Bis(N-benzyl-N-isopropyldithio- carbamato-jS)di-n-butyltin(IV) Ibrahim Baba, a Nor Syaidatul Akmal, a Normah Awang a and Seik Weng Ng b * a School of Chemical Sciences and Food Technology, Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor Darul Ehsan, Malaysia, and b Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia Correspondence e-mail: seikweng@um.edu.my Received 17 April 2009; accepted 23 April 2009 Key indicators: single-crystal X-ray study; T = 123 K; mean (C–C) = 0.008 A ˚ ; disorder in main residue; R factor = 0.046; wR factor = 0.139; data-to-parameter ratio = 21.9. The Sn atom in the title compound, [Sn(C 4 H 9 ) 2 (C 11 H 14 NS 2 ) 2 ], exists in a tetrahedral C 2 S 2 Sn coordination geometry. The geometry is distorted towards skew-trapezoidal-bipyramidal owing to the proximity of the double-bonded S atoms. The C 2 Sn angles range from 129.0 (2) to 136.9 (2)  , the covalent Sn—S lengths from 2.529 (1) to 2.544 (1) A ˚ , and the dative SnS lengths from 2.831 (1) to 3.042 (1) A ˚ in the five independent molecules comprising the asymmetric unit. Two of the butyl groups were modelled over two positions of equal occupancy. All butyl groups were refined with distance restraints. Related literature For other di -n-butyltin dithiocarbamates, see: Farina et al. (2000); Lokaj et al. (1986); Menezes et al. (2005); Vra ´bel et al. (1992a,b); Vra ´ bel & Kello ¨ (1993); Zia-ur-Rehman et al. (2006). For a review of the applications and structures of tin dithio- carbamates, see: Tiekink (2008). Experimental Crystal data [Sn(C 4 H 9 ) 2 (C 11 H 14 NS 2 ) 2 ] M r = 681.62 Triclinic, P 1 a = 17.7745 (2) A ˚ b = 19.5463 (3) A ˚ c = 26.2062 (4) A ˚  = 102.5254 (7)   = 95.1492 (7)   = 110.2569 (8)  V = 8202.1 (2) A ˚ 3 Z = 10 Mo K radiation  = 1.06 mm 1 T = 123 K 0.30  0.30  0.10 mm Data collection Bruker SMART APEX diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.743, T max = 0.902 67722 measured reflections 36923 independent reflections 23409 reflections with I >2(I) R int = 0.028 Refinement R[F 2 >2(F 2 )] = 0.046 wR(F 2 ) = 0.139 S = 1.15 36923 reflections 1684 parameters 96 restraints H-atom parameters constrained Á max = 2.53 e A ˚ 3 Á min = 1.45 e A ˚ 3 Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); 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, 2009). We thank Universiti Kebangsaan Malaysia and the University of Malaya for supporting this study. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2429). References Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Farina, Y., Baba, I., Othman, A. H. & Ng, S. W. (2000). Main Group Met. Chem. 23, 795–796. Lokaj, J., Kello ¨, E., Kettmann, V., Vra ´bel, V. & Rattay, V. (1986). Collect. Czech. Chem. Commun. 51, 2521–2527. Menezes, D. C., Vieira, F. T., de Lima, G. M., Porto, A. O., Cortes, M. E., Ardisson, J. D. & Albrecht-Schmitt, T. E. (2005). Eur. J. Med. Chem. 40, 1277–1282. Sheldrick, G. M. (1996). SADABS. University of Go ¨ttingen, Germany. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Tiekink, E. R. T. (2008). Appl. Organomet. Chem. 22, 533–550. Vra ´bel, V., Lokaj, J., Kello ¨, E., Rattay, V., Batsanov, A. C. & Struchkov, Yu. T. (1992a). Acta Cryst. C48, 627–629. Vra ´bel, V., Lokaj, J., Kello ¨, E., Garaj, J., Batsanov, A. C. & Struchkov, Yu. T. (1992b). Acta Cryst. C48, 633-635. Vra ´bel, V. & Kello ¨, E. (1993). Acta Cryst. C49, 873–875. Westrip, S. P. (2009). publCIF. In preparation. Zia-ur-Rehman, Shahzadi, S., Ali, S., Badshah, A. & Jin, G.-X. (2006). J. Iran. Chem. Soc. 3, 157–160. metal-organic compounds Acta Cryst. (2009). E65, m595 doi:10.1107/S1600536809015116 Baba et al. m595 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368