Acta Crystallographica Section E
Acta Crystallographica
Section E CRYSTALLOGRAPHIC COMMUNICATIONS

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Bis(μ-N-ethyl-N-isopropyldithiocarbamato-S:S′)bis[(N-ethyl-N-isopropyldithiocarbamato-S,S′)zinc(II)]

I. Baba, Y. Farina, A. H. Othman, I. A. Razak, H.-K. Fun and S. W. Ng

In the centrosymmetric title compound, [Zn₂(C₆H₁₂NS₂)₄], one dithiocarbamate group chelates the Zn atom, whereas the other is bonded to two Zn atoms.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536800020390/na6030sup1.cif Contains datablocks I, aho50m
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536800020390/na6030Isup2.hkl Contains datablock I

CCDC reference: 155851

checkCIF report

Key indicators

Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.005 Å
R factor = 0.038
wR factor = 0.094
Data-to-parameter ratio = 16.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level B:



PLAT_702  Alert B Angle   Calc    70.95(2), Rep   70.90(10), Dev.      2.50 Sigma
                     S3   -ZN1  -S4      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc    75.06(2), Rep   75.10(10) ....       5.00 s.u-Ratio
                     S1   -ZN1  -S2      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc   139.71(2), Rep  139.70(10) ....       5.00 s.u-Ratio
                     S1   -ZN1  -S3      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc    92.59(2), Rep   92.60(10) ....       5.00 s.u-Ratio
                     S1   -ZN1  -S4      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc   110.00(2), Rep  110.00(10) ....       5.00 s.u-Ratio
                     S2   -ZN1  -S3      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc   161.91(2), Rep  161.90(10) ....       5.00 s.u-Ratio
                     S2   -ZN1  -S4      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc    70.95(2), Rep   70.90(10) ....       5.00 s.u-Ratio
                     S3   -ZN1  -S4      1.555   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_732  Alert B Angle   Calc    86.70(2), Rep   86.70(10) ....       5.00 s.u-Ratio
                     ZN1  -S4   -ZN1     3.666   1.555   1.555

Author response: The angle is rounded to one decimal place.

PLAT_733  Alert B Torsion Calc   115.13(2), Rep  115.10(10) ....       5.00 s.u-Ratio
                     S1  -ZN1 -S4  -ZN1    1.555   1.555   1.555   3.666

Author response: The angle is rounded to one decimal place.

PLAT_733  Alert B Torsion Calc  -102.49(2), Rep -102.50(10) ....       5.00 s.u-Ratio
                     S3  -ZN1 -S4  -ZN1    1.555   1.555   1.555   3.666

Author response: The angle is rounded to one decimal place.


 Alert Level C:



PLAT_702  Alert C Angle   Calc    75.06(2), Rep   75.10(10), Dev.      2.00 Sigma
                     S1   -ZN1  -S2      1.555   1.555   1.555

PLAT_702  Alert C Angle   Calc   103.83(2), Rep  103.80(10), Dev.      1.50 Sigma
                     S2   -ZN1  -S4      1.555   1.555   3.666

PLAT_702  Alert C Angle   Calc   102.87(2), Rep  102.90(10), Dev.      1.50 Sigma
                     S3   -ZN1  -S4      1.555   1.555   3.666

PLAT_703  Alert C Torsion Calc   115.13(2), Rep  115.10(10), Dev.      1.50 Sigma
                     S1  -ZN1 -S4  -ZN1    1.555   1.555   1.555   3.666

PLAT_745  Alert C D-H     Calc     0.99(3), Rep     0.99000 ....    Missing s.u.
                     C2   -H2A     1.555   1.555

PLAT_745  Alert C D-H     Calc     1.01(3), Rep     1.01000 ....    Missing s.u.
                     C4   -H4A     1.555   1.555

PLAT_745  Alert C D-H     Calc     1.03(3), Rep     1.02000 ....    Missing s.u.
                     C8   -H8B     1.555   1.555

PLAT_745  Alert C D-H     Calc     0.97(3), Rep     0.97000 ....    Missing s.u.
                     C10  -H10A    1.555   1.555

PLAT_746  Alert C H...A   Calc     2.67(3), Rep     2.67000 ....    Missing s.u.
                     H2A  -S1      1.555   1.555

PLAT_746  Alert C H...A   Calc     2.43(3), Rep     2.43000 ....    Missing s.u.
                     H4A  -S2      1.555   1.555

