Crystal structure of (E)-2-fluoro-benz-aldehyde (pyridin-2-yl)hydrazone

Acta Crystallogr E Crystallogr Commun. 2015 Apr 30;71(Pt 5):o362-3. doi: 10.1107/S2056989015007823. eCollection 2015 May 1.

Abstract

The title compound, C12H10FN3, is approximately planar: the dihedral angles between the mean plane of the central N-N=C spacer unit and the fluoro-benzene and pyridine rings are 14.50 (13) and 4.85 (15)°, respectively, while the dihedral angle between the aromatic rings is 16.29 (6)°. The F atom lies at the same side of the mol-ecule as the N atom of the pyridine ring. In the crystal, inversion dimers linked by pairs of N-H⋯N hydrogen bonds generate R 2 (2)(8) loops. Mol-ecules related by translation in the a direction are linked by two π-π stacking inter-actions involving pairs of benzene rings and pairs of pyridine rings. In each case, the ring-centroid separation is 3.8517 (9) Å. Two chains of this type pass through each unit cell, but there are no direction-specific inter-actions between adjacent chains.

Keywords: crystal structure; hydrazine; hydrogen bonding; π–π stacking inter­actions.