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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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 |
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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 |
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