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