Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680601244X/dn2019sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680601244X/dn20193sup2.hkl |
CCDC reference: 610752
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
[Ni(C32H33N3O3)] | F(000) = 1192 |
Mr = 566.32 | Dx = 1.418 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 5724 reflections |
a = 9.8595 (9) Å | θ = 2.2–19.3° |
b = 14.6480 (14) Å | µ = 0.77 mm−1 |
c = 18.3738 (17) Å | T = 173 K |
V = 2653.6 (4) Å3 | Plate, orange |
Z = 4 | 0.26 × 0.19 × 0.05 mm |
Bruker SMART CCD area-detector diffractometer | 6366 independent reflections |
Radiation source: fine-focus sealed tube | 5252 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.070 |
φ and ω scans | θmax = 28.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | h = −13→13 |
Tmin = 0.825, Tmax = 0.963 | k = −19→19 |
38303 measured reflections | l = −24→24 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.048 | H-atom parameters constrained |
wR(F2) = 0.082 | w = 1/[σ2(Fo2) + (0.0365P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
6366 reflections | Δρmax = 0.91 e Å−3 |
383 parameters | Δρmin = −0.33 e Å−3 |
507 restraints | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.002 (11) |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Ni1 | 0.71066 (3) | 0.83561 (2) | 0.832876 (17) | 0.01881 (8) | |
N2 | 0.5580 (2) | 0.76943 (14) | 0.79204 (11) | 0.0208 (5) | |
C3 | 0.4529 (3) | 0.75783 (18) | 0.85230 (14) | 0.0267 (6) | |
H3A | 0.4725 | 0.7997 | 0.8933 | 0.032* | |
H3B | 0.3608 | 0.7710 | 0.8337 | 0.032* | |
C4 | 0.4634 (3) | 0.6595 (2) | 0.87671 (15) | 0.0365 (7) | |
H4A | 0.3761 | 0.6375 | 0.8967 | 0.044* | |
H4B | 0.5351 | 0.6519 | 0.9139 | 0.044* | |
C5 | 0.4995 (3) | 0.60986 (19) | 0.80714 (16) | 0.0334 (7) | |
H5A | 0.4190 | 0.6020 | 0.7755 | 0.040* | |
H5B | 0.5397 | 0.5493 | 0.8175 | 0.040* | |
C6 | 0.6030 (3) | 0.67392 (18) | 0.77249 (13) | 0.0241 (6) | |
H6A | 0.6040 | 0.6659 | 0.7184 | 0.029* | |
C7 | 0.4883 (3) | 0.81508 (18) | 0.72867 (14) | 0.0271 (6) | |
H7A | 0.4037 | 0.7812 | 0.7180 | 0.033* | |
H7B | 0.4621 | 0.8776 | 0.7436 | 0.033* | |
C8A | 0.5683 (9) | 0.8216 (7) | 0.6607 (5) | 0.026 (3) | 0.42 (2) |
C9A | 0.5114 (10) | 0.7846 (7) | 0.5981 (6) | 0.028 (2) | 0.42 (2) |
H9A | 0.4262 | 0.7544 | 0.6005 | 0.034* | 0.42 (2) |
C10A | 0.5789 (12) | 0.7919 (6) | 0.5319 (5) | 0.034 (2) | 0.42 (2) |
