Trimethylammonium dichloridotriphenylstannate(IV)

In the structure of the title monomeric coordination salt, (C3H10N)[Sn(C6H5)3Cl2], the SnIV atom is five coordinate, with the SnC3Cl2 entity in a trans trigonal–bipyramidal arrangement and the chlorine atoms in apical positions. In the crystal, the cations and anions are connected by N—H⋯Cl hydrogen bonds.

In the structure of the title monomeric coordination salt, (C 3 H 10 N)[Sn(C 6 H 5 ) 3 Cl 2 ], the Sn IV atom is five coordinate, with the SnC 3 Cl 2 entity in a trans trigonal-bipyramidal arrangement and the chlorine atoms in apical positions. In the crystal, the cations and anions are connected by N-HÁ Á ÁCl hydrogen bonds.

Experimental
Crystal data (C 3 Table 1 Hydrogen-bond geometry (Å , ). The interest in synthesis of new organotin(IV) derivatives is related to their applications in different fields (agrochemicals, surface disinfectants and marine antifouling paints) (Evans & Karpel, 1985;Gielen, 2002;Davies et al., 2008) and explains the involvement of many groups in the search for new organotin compounds (Chandrasekhar & Baskar, 2003;Samuel et al., 2002;Nath et al., 2003). Many compounds containing the [SnPh 3 Cl 2 ]ion in the trans conformation have been reported (Ng, 1995(Ng, , 1999Harrison et al., 1978;Nayek et al., 2010;Sow et al., 2012). In our search for new organotin(IV) compounds we have initiated here the study of the interactions between (CH 3 ) 3 N.HCl and SnPh 3 Cl, which led to the title compound. In the [SnPh 3 Cl 2 ]anion, the tin atom is located on a centre of inversion and is bonded to two Cl atoms and three phenyl groups giving a trigonal bipyramidal geometry with the chloride atoms in transpositions ( Fig. 1)

Experimental
Crystals of the title compound, [C 3 H 10 N + ] [Sn(C 6 H 5 ) 3 Cl 2 -], were obtained by reacting SnPh 3 Cl with (CH 3 ) 3 N.HCl in ethanol in a 1/1 ratio. (CH 3 ) 3 N.HCl (Merck) and SnPh 3 Cl (Aldrich) were used without further purification. The title compound was obtained by mixing in a 1/1 ratio (CH 3 ) 3 N.HCl dissolved in methanol and a minimum of water and SnPh 3 Cl dissolved in methanol. The mixture was stirred for around two hours at room temperature and upon slow solvent evaporation gave prismatic crystals suitable for X-ray diffraction analysis.

Refinement
All of the H atoms were placed in calculated positions and then refined using a riding model with C-H lengths of 0.95 Å (CH) or 0.98 Å (CH 3 ) and N-H lengths of 0.90 Å (NH). The isotropic displacement parameters for these atoms were set to 1.2 (CH, NH), or 1.5 (CH 3 ) times U eq of the parent atom. 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figure 1
Molecular structure of the title compound with displacement ellipsoids drawn at the 50% probability level. The packing of the structure viewed along the c axis. N-H···Cl hydrogen bonds are shown as dashed lines. The remaining H atoms have been removed for clarity.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. 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 > σ(F 2 ) is used only for calculating R-factors(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.