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The title compound, [NiBr2(C7H12N2)4], is an octa­hedral NiII complex coordinated by four pyrazol­yl rings and two Br anions. In the crystal structure, there are two independent Ni complexes, each with inversion symmetry. The tert-but­yl groups of the ligands show orientational disorder.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805010597/ob6496sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805010597/ob6496Isup2.hkl
Contains datablock I

CCDC reference: 272052

Key indicators

  • Single-crystal X-ray study
  • T = 223 K
  • Mean [sigma](C-C) = 0.005 Å
  • Disorder in main residue
  • R factor = 0.045
  • wR factor = 0.125
  • Data-to-parameter ratio = 18.6

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C4
Alert level C PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.83 PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.52 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.92 Ratio PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.20 Ratio PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C11 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C54 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C61 PLAT301_ALERT_3_C Main Residue Disorder ......................... 21.00 Perc.
0 ALERT level A = In general: serious problem 1 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 4 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: UdMX (Marris, 2003).

trans-Dibromotetra(3-tert-butylpyrazole-κN)nickel(II) top
Crystal data top
[NiBr2(C7H12N2)4]F(000) = 1480
Mr = 715.27Dx = 1.326 Mg m3
Monoclinic, P21/cCu Kα radiation, λ = 1.54178 Å
Hall symbol: -P 2ybcCell parameters from 999 reflections
a = 17.822 (4) Åθ = 6.8–72.1°
b = 9.536 (2) ŵ = 3.61 mm1
c = 21.256 (5) ÅT = 223 K
β = 97.445 (17)°Block, purple
V = 3582.1 (14) Å30.60 × 0.30 × 0.30 mm
Z = 4
Data collection top
Bruker SMART 2K/Platform
diffractometer
7012 independent reflections
Radiation source: Sealed Tube6687 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.058
Detector resolution: 5.5 pixels mm-1θmax = 72.8°, θmin = 2.5°
ω scansh = 2221
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 1111
Tmin = 0.108, Tmax = 0.336l = 2523
42742 measured reflections
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)] = 0.045H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.125 w = 1/[σ2(Fo2) + (0.074P)2 + 3.302P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max = 0.006
7012 reflectionsΔρmax = 0.70 e Å3
378 parametersΔρmin = 0.56 e Å3
121 restraintsExtinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00105 (9)
Special details top

Experimental. X-ray crystallographic data for I were collected from a single-crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker Platform diffractometer, equipped with a Bruker SMART 2 K Charged-Coupled Device (CCD) Area Detector using the program SMART and normal focus sealed tube source graphite monochromated Cu—Kα radiation. The crystal-to-detector distance was 4.908 cm, and the data collection was carried out in 512 x 512 pixel mode, utilizing 4 x 4 pixel binning. The initial unit-cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 9.0 degree scan in 30 frames over four different parts of the reciprocal space (120 frames total). One complete sphere of data was collected, to better than 0.8 Å resolution. Upon completion of the data collection, the first 101 frames were recollected in order to improve the decay correction analysis.

