Crystal and molecular structures of twelve salts from isopropylamine and different organic acids

Twelve isopropylamine derived supramolecular complexes isopropylamine: (m-toluic acid) [(Hipa)(+) center dot (mtua(-)), mtua(-) = m-toluate] (1), isopropylamine: (p-toluic acid) [(Hipa)(+) center dot (ptua(-)), ptua(-) = p-toluate] (2), isopropylamine: (p-methoxybenzoic acid) [(Hipa)(+) center dot (pmba(-)), pmba(-) = p-methoxybenzoate] (3), (isopropylamine), (3,4-methylenedioxybenzoic acid) [(Hipa)(+) center dot (mba)(-), mba = 3,4-methylenedioxybenzoate] (4), (isopropylamine): (2-methyl-2-phenoxypropanoic acid) [(Hipa)(+) center dot (mpa(-)), mpa(-) = 2-methyl-2-phenoxypropionate] (5), (isopropylamine): (4-chlorophenoxyacetic acid) [(Hipa)(+) center dot (cpa(-)), cpa(-) = 4-chlorophenoxyacetate] (6), (isopropylamine): (3,5-dinitrobenzoic acid) [(Hipa)(+) center dot (dnba(-)), dnba(-) = 3, 5-dinitrobenzoate] (7), (isopropylamine): (2-furoic acid) [(Hipa)(+) center dot (fura(-)), fura(-) = 2-furoate] (8), (isopropylamine): (1-hydroxy-2-naphthoic acid) [(Hipa)(2)(+) center dot (npa(2-)), hna = 1-hydroxy-2-naphthoate] (9), (isopropylamine): (4-nitrophthalic acid) [(Hipa)(+) center dot(npa(2-)), npa(2-) = 4-nitrophthalate] (10), (isopropylamine)(2): (2,5-bis-isopropylcarbamoyl-terephthalic acid): 2H(2)O [(Hipa)(2)(+) center dot (bta(2-)) center dot 2H(2)O, bta(2-) = 2,5-bis-isopropylcarbamoyl-terephthalate] (11), and (isopropylamine)2: (1,5-naphthalenedisulfonic acid) [(Hipa)(2)(+) center dot (nds(2-)), nds(2-) = 1,5-naphthalenedisulfonate] (12) were synthesized and structurally characterized by X-ray crystallography. All supramolecular architectures of 1-12 involve extensive classical hydrogen bonds as well as other non-covalent interactions. The results presented herein indicate that the strength and directionality of the N-H center dot center dot center dot O, O-H center dot center dot center dot O, and O-H center dot center dot center dot S hydrogen bonds between the acidic components and isopropylamine are sufficient to bring about the formation of binary organic salts. The role of weak and strong non-covalent interactions in the crystal packing is ascertained. These weak interactions combined, the complexes 1-12 displayed 1D-3D framework structure. (C) 2015 Elsevier B.V. All rights reserved.