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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, AB dimers are linked by pairs of N—H...N hydrogen bonds, which generate R22(10) loops. The dimers are linked by C—H...O and C—H...Cl inter­actions, generating a three-dimensional network. Aromatic π–π stacking inter­actions [shortest centroid–centroid distance = 3.5211 (12) Å] are also observed.

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In the title compound, C26H18F4O2, the dihedral angles between pairs of benzene rings linked to the same C atom are 80.55 (8) and 79.11 (7)°. The crystal packing features C—H...π inter­actions and shows stacking when viewed along the c axis.
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