5-Diethyl-amino-2-[(E)-(4-methyl-3-nitro-phenyl)-imino-meth-yl]phenol: A redetermination

Abstract

The title compound, C18H21N3O3, is a potential bidentate Schiff base ligand. The whole mol-ecule is disordered with a refined site-occupancy ratio of 0.567 (4):0.433 (4) and not just one ethyl group as reported previously [Sarojini et al. (2007). Acta Cryst. E63, o4782-o4782]. Using the whole mol-ecule disorder, R values are much smaller than those published. An intra-molecular O - H?N hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The dihedral angle between the mean plane of the two benzene rings (major component) is 9.0 (5) . The crystal structure shows short C?C [3.189 (15)-3.298 (12) ] and C?O [2.983 (5)-3.149 (13) ] contacts. Inter-molecular C - H?O inter-actions link neighbouring mol-ecules into dimers with R 2 2(18) motifs. In the crystal structure, these dimers are linked together by inter-molecular C - H?O inter-actions into one-dimensional extended chains along the b axis. The crystal structure is further stabilized by inter-molecular ?-? stacking inter-actions [centroid-centroid distances = 3.458 (8)-3.691 (6) ].