Weak intermolecular interactions in 11-chloro-2,3,4,5-tetrahydro-1H-cyclohepta[b] quinoline
MetadataShow full item record
The title compound, C(14)H(14)ClN, is a chloro analogue of tacrine, an acetylcholinesterase inhibitor. The compound comprises a seven-membered alicyclic ring whose CH donor groups are engaged in extensive intermolecular interactions. The important feature of this crystal structure is that, regardless of the presence of two typical hydrogen-bonding acceptors, viz. chlorine and nitrogen, the corresponding C-H H center dot center dot center dot Cl and C-H center dot center dot center dot N interactions take no significant role in crystal stabilization. The molecules form dimers through pi-pi interactions with an interplanar distance between interacting pyridine rings of 3.576 (1) angstrom. Within the dimers, the molecules are additionally interconnected by four C-H center dot center dot center dot pi interactions. The dimers arrange into regular columns via further intermolecular C-H center dot center dot center dot pi interactions.
Source:Acta Crystallographica. Section C: Crystal Structure Communications, 2008, 64, O502-O504
- Ministry of Science of the Republic of Serbia