Crystal structure and Hirshfeld surface analysis of 3-[(E)-2-(2-bromo-4,5-dimethoxyphenyl)ethenyl]-5,5-dimethylcyclohex-2-en-1-one

Abstract

In the title compound, C18H21BrO3, which represents an isophorone (3,5,5-trimethyl-2-cyclohexen-1-one) derivative, the cyclohexene ring adopts a twist-boat conformation. An intramolecular C—H...Br hydrogen bond between a methine H atom and the Br substituent at the phenyl ring leads to the stabilization of the molecular conformation. Intermolecular C—H...O hydrogen bonds as well as π–π interactions are observed in the crystal. The intermolecular interactions were quantified and analysed using Hirshfeld surface analysis, revealing that H...H interactions contribute most (46.9%) to the crystal packing.

Keywords

• cyclohexene derivatives
• intermolecular hydrogen bonds
• hirshfeld surface analysis
• crystal structure