rac-[2,2′-Bis(1-ethyl­benzimidazol-2-yl-κN³)­bi­phenyl]­di­chloro­nickel(II)

The title compound, [NiCl₂(C₃₀H₂₆N₄)], is a monoclinic (purple) racemic polymorph of a previously reported orthorhombic (blue) form of the same compound. The complex exhibits pseudo-tetrahedral coordination geometry around the nickel(II) metal center. This geometry is enforced by the geometrically constraining ligand 2,2′-bis(1-ethyl­benzimidazol-2-yl)­bi­phenyl.

Key indicators

• Single-crystal X-ray study
• T = 297 K
• Mean [sigma](C-C) = 0.009 Å
• R factor = 0.059
• wR factor = 0.169
• Data-to-parameter ratio = 13.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.45 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.17 Ratio
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....        C47
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....       C48A
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....       C48B
PLAT301_ALERT_3_C Main Residue  Disorder .........................       5.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of .      37.00 A   3  

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   8 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-32 (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Bruker, 2000).

rac-[2,2'-Bis(1-ethylbenzimidazol-2-yl-κN³)biphenyl]dichloronickel(II)

Crystal data

[NiCl2(C30H26N4)]	F(000) = 1184
Mr = 572.15	Dx = 1.359 Mg m^−3 Dm = 1.34 (1) Mg m^−3 Dm measured by flotation in CCl4/cyclohexane
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 765 reflections
a = 9.1464 (5) Å	θ = 2.5–21.3°
b = 18.6955 (10) Å	µ = 0.91 mm^−1
c = 16.4401 (10) Å	T = 297 K
β = 95.806 (4)°	Rod, purple
V = 2796.8 (3) Å^3	0.46 × 0.12 × 0.04 mm
Z = 4

