Bis(μ-N,N-dimethyl-dithio-carbamato-κS,S':S)bis-[(N,N-dimethyl-dithio-carbamato-κS,S')copper(II)].

In the centrosymmetric dimeric title compound, [Cu(2)(C(3)H(6)NS(2))(4)], the Cu(II) atom is five-coordinate in a square-pyramidal environment. The basal coordination positions are occupied by four S atoms from two dimethyl-dithio-carbamate ligands and the apical coordination position is occupied by an S atom also bonded to the other Cu atom.

Related literature

For the structural diversity and potential applications of transition metal complexes, see: Noro et al. (2000 ▶); Yaghi et al. (1998 ▶). For dialkyl­dithio­carbamates anions acting as monodentate, bidentate or bridging ligands, see: Engelhardt et al. (1988 ▶); Fernández et al. (2000 ▶); Koh et al. (2003 ▶).

Experimental

Crystal data

[Cu2(C3H6NS2)4]

M = 607.91

Monoclinic,

a = 8.068 (3) Å

b = 19.446 (7) Å

c = 15.108 (6) Å

β = 99.354 (6)°

V = 2338.7 (15) Å3

Z = 4

Mo Kα radiation

μ = 2.54 mm−1

T = 293 K

0.25 × 0.20 × 0.15 mm

Data collection

Rigaku Mercury CCD diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2007 ▶) T min = 0.807, T max = 1.000 (expected range = 0.552–0.683)

9796 measured reflections

2685 independent reflections

2423 reflections with I > 2σ(I)

R int = 0.048

Refinement

R[F 2 > 2σ(F 2)] = 0.050

wR(F 2) = 0.141

S = 1.07

2685 reflections

118 parameters

H-atom parameters constrained

Δρmax = 0.44 e Å−3

Δρmin = −0.58 e Å−3

Data collection: CrystalClear (Rigaku, 2007 ▶); 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: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809006230/ng2548sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809006230/ng2548Isup2.hkl

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

[Cu2(C3H6NS2)4]	F(000) = 1240
Mr = 607.91	Dx = 1.727 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3071 reflections
a = 8.068 (3) Å	θ = 2.5–27.5°
b = 19.446 (7) Å	µ = 2.54 mm−1
c = 15.108 (6) Å	T = 293 K
β = 99.354 (6)°	Block, black
V = 2338.7 (15) Å3	0.25 × 0.20 × 0.15 mm
Z = 4

Rigaku Mercury CCD diffractometer	2685 independent reflections
Radiation source: Sealed Tube	2423 reflections with I > 2σ(I)
Graphite Monochromator	Rint = 0.048
ω scans	θmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2007)	h = −9→10
Tmin = 0.807, Tmax = 1.000	k = −25→25
9796 measured reflections	l = −19→18

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)] = 0.050	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.141	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0741P)2 + 4.6176P] where P = (Fo2 + 2Fc2)/3
2685 reflections	(Δ/σ)max < 0.001
118 parameters	Δρmax = 0.44 e Å−3
0 restraints	Δρmin = −0.58 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
Cu1	0.58962 (6)	0.37634 (2)	0.36682 (3)	0.04294 (19)
S1	0.72601 (13)	0.39120 (5)	0.24400 (7)	0.0438 (3)
S2	0.66137 (15)	0.49238 (5)	0.37410 (7)	0.0493 (3)
S3	0.50794 (15)	0.35823 (5)	0.50440 (7)	0.0497 (3)
S4	0.56076 (14)	0.25771 (5)	0.37160 (7)	0.0478 (3)
N1	0.7709 (4)	0.52631 (17)	0.2215 (2)	0.0482 (8)
N2	0.4789 (4)	0.22341 (17)	0.5308 (2)	0.0451 (7)
C1	0.7268 (5)	0.47699 (19)	0.2734 (3)	0.0410 (8)
C2	0.8173 (7)	0.5106 (3)	0.1342 (3)	0.0660 (13)
H2A	0.8225	0.4616	0.1269	0.099*
H2B	0.9251	0.5303	0.1307	0.099*
H2C	0.7348	0.5295	0.0876	0.099*
C3	0.7562 (7)	0.5986 (2)	0.2445 (4)	0.0642 (13)
H3A	0.7251	0.6022	0.3030	0.096*
H3B	0.6717	0.6201	0.2011	0.096*
H3C	0.8620	0.6211	0.2444	0.096*
C4	0.5123 (5)	0.27279 (19)	0.4761 (2)	0.0396 (8)
C5	0.4841 (6)	0.1509 (2)	0.5072 (3)	0.0616 (12)
H5A	0.5085	0.1466	0.4473	0.092*
H5B	0.3773	0.1301	0.5103	0.092*
H5C	0.5699	0.1281	0.5483	0.092*
C6	0.4417 (6)	0.2385 (3)	0.6202 (3)	0.0631 (13)
H6A	0.4415	0.2874	0.6291	0.095*
H6B	0.5257	0.2178	0.6645	0.095*
H6C	0.3333	0.2202	0.6258	0.095*

