Crystal structure and Hirshfeld surface analysis of 1-[(E)-2-(5-chloro-2-hydroxyphenyl)hydrazin-1-yl-idene]naphthalen-2(1H)-one

被引:3
作者
Bougueria, Hassiba [1 ,2 ]
Chetioui, Souheyla [1 ,3 ]
Bensegueni, Mohammed Abdellatif [1 ]
Djukic, Jean-Pierre [4 ]
Benarous, Nesrine [1 ]
机构
[1] Univ Freres Mentouri Constantine 1, Dept Chim, Unite Rech Chim Environm & Mol Struct URCHEMS, Constantine 25000, Algeria
[2] Ctr Univ Abd El Hafid Boussouf, Mila 43000, Mila, Algeria
[3] Univ Mohamed Boudiaf Msila, Fac Technol, Msila, Algeria
[4] Univ Strasbourg, Inst Chim, UMR 7177, Lab Chim & Syst Organometall LCSOM, 4 Rue Blaise Pascal, F-67070 Strasbourg, France
来源
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS | 2021年 / 77卷
关键词
azo compounds; 2-naphthols; crystal structure; Hirshfeld surface calculations; DYES;
D O I
10.1107/S2056989021005491
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The title compound, C16H11ClN2O2, was obtained by diazotization of 2-amino-4-chlorophenol followed by a coupling reaction with beta-naphthol. There are two molecules (A and B) in the asymmetric unit. The crystal structure features only one type of intermolecular interaction, that is strong hydrogen bonds involving the hydroxyl group. The naphthol and phenol fragments attached to the C = N-N- moiety exhibit an s-trans conformation. In addition, those fragments are almost coplanar, subtending a dihedral angle of 13.11 (2)degrees in molecule A and 10.35 (2)degrees in molecule B. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H center dot center dot center dot H (32.1%), C center dot center dot center dot H/H center dot center dot center dot C (23.1%), Cl center dot center dot center dot H/H center dot center dot center dot Cl (15.2%), O center dot center dot center dot H/H center dot center dot center dot O (12.8%) and C center dot center dot center dot C (9%) contacts.
引用
收藏
页码:672 / +
页数:12
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