Bis(O,O′-diphenethyl dithio­phosphato-κ2S,S′)bis­(4-methyl­pyridine-κN)nickel(II)

Feng, J.-S.; Cheng, Y.; Zou, L.-K.; Xie, B.; Zhang, X.-L.

doi:10.1107/S1600536808020898

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m1022

doi:10.1107/S1600536808020898

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Bis(O,O′-diphenethyl dithiophosphato-κ²S,S′)bis(4-methylpyridine-κN)nickel(II)

Jian-Shen Feng,^a ^* Yu Cheng,^a Li-Ke Zou,^a Bin Xie ^a and Xiu-Lan Zhang ^a

^aCollege of Chemistry and Pharmaceutical Engineering, Sichuan University of Science & Engineering, Zigong, Sichuan 643000, People's Republic of China
^*Correspondence e-mail: zoulike@yahoo.com.cn

(Received 6 July 2008; accepted 7 July 2008; online 12 July 2008)

The title complex, [Ni(C₁₆H₁₈O₂PS₂)₂(C₆H₇N)₂], exhibits a roughly octahedral coordination geometry. The Ni^II atom lies on an inversion centre and is coordinated by four S atoms of O,O′-diphenethyl dithiophosphate molecules and two N atoms of 4-methylpyridine molecules. Important geometric data include Ni—N = 2.100 (3) Å, and Ni—S = 2.5101 (10) and 2.4772 (11) Å.

Related literature

For related literature, see: Allen (2002 ); Drew et al. (1987 ); Harrison et al. (1987 ); Liu et al. (1997 ); Li et al. (2006 ).

Experimental

Crystal data

[Ni(C₁₆H₁₈O₂PS₂)₂(C₆H₇N)₂]
M_r = 919.77
Monoclinic, P 2₁ /c
a = 12.920 (4) Å
b = 17.498 (4) Å
c = 10.979 (3) Å
β = 113.05 (3)°
V = 2283.9 (12) Å³
Z = 2
Mo Kα radiation
μ = 0.72 mm⁻¹
T = 294 (2) K
0.50 × 0.48 × 0.33 mm

Data collection

Enraf–Nonius CAD-4 diffractometer
Absorption correction: spherical (WinGX; Farrugia, 1999 ) T_min = 0.715, T_max = 0.797
4524 measured reflections
4263 independent reflections
2538 reflections with I > 2σ(I)
R_int = 0.004
3 standard reflections every 300 reflections intensity decay: 0.3%

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.125
S = 0.98
4263 reflections
263 parameters
H-atom parameters constrained
Δρ_max = 0.40 e Å⁻³
Δρ_min = −0.41 e Å⁻³

Data collection: CAD-4 Software (Enraf–Nonius, 1989 ); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808020898/dn2365sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808020898/dn2365Isup2.hkl

checkCIF report

Comment top

Interest in the chemistry of metal complexes of O,O'- dialkyldithiophosphates continues to grow due to extensively employed as anti-oxidants, additives to lubricating oils, flotation reagents, insecticides(Harrison et al.,1987; Liu et al., 1997;Li et al.,2006). O,O'-Dialkyldithiophosphates exhibit remarkable variety of forms of coordination to metal (Drew et al.,1987). These systems can adopt a variety of molecular and crystal structures, mono-,bi-,tetra-,and polynuclear. We report here the synthesis and crystal structure of Ni[S₂P(OCH₂CH₂Ph)₂]₂(NC₅H₄CH₃-4)₂.

The Ni^II atom exhibits a roughly octahedral geometry,and lies on an inversion center (Fig.1). The bond lengths and angles within the complex may be considered normal in comparison with the Cambridge Structural Database results (Allen, 2002).

Related literature top

For related literature, see: Allen (2002); Drew et al. (1987); Harrison et al. (1987); Liu et al. (1997); Li et al. (2006).

