Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806038803/ng2105sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806038803/ng2105Isup2.hkl |
CCDC reference: 624937
Data collection: SMART (Siemens, 1995); cell refinement: SMART; data reduction: SAINT (Siemens, 1995); 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: WinGX (Farrugia, 1999).
[Ni(C38H34N4O4)] | Dx = 1.388 Mg m−3 |
Mr = 669.40 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Pbca | Cell parameters from 8192 reflections |
a = 10.6079 (2) Å | θ = 1–25.4° |
b = 40.5916 (2) Å | µ = 0.65 mm−1 |
c = 14.8774 (2) Å | T = 150 K |
V = 6406.08 (15) Å3 | Plate, red |
Z = 8 | 0.36 × 0.32 × 0.16 mm |
F(000) = 2800 |
Siemens SMART CCD area-detector diffractometer | 5855 independent reflections |
Radiation source: fine-focus sealed tube | 4985 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ω scans | θmax = 25.4°, θmin = 1.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→12 |
Tmin = 0.799, Tmax = 0.903 | k = −48→44 |
33114 measured reflections | l = −17→17 |
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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.104 | H-atom parameters constrained |
S = 0.85 | w = 1/[σ2(Fo2) + (0.0548P)2 + 14.0271P] where P = (Fo2 + 2Fc2)/3 |
5855 reflections | (Δ/σ)max = 0.011 |
428 parameters | Δρmax = 0.27 e Å−3 |
0 restraints | Δρmin = −0.29 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. 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 | ||
Ni | 0.40273 (3) | 0.127892 (7) | 0.578476 (19) | 0.01918 (10) | |
N1 | 0.44310 (19) | 0.17232 (5) | 0.58182 (13) | 0.0218 (4) | |
N2 | 0.26165 (18) | 0.13241 (5) | 0.65246 (13) | 0.0207 (4) | |
N3 | 0.36007 (18) | 0.08362 (5) | 0.57183 (13) | 0.0209 (4) | |
N4 | 0.54294 (19) | 0.12353 (5) | 0.50359 (13) | 0.0228 (4) | |
O1 | 0.06558 (17) | 0.22425 (4) | 0.57781 (13) | 0.0333 (4) | |
O2 | 0.18081 (19) | 0.24077 (4) | 0.69601 (13) | 0.0366 (5) | |
O3 | 0.5471 (2) | 0.02113 (5) | 0.38021 (13) | 0.0526 (6) | |
O4 | 0.47423 (17) | 0.05749 (4) | 0.28066 (11) | 0.0288 (4) | |
C1 | 0.3604 (2) | 0.19673 (6) | 0.59423 (16) | 0.0245 (5) | |
C2 | 0.2382 (2) | 0.19048 (6) | 0.62812 (16) | 0.0231 (5) | |
C3 | 0.1928 (2) | 0.15982 (6) | 0.66019 (15) | 0.0213 (5) | |
C4 | 0.2307 (2) | 0.10161 (6) | 0.69261 (16) | 0.0214 (5) | |
C5 | 0.2854 (2) | 0.07441 (6) | 0.64758 (15) | 0.0218 (5) | |
