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Crystal Packing of Potentially Mesomorphic Azobenezene Derivatives R1–C6H4–N=N–C6H4–R2 (R1, R2 = CH3COO, C2H5O; CH2=C(CH3)COO, C2H5; C6H13COO, C2H5O)

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Abstract

The structure and thermal properties of azobenzene derivatives R1–C6H4–N=N–C6H4–R2, where R1/R2 = CH3COO/C2H5O (I), CH2=C(CH3)COO/C2H5 (II), or C6H13COO/C2H5O (III), were studied by differential scanning calorimetry and X-ray diffraction. Compounds I and III form a mesophase (nematic) upon melting, whereas compound II does not produce a mesophase. Compound III is characterized by two high-temperature crystal–crystal phase transitions IIIIII–IIIII–IIII. The low-temperature crystal modification, which is not a precursor of the mesophase, was structurally characterized. The crystal packing of I is stabilized by C−H···π interactions and consists of alternating loosely and closely packed regions. Weak directional interactions that connect the molecules into zigzag chains ensure the structuring of the mesophase of I. The possible structuring pattern of the mesophase of III is discussed.

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Funding

This study was supported by the Russian Science Foundation (grant no. 16-13-10273). The samples were synthesized and characterized by I.I. Konstantinov within the framework of the state assignment of the Topchiev Institute of Petrochemical Synthesis of the Russian Academy of Sciences.

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Authors and Affiliations

  1. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    L. G. Kuz’mina & M. A. Navasardyan

  2. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, 119991, Moscow, Russia

    I. I. Konstantinov

Authors
  1. L. G. Kuz’mina
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  2. I. I. Konstantinov
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  3. M. A. Navasardyan
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Corresponding authors

Correspondence to L. G. Kuz’mina or I. I. Konstantinov.

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Translated by T. Safonova

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Kuz’mina, L.G., Konstantinov, I.I. & Navasardyan, M.A. Crystal Packing of Potentially Mesomorphic Azobenezene Derivatives R1–C6H4–N=N–C6H4–R2 (R1, R2 = CH3COO, C2H5O; CH2=C(CH3)COO, C2H5; C6H13COO, C2H5O). Crystallogr. Rep. 65, 436–443 (2020). https://doi.org/10.1134/S1063774520030189

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  • DOI: https://doi.org/10.1134/S1063774520030189

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