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Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate
The title compound, C(13)H(16)O(4), was isolated from culture extracts of the endophytic fungus Cephalosporium sp. The ester and ether substituents are twisted only slightly out of the benzene ring plane, making dihedral angles of 2.16 (2) and 3.63 (5)°, respectively. The non-H atoms of all three su...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968826/ https://www.ncbi.nlm.nih.gov/pubmed/21582468 http://dx.doi.org/10.1107/S160053680900806X |
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author | Wei, Mei-yan Liu, Zhen Zhang, Xiu-li Shao, Chang-lun Wang, Chang-yun |
author_facet | Wei, Mei-yan Liu, Zhen Zhang, Xiu-li Shao, Chang-lun Wang, Chang-yun |
author_sort | Wei, Mei-yan |
collection | PubMed |
description | The title compound, C(13)H(16)O(4), was isolated from culture extracts of the endophytic fungus Cephalosporium sp. The ester and ether substituents are twisted only slightly out of the benzene ring plane, making dihedral angles of 2.16 (2) and 3.63 (5)°, respectively. The non-H atoms of all three substituents are almost coplanar with the benzene ring, with an r.m.s. deviation of 0.0284 Å from the mean plane through all non-H atoms in the structure. A weak intramolecular O—H⋯O hydrogen bond contributes to this conformation. In the crystal structure, molecules are linked into a one-dimensional chain by intermolecular O—H⋯O hydrogen bonds. Weak non-classical C—H⋯π contacts are also observed in the structure. |
format | Text |
id | pubmed-2968826 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29688262010-12-30 Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate Wei, Mei-yan Liu, Zhen Zhang, Xiu-li Shao, Chang-lun Wang, Chang-yun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(16)O(4), was isolated from culture extracts of the endophytic fungus Cephalosporium sp. The ester and ether substituents are twisted only slightly out of the benzene ring plane, making dihedral angles of 2.16 (2) and 3.63 (5)°, respectively. The non-H atoms of all three substituents are almost coplanar with the benzene ring, with an r.m.s. deviation of 0.0284 Å from the mean plane through all non-H atoms in the structure. A weak intramolecular O—H⋯O hydrogen bond contributes to this conformation. In the crystal structure, molecules are linked into a one-dimensional chain by intermolecular O—H⋯O hydrogen bonds. Weak non-classical C—H⋯π contacts are also observed in the structure. International Union of Crystallography 2009-03-11 /pmc/articles/PMC2968826/ /pubmed/21582468 http://dx.doi.org/10.1107/S160053680900806X Text en © Wei 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 Wei, Mei-yan Liu, Zhen Zhang, Xiu-li Shao, Chang-lun Wang, Chang-yun Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
title | Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
title_full | Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
title_fullStr | Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
title_full_unstemmed | Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
title_short | Methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
title_sort | methyl 3-hydroxy-4-(3-methylbut-2-enyloxy)benzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968826/ https://www.ncbi.nlm.nih.gov/pubmed/21582468 http://dx.doi.org/10.1107/S160053680900806X |
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