Consistent supramolecular motifs and different local symmetries in the structures of 2-amino-5-(4-fluorophenyl)-1,3-thiazole-4-carbaldehyde and 2-amino-5-(4-chlorophenyl)-1,3-thiazole-4-carbaldehyde
The first title compound, C<sub>10</sub>H<sub>7</sub>FN<sub>2</sub>OS, crystallizes in space group <i>P</i>1 with two independent mol-ecules in the asymmetric unit, which form a dimer with an <i>R</i> <sup>2</sup> <sub>2</sub>(8) motif through pairwise N-H⋯N hydrogen bonds. In the crystal of (I), N-H⋯O hydrogen bonds bind the dimers into zigzag ribbons running along the [100] direction, generating <i>R</i> <sup>4</sup> <sub>4</sub>(14) motifs. The second title compound, C<sub>10</sub>H<sub>7</sub>ClN<sub>2</sub>OS (space group <i>I</i>2/<i>a</i>), contains one mol-ecule in the asymmetric unit, which forms a dimer with an <i>R</i> <sup>2</sup> <sub>2</sub>(8) motif <i>via</i> inversion symmetry. In the extended structure, the mol-ecules form zigzag ribbons in the [100] direction by N-H⋯N and N-H⋯O hydrogen bonds, resulting in consecutive <i>R</i> <sup>4</sup> <sub>1</sub>(8)<i>R</i> <sup>2</sup> <sub>1</sub>(5)<i>R</i> <sup>2</sup> <sub>2</sub>(8)<i>R</i> <sup>2</sup> <sub>1</sub>(5)<i>R</i> <sup>4</sup> <sub>1</sub>(8) motifs. The Hirshfeld surface analyses of the compounds (I) and (II) indicates that the most important factors influencing the crystal packing are H⋯H inter-actions [21.1% for mol-ecule <i>A</i> of (I), 20.3% for mol-ecule <i>B</i> of (I) and 21.0% for (II)].
Authors
- Fargana S. Aliyeva
- Alebel N. Belay (ORCID: https://orcid.org/0000-0003-4175-5656)
- S. M. Gaidar (ORCID: https://orcid.org/0000-0003-4290-2961)
- Firudin I. Guseinov (ORCID: https://orcid.org/0000-0002-6769-0232)
- A.M. Pikina
- Khudayar I. Hasanov
- Mehmet Akkurt (ORCID: https://orcid.org/0000-0003-2421-0929)
- Ksenia A. Afanaseva
Institutions
- A. N. Kosygin Moscow State Textile University (RU)
- Azerbaijan Medical University (AZ)
- Baku State University (AZ)
- Moscow State Agroengineering University named after V.P. Goryachkin (RU)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
- Bahir Dar University (ET)
- Erciyes University (TR)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2025-12-03
- DOI
- https://doi.org/10.1107/s2056989025010667
- Primary Topic
- Crystal structures of chemical compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00