C2 | 123.5 (4) | C28—C27—H27 | 119.7 |
O1—C1—C2 | 112.8 (4) | C26—C27—H27 | 119.7 |
C3—C2—N1 | 107.5 (3) | C29—C28—C27 | 117.9 (4) |
C3—C2—C1 | 137.8 (4) | C29—C28—H28 | 121.1 |
N1—C2—C1 | 114.7 (4) | C27—C28—H28 | 121.1 |
C2—C3—N2 | 108.0 (3) | C28—C29—C30 | 120.8 (5) |
C2—C3—C4 | 137.2 (4) | C28—C29—H29 | 119.6 |
N2—C3—C4 | 114.7 (4) | C30—C29—H29 | 119.6 |
O4—C4—O3 | 123.6 (4) | N8—C30—C29 | 121.7 (4) |
O4—C4—C3 | 123.6 (4) | N8—C30—H30 | 119.2 |
O3—C4—C3 | 112.7 (3) | C29—C30—H30 | 119.2 |
| | | |
N1—Co1—O1—C1 | −2.3 (3) | N2—C3—C4—O4 | −180.0 (5) |
O8i—Co1—O1—C1 | 177.1 (3) | C2—C3—C4—O3 | −175.1 (5) |
N3—Co1—O1—C1 | −96.1 (3) | N2—C3—C4—O3 | 2.8 (6) |
N5—Co2—O3—C4 | −84.0 (3) | C2—N1—C5—N2 | −1.3 (4) |
N2—Co2—O3—C4 | 9.5 (3) | Co1—N1—C5—N2 | 175.1 (3) |
O5—Co2—O3—C4 | −168.2 (3) | C3—N2—C5—N1 | 0.4 (4) |
N7—Co2—O3—C4 | 103.4 (3) | Co2—N2—C5—N1 | 176.7 (3) |
O3—Co2—O5—C16 | 88.3 (3) | C10—N3—C6—C7 | 1.2 (8) |
N5—Co2—O5—C16 | −0.7 (3) | Co1—N3—C6—C7 | −172.0 (5) |
N8—Co2—O5—C16 | −94.4 (3) | N3—C6—C7—C8 | −1.8 (10) |
N7—Co2—O5—C16 | −177.8 (3) | C6—C7—C8—C9 | 2.0 (10) |
N6i—Co1—N1—C5 | 94.1 (4) | C7—C8—C9—C10 | −1.5 (10) |
O1—Co1—N1—C5 | −178.4 (4) | C6—N3—C10—C9 | −0.7 (8) |
N4—Co1—N1—C5 | −1.1 (4) | Co1—N3—C10—C9 | 173.3 (4) |
N3—Co1—N1—C5 | −85.7 (4) | C6—N3—C10—C11 | 178.5 (4) |
N6i—Co1—N1—C2 | −89.6 (3) | Co1—N3—C10—C11 | −7.5 (5) |
O1—Co1—N1—C2 | −2.1 (3) | C8—C9—C10—N3 | 0.9 (8) |
N4—Co1—N1—C2 | 175.3 (3) | C8—C9—C10—C11 | −178.2 (5) |
N3—Co1—N1—C2 | 90.7 (3) | C15—N4—C11—C12 | −0.1 (7) |
O3—Co2—N2—C5 | 176.5 (4) | Co1—N4—C11—C12 | −175.8 (4) |
N5—Co2—N2—C5 | −95.0 (4) | C15—N4—C11—C10 | −179.4 (4) |
N8—Co2—N2—C5 | −0.9 (4) | Co1—N4—C11—C10 | 4.9 (5) |
N7—Co2—N2—C5 | 83.0 (4) | N3—C10—C11—N4 | 1.7 (6) |
O3—Co2—N2—C3 | −7.4 (3) | C9—C10—C11—N4 | −179.1 (5) |
N5—Co2—N2—C3 | 81.2 (3) | N3—C10—C11—C12 | −177.5 (5) |
N8—Co2—N2—C3 | 175.3 (3) | C9—C10—C11—C12 | 1.7 (9) |
N7—Co2—N2—C3 | −100.8 (3) | N4—C11—C12—C13 | 0.8 (9) |
