organic compounds
5-(3-Chlorophenylsulfanyl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carbaldehyde O-[(2-chloro-1,3-thiazol-5-yl)methyl]oxime
aCollege of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, People's Republic of China, and bState Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China
*Correspondence e-mail: daihong_2001@yahoo.com.cn
In the title compound, C16H11Cl2F3N4OS2, the benzene ring and the thiazole ring make dihedral angles of 83.2 (3) and 78.3 (3)°, respectively, with the pyrazole ring. The crystal packing shows S⋯N contacts of 3.309 (2) Å.
Related literature
For the bioactivity of pyrazole oxime derivatives, see: Takao et al. (1994); Watanabe et al. (2001). For the biological activity of thiazole derivatives, see: Fahmy & Bekhit (2002); Sidoova et al. (1999); Zhang et al. (2000).
Experimental
Crystal data
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Data collection: CrystalClear (Rigaku, 2008); cell CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S160053681105358X/aa2035sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S160053681105358X/aa2035Isup2.hkl
Supporting information file. DOI: 10.1107/S160053681105358X/aa2035Isup3.cml
To a violently stirred solution of 1-methyl-3-trifluoromethyl-5- (3-chlorophenylthio)-1H-pyrazole-4-carbaldehyde oxime (3 mmol) and potassium carbonate (9 mmol) in 20 ml of anhydrous N,N-dimethylformamide, was added dropwise a solution of 2-chloro-5-chloromethylthiazole (3.6 mmol) in 10 ml of anhydrous N,N-dimethylformamide. Then, to the above mixture was added a catalytic amount of caesium chloride at room temperature. The resulting solution was heated to 373 K for 6 h. After cooling to room temperature, the mixture was poured into water (200 ml) and extracted with ethyl acetate (3 × 50 ml). The organic layer was washed with 10% sodium carbonate solution (3 × 30 ml) and dried over anhydrous magnesium sulfate. After removal of the solvent, the residue was separated by
on silica gel using a mixture of petroleum ether/ethyl acetate to obtain colourless crystals.Although all H atoms were visible in difference maps, they were placed in geometrically calculated positions and included in the final
in the riding-model approximation with C—H distances of 0.93–0.97 ° A, and Uiso(H) = 1.2Ueq(C).Data collection: CrystalClear (Rigaku, 2008); cell
CrystalClear (Rigaku, 2008); data reduction: CrystalClear (Rigaku, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. View of the title compound (I), with displacement ellipsoids drawn at the 30% probability level. |
C16H11Cl2F3N4OS2 | F(000) = 944 |
Mr = 467.31 | Dx = 1.597 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 5433 reflections |
a = 12.328 (3) Å | θ = 1.6–27.2° |
b = 12.787 (3) Å | µ = 0.59 mm−1 |
c = 13.139 (3) Å | T = 113 K |
β = 110.16 (3)° | Prism, colourless |
V = 1944.3 (9) Å3 | 0.20 × 0.16 × 0.10 mm |
Z = 4 |
Rigaku Saturn diffractometer | 3309 independent reflections |
