Hexa­kis­(thio­urea-κS)nickel(II) nitrate: a redetermination

Monim-ul-Mehboob, M.; Akkurt, M.; Khan, I.U.; Sharif, S.; Asif, I.; Ahmad, S.

doi:10.1107/S1600536810026668

inorganic compounds

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ISSN: 2056-9890

Volume 66| Part 8| August 2010| Pages i57-i58

https://doi.org/10.1107/S1600536810026668

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Hexakis(thiourea-κS)nickel(II) nitrate: a redetermination

Muhammad Monim-ul-Mehboob,^a Mehmet Akkurt,^b ^* Islam Ullah Khan,^c Shahzad Sharif,^c Iram Asif ^a and Saeed Ahmad ^a ‡

^aDepartment of Chemistry, University of Engineering and Technology, Lahore 54890, Pakistan, ^bDepartment of Physics, Faculty of Arts and Sciences, Erciyes University, 38039 Kayseri, Turkey, and ^cMaterials Chemistry Laboratory, Department of Chemistry, Government College University, Lahore 54000, Pakistan
^*Correspondence e-mail: akkurt@erciyes.edu.tr

(Received 26 June 2010; accepted 6 July 2010; online 10 July 2010)

A preliminary X-ray study of the title molecular salt, [Ni(CH₄N₂S)₆](NO₃)₂, has been reported twice previously, by Maďar [Acta Cryst. (1961), 14, 894] and Rodriguez, Cubero, Vega, Morente & Vazquez [Acta Cryst. (1961), 14, 1101], using film methods. We confirm the previous studies, but to modern standards of precision and with all H atoms located. The central Ni atom (site symmetry $[\overline{1}]$ ) of the dication is octahedrally coordinated by six S-bound thiourea molecules. The crystal structure is stabilized by intra- and intermolecular N—H⋯S and N—H⋯O hydrogen bonds.

Related literature

The structure of the title complex at room temperature has been reported twice previously, see: Maďar (1961 ); Rodriguez et al. (1961 ). For the biological and non-linear optical properties and applications of metal complexes of thiourea-type ligands, see: Arslan et al. (2009 ); Emre et al. (2009 ); Bhaskaran et al. (2007 ); Eaton & Law(1975 ); Figgis & Reynolds (1986 ). For the crystal structures of some similar Ni complexes, see: Suescun et al. (2000 ); Zhu et al. (2009 ). For reference structural data, see: Allen et al. (1987 ).

Experimental

Crystal data

[Ni(CH₄N₂S)₆](NO₃)₂
M_r = 639.50
Monoclinic, C 2/c
a = 22.4433 (6) Å
b = 9.2398 (3) Å
c = 16.3136 (5) Å
β = 129.724 (1)°
V = 2601.96 (14) Å³
Z = 4
Mo Kα radiation
μ = 1.28 mm⁻¹
T = 296 K
0.25 × 0.10 × 0.06 mm

Data collection

Bruker APEXII CCD diffractometer
11568 measured reflections
3129 independent reflections
2542 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.030
wR(F²) = 0.068
S = 1.03
3129 reflections
151 parameters
H-atom parameters constrained
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.29 e Å⁻³

Table 1
Selected bond lengths (Å)

