rac-N-[Hydroxy(4-pyridyl)methyl]picolinamide: a hemiamidal
The title compound, C(12)H(11)N(3)O(2), a hemiamidal, was synthesized by solvent-free aldol condensation at room temperature by grinding picolinamide with isonicotinaldehyde in a 1:1 molar ratio. In the molecule, the two pyridine rings are inclined to one another by 58.75 (6)°. They are linked, at...
Autores principales: | , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006802/ https://www.ncbi.nlm.nih.gov/pubmed/21587869 http://dx.doi.org/10.1107/S1600536810021756 |
Sumario: | The title compound, C(12)H(11)N(3)O(2), a hemiamidal, was synthesized by solvent-free aldol condensation at room temperature by grinding picolinamide with isonicotinaldehyde in a 1:1 molar ratio. In the molecule, the two pyridine rings are inclined to one another by 58.75 (6)°. They are linked, at positions 2 and 4, by the hemiamidal bridge (–CO—NH—CHOH–). The NH-group H atom forms an intramolecular hydrogen bond with the N atom of the picolinamide pyridine ring. In the crystal, symmetry-related molecules are linked via N—H⋯O hydrogen bonds, involving the NH group H atom of the hemiamidal bridge and the hydroxy O atom, forming inversion-related dimers, with graph-set R (2) (2)(8). Adjacent molecules are also linked via O—H⋯N hydrogen bonds, involving the hydroxy substituent and the 4-pyridine N atom. Together these interactions lead to the formation of double-stranded ribbon-like hydrogen-bonded polymers propagating in [010]. The latter are further connected via C—H⋯O hydrogen bonds involving the carbonyl O atom, so forming a two-dimensional network in (011). |
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