Water-mediated multicenter synthon and aromatic C-H→N isostructurality

被引：31

作者：

Babu, N. Jagadeesh ^{[1
]}

Nangia, Ashwini ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

CRYSTAL GROWTH & DESIGN | 2006年 / 6卷 / 08期

关键词：

D O I：

10.1021/cg060378u

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A strong, cooperative O-H center dot center dot center dot O hydrogen bond network directs isostructurality in pyrazine tetracarboxylic acid, pyridine tetracarboxylic acid, and pyromellitic acid dihydrates. H2O and COOH groups reorganize their H bonding groups in an invariant network leading to O-w-H center dot center dot center dot N <-> C-H center dot center dot center dot O-w mimicry. The degree of similarity is related to the size of the multicenter synthon and the strength of the O-acid-H center dot center dot center dot O-water hydrogen bond.

引用

页码：1753 / 1756

页数：4

共 33 条

[1] Isostructurality in crystalline oxa-androgens:: a case of C-O-H•••O and C-H•••O interaction mimicry and solid solution formation [J].

Anthony, A ;

Jaskolski, M ;

Nangia, A ;

Desiraju, GR .

CHEMICAL COMMUNICATIONS, 1998, (22) :2537-2538

[2] Crystal chemistry of some synthetic 2-oxa-steroids:: conformation, packing motifs and isostructurality [J].

Anthony, A ;

Jaskólski, M ;

Nangia, A .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2000, 56 (03) :512-525

[3] Virtual screening of 4-anilinoquinazoline analogues as EGFR kinase inhibitors: Importance of hydrogen bonds in the evaluation of poses and scoring functions [J].

Aparna, V ;

Rambabu, G ;

Panigrahi, SK ;

Sarma, JARP ;

Desiraju, GR .

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2005, 45 (03) :725-738

[4] Host-guest complexes of 3,5-dinitrobenzonitrile: channels and sandwich supramolecular architectures [J].

Arora, KK ;

Pedireddi, VR .

TETRAHEDRON, 2004, 60 (04) :919-925

[5] 3D-QSAR and docking studies on 4-anilinoquinazoline and 4-anilinoquinoline epidermal growth factor receptor (EGFR) tyrosine kinase inhibitors [J].

Assefa, H ;

Kamath, S ;

Buolamwini, JK .

JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 2003, 17 (08) :475-493

[6] 2,3-diarylcyclopentenones as orally active, highly selective cyclooxygenase-2 inhibitors [J].

Black, WC ;

Brideau, C ;

Chan, CC ;

Charleson, S ;

Chauret, N ;

Claveau, D ;

Ethier, D ;

Gordon, R ;

Greig, G ;

Guay, J ;

Hughes, G ;

Jolicoeur, P ;

Leblanc, Y ;

Nicoll-Griffith, D ;

Ouimet, N ;

Riendeau, D ;

Visco, D ;

Wang, ZY ;

Xu, L ;

Prasit, P .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (07) :1274-1281

[7] Progress toward understanding the nature and function of C-H•••O interactions [J].

Castellano, RK .

CURRENT ORGANIC CHEMISTRY, 2004, 8 (10) :845-865

[8] Non-stoichiometry induced by differential oxygen/lone pair occupation in chiral bicyclic 1,1′-binaphthoxy cyclodiphosphazanes [J].

Chakravarty, M ;

Kommana, P ;

Swamy, KCK .

CHEMICAL COMMUNICATIONS, 2005, (43) :5396-5398

[9] Structure-based design of potent inhibitors of scytalone dehydratase: Displacement of a water molecule from the active site [J].

Chen, JM ;

Xu, SL ;

Wawrzak, Z ;

Basarab, GS ;

Jordan, DB .

BIOCHEMISTRY, 1998, 37 (51) :17735-17744

[10] Supramolecular equivalence of ethynyl, chloro, bromo and iodo groups. A comparison of the crystal structures of some 4-phenoxyanilines [J].

Dey, A ;

Desiraju, GR .

CRYSTENGCOMM, 2004, 6 :642-646

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