Crystal Structure of 2,5-Di-tert-butyl-hydroquinone: Polar Stacking of Nonpolar Hydrogen-Bonded Sheets with Trigonal Symmetry

Authors

  • Prof. Dr. Otto Ermer,

    Corresponding author
    1. Institut für Organische Chemie der Universität, Greinstrasse 4, D-50939 Köln (FRG), Telefax: Int. code + (221)470-5151
    • Institut für Organische Chemie der Universität, Greinstrasse 4, D-50939 Köln (FRG), Telefax: Int. code + (221)470-5151
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  • Christof Röbke

    1. Institut für Organische Chemie der Universität, Greinstrasse 4, D-50939 Köln (FRG), Telefax: Int. code + (221)470-5151
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  • This work was supported by the Fonds der Chemischen Industrie.

Abstract

original image

The molecule centrosymmetric and nonpolar, its crystal structure noncentrosymmetric and polar! This was the unexpected result of the investigation of the hydroquinone 1 in the solid. Furthermore, 1 contains much larger centrosymmetric, nonpolar subunits, namely, layers with trigonal symmetry held together by strained hydrogen bonds. The polarity of the overall structure arises from the peculiar stacking of these layers.

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