Bis(diisopropylammonium) thiosulfate and bis(tert-butylammonium) thiosulfate

Abstract

Two new dialkylammonium thiosulfates, namely bis(diisopropylammonium) thiosulfate, 2C(6)H(16)N(+)·S(2)O(3)(2-), (I), and bis(tert-butylammonium) thiosulfate, 2C(4)H(12)N(+)·S(2)O(3)(2-), (II), have been characterized. The secondary ammonium salt (I) crystallizes with Z = 4, while the primary ammonium salt (II), with more hydrogen-bond donors, crystallizes with Z = 8 and a noncrystallographic centre of inversion. In both salts, the organic cations and thiosulfate anions are linked within extensive N-H···O and N-H···S hydrogen-bond networks, forming extended two-dimensional layers. Layers are parallel to (101) in (I) and to (002) in (II), and have a polar interior and a nonpolar hydrocarbon exterior. The layered structure and hydrogen-bond motifs observed in (I) and (II) are similar to those in related ammonium sulfates.

Crystal structure of bis(1,4-diazabicyclo[2.2.2]octan-1-ium) thiosulfate dihydrate

“…A search in the Cambridge Structural Database (CSD Version 5.36 with three updates; Groom & Allen, 2014) for salts with isolated thiosulfate anions returned 25 records with ten of them featuring a metal complex for the cationic part. Entries with simple protonated amine functionalities include structures with tert-butylammonium (Okuniewski et al, 2013) and its hydrate (Dabrowska & Chojnacki, 2014), cyclohexylammonium (Dabrowska & Chojnacki, 2014), tetramethylammonium tetrahydrate (Yang & Ng, 2011), tetraethylammonium dihydrate (Leyten et al, 1988), isopropylammonium (Okuniewski et al, 2013), piperazinium (Srinivasan et al, 2011) and adamantanaminium (Jiang et al, 1998). The thiosulfate anion has also been encapsulated in protonated azacryptands ligands (Maubert et al, 2001;Nelson et al, 2004).…”

Chiral and achiral crystals, charge-assisted hydrogen-bond patterns and self-organization of selected solid diaminium thiosulfates

“…By replacing the metal or ammonium cation with organic species we obtain compounds with new properties. Thiosulfates of protonated amines, which were often received by chance, have been the subject of merely a few publications (Leyten et al, 1988;Yang & Ng, 2011;Jiang et al, 1998;Srinivasan et al, 2011;Okuniewski et al, 2013;Seck et al, 2016). Aminium thiosulfates are the focus of our research due to their interesting supramolecular organization in the solid state.…”