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In the title compound, (C12H11BrN)[Ni(C4N2S2)2], completely segregated columnar stacks of anions and cations are observed. There are three symmetry-independent anions in the asymmetric unit (A, B and C), all of them essentially planar. Two types of anionic columns are both stacked along the b axis of the crystal; columns of the first type are made up entirely of one of the three independent anions (anion A) and have identical Ni...Ni distances of 4.1401 (10) Å, while columns of the second type are made up of alternating anions B and C and have slightly different, alternating Ni...Ni distances [4.1695 (11) and 4.0971 (11) Å]. The columns of Λ-shaped bromo­benzyl­pyridinium cations show no π–π interactions within the stack; there are, however, short S...Br contacts between the anionic and cationic stacks.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803025182/ya6181sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803025182/ya6181Isup2.hkl
Contains datablock I

CCDC reference: 227745

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.047
  • wR factor = 0.120
  • Data-to-parameter ratio = 14.4

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7 PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C1 - C2 = 1.48 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C3 - C4 = 1.48 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C5 - C6 = 1.47 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C7 - C8 = 1.47 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C1' - C2' = 1.49 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C3' - C4' = 1.48 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C5' - C6' = 1.49 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C7' - C8' = 1.47 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C1" - C2" = 1.47 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C3" - C4" = 1.47 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C5" - C6" = 1.49 Ang. PLAT371_ALERT_2_C Long C(sp2)-C(sp1) Bond C7" - C8" = 1.47 Ang. PLAT431_ALERT_2_C Short Inter HL..A Contact Br1 .. S4 = 3.59 Ang. PLAT431_ALERT_2_C Short Inter HL..A Contact Br1' .. S2" = 3.59 Ang.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 16 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 14 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 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, 2000); cell refinement: SMART; data reduction: SMART; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

(I) top
Crystal data top
(C12H11BrN)[Ni(C4N2S2)2]F(000) = 3516
