[(1,3-Benzothia­zol-2-yl)amino­carbon­yl]meth­yl piperidine-1-carbodithio­ate monohydrate

Lu, X.-J.; Zhao, H.-B.; Chen, L.; Yang, D.-L.; Wang, B.-Y.

doi:10.1107/S1600536811018460

organic compounds

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Volume 67| Part 6| June 2011| Page o1488

doi:10.1107/S1600536811018460

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[(1,3-Benzothiazol-2-yl)aminocarbonyl]methyl piperidine-1-carbodithioate monohydrate

Xu-Jia Lu,^a Hong-Bin Zhao,^a,^b ^* Liang Chen,^a De-Liang Yang ^a and Bang-Ying Wang ^a

^aDepartment of Organic Chemistry, the College of Chemistry, Xiangtan University, Hunan 411105, People's Republic of China, and ^bEnvironmental Engineering, Dongguan University of Technology, Guangdong 523808, People's Republic of China
^*Correspondence e-mail: zhaohbhanlf@163.com

(Received 11 May 2011; accepted 16 May 2011; online 25 May 2011)

In the title compound, C₁₅H₁₇N₃OS₃·H₂O, the piperidine ring has a chair conformation. The crystal structure is stabilized by weak intermolecular N—H⋯O, O—H⋯N and O—H⋯O hydrogen-bonding interactions.

Related literature

For the biological activity of substituted N-benzothiazol-2-yl-amides, see: Patel & Shaikh (2010 ); Hou et al. (2006 ). For related structures, see: Wang et al. (2008 ).

Experimental

Crystal data

C₁₅H₁₇N₃OS₃·H₂O
M_r = 369.39
Monoclinic, P 2₁ /c
a = 10.6326 (3) Å
b = 12.0735 (3) Å
c = 14.7824 (4) Å
β = 113.133 (2)°
V = 1745.08 (8) Å³
Z = 4
Mo Kα radiation
μ = 0.44 mm⁻¹
T = 296 K
0.20 × 0.20 × 0.20 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.918, T_max = 0.918
15147 measured reflections
3992 independent reflections
3497 reflections with I > 2σ(I)
R_int = 0.020

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.095
S = 1.11
3992 reflections
202 parameters
H-atom parameters constrained
Δρ_max = 0.21 e Å⁻³
Δρ_min = −0.30 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H3⋯O2ⁱ	0.84	1.91	2.745 (2)	170
O2—H2′A⋯N3ⁱⁱ	0.92	2.04	2.920 (2)	160
O2—H2′B⋯O1ⁱⁱⁱ	0.91	1.92	2.821 (2)	169
Symmetry codes: (i) -x+1, -y, -z+1; (ii) x+1, y, z; (iii) $[x+1, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; 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

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811018460/fj2417sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811018460/fj2417Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536811018460/fj2417Isup3.cml

checkCIF report

Comment top

Substituted N-benzothiazol-2-yl-amides are an important class of heterocyclic compounds that exhibit a wide range of biological properties such as antimicrobial activity (Patel & Shaikh, 2010), antivirus infections (Hou et al., 2006). In this paper, the structure of 1-(dithiopiperidyl)-N-benzothiazole-2-yl-acetamide is reported.

The title compound (I) (Fig. 1) crystallizes in the centrosymmetric space group P21/c. One 1-(dithiopiperidyl)-N-benzothiazole-2-yl-acetamide molecule and a solvent water molecule in the asymmetric unit. The piperidine ring has a chair conformation; Crystal packing is stablized by N—H···O, O—H···N and O—H···O hydrogen bonds (Figs. 2 and Table 1).

Related literature top

For the biological activity of substituted N-benzothiazol-2-yl-amides, see: Patel & Shaikh (2010); Hou et al. (2006). For related structures, see: Wang et al. (2008).

Experimental top

Single crystals were recrystallization from an ethanol solution at room temperature.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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).

Figures top

	Fig. 1. A view of (I), with the atom-labeling scheme and 30% probability displacement ellipsoids.
	Fig. 2. Packing of the title compound. Dashed lines indicate hydrogen bonds.

