Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806017569/ac2018sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806017569/ac2018Isup2.hkl |
CCDC reference: 610675
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; 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: SHELXTL.
[Ni(C14H10N2O2Cl2)2(C5H5N)2] | F(000) = 1708 |
Mr = 835.41 | Dx = 1.491 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 6285 reflections |
a = 13.1832 (5) Å | θ = 4.2–26° |
b = 12.2799 (5) Å | µ = 0.80 mm−1 |
c = 23.2108 (10) Å | T = 298 K |
β = 97.934 (2)° | Block, red |
V = 3721.6 (3) Å3 | 0.36 × 0.26 × 0.14 mm |
Z = 4 |
Bruker SMART APEX area-detector diffractometer | 7675 independent reflections |
Radiation source: fine-focus sealed tube | 5595 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
ω scans | θmax = 26.5°, θmin = 1.8° |
Absorption correction: multi-scan SADABS (Sheldrick, 1996) | h = −16→16 |
Tmin = 0.778, Tmax = 0.889 | k = −15→15 |
21284 measured reflections | l = −29→19 |
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)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.101 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0365P)2 + 1.8102P] where P = (Fo2 + 2Fc2)/3 |
7675 reflections | (Δ/σ)max = 0.001 |
478 parameters | Δρmax = 0.34 e Å−3 |
0 restraints | Δρmin = −0.49 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. 7 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. |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.87434 (2) | 0.26989 (3) | 0.067192 (15) | 0.03582 (11) | |
Cl1 | 0.89929 (7) | 0.51534 (8) | 0.27489 (4) | 0.0762 (3) | |
O1 | 1.20502 (16) | 0.17079 (19) | 0.22770 (9) | 0.0688 (7) | |
H1A | 1.1468 | 0.1958 | 0.2221 | 0.103* | |
N1 | 1.02769 (15) | 0.21291 (17) | 0.17027 (9) | 0.0416 (5) | |
H1 | 1.0678 | 0.2140 | 0.2028 | 0.050* | |
C1 | 1.15579 (18) | 0.1173 (2) | 0.12755 (11) | 0.0378 (6) | |
Cl2 | 0.49244 (7) | 0.46032 (9) | 0.24861 (4) | 0.0850 (3) | |
O2 | 0.99755 (12) | 0.17200 (14) | 0.07302 (7) | 0.0396 (4) | |
N2 | 0.92930 (15) | 0.25626 (16) | 0.16362 (9) | 0.0374 (5) | |
C2 | 1.2260 (2) | 0.1208 (2) | 0.17896 (12) | 0.0468 (7) | |
Cl3 | 1.21386 (7) | 0.44734 (8) | 0.19762 (4) | 0.0737 (3) | |
N3 | 0.86746 (16) | 0.50311 (16) | 0.10059 (9) | 0.0404 (5) | |
H3 | 0.8806 | 0.5653 | 0.1170 | 0.048* | |
C3 | 1.3216 (2) | 0.0729 (3) | 0.17986 (14) | 0.0604 (9) | |
H3A | 1.3691 | 0.0775 | 0.2133 | 0.072* | |
Cl4 | 1.41347 (6) | 0.26763 (8) | 0.03510 (5) | 0.0837 (3) | |
O4 | 0.75276 (12) | 0.37117 (13) | 0.06475 (8) | 0.0418 (4) | |
