Crystal structures and Hirshfeld surface analyses of (N-hexyl- N-methyl-dithio-carbamato-κ2S, S')triphenyl-tin(IV) and [ N-methyl- N-(2-phenyl-ethyl)-dithio-carbamato-κ2S, S']tri-phenyl-tin(IV)

Acta Crystallogr E Crystallogr Commun. 2018 Apr 6;74(Pt 5):630-637. doi: 10.1107/S2056989018005133. eCollection 2018 May 1.

Abstract

The crystal and mol-ecular structures of two tri-phenyl-tin di-thio-carbamate compounds, viz. [Sn(C6H5)3(C8H16NS2)], (I), and [Sn(C6H5)3(C10H12NS2)], (II), are described. The di-thio-carbamate ligand in each mol-ecule coordinates in an asymmetric fashion resulting in heavily distorted tetra-hedral C3S coordin-ation geometries for the Sn atoms, with the distortions traced to the close approach of the non-coordinating thione-S atom. The mol-ecular packing in both compounds features C-H⋯π(Sn-phen-yl) inter-actions. In (I), the donors are Sn-phenyl-C-H groups leading to centrosymmetric aggregates, while in (II), the donors are both Sn-phenyl-C-H and methyl-C-H groups leading to supra-molecular chains propagating along the b axis. The identified aggregates assemble into their respective crystals with no directional inter-actions between them. An analysis of the Hirshfeld surfaces show distinctive patterns, but an overwhelming predominance (>99% in each case) of H⋯H, C⋯H/H⋯C and S⋯H/H⋯S contacts on the respective Hirshfeld surface.

Keywords: Hirshfeld surface analysis; crystal structure; di­thio­carbamate; organotin.

Grants and funding

This work was funded by Ministry of Higher Education, Malaysia grant FRGS/2/2013/SKK10/UKM/02/1.