Data collection

Siemens P3 diffractometer with a Bruker SMART APEX CCD area-detector	4918 independent reflections
Radiation source: fine-focus sealed tube	3033 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.071
φ and ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Blessing, 1995)	h = −10→10
Tmin = 0.787, Tmax = 0.960	k = −22→22
20111 measured reflections	l = −15→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.169	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0957P)^2] where P = (Fo^2 + 2Fc^2)/3
4918 reflections	(Δ/σ)max < 0.001
353 parameters	Δρmax = 0.63 e Å^−3
4 restraints	Δρmin = −0.43 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ni	0.72365 (7)	0.15980 (4)	0.20879 (4)	0.0541 (3)
Cl2	0.76985 (17)	0.27521 (8)	0.18489 (9)	0.0760 (5)
Cl1	0.86363 (16)	0.06727 (9)	0.18000 (10)	0.0872 (5)
N11	0.6114 (4)	0.1943 (2)	0.4437 (2)	0.0493 (10)
N13	0.6961 (4)	0.1600 (2)	0.3283 (2)	0.0466 (9)
N41	0.3617 (6)	0.0586 (3)	0.0924 (3)	0.097 (2)
N43	0.5375 (4)	0.1309 (2)	0.1425 (2)	0.0478 (9)
C11	0.7457 (5)	0.1627 (3)	0.4655 (3)	0.0506 (12)
C12	0.5867 (5)	0.1914 (3)	0.3612 (3)	0.0471 (11)
C13	0.7973 (5)	0.1406 (2)	0.3936 (3)	0.0481 (12)
C14	0.9314 (6)	0.1040 (3)	0.3951 (4)	0.0678 (15)
H14	0.9672	0.0879	0.3474	0.081*
C15	1.0070 (6)	0.0931 (4)	0.4703 (4)	0.0811 (18)
H15	1.0966	0.0693	0.4733	0.097*
C16	0.9544 (7)	0.1165 (4)	0.5432 (4)	0.0840 (19)
H16	1.0091	0.1077	0.5926	0.195*
C17	0.8249 (6)	0.1514 (3)	0.5421 (3)	0.0672 (15)
H17	0.7897	0.1672	0.5901	0.081*
C18	0.5101 (6)	0.2222 (3)	0.5007 (3)	0.0681 (15)
H18A	0.5138	0.1913	0.5483	0.082*
H18B	0.4105	0.2213	0.4741	0.082*
C19	0.5488 (8)	0.2973 (3)	0.5276 (4)	0.0895 (19)
H19A	0.6472	0.2983	0.5542	0.134*
H19B	0.4817	0.3133	0.5651	0.134*
H19C	0.5422	0.3283	0.4808	0.134*
C21	0.3471 (5)	0.1611 (3)	0.2889 (3)	0.0583 (14)
C22	0.4475 (5)	0.2144 (3)	0.3164 (3)	0.0536 (13)
C23	0.4152 (7)	0.2856 (3)	0.3044 (3)	0.0741 (17)
H23	0.4840	0.3201	0.3227	0.089*
C24	0.2807 (9)	0.3064 (5)	0.2652 (4)	0.095 (2)
H24	0.2589	0.3545	0.2563	0.114*
C25	0.1799 (7)	0.2542 (6)	0.2396 (4)	0.098 (3)
H25	0.0884	0.2675	0.2143	0.118*
C26	0.2122 (6)	0.1827 (5)	0.2508 (3)	0.0820 (19)
H26	0.1427	0.1485	0.2326	0.098*
C31	0.3880 (5)	0.0850 (3)	0.3017 (3)	0.0620 (14)
C32	0.4422 (6)	0.0465 (3)	0.2401 (3)	0.0624 (15)
C33	0.4923 (8)	−0.0221 (3)	0.2548 (4)	0.088 (2)
H33	0.5286	−0.0479	0.2128	0.106*
C34	0.4896 (9)	−0.0535 (3)	0.3311 (4)	0.096 (2)
H34	0.5271	−0.0993	0.3408	0.115*
C35	0.4313 (8)	−0.0166 (4)	0.3922 (4)	0.094 (2)
H35	0.4249	−0.0380	0.4428	0.112*
C36	0.3822 (6)	0.0523 (4)	0.3782 (3)	0.0754 (17)
H36	0.3447	0.0776	0.4201	0.090*
C41	0.3953 (6)	0.1014 (3)	0.0278 (3)	0.0721 (16)
C42	0.4500 (6)	0.0782 (3)	0.1595 (3)	0.0636 (14)
C43	0.5038 (5)	0.1466 (3)	0.0602 (3)	0.0501 (12)
C44	0.5595 (6)	0.1985 (3)	0.0114 (3)	0.0640 (14)
H44	0.6333	0.2297	0.0322	0.077*
C45	0.5013 (7)	0.2021 (3)	−0.0688 (3)	0.0718 (16)
H45	0.5360	0.2366	−0.1027	0.086*
C46	0.3928 (8)	0.1558 (4)	−0.1002 (3)	0.0844 (19)
H46	0.3565	0.1600	−0.1549	0.101*
C47	0.3378 (8)	0.1048 (4)	−0.0547 (4)	0.096 (2)
H47	0.2654	0.0734	−0.0766	0.116*
C48A	0.2036 (10)	0.0192 (5)	0.0935 (5)	0.153 (4)	0.60
H48A	0.1740	0.0125	0.1480	0.183*	0.60
H48B	0.1255	0.0414	0.0579	0.183*	0.60
C49A	0.2594 (13)	−0.0420 (5)	0.0610 (6)	0.163 (4)	0.60
H49A	0.1839	−0.0778	0.0542	0.244*	0.60
H49B	0.3401	−0.0596	0.0974	0.244*	0.60
H49C	0.2929	−0.0312	0.0090	0.244*	0.60
C48B	0.2036 (10)	0.0192 (5)	0.0935 (5)	0.153 (4)	0.40
H48C	0.1740	0.0125	0.1480	0.183*	0.40
H48D	0.1255	0.0414	0.0579	0.183*	0.40
C49B	0.2594 (13)	−0.0420 (5)	0.0610 (6)	0.163 (4)	0.40
H49D	0.1832	−0.0774	0.0528	0.244*	0.40
H49E	0.3383	−0.0603	0.0981	0.244*	0.40
H49F	0.2954	−0.0309	0.0097	0.244*	0.40

