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Acta Cryst. (2007). E63, m2123    [ doi:10.1107/S1600536807033296 ]

Diaquabis[(1R,2R)-(+)-1,2-diphenylethylenediamine-[kappa]2N,N']nickel(II) dichloride-dichloridobis(1,10-phenanthroline-[kappa]2N,N')nickel(II) (1/2)

Y.-Z. Zhang, Z.-L. Chen and S. W. Ng

Abstract top

In the title compound, [Ni(C14H16N2)2(H2O)2]Cl2·2[NiCl2(C12H8N2)2], the dication, whose Ni atom is chelated by a chiral ligand, lies about a pseudo-inversion site. The dication uses its coordinated water molecules to form hydrogen bonds to the chloride counterion as well as to a coordinated Cl atom of the neutral complex. The three Ni atoms exist in octahedral geometries.

Comment top

1,2-Diphenylethylenediamine, which can exist in the meso and the optically active R,R and S,S forms, behaves like ethylenediamine in a number of metal complexes; several nickel(II) complexes have been characterized by crystallography. These have the ligand functioning in the expected chelating mode, as noted in the nitrite/perchlorate, nitrite/chloride (Finney et al., 1981), dichloride (García-Granda & Gómez-Beltrán, 1984; Murmann & Barnes, 2004) and acetate (García-Granda et al., 1990) derivatives. The dichloride complexes are ionic and there is no direct interaction between the four-coordinate cation and the halide.

The attempt to synthesize a similar, mixed-ligand complex, by adding a molar equivalent of 1,10-phenanthroline yielded a cocrystal of dichlorobis(phenanthroline)nickel and diaquabis(diphenylethylenediamine)nickel dichloride (Fig. 1). The trinuclear compound lies on a false inversion site. The nickel atom of the diaquabis(diphenylethylenediamine)nickel cation lies on this site, which also relates the two neutral dichlorobis(phenanthroline)nickel to each other. The cation uses its water molecules to form hydrogen bonds to the free chlorine anion as well as to the chlorine atom of the neutral molecule. The three nickel atoms exist in octahedral geometries.

Related literature top

For the nickel complexes of meso-, R,R- and S,S -1,2-diphenylethylenediamine, see: Finney et al. (1981); García-Granda & Gómez-Beltrán (1984); García-Granda et al. (1990); Murmann & Barnes (2004).

Experimental top

Nickel chloride hexahydrate (0.237 g, 1 mmol), (1R,2R)-(+)–1,2-diphenylethylenediamine (0.212 g, 1 mmol) and 1,10-phenanthroline (0.198 g, 1 mmol) were placed in a 23-ml, Teflon-lined, Parr bomb along with ethanol (12 ml). The bomb was heated at 413 K for 72 h, and then cooled over 24 h. Green crystals were isolated in 40% yield.

Refinement top

The phenyl rings were refined as rigid hexagons of 1.39 Å sides as were the six-membered central ring in the phenanthroline ligands. In the phenanthroline ligands, the N–C distances were restrained to with 0.005 Å of each other, as were the other C–C distances. For the diphenylethylenediamine ligands, the N–C distances were restrained to 1.450±0.005 Å and the aliphatic C–C distances to 1.500±0.005 Å. Additionally, the temperature factors of all carbon, nitrogen and oxygen atoms were restrained to be nearly isotropic. The refinement necessitated somewhat tight restraints.

Carbon-bound H atoms were placed at calculated positions (C–H 0.93 Å) and were included in the refinement in the riding model approximation, with Uiso(H) set to 1.2 times Ueq(C). The water H-atoms were similarly treated (O–H 0.82 Å).

