Crystal structure of 4-chloro-2-nitro­benzoic acid with 4-hy­droxy­quinoline: a disordered structure over two states of 4-chloro-2-nitro­benzoic acid–quinolin-4(1H)-one (1/1) and 4-hy­droxy­quinolinium 4-chloro-2-nitro­benzoate

The title compound, C(9)H(7.5)NO·C(7)H(3.5)ClNO(4), was analysed as a disordered structure over two states, viz. co-crystal and salt, accompanied by a keto–enol tautomerization in the base mol­ecule. The co-crystal is 4-chloro-2-nitro­benzoic acid–quinolin-4(1H)-one (1/1), C(7)H(4)ClNO(4)·C(9)H(7)NO, and the salt is 4-hy­droxy­quinolinium 4-chloro-2-nitro­benzoate, C(9)H(8)NO(+)·C(7)H(3)ClNO(4) (−). In the compound, the acid and base mol­ecules are held together by a short hydrogen bond [O⋯O = 2.4393 (15) Å], in which the H atom is disordered over two positions with equal occupancies. In the crystal, the hydrogen-bonded acid–base units are linked by N—H⋯O and C—H⋯O hydrogen bonds, forming a tape structure along the a-axis direction. The tapes are stacked into a layer parallel to the ab plane via π–π inter­actions [centroid–centroid distances = 3.5504 (8)–3.9010 (11) Å]. The layers are further linked by another C—H⋯O hydrogen bond, forming a three-dimensional network. Hirshfeld surfaces for the title compound mapped over shape-index and d (norm) were generated to visualize the inter­molecular inter­actions.