There are two independent molecules in the asymmetric unit of the title compound, C21H18BrFO3, in which the dihedral angles between the fluorophenyl and bromophenyl groups are 77.0 (1) and 85.8 (1)°. In one of the molecules, two methine C—H groups of the cyclohexene ring are disordered over two sets of sites in a 0.53 (2):0.47 (2) ratio. In both molecules, the atoms of the ethyl group were refined as disordered over two sets of sites with occupancies of 0.67 (2):0.33 (2) and 0.63 (4):0.37 (4). The cyclohexene rings have slightly distorted sofa conformations in both molecules. In the crystal, C—H⋯O interactions link molecules into chains along the b axis.
In the title compound, C25H20FN3S, two independent molecules comprise the asymmetric unit, which differ in the relative orientation of the fluorobenzene ring with respect to the pyrazole ring to which it is attached [dihedral angles = 89.39 (17) and 75.23 (16)° in the two molecules]. Each pyrazole ring adopts an envelope conformation with the methine C atom being the flap atom. There are additional twists in the molecules, e.g. between the five-membered rings [dihedral angles = 18.23 (16) and 17.84 (16)°] and between the thiazole and attached phenyl ring [10.26 (16) and 20.87 (15)°]. Overall, each molecule has a T-shape. In the crystal, molecules are connected into a three-dimensional architecture by weak C—H⋯π interactions.
The asymmetric unit of the title compound, C25H14ClFN4S, contains two independent molecules (A and B). Each molecule consists of five rings, namely chlorophenyl, fluorophenyl, 1H-pyrazole, thiazole and benzonitrile. In molecule A, the 1H-pyrazole ring makes dihedral angles of 52.54 (8), 35.96 (8) and 15.43 (8)° with respect to the attached chlorophenyl, fluorophenyl and thiazole rings. The corresponding values in molecule B are 51.65 (8), 37.26 (8) and 8.32 (8)°. In the crystal, molecules are linked into dimers by C—H⋯N hydrogen bonds, generating R
2(10) ring motifs. These dimers are further linked into two-dimensional arrays parallel to the ab plane via intermolecular weak C—H⋯N and C—H⋯F hydrogen bonds. The crystal structure is further stabilized by weak π-π interactions [with centroid–centroid distances of 3.4303 (9) and 3.6826 (9) Å] and weak C—H⋯π interactions.
The title compound, C23H17F2NO, which crystallizes with two independent molecules in the asymmetric unit, was prepared by the cyclization of 4-[2-bis(4-fluorophenyl)methyleneamino]but-3-yn-1-ol at room temperature. The molecules display a tripod conformation. The two fluorophenyl rings make dihedral angles of 79.26 (2) and 85.87 (1)° [86.53 (1) and 83.67 (2)° in the second molecule] with the indole ring, and the dihedral angles between the fluorophenyl rings are 67.74 (2) and 66.33 (2)°, respectively. Furthermore, the indole rings are located on the edge of the respective oxazine half-chair ring systems. Nonconventional C—H⋯π contacts between indole and fluorophenyl rings are observed.
The asymmetric unit of the title compound, C21H13ClFNO2S, contains two independent molecules with similar conformations. In the molecules, the thiazole ring is essentially planar [maximum atomic deviations = 0.014 (4) and 0.023 (5) Å] and is oriented with respect to the fluorophenyl ring and chlorophenyl rings at 9.96 (18) and 70.39 (18)° in one molecule and at 7.50 (18) and 68.43 (18)° in the other; the dihedral angles between the fluorophenyl and chlorophenyl rings are 64.9 (2) and 64.6 (2)°, respectively. Intermolecular C—H⋯O and C—H⋯F hydrogen bonds stabilize the three-dimensional supramolecular architecture. Weak C—H⋯π and π–π interactions [centroid–centroid distance = 3.877 (3) Å] lead to a criss-cross molecular packing along the c axis.