Radiation source: rotating anode | 2725 reflections with I > 2σ(I) |
Confocal monochromator | Rint = 0.116 |
ω scans | θmax = 25.0°, θmin = 2.0° |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2008) | h = −11→14 |
Tmin = 0.891, Tmax = 0.943 | k = −15→14 |
9881 measured reflections | l = −15→15 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.088 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.273 | H-atom parameters constrained |
S = 1.10 | w = 1/[σ2(Fo2) + (0.2P)2] where P = (Fo2 + 2Fc2)/3 |
3309 reflections | (Δ/σ)max = 0.001 |
254 parameters | Δρmax = 0.81 e Å−3 |
0 restraints | Δρmin = −0.94 e Å−3 |
C16H11Cl2F3N4OS2 | V = 1944.3 (9) Å3 |
Mr = 467.31 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 12.328 (3) Å | µ = 0.59 mm−1 |
b = 12.787 (3) Å | T = 113 K |
c = 13.139 (3) Å | 0.20 × 0.16 × 0.10 mm |
β = 110.16 (3)° |
Rigaku Saturn diffractometer | 3309 independent reflections |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2008) | 2725 reflections with I > 2σ(I) |
Tmin = 0.891, Tmax = 0.943 | Rint = 0.116 |
9881 measured reflections |
R[F2 > 2σ(F2)] = 0.088 | 0 restraints |
wR(F2) = 0.273 | H-atom parameters constrained |
S = 1.10 | Δρmax = 0.81 e Å−3 |
3309 reflections | Δρmin = −0.94 e Å−3 |
254 parameters |
Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Cl1 | 0.01343 (10) | 0.94499 (10) | 0.66778 (11) | 0.0519 (5) | |
Cl2 | 0.57227 (10) | 0.80206 (10) | 0.00569 (10) | 0.0483 (4) | |
S1 | 0.36532 (9) | 1.11017 (8) | 0.55348 (9) | 0.0348 (4) | |
S2 | 0.38132 (9) | 0.80301 (8) | 0.09658 (8) | 0.0334 (4) | |
F1 | 0.2428 (2) | 0.69627 (18) | 0.3650 (2) | 0.0403 (7) | |
F2 | 0.3861 (2) | 0.62954 (18) | 0.49260 (18) | 0.0396 (7) | |
F3 | 0.4134 (2) | 0.70073 (18) | 0.3550 (2) | 0.0388 (7) | |
O1 | 0.1746 (3) | 0.9511 (2) | 0.1630 (2) | 0.0351 (7) | |
N1 | 0.4428 (3) | 0.9119 (3) | 0.6202 (2) | 0.0280 (7) | |
N2 | 0.4393 (3) | 0.8114 (2) | 0.5871 (3) | 0.0293 (8) | |
N3 | 0.2447 (3) | 0.8956 (2) | 0.2545 (3) | 0.0312 (8) | |
N4 | 0.3842 (3) | 0.9182 (3) | −0.0643 (3) | 0.0402 (9) | |
C1 | 0.3548 (3) | 0.7100 (3) | 0.4235 (3) | 0.0305 (9) | |
C2 | 0.3752 (3) | 0.8122 (3) | 0.4828 (3) | 0.0283 (9) | |
C3 | 0.3354 (3) | 0.9140 (3) | 0.4454 (3) | 0.0279 (8) | |
C4 | 0.3791 (3) | 0.9760 (3) | 0.5370 (3) | 0.0285 (8) | |
C5 | 0.5030 (4) | 0.9391 (3) | 0.7338 (3) | 0.0381 (10) | |
H5A | 0.4487 | 0.9410 | 0.7714 | 0.057* | |
H5B | 0.5386 | 1.0065 | 0.7379 | 0.057* | |
H5C | 0.5613 | 0.8876 | 0.7666 | 0.057* | |
C6 | 0.2689 (3) | 1.1125 (3) | 0.6278 (3) | 0.0310 (9) | |
C7 | 0.2734 (4) | 1.2006 (3) | 0.6906 (3) | 0.0348 (10) | |
H7 | 0.3280 | 1.2526 | 0.6967 | 0.042* | |
C8 | 0.1934 (4) | 1.2099 (3) | 0.7451 (4) | 0.0405 (11) | |
H8 | 0.1950 | 1.2690 | 0.7869 | 0.049* | |
C9 | 0.1125 (4) | 1.1326 (3) | 0.7376 (3) | 0.0397 (10) | |
H9 | 0.0596 | 1.1389 | 0.7734 | 0.048* | |
C10 | 0.1127 (4) | 1.0458 (3) | 0.6753 (3) | 0.0345 (9) | |
C11 | 0.1877 (3) | 1.0346 (3) | 0.6185 (3) | 0.0328 (9) | |
H11 | 0.1839 | 0.9763 | 0.5750 | 0.039* | |
