Single crystal structure, spectroscopic (FT-IR, FT-Raman, 1H NMR, 13C NMR) studies, physico-chemical properties and theoretical calculations of 1-(4-chlorophenyl)-3-(4-nitrophenyl)triazene

In this paper, we will report a combined experimental and theoretical investigation of the molecular structure and spectroscopic parameteres (FT-IR, FT-Raman, 1H NMR, 13C NMR) of 1-(4-chlorophenyl)-3-(4-nitrophenyl)triazene, CNT. The optimized geometry, harmonic vibrational frequencies, infrared intensities and Raman scattering activities were obtained at the B3LYP/6-311++G(d,p) level of theory and thermodynamic functions were calculated at the same level. A detailed interpretation of the Infrared, Raman and NMR spectra of the compound was reported as well. Analysis of experimental NMR chemical shifts was supported by quantum chemical calculations and HOSE code fragment based prediction tool (ACD/NMR). The theoretical results showed an excellent agreement with the experimental values. The physico-chemical properties (such as log P, hydrophobicity, …) were also calculated using three commercially available programs.

Graphical abstractThe title compound has been synthesized via reaction of 4-nitroaniline and 4-chloroaniline. The structure was determined and characterized by elemental analysis, FT-IR, FT-Raman, 1H NMR, 13C NMR and X-ray crystallography.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Title compound was synthesized and characterized by using IR, Raman, NMR and X-ray. ► Vibrational wavenumbers and NMR have been calculated with B3LYP level. ► The chemical shifts calculated by the Gaussian and ACD/NMR programs. ► Some physico-chemical properties (log P, hydrophobicity,…) were also calculated using three commercially available programs.