title: Molecular structure and vibrational bands and chemical shift assignments of 4-allyl-5-(2-hydroxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione by DFT and ab initio HF calculations.
abstract: The title molecule, 4-allyl-5-(2-hydroxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (C(11)H(11)N(3)OS), was synthesized and characterized by IR-NMR spectroscopy and single-crystal X-ray diffraction. The compound crystallizes in the monoclinic space group is P2(1)/c, a=9.0907(5)A, b=9.1288(7)A, c=13.6222(7)A, alpha=90 degrees , beta=98.442 (4), gamma=90 degrees and V=2683.7(6)A(3), F(000)=488, D(x)=1.386 g/cm(3). In addition to the molecular geometry from X-ray experiment, the molecular geometry, vibrational frequencies, gauge including atomic orbital (GIAO) (1)H and (13)C chemical shift values of the title compound in the ground state have been calculated using the Hartree-Fock (HF) and density functional method (DFT/BLYP and DFT/B3LYP) with 6-31G(d) basis set. To determine conformational flexibility, molecular energy profile of the title compound was obtained by HF/6-31G(d) calculations with respect to selected degree of torsional freedom, which was varied from -180 degrees to +180 degrees in steps of 10 degrees . Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMO), and several thermodynamic properties were performed by the HF and DFT methods.
authors.affiliation: Department of Physics, Faculty of Arts and Sciences, Ondokuz Mayis University, 55139, Kurupelit, Samsun, Turkey. tuncaykarakurt@gmail.com
authors.forename: Tuncay
authors.initials: T
authors.lastname: Karakurt
authors.forename: Muharrem
authors.initials: M
authors.lastname: Dinçer
authors.forename: Ahmet
authors.initials: A
authors.lastname: Cetin
authors.forename: Memet
authors.initials: M
authors.lastname: Sekerci
mesh_terms: D003198:Computer Simulation; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity; D013816:Thermodynamics; D013871:Thiones / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*; D014732:Vibration
chemical_list: D013871:Thiones; D014230:Triazoles