Synthesis, crystal structure and Hirshfeld surface analysis of 2,2-dichloro-3,3-diethoxy-1-(4-fluorophenyl)propan-1-ol
The title mol-ecule, C<sub>13</sub>H<sub>17</sub>Cl<sub>2</sub>FO<sub>3</sub>, crystallizes in the ortho-rhom-bic space group <i>P</i>2<sub>1</sub>2<sub>1</sub>2<sub>1</sub> with one mol-ecule in the asymmetric unit. The skeleton of the mol-ecule exhibits an <i>anti</i> conformation with a C-C-C-C(Ph) torsion angle of -174.97 (18)°. The species are weakly hy-dro-gen bonded to form a polymeric chain elongated in the direction of the <i>b</i> axis. This inter-action is realised by the hydroxyl group with an ether O atom of a symmetry-related species [O-H⋯O hy-dro-gen-bond distance of 2.975 (2) Å]. No π-stacking inter-action involving the fluoro-benzyl moiety is detected in the crystal structure. Hirshfeld surface analysis, confirming the O-H⋯O donor-acceptor inter-actions, indicates that the most important contributions to the surface contacts are H⋯H (47.0%), Cl⋯H (19.5%), C⋯H (12.1%) and F⋯H (10.7%).
Authors
- Ennio Zangrando (ORCID: https://orcid.org/0000-0003-1549-4560)
- Nayim Sepay (ORCID: https://orcid.org/0000-0001-7702-3989)
- Aida I. Samigullina (ORCID: https://orcid.org/0000-0002-6791-9973)
- Alebel N. Belay (ORCID: https://orcid.org/0000-0003-4175-5656)
- Necmi Dege (ORCID: https://orcid.org/0000-0003-0660-4721)
- Khudayar I. Hasanov
- Saadet N Guseynova
- Cemile Baydere Demir (ORCID: https://orcid.org/0000-0002-8526-8326)
Institutions
- A. N. Kosygin Moscow State Textile University (RU)
- University of Trieste (IT)
- Istanbul Bilim University (TR)
- Azerbaijan Medical University (AZ)
- Ondokuz Mayıs University (TR)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
- Bahir Dar University (ET)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2025-04-29
- DOI
- https://doi.org/10.1107/s2056989025002154
- Primary Topic
- Crystal structures of chemical compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00