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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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). |
format | Online Article Text |
id | pubmed-3772465 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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