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Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene

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The aromatic derivative 2,8,14,20-tetranaphthylpyrogallol[4]arene was synthesized by the acid catalyzed condensation of 2-naphthaldehyde and pyrogallol in refluxing aqueous ethanol. Single crystal X-ray analysis revealed that the molecule crystallizes in a triclinic space group P1(bar) No. 2, with a = 11.3396(7) Å, b = 15.9942(10) Å, c = 26.3653(17) Å, α = 94.309(2)°, β = 91.765(2)°, γ = 93.892(2)°, D calc = 1.298 g/m3 for Z = 1. Within the unit cell, six methanol molecules of crystallization plus one molecule of pyrazine were found to accompany the pyrogallol macrocycle. In the solid state, the macrocycle is found to adopt the chair conformation.

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Acknowledgments

The authors wish to thank Dr. Debra Bautista from Eastern Kentucky University for her help with the MOE calculations. Financial support for this work was obtained through the University Research Committee at Eastern Kentucky University (Grant No. 401062).

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Authors and Affiliations

  1. Department of Chemistry, Eastern Kentucky University, Richmond, Kentucky, USA

    Cesar H. Zambrano, Jorden P. Kass & Eric Efrain Dueno

  2. Department of Chemistry and Biochemistry, Miami University, Oxford, UK

    Yanxiong Ke & Hong-Cai Zhou

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  1. Cesar H. Zambrano
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  2. Jorden P. Kass
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Correspondence to Eric Efrain Dueno.

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Supplementary materials

CCDC 235410 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; Fax: +44 1223 336033.

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Zambrano, C.H., Kass, J.P., Dueno, E.E. et al. Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene. J Chem Crystallogr 36, 67–70 (2006). https://doi.org/10.1007/s10870-005-9028-6

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