Synthesis, molecular and crystal structure of 1-(1,2-dihydrophthalazin-1-ylidene)-2-[1-(thiophen-2-yl)ethylidene]hydrazine

Autor: Felicite Majoumo-Mbe, Emmanuel Ngwang Nfor, Patrice Kenfack Tsobnang, Valoise Brenda Nguepmeni Eloundou, Joseph Ngwain Yong, Ikome Iris Efeti
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Acta Crystallographica Section E: Crystallographic Communications, Vol 75, Iss 2, Pp 251-254 (2019)
Druh dokumentu: article
ISSN: 2056-9890
20569890
DOI: 10.1107/S2056989019000732
Popis: The title compound, C14H12N4S, was synthesized by the condensation reaction of hydralazine and 2-acetylthiophene and during the reaction, a proton transfer from the imino nitrogen atom to one of the endocylic nitrogen atoms occurred. The compound crystallizes in the monoclinic crystal system with two independent molecules (molecules 1 and 2) in the asymmetric unit. In each molecule, there is a slight difference in the orientation of the thiophene ring with respect to phthalazine ring system, molecule 1 showing a dihedral angle of 42.51 (1)° compared to 8.48 (1)° in molecule 2. This implies an r.m.s deviation of 0.428 (1) Å between the two molecules for the 19 non-H atoms. The two independent molecules are connected via two N—H...N hydrogen bonds, forming dimers which interact by two bifurcated π–π stacking interactions to build tetrameric motifs. The latter are packed in the ac plane via weak C—H...π interactions and along the b axis via C—H ...N and C—H...π interactions. This results a three-dimensional architecture with a tilted herringbone packing mode.
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