Synthesis, Characterization and Crystal Structure of N,N′-di[(E)-1-(2-hydoxyphenyl)methylidene]-2,6-naphthalenedicarbohydrazide
作者:Qingfu Zhang、Jiandong Pang、Suyuan Zeng、Caihua Liu、Dezhi Sun
DOI:10.1007/s10870-011-0238-9
日期:2012.3
A new bishydrazone compound, N,N′-di[(E)-1-(2-hydoxyphenyl)methylidene]-2,6-naphthalenedicarbohydrazide (1), has been prepared by condensation reaction of 2,6-naphthalenedicarbohydrazide with salicylaldehyde in ethanol, and characterized by elemental analysis, FT-IR, 1H- and 13C-NMR, ESI–MS and single-crystal X-ray diffraction analysis. The crystal of 1·2DMF belongs to monoclinic, space group P2(1)/n with a = 10.454(1), b = 7.711(1), c = 18.801(2) Å, β = 93.364(1)°, V = 1512.9(3) Å3, Z = 2, D c = 1.314 g cm−3, μ = 0.093 mm−1, F(000) = 632, Mr = 598.65, the final R 1 = 0.0861 and wR 2 = 0.2279 for 7243 observed reflections with I > 2σ(I). The structural analysis reveals that compound 1·2DMF contains one N,N′-di[(E)-1-(2-hydoxyphenyl)methylidene]-2,6-naphthalenedicarbohydrazide molecule and two N,N-dimethylformamide solvent molecules. A 2D supramolecular structure of 1·2DMF was constructed by multiple intermolecular N–H···O and C–H···O hydrogen bonds. A new bishydrazone compound, N,N′-di[(E)-1-(2-hydoxyphenyl)methylidene]-2,6-naphthalenedicarbohydrazide, has been prepared by condensation reaction of 2,6-naphthalenedicarbohydrazide with salicylaldehyde in ethanol, and characterized by elemental analysis, FT-IR, 1H- and 13C-NMR, ESI–MS and single-crystal X-ray diffraction analysis.
一种新的双腙化合物 N,N′-di[(E)-1-(2-hydoxyphenyl)methylidene]-2,6-萘二甲酰肼 (1)由 2,6-萘二甲酰肼与水杨醛在乙醇中发生缩合反应制备而成,并通过元素分析、傅立叶变换红外光谱、1H-和 13C-NMR 、ESI-MS 和单晶 X 射线衍射分析进行了表征。1-2DMF 晶体属于单斜晶系,空间群为 P2(1)/n,a = 10.454(1), b = 7.711(1), c = 18.801(2) Å, β = 93.364(1)°, V = 1512.9(3) Å3, Z = 2, D c = 1.314 g cm−3, μ = 0.093 mm−1, F(000) = 632, Mr = 598.65、最终 R 1 = 0.0861,wR 2 = 0.2279,为 7243 个观察到的反射,其中有 I > 2σ(I)。结构分析表明,化合物 1-2DMF 包含一个 N,N′-二[(E)-1-(2-羟基苯基)亚甲基]-2,6-萘二甲酰肼分子和两个 N,N-二甲基甲酰胺溶剂分子。通过分子间多个 N-H-O 和 C-H-O 氢键,构建了 1-2DMF 的二维超分子结构。通过 2,6-萘二甲酰肼与水杨醛在乙醇中的缩合反应,制备了一种新的双腙化合物 N,N′-di[(E)-1-(2-hydoxyphenyl)methylidene]-2,6-萘二甲酰肼,并通过元素分析、傅立叶变换红外光谱、1H-和 13C-NMR 、ESI-MS 和单晶 X 射线衍射分析对其进行了表征。