Acta Crystallographica, Section C: Crystal Structure Communications p. o374-o380 (2010)
Update date:2022-08-02
Topics:
Smith, Graham
Wermuth, Urs D.
The structures of the proton-transfer compounds of 4,5-di-chloro-phthalic acid (DCPA) with the aliphatic Lewis bases triethyl-amine, diethyl-amine, n-butyl-amine and piperidine, namely triethyl-aminium 2-carb-oxy-4,5-dichloro- benzoate, C6H16N+·C8H 3Cl2O4 -, (I), diethyl-aminium 2-carb-oxy-4,5-dichloro-benzoate, C4H12N +·C8H3Cl2O4 -, (II), bis-(butan-aminium) 4,5-dichloro-benzene-1,2-dicarboxylate monohydrate, 2C4H12N+·C 8H2Cl2O42-·H 2O, (III), and bis(piperidinium) 4,5-dichloro-benzene-1,2- dicarboxylate monohydrate, 2C5H12N+· C8H2Cl2O42-·H 2O, (IV), have been determined at 200 K. All compounds have hydrogen-bonding associations, giving discrete cation-anion units in (I) and linear chains in (II), while (III) and (IV) both have two-dimensional structures. In (I), a discrete cation-anion unit is formed through an asymmetric R12(4) N+ - H...O2 hydrogen-bonding association, whereas in (II), chains are formed through linear N - H...O associations involving both aminium H-atom donors. In compounds (III) and (IV), the primary N - H...O-linked cation-anion units are extended into a two-dimensional sheet structure via amide-carboxyl N - H...O and amide-carbonyl N - H...O inter-actions. In the 1:1 salts (I) and (II), the hydrogen 4,5-dichloro-phthalate anions are essentially planar with short intra-molecular carbox-yl-carboxyl O - H...O hydrogen bonds [O...O = 2.4223 (14) and 2.388 (2) A, respectively]. This work provides a further example of the uncommon zero-dimensional hydrogen-bonded DCPA-Lewis base salt and the one-dimensional chain structure type, while even with the hydrate structures of the 1:2 salts with the primary and secondary amines, the low dimensionality generally associated with 1:1 DCPA salts is also found.
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Doi:10.1016/j.tetlet.2010.11.004
(2011)Doi:10.1016/j.jfluchem.2010.12.012
(2011)Doi:10.1021/jo00307a019
(1990)Doi:10.1021/jp103308s
(2010)Doi:10.1021/jm900254k
(2009)Doi:10.1016/0223-5234(90)90207-J
(1990)