Research Article: (2Z)-2-{[N-(2-Formyl­phen­yl)-4-methyl­benzene­sulfonamido]­meth­yl}-3-(4-methyl­phen­yl)prop-2-ene­nitrile

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): D. Kannan, M. Bakthadoss, R. Madhanraj, S. Murugavel.


In the title compound, C25H22N2O3S, the sulfonyl-bound benzene ring forms dihedral angles of 36.8 (2) and 81.4 (2)°, respectively, with the formyl­benzene and methyl­benzene rings. The mol­ecular conformation is stabilized by an intra­molecular C—H⋯O hydrogen bond, which generates an S(5) ring motif. The crystal packing is stabilized by C—H⋯O hydrogen bonds, which generate C(11) chains along the b axis. The crystal packing is further stabilized by π–π inter­actions [centroid–centroid distance = 3.927 (2) Å].

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For background to the pharmacological uses of sulfonamides, see: Korolkovas (1988 ▶); Mandell & Sande (1992 ▶). For related structures, see: Madhanraj et al. (2012 ▶); Aziz-ur-Rehman et al. (2010 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).