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Synthesis and Crystal Structure of 2,2-Dimethyl-5-((2-phenylhydrazinyl)methylene)-1,3-dioxane-4,6-dione
Corresponding Author(s) : Wu-Lan Zeng
Asian Journal of Chemistry,
Vol. 26 No. 14 (2014): Vol 26 Issue 14
Abstract
A new Meldrum's acid compound 2,2-dimethyl-5-((2-phenylhydrazinyl)methylene)-1,3-dioxane-4,6-dione was prepared by 2,2-dimethyl-1,3-dioxane-4,6-dione, methylorthoformate and phenylhydrazine in ethanol and its crystal structure was determined by X-ray crystallographic techniques. It crystallizes in Triclinic, space group P-1 with a = 13.514 (3) Å, b = 13.550 (3) Å, c = 13.599 (3) Å, a = 104.01 (3)°, b = 103.90 (3)°, g = 103.91 (3)°, C13H14N2O4, Mr = 262.26, V = 2224.4 (11) Å3, Z = 6, Dc = 1.175 g/cm3, F (000) = 828, μ = 0.088 mm-1. The 1,3-dioxane ring is in a screw-boat conformation. The crystal structure is stabilized by weak intermolecular C–H···O and N–H···O.
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- M. Zhou, R. Li and Z.Y. Ding, Acta Crystallogr. E, 65, o2171 (2009); doi:10.1107/S1600536809031535.
- A.S. Ivanov, Chem. Soc. Rev., 37, 789 (2008); doi:10.1039/b716020h.
- L.E. da Silva, A.C. Joussef, L.L. Silva, S. Foro and B. Schmidt, Acta Crystallogr. E, 62, o3866 (2006); doi:10.1107/S1600536806031503.
- T. Watanabe, T.F. Knöpfel and E.M. Carreira, Org. Lett., 5, 4557 (2003); doi:10.1021/ol035575q.
- W.L. Zeng, Asian J. Chem., 25, 8566 (2013); doi:10.14233/ajchem.2013.14841.
- W.L. Zeng, Acta Crystallogr. E, 67, o1937 (2011); doi:10.1107/S1600536811026201.
- W.L. Zeng, Acta Crystallogr. E, 67, o1351 (2011); doi:10.1107/S1600536811016497.
- W.L. Zeng, Acta Crystallogr. E, 66, o2319 (2010); doi:10.1107/S1600536810032149.
- G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.
- Siemens, Area Detector Control and Integration Software, USA (1996).
References
M. Zhou, R. Li and Z.Y. Ding, Acta Crystallogr. E, 65, o2171 (2009); doi:10.1107/S1600536809031535.
A.S. Ivanov, Chem. Soc. Rev., 37, 789 (2008); doi:10.1039/b716020h.
L.E. da Silva, A.C. Joussef, L.L. Silva, S. Foro and B. Schmidt, Acta Crystallogr. E, 62, o3866 (2006); doi:10.1107/S1600536806031503.
T. Watanabe, T.F. Knöpfel and E.M. Carreira, Org. Lett., 5, 4557 (2003); doi:10.1021/ol035575q.
W.L. Zeng, Asian J. Chem., 25, 8566 (2013); doi:10.14233/ajchem.2013.14841.
W.L. Zeng, Acta Crystallogr. E, 67, o1937 (2011); doi:10.1107/S1600536811026201.
W.L. Zeng, Acta Crystallogr. E, 67, o1351 (2011); doi:10.1107/S1600536811016497.
W.L. Zeng, Acta Crystallogr. E, 66, o2319 (2010); doi:10.1107/S1600536810032149.
G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.
Siemens, Area Detector Control and Integration Software, USA (1996).