Crystal Structure Of 4-({5-[(E)-(3,5-Di­Fluoro­Phen­Yl)Diazen­Yl]-2-Hy­Droxy­Benzyl­Idene}Amino)-2,2,6,6-Tetra­Methyl­Piperidin-1-Ox­Yl

Abstract

The asymmetric unit of the title compound contains two crystallographically independent mol­ecules with the similar conformation, the piperidine rings in both mol­ecules adopt a similar distorted chair conformation and have pseudo mirror planes passing through the N—O bond., The asymmetric unit of the title compound, C22H25F2N4O2, contains two crystallographically independent mol­ecules. In one mol­ecule, the two benzene rings are oriented at a dihedral angle of 1.93 (10)° and in the other mol­ecule the corresponding dihedral angle is 7.19 (9)°. The piperidine rings in the two mol­ecules adopt a similar distorted chair conformation, and both have pseudo-mirror planes passing through the N—O bonds. An intra­molecular O—H⋯N hydrogen bond between the hy­droxy group and the imine N atom is observed in both mol­ecules. In the crystal, weak C—H⋯O and C—H⋯F hydrogen bonds, enclosing R 2 2(6) ring motifs, and weak π–π stacking inter­actions link the mol­ecules into a three-dimensional supra­molecular network, with centroid-to-centroid distances between the nearly parallel phenyl and benzene rings of adjacent mol­ecules of 3.975 (2) and 3.782 (2) Å.