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1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate

In the title zwitterionic compound, C(20)H(15)N(3)O(3)S(2), the 2-hy­droxy­naphthalene-1-carbaldehyde group A, the anilinic unit B and the 1,3-thia­zol-2(3H)-imine group C are each approximately planar with r.m.s. deviation of 0.0721, 0.0412 and 0.0125 Å, respectively. The dihedral angles between A/...

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Autores principales: Shahid, Muhammad, Tahir, Muhammad Nawaz, Salim, Muhammad, Munawar, Munawar Ali, Shad, Hazoor Ahmad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459363/
https://www.ncbi.nlm.nih.gov/pubmed/26090203
http://dx.doi.org/10.1107/S2056989015009640
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author Shahid, Muhammad
Tahir, Muhammad Nawaz
Salim, Muhammad
Munawar, Munawar Ali
Shad, Hazoor Ahmad
author_facet Shahid, Muhammad
Tahir, Muhammad Nawaz
Salim, Muhammad
Munawar, Munawar Ali
Shad, Hazoor Ahmad
author_sort Shahid, Muhammad
collection PubMed
description In the title zwitterionic compound, C(20)H(15)N(3)O(3)S(2), the 2-hy­droxy­naphthalene-1-carbaldehyde group A, the anilinic unit B and the 1,3-thia­zol-2(3H)-imine group C are each approximately planar with r.m.s. deviation of 0.0721, 0.0412 and 0.0125 Å, respectively. The dihedral angles between A/B, A/C and B/C are 24.70 (10), 79.97 (7) and 83.14 (6)°, respectively. There is an intra­molecular S(6) motif involving the imine N—H and the naphtho­late O atom. In the crystal, inversion-related mol­ecules form dimers as a result of N—H⋯N and N—H⋯O hydrogen bonds with R (2) (2)(8) and R (1) (2)(4) motifs, respectively. Weak π–π inter­actions between the benzene and naphthyl rings of inversion-related mol­ecules have ring centroid–centroid distances of 3.638 (2) and 4.041 (2) Å. A C—H⋯π inter­action occurs between the thia­zol ring and the benzene ring of an adjacent mol­ecule.
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spelling pubmed-44593632015-06-18 1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate Shahid, Muhammad Tahir, Muhammad Nawaz Salim, Muhammad Munawar, Munawar Ali Shad, Hazoor Ahmad Acta Crystallogr E Crystallogr Commun Data Reports In the title zwitterionic compound, C(20)H(15)N(3)O(3)S(2), the 2-hy­droxy­naphthalene-1-carbaldehyde group A, the anilinic unit B and the 1,3-thia­zol-2(3H)-imine group C are each approximately planar with r.m.s. deviation of 0.0721, 0.0412 and 0.0125 Å, respectively. The dihedral angles between A/B, A/C and B/C are 24.70 (10), 79.97 (7) and 83.14 (6)°, respectively. There is an intra­molecular S(6) motif involving the imine N—H and the naphtho­late O atom. In the crystal, inversion-related mol­ecules form dimers as a result of N—H⋯N and N—H⋯O hydrogen bonds with R (2) (2)(8) and R (1) (2)(4) motifs, respectively. Weak π–π inter­actions between the benzene and naphthyl rings of inversion-related mol­ecules have ring centroid–centroid distances of 3.638 (2) and 4.041 (2) Å. A C—H⋯π inter­action occurs between the thia­zol ring and the benzene ring of an adjacent mol­ecule. International Union of Crystallography 2015-05-23 /pmc/articles/PMC4459363/ /pubmed/26090203 http://dx.doi.org/10.1107/S2056989015009640 Text en © Shahid et al. 2015 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 Data Reports
Shahid, Muhammad
Tahir, Muhammad Nawaz
Salim, Muhammad
Munawar, Munawar Ali
Shad, Hazoor Ahmad
1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
title 1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
title_full 1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
title_fullStr 1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
title_full_unstemmed 1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
title_short 1-{[(E)-(4-{[(2Z)-2,3-Di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
title_sort 1-{[(e)-(4-{[(2z)-2,3-di­hydro-1,3-thia­zol-2-yl­idene]sulfamo­yl}phen­yl)iminium­yl]meth­yl}naphthalen-2-olate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4459363/
https://www.ncbi.nlm.nih.gov/pubmed/26090203
http://dx.doi.org/10.1107/S2056989015009640
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