Acta Cryst. (2009). E65, m231 [ doi:10.1107/S160053680900244X ]
The title compound, [Ni(C25H19N4O2)2], which was obtained by the reaction of nickel(II) perchlorate with 2,6-diformyl-4-methylphenol and (tri-2-pyridylmethyl)amine in methanol solution, is a discrete monometallic complex. The NiII atom is six-coordinated by the phenolate O, imine N and pyridine N atoms from two tridentate Schiff base ligands in a distorted NiN4O2 octahedral geometry. The dihedral angles between the noncoordinated pyridyl rings of each ligand are 72.95 (8) and 69.59 (7)°.
2,6-Diformyl-4-methylphenol (0.164 g, 1 mmol), tri-2-pyridylmethylamine (0.262 g, 1 mmol) and Ni(ClO4)2.6H2O (0.183 g, 0.5 mmol) were stirred in methanol (20 ml) for 20 min at room temperature, and then filtered. After keeping the filtrate in air for 3 d, green plates of (I) (yield 36%) were formed.
The H atoms were placed at calculated positions and refined in the riding-model approximation, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) for aromatic and formyl H atoms, and C—H = 0.96 Å and Uiso(H) = 1.5Ueq(C) for methyl H atoms.
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
| Fig. 1. The molecular structure of (I) with displacement ellipsoids drawn at the 30% probability level. H atoms have been omitted for clarity. |
| [Ni(C25H19N4O2)2] | F(000) = 1816 |
| Mr = 873.59 | Dx = 1.414 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2yn | Cell parameters from 5403 reflections |
| a = 11.9592 (2) Å | θ = 2.4–24.2° |
| b = 17.6301 (2) Å | µ = 0.53 mm−1 |
| c = 19.6633 (3) Å | T = 295 K |
| β = 98.202 (1)° | Plate, green |
| V = 4103.44 (10) Å3 | 0.22 × 0.16 × 0.04 mm |
| Z = 4 |
| Bruker APEX CCD diffractometer | 8063 independent reflections |
| Radiation source: fine-focus sealed tube | 6167 reflections with I > 2σ(I) |
| graphite | Rint = 0.041 |
| φ and ω scans | θmax = 26.0°, θmin = 1.6° |
| Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −13→14 |
| Tmin = 0.892, Tmax = 0.979 | k = −21→21 |
| 45290 measured reflections | l = −24→24 |
| 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)] = 0.036 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.095 | H-atom parameters constrained |
| S = 1.02 | w = 1/[σ2(Fo2) + (0.0424P)2 + 1.7711P] where P = (Fo2 + 2Fc2)/3 |
| 8063 reflections | (Δ/σ)max = 0.001 |
| 570 parameters | Δρmax = 0.29 e Å−3 |
| 0 restraints | Δρmin = −0.29 e Å−3 |
| [Ni(C25H19N4O2)2] | V = 4103.44 (10) Å3 |
| Mr = 873.59 | Z = 4 |
| Monoclinic, P21/n | Mo Kα radiation |
| a = 11.9592 (2) Å | µ = 0.53 mm−1 |
| b = 17.6301 (2) Å | T = 295 K |
| c = 19.6633 (3) Å | 0.22 × 0.16 × 0.04 mm |
| β = 98.202 (1)° |
| Bruker APEX CCD diffractometer | 8063 independent reflections |
| Absorption correction: multi-scan (SADABS; Bruker, 2002) | 6167 reflections with I > 2σ(I) |
| Tmin = 0.892, Tmax = 0.979 | Rint = 0.041 |
| 45290 measured reflections | θmax = 26.0° |
| R[F2 > 2σ(F2)] = 0.036 | H-atom parameters constrained |
| wR(F2) = 0.095 | Δρmax = 0.29 e Å−3 |
| S = 1.02 | Δρmin = −0.29 e Å−3 |
| 8063 reflections | Absolute structure: ? |
| 570 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
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 | ||
| Ni1 | 0.84948 (2) | 0.210253 (13) | 0.347678 (13) | 0.02795 (8) | |
| N1 | 0.75587 (14) | 0.17976 (9) | 0.25737 (8) | 0.0301 (4) | |
| N2 | 0.73935 (15) | 0.12926 (9) | 0.38088 (9) | 0.0329 (4) | |
| N3 | 0.94630 (14) | 0.22760 (9) | 0.43930 (8) | 0.0282 (4) | |
| N4 | 0.98414 (15) | 0.13255 (9) | 0.34153 (8) | 0.0308 (4) | |
| N5 | 0.45175 (18) | 0.17822 (13) | 0.26647 (13) | 0.0597 (6) | |
| N6 | 0.68774 (17) | 0.01602 (10) | 0.22315 (10) | 0.0468 (5) | |
| N7 | 1.13568 (17) | 0.31964 (10) | 0.49582 (10) | 0.0468 (5) | |
| N8 | 1.02199 (16) | 0.10063 (10) | 0.52511 (9) | 0.0416 (5) | |