H10A | 0.5400 | 0.7666 | 0.4891 | 0.041* | 0.42 (2) |
C11A | 0.7035 (9) | 0.8361 (8) | 0.5284 (5) | 0.037 (3) | 0.42 (2) |
H11A | 0.7496 | 0.8411 | 0.4832 | 0.045* | 0.42 (2) |
C12A | 0.7605 (8) | 0.8731 (13) | 0.5910 (6) | 0.047 (3) | 0.42 (2) |
H12A | 0.8456 | 0.9033 | 0.5886 | 0.057* | 0.42 (2) |
C13A | 0.6929 (11) | 0.8658 (12) | 0.6571 (5) | 0.047 (3) | 0.42 (2) |
H13A | 0.7318 | 0.8911 | 0.6999 | 0.056* | 0.42 (2) |
C8B | 0.5775 (8) | 0.8295 (4) | 0.6604 (4) | 0.029 (2) | 0.58 (2) |
C9B | 0.5646 (14) | 0.7734 (4) | 0.5997 (4) | 0.047 (2) | 0.58 (2) |
H9B | 0.5014 | 0.7244 | 0.6001 | 0.057* | 0.58 (2) |
C10B | 0.6442 (16) | 0.7889 (4) | 0.5385 (4) | 0.053 (3) | 0.58 (2) |
H10B | 0.6354 | 0.7506 | 0.4971 | 0.064* | 0.58 (2) |
C11B | 0.7367 (10) | 0.8606 (6) | 0.5379 (4) | 0.053 (3) | 0.58 (2) |
H11B | 0.7910 | 0.8712 | 0.4961 | 0.064* | 0.58 (2) |
C12B | 0.7495 (6) | 0.9167 (7) | 0.5986 (4) | 0.046 (2) | 0.58 (2) |
H12B | 0.8127 | 0.9656 | 0.5982 | 0.055* | 0.58 (2) |
C13B | 0.6700 (7) | 0.9012 (6) | 0.6598 (3) | 0.0302 (16) | 0.58 (2) |
H13B | 0.6787 | 0.9395 | 0.7012 | 0.036* | 0.58 (2) |
C14 | 0.7417 (2) | 0.65448 (17) | 0.80400 (13) | 0.0226 (6) | |
O15 | 0.7940 (2) | 0.58001 (11) | 0.79221 (10) | 0.0340 (5) | |
N16 | 0.7938 (2) | 0.72391 (12) | 0.84562 (10) | 0.0198 (4) | |
C17 | 0.9039 (3) | 0.70789 (17) | 0.89119 (14) | 0.0214 (6) | |
C18 | 0.9252 (3) | 0.62046 (18) | 0.92209 (14) | 0.0277 (6) | |
H18A | 0.8620 | 0.5730 | 0.9124 | 0.033* | |
C19 | 1.0357 (3) | 0.60252 (19) | 0.96602 (15) | 0.0327 (7) | |
H19A | 1.0470 | 0.5434 | 0.9864 | 0.039* | |
C20 | 1.1301 (3) | 0.6701 (2) | 0.98054 (13) | 0.0298 (6) | |
H20A | 1.2090 | 0.6569 | 1.0083 | 0.036* | |
C21 | 1.1079 (3) | 0.75683 (19) | 0.95425 (14) | 0.0248 (6) | |
H21A | 1.1717 | 0.8034 | 0.9653 | 0.030* | |
C22 | 0.9936 (3) | 0.77882 (18) | 0.91145 (13) | 0.0197 (5) | |
C23 | 0.9706 (2) | 0.87542 (17) | 0.89464 (13) | 0.0188 (5) | |
N24 | 0.85693 (19) | 0.90381 (13) | 0.86691 (11) | 0.0184 (5) | |
C25 | 1.0804 (3) | 0.94096 (18) | 0.91424 (14) | 0.0238 (6) | |
C26 | 1.1944 (3) | 0.94794 (18) | 0.87016 (15) | 0.0295 (6) | |
H26A | 1.2001 | 0.9127 | 0.8268 | 0.035* | |
C27 | 1.2991 (3) | 1.00546 (19) | 0.88876 (19) | 0.0446 (8) | |
H27A | 1.3771 | 1.0095 | 0.8586 | 0.054* | |
C28 | 1.2905 (4) | 1.0573 (2) | 0.9514 (2) | 0.0514 (9) | |
H28A | 1.3627 | 1.0970 | 0.9643 | 0.062* | |
