Self-assembly of halogen adducts of ester and carboxylic acid functionalised 1,3-dithiole-2-thiones

Skabara, P.J. and Berridge, R. and Bricklebank, N. and Lath, H. and Coles, S.J. and Horton, P.N. (2006) Self-assembly of halogen adducts of ester and carboxylic acid functionalised 1,3-dithiole-2-thiones. Polyhedron, 25 (4). pp. 989-995. ISSN 0277-5387

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Abstract

New halogen adducts of 1,3-dithiole-2-thione-4-carboxylic acid and dimethyl 1,3-dithiole-2-thione-4,5-dicarboxylate have been prepared and characterised by X-ray crystallographic studies. The adducts feature an array of intramolecular and intermolecular close contacts involving chalcogen-chalcogen, chalcogen-halogen and halogen-halogen interactions. Whilst these contacts are derived from the basic heterocyclic unit and the coordinated halogen molecules, the ester and acid functionalities provide a varied and rich array of hydrogen bonding motifs, which significantly enhance the long-range order of the supramolecular structures.