Bis[1,2-bis­(4-chloro­phen­yl)­ethyl­ene-1,2-dithiol­ato(1–)]nickel(II)

Koehne, S.; Mirmelli, B.; Mague, J.T.; Donahue, J.P.

doi:10.1107/S2414314622001481

Bis[1,2-bis(4-chlorophenyl)ethylene-1,2-dithiolato(1–)]nickel(II)

S. Koehne, B. Mirmelli, J. T. Mague and J. P. Donahue

The title compound, [Ni(S₂C₂(C₆H₄-p-Cl)₂)₂] or [Ni(C₁₄H₈Cl₂S₂)₂], crystallizes in the triclinic space group P $\overline{1}$ as pairs of molecules disposed about an inversion center at the bc face of the cell. Close intermolecular C—H

S (2.884 Å) and C—H

Ni (3.032 Å) contacts that are less than the sum of the van der Waals radii appear to induce slight bowing of the molecular planes toward one another. The angles at which the four p-ClC₆H₄- rings join the NiS₂C₂ chelate rings [39.37 (9)– 53.41 (6)°] are similarly influenced by these intermolecular contacts. In the larger packing arrangement, sheets of molecules extend in the direction of the ac face diagonal.

Keywords: crystal structure; nickel bis(dithiolene); 4-chlorophenyl-substituted dithiolene.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2414314622001481/gg4008sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S2414314622001481/gg4008Isup2.hkl Contains datablock I

CCDC reference: 2150616

checkCIF report

Key indicators

Single-crystal X-ray study
T = 170 K
Mean (C-C) = 0.004 Å
R factor = 0.040
wR factor = 0.112
Data-to-parameter ratio = 24.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT905_ALERT_3_C Negative K value in the Analysis of Variance ...     -0.507 Report
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report

Alert level G
CHEMS02_ALERT_1_G  Please check that you have entered the correct
            _publ_requested_category classification of your compound;
            FI or CI or EI for inorganic; FM or CM or EM for metal-organic;
            FO or CO or EO for organic.
            From the CIF: _publ_requested_category   FI
            From the CIF: _chemical_formula_sum:C28 H16 Cl4 Ni1 S4
PLAT154_ALERT_1_G The s.u.'s on the Cell Angles are Equal ..(Note)      0.002 Degree
PLAT794_ALERT_5_G Tentative Bond Valency for Ni1       (III)     .       3.19 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          4 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         12 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF ....          2 Note
PLAT933_ALERT_2_G Number of HKL-OMIT Records in Embedded .res File          1 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          5 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   2 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   8 ALERT level G = General information/check it is not something unexpected

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX3 (Bruker, 2020); cell refinement: SAINT (Bruker, 2020); data reduction: SAINT (Bruker, 2020); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018/1 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg & Putz, 2012); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Bis[1,2-bis(4-chlorophenyl)-2-sulfanylideneethane-1-thiolato]nickel(II) top

Crystal data top

[Ni(C₁₄H₈Cl₂S₂)₂]	Z = 2
M_r = 681.16	F(000) = 688
Triclinic, P1	D_x = 1.594 Mg m⁻³
a = 9.5487 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.4141 (4) Å	Cell parameters from 9023 reflections
c = 15.0254 (6) Å	θ = 2.4–29.5°
α = 107.486 (2)°	µ = 1.37 mm⁻¹
β = 94.791 (2)°	T = 170 K
γ = 111.423 (2)°	Column, intense green
V = 1419.16 (10) Å³	0.27 × 0.15 × 0.10 mm

Data collection top

Bruker D8 QUEST PHOTON 3 diffractometer	8009 independent reflections
Radiation source: fine-focus sealed tube	5941 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.056
Detector resolution: 7.3910 pixels mm^-1	θ_max = 29.7°, θ_min = 2.4°
φ and ω scans	h = −13→13
Absorption correction: numerical (SADABS; Krause et al., 2015)	k = −15→15
T_min = 0.76, T_max = 0.88	l = −20→20
89629 measured reflections

