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Crystal structure and thermal behaviour of pyridinium styphnate.

Muthulakshmi S, Kalaivani D - Acta Crystallogr E Crystallogr Commun (2015)

Bottom Line: The nitro group flanked by the phenolate ion and the phenolic -OH group deviates noticeably from the benzene ring, subtending a dihedral angle of 89.2 (4)°.The other two nitro groups deviate only slightly from the plane of the benzene ring, making dihedral angles of 2.8 (4) and 3.4 (3)°.Impact friction sensitivity tests and TGA/DTA studies on the title mol-ecular salt imply that it is an insensitive high-energy-density material.

View Article: PubMed Central - HTML - PubMed

Affiliation: PG and Research Department of Chemistry, Seethalakshmi Ramaswami College, Tiruchirappalli 620 002, Tamil Nadu, India.

ABSTRACT
In the crystal structure of the title mol-ecular salt, C5H6N(+)·C6H2N3O8 (-) (systematic name: pyridinium 3-hy-droxy-2,4,6-tri-nitro-phenolate), the pyridin-ium cation and the 3-hy-droxy-2,4,6-tri-nitro-phenolate anion are linked through bifurcated N-H⋯(O,O) hydrogen bonds, forming an R 1 (2)(6) ring motif. The nitro group para with respect to phenolate ion forms an intra-molecular hydrogen bond with the adjacent phenolic -OH group, which results in an S(6) ring motif. The nitro group flanked by the phenolate ion and the phenolic -OH group deviates noticeably from the benzene ring, subtending a dihedral angle of 89.2 (4)°. The other two nitro groups deviate only slightly from the plane of the benzene ring, making dihedral angles of 2.8 (4) and 3.4 (3)°. In the crystal, the 3-hy-droxy-2,4,6-tri-nitro-phenolate anions are linked through O-H⋯O hydrogen bonds, forming chains along [100]. These anionic chains, to which the cations are attached, are linked via C-H⋯O hydrogen bonds, forming a three-dimensional structure. Impact friction sensitivity tests and TGA/DTA studies on the title mol-ecular salt imply that it is an insensitive high-energy-density material.

No MeSH data available.


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A view along the b axis of the crystal packing of the title mol­ecular salt. Hydrogen bonds are shown as dashed lines (see Table 1 ▸ for details).
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fig3: A view along the b axis of the crystal packing of the title mol­ecular salt. Hydrogen bonds are shown as dashed lines (see Table 1 ▸ for details).

Mentions: In the crystal, the cation and anion are linked via bifurcated N—H⋯(O,O) hydrogen bonds forming an (6) ring motif (Table 1 ▸ and Figs. 1 ▸ and 2 ▸). Inversion-related anions are connected through pairs of C—H⋯O hydrogen bonds, forming dimers enclosing an (10) ring motif. The phenolate oxygen, O7, is also bifurcated and forms hydrogen bonds with the protonated nitro­gen atom, N4, of the pyridinium moiety and the C—H H atom adjacent to the protonated nitro­gen atom, forming an (5) ring motif. The combination of these various N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds leads to the formation of a three-dimensional structure (Table 1 ▸ and Figs. 2 ▸ and 3 ▸).


Crystal structure and thermal behaviour of pyridinium styphnate.

Muthulakshmi S, Kalaivani D - Acta Crystallogr E Crystallogr Commun (2015)

A view along the b axis of the crystal packing of the title mol­ecular salt. Hydrogen bonds are shown as dashed lines (see Table 1 ▸ for details).
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4384612&req=5

fig3: A view along the b axis of the crystal packing of the title mol­ecular salt. Hydrogen bonds are shown as dashed lines (see Table 1 ▸ for details).
Mentions: In the crystal, the cation and anion are linked via bifurcated N—H⋯(O,O) hydrogen bonds forming an (6) ring motif (Table 1 ▸ and Figs. 1 ▸ and 2 ▸). Inversion-related anions are connected through pairs of C—H⋯O hydrogen bonds, forming dimers enclosing an (10) ring motif. The phenolate oxygen, O7, is also bifurcated and forms hydrogen bonds with the protonated nitro­gen atom, N4, of the pyridinium moiety and the C—H H atom adjacent to the protonated nitro­gen atom, forming an (5) ring motif. The combination of these various N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds leads to the formation of a three-dimensional structure (Table 1 ▸ and Figs. 2 ▸ and 3 ▸).

Bottom Line: The nitro group flanked by the phenolate ion and the phenolic -OH group deviates noticeably from the benzene ring, subtending a dihedral angle of 89.2 (4)°.The other two nitro groups deviate only slightly from the plane of the benzene ring, making dihedral angles of 2.8 (4) and 3.4 (3)°.Impact friction sensitivity tests and TGA/DTA studies on the title mol-ecular salt imply that it is an insensitive high-energy-density material.

View Article: PubMed Central - HTML - PubMed

Affiliation: PG and Research Department of Chemistry, Seethalakshmi Ramaswami College, Tiruchirappalli 620 002, Tamil Nadu, India.

ABSTRACT
In the crystal structure of the title mol-ecular salt, C5H6N(+)·C6H2N3O8 (-) (systematic name: pyridinium 3-hy-droxy-2,4,6-tri-nitro-phenolate), the pyridin-ium cation and the 3-hy-droxy-2,4,6-tri-nitro-phenolate anion are linked through bifurcated N-H⋯(O,O) hydrogen bonds, forming an R 1 (2)(6) ring motif. The nitro group para with respect to phenolate ion forms an intra-molecular hydrogen bond with the adjacent phenolic -OH group, which results in an S(6) ring motif. The nitro group flanked by the phenolate ion and the phenolic -OH group deviates noticeably from the benzene ring, subtending a dihedral angle of 89.2 (4)°. The other two nitro groups deviate only slightly from the plane of the benzene ring, making dihedral angles of 2.8 (4) and 3.4 (3)°. In the crystal, the 3-hy-droxy-2,4,6-tri-nitro-phenolate anions are linked through O-H⋯O hydrogen bonds, forming chains along [100]. These anionic chains, to which the cations are attached, are linked via C-H⋯O hydrogen bonds, forming a three-dimensional structure. Impact friction sensitivity tests and TGA/DTA studies on the title mol-ecular salt imply that it is an insensitive high-energy-density material.

No MeSH data available.


Related in: MedlinePlus