C29 | 1.1785 (3) | 1.0516 (2) | 0.9948 (2) | 0.0492 (9) | |
H29A | 1.1734 | 1.0875 | 1.0377 | 0.059* | |
C30 | 1.0722 (3) | 0.99409 (19) | 0.97690 (16) | 0.0345 (7) | |
H30A | 0.9942 | 0.9909 | 1.0072 | 0.041* | |
C31 | 0.8344 (2) | 1.00268 (16) | 0.85478 (13) | 0.0186 (6) | |
H31A | 0.8722 | 1.0381 | 0.8966 | 0.022* | |
C32 | 0.6820 (2) | 1.01650 (16) | 0.85096 (13) | 0.0207 (6) | |
O33 | 0.61453 (15) | 0.94487 (11) | 0.83012 (10) | 0.0238 (4) | |
O34 | 0.62993 (18) | 1.09034 (12) | 0.86489 (10) | 0.0306 (5) | |
C35 | 0.9015 (3) | 1.03466 (17) | 0.78335 (14) | 0.0232 (6) | |
H35A | 0.9991 | 1.0188 | 0.7851 | 0.028* | |
H35B | 0.8607 | 1.0004 | 0.7424 | 0.028* | |
C36 | 0.8883 (3) | 1.13626 (17) | 0.76777 (14) | 0.0253 (6) | |
H36A | 0.7909 | 1.1523 | 0.7658 | 0.030* | |
H36B | 0.9277 | 1.1491 | 0.7193 | 0.030* | |
C37 | 0.9576 (3) | 1.19700 (17) | 0.82371 (16) | 0.0335 (7) | |
H37A | 0.9131 | 1.1883 | 0.8715 | 0.040* | |
H37B | 1.0535 | 1.1780 | 0.8286 | 0.040* | |
C38 | 0.9525 (3) | 1.2957 (2) | 0.80386 (17) | 0.0382 (8) | |
H38A | 1.0085 | 1.3153 | 0.7648 | 0.046* | |
C39 | 0.8777 (3) | 1.35715 (19) | 0.83570 (18) | 0.0464 (8) | |
H39A | 0.8203 | 1.3404 | 0.8750 | 0.056* | |
H39B | 0.8805 | 1.4188 | 0.8196 | 0.056* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.01816 (15) | 0.01669 (14) | 0.02159 (15) | 0.00071 (14) | −0.00042 (15) | −0.00035 (15) |
N2 | 0.0230 (12) | 0.0199 (11) | 0.0196 (11) | −0.0006 (9) | −0.0011 (9) | −0.0020 (9) |
C3 | 0.0240 (14) | 0.0300 (15) | 0.0260 (16) | −0.0064 (12) | 0.0040 (12) | −0.0040 (11) |
C4 | 0.0289 (15) | 0.0408 (17) | 0.0397 (17) | −0.0051 (15) | 0.0045 (13) | 0.0076 (16) |
C5 | 0.0309 (15) | 0.0217 (15) | 0.0477 (18) | −0.0058 (12) | −0.0079 (14) | 0.0015 (13) |
C6 | 0.0314 (14) | 0.0224 (14) | 0.0185 (13) | −0.0028 (12) | −0.0006 (11) | −0.0023 (12) |
C7 | 0.0247 (14) | 0.0246 (16) | 0.0320 (15) | −0.0041 (11) | −0.0080 (12) | 0.0041 (12) |
C8A | 0.035 (7) | 0.016 (6) | 0.026 (5) | −0.004 (5) | −0.007 (5) | 0.013 (5) |
C9A | 0.040 (5) | 0.019 (4) | 0.026 (4) | 0.008 (4) | −0.003 (4) | 0.002 (3) |
C10A | 0.041 (6) | 0.036 (5) | 0.024 (4) | 0.012 (4) | −0.001 (4) | 0.003 (4) |
C11A | 0.054 (5) | 0.030 (5) | 0.028 (4) | 0.000 (6) | 0.002 (4) | 0.015 (4) |
C12A | 0.033 (5) | 0.076 (9) | 0.033 (5) | −0.014 (5) | 0.001 (4) | 0.017 (6) |
C13A | 0.046 (6) | 0.069 (9) | 0.026 (4) | −0.016 (6) | −0.007 (4) | −0.003 (5) |
