Tetra-ethyl-ammonium tris-(thio-cyanato-κN)[tris-(1H-pyrazol-1-yl-κN(2))methane]-nickelate(II).

The title salt, (C₈H₂₀N)[Ni(NCS)₃(C₁₀H₁₀N₆)], consists of a tetra-ethyl-ammonium cation and an anion comprising an octa-hedral Ni(II) atom surrounded by three N atoms from a tripodal tris-(pyrazol-1-yl)methane ligand, and three thio-cyanate ligands, each bound at the N-atom end. The ligand Ni-N distances range from 2.097 (2) to 2.127 (2) Å for the tripodal ligand and from 2.045 (2) to 2.075 (2) Å for the thio-cyanate ligands. The dihedral angles between the three pyrazole rings are 59.03 (12), 53.09 (10) and 67.90 (10)°.

Related literature

For the ligand synthesis, see: Reger et al. (2000 ▶). For structural, spectroscopic and angular overlap studies of tris­(pyrazol-1-yl)methane complexes, see: Astley et al. (1993 ▶). For literature on tris­(pyrazol-1-yl)borate, see: Czernuszewicz et al. (1987 ▶); Kitajima et al. (1992 ▶); Lippard & Armstrong (1985 ▶); Lippard et al. (1990 ▶). For a related structure, see: Lyubartseva et al. (2011 ▶).

Experimental

Crystal data

(C8H20N)[Ni(NCS)3(C10H10N6)]

M = 577.44

Monoclinic,

a = 31.7117 (12) Å

b = 7.4378 (3) Å

c = 24.7885 (9) Å

β = 110.592 (2)°

V = 5473.2 (4) Å3

Z = 8

Cu Kα radiation

μ = 3.41 mm−1

T = 90 K

0.20 × 0.09 × 0.02 mm

Data collection

Bruker X8 Proteum diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2006 ▶) T min = 0.562, T max = 0.935

17387 measured reflections

17387 independent reflections

16112 reflections with I > 2σ(I)

R int = 0.057

Refinement

R[F 2 > 2σ(F 2)] = 0.054

wR(F 2) = 0.186

S = 1.11

17387 reflections

321 parameters

9 restraints

H-atom parameters constrained

Δρmax = 0.65 e Å−3

Δρmin = −0.51 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97 and local procedures.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812024774/tk5107sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812024774/tk5107Isup2.hkl

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

(C8H20N)[Ni(NCS)3(C10H10N6)]	F(000) = 2416
Mr = 577.44	Dx = 1.402 Mg m−3
Monoclinic, C2/c	Cu Kα radiation, λ = 1.54178 Å
Hall symbol: -C 2yc	Cell parameters from 9915 reflections
a = 31.7117 (12) Å	θ = 3.0–68.1°
b = 7.4378 (3) Å	µ = 3.41 mm−1
c = 24.7885 (9) Å	T = 90 K
β = 110.592 (2)°	Plate, blue
V = 5473.2 (4) Å3	0.20 × 0.09 × 0.02 mm
Z = 8

Bruker X8 Proteum diffractometer	17387 independent reflections
Radiation source: fine-focus rotating anode	16112 reflections with I > 2σ(I)
Graded multilayer optics monochromator	Rint = 0.057
Detector resolution: 5.6 pixels mm-1	θmax = 68.5°, θmin = 3.0°
φ and ω scans	h = −38→38
Absorption correction: multi-scan (SADABS; Bruker, 2006)	k = −8→8
Tmin = 0.562, Tmax = 0.935	l = −29→29
17387 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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.186	H-atom parameters constrained
S = 1.11	w = 1/[σ2(Fo2) + (0.1128P)2 + 8.5319P] where P = (Fo2 + 2Fc2)/3
17387 reflections	(Δ/σ)max = 0.001
321 parameters	Δρmax = 0.65 e Å−3
9 restraints	Δρmin = −0.51 e Å−3

Experimental. The crystal is twinned by non-merohedry, in which twin components are related by a 2-fold rotation about the a* axis. The resulting overlap resulted in a large number of rejections during integration, scaling, merging etc. Despite many attempts using a range of input parameters, the present dataset was the best that we could manage.

