3,5-Dichloro-4-cyanobenzoic Acid Co-crystals with Carbon Tetrachloride, Naphthalene, and Anthracene

Research paper by Doyle Britton

Indexed on: 21 Jun '12Published on: 21 Jun '12Published in: Journal of chemical crystallography


The title compound, C8H3Cl2NO2 (M), forms co-crystals with carbon tetrachloride, M/CCl4; naphthalene, M/1/2C10H8; and anthracene, M/1/2C14H10. Cell parameters for M/CCl4: a = 8.8657(10) Å, b = 8.9393(10) Å, c = 10.2658(12) Å, α = 66.622(2)°, β = 69.510(2)°, γ = 71.968(2)°, space group P-1. Cell parameters for M/1/2C10H8: a = 8.0304(13) Å, b = 9.0112(14) Å, c = 9.4742(15) Å, α = 112.282(3)°, β = 100.378(3)°, γ = 91.968(3)°, space group P-1. Cell parameters for M/1/2C14H10a = 5.8893(7) Å, b = 7.3885(9) Å, c = 15.4098(18) Å, α = 87.972(2)°, β = 82.242(2)°, γ = 78.085(2)°, space group P-1. In each case the benzoic acid groups interact to form dimers of M with an R22(8) motif. The dimers are linked together through CN···Cl intermolecular interactions with an R22(10) motif to form chains or sheets. With the exception of one CN···CCl4 interaction, the other molecule in each co-crystal is packed between chains (carbon tetrachloride) or in holes in the sheets (naphthalene and anthracene).

Graphical abstract 10.1007/s10870-012-0324-7.gif