metal-organic compounds
The crystal structure of the title complex, [Co(C9H7O5)2(C10H8N2)2(H2O)2]·4H2O or [Co(4-CPOAH)2(4,4′-bipy)2(H2O)2]·4H2O (4,4′-bipy is 4,4′-bipyridine and 4-CPOAH− is the 4-carboxyphenoxyacetate monoanion), consists of two independent mononuclear molecules that interact through the uncoordinated water molecules. The CoII atoms lie on inversion centers and display an octahedral geometry defined by two oxyacetate O atoms of 4-CPOAH− groups, two N atoms of 4,4′-bipy ligands and two water molecules. A three-dimensional supramolecular network structure is formed through hydrogen-bonding interactions.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805036172/ng6234sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805036172/ng6234Isup2.hkl |
CCDC reference: 293964
Computing details top
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.
Crystal data top
[Co(C9H7O5)2(C10H8N2)2(H2O)2]·4H2O | Z = 2 |
Mr = 869.69 | F(000) = 906 |
Triclinic, P1 | Dx = 1.528 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.807 (2) Å | Cell parameters from 13808 reflections |
b = 12.614 (3) Å | θ = 3.2–27.5° |
c = 16.055 (3) Å | µ = 0.54 mm−1 |
α = 103.89 (3)° | T = 295 K |
β = 108.77 (3)° | Prism, pink |
γ = 103.69 (3)° | 0.36 × 0.26 × 0.21 mm |
V = 1890.7 (10) Å3 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 8539 independent reflections |
Radiation source: fine-focus sealed tube | 5898 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.026 |
Detector resolution: 10.000 pixels mm-1 | θmax = 27.5°, θmin = 3.2° |
ω scans | h = −13→14 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −14→16 |
Tmin = 0.830, Tmax = 0.895 | l = −20→20 |
18606 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)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.121 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0687P)2 + 0.0415P] where P = (Fo2 + 2Fc2)/3 |
8539 reflections | (Δ/σ)max = 0.001 |
571 parameters | Δρmax = 0.58 e Å−3 |
20 restraints | Δρmin = −0.27 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Co1 | 0.0000 | 0.5000 | 0.0000 | 0.03434 (12) | |
Co2 | 0.5000 | 0.5000 | 0.5000 | 0.02845 (11) | |
O1w | −0.16129 (19) | 0.49029 (15) | −0.11920 (11) | 0.0485 (4) | |
O2w | 0.66883 (16) | 0.50357 (11) | 0.62040 (10) | 0.0335 (3) | |
O3w | −0.06148 (19) | 0.53217 (16) | −0.38237 (12) | 0.0560 (5) | |
O4w | 0.1161 (2) | −0.35286 (14) | 0.54785 (14) | 0.0556 (5) | |
O5w | 0.5537 (2) | 0.42027 (17) | 0.85009 (13) | 0.0643 (5) | |
O6w | 0.3598 (3) | 1.40440 (17) | −0.01638 (16) | 0.0681 (6) | |
O1 | 0.13775 (18) | 0.50999 (13) | −0.06673 (11) | 0.0453 (4) | |
O2 | 0.03514 (19) | 0.56041 (15) | −0.18875 (11) | 0.0486 (4) | |
O3 | 0.2889 (2) | 0.66067 (13) | −0.19266 (12) | 0.0499 (4) | |
O4 | 0.4586 (2) | 1.19570 (15) | −0.13529 (15) | 0.0619 (5) | |
O5 | 0.3427 (2) | 1.18773 (15) | −0.04336 (14) | 0.0614 (5) | |
O6 | 0.44795 (19) | 0.45236 (17) | 0.68926 (13) | 0.0566 (5) | |
O7 | 0.35230 (16) | 0.47742 (12) | 0.55357 (11) | 0.0386 (3) | |
