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p -Coumaric acid ( p CA) and trans -ferulic acid (TFA) were co-crystallised with 2-amino-4-picoline (2A4MP) and 2-amino-6-picoline (2A6MP) producing organic salts of ( p CA - )(2A4MP + ) ( 1 ), ( p CA ̶ )(2A6MP + ) ( 2 ) and (TFA ̶ )(2A4MP + )·( 3 2 H 2 O) ( 3 ). For salt 3 , water was included in the crystal structure fulfilling a bridging role. p CA formed a 1:1 salt with 2A4MP ( Z ' = 1) and a 4:4 salt with 2A6MP ( Z ' = 4). The thermal stability of the salts was determined using differential scanning calorimetry (DSC). Salt 2 had the highest thermal stability followed by salt 1 and salt 3 . The salts were also characterised using Fourier transform infrared (FTIR) spectroscopy. Hirshfeld surface analysis was used to study the different intermolecular interactions in the three salts. Solvent-assisted grinding was also investigated in attempts to reproduce the salts.

Organic Salts of p-Coumaric Acid and Trans-Ferulic Acid with Aminopicolines