The role of functional nitro and cyano groups in the self-assembly of 1,3-dithiole-2-thione-halogen adducts

Peter Skabara, Alexander Kanibolotsky, Simon Render, Rory Berridge, David J. Crouch, Neil Bricklebank, Simon J. Coles, Thomas Gelbrich, M. B. Hursthouse

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6 Citations (Scopus)

Abstract

The synthesis of five new dihalogen/interhalogen charge transfer adducts featuring cyano and nitro functionalized 1,3-dithiole-2-thiones have been prepared and characterized by x-ray crystallography. The structures feature a complex series of intermolecular close contacts between heteroatoms, as well as hydrogen bonding, to give highly ordered, polymeric assemblies. The adduct 4.IBr crystallizes in a noncentrosymmetric chiral space group and features a stack of molecules assembled through hydrogen bonds. The functional groups of all adducts participate in networks of close contacts, but do not affect the coordination environment of the dihalogen/interhalogen species.
Original languageUndefined/Unknown
Pages (from-to)176-184
Number of pages9
JournalHeteroatom Chemistry
Volume18
Issue number2
DOIs
Publication statusPublished - 2007

Keywords

  • cyano groups
  • nitro groups
  • halogen adducts
  • crystallography

Cite this

Skabara, P., Kanibolotsky, A., Render, S., Berridge, R., Crouch, D. J., Bricklebank, N., Coles, S. J., Gelbrich, T., & Hursthouse, M. B. (2007). The role of functional nitro and cyano groups in the self-assembly of 1,3-dithiole-2-thione-halogen adducts. Heteroatom Chemistry, 18(2), 176-184. https://doi.org/10.1002/hc.20327