Hydrotris(pyrazolyl)borate (Tp) ligands, also known as scorpionates, are potent tridentate donors that effectively bind metal ions in a face-capping array. Hydrotris(3-phenylpyrazolyl)borate enforces a tetrahedral environment on NiII to model metalloenzymes. The syntheses and structural characterizations of a number of [hydrotris(3-phenylpyrazolyl)borato]nickel(II) aryloxides were performed to provide insight into the environment of the model active site; these compounds are chlorido[hydrotris(3-phenylpyrazolyl-κN2)borato](3-phenyl-1H-pyrazole-κN2)nickel(II) chloroform monosolvate, [Ni(C27H22BN6)Cl(C9H8N2)]·CHCl3, (2), [hydrotris(3-phenylpyrazolyl-κN2)borato](phenolato-κO)nickel(II), [Ni(C27H22BN6)(C6H5O)], (3), (2,6-dimethylphenolato-κO)[hydrotris(3-phenylpyrazolyl-κN2)borato]nickel(II) [Ni(C27H22BN6)(C8H9O)], (4), (4-tert-butylphenolato-κO)[hydrotris(3-phenylpyrazolyl-κN2)borato]nickel(II), [Ni(C27H22BN6)(C10H13O)], (5), and [hydrotris(3-phenylpyrazolyl-κN2)borato](phenolato-κO)(tetrahydrofuran-κO)nickel(II) tetrahydrofuran monosolvate, [Ni(C27H22BN6)(C6H5O)(C4H8O)]·C4H8O, (6). Alkyl groups, e.g. tert-butyl in (5) and methyl in (4), electronically activate the aryloxide group to intramolecular π–π stacking but can be frustrated by steric encumbrance at the interacting ring faces. The flexibility at the nickel coordination site, afforded by the uncrowded B atom of the TpPh ligand, allows tetrahydrofuran coordination in the phenolate compound.
Supporting information
CCDC references: 1450662; 1450661; 1450660; 1450659; 1450658
For all compounds, 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: SHELXL2014 (Sheldrick, 2015); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: Mercury (Macrae et al., 2008).
(cpd4) (2,6-Dimethylphenolato-
κO)[hydrotris(3-phenylpyrazolyl-
κN2)borato]nickel(II)
top
Crystal data top
[Ni(C27H22BN6)(C8H9O)] | Z = 4 |
Mr = 621.18 | F(000) = 1296 |
Triclinic, P1 | Dx = 1.339 Mg m−3 |
a = 11.690 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 11.844 (4) Å | Cell parameters from 956 reflections |
c = 25.618 (6) Å | θ = 2.5–22.9° |
α = 91.698 (6)° | µ = 0.67 mm−1 |
β = 93.037 (4)° | T = 200 K |
γ = 119.345 (3)° | Block, red |
V = 3081.1 (14) Å3 | 0.35 × 0.31 × 0.23 mm |
Data collection top
Bruker AXS Apex diffractometer | 10889 reflections with I > 2σ(I) |
Detector resolution: 836.6 pixels mm-1 | Rint = 0.037 |
phi and ω scans | θmax = 28.3°, θmin = 0.8° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −15→15 |
Tmin = 0.800, Tmax = 0.862 | k = −15→15 |
41586 measured reflections | l = −34→34 |
15266 independent reflections | |
Refinement top
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)] = 0.045 | Hydrogen site location: mixed |
wR(F2) = 0.115 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0556P)2 + 0.0842P] where P = (Fo2 + 2Fc2)/3 |
15266 reflections | (Δ/σ)max = 0.001 |
803 parameters | Δρmax = 0.59 e Å−3 |
0 restraints | Δρmin = −0.22 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ni1 | 0.20266 (2) | 0.28872 (2) | 0.32572 (2) | 0.03260 (8) | |
Ni2 | 0.86128 (2) | 0.60993 (2) | 0.17419 (2) | 0.03443 (8) | |
B1 | 0.1845 (2) | 0.2384 (2) | 0.20859 (9) | 0.0384 (5) | |
H1 | 0.181 (2) | 0.218 (2) | 0.1661 (8) | 0.046* | |
B2 | 0.8734 (3) | 0.5966 (3) | 0.29189 (10) | 0.0426 (6) | |
H2 | 0.880 (2) | 0.594 (2) | 0.3339 (9) | 0.051* | |
O1 | 0.20652 (14) | 0.32746 (14) | 0.39496 (5) | 0.0416 (3) | |
O2 | 0.87624 (15) | 0.63848 (15) | 0.10522 (5) | 0.0452 (4) | |
N1 | 0.04499 (15) | 0.25329 (15) | 0.27724 (6) | 0.0331 (4) | |
N2 | 0.06216 (16) | 0.24227 (16) | 0.22510 (6) | 0.0359 (4) | |
N3 | 0.22433 (15) | 0.14592 (16) | 0.29091 (6) | 0.0351 (4) | |
N4 | 0.19584 (15) | 0.13105 (16) | 0.23782 (6) | 0.0366 (4) | |
N5 | 0.33299 (15) | 0.41053 (16) | 0.27808 (6) | 0.0350 (4) | |
N6 | 0.30608 (16) | 0.36958 (17) | 0.22620 (6) | 0.0368 (4) | |
N7 | 0.84815 (16) | 0.73652 (15) | 0.22477 (6) | 0.0358 (4) | |
N8 | 0.86444 (17) | 0.71676 (16) | 0.27651 (6) | 0.0390 (4) | |
N9 | 1.01163 (16) | 0.61204 (16) | 0.21720 (7) | 0.0384 (4) | |
N10 | 0.99749 (17) | 0.60529 (17) | 0.26993 (7) | 0.0410 (4) | |
N11 | 0.73711 (16) | 0.45452 (16) | 0.21196 (6) | 0.0365 (4) | |
N12 | 0.75231 (17) | 0.47488 (17) | 0.26530 (7) | 0.0400 (4) | |
C1 | −0.07449 (19) | 0.24463 (19) | 0.27892 (8) | 0.0349 (4) | |
C2 | −0.1307 (2) | 0.2301 (2) | 0.22814 (9) | 0.0441 (5) | |
H2A | −0.2137 | 0.2225 | 0.2180 | 0.053* | |
C3 | −0.0418 (2) | 0.2291 (2) | 0.19582 (8) | 0.0422 (5) | |
H3A | −0.0524 | 0.2204 | 0.1586 | 0.051* | |
C4 | −0.0712 (2) | 0.3229 (2) | 0.37148 (8) | 0.0413 (5) | |
H4A | 0.0192 | 0.3856 | 0.3708 | 0.050* | |
C5 | −0.1359 (2) | 0.3146 (2) | 0.41662 (9) | 0.0508 (6) | |
H5A | −0.0894 | 0.3703 | 0.4468 | 0.061* | |
C6 | −0.2678 (2) | 0.2250 (3) | 0.41714 (10) | 0.0559 (6) | |
H6A | −0.3124 | 0.2199 | 0.4477 | 0.067* | |
C7 | −0.3352 (2) | 0.1434 (2) | 0.37388 (10) | 0.0551 (6) | |
H7A | −0.4260 | 0.0820 | 0.3745 | 0.066* | |
C8 | −0.2709 (2) | 0.1504 (2) | 0.32945 (9) | 0.0467 (5) | |
H8A | −0.3179 | 0.0931 | 0.2997 | 0.056* | |
C9 | −0.13748 (19) | 0.24073 (19) | 0.32764 (8) | 0.0370 (5) | |
C10 | 0.24211 (19) | 0.04679 (19) | 0.30469 (8) | 0.0372 (5) | |
C11 | 0.2209 (2) | −0.0347 (2) | 0.26032 (9) | 0.0451 (5) | |
H11A | 0.2251 | −0.1128 | 0.2588 | 0.054* | |
C12 | 0.1927 (2) | 0.0221 (2) | 0.21941 (9) | 0.0441 (5) | |
H12A | 0.1740 | −0.0103 | 0.1838 | 0.053* | |
C13 | 0.2652 (3) | −0.0808 (2) | 0.37587 (11) | 0.0623 (7) | |
H13A | 0.2230 | −0.1563 | 0.3526 | 0.075* | |
C14 | 0.3060 (3) | −0.0893 (3) | 0.42650 (13) | 0.0811 (9) | |
H14A | 0.2913 | −0.1709 | 0.4375 | 0.097* | |
C15 | 0.3666 (3) | 0.0165 (3) | 0.46085 (11) | 0.0672 (8) | |
H15A | 0.3931 | 0.0089 | 0.4957 | 0.081* | |
C16 | 0.3890 (2) | 0.1341 (3) | 0.44457 (10) | 0.0565 (6) | |
H16A | 0.4318 | 0.2091 | 0.4681 | 0.068* | |
C17 | 0.3492 (2) | 0.1438 (2) | 0.39382 (9) | 0.0468 (5) | |
H17A | 0.3664 | 0.2263 | 0.3829 | 0.056* | |
C18 | 0.28538 (19) | 0.0371 (2) | 0.35870 (8) | 0.0396 (5) | |
C19 | 0.44165 (19) | 0.5283 (2) | 0.28161 (8) | 0.0383 (5) | |
C20 | 0.4826 (2) | 0.5630 (2) | 0.23154 (9) | 0.0468 (5) | |
H20A | 0.5562 | 0.6412 | 0.2226 | 0.056* | |
C21 | 0.3948 (2) | 0.4611 (2) | 0.19791 (9) | 0.0441 (5) | |
H21A | 0.3966 | 0.4562 | 0.1609 | 0.053* | |
C22 | 0.5454 (2) | 0.7315 (2) | 0.33961 (11) | 0.0606 (7) | |
H22A | 0.5260 | 0.7747 | 0.3128 | 0.073* | |
C23 | 0.6141 (3) | 0.7996 (3) | 0.38590 (14) | 0.0766 (9) | |
H23A | 0.6419 | 0.8895 | 0.3905 | 0.092* | |
C24 | 0.6428 (3) | 0.7403 (3) | 0.42499 (12) | 0.0747 (9) | |
H24A | 0.6920 | 0.7887 | 0.4563 | 0.090* | |
C25 | 0.6005 (3) | 0.6102 (3) | 0.41901 (11) | 0.0688 (8) | |
H25A | 0.6183 | 0.5678 | 0.4466 | 0.083* | |
C26 | 0.5315 (2) | 0.5400 (2) | 0.37277 (9) | 0.0515 (6) | |
H26A | 0.5027 | 0.4497 | 0.3689 | 0.062* | |
C27 | 0.50444 (19) | 0.6002 (2) | 0.33229 (9) | 0.0403 (5) | |
C28 | 0.1812 (2) | 0.4062 (2) | 0.47676 (9) | 0.0462 (5) | |
C29 | 0.1214 (2) | 0.3801 (3) | 0.52394 (9) | 0.0538 (6) | |
H29A | 0.1453 | 0.4494 | 0.5495 | 0.065* | |
C30 | 0.0287 (3) | 0.2565 (3) | 0.53431 (9) | 0.0551 (6) | |
H30A | −0.0101 | 0.2404 | 0.5669 | 0.066* | |
C31 | −0.0076 (2) | 0.1560 (2) | 0.49718 (9) | 0.0491 (6) | |
H31A | −0.0734 | 0.0711 | 0.5042 | 0.059* | |
C32 | 0.0498 (2) | 0.1760 (2) | 0.44977 (8) | 0.0396 (5) | |
C33 | 0.1473 (2) | 0.3026 (2) | 0.43997 (7) | 0.0369 (5) | |
C34 | 0.2781 (3) | 0.5414 (3) | 0.46431 (11) | 0.0676 (8) | |
H34A | 0.2458 | 0.5635 | 0.4323 | 0.101* | |
H34B | 0.3631 | 0.5470 | 0.4591 | 0.101* | |
H34C | 0.2887 | 0.6023 | 0.4934 | 0.101* | |
C35 | 0.0046 (2) | 0.0676 (2) | 0.40838 (9) | 0.0458 (5) | |
H35A | −0.0692 | −0.0111 | 0.4202 | 0.069* | |
H35B | 0.0773 | 0.0513 | 0.4020 | 0.069* | |
H35C | −0.0238 | 0.0917 | 0.3759 | 0.069* | |
C36 | 0.83147 (19) | 0.84080 (19) | 0.22426 (8) | 0.0375 (5) | |
C37 | 0.8392 (2) | 0.8885 (2) | 0.27548 (9) | 0.0465 (5) | |
H37A | 0.8316 | 0.9618 | 0.2863 | 0.056* | |
C38 | 0.8597 (2) | 0.8079 (2) | 0.30682 (9) | 0.0463 (5) | |
H38A | 0.8692 | 0.8154 | 0.3440 | 0.056* | |
C39 | 0.7013 (2) | 0.9221 (2) | 0.17510 (10) | 0.0506 (6) | |
H39A | 0.6532 | 0.9110 | 0.2051 | 0.061* | |
C40 | 0.6720 (2) | 0.9706 (2) | 0.13092 (11) | 0.0569 (7) | |
H40A | 0.6049 | 0.9938 | 0.1309 | 0.068* | |
C41 | 0.7397 (3) | 0.9850 (2) | 0.08733 (11) | 0.0591 (7) | |
H41A | 0.7186 | 1.0174 | 0.0570 | 0.071* | |
C42 | 0.8385 (3) | 0.9529 (2) | 0.08718 (10) | 0.0534 (6) | |
H42A | 0.8848 | 0.9628 | 0.0568 | 0.064* | |
C43 | 0.8700 (2) | 0.90620 (19) | 0.13157 (8) | 0.0426 (5) | |
H43A | 0.9390 | 0.8856 | 0.1316 | 0.051* | |
C44 | 0.8014 (2) | 0.88934 (19) | 0.17599 (8) | 0.0390 (5) | |
C45 | 1.1274 (2) | 0.6172 (2) | 0.20979 (9) | 0.0428 (5) | |
C46 | 1.1873 (2) | 0.6154 (2) | 0.25811 (10) | 0.0526 (6) | |
H46A | 1.2701 | 0.6194 | 0.2644 | 0.063* | |
C47 | 1.1026 (2) | 0.6067 (2) | 0.29433 (10) | 0.0484 (6) | |
H47A | 1.1158 | 0.6023 | 0.3310 | 0.058* | |
C48 | 1.3022 (2) | 0.6918 (3) | 0.14700 (11) | 0.0601 (7) | |
H48A | 1.3624 | 0.7547 | 0.1731 | 0.072* | |
C49 | 1.3450 (3) | 0.6789 (3) | 0.09911 (13) | 0.0720 (8) | |
H49A | 1.4342 | 0.7339 | 0.0923 | 0.086* | |
C50 | 1.2609 (3) | 0.5883 (3) | 0.06176 (12) | 0.0726 (8) | |
H50A | 1.2917 | 0.5780 | 0.0293 | 0.087* | |
C51 | 1.1317 (3) | 0.5119 (3) | 0.07097 (12) | 0.0740 (8) | |
H51A | 1.0723 | 0.4501 | 0.0445 | 0.089* | |
C52 | 1.0867 (3) | 0.5238 (2) | 0.11837 (11) | 0.0606 (7) | |
H52A | 0.9967 | 0.4700 | 0.1243 | 0.073* | |
C53 | 1.1718 (2) | 0.6135 (2) | 0.15723 (10) | 0.0461 (5) | |
C54 | 0.63004 (19) | 0.3367 (2) | 0.20065 (8) | 0.0382 (5) | |
C55 | 0.5752 (2) | 0.2840 (2) | 0.24730 (9) | 0.0476 (6) | |
H55A | 0.4985 | 0.2033 | 0.2510 | 0.057* | |
C56 | 0.6555 (2) | 0.3733 (2) | 0.28646 (10) | 0.0482 (6) | |
H56A | 0.6443 | 0.3647 | 0.3229 | 0.058* | |
C57 | 0.4645 (2) | 0.1802 (3) | 0.13250 (12) | 0.0686 (8) | |
H57A | 0.3988 | 0.1567 | 0.1567 | 0.082* | |
C58 | 0.4313 (3) | 0.1196 (3) | 0.08327 (15) | 0.0912 (11) | |
H58A | 0.3427 | 0.0547 | 0.0739 | 0.109* | |
C59 | 0.5229 (3) | 0.1505 (3) | 0.04732 (13) | 0.0784 (9) | |
H59A | 0.4985 | 0.1081 | 0.0132 | 0.094* | |
C60 | 0.6501 (3) | 0.2434 (3) | 0.06130 (10) | 0.0609 (7) | |
H60A | 0.7149 | 0.2659 | 0.0368 | 0.073* | |
C61 | 0.6851 (2) | 0.3049 (2) | 0.11100 (9) | 0.0488 (6) | |
H61A | 0.7741 | 0.3686 | 0.1202 | 0.059* | |
C62 | 0.5928 (2) | 0.2752 (2) | 0.14742 (9) | 0.0418 (5) | |
C63 | 0.7010 (2) | 0.6333 (2) | 0.05087 (8) | 0.0414 (5) | |
C64 | 0.6613 (3) | 0.6650 (2) | 0.00417 (9) | 0.0528 (6) | |
H64A | 0.5715 | 0.6416 | −0.0028 | 0.063* | |
C65 | 0.7496 (3) | 0.7298 (3) | −0.03226 (10) | 0.0624 (7) | |
H65A | 0.7202 | 0.7485 | −0.0645 | 0.075* | |
C66 | 0.8797 (3) | 0.7671 (2) | −0.02195 (9) | 0.0607 (7) | |
H66A | 0.9402 | 0.8129 | −0.0471 | 0.073* | |
C67 | 0.9260 (2) | 0.7394 (2) | 0.02488 (9) | 0.0485 (6) | |
C68 | 0.8344 (2) | 0.6692 (2) | 0.06093 (8) | 0.0400 (5) | |
C69 | 0.6051 (2) | 0.5684 (2) | 0.09144 (9) | 0.0500 (6) | |
H69A | 0.5175 | 0.5517 | 0.0783 | 0.075* | |
H69B | 0.6336 | 0.6252 | 0.1236 | 0.075* | |
H69C | 0.6015 | 0.4862 | 0.0989 | 0.075* | |
C70 | 1.0695 (3) | 0.7853 (3) | 0.03796 (12) | 0.0709 (8) | |
H70A | 1.1210 | 0.8403 | 0.0107 | 0.106* | |
H70B | 1.0832 | 0.7102 | 0.0398 | 0.106* | |
H70D | 1.0978 | 0.8353 | 0.0718 | 0.106* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.03089 (14) | 0.03589 (15) | 0.03206 (14) | 0.01693 (12) | 0.00527 (10) | 0.00329 (10) |
Ni2 | 0.03557 (15) | 0.03169 (14) | 0.03601 (15) | 0.01620 (12) | 0.00557 (11) | 0.00369 (10) |
B1 | 0.0315 (12) | 0.0456 (14) | 0.0345 (12) | 0.0160 (11) | 0.0049 (10) | 0.0012 (10) |
B2 | 0.0502 (15) | 0.0432 (14) | 0.0392 (14) | 0.0264 (13) | 0.0051 (11) | 0.0042 (11) |
O1 | 0.0405 (8) | 0.0505 (9) | 0.0347 (8) | 0.0228 (7) | 0.0063 (6) | 0.0013 (6) |
O2 | 0.0542 (9) | 0.0499 (9) | 0.0367 (8) | 0.0292 (8) | 0.0070 (7) | 0.0049 (7) |
N1 | 0.0313 (9) | 0.0343 (9) | 0.0349 (9) | 0.0164 (7) | 0.0069 (7) | 0.0062 (7) |
N2 | 0.0321 (9) | 0.0410 (10) | 0.0335 (9) | 0.0170 (8) | 0.0039 (7) | 0.0046 (7) |
N3 | 0.0312 (9) | 0.0366 (9) | 0.0368 (9) | 0.0159 (8) | 0.0052 (7) | 0.0028 (7) |
N4 | 0.0308 (9) | 0.0401 (10) | 0.0368 (9) | 0.0158 (8) | 0.0060 (7) | −0.0007 (7) |
N5 | 0.0285 (8) | 0.0360 (9) | 0.0385 (9) | 0.0142 (7) | 0.0027 (7) | 0.0044 (7) |
N6 | 0.0318 (9) | 0.0416 (10) | 0.0349 (9) | 0.0157 (8) | 0.0072 (7) | 0.0066 (7) |
N7 | 0.0369 (9) | 0.0326 (9) | 0.0375 (9) | 0.0166 (8) | 0.0046 (7) | 0.0034 (7) |
