Two salts and the salt cocrystal of ciprofloxacin with thiobarbituric and barbituric acids

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Two salts and the salt cocrystal of ciprofloxacin with thiobarbituric and barbituric acids : The structure and properties. / Golovnev, Nicolay N.; Molokeev, Maxim S.; Lesnikov, Maxim K. et al.

In: Journal of Physical Organic Chemistry, Vol. 31, No. 3, 3773, 01.03.2018.

Research output: Contribution to journal › Article › peer-review

Author

Golovnev, Nicolay N. ; Molokeev, Maxim S. ; Lesnikov, Maxim K. et al. / Two salts and the salt cocrystal of ciprofloxacin with thiobarbituric and barbituric acids : The structure and properties. In: Journal of Physical Organic Chemistry. 2018 ; Vol. 31, No. 3.

BibTeX

@article{037dd58b32c448d68d4b30897712ffde,

title = "Two salts and the salt cocrystal of ciprofloxacin with thiobarbituric and barbituric acids: The structure and properties",

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.",

keywords = "barbituric and thiobarbituric acids, ciprofloxacin, infrared spectroscopy, salt cocrystal, thermal stability, X-ray diffraction, COMPLEXES, QUINOLONE, FORMS, NA, THERMAL-PROPERTIES, LI, IONIC CO-CRYSTALS",

author = "Golovnev, {Nicolay N.} and Molokeev, {Maxim S.} and Lesnikov, {Maxim K.} and Atuchin, {Victor V.}",

note = "Publisher Copyright: Copyright {\textcopyright} 2017 John Wiley & Sons, Ltd.",

year = "2018",

month = mar,

day = "1",

doi = "10.1002/poc.3773",

language = "English",

volume = "31",

journal = "Journal of Physical Organic Chemistry",

issn = "0894-3230",

publisher = "John Wiley and Sons Ltd",

number = "3",

}

RIS

TY - JOUR

T1 - Two salts and the salt cocrystal of ciprofloxacin with thiobarbituric and barbituric acids

T2 - The structure and properties

AU - Golovnev, Nicolay N.

AU - Molokeev, Maxim S.

AU - Lesnikov, Maxim K.

AU - Atuchin, Victor V.

PY - 2018/3/1

Y1 - 2018/3/1

N2 - 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.

AB - 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.

KW - barbituric and thiobarbituric acids

KW - ciprofloxacin

KW - infrared spectroscopy

KW - salt cocrystal

KW - thermal stability

KW - X-ray diffraction

KW - COMPLEXES

KW - QUINOLONE

KW - FORMS

KW - NA

KW - THERMAL-PROPERTIES

KW - LI

KW - IONIC CO-CRYSTALS

UR - http://www.scopus.com/inward/record.url?scp=85030108401&partnerID=8YFLogxK

U2 - 10.1002/poc.3773

DO - 10.1002/poc.3773

M3 - Article

AN - SCOPUS:85030108401

VL - 31

JO - Journal of Physical Organic Chemistry

JF - Journal of Physical Organic Chemistry

SN - 0894-3230

IS - 3

M1 - 3773

ER -

ID: 9896426