Acta Crystallographica Section C

Crystal Structure Communications

Volume 59, Part 1 (January 2003)

organic compounds

Acta Cryst. (2003). C59, o14-o18 [ doi:10.1107/S0108270102020322 ]

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

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

Abstract: In 2-amino-4,6-dimethoxy-5-nitropyrimidine, C₆H₈N₄O₄, the molecules are linked by one N-HN and one N-HO 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 $\overline 1$ , the two independent molecules are linked into a dimer by two independent N-HN hydrogen bonds. These dimers are linked into sheets by a combination of two-centre C-HO 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.

Formula: Two isomers of C₆H₈N₄O₄


	Structure factor file (CIF format) (90.4 kbytes) Contains datablock I

	Structure factor file (CIF format) (181.4 kbytes) Contains datablock II

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