Open AccessContrasting three‐dimensional framework structures in the isomeric pair 2‐iodo‐ N ‐(2‐nitrophenyl)benzamide and N ‐(2‐iodophenyl)‐2‐nitrobenzamide
Author(s) -
Wardell James L.,
Skakle Janet M. S.,
Low John N.,
Glidewell Christopher
Publication year - 2005
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270105030180
Subject(s) - benzamide , stacking , hydrogen bond , nitro , chemistry , molecule , stereochemistry , medicinal chemistry , organic chemistry , alkyl
In 2‐iodo‐ N ‐(2‐nitrophenyl)benzamide, C 13 H 9 IN 2 O 3 , the molecules are linked into a three‐dimensional framework structure by a combination of a C—H⋯O hydrogen bond, and iodo–nitro, carbonyl–carbonyl and aromatic π–π stacking interactions. In the isomeric compound N ‐(2‐iodophenyl)‐2‐nitrobenzamide, the framework structure is built from N—H⋯O, C—H⋯O and C—H⋯π(arene) hydrogen bonds and an iodo–nitro interaction.