In the title compound, 4C5H8N3
+·2C8H4O4
2−·C5H7N3, the asymmetric unit consists of two protonated diaminopyridine cations, one phthalate anion and one half of a diaminopyridine molecule, which has twofold rotation symmetry and is disordered over two positions with a site-occupancy ratio of 0.534 (3):0.466 (3). In the disordered structure, both pyridine rings are essentially planar, with maximum deviations of 0.011 (2) and 0.006 (2) Å, and these two rings are inclined to one another at a dihedral angle of 79.86 (10)°. In the crystal structure, intermolecular N—H⋯O and C—H⋯O hydrogen bonds link the ions and molecules into a three-dimensional network. The structure is further stabilized by C—H⋯π interactions.
In the title compound, C7H4F2O2, the dihedral angle between the benzene ring and the carboxylate group is 33.70 (14)°. In the crystal structure, inversion dimers linked by pairs of O—H⋯O hydrogren bonds occur, generating R
2
2(8) loops. The dimers are linked into sheets lying parallel to (102) by C—H⋯F hydrogen bonds.
In the title hydrated salt, CH6N3
+·C4H5O6
−·H2O, the deprotonated carboxyl group is disordered over two positions with a site-occupancy ratio of 0.945 (3):0.055 (3). The bond lengths in the guanidinium cation are intermediate between normal C—N and C=N bond lengths, indicating significant delocalization in this species. In the crystal structure, anions and water molecules are linked into sheets parallel to the ab plane by intermolecular O—H⋯O hydrogen bonds. The linking of the anions and water molecules with the cations by intermolecular N—H⋯O hydrogen bonds creates a three-dimensional network.
In the title compound, 2C5H8N3
+·C4H4O6
2−·H2O, the two cations are essentially planar [maximum deviations = 0.023 (1) and 0.026 (1) Å]. In one of the cations, the protonated N atom and one of the amino group H atoms are hydrogen bonded to one of the carboxyl groups of the dianion through a pair of N—H⋯O hydrogen bonds, forming an R
2
2(8) ring motif. In the crystal structure, the tartrate anions and water molecules are linked into chains along the c axis by intermolecular O—H⋯O and C—H⋯O hydrogen bonds. The cations further link the anions and water molecules into a three-dimensional extended structure by a network of N—H⋯O hydrogen bonds. The crystal structure is also stabilized by weak intermolecular π–π interactions [centroid–centroid distance = 3.6950 (6) Å].
In the crystal of the title molecular salt, C5H8N3
+·C8H5O4
−, the diaminopyridine cation and the phthalate anion are linked by a pair of N—H⋯O hydrogen bonds. Within the phthalate anion, an almost symmetrical O—H⋯O hydrogen bond is observed. The ion pairs are linked by further N—H⋯O hydrogen bonds, generating a two-dimensional network lying parallel to (10).
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