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The asymmetric unit of the crystal structure of the title compound, C23H19F3N2O, contains two independent mol­ecules. In the two mol­ecules the planar benzimidazole ring systems are oriented with respect to the phen­yl/trifluoro­methyl­benzene rings at dihedral angles of 9.62 (6)/78.63 (7) and 2.53 (8)/83.83 (9)°. In the crystal structure, inter­molecular C—H⋯N hydrogen bonds link the mol­ecules into R 2 2(6) dimers. The mol­ecules are elongated along [001] and stacked along the b axis.

The title compound, C23H17F6NO, crystallizes with two mol­ecules in the asymmetric unit. The mol­ecules assume an approximate propellar shape, with the three aromatic rings being bent with respect to the plane formed by the C atoms that are connected to the methine C atom [dihedral angles: pyridyl 67.49 (3)°, phenyl 56.82 (4)° and phenyl 77.21 (6)° in one mol­ecule, and corresponding angles of 71.60 (6), 53.68 (4) and 77.53 (6)° in the second mol­ecule].

In the title mol­ecule, C20H13F3N2, the benzimidazole unit is close to being planar [maximum deviation = 0.012 (1) Å] and forms dihedral angles of 31.43 (7) and 61.45 (9)° with the 4-(trifluoromethyl)phenyl and 1-phenyl rings, respectively; the dihedral angle between these rings is 60.94 (10)°. In the crystal, C—H⋯F hydrogen bonds link the mol­ecules into chains along the c-axis direction. The CF3 group is rotationally disordered with an occupancy ratio of 0.557 (8):0.443 (8) for the F atoms.

In the title compound, C17H10F6N4O2S, an intra­molecular N—H⋯N hydrogen bonds forms an S(5) ring whereas N—H⋯O and C—H⋯S inter­actions complete S(6) ring motifs. The dihedral angle between the fused ring system and the phenyl ring is 6.68 (8)°. In the crystal, the mol­ecules are dimerized due to N—H⋯O inter­actions. π–π inter­actions are present between the benzene rings [centroid–centroid distance = 3.6913 (15) Å] and between the five membered ring and the trifluoro­meth­yl)phenyl ring [centroids–centroid distance = 3.7827 (16) Å]. One of the trifluoro­meth­oxy F atoms is disordered over two sites with occupancy ratio of 0.76 (3):0.24 (3). The F atoms of the p-trifluoro­methyl substituent are disordered over three sets of sites with an occupancy ratio of 0.70 (2):0.152 (11):0.147 (13).

In the title compound, C23H24F3N3O3, the morpholine ring adopts a chair conformation. The benzimidazole ring is approximately planar, with a maximum deviation of 0.028 (1) Å for one of the unsubstituted C atoms. The benzimidazole ring makes dihedral angles of 35.66 (4) and 75.45 (5)° with the attached phenyl and morpholine rings, respectively. In the crystal structure, adjacent mol­ecules are linked via C—H⋯F and C—H⋯O hydrogen bonds to form a two-dimensional network.

The title compound, C10H7F3N2O, is an analogue of pyrazolone derivatives with potential analgesic and anti-inflammatory properties. Its mol­ecular structure consists of phenyl and pyrazol-3(2H)-one units with a dihedral angle between the mean planes of the rings of 33.0 (1)°. The crystal structure is stabilized by an inter­molecular hydrogen bond between the N—H group and the carbonyl O atom of the pyrazol-3(2H)-one ring which links the mol­ecules into supra­molecular C(5) chains along [001] and by weak π–π stacking inter­actions between the phenyl rings [centroid-centroid distance = 3.881 (2) Å]. The F atoms are disordered over two positions with refined site occupancies of 0.768(11) and 0.232(11).