C12 | 0.2648 (3) | 0.9524 (3) | 0.3388 (3) | 0.0308 (9) | |
H12 | 0.2339 | 1.0195 | 0.3321 | 0.037* | |
C13 | 0.1586 (4) | 0.8867 (3) | 0.0688 (3) | 0.0351 (10) | |
H13A | 0.0938 | 0.9134 | 0.0089 | 0.042* | |
H13B | 0.1397 | 0.8161 | 0.0841 | 0.042* | |
C14 | 0.2639 (3) | 0.8834 (3) | 0.0357 (3) | 0.0302 (9) | |
C15 | 0.2824 (4) | 0.9380 (3) | −0.0462 (3) | 0.0360 (10) | |
H15 | 0.2288 | 0.9862 | −0.0877 | 0.043* | |
C16 | 0.4424 (4) | 0.8484 (3) | 0.0046 (3) | 0.0355 (10) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.0347 (7) | 0.0614 (8) | 0.0707 (9) | −0.0063 (5) | 0.0322 (6) | −0.0026 (5) |
Cl2 | 0.0299 (7) | 0.0728 (9) | 0.0460 (7) | 0.0030 (5) | 0.0179 (5) | −0.0001 (5) |
S1 | 0.0347 (7) | 0.0345 (6) | 0.0437 (7) | −0.0039 (4) | 0.0244 (5) | −0.0030 (4) |
S2 | 0.0270 (7) | 0.0436 (7) | 0.0312 (7) | 0.0031 (4) | 0.0119 (5) | 0.0028 (4) |
F1 | 0.0242 (13) | 0.0447 (14) | 0.0503 (15) | −0.0077 (9) | 0.0109 (11) | −0.0058 (10) |
F2 | 0.0461 (16) | 0.0323 (12) | 0.0411 (14) | 0.0024 (10) | 0.0161 (12) | 0.0052 (9) |
F3 | 0.0392 (15) | 0.0408 (13) | 0.0442 (14) | −0.0027 (10) | 0.0244 (12) | −0.0076 (10) |
O1 | 0.0342 (16) | 0.0420 (15) | 0.0284 (14) | 0.0115 (11) | 0.0100 (12) | 0.0036 (11) |
N1 | 0.0197 (16) | 0.0392 (17) | 0.0297 (17) | −0.0036 (13) | 0.0143 (13) | −0.0025 (13) |
N2 | 0.0219 (17) | 0.0339 (17) | 0.0336 (18) | −0.0021 (12) | 0.0115 (14) | −0.0001 (13) |
N3 | 0.0263 (18) | 0.0370 (18) | 0.0319 (17) | 0.0058 (13) | 0.0120 (14) | 0.0054 (13) |
N4 | 0.036 (2) | 0.054 (2) | 0.0329 (19) | −0.0050 (17) | 0.0147 (16) | 0.0029 (17) |
C1 | 0.022 (2) | 0.040 (2) | 0.033 (2) | 0.0003 (15) | 0.0145 (16) | 0.0024 (16) |
C2 | 0.0200 (19) | 0.037 (2) | 0.032 (2) | −0.0028 (14) | 0.0142 (16) | −0.0006 (15) |
C3 | 0.0203 (19) | 0.0370 (19) | 0.032 (2) | −0.0006 (14) | 0.0160 (16) | 0.0011 (15) |
C4 | 0.0191 (18) | 0.040 (2) | 0.034 (2) | −0.0026 (15) | 0.0190 (16) | −0.0001 (15) |
C5 | 0.031 (2) | 0.048 (2) | 0.035 (2) | −0.0055 (17) | 0.0110 (18) | −0.0068 (18) |
C6 | 0.026 (2) | 0.040 (2) | 0.0281 (19) | 0.0018 (15) | 0.0111 (16) | 0.0017 (15) |
C7 | 0.036 (2) | 0.035 (2) | 0.036 (2) | 0.0047 (15) | 0.016 (2) | 0.0016 (15) |
C8 | 0.042 (3) | 0.047 (2) | 0.036 (2) | 0.0157 (19) | 0.019 (2) | −0.0039 (18) |
C9 | 0.033 (2) | 0.056 (3) | 0.035 (2) | 0.0158 (19) | 0.0181 (19) | 0.0011 (19) |
C10 | 0.024 (2) | 0.046 (2) | 0.036 (2) | 0.0040 (16) | 0.0134 (17) | 0.0046 (17) |
C11 | 0.026 (2) | 0.041 (2) | 0.033 (2) | 0.0066 (16) | 0.0125 (17) | 0.0007 (16) |
C12 | 0.025 (2) | 0.036 (2) | 0.035 (2) | 0.0039 (15) | 0.0158 (17) | 0.0010 (15) |
C13 | 0.029 (2) | 0.047 (2) | 0.029 (2) | 0.0040 (16) | 0.0098 (17) | 0.0009 (16) |
C14 | 0.0233 (19) | 0.038 (2) | 0.0286 (19) | 0.0009 (15) | 0.0077 (16) | −0.0017 (15) |
C15 | 0.033 (2) | 0.040 (2) | 0.034 (2) | 0.0066 (16) | 0.0105 (18) | 0.0056 (16) |
C16 | 0.030 (2) | 0.047 (2) | 0.031 (2) | −0.0041 (17) | 0.0120 (17) | −0.0030 (17) |
Cl1—C10 | 1.756 (4) | C3—C12 | 1.456 (5) |
