Garbutt Jennifer L, da Costa Cristiane F, deSouza Marcus V N, Wardell Solange M S V, Wardell James L, Harrison William T A
Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.
Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos-Far, Manguinhos, 21041-250, Rio de Janeiro, RJ, Brazil.
Acta Crystallogr E Crystallogr Commun. 2022 May 17;78(Pt 6):619-624. doi: 10.1107/S2056989022005151. eCollection 2022 Jun 1.
The crystal structures of four thio-phene-carbohydrazide-pyridine derivatives, '-[()-pyridin-3-yl-methyl-idene]thio-phene-2-carbohydrazide, CHNOS, (I), '-[()-pyridin-2-yl-methyl-idene]thio-phene-2-carbohydrazide, CHNOS, (II), -methyl-'-[()-pyridin-2-yl-methyl-idene]thio-phene-2-carbohydrazide, CHNOS, (III) and '-[()-pyridin-2-yl-methyl-idene]-2-(thio-phen-2-yl)ethano-hydrazide, CHNOS, (IV) are described. The dihedral angles between the thio-phene ring and the pyridine ring are 21.4 (2), 15.42 (14), 4.97 (8) and 83.52 (13)° for (I)-(IV), respectively. The thio-phene 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⋯N (p = pyridine) hydrogen bonds in (I), which generate (7) chains propagating in the [001] direction; N-H⋯N links also feature in (II), but in this case they lead to (6) [001] chains; in (IV), classical amide (4) N-H⋯O links result in [010] chains; in every case adjacent mol-ecules in the chains are related by 2 screw axes. There are no classical hydrogen bonds in the extended structure of (III). Various weak C-H⋯ ( = O, N, S) inter-actions occur in each structure, but no aromatic π-π stacking is evident. The Hirshfeld surfaces and fingerprint plots for (I)-(IV) are compared.
描述了四种噻吩-碳酰肼-吡啶衍生物，即“-[()-吡啶-3-基-亚甲基]噻吩-2-碳酰肼，CHNOS，(I)、“-[()-吡啶-2-基-亚甲基]噻吩-2-碳酰肼，CHNOS，(II)、-甲基-“-[()-吡啶-2-基-亚甲基]噻吩-2-碳酰肼，CHNOS，(III)和“-[()-吡啶-2-基-亚甲基]-2-(噻吩-2-基)乙酰胺，CHNOS，(IV)的晶体结构。对于(I)-(IV)，噻吩环与吡啶环之间的二面角分别为21.4 (2)、15.42 (14)、4.97 (8)和83.52 (13)°。(IV)中的噻吩环在两种取向上无序，比例为0.851 (2):0.149 (2)。堆积的关键特征包括(I)中的N-H⋯N（p = 吡啶）氢键，其产生沿[001]方向传播的(7)链；(II)中也存在N-H⋯N连接，但在这种情况下它们导致(6) [001]链；在(IV)中，经典的酰胺(4) N-H⋯O连接导致[010]链；在每种情况下，链中的相邻分子通过2螺旋轴相关。(III)的扩展结构中没有经典氢键。在每个结构中都发生了各种弱的C-H⋯（ = O、N、S）相互作用，但没有明显的芳香π-π堆积。比较了(I)-(IV)的Hirshfeld表面和指纹图谱。