C6 | 0.3846 (2) | 0.06400 (6) | 0.50177 (15) | 0.0223 (5) | |
C7 | 0.4752 (2) | 0.07320 (6) | 0.43588 (16) | 0.0253 (5) | |
C8 | 0.5559 (2) | 0.10083 (6) | 0.43931 (16) | 0.0266 (5) | |
C9 | 0.6290 (2) | 0.14994 (6) | 0.51885 (16) | 0.0247 (5) | |
C10 | 0.5725 (2) | 0.17719 (6) | 0.56172 (16) | 0.0244 (5) | |
C11 | 0.3898 (3) | 0.23162 (7) | 0.5645 (2) | 0.0353 (6) | |
H11A | 0.4162 | 0.2447 | 0.6167 | 0.053* | |
H11B | 0.3144 | 0.2415 | 0.5377 | 0.053* | |
H11C | 0.4579 | 0.2312 | 0.5200 | 0.053* | |
C12 | 0.0617 (2) | 0.15907 (6) | 0.70074 (17) | 0.0267 (5) | |
H12A | 0.0239 | 0.1373 | 0.6908 | 0.040* | |
H12B | 0.0094 | 0.1760 | 0.6722 | 0.040* | |
H12C | 0.0672 | 0.1634 | 0.7654 | 0.040* | |
C13 | 0.1662 (2) | 0.09635 (6) | 0.77326 (16) | 0.0265 (5) | |
H13 | 0.1321 | 0.1145 | 0.8053 | 0.032* | |
C14 | 0.1516 (3) | 0.06457 (7) | 0.80684 (17) | 0.0309 (6) | |
H14 | 0.1043 | 0.0610 | 0.8602 | 0.037* | |
C15 | 0.2061 (3) | 0.03817 (6) | 0.76248 (17) | 0.0310 (6) | |
H15 | 0.1961 | 0.0165 | 0.7857 | 0.037* | |
C16 | 0.2754 (2) | 0.04304 (6) | 0.68414 (16) | 0.0266 (5) | |
H16 | 0.3158 | 0.0249 | 0.6557 | 0.032* | |
C17 | 0.3099 (3) | 0.03277 (6) | 0.48645 (17) | 0.0278 (5) | |
H17A | 0.3571 | 0.0139 | 0.5100 | 0.042* | |
H17B | 0.2955 | 0.0298 | 0.4219 | 0.042* | |
H17C | 0.2287 | 0.0344 | 0.5175 | 0.042* | |
C18 | 0.6557 (3) | 0.10448 (8) | 0.3669 (2) | 0.0431 (7) | |
H18A | 0.6796 | 0.1277 | 0.3615 | 0.065* | |
H18B | 0.6219 | 0.0967 | 0.3094 | 0.065* | |
H18C | 0.7299 | 0.0914 | 0.3831 | 0.065* | |
C19 | 0.7592 (2) | 0.14935 (7) | 0.50608 (18) | 0.0322 (6) | |
H19 | 0.7982 | 0.1307 | 0.4795 | 0.039* | |
C20 | 0.8317 (3) | 0.17624 (7) | 0.53247 (19) | 0.0360 (6) | |
H20 | 0.9198 | 0.1763 | 0.5210 | 0.043* | |
C21 | 0.7770 (3) | 0.20289 (7) | 0.57526 (18) | 0.0346 (6) | |
H21 | 0.8276 | 0.2210 | 0.5938 | 0.041* | |
C22 | 0.6482 (2) | 0.20318 (7) | 0.59112 (18) | 0.0310 (6) | |
H22 | 0.6112 | 0.2212 | 0.6222 | 0.037* | |
C23 | 0.1509 (2) | 0.21941 (6) | 0.63002 (17) | 0.0252 (5) | |
C24 | 0.1079 (3) | 0.27157 (7) | 0.6958 (2) | 0.0501 (9) | |
H24A | 0.0228 | 0.2678 | 0.7211 | 0.060* | |
H24B | 0.0986 | 0.2799 | 0.6337 | 0.060* | |
C25 | 0.1787 (3) | 0.29601 (6) | 0.75235 (19) | 0.0331 (6) | |
C26 | 0.2815 (3) | 0.31255 (8) | 0.7166 (2) | 0.0456 (8) | |
H26 | 0.3080 | 0.3079 | 0.6569 | 0.055* | |