Computing details top

Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot of the cocrystal. Displacement ellipsoids are drawn at the 50% probability level, and H atoms as spheres of arbitrary radii. The dashed lines denote the intermolecular hydrogen bonds.
Diaquabis[(1R,2R)-(+)–1,2-diphenylethylenediamine- κ2N,N']nickel(II) dichloride–dichloridobis(1,10-phenanthroline- κ2N,N')nickel(II) (1/2) top
Crystal data top
[Ni(C14H16N2)2(H2O)2]Cl2·2[NiCl2(C12H8N2)2]F(000) = 1620
Mr = 1570.25Dx = 1.461 Mg m−3
Monoclinic, P21Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ybCell parameters from 3615 reflections
a = 12.390 (2) Åθ = 2.3–24.4°
b = 13.819 (2) ŵ = 1.06 mm−1
c = 21.261 (3) ÅT = 293 K
β = 101.348 (2)°Block, green
V = 3569.1 (9) Å30.48 × 0.23 × 0.18 mm
Z = 2
Data collection top
Bruker APEX area-detector
diffractometer		14184 independent reflections
Radiation source: fine-focus sealed tube7201 reflections with I > 2σ(I)
graphiteRint = 0.046
φ and ω scansθmax = 27.5°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −16→14
Tmin = 0.629, Tmax = 0.832k = −15→17
22161 measured reflectionsl = −27→27
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.056H-atom parameters constrained
wR(F2) = 0.165 w = 1/[σ2(Fo2) + (0.0657P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.02(Δ/σ)max = 0.002
14184 reflectionsΔρmax = 0.73 e Å−3
796 parametersΔρmin = −0.50 e Å−3
590 restraintsAbsolute structure: Flack (1983), 5767 Friedel pairs
Primary atom site location: structure-invariant direct methodsFlack parameter: −0.07 (3)
Crystal data top
[Ni(C14H16N2)2(H2O)2]Cl2·2[NiCl2(C12H8N2)2]V = 3569.1 (9) Å3
Mr = 1570.25Z = 2
Monoclinic, P21Mo Kα radiation
a = 12.390 (2) ŵ = 1.06 mm−1
b = 13.819 (2) ÅT = 293 K
c = 21.261 (3) Å0.48 × 0.23 × 0.18 mm
β = 101.348 (2)°
Data collection top
Bruker APEX area-detector
diffractometer		14184 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		7201 reflections with I > 2σ(I)
Tmin = 0.629, Tmax = 0.832Rint = 0.046
22161 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.056H-atom parameters constrained
wR(F2) = 0.165Δρmax = 0.73 e Å−3
S = 1.02Δρmin = −0.50 e Å−3
14184 reflectionsAbsolute structure: Flack (1983), 5767 Friedel pairs
796 parametersFlack parameter: −0.07 (3)
590 restraints
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ni10.29514 (10)0.5000 (1)0.49741 (6)0.0299 (4)
Ni20.25490 (14)0.5183 (2)0.75226 (8)0.0338 (2)
Ni30.20348 (10)0.53816 (7)1.00447 (6)0.0316 (4)
Cl10.2252 (2)0.6289 (3)0.55598 (13)0.0430 (8)
Cl20.4373 (2)0.4691 (3)0.58756 (13)0.0421 (9)
Cl30.2784 (3)0.4096 (3)0.94865 (13)0.0456 (9)
Cl40.0615 (2)0.5664 (3)0.91330 (13)0.0424 (9)
Cl50.2419 (3)0.2174 (3)0.73513 (16)0.0572 (11)
Cl60.2600 (3)0.8237 (3)0.76323 (16)0.0553 (10)
O1W0.1792 (6)0.4053 (7)0.7986 (3)0.044 (2)
H1W10.17610.42210.83520.065*
H1W20.21590.35560.80000.065*
O2W0.3293 (6)0.6312 (7)0.7052 (3)0.044 (2)
H2W10.30280.63070.66670.066*
H2W20.31750.68380.72040.066*
N10.3601 (6)0.3954 (7)0.4420 (4)0.038 (3)
N20.3986 (6)0.5863 (6)0.4543 (4)0.034 (3)
N30.1607 (5)0.5282 (6)0.4219 (3)0.030 (2)
N40.1767 (5)0.4016 (7)0.5181 (3)0.032 (2)
N50.1297 (5)0.4921 (7)0.6732 (4)0.035 (2)
H5A0.14510.51940.63970.042*
H5B0.12300.43100.66610.042*
N60.1413 (6)0.6165 (7)0.7728 (3)0.035 (2)
H6A0.11340.59570.80420.042*
H6B0.17310.67100.78380.042*
N70.3814 (6)0.5373 (7)0.8346 (4)0.042 (2)
H7A0.41060.59360.83350.051*
H7B0.35390.53390.86860.051*
N80.3740 (5)0.4240 (7)0.7278 (4)0.035 (2)
H8A0.35430.36500.73200.042*
H8B0.37850.43290.68840.042*
N90.1349 (6)0.6434 (7)1.0580 (4)0.038 (3)
N100.1035 (7)0.4532 (7)1.0484 (4)0.039 (3)
N110.3398 (5)0.5123 (7)1.0794 (4)0.034 (2)
N120.3175 (5)0.6347 (7)0.9814 (3)0.033 (2)
C10.4366 (5)0.4348 (6)0.4119 (3)0.037 (3)
C20.4929 (7)0.3789 (5)0.3745 (4)0.056 (4)
C30.5649 (6)0.4225 (8)0.3406 (3)0.076 (5)
H30.60250.38510.31560.092*
C40.5806 (5)0.5221 (8)0.3441 (3)0.070 (4)
H40.62880.55130.32140.084*
C50.5244 (7)0.5780 (5)0.3814 (4)0.054 (4)
C60.4524 (5)0.5344 (6)0.4153 (3)0.040 (3)
C70.4764 (10)0.2793 (6)0.3723 (6)0.072 (5)
H70.51650.24020.34960.086*
C80.4004 (9)0.2388 (9)0.4037 (5)0.066 (4)
H80.38770.17250.40250.079*
C90.3432 (10)0.2998 (7)0.4373 (5)0.054 (4)
H90.29040.27290.45760.065*
C100.5338 (10)0.6777 (6)0.3872 (6)0.070 (4)
H100.58000.71010.36470.084*
C110.4768 (9)0.7308 (10)0.4253 (5)0.071 (5)
H110.48360.79780.42770.086*
C120.4090 (9)0.6821 (7)0.4600 (5)0.049 (3)