Refinement top

Refinement on F²	Primary atom site location: dual
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.112	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0524P)² + 1.0724P] where P = (F_o² + 2F_c²)/3
8009 reflections	(Δ/σ)_max = 0.001
334 parameters	Δρ_max = 0.78 e Å⁻³
0 restraints	Δρ_min = −0.45 e Å⁻³

Special details top

Experimental. The diffraction data were obtained from sets 11 of frames, each of width 0.5° in ω or φ, collected with scan parameters determined by the "strategy" routine in APEX3. The scan time was 15 sec/frame.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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. H-atoms attached to carbon were placed in calculated positions (C—H = 0.95 Å). All were included as riding contributions with isotropic displacement parameters 1.2 times those of the attached atoms.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ni1	0.35173 (3)	0.63386 (3)	0.56629 (2)	0.03136 (9)
Cl1	1.01198 (10)	0.89129 (9)	1.11457 (5)	0.0646 (2)
Cl2	0.44766 (10)	0.05522 (7)	0.82193 (5)	0.05315 (18)
Cl3	−0.27660 (10)	0.36001 (13)	0.00470 (6)	0.0866 (3)
Cl4	0.00224 (9)	1.14473 (7)	0.34765 (5)	0.05241 (18)
S1	0.51018 (7)	0.75530 (5)	0.69986 (4)	0.03387 (13)
S2	0.35562 (7)	0.45659 (5)	0.58196 (4)	0.03250 (13)
S3	0.19444 (7)	0.50969 (5)	0.43335 (4)	0.03449 (13)
S4	0.32801 (6)	0.80720 (5)	0.55486 (4)	0.03159 (12)
C1	0.6573 (3)	0.7049 (2)	0.83698 (16)	0.0316 (4)
C2	0.6637 (3)	0.8171 (2)	0.91031 (18)	0.0402 (5)
H2	0.591392	0.854176	0.902039	0.048*
C3	0.7730 (3)	0.8754 (3)	0.99479 (19)	0.0458 (6)
H3	0.776586	0.952416	1.043937	0.055*
C4	0.8768 (3)	0.8206 (3)	1.00694 (18)	0.0423 (6)
C5	0.8749 (3)	0.7106 (3)	0.9358 (2)	0.0460 (6)
H5	0.947798	0.674405	0.944845	0.055*
C6	0.7664 (3)	0.6533 (3)	0.85115 (18)	0.0392 (5)
H6	0.765655	0.577825	0.801809	0.047*
C7	0.5440 (3)	0.6456 (2)	0.74536 (16)	0.0307 (4)
C8	0.4672 (3)	0.5076 (2)	0.69248 (16)	0.0314 (4)
C9	0.4672 (2)	0.3986 (2)	0.72654 (16)	0.0296 (4)
C10	0.4301 (3)	0.3963 (2)	0.81393 (16)	0.0334 (5)
H10	0.410317	0.468058	0.853727	0.040*
C11	0.4218 (3)	0.2903 (2)	0.84348 (17)	0.0353 (5)
H11	0.394413	0.288101	0.902488	0.042*
C12	0.4541 (3)	0.1880 (2)	0.78565 (17)	0.0343 (5)
C13	0.4911 (3)	0.1876 (2)	0.69874 (17)	0.0349 (5)
H13	0.512544	0.116288	0.659864	0.042*
C14	0.4966 (3)	0.2923 (2)	0.66892 (17)	0.0325 (5)
H14	0.520569	0.292032	0.608783	0.039*
C15	0.0353 (3)	0.5525 (2)	0.29789 (17)	0.0330 (5)
C16	−0.0885 (3)	0.4265 (3)	0.27169 (19)	0.0409 (5)
H16	−0.106881	0.381348	0.316152	0.049*
C17	−0.1839 (3)	0.3672 (3)	0.1819 (2)	0.0527 (7)
H17	−0.268122	0.281852	0.164421	0.063*
C18	−0.1553 (3)	0.4339 (3)	0.11759 (19)	0.0512 (7)
C19	−0.0334 (3)	0.5563 (3)	0.14068 (19)	0.0475 (6)
H19	−0.015078	0.600008	0.095417	0.057*
C20	0.0625 (3)	0.6152 (3)	0.23024 (18)	0.0395 (5)
H20	0.147957	0.699344	0.246213	0.047*
C21	0.1388 (2)	0.6145 (2)	0.39363 (16)	0.0308 (4)
C22	0.1954 (2)	0.7506 (2)	0.45073 (16)	0.0304 (4)
C23	0.1474 (2)	0.8490 (2)	0.42788 (15)	0.0295 (4)
C24	−0.0076 (3)	0.8158 (2)	0.39296 (17)	0.0343 (5)
H24	−0.082964	0.729787	0.385917	0.041*
