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metal-organic compounds
The CoII atom in the title compound, [Co(C24H20N3O)2], is chelated by two deprotonated 4-[(benzylamino)phenylmethylene]-5-methyl-2-phenylpyrazol-3-one ligands through their amide N and carbonyl O atoms in a tetrahedral geometry.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806038049/bt2184sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806038049/bt2184Isup2.hkl |
CCDC reference: 624009
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.054
- wR factor = 0.155
- Data-to-parameter ratio = 17.9
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.12 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C2 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C3 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C1 PLAT380_ALERT_4_C Check Incorrectly? Oriented X(sp2)-Methyl Moiety C10
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 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
Computing details top
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; 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.
Bis{(Z)-4-[(benzylamino)phenylmethylene]-3-methyl-1-phenylpyrazol-5(4H)- onato-κ2N4,O}cobalt(II) top
Crystal data top
[Co(C24H20N3O)2] | F(000) = 1652 |
Mr = 791.79 | Dx = 1.307 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 5392 reflections |
a = 19.736 (1) Å | θ = 2.2–23.3° |
b = 17.389 (1) Å | µ = 0.47 mm−1 |
c = 12.002 (1) Å | T = 293 K |
β = 102.234 (1)° | Block, red |
V = 4025.4 (4) Å3 | 0.36 × 0.30 × 0.20 mm |
Z = 4 |
Data collection top
Bruker SMART CCD area-detector diffractometer | 9243 independent reflections |
Radiation source: fine-focus sealed tube | 6652 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.063 |
ω and φ scans | θmax = 27.5°, θmin = 1.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −25→25 |
Tmin = 0.848, Tmax = 0.911 | k = −22→22 |
46193 measured reflections | l = −15→15 |
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) = 0.155 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0922P)2] where P = (Fo2 + 2Fc2)/3 |
9243 reflections | (Δ/σ)max = 0.001 |
516 parameters | Δρmax = 0.40 e Å−3 |
0 restraints | Δρmin = −0.36 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Co1 | 0.736584 (15) | 0.551448 (18) | 0.96606 (3) | 0.04179 (12) | |
O1 | 0.69737 (7) | 0.59734 (10) | 1.08401 (13) | 0.0445 (4) | |
O2 | 0.80377 (8) | 0.59485 (9) | 0.88807 (14) | 0.0455 (4) | |
N1 | 0.59945 (9) | 0.63426 (10) | 1.15012 (15) | 0.0385 (4) | |
N2 | 0.52838 (9) | 0.64119 (11) | 1.11013 (16) | 0.0432 (4) | |
N3 | 0.64936 (10) | 0.54842 (10) | 0.84668 (15) | 0.0405 (4) | |
N4 | 0.89612 (9) | 0.57558 (11) | 0.79952 (16) | 0.0419 (4) | |
N5 | 0.94599 (10) | 0.52018 (12) | 0.79313 (18) | 0.0499 (5) | |
N6 | 0.79141 (10) | 0.45726 (10) | 1.02064 (16) | 0.0410 (4) | |
C1 | 0.62785 (12) | 0.65516 (13) | 1.26572 (19) | 0.0415 (5) | |
