Crystal structure and Hirshfeld surface analysis of (E)-3-(3-iodophenyl)-1- (4-iodophenyl)prop-2-en-1-one

Kieran Spruce, Charlie Hall*, Jason L Potticary, Natalie E Pridmore, Matthew Cremeens, Gemma D'Ambrusco, Masaomi Matsumoto, Gabrielle Warren, Stephen Warren, Simon R Hall

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

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The molecular structure of the title compound, C15H10I2O, consists of two iodine substituted rings, one para-substituted and the other meta-substituted where both rings are linked through a prop-2-en-1-one spacer. The mean planes of the 3-iodophenyl and the 4-iodophenyl groups within the crystal are twisted by 46.92o. Calculated electrostatic surfaces show the presences of σ-holes on both substituted iodines, causing an interaction which is stronger than expected intermolecular interactions. It is seen in the fingerprint plots of the Hirshfeld surface analysis that the distance between iodine atoms is shorter than expected. Type II halogen bonding causes layering of substituted chalcone molecules with periodic iodine channels throughout the crystal parallel to [001]. The crystal structure is stabilized by weak intermolecular C···H interactions along [001]. Hirshfeld surface analysis showed that the most significant contacts are C···H/H···C (31.9%), followed by H···H (21.4%), I···H/H···I (18.4%). I···I (14.5%), O···H/H···O (8.1%).
Original languageEnglish
Pages (from-to)72-76
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Issue number1
Publication statusPublished - 1 Jan 2020

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