Crystal structure and Hirshfeld surface analysis of ethyl 2-amino-4-(4-chlorophenyl)-5,6,7,8,9,10-hexahydrocycloocta[ b ]pyridine-3-carboxylate
Abstract
In the title compound, C 20 H 23 ClN 2 O 2 , the cyclooctene ring has a boat–chair conformation. The ethyl formate moiety is equally disordered over two positions. The dihedral angle between the pyridine and chlorophenyl rings is 81.33 (13)°. An intramolecular N—H...O hydrogen bond helps to stabilize the molecular conformation. In the crystal, N—H...N hydrogen-bonding leads to the formation of dimers with an R 2 2 (8) graph-set motif. Additional consolidation of the packing in the crystal is achieved through C—H...π and π–π stacking interactions. The intermolecular interactions were quantified and analysed using Hirshfeld surface analysis, revealing that H...H interactions contribute by far the most to the crystal packing (63.6%).
Fields of Study & Subjects
Crystal structures of chemical compounds
Crystallography and molecular interactions
Synthesis and Reactivity of Heterocycles
Publication details
- Journal / source
- Acta Crystallographica Section E Crystallographic Communications
- Publisher
- International Union of Crystallography (IUCr)
- Volume
- 82
- Issue
- 4
- Pages
- 413–417
- Publication date
- 24 March 2026
- Language
- EN