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. Data reduction processing was carried out by the use of the program SAINT (Bruker, 1999), which applied Lorentz and polarization corrections to three-dimensionally integrated diffraction spots. The program SADABS (Sheldrick, 1996) was utilized for the scaling of diffraction data, the application of a decay correction, and an empirical absorption correction based on redundant reflections. The space group was confirmed by XPREP routine in SHELXTL program (Sheldrick, 1997). The structure was solved by direct method using SHELXS97 (Sheldrick, 1997) and difmap synthesis using SHELXL96 (Sheldrick, 1996). All non-hydrogen atoms anisotropic, hydrogen atoms isotropic.

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 (Å2) top
xyzUiso*/UeqOcc. (<1)
Ni10.50001.00000.50000.03185 (17)
Br10.413394 (17)1.05709 (3)0.390709 (13)0.04034 (12)
N10.57827 (13)0.9007 (3)0.45031 (11)0.0378 (5)
N20.55632 (15)0.8544 (3)0.39062 (12)0.0405 (5)
H2N0.511 (2)0.886 (4)0.3713 (17)0.039 (8)*
C10.64719 (17)0.8493 (4)0.46550 (15)0.0451 (7)
H10.67700.86300.50480.054*
C20.66973 (19)0.7722 (4)0.41551 (16)0.0495 (7)
H20.71640.72690.41440.059*
C30.60977 (18)0.7764 (3)0.36830 (14)0.0424 (6)
C40.5975 (2)0.7130 (4)0.30208 (16)0.0511 (8)
C50.6208 (5)0.8185 (8)0.2555 (3)0.1022 (14)0.74
H5A0.59060.90280.25680.153*0.74
H5B0.61280.77910.21300.153*0.74
H5C0.67390.84140.26660.153*0.74
C60.5141 (4)0.6798 (9)0.2819 (3)0.1022 (14)0.74
H6A0.49710.61150.31080.153*0.74
H6B0.50770.64190.23920.153*0.74
H6C0.48440.76490.28290.153*0.74
C70.6432 (5)0.5818 (8)0.3002 (3)0.1022 (14)0.74
H7A0.62850.51530.33080.153*0.74
H7B0.69650.60390.31040.153*0.74
H7C0.63420.54120.25800.153*0.74
C5A0.6736 (8)0.7067 (14)0.2778 (8)0.1022 (14)0.26
H5D0.66750.66650.23550.153*0.26
H5E0.70790.64880.30590.153*0.26
H5F0.69430.80060.27640.153*0.26
C6A0.5640 (7)0.5706 (13)0.3078 (8)0.1022 (14)0.26
H6D0.55550.52700.26630.153*0.26
H6E0.51630.57900.32490.153*0.26
H6F0.59860.51340.33600.153*0.26
C7A0.5437 (7)0.8061 (16)0.2584 (7)0.1022 (14)0.26
H7D0.53590.76540.21620.153*0.26
H7E0.56560.89890.25630.153*0.26
H7F0.49560.81300.27490.153*0.26
N30.44547 (13)0.8071 (3)0.50441 (11)0.0380 (5)
N40.38465 (14)0.7770 (3)0.46219 (12)0.0393 (5)
H4N0.369 (2)0.842 (4)0.4319 (17)0.041 (9)*
C80.4588 (2)0.6907 (4)0.53827 (18)0.0526 (8)
H80.49820.67960.57180.063*
C90.4060 (2)0.5866 (4)0.51704 (19)0.0555 (9)
H90.40300.49540.53330.067*
C100.35965 (17)0.6451 (3)0.46783 (15)0.0405 (6)
C110.29334 (18)0.5878 (4)0.42377 (17)0.0504 (8)
C120.2391 (9)0.7074 (16)0.3972 (7)0.0730 (13)0.34
H12A0.19720.66810.36910.110*0.34
H12B0.26630.77350.37390.110*0.34
H12C0.21990.75540.43210.110*0.34
C130.3164 (9)0.5060 (14)0.3686 (6)0.0730 (13)0.34
H13A0.27160.47210.34230.110*0.34
H13B0.34760.42700.38440.110*0.34
H13C0.34500.56640.34360.110*0.34
C140.2457 (12)0.4905 (15)0.4619 (10)0.0730 (13)0.34
H14A0.20320.45330.43380.110*0.34
H14B0.22730.54370.49560.110*0.34
H14C0.27710.41380.48010.110*0.34
C12A0.3279 (8)0.4647 (13)0.3877 (7)0.0730 (13)0.33
H12D0.28850.42220.35800.110*0.33
H12E0.34930.39480.41800.110*0.33
H12F0.36740.50110.36480.110*0.33
C13A0.2579 (8)0.6944 (14)0.3782 (6)0.0730 (13)0.33
H13D0.21600.65210.35100.110*0.33
H13E0.29510.72850.35240.110*0.33
H13F0.23940.77190.40140.110*0.33