H120.37160.71600.48690.059*
C130.0692 (5)0.4766 (5)0.4267 (3)0.031 (3)
C14−0.0298 (6)0.4863 (5)0.3832 (3)0.034 (3)
C15−0.1196 (4)0.4293 (7)0.3894 (3)0.055 (4)
H15−0.18580.43580.36020.066*
C16−0.1104 (5)0.3626 (6)0.4390 (4)0.048 (3)
H16−0.17040.32440.44320.057*
C17−0.0114 (6)0.3529 (5)0.4826 (3)0.041 (3)
C180.0784 (4)0.4099 (6)0.4764 (3)0.033 (3)
C19−0.0362 (8)0.5558 (7)0.3345 (4)0.046 (3)
H19−0.10140.56520.30490.055*
C200.0565 (7)0.6102 (9)0.3315 (5)0.049 (4)
H200.05380.65700.29980.059*
C210.1533 (8)0.5951 (8)0.3758 (4)0.045 (3)
H210.21480.63240.37320.054*
C220.0032 (9)0.2872 (8)0.5335 (4)0.061 (4)
H22−0.05580.24870.53890.073*
C230.1023 (7)0.2777 (9)0.5760 (5)0.046 (3)
H230.11140.23330.60950.055*
C240.1879 (8)0.3376 (8)0.5662 (4)0.040 (3)
H240.25550.33300.59430.048*
C250.0271 (5)0.5315 (5)0.6866 (3)0.042 (2)
H250.00640.49060.72000.051*
C260.0539 (5)0.6301 (5)0.7160 (3)0.041 (2)
H260.08740.66640.68520.049*
C27−0.0695 (5)0.5310 (6)0.6305 (3)0.042 (3)
C28−0.1636 (6)0.4801 (6)0.6368 (3)0.068 (3)
H28−0.16600.44730.67470.082*
C29−0.2541 (5)0.4781 (6)0.5864 (4)0.072 (3)
H29−0.31700.44400.59060.086*
C30−0.2505 (5)0.5271 (7)0.5297 (3)0.067 (3)
H30−0.31100.52580.49600.081*
C31−0.1564 (6)0.5780 (6)0.5235 (3)0.064 (3)
H31−0.15400.61080.48560.077*
C32−0.0659 (5)0.5800 (6)0.5739 (3)0.056 (3)
H32−0.00300.61400.56970.067*
C33−0.0425 (5)0.6905 (6)0.7272 (4)0.037 (3)
C34−0.1180 (6)0.6580 (5)0.7629 (3)0.062 (3)
H34−0.11120.59620.78060.074*
C35−0.2038 (5)0.7177 (7)0.7721 (3)0.072 (3)
H35−0.25440.69590.79590.086*
C36−0.2141 (6)0.8101 (6)0.7456 (4)0.074 (4)
H36−0.27150.85000.75180.089*
C37−0.1386 (7)0.8426 (5)0.7100 (4)0.062 (3)
H37−0.14550.90440.69230.075*
C38−0.0528 (5)0.7829 (6)0.7008 (3)0.062 (3)
H38−0.00230.80470.67690.074*
C390.4657 (5)0.4626 (6)0.8365 (3)0.040 (2)
H390.43730.40350.85290.048*
C400.4817 (5)0.4411 (6)0.7691 (3)0.042 (2)
H400.51300.49900.75310.050*
C410.5703 (5)0.4891 (6)0.8827 (3)0.046 (3)
C420.6388 (7)0.5615 (6)0.8674 (3)0.091 (4)
H420.61970.59460.82880.109*
C430.7357 (6)0.5843 (6)0.9100 (4)0.113 (5)
H430.78150.63270.89980.136*
C440.7641 (5)0.5349 (7)0.9678 (4)0.079 (4)
H440.82900.55020.99630.095*
C450.6957 (6)0.4625 (6)0.9831 (3)0.073 (4)
H450.71470.42941.02170.087*
C460.5988 (6)0.4396 (5)0.9405 (3)0.056 (3)
H460.55300.39120.95070.067*
C470.5609 (5)0.3586 (5)0.7668 (4)0.041 (3)
C480.6560 (6)0.3785 (5)0.7438 (4)0.079 (4)
H480.66890.44090.73050.095*
C490.7318 (5)0.3054 (7)0.7407 (4)0.098 (5)
H490.79550.31880.72530.117*
C500.7125 (6)0.2123 (6)0.7606 (4)0.064 (3)
H500.76320.16340.75850.077*
C510.6174 (7)0.1923 (5)0.7836 (3)0.064 (4)
H510.60450.13000.79690.077*
C520.5416 (5)0.2654 (6)0.7867 (3)0.055 (3)
H520.47790.25200.80210.066*
C530.0607 (5)0.6031 (6)1.0899 (3)0.041 (3)
C540.0013 (7)0.6585 (5)1.1258 (4)0.056 (4)
C55−0.0704 (6)0.6138 (7)1.1595 (3)0.066 (4)
H55−0.11010.65081.18360.079*
C56−0.0827 (5)0.5138 (8)1.1572 (3)0.076 (4)
H56−0.13070.48391.17970.091*
C57−0.0233 (7)0.4585 (5)1.1212 (4)0.054 (4)
C580.0484 (5)0.5031 (6)1.0876 (3)0.041 (3)
C590.0182 (10)0.7580 (6)1.1268 (6)0.076 (5)
H59−0.02180.79741.14930.091*
C600.0933 (10)0.7992 (10)1.0949 (6)0.077 (5)
H600.10480.86571.09590.092*
C610.1513 (10)0.7389 (7)1.0612 (5)0.054 (4)
H610.20330.76581.04030.065*
C62−0.0342 (10)0.3584 (6)1.1188 (6)0.070 (4)
H62−0.07750.32661.14340.083*
C630.0209 (9)0.3075 (9)1.0789 (5)0.062 (4)
H630.01360.24071.07530.075*
C640.0877 (10)0.3575 (8)1.0442 (6)0.056 (4)
H640.12300.32241.01690.067*
C650.4298 (5)0.5649 (5)1.0721 (3)0.032 (3)
C660.5300 (6)0.5571 (5)1.1147 (3)0.044 (3)
C670.6183 (4)0.6146 (7)1.1068 (3)0.049 (3)
H670.68540.60941.13540.059*
C680.6065 (5)0.6800 (6)1.0563 (4)0.059 (4)
H680.66560.71861.05100.071*
C690.5063 (6)0.6879 (6)1.0136 (3)0.039 (3)
C700.4180 (4)0.6303 (6)1.0215 (3)0.031 (3)
C710.5383 (9)0.4863 (7)1.1623 (5)0.057 (4)
H710.60550.47641.18990.069*
C720.4489 (7)0.4308 (9)1.1691 (5)0.053 (4)
H720.45480.38361.20080.064*
C730.3498 (8)0.4475 (8)1.1273 (4)0.042 (3)
H730.28800.41261.13250.050*
C740.4920 (8)0.7537 (8)0.9627 (4)0.042 (3)
H740.54920.79380.95650.050*
C750.3907 (8)0.7573 (10)0.9221 (5)0.056 (4)
H750.37980.79850.88680.067*
C760.3046 (9)0.6995 (8)0.9336 (5)0.044 (3)
H760.23560.70610.90720.053*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0295 (7)0.0305 (11)0.0294 (7)−0.0009 (7)0.0051 (6)0.0016 (8)
Ni20.0321 (5)0.0401 (5)0.0297 (4)−0.0037 (4)0.0073 (3)−0.0004 (4)
