E. Bartoszak-Adamska, Z. Dega‐Szafran, M. Jaskólski
Jul 27, 2011
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0
Influential Citations
5
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract 2:2 Complex of ( R ) and ( S )-piperidine-3-carboxylic acids (P3C) with (2 R, 3 R ) - tartaric acid (TA), 1 , has been characterized by single-crystal X-ray analysis, FTIR and NMR spectroscopies, and by DFT calculations. The crystals of 1 are monoclinic, space group P 2 1 . The crystal structure is formed by two distinct P3CH + ·TA − components, A and B , linked by an O–H⋯O hydrogen bond of 2.603(2) A. The A and B components differ in the absolute configuration of the C(3) atom of P3CH + ; ( S ) in A and ( R ) in B . The piperidinium-3-carboxylic acid and (2 R, 3 R )-semi-tartrate anion moieties of the components A and B are linked by O–H⋯O hydrogen bonds of 2.517(1) and 2.535(1) A, respectively. In A and B the piperidinium rings adopt the chair conformation with the carboxyl group in the equatorial position. The structures of the monomers of P3CH + ·TA − , 3A and 3B , as well as of a dimer 2 , have been optimized by the B3LYP/6-31G(d,p) approach. The chemical shift assignments were based on two-dimensional 1 H– 1 H and 1 H– 13 C experiments.