2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile

The title compound, C(16)H(15)N(3)O(2)S, was synthesized by the reaction of 2-amino-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile and o-fluoro­nitro­benzene. The thio­phene and nitro­phenyl rings and amino and carbonitrile groups are coplanar with a maximum deviation of 0.046 (2) Å...

Descripción completa

Detalles Bibliográficos
Autores principales: de Lima, Maria do Carmo A., Mendonça Junior, Francisco J. B., Galdino, Suely L., Pitta, Ivan R., de Simone, Carlos A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979624/
https://www.ncbi.nlm.nih.gov/pubmed/21579437
http://dx.doi.org/10.1107/S1600536810017149
_version_ 1782191457701986304
author de Lima, Maria do Carmo A.
Mendonça Junior, Francisco J. B.
Galdino, Suely L.
Pitta, Ivan R.
de Simone, Carlos A.
author_facet de Lima, Maria do Carmo A.
Mendonça Junior, Francisco J. B.
Galdino, Suely L.
Pitta, Ivan R.
de Simone, Carlos A.
author_sort de Lima, Maria do Carmo A.
collection PubMed
description The title compound, C(16)H(15)N(3)O(2)S, was synthesized by the reaction of 2-amino-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile and o-fluoro­nitro­benzene. The thio­phene and nitro­phenyl rings and amino and carbonitrile groups are coplanar with a maximum deviation of 0.046 (2) Å and a dihedral angle of 0.92 (6)° between the rings. The cyclo­hepta ring adopts a chair conformation. Intra­molecular N—H⋯O and C—H⋯S inter­actions occur. In the crystal, the mol­ecules form layers that are linked by π–π stacking inter­actions between the thio­phene and benzene rings [centroid–centroid distances = 3.7089 (12) and 3.6170 (12) Å].
format Text
id pubmed-2979624
institution National Center for Biotechnology Information
language English
publishDate 2010
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-29796242010-12-30 2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile de Lima, Maria do Carmo A. Mendonça Junior, Francisco J. B. Galdino, Suely L. Pitta, Ivan R. de Simone, Carlos A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(15)N(3)O(2)S, was synthesized by the reaction of 2-amino-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile and o-fluoro­nitro­benzene. The thio­phene and nitro­phenyl rings and amino and carbonitrile groups are coplanar with a maximum deviation of 0.046 (2) Å and a dihedral angle of 0.92 (6)° between the rings. The cyclo­hepta ring adopts a chair conformation. Intra­molecular N—H⋯O and C—H⋯S inter­actions occur. In the crystal, the mol­ecules form layers that are linked by π–π stacking inter­actions between the thio­phene and benzene rings [centroid–centroid distances = 3.7089 (12) and 3.6170 (12) Å]. International Union of Crystallography 2010-05-15 /pmc/articles/PMC2979624/ /pubmed/21579437 http://dx.doi.org/10.1107/S1600536810017149 Text en © Lima et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
de Lima, Maria do Carmo A.
Mendonça Junior, Francisco J. B.
Galdino, Suely L.
Pitta, Ivan R.
de Simone, Carlos A.
2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile
title 2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile
title_full 2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile
title_fullStr 2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile
title_full_unstemmed 2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile
title_short 2-(2-Nitro­anilino)-5,6,7,8-tetra­hydro-4H-cyclo­hepta­[b]thio­phene-3-carbonitrile
title_sort 2-(2-nitro­anilino)-5,6,7,8-tetra­hydro-4h-cyclo­hepta­[b]thio­phene-3-carbonitrile
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979624/
https://www.ncbi.nlm.nih.gov/pubmed/21579437
http://dx.doi.org/10.1107/S1600536810017149
work_keys_str_mv AT delimamariadocarmoa 22nitroanilino5678tetrahydro4hcycloheptabthiophene3carbonitrile
AT mendoncajuniorfranciscojb 22nitroanilino5678tetrahydro4hcycloheptabthiophene3carbonitrile
AT galdinosuelyl 22nitroanilino5678tetrahydro4hcycloheptabthiophene3carbonitrile
AT pittaivanr 22nitroanilino5678tetrahydro4hcycloheptabthiophene3carbonitrile
AT desimonecarlosa 22nitroanilino5678tetrahydro4hcycloheptabthiophene3carbonitrile

Ejemplares similares