C8B | 0.037 (5) | 0.029 (5) | 0.022 (4) | 0.009 (4) | −0.008 (4) | 0.001 (4) |
C9B | 0.084 (7) | 0.023 (4) | 0.035 (4) | −0.007 (4) | −0.003 (4) | 0.003 (3) |
C10B | 0.109 (10) | 0.023 (4) | 0.027 (4) | 0.012 (5) | 0.013 (5) | 0.002 (3) |
C11B | 0.081 (6) | 0.044 (5) | 0.035 (4) | 0.015 (4) | 0.022 (4) | 0.020 (3) |
C12B | 0.052 (4) | 0.041 (5) | 0.044 (4) | 0.000 (3) | −0.001 (3) | 0.015 (4) |
C13B | 0.029 (3) | 0.033 (4) | 0.029 (3) | 0.002 (3) | −0.005 (2) | 0.011 (3) |
C14 | 0.0232 (13) | 0.0192 (13) | 0.0253 (13) | −0.0008 (11) | 0.0080 (10) | 0.0007 (11) |
O15 | 0.0327 (10) | 0.0207 (10) | 0.0488 (12) | 0.0038 (10) | −0.0003 (11) | −0.0094 (9) |
N16 | 0.0181 (9) | 0.0166 (9) | 0.0247 (12) | 0.0003 (9) | 0.0009 (11) | 0.0008 (9) |
C17 | 0.0211 (14) | 0.0205 (13) | 0.0226 (14) | 0.0033 (11) | 0.0064 (11) | 0.0013 (11) |
C18 | 0.0291 (15) | 0.0233 (14) | 0.0308 (16) | −0.0005 (12) | 0.0024 (13) | 0.0046 (12) |
C19 | 0.0439 (17) | 0.0248 (15) | 0.0293 (16) | 0.0129 (14) | 0.0019 (14) | 0.0061 (13) |
C20 | 0.0300 (15) | 0.0368 (16) | 0.0224 (14) | 0.0108 (15) | −0.0024 (12) | 0.0044 (14) |
C21 | 0.0236 (14) | 0.0291 (15) | 0.0216 (14) | 0.0027 (12) | −0.0018 (12) | −0.0009 (12) |
C22 | 0.0199 (13) | 0.0221 (13) | 0.0169 (13) | 0.0034 (11) | 0.0035 (11) | 0.0018 (11) |
C23 | 0.0206 (13) | 0.0213 (13) | 0.0144 (12) | 0.0003 (11) | 0.0045 (11) | −0.0016 (11) |
N24 | 0.0187 (10) | 0.0148 (11) | 0.0216 (11) | −0.0010 (9) | 0.0018 (9) | 0.0006 (9) |
C25 | 0.0225 (14) | 0.0219 (14) | 0.0270 (15) | 0.0035 (11) | −0.0072 (12) | 0.0041 (12) |
C26 | 0.0191 (14) | 0.0321 (15) | 0.0373 (16) | 0.0015 (13) | −0.0025 (13) | 0.0052 (13) |
C27 | 0.0216 (14) | 0.0411 (18) | 0.071 (2) | −0.0060 (16) | −0.0036 (17) | 0.0183 (17) |
C28 | 0.0353 (18) | 0.0314 (17) | 0.088 (3) | −0.0081 (18) | −0.024 (2) | −0.0012 (18) |
C29 | 0.053 (2) | 0.0344 (18) | 0.061 (2) | 0.0033 (16) | −0.0261 (17) | −0.0167 (17) |
C30 | 0.0353 (16) | 0.0327 (17) | 0.0355 (17) | 0.0034 (14) | −0.0076 (14) | −0.0040 (14) |
C31 | 0.0213 (12) | 0.0161 (12) | 0.0186 (13) | −0.0002 (10) | −0.0001 (10) | 0.0000 (10) |
C32 | 0.0231 (14) | 0.0185 (13) | 0.0206 (14) | 0.0027 (10) | 0.0020 (10) | 0.0025 (11) |
O33 | 0.0191 (8) | 0.0192 (9) | 0.0332 (10) | 0.0027 (7) | −0.0017 (9) | −0.0033 (9) |
O34 | 0.0269 (10) | 0.0235 (10) | 0.0413 (12) | 0.0060 (8) | 0.0024 (9) | −0.0071 (9) |
