Browse
Submit Data
Databases
API
Help

Dataset Information

18 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl 3-(10-bromo-anthracen-9-yl)-5-methyl-1,2-oxazole-4-carboxyl-ate.

ABSTRACT: In the title compound, C21H16BrNO3, the mean planes of the anthracene tricycle and isoxazole ring are inclined to each other at a dihedral angle of 72.12?(7)°. The carb-oxy group is slightly out of the isoxazole mean plane, with a maximum deviation of 0.070?(5)?Å for the carbonyl O atom. In the crystal, pairs of weak C-H?O hydrogen bonds link the mol-ecules into dimers, and weak C-H?N inter-actions further link these dimers into corrugated layers parallel to the bc plane.

SUBMITTER: Li C

PROVIDER: S-EPMC4004437 | biostudies-literature | 2013 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Ethyl 3-(10-bromo-anthracen-9-yl)-5-methyl-1,2-oxazole-4-carboxyl-ate.

Li Chun C Campbell Michael J MJ Weaver Matthew J MJ Duncan Nathan S NS Hunting Janet L JL Natale Nicholas R NR

Acta crystallographica. Section E, Structure reports online 20131123 Pt 12

In the title compound, C21H16BrNO3, the mean planes of the anthracene tricycle and isoxazole ring are inclined to each other at a dihedral angle of 72.12 (7)°. The carb-oxy group is slightly out of the isoxazole mean plane, with a maximum deviation of 0.070 (5) Å for the carbonyl O atom. In the crystal, pairs of weak C-H⋯O hydrogen bonds link the mol-ecules into dimers, and weak C-H⋯N inter-actions further link these dimers into corrugated layers parallel to the bc plane. ...[more]

PMID: 24860293

Similar Datasets

Ethyl 3-(9-chloro-10-oxo-9,10-di-hydro-anthracen-9-yl)-5-methyl-isoxazole-4-carboxyl-ate.

Project description:The asymmetric unit of the title compound, C21H16ClNO4, contains two independent mol-ecules (A and B), each adopting a conformation wherein the isoxazole ring is roughly orthogonal to the anthrone ring. The dihedral angle between the mean plane of the isoxazole (all atoms) and the mean plane of the anthrone (all atoms) is 88.48?(3)° in one mol-ecule and 89.92?(4)° in the other. The ester is almost coplanar with the isoxazole ring, with mean-plane dihedral angles of 2.48?(15) and 8.62?(5)°. In both mol-ecules, the distance between the ester carbonyl O atom and the anthrone ketone C atom is about 3.3?Å. The anthrone ring is virtually planar (r.m.s. deviations of 0.070 and 0.065?Å) and adopts a shallow boat conformation in each mol-ecule, as evidenced by the sum of the six intra-B-ring torsion angles [41.43?(15) and 34.38?(15)° for molecules A and B, respectively]. The closest separation between the benzene moieties of anthrones A and B is 5.1162?(7)?Å, with an angle of 57.98?(5)°, consistent with an edge-to-face ?-stacking inter-action. In the crystal, weak C-H?O and C-H?N inter-actions link the mol-ecules, forming a three-dimensional network.

| S-EPMC3998422 | biostudies-literature

Ethyl 5-((1E)-1-{(E)-2-[1-(4-eth-oxy-carbonyl-3-methyl-1,2-oxazol-5-yl)ethyl-idene]hydrazin-1-yl-idene}eth-yl)-3-methyl-1,2-oxazole-4-carboxyl-ate.

Project description:The complete mol-ecule of the title compound, C(18)H(22)N(4)O(6), is generated by the application of a twofold axis of symmetry. Twists are evident in the mol-ecule, i.e. between each -C=N-N group and the adjacent oxazole ring [dihedral angle = 46.08?(12) °] and between the latter and attached ester group [excluding the terminal methyl group; dihedral angle = 24.4?(7) °]. In the crystal, C-H?O and ?-? [3.5990?(11)?Å] contacts connect mol-ecules into supra-molecular arrays in the ac plane. These stack along the b axis, being connected by weak ?-? [3.3903?(11)?Å] inter-actions.

| S-EPMC3200773 | 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

(E)-Methyl 3-(10-bromo-anthracen-9-yl)acrylate.