C2 | 0.69749 (15) | 0.6593 (3) | 1.3071 (3) | 0.0932 (13) | |
H2 | 0.7280 | 0.6479 | 1.2601 | 0.112* | |
C3 | 0.72276 (18) | 0.6805 (3) | 1.4191 (3) | 0.1110 (16) | |
H3 | 0.7704 | 0.6819 | 1.4473 | 0.133* | |
C4 | 0.67933 (17) | 0.69925 (19) | 1.4888 (2) | 0.0732 (9) | |
H4 | 0.6969 | 0.7164 | 1.5627 | 0.088* | |
C5 | 0.61049 (16) | 0.69271 (17) | 1.4491 (2) | 0.0613 (7) | |
H5 | 0.5805 | 0.7028 | 1.4975 | 0.074* | |
C6 | 0.58365 (13) | 0.67120 (15) | 1.3375 (2) | 0.0492 (6) | |
H6 | 0.5359 | 0.6676 | 1.3110 | 0.059* | |
C7 | 0.63141 (11) | 0.60780 (12) | 1.06704 (18) | 0.0356 (5) | |
C8 | 0.57848 (11) | 0.59769 (12) | 0.96831 (18) | 0.0357 (5) | |
C9 | 0.51639 (11) | 0.61963 (13) | 1.00285 (19) | 0.0402 (5) | |
C10 | 0.44256 (13) | 0.61918 (18) | 0.9383 (2) | 0.0609 (7) | |
H10A | 0.4131 | 0.6379 | 0.9865 | 0.091* | |
H10B | 0.4293 | 0.5676 | 0.9145 | 0.091* | |
H10C | 0.4380 | 0.6517 | 0.8725 | 0.091* | |
C11 | 0.58911 (11) | 0.57367 (12) | 0.85901 (18) | 0.0370 (5) | |
C12 | 0.53017 (11) | 0.58208 (13) | 0.75794 (18) | 0.0391 (5) | |
C13 | 0.52056 (13) | 0.65253 (14) | 0.7020 (2) | 0.0493 (6) | |
H13 | 0.5501 | 0.6934 | 0.7279 | 0.059* | |
C14 | 0.46735 (14) | 0.66178 (17) | 0.6086 (2) | 0.0596 (7) | |
H14 | 0.4606 | 0.7093 | 0.5725 | 0.072* | |
C15 | 0.42392 (15) | 0.60161 (18) | 0.5677 (2) | 0.0652 (8) | |
H15 | 0.3887 | 0.6079 | 0.5034 | 0.078* | |
C16 | 0.43333 (16) | 0.53216 (17) | 0.6230 (3) | 0.0684 (8) | |
H16 | 0.4039 | 0.4913 | 0.5966 | 0.082* | |
C17 | 0.48615 (14) | 0.52259 (15) | 0.7176 (2) | 0.0554 (7) | |
H17 | 0.4920 | 0.4753 | 0.7545 | 0.067* | |
C18 | 0.66102 (13) | 0.52508 (15) | 0.7343 (2) | 0.0484 (6) | |
H18A | 0.6997 | 0.5540 | 0.7175 | 0.058* | |
H18B | 0.6202 | 0.5372 | 0.6763 | 0.058* | |
C19 | 0.67619 (13) | 0.44037 (15) | 0.7302 (2) | 0.0479 (6) | |
C20 | 0.63469 (15) | 0.38599 (17) | 0.7661 (2) | 0.0614 (7) | |
H20 | 0.5991 | 0.4018 | 0.8006 | 0.074* | |
C21 | 0.64510 (18) | 0.30877 (19) | 0.7517 (3) | 0.0810 (9) | |
H21 | 0.6167 | 0.2729 | 0.7767 | 0.097* | |
C22 | 0.6971 (2) | 0.2844 (2) | 0.7008 (3) | 0.0849 (11) | |
H22 | 0.7032 | 0.2322 | 0.6892 | 0.102* | |
C23 | 0.73919 (19) | 0.3365 (2) | 0.6676 (3) | 0.0813 (11) | |
H23 | 0.7750 | 0.3197 | 0.6342 | 0.098* | |
C24 | 0.73028 (14) | 0.4151 (2) | 0.6823 (2) | 0.0620 (7) | |
H24 | 0.7604 | 0.4503 | 0.6602 | 0.074* | |
C25 | 0.89187 (11) | 0.64160 (13) | 0.72845 (19) | 0.0418 (5) | |
C26 | 0.85470 (14) | 0.70598 (15) | 0.7466 (2) | 0.0584 (7) | |
H26 | 0.8318 | 0.7074 | 0.8068 | 0.070* | |
C27 | 0.85187 (16) | 0.76813 (17) | 0.6746 (3) | 0.0684 (8) | |
H27 | 0.8265 | 0.8113 | 0.6864 | 0.082* | |
C28 | 0.88553 (15) | 0.76764 (18) | 0.5862 (3) | 0.0662 (8) | |
H28 | 0.8831 | 0.8099 | 0.5381 | 0.079* | |
C29 | 0.92289 (15) | 0.70411 (19) | 0.5696 (2) | 0.0675 (8) | |
H29 | 0.9463 | 0.7034 | 0.5100 | 0.081* | |
C30 | 0.92621 (13) | 0.64128 (16) | 0.6397 (2) | 0.0530 (6) | |
