Synthesis, crystal structure and Hirshfeld surface analysis of <i>tert</i>-butyl 4-[4-(difluoromethoxy)phenyl]-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

Pehlivanlar E., Yildirim S., ŞİMŞEK R., AKKURT M., Butcher R. J., Bhattarai A.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.79, pp.664-668, 2023 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 79
  • Publication Date: 2023
  • Doi Number: 10.1107/s2056989023005455
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI)
  • Page Numbers: pp.664-668
  • Keywords: crystal structure, hydrogen bonds, van der Waals forces, C-H center dot center dot center dot F interactions, Hirshfeld surface analysis
  • Erciyes University Affiliated: Yes

Abstract

The 1,4-dihydropyridine ring of the title compound, C24H29F2NO4, adopts a distorted boat conformation, while the cyclohexene ring is in an almost twistboat conformation. In the crystal, N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds as well as C-H center dot center dot center dot pi interactions connect molecules, forming layers parallel to the (100) plane. These layers are linked by van der Waals forces and C-H center dot center dot center dot F interactions, which consolidate the crystal structure. Hirshfeld surface analysis shows the major contributions to the crystal packing are from H center dot center dot center dot H (54.1%), F center dot center dot center dot H/H center dot center dot center dot F (16.9%), O center dot center dot center dot H/H center dot center dot center dot O (15.4%) and C center dot center dot center dot H/H center dot center dot center dot C (12.6%) contacts.