Methoxycarbonyl trifluoromethyl disulfide, CH3OC(O)SSCF3: synthesis, structure and conformational properties

Spectroscopic and structural studies on phenyl and pentafluorophenyl trifluorothioacetate, and pentafluorophenyl trifluoroacetate, CF3C(O)SC6H5, CF3C(O)SC6F5 and CF3C(O)OC6F5

“…20,21 The shortest F⋯F interactions in the CF 3 group and C 6 F 5 is 2.732(1) (F1⋯F6(1 − x , 1 − y , 1 − z )) Å. For example, for the CH 3 O(O)SSCF 3 molecule 22 the trifluoromethyl group interacts through C–F⋯F–C contacts with average F⋯F distances of 2.897 Å, which is consistent with the data here reported. These and other contacts are listed in the Table 3.…”

Simple Disulfides: Studies of Some Exponents of a Family Involved in Prominent Processes

“…As can be seen, the S−S bond lengths for the molecules listed in Table 3 are in the typical range of disulfides. These distances are in the order of the values reported for the disulfides, FC(O)SSCF 3 (2.027(4) Å), CF 3 SSCF 3 (2.030(5) Å) and CH 3 SSCH 3 (2.029(3) Å) among others [23,24] . As already mentioned, the experimental value of 107.1(2)° found for CCl 3 SSC(CH 3 ) 3 is notoriously larger for this type of compound where an angle near to 90° would be expected.…”

“…These distances are in the order of the values reported for the disulfides, FC(O)SSCF 3 (2.027(4) Å), CF 3 SSCF 3 (2.030(5) Å) and CH 3 SSCH 3 (2.029(3) Å) among others. [23,24] As already mentioned, the experimental value of 107.1(2)°found for CCl 3 SSC(CH 3 ) 3 is notoriously larger for this type of compound where an angle near to 90°would be expected. This fact could be mainly attributed in the present case to the steric factor caused by the bulky tert-butyl group.…”

Bis(N-methyl-N-phenylcarbamoyl)disulfane

“…Several other reference compounds also have an S-S bond length of 2.01-2.03 Å (Bereman et al, 1983;Rout et al, 1983;Paul and Srikrishnan, 2004;Fun et al, 2001;Raya et al, 2005;Li et al, 2006;Singh et al, 2011). The most noteworthy feature of the title compound is the torsion angle about the disulfane, which is 81.6° and as such is somewhat smaller than the theoretical optimum of 90.0° (Pauling, 1949;Torrico-Vallejos et al, 2010) that has been explained as allowing for minimal mutual repulsion of pπ orbital electron lone pairs in sulfur. A comparable deviation from theory was reported for dibenzoyl disulfide (Rout et al, 1983;Paul & Srikrishnan, 2004), where the torsion angle is 80.8°.…”