Crystal structure of (3E)-5-nitro-3-(2-phenylhydrazinylidene)-1H-indol-2(3H)-one
| Autor: | Renan Lira de Farias, Adailton J. Bortoluzzi, Jecika Maciel Velasques, Vanessa Carratu Gervini, Adriano Bof de Oliveira |
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| Přispěvatelé: | Escola de Química e Alimentos, Universidade Federal de Santa Catarina (UFSC), Universidade Estadual Paulista (Unesp), Universidade Federal de Sergipe (UFS) |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
0301 basic medicine
crystal structure Stereochemistry in silico evaluation two-dimensional hydrogen-bonded network Crystal structure Reductase isatin–hydrazone derivative 010403 inorganic & nuclear chemistry Ring (chemistry) 01 natural sciences Crystal 03 medical and health sciences chemistry.chemical_compound Hirshfeld surface calculation General Materials Science Crystallography biology Hydrogen bond Active site General Chemistry Condensed Matter Physics 0104 chemical sciences 030104 developmental biology chemistry QD901-999 biology.protein Nitro isatin-hydrazone derivative Derivative (chemistry) |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 73, Iss 2, Pp 168-172 (2017) Scopus Repositório Institucional da UNESP Universidade Estadual Paulista (UNESP) instacron:UNESP |
| ISSN: | 2056-9890 |
| Popis: | The reaction between 5-nitroisatin and phenylhydrazine in acidic ethanol yields the title compound, C14H10N4O3, whose molecular structure deviates slightly from a planar geometry (r.m.s. deviation = 0.065 Å for the mean plane through all non-H atoms). An intramolecular N—H...O hydrogen bond is present, forming a ring of graph-set motifS(6). In the crystal, molecules are linked by N—H...O and C—H...O hydrogen-bonding interactions into a two-dimensional network along (120), and rings of graph-set motifR22(8),R22(26) andR44(32) are observed. Additionally, a Hirshfeld surface analysis suggests that the molecules are stacked along [100] through C=O...Cginteractions and indicates that the most important contributions for the crystal structure are O...H (28.5%) and H...H (26.7%) interactions. Anin silicoevaluation of the title compound with the DHFR enzyme (dihydrofolate reductase) was performed. The isatin–hydrazone derivative and the active site of the selected enzyme show N—H...O(ASP29), N—H...O(ILE96) andCg...Cg(PHE33) interactions. |
| Databáze: | OpenAIRE |
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