In the title compound, {[Co(C
10H
8N
2)(H
2O)
4](C
10H
8O
6)·0.5C
10H
8N
2·2H
2O}
n, the Co atoms are bridged into a chain by 4,4′-bipyridine units; both the bridging and the uncoordinated 4,4′-bipyridine molecules are arranged around inversion centres and are centrosymmetric. Two-dimensional `fishing-net' layers are built up through O—H
N hydrogen-bond interactions. The diacid anions and uncoordinated water molecules fill the space between the layers. A three-dimensional supramolecular network is built up by O—H
O and O—H
N hydrogen-bond interactions between water molecules, anions and 4,4′-bipyridine molecules.
Supporting information
CCDC reference: 627486
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.003 Å
- R factor = 0.031
- wR factor = 0.081
- Data-to-parameter ratio = 17.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C18
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for C23
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.42
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 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: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXL97.
catena-Poly[[[tetraaquacobalt(II)]-µ-4,4'-bipyridine-
κ2N:
N'] 1,2-phenylenedioxydiacetate 4,4'-bipyridine hemisolvate dihydrate]
top
Crystal data top
[Co(C10H8N2)(H2O)4](C10H8O6)·0.5C10H8N2·2H2O | Z = 2 |
Mr = 625.47 | F(000) = 652 |
Triclinic, P1 | Dx = 1.496 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.7417 (19) Å | Cell parameters from 12088 reflections |
b = 11.443 (2) Å | θ = 6.1–55.0° |
c = 13.916 (3) Å | µ = 0.69 mm−1 |
α = 73.19 (3)° | T = 295 K |
β = 80.46 (3)° | Block, pink |
γ = 69.63 (3)° | 0.37 × 0.31 × 0.31 mm |
V = 1388.5 (6) Å3 | |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 6302 independent reflections |
Radiation source: fine-focus sealed tube | 5567 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
ω scans | θmax = 27.5°, θmin = 3.1° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −12→12 |
Tmin = 0.784, Tmax = 0.816 | k = −14→14 |
13729 measured reflections | l = −18→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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.081 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0398P)2 + 0.4504P] where P = (Fo2 + 2Fc2)/3 |
6302 reflections | (Δ/σ)max = 0.001 |
370 parameters | Δρmax = 0.40 e Å−3 |
0 restraints | Δρmin = −0.33 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 | |
C1 | 0.67821 (19) | 0.62357 (15) | 0.75979 (13) | 0.0330 (4) | |
H1 | 0.6116 | 0.6683 | 0.8032 | 0.040* | |
