Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

5-Amino-3-methyl-1,2-oxazole-4-carbonitrile.

ABSTRACT: In the title compound, C(5)H(5)N(3)O, the isoxazole ring is essentially planar, with a maximum deviation of 0.007 (1) Å from the least-squares plane. The N atom of the amine group exhibits sp(2) character (sum of bond angles around this atom = 358°). In the crystal, mol-ecules are aggregated by two kinds of N-H⋯N hydrogen bonds into fused R(2) (2)(12) and R(6) (6)(26) rings, forming a slightly puckered two-dimensional array lying parallel to (101).

SUBMITTER: Shoghpour S

PROVIDER: S-EPMC3414977 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

5-Amino-3-methyl-1,2-oxazole-4-carbonitrile.

Shoghpour Samad S Keykha Amir A Amiri Rudbari Hadi H Rahimizadeh Mohammad M Bakavoli Mehdi M Pourayoubi Mehrdad M Nicolò Francesco F

Acta crystallographica. Section E, Structure reports online 20120725 Pt 8

In the title compound, C(5)H(5)N(3)O, the isoxazole ring is essentially planar, with a maximum deviation of 0.007 (1) Å from the least-squares plane. The N atom of the amine group exhibits sp(2) character (sum of bond angles around this atom = 358°). In the crystal, mol-ecules are aggregated by two kinds of N-H⋯N hydrogen bonds into fused R(2) (2)(12) and R(6) (6)(26) rings, forming a slightly puckered two-dimensional array lying parallel to (101). ...[more]

PMID: 22904964

Similar Datasets

1-Methyl-3-(2-methyl-phen-yl)-3,3a,4,9b-tetra-hydro-1H-chromeno[4,3-c][1,2]oxazole-3a-carbonitrile.

Project description:In the title compound, C(19)H(18)N(2)O(2), the five-membered isoxazole ring adopts an envelope conformation and the deviation of the N atom from the mean plane of the isoxazole ring is -0.3256 (11) Å. The pyran ring adopts a half-chair conformation. The isoxazole ring forms dihedral angles of 44.07 (7) and 84.23 (7)° with the pyran and methyl-benzene rings, respectively. The mol-ecular structure is stabilized by weak C-H⋯π inter-actions.

| S-EPMC3099941 | biostudies-literature

3-Chloro-methyl-6,7-dimethyl-1,2-benz-oxazole.

Project description:In the title compound, C(10)H(10)ClNO, the benzoisoxazole ring is almost planar (r.m.s. deviation = 0.0121 Å) and the chloro substituent in the side chain is anti-clinal relative to the N-C bond of the isoxazole ring. In the crystal, adjacent mol-ecules are linked via a pair of weak C-H⋯N hydrogen bonds, forming dimers through a cyclic R(2) (2)(8) association.

| S-EPMC3470366 | biostudies-literature

5-(3-Methyl-phen-yl)-3-phenyl-1,2-oxazole.

Project description:In the title compound, C(16)H(13)NO, the isoxazole ring makes dihedral angles of 16.64 (7)° with 3-methyl-phenzyl ring and 17.60 (7)° with the unsubstituted phenyl ring.

| S-EPMC3151775 | biostudies-literature

5-Methyl-1,2-oxazole-3-carb-oxy-lic acid.

Project description:In the crystal structure of the title compound, C(5)H(5)NO(3), all the non-H atoms are approximately coplanar: the carb-oxy O atoms deviating by 0.013 (2) and -0.075 (2) Å from the isoxazole ring plane. In the crystal, the molecules form inversion dimers linked by pairs of O-H⋯O hydrogen bonds and the dimers stack via π-π inter-actions [centroid-centroid distance = 3.234 (2) Å].

| S-EPMC3201508 | biostudies-literature

N-(2,4-Difluoro-phen-yl)-5-methyl-1,2-oxazole-4-carboxamide hemihydrate.

