Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate

In the title compound, C(14)H(13)N(3)O(2)S, the dihedral angle between the thio­phene and phenyl rings is 24.95 (8)°. The mol­ecular structure is consolidated by intra­molecular N—H⋯O and C—H⋯S inter­actions. The crystal structure features N—H⋯N and N—H⋯O hydrogen bonds forming centrosymmetric R (2)...

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Autores principales: El-Saghier, Ahmed M. M., Akkurt, Mehmet, Mohamed, Shaaban K., Horton, Peter N., Albayati, Mustafa R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793747/
https://www.ncbi.nlm.nih.gov/pubmed/24109334
http://dx.doi.org/10.1107/S1600536813018734
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author El-Saghier, Ahmed M. M.
Akkurt, Mehmet
Mohamed, Shaaban K.
Horton, Peter N.
Albayati, Mustafa R.
author_facet El-Saghier, Ahmed M. M.
Akkurt, Mehmet
Mohamed, Shaaban K.
Horton, Peter N.
Albayati, Mustafa R.
author_sort El-Saghier, Ahmed M. M.
collection PubMed
description In the title compound, C(14)H(13)N(3)O(2)S, the dihedral angle between the thio­phene and phenyl rings is 24.95 (8)°. The mol­ecular structure is consolidated by intra­molecular N—H⋯O and C—H⋯S inter­actions. The crystal structure features N—H⋯N and N—H⋯O hydrogen bonds forming centrosymmetric R (2) (2)(12) dimers, which are linked into a two-dimensional network parallel to (011) with an S(6)R (2) (2) S(6) motif. In addition, π–π stacking inter­actions [centroid–centroid distance = 3.7013 (12) Å] occur between the thio­phene and phenyl rings of adjacent mol­ecules.
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spelling pubmed-37937472013-10-09 Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate El-Saghier, Ahmed M. M. Akkurt, Mehmet Mohamed, Shaaban K. Horton, Peter N. Albayati, Mustafa R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(13)N(3)O(2)S, the dihedral angle between the thio­phene and phenyl rings is 24.95 (8)°. The mol­ecular structure is consolidated by intra­molecular N—H⋯O and C—H⋯S inter­actions. The crystal structure features N—H⋯N and N—H⋯O hydrogen bonds forming centrosymmetric R (2) (2)(12) dimers, which are linked into a two-dimensional network parallel to (011) with an S(6)R (2) (2) S(6) motif. In addition, π–π stacking inter­actions [centroid–centroid distance = 3.7013 (12) Å] occur between the thio­phene and phenyl rings of adjacent mol­ecules. International Union of Crystallography 2013-07-13 /pmc/articles/PMC3793747/ /pubmed/24109334 http://dx.doi.org/10.1107/S1600536813018734 Text en © El-Saghier et al. 2013 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
El-Saghier, Ahmed M. M.
Akkurt, Mehmet
Mohamed, Shaaban K.
Horton, Peter N.
Albayati, Mustafa R.
Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
title Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
title_full Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
title_fullStr Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
title_full_unstemmed Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
title_short Ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
title_sort ethyl 3-amino-5-anilino-4-cyano­thio­phene-2-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793747/
https://www.ncbi.nlm.nih.gov/pubmed/24109334
http://dx.doi.org/10.1107/S1600536813018734
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AT hortonpetern ethyl3amino5anilino4cyanothiophene2carboxylate
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