Bougueria Hassiba, Chetioui Souheyla, Bensegueni Mohammed Abdellatif, Djukic Jean-Pierre, Benarous Nesrine
Unité de Recherche de Chimie de l'Environnement et Moléculaire Structurale (URCHEMS), Département de Chimie, Université des Frères Mentouri de Constantine-1, 25000 Constantine, Algeria.
Centre Universitaire Abd El Hafid Boussouf, Mila, 43000 Mila, Algeria.
Acta Crystallogr E Crystallogr Commun. 2021 May 28;77(Pt 6):672-676. doi: 10.1107/S2056989021005491. eCollection 2021 Jun 1.
The title compound, CHClNO, was obtained by diazo-tization of 2-amino-4-chloro-phenol followed by a coupling reaction with β-naphthol. There are two mol-ecules ( and ) in the asymmetric unit. The crystal structure features only one type of inter-molecular inter-action, that is strong hydrogen bonds involving the hydroxyl group. The naphthol and phenol fragments attached to the C=N-N- moiety exhibit an - conformation. In addition, those fragments are almost coplanar, subtending a dihedral angle of 13.11 (2)° in mol-ecule and 10.35 (2)° in mol-ecule . A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (32.1%), C⋯H/H⋯C (23.1%), Cl⋯H/H⋯Cl (15.2%), O⋯H/H⋯O (12.8%) and C⋯C (9%) contacts.
标题化合物CHClNO是通过对2-氨基-4-氯苯酚进行重氮化,然后与β-萘酚发生偶联反应得到的。不对称单元中有两个分子(和)。晶体结构仅具有一种分子间相互作用类型,即涉及羟基的强氢键。连接到C=N-N-部分的萘酚和苯酚片段呈现反式构象。此外,这些片段几乎共面,分子中的二面角为13.11(2)°,分子中的二面角为10.35(2)°。 Hirshfeld表面分析表明,对晶体堆积最重要的贡献来自H⋯H(32.1%)、C⋯H/H⋯C(23.1%)、Cl⋯H/H⋯Cl(15.2%)、O⋯H/H⋯O(12.8%)和C⋯C(9%)接触。