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1-(2-Methyl-5-nitro­phenyl)guanidinium picrate

In the crystal structure of the title salt, C(8)H(11)N(4)O(2) (+)·C(6)H(2)N(3)O(7) (−), the pictrate anion participates in extensive hydrogen bonding with the guanidinium ion group of the cation, linking the mol­ecules through N(+)—H⋯O(−) hydrogen bonds and inter­molecular N—H⋯O and C—H⋯O inter­acti...

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Detalles Bibliográficos
Autores principales: Jasinski, Jerry P., Butcher, Ray J., Swamy, M. T., Yathirajan, H. S., Ramesha, A. R.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971333/
https://www.ncbi.nlm.nih.gov/pubmed/21578381
http://dx.doi.org/10.1107/S1600536809037647
Descripción
Sumario:In the crystal structure of the title salt, C(8)H(11)N(4)O(2) (+)·C(6)H(2)N(3)O(7) (−), the pictrate anion participates in extensive hydrogen bonding with the guanidinium ion group of the cation, linking the mol­ecules through N(+)—H⋯O(−) hydrogen bonds and inter­molecular N—H⋯O and C—H⋯O inter­actions. These hydrogen-bonding configurations involve two three-centre/bifurcated bonds [N—H⋯(O,O)] that are observed between two N atoms from the guanidinium ion group of the cation and the o-NO(2) and phenolate O atoms of the picrate anion. In addition, π–π inter­actions also contribute to the crystal packing, with a centroid-to-centroid distance of 3.693 (6) Å and a slippage angle of 1.614°. A significant number of conformational differences are observed between the salt in the crystal structure and the models obtained by density functional theory (DFT) calculations of the geometry-optimized structure.