S-1,3-Benzothia­zol-2-yl (2Z)-2-(2-amino-1,3-thia­zol-4-yl)-2-(methoxy­imino)­ethane­thio­ate

Sharif, S.; Khan, I.U.; Arshad, M.N.; Sheikh, T.A.; Qureshi, M.Z.

doi:10.1107/S1600536809025616

organic compounds

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ISSN: 2056-9890

Volume 65| Part 8| August 2009| Page o1805

doi:10.1107/S1600536809025616

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S-1,3-Benzothiazol-2-yl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)ethanethioate

Shahzad Sharif,^a Islam Ullah Khan,^a Muhammad Nadeem Arshad,^a ^* Tahir Ali Sheikh ^a and Muhammad Zahid Qureshi ^a

^aMaterials Chemistry Laboratory, Department of Chemistry, GC University, Lahore, Pakistan
^*Correspondence e-mail: mnachemist@hotmail.com

(Received 19 June 2009; accepted 1 July 2009; online 11 July 2009)

The title compound, C₁₃H₁₀N₄O₂S₃, is an acylating agent which belongs to the thiazole class of organic compounds. The dihedral angle between the benzene and thiazole rings, which are fused to each other, is 1.2 (2)° so the overall benzothiazole system is almost planar. Intermolecular N—H⋯N interactions and weak C—H⋯O interactions between symmetry-related molecules stabilize the crystal structure, forming three different ring motifs [R₂²(8), R₂²(10) and R₂²(16)] in three dimensions.

Related literature

For background literature, see: Khanna et al. (1999 ). For related structures, see: Radha (1985 ); Laurent & Durant (1981 ). For graph set notation, see: Bernstein et al. (1995 ).

Experimental

Crystal data

C₁₃H₁₀N₄O₂S₃
M_r = 350.43
Monoclinic, P 2₁ /c
a = 13.9725 (9) Å
b = 5.0156 (3) Å
c = 21.7664 (14) Å
β = 90.001 (3)°
V = 1525.40 (17) Å³
Z = 4
Mo Kα radiation
μ = 0.50 mm⁻¹
T = 296 K
0.31 × 0.11 × 0.07 mm

Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007 ) T_min = 0.941, T_max = 0.972
16828 measured reflections
3829 independent reflections
2096 reflections with I > 2σ(I)
R_int = 0.054

Refinement

R[F² > 2σ(F²)] = 0.046
wR(F²) = 0.145
S = 1.03
3829 reflections
200 parameters
H-atom parameters constrained
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯N1ⁱ	0.86	2.29	3.106 (3)	158
N3—H3B⋯N4ⁱ	0.86	2.16	2.997 (3)	165
C12—H7⋯O1ⁱⁱ	0.93	2.51	3.198 (3)	131
Symmetry codes: (i) -x+2, -y+1, -z+1; (ii) -x+1, -y+2, -z+1.

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ) and PLATON (Spek, 2009 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ) and PLATON.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809025616/pv2172sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809025616/pv2172Isup2.hkl

checkCIF report

Comment top

The title compound, (I), is a standard acylating agent for the synthesis of different cephalosporins derivatives (Khanna et al., 1999).

The title compound (Fig. 1) is composed of two components, a benzothiazole and an acyl group having 2-amino thiazole moiety. The N3 atoms of 2-aminothiazole moieties of molecules of (I) lying about inversion centers form intermolecular hydrogen bonds of the type N–H···N with N1 and N4 atoms resulting in dimers and form 8 and 10-membered rings which could be expressed in graph set notation as R₂²(8) and R₂²(10) motifs (Bernstein et al., 1995). In addition, there is a rather weak C–H···O type interaction, resulting in an R₂²(16) motif about inversion centers. The hydrogen bonding geometry is presented in Table 1 and Fig. 2. The crystal structures of compounds related to (I) have been reported (Radha, 1985; Laurent & Durant, 1981) .

Related literature top

For background literature, see: Khanna et al. (1999). For related structures, see: Radha (1985); Laurent & Durant (1981). For graph set notation, see: Bernstein et al. (1995).

