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Hydro­gen-bonding adducts of benzene­poly­carboxyl­ic acids with N,N-di­methyl­form­amide: benzene-1,4-di­carboxyl­ic acid N,N-di­methyl­form­amide disolvate, benzene-1,2,4,5-tetra­carboxyl­ic acid N,N-di­methyl­form­amide tetrasolvate and benzene-1,2,3-tri­carboxyl­ic acid N,N-di­methyl­form­amide disolvate mono­hydrate

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Abstract:

The N,N-di­methyl­form­amide (DMF) solvates of terephthalic acid, H2TA·2DMF (C8H6O6·2C3H7NO), pyromellitic acid, H4PMA·4DMF (C10H6O8·4C3H7NO), and hemimellitic acid, H3HMA·2DMF·H2O (C9H6O6·2C3H7NO·H2O), are reported. The DMF solvate of terephthalic acid is centrosymmetric, containing one complete formula unit in the asymmetric unit. Both carboxyl­ic acid groups hydrogen bond to a DMF mol­ecule via an (7) O—H…O/C—H…O motif. Discrete H2TA·2DMF units are observed. The DMF solvate of pyromellitic acid is centrosymmetric and the asymmetric unit contains half a formula unit. One of the unique carboxyl­ic acid groups forms an (7) motif with a DMF mol­ecule, while the other forms a linear O—H…O hydrogen bond to the second unique DMF mol­ecule. Discrete H4PMA·4DMF units are observed. The DMF solvate of hemimellitic acid is non-centrosymmetric and includes a mol­ecule of water per formula unit. Both DMF mol­ecules form an (7) motif with the two outer carboxyl­ic acid groups of HMA. A one-dimensional ladder structure is formed via hydrogen bonding between the central carboxyl­ic acid group and the water mol­ecules. The carboxyl­ic acid (8) head-to-tail motif is not observed in any of these examples. The inclusion of DMF thereby has the effect of limiting the dimensionality of the structures.

Document Type: Research Article

DOI: https://doi.org/10.1107/S010827010400976X

Publication date: 2004-06-01

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