Chloride salts of the antibacterial agent pazufloxacin: (H <sub>3</sub> O) <sub>2</sub> (Pzfx) <sub>5</sub> Cl <sub>7</sub> ·10H <sub>2</sub> O and (Pzfx)Cl·1.75H <sub>2</sub> O·0.5C <sub>2</sub> H <sub>5</sub> OH

Recrystallization of pazufloxacinium mesylate from HCl solutions yielded two previously unknown salts of pazufloxacin. These were characterized by X-ray diffraction and are bis(oxidanium) pentakis[(2S)-6-(1-azaniumylcyclopropyl)-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0<sup>5,13</sup>]trideca-5(13),6,8,11-tetraene-11-carboxylic acid] heptachloride decahydrate, 2H<sub>3</sub>O<sup>+</sup>·5C<sub>16</sub>H<sub>16</sub>FN<sub>2</sub>O<sub>4</sub><sup>+</sup>·7Cl<sup>-</sup>·10H<sub>2</sub>O (1), and (2S)-6-(1-azaniumylcyclopropyl)-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0<sup>5,13</sup>]trideca-5(13),6,8,11-tetraene-11-carboxylic acid chloride ethanol hemisolvate 1.75-hydrate, C<sub>16</sub>H<sub>16</sub>FN<sub>2</sub>O<sub>4</sub><sup>+</sup>·Cl<sup>-</sup>·0.5C<sub>2</sub>H<sub>6</sub>O·1.75H<sub>2</sub>O (2), which were obtained from acetonitrile and ethanol, respectively. The compounds crystallize in the noncentrosymmetric triclinic space group P1. Salt 1 contains five independent cations and seven chloride anions, while compound 2 contains eight independent cations and anions. In both, an intramolecular COOH...O=C hydrogen bond is present and the amino group is protonated. The cations, anions and solvent molecules form extensive hydrogen-bonded frameworks. In addition, in both structures, the cations are packed into infinite stacks via π-π interactions, with interplanar distances of approximately 3.2 Å.

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Journal
Acta Crystallographica Section C Structural Chemistry
Published
2025-11-25
DOI
https://doi.org/10.1107/s2053229625010423
Primary Topic
Metal complexes synthesis and properties
Type
article
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Chloride salts of the antibacterial agent pazufloxacin: (H 3 O) 2 (Pzfx) 5 Cl 7 ·10H 2 O and (Pzfx)Cl·1.75H 2 O·0.5C 2 H 5 OH

Ekaterina D. Tselukovskaya, Анна В. Вологжанина, Павел В. Дороватовский
Acta Crystallographica Section C Structural Chemistry
Metal complexes synthesis and properties
article

Chloride salts of the antibacterial agent pazufloxacin: (H 3 O) 2 (Pzfx) 5 Cl 7 ·10H 2 O and (Pzfx)Cl·1.75H 2 O·0.5C 2 H 5 OH

Ekaterina D. Tselukovskaya, Анна В. Вологжанина, Павел В. Дороватовский
article en

Abstract

Recrystallization of pazufloxacinium mesylate from HCl solutions yielded two previously unknown salts of pazufloxacin. These were characterized by X-ray diffraction and are bis(oxidanium) pentakis[(2S)-6-(1-azaniumylcyclopropyl)-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0<sup>5,13</sup>]trideca-5(13),6,8,11-tetraene-11-carboxylic acid] heptachloride decahydrate, 2H<sub>3</sub>O<sup>+</sup>·5C<sub>16</sub>H<sub>16</sub>FN<sub>2</sub>O<sub>4</sub><sup>+</sup>·7Cl<sup>-</sup>·10H<sub>2</sub>O (1), and (2S)-6-(1-azaniumylcyclopropyl)-7-fluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0<sup>5,13</sup>]trideca-5(13),6,8,11-tetraene-11-carboxylic acid chloride ethanol hemisolvate 1.75-hydrate, C<sub>16</sub>H<sub>16</sub>FN<sub>2</sub>O<sub>4</sub><sup>+</sup>·Cl<sup>-</sup>·0.5C<sub>2</sub>H<sub>6</sub>O·1.75H<sub>2</sub>O (2), which were obtained from acetonitrile and ethanol, respectively. The compounds crystallize in the noncentrosymmetric triclinic space group P1. Salt 1 contains five independent cations and seven chloride anions, while compound 2 contains eight independent cations and anions. In both, an intramolecular COOH...O=C hydrogen bond is present and the amino group is protonated. The cations, anions and solvent molecules form extensive hydrogen-bonded frameworks. In addition, in both structures, the cations are packed into infinite stacks via π-π interactions, with interplanar distances of approximately 3.2 Å.

Acta Crystallographica Section C Structural ChemistryVol. 81(12)
National Research University Higher School of Economics (RU), Kurchatov Institute (RU), A. N. Nesmeyanov Institute of Organoelement Compounds (RU), Independent University of Moscow (RU)
Openalex Percentile: Top 48%
Metal complexes synthesis and properties
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