Syntheses, X-ray Crystal Structures and Intermolecular Interaction Patterns of Hydrazone Derivatives with 1,2,3-Triazole Entity at 100 K

摘要

Five new hydrazone derivatives, (E)-N′-(4-fluorobenzylidene)- 5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole- 4-carbohydrazide, (E)-N′-(4-chlorobenzylidene)-5-methyl-1- (4-nitrophenyl)-1H-1,2,3-triazole-4-carbohydrazide, (E)-N′- (4-bromobenzylidene)-5-methyl-1-(4-nitrophenyl)-1H-1,2, 3-triazole-4-carbohydrazide, (E)-N′-(4-hydroxy-3-methoxybenzylidene)- 5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole- 4-carbohydrazide and (E)-N′-(1-(4-bromophenyl)ethylidene)- 5-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carbohydrazide (denoted as A-E), were prepared and their molecular structures were characterized by single crystal X-ray diffraction. Compound A crystallizes in monoclinic P2_1/c, a = 6.8057(1) ?, b = 12.7447(3) ?, c = 18.6936(3) ?, β = 105.356(1)°, B crystallizes in monoclinic P2_1/c, a = 8.3815(2) ?, b = 20.8298(4) ?, c = 9.5932(2) ?, β = 99.612(1)°, C crystallizes in monoclinic P2_1/c, a = 8.4213(8) ?, b = 21.077(2) ?, c = 9.5899(10) ?, β = 99.979(2)°, D crystallizes in monoclinic P2_1/c, a = 11.1644(10) ?, b = 16.3508(15) ?, c = 9.7313(9) ?, β = 105.757(1)° and E crystallizes in triclinic P1-bar, a = 8.7415(7) ?, b = 10.1032(8) ?, c = 11.6852(9) ?, α = 68.306(1)°, β = 84.894(1)°, γ = 68.289(1)°. All of the five compounds with closemolecular conformations adopt a trans configuration with respect to the hydrazone C = N double bond and weak nonclassical intermolecular C-H···O hydrogen bonds are observed in the crystal. Isomorphous substitution between compounds B and C with simple replacement of chlorine atom to bromine atom is giving rise to similar molecular geometries, unit cell parameters and intermolecular interaction pattern of threedimensional network.