Research Article: 7-Bromo-2-(4-fluoro­phen­yl)-1-(methyl­sulfin­yl)naphtho[2,1-b]furan

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).

Partial Text

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 ▶).




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