2,4-Diphenyl-6-trifluoromethyl-2,3-dihydro-1H,5H-pyrrolo-[3,4-c]pyrrole-1, 3-dione

Sue A Roberts, Guillermo Martinez-Ariza, Justin Dietrich, Christopher Hulme

Research output: Contribution to journalArticle

Abstract

The asymmetric unit of the title compound, C 19H 11F 3N 2O 2, contains two crystallographically unique mol-ecules which differ in the rotation of a phenyl ring and a -CF3 substituent. The dihedral angles involving the pyrrole ring and the attached phenyl ring are 62.82 (8) and 71.54 (7)° in the two molecules. The difference in the rotation of the CF3 groups with respect to the pyrrolo rings to which they are attached is 23.5(1)°. For one mol-ecule, there is a close contact between an H atom and the centroid of the phenyl ring of an adjacent mol-ecule (2.572 Å). A similar contact is lacking in the second mol-ecule. In the crystal, N - H⋯O inter-actions connect adjacent mol-ecules into a chain normal to (01 ). Crystallographically unique mol-ecules alternate along the hydrogen-bonded chains.

Original languageEnglish (US)
JournalActa Crystallographica Section E: Structure Reports Online
Volume68
Issue number2
DOIs
StatePublished - Feb 2012

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Pyrroles
Dione
pyrroles
rings
Dihedral angle
Hydrogen
Atoms
Crystals
Molecules
centroids
dihedral angle
diphenyl
hydrogen
crystals
atoms
molecules

Keywords

  • data-to-parameter ratio = 14.2
  • mean σ(C-C) = 0.002 Å
  • R factor = 0.036
  • single-crystal X-ray study
  • T = 100 K
  • wR factor = 0.089

ASJC Scopus subject areas

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

Cite this

2,4-Diphenyl-6-trifluoromethyl-2,3-dihydro-1H,5H-pyrrolo-[3,4-c]pyrrole-1, 3-dione. / Roberts, Sue A; Martinez-Ariza, Guillermo; Dietrich, Justin; Hulme, Christopher.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 68, No. 2, 02.2012.

Research output: Contribution to journalArticle

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AU - Martinez-Ariza, Guillermo

AU - Dietrich, Justin

AU - Hulme, Christopher

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N2 - The asymmetric unit of the title compound, C 19H 11F 3N 2O 2, contains two crystallographically unique mol-ecules which differ in the rotation of a phenyl ring and a -CF3 substituent. The dihedral angles involving the pyrrole ring and the attached phenyl ring are 62.82 (8) and 71.54 (7)° in the two molecules. The difference in the rotation of the CF3 groups with respect to the pyrrolo rings to which they are attached is 23.5(1)°. For one mol-ecule, there is a close contact between an H atom and the centroid of the phenyl ring of an adjacent mol-ecule (2.572 Å). A similar contact is lacking in the second mol-ecule. In the crystal, N - H⋯O inter-actions connect adjacent mol-ecules into a chain normal to (01 ). Crystallographically unique mol-ecules alternate along the hydrogen-bonded chains.

AB - The asymmetric unit of the title compound, C 19H 11F 3N 2O 2, contains two crystallographically unique mol-ecules which differ in the rotation of a phenyl ring and a -CF3 substituent. The dihedral angles involving the pyrrole ring and the attached phenyl ring are 62.82 (8) and 71.54 (7)° in the two molecules. The difference in the rotation of the CF3 groups with respect to the pyrrolo rings to which they are attached is 23.5(1)°. For one mol-ecule, there is a close contact between an H atom and the centroid of the phenyl ring of an adjacent mol-ecule (2.572 Å). A similar contact is lacking in the second mol-ecule. In the crystal, N - H⋯O inter-actions connect adjacent mol-ecules into a chain normal to (01 ). Crystallographically unique mol-ecules alternate along the hydrogen-bonded chains.

KW - data-to-parameter ratio = 14.2

KW - mean σ(C-C) = 0.002 Å

KW - R factor = 0.036

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KW - T = 100 K

KW - wR factor = 0.089

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