1-(4-Chlorophenylsulfonyl)-5-(4-fluorophenyl)-5-methylimidazolidine-2,4-dione

• Main Authors: Abid Hussain, Shahid Hameed, Helen Stoeckli-Evans
• Format: Article
• Language: English
• Published: International Union of Crystallography 2009-04-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S160053680901037X

The title compound, C16H12ClFN2O4S, crystallizes with two independent molecules (A and B) in the asymmetric unit. The two molecules are U-shaped with similar geometries and conformations. The mean planes through the benzene rings are inclined to one another by 6.07 (8)° in molecule A and 8.67 (8)° in molecule B. They are separated with a centroid–centroid distance of 3.9096 (10) Å in molecule A and 3.9118 (10) Å in molecule B. Molecules A and B lie adjacent to one another, with a centroid–centroid distance of 3.7592 (10) Å between the fluorophenyl ring of molecule A and the chlorophenylsulfonyl ring of molecule B and with a dihedral angle of 5.75 (8)° between the ring planes. In the crystal structure, A and B molecules are linked by N—H...O hydrogen bonds, forming centrosymmetric dimers. These dimers stack along the [110] direction and are linked by C—H...O and C—H...F interactions. There are also some short halide...halide contacts [Cl...F = 3.0499 (14) and 3.1224 (13) Å, and F...F = 3.0612 (17) Å].