Crystal structure and Hirshfeld surface analysis of a bromochalcone: (E)-1-(3-bromophenyl)-3-(2,6-dichiorophenyuprop-2-en-1-one

In the title chalcone derivative, C15H9BrCl2O, the aryl rings are inclined to each by 14.49 (17)degrees, and the configuration about the C=C bond is E. There is a short intramolecular C-H center dot center dot center dot Cl contact present resulting in the formation of an S(6) ring motif. In the crystal, the shortest intermolecular contacts are Cl center dot center dot center dot O contacts [3.173 (3) angstrom] that link the molecules to form a 2(1) helix propagating along the b-axis direction. The helices stack up the short crystallographic a axis, and are linked by offset pi-pi interactions [intercentroid distance = 3.983 (1) angstrom], forming layers lying parallel to the ab plane. A quantification of the intermolecular contacts in the crystal were estimated using Hirshfeld surface analysis and two-dimensional fingerprint plots.