Crystal structure of (2-{[(8-aminonaphthalen-1-yl)imino]methyl}-4,6-di-tert-butylphenolato-κ3 N,N′,O)bromidonickel(II)

Abstract

The title compound, [NiBr(C25H29N2O)], contains an NiII atom with a slightly distorted square-planar coordination environment defined by one O and two N atoms from the 2-{[(8-aminonaphthalen-1-yl)imino]methyl}-4,6-di-tert-butylphenolate ligand and a bromide anion. The Ni—O and Ni—N bond lengths are slightly longer than those observed in the phenyl backbone counterpart, which can be attributed to the larger steric hindrance of the naphthyl group in the structure of the title compound. The molecule as a whole is substantially distorted, with both the planar naphthalene-1,8-diamine and imino–methyl–phenolate substitutents rotated against the NiN2OBr plane by 38.92 (7) and 37.22 (8)°, respectively, giving the molecule a twisted appearance. N—H...Br hydrogen bonds and N—H...C(π) contacts connect the molecules into dimers, and additional C—H...Br contacts, C—H...π interactions, and an offset stacking interaction between naphthyl units interconnect these dimers into a three-dimensional network.