In the title mononuclear copper(II) complex, [Cu(C₁₃H₁₇Br₂N₂O)(N₃)], the Cu^II atom is four-coordinated by the phenolate O, imine N and amine N atoms of the Schiff base ligand, and by the terminal N atom of the azide ligand, forming a square-planar geometry.

The asymmetric unit of the title compound, C₂₀H₁₆ClN₃S, contains two independent mol­ecules, A and B. In mol­ecule A, the dihedral angles between the central benzene ring and the pendant chloro­benzene and phenyl rings are 6.37 (15) and 64.79 (15)°, respectively. The corresponding values in mol­ecule B are 28.21 (14) and 82.11 (16)°, respectively. Each mol­ecule features an intra­molecular N—HN hydrogen bond, which generates an S(5) ring. In the crystal, mol­ecules A and B form dimers, being linked by two N—HS hydrogen bonds with graph-set notation R₂²(8).

The title compound, C₁₀H₁₁I₂NO, was prepared by the reaction of 3,5-diiodo­salicyl­aldehyde with propyl­amine in ethanol. The mol­ecule adopts an E conformation with respect to the C=N bond and the aromatic ring. The aromatic ring and the imino unit are close to being coplanar, with a dihedral angle of 2.6 (3)° between their planes. This planarity is assisted by the formation of an intra­molecular O—HO hydrogen bond.