Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2052520620006472/bm5124sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2052520620006472/bm5124Isup2.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S2052520620006472/bm5124sup3.pdf |
CCDC reference: 1891978
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014/6 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).
C26H31.34N6Ni2O16.67 | Z = 2 |
Mr = 813.49 | F(000) = 839 |
Triclinic, P1 | Dx = 1.627 Mg m−3 |
a = 10.1294 (7) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 12.2011 (9) Å | Cell parameters from 5643 reflections |
c = 14.2430 (11) Å | θ = 2.2–27.5° |
α = 82.035 (4)° | µ = 1.22 mm−1 |
β = 74.232 (3)° | T = 296 K |
γ = 79.373 (3)° | Prism, blue |
V = 1657.7 (2) Å3 | 0.38 × 0.20 × 0.18 mm |
Bruker Kappa APEXII CCD diffractometer | 7584 independent reflections |
Radiation source: fine-focus sealed tube | 5642 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.047 |
Detector resolution: 0.76 pixels mm-1 | θmax = 27.5°, θmin = 2.2° |
ω scans | h = −13→11 |
Absorption correction: multi-scan (SADABS; Bruker, 2005) | k = −15→15 |
Tmin = 0.640, Tmax = 0.840 | l = −18→18 |
20962 measured reflections |
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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.113 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.02 | w = 1/[σ2(Fo2) + (0.054P)2 + 0.0685P] where P = (Fo2 + 2Fc2)/3 |
7584 reflections | (Δ/σ)max = 0.001 |
515 parameters | Δρmax = 0.64 e Å−3 |
18 restraints | Δρmin = −0.34 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 | 0.26869 (3) | 0.49927 (3) | 0.25271 (2) | 0.02749 (10) | |
O1 | 0.15048 (19) | 0.36721 (16) | 0.32202 (14) | 0.0360 (4) | |
O2 | 0.0623 (2) | 0.28291 (17) | 0.46869 (14) | 0.0427 (5) | |
O3 | 0.36664 (19) | 0.64061 (16) | 0.24888 (14) | 0.0382 (5) | |
O4 | 0.3919 (2) | 0.75572 (18) | 0.35097 (16) | 0.0519 (6) | |
O5 | 0.45482 (19) | 0.38287 (17) | 0.21684 (15) | 0.0414 (5) | |
O6 | 0.5781 (2) | 0.27569 (19) | 0.09867 (18) | 0.0541 (6) | |
O7 | 0.09136 (18) | 0.61167 (15) | 0.22332 (13) | 0.0344 (4) | |
O8 | −0.0027 (2) | 0.68393 (18) | 0.09874 (15) | 0.0453 (5) | |
N1 | 0.2475 (2) | 0.50913 (17) | 0.39231 (15) | 0.0281 (5) | |
N2 | 0.2832 (2) | 0.47969 (17) | 0.11548 (15) | 0.0279 (5) | |
C1 | 0.1276 (3) | 0.3538 (2) | 0.4139 (2) | 0.0316 (6) | |
C2 | 0.1858 (3) | 0.4340 (2) | 0.45899 (18) | 0.0293 (6) | |
C3 | 0.1804 (3) | 0.4343 (3) | 0.5567 (2) | 0.0445 (7) | |
H3 | 0.1372 | 0.3820 | 0.6031 | 0.053* | |
