From 1D strands to extended molecular assemblies in the binary compounds of dithiooxamide and dithiobiurea with crown ethers

Abstract

The hydrogen-bonding networks for seven new binary compounds of dithiooxamide, (NH₂CS)₂ (dtox) and dithiobiurea (NH₂CSNH)₂ (dtur) with crown ethers, 18-crown-6 (18C6), 15-crown-5 (15C5), 12-crown-4 (12C4), cis–syn–cis– (DCHA), and cis–anti–cis– (DCHB) isomers of dicyclohexyl-18-crown-6 are discussed. (15C5·dtox), (18C6·dtur) and (DCHB·dtur) afford one-dimensional hydrogen-bonded polymeric arrays where the components alternate. In (DCHA ·2dtox) and (DCHB ·2dtox) the similar hydrogen-bonded chains are further interlinked viadtox molecules to generate layered motifs. In (15C5·2dtur) the dtur molecules are self-assembled into layers via N–H⋯S hydrogen bonds. 15C5 spacers link adjacent layers into a three-dimensional network. In (12C4·dtur) the dtur molecules are arranged in chains. These chains alternate with the crown molecules attached to them through N–H⋯O hydrogen bonds in such a way that each 12C4 appears to be linked with four dtur molecules and vice versa thus providing a three-dimensional grid.