Experimental top

90 ml hot aqueous solution of Ni(OAc)₂.4 H₂O (1.87 g, 7.5 mmol) was added to 90 ml boiling methanol solution of [(PhCH₂CH₂O)₂PS₂]NH₂(CH₂CH₃)₂(6.42 g, 15.75 mmol). The mixture was refluxed and stirred for 30 minutes.After cooling to room temperature, the resulting Ni[S₂P(OCH₂CH₂Ph)₂]₂ precipitate was collected by filtration and washed with methanol.

0.56 g 4-methylpyridine was added to a solution of Ni[S₂P(OCH₂CH₂Ph)₂]₂ (0.72 g, 1 mmol) in 30 ml acetone and 60 ml petroleum ether, then the reaction mixture was concentrated to about 30 ml with a vacuum rotary evaporator. After cooling to room temperature, the pale green precipitate was collected by filtration and washed with petroleum ether.The block crystal was dissovled in a solution of 0.6 g 4-methylpyridine in 30 ml acetone and 20 ml petroleum ether, and the solution was kept at room temperature, green block crystals of Ni[S₂P(OCH₂CH₂Ph)₂]₂(NC₅H₄CH₃-4)₂ were obtained in four weeks.

Computing details top

Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software (Enraf–Nonius, 1989); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

Fig. 1. A View of the title complexe showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for the sake of clarity.[Symmetry code: (i) -x + 1, -y, -z].

Bis(O,O'-diphenethyl dithiophosphato-κ²S,S')bis(4-methylpyridine-κN)nickel(II) top

Crystal data top

[Ni(C₁₆H₁₈O₂PS₂)₂(C₆H₇N)₂]	F(000) = 964
M_r = 919.77	D_x = 1.337 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 12.920 (4) Å	θ = 4.7–7.8°
b = 17.498 (4) Å	µ = 0.72 mm⁻¹
c = 10.979 (3) Å	T = 294 K
β = 113.05 (3)°	Block, green
V = 2283.9 (12) Å³	0.50 × 0.48 × 0.33 mm
Z = 2

Data collection top

Enraf–Nonius CAD-4 diffractometer	2538 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.004
Graphite monochromator	θ_max = 25.6°, θ_min = 1.7°
ω/2θ scans	h = −15→6
Absorption correction: for a sphere (WinGX; Farrugia, 1999)	k = −21→0
T_min = 0.715, T_max = 0.797	l = −12→13
4524 measured reflections	3 standard reflections every 300 reflections
4263 independent reflections	intensity decay: 0.3%

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.125	H-atom parameters constrained
S = 0.99	w = 1/[σ²(F_o²) + (0.072P)²] where P = (F_o² + 2F_c²)/3
4263 reflections	(Δ/σ)_max < 0.001
263 parameters	Δρ_max = 0.40 e Å⁻³
0 restraints	Δρ_min = −0.42 e Å⁻³

Crystal data top

[Ni(C₁₆H₁₈O₂PS₂)₂(C₆H₇N)₂]	V = 2283.9 (12) Å³
M_r = 919.77	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 12.920 (4) Å	µ = 0.72 mm⁻¹
b = 17.498 (4) Å	T = 294 K
c = 10.979 (3) Å	0.50 × 0.48 × 0.33 mm
β = 113.05 (3)°

