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Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate
There are two crystallographically independent molecules in the asymmetric unit of the title compound, C(21)H(18)N(4)O(4). The substituted benzopyran portion of one of the independent molecules exhibits disorder [occupancy 0.5248 (18):0.4752 (18)], which was modelled by using two sets of atomic po...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050238/ https://www.ncbi.nlm.nih.gov/pubmed/21522801 http://dx.doi.org/10.1107/S160053681005052X |
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author | Kettmann, Viktor Světlík, Jan |
author_facet | Kettmann, Viktor Světlík, Jan |
author_sort | Kettmann, Viktor |
collection | PubMed |
description | There are two crystallographically independent molecules in the asymmetric unit of the title compound, C(21)H(18)N(4)O(4). The substituted benzopyran portion of one of the independent molecules exhibits disorder [occupancy 0.5248 (18):0.4752 (18)], which was modelled by using two sets of atomic positions and restraints on the chemically equivalent bond lengths and angles. The central, partially saturated pyrimidine rings of both independent molecules were found to assume unsymmetrical half-chair conformations. The hydroxyphenyl substituent occupies an equatorial position in both molecules, and is rotated by 55.6 (1)° from the mean plane of the pyrimidine ring in one independent molecule, and by 53.4 (1)° in the other. In the crystal, there are two types of intermolecular hydrogen bond present: reciprocal N—H⋯N interactions join the two crystallographically independent molecules into a dimer and O—H⋯N interactions link the dimers into sheets in the ab plane. |
format | Text |
id | pubmed-3050238 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30502382011-04-26 Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate Kettmann, Viktor Světlík, Jan Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two crystallographically independent molecules in the asymmetric unit of the title compound, C(21)H(18)N(4)O(4). The substituted benzopyran portion of one of the independent molecules exhibits disorder [occupancy 0.5248 (18):0.4752 (18)], which was modelled by using two sets of atomic positions and restraints on the chemically equivalent bond lengths and angles. The central, partially saturated pyrimidine rings of both independent molecules were found to assume unsymmetrical half-chair conformations. The hydroxyphenyl substituent occupies an equatorial position in both molecules, and is rotated by 55.6 (1)° from the mean plane of the pyrimidine ring in one independent molecule, and by 53.4 (1)° in the other. In the crystal, there are two types of intermolecular hydrogen bond present: reciprocal N—H⋯N interactions join the two crystallographically independent molecules into a dimer and O—H⋯N interactions link the dimers into sheets in the ab plane. International Union of Crystallography 2010-12-11 /pmc/articles/PMC3050238/ /pubmed/21522801 http://dx.doi.org/10.1107/S160053681005052X Text en © Kettmann and Světlík 2011 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 Kettmann, Viktor Světlík, Jan Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
title | Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
title_full | Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
title_fullStr | Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
title_full_unstemmed | Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
title_short | Methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2H-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
title_sort | methyl 5′-(2-hydroxyphenyl)-4′,5′,6′,7′-tetrahydrospiro[2h-1-benzopyran-2,7′-1,2,4-triazolo[1,5-a]pyrimidine]-3-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050238/ https://www.ncbi.nlm.nih.gov/pubmed/21522801 http://dx.doi.org/10.1107/S160053681005052X |
work_keys_str_mv | AT kettmannviktor methyl52hydroxyphenyl4567tetrahydrospiro2h1benzopyran27124triazolo15apyrimidine3carboxylate AT svetlikjan methyl52hydroxyphenyl4567tetrahydrospiro2h1benzopyran27124triazolo15apyrimidine3carboxylate |