Cl2—C16 | 1.703 (4) | C5—H5A | 0.9600 |
S1—C4 | 1.744 (4) | C5—H5B | 0.9600 |
S1—C6 | 1.780 (4) | C5—H5C | 0.9600 |
S2—C16 | 1.729 (4) | C6—C7 | 1.386 (6) |
S2—C14 | 1.730 (4) | C6—C11 | 1.387 (6) |
F1—C1 | 1.341 (5) | C7—C8 | 1.409 (6) |
F2—C1 | 1.338 (5) | C7—H7 | 0.9300 |
F3—C1 | 1.339 (5) | C8—C9 | 1.383 (7) |
O1—N3 | 1.407 (4) | C8—H8 | 0.9300 |
O1—C13 | 1.442 (5) | C9—C10 | 1.380 (6) |
N1—N2 | 1.352 (5) | C9—H9 | 0.9300 |
N1—C4 | 1.376 (5) | C10—C11 | 1.382 (6) |
N1—C5 | 1.461 (5) | C11—H11 | 0.9300 |
N2—C2 | 1.325 (5) | C12—H12 | 0.9300 |
N3—C12 | 1.275 (5) | C13—C14 | 1.505 (6) |
N4—C16 | 1.298 (6) | C13—H13A | 0.9700 |
N4—C15 | 1.379 (6) | C13—H13B | 0.9700 |
C1—C2 | 1.497 (5) | C14—C15 | 1.366 (6) |
C2—C3 | 1.418 (5) | C15—H15 | 0.9300 |
C3—C4 | 1.386 (5) | ||
C4—S1—C6 | 101.37 (18) | C6—C7—C8 | 118.7 (4) |
C16—S2—C14 | 88.5 (2) | C6—C7—H7 | 120.7 |
N3—O1—C13 | 107.9 (3) | C8—C7—H7 | 120.7 |
N2—N1—C4 | 111.4 (3) | C9—C8—C7 | 121.1 (4) |
N2—N1—C5 | 120.2 (3) | C9—C8—H8 | 119.4 |
C4—N1—C5 | 128.3 (3) | C7—C8—H8 | 119.4 |
C2—N2—N1 | 105.5 (3) | C10—C9—C8 | 117.9 (4) |
C12—N3—O1 | 109.5 (3) | C10—C9—H9 | 121.0 |
C16—N4—C15 | 108.8 (4) | C8—C9—H9 | 121.0 |
F2—C1—F3 | 107.0 (3) | C9—C10—C11 | 122.8 (4) |
F2—C1—F1 | 106.7 (3) | C9—C10—Cl1 | 118.7 (3) |
F3—C1—F1 | 106.9 (3) | C11—C10—Cl1 | 118.5 (3) |
F2—C1—C2 | 111.1 (3) | C10—C11—C6 | 118.4 (4) |
F3—C1—C2 | 113.3 (3) | C10—C11—H11 | 120.8 |
F1—C1—C2 | 111.6 (3) | C6—C11—H11 | 120.8 |
N2—C2—C3 | 112.2 (3) | N3—C12—C3 | 121.1 (4) |
N2—C2—C1 | 117.7 (3) | N3—C12—H12 | 119.5 |
C3—C2—C1 | 130.1 (4) | C3—C12—H12 | 119.5 |
C4—C3—C2 | 103.9 (3) | O1—C13—C14 | 112.8 (3) |
C4—C3—C12 | 124.5 (4) | O1—C13—H13A | 109.0 |
C2—C3—C12 | 131.6 (3) | C14—C13—H13A | 109.0 |
N1—C4—C3 | 107.0 (3) | O1—C13—H13B | 109.0 |
N1—C4—S1 | 122.7 (3) | C14—C13—H13B | 109.0 |
C3—C4—S1 | 130.2 (3) | H13A—C13—H13B | 107.8 |
N1—C5—H5A | 109.5 | C15—C14—C13 | 127.5 (4) |
N1—C5—H5B | 109.5 | C15—C14—S2 | 109.1 (3) |
H5A—C5—H5B | 109.5 | C13—C14—S2 | 123.4 (3) |
N1—C5—H5C | 109.5 | C14—C15—N4 | 116.8 (4) |
H5A—C5—H5C | 109.5 | C14—C15—H15 | 121.6 |
H5B—C5—H5C | 109.5 | N4—C15—H15 | 121.6 |
C7—C6—C11 | 121.0 (4) | N4—C16—Cl2 | 122.5 (3) |
C7—C6—S1 | 116.3 (3) | N4—C16—S2 | 116.7 (3) |
C11—C6—S1 | 122.5 (3) | Cl2—C16—S2 | 120.8 (3) |
C4—N1—N2—C2 | 1.0 (4) | C4—S1—C6—C11 | −28.8 (4) |
C5—N1—N2—C2 | 177.4 (3) | C11—C6—C7—C8 | 0.0 (6) |
C13—O1—N3—C12 | 177.1 (3) | S1—C6—C7—C8 | 175.6 (3) |
N1—N2—C2—C3 | 0.1 (4) | C6—C7—C8—C9 | 0.7 (6) |
N1—N2—C2—C1 | −179.5 (3) | C7—C8—C9—C10 | 0.2 (6) |
F2—C1—C2—N2 | 13.1 (5) | C8—C9—C10—C11 | −1.8 (6) |
F3—C1—C2—N2 | −107.4 (4) | C8—C9—C10—Cl1 | 178.2 (3) |
F1—C1—C2—N2 | 131.9 (4) | C9—C10—C11—C6 | 2.4 (6) |
F2—C1—C2—C3 | −166.4 (4) | Cl1—C10—C11—C6 | −177.6 (3) |
F3—C1—C2—C3 | 73.2 (5) | C7—C6—C11—C10 | −1.4 (6) |
F1—C1—C2—C3 | −47.5 (5) | S1—C6—C11—C10 | −176.8 (3) |
N2—C2—C3—C4 | −1.1 (4) | O1—N3—C12—C3 | 179.8 (3) |
C1—C2—C3—C4 | 178.4 (4) | C4—C3—C12—N3 | 167.3 (4) |
