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
Özet
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. © 2023 International Union of Crystallography. All rights reserved.
Anahtar Kelimeler
Tam Kayıt
| Alan | Değer | Dil |
|---|---|---|
| dc.contributor.author | Yıldırım, Sema Öztürk | |
| dc.contributor.author | Akkurt, Mehmet | |
| dc.contributor.author | Çetin, Gökalp | |
| dc.contributor.author | Şimşek, Rahime | |
| dc.contributor.author | Butcher, Ray J. | |
| dc.contributor.author | Bhattarai, Ajaya | |
| dc.date.accessioned | 2026-10-18T20:26:48.457391787Z | |
| dc.date.available | 2026-10-18T20:26:48.457391787Z | |
| dc.date.issued | 2023 | |
| dc.description.abstract | 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. © 2023 International Union of Crystallography. All rights reserved. | |
| dc.identifier.doi | 10.1107/s2056989023009623 | |
| dc.identifier.endpage | 1136 | |
| dc.identifier.issn | 2056-9890 | |
| dc.identifier.issue | Pt 12 | |
| dc.identifier.pmcid | PMC10833413 | |
| dc.identifier.pmid | 38313124 | |
| dc.identifier.scopus | 2-s2.0-85179430873 | |
| dc.identifier.startpage | 1132 | |
| dc.identifier.uri | https://rdlopen.rawdatalibrary.net/r/ebyu/11814 | |
| dc.identifier.volume | 79 | |
| dc.identifier.wos | WOS:001120750700005 | |
| dc.language.iso | en | |
| dc.publisher | International Union of Crystallography | |
| dc.relation.ispartof | Acta Crystallographica Section E: Crystallographic Communications | |
| dc.rights | info:eu-repo/semantics/openAccess | |
| dc.subject | 1,4-dihydropyridine ring | |
| dc.subject | crystal structure | |
| dc.subject | cyclohexene ring | |
| dc.subject | Hirshfeld surface analysis | |
| dc.subject | quinoline ring system | |
| dc.subject | van der Waals interactions | |
| dc.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 | |
| dc.type | Article | |
| dspace.entity.type | Publication | |
| rdl.citation.scopus | 1 | |
| rdl.citation.wos | 1 | |
| rdl.department | Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Erzincan Binali Yıldırım University, 24100 Erzincan, Türkiye. | |
| rdl.oa.status | gold | |
| rdl.source.index | SCOPUS | |
| rdl.source.index | WOS | |
| rdl.source.index | PUBMED | |
| rdl.wos.index | Emerging Sources Citation Index (ESCI) |
