Two salts and the salt cocrystal of ciprofloxacin with thiobarbituric and barbituric acids: The structure and properties |
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Authors: | Nicolay N Golovnev Maxim S Molokeev Maxim K Lesnikov Victor V Atuchin |
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Institution: | 1. Siberian Federal University, Krasnoyarsk, Russia;2. Laboratory of Crystal Physics, Kirensky Institute of Physics, Federal Research Center KSC SB RAS, Krasnoyarsk, Russia;3. Department of Physics, Far Eastern State Transport University, Khabarovsk, Russia;4. Laboratory of Optical Materials and Structures, Institute of Semiconductor Physics SB RAS, Novosibirsk, Russia;5. Laboratory of Semiconductor and Dielectric Materials, Novosibirsk State University, Novosibirsk, Russia |
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Abstract: | Ciprofloxacin (CfH, C17H18FN3O3) crystallizes with 2‐thiobarbituric (H2tba) and barbituric acid (H2ba) in the aqueous solution to yield salt CfH2(Htba)·3H2O ( 1 ), salt cocrystal CfH2(Hba)(H2ba)·3H2O ( 2 ), and salt CfH2(Hba)·H2O ( 3 ). The compounds are structurally characterized by the X‐ray single‐crystal diffraction. The numerous intermolecular hydrogen bonds N–H?O and O–H?O formed by water molecules, Htba?/Hba? and CfH2+ ions, and H2ba molecules stabilize the crystal structures of 1 to 3 . Hydrogen bonds form a 2D plane network in the salts of 1 and 3 and a 3D network in the salt cocrystal of 2 . There are different π‐π interactions in 1 to 3 . The compounds have been characterized by powder X‐ray diffraction, thermogravimetry/differential scanning calorimetry, and Fourier transform infrared spectroscopy. The compounds dehydration ends at 130°C to 150°C, and their oxidative decomposition is observed in the range of 250°C to 275°C. |
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Keywords: | barbituric and thiobarbituric acids ciprofloxacin infrared spectroscopy salt cocrystal thermal stability X‐ray diffraction |
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