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-value wR and goodness of fit S are based on F2. Conventional R-values R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-values based on F2 are statistically about twice as large as those based on F, and R-values based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Ni1	0.407107 (14)	0.17110 (5)	0.63651 (2)	0.01568 (13)
N1	0.35867 (7)	−0.1867 (3)	0.61187 (10)	0.0153 (5)
N2	0.35110 (7)	−0.0071 (3)	0.61043 (9)	0.0159 (4)
C1	0.32006 (8)	−0.2804 (4)	0.58867 (11)	0.0174 (6)
H1	0.3170	−0.4073	0.5847	0.021*
C2	0.28630 (9)	−0.1564 (4)	0.57207 (12)	0.0214 (6)
H2	0.2550	−0.1794	0.5543	0.026*
C3	0.30707 (9)	0.0117 (4)	0.58641 (11)	0.0191 (6)
H3	0.2916	0.1236	0.5798	0.023*
N3	0.42727 (7)	−0.1922 (3)	0.69244 (10)	0.0169 (5)
N4	0.43242 (7)	−0.0126 (3)	0.70447 (9)	0.0146 (5)
C4	0.44329 (8)	−0.2906 (4)	0.74113 (12)	0.0176 (6)
H4	0.4432	−0.4180	0.7436	0.021*
C5	0.45954 (9)	−0.1741 (4)	0.78610 (13)	0.0219 (7)
H5	0.4728	−0.2031	0.8258	0.026*
C6	0.45241 (9)	−0.0008 (4)	0.76109 (11)	0.0195 (6)
H6	0.4608	0.1085	0.7819	0.023*
N5	0.42885 (7)	−0.1912 (3)	0.59718 (10)	0.0159 (5)
N6	0.43478 (8)	−0.0119 (3)	0.59194 (9)	0.0178 (5)
C7	0.44483 (9)	−0.2883 (4)	0.56257 (12)	0.0212 (6)
H7	0.4441	−0.4155	0.5587	0.025*
C8	0.46233 (10)	−0.1675 (4)	0.53401 (14)	0.0246 (7)
H8	0.4761	−0.1931	0.5065	0.030*
C9	0.45532 (9)	0.0019 (4)	0.55438 (13)	0.0233 (6)
H9	0.4643	0.1125	0.5425	0.028*
C10	0.40484 (8)	−0.2525 (4)	0.63393 (12)	0.0181 (5)
H10	0.4043	−0.3869	0.6336	0.022*
N7	0.37742 (8)	0.3308 (3)	0.68012 (11)	0.0202 (5)
