Crystal structure and conformational analysis of 2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene-1,4-dione
| Autor: | Mariano A. Pereira, Valéria R. S. Malta, Sheyla Welma Duarte Silva, Sannyele Alcantara Emiliano, Tatiane Luciano Balliano |
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| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
crystal structure
Stereochemistry Dimer Substituent Crystal structure 010402 general chemistry 010403 inorganic & nuclear chemistry 01 natural sciences Molecular conformation Research Communications lcsh:Chemistry chemistry.chemical_compound Side chain General Materials Science molecular conformation Naphthalene Chemistry Hydrogen bond General Chemistry Condensed Matter Physics hydrogen bonding Graph 0104 chemical sciences Crystallography molecular conformation lcsh:QD1-999 naphthoquinone derivative naphthoquinone derivative |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 72, Iss 2, Pp 188-190 (2016) Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| Popis: | In the structure of the naphthoquinone derivative 2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene-1,4-dione, the molecules form a centrosymmetric cyclic dimer through intermolecular O—H⋯O hydrogen bonds which, together with intermolecular C—H⋯O hydrogen bonds and weak π–π ring interactions, give rise to an overall two-dimensional structure. In the structure of the title compound, C14H12O3, the substituent side chain, in which the H atoms of both methyl groups are disordered over six equivalent sites, lies outside of the plane of the naphthalenedione ring. The ring-to-chain C—C—C—C torsion angles are 50.7 (3), −176.6 (2) and 4.9 (4)°. An intramolecular methyl–hydroxy C—H⋯O hydrogen bond is present. In the crystal, molecules are primarily connected by intermolecular O—H⋯O hydrogen bonds, forming a centrosymmetric cyclic dimer motif [graph set R 2 2(10)]. Also present is a weak intermolecular C—H⋯O hydrogen bond linking the dimers and a weak π–π ring interaction [ring centroid separation = 3.7862 (13) Å], giving layers parallel to (10-3). |
| Databáze: | OpenAIRE |
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