Synthesis and crystal structures of 5,5′-(propane-2,2-diyl)bis(2-hydroxybenzaldehyde) and 5,5′-(propane-2,2-diyl)bis(2-hydroxyisophthalaldehyde)
| Autor: | Rosario C. Sausa, Dominika N. Lastovickova, John J. La Scala |
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| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: | |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 74, Iss 12, Pp 1872-1877 (2018) |
| Druh dokumentu: | article |
| ISSN: | 2056-9890 20569890 |
| DOI: | 10.1107/S2056989018016316 |
| Popis: | The title compounds 5,5′-(propane-2,2-diyl)bis(2-hydroxybenzaldehyde), C17H16O4, (1), and 5,5′-(propane-2,2-diyl)bis(2-hydroxyisophthalaldehyde), C19H16O6, (2), crystallize with one molecule in the asymmetric unit. In molecule (1), a >C(CH3)2 group bridges two nearly planar salicylaldehyde groups [r.m.s deviations = 0.010 (1) and 0.025 (2) Å], each comprising a planar phenyl ring bonded with a hydroxyl and an aldehyde group. Similarly, compound (2) has the same bridging group, but it connects two nearly planar appendants [r.m.s deviations = 0.034 (1) and 0.035 (1) Å], each comprising a phenyl ring bonded with a hydroxyl and two aldehyde groups. Molecule (1) exhibits a bridge angle of 109.5 (2)° with the salicylaldehyde planes subtending a dihedral angle of 88.4 (1)°. In contrast, molecule (2) presents a bridge angle of 108.9 (2)° with its appendants subtending a dihedral angle of 79.6 (3)°. Both molecules exhibit two intramolecular O—H...O hydrogen bonds involving the phenolic H atoms and carboxyl O-atom acceptors. In the crystal of (2), O—H...O hydrogen bonds between one of the hydroxyl H atoms and a carboxyl O atom from a symmetry-related molecule form a chain along [10\overline{1}]. In addition, (2) exhibits a strong visible luminescence when excited with ultraviolet radiation. |
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