The asymmetric unit of the title compound, C19H11F3N2O2, contains two crystallographically unique mol­ecules which differ in the rotation of a phenyl ring and a –CF3 substituent. The dihedral angles involving the pyrrole ring and the attached phenyl ring are 62.82 (8) and 71.54 (7)° in the two molecules. The difference in the rotation of the CF3 groups with respect to the pyrrolo rings to which they are attached is 23.5(1)°. For one mol­ecule, there is a close contact between an H atom and the centroid of the phenyl ring of an adjacent mol­ecule (2.572 Å). A similar contact is lacking in the second mol­ecule. In the crystal, N—H⋯O inter­actions connect adjacent mol­ecules into a chain normal to (01). Crystallographically unique mol­ecules alternate along the hydrogen-bonded chains.

In the title compound, C20H14Cl2F3NO3, the trifluromethyl group is disordered over two sets of sites in a 0.784 (10):0.216 (10) ratio. The quinoline ring system is essentially planar with a maximum deviation of 0.058 (2) Å for the N atom and forms dihedral angles of 89.23 (11) and 8.13 (17)°, respectively with the mean planes of the benzene ring and the carboxyl­ate group. In the crystal, pairs of weak C—H⋯O and C—H⋯F hydrogen bonds link mol­ecules into centrosymmetric dimers. The crystal structure is further stabilized by weak π–π [centroid–centroid distance = 3.624 (2) Å] inter­actions.

The title mol­ecule, C17H14F3NO4, consists of two nearly planar fragments, viz. the 2-benzyl­oxypyridine (r.m.s. deviation 0.016 Å) and (E)-3-meth­oxy­prop2-enoic (r.m.s. deviation 0.004 Å) units, which form a dihedral angle of 84.19 (7)°. In the crystal, pairs of O—H⋯O hydrogen bonds link mol­ecules into dimers that are further connected by C—H⋯O and C—H⋯F inter­actions into (001) layers. In addition, π–π stacking inter­actions are observed within a layer between the pyridine and benzene rings [centroid–centroid distance = 3.768 (2) Å]. The F atoms of the trifluoro­methyl group are disordered over two sets of sites in a 0.53 (4):0.47 (4) ratio.

In the title compound, C15H9ClF3N3, the phenyl and chloro-trifluoro­methyl benzene rings are twisted with respect to the planar triazole group, making dihedral angles of 21.29 (12) and 32.19 (11)°, respectively. In the crystal, the mol­ecules pack in a head-to-tail arrangement along the a axis with closest inter-centroid distances between the triazole rings of 3.7372 (12) Å.

Except two F atoms of the –CF3 group, the title compound, C14H8BrF3N2O3, has an almost planar conformation, the dihedral angle between the aromatic rings being 3.60 (16)°. The mol­ecule adopts the enol–imine tautomeric form, with an intra­molecular O—H⋯N hydrogen bond, which generates an S(6) ring motif. In the crystal, face-to-face π–π stacking [centroid–centroid distances = 3.669 (2) and 3.732 (2) Å] between the aromatic rings of the mol­ecules, which lie in sheets parallel to (202), help to establish the packing.

In the title compound, C19H16F3N3, the dihedral angle between the naphthalene and quinoline ring systems is 14.58 (8)°. The hydrazone C—N—N=C—C chain is in an extended conformation and its mean plane is nearly coplanar with the quinoline plane [dihedral angle = 3.45 (9)°]. The bond angles within the phenyl ring show the almost additive influence of the two para substituents. In the crystal, weak π–π [centroid–centroid distances = 3.779 (2) and 3.718 (1) Å] and C—H⋯F directional inter­actions join the mol­ecules into centrosymmetric dimers, which are further connected into infinite zigzag chains propagating along a.

In the title mol­ecule, C21H13F6N3O2, the pyridine ring forms dihedral angles of 1.7 (1) and 5.2 (1)° with the two benzene rings. In the crystal structure, inter­molecular N—H⋯O hydrogen bonds and π⋯π inter­actions [centroid–centroid distance of 3.628 (3) Å between aromatic rings] link mol­ecules into stacks along the c axis. The two trifluoro­methyl groups are each rotationally disordered between two orientations, with occupancy ratios of 0.58 (1):0.42 (1) and 0.55 (1):0.45 (1).

