Document Detail

Competition between halogen, dihalogen and hydrogen bonds in bromo- and iodomethanol dimers.
MedLine Citation:
PMID:  23296565     Owner:  NLM     Status:  Publisher    
O-H…X and O-H…O H-bonds as well as C-X…X dihalogen and C-X…O halogen bonds have been investigated in halomethanol dimers (bromomethanol dimer, iodomethanol dimer, difluorobromomethanol…bromomethanol complex and difluoroiodomethanol…iodomethanol complex). Structures of all complexes were optimized at the counterpoise-corrected MP2/cc-pVTZ level and single-point energies were calculated at the CCSD(T)/aug-cc-pVTZ level. Energy decomposition for the bromomethanol dimer complex was performed using the DFT-SAPT method based on the aug-cc-pVTZ basis set. OH…O and OH…X H-bonds are systematically the strongest in all complexes investigated, with the former being the strongest bond. Halogen and dihalogen bonds, being of comparable strength, are weaker than both H-bonds but are still significant. The strongest bonds were found in the difluoroiodomethanol…iodomethanol complex, where the O-H…O H-bond exceeds 7 kcal mol(-1), and the halogen and dihalogen bonds exceed 2.5 and 2.3 kcal mol(-1), respectively. Electrostatic energy is dominant for H-bonded structures, in halogen bonded structures electrostatic and dispersion energies are comparable, and, finally, for dihalogen structures the dispersion energy is clearly dominant.
Kevin E Riley; Jan Rezáč; Pavel Hobza
Related Documents :
23944475 - Confined nematic liquid crystal between two spherical boundaries with planar anchoring.
435475 - Solution conformation of enkephalin. a nuclear magnetic resonance study of 13c-enriched...
649255 - Empirical calculations on cyclic dipeptides. conformations of serine, threonine and his...
23476565 - Fluconazole-malonic acid (1/1).
8721735 - Synthesis and structural characterization of 6i,6ii-diamino-6i,6ii-dideoxy-cyclomaltohe...
11730895 - New methyl pyruvate thiosemicarbazones and their copper and zinc complexes: synthesis, ...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-1-8
Journal Detail:
Title:  Journal of molecular modeling     Volume:  -     ISSN:  0948-5023     ISO Abbreviation:  J Mol Model     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2013-1-8     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9806569     Medline TA:  J Mol Model     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Department of Chemistry, Xavier University of Louisiana, New Orleans, LA, 17025, USA,
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Theoretical investigation on ruthenium tetraazaporphyrin as potential nitric oxide carrier in biolog...
Next Document:  Computational study and peptide inhibitors design for the CDK9 - cyclin T1 complex.