Investigation of structural relationships between racemic alkali and ammonium hydrogen tartrates and their chiral counterparts

Gelbrich, Thomas, Threlfall, Terence L., Huth, Susanne, Seeger, Eva and Hursthouse, Michael B. (2004) Investigation of structural relationships between racemic alkali and ammonium hydrogen tartrates and their chiral counterparts. Zeitschrift für anorganische und allgemeine Chemie, 630 (10), 1451-1458. (doi:10.1002/zaac.200400139).

Abstract

Single crystals of racemic anhydrous alkali and ammonium hydrogen tartrates of the composition M(C4H5O6) with M = K, Rb, Cs, NH4 as well as MxM'(1-x)(C4H5O6) with {M = K, M' = Rb, x = 0.5}, {M = K, M' = NH4, x = 0.56} and {M = Rb, M' = NH4, 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, P2(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

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