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2-[(2-Chlorophenyl)(hydroxy)methyl]phenol
In the title compound, C(13)H(11)ClO(2), the dihedral angle between the mean planes of the 2-chlorophenyl and phenol rings is 87.4 (9)°. The methyl hydroxy group lies nearly perpendicular to the plane of its attached benzene ring [O—C—C—C torsion angle = 84.3 (3)°]. The two hydroxy groups lie on...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793743/ https://www.ncbi.nlm.nih.gov/pubmed/24109330 http://dx.doi.org/10.1107/S1600536813018667 |
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author | Prakasha, G. Jasinski, Jerry P. Brown, Jared S. Yathirajan, H. S. Ravishankara, D. K. |
author_facet | Prakasha, G. Jasinski, Jerry P. Brown, Jared S. Yathirajan, H. S. Ravishankara, D. K. |
author_sort | Prakasha, G. |
collection | PubMed |
description | In the title compound, C(13)H(11)ClO(2), the dihedral angle between the mean planes of the 2-chlorophenyl and phenol rings is 87.4 (9)°. The methyl hydroxy group lies nearly perpendicular to the plane of its attached benzene ring [O—C—C—C torsion angle = 84.3 (3)°]. The two hydroxy groups lie on the same side of the molecule and are in a slightly twisted gauche conformation [O—C—C—O torsion angle = 77.1 (8)°] to each other. In the crystal, O—H⋯O hydrogen bonds between nearby methylhydroxy groups form dimers in alternating pairs aligned diagonally along the b axis. A view along the c axis reveals a hexameric aggregate mediated by a ring of six O—H⋯O hydrogen bonds generating an R (6) (6)(12) motif loop. |
format | Online Article Text |
id | pubmed-3793743 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37937432013-10-09 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol Prakasha, G. Jasinski, Jerry P. Brown, Jared S. Yathirajan, H. S. Ravishankara, D. K. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(11)ClO(2), the dihedral angle between the mean planes of the 2-chlorophenyl and phenol rings is 87.4 (9)°. The methyl hydroxy group lies nearly perpendicular to the plane of its attached benzene ring [O—C—C—C torsion angle = 84.3 (3)°]. The two hydroxy groups lie on the same side of the molecule and are in a slightly twisted gauche conformation [O—C—C—O torsion angle = 77.1 (8)°] to each other. In the crystal, O—H⋯O hydrogen bonds between nearby methylhydroxy groups form dimers in alternating pairs aligned diagonally along the b axis. A view along the c axis reveals a hexameric aggregate mediated by a ring of six O—H⋯O hydrogen bonds generating an R (6) (6)(12) motif loop. International Union of Crystallography 2013-07-13 /pmc/articles/PMC3793743/ /pubmed/24109330 http://dx.doi.org/10.1107/S1600536813018667 Text en © Prakasha 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 Prakasha, G. Jasinski, Jerry P. Brown, Jared S. Yathirajan, H. S. Ravishankara, D. K. 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol |
title | 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol |
title_full | 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol |
title_fullStr | 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol |
title_full_unstemmed | 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol |
title_short | 2-[(2-Chlorophenyl)(hydroxy)methyl]phenol |
title_sort | 2-[(2-chlorophenyl)(hydroxy)methyl]phenol |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793743/ https://www.ncbi.nlm.nih.gov/pubmed/24109330 http://dx.doi.org/10.1107/S1600536813018667 |
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