C25	−0.0535 (3)	0.9061 (2)	0.36839 (17)	0.0353 (5)
H25	−0.159136	0.882127	0.344000	0.042*
C26	0.0569 (3)	1.0315 (2)	0.37998 (17)	0.0349 (5)
C27	0.2113 (3)	1.0700 (2)	0.41777 (18)	0.0349 (5)
H27	0.285423	1.157701	0.427417	0.042*
C28	0.2555 (3)	0.9781 (2)	0.44116 (17)	0.0319 (4)
H28	0.360993	1.003321	0.466667	0.038*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.03557 (16)	0.02817 (15)	0.03695 (16)	0.01568 (12)	0.01086 (12)	0.01650 (12)
Cl1	0.0720 (5)	0.0606 (5)	0.0441 (4)	0.0149 (4)	−0.0060 (3)	0.0158 (3)
Cl2	0.0827 (5)	0.0370 (3)	0.0519 (4)	0.0335 (3)	0.0112 (3)	0.0221 (3)
Cl3	0.0569 (5)	0.1278 (9)	0.0417 (4)	0.0310 (5)	−0.0044 (3)	−0.0022 (5)
Cl4	0.0681 (4)	0.0482 (4)	0.0639 (4)	0.0402 (3)	0.0187 (3)	0.0293 (3)
S1	0.0401 (3)	0.0266 (3)	0.0392 (3)	0.0155 (2)	0.0100 (2)	0.0150 (2)
S2	0.0382 (3)	0.0270 (3)	0.0364 (3)	0.0152 (2)	0.0095 (2)	0.0143 (2)
S3	0.0407 (3)	0.0255 (3)	0.0398 (3)	0.0148 (2)	0.0085 (2)	0.0136 (2)
S4	0.0346 (3)	0.0263 (3)	0.0358 (3)	0.0140 (2)	0.0065 (2)	0.0121 (2)
C1	0.0365 (11)	0.0275 (10)	0.0344 (11)	0.0145 (9)	0.0131 (9)	0.0126 (9)
C2	0.0494 (14)	0.0340 (12)	0.0426 (13)	0.0231 (11)	0.0139 (11)	0.0126 (10)
C3	0.0614 (17)	0.0352 (13)	0.0393 (13)	0.0203 (12)	0.0158 (12)	0.0095 (11)
C4	0.0470 (14)	0.0411 (13)	0.0370 (12)	0.0132 (11)	0.0078 (11)	0.0183 (11)
C5	0.0453 (14)	0.0478 (15)	0.0491 (15)	0.0244 (12)	0.0081 (12)	0.0169 (12)
C6	0.0429 (13)	0.0389 (13)	0.0388 (12)	0.0226 (11)	0.0115 (10)	0.0100 (10)
C7	0.0331 (11)	0.0318 (11)	0.0379 (11)	0.0182 (9)	0.0162 (9)	0.0186 (9)
C8	0.0366 (11)	0.0325 (11)	0.0360 (11)	0.0201 (9)	0.0160 (9)	0.0171 (9)
C9	0.0310 (10)	0.0260 (10)	0.0358 (11)	0.0143 (8)	0.0100 (9)	0.0125 (9)
C10	0.0403 (12)	0.0303 (11)	0.0365 (11)	0.0199 (10)	0.0137 (9)	0.0131 (9)
C11	0.0448 (13)	0.0326 (11)	0.0346 (11)	0.0197 (10)	0.0103 (10)	0.0151 (9)
C12	0.0384 (12)	0.0292 (11)	0.0386 (12)	0.0163 (9)	0.0027 (9)	0.0149 (9)
C13	0.0378 (12)	0.0283 (11)	0.0408 (12)	0.0180 (9)	0.0081 (10)	0.0099 (9)
C14	0.0341 (11)	0.0297 (11)	0.0369 (11)	0.0159 (9)	0.0122 (9)	0.0117 (9)
C15	0.0331 (11)	0.0297 (11)	0.0371 (12)	0.0164 (9)	0.0089 (9)	0.0082 (9)
C16	0.0363 (12)	0.0365 (12)	0.0449 (14)	0.0140 (10)	0.0136 (10)	0.0079 (11)
C17	0.0325 (13)	0.0517 (16)	0.0531 (16)	0.0120 (12)	0.0110 (12)	−0.0032 (13)
C18	0.0410 (14)	0.0702 (19)	0.0369 (13)	0.0308 (14)	0.0056 (11)	0.0028 (13)
C19	0.0536 (16)	0.0589 (17)	0.0385 (13)	0.0344 (14)	0.0107 (12)	0.0145 (12)
C20	0.0444 (13)	0.0385 (13)	0.0404 (13)	0.0219 (11)	0.0105 (10)	0.0139 (10)
C21	0.0303 (10)	0.0281 (10)	0.0397 (12)	0.0141 (9)	0.0116 (9)	0.0161 (9)
C22	0.0286 (10)	0.0309 (11)	0.0385 (11)	0.0149 (9)	0.0119 (9)	0.0170 (9)
C23	0.0318 (11)	0.0277 (10)	0.0327 (11)	0.0142 (9)	0.0107 (9)	0.0121 (9)
C24	0.0307 (11)	0.0293 (11)	0.0458 (13)	0.0127 (9)	0.0127 (10)	0.0157 (10)
C25	0.0307 (11)	0.0374 (12)	0.0408 (12)	0.0177 (9)	0.0073 (9)	0.0132 (10)
C26	0.0466 (13)	0.0349 (12)	0.0363 (12)	0.0270 (10)	0.0141 (10)	0.0161 (10)
C27	0.0372 (12)	0.0255 (10)	0.0453 (13)	0.0128 (9)	0.0168 (10)	0.0152 (9)
C28	0.0301 (10)	0.0278 (10)	0.0393 (12)	0.0131 (9)	0.0106 (9)	0.0117 (9)

