Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 1 (January 2013)


organic compounds



Acta Cryst. (2013). C69, 77-81    [ doi:10.1107/S0108270112049669 ]

Hydrogen-bonded sheet structures in methyl 4-(4-chloro­anilino)-3-nitro­benzoate and methyl 1-benzyl-2-(4-chloro­phen­yl)-1H-benzimidazole-5-carboxyl­ate

E. Cortés, R. Abonía, J. Cobo and C. Glidewell

Abstract: In methyl 4-(4-chloro­anilino)-3-nitro­benzoate, C14H11ClN2O4, (I), there is an intra­molecular N-H...O hydrogen bond and the intra­molecular distances provide evidence for electronic polarization of the o-quinonoid type. The mol­ecules are linked into sheets built from N-H...O, C-H...O and C-H...[pi](arene) hydrogen bonds, together with an aromatic [pi]-[pi] stacking inter­action. The mol­ecules of methyl 1-benzyl-2-(4-chloro­phenyl)-1H-benzimidazole-5-carboxyl­ate, C22H17ClN2O2, (II), are also linked into sheets, this time by a combination of C-H...[pi](arene) hydrogen bonds and aromatic [pi]-[pi] stacking inter­actions.

Formula: C14H11ClN2O4 and C22H17ClN2O2


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Chemical Markup Language (CML) file (5.2 kbytes)
[ doi:10.1107/S0108270112049669/sk3463Isup4.cml ]
Supplementary material


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Chemical Markup Language (CML) file (6.9 kbytes)
[ doi:10.1107/S0108270112049669/sk3463IIsup5.cml ]
Supplementary material


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