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Supramolecular architectures in crystals of melamine and aromatic carboxylic acids.

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Summary:Two crystals containing melamine (M), melaminium (MH+), and aromatic carboxylic acids are synthesized and characterized by single-crystal X-ray diffraction analysis: melamine–melaminium 3,4,5-trihydroxybenzoate (THB_) dihydrate (1), and melamine–melaminium 2-acetylbenzoate (AB_) dihydrate (2). In the crystal structures protonated (MH+) and non-protonated melamine (M) molecules are interconnected via NAH___N hydrogen bonds into a planar dimer in (1) and one-dimensional polymer in (2). The NAH___O hydrogen bonding interaction between the protonated nitrogen atom of MH+ and the carboxylate oxygen atom of the corresponding anion is observed in both structures. However, only in (1) it results in an almost planar ionic unit (THB_MH+) where additional p–p interactions between the anions appear, that are missing in (2). The water molecules act as donor and as acceptor of hydrogen bonds linking the substructures observed in the (1) and (2) crystals into 3D supramolecular networks.
Main Authors:Perpétuo, Genivaldo Julio
Other Authors:Janczak, Jan
Subject:Crystals Melamine Supramolecular architecture Hydrogen bond Carboxylic acid
Year:2015
Country:Brazil
Document type:article
Access type:unknown
Associated institution:IBICT
Language:English
Origin:Oasisbr
Description
Summary:Two crystals containing melamine (M), melaminium (MH+), and aromatic carboxylic acids are synthesized and characterized by single-crystal X-ray diffraction analysis: melamine–melaminium 3,4,5-trihydroxybenzoate (THB_) dihydrate (1), and melamine–melaminium 2-acetylbenzoate (AB_) dihydrate (2). In the crystal structures protonated (MH+) and non-protonated melamine (M) molecules are interconnected via NAH___N hydrogen bonds into a planar dimer in (1) and one-dimensional polymer in (2). The NAH___O hydrogen bonding interaction between the protonated nitrogen atom of MH+ and the carboxylate oxygen atom of the corresponding anion is observed in both structures. However, only in (1) it results in an almost planar ionic unit (THB_MH+) where additional p–p interactions between the anions appear, that are missing in (2). The water molecules act as donor and as acceptor of hydrogen bonds linking the substructures observed in the (1) and (2) crystals into 3D supramolecular networks.

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