Sciact
  • EN
  • RU

New 1:1 and 2:1 Salts in the 'DL-Norvaline-Maleic Acid' System as an Example of Assembling Various Crystal Structures from Similar Supramolecular Building Blocks Full article

Journal Acta Crystallographica Section C
, E-ISSN: 2053-2296
Output data Year: 2017, Volume: 73, Number: 1, Pages: 13-19 Pages count : 7 DOI: 10.1107/S2053229616018271
Tags DL-norvaline; maleic acid; amino acid salt; hydrogen bond; crystal structure; crystal engineering
Authors Arkhipov S.G. 1,2 , Losev E.A. 1,2 , Boldyreva E.V. 2
Affiliations
1 Novosibirsk State University, Pirogova str. 2, Novosibirsk, Russian Federation
2 Institute of Solid State Chemistry and Mechanochemistry SB RAS, Kutateladze str. 18, Novosibirsk, Russian Federation

Funding (2)

1 Russian Foundation for Basic Research 16-33-60089 (АААА-А16-116021550280-1)
2 The Ministry of Education and Science of the Russian Federation 1828

Abstract: Molecular salts and cocrystals of amino acids have potential applications as molecular materials with nonlinear optical, ferroelectric, piezoelectric, and other various target physical properties. The wide choice of amino acids and coformers makes it possible to design various crystal structures. The amino acid-maleic acid system provides a perfect example of a rich variety of crystal structures with different stoichiometries, symmetries and packing motifs built from the molecular building blocks, which are either exactly the same, or differ merely by protonation or as optical isomers. The present paper reports the crystal structures of two new salts of the dl-norvaline-maleic acid system with 1:1 and 2:1 stoichiometries, namely dl-norvalinium hydrogen maleate, C5H12NO2 +·C4H3O4 -, (I), and dl-norvalinium hydrogen maleate-dl-norvaline, C5H12NO2 +·C4H3O4 -·C5H11NO2, (II). These are the first examples of molecular salts of dl-norvaline with an organic anion. The crystal structure of (I) has the same C2 2(12) structure-forming motif which is common for hydrogen maleates of amino acids. The structure of (II) has dimeric cations. Of special interest is that the single crystals of (I) which are originally formed on crystallization from aqueous solution transform into single crystals of (II) if stored in the mother liquor for several hours.The crystals of two new salts in the dl-norvaline-maleic acid system provide examples of different molecular packing of the molecular building blocks, which are either the same, or differ merely by protonation.
Cite: Arkhipov S.G. , Losev E.A. , Boldyreva E.V.
New 1:1 and 2:1 Salts in the 'DL-Norvaline-Maleic Acid' System as an Example of Assembling Various Crystal Structures from Similar Supramolecular Building Blocks
Acta Crystallographica Section C. 2017. V.73. N1. P.13-19. DOI: 10.1107/S2053229616018271 WOS Scopus РИНЦ AN OpenAlex
Files: Full text from publisher
Dates:
Submitted: Oct 17, 2016
Accepted: Nov 14, 2016
Published print: Jan 1, 2017
Published online: Jan 1, 2017
Identifiers:
Web of science: WOS:000390565800004
Scopus: 2-s2.0-85007605305
Elibrary: 28507927
Chemical Abstracts: 2017:1673
OpenAlex: W2559930715
Citing:
DB Citing
Web of science 5
Scopus 5
OpenAlex 3
Altmetrics: