کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1406119 | 1501778 | 2013 | 6 صفحه PDF | دانلود رایگان |
Single crystal X-ray diffraction reveals that 4,4′-bis(tetrahydrothiopyranyl) crystallizes in an equatorial–equatorial geometry with a gauche conformation along the central carbon–carbon bond. B3LYP/6-311G** and MP2/6-311G** calculations show that the antiperiplanar conformation is higher in energy than the gauche one because of sulfur induced stretching and widening of the cyclohexane-like rings. Calculations at various levels of theory suggest that in the antiperiplanar region the twisting coordinate of 4,4′-bis(tetrahydrothiopyranyl) exhibits a very shallow double-well potential. The gauche molecular structure of 4,4′-bis(tetrahydrothiopyranyl) thwarts efficient packing of its molecules in the solid state.
► Molecular and solid state structure of a sulfur functionalized bicyclohexyl.
► Structure investigated by both X-ray diffraction and computational methods.
► The presence of sulfur atoms affects the conformational behavior.
Journal: Journal of Molecular Structure - Volume 1036, 27 March 2013, Pages 115–120