1. Crystal structure, computational study and Hirshfeld surface analysis of ethyl (2S,3R)-3-(3-amino-1H-1,2,4-triazol-1-yl)-2-hydroxy-3-phenylpropanoate
- Author
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Youness El Bakri, Chin-Hung Lai, Lhoussaine El Ghayati, El Mokhtar Essassi, J. Sebhaoui, Abdelkader Ben Ali, and Joel T. Mague
- Subjects
crystal structure ,Hydrogen ,Triazole ,chemistry.chemical_element ,Crystal structure ,Ring (chemistry) ,01 natural sciences ,Crystal ,03 medical and health sciences ,chemistry.chemical_compound ,hirshfeld surface analysis ,c—h...π(ring) interaction ,General Materials Science ,030304 developmental biology ,hydrogen bond ,0303 health sciences ,Crystallography ,010405 organic chemistry ,Hydrogen bond ,Chemistry ,General Chemistry ,Condensed Matter Physics ,computational chemistry ,3. Good health ,0104 chemical sciences ,triazole ,QD901-999 - Abstract
In the title molecule, C13H16N4O3, the mean planes of the phenyl and triazole rings are nearly perpendicular to one another as a result of the intramolecular C—H...O and C—H...π(ring) interactions. In the crystal, layers parallel to (101) are generated by O—H...N, N—H...O and N—H...N hydrogen bonds. The layers are connected by inversion-related pairs of C—H...O hydrogen bonds. The experimental molecular structure is close to the gas-phase geometry-optimized structure calculated by DFT methods. Hirshfeld surface analysis indicates that the most important interaction involving hydrogen in the title compound is the H...H contact. The contribution of the H...O, H...N, and H...H contacts are 13.6, 16.1, and 54.6%, respectively.
- Published
- 2019
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