C11	0.35301 (9)	0.4110 (4)	0.69627 (12)	0.0191 (6)
S1	0.31880 (3)	0.52620 (10)	0.71952 (3)	0.02905 (19)
N8	0.37895 (8)	0.3221 (3)	0.56293 (11)	0.0228 (6)
C12	0.35534 (9)	0.3813 (4)	0.52014 (13)	0.0224 (6)
S2	0.32179 (3)	0.46358 (10)	0.45961 (3)	0.0332 (2)
N9	0.46528 (8)	0.3251 (3)	0.65824 (11)	0.0214 (5)
C13	0.49714 (9)	0.3547 (3)	0.64656 (13)	0.0197 (6)
S3	0.54146 (2)	0.39277 (10)	0.63002 (4)	0.0337 (2)
N1C	0.33644 (7)	0.0364 (3)	0.85322 (10)	0.0182 (5)
C1C	0.31210 (10)	−0.0335 (4)	0.89191 (12)	0.0234 (7)
H1C1	0.3128	−0.1665	0.8916	0.028*
H1C2	0.2801	0.0038	0.8754	0.028*
C2C	0.33125 (12)	0.0301 (4)	0.95409 (13)	0.0296 (7)
H2C1	0.3629	−0.0064	0.9711	0.044*
H2C2	0.3141	−0.0238	0.9760	0.044*
H2C3	0.3291	0.1614	0.9553	0.044*
C3C	0.38609 (9)	−0.0102 (4)	0.87637 (12)	0.0232 (6)
H3C1	0.4002	0.0498	0.9141	0.028*
H3C2	0.4003	0.0392	0.8498	0.028*
C4C	0.39633 (11)	−0.2101 (4)	0.88395 (16)	0.0360 (8)
H4C1	0.3836	−0.2598	0.9115	0.054*
H4C2	0.4290	−0.2283	0.8985	0.054*
H4C3	0.3830	−0.2710	0.8467	0.054*
C5C	0.31308 (10)	−0.0509 (4)	0.79491 (13)	0.0223 (6)
H5C1	0.3172	−0.1826	0.7994	0.027*
H5C2	0.2804	−0.0262	0.7830	0.027*
C6C	0.32900 (11)	0.0091 (4)	0.74713 (13)	0.0273 (7)
H6C1	0.3229	0.1377	0.7398	0.041*
H6C2	0.3130	−0.0590	0.7120	0.041*
H6C3	0.3615	−0.0125	0.7585	0.041*
C7C	0.33375 (9)	0.2414 (4)	0.84895 (13)	0.0223 (6)
H7C1	0.3504	0.2926	0.8875	0.027*
H7C2	0.3491	0.2817	0.8226	0.027*
C8C	0.28625 (9)	0.3166 (4)	0.82774 (13)	0.0234 (7)
H8C1	0.2702	0.2754	0.7883	0.035*
H8C2	0.2875	0.4483	0.8284	0.035*
H8C3	0.2703	0.2748	0.8529	0.035*