N4 | 0.94316 (15) | 0.43352 (16) | 0.08588 (9) | 0.0368 (5) | |
C4 | 1.3469 (2) | 0.0189 (3) | 0.13221 (15) | 0.0664 (9) | |
H4 | 1.4107 | −0.0141 | 0.1339 | 0.080* | |
N5 | 0.86422 (17) | 0.26375 (18) | −0.02711 (10) | 0.0441 (5) | |
C5 | 1.2782 (2) | 0.0132 (3) | 0.08176 (14) | 0.0637 (9) | |
H5 | 1.2952 | −0.0237 | 0.0494 | 0.076* | |
N6 | 0.77143 (16) | 0.13164 (17) | 0.06705 (9) | 0.0408 (5) | |
C6 | 1.1844 (2) | 0.0627 (2) | 0.07998 (12) | 0.0498 (7) | |
H6 | 1.1385 | 0.0595 | 0.0458 | 0.060* | |
C7 | 1.05400 (18) | 0.17030 (19) | 0.12270 (11) | 0.0349 (6) | |
C8 | 0.9068 (2) | 0.3036 (2) | 0.20931 (12) | 0.0452 (7) | |
H8 | 0.9583 | 0.3116 | 0.2407 | 0.054* | |
C9 | 0.8051 (2) | 0.3459 (2) | 0.21517 (11) | 0.0422 (6) | |
C10 | 0.7921 (2) | 0.4401 (2) | 0.24677 (11) | 0.0467 (7) | |
C11 | 0.6969 (2) | 0.4764 (3) | 0.25657 (12) | 0.0539 (8) | |
H11 | 0.6904 | 0.5399 | 0.2776 | 0.065* | |
C12 | 0.6124 (2) | 0.4173 (3) | 0.23468 (13) | 0.0546 (8) | |
C13 | 0.6204 (2) | 0.3239 (3) | 0.20286 (13) | 0.0566 (8) | |
H13 | 0.5623 | 0.2845 | 0.1882 | 0.068* | |
C14 | 0.7168 (2) | 0.2894 (2) | 0.19300 (12) | 0.0488 (7) | |
H14 | 0.7226 | 0.2269 | 0.1710 | 0.059* | |
C15 | 0.68979 (19) | 0.5372 (2) | 0.09965 (11) | 0.0391 (6) | |
C16 | 0.7077 (2) | 0.6370 (2) | 0.12918 (12) | 0.0439 (6) | |
C17 | 0.6248 (3) | 0.6985 (2) | 0.14192 (14) | 0.0589 (8) | |
H17 | 0.6366 | 0.7631 | 0.1626 | 0.071* | |
C18 | 0.5266 (3) | 0.6653 (3) | 0.12448 (16) | 0.0699 (10) | |
H18 | 0.4722 | 0.7078 | 0.1330 | 0.084* | |
C19 | 0.5074 (2) | 0.5688 (3) | 0.09408 (17) | 0.0702 (10) | |
H19 | 0.4405 | 0.5467 | 0.0817 | 0.084* | |
C20 | 0.5887 (2) | 0.5057 (2) | 0.08237 (14) | 0.0547 (8) | |
H20 | 0.5757 | 0.4404 | 0.0624 | 0.066* | |
C21 | 0.77397 (19) | 0.46507 (19) | 0.08714 (11) | 0.0350 (6) | |
C22 | 1.0344 (2) | 0.4671 (2) | 0.10227 (12) | 0.0445 (7) | |
H22 | 1.0435 | 0.5295 | 0.1251 | 0.053* | |
C23 | 1.12506 (19) | 0.4116 (2) | 0.08676 (12) | 0.0414 (6) | |
C24 | 1.2145 (2) | 0.4029 (2) | 0.12691 (12) | 0.0470 (7) | |
C25 | 1.3026 (2) | 0.3576 (2) | 0.11156 (14) | 0.0539 (8) | |
H25 | 1.3615 | 0.3523 | 0.1385 | 0.065* | |
C26 | 1.3016 (2) | 0.3206 (2) | 0.05578 (15) | 0.0528 (8) | |
C27 | 1.2152 (2) | 0.3262 (2) | 0.01507 (13) | 0.0519 (7) | |
H27 | 1.2158 | 0.2998 | −0.0225 | 0.062* | |
C28 | 1.1274 (2) | 0.3719 (2) | 0.03131 (12) | 0.0467 (7) | |
H28 | 1.0685 | 0.3760 | 0.0042 | 0.056* | |
C29 | 0.7866 (2) | 0.3100 (2) | −0.06183 (12) | 0.0521 (7) | |
H29 | 0.7389 | 0.3504 | −0.0449 | 0.063* | |
