trans-Bis(4,6-dimethyl-pyrimidine-2-thiol-ato-κN,S)bis-(thio-urea-κS)nickel(II).

In the title complex, [Ni(C(6)H(7)N(2)S)(2)(CH(4)N(2)S)(2)], the central Ni atom (located on a centre of inversion) is six-coordinated by two monoanionic N,S-chelating 4,6-dimethyl-pyrimidine-2-thiol-ate ligands and two trans S-coordinating thio-urea groups. The trans-N(2)S(4) donor set defines a distorted octa-hedral geometry.

Related literature

For the significance of transition-metal complexes of heterocyclic thione ligands, see: Dilworth & Hu (1993 ▶); Figgis & Reynolds (1986 ▶); Zamudio-Rivera et al. (2005 ▶). For related structures, see: Rodríguez et al. (2007 ▶); Weininger et al. (1969 ▶).

Experimental

Crystal data

[Ni(C6H7N2S)2(CH4N2S)2]

M = 489.35

Orthorhombic,

a = 15.0306 (2) Å

b = 8.5783 (1) Å

c = 16.9274 (2) Å

V = 2182.57 (5) Å3

Z = 4

Mo Kα radiation

μ = 1.29 mm−1

T = 296 K

0.12 × 0.12 × 0.08 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1997 ▶) T min = 0.861, T max = 0.901

17226 measured reflections

2495 independent reflections

1542 reflections with I > 2σ(I)

R int = 0.061

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.101

S = 1.07

2495 reflections

126 parameters

H-atom parameters constrained

Δρmax = 0.27 e Å−3

Δρmin = −0.30 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT-Plus (Bruker, 1998 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809050223/tk2572sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809050223/tk2572Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Ni(C6H7N2S)2(CH4N2S)2]	F(000) = 1016
Mr = 489.35	Dx = 1.489 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2124 reflections
a = 15.0306 (2) Å	θ = 2.4–20.9°
b = 8.5783 (1) Å	µ = 1.29 mm−1
c = 16.9274 (2) Å	T = 296 K
V = 2182.57 (5) Å3	Bar, green
Z = 4	0.12 × 0.12 × 0.08 mm

Bruker SMART CCD area-detector diffractometer	2495 independent reflections
Radiation source: fine-focus sealed tube	1542 reflections with I > 2σ(I)
graphite	Rint = 0.061
phi and ω scans	θmax = 27.5°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1997)	h = −12→19
Tmin = 0.861, Tmax = 0.901	k = −11→11
17226 measured reflections	l = −21→21

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) = 0.101	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0412P)2] where P = (Fo2 + 2Fc2)/3
2495 reflections	(Δ/σ)max = 0.001
126 parameters	Δρmax = 0.27 e Å−3
0 restraints	Δρmin = −0.30 e Å−3

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.

	x	y	z	Uiso*/Ueq
Ni1	1.0000	0.0000	0.5000	0.03228 (16)
S1	1.01100 (5)	0.11627 (9)	0.36624 (4)	0.0379 (2)
S2	0.99725 (5)	0.28135 (9)	0.53580 (5)	0.0452 (2)
N1	0.87628 (14)	0.0228 (2)	0.44894 (13)	0.0335 (5)
N2	0.83917 (16)	0.1316 (3)	0.32332 (13)	0.0456 (6)
N3	0.92492 (18)	0.2365 (3)	0.67697 (14)	0.0571 (8)
H3A	0.9032	0.2694	0.7209	0.068*
H3B	0.9267	0.1382	0.6672	0.068*
N4	0.9512 (2)	0.4872 (3)	0.64286 (17)	0.0654 (8)
H4A	0.9291	0.5162	0.6873	0.078*
H4B	0.9707	0.5556	0.6100	0.078*
C1	0.89783 (18)	0.0895 (3)	0.37873 (16)	0.0336 (6)
C2	0.7691 (2)	−0.0829 (5)	0.54075 (19)	0.0657 (10)
H2A	0.8090	−0.1687	0.5491	0.099*
H2B	0.7090	−0.1207	0.5394	0.099*
H2C	0.7754	−0.0091	0.5830	0.099*
C3	0.7906 (2)	−0.0057 (3)	0.46408 (18)	0.0428 (8)
C4	0.7263 (2)	0.0366 (4)	0.40970 (19)	0.0575 (10)
H4	0.6664	0.0186	0.4200	0.069*
C5	0.7525 (2)	0.1057 (4)	0.34018 (18)	0.0554 (9)
C6	0.6865 (2)	0.1604 (5)	0.2792 (2)	0.0953 (15)
H6A	0.7143	0.2356	0.2453	0.143*
H6B	0.6364	0.2074	0.3052	0.143*
H6C	0.6667	0.0731	0.2484	0.143*
C7	0.9555 (2)	0.3363 (4)	0.62490 (17)	0.0416 (7)

