Research Article: 2-Amino-N-[3-(2-chloro­benzo­yl)-5-ethyl­thio­phen-2-yl]acetamide

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Suchada Chantrapromma, A. S. Dayananda, H. S. Yathirajan, A. R. Ramesha.


In the title compound, C15H15ClN2O2S, the 2-amino­acetamide N—C(=O)—C—N unit is approximately planar, with an r.m.s. deviation of 0.020 (4) Å. The central thio­phene ring makes dihedral angles of 7.84 (11) and 88.11 (11)°, respectively, with the 2-amino­acetamide unit and the 2-chloro­phenyl ring. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by an N—H⋯O hydrogen bond and weak C—H⋯O inter­actions into a chain along the c axis. A C—H⋯π inter­action is also present.

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For bond-length data, see: Allen et al. (1987 ▶). For related literature on hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For background to and activities of etizolam and thio­phene derivatives, see: Gewald & Schindler (1990 ▶); Jagadees Babu et al. (2011 ▶); Shafeeque et al. (1999 ▶); Nakamura & Mukasa (1992 ▶); Nakanishi et al. (1973 ▶); Ramanathan & Namboothiri (1978 ▶). For related structures, see: Dockendorff et al. (2006 ▶); Ferreira de Lima et al. (2009 ▶); Nogueira et al. (2010 ▶). For the stability of the temperature controller, see: Cosier & Glazer (1986 ▶).