Journal of Chemical Crystallography

, Volume 24, Issue 2, pp 117–121 | Cite as

Crystal structures ofcis andtrans 7-phenylcarbamoyl-7,9-diazabicyclo [4.3.0] nonan-8-thiones

  • Marek L. Gŀówka
  • Michal W. Wieczorek
  • Wojciech Kuźmierkiewicz


C14H17N3OS,Mr+275.37, CAD4F diffractometer. CuKα,T+293K.cis: orthorhombic, Fdd2,a+22.166(2),b+48.948(3), andc+5.165(1)Å: finalR+0.045 for 2519 observed reflections,trans: triclinic,\(P\bar 1\),a+11.375(2),b+11.388(2),c+11.823(1)Å, α=110.72(1), β=89.97(1) and γ=93.86(2)o; final R=0.043 for 3993 observed reflections. Structures were wolved with direct methods and refined by full-matrix least-squares with anisotropic thermal parameters for non-H-atoms. The molecules of the studied isomers have very similar conformations, except for the obvious difference in the bicyclic system junction. Similar orientations of a flexible phenylcarbamoyl substituent results from an intramolecular hydrogen bond S...H−N(carbamoyl). Generally, molecules of thetrans form are flat and those ofcis are not. The observation may be of pharmacological importance as thetrans isomer is a far more potent tuberculostatic agent than thecis.


Hydrogen Reflection Crystal Structure Hydrogen Bond Intramolecular Hydrogen Bond 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


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Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • Marek L. Gŀówka
    • 1
  • Michal W. Wieczorek
    • 2
  • Wojciech Kuźmierkiewicz
    • 3
  1. 1.Institute of General and Ecological ChemistryTechnical University of ŁódźŁódźPoland
  2. 2.Institute of Technical BiochemistryTechnical University of ŁódźŁódźPoland
  3. 3.Department of Organic ChemistryMedical AcademyGdańskPoland

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