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Molecular and crystal structure of 2,3-dimethyl-5-(2′-methylprop-1′-enyl)-6-(morpholyl-4′-carbonyl)-cyclohex-3-en-1-carboxylic acid

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Abstract

An X-ray structural examination is carried out for 2,3-dimethyl-5-(2′-methylprop-1′-enyl)-6-(morpholyl-4′-carbonyl)-cyclohex-3-en-1-carboxlic acid that is one of the products of the Diels-Alder reaction of an acyclic monoterpene alloocimene with maleic and citraconic anhydrides followed by the ring opening of adducts with morpholine to corresponding amides. The crystals are triclinic; a = 10.619(1) Å, b = 12.784(2) Å, c = 14.328(2) Å; α = 65.752(1)°, β = 87.932(1)°, γ = 78.120(1)°; V = 1733.0(3) Å3, P-1 space group, Z = 4 (two independent molecules). In both molecules, the anti-conformation of the carboxylic group is observed, the conformation being stabilized by an intramolecular hydrogen bond involving the carboxylic hydrogen atom and ketonic oxygen.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of Russian Academy of Sciences, Kazan, Russia

    E. V. Mironova, O. A. Lodochnikova, D. B. Krivolapov & I. A. Litvinov

  2. Immanuel Kant Baltic Federal University, Kaliningrad, Russia

    M. S. Dzyurkevich & V. V. Plemenkov

Authors
  1. E. V. Mironova
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  2. M. S. Dzyurkevich
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  3. O. A. Lodochnikova
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  4. D. B. Krivolapov
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  5. I. A. Litvinov
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  6. V. V. Plemenkov
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Correspondence to E. V. Mironova.

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Original Russian Text Copyright © 2012 by E. V. Mironova, M. S. Dzyurkevich, O. A. Lodochnikova, D. B. Krivolapov, I. A. Litvinov, V. V. Plemenkov

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Translated from Zhurnal Strukturnoi Khimii, Vol. 53, No. 2, pp. 360–363, March–April, 2012.

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Mironova, E.V., Dzyurkevich, M.S., Lodochnikova, O.A. et al. Molecular and crystal structure of 2,3-dimethyl-5-(2′-methylprop-1′-enyl)-6-(morpholyl-4′-carbonyl)-cyclohex-3-en-1-carboxylic acid. J Struct Chem 53, 361–364 (2012). https://doi.org/10.1134/S0022476612020229

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  • DOI: https://doi.org/10.1134/S0022476612020229

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