C2 | 0.67412 (19) | 0.50373 (15) | 0.76087 (13) | 0.0327 (3) | |
H2 | 0.6058 | 0.4697 | 0.8038 | 0.039* | |
C3 | 0.77310 (17) | 0.43451 (14) | 0.69721 (11) | 0.0255 (3) | |
C4 | 0.87208 (19) | 0.49106 (15) | 0.63572 (12) | 0.0310 (3) | |
H3 | 0.9410 | 0.4478 | 0.5925 | 0.037* | |
C5 | 0.86824 (19) | 0.61173 (15) | 0.63878 (12) | 0.0303 (3) | |
H4 | 0.9352 | 0.6481 | 0.5964 | 0.036* | |
C6 | 0.77319 (17) | 0.30516 (14) | 0.69630 (11) | 0.0257 (3) | |
C7 | 0.64704 (18) | 0.26852 (15) | 0.72454 (14) | 0.0331 (4) | |
H5 | 0.5597 | 0.3257 | 0.7441 | 0.040* | |
C8 | 0.65279 (18) | 0.14681 (15) | 0.72329 (13) | 0.0316 (3) | |
H6 | 0.5674 | 0.1243 | 0.7420 | 0.038* | |
C9 | 0.89546 (18) | 0.09477 (15) | 0.66942 (12) | 0.0284 (3) | |
H7 | 0.9813 | 0.0354 | 0.6505 | 0.034* | |
C10 | 0.89947 (18) | 0.21493 (15) | 0.66790 (12) | 0.0302 (3) | |
H8 | 0.9862 | 0.2351 | 0.6480 | 0.036* | |
C11 | 0.6875 (2) | 0.5367 (2) | 1.42484 (15) | 0.0503 (5) | |
H9 | 0.6564 | 0.4827 | 1.4815 | 0.060* | |
C12 | 0.6638 (2) | 0.6627 (2) | 1.42356 (17) | 0.0565 (6) | |
H10 | 0.6163 | 0.6943 | 1.4789 | 0.068* | |
C13 | 0.7107 (2) | 0.7416 (2) | 1.33998 (18) | 0.0508 (5) | |
H11 | 0.6951 | 0.8268 | 1.3392 | 0.061* | |
C14 | 0.7808 (2) | 0.69642 (17) | 1.25717 (15) | 0.0413 (4) | |
H12 | 0.8110 | 0.7514 | 1.2008 | 0.050* | |
C15 | 0.80628 (18) | 0.56933 (15) | 1.25778 (12) | 0.0312 (3) | |
C16 | 0.75723 (18) | 0.48936 (16) | 1.34248 (13) | 0.0352 (4) | |
C17 | 0.6697 (2) | 0.31574 (19) | 1.35203 (17) | 0.0469 (5) | |
H13 | 0.6501 | 0.3181 | 1.2853 | 0.056* | |
H14 | 0.5832 | 0.3724 | 1.3801 | 0.056* | |
C18 | 0.69872 (18) | 0.17978 (15) | 1.41760 (12) | 0.0287 (3) | |
C19 | 0.9810 (2) | 0.56981 (18) | 1.11544 (13) | 0.0379 (4) | |
H16 | 1.0623 | 0.5013 | 1.0953 | 0.045* | |
H15 | 1.0202 | 0.6096 | 1.1525 | 0.045* | |
C20 | 0.9198 (2) | 0.67004 (18) | 1.02088 (12) | 0.0354 (4) | |
C21 | 0.2652 (2) | 0.9489 (2) | 0.84590 (15) | 0.0488 (5) | |
H17 | 0.2904 | 0.9381 | 0.7809 | 0.059* | |
C22 | 0.1203 (2) | 0.9703 (2) | 0.88266 (14) | 0.0443 (4) | |
H18 | 0.0514 | 0.9724 | 0.8427 | 0.053* | |
C23 | 0.07717 (18) | 0.98843 (16) | 0.97849 (13) | 0.0322 (3) | |
C24 | 0.1865 (2) | 0.9823 (3) | 1.03254 (17) | 0.0592 (6) | |
H19 | 0.1646 | 0.9937 | 1.0975 | 0.071* | |
C25 | 0.3288 (2) | 0.9592 (3) | 0.9904 (2) | 0.0674 (7) | |
H20 | 0.4004 | 0.9546 | 1.0293 | 0.081* | |
Co1 | 0.77598 (2) | 0.867739 (17) | 0.701167 (14) | 0.01980 (7) | |
N1 | 0.77282 (14) | 0.67902 (11) | 0.69973 (10) | 0.0255 (3) | |
N2 | 0.77463 (14) | 0.05954 (12) | 0.69663 (9) | 0.0252 (3) | |