In the title compound, C21H16BrFN2, the fluoro-substituted benzene ring is disordered over two orientations about the C—F bond and the C—C bond between the benzene and pyrazole groups with a site-occupancy ratio of 0.516 (8):0.484 (8). The central pyrazole ring [maximum deviation = 0.035 (3) Å] makes dihedral angles of 22.4 (2), 11.0 (2), 77.19 (16) and 7.44 (17)° with the two disorder components of the benzene ring, the bromo-substituted benzene ring and the phenyl ring, respectively. In the crystal, molecules are linked into a layer parallel to the bc plane through C—H⋯π interactions.
The crystal structure of the title compound, C20H15FN2O2, contains two crystallographically independent molecules, which are related by a pseudo-inversion center and linked into dimers via intermolecular N—H⋯N hydrogen bonds. The 4-fluorophenyl ring of molecule A makes dihedral angles of 17.17 (16) and 62.25 (15)°, respectively, with the phenyl and pyridine rings. The 4-fluorophenyl ring of molecule B makes dihedral angles of 8.50 (16) and 64.59 (15)°, respectively, with the phenyl and pyridine rings. The dihedral angle between the pyridine ring and the phenyl ring of molecule A [60.97 (15)°] is bigger than in molecule B [59.49 (15)°]. The dihedral angle between the two pyridine rings is 1.37 (14)° and between the two phenyl rings is 3.64 (16)°.
The asymmetric unit of the title compound, C21H18ClFO3, contains two independent molecules. In one molecule (A), the 4-chlorophenyl, oxocyclohex-3-ene, carboxylate, and ethyl groups were refined as disordered over two sets of sites with a 0.684 (5):0.316 (5) ratio. The cyclohexene ring in the disordered molecule is in a slightly distorted envelope conformation for the major component (with the C atom bound to the carboxylate group being the flap atom) and in a screw-boat conformation for the minor component. In the ordered molecule (B), the cyclohexene ring is in a half-chair conformation. The dihedral angles between the mean planes of the fluoro- and chloro-substituted benzene rings are 89.9 (7) (only the major component is considered for A) and 76.4 (7)° (B). In the crystal, inversion dimers are observed along with weak C—H⋯O hydrogen bonds, which form chains along .
The asymmetric unit of the title compound, C23H23ClFN5O2, contains two crystallographically independent molecules. In one molecule, the pyrazole ring makes dihedral angles of 43.93 (7) and 35.82 (7)°, respectively, with the fluoro- and chloro-substituted benzene rings, while the corresponding angles in the other molecule are 52.26 (8) and 36.85 (7)°. The piperazine rings adopt chair conformations. In the crystal, adjacent molecules are connected via intermolecular N—H⋯O, C—H⋯F, C—H⋯N and C—H⋯O hydrogen bonds, forming a two-dimensional network parallel to the bc plane. The crystal structure is further stabilized by a weak π–π interaction with a centroid–centroid distance of 3.6610 (8) Å and by C—H⋯π interactions.
The title compound, C16H12ClFN2O4S, crystallizes with two independent molecules (A and B) in the asymmetric unit. The two molecules are U-shaped with similar geometries and conformations. The mean planes through the benzene rings are inclined to one another by 6.07 (8)° in molecule A and 8.67 (8)° in molecule B. They are separated with a centroid–centroid distance of 3.9096 (10) Å in molecule A and 3.9118 (10) Å in molecule B. Molecules A and B lie adjacent to one another, with a centroid–centroid distance of 3.7592 (10) Å between the fluorophenyl ring of molecule A and the chlorophenylsulfonyl ring of molecule B and with a dihedral angle of 5.75 (8)° between the ring planes. In the crystal structure, A and B molecules are linked by N—H⋯O hydrogen bonds, forming centrosymmetric dimers. These dimers stack along the  direction and are linked by C—H⋯O and C—H⋯F interactions. There are also some short halide⋯halide contacts [Cl⋯F = 3.0499 (14) and 3.1224 (13) Å, and F⋯F = 3.0612 (17) Å].
The 3-cyclohexene units adopt envelope conformations in each of the two independent molecules that comprise the asymmetric unit of the title compound, C20H16F2O3. The dihedral angles between the two fluorophenyl rings are 79.7 (2) and 73.7 (2)° in the two molecules. In one of the molecules, two C—H groups of the cyclohexene ring are disordered over two sets of sites in a 0.818 (13):0.182 (13) ratio, the major and minor components corresponding to the two enantiomeric forms of the molecule. Weak intermolecular C—H⋯O interactions help to stabilize the crystal structure.
