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

Abstract

Twelve isopropylamine derived supramolecular complexes isopropylamine: (m-toluic acid) [(Hipa)+⋅(mtua−), mtua−=m-toluate] (1), isopropylamine: (p-toluic acid) [(Hipa)+⋅(ptua−), ptua−=p-toluate] (2), isopropylamine: (p-methoxybenzoic acid) [(Hipa)+⋅(pmba−), pmba−=p-methoxybenzoate] (3), (isopropylamine): (3,4-methylenedioxybenzoic acid) [(Hipa)+⋅(mba)−, mba=3,4-methylenedioxybenzoate] (4), (isopropylamine): (2-methyl-2-phenoxypropanoic acid) [(Hipa)+⋅(mpa−), mpa−=2-methyl-2-phenoxypropionate] (5), (isopropylamine): (4-chlorophenoxyacetic acid) [(Hipa)+⋅(cpa−), cpa−=4-chlorophenoxyacetate] (6), (isopropylamine): (3,5-dinitrobenzoic acid) [(Hipa)+⋅(dnba−), dnba−=3,5-dinitrobenzoate] (7), (isopropylamine): (2-furoic acid) [(Hipa)+⋅(fura−), fura−=2-furoate] (8), (isopropylamine): (1-hydroxy-2-naphthoic acid) [(Hipa)+⋅(hna), hna=1-hydroxy-2-naphthoate] (9), (isopropylamine): (4-nitrophthalic acid) [(Hipa)2+⋅(npa2−), npa2−=4-nitrophthalate] (10), (isopropylamine)2: (2,5-bis-isopropylcarbamoyl-terephthalic acid): 2H2O [(Hipa)2+⋅(bta2−)⋅2H2O, bta2−=2,5-bis-isopropylcarbamoyl-terephthalate] (11), and (isopropylamine)2: (1,5-naphthalenedisulfonic acid) [(Hipa)2+⋅(nds2−), nds2−=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 NH⋯O, OH⋯O, and OH⋯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.