O8 | 0.18815 (19) | 0.38308 (13) | 0.69630 (12) | 0.0479 (4) | |
O9 | 0.0218 (2) | −0.15034 (15) | 0.65095 (14) | 0.0586 (5) | |
O10 | 0.1493 (2) | −0.13939 (15) | 0.56639 (14) | 0.0549 (5) | |
N1 | −0.0589 (2) | 0.31182 (14) | −0.04606 (12) | 0.0381 (4) | |
N2 | −0.2361 (3) | −0.30099 (17) | −0.21871 (15) | 0.0551 (6) | |
N3 | 0.55250 (18) | 0.68671 (13) | 0.55753 (12) | 0.0308 (4) | |
N4 | 0.6729 (2) | 1.29275 (15) | 0.65978 (15) | 0.0516 (5) | |
C1 | 0.1376 (2) | 0.55493 (16) | −0.12974 (15) | 0.0356 (5) | |
C2 | 0.2823 (3) | 0.60309 (19) | −0.12679 (17) | 0.0447 (6) | |
C3 | 0.3074 (2) | 0.77627 (18) | −0.16694 (15) | 0.0382 (5) | |
C4 | 0.2881 (3) | 0.8382 (2) | −0.09141 (16) | 0.0487 (6) | |
C5 | 0.3140 (3) | 0.9562 (2) | −0.07069 (16) | 0.0466 (6) | |
C6 | 0.3604 (2) | 1.01417 (19) | −0.12375 (16) | 0.0402 (5) | |
C7 | 0.3770 (2) | 0.9501 (2) | −0.20041 (16) | 0.0427 (5) | |
C8 | 0.3493 (2) | 0.8323 (2) | −0.22266 (16) | 0.0421 (5) | |
C9 | 0.3927 (2) | 1.1410 (2) | −0.10152 (17) | 0.0439 (5) | |
C10 | −0.1903 (2) | 0.24096 (17) | −0.09489 (15) | 0.0395 (5) | |
C11 | −0.2287 (2) | 0.12089 (17) | −0.12732 (15) | 0.0384 (5) | |
C12 | −0.1280 (2) | 0.06942 (17) | −0.10990 (14) | 0.0348 (5) | |
C13 | 0.0085 (3) | 0.14288 (19) | −0.05944 (17) | 0.0443 (5) | |
C14 | 0.0378 (3) | 0.26148 (19) | −0.02879 (17) | 0.0462 (6) | |
C15 | −0.1638 (2) | −0.05917 (17) | −0.14488 (14) | 0.0355 (5) | |
C16 | −0.2932 (3) | −0.13382 (19) | −0.16107 (16) | 0.0441 (5) | |
C17 | −0.3241 (3) | −0.2521 (2) | −0.19744 (18) | 0.0520 (6) | |
C18 | −0.1115 (3) | −0.2292 (2) | −0.20054 (18) | 0.0514 (6) | |
C19 | −0.0711 (3) | −0.10968 (19) | −0.16430 (16) | 0.0429 (5) | |
C20 | 0.3503 (2) | 0.45619 (16) | 0.62654 (15) | 0.0338 (5) | |
C21 | 0.2081 (3) | 0.4350 (2) | 0.62920 (17) | 0.0437 (5) | |
C22 | 0.1689 (2) | 0.26746 (19) | 0.67446 (15) | 0.0381 (5) | |
C23 | 0.1877 (3) | 0.20252 (19) | 0.60001 (16) | 0.0434 (5) | |
C24 | 0.1649 (2) | 0.08600 (19) | 0.58367 (16) | 0.0423 (5) | |
C25 | 0.1213 (2) | 0.03183 (19) | 0.64000 (15) | 0.0388 (5) | |
C26 | 0.1025 (2) | 0.0985 (2) | 0.71468 (16) | 0.0424 (5) | |
C27 | 0.1274 (3) | 0.2157 (2) | 0.73275 (16) | 0.0434 (5) | |
C28 | 0.0920 (2) | −0.0947 (2) | 0.62045 (17) | 0.0435 (5) | |
C29 | 0.6794 (2) | 0.76193 (16) | 0.58282 (14) | 0.0317 (4) | |
C30 | 0.7096 (2) | 0.88087 (16) | 0.60799 (14) | 0.0314 (4) | |
C31 | 0.6044 (2) | 0.92751 (16) | 0.60640 (13) | 0.0282 (4) | |
C32 | 0.4740 (2) | 0.84957 (16) | 0.58329 (15) | 0.0337 (4) | |
C33 | 0.4527 (2) | 0.73223 (17) | 0.56001 (15) | 0.0357 (5) | |
C34 | 0.6291 (2) | 1.05409 (15) | 0.62684 (13) | 0.0304 (4) | |
C35 | 0.7522 (3) | 1.13013 (18) | 0.63434 (18) | 0.0464 (6) | |
C36 | 0.7686 (3) | 1.24639 (19) | 0.6511 (2) | 0.0551 (7) | |
C37 | 0.5561 (3) | 1.22021 (19) | 0.65378 (17) | 0.0457 (6) | |
C38 | 0.5305 (3) | 1.10262 (17) | 0.63724 (15) | 0.0385 (5) | |
H1w1 | −0.137 (2) | 0.496 (2) | −0.1634 (14) | 0.073* | |
H1w2 | −0.2495 (11) | 0.467 (2) | −0.1390 (17) | 0.073* | |
