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Synthesis, Characterization, and Crystal Structures of 3-bromo-N′-(2-methoxybenzylidene)benzohydrazide and N′-(2-methoxybenzylidene)-3,4-methylenedioxybenzohydrazide

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Abstract

Two new hydrazone compounds, 3-bromo-N′-(2-methoxybenzylidene)benzohydrazide (1) and N′-(2-methoxybenzylidene)-3,4-methylenedioxybenzohydrazide (2), have been synthesized and characterized by elemental analysis, IR, and single crystal X-ray diffractions. Compound (1) crystallizes in the triclinic space group P1 with unit cell dimensions a = 8.4088(5) Å, b = 8.5398(5) Å, c = 10.6572(6) Å, α = 90.356(3)°, β = 102.868(3)°, γ = 97.987(3)°, V = 738.28(7) Ǻ3, Z = 2, R 1 = 0.0406, and wR 2 = 0.0804. Compound (2) crystallizes in the tetragonal space group P41 with unit cell dimensions a = b = 9.792(4) Å, c = 15.788(6) Å, V = 1513.8(10) Ǻ3, Z = 4, R 1 = 0.0415, and wR 2 = 0.0818. The molecules of both compounds display E configurations with respect to the C=N double bonds. In the crystal structure of (1), molecules are linked through N–H···O hydrogen bonds, forming chains running along the b axis. In the crystal structure of (2), molecules are linked through N–H···O hydrogen bonds, forming chains running along the c axis.

Index Abstract

Two new hydrazone compounds have been prepared and structural characterized by physico-chemical methods and single crystal X-ray diffraction.

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Acknowledgments

This work was supported by the Natural Science Foundation of Shaanxi Province (Grant no. 2010JS068) and the Science Research Foundation of Baoji University of Arts and Sciences (Grant no. ZK085).

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Correspondence to Hai-Yun Zhu.

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Zhu, HY. Synthesis, Characterization, and Crystal Structures of 3-bromo-N′-(2-methoxybenzylidene)benzohydrazide and N′-(2-methoxybenzylidene)-3,4-methylenedioxybenzohydrazide. J Chem Crystallogr 41, 1785–1789 (2011). https://doi.org/10.1007/s10870-011-9982-0

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