Abstract
The title molecule, 5-(4-aminophenyl)-4-(3-methyl-3-phenylcyclobutyl)thiazol-2-amine (C20H21N3S), was prepared and characterized by 1H-NMR, 13C-NMR, IR and single-crystal X-ray diffraction. The compound crystallizes in the monoclinic space group P21/c with a = 9.4350(5) Å, b = 11.2796(6) Å, c = 18.4170(8) Å and β = 113.378(3)°. In addition to the molecular geometry from X-ray experiment, the molecular geometry, vibrational frequencies, gauge including atomic orbital (GIAO) 1H- and 13C-NMR chemical shift values and atomic charges distribution of the title compound in the ground state have been calculated using the Hartree–Fock (HF) and density functional method (DFT) (B3LYP) with 6-31G(d) basis set. To determine conformational flexibility, molecular energy profile of the title compound was obtained by semi-empirical (AM1) calculations with respect to two selected degrees of torsional freedom, which were varied from −180° to +180° in steps of 10°. Besides, frontier molecular orbitals (FMO) analysis was performed by the B3LYP/6-31G(d) method.
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This study was supported financially by the Research Centre of Ondokuz Mayıs University (Project No: F-425).
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Özdemir, N., Dinçer, M., Çukurovalı, A. et al. Experimental and theoretical investigation of the molecular and electronic structure of 5-(4-aminophenyl)-4-(3-methyl-3-phenylcyclobutyl)thiazol-2-amine. J Mol Model 15, 1435–1445 (2009). https://doi.org/10.1007/s00894-009-0509-y
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DOI: https://doi.org/10.1007/s00894-009-0509-y