Crystal structure of 4-[(E)-(4-nitro-benzylidene)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)° in molecule I, 2.24 (14)° in II, 41.61 (13)° in III, 5.0 (5)° in IV (major component) and 10.2 (3)° in IV (minor component). In the crystal, molecules are linked into layers lying parallel to (024) by C - H⋯O and O - H⋯O interactions. The layers interact by C - H⋯π and weak aromatic π-π stacking interactions [centroid-centroid distances = 3.8476 (16), 3.725 (3) and 3.733 (5) Å].