Different conformations and packing motifs in the crystal structures of four thiophene-carbohydra-zide-pyridine derivatives.

Autor: Garbutt, Jennifer L., da Costa, Cristiane F., deSouza, Marcus V. N., Wardell, Solange M. S. V., Wardell, James L., Harrison, William T. A.
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Zdroj: Acta Crystallographica Section E: Crystallographic Communications; Jun2022, Vol. 78 Issue 6, p619-624, 20p
Abstrakt: The crystal structures of four thiophene-carbohydrazide-pyridine derivatives, viz. N0-[(E)-pyridin-3-ylmethylidene]thiophene-2-carbohydrazide, C11H9N3OS, (I), N0-[(E)-pyridin-2-ylmethylidene]thiophene-2-carbohydrazide, C11H9N3OS, (II), N-methyl-N0-[(E)-pyridin-2-ylmethylidene]thiophene-2-carbohydrazide, C12H11N3OS, (III) and N0-[(E)-pyridin-2-ylmethylidene]-2-(thiophen-2-yl)-ethanohydrazide, C12H11N3OS, (IV) are described. The dihedral angles between the thiophene ring and the pyridine ring are 21.4 (2), 15.42 (14), 4.97 (8) and 83.52 (13)° for (I)-(IV), respectively. The thiophene ring in (IV) is disordered over two orientations in a 0.851 (2):0.149 (2) ratio. Key features of the packing include N--H...Np (p = pyridine) hydrogen bonds in (I), which generate C(7) chains propagating in the [001] direction; N--H...Np links also feature in (II), but in this case they lead to C(6) [001] chains; in (IV), classical amide (C4) N--H...O links result in [010] chains; in every case adjacent molecules in the chains are related by 21 screw axes. There are no classical hydrogen bonds in the extended structure of (III). Various weak C--H...X (X = O, N, S) interactions occur in each structure, but no aromatic π-π stacking is evident. The Hirshfeld surfaces and fingerprint plots for (I)-(IV) are compared. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index