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2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate

The title compound, C(14)H(20)O(5)S·0.5H(2)O, crystallizes with two organic mol­ecules and a solvent water mol­ecule in the asymmetric unit. In both mol­ecules, the hexa­pyranosyl rings adopt a slightly distorted chair conformation ((5) C (2)) with four substituents in equatorial positions and one s...

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Autores principales: Brito, Iván, Szilágyi, László, Kumar, Ambati Ashok, Albanez, Joselyn, Bolte, Michael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200876/
https://www.ncbi.nlm.nih.gov/pubmed/22058941
http://dx.doi.org/10.1107/S1600536811031667
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author Brito, Iván
Szilágyi, László
Kumar, Ambati Ashok
Albanez, Joselyn
Bolte, Michael
author_facet Brito, Iván
Szilágyi, László
Kumar, Ambati Ashok
Albanez, Joselyn
Bolte, Michael
author_sort Brito, Iván
collection PubMed
description The title compound, C(14)H(20)O(5)S·0.5H(2)O, crystallizes with two organic mol­ecules and a solvent water mol­ecule in the asymmetric unit. In both mol­ecules, the hexa­pyranosyl rings adopt a slightly distorted chair conformation ((5) C (2)) with four substituents in equatorial positions and one substituent in an axial position. The main difference between the organic mol­ecules is the dihedral angle between the phenyl ring and the best plane defined by the O—C(1)—C(2)—C(3) atoms (r.m.s deviations = 0.003 and 0.043 Å) of the hexa­pyranosyl rings [47.4 (4) and 86.5 (4)°]. In the asymmetric unit, mol­ecules are linked by two strong O—H⋯O hydrogen bonds. In the crystal, the components are linked by a total of 10 distinct O—H⋯O hydrogen bonds, resulting in the formation of a two-dimensional network parallel to the ab plane.
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spelling pubmed-32008762011-11-06 2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate Brito, Iván Szilágyi, László Kumar, Ambati Ashok Albanez, Joselyn Bolte, Michael Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(20)O(5)S·0.5H(2)O, crystallizes with two organic mol­ecules and a solvent water mol­ecule in the asymmetric unit. In both mol­ecules, the hexa­pyranosyl rings adopt a slightly distorted chair conformation ((5) C (2)) with four substituents in equatorial positions and one substituent in an axial position. The main difference between the organic mol­ecules is the dihedral angle between the phenyl ring and the best plane defined by the O—C(1)—C(2)—C(3) atoms (r.m.s deviations = 0.003 and 0.043 Å) of the hexa­pyranosyl rings [47.4 (4) and 86.5 (4)°]. In the asymmetric unit, mol­ecules are linked by two strong O—H⋯O hydrogen bonds. In the crystal, the components are linked by a total of 10 distinct O—H⋯O hydrogen bonds, resulting in the formation of a two-dimensional network parallel to the ab plane. International Union of Crystallography 2011-08-11 /pmc/articles/PMC3200876/ /pubmed/22058941 http://dx.doi.org/10.1107/S1600536811031667 Text en © Brito et al. 2011 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 Organic Papers
Brito, Iván
Szilágyi, László
Kumar, Ambati Ashok
Albanez, Joselyn
Bolte, Michael
2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
title 2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
title_full 2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
title_fullStr 2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
title_full_unstemmed 2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
title_short 2-Phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
title_sort 2-phenyl­ethyl 1-thio-β-d-galactopyran­oside hemihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200876/
https://www.ncbi.nlm.nih.gov/pubmed/22058941
http://dx.doi.org/10.1107/S1600536811031667
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