In:
Acta Crystallographica Section C Structural Chemistry, International Union of Crystallography (IUCr), Vol. 73, No. 2 ( 2017-02-01), p. 97-103
Abstract:
Carboxylate molecular crystals have been of interest due to the presence of hydrogen bonding, which plays a significant role in chemical and crystal engineering, as well as in supramolecular chemistry. Acid–base adducts possess hydrogen bonds which increase the thermal and mechanical stability of the crystal. 2,2′-Thiodiacetic acid (Tda) is a versatile ligand that has been widely explored, employing its multidendate and chelating coordination abilities with many metals; however, charge-transfer complexes of thiodiacetic acid have not been reported. Two salts, namely ethylenediaminium 2,2′-thiodiacetate, C 2 H 10 N 2 2+ ·C 4 H 4 O 4 S 2 2− , denoted Tdaen, and 2-aminoanilinium 2-(carboxymethylsulfanyl)acetate, C 6 H 9 N 2 + ·C 4 H 5 O 4 S − , denoted Tdaophen, were synthesized and characterized by IR, 1 H and 13 C NMR spectroscopies, and single-crystal X-ray diffraction. In these salts, Tda reacts with the aliphatic (ethylenediamine) and aromatic ( o -phenylenediamine) diamines, and deprotonates them to form anions with different valencies and different supramolecular networks. In Tdaen, the divalent Tda 2− anions form one-dimensional linear supramolecular chains and these are extended into a three-dimensional sandwich-type supramolecular network by interaction with the ethylenediaminium cations. However, in Tdaophen, the monovalent Tda − anions form one-dimensional zigzag supramolecular chains, which are extended into a three-dimensional supramolecular network by interaction with the 2-aminoanilinium cations. Thus, both three-dimensional structures display different ring motifs. The structures of these diamines, which are influenced by hydrogen-bonded assemblies in the molecular crystals, are discussed in detail.
Type of Medium:
Online Resource
ISSN:
2053-2296
DOI:
10.1107/S2053229617000559
DOI:
10.1107/S2053229617000559/qs3058sup1.cif
DOI:
10.1107/S2053229617000559/qs3058TDAENsup2.hkl
DOI:
10.1107/S2053229617000559/qs3058TDAOPHENsup3.hkl
DOI:
10.1107/S2053229617000559/qs3058sup4.pdf
Language:
Unknown
Publisher:
International Union of Crystallography (IUCr)
Publication Date:
2017
detail.hit.zdb_id:
2025703-X
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