The title Schiff base compound, C19H18N2O, was prepared by the reaction of equimolar quantities of 2-hydroxy-1-naphthaldehyde with N-phenylethane-1,2-diamine in a methanol solution. The molecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom protonated. An intramolecular N—H⋯O hydrogen bond forms between them. The dihedral angle between the benzene ring and the naphthyl system is 86.9 (2)°. In the crystal structure, molecules are linked through intermolecular N—H⋯O hydrogen bonds, forming chains running along the b axis.
The title Schiff base compound, C9H11N3O2S, was prepared by the reaction of equimolar quantities of 2-hydroxy-4-methoxybenzaldehyde with thiosemicarbazide in methanol. The molecule adopts a trans configuration with respect to the azomethine group and an intramolecular O—H⋯N hydrogen bond generates an S(6) ring. In the crystal structure, molecules are linked through intermolecular N—H⋯O and N—H⋯S hydrogen bonds, forming a three-dimensional network.
In the molecule of the title compound, C14H11ClN2O2, the dihedral angle between the benzene rings is 30.53 (4)°. In the crystal structure, intermolecular O—H⋯O and N—H⋯O hydrogen bonds link the molecules into a two-dimensional network. π–π contacts between benzene rings [centroid–centroid distance = 3.619 (1) Å] may further stabilize the structure. The crystal studied was found to be an inversion twin.
The title Schiff base compound, C8H7ClN4O2S, was prepared by the reaction of equimolar quantities of 2-chloro-5-nitrobenzaldehyde with thiosemicarbazide in methanol. The molecule adopts a trans configuration with respect to the azomethine group and the dihedral angle between the benzene ring and the thiosemicarbazide group is 6.8 (3)°. In the crystal, molecules are linked through intermolecular N—H⋯S hydrogen bonds, forming chains propagating in [010].
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