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Synthesis and Crystal Structure of Chiral Substituted (S)-2-[(4-Methoxyphenoxy) Methyl]-15-Crown-5 Ether with Sodium Perchlorate Complex

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Abstract

The crystal and molecular structure of chiral crown ether, (S)-2-[(4-methoxyphenoxy)methyl]-15-crown-5 · NaClO4, has been determined by single-crystal X-ray diffraction. The complex crystallizes in the orthorombic space group Pbca with Z = 8. Lattice parameters are a = 11.451(2), b = 12.842(3), c = 31.330(7) Å. The structure was refined to R factor of 0.0547. The Na ion is heptacoordinated. The Na–Oether distances range from 2.363(4) to 2.433(4) Å and average 2.404(5) Å. Perchlorate anion is bounded to sodium ion asymmetrically; the Na–O8 and Na–O9 distances are 2.444(5) Å and 2.607(5) Å. The C–O and C–C distances of the 15-membered ring average 1.419(9) and 1.478(12) Å while the O–C–C and C–O–C angles average 108.2(6)˚ and 115.4(6)˚.

Index Abstract

In the molecule, the sodium ion is seven coordinated by the five ring oxygen atoms and two oxygen atoms of the perchlorate anion. The macrocyclic strand of the molecule displays ag-a, ag+a, ag−a, ag+a, ag−g-set of torsion angles.

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Authors and Affiliations

  1. Department of Engineering Physics, Faculty of Engineering, Hacettepe University, 06800, Beytepe, Ankara, Turkey

    Nermin Doğan & Süheyla Özbey

  2. Department of Chemistry, Faculty of Arts and Sciences, University of Dicle, 21280, Diyarbakır, Turkey

    Mehmet Karakaplan & Tarık Aral

Authors
  1. Nermin Doğan
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  2. Süheyla Özbey
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  3. Mehmet Karakaplan
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  4. Tarık Aral
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Correspondence to Süheyla Özbey.

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Doğan, N., Özbey, S., Karakaplan, M. et al. Synthesis and Crystal Structure of Chiral Substituted (S)-2-[(4-Methoxyphenoxy) Methyl]-15-Crown-5 Ether with Sodium Perchlorate Complex. J Chem Crystallogr 38, 943–947 (2008). https://doi.org/10.1007/s10870-008-9417-8

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  • DOI: https://doi.org/10.1007/s10870-008-9417-8

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