C27 | 0.3459 (3) | 0.33584 (8) | 0.7672 (3) | 0.0557 (9) | |
H27 | 0.4173 | 0.3467 | 0.7427 | 0.067* | |
C28 | 0.3059 (3) | 0.34304 (8) | 0.8528 (2) | 0.0544 (9) | |
H28 | 0.3479 | 0.3596 | 0.8866 | 0.065* | |
C29 | 0.2063 (4) | 0.32656 (9) | 0.8895 (2) | 0.0527 (9) | |
H29 | 0.1807 | 0.3313 | 0.9493 | 0.063* | |
C30 | 0.1427 (3) | 0.30302 (7) | 0.8400 (2) | 0.0426 (7) | |
H30 | 0.0737 | 0.2916 | 0.8661 | 0.051* | |
C31 | 0.5029 (3) | 0.04782 (6) | 0.36521 (17) | 0.0293 (6) | |
C32 | 0.5251 (3) | 0.03588 (7) | 0.21084 (17) | 0.0344 (6) | |
H32A | 0.4869 | 0.0137 | 0.2158 | 0.041* | |
H32B | 0.6175 | 0.0337 | 0.2182 | 0.041* | |
C33 | 0.4956 (3) | 0.05056 (7) | 0.12025 (17) | 0.0307 (6) | |
C34 | 0.5530 (3) | 0.07934 (7) | 0.09062 (19) | 0.0362 (6) | |
H34 | 0.6081 | 0.0910 | 0.1296 | 0.043* | |
C35 | 0.5305 (3) | 0.09116 (7) | 0.0048 (2) | 0.0410 (7) | |
H35 | 0.5702 | 0.1109 | −0.0146 | 0.049* | |
C36 | 0.4514 (4) | 0.07456 (9) | −0.0522 (2) | 0.0528 (9) | |
H36 | 0.4367 | 0.0826 | −0.1113 | 0.063* | |
C37 | 0.3939 (4) | 0.04642 (10) | −0.0237 (2) | 0.0688 (12) | |
H37 | 0.3385 | 0.0349 | −0.0629 | 0.083* | |
C38 | 0.4155 (4) | 0.03434 (8) | 0.0625 (2) | 0.0536 (9) | |
H38 | 0.3746 | 0.0147 | 0.0816 | 0.064* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni | 0.02002 (17) | 0.01843 (16) | 0.01910 (16) | −0.00039 (12) | 0.00089 (12) | −0.00025 (11) |
N1 | 0.0209 (10) | 0.0224 (10) | 0.0223 (10) | −0.0016 (8) | −0.0007 (8) | 0.0002 (8) |
N2 | 0.0238 (10) | 0.0190 (10) | 0.0193 (9) | −0.0027 (8) | 0.0004 (8) | −0.0001 (8) |
N3 | 0.0222 (10) | 0.0197 (10) | 0.0207 (10) | 0.0007 (8) | 0.0002 (8) | −0.0004 (8) |
N4 | 0.0213 (10) | 0.0255 (11) | 0.0217 (10) | −0.0001 (8) | 0.0002 (8) | 0.0021 (8) |
O1 | 0.0290 (10) | 0.0260 (10) | 0.0450 (11) | 0.0019 (8) | −0.0099 (9) | −0.0030 (8) |
O2 | 0.0466 (11) | 0.0239 (10) | 0.0394 (11) | 0.0133 (8) | −0.0131 (9) | −0.0105 (8) |
O3 | 0.0901 (18) | 0.0385 (12) | 0.0292 (11) | 0.0335 (12) | 0.0053 (11) | 0.0028 (9) |
O4 | 0.0387 (10) | 0.0261 (9) | 0.0218 (9) | 0.0062 (8) | 0.0014 (8) | −0.0035 (7) |
C1 | 0.0292 (13) | 0.0208 (12) | 0.0235 (12) | −0.0025 (10) | −0.0025 (10) | 0.0004 (9) |
C2 | 0.0270 (13) | 0.0189 (12) | 0.0235 (12) | 0.0011 (10) | −0.0013 (10) | −0.0020 (9) |
C3 | 0.0237 (12) | 0.0234 (12) | 0.0168 (11) | 0.0007 (9) | −0.0033 (9) | −0.0036 (9) |
