Unknown

Dataset Information

0

2-(4-Chloro-3,3,7-trimethyl-2,3-dihydro-1H-indol-2-yl-idene)-2-cyano-acetamide.

ABSTRACT: Reaction of 2-(4-chloro-3,3,7-trimethyl-2,3-dihydro-1H-indol-2-yl-idene)propane-dial with hydroxyl-amine gives the title compound, C(14)H(14)ClN(3)O, in which the ring N atom is essentially planar [sum of angles around the ring N atom = 361°], indicating conjugation with the 2-cyano-acryl-amide unit. The orientation of the acetamide group arises from intra-molecular hydrogen bonding between the indole N-H and carbonyl groups. In the crystal, inversion-related acetamide groups form N-H?O hydrogen-bonded dimers in graph-set R(2) (2)(8) motifs, whilst dimers are also formed by pairs of amine-nitrile N-H?N hydrogen bonds in R(2) (2)(12) motifs. These inter-actions together generate ribbons that propagate along the b-axis direction.

SUBMITTER: Helliwell M 

PROVIDER: S-EPMC3254566 | biostudies-literature | 2012 Jan

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

2-(4-Chloro-3,3,7-trimethyl-2,3-dihydro-1H-indol-2-yl-idene)-2-cyano-acetamide.

Helliwell Madeleine M   Baradarani Mehdi M MM   Alyari Maryam M   Afghan Arash A   Joule John A JA  

Acta crystallographica. Section E, Structure reports online 20111223 Pt 1

Reaction of 2-(4-chloro-3,3,7-trimethyl-2,3-dihydro-1H-indol-2-yl-idene)propane-dial with hydroxyl-amine gives the title compound, C(14)H(14)ClN(3)O, in which the ring N atom is essentially planar [sum of angles around the ring N atom = 361°], indicating conjugation with the 2-cyano-acryl-amide unit. The orientation of the acetamide group arises from intra-molecular hydrogen bonding between the indole N-H and carbonyl groups. In the crystal, inversion-related acetamide groups form N-H⋯O hydrogen  ...[more]

Similar Datasets

Unknown (2Z)-N-(2-Chloro-benz-yl)-2-(2-oxo-2,3-dihydro-1H-indol-3-yl-idene)hydrazinecarbothio-amide.
| S-EPMC3435743 | biostudies-literature
Unknown 2-(4-{3-[1-(3-Bromo-prop-yl)-3,3-dimethyl-2,3-dihydro-1H-indol-2-yl-idene]prop-1-en-yl}-3-cyano-5,5-dimethyl-2,5-dihydro-furan-2-yl-idene)malononitrile.
| S-EPMC2969784 | biostudies-literature
Unknown Diethyl 2-oxo-3-(2-oxo-2,3-dihydro-1H-indol-3-yl-idene)butane-dioate.
| S-EPMC2980112 | biostudies-literature
Unknown N'-(5-Fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl-idene)benzene-sulfono-hydrazide.
| S-EPMC2961184 | biostudies-literature
Unknown 4-Chloro-N'-[(3Z)-2-oxo-2,3-di-hydro-1H-indol-3-yl-idene]benzohydrazide.
| S-EPMC3914087 | biostudies-literature
Unknown 2-Chloro-N-[1-(4-chloro-phen-yl)-3-cyano-1H-pyrazol-5-yl]acetamide.
| S-EPMC3515326 | biostudies-literature
Unknown (Z)-4-Hexyl-1-(5-nitro-2-oxo-2,3-dihydro-1H-indol-3-yl-idene)thio-semicarbazide.
| S-EPMC2971449 | biostudies-literature
Unknown 5-Methyl-N'-[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-yl-idene]-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide.
| S-EPMC3629624 | biostudies-literature
Unknown 2-Chloro-N-[3-cyano-1-(3,4-dichloro-phen-yl)-1H-pyrazol-5-yl]acetamide.
| S-EPMC3344093 | biostudies-literature
Unknown Bis[1,3-bis-(2,4,6-trimethyl-phen-yl)-2,3-dihydro-1H-imidazol-2-yl-idene]dinitros-yl(tetra-hydro-borato-?H,H')tungsten(0).
| S-EPMC3050354 | biostudies-literature