Two polymorphs of bis(2-bromophenyl) disulfide

Abstract

Colourless crystals of the title compound, bis(2-bromophenyl) disulfide, C(12)H(8)Br(2)S(2), are obtained from the reaction of 2-bromophenylmercaptan with metallic sodium and either zinc chloride or cadmium chloride in methanol. In the presence of Zn(II) ions, the crystals are orthorhombic (space group Pbca, with Z' = 1); with Cd(II) ions present, the product is triclinic (space group (-)P1, with Z' = 4). Both polymorphs exhibit significant intramolecular C-H.S hydrogen bonds. In the orthorhombic form, molecules are linked by intermolecular C-H...Br hydrogen bonds, while in the triclinic form, molecules exhibit Br...Br contacts.

Transition Metal Bis(2-Bromophenyl)disulfide Complexes

“…In the presence of zinc(II) ions, the crystals are orthorhombic, whereas with mercury(II) ions present, the product is triclinic. 12 It is concluded that air oxidation of thiol to disulfide was catalyzed by the addition of metal chlorides, may be due to the formation of metal thiolate complex in solution which converts to disulfides upon standing on air for two days. It appears that both metal chlorides sterically control the stereochemistry of disulfides during its conversion from thiol and results in the formation of two different polymorphs with high yields.…”

{2‐[1‐(2,6‐Diisopropylphenylimino)ethyl]pyridyl}palladium Dibromide Polymorphs Originating from Different Br···π and C–H···Br Contacts

“…molecules, [26] including the differentiation of polymorphs [27] as well as related cis-(dibromo)metal [28] and other (multibromo)metal complexes. [29,30] The range of the CH···Br contacts observed in 1 matches the range observed and discussed for the packing in the compound [Ph 2 S=N=SPh 2 ] 2 [Pd 2 Br 6 ].…”

Bis[4-(trimethylammonio)phenyl] disulfide diiodide acetone solvate

“…Over the last few decades, disulfides have stimulated intense interest owing to their donor capabilities towards metal ions (Bernal et al, 1976;Haller & Treichel, 1983;Roesky et al, 1984;Kitaura et al, 2002) and their potential application in biological systems (Hald et al, 1948;Ricci & Bernal, 1969). However, structural information for aromatic disulfides is limited (Woodard et al, 1976;Cannon et al, 2000;Anacona et al, 2003;Nicholson et al, 2006;Clegg & Coxall, 2005), especially as far as aromatic disulfides containing an ammonium (-NR 3 ) group (Chen, Xu, Zhang, Zain et al, 2004) are concerned.…”