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)].

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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
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article
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article

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

Fargana S. Aliyeva, Alebel N. Belay, S. M. Gaidar, Firudin I. Guseinov et al.
Acta Crystallographica Section E Crystallographic Communications
Crystal structures of chemical compounds
article

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

Fargana S. Aliyeva, Alebel N. Belay, S. M. Gaidar, Firudin I. Guseinov, A.M. Pikina, Khudayar I. Hasanov, Mehmet Akkurt, Ksenia A. Afanaseva
article en

Abstract

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)].

Acta Crystallographica Section E Crystallographic CommunicationsVol. 82(1)
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)
Openalex Percentile: Top 67%
Crystal structures of chemical compounds
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