RT Journal Article
T1 Supramolecular, spectroscopic and computational analysis of weak interactions in some thiosemicarbazones derived from 5-acetylbarbituric acid
A1 Castiñeiras Campos, Alfonso
A1 Fernández Hermida, Nuria
A1 García Santos, María Isabel
A1 Gómez Rodríguez, Lourdes
A1 Gil, Diego Mauricio
A1 Frontera Beccaria, Antonio
K1 Thiosemicarbazones
K1 5-acetylbarbituric acid
K1 Heterocycles
K1 Crystal structure
K1 Hirshfeld surface
K1 DFT calculations
AB A new series of 5-acetylbarbituric based thiosemicarbazones (TSC) named 5-acetylbarbituric 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 from 5-acetylbarbituric acid and N-unsubstituted/substituted thiosemicarbazides. The synthesized compounds were well characterized by elemental analyses, FT-IR, 1H, 13C NMR and mass spectroscopic methods. Three-dimensional molecular structures of three compounds (1⋅DMSO, 2 and 6⋅H2O) were determined by single crystal X-ray crystallography, and an analysis of their supramolecular structure was carried out. The supramolecular features of the X-ray structure were also studied using Hirshfeld surface analysis. Finally, H-bonding networks observed in the solid state X-ray structures of 1⋅DMSO, 2, and 6⋅H2O and unconventional π-stacking dimers in 6⋅H2O were further analyzed by DFT calculations in combination with molecular electrostatic potential surfaces and combined QTAIM/NCIplot computational tools
PB Elsevier
YR 2021
FD 2021
LK http://hdl.handle.net/10347/27310
UL http://hdl.handle.net/10347/27310
LA eng
NO Journal of Molecular Structure Volume 1245 (2021) 131031
NO Financial support from the Network of Excellence “Metallic Ions in Biological Systems” CTQ2017-90802-REDT [Ministerio de Economía y Competitividad (Spain) and European Regional Development Fund (EU)], and the Xunta de Galicia (Spain) [Rede de Excelencia MetalBIO ED431D 2017/01]. MICIU/AEI of Spain (project CTQ2017-85821-R FEDER) is also acknowledged for financial support
DS Minerva
RD 30 abr 2026