H30 | 0.9517 | 0.5983 | 0.6273 | 0.064* | |
C31 | 0.85385 (11) | 0.55289 (12) | 0.86968 (19) | 0.0371 (5) | |
C32 | 0.87692 (11) | 0.47909 (13) | 0.91061 (18) | 0.0373 (5) | |
C33 | 0.93495 (12) | 0.46388 (13) | 0.8595 (2) | 0.0446 (5) | |
C34 | 0.98351 (14) | 0.39704 (17) | 0.8733 (3) | 0.0670 (8) | |
H34A | 1.0186 | 0.4060 | 0.8303 | 0.101* | |
H34B | 0.9582 | 0.3512 | 0.8460 | 0.101* | |
H34C | 1.0049 | 0.3909 | 0.9524 | 0.101* | |
C35 | 0.84583 (11) | 0.43295 (12) | 0.98494 (18) | 0.0374 (5) | |
C36 | 0.87414 (11) | 0.35352 (13) | 1.01540 (19) | 0.0400 (5) | |
C37 | 0.92530 (13) | 0.33872 (15) | 1.1096 (2) | 0.0535 (6) | |
H37 | 0.9449 | 0.3789 | 1.1567 | 0.064* | |
C38 | 0.94786 (15) | 0.26404 (17) | 1.1346 (3) | 0.0666 (8) | |
H38 | 0.9826 | 0.2544 | 1.1987 | 0.080* | |
C39 | 0.91973 (15) | 0.20444 (16) | 1.0663 (3) | 0.0653 (8) | |
H39 | 0.9348 | 0.1544 | 1.0843 | 0.078* | |
C40 | 0.86956 (16) | 0.21863 (16) | 0.9719 (3) | 0.0693 (8) | |
H40 | 0.8507 | 0.1783 | 0.9245 | 0.083* | |
C41 | 0.84648 (15) | 0.29311 (15) | 0.9461 (2) | 0.0586 (7) | |
H41 | 0.8121 | 0.3024 | 0.8816 | 0.070* | |
C42 | 0.76378 (13) | 0.41295 (15) | 1.1051 (2) | 0.0500 (6) | |
H42A | 0.7806 | 0.3605 | 1.1064 | 0.060* | |
H42B | 0.7136 | 0.4116 | 1.0829 | 0.060* | |
C43 | 0.78480 (14) | 0.44697 (14) | 1.2227 (2) | 0.0490 (6) | |
C44 | 0.84736 (16) | 0.48181 (19) | 1.2611 (3) | 0.0703 (8) | |
H44 | 0.8781 | 0.4872 | 1.2125 | 0.084* | |
C45 | 0.86546 (19) | 0.5091 (2) | 1.3716 (3) | 0.0880 (11) | |
H45 | 0.9077 | 0.5342 | 1.3960 | 0.106* | |
C46 | 0.8225 (2) | 0.4999 (2) | 1.4446 (3) | 0.0961 (12) | |
H46 | 0.8359 | 0.5159 | 1.5200 | 0.115* | |
C47 | 0.7590 (2) | 0.4667 (3) | 1.4062 (3) | 0.0957 (12) | |
H47 | 0.7283 | 0.4619 | 1.4549 | 0.115* | |
C48 | 0.74038 (16) | 0.44053 (18) | 1.2965 (2) | 0.0678 (8) | |
H48 | 0.6971 | 0.4180 | 1.2713 | 0.081* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.03705 (19) | 0.0500 (2) | 0.0405 (2) | 0.00366 (13) | 0.01302 (14) | −0.00146 (13) |
O1 | 0.0330 (8) | 0.0635 (11) | 0.0377 (8) | 0.0061 (7) | 0.0094 (6) | −0.0073 (7) |
O2 | 0.0446 (9) | 0.0404 (9) | 0.0573 (10) | 0.0050 (7) | 0.0241 (8) | 0.0023 (7) |
N1 | 0.0328 (9) | 0.0464 (11) | 0.0369 (10) | 0.0020 (8) | 0.0088 (7) | −0.0035 (8) |
N2 | 0.0348 (10) | 0.0514 (12) | 0.0448 (11) | 0.0033 (8) | 0.0115 (8) | −0.0014 (9) |
N3 | 0.0430 (11) | 0.0467 (11) | 0.0331 (10) | −0.0010 (8) | 0.0111 (8) | −0.0044 (8) |
N4 | 0.0400 (10) | 0.0428 (10) | 0.0463 (11) | 0.0022 (8) | 0.0170 (9) | 0.0043 (9) |
N5 | 0.0464 (12) | 0.0526 (12) | 0.0564 (13) | 0.0066 (9) | 0.0238 (10) | 0.0033 (10) |
N6 | 0.0415 (10) | 0.0453 (11) | 0.0377 (10) | −0.0010 (8) | 0.0119 (8) | 0.0026 (8) |
C1 | 0.0462 (13) | 0.0429 (12) | 0.0376 (12) | −0.0013 (10) | 0.0138 (10) | −0.0027 (10) |
C2 | 0.0450 (16) | 0.182 (4) | 0.0538 (18) | −0.012 (2) | 0.0138 (13) | −0.046 (2) |
C3 | 0.0522 (19) | 0.210 (5) | 0.067 (2) | −0.012 (2) | 0.0051 (16) | −0.060 (3) |
