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2. Methadone - Wikipedia

   en.wikipedia.org/wiki/Methadone

   The protonated form of methadone takes on an extended conformation, while the free base is more compact. In particular, it was found that there is an interaction between the tertiary amine and the carbonyl carbon of the ketone function (R 3 N ••• >C=O) that limits the molecule's conformation freedom, though the distance (291 pm by X-ray ...