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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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. |
format | Online Article Text |
id | pubmed-4257168 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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