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Synthesis and Crystal Structure of 4-{[(1E)1-(2-Hydroxy-3-methoxyphenyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one

Synthesis and Crystal Structure of 4-{[(1E)1-(2-Hydroxy-3-methoxyphenyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one
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摘要 The title Schiff base compound, C19H19N3O3, a derivative of antipyrine, has been synthesized and characterized by elemental analysis, IR, and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group C2/c, with α = 27.935(5), b = 7.553(1), c = 16.692(3) A, β = 105.810(3)°, Z = 8, V= 3388.7(10) A^3, Dc = 1.323 g/cm^3, Mr = 337.37, λ(MoKα) = 0.71073 A,μ= 0.091 mm^-1, F(000) = 1424, R = 0.0630 and wR = 0.1273. A total of 3513 unique reflections were collected, of which 2112 with I 〉 2σ(I) were observed. The molecular structure adopts a trans configuration about the C=N double bond. The pyrazoline and C(1)-C(6) phenyl ring are approximately coplanar (mean deviation from the combined plane is 0.069(3) A), with the dihedral angle of 9.7(2)°. The preliminary biological tests show that the compound has high antibacterial activities. The title Schiff base compound, C19H19N3O3, a derivative of antipyrine, has been synthesized and characterized by elemental analysis, IR, and single-crystal X-ray diffraction. The crystal belongs to the monoclinic system, space group C2/c, with α = 27.935(5), b = 7.553(1), c = 16.692(3) A, β = 105.810(3)°, Z = 8, V= 3388.7(10) A^3, Dc = 1.323 g/cm^3, Mr = 337.37, λ(MoKα) = 0.71073 A,μ= 0.091 mm^-1, F(000) = 1424, R = 0.0630 and wR = 0.1273. A total of 3513 unique reflections were collected, of which 2112 with I 〉 2σ(I) were observed. The molecular structure adopts a trans configuration about the C=N double bond. The pyrazoline and C(1)-C(6) phenyl ring are approximately coplanar (mean deviation from the combined plane is 0.069(3) A), with the dihedral angle of 9.7(2)°. The preliminary biological tests show that the compound has high antibacterial activities.
作者 孙玉希
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 北大核心 2007年第1期55-58,共4页 结构化学(英文)
基金 This work was supported by the Qufu Normal University
关键词 Schiff base antipyrine derivative crystal structure antibacterial activities Schiff base, antipyrine derivative, crystal structure, antibacterial activities
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