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Acta Crystallographica Section E: Crystallographic Communications, volume 77, issue 2, pages 96-100

Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues

Publication typeJournal Article
Publication date2021-01-08
Quartile SCImago
Q3
Quartile WOS
Impact factor0.6
ISSN20569890
General Chemistry
Condensed Matter Physics
General Materials Science
Abstract

The title compounds, 2-(pyridin-2-yl)-1H-perimidine (C16H11N3; 1), 1-methyl-2-(pyridin-2-yl)-1H-perimidine (C17H13N3; 2), and 1,3-dimethyl-2-(pyridin-2-yl)-1H-perimidinium iodide (C18H16N3 +·I; 3) were synthesized under mild conditions and their structures were determined by 1H NMR spectroscopy and single-crystal X-ray analysis. The N-methylation of the nitrogen atom(s) at the perimidine moiety results in a significant increase of the interplane angle between the pyridin-2-yl ring and the perimidine system. The unsubstituted perimidine (1) forms a weak intramolecular N—H...N bond that consolidates the molecular conformation. In the crystal structures of 13, the molecular entities all are assembled through π–π and C—H...π interactions.

Citations by journals

1
Acta Crystallographica Section E: Crystallographic Communications
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Acta Crystallographica Section E: Crystallographic Communications
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Citations by publishers

1
International Union of Crystallography (IUCr)
International Union of Crystallography (IUCr), 1, 33.33%
International Union of Crystallography (IUCr)
1 publication, 33.33%
Multidisciplinary Digital Publishing Institute (MDPI)
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1 publication, 33.33%
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1 publication, 33.33%
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Kalle P. et al. Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues // Acta Crystallographica Section E: Crystallographic Communications. 2021. Vol. 77. No. 2. pp. 96-100.
GOST all authors (up to 50) Copy
Kalle P., Tatarin S. V., Zakharov A. Y., Kiseleva M. A., Bezzubov S. I. Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues // Acta Crystallographica Section E: Crystallographic Communications. 2021. Vol. 77. No. 2. pp. 96-100.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1107/S205698902100013X
UR - https://doi.org/10.1107%2FS205698902100013X
TI - Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues
T2 - Acta Crystallographica Section E: Crystallographic Communications
AU - Zakharov, Alexander Yu.
AU - Bezzubov, Stanislav I.
AU - Kalle, Paulina
AU - Tatarin, Sergei V.
AU - Kiseleva, Marina A.
PY - 2021
DA - 2021/01/08 00:00:00
PB - International Union of Crystallography (IUCr)
SP - 96-100
IS - 2
VL - 77
PMID - 33614133
SN - 2056-9890
ER -
BibTex |
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BibTex Copy
@article{2021_Kalle,
author = {Alexander Yu. Zakharov and Stanislav I. Bezzubov and Paulina Kalle and Sergei V. Tatarin and Marina A. Kiseleva},
title = {Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues},
journal = {Acta Crystallographica Section E: Crystallographic Communications},
year = {2021},
volume = {77},
publisher = {International Union of Crystallography (IUCr)},
month = {jan},
url = {https://doi.org/10.1107%2FS205698902100013X},
number = {2},
pages = {96--100},
doi = {10.1107/S205698902100013X}
}
MLA
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Kalle, Paulina, et al. “Synthesis and comparative structural study of 2-(pyridin-2-yl)-1H-perimidine and its mono- And di-N-methylated analogues.” Acta Crystallographica Section E: Crystallographic Communications, vol. 77, no. 2, Jan. 2021, pp. 96-100. https://doi.org/10.1107%2FS205698902100013X.
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