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

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 79; no. 12; pp. 1132 - 1136
• Main Authors: Yıldırım, Sema Öztürk, Akkurt, Mehmet, Çetin, Gökalp, Şimşek, Rahime, Butcher, Ray J., Bhattarai, Ajaya
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01-12-2023
• Subjects: 1,4-dihydropyridine ring; crystal structure; cyclohexene ring; hirshfeld surface analysis; quinoline ring system; van der waals interactions
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989023009623

In the title compound, C
24
H
29
F
2
NO
4
, which crystallizes in the orthorhombic
Pca
2
1
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.