A. Banu, R. Lamani, I. Khazi
Nov 1, 2014
Citations
0
Influential Citations
4
Citations
Journal
Journal of Saudi Chemical Society
Abstract
Abstract Preparations of 2-(4-fluorobenzyl)-6-phenylimidazo[2,1- b ][1,3,4]thiadiazole ( 3a ) and its chlorophenyl derivative ( 3b ) are described. Preliminary analysis was done spectroscopically by means of 1 H NMR, 13 C NMR spectra, mass spectra and elemental analyses. Further the structures were confirmed by X-ray crystal structure analyses. The compound ( 3a ) has crystallized in a triclinic P-1 space group with three independent molecules in the asymmetric unit, while the compound ( 3b ) belongs to P2 1 /c space group with one molecule in the asymmetric unit. The molecule ( 3b ) differs from molecule ( 3a ) by the presence of chlorine substituent. Additionally, the imidazo-thiadiazole entity is as usual planar. Intramolecular C–H⋯N hydrogen bonding between the imidazole and the phenyl ring of the molecule can be observed in ( 3a ) & ( 3b ). The molecules of ( 3a ) are linked into two dimensional supramolecular hexagonal hydrogen bonded network sustained by C–H⋯F interaction, while those of ( 3b ) are linked by bifurcated C–H⋯N interactions. Further, the molecular packing of both the compounds is stabilized by π – π stacking interactions between the benzene and imidazo-thiadiazole ring systems.