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In the title compound, C24H23N3O2, the benzimidazole ring system makes dihedral angles of 7.28 (5) and 67.17 (5)°, respectively, with the planes of the benzene and phenyl rings, which in turn make a dihedral angle of 69.77 (6)°. In the crystal, mol­ecules are connected by C—H...N and C—H...O inter­actions, forming a layer parallel to the bc plane. A π–π inter­action, with a centroid–centroid distance of 3.656 (1) Å, is observed in the layer.

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In the title compound, C25H26N2OS, the diethyl-substituted benzene ring forms dihedral angles of 67.38 (9) and 55.32 (9)° with the terminal benzene rings. The mol­ecule adopts a transcis conformation with respect to the orientations of the di­phenyl­methane and 1,3-di­ethyl­benzene groups with respect to the S atom across the C—N bonds. This conformation is stabilized by an intra­molecular N—H...O hydrogen bond, which generates an S(6) ring. In the crystal, pairs of N—H...S hydrogen bonds link the mol­ecules into inversion dimers, forming R22(6) loops. The dimer linkage is reinforced by a pair of C—H...S hydrogen bonds, which generate R22(8) loops. Weak C—H...π and π–π [centroid–centroid seperation = 3.8821 (10) Å] inter­actions also occur in the crystal structure.

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The benzoic acid mol­ecule of the title adduct, C10H11N5·C7H6O2, is approximately planar, with a dihedral angle of 7.2 (3)° between the carb­oxy­lic acid group and the benzene ring. In the triazine mol­ecule, the plane of the triazine ring makes a dihedral angle of 28.85 (9)° with that of the adjacent benzene ring. In the crystal, the two components are linked by N—H...O and O—H...N hydrogen bonds with an R22(8) motif, thus generating a 1 + 1 unit of triazine and benzoic acid mol­ecules. The acid–base units are further connected by N—H...N hydrogen bonds with R22(8) motifs, forming a supra­molecular ribbon along [101]. The crystal structure also features weak π–π [centroid–centroid distances = 3.7638 (12) and 3.6008 (12) Å] and C—H...π inter­actions.

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The 4-methyl­benzoic acid mol­ecule of the title adduct, C10H11N5·C8H8O2, is approximately planar with a dihedral angle of 6.3 (2)° between the carb­oxy­lic acid group and the benzene ring. In the triazine mol­ecule, the plane of the triazine ring makes a dihedral angle of 29.2 (2)° with that of the adjacent benzene ring. In the crystal, the acid and base mol­ecules are linked via N—H...O and O—H...N hydrogen bonds with an R22(8) motif, and the acid–base pairs are further connected via N—H...N hydrogen bonds with R22(8) motifs, forming a supra­molecular ribbon along [101]. Between the tapes, a weak C—H...π inter­action is observed.
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