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The cation of the title salt, C12H9N{}_{2}^{\,\,+}·C8H4NO{}_{6}^{\,\,- }, is a monoprotonated 1,10-phenanthroline mol­ecule, whereas its anion is a monodeprotonated 4-nitro­phthalic acid mol­ecule. There is a strong, almost symmetrical, intramolecular hydrogen bond linking the O atoms of neighbouring carboxyl­ate groups within the anion [O—H = 1.13 (4) Å, H...O = 1.27 (4) Å, O...O = 2.395 (3) Å and O—H...O = 173 (4)°]. An N—H...O bond [N—H = 1.00 (3) Å, H...O = 1.70 (3) Å, N...O = 2.668 (3) Å and N—H...O = 160 (3)°] is responsible for formation of ion pairs, which are further loosely aggregated into a three-dimensional framework via C—H...O and π–π interactions.

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In the title salt, C12H9N2+·C8H4NO6, one N atom of 1,10-phenanthroline is protonated [N—H = 1.00 (2) Å], while the other N atom is not. Protonation of the N atom causes the C—N—C angle to increase [122.3 (2)° in the protonated ring versus 116.2 (2)° in the unprotonated ring]. In the crystal structure, N—H...O and O—H...O hydrogen bonds and van der Waals forces stabilize the packing of the ions.

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In the title compound, C11H11N2O7P, compression of the P—O—C angles is observed, suggesting that some strain is probably present. The configuration around phosphorus is distorted tetra­hedral. In the crystal structure, N—H...O and C—H...O hydrogen-bond contacts and van der Waals forces stabilize the packing of the compound.

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In the title salt, C5H13N2+·C7H5INO2, the packing of the ions is stabilized by N—H...O hydrogen bonds and van der Waals forces.

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In the crystal structure of the title compound, C11H11N2O7P, the carboxamide mol­ecule and the solvent mol­ecule of crystallization each possess mirror symmetry; for the former, the mirror plane bisects the two-ring OP(OCH2)3C cage. The packing is stabilized by an inter­molecular N—H...O hydrogen bond and a number of C—H...O hydrogen bonds.
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