Acta Crystallographica Section B

Structural Science

Volume 58, Part 5 (October 2002)

research papers

Acta Cryst. (2002). B58, 823-834 [ doi:10.1107/S0108768102011928 ]

Structures of three substituted arenesulfonamides from X-ray powder diffraction data using the differential evolution technique

M. Tremayne, C. C. Seaton and C. Glidewell

Abstract: The structures of three substituted arenesulfonamides have been solved from laboratory X-ray powder diffraction data, using a new direct-space structure solution method based on a differential evolution algorithm, and refined by the Rietveld method. In 2-toluenesulfonamide, C₇H₉NO₂S (I) (tetragonal I4₁/a, Z = 16), the molecules are linked by N-HO=S hydrogen bonds into a three-dimensional framework. In 3-nitrobenzenesulfonamide, C₆H₆N₂O₄S (II) (monoclinic P2₁, Z = 2), N-HO=S hydrogen bonds produce molecular ladders, which are linked into sheets by C-HO=S hydrogen bonds: the nitro group does not participate in the hydrogen bonding. Molecules of 4-nitrobenzenesulfonamide, C₆H₆N₂O₄S (III) (monoclinic P2₁/n, Z = 4), are linked into sheets by four types of hydrogen bond, N-HO=S, N-HO(nitro), C-HO=S and C-HO(nitro), and the sheets are weakly linked by aromatic [pi] [pi] stacking interactions.

Keywords: X-ray powder diffraction data; direct-space structure solution method; differential evolution algorithm; substituted arenesulfonamides.