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2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran

The title compound, C(16)H(13)IO(2)S, was prepared by the oxidation of 2-(4-iodo­phen­yl)-5-methyl-3-methyl­sulfanyl-1-benzofuran with 3-chloro­peroxy­benzoic acid. The 4-iodo­phenyl ring makes a dihedral angle of 37.97 (9)° with the plane of the benzofuran fragment, and the O atom and the methyl gr...

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Detalles Bibliográficos
Autores principales: Choi, Hong Dae, Seo, Pil Ja, Son, Byeng Wha, Lee, Uk
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961388/
https://www.ncbi.nlm.nih.gov/pubmed/21202580
http://dx.doi.org/10.1107/S1600536808013706
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author Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_facet Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
author_sort Choi, Hong Dae
collection PubMed
description The title compound, C(16)H(13)IO(2)S, was prepared by the oxidation of 2-(4-iodo­phen­yl)-5-methyl-3-methyl­sulfanyl-1-benzofuran with 3-chloro­peroxy­benzoic acid. The 4-iodo­phenyl ring makes a dihedral angle of 37.97 (9)° with the plane of the benzofuran fragment, and the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of this plane. The mol­ecular packing is stabilized by C—H⋯π inter­actions between H atoms on the 4-iodo­phenyl ring and the benzofuran rings, and by an I⋯O halogen bond of 3.252 (2) Å with a nearly linear C—I⋯O angle of 163.06 (8)°. In addition, the stacked mol­ecules exhibit inversion-related S⋯O contacts [3.209 (2) Å] involving the sulfinyl groups.
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spelling pubmed-29613882010-12-30 2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran Choi, Hong Dae Seo, Pil Ja Son, Byeng Wha Lee, Uk Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(13)IO(2)S, was prepared by the oxidation of 2-(4-iodo­phen­yl)-5-methyl-3-methyl­sulfanyl-1-benzofuran with 3-chloro­peroxy­benzoic acid. The 4-iodo­phenyl ring makes a dihedral angle of 37.97 (9)° with the plane of the benzofuran fragment, and the O atom and the methyl group of the methyl­sulfinyl substituent lie on opposite sides of this plane. The mol­ecular packing is stabilized by C—H⋯π inter­actions between H atoms on the 4-iodo­phenyl ring and the benzofuran rings, and by an I⋯O halogen bond of 3.252 (2) Å with a nearly linear C—I⋯O angle of 163.06 (8)°. In addition, the stacked mol­ecules exhibit inversion-related S⋯O contacts [3.209 (2) Å] involving the sulfinyl groups. International Union of Crystallography 2008-05-10 /pmc/articles/PMC2961388/ /pubmed/21202580 http://dx.doi.org/10.1107/S1600536808013706 Text en © Choi et al. 2008 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Choi, Hong Dae
Seo, Pil Ja
Son, Byeng Wha
Lee, Uk
2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
title 2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
title_full 2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
title_fullStr 2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
title_full_unstemmed 2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
title_short 2-(4-Iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
title_sort 2-(4-iodo­phen­yl)-5-methyl-3-methyl­sulfinyl-1-benzofuran
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961388/
https://www.ncbi.nlm.nih.gov/pubmed/21202580
http://dx.doi.org/10.1107/S1600536808013706
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