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Conformation of cyclic disulfides: The twinned layered structure of (1R,2S,7R,8S)-1,2,7,8-tetrahydroxy-4,5,10,11-tetrathiacyclododecane

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Abstract

The title compound C8H16O4S4 (TTCD) has been synthesized and its crystalline water adduct TTCD·H2O studied by single-crystal X-ray diffraction. TTCD molecules sandwich water molecules, giving rise to two-molecule layers (bilayers) ofP21/b symmetry which gain remarkable rigidity because of their hydrogen bonds. In their turn, bilayers are piled according to four different structures having equivalent inter-bilayer H bonding and the same nonprimitive unit cell of lattice parametersa=4.893(2) (unique axis),b=15.110(6),c=74.30(2) Å, andα=90.00(2)°. The crystal is twinned by merohedry with the four structures in comparable amounts. The relationship of the solid-state conformations to the UV absorption spectrum in solution is also discussed.

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Authors and Affiliations

  1. Istituto Chimico Università, Via Mezzocannone 4, 80134, Napoli, Italy

    S. Capasso, L. Mazzarella & A. Zagari

  2. Facoltà di Ingegneria, 84100, Salerno, Italy

    A. Immirzi

Authors
  1. S. Capasso
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  2. L. Mazzarella
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  3. A. Zagari
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  4. A. Immirzi
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Capasso, S., Mazzarella, L., Zagari, A. et al. Conformation of cyclic disulfides: The twinned layered structure of (1R,2S,7R,8S)-1,2,7,8-tetrahydroxy-4,5,10,11-tetrathiacyclododecane. Journal of Crystallographic and Spectroscopic Research 14, 303–314 (1984). https://doi.org/10.1007/BF01168549

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  • DOI: https://doi.org/10.1007/BF01168549

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