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni	0.0564 (4)	0.0649 (5)	0.0426 (4)	−0.0137 (3)	0.0126 (3)	−0.0113 (3)
Cl2	0.0902 (10)	0.0673 (9)	0.0697 (10)	−0.0217 (8)	0.0039 (7)	−0.0031 (7)
Cl1	0.0781 (10)	0.0932 (12)	0.0927 (12)	0.0061 (8)	0.0204 (8)	−0.0286 (9)
N11	0.052 (2)	0.058 (2)	0.038 (2)	−0.002 (2)	0.0074 (17)	−0.0045 (19)
N13	0.049 (2)	0.051 (2)	0.040 (2)	−0.0062 (19)	0.0062 (17)	−0.0086 (18)
N41	0.099 (4)	0.137 (5)	0.050 (3)	−0.083 (4)	−0.008 (3)	0.003 (3)
N43	0.055 (2)	0.052 (2)	0.036 (2)	−0.007 (2)	0.0073 (17)	−0.0059 (18)
C11	0.051 (3)	0.053 (3)	0.047 (3)	−0.007 (2)	0.007 (2)	0.001 (2)
C12	0.053 (3)	0.052 (3)	0.037 (3)	−0.002 (2)	0.007 (2)	−0.006 (2)
C13	0.043 (3)	0.049 (3)	0.052 (3)	−0.008 (2)	0.003 (2)	−0.001 (2)
C14	0.061 (3)	0.072 (4)	0.071 (4)	0.002 (3)	0.010 (3)	0.005 (3)
C15	0.057 (4)	0.093 (5)	0.091 (5)	0.012 (3)	−0.002 (3)	0.018 (4)
C16	0.071 (4)	0.106 (5)	0.073 (5)	0.003 (4)	−0.005 (3)	0.021 (4)
C17	0.067 (4)	0.086 (4)	0.048 (3)	−0.007 (3)	0.000 (2)	0.006 (3)
C18	0.074 (4)	0.088 (4)	0.043 (3)	0.009 (3)	0.014 (3)	−0.004 (3)
C19	0.116 (5)	0.082 (5)	0.074 (4)	0.017 (4)	0.023 (4)	−0.014 (4)
C21	0.042 (3)	0.098 (4)	0.035 (3)	−0.005 (3)	0.008 (2)	0.005 (3)
C22	0.057 (3)	0.070 (4)	0.034 (3)	0.013 (3)	0.008 (2)	0.002 (2)
C23	0.081 (4)	0.090 (5)	0.049 (3)	0.024 (3)	−0.002 (3)	−0.010 (3)
C24	0.107 (6)	0.126 (6)	0.052 (4)	0.057 (5)	0.009 (4)	0.004 (4)
C25	0.063 (4)	0.187 (9)	0.044 (4)	0.038 (5)	0.007 (3)	0.014 (5)
C26	0.058 (4)	0.142 (7)	0.046 (3)	−0.002 (4)	0.005 (3)	0.013 (4)
C31	0.056 (3)	0.085 (4)	0.044 (3)	−0.028 (3)	0.001 (2)	0.006 (3)
C32	0.077 (4)	0.066 (4)	0.042 (3)	−0.037 (3)	−0.002 (3)	−0.001 (3)
C33	0.138 (6)	0.077 (5)	0.050 (4)	−0.043 (4)	0.011 (3)	−0.011 (3)
C34	0.161 (7)	0.062 (4)	0.063 (4)	−0.034 (4)	0.003 (4)	0.000 (3)
C35	0.144 (6)	0.079 (5)	0.055 (4)	−0.039 (4)	−0.004 (4)	0.013 (4)
C36	0.082 (4)	0.100 (5)	0.045 (3)	−0.031 (4)	0.008 (3)	−0.001 (3)
C41	0.087 (4)	0.090 (4)	0.039 (3)	−0.015 (3)	0.004 (3)	0.003 (3)
C42	0.069 (3)	0.080 (4)	0.041 (3)	−0.025 (3)	0.002 (2)	−0.003 (3)
C43	0.058 (3)	0.058 (3)	0.035 (3)	0.000 (2)	0.009 (2)	−0.009 (2)
C44	0.086 (4)	0.061 (3)	0.049 (3)	0.006 (3)	0.021 (3)	−0.001 (3)
C45	0.109 (5)	0.066 (4)	0.044 (3)	0.021 (4)	0.023 (3)	0.008 (3)
C46	0.115 (5)	0.106 (5)	0.032 (3)	0.030 (4)	0.006 (3)	0.005 (3)
C47	0.116 (5)	0.125 (6)	0.043 (4)	−0.025 (5)	−0.014 (3)	−0.002 (4)
C48A	0.203 (10)	0.183 (9)	0.072 (5)	0.102 (9)	0.013 (6)	0.005 (6)
C49A	0.229 (11)	0.133 (8)	0.140 (9)	0.070 (8)	0.085 (8)	0.045 (7)
C48B	0.203 (10)	0.183 (9)	0.072 (5)	0.102 (9)	0.013 (6)	0.005 (6)
C49B	0.229 (11)	0.133 (8)	0.140 (9)	0.070 (8)	0.085 (8)	0.045 (7)

