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
Descripción
Sumario: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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