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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...

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Autores principales: Sheakh Mohamad, Ropak A., Hamad, Wali M., Aziz, Hashim J., Dege, Necmi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
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.
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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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