	U11	U22	U33	U12	U13	U23
Ni1	0.0155 (2)	0.0125 (3)	0.0192 (3)	−0.00071 (16)	0.0062 (2)	0.00040 (17)
N1	0.0149 (11)	0.0118 (12)	0.0192 (13)	0.0020 (8)	0.0060 (10)	0.0006 (8)
N2	0.0165 (11)	0.0122 (11)	0.0197 (11)	0.0007 (8)	0.0074 (9)	0.0019 (9)
C1	0.0159 (14)	0.0205 (14)	0.0164 (15)	−0.0059 (10)	0.0062 (11)	−0.0019 (11)
C2	0.0128 (14)	0.0307 (17)	0.0206 (16)	−0.0040 (10)	0.0056 (12)	0.0012 (11)
C3	0.0178 (14)	0.0212 (15)	0.0177 (14)	0.0018 (10)	0.0056 (11)	0.0018 (11)
N3	0.0153 (12)	0.0126 (13)	0.0231 (14)	−0.0025 (8)	0.0071 (10)	0.0016 (9)
N4	0.0112 (12)	0.0126 (13)	0.0183 (12)	−0.0028 (8)	0.0030 (9)	−0.0029 (9)
C4	0.0114 (13)	0.0167 (14)	0.0250 (17)	0.0005 (10)	0.0069 (11)	0.0082 (11)
C5	0.0090 (13)	0.0334 (18)	0.0219 (17)	−0.0029 (10)	0.0038 (11)	0.0032 (11)
C6	0.0128 (13)	0.0234 (16)	0.0226 (16)	−0.0012 (10)	0.0066 (11)	−0.0011 (12)
N5	0.0128 (11)	0.0120 (12)	0.0228 (14)	0.0002 (8)	0.0062 (10)	0.0006 (8)
N6	0.0211 (13)	0.0152 (13)	0.0194 (13)	−0.0011 (9)	0.0101 (10)	0.0013 (9)
C7	0.0206 (14)	0.0248 (16)	0.0189 (16)	0.0040 (11)	0.0078 (12)	−0.0004 (11)
C8	0.0270 (16)	0.0271 (18)	0.0283 (19)	0.0036 (11)	0.0202 (14)	−0.0006 (12)
C9	0.0192 (15)	0.0238 (16)	0.0288 (16)	0.0005 (11)	0.0107 (12)	0.0018 (12)
C10	0.0138 (13)	0.0166 (14)	0.0205 (15)	0.0003 (10)	0.0017 (11)	0.0022 (11)
N7	0.0249 (13)	0.0151 (13)	0.0248 (15)	−0.0019 (9)	0.0139 (11)	0.0000 (9)
C11	0.0230 (15)	0.0143 (14)	0.0197 (15)	−0.0039 (11)	0.0072 (11)	0.0030 (11)
S1	0.0347 (4)	0.0252 (4)	0.0350 (4)	0.0087 (3)	0.0220 (4)	0.0034 (3)
N8	0.0226 (13)	0.0137 (14)	0.0290 (16)	0.0033 (9)	0.0051 (11)	0.0009 (10)
C12	0.0261 (15)	0.0141 (14)	0.0282 (17)	0.0021 (11)	0.0112 (13)	−0.0052 (12)
S2	0.0456 (5)	0.0246 (4)	0.0237 (4)	0.0145 (3)	0.0052 (3)	0.0027 (3)
N9	0.0187 (12)	0.0164 (12)	0.0294 (15)	−0.0015 (8)	0.0088 (11)	0.0029 (9)
C13	0.0185 (14)	0.0109 (13)	0.0265 (17)	0.0031 (10)	0.0039 (12)	0.0048 (11)
S3	0.0239 (4)	0.0253 (5)	0.0565 (6)	0.0003 (3)	0.0200 (4)	0.0070 (4)
N1C	0.0157 (12)	0.0221 (14)	0.0189 (12)	0.0017 (9)	0.0085 (10)	0.0018 (10)
C1C	0.0227 (16)	0.0275 (17)	0.0251 (16)	0.0032 (12)	0.0148 (13)	0.0081 (12)
C2C	0.047 (2)	0.0178 (17)	0.0262 (17)	0.0053 (13)	0.0162 (15)	0.0043 (12)
C3C	0.0166 (14)	0.0280 (16)	0.0255 (16)	0.0018 (11)	0.0082 (12)	0.0029 (12)
C4C	0.0287 (18)	0.0391 (19)	0.042 (2)	0.0134 (14)	0.0152 (15)	0.0140 (15)
C5C	0.0219 (16)	0.0215 (16)	0.0253 (17)	−0.0027 (12)	0.0105 (13)	−0.0006 (11)
C6C	0.0346 (18)	0.0257 (17)	0.0245 (16)	−0.0059 (12)	0.0140 (14)	−0.0014 (13)
C7C	0.0286 (15)	0.0128 (15)	0.0268 (16)	−0.0011 (11)	0.0114 (13)	−0.0013 (11)
C8C	0.0218 (15)	0.0216 (17)	0.0287 (18)	0.0039 (11)	0.0114 (13)	0.0034 (12)