Mr = 588.20Dx = 1.705 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 863 reflections
a = 31.400 (6) Åθ = 2.8–22.3°
b = 6.9700 (14) ŵ = 2.97 mm1
c = 33.760 (7) ÅT = 293 K
β = 111.50 (3)°Block, brown
V = 6875 (2) Å30.3 × 0.2 × 0.2 mm
Z = 12
Data collection top
Bruker SMART CCD area-detector
diffractometer
12054 independent reflections
Radiation source: fine-focus sealed tube7095 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
φ and ω scansθmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
h = 3734
Tmin = 0.50, Tmax = 0.55k = 87
33754 measured reflectionsl = 3040
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.047Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.120H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.055P)2]
where P = (Fo2 + 2Fc2)/3
12054 reflections(Δ/σ)max = 0.001
838 parametersΔρmax = 0.55 e Å3
0 restraintsΔρmin = 0.40 e Å3
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.

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 (Å2) top
xyzUiso*/Ueq
Ni10.474060 (18)0.60757 (8)0.716830 (17)0.04841 (17)
Br10.345920 (17)0.03235 (7)0.669170 (16)0.06507 (17)
C10.48386 (17)0.6266 (7)0.58146 (16)0.0671 (14)
C20.47120 (16)0.6257 (6)0.61954 (15)0.0570 (12)
C30.42916 (16)0.6323 (6)0.61413 (14)0.0564 (12)
C40.39671 (16)0.6502 (7)0.56952 (16)0.0615 (13)
C50.46946 (16)0.6029 (7)0.85462 (16)0.0593 (13)
C60.47985 (16)0.6045 (6)0.81551 (14)0.0532 (12)
C70.52143 (16)0.6126 (6)0.81969 (14)0.0510 (12)
C80.55527 (16)0.6167 (7)0.86333 (15)0.0540 (12)
N50.28779 (13)0.1954 (6)0.55855 (11)0.0540 (10)
C90.30364 (17)0.0286 (7)0.54827 (14)0.0623 (13)
H9A0.33440.00210.56170.075*
C100.2754 (2)0.0968 (7)0.51848 (16)0.0700 (15)
H10A0.28680.20980.51160.084*
C110.23098 (18)0.0511 (8)0.49976 (16)0.0685 (15)
H11A0.21110.13480.48020.082*
C120.21534 (17)0.1135 (8)0.50901 (15)0.0672 (14)
H12A0.18470.14600.49510.081*
C130.24406 (16)0.2371 (7)0.53918 (15)0.0618 (13)
H13A0.23240.35020.54580.074*
C140.31825 (14)0.3399 (6)0.59162 (13)0.0561 (12)
H14A0.34940.29220.60120.067*
H14B0.31770.45970.57680.067*
C150.30760 (15)0.3860 (7)0.63071 (15)0.0560 (12)
C160.31872 (14)0.2679 (7)0.66676 (15)0.0560 (12)
C170.30898 (15)0.3234 (7)0.70225 (15)0.0624 (13)
H17A0.31610.24280.72580.075*
C180.28900 (16)0.4966 (8)0.70210 (16)0.0677 (15)
H18A0.28250.53650.72550.081*
C190.27838 (16)0.6143 (7)0.66594 (18)0.0681 (14)
H19A0.26490.73310.66610.082*
C200.28690 (16)0.5623 (7)0.63084 (16)0.0625 (13)
H20A0.27900.64290.60730.075*
N10.49214 (15)0.6326 (6)0.54877 (13)0.0818 (14)
N20.37076 (14)0.6718 (6)0.53382 (13)0.0715 (12)
N30.46184 (14)0.5979 (6)0.88784 (13)0.0724 (12)
N40.58251 (13)0.6280 (6)0.89823 (12)0.0621 (11)
