Beijing Key Laboratory of Bioprocess, College of Chemical Engineering, Beijing University of Chemical Technology, Beisanhuan East Road 15, Chaoyang District, Beijing 100029, PR China.
Spectrochim Acta A Mol Biomol Spectrosc. 2012 Feb 15;87:179-89. doi: 10.1016/j.saa.2011.11.034. Epub 2011 Nov 22.
One of the isomers of thiotriazinone, 6-hydroxy-2-methyl-3-thioxo-2H-1,2,4-triazin-5-one, was characterized by single-crystal X-ray diffraction. The compound crystallizes in the monoclinic space group P2(1)/c with a=9.5837(19)Å, b=5.7006(11)Å, c=15.065(4)Å, α=90°, β=128.540(19)° and γ=90°. The molecular geometries and vibrational frequencies of the four isomers of thiotriazinone in the ground state have been calculated using the density functional theory (DFT) and Hartree-Fock (HF) methods with 6-311++G(d,p) basis set, and compared with the experimental data. Gauge-including atomic orbital (GIAO) (13)C and (1)H NMR chemical shift values were calculated by DFT/6-311++G(2d,2p) and HF/6-311++G(2d,2p) methods, and compared with the experimental data. The calculated results show that the optimized geometries can well reproduce the crystal structural parameters. The theoretical IR spectra and (13)C and (1)H NMR chemical shift values also show good agreement with experimental data. In addition, frontier molecular orbitals (FMO) and molecular electrostatic potential (MEP) analysis of the four isomers were investigated using theoretical calculations.
硫代三嗪酮的一种异构体，6-羟基-2-甲基-3-硫代-2H-1,2,4-三嗪-5-酮，通过单晶 X 射线衍射进行了表征。该化合物在单斜空间群 P2(1)/c 中结晶，具有 a=9.5837(19)Å, b=5.7006(11)Å, c=15.065(4)Å, α=90°, β=128.540(19)° 和 γ=90°。使用密度泛函理论 (DFT) 和 Hartree-Fock (HF) 方法，在 6-311++G(d,p) 基组上，计算了硫代三嗪酮的四种异构体在基态下的分子几何形状和振动频率，并与实验数据进行了比较。使用 DFT/6-311++G(2d,2p) 和 HF/6-311++G(2d,2p) 方法计算了 Gauge-including atomic orbital (GIAO) (13)C 和 (1)H NMR 化学位移值，并与实验数据进行了比较。计算结果表明，优化的几何形状可以很好地再现晶体结构参数。理论红外光谱和 (13)C 和 (1)H NMR 化学位移值也与实验数据吻合良好。此外，还通过理论计算研究了四种异构体的前线分子轨道 (FMO) 和分子静电势 (MEP) 分析。
