Tris(2,4-dimethyl­benzene­thiol­ato)phenyl­tin(IV)

Flores-Figueroa, A.; Hernández-Ortega, S.; Castillo, I.

doi:10.1107/S1600536810039851

Volume 66
Part 11
Pages m1389-m1390
November 2010

Received 20 September 2010
Accepted 5 October 2010
Online 13 October 2010

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.005 Å
R = 0.034
wR = 0.061
Data-to-parameter ratio = 17.3
Details

Tris(2,4-dimethylbenzenethiolato)phenyltin(IV)

Aarón Flores-Figueroa,^a Simón Hernández-Ortega ^a ^* and Ivan Castillo ^a ^*

^aInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, México 04510, Mexico
Correspondence e-mail: simonho@unam.mx, joseivan@unam.mx

In the title compound, [Sn(C₆H₅)(C₈H₉S)₃], the Sn atom has an approximately tetrahedral SNCS₃ 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 [pi] interactions.

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); Mondragón 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(C₆H₅)(C₈H₉S)₃]
M_r = 607.43
Triclinic, $[P \overline 1]$
a = 9.2717 (7) Å
b = 10.6370 (8) Å
c = 15.6486 (11) Å
= 93.420 (2)°
= 93.520 (1)°
= 105.800 (1)°
V = 1477.51 (19) Å³
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[F² > 2(F²)] = 0.034
wR(F²) = 0.061
S = 0.86
5416 reflections
313 parameters
H-atom parameters constrained
_max = 0.64 e Å^-3
_min = -0.37 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

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-H13CCg2ⁱ	0.96	2.75	3.579 (3)	144
Symmetry code: (i) -x+2, -y+2, -z+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.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2342 ).

Acknowledgements

The authors thank the Instituto Rcxaslan-CSIC, Spain for a license to use the Cambridge Structural Database (Allen, 2002).

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., Redón, R., Hernández-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., Talancón-Sánchez, 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.
Lloyd-Jones, G. C., Moseley, J. D. & Renny, J. S. (2008). Synthesis, pp. 661-689.
Mondragón, A., Monsalvo, I., Regla, I. & Castillo, I. (2010). Tetrahedron Lett. 51, 767-770.
Sheldrick, G. M. (2008a). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008b). Acta Cryst. A64, 112-122.

metal-organic compounds