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Crystal Structure and Properties of Levofloxacinium 2-Thiobarbiturate Trihydrate

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Abstract

The structure of levofloxacinium 2-thiobarbiturate trihydrate LevoH +2 Htba–·3H2O (I) (LevoH is levofloxacin, H2tba is 2-thiobarbituric acid) is determined (CIF file CCDC No. 1547466); its thermal decomposition and IR spectrum are studied. The crystals of I are triclinic: a = 8.670(1) Å, b = 9.605(1) Å, c = 15.786(2) Å, α = 89.144(5)°, β = 88.279(5)°, γ = 76.068(5)°, V = 1275.4(3) Å3, space group P1, Z = 2. The unit cell of I contains two LevoH +2 ions, two Htba– ions, and six H2O molecules. The absolute structure of the crystal and the configuration of the chiral center in a levofloxacin molecule S are determined. Experiments for generating the second optical harmonics gave a positive result. Intermolecular hydrogen bonds (HBs) N–H···O and O–H···O in I form a bilayer system along the ab diagonal with hydrophilic moieties within a layer and hydrophobic moieties directed outward. The structure is stabilized by multiple HBs and the π–π interaction between the Htba–and LevoH +2 ions and between the LevoH +2 ions.

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Authors and Affiliations

  1. Siberian Federal University, Krasnoyarsk, Russia

    N. N. Golovnev, M. S. Molokeev & M. K. Lesnikov

  2. Kirensky Institute of Physics, Siberian Branch, Russian Academy of Sciences, Krasnoyarsk, Russia

    M. S. Molokeev

  3. Far Eastern State Transport University, Khabarovsk, Russia

    M. S. Molokeev

Authors
  1. N. N. Golovnev
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  2. M. S. Molokeev
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  3. M. K. Lesnikov
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Correspondence to N. N. Golovnev.

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Original Russian Text © 2018 N. N. Golovnev, M. S. Molokeev, M. K. Lesnikov.

Translated from Zhurnal Strukturnoi Khimii, Vol. 59, No. 3, pp. 668–673, March-April, 2018.

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Golovnev, N.N., Molokeev, M.S. & Lesnikov, M.K. Crystal Structure and Properties of Levofloxacinium 2-Thiobarbiturate Trihydrate. J Struct Chem 59, 646–651 (2018). https://doi.org/10.1134/S0022476618030204

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  • DOI: https://doi.org/10.1134/S0022476618030204

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