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


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ÇELİK İ. , AKKURT M., Aksit H., ERENLER R., Garcia-Granda S.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.71, pp.1425-1433, 2015 (Journal Indexed in ESCI) identifier

  • Publication Type: Article / Article
  • Volume: 71
  • Publication Date: 2015
  • Doi Number: 10.1107/s2056989015019623
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Page Numbers: pp.1425-1433

Abstract

In the molecule of title compound, C15H20O6, also known as cynarinin A, the cyclopentane ring having twist conformation and a gamma-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 center dot center dot center dot 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.