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Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol

The title compound, C(20)H(24)BrNO(2), is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes di...

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Autores principales: Khalilov, Ali N., Khrustalev, Victor N., Fortalnova, Elena A., Akkurt, Mehmet, Yıldırım, Sema Öztürk, Bhattarai, Ajaya, Mamedov, İbrahim G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9260360/
https://www.ncbi.nlm.nih.gov/pubmed/35855370
http://dx.doi.org/10.1107/S2056989022005928
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author Khalilov, Ali N.
Khrustalev, Victor N.
Fortalnova, Elena A.
Akkurt, Mehmet
Yıldırım, Sema Öztürk
Bhattarai, Ajaya
Mamedov, İbrahim G.
author_facet Khalilov, Ali N.
Khrustalev, Victor N.
Fortalnova, Elena A.
Akkurt, Mehmet
Yıldırım, Sema Öztürk
Bhattarai, Ajaya
Mamedov, İbrahim G.
author_sort Khalilov, Ali N.
collection PubMed
description The title compound, C(20)H(24)BrNO(2), is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes dihedral angles of 77.74 (10) and 45.50 (11)°, respectively, with the 4-bromo­phenol and 1,3,5-tri­methyl­benzene rings. In the crystal, adjacent mol­ecules are connected via C—H⋯O hydrogen bonds and C—H⋯π inter­actions into layers parallel to the (200) plane. The packing is strengthened by van der Waals inter­actions between parallel mol­ecular layers. A Hirshfeld surface analysis shows that H⋯H (58.2%), C⋯H/H⋯C (18.9%), and Br⋯H/H⋯Br (11.5%) inter­actions are the most abundant in the crystal packing.
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spelling pubmed-92603602022-07-18 Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol Khalilov, Ali N. Khrustalev, Victor N. Fortalnova, Elena A. Akkurt, Mehmet Yıldırım, Sema Öztürk Bhattarai, Ajaya Mamedov, İbrahim G. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(20)H(24)BrNO(2), is chiral at the carbon atoms on either side of the oxygen atom of the oxazolidine ring and crystallizes as a racemate. The 1,3-oxazolidine ring adopts an envelope conformation with the N atom in an endo position. The mean plane of the oxazolidine ring makes dihedral angles of 77.74 (10) and 45.50 (11)°, respectively, with the 4-bromo­phenol and 1,3,5-tri­methyl­benzene rings. In the crystal, adjacent mol­ecules are connected via C—H⋯O hydrogen bonds and C—H⋯π inter­actions into layers parallel to the (200) plane. The packing is strengthened by van der Waals inter­actions between parallel mol­ecular layers. A Hirshfeld surface analysis shows that H⋯H (58.2%), C⋯H/H⋯C (18.9%), and Br⋯H/H⋯Br (11.5%) inter­actions are the most abundant in the crystal packing. International Union of Crystallography 2022-06-10 /pmc/articles/PMC9260360/ /pubmed/35855370 http://dx.doi.org/10.1107/S2056989022005928 Text en © Khalilov et al. 2022 https://creativecommons.org/licenses/by/4.0/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.
spellingShingle Research Communications
Khalilov, Ali N.
Khrustalev, Victor N.
Fortalnova, Elena A.
Akkurt, Mehmet
Yıldırım, Sema Öztürk
Bhattarai, Ajaya
Mamedov, İbrahim G.
Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
title Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
title_full Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
title_fullStr Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
title_short Crystal structure and Hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
title_sort crystal structure and hirshfeld surface analysis of 4-bromo-2-[3-methyl-5-(2,4,6-tri­methyl­benz­yl)oxazolidin-2-yl]phenol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9260360/
https://www.ncbi.nlm.nih.gov/pubmed/35855370
http://dx.doi.org/10.1107/S2056989022005928
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