Ni1—S1	2.4708 (7)
Ni1—S2	2.4879 (5)
Ni1—S3	2.4995 (6)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O1ⁱ	0.86	2.21	3.037 (4)	161
N1—H1B⋯O2	0.86	2.17	2.965 (3)	154
N2—H2A⋯O3ⁱⁱ	0.86	2.56	2.963 (3)	110
N2—H2A⋯O3ⁱ	0.86	2.30	3.110 (4)	157
N2—H2B⋯S2	0.86	2.63	3.449 (3)	159
N3—H3A⋯O3ⁱⁱⁱ	0.86	2.19	3.022 (2)	163
N3—H3B⋯S1	0.86	2.72	3.5021 (19)	152
N3—H3B⋯S3	0.86	2.87	3.444 (2)	126
N4—H4A⋯O2ⁱⁱⁱ	0.86	2.01	2.865 (3)	175
N4—H4B⋯S2^iv	0.86	2.75	3.555 (2)	157
N5—H5A⋯S3^v	0.86	2.82	3.623 (2)	155
N5—H5A⋯O1^vi	0.86	2.48	2.922 (3)	113
N5—H5B⋯S1^vi	0.86	2.59	3.410 (2)	160
N6—H6A⋯S2^vii	0.86	2.83	3.464 (3)	132
N6—H6A⋯S3^v	0.86	2.80	3.601 (2)	156
N6—H6B⋯O1^viii	0.86	2.10	2.958 (3)	174
Symmetry codes: (i) -x+1, -y+1, -z; (ii) x, y-1, z; (iii) $[-x+1, y-1, -z+{\script{1\over 2}}]$ ; (iv) $[-x+{\script{1\over 2}}, -y-{\script{1\over 2}}, -z]$ ; (v) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (vi) $[-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z]$ ; (vii) $[x, -y, z+{\script{1\over 2}}]$ ; (viii) $[x, -y+1, z+{\script{1\over 2}}]$ .

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: ORTEP-3 (Farrugia, 1997 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ) and PLATON (Spek, 2009 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536810026668/hb5527sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810026668/hb5527Isup2.hkl

checkCIF report

Comment top

The coordination chemistry of thiourea type ligands has been a matter of interest in view of their biological (Arslan et al., 2009) and non-linear optical (Bhaskaran et al., 2007) properties, and because of their potential use as selective reagents for concentration and separation of metal ions (Emre et al., 2009). The complexes of nickel(II) with thioureas were shown to have a variety of stereochemistries (octahedral, tetragonal, square planar and tetrahedral) both in the solid state and in solution form (Eaton et al., 1975; Figgis et al., 1986; Suescun et al., 2000; Zhu et al., 2009). In order to investigate further about the structures of nickel(II)-thiourea systems, we present here a structural study of a Tu complex with nickel(II) nitrate, which consists of [Ni(Tu)₆]⁺² molecular ions and nitrate counter ions.

A preliminary X-ray study of complex (I) has been reported twice previously, but with incomplete crystallographic data (Maďar, 1961; Rodriguez et al., 1961). We redetermined the crystal structure of complex (I), which we present in this paper.

In (I), the central Ni atom is located on a centre of inversion and is six-coordinated by six thiourea groups in a octahedral geometry (Fig. 1). The values of the geometrical parameters of the title molecule are as expected (Allen et al., 1987). The Ni—S bond lengths vary from 2.4708 (7) to 2.4995 (6) Å.

In the crystal packing of (I), adjacent molecules are linked by intra and intermolecular N—H···S and N—H···O hydrogen bonds (Table 2, Fig. 2), forming a three-dimensional network and a supramolecular structure.

Related literature top

The structure of the title complex at room temperature has been reported twice previously, see: Maďar (1961); Rodriguez et al. (1961). For the biological and non-linear optical properties and applications of metal complexes of thiourea-type ligands, see: Arslan et al. (2009); Emre et al. (2009); Bhaskaran et al. (2007); Eaton et al. (1975); Figgis et al. (1986). For the crystal structures of some similar Ni complexes, see: Suescun et al. (2000); Zhu et al. (2009). For reference structural data, see: Allen et al. (1987).

Experimental top

The complex was prepared by adding 4 equivalents of thiourea in 10 ml methanol to 1 mmole (0.29 g) solution of nickel(II) nitrate hexa hydrate in 10 ml methanol. After stirring the solution for half an hour, the green solution was filtered and the filtrate was kept for crystallization. As a result light green needles of (I) were formed.

Structure description top

The structure of the title complex at room temperature has been reported twice previously, see: Maďar (1961); Rodriguez et al. (1961). For the biological and non-linear optical properties and applications of metal complexes of thiourea-type ligands, see: Arslan et al. (2009); Emre et al. (2009); Bhaskaran et al. (2007); Eaton et al. (1975); Figgis et al. (1986). For the crystal structures of some similar Ni complexes, see: Suescun et al. (2000); Zhu et al. (2009). For reference structural data, see: Allen et al. (1987).

