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The title compound, C4H6N3O+·C5H3N2O4·2H2O or Cyt+·Or·2H2O, was synthesized by a reaction between cytosine (4-amino-2-hy­droxy­pyrimidine, Cyt) and orotic acid (2,4-dihy­droxy-6-carb­oxy­pyrimidine, Or) in aqueous solution. The two ions are joined by two N+—H...O (±)-(CAHB) hydrogen bonds, forming a dimer with graph-set motif R22(8). In the crystal, the ion pairs of the asymmetric unit are joined by four N—H...O inter­actions to adjacent dimers, forming hydrogen-bonded rings with R22(8) graph-set motif in a two-dimensional network. The formation of the three-dimensional array is facilitated by water mol­ecules, which act as bridges between structural sub-units linked in R32(8) and R32(7) hydrogen-bonded rings. The orotate anion is essentially planar, as the dihedral angle between the planes defined by the carboxylate group and the uracil fragment is 4.0 (4)°.

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The title salt, C8H11N2O+·Br, was synthesized by the reaction between 4-meth­oxy­benzamidine (4-amidino­anisole) and hydro­bromic acid. In the cation, the amidinium group has two similar C—N bonds [1.304 (2) and 1.316 (2) Å], and its plane forms a dihedral angle of 31.08 (5)° with the benzene ring. The ions are associated in the crystal into a three-dimension hydrogen-bonded supra­molecular network featuring N—H+...Br inter­actions.

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The title mol­ecular salt, C7H9N2+.C8H7O3, was synthesized by reaction between benzamidine (benzene­carboximidamide) and 2-meth­oxy­benzoic acid. In the cation, the amidinium group has two similar C—N bonds [1.3070 (17) and 1.3145 (16) Å] and is almost coplanar with the benzene ring, making a dihedral angle of 5.34 (12)°. In the anion, the meth­oxy substituent forces the carboxyl­ate group to be twisted by 69.45 (6)° with respect to the plane of the aromatic fragment. In the crystal, the components are connected by two N+—H...O (±)CAHB (charge-assisted hydrogen bonds), forming centrosymmetric ionic dimers with graph-set motif R22(8). These ionic dimers are then joined in ribbons running along the b-axis direction by another R42(8) motif involving the remaining N+—H...O hydrogen bonds. Remarkably, at variance with the well known carb­oxy­lic dimer R22(8) motif, the carboxyl­ate–amidinium pair is not planar, the dihedral angle between the planes defined by the CN2+ and CO2 atoms being 18.57 (12)°.
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