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Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine

The two new pyrazine­ophanes, 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine, C(8)H(8)N(2)S(2), L1, and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine, C(12)H(16)N(2)S(4), L2, both crystallize with half a mol­ecule in the asymmetric unit; the whole mol­ecules are...

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Autores principales: Assoumatine, Tokouré, Stoeckli-Evans, Helen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7133031/
https://www.ncbi.nlm.nih.gov/pubmed/32280500
http://dx.doi.org/10.1107/S205698902000362X
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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 two new pyrazine­ophanes, 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine, C(8)H(8)N(2)S(2), L1, and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine, C(12)H(16)N(2)S(4), L2, both crystallize with half a mol­ecule in the asymmetric unit; the whole mol­ecules are generated by inversion symmetry. The mol­ecule of L1, which is planar (r.m.s. deviation = 0.008 Å), consists of two sulfur atoms linked by a rigid tetra-2,3,5,6-methyl­ene­pyrazine unit, forming planar five-membered rings. The mol­ecule of L2 is step-shaped and consists of two S–CH(2)–CH(2)–S chains linked by the central rigid tetra-2,3,5,6-methyl­ene­pyrazine unit, forming eight-membered rings that have twist-boat-chair con­fig­urations. In the crystals of both compounds, there are no significant inter­molecular inter­actions present. The reaction of L1 with silver nitrate leads to the formation of a two-dimensional coordination polymer, poly[(μ-5,7-di­hydro-1H,3H-dithieno[3,4-b;3′,4′-e]pyrazine-κ(2) S:S′)(μ-nitrato-κ(2) O:O′)silver(I)], [Ag(NO(3))(C(8)H(8)N(2)S(2))](n), (I), with the nitrato anion bridging two equivalent silver atoms. The central pyrazine ring is situated about an inversion center and the silver atom lies on a twofold rotation axis that bis­ects the nitrato anion. The silver atom has a fourfold AgO(2)S(2) coordination sphere with a distorted shape. The reaction of L2 with silver nitrate also leads to the formation of a two-dimensional coordination polymer, poly[[μ(3)3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b;6′,7′-e]pyrazine-κ(3) S:S′:S′′](nitrato-κO)silver(I)], [Ag(NO(3))(C(12)H(16)N(2)S(4))](n), (II), with the nitrate anion coordinating in a monodentate manner to the silver atom. The silver atom has a fourfold AgOS(3) coordination sphere with a distorted shape. In the crystals of both complexes, the networks are linked by C—H⋯O hydrogen bonds, forming supra­molecular frameworks. There are additional C—H⋯S contacts present in the supra­molecular framework of II.
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spelling pubmed-71330312020-04-10 Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine Assoumatine, Tokouré Stoeckli-Evans, Helen Acta Crystallogr E Crystallogr Commun Research Communications The two new pyrazine­ophanes, 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine, C(8)H(8)N(2)S(2), L1, and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine, C(12)H(16)N(2)S(4), L2, both crystallize with half a mol­ecule in the asymmetric unit; the whole mol­ecules are generated by inversion symmetry. The mol­ecule of L1, which is planar (r.m.s. deviation = 0.008 Å), consists of two sulfur atoms linked by a rigid tetra-2,3,5,6-methyl­ene­pyrazine unit, forming planar five-membered rings. The mol­ecule of L2 is step-shaped and consists of two S–CH(2)–CH(2)–S chains linked by the central rigid tetra-2,3,5,6-methyl­ene­pyrazine unit, forming eight-membered rings that have twist-boat-chair con­fig­urations. In the crystals of both compounds, there are no significant inter­molecular inter­actions present. The reaction of L1 with silver nitrate leads to the formation of a two-dimensional coordination polymer, poly[(μ-5,7-di­hydro-1H,3H-dithieno[3,4-b;3′,4′-e]pyrazine-κ(2) S:S′)(μ-nitrato-κ(2) O:O′)silver(I)], [Ag(NO(3))(C(8)H(8)N(2)S(2))](n), (I), with the nitrato anion bridging two equivalent silver atoms. The central pyrazine ring is situated about an inversion center and the silver atom lies on a twofold rotation axis that bis­ects the nitrato anion. The silver atom has a fourfold AgO(2)S(2) coordination sphere with a distorted shape. The reaction of L2 with silver nitrate also leads to the formation of a two-dimensional coordination polymer, poly[[μ(3)3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b;6′,7′-e]pyrazine-κ(3) S:S′:S′′](nitrato-κO)silver(I)], [Ag(NO(3))(C(12)H(16)N(2)S(4))](n), (II), with the nitrate anion coordinating in a monodentate manner to the silver atom. The silver atom has a fourfold AgOS(3) coordination sphere with a distorted shape. In the crystals of both complexes, the networks are linked by C—H⋯O hydrogen bonds, forming supra­molecular frameworks. There are additional C—H⋯S contacts present in the supra­molecular framework of II. International Union of Crystallography 2020-03-13 /pmc/articles/PMC7133031/ /pubmed/32280500 http://dx.doi.org/10.1107/S205698902000362X Text en © Assoumatine and Stoeckli-Evans 2020 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Assoumatine, Tokouré
Stoeckli-Evans, Helen
Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
title Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
title_full Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
title_fullStr Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
title_full_unstemmed Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
title_short Silver(I) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1H,3H-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1H,6H-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
title_sort silver(i) nitrate two-dimensional coordination polymers of two new pyrazine­thio­phane ligands: 5,7-di­hydro-1h,3h-dithieno[3,4-b:3′,4′-e]pyrazine and 3,4,8,10,11,13-hexa­hydro-1h,6h-bis­([1,4]di­thio­cino)[6,7-b:6′,7′-e]pyrazine
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7133031/
https://www.ncbi.nlm.nih.gov/pubmed/32280500
http://dx.doi.org/10.1107/S205698902000362X
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