Structural Chemistry, volume 33, issue 1, pages 113-122
Equilibrium Molecular Structure of 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane: the joint analysis of the gas-phase electron diffraction data and quantum chemical simulations
Ageev Georgiy G
1
,
Rykov Anatoliy N
1
,
Grikina Olga E
1
,
Shishkov Igor F
1
,
Kochikov Igor V
2
,
Kuznetsov Vladimir V.
3
,
Makhova Nina N
3
,
Bukalov Sergei S
4
2
Publication type: Journal Article
Publication date: 2021-08-27
Journal:
Structural Chemistry
Quartile SCImago
Q3
Quartile WOS
Q3
Impact factor: 1.7
ISSN: 10400400, 15729001
Physical and Theoretical Chemistry
Condensed Matter Physics
Abstract
The equilibrium structure of the 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane (TMDABH) molecule was studied for the first time by means of gas-phase electron diffraction (GED) supplemented with quantum chemical calculations. TMDABH exists as a mixture of two conformers of Cs point group symmetry, namely, a chair and a boat. The fractions of these two forms are 74 and 26% respectively, if the reference approximation was obtained at the MP2/aug-cc-PVTZ level, and 81 and 19%, if the reference approximation was generated at the DFT-B3LYP/cc-pVTZ level. The agreement between the theoretical and experimental molecular intensities is characterized by Rf disagreement factors of 5.06 and 6.93%, respectively. Based on the more accurate MP2/aug-cc-PVTZ quantum chemical approximation, the energy difference between the global minimum, which corresponds to the chair conformer of TMDABH, and the local minimum of the boat on the potential energy surface (PES) was found to be 1.39 kcal/mol. Moreover, NMR, IR, and Raman spectroscopic studies were carried out. According to the joint analysis of the data obtained, the most important equilibrium parameters of the chair and boat TMDABH conformers were determined to be as follows (bond lengths in Å, angles in degrees, for boat form in square brackets, Cs symmetry): N1N5 = 1.554(2) [1.520(2)], C2C3 = 1.525(2) [1.539(2)], N1C2C3 = 105.7(14) [108.8(14)], θ = C2-C3-C4/C2-N1-N5-C4 = 37.4(6) [−16.6(6)], φ = N1-C6-N5/C2-N1-N5-C4 = 72.9(3) [73.9(3)]. Comparison of especially NN bond lengths reveals a strong dependence on the bicyclic system conformation.
Citations by journals
|
1
2
|
|
|
Mendeleev Communications
|
Mendeleev Communications
2 publications, 50%
|
|
Journal of Molecular Structure
|
Journal of Molecular Structure
1 publication, 25%
|
|
Physical Chemistry Chemical Physics
|
Physical Chemistry Chemical Physics
1 publication, 25%
|
|
1
2
|
Citations by publishers
|
1
2
3
|
|
|
Elsevier
|
Elsevier
3 publications, 75%
|
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
1 publication, 25%
|
|
1
2
3
|
- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2022,2023],"ids":[0,0],"codes":[0,0],"imageUrls":["",""],"datasets":[{"label":"Citations number","data":[2,2],"backgroundColor":["#3B82F6","#3B82F6"],"percentage":["50","50"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Mendeleev Communications","Journal of Molecular Structure","Physical Chemistry Chemical Physics"],"ids":[5294,9347,1773],"codes":[0,0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp"],"datasets":[{"label":"","data":[2,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":[50,25,25],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Elsevier","Royal Society of Chemistry (RSC)"],"ids":[17,123],"codes":[0,0],"imageUrls":["\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp"],"datasets":[{"label":"","data":[3,1],"backgroundColor":["#3B82F6","#3B82F6"],"percentage":[75,25],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Ageev G. G. et al. Equilibrium Molecular Structure of 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane: the joint analysis of the gas-phase electron diffraction data and quantum chemical simulations // Structural Chemistry. 2021. Vol. 33. No. 1. pp. 113-122.
GOST all authors (up to 50)
Copy
Ageev G. G., Rykov A. N., Grikina O. E., Shishkov I. F., Kochikov I. V., Kuznetsov V. V., Makhova N. N., Bukalov S. S. Equilibrium Molecular Structure of 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane: the joint analysis of the gas-phase electron diffraction data and quantum chemical simulations // Structural Chemistry. 2021. Vol. 33. No. 1. pp. 113-122.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1007/s11224-021-01828-5
UR - https://doi.org/10.1007%2Fs11224-021-01828-5
TI - Equilibrium Molecular Structure of 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane: the joint analysis of the gas-phase electron diffraction data and quantum chemical simulations
T2 - Structural Chemistry
AU - Ageev, Georgiy G
AU - Kuznetsov, Vladimir V.
AU - Makhova, Nina N
AU - Bukalov, Sergei S
AU - Rykov, Anatoliy N
AU - Grikina, Olga E
AU - Shishkov, Igor F
AU - Kochikov, Igor V
PY - 2021
DA - 2021/08/27 00:00:00
PB - Springer Nature
SP - 113-122
IS - 1
VL - 33
SN - 1040-0400
SN - 1572-9001
ER -
Cite this
BibTex
Copy
@article{2021_Ageev,
author = {Georgiy G Ageev and Vladimir V. Kuznetsov and Nina N Makhova and Sergei S Bukalov and Anatoliy N Rykov and Olga E Grikina and Igor F Shishkov and Igor V Kochikov},
title = {Equilibrium Molecular Structure of 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane: the joint analysis of the gas-phase electron diffraction data and quantum chemical simulations},
journal = {Structural Chemistry},
year = {2021},
volume = {33},
publisher = {Springer Nature},
month = {aug},
url = {https://doi.org/10.1007%2Fs11224-021-01828-5},
number = {1},
pages = {113--122},
doi = {10.1007/s11224-021-01828-5}
}
Cite this
MLA
Copy
Ageev, Georgiy G., et al. “Equilibrium Molecular Structure of 3,3,6-trimethyl-1,5-diazabicyclo[3.1.0]hexane: the joint analysis of the gas-phase electron diffraction data and quantum chemical simulations.” Structural Chemistry, vol. 33, no. 1, Aug. 2021, pp. 113-122. https://doi.org/10.1007%2Fs11224-021-01828-5.
Profiles