2-(4-Fluorophenyl)-5-iodo-7-methyl-3-phenylsulfinyl-1-benzofuran

Hong Dae Choi,Pil Ja Seo,Uk Lee

doi:10.1107/s1600536813011793

Abstract

In the title compound, C21H14FIO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.007 (1) Å] of the benzofuran fragment and the pendant 4-fluorophenyl and phenyl rings are 3.66 (7) and 82.37 (6)°, respectively. In the crystal, molecules are linked by pairs of C—H⋯I hydrogen bonds into centrosymmetric dimers, which are further packed into stacks along the b axis by C—H⋯O hydrogen bonds. In addition, the stacked molecules exhibit inversion-related S⋯O contacts [2.9627 (14) Å] involving the sulfinyl groups.

Highlights

C21H14FIO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.007 (1) Å] of the benzofuran fragment and the pendant 4-fluorophenyl and phenyl rings are 3.66 (7) and 82.37 (6), respectively
Molecules are linked by pairs of C—H I hydrogen bonds into centrosymmetric dimers, which are further packed into stacks along the b axis by C—H O hydrogen bonds
As a part of our continuing study of 5-iodo-3-phenylsulfinyl-1-benzofuran derivatives containing phenyl (Choi et al, 2009) and 4-fluorophenyl (Choi et al, 2012) substituents in 2-position, we report the crystal structure of the title compound

Summary

Structure Reports

Department of Chemistry, Dongeui University, San 24 Kaya-dong, Busanjin-gu, Busan 614-714, Republic of Korea, and bDepartment of Chemistry, Pukyong R factor = 0.023; wR factor = 0.062; data-to-parameter ratio = 18.7. In the title compound, C21H14FIO2S, the dihedral angles between the mean plane [r.m.s. deviation = 0.007 (1) Å] of the benzofuran fragment and the pendant 4-fluorophenyl and phenyl rings are 3.66 (7) and 82.37 (6) , respectively. In the crystal, molecules are linked by pairs of C—H I hydrogen bonds into centrosymmetric dimers, which are further packed into stacks along the b axis by C—H O hydrogen bonds. In addition, the stacked molecules exhibit inversion-related S O contacts [2.9627 (14) Å] involving the sulfinyl groups.

Related literature

Bruker SMART APEXII CCD diffractometer

Crystal data

Findings

Special details