In the title compound, C12H10ClNO3, the asymmetric unit comprises two independent mol­ecules, and the dihedral angle between the least-square planes of the quinoline ring systems of these mol­ecules is 73.30 (5)°. In the crystal, N—H⋯O hydrogen bonds between the independent mol­ecules lead to supra­molecular layers parallel to (-1-10); both N—H H atoms are bifurcated.

Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.004 Å; disorder in main residue; R factor = 0.053; wR factor = 0.130; data-to-parameter ratio = 15.6.In the title compound, C 13 H 13 NO 4 , the asymmetric unit contains four independent molecules, each exhibiting an intramolecular N-HÁ Á ÁO hydrogen bond. The ethyl group in one of the four molecules is disordered, with a refined occupancy ratio of 0.295 (16) Related literatureFor the background of this study, see: Ishikawa & Fujii (2011

The title compound, C15H9FO3, was obtained in a one-pot synthesis by Suzuki–Miyaura cross-coupling and nucleophilic substitution reaction of 4′-chloro-2′,5′-di­fluoro­aceto­phenone with o-(meth­oxy­carbon­yl)phenyl­boronic acid. The asymmetric unit contains two crystallographically independent mol­ecules related by a non-crystallographic inversion centre. There are face-to-face stacking inter­actions between the aromatic rings of the benzoate and aceto­phenone units of the symmetry-independent mol­ecules [centroid–centroid distances = 3.870 (3) and 3.986 (3) Å]. In the crystal, mol­ecules are further assembled via stacking inter­actions along the a-axis direction. One of the mol­ecules inter­acts with its inversion equivalent [centroid–centroid distance between the aromatic rings of the benzoate and aceto­phenone units = 3.932 (3) Å], and the other inter­acts with its twofold axis equivalent [centroid–centroid distance between the aromatic rings of aceto­phenone units = 3.634 (3) Å].

In the title mol­ecule, C24H20N2O5, the quinoline and quinolinone moieties are practically perpendicular to each other, forming a dihedral angle of 89.06 (3)°. In the crystal, each moiety forms coplanar π-stacked couples with the respective inversion equivalents. The quinolinone moieties overlap with their benzene rings with a centroid–centroid separation of 3.641 (2) Å, whereas the quinoline moieties overlap with their pyridine rings with a separation of 3.592 (2) Å. The resulting supra­molecular chains propargate along [101].

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