Hydrogen bonding in nitroaniline analogues: hydrogen-bonded sheets in 2-amino-4,6-dimethoxy-5-nitropyrimidine and pi-stacked hydrogen-bonded sheets in 4-amino-2,6-dimethoxy-5-nitropyrimidine

C Glidewell, J N Low, M Melguizo, A Quesada

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9 Citations (Scopus)

Abstract

In 2-amino-4,6-dimethoxy-5-nitropyrimidine, C6H8N4O4, the molecules are linked by one N-H...N and one N-H...O hydrogen bond to form sheets built from alternating R-2(2) (8) and R-6(6) (32) rings. In isomeric 4-amino-2,6-dimethoxy-5-nitropyrimidine, C6H8N4O4, which crystallizes with Z' = 2 in P (1) over bar, the two independent molecules are linked into a dimer by two independent N-H...N hydrogen bonds. These dimers are linked into sheets by a combination of two-centre C-H...O and three-centre C-H...(O)(2) hydrogen bonds, and the sheets are further linked by two independent aromatic pi-pi-stacking interactions to form a three-dimensional structure.

Original languageEnglish
Number of pages5
JournalActa Crystallographica Section C-Crystal Structure Communications
Volume59
DOIs
Publication statusPublished - Jan 2003

Keywords

  • C-METHYLATED NITROANILINES
  • 3-DIMENSIONAL FRAMEWORK
  • CRYSTALS

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