| O1 | 0.93693 (12) | 0.28502 (8) | 0.29681 (7) | 0.0368 (3) | |
| O2 | 0.74379 (12) | 0.29381 (8) | 0.36981 (7) | 0.0348 (3) | |
| O3 | 1.15347 (16) | 0.43375 (10) | 0.23232 (11) | 0.0689 (6) | |
| O4 | 0.50123 (18) | 0.44825 (13) | 0.37676 (11) | 0.0829 (7) | |
| C1 | 1.0856 (2) | 0.38899 (13) | 0.24974 (14) | 0.0468 (6) | |
| H1 | 1.0696 | 0.3923 | 0.2946 | 0.056* | |
| C2 | 1.02772 (18) | 0.33079 (12) | 0.20596 (12) | 0.0378 (5) | |
| C3 | 1.0438 (2) | 0.32684 (13) | 0.13762 (12) | 0.0444 (6) | |
| H3 | 1.0953 | 0.3599 | 0.1221 | 0.053* | |
| C4 | 0.9870 (2) | 0.27619 (14) | 0.09137 (12) | 0.0441 (6) | |
| C5 | 1.0004 (2) | 0.27696 (17) | 0.01588 (13) | 0.0613 (7) | |
| H5A | 0.9638 | 0.3211 | −0.0056 | 0.092* | |
| H5B | 0.9666 | 0.2322 | −0.0059 | 0.092* | |
| H5C | 1.0792 | 0.2781 | 0.0114 | 0.092* | |
| C6 | 0.91057 (19) | 0.22805 (13) | 0.11659 (11) | 0.0411 (5) | |
| H6 | 0.8727 | 0.1925 | 0.0868 | 0.049* | |
| C7 | 0.88725 (18) | 0.23003 (12) | 0.18463 (11) | 0.0345 (5) | |
| C8 | 0.94957 (17) | 0.28117 (11) | 0.23330 (11) | 0.0326 (5) | |
| C9 | 0.79107 (18) | 0.18629 (12) | 0.19856 (11) | 0.0346 (5) | |
| H9 | 0.7507 | 0.1604 | 0.1618 | 0.042* | |
| C10 | 0.64618 (17) | 0.14184 (11) | 0.26192 (10) | 0.0320 (5) | |
| C11 | 0.62185 (18) | 0.07697 (11) | 0.20947 (11) | 0.0340 (5) | |
| C12 | 0.5402 (2) | 0.08074 (14) | 0.15287 (13) | 0.0496 (6) | |
| H12 | 0.4971 | 0.1244 | 0.1438 | 0.059* | |
| C13 | 0.5230 (2) | 0.01863 (17) | 0.10944 (14) | 0.0615 (7) | |
| H13 | 0.4682 | 0.0201 | 0.0709 | 0.074* | |
| C14 | 0.5873 (2) | −0.04440 (14) | 0.12396 (15) | 0.0580 (7) | |
| H14 | 0.5765 | −0.0871 | 0.0960 | 0.070* | |
| C15 | 0.6681 (2) | −0.04371 (14) | 0.18040 (15) | 0.0560 (7) | |
| H15 | 0.7121 | −0.0869 | 0.1899 | 0.067* | |
| C16 | 0.55105 (19) | 0.20156 (12) | 0.25089 (11) | 0.0359 (5) | |
| C17 | 0.5635 (2) | 0.27178 (14) | 0.22305 (14) | 0.0537 (7) | |
| H17 | 0.6335 | 0.2875 | 0.2128 | 0.064* | |
| C18 | 0.4704 (3) | 0.31892 (16) | 0.21042 (15) | 0.0654 (8) | |
| H18 | 0.4774 | 0.3665 | 0.1911 | 0.079* | |
| C19 | 0.3696 (2) | 0.29620 (17) | 0.22595 (15) | 0.0641 (8) | |
| H19 | 0.3064 | 0.3274 | 0.2183 | 0.077* | |
| C20 | 0.3639 (2) | 0.22536 (19) | 0.25341 (17) | 0.0712 (9) | |
| H20 | 0.2943 | 0.2089 | 0.2637 | 0.085* | |
| C21 | 0.65235 (18) | 0.10801 (11) | 0.33457 (11) | 0.0343 (5) | |
| C22 | 0.5709 (2) | 0.05736 (13) | 0.35058 (13) | 0.0469 (6) | |
| H22 | 0.5117 | 0.0425 | 0.3173 | 0.056* | |
| C23 | 0.5793 (2) | 0.02946 (14) | 0.41659 (13) | 0.0528 (7) | |
| H23 | 0.5252 | −0.0039 | 0.4286 | 0.063* | |
| C24 | 0.6686 (2) | 0.05143 (14) | 0.46456 (13) | 0.0498 (6) | |
| H24 | 0.6755 | 0.0333 | 0.5094 | 0.060* | |
| C25 | 0.7471 (2) | 0.10056 (12) | 0.44519 (12) | 0.0406 (5) | |
| H25 | 0.8080 | 0.1147 | 0.4775 | 0.049* | |
| C26 | 0.5755 (2) | 0.40153 (15) | 0.37765 (14) | 0.0555 (7) | |
| H26 | 0.5880 | 0.3818 | 0.3355 | 0.067* | |
| C27 | 0.64642 (19) | 0.37361 (12) | 0.43790 (12) | 0.0397 (5) | |
| C28 | 0.6310 (2) | 0.39914 (13) | 0.50292 (13) | 0.0473 (6) | |
| H28 | 0.5741 | 0.4343 | 0.5063 | 0.057* | |
| C29 | 0.6956 (2) | 0.37501 (13) | 0.56237 (12) | 0.0456 (6) | |
| C30 | 0.6744 (3) | 0.40074 (17) | 0.63294 (14) | 0.0672 (8) | |
| H30A | 0.6129 | 0.4362 | 0.6283 | 0.101* | |
| H30B | 0.7412 | 0.4247 | 0.6563 | 0.101* | |
| H30C | 0.6558 | 0.3577 | 0.6590 | 0.101* | |
| C31 | 0.78362 (19) | 0.32568 (12) | 0.55509 (11) | 0.0400 (5) | |
| H31 | 0.8299 | 0.3097 | 0.5945 | 0.048* | |
| C32 | 0.80654 (18) | 0.29870 (11) | 0.49148 (11) | 0.0328 (5) | |
| C33 | 0.73323 (18) | 0.31936 (11) | 0.42974 (11) | 0.0324 (5) | |
| C34 | 0.91051 (17) | 0.25733 (11) | 0.49200 (10) | 0.0317 (5) | |
| H34 | 0.9559 | 0.2516 | 0.5342 | 0.038* | |
| C35 | 1.06421 (17) | 0.19974 (11) | 0.44743 (10) | 0.0292 (4) | |
