Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
The 1,4-dihydropyridine ring of the title compound, C24H29F2NO4, adopts a distorted boat conformation, while the cyclohexene ring is in an almost twist-boat conformation. In the crystal, N—H...O and C—H...O hydrogen bonds as well as C—H...π interactions connect molecules, forming layers parallel to...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2023-07-01
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| Series: | Acta Crystallographica Section E: Crystallographic Communications |
| Subjects: | |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S2056989023005455 |
| _version_ | 1797692274282332160 |
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| author | Ezgi Pehlivanlar Sema Öztürk Yıldırım Rahime Şimşek Mehmet Akkurt Ray J. Butcher Ajaya Bhattarai |
| author_facet | Ezgi Pehlivanlar Sema Öztürk Yıldırım Rahime Şimşek Mehmet Akkurt Ray J. Butcher Ajaya Bhattarai |
| author_sort | Ezgi Pehlivanlar |
| collection | DOAJ |
| description | The 1,4-dihydropyridine ring of the title compound, C24H29F2NO4, adopts a distorted boat conformation, while the cyclohexene ring is in an almost twist-boat conformation. In the crystal, N—H...O and C—H...O hydrogen bonds as well as C—H...π interactions connect molecules, forming layers parallel to the (100) plane. These layers are linked by van der Waals forces and C—H...F interactions, which consolidate the crystal structure. Hirshfeld surface analysis shows the major contributions to the crystal packing are from H...H (54.1%), F...H/H...F (16.9%), O...H/H...O (15.4%) and C...H/H...C (12.6%) contacts. |
| first_indexed | 2024-03-12T02:26:13Z |
| format | Article |
| id | doaj.art-a0147179f5a24971b4757ff9ef6c91a0 |
| institution | Directory Open Access Journal |
| issn | 2056-9890 |
| language | English |
| last_indexed | 2024-03-12T02:26:13Z |
| publishDate | 2023-07-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E: Crystallographic Communications |
| spelling | doaj.art-a0147179f5a24971b4757ff9ef6c91a02023-09-05T13:04:52ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902023-07-0179766466810.1107/S2056989023005455zn2030Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylateEzgi Pehlivanlar0Sema Öztürk Yıldırım1Rahime Şimşek2Mehmet Akkurt3Ray J. Butcher4Ajaya Bhattarai5Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Ankara, TürkiyeDepartment of Physics, Faculty of Science, Eskisehir Technical University, Yunus Emre Campus 26470 Eskisehir, TürkiyeDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, 06100 Ankara, TürkiyeDepartment of Physics, Faculty of Science, Erciyes University, 38039 Kayseri, TürkiyeDepartment of Chemistry, Howard University, Washington DC 20059, USADepartment of Chemistry, M.M.A.M.C (Tribhuvan University), Biratnagar, NepalThe 1,4-dihydropyridine ring of the title compound, C24H29F2NO4, adopts a distorted boat conformation, while the cyclohexene ring is in an almost twist-boat conformation. In the crystal, N—H...O and C—H...O hydrogen bonds as well as C—H...π interactions connect molecules, forming layers parallel to the (100) plane. These layers are linked by van der Waals forces and C—H...F interactions, which consolidate the crystal structure. Hirshfeld surface analysis shows the major contributions to the crystal packing are from H...H (54.1%), F...H/H...F (16.9%), O...H/H...O (15.4%) and C...H/H...C (12.6%) contacts.http://scripts.iucr.org/cgi-bin/paper?S2056989023005455crystal structurehydrogen bondsvan der waals forcesc—h...f interactionshirshfeld surface analysis |
| spellingShingle | Ezgi Pehlivanlar Sema Öztürk Yıldırım Rahime Şimşek Mehmet Akkurt Ray J. Butcher Ajaya Bhattarai Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate Acta Crystallographica Section E: Crystallographic Communications crystal structure hydrogen bonds van der waals forces c—h...f interactions hirshfeld surface analysis |
| title | Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_full | Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_fullStr | Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_full_unstemmed | Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_short | Synthesis, crystal structure and Hirshfeld surface analysis of tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| title_sort | synthesis crystal structure and hirshfeld surface analysis of tert butyl 4 4 difluoromethoxy phenyl 2 7 7 trimethyl 5 oxo 1 4 5 6 7 8 hexahydroquinoline 3 carboxylate |
| topic | crystal structure hydrogen bonds van der waals forces c—h...f interactions hirshfeld surface analysis |
| url | http://scripts.iucr.org/cgi-bin/paper?S2056989023005455 |
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