Organic & Biomolecular Chemistry 2003-08-21

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

Yurii A Simonov, Marina S Fonari, Michael J Zaworotko, Heba Abourahma, Janusz Lipkowski, Edward V Ganin, Arkadii A Yavolovskii

Index: Org. Biomol. Chem. 1(16) , 2922-9, (2003)

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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 via dtox 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.