Browse
Submit Data
Databases
API
Help

Dataset Information

13 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure and biological evaluation of 4-methyl-morpholin-4-ium 1,3-dimethyl-2,6-dioxo-5-(2,4,6-tri-nitro-phen-yl)-1,2,3,6-tetra-hydro-pyrimidin-4-olate.

ABSTRACT: The title mol-ecular salt, C5H12NO(+)·C12H8N5O9 (-) [common name: 4-methyl-morpholin-4-ium 1,3-dimethyl-5-(2,4,6-tri-nitro-phen-yl)barbiturate], possesses noticeable anti-convulsant and hypnotic activity. In the anion, the 1,3-di-methyl-barbituric acid ring and the symmetrically substituted tri-nitro-phenyl ring, linked via a C-C bond, are not coplanar but subtend an angle of 44.88?(7)°. The six-membered ring of the 4-methyl-morpholin-4-ium cation has a chair conformation. In the crystal, the cation and anion are linked via an N-H?O hydrogen bond. The cation-anion units are linked by a number of C-H?O hydrogen bonds, forming a three-dimensional network.

SUBMITTER: Gomathi J

PROVIDER: S-EPMC4459352 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure and biological evaluation of 4-methyl-morpholin-4-ium 1,3-dimethyl-2,6-dioxo-5-(2,4,6-tri-nitro-phen-yl)-1,2,3,6-tetra-hydro-pyrimidin-4-olate.

Gomathi Jeganathan J Kalaivani Doraisamyraja D

Acta crystallographica. Section E, Crystallographic communications 20150530 Pt 6

The title mol-ecular salt, C5H12NO(+)·C12H8N5O9 (-) [common name: 4-methyl-morpholin-4-ium 1,3-dimethyl-5-(2,4,6-tri-nitro-phen-yl)barbiturate], possesses noticeable anti-convulsant and hypnotic activity. In the anion, the 1,3-di-methyl-barbituric acid ring and the symmetrically substituted tri-nitro-phenyl ring, linked via a C-C bond, are not coplanar but subtend an angle of 44.88 (7)°. The six-membered ring of the 4-methyl-morpholin-4-ium cation has a chair conformation. In the crystal, the ca ...[more]

PMID: 26090161

Similar Datasets

Trimethyl-ammonium 2,6-dioxo-5-(2,4,6-trinitro-phen-yl)-1,2,3,6-tetra-hydro-pyrimidin-4-olate.

Project description:IN THE TITLE BARBITURATE SALT (TRIVIAL NAME: trimethyl-ammonium 2,4,6-trinitro-phenyl-barbiturate), C(3)H(10)N(+)·C(10)H(4)N(5)O(9) (-), the asymmetric unit contains two sets of anion-cation moieties. The dihedral angle between the rings in the anions are 44.0?(3) and 45.7?(3)°. Adjacent anions are connected into ribbons along [100] through R(2) (2)(8) ring motifs formed by N-H?O hydrogen bonds involving the barbiturate rings. Attached to both sides of these ribbons via N-H?O hydrogen bonds are the trimethyl-ammonium cations. C-H?O hydrogen bonds are also observed.

| S-EPMC3254393 | biostudies-other

N,N-Diethyl-2-hy-droxy-ethanaminium 2,6-dioxo-5-(2,4,6-trinitro-phen-yl)-1,2,3,6-tetra-hydro-pyrimidin-4-olate dihydrate.

Project description:In the title mol-ecular salt, C(6)H(16)NO(+)·C(10)H(4)N(5)O(9) (-)·2H(2)O, which crystallizes as a dihydrate, O-H?O hydrogen bonds link the barbiturate anion, the ethanaminium cation and the water mol-ecules of crystallization. The dihedral angle between the rings in the anion is 43.71?(8)°. In the crystal, an R(2) (2)(8) ring motif hydrogen-bonding pattern is also found involving inversion-related barbiturate rings with N-H?O hydrogen bonds. As a result of the various hydrogen bonds an infinite two-dimensional network, propagating in (10[Formula: see text]), is formed.

| S-EPMC3120611 | biostudies-literature

Trimethyl-ammonium 5-(2,4-dinitro-phenyl)-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-4-olate 0.125-hydrate.

Project description:The asymmetric unit of the title salt C3H10N(+)·C10H5N4O7 (-)·0.125H2O [trivial name: trimethyl-ammonium 5-(2,4-dinitro-phen-yl)barbiturate 0.125-hydrate], contains two independent cations, two independent anions and a 0.25-occupancy solvent water mol-ecule. 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 mol-ecule were not located nor included in the refinement.

| S-EPMC3629635 | biostudies-literature

N,N-Diethyl-anilinium 5-(2,4-dinitro-phen-yl)-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-4-olate.

Project description:The asymmetric unit of the title mol-ecular salt, C10H16N(+)·C10H5N4O7(-) (trivial name: N,N-diethyl-anilinium 2,4-dinitro-phenyl-barbiturate), comprises two anion-cation units. In the anions, the dinitro-phenyl 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 R2(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 inter-actions, forming a three-dimensional structure.

| S-EPMC3588294 | biostudies-literature

N,N-Diethyl-anilinium 5-(5-chloro-2,4-dinitro-phen-yl)-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-4-olate.

