Cargando…
Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate
In the title compound, C(10)H(14)Cl(3)NO(5), the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hydroxymethyl substituent, deviates from the mean plane of other ring atoms by 0.357 (5) Å. There are two intramolecular hydrogen bonds (O—...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778842/ https://www.ncbi.nlm.nih.gov/pubmed/27006804 http://dx.doi.org/10.1107/S2056989016002474 |
_version_ | 1782419535905685504 |
---|---|
author | Oishi, Takeshi Yasushima, Daichi Yuasa, Kihiro Sato, Takaaki Chida, Noritaka |
author_facet | Oishi, Takeshi Yasushima, Daichi Yuasa, Kihiro Sato, Takaaki Chida, Noritaka |
author_sort | Oishi, Takeshi |
collection | PubMed |
description | In the title compound, C(10)H(14)Cl(3)NO(5), the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hydroxymethyl substituent, deviates from the mean plane of other ring atoms by 0.357 (5) Å. There are two intramolecular hydrogen bonds (O—H⋯N and N—H⋯O) between the hydroxy and amino groups, so that O- and N-bound H atoms involved in these hydrogen bonds are each disordered with equal occupancies of 0.50. The methyl 2-methylprop-2-enoate substituent also shows a disordered structure over two sets of sites with refined occupancies of 0.482 (5) and 0.518 (5). In the crystal, molecules are connected into a dimer by an O—H⋯O hydrogen bond. The dimers are further linked by N—H⋯O, C—H⋯N and C—H⋯O interactions, extending a sheet structure parallel to ([Image: see text]01). |
format | Online Article Text |
id | pubmed-4778842 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-47788422016-03-22 Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate Oishi, Takeshi Yasushima, Daichi Yuasa, Kihiro Sato, Takaaki Chida, Noritaka Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(10)H(14)Cl(3)NO(5), the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hydroxymethyl substituent, deviates from the mean plane of other ring atoms by 0.357 (5) Å. There are two intramolecular hydrogen bonds (O—H⋯N and N—H⋯O) between the hydroxy and amino groups, so that O- and N-bound H atoms involved in these hydrogen bonds are each disordered with equal occupancies of 0.50. The methyl 2-methylprop-2-enoate substituent also shows a disordered structure over two sets of sites with refined occupancies of 0.482 (5) and 0.518 (5). In the crystal, molecules are connected into a dimer by an O—H⋯O hydrogen bond. The dimers are further linked by N—H⋯O, C—H⋯N and C—H⋯O interactions, extending a sheet structure parallel to ([Image: see text]01). International Union of Crystallography 2016-02-17 /pmc/articles/PMC4778842/ /pubmed/27006804 http://dx.doi.org/10.1107/S2056989016002474 Text en © Oishi et al. 2016 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 | Research Communications Oishi, Takeshi Yasushima, Daichi Yuasa, Kihiro Sato, Takaaki Chida, Noritaka Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
title | Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
title_full | Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
title_fullStr | Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
title_full_unstemmed | Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
title_short | Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
title_sort | crystal structure of (+)-methyl (e)-3-[(2s,4s,5r)-2-amino-5-hydroxymethyl-2-trichloromethyl-1,3-dioxolan-4-yl]-2-methylprop-2-enoate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778842/ https://www.ncbi.nlm.nih.gov/pubmed/27006804 http://dx.doi.org/10.1107/S2056989016002474 |
work_keys_str_mv | AT oishitakeshi crystalstructureofmethyle32s4s5r2amino5hydroxymethyl2trichloromethyl13dioxolan4yl2methylprop2enoate AT yasushimadaichi crystalstructureofmethyle32s4s5r2amino5hydroxymethyl2trichloromethyl13dioxolan4yl2methylprop2enoate AT yuasakihiro crystalstructureofmethyle32s4s5r2amino5hydroxymethyl2trichloromethyl13dioxolan4yl2methylprop2enoate AT satotakaaki crystalstructureofmethyle32s4s5r2amino5hydroxymethyl2trichloromethyl13dioxolan4yl2methylprop2enoate AT chidanoritaka crystalstructureofmethyle32s4s5r2amino5hydroxymethyl2trichloromethyl13dioxolan4yl2methylprop2enoate |