Research Article: 2,2-Diphenyl-N-(1,3-thia­zol-2-yl)acetamide

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Chin Wei Ooi, Prakash S. Nayak, B. Narayana, B. K. Sarojini.


In the title mol­ecule, C17H14N2OS, the mean plane of the acetamide group forms dihedral angles of 75.79 (5), 81.85 (6) and 12.32 (5)° with the two phenyl rings and the thia­zole ring, respectively. In the crystal, N—H⋯N hydrogen bonds link pairs of mol­ecules into inversion dimers with R22(8) ring motifs. The crystal packing is further stabilized by C—H⋯π inter­actions and by π–π inter­actions with a centroid–centroid distance of 3.6977 (5) Å.

Partial Text

For the structural similarity of N-substituted 2-aryl­acetamides to the lateral chain of natural benzyl­penicillin, see: Mijin & Marinkovic (2006 ▶); Mijin et al. (2008 ▶). For the coordination abilities of amides, see: Wu et al. (2008 ▶,2010 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For related structures, see: Praveen et al. (2011a ▶,b ▶,c ▶); Fun et al. (2011a ▶,b ▶). For standard bond-length data, see: Allen et al. (1987 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).