Browse
Submit Data
Databases
API
Help

Dataset Information

27 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl 5-meth-oxy-2-trifluoro-methyl-1H-indole-3-carboxyl-ate.

ABSTRACT: The title compound, C13H12F3NO3, is almost planar if one excludes the F atoms of the -CF3 group [maximum deviation for the other hetero atoms = 0.069?(1)?Å], and the dihedral angle between the pyrrole and benzene ring of the indole system is 2.54?(8)°. In the crystal, mol-ecules are linked by N-H?O hydrogen bonds, forming chains propagating along the a-axis direction. These chains are linked via C-H?O and C-H?F hydrogen bonds, forming a three-dimensional network.

SUBMITTER: Crochet A

PROVIDER: S-EPMC3588460 | biostudies-literature | 2013 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Ethyl 5-meth-oxy-2-trifluoro-methyl-1H-indole-3-carboxyl-ate.

Crochet Aurelien A Alimi Isak I Bochet Christian G CG Fromm Katharina M KM

Acta crystallographica. Section E, Structure reports online 20130202 Pt 3

The title compound, C13H12F3NO3, is almost planar if one excludes the F atoms of the -CF3 group [maximum deviation for the other hetero atoms = 0.069 (1) Å], and the dihedral angle between the pyrrole and benzene ring of the indole system is 2.54 (8)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming chains propagating along the a-axis direction. These chains are linked via C-H⋯O and C-H⋯F hydrogen bonds, forming a three-dimensional network. ...[more]

PMID: 23476533

Similar Datasets

Methyl 4-benz-yloxy-7-meth-oxy-1-methyl-1H-indole-2-carboxyl-ate.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C(19)H(19)NO(4). The indole unit in each mol-ecule is essentially planar, with mean deviations of 0.017 (1) and 0.013 (1) Å and forms dihedral angles of 50.17 (7) and 26.05 (6)° with the phenyl ring. In the crystal, mol-ecules are linked by weak C-H⋯π inter-actions.

| S-EPMC3414935 | biostudies-literature

Ethyl 2-[(N-meth-oxy-N-methyl-carbamo-yl)meth-yl]-1-(phenyl-sulfon-yl)-1H-indole-3-carboxyl-ate.

Project description:In the title compound, C(21)H(22)N(2)O(6)S, the phenyl ring forms a dihedral angle of 83.17?(7)° with the indole ring system. The methyl group of the ester unit is disordered over two positions with site occupancies of 0.635?(6) and 0.365?(6). In the crystal structure, weak intra-molecular C-H?O inter-actions and inter-molecular C-H?O, C-H?N and C-H?? inter-actions are observed.

| S-EPMC2961377 | biostudies-literature

Ethyl 2-(bromo-meth-yl)-5-meth-oxy-1-phenyl-sulfonyl-1H-indole-3-carboxyl-ate.

Project description:In the title compound, C(19)H(18)BrNO(5)S, the plane of the phenyl ring forms a dihedral angle of 76.99 (6)° with the indole ring system. The Br atom is disordered over two positions, with site-occupancy factors of 0.833 (14) and 0.167 (14). The mol-ecular structure is stabilized by weak intra-molecular C-H⋯O inter-actions and the crystal packing is stabilized by weak inter-molecular C-H⋯O inter-actions.

| S-EPMC2960959 | biostudies-literature

Ethyl 1-phenyl-2-[4-(trifluoro-meth-oxy)phen-yl]-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(23)H(17)F(3)N(2)O(3), an intra-molecular C-H⋯F hydrogen bond generates an S(6) ring motif. The essentially planar 1H-benzimidazole ring system [maximum deviation = 0.021 (2) Å] forms dihedral angles of 25.00 (10) and 62.53 (11)° with the trifluoro-meth-oxy-substituted benzene and phenyl rings, respectively. The twist of the ethyl acetate group from the least-squares plane of the 1H-benzimidazole ring system is defined by a C(=O)-O-C-C torsion angle of 79.5 (3)°. In the crystal, mol-ecules are linked into a two-dimensional network parallel to the bc plane by weak C-H⋯N and C-H⋯O hydrogen bonds. Weak C-H⋯π inter-actions also observed.

| S-EPMC3435731 | biostudies-literature

Ethyl 2-acetoxy-methyl-1-phenyl-sulfonyl-1H-indole-3-carboxyl-ate.

