Abstract
In the solid state the title Schiff base, 0.58C28H20N2O2·0.42C28H20N2O2, exists both as the keto–imino and as the enol–amino tautomer, which is manifested in the disorder of the H atom in the intramolecular hydrogen-bonded ring. The naphthalene ring systems show some distortion, which is consistent with the quinoid effect. The ratio of the enol form refined to 58 (5)%. The molecule has crystallographically imposed symmetry: a twofold axis passes through the central benzene ring. Crystals are built up of layers parallel to (010). Stacking interactions between the layers involve only standard van der Waals attraction forces between apolar groups. The alignment of the aromatic rings in neighbouring layers shows a herringbone motif. A weak C—H⋯O interaction is observed.
Highlights
In the solid state the title Schiff base, 0.58C28H20N2O20.42C28H20N2O2, exists both as the keto–imino and as the enol–amino tautomer, which is manifested in the disorder of the H atom in the intramolecular hydrogen-bonded ring
The naphthalene ring systems show some distortion, which is consistent with the quinoid effect
The molecule has crystallographically imposed symmetry: a twofold axis passes through the central benzene ring
Summary
R factor = 0.059; wR factor = 0.166; data-to-parameter ratio = 13.7. In the solid state the title Schiff base, 0.58C28H20N2O20.42C28H20N2O2, exists both as the keto–imino and as the enol–amino tautomer, which is manifested in the disorder of the H atom in the intramolecular hydrogen-bonded ring. The naphthalene ring systems show some distortion, which is consistent with the quinoid effect. The ratio of the enol form refined to 58 (5)%. The molecule has crystallographically imposed symmetry: a twofold axis passes through the central benzene ring. Crystals are built up of layers parallel to (010). Stacking interactions between the layers involve only standard van der Waals attraction forces between apolar groups. The alignment of the aromatic rings in neighbouring layers shows a herringbone motif. A weak C—H O interaction is observed
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