Ni30.0335 (8)0.0357 (12)0.0258 (7)0.0005 (7)0.0063 (6)0.0007 (8)
Cl10.0495 (18)0.039 (2)0.0415 (17)0.0118 (15)0.0121 (14)−0.0011 (16)
Cl20.0401 (17)0.046 (2)0.0370 (16)0.0067 (15)0.0005 (13)0.0036 (16)
Cl30.057 (2)0.045 (2)0.0348 (17)0.0134 (17)0.0100 (14)−0.0015 (16)
Cl40.0397 (17)0.050 (3)0.0343 (16)0.0065 (15)0.0002 (13)0.0008 (16)
Cl50.061 (2)0.059 (3)0.0510 (18)−0.0211 (19)0.0089 (16)−0.007 (2)
Cl60.070 (2)0.043 (3)0.0504 (18)−0.0181 (19)0.0063 (17)−0.0025 (19)
O1W0.045 (4)0.053 (5)0.036 (4)−0.004 (4)0.015 (3)0.008 (4)
O2W0.054 (4)0.040 (5)0.041 (4)−0.004 (4)0.015 (4)0.000 (4)
N10.042 (5)0.042 (6)0.030 (5)0.000 (4)0.006 (4)−0.005 (4)
N20.032 (4)0.042 (6)0.029 (4)−0.010 (4)0.003 (4)0.007 (4)
N30.038 (4)0.026 (5)0.027 (4)−0.004 (4)0.005 (3)0.002 (4)
N40.038 (5)0.030 (5)0.031 (5)−0.006 (4)0.010 (4)−0.002 (4)
N50.028 (4)0.035 (5)0.043 (4)0.003 (3)0.007 (3)−0.002 (4)
N60.032 (4)0.043 (5)0.029 (4)−0.008 (4)0.004 (3)−0.006 (4)
N70.040 (4)0.052 (6)0.038 (4)−0.004 (4)0.012 (3)−0.006 (4)
N80.033 (4)0.042 (5)0.033 (4)0.001 (4)0.012 (4)0.004 (4)
N90.042 (5)0.039 (6)0.033 (5)0.006 (4)0.004 (4)0.002 (4)
N100.033 (5)0.044 (6)0.037 (5)−0.001 (4)0.006 (4)0.002 (5)
N110.038 (4)0.038 (6)0.025 (4)0.005 (5)0.004 (3)0.003 (5)
N120.038 (5)0.036 (6)0.023 (4)0.002 (4)0.002 (4)0.002 (4)
C10.027 (5)0.050 (7)0.033 (5)0.008 (5)0.004 (4)−0.002 (5)
C20.046 (6)0.079 (8)0.040 (6)0.007 (6)0.004 (5)−0.005 (6)
C30.053 (7)0.125 (9)0.052 (7)0.016 (7)0.013 (6)−0.014 (7)
C40.042 (6)0.132 (9)0.043 (6)−0.008 (7)0.022 (5)0.013 (7)
C50.034 (5)0.085 (8)0.039 (6)−0.008 (6)−0.005 (5)0.002 (6)
C60.031 (5)0.065 (7)0.026 (5)0.001 (5)0.009 (4)0.005 (5)
C70.072 (7)0.090 (9)0.049 (6)0.028 (6)0.004 (6)−0.022 (6)
C80.082 (7)0.053 (7)0.058 (7)0.022 (6)0.005 (6)−0.013 (6)
C90.063 (6)0.052 (8)0.045 (6)0.003 (6)0.006 (5)−0.004 (6)
C100.056 (7)0.108 (9)0.044 (6)−0.026 (6)0.004 (5)0.021 (6)
C110.073 (7)0.062 (8)0.070 (7)−0.027 (6)−0.007 (6)0.025 (6)
C120.048 (6)0.041 (7)0.053 (6)−0.019 (5)−0.004 (5)0.005 (5)
C130.032 (5)0.030 (6)0.030 (5)−0.003 (4)0.006 (4)−0.004 (5)
C140.029 (5)0.036 (6)0.034 (5)0.000 (4)−0.002 (4)−0.004 (5)
C150.042 (6)0.064 (7)0.055 (6)0.002 (6)0.000 (5)−0.014 (6)
C160.032 (5)0.047 (7)0.060 (6)−0.014 (5)0.002 (5)−0.008 (5)
C170.042 (6)0.040 (7)0.044 (6)−0.011 (5)0.013 (5)−0.002 (5)
C180.029 (5)0.035 (6)0.034 (5)−0.007 (5)0.009 (4)−0.009 (5)
C190.046 (6)0.056 (7)0.029 (5)0.007 (5)−0.010 (4)0.002 (5)
C200.053 (6)0.047 (7)0.044 (6)0.006 (5)−0.001 (5)0.017 (6)
C210.053 (6)0.049 (7)0.033 (5)0.005 (5)0.009 (5)0.005 (5)
C220.058 (6)0.060 (8)0.069 (7)−0.031 (6)0.025 (6)−0.017 (6)
C230.068 (6)0.038 (6)0.036 (5)−0.010 (5)0.019 (5)0.005 (5)
C240.045 (5)0.044 (7)0.029 (5)0.010 (5)0.003 (4)0.000 (5)
C250.036 (4)0.050 (5)0.037 (4)−0.002 (4)−0.001 (3)−0.002 (4)
C260.034 (4)0.051 (5)0.034 (4)0.003 (4)−0.002 (4)0.002 (4)
C270.036 (5)0.059 (6)0.030 (4)−0.003 (4)0.003 (4)−0.008 (4)
C280.056 (6)0.091 (8)0.050 (6)−0.022 (5)−0.009 (5)0.008 (5)
C290.046 (5)0.089 (7)0.072 (6)−0.029 (5)−0.012 (5)0.008 (6)
C300.055 (6)0.085 (7)0.051 (6)0.000 (5)−0.016 (5)0.002 (5)
C310.063 (6)0.067 (7)0.057 (6)0.004 (5)0.000 (5)0.008 (5)
C320.050 (5)0.057 (6)0.053 (6)−0.009 (5)−0.005 (5)−0.007 (5)
C330.028 (4)0.052 (6)0.030 (4)0.003 (4)0.004 (4)−0.001 (4)
C340.059 (6)0.057 (6)0.071 (6)−0.002 (5)0.016 (5)0.018 (5)
C350.050 (5)0.094 (8)0.076 (6)−0.008 (5)0.024 (5)0.015 (6)
C360.065 (7)0.089 (8)0.069 (7)0.030 (6)0.013 (6)−0.006 (6)
C370.063 (6)0.053 (7)0.075 (7)0.006 (5)0.021 (5)0.017 (6)
C380.057 (6)0.060 (7)0.073 (6)0.015 (5)0.023 (5)0.010 (5)
C390.039 (4)0.043 (5)0.035 (4)0.003 (4)−0.001 (4)−0.002 (4)
C400.031 (4)0.053 (5)0.039 (5)0.000 (4)0.004 (4)−0.002 (4)
C410.041 (5)0.060 (6)0.034 (5)−0.002 (4)0.004 (4)−0.003 (5)
C420.088 (7)0.121 (9)0.057 (6)−0.057 (6)−0.004 (5)0.024 (6)
C430.100 (8)0.141 (10)0.093 (8)−0.056 (7)0.005 (7)0.014 (7)
C440.056 (6)0.098 (8)0.070 (7)−0.006 (6)−0.020 (5)−0.013 (6)
C450.077 (7)0.067 (7)0.065 (6)0.003 (5)−0.008 (5)−0.004 (5)
C460.051 (5)0.067 (6)0.045 (5)−0.009 (5)−0.003 (4)−0.001 (5)
C470.032 (5)0.056 (6)0.031 (5)−0.006 (4)0.000 (4)0.000 (4)
C480.070 (6)0.070 (7)0.108 (8)0.013 (5)0.042 (6)0.033 (6)
C490.090 (7)0.097 (8)0.120 (8)0.017 (6)0.055 (7)0.032 (7)
C500.049 (6)0.077 (7)0.069 (6)0.022 (5)0.018 (5)0.018 (6)
C510.075 (6)0.059 (7)0.060 (6)0.016 (5)0.017 (5)0.010 (6)
C520.063 (6)0.056 (7)0.055 (5)0.006 (5)0.032 (5)0.003 (5)