Project description:In the title compound, C(11)H(8)F(2)N(2)O(2)·0.5H(2)O, the dihedral angle between the benzene and isoxazole rings is 8.08 (3)°. In the crystal, the components are linked by O-H⋯N and N-H⋯O hydrogen bonds, in which the water mol-ecule acts as both a donor and an acceptor, into a tape with an R(4) (4)(16) graph-set motif along the a axis. The water mol-ecule is located on a twofold rotation axis. The methyl H atoms were treated as disordered groups over two sites with a refined site-occupancy ratio of 0.48 (6):0.52 (6).

| S-EPMC3414190 | biostudies-literature

N-(2,6-Dichloro-phen-yl)-5-methyl-1,2-oxazole-4-carboxamide monohydrate.

Project description:In the title compound, C(11)H(8)Cl(2)N(2)O(2)·H(2)O, the dihedral angle between the benzene and isoxazole rings is 59.10 (7)°. In the crystal, the components are linked by N-H⋯O and O-H⋯O hydrogen bonds into a three-dimensional network. The crystal structure is further stabilized by π-π stacking inter-actions [centroid-centroid distance = 3.804 (2) Å].

| S-EPMC3238872 | biostudies-literature

Regioselective synthesis of methyl 5-(<i>N</i>-Boc-cycloaminyl)-1,2-oxazole-4-carboxylates as new amino acid-like building blocks.

Project description:A convenient and efficient synthesis of novel achiral and chiral heterocyclic amino acid-like building blocks was developed. Regioisomeric methyl 5-(N-Boc-cycloaminyl)-1,2-oxazole-4-carboxylates were prepared by the reaction of β-enamino ketoesters (including azetidine, pyrrolidine or piperidine enamines) with hydroxylamine hydrochloride. Unambiguous structural assignments were based on chiral HPLC analysis, 1H, 13C, and 15N NMR spectroscopy, HRMS, and single-crystal X-ray diffraction data.

| S-EPMC8767561 | biostudies-literature

Crystal structure of ethyl 3-(4-chloro-phen-yl)-5-[(E)-2-(di-methyl-amino)-ethen-yl]-1,2-oxazole-4-carboxyl-ate.

Project description:In the title compound, C16H17ClN2O3, two mol-ecules, A and B, with different conformations, comprise the asymmetric unit. In mol-ecule A, the C=O group of the ester points away from the benzene ring [C-C-C=O = -170.8 (3)°], whereas in mol-ecule B, it points back towards the benzene ring [C-C-C=O = 17.9 (4)°]. The dihedral angles betweeen the oxazole and benzene rings also differ somewhat [46.26 (13) for mol-ecule A and 41.59 (13) for mol-ecule B]. Each mol-ecule features an intra-molecular C-H⋯O inter-action, which closes an S(6) ring. In the crystal, the B mol-ecules are linked into [001] C(12) chains by weak C-H⋯Cl inter-actions.

| S-EPMC4719961 | biostudies-literature

2-Methyl-6-(trifluoro-meth-yl)imidazo[1,2-a]pyridine-3-carbonitrile.

Project description:In the title compound, C(10)H(6)F(3)N(3), the imidazo[1,2-a]pyridine group is essentially planar with a maximum deviation of 0.021 (1) Å. The F atoms in the trifluoro-methyl group and the methyl H atoms are each disordered over two sets of sites with refined site occupancies of 0.68 (1):0.32 (1). In the crystal, mol-ecules are linked into infinite chains through two C-H⋯N inter-actions forming R(2) (2)(12) and R(2) (2)(8) hydrogen-bond ring motifs. These chains are stacked along the a axis.

| S-EPMC3052008 | biostudies-literature

6'-Amino-3'-methyl-11H,2'H-spiro-[indeno-[1,2-b]quinoxaline-11,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile ethanol monosolvate.

Project description:In the title spiro-indeno-quinoxaline compound, C(22)H(14)N(6)O·C(2)H(6)O, the five-membered ring of the indene unit and the pyran ring are perpendicular [89.11 (3)°]. In the crystal, N-H⋯N hydrogen bonds connect the spiro-indeno-quinoxaline mol-ecules, and the ethanol solvent mol-ecules complete the hydrogen-bond network via O-H⋯N and N-H⋯O inter-actions.

| S-EPMC3393959 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

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