C35 | 0.0222 (14) | 0.0217 (14) | 0.0256 (15) | 0.0002 (11) | 0.0029 (12) | −0.0026 (11) |
C36 | 0.0228 (14) | 0.0232 (14) | 0.0298 (15) | 0.0004 (11) | 0.0011 (12) | 0.0073 (11) |
C37 | 0.0406 (16) | 0.0246 (13) | 0.0354 (17) | 0.0002 (12) | −0.0004 (15) | −0.0009 (13) |
C38 | 0.0478 (19) | 0.0278 (16) | 0.0391 (18) | −0.0033 (15) | 0.0111 (15) | 0.0002 (14) |
C39 | 0.066 (2) | 0.0311 (17) | 0.0427 (18) | 0.0025 (15) | 0.0088 (19) | 0.0012 (16) |
Ni1—N16 | 1.8449 (19) | C14—N16 | 1.372 (3) |
Ni1—O33 | 1.8606 (16) | N16—C17 | 1.391 (3) |
Ni1—N24 | 1.863 (2) | C17—C22 | 1.415 (4) |
Ni1—N2 | 1.941 (2) | C17—C18 | 1.417 (3) |
N2—C7 | 1.508 (3) | C18—C19 | 1.381 (4) |
N2—C6 | 1.511 (3) | C18—H18A | 0.9500 |
N2—C3 | 1.526 (3) | C19—C20 | 1.385 (4) |
C3—C4 | 1.512 (4) | C19—H19A | 0.9500 |
C3—H3A | 0.9900 | C20—C21 | 1.376 (4) |
C3—H3B | 0.9900 | C20—H20A | 0.9500 |
C4—C5 | 1.513 (4) | C21—C22 | 1.411 (3) |
C4—H4A | 0.9900 | C21—H21A | 0.9500 |
C4—H4B | 0.9900 | C22—C23 | 1.466 (3) |
C5—C6 | 1.525 (4) | C23—N24 | 1.299 (3) |
C5—H5A | 0.9900 | C23—C25 | 1.491 (3) |
C5—H5B | 0.9900 | N24—C31 | 1.482 (3) |
C6—C14 | 1.512 (3) | C25—C26 | 1.389 (4) |
C6—H6A | 1.0000 | C25—C30 | 1.392 (4) |
C7—C8A | 1.481 (8) | C26—C27 | 1.375 (4) |
C7—C8B | 1.547 (7) | C26—H26A | 0.9500 |
C7—H7A | 0.9900 | C27—C28 | 1.381 (4) |
C7—H7B | 0.9900 | C27—H27A | 0.9500 |
C8A—C9A | 1.3900 | C28—C29 | 1.364 (5) |
C8A—C13A | 1.3900 | C28—H28A | 0.9500 |
C9A—C10A | 1.3900 | C29—C30 | 1.384 (4) |
C9A—H9A | 0.9500 | C29—H29A | 0.9500 |
C10A—C11A | 1.3900 | C30—H30A | 0.9500 |
C10A—H10A | 0.9500 | C31—C32 | 1.517 (3) |
C11A—C12A | 1.3900 | C31—C35 | 1.543 (3) |
C11A—H11A | 0.9500 | C31—H31A | 1.0000 |
C12A—C13A | 1.3900 | C32—O34 | 1.224 (3) |
C12A—H12A | 0.9500 | C32—O33 | 1.300 (3) |
C13A—H13A | 0.9500 | C35—C36 | 1.521 (3) |
C8B—C9B | 1.3900 | C35—H35A | 0.9900 |
C8B—C13B | 1.3900 | C35—H35B | 0.9900 |
C9B—C10B | 1.3900 | C36—C37 | 1.521 (4) |
C9B—H9B | 0.9500 | C36—H36A | 0.9900 |
C10B—C11B | 1.3900 | C36—H36B | 0.9900 |
C10B—H10B | 0.9500 | C37—C38 | 1.492 (4) |
C11B—C12B | 1.3900 | C37—H37A | 0.9900 |
C11B—H11B | 0.9500 | C37—H37B | 0.9900 |
C12B—C13B | 1.3900 | C38—C39 | 1.303 (4) |
C12B—H12B | 0.9500 | C38—H38A | 0.9500 |
C13B—H13B | 0.9500 | C39—H39A | 0.9500 |
C14—O15 | 1.226 (3) | C39—H39B | 0.9500 |
N16—Ni1—O33 | 173.01 (9) | O15—C14—C6 | 118.7 (2) |
N16—Ni1—N24 | 95.11 (9) | N16—C14—C6 | 114.4 (2) |