N1—Co1—N3—C10 | 103.5 (3) | C10—C11—C12—C13 | 179.9 (6) |
O8i—Co1—N3—C10 | −81.8 (3) | C11—C12—C13—C14 | −1.6 (11) |
O1—Co1—N3—C10 | −171.9 (3) | C12—C13—C14—C15 | 1.8 (11) |
N4—Co1—N3—C10 | 8.2 (3) | C11—N4—C15—C14 | 0.3 (8) |
N1—Co1—N3—C6 | −83.1 (4) | Co1—N4—C15—C14 | 175.3 (4) |
O8i—Co1—N3—C6 | 91.7 (4) | C13—C14—C15—N4 | −1.1 (9) |
O1—Co1—N3—C6 | 1.5 (4) | Co2—O5—C16—O6 | −175.7 (3) |
N4—Co1—N3—C6 | −178.3 (4) | Co2—O5—C16—C17 | 3.8 (4) |
N6i—Co1—N4—C15 | −10.9 (4) | C20—N5—C17—C18 | 0.6 (4) |
N1—Co1—N4—C15 | 84.0 (4) | Co2—N5—C17—C18 | −175.6 (2) |
O8i—Co1—N4—C15 | −95.5 (4) | C20—N5—C17—C16 | −178.3 (3) |
N3—Co1—N4—C15 | 177.6 (4) | Co2—N5—C17—C16 | 5.5 (4) |
N6i—Co1—N4—C11 | 164.5 (3) | O6—C16—C17—C18 | −5.1 (8) |
N1—Co1—N4—C11 | −100.6 (3) | O5—C16—C17—C18 | 175.5 (4) |
O8i—Co1—N4—C11 | 79.8 (3) | O6—C16—C17—N5 | 173.3 (4) |
N3—Co1—N4—C11 | −7.1 (3) | O5—C16—C17—N5 | −6.1 (5) |
O3—Co2—N5—C20 | 93.4 (4) | N5—C17—C18—N6 | −1.0 (4) |
N2—Co2—N5—C20 | 9.4 (4) | C16—C17—C18—N6 | 177.5 (4) |
O5—Co2—N5—C20 | −177.2 (4) | N5—C17—C18—C19 | 173.7 (4) |
N8—Co2—N5—C20 | −87.8 (4) | C16—C17—C18—C19 | −7.8 (9) |
O3—Co2—N5—C17 | −92.2 (3) | C20—N6—C18—C17 | 1.0 (4) |
N2—Co2—N5—C17 | −176.2 (3) | Co1i—N6—C18—C17 | 176.2 (3) |
O5—Co2—N5—C17 | −2.8 (3) | C20—N6—C18—C19 | −175.0 (3) |
N8—Co2—N5—C17 | 86.6 (3) | Co1i—N6—C18—C19 | 0.1 (4) |
O3—Co2—N7—C21 | 1.0 (4) | Co1i—O8—C19—O7 | −178.6 (4) |
N2—Co2—N7—C21 | 85.3 (3) | Co1i—O8—C19—C18 | −0.1 (5) |
O5—Co2—N7—C21 | −88.2 (3) | C17—C18—C19—O7 | 4.0 (8) |
N8—Co2—N7—C21 | −178.2 (4) | N6—C18—C19—O7 | 178.5 (4) |
O3—Co2—N7—C25 | 176.8 (3) | C17—C18—C19—O8 | −174.5 (4) |
N2—Co2—N7—C25 | −98.9 (3) | N6—C18—C19—O8 | 0.0 (5) |
O5—Co2—N7—C25 | 87.6 (3) | C18—N6—C20—N5 | −0.6 (4) |
N8—Co2—N7—C25 | −2.4 (3) | Co1i—N6—C20—N5 | −173.6 (3) |
N5—Co2—N8—C30 | 6.3 (4) | C17—N5—C20—N6 | 0.0 (4) |
N2—Co2—N8—C30 | −87.6 (4) | Co2—N5—C20—N6 | 174.5 (3) |
O5—Co2—N8—C30 | 90.4 (4) | C25—N7—C21—C22 | 2.3 (6) |
N7—Co2—N8—C30 | 178.9 (4) | Co2—N7—C21—C22 | 177.8 (3) |
