Ranunculin

In the title mol­ecule {systematic name: (5S)-5-[(β-d-gluco­pyranos­yloxy)meth­yl]furan-2(5H)-one}, C(11)H(16)O(8), the five-membered ring is essentially planar, the maximum deviation being 0.0151 (13) Å for the O atom. The six-membered ring adopts a chair conformation with puckering parameters Q =...

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Detalles Bibliográficos
Autores principales: Benn, Michael, Yelland, Lois Jean, Parvez, Masood
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983359/
https://www.ncbi.nlm.nih.gov/pubmed/21587499
http://dx.doi.org/10.1107/S1600536810034847
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author Benn, Michael
Yelland, Lois Jean
Parvez, Masood
author_facet Benn, Michael
Yelland, Lois Jean
Parvez, Masood
author_sort Benn, Michael
collection PubMed
description In the title mol­ecule {systematic name: (5S)-5-[(β-d-gluco­pyranos­yloxy)meth­yl]furan-2(5H)-one}, C(11)H(16)O(8), the five-membered ring is essentially planar, the maximum deviation being 0.0151 (13) Å for the O atom. The six-membered ring adopts a chair conformation with puckering parameters Q = 0.581 (2) Å, θ = 9.0 (2)° and ϕ = 39.7 (13)°, and with all of the substituents of the glucoside unit having normal equatorial orientations. The crystal structure is stabilized by extensive O—H⋯O and C—H⋯O hydrogen bonding, resulting in a three-dimensional network.
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spelling pubmed-29833592010-12-30 Ranunculin Benn, Michael Yelland, Lois Jean Parvez, Masood Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title mol­ecule {systematic name: (5S)-5-[(β-d-gluco­pyranos­yloxy)meth­yl]furan-2(5H)-one}, C(11)H(16)O(8), the five-membered ring is essentially planar, the maximum deviation being 0.0151 (13) Å for the O atom. The six-membered ring adopts a chair conformation with puckering parameters Q = 0.581 (2) Å, θ = 9.0 (2)° and ϕ = 39.7 (13)°, and with all of the substituents of the glucoside unit having normal equatorial orientations. The crystal structure is stabilized by extensive O—H⋯O and C—H⋯O hydrogen bonding, resulting in a three-dimensional network. International Union of Crystallography 2010-09-04 /pmc/articles/PMC2983359/ /pubmed/21587499 http://dx.doi.org/10.1107/S1600536810034847 Text en © Benn et al. 2010 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
Benn, Michael
Yelland, Lois Jean
Parvez, Masood
Ranunculin
title Ranunculin
title_full Ranunculin
title_fullStr Ranunculin
title_full_unstemmed Ranunculin
title_short Ranunculin
title_sort ranunculin
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983359/
https://www.ncbi.nlm.nih.gov/pubmed/21587499
http://dx.doi.org/10.1107/S1600536810034847
work_keys_str_mv AT bennmichael ranunculin
AT yellandloisjean ranunculin
AT parvezmasood ranunculin

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