N3 | 0.37040 (18) | 0.94304 (17) | 0.89851 (14) | 0.0478 (4) | |
O1 | 0.66439 (12) | 0.85815 (11) | 0.84043 (8) | 0.0311 (2) | |
H21 | 0.5735 | 0.8893 | 0.8523 | 0.047* | |
H22 | 0.7067 | 0.8094 | 0.8918 | 0.047* | |
O2 | 0.97600 (12) | 0.78816 (11) | 0.76942 (8) | 0.0304 (2) | |
H23 | 0.9776 | 0.7683 | 0.8330 | 0.046* | |
H24 | 1.0419 | 0.7298 | 0.7465 | 0.046* | |
O3 | 0.89995 (12) | 0.87684 (10) | 0.56218 (8) | 0.0283 (2) | |
H25 | 0.9915 | 0.8597 | 0.5617 | 0.042* | |
H26 | 0.8630 | 0.9503 | 0.5239 | 0.042* | |
O4 | 0.58164 (13) | 0.96032 (11) | 0.62452 (9) | 0.0335 (3) | |
H27 | 0.5934 | 1.0137 | 0.5699 | 0.050* | |
H28 | 0.5361 | 0.9143 | 0.6150 | 0.050* | |
O5 | 0.79150 (14) | 0.36136 (12) | 1.34430 (12) | 0.0486 (4) | |
O6 | 0.82448 (14) | 0.11768 (12) | 1.44375 (10) | 0.0428 (3) | |
O7 | 0.59040 (15) | 0.14030 (13) | 1.44072 (11) | 0.0470 (3) | |
O8 | 0.87975 (15) | 0.51359 (12) | 1.18190 (9) | 0.0395 (3) | |
O9 | 1.01267 (15) | 0.71330 (15) | 0.96294 (9) | 0.0470 (3) | |
O10 | 0.78858 (15) | 0.69911 (15) | 1.00686 (10) | 0.0531 (4) | |
O11 | 0.5504 (2) | 0.61085 (19) | 1.07054 (16) | 0.0779 (5) | |
H29 | 0.6251 | 0.6345 | 1.0483 | 0.117* | |
H30 | 0.4923 | 0.6323 | 1.0251 | 0.117* | |
O12 | 0.6646 (2) | 0.3540 (2) | 1.0680 (2) | 0.0966 (7) | |
H32 | 0.7276 | 0.3414 | 1.0174 | 0.145* | |
H31 | 0.6366 | 0.4357 | 1.0638 | 0.145* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.0335 (9) | 0.0244 (8) | 0.0445 (9) | −0.0133 (7) | 0.0081 (7) | −0.0149 (7) |
C2 | 0.0319 (8) | 0.0239 (8) | 0.0450 (9) | −0.0150 (7) | 0.0062 (7) | −0.0103 (7) |
C3 | 0.0293 (8) | 0.0173 (7) | 0.0326 (8) | −0.0092 (6) | −0.0061 (6) | −0.0061 (6) |
C4 | 0.0389 (9) | 0.0236 (8) | 0.0336 (8) | −0.0138 (7) | 0.0045 (7) | −0.0111 (6) |
C5 | 0.0364 (9) | 0.0224 (7) | 0.0350 (8) | −0.0154 (7) | 0.0047 (6) | −0.0081 (6) |
C6 | 0.0306 (8) | 0.0178 (7) | 0.0314 (8) | −0.0102 (6) | −0.0047 (6) | −0.0057 (5) |
C7 | 0.0255 (8) | 0.0211 (7) | 0.0545 (10) | −0.0069 (6) | −0.0023 (7) | −0.0130 (7) |
C8 | 0.0267 (8) | 0.0219 (7) | 0.0497 (10) | −0.0104 (6) | −0.0029 (7) | −0.0106 (7) |
C9 | 0.0302 (8) | 0.0220 (7) | 0.0357 (8) | −0.0101 (6) | 0.0024 (6) | −0.0116 (6) |
C10 | 0.0297 (8) | 0.0246 (8) | 0.0408 (9) | −0.0138 (6) | 0.0027 (6) | −0.0114 (6) |
C11 | 0.0392 (11) | 0.0577 (13) | 0.0400 (10) | −0.0109 (9) | 0.0045 (8) | −0.0007 (9) |
C12 | 0.0458 (12) | 0.0672 (15) | 0.0522 (12) | −0.0030 (11) | 0.0010 (9) | −0.0296 (11) |
C13 | 0.0444 (11) | 0.0418 (11) | 0.0686 (14) | −0.0053 (9) | −0.0069 (10) | −0.0263 (10) |
