Crystal Structure of Hydrogen-Bonded Charge Transfer Complex: [Bis(4-hydroxyphenylthio)-1,5-naphthalene]-Chloranil-H2O

1995 ◽  
Vol 36 (31) ◽  
pp. 5535-5538
Author(s):  
K Nakasuji
Keyword(s):  
Crystal Structure ◽  
Charge Transfer ◽  
Charge Transfer Complex ◽  
Hydrogen Bonded

Crystal structure of hydrogen-bonded charge transfer complex: [Bis(4-hydroxyphenylthio)-1,5-naphthalene]-chloranil-H2O

1995 ◽  
Vol 36 (31) ◽  
pp. 5535-5538 ◽  
Author(s):  
Kenichi Sugiura ◽  
Jiro Toyoda ◽  
Jong-Won Yoon ◽  
Tadaoki Mitani ◽  
Kazuhiro Nakasuji
Keyword(s):  
Crystal Structure ◽  
Charge Transfer ◽  
Charge Transfer Complex ◽  
Hydrogen Bonded

scholarly journals Hydrogen Bonded Charge Transfer Complex of Chloranilic Acid With Benzimidazole

2014 ◽  
Vol 70 (a1) ◽  
pp. C1826-C1826
Author(s):  
Prof. Emmanuel Marfo-Owusu ◽  
Dr. Amber Thompson
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Charge Transfer Complex ◽  
Intramolecular Hydrogen Bonding ◽  
Monoclinic Space Group ◽  
Chloranilic Acid ◽  
Hydrogen Bonding Network ◽  
Hydrogen Bonded

The crystal structure of 1:1:1 complex of chloranilic acid with benzimidazole and water determined by X-ray diffraction methods is reported. It crystallizes in the monoclinic (space group, P21/c) crystal system. Both chloranilic acid and benzimidazole molecules adopt a face-to-face stacking arrangement along the b-axis. An interaction beween adjacent layers is a π...π stacking interactions between chloranilic acid molecules. The dihedral angle between the interacting chloranilic acid ring planes is only 1.22 (7)0with an interplanar spacing between C10...C12 (3.383 (16) Å) and C13...C15 (3.351 (14) Å ). Water influences proton transfer in the hydrogen bonded charge transfer complex, and contributes to generating increased number of hydrogen bonds utilized in the stabilzaation of the crystal structure of the complex. Water serves as an efficient bridge between the chloranilic acid molecules through O-H...O intermolecular hydrogen bonds to form a zigzag channel, as well as directly linking chloranilic acid molecules with benzimidazole molecules which are strongly entrapped within the zigzag channel by intermolecular hydrogen bonding network involving the N-H...O, C-H...O, and C-H...Cl interactions. In the chloranilate anion structure, an intramolecular hydrogen bonding involving O2-H7 and O1 (dO2... O1 and dH7... O1 = 2.670 (12) and 2.25 Å) occurs. The supramolecular architecture of the hydrogen bonded charge complex exhibits a three-dimensional hydrogen bonding network

scholarly journals Isolation and X-ray Crystal Structure of an Electrogenerated TEMPO–N3 Charge-Transfer Complex

2021 ◽  
Author(s):  
Hosea M. Nelson ◽  
Juno C. Siu ◽  
Ambarneil Saha ◽  
Duilio Cascio ◽  
Samantha N. MacMillan ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Charge Transfer ◽  
Charge Transfer Complex ◽  
X Ray

scholarly journals Isolation and X-ray Crystal Structure of an Electrogenerated TEMPO–N3 Charge-Transfer Complex

2020 ◽  
Author(s):  
Hosea Nelson ◽  
Juno Siu ◽  
Ambarniel Saha ◽  
Duilio Cascio ◽  
Song-Bai Wu ◽  
...  
Keyword(s):  
Crystal Structure ◽  
Charge Transfer ◽  
Theoretical Analysis ◽  
Charge Transfer Complex ◽  
Reactive Intermediates ◽  
Structural Elucidation ◽  
Catalytic Reactions ◽  
X Ray ◽  
Increasing Demand ◽  
Computational Predictions

Recent advances in radical-based catalytic reactions have created an increasing demand for the understanding of their mechanistic underpinnings. Structural elucidation of transient reactive intermediates via diffraction techniques, though rarely possible, is one of the most decisive ways to support such mechanistic hypotheses. Here we present the isolation, structural elucidation, and theoretical analysis of an electrochemically generated and catalytically relevant charge-transfer species formed between the azidyl radical and (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO). The unusual bent N–N–N angle and the pancake bonding between these two fragments highlight the weak bonding interactions present in this complex. This X-ray structure validates computational predictions as well as mechanistic proposals of TEMPO-mediated radical azidation reactions.

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