Data collection top

Enraf–Nonius CAD-4 diffractometer	2538 reflections with I > 2σ(I)
Absorption correction: for a sphere (WinGX; Farrugia, 1999)	R_int = 0.004
T_min = 0.715, T_max = 0.797	3 standard reflections every 300 reflections
4524 measured reflections	intensity decay: 0.3%
4263 independent reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	0 restraints
wR(F²) = 0.125	H-atom parameters constrained
S = 0.99	Δρ_max = 0.40 e Å⁻³
4263 reflections	Δρ_min = −0.42 e Å⁻³
263 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
Ni1	0.5000	0.0000	0.0000	0.04415 (18)
S1	0.37867 (8)	0.09900 (5)	0.04468 (9)	0.0600 (3)
S2	0.68569 (7)	0.06097 (5)	0.11775 (9)	0.0560 (3)
P1	0.74567 (7)	−0.03034 (6)	0.06089 (9)	0.0566 (3)
O1	0.8408 (2)	−0.07200 (17)	0.1803 (2)	0.0721 (8)
O2	0.82597 (19)	−0.00827 (16)	−0.0117 (2)	0.0738 (8)
N1	0.4851 (2)	0.05930 (16)	−0.1723 (3)	0.0471 (6)
C1	0.8201 (3)	−0.0924 (2)	0.2958 (3)	0.0643 (10)
H1A	0.7570	−0.1274	0.2720	0.077*
H1B	0.8024	−0.0471	0.3350	0.077*
C2	0.9244 (3)	−0.1296 (3)	0.3921 (4)	0.0693 (11)
H2A	0.9359	−0.1780	0.3564	0.083*
H2B	0.9887	−0.0972	0.4049	0.083*
C3	0.9159 (3)	−0.1428 (2)	0.5224 (4)	0.0599 (9)
C4	0.9828 (4)	−0.1032 (3)	0.6319 (4)	0.0779 (12)
H4	1.0354	−0.0690	0.6252	0.094*
C5	0.9745 (5)	−0.1126 (3)	0.7503 (5)	0.1013 (16)
H5	1.0213	−0.0851	0.8237	0.122*
C6	0.8984 (5)	−0.1618 (4)	0.7619 (5)	0.1083 (19)
H6	0.8916	−0.1674	0.8427	0.130*
C7	0.8314 (4)	−0.2035 (3)	0.6549 (6)	0.111 (2)
H7	0.7791	−0.2376	0.6627	0.133*
C8	0.8416 (4)	−0.1947 (3)	0.5345 (4)	0.0880 (14)
H8	0.7978	−0.2241	0.4621	0.106*
C9	0.7811 (3)	0.0340 (3)	−0.1333 (4)	0.0786 (13)
H9A	0.7260	0.0707	−0.1300	0.094*
H9B	0.7443	−0.0005	−0.2068	0.094*
C10	0.8743 (3)	0.0741 (3)	−0.1521 (4)	0.0792 (12)
H10A	0.9305	0.0371	−0.1509	0.095*
H10B	0.9094	0.1092	−0.0790	0.095*
C11	0.8351 (3)	0.1179 (2)	−0.2803 (3)	0.0565 (9)
C12	0.7967 (3)	0.0800 (2)	−0.3984 (4)	0.0656 (10)
H12	0.7931	0.0269	−0.3995	0.079*
C13	0.7637 (3)	0.1192 (3)	−0.5139 (4)	0.0856 (14)
H13	0.7388	0.0922	−0.5931	0.103*
C14	0.7658 (4)	0.1953 (4)	−0.5172 (6)	0.1012 (19)
H14	0.7428	0.2208	−0.5978	0.121*
C15	0.8018 (4)	0.2354 (3)	−0.4018 (7)	0.1067 (19)
H15	0.8026	0.2886	−0.4026	0.128*
C16	0.8375 (4)	0.1958 (3)	−0.2827 (5)	0.0807 (13)
H16	0.8633	0.2228	−0.2034	0.097*
C17	0.4546 (3)	0.0236 (2)	−0.2882 (3)	0.0552 (9)
H17	0.4386	−0.0284	−0.2919	0.066*
C18	0.4457 (3)	0.0600 (2)	−0.4025 (4)	0.0642 (10)
