Dinitrogen as a Sensor for Metastable Carboxylic Acid Dimers and a Weak Hydrogen Bond Benchmarking Tool

2018 ◽  
Vol 122 (11) ◽  
pp. 2933-2946 ◽  
Author(s):  
Sönke Oswald ◽  
Enno Meyer ◽  
Martin A. Suhm
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Weak Hydrogen Bond

scholarly journals Chalcogen Bond versus Weak Hydrogen Bond: Changing Contributions in Determining the Crystal Packing of [1,2,5]-Chalcogenadiazole-Fused Tetracyanonaphthoquinodimethanes

2021 ◽  
Vol 03 (02) ◽  
pp. 090-096
Author(s):  
Yusuke Ishigaki ◽  
Kota Asai ◽  
Takuya Shimajiri ◽  
Tomoyuki Akutagawa ◽  
Takanori Fukushima ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Density Functional ◽  
Molecular Design ◽  
Crystal Packing ◽  
Cyano Group ◽  
Density Functional Theory Calculations ◽  
Weak Hydrogen Bond ◽  
Functional Theory ◽  
Chalcogen Bond ◽  
Thiadiazole Ring

The crystal structures of a series of tetracyanonaphthoquinodimethanes fused with a selenadiazole or thiadiazole ring revealed that their molecular packing is determined mainly by two intermolecular interactions: chalcogen bond (ChB) and weak hydrogen bond (WHB). ChB between Se and a cyano group dictates the packing of selenadiazole derivatives, whereas the S-based ChB is much weaker and competes with WHB in thiadiazole analogues. This difference can be explained by different electrostatic potentials as revealed by density functional theory calculations. A proper molecular design that weakens WHB can change the contribution of ChB in determining the crystal packing of thiadiazole derivatives.

Crystal structure of tofacitinib dihydrogen citrate (Xeljanz®), (C16H21N6O)(H2C6H5O7)

2021 ◽  
pp. 1-8
Author(s):  
James A. Kaduk ◽  
Amy M. Gindhart ◽  
Thomas N. Blanton
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Powder Diffraction ◽  
Density Functional ◽  
Acid Group ◽  
Dimensional Network ◽  
Van Der Waals Contacts ◽  
Citrate Anion

The crystal structure of tofacitinib dihydrogen citrate (tofacitinib citrate) has been solved and refined using synchrotron X-ray powder diffraction data, and optimized using density functional techniques. Tofacitinib dihydrogen citrate crystallizes in space group P212121 (#19) with a = 5.91113(1), b = 12.93131(3), c = 30.43499(7) Å, V = 2326.411(6) Å3, and Z = 4. The crystal structure consists of corrugated layers perpendicular to the c-axis. Within the layers, cation⋯anion and anion⋯anion hydrogen bonds link the fragments into a two-dimensional network parallel to the ab-plane. Between the layers, there are only van der Waals contacts. A terminal carboxylic acid group in the citrate anion forms a strong charge-assisted hydrogen bond to the ionized central carboxylate group. The other carboxylic acid acts as a donor to the carbonyl group of the cation. The citrate hydroxy group forms an intramolecular charge-assisted hydrogen bond to the ionized central carboxylate. Two protonated nitrogen atoms in the cation act as donors to the ionized central carboxylate of the anion. These hydrogen bonds form a ring with the graph set symbol R2,2(8). The powder pattern has been submitted to ICDD® for inclusion in the Powder Diffraction File™ (PDF®).

Aliphatic Carboxylic Acid as Hydrogen-Bond Donor for Converting CO2 and Epoxide into Cyclic Carbonate under Mild Conditions

2021 ◽  
Author(s):  
Zheng Wang ◽  
Yajun Wang ◽  
Qianjie Xie ◽  
Zhiying Fan ◽  
Yehua Shen
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Value Added ◽  
Cyclic Carbonate ◽  
Hydrogen Bond Donor ◽  
Title Reaction ◽  
Aliphatic Carboxylic Acid ◽  
Mild Conditions ◽  
Atmospheric Carbon

The coupling of CO2 and epoxide is promising way to reduce atmospheric carbon by converting it into value-added cyclic carbonate. Pursuing efficient catalysts is highly attractive for the title reaction....

