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5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole

The title compound, C(12)H(20)N(4)O, undergoes a phase transition on cooling. The room-temperature structure is tetra­gonal (P4(3)2(1)2, Z′ = 1), with the meth­oxy­bornyl group being extremely disordered. Below 213 K the structure is ortho­rhom­bic (P2(1)2(1)2(1), Z′ = 2), with ordered mol­ecules. T...

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Detalles Bibliográficos
Autores principales: Bats, Jan W., Schell, Peter, Engels, Joachim W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772465/
https://www.ncbi.nlm.nih.gov/pubmed/24046608
http://dx.doi.org/10.1107/S1600536813014700
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author Bats, Jan W.
Schell, Peter
Engels, Joachim W.
author_facet Bats, Jan W.
Schell, Peter
Engels, Joachim W.
author_sort Bats, Jan W.
collection PubMed
description The title compound, C(12)H(20)N(4)O, undergoes a phase transition on cooling. The room-temperature structure is tetra­gonal (P4(3)2(1)2, Z′ = 1), with the meth­oxy­bornyl group being extremely disordered. Below 213 K the structure is ortho­rhom­bic (P2(1)2(1)2(1), Z′ = 2), with ordered mol­ecules. The two independent mol­ecules (A and B) have very similar conformations; significant differences only occur for the torsion angles about the C(born­yl)—C(tetra­zole) bonds. The independent mol­ecules are approximately related by the pseudo-symmetry relation: x(B) = −1/4 + y(A), y(B) = 3/4 - x(A) and z(B) = 1/4 + z(A). In the crystal, mol­ecules are connected by N—H⋯N hydrogen bonds between the tetra­zole groups, forming a pseudo-4(3) helix parallel to the c-axis direction. The crystal studied was a merohedral twin with a refined twin fraction value of 0.231 (2).
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spelling pubmed-37724652013-09-17 5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole Bats, Jan W. Schell, Peter Engels, Joachim W. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(20)N(4)O, undergoes a phase transition on cooling. The room-temperature structure is tetra­gonal (P4(3)2(1)2, Z′ = 1), with the meth­oxy­bornyl group being extremely disordered. Below 213 K the structure is ortho­rhom­bic (P2(1)2(1)2(1), Z′ = 2), with ordered mol­ecules. The two independent mol­ecules (A and B) have very similar conformations; significant differences only occur for the torsion angles about the C(born­yl)—C(tetra­zole) bonds. The independent mol­ecules are approximately related by the pseudo-symmetry relation: x(B) = −1/4 + y(A), y(B) = 3/4 - x(A) and z(B) = 1/4 + z(A). In the crystal, mol­ecules are connected by N—H⋯N hydrogen bonds between the tetra­zole groups, forming a pseudo-4(3) helix parallel to the c-axis direction. The crystal studied was a merohedral twin with a refined twin fraction value of 0.231 (2). International Union of Crystallography 2013-06-08 /pmc/articles/PMC3772465/ /pubmed/24046608 http://dx.doi.org/10.1107/S1600536813014700 Text en © Bats et al. 2013 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
Bats, Jan W.
Schell, Peter
Engels, Joachim W.
5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole
title 5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole
title_full 5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole
title_fullStr 5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole
title_full_unstemmed 5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole
title_short 5-[(1R,2R,4R)-2-Meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1H-tetra­zole
title_sort 5-[(1r,2r,4r)-2-meth­oxy-1,7,7-tri­methylbi­cyclo­[2.2.1]hept-2-yl]-1h-tetra­zole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772465/
https://www.ncbi.nlm.nih.gov/pubmed/24046608
http://dx.doi.org/10.1107/S1600536813014700
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