O33—Ni1—N24 | 86.69 (8) | C14—N16—C17 | 120.2 (2) |
N16—Ni1—N2 | 87.17 (9) | C14—N16—Ni1 | 114.85 (16) |
O33—Ni1—N2 | 91.38 (8) | C17—N16—Ni1 | 124.95 (16) |
N24—Ni1—N2 | 176.40 (9) | N16—C17—C22 | 121.5 (2) |
C7—N2—C6 | 111.15 (18) | N16—C17—C18 | 120.7 (2) |
C7—N2—C3 | 107.47 (19) | C22—C17—C18 | 117.7 (2) |
C6—N2—C3 | 105.59 (19) | C19—C18—C17 | 121.6 (3) |
C7—N2—Ni1 | 115.48 (15) | C19—C18—H18A | 119.2 |
C6—N2—Ni1 | 109.07 (15) | C17—C18—H18A | 119.2 |
C3—N2—Ni1 | 107.55 (14) | C18—C19—C20 | 120.4 (3) |
C4—C3—N2 | 106.0 (2) | C18—C19—H19A | 119.8 |
C4—C3—H3A | 110.5 | C20—C19—H19A | 119.8 |
N2—C3—H3A | 110.5 | C21—C20—C19 | 119.0 (2) |
C4—C3—H3B | 110.5 | C21—C20—H20A | 120.5 |
N2—C3—H3B | 110.5 | C19—C20—H20A | 120.5 |
H3A—C3—H3B | 108.7 | C20—C21—C22 | 122.2 (3) |
C3—C4—C5 | 102.9 (2) | C20—C21—H21A | 118.9 |
C3—C4—H4A | 111.2 | C22—C21—H21A | 118.9 |
C5—C4—H4A | 111.2 | C21—C22—C17 | 118.6 (2) |
C3—C4—H4B | 111.2 | C21—C22—C23 | 117.5 (2) |
C5—C4—H4B | 111.2 | C17—C22—C23 | 123.8 (2) |
H4A—C4—H4B | 109.1 | N24—C23—C22 | 121.7 (2) |
C4—C5—C6 | 102.4 (2) | N24—C23—C25 | 121.0 (2) |
C4—C5—H5A | 111.3 | C22—C23—C25 | 117.3 (2) |
C6—C5—H5A | 111.3 | C23—N24—C31 | 120.1 (2) |
C4—C5—H5B | 111.3 | C23—N24—Ni1 | 128.89 (17) |
C6—C5—H5B | 111.3 | C31—N24—Ni1 | 110.94 (15) |
H5A—C5—H5B | 109.2 | C26—C25—C30 | 119.2 (3) |
N2—C6—C14 | 110.4 (2) | C26—C25—C23 | 119.6 (2) |
N2—C6—C5 | 105.9 (2) | C30—C25—C23 | 121.2 (2) |
C14—C6—C5 | 109.2 (2) | C27—C26—C25 | 120.5 (3) |
N2—C6—H6A | 110.4 | C27—C26—H26A | 119.8 |
C14—C6—H6A | 110.4 | C25—C26—H26A | 119.8 |
C5—C6—H6A | 110.4 | C26—C27—C28 | 119.8 (3) |
C8A—C7—N2 | 115.9 (4) | C26—C27—H27A | 120.1 |
N2—C7—C8B | 115.3 (3) | C28—C27—H27A | 120.1 |
C8A—C7—H7A | 108.3 | C29—C28—C27 | 120.2 (3) |
N2—C7—H7A | 108.3 | C29—C28—H28A | 119.9 |
C8B—C7—H7A | 112.7 | C27—C28—H28A | 119.9 |
C8A—C7—H7B | 108.3 | C28—C29—C30 | 120.8 (3) |
N2—C7—H7B | 108.3 | C28—C29—H29A | 119.6 |
C8B—C7—H7B | 104.3 | C30—C29—H29A | 119.6 |
H7A—C7—H7B | 107.4 | C29—C30—C25 | 119.5 (3) |
C9A—C8A—C13A | 120.0 | C29—C30—H30A | 120.3 |
C9A—C8A—C7 | 117.2 (6) | C25—C30—H30A | 120.3 |
C13A—C8A—C7 | 122.7 (6) | N24—C31—C32 | 106.63 (19) |
C10A—C9A—C8A | 120.0 | N24—C31—C35 | 111.11 (19) |
C10A—C9A—H9A | 120.0 | C32—C31—C35 | 110.2 (2) |
C8A—C9A—H9A | 120.0 | N24—C31—H31A | 109.6 |
C9A—C10A—C11A | 120.0 | C32—C31—H31A | 109.6 |
C9A—C10A—H10A | 120.0 | C35—C31—H31A | 109.6 |
