Conclusions
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1.
An x-ray diffraction structural study of crystals of N′-(5-nitrofurfurylidene)benzhydrazide revealed the first case of the cocrystallization of syn and syn-anti isomers of ketohydrazone molecules. We propose that the isomerization of the ketohydrazone molecules occurs upon crystallization and is a consequence of packing effects. The crystal structure of this ketohydrazone is a rare case of the laminar packing of polar and nonpolar molecular chains.
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2.
The formation of hydrates of N′-(5-nitrofurfurylidene)hydrazides radically alters the structure of their frontier molecular orbitals in comparison with the anhydrous molecules. This may significantly affect the properties of the crystals of these compounds.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2301–2308, October, 1988.
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Aldoshin, S.M., Kozina, O.A., Gutsev, G.L. et al. Cocrystallization of two isomers of N′-(5-nitrofurfurylidene)benzhydrazide and features of the molecular, crystal, and electronic structure of their crystal hydrate. Russ Chem Bull 37, 2071–2077 (1988). https://doi.org/10.1007/BF00953407
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DOI: https://doi.org/10.1007/BF00953407