	U11	U22	U33	U12	U13	U23
Ni1	0.0289 (3)	0.0400 (3)	0.0280 (3)	0.0001 (2)	0.0017 (2)	0.0070 (2)
S1	0.0374 (4)	0.0437 (4)	0.0327 (4)	−0.0003 (4)	0.0069 (3)	0.0059 (3)
S2	0.0548 (5)	0.0385 (4)	0.0423 (5)	−0.0011 (4)	0.0081 (4)	0.0016 (3)
N1	0.0282 (12)	0.0417 (14)	0.0304 (13)	−0.0005 (11)	0.0009 (10)	0.0044 (11)
N2	0.0409 (15)	0.0643 (18)	0.0317 (13)	0.0069 (13)	−0.0066 (12)	0.0038 (12)
N3	0.085 (2)	0.0480 (16)	0.0380 (15)	−0.0051 (16)	0.0154 (15)	−0.0092 (13)
N4	0.087 (2)	0.0444 (18)	0.0643 (19)	0.0023 (16)	0.0046 (18)	−0.0123 (14)
C1	0.0341 (16)	0.0353 (16)	0.0314 (15)	0.0052 (13)	−0.0019 (13)	−0.0016 (13)
C2	0.044 (2)	0.097 (3)	0.056 (2)	−0.014 (2)	0.0104 (18)	0.019 (2)
C3	0.0318 (17)	0.059 (2)	0.0375 (17)	−0.0024 (15)	0.0056 (14)	0.0005 (15)
C4	0.0306 (18)	0.092 (3)	0.050 (2)	0.0030 (18)	−0.0033 (16)	−0.0025 (19)
C5	0.040 (2)	0.084 (3)	0.0422 (18)	0.0046 (19)	−0.0097 (15)	−0.0002 (18)
C6	0.055 (2)	0.167 (4)	0.064 (2)	0.012 (3)	−0.025 (2)	0.024 (3)
C7	0.0420 (18)	0.0407 (17)	0.0421 (17)	0.0009 (15)	−0.0100 (15)	−0.0058 (16)

Ni1—N1i	2.060 (2)	N4—C7	1.330 (3)
Ni1—N1	2.060 (2)	N4—H4A	0.8600
Ni1—S1	2.4798 (7)	N4—H4B	0.8600
Ni1—S1i	2.4798 (7)	C2—C3	1.493 (4)
Ni1—S2	2.4888 (8)	C2—H2A	0.9600
Ni1—S2i	2.4888 (8)	C2—H2B	0.9600
S1—C1	1.729 (3)	C2—H2C	0.9600
S2—C7	1.700 (3)	C3—C4	1.383 (4)
N1—C3	1.336 (3)	C4—C5	1.375 (4)
N1—C1	1.358 (3)	C4—H4	0.9300
N2—C1	1.337 (3)	C5—C6	1.506 (4)
N2—C5	1.352 (4)	C6—H6A	0.9600
N3—C7	1.312 (4)	C6—H6B	0.9600
N3—H3A	0.8600	C6—H6C	0.9600
N3—H3B	0.8600
N1i—Ni1—N1	180.0	N2—C1—N1	124.8 (2)
N1i—Ni1—S1	111.17 (6)	N2—C1—S1	121.8 (2)
N1—Ni1—S1	68.83 (6)	N1—C1—S1	113.42 (19)
N1i—Ni1—S1i	68.83 (6)	C3—C2—H2A	109.5
N1—Ni1—S1i	111.17 (6)	C3—C2—H2B	109.5
S1—Ni1—S1i	180.0	H2A—C2—H2B	109.5
N1i—Ni1—S2	90.28 (6)	C3—C2—H2C	109.5
N1—Ni1—S2	89.72 (6)	H2A—C2—H2C	109.5
S1—Ni1—S2	80.41 (3)	H2B—C2—H2C	109.5
S1i—Ni1—S2	99.59 (3)	N1—C3—C4	119.8 (3)
N1i—Ni1—S2i	89.72 (6)	N1—C3—C2	117.2 (3)
N1—Ni1—S2i	90.28 (6)	C4—C3—C2	123.0 (3)
S1—Ni1—S2i	99.59 (3)	C5—C4—C3	118.9 (3)
S1i—Ni1—S2i	80.41 (3)	C5—C4—H4	120.6
S2—Ni1—S2i	180.0	C3—C4—H4	120.6
C1—S1—Ni1	76.66 (9)	N2—C5—C4	121.8 (3)
C7—S2—Ni1	119.41 (11)	N2—C5—C6	116.0 (3)
C3—N1—C1	118.3 (2)	C4—C5—C6	122.1 (3)
C3—N1—Ni1	140.6 (2)	C5—C6—H6A	109.5
C1—N1—Ni1	101.06 (16)	C5—C6—H6B	109.5
C1—N2—C5	116.3 (3)	H6A—C6—H6B	109.5
C7—N3—H3A	120.0	C5—C6—H6C	109.5
C7—N3—H3B	120.0	H6A—C6—H6C	109.5
H3A—N3—H3B	120.0	H6B—C6—H6C	109.5
C7—N4—H4A	120.0	N3—C7—N4	117.7 (3)
C7—N4—H4B	120.0	N3—C7—S2	123.0 (2)
H4A—N4—H4B	120.0	N4—C7—S2	119.3 (2)