Project description:In the anion of the title salt, C10H16N(+)·C10H4ClN4O7(-) [trivial name = N,N-diethyl-anilinium 5-(3-chloro-4,6,-dinitro-phen-yl)barbiturate], the dihedral angle between the benzene and pyrimidine rings is 45.49?(6)°. The mean plane of the nitro group, which is ortho-substituted with respect to the pyrimidine ring, is twisted by 41.57?(13)° from the benzene ring, while the mean plane of the nitro group, which is para-substituted, is twisted by 14.41?(12)° from this ring. In the crystal, N-H?O hydrogen bonds link cations and anions into chains along [1-10]. Within the chains, inversion-related anionic barbiturate anions form R2(2)(8) ring motifs.

| S-EPMC3588430 | biostudies-literature

Crystal structure of tri-methyl-ammonium 5-(2,4-di-nitro-phen-yl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-4-olate.

Project description:The asymmetric unit of the title mol-ecular salt, C3H10N(+)·C12H9N4O7 (-) [alternative name: tri-methyl-ammonium 5-(2,4-di-nitro-phen-yl)-1,3-dimethyl barbiturate], contains one anion and two half-occupancy cations. The cations are disordered about inversion centres. The tetra-hydro-pyrimidine 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.

| S-EPMC4257181 | biostudies-other

Isoquinolinium 5-(2,4-di-nitro-phen-yl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-4-olate: crystal structure, Hirshfeld surface analysis and pharmacological evaluation.

Project description:The asymmetric unit of the title salt C9H8N(+)·C12H9N4O7 (-), which exhibits anti-convulsant and hypnotic activities, comprises one anion and one cation inter-acting via an N-H⋯O hydrogen bond. In the anion, the six-membered rings are inclined each to other at 42.78 (9)°. The nitro groups in the 2,4-di-nitro-phenyl fragment attached to the aromatic ring in the para and ortho positions are twisted from its plane by 3.1 (2) and 45.5 (2)°, respectively. In the crystal, weak C-H⋯O hydrogen bonds consolidate the crystal packing. The Hirshfeld surface analysis revealed that O⋯H/H⋯O inter-molecular contacts predominate in the crystal packing.

| S-EPMC4910318 | biostudies-literature

N,N-Diethyl-2-hy-droxy-ethanaminium 5-(5-chloro-2,4-dinitro-phen-yl)-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-4-olate hemihydrate.

Project description:The asymmetric unit of the title salt, C(6)H(16)NO(+)·C(10)H(4)ClN(4)O(7) (-)·0.5H(2)O, contains two cations, two anions and one water mol-ecule. In one independent anion, one nitro group is rotationally disordered over two orientations in a 0.657?(8):0.343?(8) ratio. In the crystal, inter-molecular N-H?O and O-H?O hydrogen bonds link all the components into ribbons extending along [100].

| S-EPMC3275279 | biostudies-other

Bis(2,4,6-tri-amino-pyrimidin-1-ium) sulfate penta-hydrate.

Project description:The asymmetric unit of the title salt, 2C4H8N5 (+)·SO4 (2-)·5H2O, contains four 2,4,6-tri-amino-pyrimidinium (TAPH(+)) cations, two sulfate anions and ten lattice water mol-ecules. Each two of the four TAPH(+) cations form dimers via N-H?N hydrogen bonds between the amino groups and the unprotonated pyrimidine N atoms [graph-set motif R 2 (2)(8)]. The (TAPH(+))2 dimers, in turn, form slightly offset infinite ?-? stacks parallel to [010], with centroid-centroid distances between pyrimidine rings of 3.5128?(15) and 3.6288?(16)?Å. Other amino H atoms, as well as the pyrimidinium N-H groups, are hydrogen-bonded to sulfate and lattice water O atoms. The SO4 (2-) anions and water mol-ecules are inter-connected with each other via O-H?O hydrogen bonds. The combination of hydrogen-bonding inter-actions and ?-? stacking leads to the formation of a three-dimensional network with alternating columns of TAPH(+) cations and channels filled with sulfate anions and water mol-ecules. One of the sulfate anions shows a minor disorder by a ca 37° rotation around one of the S-O bonds [occupancy ratio of the two sets of sites 0.927?(3):0.073?(3)]. One water mol-ecule is disordered over two mutually exclusive positions with an occupancy ratio of 0.64?(7):0.36?(7).

| S-EPMC3793762 | biostudies-literature

Diaqua-(2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-3-ide-4-carboxyl-ato-?N,O)(1,10-phenanthroline-?N,N')manganese(II).

Project description:The title compound, [Mn(C(5)H(2)N(2)O(4))(C(12)H(8)N(2))(H(2)O)(2)], was synthesized by the reaction of manganese(II) acetate and orotic acid in the presence of 1,10-phenanthroline. The crystal structure exhibits inter-molecular N-H?O and O-H?O hydrogen bonds . The Mn coordination environment consists of an N(3)O(3) donor set in an octa-hedral geometry.

| S-EPMC2960886 | biostudies-other

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data