{[(1,3-Benzothiazol-2-yl)aminocarbonyl]methyl} piperidine-1-carbodithioate monohydrate top

Crystal data top

C₁₅H₁₇N₃OS₃·H₂O	F(000) = 776
M_r = 369.39	D_x = 1.406 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 8358 reflections
a = 10.6326 (3) Å	θ = 3.0–27.5°
b = 12.0735 (3) Å	µ = 0.44 mm⁻¹
c = 14.7824 (4) Å	T = 296 K
β = 113.133 (2)°	Block, colorless
V = 1745.08 (8) Å³	0.20 × 0.20 × 0.20 mm
Z = 4

Data collection top

Bruker APEXII CCD area-detector diffractometer	3992 independent reflections
Radiation source: fine-focus sealed tube	3497 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.020
ϕ and ω scans	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −12→13
T_min = 0.918, T_max = 0.918	k = −14→15
15147 measured reflections	l = −19→19

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.095	H-atom parameters constrained
S = 1.11	w = 1/[σ²(F_o²) + (0.0424P)² + 0.6208P] where P = (F_o² + 2F_c²)/3
3992 reflections	(Δ/σ)_max < 0.001
202 parameters	Δρ_max = 0.21 e Å⁻³
0 restraints	Δρ_min = −0.30 e Å⁻³

