A 14-membered macrocyclic Schiff base derived from 3-salicylideneacetylacetone and o-phenylenediamine acts as a tctradentate and strongly conjugated ligand to form a cationic solid complex with CuC12. U.v.-vis. and e.s.r. spectral data reveal a strong ligand to metal 7z-interaction in the square planar complex. C.v. data reveal that the title ligand is able to stabilize the copper(III) oxidation state more cffectivcly than comparable saturated or partially unsaturated macrocyclic ligands and confers a weaker tendency for reduction of copper(II) to copper(I) and copper(0). While the inclusion of a PPh 3 ligand suppresses the Cu ~ -, Cu j -, Cu u oxidation, imidazole and pyridinc strongly enhance the Cu ~I ~ Cu ~II oxidation ofthc complex.

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There are two molecules in the asymmetric unit of the title compound, C19H21BrClNO, with dihedral angles between the aromatic rings of 70.0 (2) and 81.9 (3)°. The crystal structure is stabilized by intermolecular C—H...π and C—Br...π interactions. In additional, the stacked molecules exhibit intramolecular O—H...N hydrogen bonds

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