2-[(2Z)-Azepan-2-ylidene]-1-(4-nitrophenyl)ethanone

Abstract

The title compound, C14H16N2O3, is an NH-vinylogous amide (enaminone) produced by the reaction of 4-nitrophenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intramolecular N—H...O hydrogen bond that leads to an S(6) loop. Inversion-related molecules associate via N—H...O hydrogen bonds to form a 12-membered {...OC3NH}2 synthon.