Two new schiff base N,N'-bis((2-phenyl-2H-1,2,3-triazol-4-yl)methylene)-1,3-pro- panediamine (1) and N,N'-bis((2-phenyl-2H-1,2,3-triazol-4-yl)methylene) -1,4-butanediamine (2) were synthesized by condensation of 2-phenyl-1,2,3-triazole-4-carboxaldehyde with diamine, and characterized by elemental analysis, IR, 1H NMR and MS spectra. Their crystal structures were determined by X-ray single crystal diffraction. Both crystals belong to the monoclinic system, space group P21/c. For compound 1(C21H20N8, Mr=384.45): a = 16.314(3), b =5.7168(11), c = 21.316(4) , β = 105.3(2)°, Z = 4, V = 1917.6(7) 3, Dc =1.332 g/ cm3, F(000) = 808, μ = 0.086 mm- 1, R = 0.0533 and wR = 0.1460; for compound 2 (C22H22N8, Mr =398.48): a = 8.6156(17), b = 5.2964(11), c = 22.665(5) , β = 100.54(3)°, Z = 2, V = 1016.8(4) ?3, Dc = 1.302 g/ cm3, F (000) = 420, μ = 0.083 mm-1, R = 0.0373 and wR = 0.1155. Based on the crystal data, quantum chemistry calculation was performed on the two title compounds by means of Gaussian 98 program. The molecular orbital energies and atomic net charges population were obtained. Furthermore, we analyzed their active atoms. The investigation can serve as a theoretical guide to study the synthesis and activity of the title compounds.
XIE Ling LIU Gang WANG Yan WANG Ji-De CHEN Jun-Feng
Two new imidazolidino Schiff base compounds, (E)-N-((quinoxalin-2-yl)methylene)- 2-(2-(quinoxalin-3-yl)imidazolidin-1-yl)ethanamine 1 and 2-(1-(2-(2-(quinoxalin-3-yl)imidazolidin- 1-yl)ethyl)imidazolidin-2-yl)quinoxaline 2, have been synthesized and characterized by elemental analysis, 1H NMR, IR, MS and single-crystal X-ray diffraction. Crystallographic data for 1: C22H21N7, Mr = 383.46, monoclinic, space group P21, a = 7.0036(14), b = 6.9151(14), c = 19.701(4) ,β = 96.57(3)°, Z = 2, V = 947.9(3)3, Dc = 1.344 g/cm3, F(000) = 404, μ= 0.085 mm-1, Flack parameter = 0(2), R = 0.0464 and wR = 0.1055; and those for 2: C24H26N8, Mr = 426.53, triclinic, space group P1, a = 9.6680(19) , b = 10.334(2) , c = 11.389(2), α = 104.12(3), β = 102.95(3), γ = 100.48(3)°, Z = 2, V = 1041.2(4)3, Dc = 1.361 g/cm3, F(000) = 452, μ = 0.086 mm-1, R = 0.0373 and wR = 0.1155. For the two compounds, the five-membered imidazolidine rings all adopt envelope conformation. Moreover, the title compounds show one-dimensional layered and three-dimensional supramolecular chainlike structures, respectively. Fluorescent properties of the two compounds have been investigated in the solid state at room temperature. Compound 1 exhibits strong fluorescence and thus may serve as excellent candidates of green fluorescent materials.