PLAT_746  Alert C H...A   Calc     2.57(3), Rep     2.57000 ....    Missing s.u.
                     H8B  -S4      1.555   1.555

PLAT_746  Alert C H...A   Calc     2.42(3), Rep     2.42000 ....    Missing s.u.
                     H10A -S3      1.555   1.555

PLAT_747  Alert C D...A   Calc    2.984(3), Rep     2.98000 ....    Missing s.u.
                     C2   -S1      1.555   1.555

PLAT_747  Alert C D...A   Calc    3.034(3), Rep     3.03000 ....    Missing s.u.
                     C4   -S2      1.555   1.555

PLAT_747  Alert C D...A   Calc    2.984(3), Rep     2.98000 ....    Missing s.u.
                     C8   -S4      1.555   1.555

PLAT_747  Alert C D...A   Calc    3.039(3), Rep     3.04000 ....    Missing s.u.
                     C10  -S3      1.555   1.555

PLAT_748  Alert C D-H..A  Calc       98(2), Rep       98.00 ....    Missing s.u.
                     C2   -H2A  -S1      1.555   1.555   1.555

PLAT_748  Alert C D-H..A  Calc      118(2), Rep      118.00 ....    Missing s.u.
                     C4   -H4A  -S2      1.555   1.555   1.555

PLAT_748  Alert C D-H..A  Calc      104(2), Rep      104.00 ....    Missing s.u.
                     C8   -H8B  -S4      1.555   1.555   1.555

PLAT_748  Alert C D-H..A  Calc      122(2), Rep      122.00 ....    Missing s.u.
                     C10  -H10A -S3      1.555   1.555   1.555

General Notes



ABSTM_02  When printed, the submitted absorption T values will be replaced
          by the scaled T values. Since the ratio of scaled T's is
          identical to the ratio of reported T values, the scaling does
          not imply a change to the absorption corrections used in the
          study.
          Ratio of Tmax expected/reported      0.948
          Tmax scaled      0.581 Tmin scaled      0.452


 0 Alert Level A = Potentially serious problem

 10 Alert Level B = Potential problem

 20 Alert Level C = Please check

Comment top

Zinc(II) dithiocarbamates adopt centrosymmetric dimeric structures (Cox & Tiekink, 1997). The geometry of the Zn atom in the title compound, (I), is similar to that found in the butylethyldithiocarbamate (Baba et al., 2000) where the intra-dimer interaction is shorter and the bridging distance is longer.

Experimental top

Carbon disulfide was added to an ethanol solution of ethylisopropyllamine at 277 K followed by an ethanol solution of zinc chloride. The mixture was stirred vigorously and then set aside. The solid that separated was isolated and recrystallized from ethanol to afford the title compound.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Figures top

[Figure 1]

Fig. 1. ORTEPII (Johnson, 1976) plot of the title compound at the 50% probability level. H atoms are shown as circles of arbitrary radii.

Bis(µ-N-ethyl-N-isopropyldithiocarbamato-S:S')- bis[(N-ethyl-N-isopropyldithiocarbamato-S,S')zinc(II)] top

Crystal data top

(C₆H₁₂NS₂)₄·Zn₂	F(000) = 816
M_r = 779.88	D_x = 1.431 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
a = 10.8646 (1) Å	Cell parameters from 8192 reflections
b = 15.0517 (1) Å	θ = 2.3–28.3°
c = 11.2934 (1) Å	µ = 1.81 mm⁻¹
β = 101.419 (1)°	T = 298 K
V = 1810.26 (3) Å³	Block, colorless
Z = 2	0.48 × 0.44 × 0.30 mm

Data collection top

Siemens CCD area-detector diffractometer	4432 independent reflections
Radiation source: fine-focus sealed tube	3629 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.061
Detector resolution: 8.33 pixels mm^-1	θ_max = 28.3°, θ_min = 2.3°
ω scans	h = −7→14
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996)	k = −19→20
T_min = 0.477, T_max = 0.613	l = −14→14
12713 measured reflections

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.038	All H-atom parameters refined
wR(F²) = 0.094	w = 1/[σ²(F_o²) + (0.0463P)²] where P = (F_o² + 2F_c²)/3
S = 0.97	(Δ/σ)_max < 0.001
4432 reflections	Δρ_max = 0.68 e Å⁻³
269 parameters	Δρ_min = −0.62 e Å⁻³
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.033 (1)