Project description:In the title compound, C(20)H(19)NO(6)S, the phenyl ring of the phenyl-sulfonyl group makes a dihedral angle of 83.35?(5)° with the indole ring system. The mol-ecular structure exhibits a number of short intramolecular C-H?O contacts.

| S-EPMC2970018 | biostudies-literature

Ethyl 4-{[1-(2,4-dichloro-benz-yl)-1H-1,2,3-triazol-4-yl]meth-oxy}-8-(trifluoro-meth-yl)quinoline-3-carboxyl-ate.

Project description:In the title compound, C(23)H(17)Cl(2)F(3)N(4)O(3), the triazole ring makes dihedral angles of 50.27?(6) and 82.78?(7)° with the quinoline ring system and the dichloro-substituted benzene ring. The dihedral angle between the quinoline and dichloro-substituted benzene rings is 38.17?(4)°. In the crystal, mol-ecules are linked via C-H?N, C-H?F and C-H?O hydrogen bonds into a three-dimensional network. The crystal is further consolidated by C-H?? contacts to the triazole ring and inversion-related ?-? inter-actions between the benzene and pyridine rings of quinoline systems [centroid-centroid distance = 3.7037?(7)?Å].

| S-EPMC3470374 | biostudies-literature

Ethyl 1-acetyl-1H-indole-3-carboxyl-ate.

Project description:The title compound, C(13)H(13)NO(3), was synthesized by acetyl-ation of ethyl 1H-indole-3-carboxyl-ate. The aromatic ring system of the mol-ecule is essentially planar, but the saturated ethyl group is also located within this plane and the overall r.m.s. deviation from planarity is only 0.034?Å. Pairs of C-H?O inter-actions connect mol-ecules into chains along the diagonal of the unit cell. Mol-ecules also form weakly connected dimers via ??? stacking inter-actions of the indole rings with centroid-centroid separations of 3.571?(1)?Å. C-H?? inter-actions between methyl-ene and methyl groups and the indole and benzene ring complete the directional inter-molecular inter-actions found in the crystal structure.

| S-EPMC2977149 | biostudies-literature

Ethyl 1,3-dimethyl-1H-indole-2-carboxyl-ate.

Project description:In the title compound, C(13)H(15)NO(2), the plane of the indole ring forms a dihedral angle of 5.26?(6)° with the ester group and the ethyl side-chain C atoms. The crystal packing is stabilized by weak inter-molecular C-H?O and C-H?? inter-actions.

| S-EPMC2959652 | biostudies-literature

Ethyl 1-phenyl-2-[4-(trifluoro-meth-yl)phen-yl]-1H-benzimidazole-5-carboxyl-ate.

Project description:The asymmetric unit of the title compound, C(23)H(17)F(3)N(2)O(2), contains two mol-ecules. In one of the mol-ecules, the phenyl and triflouromethyl-substituted benzene rings form dihedral angles of 52.05?(8) and 33.70?(8)°, respectively, with the benzimidazole ring system, while the dihedral angle between them is 58.24?(10)°. The corresponding values in the other mol-ecule are 58.40?(8), 25.90?(8) and 60.83?(10)°, respectively. In the crystal, mol-ecules are linked into chains along [100] by C-H?O and C-H?N hydrogen bonds. Aromatic ?-? stacking inter-actions [centroid-centroid distance = 3.6700?(12)?Å] also occur.

| S-EPMC3379430 | biostudies-literature

Methyl 5,6-dimeth-oxy-1H-indole-2-carboxyl-ate.

Project description:The title compound, C(12)H(13)NO(4), was prepared as a precursor to an indole derivative with possible anti-mitotic properties. The mol-ecule is very nearly planar; the maximum deviation of any non-H atom from the mean plane of the indole ring is 0.120?(3)?Å for each of two meth-oxy C atoms. The pairs of mol-ecules related by the inversion centre at (0,0,) are connected by two symmetry-equivalent N-H?O hydrogen bonds, while the pairs of mol-ecules related by the inversion centre at (0,0,0) exhibit a ?-stacking inter-action of the indole rings, with an inter-planar separation of 3.39?(3)?Å.

| S-EPMC2970210 | biostudies-other

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