C4 | 0.2403 (4) | 0.5138 (3) | 0.5845 (2) | 0.0535 (9) | |
H4 | 0.2392 | 0.5146 | 0.6499 | 0.064* | |
C5 | 0.3016 (3) | 0.5917 (3) | 0.5144 (2) | 0.0439 (7) | |
H5 | 0.3420 | 0.6457 | 0.5319 | 0.053* | |
C6 | 0.3021 (3) | 0.5883 (2) | 0.4189 (2) | 0.0315 (6) | |
C7 | 0.3592 (3) | 0.6686 (2) | 0.3325 (2) | 0.0365 (6) | |
C8 | 0.4823 (3) | 0.3496 (2) | 0.1330 (2) | 0.0372 (6) | |
C9 | 0.3845 (3) | 0.4048 (2) | 0.0699 (2) | 0.0331 (6) | |
C10 | 0.3945 (3) | 0.3837 (3) | −0.0244 (2) | 0.0476 (8) | |
H10 | 0.4662 | 0.3318 | −0.0562 | 0.057* | |
C11 | 0.2948 (3) | 0.4421 (3) | −0.0708 (2) | 0.0530 (8) | |
H11 | 0.2995 | 0.4298 | −0.1347 | 0.064* | |
C12 | 0.1884 (3) | 0.5184 (3) | −0.0218 (2) | 0.0436 (7) | |
H12 | 0.1199 | 0.5568 | −0.0515 | 0.052* | |
C13 | 0.1866 (3) | 0.5360 (2) | 0.07185 (19) | 0.0293 (5) | |
C14 | 0.0821 (3) | 0.6173 (2) | 0.1356 (2) | 0.0328 (6) | |
Ni2 | 0.09828 (3) | 0.07788 (3) | 0.71413 (2) | 0.02964 (10) | |
O9 | 0.1893 (2) | −0.06232 (17) | 0.78693 (16) | 0.0446 (5) | |
O10 | 0.04663 (18) | −0.03287 (16) | 0.63522 (15) | 0.0395 (5) | |
O11 | 0.1795 (2) | 0.1826 (2) | 0.77421 (17) | 0.0455 (5) | |
H11A | 0.2523 (19) | 0.166 (3) | 0.790 (2) | 0.055* | |
H11B | 0.130 (3) | 0.223 (2) | 0.814 (2) | 0.055* | |
O12 | −0.02329 (19) | 0.21512 (16) | 0.66076 (15) | 0.0340 (4) | |
H12A | −0.034 (3) | 0.2682 (17) | 0.691 (2) | 0.041* | |
H12B | 0.007 (3) | 0.239 (2) | 0.6049 (10) | 0.041* | |
N3 | −0.0662 (2) | 0.05063 (18) | 0.83220 (16) | 0.0313 (5) | |
N4 | 0.2550 (2) | 0.08274 (18) | 0.58697 (16) | 0.0302 (5) | |
N5 | 0.1445 (3) | −0.1874 (2) | 0.9188 (2) | 0.0483 (7) | |
H5A | 0.2309 (14) | −0.218 (3) | 0.905 (2) | 0.058* | |
H5B | 0.079 (2) | −0.213 (3) | 0.9649 (18) | 0.058* | |
N6 | 0.1393 (3) | −0.1384 (2) | 0.5094 (2) | 0.0451 (6) | |
H6A | 0.074 (2) | −0.178 (2) | 0.528 (2) | 0.054* | |
H6B | 0.210 (2) | −0.151 (3) | 0.4611 (17) | 0.054* | |
C15 | 0.1056 (3) | −0.0996 (2) | 0.8623 (2) | 0.0370 (6) | |
C16 | −0.0417 (3) | −0.0418 (2) | 0.8900 (2) | 0.0344 (6) | |
C17 | −0.1426 (3) | −0.0800 (3) | 0.9671 (2) | 0.0503 (8) | |
H17 | −0.1223 | −0.1454 | 1.0061 | 0.060* | |
C18 | −0.2759 (3) | −0.0187 (3) | 0.9856 (2) | 0.0562 (9) | |
H18 | −0.3465 | −0.0425 | 1.0370 | 0.067* | |
C19 | −0.3013 (3) | 0.0774 (3) | 0.9264 (2) | 0.0495 (8) | |
H19 | −0.3890 | 0.1206 | 0.9381 | 0.059* | |
C20 | −0.1964 (3) | 0.1089 (3) | 0.8504 (2) | 0.0424 (7) | |
H20 | −0.2150 | 0.1729 | 0.8095 | 0.051* | |
C21 | 0.1374 (3) | −0.0550 (2) | 0.5581 (2) | 0.0326 (6) | |
C22 | 0.2481 (3) | 0.0183 (2) | 0.5200 (2) | 0.0325 (6) | |
