Crystal structure of diethyl 3-(3-chlorophenyl)-2,2-dicyanocyclopropane-1,1-dicarboxylate

Nora Veronika May, Gyula Tamas Gal, Zsolt Rapib, P. Bakó

Research output: Contribution to journalArticle

Abstract

In the racemic title compound, C17H15ClN2O4, which has been synthesized and the crystal structure of the solvent-free molecule determined, the angle between the planes of the benzene and cyclopropane rings is 54.29 (10)°. The molecular conformation is stabilized by two weak intramolecular C-H. Ocarboxyl interactions. In the crystal, C-H. O hydrogen bonds form centrosymmetric cyclic R2 2(10) dimers which are linked into chain substructures extending along c. Further C-H. Nnitrile hydrogen bonding, including a centrosymmetric cyclic R2 2(14) association, link the chain substructures, forming a two-dimensional layered structure extending across the approximate ab plane. No significant π-π or halogen-halogen intermolecular interactions are present in the crystal.

Original languageEnglish
Pages (from-to)253-256
Number of pages4
JournalActa Crystallographica Section E: Crystallographic Communications
Volume72
Issue number2
DOIs
Publication statusPublished - Feb 1 2016

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Halogens
substructures
halogens
Hydrogen bonds
Crystal structure
Crystals
crystal structure
cyclopropane
Benzene
Dimers
crystals
Conformations
benzene
dimers
Association reactions
interactions
hydrogen bonds
Molecules
rings
hydrogen

Keywords

  • crown ether
  • Crystal structure
  • cyclopropane derivatives
  • MIRC
  • Phase-Transfer catalysis

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Crystal structure of diethyl 3-(3-chlorophenyl)-2,2-dicyanocyclopropane-1,1-dicarboxylate. / Veronika May, Nora; Tamas Gal, Gyula; Rapib, Zsolt; Bakó, P.

In: Acta Crystallographica Section E: Crystallographic Communications, Vol. 72, No. 2, 01.02.2016, p. 253-256.

Research output: Contribution to journalArticle

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AU - Bakó, P.

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AB - In the racemic title compound, C17H15ClN2O4, which has been synthesized and the crystal structure of the solvent-free molecule determined, the angle between the planes of the benzene and cyclopropane rings is 54.29 (10)°. The molecular conformation is stabilized by two weak intramolecular C-H. Ocarboxyl interactions. In the crystal, C-H. O hydrogen bonds form centrosymmetric cyclic R2 2(10) dimers which are linked into chain substructures extending along c. Further C-H. Nnitrile hydrogen bonding, including a centrosymmetric cyclic R2 2(14) association, link the chain substructures, forming a two-dimensional layered structure extending across the approximate ab plane. No significant π-π or halogen-halogen intermolecular interactions are present in the crystal.

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