ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.75, pp.362-371, 2019 (ESCI)
The title compound, C14H12ClNO3, is a Schiff base that exists in the keto- enamine tautomeric form and adopts a Z configuration. In the crystal, the dihedral angle between the planes of the benzene rings is 5.34 (15)degrees. The roughly planar geometry of the molecule is stabilized by a strong intramolecular N - H center dot center dot center dot O hydrogen bond. In the crystal, pairs of centrosymmetrically related molecules are linked by O-H center dot center dot center dot O hydrogen bonds, forming R-2(2)(10) rings. Besides this, the molecules form stacks along the [001] direction with C-H center dot center dot center dot pi and C-H center dot center dot center dot Cl contacts between the stacks. The intermolecular interactions in the crystal were analysed using Hirshfeld surfaces. The most significant contribution to the crystal packing is from H center dot center dot center dot H contacts (30.8%).