H2w1 | 0.658 (3) | 0.4410 (11) | 0.6322 (15) | 0.050* | |
H2w2 | 0.679 (3) | 0.5571 (12) | 0.6685 (12) | 0.050* | |
H2A | 0.3428 | 0.6574 | −0.0642 | 0.054* | |
H2B | 0.3177 | 0.5397 | −0.1385 | 0.054* | |
H3w1 | −0.1360 | 0.5412 | −0.3803 | 0.084* | |
H3w2 | −0.0194 | 0.5196 | −0.3330 | 0.084* | |
H4w1 | 0.104 (3) | −0.4078 (18) | 0.4983 (14) | 0.083* | |
H4w2 | 0.058 (3) | −0.384 (2) | 0.5701 (19) | 0.083* | |
H4 | 0.2579 | 0.8006 | −0.0546 | 0.058* | |
H5w1 | 0.493 (3) | 0.364 (2) | 0.852 (2) | 0.096* | |
H5w2 | 0.513 (3) | 0.436 (3) | 0.8014 (15) | 0.096* | |
H5 | 0.2999 | 0.9973 | −0.0202 | 0.056* | |
H6w1 | 0.410 (3) | 1.449 (2) | 0.0396 (10) | 0.102* | |
H6w2 | 0.290 (2) | 1.423 (3) | −0.039 (2) | 0.102* | |
H7 | 0.4073 | 0.9875 | −0.2372 | 0.051* | |
H8 | 0.3587 | 0.7903 | −0.2750 | 0.051* | |
H9 | 0.133 (4) | −0.2110 (11) | 0.560 (2) | 0.082* | |
H10 | −0.2597 | 0.2737 | −0.1079 | 0.047* | |
H11 | −0.3220 | 0.0751 | −0.1607 | 0.046* | |
H12 | 0.356 (4) | 1.2597 (12) | −0.036 (2) | 0.092* | |
H13 | 0.0802 | 0.1125 | −0.0462 | 0.053* | |
H14 | 0.1301 | 0.3091 | 0.0059 | 0.055* | |
H16 | −0.3583 | −0.1042 | −0.1475 | 0.053* | |
H17 | −0.4111 | −0.3006 | −0.2078 | 0.062* | |
H18 | −0.0475 | −0.2614 | −0.2130 | 0.062* | |
H19 | 0.0176 | −0.0635 | −0.1531 | 0.051* | |
H21A | 0.1924 | 0.5087 | 0.6430 | 0.052* | |
H21B | 0.1386 | 0.3851 | 0.5675 | 0.052* | |
H23 | 0.2155 | 0.2374 | 0.5611 | 0.052* | |
H24 | 0.1790 | 0.0428 | 0.5340 | 0.051* | |
H26 | 0.0727 | 0.0634 | 0.7529 | 0.051* | |
H27 | 0.1165 | 0.2598 | 0.7836 | 0.052* | |
H29 | 0.7510 | 0.7328 | 0.5835 | 0.038* | |
H30 | 0.8000 | 0.9297 | 0.6259 | 0.038* | |
H32 | 0.4010 | 0.8764 | 0.5835 | 0.040* | |
H33 | 0.3645 | 0.6819 | 0.5452 | 0.043* | |
H35 | 0.8227 | 1.1029 | 0.6281 | 0.056* | |
H36 | 0.8522 | 1.2956 | 0.6568 | 0.066* | |
H37 | 0.4879 | 1.2502 | 0.6611 | 0.055* | |
H38 | 0.4465 | 1.0560 | 0.6331 | 0.046* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0370 (3) | 0.0290 (2) | 0.0318 (2) | 0.00470 (17) | 0.01081 (18) | 0.01228 (17) |
Co2 | 0.0316 (2) | 0.02194 (18) | 0.0364 (2) | 0.01110 (15) | 0.01659 (17) | 0.01188 (16) |
O1w | 0.0450 (10) | 0.0541 (9) | 0.0367 (8) | 0.0074 (8) | 0.0084 (8) | 0.0195 (8) |
O2w | 0.0419 (9) | 0.0233 (6) | 0.0372 (8) | 0.0121 (6) | 0.0164 (7) | 0.0119 (6) |
O3w | 0.0498 (11) | 0.0785 (12) | 0.0542 (10) | 0.0302 (10) | 0.0293 (9) | 0.0278 (10) |
O4w | 0.0593 (13) | 0.0452 (9) | 0.0652 (12) | 0.0185 (9) | 0.0298 (10) | 0.0164 (9) |
O5w | 0.0728 (15) | 0.0602 (11) | 0.0521 (11) | 0.0161 (10) | 0.0155 (10) | 0.0258 (10) |
O6w | 0.0698 (16) | 0.0524 (11) | 0.0727 (14) | 0.0170 (10) | 0.0217 (11) | 0.0189 (10) |
O1 | 0.0492 (11) | 0.0477 (9) | 0.0462 (9) | 0.0160 (8) | 0.0210 (8) | 0.0263 (8) |
O2 | 0.0501 (11) | 0.0596 (10) | 0.0470 (9) | 0.0250 (9) | 0.0209 (8) | 0.0288 (8) |
O3 | 0.0700 (13) | 0.0378 (8) | 0.0516 (9) | 0.0154 (8) | 0.0363 (9) | 0.0185 (8) |
O4 | 0.0586 (13) | 0.0505 (10) | 0.0861 (14) | 0.0147 (9) | 0.0349 (11) | 0.0351 (10) |
