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, the cyclo­octene ring has a boat–chair conformation.

In the title compound, C₂₀H₂₃ClN₂O₂, 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 R₂²(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%).