Polymorphs
The present invention relates to solid forms of the insecticide of formula (I): (I) compositions comprising the solid forms and methods of their use as insecticides.
1. A crystalline polymorph of the compound of formula I
which has a powder X-ray diffraction pattern comprising one 2θ angle value at 9.4±0.2, one 2θ angle value at 10.3±0.2 and at least three 2θ angle values selected from the group consisting of 8.1±0.2, 11.6±0.2, 12.0±0.2, 13.9±0.2, 14.8±0.2, 16.0±0.2, 18.2±0.2, 18.8±0.2, 20.4±0.2, 20.6±0.2, 21.2±0.2, 21.7±0.2, 21.9±0.2, 22.1±0.2, 22.4±0.2, and 23.4±0.2 and
a melting point of between 120° C. ±2° C.
2. The crystalline polymorph of claim 1 , which has the following lattice parameters: a=8.85 ű0.01Å, b=11.43 ű0.01 Å, c=11.96 ű0.01 Å, α=65.26°±0.01°, β=77.82°±0.01°, γ=72.60°±0.01° and volume=1043 Å 3 ±1 Å 3 .
3. The crystalline polymorph of claim 1 , wherein the powder X-ray diffraction pattern comprises at least six 2θ angle values selected from the group consisting of 8.1±0.2, 11.6±0.2, 12.0±0.2, 13.9±0.2, 14.8±0.2, 16.0±0.2, 18.2±0.2, 18.8±0.2, 20.4±0.2, 20.6±0.2, 21.2±0.2, 21.7±0.2, 21.9±0.2, 22.1±0.2, 22.4±0.2, and 23.4±0.2.
4. The crystalline polymorph of claim 1 , wherein the powder X-ray diffraction pattern comprises at least nine 2θ angle values selected from the group consisting of 8.1±0.2, 11.6±0.2, 12.0±0.2, 13.9±0.2, 14.8±0.2, 16.0±0.2, 18.2±0.2, 18.8±0.2, 20.4±0.2, 20.6±0.2, 21.2±0.2, 21.7±0.2, 21.9±0.2, 22.1±0.2, 22.4±0.2, and 23.4±0.2.
5. The crystalline polymorph of claim 1 , wherein the powder X-ray diffraction pattern comprises at least twelve 2θ angle values selected from the group consisting of 8.1±0.2, 11.6±0.2, 12.0±0.2, 13.9±0.2, 14.8±0.2, 16.0±0.2, 18.2±0.2, 18.8±0.2, 20.4 ±0.2, 20.6±0.2, 21.2±0.2, 21.7±0.2, 21.9±0.2, 22.1±0.2, 22.4±0.2, and 23.4±0.2.
6. The crystalline polymorph of claim 1 , wherein the powder X-ray diffraction pattern comprises at least fifteen 2θ angle values selected from the group consisting of 8.1±0.2, 11.6±0.2, 12.0±0.2, 13.9±0.2, 14.8±0.2, 16.0±0.2, 18.2±0.2, 18.8±0.2, 20.4 ±0.2, 20.6±0.2, 21.2±0.2, 21.7±0.2, 21.9±0.2, 22.1±0.2, 22.4±0.2, and 23 . 4 ± 0 . 2 .
7. The crystalline polymorph of claim 1 , wherein the powder X-ray diffraction pattern comprises 2θ angle values 8.1±0.2, 11.6±0.2, 12.0±0.2, 13.9 ±0.2, 14.8±0.2, 16.0±0.2, 18.2±0.2, 18.8±0.2, 20.4±0.2, 20.6±0.2, 21.2±0.2, 21.7 ±0.2, 21.9±0.2, 22.1±0.2, 22.4±0.2, and 23.4±0.2.
8. The crystalline polymorph of claim 7 , which has the following lattice parameters: a=8.85 ű0.01 Å, b=11.43 ű0.01 Å, c=11.96 ű0.01 Å, α=65.26°±0.01°, β=77.82°±0.01 °, γ=72.60°±0.01° and volume= 1043 Å 3 ±1 Å 3 .
9. An agricultural composition comprising the polymorph of claim 1 and at least one agriculturally acceptable carrier or diluent.
10. The composition of claim 9 , which comprises at least one further insecticide or nematicide.
11. An agricultural composition comprising the polymorph of claim 8 and at least one agriculturally acceptable carrier or diluent.
12. A method of preventing or controlling insect infection on plants or plant propagation material comprising treating the plant or plant propagation material with an insecticidally effective amount of an agricultural composition as claimed in claim 10 .