Dimormorphism and cocrystal formation of 3-(chloroacetamido)pyrazole

作者: Menahem Kaftory , Mark Botoshansky , Yana Sheinin

DOI: 10.1021/CG0501229

关键词: Polymorphism (materials science)MoleculeHydrogen bondChloroacetic acidCocrystalStereochemistryDimerCrystallographyChemistryPyrazoleHydrogen

摘要: 3-(Chloroacetamido)pyrazole (4) crystallizes in two different forms. Crystallization with chloroacetic acid reveals a cocrystal. In the polymorphs (4a and 4β), all hydrogen acceptors donors take part formation of bonds. both structures, molecules formed dimers through bonds; 4a site symmetry dimer is 2-fold axis, it has bowl shape. The (4β) inversion center, planar. (in 4a) imposed on four that are bonded to propeller-like arrangement up down alternately regards plane dimer. When present respect cocrystal, molecular compound between molecule 3-(chloroacetamido)pyrazole acid. also other same kind form an infinite layered ribbon.

参考文章(14)
G. C. Verschoor, E. Keulen, Electron density distribution in cyanuric acid. I. An X‐ray diffraction study at low temperature Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 27, pp. 134- 145 ,(1971) , 10.1107/S0567740871001791
R. F. Stewart, L. H. Jensen, Accurate Bragg intensities for uracil: a thermal parameter refinement Zeitschrift Fur Kristallographie. ,vol. 128, pp. 133- 147 ,(1969) , 10.1524/ZKRI.1969.128.1-2.133
K Ozeki, N Sakabe, J Tanaka, None, The crystal structure of thymine Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 25, pp. 1038- 1045 ,(1969) , 10.1107/S0567740869003505
A. Kutoglu, E. Hellner, A simple refinement of density distributions of bonding electrons. IV. The distribution of valence electrons in cyanuric acid Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 34, pp. 1617- 1623 ,(1978) , 10.1107/S0567740878006160
David Clarke, Richard W. Mares, Hamish McNab, Frank G. Riddell, NMR study of the solid-state rearrangement of 3-amino-1- and -2-(chloroacetyl)pyrazole to 3-(chloroacetamido)pyrazole Magnetic Resonance in Chemistry. ,vol. 32, pp. 255- 257 ,(1994) , 10.1002/MRC.1260320412
Yingshen Lu, Heinz-Bernhard Kraatz, Metal complexes of 3-acetamido-5-methylpyrazole ☆ Inorganica Chimica Acta. ,vol. 357, pp. 159- 166 ,(2004) , 10.1016/S0020-1693(03)00381-5
Concepcion Foces-Foces, Antonio L. Llamas-Saiz, Margarita Men�ndez, Nadine Jagerovic, J. Elguero, STRUCTURE OF 3-NITROPYRAZOLE IN SOLUTION AND IN THE SOLID STATE Journal of Physical Organic Chemistry. ,vol. 10, pp. 637- 645 ,(1997) , 10.1002/(SICI)1099-1395(199708)10:8<637::AID-POC930>3.0.CO;2-P
Frank H. Allen, The Cambridge Structural Database: a quarter of a million crystal structures and rising Acta Crystallographica Section B-structural Science. ,vol. 58, pp. 380- 388 ,(2002) , 10.1107/S0108768102003890
Gustavo Portalone, Luigi Bencivenni, Marcello Colapietro, Andrea Pieretti, Fabio Ramondo, Jørgen Møller, Alexander Senning, Xin-Kan Yao, Hong-Gen Wang, J. -P. Tuchagues, Mattias Ögren, The Effect of Hydrogen Bonding on the Structures of Uracil and Some Methyl Derivatives Studied by Experiment and Theory. Acta Chemica Scandinavica. ,vol. 53, pp. 57- 68 ,(1999) , 10.3891/ACTA.CHEM.SCAND.53-0057