3-Acetyl-2-fluoro-6H-benzo[c]chromen-6-one

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].

Diethyl 4-oxo-4H-[1,4′-bi­quinoline]-3,3′-di­carboxyl­ate

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].

Ethyl 8-meth­oxy-4-oxo-1,4-di­hydro­quinoline-3-carboxyl­ate

In the title compound, C₁₃H₁₃NO₄, the asymmetric unit contains four independent mol­ecules, each exhibiting an intra­molecular N—H...O hydrogen bond. The ethyl group in one of the four mol­ecules is disordered, with a refined occupancy ratio of 0.295 (16):0.705 (16). A face-to-face stacking inter­action is found between the benzene rings of the quinoline units of two of the mol­ecules [centroid–centroid distance = 3.541 (2) Å], which are sandwiched by the other two mol­ecules through N—H...O hydrogen bonding. In the crystal, the sandwiched mol­ecules are assembled via stacking inter­actions along the b-axis direction with their translation-symmetry equivalents [centroid–centroid distance = 3.529 (2) Å], and are further linked through N—H...O hydrogen bonding. The other two mol­ecules are linked via stacking inter­actions with their inversion-symmetry equivalents [centroid–centroid distances = 3.512 (3) and 3.716 (4) Å] and via N—H...O hydrogen bonding.