title: Crystal structure and hydrogen bonding in the hydrated cocrystalline salt tryptaminium-3,5-dinitrobenzoate-quinoline-water (3/3/2/2).
abstract: The study of ternary systems is interesting because it introduces the concept of molecular preference/competition into the system where one molecule may be displaced because the association between the other two is significantly stronger. Current definitions of a tertiary system indicate that solvent molecules are excluded from the molecule count of the system and some of the latest definitions state that any molecule that is not a solid in the parent form at room temperature should also be excluded from the molecule count. In the structure of the quinoline adduct hydrate of tryptaminium 3,5-dinitrobenzoate, 3C10H13N2+·3C7H3N2O6-·2C9H7N·2H2O, the asymmetric unit comprises multiple cation and anion species which are conformationally similar among each type set. In the crystal, a one-dimensional hydrogen-bonded supramolecular structure is generated through extensive intra- and inter-unit aminium N-H...O and N-H...N, and water O-H...O hydrogen bonds. Within the central-core hydrogen-bonding associations, conjoined cyclic R44(10), R53(10) and R44(12) motifs are generated. The unit is expanded into a one-dimensional column-like polymer extending along [010]. Present also in the crystal packing of the structure are a total of 19 π-π interactions involving both cation, anion and quinoline species [ring-centroid separation range = 3.395 (3)-3.797 (3) Å], as well as a number of weak C-H...O hydrogen-bonding associations. The presence of the two water molecules in the crystal structure is considered to be the principal causative factor in the low symmetry of the asymmetric unit.
authors.affiliation: Exilica Ltd, The Technocentre, Puma Way, Coventry CV1 2TT, England.
authors.forename: Daniel E
authors.initials: DE
authors.lastname: Lynch
authors.affiliation: Science and Engineering Faculty, Queensland University of Technology, GPO Box 2434, Brisbane, Queensland 4001, Australia.
authors.forename: Graham
authors.initials: G
authors.lastname: Smith
authors.affiliation: School of Chemistry, University College Dublin, Belford, Dublin 4, Ireland.
authors.forename: Tony D
authors.initials: TD
authors.lastname: Keene
authors.affiliation: UK National Crystallography Service, Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, England.
authors.forename: Peter N
authors.initials: PN
authors.lastname: Horton
keywords: 3,5-dinitrobenzoic acid; hydrogen bonding; molecular adducts; quinoline adduct; solid-state organic chemistry; ternary crystal structures; tryptamine salts; π–π interactions