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: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Figures top

	Fig. 1. View of (I) with displacement ellipsoids depicted at the 30% probability level for all non-H atoms.
	Fig. 2. Partial view of the intra and intermolecular N—H···S and N—H···O hydrogen bonds in the crystal structure of (I), forming a three-dimensional network.

Hexakis(thiourea-κS)nickel(II) dinitrate top

Crystal data top

[Ni(CH₄N₂S)₆](NO₃)₂	F(000) = 1320
M_r = 639.50	D_x = 1.633 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 4823 reflections
a = 22.4433 (6) Å	θ = 2.5–28.2°
b = 9.2398 (3) Å	µ = 1.28 mm⁻¹
c = 16.3136 (5) Å	T = 296 K
β = 129.724 (1)°	Needle, light green
V = 2601.96 (14) Å³	0.25 × 0.10 × 0.06 mm
Z = 4

Data collection top

Bruker APEXII CCD diffractometer	2542 reflections with I > 2σ(I)
Radiation source: sealed tube	R_int = 0.033
Graphite monochromator	θ_max = 28.3°, θ_min = 2.5°
φ and ω scans	h = −29→21
11568 measured reflections	k = −11→12
3129 independent reflections	l = −21→21

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.068	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0256P)² + 1.7568P] where P = (F_o² + 2F_c²)/3
3129 reflections	(Δ/σ)_max < 0.001
151 parameters	Δρ_max = 0.35 e Å⁻³
0 restraints	Δρ_min = −0.29 e Å⁻³

Crystal data top

[Ni(CH₄N₂S)₆](NO₃)₂	V = 2601.96 (14) Å³
M_r = 639.50	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 22.4433 (6) Å	µ = 1.28 mm⁻¹
b = 9.2398 (3) Å	T = 296 K
c = 16.3136 (5) Å	0.25 × 0.10 × 0.06 mm
β = 129.724 (1)°

Data collection top

Bruker APEXII CCD diffractometer	2542 reflections with I > 2σ(I)
11568 measured reflections	R_int = 0.033
3129 independent reflections

Refinement top

R[F² > 2σ(F²)] = 0.030	0 restraints
wR(F²) = 0.068	H-atom parameters constrained
S = 1.03	Δρ_max = 0.35 e Å⁻³
3129 reflections	Δρ_min = −0.29 e Å⁻³
151 parameters

Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating -R-factor-obs 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