H18	0.4229	0.0329	−0.4815	0.077*
C19	0.4706 (3)	0.1367 (3)	−0.4005 (4)	0.0674 (11)
C20	0.5011 (3)	0.1735 (2)	−0.2822 (4)	0.0691 (11)
H20	0.5177	0.2254	−0.2764	0.083*
C21	0.5072 (3)	0.1338 (2)	−0.1714 (4)	0.0588 (9)
H21	0.5278	0.1602	−0.0919	0.071*
C22	0.4675 (4)	0.1771 (3)	−0.5222 (5)	0.1025 (17)
H22A	0.4301	0.2254	−0.5301	0.154*
H22B	0.4275	0.1464	−0.5987	0.154*
H22C	0.5430	0.1854	−0.5156	0.154*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.0442 (3)	0.0490 (3)	0.0422 (3)	−0.0013 (3)	0.0201 (3)	0.0022 (3)
S1	0.0643 (6)	0.0611 (6)	0.0612 (6)	0.0078 (5)	0.0317 (5)	0.0007 (5)
S2	0.0515 (5)	0.0646 (6)	0.0510 (5)	−0.0106 (4)	0.0190 (4)	0.0018 (4)
P1	0.0450 (5)	0.0802 (7)	0.0490 (5)	0.0067 (5)	0.0233 (4)	0.0164 (5)
O1	0.0545 (14)	0.111 (2)	0.0570 (15)	0.0208 (14)	0.0285 (12)	0.0289 (14)
O2	0.0479 (13)	0.123 (2)	0.0581 (15)	0.0103 (14)	0.0287 (12)	0.0319 (15)
N1	0.0449 (15)	0.0522 (17)	0.0490 (16)	0.0003 (13)	0.0234 (13)	0.0049 (13)
C1	0.053 (2)	0.089 (3)	0.056 (2)	0.0092 (19)	0.0264 (18)	0.023 (2)
C2	0.051 (2)	0.094 (3)	0.059 (2)	0.013 (2)	0.0184 (19)	0.021 (2)
C3	0.049 (2)	0.069 (2)	0.055 (2)	0.0095 (19)	0.0131 (17)	0.0187 (19)
C4	0.073 (3)	0.089 (3)	0.065 (3)	−0.002 (2)	0.021 (2)	0.011 (2)
C5	0.119 (4)	0.110 (4)	0.062 (3)	0.007 (3)	0.021 (3)	0.005 (3)
C6	0.106 (4)	0.157 (5)	0.067 (3)	0.021 (4)	0.040 (3)	0.040 (4)
C7	0.075 (3)	0.154 (5)	0.097 (4)	−0.013 (3)	0.028 (3)	0.058 (4)
C8	0.078 (3)	0.112 (4)	0.062 (3)	−0.020 (3)	0.015 (2)	0.023 (3)
C9	0.056 (2)	0.127 (4)	0.057 (2)	0.003 (2)	0.0274 (19)	0.035 (2)
C10	0.063 (2)	0.120 (4)	0.056 (2)	−0.005 (2)	0.025 (2)	0.020 (2)
C11	0.0480 (19)	0.079 (3)	0.051 (2)	−0.0007 (18)	0.0296 (17)	0.0078 (19)
C12	0.057 (2)	0.080 (3)	0.061 (2)	−0.0134 (19)	0.0246 (19)	−0.007 (2)
C13	0.064 (3)	0.139 (5)	0.053 (3)	−0.014 (3)	0.023 (2)	0.004 (3)
C14	0.064 (3)	0.156 (6)	0.086 (4)	0.005 (3)	0.033 (3)	0.056 (4)
C15	0.101 (4)	0.074 (3)	0.170 (6)	0.022 (3)	0.080 (4)	0.042 (4)
C16	0.085 (3)	0.084 (3)	0.088 (3)	−0.010 (3)	0.050 (3)	−0.023 (3)
C17	0.054 (2)	0.063 (2)	0.051 (2)	0.0008 (17)	0.0234 (17)	−0.0012 (18)
C18	0.058 (2)	0.092 (3)	0.048 (2)	0.007 (2)	0.0268 (18)	0.007 (2)
C19	0.055 (2)	0.086 (3)	0.069 (3)	0.012 (2)	0.033 (2)	0.025 (2)
C20	0.071 (3)	0.063 (2)	0.078 (3)	0.002 (2)	0.033 (2)	0.020 (2)
C21	0.061 (2)	0.058 (2)	0.061 (2)	−0.0007 (18)	0.0280 (19)	0.0034 (19)
C22	0.098 (3)	0.134 (4)	0.090 (3)	0.019 (3)	0.052 (3)	0.056 (3)