Crystal data top

(C₆H₁₂NS₂)₄·Zn₂	V = 1810.26 (3) Å³
M_r = 779.88	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.8646 (1) Å	µ = 1.81 mm⁻¹
b = 15.0517 (1) Å	T = 298 K
c = 11.2934 (1) Å	0.48 × 0.44 × 0.30 mm
β = 101.419 (1)°

Data collection top

Siemens CCD area-detector diffractometer	4432 independent reflections
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996)	3629 reflections with I > 2σ(I)
T_min = 0.477, T_max = 0.613	R_int = 0.061
12713 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.038	0 restraints
wR(F²) = 0.094	All H-atom parameters refined
S = 0.97	Δρ_max = 0.68 e Å⁻³
4432 reflections	Δρ_min = −0.62 e Å⁻³
269 parameters

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

	x	y	z	U_iso*/U_eq
Zn1	0.51398 (2)	0.610678 (16)	0.45440 (2)	0.0332 (1)
S1	0.68972 (6)	0.62203 (4)	0.36193 (6)	0.0423 (2)
S2	0.58492 (5)	0.76553 (4)	0.48769 (6)	0.0393 (2)
S3	0.29264 (6)	0.60559 (4)	0.40110 (6)	0.0433 (2)
S4	0.44344 (5)	0.45322 (3)	0.34616 (4)	0.0303 (1)
N1	0.7988 (2)	0.7810 (1)	0.4050 (2)	0.035 (1)
N2	0.1923 (2)	0.4549 (1)	0.2980 (2)	0.033 (1)
C1	0.7028 (2)	0.7294 (1)	0.4168 (2)	0.029 (1)
C2	0.8941 (3)	0.7493 (2)	0.3384 (3)	0.051 (1)
C3	0.8522 (4)	0.7588 (3)	0.2031 (3)	0.077 (1)
C4	0.8198 (3)	0.8686 (2)	0.4673 (2)	0.046 (1)
C5	0.9188 (5)	0.8588 (3)	0.5823 (3)	0.082 (1)
C6	0.8518 (3)	0.9411 (2)	0.3866 (3)	0.059 (1)
C7	0.2953 (2)	0.5000 (1)	0.3440 (2)	0.030 (1)
C8	0.1991 (3)	0.3678 (2)	0.2384 (2)	0.041 (1)
C9	0.2282 (3)	0.3752 (2)	0.1128 (3)	0.057 (1)
C10	0.0653 (2)	0.4910 (2)	0.3019 (2)	0.044 (1)
C11	−0.0102 (3)	0.4256 (3)	0.3611 (4)	0.069 (1)
C12	−0.0034 (3)	0.5178 (2)	0.1768 (3)	0.063 (1)
H2a	0.919 (3)	0.688 (2)	0.366 (2)	0.05 (1)*
H2b	0.985 (3)	0.778 (2)	0.370 (3)	0.06 (1)*
H3a	0.925 (5)	0.736 (3)	0.163 (5)	0.13 (2)*
H3b	0.823 (4)	0.828 (3)	0.176 (4)	0.11 (1)*
H3c	0.772 (4)	0.728 (3)	0.178 (4)	0.10 (1)*
H4a	0.737 (3)	0.884 (2)	0.490 (3)	0.05 (1)*
H5a	0.910 (4)	0.814 (3)	0.638 (5)	0.12 (2)*
H5b	0.935 (4)	0.915 (3)	0.628 (4)	0.09 (1)*
H5c	1.011 (5)	0.833 (3)	0.554 (4)	0.12 (2)*
H6a	0.862 (4)	1.006 (3)	0.431 (3)	0.09 (1)*
H6b	0.933 (4)	0.935 (3)	0.371 (3)	0.09 (1)*
H6c	0.789 (4)	0.946 (3)	0.301 (4)	0.10 (1)*
H8a	0.117 (3)	0.339 (2)	0.236 (2)	0.05 (1)*
H8b	0.270 (3)	0.335 (2)	0.295 (3)	0.05 (1)*
H9a	0.167 (5)	0.412 (3)	0.065 (5)	0.13 (2)*
H9b	0.305 (3)	0.408 (2)	0.110 (3)	0.06 (1)*
H9c	0.232 (4)	0.316 (3)	0.086 (4)	0.10 (1)*
H10a	0.083 (3)	0.545 (2)	0.349 (3)	0.06 (1)*
H11a	−0.035 (4)	0.371 (3)	0.296 (4)	0.09 (1)*
H11b	0.038 (4)	0.402 (2)	0.435 (4)	0.09 (1)*
H11c	−0.079 (4)	0.457 (3)	0.376 (4)	0.09 (1)*
H12a	0.052 (4)	0.563 (3)	0.142 (3)	0.09 (1)*
H12b	−0.077 (3)	0.546 (2)	0.181 (3)	0.07 (1)*
H12c	−0.030 (3)	0.463 (2)	0.118 (3)	0.08 (1)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0258 (2)	0.0348 (2)	0.0384 (2)	−0.0067 (1)	0.0049 (1)	0.0053 (1)
S1	0.0470 (4)	0.0361 (3)	0.0491 (3)	−0.0142 (2)	0.0221 (3)	−0.0130 (2)
S2	0.0336 (3)	0.0309 (3)	0.0591 (4)	−0.0023 (2)	0.0227 (3)	0.0013 (2)
S3	0.0289 (3)	0.0361 (3)	0.0613 (4)	−0.0011 (2)	0.0004 (3)	−0.0132 (2)
S4	0.0265 (3)	0.0354 (3)	0.0295 (2)	−0.0036 (2)	0.0065 (2)	−0.0007 (2)
N1	0.034 (1)	0.036 (1)	0.039 (1)	−0.013 (1)	0.016 (1)	−0.007 (1)
N2	0.028 (1)	0.037 (1)	0.032 (1)	−0.006 (1)	0.002 (1)	−0.005 (1)
C1	0.029 (1)	0.031 (1)	0.028 (1)	−0.005 (1)	0.006 (1)	0.001 (1)
C2	0.043 (1)	0.051 (2)	0.069 (2)	−0.012 (1)	0.035 (1)	−0.010 (1)
C3	0.100 (3)	0.083 (3)	0.062 (2)	−0.033 (2)	0.051 (2)	−0.018 (2)
C4	0.049 (2)	0.037 (1)	0.058 (1)	−0.019 (1)	0.026 (1)	−0.013 (1)
C5	0.124 (4)	0.068 (2)	0.048 (2)	−0.042 (2)	0.004 (2)	−0.010 (2)
C6	0.060 (2)	0.047 (2)	0.074 (2)	−0.015 (1)	0.024 (2)	−0.001 (1)
C7	0.030 (1)	0.035 (1)	0.025 (1)	−0.004 (1)	0.002 (1)	0.001 (1)
C8	0.039 (1)	0.036 (1)	0.045 (1)	−0.011 (1)	0.003 (1)	−0.008 (1)
C9	0.059 (2)	0.066 (2)	0.043 (1)	−0.009 (2)	0.007 (1)	−0.020 (1)
C10	0.027 (1)	0.052 (1)	0.049 (1)	−0.003 (1)	0.000 (1)	−0.008 (1)
C11	0.040 (2)	0.101 (3)	0.070 (2)	−0.001 (2)	0.018 (2)	0.018 (2)
C12	0.045 (2)	0.066 (2)	0.071 (2)	0.008 (2)	−0.004 (2)	0.018 (2)

