Synthesis, crystal structure and Hirshfeld surface analysis of 2-chloro-3-[(E)-(2-phenylhydrazinylidene)methyl]quinoline

Autor: Soufiane Akhramez, Abderrafia Hafid, Mostafa Khouili, Mohamed Saadi, Lahcen El Ammari, El Mostafa Ketatni
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Acta Crystallographica Section E: Crystallographic Communications, Vol 75, Iss 7, Pp 964-968 (2019)
Druh dokumentu: article
ISSN: 2056-9890
20569890
DOI: 10.1107/S2056989019007692
Popis: A new quinoline-based hydrazone, C16H12ClN3, was synthesized by a condensation reaction of 2-chloro-3-formylquinoline with phenylhydrazine. The quinoline ring system is essentially planar (r.m.s. deviation = 0.012 Å), and forms a dihedral angle of 8.46 (10)° with the phenyl ring. The molecule adopts an E configuration with respect to the central C=N bond. In the crystal, molecules are linked by a C—H...π-phenyl interaction, forming zigzag chains propagating along the [10\overline{3}] direction. The N—H hydrogen atom does not participate in hydrogen bonding but is directed towards the phenyl ring of an adjacent molecule, so linking the chains via weak N—H...π interactions to form of a three-dimensional structure. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H...H (35.5%), C...H/H...C (33.7%), Cl...H/H...Cl (12.3%), N...H/H...N (9.5%) contacts.
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