The Role of Hydrogen Bonds in the Solid State Reactions of Acetyl Anthranilamide

1983 ◽  
Vol 93 (1) ◽  
pp. 95-100 ◽  
Author(s):  
Margaret C. Etter
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Solid State Reactions

Tosylate salts of the anticancer drug lapatinib

2013 ◽  
Vol 69 (12) ◽  
pp. 1516-1523 ◽  
Author(s):  
K. Ravikumar ◽  
B. Sridhar ◽  
Jagadeesh Babu Nanubolu ◽  
A. K. S. Bhujanga Rao ◽  
R. Jyothiprasad
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Physicochemical Properties ◽  
Anticancer Drug ◽  
Ring System ◽  
Nonbonded Interactions ◽  
One Dimensional ◽  
Drug Products ◽  
Ring Motif

Two tosylate salts of an anticancer drug lapatinib,viz. a monotosylate [systematic name: ({5-[4-({3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}amino)quinazolin-6-yl]furan-2-yl}methyl)[2-(methylsulfonyl)ethyl]azanium 4-methylbenzenesulfonate], C29H27ClFN4O4S+·C7H7O3S−, (I), and a ditosylate [systematic name: 4-({3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}amino)-6-]5-({[2-(methylsulfonyl)ethyl]azaniumyl}methyl)furan-2-yl[quinazolin-1-ium bis(4-methylbenzenesulfonate)], C29H28ClFN4O4S2+·2C7H7O3S−, (II), were obtained during crystallization attempts for polymorphism. In both structures, the lapatinib cation is in a distorted U-like conformation and the tosylate anion is clamped between the aniline N atom and methylamine N atom through N—H...O hydrogen bonds, forming anR22(15) ring motif. The 4-anilinoquinazoline ring system is essentially planar in (I), while it is twisted in (II), controlled by an intramolecular C—H...N interaction. In (I), alternating cations and anions are linked by N—H...O hydrogen bonds intoC22(6) chains. These chains are linked by cations in a helical manner. The presence of the additional tosylate anion in (II) results in the formation of one-dimensional tapes of fused hydrogen-bonded rings through N—H...O and C—H...O interactions. These studies augment our understanding of the role of nonbonded interactions in the solid state, which is useful for correlation to the physicochemical properties of drug products.

On the role of twinning in solid-state reactions

2013 ◽  
Vol 58 (3) ◽  
pp. 458-461 ◽  
Author(s):  
M. Sh. Akchurin ◽  
R. M. Zakalyukin
Keyword(s):  
Solid State ◽  
Solid State Reactions

Role of hydrogen bonds in molecular packing of photoreactive crystals: templating photodimerization of protonated stilbazoles in crystalline state with a combination of water molecules and chloride ions

2014 ◽  
Vol 13 (11) ◽  
pp. 1509-1520 ◽  
Author(s):  
Barnali Mondal ◽  
Tingting Zhang ◽  
Rajeev Prabhakar ◽  
Burjor Captain ◽  
V. Ramamurthy
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Crystalline State ◽  
Chloride Ions ◽  
Molecular Packing ◽  
Water Molecules

A combination of water molecules and chloride ions pre-orient protonated stilbazole molecules towards photodimerization the solid state.

scholarly journals Evidence for genuine hydrogen bonding in gold(I) complexes

2018 ◽  
Vol 116 (1) ◽  
pp. 46-51 ◽  
Author(s):  
Mathilde Rigoulet ◽  
Stéphane Massou ◽  
E. Daiann Sosa Carrizo ◽  
Sonia Mallet-Ladeira ◽  
Abderrahmane Amgoune ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Relativistic Effects ◽  
Proton Acceptor ◽  
Synthesis And Characterization ◽  
Open Question ◽  
Cationic Gold

The ability of gold to act as proton acceptor and participate in hydrogen bonding remains an open question. Here, we report the synthesis and characterization of cationic gold(I) complexes featuring ditopic phosphine-ammonium (P,NH+) ligands. In addition to the presence of short Au∙∙∙H contacts in the solid state, the presence of Au∙∙∙H–N hydrogen bonds was inferred by NMR and IR spectroscopies. The bonding situation was extensively analyzed computationally. All features were consistent with the presence of three-center four-electron attractive interactions combining electrostatic and orbital components. The role of relativistic effects was examined, and the analysis is extended to other recently described gold(I) complexes.

White Beam Synchrotron Topographic Studies of the Effects of Localized Stress Fields on the Kinetics of Single Crystal Solid State Reactions.

1988 ◽  
Vol 143 ◽  
Author(s):  
Michael Dudley
Keyword(s):  
Solid State ◽  
Reaction Kinetics ◽  
Local Reaction ◽  
Stress Fields ◽  
Solid State Reactions ◽  
Thermally Induced ◽  
White Beam ◽  
Kinetics Of ◽  
Good Agreement

AbstractWhite Beam Synchrotron Topography has been used to determine the role of localized stress fields in the solid state polymerization of single crystals of the diacetylene PTS. Results indicate that the stress fields due to grown in dislocations can accelerate local reaction kinetics in thermally induced polymerization reactions, although no such effects were previously observable in photolytically or radiolytically induced reactions. Results are analyzed in an analogous fashion to the treatment of the nucleation of solid state phase transformations at dislocations. Good agreement was found between approximate theoretical treatments and experimental observation. The response of the monomer crystal to the inhomogeneous stresses generated as a result of inhomogeneous reaction and the implications regarding local reaction kinetics are discussed in detail.

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