| C36 | 1.09688 (17) | 0.15357 (11) | 0.51390 (10) | 0.0308 (4) | |
| C37 | 1.1988 (2) | 0.16159 (13) | 0.55531 (12) | 0.0423 (5) | |
| H37 | 1.2496 | 0.1989 | 0.5462 | 0.051* | |
| C38 | 1.2248 (2) | 0.11334 (14) | 0.61061 (13) | 0.0509 (6) | |
| H38 | 1.2935 | 0.1179 | 0.6392 | 0.061* | |
| C39 | 1.1493 (2) | 0.05917 (13) | 0.62305 (13) | 0.0485 (6) | |
| H39 | 1.1648 | 0.0263 | 0.6602 | 0.058* | |
| C40 | 1.0494 (2) | 0.05458 (13) | 0.57885 (12) | 0.0485 (6) | |
| H40 | 0.9979 | 0.0172 | 0.5869 | 0.058* | |
| C41 | 1.13974 (18) | 0.27056 (11) | 0.44456 (11) | 0.0347 (5) | |
| C42 | 1.2027 (2) | 0.28439 (15) | 0.39317 (13) | 0.0556 (7) | |
| H42 | 1.2023 | 0.2502 | 0.3571 | 0.067* | |
| C43 | 1.2670 (3) | 0.34972 (18) | 0.39518 (15) | 0.0684 (8) | |
| H43 | 1.3112 | 0.3595 | 0.3609 | 0.082* | |
| C44 | 1.2651 (2) | 0.39930 (15) | 0.44755 (15) | 0.0622 (8) | |
| H44 | 1.3085 | 0.4433 | 0.4504 | 0.075* | |
| C45 | 1.1978 (2) | 0.38298 (13) | 0.49609 (15) | 0.0566 (7) | |
| H45 | 1.1949 | 0.4177 | 0.5314 | 0.068* | |
| C46 | 1.07506 (18) | 0.14364 (11) | 0.38840 (10) | 0.0319 (5) | |
| C47 | 1.1755 (2) | 0.10534 (13) | 0.38571 (12) | 0.0456 (6) | |
| H47 | 1.2375 | 0.1138 | 0.4191 | 0.055* | |
| C48 | 1.1829 (2) | 0.05449 (14) | 0.33312 (13) | 0.0524 (7) | |
| H48 | 1.2502 | 0.0291 | 0.3301 | 0.063* | |
| C49 | 1.0890 (2) | 0.04208 (12) | 0.28530 (12) | 0.0455 (6) | |
| H49 | 1.0912 | 0.0076 | 0.2497 | 0.055* | |
| C50 | 0.9919 (2) | 0.08158 (11) | 0.29106 (11) | 0.0379 (5) | |
| H50 | 0.9285 | 0.0729 | 0.2587 | 0.045* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Ni1 | 0.02992 (15) | 0.02702 (13) | 0.02723 (14) | −0.00083 (11) | 0.00523 (11) | −0.00027 (10) |
| N1 | 0.0293 (9) | 0.0294 (8) | 0.0318 (9) | −0.0025 (7) | 0.0051 (8) | 0.0010 (7) |
| N2 | 0.0370 (10) | 0.0295 (8) | 0.0331 (9) | −0.0010 (8) | 0.0082 (8) | 0.0003 (7) |
| N3 | 0.0271 (9) | 0.0276 (8) | 0.0298 (9) | 0.0016 (7) | 0.0039 (7) | −0.0004 (7) |
| N4 | 0.0369 (10) | 0.0272 (8) | 0.0290 (9) | 0.0003 (7) | 0.0073 (8) | 0.0014 (7) |
| N5 | 0.0427 (13) | 0.0609 (13) | 0.0803 (16) | 0.0051 (11) | 0.0246 (12) | 0.0028 (12) |
| N6 | 0.0482 (12) | 0.0378 (10) | 0.0534 (12) | 0.0048 (9) | 0.0034 (10) | −0.0051 (9) |
| N7 | 0.0505 (13) | 0.0360 (10) | 0.0544 (12) | −0.0035 (9) | 0.0088 (10) | −0.0049 (9) |
| N8 | 0.0421 (11) | 0.0403 (10) | 0.0407 (11) | −0.0063 (9) | 0.0006 (9) | 0.0052 (8) |
| O1 | 0.0417 (9) | 0.0339 (7) | 0.0361 (8) | −0.0063 (7) | 0.0099 (7) | 0.0008 (6) |
| O2 | 0.0379 (9) | 0.0335 (7) | 0.0332 (8) | 0.0065 (6) | 0.0057 (7) | 0.0001 (6) |
| O3 | 0.0640 (13) | 0.0591 (11) | 0.0865 (14) | −0.0264 (10) | 0.0211 (11) | 0.0078 (10) |
| O4 | 0.0741 (15) | 0.0912 (16) | 0.0831 (15) | 0.0470 (13) | 0.0100 (12) | 0.0144 (12) |
| C1 | 0.0406 (14) | 0.0413 (13) | 0.0606 (16) | −0.0032 (11) | 0.0139 (12) | 0.0087 (11) |
| C2 | 0.0312 (12) | 0.0379 (12) | 0.0451 (13) | 0.0029 (9) | 0.0081 (10) | 0.0082 (10) |
| C3 | 0.0356 (13) | 0.0496 (14) | 0.0504 (14) | 0.0025 (11) | 0.0138 (11) | 0.0159 (11) |
| C4 | 0.0397 (14) | 0.0563 (14) | 0.0388 (13) | 0.0061 (11) | 0.0138 (11) | 0.0096 (11) |
| C5 | 0.0645 (18) | 0.0784 (19) | 0.0451 (15) | 0.0028 (15) | 0.0225 (14) | 0.0079 (13) |
| C6 | 0.0400 (13) | 0.0480 (13) | 0.0359 (12) | 0.0049 (10) | 0.0077 (10) | 0.0020 (10) |
| C7 | 0.0336 (12) | 0.0367 (11) | 0.0335 (11) | 0.0006 (9) | 0.0057 (10) | 0.0037 (9) |
| C8 | 0.0304 (11) | 0.0326 (10) | 0.0355 (11) | 0.0045 (9) | 0.0069 (9) | 0.0080 (9) |
| C9 | 0.0353 (12) | 0.0356 (11) | 0.0327 (11) | −0.0023 (9) | 0.0038 (10) | −0.0010 (9) |
| C10 | 0.0303 (11) | 0.0309 (10) | 0.0347 (11) | −0.0048 (9) | 0.0047 (9) | −0.0023 (8) |
| C11 | 0.0327 (12) | 0.0337 (11) | 0.0358 (12) | −0.0055 (9) | 0.0062 (10) | −0.0022 (9) |
| C12 | 0.0487 (15) | 0.0461 (13) | 0.0507 (15) | 0.0044 (11) | −0.0036 (13) | −0.0072 (11) |
