title: Halogen, hydrogen and electrostatic interactions in 2-amino-5-chloro-1,3-benzoxazol-3-ium nitrate and 2-amino-5-chloro-1,3-benzoxazol-3-ium perchlorate.
abstract: In the title compounds, C(7)H(6)ClN(2)O(+).NO(3)(-) and C(7)H(6)ClN(2)O(+).ClO(4)(-), the ions are connected by N-H...O hydrogen bonds and halogen interactions. Additionally, in the first compound, co-operative pi-pi stacking and halogen...pi interactions are observed. The energies of the observed interactions range from a value typical for very weak interactions (1.80 kJ mol(-1)) to one typical for mildly strong interactions (53.01 kJ mol(-1)). The iminium cations exist in an equilibrium form intermediate between exo- and endocyclic. This study provides structural insights relevant to the biochemical activity of 2-amino-5-chloro-1,3-benzoxazole compounds.
authors.affiliation: Institute of General and Ecological Chemistry, Technical University of Łódź, Zeromskiego 116, 90-924 Łódź, Poland. rafal.kruszynski@p.lodz.pl
authors.forename: Rafal
authors.initials: R
authors.lastname: Kruszynski
authors.forename: Agata
authors.initials: A
authors.lastname: Trzesowska-Kruszynska
mesh_terms: D001583:Benzoxazoles / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006219:Halogens / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation; D009566:Nitrates / Q000737:chemistry*; D055672:Static Electricity
chemical_list: C552504:2-amino-5-chloro-1,3-benzoxazol-3-ium nitrate; D001583:Benzoxazoles; D006219:Halogens; D009566:Nitrates; D006859:Hydrogen