A Cambridge Structural Database analysis of the C–H⋯Cl interaction: C–H⋯Cl− and C–H⋯Cl–M often behave as hydrogen bonds but C–H⋯Cl–C is generally a van der Waals interaction

Praveen K. Thallapally; Ashwini Nangia

doi:10.1039/B102780H

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Praveen K. Thallapally^a and Ashwini Nangia*^a

Author affiliations

* Corresponding authors

^a School of Chemistry, University of Hyderabad, Hyderabad, India
E-mail: ansc@uohyd.ernet.in

Abstract

A survey of organic crystal structures in the CSD for C–H⋯Cl contacts with Cl–M, Cl⁻ and Cl–C acceptor moieties shows the inverse distance–angle correlation characteristic of a hydrogen bond for C–H⋯Cl–M and C–H⋯Cl⁻ type interactions. The d–θ scatter plot for the C–H⋯Cl–C interaction has many points in the van der Waals region. Further, the H⋯Cl bond is shorter with activated donors for Cl–M and Cl⁻ acceptors but not for Cl–C. These frequency data may be useful to classify C–H⋯Cl interactions as hydrogen bonds or van der Waals interactions in crystal structure analysis.

Download options Please wait...

Article information

DOI: https://doi.org/10.1039/B102780H
Article type: Paper
Submitted: 27 Mar 2001
Accepted: 16 May 2001

Download Citation

CrystEngComm, 2001,3, 114-119

Permissions

Request permissions