Syntheses, spectral characterization, single crystal X-ray diffraction and computational in gas and solid phases studies on chloro- acetic acid N′-(2- hydroxy-naphthalen- 1-ylmethylene)- N- [4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazide

Tuncay Karakurt, Muharrem Dinçer, Alaaddin Cukurovali
2020 SN Applied Sciences  
In this study, the molecular structure of single crystal containing Schiff bases has been characterized by X-ray diffraction, NMR, IR and UV-Vis spectral techniques and compared with similar molecules in the literature. For the purpose of supporting X-ray results, geometric parameters and spectroscopic studies of the title compound were theoretically performed by Hartree-Fock and density functional theory methods. In addition, the title compound's molecular energies, Mulliken-ESP-NPA-Hirshfeld
more » ... harges, molecular electrostatic potential surface, Frontier orbitals and thermodynamic properties to elucidate intermolecular interactions were calculated. All the calculations in gas and solid phases were carried out using Gaussian 09 and Quantum Espresso programs. It was found that the studies of X-ray are more compatible with the calculations made in the solid phase. for different purposes, especially in the synthesis of heterocyclic substances [15] . In this paper, newly synthesized chloro-acetic acid N′--(2-hydroxy-naphthalen-1-ylmethylene)-N-[4-(3-methyl-3phenyl-cyclobutyl)-thiazol-2-yl]-hydrazide was characterized with the help of X-ray diffraction, FT-IR, NMR and UV-VIS spectroscopy. Also, these spectroscopic studies, molecular energy, net charge, Molecular Electrostatic Potential (MEP) and boundary orbitals of the title compound were carried out theoretically. Materials and methods X-ray crystallography Diffraction data of the head crystal were collected using the STOE IPDS II (Imaging Plate Diffraction System) diffractometer. X-AREA and X-RED32 [16] programs were used for data collection and reduction processes, respectively. After the necessary corrections had been applied to the collected data, the title compound was solved by direct methods with the help of SHELXT-2015 [17] software and refined by the least squares method with the help of SHELXL-2015 [18] software included in the Olex2 [19] packet program. All non-hydrogen atom parameters were refined anisotropically and all H atom parameters were located geometrically and refined by using a riding model with U iso (H) = xU eq , where x = 1.5 for CH 3 and OH groups and 1.2 for CH 2 and CH groups. The U iso values for H atoms are in the range 0.063-0.236. Scheme 1 Synthetic route for the synthesis of the target compound Vol.:(0123456789)
doi:10.1007/s42452-020-2374-3 fatcat:45pmvqnl6veijpyibvkakz3xhu