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Hydrogen bonding in 2‐amino‐4,6‐dimethoxypyrimidine, 2‐benzylamino‐4,6‐bis(benzyloxy)pyrimidine and 2‐amino‐4,6‐bis(N‐pyrrolidino)pyrimidine: chains of fused rings and a centrosymmetric dimer
Authors:John N. Low  Antonio Quesada  Antonio Marchal  Manuel Melguizo  Manuel Nogueras  Christopher Glidewell
Abstract:Molecules of 2‐amino‐4,6‐di­methoxy­pyrimidine, C6H9N3O2, (I), are linked by two N—H?N hydrogen bonds [H?N 2.23 and 2.50 Å, N?N 3.106 (2) and 3.261 (2) Å, and N—H?N 171 and 145°] into a chain of fused rings, where alternate rings are generated by centres of inversion and twofold rotation axes. Adjacent chains are linked by aromatic π–π‐stacking interactions to form a three‐dimensional framework. In 2‐­benzylamino‐4,6‐bis(benzyloxy)pyrimidine, C25H23N3O2, (II), the mol­ecules are linked into centrosymmetric R(8) dimers by paired N—H?N hydrogen bonds [H?N 2.13 Å, N?N 2.997 (2) Å and N—H?N 170°]. Molecules of 2‐amino‐4,6‐bis(N‐pyrrolidino)­pyrimidine, C12H19N5, (III), are linked by two N—H?N hydrogen bonds [H?N 2.34 and 2.38 Å, N?N 3.186 (2) and 3.254 (2) Å, and N—H?N 163 and 170°] into a chain of fused rings similar to that in (I).
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