C4 | 0.076 (2) | 0.096 (2) | 0.0451 (15) | −0.0031 (17) | 0.0085 (14) | −0.0235 (15) |
C5 | 0.077 (2) | 0.0675 (18) | 0.0470 (15) | −0.0012 (14) | 0.0295 (14) | −0.0137 (13) |
C6 | 0.0479 (14) | 0.0540 (15) | 0.0492 (14) | −0.0007 (11) | 0.0181 (11) | −0.0064 (11) |
C7 | 0.0380 (11) | 0.0355 (11) | 0.0345 (11) | 0.0007 (9) | 0.0104 (9) | 0.0015 (9) |
C8 | 0.0375 (11) | 0.0348 (11) | 0.0351 (11) | −0.0007 (9) | 0.0083 (9) | 0.0002 (9) |
C9 | 0.0356 (11) | 0.0432 (12) | 0.0420 (12) | 0.0013 (9) | 0.0089 (9) | 0.0023 (10) |
C10 | 0.0377 (13) | 0.090 (2) | 0.0545 (16) | 0.0061 (13) | 0.0086 (11) | −0.0014 (14) |
C11 | 0.0395 (12) | 0.0332 (11) | 0.0381 (12) | −0.0061 (9) | 0.0077 (9) | 0.0030 (9) |
C12 | 0.0404 (12) | 0.0430 (12) | 0.0343 (11) | −0.0007 (10) | 0.0089 (9) | 0.0010 (9) |
C13 | 0.0516 (14) | 0.0458 (13) | 0.0488 (14) | −0.0038 (11) | 0.0071 (11) | 0.0062 (11) |
C14 | 0.0605 (17) | 0.0609 (17) | 0.0557 (16) | 0.0056 (13) | 0.0083 (13) | 0.0229 (13) |
C15 | 0.0626 (17) | 0.078 (2) | 0.0464 (15) | 0.0017 (15) | −0.0075 (13) | 0.0061 (14) |
C16 | 0.0643 (18) | 0.0619 (18) | 0.0668 (19) | −0.0114 (14) | −0.0138 (15) | −0.0022 (15) |
C17 | 0.0581 (16) | 0.0432 (13) | 0.0578 (16) | −0.0064 (12) | −0.0040 (12) | 0.0072 (12) |
C18 | 0.0520 (14) | 0.0622 (15) | 0.0334 (12) | −0.0017 (12) | 0.0145 (10) | −0.0044 (11) |
C19 | 0.0449 (13) | 0.0681 (17) | 0.0304 (11) | 0.0035 (12) | 0.0076 (10) | −0.0112 (11) |
C20 | 0.0608 (17) | 0.0614 (17) | 0.0665 (18) | 0.0035 (13) | 0.0236 (14) | −0.0096 (14) |
C21 | 0.082 (2) | 0.063 (2) | 0.097 (3) | −0.0044 (17) | 0.016 (2) | −0.0138 (18) |
C22 | 0.094 (3) | 0.077 (2) | 0.078 (2) | 0.026 (2) | 0.004 (2) | −0.0241 (19) |
C23 | 0.075 (2) | 0.118 (3) | 0.0517 (17) | 0.045 (2) | 0.0141 (15) | −0.0129 (18) |
C24 | 0.0521 (15) | 0.098 (2) | 0.0368 (13) | 0.0146 (15) | 0.0117 (11) | −0.0029 (14) |
C25 | 0.0367 (12) | 0.0462 (13) | 0.0413 (12) | −0.0081 (10) | 0.0056 (10) | 0.0041 (10) |
C26 | 0.0570 (16) | 0.0563 (16) | 0.0668 (17) | 0.0073 (12) | 0.0242 (14) | 0.0132 (13) |
C27 | 0.0636 (18) | 0.0523 (16) | 0.089 (2) | 0.0046 (13) | 0.0164 (16) | 0.0209 (15) |
C28 | 0.0554 (17) | 0.0691 (19) | 0.0678 (19) | −0.0156 (14) | −0.0015 (14) | 0.0294 (15) |
C29 | 0.0631 (18) | 0.088 (2) | 0.0538 (17) | −0.0181 (16) | 0.0180 (14) | 0.0158 (15) |
C30 | 0.0505 (14) | 0.0608 (16) | 0.0509 (15) | −0.0049 (12) | 0.0178 (12) | 0.0056 (12) |
C31 | 0.0337 (11) | 0.0419 (12) | 0.0361 (11) | −0.0046 (9) | 0.0082 (9) | −0.0051 (9) |
C32 | 0.0356 (11) | 0.0403 (12) | 0.0363 (11) | 0.0006 (9) | 0.0078 (9) | −0.0019 (9) |
C33 | 0.0419 (13) | 0.0448 (13) | 0.0491 (14) | 0.0041 (10) | 0.0146 (11) | 0.0012 (11) |
C34 | 0.0593 (17) | 0.0600 (17) | 0.091 (2) | 0.0200 (13) | 0.0361 (16) | 0.0111 (15) |
C35 | 0.0372 (11) | 0.0394 (11) | 0.0330 (11) | −0.0026 (9) | 0.0016 (9) | −0.0005 (9) |