S10.50992 (4)0.60699 (17)0.67288 (4)0.0534 (3)
S20.41421 (4)0.62238 (17)0.66027 (4)0.0544 (3)
S30.43995 (4)0.60121 (17)0.76251 (4)0.0542 (3)
S40.53451 (4)0.61006 (17)0.77223 (4)0.0509 (3)
Ni1'0.139360 (18)0.55847 (8)0.719000 (17)0.04787 (17)
Br1'1.014390 (16)0.00292 (7)0.664920 (15)0.06030 (16)
C1'0.15637 (16)0.5677 (7)0.58645 (15)0.0581 (13)
C2'0.14131 (16)0.5724 (6)0.62333 (14)0.0515 (12)
C3'0.09895 (16)0.5853 (6)0.61540 (14)0.0528 (12)
C4'0.06840 (16)0.6043 (6)0.57030 (16)0.0560 (13)
C5'0.12807 (16)0.5401 (7)0.85376 (16)0.0579 (13)
C6'0.14205 (15)0.5424 (6)0.81622 (14)0.0508 (12)
C7'0.18341 (15)0.5495 (6)0.82224 (14)0.0494 (11)
C8'0.21562 (16)0.5494 (6)0.86652 (15)0.0534 (12)
N5'0.95862 (12)0.1540 (6)0.55439 (11)0.0531 (10)
C9'0.97616 (16)0.0100 (7)0.54424 (14)0.0586 (13)
H9'1.00730.03460.55720.070*
C10'0.94889 (18)0.1388 (7)0.51548 (15)0.0656 (14)
H10'0.96120.25040.50900.079*
C11'0.90396 (18)0.1009 (7)0.49676 (15)0.0671 (14)
H11'0.88480.18710.47730.081*
C12'0.88689 (16)0.0617 (7)0.50628 (16)0.0660 (14)
H12'0.85590.08890.49290.079*
C13'0.91452 (16)0.1881 (7)0.53550 (15)0.0603 (13)
H13'0.90200.29910.54210.072*
C14'0.98701 (15)0.3023 (7)0.58717 (14)0.0602 (13)
H14C1.01860.25970.59700.072*
H14D0.98550.42150.57190.072*
C15'0.97659 (16)0.3505 (7)0.62635 (16)0.0601 (13)
C16'0.98694 (15)0.2301 (7)0.66233 (16)0.0601 (13)
C17'0.97695 (15)0.2880 (7)0.69771 (15)0.0603 (13)
H17'0.98410.20830.72140.072*
C18'0.95668 (15)0.4619 (7)0.69737 (16)0.0603 (13)
H18'0.94960.50150.72060.072*
C19'0.94682 (15)0.5782 (7)0.66175 (17)0.0667 (14)
H19'0.93340.69720.66160.080*
C20'0.95633 (15)0.5234 (7)0.62634 (16)0.0589 (13)
H20'0.94890.60390.60280.071*
N1'0.16946 (14)0.5624 (6)0.55737 (13)0.0727 (12)
N2'0.04408 (13)0.6210 (6)0.53409 (12)0.0638 (11)
N3'0.11907 (14)0.5319 (6)0.88614 (13)0.0703 (12)
N4'0.24211 (13)0.5520 (5)0.90149 (12)0.0588 (10)
S1'0.17784 (4)0.55630 (16)0.67783 (4)0.0510 (3)
S2'0.08122 (4)0.57971 (16)0.66004 (4)0.0515 (3)
S3'0.10275 (4)0.54528 (17)0.76232 (4)0.0537 (3)
S4'0.19849 (4)0.55547 (16)0.77611 (4)0.0511 (3)
Ni1"0.192510 (18)0.05231 (8)0.784200 (17)0.04811 (16)
Br1"0.319000 (17)0.48846 (7)0.836120 (15)0.06405 (16)
C1"0.20421 (16)0.0687 (6)0.64898 (15)0.0562 (13)
C2"0.19071 (15)0.0624 (6)0.68642 (14)0.0508 (12)
C3"0.14889 (15)0.0649 (6)0.68090 (14)0.0504 (12)
C4"0.11656 (15)0.0738 (6)0.63666 (15)0.0513 (12)
C5"0.17321 (16)0.0282 (7)0.91559 (16)0.0625 (14)
C6"0.18940 (16)0.0447 (6)0.87949 (14)0.0534 (12)
C7"0.23150 (16)0.0535 (6)0.88781 (14)0.0514 (12)
C8"0.26116 (16)0.0658 (7)0.93298 (16)0.0594 (13)
N5"0.37064 (13)0.6023 (6)0.94694 (12)0.0589 (11)
C9"0.41592 (18)0.6078 (8)0.95923 (16)0.0761 (16)
H9"0.42980.70630.94980.091*