C23 | 0.3319 (3) | 0.0229 (3) | 0.4265 (2) | 0.0457 (7) | |
H23 | 0.3247 | −0.0229 | 0.3817 | 0.055* | |
C24 | 0.4278 (3) | 0.0969 (3) | 0.3997 (2) | 0.0526 (8) | |
H24 | 0.4853 | 0.1021 | 0.3365 | 0.063* | |
C25 | 0.4358 (3) | 0.1621 (3) | 0.4682 (2) | 0.0482 (8) | |
H25 | 0.4994 | 0.2121 | 0.4522 | 0.058* | |
C26 | 0.3492 (3) | 0.1532 (2) | 0.5608 (2) | 0.0392 (7) | |
H26 | 0.3559 | 0.1974 | 0.6070 | 0.047* | |
O13 | 0.6818 (3) | 0.2837 (3) | 0.3017 (2) | 0.0702 (8) | |
H13A | 0.610 (2) | 0.305 (4) | 0.285 (3) | 0.084* | |
H13B | 0.700 (4) | 0.229 (2) | 0.271 (3) | 0.070* | |
O14 | 0.4502 (3) | 0.0784 (3) | 0.1621 (3) | 0.0875 (9) | |
H14A | 0.3648 (13) | 0.095 (4) | 0.184 (3) | 0.105* | |
H14B | 0.494 (4) | 0.129 (3) | 0.135 (3) | 0.105* | |
O15 | 0.9395 (6) | 0.3782 (6) | 0.2050 (4) | 0.107 (3) | 0.670 (8) |
H15A | 0.984 (8) | 0.332 (6) | 0.235 (6) | 0.129* | 0.670 (8) |
H15B | 0.864 (4) | 0.358 (7) | 0.224 (6) | 0.129* | 0.670 (8) |
O16 | 0.4325 (2) | 0.1375 (2) | 0.8005 (2) | 0.0620 (7) | |
H16A | 0.468 (4) | 0.0721 (13) | 0.804 (3) | 0.074* | |
H16B | 0.493 (3) | 0.166 (3) | 0.760 (2) | 0.074* | |
O17 | 0.1736 (3) | 0.1601 (3) | 0.2442 (3) | 0.0897 (10) | |
H17A | 0.122 (4) | 0.121 (4) | 0.283 (3) | 0.108* | |
H17B | 0.172 (5) | 0.2251 (16) | 0.254 (4) | 0.108* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.03361 (18) | 0.02521 (18) | 0.02208 (19) | −0.00571 (13) | −0.00441 (13) | −0.00071 (14) |
O1 | 0.0510 (11) | 0.0350 (11) | 0.0254 (11) | −0.0189 (9) | −0.0093 (8) | 0.0012 (8) |
O2 | 0.0596 (12) | 0.0419 (12) | 0.0317 (12) | −0.0311 (10) | −0.0079 (9) | 0.0037 (9) |
O3 | 0.0475 (11) | 0.0365 (11) | 0.0293 (11) | −0.0189 (9) | −0.0006 (9) | 0.0000 (9) |
O4 | 0.0717 (14) | 0.0432 (13) | 0.0443 (14) | −0.0363 (11) | −0.0018 (11) | −0.0052 (10) |
O5 | 0.0415 (11) | 0.0408 (12) | 0.0399 (13) | 0.0034 (9) | −0.0138 (9) | −0.0034 (10) |
O6 | 0.0409 (11) | 0.0495 (14) | 0.0645 (16) | 0.0137 (10) | −0.0096 (10) | −0.0162 (12) |
O7 | 0.0431 (10) | 0.0309 (10) | 0.0251 (11) | 0.0030 (8) | −0.0071 (8) | −0.0040 (8) |
O8 | 0.0485 (12) | 0.0450 (12) | 0.0356 (12) | 0.0149 (10) | −0.0143 (9) | −0.0034 (10) |
N1 | 0.0341 (11) | 0.0250 (11) | 0.0254 (12) | −0.0095 (9) | −0.0063 (9) | 0.0009 (9) |
N2 | 0.0307 (11) | 0.0261 (11) | 0.0237 (12) | −0.0028 (9) | −0.0025 (9) | −0.0023 (9) |
C1 | 0.0362 (14) | 0.0294 (14) | 0.0318 (16) | −0.0116 (11) | −0.0110 (12) | 0.0015 (12) |
C2 | 0.0369 (13) | 0.0305 (14) | 0.0208 (14) | −0.0129 (11) | −0.0060 (11) | 0.0044 (11) |
C3 | 0.067 (2) | 0.0457 (18) | 0.0264 (16) | −0.0303 (15) | −0.0111 (14) | 0.0062 (13) |
C4 | 0.090 (2) | 0.055 (2) | 0.0260 (17) | −0.0344 (18) | −0.0202 (16) | 0.0032 (15) |
C5 | 0.0604 (18) | 0.0438 (18) | 0.0354 (17) | −0.0264 (15) | −0.0135 (14) | −0.0032 (14) |
C6 | 0.0363 (14) | 0.0285 (14) | 0.0309 (15) | −0.0126 (11) | −0.0053 (11) | −0.0031 (11) |
C7 | 0.0383 (15) | 0.0368 (16) | 0.0346 (17) | −0.0163 (12) | −0.0040 (12) | 0.0000 (13) |
C8 | 0.0331 (14) | 0.0299 (15) | 0.0454 (19) | −0.0034 (11) | −0.0059 (12) | −0.0029 (13) |
C9 | 0.0324 (13) | 0.0325 (15) | 0.0302 (15) | −0.0025 (11) | −0.0012 (11) | −0.0054 (12) |
C10 | 0.0478 (17) | 0.0485 (19) | 0.0405 (19) | 0.0048 (14) | −0.0016 (14) | −0.0189 (15) |
C11 | 0.067 (2) | 0.061 (2) | 0.0290 (17) | 0.0042 (17) | −0.0123 (15) | −0.0175 (15) |
C12 | 0.0488 (17) | 0.0463 (18) | 0.0348 (18) | 0.0023 (14) | −0.0148 (13) | −0.0054 (14) |
C13 | 0.0342 (13) | 0.0254 (13) | 0.0264 (14) | −0.0024 (10) | −0.0065 (11) | −0.0016 (11) |
C14 | 0.0361 (14) | 0.0292 (14) | 0.0292 (16) | −0.0016 (11) | −0.0046 (11) | −0.0016 (12) |
Ni2 | 0.02957 (18) | 0.02692 (19) | 0.0272 (2) | −0.00476 (13) | 0.00123 (14) | −0.00129 (14) |
O9 | 0.0405 (11) | 0.0428 (12) | 0.0401 (13) | 0.0003 (9) | −0.0019 (9) | 0.0053 (10) |
O10 | 0.0371 (10) | 0.0350 (11) | 0.0418 (13) | −0.0117 (8) | 0.0037 (9) | −0.0078 (9) |
O11 | 0.0358 (11) | 0.0552 (14) | 0.0480 (14) | 0.0013 (10) | −0.0105 (10) | −0.0248 (11) |
O12 | 0.0393 (10) | 0.0287 (11) | 0.0289 (11) | −0.0039 (8) | −0.0017 (9) | −0.0014 (8) |
N3 | 0.0289 (11) | 0.0283 (12) | 0.0305 (13) | −0.0004 (9) | −0.0020 (9) | 0.0014 (10) |
N4 | 0.0290 (10) | 0.0291 (12) | 0.0299 (13) | −0.0062 (9) | −0.0017 (9) | −0.0032 (9) |
N5 | 0.0419 (14) | 0.0443 (16) | 0.0493 (18) | 0.0042 (12) | −0.0093 (13) | 0.0083 (13) |
N6 | 0.0535 (16) | 0.0394 (15) | 0.0428 (17) | −0.0185 (12) | −0.0012 (12) | −0.0121 (12) |
C15 | 0.0387 (15) | 0.0346 (16) | 0.0370 (17) | −0.0021 (12) | −0.0121 (13) | −0.0013 (13) |
C16 | 0.0352 (14) | 0.0391 (16) | 0.0278 (15) | −0.0056 (12) | −0.0072 (11) | −0.0004 (12) |
C17 | 0.0458 (17) | 0.060 (2) | 0.0373 (19) | −0.0081 (15) | −0.0061 (14) | 0.0136 (16) |
C18 | 0.0390 (16) | 0.076 (3) | 0.041 (2) | −0.0089 (16) | 0.0054 (14) | 0.0070 (18) |
C19 | 0.0335 (15) | 0.060 (2) | 0.047 (2) | 0.0027 (14) | −0.0050 (14) | −0.0032 (17) |
C20 | 0.0399 (16) | 0.0419 (17) | 0.0393 (18) | −0.0034 (13) | −0.0048 (13) | 0.0022 (14) |
C21 | 0.0346 (14) | 0.0280 (14) | 0.0355 (16) | −0.0054 (11) | −0.0095 (12) | −0.0022 (12) |