O5 | 0.0753 (14) | 0.0424 (9) | 0.0705 (12) | 0.0174 (10) | 0.0379 (11) | 0.0168 (10) |
O6 | 0.0436 (11) | 0.0796 (12) | 0.0557 (10) | 0.0205 (9) | 0.0198 (9) | 0.0392 (10) |
O7 | 0.0438 (10) | 0.0405 (8) | 0.0460 (8) | 0.0194 (7) | 0.0268 (8) | 0.0223 (7) |
O8 | 0.0650 (12) | 0.0415 (8) | 0.0541 (9) | 0.0185 (8) | 0.0409 (9) | 0.0215 (8) |
O9 | 0.0522 (12) | 0.0494 (10) | 0.0868 (13) | 0.0134 (9) | 0.0411 (11) | 0.0302 (10) |
O10 | 0.0544 (12) | 0.0479 (10) | 0.0693 (12) | 0.0179 (9) | 0.0334 (10) | 0.0198 (10) |
N1 | 0.0393 (11) | 0.0323 (9) | 0.0389 (9) | 0.0070 (8) | 0.0134 (8) | 0.0138 (8) |
N2 | 0.0610 (15) | 0.0371 (10) | 0.0569 (13) | 0.0163 (10) | 0.0173 (11) | 0.0079 (10) |
N3 | 0.0339 (10) | 0.0244 (8) | 0.0377 (9) | 0.0127 (7) | 0.0162 (8) | 0.0113 (7) |
N4 | 0.0590 (15) | 0.0290 (9) | 0.0610 (13) | 0.0184 (10) | 0.0178 (11) | 0.0112 (9) |
C1 | 0.0471 (14) | 0.0251 (9) | 0.0366 (11) | 0.0138 (9) | 0.0185 (10) | 0.0103 (9) |
C2 | 0.0503 (15) | 0.0400 (12) | 0.0515 (13) | 0.0156 (11) | 0.0251 (12) | 0.0222 (11) |
C3 | 0.0388 (13) | 0.0390 (11) | 0.0405 (11) | 0.0118 (10) | 0.0192 (10) | 0.0170 (10) |
C4 | 0.0640 (18) | 0.0463 (13) | 0.0442 (12) | 0.0137 (12) | 0.0316 (13) | 0.0212 (11) |
C5 | 0.0529 (16) | 0.0432 (12) | 0.0414 (12) | 0.0096 (11) | 0.0234 (12) | 0.0114 (11) |
C6 | 0.0313 (12) | 0.0428 (12) | 0.0437 (12) | 0.0081 (10) | 0.0118 (10) | 0.0189 (10) |
C7 | 0.0421 (14) | 0.0510 (13) | 0.0444 (12) | 0.0147 (11) | 0.0210 (11) | 0.0286 (11) |
C8 | 0.0432 (14) | 0.0491 (13) | 0.0399 (12) | 0.0149 (11) | 0.0215 (11) | 0.0193 (11) |
C9 | 0.0347 (13) | 0.0422 (12) | 0.0495 (13) | 0.0095 (10) | 0.0110 (11) | 0.0183 (11) |
C10 | 0.0360 (13) | 0.0336 (10) | 0.0455 (12) | 0.0108 (9) | 0.0122 (10) | 0.0146 (10) |
C11 | 0.0324 (12) | 0.0331 (10) | 0.0416 (11) | 0.0064 (9) | 0.0095 (10) | 0.0110 (9) |
C12 | 0.0403 (13) | 0.0325 (10) | 0.0292 (10) | 0.0092 (9) | 0.0135 (9) | 0.0102 (9) |
C13 | 0.0380 (14) | 0.0386 (11) | 0.0512 (13) | 0.0131 (10) | 0.0135 (11) | 0.0129 (11) |
C14 | 0.0355 (14) | 0.0362 (11) | 0.0523 (14) | 0.0033 (10) | 0.0103 (11) | 0.0094 (11) |
C15 | 0.0417 (13) | 0.0333 (10) | 0.0301 (10) | 0.0114 (9) | 0.0131 (9) | 0.0120 (9) |
C16 | 0.0441 (15) | 0.0366 (11) | 0.0469 (13) | 0.0104 (10) | 0.0195 (11) | 0.0079 (10) |
C17 | 0.0491 (16) | 0.0360 (12) | 0.0566 (15) | 0.0047 (11) | 0.0166 (13) | 0.0077 (11) |
C18 | 0.0581 (18) | 0.0458 (13) | 0.0535 (14) | 0.0262 (12) | 0.0219 (13) | 0.0151 (12) |
C19 | 0.0449 (14) | 0.0405 (11) | 0.0473 (13) | 0.0167 (10) | 0.0205 (11) | 0.0172 (11) |
C20 | 0.0398 (13) | 0.0260 (9) | 0.0415 (11) | 0.0119 (9) | 0.0211 (10) | 0.0143 (9) |
C21 | 0.0492 (15) | 0.0440 (12) | 0.0540 (13) | 0.0219 (11) | 0.0304 (12) | 0.0249 (11) |
C22 | 0.0327 (12) | 0.0454 (12) | 0.0385 (11) | 0.0109 (10) | 0.0170 (10) | 0.0170 (10) |
C23 | 0.0461 (15) | 0.0452 (12) | 0.0438 (12) | 0.0100 (11) | 0.0255 (11) | 0.0187 (11) |
C24 | 0.0411 (14) | 0.0440 (12) | 0.0405 (11) | 0.0092 (10) | 0.0201 (11) | 0.0127 (10) |