Geometric parameters (Å, º) top

Zn1—S1	2.357 (1)	C3—H3a	1.05 (5)
Zn1—S2	2.460 (1)	C3—H3b	1.11 (4)
Zn1—S3	2.362 (1)	C3—H3c	0.98 (5)
Zn1—S4	2.707 (1)	C4—H4a	1.01 (3)
Zn1—S4ⁱ	2.408 (1)	C5—H5a	0.93 (5)
S1—C1	1.726 (2)	C5—H5b	0.99 (4)
S2—C1	1.727 (2)	C5—H5c	1.17 (5)
S3—C7	1.717 (2)	C6—H6a	1.09 (4)
S4—C7	1.753 (2)	C6—H6b	0.94 (4)
N1—C1	1.328 (3)	C6—H6c	1.07 (4)
N1—C2	1.474 (3)	C8—H8a	0.99 (3)
N1—C4	1.491 (3)	C8—H8b	1.03 (3)
N2—C7	1.324 (3)	C9—H9a	0.94 (5)
N2—C8	1.483 (3)	C9—H9b	0.98 (3)
N2—C10	1.491 (3)	C9—H9c	0.94 (4)
C2—C3	1.512 (5)	C10—H10a	0.97 (3)
C4—C6	1.506 (4)	C11—H11a	1.10 (4)
C4—C5	1.521 (5)	C11—H11b	0.96 (4)
C8—C9	1.517 (4)	C11—H11c	0.93 (4)
C10—C12	1.516 (4)	C12—H12a	1.03 (4)
C10—C11	1.518 (4)	C12—H12b	0.92 (3)
C2—H2a	1.00 (3)	C12—H12c	1.06 (4)
C2—H2b	1.07 (3)

