Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Wei, Mei-yan, Liu, Zhen, Zhang, Xiu-li, Shao, Chang-lun, Wang, Chang-yun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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
_version_ 1782189978322731008
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
work_keys_str_mv AT weimeiyan methyl3hydroxy43methylbut2enyloxybenzoate
AT liuzhen methyl3hydroxy43methylbut2enyloxybenzoate
AT zhangxiuli methyl3hydroxy43methylbut2enyloxybenzoate
AT shaochanglun methyl3hydroxy43methylbut2enyloxybenzoate
AT wangchangyun methyl3hydroxy43methylbut2enyloxybenzoate