Crystal structure and Hirshfeld surface analysis of 3-[(E)-2-(2-bromo-4,5-di-meth-oxy-phen-yl)ethen-yl]-5,5-di-methyl-cyclo-hex-2-en-1-one

Acta Crystallogr E Crystallogr Commun. 2025 Jul 23;81(Pt 8):723-726. doi: 10.1107/S2056989025006413. eCollection 2025 Aug 1.

Abstract

In the title compound, C18H21BrO3, which represents an isophorone (3,5,5-trimethyl-2-cyclo-hexen-1-one) derivative, the cyclo-hexene ring adopts a twist-boat conformation. An intra-molecular C-H⋯Br hydrogen bond between a methine H atom and the Br substituent at the phenyl ring leads to the stabilization of the mol-ecular conformation. Inter-molecular C-H⋯O hydrogen bonds as well as π-π inter-actions are observed in the crystal. The inter-molecular inter-actions were qu-anti-fied and analysed using Hirshfeld surface analysis, revealing that H⋯H inter-actions contribute most (46.9%) to the crystal packing.

Keywords: Hirshfeld surface analysis; crystal structure; cyclo­hexene derivatives; inter­molecular hydrogen bonds.