	x	y	z	U_iso*/U_eq
Ni1	0.25000	0.25000	0.00000	0.0246 (1)
S1	0.38321 (3)	0.34540 (6)	0.10478 (4)	0.0362 (2)
S2	0.28084 (3)	−0.01160 (5)	0.01164 (4)	0.0331 (1)
S3	0.28343 (3)	0.27376 (5)	0.17786 (4)	0.0311 (1)
N1	0.49791 (11)	0.3572 (3)	0.10299 (17)	0.0630 (8)
N2	0.42272 (13)	0.1592 (2)	0.02330 (19)	0.0630 (9)
N3	0.40567 (10)	0.00546 (19)	0.21644 (13)	0.0475 (6)
N4	0.36277 (12)	−0.2195 (2)	0.14917 (16)	0.0621 (7)
N5	0.20704 (11)	0.0325 (2)	0.14718 (15)	0.0516 (7)
N6	0.29045 (13)	0.1162 (2)	0.31643 (15)	0.0687 (8)
C1	0.43826 (11)	0.2808 (2)	0.07398 (16)	0.0341 (6)
C2	0.35527 (11)	−0.0788 (2)	0.13536 (15)	0.0324 (6)
C3	0.25769 (12)	0.1293 (2)	0.21517 (16)	0.0363 (7)
O1	0.41450 (9)	0.6847 (2)	−0.02032 (13)	0.0604 (6)
O2	0.50573 (11)	0.6706 (2)	0.14802 (14)	0.0786 (7)
O3	0.48990 (11)	0.86552 (19)	0.06598 (15)	0.0676 (7)
N7	0.46952 (10)	0.7413 (2)	0.06486 (15)	0.0429 (6)
H1A	0.52660	0.32720	0.08860	0.0940*
H1B	0.50850	0.43750	0.13650	0.0940*
H2A	0.45170	0.12990	0.00920	0.0940*
H2B	0.38350	0.10840	0.00400	0.0940*
H3A	0.44270	−0.03180	0.27720	0.0570*
H3B	0.40160	0.09790	0.20880	0.0570*
H4A	0.40020	−0.25490	0.21050	0.0930*
H4B	0.33030	−0.27630	0.09690	0.0930*
H5A	0.19560	−0.03860	0.16890	0.0620*
H5B	0.18520	0.03990	0.08080	0.0620*
H6A	0.27850	0.04460	0.33710	0.0820*
H6B	0.32380	0.17910	0.36190	0.0820*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0289 (2)	0.0234 (2)	0.0217 (2)	−0.0015 (1)	0.0164 (1)	−0.0012 (1)
S1	0.0328 (2)	0.0410 (3)	0.0373 (3)	−0.0076 (2)	0.0235 (2)	−0.0106 (2)
S2	0.0400 (3)	0.0251 (2)	0.0238 (2)	0.0030 (2)	0.0156 (2)	0.0008 (2)
S3	0.0450 (3)	0.0272 (2)	0.0274 (2)	−0.0046 (2)	0.0260 (2)	−0.0013 (2)
N1	0.0430 (11)	0.0898 (17)	0.0669 (14)	−0.0207 (11)	0.0401 (11)	−0.0293 (12)
N2	0.0735 (14)	0.0459 (12)	0.1040 (18)	−0.0078 (11)	0.0727 (15)	−0.0195 (12)
N3	0.0421 (10)	0.0372 (10)	0.0320 (9)	0.0044 (8)	0.0093 (8)	0.0021 (8)
N4	0.0577 (13)	0.0333 (10)	0.0432 (12)	0.0039 (9)	0.0082 (10)	0.0092 (9)
N5	0.0610 (12)	0.0463 (11)	0.0399 (11)	−0.0225 (10)	0.0288 (10)	0.0010 (9)
N6	0.0915 (16)	0.0746 (15)	0.0338 (11)	−0.0326 (13)	0.0372 (12)	0.0040 (10)
C1	0.0305 (9)	0.0398 (12)	0.0301 (10)	0.0053 (8)	0.0185 (9)	0.0076 (9)
C2	0.0315 (9)	0.0325 (11)	0.0298 (10)	0.0033 (8)	0.0180 (8)	0.0039 (8)
C3	0.0413 (11)	0.0390 (12)	0.0309 (11)	−0.0049 (9)	0.0242 (9)	0.0030 (9)
O1	0.0486 (9)	0.0701 (12)	0.0348 (9)	−0.0114 (8)	0.0138 (8)	−0.0145 (8)
O2	0.0811 (13)	0.0679 (12)	0.0360 (10)	−0.0217 (11)	0.0139 (10)	−0.0029 (9)
O3	0.0798 (13)	0.0451 (11)	0.0654 (12)	−0.0100 (9)	0.0406 (11)	−0.0064 (9)
N7	0.0398 (10)	0.0498 (12)	0.0358 (10)	−0.0052 (9)	0.0226 (9)	−0.0074 (9)

Geometric parameters (Å, º) top

Ni1—S1	2.4708 (7)	N4—C2	1.312 (3)
Ni1—S2	2.4879 (5)	N5—C3	1.308 (3)
Ni1—S3	2.4995 (6)	N6—C3	1.316 (3)
Ni1—S1ⁱ	2.4708 (7)	N1—H1B	0.8600
Ni1—S2ⁱ	2.4879 (5)	N1—H1A	0.8600
Ni1—S3ⁱ	2.4995 (6)	N2—H2A	0.8600
S1—C1	1.711 (3)	N2—H2B	0.8600
S2—C2	1.715 (2)	N3—H3A	0.8600
S3—C3	1.713 (2)	N3—H3B	0.8600
O1—N7	1.239 (3)	N4—H4B	0.8600
O2—N7	1.232 (3)	N4—H4A	0.8600
O3—N7	1.231 (3)	N5—H5A	0.8600
N1—C1	1.306 (4)	N5—H5B	0.8600
N2—C1	1.304 (3)	N6—H6A	0.8600
N3—C2	1.313 (3)	N6—H6B	0.8600