	U11	U22	U33	U12	U13	U23
Cu1	0.0524 (3)	0.0380 (3)	0.0398 (3)	0.00016 (19)	0.0115 (2)	0.00059 (18)
S1	0.0478 (6)	0.0412 (5)	0.0442 (5)	0.0025 (4)	0.0125 (4)	−0.0010 (4)
S2	0.0613 (7)	0.0414 (5)	0.0462 (6)	−0.0044 (4)	0.0114 (5)	−0.0078 (4)
S3	0.0667 (7)	0.0447 (5)	0.0397 (5)	0.0014 (5)	0.0144 (5)	−0.0027 (4)
S4	0.0643 (7)	0.0385 (5)	0.0430 (6)	0.0041 (4)	0.0158 (5)	−0.0005 (4)
N1	0.0478 (19)	0.0466 (18)	0.0489 (19)	−0.0053 (15)	0.0041 (15)	0.0071 (15)
N2	0.0445 (18)	0.0467 (17)	0.0438 (18)	−0.0017 (14)	0.0063 (14)	0.0063 (14)
C1	0.0365 (18)	0.0425 (18)	0.041 (2)	−0.0001 (15)	−0.0015 (15)	0.0027 (15)
C2	0.069 (3)	0.072 (3)	0.059 (3)	−0.008 (2)	0.018 (2)	0.013 (2)
C3	0.076 (3)	0.042 (2)	0.071 (3)	−0.012 (2)	0.002 (2)	0.008 (2)
C4	0.0359 (18)	0.0454 (19)	0.0367 (18)	0.0026 (15)	0.0034 (14)	0.0051 (15)
C5	0.071 (3)	0.043 (2)	0.070 (3)	−0.002 (2)	0.009 (2)	0.013 (2)
C6	0.071 (3)	0.072 (3)	0.050 (3)	−0.005 (2)	0.021 (2)	0.016 (2)

Cu1—S3	2.3072 (13)	N2—C5	1.457 (5)
Cu1—S4	2.3208 (13)	C2—H2A	0.9600
Cu1—S1	2.3240 (13)	C2—H2B	0.9600
Cu1—S2	2.3278 (13)	C2—H2C	0.9600
Cu1—S1i	2.8258 (14)	C3—H3A	0.9600
S1—C1	1.726 (4)	C3—H3B	0.9600
S2—C1	1.715 (4)	C3—H3C	0.9600
S3—C4	1.717 (4)	C5—H5A	0.9600
S4—C4	1.713 (4)	C5—H5B	0.9600
N1—C1	1.324 (5)	C5—H5C	0.9600
N1—C2	1.461 (6)	C6—H6A	0.9600
N1—C3	1.457 (6)	C6—H6B	0.9600
N2—C4	1.323 (5)	C6—H6C	0.9600
N2—C6	1.460 (5)
S3—Cu1—S4	77.03 (4)	H2A—C2—H2B	109.5
S3—Cu1—S1	168.48 (5)	N1—C2—H2C	109.5
S4—Cu1—S1	102.20 (4)	H2A—C2—H2C	109.5
S3—Cu1—S2	102.16 (4)	H2B—C2—H2C	109.5
S4—Cu1—S2	170.94 (5)	N1—C3—H3A	109.5
S1—Cu1—S2	76.75 (4)	N1—C3—H3B	109.5
S3—Cu1—S1i	100.81 (5)	H3A—C3—H3B	109.5
S4—Cu1—S1i	91.99 (4)	N1—C3—H3C	109.5
S1—Cu1—S1i	90.70 (4)	H3A—C3—H3C	109.5
S2—Cu1—S1i	97.01 (4)	H3B—C3—H3C	109.5
C1—S1—Cu1	84.09 (14)	N2—C4—S3	122.2 (3)
C1—S2—Cu1	84.21 (13)	N2—C4—S4	123.5 (3)
C4—S3—Cu1	84.45 (13)	S3—C4—S4	114.3 (2)
C4—S4—Cu1	84.12 (13)	N2—C5—H5A	109.5
C1—N1—C2	121.1 (4)	N2—C5—H5B	109.5
C1—N1—C3	121.2 (4)	H5A—C5—H5B	109.5
C2—N1—C3	117.3 (4)	N2—C5—H5C	109.5
C4—N2—C6	121.7 (4)	H5A—C5—H5C	109.5
C4—N2—C5	122.2 (4)	H5B—C5—H5C	109.5
C6—N2—C5	116.1 (4)	N2—C6—H6A	109.5
N1—C1—S2	123.4 (3)	N2—C6—H6B	109.5
N1—C1—S1	122.5 (3)	H6A—C6—H6B	109.5
S2—C1—S1	114.1 (2)	N2—C6—H6C	109.5
N1—C2—H2A	109.5	H6A—C6—H6C	109.5
N1—C2—H2B	109.5	H6B—C6—H6C	109.5

Table 1

Selected bond lengths (Å)

Cu1—S3	2.3072 (13)
Cu1—S4	2.3208 (13)
Cu1—S1	2.3240 (13)
Cu1—S2	2.3278 (13)
Cu1—S1i	2.8258 (14)

Symmetry code: (i) .