Bis(N-isopropyl-N-methyl­dithio­carbamato-κ2S,S′)diphenyl­tin(IV)

Muthalib, A.F.; Baba, I.; Farina, Y.; Ng, S.W.

doi:10.1107/S1600536810007415

Volume 66
Part 4
Page m354
April 2010

Received 21 February 2010
Accepted 26 February 2010
Online 3 March 2010

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.005 Å
R = 0.026
wR = 0.089
Data-to-parameter ratio = 20.6
Details

Bis(N-isopropyl-N-methyldithiocarbamato-²S,S')diphenyltin(IV)

Amirah Faizah Muthalib,^a Ibrahim Baba,^a Yang Farina ^a and Seik Weng Ng ^b ^*

^aSchool of Chemical Sciences, Universiti Kebangbaan Malaysia, 43600 Bangi, Malaysia, and ^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The dithiocarbamate anions in the title compound, [Sn(C₆H₅)₂(C₅H₁₀NS₂)₂], chelate to the Sn^IV atom, which is six-coordinated in a skew-trapezoidal-bipyramidal geometry. The molecule lies across a twofold rotation axis.

Related literature

For other diphenyltin bis(dithiocarbamate) compounds, see: Alcock et al. (1992); Farina et al. (2001a,b); Hook et al. (1994). For a discussion of the geometry of tin in diorganotin bischelates, see: Ng et al. (1987).

Experimental

Crystal data

[Sn(C₆H₅)₂(C₅H₁₀NS₂)₂]
M_r = 569.41
Orthorhombic, P b c n
a = 18.8797 (10) Å
b = 9.2067 (5) Å
c = 14.5694 (8) Å
V = 2532.4 (2) Å³
Z = 4
Mo K radiation
= 1.35 mm^-1
T = 293 K
0.35 × 0.35 × 0.20 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.649, T_max = 0.774
15127 measured reflections
2785 independent reflections
2291 reflections with I > 2(I)
R_int = 0.022

Refinement

R[F² > 2(F²)] = 0.026
wR(F²) = 0.089
S = 1.10
2785 reflections
135 parameters
H-atom parameters constrained
_max = 0.29 e Å^-3
_min = -0.30 e Å^-3

Table 1
Selected bond lengths (Å)

Sn1-C1	2.167 (3)
Sn1-S1	2.5820 (7)
Sn1-S2	2.6910 (8)

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI5039 ).

Acknowledgements

The authors thank Universiti Kebangsaan Malaysia (UKM-GUP-NBT-08-27-111 and 06-01-02-SF0539) and the University of Malaya for supporting this study.

References

Alcock, N. W., Culver, J. & Roe, S. M. (1992). J. Chem. Soc. Dalton Trans. pp. 1477-1484.
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farina, Y., Baba, I., Othman, A. H., Razak, I. A., Fun, H.-K. & Ng, S. W. (2001a). Acta Cryst. E57, m41-m42.
Farina, Y., Othman, A. H., Razak, I. A., Fun, H.-K., Ng, S. W. & Baba, I. (2001b). Acta Cryst. E57, m46-m47.
Hook, J. M., Linahan, B. M., Taylor, R. L., Tiekink, E. R. T., van Gorkom, L. & Webster, L. K. (1994). Main Group Met. Chem. 17, 293-311.
Ng, S. W., Chen, W., Kumar Das, V. G. & Mak, T. C. W. (1987). J. Organomet. Chem. 334, 295-305.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). publCIF. In preparation.

metal-organic compounds

Bis(N-isopropyl-N-methyldithiocarbamato-2S,S')diphenyltin(IV)