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DFT computational schemes for 1 H and 13 C NMR chemical shifts of natural products, exemplified by strychnine
Author(s) -
Semenov Valentin A.,
Krivdin Leonid B.
Publication year - 2020
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.4922
Subject(s) - chemical shift , chemistry , density functional theory , computational chemistry , carbon 13 nmr , strychnine , molecule , range (aeronautics) , stereochemistry , organic chemistry , materials science , biochemistry , composite material
A number of computational schemes based on different Density Functional Theory (DFT) functionals in combination with a number of basis sets were tested in the calculation of 1 H and 13 C NMR chemical shifts of strychnine, as a typical representative of the vitally important natural products, and used as a challenging benchmark and a rigorous test for such calculations. It was found that the most accurate computational scheme, as compared with experiment, was PBE0/pcSseg‐4//pcseg‐3 characterized by a mean absolute error of 0.07 ppm for the range of about 7 ppm for 1 H NMR chemical shifts and that of only 1.13 ppm for 13 C NMR chemical shifts spread over the range of about 150 ppm. For more practical purposes, including investigation of larger molecules from this series, a much more economical computational scheme, PBE0/pcSseg‐2//pcseg‐2, characterized by almost the same accuracy and much less computational demand, was recommended.