Crystal data top

C₁₅H₁₇N₃OS₃·H₂O	V = 1745.08 (8) Å³
M_r = 369.39	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 10.6326 (3) Å	µ = 0.44 mm⁻¹
b = 12.0735 (3) Å	T = 296 K
c = 14.7824 (4) Å	0.20 × 0.20 × 0.20 mm
β = 113.133 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	3992 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	3497 reflections with I > 2σ(I)
T_min = 0.918, T_max = 0.918	R_int = 0.020
15147 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	0 restraints
wR(F²) = 0.095	H-atom parameters constrained
S = 1.11	Δρ_max = 0.21 e Å⁻³
3992 reflections	Δρ_min = −0.30 e Å⁻³
202 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
S3	−0.11155 (5)	0.39341 (3)	0.39288 (3)	0.04084 (12)
S2	0.14706 (5)	0.19374 (3)	0.16270 (3)	0.04125 (12)
S1	0.34529 (6)	0.24704 (5)	0.36726 (3)	0.05848 (15)
O1	0.00460 (15)	0.32824 (10)	0.26734 (10)	0.0505 (3)
N3	−0.14307 (15)	0.20161 (10)	0.46198 (10)	0.0387 (3)
N1	0.37483 (17)	0.30273 (14)	0.20291 (11)	0.0504 (4)
N2	−0.02961 (10)	0.18869 (7)	0.35648 (7)	0.0398 (3)
H3	−0.0250	0.1209	0.3715	0.060*
C15	−0.19188 (10)	0.38955 (7)	0.47513 (7)	0.0390 (3)
C14	−0.24377 (10)	0.47707 (7)	0.51145 (7)	0.0524 (4)
H14	−0.2375	0.5497	0.4927	0.063*
C13	−0.3046 (2)	0.45284 (17)	0.57595 (18)	0.0621 (5)
H13	−0.3404	0.5099	0.6008	0.075*
C12	−0.3132 (2)	0.34427 (18)	0.60443 (17)	0.0607 (5)
H12	−0.3539	0.3300	0.6486	0.073*
C11	−0.2626 (2)	0.25758 (15)	0.56845 (15)	0.0506 (4)
H11	−0.2696	0.1852	0.5874	0.061*
C10	−0.20087 (17)	0.28022 (13)	0.50311 (12)	0.0381 (3)
C9	−0.09440 (16)	0.24949 (12)	0.40459 (11)	0.0344 (3)
C8	0.01508 (18)	0.23052 (13)	0.28907 (12)	0.0389 (3)
C7	0.0712 (2)	0.14189 (14)	0.24244 (13)	0.0450 (4)
H7A	−0.0025	0.0920	0.2054	0.054*
H7B	0.1392	0.0992	0.2943	0.054*
C6	0.30123 (18)	0.25403 (13)	0.24634 (12)	0.0401 (3)
C1	0.3334 (2)	0.31304 (17)	0.09552 (13)	0.0524 (5)
H1A	0.2466	0.2758	0.0618	0.063*
H1B	0.4010	0.2776	0.0763	0.063*
C2	0.3200 (2)	0.43266 (18)	0.06582 (15)	0.0607 (5)
H2A	0.2454	0.4658	0.0785	0.073*
H2B	0.2983	0.4380	−0.0042	0.073*
C3	0.4502 (3)	0.4956 (2)	0.1215 (2)	0.0794 (7)
H3A	0.4357	0.5738	0.1057	0.095*
H3B	0.5218	0.4697	0.1016	0.095*
C4	0.4948 (3)	0.4796 (2)	0.23209 (18)	0.0701 (6)
H4A	0.5832	0.5144	0.2661	0.084*
H4B	0.4295	0.5156	0.2534	0.084*
C5	0.5044 (2)	0.3595 (2)	0.25880 (17)	0.0632 (5)
H5A	0.5774	0.3253	0.2449	0.076*
H5B	0.5261	0.3520	0.3287	0.076*
O2	0.99835 (17)	0.03537 (10)	0.61071 (10)	0.0591 (4)
H2'A	0.9501	0.0735	0.5538	0.089*
H2'B	1.0111	0.0822	0.6617	0.089*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
S3	0.0527 (3)	0.02621 (18)	0.0499 (2)	0.00354 (15)	0.0270 (2)	0.00531 (15)
S2	0.0520 (3)	0.0395 (2)	0.0354 (2)	−0.00204 (17)	0.02063 (18)	−0.00248 (15)
S1	0.0800 (4)	0.0582 (3)	0.0310 (2)	0.0053 (2)	0.0152 (2)	0.00416 (19)
O1	0.0772 (9)	0.0309 (6)	0.0565 (8)	0.0079 (6)	0.0403 (7)	0.0086 (5)
N3	0.0505 (8)	0.0279 (6)	0.0419 (7)	−0.0021 (5)	0.0225 (6)	0.0002 (5)
N1	0.0531 (9)	0.0581 (9)	0.0363 (7)	−0.0110 (7)	0.0135 (7)	0.0000 (7)
N2	0.0581 (9)	0.0250 (6)	0.0431 (7)	0.0033 (6)	0.0273 (7)	0.0030 (5)
C15	0.0415 (8)	0.0336 (8)	0.0442 (8)	0.0010 (6)	0.0192 (7)	0.0000 (6)
C14	0.0612 (11)	0.0352 (8)	0.0684 (12)	0.0057 (8)	0.0336 (10)	−0.0015 (8)
C13	0.0706 (13)	0.0503 (11)	0.0828 (15)	0.0061 (9)	0.0490 (12)	−0.0094 (10)
C12	0.0674 (13)	0.0575 (12)	0.0762 (14)	−0.0045 (10)	0.0487 (12)	−0.0074 (10)
C11	0.0603 (11)	0.0418 (9)	0.0611 (11)	−0.0072 (8)	0.0362 (10)	−0.0022 (8)
C10	0.0407 (8)	0.0330 (7)	0.0426 (8)	−0.0021 (6)	0.0185 (7)	−0.0021 (6)
C9	0.0405 (8)	0.0261 (7)	0.0359 (7)	0.0006 (6)	0.0144 (6)	0.0010 (5)
C8	0.0495 (9)	0.0318 (8)	0.0386 (8)	0.0030 (6)	0.0209 (7)	0.0021 (6)
C7	0.0632 (11)	0.0318 (8)	0.0496 (9)	0.0011 (7)	0.0325 (9)	0.0010 (7)
C6	0.0515 (9)	0.0328 (7)	0.0343 (8)	0.0058 (7)	0.0151 (7)	0.0012 (6)
C1	0.0619 (12)	0.0603 (11)	0.0391 (9)	−0.0108 (9)	0.0243 (8)	−0.0040 (8)
C2	0.0705 (14)	0.0633 (13)	0.0498 (11)	0.0025 (10)	0.0252 (10)	0.0052 (9)
C3	0.0941 (19)	0.0622 (14)	0.0802 (16)	−0.0202 (13)	0.0324 (14)	0.0070 (12)
C4	0.0686 (14)	0.0641 (13)	0.0749 (15)	−0.0181 (11)	0.0252 (12)	−0.0150 (12)
C5	0.0502 (11)	0.0731 (14)	0.0565 (12)	−0.0111 (10)	0.0103 (9)	−0.0025 (11)
O2	0.1018 (11)	0.0269 (6)	0.0487 (7)	0.0058 (6)	0.0297 (7)	0.0001 (5)

