catena-Poly[[bis­(O,O′-diisopropyl dithio­phosphato-κ2S,S′)nickel(II)]-μ-bis­(4-pyridylmethyl­ene)diazane-κ2N:N′]

Berdugo, E.; Tiekink, E.R.T.

doi:10.1107/S1600536809043505

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 11| November 2009| Pages m1444-m1445

https://doi.org/10.1107/S1600536809043505

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catena-Poly[[bis(O,O′-diisopropyl dithiophosphato-κ²S,S′)nickel(II)]-μ-bis(4-pyridylmethylene)diazane-κ²N:N′]

Erick Berdugo ^a and Edward R. T. Tiekink ^b ^*

^aDepartment of Chemistry, Texas A&M University, College Station, Texas 77842-3012, USA, and ^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
^*Correspondence e-mail: edward.tiekink@gmail.com

(Received 21 October 2009; accepted 22 October 2009; online 28 October 2009)

The Ni atom in the title linear supramolecular polymer, [Ni(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₄)]_n, exists within a trans-N₂S₄ octahedral donor set defined by two symmetrically coordinating dithiophosphate ligands and pyridine N atoms derived from two bridging bis(4-pyridylmethylene)diazane ligands. The Ni atom lies on a centre of inversion and the bis(4-pyridylmethylene)diazane ligand is also disposed about a centre of inversion. The chains are arranged into layers sustained by C—H⋯S contacts and interdigitate with neighbouring layers, forming the crystal structure.

Related literature

For background to supramolecular polymers of metal dithiophosphates, see: Lai & Tiekink (2004 ); Chen et al. (2006 ); Aragoni et al. (2007 ). For a related iso-butyl structure and the synthesis, see: Berdugo & Tiekink (2008 ).

Experimental

Crystal data

[Ni(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₄)]
M_r = 695.47
Triclinic, $[P \overline 1]$
a = 8.661 (2) Å
b = 8.753 (2) Å
c = 11.159 (3) Å
α = 88.110 (8)°
β = 81.502 (7)°
γ = 89.813 (10)°
V = 836.2 (4) Å³
Z = 1
Mo Kα radiation
μ = 0.96 mm⁻¹
T = 98 K
0.50 × 0.08 × 0.05 mm

Data collection

Rigaku AFC12K/SATURN724 diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.794, T_max = 1
7552 measured reflections
3810 independent reflections
3555 reflections with I > 2σ(I)
R_int = 0.036

Refinement

R[F² > 2σ(F²)] = 0.043
wR(F²) = 0.111
S = 1.09
3810 reflections
178 parameters
H-atom parameters constrained
Δρ_max = 0.63 e Å⁻³
Δρ_min = −0.70 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Ni—S1	2.4827 (7)
Ni—S2	2.4835 (7)
Ni—N1	2.1051 (19)

S1—Ni—S2	82.46 (2)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C8—H8⋯S2ⁱ	0.95	2.77	3.694 (3)	164
Symmetry code: (i) x, y-1, z.

Data collection: CrystalClear (Rigaku/MSC 2005 ); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536809043505/hb5163sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536809043505/hb5163Isup2.hkl

checkCIF report

Comment top

Interest in molecules related to the title compound (I) revolve around intriguing crystal engineering possibilities whereby different supramolecular topologies may be constructed by careful choice of organic substituents and bridging ligands (Lai & Tiekink, 2004; Chen et al., 2006; Aragoni et al., 2007). The Ni atom in (I), Fig. 1, lies on a crystallographic centre of inversion and the bis(4-pyridylmethylene)diazane molecule is similarly disposed about a centre of inversion. The Ni atom exists within an octahedral trans-N₂S₄ donor set defined by two symmetrically chelating dithiophosphate ligands and two trans-disposed pyridine-N atoms, Table 1. The bridging ligands lead to a linear polymer, Fig. 2, and these are arranged into layers, being connected by C—H···S contacts, Table 2 and Fig. 3. Layers interdigitate to consolidate the crystal packing, Fig. 4.

A similar coordination geometry and linear supramolecular polymer were observed in the iso-butyl derivative of (I) which was characterized crystallographically as a di-toluene solvate (Berdugo & Tiekink, 2008).

Related literature top

For background to supramolecular polymers of metal dithiophosphates, see: Lai & Tiekink (2004); Chen et al. (2006); Aragoni et al. (2007). For a related iso-butyl structure and the synthesis, see: Berdugo & Tiekink (2008).

Experimental top

Compound (I) was prepared by refluxing the parent nickel dithiophosphate with bis(4-pyridylmethylene)diazane, following a literature procedure (Berdugo & Tiekink, 2008).

