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Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine
The title compound, C(17)H(16)N(2)OS, was synthesized by a condensation reaction between 2-amino benzothiazole and 4-N-propoxybenzaldehyde. The benzo[d]thiazole ring system is nearly planar (r.m.s. deviation 0.0088 Å) and makes a dihedral angle of 3.804 (12)° with the phenyl ring. The configurati...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534222/ https://www.ncbi.nlm.nih.gov/pubmed/33117570 http://dx.doi.org/10.1107/S2056989020012128 |
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author | Sheakh Mohamad, Ropak A. Hamad, Wali M. Aziz, Hashim J. Dege, Necmi |
author_facet | Sheakh Mohamad, Ropak A. Hamad, Wali M. Aziz, Hashim J. Dege, Necmi |
author_sort | Sheakh Mohamad, Ropak A. |
collection | PubMed |
description | The title compound, C(17)H(16)N(2)OS, was synthesized by a condensation reaction between 2-amino benzothiazole and 4-N-propoxybenzaldehyde. The benzo[d]thiazole ring system is nearly planar (r.m.s. deviation 0.0088 Å) and makes a dihedral angle of 3.804 (12)° with the phenyl ring. The configuration about the C=N double bond is E. In the crystal structure, pairs of C—H⋯N hydrogen bonds and C—H⋯π interactions link the molecules into inversion dimers with an R (2) (2)(16) ring motif. These dimers are additionally linked by weak π–π stacking interactions between the phenyl rings, leading to a layered arrangement parallel to (010). Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H⋯H (47.9%) and C⋯H/H⋯C (25.6%) interactions. |
format | Online Article Text |
id | pubmed-7534222 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-75342222020-10-27 Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine Sheakh Mohamad, Ropak A. Hamad, Wali M. Aziz, Hashim J. Dege, Necmi Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(17)H(16)N(2)OS, was synthesized by a condensation reaction between 2-amino benzothiazole and 4-N-propoxybenzaldehyde. The benzo[d]thiazole ring system is nearly planar (r.m.s. deviation 0.0088 Å) and makes a dihedral angle of 3.804 (12)° with the phenyl ring. The configuration about the C=N double bond is E. In the crystal structure, pairs of C—H⋯N hydrogen bonds and C—H⋯π interactions link the molecules into inversion dimers with an R (2) (2)(16) ring motif. These dimers are additionally linked by weak π–π stacking interactions between the phenyl rings, leading to a layered arrangement parallel to (010). Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the packing arrangement are from H⋯H (47.9%) and C⋯H/H⋯C (25.6%) interactions. International Union of Crystallography 2020-09-04 /pmc/articles/PMC7534222/ /pubmed/33117570 http://dx.doi.org/10.1107/S2056989020012128 Text en © Sheakh Mohamad et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Sheakh Mohamad, Ropak A. Hamad, Wali M. Aziz, Hashim J. Dege, Necmi Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
title | Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
title_full | Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
title_fullStr | Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
title_short | Crystal structure and Hirshfeld surface analysis of (E)-N-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
title_sort | crystal structure and hirshfeld surface analysis of (e)-n-(4-propyloxybenzylidene)benzo[d]thiazol-2-amine |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534222/ https://www.ncbi.nlm.nih.gov/pubmed/33117570 http://dx.doi.org/10.1107/S2056989020012128 |
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