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The CuII atom in the title compound, [Cu(C16H10ClN2O)2], is located on an inversion center and is tetra­coordinated by two N and two O atoms from two bidentate 1-[(E)-(2-chloro­phen­yl)diazen­yl]naphthalen-2-olate ligands, forming a square-planar complex. In the crystal, mol­ecules are linked via weak C—H...O and C—H...Cl hydrogen bonds, forming chains propagating along [010]. There are also π–π inter­actions present involving adjacent naphthalene rings [centroid–centroid distance = 3.661 (13) Å].

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The title zwitterion,, C16H11ClN2O, is approximately planar, the dihedral angle between the benzene ring and naphthalene ring system is 1.55 (13)°; an intra­molecular N—H...O hydrogen bond stabilizes the planar conformation. In the crystal, π–π stacking between the benzene ring and the naphthalene ring system of adjacent mol­ecules links the mol­ecules into supra­molecular chains running along the b axis, the centroid–centroid distance being 3.765 (2) Å.
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