Ting Yao, Jicheng Yi, Shuguang Zhou
Jul 3, 2013
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0
Influential Citations
2
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Journal
Journal of Chemical Crystallography
Abstract
Two uracil derivatives of methyl 3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate (1) and methyl 3-(5-chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate (2) were synthesized and characterized by elementary analyses, MS, IR and NMR. The crystal structures of 1 and 2 were determined by means of X-ray diffraction. Compound 1 crystallized in the monoclinic P21/c space group with a = 7.4213(9), b = 5.8480(7), c = 23.248(3) Å, and β = 108.184(4)°. Compound 2 crystallized in the monoclinic P21/c space group with a = 12.5754(12), b = 4.9363(5), c = 16.5352(15) Å, and β = 97.455(3)°. The thermal stabilities of 1 and 2 were studied by DSC–TGA techniques. The UV spectra indicated that the two compounds interacted with DNA by electrostatic binding.Graphical AbstractThe X-ray diffraction revealed that the N–H···O inter-molecular hydrogen bond in solid state of the two title compounds resulted in antiparallel β-sheet arrangement.Depiction of packing and showing the N–H···O hydrogen bond in methyl 3-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate.Depiction of packing and showing the N–H···O hydrogen bond in methyl 3-(5-chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)propanoate