6-Phenyl-1,5-diazabicyclo[3.1.0]hexane: structure variations going from gas to crystal phase

被引：0

作者：

Marochkin, Ilya I. ^{[1
]}

Sharanov, Pavel Yu. ^{[1
]}

Kuznetsov, Vladimir V. ^{[2
]}

Shishkov, Igor F. ^{[1
]}

Novakovskaya, Yulia V. ^{[1
]}

机构：

[1] M V Lomonosov Moscow State Univ, Dept Chem, Moscow 119991, Russia

[2] Russian Acad Sci, N D Zelinsky Inst Organ Chem, Moscow 119991, Russia

来源：

MENDELEEV COMMUNICATIONS | 2024年 / 34卷 / 04期

关键词：

gas electron diffraction; 1,5-diazabicyclo[3.1.0]hexane; molecular structure; cluster structures; DENSITY-FUNCTIONAL THERMOCHEMISTRY; ELECTRON-DIFFRACTION; MOLECULAR-STRUCTURE;

D O I：

10.1016/j.mencom.2024.06.024

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Based on gas electron diffraction experiments supported by quantum chemical simulations, the molecular structure of 6-phenyl-1,5-diazabicyclo[3.1.0]hexane (PhDBH) in the gas phase was determined, which is characterized by the puckering motion of the five-membered ring typical of bicyclo[3.1.0]hexanes. It was found that the previously determined crystal packing is accompanied by a certain torsional twisting of the molecule, requiring activation energy. Based on the simulations of PhDBH clusters, it was shown that the energy is compensated by intermolecular interactions.

引用

页码：543 / 546

页数：4

共 25 条

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Kornilova, Tatiana A.
Kostikov, Rafael R.
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JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2018, 31 (07)
[2] Enthalpy of formation of 6-phenyl-1,5-diazabicyclo[3.1.0]hexane by combustion calorimetry and theoretical approach for efficient prediction of thermochemistry of diaziridines
Lukyanova, Vera A.
Kuznetsov, Vladimir V.
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Dorofeeva, Olga V.
Druzhinina, Anna I.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2023, 25 (37) : 25289 - 25298
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V. V. Kuznetsov
N. N. Makhova
M. O. Dekaprilevich
Russian Chemical Bulletin, 1999, 48 : 617 - 619
[4] 6,6′-bis(1,5-diazabicyclo[3.1.0]hexane)
Kuznetsov, VV
Makhova, NN
Dekaprilevich, MO
RUSSIAN CHEMICAL BULLETIN, 1999, 48 (03) : 617 - 619
[5] Molecular structure of 6-cyclopentyl-1,5-diazabicyclo[3.1.0]hexane studied by gas electron diffraction
E. P. Al’tova
I. I. Marochkin
P. Yu. Sharanov
A. N. Rykov
V. V. Kuznetsov
I. F. Shishkov
Russian Chemical Bulletin, 2022, 71 : 2231 - 2235
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Marochkin, Ilya I.
Altova, Ekaterina P.
Kuznetsov, Vladimir V.
Rykov, Anatolii N.
Shishkov, Igor F.
MENDELEEV COMMUNICATIONS, 2022, 32 (04) : 474 - 477
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Al'tova, E. P.
Marochkin, I. I.
Sharanov, P. Yu
Rykov, A. N.
Kuznetsov, V. V.
Shishkova, I. F.
RUSSIAN CHEMICAL BULLETIN, 2022, 71 (10) : 2231 - 2235
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Atavin, EG
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Vilkov, LV
JOURNAL OF STRUCTURAL CHEMISTRY, 2003, 44 (05) : 779 - 783
[9] Electron Diffraction Study of the Molecular Structure of 6,6′-bis>(1,5-Diazabicyclo[3.1.0]hexane)
E. G. Atavin
A. V. Golubinskii
V. V. Kuznetsov
N. N. Makhova
L. V. Vilkov
Journal of Structural Chemistry, 2003, 44 : 587 - 591
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Atavin, EG
Golubinskii, AV
Kuznetsov, VV
Makhova, NN
Vilkov, LV
JOURNAL OF STRUCTURAL CHEMISTRY, 2003, 44 (04) : 587 - 591

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