Structure description top

For background to supramolecular polymers of metal dithiophosphates, see: Lai & Tiekink (2004); Chen et al. (2006); Aragoni et al. (2007). For a related iso-butyl structure and the synthesis, see: Berdugo & Tiekink (2008).

Computing details top

Data collection: CrystalClear (Rigaku/MSC 2005); cell refinement: CrystalClear (Rigaku/MSC 2005); data reduction: CrystalClear (Rigaku/MSC 2005); program(s) used to solve structure: SHEXLS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of (I) extended to show the Ni atom coordination geometry and a full molecule of the 4-pyridineazine ligand, showing displacement ellipsoids at the 50% probability level. Symmetry operation i: 1 - x, 1 - y, 1 - z and ii: 1 + x, 1 + y, -1 + z.
	Fig. 2. Supramolecular chain in (I) with base vector [111].
	Fig. 3. Layers of supramolecular chains mediated by C—H···S contacts (orange dashed lines), viewed in projection down the c axis.
	Fig. 4. View of the interdigitation of layers in the crystal structure of (I), viewed in projection down the b axis.

catena-Poly[[bis(O,O'-diisopropyl dithiophosphato-κ²S,S')nickel(II)]-µ-bis(4- pyridylmethylene)diazane-κ²N:N'] top

Crystal data top

[Ni(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₄)]	Z = 1
M_r = 695.47	F(000) = 364
Triclinic, P1	D_x = 1.381 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71070 Å
a = 8.661 (2) Å	Cell parameters from 2817 reflections
b = 8.753 (2) Å	θ = 3.0–32.3°
c = 11.159 (3) Å	µ = 0.96 mm⁻¹
α = 88.110 (8)°	T = 98 K
β = 81.502 (7)°	Prism, brown-orange
γ = 89.813 (10)°	0.50 × 0.08 × 0.05 mm
V = 836.2 (4) Å³

Data collection top

Rigaku AFC12K/SATURN724 diffractometer	3810 independent reflections
Radiation source: fine-focus sealed tube	3555 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.036
ω scans	θ_max = 27.5°, θ_min = 2.8°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −9→11
T_min = 0.794, T_max = 1	k = −11→11
7552 measured reflections	l = −14→14

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.111	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0532P)² + 0.6278P] where P = (F_o² + 2F_c²)/3
3810 reflections	(Δ/σ)_max < 0.001
178 parameters	Δρ_max = 0.63 e Å⁻³
0 restraints	Δρ_min = −0.70 e Å⁻³

Crystal data top

[Ni(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₄)]	γ = 89.813 (10)°
M_r = 695.47	V = 836.2 (4) Å³
Triclinic, P1	Z = 1
a = 8.661 (2) Å	Mo Kα radiation
b = 8.753 (2) Å	µ = 0.96 mm⁻¹
c = 11.159 (3) Å	T = 98 K
α = 88.110 (8)°	0.50 × 0.08 × 0.05 mm
β = 81.502 (7)°

Data collection top

Rigaku AFC12K/SATURN724 diffractometer	3810 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	3555 reflections with I > 2σ(I)
T_min = 0.794, T_max = 1	R_int = 0.036
7552 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.043	0 restraints
wR(F²) = 0.111	H-atom parameters constrained
S = 1.09	Δρ_max = 0.63 e Å⁻³
3810 reflections	Δρ_min = −0.70 e Å⁻³
178 parameters