N8 | 0.0464 (10) | 0.0377 (10) | 0.0362 (9) | 0.0231 (8) | 0.0039 (8) | 0.0018 (7) |
N9 | 0.0387 (10) | 0.0377 (10) | 0.0426 (10) | 0.0216 (8) | 0.0042 (8) | 0.0037 (7) |
N10 | 0.0461 (10) | 0.0391 (10) | 0.0411 (10) | 0.0237 (9) | −0.0002 (8) | 0.0035 (8) |
N11 | 0.0376 (9) | 0.0346 (9) | 0.0397 (10) | 0.0193 (8) | 0.0059 (7) | 0.0055 (7) |
N12 | 0.0446 (10) | 0.0397 (10) | 0.0414 (10) | 0.0240 (9) | 0.0117 (8) | 0.0092 (8) |
C1 | 0.0304 (10) | 0.0301 (10) | 0.0450 (12) | 0.0152 (9) | 0.0055 (9) | 0.0068 (8) |
C2 | 0.0364 (12) | 0.0494 (13) | 0.0496 (13) | 0.0240 (11) | −0.0007 (10) | 0.0034 (10) |
C3 | 0.0418 (12) | 0.0459 (13) | 0.0376 (12) | 0.0212 (10) | −0.0029 (9) | 0.0033 (9) |
C4 | 0.0384 (11) | 0.0426 (12) | 0.0512 (13) | 0.0256 (10) | 0.0086 (10) | 0.0094 (10) |
C5 | 0.0543 (15) | 0.0626 (16) | 0.0522 (14) | 0.0409 (13) | 0.0091 (11) | 0.0074 (11) |
C6 | 0.0555 (15) | 0.0725 (18) | 0.0592 (16) | 0.0437 (14) | 0.0257 (13) | 0.0212 (13) |
C7 | 0.0410 (13) | 0.0569 (15) | 0.0749 (18) | 0.0275 (12) | 0.0220 (12) | 0.0178 (13) |
C8 | 0.0373 (12) | 0.0467 (13) | 0.0610 (15) | 0.0238 (11) | 0.0099 (10) | 0.0072 (11) |
C9 | 0.0338 (11) | 0.0362 (11) | 0.0506 (13) | 0.0235 (9) | 0.0110 (9) | 0.0130 (9) |
C10 | 0.0286 (10) | 0.0307 (10) | 0.0501 (13) | 0.0121 (9) | 0.0100 (9) | 0.0048 (9) |
C11 | 0.0427 (12) | 0.0339 (11) | 0.0571 (14) | 0.0174 (10) | 0.0082 (10) | −0.0011 (10) |
C12 | 0.0342 (11) | 0.0408 (12) | 0.0500 (13) | 0.0132 (10) | 0.0049 (10) | −0.0093 (10) |
C13 | 0.0634 (17) | 0.0415 (14) | 0.0754 (18) | 0.0206 (13) | 0.0019 (14) | 0.0142 (12) |
C14 | 0.084 (2) | 0.0617 (19) | 0.095 (2) | 0.0318 (17) | 0.0050 (18) | 0.0410 (18) |
C15 | 0.0574 (17) | 0.089 (2) | 0.0599 (17) | 0.0381 (17) | 0.0121 (13) | 0.0296 (16) |
C16 | 0.0507 (15) | 0.0782 (19) | 0.0509 (14) | 0.0398 (14) | 0.0032 (11) | 0.0041 (13) |
C17 | 0.0466 (13) | 0.0536 (14) | 0.0485 (13) | 0.0310 (12) | 0.0027 (10) | 0.0062 (11) |
C18 | 0.0297 (10) | 0.0416 (12) | 0.0500 (13) | 0.0181 (10) | 0.0110 (9) | 0.0122 (10) |
C19 | 0.0270 (10) | 0.0350 (11) | 0.0541 (13) | 0.0156 (9) | 0.0074 (9) | 0.0076 (9) |
C20 | 0.0359 (12) | 0.0420 (13) | 0.0579 (14) | 0.0142 (10) | 0.0135 (10) | 0.0147 (10) |
C21 | 0.0391 (12) | 0.0494 (13) | 0.0443 (12) | 0.0204 (11) | 0.0150 (10) | 0.0151 (10) |
C22 | 0.0506 (15) | 0.0450 (14) | 0.0808 (19) | 0.0192 (12) | 0.0087 (13) | 0.0010 (13) |
C23 | 0.0590 (18) | 0.0477 (16) | 0.100 (2) | 0.0094 (14) | 0.0119 (17) | −0.0221 (16) |
C24 | 0.0390 (14) | 0.084 (2) | 0.0684 (19) | 0.0062 (15) | 0.0063 (13) | −0.0262 (17) |
C25 | 0.0488 (15) | 0.087 (2) | 0.0565 (16) | 0.0239 (15) | −0.0019 (12) | −0.0002 (15) |
C26 | 0.0381 (12) | 0.0523 (14) | 0.0585 (15) | 0.0185 (11) | −0.0012 (11) | 0.0022 (11) |
C27 | 0.0241 (10) | 0.0391 (12) | 0.0541 (13) | 0.0128 (9) | 0.0048 (9) | 0.0003 (10) |
C28 | 0.0452 (13) | 0.0510 (14) | 0.0440 (13) | 0.0252 (11) | 0.0042 (10) | −0.0021 (10) |
C29 | 0.0597 (15) | 0.0694 (17) | 0.0406 (13) | 0.0391 (14) | 0.0014 (11) | −0.0112 (11) |
C30 | 0.0635 (16) | 0.0764 (18) | 0.0385 (13) | 0.0430 (15) | 0.0170 (11) | 0.0112 (12) |
C31 | 0.0492 (13) | 0.0577 (15) | 0.0468 (13) | 0.0299 (12) | 0.0121 (11) | 0.0140 (11) |
C32 | 0.0395 (11) | 0.0474 (13) | 0.0392 (12) | 0.0269 (10) | 0.0029 (9) | 0.0042 (9) |
C33 | 0.0357 (11) | 0.0483 (12) | 0.0317 (10) | 0.0246 (10) | 0.0019 (8) | 0.0014 (9) |
C34 | 0.0675 (18) | 0.0539 (16) | 0.0669 (18) | 0.0190 (14) | 0.0114 (14) | −0.0126 (13) |
C35 | 0.0442 (13) | 0.0428 (13) | 0.0495 (13) | 0.0206 (11) | 0.0053 (10) | 0.0031 (10) |
C36 | 0.0296 (10) | 0.0307 (11) | 0.0502 (13) | 0.0132 (9) | 0.0042 (9) | 0.0030 (9) |
C37 | 0.0549 (14) | 0.0391 (12) | 0.0516 (14) | 0.0284 (11) | 0.0040 (11) | −0.0041 (10) |
C38 | 0.0558 (14) | 0.0446 (13) | 0.0415 (12) | 0.0272 (12) | 0.0051 (10) | −0.0048 (10) |
C39 | 0.0420 (13) | 0.0399 (13) | 0.0687 (16) | 0.0193 (11) | 0.0025 (11) | 0.0059 (11) |
C40 | 0.0483 (14) | 0.0469 (14) | 0.0784 (19) | 0.0270 (12) | −0.0107 (13) | 0.0056 (12) |
C41 | 0.0726 (18) | 0.0403 (14) | 0.0599 (16) | 0.0263 (13) | −0.0162 (14) | 0.0030 (11) |
C42 | 0.0661 (16) | 0.0337 (12) | 0.0543 (15) | 0.0201 (12) | 0.0030 (12) | 0.0021 (10) |
C43 | 0.0438 (12) | 0.0294 (11) | 0.0503 (13) | 0.0149 (10) | 0.0013 (10) | 0.0013 (9) |
C44 | 0.0351 (11) | 0.0271 (10) | 0.0505 (13) | 0.0126 (9) | −0.0022 (9) | 0.0013 (9) |
C45 | 0.0346 (11) | 0.0335 (11) | 0.0620 (14) | 0.0180 (10) | 0.0030 (10) | 0.0048 (10) |
C46 | 0.0418 (13) | 0.0451 (13) | 0.0754 (17) | 0.0256 (11) | −0.0039 (12) | 0.0056 (12) |
C47 | 0.0520 (14) | 0.0403 (13) | 0.0540 (14) | 0.0245 (11) | −0.0078 (11) | 0.0046 (10) |
C48 | 0.0423 (14) | 0.0557 (16) | 0.0809 (19) | 0.0224 (12) | 0.0085 (13) | 0.0087 (13) |
C49 | 0.0554 (17) | 0.072 (2) | 0.096 (2) | 0.0335 (16) | 0.0327 (16) | 0.0228 (17) |
C50 | 0.079 (2) | 0.084 (2) | 0.081 (2) | 0.0569 (19) | 0.0295 (17) | 0.0140 (17) |
C51 | 0.077 (2) | 0.077 (2) | 0.079 (2) | 0.0466 (18) | 0.0062 (16) | −0.0178 (16) |
C52 | 0.0482 (14) | 0.0505 (15) | 0.0838 (19) | 0.0250 (12) | 0.0124 (13) | −0.0109 (13) |
C53 | 0.0378 (12) | 0.0403 (12) | 0.0668 (15) | 0.0238 (10) | 0.0089 (11) | 0.0052 (11) |
C54 | 0.0313 (10) | 0.0342 (11) | 0.0544 (13) | 0.0194 (9) | 0.0090 (9) | 0.0089 (9) |
C55 | 0.0381 (12) | 0.0397 (12) | 0.0678 (16) | 0.0194 (10) | 0.0176 (11) | 0.0162 (11) |
C56 | 0.0551 (14) | 0.0464 (13) | 0.0560 (14) | 0.0320 (12) | 0.0253 (12) | 0.0222 (11) |
C57 | 0.0386 (14) | 0.0666 (18) | 0.090 (2) | 0.0195 (13) | −0.0026 (14) | −0.0084 (15) |
C58 | 0.0514 (18) | 0.076 (2) | 0.124 (3) | 0.0199 (16) | −0.0296 (19) | −0.036 (2) |
C59 | 0.088 (2) | 0.076 (2) | 0.077 (2) | 0.0503 (19) | −0.0319 (18) | −0.0281 (17) |
C60 | 0.0766 (19) | 0.0550 (16) | 0.0564 (16) | 0.0372 (15) | 0.0006 (14) | −0.0013 (12) |
C61 | 0.0472 (13) | 0.0392 (12) | 0.0541 (14) | 0.0170 (11) | 0.0024 (11) | −0.0010 (10) |
C62 | 0.0347 (11) | 0.0310 (11) | 0.0614 (14) | 0.0178 (9) | −0.0004 (10) | 0.0050 (10) |
C63 | 0.0472 (13) | 0.0350 (11) | 0.0393 (12) | 0.0183 (10) | 0.0036 (10) | 0.0007 (9) |
C64 | 0.0592 (15) | 0.0475 (14) | 0.0474 (14) | 0.0240 (12) | −0.0056 (11) | 0.0005 (11) |
C65 | 0.088 (2) | 0.0584 (16) | 0.0407 (14) | 0.0367 (16) | −0.0012 (13) | 0.0068 (11) |
C66 | 0.083 (2) | 0.0541 (15) | 0.0423 (14) | 0.0290 (15) | 0.0233 (13) | 0.0138 (11) |
C67 | 0.0552 (14) | 0.0424 (13) | 0.0462 (13) | 0.0213 (11) | 0.0161 (11) | 0.0056 (10) |
C68 | 0.0542 (13) | 0.0351 (11) | 0.0333 (11) | 0.0234 (10) | 0.0081 (9) | 0.0022 (8) |
C69 | 0.0474 (13) | 0.0500 (14) | 0.0536 (14) | 0.0241 (12) | 0.0082 (11) | 0.0073 (11) |
C70 | 0.0600 (17) | 0.0675 (19) | 0.080 (2) | 0.0255 (15) | 0.0254 (15) | 0.0117 (15) |
Geometric parameters (Å, º) top
Ni1—O1 | 1.8116 (14) | C19—C20 | 1.395 (3) |
Ni1—N5 | 2.0097 (16) | C19—C27 | 1.473 (3) |
Ni1—N3 | 2.0186 (17) | C20—C21 | 1.372 (3) |
Ni1—N1 | 2.0210 (16) | C22—C23 | 1.382 (4) |
Ni2—O2 | 1.8100 (15) | C22—C27 | 1.389 (3) |
Ni2—N9 | 2.0135 (17) | C23—C24 | 1.359 (4) |
Ni2—N11 | 2.0166 (17) | C24—C25 | 1.368 (4) |
Ni2—N7 | 2.0205 (17) | C25—C26 | 1.389 (3) |
B1—N2 | 1.534 (3) | C26—C27 | 1.383 (3) |
B1—N6 | 1.538 (3) | C28—C29 | 1.395 (3) |
B1—N4 | 1.551 (3) | C28—C33 | 1.402 (3) |
B2—N8 | 1.539 (3) | C28—C34 | 1.497 (3) |
B2—N10 | 1.541 (3) | C29—C30 | 1.374 (4) |
B2—N12 | 1.545 (3) | C30—C31 | 1.377 (3) |
O1—C33 | 1.342 (2) | C31—C32 | 1.389 (3) |
O2—C68 | 1.341 (2) | C32—C33 | 1.410 (3) |
N1—C1 | 1.353 (2) | C32—C35 | 1.499 (3) |
N1—N2 | 1.373 (2) | C36—C37 | 1.394 (3) |
N2—C3 | 1.332 (3) | C36—C44 | 1.475 (3) |
N3—C10 | 1.342 (3) | C37—C38 | 1.365 (3) |
N3—N4 | 1.368 (2) | C39—C40 | 1.385 (3) |
N4—C12 | 1.343 (3) | C39—C44 | 1.401 (3) |
N5—C19 | 1.346 (2) | C40—C41 | 1.369 (4) |
N5—N6 | 1.367 (2) | C41—C42 | 1.382 (4) |
N6—C21 | 1.342 (3) | C42—C43 | 1.388 (3) |
N7—C36 | 1.342 (3) | C43—C44 | 1.389 (3) |
N7—N8 | 1.372 (2) | C45—C46 | 1.396 (3) |
N8—C38 | 1.336 (3) | C45—C53 | 1.476 (3) |
N9—C45 | 1.348 (3) | C46—C47 | 1.363 (3) |
N9—N10 | 1.369 (2) | C48—C49 | 1.382 (4) |
N10—C47 | 1.341 (3) | C48—C53 | 1.387 (3) |
N11—C54 | 1.350 (3) | C49—C50 | 1.356 (4) |
N11—N12 | 1.367 (2) | C50—C51 | 1.366 (4) |
N12—C56 | 1.338 (3) | C51—C52 | 1.379 (4) |
C1—C2 | 1.393 (3) | C52—C53 | 1.381 (3) |
C1—C9 | 1.473 (3) | C54—C55 | 1.400 (3) |
C2—C3 | 1.367 (3) | C54—C62 | 1.465 (3) |
C4—C9 | 1.383 (3) | C55—C56 | 1.368 (3) |
C4—C5 | 1.395 (3) | C57—C58 | 1.370 (4) |
C5—C6 | 1.380 (3) | C57—C62 | 1.386 (3) |
C6—C7 | 1.372 (4) | C58—C59 | 1.367 (4) |
C7—C8 | 1.379 (3) | C59—C60 | 1.366 (4) |
C8—C9 | 1.398 (3) | C60—C61 | 1.385 (3) |
C10—C11 | 1.398 (3) | C61—C62 | 1.383 (3) |
C10—C18 | 1.475 (3) | C63—C64 | 1.388 (3) |
C11—C12 | 1.372 (3) | C63—C68 | 1.408 (3) |
C13—C14 | 1.382 (4) | C63—C69 | 1.501 (3) |
C13—C18 | 1.386 (3) | C64—C65 | 1.376 (3) |
C14—C15 | 1.358 (4) | C65—C66 | 1.368 (4) |
C15—C16 | 1.368 (4) | C66—C67 | 1.403 (3) |
C16—C17 | 1.384 (3) | C67—C68 | 1.403 (3) |
C17—C18 | 1.379 (3) | C67—C70 | 1.502 (4) |
| | | |
O1—Ni1—N5 | 123.47 (7) | C17—C18—C13 | 117.2 (2) |
O1—Ni1—N3 | 128.71 (7) | C17—C18—C10 | 122.01 (19) |
N5—Ni1—N3 | 87.41 (7) | C13—C18—C10 | 120.8 (2) |
O1—Ni1—N1 | 120.17 (6) | N5—C19—C20 | 109.24 (19) |
N5—Ni1—N1 | 93.71 (7) | N5—C19—C27 | 122.27 (18) |
N3—Ni1—N1 | 93.78 (7) | C20—C19—C27 | 128.4 (2) |
O2—Ni2—N9 | 119.23 (7) | C21—C20—C19 | 105.88 (19) |
O2—Ni2—N11 | 131.91 (7) | N6—C21—C20 | 108.37 (19) |
N9—Ni2—N11 | 88.22 (7) | C23—C22—C27 | 120.1 (3) |
O2—Ni2—N7 | 120.81 (7) | C24—C23—C22 | 121.1 (3) |
N9—Ni2—N7 | 93.60 (7) | C23—C24—C25 | 119.6 (3) |
N11—Ni2—N7 | 93.09 (7) | C24—C25—C26 | 120.2 (3) |
N2—B1—N6 | 108.06 (18) | C27—C26—C25 | 120.6 (3) |
N2—B1—N4 | 108.55 (17) | C26—C27—C22 | 118.3 (2) |
N6—B1—N4 | 108.12 (17) | C26—C27—C19 | 120.5 (2) |
N8—B2—N10 | 108.14 (18) | C22—C27—C19 | 121.0 (2) |
N8—B2—N12 | 108.21 (19) | C29—C28—C33 | 118.7 (2) |
N10—B2—N12 | 107.98 (18) | C29—C28—C34 | 121.7 (2) |
C33—O1—Ni1 | 149.92 (14) | C33—C28—C34 | 119.6 (2) |
C68—O2—Ni2 | 149.29 (14) | C30—C29—C28 | 121.4 (2) |
C1—N1—N2 | 105.83 (15) | C29—C30—C31 | 119.5 (2) |
C1—N1—Ni1 | 139.98 (14) | C30—C31—C32 | 121.5 (2) |
N2—N1—Ni1 | 114.00 (11) | C31—C32—C33 | 118.6 (2) |
C3—N2—N1 | 110.11 (16) | C31—C32—C35 | 121.2 (2) |
C3—N2—B1 | 129.69 (18) | C33—C32—C35 | 120.12 (19) |
N1—N2—B1 | 120.09 (16) | O1—C33—C28 | 118.65 (19) |
C10—N3—N4 | 107.12 (16) | O1—C33—C32 | 121.17 (18) |
C10—N3—Ni1 | 138.62 (14) | C28—C33—C32 | 120.15 (19) |
N4—N3—Ni1 | 113.51 (12) | N7—C36—C37 | 109.63 (19) |
C12—N4—N3 | 109.11 (17) | N7—C36—C44 | 123.56 (19) |
C12—N4—B1 | 130.71 (18) | C37—C36—C44 | 126.71 (19) |
N3—N4—B1 | 119.95 (16) | C38—C37—C36 | 105.70 (19) |
C19—N5—N6 | 106.81 (16) | N8—C38—C37 | 108.7 (2) |
C19—N5—Ni1 | 138.30 (14) | C40—C39—C44 | 120.6 (2) |
N6—N5—Ni1 | 114.83 (12) | C41—C40—C39 | 120.0 (2) |
C21—N6—N5 | 109.68 (17) | C40—C41—C42 | 120.5 (2) |
C21—N6—B1 | 130.35 (18) | C41—C42—C43 | 119.9 (2) |
N5—N6—B1 | 119.90 (15) | C42—C43—C44 | 120.5 (2) |
C36—N7—N8 | 106.27 (16) | C43—C44—C39 | 118.5 (2) |
C36—N7—Ni2 | 139.69 (14) | C43—C44—C36 | 122.69 (19) |
N8—N7—Ni2 | 114.00 (12) | C39—C44—C36 | 118.8 (2) |
C38—N8—N7 | 109.72 (17) | N9—C45—C46 | 109.3 (2) |
C38—N8—B2 | 129.70 (19) | N9—C45—C53 | 122.7 (2) |
N7—N8—B2 | 120.37 (16) | C46—C45—C53 | 127.8 (2) |
C45—N9—N10 | 106.64 (17) | C47—C46—C45 | 105.7 (2) |
C45—N9—Ni2 | 138.65 (15) | N10—C47—C46 | 109.0 (2) |
N10—N9—Ni2 | 114.70 (12) | C49—C48—C53 | 120.4 (3) |
C47—N10—N9 | 109.33 (18) | C50—C49—C48 | 120.6 (3) |
C47—N10—B2 | 130.61 (19) | C49—C50—C51 | 119.7 (3) |
N9—N10—B2 | 120.06 (17) | C50—C51—C52 | 120.6 (3) |
C54—N11—N12 | 106.79 (16) | C51—C52—C53 | 120.4 (2) |
C54—N11—Ni2 | 138.81 (14) | C52—C53—C48 | 118.3 (2) |
N12—N11—Ni2 | 113.87 (12) | C52—C53—C45 | 120.4 (2) |
C56—N12—N11 | 109.47 (18) | C48—C53—C45 | 121.0 (2) |
C56—N12—B2 | 130.10 (19) | N11—C54—C55 | 109.1 (2) |
N11—N12—B2 | 120.29 (16) | N11—C54—C62 | 122.13 (18) |
N1—C1—C2 | 109.56 (18) | C55—C54—C62 | 128.4 (2) |
N1—C1—C9 | 124.07 (18) | C56—C55—C54 | 105.5 (2) |
C2—C1—C9 | 126.20 (19) | N12—C56—C55 | 109.1 (2) |
C3—C2—C1 | 105.78 (19) | C58—C57—C62 | 120.8 (3) |
N2—C3—C2 | 108.71 (19) | C59—C58—C57 | 121.4 (3) |
C9—C4—C5 | 120.7 (2) | C58—C59—C60 | 118.8 (3) |
C6—C5—C4 | 119.6 (2) | C59—C60—C61 | 120.4 (3) |
C7—C6—C5 | 120.5 (2) | C62—C61—C60 | 121.2 (2) |
C6—C7—C8 | 120.0 (2) | C61—C62—C57 | 117.4 (2) |
C7—C8—C9 | 120.8 (2) | C61—C62—C54 | 121.45 (19) |