C30 | 0.7740 (3) | 0.3003 (3) | −0.12136 (14) | 0.0640 (9) | |
H30 | 0.7187 | 0.3337 | −0.1437 | 0.077* | |
C31 | 0.8425 (3) | 0.2422 (3) | −0.14755 (14) | 0.0688 (10) | |
H31 | 0.8347 | 0.2344 | −0.1878 | 0.083* | |
C32 | 0.9238 (3) | 0.1950 (3) | −0.11273 (14) | 0.0747 (10) | |
H32 | 0.9727 | 0.1555 | −0.1291 | 0.090* | |
C33 | 0.9315 (3) | 0.2072 (3) | −0.05323 (13) | 0.0603 (9) | |
H33 | 0.9863 | 0.1745 | −0.0301 | 0.072* | |
C34 | 0.6691 (2) | 0.1428 (2) | 0.05504 (12) | 0.0481 (7) | |
H34 | 0.6425 | 0.2113 | 0.0447 | 0.058* | |
C35 | 0.6020 (2) | 0.0573 (2) | 0.05739 (14) | 0.0566 (8) | |
H35 | 0.5317 | 0.0684 | 0.0489 | 0.068* | |
C36 | 0.6398 (3) | −0.0433 (3) | 0.07231 (14) | 0.0604 (8) | |
H36 | 0.5958 | −0.1021 | 0.0739 | 0.072* | |
C37 | 0.7436 (3) | −0.0569 (2) | 0.08497 (14) | 0.0618 (9) | |
H37 | 0.7712 | −0.1249 | 0.0955 | 0.074* | |
C38 | 0.8064 (2) | 0.0319 (2) | 0.08180 (13) | 0.0516 (7) | |
H38 | 0.8768 | 0.0219 | 0.0904 | 0.062* | |
O3 | 0.80249 (15) | 0.67749 (16) | 0.14553 (9) | 0.0606 (6) | |
H3B | 0.8436 | 0.6272 | 0.1512 | 0.091* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.03363 (18) | 0.03468 (18) | 0.0375 (2) | 0.00444 (15) | −0.00078 (14) | −0.00058 (15) |
Cl1 | 0.0597 (5) | 0.0816 (6) | 0.0835 (7) | −0.0050 (5) | −0.0036 (4) | −0.0258 (5) |
O1 | 0.0582 (13) | 0.1007 (17) | 0.0425 (13) | 0.0293 (12) | −0.0107 (10) | −0.0089 (12) |
N1 | 0.0371 (12) | 0.0534 (14) | 0.0323 (12) | 0.0097 (10) | −0.0024 (9) | 0.0036 (10) |
C1 | 0.0344 (13) | 0.0389 (14) | 0.0399 (16) | 0.0036 (11) | 0.0051 (11) | 0.0081 (11) |
Cl2 | 0.0551 (5) | 0.1153 (8) | 0.0892 (7) | 0.0219 (5) | 0.0261 (5) | −0.0085 (6) |
O2 | 0.0373 (9) | 0.0442 (10) | 0.0355 (10) | 0.0079 (8) | −0.0016 (8) | −0.0016 (8) |
N2 | 0.0346 (11) | 0.0378 (12) | 0.0402 (13) | 0.0048 (9) | 0.0064 (9) | 0.0037 (9) |
C2 | 0.0417 (15) | 0.0576 (18) | 0.0400 (17) | 0.0096 (13) | 0.0022 (12) | 0.0071 (13) |
Cl3 | 0.0666 (5) | 0.0906 (6) | 0.0596 (5) | 0.0027 (5) | −0.0063 (4) | −0.0201 (4) |
N3 | 0.0397 (12) | 0.0311 (11) | 0.0498 (14) | 0.0019 (10) | 0.0048 (10) | −0.0062 (10) |
C3 | 0.0377 (16) | 0.087 (2) | 0.053 (2) | 0.0131 (16) | −0.0048 (14) | 0.0142 (17) |
Cl4 | 0.0486 (5) | 0.0766 (6) | 0.1316 (9) | 0.0044 (4) | 0.0327 (5) | −0.0162 (6) |
O4 | 0.0349 (9) | 0.0360 (10) | 0.0529 (12) | 0.0023 (8) | 0.0004 (8) | −0.0048 (8) |
N4 | 0.0354 (11) | 0.0352 (11) | 0.0398 (13) | 0.0027 (9) | 0.0049 (9) | 0.0044 (9) |
C4 | 0.0412 (17) | 0.094 (3) | 0.066 (2) | 0.0248 (17) | 0.0127 (15) | 0.0191 (19) |