C14A0.2396 (11)0.5213 (16)0.4657 (9)0.0730 (13)0.33
H14D0.19610.48270.43920.110*0.33
H14E0.22290.59210.49360.110*0.33
H14F0.26570.44700.49090.110*0.33
C12B0.3192 (9)0.5594 (15)0.3599 (6)0.0730 (13)0.33
H12G0.27730.52220.33110.110*0.33
H12H0.36020.49180.36490.110*0.33
H12I0.33670.64600.34280.110*0.33
C13B0.2301 (8)0.7010 (15)0.4144 (7)0.0730 (13)0.33
H13G0.18730.66520.38610.110*0.33
H13H0.24950.78470.39610.110*0.33
H13I0.21410.72380.45510.110*0.33
C14B0.2602 (9)0.4576 (15)0.4498 (8)0.0730 (13)0.33
H14G0.21810.42470.42000.110*0.33
H14H0.24260.47940.49000.110*0.33
H14I0.29860.38520.45610.110*0.33
Ni20.00001.00000.00000.03544 (17)
Br20.102706 (18)1.16503 (3)0.066679 (15)0.04343 (12)
N510.04360 (14)0.9479 (3)0.08286 (12)0.0396 (5)
N520.07370 (14)0.8188 (3)0.08760 (13)0.0393 (5)
H52N0.0902 (19)0.775 (4)0.0547 (17)0.039 (9)*
C510.0401 (2)1.0022 (4)0.13987 (17)0.0547 (8)
H510.02131.09200.15120.066*
C520.0680 (2)0.9075 (5)0.18130 (18)0.0618 (10)
H520.07150.92170.22460.074*
C530.08926 (17)0.7902 (4)0.14651 (14)0.0436 (7)
C540.1217 (2)0.6505 (4)0.16318 (17)0.0564 (9)
C550.1256 (8)0.6471 (18)0.2335 (7)0.0780 (16)0.34
H55A0.14550.55730.24500.117*0.34
H55B0.15840.72160.24470.117*0.34
H55C0.07520.66010.25620.117*0.34
C560.1975 (8)0.6249 (18)0.1294 (7)0.0780 (16)0.34
H56A0.21570.53460.14200.117*0.34
H56B0.19530.62500.08400.117*0.34
H56C0.23160.69810.13980.117*0.34
C570.0724 (9)0.5276 (16)0.1509 (8)0.0780 (16)0.34
H57A0.09730.44100.16030.117*0.34
H57B0.02420.53480.17780.117*0.34
H57C0.06400.52780.10670.117*0.34
C55A0.1744 (8)0.6660 (18)0.2130 (7)0.0780 (16)0.33
H55D0.19440.57480.22230.117*0.33
H55E0.21570.72810.19740.117*0.33
H55F0.14680.70500.25140.117*0.33
C56A0.1706 (8)0.5889 (19)0.1055 (7)0.0780 (16)0.33
H56D0.19240.50100.11710.117*0.33
H56E0.13960.57240.07190.117*0.33
H56F0.21070.65430.09070.117*0.33
C57A0.0621 (9)0.5480 (17)0.1843 (8)0.0780 (16)0.33
H57D0.08510.46000.19430.117*0.33
H57E0.03100.58330.22180.117*0.33
H57F0.03090.53310.15080.117*0.33
C55B0.1492 (8)0.672 (2)0.2297 (8)0.0780 (16)0.33
H55G0.16950.58410.24340.117*0.33
H55H0.18830.74300.22650.117*0.33
H55I0.10690.70090.26020.117*0.33
C56B0.1887 (9)0.613 (2)0.1079 (7)0.0780 (16)0.33
H56G0.21160.52490.11740.117*0.33
H56H0.16850.60610.06780.117*0.33
H56I0.22670.68690.10510.117*0.33
C57B0.0504 (9)0.5504 (18)0.1624 (9)0.0780 (16)0.33
H57G0.06380.45590.17370.117*0.33
H57H0.00900.58420.19280.117*0.33
H57I0.03500.55010.12030.117*0.33
N530.07020 (14)0.8249 (3)0.01933 (12)0.0407 (5)
N540.12120 (16)0.8279 (3)0.07206 (13)0.0429 (6)
H54N0.132 (2)0.908 (4)0.0872 (19)0.047 (10)*
C580.0670 (2)0.6908 (4)0.00231 (18)0.0558 (8)
H580.03630.65540.03340.067*
C590.1151 (2)0.6097 (4)0.04423 (19)0.0601 (9)
H590.12240.51220.04250.072*
C600.14963 (19)0.7010 (3)0.08856 (16)0.0471 (7)
C610.2080 (2)0.6788 (4)0.14601 (18)0.0615 (10)
C620.2862 (6)0.7038 (11)0.1275 (6)0.0831 (13)0.50
H62A0.32390.68990.16430.125*0.50
H62B0.28960.79910.11220.125*0.50
H62C0.29540.63850.09440.125*0.50
C630.1907 (7)0.7798 (11)0.1989 (5)0.0831 (13)0.50
H63A0.22760.76640.23610.125*0.50
H63B0.14040.76090.20960.125*0.50
H63C0.19310.87580.18420.125*0.50
C640.2015 (7)0.5247 (10)0.1698 (7)0.0831 (13)0.50
H64A0.23850.50930.20680.125*0.50
H64B0.21090.46010.13640.125*0.50
H64C0.15110.50890.18090.125*0.50
C62A0.2874 (6)0.6567 (11)0.1247 (6)0.0831 (13)0.50
H62D0.32470.64460.16180.125*0.50
H62E0.30050.73790.10090.125*0.50
H62F0.28660.57380.09810.125*0.50
