2D-3D supramolecular systems assemblied from minoxidil and organic acids: Preparation, spectral, crystallographic characterization and Hirshfeld surface analysis

Abstract

In this job eight new multicomponent crystalline systems (including 2 cocrystals + 5 salts) from active pharmaceutical ingredient (API) minoxidil (mnd) and organic acids were successfully prepared via the very common slow solution evaporation method and featured by the structural and spectral characterizations. In these systems the mnd and its partners were coupled through the NH···O/OH···O linkages which are authenticated to be the most frequent associates (created in all), even in the coexistence of the other underlying disruptive non-covalent linking fragments. Apart from the NH⋯O/OH···O H-bonds, the OH···N H-bonds were also set up in 1–5 and 7. Close inspection of the crystal pilings uncovered that under the help of an array of subsidiary O···C, O···O, O···N, Cl···O, N···Cl, CH2···C, CH···N, CH···O/CH2···O, CH2···Cl, CH···π/CH2···π, NH···π, O···π, CH···CH2/CH2···CH2 and π···π forces, the systems were stretched into 2D-3D motifs. Significant non-covalent interactions were calculated by means of the Hirshfeld surface analysis for understanding the noncovalent interactions which stabilized the crystal packings. Thanks to the delicate equilibrium of the multiple associates, the homo/hetero synthons or both were set up, here the general R22(8) graph has appeared with the highest frequency. This work verifies that careful check of the multicomponent systems comprised of various acids for a given API where multiplex molecular impacts struggle to dictate the material structures can engender rich and striking outcomes.