C25 | 0.0264 (11) | 0.0458 (12) | 0.0415 (12) | 0.0085 (9) | 0.0109 (9) | 0.0180 (10) |
C26 | 0.0394 (13) | 0.0527 (13) | 0.0419 (12) | 0.0137 (11) | 0.0201 (10) | 0.0244 (11) |
C27 | 0.0441 (14) | 0.0505 (13) | 0.0409 (12) | 0.0134 (11) | 0.0244 (11) | 0.0174 (11) |
C28 | 0.0295 (12) | 0.0488 (13) | 0.0496 (13) | 0.0093 (10) | 0.0138 (11) | 0.0191 (11) |
C29 | 0.0331 (12) | 0.0283 (9) | 0.0386 (11) | 0.0154 (8) | 0.0164 (9) | 0.0123 (9) |
C30 | 0.0302 (11) | 0.0266 (9) | 0.0383 (10) | 0.0102 (8) | 0.0142 (9) | 0.0112 (9) |
C31 | 0.0329 (11) | 0.0253 (9) | 0.0284 (9) | 0.0123 (8) | 0.0128 (8) | 0.0095 (8) |
C32 | 0.0302 (11) | 0.0302 (10) | 0.0445 (11) | 0.0146 (8) | 0.0173 (10) | 0.0116 (9) |
C33 | 0.0316 (12) | 0.0282 (10) | 0.0488 (12) | 0.0104 (9) | 0.0191 (10) | 0.0116 (9) |
C34 | 0.0376 (12) | 0.0232 (9) | 0.0304 (10) | 0.0126 (8) | 0.0126 (9) | 0.0083 (8) |
C35 | 0.0391 (14) | 0.0313 (11) | 0.0712 (16) | 0.0148 (10) | 0.0229 (13) | 0.0177 (11) |
C36 | 0.0448 (15) | 0.0285 (11) | 0.0842 (19) | 0.0098 (10) | 0.0202 (14) | 0.0165 (12) |
C37 | 0.0563 (16) | 0.0341 (11) | 0.0536 (14) | 0.0258 (11) | 0.0251 (12) | 0.0125 (11) |
C38 | 0.0476 (14) | 0.0317 (10) | 0.0466 (12) | 0.0206 (10) | 0.0256 (11) | 0.0150 (10) |
Geometric parameters (Å, º) top
Co1—O1w | 2.0869 (18) | C5—H5 | 0.9300 |
Co1—O1 | 2.0934 (17) | C6—C7 | 1.391 (3) |
Co1—N1 | 2.1739 (18) | C6—C9 | 1.480 (3) |
Co2—O7 | 2.0383 (15) | C7—C8 | 1.375 (3) |
Co2—N3 | 2.1698 (17) | C7—H7 | 0.9300 |
Co2—O2w | 2.1718 (17) | C8—H8 | 0.9300 |
Co1—O1wi | 2.0869 (18) | C10—C11 | 1.386 (3) |
Co1—O1i | 2.0934 (17) | C10—H10 | 0.9300 |
Co1—N1i | 2.1739 (18) | C11—C12 | 1.382 (3) |
Co2—O7ii | 2.0383 (15) | C11—H11 | 0.9300 |
Co2—N3ii | 2.1698 (17) | C12—C13 | 1.384 (3) |
Co2—O2wii | 2.1718 (17) | C12—C15 | 1.491 (3) |
O1w—H1w1 | 0.84 (2) | C13—C14 | 1.379 (3) |
O1w—H1w2 | 0.851 (10) | C13—H13 | 0.9300 |
O2w—H2w1 | 0.845 (9) | C14—H14 | 0.9300 |
O2w—H2w2 | 0.851 (19) | C15—C19 | 1.383 (3) |
O3w—H3w1 | 0.8500 | C15—C16 | 1.392 (3) |
O3w—H3w2 | 0.8500 | C16—C17 | 1.378 (3) |
O4w—H4w1 | 0.868 (10) | C16—H16 | 0.9300 |
O4w—H4w2 | 0.88 (3) | C17—H17 | 0.9300 |
O5w—H5w1 | 0.86 (3) | C18—C19 | 1.381 (3) |
O5w—H5w2 | 0.86 (3) | C18—H18 | 0.9300 |
O6w—H6w1 | 0.846 (10) | C19—H19 | 0.9300 |
O6w—H6w2 | 0.84 (3) | C20—C21 | 1.512 (3) |
O1—C1 | 1.273 (2) | C21—H21A | 0.9700 |
O2—C1 | 1.233 (3) | C21—H21B | 0.9700 |
O3—C3 | 1.363 (3) | C22—C23 | 1.380 (3) |
O3—C2 | 1.430 (3) | C22—C27 | 1.389 (3) |
O4—C9 | 1.214 (3) | C23—C24 | 1.375 (3) |
O5—C9 | 1.312 (3) | C23—H23 | 0.9300 |
O5—H12 | 0.857 (10) | C24—C25 | 1.388 (3) |
O6—C20 | 1.222 (3) | C24—H24 | 0.9300 |
O7—C20 | 1.268 (2) | C25—C26 | 1.393 (3) |
O8—C22 | 1.363 (3) | C25—C28 | 1.484 (3) |
O8—C21 | 1.435 (3) | C26—C27 | 1.377 (3) |
O9—C28 | 1.208 (3) | C26—H26 | 0.9300 |
O10—C28 | 1.316 (3) | C27—H27 | 0.9300 |
O10—H9 | 0.853 (10) | C29—C30 | 1.383 (3) |
N1—C10 | 1.333 (3) | C29—H29 | 0.9300 |
N1—C14 | 1.335 (3) | C30—C31 | 1.395 (3) |
N2—C18 | 1.328 (3) | C30—H30 | 0.9300 |