Geometric parameters (Å, º) top

Ni1—N1ⁱ	2.100 (3)	C8—H8	0.9300
Ni1—N1	2.100 (3)	C9—C10	1.476 (5)
Ni1—S2	2.4772 (11)	C9—H9A	0.9700
Ni1—S2ⁱ	2.4772 (11)	C9—H9B	0.9700
Ni1—S1	2.5101 (10)	C10—C11	1.507 (5)
Ni1—S1ⁱ	2.5101 (10)	C10—H10A	0.9700
S1—P1ⁱ	1.9772 (15)	C10—H10B	0.9700
S2—P1	1.9803 (15)	C11—C16	1.363 (6)
P1—O1	1.581 (3)	C11—C12	1.365 (5)
P1—O2	1.584 (2)	C12—C13	1.355 (6)
P1—S1ⁱ	1.9772 (15)	C12—H12	0.9300
O1—C1	1.440 (4)	C13—C14	1.332 (7)
O2—C9	1.435 (4)	C13—H13	0.9300
N1—C17	1.332 (4)	C14—C15	1.362 (7)
N1—C21	1.333 (4)	C14—H14	0.9300
C1—C2	1.497 (5)	C15—C16	1.390 (7)
C1—H1A	0.9700	C15—H15	0.9300
C1—H1B	0.9700	C16—H16	0.9300
C2—C3	1.495 (5)	C17—C18	1.371 (5)
C2—H2A	0.9700	C17—H17	0.9300
C2—H2B	0.9700	C18—C19	1.378 (5)
C3—C4	1.363 (5)	C18—H18	0.9300
C3—C8	1.365 (5)	C19—C20	1.362 (5)
C4—C5	1.356 (6)	C19—C22	1.498 (5)
C4—H4	0.9300	C20—C21	1.376 (5)
C5—C6	1.350 (7)	C20—H20	0.9300
C5—H5	0.9300	C21—H21	0.9300
C6—C7	1.365 (7)	C22—H22A	0.9600
C6—H6	0.9300	C22—H22B	0.9600
C7—C8	1.387 (6)	C22—H22C	0.9600
C7—H7	0.9300