Experimental top

The compound was dissolved in methanol and ethyl acetate mixture (20:80 v/v %). The light yellow prismatic crystals were obtained after two days.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Figures top

	Fig. 1. The structure of (I) with displacement ellipsoids for the non-hydrogen atoms drawn at the 50% probability level.
	Fig. 2. Unit cell packing for (I) showing hydrogen bonds drawn as dashed lines.

S-1,3-Benzothiazol-2-yl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)ethanethioate top

Crystal data top

C₁₃H₁₀N₄O₂S₃	F(000) = 720
M_r = 350.43	D_x = 1.526 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2744 reflections
a = 13.9725 (9) Å	θ = 2.4–22.8°
b = 5.0156 (3) Å	µ = 0.50 mm⁻¹
c = 21.7664 (14) Å	T = 296 K
β = 90.001 (3)°	Prism, light yellow
V = 1525.40 (17) Å³	0.31 × 0.11 × 0.07 mm
Z = 4

Data collection top

Bruker Kappa APEXII CCD diffractometer	3829 independent reflections
Radiation source: fine-focus sealed tube	2096 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.054
ϕ and ω scans	θ_max = 28.4°, θ_min = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −18→18
T_min = 0.941, T_max = 0.972	k = −6→6
16828 measured reflections	l = −29→28

Refinement top

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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.145	H-atom parameters constrained
S = 1.03	w = 1/[σ²(F_o²) + (0.0695P)²] where P = (F_o² + 2F_c²)/3
3829 reflections	(Δ/σ)_max = 0.001
200 parameters	Δρ_max = 0.35 e Å⁻³
0 restraints	Δρ_min = −0.34 e Å⁻³

Crystal data top

C₁₃H₁₀N₄O₂S₃	V = 1525.40 (17) Å³
M_r = 350.43	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 13.9725 (9) Å	µ = 0.50 mm⁻¹
b = 5.0156 (3) Å	T = 296 K
c = 21.7664 (14) Å	0.31 × 0.11 × 0.07 mm
β = 90.001 (3)°