N2—C17 | 1.337 (3) | C31—C32 | 1.386 (3) |
N3—C29 | 1.336 (3) | C31—C34 | 1.490 (2) |
N3—C33 | 1.343 (3) | C32—C33 | 1.379 (3) |
N4—C36 | 1.330 (3) | C32—H32 | 0.9300 |
N4—C37 | 1.332 (3) | C33—H33 | 0.9300 |
C1—C2 | 1.518 (3) | C34—C38 | 1.382 (3) |
C2—H2A | 0.9700 | C34—C35 | 1.394 (3) |
C2—H2B | 0.9700 | C35—C36 | 1.382 (3) |
C3—C4 | 1.381 (3) | C35—H35 | 0.9300 |
C3—C8 | 1.385 (3) | C36—H36 | 0.9300 |
C4—C5 | 1.382 (3) | C37—C38 | 1.384 (3) |
C4—H4 | 0.9300 | C37—H37 | 0.9300 |
C5—C6 | 1.383 (3) | C38—H38 | 0.9300 |
O1w—Co1—O1wi | 180.0 | C7—C6—C9 | 119.44 (19) |
O1w—Co1—O1 | 91.61 (7) | C7—C8—C3 | 119.9 (2) |
O1w—Co1—O1i | 88.39 (7) | C7—C8—H8 | 120.1 |
O1w—Co1—N1 | 91.27 (8) | C8—C7—C6 | 121.08 (19) |
O1w—Co1—N1i | 88.73 (8) | C8—C7—H7 | 119.5 |
O1—Co1—O1i | 180.0 | C9—O5—H12 | 112 (2) |
O1—Co1—N1i | 89.34 (7) | C10—C11—H11 | 120.1 |
O1—Co1—N1 | 90.66 (7) | C10—N1—C14 | 116.53 (19) |
N1i—Co1—N1 | 180.0 | C10—N1—Co1 | 122.80 (15) |
O2wii—Co2—O2w | 180.0 | C11—C10—H10 | 118.3 |
O7—Co2—O2w | 96.64 (6) | C11—C12—C13 | 116.9 (2) |
O7—Co2—O2wii | 83.36 (6) | C11—C12—C15 | 121.8 (2) |
O7ii—Co2—O7 | 180.0 | C12—C11—C10 | 119.8 (2) |
O7—Co2—N3 | 89.48 (7) | C12—C11—H11 | 120.1 |
O7—Co2—N3ii | 90.52 (7) | C12—C13—H13 | 120.2 |
N3—Co2—O2w | 91.14 (7) | C13—C12—C15 | 121.3 (2) |
N3—Co2—O2wii | 88.86 (7) | C13—C14—H14 | 118.1 |
N3—Co2—N3ii | 180.0 | C14—C13—C12 | 119.6 (2) |
Co1—O1w—H1w1 | 113.9 (18) | C14—C13—H13 | 120.2 |
Co1—O1w—H1w2 | 134.5 (17) | C14—N1—Co1 | 120.63 (15) |
Co2—O2w—H2w1 | 115.1 (17) | C15—C16—H16 | 120.3 |
Co2—O2w—H2w2 | 108.5 (17) | C15—C19—H19 | 120.3 |
O1wi—Co1—N1 | 88.73 (8) | C16—C15—C12 | 121.3 (2) |
O1wi—Co1—N1i | 91.27 (8) | C16—C17—H17 | 118.1 |
O1wi—Co1—O1 | 88.39 (7) | C17—C16—C15 | 119.3 (2) |
O1wi—Co1—O1i | 91.61 (7) | C17—C16—H16 | 120.3 |
O7ii—Co2—N3ii | 89.48 (7) | C18—C19—C15 | 119.5 (2) |
O7ii—Co2—N3 | 90.52 (7) | C18—C19—H19 | 120.3 |
O7ii—Co2—O2w | 83.36 (6) | C18—N2—C17 | 116.5 (2) |
O7ii—Co2—O2wii | 96.64 (6) | C19—C15—C12 | 121.7 (2) |
O1—C1—C2 | 112.4 (2) | C19—C15—C16 | 117.0 (2) |
O1i—Co1—N1 | 89.34 (7) | C19—C18—H18 | 118.0 |
O1i—Co1—N1i | 90.66 (7) | C20—C21—H21A | 108.6 |
O2—C1—C2 | 121.18 (19) | C20—C21—H21B | 108.6 |
O2—C1—O1 | 126.5 (2) | C20—O7—Co2 | 132.88 (15) |
O3—C2—C1 | 114.5 (2) | C22—C23—H23 | 120.2 |
O3—C2—H2A | 108.6 | C22—C27—H27 | 120.3 |
O3—C2—H2B | 108.6 | C22—O8—C21 | 116.93 (17) |
O3—C3—C4 | 125.05 (19) | C23—C22—C27 | 120.3 (2) |
O3—C3—C8 | 115.14 (19) | C23—C24—C25 | 121.1 (2) |
O4—C9—C6 | 122.3 (2) | C23—C24—H24 | 119.4 |
O4—C9—O5 | 123.6 (2) | C24—C23—C22 | 119.7 (2) |
O5—C9—C6 | 114.1 (2) | C24—C23—H23 | 120.2 |
O6—C20—C21 | 121.59 (19) | C24—C25—C26 | 118.5 (2) |
O6—C20—O7 | 126.6 (2) | C24—C25—C28 | 121.2 (2) |
O7—C20—C21 | 111.8 (2) | C25—C24—H24 | 119.4 |
O8—C21—C20 | 114.9 (2) | C25—C26—H26 | 119.6 |
O8—C21—H21A | 108.6 | C26—C25—C28 | 120.34 (19) |
O8—C21—H21B | 108.6 | C26—C27—C22 | 119.5 (2) |
O8—C22—C23 | 124.18 (18) | C26—C27—H27 | 120.3 |
