Date Published: February 01, 2012
Publisher: International Union of Crystallography
Author(s): Saba Ahmad, Muhammad Akhyar Farrukh, Fahim Ashraf Qureshi, Islam Ullah Khan, Mehmet Akkurt.
In the title compound, C11H16N2O3S, the S atom has a distorted tetrahedral geometry [maximum deviation: O—S—O = 119.48 (15)°]. The dihedral angles between the benzene ring and its propylsulfonamide and methylamide substituents are 71.8 (2) and 5.8 (1)°, respectively. In the crystal, molecules are linked by Nm—H⋯Os (m = methylamide and s = sulfonamide) hydrogen bonds, forming C(8) chains along the a axis. The two molecule chains are connected by N—H⋯O hydrogen bonds, generating R32(18) rings. The crystal packing is further stabilized by weak intermolecular C—H⋯O hydrogen bonds.
For background to sulfonamides, see: Adams (2001 ▶); Ahrens (1996 ▶); Betts et al. (2003 ▶); Faryal et al. (2011 ▶); Mayers (2009 ▶); Root (1999 ▶). For related structures, see: Faryal et al. (2011 ▶); Ahmad et al. (2011a ▶,b ▶). For computation of ring patterns formed by hydrogen bonds in crystal structures, see: Etter et al. (1990 ▶); Bernstein et al. (1995 ▶); Motherwell et al. (1999 ▶).