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2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one

The title compound, C(13)H(6)Br(2)O(4), derived from xanthone, a fundamental structural framework of active ingredients in many medicinal plants, and was synthesized by bromination of 1,3-di­hydroxyxanthen-9-one with N-bromo­succinimide. The mol­ecular conformation is essentially planar, the dihedra...

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Detalles Bibliográficos
Autores principales: Huang, Shi-Wen, Yang, Zheng-Min, Huang, Fu-Ping, Qin, Jiang-Ke
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793836/
https://www.ncbi.nlm.nih.gov/pubmed/24109423
http://dx.doi.org/10.1107/S1600536813019296
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author Huang, Shi-Wen
Yang, Zheng-Min
Huang, Fu-Ping
Qin, Jiang-Ke
author_facet Huang, Shi-Wen
Yang, Zheng-Min
Huang, Fu-Ping
Qin, Jiang-Ke
author_sort Huang, Shi-Wen
collection PubMed
description The title compound, C(13)H(6)Br(2)O(4), derived from xanthone, a fundamental structural framework of active ingredients in many medicinal plants, and was synthesized by bromination of 1,3-di­hydroxyxanthen-9-one with N-bromo­succinimide. The mol­ecular conformation is essentially planar, the dihedral angle between the benzene rings being 1.1 (4)°. This conformation is favorable for the formation of an intra­molecular O—H⋯O hydrogen bond between a hy­droxy group and the xanthone carbonyl group. In the crystal, mol­ecules are associated into chains along the b-axis direction via C=O⋯H—O hydrogen bonds involving the other hy­droxy group.
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spelling pubmed-37938362013-10-09 2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one Huang, Shi-Wen Yang, Zheng-Min Huang, Fu-Ping Qin, Jiang-Ke Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(6)Br(2)O(4), derived from xanthone, a fundamental structural framework of active ingredients in many medicinal plants, and was synthesized by bromination of 1,3-di­hydroxyxanthen-9-one with N-bromo­succinimide. The mol­ecular conformation is essentially planar, the dihedral angle between the benzene rings being 1.1 (4)°. This conformation is favorable for the formation of an intra­molecular O—H⋯O hydrogen bond between a hy­droxy group and the xanthone carbonyl group. In the crystal, mol­ecules are associated into chains along the b-axis direction via C=O⋯H—O hydrogen bonds involving the other hy­droxy group. International Union of Crystallography 2013-07-31 /pmc/articles/PMC3793836/ /pubmed/24109423 http://dx.doi.org/10.1107/S1600536813019296 Text en © Huang et al. 2013 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
Huang, Shi-Wen
Yang, Zheng-Min
Huang, Fu-Ping
Qin, Jiang-Ke
2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one
title 2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one
title_full 2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one
title_fullStr 2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one
title_full_unstemmed 2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one
title_short 2,4-Di­bromo-1,3-dihy­droxy-9H-xanthen-9-one
title_sort 2,4-di­bromo-1,3-dihy­droxy-9h-xanthen-9-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793836/
https://www.ncbi.nlm.nih.gov/pubmed/24109423
http://dx.doi.org/10.1107/S1600536813019296
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