Srinu Tothadi, Sumy Joseph, G. Desiraju
Jun 18, 2013
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2
Influential Citations
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Quality indicators
Journal
Crystal Growth & Design
Abstract
A Cambridge Structural Database (CSD) analysis on halogen···halogen contacts (X···X) in organic crystals has been carried out to review the classification criteria for type I, type II, and quasi type I/II halogen interactions. Trends observed in previous CSD analyses of the phenomenon are reinforced in the present study. The manner in which these interactions are manifested in cocrystals of 4-bromobenzamide and dicarboxylic acid is examined. The design strategy for these cocrystals uses synthon theory and follows from an understanding of the crystal structures of γ-hydroquinone and a previously studied set of 4-hydroxybenzamide dicarboxylic acid cocrystals, making use of Br/OH isostructurality. All cocrystals are obtained by clean insertion of dicarboxylic acids between 4-bromobenzamide molecules. The strategy is deliberate and the prediction of synthons done well in advance, as evidenced from the robustness of the acid–amide heterosynthons in all nine crystal structures, with no aberrant structures in th...