Issue 99, 2004
From the journal:

CrystEngComm

Supramolecular polymers of 4,5-bis(bromomethyl)-1,3-dithiole-2-thione-dihalogen adducts

Louise Lee,a   David J. Crouch,a   Shaun P. Wright,a   Rory Berridge,a   Peter J. Skabara,*a   Neil Bricklebank,b   Simon J. Coles,c   Mark E. Lightc  and  Michael B. Hursthousec  

* Corresponding authors

a School of Chemistry, University of Manchester, Oxford Road, Manchester, UK
E-mail: peter.skabara@manchester.ac.uk

b Biomedical Research Centre, Sheffield Hallam University, Sheffield, UK

c Department of Chemistry, University of Southampton, Highfield, Southampton, UK

Abstract

The title compound has been reacted with I2, IBr and ICl to afford the charge-transfer adducts 4·2I2, 4·IBr and 4·ICl·½I2, respectively. The products have been characterised by Raman and IR spectroscopy and X-ray crystallography. The adducts contain linear S⋯I–X (X = I, Br or Cl) units (174–178°) in which the S⋯I contacts range from 2.534–2.597 Å. In 4·2I2 and 4·ICl·½I2, the materials contain additional ‘free’ diiodine units which are held within a matrix of intermolecular contacts, predominantly through non-covalent halogen–halogen and sulfur–halogen interactions. Although the functional groups in the parent molecule (4) are inert at the supramolecular level, the bromomethyl groups in the adducts contribute strong interactions through Br⋯Br, Br⋯I, Br⋯S and Br⋯H close contacts. The structures of the complexes are polymeric in nature, providing interactions in two and three dimensions.

Graphical abstract: Supramolecular polymers of 4,5-bis(bromomethyl)-1,3-dithiole-2-thione-dihalogen adducts

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Article information

DOI
https://doi.org/10.1039/B416813P
Article type
Paper
Submitted
02 Nov 2004
Accepted
08 Nov 2004
First published
24 Nov 2004

CrystEngComm, 2004,6, 612-617

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Supramolecular polymers of 4,5-bis(bromomethyl)-1,3-dithiole-2-thione-dihalogen adducts

L. Lee, D. J. Crouch, S. P. Wright, R. Berridge, P. J. Skabara, N. Bricklebank, S. J. Coles, M. E. Light and M. B. Hursthouse, CrystEngComm, 2004, 6, 612 DOI: 10.1039/B416813P

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