C4 | 0.0220 (12) | 0.0202 (12) | 0.0220 (11) | −0.0023 (9) | −0.0011 (10) | 0.0001 (9) |
C5 | 0.0232 (12) | 0.0238 (12) | 0.0182 (11) | −0.0013 (9) | −0.0007 (10) | 0.0004 (9) |
C6 | 0.0260 (12) | 0.0207 (12) | 0.0202 (11) | 0.0047 (9) | −0.0044 (10) | 0.0014 (9) |
C7 | 0.0292 (14) | 0.0261 (13) | 0.0206 (12) | 0.0058 (10) | −0.0011 (10) | −0.0003 (10) |
C8 | 0.0238 (12) | 0.0312 (14) | 0.0247 (13) | 0.0049 (10) | 0.0026 (10) | 0.0005 (10) |
C9 | 0.0232 (12) | 0.0301 (13) | 0.0208 (12) | −0.0025 (10) | −0.0014 (10) | 0.0039 (10) |
C10 | 0.0230 (12) | 0.0260 (13) | 0.0243 (12) | −0.0023 (10) | −0.0019 (10) | 0.0076 (10) |
C11 | 0.0303 (14) | 0.0255 (14) | 0.0501 (17) | −0.0008 (11) | 0.0065 (13) | 0.0101 (12) |
C12 | 0.0276 (13) | 0.0246 (13) | 0.0279 (13) | 0.0012 (10) | 0.0022 (11) | 0.0007 (10) |
C13 | 0.0300 (13) | 0.0250 (12) | 0.0245 (12) | 0.0012 (10) | 0.0033 (11) | −0.0014 (10) |
C14 | 0.0332 (14) | 0.0354 (15) | 0.0242 (13) | −0.0003 (12) | 0.0062 (11) | 0.0053 (11) |
C15 | 0.0386 (15) | 0.0243 (13) | 0.0300 (14) | −0.0024 (11) | 0.0003 (12) | 0.0070 (11) |
C16 | 0.0305 (13) | 0.0219 (12) | 0.0273 (13) | 0.0009 (10) | −0.0010 (11) | 0.0007 (10) |
C17 | 0.0366 (14) | 0.0225 (12) | 0.0244 (12) | 0.0009 (11) | −0.0032 (11) | −0.0008 (10) |
C18 | 0.0439 (17) | 0.0498 (18) | 0.0354 (16) | −0.0101 (14) | 0.0169 (14) | −0.0116 (13) |
C19 | 0.0262 (13) | 0.0408 (16) | 0.0297 (14) | 0.0012 (11) | −0.0011 (11) | 0.0027 (11) |
C20 | 0.0234 (13) | 0.0501 (18) | 0.0344 (15) | −0.0068 (12) | −0.0028 (11) | 0.0099 (13) |
C21 | 0.0285 (14) | 0.0386 (16) | 0.0366 (15) | −0.0105 (12) | −0.0041 (12) | 0.0075 (12) |
C22 | 0.0289 (13) | 0.0294 (14) | 0.0346 (15) | −0.0049 (11) | −0.0017 (11) | 0.0041 (11) |
C23 | 0.0259 (13) | 0.0194 (12) | 0.0303 (13) | −0.0034 (10) | 0.0009 (11) | 0.0007 (10) |
C24 | 0.055 (2) | 0.0298 (15) | 0.066 (2) | 0.0214 (14) | −0.0233 (17) | −0.0179 (14) |
C25 | 0.0387 (15) | 0.0242 (13) | 0.0363 (14) | 0.0112 (11) | −0.0102 (12) | −0.0050 (11) |
C26 | 0.061 (2) | 0.0402 (17) | 0.0357 (16) | 0.0108 (15) | 0.0064 (15) | 0.0039 (13) |
C27 | 0.049 (2) | 0.0435 (18) | 0.074 (3) | −0.0056 (16) | 0.0022 (18) | 0.0094 (17) |
C28 | 0.063 (2) | 0.0439 (19) | 0.057 (2) | −0.0071 (16) | −0.0303 (18) | −0.0051 (16) |
C29 | 0.076 (2) | 0.051 (2) | 0.0311 (16) | −0.0002 (18) | −0.0082 (16) | −0.0077 (14) |
