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Investigation of Structural Relationships between Racemic Alkali and Ammonium Hydrogen Tartrates and their Chiral Counterparts
Author(s) -
Gelbrich Thomas,
Threlfall Terence L.,
Huth Susanne,
Seeger Eva,
Hursthouse Michael B.
Publication year - 2004
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.200400139
Subject(s) - tartrate , alkali metal , monoclinic crystal system , tartaric acid , isostructural , anhydrous , ammonium , chemistry , hydrogen bond , crystallography , inorganic chemistry , racemic mixture , stereochemistry , citric acid , crystal structure , molecule , organic chemistry , enantiomer
Abstract Single crystals of racemic anhydrous alkali and ammonium hydrogen tartrates of the composition M(C 4 H 5 O 6 ) with M = K, Rb, Cs, NH 4 as well as M x M′ 1−x (C 4 H 5 O 6 ) with {M = K, M′ = Rb, x = 0.5}, {M = K, M′ = NH 4 , x = 0.56} and {M = Rb, M′ = NH 4 , x = 0.61} were obtained from the reaction of D,L‐tartaric acid with the corresponding hydroxides MOH and / or M′OH. These compounds form an isostructural series (monoclinic, P 2 1 / c , Z = 4). The structures consist of alternating tartrate anion layers and cation layers. Each tartrate layer is held together by a number of hydrogen bonds and contains exclusively either the D or the L‐form of the tartrate. Structural analogies between these crystals and their chiral counterparts are investigated. The smilarity of cell parameters between racemic and chiral structures is shown to be a consequence of certain packing features that occur in both groups.