title: Structures of artificial sweeteners--cyclamic acid and sodium cyclamate with other cyclamates.
abstract: In the course of a study on artificial sweeteners, new crystal structures of cyclamic acid, sodium cyclamate, potassium cyclamate, ammonium cyclamate, rubidium cyclamate and tetra-n-propylammonium cyclamate have been determined. Cyclamic acid exists in its zwitterionic form in the crystalline state. The zwitterions are connected through hydrogen bonds of the N-H...O type to form two-dimensional sheets. The sodium, potassium, ammonium and rubidium cyclamates are isostructural, with the cyclamate moieties linked through hydrogen bonds into linear chains. Taking into account the connectivity through cations, two-dimensional layers with a hydrophobic surface are constructed. In tetra(n-propyl)ammonium cyclamate the large, non-coordinating cation apparently prevents the formation of chains and thereby facilitates the centrosymmetric head-to-head discrete dimeric arrangement of the cyclamate moieties.
authors.affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana, SI-1000 Ljubljana, Slovenia. ivan.leban@fkkt.uni-lj.si
authors.forename: Ivan
authors.initials: I
authors.lastname: Leban
authors.forename: Darja
authors.initials: D
authors.lastname: Rudan-Tasic
authors.forename: Nina
authors.initials: N
authors.lastname: Lah
authors.forename: Cveto
authors.initials: C
authors.lastname: Klofutar
mesh_terms: D018360:Crystallography, X-Ray; D003494:Cyclamates / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D013549:Sweetening Agents / Q000737:chemistry*
chemical_list: D003494:Cyclamates; D013549:Sweetening Agents