Seven supramolecular frameworks constructed from combination of hydrogen-bonds and other non-covalent associations between organic acids and bis-imidazoles

• Published in: Journal of molecular structure Vol. 1099; pp. 304 - 316
• Main Authors: Jin, Shouwen, Zhang, Huan, Zhao, Ying, Jin, Li, Ye, Xianghang, Liu, Hui, Wang, Daqi
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05.11.2015
• Subjects: Bis-imidazoles; Crystal structures; Hydrogen bonds; Non-covalent interactions; Organic acids; Crystal structures; Hydrogen bonds; Non-covalent interactions; Organic acids; Bis-imidazoles
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2015.05.052

Seven crystalline organic acid–base adducts derived from bis(N-imidazolyl) and organic acids (2,4,6-trinitrophenol, p-nitrobenzoic acid, 3,5-dinitrobenzoic acid, oxalic acid, m-phthalic acid, and 1,5-naphthalenedisulfonic acid) were prepared and characterized by X-ray diffraction analysis, IR, mp, and elemental analysis. The seven compounds are all organic salts. In salts 1, and 3, the L1 are monoprotonated, while in 4 and 6 the L1 are diprotonated. All supramolecular architectures involve extensive classical hydrogen bonds and C–H⋯O interactions. The role of weak and strong non-covalent interactions in the crystal packing is analyzed. The complexes displayed 2D–3D framework structures for the synergistic effect of the various non-covalent interactions. The results presented herein indicate that the strength and directionality of the N–H⋯N, N–H⋯O, O–H⋯O, O–H⋯N, N–H⋯S, and O–H⋯S hydrogen bonds between the organic acids and the ditopic imidazoles are sufficient to bring about the formation of binary organic salts. •Seven organic acid–base adducts have been prepared and characterized.•The classical hydrogen bonds in the seven supramolecules have been discussed.•The secondary interactions in the packing of the final structure have also been analysed.