C10"0.4420 (2)0.4714 (9)0.98534 (18)0.0899 (19)
H10"0.46850.40710.99250.108*
C11"0.4226 (2)0.3224 (8)0.99876 (16)0.0806 (17)
H11"0.44070.22681.01600.097*
C12"0.37705 (18)0.3158 (7)0.98680 (15)0.0659 (14)
H12"0.36300.21690.99600.079*
C13"0.35165 (16)0.4565 (7)0.96096 (15)0.0595 (13)
H13"0.32000.45200.95260.071*
C14"0.34679 (15)0.7708 (7)0.91726 (15)0.0650 (14)
H14E0.31420.74400.90690.078*
H14F0.35160.88370.93520.078*
C15"0.35753 (16)0.8282 (7)0.87947 (17)0.0648 (14)
C16"0.34689 (15)0.7205 (7)0.84157 (17)0.0648 (14)
C17"0.35793 (15)0.7891 (7)0.80766 (16)0.0649 (14)
H17"0.35090.71640.78300.078*
C18"0.37881 (16)0.9607 (7)0.81063 (17)0.0650 (14)
H18"0.38601.00740.78800.078*
C19"0.38938 (16)1.0661 (7)0.84767 (18)0.0707 (15)
H19"0.40401.18390.84980.085*
C20"0.37870 (16)1.0000 (7)0.88191 (16)0.0645 (14)
H20"0.38611.07390.90650.077*
N1"0.21359 (13)0.0710 (6)0.61723 (13)0.0684 (12)
N2"0.08969 (13)0.0831 (5)0.60189 (12)0.0570 (10)
N3"0.15875 (14)0.0153 (6)0.94331 (13)0.0742 (13)
N4"0.28278 (13)0.0688 (6)0.97004 (12)0.0657 (12)
S1"0.22936 (4)0.05474 (17)0.74102 (4)0.0537 (3)
S2"0.13372 (4)0.05791 (16)0.72699 (3)0.0505 (3)
S3"0.15323 (4)0.04230 (17)0.82445 (4)0.0523 (3)
S4"0.25004 (4)0.06031 (17)0.84380 (4)0.0542 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0442 (3)0.0495 (4)0.0516 (4)0.0004 (3)0.0177 (3)0.0005 (3)
Br10.0610 (3)0.0671 (3)0.0648 (4)0.0007 (3)0.0204 (3)0.0060 (3)
C10.067 (4)0.078 (4)0.057 (3)0.014 (3)0.024 (3)0.013 (3)
C20.059 (3)0.057 (3)0.061 (3)0.003 (2)0.029 (3)0.002 (3)
C30.050 (3)0.061 (3)0.056 (3)0.006 (2)0.017 (3)0.000 (3)
C40.056 (3)0.071 (4)0.056 (3)0.010 (3)0.019 (3)0.001 (3)
C50.055 (3)0.064 (3)0.060 (3)0.007 (2)0.023 (3)0.003 (3)
C60.053 (3)0.054 (3)0.056 (3)0.002 (2)0.025 (3)0.003 (2)
C70.054 (3)0.047 (3)0.052 (3)0.004 (2)0.021 (3)0.002 (2)
C80.054 (3)0.058 (3)0.052 (3)0.005 (2)0.022 (3)0.001 (3)
N50.048 (3)0.063 (3)0.052 (2)0.001 (2)0.021 (2)0.003 (2)
C90.057 (3)0.074 (4)0.051 (3)0.003 (3)0.014 (3)0.002 (3)
C100.086 (4)0.067 (4)0.065 (4)0.001 (3)0.038 (3)0.009 (3)
C110.058 (4)0.077 (4)0.066 (4)0.013 (3)0.018 (3)0.011 (3)
C120.052 (3)0.085 (4)0.065 (4)0.001 (3)0.021 (3)0.004 (3)
C130.060 (3)0.068 (3)0.066 (3)0.004 (3)0.033 (3)0.001 (3)
C140.048 (3)0.068 (3)0.056 (3)0.009 (2)0.024 (2)0.004 (3)
C150.048 (3)0.068 (3)0.056 (3)0.009 (2)0.024 (2)0.004 (3)
C160.048 (3)0.068 (3)0.056 (3)0.009 (2)0.024 (3)0.004 (3)
C170.054 (3)0.071 (4)0.058 (3)0.002 (3)0.015 (3)0.006 (3)
C180.054 (3)0.086 (4)0.065 (4)0.003 (3)0.024 (3)0.020 (3)
C190.055 (3)0.063 (3)0.086 (4)0.000 (3)0.025 (3)0.001 (3)
C200.060 (3)0.070 (4)0.061 (4)0.010 (3)0.026 (3)0.005 (3)