C4—C9—C8 | 118.5 (2) | C57—C62—C54 | 121.1 (2) |
C4—C9—C1 | 123.14 (19) | C64—C63—C68 | 119.0 (2) |
C8—C9—C1 | 118.4 (2) | C64—C63—C69 | 120.7 (2) |
N3—C10—C11 | 109.40 (19) | C68—C63—C69 | 120.22 (19) |
N3—C10—C18 | 122.22 (18) | C65—C64—C63 | 121.2 (2) |
C11—C10—C18 | 128.3 (2) | C66—C65—C64 | 119.8 (2) |
C12—C11—C10 | 105.4 (2) | C65—C66—C67 | 121.6 (2) |
N4—C12—C11 | 108.97 (19) | C66—C67—C68 | 118.2 (2) |
C14—C13—C18 | 120.6 (3) | C66—C67—C70 | 122.2 (2) |
C15—C14—C13 | 121.4 (3) | C68—C67—C70 | 119.6 (2) |
C14—C15—C16 | 119.1 (3) | O2—C68—C67 | 119.0 (2) |
C15—C16—C17 | 120.0 (3) | O2—C68—C63 | 120.76 (19) |
C18—C17—C16 | 121.8 (2) | C67—C68—C63 | 120.2 (2) |
| | | |
N5—Ni1—O1—C33 | 164.8 (2) | C22—C23—C24—C25 | −1.5 (4) |
N3—Ni1—O1—C33 | −77.8 (3) | C23—C24—C25—C26 | 1.7 (4) |
N1—Ni1—O1—C33 | 46.5 (3) | C24—C25—C26—C27 | −0.2 (4) |
N9—Ni2—O2—C68 | −163.0 (3) | C25—C26—C27—C22 | −1.4 (3) |
N11—Ni2—O2—C68 | 80.0 (3) | C25—C26—C27—C19 | 174.6 (2) |
N7—Ni2—O2—C68 | −48.3 (3) | C23—C22—C27—C26 | 1.6 (4) |
C1—N1—N2—C3 | 0.8 (2) | C23—C22—C27—C19 | −174.4 (2) |
Ni1—N1—N2—C3 | −175.22 (13) | N5—C19—C27—C26 | 49.1 (3) |
C1—N1—N2—B1 | −175.72 (18) | C20—C19—C27—C26 | −128.0 (2) |
Ni1—N1—N2—B1 | 8.3 (2) | N5—C19—C27—C22 | −135.0 (2) |
N6—B1—N2—C3 | 119.9 (2) | C20—C19—C27—C22 | 47.9 (3) |
N4—B1—N2—C3 | −123.1 (2) | C33—C28—C29—C30 | −1.5 (4) |
N6—B1—N2—N1 | −64.4 (2) | C34—C28—C29—C30 | 177.4 (2) |
N4—B1—N2—N1 | 52.6 (2) | C28—C29—C30—C31 | −0.9 (4) |
C10—N3—N4—C12 | 1.6 (2) | C29—C30—C31—C32 | 1.6 (4) |
Ni1—N3—N4—C12 | −170.37 (13) | C30—C31—C32—C33 | 0.0 (3) |
C10—N3—N4—B1 | −173.45 (16) | C30—C31—C32—C35 | −176.6 (2) |
Ni1—N3—N4—B1 | 14.6 (2) | Ni1—O1—C33—C28 | −149.9 (2) |
N2—B1—N4—C12 | 118.2 (2) | Ni1—O1—C33—C32 | 28.1 (4) |
N6—B1—N4—C12 | −124.8 (2) | C29—C28—C33—O1 | −178.91 (19) |
N2—B1—N4—N3 | −67.9 (2) | C34—C28—C33—O1 | 2.2 (3) |
N6—B1—N4—N3 | 49.0 (2) | C29—C28—C33—C32 | 3.1 (3) |
C19—N5—N6—C21 | −1.1 (2) | C34—C28—C33—C32 | −175.8 (2) |
Ni1—N5—N6—C21 | 176.62 (13) | C31—C32—C33—O1 | 179.68 (19) |
C19—N5—N6—B1 | −178.44 (18) | C35—C32—C33—O1 | −3.6 (3) |
Ni1—N5—N6—B1 | −0.7 (2) | C31—C32—C33—C28 | −2.4 (3) |
N2—B1—N6—C21 | −117.2 (2) | C35—C32—C33—C28 | 174.3 (2) |
N4—B1—N6—C21 | 125.5 (2) | N8—N7—C36—C37 | 0.9 (2) |
N2—B1—N6—N5 | 59.5 (2) | Ni2—N7—C36—C37 | −176.66 (16) |
N4—B1—N6—N5 | −57.8 (2) | N8—N7—C36—C44 | −175.60 (18) |
C36—N7—N8—C38 | −0.9 (2) | Ni2—N7—C36—C44 | 6.8 (3) |
Ni2—N7—N8—C38 | 177.40 (14) | N7—C36—C37—C38 | −0.6 (2) |
C36—N7—N8—B2 | 174.31 (18) | C44—C36—C37—C38 | 175.8 (2) |
Ni2—N7—N8—B2 | −7.4 (2) | N7—N8—C38—C37 | 0.5 (3) |
N10—B2—N8—C38 | −122.4 (2) | B2—N8—C38—C37 | −174.1 (2) |
N12—B2—N8—C38 | 120.9 (2) | C36—C37—C38—N8 | 0.1 (3) |
N10—B2—N8—N7 | 63.5 (2) | C44—C39—C40—C41 | 1.0 (4) |
N12—B2—N8—N7 | −53.2 (2) | C39—C40—C41—C42 | −0.7 (4) |
C45—N9—N10—C47 | 0.2 (2) | C40—C41—C42—C43 | −0.3 (4) |
Ni2—N9—N10—C47 | 179.66 (14) | C41—C42—C43—C44 | 1.1 (3) |
C45—N9—N10—B2 | −179.33 (19) | C42—C43—C44—C39 | −0.8 (3) |
Ni2—N9—N10—B2 | 0.2 (2) | C42—C43—C44—C36 | −179.61 (19) |
N8—B2—N10—C47 | 121.9 (2) | C40—C39—C44—C43 | −0.2 (3) |
N12—B2—N10—C47 | −121.2 (2) | C40—C39—C44—C36 | 178.6 (2) |
N8—B2—N10—N9 | −58.7 (2) | N7—C36—C44—C43 | −47.3 (3) |
N12—B2—N10—N9 | 58.1 (2) | C37—C36—C44—C43 | 136.8 (2) |
C54—N11—N12—C56 | −1.2 (2) | N7—C36—C44—C39 | 133.9 (2) |
Ni2—N11—N12—C56 | 172.05 (14) | C37—C36—C44—C39 | −42.0 (3) |
C54—N11—N12—B2 | 174.80 (18) | N10—N9—C45—C46 | −0.7 (2) |
Ni2—N11—N12—B2 | −11.9 (2) | Ni2—N9—C45—C46 | 179.97 (16) |
N8—B2—N12—C56 | −118.9 (2) | N10—N9—C45—C53 | 174.42 (18) |
N10—B2—N12—C56 | 124.3 (2) | Ni2—N9—C45—C53 | −4.9 (3) |
N8—B2—N12—N11 | 66.1 (2) | N9—C45—C46—C47 | 1.0 (3) |
N10—B2—N12—N11 | −50.8 (2) | C53—C45—C46—C47 | −173.8 (2) |
N2—N1—C1—C2 | −0.8 (2) | N9—N10—C47—C46 | 0.5 (2) |
Ni1—N1—C1—C2 | 173.50 (16) | B2—N10—C47—C46 | 179.9 (2) |
N2—N1—C1—C9 | 174.65 (18) | C45—C46—C47—N10 | −0.9 (3) |
Ni1—N1—C1—C9 | −11.0 (3) | C53—C48—C49—C50 | −1.0 (4) |
N1—C1—C2—C3 | 0.6 (2) | C48—C49—C50—C51 | 2.0 (5) |
C9—C1—C2—C3 | −174.8 (2) | C49—C50—C51—C52 | −1.6 (5) |
N1—N2—C3—C2 | −0.4 (2) | C50—C51—C52—C53 | 0.2 (4) |
B1—N2—C3—C2 | 175.6 (2) | C51—C52—C53—C48 | 0.9 (4) |
C1—C2—C3—N2 | −0.1 (2) | C51—C52—C53—C45 | −173.6 (2) |
C9—C4—C5—C6 | −1.1 (3) | C49—C48—C53—C52 | −0.5 (4) |
C4—C5—C6—C7 | 0.7 (4) | C49—C48—C53—C45 | 174.0 (2) |
C5—C6—C7—C8 | 0.1 (4) | N9—C45—C53—C52 | −45.9 (3) |
C6—C7—C8—C9 | −0.5 (3) | C46—C45—C53—C52 | 128.3 (3) |
C5—C4—C9—C8 | 0.8 (3) | N9—C45—C53—C48 | 139.7 (2) |
C5—C4—C9—C1 | −179.86 (19) | C46—C45—C53—C48 | −46.1 (3) |
C7—C8—C9—C4 | 0.1 (3) | N12—N11—C54—C55 | 1.6 (2) |
C7—C8—C9—C1 | −179.4 (2) | Ni2—N11—C54—C55 | −169.00 (16) |
N1—C1—C9—C4 | 45.0 (3) | N12—N11—C54—C62 | −172.36 (17) |
C2—C1—C9—C4 | −140.3 (2) | Ni2—N11—C54—C62 | 17.0 (3) |
N1—C1—C9—C8 | −135.6 (2) | N11—C54—C55—C56 | −1.4 (2) |
C2—C1—C9—C8 | 39.1 (3) | C62—C54—C55—C56 | 172.1 (2) |
N4—N3—C10—C11 | −1.8 (2) | N11—N12—C56—C55 | 0.3 (2) |
Ni1—N3—C10—C11 | 167.01 (16) | B2—N12—C56—C55 | −175.2 (2) |
N4—N3—C10—C18 | 174.80 (17) | C54—C55—C56—N12 | 0.7 (2) |
Ni1—N3—C10—C18 | −16.4 (3) | C62—C57—C58—C59 | 0.0 (5) |
N3—C10—C11—C12 | 1.4 (2) | C57—C58—C59—C60 | 0.3 (5) |
C18—C10—C11—C12 | −175.00 (19) | C58—C59—C60—C61 | 0.0 (4) |
N3—N4—C12—C11 | −0.8 (2) | C59—C60—C61—C62 | −0.7 (4) |
B1—N4—C12—C11 | 173.58 (19) | C60—C61—C62—C57 | 1.0 (3) |
C10—C11—C12—N4 | −0.3 (2) | C60—C61—C62—C54 | 177.9 (2) |
C18—C13—C14—C15 | 0.0 (5) | C58—C57—C62—C61 | −0.7 (4) |
C13—C14—C15—C16 | −0.8 (5) | C58—C57—C62—C54 | −177.6 (3) |
C14—C15—C16—C17 | 0.4 (4) | N11—C54—C62—C61 | 25.6 (3) |
C15—C16—C17—C18 | 0.8 (4) | C55—C54—C62—C61 | −147.1 (2) |
C16—C17—C18—C13 | −1.6 (3) | N11—C54—C62—C57 | −157.6 (2) |
C16—C17—C18—C10 | 179.6 (2) | C55—C54—C62—C57 | 29.7 (3) |
C14—C13—C18—C17 | 1.1 (4) | C68—C63—C64—C65 | 0.4 (3) |
C14—C13—C18—C10 | 180.0 (2) | C69—C63—C64—C65 | 177.0 (2) |
N3—C10—C18—C17 | −21.0 (3) | C63—C64—C65—C66 | −1.8 (4) |
C11—C10—C18—C17 | 155.0 (2) | C64—C65—C66—C67 | 0.9 (4) |
N3—C10—C18—C13 | 160.2 (2) | C65—C66—C67—C68 | 1.4 (4) |
C11—C10—C18—C13 | −23.8 (3) | C65—C66—C67—C70 | −176.9 (2) |
N6—N5—C19—C20 | 0.9 (2) | Ni2—O2—C68—C67 | 147.2 (2) |
Ni1—N5—C19—C20 | −175.97 (16) | Ni2—O2—C68—C63 | −31.9 (4) |
N6—N5—C19—C27 | −176.68 (18) | C66—C67—C68—O2 | 178.1 (2) |
Ni1—N5—C19—C27 | 6.4 (3) | C70—C67—C68—O2 | −3.6 (3) |
N5—C19—C20—C21 | −0.4 (2) | C66—C67—C68—C63 | −2.8 (3) |
C27—C19—C20—C21 | 177.0 (2) | C70—C67—C68—C63 | 175.6 (2) |
N5—N6—C21—C20 | 0.9 (2) | C64—C63—C68—O2 | −178.94 (19) |
B1—N6—C21—C20 | 177.8 (2) | C69—C63—C68—O2 | 4.4 (3) |
C19—C20—C21—N6 | −0.3 (3) | C64—C63—C68—C67 | 2.0 (3) |
C27—C22—C23—C24 | −0.1 (4) | C69—C63—C68—C67 | −174.7 (2) |
(cpd5) (4-
tert-Butylphenolato-
κO)[hydrotris(3-phenylpyrazolyl-
κN2)borato]nickel(II)
top
Crystal data top
[Ni(C27H22BN6)(C10H13O)] | Z = 2 |
Mr = 649.23 | F(000) = 680 |
Triclinic, P1 | Dx = 1.307 Mg m−3 |
a = 8.428 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.516 (7) Å | Cell parameters from 933 reflections |
c = 15.064 (7) Å | θ = 2.6–20.4° |
α = 99.293 (15)° | µ = 0.63 mm−1 |
β = 102.679 (16)° | T = 200 K |
γ = 90.900 (16)° | Plate, brown |
V = 1649.8 (14) Å3 | 0.20 × 0.17 × 0.02 mm |
Data collection top
Bruker APEX diffractometer | 4986 reflections with I > 2σ(I) |
Detector resolution: 836.6 pixels mm-1 | Rint = 0.075 |
ω scans | θmax = 28.5°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −11→11 |
Tmin = 0.887, Tmax = 0.985 | k = −18→18 |
22356 measured reflections | l = −20→20 |
8224 independent reflections | |
Refinement top
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)] = 0.061 | Hydrogen site location: mixed |
wR(F2) = 0.154 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0589P)2] where P = (Fo2 + 2Fc2)/3 |
8224 reflections | (Δ/σ)max = 0.001 |
434 parameters | Δρmax = 0.65 e Å−3 |
66 restraints | Δρmin = −0.46 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni1 | 0.40408 (4) | 0.22502 (3) | 0.35272 (3) | 0.03991 (14) | |
B1 | 0.5471 (5) | 0.2662 (3) | 0.5582 (3) | 0.0490 (9) | |
H1 | 0.595 (3) | 0.283 (2) | 0.637 (2) | 0.059* | |
O1 | 0.3492 (2) | 0.21510 (15) | 0.22802 (13) | 0.0452 (5) | |
N1 | 0.3573 (3) | 0.13757 (18) | 0.44134 (17) | 0.0447 (6) | |
N2 | 0.4370 (3) | 0.16841 (18) | 0.53106 (17) | 0.0483 (6) | |
N3 | 0.6435 (3) | 0.22519 (17) | 0.40988 (17) | 0.0425 (6) | |
N4 | 0.6822 (3) | 0.25432 (18) | 0.50371 (17) | 0.0457 (6) | |
N5 | 0.3638 (3) | 0.34935 (17) | 0.43814 (16) | 0.0416 (6) | |
N6 | 0.4399 (3) | 0.35165 (18) | 0.52879 (17) | 0.0446 (6) | |
C1 | 0.2076 (5) | −0.0027 (3) | 0.2677 (3) | 0.0652 (10) | |
H1A | 0.2944 | 0.0409 | 0.2637 | 0.078* | |
C2 | 0.1173 (5) | −0.0609 (3) | 0.1878 (3) | 0.0768 (12) | |
H2A | 0.1389 | −0.0548 | 0.1296 | 0.092* | |
C3 | −0.0030 (5) | −0.1273 (3) | 0.1932 (4) | 0.0864 (14) | |
H3A | −0.0609 | −0.1705 | 0.1393 | 0.104* | |
C4 | −0.0392 (5) | −0.1308 (3) | 0.2763 (4) | 0.0889 (14) | |
H4A | −0.1254 | −0.1751 | 0.2798 | 0.107* | |
C5 | 0.0474 (4) | −0.0710 (3) | 0.3557 (3) | 0.0669 (10) | |
H5A | 0.0198 | −0.0739 | 0.4131 | 0.080* | |
C6 | 0.1750 (4) | −0.0063 (2) | 0.3520 (2) | 0.0464 (7) | |
C7 | 0.2722 (4) | 0.0516 (2) | 0.4387 (2) | 0.0443 (7) | |
C8 | 0.2963 (4) | 0.0287 (2) | 0.5270 (2) | 0.0546 (9) | |
H8A | 0.2497 | −0.0272 | 0.5450 | 0.065* | |
C9 | 0.4007 (4) | 0.1032 (2) | 0.5828 (2) | 0.0543 (9) | |
H9A | 0.4410 | 0.1079 | 0.6474 | 0.065* | |
C10 | 0.6884 (4) | 0.1011 (2) | 0.2334 (2) | 0.0514 (8) | |
H10A | 0.6092 | 0.0717 | 0.2588 | 0.062* | |
C11 | 0.6942 (5) | 0.0676 (3) | 0.1436 (2) | 0.0600 (9) | |
H11A | 0.6176 | 0.0171 | 0.1062 | 0.072* | |
C12 | 0.8137 (5) | 0.1084 (3) | 0.1079 (3) | 0.0679 (11) | |
H12A | 0.8191 | 0.0854 | 0.0457 | 0.081* | |
C13 | 0.9242 (5) | 0.1817 (3) | 0.1616 (3) | 0.0683 (10) | |
H13A | 1.0069 | 0.2084 | 0.1370 | 0.082* | |
C14 | 0.9149 (4) | 0.2162 (3) | 0.2507 (2) | 0.0544 (9) | |
H14A | 0.9907 | 0.2674 | 0.2876 | 0.065* | |
C15 | 0.7955 (4) | 0.1769 (2) | 0.2880 (2) | 0.0447 (7) | |
C16 | 0.7862 (4) | 0.2146 (2) | 0.3835 (2) | 0.0439 (7) | |
C17 | 0.9161 (4) | 0.2396 (2) | 0.4610 (2) | 0.0550 (8) | |
H17A | 1.0292 | 0.2401 | 0.4621 | 0.066* | |
C18 | 0.8448 (4) | 0.2631 (2) | 0.5343 (2) | 0.0550 (9) | |
H18A | 0.9011 | 0.2826 | 0.5968 | 0.066* | |
C19 | 0.2229 (4) | 0.4358 (2) | 0.2661 (2) | 0.0493 (8) | |
H19A | 0.3228 | 0.4049 | 0.2640 | 0.059* | |
C20 | 0.1281 (4) | 0.4601 (3) | 0.1863 (3) | 0.0596 (9) | |
H20A | 0.1620 | 0.4453 | 0.1297 | 0.072* | |
C21 | −0.0158 (4) | 0.5060 (3) | 0.1892 (3) | 0.0657 (10) | |
H21A | −0.0809 | 0.5235 | 0.1346 | 0.079* | |
C22 | −0.0654 (4) | 0.5265 (3) | 0.2711 (3) | 0.0670 (10) | |
H22A | −0.1648 | 0.5581 | 0.2730 | 0.080* | |
C23 | 0.0286 (4) | 0.5015 (3) | 0.3500 (3) | 0.0565 (9) | |
H23A | −0.0067 | 0.5158 | 0.4062 | 0.068* | |
C24 | 0.1753 (3) | 0.4555 (2) | 0.3490 (2) | 0.0423 (7) | |
C25 | 0.2751 (4) | 0.4310 (2) | 0.4352 (2) | 0.0423 (7) | |
C26 | 0.2945 (4) | 0.4853 (2) | 0.5236 (2) | 0.0468 (8) | |
H26A | 0.2462 | 0.5463 | 0.5411 | 0.056* | |
C27 | 0.3978 (4) | 0.4329 (2) | 0.5806 (2) | 0.0469 (8) | |
H27A | 0.4333 | 0.4511 | 0.6457 | 0.056* | |
C28 | 0.5257 (3) | 0.3105 (2) | 0.16577 (19) | 0.0390 (7) | |
H28A | 0.5762 | 0.3452 | 0.2256 | 0.047* | |
C29 | 0.5796 (3) | 0.3314 (2) | 0.0899 (2) | 0.0420 (7) | |
H29A | 0.6669 | 0.3800 | 0.0992 | 0.050* | |
C30 | 0.5101 (4) | 0.2837 (2) | 0.0009 (2) | 0.0444 (7) | |
C31 | 0.3831 (4) | 0.2141 (3) | −0.0080 (2) | 0.0498 (8) | |
H31A | 0.3316 | 0.1801 | −0.0679 | 0.060* | |
C32 | 0.3280 (4) | 0.1920 (2) | 0.0671 (2) | 0.0480 (8) | |
H32A | 0.2403 | 0.1436 | 0.0577 | 0.058* | |
C33 | 0.3998 (3) | 0.2399 (2) | 0.1559 (2) | 0.0391 (7) | |
C34 | 0.5719 (4) | 0.3053 (3) | −0.0825 (2) | 0.0592 (9) | |
C35 | 0.7617 (12) | 0.3116 (12) | −0.0563 (16) | 0.076 (3) | 0.470 (8) |
H35A | 0.8008 | 0.2474 | −0.0403 | 0.115* | 0.470 (8) |
H35B | 0.8001 | 0.3652 | −0.0033 | 0.115* | 0.470 (8) |
H35C | 0.8036 | 0.3260 | −0.1089 | 0.115* | 0.470 (8) |
C36 | 0.5235 (16) | 0.4157 (8) | −0.0970 (8) | 0.092 (3) | 0.470 (8) |
H36A | 0.5576 | 0.4314 | −0.1516 | 0.138* | 0.470 (8) |
H36B | 0.5778 | 0.4639 | −0.0425 | 0.138* | 0.470 (8) |
H36C | 0.4052 | 0.4200 | −0.1059 | 0.138* | 0.470 (8) |
C37 | 0.5115 (18) | 0.2341 (9) | −0.1705 (6) | 0.086 (3) | 0.470 (8) |
H37A | 0.5311 | 0.1652 | −0.1599 | 0.129* | 0.470 (8) |
H37B | 0.5692 | 0.2495 | −0.2169 | 0.129* | 0.470 (8) |
