Home / Publications / Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea

Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea

Remir Grigorevich Kostyanovsky 1
Remir Grigorevich Kostyanovsky
, 
Vasiliy Georgievich Shtamburg 2
Vasiliy Georgievich Shtamburg
, 
Oleg Valer'ievich Shishkin 3
Oleg Valer'ievich Shishkin
, 
Roman Igorevich Zubatyuk 3
Roman Igorevich Zubatyuk
, 
Victor Vasil'evich Shtamburg 4
Victor Vasil'evich Shtamburg
, 
Andrey A Anishchenko 4
Andrey A Anishchenko
, 
Alexander Vladimirovich Mazepa 5
Alexander Vladimirovich Mazepa
2 Ukrainian State University of Chemical Technology, Dnepropetrovsk, Ukraine
3 STC 'Institute for Single Crystals', National Academy of Sciences of Ukraine, Kharkov, Ukraine
4 Department of Chemistry, Dnepropetrovsk National University, Dnepropetrovsk, Ukraine
5 A.V. Bogatsky Physico-Chemical Institute, National Academy of Sciences of Ukraine, Odessa, Ukraine
10.1016/j.mencom.2010.05.015
Published 2010-05-06
Communication , Volume 20, Issue 3, 167-169
6
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Kostyanovsky R. G. et al. Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea // Mendeleev Communications. 2010. Vol. 20. No. 3. pp. 167-169.
GOST all authors (up to 50) Copy
Kostyanovsky R. G., Shtamburg V. G., Shishkin O. V., Zubatyuk R. I., Shtamburg V. V., Anishchenko A. A., Mazepa A. V. Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea // Mendeleev Communications. 2010. Vol. 20. No. 3. pp. 167-169.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2010.05.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.05.015
TI - Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea
T2 - Mendeleev Communications
AU - Kostyanovsky, Remir Grigorevich
AU - Shtamburg, Vasiliy Georgievich
AU - Shishkin, Oleg Valer'ievich
AU - Zubatyuk, Roman Igorevich
AU - Shtamburg, Victor Vasil'evich
AU - Anishchenko, Andrey A
AU - Mazepa, Alexander Vladimirovich
PY - 2010
DA - 2010/05/06
PB - Mendeleev Communications
SP - 167-169
IS - 3
VL - 20
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Kostyanovsky,
author = {Remir Grigorevich Kostyanovsky and Vasiliy Georgievich Shtamburg and Oleg Valer'ievich Shishkin and Roman Igorevich Zubatyuk and Victor Vasil'evich Shtamburg and Andrey A Anishchenko and Alexander Vladimirovich Mazepa},
title = {Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea},
journal = {Mendeleev Communications},
year = {2010},
volume = {20},
publisher = {Mendeleev Communications},
month = {May},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.05.015},
number = {3},
pages = {167--169},
doi = {10.1016/j.mencom.2010.05.015}
}
MLA
Cite this
MLA Copy
Kostyanovsky, Remir Grigorevich, et al. “Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea.” Mendeleev Communications, vol. 20, no. 3, May. 2010, pp. 167-169. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.05.015.

Abstract

Phenylglyoxal reacts with N-benzyloxy-N’-(2-bromophenyl)urea forming N-[(benzoyl)(hydroxy)methyl]-N-benzyloxy-N’-(2-bromophenyl)urea. As it was found by XRD study, the molecules of the latter in crystal exist in two forms which vary in a different degree of pyramidality of the same nitrogen atom. Reactions of N-ethoxy-N’-phenylurea and N-benzyloxy-N’-(4-nitrophenyl) urea with phenylglyoxal lead to cyclic products.

References

1.
Chiral ureas with two electronegative substituents at 1-N: An unusual case of coexisting pyramidal and almost planar 1-N atoms in the same crystal
Shishkin O.V., Shtamburg V.G., Zubatyuk R.I., Olefir D.A., Tsygankov A.V., Prosyanik A.V., Mazepa A.V., Kostyanovsky R.G.
Chirality, 2009
2.
Shtamburg V.G., Anishchenko A.A., Shtamburg V.V., Shishkin O.V., Zubatyuk R.I., Mazepa A.V., Rakipov I.M., Kostyanovsky R.G.
Mendeleev Communications, 2008
3.
10.1016/j.mencom.2010.05.015_bib3
Shtamburg
Visn. Nat. Tech. Univer. ‘KPI’, 2006
4.
Shtamburg V.G., Shishkin O.V., Zubatyuk R.I., Kravchenko S.V., Tsygankov A.V., Shtamburg V.V., Distanov V.B., Kostyanovsky R.G.
Mendeleev Communications, 2007
5.
10.1016/j.mencom.2010.05.015_bib5
Zefirov
Kristallografiya, 1997
6.
A short history of SHELX
Sheldrick G.M.
Acta Crystallographica Section A Foundations of Crystallography, 2007