Cardoso Laura N F, Noguiera Thais C M, Wardell James L, de Souza Marcus V N, Harrison William T A
Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos-FarManguinhos, Rua Sizenando Nabuco, 100, Manguinhos, 21041-250 Rio de Janeiro, Brazil.
Instituto de Química, Universidade Federal do Rio de Janeiro, Cidade Universitária, Rio de Janeiro, Brazil.
Acta Crystallogr E Crystallogr Commun. 2018 Feb 7;74(Pt 3):313-318. doi: 10.1107/S2056989018001251. eCollection 2018 Mar 1.
The crystal structures of three isomeric ()-'-(chloro-phenyl-methyl-idene)--methyl-2-(thio-phen-2-yl)acetohydrazides (CHClNOS) are described, with the Cl atom in (I), (III) and (IV) positions in the benzene ring. The -bromo derivative (II) (CHBrNOS), which is isostructural with its chloro congener (I), is also reported. Mol-ecules (I)-(III) have similar conformations, which approximate to l-shapes, as indicated by their N-C-C-C (t = thio-phene) torsion angles of -90.1 (3), -91.44 (18) and -90.7 (9)°, respectively. The conformation of (IV) is different, with an equivalent torsion angle of -170.75 (11)° corresponding to a more extended shape for the mol-ecule. The thio-phene ring in each structure features 'flip' rotational disorder. The packing for (I) and (II) features inversion dimers, linked by pairs of C-H⋯O inter-actions, which generate (14) loops. In the crystal of (III), [010] (8) chains arise, with adjacent mol-ecules linked by pairs of C-H⋯O hydrogen bonds. The packing for (IV) features unusually short C-H⋯O inter-actions arising from an H atom attached to the benzene ring (H⋯O = 2.18 Å), which lead to (9) [301] chains. Hirshfeld fingerprint percentage contact contributions are similar for the four title compounds.
描述了三种异构的（）-'-（氯苯基亚甲基）-甲基-2-（噻吩-2-基）乙酰肼（CHClNOS）的晶体结构，其中氯原子位于苯环的（I）、（III）和（IV）位置。还报道了与其氯代同系物（I）同构的溴代衍生物（II）（CHBrNOS）。分子（I）-（III）具有相似的构象，近似于L形，其N-C-C-C（t = 噻吩）扭转角分别为-90.1（3）、-91.44（18）和-90.7（9）°。（IV）的构象不同，其等效扭转角为-170.75（11）°，对应于分子更伸展的形状。每个结构中的噻吩环都存在“翻转”旋转无序。（I）和（II）的堆积以反演二聚体为特征，通过成对的C-H⋯O相互作用连接，形成（14）环。在（III）的晶体中，出现了[010]（8）链，相邻分子通过成对的C-H⋯O氢键连接。（IV）的堆积以苯环上连接的H原子产生的异常短的C-H⋯O相互作用为特征（H⋯O = 2.18 Å），导致形成（9）[301]链。四种标题化合物的Hirshfeld指纹百分比接触贡献相似。
