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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.

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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.

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In the title compound, C20H16N2O, the 1H-benzimidazole ring forms dihedral angles of 48.00 (6) and 64.48 (6)°, respectively with the benzene and phenyl rings, which are inclined to one another by 58.51 (7)°. In the crystal, weak C—H...π inter­actions are the only inter­molecular inter­actions present.

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In the title compound, C20H16N2, the benzimidazole ring system forms dihedral angles of 28.50 (7) and 72.44 (7)° with the tolyl and phenyl rings, respectively. In the crystal, mol­ecules are linked into chains along the a-axis direction by weak C—H...N inter­actions. The crystal structure also features C—H...π inter­actions.

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In the title compound, C29H21FN2, the phenanthro tricyclic ring system is essentially planar with a maximum deviation of 0.030 (2) Å and makes dihedral angles between of 77.96 (6) and 37.18 (7)° with the dimethyl­phenyl and fluoro­phenyl rings, respectively. The crystal packing features weak C—H...π inter­actions involving the dimethyl­phenyl and other phenyl rings.

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In the title compound, C28H19FN2O, the phenanthrene fused with an imidazole ring, constituting an essentially planar tetra­cyclic system [maximum deviation = 0.032 (2) Å], makes dihedral angles of 60.83 (4) and 80.55 (4)° with the fluoro­benzene and meth­oxy­benzene rings, respectively. The dihedral angle between the the meth­oxy­benzene and fluoro­benzene rings is 69.45 (6)°. In the crystal, C—H...O hydrogen bonds connect the mol­ecules into infinite strands along the b axis. The crystal structure is further consolidated by C—H...π inter­actions.

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In the title compound, C29H19F3N2, the tetra­cyclic ring system is essentially planar [maximum deviation from the best plane = 0.076 (1) Å] and makes dihedral angles of 78.10 (5) and 33.71 (4)° with the methyl­phenyl and fluoro­phenyl rings, respectively. An intra­molecular C—H...π inter­action occurs. In the crystal, pairs of C—H...π inter­actions link inversion-related mol­ecules.

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In the title compound, C29H19F3N2O, a phenanthroline-fused imidazole tetra­cyclic system, the fused benzene rings deviate slightly from the central ring and make dihedral angles with this ring of 3.47 (8) and 3.05 (8)°. The tri­fluoro­methyl­phenyl ring is roughly coplanar with the phenanthroline-fused imidazole tetra­cyclic system [dihedral angle = 11.02 (6)°], while the meth­oxy­phenyl ring is almost perpendicular [dihedral angle = 87.65 (6)°]. There are intra­molecular C—H ...π inter­actions involving the meth­oxy­phenyl ring and the central phenanthroline ring, as well as an inter­molecular C—H...π inter­action involving the phenanthroline ring. In addition, there is an inter­molecular π–π inter­action involving the central phenanthroline ring and the tri­fluoro­methyl­phenyl ring [centroid–centroid distance = 3.685 (2) Å], as well as C—H...N inter­actions linking the mol­ecules into dimers.
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