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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...

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Autores principales: Uzbekov, Vyacheslav V., Talipov, Samat A., Ibragimov, Bakhtiyar T., Stipanovic, Robert D., Bell, Alois A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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