Geometric parameters (Å, º)

Ni—N43	2.001 (4)	C23—C24	1.385 (8)
Ni—N13	2.007 (4)	C23—H23	0.9300
Ni—Cl1	2.2311 (16)	C24—C25	1.379 (10)
Ni—Cl2	2.2411 (15)	C24—H24	0.9300
N11—C12	1.354 (5)	C25—C26	1.378 (10)
N11—C11	1.378 (6)	C25—H25	0.9300
N11—C18	1.477 (6)	C26—H26	0.9300
N13—C12	1.322 (6)	C31—C32	1.375 (8)
N13—C13	1.392 (6)	C31—C36	1.405 (7)
N41—C42	1.350 (6)	C32—C33	1.376 (8)
N41—C41	1.387 (7)	C32—C42	1.460 (7)
N41—C48A	1.626 (10)	C33—C34	1.388 (8)
N43—C42	1.317 (6)	C33—H33	0.9300
N43—C43	1.388 (6)	C34—C35	1.371 (10)
C11—C13	1.380 (7)	C34—H34	0.9300
C11—C17	1.404 (7)	C35—C36	1.375 (9)
C12—C22	1.469 (6)	C35—H35	0.9300
C13—C14	1.403 (7)	C36—H36	0.9300
C14—C15	1.370 (8)	C41—C43	1.370 (7)
C14—H14	0.9300	C41—C47	1.406 (7)
C15—C16	1.405 (9)	C43—C44	1.389 (7)
C15—H15	0.9300	C44—C45	1.371 (7)
C16—C17	1.350 (8)	C44—H44	0.9300
C17—H17	0.9300	C45—C46	1.378 (9)
C18—C19	1.504 (8)	C45—H45	0.9300
C18—H18A	0.9700	C46—C47	1.340 (9)
C18—H18B	0.9700	C46—H46	0.9300
C19—H19A	0.9600	C47—H47	0.9300
C19—H19B	0.9600	C48A—C49A	1.381 (9)
C19—H19C	0.9600	C48A—H48A	0.9700
C21—C26	1.386 (8)	C48A—H48B	0.9700
C21—C22	1.399 (7)	C49A—H49A	0.9600
C21—C31	1.480 (8)	C49A—H49B	0.9600
C22—C23	1.373 (7)	C49A—H49C	0.9600
N43—Ni—N13	110.49 (15)	C25—C24—H24	120.7
N43—Ni—Cl1	98.62 (12)	C23—C24—H24	120.7
N13—Ni—Cl1	109.94 (12)	C26—C25—C24	121.2 (6)
N43—Ni—Cl2	109.25 (12)	C26—C25—H25	119.4
N13—Ni—Cl2	102.37 (11)	C24—C25—H25	119.4
Cl1—Ni—Cl2	125.94 (7)	C25—C26—C21	120.9 (6)
C12—N11—C11	107.3 (4)	C25—C26—H26	119.6
C12—N11—C18	126.7 (4)	C21—C26—H26	119.6
C11—N11—C18	125.9 (4)	C32—C31—C36	118.7 (6)
C12—N13—C13	105.9 (4)	C32—C31—C21	120.2 (5)
C12—N13—Ni	125.2 (3)	C36—C31—C21	120.9 (5)
C13—N13—Ni	127.9 (3)	C33—C32—C31	119.9 (5)
C42—N41—C41	108.0 (4)	C33—C32—C42	119.4 (5)
C42—N41—C48A	125.0 (5)	C31—C32—C42	120.7 (5)
C41—N41—C48A	122.4 (5)	C32—C33—C34	121.1 (6)
C42—N43—C43	106.6 (4)	C32—C33—H33	119.5
C42—N43—Ni	126.0 (3)	C34—C33—H33	119.5
C43—N43—Ni	124.5 (3)	C35—C34—C33	119.6 (7)
N11—C11—C13	106.2 (4)	C35—C34—H34	120.2
N11—C11—C17	131.6 (5)	C33—C34—H34	120.2
C13—C11—C17	122.2 (5)	C34—C35—C36	119.5 (6)
