期刊论文详细信息
Acta Crystallographica Section E: Crystallographic Communications | |
A cinnamaldehyde Schiff base of S-(4-methylbenzyl) dithiocarbazate: crystal structure, Hirshfeld surface analysis and computational study | |
Yusof, E.N.M.1  Tahir, M.I.M.1  Ravoof, T.B.S.A.1  Tan, S.L.2  Tiekink, E.R.T.2  | |
[1]Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400, UPM Serdang, Selangor Darul Ehsan, Malaysia | |
[2]Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia | |
关键词: CRYSTAL STRUCTURE; HYDROGEN BONDING; DITHIOCARBAZATE ESTER; HIRSHFELD SURFACE ANALYSIS; DFT; | |
DOI : 10.1107/S2056989017003991 | |
学科分类:数学(综合) | |
来源: International Union of Crystallography | |
【 摘 要 】
The title dithiocarbazate ester (I), C18H18N2S2 [systematic name: (E)-4-methylbenzyl 2-[(E)-3-phenylallylidene]hydrazinecarbodithioate, comprises an almost planar central CN2S2 residue [r.m.s. deviation = 0.0131 Å]. The methylene(tolyl-4) group forms a dihedral angle of 72.25 (4)° with the best plane through the remaining non-hydrogen atoms [r.m.s. deviation = 0.0586 Å] so the molecule approximates mirror symmetry with the 4-tolyl group bisected by the plane. The configuration about both double bonds in the N—N=C—C=C chain is E; the chain has an all trans conformation. In the crystal, eight-membered centrosymmetric thioamide synthons, {⋯HNCS}2, are formed via N—H⋯S(thione) hydrogen bonds. Connections between the dimers via C—H⋯π interactions lead to a three-dimensional architecture. A Hirshfeld surface analysis shows that (I) possesses an interaction profile similar to that of a closely related analogue with an S-bound benzyl substituent, (II). Computational chemistry indicates the dimeric species of (II) connected via N—H⋯S hydrogen bonds is about 0.94 kcal mol−1 more stable than that in (I).【 授权许可】
CC BY
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