2-(4-Aminobenzenesulfonamido)-4,6-dimetylpyrimidin-1-ium 2-carboxy-4,6-dinitrophenolate

Smith, Graham & Wermuth, Urs D. (2013) 2-(4-Aminobenzenesulfonamido)-4,6-dimetylpyrimidin-1-ium 2-carboxy-4,6-dinitrophenolate. Acta Crystallographica. Section E: Structure Reports Online, 69(4), o472-o472.

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Abstract

In the structure of the of the phenolate salt of the sulfa drug sulfamethazine with 3,5-dinitrosalicylic acid, C12H15N4O2S+ C7H3N2O7-, the dihedral angle between the pyrimidine and phenyl rings of the cation is 59.70(17)\%. Cation--anion hydrogen-bonding interactions involving pyrimidine N+-H...O(carboxyl) and amine N-H...O(carboxyl) pairs give a cyclic R2/2(8) motif while secondary N-H...O hydrogen bonds between the aniline group and both sulfone and nitro O-atom acceptors give a two-dimensional structure extending along (001).

Impact and interest:

3 citations in Scopus
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ID Code: 58823
Item Type: Journal Article
Refereed: Yes
Keywords: sulfamethazine, 3,5-dinitrosalicylic acid , proton transfer, crystal structure, hydrogen bonding
DOI: 10.1107/S1600536813005631
ISSN: 1600-5368
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 02 Apr 2013 06:51
Last Modified: 23 Apr 2013 23:20

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