Cargando…
3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione
The title molecule, C(11)H(12)N(2)O(4), consists of a 3-azabicyclo[3.2.0]heptane group containing a nearly planar cyclobutane ring (r.m.s. deviation of fitted atoms is 0.0609 Å), fused to a pyrrolidine ring, bonded to a 2,6-dioxopiperidine ring at the 3-position. The angle between the mean plane...
Autores principales: | , , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968123/ https://www.ncbi.nlm.nih.gov/pubmed/21581989 http://dx.doi.org/10.1107/S1600536809002839 |
_version_ | 1782189781240774656 |
---|---|
author | Hijji, Yousef M. Benjamin, Ellis Benjamin, Earl Butcher, Ray J. Jasinski, Jerry P. |
author_facet | Hijji, Yousef M. Benjamin, Ellis Benjamin, Earl Butcher, Ray J. Jasinski, Jerry P. |
author_sort | Hijji, Yousef M. |
collection | PubMed |
description | The title molecule, C(11)H(12)N(2)O(4), consists of a 3-azabicyclo[3.2.0]heptane group containing a nearly planar cyclobutane ring (r.m.s. deviation of fitted atoms is 0.0609 Å), fused to a pyrrolidine ring, bonded to a 2,6-dioxopiperidine ring at the 3-position. The angle between the mean planes of the cyclobutane and fused pyrrolidine ring is 67.6 (6)°. The dihedral angles between the mean planes of the pyrrolidine and cyclobutane rings and the dioxopiperidine ring are 73.9 (2) and 62.4 (4)°, respectively. The pyrrolidine and dioxopiperidine rings are twisted about the 3-yl group [torsion angles = −55.0 (1) and 115.0 (1)°] in a nearly perpendicular manner. Crystal packing is influenced by extensive intermolecular C—H⋯O and N—H⋯O interactions between all four carbonyl O atoms and H atoms from the cyclobutane and dioxopiperidine rings, as well as between the N atom and an H atom from the cyclobutane ring. In addition, weak π-ring interactions also occur between H atoms from the cyclobutane ring and the five-membered pyrrolidine ring. As a result, molecules are linked into infinite chains diagonally along the [101] plane of the unit cell in an alternate inverted pattern. |
format | Text |
id | pubmed-2968123 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29681232010-12-30 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione Hijji, Yousef M. Benjamin, Ellis Benjamin, Earl Butcher, Ray J. Jasinski, Jerry P. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title molecule, C(11)H(12)N(2)O(4), consists of a 3-azabicyclo[3.2.0]heptane group containing a nearly planar cyclobutane ring (r.m.s. deviation of fitted atoms is 0.0609 Å), fused to a pyrrolidine ring, bonded to a 2,6-dioxopiperidine ring at the 3-position. The angle between the mean planes of the cyclobutane and fused pyrrolidine ring is 67.6 (6)°. The dihedral angles between the mean planes of the pyrrolidine and cyclobutane rings and the dioxopiperidine ring are 73.9 (2) and 62.4 (4)°, respectively. The pyrrolidine and dioxopiperidine rings are twisted about the 3-yl group [torsion angles = −55.0 (1) and 115.0 (1)°] in a nearly perpendicular manner. Crystal packing is influenced by extensive intermolecular C—H⋯O and N—H⋯O interactions between all four carbonyl O atoms and H atoms from the cyclobutane and dioxopiperidine rings, as well as between the N atom and an H atom from the cyclobutane ring. In addition, weak π-ring interactions also occur between H atoms from the cyclobutane ring and the five-membered pyrrolidine ring. As a result, molecules are linked into infinite chains diagonally along the [101] plane of the unit cell in an alternate inverted pattern. International Union of Crystallography 2009-01-28 /pmc/articles/PMC2968123/ /pubmed/21581989 http://dx.doi.org/10.1107/S1600536809002839 Text en © Hijji et al. 2009 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 Hijji, Yousef M. Benjamin, Ellis Benjamin, Earl Butcher, Ray J. Jasinski, Jerry P. 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
title | 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
title_full | 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
title_fullStr | 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
title_full_unstemmed | 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
title_short | 3-(2,6-Dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
title_sort | 3-(2,6-dioxopiperidin-3-yl)-3-azabicyclo[3.2.0]heptane-2,4-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968123/ https://www.ncbi.nlm.nih.gov/pubmed/21581989 http://dx.doi.org/10.1107/S1600536809002839 |
work_keys_str_mv | AT hijjiyousefm 326dioxopiperidin3yl3azabicyclo320heptane24dione AT benjaminellis 326dioxopiperidin3yl3azabicyclo320heptane24dione AT benjaminearl 326dioxopiperidin3yl3azabicyclo320heptane24dione AT butcherrayj 326dioxopiperidin3yl3azabicyclo320heptane24dione AT jasinskijerryp 326dioxopiperidin3yl3azabicyclo320heptane24dione |