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. 2011 Jan 15;67(Pt 2):o405.
doi: 10.1107/S160053681100153X.

1-Isobutyl-N,N-dimethyl-1H-imidazo[4,5-c]quinolin-4-amine

1-Isobutyl-N,N-dimethyl-1H-imidazo[4,5-c]quinolin-4-amine

Wan-Sin Loh et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C(16)H(20)N(4), the 1H-imidazo[4,5-c]quinoline ring system is approximately planar, with a maximum deviation of 0.0719 (15) Å. An intra-molecular C-H⋯N hydrogen bond contributes to the stabilization of the mol-ecule, forming an S(6) ring motif. In the crystal, the mol-ecules are stacked along the b axis through weak aromatic π-π inter-actions between benzene and imidazole and benzene and pyridine rings [centroid-centroid distances = 3.6055 (10) and 3.5342 (10) Å, respectively].

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Figures

Fig. 1.
Fig. 1.
The molecular structure of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme. The dashed line indicates the intramolecular hydrogen bond.
Fig. 2.
Fig. 2.
The crystal packing of the title compound, viewed along the b axis.

References

    1. Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.
    1. Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555–1573.
    1. Bruker (2009). APEX2, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Dardari, Z., Lemrani, M., Bahloul, A., Sebban, A., Hassar, M., Kitane, S., Berrada, M. & Boudouma, M. (2004). Farmaco, 59, 195–199. - PubMed
    1. Gabriel, S. (1918). Chem. Ber. 51, 1506–1515.