Poly[[tetra-kis-(μ-2-anilinobenzoato-κO:O')tetra-μ(1,1,1)-azido-tetra-μ(1,1)-azido-octa-methano-lhexa-nickel(II)] methanol hexa-solvate].

The crystal structure of the title compound, [Ni(6)(C(13)H(10)NO(2))(4)(N(3))(8)(CH(3)OH)(8)]·6CH(3)OH, consists of a centrosymmetric hexa-nuclear [Ni(II) (6)(C(13)H(10)NO(2))(4)(N(3))(8)(CH(3)OH)(8)] mol-ecule and six methanol solvent mol-ecules. In the hexa-nuclear unit, the six octa-hedrally coordinated Ni(II) atoms are linked by four μ(1,1,1)-azide and four μ(1,1)-azide bridges, forming a face-sharing Ni(6)N(8) tetra-cubane-like unit with four missing corners. The Ni(II) atoms are further bridged by four μ(1,2)-carboxalate groups. Neighbouring hexa-nuclear units are connected via N-H⋯O hydrogen-bonding inter-actions into a three-dimensional structure. Although the H atoms of the methanol OH groups could not be located, O⋯N/O contacts between 2.65 and 2.86 Å suggest that these mol-ecules participate in hydrogen bonding.

Related literature

For background to polynuclear complexes, see: Liu et al. (2008 ▶). For transition metals bridged by mixed formate and azide anions, see: Liu et al. (2006 ▶). For related nickel(II) complexes, see: Wang et al. (2008 ▶).

Experimental

Crystal data

[Ni6(C13H10NO2)4(N3)8(CH4O)8]·6CH4O

M = 1985.97

Monoclinic,

a = 11.8230 (1) Å

b = 14.6051 (2) Å

c = 26.3997 (4) Å

β = 105.368 (1)°

V = 4395.6 (1) Å3

Z = 2

Mo Kα radiation

μ = 1.34 mm−1

T = 293 K

0.6 × 0.5 × 0.4 mm

Data collection

Rigaku Saturn CCD diffractometer

Absorption correction: multi-scan (REQAB; Jacobson, 1998 ▶) T min = 0.461, T max = 0.597

51748 measured reflections

7789 independent reflections

4991 reflections with I > 2σ(I)

R int = 0.095

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.127

S = 1.02

7789 reflections

557 parameters

1 restraint

H-atom parameters constrained

Δρmax = 0.84 e Å−3

Δρmin = −0.63 e Å−3

Data collection: CrystalClear (Rigaku/MSC, 2006 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811003473/wm2438sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811003473/wm2438Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Ni6(C13H10NO2)4(N3)8(CH4O)8]·6CH4O	F(000) = 2064
Mr = 1985.97	Dx = 1.500 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 62970 reflections
a = 11.8230 (1) Å	θ = 3.4–25.0°
b = 14.6051 (2) Å	µ = 1.34 mm−1
c = 26.3997 (4) Å	T = 293 K
β = 105.368 (1)°	Block, green
V = 4395.6 (1) Å3	0.6 × 0.5 × 0.4 mm
Z = 2