C36 | 0.0372 (12) | 0.0417 (12) | 0.0413 (12) | −0.0013 (9) | 0.0086 (9) | 0.0037 (10) |
C37 | 0.0474 (14) | 0.0510 (15) | 0.0564 (15) | −0.0041 (11) | −0.0016 (12) | 0.0060 (12) |
C38 | 0.0528 (16) | 0.0612 (18) | 0.079 (2) | 0.0047 (13) | −0.0021 (14) | 0.0229 (16) |
C39 | 0.0612 (17) | 0.0456 (15) | 0.089 (2) | 0.0071 (13) | 0.0159 (16) | 0.0163 (15) |
C40 | 0.075 (2) | 0.0447 (15) | 0.084 (2) | −0.0018 (14) | 0.0073 (17) | −0.0127 (14) |
C41 | 0.0651 (17) | 0.0525 (15) | 0.0513 (15) | −0.0014 (13) | −0.0027 (13) | −0.0021 (12) |
C42 | 0.0459 (14) | 0.0559 (15) | 0.0511 (15) | −0.0068 (11) | 0.0171 (11) | 0.0066 (12) |
C43 | 0.0553 (15) | 0.0516 (14) | 0.0417 (13) | −0.0017 (11) | 0.0143 (11) | 0.0089 (11) |
C44 | 0.073 (2) | 0.084 (2) | 0.0589 (18) | −0.0204 (17) | 0.0235 (15) | −0.0082 (16) |
C45 | 0.083 (2) | 0.112 (3) | 0.068 (2) | −0.035 (2) | 0.0126 (18) | −0.018 (2) |
C46 | 0.114 (3) | 0.130 (4) | 0.0432 (18) | −0.017 (3) | 0.0147 (19) | −0.0106 (19) |
C47 | 0.097 (3) | 0.150 (4) | 0.0465 (18) | −0.022 (3) | 0.0297 (18) | 0.000 (2) |
C48 | 0.0641 (18) | 0.095 (2) | 0.0481 (16) | −0.0094 (16) | 0.0196 (14) | 0.0069 (15) |
Geometric parameters (Å, º) top
Co1—O1 | 1.925 (2) | C20—C21 | 1.375 (4) |
Co1—O2 | 1.931 (2) | C20—H20 | 0.9300 |
Co1—N3 | 1.993 (2) | C21—C22 | 1.368 (5) |
Co1—N6 | 1.996 (2) | C21—H21 | 0.9300 |
O1—C7 | 1.287 (2) | C22—C23 | 1.346 (5) |
O2—C31 | 1.285 (3) | C22—H22 | 0.9300 |
N1—C7 | 1.368 (3) | C23—C24 | 1.393 (5) |
N1—N2 | 1.388 (2) | C23—H23 | 0.9300 |
N1—C1 | 1.429 (3) | C24—H24 | 0.9300 |
N2—C9 | 1.314 (3) | C25—C30 | 1.379 (3) |
N3—C11 | 1.305 (3) | C25—C26 | 1.381 (3) |
N3—C18 | 1.472 (3) | C26—C27 | 1.378 (4) |
N4—C31 | 1.363 (3) | C26—H26 | 0.9300 |
N4—N5 | 1.391 (3) | C27—C28 | 1.365 (4) |
N4—C25 | 1.422 (3) | C27—H27 | 0.9300 |
N5—C33 | 1.309 (3) | C28—C29 | 1.366 (4) |
N6—C35 | 1.308 (3) | C28—H28 | 0.9300 |
N6—C42 | 1.467 (3) | C29—C30 | 1.372 (4) |
C1—C2 | 1.361 (4) | C29—H29 | 0.9300 |
C1—C6 | 1.378 (3) | C30—H30 | 0.9300 |
C2—C3 | 1.380 (4) | C31—C32 | 1.414 (3) |
C2—H2 | 0.9300 | C32—C35 | 1.431 (3) |
C3—C4 | 1.358 (4) | C32—C33 | 1.434 (3) |
C3—H3 | 0.9300 | C33—C34 | 1.493 (3) |
C4—C5 | 1.346 (4) | C34—H34A | 0.9600 |
C4—H4 | 0.9300 | C34—H34B | 0.9600 |
C5—C6 | 1.384 (4) | C34—H34C | 0.9600 |
C5—H5 | 0.9300 | C35—C36 | 1.506 (3) |
C6—H6 | 0.9300 | C36—C37 | 1.371 (3) |
C7—C8 | 1.415 (3) | C36—C41 | 1.378 (3) |
C8—C9 | 1.426 (3) | C37—C38 | 1.385 (4) |
C8—C11 | 1.434 (3) | C37—H37 | 0.9300 |
C9—C10 | 1.498 (3) | C38—C39 | 1.364 (4) |
C10—H10A | 0.9600 | C38—H38 | 0.9300 |
C10—H10B | 0.9600 | C39—C40 | 1.360 (4) |
C10—H10C | 0.9600 | C39—H39 | 0.9300 |
C11—C12 | 1.499 (3) | C40—C41 | 1.386 (4) |
C12—C17 | 1.371 (3) | C40—H40 | 0.9300 |
C12—C13 | 1.390 (3) | C41—H41 | 0.9300 |
C13—C14 | 1.374 (4) | C42—C43 | 1.505 (4) |
C13—H13 | 0.9300 | C42—H42A | 0.9700 |
C14—C15 | 1.375 (4) | C42—H42B | 0.9700 |
C14—H14 | 0.9300 | C43—C44 | 1.365 (4) |
