Bis[benzyl N′-(1H-indol-3-ylmethyl­ene)hydrazinecarbodithio­ato-κ2N′,S]nickel(II) N,N-dimethyl­formamide disolvate

Khaledi, H.; Mohd Ali, H.; Ng, S.W.

doi:10.1107/S1600536808038580

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 12| December 2008| Page m1615

doi:10.1107/S1600536808038580

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Bis[benzyl N′-(1H-indol-3-ylmethylene)hydrazinecarbodithioato-κ²N′,S]nickel(II) N,N-dimethylformamide disolvate

Hamid Khaledi,^a Hapipah Mohd Ali ^a and Seik Weng Ng ^a ^*

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: seikweng@um.edu.my

(Received 15 November 2008; accepted 19 November 2008; online 26 November 2008)

In the title compound, [Ni(C₁₇H₁₄N₃S₂)₂]·2C₃H₇NO, the Ni atom (site symmetry $[\overline{1}]$ ) is N,S-chelated by two deprotonated Schiff base anions in a distorted square-planar geometry. The dihedral angle between the aromatic ring planes within the ligand is 86.37 (13)°. In the crystal structure, an N—H⋯O hydrogen bond links the complex to the dimethylformamide solvent molecule.

Related literature

For other square-planar nickel dithiocarbazates, see: Ali et al. (2000 ); Tian et al. (1996a ,b ); Xue et al. (2003 ); Zhang et al. (2004 ); Zhu et al. (2000 ).

Experimental

Crystal data

[Ni(C₁₇H₁₄N₃S₂)₂]·2C₃H₇NO
M_r = 853.77
Monoclinic, P 2₁ /c
a = 10.3808 (3) Å
b = 20.0219 (7) Å
c = 10.7831 (3) Å
β = 117.921 (2)°
V = 1980.3 (1) Å³
Z = 2
Mo Kα radiation
μ = 0.75 mm⁻¹
T = 100 (2) K
0.12 × 0.12 × 0.06 mm

Data collection

Bruker SMART APEX CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.916, T_max = 0.957
13342 measured reflections
3481 independent reflections
2615 reflections with I > 2σ(I)
R_int = 0.062

Refinement

R[F² > 2σ(F²)] = 0.040
wR(F²) = 0.094
S = 1.03
3481 reflections
252 parameters
H-atom parameters constrained
Δρ_max = 0.50 e Å⁻³
Δρ_min = −0.29 e Å⁻³

Table 1
Selected bond lengths (Å)

Ni1—N2	1.916 (2)
Ni1—S1	2.1770 (7)

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001 ); software used to prepare material for publication: pubCIF (Westrip, 2008 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808038580/hb2849sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808038580/hb2849Isup2.hkl

checkCIF report

Comment top

For related structures, see: Ali et al. (2000); Tian et al. (1996a,b); Xue et al. (2003); Zhang et al. (2004); Zhu et al. (2000).

Related literature top

For other square-planar nickel dithiocarbazates, see: Ali et al. (2000); Tian et al. (1996a,b); Xue et al. (2003); Zhang et al. (2004); Zhu et al. (2000).

Experimental top

Benzyl (1H-indol-2-ylmethylene)hydrazinecarbodithioate ethanol hemisolvate (2 mmol, 0.65 g) was dissolved in ethanol (30 ml) along with several drops of triethylamine. To the resulting clear solution was added an ethanol solution (10 ml) containing 1 mmol (0.25 g) of nickel acetate tetrahydrate. The mixture was heated for an hour. The product that separated was recrystallized from DMF to yield brown blocks of (I).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: pubCIF (Westrip, 2008).

Figures top

Fig. 1. View of (I) at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. The unlabelled atoms are generated by the symmetry operation (1–x, 1–y, 1–z) and the hydrogen bonds are shown as dashed lines.

Bis[benzyl N'-(1H-indol-3-ylmethylene)hydrazinecarbodithioato- κ²N',S]nickel(II) N,N-dimethylformamide disolvate top

Crystal data top

[Ni(C₁₇H₁₄N₃S₂)₂]·2C₃H₇NO	F(000) = 892
M_r = 853.77	D_x = 1.432 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1450 reflections
a = 10.3808 (3) Å	θ = 2.2–22.7°
b = 20.0219 (7) Å	µ = 0.75 mm⁻¹
c = 10.7831 (3) Å	T = 100 K
β = 117.921 (2)°	Block, brown
V = 1980.3 (1) Å³	0.12 × 0.12 × 0.06 mm
Z = 2

