2,2′-(Disulfanediyl)dianilinium dichloride dihydrate

Abstract

In the title hydrated mol­ecular salt, C12H14N2S2 2+·2Cl−·2H2O, the dihedral angle between the benzene rings in the dication is 9.03 (17)° and the C—S—S—C torsion angle is 96.8 (2)°. The crystal packing can be described as alternating organic and anionic water layers lying parallel to (100), which are linked by N—H⋯Cl and N—H⋯O hydrogen bonds. O—H⋯Cl hydrogen bonds and aromatic π–π stacking inter­actions [centroid–centroid separation = 3.730 (3) Å] are also observed.

catena-Poly[[trans-bis(1,3-benzothiazole-κN)manganese(II)]-di-μ-chlorido]

“…For applications of benzothiazole and its derivatives, see: Petkova et al (2000); Karisson et al (2003); Khan et al (2011). For related structures see: Bouchareb et al (2013); Roh & Jeong (2007); Popović et al (2003); Maniukiewicz (2004). Data collection: APEX2 (Bruker, 2011); cell refinement: SAINT (Bruker, 2011); data reduction: SAINT; program(s) used to solve structure: SIR2002 (Burla et al, 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg & Berndt, 2001); software used to prepare material for publication: WinGX (Farrugia, 2012 In recent years, benzothiazole and its derivatives have attracted more attention because they exhibit interesting optical and biological activities (Petkova et al, 2000;Karisson et al, 2003;Khan et al 2011).…”

AIBN-Promoted Synthesis of Bibenzo[b][1,4]thiazines by the Condensation of 2,2′-Dithiodianiline with Methyl Aryl Ketones

“…With AIBN as the best radical promoter, a variety of solvents such as chlorobenzene, ethanol, toluene, and p -xylene were further screened, and no reaction took place in these solvent systems (Table S1, entries 4–8). When CF 3 CO 2 H was employed as solvent, only 2,2′-dithiodianilinium trifluoroacetate was obtained in moderate yield (Table , entry 6, see the Supporting Information (SI) for its crystal structure). Further optimization was carried out with the use of various amounts of AIBN (Table , entries 1 and 7–9), and we were glad to find that increasing the amount of AIBN from 5 to 20 mol % almost doubled the yield of 3a (84% based on 1a ); however, the yield of 3a is not further increased when the amount of AIBN is over 20 mol %.…”

“…Protons attached to the newly formed C–C bond are singlets at around 4.0 ppm. As for compounds 3a – d , 3h , and 3n , single crystals were grown and exhibit a similar core structure (Figure and SI). Their single-crystal structures also show central symmetry with a staggered central carbon–carbon single bond, which agrees with their 1 H NMR and 13 C NMR analysis.…”