DFT computational schemes for ¹ H and ¹³ C NMR chemical shifts of natural products, exemplified by strychnine.

Publisher: Wiley Heyden Country of Publication: England NLM ID: 9882600 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1097-458X (Electronic) Linking ISSN: 07491581 NLM ISO Abbreviation: Magn Reson Chem Subsets: PubMed not MEDLINE; MEDLINE

Original Publication: Chichester, Sussex, England : Wiley Heyden, c1985-

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.
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Keywords: 1H and 13C NMR; DFT functionals; LDBS scheme; basis sets; strychnine

Date Created: 20190711 Date Completed: 20200127 Latest Revision: 20200127

20240829

10.1002/mrc.4922

31291478