Crystal structure of tetra­methyl­tetra­thia­fulvalenium (1S)-camphor-10-sulfonate dihydrate

Acta Crystallographica Section E: Crystallographic Communications

Allain, M.¹  Pop, F.¹  ziè¹  Mé²  Giffard, M.²  Sommer, M.²  re, C.² 

[1]d'Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, 2 Bd Lavoisier, 49045 Angers, France

[2]Université

关键词: CRYSTAL STRUCTURE;    TETRATHIAFULVALENE-BASED MATERIALS;    CHIRALITY;    HYDROGEN BONDING;   

DOI  :  10.1107/S2056989015010294

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

Electro-oxidation of tetra­methyl­tetra­thia­fulvalene (TMTTF) in the presence of the chiral anion (1S)-camphor-10-sulfonate (S-camphSO3−) in tetra­hydro­furan/water medium afforded a 1/1 salt formulated as TMTTF·S-camphSO3·2H2O or 2-(4,5-dimethyl-1,3-di­thiol-2-yl­idene)-4,5-dimethyl-1,3-di­thiole radical ion (1+) [(1S)-7,7-dimethyl-2-oxobi­cyclo­[2.2.1]heptan-1-yl]methane­sulfonate dihydrate, C10H12S4+·C10H15O4S−·2H2O. In this salt, two independent TMTTF units are present but, in both cases, the observed bond lengths and especially the central C=C distance [1.392 (6) and 1.378 (6) Å] are in agreement with a complete oxidation of TMTTF which is thus present as TMTTF.+ radical cations. These cations form one-dimensional stacks in which they are associated two by two, forming dimers with short [3.472 (1) to 3.554 (2) Å] S⋯S contacts. The two S-camphSO3 anions present also form stacks and are connected with each other via the water mol­ecules with many O—H⋯O hydrogen bonds ranging from 1.86 (3) to 2.15 (4) Å; the O—H⋯O hydrogen-bonding network can be described as being constituted of C22(6) chains bearing R33(11) lateral rings. On the other hand, the columns of cations and anions are connected through C—H⋯O hydrogen bonds, forming a system expanding in three directions; finally, the result is a three-dimensional network of O—H⋯O and C—H⋯O hydrogen bonds.

【 授权许可】

CC BY