| C13 | 0.0613 (18) | 0.0700 (18) | 0.0501 (16) | −0.0103 (15) | −0.0030 (14) | −0.0194 (14) |
| C14 | 0.0682 (19) | 0.0455 (15) | 0.0621 (18) | −0.0089 (14) | 0.0153 (15) | −0.0226 (13) |
| C15 | 0.0656 (18) | 0.0377 (13) | 0.0667 (17) | 0.0044 (12) | 0.0166 (15) | −0.0106 (12) |
| C16 | 0.0360 (12) | 0.0374 (11) | 0.0339 (11) | −0.0006 (9) | 0.0039 (10) | −0.0059 (9) |
| C17 | 0.0390 (14) | 0.0523 (15) | 0.0699 (18) | 0.0051 (12) | 0.0080 (13) | 0.0138 (13) |
| C18 | 0.064 (2) | 0.0564 (16) | 0.074 (2) | 0.0173 (15) | 0.0054 (16) | 0.0168 (14) |
| C19 | 0.0514 (18) | 0.076 (2) | 0.0645 (18) | 0.0269 (15) | 0.0055 (15) | −0.0054 (15) |
| C20 | 0.0457 (17) | 0.084 (2) | 0.089 (2) | 0.0133 (15) | 0.0261 (16) | −0.0004 (18) |
| C21 | 0.0371 (13) | 0.0302 (10) | 0.0365 (12) | −0.0026 (9) | 0.0082 (10) | −0.0026 (9) |
| C22 | 0.0445 (15) | 0.0488 (13) | 0.0480 (14) | −0.0151 (11) | 0.0082 (12) | −0.0017 (11) |
| C23 | 0.0535 (16) | 0.0509 (14) | 0.0569 (16) | −0.0174 (12) | 0.0181 (14) | 0.0068 (12) |
| C24 | 0.0589 (17) | 0.0487 (14) | 0.0445 (14) | −0.0056 (12) | 0.0164 (13) | 0.0119 (11) |
| C25 | 0.0454 (14) | 0.0388 (12) | 0.0380 (12) | −0.0018 (10) | 0.0075 (11) | 0.0040 (10) |
| C26 | 0.0485 (16) | 0.0623 (16) | 0.0556 (16) | 0.0215 (13) | 0.0066 (13) | 0.0036 (13) |
| C27 | 0.0378 (13) | 0.0356 (11) | 0.0469 (13) | 0.0063 (10) | 0.0101 (11) | 0.0004 (10) |
| C28 | 0.0428 (14) | 0.0439 (13) | 0.0569 (16) | 0.0121 (11) | 0.0129 (12) | −0.0059 (11) |
| C29 | 0.0493 (15) | 0.0471 (13) | 0.0427 (13) | 0.0078 (11) | 0.0149 (12) | −0.0090 (11) |
| C30 | 0.077 (2) | 0.0749 (19) | 0.0530 (16) | 0.0255 (16) | 0.0197 (15) | −0.0155 (14) |
| C31 | 0.0406 (13) | 0.0445 (12) | 0.0356 (12) | 0.0033 (10) | 0.0074 (10) | −0.0047 (10) |
| C32 | 0.0322 (12) | 0.0323 (10) | 0.0347 (11) | 0.0015 (9) | 0.0078 (9) | −0.0020 (9) |
| C33 | 0.0316 (12) | 0.0285 (10) | 0.0383 (12) | −0.0012 (9) | 0.0090 (10) | −0.0006 (9) |
| C34 | 0.0326 (12) | 0.0330 (10) | 0.0291 (11) | 0.0012 (9) | 0.0032 (9) | −0.0012 (8) |
| C35 | 0.0273 (11) | 0.0321 (10) | 0.0280 (10) | 0.0028 (8) | 0.0037 (9) | −0.0021 (8) |
| C36 | 0.0321 (12) | 0.0283 (10) | 0.0320 (11) | 0.0033 (9) | 0.0047 (9) | −0.0021 (8) |
| C37 | 0.0359 (13) | 0.0397 (12) | 0.0489 (14) | −0.0025 (10) | −0.0024 (11) | 0.0058 (10) |
| C38 | 0.0475 (15) | 0.0483 (14) | 0.0518 (15) | 0.0030 (12) | −0.0109 (12) | 0.0037 (12) |
| C39 | 0.0596 (17) | 0.0418 (13) | 0.0420 (13) | 0.0083 (12) | 0.0001 (13) | 0.0094 (11) |
| C40 | 0.0584 (17) | 0.0410 (13) | 0.0457 (14) | −0.0079 (12) | 0.0057 (13) | 0.0104 (11) |
| C41 | 0.0325 (12) | 0.0326 (11) | 0.0381 (12) | 0.0012 (9) | 0.0020 (10) | 0.0035 (9) |
| C42 | 0.0593 (17) | 0.0626 (16) | 0.0478 (15) | −0.0202 (14) | 0.0175 (13) | −0.0089 (12) |
| C43 | 0.066 (2) | 0.081 (2) | 0.0605 (18) | −0.0323 (16) | 0.0190 (15) | 0.0057 (16) |
| C44 | 0.0618 (18) | 0.0476 (15) | 0.074 (2) | −0.0203 (13) | −0.0023 (16) | 0.0105 (14) |
| C45 | 0.0627 (18) | 0.0355 (13) | 0.0703 (18) | −0.0051 (12) | 0.0046 (15) | −0.0073 (12) |
| C46 | 0.0354 (12) | 0.0302 (10) | 0.0320 (11) | 0.0021 (9) | 0.0110 (10) | 0.0012 (8) |
| C47 | 0.0393 (14) | 0.0524 (14) | 0.0452 (14) | 0.0117 (11) | 0.0065 (11) | −0.0051 (11) |
| C48 | 0.0536 (17) | 0.0533 (15) | 0.0537 (16) | 0.0179 (12) | 0.0197 (14) | −0.0018 (12) |
| C49 | 0.0667 (18) | 0.0359 (12) | 0.0372 (13) | 0.0077 (11) | 0.0196 (13) | −0.0040 (10) |
| C50 | 0.0525 (15) | 0.0306 (11) | 0.0310 (11) | 0.0013 (10) | 0.0075 (11) | −0.0007 (9) |
| Ni1—N3 | 2.0210 (17) | C18—C19 | 1.346 (4) |
| Ni1—O2 | 2.0283 (13) | C18—H18 | 0.9300 |
| Ni1—N1 | 2.0318 (17) | C19—C20 | 1.366 (4) |
| Ni1—O1 | 2.0322 (13) | C19—H19 | 0.9300 |
| Ni1—N2 | 2.1084 (16) | C20—H20 | 0.9300 |
| Ni1—N4 | 2.1308 (16) | C21—C22 | 1.390 (3) |
