Browse
Submit Data
Databases
API
Help

Dataset Information

26 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3,4-Bis[1-(prop-2-yn-yl)-1H-indol-3-yl]-1H-pyrrole-2,5-dione.

ABSTRACT: In the title mol-ecule, C26H17N3O2, both indole ring systems are essentially planar, with maximum deviations of 0.019?(2) and 0.033?(1)?Å for the N atoms, and form dihedral angles of 34.40?(9) and 45.06?(8)° with the essentially planar pyrrole ring [maximum deviation = 0.020?(2)?Å]. The dihedral angle between the two indole ring systems is 58.78?(6)°. In the crystal, mol-ecules are connected by pairs of N-H?O hydrogen bonds, forming inversion dimers and generating R 2 (2)(8) rings. Weak ?-? stacking inter-actions, with a centroid-centroid distance of 3.983?(2)?Å, are also observed.

SUBMITTER: Huang MH

PROVIDER: S-EPMC3685074 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3,4-Bis[1-(prop-2-yn-yl)-1H-indol-3-yl]-1H-pyrrole-2,5-dione.

Huang Mu-Hua MH Gao Yong-Chen YC Yang Feng-Ling FL Luo Yun-Jun YJ

Acta crystallographica. Section E, Structure reports online 20130518 Pt 6

In the title mol-ecule, C26H17N3O2, both indole ring systems are essentially planar, with maximum deviations of 0.019 (2) and 0.033 (1) Å for the N atoms, and form dihedral angles of 34.40 (9) and 45.06 (8)° with the essentially planar pyrrole ring [maximum deviation = 0.020 (2) Å]. The dihedral angle between the two indole ring systems is 58.78 (6)°. In the crystal, mol-ecules are connected by pairs of N-H⋯O hydrogen bonds, forming inversion dimers and generating R 2 (2)(8) rings. Weak π-π stac ...[more]

PMID: 23795093

Similar Datasets

3,4-Bis(4-meth-oxy-phen-yl)-2,5-dihydro-1H-pyrrole-2,5-dione.

Project description:In the title compound, C(18)H(15)NO(4), the benzene rings form quite different dihedral angles [16.07 (1) and 59.50 (1)°] with the central pyrrole ring, indicating a twisted mol-ecule. Conjugation is indicated between the five- and six-membered rings by the lengths of the C-C bonds which link them [1.462 (3) and 1.477 (3) Å]. The most prominent feature of the crystal packing is the formation of inversion dimers via eight-membered {⋯HNCO}(2) synthons.

| S-EPMC3344467 | biostudies-literature

3,4-Bis[4-(4-meth-oxy-phen-oxy)phen-yl]-1-methyl-1H-pyrrole-2,5-dione.

Project description:The title compound, C(31)H(25)NO(6), has a structure related to other 3,4-diaryl-substituted maleic anhydride derivatives which have been shown to be useful as photochromic materials. The dihedral angles between the maleimide ring system and the benzene rings bonded to it are 44.48 (3) and 17.89 (3)°, while the angles between each of the latter rings and the corresponding ether bridging connected meth-oxy-benzene rings are 78.61 (8) and 72.67 (7)°. In the crystal, the molecules are linked by C-H⋯O inter-actions.

| S-EPMC3200619 | biostudies-literature

3,4-Dibromo-2,5-bis-[(dieth-oxy-phosphor-yl)meth-yl]-1-phenyl-sulfonyl-1H-pyrrole.

Project description:In the title compound, C(20)H(29)Br(2)NO(8)P(2)S, the pyrrole ring is essentially planar, with a maximum deviation of 0.013 (3) Å for a C atom. The pyrrole ring is almost orthogonal to the sulfonyl-bound phenyl ring, with a dihedral angle 88.5 (2)°. Both P atoms exhibit distorted tetra-hedral configurations with O-P-O angles widened and O-P-C angles narrowed from the ideal tetra-hedral value. In the crystal, mol-ecules are linked into centrosymmetric dimers via C-H⋯O inter-actions, resulting in R(2) (2)(10) graph-set motifs which are further consolidated by R(2) (2)(13) graph-set ring motifs via C-H⋯O inter-actions, further resulting in chains of mol-ecules running parallel to the c axis; a phosphono O atom is involved in bifurcated hydrogen bonding. All the eth-oxy groups are disordered over two positions each with unequal site-occupancy factors.

| S-EPMC3200636 | biostudies-literature

1-(2-Meth-oxy-phen-yl)-1H-pyrrole-2,5-dione.

