Research Article: Methyl (2Z)-2-({N-[2-(hy­droxy­meth­yl)phen­yl]-4-methyl­benzene­sulfonamido}­meth­yl)-3-phenyl­prop-2-enoate

Date Published: February 01, 2012

Publisher: International Union of Crystallography

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


In the title compound, C25H25NO5S, the O atom of the hy­droxy group is disordered over two positions, with occupancies of 0.820 (2) and 0.180 (2). The sulfonyl-bound benzene ring forms dihedral angles of 31.8 (1) and 60.7 (1)°, respectively, with the hy­droxy­methyl­benzene and phenyl rings. The mol­ecular conformation is stabilized by an intra­molecular O—H⋯O hydrogen bond, generating an S(8) ring motif. The crystal packing is stabilized by inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions.

Partial Text

For background to the pharmacological uses of sulfonamides, see: Korolkovas (1988 ▶); Mandell & Sande (1992 ▶). For resonance effects of acrylate, see: Merlino (1971 ▶); Varghese et al. (1986 ▶). For related structures, see: Madhanraj et al. (2011 ▶); Aziz-ur-Rehman et al. (2010 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).