N10.091 (3)0.094 (3)0.072 (3)0.020 (3)0.043 (3)0.015 (3)
N20.064 (3)0.089 (3)0.056 (3)0.017 (2)0.015 (2)0.002 (2)
N30.071 (3)0.085 (3)0.066 (3)0.012 (2)0.031 (2)0.008 (3)
N40.059 (3)0.072 (3)0.055 (3)0.007 (2)0.020 (2)0.003 (2)
S10.0482 (7)0.0582 (8)0.0563 (8)0.0010 (6)0.0220 (6)0.0018 (6)
S20.0458 (7)0.0608 (8)0.0548 (8)0.0022 (6)0.0161 (6)0.0006 (6)
S30.0475 (7)0.0601 (8)0.0569 (8)0.0033 (6)0.0212 (6)0.0016 (6)
S40.0451 (7)0.0546 (7)0.0526 (8)0.0018 (5)0.0173 (6)0.0005 (6)
Ni1'0.0426 (4)0.0493 (4)0.0512 (4)0.0006 (3)0.0165 (3)0.0008 (3)
Br1'0.0574 (3)0.0613 (3)0.0606 (3)0.0033 (2)0.0198 (2)0.0058 (2)
C1'0.053 (3)0.065 (3)0.051 (3)0.002 (2)0.013 (3)0.004 (3)
C2'0.056 (3)0.045 (3)0.058 (3)0.003 (2)0.026 (3)0.000 (2)
C3'0.055 (3)0.052 (3)0.050 (3)0.002 (2)0.017 (3)0.002 (2)
C4'0.056 (3)0.056 (3)0.056 (3)0.007 (2)0.021 (3)0.002 (3)
C5'0.053 (3)0.059 (3)0.062 (3)0.002 (2)0.021 (3)0.001 (3)
C6'0.053 (3)0.049 (3)0.053 (3)0.001 (2)0.024 (2)0.001 (2)
C7'0.050 (3)0.050 (3)0.048 (3)0.003 (2)0.018 (2)0.001 (2)
C8'0.052 (3)0.056 (3)0.055 (3)0.005 (2)0.022 (3)0.004 (3)
N5'0.043 (2)0.065 (3)0.052 (3)0.003 (2)0.019 (2)0.006 (2)
C9'0.057 (3)0.062 (3)0.054 (3)0.001 (3)0.016 (3)0.001 (3)
C10'0.075 (4)0.066 (3)0.059 (3)0.005 (3)0.029 (3)0.008 (3)
C11'0.069 (4)0.071 (4)0.059 (3)0.018 (3)0.020 (3)0.013 (3)
C12'0.047 (3)0.075 (4)0.070 (4)0.007 (3)0.015 (3)0.004 (3)
C13'0.059 (3)0.064 (3)0.066 (3)0.003 (3)0.033 (3)0.001 (3)
C14'0.059 (3)0.064 (3)0.066 (3)0.003 (2)0.033 (3)0.001 (3)
C15'0.059 (3)0.064 (3)0.066 (4)0.003 (3)0.033 (3)0.001 (3)
C16'0.059 (3)0.064 (3)0.066 (3)0.003 (2)0.033 (3)0.001 (3)
C17'0.059 (3)0.064 (3)0.066 (4)0.003 (3)0.033 (3)0.001 (3)
C18'0.059 (3)0.064 (3)0.066 (4)0.003 (3)0.033 (3)0.001 (3)
C19'0.056 (3)0.058 (3)0.086 (4)0.003 (2)0.026 (3)0.001 (3)
C20'0.054 (3)0.059 (3)0.067 (3)0.005 (2)0.026 (3)0.008 (3)
N1'0.075 (3)0.089 (3)0.060 (3)0.006 (2)0.031 (2)0.001 (3)
N2'0.057 (3)0.076 (3)0.055 (3)0.012 (2)0.017 (2)0.004 (2)
N3'0.070 (3)0.084 (3)0.062 (3)0.000 (2)0.030 (2)0.002 (2)
N4'0.054 (3)0.068 (3)0.055 (3)0.000 (2)0.020 (2)0.001 (2)
S1'0.0448 (7)0.0558 (7)0.0532 (7)0.0018 (5)0.0190 (6)0.0002 (6)
S2'0.0438 (7)0.0563 (7)0.0523 (8)0.0017 (5)0.0152 (6)0.0003 (6)
S3'0.0461 (7)0.0605 (8)0.0555 (8)0.0011 (6)0.0196 (6)0.0017 (6)
S4'0.0442 (7)0.0562 (7)0.0513 (7)0.0015 (5)0.0157 (6)0.0009 (6)
Ni1"0.0436 (4)0.0503 (4)0.0498 (4)0.0002 (3)0.0163 (3)0.0010 (3)
Br1"0.0590 (3)0.0701 (4)0.0620 (3)0.0046 (2)0.0208 (3)0.0059 (3)
C1"0.059 (3)0.059 (3)0.056 (3)0.001 (2)0.027 (3)0.004 (3)
C2"0.047 (3)0.048 (3)0.055 (3)0.001 (2)0.016 (2)0.004 (2)
C3"0.050 (3)0.046 (3)0.053 (3)0.000 (2)0.016 (2)0.002 (2)
