Three anilides of 2,2′-thiodibenzoic acid

Madeleine Helliwell, Salma Moosun, Minu G. Bhowon, Sabina Jhaumeer-Laulloo, John A. Joule

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    The structures of N,N′-bis-(2-methylphenyl)-2,2′- thiodibenzamide, C28H24N2O2S, (Ia), N,N′-bis-(2-ethyl-phenyl)-2,2′-thiodibenzamide, C30H 28N2O2S, (Ib), and N,N′-bis-(2- bromophenyl)-2,2′-thiodibenzamide, C26H18Br 2N2O2S, (Ic), are com-pared with each other. For the 19 atoms of the consistent thiodibenzamide core, the r.m.s. deviations of the molecules in pairs are 0.29, 0.90 and 0.80 Å for (Ia)/(Ib), (Ia)/(Ic) and (Ib)/(Ic), respectively. The conformations of the central parts of molecules (Ia) and (Ib) are similar due to an intra-molecular N - H⋯O hydrogen-bonding interaction. The molecules of (Ia) are further linked into infinite chains along the c axis by intermolecular N - H⋯O interactions, whereas the molecules of (Ib) are linked into chains along b by an inter-molecular N - H⋯π contact. The conformation of (Ic) is quite different from those of (Ia) and (Ib), since there is no intramolecular N - H⋯O hydrogen bond, but instead there is a possible intramolecular N - H⋯Br hydrogen bond. The molecules are linked into chains along c by intermolecular N - H⋯O hydrogen bonds.

    Original languageEnglish
    JournalActa Crystallographica Section C: Crystal Structure Communications
    Issue number10
    Publication statusPublished - 1 Oct 2012


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