8-(2,2,2-Trifluoro­ethoxy)quinolinium perchlorate–8-(2,2,2-trifluoro­ethoxy)quinoline (1/1)

The title compound, C(11)H(9)F(3)NO(+)·ClO(4) (−)·C(11)H(8)F(3)NO or [(C(11)H(8)F(3)NO)H(C(11)H(8)F(3)NO)]ClO(4), 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 –CF(3) group is disordered over two positions of equal occupancy.