Data collection top

Bruker SMART APEX CCD diffractometer	3481 independent reflections
Radiation source: fine-focus sealed tube	2615 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.062
ω scans	θ_max = 25.0°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
T_min = 0.916, T_max = 0.957	k = −23→23
13342 measured reflections	l = −12→12

Refinement top

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.094	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0396P)² + 0.2888P] where P = (F_o² + 2F_c²)/3
3481 reflections	(Δ/σ)_max = 0.001
252 parameters	Δρ_max = 0.50 e Å⁻³
0 restraints	Δρ_min = −0.29 e Å⁻³

Crystal data top

[Ni(C₁₇H₁₄N₃S₂)₂]·2C₃H₇NO	V = 1980.3 (1) Å³
M_r = 853.77	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 10.3808 (3) Å	µ = 0.75 mm⁻¹
b = 20.0219 (7) Å	T = 100 K
c = 10.7831 (3) Å	0.12 × 0.12 × 0.06 mm
β = 117.921 (2)°

Data collection top

Bruker SMART APEX CCD diffractometer	3481 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2615 reflections with I > 2σ(I)
T_min = 0.916, T_max = 0.957	R_int = 0.062
13342 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.040	0 restraints
wR(F²) = 0.094	H-atom parameters constrained
S = 1.03	Δρ_max = 0.50 e Å⁻³
3481 reflections	Δρ_min = −0.29 e Å⁻³
252 parameters