Rigaku Saturn CCD diffractometer	7789 independent reflections
Radiation source: fine-focus sealed tube	4991 reflections with I > 2σ(I)
graphite	Rint = 0.095
Detector resolution: 0.76 pixels mm-1	θmax = 25.1°, θmin = 3.5°
ω and φ scans	h = −14→13
Absorption correction: multi-scan (REQAB; Jacobson, 1998)	k = −17→17
Tmin = 0.461, Tmax = 0.597	l = −31→31
51748 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.127	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0602P)2 + 3.7541P] where P = (Fo2 + 2Fc2)/3
7789 reflections	(Δ/σ)max = 0.001
557 parameters	Δρmax = 0.84 e Å−3
1 restraint	Δρmin = −0.63 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Ni1	0.03270 (4)	−0.41612 (4)	−0.45991 (2)	0.02905 (16)
Ni2	0.12781 (5)	−0.42241 (4)	−0.56219 (2)	0.03106 (16)
Ni3	0.21549 (5)	−0.26552 (4)	−0.45100 (2)	0.03523 (17)
O1	0.0920 (3)	−0.2905 (2)	−0.58242 (11)	0.0373 (8)
O2	0.2149 (3)	−0.2093 (2)	−0.52023 (12)	0.0451 (8)
O3	0.2404 (3)	−0.3091 (2)	−0.37703 (11)	0.0441 (8)
O4	0.1078 (2)	−0.4196 (2)	−0.38032 (11)	0.0349 (7)
O5	0.0386 (3)	−0.4489 (2)	−0.64055 (11)	0.0460 (8)
O6	0.2908 (3)	−0.4162 (2)	−0.57582 (13)	0.0519 (9)
O7	0.3963 (3)	−0.2654 (2)	−0.43819 (12)	0.0455 (8)
O8	0.2376 (3)	−0.1355 (2)	−0.41891 (13)	0.0499 (9)
N1	−0.0332 (3)	−0.2038 (3)	−0.66782 (14)	0.0429 (10)
H1	−0.0360	−0.2487	−0.6471	0.051*
N2	0.2946 (4)	−0.2152 (3)	−0.28674 (15)	0.0506 (11)
H2	0.2625	−0.2080	−0.3198	0.061*
N3	0.1967 (3)	−0.4019 (2)	−0.48097 (13)	0.0303 (8)
N4	0.2806 (3)	−0.4517 (3)	−0.46086 (15)	0.0410 (10)
N5	0.3583 (4)	−0.4983 (3)	−0.44295 (19)	0.0636 (13)
N6	−0.0316 (3)	−0.4379 (2)	−0.54194 (13)	0.0261 (8)
N7	−0.1158 (3)	−0.3975 (3)	−0.57064 (14)	0.0364 (9)
N8	−0.1899 (4)	−0.3606 (3)	−0.59810 (19)	0.0667 (14)
N9	0.0354 (3)	−0.2757 (3)	−0.46261 (15)	0.0368 (9)
N10	−0.0368 (4)	−0.2270 (3)	−0.49112 (17)	0.0455 (10)
N11	−0.1037 (5)	−0.1781 (4)	−0.5168 (2)	0.0810 (17)
N12	0.1322 (3)	−0.5651 (2)	−0.55169 (14)	0.0347 (9)
N13	0.2120 (4)	−0.6185 (3)	−0.54439 (15)	0.0413 (10)
N14	0.2878 (4)	−0.6697 (3)	−0.53838 (18)	0.0626 (13)
C1	0.1398 (4)	−0.2160 (3)	−0.56424 (17)	0.0356 (11)
C2	0.1097 (4)	−0.1303 (3)	−0.59541 (17)	0.0349 (11)
C3	0.1651 (4)	−0.0493 (3)	−0.57447 (18)	0.0425 (12)
H3	0.2198	−0.0512	−0.5418	0.051*
C4	0.1424 (5)	0.0327 (3)	−0.5999 (2)	0.0486 (13)
H4	0.1809	0.0856	−0.5849	0.058*
C5	0.0605 (5)	0.0357 (3)	−0.6486 (2)	0.0492 (13)
H5	0.0447	0.0910	−0.6666	0.059*
C6	0.0031 (4)	−0.0419 (3)	−0.67024 (18)	0.0415 (12)
H6	−0.0535	−0.0380	−0.7022	0.050*
C7	0.0274 (4)	−0.1275 (3)	−0.64536 (17)	0.0379 (11)
C8	−0.0906 (4)	−0.2160 (3)	−0.72137 (17)	0.0376 (11)
C9	−0.0428 (4)	−0.1844 (3)	−0.76057 (18)	0.0430 (12)