C4"0.049 (3)0.053 (3)0.054 (3)0.002 (2)0.021 (3)0.003 (2)
C5"0.056 (3)0.073 (4)0.057 (3)0.003 (3)0.020 (3)0.006 (3)
C6"0.051 (3)0.054 (3)0.056 (3)0.003 (2)0.021 (3)0.006 (2)
C7"0.050 (3)0.054 (3)0.047 (3)0.004 (2)0.014 (2)0.003 (2)
C8"0.058 (3)0.065 (3)0.056 (3)0.008 (3)0.022 (3)0.004 (3)
N5"0.045 (3)0.079 (3)0.054 (3)0.006 (2)0.020 (2)0.004 (2)
C9"0.065 (4)0.097 (4)0.077 (4)0.004 (3)0.039 (3)0.014 (3)
C10"0.072 (4)0.107 (5)0.093 (5)0.026 (4)0.032 (3)0.041 (4)
C11"0.080 (4)0.092 (5)0.067 (4)0.027 (3)0.023 (3)0.017 (3)
C12"0.073 (4)0.068 (4)0.057 (3)0.002 (3)0.025 (3)0.003 (3)
C13"0.048 (3)0.071 (3)0.059 (3)0.002 (3)0.019 (3)0.001 (3)
C14"0.057 (3)0.063 (3)0.074 (4)0.003 (3)0.023 (3)0.014 (3)
C15"0.057 (3)0.063 (4)0.074 (4)0.003 (3)0.023 (3)0.014 (3)
C16"0.057 (3)0.063 (3)0.074 (4)0.003 (3)0.023 (3)0.014 (3)
C17"0.057 (3)0.063 (4)0.074 (4)0.003 (3)0.023 (3)0.014 (3)
C18"0.057 (3)0.063 (4)0.074 (4)0.003 (3)0.023 (3)0.014 (3)
C19"0.059 (3)0.064 (3)0.092 (4)0.008 (3)0.031 (3)0.006 (3)
C20"0.064 (3)0.075 (4)0.062 (3)0.004 (3)0.032 (3)0.012 (3)
N1"0.069 (3)0.076 (3)0.065 (3)0.000 (2)0.030 (2)0.003 (2)
N2"0.052 (3)0.068 (3)0.050 (3)0.002 (2)0.017 (2)0.003 (2)
N3"0.067 (3)0.094 (3)0.063 (3)0.008 (2)0.026 (2)0.005 (3)
N4"0.055 (3)0.082 (3)0.057 (3)0.016 (2)0.017 (2)0.003 (2)
S1"0.0474 (7)0.0592 (8)0.0558 (8)0.0006 (6)0.0206 (6)0.0021 (6)
S2"0.0447 (7)0.0554 (7)0.0503 (7)0.0011 (5)0.0163 (6)0.0001 (6)
S3"0.0455 (7)0.0594 (7)0.0531 (7)0.0005 (6)0.0191 (6)0.0019 (6)
S4"0.0451 (7)0.0614 (8)0.0542 (8)0.0023 (6)0.0161 (6)0.0011 (6)
Geometric parameters (Å, º) top
Ni1—S12.1666 (13)C9'—C10'1.368 (6)
Ni1—S22.1350 (15)C9'—H9'0.9300
Ni1—S32.1767 (14)C10'—C11'1.344 (6)
Ni1—S42.1211 (14)C10'—H10'0.9300
Br1—C161.838 (5)C11'—C12'1.342 (6)
C1—N11.224 (6)C11'—H11'0.9300
C1—C21.478 (6)C12'—C13'1.369 (6)
C2—C31.265 (6)C12'—H12'0.9300
C2—S11.770 (5)C13'—H13'0.9300
C3—C41.482 (6)C14'—C15'1.512 (6)
C3—S21.785 (5)C14'—H14C0.9700
C4—N21.191 (5)C14'—H14D0.9700
C5—N31.230 (6)C15'—C20'1.363 (6)
C5—C61.472 (6)C15'—C16'1.413 (6)
C6—C71.262 (5)C16'—C17'1.401 (6)
C6—S31.769 (5)C17'—C18'1.368 (6)
C7—C81.467 (6)C17'—H17'0.9300
C7—S41.794 (5)C18'—C19'1.388 (6)
C8—N41.178 (5)C18'—H18'0.9300
N5—C131.319 (5)C19'—C20'1.388 (6)
N5—C91.359 (5)C19'—H19'0.9300
N5—C141.547 (5)C20'—H20'0.9300
C9—C101.381 (6)Ni1"—S1"2.1681 (13)
C9—H9A0.9300Ni1"—S2"2.1275 (15)
C10—C111.341 (6)Ni1"—S3"2.1450 (13)
C10—H10A0.9300Ni1"—S4"2.1565 (15)
C11—C121.329 (6)Br1"—C16"1.816 (5)
C11—H11A0.9300C1"—N1"1.211 (5)
C12—C131.386 (6)C1"—C2"1.474 (6)
C12—H12A0.9210C2"—C3"1.257 (5)
C13—H13A0.9300C2"—S1"1.798 (4)
C14—C151.510 (6)C3"—C4"1.468 (6)
C14—H14A0.9700C3"—S2"1.787 (5)
