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The molecules of the title compound, C15H14N2O3, possesses crystallographically imposed twofold rotational symmetry, so the asymmetric unit contains one half-molecule. The fused-ring system deviates significantly from planarity; the planes of the five- and six-membered rings are twisted with respect to each other by 3.0 (1)°. In the crystal, weak C—H...O hydrogen bonds link molecules related by translation in [010] into chains.

The molecular structure of the title compound, C14H18Br2N2O2, has one half-molecule in the asymmetric unit. The molecule has a crystallographic inversion centre in the middle of the benzene ring. The C—C—N—C torsion angle between the benzene ring and the bromoamide group is 149.2 (7)°. The crystal is stabilized by a strong intermolecular N—H...O bond and weak C—H...O interactions. These contacts give rise to a three-dimensional network.

In the title compound, C15H15NO, the dihedral angle between the benzene rings is 2.25 (2)°. The C—C—C—O atoms of the propanol side chain are in a gauche conformation [torsion angle = −60.5 (2)°]. In the crystal, O—H...O hydrogen bonds link the molecules into C(2) chains propagating in [100]. The O-bonded H atom is disordered over two sites of equal occupancy.

In the title compound C14H14BrNO3, the coumarin ring system is almost planar (r.m.s. deviation = 0.008 Å) and an intramolecular C—H...O interaction generates an S(6) ring. In the crystal, molecules are linked by N—H...O hydrogen bonds, with the C=O unit of the coumarin ring system acting as the acceptor group, generating [010] C(8) chains. The chain connectivity is reinforced by two C—H...O interactions.

In the title compound, C14H10BrF3O4, the coumarin ring system is almost plannar (r.m.s. deviation = 0.025 Å) and a short C—H...F contact occurs. The propanoate fragment is orientated almost perpendicular to the ring [dihedral angle = 71.80 (12)°]. In the crystal, molecules are linked by C—H...O hydrogen bonds, generating [100] chains.