S1—Zn1—S2	75.1 (1)	C2—C3—H3c	109 (3)
S1—Zn1—S3	139.7 (1)	H3a—C3—H3c	115 (4)
S1—Zn1—S4	92.6 (1)	H3b—C3—H3c	100 (3)
S1—Zn1—S4ⁱ	114.9 (1)	N1—C4—H4a	106 (2)
S2—Zn1—S3	110.0 (1)	C6—C4—H4a	108 (2)
S2—Zn1—S4	161.9 (1)	C5—C4—H4a	109 (2)
S2—Zn1—S4ⁱ	103.8 (1)	C4—C5—H5a	120 (3)
S3—Zn1—S4	70.9 (1)	C4—C5—H5b	112 (2)
S3—Zn1—S4ⁱ	102.9 (1)	H5a—C5—H5b	107 (4)
S4—Zn1—S4ⁱ	93.3 (1)	C4—C5—H5c	107 (2)
C1—S1—Zn1	85.7 (1)	H5a—C5—H5c	98 (4)
C1—S2—Zn1	82.5 (1)	H5b—C5—H5c	111 (3)
C7—S3—Zn1	92.0 (1)	C4—C6—H6a	113 (2)
C7—S4—Zn1ⁱ	100.4 (1)	C4—C6—H6b	113 (2)
C7—S4—Zn1	80.3 (1)	H6a—C6—H6b	99 (3)
Zn1ⁱ—S4—Zn1	86.7 (1)	C4—C6—H6C	114 (2)
C1—N1—C2	120.5 (2)	H6a—C6—H6c	111 (3)
C1—N1—C4	121.3 (2)	H6b—C6—H6c	107 (3)
C2—N1—C4	118.0 (2)	N2—C8—H8a	106 (2)
C7—N2—C8	121.1 (2)	C9—C8—H8a	111 (2)
C7—N2—C10	121.1 (2)	N2—C8—H8b	104 (2)
C8—N2—C10	117.7 (2)	C9—C8—H8b	111 (2)
N1—C1—S1	121.4 (2)	H8a—C8—H8b	111 (2)
N1—C1—S2	122.1 (2)	C8—C9—H9a	109 (3)
S1—C1—S2	116.4 (1)	C8—C9—H9b	114 (2)
N1—C2—C3	112.6 (3)	H9a—C9—H9b	101 (4)
N1—C4—C6	112.8 (2)	C8—C9—H9c	105 (3)
N1—C4—C5	109.5 (3)	H9a—C9—H9c	116 (4)
C6—C4—C5	112.2 (3)	H9b—C9—H9c	112 (3)
N2—C7—S3	123.1 (2)	N2—C10—H10a	104 (2)
N2—C7—S4	120.1 (2)	C12—C10—H10a	107 (2)
S3—C7—S4	116.8 (1)	C11—C10—H10a	111 (2)
N2—C8—C9	113.5 (2)	C10—C11—H11a	106 (2)
N2—C10—C12	111.0 (2)	C10—C11—H11b	112 (2)
N2—C10—C11	111.2 (2)	H11a—C11—H11b	109 (3)
C12—C10—C11	112.0 (2)	C10—C11—H11c	106 (2)
N1—C2—H2a	108 (2)	H11a—C11—H11c	114 (3)
C3—C2—H2a	115 (2)	H11b—C11—H11c	111 (4)
N1—C2—H2b	113 (2)	C10—C12—H12a	108 (2)
C3—C2—H2b	112 (2)	C10—C12—H12b	110 (2)
H2a—C2—H2b	95 (2)	C10—C12—H12c	114 (2)
C2—C3—H3a	108 (3)	H12a—C12—H12b	107 (3)
C2—C3—H3b	112 (2)	H12a—C12—H12c	112 (3)
H3a—C3—H3b	113 (3)	H12b—C12—H12c	105 (3)