Project description:In the title compound, C(11)H(9)NO(3), the dihedral angle between the meth-oxy-benzene and 1H-pyrrole-2,5-dione rings is 75.60 (10)°. The C atom of the meth-oxy group is close to coplanar with its attached ring [deviation = 0.208 (2) Å]. In the crystal, weak aromatic π-π stacking [centroid-centroid separation = 3.8563 (13) Å] occurs between inversion-related pairs of benzene rings.

| S-EPMC3394061 | biostudies-literature

Tetra-ethyl 1,1'-(ethane-1,2-di-yl)bis-(2,5-dimethyl-1H-pyrrole-3,4-dicarboxyl-ate).

Project description:The asymmetric unit of the title compound, C(26)H(36)N(2)O(8), comprises two independent mol-ecules. In each mol-ecule, the two pyrrole rings are linked by a -CH(2)CH(2)- bridge, with dihedral angles between the two pyrrole rings of 14.5?(3) and 16.4?(3)° in the two mol-ecules. Each pyrrole ring carries 2- and 5-methyl substituents and eth-oxy-carbonyl groups at the 3- and 5-positions.

| S-EPMC3011439 | biostudies-literature

1-(2-Hy-droxy-eth-yl)-3-[(2-hy-droxy-eth-yl)amino]-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione.

Project description:There are four molecules in the asymmetric unit of the title compound, C(16)H(17)N(3)O(4), in which the dihedral angles between the indole ring system and maleimide ring are 4.5?(3), 8.3?(3), 8.4?(2) and 10.4?(2)°. In the crystal, mol-ecules are linked by numerous N-H?O and O-H?O hydrogen bonds, generating a three-dimensional network.

| S-EPMC3099822 | biostudies-other

1-(Prop-2-yn-yl)indoline-2,3-dione.

Project description:The structure of the title compound, C11H7NO2, is isotypic to that of its homologue, 1-octylindoline-2,3-dione [Qachchachi et al. (2013 ▶). Acta Cryst. E69, o1801]. The indoline ring and the two carbonyl O atoms are approximately coplanar, the largest deviation from the mean plane being 0.021 (1) Å for one of the O atoms. The mean plane through the fused ring system is nearly perpendicular to the propynyl group, as indicated by the N-C-C-C torsion angle of 77.9 (1)°. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds and π-π inter-actions between benzene rings [inter-centroid distance = 3.5630 (10) Å], forming a three-dimensional structure.

| S-EPMC3998508 | biostudies-literature

Three differently coloured polymorphs of 3,6-bis(4-chlorophenyl)-2,5-dipropyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione.

Project description:In this paper, the conformational polymorphism of a chlorinated diketopyrrolopyrrole (DPP) dye having flexible substituents in a non-hydrogen-bonding system is reported. The propyl-substituted DPP derivative (PR3C) has three polymorphic forms, each showing a different colour (red, orange and yellow). All polymorphs could be obtained concomitantly under various crystallization conditions. The results of the crystal structure analysis indicate that PR3C adopts different conformations in each polymorph. The packing effect caused by the difference in the arrangement of neighbouring molecules was found to play an important role in the occurrence of the observed polymorphism. The thermodynamic stability relationship between the three polymorphs was identified by thermal analysis and indicates that the yellow polymorph is the thermally stable form. The results indicate that the yellow form and orange form are enantiotropically related, and the other polymorph is monotropically related to the others.

| S-EPMC6549220 | biostudies-literature

3,4-Bis[4-(4-meth-oxy-phen-oxy)phen-yl]-2,5-dihydro-furan-2,5-dione.

Project description:In the crystal structure of the title compound, C(30)H(22)O(7), neighbouring benzene rings are twisted out of the plane of the five-membered ring by 27.30?(3) and 45.47?(3)°.

| S-EPMC3120473 | biostudies-literature

1,3-Bis(prop-2-yn-yl)-1H-1,3-benzimid-azol-2(3H)-one.

Project description:In the title compound, C(13)H(10)N(2)O, the fused-ring system is essentially planar, the largest deviation from the mean plane being 0.015?(1)?Å. The two propynyl groups are nearly perpendicular to the benzimidazole plane, making dihedral angles of 85?(3) and 80?(2)?°, and point in opposite directions. There are two short inter-molecular C-H?O contacts to the carbonyl O atom, one involving the acetyl-enic H atom and the other a H atom of the methyl-ene group.

| S-EPMC3089259 | 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