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In the title compound, C14H17FN2O, the 1,2,3,4-tetra-hydro-pyridine ring of the quinoline moiety adopts a half-chair conformation, while the pyrrolidine ring has an envelope conformation with the central methyl-ene C atom as the flap. The pyrrolidine ring lies in the equatorial plane and its mean plane is normal to the mean plane of the quinoline ring system, with a dihedral angle value of 88.37 (9)°. The bridging N-C bond distance [1.349 (3) Å] is substanti-ally shorter than the sum of the covalent radii (d cov: C-N = 1.47 Å and C=N = 1.27 Å), which indicates partial double-bond character for this bond, resulting in a certain degree of charge delocalization. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming sheets lying parallel to (10-1). These two-dimensional networks are linked via C-H⋯F hydrogen bonds and C-H⋯π inter-actions, forming a three-dimensional structure.

In the title compound, C16H22N2O, the azepan-2-one ring adopts a chair conformation, while the 1,2,3,4-tetra-hydro-pyridine ring adopts a half-chair conformation. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming supra-molecular chains propagated along [10-1], with weak C-H⋯O inter-actions occurring between the chains.

In the title compound, C(15)H(11)BrO(3), the dihedral angle between the naphtho-furan ring system (r.m.s. deviation = 0.022 Å) and the side chain is 4.50 (2)°. In the crystal, short Br⋯Br [3.4435 (7) Å] contacts propagating along [010] in a zigzag manner and weak π-π inter-actions [shortest centroid-centroid separation = 3.573 (2) Å] directedalong [100] are observed.

In the title compound, C(19)H(13)NO(4)S, the mol-ecule is twisted at the S atom with a C-S-N-C torsion angle of -65.2 (2)° between the benzene ring and the -SO(2)-NH-C=O segment. The dihedral angle between the benzene and the naphtho-furan ring system is 83.3 (1)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds into chains running along the c axis. An intra-molecular N-H⋯O(furan) inter-action is also observed.

The non-H atoms of the title compound, C(11)H(6)BrFO(3), are essentially coplanar (r.m.s. deviation for all non-H atoms = 0.074 Å). In the crystal, the molecules are linked by C-H⋯O and C-H⋯Br inter-actions.

In the title compound, C(16)H(12)O(4), the chromene ring system is almost planar [maximum deviation = 0.026 (1) Å] and makes dihedral angles of 1.24 (9) and 26.5 (2)° with the fused benzene ring and the plane of the ethyl carboxyl-ate group, respectively.