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

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Sue A. Roberts, Guillermo Martinez-Ariza, Justin Dietrich, Christopher Hulme.


The asymmetric unit of the title compound, C19H11F3N2O2, contains two crystallographically unique mol­ecules 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 mol­ecule, there is a close contact between an H atom and the centroid of the phenyl ring of an adjacent mol­ecule (2.572 Å). A similar contact is lacking in the second mol­ecule. In the crystal, N—H⋯O inter­actions connect adjacent mol­ecules into a chain normal to (01). Crystallographically unique mol­ecules alternate along the hydrogen-bonded chains.

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For background information on the biological activity of compounds with pyrrol-3,4-dicarboximide scaffolds, see: Malinka et al. (1999 ▶, 2005 ▶); Shen et al. (2010 ▶). For a description of structurally similar lamellarins, see: Yu et al. (2011 ▶).