N13—C12—N11	111.7 (4)	C34—C35—H35	120.2
N13—C12—C22	125.4 (4)	C36—C35—H35	120.2
N11—C12—C22	122.6 (4)	C35—C36—C31	121.1 (6)
C11—C13—N13	108.9 (4)	C35—C36—H36	119.4
C11—C13—C14	120.3 (5)	C31—C36—H36	119.4
N13—C13—C14	130.8 (5)	C43—C41—N41	105.4 (4)
C15—C14—C13	116.7 (5)	C43—C41—C47	122.1 (6)
C15—C14—H14	121.7	N41—C41—C47	132.4 (6)
C13—C14—H14	121.7	N43—C42—N41	110.8 (4)
C14—C15—C16	122.6 (6)	N43—C42—C32	125.6 (4)
C14—C15—H15	118.7	N41—C42—C32	123.5 (5)
C16—C15—H15	118.7	C41—C43—C44	120.0 (5)
C17—C16—C15	120.9 (5)	C41—C43—N43	109.2 (4)
C16—C17—C11	117.2 (5)	C44—C43—N43	130.8 (5)
C16—C17—H17	121.4	C45—C44—C43	117.4 (6)
C11—C17—H17	121.4	C45—C44—H44	121.3
N11—C18—C19	111.8 (5)	C43—C44—H44	121.3
N11—C18—H18A	109.2	C44—C45—C46	121.7 (6)
C19—C18—H18A	109.2	C44—C45—H45	119.2
N11—C18—H18B	109.2	C46—C45—H45	119.2
C19—C18—H18B	109.2	C47—C46—C45	122.3 (5)
H18A—C18—H18B	107.9	C47—C46—H46	118.9
C18—C19—H19A	109.5	C45—C46—H46	118.9
C18—C19—H19B	109.5	C46—C47—C41	116.5 (6)
H19A—C19—H19B	109.5	C46—C47—H47	121.7
C18—C19—H19C	109.5	C41—C47—H47	121.7
H19A—C19—H19C	109.5	C49A—C48A—N41	90.4 (7)
H19B—C19—H19C	109.5	C49A—C48A—H48A	113.6
C26—C21—C22	117.6 (6)	N41—C48A—H48A	113.6
C26—C21—C31	123.0 (6)	C49A—C48A—H48B	113.6
C22—C21—C31	119.4 (4)	N41—C48A—H48B	113.6
C23—C22—C21	121.3 (5)	H48A—C48A—H48B	110.8
C23—C22—C12	121.3 (5)	C48A—C49A—H49A	109.5
C21—C22—C12	117.4 (5)	C48A—C49A—H49B	109.5
C22—C23—C24	120.4 (6)	H49A—C49A—H49B	109.5
C22—C23—H23	119.8	C48A—C49A—H49C	109.5
C24—C23—H23	119.8	H49A—C49A—H49C	109.5
C25—C24—C23	118.6 (7)	H49B—C49A—H49C	109.5
N43—Ni—N13—C12	−49.5 (4)	C23—C24—C25—C26	−1.5 (10)
Cl1—Ni—N13—C12	−157.3 (3)	C24—C25—C26—C21	0.6 (9)
Cl2—Ni—N13—C12	66.7 (4)	C22—C21—C26—C25	0.8 (8)
N43—Ni—N13—C13	143.9 (3)	C31—C21—C26—C25	−179.3 (5)
Cl1—Ni—N13—C13	36.1 (4)	C26—C21—C31—C32	83.4 (6)
Cl2—Ni—N13—C13	−99.8 (3)	C22—C21—C31—C32	−96.8 (6)
N13—Ni—N43—C42	−43.3 (5)	C26—C21—C31—C36	−101.2 (6)
Cl1—Ni—N43—C42	71.9 (4)	C22—C21—C31—C36	78.6 (6)
Cl2—Ni—N43—C42	−155.2 (4)	C36—C31—C32—C33	−1.3 (7)
N13—Ni—N43—C43	158.5 (3)	C21—C31—C32—C33	174.2 (5)
Cl1—Ni—N43—C43	−86.3 (4)	C36—C31—C32—C42	179.8 (4)
