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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...

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Autores principales: Belguedj, Roumaissa, Bouacida, Sofiane, Merazig, Hocine, Chibani, Aissa, Bouraiou, Abdelmalek
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
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].
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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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