Twelve new crystalline products (1–12) presented in the paper are the result of different or similar recognition of N-(4-nitrobenzoyl)-D- and N-(4-nitrobenzoyl)-L-serine by brucine dependent on the solvent used (methanol or ethanol), as well as how the sample for crystallization was prepared. Depending on the temperature at which the samples for crystallization were prepared, racemic resolution of N-(4-nitrobenzoyl)-DL-serine can be efficient or inefficient (4 and 1).