| N1—C9 | 1.291 (2) | C22—C23 | 1.378 (3) |
| N1—C10 | 1.486 (2) | C22—H22 | 0.9300 |
| N2—C21 | 1.335 (3) | C23—C24 | 1.375 (4) |
| N2—C25 | 1.353 (3) | C23—H23 | 0.9300 |
| N3—C34 | 1.288 (2) | C24—C25 | 1.371 (3) |
| N3—C35 | 1.480 (2) | C24—H24 | 0.9300 |
| N4—C46 | 1.336 (3) | C25—H25 | 0.9300 |
| N4—C50 | 1.352 (3) | C26—C27 | 1.442 (3) |
| N5—C16 | 1.333 (3) | C26—H26 | 0.9300 |
| N5—C20 | 1.335 (4) | C27—C28 | 1.392 (3) |
| N6—C11 | 1.337 (3) | C27—C33 | 1.437 (3) |
| N6—C15 | 1.347 (3) | C28—C29 | 1.373 (3) |
| N7—C41 | 1.335 (3) | C28—H28 | 0.9300 |
| N7—C45 | 1.341 (3) | C29—C31 | 1.389 (3) |
| N8—C36 | 1.333 (3) | C29—C30 | 1.515 (3) |
| N8—C40 | 1.336 (3) | C30—H30A | 0.9600 |
| O1—C8 | 1.281 (2) | C30—H30B | 0.9600 |
| O2—C33 | 1.285 (2) | C30—H30C | 0.9600 |
| O3—C1 | 1.216 (3) | C31—C32 | 1.401 (3) |
| O4—C26 | 1.210 (3) | C31—H31 | 0.9300 |
| C1—C2 | 1.450 (3) | C32—C33 | 1.439 (3) |
| C1—H1 | 0.9300 | C32—C34 | 1.440 (3) |
| C2—C3 | 1.386 (3) | C34—H34 | 0.9300 |
| C2—C8 | 1.439 (3) | C35—C36 | 1.542 (3) |
| C3—C4 | 1.382 (3) | C35—C46 | 1.545 (3) |
| C3—H3 | 0.9300 | C35—C41 | 1.547 (3) |
| C4—C6 | 1.390 (3) | C36—C37 | 1.373 (3) |
| C4—C5 | 1.516 (3) | C37—C38 | 1.381 (3) |
| C5—H5A | 0.9600 | C37—H37 | 0.9300 |
| C5—H5B | 0.9600 | C38—C39 | 1.360 (3) |
| C5—H5C | 0.9600 | C38—H38 | 0.9300 |
| C6—C7 | 1.405 (3) | C39—C40 | 1.376 (3) |
| C6—H6 | 0.9300 | C39—H39 | 0.9300 |
| C7—C8 | 1.442 (3) | C40—H40 | 0.9300 |
| C7—C9 | 1.443 (3) | C41—C42 | 1.366 (3) |
| C9—H9 | 0.9300 | C42—C43 | 1.382 (4) |
| C10—C11 | 1.540 (3) | C42—H42 | 0.9300 |
| C10—C21 | 1.540 (3) | C43—C44 | 1.353 (4) |
| C10—C16 | 1.543 (3) | C43—H43 | 0.9300 |
| C11—C12 | 1.373 (3) | C44—C45 | 1.364 (4) |
| C12—C13 | 1.386 (3) | C44—H44 | 0.9300 |
| C12—H12 | 0.9300 | C45—H45 | 0.9300 |
| C13—C14 | 1.358 (4) | C46—C47 | 1.386 (3) |
| C13—H13 | 0.9300 | C47—C48 | 1.381 (3) |
| C14—C15 | 1.363 (4) | C47—H47 | 0.9300 |
| C14—H14 | 0.9300 | C48—C49 | 1.376 (4) |
| C15—H15 | 0.9300 | C48—H48 | 0.9300 |
| C16—C17 | 1.370 (3) | C49—C50 | 1.372 (3) |
| C17—C18 | 1.384 (4) | C49—H49 | 0.9300 |
| C17—H17 | 0.9300 | C50—H50 | 0.9300 |
| N3—Ni1—O2 | 89.66 (6) | C19—C20—H20 | 117.9 |
| N3—Ni1—N1 | 173.34 (6) | N2—C21—C22 | 121.9 (2) |
| O2—Ni1—N1 | 95.57 (6) | N2—C21—C10 | 116.98 (17) |
| N3—Ni1—O1 | 94.07 (6) | C22—C21—C10 | 121.1 (2) |
| O2—Ni1—O1 | 90.84 (6) | C23—C22—C21 | 118.9 (2) |
| N1—Ni1—O1 | 89.98 (6) | C23—C22—H22 | 120.6 |
| N3—Ni1—N2 | 97.48 (7) | C21—C22—H22 | 120.6 |
| O2—Ni1—N2 | 89.40 (6) | C24—C23—C22 | 119.4 (2) |
| N1—Ni1—N2 | 78.51 (6) | C24—C23—H23 | 120.3 |
| O1—Ni1—N2 | 168.45 (6) | C22—C23—H23 | 120.3 |
| N3—Ni1—N4 | 78.83 (6) | C25—C24—C23 | 118.9 (2) |
| O2—Ni1—N4 | 168.03 (6) | C25—C24—H24 | 120.6 |
| N1—Ni1—N4 | 96.14 (7) | C23—C24—H24 | 120.6 |
| O1—Ni1—N4 | 86.73 (6) | N2—C25—C24 | 122.5 (2) |
| N2—Ni1—N4 | 95.32 (6) | N2—C25—H25 | 118.7 |
| C9—N1—C10 | 119.83 (18) | C24—C25—H25 | 118.7 |
| C9—N1—Ni1 | 123.35 (15) | O4—C26—C27 | 126.1 (3) |
| C10—N1—Ni1 | 116.58 (12) | O4—C26—H26 | 117.0 |
| C21—N2—C25 | 118.38 (18) | C27—C26—H26 | 117.0 |
| C21—N2—Ni1 | 116.07 (13) | C28—C27—C33 | 120.7 (2) |
| C25—N2—Ni1 | 125.48 (15) | C28—C27—C26 | 120.3 (2) |
| C34—N3—C35 | 117.97 (17) | C33—C27—C26 | 119.0 (2) |
| C34—N3—Ni1 | 124.40 (14) | C29—C28—C27 | 123.3 (2) |
| C35—N3—Ni1 | 117.51 (12) | C29—C28—H28 | 118.3 |
| C46—N4—C50 | 117.99 (18) | C27—C28—H28 | 118.3 |
| C46—N4—Ni1 | 114.47 (12) | C28—C29—C31 | 116.7 (2) |
| C50—N4—Ni1 | 126.93 (15) | C28—C29—C30 | 122.7 (2) |
| C16—N5—C20 | 117.8 (2) | C31—C29—C30 | 120.7 (2) |
| C11—N6—C15 | 117.2 (2) | C29—C30—H30A | 109.5 |
| C41—N7—C45 | 117.6 (2) | C29—C30—H30B | 109.5 |
| C36—N8—C40 | 117.5 (2) | H30A—C30—H30B | 109.5 |
| C8—O1—Ni1 | 125.87 (13) | C29—C30—H30C | 109.5 |
