Anti-Inflammatory Drugs. III. Salts of Diclofenac with N-(2-Hydroxyethyl)piperidine, N-(2-Hydroxyethyl)morpholine and N-(2-Hydroxyethyl)piperazine

The molecular and crystal structures of three salts of the same anion, N-(2-hydroxyethyl)piperidinium 2-[(2,6-dichlorophenyl)amino]phenylacetate, C₇H₁₆NO⁺.C₁₄H₁₀Cl₂NO₂⁻, N-(2-hydroxyethyl)morpholinium 2-[(2,6-dichlorophenyl)amino]phenylacetate, C₆H₁₄NO₂⁺.C₁₄H₁₀Cl₂NO₂⁻, N-(2-hydroxyethyl)piperazinium 2-[(2,6-dichlorophenyl)amino]phenylacetate, C₆H₁₅N₂O⁺.C₁₄H₁₀Cl₂NO₂⁻, have been determined by X-ray diffraction. Strong anion–cation interactions via hydrogen bonds are the prime driving force for crystal self-assembly. Packing is determined by weak hydrogen-bonding inter­actions (C—H...O and C—H...Cl). The three compounds are isomorphous and are characterized by the same network of hydrogen bonds. Structural results are related to the different solubilities of the three salts.

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