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Updated: May 24, 2026

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Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols
Tânia A O Fonseca1, Matheus P Freitas, Rodrigo A Cormanich
1Chemistry Department, Federal University of Lavras, CP 3037, 37200-000, Lavras, MG, Brazil.
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.
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