C22 | 0.0342 (14) | 0.0276 (14) | 0.0329 (16) | −0.0051 (11) | −0.0038 (11) | −0.0023 (12) |
C23 | 0.0522 (17) | 0.0468 (19) | 0.0345 (18) | −0.0143 (14) | 0.0026 (13) | −0.0101 (14) |
C24 | 0.0554 (19) | 0.061 (2) | 0.0336 (18) | −0.0212 (16) | 0.0099 (14) | −0.0036 (16) |
C25 | 0.0441 (17) | 0.053 (2) | 0.045 (2) | −0.0257 (15) | 0.0014 (14) | 0.0001 (16) |
C26 | 0.0388 (15) | 0.0372 (16) | 0.0406 (18) | −0.0145 (12) | −0.0019 (13) | −0.0051 (13) |
O13 | 0.0625 (16) | 0.102 (2) | 0.0541 (18) | −0.0089 (16) | −0.0245 (14) | −0.0200 (15) |
O14 | 0.0760 (19) | 0.0583 (19) | 0.116 (3) | −0.0137 (16) | 0.0012 (19) | −0.0142 (18) |
O15 | 0.103 (4) | 0.169 (6) | 0.068 (4) | −0.060 (4) | −0.041 (3) | 0.017 (3) |
O16 | 0.0388 (13) | 0.0720 (18) | 0.0656 (18) | −0.0178 (12) | −0.0053 (11) | 0.0228 (15) |
O17 | 0.095 (2) | 0.085 (2) | 0.087 (2) | −0.0407 (18) | 0.0138 (17) | −0.041 (2) |
Ni1—N1 | 1.959 (2) | O10—C21 | 1.251 (3) |
Ni1—N2 | 1.964 (2) | O11—H11A | 0.807 (10) |
Ni1—O5 | 2.1266 (19) | O11—H11B | 0.805 (10) |
Ni1—O3 | 2.1301 (18) | O12—H12A | 0.806 (10) |
Ni1—O7 | 2.1502 (17) | O12—H12B | 0.805 (10) |
Ni1—O1 | 2.1524 (17) | N3—C16 | 1.327 (3) |
O1—C1 | 1.257 (3) | N3—C20 | 1.353 (3) |
O2—C1 | 1.240 (3) | N4—C22 | 1.340 (3) |
O3—C7 | 1.263 (3) | N4—C26 | 1.345 (3) |
O4—C7 | 1.250 (3) | N5—C15 | 1.314 (4) |
O5—C8 | 1.257 (4) | N5—H5A | 0.866 (10) |
O6—C8 | 1.239 (3) | N5—H5B | 0.867 (10) |
O7—C14 | 1.269 (3) | N6—C21 | 1.304 (4) |
O8—C14 | 1.243 (3) | N6—H6A | 0.850 (10) |
N1—C2 | 1.334 (3) | N6—H6B | 0.853 (10) |
N1—C6 | 1.340 (3) | C15—C16 | 1.500 (4) |
N2—C9 | 1.328 (3) | C16—C17 | 1.376 (4) |
N2—C13 | 1.335 (3) | C17—C18 | 1.393 (4) |
C1—C2 | 1.521 (3) | C17—H17 | 0.9300 |
C2—C3 | 1.377 (4) | C18—C19 | 1.373 (5) |
C3—C4 | 1.386 (4) | C18—H18 | 0.9300 |
C3—H3 | 0.9300 | C19—C20 | 1.363 (4) |
C4—C5 | 1.380 (4) | C19—H19 | 0.9300 |
C4—H4 | 0.9300 | C20—H20 | 0.9300 |
C5—C6 | 1.365 (4) | C21—C22 | 1.501 (4) |
C5—H5 | 0.9300 | C22—C23 | 1.371 (4) |
C6—C7 | 1.516 (4) | C23—C24 | 1.390 (4) |
C8—C9 | 1.520 (4) | C23—H23 | 0.9300 |
C9—C10 | 1.376 (4) | C24—C25 | 1.369 (5) |
C10—C11 | 1.390 (4) | C24—H24 | 0.9300 |
C10—H10 | 0.9300 | C25—C26 | 1.373 (4) |
C11—C12 | 1.385 (4) | C25—H25 | 0.9300 |
C11—H11 | 0.9300 | C26—H26 | 0.9300 |
C12—C13 | 1.375 (4) | O13—H13A | 0.810 (10) |
C12—H12 | 0.9300 | O13—H13B | 0.810 (10) |
C13—C14 | 1.507 (4) | O14—H14A | 0.831 (10) |
Ni2—O11 | 2.029 (2) | O14—H14B | 0.821 (10) |
Ni2—N3 | 2.059 (2) | O15—H15A | 0.813 (10) |
Ni2—N4 | 2.061 (2) | O15—H15B | 0.812 (10) |
Ni2—O12 | 2.0721 (19) | O16—H16A | 0.814 (10) |
