Cargando…

Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol

The title compound, C(15)H(24)O(2), is an example of a phenol-based pendant-arm precursor. In the mol­ecule, the phenol hy­droxy group participates in an intra­molecular O—H⋯O hydrogen bond with the pendant alcohol group, forming an S(6) ring. This ring adopts a half-chair conformation. In the cryst...

Descripción completa

Detalles Bibliográficos
Autores principales: Aranburu Leiva, Ane I., Benjamin, Sophie L., Langley, Stuart K., Mewis, Ryan E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095846/
https://www.ncbi.nlm.nih.gov/pubmed/27840721
http://dx.doi.org/10.1107/S2056989016016753
_version_ 1782465360360898560
author Aranburu Leiva, Ane I.
Benjamin, Sophie L.
Langley, Stuart K.
Mewis, Ryan E.
author_facet Aranburu Leiva, Ane I.
Benjamin, Sophie L.
Langley, Stuart K.
Mewis, Ryan E.
author_sort Aranburu Leiva, Ane I.
collection PubMed
description The title compound, C(15)H(24)O(2), is an example of a phenol-based pendant-arm precursor. In the mol­ecule, the phenol hy­droxy group participates in an intra­molecular O—H⋯O hydrogen bond with the pendant alcohol group, forming an S(6) ring. This ring adopts a half-chair conformation. In the crystal, O—H⋯O hydrogen bonds connect mol­ecules related by the 3(1) screw axes, forming chains along the c axis. The C—C—O angles for the hy­droxy groups are different as a result of the type of hybridization for the C atoms that are involved in these angles. The C—C—O angle for the phenol hy­droxy group is 119.21 (13)°, while the angle within the pendant alcohol is 111.99 (13)°. The bond length involving the phenolic oxygen is 1.3820 (19) Å, which contrasts with that of the alcoholic oxygen which is 1.447 (2) Å. The former is conjugated with the aromatic ring and so leads to the observed shorter bond length.
format Online
Article
Text
id pubmed-5095846
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-50958462016-11-11 Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol Aranburu Leiva, Ane I. Benjamin, Sophie L. Langley, Stuart K. Mewis, Ryan E. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(15)H(24)O(2), is an example of a phenol-based pendant-arm precursor. In the mol­ecule, the phenol hy­droxy group participates in an intra­molecular O—H⋯O hydrogen bond with the pendant alcohol group, forming an S(6) ring. This ring adopts a half-chair conformation. In the crystal, O—H⋯O hydrogen bonds connect mol­ecules related by the 3(1) screw axes, forming chains along the c axis. The C—C—O angles for the hy­droxy groups are different as a result of the type of hybridization for the C atoms that are involved in these angles. The C—C—O angle for the phenol hy­droxy group is 119.21 (13)°, while the angle within the pendant alcohol is 111.99 (13)°. The bond length involving the phenolic oxygen is 1.3820 (19) Å, which contrasts with that of the alcoholic oxygen which is 1.447 (2) Å. The former is conjugated with the aromatic ring and so leads to the observed shorter bond length. International Union of Crystallography 2016-10-25 /pmc/articles/PMC5095846/ /pubmed/27840721 http://dx.doi.org/10.1107/S2056989016016753 Text en © Aranburu Leiva et al. 2016 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 Research Communications
Aranburu Leiva, Ane I.
Benjamin, Sophie L.
Langley, Stuart K.
Mewis, Ryan E.
Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
title Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
title_full Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
title_fullStr Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
title_full_unstemmed Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
title_short Crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
title_sort crystal structure of 2,4-di-tert-butyl-6-(hy­droxy­methyl)­phenol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095846/
https://www.ncbi.nlm.nih.gov/pubmed/27840721
http://dx.doi.org/10.1107/S2056989016016753
work_keys_str_mv AT aranburuleivaanei crystalstructureof24ditertbutyl6hydroxymethylphenol
AT benjaminsophiel crystalstructureof24ditertbutyl6hydroxymethylphenol
AT langleystuartk crystalstructureof24ditertbutyl6hydroxymethylphenol
AT mewisryane crystalstructureof24ditertbutyl6hydroxymethylphenol