H9	0.0283	−0.1532	−0.7519	0.052*
C10	−0.1013 (5)	−0.1993 (3)	−0.81294 (18)	0.0481 (13)
H10	−0.0695	−0.1772	−0.8392	0.058*
C11	−0.2053 (5)	−0.2463 (3)	−0.82626 (19)	0.0479 (13)
H11	−0.2442	−0.2558	−0.8614	0.057*
C12	−0.2517 (4)	−0.2792 (3)	−0.7873 (2)	0.0478 (13)
H12	−0.3221	−0.3114	−0.7960	0.057*
C13	−0.1938 (4)	−0.2645 (3)	−0.73482 (19)	0.0419 (12)
H13	−0.2252	−0.2876	−0.7086	0.050*
C14	0.1895 (4)	−0.3668 (3)	−0.35553 (17)	0.0333 (11)
C15	0.2289 (4)	−0.3742 (3)	−0.29743 (16)	0.0310 (10)
C16	0.2167 (4)	−0.4573 (3)	−0.27362 (18)	0.0367 (11)
H16	0.1856	−0.5072	−0.2947	0.044*
C17	0.2492 (4)	−0.4680 (3)	−0.21992 (19)	0.0424 (12)
H17	0.2433	−0.5247	−0.2048	0.051*
C18	0.2909 (4)	−0.3924 (3)	−0.18871 (18)	0.0464 (13)
H18	0.3091	−0.3979	−0.1523	0.056*
C19	0.3054 (4)	−0.3103 (3)	−0.21058 (17)	0.0437 (12)
H19	0.3333	−0.2607	−0.1887	0.052*
C20	0.2793 (4)	−0.2985 (3)	−0.26533 (17)	0.0353 (11)
C21	0.3580 (4)	−0.1407 (3)	−0.25939 (17)	0.0386 (11)
C22	0.4703 (4)	−0.1507 (4)	−0.2265 (2)	0.0516 (13)
H22	0.5039	−0.2087	−0.2208	0.062*
C23	0.5326 (5)	−0.0757 (4)	−0.2021 (2)	0.0607 (15)
H23	0.6073	−0.0836	−0.1798	0.073*
C24	0.4856 (6)	0.0093 (4)	−0.2105 (2)	0.0637 (16)
H24	0.5287	0.0598	−0.1948	0.076*
C25	0.3750 (6)	0.0205 (4)	−0.2420 (2)	0.0659 (17)
H25	0.3423	0.0788	−0.2471	0.079*
C26	0.3105 (5)	−0.0539 (4)	−0.2668 (2)	0.0521 (14)
H26	0.2352	−0.0452	−0.2883	0.062*
C27	0.0697 (4)	−0.4277 (4)	−0.68775 (18)	0.0486 (13)
H27A	0.1157	−0.3726	−0.6828	0.073*
H27B	−0.0001	−0.4189	−0.7158	0.073*
H27C	0.1147	−0.4772	−0.6965	0.073*
C28	0.3410 (5)	−0.4747 (4)	−0.6070 (2)	0.0701 (17)
H28A	0.2869	−0.5229	−0.6215	0.105*
H28B	0.4123	−0.5007	−0.5856	0.105*
H28C	0.3579	−0.4400	−0.6350	0.105*
C29	0.4840 (4)	−0.2829 (4)	−0.3909 (2)	0.0619 (16)
H29A	0.4721	−0.2436	−0.3637	0.093*
H29B	0.5599	−0.2714	−0.3963	0.093*
H29C	0.4793	−0.3457	−0.3809	0.093*
C30	0.1425 (5)	−0.0758 (4)	−0.4257 (3)	0.0737 (19)
H30A	0.1067	−0.0674	−0.4625	0.111*
H30B	0.1694	−0.0177	−0.4099	0.111*
H30C	0.0862	−0.1010	−0.4093	0.111*
O9	0.4740 (3)	−0.1887 (3)	−0.02231 (14)	0.0596 (10)
C32	0.4755 (8)	−0.2635 (6)	−0.0553 (3)	0.119 (3)
H32A	0.3989	−0.2907	−0.0656	0.178*
H32B	0.5313	−0.3079	−0.0369	0.178*
H32C	0.4972	−0.2431	−0.0860	0.178*
O10	0.6812 (4)	−0.3749 (3)	−0.08285 (19)	0.0796 (12)
C31	0.6724 (7)	−0.3549 (5)	−0.1353 (3)	0.101 (2)
H31A	0.6486	−0.2923	−0.1423	0.151*
H31B	0.6153	−0.3945	−0.1574	0.151*
H31C	0.7472	−0.3641	−0.1423	0.151*
O11	0.6012 (4)	−0.5314 (3)	−0.05491 (19)	0.0812 (13)
C33	0.4822 (6)	−0.5423 (5)	−0.0710 (4)	0.118 (3)
H33A	0.4586	−0.5532	−0.1082	0.178*
H33B	0.4446	−0.4879	−0.0631	0.178*
H33C	0.4599	−0.5935	−0.0530	0.178*

