An amidopyrrole with appended imidazole group can bind and co-transport H+/Cl- across vesicle membranes much more effectively than an analogue with an appended pyridyl group.

The crystal structures of anion complexes of two nitroaromatic functionalised isophthalamides are reported; the structures reveal assembly around anions in the solid-state and in the case of the fluoride complex of receptor 2, the formation of a double helix.

Two molecules containing two 2,5-diamido,3,4-dichloropyrrole units linked via 1,3- or 1,4-substituted benzene rings have been synthesized. The pyrrole groups in these compounds deprotonate in the presence of tetrabutylammonium fluoride and form pyrrole anion dimers via NH...N- hydrogen bonds. This dimerization process results in the formation of polyanionic chains linked via an unusual "orthogonal" hydrogen-bonding array.

The receptor of the title compound, C14H36N+·Cl−·C20H14N4O6, binds a chloride anion via two N—H⋯Cl hydrogen bonds [N⋯Cl = 3.2367 (14) Å and 3.3239 (15)°].

The title compound, C30H20N6O4Cl4.2C16H36N+·2Cl−·2C2H3N, contains two hydrogen‐bonded chloride anions bound to 1,4‐phenyl­ene‐bis‐(3,4‐di­chloro‐5‐phenyl­carbamoyl‐1H‐pyrrole‐2‐carbox­amide) as the tetra­butyl­ammonium salt. There is also a short pyrrolic hydrogen bond (N⋯Cl = 3.068 (3) Å), and two longer ones to the amino H atoms [N⋯Cl = 3.269 (3) Å and 3.275 (3) Å]. The neutral mol­ecule lies on an inversion centre situated at the centre of the central benzene ring.

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The propensity of amine, ammonium and amide pendant arm 2,5-diamidopyrrole derivatives to act as anion receptors has been investigated; the anion-coordination ability of these species has been determined by 1H NMR titration techniques revealing a marked selectivity of the amine functionalised receptor for hydrogen sulfate anions.

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