Theoretical and structural studies of a stable dinuclear sodium complex of dicoumarol - 3,3′-(pyridin-3-ylmethanediyl)bis(4‑hydroxy-2H-chromen-2-one)

Abstract

The synthesis of a dicoumarol derivative (C24H15NO6) is reported via fusing 4-hydroxycoumarin with 3-pyridinecarboxaldehyde. The sodium derivative [Na2(C24H14NO6)2(MeOH)2(H2O)2] was synthesized by treating sodium methoxide with the dicoumarol ligand (C24H15NO6). The resulting dinuclear sodium complex was structurally characterized using various spectroscopic and analytical techniques including 1H, 13C{1H}-NMR, high resolution ESI-MS(+), infrared spectroscopy, elemental and single crystal diffraction analyses. The molecular structure of [Na2(C24H14NO6)2(MeOH)2(H2O)2] exhibits coordination of methanol, water and dicoumarol. B3LYP calculations were carried out to optimize the theoretical structural parameters and theoretical 1H and 13C NMR spectra for comparison with the respective experimental data which are well correlated.