Multicomponent Solvate Crystals of 3,5-Dinitrobenzoic Acid and Acetamide and CSD Analysis of Solvates

Abstract

Twelve multicomponent solvate crystals (cocrystal solvates) of 3,5-dinitrobenzoic acid and acetamide were synthesized via slow evaporation method. All crystalline materials were characterized by single-crystal X-ray diffraction. All cocrystal solvates are isostructural, and crystal packing forms continuous channels where some solvent molecules are connected via weak intermolecular interactions with 3,5-dinitrobenzoic acid and acetamide. All multicomponent solvate crystals encompass amide–amide dimer homo synthons and form R 2 2 (8) motifs. Moreover, the phase purity of solvate crystals was analyzed by powder X-ray diffraction. Further, most of the cocrystal solvates were analyzed by nuclear magnetic resonance and differential scanning calorimetry. Cambridge structural database analysis categorizes solvate propensity in single-crystal structures. The importance of hydrogen bond donor/acceptor nature, size, and shape of solvents is also discussed in the context of crystallization and crystal packing.

Weak but Vital: The Role of Solvents in Crystal Packing and Coassembly for the Formation of Multicomponent Salt Solvates of Clozapine with Oxalic Acid

“…As an excellent solid state of active pharmaceutical ingredient (API), cocrystals, generally consisting of two or more different molecules and/or ionic compounds in the ratio of stoichiometry, could improve the physicochemical properties of drugs. There are many cocrystal solvates in pharmaceutical multicomponent cocrystals, which have been analyzed together with solvates due to the solvent participation, , and sometimes, it is not even possible to get the corresponding cocrystals without the existence of solvent molecules . Cocrystals, salts, salt solvates, cocrystal salts, cocrystal solvates and cocrystal salt solvates all belong to the class of multicomponent crystals, in which the intermolecular interactions could be understood by supramolecular synthons in crystal engineering .…”

“…There are many cocrystal solvates in pharmaceutical multicomponent cocrystals, which have been analyzed together with solvates due to the solvent participation, , and sometimes, it is not even possible to get the corresponding cocrystals without the existence of solvent molecules . Cocrystals, salts, salt solvates, cocrystal salts, cocrystal solvates and cocrystal salt solvates all belong to the class of multicomponent crystals, in which the intermolecular interactions could be understood by supramolecular synthons in crystal engineering . Generally, an API molecule can be incorporated into the crystal lattice with molecules of uncharged or charged selected coformers when a cocrystal or salt is formed, respectively .…”

Using the nature of the achiral solvent to orient chiral resolution

“…We believe such systems will be further explored as the number of cocrystal solvates increases. [21][22][23][24][25][26]…”