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The hydrazo-bond in 4,4'-dimethyl-3,3'-dinitro-2,2'-hydrazobipyridine - crystal structure, conformation and
E Kucharska1, I Bryndal1, J Hanuza2
1Department of Bioorganic Chemistry, Institute of Chemistry and Food Technology, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland.
Abstract:
The crystal and molecular structure of 4,4'-dimethyl-3,3'-dinitro-2,2'-hydrazobipyridine have been determined by X-ray diffraction and quantum chemical DFT analysis. The title compound crystallizes in P1¯ space group, with one-half molecule in the asymmetric unit. The molecular structure is stabilized by intramolecular NH···O hydrogen bonds. The molecules are linked by a combination of weak intermolecular CH⋯O interactions and also aromatic π-π stacking. The molecular structure of the studied compound has been determined using the DFT B3LYP/6-311G(2d,2p) approach and compared to that derived from X-ray studies. The IR and Raman wavenumbers have been calculated for the optimized geometry of a possible monomer structural model. The structural and vibrational properties of the intramolecular NH···O interaction are described.
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