π-Hole Interactions with Various Nitro Compounds Relevant for Medicine: DFT Calculations and Surveys of the Cambridge Structural Database (CSD) and the Protein Data Bank (PDB)

Authors
Publication date 02-2020
Journal Synthesis
Volume | Issue number 52 | 04
Pages (from-to) 521-528
Number of pages 8
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract Model DFT computations and a thorough evaluation of the Cambridge structural database (CSD) and the protein data bank (PDB) were conducted to assess the occurrence and significance of intermolecular π-hole interactions with various nitro compounds relevant to medicine. DFT calculations indicate interaction energies between –3.9 to –6.5 kcal·mol–1, which is in the order of typical hydrogen- and halogen­-bonding interactions. Ample structural evidence for the occurrence of nitro π-hole interactions was found within the CSD and the PDB.
Document type Article
Note - With supplementary file. - Part of the Bürgenstock Special Section 2019 Future Stars in Organic Chemistry
Language English
Published at https://doi.org/10.1055/s-0039-1690209
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