Synthesis and crystal structure of 2-(2,4-dioxo-6-methylpyran-3-ylidene)-4-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1<i>H</i>-1,5-benzodiazepine
The title compound, C<sub>21</sub>H<sub>18</sub>N<sub>2</sub>O<sub>4</sub>, 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 mol-ecules, enclosing <i>R</i> <sub>2</sub> <sup>2</sup>(16) and <i>R</i> <sub>2</sub> <sup>2</sup>(24) ring motifs, to generate [110] chains. Very weak π-π stacking inter-actions between the phenyl rings of adjacent mol-ecules 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%) inter-actions.
Authors
- Ahmed Mazzah (ORCID: https://orcid.org/0000-0002-6945-1884)
- Lhoussaine El Ghayati
- El Mokhtar Essassi (ORCID: https://orcid.org/0000-0002-1490-7522)
- Olivier Blacque (ORCID: https://orcid.org/0000-0001-9857-4042)
- Imane Faraj
- Tuncer Hökelek (ORCID: https://orcid.org/0000-0002-8602-4382)
- Nada Kheira Sebbar
Institutions
- Mohammed V University (MA)
- University of Zurich (CH)
- Université Ibn Zohr (MA)
- Hacettepe University (TR)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2025-04-04
- DOI
- https://doi.org/10.1107/s2056989025003032
- Citations
- 1
- Primary Topic
- Synthesis of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 1.39