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

	x	y	z	U_iso*/U_eq
Ni1	0.5000	0.5000	0.5000	0.01710 (15)
S1	0.48640 (8)	0.60841 (4)	0.48343 (8)	0.0236 (2)
S2	0.38426 (8)	0.70431 (4)	0.62163 (8)	0.0234 (2)
O1	0.1755 (3)	0.56685 (12)	1.1091 (2)	0.0472 (7)
N1	0.2818 (3)	0.49406 (11)	0.9618 (2)	0.0220 (6)
H1	0.2520	0.5191	1.0105	0.026*
N2	0.4331 (2)	0.51020 (11)	0.6371 (2)	0.0182 (5)
N3	0.3953 (2)	0.57357 (11)	0.6685 (2)	0.0192 (5)
N4	0.0849 (3)	0.57529 (12)	1.2634 (2)	0.0252 (6)
C1	0.2942 (3)	0.42563 (14)	0.9707 (3)	0.0192 (6)
C2	0.2658 (3)	0.38131 (15)	1.0548 (3)	0.0232 (7)
H2	0.2351	0.3967	1.1200	0.028*
C3	0.2842 (3)	0.31463 (15)	1.0393 (3)	0.0260 (7)
H3	0.2647	0.2832	1.0945	0.031*
C4	0.3308 (3)	0.29162 (15)	0.9445 (3)	0.0250 (7)
H4	0.3412	0.2450	0.9354	0.030*
C5	0.3621 (3)	0.33626 (15)	0.8636 (3)	0.0219 (7)
H5	0.3955	0.3205	0.8005	0.026*
C6	0.3437 (3)	0.40438 (14)	0.8763 (3)	0.0187 (6)
C7	0.3625 (3)	0.46401 (14)	0.8099 (3)	0.0188 (6)
C8	0.3220 (3)	0.51697 (15)	0.8678 (3)	0.0223 (7)
H8	0.3227	0.5627	0.8443	0.027*
C9	0.4138 (3)	0.46239 (15)	0.7091 (3)	0.0198 (7)
H9	0.4382	0.4191	0.6907	0.024*
C10	0.4193 (3)	0.62076 (14)	0.6009 (3)	0.0191 (6)
C11	0.3353 (3)	0.70343 (15)	0.7620 (3)	0.0245 (7)
H11A	0.4028	0.6726	0.8354	0.029*
H11B	0.3535	0.7487	0.8039	0.029*
C12	0.1817 (3)	0.68378 (14)	0.7277 (3)	0.0206 (7)
C13	0.0673 (3)	0.68232 (15)	0.5927 (3)	0.0259 (7)
H13	0.0838	0.6939	0.5159	0.031*
C14	−0.0716 (3)	0.66398 (16)	0.5687 (3)	0.0309 (8)
H14	−0.1490	0.6622	0.4754	0.037*
C15	−0.0977 (3)	0.64846 (16)	0.6793 (3)	0.0320 (8)
H15	−0.1930	0.6364	0.6627	0.038*
C16	0.0152 (3)	0.65049 (15)	0.8139 (3)	0.0291 (8)
H16	−0.0020	0.6398	0.8908	0.035*
C17	0.1540 (3)	0.66816 (15)	0.8379 (3)	0.0243 (7)
H17	0.2312	0.6696	0.9313	0.029*
C18	0.1381 (4)	0.54196 (18)	1.1919 (3)	0.0376 (9)
H18	0.1485	0.4950	1.2054	0.045*
C19	0.0701 (3)	0.64730 (15)	1.2501 (3)	0.0289 (8)
H19A	0.0755	0.6616	1.1658	0.043*
H19B	0.1489	0.6684	1.3329	0.043*
H19C	−0.0241	0.6606	1.2427	0.043*
C20	0.0490 (3)	0.54232 (15)	1.3634 (3)	0.0293 (7)
H20A	0.0590	0.4939	1.3579	0.044*
H20B	−0.0516	0.5531	1.3412	0.044*
H20C	0.1154	0.5578	1.4584	0.044*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0178 (3)	0.0178 (3)	0.0192 (3)	−0.0001 (2)	0.0116 (2)	−0.0001 (2)
S1	0.0326 (5)	0.0197 (4)	0.0292 (4)	0.0005 (3)	0.0234 (4)	0.0002 (3)
S2	0.0297 (5)	0.0183 (4)	0.0296 (4)	−0.0010 (3)	0.0201 (4)	−0.0016 (3)
O1	0.0752 (19)	0.0443 (17)	0.0405 (14)	0.0204 (13)	0.0424 (14)	0.0058 (12)
N1	0.0274 (14)	0.0212 (15)	0.0242 (13)	−0.0007 (11)	0.0178 (11)	−0.0028 (11)
N2	0.0186 (13)	0.0152 (14)	0.0220 (12)	0.0001 (10)	0.0106 (10)	−0.0005 (10)
N3	0.0197 (13)	0.0175 (14)	0.0223 (13)	0.0009 (10)	0.0114 (11)	−0.0031 (10)
N4	0.0265 (15)	0.0263 (16)	0.0239 (13)	0.0015 (11)	0.0129 (12)	−0.0056 (11)
C1	0.0192 (16)	0.0213 (17)	0.0180 (14)	−0.0012 (13)	0.0094 (12)	0.0003 (12)
C2	0.0225 (17)	0.0289 (19)	0.0212 (15)	−0.0016 (14)	0.0128 (13)	0.0023 (13)
C3	0.0232 (17)	0.030 (2)	0.0264 (16)	0.0009 (14)	0.0128 (14)	0.0100 (14)
C4	0.0229 (17)	0.0197 (17)	0.0319 (17)	0.0021 (13)	0.0123 (14)	0.0079 (13)
C5	0.0188 (16)	0.0253 (18)	0.0229 (15)	0.0023 (13)	0.0110 (13)	0.0003 (13)
C6	0.0129 (15)	0.0237 (18)	0.0205 (15)	0.0019 (12)	0.0088 (12)	0.0023 (12)
C7	0.0172 (16)	0.0200 (17)	0.0203 (15)	−0.0010 (12)	0.0098 (13)	−0.0001 (12)
C8	0.0243 (17)	0.0242 (18)	0.0217 (15)	−0.0019 (13)	0.0134 (13)	0.0033 (12)
C9	0.0172 (16)	0.0201 (18)	0.0237 (16)	0.0008 (12)	0.0107 (13)	−0.0002 (12)
C10	0.0162 (16)	0.0222 (17)	0.0183 (14)	−0.0012 (12)	0.0076 (12)	−0.0008 (12)
C11	0.0304 (18)	0.0232 (18)	0.0263 (16)	−0.0054 (14)	0.0186 (14)	−0.0074 (13)
C12	0.0251 (17)	0.0148 (16)	0.0282 (16)	0.0002 (13)	0.0177 (14)	−0.0055 (12)
C13	0.0301 (19)	0.0247 (18)	0.0265 (17)	0.0025 (14)	0.0164 (15)	−0.0007 (13)
C14	0.0224 (18)	0.032 (2)	0.0314 (18)	0.0053 (14)	0.0071 (15)	−0.0008 (15)
C15	0.0232 (18)	0.031 (2)	0.044 (2)	0.0045 (14)	0.0177 (16)	0.0048 (15)
C16	0.0322 (19)	0.0273 (19)	0.0366 (19)	0.0018 (14)	0.0234 (16)	0.0042 (14)
C17	0.0246 (18)	0.0256 (18)	0.0264 (16)	−0.0007 (14)	0.0150 (14)	−0.0043 (13)
C18	0.048 (2)	0.034 (2)	0.0333 (19)	0.0081 (17)	0.0206 (18)	−0.0021 (16)
C19	0.034 (2)	0.028 (2)	0.0260 (17)	0.0037 (15)	0.0150 (15)	−0.0037 (14)
C20	0.0300 (18)	0.029 (2)	0.0324 (18)	−0.0026 (14)	0.0177 (15)	−0.0049 (14)

