In the title mol­ecule, C18H15NO2, the atoms in the carbazole unit deviate from planarity [maximum deviation from mean plane = 0.1317 (12) Å]. The pyrrole ring makes dihedral angles of 1.01 (8) and 18.56 (10)° with the benzene and furan rings, respectively. The cyclo­hexene ring adopts a half-chair conformation. In the crystal, pairs of N—H⋯O hydrogen bonds form an R 2 2(10) ring. Mol­ecules are further linked by C—H⋯O and C—H⋯π inter­actions, forming a three-dimensional network.

In the title mol­ecule, C19H14N2O, the benzimidazole unit is close to being planar [maximum deviation = 0.0253 (11) Å] and forms dihedral angles of 68.98 (6) and 20.38 (7)° with the adjacent phenyl and benzene rings; the dihedral angle between the latter two planes is 64.30 (7)°. An intra­molecular O—H⋯N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked by C—H⋯N and C—H⋯O hydrogen bonds, and consolidated into a three-dimensional architecture by π–π stacking inter­actions, with a centroid–centroid distance of 3.8428 (12) Å.

In the title mol­ecule, C19H14N2, the benzimidazole unit is close to being planar [maximum deviation = 0.0102 (6) Å] and forms dihedral angles of 55.80 (2) and 40.67 (3)° with the adjacent phenyl rings; the dihedral angle between the phenyl rings is 62.37 (3)°. In the crystal, one C—H⋯N hydrogen bond and three weak C—H⋯π inter­actions involving the fused benzene ring and the imidazole ring are observed, leading to a three-dimensional architecture.

In the title mol­ecule, C24H22N2, four atoms (N—C—C—N) of the heterocyclic ring, with their attached H atoms, and all atoms of the methyl group, are disordered over two positions; the site-occupancy factor of the major component is 0.713 (6). The major disorder component of the heterocyclic ring adopts a half-chair conformation, with all substituents equatorial. The benzene ring adjacent to the methyl group forms dihedral angles of 79.68 (11) and 80.92 (11)° with the phenyl rings; the dihedral angle between adjacent phenyl rings is 59.10 (11)°. The crystal structure features three C—H⋯π inter­actions.

In the title mol­ecule, C24H20N2, the pyrazine ring is significantly distorted from planarity, presumably due to steric crowding, and its conformation is well described as a flattened twist-boat. The benzene ring adjacent to the ethyl group forms dihedral angles of 53.79 (13) and 85.47 (12)° with the other benzene rings; the dihedral angle between adjacent benzene rings is 57.90 (12)°. The ethyl group is disordered over two positions; the site-occupancy factor of the major component is 0.546 (4). No hydrogen bonds are found in the crystal structure.

The phenanthrene tricyclic ring system in the title mol­ecule, C28H19FN2, is slightly skewed with a dihedral angle of 7.50 (6)° between the outer benzene rings. The p-tolyl and fluoro­benzene rings are twisted from the attached imidazole ring by 70.40 (7) and 28.33 (7)°, respectively. In the crystal, C—H⋯F hydrogen bonds link the mol­ecules into zigzag chains in [001], and weak C—H⋯π inter­actions further consolidate the crystal packing.

In the title mol­ecule, C19H13FN2, the benzimidazole unit is close to planar [maximum deviation = 0.0342 (9) Å] and forms dihedral angles of 58.94 (3) and 51.43 (3)° with the phenyl and fluoro­benzene rings, respectively; the dihedral angle between the phenyl and fluoro­benzene rings is 60.17 (6)°. In the crystal, three C—H⋯F hydrogen bonds and two weak C—H⋯π inter­actions involving the fused benzene ring lead to a three-dimensional architecture.

