Patent ID: 7176226

Claim:
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 .