Data collection top

Bruker Kappa APEXII CCD diffractometer	3829 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2007)	2096 reflections with I > 2σ(I)
T_min = 0.941, T_max = 0.972	R_int = 0.054
16828 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.046	0 restraints
wR(F²) = 0.145	H-atom parameters constrained
S = 1.03	Δρ_max = 0.35 e Å⁻³
3829 reflections	Δρ_min = −0.34 e Å⁻³
200 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
S1	1.09909 (5)	0.53325 (15)	0.33403 (3)	0.0473 (2)
S2	0.82219 (5)	1.20705 (16)	0.47275 (4)	0.0481 (2)
S3	0.62042 (6)	1.30442 (19)	0.51641 (4)	0.0658 (3)
O1	0.73807 (14)	0.7981 (4)	0.41758 (10)	0.0515 (6)
O2	0.76884 (15)	1.2729 (4)	0.32595 (10)	0.0599 (6)
N1	0.97196 (15)	0.6544 (4)	0.41510 (10)	0.0342 (5)
N2	0.85575 (16)	1.1371 (5)	0.31772 (11)	0.0457 (6)
N3	1.07870 (17)	0.3179 (5)	0.44609 (11)	0.0508 (7)
H3A	1.0515	0.3001	0.4813	0.061*
H3B	1.1273	0.2209	0.4368	0.061*
N4	0.73303 (16)	0.9626 (5)	0.56704 (11)	0.0468 (6)
C1	1.04521 (18)	0.4975 (5)	0.40561 (12)	0.0352 (6)
C2	1.0159 (2)	0.7693 (5)	0.31617 (13)	0.0428 (7)
H1	1.0129	0.8598	0.2789	0.051*
C3	0.95521 (18)	0.8065 (5)	0.36329 (12)	0.0340 (6)
C4	0.87134 (19)	0.9811 (5)	0.36324 (12)	0.0370 (6)
C5	0.80041 (19)	0.9594 (5)	0.41574 (13)	0.0379 (7)
C6	0.72758 (19)	1.1345 (6)	0.52336 (14)	0.0427 (7)
C7	0.5768 (2)	1.1236 (6)	0.57791 (14)	0.0516 (8)
C8	0.6472 (2)	0.9518 (6)	0.59907 (14)	0.0451 (7)
C9	0.6272 (2)	0.7821 (7)	0.64769 (16)	0.0641 (10)
H10	0.6733	0.6639	0.6622	0.077*
C10	0.5376 (3)	0.7925 (8)	0.67398 (17)	0.0729 (11)
H9	0.5232	0.6798	0.7066	0.088*
C11	0.4697 (3)	0.9652 (8)	0.65302 (19)	0.0755 (11)
H8	0.4099	0.9676	0.6719	0.091*
C12	0.4867 (2)	1.1338 (8)	0.60535 (19)	0.0762 (11)
H7	0.4400	1.2516	0.5916	0.091*
C13	0.7520 (3)	1.4460 (6)	0.27606 (16)	0.0641 (10)
H11A	0.8078	1.5537	0.2691	0.096*
H11B	0.6985	1.5590	0.2852	0.096*
H11C	0.7384	1.3431	0.2399	0.096*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
S1	0.0469 (4)	0.0640 (5)	0.0309 (4)	0.0148 (4)	0.0129 (3)	0.0034 (4)
S2	0.0494 (5)	0.0563 (5)	0.0387 (5)	−0.0072 (4)	0.0129 (4)	−0.0009 (4)
S3	0.0557 (5)	0.0812 (6)	0.0605 (6)	0.0223 (4)	0.0143 (4)	0.0168 (5)
O1	0.0441 (12)	0.0557 (12)	0.0547 (15)	−0.0042 (10)	0.0139 (10)	−0.0033 (10)
O2	0.0565 (13)	0.0793 (15)	0.0439 (14)	0.0303 (11)	0.0118 (11)	0.0226 (11)
N1	0.0349 (12)	0.0442 (13)	0.0236 (13)	0.0022 (10)	0.0041 (10)	0.0040 (10)
N2	0.0469 (14)	0.0550 (14)	0.0353 (15)	0.0137 (12)	0.0067 (11)	0.0056 (12)
N3	0.0567 (16)	0.0613 (15)	0.0342 (15)	0.0246 (13)	0.0114 (12)	0.0107 (13)
N4	0.0419 (14)	0.0621 (15)	0.0363 (15)	0.0042 (12)	0.0108 (11)	0.0046 (13)
C1	0.0354 (14)	0.0429 (15)	0.0274 (15)	−0.0001 (12)	0.0043 (12)	−0.0033 (13)
C2	0.0465 (16)	0.0536 (17)	0.0283 (16)	0.0077 (13)	0.0091 (13)	0.0076 (13)
C3	0.0369 (14)	0.0399 (14)	0.0251 (15)	−0.0006 (12)	0.0031 (12)	0.0006 (12)
C4	0.0399 (15)	0.0444 (16)	0.0266 (16)	0.0013 (12)	0.0046 (12)	0.0021 (13)
C5	0.0359 (14)	0.0439 (16)	0.0339 (17)	0.0095 (13)	0.0040 (12)	0.0060 (13)
C6	0.0391 (15)	0.0539 (17)	0.0351 (17)	0.0019 (13)	0.0079 (13)	−0.0053 (14)
C7	0.0427 (16)	0.069 (2)	0.043 (2)	−0.0017 (15)	0.0105 (14)	−0.0055 (16)
C8	0.0426 (16)	0.0606 (19)	0.0320 (17)	−0.0018 (14)	0.0081 (13)	−0.0045 (15)
C9	0.060 (2)	0.084 (2)	0.049 (2)	−0.0032 (18)	0.0113 (17)	0.0124 (19)
C10	0.077 (3)	0.095 (3)	0.046 (2)	−0.021 (2)	0.020 (2)	0.006 (2)
C11	0.052 (2)	0.109 (3)	0.066 (3)	−0.010 (2)	0.0231 (19)	−0.011 (2)
C12	0.047 (2)	0.109 (3)	0.072 (3)	0.013 (2)	0.0178 (19)	0.001 (2)
C13	0.075 (2)	0.066 (2)	0.052 (2)	0.0228 (18)	−0.0030 (18)	0.0160 (18)