C11A—C10A—H10A | 120.0 | O34—C32—O33 | 124.0 (2) |
C10A—C11A—C12A | 120.0 | O34—C32—C31 | 121.6 (2) |
C10A—C11A—H11A | 120.0 | O33—C32—C31 | 114.4 (2) |
C12A—C11A—H11A | 120.0 | C32—O33—Ni1 | 115.18 (14) |
C13A—C12A—C11A | 120.0 | C36—C35—C31 | 114.9 (2) |
C13A—C12A—H12A | 120.0 | C36—C35—H35A | 108.5 |
C11A—C12A—H12A | 120.0 | C31—C35—H35A | 108.5 |
C12A—C13A—C8A | 120.0 | C36—C35—H35B | 108.5 |
C12A—C13A—H13A | 120.0 | C31—C35—H35B | 108.5 |
C8A—C13A—H13A | 120.0 | H35A—C35—H35B | 107.5 |
C9B—C8B—C13B | 120.0 | C35—C36—C37 | 114.0 (2) |
C9B—C8B—C7 | 121.2 (5) | C35—C36—H36A | 108.8 |
C13B—C8B—C7 | 118.8 (5) | C37—C36—H36A | 108.8 |
C10B—C9B—C8B | 120.0 | C35—C36—H36B | 108.8 |
C10B—C9B—H9B | 120.0 | C37—C36—H36B | 108.8 |
C8B—C9B—H9B | 120.0 | H36A—C36—H36B | 107.6 |
C9B—C10B—C11B | 120.0 | C38—C37—C36 | 112.7 (2) |
C9B—C10B—H10B | 120.0 | C38—C37—H37A | 109.0 |
C11B—C10B—H10B | 120.0 | C36—C37—H37A | 109.0 |
C12B—C11B—C10B | 120.0 | C38—C37—H37B | 109.0 |
C12B—C11B—H11B | 120.0 | C36—C37—H37B | 109.0 |
C10B—C11B—H11B | 120.0 | H37A—C37—H37B | 107.8 |
C11B—C12B—C13B | 120.0 | C39—C38—C37 | 125.4 (3) |
C11B—C12B—H12B | 120.0 | C39—C38—H38A | 117.3 |
C13B—C12B—H12B | 120.0 | C37—C38—H38A | 117.3 |
C12B—C13B—C8B | 120.0 | C38—C39—H39A | 120.0 |
C12B—C13B—H13B | 120.0 | C38—C39—H39B | 120.0 |
C8B—C13B—H13B | 120.0 | H39A—C39—H39B | 120.0 |
O15—C14—N16 | 126.9 (2) | ||
N16—Ni1—N2—C7 | −142.45 (17) | N24—Ni1—N16—C17 | 20.07 (19) |
O33—Ni1—N2—C7 | 44.40 (17) | N2—Ni1—N16—C17 | −162.73 (19) |
N16—Ni1—N2—C6 | −16.47 (15) | C14—N16—C17—C22 | 154.0 (2) |
O33—Ni1—N2—C6 | 170.38 (15) | Ni1—N16—C17—C22 | −23.8 (3) |
N16—Ni1—N2—C3 | 97.59 (15) | C14—N16—C17—C18 | −29.5 (3) |
O33—Ni1—N2—C3 | −75.57 (16) | Ni1—N16—C17—C18 | 152.7 (2) |
C7—N2—C3—C4 | 130.9 (2) | N16—C17—C18—C19 | 178.4 (2) |
C6—N2—C3—C4 | 12.1 (3) | C22—C17—C18—C19 | −5.0 (4) |
Ni1—N2—C3—C4 | −104.22 (19) | C17—C18—C19—C20 | −0.6 (4) |
N2—C3—C4—C5 | −33.6 (3) | C18—C19—C20—C21 | 3.9 (4) |
C3—C4—C5—C6 | 41.6 (3) | C19—C20—C21—C22 | −1.5 (4) |
C7—N2—C6—C14 | 139.6 (2) | C20—C21—C22—C17 | −4.1 (4) |
C3—N2—C6—C14 | −104.2 (2) | C20—C21—C22—C23 | 172.0 (2) |
Ni1—N2—C6—C14 | 11.1 (2) | N16—C17—C22—C21 | −176.2 (2) |
C7—N2—C6—C5 | −102.3 (2) | C18—C17—C22—C21 | 7.2 (3) |
C3—N2—C6—C5 | 13.9 (2) | N16—C17—C22—C23 | 7.9 (4) |
Ni1—N2—C6—C5 | 129.24 (18) | C18—C17—C22—C23 | −168.7 (2) |
