Molecular structure, spectroscopic and quantum chemical studies on 2′-chloro-4-dimethlamino azobenzene

• The spectroscopic properties of the compound were investigated by DFT method.
• The DFT theoretical results were compared experimental results.
• The DFT calculations of the compound, MEP, NLO, NBO and thermodynamic properties were also examined.

The molecular geometry, vibrational frequencies, gauge including atomic orbital (GIAO) 1H chemical shift values of 2′-chloro-4-dimethlamino azobenzene in the ground state have been calculated using the density functional method (B3LYP) with 6-311++G(d,p) basis set. The calculated results imply that the theoretical vibrational frequencies and chemical shift values are compatible with experimental values. Using the TDDFT method, electronic absorption spectra of the title molecule have been predicted, and good agreement with the TDDFT method and the experimental determination was found. The atomic charge and energetic behavior of the title compound in solvent media were examined using the integral equation formalism polarizable continuum model. To investigate the NLO properties of the title compound, the electric dipole, the polarizability and the first hyperpolarizability were calculated using the density functional B3LYP method with the 6-311++G(d,p) basis set. According to our calculations, the title compound exhibits non-zero first hyperpolarizability value revealing second order NLO behavior. Besides, DFT calculations of the natural bond orbital (NBO), molecular electrostatic potential (MEP) and thermodynamic properties of the title compound were performed at B3LYP/6-311++G(d,p) level.

Figure optionsDownload as PowerPoint slide