Geometric parameters (Å, º) top

S1—C2	1.704 (3)	C2—C3	1.344 (4)
S1—C1	1.740 (3)	C2—H1	0.9300
S2—C6	1.759 (3)	C3—C4	1.463 (4)
S2—C5	1.782 (3)	C4—C5	1.517 (3)
S3—C7	1.728 (3)	C7—C8	1.387 (4)
S3—C6	1.729 (3)	C7—C12	1.394 (4)
O1—C5	1.190 (3)	C8—C9	1.387 (4)
O2—N2	1.404 (3)	C9—C10	1.378 (5)
O2—C13	1.410 (4)	C9—H10	0.9300
N1—C1	1.308 (3)	C10—C11	1.364 (5)
N1—C3	1.382 (3)	C10—H9	0.9300
N2—C4	1.281 (3)	C11—C12	1.360 (5)
N3—C1	1.344 (3)	C11—H8	0.9300
N3—H3A	0.8600	C12—H7	0.9300
N3—H3B	0.8600	C13—H11A	0.9600
N4—C6	1.286 (4)	C13—H11B	0.9600
N4—C8	1.388 (3)	C13—H11C	0.9600

C2—S1—C1	88.90 (13)	N4—C6—S2	123.9 (2)
C6—S2—C5	99.42 (13)	S3—C6—S2	119.61 (18)
C7—S3—C6	88.79 (15)	C8—C7—C12	121.4 (3)
N2—O2—C13	110.1 (2)	C8—C7—S3	109.5 (2)
C1—N1—C3	109.6 (2)	C12—C7—S3	129.1 (3)
C4—N2—O2	110.2 (2)	C9—C8—C7	119.5 (3)
C1—N3—H3A	120.0	C9—C8—N4	125.6 (3)
C1—N3—H3B	120.0	C7—C8—N4	115.0 (3)
H3A—N3—H3B	120.0	C10—C9—C8	118.5 (3)
C6—N4—C8	110.3 (2)	C10—C9—H10	120.8
N1—C1—N3	124.9 (2)	C8—C9—H10	120.8
N1—C1—S1	114.7 (2)	C11—C10—C9	121.2 (4)
N3—C1—S1	120.37 (19)	C11—C10—H9	119.4
C3—C2—S1	110.7 (2)	C9—C10—H9	119.4
C3—C2—H1	124.7	C12—C11—C10	121.9 (3)
S1—C2—H1	124.7	C12—C11—H8	119.1
C2—C3—N1	116.1 (2)	C10—C11—H8	119.1
C2—C3—C4	126.0 (2)	C11—C12—C7	117.5 (4)
N1—C3—C4	117.8 (2)	C11—C12—H7	121.2
N2—C4—C3	120.2 (2)	C7—C12—H7	121.2
N2—C4—C5	121.0 (2)	O2—C13—H11A	109.5
C3—C4—C5	118.7 (2)	O2—C13—H11B	109.5
O1—C5—C4	123.6 (3)	H11A—C13—H11B	109.5
O1—C5—S2	125.2 (2)	O2—C13—H11C	109.5
C4—C5—S2	111.29 (19)	H11A—C13—H11C	109.5
N4—C6—S3	116.5 (2)	H11B—C13—H11C	109.5

