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. 2013 Nov 30;69(Pt 12):o1859-60.
doi: 10.1107/S1600536813032212. eCollection 2013 Dec 1.

4-[(tert-Butyl-diphenyl-sil-yloxy)meth-yl]pyridazin-3(2H)-one

María Carmen Costas-Lago  1 , Tamara Costas  1 , Noemí Vila  1 , Pedro Besada  1
Affiliations

4-[(tert-Butyl-diphenyl-sil-yloxy)meth-yl]pyridazin-3(2H)-one

María Carmen Costas-Lago et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C21H24N2O2Si, the carbonyl group of the heterocyclic ring and the O atom of the silyl ether group are placed toward opposite sides and the tert-butyl and pyridazinone moieties are anti-oriented across the Si-O bond [torsion angle = -168.44 (19)°]. In the crystal, mol-ecules are assembled into inversion dimers through co-operative N-H⋯O hydrogen bonds between the NH groups and O atoms of the pyridazinone rings of neighbouring mol-ecules. The dimers are linked by π-π inter-actions involving adjacent pyridazinone rings [centroid-centroid distance = 3.8095 (19) Å], generating ladder-like chains along the b-axis direction. The chains are further linked into a two-dimensional network parallel to the ab plane through weak C-H⋯π inter-actions.

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Figures

Fig. 1.
Fig. 1.
The molecular structure of (I) showing the atom-numbering scheme. Displacement ellipsoids are shown at the 20% probability level.
Fig. 2.
Fig. 2.
View of supramolecular dimer generated by NH···O hydrogen bonds.
Fig. 3.
Fig. 3.
View of the ladder chain along crystallographic b axis generated by π–π interactions.
Fig. 4.
Fig. 4.
View of the two-dimensional organization generated by CH···π interactions (H atoms, no-involved in supramolecular structure, have been omitted to clarify).
See this image and copyright information in PMC

References

    1. Abouzid, K. & Bekhit, S. A. (2008). Bioorg. Med. Chem. 16, 5547–5556. - PubMed
    1. Al-Tel, T. H. (2010). Eur. J. Med. Chem. 45, 5724–5731. - PubMed
    1. Bruker (1998). SMART and SAINT Bruker AXS Inc., Madinson, Wisconsin, USA.
    1. Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381–388.
    1. Cesari, N., Biancanali, C., Vergelli, C., Dal Piaz, V., Graziano, A., Biagini, P., Chelardini, C., Galeotti, N. & Giovannoni, P. (2006). J. Med. Chem. 49, 7826–7835. - PubMed