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...

Descripción completa

Detalles Bibliográficos
Autores principales: Hijji, Yousef M., Benjamin, Ellis, Benjamin, Earl, Butcher, Ray J., Jasinski, Jerry P.
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