Project description:In the title mol-ecule, C18H13BrO2, the anthracene unit forms an angle of 46.91?(2)° with the mean plane of the methyl acrylate moiety. In the crystal, the mol-ecules arrange themselves into strands parallel to [010] and, due to the crystal symmetry, there are eight strands crossing the unit cell. In each strand, mol-ecules form short C-H?O and C-H?? contacts and have their anthracene groups parallel to each other. Neighboring strands, related by a c-glide operation, are connected via C-H?O inter-actions and form a layer parallel to (100). The arrangement of the acrylate and anthracene groups in the crystal do not allow for [2 + 2] or [4 + 4] cyclo-addition.

| S-EPMC3770404 | biostudies-literature

Ethyl 5-methyl-imidazo[1,2-a]pyridine-2-carboxyl-ate.

Project description:The title compound, C(11)H(12)N(2)O(2), was synthesized from the reaction of 6-methyl-pyridin-2-amine and ethyl 3-bromo-2-oxopropionate. In the mol-ecular structure, the six- and five-membered rings are individually almost planar with r.m.s. deviations of 0.003 and 0.002?Å, respectively. The two rings are almost coplanar, the dihedral angle between their planes being 1.4?(3)°. Inter-molecular C-H?O and C-H?N hydrogen bonds are present in the crystal structure.

| S-EPMC3007311 | biostudies-literature

2-Bromo-ethyl 2-chloro-6-methyl-quinoline-3-carboxyl-ate.

Project description:In the title compound, C(13)H(11)BrClNO(2), the two rings of the quinoline group are fused in an axial fashion at a dihedral angle of 1.28 (9)°. In the crystal, molecules are arranged in zigzag layers along the c axis. The crystal packing is stabilized by weak C-H⋯O hydrogen bonds and inter-molecular inter-actions between Br and O atoms [Br⋯O= 3.076 (2) Å], resulting in the formation of a three-dimensional network.

| S-EPMC2983929 | biostudies-literature

tert-Butyl 3-(8-bromo-4H,10H-1,2-oxazolo[4,3-c][1]benzoxepin-10-yl)-2-methyl-1H-indole-1-carboxyl-ate.

Project description:In the title compound, C(25)H(23)BrN(2)O(4), the seven-membered ring adopts a twisted-boat conformation. The indole ring system is planar within 0.021?(2)?Å and the ester group [-C(=O)-O-C-] is almost coplanar with it [dihedral angle = 3.0?(2)°]. The conformation of the ester group is influenced by intra-molecular C-H?O inter-actions. In the crystal structure, mol-ecules are linked into chains along the b axis by C-H?N hydrogen bonds.

| S-EPMC3007347 | biostudies-literature

rac-Ethyl 6-hy-droxy-6-methyl-3-oxo-4-phenyl-1,3,4,5,6,7-hexa-hydro-benzo[c][1,2]oxazole-5-carboxyl-ate.

Project description:In the title compound, C(17)H(19)NO(5), the cyclo-hexene ring is in a half-chair conformation and the isoxazole ring in an envelope conformation with the N atom as the flap. The C atoms in the 4- and 6-positions are of the same absolute configuration, whereas the C atom in the 5-position is of the opposite configuration, i.e. (4S*,5R*,6S*). The methyl fragment of the eth-oxy-carbonyl group at position 5 is disordered over two sets of sites in a 0.60:0.40 ratio. The crystal packing displays inter-molecular N-H?O and O-H?O hydrogen bonds.

| S-EPMC3247417 | biostudies-literature

Ethyl 4-(3-bromo-phen-yl)-6-methyl-2-oxo-1,2,3,4-tetra-hydro-pyrimidine-5-carboxyl-ate.

Project description:In the title compound, C(14)H(15)BrN(2)O(3), the dihydro-pyrimidin-one ring adopts a boat conformation. In the crystal, adjacent mol-ecules are linked through N-H?O hydrogen bonds forming an R(2) (2)(8) ring motif and generating a zigzag chain extending in [010].

| S-EPMC3011541 | biostudies-literature

Ethyl 2-methyl-4-phenyl-pyrido[1,2-a]benzimidazole-3-carboxyl-ate.

Project description:The title compound, C(21)H(18)N(2)O(2), was synthesized using a novel tandem annulation reaction between (1H-benzimidazol-2-yl)(phen-yl)methanone and (E)-ethyl 4-bromo-but-2-enoate under mild conditions. The dihedral angles between the mean planes of the five-membered imidazole ring and the pyridine, benzene and phenyl rings are 0.45?(6), 1.69?(1) and 70.96?(8)°, respectively. In the crystal, mol-ecules are linked through inter-molecular C-H?N hydrogen bonds.

| S-EPMC3247584 | biostudies-literature

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