C530.034 (5)0.068 (8)0.021 (5)0.007 (5)0.002 (4)0.000 (5)
C540.044 (6)0.084 (8)0.040 (6)0.020 (6)0.010 (5)−0.008 (6)
C550.038 (6)0.120 (9)0.046 (6)0.014 (6)0.021 (5)−0.011 (6)
C560.048 (6)0.133 (9)0.046 (6)−0.009 (7)0.010 (5)0.004 (7)
C570.040 (6)0.086 (8)0.038 (6)−0.013 (6)0.013 (5)0.012 (6)
C580.031 (5)0.058 (7)0.033 (5)−0.001 (5)0.001 (4)0.005 (5)
C590.067 (7)0.097 (9)0.063 (7)0.035 (7)0.010 (6)−0.021 (7)
C600.096 (8)0.065 (8)0.070 (7)0.017 (7)0.015 (6)−0.014 (7)
C610.070 (7)0.047 (7)0.046 (6)0.007 (6)0.011 (5)−0.012 (6)
C620.051 (6)0.093 (8)0.059 (7)−0.034 (6)−0.002 (5)0.021 (6)
C630.063 (7)0.052 (7)0.065 (7)−0.024 (6)−0.004 (6)0.012 (6)
C640.058 (7)0.059 (8)0.048 (6)−0.009 (6)0.006 (5)−0.001 (6)
C650.028 (5)0.034 (6)0.035 (5)0.006 (4)0.007 (4)−0.008 (5)
C660.044 (6)0.041 (7)0.046 (6)0.007 (5)0.002 (5)−0.013 (5)
C670.027 (5)0.050 (7)0.065 (6)0.004 (5)−0.003 (5)−0.007 (6)
C680.050 (6)0.058 (7)0.074 (7)−0.011 (6)0.021 (6)−0.009 (6)
C690.034 (5)0.044 (7)0.040 (5)−0.002 (5)0.005 (4)−0.003 (5)
C700.035 (5)0.028 (6)0.028 (5)0.005 (5)0.001 (4)0.001 (5)
C710.050 (6)0.064 (8)0.055 (6)0.016 (6)0.003 (5)−0.011 (6)
C720.064 (7)0.051 (7)0.039 (6)0.013 (6)−0.002 (5)0.013 (6)
C730.046 (6)0.039 (6)0.039 (5)0.001 (5)0.003 (5)0.005 (5)
C740.048 (6)0.037 (6)0.042 (5)−0.012 (5)0.011 (5)0.008 (5)
C750.078 (7)0.042 (7)0.049 (6)−0.012 (6)0.011 (6)0.006 (6)
C760.050 (6)0.039 (7)0.042 (6)−0.011 (5)0.007 (5)0.003 (5)
Geometric parameters (Å, °) top
Ni1—N22.090 (9)C25—H250.9800
Ni1—N42.109 (8)C26—C331.514 (4)
Ni1—N32.109 (7)C26—H260.9800
Ni1—N12.120 (10)C27—C281.3900
Ni1—Cl22.372 (3)C27—C321.3900
Ni1—Cl12.429 (3)C28—C291.3900
Ni2—N62.064 (9)C28—H280.9300
Ni2—N52.082 (8)C29—C301.3900
Ni2—N82.108 (9)C29—H290.9300
Ni2—N72.123 (8)C30—C311.3900
Ni2—O1W2.157 (8)C30—H300.9300
Ni2—O2W2.156 (8)C31—C321.3900
Ni3—N102.059 (10)C31—H310.9300
Ni3—N122.071 (9)C32—H320.9300
Ni3—N112.112 (7)C33—C341.3900
Ni3—N92.125 (10)C33—C381.3900
Ni3—Cl42.380 (3)C34—C351.3900
Ni3—Cl32.421 (4)C34—H340.9300
O1W—H1W10.8200C35—C361.3900
O1W—H1W20.8200C35—H350.9300
O2W—H2W10.8200C36—C371.3900
O2W—H2W20.8200C36—H360.9300
N1—C91.338 (5)C37—C381.3900
N1—C11.358 (4)C37—H370.9300
N2—C121.332 (5)C38—H380.9300
N2—C61.365 (4)C39—C411.509 (5)
N3—C211.339 (5)C39—C401.515 (5)
N3—C131.360 (4)C39—H390.9800
N4—C241.340 (5)C40—C471.511 (5)
N4—C181.362 (4)C40—H400.9800
N5—C251.462 (5)C41—C421.3900
N5—H5A0.8600C41—C461.3900
N5—H5B0.8600C42—C431.3900
N6—C261.466 (5)C42—H420.9300
N6—H6A0.8600C43—C441.3900
N6—H6B0.8600C43—H430.9300
N7—C391.464 (5)C44—C451.3900
N7—H7A0.8600C44—H440.9300
N7—H7B0.8600C45—C461.3900
N8—C401.464 (5)C45—H450.9300
N8—H8A0.8600C46—H460.9300
N8—H8B0.8600C47—C481.3900
N9—C611.334 (5)C47—C521.3900
N9—C531.364 (4)C48—C491.3900
N10—C641.337 (5)C48—H480.9300
N10—C581.364 (4)C49—C501.3900
N11—C731.342 (5)C49—H490.9300
N11—C651.365 (4)C50—C511.3900
N12—C761.340 (5)C50—H500.9300
N12—C701.365 (4)C51—C521.3900
C1—C21.3900C51—H510.9300
C1—C61.3900C52—H520.9300
C2—C71.390 (5)C53—C541.3900
C2—C31.3900C53—C581.3900
C3—C41.3900C54—C551.3900
C3—H30.9300C54—C591.391 (5)
C4—C51.3900C55—C561.3900
C4—H40.9300C55—H550.9300
C5—C101.386 (5)C56—C571.3900
C5—C61.3900C56—H560.9300
C7—C81.376 (5)C57—C621.389 (5)
C7—H70.9300C57—C581.3900
C8—C91.386 (5)C59—C601.377 (5)
C8—H80.9300C59—H590.9300
C9—H90.9300C60—C611.388 (5)
C10—C111.384 (5)C60—H600.9300
C10—H100.9300C61—H610.9300
C11—C121.396 (5)C62—C631.381 (5)
C11—H110.9300C62—H620.9300
C12—H120.9300C63—C641.395 (5)
C13—C141.3900C63—H630.9300
C13—C181.3900C64—H640.9300
C14—C151.3900C65—C661.3900
C14—C191.403 (5)C65—C701.3900
C15—C161.3900C66—C671.3900
C15—H150.9300C66—C711.395 (5)
C16—C171.3900C67—C681.3900
C16—H160.9300C67—H670.9300
C17—C181.3900C68—C691.3900
C17—C221.397 (5)C68—H680.9300
C19—C201.384 (5)C69—C701.3900
C19—H190.9300C69—C741.398 (5)
C20—C211.387 (5)C71—C721.379 (5)
C20—H200.9300C71—H710.9300
C21—H210.9300C72—C731.387 (5)
C22—C231.380 (5)C72—H720.9300
C22—H220.9300C73—H730.9300
C23—C241.393 (5)C74—C751.377 (5)
C23—H230.9300C74—H740.9300
C24—H240.9300C75—C761.393 (5)
C25—C261.508 (5)C75—H750.9300
C25—C271.515 (4)C76—H760.9300
N2—Ni1—N4166.2 (3)C23—C24—H24118.7
N2—Ni1—N391.2 (3)N5—C25—C26106.7 (6)
N4—Ni1—N378.4 (3)N5—C25—C27115.3 (6)
N2—Ni1—N179.2 (3)C26—C25—C27114.0 (6)
N4—Ni1—N191.9 (3)N5—C25—H25106.8
N3—Ni1—N191.9 (4)C26—C25—H25106.8
N2—Ni1—Cl292.0 (2)C27—C25—H25106.8
N4—Ni1—Cl298.76 (18)N6—C26—C25107.0 (6)
