Research Article: Ethyl 2-(3-phenyl­thio­ureido)-5,6-di­hydro-4H-cyclo­penta­[b]thio­phene-3-carboxyl­ate

Date Published: August 01, 2012

Publisher: International Union of Crystallography

Author(s): Jaismary G. B. de Oliveira, Francisco J. B. Mendonça Junior, Maria do Carmo A. de Lima, Carlos A. de Simone, Javier A. Ellena.

http://doi.org/10.1107/S1600536812029893

Abstract

In the title compound, C17H18N2O2S2, the angle between the mean plane defined by the atoms of the 5,6-dihydro-4H-cyclo­penta­[b]thio­phene moiety (r.m.s. deviation = 0.19 Å) and the phenyl ring is 72.8°(2). The mol­ecular conformation is stabilized by an intra­molecular N—H⋯O inter­action, which generates an S(6) ring motif. In the crystal, pairs of N—H⋯S hydrogen bonds link the mol­ecules to form inversion dimers with an R22(8) ring motif.

Partial Text

For background to 2-amino­thio­phene derivatives, see: Puterová et al. (2010 ▶). For the biological activity of 2-ureido- and 2-thio­ureido-thio­phene-3-carboxyl­ate derivatives, see: Arhin et al. (2006 ▶); Saeed et al. (2010 ▶). For the synthesis of 2-amino­thio­phenes, see: Gewald et al. (1966 ▶). For a related structure, see: Larson & Simonsen (1988 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).

Source:

http://doi.org/10.1107/S1600536812029893