C63A0.1859 (7)0.5433 (10)0.1782 (7)0.0831 (13)0.50
H63D0.22220.52490.21540.125*0.50
H63E0.18590.46560.14870.125*0.50
H63F0.13580.55380.19070.125*0.50
C64A0.2132 (7)0.8053 (10)0.1910 (6)0.0831 (13)0.50
H64D0.25220.78840.22650.125*0.50
H64E0.16490.81890.20660.125*0.50
H64F0.22580.88850.16840.125*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0324 (3)0.0378 (4)0.0257 (3)0.0030 (3)0.0051 (2)0.0016 (2)
Br10.04195 (19)0.0480 (2)0.02997 (18)0.00080 (12)0.00058 (12)0.00539 (11)
N10.0380 (12)0.0467 (13)0.0294 (11)0.0003 (10)0.0069 (9)0.0032 (10)
N20.0399 (13)0.0522 (15)0.0295 (12)0.0036 (11)0.0051 (10)0.0061 (10)
C10.0375 (15)0.0603 (19)0.0368 (15)0.0054 (13)0.0019 (12)0.0005 (13)
C20.0452 (16)0.059 (2)0.0457 (17)0.0127 (15)0.0120 (13)0.0021 (14)
C30.0494 (16)0.0425 (15)0.0387 (15)0.0011 (13)0.0181 (13)0.0006 (12)
C40.065 (2)0.0526 (18)0.0389 (16)0.0005 (16)0.0182 (15)0.0100 (14)
C50.142 (4)0.110 (3)0.056 (2)0.015 (3)0.018 (2)0.034 (2)
C60.142 (4)0.110 (3)0.056 (2)0.015 (3)0.018 (2)0.034 (2)
C70.142 (4)0.110 (3)0.056 (2)0.015 (3)0.018 (2)0.034 (2)
C5A0.142 (4)0.110 (3)0.056 (2)0.015 (3)0.018 (2)0.034 (2)
C6A0.142 (4)0.110 (3)0.056 (2)0.015 (3)0.018 (2)0.034 (2)
C7A0.142 (4)0.110 (3)0.056 (2)0.015 (3)0.018 (2)0.034 (2)
N30.0370 (12)0.0406 (12)0.0358 (12)0.0054 (10)0.0030 (9)0.0008 (10)
N40.0395 (12)0.0401 (13)0.0374 (13)0.0056 (10)0.0012 (10)0.0031 (10)
C80.0486 (18)0.0487 (18)0.057 (2)0.0026 (14)0.0075 (15)0.0106 (15)
C90.057 (2)0.0432 (17)0.063 (2)0.0086 (15)0.0038 (16)0.0138 (15)
C100.0395 (14)0.0403 (15)0.0429 (16)0.0055 (12)0.0100 (12)0.0010 (12)
C110.0454 (17)0.0510 (18)0.0533 (19)0.0126 (14)0.0007 (14)0.0023 (15)
C120.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C130.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C140.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C12A0.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C13A0.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C14A0.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C12B0.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C13B0.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
C14B0.066 (2)0.080 (3)0.071 (3)0.019 (2)0.0020 (19)0.010 (2)
Ni20.0342 (3)0.0364 (4)0.0361 (4)0.0001 (3)0.0060 (3)0.0028 (3)
Br20.04409 (19)0.04135 (19)0.0436 (2)0.00674 (12)0.00088 (13)0.00091 (12)
N510.0389 (12)0.0400 (13)0.0406 (13)0.0031 (10)0.0073 (10)0.0024 (10)
N520.0418 (13)0.0408 (13)0.0361 (13)0.0017 (10)0.0077 (10)0.0018 (10)
C510.058 (2)0.063 (2)0.0461 (18)0.0139 (16)0.0163 (15)0.0130 (16)
C520.065 (2)0.080 (3)0.0420 (18)0.019 (2)0.0157 (16)0.0081 (17)
C530.0364 (14)0.0566 (18)0.0386 (15)0.0015 (13)0.0080 (12)0.0087 (13)
C540.056 (2)0.053 (2)0.062 (2)0.0011 (16)0.0160 (17)0.0176 (16)
C550.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C560.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C570.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C55A0.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C56A0.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C57A0.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C55B0.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C56B0.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
C57B0.071 (4)0.069 (3)0.099 (4)0.004 (2)0.028 (3)0.024 (3)
N530.0404 (13)0.0405 (13)0.0415 (13)0.0045 (10)0.0061 (10)0.0017 (10)
N540.0463 (14)0.0394 (14)0.0420 (14)0.0044 (11)0.0025 (11)0.0031 (11)