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

	x	y	z	U_iso*/U_eq
Ni	0.5000	0.5000	0.5000	0.01506 (12)
S1	0.73976 (6)	0.43573 (6)	0.58844 (5)	0.01900 (14)
S2	0.46123 (7)	0.68201 (6)	0.66788 (5)	0.01887 (14)
P1	0.64607 (7)	0.57524 (7)	0.71650 (5)	0.01822 (15)
O1	0.5953 (2)	0.48949 (19)	0.84272 (15)	0.0223 (4)
O2	0.7711 (2)	0.6930 (2)	0.75100 (15)	0.0241 (4)
N1	0.3710 (2)	0.3357 (2)	0.61516 (17)	0.0177 (4)
N2	0.0259 (2)	0.0611 (2)	0.95949 (18)	0.0230 (4)
C1	0.6944 (3)	0.3733 (3)	0.8926 (2)	0.0261 (5)
H1	0.7730	0.3345	0.8257	0.031*
C2	0.5865 (3)	0.2446 (3)	0.9442 (2)	0.0315 (6)
H2A	0.5378	0.2009	0.8792	0.047*
H2B	0.5053	0.2840	1.0061	0.047*
H2C	0.6464	0.1653	0.9810	0.047*
C3	0.7778 (3)	0.4463 (3)	0.9858 (2)	0.0305 (6)
H3A	0.8473	0.5272	0.9464	0.046*
H3B	0.8393	0.3688	1.0230	0.046*
H3C	0.7009	0.4903	1.0486	0.046*
C4	0.8388 (3)	0.8094 (3)	0.6614 (2)	0.0266 (5)
H4	0.7952	0.7981	0.5840	0.032*
C5	1.0132 (3)	0.7830 (3)	0.6398 (3)	0.0384 (7)
H5A	1.0350	0.6822	0.6055	0.058*
H5B	1.0544	0.7876	0.7168	0.058*
H5C	1.0634	0.8621	0.5831	0.058*
C6	0.7934 (3)	0.9641 (3)	0.7138 (3)	0.0380 (7)
H6A	0.6795	0.9747	0.7249	0.057*
H6B	0.8410	1.0454	0.6581	0.057*
H6C	0.8303	0.9718	0.7923	0.057*
C7	0.4224 (3)	0.1924 (3)	0.6265 (2)	0.0198 (4)
H7	0.5144	0.1624	0.5755	0.024*
C8	0.3473 (3)	0.0860 (3)	0.7094 (2)	0.0210 (5)
H8	0.3865	−0.0153	0.7138	0.025*
C9	0.2132 (3)	0.1289 (3)	0.7867 (2)	0.0194 (4)
C10	0.1577 (3)	0.2772 (3)	0.7726 (2)	0.0212 (5)
H10	0.0653	0.3102	0.8217	0.025*
C11	0.2384 (3)	0.3754 (3)	0.6868 (2)	0.0208 (5)
H11	0.1990	0.4758	0.6775	0.025*
C12	0.1396 (3)	0.0206 (3)	0.8798 (2)	0.0225 (5)
H12	0.1765	−0.0817	0.8815	0.027*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni	0.0173 (2)	0.0127 (2)	0.0143 (2)	0.00009 (15)	0.00006 (15)	0.00119 (14)
S1	0.0197 (3)	0.0198 (3)	0.0170 (3)	0.0034 (2)	−0.0009 (2)	−0.0008 (2)
S2	0.0208 (3)	0.0174 (3)	0.0183 (3)	0.0039 (2)	−0.0023 (2)	−0.0019 (2)
P1	0.0192 (3)	0.0193 (3)	0.0158 (3)	0.0020 (2)	−0.0015 (2)	−0.0011 (2)
O1	0.0243 (8)	0.0249 (8)	0.0174 (8)	0.0055 (7)	−0.0025 (6)	0.0016 (6)
O2	0.0240 (9)	0.0279 (9)	0.0209 (9)	−0.0010 (7)	−0.0045 (7)	−0.0036 (7)
N1	0.0182 (9)	0.0170 (9)	0.0165 (9)	−0.0004 (7)	0.0013 (7)	0.0017 (7)
N2	0.0238 (10)	0.0212 (10)	0.0223 (11)	−0.0065 (8)	0.0006 (8)	0.0090 (8)
C1	0.0270 (12)	0.0323 (13)	0.0186 (12)	0.0112 (10)	−0.0032 (10)	0.0033 (9)
C2	0.0412 (15)	0.0265 (13)	0.0280 (14)	0.0055 (11)	−0.0096 (11)	0.0026 (10)
C3	0.0256 (13)	0.0412 (15)	0.0250 (13)	0.0024 (11)	−0.0059 (10)	0.0051 (11)
C4	0.0274 (12)	0.0259 (12)	0.0266 (13)	−0.0038 (10)	−0.0034 (10)	−0.0033 (10)
C5	0.0279 (14)	0.0344 (15)	0.0503 (19)	−0.0032 (12)	0.0044 (12)	−0.0087 (13)
C6	0.0298 (14)	0.0289 (14)	0.056 (2)	0.0019 (11)	−0.0081 (13)	−0.0088 (13)
C7	0.0222 (11)	0.0181 (10)	0.0184 (11)	0.0002 (9)	−0.0008 (9)	0.0019 (8)
C8	0.0240 (11)	0.0155 (10)	0.0233 (12)	0.0003 (9)	−0.0028 (9)	0.0013 (8)
C9	0.0193 (11)	0.0199 (11)	0.0191 (11)	−0.0027 (8)	−0.0040 (8)	0.0028 (8)
C10	0.0198 (11)	0.0209 (11)	0.0210 (12)	−0.0004 (9)	0.0023 (9)	0.0019 (9)
C11	0.0209 (11)	0.0184 (10)	0.0213 (12)	0.0023 (9)	0.0020 (9)	0.0049 (8)
C12	0.0229 (11)	0.0224 (11)	0.0228 (12)	−0.0046 (9)	−0.0062 (9)	0.0056 (9)

