Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions
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-nit...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2023-03-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989023001093 |
| _version_ | 1811158115401334784 |
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| author | Vinaya Yeriyur B. Basavaraju Hemmige S. Yathirajan Sean Parkin |
| author_facet | Vinaya Yeriyur B. Basavaraju Hemmige S. Yathirajan Sean Parkin |
| author_sort | Vinaya |
| collection | DOAJ |
| description | 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-nitrophenyl)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. |
| first_indexed | 2024-04-10T05:17:51Z |
| format | Article |
| id | doaj.art-212c1ff36ab2416abac6faa22b6c3588 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-10T05:17:51Z |
| publishDate | 2023-03-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-212c1ff36ab2416abac6faa22b6c35882023-03-08T12:49:03ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902023-03-0179315115610.1107/S2056989023001093hb8053Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anionsVinaya0Yeriyur B. Basavaraju1Hemmige S. Yathirajan2Sean Parkin3Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, IndiaDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, IndiaDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, IndiaDepartment of Chemistry, University of Kentucky, Lexington, KY, 40506-0055, USAThe 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-nitrophenyl)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.http://scripts.iucr.org/cgi-bin/paper?S2056989023001093crystal structurepiperazinium saltsymmetrical hydrogen bondcrystal structure |
| spellingShingle | Vinaya Yeriyur B. Basavaraju Hemmige S. Yathirajan Sean Parkin Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions Acta Crystallographica Section E: Crystallographic Communications crystal structure piperazinium salt symmetrical hydrogen bond crystal structure |
| title | Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions |
| title_full | Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions |
| title_fullStr | Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions |
| title_full_unstemmed | Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions |
| title_short | Syntheses and crystal structures of four 4-(4-nitrophenyl)piperazinium salts with hydrogen succinate, 4-aminobenzoate, 2-(4-chlorophenyl)acetate and 2,3,4,5,6-pentafluorobenzoate anions |
| title_sort | syntheses and crystal structures of four 4 4 nitrophenyl piperazinium salts with hydrogen succinate 4 aminobenzoate 2 4 chlorophenyl acetate and 2 3 4 5 6 pentafluorobenzoate anions |
| topic | crystal structure piperazinium salt symmetrical hydrogen bond crystal structure |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989023001093 |
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