O8—C22—C27 | 115.5 (2) | C27—C26—C25 | 120.90 (19) |
O9—C28—C25 | 123.0 (2) | C27—C26—H26 | 119.6 |
O9—C28—O10 | 123.9 (2) | C28—O10—H9 | 109 (2) |
O10—C28—C25 | 113.14 (19) | C29—C30—C31 | 119.90 (19) |
N1—C10—C11 | 123.3 (2) | C29—C30—H30 | 120.0 |
N1—C10—H10 | 118.3 | C29—N3—C33 | 116.58 (17) |
N1—C14—C13 | 123.8 (2) | C29—N3—Co2 | 122.90 (13) |
N1—C14—H14 | 118.1 | C30—C29—H29 | 118.3 |
N2—C17—C16 | 123.7 (2) | C30—C31—C34 | 122.17 (18) |
N2—C17—H17 | 118.1 | C31—C30—H30 | 120.0 |
N2—C18—C19 | 123.9 (2) | C31—C32—H32 | 120.0 |
N2—C18—H18 | 118.0 | C32—C31—C30 | 116.52 (17) |
N3—C29—C30 | 123.37 (19) | C32—C31—C34 | 121.30 (18) |
N3—C29—H29 | 118.3 | C32—C33—H33 | 118.2 |
N3—C33—C32 | 123.6 (2) | C33—C32—C31 | 119.96 (19) |
N3—C33—H33 | 118.2 | C33—C32—H32 | 120.0 |
N3ii—Co2—O2w | 88.86 (7) | C33—N3—Co2 | 120.17 (14) |
N3ii—Co2—O2wii | 91.14 (7) | C34—C35—H35 | 120.3 |
N4—C36—C35 | 124.5 (2) | C34—C38—C37 | 120.4 (2) |
N4—C36—H36 | 117.8 | C34—C38—H38 | 119.8 |
N4—C37—C38 | 123.6 (2) | C35—C34—C31 | 121.67 (19) |
N4—C37—H37 | 118.2 | C35—C36—H36 | 117.8 |
C1—C2—H2A | 108.6 | C36—C35—C34 | 119.4 (2) |
C1—C2—H2B | 108.6 | C36—C35—H35 | 120.3 |
C1—O1—Co1 | 127.28 (15) | C36—N4—C37 | 115.99 (19) |
C3—C4—C5 | 119.7 (2) | C37—C38—H38 | 119.8 |
C3—C4—H4 | 120.1 | C38—C34—C31 | 122.22 (19) |
C3—C8—H8 | 120.1 | C38—C34—C35 | 116.09 (18) |
C3—O3—C2 | 118.65 (17) | C38—C37—H37 | 118.2 |
C4—C3—C8 | 119.8 (2) | H1w1—O1w—H1w2 | 110.0 (16) |
C4—C5—C6 | 121.2 (2) | H2w1—O2w—H2w2 | 107.9 (14) |
C4—C5—H5 | 119.4 | H2A—C2—H2B | 107.6 |
C5—C4—H4 | 120.1 | H3w1—O3w—H3w2 | 107.7 |
C5—C6—C7 | 118.3 (2) | H4w1—O4w—H4w2 | 106 (3) |
C5—C6—C9 | 122.3 (2) | H5w1—O5w—H5w2 | 107.3 (16) |
C6—C5—H5 | 119.4 | H6w1—O6w—H6w2 | 111.3 (17) |
C6—C7—H7 | 119.5 | H21A—C21—H21B | 107.5 |
O1w—Co1—O1—C1 | 31.00 (18) | C11—C12—C15—C19 | 151.8 (2) |
O1wi—Co1—O1—C1 | −149.00 (18) | C13—C12—C15—C19 | −27.3 (3) |
N1i—Co1—O1—C1 | −57.70 (18) | C11—C12—C15—C16 | −27.0 (3) |
N1—Co1—O1—C1 | 122.30 (18) | C13—C12—C15—C16 | 153.9 (2) |
N3—Co2—O7—C20 | −99.70 (19) | C19—C15—C16—C17 | −1.8 (3) |
N3ii—Co2—O7—C20 | 80.30 (19) | C12—C15—C16—C17 | 177.1 (2) |
O2wii—Co2—O7—C20 | 171.38 (18) | C18—N2—C17—C16 | 1.9 (4) |
O2w—Co2—O7—C20 | −8.62 (18) | C15—C16—C17—N2 | 0.0 (4) |
O1w—Co1—N1—C10 | −32.98 (17) | C17—N2—C18—C19 | −1.9 (4) |
O1wi—Co1—N1—C10 | 147.02 (17) | N2—C18—C19—C15 | 0.1 (4) |
O1—Co1—N1—C10 | −124.60 (17) | C16—C15—C19—C18 | 1.7 (3) |
O1i—Co1—N1—C10 | 55.40 (17) | C12—C15—C19—C18 | −177.1 (2) |
O1w—Co1—N1—C14 | 144.77 (18) | Co2—O7—C20—O6 | 6.0 (3) |
O1wi—Co1—N1—C14 | −35.23 (18) | Co2—O7—C20—C21 | −174.08 (14) |
O1—Co1—N1—C14 | 53.15 (18) | C22—O8—C21—C20 | −75.4 (3) |
O1i—Co1—N1—C14 | −126.85 (18) | O6—C20—C21—O8 | −14.7 (3) |
O7ii—Co2—N3—C29 | −28.45 (16) | O7—C20—C21—O8 | 165.39 (17) |
O7—Co2—N3—C29 | 151.55 (16) | C21—O8—C22—C23 | 9.9 (3) |
O2wii—Co2—N3—C29 | −125.08 (16) | C21—O8—C22—C27 | −169.9 (2) |
O2w—Co2—N3—C29 | 54.92 (16) | O8—C22—C23—C24 | −179.7 (2) |
O7ii—Co2—N3—C33 | 144.50 (16) | C27—C22—C23—C24 | 0.1 (4) |
