Abstract

In the title compound, C22H17FO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.005 (1) Å] of the benzo­furan ring system and the pendant 3-fluoro­phenyl and phenyl rings are 23.92 (5) and 32.44 (5)°, respectively. In the crystal, mol­ecules are linked by two weak C—H⋯O(sulfin­yl) hydrogen bonds and a C—H⋯π inter­action, forming a sheet, which lies in the ab plane. A π–π inter­action between the benzene and furan rings of neighbouring mol­ecules [centroid–centroid distance = 3.976 (2) Å] links the mol­ecules into inversion dimers and connects adjacent sheets, resulting in a three-dimensional network.

Highlights

  • C22H17FO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.005 (1) Å] of the benzofuran ring system and the pendant 3-fluorophenyl and phenyl rings are 23.92 (5) and 32.44 (5), respectively

  • Molecules are linked by two weak C—H O(sulfinyl) hydrogen bonds and a C—H interaction, forming a sheet, which lies in the ab plane

  • As a part of our ongoing study of 5-phenyl-1-benzofuran derivatives containing 2-methyl-3-methylsulfinyl (Choi et al, 2006) and [2-(4-fluorophenyl)-3-methylsulfinyl] (Choi et al, 2010) substituents, we report the crystal structure of the title compound

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Summary

Bruker SMART APEXII CCD diffractometer

R factor = 0.046; wR factor = 0.128; data-to-parameter ratio = 18.1. Cg1 is the centroid of the C9–C14 phenyl ring. C22H17FO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.005 (1) Å] of the benzofuran ring system and the pendant 3-fluorophenyl and phenyl rings are 23.92 (5) and 32.44 (5) , respectively. Molecules are linked by two weak C—H O(sulfinyl) hydrogen bonds and a C—H interaction, forming a sheet, which lies in the ab plane. A – interaction between the benzene and furan rings of neighbouring molecules [centroid–. Centroid distance = 3.976 (2) Å] links the molecules into inversion dimers and connects adjacent sheets, resulting in a three-dimensional network

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