C14—H14B0.9700C4"—N2"1.170 (5)
C15—C201.391 (6)C5"—N3"1.184 (6)
C15—C161.403 (6)C5"—C6"1.487 (6)
C16—C171.396 (6)C6"—C7"1.248 (6)
C17—C181.360 (6)C6"—S3"1.788 (5)
C17—H17A0.9300C7"—C8"1.469 (6)
C18—C191.406 (6)C7"—S4"1.784 (5)
C18—H18A0.9300C8"—N4"1.185 (5)
C19—C201.356 (6)N5"—C9"1.328 (5)
C19—H19A0.9300N5"—C13"1.349 (5)
C20—H20A0.9300N5"—C14"1.547 (5)
Ni1'—S1'2.1501 (13)C9"—C10"1.350 (7)
Ni1'—S2'2.1571 (15)C9"—H9"0.9300
Ni1'—S3'2.1682 (14)C10"—C11"1.363 (7)
Ni1'—S4'2.1310 (15)C10"—H10"0.8975
Br1'—C16'1.826 (5)C11"—C12"1.335 (6)
C1'—N1'1.196 (5)C11"—H11"0.9300
C1'—C2'1.485 (6)C12"—C13"1.360 (6)
C2'—C3'1.260 (6)C12"—H12"0.9300
C2'—S1'1.779 (5)C13"—H13"0.9300
C3'—C4'1.478 (6)C14"—C15"1.489 (6)
C3'—S2'1.788 (5)C14"—H14E0.9700
C4'—N2'1.186 (5)C14"—H14F0.9700
C5'—N3'1.227 (6)C15"—C20"1.357 (6)
C5'—C6'1.486 (6)C15"—C16"1.414 (6)
C6'—C7'1.240 (5)C16"—C17"1.396 (6)
C6'—S3'1.786 (5)C17"—C18"1.350 (6)
C7'—C8'1.466 (6)C17"—H17"0.9300
C7'—S4'1.787 (4)C18"—C19"1.382 (6)
C8'—N4'1.169 (5)C18"—H18"0.9300
N5'—C13'1.317 (5)C19"—C20"1.395 (6)
N5'—C9'1.366 (5)C19"—H19"0.9300
N5'—C14'1.538 (5)C20"—H20"0.9300
S4—Ni1—S2176.51 (5)C11'—C12'—C13'120.9 (5)
S4—Ni1—S194.71 (5)C11'—C12'—H12'120.1
S2—Ni1—S184.01 (5)C13'—C12'—H12'119.0
S4—Ni1—S383.63 (5)N5'—C13'—C12'120.6 (5)
S2—Ni1—S397.71 (5)N5'—C13'—H13'119.7
S1—Ni1—S3177.90 (5)C12'—C13'—H13'119.7
N1—C1—C2176.5 (6)C15'—C14'—N5'121.6 (4)
C3—C2—C1118.2 (5)C15'—C14'—H14C106.9
C3—C2—S1116.2 (4)N5'—C14'—H14C106.9
C1—C2—S1125.6 (4)C15'—C14'—H14D106.9
C2—C3—C4116.2 (5)N5'—C14'—H14D106.9
C2—C3—S2117.8 (4)H14C—C14'—H14D106.7
C4—C3—S2126.0 (4)C20'—C15'—C16'119.1 (4)
N2—C4—C3177.6 (5)C20'—C15'—C14'116.5 (5)
N3—C5—C6178.1 (5)C16'—C15'—C14'124.4 (4)
C7—C6—C5117.4 (4)C17'—C16'—C15'120.6 (4)
C7—C6—S3115.7 (4)C17'—C16'—Br1'117.7 (4)
C5—C6—S3126.9 (4)C15'—C16'—Br1'121.7 (4)
C6—C7—C8116.9 (4)C18'—C17'—C16'119.8 (5)
C6—C7—S4117.8 (4)C18'—C17'—H17'120.1
C8—C7—S4125.3 (4)C16'—C17'—H17'120.1
N4—C8—C7177.3 (5)C17'—C18'—C19'118.7 (5)
C13—N5—C9118.3 (4)C17'—C18'—H18'120.6
C13—N5—C14118.0 (4)C19'—C18'—H18'120.6
C9—N5—C14123.6 (4)C20'—C19'—C18'122.4 (5)
N5—C9—C10122.0 (5)C20'—C19'—H19'118.8
N5—C9—H9A119.0C18'—C19'—H19'118.8
C10—C9—H9A119.0C15'—C20'—C19'119.4 (5)
C11—C10—C9118.2 (5)C15'—C20'—H20'120.3
C11—C10—H10A120.9C19'—C20'—H20'120.3
C9—C10—H10A120.9C2'—S1'—Ni1'111.47 (16)
C12—C11—C10120.3 (5)C3'—S2'—Ni1'111.07 (16)
C12—C11—H11A119.9C6'—S3'—Ni1'110.40 (16)
C10—C11—H11A119.9C7'—S4'—Ni1'111.56 (16)
C11—C12—C13120.8 (5)S2"—Ni1"—S3"93.82 (5)
C11—C12—H12A120.4S2"—Ni1"—S4"176.36 (5)
C13—C12—H12A118.8S3"—Ni1"—S4"83.64 (5)
N5—C13—C12120.4 (5)S2"—Ni1"—S1"83.61 (5)
N5—C13—H13A119.8S3"—Ni1"—S1"177.05 (5)
