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Lacinilene C 7-methyl ether
The title compound, C(16)H(20)O(3) [systematic name: 1-hydroxy-7-methoxy-1,6-dimethyl-4-(propan-2-yl)naphthalen-2(1H)-one], is a sesquiterpene isolated from foliar tissues of the cotton plant and is of interest with respect to its antibacterial properties. Its phenyl ring is ideally planar, and...
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/PMC3884496/ https://www.ncbi.nlm.nih.gov/pubmed/24427033 http://dx.doi.org/10.1107/S1600536813021430 |
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author | Uzbekov, Vyacheslav V. Talipov, Samat A. Ibragimov, Bakhtiyar T. Stipanovic, Robert D. Bell, Alois A. |
author_facet | Uzbekov, Vyacheslav V. Talipov, Samat A. Ibragimov, Bakhtiyar T. Stipanovic, Robert D. Bell, Alois A. |
author_sort | Uzbekov, Vyacheslav V. |
collection | PubMed |
description | The title compound, C(16)H(20)O(3) [systematic name: 1-hydroxy-7-methoxy-1,6-dimethyl-4-(propan-2-yl)naphthalen-2(1H)-one], is a sesquiterpene isolated from foliar tissues of the cotton plant and is of interest with respect to its antibacterial properties. Its phenyl ring is ideally planar, and the maximum of deviation in the second ring is 0.386 (3) Å. The hydroxy group and the methyl group are oriented in an equatorial fashion and axial, respectively, to the second ring. In the crystal, inversion dimers are formed through pairs of O—H⋯O hydrogen bonds. Weak C—H⋯O hydrogen bonds link the dimers into columns along the c axis. These columns form a crystal structure with a crystal packing factor of 0.66. |
format | Online Article Text |
id | pubmed-3884496 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38844962014-01-14 Lacinilene C 7-methyl ether Uzbekov, Vyacheslav V. Talipov, Samat A. Ibragimov, Bakhtiyar T. Stipanovic, Robert D. Bell, Alois A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(20)O(3) [systematic name: 1-hydroxy-7-methoxy-1,6-dimethyl-4-(propan-2-yl)naphthalen-2(1H)-one], is a sesquiterpene isolated from foliar tissues of the cotton plant and is of interest with respect to its antibacterial properties. Its phenyl ring is ideally planar, and the maximum of deviation in the second ring is 0.386 (3) Å. The hydroxy group and the methyl group are oriented in an equatorial fashion and axial, respectively, to the second ring. In the crystal, inversion dimers are formed through pairs of O—H⋯O hydrogen bonds. Weak C—H⋯O hydrogen bonds link the dimers into columns along the c axis. These columns form a crystal structure with a crystal packing factor of 0.66. International Union of Crystallography 2013-08-07 /pmc/articles/PMC3884496/ /pubmed/24427033 http://dx.doi.org/10.1107/S1600536813021430 Text en © Uzbekov 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 Uzbekov, Vyacheslav V. Talipov, Samat A. Ibragimov, Bakhtiyar T. Stipanovic, Robert D. Bell, Alois A. Lacinilene C 7-methyl ether |
title | Lacinilene C 7-methyl ether |
title_full | Lacinilene C 7-methyl ether |
title_fullStr | Lacinilene C 7-methyl ether |
title_full_unstemmed | Lacinilene C 7-methyl ether |
title_short | Lacinilene C 7-methyl ether |
title_sort | lacinilene c 7-methyl ether |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884496/ https://www.ncbi.nlm.nih.gov/pubmed/24427033 http://dx.doi.org/10.1107/S1600536813021430 |
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