N5—Co2—N8—C26 | −168.3 (3) | N7—C21—C22—C23 | 0.2 (7) |
N2—Co2—N8—C26 | 97.8 (3) | C21—C22—C23—C24 | −1.3 (8) |
O5—Co2—N8—C26 | −84.2 (3) | C22—C23—C24—C25 | 0.1 (8) |
N7—Co2—N8—C26 | 4.3 (3) | C21—N7—C25—C24 | −3.6 (6) |
Co1—O1—C1—O2 | −175.9 (4) | Co2—N7—C25—C24 | −179.6 (3) |
Co1—O1—C1—C2 | 5.7 (5) | C21—N7—C25—C26 | 176.2 (4) |
C5—N1—C2—C3 | 1.7 (4) | Co2—N7—C25—C26 | 0.2 (4) |
Co1—N1—C2—C3 | −175.9 (3) | C23—C24—C25—N7 | 2.4 (7) |
C5—N1—C2—C1 | −176.8 (3) | C23—C24—C25—C26 | −177.4 (4) |
Co1—N1—C2—C1 | 5.6 (4) | C30—N8—C26—C27 | −2.4 (6) |
O2—C1—C2—C3 | −3.7 (9) | Co2—N8—C26—C27 | 172.7 (3) |
O1—C1—C2—C3 | 174.7 (5) | C30—N8—C26—C25 | 179.5 (4) |
O2—C1—C2—N1 | 174.1 (5) | Co2—N8—C26—C25 | −5.3 (4) |
O1—C1—C2—N1 | −7.5 (6) | N7—C25—C26—N8 | 3.4 (5) |
N1—C2—C3—N2 | −1.4 (5) | C24—C25—C26—N8 | −176.8 (4) |
C1—C2—C3—N2 | 176.5 (5) | N7—C25—C26—C27 | −174.5 (4) |
N1—C2—C3—C4 | 176.6 (5) | C24—C25—C26—C27 | 5.3 (7) |
C1—C2—C3—C4 | −5.5 (10) | N8—C26—C27—C28 | 2.0 (7) |
C5—N2—C3—C2 | 0.6 (4) | C25—C26—C27—C28 | 179.8 (4) |
Co2—N2—C3—C2 | −176.8 (3) | C26—C27—C28—C29 | −0.4 (7) |
C5—N2—C3—C4 | −177.9 (3) | C27—C28—C29—C30 | −0.7 (8) |
Co2—N2—C3—C4 | 4.6 (4) | C26—N8—C30—C29 | 1.3 (6) |
Co2—O3—C4—O4 | 173.7 (5) | Co2—N8—C30—C29 | −173.1 (4) |
Co2—O3—C4—C3 | −9.1 (5) | C28—C29—C30—N8 | 0.3 (8) |
C2—C3—C4—O4 | 2.1 (9) | | |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1w—H1w1···O2 | 0.87 | 2.14 | 2.867 (6) | 141 |
O1w—H1w2···O2w | 0.86 | 2.48 | 2.781 (8) | 102 |
O2w—H2w2···O7ii | 0.86 | 2.08 | 2.758 (5) | 135 |
O5w—H5w1···O6 | 0.86 | 2.03 | 2.792 (7) | 147 |
O5w—H5w2···O1iii | 0.86 | 2.37 | 2.996 (6) | 129 |
O6w—H6w1···O5w | 0.87 | 2.24 | 2.61 (2) | 105 |
O6w—H6w2···O3wiii | 0.87 | 2.21 | 2.70 (1) | 115 |
O7w—H7w2···O6iv | 0.86 | 2.24 | 3.084 (9) | 170 |
O8w—H8w1···O3iv | 0.88 | 2.29 | 3.108 (7) | 156 |
O8w—H8w2···O4iii | 0.86 | 2.45 | 3.236 (8) | 153 |
Symmetry codes: (ii) x+1, y−1, z; (iii) x−1, y+1, z; (iv) −x, −y+2, −z+2. |