Crystal structure of 4-[(E)-(4-nitrobenzylidene)amino]phenol

Abstract

The asymmetric unit of the title compound, C13H10N2O3, contains four independent molecules (I, II, III and IV). Molecule IV shows whole-molecule disorder over two sets of adjacent sites in a 0.669 (10):0.331 (10) ratio. The dihedral angles between the aromatic rings are 32.30 (13)degrees in molecule I, 2.24 (14)degrees in II, 41.61 (13)degrees in III, 5.0 (5)degrees in IV (major component) and 10.2 (3)degrees in IV (minor component). In the crystal, molecules are linked into layers lying parallel to (024) by C-H center dot center dot center dot O and O-H center dot center dot center dot O interactions. The layers interact by C-H center dot center dot center dot pi and weak aromatic pi-pi stacking interactions [centroid-centroid distances = 3.8476 (16), 3.725 (3) and 3.733 (5) angstrom].