O7—Co2—N3—C33 | −35.50 (16) | C22—C23—C24—C25 | 1.0 (4) |
O2wii—Co2—N3—C33 | 47.87 (15) | C23—C24—C25—C26 | −0.8 (4) |
O2w—Co2—N3—C33 | −132.13 (15) | C23—C24—C25—C28 | 177.9 (2) |
Co1—O1—C1—O2 | −30.3 (3) | C24—C25—C26—C27 | −0.4 (4) |
Co1—O1—C1—C2 | 150.31 (15) | C28—C25—C26—C27 | −179.1 (2) |
C3—O3—C2—C1 | 88.3 (3) | C25—C26—C27—C22 | 1.4 (4) |
O2—C1—C2—O3 | 4.1 (3) | O8—C22—C27—C26 | 178.6 (2) |
O1—C1—C2—O3 | −176.50 (18) | C23—C22—C27—C26 | −1.2 (4) |
C2—O3—C3—C4 | −16.1 (4) | C24—C25—C28—O9 | −160.5 (2) |
C2—O3—C3—C8 | 163.6 (2) | C26—C25—C28—O9 | 18.1 (4) |
O3—C3—C4—C5 | 178.2 (2) | C24—C25—C28—O10 | 19.1 (3) |
C8—C3—C4—C5 | −1.5 (4) | C26—C25—C28—O10 | −162.3 (2) |
C3—C4—C5—C6 | −0.7 (4) | C33—N3—C29—C30 | −1.9 (3) |
C4—C5—C6—C7 | 1.7 (4) | Co2—N3—C29—C30 | 171.29 (14) |
C4—C5—C6—C9 | −178.2 (2) | N3—C29—C30—C31 | −0.9 (3) |
C5—C6—C7—C8 | −0.6 (4) | C29—C30—C31—C32 | 3.1 (3) |
C9—C6—C7—C8 | 179.4 (2) | C29—C30—C31—C34 | −175.99 (17) |
C6—C7—C8—C3 | −1.6 (4) | C30—C31—C32—C33 | −2.4 (3) |
O3—C3—C8—C7 | −177.1 (2) | C34—C31—C32—C33 | 176.65 (18) |
C4—C3—C8—C7 | 2.6 (4) | C29—N3—C33—C32 | 2.6 (3) |
C5—C6—C9—O4 | 165.0 (2) | Co2—N3—C33—C32 | −170.77 (16) |
C7—C6—C9—O4 | −14.9 (4) | C31—C32—C33—N3 | −0.4 (3) |
C5—C6—C9—O5 | −15.6 (3) | C32—C31—C34—C38 | 9.5 (3) |
C7—C6—C9—O5 | 164.4 (2) | C30—C31—C34—C38 | −171.4 (2) |
C14—N1—C10—C11 | 0.0 (3) | C32—C31—C34—C35 | −168.9 (2) |
Co1—N1—C10—C11 | 177.80 (16) | C30—C31—C34—C35 | 10.1 (3) |
N1—C10—C11—C12 | −0.6 (3) | C38—C34—C35—C36 | −0.1 (3) |
C10—C11—C12—C13 | 0.3 (3) | C31—C34—C35—C36 | 178.4 (2) |
C10—C11—C12—C15 | −178.78 (18) | C37—N4—C36—C35 | 1.7 (4) |
C11—C12—C13—C14 | 0.4 (3) | C34—C35—C36—N4 | −0.9 (4) |
C15—C12—C13—C14 | 179.5 (2) | C36—N4—C37—C38 | −1.6 (4) |
C10—N1—C14—C13 | 0.8 (3) | C35—C34—C38—C37 | 0.2 (3) |
Co1—N1—C14—C13 | −177.04 (17) | C31—C34—C38—C37 | −178.3 (2) |
C12—C13—C14—N1 | −1.0 (4) | N4—C37—C38—C34 | 0.7 (4) |
Symmetry codes: (i) −x, −y+1, −z; (ii) −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 | 0.84 (2) | 2.06 (2) | 2.765 (3) | 141 (2) |
O1w—H1w2···O5wiii | 0.85 (1) | 2.01 (1) | 2.835 (3) | 165 (2) |
O2w—H2w1···N4iv | 0.85 (1) | 2.05 (1) | 2.884 (2) | 167 (2) |
O2w—H2w2···N2v | 0.85 (2) | 1.98 (1) | 2.801 (3) | 161 (2) |
O3w—H3w1···O2wiii | 0.85 | 2.05 | 2.867 (2) | 160 |
O3w—H3w2···O2 | 0.85 | 2.09 | 2.843 (2) | 147 |
O4w—H4w1···O3wvi | 0.87 (1) | 1.96 (1) | 2.828 (3) | 176 (3) |
O4w—H4w2···O3wvii | 0.88 (3) | 1.94 (3) | 2.808 (3) | 173 (3) |
O5w—H5w1···O4vii | 0.86 (3) | 2.14 (2) | 2.869 (3) | 143 (3) |
O5w—H5w2···O6 | 0.86 (3) | 1.79 (3) | 2.638 (3) | 168 (4) |
O6w—H6w1···O5wviii | 0.85 (1) | 1.97 (2) | 2.734 (3) | 150 (3) |
O6w—H6w2···O1ix | 0.84 (3) | 2.17 (3) | 2.995 (3) | 165 (3) |
O5—H12···O6w | 0.86 (1) | 1.77 (1) | 2.614 (3) | 170 (4) |
O10—H9···O4w | 0.85 (1) | 1.71 (1) | 2.561 (2) | 174 (3) |
Symmetry codes: (iii) x−1, y, z−1; (iv) x, y−1, z; (v) x+1, y+1, z+1; (vi) −x, −y, −z; (vii) x, y−1, z+1; (viii) −x+1, −y+2, −z+1; (ix) x, y+1, z. |