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The Crystal Structure of N-[(2E)-3-(4-Chlorophenyl)prop-2-en-1-yl]-4-methoxy-N-methylbenzenesulfonamide

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Abstract

The title compound C17H18ClNO3S crystallizes in the monoclinic P21/c space group with unit cell parameters a = 15.040 (3) Å, b = 9.151 (6) Å, c = 13.868 (7) Å, β = 116.38 (5)°. Chlorophenyl and methoxyphenyl ring planes are approximately perpendicular and the two moieties form an angle of 82.2°. The crystal packing is stabilized by π–π and Cl–π interactions, which occur between parallel methoxyphenyl and chlorophenyl moieties. Dipolar intermolecular contacts, mainly involving the oxygen atoms and C–H, also contribute to the crystal network.

Graphical Abstract

The title compound is formed in the synthetic route for the production of potent inhibitors of calmodulin. Its crystal structure shows the chlorophenyl and methoxyphenyl moieties forming an angle of 82.2°. The crystal packing is stabilized by π–π, Cl–π and dipolar intermolecular contacts.

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Acknowledgements

We thank Giuseppe Chita for assistance in X-ray diffraction measurements.

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Authors and Affiliations

  1. Istituto di Cristallografia – CNR, Via G. Amendola, 122/o, 70126, Bari, Italy

    Benedetta Carrozzini, Benny Danilo Belviso & Rocco Caliandro

  2. Dipartimento di Farmacia – Scienze del Farmaco, Università degli Studi di Bari Aldo Moro, via E. Orabona 4, 70126, Bari, Italy

    Claudio Bruno, Maria Maddalena Cavalluzzi, Angelo Lovece & Giovanni Lentini

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  1. Benedetta Carrozzini
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  2. Benny Danilo Belviso
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  3. Claudio Bruno
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  4. Maria Maddalena Cavalluzzi
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  6. Giovanni Lentini
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  7. Rocco Caliandro
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Correspondence to Rocco Caliandro.

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Carrozzini, B., Belviso, B.D., Bruno, C. et al. The Crystal Structure of N-[(2E)-3-(4-Chlorophenyl)prop-2-en-1-yl]-4-methoxy-N-methylbenzenesulfonamide. J Chem Crystallogr 49, 87–91 (2019). https://doi.org/10.1007/s10870-018-0739-x

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  • DOI: https://doi.org/10.1007/s10870-018-0739-x

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