N-allylaldiminium cation as a π-ligand. Synthesis and crystal structure of the [(CH3)2N-C6H4-CH=NH-CH2-CH=CH2]Cu3Cl4 compound
(2000) Russian Journal of Coordination Chemistry — Vol. 26, n° 3, p. 220-225 (2000)
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- Abstract
- The crystals of the [(CH3)2N-C6H4-CH=NH-CH2-CH=CH2]Cu3Cl4 compound were prepared by alternating-current electrochemical synthesis from N-allyl-4-(N',N'-dimethylamino)benzaldimine (ADBA) and an ethanol solution of CuCl2 · 2H2O in the presence of carbamide and structurally characterized [a DARCh diffractometer, MoK(α) radiation, space group P21/n, a = 35.267, b = 6.511, c = 7.587 Å, γ = 94.64°, V= 1736 Å3, Z = 4, R = 0.035 for 1030 independent reflections with F ≥ 4σ(F)]. The coordination polyhedron of the Cu(1) atom is a trigonal pyramid formed by three chlorine atoms and the C=C bond; that of Cu(2) is a trigonal pyramid formed by Cl atoms; and that of Cu(3) is a planar triangle formed by chlorine atoms. The length of the coordinated C=C double bond is equal to 1.35(2) Å. The structure is built from the (Cu3Cl4)(n)/(n-) chains π-coordinated to the H+ADBA cations and oriented along [010]. The geometry of the H+ADBA cation corresponds to the purely aromatic resonance form, whereas, in the previously studied [H+ADBA]CuX2 compounds (X = Cl, Br), it is partially converted into the quinoid form due to the +M-effect of the (CH3)2N group. The calculated effective charges on the atoms indicate that the positive charge on the H+ADBA cation is stabilized by the hydrogen bonds.
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Filinchuk, Y., & Mys’kiv, M. G. (2000). N-allylaldiminium cation as a π-ligand. Synthesis and crystal structure of the [(CH3)2N-C6H4-CH=NH-CH2-CH=CH2]Cu3Cl4 compound. Russian Journal of Coordination Chemistry, 26(3), 220-225. https://hdl.handle.net/2078.5/163962 (Original work published 2000)