Five symmetrically substituted 2-aryl-3-benzyl-1,3-thia-zolidin-4-ones: Supra-molecular structures in zero, one and two dimensions

Abstract

There are no direction-specific inter-actions between the mol-ecules of 3-(2-methoxy-benz-yl)-2-(2-methoxy-phen-yl)-1,3-thia-zolidin-4-one, C18H19NO3S, (I); the mol-ecules of 3-(4-nitro-benz-yl)-2-(4-nitro-phen-yl)-1,3-thia-zolidin- 4-one, C16H13N3O5S, (II), are linked by four independent C - H⋯O hydrogen bonds into complex chains of fused rings. In 3-(4-methoxy-benz-yl)-2-(4- methoxy-phen-yl)-1,3-thia-zolidin-4-one, (III), isomeric with (I), the mol-ecules are linked into sheets by a combination of C - H⋯O and C - H⋯π(arene) hydrogen bonds, while in 3-(2-nitro-benz-yl)-2-(2-nitro- phen-yl)-1,3-thia-zolidin-4-one, (IV), isomeric with (II), the sheets are built from three independent C - H⋯O hydrogen bonds and one C - H⋯π(arene) hydrogen bond, and reinforced by an aromatic π-π stacking inter-action. In 3-(2-fluoro-benz-yl)-2-(2-fluoro-phen-yl)-1,3-thia- zolidin-4-one, C16H13F2NOS, (V), where the 2-aryl ring exhibits orientational disorder, the mol-ecules are linked into sheets by a combination of C - H⋯O and C - H⋯π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π-π stacking inter-action. © 2007 International Union of Crystallography.