C580.061 (2)0.0487 (18)0.055 (2)0.0093 (16)0.0000 (16)0.0112 (15)
C590.074 (2)0.0417 (18)0.063 (2)0.0154 (17)0.0028 (18)0.0057 (16)
C600.0526 (18)0.0412 (16)0.0489 (18)0.0123 (14)0.0118 (14)0.0038 (13)
C610.070 (2)0.061 (2)0.052 (2)0.0205 (18)0.0002 (17)0.0076 (16)
C620.082 (3)0.085 (3)0.079 (2)0.020 (2)0.0032 (19)0.015 (2)
C630.082 (3)0.085 (3)0.079 (2)0.020 (2)0.0032 (19)0.015 (2)
C640.082 (3)0.085 (3)0.079 (2)0.020 (2)0.0032 (19)0.015 (2)
C62A0.082 (3)0.085 (3)0.079 (2)0.020 (2)0.0032 (19)0.015 (2)
C63A0.082 (3)0.085 (3)0.079 (2)0.020 (2)0.0032 (19)0.015 (2)
C64A0.082 (3)0.085 (3)0.079 (2)0.020 (2)0.0032 (19)0.015 (2)
Geometric parameters (Å, º) top
Ni1—N12.083 (2)Ni2—N51ii2.075 (3)
Ni1—N1i2.083 (2)Ni2—N512.075 (3)
Ni1—N3i2.088 (2)Ni2—N53ii2.095 (2)
Ni1—N32.088 (2)Ni2—N532.095 (2)
Ni1—Br1i2.6732 (7)Ni2—Br2ii2.6765 (5)
Ni1—Br12.6732 (7)Ni2—Br22.6765 (6)
N1—C11.323 (4)N51—C511.311 (4)
N1—N21.352 (3)N51—N521.352 (3)
N2—C31.343 (4)N52—C531.345 (4)
N2—H2N0.91 (4)N52—H52N0.84 (4)
C1—C21.393 (5)C51—C521.397 (5)
C1—H10.94C51—H510.94
C2—C31.368 (5)C52—C531.367 (5)
C2—H20.94C52—H520.94
C3—C41.521 (4)C53—C541.512 (5)
C4—C6A1.495 (13)C54—C561.466 (14)
C4—C71.497 (8)C54—C57A1.470 (14)
C4—C51.507 (8)C54—C551.506 (14)
C4—C5A1.515 (13)C54—C571.508 (15)
C4—C61.526 (8)C54—C55A1.511 (13)
C4—C7A1.529 (13)C54—C56A1.527 (15)
C5—H5A0.97C54—C55B1.568 (16)
C5—H5B0.97C54—C57B1.591 (17)
C5—H5C0.97C54—C56B1.602 (17)
C6—H6A0.97C55—H55A0.97
C6—H6B0.97C55—H55B0.97
C6—H6C0.97C55—H55C0.97
C7—H7A0.97C56—H56A0.97
C7—H7B0.97C56—H56B0.97
C7—H7C0.97C56—H56C0.97
C5A—H5D0.97C57—H57A0.97
C5A—H5E0.97C57—H57B0.97
C5A—H5F0.97C57—H57C0.97
C6A—H6D0.97C55A—H55D0.97
C6A—H6E0.97C55A—H55E0.97
C6A—H6F0.97C55A—H55F0.97
C7A—H7D0.97C56A—H56D0.97
C7A—H7E0.97C56A—H56E0.97
C7A—H7F0.97C56A—H56F0.97
N3—C81.327 (4)C57A—H57D0.97
N3—N41.346 (3)C57A—H57E0.97
N4—C101.345 (4)C57A—H57F0.97
N4—H4N0.91 (4)C55B—H55G0.97
C8—C91.402 (5)C55B—H55H0.97
C8—H80.94C55B—H55I0.97
C9—C101.365 (5)C56B—H56G0.97
C9—H90.94C56B—H56H0.97
C10—C111.512 (4)C56B—H56I0.97
C11—C13A1.487 (11)C57B—H57G0.97
C11—C131.510 (11)C57B—H57H0.97
C11—C14B1.510 (15)C57B—H57I0.97
C11—C12B1.514 (11)N53—C581.328 (4)
C11—C14A1.527 (11)N53—N541.349 (4)
C11—C121.553 (11)N54—C601.341 (4)
C11—C13b1.554 (11)N54—H54N0.84 (4)
C11—C141.554 (12)C58—C591.389 (5)
C11—C12A1.572 (11)C58—H580.94
C12—H12A0.97C59—C601.369 (5)
C12—H12B0.97C59—H590.94
C12—H12C0.97C60—C611.513 (5)
C13—H13A0.97C61—C621.516 (9)
C13—H13B0.97C61—C64A1.535 (9)
C13—H13C0.97C61—C63A1.536 (9)
C14—H14A0.97C61—C631.542 (9)
C14—H14B0.97C61—C62A1.556 (9)
C14—H14C0.97C61—C641.563 (9)
C12A—H12D0.97C62—H62A0.97
C12A—H12E0.97C62—H62B0.97
C12A—H12F0.97C62—H62C0.97
C13A—H13D0.97C63—H63A0.97
C13A—H13E0.97C63—H63B0.97
C13A—H13F0.97C63—H63C0.97
C14A—H14D0.97C64—H64A0.97
C14A—H14E0.97C64—H64B0.97
C14A—H14F0.97C64—H64C0.97
C12B—H12G0.97C62A—H62D0.97
C12B—H12H0.97C62A—H62E0.97
C12B—H12I0.97C62A—H62F0.97
C13B—H13G0.97C63A—H63D0.97
C13B—H13H0.97C63A—H63E0.97
C13B—H13I0.97C63A—H63F0.97
C14B—H14G0.97C64A—H64D0.97
C14B—H14H0.97C64A—H64E0.97
C14B—H14I0.97C64A—H64F0.97
N1—Ni1—N1i180.000 (1)H14H—C14B—H14I109.5
N1—Ni1—N3i91.8 (1)N51ii—Ni2—N51180
N1i—Ni1—N3i88.2 (1)N51ii—Ni2—N53ii85.56 (10)
N1—Ni1—N388.2 (1)N51—Ni2—N53ii94.44 (10)
N1i—Ni1—N391.8 (1)N51ii—Ni2—N5394.44 (10)
N3i—Ni1—N3180.00 (13)N51—Ni2—N5385.56 (10)
N1—Ni1—Br1i89.94 (7)N53ii—Ni2—N53180
N1i—Ni1—Br1i90.06 (7)N51ii—Ni2—Br2ii89.82 (7)
N3i—Ni1—Br1i89.93 (7)N51—Ni2—Br2ii90.18 (7)
