Trimethylammonium 2,6-dioxo-5-(2,4,6-trinitrophenyl)-1,2,3,6-tetrahydropyrimidin-4-olate

The asymmetric unit of the title molecular salt, C3H10N+·C12H9N4O7 − [alternative name: trimethylammonium 5-(2,4-dinitrophenyl)-1,3-dimethyl barbiturate], contains one anion and two half-occupancy cations. The cations are disordered about inversion centres. The tetrahydropyrimidine ring is essentially planar [maximum deviation = 0.007 (2) Å] and forms a dihedral angle of 41.12 (6)° with the plane of the benzene ring. In the crystal, N—H⋯O hydrogen bonds link the cations to the anions.

Section: Related Literaturementioning

confidence: 99%

Crystal structure of trimethylammonium 5-(2,4-dinitrophenyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate

Gunaseelan¹,

Kalaivani²

2014

“…For the crystal structures of related barbiturates, see: Kalaivani & Malarvizhi (2009); Buvaneswari & Kalaivani (2011a,b); Kalaivani et al (2012); Babykala & Kalaivani (2012). For the biological activity of barbiturates, see: Hueso et al (2003); Kalaivani et al (2008); Tripathi (2009); Kalaivani & Buvaneswari (2010).…”

Section: Related Literaturementioning

confidence: 99%

“…The methylene group of barbituric acid [a pyrimidine derivative] is flanked on both sides by the electron-withdrawing carbonyl groups which makes the hydrogen atoms highly acidic. These acidic H atoms have been targeted by our group in the preparation of a number of extraordinarily stable barbiturates (Kalaivani & Malarvizhi, 2009;Buvaneswari & Kalaivani, 2011a;Kalaivani et al, 2012;Babykala & Kalaivani, 2012). We have reported on the crystal structure of a barbiturate related to the title molecular salt but derived from 1-chloro-2,4,6-trinitrobenzene (TNCB) and barbituric acid in the presence of N,N-diethylaniline (I) (Buvaneswari & Kalaivani, 2011b).…”

Section: S1 Commentmentioning

confidence: 99%

N,N-Diethylanilinium 5-(2,4-dinitrophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate

Kalaivani¹,

Mangaiyarkarasi²

2012

The asymmetric unit of the title molecular salt, C10H16N+·C10H5N4O7 − (trivial name: N,N-diethylanilinium 2,4-dinitrophenylbarbiturate), comprises two anion–cation units. In the anions, the dinitrophenyl ring and the mean plane of the barbiturate ring [planar to within 0.011 (2) and 0.023 (2) Å in the two anions] are inclined to one another by 41.47 (9) and 45.12 (9)°. In the crystal, the anions are linked via strong N—H⋯O hydrogen bonds, forming chains propagating along [10-1]. Within the chains, adjacent inversion-related anionic barbiturate entities are joined through R 2 2(8) ring motifs. The cations are linked to the chains via N—H⋯O hydrogen bonds. The chains are linked via a number of C—H⋯O interactions, forming a three-dimensional structure.

Trimethylammonium 5-(2,4-dinitrophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate 0.125-hydrate

Mangaiyarkarasi¹,

Kalaivani²

2013

The asymmetric unit of the title salt C3H10N+·C10H5N4O7 −·0.125H2O [trivial name: trimethylammonium 5-(2,4-dinitrophenyl)barbiturate 0.125-hydrate], contains two independent cations, two independent anions and a 0.25-occupancy solvent water molecule. In one of the cations, the C atoms are disordered over two sets of sites with refined occupancies of 0.538 (8) and 0.462 (8). In the anions, the dihedral angles between the pyrimidine and benzene rings are 42.77 (6) and 46.55 (7)°. In the crystal, N—H⋯O hydrogen bonds connect anions and cations into chains along [010]. Within these chains, R 2 2(8) ring motifs are formed by inversion-related barbiturate anions. The H atoms of the partial occupancy water molecule were not located nor included in the refinement.