N5 | 0.0448 (13) | 0.0443 (13) | 0.0408 (13) | 0.0020 (11) | −0.0025 (10) | 0.0011 (10) |
C5 | 0.0548 (19) | 0.086 (2) | 0.052 (2) | 0.0233 (18) | 0.0139 (15) | −0.0010 (17) |
N6 | 0.0419 (12) | 0.0367 (12) | 0.0429 (13) | 0.0012 (10) | 0.0021 (10) | −0.0034 (10) |
C6 | 0.0464 (16) | 0.0590 (18) | 0.0432 (17) | 0.0124 (14) | 0.0029 (13) | 0.0013 (14) |
C7 | 0.0356 (13) | 0.0319 (13) | 0.0363 (15) | 0.0005 (11) | 0.0017 (11) | 0.0044 (11) |
C8 | 0.0466 (16) | 0.0540 (17) | 0.0345 (16) | 0.0076 (13) | 0.0043 (12) | 0.0025 (13) |
C9 | 0.0462 (15) | 0.0497 (16) | 0.0311 (15) | 0.0072 (13) | 0.0069 (11) | 0.0037 (12) |
C10 | 0.0468 (16) | 0.0559 (17) | 0.0361 (16) | 0.0024 (14) | 0.0016 (12) | −0.0026 (13) |
C11 | 0.0591 (19) | 0.0593 (19) | 0.0439 (18) | 0.0127 (16) | 0.0088 (14) | −0.0089 (14) |
C12 | 0.0486 (17) | 0.070 (2) | 0.0479 (19) | 0.0131 (16) | 0.0146 (14) | 0.0023 (15) |
C13 | 0.0464 (17) | 0.064 (2) | 0.060 (2) | −0.0038 (15) | 0.0093 (14) | 0.0011 (16) |
C14 | 0.0536 (17) | 0.0467 (17) | 0.0470 (17) | 0.0041 (14) | 0.0105 (13) | −0.0045 (13) |
C15 | 0.0406 (14) | 0.0339 (13) | 0.0440 (16) | 0.0020 (11) | 0.0096 (12) | 0.0045 (11) |
C16 | 0.0492 (16) | 0.0384 (15) | 0.0451 (17) | 0.0036 (13) | 0.0104 (13) | 0.0028 (12) |
C17 | 0.072 (2) | 0.0445 (17) | 0.065 (2) | 0.0079 (16) | 0.0248 (17) | −0.0031 (15) |
C18 | 0.058 (2) | 0.056 (2) | 0.103 (3) | 0.0162 (17) | 0.0363 (19) | 0.0052 (19) |
C19 | 0.0407 (17) | 0.056 (2) | 0.116 (3) | 0.0040 (15) | 0.0218 (18) | 0.007 (2) |
C20 | 0.0422 (16) | 0.0424 (16) | 0.081 (2) | 0.0006 (13) | 0.0123 (15) | 0.0007 (15) |
C21 | 0.0367 (13) | 0.0325 (13) | 0.0355 (15) | 0.0021 (11) | 0.0035 (11) | 0.0029 (11) |
C22 | 0.0398 (15) | 0.0396 (15) | 0.0539 (18) | −0.0034 (12) | 0.0055 (12) | −0.0030 (12) |
C23 | 0.0340 (13) | 0.0374 (14) | 0.0525 (18) | −0.0043 (11) | 0.0054 (12) | 0.0035 (12) |
C24 | 0.0385 (15) | 0.0467 (16) | 0.0548 (18) | −0.0032 (13) | 0.0028 (12) | −0.0034 (13) |
C25 | 0.0356 (15) | 0.0525 (18) | 0.071 (2) | 0.0003 (13) | −0.0020 (14) | 0.0014 (15) |
C26 | 0.0394 (15) | 0.0437 (16) | 0.079 (2) | 0.0002 (13) | 0.0197 (15) | 0.0007 (15) |
C27 | 0.0525 (18) | 0.0529 (18) | 0.0530 (19) | −0.0033 (14) | 0.0174 (14) | 0.0040 (14) |
C28 | 0.0418 (15) | 0.0504 (16) | 0.0476 (18) | −0.0023 (13) | 0.0050 (13) | 0.0059 (13) |
C29 | 0.0457 (16) | 0.0617 (18) | 0.0468 (18) | 0.0039 (14) | −0.0014 (13) | 0.0063 (14) |
C30 | 0.061 (2) | 0.078 (2) | 0.049 (2) | −0.0068 (18) | −0.0106 (16) | 0.0133 (17) |
