Steric and electronic factor comparisons in hydro­tris­(3-phenyl­pyrazol­yl)borate nickel(II) aryl­oxides

Green, W.L.; Sirianni, E.R.; Yap, G.P.A.; Riordan, C.G.

doi:10.1107/S2053229616001789

Buy article online - an online subscription or single-article purchase is required to access this article.

Steric and electronic factor comparisons in hydrotris(3-phenylpyrazolyl)borate nickel(II) aryloxides

W. L. Green, E. R. Sirianni, G. P. A. Yap and C. G. Riordan

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 Ni^II 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 Tp^Ph ligand, allows tetrahydrofuran coordination in the phenolate compound.

Keywords: scorpionates; crystal structure; tris(pyrazolyl)borate; aryloxide; nickel; steric; π–π stacking.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616001789/fo3002sup1.cif Contains datablocks cpd4, cpd5, cpd6, cpd2, cpd3, global
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229616001789/fo3002cpd4sup2.hkl Contains datablock cpd4
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229616001789/fo3002cpd5sup3.hkl Contains datablock cpd5
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229616001789/fo3002cpd6sup4.hkl Contains datablock cpd6
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229616001789/fo3002cpd2sup5.hkl Contains datablock cpd2
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229616001789/fo3002cpd3sup6.hkl Contains datablock cpd3

CCDC references: 1450662; 1450661; 1450660; 1450659; 1450658

Computing details top

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
M_r = 621.18	F(000) = 1296
Triclinic, P1	D_x = 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	R_int = 0.037
phi and ω scans	θ_max = 28.3°, θ_min = 0.8°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −15→15
T_min = 0.800, T_max = 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(F_o²) + (0.0556P)² + 0.0842P] where P = (F_o² + 2F_c²)/3
15266 reflections	(Δ/σ)_max = 0.001
803 parameters	Δρ_max = 0.59 e Å⁻³
0 restraints	Δρ_min = −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	U_iso*/U_eq
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
M_r = 649.23	F(000) = 680
Triclinic, P1	D_x = 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	R_int = 0.075
ω scans	θ_max = 28.5°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −11→11
T_min = 0.887, T_max = 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(F_o²) + (0.0589P)²] where P = (F_o² + 2F_c²)/3
8224 reflections	(Δ/σ)_max = 0.001
434 parameters	Δρ_max = 0.65 e Å⁻³
66 restraints	Δρ_min = −0.46 e Å⁻³

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	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	D_x = 1.310 Mg m⁻³
M_r = 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	R_int = 0.035
ω scans	θ_max = 28.2°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −14→14
T_min = 0.854, T_max = 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(F_o²) + (0.0509P)² + 0.3758P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max = 0.001
9233 reflections	Δρ_max = 0.37 e Å⁻³
469 parameters	Δρ_min = −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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
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-1H-pyrazole-κN²)nickel(II) chloroform monosolvate top

Crystal data top

[Ni(C₂₇H₂₃BN₆)Cl(C₉H₈N₂)]·CHCl₃	Z = 2
M_r = 799.02	F(000) = 820
Triclinic, P1	D_x = 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	R_int = 0.033
ω scans	θ_max = 28.3°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −15→15
T_min = 0.629, T_max = 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(F_o²) + (0.0921P)² + 1.5915P] where P = (F_o² + 2F_c²)/3
9015 reflections	(Δ/σ)_max < 0.001
479 parameters	Δρ_max = 0.83 e Å⁻³
126 restraints	Δρ_min = −0.97 e Å⁻³

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	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
M_r = 593.12	F(000) = 616
Triclinic, P1	D_x = 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	R_int = 0.033
ω scans	θ_max = 28.3°, θ_min = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −11→11
T_min = 0.765, T_max = 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(F_o²) + (0.047P)² + 7.1069P] where P = (F_o² + 2F_c²)/3
7128 reflections	(Δ/σ)_max < 0.001
383 parameters	Δρ_max = 1.52 e Å⁻³
0 restraints	Δρ_min = −0.46 e Å⁻³

Special details top

Refinement. Refined as a 2-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
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)	0.38^a
	(3)	0.75^b, 0.71^c
	(4)	0.75^b, 0.75^c 0.76^b, 0.73^c
	(5)	0.74^b, 0.70^c
	(6)	0.27^a

References: (a) τ₅ (Addison et al., 1984); (b) τ₄ (Yang et al., 2007); (c) τ'₄ (Okuniewski et al., 2015).

Subscribe to Acta Crystallographica Section C: Structural Chemistry

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

E-mail address*
Repeat e-mail address* (for error checking)

Format*	PDF (US $40)
	HTML (US $40)
	PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number (non-UK EC countries only)
Country*

Terms and conditions of use
Contact us

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

Steric and electronic factor comparisons in hydro­tris­(3-phenyl­pyrazol­yl)borate nickel(II) aryl­oxides

Supporting information

Subscribe to Acta Crystallographica Section C: Structural Chemistry

Buy online

Steric and electronic factor comparisons in hydrotris(3-phenylpyrazolyl)borate nickel(II) aryloxides