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

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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.

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RDL Kalıcı Bağlantı (PID)
https://rdlopen.rawdatalibrary.net/r/ebyu/11814Resmi atıflarda kullanılan kalıcı adres
DOI
https://doi.org/10.1107/s2056989023009623Yayıncı resmi DOI adresi
Tam Kayıt
AlanDeğerDil
dc.contributor.authorYıldırım, Sema Öztürk
dc.contributor.authorAkkurt, Mehmet
dc.contributor.authorÇetin, Gökalp
dc.contributor.authorŞimşek, Rahime
dc.contributor.authorButcher, Ray J.
dc.contributor.authorBhattarai, Ajaya
dc.date.accessioned2026-10-18T20:26:48.457391787Z
dc.date.available2026-10-18T20:26:48.457391787Z
dc.date.issued2023
dc.description.abstractIn 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.doi10.1107/s2056989023009623
dc.identifier.endpage1136
dc.identifier.issn2056-9890
dc.identifier.issuePt 12
dc.identifier.pmcidPMC10833413
dc.identifier.pmid38313124
dc.identifier.scopus2-s2.0-85179430873
dc.identifier.startpage1132
dc.identifier.urihttps://rdlopen.rawdatalibrary.net/r/ebyu/11814
dc.identifier.volume79
dc.identifier.wosWOS:001120750700005
dc.language.isoen
dc.publisherInternational Union of Crystallography
dc.relation.ispartofActa Crystallographica Section E: Crystallographic Communications
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subject1,4-dihydropyridine ring
dc.subjectcrystal structure
dc.subjectcyclohexene ring
dc.subjectHirshfeld surface analysis
dc.subjectquinoline ring system
dc.subjectvan der Waals interactions
dc.titleSynthesis, 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.typeArticle
dspace.entity.typePublication
rdl.citation.scopus1
rdl.citation.wos1
rdl.departmentDepartment of Pharmaceutical Chemistry, Faculty of Pharmacy, Erzincan Binali Yıldırım University, 24100 Erzincan, Türkiye.
rdl.oa.statusgold
rdl.source.indexSCOPUS
rdl.source.indexWOS
rdl.source.indexPUBMED
rdl.wos.indexEmerging Sources Citation Index (ESCI)