Research Article: N-[4-(Propyl­sulfamo­yl)phen­yl]acetamide

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.

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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 ▶).