Unique assemblies of alternating positively and negatively charged layers, directed by hydrogen bonds, ionic interactions, and π-stacking in the crystal structures of complexes between mellitic acid (benzenehexacarboxylic acid) and five planar aromatic bases

作者: Isabella Karle , Richard D. Gilardi , Ch. Chandrashekhar Rao , K.M. Muraleedharan , Subramania Ranganathan

DOI: 10.1023/A:1026151222486

关键词:

摘要: Benzenehexacarboxylic acid, mellitic acid (MA), has been used as a core motif to study possible radial self-assembly using complementary aromatic bases. By mixing water solutions of the components, crystals salts MA with 4-aminopyridine (AP), 4-dimethylamino-pyridine (DM), 2,2′-bipyridine (DP), o-phenanthroline (PL), and melamine (ML) have obtained. The MA−n ions assembled in either extended sheets for MA−2 or ribbons MA−4 by direct hydrogen bonding between additionally through mediation bonds molecules that distribute negative charges throughout sheet ribbon. Most O atoms carboxyl groups five complexes rotated significantly out plane central benzene ring. There are multiple base molecules, two four, each ion complexes. NH+ moieties all bases make ⋅ O–C MA−n . planar generally arranged stacks which components range from being parallel, interplanar separations 3.5 A, having considerable tilt respect other nearest separation greater than 3.9 A. These geometric characteristics reflected color crystals. three-dimensional networking makes some very hard. Cell dimensions: 1, C32H30N8O12 2H2O, C2/c, =13.764(2) b =18.053(3) c =14.876(4) β =105.99(2)° 2, C26H26N4O12 3H2O, P21/n, =15.891(1) =10.444(1) =18.242(1) =97.00(1); 3, C64H44N8O24 ⋅7H2O, P21/c, =23.016(4) =15.241(2) =19.124(2) =100.60(1)° 4, C36H22N4O12, =14.581(1) =10.472(1) =20.607(2) =106.43(1); 5, C18H18N12O12 $$P\bar 1$$ , =8.257(2) =8.986(2) =9.383(1) α =98.60(1)°, =96.38(2)°, γ =117.07(1)°.

参考文章(12)
Jean‐Marie Lehn, Supramolecular Chemistry: Concepts and Perspectives Malta II : Frontiers of Chemical Sciences 2 : Research and Education in the Middle East, Malta. ,(1995) , 10.1002/3527607439
Jean-Marie Lehn, JL Atwood, JED Davies, DD MacNicol, F Vögtle, Comprehensive Supramolecular Chemistry ,(1996)
Ian M Atkinson, Len F Lindoy, Self-Assembly in Supramolecular Systems ,(2001)
Jonathan A. Zerkowski, George M. Whitesides, Steric Control of secondary, solid-state architecture in 1:1 complexes of melamines and barbiturates that crystallize as crinkled tapes Journal of the American Chemical Society. ,vol. 116, pp. 4298- 4304 ,(1994) , 10.1021/JA00089A019
T. J. Kistenmacher, T. E. Phillips, D. O. Cowan, The crystal structure of the 1:1 radical cation–radical anion salt of 2,2'-bis-l,3-dithiole (TTF) and 7,7,8,8-tetracyanoquinodimethane (TCNQ) Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 30, pp. 763- 768 ,(1974) , 10.1107/S0567740874003669
John P. Mathias, Eric E. Simanek, Jonathan A. Zerkowski, Christopher T. Seto, George M. Whitesides, Structural Preferences of Hydrogen-Bonded Networks in Organic Solution - the Cyclic CA3.cntdot.M3 "Rosette" Journal of the American Chemical Society. ,vol. 116, pp. 4316- 4325 ,(1994) , 10.1021/JA00089A021
Jan Janczak, Ryszard Kubiak, Edward P. Serebryakov, María I. Arriortua, Margareta Björkman, Benita H. Forngren, Tobias Forngren, Per Hartvig, Karin Markides, Ulrika Yngve, Mattias Ögren, Tris(2-cyanophenyl)-1,3,5-triazine: a By-product of Metallophthalocyanine Synthesis. Acta Chemica Scandinavica. ,vol. 53, pp. 602- 610 ,(1999) , 10.3891/ACTA.CHEM.SCAND.53-0602
Gregory S. Payne, Genetic analysis of clathrin function in yeast. The Journal of Membrane Biology. ,vol. 116, pp. 93- 105 ,(1990) , 10.1007/BF01868668
T. J. Kistenmacher, T. J. Emge, A. N. Bloch, D. O. Cowan, Structure of the red, semiconducting form of 4,4',5,5'‐tetramethyl‐Δ2,2'‐bi‐1,3‐diselenole‐7,7,8,8‐tetracyano‐p‐quinodimethane, TMTSF–TCNQ Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 38, pp. 1193- 1199 ,(1982) , 10.1107/S0567740882005275