Distinct coordination geometries in bis[N,N-bis(2-methoxyethyl)dithiocarbamato-κ2S,S′]diphenyltin(IV) and bis[N-(2-methoxyethyl)-N-methyldithiocarbamato-κ2S,S′]diphenyltin(IV): crystal structures and Hirshfeld surface analysis

Abstract

The crystal and molecular structures of two diphenyltin bis(dithiocarbamate)s, [Sn(C6H5)2(C5H10NOS2)2], (I), and [Sn(C6H5)2(C7H14NO2S2)2], (II), are described. In (I), in which the metal atom lies on a twofold rotation axis, the dithiocarbamate ligand coordinates with approximately equal Sn—S bond lengths and theipso-C atoms of the Sn-bound phenyl groups occupycis-positions in the resulting octahedral C2S4donor set. A quite distinct coordination geometry is noted in (II), arising as a result of quite disparate Sn—S bond lengths. Here, the four S-donors define a trapezoidal plane with theipso-C atoms lying over the weaker of the Sn—S bonds so that the C2S4donor set defines a skewed trapezoidal bipyramid. The packing of (I) features supramolecular layers in theabplane sustained by methylene-C—H...π(Sn–aryl) interactions; these stack along thec-axis direction with no specific interactions between them. In (II), supramolecular chains along theb-axis direction are formed by methylene-C—O(ether) interactions; these pack with no directional interactions between them. A Hirshfeld surface analysis was conducted on both (I) and (II) and revealed the dominance of H...H interactions contributing to the respective surfaces,i.e. >60% in each case, and other features consistent with the description of the molecular packing above.