H. Choi, Pil Ja Seo, B. Son
Jul 29, 2009
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Journal
Acta Crystallographica Section E: Structure Reports Online
Abstract
In the title compound, C24H15BrO2S, the sulfinyl O atom and the phenyl group of the phenylsulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic naphthofuran system [81.77 (6)°] and is tilted slightly towards it. The 4-bromophenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 31.12 (4)°. In the crystal structure, non-classical intermolecular C—H⋯O and C—H⋯Br hydrogen bonds are observed. The crystal structure also exhibits aromatic π–π interactions between the furan ring and the central benzene ring of the adjacent naphthofuran system [centroid–centroid distance = 3.768 (3) Å]. In addition, intermolecular C—Br⋯π interactions [3.866 (2) Å] between the Br atom and the phenyl ring of the phenylsulfinyl substituent are present.