2007
DOI: 10.1107/s0108270107040358
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2,3,10,11-Tetrathiatricyclo[10.4.0.04,9]hexadeca-4,6,8,12,14,16-hexaene (precession cameraversusCCD)

Abstract: The title compound, C(12)H(8)S(4), has crystallographic \overline{1} symmetry, the benzene groups thus being anti with respect to the plane of the four S atoms. The S-S and C-S bond lengths of the sulfur-carbon eight-membered ring were found to be similar to those in other structures containing such sulfur-carbon rings. There is evidence for pi-pi interactions between the aromatic rings of neighboring molecules, linking them into sheets.

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Cited by 4 publications
(6 citation statements)
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“…In fact, the formation of the eight‐membered bis(disulfide) rings from the reaction of the ortho ‐dithiolates is not unprecedented 14. The crystal structure of 6 revealed a 50 % cis ‐ trans disorder of the thiophene rings in a chair‐type conformation, as was previously observed for bis( o ‐phenylene) bis(sulfide) (see Supporting Information, Figure S10) 15. The bis(α‐thiophene) bis(disulfide) units are arranged in out‐of‐registry chains that run parallel to b .…”
Section: Resultssupporting
confidence: 52%
“…In fact, the formation of the eight‐membered bis(disulfide) rings from the reaction of the ortho ‐dithiolates is not unprecedented 14. The crystal structure of 6 revealed a 50 % cis ‐ trans disorder of the thiophene rings in a chair‐type conformation, as was previously observed for bis( o ‐phenylene) bis(sulfide) (see Supporting Information, Figure S10) 15. The bis(α‐thiophene) bis(disulfide) units are arranged in out‐of‐registry chains that run parallel to b .…”
Section: Resultssupporting
confidence: 52%
“…This configuration imposes a chairlike conformation upon the central S 2 C 2 S 2 C 2 ring (Figure ). Various examples of purely organic bis(disulfide)-linked bis(arenes) have been reported, but compounds 7 appear to be the only instances of metal-containing molecules of this type. The intermetal distance in 7d is 14.6 Å, while the total end-to-end length of the molecule is ∼21 Å.…”
Section: Resultsmentioning
confidence: 99%
“…28 In contrast, crystalline dibenzo-annulated derivatives of 3 , i.e. , hydrocarbon 4 49 and fluorocarbon 5 , 6 exhibited the chair conformation; whereas DFT-calculated gas-phase twist conformation of 5 was lower in energy than the chair one by ∼5 kJ mol −1 . Crystalline octa-R (R = Cl, MeS) congeners of 4 and 5 displayed the twist conformation.…”
Section: Resultsmentioning
confidence: 96%
“…For crystalline 4 , benzene rings of neighboring molecules are coplanar with the interplane separations of 3.42 and 3.44 Å, and C⋯S contacts of ∼3.42 Å. 49 Two polymorphs of 5 exhibit F⋯π contacts of ∼3.18 and 3.24 Å. 6…”
Section: Resultsmentioning
confidence: 99%
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