Ni1—N7	2.045 (2)	N7—C11	1.155 (4)
Ni1—N8	2.059 (2)	C11—S1	1.638 (3)
Ni1—N9	2.075 (2)	N8—C12	1.149 (4)
Ni1—N4	2.097 (2)	C12—S2	1.623 (3)
Ni1—N2	2.126 (2)	N9—C13	1.166 (4)
Ni1—N6	2.127 (2)	C13—S3	1.621 (3)
N1—C1	1.349 (3)	N1C—C3C	1.514 (3)
N1—N2	1.356 (3)	N1C—C5C	1.519 (4)
N1—C10	1.456 (3)	N1C—C1C	1.519 (3)
N2—C3	1.319 (3)	N1C—C7C	1.529 (4)
C1—C2	1.363 (4)	C1C—C2C	1.520 (4)
C1—H1	0.9500	C1C—H1C1	0.9900
C2—C3	1.400 (4)	C1C—H1C2	0.9900
C2—H2	0.9500	C2C—H2C1	0.9800
C3—H3	0.9500	C2C—H2C2	0.9800
N3—C4	1.349 (3)	C2C—H2C3	0.9800
N3—N4	1.366 (3)	C3C—C4C	1.519 (4)
N3—C10	1.444 (4)	C3C—H3C1	0.9900
N4—C6	1.324 (3)	C3C—H3C2	0.9900
C4—C5	1.362 (4)	C4C—H4C1	0.9800
C4—H4	0.9500	C4C—H4C2	0.9800
C5—C6	1.414 (4)	C4C—H4C3	0.9800
C5—H5	0.9500	C5C—C6C	1.509 (4)
C6—H6	0.9500	C5C—H5C1	0.9900
N5—C7	1.349 (4)	C5C—H5C2	0.9900
N5—N6	1.359 (3)	C6C—H6C1	0.9800
N5—C10	1.451 (3)	C6C—H6C2	0.9800
N6—C9	1.315 (4)	C6C—H6C3	0.9800
C7—C8	1.376 (4)	C7C—C8C	1.517 (4)
C7—H7	0.9500	C7C—H7C1	0.9900
C8—C9	1.404 (4)	C7C—H7C2	0.9900
C8—H8	0.9500	C8C—H8C1	0.9800
C9—H9	0.9500	C8C—H8C2	0.9800
C10—H10	1.0000	C8C—H8C3	0.9800
N7—Ni1—N8	90.83 (9)	N3—C10—H10	108.7
N7—Ni1—N9	94.28 (10)	N5—C10—H10	108.7
N8—Ni1—N9	89.87 (10)	N1—C10—H10	108.7
N7—Ni1—N4	94.08 (9)	C11—N7—Ni1	166.6 (2)
N8—Ni1—N4	172.38 (9)	N7—C11—S1	179.4 (3)
N9—Ni1—N4	95.57 (9)	C12—N8—Ni1	164.9 (2)
N7—Ni1—N2	91.84 (9)	N8—C12—S2	179.6 (3)
N8—Ni1—N2	90.86 (9)	C13—N9—Ni1	144.0 (2)
N9—Ni1—N2	173.83 (9)	N9—C13—S3	179.2 (3)
N4—Ni1—N2	83.16 (8)	C3C—N1C—C5C	110.9 (2)
N7—Ni1—N6	175.50 (9)	C3C—N1C—C1C	112.0 (2)
N8—Ni1—N6	91.07 (9)	C5C—N1C—C1C	105.6 (2)
N9—Ni1—N6	89.81 (9)	C3C—N1C—C7C	106.25 (19)
N4—Ni1—N6	83.63 (8)	C5C—N1C—C7C	111.3 (2)
N2—Ni1—N6	84.05 (9)	C1C—N1C—C7C	110.9 (2)
C1—N1—N2	111.9 (2)	N1C—C1C—C2C	115.0 (3)
C1—N1—C10	128.9 (2)	N1C—C1C—H1C1	108.5
N2—N1—C10	119.13 (19)	C2C—C1C—H1C1	108.5
C3—N2—N1	105.4 (2)	N1C—C1C—H1C2	108.5
