title: 4-Allyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione: synthesis, experimental and theoretical characterization.
abstract: The title molecule, 4-allyl-5-pyridin-4-yl-2,4-dihydro-3H-1,2,4-triazole-3-thione (C(10)H(10)N(4)S), 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=8.006(5)Å, b=15.363(5)Å, c=8.936(5)Å, β=104.441(5)° and V=1064.4(10)Å(3), F(000)=456, D(x)=1.362 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/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) and (DFT/B3LYP) calculations with respect to selected degree of torsional freedom, which was varied from -180° to +180° in steps of 10°. Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMO), and several thermodynamic properties were performed by the HF and DFT methods.
authors.affiliation: Firat University, Faculty of Science, Department of Chemistry, 23119 Elazığ, Turkey.
authors.forename: Ahmet
authors.initials: A
authors.lastname: Cansız
authors.forename: Cahit
authors.initials: C
authors.lastname: Orek
authors.forename: Metin
authors.initials: M
authors.lastname: Koparir
authors.forename: Pelin
authors.initials: P
authors.lastname: Koparir
authors.forename: Ahmet
authors.initials: A
authors.lastname: Cetin
mesh_terms: D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D055672:Static Electricity; D013871:Thiones / Q000138:chemical synthesis / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D011725:Pyridines; D013871:Thiones; D014230:Triazoles; C045575:1,2,4-triazole; C023666:pyridine