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

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) A, b = 8.5398(5) A, c = 10.6572(6) A, 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) A, c = 15.788(6) A, 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. Two new hydrazone compounds have been prepared and structural characterized by physico-chemical methods and single crystal X-ray diffraction.