Abstract
Two new salts with ambroxol moieties, namely, [HAX]+TR– nH2O (TR = OA (n = 0 (1), PA (n = 1) (2)) [AX = 4-((2-amino-3,5-dibromobenzyl)amino) cyclohexan-1-ol, OA = o-chloro-benzoic acid, PA = p-chloro-benzoic acid], were obtained by the reaction of AX and two organic aromatic acids, respectively. The emission maxima can be found at 467 and 475 nm for compounds 1 and 2 in the solid state at room temperature, respectively. Compared with the free AX, the red-shifted values are about 81 and 89 nm for compounds 1 and 2, respectively, indicating that the emission maxima are proportional to the intermolecular packing interactions. Compounds 1 and 2 were structurally characterized by X–ray single crystal diffraction, EA, UV–Vis and FT-IR spectra. Single crystal X-ray diffraction reveals that the order of π⋯π stacking interactions is consistent with that of luminescent peaks. The Hirshfeld surface analysis confirm that the H⋯H and C⋯H/H⋯C close contacts can account for the luminescent behaviors. The close contacts of Br⋯H/H⋯Br, O⋯H/H⋯O and Cl⋯H/H⋯Cl can be responsible for the melting points of both compounds. Additionally, the thermal properties for compounds 1 and 2 have been discussed in detail.
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