Ni2—O9 | 2.073 (2) | O16—H16B | 0.809 (10) |
Ni2—O10 | 2.089 (2) | O17—H17A | 0.821 (10) |
O9—C15 | 1.261 (3) | O17—H17B | 0.819 (10) |
N1—Ni1—N2 | 175.84 (8) | N4—Ni2—O12 | 92.02 (8) |
N1—Ni1—O5 | 101.70 (8) | O11—Ni2—O9 | 92.10 (9) |
N2—Ni1—O5 | 77.93 (8) | N3—Ni2—O9 | 79.87 (8) |
N1—Ni1—O3 | 78.20 (8) | N4—Ni2—O9 | 97.73 (8) |
N2—Ni1—O3 | 105.96 (8) | O12—Ni2—O9 | 170.09 (8) |
O5—Ni1—O3 | 96.18 (8) | O11—Ni2—O10 | 170.45 (8) |
N1—Ni1—O7 | 103.04 (8) | N3—Ni2—O10 | 91.54 (8) |
N2—Ni1—O7 | 77.40 (8) | N4—Ni2—O10 | 78.94 (8) |
O5—Ni1—O7 | 155.26 (8) | O12—Ni2—O10 | 93.35 (8) |
O3—Ni1—O7 | 88.89 (7) | O9—Ni2—O10 | 86.80 (8) |
N1—Ni1—O1 | 77.24 (8) | C15—O9—Ni2 | 112.71 (17) |
N2—Ni1—O1 | 98.61 (8) | C21—O10—Ni2 | 113.37 (16) |
O5—Ni1—O1 | 91.61 (8) | Ni2—O11—H11A | 124 (2) |
O3—Ni1—O1 | 155.27 (7) | Ni2—O11—H11B | 120 (2) |
O7—Ni1—O1 | 93.79 (7) | H11A—O11—H11B | 106 (3) |
C1—O1—Ni1 | 114.82 (16) | Ni2—O12—H12A | 112 (2) |
C7—O3—Ni1 | 113.96 (16) | Ni2—O12—H12B | 116 (2) |
C8—O5—Ni1 | 114.53 (17) | H12A—O12—H12B | 104 (3) |
C14—O7—Ni1 | 114.18 (16) | C16—N3—C20 | 118.0 (2) |
C2—N1—C6 | 120.9 (2) | C16—N3—Ni2 | 114.15 (17) |
C2—N1—Ni1 | 119.94 (17) | C20—N3—Ni2 | 127.43 (18) |
C6—N1—Ni1 | 119.04 (17) | C22—N4—C26 | 118.1 (2) |
C9—N2—C13 | 121.2 (2) | C22—N4—Ni2 | 114.60 (16) |
C9—N2—Ni1 | 119.00 (18) | C26—N4—Ni2 | 126.64 (19) |
C13—N2—Ni1 | 119.67 (17) | C15—N5—H5A | 119 (2) |
O2—C1—O1 | 125.9 (2) | C15—N5—H5B | 116 (2) |
O2—C1—C2 | 118.8 (2) | H5A—N5—H5B | 125 (3) |
O1—C1—C2 | 115.2 (2) | C21—N6—H6A | 120 (2) |
N1—C2—C3 | 120.6 (2) | C21—N6—H6B | 116 (2) |
N1—C2—C1 | 112.5 (2) | H6A—N6—H6B | 124 (3) |
C3—C2—C1 | 126.9 (2) | O9—C15—N5 | 121.7 (3) |
C2—C3—C4 | 118.9 (3) | O9—C15—C16 | 119.7 (2) |
C2—C3—H3 | 120.6 | N5—C15—C16 | 118.6 (3) |
C4—C3—H3 | 120.6 | N3—C16—C17 | 122.8 (3) |
C5—C4—C3 | 119.5 (3) | N3—C16—C15 | 113.3 (2) |
C5—C4—H4 | 120.2 | C17—C16—C15 | 123.9 (3) |
C3—C4—H4 | 120.2 | C16—C17—C18 | 118.5 (3) |
C6—C5—C4 | 119.0 (3) | C16—C17—H17 | 120.7 |
C6—C5—H5 | 120.5 | C18—C17—H17 | 120.7 |
C4—C5—H5 | 120.5 | C19—C18—C17 | 118.8 (3) |
N1—C6—C5 | 121.1 (2) | C19—C18—H18 | 120.6 |
N1—C6—C7 | 112.1 (2) | C17—C18—H18 | 120.6 |
C5—C6—C7 | 126.8 (2) | C20—C19—C18 | 119.2 (3) |
O4—C7—O3 | 126.9 (3) | C20—C19—H19 | 120.4 |
O4—C7—C6 | 117.2 (3) | C18—C19—H19 | 120.4 |
O3—C7—C6 | 115.9 (2) | N3—C20—C19 | 122.6 (3) |
O6—C8—O5 | 126.5 (3) | N3—C20—H20 | 118.7 |
O6—C8—C9 | 117.9 (3) | C19—C20—H20 | 118.7 |
O5—C8—C9 | 115.6 (2) | O10—C21—N6 | 122.8 (2) |
N2—C9—C10 | 121.1 (3) | O10—C21—C22 | 118.5 (2) |