C31 | 0.082 (2) | 0.086 (3) | 0.0348 (18) | −0.009 (2) | −0.0025 (17) | 0.0002 (17) |
C32 | 0.095 (3) | 0.086 (3) | 0.042 (2) | 0.019 (2) | 0.0081 (18) | −0.0079 (17) |
C33 | 0.066 (2) | 0.068 (2) | 0.0446 (19) | 0.0192 (17) | −0.0019 (15) | −0.0027 (15) |
C34 | 0.0440 (16) | 0.0401 (15) | 0.0587 (19) | 0.0004 (13) | 0.0017 (13) | −0.0043 (13) |
C35 | 0.0483 (17) | 0.0523 (18) | 0.069 (2) | −0.0063 (15) | 0.0082 (15) | −0.0088 (15) |
C36 | 0.067 (2) | 0.0473 (18) | 0.068 (2) | −0.0164 (16) | 0.0112 (16) | −0.0037 (15) |
C37 | 0.075 (2) | 0.0357 (16) | 0.074 (2) | 0.0008 (16) | 0.0080 (17) | 0.0069 (15) |
C38 | 0.0492 (17) | 0.0423 (16) | 0.061 (2) | 0.0028 (14) | 0.0006 (14) | −0.0002 (14) |
O3 | 0.0558 (13) | 0.0462 (11) | 0.0771 (15) | 0.0029 (10) | −0.0007 (11) | −0.0138 (10) |
Co1—O2 | 2.0103 (16) | C13—C14 | 1.388 (4) |
Co1—O4 | 2.0233 (17) | C13—H13 | 0.9300 |
Co1—N6 | 2.173 (2) | C14—H14 | 0.9300 |
Co1—N5 | 2.176 (2) | C15—C20 | 1.392 (4) |
Co1—N4 | 2.223 (2) | C15—C16 | 1.408 (4) |
Co1—N2 | 2.262 (2) | C15—C21 | 1.480 (3) |
Cl1—C10 | 1.738 (3) | C16—O3 | 1.350 (3) |
O1—C2 | 1.349 (3) | C16—C17 | 1.392 (4) |
O1—H1A | 0.8200 | C17—C18 | 1.365 (4) |
N1—C7 | 1.311 (3) | C17—H17 | 0.9300 |
N1—N2 | 1.391 (3) | C18—C19 | 1.385 (5) |
N1—H1 | 0.8600 | C18—H18 | 0.9300 |
C1—C6 | 1.388 (4) | C19—C20 | 1.379 (4) |
C1—C2 | 1.406 (3) | C19—H19 | 0.9300 |
C1—C7 | 1.481 (3) | C20—H20 | 0.9300 |
Cl2—C12 | 1.739 (3) | C22—C23 | 1.464 (4) |
O2—C7 | 1.283 (3) | C22—H22 | 0.9300 |
N2—C8 | 1.280 (3) | C23—C28 | 1.380 (4) |
C2—C3 | 1.389 (4) | C23—C24 | 1.402 (3) |
Cl3—C24 | 1.731 (3) | C24—C25 | 1.378 (4) |
N3—C21 | 1.315 (3) | C25—C26 | 1.371 (4) |
N3—N4 | 1.392 (3) | C25—H25 | 0.9300 |
N3—H3 | 0.8600 | C26—C27 | 1.378 (4) |
C3—C4 | 1.369 (4) | C27—C28 | 1.385 (4) |
C3—H3A | 0.9300 | C27—H27 | 0.9300 |
Cl4—C26 | 1.739 (3) | C28—H28 | 0.9300 |
O4—C21 | 1.280 (3) | C29—C30 | 1.374 (4) |
N4—C22 | 1.278 (3) | C29—H29 | 0.9300 |
C4—C5 | 1.379 (4) | C30—C31 | 1.359 (5) |
C4—H4 | 0.9300 | C30—H30 | 0.9300 |
N5—C33 | 1.336 (4) | C31—C32 | 1.377 (5) |
N5—C29 | 1.338 (3) | C31—H31 | 0.9300 |
C5—C6 | 1.374 (4) | C32—C33 | 1.379 (4) |
C5—H5 | 0.9300 | C32—H32 | 0.9300 |
N6—C38 | 1.336 (3) | C33—H33 | 0.9300 |
N6—C34 | 1.346 (3) | C34—C35 | 1.379 (4) |
C6—H6 | 0.9300 | C34—H34 | 0.9300 |
C8—C9 | 1.461 (4) | C35—C36 | 1.359 (4) |
C8—H8 | 0.9300 | C35—H35 | 0.9300 |
C9—C14 | 1.391 (4) | C36—C37 | 1.370 (4) |
C9—C10 | 1.392 (4) | C36—H36 | 0.9300 |
C10—C11 | 1.380 (4) | C37—C38 | 1.377 (4) |
C11—C12 | 1.368 (4) | C37—H37 | 0.9300 |
C11—H11 | 0.9300 | C38—H38 | 0.9300 |
