H. Pervez, Maqbool Ahmad, T. Hadda
Oct 15, 2015
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Influential Citations
15
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract An exciting isatin-thiazoline hybrid molecule 2 having –C N–N C– linkage has been synthesized in 88% yield by the reaction of 5-fluoroisatin with N-(4-fluorophenyl)hydrazinecarbothioamide followed by condensation of the resultant isatin-thiosemicarbazone intermediate with p-chlorophenacyl bromide. The solid state self-assembly of this hybrid molecule was studied by X-ray crystallographic technique. A layered assembly composed of 1D-chains with methanol molecules encapsulated between every two chains is obtained, making a bi-chain sandwich like structure. The supramolecular forces involved in the stabilization of this structure are importantly fluorine-mediated interactions (C–H⋯F, F⋯S and F⋯π) along with others i.e. N–H⋯O, O–H⋯O, C–H⋯O, Cl⋯π, C–H⋯π and π⋯π interactions. To the best of our knowledge, this is the first example of solid state fluorine-mediated C–H⋯F, F⋯S and F⋯π interactions found in a family of isatin-based compounds.