N2—C9—C8 | 112.6 (2) | N6—C21—C22 | 118.8 (3) |
C10—C9—C8 | 126.2 (3) | N4—C22—C23 | 122.4 (2) |
C9—C10—C11 | 118.3 (3) | N4—C22—C21 | 112.7 (2) |
C9—C10—H10 | 120.9 | C23—C22—C21 | 124.8 (3) |
C11—C10—H10 | 120.9 | C22—C23—C24 | 119.1 (3) |
C12—C11—C10 | 120.0 (3) | C22—C23—H23 | 120.4 |
C12—C11—H11 | 120.0 | C24—C23—H23 | 120.4 |
C10—C11—H11 | 120.0 | C25—C24—C23 | 118.5 (3) |
C13—C12—C11 | 118.3 (3) | C25—C24—H24 | 120.7 |
C13—C12—H12 | 120.8 | C23—C24—H24 | 120.7 |
C11—C12—H12 | 120.8 | C24—C25—C26 | 119.5 (3) |
N2—C13—C12 | 121.1 (2) | C24—C25—H25 | 120.2 |
N2—C13—C14 | 112.8 (2) | C26—C25—H25 | 120.2 |
C12—C13—C14 | 126.1 (2) | N4—C26—C25 | 122.3 (3) |
O8—C14—O7 | 126.0 (3) | N4—C26—H26 | 118.8 |
O8—C14—C13 | 118.4 (2) | C25—C26—H26 | 118.8 |
O7—C14—C13 | 115.6 (2) | H13A—O13—H13B | 92 (4) |
O11—Ni2—N3 | 97.61 (9) | H14A—O14—H14B | 118 (5) |
O11—Ni2—N4 | 91.83 (9) | H15A—O15—H15B | 101 (8) |
N3—Ni2—N4 | 170.32 (9) | H16A—O16—H16B | 102 (4) |
O11—Ni2—O12 | 89.37 (9) | H17A—O17—H17B | 120 (5) |
N3—Ni2—O12 | 90.22 (8) | ||
Ni1—O1—C1—O2 | −179.8 (2) | Ni1—N2—C13—C14 | 5.0 (3) |
Ni1—O1—C1—C2 | 0.8 (3) | C11—C12—C13—N2 | −1.2 (4) |
C6—N1—C2—C3 | −1.8 (4) | C11—C12—C13—C14 | 178.3 (3) |
Ni1—N1—C2—C3 | 174.6 (2) | Ni1—O7—C14—O8 | −172.5 (2) |
C6—N1—C2—C1 | 178.4 (2) | Ni1—O7—C14—C13 | 6.4 (3) |
Ni1—N1—C2—C1 | −5.1 (3) | N2—C13—C14—O8 | 171.4 (2) |
O2—C1—C2—N1 | −176.9 (2) | C12—C13—C14—O8 | −8.1 (4) |
O1—C1—C2—N1 | 2.6 (3) | N2—C13—C14—O7 | −7.6 (3) |
O2—C1—C2—C3 | 3.4 (4) | C12—C13—C14—O7 | 172.9 (3) |
O1—C1—C2—C3 | −177.1 (3) | Ni2—O9—C15—N5 | −179.3 (2) |
N1—C2—C3—C4 | −0.2 (5) | Ni2—O9—C15—C16 | −0.3 (3) |
C1—C2—C3—C4 | 179.5 (3) | C20—N3—C16—C17 | −0.2 (4) |
C2—C3—C4—C5 | 1.2 (5) | Ni2—N3—C16—C17 | −173.7 (2) |
C3—C4—C5—C6 | −0.2 (5) | C20—N3—C16—C15 | 179.6 (2) |
C2—N1—C6—C5 | 2.8 (4) | Ni2—N3—C16—C15 | 6.1 (3) |
Ni1—N1—C6—C5 | −173.6 (2) | O9—C15—C16—N3 | −4.0 (4) |
C2—N1—C6—C7 | −176.7 (2) | N5—C15—C16—N3 | 175.0 (3) |
Ni1—N1—C6—C7 | 6.9 (3) | O9—C15—C16—C17 | 175.8 (3) |
C4—C5—C6—N1 | −1.8 (5) | N5—C15—C16—C17 | −5.2 (4) |
C4—C5—C6—C7 | 177.6 (3) | N3—C16—C17—C18 | −0.3 (5) |
Ni1—O3—C7—O4 | −170.3 (2) | C15—C16—C17—C18 | 179.9 (3) |
Ni1—O3—C7—C6 | 8.6 (3) | C16—C17—C18—C19 | −0.2 (5) |
N1—C6—C7—O4 | 168.7 (2) | C17—C18—C19—C20 | 1.3 (5) |
C5—C6—C7—O4 | −10.7 (4) | C16—N3—C20—C19 | 1.3 (5) |
N1—C6—C7—O3 | −10.3 (3) | Ni2—N3—C20—C19 | 173.8 (2) |
C5—C6—C7—O3 | 170.3 (3) | C18—C19—C20—N3 | −1.9 (5) |
Ni1—O5—C8—O6 | −173.8 (2) | Ni2—O10—C21—N6 | 165.6 (2) |
