Crystal structures of the dioxane hemisolvates of N-(7-bromomethyl-1,8-naphthyridin-2-yl)acetamide and bis[N-(7-dibromomethyl-1,8-naphthyridin-2-yl)acetamide]
| Autor: | Monika Mazik, Robert Rosin, Wilhelm Seichter |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
crystal structure
Hydrogen Stereochemistry halogen bonds Substituent Stacking chemistry.chemical_element Crystal structure 010402 general chemistry 01 natural sciences Medicinal chemistry chemistry.chemical_compound Atom General Materials Science Crystallography 010405 organic chemistry Hydrogen bond General Chemistry Condensed Matter Physics hydrogen bonding C—Br...O=C interactions: C—Br...π interactions 0104 chemical sciences chemistry QD901-999 dioxane solvates Halogen 1 8-naphthyridine π–π stacking Acetamide |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 73, Iss 10, Pp 1409-1413 (2017) |
| ISSN: | 2056-9890 |
| Popis: | The syntheses and crystal structures ofN-(7-bromomethyl-1,8-naphthyridin-2-yl)acetamide dioxane hemisolvate, C11H10BrN3O·0.5C4H8O2, (I), and bis[N-(7-dibromomethyl-1,8-naphthyridin-2-yl)acetamide] dioxane hemisolvate, 2C11H9Br2N3O·0.5C4H8O2, (II), are described. The molecules adopt a conformation with the N—H hydrogen pointing towards the lone electron pair of the adjacent naphthyridine N atom. The crystals of (I) are stabilized by a three-dimensional supramolecular network comprising N—H...N, C—H...N and C—H...O hydrogen bonds, as well as C—Br...π halogen bonds. The crystals of compound (II) are stabilized by a three-dimensional supramolecular network comprising N—H...N, C—H...N and C—H...O hydrogen bonds, as well as C—H...π contacts and C—Br...π halogen bonds. The structure of the substituent attached in the 7-position of the naphthyridine skeleton has a fundamental influence on the pattern of intermolecular noncovalent bonding. While the Br atom of (I) participates in weak C—Br...Oguestand C—Br...π contacts, the Br atoms of compound (II) are involved in host–host interactionsviaC—Br...O=C, C—Br...N and C—Br...π bonding. |
| Databáze: | OpenAIRE |
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