C12—C13 | 1.377 (4) | O3—H3B | 0.8200 |
O2—Co1—O4 | 177.50 (7) | C13—C14—H14 | 119.2 |
O2—Co1—N6 | 91.80 (8) | C9—C14—H14 | 119.2 |
O4—Co1—N6 | 89.32 (7) | C20—C15—C16 | 118.1 (2) |
O2—Co1—N5 | 89.07 (8) | C20—C15—C21 | 119.4 (2) |
O4—Co1—N5 | 93.14 (8) | C16—C15—C21 | 122.5 (2) |
N6—Co1—N5 | 91.14 (8) | O3—C16—C17 | 117.6 (3) |
O2—Co1—N4 | 102.90 (7) | O3—C16—C15 | 122.9 (2) |
O4—Co1—N4 | 75.54 (7) | C17—C16—C15 | 119.4 (3) |
N6—Co1—N4 | 160.84 (8) | C18—C17—C16 | 121.0 (3) |
N5—Co1—N4 | 101.21 (8) | C18—C17—H17 | 119.5 |
O2—Co1—N2 | 75.15 (7) | C16—C17—H17 | 119.5 |
O4—Co1—N2 | 102.57 (7) | C17—C18—C19 | 120.3 (3) |
N6—Co1—N2 | 93.34 (8) | C17—C18—H18 | 119.8 |
N5—Co1—N2 | 163.70 (8) | C19—C18—H18 | 119.8 |
N4—Co1—N2 | 78.90 (7) | C20—C19—C18 | 119.3 (3) |
C2—O1—H1A | 109.5 | C20—C19—H19 | 120.4 |
C7—N1—N2 | 114.23 (19) | C18—C19—H19 | 120.4 |
C7—N1—H1 | 122.9 | C19—C20—C15 | 121.7 (3) |
N2—N1—H1 | 122.9 | C19—C20—H20 | 119.1 |
C6—C1—C2 | 118.1 (2) | C15—C20—H20 | 119.1 |
C6—C1—C7 | 119.6 (2) | O4—C21—N3 | 124.2 (2) |
C2—C1—C7 | 122.3 (2) | O4—C21—C15 | 119.4 (2) |
C7—O2—Co1 | 115.67 (16) | N3—C21—C15 | 116.4 (2) |
C8—N2—N1 | 113.7 (2) | N4—C22—C23 | 122.9 (2) |
C8—N2—Co1 | 135.00 (17) | N4—C22—H22 | 118.5 |
N1—N2—Co1 | 107.73 (15) | C23—C22—H22 | 118.5 |
O1—C2—C3 | 118.1 (2) | C28—C23—C24 | 117.9 (2) |
O1—C2—C1 | 122.6 (2) | C28—C23—C22 | 121.2 (2) |
C3—C2—C1 | 119.3 (3) | C24—C23—C22 | 120.8 (3) |
C21—N3—N4 | 113.8 (2) | C25—C24—C23 | 121.3 (3) |
C21—N3—H3 | 123.1 | C25—C24—Cl3 | 119.1 (2) |
N4—N3—H3 | 123.1 | C23—C24—Cl3 | 119.5 (2) |
C4—C3—C2 | 121.0 (3) | C26—C25—C24 | 118.6 (3) |
C4—C3—H3A | 119.5 | C26—C25—H25 | 120.7 |
C2—C3—H3A | 119.5 | C24—C25—H25 | 120.7 |
C21—O4—Co1 | 114.50 (15) | C25—C26—C27 | 122.1 (3) |
C22—N4—N3 | 114.0 (2) | C25—C26—Cl4 | 119.1 (2) |
C22—N4—Co1 | 133.74 (18) | C27—C26—Cl4 | 118.8 (3) |
N3—N4—Co1 | 108.41 (14) | C26—C27—C28 | 118.4 (3) |
C3—C4—C5 | 120.4 (3) | C26—C27—H27 | 120.8 |
C3—C4—H4 | 119.8 | C28—C27—H27 | 120.8 |
C5—C4—H4 | 119.8 | C23—C28—C27 | 121.6 (3) |
C33—N5—C29 | 116.6 (3) | C23—C28—H28 | 119.2 |
C33—N5—Co1 | 121.47 (18) | C27—C28—H28 | 119.2 |
C29—N5—Co1 | 121.8 (2) | N5—C29—C30 | 123.0 (3) |
C6—C5—C4 | 119.0 (3) | N5—C29—H29 | 118.5 |
C6—C5—H5 | 120.5 | C30—C29—H29 | 118.5 |
C4—C5—H5 | 120.5 | C31—C30—C29 | 120.0 (3) |
C38—N6—C34 | 116.5 (2) | C31—C30—H30 | 120.0 |
C38—N6—Co1 | 121.50 (18) | C29—C30—H30 | 120.0 |
C34—N6—Co1 | 121.90 (17) | C30—C31—C32 | 118.0 (3) |
C5—C6—C1 | 122.2 (3) | C30—C31—H31 | 121.0 |
