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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...

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Autores principales: Choi, Hong Dae, Seo, Pil Ja, Son, Byeng Wha, Lee, Uk
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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