N3—Ni1—Br1i90.07 (7)N53ii—Ni2—Br2ii90.85 (7)
N1—Ni1—Br190.06 (7)N53—Ni2—Br2ii89.15 (7)
N1i—Ni1—Br189.94 (7)N51ii—Ni2—Br290.18 (7)
N3i—Ni1—Br190.07 (7)N51—Ni2—Br289.82 (7)
N3—Ni1—Br189.93 (7)N53ii—Ni2—Br289.15 (7)
Br1i—Ni1—Br1180N53—Ni2—Br290.85 (7)
C1—N1—N2104.8 (2)Br2ii—Ni2—Br2180.0 (12)
C1—N1—Ni1134.9 (2)C51—N51—N52105.2 (3)
N2—N1—Ni1119.51 (18)C51—N51—Ni2135.3 (2)
C3—N2—N1112.3 (3)N52—N51—Ni2118.49 (19)
C3—N2—H2N131 (2)C53—N52—N51112.7 (3)
N1—N2—H2N116 (2)C53—N52—H52N126 (2)
N1—C1—C2111.1 (3)N51—N52—H52N120 (2)
N1—C1—H1124.5N51—C51—C52110.4 (3)
C2—C1—H1124.5N51—C51—H51124.8
C3—C2—C1105.6 (3)C52—C51—H51124.8
C3—C2—H2127.2C53—C52—C51106.5 (3)
C1—C2—H2127.2C53—C52—H52126.7
N2—C3—C2106.2 (3)C51—C52—H52126.7
N2—C3—C4121.5 (3)N52—C53—C52105.1 (3)
C2—C3—C4132.3 (3)N52—C53—C54121.9 (3)
C6A—C4—C757.7 (5)C52—C53—C54133.0 (3)
C6A—C4—C5143.8 (8)C56—C54—C57A128.5 (1)
C7—C4—C5110.0 (4)C56—C54—C55109.0 (7)
C6A—C4—C5A112.1 (7)C57A—C54—C5578.8 (8)
C7—C4—C5A56.1 (5)C56—C54—C57107.8 (8)
C5—C4—C5A57.8 (5)C55—C54—C57104.9 (8)
C6A—C4—C3107.3 (7)C56—C54—C55A75.1 (8)
C7—C4—C3110.1 (4)C57A—C54—C55A109.9 (7)
C5—C4—C3108.9 (3)C57—C54—C55A128.8 (9)
C5A—C4—C3107.6 (7)C56—C54—C53112.8 (7)
C6A—C4—C656.6 (5)C57A—C54—C53112.0 (7)
C7—C4—C6109.4 (4)C55—C54—C53108.7 (7)
C5—C4—C6107.2 (4)C57—C54—C53113.3 (7)
C5A—C4—C6141.2 (8)C55A—C54—C53111.7 (7)
C3—C4—C6111.2 (3)C57A—C54—C56A107.7 (8)
C6A—C4—C7A110.6 (7)C55—C54—C56A134.0 (1)
C7—C4—C7A140.3 (7)C57—C54—C56A81.2 (9)
C5—C4—C7A54.4 (4)C55A—C54—C56A105.0 (7)
C5A—C4—C7A109.6 (7)C53—C54—C56A110.2 (7)
C3—C4—C7A109.6 (7)C56—C54—C55B95.0 (8)
C6—C4—C7A55.9 (5)C57A—C54—C55B96.2 (9)
C4—C5—H5A109.5C57—C54—C55B120.9 (1)
C4—C5—H5B109.5C53—C54—C55B105.8 (8)
H5A—C5—H5B109.5C56A—C54—C55B124.1 (9)
C4—C5—H5C109.5C56—C54—C57B125.5 (1)
H5A—C5—H5C109.5C55—C54—C57B97.8 (9)
H5B—C5—H5C109.5C55A—C54—C57B129.4 (9)
C4—C6—H6A109.5C53—C54—C57B101.3 (6)
C4—C6—H6B109.5C56A—C54—C57B97.7 (9)
H6A—C6—H6B109.5C55B—C54—C57B115.4 (8)
C4—C6—H6C109.5C57A—C54—C56B121.20 (11)
H6A—C6—H6C109.5C55—C54—C56B126.7 (8)
H6B—C6—H6C109.5C57—C54—C56B95.6 (1)
C4—C7—H7A109.5C55A—C54—C56B93.7 (8)
C4—C7—H7B109.5C53—C54—C56B107.1 (8)
H7A—C7—H7B109.5C55B—C54—C56B113.5 (7)
C4—C7—H7C109.5C57B—C54—C56B112.4 (8)
H7A—C7—H7C109.5C54—C55—H55A109.5
H7B—C7—H7C109.5C54—C55—H55B109.5
C4—C5A—H5D109.5H55A—C55—H55B109.5
C4—C5A—H5E109.5C54—C55—H55C109.5
H5D—C5A—H5E109.5H55A—C55—H55C109.5
C4—C5A—H5F109.5H55B—C55—H55C109.5
H5D—C5A—H5F109.5C54—C56—H56A109.5
H5E—C5A—H5F109.5C54—C56—H56B109.5
C4—C6A—H6D109.5H56A—C56—H56B109.5
C4—C6A—H6E109.5C54—C56—H56C109.5
H6D—C6A—H6E109.5H56A—C56—H56C109.5
C4—C6A—H6F109.5H56B—C56—H56C109.5
H6D—C6A—H6F109.5C54—C57—H57A109.5
H6E—C6A—H6F109.5C54—C57—H57B109.5
C4—C7A—H7D109.5H57A—C57—H57B109.5
C4—C7A—H7E109.5C54—C57—H57C109.5
H7D—C7A—H7E109.5H57A—C57—H57C109.5
C4—C7A—H7F109.5H57B—C57—H57C109.5
H7D—C7A—H7F109.5C54—C55A—H55D109.5
H7E—C7A—H7F109.5C54—C55A—H55E109.5
C8—N3—N4104.8 (2)H55D—C55A—H55E109.5
C8—N3—Ni1135.2 (2)C54—C55A—H55F109.5
N4—N3—Ni1119.83 (19)H55D—C55A—H55F109.5
C10—N4—N3112.8 (3)H55E—C55A—H55F109.5
C10—N4—H4N128 (2)C54—C56A—H56D109.5
N3—N4—H4N119 (2)C54—C56A—H56E109.5
N3—C8—C9110.6 (3)H56D—C56A—H56E109.5
N3—C8—H8124.7C54—C56A—H56F109.5
C9—C8—H8124.7H56D—C56A—H56F109.5
C10—C9—C8105.8 (3)H56E—C56A—H56F109.5
C10—C9—H9127.1C54—C57A—H57D109.5
C8—C9—H9127.1C54—C57A—H57E109.5
N4—C10—C9106.0 (3)H57D—C57A—H57E109.5
N4—C10—C11121.6 (3)C54—C57A—H57F109.5