C15—C16 | 1.372 (4) | C43—C48 | 1.376 (4) |
C15—H15 | 0.9300 | C44—C45 | 1.383 (4) |
C16—C17 | 1.379 (4) | C44—H44 | 0.9300 |
C16—H16 | 0.9300 | C45—C46 | 1.352 (5) |
C17—H17 | 0.9300 | C45—H45 | 0.9300 |
C18—C19 | 1.506 (4) | C46—C47 | 1.367 (5) |
C18—H18A | 0.9700 | C46—H46 | 0.9300 |
C18—H18B | 0.9700 | C47—C48 | 1.369 (4) |
C19—C20 | 1.379 (4) | C47—H47 | 0.9300 |
C19—C24 | 1.387 (3) | C48—H48 | 0.9300 |
O1—Co1—O2 | 128.2 (1) | C22—C21—H21 | 119.8 |
O1—Co1—N3 | 96.8 (1) | C20—C21—H21 | 119.8 |
O1—Co1—N6 | 111.9 (1) | C23—C22—C21 | 119.5 (3) |
O2—Co1—N3 | 103.8 (1) | C23—C22—H22 | 120.3 |
O2—Co1—N6 | 95.7 (1) | C21—C22—H22 | 120.3 |
N3—Co1—N6 | 122.7 (1) | C22—C23—C24 | 121.3 (3) |
C7—O1—Co1 | 119.54 (13) | C22—C23—H23 | 119.3 |
C31—O2—Co1 | 119.58 (14) | C24—C23—H23 | 119.3 |
C7—N1—N2 | 111.44 (17) | C19—C24—C23 | 119.5 (3) |
C7—N1—C1 | 130.31 (18) | C19—C24—H24 | 120.2 |
N2—N1—C1 | 118.25 (17) | C23—C24—H24 | 120.2 |
C9—N2—N1 | 105.84 (17) | C30—C25—C26 | 119.3 (2) |
C11—N3—C18 | 121.31 (19) | C30—C25—N4 | 119.0 (2) |
C11—N3—Co1 | 125.34 (15) | C26—C25—N4 | 121.7 (2) |
C18—N3—Co1 | 112.75 (15) | C27—C26—C25 | 119.3 (3) |
C31—N4—N5 | 111.49 (18) | C27—C26—H26 | 120.4 |
C31—N4—C25 | 129.65 (19) | C25—C26—H26 | 120.4 |
N5—N4—C25 | 118.60 (18) | C28—C27—C26 | 121.4 (3) |
C33—N5—N4 | 105.87 (18) | C28—C27—H27 | 119.3 |
C35—N6—C42 | 120.52 (19) | C26—C27—H27 | 119.3 |
C35—N6—Co1 | 125.69 (15) | C27—C28—C29 | 119.0 (3) |
C42—N6—Co1 | 113.75 (15) | C27—C28—H28 | 120.5 |
C2—C1—C6 | 119.0 (2) | C29—C28—H28 | 120.5 |
C2—C1—N1 | 121.7 (2) | C28—C29—C30 | 120.7 (3) |
C6—C1—N1 | 119.2 (2) | C28—C29—H29 | 119.6 |
C1—C2—C3 | 119.9 (3) | C30—C29—H29 | 119.6 |
C1—C2—H2 | 120.1 | C29—C30—C25 | 120.2 (3) |
C3—C2—H2 | 120.1 | C29—C30—H30 | 119.9 |
C4—C3—C2 | 121.2 (3) | C25—C30—H30 | 119.9 |
C4—C3—H3 | 119.4 | O2—C31—N4 | 122.4 (2) |
C2—C3—H3 | 119.4 | O2—C31—C32 | 131.2 (2) |
C5—C4—C3 | 118.9 (3) | N4—C31—C32 | 106.44 (18) |
C5—C4—H4 | 120.5 | C31—C32—C35 | 125.18 (19) |
C3—C4—H4 | 120.5 | C31—C32—C33 | 104.26 (19) |
C4—C5—C6 | 121.1 (2) | C35—C32—C33 | 130.5 (2) |
C4—C5—H5 | 119.5 | N5—C33—C32 | 111.9 (2) |
C6—C5—H5 | 119.5 | N5—C33—C34 | 117.6 (2) |
C1—C6—C5 | 119.8 (2) | C32—C33—C34 | 130.4 (2) |
C1—C6—H6 | 120.1 | C33—C34—H34A | 109.5 |
C5—C6—H6 | 120.1 | C33—C34—H34B | 109.5 |
O1—C7—N1 | 122.65 (19) | H34A—C34—H34B | 109.5 |
O1—C7—C8 | 131.11 (19) | C33—C34—H34C | 109.5 |
N1—C7—C8 | 106.24 (18) | H34A—C34—H34C | 109.5 |
C7—C8—C9 | 104.53 (18) | H34B—C34—H34C | 109.5 |
C7—C8—C11 | 125.26 (19) | N6—C35—C32 | 120.9 (2) |
C9—C8—C11 | 130.2 (2) | N6—C35—C36 | 120.34 (19) |
N2—C9—C8 | 111.95 (19) | C32—C35—C36 | 118.66 (19) |
N2—C9—C10 | 117.5 (2) | C37—C36—C41 | 118.8 (2) |
C8—C9—C10 | 130.5 (2) | C37—C36—C35 | 122.9 (2) |
C9—C10—H10A | 109.5 | C41—C36—C35 | 118.3 (2) |
C9—C10—H10B | 109.5 | C36—C37—C38 | 120.1 (3) |
H10A—C10—H10B | 109.5 | C36—C37—H37 | 119.9 |