| C33—O2—Ni1 | 126.68 (13) | H30A—C30—H30C | 109.5 |
| O3—C1—C2 | 125.0 (2) | H30B—C30—H30C | 109.5 |
| O3—C1—H1 | 117.5 | C29—C31—C32 | 123.5 (2) |
| C2—C1—H1 | 117.5 | C29—C31—H31 | 118.2 |
| C3—C2—C8 | 121.3 (2) | C32—C31—H31 | 118.2 |
| C3—C2—C1 | 119.4 (2) | C31—C32—C33 | 119.59 (19) |
| C8—C2—C1 | 119.3 (2) | C31—C32—C34 | 116.4 (2) |
| C4—C3—C2 | 123.2 (2) | C33—C32—C34 | 123.74 (18) |
| C4—C3—H3 | 118.4 | O2—C33—C27 | 120.2 (2) |
| C2—C3—H3 | 118.4 | O2—C33—C32 | 123.87 (18) |
| C3—C4—C6 | 116.5 (2) | C27—C33—C32 | 115.92 (18) |
| C3—C4—C5 | 121.9 (2) | N3—C34—C32 | 125.9 (2) |
| C6—C4—C5 | 121.5 (2) | N3—C34—H34 | 117.1 |
| C4—C5—H5A | 109.5 | C32—C34—H34 | 117.1 |
| C4—C5—H5B | 109.5 | N3—C35—C36 | 112.89 (15) |
| H5A—C5—H5B | 109.5 | N3—C35—C46 | 108.19 (16) |
| C4—C5—H5C | 109.5 | C36—C35—C46 | 105.11 (15) |
| H5A—C5—H5C | 109.5 | N3—C35—C41 | 106.29 (15) |
| H5B—C5—H5C | 109.5 | C36—C35—C41 | 112.23 (17) |
| C4—C6—C7 | 123.7 (2) | C46—C35—C41 | 112.17 (16) |
| C4—C6—H6 | 118.2 | N8—C36—C37 | 122.31 (19) |
| C7—C6—H6 | 118.2 | N8—C36—C35 | 114.50 (18) |
| C6—C7—C8 | 119.54 (19) | C37—C36—C35 | 122.98 (18) |
| C6—C7—C9 | 116.1 (2) | C36—C37—C38 | 119.0 (2) |
| C8—C7—C9 | 123.95 (18) | C36—C37—H37 | 120.5 |
| O1—C8—C2 | 120.34 (19) | C38—C37—H37 | 120.5 |
| O1—C8—C7 | 123.94 (18) | C39—C38—C37 | 119.6 (2) |
| C2—C8—C7 | 115.71 (18) | C39—C38—H38 | 120.2 |
| N1—C9—C7 | 126.0 (2) | C37—C38—H38 | 120.2 |
| N1—C9—H9 | 117.0 | C38—C39—C40 | 117.8 (2) |
| C7—C9—H9 | 117.0 | C38—C39—H39 | 121.1 |
| N1—C10—C11 | 112.20 (16) | C40—C39—H39 | 121.1 |
| N1—C10—C21 | 107.70 (16) | N8—C40—C39 | 123.8 (2) |
| C11—C10—C21 | 108.25 (16) | N8—C40—H40 | 118.1 |
| N1—C10—C16 | 108.91 (16) | C39—C40—H40 | 118.1 |
| C11—C10—C16 | 110.35 (17) | N7—C41—C42 | 121.8 (2) |
| C21—C10—C16 | 109.36 (16) | N7—C41—C35 | 114.29 (18) |
| N6—C11—C12 | 122.2 (2) | C42—C41—C35 | 123.9 (2) |
| N6—C11—C10 | 114.37 (19) | C41—C42—C43 | 119.4 (2) |
| C12—C11—C10 | 123.5 (2) | C41—C42—H42 | 120.3 |
| C11—C12—C13 | 119.1 (2) | C43—C42—H42 | 120.3 |
| C11—C12—H12 | 120.4 | C44—C43—C42 | 119.4 (3) |
| C13—C12—H12 | 120.4 | C44—C43—H43 | 120.3 |
| C14—C13—C12 | 119.2 (3) | C42—C43—H43 | 120.3 |
| C14—C13—H13 | 120.4 | C43—C44—C45 | 118.2 (2) |
| C12—C13—H13 | 120.4 | C43—C44—H44 | 120.9 |
| C13—C14—C15 | 118.5 (2) | C45—C44—H44 | 120.9 |
| C13—C14—H14 | 120.7 | N7—C45—C44 | 123.7 (2) |
| C15—C14—H14 | 120.7 | N7—C45—H45 | 118.2 |
| N6—C15—C14 | 123.7 (2) | C44—C45—H45 | 118.2 |
| N6—C15—H15 | 118.1 | N4—C46—C47 | 121.82 (19) |
| C14—C15—H15 | 118.1 | N4—C46—C35 | 117.70 (17) |
| N5—C16—C17 | 121.5 (2) | C47—C46—C35 | 120.5 (2) |
| N5—C16—C10 | 114.86 (19) | C48—C47—C46 | 119.6 (2) |
| C17—C16—C10 | 123.5 (2) | C48—C47—H47 | 120.2 |
| C16—C17—C18 | 118.9 (2) | C46—C47—H47 | 120.2 |
| C16—C17—H17 | 120.5 | C49—C48—C47 | 118.8 (2) |
| C18—C17—H17 | 120.5 | C49—C48—H48 | 120.6 |
| C19—C18—C17 | 120.3 (3) | C47—C48—H48 | 120.6 |
| C19—C18—H18 | 119.8 | C50—C49—C48 | 118.7 (2) |
| C17—C18—H18 | 119.8 | C50—C49—H49 | 120.6 |
| C18—C19—C20 | 117.3 (3) | C48—C49—H49 | 120.6 |
| C18—C19—H19 | 121.3 | N4—C50—C49 | 123.1 (2) |
| C20—C19—H19 | 121.3 | N4—C50—H50 | 118.5 |
| N5—C20—C19 | 124.2 (3) | C49—C50—H50 | 118.5 |
| N5—C20—H20 | 117.9 | ||
| O2—Ni1—N1—C9 | 116.19 (16) | N5—C16—C17—C18 | −0.6 (4) |
| O1—Ni1—N1—C9 | 25.34 (17) | C10—C16—C17—C18 | 175.0 (2) |
| N2—Ni1—N1—C9 | −155.57 (17) | C16—C17—C18—C19 | 0.6 (4) |
| N4—Ni1—N1—C9 | −61.37 (17) | C17—C18—C19—C20 | −0.8 (5) |
| O2—Ni1—N1—C10 | −69.48 (13) | C16—N5—C20—C19 | −0.8 (5) |
| O1—Ni1—N1—C10 | −160.32 (13) | C18—C19—C20—N5 | 0.9 (5) |
| N2—Ni1—N1—C10 | 18.77 (13) | C25—N2—C21—C22 | −0.4 (3) |
| N4—Ni1—N1—C10 | 112.97 (13) | Ni1—N2—C21—C22 | −177.35 (16) |
| N3—Ni1—N2—C21 | 173.56 (14) | C25—N2—C21—C10 | 179.95 (18) |
