1977
DOI: 10.1107/s0567740877009741
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2-Amino-5-methylpyridine

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Cited by 33 publications
(43 citation statements)
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“…In 3-aminopyridine, which also forms single N(3)-H...N(1) bonds, the N...N distance is 3.123/~. Provided that substituents on the 2-aminopyridine ring exert more effect ortho and para than meta, the above line of reasoning explains why 2-amino-3-nitropyridine (Destro, Pilati & Simonetta, 1975), 2-amino-4-methylpyridine (Kvick & Noordik, 1977) and 2-amino-5-chloropyridine (Kvick & Back6us, 1974;Kvick, Thomas & Koetzle, 1976) have shorter N...N contacts [3.009, 2.996 (2) and 3.058 (3)A, respectively[ than 2-aminopyridine while 2-amino-5-methylpyridine (Nahringbauer & Kvick, 1977) has a longer one [3.113 (2) A]. and the 'natural' state of the isolated calculations and parameters describing twist and molecule has pyramidal amino groups.…”
Section: H2~ Nh2mentioning
confidence: 99%
“…In 3-aminopyridine, which also forms single N(3)-H...N(1) bonds, the N...N distance is 3.123/~. Provided that substituents on the 2-aminopyridine ring exert more effect ortho and para than meta, the above line of reasoning explains why 2-amino-3-nitropyridine (Destro, Pilati & Simonetta, 1975), 2-amino-4-methylpyridine (Kvick & Noordik, 1977) and 2-amino-5-chloropyridine (Kvick & Back6us, 1974;Kvick, Thomas & Koetzle, 1976) have shorter N...N contacts [3.009, 2.996 (2) and 3.058 (3)A, respectively[ than 2-aminopyridine while 2-amino-5-methylpyridine (Nahringbauer & Kvick, 1977) has a longer one [3.113 (2) A]. and the 'natural' state of the isolated calculations and parameters describing twist and molecule has pyramidal amino groups.…”
Section: H2~ Nh2mentioning
confidence: 99%
“…In contrast, in the solid state structure of aminopyridinium, the C-N(H 2 ) bond is clearly longer than that in the ring [14]. The geometrical features of the amino-pyridinium cation (N1/N2/C9-C13) resemble those observed in other 2-aminopyridinium structures that are believed to be involved in amine-imine tautomerism [15]. However, previous studies show that a pyridinium cation always possesses an expanded C-N-C angle in comparison with pyridine itself [16].…”
Section: Resultsmentioning
confidence: 64%
“…In the cation, the N4-C11 bond in which they are similar to those in the HAMP cation (C 6 H 9 N 2 ) 2 [Sb 2 Cl 6 O] (Feng et al, 2007). In contrast, in the solid state structure of 2-amino-6-methyl-pyridine (AMP), the N-C bond out of the ring is clearly longer than that in the ring (Nahringbauer et al, 1977). The geometric features of HAMP cation [N7/N8/C19/C24] resemble those observed in other 2-aminopyridine structures (Jin et al, 2001) that are believed to be involved in amine-imine tautomerism (Inuzuka et al, 1986;Inuzuka et al, 1990;Ishikawa et al, 2002).…”
Section: Commentmentioning
confidence: 77%
“…For related structures, see: Albrecht et al (2003); Feng et al (2007); Inuzuka & Fujimoto (1986, 1990; Ishikawa et al (2002); Jin et al (2000Jin et al ( , 2001Jin et al ( , 2005; Luque et al (1997); Nahringbauer & Kvick (1977); Ren et al (2002); Rivas et al (2003); Salwa et al (2008); Xu et al (2006).…”
Section: Related Literaturementioning
confidence: 96%