Add time:07/27/2019 Source:sciencedirect.com
In this work, we reported on the synthesis and characterization of (Z)-4-oxo-4-ureido-but-2-enoic acid and p-toluenesulfonic acid 3-nitrophenyl ester and their detailed crystal structure information were studied. The crystallization of (Z)-4-oxo-4-ureido-but-2-enoic acid results in reduced π-conjugation in the molecule and weaker intra-molecular hydrogen bonding. The main driving force for the molecular self-assembly of (Z)-4-oxo-4-ureido-but-2-enoic acid was found to be the strong intermolecular hydrogen bonds. Compared with (Z)-4-oxo-4-ureido-but-2-enoic acid with six type of strong H-bonds, p-toluenesulfonic acid 3-nitrophenyl ester possesses much lower melting point (110–111°C), average packing energy (−3.7 kcal mol−1), molecular deformation energy (−0.6 kcal mol−1) and highest torsional angle change (9.3°). This can be ascribed to the week intermolecular interaction between center molecule and adjacent molecules.
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