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2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)

In the title compound, 2C(24)H(21)N(3)S·C(6)H(6), the two independent Schiff base mol­ecules (A and B) in the asymmetric unit differ in the orientation of the tetra­hydro­benzothio­phene ring system with respect to the carbazole ring system by 180° rotation about the C—C bond in the C—C=N—C linkage....

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Autores principales: Fun, Hoong-Kun, Goh, Jia Hao, Asiri, Abdullah M., Khan, Salman A., Khan, Khalid A.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979233/
https://www.ncbi.nlm.nih.gov/pubmed/21579233
http://dx.doi.org/10.1107/S1600536810014947
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author Fun, Hoong-Kun
Goh, Jia Hao
Asiri, Abdullah M.
Khan, Salman A.
Khan, Khalid A.
author_facet Fun, Hoong-Kun
Goh, Jia Hao
Asiri, Abdullah M.
Khan, Salman A.
Khan, Khalid A.
author_sort Fun, Hoong-Kun
collection PubMed
description In the title compound, 2C(24)H(21)N(3)S·C(6)H(6), the two independent Schiff base mol­ecules (A and B) in the asymmetric unit differ in the orientation of the tetra­hydro­benzothio­phene ring system with respect to the carbazole ring system by 180° rotation about the C—C bond in the C—C=N—C linkage. The two mol­ecules also differ in the orientation of the ethyl groups [C—N—C—C torsion angle of 90.7 (3)° in mol­ecule A, and −79.4 (3)° in mol­ecule B]. In mol­ecule B, two methyl­ene C atoms of the cyclo­hexene ring are disordered over two sites with occupancies of 0.58 (1) and 0.42 (1). The cyclo­hexene rings in both mol­ecules adopt half-chair conformations. The dihedral angle between the thio­phene ring and the carbazole ring system is 8.07 (9)° in mol­ecule A [3.10 (9)° in mol­ecule B]. In the crystal structure, the independent mol­ecules are linked into dimers by inter­molecular C—H⋯N hydrogen bonds. In addition, C—H⋯π inter­actions are observed.
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spelling pubmed-29792332010-12-30 2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1) Fun, Hoong-Kun Goh, Jia Hao Asiri, Abdullah M. Khan, Salman A. Khan, Khalid A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, 2C(24)H(21)N(3)S·C(6)H(6), the two independent Schiff base mol­ecules (A and B) in the asymmetric unit differ in the orientation of the tetra­hydro­benzothio­phene ring system with respect to the carbazole ring system by 180° rotation about the C—C bond in the C—C=N—C linkage. The two mol­ecules also differ in the orientation of the ethyl groups [C—N—C—C torsion angle of 90.7 (3)° in mol­ecule A, and −79.4 (3)° in mol­ecule B]. In mol­ecule B, two methyl­ene C atoms of the cyclo­hexene ring are disordered over two sites with occupancies of 0.58 (1) and 0.42 (1). The cyclo­hexene rings in both mol­ecules adopt half-chair conformations. The dihedral angle between the thio­phene ring and the carbazole ring system is 8.07 (9)° in mol­ecule A [3.10 (9)° in mol­ecule B]. In the crystal structure, the independent mol­ecules are linked into dimers by inter­molecular C—H⋯N hydrogen bonds. In addition, C—H⋯π inter­actions are observed. International Union of Crystallography 2010-04-28 /pmc/articles/PMC2979233/ /pubmed/21579233 http://dx.doi.org/10.1107/S1600536810014947 Text en © Fun 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
Fun, Hoong-Kun
Goh, Jia Hao
Asiri, Abdullah M.
Khan, Salman A.
Khan, Khalid A.
2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
title 2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
title_full 2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
title_fullStr 2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
title_full_unstemmed 2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
title_short 2-[(1Z)-(9-Ethyl-9H-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
title_sort 2-[(1z)-(9-ethyl-9h-carbazol-3-yl)methyl­eneamino]-4,5,6,7-tetra­hydro-1-benzothio­phene-3-carbonitrile–benzene (2/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979233/
https://www.ncbi.nlm.nih.gov/pubmed/21579233
http://dx.doi.org/10.1107/S1600536810014947
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