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In the title compound, C13H18N2O4, the dihedral angle between the benzene and pyrrolidine (all atoms) rings is 70.6 (1)°. The pyrrolidine ring adopts a half-chair conformation. In the crystal, mol­ecules form chains along the c-axis direction linked by O—H...N hydrogen bonds, which are then connected by C—H...O inter­actions, forming a sheet parallel to the bc plane.

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In the cation of the title salt, C23H27N2O4+·C2HO4·2H2O, both fused pyrrolidine rings exhibit twisted conformations, while the piperidine rings adopt screw-boat and boat conformations. In the crystal, the three components are linked via O—H...O and N—H...O inter­actions, forming a tape along the b axis. The tapes are further linked by weak C—H...O hydrogen bonds. forming a three-dimensional network.

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The asymmetric unit of the title compound 2C23H27N2O4+·C8H4O42−·9H2O, contains a cation, an anionon a twofold axis and four and half mol­ecules of water, one of which is located on the twofold axis. In the cation, both fused pyrrolidine rings exhibit twisted conformations, while the piperidine rings adopt screw–boat and boat conformations. In the crystal, the components are linked by N—H...O and O—H...O hydrogen bonds. The brucinium cations form typical undulating head-to-tail ribbon structuresalong the a-axis direction, which associate with the carb­oxy phthalate and the water mol­ecules.
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