Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 8 (August 2013)

organic compounds

sf3204 scheme

Acta Cryst. (2013). C69, 915-919    [ doi:10.1107/S0108270113017563 ]

Two methyl 3-(1H-pyrazol-4-yl)octahydropyrrolo[3,4-c]pyrrole-1-carboxylates form different hydrogen-bonded sheets

J. Quiroga, J. Gálvez, J. Cobo and C. Glidewell

Abstract: In the molecules of both methyl (1RS,3SR,3aRS,6aSR)-1-methyl-3-(3-methyl-1-phenyl-1H-pyrazol-4-yl)-4,6-dioxo-5-phenyloctahydropyrrolo[3,4-c]pyrrole-1-carboxylate, C25H24N4O4, (I), and methyl (1RS,3SR,3aRS,6aSR)-5-(4-chlorophenyl)-1-methyl-3-(3-methyl-1-phenyl-1H-pyrazol-4-yl)-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate, C25H23ClN4O4, (II), the two rings of the pyrrolopyrrole fragment are both nonplanar, with conformations close to half-chair forms. The overall conformations of the molecules of (I) and (II) are very similar, apart from the orientation of the ester function. The molecules of (I) are linked into sheets by a combination of an N-H...[pi](pyrrole) hydrogen bond and three independent C-H...O hydrogen bonds. The molecules of (II) are also linked into sheets, which are generated by a combination of an N-H...N hydrogen bond and two independent C-H...O hydrogen bonds, weakly augmented by a C-H...[pi](arene) hydrogen bond.

Formula: C25H24N4O4 and C25H23ClN4O4

Keywords: crystal structure; hydrogen bonding; supramolecular assemblies; pyrazole derivatives; pyrrolopyrrole derivatives.

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Chemical Markup Language (CML) file (8.9 kbytes)
[ doi:10.1107/S0108270113017563/sf3204Isup4.cml ]
Supplementary material

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Chemical Markup Language (CML) file (9.0 kbytes)
[ doi:10.1107/S0108270113017563/sf3204IIsup5.cml ]
Supplementary material


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