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1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone

In the title compound, C(18)H(16)O(4), a monoprenylated xanthone, the xanthone skeleton exhibits an essentially planar conformation (r.m.s. deviation 0.0072 Å) and the isoprenyl side chain remains approximately in the mean plane of the xanthone unit, making a dihedral angle of 4.5 (2)°. The hydroxyl...

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Detalles Bibliográficos
Autores principales: Gales, Luis, Castanheiro, Raquel A. P., Pinto, Madalena M. M., Damas, Ana M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971381/
https://www.ncbi.nlm.nih.gov/pubmed/21578316
http://dx.doi.org/10.1107/S1600536809040069
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author Gales, Luis
Castanheiro, Raquel A. P.
Pinto, Madalena M. M.
Damas, Ana M.
author_facet Gales, Luis
Castanheiro, Raquel A. P.
Pinto, Madalena M. M.
Damas, Ana M.
author_sort Gales, Luis
collection PubMed
description In the title compound, C(18)H(16)O(4), a monoprenylated xanthone, the xanthone skeleton exhibits an essentially planar conformation (r.m.s. deviation 0.0072 Å) and the isoprenyl side chain remains approximately in the mean plane of the xanthone unit, making a dihedral angle of 4.5 (2)°. The hydroxyl group forms an intra­molecular O—H⋯O hydrogen bond. Moreover, there is a weak inter­molecular C—H⋯O inter­action between a ring C atom and the xanthene O atom. In the crystal structure, there are no inter­molecular hydrogen bonds and the crystallographic packing is governed by van der Waals forces, leading to an arrangement in which the mol­ecules assemble with their planes parallel to each other, having a separation of 3.6 (3) Å.
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spelling pubmed-29713812010-12-30 1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone Gales, Luis Castanheiro, Raquel A. P. Pinto, Madalena M. M. Damas, Ana M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(18)H(16)O(4), a monoprenylated xanthone, the xanthone skeleton exhibits an essentially planar conformation (r.m.s. deviation 0.0072 Å) and the isoprenyl side chain remains approximately in the mean plane of the xanthone unit, making a dihedral angle of 4.5 (2)°. The hydroxyl group forms an intra­molecular O—H⋯O hydrogen bond. Moreover, there is a weak inter­molecular C—H⋯O inter­action between a ring C atom and the xanthene O atom. In the crystal structure, there are no inter­molecular hydrogen bonds and the crystallographic packing is governed by van der Waals forces, leading to an arrangement in which the mol­ecules assemble with their planes parallel to each other, having a separation of 3.6 (3) Å. International Union of Crystallography 2009-10-13 /pmc/articles/PMC2971381/ /pubmed/21578316 http://dx.doi.org/10.1107/S1600536809040069 Text en © Gales 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
Gales, Luis
Castanheiro, Raquel A. P.
Pinto, Madalena M. M.
Damas, Ana M.
1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
title 1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
title_full 1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
title_fullStr 1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
title_full_unstemmed 1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
title_short 1-Hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
title_sort 1-hydr­oxy-3-(3-methyl­but-2-en­yloxy)xanthone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971381/
https://www.ncbi.nlm.nih.gov/pubmed/21578316
http://dx.doi.org/10.1107/S1600536809040069
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