Syntheses, characterizations, crystal structures and Hirshfeld surface analyses of methyl 4-[4-(difluoro-methoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, isopropyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate and tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

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The crystal structures and Hirshfeld surface analyses of three similar compounds are reported. Methyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, (C21H23F2NO4), (I), crystallizes in the monoclinic space group C2/c with Z = 8, while isopropyl 4-[4-(difluoro-methoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, (C23H27F2NO4), (II) and tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, (C24H29F2NO4), (III) crystallize in the orthorhombic space group Pbca with Z = 8. In the crystal structure of (I), molecules are linked by N—H. . .O and C—H. . .O interactions, forming a tri-periodic network, while molecules of (II) and (III) are linked by N—H. . .O, C—H. . .F and C—H. . .π interactions, forming layers parallel to (002). The cohesion of the molecular packing is ensured by van der Waals forces between these layers. In (I), the atoms of the 4-difluoromethoxyphenyl group are disordered over two sets of sites in a 0.647 (3): 0.353 (3) ratio. In (III), the atoms of the dimethyl group attached to the cyclohexane ring, and the two carbon atoms of the cyclohexane ring are disordered over two sets of sites in a 0.646 (3):0.354 (3) ratio. © 2024 International Union of Crystallography. All rights reserved.

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https://rdlopen.rawdatalibrary.net/r/ebyu/11960Resmi atıflarda kullanılan kalıcı adres
DOI
https://doi.org/10.1107/s2056989024001233Yayıncı resmi DOI adresi
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AlanDeğerDil
dc.contributor.authorYıldırım, Sema Öztürk
dc.contributor.authorAkkurt, Mehmet
dc.contributor.authorPehlivanlar, Ezgi
dc.contributor.authorÇetin, Gökalp
dc.contributor.authorŞimşek, Rahime
dc.contributor.authorButcher, Ray J.
dc.contributor.authorBhattarai, Ajaya
dc.date.accessioned2026-10-18T20:26:55.930428372Z
dc.date.available2026-10-18T20:26:55.930428372Z
dc.date.issued2024
dc.description.abstractThe crystal structures and Hirshfeld surface analyses of three similar compounds are reported. Methyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, (C21H23F2NO4), (I), crystallizes in the monoclinic space group C2/c with Z = 8, while isopropyl 4-[4-(difluoro-methoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, (C23H27F2NO4), (II) and tert-butyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, (C24H29F2NO4), (III) crystallize in the orthorhombic space group Pbca with Z = 8. In the crystal structure of (I), molecules are linked by N—H. . .O and C—H. . .O interactions, forming a tri-periodic network, while molecules of (II) and (III) are linked by N—H. . .O, C—H. . .F and C—H. . .π interactions, forming layers parallel to (002). The cohesion of the molecular packing is ensured by van der Waals forces between these layers. In (I), the atoms of the 4-difluoromethoxyphenyl group are disordered over two sets of sites in a 0.647 (3): 0.353 (3) ratio. In (III), the atoms of the dimethyl group attached to the cyclohexane ring, and the two carbon atoms of the cyclohexane ring are disordered over two sets of sites in a 0.646 (3):0.354 (3) ratio. © 2024 International Union of Crystallography. All rights reserved.
dc.identifier.doi10.1107/s2056989024001233
dc.identifier.endpage288
dc.identifier.issn2056-9890
dc.identifier.issuePt 3
dc.identifier.pmcidPMC10915661
dc.identifier.pmid38456055
dc.identifier.scopus2-s2.0-85187644199
dc.identifier.startpage281
dc.identifier.urihttps://rdlopen.rawdatalibrary.net/r/ebyu/11960
dc.identifier.volume80
dc.identifier.wosWOS:001207567500008
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.subjectdisorder
dc.subjectHirshfeld surface analysis
dc.subjectquinoline ring system
dc.subjectvan der Waals interactions
dc.titleSyntheses, characterizations, crystal structures and Hirshfeld surface analyses of methyl 4-[4-(difluoro-methoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate, isopropyl 4-[4-(difluoromethoxy)phenyl]-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate and tert-butyl 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.scopus2
rdl.citation.wos0
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)