C9—C10—H10C | 109.5 | C38—C37—H37 | 119.9 |
H10A—C10—H10C | 109.5 | C39—C38—C37 | 120.7 (3) |
H10B—C10—H10C | 109.5 | C39—C38—H38 | 119.6 |
N3—C11—C8 | 121.0 (2) | C37—C38—H38 | 119.6 |
N3—C11—C12 | 120.69 (19) | C40—C39—C38 | 119.6 (3) |
C8—C11—C12 | 118.23 (19) | C40—C39—H39 | 120.2 |
C17—C12—C13 | 118.9 (2) | C38—C39—H39 | 120.2 |
C17—C12—C11 | 122.5 (2) | C39—C40—C41 | 120.2 (3) |
C13—C12—C11 | 118.6 (2) | C39—C40—H40 | 119.9 |
C14—C13—C12 | 120.0 (2) | C41—C40—H40 | 119.9 |
C14—C13—H13 | 120.0 | C36—C41—C40 | 120.5 (2) |
C12—C13—H13 | 120.0 | C36—C41—H41 | 119.7 |
C13—C14—C15 | 120.9 (2) | C40—C41—H41 | 119.7 |
C13—C14—H14 | 119.6 | N6—C42—C43 | 111.8 (2) |
C15—C14—H14 | 119.6 | N6—C42—H42A | 109.2 |
C16—C15—C14 | 119.1 (3) | C43—C42—H42A | 109.2 |
C16—C15—H15 | 120.4 | N6—C42—H42B | 109.2 |
C14—C15—H15 | 120.4 | C43—C42—H42B | 109.2 |
C15—C16—C17 | 120.4 (3) | H42A—C42—H42B | 107.9 |
C15—C16—H16 | 119.8 | C44—C43—C48 | 118.2 (3) |
C17—C16—H16 | 119.8 | C44—C43—C42 | 122.8 (2) |
C12—C17—C16 | 120.8 (2) | C48—C43—C42 | 119.0 (2) |
C12—C17—H17 | 119.6 | C43—C44—C45 | 120.5 (3) |
C16—C17—H17 | 119.6 | C43—C44—H44 | 119.7 |
N3—C18—C19 | 111.7 (2) | C45—C44—H44 | 119.7 |
N3—C18—H18A | 109.3 | C46—C45—C44 | 120.7 (3) |
C19—C18—H18A | 109.3 | C46—C45—H45 | 119.7 |
N3—C18—H18B | 109.3 | C44—C45—H45 | 119.7 |
C19—C18—H18B | 109.3 | C45—C46—C47 | 119.2 (3) |
H18A—C18—H18B | 107.9 | C45—C46—H46 | 120.4 |
C20—C19—C24 | 118.2 (3) | C47—C46—H46 | 120.4 |
C20—C19—C18 | 121.7 (2) | C46—C47—C48 | 120.3 (3) |
C24—C19—C18 | 120.0 (2) | C46—C47—H47 | 119.8 |
C21—C20—C19 | 121.1 (3) | C48—C47—H47 | 119.8 |
C21—C20—H20 | 119.5 | C47—C48—C43 | 121.0 (3) |
C19—C20—H20 | 119.5 | C47—C48—H48 | 119.5 |
C22—C21—C20 | 120.3 (3) | C43—C48—H48 | 119.5 |
O2—Co1—O1—C7 | 119.67 (16) | Co1—N3—C18—C19 | 73.6 (2) |
N3—Co1—O1—C7 | 6.03 (17) | N3—C18—C19—C20 | 49.8 (3) |
N6—Co1—O1—C7 | −123.34 (16) | N3—C18—C19—C24 | −134.6 (2) |
O1—Co1—O2—C31 | 137.09 (15) | C24—C19—C20—C21 | −2.0 (4) |
N3—Co1—O2—C31 | −112.43 (17) | C18—C19—C20—C21 | 173.6 (3) |
N6—Co1—O2—C31 | 13.26 (17) | C19—C20—C21—C22 | −0.2 (5) |
C7—N1—N2—C9 | −0.4 (2) | C20—C21—C22—C23 | 1.8 (5) |
C1—N1—N2—C9 | 179.14 (19) | C21—C22—C23—C24 | −1.1 (5) |
O1—Co1—N3—C11 | 1.07 (19) | C20—C19—C24—C23 | 2.7 (4) |
O2—Co1—N3—C11 | −131.11 (17) | C18—C19—C24—C23 | −173.0 (2) |
N6—Co1—N3—C11 | 122.65 (18) | C22—C23—C24—C19 | −1.2 (4) |
O1—Co1—N3—C18 | 172.24 (15) | C31—N4—C25—C30 | −159.9 (2) |
O2—Co1—N3—C18 | 40.07 (16) | N5—N4—C25—C30 | 13.6 (3) |
N6—Co1—N3—C18 | −66.18 (17) | C31—N4—C25—C26 | 20.5 (4) |
C31—N4—N5—C33 | −0.4 (3) | N5—N4—C25—C26 | −165.9 (2) |
C25—N4—N5—C33 | −175.1 (2) | C30—C25—C26—C27 | 1.0 (4) |
O1—Co1—N6—C35 | −148.61 (18) | N4—C25—C26—C27 | −179.5 (2) |
O2—Co1—N6—C35 | −13.32 (19) | C25—C26—C27—C28 | −0.6 (4) |
N3—Co1—N6—C35 | 97.15 (19) | C26—C27—C28—C29 | −0.2 (5) |
O1—Co1—N6—C42 | 33.62 (17) | C27—C28—C29—C30 | 0.6 (4) |
