engleski

Hydrogen bonds in salicylaldehyde-4-phenylthiosemicarbazone in the solid state and in solution

Salicylaldehyde-4-phenylthiosemicarbazone, SALTSC-4-Ph, belongs to an important family of biologically active compounds. Thiosemicarbazones have shown anti-cancer, anti-virial, anti-bacterial and anti-fungal activity. They can exist in two tautomeric forms, thiol and thion, and therefore can act as neutral and anionic ligands in metal complexes. Studies of the hydrogen-bond structure in thiosemicarbazones contribute significantly to understanding of their biological activity. Therefore, hydrogen bonds in SALTSC-4-Ph have been investigated by means of X-ray diffraction and vibrational (IR and Raman) spectroscopy in the solid state and by NMR spectroscopy in solution. IR and Raman vibrational frequencies have been compared to values calculated by the DFT method. Possible changes in the hydrogen-bond structure of SALTSC-4-Ph in solution have been explored in solvents with different proton donor and acceptor abbilities as well as different sample concentrations and temperatures. The complete proton and carbon atom assignments were performed by using standard one- and two-dimensional NMR techniques. Carbon chemical shifts have been compared to those calculated by DFT.

hydrogen bonds; salicylaldehyde-4-phenylthiosemicarbazone; solid stete; solution; IR; NMR

nije evidentirano