In the title mol­ecule, C16H20N2OS, the heterocyclic ring adopts a slightly distorted flattened boat conformation, and the plane through the four coplanar atoms makes a dihedral angle of 86.98 (6)° with the benzene ring. The thione, acetyl and methyl groups lie on the opposite side of the heterocyclic mean plane to the isopropylphenyl group which has an axial orientation. A weak intra­molecular C—H⋯O hydrogen bond is observed. In the crystal, molecules are linked via N—H⋯O, N—H⋯S and C—H⋯S hydrogen bonds.

In the title mol­ecule, C13H13FN2OS, the heterocyclic ring adopts a slightly distorted flattened boat conformation, and the plane through the four coplanar atoms makes a dihedral angle of 87.45 (14)° with the benzene ring. The thione, acetyl and methyl groups lie on the opposite side of the heterocyclic mean plane to the fluorophenyl group, which has an axial orientation. N—H⋯O, N—H⋯S, C—H⋯F and C—H⋯O inter­molecular hydrogen bonds and a weak C—H⋯π inter­action involving the benzene ring are found in the crystal structure.

In the title mol­ecule, C13H12ClNO, the dihedral angle between the benzene and pyrrole rings is 1.38 (9)°. The cyclo­heptene ring adopts a distorted twist chair and sofa conformation. Inter­molecular N—H⋯O hydrogen bonds form an R 2 2(10) loop in the crystal packing. Further, weak C—H⋯O and C—H⋯π (involving the benzene ring) inter­actions are found in the crystal structure.

In the title mol­ecule, C23H19ClN2, the heterocyclic ring adopts a screw-boat conformation, with all substituents equatorial. The benzene ring at position 2 makes dihedral angles of 77.88 (12) and 76.31 (12)° with the phenyl rings at positions 5 and 6, respectively. The dihedral angle between the phenyl rings at positions 5 and 6 is 70.05 (10)°. The Cl atom is disordered over two positions with occupancy factors of 0.946 (5) and 0.054 (5). In the crystal, C—H⋯π inter­actions are found.

In the title compound, C25H15FN4·H2O, the fused ring system is essentially planar [maximum deviation of 0.0822 (14) Å]. The imidazole ring makes dihedral angles of 76.83 (7) and 32.22 (7)° with the phenyl group attached to nitro­gen and the fluoro­benzene group to carbon, respectively. The dihedral angle between the two phenyl rings is 72.13 (7)°. Inter­molecular O—H⋯N, O—H⋯F, C—H⋯F, C—H⋯O and C—H⋯N hydrogen bonds are found in the crystal structure.

The title compound, C21H17N3O2, crystallizes with two mol­ecules in the asymmetric unit. The carbazole groups show relatively small deviations from planarity [maximum displacements from the mean carbazole plane are 0.077 (7) and 0.101 (7) Å]. The dihedral angles between the 3-nitro­benzyl­idene­amine and carbazole groups are 37.9 (1) and 37.0 (1)° in the two mol­ecules.

In the title mol­ecule, C13H13NS, the dihedral angle between the benzene ring and the fused pyrrole ring is 0.71 (8)° and the cyclo­hexene ring is in an envelope form. The (CH2)3 atoms of the cyclo­hexene ring are disordered over two positions; the site-occupancy factor for the major component refined to 0.862 (4). In the crystal, inter­molecular N—H⋯S hydrogen bonds lead to the formation of centrosymmetric aggregates via an R 2 2(10) ring.

In the title compound, C25H16F2N2O, the pyrazole ring is almost planar (r.m.s. deviation = 0.028 Å) and makes a dihedral angle of 5.86 (11)° with the indazole benzene ring. The dihedral angle between the pyrazole ring and the unsubstituted phenyl ring is 28.19 (11)°. The dihedral angles between the unsubstituted phenyl and the two fluoro­phenyl groups are 57.69 (10) and 18.01 (10)°. In the crystal, mol­ecules are linked by inter­molecular N—H⋯O and C—H⋯F inter­actions, forming infinite chains along the b axis with graph-set motif R 3 2(19). The crystal structure is further consolidated by π–π stacking [centroid–centroid distances = 3.5916 (13) and 3.6890 (13) Å] and C—H⋯π inter­actions.

