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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...

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Autores principales: Prakasha, G., Jasinski, Jerry P., Brown, Jared S., Yathirajan, H. S., Ravishankara, D. K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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