N2—C2—C3—C12 | 179.3 (4) | C2—C3—C12—N3 | −13.1 (7) |
C1—C2—C3—C12 | −1.3 (7) | N3—O1—C13—C14 | −75.3 (4) |
N2—N1—C4—C3 | −1.7 (4) | O1—C13—C14—C15 | −100.8 (5) |
C5—N1—C4—C3 | −177.7 (4) | O1—C13—C14—S2 | 81.4 (4) |
N2—N1—C4—S1 | 179.5 (3) | C16—S2—C14—C15 | −1.1 (3) |
C5—N1—C4—S1 | 3.5 (5) | C16—S2—C14—C13 | 177.0 (4) |
C2—C3—C4—N1 | 1.6 (4) | C13—C14—C15—N4 | −177.1 (4) |
C12—C3—C4—N1 | −178.7 (3) | S2—C14—C15—N4 | 0.9 (5) |
C2—C3—C4—S1 | −179.7 (3) | C16—N4—C15—C14 | −0.1 (5) |
C12—C3—C4—S1 | 0.0 (6) | C15—N4—C16—Cl2 | 178.8 (3) |
C6—S1—C4—N1 | −74.0 (3) | C15—N4—C16—S2 | −0.9 (5) |
C6—S1—C4—C3 | 107.5 (4) | C14—S2—C16—N4 | 1.2 (3) |
C4—S1—C6—C7 | 155.6 (3) | C14—S2—C16—Cl2 | −178.5 (3) |
Experimental details
Crystal data | |
Chemical formula | C16H11Cl2F3N4OS2 |
Mr | 467.31 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 113 |
a, b, c (Å) | 12.328 (3), 12.787 (3), 13.139 (3) |
β (°) | 110.16 (3) |
V (Å3) | 1944.3 (9) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.59 |
Crystal size (mm) | 0.20 × 0.16 × 0.10 |
Data collection | |
Diffractometer | Rigaku Saturn diffractometer |
Absorption correction | Multi-scan (CrystalClear; Rigaku, 2008) |
Tmin, Tmax | 0.891, 0.943 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9881, 3309, 2725 |
Rint | 0.116 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.088, 0.273, 1.10 |
No. of reflections | 3309 |
No. of parameters | 254 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.81, −0.94 |
Computer programs: CrystalClear (Rigaku, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Acknowledgements
This work was supported by the National Natural Science Foundation of China (NNSFC) (grant No. 20772068), the Science and Technology Projects Fund of Nantong City (grant Nos. K2010016, AS2010005), the Science Foundation of Nantong University (grant Nos. 09Z010, 09 C001) and the Scientific Research Foundation for Talent Introduction of Nantong University.
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Recently, pyrazole oximes are reported to possess diverse biological activities, such as fungicidal, insecticidal, and acaricidal activities (Takao et al., 1994; Watanabe et al., 2001). On the other hand, many thiazole derivatives have been found to show insecticidal, herbicidal, and anticancer activities (Sidoova et al., 1999; Zhang et al., 2000; Fahmy & Bekhit, 2002). In search of novel pyrazole oxime derivatives with good bioactivities, we have sought to synthesize new pyrazole oxime ethers containing thiazole units. We report here the crystal structure of the target compound, (I). It contains three planes, the pyrazole ring (C2/C3/C4/N1/N2), the substituted phenyl ring (C6/C7/C8/C9/C10/C11) and the thiazole ring (C15/C14/S2/C16/N4) (Fig. 1). The dihedral angles between the the phenyl ring and the pyrazole ring and between the thiazole ring and the pyrazole ring are 83.2 (3)° and 78.3 (3)°, respectively. The crystal structure of (I) is stabilized by S···N contacts.