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In the title compound, C14H11Cl2N5O, the plane of the 1H-imidazo[4,5-c]pyridine ring system [r.m.s. deviation = 0.087 (19) Å] makes a dihedral angle of 4.87 (10)° with the terminal phenyl ring. An intramolecular N—H
N hydrogen bond stabilizes the molecular conformation. In the crystal, N—HO hydrogen bonds link the molecules into inversion dimers. These dimers are connected by π–π interactions between imidazole rings [shortest centroid–centroid distance = 3.4443 (14) Å].
N hydrogen bond stabilizes the molecular conformation. In the crystal, N—HO hydrogen bonds link the molecules into inversion dimers. These dimers are connected by π–π interactions between imidazole rings [shortest centroid–centroid distance = 3.4443 (14) Å].organic compoundsOpen access
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The asymmetric unit of the title compound, C13H11ClN4O2S, contains two molecules (A and B), in which the dihedral angles between the 1H-imidazo[4,5-c]pyridine system and terminal phenyl ring are 80.83 (10) and 62.34 (1)°. In the crystal, A–B dimers are linked by pairs of N—HN hydrogen bonds, which generate R22(10) loops. The dimers are linked by C—HO and C—HCl interactions, generating a three-dimensional network. Aromatic π–π stacking interactions [shortest centroid–centroid distance = 3.5211 (12) Å] are also observed.
N hydrogen bonds, which generate R22(10) loops. The dimers are linked by C—HO and C—HCl interactions, generating a three-dimensional network. Aromatic π–π stacking interactions [shortest centroid–centroid distance = 3.5211 (12) Å] are also observed.
