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Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone

The structure of the title compound (systematic name: N-{[(2-hy­droxy­phen­yl)methyl­idene]amino}­morpholine-4-carbo­thio­amide), C(12)H(15)N(3)O(2)S, was prev­iously determined (Koo et al., 1977 ▸) using multiple-film equi-inclination Weissenberg data, but has been redetermined with higher precisio...

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Autores principales: Tran Buu, Dang, Duong Ba, Vu, Khoi Nguyen Hoang, Minh, Vu Quoc, Trung, Duong Khanh, Linh, Oanh Doan Thi, Yen, Van Meervelt, Luc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727042/
https://www.ncbi.nlm.nih.gov/pubmed/31523473
http://dx.doi.org/10.1107/S2056989019011812
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author Tran Buu, Dang
Duong Ba, Vu
Khoi Nguyen Hoang, Minh
Vu Quoc, Trung
Duong Khanh, Linh
Oanh Doan Thi, Yen
Van Meervelt, Luc
author_facet Tran Buu, Dang
Duong Ba, Vu
Khoi Nguyen Hoang, Minh
Vu Quoc, Trung
Duong Khanh, Linh
Oanh Doan Thi, Yen
Van Meervelt, Luc
author_sort Tran Buu, Dang
collection PubMed
description The structure of the title compound (systematic name: N-{[(2-hy­droxy­phen­yl)methyl­idene]amino}­morpholine-4-carbo­thio­amide), C(12)H(15)N(3)O(2)S, was prev­iously determined (Koo et al., 1977 ▸) using multiple-film equi-inclination Weissenberg data, but has been redetermined with higher precision to explore its conformation and the hydrogen-bonding patterns and supra­molecular inter­actions. The mol­ecular structure shows intra­molecular O—H⋯N and C—H⋯S inter­actions. The configuration of the C=N bond is E. The mol­ecule is slightly twisted about the central N—N bond. The best planes through the phenyl ring and the morpholino ring make an angle of 43.44 (17)°. In the crystal, the mol­ecules are connected into chains by N—H⋯O and C—H⋯O hydrogen bonds, which combine to generate sheets lying parallel to (002). The most prominent contribution to the surface contacts are H⋯H contacts (51.6%), as concluded from a Hirshfeld surface analysis.
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spelling pubmed-67270422019-09-13 Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone Tran Buu, Dang Duong Ba, Vu Khoi Nguyen Hoang, Minh Vu Quoc, Trung Duong Khanh, Linh Oanh Doan Thi, Yen Van Meervelt, Luc Acta Crystallogr E Crystallogr Commun Research Communications The structure of the title compound (systematic name: N-{[(2-hy­droxy­phen­yl)methyl­idene]amino}­morpholine-4-carbo­thio­amide), C(12)H(15)N(3)O(2)S, was prev­iously determined (Koo et al., 1977 ▸) using multiple-film equi-inclination Weissenberg data, but has been redetermined with higher precision to explore its conformation and the hydrogen-bonding patterns and supra­molecular inter­actions. The mol­ecular structure shows intra­molecular O—H⋯N and C—H⋯S inter­actions. The configuration of the C=N bond is E. The mol­ecule is slightly twisted about the central N—N bond. The best planes through the phenyl ring and the morpholino ring make an angle of 43.44 (17)°. In the crystal, the mol­ecules are connected into chains by N—H⋯O and C—H⋯O hydrogen bonds, which combine to generate sheets lying parallel to (002). The most prominent contribution to the surface contacts are H⋯H contacts (51.6%), as concluded from a Hirshfeld surface analysis. International Union of Crystallography 2019-08-30 /pmc/articles/PMC6727042/ /pubmed/31523473 http://dx.doi.org/10.1107/S2056989019011812 Text en © Tran Buu et al. 2019 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
Tran Buu, Dang
Duong Ba, Vu
Khoi Nguyen Hoang, Minh
Vu Quoc, Trung
Duong Khanh, Linh
Oanh Doan Thi, Yen
Van Meervelt, Luc
Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone
title Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone
title_full Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone
title_fullStr Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone
title_full_unstemmed Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone
title_short Synthesis and redetermination of the crystal structure of salicyl­aldehyde N(4)-morpholino­thio­semi­carbazone
title_sort synthesis and redetermination of the crystal structure of salicyl­aldehyde n(4)-morpholino­thio­semi­carbazone
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727042/
https://www.ncbi.nlm.nih.gov/pubmed/31523473
http://dx.doi.org/10.1107/S2056989019011812
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