The title compound, C22H14F3N3, is a versatile tridentate N-donor ligand consisting of a terpyridyl (terpy) molecule substituted in the 4′-position by a phenyl group, itself substituted in an ortho-position by a bulky trifluoro­methyl group. The phenyl ring is twisted as a result of steric inter­actions involving the bulky trifluoro­methyl substituent. This is reflected in the dihedral angle between the mean plane through the C atoms of the phenyl ring and the terpyridyl unit being 69.2 (1)°. The crystal structure contains no short van der Waals contacts. However, the terpy units stack in a head-to-tail orientation perpendicular to the c axis. The structure is is loosely stabilized by π–π inter­actions between the terminal pyridine rings of adjacent mol­ecules along the stack. The perpendicular distance between the mean planes through the terpy moieties of adjacent mol­ecules is 3.4 (1) Å.

In the title compound, C16H10Cl2F3N3S, the dihedral angle between the quinoline and thio­phene ring systems is 4.94 (10)°. The NH group of the hydrazone moiety does not form a hydrogen bond, due to a steric crowding. In the crystal, the thio­phene ring takes part in weak π–π stacking inter­actions with the pyridine ring [centroid-to-centroid separation = 3.7553 (19) Å and inter­planar angle = 5.48 (12)°] and the benzene ring [3.7927 (19) Å and 4.58 (12)°]. Together, these lead to [100] stacks of mol­ecules in an alternating head-to-tail arrangement, with two π–π stacking contacts between each adjacent pair.

In the title compound, C22H19F3N2O3, the benzene rings of the trifluoro­methyl­phenyl and benzoyl­phenyl groups form dihedral angles of 41.89 (10) and 67.44 (10)°, respectively, with the pyridazine ring. The methyl­propanoate group is nearly coplanar with the attached benzene ring [dihedral angle = 3.9 (2)°]. The trifluoro­methyl group is disordered over two positions; the site-occupancy factors are ca 0.64 and 0.36. In the crystal structure, inversion-related mol­ecules are linked through C—H⋯O hydrogen bonds and C—H⋯π inter­actions.

The asymmetric unit of the title compound, C16H12ClF3N2O3S·H2O, contains two crystallographically independent organic mol­ecules and two water mol­ecules. The organic species are linked by an inter­molecular O—H⋯O hydrogen bond, while the water mol­ecules are connected to them through inter­molecular O—H⋯N hydrogen bonds. The thio­phene and phenyl rings are oriented at dihedral angles of 62.35 (4) in the first independent mol­ecule and 60.74 (5)° in the second, while the pyrimidine rings adopt twisted conformations in both molecules. Intra­molecular N—H⋯F inter­actions result in the formation of two five-membered rings having envelope conformations. In the crystal structure, further inter­molecular O—H⋯O and N—H⋯O hydrogen bonds link the mol­ecules into chains.

The title compound, C15H15F3N2O2S, adopts a conformation with an intra­molecular C—H⋯π inter­action. The dihedral angles between the planes of the 4-(trifluoro­meth­yl)phenyl and ester groups with the plane of the six-membered tetra­hydro­pyrimidine ring are 81.8 (1) and 16.0 (1)°, respectively. In the crystal structure, inter­molecular N—H⋯S hydrogen bonds link pairs of mol­ecules into dimers and N—H⋯O inter­actions generate hydrogen-bonded mol­ecular chains along the crystallographic a axis.

In the title compound, C23H17Cl2F3N4O3, the triazole ring makes dihedral angles of 50.27 (6) and 82.78 (7)° with the quinoline ring system and the dichloro-substituted benzene ring. The dihedral angle between the quinoline and dichloro-substituted benzene rings is 38.17 (4)°. In the crystal, mol­ecules are linked via C—H⋯N, C—H⋯F and C—H⋯O hydrogen bonds into a three-dimensional network. The crystal is further consolidated by C—H⋯π contacts to the triazole ring and inversion-related π–π inter­actions between the benzene and pyridine rings of quinoline systems [centroid–centroid distance = 3.7037 (7) Å].

