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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...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2961388 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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