N3—Ni1—Cl2175.8 (2)N6—C26—C33114.8 (6)
N1—Ni1—Cl291.4 (3)C25—C26—C33116.6 (6)
N2—Ni1—Cl196.8 (2)N6—C26—H26105.9
N4—Ni1—Cl191.9 (3)C25—C26—H26105.9
N3—Ni1—Cl186.9 (3)C33—C26—H26105.9
N1—Ni1—Cl1175.8 (2)C28—C27—C32120.0
Cl2—Ni1—Cl190.04 (12)C28—C27—C25118.3 (5)
N6—Ni2—N581.6 (3)C32—C27—C25121.7 (6)
N6—Ni2—N8176.7 (5)C27—C28—C29120.0
N5—Ni2—N898.1 (3)C27—C28—H28120.0
N6—Ni2—N799.7 (3)C29—C28—H28120.0
N5—Ni2—N7177.0 (5)C30—C29—C28120.0
N8—Ni2—N780.8 (3)C30—C29—H29120.0
N6—Ni2—O1W90.2 (3)C28—C29—H29120.0
N5—Ni2—O1W85.5 (3)C29—C30—C31120.0
N8—Ni2—O1W93.1 (3)C29—C30—H30120.0
N7—Ni2—O1W91.7 (3)C31—C30—H30120.0
N6—Ni2—O2W89.6 (4)C32—C31—C30120.0
N5—Ni2—O2W94.0 (3)C32—C31—H31120.0
N8—Ni2—O2W87.1 (3)C30—C31—H31120.0
N7—Ni2—O2W88.8 (3)C31—C32—C27120.0
O1W—Ni2—O2W179.5 (4)C31—C32—H32120.0
N10—Ni3—N12166.9 (3)C27—C32—H32120.0
N10—Ni3—N1191.4 (3)C34—C33—C38120.0
N12—Ni3—N1178.8 (3)C34—C33—C26122.9 (6)
N10—Ni3—N978.9 (3)C38—C33—C26117.1 (6)
N12—Ni3—N992.8 (3)C35—C34—C33120.0
N11—Ni3—N993.2 (4)C35—C34—H34120.0
N10—Ni3—Cl492.8 (3)C33—C34—H34120.0
N12—Ni3—Cl497.50 (18)C34—C35—C36120.0
N11—Ni3—Cl4174.6 (2)C34—C35—H35120.0
N9—Ni3—Cl490.8 (3)C36—C35—H35120.0
N10—Ni3—Cl397.3 (2)C37—C36—C35120.0
N12—Ni3—Cl390.6 (3)C37—C36—H36120.0
N11—Ni3—Cl385.4 (3)C35—C36—H36120.0
N9—Ni3—Cl3175.9 (2)C36—C37—C38120.0
Cl4—Ni3—Cl390.83 (11)C36—C37—H37120.0
Ni2—O1W—H1W1109.5C38—C37—H37120.0
Ni2—O1W—H1W2109.5C37—C38—C33120.0
H1W1—O1W—H1W2109.5C37—C38—H38120.0
Ni2—O2W—H2W1109.5C33—C38—H38120.0
Ni2—O2W—H2W2109.5N7—C39—C41111.4 (6)
H2W1—O2W—H2W2109.5N7—C39—C40109.7 (6)
C9—N1—C1118.3 (10)C41—C39—C40114.1 (6)
C9—N1—Ni1130.1 (7)N7—C39—H39107.1
C1—N1—Ni1111.4 (7)C41—C39—H39107.1
C12—N2—C6121.8 (10)C40—C39—H39107.1
C12—N2—Ni1125.7 (7)N8—C40—C47112.4 (6)
C6—N2—Ni1112.4 (7)N8—C40—C39109.0 (5)
C21—N3—C13118.6 (8)C47—C40—C39112.6 (6)
C21—N3—Ni1128.0 (6)N8—C40—H40107.5
C13—N3—Ni1113.1 (5)C47—C40—H40107.5
C24—N4—C18119.8 (8)C39—C40—H40107.5
C24—N4—Ni1127.8 (6)C42—C41—C46120.0
C18—N4—Ni1112.4 (5)C42—C41—C39120.5 (6)
C25—N5—Ni2108.4 (5)C46—C41—C39119.5 (6)
C25—N5—H5A110.0C43—C42—C41120.0
Ni2—N5—H5A110.0C43—C42—H42120.0
C25—N5—H5B110.0C41—C42—H42120.0
Ni2—N5—H5B110.0C42—C43—C44120.0
H5A—N5—H5B108.4C42—C43—H43120.0
C26—N6—Ni2109.5 (5)C44—C43—H43120.0
C26—N6—H6A109.8C45—C44—C43120.0
Ni2—N6—H6A109.8C45—C44—H44120.0
C26—N6—H6B109.8C43—C44—H44120.0
Ni2—N6—H6B109.8C46—C45—C44120.0
H6A—N6—H6B108.2C46—C45—H45120.0
C39—N7—Ni2110.1 (5)C44—C45—H45120.0
C39—N7—H7A109.6C45—C46—C41120.0
Ni2—N7—H7A109.6C45—C46—H46120.0
C39—N7—H7B109.6C41—C46—H46120.0
Ni2—N7—H7B109.6C48—C47—C52120.0
H7A—N7—H7B108.2C48—C47—C40117.5 (6)
C40—N8—Ni2110.6 (5)C52—C47—C40122.5 (6)
C40—N8—H8A109.5C47—C48—C49120.0
Ni2—N8—H8A109.5C47—C48—H48120.0
C40—N8—H8B109.5C49—C48—H48120.0
Ni2—N8—H8B109.5C50—C49—C48120.0
H8A—N8—H8B108.1C50—C49—H49120.0
C61—N9—C53119.3 (10)C48—C49—H49120.0
C61—N9—Ni3129.1 (7)C49—C50—C51120.0
C53—N9—Ni3111.5 (7)C49—C50—H50120.0
C64—N10—C58117.1 (10)C51—C50—H50120.0
C64—N10—Ni3128.9 (7)C52—C51—C50120.0
C58—N10—Ni3114.0 (7)C52—C51—H51120.0
C73—N11—C65119.1 (8)C50—C51—H51120.0
C73—N11—Ni3128.7 (6)C51—C52—C47120.0
C65—N11—Ni3111.9 (5)C51—C52—H52120.0
C76—N12—C70117.5 (8)C47—C52—H52120.0
C76—N12—Ni3128.7 (6)N9—C53—C54122.0 (8)
C70—N12—Ni3113.8 (6)N9—C53—C58118.0 (8)
N1—C1—C2121.4 (8)C54—C53—C58120.0
N1—C1—C6118.4 (8)C55—C54—C53120.0
C2—C1—C6120.0C55—C54—C59122.8 (9)
C7—C2—C1118.9 (9)C53—C54—C59117.2 (9)
C7—C2—C3121.1 (9)C54—C55—C56120.0
C1—C2—C3120.0C54—C55—H55120.0
C4—C3—C2120.0C56—C55—H55120.0
C4—C3—H3120.0C57—C56—C55120.0
C2—C3—H3120.0C57—C56—H56120.0
C3—C4—C5120.0C55—C56—H56120.0
C3—C4—H4120.0C62—C57—C56120.7 (9)
C5—C4—H4120.0C62—C57—C58119.3 (9)
C10—C5—C6115.9 (9)C56—C57—C58120.0
C10—C5—C4124.1 (9)N10—C58—C57122.5 (8)
C6—C5—C4120.0N10—C58—C53117.4 (8)
N2—C6—C5121.8 (8)C57—C58—C53120.0
N2—C6—C1118.2 (8)C60—C59—C54121.1 (12)
C5—C6—C1120.0C60—C59—H59119.5
C8—C7—C2119.7 (11)C54—C59—H59119.5
C8—C7—H7120.2C59—C60—C61118.3 (13)
C2—C7—H7120.2C59—C60—H60120.8
C7—C8—C9118.1 (13)C61—C60—H60120.8
C7—C8—H8121.0N9—C61—C60122.1 (13)
C9—C8—H8121.0N9—C61—H61119.0
N1—C9—C8123.5 (13)C60—C61—H61119.0
N1—C9—H9118.3C63—C62—C57118.3 (11)
C8—C9—H9118.3C63—C62—H62120.9
C11—C10—C5122.4 (11)C57—C62—H62120.9
C11—C10—H10118.8C62—C63—C64119.3 (12)
C5—C10—H10118.8C62—C63—H63120.4
C10—C11—C12118.9 (12)C64—C63—H63120.4
C10—C11—H11120.6N10—C64—C63123.3 (12)
C12—C11—H11120.6N10—C64—H64118.3
N2—C12—C11119.2 (12)C63—C64—H64118.3
