title: The role of hydrogen bonds in the crystals of 2-amino-4-methyl-5-nitropyridinium trifluoroacetate monohydrate and 4-hydroxybenzenesulfonate - X-ray and spectroscopic studies.
abstract: Two new organic-organic salts, 2-amino-4-methyl-5-nitropyridinium trifluoroacetate monohydrate (AMNP-TFA), and 2-amino-4-methyl-5-nitropyridinium 4-hydroxybenzenesulfonate (AMNP-HBS), were obtained and characterized by means of FT-IR, FT-Raman and single crystal X-ray crystallography. In the former crystal, the cations, anions and water molecules are linked into layers by three types of hydrogen bonds, NPH⋯O, NAH⋯O and OH⋯O. These layers are connected by weaker CH⋯O hydrogen bonds. In the latter crystal, the cations and anions form one-dimensional structure through a number of hydrogen-bonding interactions involving the OH, NH(+) and NH2 groups as donors. In this case the NPH⋯O and NAH⋯O hydrogen bonds are formed. The combination of interactions between cations and anions results in the formation of columns. Additionally, there are π-π stacking interactions between the columns. The obtained X-ray structural data are related to the vibrational spectra of the studied crystals.
authors.affiliation: Department of Bioorganic Chemistry, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland; Faculty of Chemistry, University of Wrocław, 14 Joliot-Curie, 50-383 Wrocław, Poland. Electronic address: isai@o2.pl.
authors.forename: I
authors.initials: I
authors.lastname: Bryndal
authors.affiliation: Institute of Low Temperature and Structure Research, Polish Academy of Sciences, Okólna 2, 50-422 Wrocław, Poland.
authors.forename: M
authors.initials: M
authors.lastname: Marchewka
authors.affiliation: Department of Bioorganic Chemistry, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland.
authors.forename: M
authors.initials: M
authors.lastname: Wandas
authors.affiliation: Department of Bioorganic Chemistry, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland.
authors.forename: W
authors.initials: W
authors.lastname: Sąsiadek
authors.affiliation: Department of Bioorganic Chemistry, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland.
authors.forename: J
authors.initials: J
authors.lastname: Lorenc
authors.affiliation: Faculty of Chemistry, University of Wrocław, 14 Joliot-Curie, 50-383 Wrocław, Poland.
authors.forename: T
authors.initials: T
authors.lastname: Lis
authors.affiliation: Department of Bioorganic Chemistry, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland.
authors.forename: L
authors.initials: L
authors.lastname: Dymińska
authors.affiliation: Department of Bioorganic Chemistry, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland.
authors.forename: E
authors.initials: E
authors.lastname: Kucharska
authors.affiliation: Department of Bioorganic Chemistry, 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, Okólna 2, 50-422 Wrocław, Poland.
authors.forename: J
authors.initials: J
authors.lastname: Hanuza
mesh_terms: D000631:Aminopyridines / Q000737:chemistry*; D001557:Benzenesulfonates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008745:Methylation; D008958:Models, Molecular; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D014269:Trifluoroacetic Acid / Q000737:chemistry*
chemical_list: C522485:2-amino-5-nitropyridine; D000631:Aminopyridines; D001557:Benzenesulfonates; D014269:Trifluoroacetic Acid
keywords: 2-Amino-4-methyl-5-nitropyridinium 4-hydroxybenzenesulfonate; 2-Amino-4-methyl-5-nitropyridinium trifluoroacetate monohydrate; Hydrogen bonds; IR and Raman spectra; Quantum chemical calculations; X-ray study