C5—C6—H6 | 118.9 | C32—C31—H31 | 121.0 |
C1—C6—H6 | 118.9 | C31—C32—C33 | 119.1 (3) |
O2—C7—N1 | 124.2 (2) | C31—C32—H32 | 120.4 |
O2—C7—C1 | 118.8 (2) | C33—C32—H32 | 120.4 |
N1—C7—C1 | 117.0 (2) | N5—C33—C32 | 123.3 (3) |
N2—C8—C9 | 124.0 (2) | N5—C33—H33 | 118.4 |
N2—C8—H8 | 118.0 | C32—C33—H33 | 118.4 |
C9—C8—H8 | 118.0 | N6—C34—C35 | 123.0 (3) |
C14—C9—C10 | 116.9 (2) | N6—C34—H34 | 118.5 |
C14—C9—C8 | 121.3 (3) | C35—C34—H34 | 118.5 |
C10—C9—C8 | 121.7 (2) | C36—C35—C34 | 119.2 (3) |
C11—C10—C9 | 122.4 (3) | C36—C35—H35 | 120.4 |
C11—C10—Cl1 | 118.5 (2) | C34—C35—H35 | 120.4 |
C9—C10—Cl1 | 119.1 (2) | C35—C36—C37 | 119.1 (3) |
C12—C11—C10 | 118.7 (3) | C35—C36—H36 | 120.5 |
C12—C11—H11 | 120.7 | C37—C36—H36 | 120.5 |
C10—C11—H11 | 120.7 | C36—C37—C38 | 118.8 (3) |
C11—C12—C13 | 121.5 (3) | C36—C37—H37 | 120.6 |
C11—C12—Cl2 | 119.0 (2) | C38—C37—H37 | 120.6 |
C13—C12—Cl2 | 119.5 (2) | N6—C38—C37 | 123.4 (3) |
C12—C13—C14 | 118.9 (3) | N6—C38—H38 | 118.3 |
C12—C13—H13 | 120.6 | C37—C38—H38 | 118.3 |
C14—C13—H13 | 120.6 | C16—O3—H3B | 109.5 |
C13—C14—C9 | 121.7 (3) | ||
O4—Co1—O2—C7 | 10.0 (18) | C6—C1—C7—N1 | 174.5 (2) |
N6—Co1—O2—C7 | −106.74 (18) | C2—C1—C7—N1 | −6.0 (4) |
N5—Co1—O2—C7 | 162.15 (18) | N1—N2—C8—C9 | −173.7 (2) |
N4—Co1—O2—C7 | 60.87 (18) | Co1—N2—C8—C9 | 31.0 (4) |
N2—Co1—O2—C7 | −13.76 (17) | N2—C8—C9—C14 | 39.6 (4) |
C7—N1—N2—C8 | −175.9 (2) | N2—C8—C9—C10 | −145.2 (3) |
C7—N1—N2—Co1 | −13.9 (2) | C14—C9—C10—C11 | 0.6 (4) |
O2—Co1—N2—C8 | 171.0 (3) | C8—C9—C10—C11 | −174.8 (3) |
O4—Co1—N2—C8 | −8.0 (3) | C14—C9—C10—Cl1 | −179.2 (2) |
N6—Co1—N2—C8 | −98.0 (3) | C8—C9—C10—Cl1 | 5.4 (4) |
N5—Co1—N2—C8 | 156.3 (3) | C9—C10—C11—C12 | 0.4 (4) |
N4—Co1—N2—C8 | 64.3 (3) | Cl1—C10—C11—C12 | −179.8 (2) |
O2—Co1—N2—N1 | 14.63 (14) | C10—C11—C12—C13 | −0.7 (5) |
O4—Co1—N2—N1 | −164.34 (14) | C10—C11—C12—Cl2 | 178.1 (2) |
N6—Co1—N2—N1 | 105.61 (15) | C11—C12—C13—C14 | 0.1 (5) |
N5—Co1—N2—N1 | −0.1 (4) | Cl2—C12—C13—C14 | −178.8 (2) |
N4—Co1—N2—N1 | −92.07 (15) | C12—C13—C14—C9 | 1.0 (4) |
C6—C1—C2—O1 | −179.3 (3) | C10—C9—C14—C13 | −1.3 (4) |
C7—C1—C2—O1 | 1.2 (4) | C8—C9—C14—C13 | 174.1 (3) |
C6—C1—C2—C3 | 1.9 (4) | C20—C15—C16—O3 | −177.0 (3) |
C7—C1—C2—C3 | −177.6 (3) | C21—C15—C16—O3 | 3.8 (4) |
O1—C2—C3—C4 | 178.6 (3) | C20—C15—C16—C17 | 2.3 (4) |
C1—C2—C3—C4 | −2.5 (5) | C21—C15—C16—C17 | −177.0 (3) |
O2—Co1—O4—C21 | 36.2 (18) | O3—C16—C17—C18 | 177.0 (3) |
N6—Co1—O4—C21 | 153.01 (18) | C15—C16—C17—C18 | −2.3 (5) |
N5—Co1—O4—C21 | −115.88 (18) | C16—C17—C18—C19 | 0.6 (5) |