Geometric parameters (Å, º) top

S3—C15	1.7395 (10)	C11—C10	1.392 (2)
S3—C9	1.7486 (15)	C11—H11	0.9300
S2—C6	1.7757 (18)	C8—C7	1.517 (2)
S2—C7	1.7828 (17)	C7—H7A	0.9700
S1—C6	1.6624 (16)	C7—H7B	0.9700
O1—C8	1.2163 (19)	C1—C2	1.500 (3)
N3—C9	1.291 (2)	C1—H1A	0.9700
N3—C10	1.394 (2)	C1—H1B	0.9700
N1—C6	1.329 (2)	C2—C3	1.508 (3)
N1—C5	1.468 (3)	C2—H2A	0.9700
N1—C1	1.477 (2)	C2—H2B	0.9700
N2—C8	1.3586 (18)	C3—C4	1.525 (3)
N2—C9	1.3799 (17)	C3—H3A	0.9700
N2—H3	0.8445	C3—H3B	0.9700
C15—C14	1.3936	C4—C5	1.496 (3)
C15—C10	1.3978 (18)	C4—H4A	0.9700
C14—C13	1.377 (2)	C4—H4B	0.9700
C14—H14	0.9300	C5—H5A	0.9700
C13—C12	1.391 (3)	C5—H5B	0.9700
C13—H13	0.9300	O2—H2'A	0.9186
C12—C11	1.376 (3)	O2—H2'B	0.9083
C12—H12	0.9300

C15—S3—C9	87.99 (6)	S2—C7—H7B	108.6
C6—S2—C7	102.54 (8)	H7A—C7—H7B	107.6
C9—N3—C10	109.94 (13)	N1—C6—S1	124.85 (14)
C6—N1—C5	122.35 (16)	N1—C6—S2	113.75 (12)
C6—N1—C1	124.96 (15)	S1—C6—S2	121.40 (10)
C5—N1—C1	112.56 (16)	N1—C1—C2	110.48 (16)
C8—N2—C9	124.72 (11)	N1—C1—H1A	109.6
C8—N2—H3	123.5	C2—C1—H1A	109.6
C9—N2—H3	111.7	N1—C1—H1B	109.6
C14—C15—C10	121.23 (8)	C2—C1—H1B	109.6
C14—C15—S3	128.8	H1A—C1—H1B	108.1
C10—C15—S3	109.98 (9)	C1—C2—C3	111.35 (19)
C13—C14—C15	118.06 (9)	C1—C2—H2A	109.4
C13—C14—H14	121.0	C3—C2—H2A	109.4
C15—C14—H14	121.0	C1—C2—H2B	109.4
C14—C13—C12	120.96 (16)	C3—C2—H2B	109.4
C14—C13—H13	119.5	H2A—C2—H2B	108.0
C12—C13—H13	119.5	C2—C3—C4	110.69 (19)
C11—C12—C13	121.18 (18)	C2—C3—H3A	109.5
C11—C12—H12	119.4	C4—C3—H3A	109.5
C13—C12—H12	119.4	C2—C3—H3B	109.5
C12—C11—C10	118.79 (17)	C4—C3—H3B	109.5
C12—C11—H11	120.6	H3A—C3—H3B	108.1
C10—C11—H11	120.6	C5—C4—C3	111.4 (2)
C11—C10—N3	125.33 (15)	C5—C4—H4A	109.3
C11—C10—C15	119.77 (14)	C3—C4—H4A	109.3
N3—C10—C15	114.89 (13)	C5—C4—H4B	109.3
N3—C9—N2	120.70 (13)	C3—C4—H4B	109.3
N3—C9—S3	117.19 (12)	H4A—C4—H4B	108.0
N2—C9—S3	122.09 (10)	N1—C5—C4	110.63 (18)
O1—C8—N2	122.14 (14)	N1—C5—H5A	109.5
O1—C8—C7	125.17 (15)	C4—C5—H5A	109.5
N2—C8—C7	112.63 (13)	N1—C5—H5B	109.5
C8—C7—S2	114.45 (12)	C4—C5—H5B	109.5
C8—C7—H7A	108.6	H5A—C5—H5B	108.1
S2—C7—H7A	108.6	H2'A—O2—H2'B	107.2
C8—C7—H7B	108.6

