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(S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate
The title compound, C(24)H(30)N(2)O(6), a Schiff base, adopts an extended conformation in which the methoxy groups are essentially coplanar with the aromatic ring to which they are bonded (mean planes fitted through the non-H atoms of each methoxyphenyl group have r.m.s. deviations of 0.078 and 0.0...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050411/ https://www.ncbi.nlm.nih.gov/pubmed/21522640 http://dx.doi.org/10.1107/S1600536810049032 |
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author | Keyari, Charles M. Polt, Robin Nichol, Gary S. |
author_facet | Keyari, Charles M. Polt, Robin Nichol, Gary S. |
author_sort | Keyari, Charles M. |
collection | PubMed |
description | The title compound, C(24)H(30)N(2)O(6), a Schiff base, adopts an extended conformation in which the methoxy groups are essentially coplanar with the aromatic ring to which they are bonded (mean planes fitted through the non-H atoms of each methoxyphenyl group have r.m.s. deviations of 0.078 and 0.044 Å) and the angle between mean planes fitted through the aromatic rings is 87.57 (10)°. An intramolecular N—H⋯N hydrogen bond keeps the imine and amide groups essentially coplanar. A mean plane fitted through these groups has an r.m.s. deviation of 0.0545 Å. Additional O—H⋯O hydrogen bonding parallel with the a axis links the molecules into a hydrogen-bonded chain in the crystal. C—H⋯O and C—H⋯π interactions are found within the crystal packing. The compound has been assigned the S,S configuration on the basis of the chemical synthesis, which used pure homotopic l-amino acids, and we have no reason to believe that the compound has epimerized. |
format | Text |
id | pubmed-3050411 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30504112011-04-26 (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate Keyari, Charles M. Polt, Robin Nichol, Gary S. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(24)H(30)N(2)O(6), a Schiff base, adopts an extended conformation in which the methoxy groups are essentially coplanar with the aromatic ring to which they are bonded (mean planes fitted through the non-H atoms of each methoxyphenyl group have r.m.s. deviations of 0.078 and 0.044 Å) and the angle between mean planes fitted through the aromatic rings is 87.57 (10)°. An intramolecular N—H⋯N hydrogen bond keeps the imine and amide groups essentially coplanar. A mean plane fitted through these groups has an r.m.s. deviation of 0.0545 Å. Additional O—H⋯O hydrogen bonding parallel with the a axis links the molecules into a hydrogen-bonded chain in the crystal. C—H⋯O and C—H⋯π interactions are found within the crystal packing. The compound has been assigned the S,S configuration on the basis of the chemical synthesis, which used pure homotopic l-amino acids, and we have no reason to believe that the compound has epimerized. International Union of Crystallography 2010-12-04 /pmc/articles/PMC3050411/ /pubmed/21522640 http://dx.doi.org/10.1107/S1600536810049032 Text en © Keyari et al. 2011 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 Keyari, Charles M. Polt, Robin Nichol, Gary S. (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
title | (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
title_full | (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
title_fullStr | (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
title_full_unstemmed | (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
title_short | (S)-Methyl 2-{(S)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
title_sort | (s)-methyl 2-{(s)-2-[bis(4-methoxyphenyl)methylideneamino]-3-hydroxypropanamido}-3-methylbutanoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050411/ https://www.ncbi.nlm.nih.gov/pubmed/21522640 http://dx.doi.org/10.1107/S1600536810049032 |
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