scholarly journals Hydrogen Bond Patterns of Dipyridone and Bis(Hydroxypyridinium) Cations

ACS Omega ◽  
2021 ◽  
Author(s):  
Midhun Mohan ◽  
Mohamed Essalhi ◽  
Sarah Zaye ◽  
Love Karan Rana ◽  
Thierry Maris ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bond Patterns

Hydrogen-bond patterns in 1,4-dihydro-2,3-quinoxalinediones: ligands for the glycine modulatory site on the NMDA receptor

1996 ◽  
Vol 52 (3) ◽  
pp. 487-499 ◽  
Author(s):  
M. Kubicki ◽  
T. W. Kindopp ◽  
M. V. Capparelli ◽  
P. W. Codding
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Binding Site ◽  
Three Dimensional ◽  
Hydrogen Bonding Pattern ◽  
Wide Range ◽  
Show Evidence ◽  
Additional Hydrogen Bond ◽  
Hydrogen Bond Patterns ◽  
Solvent Molecules

The crystal structures of five 1,4-dihydro-2,3-quinoxalinediones, antagonists of the NMDA modulatory glycine binding site on the excitary amino acid (EAA) receptor complex, have been determined: (I) 6,7-dinitro-1,4-dihydro-2,3-quinoxalinedione (DNQX); (II) 5,7-dinitro-1,4-dihydro-2,3-quinoxalinedione (MNQX); (III) 6-nitro-1,4-dihydro-2,3-quinoxalinedione hydrate; (IV) 6,7-dichloro-1,4-dihydro-2,3-quinoxalinedione; (V) 5,7-dichloro-1,4-dihydro-2,3-quinoxalinedione dimethylformamide. The crystal structure of the most active compound (II) contains a unique intramolecular N—H...O(NO2) hydrogen bond, which may be important for activity, as semiempirical calculations show that this bond is stable over a wide range of dihedral angles between the planes of the molecule and of the nitro group. In the other compounds the intermolecular hydrogen bonds connect molecules into three-dimensional networks. In compounds (I), (III) and (IV) head-to-tail: π-stacking is found between molecules connected by a center of symmetry. The geometries of the hydrogen-bonded —NH—C=O fragments show evidence of π-cooperativity or resonance-assisted hydrogen bonding. Graph-set analysis of the hydrogen-bond patterns of quinoxalinedione derivatives shows a tendency to form two types of hydrogen-bonding motifs: a centrosymmetric dimeric ring and an infinite chain. Even though this pattern may be modified by the presence of additional hydrogen-bond acceptors and/or donors, as well as by solvent molecules, general similarities have been found. Comparison of all quinoxalinedione structures suggests that the hydrogen-bonding pattern necessary for the biological activity at the glycine binding site contains one donor and two acceptors.

From a Simple Pyrazole-Derived 1,2-Amino Alcohol to Mono- and Multinuclear Complexes by Tailoring Hydrogen Bond Patterns

2011 ◽  
Vol 2011 (11) ◽  
pp. 1768-1775 ◽  
Author(s):  
Christoph K. Seubert ◽  
Yu Sun ◽  
Yanhua Lan ◽  
Annie K. Powell ◽  
Werner R. Thiel
Keyword(s):  
Hydrogen Bond ◽  
Amino Alcohol ◽  
Multinuclear Complexes ◽  
Hydrogen Bond Patterns

ChemInform Abstract: Decoding Hydrogen-Bond Patterns. The Case of Iminodiacetic Acid.

ChemInform ◽  
1990 ◽  
Vol 21 (36) ◽  
Author(s):  
J. BERNSTEIN ◽  
M. C. ETTER ◽  
J. C. MACDONALD
Keyword(s):  
Hydrogen Bond ◽  
Iminodiacetic Acid ◽  
Hydrogen Bond Patterns

Hydrogen-bond patterns in the congruent complex 4-nitrophenol–acetamide (1/1)

2008 ◽  
Vol 64 (6) ◽  
pp. o306-o308 ◽  
Author(s):  
Rui M. S. Loureiro ◽  
Robert A. W. Johnstone ◽  
Gaël Labat
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bond Patterns
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