Synthesis, crystal structure and Hirshfeld surface analysis of 7-oxo-6-phenyl-6,7-dihydro-5 <i>H</i> -thieno[2,3- <i>f</i> ]isoindole-8-carboxylic acid
In the title compound, C<sub>17</sub>H<sub>11</sub>NO<sub>3</sub>S, the thieno[2,3-<i>f</i>]iso-indole ring system and the phenyl ring are oriented at a dihedral angle of 20.57 (13)°. The strong intra-molecular O-H⋯O hydrogen bond partly ensures the coplanarity of the carboxyl group and the ring system. In crystal, the mol-ecules are linked through C-H⋯O hydrogen bonds, enclosing <i>R</i> <sup>2</sup> <sub>2</sub>(14) ring motifs, into a three-dimensional architecture. π-π inter-actions between parallel five-membered and phenyl rings [centroid-to-centroid distances of 3.564 (3) and 3.591 (3) Å] further contribute to the cohesion of the crystal structure. The Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (35.5%), H⋯O/O⋯H (21.3%), C⋯C (14.1%) and H⋯C/C⋯H (12.8%) inter-actions.
Authors
- Evgeniya R. Shelukho (ORCID: https://orcid.org/0000-0003-1310-6536)
- Mohammed Hadi Al–Douh (ORCID: https://orcid.org/0000-0001-9777-2653)
- Victor N. Khrustalev (ORCID: https://orcid.org/0000-0001-8806-2975)
- Vladimir P. Zaytsev (ORCID: https://orcid.org/0000-0001-9175-7583)
- Tuncer Hökelek (ORCID: https://orcid.org/0000-0002-8602-4382)
- Khudayar I. Hasanov
- Tahir A. Javadzade (ORCID: https://orcid.org/0000-0003-3327-4430)
- Narmina A. Guliyeva
Institutions
- Khazar University (AZ)
- Peoples' Friendship University of Russia (RU)
- Azerbaijan Medical University (AZ)
- Hadhramout University (YE)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
- Baku Engineering University (AZ)
- Hacettepe University (TR)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2025-10-07
- DOI
- https://doi.org/10.1107/s2056989025008618
- Primary Topic
- Crystal structures of chemical compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00