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The complete mol­ecule of the title compound, C16H22N2O6, is generated by crystallographic inversion symmetry. The conformation of the N—C—O—C fragment of the side chain is approximately gauche [torsion angle = −74.84 (17)°]. In the crystal, weak C—H...O inter­actions link the mol­ecules.

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In the title mol­ecular salt, C14H13N2O2+·ClO4, the ring systems in the cation are almost coplanar [dihedral angle = 5.53 (13)°]. Intra­molecular N—H...O and O—H...O hydrogen bonds generate S(6) and S(5) rings, respectively. In the crystal, the two H atoms involved in the intra­molecular hydrogen bonds also participate in inter­molecular links to acceptor O atoms of the perchlorate anions. A simple inter­molecular N—H...O bond also occurs. Together, these form a double-chain structure along [101].
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