C9—S3—C15—C14	179.51 (6)	C15—S3—C9—N2	−178.26 (14)
C9—S3—C15—C10	−0.94 (11)	C9—N2—C8—O1	2.2 (3)
C10—C15—C14—C13	−0.05 (14)	C9—N2—C8—C7	−175.06 (14)
S3—C15—C14—C13	179.45 (15)	O1—C8—C7—S2	8.9 (3)
C15—C14—C13—C12	0.4 (3)	N2—C8—C7—S2	−173.96 (12)
C14—C13—C12—C11	−0.7 (4)	C6—S2—C7—C8	71.97 (15)
C13—C12—C11—C10	0.6 (3)	C5—N1—C6—S1	−1.7 (3)
C12—C11—C10—N3	178.85 (19)	C1—N1—C6—S1	−177.38 (15)
C12—C11—C10—C15	−0.3 (3)	C5—N1—C6—S2	178.72 (16)
C9—N3—C10—C11	−179.96 (17)	C1—N1—C6—S2	3.1 (2)
C9—N3—C10—C15	−0.8 (2)	C7—S2—C6—N1	−177.71 (13)
C14—C15—C10—C11	0.00 (19)	C7—S2—C6—S1	2.73 (12)
S3—C15—C10—C11	−179.59 (14)	C6—N1—C1—C2	118.0 (2)
C14—C15—C10—N3	−179.20 (9)	C5—N1—C1—C2	−58.0 (2)
S3—C15—C10—N3	1.21 (17)	N1—C1—C2—C3	55.5 (2)
C10—N3—C9—N2	178.87 (14)	C1—C2—C3—C4	−53.5 (3)
C10—N3—C9—S3	0.03 (19)	C2—C3—C4—C5	53.3 (3)
C8—N2—C9—N3	174.61 (15)	C6—N1—C5—C4	−118.4 (2)
C8—N2—C9—S3	−6.6 (2)	C1—N1—C5—C4	57.7 (2)
C15—S3—C9—N3	0.55 (13)	C3—C4—C5—N1	−54.9 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H3···O2ⁱ	0.84	1.91	2.745 (2)	170
O2—H2′A···N3ⁱⁱ	0.92	2.04	2.920 (2)	160
O2—H2′B···O1ⁱⁱⁱ	0.91	1.92	2.821 (2)	169

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

Experimental details

Crystal data
Chemical formula	C₁₅H₁₇N₃OS₃·H₂O
M_r	369.39
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	10.6326 (3), 12.0735 (3), 14.7824 (4)
β (°)	113.133 (2)
V (Å³)	1745.08 (8)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.44
Crystal size (mm)	0.20 × 0.20 × 0.20

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.918, 0.918
No. of measured, independent and observed [I > 2σ(I)] reflections	15147, 3992, 3497
R_int	0.020
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.095, 1.11
No. of reflections	3992
No. of parameters	202
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.21, −0.30

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H3···O2ⁱ	0.844	1.910	2.745 (2)	170
O2—H2'A···N3ⁱⁱ	0.919	2.040	2.920 (2)	160
O2—H2'B···O1ⁱⁱⁱ	0.908	1.923	2.821 (2)	169

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

Acknowledgements

This work was supported by the Key Laboratory of Functional Organometallic Materials of the College of Hunan Province, Hengyang, Hunan, China.

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Hou, X. T., Wang, M., Jiang, S. R. & Niu, S. G. (2006). Chin. J. Pestic. Sci. 8, 222–226. CAS Google Scholar
Patel, N. B. & Shaikh, F. M. (2010). Sci. Pharm. 78, 753–765. CrossRef CAS PubMed Google Scholar
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wang, J. K., Peng, F., Jiang, J. L., Lu, Z. J., Wang, L. Y., Bai, J. F. & Pan, Y. (2008). Tetrahedron Lett. 49, 467–470. CrossRef Google Scholar

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Volume 67| Part 6| June 2011| Page o1488

doi:10.1107/S1600536811018460

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

[(1,3-Benzo­thia­zol-2-yl)amino­carbon­yl]meth­yl piperidine-1-carbodi­thio­ate monohydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

[(1,3-Benzothiazol-2-yl)aminocarbonyl]methyl piperidine-1-carbodithioate monohydrate