Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

The synthesis and crystal structure of the title compound, C₁₂H₁₆FNO₃S, which is related to the herbicide flufenacet, are presented. The dihedral angle between the amide group and the fluorinated benzene ring is 87.30 (5)^◦ and the N—C—C—S torsion angle defining the orientation of the methylsulfonyl substituent relative to the amide group is 106.91 (11)^◦. In the crystal, inversion-related molecules form dimers as a result of pairwise C—H․ ․ ․O hydrogen bonds, which appear to be reinforced by short O․ ․ ․π contacts [O․ ․ ․Cg = 3.0643 (11) Å]. A Hirshfeld surface analysis was used to quantify the various types of intermolecular contacts, which are dominated by H atoms.