1,1′-{(1E,1′E)-[Octane-1,8-diylbis(azanylylidene)]bis(methanylylidene)}bis(naphthalen-2-ol) in the zwitterionic form

Abstract

The title compound, C30H32O2N2, is formed from two units ofortho-hydroxynaphthaldehyde bridged with 1,8-diaminooctane. In the solid state, it exists as a double zwitterion. The N atoms are protonated and the C—O−bonds lengths are 1.265 (2) Å, with intramolecular N—H...O hydrogen bonds formingS(6) ring motifs. The molecule has twofold rotational symmetry, with the twofold axis bisecting the central –CH2—CH2– bond of the bridging octane chain. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming chains propagating along the [-201] direction. The chains are linkedviaC—H...O hydrogen bonds, forming a supramolecular three-dimensional framework structure.

Structural investigation of the catalytic activity of Fe(III) and Mn(III) Schiff base complexes

“…The ligand was prepared by adapting literature methods [42]. A mixture of 0.5 mmol (0.054 g) of 1,2-diaminobenzene and 1 mmol (0.172 g) of 2-hydroxy-1-naphthaldehyde, in 10 mL of methanol was refluxed with constant stirring under nitrogen atmosphere for 3 h to yield an abundant orange precipitate that was collected by filtration.…”