N1ⁱ—Ni1—N1	180.0	C3—C8—C7	120.0 (5)
N1ⁱ—Ni1—S2	90.83 (8)	C3—C8—H8	120.0
N1—Ni1—S2	89.17 (8)	C7—C8—H8	120.0
N1ⁱ—Ni1—S2ⁱ	89.17 (8)	O2—C9—C10	108.7 (3)
N1—Ni1—S2ⁱ	90.83 (8)	O2—C9—H9A	110.0
S2—Ni1—S2ⁱ	180.0	C10—C9—H9A	110.0
N1ⁱ—Ni1—S1	90.50 (8)	O2—C9—H9B	110.0
N1—Ni1—S1	89.50 (8)	C10—C9—H9B	110.0
S2—Ni1—S1	98.75 (4)	H9A—C9—H9B	108.3
S2ⁱ—Ni1—S1	81.25 (4)	C9—C10—C11	112.3 (3)
N1ⁱ—Ni1—S1ⁱ	89.50 (8)	C9—C10—H10A	109.2
N1—Ni1—S1ⁱ	90.50 (8)	C11—C10—H10A	109.2
S2—Ni1—S1ⁱ	81.25 (4)	C9—C10—H10B	109.2
S2ⁱ—Ni1—S1ⁱ	98.75 (4)	C11—C10—H10B	109.2
S1—Ni1—S1ⁱ	180.0	H10A—C10—H10B	107.9
P1ⁱ—S1—Ni1	83.82 (5)	C16—C11—C12	118.1 (4)
P1—S2—Ni1	84.64 (4)	C16—C11—C10	121.7 (4)
O1—P1—O2	94.61 (13)	C12—C11—C10	120.3 (4)
O1—P1—S1ⁱ	113.28 (13)	C13—C12—C11	120.4 (4)
O2—P1—S1ⁱ	113.27 (12)	C13—C12—H12	119.8
O1—P1—S2	112.56 (12)	C11—C12—H12	119.8
O2—P1—S2	112.10 (12)	C14—C13—C12	121.9 (5)
S1ⁱ—P1—S2	110.28 (6)	C14—C13—H13	119.0
C1—O1—P1	119.5 (2)	C12—C13—H13	119.0
C9—O2—P1	119.2 (2)	C13—C14—C15	119.5 (5)
C17—N1—C21	116.6 (3)	C13—C14—H14	120.2
C17—N1—Ni1	121.2 (2)	C15—C14—H14	120.2
C21—N1—Ni1	122.2 (2)	C14—C15—C16	119.0 (5)
O1—C1—C2	107.7 (3)	C14—C15—H15	120.5
O1—C1—H1A	110.2	C16—C15—H15	120.5
C2—C1—H1A	110.2	C11—C16—C15	121.0 (4)
O1—C1—H1B	110.2	C11—C16—H16	119.5
C2—C1—H1B	110.2	C15—C16—H16	119.5
H1A—C1—H1B	108.5	N1—C17—C18	122.9 (4)
C3—C2—C1	111.1 (3)	N1—C17—H17	118.5
C3—C2—H2A	109.4	C18—C17—H17	118.5
C1—C2—H2A	109.4	C17—C18—C19	120.2 (4)
C3—C2—H2B	109.4	C17—C18—H18	119.9
C1—C2—H2B	109.4	C19—C18—H18	119.9
H2A—C2—H2B	108.0	C20—C19—C18	117.0 (4)
C4—C3—C8	118.7 (4)	C20—C19—C22	121.6 (4)
C4—C3—C2	120.4 (4)	C18—C19—C22	121.4 (4)
C8—C3—C2	120.9 (4)	C19—C20—C21	120.0 (4)
C5—C4—C3	121.5 (5)	C19—C20—H20	120.0
C5—C4—H4	119.2	C21—C20—H20	120.0
C3—C4—H4	119.2	N1—C21—C20	123.3 (4)
C6—C5—C4	120.1 (5)	N1—C21—H21	118.4
C6—C5—H5	120.0	C20—C21—H21	118.4
C4—C5—H5	120.0	C19—C22—H22A	109.5
C5—C6—C7	120.0 (5)	C19—C22—H22B	109.5
C5—C6—H6	120.0	H22A—C22—H22B	109.5
C7—C6—H6	120.0	C19—C22—H22C	109.5
C6—C7—C8	119.7 (5)	H22A—C22—H22C	109.5
C6—C7—H7	120.1	H22B—C22—H22C	109.5
C8—C7—H7	120.1

Symmetry code: (i) −x+1, −y, −z.

Experimental details

Crystal data
Chemical formula	[Ni(C₁₆H₁₈O₂PS₂)₂(C₆H₇N)₂]
M_r	919.77
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	294
a, b, c (Å)	12.920 (4), 17.498 (4), 10.979 (3)
β (°)	113.05 (3)
V (Å³)	2283.9 (12)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.72
Crystal size (mm)	0.50 × 0.48 × 0.33

Data collection
Diffractometer	Enraf–Nonius CAD-4 diffractometer
Absorption correction	For a sphere (WinGX; Farrugia, 1999)
T_min, T_max	0.715, 0.797
No. of measured, independent and observed [I > 2σ(I)] reflections	4524, 4263, 2538
R_int	0.004
(sin θ/λ)_max (Å⁻¹)	0.607

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.125, 0.99
No. of reflections	4263
No. of parameters	263
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.40, −0.42

Computer programs: CAD-4 Software (Enraf–Nonius, 1989), XCAD4 (Harms & Wocadlo, 1995), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997).

Acknowledgements

The authors acknowledge financial assistance from the Education Committee of Sichuan Province of China (project No. 2006 A110, 07ZA161) and the Science and Technology Office of Zigong City, China (project No. 07GX008).

References

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