There are two independent molecules in the asymmetric unit of the title compound, C16H11Cl2FO2. The F atom equally populates both meta positions of the 6-dichloro-3-fluorophenyl ring in each molecule, resulting in 0.5 occupancy for both the F and H atoms in these positions. The dihedral angle between the mean planes of the benzene rings are 77.5 (2) and 89.8 (8)°in the two molecules. In the crystal, weak C—H⋯F and C—H⋯O interactions involving the half-occupied H and F atoms are observed. Weak π–π stacking interactions [centroid—centroid distance = 3.150 (2) Å] also contribute to the crystal stability.
In the title compound, C21H19BrFNO2, two independent molecules crystallize in the asymmetric unit. The cyclohexa-1,3-diene ring is in a slightly distorted screw-boat conformation. The dihedral angles between the mean planes of the 4-bromophenyl and 4-fluorophenyl rings are 81.0 (3) and 76.4 (2)° in the two independent molecules. In the crystal, N—H⋯O hydrogen bonds link the molecules into  chains.
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
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.
The asymmetric unit of the title compound, C26H23FO2S, contains two independent molecules (A and B), in both of which the cyclohexyl ring adopts a chair conformation. The benzofuran ring systems, the 4-fluorophenyl and phenyl rings are essentially planar, with r.m.s. deviations of 0.008 (1), 0.002 (1) and 0.003 (1) Å, respectively, for molecule A, and 0.016 (1), 0.004 (1) and 0.002 (1) Å, respectively, for molecule B. The dihedral angles between the benzofuran ring system and the pendant 4-fluorophenyl and phenyl rings are 12.3 (7) and 85.42 (4)°, respectively, for molecule A, and 39.67 (6) and 72.17 (4)°, respectively, for molecule B. In the crystal, molecules are linked by weak C—H⋯O and C—H⋯π interactions, resulting in a three-dimensional network.
There are two independent molecules in the asymmetric unit of the title compound, C22H14FN3, which differ slightly in the relative orientations of the naphthyl and phenyl groups with respect to the pyridyl ring framework. In one molecule, the naphthyl ring system and the phenyl ring form dihedral of angles 56.50 (2) and 48.23 (3)°, respectively, with the pyridyl ring plane. In the other molecule, the corresponding dihedral angles are 50.01 (2) and 51.1 (3)°, respectively. In the crystal, intermolecular N—H⋯N hydrogen bonds connect the independent molecules into dimers.
The title compound, C29H17FN4O2, may be used as a new precursor for obtaining bioactive molecules. There are two crystallographically independent molecules in the asymmetric unit. The phenyl ring, 4-fluorophenyl ring and 2-naphthyloxy ring are twisted with respect to the pyrrolopyrimidine ring by 52.30 (11)/49.05 (11), 80.94 (10)/88.36 (10) and 60.58 (7)/83.76 (7)°, respectively. The crystal packing is stabilized by weak C—H⋯N hydrogen bonds.
There are two symmetry-independent molecules, A and B, in the asymmetric unit of the title compound, C17H14FIO3S. The dihedral angle formed by the 4-fluorophenyl ring and the mean plane [r.m.s. deviation = 0.013 (2) Å in molecule A and 0.016 (2) Å in molecule B] of the benzofuran fragment is 57.71 (7)° in molecule A and 44.95 (7)° in molecule B. In the crystal, molecules are linked by weak C—H⋯O hydrogen bonds and I⋯O contacts [I⋯O = 3.3646 (15) and 3.2354 (14) Å], forming a three--dimensional network.
In the title compound, C17H15FN2O, the pyrazoline ring adopts a flattened envelope conformation. The dihedral angle between the fluoro-substituted benzene ring and the phenyl ring is 69.20 (5)°. In the crystal, a pair of C—H⋯O hydrogen bonds link neighbouring molecules, forming an inversion dimer. The crystal structure is further consolidated by C—H⋯π interactions and by a π–π interaction with a centroid–centroid distance of 3.7379 (6) Å.
