title: The hydrazo-bond in 4,4'-dimethyl-3,3'-dinitro-2,2'-hydrazobipyridine - crystal structure, conformation and vibrational characteristics.
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.
authors.affiliation: Department 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. Electronic address: edyta.kucharska@ue.wroc.pl.
authors.forename: E
authors.initials: E
authors.lastname: Kucharska
authors.affiliation: Department 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.
authors.forename: I
authors.initials: I
authors.lastname: Bryndal
authors.affiliation: Department 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; Institute of Low Temperature and Structure Research, Polish Academy of Sciences, 2 Okólna, 50-422 Wrocław, Poland.
authors.forename: J
authors.initials: J
authors.lastname: Hanuza
authors.affiliation: Faculty of Chemistry, University of Wrocław, 14 Joliot-Curie, 50-383 Wrocław, Poland.
authors.forename: T
authors.initials: T
authors.lastname: Lis
mesh_terms: D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D013059:Spectrum Analysis, Raman
chemical_list: D011725:Pyridines
keywords: 4,4′-dimethyl-3,3′-dinitro-2,2′-hydrazobipyridine; Hydrazo bond; IR and Raman spectra; Quantum chemical calculations; X-ray study