	U11	U22	U33	U12	U13	U23
Ni1	0.0226 (3)	0.0415 (3)	0.0211 (3)	−0.0032 (2)	0.0023 (2)	−0.0025 (3)
Ni2	0.0255 (3)	0.0447 (4)	0.0219 (3)	−0.0044 (3)	0.0043 (2)	−0.0013 (3)
Ni3	0.0307 (3)	0.0489 (4)	0.0232 (3)	−0.0095 (3)	0.0020 (2)	−0.0018 (3)
O1	0.0361 (18)	0.0427 (19)	0.0277 (17)	−0.0090 (15)	−0.0010 (14)	0.0033 (14)
O2	0.0383 (19)	0.063 (2)	0.0272 (18)	−0.0167 (16)	−0.0030 (15)	0.0032 (15)
O3	0.0429 (19)	0.063 (2)	0.0241 (17)	−0.0212 (17)	0.0039 (15)	−0.0002 (16)
O4	0.0302 (16)	0.0460 (19)	0.0260 (16)	−0.0083 (15)	0.0033 (13)	−0.0039 (14)
O5	0.051 (2)	0.068 (2)	0.0181 (16)	−0.0173 (17)	0.0072 (15)	−0.0042 (15)
O6	0.0385 (19)	0.075 (2)	0.048 (2)	−0.0122 (18)	0.0223 (17)	−0.0148 (19)
O7	0.0293 (17)	0.067 (2)	0.0338 (19)	−0.0079 (16)	−0.0031 (15)	0.0019 (16)
O8	0.050 (2)	0.052 (2)	0.048 (2)	−0.0080 (18)	0.0133 (17)	−0.0119 (17)
N1	0.048 (2)	0.048 (2)	0.025 (2)	−0.0151 (19)	−0.0039 (18)	0.0071 (18)
N2	0.070 (3)	0.047 (3)	0.024 (2)	−0.019 (2)	−0.006 (2)	0.0023 (18)
N3	0.0187 (18)	0.046 (2)	0.025 (2)	−0.0004 (16)	0.0027 (15)	0.0002 (17)
N4	0.031 (2)	0.056 (3)	0.035 (2)	−0.010 (2)	0.0063 (19)	−0.003 (2)
N5	0.035 (3)	0.070 (3)	0.074 (3)	0.010 (2)	−0.008 (2)	0.013 (3)
N6	0.0207 (18)	0.036 (2)	0.0190 (18)	−0.0001 (16)	0.0009 (15)	0.0011 (15)
N7	0.030 (2)	0.049 (2)	0.026 (2)	−0.0042 (19)	0.0006 (19)	0.0003 (18)
N8	0.046 (3)	0.078 (3)	0.064 (3)	0.006 (3)	−0.008 (3)	0.014 (3)
N9	0.029 (2)	0.042 (2)	0.037 (2)	−0.0021 (18)	0.0050 (18)	−0.0025 (19)
N10	0.040 (2)	0.044 (3)	0.050 (3)	−0.009 (2)	0.008 (2)	−0.011 (2)
N11	0.065 (3)	0.060 (3)	0.094 (4)	0.011 (3)	−0.020 (3)	0.013 (3)
N12	0.026 (2)	0.041 (2)	0.037 (2)	0.0000 (18)	0.0088 (18)	−0.0004 (18)
N13	0.034 (2)	0.052 (3)	0.038 (2)	−0.005 (2)	0.010 (2)	−0.0036 (19)
N14	0.044 (3)	0.069 (3)	0.072 (3)	0.023 (3)	0.010 (2)	0.001 (3)
C1	0.031 (3)	0.049 (3)	0.029 (3)	−0.007 (2)	0.012 (2)	0.001 (2)
C2	0.030 (2)	0.048 (3)	0.029 (3)	−0.005 (2)	0.010 (2)	0.002 (2)
C3	0.045 (3)	0.053 (3)	0.030 (3)	−0.012 (2)	0.010 (2)	−0.004 (2)
C4	0.061 (4)	0.041 (3)	0.049 (3)	−0.011 (3)	0.023 (3)	−0.009 (3)
