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Crystal and molecular structure of dibenzoyl disulfide

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Abstract

Crystals of dibenzoyl disulfide, C14H10O2S2, are monoclinic, space group P21/c, with the cell dimensions (294 K), a = 12.356 (1), b = 12.071 (1), c = 9.071 (2) Å, β = 107.15(1)°, V =1292 (3) Å3 with D m = 1.42, D x = 1.411 g ⋅ cm−3, and Z = 4. Complete three-dimensional data was collected on a CAD-4 diffractometer using the ω/2θ method, the crystal structure was solved using MULTAN and refined by full-matrix least-squares methods to a final R value of 0.036 for 2738 observed reflections. The S–S bond distance is 2.021(1) Å and has a partial double-bond character. The dihedral angle around the disulfide bond is 80.8°. The two S–C distances are 1.805(2) and 1.823(2) Å. The central part of the molecule (C–S–S–C) adopts a skewed nonplanar configuration and the planes of the two benzene rings are inclined at an angle of 93.7°. The S–S bond direction from the X-ray could be compared with the directions of g min for (S–S) anion and g max for (S–S) cation deduced from electron spin resonance spectroscopy. The former makes an angle of 4.6° and the latter makes an angle of 18.1° with the S–S bond direction.

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Authors and Affiliations

  1. Department of Molecular and Cellular Biophysics, Roswell Park Cancer Institute, Elm and Carlton Streets, Buffalo, New York, 14263

    Chitta Paul & Thamarapu Srikrishnan

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  1. Chitta Paul
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  2. Thamarapu Srikrishnan
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Correspondence to Thamarapu Srikrishnan.

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Paul, C., Srikrishnan, T. Crystal and molecular structure of dibenzoyl disulfide. Journal of Chemical Crystallography 34, 211–217 (2004). https://doi.org/10.1023/B:JOCC.0000021568.38250.9d

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  • DOI: https://doi.org/10.1023/B:JOCC.0000021568.38250.9d

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