C3—N2—Ni1	135.22 (18)	C2C—C1C—H1C2	108.5
N1—N2—Ni1	119.00 (15)	H1C1—C1C—H1C2	107.5
N1—C1—C2	106.1 (2)	C1C—C2C—H2C1	109.5
N1—C1—H1	126.9	C1C—C2C—H2C2	109.5
C2—C1—H1	126.9	H2C1—C2C—H2C2	109.5
C1—C2—C3	106.2 (2)	C1C—C2C—H2C3	109.5
C1—C2—H2	126.9	H2C1—C2C—H2C3	109.5
C3—C2—H2	126.9	H2C2—C2C—H2C3	109.5
N2—C3—C2	110.4 (2)	N1C—C3C—C4C	114.8 (2)
N2—C3—H3	124.8	N1C—C3C—H3C1	108.6
C2—C3—H3	124.8	C4C—C3C—H3C1	108.6
C4—N3—N4	110.9 (2)	N1C—C3C—H3C2	108.6
C4—N3—C10	128.9 (2)	C4C—C3C—H3C2	108.6
N4—N3—C10	120.1 (2)	H3C1—C3C—H3C2	107.5
C6—N4—N3	105.8 (2)	C3C—C4C—H4C1	109.5
C6—N4—Ni1	135.53 (18)	C3C—C4C—H4C2	109.5
N3—N4—Ni1	118.63 (16)	H4C1—C4C—H4C2	109.5
N3—C4—C5	107.6 (2)	C3C—C4C—H4C3	109.5
N3—C4—H4	126.2	H4C1—C4C—H4C3	109.5
C5—C4—H4	126.2	H4C2—C4C—H4C3	109.5
C4—C5—C6	105.4 (3)	C6C—C5C—N1C	115.8 (2)
C4—C5—H5	127.3	C6C—C5C—H5C1	108.3
C6—C5—H5	127.3	N1C—C5C—H5C1	108.3
N4—C6—C5	110.3 (2)	C6C—C5C—H5C2	108.3
N4—C6—H6	124.8	N1C—C5C—H5C2	108.3
C5—C6—H6	124.8	H5C1—C5C—H5C2	107.4
C7—N5—N6	111.7 (2)	C5C—C6C—H6C1	109.5
C7—N5—C10	128.9 (2)	C5C—C6C—H6C2	109.5
N6—N5—C10	119.3 (2)	H6C1—C6C—H6C2	109.5
C9—N6—N5	105.3 (2)	C5C—C6C—H6C3	109.5
C9—N6—Ni1	135.67 (19)	H6C1—C6C—H6C3	109.5
N5—N6—Ni1	118.83 (16)	H6C2—C6C—H6C3	109.5
N5—C7—C8	106.7 (2)	C8C—C7C—N1C	114.6 (2)
N5—C7—H7	126.7	C8C—C7C—H7C1	108.6
C8—C7—H7	126.7	N1C—C7C—H7C1	108.6
C7—C8—C9	104.9 (3)	C8C—C7C—H7C2	108.6
C7—C8—H8	127.5	N1C—C7C—H7C2	108.6
C9—C8—H8	127.5	H7C1—C7C—H7C2	107.6
N6—C9—C8	111.4 (3)	C7C—C8C—H8C1	109.5
N6—C9—H9	124.3	C7C—C8C—H8C2	109.5
C8—C9—H9	124.3	H8C1—C8C—H8C2	109.5
N3—C10—N5	110.5 (2)	C7C—C8C—H8C3	109.5
N3—C10—N1	110.4 (2)	H8C1—C8C—H8C3	109.5
N5—C10—N1	109.8 (2)	H8C2—C8C—H8C3	109.5
C1—N1—N2—C3	0.5 (3)	N9—Ni1—N6—N5	138.72 (19)
C10—N1—N2—C3	177.3 (2)	N4—Ni1—N6—N5	43.10 (17)
C1—N1—N2—Ni1	−173.73 (18)	N2—Ni1—N6—N5	−40.65 (18)
C10—N1—N2—Ni1	3.1 (3)	N6—N5—C7—C8	0.6 (3)
N7—Ni1—N2—C3	49.5 (3)	C10—N5—C7—C8	176.2 (2)
