Abstract
The main scope of the paper deals with keto/amine-enol/imine tautomerism in the solid state of an N-aryl substituted naphthaldimine and conformational changes of this ligand after coordinating to the nickel atom. The N-o-tolyl-2-hydroxy-1-naphthaldimine (I) crystallizes in the orthorhombic space group P 212121 with cell dimensions a = 7.8641(4), b = 12.712(1), c = 13.853(1) Å and corresponding bis-bidentate nickel complex (II) in the monoclinic space group P 21/c and unit cell dimensions a = 7.436(3), b = 22.050(5), c = 8.643(4) Å, β = 95.05(6)°. In the nonplanar molecule of (I) the presence of the enol tautomer is found. In (II) the metal atom has the characteristic square-planar coordination with NiII on crystallographically imposed inversion centers. Two naphthaldimine moieties are not coplanar showing stepped conformation with step height 1.034 Å.
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Kaitner, B., Meštrović, E. & Pavlović, G. N-o-tolyl-2-hydroxy-1-naphthaldimine and its NiII complex. Conformational changes of free ligand by chelatation. Journal of Chemical Crystallography 28, 77–82 (1998). https://doi.org/10.1023/A:1021790905585
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DOI: https://doi.org/10.1023/A:1021790905585