Abstract
The title compound, C17H14ClF2NO2, crystallizes in monoclinic space group P21/c with unit cell dimension of a = 16.276(3) Å, b = 7.5030(15) Å, c = 13.812(3) Å, α = 90°, β = 111.11(3)°, γ = 90° and Z = 4. The structure of the title compound reveals a Z configuration with respect to the C=C double bond in aminoacrylate fragment. The molecule is stabilized by intramolecular N–H···F and N–H···O hydrogen bonds. In the ethyl 2-aryl-3-arylaminoacrylates, electronic properties of the substituents in the aniline motif clearly affected the attached C–N bond length, and such effect is very little relative to Z-/E-configuration with respect to the C=C double bond.
Graphical Abstract
The Ar–N bond length in the crystals of ethyl 2-aryl-3-arylaminoacrylate is sensitive to the electronic property of the substituent in aniline motif. An electronic-donating group would lengthen the Ar–N bond.
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Acknowledgments
The study was financed by Scientific Research Fund of Hunan Provincial Education Department (Project 09B083) of China, by a grant (Project JSDXKYZZ0801) from Jishou University for talent introduction, China and by aid program for Science and Technology Innovative Research Team (Chemicals of Forestry Resources and Development of Forest Products) in Higher Educational Institutions of Hunan Province.
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Xiao, ZP., Fang, RQ., Liu, T. et al. The Crystal Structures of (Z)-Ethyl 2-(4-chlorophenyl)-3-(2,4-difluorophenyl-amino)acrylate and its Analogues. J Chem Crystallogr 41, 1214–1217 (2011). https://doi.org/10.1007/s10870-011-0075-x
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DOI: https://doi.org/10.1007/s10870-011-0075-x