Two (E)-2-({[4-(dialkylamino)phenyl]- imino}methyl)-4-nitrophenols

Abstract

The slow evaporation of analytical NMR samples resulted in the formation of crystals of (E)-2-({[4-(dimethyl­amino)­phenyl]­imino}­methyl)-4-nitro­phenol, C15H15N3O3, (I), and (E)-2-({[4-(diethyl­amino)­phenyl]­imino}­methyl)-4-nitrophenol, C17H19N3O3, (II). Despite the small structural difference between these two N-salicylidene­aniline derivatives, they show different space groups and diverse mol­ecular packing. The mol­ecules of both compounds are close to being planar due to an intra­molecular O-H...N hydrogen bond. The 4-alkyl­amino-substituted benzene ring is inclined at an angle of 13.44 (19)° in (I) and 2.57 (8)° in (II) with respect to the 4-nitro-substituted phenol ring. Only very weak inter­molecular [pi]-[pi] stacking and C-H...O inter­actions were found in these structures.