Date Published: July 01, 2012
Publisher: International Union of Crystallography
Author(s): Hoong-Kun Fun, Tze Shyang Chia, Mahesh Padaki, Arun M. Isloor, A. F. Ismail.
The asymmetric unit of the title compound, C21H18O2S, consists of two crystallographically independent molecules (A and B). The molecules exist in a trans conformation with respect to the central C=C bond. The naphthalene ring system makes dihedral angles of 51.62 (12) (molecule A) and 52.69 (12)° (molecule B) with the benzene ring. In molecule A, the prop-2-en-1-one group forms dihedral angles of 22.84 (15) and 29.02 (12)° with the adjacent naphthalene ring system and benzene ring, respectively, whereas the corresponding angles are 30.04 (12) and 23.33 (12)° in molecule B. In the crystal, molecules are linked by intermolecular C—H⋯O hydrogen bonds into head-to-tail chains along the a axis. The crystal packing also features C—H⋯π interactions. The crystal studied was a pseudo-merohedral twin with twin law (100 0-10 00-1) and a refined component ratio of 0.6103 (16):0.3897 (16).
For the preparation and applications of chalcones, see: Mori et al. (2003 ▶); Kumar et al. (2006 ▶); Amir et al. (2008 ▶); Atwal et al. (1990 ▶). For a related structure, see: Kobkeatthawin et al. (2011 ▶). For reference bond lengths, see: Allen et al. (1987 ▶). For stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).