In the title molecule, C17H13FN2O2, the 3,4-dihydropyrimidine ring adopts a flattened sofa conformation with the flap atom (which bears the fluorophenyl substituent) deviating from the plane defined by the remaining five ring atoms by 0.281 (2) Å. This plane forms dihedral angles of 85.98 (6) and 60.63 (6)° with the 4-fluorophenyl and benzoyl-phenyl rings, respectively. The dihedral angle between the 4-fluorophenyl group and the benzene ring is 71.78 (6)°. In the crystal, N—H⋯O hydrogen bonds link molecules into inversion dimers that are further connected by another N—H⋯O interaction into a two-dimensional supramolecular structure parallel to (101).
In the title compound, C31H23ClFN3, the pyrazole ring forms dihedral angles of 72.75 (7), 18.08 (9) and 86.26 (9)° with the quinoline ring system, the phenyl ring and the fluorophenyl ring, respectively. In the crystal, intermolecular C—H⋯N hydrogen bonds link the molecules into chains propagating along the c axis. The crystal structure is further stabilized by C—H⋯π interactions.
The asymmetric unit of the title compound, C22H23F2NO, contains two independent molecules, A and B. The bicyclic system adopts a twin-chair conformation in both molecules. The dihedral angles between the fluorophenyl rings are 55.27 (8) and 56.37 (7)° in molecules A and B, respectively. The NH groups are not involved in hydrogen bonding due to the steric hindrance of fluorophenyl groups. The crystal structure features weak C—H⋯O interactions.
The title compound, C15H12FNO, was prepared by the reaction of cinnamoyl chloride with 4-fluoroaniline and crystallizes with two molecules A and B in the asymmetric unit. The two unique molecules are closely similar and overlay with an r.m.s. deviation of 0.0819 Å. The fluorobenzene and phenyl rings are inclined to one another at 73.89 (7) and 79.46 (7)°, respectively, in molecules A and B. The amide C—N—C(O)—C portions of the molecules are planar (r.m.s. deviations = 0.035 and 0.028 Å) and are inclined at 45.51 (9) and 47.71 (9), respectively, to the fluorobenzene rings in molecules A and B. The 2-fluoroacetamide units and the benzene rings each adopt E configurations with respect to the C=C bonds. In the crystal structure, intermolecular N—H⋯O hydrogen bonds augmented by weak C—H⋯π interactions link molecules into rows in a head-to-tail fashion along a. Additional weak C—H⋯O contacts further stabilize the packing, forming a three-dimensional network stacked down a.
In the title compound, C31H20F4N4, the pyrazole ring adopts an envelope conformation and forms a dihedral angle of 9.91 (6)° with the adjacent pyrimidine ring. The pyrimidine ring forms dihedral angles of 9.23 (6) and 2.16 (5)° with its adjacent fluoro-substituted benzene rings, whereas these angles are 88.22 (6) and 9.66 (6)° for the pyrazole ring and its adjacent benzene rings. In the crystal, molecules are linked by C—H⋯F hydrogen bonds into ribbons along [01-1]. The crystal packing is further stabilized by C—H⋯π and by π–π interactions, with centroid–centroid distances of 3.7428 (7) and 3.7630 (6) Å.
There are two molecules in the asymmetric unit of the title imidazole derivative, C20H16ClFN2OS2. In one molecule, the dithiolane ring is disordered over two positions in a 0.849 (9):0.151 (10) ratio. The imidazole ring makes dihedral angles of 79.56 (9) and 18.45 (9)° with the 4-chlorophenyl and 2-fluorophenyl rings, respectively, in one molecule; in the other molecule, the corresponding angles are 82.72 (9) and 17.39 (10)°. In the crystal, molecules are linked by weak C—H⋯O interactions and these linked molecules are stacked along the b axis by π–π interactions with a centroid–centroid distance of 3.4922 (11) Å. In addition, π–π interactions between the imidazole and 2-fluorophenyl rings are also observed, with centroid–centroid distances of 3.4867 (11) and 3.4326 (10) Å. The crystal is further consolidated by weak C—H⋯π interactions. Cl⋯S [3.5185 (8) Å], C⋯O [3.192 (3) Å] and C⋯C [3.326 (2)–3.393 (3) Å] short contacts are also observed.