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Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol

In the title compounds, C(10)H(8)O(2), (I), and C(13)H(14)O(3), (II), the 2-acetyl-4-ethynylphenol unit displays a planar geometry, which is stabilized by an intra­molecular O—H⋯O hydrogen bond. The crystal structure of (I) is constructed of infinite strands, along [101], of C—H⋯O=C hydrogen-bonded...

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Autores principales: Hübscher, Jörg, Rosin, Robert, Seichter, Wilhelm, Weber, Edwin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5050755/
https://www.ncbi.nlm.nih.gov/pubmed/27746920
http://dx.doi.org/10.1107/S2056989016013451
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author Hübscher, Jörg
Rosin, Robert
Seichter, Wilhelm
Weber, Edwin
author_facet Hübscher, Jörg
Rosin, Robert
Seichter, Wilhelm
Weber, Edwin
author_sort Hübscher, Jörg
collection PubMed
description In the title compounds, C(10)H(8)O(2), (I), and C(13)H(14)O(3), (II), the 2-acetyl-4-ethynylphenol unit displays a planar geometry, which is stabilized by an intra­molecular O—H⋯O hydrogen bond. The crystal structure of (I) is constructed of infinite strands, along [101], of C—H⋯O=C hydrogen-bonded mol­ecules, which in turn are linked by C—H⋯π inter­actions. In the crystal of (II), which crystallized with three independent mol­ecules per asymmetric unit, the non-polar parts of the mol­ecules form hydro­phobic layered domains, parallel to (10-1), which are separated by the polar groups. While the 2-acetyl­phenol part of the mol­ecules are involved in O—H⋯O=C hydrogen bonding, the ternary OH groups creates a cyclic pattern of O—H⋯O hydrogen bonds.
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spelling pubmed-50507552016-10-14 Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol Hübscher, Jörg Rosin, Robert Seichter, Wilhelm Weber, Edwin Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds, C(10)H(8)O(2), (I), and C(13)H(14)O(3), (II), the 2-acetyl-4-ethynylphenol unit displays a planar geometry, which is stabilized by an intra­molecular O—H⋯O hydrogen bond. The crystal structure of (I) is constructed of infinite strands, along [101], of C—H⋯O=C hydrogen-bonded mol­ecules, which in turn are linked by C—H⋯π inter­actions. In the crystal of (II), which crystallized with three independent mol­ecules per asymmetric unit, the non-polar parts of the mol­ecules form hydro­phobic layered domains, parallel to (10-1), which are separated by the polar groups. While the 2-acetyl­phenol part of the mol­ecules are involved in O—H⋯O=C hydrogen bonding, the ternary OH groups creates a cyclic pattern of O—H⋯O hydrogen bonds. International Union of Crystallography 2016-09-05 /pmc/articles/PMC5050755/ /pubmed/27746920 http://dx.doi.org/10.1107/S2056989016013451 Text en © Hübscher 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 (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Hübscher, Jörg
Rosin, Robert
Seichter, Wilhelm
Weber, Edwin
Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
title Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
title_full Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
title_fullStr Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
title_full_unstemmed Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
title_short Crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
title_sort crystal structures of 2-acetyl-4-ethynylphenol and 2-acetyl-4-(3-hy­droxy-3-methylbut-1-yn-1-yl)phenol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5050755/
https://www.ncbi.nlm.nih.gov/pubmed/27746920
http://dx.doi.org/10.1107/S2056989016013451
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