Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols.

ABSTRACT: The conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were found to be dictated mainly by a C=O···H-O intramolecular hydrogen bond, but an unusual C-F···H-O hydrogen-bond and intramolecular C-X···O nonbonding interactions are also present in such compounds.

SUBMITTER: Fonseca TA 

PROVIDER: S-EPMC3302071 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature