Crystal structure and Hirshfeld surface analysis of 3-(3-hydroxyphenyl)-1-(1H-pyrrol-2-yl)prop-2-en-1-one hemihydrate

Abstract

High-quality single crystals of the title compound, 2C13H11NO2·H2O, were grown and a structural analysis was performed. The asymmetric unit comprises one molecule of 3-(3-hydroxyphenyl)-1-(1H-pyrrol-2-yl)prop-2-en-1-one (3HPPP), which was recently discovered to be a promising anti-MRSA candidate, and a half-molecule of water. The compound crystallizes in the monoclinic space group P2/c. The crystal structure features intermolecular pyrrole-N—H...O (water), carbonyl/keto-C—O...H—O-phenol and phenol-C—O...H (water) hydrogen bonds, which help to consolidate the crystal packing. A Hirshfeld surface analysis for the components in the asymmetric unit showed that H...H (40.9%) and H...C/C...H (32.4%) contacts make the largest contributions to the intermolecular interactions of 3HPPP. Considering the presence of water, in its vicinity H...O/O...H and H...C/C...H are the most significant contacts, contributing 48.7 and 29.8%, respectively.

Keywords

• chalcone
• pyrrole-derived chalcone
• pyrrole
• crystal structure
• scxrd