| O2—Ni1—N2—C21 | 83.98 (14) | Ni1—N2—C21—C10 | 3.0 (2) |
| N1—Ni1—N2—C21 | −11.83 (14) | N1—C10—C21—N2 | 11.5 (2) |
| O1—Ni1—N2—C21 | −7.3 (4) | C11—C10—C21—N2 | 133.05 (19) |
| N4—Ni1—N2—C21 | −107.04 (14) | C16—C10—C21—N2 | −106.7 (2) |
| N3—Ni1—N2—C25 | −3.14 (17) | N1—C10—C21—C22 | −168.14 (19) |
| O2—Ni1—N2—C25 | −92.72 (17) | C11—C10—C21—C22 | −46.6 (3) |
| N1—Ni1—N2—C25 | 171.47 (18) | C16—C10—C21—C22 | 73.7 (2) |
| O1—Ni1—N2—C25 | 176.0 (3) | N2—C21—C22—C23 | 1.2 (3) |
| N4—Ni1—N2—C25 | 76.27 (17) | C10—C21—C22—C23 | −179.1 (2) |
| O2—Ni1—N3—C34 | 23.99 (16) | C21—C22—C23—C24 | −0.9 (4) |
| O1—Ni1—N3—C34 | 114.82 (16) | C22—C23—C24—C25 | −0.1 (4) |
| N2—Ni1—N3—C34 | −65.35 (16) | C21—N2—C25—C24 | −0.7 (3) |
| N4—Ni1—N3—C34 | −159.33 (17) | Ni1—N2—C25—C24 | 175.90 (17) |
| O2—Ni1—N3—C35 | −160.07 (13) | C23—C24—C25—N2 | 1.0 (4) |
| O1—Ni1—N3—C35 | −69.24 (13) | O4—C26—C27—C28 | 1.5 (4) |
| N2—Ni1—N3—C35 | 110.59 (13) | O4—C26—C27—C33 | −178.3 (3) |
| N4—Ni1—N3—C35 | 16.61 (12) | C33—C27—C28—C29 | −0.1 (4) |
| N3—Ni1—N4—C46 | −14.76 (13) | C26—C27—C28—C29 | −179.9 (2) |
| O2—Ni1—N4—C46 | 1.5 (4) | C27—C28—C29—C31 | 3.4 (4) |
| N1—Ni1—N4—C46 | 169.66 (13) | C27—C28—C29—C30 | −177.3 (2) |
| O1—Ni1—N4—C46 | 80.04 (13) | C28—C29—C31—C32 | −1.8 (4) |
| N2—Ni1—N4—C46 | −111.36 (14) | C30—C29—C31—C32 | 178.9 (2) |
| N3—Ni1—N4—C50 | 174.48 (17) | C29—C31—C32—C33 | −3.1 (3) |
| O2—Ni1—N4—C50 | −169.3 (2) | C29—C31—C32—C34 | 170.9 (2) |
| N1—Ni1—N4—C50 | −1.09 (17) | Ni1—O2—C33—C27 | −173.70 (14) |
| O1—Ni1—N4—C50 | −90.72 (16) | Ni1—O2—C33—C32 | 8.2 (3) |
| N2—Ni1—N4—C50 | 77.88 (17) | C28—C27—C33—O2 | 177.1 (2) |
| N3—Ni1—O1—C8 | 150.46 (16) | C26—C27—C33—O2 | −3.1 (3) |
| O2—Ni1—O1—C8 | −119.82 (16) | C28—C27—C33—C32 | −4.7 (3) |
| N1—Ni1—O1—C8 | −24.24 (16) | C26—C27—C33—C32 | 175.1 (2) |
| N2—Ni1—O1—C8 | −28.7 (4) | C31—C32—C33—O2 | −175.76 (19) |
| N4—Ni1—O1—C8 | 71.91 (16) | C34—C32—C33—O2 | 10.7 (3) |
| N3—Ni1—O2—C33 | −21.03 (16) | C31—C32—C33—C27 | 6.1 (3) |
| N1—Ni1—O2—C33 | 154.85 (16) | C34—C32—C33—C27 | −167.43 (19) |
| O1—Ni1—O2—C33 | −115.09 (16) | C35—N3—C34—C32 | 168.85 (18) |
| N2—Ni1—O2—C33 | 76.46 (16) | Ni1—N3—C34—C32 | −15.2 (3) |
| N4—Ni1—O2—C33 | −37.0 (4) | C31—C32—C34—N3 | 179.5 (2) |
| O3—C1—C2—C3 | −3.9 (4) | C33—C32—C34—N3 | −6.8 (3) |
| O3—C1—C2—C8 | 179.7 (2) | C34—N3—C35—C36 | 44.9 (2) |
| C8—C2—C3—C4 | 0.2 (3) | Ni1—N3—C35—C36 | −131.33 (14) |
| C1—C2—C3—C4 | −176.1 (2) | C34—N3—C35—C46 | 160.76 (17) |
| C2—C3—C4—C6 | 0.2 (3) | Ni1—N3—C35—C46 | −15.45 (19) |
| C2—C3—C4—C5 | 175.7 (2) | C34—N3—C35—C41 | −78.6 (2) |
| C3—C4—C6—C7 | 1.6 (3) | Ni1—N3—C35—C41 | 105.21 (15) |
| C5—C4—C6—C7 | −173.8 (2) | C40—N8—C36—C37 | 0.0 (3) |
| C4—C6—C7—C8 | −3.8 (3) | C40—N8—C36—C35 | 174.74 (19) |
| C4—C6—C7—C9 | 168.7 (2) | N3—C35—C36—N8 | 47.8 (2) |
| Ni1—O1—C8—C2 | −170.29 (14) | C46—C35—C36—N8 | −69.9 (2) |
| Ni1—O1—C8—C7 | 11.2 (3) | C41—C35—C36—N8 | 167.90 (17) |
| C3—C2—C8—O1 | 179.1 (2) | N3—C35—C36—C37 | −137.5 (2) |
| C1—C2—C8—O1 | −4.6 (3) | C46—C35—C36—C37 | 104.8 (2) |
| C3—C2—C8—C7 | −2.3 (3) | C41—C35—C36—C37 | −17.4 (3) |
| C1—C2—C8—C7 | 174.02 (19) | N8—C36—C37—C38 | −0.1 (3) |
| C6—C7—C8—O1 | −177.48 (19) | C35—C36—C37—C38 | −174.5 (2) |
| C9—C7—C8—O1 | 10.6 (3) | C36—C37—C38—C39 | −0.1 (4) |
| C6—C7—C8—C2 | 3.9 (3) | C37—C38—C39—C40 | 0.5 (4) |
| C9—C7—C8—C2 | −168.02 (19) | C36—N8—C40—C39 | 0.5 (4) |
| C10—N1—C9—C7 | 171.24 (19) | C38—C39—C40—N8 | −0.7 (4) |
| Ni1—N1—C9—C7 | −14.6 (3) | C45—N7—C41—C42 | −1.3 (4) |
| C6—C7—C9—N1 | 179.3 (2) | C45—N7—C41—C35 | −179.0 (2) |
| C8—C7—C9—N1 | −8.5 (3) | N3—C35—C41—N7 | 63.8 (2) |
| C9—N1—C10—C11 | 33.8 (3) | C36—C35—C41—N7 | −60.0 (2) |
| Ni1—N1—C10—C11 | −140.70 (14) | C46—C35—C41—N7 | −178.10 (19) |
| C9—N1—C10—C21 | 152.88 (18) | N3—C35—C41—C42 | −113.8 (2) |
