Syntheses and Crystal Structures of Versatile Supramolecular Reagents Based upon [(Benzimidazol-1 -yl)methyl] -benzamides

摘要

A new family of supramolecular reagents based upon [(benzimidazol-l-yl)methyl]-benzamides and geared toward the assembly of binary and ternary cocrystals have been synthesized and characterized.Single-crystal structure determinations of four of these compounds demonstrate that the carboxamide moieties engage in either dimeric or catemeric self-complementary hydrogen bonds,as well as in a N-H…N hydrogen bond involving the anti proton of the amide moiety(the hydrogen-bond donor)and a heterocyclic nitrogen atom(the hydrogen-bond acceptor).The crystal structures of two binary cocrystals illustrate that [(benzimidazol-1-yl)methyl]-benzamides are capable of coexisting within a crystalline lattice with a suitable partner,and this fact,coupled with their wide ranging solubility,makes them into versatile and,potentially,very useful supramolecular reagents.