Title of article :
Crystal structures of (E)-3-(4-hydroxybenzylidene)chroman-4-one and (E)-3-(3-hydroxybenzylidene)-2-phenylchroman-4-one
Author/Authors :
Suchojad, Kamil Department of Physical Chemistry - Faculty of Chemistry - University of Lodz, Poland , Dołęga, Anna Department of Inorganic Chemistry - Gdańsk University of Technology, Poland , Adamus-Grabicka, Angelika Department of Cosmetic Raw Materials Chemistry - Faculty of Pharmacy - Medical University of Lodz, Poland , Budzisz, Elżbieta Department of Cosmetic Raw Materials Chemistry - Faculty of Pharmacy - Medical University of Lodz, Poland , Małecka, Magdalena Department of Physical Chemistry - Faculty of Chemistry - University of Lodz, Poland
Abstract :
The synthesis and crystal structures of (E)-3-(4-hydroxybenzylidene)chroman-4-one, C16H12O3, I, and (E)-3-(3-hydroxybenzylidene)-2-phenylchroman-4-one, C22H16O3, II, are reported. These compounds are of interest with respect to biological activity. Both structures display intermolecular C—H⋯O and O—H⋯O hydrogen bonding, forming layers in the crystal lattice. The crystal structure of compound I is consolidated by π–π interactions. The lipophilicity (logP) was determined as it is one of the parameters qualifying compounds as potential drugs. The logP value for compound I is associated with a larger contribution of C⋯H interaction in the Hirshfeld surface.
Keywords :
Hirshfeld surface analysis , crystal structure , chromanone derivative , flavanone derivative , lipophilicity index
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
