“Conformational lock” via unusual intramolecular C–F⋯OC and C–H⋯Cl–C parallel dipoles observed in in situ cryocrystallized liquids

Abstract

We report an unusual intramolecular C-FO[double bond, length as m-dash]C and C-HCl-C parallel dipole-dipole alignment which "locks" the molecular conformation of cryocrystallized liquids towards planarity where the diatropic ring current establishes the existence of aromaticity in the five-membered ring associated with FO contact. Topological analysis establishes the bonding interaction between [F, O] and [H, Cl].