Synthesis and molecular structure of asymmetric 2,2′-(4-(alkyloxy)-1,3-phenylene)bis(1-(4-substitutedphenyl)diazene): Crystal structure of 2,2′-(4-(octyloxy)-1,3-phenylene)bis(1-(4-chlorophenyl)diazene)

Six new asymmetric derivatives of diazenes with a general formula of CnH2n + 1OC6H3(NNC6H4X)2 in which n are even parity numbers from 8 to 14 and X = Cl and Br have been synthesized and their molecular structures were characterized by physical measurements and spectroscopic methods (FT-IR, 1D and 2D NMR). The conformation of title compound with 4-octyloxy in the central ring and 4-chloro in the respective phenyl ring of both azo fragments was determined by single-crystal X-ray diffraction analysis of which the space group in monoclinic primitive lattice is P21/a. Crystal structure also revealed that the conformation for both NN groups were trans and the phenyl ring of 4-chloro in the azobenzene fragment adjacent to the alkoxyl group was not coplanar with the central ring as well as the phenyl ring in another chloro-substituted azobenzene.