C30 | 0.0474 (18) | 0.0382 (16) | 0.0423 (17) | −0.0016 (14) | 0.0067 (14) | −0.0021 (13) |
C31 | 0.0358 (14) | 0.0288 (14) | 0.0235 (13) | 0.0044 (11) | 0.0014 (11) | 0.0015 (10) |
C32 | 0.0504 (17) | 0.0292 (14) | 0.0236 (13) | 0.0072 (12) | 0.0036 (12) | −0.0053 (11) |
C33 | 0.0370 (14) | 0.0291 (14) | 0.0260 (13) | 0.0015 (11) | 0.0042 (11) | −0.0034 (11) |
C34 | 0.0375 (15) | 0.0374 (16) | 0.0338 (15) | −0.0017 (12) | 0.0017 (12) | −0.0016 (12) |
C35 | 0.0439 (17) | 0.0378 (16) | 0.0414 (16) | 0.0054 (13) | 0.0119 (14) | 0.0107 (13) |
C36 | 0.076 (2) | 0.055 (2) | 0.0268 (15) | 0.0079 (18) | −0.0015 (16) | 0.0078 (14) |
C37 | 0.102 (3) | 0.061 (2) | 0.043 (2) | −0.022 (2) | −0.031 (2) | 0.0017 (17) |
C38 | 0.078 (3) | 0.0433 (18) | 0.0392 (17) | −0.0236 (18) | −0.0109 (17) | 0.0036 (14) |
Ni—N1 | 1.854 (2) | C15—C16 | 1.392 (4) |
Ni—N3 | 1.856 (2) | C15—H15 | 0.9500 |
Ni—N4 | 1.867 (2) | C16—H16 | 0.9500 |
Ni—N2 | 1.867 (2) | C17—H17A | 0.9800 |
N1—C1 | 1.336 (3) | C17—H17B | 0.9800 |
N1—C10 | 1.419 (3) | C17—H17C | 0.9800 |
N2—C3 | 1.336 (3) | C18—H18A | 0.9800 |
N2—C4 | 1.424 (3) | C18—H18B | 0.9800 |
N3—C6 | 1.337 (3) | C18—H18C | 0.9800 |
N3—C5 | 1.427 (3) | C19—C20 | 1.392 (4) |
N4—C8 | 1.335 (3) | C19—H19 | 0.9500 |
N4—C9 | 1.426 (3) | C20—C21 | 1.383 (4) |
O1—C23 | 1.209 (3) | C20—H20 | 0.9500 |
O2—C23 | 1.348 (3) | C21—C22 | 1.387 (4) |
O2—C24 | 1.470 (3) | C21—H21 | 0.9500 |
O3—C31 | 1.202 (3) | C22—H22 | 0.9500 |
O4—C31 | 1.352 (3) | C24—C25 | 1.502 (4) |
O4—C32 | 1.463 (3) | C24—H24A | 0.9900 |
C1—C2 | 1.414 (3) | C24—H24B | 0.9900 |
C1—C11 | 1.516 (3) | C25—C26 | 1.386 (4) |
C2—C3 | 1.417 (3) | C25—C30 | 1.388 (4) |
C2—C23 | 1.496 (3) | C26—C27 | 1.388 (5) |
C3—C12 | 1.516 (3) | C26—H26 | 0.9500 |
C4—C13 | 1.398 (3) | C27—C28 | 1.374 (5) |
C4—C5 | 1.416 (3) | C27—H27 | 0.9500 |
C5—C16 | 1.389 (3) | C28—C29 | 1.365 (5) |
C6—C7 | 1.422 (3) | C28—H28 | 0.9500 |
C6—C17 | 1.513 (3) | C29—C30 | 1.383 (4) |
C7—C8 | 1.412 (4) | C29—H29 | 0.9500 |
C7—C31 | 1.501 (3) | C30—H30 | 0.9500 |
C8—C18 | 1.517 (4) | C32—C33 | 1.507 (4) |
C9—C19 | 1.394 (4) | C32—H32A | 0.9900 |
C9—C10 | 1.410 (4) | C32—H32B | 0.9900 |
C10—C22 | 1.396 (4) | C33—C38 | 1.376 (4) |
C11—H11A | 0.9800 | C33—C34 | 1.389 (4) |
C11—H11B | 0.9800 | C34—C35 | 1.384 (4) |
C11—H11C | 0.9800 | C34—H34 | 0.9500 |
C12—H12A | 0.9800 | C35—C36 | 1.371 (5) |
