Hadjer Bougherara, R. Kadri, M. Kadri
Jan 5, 2021
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Influential Citations
13
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Journal
Journal of Molecular Structure
Abstract
Abstract The complex formation between 4-(2-aminophenyl) −1,2,3- thiadiazole (ATDZ) and 2,3-dichloro- 5,6-dicyano-1,4-benzoquinone (DDQ) was studied experimentally and with molecular modeling. The highlighting of the interaction, the stability constant and the thermodynamic parameters determinations in chloroform were performed with UV spectrophometry. The solid state complex was synthesized and characterized with FTIR and NMR. In the DFT/6–311++g(d,p) study, fifteen exchange-correlation functionals were used: B3LYP, B3LYP-GD3BJ, B2PLYP, B2PLYP-D3, CAM-B3LYP, M06, M06-HF, M06–2X, M08-HX, M11, M06-L,M11-L, N12, MN12-L and N12-SX, in order to determine their accuracy in the prediction of structural parameters and vibration frequencies. To gain further insights into the NCI in this system, MEP, natural bond orbital (NBO) and the density of states (DOS) analysis were carried out. In addition, the global and local reactivity descriptors of ATDZ and the complex were determined. The π-π stacking interactions in this system were explored and visualized in the three-dimensional space with the help of QTAIM and the reduced electron density gradient RDG approaches.