Supramolecular, spectroscopic and computational analysis of weak interactions in some thiosemicarbazones derived from 5-acetylbarbituric acid

• New thiosemicarbazones derived from 5-acetylbarbituric acid were characterized by XRD. The crystal packing of compounds is directed non-covalent interactions. Hirshfeld surface analysis was also applied to intermolecular interactions energetic features the assemblies analyzed using DFT calculations A new series based (TSC) named hydrazine-1-carbothioamide ( 1 ), N-methyl-(5-acetylbarbituric)hydrazine-1-carbothioamide 2 N-ethyl-(5-acetylbarbituric)hydrazine-1-carbothioamide 3 N,N-dimethyl-(5-acetylbarbituric)hydrazine-1-carbothioamide 4 N'-piperidine-(5-acetylbarbituric)-1-carbothiohydrazide 5 ) and N'-hexamethyleneimine-(5-acetylbarbituric)-1-carbothiohydrazide 6 has been synthesized N-unsubstituted/substituted thiosemicarbazides. well elemental analyses, FT-IR, H, 13 C NMR mass spectroscopic methods. Three-dimensional molecular structures three ⋅DMSO, ⋅H O) determined single X-ray crystallography, an their supramolecular structure carried out. studied analysis. Finally, H-bonding networks observed in solid state , O unconventional π-stacking dimers further combination with electrostatic potential surfaces combined QTAIM/NCIplot computational tools.