| Ni1—N1—C10—C21 | −21.66 (19) | C36—C35—C41—C42 | 122.3 (2) |
| C9—N1—C10—C16 | −88.6 (2) | C46—C35—C41—C42 | 4.2 (3) |
| Ni1—N1—C10—C16 | 96.83 (16) | N7—C41—C42—C43 | 2.1 (4) |
| C15—N6—C11—C12 | −2.7 (3) | C35—C41—C42—C43 | 179.6 (2) |
| C15—N6—C11—C10 | 177.8 (2) | C41—C42—C43—C44 | −0.9 (5) |
| N1—C10—C11—N6 | 70.4 (2) | C42—C43—C44—C45 | −0.9 (5) |
| C21—C10—C11—N6 | −48.3 (2) | C41—N7—C45—C44 | −0.7 (4) |
| C16—C10—C11—N6 | −167.90 (18) | C43—C44—C45—N7 | 1.8 (4) |
| N1—C10—C11—C12 | −109.1 (2) | C50—N4—C46—C47 | 0.8 (3) |
| C21—C10—C11—C12 | 132.2 (2) | Ni1—N4—C46—C47 | −170.80 (16) |
| C16—C10—C11—C12 | 12.6 (3) | C50—N4—C46—C35 | −177.78 (17) |
| N6—C11—C12—C13 | 2.0 (4) | Ni1—N4—C46—C35 | 10.6 (2) |
| C10—C11—C12—C13 | −178.6 (2) | N3—C35—C46—N4 | 2.4 (2) |
| C11—C12—C13—C14 | 0.0 (4) | C36—C35—C46—N4 | 123.30 (18) |
| C12—C13—C14—C15 | −1.1 (4) | C41—C35—C46—N4 | −114.48 (19) |
| C11—N6—C15—C14 | 1.5 (4) | N3—C35—C46—C47 | −176.19 (18) |
| C13—C14—C15—N6 | 0.3 (4) | C36—C35—C46—C47 | −55.3 (2) |
| C20—N5—C16—C17 | 0.7 (4) | C41—C35—C46—C47 | 66.9 (2) |
| C20—N5—C16—C10 | −175.3 (2) | N4—C46—C47—C48 | 0.4 (3) |
| N1—C10—C16—N5 | −167.85 (19) | C35—C46—C47—C48 | 179.0 (2) |
| C11—C10—C16—N5 | 68.6 (2) | C46—C47—C48—C49 | −1.3 (4) |
| C21—C10—C16—N5 | −50.4 (2) | C47—C48—C49—C50 | 1.0 (4) |
| N1—C10—C16—C17 | 16.3 (3) | C46—N4—C50—C49 | −1.2 (3) |
| C11—C10—C16—C17 | −107.3 (2) | Ni1—N4—C50—C49 | 169.31 (16) |
| C21—C10—C16—C17 | 133.7 (2) | C48—C49—C50—N4 | 0.2 (3) |
| Ni1—N3 | 2.0210 (17) | Ni1—O1 | 2.0322 (13) |
| Ni1—O2 | 2.0283 (13) | Ni1—N2 | 2.1084 (16) |
| Ni1—N1 | 2.0318 (17) | Ni1—N4 | 2.1308 (16) |
This work was supported by the Postdoctoral Innovation Project of Shandong Province (grant no. 200702021), the Key Laboratory of Colloid and Interface Chemistry of the Ministry of Education (grant No. 200707) and Binzhou University University (grant No. BZXYQNLG200820).
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Nickel complexes with Schiff bases have received much attention in recent years due to their pharmacological and catalytic properties (Borisova et al., 2007; Bruckner et al., 2000). 2-(Tri-2-pyridylmethyliminomethyl)phenol is a potential N4O pentadentate Schiff base ligand and its complexes with copper(II) and nickel(II) have been reported (Arnold et al., 2003; Li & Gao, 2007; Tian et al., 2007). As a continuation of the work, the synthesis and structure of the title compound, (I), now are discussed.
In this mononuclear nickel complex, the environment around the central nickel atom is a distorted octahedron (Table 1) with the three axial bond angles being 173.34 (6), 168.45 (6) and 168.03 (6)°. The two Schiff base ligands are both tridentate and coordinated in a meridional fashion. Each ligand coordinates to the metal by an NN'O donor set via an imine N, one pyridine N and a phenolate O. The other two N atoms of the pyridine rings in each Schiff base ligand are distant from the metal. The meridional coordination of each ligand leads to cis orientations of the two coordinated pyridine rings and two phenolate rings, and the trans orientation of two imine N atoms. The Ni1—N2 and Ni1—N4 (pyridine) distances are appreciably longer than those for Ni1—N1 and Ni1—N3 (imine), which is agreement with those of azido{2-[(tri-2-pyridylmethylimino)methyl]phenolato}nickel(II) (Tian et al., 2007). The Ni1—O1 and Ni1—O2 distances are almost the same as those found in the six-coordinated NiN4O2 complexes such as [N,N'-bis(2-Salicylideneaminoethyl)ethylenediamine]nickel(II) (Cumming et al., 1977), {N,N'-bis[2-Hydroxy-3-(1-morpholinioylmethyl)-5-\ methylbenzylidene] triethylenetetraamine}nickel(II) (Manonmani et al., 2001), and bis{2,4-dibutyl-6-[2-(dimethylamino)ethyliminomethyl]phenolato}nickel(II) (Parker et al., 2007).