Crystal structures of dihydroquercetin 3-acetate and dihydroquercetin 3,3',4',7-tetraacetate: Hydrogen bonding in 5-hydroxyflavanones

Eberhard Kiehlmann, Kumar Biradha, Konstantin V. Domasevitch, Michael J. Zaworotko

Research output: Contribution to journalArticlepeer-review

Abstract

The molecular structures of dihydroquercetin 3-acetate 3 and dihydroquercetin 3,3'.4',7-tetraacetate 4 were determined by single crystal X-ray analysis. Comparison of their crystal data with those, of 16 known 5-hydroxyflavanones shows intramolecular O(5)-H - O(4)=C hydrogen bonding, preference for nearly perpendicular orientation of the two aromatic rings and preferred sofa conformation of the heterocyclic ring. The major stabilizing force in the crystal packing pattern of 3 is intermolecular hydrogen bonding.

Original languageEnglish
Pages (from-to)1436-1443
Number of pages8
JournalCanadian Journal of Chemistry
Volume77
Issue number8
DOIs
Publication statusPublished - 1999
Externally publishedYes

Keywords

  • Crystal structure
  • Hydrogen bonding
  • Ihydroquercetin
  • Lavanones

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