Summary: | The title compound, C11H9F3NO+·ClO4−·C11H8F3NO or [(C11H8F3NO)H(C11H8F3NO)]ClO4, contains two 8-(2,2,2-trifluoroethoxy)quinoline molecules, one of which combines a proton from perchloric acid to form the corresponding quinolinium cation. The quinolinium and quinoline rings form a cationic unit via an intermolecular N—H...N hydrogen bond. The heterocyclic units are almost perpendicular to each other [interplanar angle 86.97 (6)°]. In the crystal, each perchlorate anion bridges two adjacent cationic units and creates a chain by a combination of C—H...O hydrogen bonds. Two inversion-related chains associate into a molecular column by π–π stacking interactions between the quinolinium rings. The perpendicular and centroid–centroid distances between adjacent quinolinium rings are 3.501 (3) and 3.634 (9) Å, respectively. The molecular column is linked to its neighbors, creating a two-dimensional network via the weak π–π stacking between the quinoline rings [perpendicular and centroid–centroid separations 3.340 (4) and 4.408 (4) Å, respectively]. Finally, a three-dimensional framework is formed by a combination of intermolecular C—F...π contacts. One –CF3 group is disordered over two positions of equal occupancy.
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