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Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate

The crystal used for structure determination contained, along with the title compound, C(17)H(14)BrN(3)O(4), an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-di­hydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean p...

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Autores principales: Naghiyev, Farid N., Khrustalev, Victor N., Venskovsky, Nikolai U., Akkurt, Mehmet, Khalilov, Ali N., Bhattarai, Ajaya, Mamedov, İbrahim G.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443792/
https://www.ncbi.nlm.nih.gov/pubmed/36072515
http://dx.doi.org/10.1107/S2056989022008271
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author Naghiyev, Farid N.
Khrustalev, Victor N.
Venskovsky, Nikolai U.
Akkurt, Mehmet
Khalilov, Ali N.
Bhattarai, Ajaya
Mamedov, İbrahim G.
author_facet Naghiyev, Farid N.
Khrustalev, Victor N.
Venskovsky, Nikolai U.
Akkurt, Mehmet
Khalilov, Ali N.
Bhattarai, Ajaya
Mamedov, İbrahim G.
author_sort Naghiyev, Farid N.
collection PubMed
description The crystal used for structure determination contained, along with the title compound, C(17)H(14)BrN(3)O(4), an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-di­hydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean planes of these fragments form a dihedral angle of 86.67 (9)°. The carboxyl­ate group lies near the plane of 4H-pyran, its orientation is stabilized by an intra­molecular C—H⋯O contact. In the crystal, the mol­ecules are connected into layers by N—H⋯N and N—H⋯O hydrogen bonds. The most important contributions to the crystal packing are from H⋯H (33.1%), O⋯H/H⋯O (16.3%), N⋯H/H⋯N (12.1%), Br⋯H/H⋯Br (11.5%) and C⋯H/H⋯C (10.6%) inter­actions.
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spelling pubmed-94437922022-09-06 Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate Naghiyev, Farid N. Khrustalev, Victor N. Venskovsky, Nikolai U. Akkurt, Mehmet Khalilov, Ali N. Bhattarai, Ajaya Mamedov, İbrahim G. Acta Crystallogr E Crystallogr Commun Research Communications The crystal used for structure determination contained, along with the title compound, C(17)H(14)BrN(3)O(4), an admixture [0.0324 (11)] of its 7-bromo isomer. The 2,3-di­hydro-1H-indole ring system is nearly planar, while the conformation of the 4H-pyran ring is close to a flattened boat. The mean planes of these fragments form a dihedral angle of 86.67 (9)°. The carboxyl­ate group lies near the plane of 4H-pyran, its orientation is stabilized by an intra­molecular C—H⋯O contact. In the crystal, the mol­ecules are connected into layers by N—H⋯N and N—H⋯O hydrogen bonds. The most important contributions to the crystal packing are from H⋯H (33.1%), O⋯H/H⋯O (16.3%), N⋯H/H⋯N (12.1%), Br⋯H/H⋯Br (11.5%) and C⋯H/H⋯C (10.6%) inter­actions. International Union of Crystallography 2022-08-26 /pmc/articles/PMC9443792/ /pubmed/36072515 http://dx.doi.org/10.1107/S2056989022008271 Text en © Naghiyev et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Naghiyev, Farid N.
Khrustalev, Victor N.
Venskovsky, Nikolai U.
Akkurt, Mehmet
Khalilov, Ali N.
Bhattarai, Ajaya
Mamedov, İbrahim G.
Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
title Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
title_full Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
title_fullStr Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
title_short Crystal structure and Hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
title_sort crystal structure and hirshfeld surface analysis of ethyl 2′-amino-5-bromo-3′-cyano-6′-methyl-2-oxo­spiro­[indoline-3,4′-pyran]-5′-carboxyl­ate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443792/
https://www.ncbi.nlm.nih.gov/pubmed/36072515
http://dx.doi.org/10.1107/S2056989022008271
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