The syntheses and crystal structures are presented for four organic salts of the 4-(4-nitrophenyl)piperazinium cation, namely, 4-(4-nitrophenyl)piperazinium hydrogen succinate, C10H14N3O2+․C4H5O4− (I), 4-(4-nitrophenyl)piperazinium 4-aminobenzoate monohydrate, C10H14N3O2+․C7H6NO2−․H2O (II), 4-(4-nitro-phenyl)piperazinium 2-(4-chlorophenyl)acetate, C10H14N3O2+․C8H6ClO2− (III) and 4-(4-nitrophenyl)piperazinium 2,3,4,5,6-pentafluorobenzoate, C10H14N3O2+․C7F5O2− (IV). The salts form from mixtures of N-(4-nitrophenyl)piperazine and the corresponding acid [succinic acid (I), 4-aminobenzoic acid (II), 2-(4-chlorophenyl)acetic acid (III) and 2,3,4,5,6-pentafluorobenzoic acid (IV)] in mixed solvents of methanol and ethyl acetate. Salts I, III, and IV are anhydrous, whereas II is a monohydrate. In each structure, the overall conformation of the cation is determined by the disposition of the exocyclic N—C bond of the piperazine ring (either axial or equatorial) and twists about the N—C bond between the piperazine ring and its attached 4-nitrophenyl ring. The packing motifs in each structure are quite different, though all are dominated by strong N—H․ ․ ․O hydrogen bonds, which are augmented in I and II by O—H․ ․ ․O hydrogen bonds, and in III by a π–π stacking interaction between inversion-related 4-nitrophenyl groups.
|Number of pages||6|
|Journal||Acta Crystallographica Section E: Crystallographic Communications|
|Issue number||Pt 3|
|State||Published - Feb 9 2023|
Bibliographical noteFunding Information:
One of the authors (V) is grateful to the DST–PURSE Project, Vijnana Bhavana, UOM for providing research facilities. HSY thanks UGC for a BSR Faculty fellowship for three years. Funding for this research was provided by: NSF (MRI CHE1625732) and the University of Kentucky (Bruker D8 Venture diffractometer).
One of the authors (V) is grateful to the DST–PURSE Project, Vijnana Bhavana, UOM for providing research facilities. HSY thanks UGC for a BSR Faculty fellowship for three years.
© 2023 International Union of Crystallography. All rights reserved.
- crystal structure
- crystal structure
- piperazinium salt
- symmetrical hydrogen bond
ASJC Scopus subject areas
- Chemistry (all)
- Materials Science (all)
- Condensed Matter Physics