N8—Ni1—N2—C3	−41.3 (3)	N5—C7—C8—C9	0.0 (3)
N4—Ni1—N2—C3	143.4 (3)	N5—N6—C9—C8	1.0 (3)
N6—Ni1—N2—C3	−132.3 (3)	Ni1—N6—C9—C8	−173.5 (2)
N7—Ni1—N2—N1	−138.4 (2)	C7—C8—C9—N6	−0.6 (3)
N8—Ni1—N2—N1	130.8 (2)	C4—N3—C10—N5	−122.9 (3)
N4—Ni1—N2—N1	−44.47 (19)	N4—N3—C10—N5	60.8 (3)
N6—Ni1—N2—N1	39.8 (2)	C4—N3—C10—N1	115.4 (3)
N2—N1—C1—C2	−0.5 (3)	N4—N3—C10—N1	−60.9 (3)
C10—N1—C1—C2	−176.9 (3)	C7—N5—C10—N3	125.4 (3)
N1—C1—C2—C3	0.2 (3)	N6—N5—C10—N3	−59.4 (3)
N1—N2—C3—C2	−0.4 (3)	C7—N5—C10—N1	−112.6 (3)
Ni1—N2—C3—C2	172.5 (2)	N6—N5—C10—N1	62.7 (3)
C1—C2—C3—N2	0.1 (3)	C1—N1—C10—N3	−125.4 (3)
C4—N3—N4—C6	0.9 (3)	N2—N1—C10—N3	58.4 (3)
C10—N3—N4—C6	177.8 (2)	C1—N1—C10—N5	112.5 (3)
C4—N3—N4—Ni1	−176.83 (17)	N2—N1—C10—N5	−63.7 (3)
C10—N3—N4—Ni1	0.1 (3)	N8—Ni1—N7—C11	57.8 (9)
N7—Ni1—N4—C6	−42.9 (3)	N9—Ni1—N7—C11	147.7 (9)
N9—Ni1—N4—C6	51.8 (3)	N4—Ni1—N7—C11	−116.4 (9)
N2—Ni1—N4—C6	−134.3 (3)	N2—Ni1—N7—C11	−33.1 (9)
N6—Ni1—N4—C6	141.0 (3)	N7—Ni1—N8—C12	−85.6 (9)
N7—Ni1—N4—N3	133.94 (18)	N2—Ni1—N8—C12	6.2 (9)
N9—Ni1—N4—N3	−131.34 (18)	N6—Ni1—N8—C12	90.3 (9)
N2—Ni1—N4—N3	42.58 (18)	N7—Ni1—N9—C13	−163.3 (3)
N6—Ni1—N4—N3	−42.16 (17)	N8—Ni1—N9—C13	−72.5 (3)
N4—N3—C4—C5	−0.3 (3)	N4—Ni1—N9—C13	102.2 (3)
C10—N3—C4—C5	−176.9 (2)	N6—Ni1—N9—C13	18.6 (3)
N3—C4—C5—C6	−0.3 (3)	C3C—N1C—C1C—C2C	56.6 (3)
N3—N4—C6—C5	−1.1 (3)	C5C—N1C—C1C—C2C	177.4 (3)
Ni1—N4—C6—C5	176.07 (18)	C7C—N1C—C1C—C2C	−61.9 (3)
C4—C5—C6—N4	0.9 (3)	C5C—N1C—C3C—C4C	−58.8 (3)
C7—N5—N6—C9	−1.0 (3)	C1C—N1C—C3C—C4C	58.8 (3)
C10—N5—N6—C9	−177.0 (2)	C7C—N1C—C3C—C4C	−180.0 (3)
C7—N5—N6—Ni1	174.60 (18)	C3C—N1C—C5C—C6C	−63.1 (3)
C10—N5—N6—Ni1	−1.4 (3)	C1C—N1C—C5C—C6C	175.4 (3)
N8—Ni1—N6—C9	42.5 (3)	C7C—N1C—C5C—C6C	55.0 (3)
N9—Ni1—N6—C9	−47.3 (3)	C3C—N1C—C7C—C8C	−178.6 (2)
N4—Ni1—N6—C9	−143.0 (3)	C5C—N1C—C7C—C8C	60.6 (3)
N2—Ni1—N6—C9	133.3 (3)	C1C—N1C—C7C—C8C	−56.7 (3)
N8—Ni1—N6—N5	−131.41 (19)