Crystal structure and computational study of 3,4-dihydroxy-3-hydroxymethyl-9-methyl-6-methylidene-3a,4,5,6,6a,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8(3H,7H)-dione

Crystal structure and computational study of 3,4-dihydroxy-3-hydroxymethyl-9-methyl-6-methylidene-3a,4,5,6,6a,9,9a,9b-octahydroazuleno[4,5-b]furan-2,8(3H,7H)-dione

In the molecule of title compound, C15H20O6, also known as cynarinin A, the cyclopentane ring having twist conformation and a γ-lactone ring assuming an envelope conformation are trans- and cis-fused, respectively, to a cycloheptane ring adopting a twist-chair conformation. In the crystal, O—H...O h...

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Bibliographic Details
Main Authors: Ísmail Çelik, Mehmet Akkurt, Hüseyin Akşit, Ramazan Erenler, Santiago García-Granda
Format: Article
Language:English
Published: International Union of Crystallography 2015-12-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
crystal structure
cynarinin A
Centaurea polypodiifolia
theoretical investigation
CNDO
PM3
HOMO
LUMO
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989015019623
Description
Summary:In the molecule of title compound, C15H20O6, also known as cynarinin A, the cyclopentane ring having twist conformation and a γ-lactone ring assuming an envelope conformation are trans- and cis-fused, respectively, to a cycloheptane ring adopting a twist-chair conformation. In the crystal, O—H...O hydrogen bonds link neighbouring molecules, forming a three-dimensional network. Theoretical calculations of the molecular structure using the CNDO approximation and MOPAC PM3 geometry optimization are in satisfactory agreement with the results of the X-ray structure analysis.
ISSN:2056-9890

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