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Propyl 2-(5-bromo-3-methyl-sulfinyl-1-benzofuran-2-yl)acetate.

ABSTRACT: In the title compound, C(14)H(15)BrO(4)S, the S atom has a distorted trigonal-pyramidal coordination. The O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The mol-ecules form slightly slipped ?-stacked inversion-symmetric dimers by inter-molecular aromatic ?-? inter-actions, with a centroid-to-centroid distance of 3.695?(4)?Å between the benzene rings of neighbouring mol-ecules. The crystal packing is further stabilized by inter-molecular C-H?? inter-actions between the methyl-ene H atoms of the propyl group towards the benzene and furan rings of neighbouring mol-ecules, respectively. Additionally, the crystal structure exhibits weak inter-molecular C-H?O hydrogen bonds.

SUBMITTER: Choi HD

PROVIDER: S-EPMC2968554 | biostudies-literature | 2009 Feb

REPOSITORIES: biostudies-literature

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Propyl 2-(5-bromo-3-methyl-sulfinyl-1-benzofuran-2-yl)acetate.

Choi Hong Dae HD Seo Pil Ja PJ Son Byeng Wha BW Lee Uk U

Acta crystallographica. Section E, Structure reports online 20090213 Pt 3

In the title compound, C(14)H(15)BrO(4)S, the S atom has a distorted trigonal-pyramidal coordination. The O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The mol-ecules form slightly slipped π-stacked inversion-symmetric dimers by inter-molecular aromatic π-π inter-actions, with a centroid-to-centroid distance of 3.695 (4) Å between the benzene rings of neighbouring mol-ecules. The crystal packing is further stabilized ...[more]

PMID: 21582183

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Project description:The title compound, C(12)H(11)ClO(4)S, was prepared by the oxidation of methyl 2-(5-chloro-3-methyl-sulfanyl-1-benzofuran-2-yl)acetate with 3-chloro-peroxy-benzoic acid. The O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment. The crystal structure is stabilized by aromatic π-π inter-actions between the benzene rings of neighbouring mol-ecules [centroid-to-centroid distance = 3.809 (2) Å], and by C-H⋯π inter-actions between a methyl H atom and the furan ring of an adjacent mol-ecule. In addition, the crystal structure exhibits inter-molecular C-H⋯O hydrogen bonds.

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