N2—C12—H12120.4N11—C65—C66121.9 (6)
C11—C12—H12120.4N11—C65—C70118.1 (6)
N3—C13—C14122.6 (6)C66—C65—C70120.0
N3—C13—C18117.3 (6)C65—C66—C67120.0
C14—C13—C18120.0C65—C66—C71117.2 (7)
C13—C14—C15120.0C67—C66—C71122.7 (7)
C13—C14—C19118.1 (6)C66—C67—C68120.0
C15—C14—C19121.8 (6)C66—C67—H67120.0
C16—C15—C14120.0C68—C67—H67120.0
C16—C15—H15120.0C69—C68—C67120.0
C14—C15—H15120.0C69—C68—H68120.0
C15—C16—C17120.0C67—C68—H68120.0
C15—C16—H16120.0C68—C69—C70120.0
C17—C16—H16120.0C68—C69—C74121.1 (7)
C18—C17—C16120.0C70—C69—C74118.9 (7)
C18—C17—C22117.2 (6)N12—C70—C69122.8 (6)
C16—C17—C22122.8 (6)N12—C70—C65117.2 (6)
N4—C18—C17121.4 (6)C69—C70—C65120.0
N4—C18—C13118.6 (6)C72—C71—C66121.3 (10)
C17—C18—C13120.0C72—C71—H71119.3
C20—C19—C14118.6 (9)C66—C71—H71119.3
C20—C19—H19120.7C71—C72—C73117.9 (11)
C14—C19—H19120.7C71—C72—H72121.1
C19—C20—C21120.1 (10)C73—C72—H72121.1
C19—C20—H20119.9N11—C73—C72122.3 (10)
C21—C20—H20119.9N11—C73—H73118.8
N3—C21—C20121.8 (10)C72—C73—H73118.8
N3—C21—H21119.1C75—C74—C69118.1 (9)
C20—C21—H21119.1C75—C74—H74121.0
C23—C22—C17122.1 (9)C69—C74—H74121.0
C23—C22—H22118.9C74—C75—C76120.3 (11)
C17—C22—H22118.9C74—C75—H75119.9
C22—C23—C24116.8 (10)C76—C75—H75119.9
C22—C23—H23121.6N12—C76—C75122.3 (10)
C24—C23—H23121.6N12—C76—H76118.8
N4—C24—C23122.6 (10)C75—C76—H76118.8
N4—C24—H24118.7
N2—Ni1—N1—C9177.9 (11)C13—C14—C19—C201.0 (13)
N4—Ni1—N1—C9−12.7 (11)C15—C14—C19—C20179.8 (8)
N3—Ni1—N1—C9−91.1 (11)C14—C19—C20—C210.4 (18)
Cl2—Ni1—N1—C986.2 (11)C13—N3—C21—C20−2.6 (16)
N2—Ni1—N1—C13.7 (6)Ni1—N3—C21—C20−175.3 (9)
N4—Ni1—N1—C1173.1 (6)C19—C20—C21—N30.3 (18)
N3—Ni1—N1—C194.6 (6)C18—C17—C22—C23−0.7 (15)
Cl2—Ni1—N1—C1−88.1 (6)C16—C17—C22—C23179.3 (10)
N4—Ni1—N2—C12125.7 (13)C17—C22—C23—C240.6 (19)
N3—Ni1—N2—C1284.5 (10)C18—N4—C24—C230.2 (17)
N1—Ni1—N2—C12176.1 (10)Ni1—N4—C24—C23178.4 (9)
Cl2—Ni1—N2—C12−92.9 (9)C22—C23—C24—N4−0.4 (19)
Cl1—Ni1—N2—C12−2.6 (10)Ni2—N5—C25—C2644.3 (7)
N4—Ni1—N2—C6−50.8 (16)Ni2—N5—C25—C27172.0 (5)
N3—Ni1—N2—C6−92.1 (6)Ni2—N6—C26—C2541.4 (8)
N1—Ni1—N2—C6−0.4 (6)Ni2—N6—C26—C33172.4 (6)
Cl2—Ni1—N2—C690.6 (6)N5—C25—C26—N6−56.9 (8)
Cl1—Ni1—N2—C6−179.2 (6)C27—C25—C26—N6174.7 (6)
N2—Ni1—N3—C21−12.3 (9)N5—C25—C26—C33173.2 (6)
N4—Ni1—N3—C21176.9 (10)C27—C25—C26—C3344.7 (9)
N1—Ni1—N3—C21−91.6 (9)N5—C25—C27—C28120.6 (7)
Cl1—Ni1—N3—C2184.4 (9)C26—C25—C27—C28−115.4 (6)
N2—Ni1—N3—C13174.6 (7)N5—C25—C27—C32−59.6 (9)
N4—Ni1—N3—C133.8 (6)C26—C25—C27—C3264.4 (8)
N1—Ni1—N3—C1395.4 (7)C32—C27—C28—C290.0
Cl1—Ni1—N3—C13−88.7 (6)C25—C27—C28—C29179.8 (7)
N2—Ni1—N4—C24136.4 (12)C27—C28—C29—C300.0
N3—Ni1—N4—C24178.7 (10)C28—C29—C30—C310.0
N1—Ni1—N4—C2487.2 (10)C29—C30—C31—C320.0
Cl2—Ni1—N4—C24−4.5 (9)C30—C31—C32—C270.0
Cl1—Ni1—N4—C24−94.8 (9)C28—C27—C32—C310.0
N2—Ni1—N4—C18−45.3 (17)C25—C27—C32—C31−179.8 (7)
N3—Ni1—N4—C18−3.0 (6)N6—C26—C33—C34−70.8 (8)
N1—Ni1—N4—C18−94.5 (7)C25—C26—C33—C3455.4 (8)
Cl2—Ni1—N4—C18173.8 (6)N6—C26—C33—C38108.3 (7)
Cl1—Ni1—N4—C1883.5 (6)C25—C26—C33—C38−125.6 (6)
N6—Ni2—N5—C25−17.4 (6)C38—C33—C34—C350.0
N8—Ni2—N5—C25166.0 (6)C26—C33—C34—C35179.1 (7)
O1W—Ni2—N5—C2573.5 (6)C33—C34—C35—C360.0
O2W—Ni2—N5—C25−106.4 (6)C34—C35—C36—C370.0
N5—Ni2—N6—C26−13.7 (6)C35—C36—C37—C380.0
N7—Ni2—N6—C26169.0 (6)C36—C37—C38—C330.0
O1W—Ni2—N6—C26−99.2 (6)C34—C33—C38—C370.0
O2W—Ni2—N6—C2680.3 (6)C26—C33—C38—C37−179.1 (6)
N6—Ni2—N7—C39170.6 (6)Ni2—N7—C39—C41164.2 (5)
N8—Ni2—N7—C39−12.7 (6)Ni2—N7—C39—C4036.9 (8)
O1W—Ni2—N7—C3980.1 (6)Ni2—N8—C40—C47163.6 (5)
O2W—Ni2—N7—C39−100.0 (6)Ni2—N8—C40—C3938.0 (8)
N5—Ni2—N8—C40168.5 (6)N7—C39—C40—N8−49.8 (9)
N7—Ni2—N8—C40−14.4 (6)C41—C39—C40—N8−175.6 (7)
O1W—Ni2—N8—C40−105.6 (6)N7—C39—C40—C47−175.2 (7)
O2W—Ni2—N8—C4074.9 (6)C41—C39—C40—C4759.0 (9)
N10—Ni3—N9—C61−179.0 (11)N7—C39—C41—C42−73.0 (8)
N12—Ni3—N9—C6111.2 (11)C40—C39—C41—C4251.8 (8)
N11—Ni3—N9—C6190.2 (11)N7—C39—C41—C46107.8 (7)
Cl4—Ni3—N9—C61−86.3 (10)C40—C39—C41—C46−127.3 (6)
N10—Ni3—N9—C53−2.5 (6)C46—C41—C42—C430.0
N12—Ni3—N9—C53−172.2 (6)C39—C41—C42—C43−179.1 (8)
N11—Ni3—N9—C53−93.3 (6)C41—C42—C43—C440.0
Cl4—Ni3—N9—C5390.2 (6)C42—C43—C44—C450.0
N12—Ni3—N10—C64−127.8 (14)C43—C44—C45—C460.0
N11—Ni3—N10—C64−86.4 (11)C44—C45—C46—C410.0
N9—Ni3—N10—C64−179.4 (11)C42—C41—C46—C450.0
Cl4—Ni3—N10—C6490.3 (10)C39—C41—C46—C45179.1 (7)
Cl3—Ni3—N10—C64−0.9 (11)N8—C40—C47—C48117.7 (6)
N12—Ni3—N10—C5851.0 (17)C39—C40—C47—C48−118.8 (6)
N11—Ni3—N10—C5892.3 (7)N8—C40—C47—C52−62.3 (8)