C12—C13—H13A119.8S4"—Ni1"—S1"98.98 (5)
C15—C14—N5119.5 (4)N1"—C1"—C2"177.4 (5)
C15—C14—H14A107.4C3"—C2"—C1"119.1 (4)
N5—C14—H14A107.4C3"—C2"—S1"115.4 (4)
C15—C14—H14B107.4C1"—C2"—S1"125.6 (3)
N5—C14—H14B107.4C2"—C3"—C4"116.5 (4)
H14A—C14—H14B107.0C2"—C3"—S2"117.9 (4)
C20—C15—C16118.9 (4)C4"—C3"—S2"125.6 (3)
C20—C15—C14116.4 (4)N2"—C4"—C3"177.7 (5)
C16—C15—C14124.7 (5)N3"—C5"—C6"177.6 (5)
C17—C16—C15121.2 (4)C7"—C6"—C5"118.1 (4)
C17—C16—Br1117.0 (4)C7"—C6"—S3"116.8 (4)
C15—C16—Br1121.7 (4)C5"—C6"—S3"125.0 (4)
C18—C17—C16119.3 (5)C6"—C7"—C8"116.9 (4)
C18—C17—H17A120.4C6"—C7"—S4"117.1 (4)
C16—C17—H17A120.4C8"—C7"—S4"125.9 (4)
C17—C18—C19118.9 (5)N4"—C8"—C7"175.4 (5)
C17—C18—H18A120.5C9"—N5"—C13"118.2 (4)
C19—C18—H18A120.5C9"—N5"—C14"112.9 (4)
C20—C19—C18122.8 (5)C13"—N5"—C14"128.9 (4)
C20—C19—H19A118.6N5"—C9"—C10"120.5 (5)
C18—C19—H19A118.6N5"—C9"—H9"119.7
C19—C20—C15118.8 (5)C10"—C9"—H9"119.7
C19—C20—H20A120.6C9"—C10"—C11"121.0 (6)
C15—C20—H20A120.6C9"—C10"—H10"144.0
C2—S1—Ni1111.16 (17)C11"—C10"—H10"90.8
C3—S2—Ni1110.82 (16)C12"—C11"—C10"119.0 (5)
C6—S3—Ni1111.49 (16)C12"—C11"—H11"120.5
C7—S4—Ni1111.33 (16)C10"—C11"—H11"120.5
S4'—Ni1'—S1'94.31 (5)C11"—C12"—C13"118.7 (5)
S4'—Ni1'—S2'176.06 (5)C11"—C12"—H12"120.7
S1'—Ni1'—S2'83.69 (5)C13"—C12"—H12"120.7
S4'—Ni1'—S3'83.73 (5)N5"—C13"—C12"122.5 (5)
S1'—Ni1'—S3'176.57 (5)N5"—C13"—H13"118.7
S2'—Ni1'—S3'98.44 (5)C12"—C13"—H13"118.7
N1'—C1'—C2'178.5 (5)C15"—C14"—N5"123.5 (4)
C3'—C2'—C1'117.3 (4)C15"—C14"—H14E106.5
C3'—C2'—S1'117.0 (4)N5"—C14"—H14E106.5
C1'—C2'—S1'125.6 (4)C15"—C14"—H14F106.5
C2'—C3'—C4'117.5 (4)N5"—C14"—H14F106.5
C2'—C3'—S2'116.7 (4)H14E—C14"—H14F106.5
C4'—C3'—S2'125.8 (4)C20"—C15"—C16"118.1 (5)
N2'—C4'—C3'179.4 (6)C20"—C15"—C14"116.4 (5)
N3'—C5'—C6'175.9 (5)C16"—C15"—C14"125.4 (5)
C7'—C6'—C5'118.7 (4)C17"—C16"—C15"120.8 (5)
C7'—C6'—S3'117.2 (4)C17"—C16"—Br1"118.5 (4)
C5'—C6'—S3'124.0 (3)C15"—C16"—Br1"120.7 (4)
C6'—C7'—C8'117.2 (4)C18"—C17"—C16"120.1 (5)
C6'—C7'—S4'117.0 (4)C18"—C17"—H17"119.9
C8'—C7'—S4'125.8 (3)C16"—C17"—H17"119.9
N4'—C8'—C7'178.2 (5)C17"—C18"—C19"119.2 (5)
C13'—N5'—C9'118.6 (4)C17"—C18"—H18"120.4
C13'—N5'—C14'117.2 (4)C19"—C18"—H18"120.4
C9'—N5'—C14'124.2 (4)C18"—C19"—C20"121.6 (5)
N5'—C9'—C10'121.5 (5)C18"—C19"—H19"119.2
N5'—C9'—H9'119.3C20"—C19"—H19"119.2
C10'—C9'—H9'119.3C15"—C20"—C19"120.1 (5)
C11'—C10'—C9'118.8 (5)C15"—C20"—H20"119.9
C11'—C10'—H10'120.6C19"—C20"—H20"119.9
C9'—C10'—H10'120.6C2"—S1"—Ni1"111.31 (16)
C12'—C11'—C10'119.7 (5)C3"—S2"—Ni1"111.81 (16)
C12'—C11'—H11'120.1C6"—S3"—Ni1"111.37 (16)
C10'—C11'—H11'120.1C7"—S4"—Ni1"111.03 (16)
 

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