C5	0.063 (4)	0.043 (3)	0.051 (3)	0.000 (3)	0.030 (3)	0.002 (3)
C6	0.041 (3)	0.050 (3)	0.032 (3)	0.004 (2)	0.007 (2)	0.005 (2)
C7	0.042 (3)	0.042 (3)	0.031 (3)	−0.002 (2)	0.014 (2)	0.001 (2)
C8	0.036 (3)	0.039 (3)	0.030 (3)	−0.001 (2)	−0.004 (2)	0.003 (2)
C9	0.039 (3)	0.053 (3)	0.035 (3)	−0.006 (2)	0.006 (2)	0.005 (2)
C10	0.060 (3)	0.053 (3)	0.030 (3)	−0.001 (3)	0.008 (3)	0.003 (2)
C11	0.051 (3)	0.051 (3)	0.032 (3)	0.009 (3)	−0.006 (2)	0.001 (2)
C12	0.036 (3)	0.047 (3)	0.050 (3)	−0.001 (2)	−0.007 (2)	−0.001 (2)
C13	0.037 (3)	0.047 (3)	0.037 (3)	−0.003 (2)	0.003 (2)	0.005 (2)
C14	0.029 (2)	0.043 (3)	0.026 (2)	−0.001 (2)	0.003 (2)	−0.002 (2)
C15	0.024 (2)	0.043 (3)	0.025 (2)	−0.001 (2)	0.0047 (19)	−0.003 (2)
C16	0.030 (2)	0.042 (3)	0.038 (3)	−0.001 (2)	0.008 (2)	−0.003 (2)
C17	0.042 (3)	0.044 (3)	0.042 (3)	−0.002 (2)	0.013 (2)	0.012 (2)
C18	0.049 (3)	0.060 (3)	0.024 (3)	−0.004 (3)	−0.001 (2)	0.009 (2)
C19	0.050 (3)	0.052 (3)	0.024 (3)	−0.011 (2)	0.000 (2)	−0.009 (2)
C20	0.033 (2)	0.046 (3)	0.025 (2)	−0.006 (2)	0.003 (2)	0.001 (2)
C21	0.044 (3)	0.047 (3)	0.024 (2)	−0.009 (2)	0.007 (2)	−0.002 (2)
C22	0.045 (3)	0.055 (3)	0.052 (3)	−0.001 (3)	0.006 (3)	−0.003 (3)
C23	0.043 (3)	0.081 (5)	0.055 (4)	−0.017 (3)	0.007 (3)	−0.011 (3)
C24	0.071 (4)	0.065 (4)	0.056 (4)	−0.029 (3)	0.019 (3)	−0.018 (3)
C25	0.091 (5)	0.043 (3)	0.064 (4)	−0.001 (3)	0.021 (4)	−0.008 (3)
C26	0.053 (3)	0.053 (3)	0.046 (3)	0.001 (3)	0.006 (3)	−0.003 (3)
C27	0.052 (3)	0.066 (4)	0.029 (3)	−0.003 (3)	0.012 (2)	0.001 (2)
C28	0.045 (3)	0.095 (5)	0.077 (4)	−0.001 (3)	0.029 (3)	−0.009 (4)
C29	0.035 (3)	0.098 (5)	0.043 (3)	0.001 (3)	−0.006 (3)	0.004 (3)
C30	0.055 (4)	0.071 (4)	0.102 (5)	−0.012 (3)	0.031 (4)	−0.038 (4)
O9	0.043 (2)	0.087 (3)	0.049 (2)	0.0074 (19)	0.0117 (18)	−0.007 (2)
C32	0.113 (7)	0.132 (7)	0.111 (7)	0.041 (5)	0.030 (5)	−0.032 (6)
O10	0.067 (3)	0.081 (3)	0.087 (3)	−0.007 (2)	0.014 (2)	−0.002 (3)
C31	0.089 (6)	0.118 (6)	0.084 (6)	−0.008 (5)	0.005 (4)	0.005 (5)
O11	0.059 (3)	0.074 (3)	0.115 (4)	0.019 (2)	0.030 (3)	0.009 (3)
C33	0.070 (5)	0.079 (5)	0.202 (10)	0.013 (4)	0.028 (6)	0.012 (6)

