Abstract
The title compound 2-(2,3,4-trimethoxy-6-methylbenzylideneamino)phenol (C17H19NO4, M r = 301.33) was synthesised and characterized by elemental analysis, IR spectra and single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c, with a = 10.4458(14), b = 8.3870(10), c = 17.780(2) Å, β = 91.102(2)°, V = 1557.4(3) Å3, Z = 4, D c = 1.285 g/cm3, λ = 0.71073 Å, μ(Mo Kα) = 0.092 mm−1, F(000) = 640. The final refinement gave R = 0.0452, wR(F 2) = 0.1065 for 2,743 observed reflections with I > 2σ(I). X-ray diffraction analysis reveals that the molecule adopts an E configuration at the C=N functional bond. The dihedral angle between the two phenyl rings is 38.3(3)°. The crystal structure is stabilized by C–H···O, O–H···O and O–H···N hydrogen bonds and π–π stacking interactions.
Graphical Abstract
The title compound 2-(2,3,4-trimethoxy-6-methylbenzylideneamino)phenol (C17H19NO4, M r = 301.33) was synthesised and characterized by elemental analysis, IR spectra and single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c, with a = 10.4458(14), b = 8.387(1), c = 17.780(2) Å, β = 91.102(2)°, V = 1557.4(3) Å3, Z = 4, D c = 1.285 g/cm3, λ = 0.71073 Å, μ(Mo Kα) = 0.092 mm−1, F(000) = 640. The final refinement gave R = 0.0452, wR(F 2) = 0.1065 for 2,743 observed reflections with I > 2σ(I). X-ray diffraction analysis reveals that the molecule adopts an E configuration at the C=N functional bond. The dihedral angle between the two phenyl rings is 38.3(3)°. The crystal structure is stabilized by C–H···O and O–H···O hydrogen bonds and π–π stacking interactions.
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This work was supported by the Natural Science Foundation of Shandong Province (No. Y2007B61).
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Liang, ZP., Li, J., Wang, CY. et al. Synthesis and Crystal Structure of 2-(2,3,4-Trimethoxy-6-Methylbenzylideneamino)phenol. J Chem Crystallogr 39, 708–710 (2009). https://doi.org/10.1007/s10870-009-9543-y
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DOI: https://doi.org/10.1007/s10870-009-9543-y