2-(1H-Indol-3-ylmethylene)indane-1-one (original) (raw)

2002, Acta Crystallographica Section E Structure Reports Online

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The title molecule, 2-(1H-Indol-3-ylmethylene)indane-1-one (C18H13NO), has been structurally characterized, revealing a dihedral angle of 10.2° between its indole and indane moieties. The crystal structure features 1D chains stabilized by hydrogen bonding and non-covalent interactions. The synthesis involved a reaction between indol-3-carboxaldehyde and 1-indanone, yielding needle-shaped crystals suitable for X-ray diffraction.

Study of solid state structural and bonding features of (E)-1-(4-bromophenyl)-3-(1-H-indol-3-yl)-prop-2-en-1-one

Indian Journal of Chemistry -Section B (IJC-B), 2021

Single-crystal study of indolyl chalcone (E)-1-(4-bromophenyl)-3-(1-H-indol-3-yl)-prop-2-en-1-one is reported here. It has been synthesized by microwave assisted method from indole-3-carbaldehyde and 4-bromo acetophenone by Claisen-Schmidt reaction. IR, 1 H NMR and HRMS data is reported here. The crystalline structure of this compound is described within the sp. gr. I-4; its unit cell parameters are a = 23.9636(17)Å,b = 23.9636(17)Å,c = 5.1428(5)Å. Crystallographic study shows formation of hydrogen-bonded cyclic tetramer around a 2-fold axis and 4-fold roto-inversion axis through N1-H1•••O1 interactions between the indolic NH group as a hydrogen-bond donor and the carbonyl O atom as a hydrogenbond acceptor.

Synthesis and crystal structure of (E)-3-(2-methyl-1H-indol-3-yl)-1-(4-methylphenyl)propenone

Current Chemistry Letters, 2016

1H-indol-3-yl)-1-(4-methylphenyl)propenone has been prepared, and its crystal structure (C19H17NO, Mr = 275.34) has been determined by single-crystal X-ray diffraction analysis. The title compound crystallized in the triclinic system with space group P1 and unit cell parameters: a = 9.4014 (5) Å, b = 9.8347 (4) Å, c = 10.0318 (5) Å, α = 62.821 (3)°, β = 85.539 (3)°, γ = 65.262 (3)° and Z = 2. The final reliability index is 0.053 for the 2807 observed reflections. The title compound is linked through N-H•••O hydrogen bonds.

Ethyl 1-acetyl-1 H -indole-3-carboxylate

Acta Crystallographica Section E Structure Reports Online, 2009

Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.002 Å; R factor = 0.042; wR factor = 0.120; data-to-parameter ratio = 13.1.

3-Hydroxy-3-(2-oxo-2,3-dihydro-1H-indol-3-yl)-2,3-dihydro-1H-indol-2-one

IUCrData, 2017

The conformation of the title molecule, C16H12N2O3, is partly determined by an intramolecular C=O...π interaction between one carbonyl group and the five-membered ring of the other indolinone moiety. The crystal packing consists of layers parallel to (001) formed by a combination of N—H...O and O—H...O hydrogen bonds and π–π stacking interactions. Both the N—H...O and O—H...O hydrogen bonds generate inversion dimers.

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