Ni1—N9	2.052 (4)	C9—C10	1.390 (6)
Ni1—O4	2.054 (3)	C9—H9	0.9300
Ni1—N12i	2.071 (4)	C10—C11	1.370 (7)
Ni1—N6	2.120 (3)	C10—H10	0.9300
Ni1—N6i	2.133 (3)	C11—C12	1.375 (7)
Ni1—N3	2.165 (3)	C11—H11	0.9300
Ni2—O1	2.014 (3)	C12—C13	1.389 (6)
Ni2—O6	2.054 (3)	C12—H12	0.9300
Ni2—O5	2.094 (3)	C13—H13	0.9300
Ni2—N12	2.102 (4)	C14—C15	1.484 (6)
Ni2—N6	2.103 (3)	C15—C16	1.392 (6)
Ni2—N3	2.104 (3)	C15—C20	1.424 (6)
Ni3—O3	2.000 (3)	C16—C17	1.376 (6)
Ni3—O2	2.002 (3)	C16—H16	0.9300
Ni3—O8	2.068 (3)	C17—C18	1.387 (6)
Ni3—O7	2.074 (3)	C17—H17	0.9300
Ni3—N9	2.075 (4)	C18—C19	1.362 (6)
Ni3—N3	2.133 (4)	C18—H18	0.9300
O1—C1	1.262 (5)	C19—C20	1.406 (6)
O2—C1	1.265 (5)	C19—H19	0.9300
O3—C14	1.255 (5)	C21—C26	1.379 (7)
O4—C14	1.273 (5)	C21—C22	1.388 (6)
O5—C27	1.424 (5)	C22—C23	1.380 (7)
O6—C28	1.422 (6)	C22—H22	0.9300
O7—C29	1.418 (5)	C23—C24	1.354 (8)
O8—C30	1.396 (6)	C23—H23	0.9300
N1—C7	1.371 (6)	C24—C25	1.360 (8)
N1—C8	1.408 (5)	C24—H24	0.9300
N1—H1	0.8601	C25—C26	1.387 (7)
N2—C20	1.373 (6)	C25—H25	0.9300
N2—C21	1.408 (6)	C26—H26	0.9300
N2—H2	0.8602	C27—H27A	0.9600
N3—N4	1.231 (5)	C27—H27B	0.9600
N4—N5	1.140 (5)	C27—H27C	0.9600
N6—N7	1.231 (5)	C28—H28A	0.9600
N6—Ni1i	2.133 (3)	C28—H28B	0.9600
N7—N8	1.116 (5)	C28—H28C	0.9600
N9—N10	1.209 (5)	C29—H29A	0.9600
N10—N11	1.145 (6)	C29—H29B	0.9600
N12—N13	1.199 (5)	C29—H29C	0.9600
N12—Ni1i	2.071 (4)	C30—H30A	0.9600
N13—N14	1.146 (5)	C30—H30B	0.9600
C1—C2	1.488 (6)	C30—H30C	0.9600
C2—C3	1.394 (6)	O9—C32	1.399 (7)
C2—C7	1.417 (6)	C32—H32A	0.9600
C3—C4	1.364 (7)	C32—H32B	0.9600
C3—H3	0.9300	C32—H32C	0.9600
C4—C5	1.391 (7)	O10—C31	1.391 (8)
C4—H4	0.9300	C31—H31A	0.9600
C5—C6	1.366 (7)	C31—H31B	0.9600
C5—H5	0.9300	C31—H31C	0.9600
C6—C7	1.406 (6)	O11—C33	1.367 (8)
C6—H6	0.9300	C33—H33A	0.9600
C8—C13	1.373 (6)	C33—H33B	0.9600
C8—C9	1.384 (6)	C33—H33C	0.9600
N9—Ni1—O4	93.08 (13)	C6—C7—C2	117.7 (4)
N9—Ni1—N12i	99.26 (15)	C13—C8—C9	119.3 (4)
O4—Ni1—N12i	90.83 (13)	C13—C8—N1	119.0 (4)
N9—Ni1—N6	96.84 (14)	C9—C8—N1	121.6 (4)
O4—Ni1—N6	169.12 (12)	C8—C9—C10	119.8 (5)
N12i—Ni1—N6	91.98 (13)	C8—C9—H9	120.1
N9—Ni1—N6i	179.03 (14)	C10—C9—H9	120.1
O4—Ni1—N6i	87.46 (12)	C11—C10—C9	120.7 (5)
