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

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

• Publisher: John Wiley and Sons
• Year: 2007
• Tongue: English
• Weight: 515 KB
• Volume: 18
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20327

✦ Synopsis

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. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:176–184, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20327