Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.005 Å; R factor = 0.047; wR factor = 0.109; data-to-parameter ratio = 11.4.The title Schiff base, C 13 H 13 NO 2 S, adopts the phenol-imine tautomeric form and reveals an intramolecular O-HÁ Á ÁN hydrogen bond involving the hydroxy group and the imino N atom, forming an S(6) ring. The molecule is highly twisted with respect to the central imine group, which is reflected in the dihedral angle of 67.83 (10) formed by the thienyl and phenol rings. The crystal packing is characterized by weak C-HÁ Á ÁO and C-HÁ Á Á interactions.
Related literatureSchiff bases of salicylaldehyde may exhibit thermochromism or photochromism, depending on the planarity or nonplanarity, respectively, of the molecule, see
The title Schiff base, C23H27ClN2O adopts the phenol–imine tautomeric form, with an intramolecular O—H⋯N hydrogen bond, which generates an S(6) ring motif. Three C atoms of the heterocyclic moiety of the hexahydropyridoquinoline unit, as well as the two methyl groups bonded to one of these C atoms, are disordered over two set of sites, with anoccupancy ratio of 0.740 (4):0.260 (4).
The title Schiff base, C19H24N2O3, exists in the crystal structure in the phenol–imine tautomeric form with an intramolecular O—H⋯N hydrogen bond. The planes of the aromatic rings form a dihedral angle of 36.8 (8)°. The crystal packing is characterized by C—H⋯O hydrogen bonds and π–π stacking interactions [centroid–centroid distance = 3.478 (4)Å].
CCDC no.: 917436The asymmetric unit of the title crystal structure is shown in the gure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.
Source of materialThe title compound (E)-4-nitro-2-((2-phenoxyphenylimino) methyl)phenol was prepared by re ux of a solution containing 2-hydroxy-5-nitrobenzaldehyde (0.157 g, 1.0 mmol) in 20 mL ethanol and a solution containing
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