N12i—Ni1—N6i	81.53 (14)	C11—C10—H10	119.6
N6—Ni1—N6i	82.56 (13)	C9—C10—H10	119.6
N9—Ni1—N3	82.65 (14)	C10—C11—C12	119.5 (5)
O4—Ni1—N3	95.22 (12)	C10—C11—H11	120.3
N12i—Ni1—N3	173.55 (14)	C12—C11—H11	120.3
N6—Ni1—N3	81.66 (12)	C11—C12—C13	120.2 (5)
N6i—Ni1—N3	96.51 (13)	C11—C12—H12	119.9
O1—Ni2—O6	93.00 (13)	C13—C12—H12	119.9
O1—Ni2—O5	84.23 (12)	C8—C13—C12	120.5 (5)
O6—Ni2—O5	94.91 (13)	C8—C13—H13	119.8
O1—Ni2—N12	168.48 (13)	C12—C13—H13	119.8
O6—Ni2—N12	94.32 (14)	O3—C14—O4	124.3 (4)
O5—Ni2—N12	86.29 (14)	O3—C14—C15	117.3 (4)
O1—Ni2—N6	91.76 (13)	O4—C14—C15	118.3 (4)
O6—Ni2—N6	174.19 (14)	C16—C15—C20	119.0 (4)
O5—Ni2—N6	88.87 (12)	C16—C15—C14	119.2 (4)
N12—Ni2—N6	81.51 (13)	C20—C15—C14	121.7 (4)
O1—Ni2—N3	97.55 (13)	C17—C16—C15	122.0 (4)
O6—Ni2—N3	92.54 (13)	C17—C16—H16	119.0
O5—Ni2—N3	172.24 (13)	C15—C16—H16	119.0
N12—Ni2—N3	91.00 (14)	C16—C17—C18	118.7 (4)
N6—Ni2—N3	83.53 (13)	C16—C17—H17	120.6
O3—Ni3—O2	170.33 (12)	C18—C17—H17	120.6
O3—Ni3—O8	85.53 (13)	C19—C18—C17	120.9 (4)
O2—Ni3—O8	88.09 (13)	C19—C18—H18	119.5
O3—Ni3—O7	87.85 (13)	C17—C18—H18	119.5
O2—Ni3—O7	84.40 (13)	C18—C19—C20	121.7 (4)
O8—Ni3—O7	85.37 (13)	C18—C19—H19	119.1
O3—Ni3—N9	90.07 (14)	C20—C19—H19	119.1
O2—Ni3—N9	98.02 (14)	N2—C20—C19	121.0 (4)
O8—Ni3—N9	98.04 (14)	N2—C20—C15	121.5 (4)
O7—Ni3—N9	175.86 (14)	C19—C20—C15	117.4 (4)
O3—Ni3—N3	92.25 (13)	C26—C21—C22	118.1 (4)
O2—Ni3—N3	93.99 (13)	C26—C21—N2	119.8 (4)
O8—Ni3—N3	177.59 (14)	C22—C21—N2	122.1 (5)
O7—Ni3—N3	93.61 (13)	C23—C22—C21	120.8 (5)
N9—Ni3—N3	82.89 (14)	C23—C22—H22	119.6
C1—O1—Ni2	133.1 (3)	C21—C22—H22	119.6
C1—O2—Ni3	129.7 (3)	C24—C23—C22	120.4 (5)
C14—O3—Ni3	133.7 (3)	C24—C23—H23	119.8
C14—O4—Ni1	125.1 (3)	C22—C23—H23	119.8
C27—O5—Ni2	130.1 (3)	C23—C24—C25	119.8 (5)
C28—O6—Ni2	129.1 (3)	C23—C24—H24	120.1
C29—O7—Ni3	128.7 (3)	C25—C24—H24	120.1
C30—O8—Ni3	120.7 (3)	C24—C25—C26	120.8 (6)
C7—N1—C8	126.5 (4)	C24—C25—H25	119.6
C7—N1—H1	116.7	C26—C25—H25	119.6
C8—N1—H1	116.8	C21—C26—C25	120.1 (5)
C20—N2—C21	125.7 (4)	C21—C26—H26	120.0
C20—N2—H2	117.1	C25—C26—H26	120.0
C21—N2—H2	117.2	O5—C27—H27A	109.5
N4—N3—Ni2	113.9 (3)	O5—C27—H27B	109.5
