Conformational analysis of compound 7 and intramolecular 1,3-dipolar cycloaddition

see http://limor3.nioch.nsc.ru/moloko/2018/Horoshunova_w.pdf, Scheme 6
There is huge discrepancy between experiment (barrier ~28 kcal/mol) and theory (barrier 14-15 kcal/mol)




Conformational search: crest (GFN2-xTB)
Geometry optimization: DFT/PBE/L1 (Priroda)


On figure(s) below click on the level title to download xyz file ==>
Click on energy level to view 3D structure in browser (run JSmol) ==>

-12.20 -12.20 -11.19 -11.19 -11.08 -11.08 -10.45 -10.45 -10.28 -10.28 -10.21 -10.21 -9.72 -9.72 -9.37 -9.37 -8.98 -8.98 -8.90 -8.90 -8.83 -8.83 -8.65 -8.65 -8.33 -8.33 -7.40 -7.40 -7.28 -7.28 -7.05 -7.05 -7.00 -7.00 -6.95 -6.95 -6.36 -6.36 -5.35 -5.35 -4.33 -4.33 0.00 0.00 0.13 0.13 0.13 0.13 0.21 0.21 0.21 0.21 0.26 0.26 0.27 0.27 0.28 0.28 0.28 0.28 0.32 0.32 0.33 0.33 0.36 0.36 0.37 0.37 0.39 0.39 0.40 0.40 0.43 0.43 0.44 0.44 0.45 0.45 0.54 0.54 0.57 0.57 0.58 0.58 0.60 0.60 0.65 0.65 0.71 0.71 0.79 0.79 0.81 0.81 0.84 0.84 0.84 0.84 0.90 0.90 0.94 0.94 1.00 1.00 1.03 1.03 1.17 1.17 1.25 1.25 1.25 1.25 1.33 1.33 1.38 1.38 1.40 1.40 1.42 1.42 1.45 1.45 1.50 1.50 1.61 1.61 1.78 1.78 1.80 1.80 1.88 1.88 2.08 2.08 2.26 2.26 2.32 2.32 2.44 2.44 2.45 2.45 2.58 2.58 2.65 2.65 2.80 2.80 2.81 2.81 2.83 2.83 2.85 2.85 2.87 2.87 2.94 2.94 3.06 3.06 3.26 3.26 3.45 3.45 3.53 3.53 3.78 3.78 3.85 3.85 3.99 3.99 4.40 4.40 4.46 4.46 4.72 4.72 13.53 13.53 14.42 14.42 16.23 16.23 16.89 16.89 16.93 16.93 18.08 18.08 18.22 18.22 18.50 18.50 18.54 18.54 21.68 21.68 21.76 21.76 22.32 22.32 22.53 22.53 23.31 23.31

13.12.218