Crystal structure and Hirshfeld-surface analysis of 1-(4-fluorophenyl)-3,3-bis(methylsulfanyl)prop-2-en-1-one

The title compound, C11H11FOS2, is a fluorinated chalcone derivative with potential applications in medicinal chemistry and functional materials. The molecular structure includes a planar 4-fluorophenyl ring linked by a carbonyl group and an ethenyl spacer to an approximately planar bis(methylsulfanyl) moiety (r.m.s. deviations from planarity are 0.0106 and 0.0315 angstrom, respectively). These planar groups are twisted relative to each other, subtending a dihedral angle of 32.23 (4)degrees. The crystal packing lacks classical hydrogen bonds or aromatic pi-stacking, but molecules are connected through weaker C-H center dot center dot center dot O and C-H center dot center dot center dot S contacts into layers parallel to the ab plane and tapes extending along the b-axis direction. The 4-fluorophenyl groups on adjacent tapes interdigitate. Hirshfeld surface analysis shows that the majority (>90%) of intermolecular contacts involve hydrogen atoms.