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

Creative Commons License

Yıldırım S. Ö., AKKURT M., ÇETİN G., ŞİMŞEK R., Butcher R. J., Bhattarai A.

Acta Crystallographica Section E: Crystallographic Communications, cilt.79, sa.Pt 12, ss.1132-1136, 2023 (ESCI) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 79 Sayı: Pt 12
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1107/s2056989023009623
  • Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.1132-1136
  • Anahtar Kelimeler: 1,4-dihydropyridine ring, crystal structure, cyclohexene ring, Hirshfeld surface analysis, quinoline ring system, van der Waals interactions
  • Hacettepe Üniversitesi Adresli: Evet

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.