H37C | 0.3944 | 0.2407 | −0.1927 | 0.129* | 0.470 (8) |
C35' | 0.7455 (11) | 0.3459 (10) | −0.0614 (14) | 0.076 (3) | 0.530 (8) |
H35D | 0.7532 | 0.4156 | −0.0294 | 0.115* | 0.530 (8) |
H35E | 0.7821 | 0.3435 | −0.1191 | 0.115* | 0.530 (8) |
H35F | 0.8147 | 0.3052 | −0.0219 | 0.115* | 0.530 (8) |
C36' | 0.4495 (13) | 0.3647 (8) | −0.1406 (7) | 0.092 (3) | 0.530 (8) |
H36D | 0.4372 | 0.4296 | −0.1038 | 0.138* | 0.530 (8) |
H36E | 0.3440 | 0.3269 | −0.1603 | 0.138* | 0.530 (8) |
H36F | 0.4887 | 0.3756 | −0.1951 | 0.138* | 0.530 (8) |
C37' | 0.5712 (16) | 0.1982 (7) | −0.1466 (6) | 0.086 (3) | 0.530 (8) |
H37D | 0.6124 | 0.2070 | −0.2009 | 0.129* | 0.530 (8) |
H37E | 0.4598 | 0.1683 | −0.1663 | 0.129* | 0.530 (8) |
H37F | 0.6411 | 0.1539 | −0.1116 | 0.129* | 0.530 (8) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0479 (2) | 0.0362 (2) | 0.0386 (2) | −0.00153 (16) | 0.01667 (18) | 0.00593 (16) |
B1 | 0.067 (3) | 0.041 (2) | 0.041 (2) | −0.0007 (18) | 0.0154 (19) | 0.0085 (16) |
O1 | 0.0506 (12) | 0.0506 (12) | 0.0378 (12) | −0.0038 (10) | 0.0183 (10) | 0.0067 (9) |
N1 | 0.0588 (16) | 0.0369 (13) | 0.0416 (15) | 0.0006 (12) | 0.0184 (13) | 0.0065 (11) |
N2 | 0.0714 (18) | 0.0394 (14) | 0.0401 (15) | −0.0002 (13) | 0.0232 (13) | 0.0101 (11) |
N3 | 0.0504 (15) | 0.0377 (13) | 0.0405 (15) | −0.0017 (11) | 0.0128 (12) | 0.0063 (11) |
N4 | 0.0540 (16) | 0.0424 (14) | 0.0399 (15) | 0.0009 (12) | 0.0090 (12) | 0.0065 (11) |
N5 | 0.0526 (15) | 0.0355 (13) | 0.0387 (14) | −0.0014 (11) | 0.0166 (12) | 0.0035 (11) |
N6 | 0.0575 (16) | 0.0385 (14) | 0.0386 (15) | −0.0026 (12) | 0.0157 (12) | 0.0033 (11) |
C1 | 0.077 (3) | 0.052 (2) | 0.066 (3) | −0.0129 (19) | 0.022 (2) | 0.0033 (18) |
C2 | 0.093 (3) | 0.063 (3) | 0.066 (3) | 0.001 (2) | 0.007 (2) | 0.002 (2) |
C3 | 0.063 (3) | 0.070 (3) | 0.103 (4) | 0.000 (2) | −0.019 (3) | 0.001 (3) |
C4 | 0.052 (2) | 0.082 (3) | 0.123 (4) | −0.015 (2) | 0.001 (3) | 0.015 (3) |
C5 | 0.053 (2) | 0.061 (2) | 0.092 (3) | 0.0012 (18) | 0.018 (2) | 0.026 (2) |
C6 | 0.0443 (17) | 0.0339 (16) | 0.064 (2) | 0.0062 (13) | 0.0164 (16) | 0.0113 (14) |
C7 | 0.0490 (18) | 0.0356 (16) | 0.057 (2) | 0.0062 (13) | 0.0251 (15) | 0.0147 (14) |
C8 | 0.071 (2) | 0.0404 (18) | 0.065 (2) | 0.0024 (16) | 0.0346 (19) | 0.0197 (16) |
C9 | 0.077 (2) | 0.0475 (19) | 0.048 (2) | 0.0068 (17) | 0.0282 (18) | 0.0163 (16) |
C10 | 0.058 (2) | 0.0388 (17) | 0.063 (2) | 0.0082 (15) | 0.0210 (17) | 0.0136 (15) |
C11 | 0.071 (2) | 0.049 (2) | 0.057 (2) | 0.0186 (18) | 0.0130 (19) | 0.0019 (17) |
C12 | 0.079 (3) | 0.078 (3) | 0.054 (2) | 0.029 (2) | 0.030 (2) | 0.010 (2) |
C13 | 0.062 (2) | 0.080 (3) | 0.076 (3) | 0.017 (2) | 0.034 (2) | 0.025 (2) |
C14 | 0.0448 (19) | 0.061 (2) | 0.065 (2) | 0.0095 (16) | 0.0218 (17) | 0.0186 (18) |
C15 | 0.0433 (17) | 0.0391 (16) | 0.055 (2) | 0.0116 (14) | 0.0147 (15) | 0.0130 (14) |
C16 | 0.0475 (18) | 0.0344 (16) | 0.051 (2) | 0.0013 (13) | 0.0114 (15) | 0.0122 (14) |
C17 | 0.0460 (19) | 0.053 (2) | 0.065 (2) | 0.0023 (15) | 0.0089 (17) | 0.0114 (17) |
C18 | 0.061 (2) | 0.0488 (19) | 0.049 (2) | −0.0003 (16) | −0.0009 (17) | 0.0108 (15) |
C19 | 0.0480 (18) | 0.0477 (18) | 0.056 (2) | 0.0021 (15) | 0.0197 (16) | 0.0080 (15) |
C20 | 0.066 (2) | 0.056 (2) | 0.056 (2) | −0.0031 (18) | 0.0159 (19) | 0.0061 (17) |
C21 | 0.058 (2) | 0.069 (2) | 0.064 (3) | −0.0026 (19) | 0.0009 (19) | 0.013 (2) |
C22 | 0.044 (2) | 0.076 (3) | 0.079 (3) | 0.0054 (18) | 0.012 (2) | 0.010 (2) |
C23 | 0.048 (2) | 0.057 (2) | 0.067 (2) | −0.0001 (16) | 0.0214 (18) | 0.0045 (17) |
C24 | 0.0403 (16) | 0.0355 (15) | 0.0530 (19) | −0.0051 (13) | 0.0176 (14) | 0.0045 (14) |
C25 | 0.0435 (17) | 0.0388 (16) | 0.0483 (19) | −0.0053 (13) | 0.0213 (14) | 0.0041 (14) |
C26 | 0.0534 (19) | 0.0366 (16) | 0.055 (2) | −0.0011 (14) | 0.0251 (16) | 0.0029 (14) |
C27 | 0.062 (2) | 0.0423 (17) | 0.0402 (17) | −0.0085 (15) | 0.0253 (15) | 0.0001 (14) |
C28 | 0.0439 (17) | 0.0384 (16) | 0.0322 (15) | 0.0043 (13) | 0.0076 (13) | 0.0000 (12) |
C29 | 0.0407 (16) | 0.0420 (16) | 0.0445 (18) | −0.0021 (13) | 0.0125 (14) | 0.0071 (13) |
C30 | 0.0457 (18) | 0.0551 (19) | 0.0355 (17) | 0.0074 (15) | 0.0124 (14) | 0.0123 (14) |
C31 | 0.0506 (19) | 0.063 (2) | 0.0320 (17) | −0.0005 (16) | 0.0062 (14) | 0.0002 (15) |
C32 | 0.0455 (18) | 0.0529 (19) | 0.0437 (19) | −0.0085 (15) | 0.0114 (15) | 0.0016 (15) |
C33 | 0.0428 (16) | 0.0420 (16) | 0.0358 (16) | 0.0078 (13) | 0.0141 (13) | 0.0083 (13) |
C34 | 0.065 (2) | 0.080 (2) | 0.0390 (18) | 0.0069 (18) | 0.0178 (16) | 0.0195 (17) |
C35 | 0.084 (3) | 0.100 (8) | 0.059 (3) | −0.014 (4) | 0.035 (3) | 0.030 (6) |
C36 | 0.125 (8) | 0.106 (6) | 0.063 (6) | 0.033 (5) | 0.034 (5) | 0.046 (4) |
C37 | 0.117 (8) | 0.111 (6) | 0.040 (4) | −0.007 (5) | 0.037 (4) | 0.017 (4) |
C35' | 0.084 (3) | 0.100 (8) | 0.059 (3) | −0.014 (4) | 0.035 (3) | 0.030 (6) |
C36' | 0.125 (8) | 0.106 (6) | 0.063 (6) | 0.033 (5) | 0.034 (5) | 0.046 (4) |
C37' | 0.117 (8) | 0.111 (6) | 0.040 (4) | −0.007 (5) | 0.037 (4) | 0.017 (4) |
Geometric parameters (Å, º) top
Ni1—O1 | 1.815 (2) | C12—C13 | 1.373 (5) |
Ni1—N3 | 2.012 (3) | C13—C14 | 1.368 (5) |
Ni1—N1 | 2.015 (3) | C14—C15 | 1.392 (4) |
Ni1—N5 | 2.026 (2) | C15—C16 | 1.467 (4) |
B1—N4 | 1.540 (5) | C16—C17 | 1.405 (4) |
B1—N6 | 1.539 (5) | C17—C18 | 1.366 (5) |
B1—N2 | 1.547 (5) | C19—C24 | 1.381 (4) |
O1—C33 | 1.338 (3) | C19—C20 | 1.381 (5) |
N1—C7 | 1.346 (4) | C20—C21 | 1.377 (5) |
N1—N2 | 1.365 (3) | C21—C22 | 1.376 (5) |
N2—C9 | 1.340 (4) | C22—C23 | 1.371 (5) |
N3—C16 | 1.350 (4) | C23—C24 | 1.394 (4) |
N3—N4 | 1.369 (3) | C24—C25 | 1.473 (4) |
N4—C18 | 1.343 (4) | C25—C26 | 1.387 (4) |
N5—C25 | 1.345 (4) | C26—C27 | 1.373 (4) |
N5—N6 | 1.370 (3) | C28—C33 | 1.383 (4) |
N6—C27 | 1.341 (4) | C28—C29 | 1.386 (4) |
C1—C6 | 1.365 (5) | C29—C30 | 1.387 (4) |
C1—C2 | 1.386 (5) | C30—C31 | 1.383 (4) |
C2—C3 | 1.367 (6) | C30—C34 | 1.528 (4) |
C3—C4 | 1.361 (6) | C31—C32 | 1.385 (4) |
C4—C5 | 1.379 (6) | C32—C33 | 1.388 (4) |
C5—C6 | 1.393 (5) | C34—C35' | 1.503 (9) |
C6—C7 | 1.473 (4) | C34—C37 | 1.490 (8) |
C7—C8 | 1.387 (4) | C34—C36' | 1.526 (7) |
C8—C9 | 1.367 (5) | C34—C36 | 1.589 (9) |
C10—C15 | 1.384 (4) | C34—C35 | 1.559 (10) |
C10—C11 | 1.367 (4) | C34—C37' | 1.604 (8) |
C11—C12 | 1.386 (5) | | |
| | | |
O1—Ni1—N3 | 116.12 (9) | C13—C14—C15 | 120.7 (3) |
O1—Ni1—N1 | 133.82 (10) | C10—C15—C14 | 118.5 (3) |
N3—Ni1—N1 | 89.49 (10) | C10—C15—C16 | 121.3 (3) |
O1—Ni1—N5 | 121.94 (10) | C14—C15—C16 | 120.2 (3) |
N3—Ni1—N5 | 95.14 (10) | N3—C16—C17 | 109.6 (3) |
N1—Ni1—N5 | 90.51 (10) | N3—C16—C15 | 122.7 (3) |
N4—B1—N6 | 109.3 (3) | C17—C16—C15 | 127.6 (3) |
N4—B1—N2 | 108.1 (3) | C18—C17—C16 | 105.3 (3) |
N6—B1—N2 | 107.1 (3) | C17—C18—N4 | 109.0 (3) |
C33—O1—Ni1 | 143.23 (19) | C24—C19—C20 | 121.2 (3) |
C7—N1—N2 | 106.7 (2) | C21—C20—C19 | 119.6 (3) |
C7—N1—Ni1 | 138.5 (2) | C22—C21—C20 | 120.1 (4) |
N2—N1—Ni1 | 114.73 (18) | C21—C22—C23 | 120.0 (3) |
C9—N2—N1 | 109.4 (3) | C22—C23—C24 | 121.0 (3) |
C9—N2—B1 | 130.6 (3) | C19—C24—C23 | 118.0 (3) |
N1—N2—B1 | 120.0 (2) | C19—C24—C25 | 122.2 (3) |
C16—N3—N4 | 106.3 (2) | C23—C24—C25 | 119.8 (3) |
C16—N3—Ni1 | 139.3 (2) | N5—C25—C26 | 109.5 (3) |
N4—N3—Ni1 | 114.01 (18) | N5—C25—C24 | 123.2 (3) |
C18—N4—N3 | 109.7 (3) | C26—C25—C24 | 127.4 (3) |
C18—N4—B1 | 129.8 (3) | C27—C26—C25 | 106.0 (3) |
N3—N4—B1 | 120.3 (3) | N6—C27—C26 | 108.4 (3) |
C25—N5—N6 | 106.7 (2) | C33—C28—C29 | 121.1 (3) |
C25—N5—Ni1 | 139.4 (2) | C30—C29—C28 | 122.1 (3) |
N6—N5—Ni1 | 113.76 (18) | C29—C30—C31 | 116.1 (3) |
C27—N6—N5 | 109.5 (2) | C29—C30—C34 | 122.0 (3) |
C27—N6—B1 | 129.7 (3) | C31—C30—C34 | 121.9 (3) |
N5—N6—B1 | 120.8 (2) | C32—C31—C30 | 122.6 (3) |
C6—C1—C2 | 121.7 (4) | C31—C32—C33 | 120.6 (3) |
C3—C2—C1 | 119.7 (4) | O1—C33—C28 | 122.6 (3) |
C2—C3—C4 | 119.4 (4) | O1—C33—C32 | 119.9 (3) |
C3—C4—C5 | 121.0 (4) | C28—C33—C32 | 117.5 (3) |
C6—C5—C4 | 120.2 (4) | C35'—C34—C30 | 115.2 (8) |
C1—C6—C5 | 117.9 (3) | C37—C34—C30 | 116.3 (6) |
C1—C6—C7 | 123.2 (3) | C35'—C34—C36' | 115.0 (7) |
C5—C6—C7 | 118.9 (3) | C30—C34—C36' | 110.5 (4) |
N1—C7—C8 | 109.4 (3) | C37—C34—C36 | 109.5 (5) |
N1—C7—C6 | 122.4 (3) | C30—C34—C36 | 107.1 (5) |
C8—C7—C6 | 128.2 (3) | C37—C34—C35 | 110.3 (8) |
C9—C8—C7 | 105.8 (3) | C30—C34—C35 | 108.3 (9) |
N2—C9—C8 | 108.7 (3) | C36—C34—C35 | 104.7 (7) |
C15—C10—C11 | 121.3 (3) | C35'—C34—C37' | 104.5 (7) |
C10—C11—C12 | 119.1 (4) | C30—C34—C37' | 105.6 (5) |
C13—C12—C11 | 120.6 (4) | C36'—C34—C37' | 105.0 (5) |
C12—C13—C14 | 119.8 (3) | | |
| | | |
N3—Ni1—O1—C33 | −32.7 (3) | Ni1—N3—C16—C17 | 170.2 (2) |
N1—Ni1—O1—C33 | −149.8 (3) | N4—N3—C16—C15 | 175.5 (2) |
N5—Ni1—O1—C33 | 82.4 (3) | Ni1—N3—C16—C15 | −12.9 (5) |
C7—N1—N2—C9 | −0.4 (3) | C10—C15—C16—N3 | −37.6 (4) |
Ni1—N1—N2—C9 | −178.1 (2) | C14—C15—C16—N3 | 143.4 (3) |
C7—N1—N2—B1 | −180.0 (3) | C10—C15—C16—C17 | 138.7 (3) |
Ni1—N1—N2—B1 | 2.4 (3) | C14—C15—C16—C17 | −40.3 (5) |
N4—B1—N2—C9 | 120.8 (3) | N3—C16—C17—C18 | 1.3 (4) |
N6—B1—N2—C9 | −121.6 (3) | C15—C16—C17—C18 | −175.4 (3) |
N4—B1—N2—N1 | −59.8 (4) | C16—C17—C18—N4 | −0.7 (4) |
N6—B1—N2—N1 | 57.8 (4) | N3—N4—C18—C17 | −0.2 (4) |
C16—N3—N4—C18 | 1.0 (3) | B1—N4—C18—C17 | 176.0 (3) |
Ni1—N3—N4—C18 | −173.0 (2) | C24—C19—C20—C21 | 0.8 (5) |
C16—N3—N4—B1 | −175.6 (3) | C19—C20—C21—C22 | −0.6 (5) |
Ni1—N3—N4—B1 | 10.3 (3) | C20—C21—C22—C23 | 0.1 (6) |
N6—B1—N4—C18 | 119.7 (3) | C21—C22—C23—C24 | 0.2 (5) |
N2—B1—N4—C18 | −124.1 (3) | C20—C19—C24—C23 | −0.5 (4) |
N6—B1—N4—N3 | −64.4 (3) | C20—C19—C24—C25 | −179.4 (3) |
N2—B1—N4—N3 | 51.8 (4) | C22—C23—C24—C19 | 0.0 (5) |
C25—N5—N6—C27 | 0.4 (3) | C22—C23—C24—C25 | 179.0 (3) |
Ni1—N5—N6—C27 | −175.96 (18) | N6—N5—C25—C26 | 0.0 (3) |
C25—N5—N6—B1 | 177.4 (3) | Ni1—N5—C25—C26 | 174.9 (2) |
Ni1—N5—N6—B1 | 1.0 (3) | N6—N5—C25—C24 | 179.8 (2) |
N4—B1—N6—C27 | −126.9 (3) | Ni1—N5—C25—C24 | −5.3 (5) |
N2—B1—N6—C27 | 116.3 (3) | C19—C24—C25—N5 | −35.5 (4) |
N4—B1—N6—N5 | 56.8 (4) | C23—C24—C25—N5 | 145.5 (3) |
N2—B1—N6—N5 | −60.0 (3) | C19—C24—C25—C26 | 144.2 (3) |
C6—C1—C2—C3 | −3.0 (6) | C23—C24—C25—C26 | −34.8 (4) |
C1—C2—C3—C4 | 4.0 (6) | N5—C25—C26—C27 | −0.4 (3) |
C2—C3—C4—C5 | −2.3 (7) | C24—C25—C26—C27 | 179.8 (3) |
C3—C4—C5—C6 | −0.6 (6) | N5—N6—C27—C26 | −0.7 (3) |
C2—C1—C6—C5 | 0.2 (5) | B1—N6—C27—C26 | −177.4 (3) |
C2—C1—C6—C7 | 177.6 (3) | C25—C26—C27—N6 | 0.7 (3) |
C4—C5—C6—C1 | 1.6 (5) | C33—C28—C29—C30 | 0.4 (4) |
C4—C5—C6—C7 | −176.0 (3) | C28—C29—C30—C31 | 0.3 (4) |
N2—N1—C7—C8 | 0.8 (3) | C28—C29—C30—C34 | −178.7 (3) |
Ni1—N1—C7—C8 | 177.5 (2) | C29—C30—C31—C32 | −0.5 (5) |
N2—N1—C7—C6 | −177.6 (3) | C34—C30—C31—C32 | 178.6 (3) |
Ni1—N1—C7—C6 | −0.9 (5) | C30—C31—C32—C33 | 0.0 (5) |
C1—C6—C7—N1 | 25.6 (5) | Ni1—O1—C33—C28 | −14.3 (5) |
C5—C6—C7—N1 | −157.0 (3) | Ni1—O1—C33—C32 | 163.9 (2) |
C1—C6—C7—C8 | −152.5 (3) | C29—C28—C33—O1 | 177.3 (3) |
C5—C6—C7—C8 | 24.9 (5) | C29—C28—C33—C32 | −0.9 (4) |
N1—C7—C8—C9 | −0.8 (4) | C31—C32—C33—O1 | −177.6 (3) |
C6—C7—C8—C9 | 177.5 (3) | C31—C32—C33—C28 | 0.7 (4) |
N1—N2—C9—C8 | −0.1 (4) | C29—C30—C34—C35' | 23.8 (7) |
B1—N2—C9—C8 | 179.4 (3) | C31—C30—C34—C35' | −155.1 (7) |
C7—C8—C9—N2 | 0.5 (4) | C29—C30—C34—C37 | 167.3 (7) |
C15—C10—C11—C12 | 2.2 (5) | C31—C30—C34—C37 | −11.7 (7) |
C10—C11—C12—C13 | −0.3 (5) | C29—C30—C34—C36' | −108.4 (6) |
C11—C12—C13—C14 | −1.1 (6) | C31—C30—C34—C36' | 72.6 (6) |
C12—C13—C14—C15 | 0.7 (5) | C29—C30—C34—C36 | −69.9 (6) |
C11—C10—C15—C14 | −2.6 (5) | C31—C30—C34—C36 | 111.1 (6) |
C11—C10—C15—C16 | 178.3 (3) | C29—C30—C34—C35 | 42.5 (8) |
C13—C14—C15—C10 | 1.1 (5) | C31—C30—C34—C35 | −136.4 (7) |
C13—C14—C15—C16 | −179.8 (3) | C29—C30—C34—C37' | 138.6 (5) |
N4—N3—C16—C17 | −1.5 (3) | C31—C30—C34—C37' | −40.4 (6) |
(cpd6) [Hydrotris(3-phenylpyrazolyl-
κN2)borato](phenolato-
κO)(tetrahydrofuran-
κO)nickel(II)
tetrahydrofuran monosolvate
top
Crystal data top
[Ni(C27H22BN6)(C6H5O)(C4H8O)]·C4H8O | Dx = 1.310 Mg m−3 |
Mr = 737.33 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 1023 reflections |
a = 10.868 (4) Å | θ = 2.6–27.8° |
b = 11.985 (4) Å | µ = 0.57 mm−1 |
c = 28.705 (8) Å | T = 200 K |
V = 3739 (2) Å3 | Block, yellow |
Z = 4 | 0.29 × 0.18 × 0.14 mm |
F(000) = 1552 | |
Data collection top
Bruker APEX diffractometer | 8901 reflections with I > 2σ(I) |
Detector resolution: 836.6 pixels mm-1 | Rint = 0.035 |
ω scans | θmax = 28.2°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −14→14 |
Tmin = 0.854, Tmax = 0.927 | k = −15→15 |
