An AAAA–DDDD quadruple hydrogen-bond array

2011 ◽  
Vol 3 (3) ◽  
pp. 244-248 ◽  
Author(s):  
Barry A. Blight ◽  
Christopher A. Hunter ◽  
David A. Leigh ◽  
Hamish McNab ◽  
Patrick I. T. Thomson
2013 ◽  
Vol 69 (10) ◽  
pp. 1164-1169 ◽  
Author(s):  
Balasubramanian Sridhar ◽  
Jagadeesh Babu Nanubolu ◽  
Krishnan Ravikumar

Lamotrigine, an antiepileptic drug, has been complexed with three aromatic carboxylic acids. All three compounds crystallize with the inclusion ofN,N-dimethylformamide (DMF) solvent,viz.lamotriginium [3,5-diamino-6-(2,3-dichlorophenyl)-1,2,4-triazin-2-ium] 4-iodobenzoateN,N-dimethylformamide monosolvate, C9H8Cl2N5+·C7H4IO2−·C3H7NO, (I), lamotriginium 4-methylbenzoateN,N-dimethylformamide monosolvate, C9H7Cl2N5+·C8H8O2−·C3H7NO, (II), and lamotriginium 3,5-dinitro-2-hydroxybenzoateN,N-dimethylformamide monosolvate, C9H8Cl2N5+·C7H3N2O7−·C3H7NO, (III). In all three structures, proton transfer takes place from the acid to the lamotrigine molecule. However, in (I) and (II), the acidic H atom is disordered over two sites and there is only partial transfer of the H atom from O to N. In (III), the corresponding H atom is ordered and complete proton transfer has occurred. Lamotrigine–lamotrigine, lamotrigine–acid and lamotrigine–solvent interactions are observed in all three structures and they thereby exhibit isostructurality. The DMF solvent extends the lamotrigine–lamotrigine dimers into a pseudo-quadruple hydrogen-bonding motif.


2016 ◽  
Vol 55 (40) ◽  
pp. 12393-12397 ◽  
Author(s):  
Lin Wang ◽  
Zhong-Liang Gong ◽  
Shu-Ying Li ◽  
Wenjing Hong ◽  
Yu-Wu Zhong ◽  
...  

2013 ◽  
Vol 135 (26) ◽  
pp. 9939-9943 ◽  
Author(s):  
David A. Leigh ◽  
Craig C. Robertson ◽  
Alexandra M. Z. Slawin ◽  
Patrick I. T. Thomson

ChemInform ◽  
2001 ◽  
Vol 32 (19) ◽  
pp. no-no
Author(s):  
Charles Michael Drain ◽  
Xinxu Shi ◽  
Tatjana Milic ◽  
Fotis Nifiatis

2001 ◽  
pp. 287-288 ◽  
Author(s):  
Charles Michael Drain ◽  
Xinxu Shi ◽  
Tatjana Milic ◽  
Fotis Nifiatis

2006 ◽  
Vol 8 (11) ◽  
pp. 2225-2228 ◽  
Author(s):  
Haruki Ohkawa ◽  
Akihiro Takayama ◽  
Satoshi Nakajima ◽  
Hiroyuki Nishide

2015 ◽  
Vol 22 (8) ◽  
Author(s):  
Guanghui Jing ◽  
Haojie Yu ◽  
Li Wang ◽  
Jie Shan ◽  
Jin Huang ◽  
...  

2009 ◽  
Vol 62 (11) ◽  
pp. 1550 ◽  
Author(s):  
Jörg Taubitz ◽  
Ulrich Lüning

Sulfurane 5b with solubility enhancing substituents has been synthesized to be used as an AAAA recognition site in quadruple hydrogen bond heterodimers. A complementary DDDD partner [4b + H+] has been generated from a DDAD domain 4b by protonation. The association constant for the heterodimer complex formation has been determined by NMR titration in chloroform.


2006 ◽  
Vol 8 (9) ◽  
pp. 1811-1814 ◽  
Author(s):  
Chun-Ho Wong ◽  
Hak-Fun Chow ◽  
Sin-Kam Hui ◽  
Kong-Hung Sze

2012 ◽  
Vol 012 (3) ◽  
pp. 318-325 ◽  
Author(s):  
Zhi-cheng Feng ◽  
Bo Zhu ◽  
Hong-xi Yao ◽  
Ming-jun Wang ◽  
Xiao-hui Yang

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