Geometric parameters (Å, º) top

Ni1—S2	2.1192 (6)	C11—C12	1.383 (3)
Ni1—S3	2.1207 (7)	C11—H11	0.9500
Ni1—S4	2.1261 (6)	C12—C13	1.380 (3)
Ni1—S1	2.1277 (7)	C13—C14	1.382 (3)
Cl1—C4	1.743 (3)	C13—H13	0.9500
Cl2—C12	1.741 (2)	C14—H14	0.9500
Cl3—C18	1.740 (3)	C15—C20	1.400 (3)
Cl4—C26	1.733 (2)	C15—C16	1.400 (3)
S1—C7	1.706 (2)	C15—C21	1.479 (3)
S2—C8	1.704 (2)	C16—C17	1.380 (4)
S3—C21	1.706 (2)	C16—H16	0.9500
S4—C22	1.713 (2)	C17—C18	1.387 (5)
C1—C2	1.393 (3)	C17—H17	0.9500
C1—C6	1.402 (3)	C18—C19	1.371 (4)
C1—C7	1.477 (3)	C19—C20	1.379 (4)
C2—C3	1.381 (4)	C19—H19	0.9500
C2—H2	0.9500	C20—H20	0.9500
C3—C4	1.378 (4)	C21—C22	1.397 (3)
C3—H3	0.9500	C22—C23	1.473 (3)
C4—C5	1.376 (4)	C23—C24	1.397 (3)
C5—C6	1.379 (4)	C23—C28	1.398 (3)
C5—H5	0.9500	C24—C25	1.386 (3)
C6—H6	0.9500	C24—H24	0.9500
C7—C8	1.399 (3)	C25—C26	1.381 (3)
C8—C9	1.480 (3)	C25—H25	0.9500
C9—C10	1.394 (3)	C26—C27	1.388 (3)
C9—C14	1.400 (3)	C27—C28	1.386 (3)
C10—C11	1.387 (3)	C27—H27	0.9500
C10—H10	0.9500	C28—H28	0.9500