S1—Ni1—S2	98.00 (2)	C2—N3—H3B	120.00
S1—Ni1—S3	80.37 (2)	C2—N3—H3A	120.00
S1—Ni1—S1ⁱ	180.00	H3A—N3—H3B	120.00
S1—Ni1—S2ⁱ	82.00 (2)	C2—N4—H4B	120.00
S1—Ni1—S3ⁱ	99.63 (2)	C2—N4—H4A	120.00
S2—Ni1—S3	97.72 (2)	H4A—N4—H4B	120.00
S1ⁱ—Ni1—S2	82.00 (2)	H5A—N5—H5B	120.00
S2—Ni1—S2ⁱ	180.00	C3—N5—H5A	120.00
S2—Ni1—S3ⁱ	82.28 (2)	C3—N5—H5B	120.00
S1ⁱ—Ni1—S3	99.63 (2)	C3—N6—H6B	120.00
S2ⁱ—Ni1—S3	82.28 (2)	H6A—N6—H6B	120.00
S3—Ni1—S3ⁱ	180.00	C3—N6—H6A	120.00
S1ⁱ—Ni1—S2ⁱ	98.00 (2)	O2—N7—O3	120.0 (2)
S1ⁱ—Ni1—S3ⁱ	80.37 (2)	O1—N7—O2	119.6 (2)
S2ⁱ—Ni1—S3ⁱ	97.72 (2)	O1—N7—O3	120.29 (19)
Ni1—S1—C1	116.99 (8)	S1—C1—N2	122.4 (2)
Ni1—S2—C2	117.12 (7)	S1—C1—N1	118.06 (18)
Ni1—S3—C3	115.14 (7)	N1—C1—N2	119.5 (3)
C1—N1—H1B	120.00	S2—C2—N4	118.85 (16)
H1A—N1—H1B	120.00	S2—C2—N3	122.36 (15)
C1—N1—H1A	120.00	N3—C2—N4	118.78 (19)
H2A—N2—H2B	120.00	N5—C3—N6	119.2 (2)
C1—N2—H2A	120.00	S3—C3—N5	122.62 (17)
C1—N2—H2B	120.00	S3—C3—N6	118.22 (17)

S2—Ni1—S1—C1	47.38 (8)	S2—Ni1—S3—C3	−38.66 (11)
S3—Ni1—S1—C1	143.91 (8)	S1ⁱ—Ni1—S3—C3	44.48 (11)
S2ⁱ—Ni1—S1—C1	−132.62 (8)	S2ⁱ—Ni1—S3—C3	141.34 (11)
S3ⁱ—Ni1—S1—C1	−36.09 (8)	Ni1—S1—C1—N1	159.63 (16)
S1—Ni1—S2—C2	48.29 (12)	Ni1—S1—C1—N2	−20.5 (2)
S3—Ni1—S2—C2	−33.00 (12)	Ni1—S2—C2—N3	−15.4 (3)
S1ⁱ—Ni1—S2—C2	−131.71 (12)	Ni1—S2—C2—N4	165.6 (2)
S3ⁱ—Ni1—S2—C2	147.00 (12)	Ni1—S3—C3—N5	−17.6 (3)
S1—Ni1—S3—C3	−135.52 (11)	Ni1—S3—C3—N6	162.5 (2)