Ni1—O5—C8—C9 | 4.5 (3) | Ni2—O10—C21—C22 | −14.9 (3) |
C13—N2—C9—C10 | 0.9 (4) | C26—N4—C22—C23 | −0.8 (4) |
Ni1—N2—C9—C10 | 176.4 (2) | Ni2—N4—C22—C23 | 170.8 (2) |
C13—N2—C9—C8 | −179.4 (2) | C26—N4—C22—C21 | −179.1 (2) |
Ni1—N2—C9—C8 | −3.9 (3) | Ni2—N4—C22—C21 | −7.5 (3) |
O6—C8—C9—N2 | 177.7 (2) | O10—C21—C22—N4 | 15.4 (4) |
O5—C8—C9—N2 | −0.8 (4) | N6—C21—C22—N4 | −165.0 (3) |
O6—C8—C9—C10 | −2.6 (4) | O10—C21—C22—C23 | −162.9 (3) |
O5—C8—C9—C10 | 178.9 (3) | N6—C21—C22—C23 | 16.6 (4) |
N2—C9—C10—C11 | −0.7 (5) | N4—C22—C23—C24 | 0.0 (5) |
C8—C9—C10—C11 | 179.7 (3) | C21—C22—C23—C24 | 178.1 (3) |
C9—C10—C11—C12 | −0.5 (5) | C22—C23—C24—C25 | 0.6 (5) |
C10—C11—C12—C13 | 1.4 (5) | C23—C24—C25—C26 | −0.3 (5) |
C9—N2—C13—C12 | 0.0 (4) | C22—N4—C26—C25 | 1.0 (4) |
Ni1—N2—C13—C12 | −175.5 (2) | Ni2—N4—C26—C25 | −169.4 (2) |
C9—N2—C13—C14 | −179.5 (2) | C24—C25—C26—N4 | −0.5 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
C5—H5···O13i | 0.93 | 2.57 | 3.261 (4) | 132 |
C12—H12···O15ii | 0.93 | 2.41 | 3.225 (6) | 146 |
O11—H11A···O16 | 0.81 (1) | 1.84 (1) | 2.637 (3) | 169 (3) |
O11—H11B···O8iii | 0.81 (1) | 1.87 (1) | 2.667 (3) | 175 (3) |
O12—H12A···O7iii | 0.81 (1) | 1.94 (1) | 2.735 (3) | 170 (3) |
O12—H12B···O2 | 0.81 (1) | 1.90 (1) | 2.696 (3) | 172 (3) |
N5—H5A···O6iv | 0.87 (1) | 1.92 (1) | 2.775 (3) | 168 (3) |
N5—H5B···O8v | 0.87 (1) | 2.18 (2) | 2.988 (3) | 155 (3) |
N6—H6A···O2vi | 0.85 (1) | 2.04 (1) | 2.864 (3) | 164 (3) |
N6—H6B···O4vii | 0.85 (1) | 2.30 (2) | 3.123 (4) | 161 (3) |
C17—H17···O8v | 0.93 | 2.59 | 3.501 (4) | 166 |
C20—H20···O12 | 0.93 | 2.52 | 3.057 (3) | 117 |
C25—H25···O13 | 0.93 | 2.59 | 3.348 (4) | 139 |
C26—H26···O11 | 0.93 | 2.57 | 3.092 (4) | 116 |
O13—H13A···O5 | 0.81 (1) | 2.09 (2) | 2.879 (3) | 166 (4) |
O13—H13B···O9iv | 0.81 (1) | 2.28 (2) | 3.057 (4) | 161 (4) |
O14—H14A···O17 | 0.83 (1) | 1.96 (2) | 2.779 (4) | 168 (5) |
O14—H14B···O6 | 0.82 (1) | 2.06 (2) | 2.864 (4) | 166 (5) |
O15—H15A···O1viii | 0.81 (1) | 2.46 (7) | 3.022 (5) | 127 (8) |
O15—H15A···O17viii | 0.81 (1) | 2.58 (5) | 3.316 (8) | 152 (9) |
O15—H15B···O13 | 0.81 (1) | 2.16 (2) | 2.959 (6) | 167 (8) |
O16—H16A···O14iv | 0.81 (1) | 1.92 (1) | 2.726 (4) | 169 (4) |
O16—H16B···O4i | 0.81 (1) | 1.94 (1) | 2.740 (3) | 168 (4) |
O17—H17A···O10vi | 0.82 (1) | 2.16 (2) | 2.965 (3) | 167 (5) |
O17—H17B···O1 | 0.82 (1) | 2.05 (2) | 2.844 (4) | 162 (5) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+1, −z; (iii) −x, −y+1, −z+1; (iv) −x+1, −y, −z+1; (v) x, y−1, z+1; (vi) −x, −y, −z+1; (vii) x, y−1, z; (viii) x+1, y, z. |