organic compounds
Open access
The title compound, C14H12FN3O, adopts an E conformation with respect to the azomethine double bond whereas the N and methyl C atoms are in a Z conformation with respect to the same bond. The ketonic O and azomethine N atoms are cis to each other. The non-planar molecule [the dihedral angle between the benzene rings is 7.44 (11)°] exists in an amido form with a C=O bond length of 1.221 (2) Å. In the crystal, a bifurcated N—H(O,N) hydrogen bond is formed between the amide H atom and the keto O and imine N atoms of an adjacent molecule, leading to the formation of chains propagating along the b-axis direction. Through a 180° rotation of the fluorophenyl ring, the F atom is disordered over two sites with an occupancy ratio of 0.632 (4):0.368 (4).
organic compounds
Open access
The title compound, C14H12FN3O, adopts an E conformation with respect to the azomethine bond. The pyridyl and fluorobenzene rings make dihedral angles of 38.58 (6) and 41.61 (5)° respectively with the central C(=O)N2CC unit, resulting in a non-planar molecule. The intermolecular interactions comprise two classical N—HO and N—HN hydrogen bonds and four non-classical C—HO and C—HF hydrogen bonds. These interactions are augmented by a weak π–π interaction between the benzene and pyridyl rings of neighbouring molecules, with a centroid–centroid distance of 3.9226 (10) Å. This leads to a three-dimensional supramolecular assembly in the crystal system. The F atom is disordered over two sites in a 0.559 (3): 0.441 (3) ratio, through a 180° rotation of the fluorobenzene ring.