The author of 《Hydrogen-bonded molecular salts of reduced benzothiazole derivatives with carboxylates: a robust [inline formula omitted] (8) supramolecular motif (even when disordered)》 were Shaibah, Mohammed A. E.; Sagar, Belakavadi K.; Yathirajan, Hemmige S.; Cordes, David B.; Slawin, Alexandra M. Z.; Harrison, William T. A.. And the article was published in Acta Crystallographica, Section E: Crystallographic Communications in 2019. Application of 586-76-5 The author mentioned the following in the article:
The syntheses and structures of five mol. salts of protonated 4,4,7,7-tetramethyl-3a,5,6,7a-tetrahydrobenzothiazol-2-ylamine with diff. deprotonated carboxylic acids (4-methylbenzoic acid, 4-bromobenzoic acid, 3,5-dinitrobenzoic acid, fumaric acid and succinic acid) are reported. They are namely 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium 4-methylbenzoate, C11H19N2S+.C8H7O2-, (I), 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium 4-bromobenzoate, C11H19N2S+.C7H4BrO2-, (II), 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium 3,5-dinitrobenzoate, C11H19N2S+.C7H3N2O6-, (III), bis(2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium) fumarate, 2C11H19N2S+.C4H2O42-,(IV), and the 1:1 co-crystal of bis(2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium) succinate and 2-amino-4,4,7,7-tetramethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-3-ium hydrogen succinate 4,4,7,7-tetramethyl-3a,5,6,7a-tetrahydrobenzothiazol-2-ylamine, 1.5C11H19N2S+.0.5C4H4O42-.0.5C4H5O4-.0.5C11H18N2S, (V). In every case, the cation protonation occurs at the N atom of the thiazole ring and the six-membered ring adopts a half-chair conformation (in some cases, the deviating methylene groups are disordered over two sets of sites). The C-N bond lengths of the nominal -NH+=C-NH2 fragment of the cation are indistinguishable, indicating a significant contribution of the -NH-C=N+H2 resonance form to the structure. The packing for (I)-(V) features a robust local R22(8) loop motif in which the cation forms two near-linear N-H…O hydrogen bonds from the N+-H group and syn H atom of the amine group to the carboxylate group of an adjacent anion [(V) shows disorder of one of these bonds over N-H…O and N…H-O contributors but the same R22(8) loop results for both disorder components]. The anti H atom of the -NH2 group also forms an N-H..O hydrogen bond, which results in [001] chains in (I) and (II), isolated centrosym.tetramers in (III) and [100] chains in (IV) and (V). Hirshfeld fingerprint plots and contact percentages for the different types of contacts of the cations are discussed. After reading the article, we found that the author used 4-Bromobenzoic acid(cas: 586-76-5Application of 586-76-5)
4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.Application of 586-76-5 It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary