Crystal structure of 3-[({2-[bis(2-hydroxybenzyl)amino]ethyl}(2-hydroxybenzyl)amino)methyl]-2-hydroxy-5-methylbenzaldehyde

Abstract

The non-symmetric title molecule, C32H34N2O5, is based on a tetrasubstituted ethylenediamine backbone. The molecular structure consists of three hydroxybenzyl groups and one 2-hydroxy-5-methylbenzaldehyde group bonded to the N atoms of the diamine unit. The ethylenediamine skeleton shows a regular extended conformation, while the spatial orientation of the phenol arms is governed by hydrogen bonds. In the 2-hydroxy-5-methylbenzaldehyde group, an intramolecular S(6) O—H...O hydrogen bond is observed between the alcohol and aldehyde functions, and the neighbouring phenol arm participates in an intramolecular S(6) O—H...N hydrogen bond. The third phenol group is involved in a bifurcated intramolecular hydrogen bond with graph-set notation S(6) for O—H...N and O—H...O intramolecular hydrogen bonds between neighbouring amine and phenol arms, respectively. Finally, the fourth phenol group acts as an acceptor in a bifurcated intramolecular hydrogen bond and also acts as donor in an intermolecular hydrogen bond, which connects inversion-related molecules into dimers with R44(8) ring motifs.

Keywords

• crystal structure
• non-symmetrical compound
• tetrasubstituted ethylenediamine
• phenol-arm substituents