Combinatorial Crystal Synthesis: Structural Landscape of Phloroglucinol:1,2-bis(4-pyridyl)ethylene and Phloroglucinol:Phenazine

被引:39
|
作者
Dubey, Ritesh [1 ]
Desiraju, Gautam R. [1 ]
机构
[1] Indian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India
关键词
cocrystals; combinatorial chemistry; crystal structure landscape; polymorphism; supramolecular synthons; CO-CRYSTALS; TERNARY COCRYSTALS; ACID; STACKING; ISONICOTINAMIDE; POLYMORPHISM; CHEMISTRY;
D O I
10.1002/anie.201402668
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A large number of crystal forms, polymorphs and pseudopolymorphs, have been isolated in the phloroglucinol-dipyridylethylene (PGL:DPE) and phloroglucinol-phenazine (PGL:PHE) systems. An understanding of the intermolecular interactions and synthon preferences in these binary systems enables one to design a ternary molecular solid that consists of PGL, PHE, and DPE, and also others where DPE is replaced by other heterocycles. Clean isolation of these ternary cocrystals demonstrates synthon amplification during crystallization. These results point to the lesser likelihood of polymorphism in multicomponent crystals compared to single-component crystals. The appearance of several crystal forms during crystallization of a multicomponent system can be viewed as combinatorial crystal synthesis with synthon selection from a solution library. The resulting polymorphs and pseudopolymorphs that are obtained constitute a crystal structure landscape.
引用
收藏
页码:13178 / 13182
页数:5
相关论文
共 50 条
  • [1] ELECTROCHEMICAL STUDY OF BIS(4-PYRIDYL)DISULPHIDE AND 1,2-BIS(4-PYRIDYL)ETHYLENE ADSORPTION ON GOLD
    CZERWINSKI, A
    SOBKOWSKI, J
    ZAMPONI, S
    MARASSI, R
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1990, 288 (1-2): : 271 - 275
  • [2] 1,2-BIS(4-PYRIDYL)ETHANE
    IDE, S
    KARACAN, N
    TUFAN, Y
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1995, 51 : 2304 - 2305
  • [3] 1,2-bis(4-pyridyl)ethane
    Ide, S.
    Karacan, N.
    Tufan, Y.
    Acta Crystallographica, Section C: Crystal Structure Communications, 1995, 51 (pt 11):
  • [4] trans-1,2-bis(4-pyridyl) ethylene monohydrate
    Huang, W
    Qian, HF
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2005, 61 : O2050 - O2052
  • [5] Exploring the Crystal Structure Landscape with a Heterosynthon Module: Fluorobenzoic Acid:1,2-Bis(4-pyridyl)ethylene 2:1 Cocrystals
    Dubey, Ritesh
    Desiraju, Gautam R.
    CRYSTAL GROWTH & DESIGN, 2015, 15 (01) : 489 - 496
  • [6] Bis[bis(N,N-diethyldithiocarbamato)zinc(II)](trans-1,2-bis(4-pyridyl)ethylene)trans-1,2-bis(4-pyridyl)ethylene lattice adduct
    Lai, CS
    Tiekink, ERT
    APPLIED ORGANOMETALLIC CHEMISTRY, 2003, 17 (04) : 251 - 252
  • [7] Crystal structure of Di[succinatozinc(II)]•trans-1,2-bis(4-pyridyl)ethylene
    Yin, X
    Tao, J
    Huang, RB
    Zheng, LS
    MAIN GROUP METAL CHEMISTRY, 2002, 25 (11): : 705 - 706
  • [8] SYNTHESIS OF N,N'-BIS(PHENYLSULFONYL)-1,2-BIS(4-PYRIDYL)ETHYLENEDIAMINES
    BRANA, MF
    CASTELLANO, JM
    YUNTA, MJR
    LIEBIGS ANNALEN DER CHEMIE, 1990, (07): : 641 - 645
  • [9] Hydrogen-bonded 1,2-bis(4-pyridyl)ethylene and maleic acid
    Zhang, J
    Hou, XL
    Bu, WF
    Wu, LX
    Ye, L
    Yang, GD
    Fan, YG
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2002, 58 (11) : o663 - o664
  • [10] The monolayer structure of 1,2-bis(4-pyridyl)ethylene physisorbed on a graphite surface
    Brewer, Adam Y.
    Friscic, Tomislav
    Day, G. M.
    Overvoorde, Lois M.
    Parker, Julia E.
    Richardson, Chris N.
    Clarke, Stuart M.
    MOLECULAR PHYSICS, 2013, 111 (01) : 73 - 79