C14 | 0.0443 (10) | 0.0286 (9) | 0.0486 (10) | −0.0122 (8) | −0.0043 (8) | −0.0045 (7) |
C15 | 0.0308 (8) | 0.0263 (8) | 0.0319 (8) | −0.0074 (6) | −0.0047 (6) | −0.0012 (6) |
C16 | 0.0287 (8) | 0.0265 (8) | 0.0403 (9) | −0.0062 (7) | −0.0013 (7) | 0.0030 (7) |
C17 | 0.0343 (10) | 0.0349 (10) | 0.0610 (12) | −0.0124 (8) | −0.0089 (8) | 0.0087 (8) |
C18 | 0.0314 (8) | 0.0273 (8) | 0.0288 (8) | −0.0135 (6) | −0.0028 (6) | −0.0034 (6) |
C19 | 0.0364 (9) | 0.0410 (10) | 0.0293 (8) | −0.0108 (8) | −0.0014 (7) | −0.0009 (7) |
C20 | 0.0369 (9) | 0.0395 (9) | 0.0280 (8) | −0.0139 (8) | −0.0032 (7) | −0.0032 (7) |
C21 | 0.0396 (10) | 0.0587 (13) | 0.0425 (10) | −0.0133 (9) | 0.0081 (8) | −0.0133 (9) |
C22 | 0.0323 (9) | 0.0606 (12) | 0.0384 (10) | −0.0138 (9) | −0.0020 (7) | −0.0118 (9) |
C23 | 0.0255 (8) | 0.0324 (8) | 0.0383 (9) | −0.0087 (7) | −0.0022 (6) | −0.0087 (7) |
C24 | 0.0311 (10) | 0.105 (2) | 0.0536 (12) | −0.0215 (11) | 0.0026 (9) | −0.0418 (13) |
C25 | 0.0306 (11) | 0.114 (2) | 0.0725 (16) | −0.0238 (12) | 0.0010 (10) | −0.0469 (15) |
Co1 | 0.02298 (11) | 0.01463 (10) | 0.02307 (11) | −0.00797 (7) | −0.00107 (7) | −0.00452 (7) |
N1 | 0.0293 (7) | 0.0168 (6) | 0.0325 (7) | −0.0099 (5) | −0.0018 (5) | −0.0062 (5) |
N2 | 0.0297 (7) | 0.0192 (6) | 0.0301 (6) | −0.0104 (5) | −0.0036 (5) | −0.0069 (5) |
N3 | 0.0281 (8) | 0.0530 (10) | 0.0590 (10) | −0.0117 (7) | 0.0062 (7) | −0.0159 (8) |
O1 | 0.0253 (5) | 0.0347 (6) | 0.0273 (5) | −0.0056 (5) | 0.0021 (4) | −0.0059 (4) |
O2 | 0.0268 (6) | 0.0312 (6) | 0.0288 (5) | −0.0045 (5) | −0.0028 (4) | −0.0059 (4) |
O3 | 0.0314 (6) | 0.0227 (5) | 0.0294 (5) | −0.0120 (4) | 0.0016 (4) | −0.0023 (4) |
O4 | 0.0363 (6) | 0.0294 (6) | 0.0389 (6) | −0.0161 (5) | −0.0135 (5) | −0.0019 (5) |
O5 | 0.0321 (7) | 0.0240 (6) | 0.0768 (10) | −0.0114 (5) | 0.0077 (6) | 0.0033 (6) |
O6 | 0.0317 (7) | 0.0300 (6) | 0.0556 (8) | −0.0117 (5) | −0.0058 (6) | 0.0097 (5) |
O7 | 0.0441 (8) | 0.0454 (8) | 0.0576 (8) | −0.0292 (6) | −0.0133 (6) | 0.0017 (6) |
O8 | 0.0515 (8) | 0.0311 (6) | 0.0329 (6) | −0.0162 (6) | 0.0051 (5) | −0.0045 (5) |
O9 | 0.0435 (7) | 0.0623 (9) | 0.0320 (6) | −0.0253 (7) | −0.0014 (5) | 0.0028 (6) |
O10 | 0.0380 (7) | 0.0682 (10) | 0.0425 (7) | −0.0222 (7) | −0.0110 (6) | 0.0131 (7) |
O11 | 0.0578 (11) | 0.0811 (13) | 0.0958 (14) | −0.0386 (10) | 0.0122 (9) | −0.0131 (11) |
O12 | 0.0675 (13) | 0.0655 (13) | 0.151 (2) | −0.0176 (10) | −0.0123 (13) | −0.0199 (13) |
Geometric parameters (Å, º) top
C1—N1 | 1.340 (2) | C18—O7 | 1.248 (2) |
