| Abstrakt: |
The crystal structures and Hirshfeld surface analyses of three similar azo compounds are reported. Methyl 4-{2,2-dichloro-1-[(E)-phenyldiazenyl]ethenyl}benzoate, C16H12Cl2N2O2, (I), and methyl 4-{2,2-dichloro-1-[(E)-(4-methylphenyl)diazenyl]ethenyl}benzoate, C17H14Cl2N2O2, (II), crystallize in the space group P21/c with Z = 4, and methyl 4-{2,2-dichloro-1-[(E)-(3,4-dimethylphenyl)diazenyl]ethenyl}benzoate, C18H16Cl2N2O2, (III), in the space group P with Z = 2. In the crystal of (I), molecules are linked by C--H...N hydrogen bonds, forming chains with C(6) motifs parallel to the b axis. Short intermolecular Cl...O contacts of 2.8421(16)Å and weak van der Waals interactions between these chains stabilize the crystal structure. In (II), molecules are linked by C--H...O hydrogen bonds and C--Cl...π interactions, forming layers parallel to (010). Weak van der Waals interactions between these layers consolidate the molecular packing. In (III), molecules are linked by C--H...π and C--Cl...π interactions forming chains parallel to [011]. Furthermore, these chains are connected by C--Cl...π interactions parallel to the a axis, forming (0 1) layers. The stability of the molecular packing is ensured by van der Waals forces between these layers. [ABSTRACT FROM AUTHOR] |
