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

P.J. Skabara, R. Berridge, N. Bricklebank, H. Lath, S.J. Coles, P.N. Horton

Research output: Contribution to journalArticle

12 Citations (Scopus)

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.
LanguageEnglish
Pages989-995
Number of pages7
JournalPolyhedron
Volume25
Issue number4
DOIs
Publication statusPublished - 6 Mar 2006

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Thiones
Halogens
Carboxylic Acids
Carboxylic acids
Chalcogens
carboxylic acids
halogens
Self assembly
adducts
self assembly
esters
Esters
Hydrogen bonds
X rays
acids
Molecules
Acids
hydrogen
molecules
x rays

Keywords

  • dihalogen adducts
  • supramolecular chemistry
  • X-ray crystallography

Cite this

Skabara, P. J., Berridge, R., Bricklebank, N., Lath, H., Coles, S. J., & Horton, P. N. (2006). Self-assembly of halogen adducts of ester and carboxylic acid functionalised 1,3-dithiole-2-thiones. Polyhedron, 25(4), 989-995. https://doi.org/10.1016/j.poly.2005.11.013
Skabara, P.J. ; Berridge, R. ; Bricklebank, N. ; Lath, H. ; Coles, S.J. ; Horton, P.N. / Self-assembly of halogen adducts of ester and carboxylic acid functionalised 1,3-dithiole-2-thiones. In: Polyhedron. 2006 ; Vol. 25, No. 4. pp. 989-995.
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Skabara, PJ, Berridge, R, Bricklebank, N, Lath, H, Coles, SJ & Horton, PN 2006, 'Self-assembly of halogen adducts of ester and carboxylic acid functionalised 1,3-dithiole-2-thiones' Polyhedron, vol. 25, no. 4, pp. 989-995. https://doi.org/10.1016/j.poly.2005.11.013

Self-assembly of halogen adducts of ester and carboxylic acid functionalised 1,3-dithiole-2-thiones. / Skabara, P.J.; Berridge, R.; Bricklebank, N.; Lath, H.; Coles, S.J.; Horton, P.N.

In: Polyhedron, Vol. 25, No. 4, 06.03.2006, p. 989-995.

Research output: Contribution to journalArticle

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AU - Skabara, P.J.

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AU - Coles, S.J.

AU - Horton, P.N.

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AB - 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.

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