51136 measured reflections | l = −38→38 |
9233 independent reflections | |
Refinement top
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)] = 0.031 | H-atom parameters constrained |
wR(F2) = 0.083 | w = 1/[σ2(Fo2) + (0.0509P)2 + 0.3758P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.001 |
9233 reflections | Δρmax = 0.37 e Å−3 |
469 parameters | Δρmin = −0.17 e Å−3 |
0 restraints | Absolute structure: Flack x determined using 3794 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.02 (1) |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ni1 | 0.57355 (2) | 0.51511 (2) | 0.10835 (2) | 0.02717 (7) | |
B1 | 0.6576 (3) | 0.6948 (2) | 0.17702 (10) | 0.0399 (6) | |
H1A | 0.6846 | 0.7531 | 0.1998 | 0.048* | |
N1 | 0.50555 (17) | 0.53410 (18) | 0.17516 (6) | 0.0356 (4) | |
N2 | 0.5565 (2) | 0.62147 (19) | 0.19878 (7) | 0.0400 (4) | |
N3 | 0.75639 (17) | 0.54355 (15) | 0.12826 (7) | 0.0307 (4) | |
N4 | 0.76753 (18) | 0.62099 (18) | 0.16318 (7) | 0.0358 (4) | |
N5 | 0.57195 (19) | 0.68525 (15) | 0.09548 (6) | 0.0329 (4) | |
N6 | 0.60729 (19) | 0.75049 (17) | 0.13236 (7) | 0.0374 (4) | |
O1 | 0.59386 (14) | 0.36318 (13) | 0.08961 (5) | 0.0312 (3) | |
O2 | 0.39304 (13) | 0.51516 (14) | 0.07999 (5) | 0.0342 (3) | |
O3 | 0.0871 (3) | 0.8221 (3) | 0.21073 (11) | 0.0950 (11) | |
C1 | 0.4177 (2) | 0.4903 (2) | 0.20324 (7) | 0.0407 (5) | |
C2 | 0.4144 (3) | 0.5511 (3) | 0.24507 (9) | 0.0516 (7) | |
H2A | 0.3620 | 0.5384 | 0.2710 | 0.062* | |
C3 | 0.5023 (3) | 0.6323 (3) | 0.24083 (9) | 0.0505 (7) | |
H3A | 0.5218 | 0.6870 | 0.2636 | 0.061* | |
C4 | 0.3713 (2) | 0.3143 (3) | 0.15845 (10) | 0.0478 (6) | |
H4A | 0.4474 | 0.3206 | 0.1424 | 0.057* | |
C5 | 0.2940 (3) | 0.2241 (3) | 0.14918 (13) | 0.0590 (8) | |
H5A | 0.3182 | 0.1692 | 0.1272 | 0.071* | |
C6 | 0.1822 (3) | 0.2144 (3) | 0.17198 (14) | 0.0680 (10) | |
H6A | 0.1297 | 0.1529 | 0.1657 | 0.082* | |
C7 | 0.1478 (3) | 0.2936 (4) | 0.20355 (13) | 0.0696 (11) | |
H7A | 0.0708 | 0.2869 | 0.2190 | 0.084* | |
C8 | 0.2231 (3) | 0.3836 (3) | 0.21348 (11) | 0.0589 (9) | |
H8A | 0.1974 | 0.4379 | 0.2355 | 0.071* | |
C9 | 0.3382 (2) | 0.3951 (3) | 0.19093 (9) | 0.0434 (6) | |
C10 | 0.86937 (19) | 0.50095 (19) | 0.12130 (7) | 0.0311 (4) | |
C11 | 0.9524 (2) | 0.5494 (2) | 0.15275 (8) | 0.0380 (5) | |
H11A | 1.0376 | 0.5332 | 0.1559 | 0.046* | |
C12 | 0.8854 (2) | 0.6247 (2) | 0.17793 (9) | 0.0398 (5) | |
H12A | 0.9166 | 0.6718 | 0.2018 | 0.048* | |
C13 | 0.8434 (3) | 0.4366 (2) | 0.03925 (9) | 0.0420 (5) | |
H13A | 0.7803 | 0.4905 | 0.0351 | 0.050* | |
C14 | 0.8794 (3) | 0.3695 (3) | 0.00190 (11) | 0.0610 (9) | |
H14A | 0.8400 | 0.3774 | −0.0275 | 0.073* | |
C15 | 0.9712 (3) | 0.2925 (3) | 0.00736 (15) | 0.0694 (11) | |
H15A | 0.9958 | 0.2474 | −0.0182 | 0.083* | |
C16 | 1.0277 (3) | 0.2806 (3) | 0.04984 (16) | 0.0687 (11) | |
H16A | 1.0911 | 0.2267 | 0.0535 | 0.082* | |
C17 | 0.9930 (2) | 0.3464 (2) | 0.08750 (12) | 0.0500 (7) | |
H17A | 1.0332 | 0.3377 | 0.1167 | 0.060* | |
C18 | 0.8993 (2) | 0.42504 (19) | 0.08254 (8) | 0.0339 (5) | |
C19 | 0.5401 (2) | 0.7556 (2) | 0.06087 (9) | 0.0353 (5) | |
C20 | 0.5526 (3) | 0.8663 (2) | 0.07618 (10) | 0.0439 (6) | |
H20A | 0.5350 | 0.9324 | 0.0591 | 0.053* | |
C21 | 0.5958 (2) | 0.8587 (2) | 0.12107 (10) | 0.0444 (6) | |
H21A | 0.6144 | 0.9199 | 0.1409 | 0.053* | |
C22 | 0.5596 (3) | 0.6237 (2) | −0.00613 (9) | 0.0442 (5) | |
H22A | 0.6174 | 0.5812 | 0.0112 | 0.053* | |
C23 | 0.5308 (3) | 0.5921 (3) | −0.05151 (10) | 0.0540 (7) | |
H23A | 0.5687 | 0.5283 | −0.0649 | 0.065* | |
C24 | 0.4469 (3) | 0.6537 (3) | −0.07709 (10) | 0.0554 (8) | |
H24A | 0.4284 | 0.6332 | −0.1083 | 0.067* | |
C25 | 0.3905 (3) | 0.7445 (3) | −0.05719 (11) | 0.0531 (7) | |
H25A | 0.3313 | 0.7856 | −0.0744 | 0.064* | |
C26 | 0.4194 (3) | 0.7766 (2) | −0.01215 (10) | 0.0445 (5) | |
H26A | 0.3805 | 0.8401 | 0.0010 | 0.053* | |
C27 | 0.5050 (2) | 0.7168 (2) | 0.01412 (8) | 0.0356 (5) | |
C28 | 0.7004 (2) | 0.2875 (2) | 0.15627 (8) | 0.0360 (5) | |
H28A | 0.6724 | 0.3465 | 0.1757 | 0.043* | |
C29 | 0.7751 (2) | 0.2047 (2) | 0.17482 (9) | 0.0429 (5) | |
H29A | 0.7989 | 0.2089 | 0.2066 | 0.052* | |
C30 | 0.8157 (3) | 0.1159 (2) | 0.14783 (10) | 0.0457 (6) | |
H30A | 0.8664 | 0.0593 | 0.1608 | 0.055* | |
C31 | 0.7804 (2) | 0.1119 (2) | 0.10159 (10) | 0.0446 (6) | |
H31A | 0.8071 | 0.0515 | 0.0827 | 0.054* | |
C32 | 0.7068 (2) | 0.19423 (19) | 0.08217 (9) | 0.0373 (5) | |
H32A | 0.6839 | 0.1891 | 0.0503 | 0.045* | |
C33 | 0.66544 (18) | 0.28520 (17) | 0.10897 (8) | 0.0300 (4) | |
C34 | 0.3401 (3) | 0.4447 (2) | 0.04424 (9) | 0.0412 (5) | |
H34A | 0.3041 | 0.3764 | 0.0580 | 0.049* | |
H34B | 0.4031 | 0.4228 | 0.0211 | 0.049* | |
C35 | 0.2407 (2) | 0.5163 (2) | 0.02179 (9) | 0.0441 (5) | |
H35A | 0.2733 | 0.5557 | −0.0059 | 0.053* | |
H35B | 0.1696 | 0.4700 | 0.0122 | 0.053* | |
C36 | 0.2035 (3) | 0.5989 (3) | 0.05950 (10) | 0.0521 (7) | |
H36A | 0.2062 | 0.6762 | 0.0474 | 0.063* | |
H36B | 0.1190 | 0.5831 | 0.0706 | 0.063* | |
C37 | 0.2947 (2) | 0.5842 (2) | 0.09832 (9) | 0.0438 (6) | |
H37A | 0.3272 | 0.6575 | 0.1084 | 0.053* | |
H37B | 0.2553 | 0.5475 | 0.1254 | 0.053* | |
C38 | 0.1352 (5) | 0.9197 (4) | 0.23079 (17) | 0.0879 (13) | |
H38A | 0.1275 | 0.9166 | 0.2651 | 0.105* | |
H38B | 0.0896 | 0.9858 | 0.2194 | 0.105* | |
C39 | 0.2652 (5) | 0.9273 (4) | 0.21736 (17) | 0.0938 (15) | |
H39A | 0.3190 | 0.8957 | 0.2419 | 0.113* | |
H39B | 0.2894 | 1.0058 | 0.2116 | 0.113* | |
C40 | 0.2726 (5) | 0.8607 (5) | 0.17405 (19) | 0.1050 (18) | |
H40A | 0.3543 | 0.8248 | 0.1709 | 0.126* | |
H40B | 0.2573 | 0.9078 | 0.1463 | 0.126* | |
C41 | 0.1737 (4) | 0.7757 (4) | 0.17997 (14) | 0.0731 (10) | |
H41A | 0.1347 | 0.7586 | 0.1496 | 0.088* | |
H41B | 0.2080 | 0.7058 | 0.1930 | 0.088* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.02603 (12) | 0.02875 (12) | 0.02674 (12) | 0.00231 (9) | −0.00001 (10) | −0.00181 (10) |
B1 | 0.0404 (14) | 0.0425 (14) | 0.0369 (13) | 0.0047 (11) | −0.0046 (11) | −0.0130 (11) |
N1 | 0.0319 (9) | 0.0454 (11) | 0.0294 (8) | 0.0062 (8) | 0.0005 (7) | −0.0016 (8) |
N2 | 0.0403 (11) | 0.0495 (11) | 0.0301 (9) | 0.0108 (9) | 0.0003 (8) | −0.0082 (8) |
N3 | 0.0298 (8) | 0.0321 (9) | 0.0302 (8) | 0.0005 (7) | −0.0012 (7) | −0.0048 (7) |
N4 | 0.0343 (9) | 0.0387 (10) | 0.0344 (9) | −0.0005 (8) | −0.0034 (8) | −0.0069 (8) |
N5 | 0.0336 (9) | 0.0299 (8) | 0.0352 (9) | 0.0012 (8) | −0.0031 (8) | −0.0041 (7) |
N6 | 0.0404 (10) | 0.0321 (9) | 0.0397 (10) | 0.0016 (8) | −0.0027 (8) | −0.0082 (8) |
O1 | 0.0305 (8) | 0.0287 (7) | 0.0346 (7) | 0.0026 (6) | −0.0033 (6) | −0.0028 (6) |
O2 | 0.0274 (7) | 0.0368 (8) | 0.0384 (8) | 0.0055 (6) | −0.0037 (6) | −0.0087 (7) |
O3 | 0.0722 (17) | 0.115 (2) | 0.098 (2) | −0.0315 (18) | 0.0311 (16) | −0.0551 (18) |
C1 | 0.0334 (10) | 0.0575 (14) | 0.0313 (10) | 0.0138 (12) | 0.0037 (8) | 0.0093 (10) |
C2 | 0.0479 (14) | 0.0737 (19) | 0.0332 (11) | 0.0171 (14) | 0.0097 (11) | 0.0030 (11) |
C3 | 0.0555 (16) | 0.0664 (18) | 0.0296 (11) | 0.0196 (14) | 0.0020 (11) | −0.0097 (11) |
C4 | 0.0353 (12) | 0.0553 (15) | 0.0529 (15) | −0.0001 (11) | 0.0051 (11) | 0.0167 (13) |
C5 | 0.0496 (16) | 0.0587 (18) | 0.0686 (19) | −0.0086 (14) | −0.0005 (14) | 0.0185 (15) |
C6 | 0.0465 (16) | 0.078 (2) | 0.079 (2) | −0.0144 (16) | −0.0041 (16) | 0.039 (2) |
C7 | 0.0337 (14) | 0.106 (3) | 0.069 (2) | −0.0057 (16) | 0.0048 (13) | 0.047 (2) |
C8 | 0.0371 (13) | 0.092 (2) | 0.0481 (15) | 0.0107 (15) | 0.0086 (11) | 0.0275 (16) |
C9 | 0.0317 (11) | 0.0614 (16) | 0.0371 (12) | 0.0058 (11) | 0.0025 (9) | 0.0213 (11) |
C10 | 0.0284 (9) | 0.0333 (11) | 0.0317 (9) | 0.0007 (8) | 0.0005 (7) | 0.0050 (8) |
C11 | 0.0292 (11) | 0.0469 (13) | 0.0378 (11) | −0.0008 (9) | −0.0053 (9) | 0.0018 (10) |
C12 | 0.0358 (11) | 0.0498 (14) | 0.0338 (11) | −0.0052 (10) | −0.0049 (9) | −0.0032 (10) |
C13 | 0.0457 (13) | 0.0434 (13) | 0.0371 (12) | −0.0087 (11) | 0.0058 (10) | −0.0027 (10) |
C14 | 0.071 (2) | 0.0658 (19) | 0.0461 (15) | −0.0294 (17) | 0.0227 (14) | −0.0189 (14) |
C15 | 0.063 (2) | 0.0581 (18) | 0.087 (2) | −0.0285 (16) | 0.0435 (19) | −0.0382 (18) |
C16 | 0.0445 (15) | 0.0429 (15) | 0.119 (3) | −0.0021 (12) | 0.0287 (19) | −0.0235 (18) |
C17 | 0.0357 (12) | 0.0388 (13) | 0.0755 (19) | 0.0023 (11) | 0.0059 (13) | −0.0020 (13) |
C18 | 0.0302 (11) | 0.0307 (10) | 0.0410 (12) | −0.0034 (8) | 0.0073 (8) | −0.0005 (9) |
C19 | 0.0312 (10) | 0.0307 (10) | 0.0440 (12) | 0.0017 (8) | 0.0000 (9) | 0.0034 (9) |
C20 | 0.0463 (14) | 0.0303 (11) | 0.0550 (14) | 0.0013 (10) | 0.0031 (11) | 0.0036 (10) |
C21 | 0.0453 (14) | 0.0311 (11) | 0.0568 (15) | 0.0002 (10) | 0.0032 (11) | −0.0088 (10) |
C22 | 0.0439 (13) | 0.0477 (13) | 0.0410 (12) | 0.0033 (12) | −0.0060 (11) | 0.0020 (10) |
C23 | 0.0628 (17) | 0.0553 (16) | 0.0440 (14) | −0.0034 (14) | −0.0032 (13) | −0.0037 (13) |
C24 | 0.0637 (18) | 0.0620 (17) | 0.0406 (13) | −0.0249 (15) | −0.0131 (13) | 0.0137 (12) |
C25 | 0.0509 (15) | 0.0528 (16) | 0.0556 (16) | −0.0137 (13) | −0.0193 (13) | 0.0251 (13) |
C26 | 0.0414 (12) | 0.0382 (12) | 0.0538 (14) | −0.0028 (11) | −0.0068 (12) | 0.0151 (10) |
C27 | 0.0305 (10) | 0.0357 (11) | 0.0404 (11) | −0.0057 (9) | −0.0016 (9) | 0.0085 (9) |
C28 | 0.0387 (11) | 0.0346 (11) | 0.0348 (11) | 0.0000 (9) | 0.0041 (9) | 0.0020 (9) |
C29 | 0.0452 (13) | 0.0435 (13) | 0.0400 (12) | −0.0013 (11) | −0.0035 (10) | 0.0101 (10) |
C30 | 0.0424 (13) | 0.0365 (12) | 0.0581 (16) | 0.0062 (10) | −0.0043 (12) | 0.0119 (11) |
C31 | 0.0436 (13) | 0.0312 (11) | 0.0591 (16) | 0.0057 (10) | −0.0008 (11) | −0.0052 (11) |
C32 | 0.0367 (11) | 0.0325 (11) | 0.0426 (12) | 0.0017 (9) | −0.0029 (10) | −0.0044 (9) |
C33 | 0.0251 (8) | 0.0282 (9) | 0.0367 (10) | −0.0019 (7) | 0.0005 (9) | 0.0024 (9) |
C34 | 0.0447 (13) | 0.0338 (11) | 0.0449 (13) | −0.0025 (10) | −0.0071 (11) | −0.0061 (10) |
C35 | 0.0423 (12) | 0.0460 (13) | 0.0440 (12) | −0.0082 (11) | −0.0105 (10) | 0.0019 (11) |
C36 | 0.0373 (13) | 0.0674 (18) | 0.0516 (15) | 0.0142 (13) | −0.0036 (12) | 0.0043 (14) |
C37 | 0.0306 (11) | 0.0554 (15) | 0.0453 (14) | 0.0133 (10) | −0.0002 (9) | −0.0087 (11) |
C38 | 0.114 (4) | 0.059 (2) | 0.091 (3) | −0.006 (2) | 0.020 (3) | −0.016 (2) |
C39 | 0.103 (4) | 0.085 (3) | 0.093 (3) | −0.045 (3) | −0.022 (3) | 0.010 (2) |
C40 | 0.076 (3) | 0.135 (5) | 0.104 (4) | −0.037 (3) | 0.026 (3) | −0.019 (3) |
C41 | 0.063 (2) | 0.087 (3) | 0.069 (2) | −0.0084 (19) | 0.0108 (18) | −0.025 (2) |
Geometric parameters (Å, º) top
Ni1—O1 | 1.9115 (16) | C10—C11 | 1.403 (3) |
Ni1—N1 | 2.0679 (19) | C10—C18 | 1.474 (3) |
Ni1—N5 | 2.072 (2) | C11—C12 | 1.366 (4) |
Ni1—N3 | 2.096 (2) | C13—C18 | 1.390 (4) |
Ni1—O2 | 2.1239 (16) | C13—C14 | 1.396 (4) |
B1—N4 | 1.538 (3) | C14—C15 | 1.368 (6) |
B1—N2 | 1.540 (4) | C15—C16 | 1.373 (6) |
B1—N6 | 1.546 (4) | C16—C17 | 1.390 (5) |
N1—C1 | 1.355 (3) | C17—C18 | 1.395 (3) |
N1—N2 | 1.365 (3) | C19—C20 | 1.404 (3) |
N2—C3 | 1.350 (3) | C19—C27 | 1.471 (3) |
N3—C10 | 1.345 (3) | C20—C21 | 1.374 (4) |
N3—N4 | 1.371 (3) | C22—C27 | 1.391 (4) |
N4—C12 | 1.350 (3) | C22—C23 | 1.393 (4) |
N5—C19 | 1.348 (3) | C23—C24 | 1.384 (4) |
N5—N6 | 1.371 (3) | C24—C25 | 1.374 (5) |
N6—C21 | 1.342 (3) | C25—C26 | 1.385 (4) |
O1—C33 | 1.337 (3) | C26—C27 | 1.395 (3) |
O2—C34 | 1.448 (3) | C28—C29 | 1.388 (3) |
O2—C37 | 1.451 (3) | C28—C33 | 1.410 (3) |
O3—C38 | 1.404 (5) | C29—C30 | 1.389 (4) |
O3—C41 | 1.405 (4) | C30—C31 | 1.382 (4) |
C1—C2 | 1.405 (4) | C31—C32 | 1.387 (3) |
C1—C9 | 1.474 (4) | C32—C33 | 1.408 (3) |
C2—C3 | 1.369 (5) | C34—C35 | 1.523 (4) |
C4—C9 | 1.392 (4) | C35—C36 | 1.522 (4) |
C4—C5 | 1.394 (4) | C36—C37 | 1.502 (4) |
C5—C6 | 1.386 (5) | C38—C39 | 1.468 (7) |
C6—C7 | 1.364 (6) | C39—C40 | 1.479 (7) |
C7—C8 | 1.384 (6) | C40—C41 | 1.492 (6) |
C8—C9 | 1.415 (4) | | |
| | | |
O1—Ni1—N1 | 114.03 (8) | C4—C9—C8 | 117.9 (3) |
O1—Ni1—N5 | 152.63 (7) | C4—C9—C1 | 123.2 (2) |
N1—Ni1—N5 | 93.10 (8) | C8—C9—C1 | 118.9 (3) |
O1—Ni1—N3 | 97.02 (7) | N3—C10—C11 | 109.6 (2) |
N1—Ni1—N3 | 93.91 (8) | N3—C10—C18 | 123.25 (19) |
N5—Ni1—N3 | 84.06 (8) | C11—C10—C18 | 126.8 (2) |
O1—Ni1—O2 | 89.95 (6) | C12—C11—C10 | 105.7 (2) |
N1—Ni1—O2 | 91.45 (7) | N4—C12—C11 | 108.5 (2) |
N5—Ni1—O2 | 85.62 (7) | C18—C13—C14 | 120.4 (3) |
N3—Ni1—O2 | 168.61 (7) | C15—C14—C13 | 120.3 (3) |
N4—B1—N2 | 109.3 (2) | C14—C15—C16 | 119.9 (3) |
N4—B1—N6 | 108.0 (2) | C15—C16—C17 | 120.7 (3) |
N2—B1—N6 | 109.3 (2) | C16—C17—C18 | 120.1 (3) |
C1—N1—N2 | 106.71 (19) | C13—C18—C17 | 118.5 (2) |
