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

Authors
Journal
Acta Crystallographica Section E Structure Reports Online
1600-5368
Publisher
International Union of Crystallography
Publication Date
Volume
65
Issue
4
Identifiers
DOI: 10.1107/s160053680901037x
Keywords
  • Organic Papers
Disciplines
  • Mathematics

Abstract

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].

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