Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate
The title compound, C22H15N3O4, is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenylethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 22.74 ...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2022-03-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989022001517 |
| _version_ | 1818487694106296320 |
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| author | Fouad El Kalai Cemile Baydere Necmi Dege Abdulmalik Abudunia Noureddine Benchat Khalid Karrouchi |
| author_facet | Fouad El Kalai Cemile Baydere Necmi Dege Abdulmalik Abudunia Noureddine Benchat Khalid Karrouchi |
| author_sort | Fouad El Kalai |
| collection | DOAJ |
| description | The title compound, C22H15N3O4, is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenylethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 22.74 (5) and 45.37 (5)°, respectively, with the phenyl ring and the 2-oxo-2-phenylethyl acetate group. In the crystal, the molecules are linked into chains parallel to the b axis by C—H...O hydrogen bonds, generating R21 (5) and R44 (28) graph-set motifs. The chains are further linked into a three-dimensional network by C—H...π and π-stacking interactions. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most important contributions for the crystal packing are from H...H (36.2%), H...C/C...H (20.5%), H...O/O...H (20.0%), C...O/O...C (6.5%), C...N/N...C (6.2%), H...N/N...H (4.5%) and C...C (4.3%) interactions. |
| first_indexed | 2024-12-10T16:41:33Z |
| format | Article |
| id | doaj.art-cebddc92661042efb4aaca05a6387c11 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-12-10T16:41:33Z |
| publishDate | 2022-03-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-cebddc92661042efb4aaca05a6387c112022-12-22T01:41:13ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902022-03-0178332232510.1107/S2056989022001517wm5632Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylateFouad El Kalai0Cemile Baydere1Necmi Dege2Abdulmalik Abudunia3Noureddine Benchat4Khalid Karrouchi5Laboratory of Applied Chemistry and Environment (LCAE), Faculty of Sciences, Mohammed I University, 60000 Oujda, MoroccoDepartment of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139-Samsun, TurkeyDepartment of Physics, Faculty of Arts and Sciences, Ondokuz Mayıs University, 55139-Samsun, TurkeyDepartment of Pharmacology, Faculty of Clinical Pharmacy, University of Medical and Applied Sciences, YemenLaboratory of Applied Chemistry and Environment (LCAE), Faculty of Sciences, Mohammed I University, 60000 Oujda, MoroccoLaboratory of Analytical Chemistry and Bromatology, Faculty of Medicine and Pharmacy, Mohammed V University in Rabat, MoroccoThe title compound, C22H15N3O4, is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenylethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 22.74 (5) and 45.37 (5)°, respectively, with the phenyl ring and the 2-oxo-2-phenylethyl acetate group. In the crystal, the molecules are linked into chains parallel to the b axis by C—H...O hydrogen bonds, generating R21 (5) and R44 (28) graph-set motifs. The chains are further linked into a three-dimensional network by C—H...π and π-stacking interactions. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most important contributions for the crystal packing are from H...H (36.2%), H...C/C...H (20.5%), H...O/O...H (20.0%), C...O/O...C (6.5%), C...N/N...C (6.2%), H...N/N...H (4.5%) and C...C (4.3%) interactions.http://scripts.iucr.org/cgi-bin/paper?S2056989022001517crystal structurehydrogen bondinghirshfeld surface analysisimidazo[1,2-a]pyridine |
| spellingShingle | Fouad El Kalai Cemile Baydere Necmi Dege Abdulmalik Abudunia Noureddine Benchat Khalid Karrouchi Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate Acta Crystallographica Section E: Crystallographic Communications crystal structure hydrogen bonding hirshfeld surface analysis imidazo[1,2-a]pyridine |
| title | Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate |
| title_full | Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate |
| title_short | Crystal structure and Hirshfeld surface analysis of 2-oxo-2-phenylethyl 3-nitroso-2-phenylimidazo[1,2-a]pyridine-8-carboxylate |
| title_sort | crystal structure and hirshfeld surface analysis of 2 oxo 2 phenylethyl 3 nitroso 2 phenylimidazo 1 2 a pyridine 8 carboxylate |
| topic | crystal structure hydrogen bonding hirshfeld surface analysis imidazo[1,2-a]pyridine |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989022001517 |
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