(N-Ethyl-N-phenyldithiocarbamato-κS)triphenyltin(IV)

The title compound, [Sn(C6H5)3(C9H10NS2)], has two independent molecules in the asymmetric unit and each features a tetrahedrally coordinated SnIV atom as the dithiocarbamate ligand coordinates in a monodentate fashion. As the non-coordinating thione S atom is proximate to the Sn atom [Sn⋯S(thione) = 3.1477 (6) and 2.9970 (5) Å for the independent molecules], distortions from the ideal geometry are evident [the widest angle being 120.48 (5)°]. The most notable feature of the crystal packing is the formation of C—H⋯π interactions that lead to the formation of supramolecular layers parallel to (2).

The title compound, [Sn(C 6 H 5 ) 3 (C 9 H 10 NS 2 )], has two independent molecules in the asymmetric unit and each features a tetrahedrally coordinated Sn IV atom as the dithiocarbamate ligand coordinates in a monodentate fashion. As the noncoordinating thione S atom is proximate to the Sn atom [SnÁ Á ÁS(thione) = 3.1477 (6) and 2.9970 (5) Å for the independent molecules], distortions from the ideal geometry are evident [the widest angle being 120.48 (5) ]. The most notable feature of the crystal packing is the formation of C-HÁ Á Á interactions that lead to the formation of supramolecular layers parallel to (321).

Related literature
For a review on the applications and structural chemistry of tin dithiocarbamates, see: Tiekink (2008). For the recently reported n-butyl derivative, see: Kamaludin et al. (2011).
The crystal packing of (I) features C-H···π interactions involving the Sn-and N-phenyl rings as donors, and Sn-bound phenyl rings as acceptors, Table 2. The result is the formation of supramolecular layers parallel to (3 2 1), Fig. 3.

Experimental
The title compound was prepared using an in situ method. A mixture of ethanol (50 ml) and N-ethylaniline (30 mM) was added to an ammonia solution (0.25%). The solution was stirred for half an hour at approximately 277 K. Carbon disulfide (30 mM) was added drop-wise and stirring was continued for another 6-8 h at 277 K. Triphenytin(IV) chloride (30 mM), dissolved in ethanol (20 ml), was added and stirring continued for a further 3 h. The white precipitate formed was filtered, washed with cold ethanol and dried in a vacuum desiccator. Recrystallization was from its ethanol:ethyl acetate (1:1) solu-

Refinement
Carbon-bound H-atoms were placed in calculated positions (C-H 0.95 to 0.99 Å) and were included in the refinement in the riding model approximation, with U iso (H) set to 1.2 to 1.5U equiv (C). Fig. 1. The molecular structure of the two independent molecules comprising (I) showing the atom-labelling scheme and displacement ellipsoids at the 50% probability level.

Special details
Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > 2σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.