S2—Ni1—S3	87.80 (2)	C12—C13—H13	120.4
S2—Ni1—S4	174.64 (3)	C14—C13—H13	120.4
S3—Ni1—S4	91.24 (2)	C13—C14—C9	120.6 (2)
S2—Ni1—S1	91.15 (2)	C13—C14—H14	119.7
S3—Ni1—S1	178.94 (2)	C9—C14—H14	119.7
S4—Ni1—S1	89.82 (2)	C20—C15—C16	118.6 (2)
C7—S1—Ni1	105.72 (8)	C20—C15—C21	121.0 (2)
C8—S2—Ni1	105.67 (8)	C16—C15—C21	120.4 (2)
C21—S3—Ni1	105.66 (8)	C17—C16—C15	120.6 (3)
C22—S4—Ni1	105.76 (8)	C17—C16—H16	119.7
C2—C1—C6	117.9 (2)	C15—C16—H16	119.7
C2—C1—C7	121.3 (2)	C16—C17—C18	119.1 (3)
C6—C1—C7	120.7 (2)	C16—C17—H17	120.5
C3—C2—C1	121.3 (2)	C18—C17—H17	120.5
C3—C2—H2	119.3	C19—C18—C17	121.6 (3)
C1—C2—H2	119.3	C19—C18—Cl3	119.3 (2)
C4—C3—C2	119.2 (2)	C17—C18—Cl3	119.1 (2)
C4—C3—H3	120.4	C18—C19—C20	119.3 (3)
C2—C3—H3	120.4	C18—C19—H19	120.3
C5—C4—C3	121.1 (2)	C20—C19—H19	120.3
C5—C4—Cl1	119.5 (2)	C19—C20—C15	120.8 (3)
C3—C4—Cl1	119.4 (2)	C19—C20—H20	119.6
C4—C5—C6	119.6 (2)	C15—C20—H20	119.6
C4—C5—H5	120.2	C22—C21—C15	124.79 (19)
C6—C5—H5	120.2	C22—C21—S3	119.14 (17)
C5—C6—C1	120.9 (2)	C15—C21—S3	116.05 (16)
C5—C6—H6	119.6	C21—C22—C23	124.3 (2)
C1—C6—H6	119.6	C21—C22—S4	118.07 (16)
C8—C7—C1	124.84 (19)	C23—C22—S4	117.60 (17)
C8—C7—S1	118.29 (17)	C24—C23—C28	118.3 (2)
C1—C7—S1	116.84 (16)	C24—C23—C22	120.7 (2)
C7—C8—C9	125.3 (2)	C28—C23—C22	120.95 (19)
C7—C8—S2	118.86 (16)	C25—C24—C23	121.3 (2)
C9—C8—S2	115.76 (17)	C25—C24—H24	119.4
C10—C9—C14	118.9 (2)	C23—C24—H24	119.4
C10—C9—C8	120.74 (19)	C26—C25—C24	118.9 (2)
C14—C9—C8	120.3 (2)	C26—C25—H25	120.6
C11—C10—C9	120.8 (2)	C24—C25—H25	120.6
C11—C10—H10	119.6	C25—C26—C27	121.5 (2)
C9—C10—H10	119.6	C25—C26—Cl4	119.58 (18)
C12—C11—C10	118.9 (2)	C27—C26—Cl4	118.88 (18)
C12—C11—H11	120.5	C28—C27—C26	118.8 (2)
C10—C11—H11	120.5	C28—C27—H27	120.6
C13—C12—C11	121.6 (2)	C26—C27—H27	120.6
C13—C12—Cl2	118.56 (18)	C27—C28—C23	121.1 (2)
C11—C12—Cl2	119.87 (18)	C27—C28—H28	119.4
C12—C13—C14	119.3 (2)	C23—C28—H28	119.4