C1—N1—Ni1 | 139.53 (18) | C13—C18—C10 | 121.1 (2) |
N2—N1—Ni1 | 113.58 (15) | C17—C18—C10 | 120.1 (2) |
C3—N2—N1 | 109.9 (2) | N5—C19—C20 | 109.6 (2) |
C3—N2—B1 | 128.3 (2) | N5—C19—C27 | 122.7 (2) |
N1—N2—B1 | 121.74 (18) | C20—C19—C27 | 127.6 (2) |
C10—N3—N4 | 106.55 (17) | C21—C20—C19 | 105.3 (2) |
C10—N3—Ni1 | 139.79 (15) | N6—C21—C20 | 108.8 (2) |
N4—N3—Ni1 | 113.14 (14) | C27—C22—C23 | 120.9 (3) |
C12—N4—N3 | 109.6 (2) | C24—C23—C22 | 120.0 (3) |
C12—N4—B1 | 129.5 (2) | C25—C24—C23 | 119.7 (3) |
N3—N4—B1 | 120.62 (19) | C24—C25—C26 | 120.5 (3) |
C19—N5—N6 | 106.50 (19) | C25—C26—C27 | 120.9 (3) |
C19—N5—Ni1 | 138.51 (16) | C22—C27—C26 | 118.1 (2) |
N6—N5—Ni1 | 114.90 (14) | C22—C27—C19 | 121.6 (2) |
C21—N6—N5 | 109.8 (2) | C26—C27—C19 | 120.2 (2) |
C21—N6—B1 | 130.6 (2) | C29—C28—C33 | 120.9 (2) |
N5—N6—B1 | 119.56 (19) | C28—C29—C30 | 121.3 (2) |
C33—O1—Ni1 | 128.03 (14) | C31—C30—C29 | 118.3 (2) |
C34—O2—C37 | 107.27 (18) | C30—C31—C32 | 121.5 (2) |
C34—O2—Ni1 | 129.67 (14) | C31—C32—C33 | 121.0 (2) |
C37—O2—Ni1 | 122.81 (14) | O1—C33—C32 | 120.0 (2) |
C38—O3—C41 | 109.8 (3) | O1—C33—C28 | 122.9 (2) |
N1—C1—C2 | 109.0 (2) | C32—C33—C28 | 117.1 (2) |
N1—C1—C9 | 124.8 (2) | O2—C34—C35 | 104.7 (2) |
C2—C1—C9 | 126.3 (2) | C36—C35—C34 | 104.7 (2) |
C3—C2—C1 | 106.0 (2) | C37—C36—C35 | 106.0 (2) |
N2—C3—C2 | 108.4 (3) | O2—C37—C36 | 106.5 (2) |
C9—C4—C5 | 120.8 (3) | O3—C38—C39 | 107.6 (4) |
C6—C5—C4 | 120.2 (4) | C38—C39—C40 | 103.9 (4) |
C7—C6—C5 | 119.7 (4) | C39—C40—C41 | 103.5 (4) |
C6—C7—C8 | 121.2 (3) | O3—C41—C40 | 106.5 (4) |
C7—C8—C9 | 120.3 (4) | | |
| | | |
C1—N1—N2—C3 | 0.2 (3) | C13—C14—C15—C16 | 0.4 (4) |
Ni1—N1—N2—C3 | 176.36 (17) | C14—C15—C16—C17 | −0.3 (5) |
C1—N1—N2—B1 | −177.9 (2) | C15—C16—C17—C18 | 0.5 (4) |
Ni1—N1—N2—B1 | −1.7 (3) | C14—C13—C18—C17 | 0.9 (4) |
N4—B1—N2—C3 | 124.6 (3) | C14—C13—C18—C10 | 175.1 (2) |
N6—B1—N2—C3 | −117.4 (3) | C16—C17—C18—C13 | −0.8 (4) |
N4—B1—N2—N1 | −57.7 (3) | C16—C17—C18—C10 | −175.1 (2) |
N6—B1—N2—N1 | 60.3 (3) | N3—C10—C18—C13 | 34.8 (3) |
C10—N3—N4—C12 | −0.9 (3) | C11—C10—C18—C13 | −137.6 (2) |
Ni1—N3—N4—C12 | 172.56 (16) | N3—C10—C18—C17 | −151.0 (2) |
C10—N3—N4—B1 | 174.0 (2) | C11—C10—C18—C17 | 36.6 (3) |
Ni1—N3—N4—B1 | −12.5 (3) | N6—N5—C19—C20 | −1.3 (3) |
N2—B1—N4—C12 | −119.5 (3) | Ni1—N5—C19—C20 | 174.9 (2) |
N6—B1—N4—C12 | 121.7 (3) | N6—N5—C19—C27 | 175.6 (2) |
N2—B1—N4—N3 | 66.7 (3) | Ni1—N5—C19—C27 | −8.2 (4) |
N6—B1—N4—N3 | −52.1 (3) | N5—C19—C20—C21 | 1.2 (3) |
C19—N5—N6—C21 | 0.9 (3) | C27—C19—C20—C21 | −175.5 (2) |
Ni1—N5—N6—C21 | −176.32 (17) | N5—N6—C21—C20 | −0.2 (3) |
C19—N5—N6—B1 | −176.1 (2) | B1—N6—C21—C20 | 176.5 (2) |
Ni1—N5—N6—B1 | 6.6 (3) | C19—C20—C21—N6 | −0.6 (3) |
N4—B1—N6—C21 | −120.3 (3) | C27—C22—C23—C24 | 0.1 (5) |
N2—B1—N6—C21 | 120.9 (3) | C22—C23—C24—C25 | −1.3 (5) |
N4—B1—N6—N5 | 56.0 (3) | C23—C24—C25—C26 | 1.7 (4) |
N2—B1—N6—N5 | −62.8 (3) | C24—C25—C26—C27 | −0.8 (4) |
N2—N1—C1—C2 | −0.3 (3) | C23—C22—C27—C26 | 0.8 (4) |
Ni1—N1—C1—C2 | −174.9 (2) | C23—C22—C27—C19 | −176.0 (3) |
N2—N1—C1—C9 | 178.9 (2) | C25—C26—C27—C22 | −0.4 (4) |
Ni1—N1—C1—C9 | 4.4 (4) | C25—C26—C27—C19 | 176.4 (2) |
N1—C1—C2—C3 | 0.3 (3) | N5—C19—C27—C22 | −35.0 (3) |
C9—C1—C2—C3 | −178.9 (2) | C20—C19—C27—C22 | 141.4 (3) |
N1—N2—C3—C2 | 0.0 (3) | N5—C19—C27—C26 | 148.3 (2) |
B1—N2—C3—C2 | 177.9 (2) | C20—C19—C27—C26 | −35.4 (4) |
C1—C2—C3—N2 | −0.2 (3) | C33—C28—C29—C30 | −1.4 (4) |
C9—C4—C5—C6 | 0.6 (5) | C28—C29—C30—C31 | 0.4 (4) |
C4—C5—C6—C7 | 0.1 (5) | C29—C30—C31—C32 | 0.3 (4) |
C5—C6—C7—C8 | −0.4 (5) | C30—C31—C32—C33 | 0.1 (4) |
C6—C7—C8—C9 | −0.1 (5) | Ni1—O1—C33—C32 | −155.42 (16) |
C5—C4—C9—C8 | −1.0 (4) | Ni1—O1—C33—C28 | 26.2 (3) |
C5—C4—C9—C1 | 178.1 (3) | C31—C32—C33—O1 | −179.5 (2) |
C7—C8—C9—C4 | 0.8 (4) | C31—C32—C33—C28 | −1.1 (3) |
C7—C8—C9—C1 | −178.4 (2) | C29—C28—C33—O1 | −179.9 (2) |
N1—C1—C9—C4 | 25.0 (4) | C29—C28—C33—C32 | 1.7 (3) |
C2—C1—C9—C4 | −155.9 (3) | C37—O2—C34—C35 | 34.0 (3) |
N1—C1—C9—C8 | −156.0 (2) | Ni1—O2—C34—C35 | −151.76 (17) |
C2—C1—C9—C8 | 23.2 (4) | O2—C34—C35—C36 | −25.8 (3) |
N4—N3—C10—C11 | 1.5 (2) | C34—C35—C36—C37 | 8.8 (3) |
Ni1—N3—C10—C11 | −169.12 (19) | C34—O2—C37—C36 | −28.6 (3) |
N4—N3—C10—C18 | −172.0 (2) | Ni1—O2—C37—C36 | 156.69 (19) |
Ni1—N3—C10—C18 | 17.3 (4) | C35—C36—C37—O2 | 11.3 (3) |
N3—C10—C11—C12 | −1.6 (3) | C41—O3—C38—C39 | −8.4 (6) |
C18—C10—C11—C12 | 171.7 (2) | O3—C38—C39—C40 | 23.9 (6) |
N3—N4—C12—C11 | −0.1 (3) | C38—C39—C40—C41 | −29.4 (6) |
B1—N4—C12—C11 | −174.4 (2) | C38—O3—C41—C40 | −10.7 (6) |
C10—C11—C12—N4 | 1.0 (3) | C39—C40—C41—O3 | 25.1 (6) |
C18—C13—C14—C15 | −0.7 (4) | | |
(cpd2) Chlorido[hydrotris(3-phenylpyrazolyl-
κN2)borato](3-phenyl-1
H-pyrazole-
κN2)nickel(II) chloroform monosolvate
top
Crystal data top
[Ni(C27H23BN6)Cl(C9H8N2)]·CHCl3 | Z = 2 |
Mr = 799.02 | F(000) = 820 |
Triclinic, P1 | Dx = 1.454 Mg m−3 |
a = 11.941 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 11.986 (2) Å | Cell parameters from 993 reflections |
c = 14.034 (2) Å | θ = 1.9–25.2° |
α = 80.223 (2)° | µ = 0.87 mm−1 |
β = 81.483 (2)° | T = 200 K |
γ = 67.810 (2)° | Block, green |
V = 1825.0 (5) Å3 | 0.59 × 0.46 × 0.20 mm |
Data collection top
Bruker APEX diffractometer | 7153 reflections with I > 2σ(I) |
Detector resolution: 836.6 pixels mm-1 | Rint = 0.033 |
ω scans | θmax = 28.3°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −15→15 |
Tmin = 0.629, Tmax = 0.849 | k = −15→15 |
24843 measured reflections | l = −18→18 |
9015 independent reflections | |
Refinement top
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)] = 0.055 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.163 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0921P)2 + 1.5915P] where P = (Fo2 + 2Fc2)/3 |
9015 reflections | (Δ/σ)max < 0.001 |
479 parameters | Δρmax = 0.83 e Å−3 |
126 restraints | Δρmin = −0.97 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Ni | 0.93221 (3) | 0.72164 (3) | 0.22103 (2) | 0.02570 (11) | |
B1 | 1.1835 (3) | 0.5644 (3) | 0.1324 (2) | 0.0295 (6) | |
H1 | 1.2649 | 0.5138 | 0.1033 | 0.035* | |
N1 | 1.02432 (19) | 0.53455 (19) | 0.26603 (16) | 0.0284 (4) | |
N2 | 1.13969 (19) | 0.4905 (2) | 0.22087 (16) | 0.0291 (4) | |
N3 | 0.96987 (19) | 0.66797 (19) | 0.08485 (16) | 0.0278 (4) | |
N4 | 1.0893 (2) | 0.6074 (2) | 0.05714 (16) | 0.0299 (5) | |
N5 | 1.0903 (2) | 0.7542 (2) | 0.21472 (16) | 0.0283 (4) | |
N6 | 1.19030 (19) | 0.6773 (2) | 0.16738 (16) | 0.0289 (4) | |
N7 | 0.7674 (2) | 0.9871 (2) | 0.20573 (17) | 0.0303 (5) | |
H7 | 0.7338 | 0.9742 | 0.2647 | 0.036* | |
N8 | 0.8498 (2) | 0.8985 (2) | 0.15729 (16) | 0.0295 (5) | |
C1 | 1.0148 (2) | 0.4463 (2) | 0.33621 (19) | 0.0298 (5) | |
C2 | 1.1251 (3) | 0.3471 (3) | 0.3378 (2) | 0.0393 (6) | |
H2A | 1.1437 | 0.2736 | 0.3809 | 0.047* | |
C3 | 1.2003 (3) | 0.3791 (3) | 0.2640 (2) | 0.0359 (6) | |
H3A | 1.2820 | 0.3302 | 0.2462 | 0.043* | |
C4 | 0.7924 (3) | 0.4902 (3) | 0.3536 (2) | 0.0365 (6) | |
H4A | 0.7919 | 0.5132 | 0.2854 | 0.044* | |
C5 | 0.6849 (3) | 0.4941 (3) | 0.4095 (2) | 0.0445 (7) | |
H5A | 0.6112 | 0.5207 | 0.3798 | 0.053* | |
C6 | 0.6860 (3) | 0.4589 (3) | 0.5090 (3) | 0.0478 (8) | |
H6A | 0.6127 | 0.4623 | 0.5477 | 0.057* | |
C7 | 0.7936 (3) | 0.4190 (3) | 0.5514 (2) | 0.0466 (8) | |
H7A | 0.7942 | 0.3937 | 0.6193 | 0.056* | |
C8 | 0.9005 (3) | 0.4153 (3) | 0.4962 (2) | 0.0365 (6) | |
H8A | 0.9741 | 0.3870 | 0.5262 | 0.044* | |
C9 | 0.9006 (3) | 0.4530 (2) | 0.39643 (19) | 0.0301 (5) | |
C10 | 0.9080 (2) | 0.6862 (2) | 0.00717 (19) | 0.0286 (5) | |
C11 | 0.9892 (3) | 0.6395 (3) | −0.0719 (2) | 0.0327 (6) | |
H11A | 0.9706 | 0.6414 | −0.1358 | 0.039* | |
C12 | 1.1016 (3) | 0.5906 (3) | −0.0370 (2) | 0.0330 (6) | |
H12A | 1.1760 | 0.5513 | −0.0733 | 0.040* | |
C13 | 0.7052 (3) | 0.7240 (3) | 0.1000 (2) | 0.0419 (7) | |
H13A | 0.7445 | 0.6830 | 0.1569 | 0.050* | |
C14 | 0.5785 (3) | 0.7687 (4) | 0.1044 (3) | 0.0531 (9) | |
H14A | 0.5322 | 0.7589 | 0.1642 | 0.064* | |
C15 | 0.5211 (3) | 0.8265 (4) | 0.0227 (3) | 0.0601 (10) | |
H15A | 0.4349 | 0.8563 | 0.0257 | 0.072* | |
C16 | 0.5870 (4) | 0.8413 (4) | −0.0624 (3) | 0.0646 (11) | |
H16A | 0.5464 | 0.8817 | −0.1188 | 0.078* | |
C17 | 0.7145 (3) | 0.7977 (3) | −0.0684 (3) | 0.0491 (8) | |
H17A | 0.7597 | 0.8084 | −0.1287 | 0.059* | |
C18 | 0.7741 (2) | 0.7390 (2) | 0.0137 (2) | 0.0322 (6) | |
C19 | 1.1206 (2) | 0.8466 (2) | 0.23042 (19) | 0.0309 (5) | |
C20 | 1.2402 (3) | 0.8274 (3) | 0.1935 (2) | 0.0378 (6) | |
H20A | 1.2845 | 0.8784 | 0.1947 | 0.045* | |
C21 | 1.2809 (2) | 0.7200 (3) | 0.1550 (2) | 0.0338 (6) | |
H21A | 1.3600 | 0.6821 | 0.1246 | 0.041* | |
C22 | 0.9775 (3) | 0.9292 (3) | 0.3717 (2) | 0.0410 (7) | |
H22A | 0.9883 | 0.8487 | 0.4006 | 0.049* | |
C23 | 0.9022 (3) | 1.0272 (3) | 0.4196 (3) | 0.0492 (8) | |
H23A | 0.8627 | 1.0132 | 0.4818 | 0.059* | |
C24 | 0.8843 (3) | 1.1445 (3) | 0.3778 (3) | 0.0482 (8) | |
H24A | 0.8320 | 1.2110 | 0.4107 | 0.058* | |
C25 | 0.9425 (3) | 1.1647 (3) | 0.2881 (3) | 0.0509 (8) | |
H25A | 0.9301 | 1.2455 | 0.2588 | 0.061* | |
C26 | 1.0192 (3) | 1.0677 (3) | 0.2403 (2) | 0.0439 (7) | |
H26A | 1.0601 | 1.0823 | 0.1788 | 0.053* | |
C27 | 1.0367 (3) | 0.9494 (2) | 0.2818 (2) | 0.0323 (6) | |
C28 | 0.7422 (2) | 1.0979 (2) | 0.1536 (2) | 0.0314 (5) | |
C29 | 0.8125 (3) | 1.0790 (3) | 0.0661 (2) | 0.0378 (6) | |
H29A | 0.8159 | 1.1386 | 0.0128 | 0.045* | |
C30 | 0.8771 (3) | 0.9547 (3) | 0.0725 (2) | 0.0344 (6) | |
H30A | 0.9334 | 0.9151 | 0.0225 | 0.041* | |
C31 | 0.5925 (3) | 1.2119 (3) | 0.2808 (2) | 0.0447 (7) | |
H31A | 0.6046 | 1.1379 | 0.3225 | 0.054* | |
C32 | 0.5116 (3) | 1.3195 (3) | 0.3121 (3) | 0.0510 (8) | |
H32A | 0.4679 | 1.3191 | 0.3744 | 0.061* | |
C33 | 0.4949 (3) | 1.4275 (3) | 0.2521 (3) | 0.0485 (8) | |
H33A | 0.4393 | 1.5016 | 0.2732 | 0.058* | |
C34 | 0.5589 (3) | 1.4283 (3) | 0.1613 (3) | 0.0550 (9) | |
H34A | 0.5482 | 1.5028 | 0.1206 | 0.066* | |
C35 | 0.6386 (3) | 1.3196 (3) | 0.1303 (3) | 0.0450 (7) | |
H35A | 0.6815 | 1.3201 | 0.0677 | 0.054* | |
C36 | 0.6565 (2) | 1.2100 (2) | 0.1895 (2) | 0.0329 (6) | |
Cl1 | 0.79898 (7) | 0.76430 (6) | 0.35863 (5) | 0.04151 (18) | |
C37 | 0.5518 (6) | 0.0874 (5) | 0.5983 (4) | 0.0772 (15) | 0.871 (2) |
H37A | 0.4681 | 0.1226 | 0.5762 | 0.093* | 0.871 (2) |
Cl2 | 0.61870 (19) | 0.19923 (17) | 0.57551 (14) | 0.0847 (5) | 0.871 (2) |
Cl3 | 0.64452 (15) | −0.03559 (16) | 0.53113 (14) | 0.0959 (5) | 0.871 (2) |
Cl4 | 0.5449 (2) | 0.0315 (2) | 0.72033 (12) | 0.1252 (8) | 0.871 (2) |
C37' | 0.543 (3) | 0.0879 (17) | 0.6232 (18) | 0.134 (15) | 0.129 (2) |
H37B | 0.4692 | 0.1004 | 0.6706 | 0.160* | 0.129 (2) |
Cl2' | 0.5837 (16) | 0.2190 (12) | 0.5986 (11) | 0.0847 (5) | 0.129 (2) |
Cl3' | 0.5215 (10) | 0.0482 (10) | 0.5117 (9) | 0.0959 (5) | 0.129 (2) |
Cl4' | 0.6723 (14) | −0.0336 (12) | 0.6687 (8) | 0.1252 (8) | 0.129 (2) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni | 0.02570 (18) | 0.02418 (18) | 0.02721 (18) | −0.00854 (13) | −0.00090 (12) | −0.00562 (12) |
B1 | 0.0242 (13) | 0.0291 (14) | 0.0342 (15) | −0.0079 (11) | 0.0001 (11) | −0.0078 (12) |
N1 | 0.0278 (11) | 0.0252 (10) | 0.0320 (11) | −0.0089 (9) | −0.0020 (9) | −0.0057 (8) |
N2 | 0.0260 (10) | 0.0274 (11) | 0.0327 (11) | −0.0073 (9) | −0.0030 (8) | −0.0062 (9) |
N3 | 0.0265 (10) | 0.0270 (10) | 0.0299 (11) | −0.0083 (9) | −0.0019 (8) | −0.0075 (8) |
N4 | 0.0277 (11) | 0.0301 (11) | 0.0322 (11) | −0.0095 (9) | 0.0007 (9) | −0.0099 (9) |
N5 | 0.0279 (11) | 0.0280 (11) | 0.0303 (11) | −0.0103 (9) | −0.0027 (8) | −0.0069 (9) |
N6 | 0.0258 (10) | 0.0289 (11) | 0.0323 (11) | −0.0097 (9) | −0.0035 (8) | −0.0047 (9) |
N7 | 0.0294 (11) | 0.0275 (11) | 0.0320 (11) | −0.0084 (9) | 0.0006 (9) | −0.0059 (9) |
N8 | 0.0275 (11) | 0.0269 (11) | 0.0331 (11) | −0.0074 (9) | −0.0016 (9) | −0.0077 (9) |
C1 | 0.0335 (13) | 0.0267 (12) | 0.0315 (13) | −0.0113 (10) | −0.0085 (10) | −0.0042 (10) |
C2 | 0.0391 (15) | 0.0303 (14) | 0.0467 (17) | −0.0117 (12) | −0.0102 (13) | 0.0034 (12) |
C3 | 0.0295 (13) | 0.0287 (13) | 0.0467 (16) | −0.0052 (11) | −0.0078 (12) | −0.0058 (12) |
C4 | 0.0401 (15) | 0.0364 (15) | 0.0347 (14) | −0.0162 (12) | −0.0078 (12) | 0.0004 (11) |
C5 | 0.0367 (16) | 0.0479 (18) | 0.0510 (18) | −0.0170 (14) | −0.0038 (13) | −0.0076 (14) |
C6 | 0.0469 (18) | 0.0517 (19) | 0.0476 (18) | −0.0232 (15) | 0.0103 (14) | −0.0139 (15) |
C7 | 0.061 (2) | 0.0495 (18) | 0.0326 (15) | −0.0259 (16) | 0.0028 (14) | −0.0066 (13) |
C8 | 0.0450 (16) | 0.0335 (14) | 0.0343 (14) | −0.0173 (12) | −0.0077 (12) | −0.0021 (11) |