C12—H12B | 0.9800 | C35—H35 | 0.9500 |
C12—H12C | 0.9800 | C36—C37 | 1.363 (5) |
C13—C14 | 1.392 (4) | C36—H36 | 0.9500 |
C13—H13 | 0.9500 | C37—C38 | 1.391 (5) |
C14—C15 | 1.385 (4) | C37—H37 | 0.9500 |
C14—H14 | 0.9500 | C38—H38 | 0.9500 |
N1—Ni—N3 | 178.30 (9) | H17A—C17—H17B | 109.5 |
N1—Ni—N4 | 85.66 (9) | C6—C17—H17C | 109.5 |
N3—Ni—N4 | 94.04 (9) | H17A—C17—H17C | 109.5 |
N1—Ni—N2 | 94.23 (8) | H17B—C17—H17C | 109.5 |
N3—Ni—N2 | 86.06 (8) | C8—C18—H18A | 109.5 |
N4—Ni—N2 | 179.47 (9) | C8—C18—H18B | 109.5 |
C1—N1—C10 | 124.1 (2) | H18A—C18—H18B | 109.5 |
C1—N1—Ni | 125.00 (17) | C8—C18—H18C | 109.5 |
C10—N1—Ni | 110.69 (16) | H18A—C18—H18C | 109.5 |
C3—N2—C4 | 124.7 (2) | H18B—C18—H18C | 109.5 |
C3—N2—Ni | 124.82 (16) | C20—C19—C9 | 119.7 (3) |
C4—N2—Ni | 110.22 (15) | C20—C19—H19 | 120.2 |
C6—N3—C5 | 124.6 (2) | C9—C19—H19 | 120.2 |
C6—N3—Ni | 124.79 (16) | C21—C20—C19 | 120.8 (3) |
C5—N3—Ni | 110.29 (15) | C21—C20—H20 | 119.6 |
C8—N4—C9 | 124.5 (2) | C19—C20—H20 | 119.6 |
C8—N4—Ni | 125.10 (17) | C20—C21—C22 | 119.9 (3) |
C9—N4—Ni | 110.10 (15) | C20—C21—H21 | 120.0 |
C23—O2—C24 | 115.0 (2) | C22—C21—H21 | 120.0 |
C31—O4—C32 | 113.80 (19) | C21—C22—C10 | 120.5 (3) |
N1—C1—C2 | 121.2 (2) | C21—C22—H22 | 119.8 |
N1—C1—C11 | 121.2 (2) | C10—C22—H22 | 119.8 |
C2—C1—C11 | 117.4 (2) | O1—C23—O2 | 122.6 (2) |
C1—C2—C3 | 126.1 (2) | O1—C23—C2 | 125.4 (2) |
C1—C2—C23 | 115.7 (2) | O2—C23—C2 | 111.9 (2) |
C3—C2—C23 | 118.2 (2) | O2—C24—C25 | 107.3 (2) |
N2—C3—C2 | 121.1 (2) | O2—C24—H24A | 110.3 |
N2—C3—C12 | 121.3 (2) | C25—C24—H24A | 110.3 |
C2—C3—C12 | 117.6 (2) | O2—C24—H24B | 110.3 |
C13—C4—C5 | 119.2 (2) | C25—C24—H24B | 110.3 |
C13—C4—N2 | 127.4 (2) | H24A—C24—H24B | 108.5 |
C5—C4—N2 | 113.1 (2) | C26—C25—C30 | 118.5 (3) |
C16—C5—C4 | 119.9 (2) | C26—C25—C24 | 119.9 (3) |
C16—C5—N3 | 126.3 (2) | C30—C25—C24 | 121.6 (3) |
C4—C5—N3 | 113.4 (2) | C25—C26—C27 | 120.6 (3) |
N3—C6—C7 | 120.8 (2) | C25—C26—H26 | 119.7 |
N3—C6—C17 | 121.0 (2) | C27—C26—H26 | 119.7 |
C7—C6—C17 | 118.0 (2) | C28—C27—C26 | 119.7 (3) |
C8—C7—C6 | 126.4 (2) | C28—C27—H27 | 120.1 |
C8—C7—C31 | 116.9 (2) | C26—C27—H27 | 120.1 |
C6—C7—C31 | 115.8 (2) | C29—C28—C27 | 120.4 (3) |
N4—C8—C7 | 120.8 (2) | C29—C28—H28 | 119.8 |
N4—C8—C18 | 120.8 (2) | C27—C28—H28 | 119.8 |
C7—C8—C18 | 118.4 (2) | C28—C29—C30 | 120.2 (3) |
