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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...

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Autores principales: Pinheiro, Alessandra C., de Souza, Marcus V. N., Tiekink, Edward R. T., Wardell, James L., Wardell, Solange M. S. V.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
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.
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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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