Crystal structure of (E)-1-[4-({4-[(4-meth-oxy-benzyl-idene)amino]-phen-yl}sulfan-yl)phen-yl]ethan-1-one.

The title Schiff base compound, C22H19NO2S, crystallized with two independent mol-ecules (A and B) in the asymmetric unit. Both mol-ecules have an E conformation about the C=N bond. The two mol-ecules differ in the orientation of the aromatic rings with respect to each other. The outer 4-meth-oxy-benzene ring is inclined to the central benzene ring and the outer 4-acetyl-benzene ring by 1.80 (19) and 63.73 (19)°, respectively, in mol-ecule A, and by 6.72 (18) and 68.53 (19)°, respectively, in mol-ecule B. The two outer benzene rings are inclined to one another by 63.77 (18) and 63.19 (18)° in mol-ecules A and B, respectively. In the crystal, the individual mol-ecules stack in columns along [010], and are linked by a number of C-H⋯π inter-actions, forming slabs lying parallel to (001).

1-[4-({4-[(E)-(2-Hy-droxy-naphthalen-1-yl)methyl-idene-amino]-phen-yl}sulfan-yl)phen-yl]ethanone.

The title Schiff base compound, C25H19NO2S, crystallizes in a statistically disordered structure comprising keto and enol tautomeric forms. In the enol form, the benzenoid arrangment is promoted by a strong intra-molecular O-H⋯N hydrogen bond and adopts an E conformation about the imine bond. In the keto form there is an intramolecular N-H⋯O hydrogen bond. In the crystal, an extended network of C-H⋯O hydrogen bonds stabilizes columns parallel to the c axis, forming large voids (there are four cavities of 108 Å(3) per unit cell) with highly disordered residual electron density. The SQUEEZE procedure in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148-155] was used to eliminate the contribution of this electron density from the intensity data, and the solvent-free model was employed for the final refinement. The contribution of this undetermined solvent was ignored in the calculation of the unit-cell characteristics.