2-Amino-6-methylpyridinium 2,2,2-trichloroacetate

In the title molecular salt, C6H9N2+·C8H6NO4−, the cation is protonated at its pyridine N atom. In the crystal, the anions are connected by a pair of C—H...O contacts into [100] chains, which generateR22(11) loops and these chains are linkedviaanother C—H...O contact which encloses anR24(10) loop. Adjacent anions and cations are connected through N—H... O hydrogen bonds, generating anR22(8) loop. Two pairs of anions and cations are linked by N—H...O hydrogen bonds, forming a tetramer with anR22(8) loop motif. The packing also features weak C—H...π and π–π [centroid-to-centroid distances = 3.8972 (11) and 3.9549 (10) Å] interactions, which result in a three-dimensional network.

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“…1). The bond lengths are comparable with reported similar structures (Babu et al, 2014;Rajkumar et al, 2014).…”

Section: Structure Descriptionsupporting

confidence: 90%

2-Amino-4-methylpyridinium 2-(4-nitrophenyl)acetate

et al. 2016

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“…1, are comparable with those reported for similar structures (Babu et al, 2014;Sivakumar et al, 2016). The asymmetric unit contains a 2-amino-3-methylpyridinium cation, which is protonated at the pyridine N atom and a 4-methoxybenzoate anion which is deprotonated at the carboxyl group.…”

Section: Structure Descriptionsupporting

confidence: 73%

2-Amino-3-methylpyridinium 4-methoxybenzoate

et al. 2016

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In the title molecular salt, C 6 H 9 N 2 + ÁC 8 H 7 O 3 À , the cation is protonated at its pyridine N atom and is inclined by 3.39 (9) to the benzene ring of the anion, which is deprotonated at the carboxyl group. The methoxy group is twisted with respect to the benzene ring to which it is attached, the methyl C atom deviating from the ring plane by 0.023 (2) Å . In the crystal, the anions and cations are linked by two N-HÁ Á ÁO hydrogen bonds, forming an R 2 2 (8) ring motif. They are also linked by a weak offset -interaction [centroid-to-centroid distance = 3.890 (1) Å ]. The anions and cations are further connected through N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds, forming slabs parallel to (001). Structure descriptionPyridine derivatives have been shown to exhibit anticancer (Girgis et al. 2006) and antiviral (Hamdouchi et al., 1999) activities. As part of our studies in this area we synthesized the title compound and report herein on its synthesis and crystal structure.The geometric parameters of the title compound, Fig. 1, are comparable with those reported for similar structures (Babu et al., 2014;Sivakumar et al., 2016). The asymmetric unit contains a 2-amino-3-methylpyridinium cation, which is protonated at the pyridine N atom and a 4-methoxybenzoate anion which is deprotonated at the carboxyl group. They are linked by two N-HÁ Á ÁO hydrogen bonds, forming R 2 2 (8) ring-motifs (Table 1 and Fig. 2). They are also linked by a weak offset -interaction [Cg1Á Á ÁCg2 = 3.890 (1) Å , interplanar distance = 3.487 (1) Å , slippage = 1.896 Å , Cg1 and Cg2 are the centroids of rings C1-C6 and N1/C9-C13, respectively]. The benzene ring (C1-C6) makes a dihedral angle of 3.39 (9) with the pyridine ring (N1/C9-C13). The methoxy group is twisted with respect to the benzene ring, the methyl atom C17 deviating from the ring plane by 0.023 (2) Å . The mean plane of the methoxy group (C1/O1/C7) is twisted at an angle of 3.49 (17) with respect to the attached benzene ring.

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“…This protonation lead to the widening of the C5-N1-C1 angle of the pyridine ring to 122.79 (14)°, compared to 115.25 (13)° in the unprotonated aminopyridine (Anderson et al, 2005). This type of protonation is observed in various aminopyridine acid complexes (Babu et al, 2014;Karle et al, 2003).…”

Section: S1 Commentmentioning

confidence: 67%

“…For the crystal structures of related pyridine derivatives, see: Babu et al (2014); Anderson et al (2005); Karle et al (2003). For simple organic-inorganic salts containing strong intermolecular hydrogen bonds, see: Fu et al (2011); Sethuram et al (2013a,b); Shihabuddeen Syed et al (2013); Showrilu et al (2013); Huq et al (2013).…”

Section: Related Literaturementioning

confidence: 99%

“…Simple organic-inorganic salts containing strong intermolecular hydrogen bonds have attracted an attention as materials which display ferroelectric-paraelectric phase transitions (Fu et al, 2011;Sethuram, et al, 2013a,b;Huq, et al, 2013;Shihabuddeen Syed, et al, 2013;Showrilu, et al, 2013). As part of our ongoing investigations of pyridine derivatives (Babu et al, 2014), the title compound was synthesized and we report herein on its crystal structure.…”

Section: S1 Commentmentioning

confidence: 99%

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2-Amino-5-nitropyridinium hydrogen oxalate

Rajkumar¹,

Ss²,

Anbarasu³

et al. 2014

Acta Cryst E

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In the cation of the title molecular salt, C5H6N3O2 +·C2HO4 −, the dihedral angle between the aromatic ring and the nitro group is 3.5 (3)°; in the anion, the dihedral angle between the CO2 and CO2H planes is 10.5 (2)°. In the crystal, the anions are linked into [100] chains by O—H⋯O hydrogen bonds. The cations cross-link the chains by way of N—H⋯O hydrogen bonds and the structure is consolidated by C—H⋯O interactions.

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2-Amino-6-methylpyridinium 2,2,2-trichloroacetate

Cited by 13 publications

References 14 publications

2-Amino-4-methylpyridinium 2-(4-nitrophenyl)acetate

2-Amino-4-methylpyridinium 2-(4-nitrophenyl)acetate

2-Amino-3-methylpyridinium 4-methoxybenzoate

2-Amino-5-nitropyridinium hydrogen oxalate

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