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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3793836 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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