C9 | 0.0375 (14) | 0.0237 (12) | 0.0322 (13) | −0.0137 (10) | −0.0049 (11) | −0.0043 (10) |
C10 | 0.0329 (13) | 0.0275 (12) | 0.0291 (12) | −0.0141 (10) | −0.0050 (10) | −0.0040 (10) |
C11 | 0.0399 (15) | 0.0364 (14) | 0.0267 (13) | −0.0179 (12) | −0.0030 (11) | −0.0074 (10) |
C12 | 0.0357 (14) | 0.0352 (14) | 0.0306 (13) | −0.0158 (12) | 0.0047 (11) | −0.0107 (11) |
C13 | 0.0339 (15) | 0.0497 (18) | 0.0420 (16) | −0.0163 (13) | −0.0052 (12) | −0.0015 (13) |
C14 | 0.0347 (16) | 0.062 (2) | 0.064 (2) | −0.0195 (16) | 0.0013 (15) | −0.0126 (18) |
C15 | 0.0337 (17) | 0.064 (2) | 0.081 (3) | −0.0141 (16) | −0.0125 (17) | −0.007 (2) |
C16 | 0.050 (2) | 0.074 (3) | 0.067 (3) | −0.0166 (19) | −0.0307 (19) | 0.006 (2) |
C17 | 0.0460 (18) | 0.057 (2) | 0.0421 (17) | −0.0145 (16) | −0.0147 (14) | −0.0015 (15) |
C18 | 0.0332 (14) | 0.0301 (13) | 0.0375 (14) | −0.0131 (11) | −0.0084 (11) | −0.0067 (11) |
C19 | 0.0340 (14) | 0.0314 (13) | 0.0309 (13) | −0.0143 (11) | −0.0088 (10) | −0.0029 (10) |
C20 | 0.0354 (15) | 0.0402 (15) | 0.0448 (16) | −0.0199 (12) | −0.0078 (12) | −0.0058 (12) |
C21 | 0.0271 (13) | 0.0372 (14) | 0.0384 (15) | −0.0129 (11) | −0.0044 (11) | −0.0037 (11) |
C22 | 0.0498 (18) | 0.0371 (15) | 0.0375 (15) | −0.0169 (14) | −0.0044 (13) | −0.0055 (12) |
C23 | 0.058 (2) | 0.0521 (19) | 0.0391 (17) | −0.0216 (16) | 0.0036 (15) | −0.0119 (14) |
C24 | 0.0527 (19) | 0.0401 (17) | 0.054 (2) | −0.0134 (15) | −0.0036 (15) | −0.0193 (14) |
C25 | 0.065 (2) | 0.0313 (15) | 0.060 (2) | −0.0200 (15) | −0.0031 (17) | −0.0113 (14) |
C26 | 0.0543 (19) | 0.0382 (16) | 0.0452 (17) | −0.0242 (14) | 0.0016 (14) | −0.0092 (13) |
C27 | 0.0343 (14) | 0.0320 (13) | 0.0353 (14) | −0.0148 (11) | −0.0072 (11) | −0.0072 (11) |
C28 | 0.0301 (13) | 0.0273 (12) | 0.0367 (14) | −0.0097 (10) | −0.0068 (11) | −0.0023 (10) |
C29 | 0.0440 (16) | 0.0327 (14) | 0.0321 (14) | −0.0107 (12) | −0.0028 (12) | 0.0003 (11) |
C30 | 0.0372 (14) | 0.0317 (13) | 0.0321 (14) | −0.0104 (11) | −0.0009 (11) | −0.0049 (11) |
C31 | 0.0488 (18) | 0.0333 (15) | 0.0428 (17) | −0.0045 (13) | −0.0041 (14) | −0.0046 (13) |
C32 | 0.0494 (19) | 0.0462 (18) | 0.0455 (18) | −0.0010 (15) | −0.0036 (15) | −0.0138 (15) |
C33 | 0.0408 (17) | 0.0367 (16) | 0.060 (2) | 0.0028 (13) | −0.0121 (15) | −0.0167 (15) |
C34 | 0.051 (2) | 0.0316 (16) | 0.070 (2) | −0.0027 (14) | −0.0001 (17) | −0.0056 (15) |
C35 | 0.0440 (17) | 0.0323 (15) | 0.0508 (18) | −0.0076 (13) | 0.0027 (14) | −0.0048 (13) |
C36 | 0.0283 (13) | 0.0295 (13) | 0.0407 (15) | −0.0078 (10) | −0.0082 (11) | −0.0059 (11) |
Cl1 | 0.0507 (4) | 0.0331 (3) | 0.0354 (4) | −0.0136 (3) | 0.0111 (3) | −0.0069 (3) |
C37 | 0.102 (4) | 0.085 (4) | 0.062 (3) | −0.049 (3) | −0.016 (3) | −0.012 (2) |
Cl2 | 0.1090 (15) | 0.0695 (9) | 0.0775 (12) | −0.0381 (10) | 0.0095 (9) | −0.0158 (7) |
Cl3 | 0.0829 (10) | 0.0906 (11) | 0.1222 (13) | −0.0272 (8) | −0.0125 (9) | −0.0421 (10) |
Cl4 | 0.197 (2) | 0.1644 (19) | 0.0677 (10) | −0.1351 (19) | −0.0021 (11) | −0.0006 (10) |
C37' | 0.17 (2) | 0.13 (2) | 0.10 (2) | −0.05 (2) | −0.03 (2) | −0.01 (2) |
Cl2' | 0.1090 (15) | 0.0695 (9) | 0.0775 (12) | −0.0381 (10) | 0.0095 (9) | −0.0158 (7) |
Cl3' | 0.0829 (10) | 0.0906 (11) | 0.1222 (13) | −0.0272 (8) | −0.0125 (9) | −0.0421 (10) |
Cl4' | 0.197 (2) | 0.1644 (19) | 0.0677 (10) | −0.1351 (19) | −0.0021 (11) | −0.0006 (10) |
Geometric parameters (Å, º) top
Ni—N3 | 2.052 (2) | C13—C18 | 1.385 (4) |
Ni—N5 | 2.054 (2) | C13—C14 | 1.397 (4) |
Ni—N8 | 2.075 (2) | C14—C15 | 1.366 (6) |
Ni—N1 | 2.121 (2) | C15—C16 | 1.353 (6) |
Ni—Cl1 | 2.3091 (8) | C16—C17 | 1.405 (5) |
B1—N4 | 1.541 (4) | C17—C18 | 1.386 (4) |
B1—N2 | 1.544 (4) | C19—C20 | 1.390 (4) |
B1—N6 | 1.549 (4) | C19—C27 | 1.482 (4) |
N1—C1 | 1.343 (3) | C20—C21 | 1.369 (4) |
N1—N2 | 1.372 (3) | C22—C27 | 1.382 (4) |
N2—C3 | 1.341 (4) | C22—C23 | 1.390 (5) |
N3—C10 | 1.348 (3) | C23—C24 | 1.377 (5) |
N3—N4 | 1.364 (3) | C24—C25 | 1.376 (5) |
N4—C12 | 1.348 (3) | C25—C26 | 1.385 (5) |
N5—C19 | 1.348 (3) | C26—C27 | 1.388 (4) |
N5—N6 | 1.363 (3) | C28—C29 | 1.381 (4) |
N6—C21 | 1.339 (3) | C28—C36 | 1.465 (4) |
N7—N8 | 1.347 (3) | C29—C30 | 1.390 (4) |
N7—C28 | 1.350 (3) | C31—C32 | 1.384 (4) |
N8—C30 | 1.325 (4) | C31—C36 | 1.389 (4) |
C1—C2 | 1.403 (4) | C32—C33 | 1.382 (5) |
C1—C9 | 1.476 (4) | C33—C34 | 1.386 (5) |
C2—C3 | 1.370 (4) | C34—C35 | 1.388 (4) |
C4—C5 | 1.390 (4) | C35—C36 | 1.390 (4) |
C4—C9 | 1.391 (4) | C37—Cl4 | 1.732 (6) |
C5—C6 | 1.389 (5) | C37—Cl2 | 1.768 (6) |
C6—C7 | 1.378 (5) | C37—Cl3 | 1.794 (6) |
C7—C8 | 1.381 (4) | C37'—Cl2' | 1.781 (16) |
C8—C9 | 1.396 (4) | C37'—Cl4' | 1.787 (16) |
C10—C11 | 1.402 (4) | C37'—Cl3' | 1.788 (16) |
C10—C18 | 1.475 (4) | Cl3'—Cl3'i | 1.53 (2) |
C11—C12 | 1.374 (4) | | |
| | | |
N3—Ni—N5 | 93.84 (9) | C8—C9—C1 | 120.7 (3) |
N3—Ni—N8 | 88.24 (9) | N3—C10—C11 | 109.6 (2) |
N5—Ni—N8 | 88.83 (9) | N3—C10—C18 | 121.7 (2) |
N3—Ni—N1 | 83.78 (9) | C11—C10—C18 | 128.6 (2) |
N5—Ni—N1 | 90.71 (9) | C12—C11—C10 | 105.1 (2) |
N8—Ni—N1 | 171.96 (9) | N4—C12—C11 | 109.0 (2) |
N3—Ni—Cl1 | 148.92 (7) | C18—C13—C14 | 120.7 (3) |
N5—Ni—Cl1 | 117.14 (7) | C15—C14—C13 | 120.1 (4) |
N8—Ni—Cl1 | 89.93 (7) | C16—C15—C14 | 120.0 (3) |
N1—Ni—Cl1 | 97.41 (6) | C15—C16—C17 | 120.9 (3) |
N4—B1—N2 | 108.7 (2) | C18—C17—C16 | 119.8 (3) |
N4—B1—N6 | 108.6 (2) | C13—C18—C17 | 118.4 (3) |
N2—B1—N6 | 108.0 (2) | C13—C18—C10 | 121.1 (3) |
C1—N1—N2 | 106.2 (2) | C17—C18—C10 | 120.3 (3) |
C1—N1—Ni | 140.09 (18) | N5—C19—C20 | 109.6 (2) |
N2—N1—Ni | 112.69 (16) | N5—C19—C27 | 123.3 (2) |
C3—N2—N1 | 109.8 (2) | C20—C19—C27 | 127.2 (2) |
C3—N2—B1 | 128.5 (2) | C21—C20—C19 | 105.7 (2) |
N1—N2—B1 | 121.6 (2) | N6—C21—C20 | 108.4 (3) |
C10—N3—N4 | 106.9 (2) | C27—C22—C23 | 119.8 (3) |
C10—N3—Ni | 136.64 (18) | C24—C23—C22 | 120.8 (3) |
N4—N3—Ni | 116.05 (16) | C25—C24—C23 | 119.5 (3) |
C12—N4—N3 | 109.3 (2) | C24—C25—C26 | 120.2 (3) |
C12—N4—B1 | 130.8 (2) | C25—C26—C27 | 120.4 (3) |
N3—N4—B1 | 119.8 (2) | C22—C27—C26 | 119.3 (3) |
C19—N5—N6 | 106.3 (2) | C22—C27—C19 | 121.0 (3) |
C19—N5—Ni | 136.12 (18) | C26—C27—C19 | 119.7 (3) |
N6—N5—Ni | 116.31 (16) | N7—C28—C29 | 105.8 (2) |
C21—N6—N5 | 109.9 (2) | N7—C28—C36 | 123.5 (3) |
C21—N6—B1 | 130.3 (2) | C29—C28—C36 | 130.7 (3) |
N5—N6—B1 | 119.7 (2) | C28—C29—C30 | 105.5 (2) |
N8—N7—C28 | 112.3 (2) | N8—C30—C29 | 111.2 (3) |
C30—N8—N7 | 105.1 (2) | C32—C31—C36 | 121.3 (3) |
C30—N8—Ni | 130.41 (19) | C33—C32—C31 | 119.5 (3) |
N7—N8—Ni | 123.52 (17) | C32—C33—C34 | 120.3 (3) |
N1—C1—C2 | 110.0 (2) | C33—C34—C35 | 119.6 (3) |
N1—C1—C9 | 123.5 (2) | C34—C35—C36 | 121.0 (3) |
C2—C1—C9 | 126.5 (2) | C31—C36—C35 | 118.3 (3) |
C3—C2—C1 | 105.2 (3) | C31—C36—C28 | 122.9 (3) |
N2—C3—C2 | 108.8 (2) | C35—C36—C28 | 118.8 (3) |
C5—C4—C9 | 120.7 (3) | Cl4—C37—Cl2 | 111.5 (3) |
C4—C5—C6 | 119.7 (3) | Cl4—C37—Cl3 | 108.4 (3) |
C7—C6—C5 | 119.9 (3) | Cl2—C37—Cl3 | 107.9 (3) |
C6—C7—C8 | 120.7 (3) | Cl2'—C37'—Cl4' | 106.1 (13) |
C7—C8—C9 | 120.2 (3) | Cl2'—C37'—Cl3' | 109.4 (14) |
C4—C9—C8 | 118.8 (3) | Cl4'—C37'—Cl3' | 106.1 (13) |
C4—C9—C1 | 120.3 (2) | Cl3'i—Cl3'—C37' | 133.0 (14) |
| | | |
C1—N1—N2—C3 | −1.4 (3) | C10—C11—C12—N4 | −0.4 (3) |
Ni—N1—N2—C3 | 169.30 (18) | C18—C13—C14—C15 | 0.9 (6) |
C1—N1—N2—B1 | 177.2 (2) | C13—C14—C15—C16 | −0.5 (6) |
Ni—N1—N2—B1 | −12.0 (3) | C14—C15—C16—C17 | 0.1 (7) |
N4—B1—N2—C3 | 128.0 (3) | C15—C16—C17—C18 | −0.2 (6) |
N6—B1—N2—C3 | −114.4 (3) | C14—C13—C18—C17 | −0.9 (5) |
N4—B1—N2—N1 | −50.5 (3) | C14—C13—C18—C10 | −176.6 (3) |
N6—B1—N2—N1 | 67.2 (3) | C16—C17—C18—C13 | 0.6 (5) |
C10—N3—N4—C12 | 1.2 (3) | C16—C17—C18—C10 | 176.3 (3) |
Ni—N3—N4—C12 | −172.93 (17) | N3—C10—C18—C13 | −28.4 (4) |
C10—N3—N4—B1 | −175.5 (2) | C11—C10—C18—C13 | 146.1 (3) |
Ni—N3—N4—B1 | 10.3 (3) | N3—C10—C18—C17 | 156.1 (3) |
N2—B1—N4—C12 | −123.6 (3) | C11—C10—C18—C17 | −29.4 (4) |
N6—B1—N4—C12 | 119.1 (3) | N6—N5—C19—C20 | −0.4 (3) |
N2—B1—N4—N3 | 52.3 (3) | Ni—N5—C19—C20 | −166.5 (2) |
N6—B1—N4—N3 | −64.9 (3) | N6—N5—C19—C27 | −179.1 (2) |
C19—N5—N6—C21 | 0.7 (3) | Ni—N5—C19—C27 | 14.8 (4) |
Ni—N5—N6—C21 | 170.02 (18) | N5—C19—C20—C21 | −0.1 (3) |
C19—N5—N6—B1 | −176.2 (2) | C27—C19—C20—C21 | 178.6 (3) |
Ni—N5—N6—B1 | −6.9 (3) | N5—N6—C21—C20 | −0.7 (3) |
N4—B1—N6—C21 | −113.5 (3) | B1—N6—C21—C20 | 175.7 (3) |
N2—B1—N6—C21 | 128.8 (3) | C19—C20—C21—N6 | 0.5 (3) |
N4—B1—N6—N5 | 62.6 (3) | C27—C22—C23—C24 | 1.0 (5) |
N2—B1—N6—N5 | −55.1 (3) | C22—C23—C24—C25 | −0.6 (6) |
C28—N7—N8—C30 | −0.2 (3) | C23—C24—C25—C26 | −0.3 (6) |
C28—N7—N8—Ni | 169.62 (18) | C24—C25—C26—C27 | 0.9 (5) |
N2—N1—C1—C2 | 1.7 (3) | C23—C22—C27—C26 | −0.4 (5) |
Ni—N1—C1—C2 | −165.0 (2) | C23—C22—C27—C19 | 178.0 (3) |
N2—N1—C1—C9 | −174.3 (2) | C25—C26—C27—C22 | −0.5 (5) |
Ni—N1—C1—C9 | 19.1 (4) | C25—C26—C27—C19 | −179.0 (3) |
N1—C1—C2—C3 | −1.3 (3) | N5—C19—C27—C22 | 51.7 (4) |
C9—C1—C2—C3 | 174.6 (3) | C20—C19—C27—C22 | −126.7 (3) |
N1—N2—C3—C2 | 0.7 (3) | N5—C19—C27—C26 | −129.9 (3) |
B1—N2—C3—C2 | −177.9 (3) | C20—C19—C27—C26 | 51.7 (4) |
C1—C2—C3—N2 | 0.3 (3) | N8—N7—C28—C29 | 0.3 (3) |
C9—C4—C5—C6 | −0.9 (5) | N8—N7—C28—C36 | −179.5 (2) |
C4—C5—C6—C7 | −0.8 (5) | N7—C28—C29—C30 | −0.3 (3) |
C5—C6—C7—C8 | 1.0 (5) | C36—C28—C29—C30 | 179.5 (3) |
C6—C7—C8—C9 | 0.5 (5) | N7—N8—C30—C29 | 0.0 (3) |
C5—C4—C9—C8 | 2.3 (4) | Ni—N8—C30—C29 | −168.8 (2) |
C5—C4—C9—C1 | 178.5 (3) | C28—C29—C30—N8 | 0.2 (3) |
C7—C8—C9—C4 | −2.1 (4) | C36—C31—C32—C33 | −0.8 (6) |
C7—C8—C9—C1 | −178.3 (3) | C31—C32—C33—C34 | −0.2 (6) |
N1—C1—C9—C4 | 46.0 (4) | C32—C33—C34—C35 | 1.0 (6) |
C2—C1—C9—C4 | −129.3 (3) | C33—C34—C35—C36 | −0.9 (6) |
N1—C1—C9—C8 | −137.9 (3) | C32—C31—C36—C35 | 0.9 (5) |
C2—C1—C9—C8 | 46.8 (4) | C32—C31—C36—C28 | −179.6 (3) |
N4—N3—C10—C11 | −1.5 (3) | C34—C35—C36—C31 | −0.1 (5) |
Ni—N3—C10—C11 | 170.8 (2) | C34—C35—C36—C28 | −179.6 (3) |
N4—N3—C10—C18 | 174.0 (2) | N7—C28—C36—C31 | −0.4 (4) |
Ni—N3—C10—C18 | −13.7 (4) | C29—C28—C36—C31 | 179.9 (3) |
N3—C10—C11—C12 | 1.2 (3) | N7—C28—C36—C35 | 179.1 (3) |
C18—C10—C11—C12 | −173.9 (3) | C29—C28—C36—C35 | −0.6 (5) |
N3—N4—C12—C11 | −0.5 (3) | Cl2'—C37'—Cl3'—Cl3'i | −175.2 (15) |
B1—N4—C12—C11 | 175.8 (3) | Cl4'—C37'—Cl3'—Cl3'i | 71 (2) |
Symmetry code: (i) −x+1, −y, −z+1. |
(cpd3) [Hydrotris(3-phenylpyrazolyl-
κN2)borato](phenolato-
κO)nickel(II)
top
Crystal data top
[Ni(C27H22BN6)(C6H5O)] | Z = 2 |
Mr = 593.12 | F(000) = 616 |
Triclinic, P1 | Dx = 1.360 Mg m−3 |
a = 8.505 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.071 (8) Å | Cell parameters from 934 reflections |
c = 13.531 (8) Å | θ = 1.6–25.2° |
α = 79.484 (9)° | µ = 0.71 mm−1 |
β = 78.356 (6)° | T = 200 K |
γ = 87.112 (9)° | Plate, brown |
V = 1448.4 (15) Å3 | 0.40 × 0.26 × 0.12 mm |
Data collection top
Bruker APEX diffractometer | 6452 reflections with I > 2σ(I) |
Detector resolution: 836.6 pixels mm-1 | Rint = 0.033 |
ω scans | θmax = 28.3°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −11→11 |
Tmin = 0.765, Tmax = 0.920 | k = −17→17 |
19340 measured reflections | l = −18→17 |
7128 independent reflections | |
Refinement top
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)] = 0.068 | Hydrogen site location: mixed |
wR(F2) = 0.205 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.047P)2 + 7.1069P] where P = (Fo2 + 2Fc2)/3 |
7128 reflections | (Δ/σ)max < 0.001 |
383 parameters | Δρmax = 1.52 e Å−3 |
0 restraints | Δρmin = −0.46 e Å−3 |
Special details top
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. Refined as a 2-component twin. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ni1 | 0.42651 (7) | 0.22827 (4) | 0.16075 (4) | 0.03231 (16) | |
B1 | 0.5081 (7) | 0.2703 (4) | −0.0715 (4) | 0.0422 (12) | |
H1 | 0.534 (7) | 0.280 (4) | −0.155 (4) | 0.051* | |
O1 | 0.3992 (4) | 0.2202 (3) | 0.2989 (2) | 0.0419 (7) | |
N1 | 0.3594 (5) | 0.1367 (3) | 0.0714 (3) | 0.0377 (8) | |
N2 | 0.4049 (5) | 0.1720 (3) | −0.0314 (3) | 0.0412 (9) | |
N3 | 0.6509 (5) | 0.2283 (3) | 0.0770 (3) | 0.0369 (8) | |
N4 | 0.6595 (5) | 0.2548 (3) | −0.0266 (3) | 0.0406 (9) | |
N5 | 0.3571 (5) | 0.3583 (3) | 0.0720 (3) | 0.0360 (8) | |
N6 | 0.4080 (5) | 0.3611 (3) | −0.0305 (3) | 0.0377 (8) | |
C1 | 0.2745 (6) | 0.0504 (3) | 0.0825 (4) | 0.0397 (10) | |
C2 | 0.2632 (7) | 0.0295 (4) | −0.0127 (4) | 0.0479 (12) | |
H2A | 0.2093 | −0.0266 | −0.0265 | 0.058* | |
C3 | 0.3473 (7) | 0.1079 (4) | −0.0831 (4) | 0.0470 (12) | |
H3A | 0.3621 | 0.1154 | −0.1556 | 0.056* | |
