Key indicators: single-crystal X-ray study; T = 150 K; mean (C-C) = 0.002 Å; R factor = 0.046; wR factor = 0.112; data-to-parameter ratio = 16.2.In the title molecule, C 18 H 15 N 3 O 2 , the dihedral angle between the quinoline and benzimidazole ring systems is 23.57 (5) . The C atoms of the methoxy groups are both close to being coplanar with their attached ring systems [deviations = 0.193 (2) and À0.020 (2) Å ]. An intramolecular N-HÁ Á ÁO hydrogen bond closes an S(6) ring. In the crystal, N-HÁ Á ÁN hydrogen bonds link the molecules into C(4) chains propagating in [010]. Weak C-HÁ Á Á interactions also occur.
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ExperimentalCrystal data
In the title molecule, C13H13N3O2, the planes of the benzene and imidazole rings form a dihedral angle of 7.72 (5)°. In the crystal, molecules are linked by weak C—H⋯N and C—H⋯O hydrogen bonds, forming layers parallel to (100). A weak C—H⋯π interaction connects these layers into a three-dimensional network. A π–π stacking interaction, with a centroid–centroid distance of 3.5373 (9) Å, is also observed.
In the asymmetric unit of the title compound, C13H13N3O3, the 2-(2-methoxphenyl)ethenyl unit is connected to the methyl-nitroimidazole 1-methyl-4-nitro-1H-imidazole moiety. The molecule is quasi-planar and the planes of the two rings form a dihedral angle of 0.92 (11)°. The crystal packing can be described as layers parallel to the (011) plane, stabilized by intermolecular C—H⋯O hydrogen bonding, resulting in the formation of an infinite three-dimensional network linking these layers. Strong π–π stacking interactions are observed, viz. benzene–benzene, imidazole–imidazole and benzene–imidazole rings, with centroid–centroid distances of 3.528 (2), 3.457 (2) and 3.544 (2) Å, respectively. Intensity statistics indicated twinning by non-merohedry, with refined weighs of the twin components of 0.3687:0.6313.
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