Title of article :
The novel hydrogen bonding motifs and supramolecular patterns in 2,4-diaminopyrimidine–nitrobenzoate complexes
Author/Authors :
N. Stanley، نويسنده , , P.T. Muthiah، نويسنده , , S.J. Geib، نويسنده , , P. Luger، نويسنده , , M. Weber، نويسنده , , M. Messerschmidt، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2005
Pages :
10
From page :
7201
To page :
7210
Abstract :
The crystal structures of the hydrogen-bonded, 1:1 molecular complexes of nitro (ortho, meta and para) benzoic acids with two 2,4-diaminopyrimidine derivatives (trimethoprim and pyrimethamine) have been investigated in detail (). In all the crystal structures except pyrimethamine o-nitrobenzoate (), the carboxylate group of the respective anions interacts with the protonated trimethoprim or pyrimethamine moiety in a linear fashion through a pair of N–H⋯O hydrogen bonds to form a cyclic hydrogen-bonded motif. This cyclic hydrogen-bonded motif is self-organized in different ways to get the novel types of hydrogen bonding motifs and supramolecular patterns. In the crystal structure of pyrimethamine o-nitrobenzoate (), the chelating type of hydrogen bonding motif is self-organized to get a helical supramolecular pattern. In the crystal structures of both pyrimethamine m-nitrobezoate () and pyrimethamine p-nitrobenzoate (), a novel type of an alternate arrangement of DADA (D represents donor and A represents acceptor) and DDAA arrays is present, resulting in the formation of hydrogen-bonded ladders.
Keywords :
Crystal engineering , self-organization , Non-covalent interactions , Aminopyrimidine–carboxylate interactions , Supramolecular chemistry
Journal title :
Tetrahedron
Serial Year :
2005
Journal title :
Tetrahedron
Record number :
1088940
Link To Document :
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