A ROBUST EIGHT–MEMBERED RING MOTIF IN THE HYDROGEN-BONDED STRUCTURE OF -(PHENYLAMINO)PYRIDINIUM- DI(METHANESULFONYL)AMIDATE

https://doi.org/10.22146/ijc.21935

Karna Wijaya(1*), Iqmal Tahir(2), Armand Blaschette(3), Oliver Mours(4), Peter G Jones(5)

(1) Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta
(2) Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Gadjah Mada, Yogyakarta
(3) Institute fuer Analytische und Anorganische Chemie, Technische, Universitaet zu Braunschweig
(4) Institute fuer Analytische und Anorganische Chemie, Technische, Universitaet zu Braunschweig
(5) Institute fuer Analytische und Anorganische Chemie, Technische, Universitaet zu Braunschweig
(*) Corresponding Author

Abstract


The compound was prepared by dissolving 2-(phenylamino)pyridine (0.52 g ; 3.0 mmol) and di(methanesulfonyl)amine (0.51 g; 3.0 mmol) in 5 mL methanol. Slow partial evaporation of the solvent at low tempertaure (-30 oC) gave a yield of 0.66 g (64%) and crystals suitable for X-ray study (m.p. 150-152 oC). The single crystal X-ray result showed that the crystal system was trikline with space group P1. The crystal structure of the title compound 2-(phenylamino)pyridinium-di(methane-sulfonyl)amidate forms a robust antidromic ring motif type R228. The structure testifies to the persistence of the R228 in question, which was previously detected as a robust supramolecular synthon in 2-aminopyridinium di(benzenesulfonyl)amidate and in a series of onium di(methane-sulfonyl)amidates.


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References

[1]   Desiraju, G.R., 1995, Angew. Chem.107, 2541-2558.

[2]   Subramanian, S and Zaworotko, M.J. 1994, Coord. Chem. Rev. 137, 357-401. 

[3]   Braga, D. and Grepioni, F., 1998, New J. Chem. 22, 1159-1161.

[4]   Wijaya, K., 1999, Dissertation, TU Braunschweig.

[5]   Allen, F.H., Motherwell, W.D.S., Raithby, P.R., Shields., G.P. and Taylor, R., 1999, New J. Chem. 23, 25-34.



DOI: https://doi.org/10.22146/ijc.21935

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Indonesian Journal of Chemisty (ISSN 1411-9420 / 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

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