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Synthesis, characterization, and crystal structure of sulfonamide chalcone: (E)-4-methoxy-N-(4-(3-(3,4,5-trimethoxyphenyl)acryloyl)phenyl)-benzenesulfonamide

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Abstract

The title sulfonamide chalcone derivative was synthesized by condensation reaction of N-(4-acetylphenyl)-4-methoxybenzenesulfonamide and 3,4,5-trimethoxybenzaldehyde in basic solution. The structure was determined using FT-IR, 1H-NMR and UV-Vis spectroscopy. The crystal structure was characterized by single crystal X-ray structure analysis: triclinic system, sp. gr. P \(\overline 1\), Z = 2; a = 7.9273(5), b = 9.3159(6), c = 18.0174(12) Å, α = 94.6420(18)°, β = 93.0310(17)°, γ = 114.9200(15)°. In crystal packing, the molecules are linked by N–H···O hydrogen bonds into chains along the [100] direction. The crystal is further stabilized by weak C–H···O and C–H···π interactions.

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Authors and Affiliations

  1. Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Songkhla, 90110, Thailand

    T. Kobkeatthawin & S. Chantrapromma

  2. X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800, USM Penang, Malaysia

    C. S. Chidan Kumar & H.-K. Fun

  3. Department of Engineering Chemistry, Alva’s Institute of Engineering & Technology, Visvesvaraya Technological University, Mijar, Moodbidri, 574225, Karnataka, India

    C. S. Chidan Kumar

  4. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, 11451, Saudi Arabia

    H.-K. Fun

Authors
  1. T. Kobkeatthawin
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  2. S. Chantrapromma
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  3. C. S. Chidan Kumar
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  4. H.-K. Fun
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Correspondence to S. Chantrapromma.

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Kobkeatthawin, T., Chantrapromma, S., Chidan Kumar, C.S. et al. Synthesis, characterization, and crystal structure of sulfonamide chalcone: (E)-4-methoxy-N-(4-(3-(3,4,5-trimethoxyphenyl)acryloyl)phenyl)-benzenesulfonamide. Crystallogr. Rep. 60, 1058–1064 (2015). https://doi.org/10.1134/S1063774515070135

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  • DOI: https://doi.org/10.1134/S1063774515070135

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