Новосибирский институт органической химии им. Н.Н. Ворожцова СО РАН

Лаборатория изучения механизмов органических реакций

Conformational analysis of N-phenylaza-15-crown-5

Methods: MM (Marvin+Vconf+Tinker) — RM1 (MOPAC2009) — DFT (PRIRODA).
Energy (without ZPE) by DFT/PBE/L1 (cc-pVDZ) geometry (PRIRODA program).

α is the root mean square plane of the crown ether;
β is the Ncr(CH2)2 plane;
γ is the aromatic ring plane.

Selected angles:
φ — between α plane and Ncr-C(4) bond.
ψ — between β plane and Ncr-C(4) bond (pyramidalization of Ncr).
θ — between β and γ planes

To see these angles put mouse cursor to a level title on energy diagram below.
See
A.Ya. Freidzon, A.A. Bagatur'yants, S.P. Gromov and M.V. Alfimov. Rus. Chem. Bull. 2003, 52, 2646-2655.
A.Ya. Freidzon, K.G. Vladimirova, A.A. Bagatur'yants, S.P. Gromov, M.V. Alfimov J. Mol. Struct.: THEOCHEM 2007, 809, 61-71.


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) ==>

0.00 0.00 0.15 0.15 0.22 0.22 0.24 0.24 0.30 0.30 0.37 0.37 0.41 0.41 0.73 0.73 0.84 0.84 0.85 0.85 0.91 0.91 0.98 0.98 0.99 0.99 1.05 1.05 1.13 1.13 1.14 1.14 1.15 1.15 1.21 1.21 1.28 1.28 1.39 1.39 1.41 1.41 1.41 1.41 1.47 1.47 1.49 1.49 1.51 1.51 1.52 1.52 1.58 1.58 1.60 1.60 1.62 1.62 1.66 1.66 1.72 1.72 1.75 1.75 1.76 1.76 1.81 1.81 1.85 1.85 1.87 1.87 1.88 1.88 1.93 1.93 1.93 1.93 2.02 2.02 2.09 2.09 2.11 2.11 2.12 2.12 2.14 2.14 2.14 2.14 2.15 2.15 2.16 2.16 2.16 2.16 2.19 2.19 2.19 2.19 2.23 2.23 2.27 2.27 2.28 2.28 2.30 2.30 2.30 2.30 2.30 2.30 2.31 2.31 2.31 2.31 2.37 2.37 2.37 2.37 2.38 2.38 2.39 2.39 2.41 2.41 2.47 2.47 2.47 2.47 2.48 2.48 2.50 2.50 2.53 2.53 2.57 2.57 2.58 2.58 2.59 2.59 2.60 2.60 2.61 2.61 2.61 2.61 2.62 2.62 2.62 2.62 2.63 2.63 2.66 2.66 2.67 2.67 2.67 2.67 2.68 2.68 2.68 2.68 2.68 2.68 2.71 2.71 2.74 2.74 2.75 2.75 2.75 2.75 2.81 2.81 2.81 2.81 2.81 2.81 2.82 2.82 2.84 2.84 2.85 2.85 2.87 2.87 2.87 2.87 2.88 2.88 2.89 2.89 2.89 2.89 2.89 2.89 2.90 2.90
Green "words" are X-ray structures with corresponding conformation of arylaza-15-crown-5 fragment.
It is 99 the most stable conformers only.
All 3800 conformers (4 Mb html).