C9—C10—C11132.4 (3)H57D—C57A—H57F109.5
C13A—C11—C1389.0 (8)H57E—C57A—H57F109.5
C13A—C11—C14B130.3 (9)C54—C55B—H55G109.5
C13—C11—C14B91.1 (8)C54—C55B—H55H109.5
C13A—C11—C10112.9 (6)H55G—C55B—H55H109.5
C13—C11—C10113.4 (7)C54—C55B—H55I109.5
C14B—C11—C10112.4 (7)H55G—C55B—H55I109.5
C13A—C11—C12B72.0 (8)H55H—C55B—H55I109.5
C14B—C11—C12B111.1 (7)C54—C56B—H56G109.5
C10—C11—C12B108.4 (6)C54—C56B—H56H109.5
C13A—C11—C14A114.7 (8)H56G—C56B—H56H109.5
C13—C11—C14A119.6 (9)C54—C56B—H56I109.5
C10—C11—C14A106.7 (9)H56G—C56B—H56I109.5
C12B—C11—C14A137.4 (9)H56H—C56B—H56I109.5
C13—C11—C12108.5 (8)C54—C57B—H57G109.5
C14B—C11—C12118.8 (1)C54—C57B—H57H109.5
C10—C11—C12111.1 (8)H57G—C57B—H57H109.5
C12B—C11—C1293.1 (8)C54—C57B—H57I109.5
C14A—C11—C1296.2 (1)H57G—C57B—H57I109.5
C13—C11—C13B121.7 (9)H57H—C57B—H57I109.5
C14B—C11—C13B107.8 (7)C58—N53—N54104.3 (3)
C10—C11—C13B108.9 (7)C58—N53—Ni2135.3 (2)
C12B—C11—C13B108.0 (8)N54—N53—Ni2117.83 (19)
C14A—C11—C13B82.2 (8)C60—N54—N53112.9 (3)
C13A—C11—C14122.20 (11)C60—N54—H54N131 (3)
C13—C11—C14108.6 (8)N53—N54—H54N116 (3)
C10—C11—C14109.2 (1)N53—C58—C59111.1 (3)
C12B—C11—C14127.7 (8)N53—C58—H58124.4
C12—C11—C14105.8 (9)C59—C58—H58124.4
C13B—C11—C1492.6 (1)C60—C59—C58105.8 (3)
C13A—C11—C12A110.6 (7)C60—C59—H59127.1
C14B—C11—C12A76.2 (7)C58—C59—H59127.1
C10—C11—C12A104.3 (6)N54—C60—C59105.9 (3)
C14A—C11—C12A106.8 (7)N54—C60—C61122.3 (3)
C12—C11—C12A129.5 (8)C59—C60—C61131.8 (3)
C13B—C11—C12A141.3 (9)C60—C61—C62109.2 (6)
C14—C11—C12A94.8 (8)C60—C61—C64A111.9 (5)
C11—C12—H12A109.5C62—C61—C64A93.1 (7)
C11—C12—H12B109.5C60—C61—C63A106.8 (7)
H12A—C12—H12B109.5C62—C61—C63A123.0 (7)
C11—C12—H12C109.5C64A—C61—C63A112.5 (6)
H12A—C12—H12C109.5C60—C61—C63108.6 (5)
H12B—C12—H12C109.5C62—C61—C63111.6 (6)
C11—C13—H13A109.5C63A—C61—C6396.6 (8)
C11—C13—H13B109.5C60—C61—C62A109.9 (6)
H13A—C13—H13B109.5C64A—C61—C62A107.7 (6)
C11—C13—H13C109.5C63A—C61—C62A108.1 (5)
H13A—C13—H13C109.5C63—C61—C62A124.9 (8)
H13B—C13—H13C109.5C60—C61—C64108.7 (7)
C11—C14—H14A109.5C62—C61—C64109.9 (6)
C11—C14—H14B109.5C64A—C61—C64122.6 (8)
H14A—C14—H14B109.5C63—C61—C64108.8 (6)
C11—C14—H14C109.5C62A—C61—C6494.3 (7)
H14A—C14—H14C109.5C61—C62—H62A109.5
H14B—C14—H14C109.5C61—C62—H62B109.5
C11—C12A—H12D109.5H62A—C62—H62B109.5
C11—C12A—H12E109.5C61—C62—H62C109.5
H12D—C12A—H12E109.5H62A—C62—H62C109.5
C11—C12A—H12F109.5H62B—C62—H62C109.5
H12D—C12A—H12F109.5C61—C63—H63A109.5
H12E—C12A—H12F109.5C61—C63—H63B109.5
C11—C13A—H13D109.5H63A—C63—H63B109.5
C11—C13A—H13E109.5C61—C63—H63C109.5
H13D—C13A—H13E109.5H63A—C63—H63C109.5
C11—C13A—H13F109.5H63B—C63—H63C109.5
H13D—C13A—H13F109.5C61—C64—H64A109.5
H13E—C13A—H13F109.5C61—C64—H64B109.5
C11—C14A—H14D109.5H64A—C64—H64B109.5
C11—C14A—H14E109.5C61—C64—H64C109.5
H14D—C14A—H14E109.5H64A—C64—H64C109.5
C11—C14A—H14F109.5H64B—C64—H64C109.5
H14D—C14A—H14F109.5C61—C62A—H62D109.5
H14E—C14A—H14F109.5C61—C62A—H62E109.5
C11—C12B—H12G109.5H62D—C62A—H62E109.5
C11—C12B—H12H109.5C61—C62A—H62F109.5
H12G—C12B—H12H109.5H62D—C62A—H62F109.5
C11—C12B—H12I109.5H62E—C62A—H62F109.5
H12G—C12B—H12I109.5C61—C63A—H63D109.5
H12H—C12B—H12I109.5C61—C63A—H63E109.5
C11—C13B—H13G109.5H63D—C63A—H63E109.5
C11—C13B—H13H109.5C61—C63A—H63F109.5
H13G—C13B—H13H109.5H63D—C63A—H63F109.5
C11—C13B—H13I109.5H63E—C63A—H63F109.5
H13G—C13B—H13I109.5C61—C64A—H64D109.5
H13H—C13B—H13I109.5C61—C64A—H64E109.5
C11—C14B—H14G109.5H64D—C64A—H64E109.5
C11—C14B—H14H109.5C61—C64A—H64F109.5
