Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate
The synthesis and crystal structures of the molecular salts of 4-(4-nitrophenyl)piperazine with trifluoroacetate, namely, 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate, C10H14N3O2+·C2F3O2− (I), and with trichloroacetate, namely, 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate, C10H14N3O2+·C2Cl...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2023-01-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989022011501 |
| _version_ | 1797960486588776448 |
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| author | Holehundi J. Shankara Prasad Devaraju Subbaiah M. Murthy Hanna Kaspiaruk Hemmige S. Yathirajan Sabine Foro Lilianna Chęcińska |
| author_facet | Holehundi J. Shankara Prasad Devaraju Subbaiah M. Murthy Hanna Kaspiaruk Hemmige S. Yathirajan Sabine Foro Lilianna Chęcińska |
| author_sort | Holehundi J. Shankara Prasad |
| collection | DOAJ |
| description | The synthesis and crystal structures of the molecular salts of 4-(4-nitrophenyl)piperazine with trifluoroacetate, namely, 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate, C10H14N3O2+·C2F3O2− (I), and with trichloroacetate, namely, 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate, C10H14N3O2+·C2Cl3O2−, (II), are reported and compared. A partial positional disorder of the anions was found. In both structures, the piperazine rings adopt a chair conformation, whereas the positions of the nitrophenyl group on the piperazine ring differ from bisectional in (I) to equatorial in (II). In both structures, the supramolecular assemblies are mono-periodic on the basis of the chain-of-rings motifs supported by aromatic π–π interactions. Hirshfeld surface analysis was used to explore the intermolecular close contacts in both crystals. The most dominant contacts of the Hirshfeld surface of the cation–anion pairs of the asymmetric units are O...H/H...O, and those with a contribution of halogen atoms: F...H/H...F in (I) and Cl...H/H...Cl in (II), respectively. |
| first_indexed | 2024-04-11T00:46:01Z |
| format | Article |
| id | doaj.art-a8d19b01df514b3996512ac047b5d90e |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-04-11T00:46:01Z |
| publishDate | 2023-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-a8d19b01df514b3996512ac047b5d90e2023-01-05T15:20:36ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902023-01-017911710.1107/S2056989022011501vm2275Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetateHolehundi J. Shankara Prasad0Devaraju1Subbaiah M. Murthy2Hanna Kaspiaruk3Hemmige S. Yathirajan4Sabine Foro5Lilianna Chęcińska6Department of Chemistry, Yuvaraja's College, University of Mysore, Mysore 570 005, IndiaDepartment of Chemistry, Yuvaraja's College, University of Mysore, Mysore 570 005, IndiaDepartment of Microbiology, Yuvaraja's College, University of Mysore, Mysore 570 005, IndiaFaculty of Chemistry, University of Lodz, Pomorska 163/165, 90-236 Łódź, PolandDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, IndiaInstitute of Materials Science, Darmstadt University of Technology, Alarich-Weiss-Strasse 2, D-64287 Darmstadt, GermanyFaculty of Chemistry, University of Lodz, Pomorska 163/165, 90-236 Łódź, PolandThe synthesis and crystal structures of the molecular salts of 4-(4-nitrophenyl)piperazine with trifluoroacetate, namely, 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate, C10H14N3O2+·C2F3O2− (I), and with trichloroacetate, namely, 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate, C10H14N3O2+·C2Cl3O2−, (II), are reported and compared. A partial positional disorder of the anions was found. In both structures, the piperazine rings adopt a chair conformation, whereas the positions of the nitrophenyl group on the piperazine ring differ from bisectional in (I) to equatorial in (II). In both structures, the supramolecular assemblies are mono-periodic on the basis of the chain-of-rings motifs supported by aromatic π–π interactions. Hirshfeld surface analysis was used to explore the intermolecular close contacts in both crystals. The most dominant contacts of the Hirshfeld surface of the cation–anion pairs of the asymmetric units are O...H/H...O, and those with a contribution of halogen atoms: F...H/H...F in (I) and Cl...H/H...Cl in (II), respectively.http://scripts.iucr.org/cgi-bin/paper?S2056989022011501crystal structurepiperazinehydrogen bondingchain of ringssupramolecular assembly |
| spellingShingle | Holehundi J. Shankara Prasad Devaraju Subbaiah M. Murthy Hanna Kaspiaruk Hemmige S. Yathirajan Sabine Foro Lilianna Chęcińska Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate Acta Crystallographica Section E: Crystallographic Communications crystal structure piperazine hydrogen bonding chain of rings supramolecular assembly |
| title | Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate |
| title_full | Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate |
| title_fullStr | Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate |
| title_full_unstemmed | Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate |
| title_short | Syntheses, crystal structures and Hirshfeld surface analysis of 4-(4-nitrophenyl)piperazin-1-ium trifluoroacetate and 4-(4-nitrophenyl)piperazin-1-ium trichloroacetate |
| title_sort | syntheses crystal structures and hirshfeld surface analysis of 4 4 nitrophenyl piperazin 1 ium trifluoroacetate and 4 4 nitrophenyl piperazin 1 ium trichloroacetate |
| topic | crystal structure piperazine hydrogen bonding chain of rings supramolecular assembly |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989022011501 |
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