Molecular and crystal structures, vibrational studies and quantum chemical calculations of 3 and 5-nitroderivatives of 2-amino-4-methylpyridine

Iwona Bryndal , Edyta Kucharska , Wojciech Sąsiadek , Maria Wandas , Tadeusz Lis , Jadwiga Lorenc , Jerzy Hanuza

Abstract

The crystal structures of 2-amino-4-methyl-3-nitropyridine (I), 2-amino-4-methyl-3,5-dinitropyridine (II) and 2-amino-4-methyl-5-nitropyridine (III) have been determined. The compounds crystallize in the monoclinic P21/n, triclinic P-1 and monoclinic C2/c space groups, respectively. These structures are stabilized by a combination of N–HN and N–HO hydrogen bonds and exhibit layered arrangement with a dimeric N–HN motif in which the molecular units are related by inversion centre. The molecular structures of the studied compounds have been determined using the DFT B3LYP/6-311G(2d,2p) approach and compared to those derived from X-ray studies. The IR and Raman wavenumbers have been calculated from the optimized geometry of monomers and dimers formed in the unit cell and compared to the experimental values obtained from the spectra.
Author Iwona Bryndal (EaE / IChaFT / DBCh)
Iwona Bryndal,,
- Department of Bioorganic Chemistry
, Edyta Kucharska (EaE / IChaFT / DBCh)
Edyta Kucharska,,
- Department of Bioorganic Chemistry
, Wojciech Sąsiadek (EaE / IChaFT / DBCh)
Wojciech Sąsiadek,,
- Department of Bioorganic Chemistry
, Maria Wandas (EaE / IChaFT / DBCh)
Maria Wandas,,
- Department of Bioorganic Chemistry
, Tadeusz Lis - University of Wrocław (UWr)
Tadeusz Lis,,
-
, Jadwiga Lorenc (EaE / IChaFT / DBCh)
Jadwiga Lorenc,,
- Department of Bioorganic Chemistry
, Jerzy Hanuza
Jerzy Hanuza,,
-
Journal seriesSpectrochimica Acta Part A : Molecular and Biomolecular Spectroscopy, ISSN 1386-1425, (A 30 pkt)
Issue year2012
No96
Pages952-962
Publication size in sheets0.5
Keywords in Polish2-amino-4-methyl-3-nitropyridine, 2-amino-4-methyl-3,5-dinitropyridine, 2-Amino-4-methyl-5-nitropyridine, IR and Raman spectra, crystal structures, intra- and intermolecular hydrogen bonds
DOIDOI:10.1016/j.saa.2012.07.121
Languageen angielski
Score (nominal)25
Citation count*20 (2016-06-13)
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