Abstract
The crystal structure of 1-phenyl-3-methyl-4-(salicylaldehyde hydrazone)-propenylidene-5-pyrazolone (PMPP-SH) was characterized by the single-crystal X-ray diffraction method. The cell parameters of PMPP-SH in the monoclinic P21/c space group are a = 10.851(1) Å, b = 11.679 (1) Å, c = 14.043 (2) Å and β = 91.89 (1)∘. Analyzing the molecular structure suggest that, in the solid state, the title compound exists mainly in enaminopyrazolone form, which is stabilized by intramolecular hydrogen bonding, rather than NH-form.
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Tarafder, M.T.H.; Jin, K.T.; Crouse, K.A.; Ali, A.M.; Yamin, B.M.; Fun, H.-K. Polyhedron 2002, 21, 2547.
Guerriero, P.; Tamburini, S.; Vigato, P.A. Coordin. Chem. Rev. 1995, 139, 17.
Sreekala, R.; Mohammed Yusuff, K.K. React. Kinet. Catal. Lett. 1992, 481, 575.
Das, N.N.; Dash, A.C. Polyhedron 1995, 14, 1221.
Chiba, P.; Holzer, W.; Landau, M.; Bechmann, G.; Lorenz, K.; Plagens, B.; Hitzler, M.; Richter, E.; Ecker, G. J. Med. Chem. 1998, 41, 4001.
Gelin, S.; Chantegrel, B.; Nadi, A.I. J. Org. Chem. 1983, 48, 4078.
Liu, G.F.; Liu, L.; Jia, D.Z.; Peng, B.H.; Hu, X.; Yu, K.B. Heterocycles 2004, 63, 2079.
Kataeva, O.N.; Gubaidullin, A.T.; Litvinov, I.A.; Lodochnikova, O.A.; Islamov, L.R.; Movchan, A.I.; Chmutova, G.A. J. Mol. Struct. 2002, 610, 175.
Holzer, W.; Claramunt, R.M.; Torralba, M.P.; Guggi, D.; Brehmer, T.H. J. Org. Chem. 2003, 68, 7943.
Holzer, W.; Claramunt, R.M.; Torralba, M.P.; Guggi, D.; Brehmer, T.H. Eur. J. Org. Chem. 2003, 1209
Chmutova, G.A.; Kataeva, O.N.; Almira, H.A.; Kurbangalieva, R.; Movchan, A.I.; Lenstra, A.T.H.; Geise, H.J.; Litvinov, I.A. J. Mol. Struct. 2001, 570, 215.
Sheldrick, G.M. SHELXS-97, Program for the Solution of Crystal Structures; University of Göttingen: Germany, 1990.
Sheldrick, G.M. SHELXL-97, Program for the Refinement of Crystal Structures; University of Göttingen: Germany, 1997.
Larsen, F.K.; Lehmann, M.S.; Søtofte, I.; Rasmussen, S.E. Acta Chem. Scand. 1970, 24, 3248.
Lapasset, P.J.; Falgueirettes, J. Acta Cryst. 1972, B28, 791.
Tang, X.C.; Jia, D.Z.; Liang, K.; Zhang, X.G.; Xia, X.; Zhou, Z.Y. J. Photochem. Photobiol. A: Chem. 2000, 134, 23.
Liu, L.; Jia, D.Z.; Ji, Y.L.; Yu, K.B. J. Photochem. Photobiol. A: Chem. 2003, 154, 117.
Liu, L.; Jia, D.Z.; Ji, Y.L.; Yu, K.B. J. Mol. Struct. 2003, 655, 221.
Liu, G.F.; Liu, L.; Jia, D.Z.; Yu, K.B. Chin. Chem. Lett. 2003, 14, 1230.
Liu, L.; Ji, Y.L.; Jia, D.Z.; Yu, K.B. Acta Chim. Sin. 2003, 61, 893.
Liu, G.F.; Liu, L.; Jia, D.Z.; Wang, S.H.; Xu, G.C.; Yu, K.B. Acta Chim. Sin. 2004, 62, 697.
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Liu, G., Liu, L., Jia, D. et al. The crystal structure of 1-phenyl-3-methyl-4(salicylaldehyde hydrazone)-propenylidene-5-pyrazolone. J Chem Crystallogr 35, 497–501 (2005). https://doi.org/10.1007/s10870-005-2443-x
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DOI: https://doi.org/10.1007/s10870-005-2443-x