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4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone

The title mol­ecule, C(26)H(22)N(4)S, is composed of three main parts, viz. a triphenyl­amine group is connected to a phenyl ring by a thio­semicarbazone moiety. The C= N double bond has an E conformation. The crystal packing is dominated by strong hydrogen bonds through the thio­semicarbazone moiet...

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Autores principales: Mendoza-Meroño, Rafael, Menéndez-Taboada, Laura, García-Granda, Santiago
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414326/
https://www.ncbi.nlm.nih.gov/pubmed/22904859
http://dx.doi.org/10.1107/S160053681203053X
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author Mendoza-Meroño, Rafael
Menéndez-Taboada, Laura
García-Granda, Santiago
author_facet Mendoza-Meroño, Rafael
Menéndez-Taboada, Laura
García-Granda, Santiago
author_sort Mendoza-Meroño, Rafael
collection PubMed
description The title mol­ecule, C(26)H(22)N(4)S, is composed of three main parts, viz. a triphenyl­amine group is connected to a phenyl ring by a thio­semicarbazone moiety. The C= N double bond has an E conformation. The crystal packing is dominated by strong hydrogen bonds through the thio­semicarbazone moiety, with pairs of N—H⋯S hydrogen bonds linking the mol­ecules to form inversion dimers with an R (2) (2)(8) ring motif. An intra­molecular N—H⋯N hydrogen bond is also present, generating an S(5) ring motif. Although the structure contains four phenyl rings, π–π stacking inter­actions are not formed between them, probably due to the conformation adopted by the triphenyl­amine group. However, a weak π–π stacking inter­action is observed between the phenyl ring and the delocalized thio­semicarbazone moiety.
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spelling pubmed-34143262012-08-17 4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone Mendoza-Meroño, Rafael Menéndez-Taboada, Laura García-Granda, Santiago Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(26)H(22)N(4)S, is composed of three main parts, viz. a triphenyl­amine group is connected to a phenyl ring by a thio­semicarbazone moiety. The C= N double bond has an E conformation. The crystal packing is dominated by strong hydrogen bonds through the thio­semicarbazone moiety, with pairs of N—H⋯S hydrogen bonds linking the mol­ecules to form inversion dimers with an R (2) (2)(8) ring motif. An intra­molecular N—H⋯N hydrogen bond is also present, generating an S(5) ring motif. Although the structure contains four phenyl rings, π–π stacking inter­actions are not formed between them, probably due to the conformation adopted by the triphenyl­amine group. However, a weak π–π stacking inter­action is observed between the phenyl ring and the delocalized thio­semicarbazone moiety. International Union of Crystallography 2012-07-10 /pmc/articles/PMC3414326/ /pubmed/22904859 http://dx.doi.org/10.1107/S160053681203053X Text en © Mendoza-Meroño et al. 2012 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
Mendoza-Meroño, Rafael
Menéndez-Taboada, Laura
García-Granda, Santiago
4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
title 4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
title_full 4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
title_fullStr 4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
title_full_unstemmed 4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
title_short 4-(Diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
title_sort 4-(diphenyl­amino)­benzaldehyde 4-phenyl­thio­semicarbazone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414326/
https://www.ncbi.nlm.nih.gov/pubmed/22904859
http://dx.doi.org/10.1107/S160053681203053X
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