In the title mol­ecule, C19H15F3N2O, the benzene rings of the tolyl and trifluoro­methyl­phenyl groups form dihedral angles of 64.1 (2) and 38.5 (2)°, respectively, with the pyridazine ring. The CF3 group is disordered over two orientations, with site-occupancy factors of ca 0.56 and 0.44.

In the title compound, C23H17F3N2O3, an intra­molecular C—H⋯F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021 (2) Å] forms dihedral angles of 25.00 (10) and 62.53 (11)° with the trifluoro­meth­oxy-substituted benzene and phenyl rings, respectively. The twist of the ethyl acetate group from the least-squares plane of the 1H-benzimidazole ring system is defined by a C(=O)—O—C—C torsion angle of 79.5 (3)°. In the crystal, mol­ecules are linked into a two-dimensional network parallel to the bc plane by weak C—H⋯N and C—H⋯O hydrogen bonds. Weak C—H⋯π inter­actions also observed.

The asymmetric unit of the title compound, 2C15H9F6N3O·H2O, contains two independent Schiff base mol­ecules and one water mol­ecule. Both Schiff base mol­ecules exist in an E configuration with respect to the C=N double bonds and the dihedral angles between the benzene and the pyridine rings in the two mol­ecules are 17.53 (12) and 20.62 (12)°. In the crystal structure, mol­ecules are linked by inter­molecular N—H⋯O and C—H⋯O hydrogen bonds into infinite one-dimensional chains along the a axis. In addition, inter­molecular O—H⋯N, O—H⋯F, C—H⋯F and C—H⋯O hydrogen bonds further link these chains into a three-dimensional network. Weak π–π inter­actions with centroid–centroid distances in the range 3.6495 (17)–3.7092 (16) Å are also observed.

The molecule of the title compound, C31H16F6N2O4, consists of two phthalimide units linked by a [bis­(trifluoro­meth­yl)methyl­ene]di-p-phenyl­ene bridge, with the two halves of the mol­ecule related to each other by a twofold rotation axis. The dihedral angle between the planes of the two central benzene rings is 70.5 (3)°. The terminal isoindole groups are approximately planar, with a maximum r.m.s. deviation of 0.006 Å from the mean plane, and they form dihedral angles of 46.03 (3)° to the attached benzene rings. Inter­molecular C—H⋯O hydrogen bonds link neighboring mol­ecules into chains along the c axis.

Three independent mol­ecules comprise the asymmetric unit of the title compound, C23H20ClF3N4S. The conformations of the mol­ecules are similar with the chloro­benzene and CF3-benzene rings almost perpendicular to, and almost co-planar with, the pyrimidinyl ring [range of dihedral angles = 80.36 (13)–88.07 (14) and 11.89 (14)–23.30 (14)°, respectively]; the benzene rings are roughly orthogonal to each other [64.81 (16)–72.16 (15)°]. In the crystal, two of the independent mol­ecules associate via weak N—H⋯N(cyano) hydrogen bonds and 12-membered {⋯HNC3N}2 synthons; the third independent mol­ecule self-associates similarly but about a centre of inversion. The sample studied was found to be a non-merohedral twin and the minor twin component refined to 47.16 (7)%.

The asymmetric unit of the title compound, C18H14F3N3O5·H2O, contains two independent formula units. The two heterocyclic mol­ecules differ in the orientations of the benzoyl­phenyl group with respect to the tetra­hydro­pyrimidine ring [C—C—C—C torsion angles of 64.5 (3) and 67.1 (3)°]. In both mol­ecules the pyrimidine ring adopts a half-chair conformation. The mol­ecules are linked into a two-dimensional network parallel to (001) by N—H⋯O and O—H⋯O hydrogen bonds.