Crystal structure and Hirshfeld surface analysis of (E)-3-(2-chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one

The mol­ecular structure of the title compound, C(13)H(7)Cl(3)OS, consists of a 2,5- di­chloro­thio­phene ring and a 2-chloro­phenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-di­chloro­thio­phene and 2-chloro­phenyl rings is 9.69 (12)°. The mol­ecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The mol­ecular conformation is stabilized by two intra­molecular C—H⋯Cl contacts and one intra­molecular C—H⋯O contact, forming S(5)S(5)S(6) ring motifs. In the crystal, the mol­ecules are linked along the a-axis direction through van der Waals forces and along the b axis by face-to-face π-stacking between the thio­phene rings and between the benzene rings of neighbouring mol­ecules, forming corrugated sheets lying parallel to the bc plane. The inter­molecular inter­actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl⋯H/ H⋯Cl (28.6%), followed by C⋯H/H⋯C (11.9%), C⋯C (11.1%), H⋯H (11.0%), Cl⋯Cl (8.1%), O⋯H/H⋯O (8.0%) and S⋯H/H⋯S (6.6%).