(1′R,3S)-2-Oxo-1-(1′-phenylethyl)piperidine-3-carboxylic acid: a case of a very strong intramolecular hydrogen bond

2004 ◽  
Vol 60 (11) ◽  
pp. o2110-o2112
Author(s):  
Ana-María Lumbreras-García ◽  
Alberto Galindo-Guzmán ◽  
Dino Gnecco ◽  
Joel-Luis Terán ◽  
Sylvain Bernès
Keyword(s):  
Hydrogen Bond ◽  
Carboxylic Acid ◽  
Intramolecular Hydrogen Bond ◽  
Intramolecular Hydrogen ◽  
Strong Intramolecular Hydrogen Bond

Influence of a Weak Hydrogen Bond on Vibrational Coherence Probed by Photon Echoes in DCl Dimer Trapped in Solid Nitrogen

2005 ◽  
Vol 109 (22) ◽  
pp. 4873-4880 ◽  
Author(s):  
M. Broquier ◽  
C. Crépin ◽  
A. Cuisset ◽  
H. Dubost ◽  
J. P. Galaup
Keyword(s):  
Hydrogen Bond ◽  
Weak Hydrogen Bond ◽  
Vibrational Coherence ◽  
Photon Echoes ◽  
Solid Nitrogen

Selective adsorption behaviour of carbon dioxide in OH-functionalized metal–organic framework materials

CrystEngComm ◽  
2017 ◽  
Vol 19 (36) ◽  
pp. 5346-5350 ◽  
Author(s):  
Jinjie Qian ◽  
Jinni Shen ◽  
Qipeng Li ◽  
Yue Hu ◽  
Shaoming Huang
Keyword(s):  
Carbon Dioxide ◽  
Hydrogen Bond ◽  
Selective Adsorption ◽  
Metal Organic Framework ◽  
Metal Organic Frameworks ◽  
Adsorption Behaviour ◽  
Weak Hydrogen Bond ◽  
Oh Groups ◽  
Framework Materials ◽  
Metal Organic

The theoretically optimal adsorption locations in hydroxyl (OH)-decorated metal–organic frameworks show that the captured CO2 molecules interact with the cis-μ2-OH groups in an end-on mode, which shows a moderate to weak hydrogen bond.

scholarly journals 2-Oxo-2H-chromen-7-yl 4-methylbenzoate

IUCrData ◽  
2018 ◽  
Vol 3 (7) ◽  
Author(s):  
Abdoulaye Djandé ◽  
Akoun Abou ◽  
Félix Kini ◽  
Konan René Kambo ◽  
Michel Giorgi
Keyword(s):  
Hydrogen Bond ◽  
Title Compound ◽  
Acute Angle ◽  
Membered Ring ◽  
Hirshfeld Surface ◽  
Supramolecular Interactions ◽  
Stacking Interactions ◽  
Weak Hydrogen Bond ◽  
Compound C ◽  
Benzene Rings

In the title compound, C17H12O4, the benzoate ring is oriented at an acute angle of 60.14 (13)° relative to the coumarin plane (r.m.s. deviation = 0.006 Å). This conformation is stabilized by an intramolecular C—H...O weak hydrogen bond, which forms a five-membered ring. Also present are π–π stacking interactions between neighbouring pyrone and benzene rings [centroid-to-centroid distances in the range 3.6286 (1)–3.6459 (1) Å] and C=O...π interactions [O...centroid distances in the range 3.2938 (1)–3.6132 (1) Å]. Hirshfeld surface analysis has been used to confirm and quantify the supramolecular interactions.

scholarly journals A new solvate of epalerstat, a drug for diabetic neuropathy

2017 ◽  
Vol 73 (8) ◽  
pp. 1264-1267 ◽  
Author(s):  
Okky Dwichandra Putra ◽  
Daiki Umeda ◽  
Kaori Fukuzawa ◽  
Mihoko Gunji ◽  
Etsuo Yonemochi
Keyword(s):  
Hydrogen Bond ◽  
Acetic Acid ◽  
Carboxylic Acid ◽  
Hydrogen Bonds ◽  
Diabetic Neuropathy ◽  
Dihedral Angle ◽  
Phenyl Ring ◽  
Acid Moiety ◽  
Acta Cryst ◽  
Carboxylic Acid Groups

Epalerstat {systematic name: (5Z)-5-[(2E)-2-methyl-3-phenylprop-2-en-1-ylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidine-3-acetic acid} crystallized as an acetone monosolvate, C15H13NO3S2·C3H6O. In the epalerstat molecule, the methylpropylenediene moiety is inclined to the phenyl ring and the five-membered rhodamine ring by 21.4 (4) and 4.7 (4)°, respectively. In addition, the acetic acid moiety is found to be almost normal to the rhodamine ring, making a dihedral angle of 85.1 (2)°. In the crystal, a pair of O—H...O hydrogen bonds between the carboxylic acid groups of epalerstat molecules form inversion dimers with an R 2 2(8) loop. The dimers are linked by pairs of C—H...O hydrogen bonds, enclosing R 2 2(20) loops, forming chains propagating along the [101] direction. In addition, the acetone molecules are linked to the chain by a C—H...O hydrogen bond. Epalerstat acetone monosolvate was found to be isotypic with epalerstat tertrahydrofuran solvate [Umeda et al. (2017). Acta Cryst. E73, 941–944].

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