C13—O2—N2—C4	179.6 (3)	C8—N4—C6—S3	0.8 (3)
C3—N1—C1—N3	−177.9 (3)	C8—N4—C6—S2	179.6 (2)
C3—N1—C1—S1	1.6 (3)	C7—S3—C6—N4	−0.9 (3)
C2—S1—C1—N1	−1.1 (2)	C7—S3—C6—S2	−179.7 (2)
C2—S1—C1—N3	178.4 (2)	C5—S2—C6—N4	87.6 (3)
C1—S1—C2—C3	0.3 (2)	C5—S2—C6—S3	−93.60 (19)
S1—C2—C3—N1	0.6 (3)	C6—S3—C7—C8	0.7 (2)
S1—C2—C3—C4	−176.0 (2)	C6—S3—C7—C12	−179.4 (4)
C1—N1—C3—C2	−1.4 (3)	C12—C7—C8—C9	1.4 (5)
C1—N1—C3—C4	175.5 (2)	S3—C7—C8—C9	−178.6 (3)
O2—N2—C4—C3	176.5 (2)	C12—C7—C8—N4	179.6 (3)
O2—N2—C4—C5	0.7 (4)	S3—C7—C8—N4	−0.4 (3)
C2—C3—C4—N2	−7.4 (4)	C6—N4—C8—C9	177.9 (3)
N1—C3—C4—N2	176.1 (2)	C6—N4—C8—C7	−0.3 (4)
C2—C3—C4—C5	168.5 (3)	C7—C8—C9—C10	−0.8 (5)
N1—C3—C4—C5	−8.1 (4)	N4—C8—C9—C10	−178.8 (3)
N2—C4—C5—O1	92.6 (3)	C8—C9—C10—C11	0.0 (6)
C3—C4—C5—O1	−83.3 (3)	C9—C10—C11—C12	0.2 (6)
N2—C4—C5—S2	−86.7 (3)	C10—C11—C12—C7	0.4 (6)
C3—C4—C5—S2	97.4 (2)	C8—C7—C12—C11	−1.2 (6)
C6—S2—C5—O1	−1.4 (3)	S3—C7—C12—C11	178.8 (3)
C6—S2—C5—C4	177.9 (2)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···N1ⁱ	0.86	2.29	3.106 (3)	158
N3—H3B···N4ⁱ	0.86	2.16	2.997 (3)	165
C12—H7···O1ⁱⁱ	0.93	2.51	3.198 (3)	131

Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+2, −z+1.

Experimental details

Crystal data
Chemical formula	C₁₃H₁₀N₄O₂S₃
M_r	350.43
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	13.9725 (9), 5.0156 (3), 21.7664 (14)
β (°)	90.001 (3)
V (Å³)	1525.40 (17)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.50
Crystal size (mm)	0.31 × 0.11 × 0.07

Data collection
Diffractometer	Bruker Kappa APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2007)
T_min, T_max	0.941, 0.972
No. of measured, independent and observed [I > 2σ(I)] reflections	16828, 3829, 2096
R_int	0.054
(sin θ/λ)_max (Å⁻¹)	0.670

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.046, 0.145, 1.03
No. of reflections	3829
No. of parameters	200
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.35, −0.34

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009), WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···N1ⁱ	0.86	2.29	3.106 (3)	158
N3—H3B···N4ⁱ	0.86	2.16	2.997 (3)	165
C12—H7···O1ⁱⁱ	0.93	2.51	3.198 (3)	131

Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+2, −z+1.

Acknowledgements

The authors acknowledge the Higher Education Commission of Pakistan for providing a grant to the Materials Chemistry Laboratory at GC University, Lahore, Pakistan. The title compound was kindly provided by Pharmagen Ltd, Lahore, Pakistan.

References

Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555–1573. CrossRef CAS Web of Science Google Scholar
Bruker (2007). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Khanna, J. M., Handa, V. K., Dandala, R. & Aryan, R. C. (1999). US Patent No. 5 869 649. Google Scholar
Laurent, G. & Durant, F. (1981). Cryst. Struct. Commun. 10, 1007–1014. CAS Google Scholar
Radha, A. (1985). Z. Kristallogr. 171, 225–228. CrossRef CAS Web of Science Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 65| Part 8| August 2009| Page o1805

doi:10.1107/S1600536809025616

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

S-1,3-Benzo­thia­zol-2-yl (2Z)-2-(2-amino-1,3-thia­zol-4-yl)-2-(meth­oxy­imino)­ethane­thio­ate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

S-1,3-Benzothiazol-2-yl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)ethanethioate