Date Published: May 01, 2010
Publisher: International Union of Crystallography
Author(s): Hong Dae Choi, Pil Ja Seo, Byeng Wha Son, Uk Lee.
In the title compound, C19H12BrFO2S, the O atom and the methyl group of the methylsulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The 4-fluorophenyl ring is rotated out of the naphthofuran plane, making a dihedral angle of 41.65 (7)°. In the crystal, molecules are linked by weak intermolecular C—H⋯O and C—H⋯π interactions, and a short Br⋯F contact [3.046 (2) Å] occurs. The O atom of the sulfinyl group is disordered over two positions, with refined site-occupancy factors of 0.912 (4) and 0.088 (4).
For the crystal structures of similar 7-bromo-2-phenylnaphtho[2,1-b]furan derivatives, see: Choi et al. (2006 ▶, 2009 ▶). For the biological activity of naphthofuran compounds, see: Einhorn et al. (1984 ▶); Hranjec et al. (2003 ▶); Mahadevan & Vaidya (2003 ▶).