C19—C9—C10 | 119.7 (2) | C28—C29—H29 | 119.9 |
C19—C9—N4 | 126.8 (2) | C30—C29—H29 | 119.9 |
C10—C9—N4 | 112.9 (2) | C29—C30—C25 | 120.5 (3) |
C22—C10—C9 | 119.4 (2) | C29—C30—H30 | 119.7 |
C22—C10—N1 | 126.6 (2) | C25—C30—H30 | 119.7 |
C9—C10—N1 | 113.4 (2) | O3—C31—O4 | 121.5 (2) |
C1—C11—H11A | 109.5 | O3—C31—C7 | 124.4 (2) |
C1—C11—H11B | 109.5 | O4—C31—C7 | 114.1 (2) |
H11A—C11—H11B | 109.5 | O4—C32—C33 | 108.7 (2) |
C1—C11—H11C | 109.5 | O4—C32—H32A | 109.9 |
H11A—C11—H11C | 109.5 | C33—C32—H32A | 109.9 |
H11B—C11—H11C | 109.5 | O4—C32—H32B | 109.9 |
C3—C12—H12A | 109.5 | C33—C32—H32B | 109.9 |
C3—C12—H12B | 109.5 | H32A—C32—H32B | 108.3 |
H12A—C12—H12B | 109.5 | C38—C33—C34 | 118.3 (3) |
C3—C12—H12C | 109.5 | C38—C33—C32 | 119.9 (3) |
H12A—C12—H12C | 109.5 | C34—C33—C32 | 121.7 (3) |
H12B—C12—H12C | 109.5 | C35—C34—C33 | 120.6 (3) |
C14—C13—C4 | 120.3 (2) | C35—C34—H34 | 119.7 |
C14—C13—H13 | 119.9 | C33—C34—H34 | 119.7 |
C4—C13—H13 | 119.9 | C36—C35—C34 | 120.4 (3) |
C15—C14—C13 | 120.0 (2) | C36—C35—H35 | 119.8 |
C15—C14—H14 | 120.0 | C34—C35—H35 | 119.8 |
C13—C14—H14 | 120.0 | C37—C36—C35 | 119.5 (3) |
C14—C15—C16 | 120.6 (2) | C37—C36—H36 | 120.2 |
C14—C15—H15 | 119.7 | C35—C36—H36 | 120.2 |
C16—C15—H15 | 119.7 | C36—C37—C38 | 120.6 (3) |
C5—C16—C15 | 119.9 (2) | C36—C37—H37 | 119.7 |
C5—C16—H16 | 120.0 | C38—C37—H37 | 119.7 |
C15—C16—H16 | 120.0 | C33—C38—C37 | 120.6 (3) |
C6—C17—H17A | 109.5 | C33—C38—H38 | 119.7 |
C6—C17—H17B | 109.5 | C37—C38—H38 | 119.7 |
N4—Ni—N1—C1 | 151.7 (2) | C8—N4—C9—C10 | 155.1 (2) |
N2—Ni—N1—C1 | −27.8 (2) | Ni—N4—C9—C10 | −19.2 (2) |
N4—Ni—N1—C10 | −23.30 (16) | C19—C9—C10—C22 | −0.2 (4) |
N2—Ni—N1—C10 | 157.22 (16) | N4—C9—C10—C22 | 172.0 (2) |
N1—Ni—N2—C3 | 27.2 (2) | C19—C9—C10—N1 | −171.3 (2) |
N3—Ni—N2—C3 | −151.10 (19) | N4—C9—C10—N1 | 1.0 (3) |
N1—Ni—N2—C4 | −158.46 (15) | C1—N1—C10—C22 | 32.6 (4) |
N3—Ni—N2—C4 | 23.23 (15) | Ni—N1—C10—C22 | −152.4 (2) |
N4—Ni—N3—C6 | −28.9 (2) | C1—N1—C10—C9 | −157.2 (2) |
N2—Ni—N3—C6 | 150.6 (2) | Ni—N1—C10—C9 | 17.9 (2) |
N4—Ni—N3—C5 | 157.44 (15) | C5—C4—C13—C14 | −2.5 (4) |
N2—Ni—N3—C5 | −23.08 (16) | N2—C4—C13—C14 | −175.2 (2) |
N3—Ni—N4—C8 | 27.8 (2) | C4—C13—C14—C15 | 2.9 (4) |
C10—N1—C1—C2 | −169.7 (2) | C13—C14—C15—C16 | −0.2 (4) |
Ni—N1—C1—C2 | 15.9 (3) | C4—C5—C16—C15 | 3.3 (4) |
C10—N1—C1—C11 | 16.0 (4) | N3—C5—C16—C15 | 175.2 (2) |
Ni—N1—C1—C11 | −158.34 (19) | C14—C15—C16—C5 | −3.0 (4) |
N1—C1—C2—C3 | 6.3 (4) | C10—C9—C19—C20 | −2.6 (4) |
C11—C1—C2—C3 | −179.2 (2) | N4—C9—C19—C20 | −173.7 (2) |
N1—C1—C2—C23 | −174.1 (2) | C9—C19—C20—C21 | 3.2 (4) |
C11—C1—C2—C23 | 0.4 (3) | C19—C20—C21—C22 | −0.9 (4) |
C4—N2—C3—C2 | 171.6 (2) | C20—C21—C22—C10 | −2.0 (4) |
Ni—N2—C3—C2 | −14.8 (3) | C9—C10—C22—C21 | 2.5 (4) |
C4—N2—C3—C12 | −10.4 (3) | N1—C10—C22—C21 | 172.3 (2) |
Ni—N2—C3—C12 | 163.15 (17) | C24—O2—C23—O1 | −4.3 (4) |
C1—C2—C3—N2 | −6.8 (4) | C24—O2—C23—C2 | 173.6 (2) |
C23—C2—C3—N2 | 173.6 (2) | C1—C2—C23—O1 | 104.0 (3) |
C1—C2—C3—C12 | 175.1 (2) | C3—C2—C23—O1 | −76.4 (3) |
C23—C2—C3—C12 | −4.5 (3) | C1—C2—C23—O2 | −73.8 (3) |
C3—N2—C4—C13 | −31.0 (4) | C3—C2—C23—O2 | 105.8 (2) |
Ni—N2—C4—C13 | 154.7 (2) | C23—O2—C24—C25 | −162.4 (2) |
C3—N2—C4—C5 | 156.0 (2) | O2—C24—C25—C26 | 79.6 (3) |
Ni—N2—C4—C5 | −18.3 (2) | O2—C24—C25—C30 | −101.5 (3) |
C13—C4—C5—C16 | −0.6 (3) | C30—C25—C26—C27 | −0.6 (4) |
N2—C4—C5—C16 | 173.0 (2) | C24—C25—C26—C27 | 178.3 (3) |
C13—C4—C5—N3 | −173.4 (2) | C25—C26—C27—C28 | −1.3 (5) |
N2—C4—C5—N3 | 0.2 (3) | C26—C27—C28—C29 | 2.5 (5) |
C6—N3—C5—C16 | 32.2 (4) | C27—C28—C29—C30 | −1.7 (5) |
Ni—N3—C5—C16 | −154.2 (2) | C28—C29—C30—C25 | −0.3 (5) |
C6—N3—C5—C4 | −155.5 (2) | C26—C25—C30—C29 | 1.5 (4) |
Ni—N3—C5—C4 | 18.1 (2) | C24—C25—C30—C29 | −177.5 (3) |
C5—N3—C6—C7 | −170.3 (2) | C32—O4—C31—O3 | −11.9 (4) |
Ni—N3—C6—C7 | 16.9 (3) | C32—O4—C31—C7 | 167.8 (2) |
C5—N3—C6—C17 | 14.6 (3) | C8—C7—C31—O3 | 107.2 (3) |
Ni—N3—C6—C17 | −158.23 (17) | C6—C7—C31—O3 | −62.2 (4) |
N3—C6—C7—C8 | 6.5 (4) | C8—C7—C31—O4 | −72.4 (3) |
C17—C6—C7—C8 | −178.2 (2) | C6—C7—C31—O4 | 118.2 (2) |
N3—C6—C7—C31 | 174.7 (2) | C31—O4—C32—C33 | −175.7 (2) |
C17—C6—C7—C31 | −10.0 (3) | O4—C32—C33—C38 | −114.7 (3) |
C9—N4—C8—C7 | 172.0 (2) | O4—C32—C33—C34 | 69.2 (3) |
Ni—N4—C8—C7 | −14.6 (3) | C38—C33—C34—C35 | −0.5 (4) |
C9—N4—C8—C18 | −9.4 (4) | C32—C33—C34—C35 | 175.7 (3) |
Ni—N4—C8—C18 | 164.0 (2) | C33—C34—C35—C36 | −0.1 (5) |
C6—C7—C8—N4 | −7.7 (4) | C34—C35—C36—C37 | 0.5 (5) |
C31—C7—C8—N4 | −175.8 (2) | C35—C36—C37—C38 | −0.4 (6) |
C6—C7—C8—C18 | 173.7 (2) | C34—C33—C38—C37 | 0.6 (5) |
C31—C7—C8—C18 | 5.6 (4) | C32—C33—C38—C37 | −175.7 (3) |
C8—N4—C9—C19 | −33.3 (4) | C36—C37—C38—C33 | −0.2 (7) |
Ni—N4—C9—C19 | 152.4 (2) |