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2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan
In the title compound, C(24)H(15)BrO(2)S, the sulfinyl O atom and the phenyl group of the phenylsulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic naphthofuran system [81.77 (6)°] and is ti...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977400/ https://www.ncbi.nlm.nih.gov/pubmed/21583685 http://dx.doi.org/10.1107/S1600536809029250 |
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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 | In the title compound, C(24)H(15)BrO(2)S, the sulfinyl O atom and the phenyl group of the phenylsulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic naphthofuran system [81.77 (6)°] and is tilted slightly towards it. The 4-bromophenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 31.12 (4)°. In the crystal structure, non-classical intermolecular C—H⋯O and C—H⋯Br hydrogen bonds are observed. The crystal structure also exhibits aromatic π–π interactions between the furan ring and the central benzene ring of the adjacent naphthofuran system [centroid–centroid distance = 3.768 (3) Å]. In addition, intermolecular C—Br⋯π interactions [3.866 (2) Å] between the Br atom and the phenyl ring of the phenylsulfinyl substituent are present. |
format | Text |
id | pubmed-2977400 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29774002010-12-30 2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan Choi, Hong Dae Seo, Pil Ja Son, Byeng Wha Lee, Uk Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(24)H(15)BrO(2)S, the sulfinyl O atom and the phenyl group of the phenylsulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic naphthofuran system [81.77 (6)°] and is tilted slightly towards it. The 4-bromophenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 31.12 (4)°. In the crystal structure, non-classical intermolecular C—H⋯O and C—H⋯Br hydrogen bonds are observed. The crystal structure also exhibits aromatic π–π interactions between the furan ring and the central benzene ring of the adjacent naphthofuran system [centroid–centroid distance = 3.768 (3) Å]. In addition, intermolecular C—Br⋯π interactions [3.866 (2) Å] between the Br atom and the phenyl ring of the phenylsulfinyl substituent are present. International Union of Crystallography 2009-07-29 /pmc/articles/PMC2977400/ /pubmed/21583685 http://dx.doi.org/10.1107/S1600536809029250 Text en © Choi et al. 2009 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-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
title | 2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
title_full | 2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
title_fullStr | 2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
title_full_unstemmed | 2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
title_short | 2-(4-Bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
title_sort | 2-(4-bromophenyl)-1-(phenylsulfinyl)naphtho[2,1-b]furan |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977400/ https://www.ncbi.nlm.nih.gov/pubmed/21583685 http://dx.doi.org/10.1107/S1600536809029250 |
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