Geometric parameters (Å, º) top

Ni—S1	2.4827 (7)	C3—H3A	0.9800
Ni—S2	2.4835 (7)	C3—H3B	0.9800
Ni—N1	2.1051 (19)	C3—H3C	0.9800
Ni—N1ⁱ	2.1051 (19)	C4—C5	1.513 (4)
Ni—S1ⁱ	2.4827 (7)	C4—C6	1.520 (4)
Ni—S2ⁱ	2.4835 (7)	C4—H4	1.0000
S1—P1	1.9895 (9)	C5—H5A	0.9800
S2—P1	1.9859 (9)	C5—H5B	0.9800
P1—O1	1.5779 (17)	C5—H5C	0.9800
P1—O2	1.5934 (18)	C6—H6A	0.9800
O1—C1	1.476 (3)	C6—H6B	0.9800
O2—C4	1.464 (3)	C6—H6C	0.9800
N1—C7	1.338 (3)	C7—C8	1.384 (3)
N1—C11	1.350 (3)	C7—H7	0.9500
N2—C12	1.283 (3)	C8—C9	1.399 (3)
N2—N2ⁱⁱ	1.408 (4)	C8—H8	0.9500
C1—C2	1.510 (4)	C9—C10	1.395 (3)
C1—C3	1.511 (4)	C9—C12	1.459 (3)
C1—H1	1.0000	C10—C11	1.377 (3)
C2—H2A	0.9800	C10—H10	0.9500
C2—H2B	0.9800	C11—H11	0.9500
C2—H2C	0.9800	C12—H12	0.9500

N1—Ni—S1ⁱ	89.02 (6)	C1—C3—H3B	109.5
N1ⁱ—Ni—S1ⁱ	90.98 (6)	H3A—C3—H3B	109.5
N1—Ni—S1	90.98 (6)	C1—C3—H3C	109.5
N1ⁱ—Ni—S1	89.02 (6)	H3A—C3—H3C	109.5
N1—Ni—S2ⁱ	91.02 (6)	H3B—C3—H3C	109.5
N1ⁱ—Ni—S2ⁱ	88.98 (6)	O2—C4—C5	107.1 (2)
S1ⁱ—Ni—S2ⁱ	82.46 (2)	O2—C4—C6	107.0 (2)
S1—Ni—S2ⁱ	97.54 (2)	C5—C4—C6	113.4 (2)
N1—Ni—S2	88.98 (6)	O2—C4—H4	109.8
N1ⁱ—Ni—S2	91.02 (6)	C5—C4—H4	109.8
S1ⁱ—Ni—S2	97.54 (2)	C6—C4—H4	109.8
S1—Ni—S2	82.46 (2)	C4—C5—H5A	109.5
S1ⁱ—Ni—S1	180.0	C4—C5—H5B	109.5
S2ⁱ—Ni—S2	180.0	H5A—C5—H5B	109.5
N1ⁱ—Ni—N1	180.0	C4—C5—H5C	109.5
P1—S1—Ni	82.80 (3)	H5A—C5—H5C	109.5
P1—S2—Ni	82.85 (3)	H5B—C5—H5C	109.5
O1—P1—O2	100.84 (10)	C4—C6—H6A	109.5
O1—P1—S2	108.61 (7)	C4—C6—H6B	109.5
O2—P1—S2	111.61 (7)	H6A—C6—H6B	109.5
O1—P1—S1	112.72 (7)	C4—C6—H6C	109.5
O2—P1—S1	111.82 (7)	H6A—C6—H6C	109.5
S2—P1—S1	110.84 (4)	H6B—C6—H6C	109.5
C1—O1—P1	122.47 (15)	N1—C7—C8	122.9 (2)
C4—O2—P1	119.75 (15)	N1—C7—H7	118.6
C7—N1—C11	117.73 (19)	C8—C7—H7	118.6
C7—N1—Ni	121.63 (15)	C7—C8—C9	119.4 (2)
C11—N1—Ni	120.48 (15)	C7—C8—H8	120.3
C12—N2—N2ⁱⁱ	111.3 (2)	C9—C8—H8	120.3
O1—C1—C2	106.2 (2)	C10—C9—C8	117.6 (2)
O1—C1—C3	108.7 (2)	C10—C9—C12	122.7 (2)
C2—C1—C3	113.5 (2)	C8—C9—C12	119.7 (2)
O1—C1—H1	109.5	C11—C10—C9	119.2 (2)
C2—C1—H1	109.5	C11—C10—H10	120.4
C3—C1—H1	109.5	C9—C10—H10	120.4
C1—C2—H2A	109.5	N1—C11—C10	123.1 (2)
C1—C2—H2B	109.5	N1—C11—H11	118.4
H2A—C2—H2B	109.5	C10—C11—H11	118.4
C1—C2—H2C	109.5	N2—C12—C9	121.1 (2)
H2A—C2—H2C	109.5	N2—C12—H12	119.4
H2B—C2—H2C	109.5	C9—C12—H12	119.4
C1—C3—H3A	109.5

