Synthesis, characterization and crystal structures of hydrazone compounds derived from isonicotinohydrazide

Abstract

New isonicotinohydrazone compounds, N’-(3-bromobenzylidene)isonicotinohydrazide (1) and N’-(2,3-difluorobenzylidene)isonicotinohydrazide (2), were prepared and structurally characterized by elemental analysis, IR, UV and 1H NMR spectra, and single crystal X-ray determination. Compound 1 crystallizes in the monoclinic space group P21/n with unit cell dimensions a = 7.600(2) Å, b = 11.365(2) Å, c = 14.412(2) Å, β = 101.748(2)º, V = 1218.7(4) Å3, Z = 4, R1 = 0.0335, and wR2 = 0.0745. Compound 2 crystallizes in the triclinic space group P-1 with unit cell dimensions a = 7.6241(6) Å, b = 11.3937(9) Å, c = 14.335(1) Å, α = 79.664(1)º, β = 75.990(1)º, γ = 71.159(1)º, V = 1136.5(2) Å3, Z = 4, R1 = 0.0345, and wR2 = 0.0940. Structures of both compounds are stabilized by hydrogen bonds and π···π interactions.

Keywords

• Isonicotinohydrazone
• Crystal structure
• Hydrogen bonds
• X-ray diffraction