Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Methyl 2-(1H-indole-3-carboxamido)-acetate.

ABSTRACT: The title compound, C(12)H(12)N(2)O(3), was synthesized by condensation of methyl amino-acetate with 3-trichloro-acetyl-indole. In the crystal, inter-molecular N-H?O hydrogen bonds link the mol-ecules into chains parallel to the b axis. The chains are further connected into a three-dimensional network by N-H?O hydrogen bonds involving the indole N atom. In the molecule, the indole skeleton is nearly planar [maximum deviation = 0.012?(1)?Å] and the mean plane of the amido group is twisted from the mean plane of indole ring by 17.2?(1)°.

SUBMITTER: Hu F

PROVIDER: S-EPMC3052031 | biostudies-other | 2011

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

Methyl 2-(1H-indole-3-carboxamido)-acetate.

Hu Fang F Zheng Le L Zeng Xiang Chao XC Li Kai Ping KP

Acta crystallographica. Section E, Structure reports online 20110226 Pt 3

The title compound, C(12)H(12)N(2)O(3), was synthesized by condensation of methyl amino-acetate with 3-trichloro-acetyl-indole. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into chains parallel to the b axis. The chains are further connected into a three-dimensional network by N-H⋯O hydrogen bonds involving the indole N atom. In the molecule, the indole skeleton is nearly planar [maximum deviation = 0.012 (1) Å] and the mean plane of the amido group is twisted from th ...[more]

PMID: 21522481

Similar Datasets

Methyl 3-(1H-indole-3-carboxamido)propionate hemihydrate.

Project description:The title compound, C(13)H(14)N(2)O(3)·0.5H(2)O, was synthesized by the condensation of methyl 3-amino-propionate with 3-trichloro-acetyl-indole. The two organic mol-ecules in the asymmetric unit are both close to planar, with r.m.s. deviations from the best fit plane through all of the non-H atoms of 0.004?(2)?Å for mol-ecule A and 0.006?(1)?Å for mol-ecule B. Also, the five- and six-membered rings of the indole systems are inclined at 1.67?(8) and 1.50?(8)° in mol-ecules A and B, respectively. In the crystal structure, the organic molecules are connected by inter-molecular N-H?O hydrogen bonds, forming chains. O-H?O and N-H?O hydrogen-bond inter-actions involving the water molecules inter-link these chains, forming double chains approximately parallel to the a axis.

| S-EPMC2979597 | biostudies-literature

5-Methyl-1H-indole-3-carbaldehyde.

Project description:The title mol-ecule, C(10)H(9)NO, is almost planar with an r.m.s. deviation for all non-H atoms of 0.0115?Å. In the crystal, mol-ecules are connected through N-H?O hydrogen bonds into chains running along [021]. The chains are further connected via C-H?? inter-actions, forming layers in the bc plane.

| S-EPMC3435712 | biostudies-literature

2-Azido-methyl-3-methyl-1-phenyl-sulfonyl-1H-indole.

Project description:In the title compound, C(16)H(14)N(4)O(2)S, the plane of the indole ring is twisted by 70.4?(2)° with respect to the plane of the azidomethyl- substituent. As a result of the electron-withdrawing character of the phenyl-sulfonyl groups, the N-C bond lengths are slightly longer than the anti-cipated value of approximately 1.355?Å for an N atom with a planar configuration. The indole ring is essentially planar, with a maximum deviation of 0.0296?Å. The azide group is almost linear, the N-N-N angle being 171.4?(3)°. The methyl group on the azide-substituted C atom is in a flagpole position. The phenyl ring of the sulfonyl substituent makes a dihedral angle of 87.07?(10)° with the best plane of the indole moiety. The crystal packing is stabilized by inter-molecular C-H?O inter-actions, which link the mol-ecules into infinite chains running parallel to the b axis. The crystal packing is further stabilized by C-H?? inter-actions.

| S-EPMC3200696 | biostudies-literature

2-Chloro-methyl-3-methyl-1-phenyl-sulfonyl-1H-indole.

Project description:In the title compound, C(16)H(14)ClNO(2)S, the phenyl ring makes a dihedral angle of 78.1 (1)° with the indole ring system. The mol-ecular structure is stabilized by weak intra-molecular C-H⋯O inter-actions. The crystal structure exhibits weak inter-molecular C-H⋯O, C-H⋯π and π-π [centroid-centroid distances = 3.620 (1)-3.794 (1) Å] inter-actions.

| S-EPMC2970994 | biostudies-literature

Methyl (1H-pyrrol-2-ylcarbonyl-amino)acetate.

Project description:In the crystal structure of the title compound, C(8)H(10)N(2)O(3), mol-ecules are linked by N-H?O hydrogen bonds, forming ribbons of centrosymmetric dimers extending along the c axis.

| S-EPMC2959470 | biostudies-literature

3-Methyl-1-tosyl-1H-indole-2-carbaldehyde.

Project description:The title indole derivative, C(17)H(15)NO(3)S, crystallizes with two independent mol-ecules in the asymmetric unit. The benzene ring of the tosyl group is almost perpedicular to the indole ring in both mol-ecules, with inter-planar angles of 82.60?(5)° and 81.82?(6)°. The two mol-ecules are, as a consequence, able to form an almost centrosymmetric non-bonded dimer, in which the molecules are linked by pairs of C-H?? inter-actions. The crystal structure displays a three-dimensional network of C-H?O inter-actions. A ?-? inter-action occurs between inversion-related indole rings with a centroid-centroid distance of 3.6774?(16)?Å and an inter-planar angle of 1.53?(15)°. This inter-action leads to a stacking of mol-ecules along the a axis.

| S-EPMC3569754 | biostudies-literature

Methyl 2-(2-methyl-4-nitro-1H-imidazol-1-yl)acetate.

Project description:In the crystal of the title compound, C7H9N3O4, mol-ecules are linked by weak C-H⋯O hydrogen bonds into chains along the a-axis direction. The dihedral angle between the ring and the nitro group is 3.03 (6), while that between the ring and the acetate group is 85.01 (3)°.

| S-EPMC3684924 | biostudies-literature

5-Benz-yloxy-3-methyl-1-tosyl-1H-indole.

Project description:The title compound, C23H21NO3S, represents one of the few examples of a 5-substituted indole with a toluene-sulfonyl group bonded to the N atom. The benzyl group adopts a synclinal geometry with respect to the indole ring [dihedral angle = 59.95?(4)°], while the tolyl ring is oriented close to perpendicular to the indole ring, making a dihedral angle of 81.85?(3)°. The indole N atom exhibits a slight pyramidalization.

| S-EPMC3685113 | biostudies-literature

2-Methyl-1-phenyl-1H-indole-3-carbo-nitrile.

Project description:In the title compound, C(16)H(12)N(2), the dihedral angle between the indole ring system and the pendant phenyl ring is 64.92?(5)°. The crystal packing features aromatic ?-? stacking [centroid-centroid separation = 3.9504?(9)?Å] and C-H?? inter-actions.

| S-EPMC3247318 | biostudies-literature

3-(2-Methyl-2-nitro-prop-yl)-1H-indole.

Project description:In the title compound, C(12)H(14)N(2)O(2), the indole ring is essentially planar, with an r.m.s. deviation of 0.0136?Å. In the crystal, pairs of N-H?O hydrogen bonds link the mol-ecules into inversion dimers..

| S-EPMC3379343 | 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