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Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide
The title compound, C(26)H(38)ClN(2)OP, was synthesized by reacting phosphoryl chloride with N,N′-bis(2,6-diisopropylphenyl)ethane-1,2-diamine in the presence of N-methylmorpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosph...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2017
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5418795/ https://www.ncbi.nlm.nih.gov/pubmed/28529787 http://dx.doi.org/10.1107/S2056989017005825 |
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author | Veinot, Alex J. Hendsbee, Arthur D. Masuda, Jason D. |
author_facet | Veinot, Alex J. Hendsbee, Arthur D. Masuda, Jason D. |
author_sort | Veinot, Alex J. |
collection | PubMed |
description | The title compound, C(26)H(38)ClN(2)OP, was synthesized by reacting phosphoryl chloride with N,N′-bis(2,6-diisopropylphenyl)ethane-1,2-diamine in the presence of N-methylmorpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosphine five-membered ring adopts a half-chair conformation and features a tetracoordinate P atom ligated by the chelating diamine [P—N = 1.6348 (14) and 1.6192 (14) Å], one double-bonded O atom [P1—O1 = 1.4652 (12) Å] and one Cl atom [P1—Cl1 = 2.0592 (7) Å]. The sterically hindered 2,6-diisopropylphenyl (Dipp) groups twist away from the central heterocycle, with torsion angles of −75.66 (19) and 83.39 (19)° for the P—N—C(ar)—C(ar) links. A number of intramolecular C—H⋯N, C—H⋯O and C—H⋯Cl close contacts occur. In the crystal, molecules are linked by C—H⋯O hydrogen bonds to generate [010] chains. C—H⋯π interactions are also observed. |
format | Online Article Text |
id | pubmed-5418795 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-54187952017-05-19 Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide Veinot, Alex J. Hendsbee, Arthur D. Masuda, Jason D. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(26)H(38)ClN(2)OP, was synthesized by reacting phosphoryl chloride with N,N′-bis(2,6-diisopropylphenyl)ethane-1,2-diamine in the presence of N-methylmorpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosphine five-membered ring adopts a half-chair conformation and features a tetracoordinate P atom ligated by the chelating diamine [P—N = 1.6348 (14) and 1.6192 (14) Å], one double-bonded O atom [P1—O1 = 1.4652 (12) Å] and one Cl atom [P1—Cl1 = 2.0592 (7) Å]. The sterically hindered 2,6-diisopropylphenyl (Dipp) groups twist away from the central heterocycle, with torsion angles of −75.66 (19) and 83.39 (19)° for the P—N—C(ar)—C(ar) links. A number of intramolecular C—H⋯N, C—H⋯O and C—H⋯Cl close contacts occur. In the crystal, molecules are linked by C—H⋯O hydrogen bonds to generate [010] chains. C—H⋯π interactions are also observed. International Union of Crystallography 2017-04-21 /pmc/articles/PMC5418795/ /pubmed/28529787 http://dx.doi.org/10.1107/S2056989017005825 Text en © Veinot et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Veinot, Alex J. Hendsbee, Arthur D. Masuda, Jason D. Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
title | Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
title_full | Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
title_fullStr | Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
title_full_unstemmed | Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
title_short | Crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
title_sort | crystal structure of 2-chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 2-oxide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5418795/ https://www.ncbi.nlm.nih.gov/pubmed/28529787 http://dx.doi.org/10.1107/S2056989017005825 |
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