Crystallography Reports

, Volume 52, Issue 2, pp 243–252 | Cite as

Molecular and crystal structures of some novel derivatives of 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles

  • V. V. Abakumov
  • S. V. Shishkina
  • R. I. Zubatyuk
  • I. M. Gella
  • N. S. Pivnenko
  • L. A. Kutulya
  • O. V. Shishkin
Structure of Organic Compounds


The stereochemical aspects of the interaction of 2,6-bis(arylidene)-cyclohexanone and 2,6-bis(arylidene)-3-methylcyclohexanone with arylhydrazine (aryl is phenyl or 4-nitrophenyl) and methylhydrazine are investigated using X-ray diffraction analysis. The molecular structure of the 3-aryl-7-arylidene-3,3a,4,5,6,7-hexahydroindazoles synthesized is determined by X-ray diffraction analysis for the first time. It is established that the stereochemistry of the products of the interaction between the cyclohexanone derivatives and arylhydrazines depends on the electronic nature of the substituent in the aryl group. Two regioisomeric products with different positions of the methyl group in the cyclohexane ring with respect to the arylidene fragment are synthesized by the reaction of 2,6-bis(4-methoxybenzylidene)-3-methylcyclohexanone with methylhydrazine. The influence of the substituents at the nitrogen atom of the pyrazoline ring on the intramolecular electronic interactions and the geometry of the heterocycle in the compounds under investigation is discussed.

PACS numbers

61.10.Nz 61.66.Hq 


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Copyright information

© Pleiades Publishing, Inc. 2007

Authors and Affiliations

  • V. V. Abakumov
    • 1
  • S. V. Shishkina
    • 1
  • R. I. Zubatyuk
    • 1
  • I. M. Gella
    • 1
  • N. S. Pivnenko
    • 1
  • L. A. Kutulya
    • 1
  • O. V. Shishkin
    • 1
  1. 1.Scientific and Technological Corporation “Institute for Single Crystals”National Academy of Sciences of UkraineKharkovUkraine

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