Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
In the title compound, C24H29F2NO4, which crystallizes in the orthorhombic Pca21 space group with Z = 4, the 1,4-dihydropyridine ring adopts a distorted boat conformation, while the cyclohexene ring is in a distorted half-chair conformation. In the crystal, the molecules are linked by N—H...O and C—...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2023-12-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989023009623 |
| _version_ | 1827594965380759552 |
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| author | Sema Öztürk Yıldırım Mehmet Akkurt Gökalp Çetin Rahime Şimşek Ray J. Butcher Ajaya Bhattarai |
| author_facet | Sema Öztürk Yıldırım Mehmet Akkurt Gökalp Çetin Rahime Şimşek Ray J. Butcher Ajaya Bhattarai |
| author_sort | Sema Öztürk Yıldırım |
| collection | DOAJ |
| description | In the title compound, C24H29F2NO4, which crystallizes in the orthorhombic Pca21 space group with Z = 4, the 1,4-dihydropyridine ring adopts a distorted boat conformation, while the cyclohexene ring is in a distorted half-chair conformation. In the crystal, the molecules are linked by N—H...O and C—H...O interactions, forming supramolecular chains parallel to the a axis. These chains pack with C—H...π interactions between them, forming layers parallel to the (010) plane. The cohesion of the crystal structure is ensured by van der Waals interactions between these layers. Hirshfeld surface analysis shows the major contributions to the crystal packing are from H...H (56.9%), F...H/H...F (15.7%), O...H/H...O (13.7%) and C...H/H...C (9.5%) contacts. |
| first_indexed | 2024-03-09T02:44:53Z |
| format | Article |
| id | doaj.art-0d128795fc4c447b97274b1b7065e0fd |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-03-09T02:44:53Z |
| publishDate | 2023-12-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-0d128795fc4c447b97274b1b7065e0fd2023-12-05T17:04:07ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902023-12-0179121132113610.1107/S2056989023009623ev2001Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylateSema Öztürk Yıldırım0Mehmet Akkurt1Gökalp Çetin2Rahime Şimşek3Ray J. Butcher4Ajaya Bhattarai5Department of Physics, Faculty of Science, Eskisehir Technical University, Yunus Emre Campus 26470 Eskisehir, TürkiyeDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, TürkiyeDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Erzincan Binali Yıldırım University, 24100 Erzincan, TürkiyeDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Sıhhiye-Ankara, TürkiyeDepartment of Chemistry, Howard University, Washington DC 20059, USADepartment of Chemistry, M.M.A.M.C (Tribhuvan University), Biratnagar, NepalIn the title compound, C24H29F2NO4, which crystallizes in the orthorhombic Pca21 space group with Z = 4, the 1,4-dihydropyridine ring adopts a distorted boat conformation, while the cyclohexene ring is in a distorted half-chair conformation. In the crystal, the molecules are linked by N—H...O and C—H...O interactions, forming supramolecular chains parallel to the a axis. These chains pack with C—H...π interactions between them, forming layers parallel to the (010) plane. The cohesion of the crystal structure is ensured by van der Waals interactions between these layers. Hirshfeld surface analysis shows the major contributions to the crystal packing are from H...H (56.9%), F...H/H...F (15.7%), O...H/H...O (13.7%) and C...H/H...C (9.5%) contacts.http://scripts.iucr.org/cgi-bin/paper?S2056989023009623crystal structure1,4-dihydropyridine ringcyclohexene ringquinoline ring systemvan der waals interactionshirshfeld surface analysis |
| spellingShingle | Sema Öztürk Yıldırım Mehmet Akkurt Gökalp Çetin Rahime Şimşek Ray J. Butcher Ajaya Bhattarai Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate Acta Crystallographica Section E: Crystallographic Communications crystal structure 1,4-dihydropyridine ring cyclohexene ring quinoline ring system van der waals interactions hirshfeld surface analysis |
| title | Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_full | Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_fullStr | Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_full_unstemmed | Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_short | Synthesis, characterization, crystal structure and Hirshfeld surface analysis of isobutyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_sort | synthesis characterization crystal structure and hirshfeld surface analysis of isobutyl 4 4 difluoromethoxy phenyl 2 6 6 trimethyl 5 oxo 1 4 5 6 7 8 hexahydroquinoline 3 carboxylate |
| topic | crystal structure 1,4-dihydropyridine ring cyclohexene ring quinoline ring system van der waals interactions hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989023009623 |
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