Cargando…
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...
Autores principales: | , , , , , , |
---|---|
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 |
_version_ | 1783449191188529152 |
---|---|
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. |
format | Online Article Text |
id | pubmed-6727042 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT tranbuudang synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone AT duongbavu synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone AT khoinguyenhoangminh synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone AT vuquoctrung synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone AT duongkhanhlinh synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone AT oanhdoanthiyen synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone AT vanmeerveltluc synthesisandredeterminationofthecrystalstructureofsalicylaldehyden4morpholinothiosemicarbazone |