TY - JOUR
T1 - 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
AU - Glidewell, C
AU - Low, J N
AU - Melguizo, M
AU - Quesada, A
PY - 2003/1
Y1 - 2003/1
N2 - 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.
AB - 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.
KW - C-METHYLATED NITROANILINES
KW - 3-DIMENSIONAL FRAMEWORK
KW - CRYSTALS
U2 - 10.1107/S0108270102020322
DO - 10.1107/S0108270102020322
M3 - Article
SN - 1600-5759
VL - 59
JO - Acta Crystallographica Section C-Crystal Structure Communications
JF - Acta Crystallographica Section C-Crystal Structure Communications
ER -