Abstract
Functionalised chromanone (4) is prepared by the condensation of aryldiazonium salt (2) and enaminones (1) in ethanol at room temperature. The structure of (4) was determined by spectral (IR, H-1 and C-13 NMR), elemental and X-ray diffraction analysis. Compound 4 (C18H15N3O3) crystallizes in the monoclinic space group P21/c with a = 7.9182(5), b = 21.729(2), c = 9.6217(7) , beta = 97.293(6)A degrees, V = 1642.0(2) (3), Z = 4. The molecule of compound (4) is bent at the C-16 atom with a C15-O2-C16-C8 torsion angle of 46.18(3)A degrees. Intramolecular phenolic N-H center dot center dot center dot O hydrogen bonds are also formed. Intermolecular hydrogen bonding and pi-pi stacking hold the molecules together. The average distance between stacked benzene ring planes is 4.488(12) . The preliminary POM analyses of 4 confirm the coexistence of two combined antibacterial and antiparasite pharmacophore sites. Therefore, compound 4 is promising and it should be screened without hesitation against virulent and pathogenic biotargets.