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(E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone
The title compound, C(13)H(9)Cl(3)N(2), was obtained from a condensation reaction of benzaldehyde and 2,4,6-trichlorophenylhydrazine. The molecule assumes an E configuration with the phenyl ring and trichlorophenyl ring located on opposite sides of the C=N bond. The phenyl ring is oriented at a...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051786/ https://www.ncbi.nlm.nih.gov/pubmed/21523176 http://dx.doi.org/10.1107/S160053681100328X |
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author | Huang, Yan-Lan Li, Deng-Feng Sun, Jian Gao, Jin-Hua Shan, Shang |
author_facet | Huang, Yan-Lan Li, Deng-Feng Sun, Jian Gao, Jin-Hua Shan, Shang |
author_sort | Huang, Yan-Lan |
collection | PubMed |
description | The title compound, C(13)H(9)Cl(3)N(2), was obtained from a condensation reaction of benzaldehyde and 2,4,6-trichlorophenylhydrazine. The molecule assumes an E configuration with the phenyl ring and trichlorophenyl ring located on opposite sides of the C=N bond. The phenyl ring is oriented at a dihedral angle of 42.58 (12)° with respect to the tricholorophenyl ring. In the crystal, the molecules are linked via N—H⋯N hydrogen bonds, forming supramolecular chains running along the c axis. π–π stacking is present between parallel trichlorophenyl rings of adjacent molecules, the face-to-face and centroid–centroid distances being 3.369 (14) and 3.724 (2) Å, respectively. |
format | Text |
id | pubmed-3051786 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30517862011-04-26 (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone Huang, Yan-Lan Li, Deng-Feng Sun, Jian Gao, Jin-Hua Shan, Shang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(9)Cl(3)N(2), was obtained from a condensation reaction of benzaldehyde and 2,4,6-trichlorophenylhydrazine. The molecule assumes an E configuration with the phenyl ring and trichlorophenyl ring located on opposite sides of the C=N bond. The phenyl ring is oriented at a dihedral angle of 42.58 (12)° with respect to the tricholorophenyl ring. In the crystal, the molecules are linked via N—H⋯N hydrogen bonds, forming supramolecular chains running along the c axis. π–π stacking is present between parallel trichlorophenyl rings of adjacent molecules, the face-to-face and centroid–centroid distances being 3.369 (14) and 3.724 (2) Å, respectively. International Union of Crystallography 2011-01-29 /pmc/articles/PMC3051786/ /pubmed/21523176 http://dx.doi.org/10.1107/S160053681100328X Text en © Huang et al. 2011 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 Huang, Yan-Lan Li, Deng-Feng Sun, Jian Gao, Jin-Hua Shan, Shang (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
title | (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
title_full | (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
title_fullStr | (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
title_full_unstemmed | (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
title_short | (E)-Benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
title_sort | (e)-benzaldehyde (2,4,6-trichlorophenyl)hydrazone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051786/ https://www.ncbi.nlm.nih.gov/pubmed/21523176 http://dx.doi.org/10.1107/S160053681100328X |
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