C1—C2 | 1.381 (2) | C19—O8 | 1.427 (2) |
C1—H1 | 0.9300 | C19—C20 | 1.521 (2) |
C2—C3 | 1.390 (2) | C19—H16 | 0.9700 |
C2—H2 | 0.9300 | C19—H15 | 0.9700 |
C3—C4 | 1.386 (2) | C20—O10 | 1.237 (2) |
C3—C6 | 1.4835 (19) | C20—O9 | 1.246 (2) |
C4—C5 | 1.381 (2) | C21—N3 | 1.328 (3) |
C4—H3 | 0.9300 | C21—C22 | 1.381 (3) |
C5—N1 | 1.340 (2) | C21—H17 | 0.9300 |
C5—H4 | 0.9300 | C22—C23 | 1.383 (3) |
C6—C10 | 1.388 (2) | C22—H18 | 0.9300 |
C6—C7 | 1.394 (2) | C23—C24 | 1.374 (3) |
C7—C8 | 1.379 (2) | C23—C23i | 1.485 (3) |
C7—H5 | 0.9300 | C24—C25 | 1.378 (3) |
C8—N2 | 1.337 (2) | C24—H19 | 0.9300 |
C8—H6 | 0.9300 | C25—N3 | 1.322 (3) |
C9—N2 | 1.336 (2) | C25—H20 | 0.9300 |
C9—C10 | 1.383 (2) | Co1—O1 | 2.0521 (12) |
C9—H7 | 0.9300 | Co1—O2 | 2.0990 (13) |
C10—H8 | 0.9300 | Co1—O3 | 2.0992 (13) |
C11—C12 | 1.375 (3) | Co1—O4 | 2.1127 (14) |
C11—C16 | 1.383 (3) | Co1—N2ii | 2.1728 (12) |
C11—H9 | 0.9300 | Co1—N1 | 2.1763 (12) |
C12—C13 | 1.371 (3) | N2—Co1iii | 2.1728 (12) |
C12—H10 | 0.9300 | O1—H21 | 0.8393 |
C13—C14 | 1.378 (3) | O1—H22 | 0.8360 |
C13—H11 | 0.9300 | O2—H23 | 0.8489 |
C14—C15 | 1.385 (2) | O2—H24 | 0.8466 |
C14—H12 | 0.9300 | O3—H25 | 0.8434 |
C15—O8 | 1.362 (2) | O3—H26 | 0.8448 |
C15—C16 | 1.396 (2) | O4—H27 | 0.8457 |
C16—O5 | 1.378 (2) | O4—H28 | 0.8452 |
C17—O5 | 1.431 (2) | O11—H29 | 0.8442 |
C17—C18 | 1.514 (2) | O11—H30 | 0.8444 |
C17—H13 | 0.9700 | O12—H32 | 0.8638 |
C17—H14 | 0.9700 | O12—H31 | 0.8653 |
C18—O6 | 1.237 (2) | | |
| | | |
N1—C1—C2 | 123.66 (15) | O8—C19—H15 | 108.3 |
N1—C1—H1 | 118.2 | C20—C19—H15 | 108.3 |
C2—C1—H1 | 118.2 | H16—C19—H15 | 107.4 |
C1—C2—C3 | 119.35 (15) | O10—C20—O9 | 126.35 (17) |
C1—C2—H2 | 120.3 | O10—C20—C19 | 119.54 (16) |
C3—C2—H2 | 120.3 | O9—C20—C19 | 114.10 (16) |
C4—C3—C2 | 117.12 (14) | N3—C21—C22 | 123.46 (19) |
C4—C3—C6 | 121.72 (14) | N3—C21—H17 | 118.3 |
C2—C3—C6 | 121.16 (14) | C22—C21—H17 | 118.3 |
C5—C4—C3 | 119.91 (15) | C21—C22—C23 | 120.39 (18) |
C5—C4—H3 | 120.0 | C21—C22—H18 | 119.8 |
C3—C4—H3 | 120.0 | C23—C22—H18 | 119.8 |
N1—C5—C4 | 123.22 (15) | C24—C23—C22 | 115.86 (17) |
N1—C5—H4 | 118.4 | C24—C23—C23i | 121.7 (2) |
C4—C5—H4 | 118.4 | C22—C23—C23i | 122.46 (19) |
C10—C6—C7 | 117.08 (14) | C23—C24—C25 | 119.96 (19) |
C10—C6—C3 | 121.33 (14) | C23—C24—H19 | 120.0 |
C7—C6—C3 | 121.59 (14) | C25—C24—H19 | 120.0 |
C8—C7—C6 | 119.49 (15) | N3—C25—C24 | 124.4 (2) |
C8—C7—H5 | 120.3 | N3—C25—H20 | 117.8 |
C6—C7—H5 | 120.3 | C24—C25—H20 | 117.8 |
N2—C8—C7 | 123.46 (15) | O1—Co1—O2 | 89.91 (5) |
N2—C8—H6 | 118.3 | O1—Co1—O3 | 176.97 (4) |