Geometric parameters (Å, º) top

Ni1—N2ⁱ	1.916 (2)	C6—C7	1.451 (4)
Ni1—N2	1.916 (2)	C7—C8	1.391 (4)
Ni1—S1	2.1770 (7)	C7—C9	1.418 (4)
Ni1—S1ⁱ	2.1770 (7)	C8—H8	0.9500
S1—C10	1.725 (3)	C9—H9	0.9500
S2—C10	1.748 (3)	C11—C12	1.511 (4)
S2—C11	1.808 (3)	C11—H11A	0.9900
O1—C18	1.233 (4)	C11—H11B	0.9900
N1—C8	1.346 (3)	C12—C17	1.383 (4)
N1—C1	1.375 (3)	C12—C13	1.382 (4)
N1—H1	0.8800	C13—C14	1.390 (4)
N2—C9	1.306 (3)	C13—H13	0.9500
N2—N3	1.416 (3)	C14—C15	1.377 (4)
N3—C10	1.287 (3)	C14—H14	0.9500
N4—C18	1.321 (4)	C15—C16	1.375 (4)
N4—C20	1.454 (4)	C15—H15	0.9500
N4—C19	1.450 (4)	C16—C17	1.385 (4)
C1—C2	1.395 (4)	C16—H16	0.9500
C1—C6	1.404 (4)	C17—H17	0.9500
C2—C3	1.370 (4)	C18—H18	0.9500
C2—H2	0.9500	C19—H19A	0.9800
C3—C4	1.398 (4)	C19—H19B	0.9800
C3—H3	0.9500	C19—H19C	0.9800
C4—C5	1.390 (4)	C20—H20A	0.9800
C4—H4	0.9500	C20—H20B	0.9800
C5—C6	1.393 (4)	C20—H20C	0.9800
C5—H5	0.9500

N2ⁱ—Ni1—N2	180.0	C7—C9—H9	114.5
N2ⁱ—Ni1—S1	94.36 (7)	N3—C10—S1	124.2 (2)
N2—Ni1—S1	85.64 (7)	N3—C10—S2	121.5 (2)
N2ⁱ—Ni1—S1ⁱ	85.64 (7)	S1—C10—S2	114.26 (16)
N2—Ni1—S1ⁱ	94.36 (7)	C12—C11—S2	118.4 (2)
S1—Ni1—S1ⁱ	180.0	C12—C11—H11A	107.7
C10—S1—Ni1	96.64 (10)	S2—C11—H11A	107.7
C10—S2—C11	104.76 (13)	C12—C11—H11B	107.7
C8—N1—C1	109.9 (2)	S2—C11—H11B	107.7
C8—N1—H1	125.1	H11A—C11—H11B	107.1
C1—N1—H1	125.1	C17—C12—C13	118.5 (3)
C9—N2—N3	112.2 (2)	C17—C12—C11	118.0 (2)
C9—N2—Ni1	126.4 (2)	C13—C12—C11	123.5 (3)
N3—N2—Ni1	121.46 (17)	C12—C13—C14	120.4 (3)
C10—N3—N2	111.9 (2)	C12—C13—H13	119.8
C18—N4—C20	121.8 (3)	C14—C13—H13	119.8
C18—N4—C19	119.9 (3)	C15—C14—C13	120.4 (3)
C20—N4—C19	118.2 (2)	C15—C14—H14	119.8
N1—C1—C2	129.6 (3)	C13—C14—H14	119.8
N1—C1—C6	107.8 (2)	C14—C15—C16	119.4 (3)
C2—C1—C6	122.6 (3)	C14—C15—H15	120.3
C3—C2—C1	117.2 (3)	C16—C15—H15	120.3
C3—C2—H2	121.4	C15—C16—C17	120.2 (3)
C1—C2—H2	121.4	C15—C16—H16	119.9
C2—C3—C4	121.7 (3)	C17—C16—H16	119.9
C2—C3—H3	119.2	C12—C17—C16	121.0 (3)
C4—C3—H3	119.2	C12—C17—H17	119.5
C5—C4—C3	120.7 (3)	C16—C17—H17	119.5
C5—C4—H4	119.7	O1—C18—N4	125.3 (3)
C3—C4—H4	119.7	O1—C18—H18	117.3
C4—C5—C6	119.0 (3)	N4—C18—H18	117.3
C4—C5—H5	120.5	N4—C19—H19A	109.5
C6—C5—H5	120.5	N4—C19—H19B	109.5
C5—C6—C1	118.8 (3)	H19A—C19—H19B	109.5
C5—C6—C7	134.5 (3)	N4—C19—H19C	109.5
C1—C6—C7	106.7 (2)	H19A—C19—H19C	109.5
C8—C7—C9	131.5 (3)	H19B—C19—H19C	109.5
C8—C7—C6	105.5 (2)	N4—C20—H20A	109.5
C9—C7—C6	123.0 (3)	N4—C20—H20B	109.5
N1—C8—C7	110.1 (3)	H20A—C20—H20B	109.5
N1—C8—H8	125.0	N4—C20—H20C	109.5
C7—C8—H8	125.0	H20A—C20—H20C	109.5
N2—C9—C7	131.1 (3)	H20B—C20—H20C	109.5
N2—C9—H9	114.5

