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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/...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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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. |
format | Online Article Text |
id | pubmed-4459363 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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