title: Spectroscopic, crystallographic and theoretical studies of lasalocid complex with ammonia and benzylamine.
abstract: A natural antibiotic--Lasalocid is able to form stable complexes with ammonia and organic amines. New complexes of lasalocid with benzylamine and ammonia were obtained in the crystal forms and studied using X-ray, FT-IR, (1)H NMR, (13)C NMR and DFT methods. These studies have shown that in both complexes the proton is transferred from the carboxylic group to the amine group with the formation of a pseudo-cyclic structure of lasalocid anion complexing the protonated amine or NH4(+) cation. The spectroscopic and DFT studies demonstrated that the structure of the complex formed between Lasalocid and benzylamine in the solid is also conserved in the solution and gas phase. In contrast, the structure of the complex formed between lasalocid and ammonium cation found in the solid state undergoes dissociation in chloroform solution accompanied with a change in the coordination form of the NH4(+) cation.
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, Poland. Electronic address: adhucz@amu.edu.pl.
authors.forename: Adam
authors.initials: A
authors.lastname: Huczyński
authors.affiliation: Institute of Low Temperature and Structure Research, Polish Academy of Sciences, PO Box 1410, 50950 Wrocław, Poland.
authors.forename: Jan
authors.initials: J
authors.lastname: Janczak
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, Poland.
authors.forename: Jacek
authors.initials: J
authors.lastname: Rutkowski
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, Poland.
authors.forename: Bogumil
authors.initials: B
authors.lastname: Brzezinski
mesh_terms: D000641:Ammonia / Q000737:chemistry*; D001596:Benzylamines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005740:Gases / Q000737:chemistry; D006860:Hydrogen Bonding; D007832:Lasalocid / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity
chemical_list: D001596:Benzylamines; D005740:Gases; D000641:Ammonia; C030796:benzylamine; D007832:Lasalocid
keywords: Crystal structure; DFT calculations; FT-IR; Hydrogen bonds; Ionophores; X-537A