Synthesis and structure of ethyl 2-[(4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)sulfanyl]acetate
| Autor: | Quang Nguyen Tan, Dat Nguyen Dang, Luc Van Meervelt, Cong Nguyen Tien, Dung Pham Duc, Phuong Tran Hoang, Luong Truong Minh |
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| Rok vydání: | 2020 |
| Předmět: |
crystal structure
quinazolin-4-one ANTITUMOR-ACTIVITY Crystal structure Dihedral angle Ring (chemistry) 01 natural sciences Medicinal chemistry Research Communications lcsh:Chemistry Crystal chemistry.chemical_compound Quinazoline General Materials Science Science & Technology Crystallography DERIVATIVES 010405 organic chemistry Hydrogen bond Hirshfeld analysis General Chemistry hydrogen bonding Condensed Matter Physics 0104 chemical sciences 010404 medicinal & biomolecular chemistry lcsh:QD1-999 chemistry Quinazolin-4-one Physical Sciences hirshfeld analysis Methyl group |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 76, Iss 5, Pp 668-672 (2020) Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| Popis: | In the title compound, C18H16N2O3S, the dihedral angle between the mean planes of the quinazoline and phenyl rings is 86.83 (5)°. In the crystal, C—H⋯O interactions link the molecules into infinite columns along the b-axis direction. Parallel columns interact by additional C—H⋯O hydrogen bonds. The title compound, C18H16N2O3S, was synthesized by reaction of 2-mercapto-3-phenylquinazolin-4(3H)-one with ethyl chloroacetate. The quinazoline ring forms a dihedral angle of 86.83 (5)° with the phenyl ring. The terminal methyl group is disordered by a rotation of about 60° in a 0.531 (13): 0.469 (13) ratio. In the crystal, C—H⋯O hydrogen-bonding interactions result in the formation of columns running in the [010] direction. Two parallel columns further interact by C—H⋯O hydrogen bonds. The most important contributions to the surface contacts are from H⋯H (48.4%), C⋯H/H⋯C (21.5%) and O⋯H/H⋯O (18.7%) interactions, as concluded from a Hirshfeld analysis. |
| Databáze: | OpenAIRE |
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