Non-isostructural arrangement in the crystals of 2-bromo- and 2-iodobenzyl alcohols. The influence of Br⋯Br interactions

•Two isosteric crystals: 2-bromo- and 2-iodobenzenemethanol has been investigated.•The key feature of both crystal structures is O–H⋯O hydrogen bonds.•The crystal structure of BrBM has revealed Br⋯Br halogen–halogen interaction. We have investigated two isosteric crystals - 2-bromobenzenemethanol (B...

Full description

Saved in:
Bibliographic Details
Published inJournal of molecular structure Vol. 1054-1055; pp. 117 - 122
Main Authors Misiaszek, T., Knapik, K., Gągor, A., Trzebiatowska-Gusowska, M.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 24.12.2013
Subjects
alcohols
Atoms in molecules theory
Crystal structure
crystals
Halogen bond
Hydrogen bond
hydrogen bonding
spectroscopy
Vibrational spectra
X-ray diffraction
Atoms in molecules theory
Halogen bond
Vibrational spectra
Crystal structure
Hydrogen bond
Online AccessGet full text

Cover

More Information
Summary:•Two isosteric crystals: 2-bromo- and 2-iodobenzenemethanol has been investigated.•The key feature of both crystal structures is O–H⋯O hydrogen bonds.•The crystal structure of BrBM has revealed Br⋯Br halogen–halogen interaction. We have investigated two isosteric crystals - 2-bromobenzenemethanol (BrBM) and 2-iodobenzenemethanol (IBM) which display non-isostructural arrangement in the solid state. A set of experimental (X-ray diffraction, vibrational spectroscopy) as well as calculation methods (DFT and AIM) have revealed that the main interaction is O–H⋯O hydrogen bonding. However, there are Br⋯Br contacts which play a role in crystal packing. We presume that this interaction is responsible for the differences in the crystal arrangement.
Bibliography:http://dx.doi.org/10.1016/j.molstruc.2013.09.039
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2013.09.039