CinchoniniumL-tartrate tetrahydrate

Abstract

The title compound, (3R,4S,8R,9S)-cinchoninium (2R,3R)-tartrate tetrahydrate, C19H23N2O+*C4H5O6-*4H2O, is a hydrated salt of cinchonine. In the cinchoninium cation, the geometry around the quinuclidinic N atom is typical of a protonated N atom, and the bond lengths and angles in the tartrate moiety clearly indicate the mono-ionized form. The relative orientation of the quinoline and quinuclidine systems is that most frequently observed in structures of cinchona salts and corresponds to one of the energy minima calculated for this type of molecule in the gas phase. An extended network of intermolecular hydrogen bonds spreads parallel to the bc plane separating apolar layers.

DNA Binding by a New Metallointercalator that Contains a Proflavine Group Bearing a Hanging Chelating Unit

“…[26,43] This study has shown that the bifunctional molecule D and its Zn II complex ([ZnD]) interact with double-stranded DNA, to form stable complexes. Static measurements clear- …”

Bis(cinchonidinium)L-tartrate dihydrate

“…Amongst these alkaloids, (3R,4S,8R,9S)-cinchonan-9-ol owes its physiological activity to the stereochemistry of the chiral atoms C8 and C9; also to the amino group (on the C8 atom) and the hydroxyl group (on the C9 atom) forming hydrogen bonds with receptors. This alkaloid, when treated with one molar equivalent of tartaric acid, affords cinchoninium± bitartrate tetrahydrate (Puliti et al, 2001); the bitartrate anions are linked by a carboxyl±hydroxyl hydrogen bond into a chain running along the b axis of the monoclinic unit cell. When the stereochemistry of the alkaloid is altered to 8S,9R, as in (3R,4S,8S,9R)-cinchonan-9-ol, the synthesis furnishes the title diammonium tartrate, (I), as a dihydrate (see Scheme, Fig.…”

“…The water molecule interacts with the hydroxyl group of the cation and two O atoms of carboxylate groups, derived from two different anions, to afford a threedimensional network motif. Hydrogen-bonding contacts are summarized in noted from the densities of the two salts, which are 1.308 and 1.332 Mg m À3 for the di-and tetrahydrates, respectively (Puliti et al, 2001).…”

Two novel violurate and squarate salts of cinchonine – Structures and physical properties

“…Solid state association CCDC code a Structure Solid state association CCDC code a Isolated dication ADIKII [17] Helix of monocations MEJQOI [24] Isolated dication CINCDC [18] Helix of monocations LABXUH [25] Chain of neutral molecules CINDIN10 [19] Isolated monocation MEVXOA [26] Helix of monocations HEXTUA [20] Isolated monocation NAHVOH [27] Isolated monocation FIZVIU [21] Helix of monocations ZZZUGK [28] b Isolated monocation HUSBIG [22] Helix of monocations XAZPAP [29] Isolated monocation LABXOB [23] Helix of monocations SESYUL [30] a CCDC code, Cambridge crystallographic database code, CCD version 5.29 updates (Jan 2008). b 3D structure does not available in the database.…”