Achiral benzoic acid derivatives were cocrystallized with a range of amines, affording binary or ternary cocrystals
[(p-nitrobenzoic acid)·(2-aminopyridine)] (1), [(p-nitrobenzoic acid)·(4,4‘-bipyridine)] (2), [(p-nitrobenzoic acid)·(p-methoxyaniline)]
(3), [(3,5-dinitrobenzoic acid)·(2,2‘-bipyridine)] (4), [(3,5-dinitrobenzoic acid)·(4, 4‘-bipyridine)] (5), and [(phthalic acid)·(2-aminobenzimidazole)] (6) under specified conditions. All the prepared cocrystals have a common structural feature of the 21 screw
axis. It is noteworthy that the cocrystals 1*, 4*, and 6*, achiral benzoic acid derivatives and nitrogen bases, are noncentrosymmetric
and chiral cocrystals. Strong N−H···O interactions are involved in the chiral cocrystals, undoubtedly following the best donor/acceptor guidelines. X-ray single-crystal diffraction studies reveal that the stronger N−H···O and O−H···N interactions, as well as
weaker C−H···O ones, are all among the driving forces for the construction of the hydrogen-bonding networks in 1−6. Thus, a
two-dimensional (2D) framework is constructed for 2, and a three-dimensional (3D) column framework is constructed for 3 by
multiple hydrogen bonds. There are pairwise interwoven sheets in 4 and 6. For 5, a V-shaped arrangement of molecules exhibits a
parallel orientation.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.