2-(4-Bromo-phen-yl)-1-(phenyl-sulfin-yl)naphtho[2,1-b]furan
Abstract:
In the title compound, C(24)H(15)BrO(2)S, the sulfinyl O atom and the phenyl group of the phenyl-sulfinyl 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-bromo-phenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 31.12 (4)°. In the crystal structure, non-classical inter-molecular C-H⋯O and C-H⋯Br hydrogen bonds are observed. The crystal structure also exhibits aromatic π-π inter-actions between the furan ring and the central benzene ring of the adjacent naphthofuran system [centroid-centroid distance = 3.768 (3) Å]. In addition, inter-molecular C-Br⋯π inter-actions [3.866 (2) Å] between the Br atom and the phenyl ring of the phenyl-sulfinyl substituent are present.
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