Dichlorido{4-cyclohexyl-1-[1-(2-pyridyl-κN)ethylidene]thiosemicarbazidato-κ2N1,S}phenyltin(IV)

Abstract

The SnIV atom in the title compound, [Sn(C6H5)(C14H19N4S)Cl2], exists within a distorted octa­hedral geometry defined by the N,N′,S-tridentate monodeprotonated Schiff base ligand, two mutually trans Cl atoms, and the ipso-C atom of the Sn-bound phenyl group; the latter is trans to the azo-N atom. The greatest distortion from the ideal geometry is found in the nominally trans angle formed by the S and pyridyl-N atoms at Sn [151.03 (4)°]. With the exception of the cyclo­hexyl group (chair form), the Schiff base ligand is almost planar (r.m.s. deviation of non-H and Sn atoms = 0.053 Å). The nearly orthogonal orientation of the Sn-bound phenyl group [N—Sn—C—C torsion angle = 70.8 (5)°] to the planar portion of the Schiff base allows for the formation of significant intra­molecular C—H⋯Cl inter­actions which preclude the Cl atoms from participating in N—H⋯Cl hydrogen bonds. Instead, C—H⋯π contacts, involving methyl­ene H and the Sn-bound phenyl group, lead to the formation of supra­molecular chains that pack in the bc plane. Connections between these layers are of the type C—H⋯Cl.