C7—C8—H6 | 118.3 | O2—Co1—O3 | 87.23 (5) |
N2—C9—C10 | 123.40 (15) | O1—Co1—O4 | 93.20 (5) |
N2—C9—H7 | 118.3 | O2—Co1—O4 | 175.12 (4) |
C10—C9—H7 | 118.3 | O3—Co1—O4 | 89.58 (5) |
C9—C10—C6 | 119.54 (15) | O1—Co1—N2ii | 89.22 (6) |
C9—C10—H8 | 120.2 | O2—Co1—N2ii | 89.93 (6) |
C6—C10—H8 | 120.2 | O3—Co1—N2ii | 89.76 (5) |
C12—C11—C16 | 120.54 (19) | O4—Co1—N2ii | 86.35 (5) |
C12—C11—H9 | 119.7 | O1—Co1—N1 | 92.13 (6) |
C16—C11—H9 | 119.7 | O2—Co1—N1 | 92.09 (6) |
C13—C12—C11 | 119.48 (19) | O3—Co1—N1 | 88.99 (5) |
C13—C12—H10 | 120.3 | O4—Co1—N1 | 91.55 (5) |
C11—C12—H10 | 120.3 | N2ii—Co1—N1 | 177.57 (5) |
C12—C13—C14 | 120.9 (2) | C1—N1—C5 | 116.74 (13) |
C12—C13—H11 | 119.5 | C1—N1—Co1 | 122.39 (10) |
C14—C13—H11 | 119.5 | C5—N1—Co1 | 120.87 (10) |
C13—C14—C15 | 120.15 (19) | C9—N2—C8 | 117.02 (13) |
C13—C14—H12 | 119.9 | C9—N2—Co1iii | 121.83 (10) |
C15—C14—H12 | 119.9 | C8—N2—Co1iii | 121.13 (10) |
O8—C15—C14 | 124.89 (16) | C25—N3—C21 | 115.89 (17) |
O8—C15—C16 | 116.19 (15) | Co1—O1—H21 | 126.4 |
C14—C15—C16 | 118.90 (17) | Co1—O1—H22 | 120.2 |
O5—C16—C11 | 121.73 (17) | H21—O1—H22 | 112.6 |
O5—C16—C15 | 118.07 (16) | Co1—O2—H23 | 120.8 |
C11—C16—C15 | 119.97 (17) | Co1—O2—H24 | 116.7 |
O5—C17—C18 | 111.84 (15) | H23—O2—H24 | 108.8 |
O5—C17—H13 | 109.2 | Co1—O3—H25 | 118.4 |
C18—C17—H13 | 109.2 | Co1—O3—H26 | 107.9 |
O5—C17—H14 | 109.2 | H25—O3—H26 | 110.2 |
C18—C17—H14 | 109.2 | Co1—O4—H27 | 112.3 |
H13—C17—H14 | 107.9 | Co1—O4—H28 | 118.4 |
O6—C18—O7 | 125.59 (16) | H27—O4—H28 | 109.7 |
O6—C18—C17 | 118.78 (15) | C16—O5—C17 | 116.09 (14) |
O7—C18—C17 | 115.63 (15) | C15—O8—C19 | 117.75 (14) |
O8—C19—C20 | 115.99 (15) | H29—O11—H30 | 111.3 |
O8—C19—H16 | 108.3 | H32—O12—H31 | 106.3 |
C20—C19—H16 | 108.3 | | |
Symmetry codes: (i) −x, −y+2, −z+2; (ii) x, y+1, z; (iii) x, y−1, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H21···N3 | 0.84 | 1.91 | 2.748 (2) | 171.6 |
O1—H22···O10 | 0.84 | 1.83 | 2.664 (2) | 176.2 |
O2—H23···O9 | 0.85 | 1.78 | 2.6240 (18) | 170.5 |
O11—H29···O10 | 0.84 | 1.92 | 2.761 (2) | 174.3 |
O12—H31···O11 | 0.87 | 1.91 | 2.766 (3) | 170.8 |
O2—H24···O5iv | 0.85 | 2.05 | 2.871 (2) | 161.6 |
O3—H25···O6iv | 0.84 | 1.88 | 2.6941 (17) | 160.4 |
O3—H26···O6v | 0.84 | 1.86 | 2.6862 (19) | 165.8 |
O4—H27···O7v | 0.85 | 1.95 | 2.792 (2) | 171.4 |
O4—H28···O7vi | 0.85 | 1.91 | 2.7223 (17) | 161.2 |
O11—H30···O12vi | 0.84 | 2.10 | 2.928 (3) | 166.3 |
O12—H32···O9iv | 0.86 | 2.43 | 2.953 (3) | 119.7 |
Symmetry codes: (iv) −x+2, −y+1, −z+2; (v) x, y+1, z−1; (vi) −x+1, −y+1, −z+2. |