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Weak intermolecular interactions in 11‐chloro‐2,3,4,5‐tetrahydro‐1H‐cyclohepta[b]quinoline

Weak intermolecular interactions in 11‐chloro‐2,3,4,5‐tetrahydro‐1H‐cyclohepta[b]quinoline The title compound, C14H14ClN, 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...Cl and C—H...N interactions take no significant role in crystal stabilization. The molecules form dimers through π–π interactions with an interplanar distance between interacting pyridine rings of 3.576 (1) Å. Within the dimers, the molecules are additionally interconnected by four C—H...π interactions. The dimers arrange into regular columns via further intermolecular C—H...π interactions. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Acta Crystallographica Section C Crystal Structure Communications Wiley

Weak intermolecular interactions in 11‐chloro‐2,3,4,5‐tetrahydro‐1H‐cyclohepta[b]quinoline

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References (6)

Publisher
Wiley
Copyright
Copyright © 2008 Wiley Subscription Services, Inc., A Wiley Company
ISSN
0108-2701
eISSN
2053-2296
DOI
10.1107/S0108270108022221
pmid
18758020
Publisher site
See Article on Publisher Site

Abstract

The title compound, C14H14ClN, 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...Cl and C—H...N interactions take no significant role in crystal stabilization. The molecules form dimers through π–π interactions with an interplanar distance between interacting pyridine rings of 3.576 (1) Å. Within the dimers, the molecules are additionally interconnected by four C—H...π interactions. The dimers arrange into regular columns via further intermolecular C—H...π interactions.

Journal

Acta Crystallographica Section C Crystal Structure Communications – Wiley

Published: Mar 15, 2009

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