N2ⁱ—Ni1—S1—C10	177.84 (11)	C9—C7—C8—N1	−179.2 (3)
N2—Ni1—S1—C10	−2.16 (11)	C6—C7—C8—N1	0.2 (3)
S1—Ni1—N2—C9	−177.9 (2)	N3—N2—C9—C7	0.1 (4)
S1ⁱ—Ni1—N2—C9	2.1 (2)	Ni1—N2—C9—C7	−178.5 (2)
S1—Ni1—N2—N3	3.52 (18)	C8—C7—C9—N2	−2.8 (5)
S1ⁱ—Ni1—N2—N3	−176.48 (18)	C6—C7—C9—N2	177.9 (3)
C9—N2—N3—C10	177.8 (2)	N2—N3—C10—S1	1.1 (3)
Ni1—N2—N3—C10	−3.5 (3)	N2—N3—C10—S2	−179.25 (17)
C8—N1—C1—C2	179.3 (3)	Ni1—S1—C10—N3	1.2 (2)
C8—N1—C1—C6	−0.5 (3)	Ni1—S1—C10—S2	−178.47 (13)
N1—C1—C2—C3	178.4 (3)	C11—S2—C10—N3	6.4 (3)
C6—C1—C2—C3	−1.9 (4)	C11—S2—C10—S1	−173.95 (15)
C1—C2—C3—C4	0.7 (4)	C10—S2—C11—C12	−80.3 (2)
C2—C3—C4—C5	0.8 (4)	S2—C11—C12—C17	165.3 (2)
C3—C4—C5—C6	−1.2 (4)	S2—C11—C12—C13	−16.5 (4)
C4—C5—C6—C1	0.0 (4)	C17—C12—C13—C14	−1.5 (4)
C4—C5—C6—C7	−178.9 (3)	C11—C12—C13—C14	−179.7 (3)
N1—C1—C6—C5	−178.6 (2)	C12—C13—C14—C15	1.4 (5)
C2—C1—C6—C5	1.5 (4)	C13—C14—C15—C16	−0.7 (5)
N1—C1—C6—C7	0.6 (3)	C14—C15—C16—C17	0.1 (5)
C2—C1—C6—C7	−179.3 (3)	C13—C12—C17—C16	0.9 (4)
C5—C6—C7—C8	178.6 (3)	C11—C12—C17—C16	179.2 (3)
C1—C6—C7—C8	−0.5 (3)	C15—C16—C17—C12	−0.2 (5)
C5—C6—C7—C9	−2.0 (5)	C20—N4—C18—O1	−177.4 (3)
C1—C6—C7—C9	179.0 (2)	C19—N4—C18—O1	−1.6 (5)
C1—N1—C8—C7	0.2 (3)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1	0.88	1.86	2.739 (3)	175

Experimental details

Crystal data
Chemical formula	[Ni(C₁₇H₁₄N₃S₂)₂]·2C₃H₇NO
M_r	853.77
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	100
a, b, c (Å)	10.3808 (3), 20.0219 (7), 10.7831 (3)
β (°)	117.921 (2)
V (Å³)	1980.3 (1)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.75
Crystal size (mm)	0.12 × 0.12 × 0.06

Data collection
Diffractometer	Bruker SMART APEX CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.916, 0.957
No. of measured, independent and observed [I > 2σ(I)] reflections	13342, 3481, 2615
R_int	0.062
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.040, 0.094, 1.03
No. of reflections	3481
No. of parameters	252
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.50, −0.29

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), pubCIF (Westrip, 2008).

Selected bond lengths (Å) top

Ni1—N2

1.916 (2)

Ni1—S1

2.1770 (7)

Acknowledgements

We thank the University of Malaya for funding this study (Science Fund grants 12–02-03–2031, 12–02-03–2051).

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