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Semi-Maleate Salts of L- and DL-Serinium: The First Example of Chiral and Racemic Serinium Salts with the Same Composition and Stoichiometry Full article

Journal Acta Crystallographica Section C
, E-ISSN: 2053-2296
Output data Year: 2013, Volume: 69, Number: 5, Pages: 517-521 Pages count : 5 DOI: 10.1107/S0108270113006720
Tags Amino Acids, Crystallography, X-Ray, Hydrogen Bonding, Ions, Maleates, Molecular Conformation, Molecular Structure, Salts, Serine
Authors Arkhipov S.G. 1,2 , Zakharov B.A. 1,2 , Boldyreva E.V. 1,2
Affiliations
1 REC-008, Novosibirsk State University, Pirogova Street 2, Novosibirsk 630090, Russian Federation
2 Institute of Solid State Chemistry and Mechanochemistry, Siberian Branch of the Russian Academy of Sciences, Kutateladze Street 18, Novosibirsk 630128, Russian Federation

Abstract: l-Serinium semi-maleate, (I), and dl-serinium semi-maleate, (II), both C3H8NO3 +·C4H 3O4 -, provide the first example of chiral and racemic anhydrous serine salts with the same organic anion. A comparison of their crystal structures with each other, with the structures of the pure components (l-serine polymorphs, dl-serine and maleic acid) and with other amino acid maleates is important for understanding the formation of the crystal structures, their response to variations in temperature and pressure, and structure-property relationships. As in other known crystal structures of amino acid maleates, there are no direct links between the semi-maleate anions in the two new structures. The serinium cations have different conformations in (I) and (II). In (I), they are linked into infinite chains via hydrogen bonds between carboxylic acid and hydroxy groups. In (II), there are no such chains formed by the serinium cations. In both (I) and (II), there are C 2 2(12) chains consisting of alternating semi-maleate anions and serinium cations. Two types of such chains are present in (I) and (II), termed C2 2(12) and C2 2(12)'. In (I), these chains, lying in the same plane, are further linked to each other via hydrogen bonds, whereas in (II) they are not.
Cite: Arkhipov S.G. , Zakharov B.A. , Boldyreva E.V.
Semi-Maleate Salts of L- and DL-Serinium: The First Example of Chiral and Racemic Serinium Salts with the Same Composition and Stoichiometry
Acta Crystallographica Section C. 2013. V.69. N5. P.517-521. DOI: 10.1107/S0108270113006720 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Dec 14, 2012
Accepted: Mar 8, 2013
Published online: Apr 9, 2013
Published print: May 15, 2013
Identifiers:
Web of science: WOS:000318300300017
Scopus: 2-s2.0-84877271411
Elibrary: 20443809
Chemical Abstracts: 2013:671801
Chemical Abstracts (print): 159:327156
OpenAlex: W2094219224
Citing:
DB Citing
Web of science 15
Scopus 14
OpenAlex 10
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