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Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one

In the title compound, C(13)H(14)O(5), the furan ring is essentially planar [maximum deviation = 0.031 (3) Å] with a stereogenic center (R) at the sp (3) hybridized C atom. The C atom bearing the dihy­droxy ethyl group is S. The absolute configuration is based on the precursor in the synthesis. The...

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Detalles Bibliográficos
Autores principales: Kote, Santosh R., Thopate, Shankar R., Gupta, Sushil K., Butcher, Ray J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257168/
https://www.ncbi.nlm.nih.gov/pubmed/25484718
http://dx.doi.org/10.1107/S1600536814021370
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author Kote, Santosh R.
Thopate, Shankar R.
Gupta, Sushil K.
Butcher, Ray J.
author_facet Kote, Santosh R.
Thopate, Shankar R.
Gupta, Sushil K.
Butcher, Ray J.
author_sort Kote, Santosh R.
collection PubMed
description In the title compound, C(13)H(14)O(5), the furan ring is essentially planar [maximum deviation = 0.031 (3) Å] with a stereogenic center (R) at the sp (3) hybridized C atom. The C atom bearing the dihy­droxy ethyl group is S. The absolute configuration is based on the precursor in the synthesis. The two O—H groups are in an anti conformation with respect to each other. The mean plane of the furan­one group is twisted by 8.2 (4)° from that of the phenyl ring. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds involving furan­one C=O groups and symmetry-related hy­droxy groups, forming a two-dimensional network parallel to (001). Weak C—H⋯O hydrogen bonds are observed within the two-dimensional network.
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spelling pubmed-42571682014-12-05 Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one Kote, Santosh R. Thopate, Shankar R. Gupta, Sushil K. Butcher, Ray J. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title compound, C(13)H(14)O(5), the furan ring is essentially planar [maximum deviation = 0.031 (3) Å] with a stereogenic center (R) at the sp (3) hybridized C atom. The C atom bearing the dihy­droxy ethyl group is S. The absolute configuration is based on the precursor in the synthesis. The two O—H groups are in an anti conformation with respect to each other. The mean plane of the furan­one group is twisted by 8.2 (4)° from that of the phenyl ring. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds involving furan­one C=O groups and symmetry-related hy­droxy groups, forming a two-dimensional network parallel to (001). Weak C—H⋯O hydrogen bonds are observed within the two-dimensional network. International Union of Crystallography 2014-09-30 /pmc/articles/PMC4257168/ /pubmed/25484718 http://dx.doi.org/10.1107/S1600536814021370 Text en © Kote et al. 2014 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
Kote, Santosh R.
Thopate, Shankar R.
Gupta, Sushil K.
Butcher, Ray J.
Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
title Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
title_full Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
title_fullStr Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
title_full_unstemmed Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
title_short Crystal structure of (5R)-5-[(1S)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
title_sort crystal structure of (5r)-5-[(1s)-1,2-di­hydroxy­eth­yl]-4-meth­oxy-3-phenyl-2,5-di­hydro­furan-2-one
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257168/
https://www.ncbi.nlm.nih.gov/pubmed/25484718
http://dx.doi.org/10.1107/S1600536814021370
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