Experimental and Computational Approaches to the Molecular Structure of 3-(2-Mercaptopyridine)phthalonitrile

Abstract

The compound 3-(2-Mercaptopyridine)phthalonitrile has been synthesized and characterized by IR, UV-vis, and X-ray single-crystal determination. The molecular geometry from X-ray determination of the title compound in the ground state has been compared using the Hartree-Fock (HF) and density functional theory (DFT) with the 6-31G(d) basis set. The calculated results show that the DFT and HF can well reproduce the structure of the title compound. The energetic behavior of the title compound in solvent media was examined using the B3LYP method with the 6-31G(d) basis set by applying the Onsager and polarizable continuum model. Using the TD-DFT and TD-HF methods, electronic absorption spectra of the title compound have been predicted and good agreement with the TD-DFT method and the experimental determination was found. The predicted nonlinear optical properties of the title compound are much greater than those of urea. Besides, molecular electrostatic potential of the title compound were investigated by theoretical calculations. The thermodynamic properties of the compound at different temperatures have been calculated and corresponding relations between the properties and temperature have also been obtained.

The Synthesis, Characterization, Crystal Structure and Photophysical Properties of a New Meso-BODIPY Substituted Phthalonitrile

“…If the cyano groups are considered in the molecule, the C-C-N bond angles can be seen that near-linear. As expected, the N-C-C angles [N1-C7-C4=177.6(3)°and N2-C8-C5=178.6(3)°] are almost linear and in a good agreement with previously reported values by [36][37][38][39]. In our calculation these angles were calculated as 178.4°and 178.05 for using B3LYP method, respectively.…”

Synthesis, characterization and spectroscopic studies of novel peripherally tetra-imidazole substituted phthalocyanine and its metal complexes, the computational and experimental studies of the novel phthalonitrile derivative

“…The frequency values computed at the calculation level contain known systematic errors. Therefore, 0.9613 was selected as the scaling factor [49]. Selected theoretical and experimental vibrational data are shown in Table 2.…”

“…The harmonic vibrational frequencies were calculated at the same level of the theory for the optimized geometry of the compound (3). Absence of the imaginary frequency indicated that the structure was in global minimum and obtained vibrational frequencies were scaled by 0.9613 [49]. Vibrational frequency assignments were done by using Gauss-view molecular visualization software [50].…”

Oksamil molekülünün moleküler yapısının, spektroskopik, elektronik ve NLO özelliklerinin teorik olarak incelenmesi

“…In consequence, the bond is not intense, and it falls at lower frequencies. Identification is therefore difficult and uncertain [40]. In this study, the theoretically scaled vibrations by HF/6-311++G(d,p) and DFT/B3LYP/6-311++G(d,p) methods at 708, 695, 681, and 568 cm -1 and 696, 686, 676, and 553 cm -1 , respectively, are assigned to ν(SC) stretching vibrations.…”