Abstract:In the title compound, C12H12N2O, the aromatic rings at either ends of the –CH2–NH– link are twisted by 68.79 (7)°. In the crystal, the hydroxy substituent is a hydrogen-bond donor to the N atom of the pyridine ring of an adjacent molecule, and the hydrogen bond generates a chain along the b axis; it is also a hydrogen-bond acceptor to the amino group of another adjacent molecule. The two hydrogen bonds lead to the formation of a layer structure.
“…Curiously, there are only few 2-(arylamino)methylphenols compared with the plethora of Schiff bases in the chemical literature. Among the aminopyridine derivatives, only the crystal structure of 2-((pyridin-3-ylamino)methyl)phenol has been reported (Xu et al, 2011). The 2-((pyridin-2-ylamino)methyl)phenol analog (Scheme I) has been described as its metal adducts only (Yalçın et al, 2007).…”
Section: -{[(Pyridin-2-yl)amino]methyl}phenol Shan Gao and Seik Wengmentioning
confidence: 98%
“…For 2-[(pyridin-3-ylamino)-methyl]phenol, see: Xu et al (2011). For the metal adducts of 2-[(pyridin-2-ylamino)methyl]phenol, see: Yalçın et al (2007).…”
The planes of the aromatic rings of the title compound, C12H12N2O, are twisted by 50.33 (15)°. The phenol O atom is a hydrogen-bond donor to the pyridine N atom, resulting in the formation of an eight-membered ring in the molecule. The amino N atom is a hydrogen-bond donor to the phenol O atom of an adjacent molecule; this hydrogen bond leads to the formation of a helical chain that runs along the a axis.
“…Curiously, there are only few 2-(arylamino)methylphenols compared with the plethora of Schiff bases in the chemical literature. Among the aminopyridine derivatives, only the crystal structure of 2-((pyridin-3-ylamino)methyl)phenol has been reported (Xu et al, 2011). The 2-((pyridin-2-ylamino)methyl)phenol analog (Scheme I) has been described as its metal adducts only (Yalçın et al, 2007).…”
Section: -{[(Pyridin-2-yl)amino]methyl}phenol Shan Gao and Seik Wengmentioning
confidence: 98%
“…For 2-[(pyridin-3-ylamino)-methyl]phenol, see: Xu et al (2011). For the metal adducts of 2-[(pyridin-2-ylamino)methyl]phenol, see: Yalçın et al (2007).…”
The planes of the aromatic rings of the title compound, C12H12N2O, are twisted by 50.33 (15)°. The phenol O atom is a hydrogen-bond donor to the pyridine N atom, resulting in the formation of an eight-membered ring in the molecule. The amino N atom is a hydrogen-bond donor to the phenol O atom of an adjacent molecule; this hydrogen bond leads to the formation of a helical chain that runs along the a axis.
“…For the N-salicylidene-2-aminopyrimidine precursor, see: El-Haty et al (1990); Issa et al (2011); Shalabi & Abdel-Ghani (1990). For a related structure, see: Xu et al (2011).…”
In the title compound, C11H11N3O, the aromatic rings at either ends of the –CH2–NH– link are twisted by 72.58 (8)°; the hydroxy substituent is a hydrogen-bond donor to an N atom of the pyrimidine ring. The other N atom of the pyrimidine ring is a hydrogen-bond acceptor to the amino group of an inversion-related molecule.
The planes of the aromatic rings in the cation of the title salt, C12H13N2O+·NO3
−, are twisted along the –CH2—NH– single bond by 75.3 (1)°. In the crystal, the phenol O, amine N and pyridinium N atoms are hydrogen-bond donors to the O atoms of the nitrate counter-ions. These hydrogen bonds lead to the formation of a layer in the crystal.
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