Cl2—Ni—N43—C43	46.6 (4)	C21—C31—C32—C42	−4.7 (7)
C12—N11—C11—C13	−0.7 (5)	C31—C32—C33—C34	−0.2 (9)
C18—N11—C11—C13	176.0 (4)	C42—C32—C33—C34	178.7 (5)
C12—N11—C11—C17	179.8 (5)	C32—C33—C34—C35	2.4 (10)
C18—N11—C11—C17	−3.6 (8)	C33—C34—C35—C36	−2.9 (10)
C13—N13—C12—N11	0.7 (5)	C34—C35—C36—C31	1.4 (9)
Ni—N13—C12—N11	−168.3 (3)	C32—C31—C36—C35	0.8 (8)
C13—N13—C12—C22	−173.5 (5)	C21—C31—C36—C35	−174.7 (5)
Ni—N13—C12—C22	17.4 (7)	C42—N41—C41—C43	−0.8 (7)
C11—N11—C12—N13	0.0 (5)	C48A—N41—C41—C43	156.1 (6)
C18—N11—C12—N13	−176.7 (4)	C42—N41—C41—C47	−179.3 (7)
C11—N11—C12—C22	174.4 (4)	C48A—N41—C41—C47	−22.4 (12)
C18—N11—C12—C22	−2.2 (8)	C43—N43—C42—N41	0.3 (6)
N11—C11—C13—N13	1.1 (5)	Ni—N43—C42—N41	−161.1 (4)
C17—C11—C13—N13	−179.3 (4)	C43—N43—C42—C32	−177.0 (5)
N11—C11—C13—C14	−178.0 (4)	Ni—N43—C42—C32	21.6 (8)
C17—C11—C13—C14	1.6 (7)	C41—N41—C42—N43	0.3 (7)
C12—N13—C13—C11	−1.1 (5)	C48A—N41—C42—N43	−155.8 (6)
Ni—N13—C13—C11	167.5 (3)	C41—N41—C42—C32	177.7 (6)
C12—N13—C13—C14	177.9 (5)	C48A—N41—C42—C32	21.5 (10)
Ni—N13—C13—C14	−13.5 (7)	C33—C32—C42—N43	−110.7 (7)
C11—C13—C14—C15	−1.2 (7)	C31—C32—C42—N43	68.2 (8)
N13—C13—C14—C15	179.9 (5)	C33—C32—C42—N41	72.4 (8)
C13—C14—C15—C16	0.4 (9)	C31—C32—C42—N41	−108.8 (7)
C14—C15—C16—C17	0.0 (10)	N41—C41—C43—C44	−177.9 (5)
C15—C16—C17—C11	0.3 (9)	C47—C41—C43—C44	0.7 (9)
N11—C11—C17—C16	178.4 (5)	N41—C41—C43—N43	1.0 (6)
C13—C11—C17—C16	−1.1 (8)	C47—C41—C43—N43	179.7 (6)
C12—N11—C18—C19	−99.3 (6)	C42—N43—C43—C41	−0.9 (6)
C11—N11—C18—C19	84.6 (6)	Ni—N43—C43—C41	160.9 (4)
C26—C21—C22—C23	−1.4 (7)	C42—N43—C43—C44	178.0 (5)
C31—C21—C22—C23	178.7 (5)	Ni—N43—C43—C44	−20.3 (7)
C26—C21—C22—C12	176.4 (4)	C41—C43—C44—C45	0.1 (8)
C31—C21—C22—C12	−3.5 (7)	N43—C43—C44—C45	−178.6 (5)
N13—C12—C22—C23	−109.5 (6)	C43—C44—C45—C46	−0.5 (8)
N11—C12—C22—C23	76.9 (7)	C44—C45—C46—C47	0.1 (10)
N13—C12—C22—C21	72.7 (6)	C45—C46—C47—C41	0.8 (10)
N11—C12—C22—C21	−100.9 (6)	C43—C41—C47—C46	−1.2 (10)
C21—C22—C23—C24	0.6 (8)	N41—C41—C47—C46	177.1 (7)
C12—C22—C23—C24	−177.1 (5)	C42—N41—C48A—C49A	−113.1 (8)
C22—C23—C24—C25	0.9 (9)	C41—N41—C48A—C49A	93.9 (8)