Crystal modification II of 2-[2-(1-chloro-cyclopropyl)-3-(2-chlorophenyl)-2-hydroxy-propyl]-2,4-dihydro-3H-1,2,4-triazole-3-thione

1. Crystal form II of 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazole-3-thione of the formula

characterized by

(a) peak maxima in the Raman spectrum at the following wave numbers in cm −1

3220

3151

3063

3016

2927

1542

1476

1455

1445

1424

1407

1375

1351

1339

1324

1290

1220

1204

1184

1169

1137

1123

1101

1065

1052

1038

1032

1001

963

954

922

912

889

876

869

849

822

796

782

759

752

748

725

680

(b) the following bond lengths in Å and bond angles in °

Bond

Length [Å]

Bonds

Angle [°]

N(1)-C(5)

1.350 (3)

C(5)-N(1)-N(2)

112.8 (2)

N(1)-C(6)

1.454 (3)

N(2)-N(1)-C(6)

120.6 (2)

C(3)-N(4)

1.360 (3)

N(2)-C(3)-N(4)

111.9 (2)

S(5)-C(5)

1.689 (2)

N(1)-C(5)-N(4)

103.6 (2)

O(7)-C(7)

1.433 (3)

N(4)-C(5)-S(5)

127.8 (2)

C(7)-C(8)

1.539 (3)

O(7)-C(7)-C(6)

104.8 (2)

C(9)-C(14)

1.393 (4)

C(6)-C(7)-C(15)

113.6 (2)

Cl(10)-C(10)

1.743 (3)

C(6)-C(7)-C(8)

109.9 (2)

C(11)-C(12)

1.384 (4)

C(9)-C(8)-C(7)

117.2 (2)

C(13)-C(14)

1.391 (4)

C(14)-C(9)-C(8)

119.6 (2)

C(15)-C(16)

1.490 (4)

C(11)-C(10)-C(9)

122.4 (2)

C(16)-C(17)

1.521 (4)

C(9)-C(10)-Cl(10)

120.1 (3)

N(1)-N(2)

1.377 (3)

C(13)-C(12)-C(11)

119.9 (3)

N(2)-C(3)

1.301 (4)

C(13)-C(14)-C(9)

121.9 (3)

N(4)-C(5)

1.361 (3)

C(16)-C(15)-C(7)

123.2 (2)

C(6)-C(7)

1.533 (3)

C(16)-C(15)-Cl(15)

115.7 (2)

C(7)-C(15)

1.536 (3)

C(7)-C(15)-Cl(15)

112.2 (2)

C(8)-C(9)

1.515 (3)

C(15)-C(17)-C(16)

 59.0 (2)

C(9)-C(10)

1.395 (4)

C(5)-N(1)-C(6)

126.6 (2)

C(10)-C(11)

1.382 (4)

C(3)-N(2)-N(1)

103.5 (2)

C(12)-C(13)

1.379 (5)

C(3)-N(4)-C(5)

108.2 (2)

Cl(15)-C(15)

1.773 (3)

N(1)-C(5)-S(5)

128.5 (2)

C(15)-C(17)

1.503 (4)

N(1)-C(6)-C(7)

113.3 (2)

O(7)-C(7)-C(15)

108.9 (2)

O(7)-C(7)-C(8)

111.7 (2)

C(15)-C(7)-C(8)

108.1 (2)

C(14)-C(9)-C(10)

116.5 (2)

C(10)-C(9)-C(8)

123.9 (2)

C(11)-C(10)-Cl(10)

117.4 (2)

C(10)-C(11)-C(12)

119.5 (3)

C(12)-C(13)-C(14)

119.8 (3)

C(16)-C(15)-C(17)

 61.1 (2)

C(17)-C(15)-C(7)

120.6 (2)

C(17)-C(15)-Cl(15)

115.1 (2)

C(15)-C(16)-C(17)

 59.9 (2)

(c) a unit cell having the following dimensions

a = 9.8927(8) Å

α = 90°

b = 9.5635 (8) Å

β = 92.651 (6)°

c = 16.4448 (10) Å

γ = 90°

(d) a melting point of 138.3° C.

and

(e) a particle density of 1.471 Mg/m 3 .

2. A process for preparing crystal form II of the triazole derivative of the formula (A) according to claim 1 comprising treating crystal form I of the triazole derivative of the formula (A) at temperatures between 0° C. and 90° C. in the presence of

(i) water and/or

(ii) one or more aliphatic alcohols having 1 to 10 carbon atoms and/or

(iii) one or more dialkyl ketones having 1 to 4 carbon atoms in each alkyl moiety and/or

(iv) one or more alkyl alkylcarboxylates having 1 to 4 carbon atoms in each alkyl moiety.

3. A microbicidal composition comprising a triazole derivative of the formula (A) according to claim 1 in the crystal form II and one or more extenders and/or surfactants wherein the triazole derivative is present in the form of powders, pastes, dusts and granules.

4. A method for controlling unwanted microorganisms comprising applying an effective amount of crystal form II of the triazole derivative of the formula (A) according to claim 1 to the microorganisms and/or their habitat.

5. A process for preparing microbicidal compositions comprising mixing crystal form II of the triazole derivative of the formula (A) according to claim 1 with one or more extenders and/or surfactants wherein the triazole derivative of the resultant composition is in the form of powders, pastes, dusts and granules.