Tris(2,4-dimethylbenzenethiolato)- phenyltin(IV) Aaro ´ n Flores-Figueroa, Simo ´n Herna ´ndez-Ortega* and Ivan Castillo* Instituto de Quı ´mica, Universidad Nacional Auto ´noma de Me ´xico, Circuito Exterior, Ciudad Universitaria, Me ´xico 04510, Mexico Correspondence e-mail: simonho@unam.mx, joseivan@unam.mx Received 20 September 2010; accepted 5 October 2010 Key indicators: single-crystal X-ray study; T = 298 K; mean (C–C) = 0.005 A ˚ ; R factor = 0.034; wR factor = 0.061; data-to-parameter ratio = 17.3. In the title compound, [Sn(C 6 H 5 )(C 8 H 9 S) 3 ], the Sn atom has an approximately tetrahedral SNCS 3 geometry, with angles at this atom ranging from 105.13 (3) to 113.54 (9) . The crystal packing does not involve any significant intermolecular interactions, although the benzene rings are involved in a number of weak intra- and intermolecular C—H inter- actions. Related literature For background to the development of synthetic methods for highly substituted thiophenols with varying degrees of steric hindrance, see: Lloyd-Jones et al. (2008); Fleischer (2005); Huber et al. (1997); Estudiante-Negrete et al. (2007). For the synthesis of phenol derivatives, see: Flores-Figueroa et al. (2005); Mondrago ´n et al. (2010). For similar structures, see: Huber et al. (1997); Li et al. (2006). For bond-length data, see: Allen et al. (1987). Experimental Crystal data [Sn(C 6 H 5 )(C 8 H 9 S) 3 ] M r = 607.43 Triclinic, P 1 a = 9.2717 (7) A ˚ b = 10.6370 (8) A ˚ c = 15.6486 (11) A ˚ = 93.420 (2) = 93.520 (1) = 105.800 (1) V = 1477.51 (19) A ˚ 3 Z =2 Mo K radiation = 1.09 mm 1 T = 298 K 0.32 0.26 0.04 mm Data collection Bruker SMART APEX CCD area- detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 2008a) T min = 0.705, T max = 0.958 12493 measured reflections 5416 independent reflections 4057 reflections with I >2(I) R int = 0.036 Refinement R[F 2 >2(F 2 )] = 0.034 wR(F 2 ) = 0.061 S = 0.86 5416 reflections 313 parameters H-atom parameters constrained Á max = 0.64 e A ˚ 3 Á min = 0.37 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ , ). Cg1 and Cg2 are the centroids of the C15–C20 and C7–C12 rings, respectively. D—HA D—H HA DA D—HA C12—H12Cg1 0.93 2.72 3.557 (3) 149 C13—H13CCg2 i 0.96 2.75 3.579 (3) 144 Symmetry code: (i) x þ 2; y þ 2; z þ 2. Data collection: SMART (Bruker, 2007); cell refinement: SAINT- Plus (Bruker, 2007); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008b); molecular graphics: SHELXTL (Sheldrick, 2008b); software used to prepare material for publication: SHELXTL. The authors thank the Instituto Rcxaslan-CSIC, Spain for a license to use the Cambridge Structural Database (Allen, 2002). Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2342). References Allen, F. H. (2002). Acta Cryst. B58, 380–388. Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19. Bruker (2007). SMART and SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Estudiante-Negrete, F., Redo ´ n, R., Herna ´ndez-Ortega, S., Toscano, R. A. & Morales-Morales, D. (2007). Inorg. Chim. Acta, 360, 1651–1660. Fleischer, H. (2005). Coord. Chem. Rev. 249, 799–827. Flores-Figueroa, A., Arista-M, V., Talanco ´ n-Sa ´nchez, D. & Castillo, I. (2005). J. Braz. Chem. Soc. 16, 397–403. Huber, F., Schmiedgen, R., Schurmann, M., Barbieri, R., Ruisi, G. & Silvestri, A. (1997). Appl. Organomet. Chem. 11, 869–888. Li, Y.-X., Zhang, R.-F. & Ma, C.-L. (2006). Acta Cryst. E62, m957–m958. metal-organic compounds Acta Cryst. (2010). E66, m1389–m1390 doi:10.1107/S1600536810039851 Flores-Figueroa et al. m1389 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368