Date Published: February 01, 2012
Publisher: International Union of Crystallography
Author(s): Hong Dae Choi, Pil Ja Seo, Uk Lee.
In the title compound, C21H21BrO3S, the cyclohexyl ring adopts a chair conformation. The 4-bromophenyl ring makes a dihedral angle of 80.88 (6)° with the mean plane of the benzofuran fragment. An intramolecular C—H⋯O hydrogen bond is formed between an O atom of the sulfonyl group and one H atom of the aromatic ring such that a five-membered ring is formed. The crystal packing is stabilized by an intermolecular C—H⋯O hydrogen bond, which links the molecules into chains with graph-set notation C(6) running parallel to the c axis, and π–π stacking interactions [centroid–centroid distance = 3.6129 (12) Å].
For the biological activity of benzofuran compounds, see: Aslam et al. (2009 ▶); Galal et al. (2009 ▶); Khan et al. (2005 ▶). For natural products with benzofuran rings, see: Akgul & Anil (2003 ▶); Soekamto et al. (2003 ▶). For the crystal structures of related compounds, see: Choi et al. (2011 ▶); Seo et al. (2011 ▶). For puckering parameters, see: Cremer & Pople (1975 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶).