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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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Autores principales: Kettmann, Viktor, Světlík, Jan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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
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AT svetlikjan methyl52hydroxyphenyl4567tetrahydrospiro2h1benzopyran27124triazolo15apyrimidine3carboxylate