C6—C1—C2—C3	−0.5 (4)	C20—C15—C16—C17	−1.7 (4)
C7—C1—C2—C3	−177.8 (2)	C21—C15—C16—C17	−179.0 (2)
C1—C2—C3—C4	−0.6 (4)	C15—C16—C17—C18	0.3 (4)
C2—C3—C4—C5	1.2 (4)	C16—C17—C18—C19	0.9 (4)
C2—C3—C4—Cl1	−178.4 (2)	C16—C17—C18—Cl3	−179.4 (2)
C3—C4—C5—C6	−0.6 (4)	C17—C18—C19—C20	−0.6 (4)
Cl1—C4—C5—C6	179.0 (2)	Cl3—C18—C19—C20	179.73 (19)
C4—C5—C6—C1	−0.5 (4)	C18—C19—C20—C15	−0.9 (4)
C2—C1—C6—C5	1.1 (4)	C16—C15—C20—C19	2.0 (3)
C7—C1—C6—C5	178.4 (2)	C21—C15—C20—C19	179.3 (2)
C2—C1—C7—C8	−142.3 (2)	C20—C15—C21—C22	44.4 (3)
C6—C1—C7—C8	40.5 (3)	C16—C15—C21—C22	−138.4 (2)
C2—C1—C7—S1	39.8 (3)	C20—C15—C21—S3	−133.8 (2)
C6—C1—C7—S1	−137.4 (2)	C16—C15—C21—S3	43.5 (3)
Ni1—S1—C7—C8	−0.78 (19)	Ni1—S3—C21—C22	−2.11 (19)
Ni1—S1—C7—C1	177.20 (14)	Ni1—S3—C21—C15	176.18 (15)
C1—C7—C8—C9	10.5 (3)	C15—C21—C22—C23	6.6 (3)
S1—C7—C8—C9	−171.64 (17)	S3—C21—C22—C23	−175.30 (17)
C1—C7—C8—S2	−172.99 (17)	C15—C21—C22—S4	−174.10 (17)
S1—C7—C8—S2	4.8 (3)	S3—C21—C22—S4	4.0 (3)
Ni1—S2—C8—C7	−6.26 (19)	Ni1—S4—C22—C21	−3.77 (19)
Ni1—S2—C8—C9	170.53 (14)	Ni1—S4—C22—C23	175.60 (14)
C7—C8—C9—C10	51.3 (3)	C21—C22—C23—C24	42.9 (3)
S2—C8—C9—C10	−125.3 (2)	S4—C22—C23—C24	−136.43 (19)
C7—C8—C9—C14	−132.1 (2)	C21—C22—C23—C28	−137.6 (2)
S2—C8—C9—C14	51.3 (3)	S4—C22—C23—C28	43.1 (3)
C14—C9—C10—C11	−0.2 (3)	C28—C23—C24—C25	2.5 (3)
C8—C9—C10—C11	176.4 (2)	C22—C23—C24—C25	−178.0 (2)
C9—C10—C11—C12	1.3 (4)	C23—C24—C25—C26	−0.7 (4)
C10—C11—C12—C13	−1.3 (4)	C24—C25—C26—C27	−1.7 (4)
C10—C11—C12—Cl2	178.92 (18)	C24—C25—C26—Cl4	178.84 (18)
C11—C12—C13—C14	0.2 (4)	C25—C26—C27—C28	2.2 (4)
Cl2—C12—C13—C14	179.98 (18)	Cl4—C26—C27—C28	−178.26 (18)
C12—C13—C14—C9	0.9 (3)	C26—C27—C28—C23	−0.4 (3)
C10—C9—C14—C13	−0.9 (3)	C24—C23—C28—C27	−1.9 (3)
C8—C9—C14—C13	−177.6 (2)	C22—C23—C28—C27	178.5 (2)

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Bis[1,2-bis­(4-chloro­phen­yl)­ethyl­ene-1,2-dithiol­ato(1–)]nickel(II)

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Bis[1,2-bis(4-chlorophenyl)ethylene-1,2-dithiolato(1–)]nickel(II)