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Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one
In the title molecule, C(15)H(12)O(3), the C atoms bearing the hydroxy group and the phenyl ring are disordered over two sets of sites with refined occupancies of 0.573 (7) and 0.427 (7). There is also disorder of the phenyl ring but the hydroxy group was refined as ordered. The dihedral angles b...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384603/ https://www.ncbi.nlm.nih.gov/pubmed/25878868 http://dx.doi.org/10.1107/S2056989015001346 |
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author | Belguedj, Roumaissa Bouacida, Sofiane Merazig, Hocine Chibani, Aissa Bouraiou, Abdelmalek |
author_facet | Belguedj, Roumaissa Bouacida, Sofiane Merazig, Hocine Chibani, Aissa Bouraiou, Abdelmalek |
author_sort | Belguedj, Roumaissa |
collection | PubMed |
description | In the title molecule, C(15)H(12)O(3), the C atoms bearing the hydroxy group and the phenyl ring are disordered over two sets of sites with refined occupancies of 0.573 (7) and 0.427 (7). There is also disorder of the phenyl ring but the hydroxy group was refined as ordered. The dihedral angles between the benzene ring of the chromane ring system and the phenyl ring are 89.7 (2)° for the major component of disorder and 72.1 (3)° for the minor component. Both disorder components of the the dihydropyran ring are in a half-chair conformation. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(10) graph-set motif. Weak C—H⋯π interactions link these dimers into ladders along [001]. |
format | Online Article Text |
id | pubmed-4384603 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-43846032015-04-15 Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one Belguedj, Roumaissa Bouacida, Sofiane Merazig, Hocine Chibani, Aissa Bouraiou, Abdelmalek Acta Crystallogr E Crystallogr Commun Data Reports In the title molecule, C(15)H(12)O(3), the C atoms bearing the hydroxy group and the phenyl ring are disordered over two sets of sites with refined occupancies of 0.573 (7) and 0.427 (7). There is also disorder of the phenyl ring but the hydroxy group was refined as ordered. The dihedral angles between the benzene ring of the chromane ring system and the phenyl ring are 89.7 (2)° for the major component of disorder and 72.1 (3)° for the minor component. Both disorder components of the the dihydropyran ring are in a half-chair conformation. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(10) graph-set motif. Weak C—H⋯π interactions link these dimers into ladders along [001]. International Union of Crystallography 2015-01-28 /pmc/articles/PMC4384603/ /pubmed/25878868 http://dx.doi.org/10.1107/S2056989015001346 Text en © Belguedj et al. 2015 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 | Data Reports Belguedj, Roumaissa Bouacida, Sofiane Merazig, Hocine Chibani, Aissa Bouraiou, Abdelmalek Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one |
title | Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one |
title_full | Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one |
title_fullStr | Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one |
title_full_unstemmed | Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one |
title_short | Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one |
title_sort | crystal structure of (2s/2r,3s/3r)-3-hydroxy-2-phenylchroman-4-one |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384603/ https://www.ncbi.nlm.nih.gov/pubmed/25878868 http://dx.doi.org/10.1107/S2056989015001346 |
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