2,2′-Diamino-4,4′-bi-1,3-thiazol-3,3′-diium bis(2,2′-diamino-4,4′-bi-1,3-thiazol-3-ium) tetrakis(2-nitrobenzoate)

Abstract

The crystal structure of the title compound, C6H8N4S22+·2C6H7N4S2+·4C7H4NO4−, comprises diprotonated diamino­bithia­zole (DABT) dications located on inversion centers, monoprotonated DABT cations and nitro­benzoate anions. The relatively short C—N(amino) bond distances, ranging from 1.310 (2) to 1.350 (2) Å, indicate electron delocalization between the amino groups and thia­zole rings. Inter­molecular N—H⋯O and N—H⋯N hydrogen bonds stabilize the crystal packing.

2,2′-Diamino-4,4′-bi-1,3-thiazolium bis(3-nitrobenzoate)

“…It is notable that the protonated N atoms form hydrogen bonds to O atoms of carboxylate groups of 3-nitrobenzoate anions, to form supramolecular chains. This feature is consistent with those found in the H 2 DABT salt formed with 2-nitrobenzoate, which we reported previously (Liu et al, 2005).…”

“…The carboxylate group of 3-nitrobenzoate anion is twisted with respect to the benzene plane, with a dihedral angle of 13.6 (4)°, which is comparable with 13.1 (2)° found in the 2-nitrobenzoate H 2 DABT salt (Liu et al, 2005). This distortion allows the formation of the observed supramolecular structure (Fig.…”

“…For applications of complexes including 2,2 0 -diamino-4,4 0 -bi-1,3-thiazole as ligand, see: Sun et al (1997); Waring (1981); Fisher et al (1985). For related structures, see: Liu et al (2003Liu et al ( , 2005. Table 1 Hydrogen-bond geometry (Å , ).…”

Combinatorial Library Approach to Realize 2-Aminothiazole-Based Two-Component Hydrogelator: A Structure–Property Correlation

“…B1A3 crystallizes out in the noncentrosymmetric monoclinic space group P2 1 (Figure 3). We would like to mention that similar O•••S interactions were found in the series of amidothiazole gelator 14 and most of the known 2aminothiazole salts/cocrystals [21][22][23][24][25][26][27][28][29]31 (Supporting Information, Table S1) ) interactions between the thiazole ring hydrogen and hydroxyl oxygen of acid. Interestingly, the methyl proton of 2-amino-4-methylthiazole is found not interacting with any neighboring atoms (Figure 7).…”

“…Many such studies are required to understand how water gets immobilized in complex HBN and are the supramolecular assemblies observed in the crystal structure retained in the gel state or not? Another driving force for the present study is the availability of limited reports on organic salts/cocrystals of 2-aminothiazole and its derivatives − (Supporting Information, Table S1), especially methyl derivatives of 2-aminothiazole, which limit our understanding of weak hydrogen bonds such as (methyl)C–H···N or (methyl)C–H···S, and its use as reliable supramolecular synthons . In the present study, 24 new salts/cocrystals of 2-aminothiazole (and its methyl derivatives) were synthesized and characterized (Chart ).…”