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The Molecular and Crystal Structures of 2-Iodokojic Acid: Experimental and Theoretical Determination

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Abstract

The crystal structure of 2-iodokojic acid, (2-jodo-3-hydroxy-6-hydroxymethyl)-4-H-pyran-4-one) (C6H5IO4, Mr = 268.00) has been determined by single crystal X-ray diffraction analysis. The compound crystallizes in the orthorhombic crystal system with space group Pc21b and unit cell parameters: a = 4.0830(2), b = 15.3510(5), c = 23.517(1) Å and Z = 8. The final reliability index is 0.0288 for 2,584 observed reflections. The two molecules of iodokojic acid, slightly differing in their molecular structure, are localized in independent part of unit cell. The crystal packing is stabilized by O–H···O hydrogen bonds and I···O intermolecular interactions. The molecular structure of iodokojic acid determined experimentally little differs from that obtained by the applied theoretical (Hartree–Fock and four versions of DFT) methods, the differences should not be taken as a measure of the reliability of the theoretical methods.

Graphical Abstract

The crystal structure of 2-iodokojic acid, (2-jodo-3-hydroxy-6-hydroxymethyl)-4-H-pyran-4-one) (C6H5IO4, Mr = 268.00) has been determined by single crystal X-ray diffraction analysis. The two molecules of iodokojic acid, slightly differing in their molecular structure, are localized in independent part of unit cell. The crystal packing is stabilized by O–H···O hydrogen bonds and I···O intermolecular interactions. The molecular structure of iodokojic acid determined experimentally little differs from obtained by the applied theoretical (Hartree–Fock and four versions of DFT) methods, the differences should not be taken as a measure of the reliability of the theoretical methods.

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Acknowledgments

We thank Scientific Grant Agency of the Ministry of Education of Slovak Republic and the Slovak Academy of Sciences (Grants 1/4454/08 and 1/0562/10) and Ministry of Education of the Czech Republic (Project VZ0021627501).

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Authors and Affiliations

  1. Department of Inorganic Chemistry, Slovak University of Technology, Radlinského 9, 812 37, Bratislava, Slovakia

    František Šimo, Ján Moncol, Rastislav Šípoš & Jozef Šima

  2. Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, nám. Cs. legií 565, 532 10, Pardubice, Czech Republic

    Zdeňka Padělková

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  1. František Šimo
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  2. Ján Moncol
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  3. Rastislav Šípoš
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Correspondence to Ján Moncol.

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Šimo, F., Moncol, J., Šípoš, R. et al. The Molecular and Crystal Structures of 2-Iodokojic Acid: Experimental and Theoretical Determination. J Chem Crystallogr 41, 1093–1098 (2011). https://doi.org/10.1007/s10870-011-0051-5

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  • DOI: https://doi.org/10.1007/s10870-011-0051-5

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