Crystal structure of tetramethyltetrathiafulvalenium (1S)-camphor-10-sulfonate dihydrate
| Autor: | Magali Allain, Flavia Pop, Michel Giffard, Cécile Mézière, Mathieu Sommer |
|---|---|
| Přispěvatelé: | MOLTECH-ANJOU (MOLTECH-ANJOU), Université d'Angers (UA)-Centre National de la Recherche Scientifique (CNRS), MOLTECH-Anjou, Université d'Angers (UA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Rok vydání: | 2015 |
| Předmět: |
tetrathiafulvalene-based materials
crystal structure chirality Crystal structure Research Communications chemistry.chemical_compound Furan [CHIM]Chemical Sciences General Materials Science tetrathiafulvalene-based materials Crystallography tetrathiafulvalene based materials biology Hydrogen bond General Chemistry hydrogen bonding Condensed Matter Physics biology.organism_classification 3. Good health Bond length Sulfonate chemistry Radical ion QD901-999 Tetra Chirality (chemistry) |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 71, Iss 7, Pp 748-751 (2015) Acta Crystallographica Section E: Crystallographic Communications Acta Crystallographica Section E: Structure Reports Acta Crystallographica Section E: Structure Reports Online, International Union of Crystallography, 2015, E71, pp.748-751. ⟨10.1107/S2056989015010294⟩ |
| ISSN: | 2056-9890 1600-5368 |
| DOI: | 10.1107/s2056989015010294 |
| Popis: | In this salt, two types of TMTTF units are present as TMTTF. + radical cations which form one-dimensional stacks in which they are associated two by two, forming dimers with short S⋯S contacts. The S-camphSO3 anions also form stacks and are connected with each other via O—H⋯O hydrogen bonds. The columns of cations and anions are connected through C—H⋯O hydrogen bonds. 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 C 2 2(6) chains bearing R 3 3(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. |
| Databáze: | OpenAIRE |
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