Symmetry code: (i) −x+1/2, −y+1/2, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O1ⁱⁱ	0.86	2.21	3.037 (4)	161
N1—H1B···O2	0.86	2.17	2.965 (3)	154
N2—H2A···O3ⁱⁱⁱ	0.86	2.56	2.963 (3)	110
N2—H2A···O3ⁱⁱ	0.86	2.30	3.110 (4)	157
N2—H2B···S2	0.86	2.63	3.449 (3)	159
N3—H3A···O3^iv	0.86	2.19	3.022 (2)	163
N3—H3B···S1	0.86	2.72	3.5021 (19)	152
N3—H3B···S3	0.86	2.87	3.444 (2)	126
N4—H4A···O2^iv	0.86	2.01	2.865 (3)	175
N4—H4B···S2^v	0.86	2.75	3.555 (2)	157
N5—H5A···S3^vi	0.86	2.82	3.623 (2)	155
N5—H5A···O1ⁱ	0.86	2.48	2.922 (3)	113
N5—H5B···S1ⁱ	0.86	2.59	3.410 (2)	160
N6—H6A···S2^vii	0.86	2.83	3.464 (3)	132
N6—H6A···S3^vi	0.86	2.80	3.601 (2)	156
N6—H6B···O1^viii	0.86	2.10	2.958 (3)	174

Symmetry codes: (i) −x+1/2, −y+1/2, −z; (ii) −x+1, −y+1, −z; (iii) x, y−1, z; (iv) −x+1, y−1, −z+1/2; (v) −x+1/2, −y−1/2, −z; (vi) −x+1/2, y−1/2, −z+1/2; (vii) x, −y, z+1/2; (viii) x, −y+1, z+1/2.

Experimental details

Crystal data
Chemical formula	[Ni(CH₄N₂S)₆](NO₃)₂
M_r	639.50
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	296
a, b, c (Å)	22.4433 (6), 9.2398 (3), 16.3136 (5)
β (°)	129.724 (1)
V (Å³)	2601.96 (14)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.28
Crystal size (mm)	0.25 × 0.10 × 0.06

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	–
No. of measured, independent and observed [I > 2σ(I)] reflections	11568, 3129, 2542
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.030, 0.068, 1.03
No. of reflections	3129
No. of parameters	151
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.35, −0.29

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997), WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Selected bond lengths (Å) top

Ni1—S1	2.4708 (7)	Ni1—S3	2.4995 (6)
Ni1—S2	2.4879 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O1ⁱ	0.86	2.21	3.037 (4)	161
N1—H1B···O2	0.86	2.17	2.965 (3)	154
N2—H2A···O3ⁱⁱ	0.86	2.56	2.963 (3)	110
N2—H2A···O3ⁱ	0.86	2.30	3.110 (4)	157
N2—H2B···S2	0.86	2.63	3.449 (3)	159
N3—H3A···O3ⁱⁱⁱ	0.86	2.19	3.022 (2)	163
N3—H3B···S1	0.86	2.72	3.5021 (19)	152
N3—H3B···S3	0.86	2.87	3.444 (2)	126
N4—H4A···O2ⁱⁱⁱ	0.86	2.01	2.865 (3)	175
N4—H4B···S2^iv	0.86	2.75	3.555 (2)	157
N5—H5A···S3^v	0.86	2.82	3.623 (2)	155
N5—H5A···O1^vi	0.86	2.48	2.922 (3)	113
N5—H5B···S1^vi	0.86	2.59	3.410 (2)	160
N6—H6A···S2^vii	0.86	2.83	3.464 (3)	132
N6—H6A···S3^v	0.86	2.80	3.601 (2)	156
N6—H6B···O1^viii	0.86	2.10	2.958 (3)	174

Symmetry codes: (i) −x+1, −y+1, −z; (ii) x, y−1, z; (iii) −x+1, y−1, −z+1/2; (iv) −x+1/2, −y−1/2, −z; (v) −x+1/2, y−1/2, −z+1/2; (vi) −x+1/2, −y+1/2, −z; (vii) x, −y, z+1/2; (viii) x, −y+1, z+1/2.

Footnotes

‡Additional corresponding author: saeed_a786@hotmail.com

Acknowledgements

The authors are grateful to the Higher Education Commission of Pakistan for financial support to purchase the diffractometer.

References

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