N4—Co1—O4—C21 | −15.11 (17) | C17—C18—C19—C20 | 0.9 (5) |
N2—Co1—O4—C21 | 59.74 (18) | C18—C19—C20—C15 | −0.9 (5) |
C21—N3—N4—C22 | −175.7 (2) | C16—C15—C20—C19 | −0.7 (4) |
C21—N3—N4—Co1 | −14.8 (2) | C21—C15—C20—C19 | 178.5 (3) |
O2—Co1—N4—C22 | −6.5 (3) | Co1—O4—C21—N3 | 12.8 (3) |
O4—Co1—N4—C22 | 171.5 (3) | Co1—O4—C21—C15 | −166.74 (17) |
N6—Co1—N4—C22 | 132.7 (3) | N4—N3—C21—O4 | 2.7 (3) |
N5—Co1—N4—C22 | −98.2 (3) | N4—N3—C21—C15 | −177.7 (2) |
N2—Co1—N4—C22 | 65.2 (3) | C20—C15—C21—O4 | −5.4 (4) |
O2—Co1—N4—N3 | −162.14 (14) | C16—C15—C21—O4 | 173.9 (2) |
O4—Co1—N4—N3 | 15.86 (14) | C20—C15—C21—N3 | 175.0 (2) |
N6—Co1—N4—N3 | −22.9 (3) | C16—C15—C21—N3 | −5.7 (4) |
N5—Co1—N4—N3 | 106.24 (15) | N3—N4—C22—C23 | −174.3 (2) |
N2—Co1—N4—N3 | −90.37 (15) | Co1—N4—C22—C23 | 31.1 (4) |
C2—C3—C4—C5 | 1.4 (5) | N4—C22—C23—C28 | 42.3 (4) |
O2—Co1—N5—C33 | −0.7 (2) | N4—C22—C23—C24 | −141.6 (3) |
O4—Co1—N5—C33 | 178.1 (2) | C28—C23—C24—C25 | 0.9 (4) |
N6—Co1—N5—C33 | −92.5 (2) | C22—C23—C24—C25 | −175.4 (3) |
N4—Co1—N5—C33 | 102.3 (2) | C28—C23—C24—Cl3 | −177.8 (2) |
N2—Co1—N5—C33 | 13.5 (4) | C22—C23—C24—Cl3 | 5.9 (4) |
O2—Co1—N5—C29 | 174.7 (2) | C23—C24—C25—C26 | −0.1 (4) |
O4—Co1—N5—C29 | −6.5 (2) | Cl3—C24—C25—C26 | 178.6 (2) |
N6—Co1—N5—C29 | 82.9 (2) | C24—C25—C26—C27 | −0.8 (4) |
N4—Co1—N5—C29 | −82.4 (2) | C24—C25—C26—Cl4 | 177.8 (2) |
N2—Co1—N5—C29 | −171.1 (2) | C25—C26—C27—C28 | 0.8 (4) |
C3—C4—C5—C6 | 0.2 (5) | Cl4—C26—C27—C28 | −177.8 (2) |
O2—Co1—N6—C38 | 13.6 (2) | C24—C23—C28—C27 | −0.9 (4) |
O4—Co1—N6—C38 | −164.2 (2) | C22—C23—C28—C27 | 175.4 (3) |
N5—Co1—N6—C38 | 102.7 (2) | C26—C27—C28—C23 | 0.1 (4) |
N4—Co1—N6—C38 | −126.9 (3) | C33—N5—C29—C30 | 0.6 (4) |
N2—Co1—N6—C38 | −61.7 (2) | Co1—N5—C29—C30 | −174.9 (2) |
O2—Co1—N6—C34 | −169.9 (2) | N5—C29—C30—C31 | −0.3 (5) |
O4—Co1—N6—C34 | 12.3 (2) | C29—C30—C31—C32 | −0.6 (5) |
N5—Co1—N6—C34 | −80.8 (2) | C30—C31—C32—C33 | 1.0 (5) |
N4—Co1—N6—C34 | 49.7 (3) | C29—N5—C33—C32 | −0.2 (5) |
N2—Co1—N6—C34 | 114.9 (2) | Co1—N5—C33—C32 | 175.4 (3) |
C4—C5—C6—C1 | −0.8 (5) | C31—C32—C33—N5 | −0.6 (6) |
C2—C1—C6—C5 | −0.3 (4) | C38—N6—C34—C35 | −0.1 (4) |
C7—C1—C6—C5 | 179.2 (3) | Co1—N6—C34—C35 | −176.8 (2) |
Co1—O2—C7—N1 | 11.4 (3) | N6—C34—C35—C36 | −0.2 (5) |
Co1—O2—C7—C1 | −168.52 (17) | C34—C35—C36—C37 | 0.4 (5) |
N2—N1—C7—O2 | 3.3 (3) | C35—C36—C37—C38 | −0.4 (5) |
N2—N1—C7—C1 | −176.8 (2) | C34—N6—C38—C37 | 0.1 (4) |
C6—C1—C7—O2 | −5.6 (4) | Co1—N6—C38—C37 | 176.8 (2) |
C2—C1—C7—O2 | 174.0 (2) | C36—C37—C38—N6 | 0.1 (5) |