Statistical analysis of sigma-holes: a novel complementary view on halogen bonding

0432259 - ÚOCHB 2015 RIV GB eng J - Journal Article
Kolář, Michal H. - Carloni, P. - Hobza, Pavel
Statistical analysis of sigma-holes: a novel complementary view on halogen bonding.
Physical Chemistry Chemical Physics. Roč. 16, č. 36 (2014), s. 19111-19114. ISSN 1463-9076. E-ISSN 1463-9084
R&D Projects: GA ČR GBP208/12/G016
Grant - others:Operational Program Research and Development for Innovations(XE) CZ 1.05/2.1.00/03/0058
Institutional support: RVO:61388963
Keywords : cambridge structural database * molecules * recognition
Subject RIV: CF - Physical ; Theoretical Chemistry
Impact factor: 4.493, year: 2014

To contribute to the understanding of noncovalent binding of halogenated molecules with biological activity, electrostatic potential (ESP) maps of more than 2500 compounds were thoroughly analysed. A peculiar region of positive ESP, called the sigma-hole, is a concept of central importance for halogen bonding. We aim to simplify the view on sigma-holes and to provide general trends in organic drug-like molecules. The results are in fair agreement with crystallographic surveys of small molecules as well as biomolecular complexes and may help to improve the intuition of chemists when dealing with halogenated compounds.
Permanent Link: http://hdl.handle.net/11104/0236728