Synthesis and crystal structure of 2-(2,4-dioxo-6-methylpyran-3-ylidene)-4-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

IF 0.5 Q4 CRYSTALLOGRAPHY

Acta Crystallographica Section E: Crystallographic Communications Pub Date : 2025-05-01 DOI:10.1107/S2056989025003032

Imane Faraj , Lhoussaine El Ghayati , Olivier Blacque , Tuncer Hökelek , Ahmed Mazzah , El Mokhtar Essassi , Nada Kheira Sebbar

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引用次数: 0

Abstract

In the crystal, O—H⋯O and N—H⋯O hydrogen bonds link the molecules, enclosing R₂²(16) and R₂²(24) ring motifs, to generate [110] chains. Very weak π–π stacking interactions between the phenyl rings of adjacent molecules help to consolidate a three-dimensional architecture.

The title compound, C₂₁H₁₈N₂O₄, contains non-planar diazepine (in a boat–sofa conformation) and pyran (envelope) rings. In the crystal, O—H⋯O and N—H⋯O hydrogen bonds link the molecules, enclosing R₂²(16) and R₂²(24) ring motifs, to generate [110] chains. Very weak π–π stacking interactions between the phenyl rings of adjacent molecules with an inter-centroid distance of 4.0264 (9) Å help to consolidate a three-dimensional architecture. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (45.1%), H⋯O/O⋯H (23.2%) and H⋯C/C⋯H (19.2%) interactions.

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2-（2,4-二氧基-6-甲基吡喃-3-基二烯）-4-（4-羟基苯基）-2,3,4,5-四氢- 1h -1,5-苯二氮杂卓的合成与晶体结构

标题化合物C21H18N2O4含有非平面二氮平（船形沙发构象）和吡喃（包络）环。在晶体中，O- h⋯O和N-H⋯O氢键连接分子，包围R 22（16）和R 22（24）环基序，生成[110]链。相邻分子苯环之间的π-π堆叠相互作用非常弱，质心间距为4.0264 (9)Å，有助于巩固三维结构。晶体结构的Hirshfeld表面分析表明，对晶体堆积最重要的贡献是H⋯H (45.1%), H⋯O/O⋯H（23.2%）和H⋯C/C⋯H（19.2%）相互作用。

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来源期刊

Acta Crystallographica Section E: Crystallographic Communications Chemistry-Chemistry (all)

CiteScore

1.90

自引率

0.00%

发文量

351

审稿时长

3 weeks

期刊介绍： Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.

Synthesis and crystal structure of 2-(2,4-dioxo-6-methyl­pyran-3-yl­idene)-4-(4-hy­droxy­phen­yl)-2,3,4,5-tetra­hydro-1H-1,5-benzodiazepine

Abstract

Synthesis and crystal structure of 2-(2,4-dioxo-6-methylpyran-3-ylidene)-4-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine