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Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone

The title compound, C(9)H(10)O(3), is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intra­molecular O—H⋯O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, mol­ecules are...

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Detalles Bibliográficos
Autores principales: Prabpai, Samran, Kongsaeree, Palangpon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571424/
https://www.ncbi.nlm.nih.gov/pubmed/26396824
http://dx.doi.org/10.1107/S2056989015013468
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author Prabpai, Samran
Kongsaeree, Palangpon
author_facet Prabpai, Samran
Kongsaeree, Palangpon
author_sort Prabpai, Samran
collection PubMed
description The title compound, C(9)H(10)O(3), is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intra­molecular O—H⋯O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, mol­ecules are linked by hydrogen bonds involving the 4-phenolic H atom and a symmetry-related carbonyl O atom of a neighboring mol­ecule, resulting in extended supra­molecular chains along the a-axis direction. Aromatic π–π stacking inter­actions between the nearly parallel benzene rings of adjacent chains [centroid–centroid distance = 3.7478 (8) Å] further stabilize the three-dimensional supra­molecular framework.
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spelling pubmed-45714242015-09-22 Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone Prabpai, Samran Kongsaeree, Palangpon Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(9)H(10)O(3), is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intra­molecular O—H⋯O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, mol­ecules are linked by hydrogen bonds involving the 4-phenolic H atom and a symmetry-related carbonyl O atom of a neighboring mol­ecule, resulting in extended supra­molecular chains along the a-axis direction. Aromatic π–π stacking inter­actions between the nearly parallel benzene rings of adjacent chains [centroid–centroid distance = 3.7478 (8) Å] further stabilize the three-dimensional supra­molecular framework. International Union of Crystallography 2015-07-29 /pmc/articles/PMC4571424/ /pubmed/26396824 http://dx.doi.org/10.1107/S2056989015013468 Text en © Prabpai and Kongsaeree 2015 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 Data Reports
Prabpai, Samran
Kongsaeree, Palangpon
Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
title Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
title_full Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
title_fullStr Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
title_full_unstemmed Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
title_short Crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
title_sort crystal structure of 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571424/
https://www.ncbi.nlm.nih.gov/pubmed/26396824
http://dx.doi.org/10.1107/S2056989015013468
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