Crystalline complexes of 4-hydroxy benzoic acid and selected pesticides

A crystalline complex of a pesticide and a co-former, wherein the pesticide is selected from the group consisting of pyraclostrobin, epoxiconazole, tebuconazole, imazethapyr, imazamox, acetamiprid and boscalid, and the co-former is 4-hydroxy benzoic acid, which, in an X-ray powder diffractogram at 25° C. and Cu radiation, shows

• (i) at least five of the following diffraction lines, given as 2θ values:
• 6.98±0.2°, 8.02±0.2°, 8.46±0.2°, 10.82±0.2°, 12.24±0.2°, 12.66±0.2°, 13.23±0.2°, 14.93±0.2°, 16.80±0.2°, 17.64±0.2°, 18.74±0.2°, 21.40±0.2°, 23.09±0.2°, 25.42±0.2°, 26.33±0.2° for the crystalline complex of 4-hydroxy benzoic acid and pyraclostrobin;
• (ii) at least five of the following diffraction lines, given as 2θ values:
• 7.50±0.2°, 8.59±0.2°, 9.86±0.2°, 14.96±0.2°, 16.51±0.2°, 16.99±0.2°, 19.82±0.2°, 21.91±0.2°, 25.52±0.2°, 28.80±0.2° and 30.47±0.2° for the crystalline complex of 4-hydroxy benzoic acid and epoxiconazole;
• (iii) at least five of the following diffraction lines, given as 2θ values:
• 6.19±0.2°, 8.88±0.2°, 14.51±0.2°, 15.41±0.2°, 16.39±0.2°, 16.48±0.2°, 20.15±0.2°, 22.19±0.2°, 26.08±0.2°, 27.64±0.2° and 32.20±0.2° for the crystalline complex of 4-hydroxy benzoic acid and tebuconazole;
• (iv) at least five of the following diffraction lines, given as 2θ values:
• 8.38±0.2°, 10.15±0.2°, 10.65±0.2°, 11.92±0.2°, 15.53±0.2°, 16.39±0.2°, 17.84±0.2°, 18.70±0.2°, 21.85±0.2°, 22.41±0.2°, 26.75±0.2° and 32.34±0.2° for the crystalline complex of 4-hydroxy benzoic acid and boscalid;
• (v) at least five of the following diffraction lines, given as 2θ values:
• 6.76±0.2°, 7.98±0.2°, 12.39±0.2°, 14.82±0.2°, 15.73±0.2°, 16.06±0.2°, 20.92±0.2°, 22.70±0.2°, 26.71±0.2° and 30.74±0.2° for the crystalline complex of 4-hydroxy benzoic acid and imazethapyr;
• (vi) at least five of the following diffraction lines, given as 2θ values:
• 6.44±0.2°, 8.21±0.2°±0.2°, 12.20±0.2°, 14.48±0.2°, 15.39±0.2°, 15.84±0.2°, 17.33±0.2°, 21.02±0.2°, 23.54±0.2°, 24.61±0.2°, 27.16±0.2° and 31.85±0.2° for the crystalline complex of 4-hydroxy benzoic acid and imazamox;
• or
• (vii) at least five of the following diffraction lines, given as 2θ values:
• 7.33±0.2°, 8.00±0.2°, 8.73±0.2°, 15.74±0.2°, 16.44±0.2°, 18.96±0.2°, 21.93±0.2°, 24.09±0.2°, 25.21±0.2°, 25.89±0.2°, for the crystalline complex of 4-hydroxy benzoic acid and acetamiprid.