H14G—C14B—H14H109.5H64D—C64A—H64F109.5
C11—C14B—H14I109.5H64E—C64A—H64F109.5
H14G—C14B—H14I109.5
N3i—Ni1—N1—C181.3 (3)N53ii—Ni2—N51—C5170.7 (4)
N3—Ni1—N1—C198.7 (3)N53—Ni2—N51—C51109.3 (4)
Br1i—Ni1—N1—C18.7 (3)Br2ii—Ni2—N51—C51161.5 (3)
Br1—Ni1—N1—C1171.3 (3)Br2—Ni2—N51—C5118.5 (3)
N3i—Ni1—N1—N2110.9 (2)N53ii—Ni2—N51—N52122.5 (2)
N3—Ni1—N1—N269.1 (2)N53—Ni2—N51—N5257.5 (2)
Br1i—Ni1—N1—N2159.2 (2)Br2ii—Ni2—N51—N5231.6 (2)
Br1—Ni1—N1—N220.8 (2)Br2—Ni2—N51—N52148.4 (2)
C1—N1—N2—C30.3 (3)C51—N51—N52—C530.0 (4)
Ni1—N1—N2—C3171.4 (2)Ni2—N51—N52—C53170.4 (2)
N2—N1—C1—C20.9 (4)N52—N51—C51—C520.0 (4)
Ni1—N1—C1—C2170.0 (2)Ni2—N51—C51—C52168.1 (3)
N1—C1—C2—C31.1 (4)N51—C51—C52—C530.1 (5)
N1—N2—C3—C20.4 (4)N51—N52—C53—C520.1 (4)
N1—N2—C3—C4180.0 (3)N51—N52—C53—C54178.6 (3)
C1—C2—C3—N20.9 (4)C51—C52—C53—N520.1 (4)
C1—C2—C3—C4179.5 (3)C51—C52—C53—C54178.4 (4)
N2—C3—C4—C6A90.8 (6)N52—C53—C54—C5664.3 (8)
C2—C3—C4—C6A89.7 (6)C52—C53—C54—C56117.4 (8)
N2—C3—C4—C7152.0 (4)N52—C53—C54—C57A89.6 (8)
C2—C3—C4—C728.5 (6)C52—C53—C54—C57A88.8 (8)
N2—C3—C4—C587.3 (5)N52—C53—C54—C55174.7 (6)
C2—C3—C4—C592.3 (5)C52—C53—C54—C553.6 (8)
N2—C3—C4—C5A148.4 (6)N52—C53—C54—C5758.5 (8)
C2—C3—C4—C5A31.1 (7)C52—C53—C54—C57119.8 (8)
N2—C3—C4—C630.6 (5)N52—C53—C54—C55A146.7 (7)
C2—C3—C4—C6149.9 (5)C52—C53—C54—C55A35.0 (8)
N2—C3—C4—C7A29.4 (6)N52—C53—C54—C56A30.3 (7)
C2—C3—C4—C7A150.2 (6)C52—C53—C54—C56A151.4 (7)
N1—Ni1—N3—C876.3 (3)N52—C53—C54—C55B166.8 (6)
N1i—Ni1—N3—C8103.7 (3)C52—C53—C54—C55B14.8 (7)
Br1i—Ni1—N3—C813.7 (3)N52—C53—C54—C57B72.4 (8)
Br1—Ni1—N3—C8166.3 (3)C52—C53—C54—C57B106.0 (8)
N1—Ni1—N3—N497.6 (2)N52—C53—C54—C56B45.5 (7)
N1i—Ni1—N3—N482.4 (2)C52—C53—C54—C56B136.2 (7)
Br1i—Ni1—N3—N4172.5 (2)N51ii—Ni2—N53—C5886.0 (3)
Br1—Ni1—N3—N47.5 (2)N51—Ni2—N53—C5894.0 (3)
C8—N3—N4—C100.7 (3)Br2ii—Ni2—N53—C583.7 (3)
Ni1—N3—N4—C10174.88 (19)Br2—Ni2—N53—C58176.3 (3)
N4—N3—C8—C90.1 (4)N51ii—Ni2—N53—N54115.4 (2)
Ni1—N3—C8—C9174.4 (3)N51—Ni2—N53—N5464.6 (2)
N3—C8—C9—C100.5 (5)Br2ii—Ni2—N53—N54154.9 (2)
N3—N4—C10—C91.0 (4)Br2—Ni2—N53—N5425.1 (2)
N3—N4—C10—C11178.1 (3)C58—N53—N54—C600.2 (4)
C8—C9—C10—N40.8 (4)Ni2—N53—N54—C60164.4 (2)
C8—C9—C10—C11178.1 (3)N54—N53—C58—C590.5 (4)
N4—C10—C11—C13A3.5 (7)Ni2—N53—C58—C59160.0 (3)
C9—C10—C11—C13A177.7 (7)N53—C58—C59—C600.7 (5)
N4—C10—C11—C1395.8 (7)N53—N54—C60—C590.2 (4)
C9—C10—C11—C1383.0 (7)N53—N54—C60—C61179.8 (3)
N4—C10—C11—C14B162.6 (7)C58—C59—C60—N540.5 (4)
C9—C10—C11—C14B18.6 (8)C58—C59—C60—C61179.5 (4)
N4—C10—C11—C12B74.2 (7)N54—C60—C61—C6286.0 (6)
C9—C10—C11—C12B104.6 (7)C59—C60—C61—C6294.1 (6)
N4—C10—C11—C14A130.5 (7)N54—C60—C61—C64A15.6 (7)
C9—C10—C11—C14A50.7 (8)C59—C60—C61—C64A164.4 (6)
N4—C10—C11—C1226.7 (7)N54—C60—C61—C63A139.1 (6)
C9—C10—C11—C12154.5 (6)C59—C60—C61—C63A40.9 (7)
N4—C10—C11—C13B43.2 (7)N54—C60—C61—C6335.9 (6)
C9—C10—C11—C13B138.0 (7)C59—C60—C61—C63144.1 (6)
N4—C10—C11—C14143.0 (7)N54—C60—C61—C62A103.9 (6)
C9—C10—C11—C1438.2 (8)C59—C60—C61—C62A76.1 (7)
N4—C10—C11—C12A116.6 (6)N54—C60—C61—C64154.1 (5)
C9—C10—C11—C12A62.2 (7)C59—C60—C61—C6425.9 (7)
Symmetry codes: (i) x+1, y+2, z+1; (ii) x, y+2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2N···Br10.91 (4)2.46 (4)3.198 (2)139 (3)
N4—H4N···Br10.91 (4)2.40 (4)3.148 (2)139 (3)
N52—H52N···Br2ii0.84 (4)2.62 (4)3.257 (2)133 (3)
N54—H54N···Br20.84 (4)2.53 (4)3.232 (2)141 (3)
Symmetry code: (ii) x, y+2, z.
 

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