Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate

The title compound, C(15)H(13)N(3)O(4), was synthesized from dimethyl 1H-pyrazole-3,5-dicarboxyl­ate and 4-(bromo­meth­yl)benzonitrile. The inter­planar angle between the pyrazole and cyano­benzyl ring planes is 71.74 (17)° and an intramolecular C—H⋯O interaction occurs. The crystal structure is sta...

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Detalles Bibliográficos
Autores principales: Xiao, Jie, Zhao, Hong
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977840/
https://www.ncbi.nlm.nih.gov/pubmed/21583977
http://dx.doi.org/10.1107/S1600536809015578
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author Xiao, Jie
Zhao, Hong
author_facet Xiao, Jie
Zhao, Hong
author_sort Xiao, Jie
collection PubMed
description The title compound, C(15)H(13)N(3)O(4), was synthesized from dimethyl 1H-pyrazole-3,5-dicarboxyl­ate and 4-(bromo­meth­yl)benzonitrile. The inter­planar angle between the pyrazole and cyano­benzyl ring planes is 71.74 (17)° and an intramolecular C—H⋯O interaction occurs. The crystal structure is stabilized by π–π stacking inter­actions between the neighbouring pyrazole and benzene rings [centroid–centroid distances of 3.5074 (16) and 3.9401 (15) Å, respectively]. One of the methyl groups is disordered over two positions of equal occupancy.
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spelling pubmed-29778402010-12-30 Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate Xiao, Jie Zhao, Hong Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(13)N(3)O(4), was synthesized from dimethyl 1H-pyrazole-3,5-dicarboxyl­ate and 4-(bromo­meth­yl)benzonitrile. The inter­planar angle between the pyrazole and cyano­benzyl ring planes is 71.74 (17)° and an intramolecular C—H⋯O interaction occurs. The crystal structure is stabilized by π–π stacking inter­actions between the neighbouring pyrazole and benzene rings [centroid–centroid distances of 3.5074 (16) and 3.9401 (15) Å, respectively]. One of the methyl groups is disordered over two positions of equal occupancy. International Union of Crystallography 2009-04-30 /pmc/articles/PMC2977840/ /pubmed/21583977 http://dx.doi.org/10.1107/S1600536809015578 Text en © Xiao and Zhao 2009 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
Xiao, Jie
Zhao, Hong
Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate
title Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate
title_full Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate
title_fullStr Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate
title_full_unstemmed Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate
title_short Dimethyl 1-(4-cyano­benz­yl)-1H-pyrazole-3,5-dicarboxyl­ate
title_sort dimethyl 1-(4-cyano­benz­yl)-1h-pyrazole-3,5-dicarboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977840/
https://www.ncbi.nlm.nih.gov/pubmed/21583977
http://dx.doi.org/10.1107/S1600536809015578
work_keys_str_mv AT xiaojie dimethyl14cyanobenzyl1hpyrazole35dicarboxylate
AT zhaohong dimethyl14cyanobenzyl1hpyrazole35dicarboxylate

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