C4—C5—C6—N2 | −34.6 (3) | C21—C22—C23—N24 | −167.8 (2) |
C4—C5—C6—C14 | 84.3 (3) | C17—C22—C23—N24 | 8.1 (4) |
C6—N2—C7—C8A | −57.1 (5) | C21—C22—C23—C25 | 9.1 (3) |
C3—N2—C7—C8A | −172.2 (5) | C17—C22—C23—C25 | −175.0 (2) |
Ni1—N2—C7—C8A | 67.8 (5) | C22—C23—N24—C31 | 176.3 (2) |
C6—N2—C7—C8B | −62.6 (4) | C25—C23—N24—C31 | −0.4 (3) |
C3—N2—C7—C8B | −177.7 (3) | C22—C23—N24—Ni1 | −7.5 (4) |
Ni1—N2—C7—C8B | 62.3 (4) | C25—C23—N24—Ni1 | 175.69 (18) |
N2—C7—C8A—C9A | 124.3 (7) | N16—Ni1—N24—C23 | −4.7 (2) |
C8B—C7—C8A—C9A | −151 (8) | O33—Ni1—N24—C23 | 168.5 (2) |
N2—C7—C8A—C13A | −58.5 (7) | N16—Ni1—N24—C31 | 171.73 (15) |
C8B—C7—C8A—C13A | 26 (7) | O33—Ni1—N24—C31 | −15.05 (15) |
C13A—C8A—C9A—C10A | 0.0 | N24—C23—C25—C26 | −104.9 (3) |
C7—C8A—C9A—C10A | 177.3 (7) | C22—C23—C25—C26 | 78.2 (3) |
C8A—C9A—C10A—C11A | 0.0 | N24—C23—C25—C30 | 76.5 (3) |
C9A—C10A—C11A—C12A | 0.0 | C22—C23—C25—C30 | −100.4 (3) |
C10A—C11A—C12A—C13A | 0.0 | C30—C25—C26—C27 | 1.1 (4) |
C11A—C12A—C13A—C8A | 0.0 | C23—C25—C26—C27 | −177.5 (2) |
C9A—C8A—C13A—C12A | 0.0 | C25—C26—C27—C28 | −0.6 (4) |
C7—C8A—C13A—C12A | −177.2 (8) | C26—C27—C28—C29 | 0.0 (5) |
C8A—C7—C8B—C9B | 5 (7) | C27—C28—C29—C30 | 0.1 (5) |
N2—C7—C8B—C9B | 103.2 (5) | C28—C29—C30—C25 | 0.5 (5) |
C8A—C7—C8B—C13B | −176 (8) | C26—C25—C30—C29 | −1.1 (4) |
N2—C7—C8B—C13B | −78.0 (6) | C23—C25—C30—C29 | 177.5 (3) |
C13B—C8B—C9B—C10B | 0.0 | C23—N24—C31—C32 | −158.5 (2) |
C7—C8B—C9B—C10B | 178.8 (5) | Ni1—N24—C31—C32 | 24.7 (2) |
C8B—C9B—C10B—C11B | 0.0 | C23—N24—C31—C35 | 81.5 (3) |
C9B—C10B—C11B—C12B | 0.0 | Ni1—N24—C31—C35 | −95.3 (2) |
C10B—C11B—C12B—C13B | 0.0 | N24—C31—C32—O34 | 155.8 (2) |
C11B—C12B—C13B—C8B | 0.0 | C35—C31—C32—O34 | −83.5 (3) |
C9B—C8B—C13B—C12B | 0.0 | N24—C31—C32—O33 | −25.8 (3) |
C7—C8B—C13B—C12B | −178.8 (5) | C35—C31—C32—O33 | 94.8 (2) |
N2—C6—C14—O15 | −179.0 (2) | O34—C32—O33—Ni1 | −166.63 (19) |
C5—C6—C14—O15 | 65.0 (3) | C31—C32—O33—Ni1 | 15.1 (3) |
N2—C6—C14—N16 | 2.9 (3) | N24—Ni1—O33—C32 | −0.02 (17) |
C5—C6—C14—N16 | −113.1 (2) | N2—Ni1—O33—C32 | −176.98 (17) |
O15—C14—N16—C17 | −12.9 (4) | N24—C31—C35—C36 | −177.7 (2) |
C6—C14—N16—C17 | 165.0 (2) | C32—C31—C35—C36 | 64.3 (3) |
O15—C14—N16—Ni1 | 165.1 (2) | C31—C35—C36—C37 | 63.0 (3) |
C6—C14—N16—Ni1 | −16.9 (3) | C35—C36—C37—C38 | 175.4 (2) |
N24—Ni1—N16—C14 | −157.85 (17) | C36—C37—C38—C39 | 107.8 (4) |
N2—Ni1—N16—C14 | 19.35 (17) |