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The title compound, C13H8BrI2NO, was prepared by the reaction of 3,5-diiodo­salicyl­aldehyde with 4-bromo­phenyl­amine in ethanol. There is an intra­molecular O—H...N hydrogen bond in the mol­ecule, which generates an S(6) ring. The dihedral angle between the benzene rings is 2.6 (3)°.

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The asymmetric unit of the title compound, C13H8ClI2NO, contains half of the mol­ecule situated on a mirror plane. The hy­droxy group is involved in the formation of an intra­molecular O—H...N hydrogen bond. π–π inter­actions between the benzene rings of neighbouring mol­ecules [centroid–centroid distance = 3.629 (3) Å] form stacks along the b axis. In the crystal, weak C—H...O and C—H...Cl inter­actions are observed.
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