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Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine

The title compound, C(8)H(8)Br(4)N(2), crystallizes in the enanti­omorphic-defining space group P4(1)2(1)2 and has a refined Flack x parameter of 0.04 (4). In the asymmetric unit, there are two half-mol­ecules; the whole mol­ecules (A and B) are generated by twofold rotation symmetry. In mol­ecule A...

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Autores principales: Assoumatine, Tokouré, Stoeckli-Evans, Helen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158553/
https://www.ncbi.nlm.nih.gov/pubmed/25249852
http://dx.doi.org/10.1107/S1600536814011337
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author Assoumatine, Tokouré
Stoeckli-Evans, Helen
author_facet Assoumatine, Tokouré
Stoeckli-Evans, Helen
author_sort Assoumatine, Tokouré
collection PubMed
description The title compound, C(8)H(8)Br(4)N(2), crystallizes in the enanti­omorphic-defining space group P4(1)2(1)2 and has a refined Flack x parameter of 0.04 (4). In the asymmetric unit, there are two half-mol­ecules; the whole mol­ecules (A and B) are generated by twofold rotation symmetry. In mol­ecule A, the twofold axis is normal to the pyrazine ring passing through the centre of the ring, while in mol­ecule B, the twofold rotation axis lies in the plane of the pyrazine ring bis­ecting the C—C aromatic bonds. The two mol­ecules are pseudo-mirror images of one another, and the best fit of the two mol­ecules was obtained for inverted mol­ecule B on mol­ecule A, with an r.m.s. deviation of 0.1048 Å and a maximum deviation of any two equivalent atoms of 0.2246 Å. In the crystal, the A mol­ecules are linked by weak C—H⋯Br hydrogen bonds and Br⋯Br inter­actions [3.524 (3) Å], forming a three-dimensional framework. The B mol­ecules are also linked by weak C—H⋯Br hydrogen bonds and Br⋯Br inter­actions [3.548 (3) Å], forming a three-dimensional network that inter­penetrates the network of A mol­ecules.
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spelling pubmed-41585532014-09-23 Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine Assoumatine, Tokouré Stoeckli-Evans, Helen Acta Crystallogr Sect E Struct Rep Online Research Communications The title compound, C(8)H(8)Br(4)N(2), crystallizes in the enanti­omorphic-defining space group P4(1)2(1)2 and has a refined Flack x parameter of 0.04 (4). In the asymmetric unit, there are two half-mol­ecules; the whole mol­ecules (A and B) are generated by twofold rotation symmetry. In mol­ecule A, the twofold axis is normal to the pyrazine ring passing through the centre of the ring, while in mol­ecule B, the twofold rotation axis lies in the plane of the pyrazine ring bis­ecting the C—C aromatic bonds. The two mol­ecules are pseudo-mirror images of one another, and the best fit of the two mol­ecules was obtained for inverted mol­ecule B on mol­ecule A, with an r.m.s. deviation of 0.1048 Å and a maximum deviation of any two equivalent atoms of 0.2246 Å. In the crystal, the A mol­ecules are linked by weak C—H⋯Br hydrogen bonds and Br⋯Br inter­actions [3.524 (3) Å], forming a three-dimensional framework. The B mol­ecules are also linked by weak C—H⋯Br hydrogen bonds and Br⋯Br inter­actions [3.548 (3) Å], forming a three-dimensional network that inter­penetrates the network of A mol­ecules. International Union of Crystallography 2014-07-19 /pmc/articles/PMC4158553/ /pubmed/25249852 http://dx.doi.org/10.1107/S1600536814011337 Text en © Assoumatine and Stoeckli-Evans 2014 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
Assoumatine, Tokouré
Stoeckli-Evans, Helen
Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
title Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
title_full Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
title_fullStr Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
title_full_unstemmed Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
title_short Crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
title_sort crystal structure of a tetra­kis-substituted pyrazine compound: 2,3,5,6-tetra­kis­(bromo­meth­yl)pyrazine
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4158553/
https://www.ncbi.nlm.nih.gov/pubmed/25249852
http://dx.doi.org/10.1107/S1600536814011337
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