O2—Co1—N6—C42 | 168.91 (16) | C28—C29—C30—C25 | −0.2 (4) |
N3—Co1—N6—C42 | −80.62 (17) | C26—C25—C30—C29 | −0.6 (4) |
C7—N1—C1—C2 | 7.8 (4) | N4—C25—C30—C29 | 179.8 (2) |
N2—N1—C1—C2 | −171.6 (3) | Co1—O2—C31—N4 | 169.01 (16) |
C7—N1—C1—C6 | −171.8 (2) | Co1—O2—C31—C32 | −10.2 (3) |
N2—N1—C1—C6 | 8.8 (3) | N5—N4—C31—O2 | −179.7 (2) |
C6—C1—C2—C3 | −1.0 (6) | C25—N4—C31—O2 | −5.8 (4) |
N1—C1—C2—C3 | 179.4 (4) | N5—N4—C31—C32 | −0.3 (2) |
C1—C2—C3—C4 | −1.7 (7) | C25—N4—C31—C32 | 173.6 (2) |
C2—C3—C4—C5 | 3.8 (7) | O2—C31—C32—C35 | 1.0 (4) |
C3—C4—C5—C6 | −3.4 (5) | N4—C31—C32—C35 | −178.3 (2) |
C2—C1—C6—C5 | 1.4 (4) | O2—C31—C32—C33 | −179.8 (2) |
N1—C1—C6—C5 | −179.0 (2) | N4—C31—C32—C33 | 0.9 (2) |
C4—C5—C6—C1 | 0.9 (4) | N4—N5—C33—C32 | 1.0 (3) |
Co1—O1—C7—N1 | 174.58 (15) | N4—N5—C33—C34 | −177.3 (2) |
Co1—O1—C7—C8 | −6.7 (3) | C31—C32—C33—N5 | −1.2 (3) |
N2—N1—C7—O1 | 179.45 (19) | C35—C32—C33—N5 | 177.9 (2) |
C1—N1—C7—O1 | 0.0 (3) | C31—C32—C33—C34 | 176.9 (3) |
N2—N1—C7—C8 | 0.4 (2) | C35—C32—C33—C34 | −4.0 (4) |
C1—N1—C7—C8 | −179.0 (2) | C42—N6—C35—C32 | −174.3 (2) |
O1—C7—C8—C9 | −179.2 (2) | Co1—N6—C35—C32 | 8.1 (3) |
N1—C7—C8—C9 | −0.3 (2) | C42—N6—C35—C36 | 9.7 (3) |
O1—C7—C8—C11 | −1.6 (4) | Co1—N6—C35—C36 | −167.93 (15) |
N1—C7—C8—C11 | 177.25 (19) | C31—C32—C35—N6 | 0.4 (3) |
N1—N2—C9—C8 | 0.1 (2) | C33—C32—C35—N6 | −178.5 (2) |
N1—N2—C9—C10 | 178.3 (2) | C31—C32—C35—C36 | 176.5 (2) |
C7—C8—C9—N2 | 0.1 (3) | C33—C32—C35—C36 | −2.4 (3) |
C11—C8—C9—N2 | −177.3 (2) | N6—C35—C36—C37 | −92.3 (3) |
C7—C8—C9—C10 | −177.7 (2) | C32—C35—C36—C37 | 91.6 (3) |
C11—C8—C9—C10 | 4.9 (4) | N6—C35—C36—C41 | 86.7 (3) |
C18—N3—C11—C8 | −178.8 (2) | C32—C35—C36—C41 | −89.4 (3) |
Co1—N3—C11—C8 | −8.3 (3) | C41—C36—C37—C38 | −0.8 (4) |
C18—N3—C11—C12 | −1.9 (3) | C35—C36—C37—C38 | 178.3 (2) |
Co1—N3—C11—C12 | 168.53 (15) | C36—C37—C38—C39 | 0.1 (4) |
C7—C8—C11—N3 | 9.9 (3) | C37—C38—C39—C40 | 0.8 (5) |
C9—C8—C11—N3 | −173.1 (2) | C38—C39—C40—C41 | −0.9 (5) |
C7—C8—C11—C12 | −167.0 (2) | C37—C36—C41—C40 | 0.6 (4) |
C9—C8—C11—C12 | 9.9 (3) | C35—C36—C41—C40 | −178.5 (2) |
N3—C11—C12—C17 | 86.6 (3) | C39—C40—C41—C36 | 0.2 (5) |
C8—C11—C12—C17 | −96.5 (3) | C35—N6—C42—C43 | 101.7 (3) |
N3—C11—C12—C13 | −92.4 (3) | Co1—N6—C42—C43 | −80.4 (2) |
C8—C11—C12—C13 | 84.6 (3) | N6—C42—C43—C44 | −34.5 (4) |
C17—C12—C13—C14 | 0.5 (4) | N6—C42—C43—C48 | 147.9 (2) |
C11—C12—C13—C14 | 179.5 (2) | C48—C43—C44—C45 | 0.5 (5) |
C12—C13—C14—C15 | −1.3 (4) | C42—C43—C44—C45 | −177.1 (3) |
C13—C14—C15—C16 | 1.5 (5) | C43—C44—C45—C46 | 1.9 (6) |
C14—C15—C16—C17 | −0.8 (5) | C44—C45—C46—C47 | −3.4 (6) |
C13—C12—C17—C16 | 0.2 (4) | C45—C46—C47—C48 | 2.5 (7) |
C11—C12—C17—C16 | −178.7 (2) | C46—C47—C48—C43 | 0.0 (6) |
C15—C16—C17—C12 | −0.1 (5) | C44—C43—C48—C47 | −1.5 (5) |
C11—N3—C18—C19 | −114.8 (2) | C42—C43—C48—C47 | 176.3 (3) |
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