N4—N3—Ni3	113.6 (3)	H27A—C27—H27B	109.5
Ni2—N3—Ni3	119.03 (16)	O5—C27—H27C	109.5
N4—N3—Ni1	120.4 (3)	H27A—C27—H27C	109.5
Ni2—N3—Ni1	96.71 (13)	H27B—C27—H27C	109.5
Ni3—N3—Ni1	90.38 (13)	O6—C28—H28A	109.5
N5—N4—N3	179.0 (5)	O6—C28—H28B	109.5
N7—N6—Ni2	115.2 (3)	H28A—C28—H28B	109.5
N7—N6—Ni1	124.7 (3)	O6—C28—H28C	109.5
Ni2—N6—Ni1	98.09 (13)	H28A—C28—H28C	109.5
N7—N6—Ni1i	119.0 (3)	H28B—C28—H28C	109.5
Ni2—N6—Ni1i	97.17 (13)	O7—C29—H29A	109.5
Ni1—N6—Ni1i	97.44 (13)	O7—C29—H29B	109.5
N8—N7—N6	177.4 (5)	H29A—C29—H29B	109.5
N10—N9—Ni1	126.5 (3)	O7—C29—H29C	109.5
N10—N9—Ni3	125.2 (3)	H29A—C29—H29C	109.5
Ni1—N9—Ni3	95.24 (16)	H29B—C29—H29C	109.5
N11—N10—N9	177.3 (5)	O8—C30—H30A	109.5
N13—N12—Ni1i	128.4 (3)	O8—C30—H30B	109.5
N13—N12—Ni2	131.1 (3)	H30A—C30—H30B	109.5
Ni1i—N12—Ni2	99.16 (16)	O8—C30—H30C	109.5
N14—N13—N12	178.7 (5)	H30A—C30—H30C	109.5
O1—C1—O2	123.4 (4)	H30B—C30—H30C	109.5
O1—C1—C2	119.9 (4)	O9—C32—H32A	109.5
O2—C1—C2	116.7 (4)	O9—C32—H32B	109.5
C3—C2—C7	118.7 (4)	H32A—C32—H32B	109.5
C3—C2—C1	118.4 (4)	O9—C32—H32C	109.5
C7—C2—C1	122.9 (4)	H32A—C32—H32C	109.5
C4—C3—C2	122.7 (5)	H32B—C32—H32C	109.5
C4—C3—H3	118.7	O10—C31—H31A	109.5
C2—C3—H3	118.7	O10—C31—H31B	109.5
C3—C4—C5	118.7 (5)	H31A—C31—H31B	109.5
C3—C4—H4	120.6	O10—C31—H31C	109.5
C5—C4—H4	120.6	H31A—C31—H31C	109.5
C6—C5—C4	120.5 (5)	H31B—C31—H31C	109.5
C6—C5—H5	119.8	O11—C33—H33A	109.5
C4—C5—H5	119.8	O11—C33—H33B	109.5
C5—C6—C7	121.7 (5)	H33A—C33—H33B	109.5
C5—C6—H6	119.2	O11—C33—H33C	109.5
C7—C6—H6	119.2	H33A—C33—H33C	109.5
N1—C7—C6	120.1 (4)	H33B—C33—H33C	109.5
N1—C7—C2	122.0 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1	0.86	2.05	2.666 (5)	128
N2—H2···O3	0.86	2.08	2.677 (5)	126

Table 1

Selected bond lengths (Å)

Ni1—N9	2.052 (4)
Ni1—O4	2.054 (3)
Ni1—N12i	2.071 (4)
Ni1—N6	2.120 (3)
Ni1—N6i	2.133 (3)
Ni1—N3	2.165 (3)
Ni2—O1	2.014 (3)
Ni2—O6	2.054 (3)
Ni2—O5	2.094 (3)
Ni2—N12	2.102 (4)
Ni2—N6	2.103 (3)
Ni2—N3	2.104 (3)
Ni3—O3	2.000 (3)
Ni3—O2	2.002 (3)
Ni3—O8	2.068 (3)
Ni3—O7	2.074 (3)
Ni3—N9	2.075 (4)
Ni3—N3	2.133 (4)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O1	0.86	2.05	2.666 (5)	128
N2—H2⋯O3	0.86	2.08	2.677 (5)	126