N9—Ni3—N10—C58−0.7 (6)C39—C40—C47—C5261.2 (8)
Cl4—Ni3—N10—C58−91.0 (6)C52—C47—C48—C490.0
Cl3—Ni3—N10—C58177.8 (6)C40—C47—C48—C49180.0 (6)
N10—Ni3—N11—C7311.2 (10)C47—C48—C49—C500.0
N12—Ni3—N11—C73−177.6 (10)C48—C49—C50—C510.0
N9—Ni3—N11—C7390.2 (10)C49—C50—C51—C520.0
Cl3—Ni3—N11—C73−86.0 (10)C50—C51—C52—C470.0
N10—Ni3—N11—C65−175.0 (7)C48—C47—C52—C510.0
N12—Ni3—N11—C65−3.8 (6)C40—C47—C52—C51−180.0 (7)
N9—Ni3—N11—C65−96.0 (7)C61—N9—C53—C54−0.1 (13)
Cl3—Ni3—N11—C6587.8 (6)Ni3—N9—C53—C54−177.0 (3)
N10—Ni3—N12—C76−134.3 (13)C61—N9—C53—C58−177.7 (8)
N11—Ni3—N12—C76−176.6 (11)Ni3—N9—C53—C585.4 (8)
N9—Ni3—N12—C76−83.9 (10)N9—C53—C54—C55−177.5 (7)
Cl4—Ni3—N12—C767.3 (10)C58—C53—C54—C550.0
Cl3—Ni3—N12—C7698.3 (10)N9—C53—C54—C591.8 (9)
N10—Ni3—N12—C7045.0 (18)C58—C53—C54—C59179.3 (9)
N11—Ni3—N12—C702.7 (6)C53—C54—C55—C560.0
N9—Ni3—N12—C7095.4 (7)C59—C54—C55—C56−179.3 (10)
Cl4—Ni3—N12—C70−173.4 (6)C54—C55—C56—C570.0
Cl3—Ni3—N12—C70−82.4 (6)C55—C56—C57—C62179.6 (10)
C9—N1—C1—C22.9 (12)C55—C56—C57—C580.0
Ni1—N1—C1—C2177.9 (4)C64—N10—C58—C57−1.3 (12)
C9—N1—C1—C6178.4 (8)Ni3—N10—C58—C57179.8 (3)
Ni1—N1—C1—C6−6.7 (8)C64—N10—C58—C53−177.3 (8)
N1—C1—C2—C7−5.1 (9)Ni3—N10—C58—C533.8 (8)
C6—C1—C2—C7179.5 (9)C62—C57—C58—N104.6 (9)
N1—C1—C2—C3175.4 (7)C56—C57—C58—N10−175.8 (7)
C6—C1—C2—C30.0C62—C57—C58—C53−179.6 (9)
C7—C2—C3—C4−179.5 (10)C56—C57—C58—C530.0
C1—C2—C3—C40.0N9—C53—C58—N10−6.3 (9)
C2—C3—C4—C50.0C54—C53—C58—N10176.0 (7)
C3—C4—C5—C10−179.2 (10)N9—C53—C58—C57177.6 (7)
C3—C4—C5—C60.0C54—C53—C58—C570.0
C12—N2—C6—C52.6 (12)C55—C54—C59—C60177.4 (10)
Ni1—N2—C6—C5179.3 (3)C53—C54—C59—C60−1.9 (16)
C12—N2—C6—C1−179.7 (8)C54—C59—C60—C610(2)
Ni1—N2—C6—C1−3.0 (8)C53—N9—C61—C60−1.5 (18)
C10—C5—C6—N2−3.1 (9)Ni3—N9—C61—C60174.8 (9)
C4—C5—C6—N2177.6 (7)C59—C60—C61—N91(2)
C10—C5—C6—C1179.3 (9)C56—C57—C62—C63175.7 (8)
C4—C5—C6—C10.0C58—C57—C62—C63−4.7 (14)
N1—C1—C6—N26.7 (9)C57—C62—C63—C641.9 (18)
C2—C1—C6—N2−177.7 (7)C58—N10—C64—C63−1.7 (18)
N1—C1—C6—C5−175.5 (7)Ni3—N10—C64—C63177.0 (8)
C2—C1—C6—C50.0C62—C63—C64—N101.4 (19)
C1—C2—C7—C83.8 (15)C73—N11—C65—C66−3.5 (12)
C3—C2—C7—C8−176.7 (9)Ni3—N11—C65—C66−178.0 (4)
C2—C7—C8—C9−0.5 (18)C73—N11—C65—C70178.9 (8)
C1—N1—C9—C80.6 (18)Ni3—N11—C65—C704.4 (8)
Ni1—N1—C9—C8−173.3 (8)N11—C65—C66—C67−177.6 (8)
C7—C8—C9—N1−1.8 (19)C70—C65—C66—C670.0
C6—C5—C10—C111.2 (15)N11—C65—C66—C715.9 (9)
C4—C5—C10—C11−179.6 (9)C70—C65—C66—C71−176.5 (8)
C5—C10—C11—C121.2 (19)C65—C66—C67—C680.0
C6—N2—C12—C110.0 (17)C71—C66—C67—C68176.3 (8)
Ni1—N2—C12—C11−176.3 (7)C66—C67—C68—C690.0
C10—C11—C12—N2−1.8 (18)C67—C68—C69—C700.0
C21—N3—C13—C144.2 (12)C67—C68—C69—C74179.4 (8)
Ni1—N3—C13—C14177.9 (4)C76—N12—C70—C69−1.8 (12)
C21—N3—C13—C18−178.0 (8)Ni3—N12—C70—C69178.9 (4)
Ni1—N3—C13—C18−4.2 (8)C76—N12—C70—C65178.1 (8)
N3—C13—C14—C15177.8 (8)Ni3—N12—C70—C65−1.2 (8)
C18—C13—C14—C150.0C68—C69—C70—N12179.9 (8)
N3—C13—C14—C19−3.4 (9)C74—C69—C70—N120.5 (9)
C18—C13—C14—C19178.8 (8)C68—C69—C70—C650.0
C13—C14—C15—C160.0C74—C69—C70—C65−179.4 (8)
C19—C14—C15—C16−178.7 (8)N11—C65—C70—N12−2.2 (9)
C14—C15—C16—C170.0C66—C65—C70—N12−179.9 (8)
C15—C16—C17—C180.0N11—C65—C70—C69177.7 (8)
C15—C16—C17—C22180.0 (9)C66—C65—C70—C690.0
C24—N4—C18—C17−0.2 (12)C65—C66—C71—C72−4.0 (14)
Ni1—N4—C18—C17−178.7 (4)C67—C66—C71—C72179.6 (9)
C24—N4—C18—C13−179.8 (8)C66—C71—C72—C73−0.2 (18)
Ni1—N4—C18—C131.8 (8)C65—N11—C73—C72−1.1 (16)
C16—C17—C18—N4−179.6 (8)Ni3—N11—C73—C72172.4 (9)
C22—C17—C18—N40.4 (9)C71—C72—C73—N112.8 (18)
C16—C17—C18—C130.0C68—C69—C74—C75179.7 (9)
C22—C17—C18—C13180.0 (8)C70—C69—C74—C75−0.9 (14)
N3—C13—C18—N41.7 (9)C69—C74—C75—C762.6 (19)
C14—C13—C18—N4179.6 (8)C70—N12—C76—C753.5 (18)
N3—C13—C18—C17−177.9 (8)Ni3—N12—C76—C75−177.2 (9)
C14—C13—C18—C170.0C74—C75—C76—N12−4(2)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···Cl30.822.503.185 (8)142
O1W—H1W2···Cl50.822.413.095 (10)141
O2W—H2W1···Cl10.822.363.182 (8)180
O2W—H2W2···Cl60.822.313.123 (10)172
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W1···Cl30.822.503.185 (8)142
O1W—H1W2···Cl50.822.413.095 (10)141
O2W—H2W1···Cl10.822.363.182 (8)180
O2W—H2W2···Cl60.822.313.123 (10)172
Acknowledgements top

This work was supported by the Scientific Research Foundation of Guangxi Normal University, the Science Foundation of Guangxi, China (grant No. 0542021), and the University of Malaya.

references
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