Low-temperature study of 3-acetylindole at 110 K

Abstract

The title compound, C(10)H(9)NO, contains an acetyl group that is nearly coplanar with the indole ring system, with an angle between the planes of the heterocyclic ring and the acetyl group of 1.75 (17) degrees . The planes of the benzene and pyrrole rings in the indole system make a dihedral angle of 2.05 (11) degrees . Each molecule in the unit cell is linked through N-H...O hydrogen bonds to two other molecules, forming hydrogen-bonded chains in the [101] direction with graph set C(6). The significance of this study lies in the analysis of the interactions occurring via hydrogen bonds in this structure, as well as in the comparison drawn between the molecular structure of the title compound and those of several other indole derivatives possessing a 3-carbonyl group. The correlation between the IR spectrum of this compound and the structural data is also discussed.

6-Chloro-2-oxindole: X-ray and DFT-calculated study

“…The structure determination of 6-chloro-2-oxindole, (I), is part of a series of structure determinations of indole derivatives (Hachuła et al, 2008(Hachuła et al, , 2011. There is considerable chemical interest in the development of oxindole derivatives because the heterocyclic ring of oxindole (indolin-2-one) is the basic nucleus of a number of alkaloids (e.g.…”

“…3,3-dimethylindolin-2-one (Lipkowski et al, 1995), 3,3-dichloroindolin-2-one (Zukerman-Schpector et al, 1993), 2,3indolinedione (Bocelli & Grenier-Loustalot, 1982) and 5-hydroxyindolin-2-one (Wei et al, 2004)] and in other indole derivatives [e.g. indole-3-carboxaldehyde (Ng, 2007), 3-acetylindole (Hachuła et al, 2008), 3-acetyl-1-methoxyindole (Acheson et al, 1980), indole-3-carboxylic acid (Smith et al, 2003) and indole-3-acetic acid (Karle et al, 1964)]. This is consistent with electron delocalization from the N atom towards the carbonyl group.…”

Redetermination oftrans-β-hydromuconic acid

“…trans--Hydromuconic acid and adipic acid were the subjects of a study of the generation mechanism of the IR spectra of hydrogen-bonded molecular crystals (Flakus & Jabłoń ska, 2004;Flakus et al, 2006;Flakus & Hachuła, 2008;Hachuła, Pyzik, Nowak & Kusz, 2008). The IR spectra measurements of polycrystalline and monocrystalline samples of dicarboxylic acid derivatives, as well as theoretical analysis of the results, mainly focused on spectral effects corresponding to the intensity distribution, the influence of temperature, the linear dichroism and the isotopic substitution of deuterium in the above-mentioned molecules measured in the frequency range of the hydrogen and deuterium stretching vibration bands, viz.…”