6,6′-Dihydroxy-2,2′-[(pentane-1,5-diyldioxy)bis(nitrilomethylidyne)]diphenol

Abstract

The molecule of the title compound, C19H22N2O6, assumes a W-shaped configuration with the dihedral angle between the two halves of the molecule being 82.48 (5)°. There is one half-molecule in the asymmetric unit with a crystallographic twofold rotation axis passing through the central C atom of the five methylene groups in the [—CH=N—O—(CH2)5—O—N=CH—] bridge. The dihedral angle formed by the two benzene rings in each molecule of the title compound is 84.18 (4)°. There are strong intramolecular O—H...N and O—H...O hydrogen bonds and weak intermolecular π–π stacking interactions between neighbouring benzene rings, and the intermolecular plane-to-plane distances are 3.488 (2) and 3.841 (3) Å along the b and c axes, respectively. In the crystal structure, intermolecular O—H...O hydrogen bonds link each molecule to two others, forming an infinite three-dimensional supramolecular structure.