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Spectroscopic Studies and Crystal Structure of 3-[(2-morpholinoethylimino)methyl]benzene-1,2-diol

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Abstract

Schiff base 3-[(2-morpholinoethylimino)methyl]benzene-1,2-diol has been synthesized from the reaction of 4-(2-aminoethyl)morpholine with 2,3-dihydroxybenzaldehyde. The title compound has been characterized by elemental analysis, IR, 1H-NMR, 13C-NMR and UV–visible techniques. The structure of the compound also has been examined crystallographically. For the compound exist as dominant form of enol-imines in both the solutions and solid state. The crystal structure has been solved by direct methods and refined by full-matrix least squares. The title compound crystallize in the monoclinic space group P21/n with a = 12.085(1), b = 8.256(1), c = 13.650(1) Å, β = 108.56(1)°, V = 1291.1(2) Å3, D x  = 1.288 g cm−3, respectively (R 1 = 0.0336 and wR 2 = 0.0922 for 2117 reflections [I > 2σ(I)].

Index abstract

Intramolecular hydrogen bonding is important on the tautomeric properties and the type of aldehyde plays a vital role of the enol-imine and keto-amine properties of the Schiff base ligand.

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Authors and Affiliations

  1. Department of Physics, Faculty of Science, Ankara University, 06100, Tandogan, Ankara, Turkey

    Hüseyin Ünver & Tahsin Nuri Durlu

  2. Department of Chemistry, Faculty of Science and Arts, Çanakkale Onsekiz Mart University, 17100, Canakkale, Turkey

    Mustafa Yıldız

  3. Department of Physics, Faculty of Science and Arts, Ondokuz Mayıs University, 55139, Kurupelit, Turkey

    Nazan Ocak

Authors
  1. Hüseyin Ünver
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  2. Mustafa Yıldız
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  3. Nazan Ocak
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  4. Tahsin Nuri Durlu
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Correspondence to Mustafa Yıldız.

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Ünver, H., Yıldız, M., Ocak, N. et al. Spectroscopic Studies and Crystal Structure of 3-[(2-morpholinoethylimino)methyl]benzene-1,2-diol. J Chem Crystallogr 38, 103–108 (2008). https://doi.org/10.1007/s10870-007-9270-1

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