Analysis of intermolecular interactions involving halogens in substituted benzanilides

Crystal structures of halogen-substituted benzanilides have been analyzed in terms of weak interactions involving halogens. The four compounds namely 3-fluoro- N-(3-hydroxyphenyl)benzamide, 3-chloro- N-(3-hydroxyphenyl)benzamide, 3-fluoro- N-(4-methylphenyl)benzamide and 3-chloro- N-(4-methylphenyl)...

Full description

Saved in:
Bibliographic Details
Published in:Journal of molecular structure 2005-01, Vol.733 (1), p.133-141
Main Authors: Chopra, D., Guru Row, T.N.
Format: Article
Language:English
Subjects:
Hydrogen bonds
Molecular conformation
Polymorphism
Weak interactions
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Crystal structures of halogen-substituted benzanilides have been analyzed in terms of weak interactions involving halogens. The four compounds namely 3-fluoro- N-(3-hydroxyphenyl)benzamide, 3-chloro- N-(3-hydroxyphenyl)benzamide, 3-fluoro- N-(4-methylphenyl)benzamide and 3-chloro- N-(4-methylphenyl)benzamide crystallize in monoclinic symmetry. The packing modes in the crystalline lattice generate motifs via N–H⋯O and O–H⋯O hydrogen bonds in structures 1 and 2 and via N–H⋯O hydrogen bond, weak C–H⋯F and Cl⋯Cl interactions in structures 3 and 4. These structures when compared with the polymorphs of benzanilide show no orientational disorder and depict subtle conformational changes, which are directed by both strong hydrogen bonds and weak interactions involving halogens.
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2004.03.011