journal menu
organic compounds
Open 
access
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—H
O 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.
O 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.organic compoundsOpen access
access
The molecule of the title compound, C14H13N3O, adopts an E conformation with respect to the azomethine C=N bond, and is roughly planar, with an r.m.s. deviation of the non-H atoms from the least-squares plane of 0.100 (2) Å and a dihedral angle between the terminal benzene rings of 5.74 (12)°. An intramolecular N—HN hydrogen bond closes an S(6) ring. In the crystal, molecules are linked by the pairs of N—HO hydrogen bonds into centrosymmetric dimers. Dimers related by translation along [010] form slanted stacks, the shortest CC intermolecular distance within the stack being 3.283 (3) Å. Weak C—Hπ interactions link the stacks into a three-dimensional structure.
N hydrogen bond closes an S(6) ring. In the crystal, molecules are linked by the pairs of N—HO hydrogen bonds into centrosymmetric dimers. Dimers related by translation along [010] form slanted stacks, the shortest CC intermolecular distance within the stack being 3.283 (3) Å. Weak C—Hπ interactions link the stacks into a three-dimensional structure.
