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Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data
A U-shaped conformation is found in the title compound, C(19)H(21)N(3)O(5), with the benzene rings lying to the same side of the molecule; the dihedral angle between them is 10.83 (16)°. The dihedral angle formed between the hydrazinecarbonyl and carbamate residues is 68.42 (13)°. The carbonyl grou...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983774/ https://www.ncbi.nlm.nih.gov/pubmed/21580568 http://dx.doi.org/10.1107/S1600536810011463 |
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author | Pinheiro, Alessandra C. de Souza, Marcus V. N. Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. |
author_facet | Pinheiro, Alessandra C. de Souza, Marcus V. N. Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. |
author_sort | Pinheiro, Alessandra C. |
collection | PubMed |
description | A U-shaped conformation is found in the title compound, C(19)H(21)N(3)O(5), with the benzene rings lying to the same side of the molecule; the dihedral angle between them is 10.83 (16)°. The dihedral angle formed between the hydrazinecarbonyl and carbamate residues is 68.42 (13)°. The carbonyl groups lie approximately at right angles to each other [O—C⋯C—O pseudo torsion angle of 107.7 (3)°], and the conformation about the C12=N3 bond [1.279 (4) Å] is E. An intramolecular N(cb)—H⋯O(hy) (cb = carbmate and hy = hydroxy) hydrogen bond occurs, generating an S(6) loop. In the crystal, intermolecular O(h)—H⋯O(ca) (ca = carbonyl) and N(hz)—H⋯O(ca) (hz = hydrazine) hydrogen bonds lead to the formation of a supramolecular chain, two molecules thick, which propagates along the a axis; these are connected by C—H⋯O(ca) contacts. |
format | Text |
id | pubmed-2983774 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29837742010-12-30 Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data Pinheiro, Alessandra C. de Souza, Marcus V. N. Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. Acta Crystallogr Sect E Struct Rep Online Organic Papers A U-shaped conformation is found in the title compound, C(19)H(21)N(3)O(5), with the benzene rings lying to the same side of the molecule; the dihedral angle between them is 10.83 (16)°. The dihedral angle formed between the hydrazinecarbonyl and carbamate residues is 68.42 (13)°. The carbonyl groups lie approximately at right angles to each other [O—C⋯C—O pseudo torsion angle of 107.7 (3)°], and the conformation about the C12=N3 bond [1.279 (4) Å] is E. An intramolecular N(cb)—H⋯O(hy) (cb = carbmate and hy = hydroxy) hydrogen bond occurs, generating an S(6) loop. In the crystal, intermolecular O(h)—H⋯O(ca) (ca = carbonyl) and N(hz)—H⋯O(ca) (hz = hydrazine) hydrogen bonds lead to the formation of a supramolecular chain, two molecules thick, which propagates along the a axis; these are connected by C—H⋯O(ca) contacts. International Union of Crystallography 2010-03-31 /pmc/articles/PMC2983774/ /pubmed/21580568 http://dx.doi.org/10.1107/S1600536810011463 Text en © Pinheiro et al. 2010 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 | Organic Papers Pinheiro, Alessandra C. de Souza, Marcus V. N. Tiekink, Edward R. T. Wardell, James L. Wardell, Solange M. S. V. Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
title | Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
title_full | Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
title_fullStr | Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
title_full_unstemmed | Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
title_short | Benzyl N-((S)-2-hydroxy-1-{N′-[(E)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
title_sort | benzyl n-((s)-2-hydroxy-1-{n′-[(e)-2-methoxybenzylidene]hydrazinecarbonyl}ethyl)carbamate from synchrotron data |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983774/ https://www.ncbi.nlm.nih.gov/pubmed/21580568 http://dx.doi.org/10.1107/S1600536810011463 |
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