Abundant Polymorphism in a System with Multiple Hydrogen-Bonding Opportunities: Oxalyl Dihydrazide

Autor:	Shinbyoung Ahn, Fang Guo, Benson M. Kariuki, Kenneth D. M. Harris
Rok vydání:	2006
Předmět:	Hydrogen Hydrogen bond Chemistry Stereochemistry chemistry.chemical_element General Chemistry Crystal structure Dihedral angle Biochemistry Acceptor Catalysis law.invention Crystallography Colloid and Surface Chemistry Polymorphism (materials science) law Molecule Crystallization
Zdroj:	Journal of the American Chemical Society. 128:8441-8452
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja0573155
Popis:	To date, only one crystal structure has been reported in the literature for oxalyl dihydrazide [H(2)N.NH.CO.CO.NH.NH(2)]. In the present paper, we report the discovery of four new polymorphs of oxalyl dihydrazide, obtained by crystallization from solution under different conditions, including the use of different crystallization solvents. All polymorphs have the trans-trans-trans conformation of the N-N-C-C-N-N backbone, but the positions of the hydrogen atoms of the NH(2) groups relative to this backbone differ between the different polymorphs through variation of the torsion angle around each NH-NH(2) bond. The different polymorphs display a range of different hydrogen-bonding arrangements, constructed from different types of hydrogen-bonded array. The existence of several different potential hydrogen-bond donor and hydrogen-bond acceptor groups in the oxalyl dihydrazide molecule, together with the fact that the N-H bonds of the NH(2) groups adopt different orientations with respect to the molecular plane, leads to several possible geometric permutations for hydrogen-bonding arrangements in the solid state. It would not be surprising if even more polymorphs of oxalyl dihydrazide are discovered in the future.
Databáze:	OpenAIRE
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