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7-Bromo-1-methyl-sulfinyl-2-phenyl-naphtho[2,1-b]furan.

ABSTRACT: In the title compound, C(19)H(13)BrO(2)S, the O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane of the naphthofuran unit. The phenyl ring is rotated out of the naphthofuran plane, making a dihedral angle of 42.2?(1)°. The crystal structure is stabilized by two inter-molecular C-H?? inter-actions, and by non-classical inter-molecular C-H?O and C-H?Br hydrogen bonds.

SUBMITTER: Choi HD

PROVIDER: S-EPMC2977132 | biostudies-literature | 2009 Jul

REPOSITORIES: biostudies-literature

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7-Bromo-1-methyl-sulfinyl-2-phenyl-naphtho[2,1-b]furan.

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

Acta crystallographica. Section E, Structure reports online 20090722 Pt 8

In the title compound, C(19)H(13)BrO(2)S, the O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane of the naphthofuran unit. The phenyl ring is rotated out of the naphthofuran plane, making a dihedral angle of 42.2 (1)°. The crystal structure is stabilized by two inter-molecular C-H⋯π inter-actions, and by non-classical inter-molecular C-H⋯O and C-H⋯Br hydrogen bonds. ...[more]

PMID: 21583634

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7-Bromo-2-methyl-1-tosyl-naphtho[2,1-b]furan.

Project description:The title compound, C(20)H(15)BrO(3)S, was prepared by the oxidation of 7-bromo-2-methyl-1-(4-tolyl-sulfan-yl)naph-tho[2,1-b]furan with 3-chloro-peroxy-benzoic acid. The 4-tolyl ring makes a dihedral angle of 70.96?(6)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by aromatic ?-? stacking inter-actions, with centroid-centroid distances of 3.672?(3) and 3.858?(3)?Å between the central benzene and furan rings, and between the brominated benzene and central benzene rings of the naphthofuran system of neighbouring mol-ecules, respectively. In addition, the stacked mol-ecules exhibit C-H?? and inter- and intra-molecular C-H?O inter-actions.

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