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In the title compound, C18H17FN2O, the imidazole ring makes dihedral angles of 68.81 (6) and 25.20 (8)° with the meth­oxy­phenyl and fluoro­phenyl rings, respectively. The dihedral angle between the meth­oxy­phenyl and fluoro­phenyl ring is 71.89 (6)°. In the crystal, mol­ecules are linked into inversion dimers with an R22(8) graph-set motif by pairs of weak C—H...F inter­actions.

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In the title compound, C23H16N2·0.5C6H6, the benzimidazole unit [maximum deviation = 0.0258 (6) Å] and the naphthalene ring system [maximum deviation = 0.0254 (6) Å] are both essentially planar and make a dihedral angle of 61.955 (17)°. The imidazole ring makes dihedral angle of 61.73 (4)° with the phenyl ring. An intra­molecular C—H...N hydrogen bond generates an S(6) ring motif. In the crystal, seven weak C—H...π inter­actions involving the fused ring system, the benzene solvent mol­ecule, the imidazole phenyl rings are observed, leading to a three-dimensional architecture.

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The title mol­ecule, C13H10N2O, is essentially planar, the maximum deviation from the plane of the non-H atoms being 0.016 (2) Å. The imidazole ring makes a dihedral angle of 0.37 (13)° with the attached benzene ring. An intra­molecular O—H...N hydrogen bond generates an S(6) ring motif. In the crystal, mol­ecules are linked through N—H...O hydrogen bonds, forming chains propagating in [001]. The crystal packing also features four π–π stacking inter­actions involving the imidazole ring, fused benzene ring and attached benzene ring system [centroid–centroid distances = 3.6106 (17), 3.6108 (17), 3.6666 (17) and 3.6668 (17) Å].

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In the title compound, C23H24F2O3, the central pyran ring has a flat-boat conformation, whereas the two fused cyclo­hexenone rings adopt envelope conformations, with the C atom bearing the dimethyl substituent being the flap atom in each case. The pyran ring mean plane and the di­fluoro­phenyl ring are almost normal to each other, making a dihedral angle of 87.55 (4)°. In the crystal, mol­ecules are linked by pairs of C—H...O hydrogen bonds, forming inversion dimers with an R22(8) ring motif. The F atom at position 2 on the di­fluoro­phenyl ring is disordered over the 2- and 6-positions, and has a refined occupancy ratio of 0.932 (3):0.068 (3).
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