N1—Ni—S1—P1	−82.10 (6)	S2—Ni—N1—C7	−131.96 (18)
N1ⁱ—Ni—S1—P1	97.90 (6)	S1ⁱ—Ni—N1—C11	−54.34 (18)
S2ⁱ—Ni—S1—P1	−173.26 (3)	S1—Ni—N1—C11	125.66 (18)
S2—Ni—S1—P1	6.74 (3)	S2ⁱ—Ni—N1—C11	−136.78 (18)
N1—Ni—S2—P1	84.37 (6)	S2—Ni—N1—C11	43.22 (18)
N1ⁱ—Ni—S2—P1	−95.63 (6)	P1—O1—C1—C2	−137.26 (18)
S1ⁱ—Ni—S2—P1	173.24 (3)	P1—O1—C1—C3	100.3 (2)
S1—Ni—S2—P1	−6.76 (3)	P1—O2—C4—C5	−119.8 (2)
Ni—S2—P1—O1	−115.40 (7)	P1—O2—C4—C6	118.37 (19)
Ni—S2—P1—O2	134.30 (7)	C11—N1—C7—C8	−1.3 (3)
Ni—S2—P1—S1	8.96 (3)	Ni—N1—C7—C8	174.02 (18)
Ni—S1—P1—O1	113.02 (8)	N1—C7—C8—C9	−1.1 (4)
Ni—S1—P1—O2	−134.19 (7)	C7—C8—C9—C10	2.6 (3)
Ni—S1—P1—S2	−8.96 (3)	C7—C8—C9—C12	−175.8 (2)
O2—P1—O1—C1	−75.87 (19)	C8—C9—C10—C11	−1.8 (3)
S2—P1—O1—C1	166.73 (16)	C12—C9—C10—C11	176.6 (2)
S1—P1—O1—C1	43.51 (19)	C7—N1—C11—C10	2.1 (4)
O1—P1—O2—C4	−173.76 (16)	Ni—N1—C11—C10	−173.22 (18)
S2—P1—O2—C4	−58.58 (17)	C9—C10—C11—N1	−0.6 (4)
S1—P1—O2—C4	66.22 (17)	N2ⁱⁱ—N2—C12—C9	−179.5 (2)
S1ⁱ—Ni—N1—C7	130.48 (18)	C10—C9—C12—N2	−5.2 (4)
S1—Ni—N1—C7	−49.52 (18)	C8—C9—C12—N2	173.1 (2)
S2ⁱ—Ni—N1—C7	48.04 (18)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···S2ⁱⁱⁱ	0.95	2.77	3.694 (3)	164

Symmetry code: (iii) x, y−1, z.

Experimental details

Crystal data
Chemical formula	[Ni(C₆H₁₄O₂PS₂)₂(C₁₂H₁₀N₄)]
M_r	695.47
Crystal system, space group	Triclinic, P1
Temperature (K)	98
a, b, c (Å)	8.661 (2), 8.753 (2), 11.159 (3)
α, β, γ (°)	88.110 (8), 81.502 (7), 89.813 (10)
V (Å³)	836.2 (4)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.96
Crystal size (mm)	0.50 × 0.08 × 0.05

Data collection
Diffractometer	Rigaku AFC12K/SATURN724
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.794, 1
No. of measured, independent and observed [I > 2σ(I)] reflections	7552, 3810, 3555
R_int	0.036
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.043, 0.111, 1.09
No. of reflections	3810
No. of parameters	178
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.63, −0.70

Computer programs: CrystalClear (Rigaku/MSC 2005), SHEXLS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2006).

Selected geometric parameters (Å, º) top

Ni—S1	2.4827 (7)	Ni—N1	2.1051 (19)
Ni—S2	2.4835 (7)

S1—Ni—S2	82.46 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···S2ⁱ	0.95	2.77	3.694 (3)	164

Symmetry code: (i) x, y−1, z.

Acknowledgements

The authors gratefully thank the MBRS–RISE program (GM60655) for support. Cheminova is also thanked for the gift of the dithiophosphate used in this study.

References

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