C4 | 0.3064 (7) | −0.0302 (4) | 0.2601 (4) | 0.0513 (12) | |
H4A | 0.4004 | 0.0094 | 0.2517 | 0.062* | |
C5 | 0.2600 (9) | −0.1016 (5) | 0.3493 (5) | 0.0637 (16) | |
H5A | 0.3227 | −0.1116 | 0.4010 | 0.076* | |
C6 | 0.1208 (9) | −0.1589 (5) | 0.3627 (5) | 0.0701 (19) | |
H6A | 0.0881 | −0.2082 | 0.4236 | 0.084* | |
C7 | 0.0329 (9) | −0.1436 (5) | 0.2883 (6) | 0.074 (2) | |
H7A | −0.0616 | −0.1828 | 0.2976 | 0.089* | |
C8 | 0.0772 (7) | −0.0725 (5) | 0.1994 (5) | 0.0561 (14) | |
H8A | 0.0118 | −0.0621 | 0.1490 | 0.067* | |
C9 | 0.2183 (6) | −0.0154 (4) | 0.1828 (4) | 0.0419 (11) | |
C10 | 0.8023 (6) | 0.2160 (3) | 0.0931 (4) | 0.0382 (10) | |
C11 | 0.9096 (6) | 0.2370 (4) | −0.0003 (4) | 0.0487 (12) | |
H11A | 1.0235 | 0.2350 | −0.0115 | 0.058* | |
C12 | 0.8149 (6) | 0.2614 (4) | −0.0734 (4) | 0.0471 (12) | |
H12A | 0.8533 | 0.2798 | −0.1452 | 0.057* | |
C13 | 0.7470 (6) | 0.1024 (4) | 0.2639 (4) | 0.0471 (11) | |
H13A | 0.6585 | 0.0743 | 0.2452 | 0.056* | |
C14 | 0.7843 (8) | 0.0661 (5) | 0.3598 (5) | 0.0630 (16) | |
H14A | 0.7212 | 0.0138 | 0.4069 | 0.076* | |
C15 | 0.9137 (9) | 0.1069 (7) | 0.3856 (5) | 0.075 (2) | |
H15A | 0.9401 | 0.0819 | 0.4508 | 0.090* | |
C16 | 1.0060 (8) | 0.1839 (6) | 0.3176 (6) | 0.0698 (19) | |
H16A | 1.0947 | 0.2117 | 0.3361 | 0.084* | |
C17 | 0.9677 (6) | 0.2198 (5) | 0.2227 (5) | 0.0561 (14) | |
H17A | 1.0304 | 0.2726 | 0.1758 | 0.067* | |
C18 | 0.8383 (5) | 0.1793 (4) | 0.1955 (4) | 0.0400 (10) | |
C19 | 0.2628 (5) | 0.4433 (3) | 0.0818 (4) | 0.0364 (9) | |
C20 | 0.2533 (6) | 0.4996 (4) | −0.0150 (4) | 0.0437 (11) | |
H20A | 0.1943 | 0.5622 | −0.0303 | 0.052* | |
C21 | 0.3470 (6) | 0.4456 (4) | −0.0832 (4) | 0.0416 (10) | |
H21A | 0.3657 | 0.4648 | −0.1557 | 0.050* | |
C22 | 0.2636 (7) | 0.4624 (4) | 0.2623 (4) | 0.0464 (11) | |
H22A | 0.3683 | 0.4323 | 0.2569 | 0.056* | |
C23 | 0.1889 (8) | 0.4968 (5) | 0.3519 (4) | 0.0567 (14) | |
H23A | 0.2436 | 0.4907 | 0.4074 | 0.068* | |
C24 | 0.0353 (8) | 0.5399 (5) | 0.3609 (5) | 0.0615 (16) | |
H24A | −0.0141 | 0.5647 | 0.4218 | 0.074* | |
C25 | −0.0440 (8) | 0.5466 (5) | 0.2822 (5) | 0.0614 (16) | |
H25A | −0.1500 | 0.5747 | 0.2892 | 0.074* | |
C26 | 0.0274 (6) | 0.5129 (4) | 0.1916 (4) | 0.0495 (12) | |
H26A | −0.0301 | 0.5173 | 0.1375 | 0.059* | |
C27 | 0.1843 (5) | 0.4724 (3) | 0.1805 (4) | 0.0369 (9) | |
C28 | 0.5723 (6) | 0.3200 (4) | 0.3632 (4) | 0.0452 (11) | |
H28A | 0.6359 | 0.3397 | 0.2967 | 0.054* | |
C29 | 0.6103 (7) | 0.3557 (5) | 0.4442 (5) | 0.0575 (14) | |
H29A | 0.7008 | 0.3991 | 0.4330 | 0.069* | |
C30 | 0.5207 (9) | 0.3301 (6) | 0.5413 (5) | 0.0695 (18) | |
H30A | 0.5474 | 0.3561 | 0.5969 | 0.083* | |
C31 | 0.3906 (8) | 0.2657 (6) | 0.5565 (5) | 0.0686 (18) | |
H31A | 0.3276 | 0.2466 | 0.6234 | 0.082* | |
C32 | 0.3518 (7) | 0.2289 (5) | 0.4750 (4) | 0.0503 (12) | |
H32A | 0.2619 | 0.1849 | 0.4866 | 0.060* | |
C33 | 0.4418 (5) | 0.2553 (3) | 0.3765 (3) | 0.0366 (9) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.0349 (3) | 0.0309 (3) | 0.0314 (3) | −0.0005 (2) | −0.0048 (2) | −0.0082 (2) |
B1 | 0.053 (3) | 0.039 (3) | 0.033 (2) | 0.004 (2) | −0.004 (2) | −0.011 (2) |
O1 | 0.0434 (18) | 0.0489 (19) | 0.0339 (16) | −0.0047 (15) | −0.0065 (14) | −0.0089 (14) |
N1 | 0.042 (2) | 0.0335 (18) | 0.0386 (19) | 0.0006 (15) | −0.0064 (16) | −0.0097 (15) |
N2 | 0.054 (2) | 0.0345 (19) | 0.037 (2) | 0.0009 (17) | −0.0101 (17) | −0.0124 (16) |
N3 | 0.0380 (19) | 0.0342 (18) | 0.0383 (19) | 0.0007 (15) | −0.0044 (16) | −0.0092 (15) |
N4 | 0.045 (2) | 0.0344 (19) | 0.039 (2) | 0.0019 (16) | 0.0000 (17) | −0.0084 (16) |
N5 | 0.041 (2) | 0.0328 (18) | 0.0347 (18) | 0.0008 (15) | −0.0060 (15) | −0.0095 (15) |
N6 | 0.047 (2) | 0.0342 (19) | 0.0339 (18) | 0.0031 (16) | −0.0102 (16) | −0.0083 (15) |
C1 | 0.038 (2) | 0.031 (2) | 0.053 (3) | 0.0038 (17) | −0.010 (2) | −0.0159 (19) |
C2 | 0.052 (3) | 0.040 (3) | 0.059 (3) | 0.002 (2) | −0.017 (2) | −0.024 (2) |
C3 | 0.059 (3) | 0.043 (3) | 0.045 (3) | 0.008 (2) | −0.016 (2) | −0.022 (2) |
C4 | 0.046 (3) | 0.047 (3) | 0.057 (3) | −0.003 (2) | −0.005 (2) | −0.004 (2) |
C5 | 0.074 (4) | 0.055 (3) | 0.055 (3) | −0.001 (3) | −0.002 (3) | −0.004 (3) |
C6 | 0.087 (5) | 0.050 (3) | 0.061 (4) | −0.013 (3) | 0.017 (4) | −0.012 (3) |
C7 | 0.068 (4) | 0.065 (4) | 0.082 (5) | −0.031 (3) | 0.028 (4) | −0.034 (4) |
C8 | 0.044 (3) | 0.059 (3) | 0.069 (4) | −0.013 (2) | 0.003 (3) | −0.033 (3) |
C9 | 0.036 (2) | 0.032 (2) | 0.057 (3) | 0.0013 (18) | −0.001 (2) | −0.019 (2) |
C10 | 0.037 (2) | 0.0269 (19) | 0.049 (3) | 0.0020 (16) | −0.0034 (19) | −0.0096 (18) |
C11 | 0.040 (3) | 0.037 (2) | 0.062 (3) | 0.002 (2) | 0.007 (2) | −0.010 (2) |
C12 | 0.051 (3) | 0.037 (2) | 0.046 (3) | 0.004 (2) | 0.009 (2) | −0.009 (2) |
C13 | 0.045 (3) | 0.041 (3) | 0.055 (3) | 0.003 (2) | −0.014 (2) | −0.006 (2) |
C14 | 0.066 (4) | 0.062 (4) | 0.057 (3) | 0.015 (3) | −0.008 (3) | −0.007 (3) |
C15 | 0.070 (4) | 0.107 (6) | 0.058 (4) | 0.042 (4) | −0.028 (3) | −0.034 (4) |
C16 | 0.044 (3) | 0.101 (5) | 0.077 (4) | 0.013 (3) | −0.023 (3) | −0.039 (4) |
C17 | 0.035 (2) | 0.065 (4) | 0.074 (4) | 0.001 (2) | −0.009 (2) | −0.028 (3) |
C18 | 0.033 (2) | 0.037 (2) | 0.053 (3) | 0.0062 (17) | −0.0082 (19) | −0.015 (2) |
C19 | 0.039 (2) | 0.031 (2) | 0.042 (2) | −0.0014 (17) | −0.0104 (18) | −0.0095 (17) |
C20 | 0.053 (3) | 0.035 (2) | 0.044 (3) | 0.004 (2) | −0.013 (2) | −0.0069 (19) |
C21 | 0.053 (3) | 0.034 (2) | 0.038 (2) | −0.002 (2) | −0.011 (2) | −0.0039 (18) |
C22 | 0.052 (3) | 0.041 (3) | 0.046 (3) | 0.000 (2) | −0.008 (2) | −0.008 (2) |
C23 | 0.067 (4) | 0.062 (3) | 0.042 (3) | −0.002 (3) | −0.006 (3) | −0.015 (3) |
C24 | 0.076 (4) | 0.052 (3) | 0.046 (3) | 0.006 (3) | 0.011 (3) | −0.010 (2) |
C25 | 0.060 (3) | 0.052 (3) | 0.063 (4) | 0.009 (3) | 0.009 (3) | −0.010 (3) |
C26 | 0.042 (3) | 0.048 (3) | 0.057 (3) | 0.005 (2) | −0.006 (2) | −0.011 (2) |
C27 | 0.037 (2) | 0.035 (2) | 0.040 (2) | 0.0030 (17) | −0.0053 (18) | −0.0117 (18) |
C28 | 0.040 (2) | 0.043 (3) | 0.051 (3) | −0.004 (2) | −0.003 (2) | −0.009 (2) |
C29 | 0.053 (3) | 0.055 (3) | 0.069 (4) | −0.011 (3) | −0.023 (3) | −0.009 (3) |
C30 | 0.088 (5) | 0.078 (4) | 0.054 (3) | −0.013 (4) | −0.030 (3) | −0.020 (3) |
C31 | 0.070 (4) | 0.100 (5) | 0.037 (3) | −0.018 (4) | −0.007 (3) | −0.014 (3) |
C32 | 0.045 (3) | 0.066 (3) | 0.039 (3) | −0.013 (2) | −0.006 (2) | −0.008 (2) |
C33 | 0.036 (2) | 0.035 (2) | 0.038 (2) | 0.0008 (17) | −0.0081 (18) | −0.0056 (18) |
Geometric parameters (Å, º) top
Ni1—O1 | 1.820 (3) | C8—C9 | 1.403 (7) |
Ni1—N3 | 2.013 (4) | C10—C11 | 1.393 (7) |
Ni1—N1 | 2.023 (4) | C10—C18 | 1.468 (7) |
Ni1—N5 | 2.030 (4) | C11—C12 | 1.381 (8) |
B1—N4 | 1.521 (7) | C13—C18 | 1.386 (7) |
B1—N2 | 1.544 (7) | C13—C14 | 1.391 (8) |
B1—N6 | 1.545 (7) | C14—C15 | 1.379 (10) |
O1—C33 | 1.339 (5) | C15—C16 | 1.388 (11) |
N1—C1 | 1.339 (6) | C16—C17 | 1.382 (9) |
N1—N2 | 1.366 (5) | C17—C18 | 1.385 (7) |
N2—C3 | 1.350 (6) | C19—C20 | 1.395 (7) |
N3—C10 | 1.345 (6) | C19—C27 | 1.474 (6) |
N3—N4 | 1.368 (5) | C20—C21 | 1.366 (7) |
N4—C12 | 1.345 (6) | C22—C23 | 1.391 (7) |
N5—C19 | 1.347 (6) | C22—C27 | 1.392 (7) |
N5—N6 | 1.362 (5) | C23—C24 | 1.388 (9) |
N6—C21 | 1.343 (6) | C24—C25 | 1.359 (10) |
C1—C2 | 1.387 (7) | C25—C26 | 1.392 (8) |
C1—C9 | 1.472 (7) | C26—C27 | 1.400 (7) |
C2—C3 | 1.383 (8) | C28—C29 | 1.368 (8) |
C4—C5 | 1.384 (8) | C28—C33 | 1.391 (7) |
C4—C9 | 1.386 (8) | C29—C30 | 1.370 (9) |
C5—C6 | 1.396 (10) | C30—C31 | 1.383 (9) |
C6—C7 | 1.352 (11) | C31—C32 | 1.384 (8) |
C7—C8 | 1.378 (10) | C32—C33 | 1.389 (7) |
| | | |
O1—Ni1—N3 | 119.00 (16) | C4—C9—C8 | 117.8 (5) |
O1—Ni1—N1 | 133.29 (16) | C4—C9—C1 | 122.4 (4) |
N3—Ni1—N1 | 88.94 (16) | C8—C9—C1 | 119.6 (5) |
O1—Ni1—N5 | 120.34 (16) | N3—C10—C11 | 109.5 (5) |
N3—Ni1—N5 | 93.93 (16) | N3—C10—C18 | 122.3 (4) |
N1—Ni1—N5 | 91.27 (16) | C11—C10—C18 | 128.2 (5) |
N4—B1—N2 | 108.5 (4) | C12—C11—C10 | 105.2 (5) |
N4—B1—N6 | 109.0 (4) | N4—C12—C11 | 109.1 (5) |
N2—B1—N6 | 106.5 (4) | C18—C13—C14 | 120.2 (5) |
C33—O1—Ni1 | 147.1 (3) | C15—C14—C13 | 119.3 (6) |
C1—N1—N2 | 106.9 (4) | C14—C15—C16 | 120.8 (6) |
C1—N1—Ni1 | 138.6 (3) | C17—C16—C15 | 119.5 (6) |
N2—N1—Ni1 | 114.4 (3) | C16—C17—C18 | 120.3 (6) |
C3—N2—N1 | 109.2 (4) | C17—C18—C13 | 119.8 (5) |
C3—N2—B1 | 130.3 (4) | C17—C18—C10 | 119.7 (5) |
N1—N2—B1 | 120.5 (4) | C13—C18—C10 | 120.5 (4) |
C10—N3—N4 | 107.4 (4) | N5—C19—C20 | 109.8 (4) |
C10—N3—Ni1 | 138.1 (3) | N5—C19—C27 | 124.6 (4) |
N4—N3—Ni1 | 114.3 (3) | C20—C19—C27 | 125.6 (4) |
C12—N4—N3 | 108.8 (4) | C21—C20—C19 | 105.4 (4) |
C12—N4—B1 | 130.2 (4) | N6—C21—C20 | 108.6 (4) |
N3—N4—B1 | 121.0 (4) | C23—C22—C27 | 119.7 (5) |
C19—N5—N6 | 106.2 (4) | C24—C23—C22 | 120.6 (6) |
C19—N5—Ni1 | 139.5 (3) | C25—C24—C23 | 119.6 (5) |
N6—N5—Ni1 | 114.1 (3) | C24—C25—C26 | 121.2 (6) |
C21—N6—N5 | 110.0 (4) | C25—C26—C27 | 119.6 (6) |
C21—N6—B1 | 128.9 (4) | C22—C27—C26 | 119.2 (5) |
N5—N6—B1 | 120.9 (4) | C22—C27—C19 | 121.5 (4) |
N1—C1—C2 | 110.3 (5) | C26—C27—C19 | 119.3 (4) |
N1—C1—C9 | 122.7 (4) | C29—C28—C33 | 121.1 (5) |
C2—C1—C9 | 126.8 (4) | C28—C29—C30 | 121.4 (5) |
C3—C2—C1 | 105.2 (4) | C29—C30—C31 | 118.6 (5) |
N2—C3—C2 | 108.4 (5) | C30—C31—C32 | 120.4 (6) |
C5—C4—C9 | 121.2 (6) | C31—C32—C33 | 121.1 (5) |
C4—C5—C6 | 119.7 (7) | O1—C33—C32 | 119.7 (4) |
C7—C6—C5 | 119.4 (6) | O1—C33—C28 | 122.9 (4) |
C6—C7—C8 | 121.6 (6) | C32—C33—C28 | 117.4 (5) |
C7—C8—C9 | 120.3 (6) | | |
| | | |
N3—Ni1—O1—C33 | 47.1 (6) | N4—N3—C10—C18 | −175.2 (4) |
N1—Ni1—O1—C33 | 166.7 (5) | Ni1—N3—C10—C18 | 10.2 (7) |
N5—Ni1—O1—C33 | −67.4 (6) | N3—C10—C11—C12 | −0.7 (5) |
C1—N1—N2—C3 | 0.4 (5) | C18—C10—C11—C12 | 175.6 (4) |
Ni1—N1—N2—C3 | −177.1 (3) | N3—N4—C12—C11 | 1.2 (5) |
C1—N1—N2—B1 | −178.9 (4) | B1—N4—C12—C11 | −177.8 (5) |
Ni1—N1—N2—B1 | 3.6 (5) | C10—C11—C12—N4 | −0.3 (6) |
N4—B1—N2—C3 | −123.7 (5) | C18—C13—C14—C15 | −0.5 (9) |
N6—B1—N2—C3 | 119.2 (5) | C13—C14—C15—C16 | 0.5 (10) |
N4—B1—N2—N1 | 55.5 (5) | C14—C15—C16—C17 | −0.2 (10) |
N6—B1—N2—N1 | −61.6 (6) | C15—C16—C17—C18 | 0.0 (9) |
C10—N3—N4—C12 | −1.6 (5) | C16—C17—C18—C13 | 0.0 (8) |
Ni1—N3—N4—C12 | 174.5 (3) | C16—C17—C18—C10 | −178.1 (5) |
C10—N3—N4—B1 | 177.5 (4) | C14—C13—C18—C17 | 0.3 (8) |
Ni1—N3—N4—B1 | −6.4 (5) | C14—C13—C18—C10 | 178.3 (5) |
N2—B1—N4—C12 | 125.0 (5) | N3—C10—C18—C17 | −143.3 (5) |
N6—B1—N4—C12 | −119.4 (5) | C11—C10—C18—C17 | 40.8 (7) |
N2—B1—N4—N3 | −53.8 (5) | N3—C10—C18—C13 | 38.7 (7) |
N6—B1—N4—N3 | 61.8 (5) | C11—C10—C18—C13 | −137.2 (5) |
C19—N5—N6—C21 | 0.1 (5) | N6—N5—C19—C20 | 0.3 (5) |
Ni1—N5—N6—C21 | 175.4 (3) | Ni1—N5—C19—C20 | −173.2 (4) |
C19—N5—N6—B1 | −174.8 (4) | N6—N5—C19—C27 | −178.8 (4) |
Ni1—N5—N6—B1 | 0.5 (5) | Ni1—N5—C19—C27 | 7.7 (8) |
N4—B1—N6—C21 | 128.3 (5) | N5—C19—C20—C21 | −0.6 (6) |
N2—B1—N6—C21 | −114.9 (5) | C27—C19—C20—C21 | 178.5 (4) |
N4—B1—N6—N5 | −57.9 (6) | N5—N6—C21—C20 | −0.4 (6) |
N2—B1—N6—N5 | 59.0 (6) | B1—N6—C21—C20 | 174.0 (5) |
N2—N1—C1—C2 | −0.5 (5) | C19—C20—C21—N6 | 0.6 (6) |
Ni1—N1—C1—C2 | 176.0 (4) | C27—C22—C23—C24 | 0.7 (9) |
N2—N1—C1—C9 | 173.9 (4) | C22—C23—C24—C25 | 1.4 (9) |
Ni1—N1—C1—C9 | −9.6 (8) | C23—C24—C25—C26 | −1.4 (10) |
N1—C1—C2—C3 | 0.4 (6) | C24—C25—C26—C27 | −0.7 (9) |
C9—C1—C2—C3 | −173.7 (5) | C23—C22—C27—C26 | −2.7 (8) |
N1—N2—C3—C2 | −0.2 (6) | C23—C22—C27—C19 | 176.0 (5) |
B1—N2—C3—C2 | 179.1 (5) | C25—C26—C27—C22 | 2.8 (8) |
C1—C2—C3—N2 | −0.1 (6) | C25—C26—C27—C19 | −176.0 (5) |
C9—C4—C5—C6 | −1.0 (9) | N5—C19—C27—C22 | 41.0 (7) |
C4—C5—C6—C7 | −0.1 (10) | C20—C19—C27—C22 | −137.9 (5) |
C5—C6—C7—C8 | −0.1 (10) | N5—C19—C27—C26 | −140.3 (5) |
C6—C7—C8—C9 | 1.5 (9) | C20—C19—C27—C26 | 40.8 (7) |
C5—C4—C9—C8 | 2.3 (8) | C33—C28—C29—C30 | −0.7 (9) |
C5—C4—C9—C1 | −172.6 (5) | C28—C29—C30—C31 | 0.8 (11) |
C7—C8—C9—C4 | −2.5 (8) | C29—C30—C31—C32 | −0.5 (12) |
C7—C8—C9—C1 | 172.5 (5) | C30—C31—C32—C33 | 0.1 (11) |
N1—C1—C9—C4 | −34.5 (7) | Ni1—O1—C33—C32 | 168.4 (5) |
C2—C1—C9—C4 | 139.0 (5) | Ni1—O1—C33—C28 | −10.2 (9) |
N1—C1—C9—C8 | 150.8 (5) | C31—C32—C33—O1 | −178.7 (6) |
C2—C1—C9—C8 | −35.7 (7) | C31—C32—C33—C28 | 0.0 (9) |
N4—N3—C10—C11 | 1.4 (5) | C29—C28—C33—O1 | 178.9 (5) |
Ni1—N3—C10—C11 | −173.2 (4) | C29—C28—C33—C32 | 0.3 (8) |
Calculated τ values for (2), (3), (4), (5) and (6) top | (2) | 0.38a | |
| (3) | 0.75b, 0.71c | |
| (4) | 0.75b, 0.75c 0.76b, 0.73c | |
| (5) | 0.74b, 0.70c | |
| (6) | 0.27a | |
References: (a) τ5 (Addison et al., 1984);
(b) τ4 (Yang et al., 2007);
(c) τ'4 (Okuniewski et al., 2015). |