Literature DB >> 21579227

2-Amino-4-meth-oxy-6-methyl-pyrimidin-1-ium picrate.

Jerry P Jasinski, Ray J Butcher, H S Yathirajan, B Narayana, K Prakash Kamath.   

Abstract

In the title salt, C(6)H(10)N(3)O(+)·C(6)H(2)N(3)O(7) (-), the dihedral angle between the mean planes of the benzene and pyridine rings is 3.1 (1)°. In the cation, the meth-oxy group is almost coplanar with the pyridine ring [C-O-C-N = -0.6 (2)°]. The p-nitro [C-C-N-O = -1.17 (19)°] and one o-nitro [C-C-N-O = 1.83 (19)°] group in the anion are essentially coplanar with the benzene ring. The other disordered o-nitro group containing the major occupancy [0.868 (6)] O atom is twisted -29.0 (2)° from the mean plane of the benzene ring. A bifurcated N-H⋯(O.O) hydrogen bond and weak C-H⋯O intermolecular inter-action between the cation and anion produce a network of infinite O-H⋯O-H⋯O-H chains along the c axis in the [101] plane which helps to establish crystal packing. Comparison to a DFT computational calculation indicates that significant conformational changes occur in the free state.

Entities:  

Year:  2010        PMID: 21579227      PMCID: PMC2979045          DOI: 10.1107/S1600536810014583

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


  5 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  (R)-1-Phenylethylammonium 6-amino-5-nitropyrimidine-2,4(1H,3H)-dionate (R)-1-phenylethylamine hemisolvate: hydrogen-bonded sheets of ions with pendent solvent molecules.

Authors:  Christopher Glidewell; John N Low; Manuel Melguizo; Antonio Quesada
Journal:  Acta Crystallogr C       Date:  2003-04-10       Impact factor: 1.172

3.  Regiospecific synthesis of 3-substituted imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[1,2-c]pyrimidine.

Authors:  Alan R Katritzky; Yong-Jiang Xu; Hongbin Tu
Journal:  J Org Chem       Date:  2003-06-13       Impact factor: 4.354

4.  Hydrogen bonding in 2-amino-4-methoxy-6-methylpyrimidine, 2-benzylamino-4-benzyloxy-6-methylpyrimidine and 4-benzylamino-2,6-bis(benzyloxy)pyrimidine: pi-stacked chains of fused R22(8) rings, and centrosymmetric R22(8) dimers.

Authors:  Christopher Glidewell; John N Low; Manuel Melguizo; Antonio Quesada
Journal:  Acta Crystallogr C       Date:  2002-12-10       Impact factor: 1.172

5.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
  5 in total
  4 in total

1.  Supra-molecular patterns and Hirshfeld surface analysis in the crystal structure of bis-(2-amino-4-meth-oxy-6-methyl-pyrimidinium) isophthalate.

Authors:  Muthaiah Jeevaraj; Palaniyappan Sivajeyanthi; Bellarmin Edison; Kaliyaperumal Thanigaimani; Kasthuri Balasubramani; Ibrahim Abdul Razak
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-09-29

2.  Crystal structure and Hirshfeld surface analysis of 2-amino-4-meth-oxy-6-methyl-pyrimidinium 2-hy-droxy-benzoate.

Authors:  Muthaiah Jeevaraj; Palaniyappan Sivajeyanthi; Bellarmin Edison; Kaliyaperumal Thanigaimani; Kasthuri Balasubramani; Ibrahim Abdul Razak
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-08-08

3.  Crystal structure, hydrogen bonding and Hirshfeld surface analysis of 2-amino-4-meth-oxy-6-methyl-pyrimidinium 4-chloro-benzoate.

Authors:  Muthaiah Jeevaraj; Palaniyappan Sivajeyanthi; Bellarmin Edison; Kaliyaperumal Thanigaimani; Kasthuri Balasubramani
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-04-12

4.  3-Chloro-4-fluoro-anilinium picrate.

Authors:  Balladka K Sarojini; Badiadka Narayana; Hemmige S Yathirajan; Thomas Gerber; Benjamin van Brecht; Richard Betz
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-01-16
  4 in total

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