In the title mol­ecule, C14H15NO, the dihedral angle between the benzene and pyrrole rings is 1.99 (12)°. The cyclo­heptene ring adopts a slightly distorted boat conformation.

In the title compound, C19H19FN2, the imidazole ring is essentially planar [maximum deviation of 0.0015 (9) Å] and makes dihedral angles of 77.61 (9) and 26.93 (10)° with the benzene rings attached to nitro­gen and carbon, respectively. The dihedral angle between the two benzene rings is 78.84 (8)°. A C—H⋯π inter­action is found in the crystal structure.

In the title compound, C25H16N4, the fused ring system is essentially planar [maximum deviation = 0.1012 (15) Å]. The imidazole ring makes dihedral angles of 77.41 (8) and 56.26 (8)° with the phenyl rings attached to nitro­gen and carbon, respectively. The dihedral angle between the two phenyl rings is 65.50 (8)°. Weak C—H⋯π inter­actions are found in the crystal structure.

In the title mol­ecule, C22H19NOS2, the piperidine ring adopts an envelope conformation with the benzyl substituent in an equatorial position. Each of the olefinic double bonds has an E configuration. The dihedral angle between the two thio­phene rings is 1.55 (18)°. The thio­phene rings form angles of 72.21 (14) and 73.43 (14)° with the phenyl ring. Both thio­phene rings are disordered over two orientations [occupancy ratios of 0.799 (1):0.201 (1)] at 180° from one another. In the crystal, weak inter­molecular C—H⋯O hydrogen bonds and C—H⋯π inter­actions help to stabilize the packing.

In the title compound, C17H12ClNO2, the carbazole unit is nearly planar [maximum deviation = 0.052 (1) Å]. The pyrrole ring makes dihedral angles of 1.92 (8) and 4.71 (11)° with the benzene and furan rings, respectively. Inter­molecular N—H⋯O hydrogen bonds form R 2 2(10) rings in the crystal structure.

The title compound, C15H13NO2, crystallizes with four independent mol­ecules (A, B, C and D) in the asymmetric unit. The carbazole units are almost planar [maximum deviations = 0.015 (3) for A, 0.024 (3) for B, 0.026 (3) for C and 0.046 (3) Å for D]. In all four mol­ecules, there is an O—H⋯O hydrogen bond involving the hy­droxy substituent and the carbonyl O atom of the adjacent acetyl group, which forms a six-membered ring. In the crystal, the four independent mol­ecules are linked via N—H⋯O and C—H⋯O inter­actions.

In the title mol­ecule, C18H15NO2, the carbazole unit is not planar [maximum deviation from mean plane = 0.236 (2) Å]. The pyrrole ring makes dihedral angles of 1.21 (10) and 16.74 (12)° with the benzene and the furan rings, respectively. The cyclo­hexene ring adopts a half-chair conformation. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R 2 2(10) loops.

In the title mol­ecule, C15H17NO, the dihedral angle between the benzene and pyrrole rings is 1.45 (13)°. The cyclo­heptene ring adopts a slightly distorted boat conformation. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds are found.

In the title compound, C18H18N2, the imidazole ring is essentially planar [maximum deviation = 0.004 (1) Å] and makes dihedral angles of 68.91 (8) and 20.43 (9)° with the tolyl and phenyl rings, respectively. The dihedral angle between the latter rings is 73.62 (8)°. The crystal packing is stabilized by inter­molecular C—H⋯N hydrogen bonds.

In the title compound, C19H20N2·0.5H2O, the imidazole ring is essentially planar [maximum deviation = 0.005 (1) Å]. The imidazole ring makes dihedral angles of 67.46 (10) and 23.10 (11)° with the attached benzene and phenyl rings, respectively. The dihedral angle between the benzene and phenyl rings is 68.22 (10)°. Inter­molecular O—H⋯N and C—H⋯N hydrogen bonds are found in the crystal structure.