S3—Zn1—S1—C1	106.8 (1)	Zn1—S1—C1—S2	−5.1 (1)
S4ⁱ—Zn1—S1—C1	−95.3 (1)	Zn1—S2—C1—N1	−174.9 (2)
S2—Zn1—S1—C1	3.3 (1)	Zn1—S2—C1—S1	4.9 (1)
S4—Zn1—S1—C1	169.9 (1)	C1—N1—C2—C3	81.1 (3)
S1—Zn1—S2—C1	−3.3 (1)	C4—N1—C2—C3	−104.2 (3)
S3—Zn1—S2—C1	−141.3 (1)	C1—N1—C4—C6	−135.6 (3)
S4ⁱ—Zn1—S2—C1	109.2 (1)	C2—N1—C4—C6	49.7 (3)
S4—Zn1—S2—C1	−51.6 (1)	C1—N1—C4—C5	98.6 (3)
S1—Zn1—S3—C7	71.9 (1)	C2—N1—C4—C5	−76.0 (3)
S4ⁱ—Zn1—S3—C7	−87.7 (1)	C8—N2—C7—S3	173.6 (2)
S2—Zn1—S3—C7	162.2 (1)	C10—N2—C7—S3	−4.8 (3)
S4—Zn1—S3—C7	1.4 (1)	C8—N2—C7—S4	−5.3 (3)
S1—Zn1—S4—C7	−143.8 (1)	C10—N2—C7—S4	176.2 (2)
S3—Zn1—S4—C7	−1.4 (1)	Zn1—S3—C7—N2	178.8 (2)
S4ⁱ—Zn1—S4—C7	101.1 (1)	Zn1—S3—C7—S4	−2.3 (1)
S2—Zn1—S4—C7	−97.6 (1)	Zn1ⁱ—S4—C7—N2	−94.2 (2)
S1—Zn1—S4—Zn1ⁱ	115.1 (1)	Zn1—S4—C7—N2	−179.0 (2)
S3—Zn1—S4—Zn1ⁱ	−102.5 (1)	Zn1ⁱ—S4—C7—S3	86.8 (1)
S4ⁱ—Zn1—S4—Zn1ⁱ	0.0 (1)	Zn1—S4—C7—S3	2.0 (1)
S2—Zn1—S4—Zn1ⁱ	161.3 (1)	C7—N2—C8—C9	−75.7 (3)
C2—N1—C1—S1	3.3 (3)	C10—N2—C8—C9	102.8 (3)
C4—N1—C1—S1	−171.2 (2)	C7—N2—C10—C12	109.4 (3)
C2—N1—C1—S2	−176.8 (2)	C8—N2—C10—C12	−69.2 (3)
C4—N1—C1—S2	8.7 (3)	C7—N2—C10—C11	−125.4 (3)
Zn1—S1—C1—N1	174.7 (2)	C8—N2—C10—C11	56.1 (3)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2a···S1	0.99	2.67	2.98	98
C4—H4a···S2	1.01	2.43	3.03	118
C8—H8b···S4	1.02	2.57	2.98	104
C10—H10a···S3	0.97	2.42	3.04	122

Experimental details

Crystal data
Chemical formula	(C₆H₁₂NS₂)₄·Zn₂
M_r	779.88
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	10.8646 (1), 15.0517 (1), 11.2934 (1)
β (°)	101.419 (1)
V (Å³)	1810.26 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.81
Crystal size (mm)	0.48 × 0.44 × 0.30

Data collection
Diffractometer	Siemens CCD area-detector diffractometer
Absorption correction	Empirical (using intensity measurements) (SADABS; Sheldrick, 1996)
T_min, T_max	0.477, 0.613
No. of measured, independent and observed [I > 2σ(I)] reflections	12713, 4432, 3629
R_int	0.061
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.038, 0.094, 0.97
No. of reflections	4432
No. of parameters	269
H-atom treatment	All H-atom parameters refined
Δρ_max, Δρ_min (e Å⁻³)	0.68, −0.62

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXL97.

Selected geometric parameters (Å, º) top

Zn1—S1	2.357 (1)	Zn1—S4	2.707 (1)
Zn1—S2	2.460 (1)	Zn1—S4ⁱ	2.408 (1)
Zn1—S3	2.362 (1)

S1—Zn1—S2	75.1 (1)	S2—Zn1—S4ⁱ	103.8 (1)
S1—Zn1—S3	139.7 (1)	S3—Zn1—S4	70.9 (1)
S1—Zn1—S4	92.6 (1)	S3—Zn1—S4ⁱ	102.9 (1)
S1—Zn1—S4ⁱ	114.9 (1)	S4—Zn1—S4ⁱ	93.3 (1)
S2—Zn1—S3	110.0 (1)	Zn1ⁱ—S4—Zn1	86.7 (1)
S2—Zn1—S4	161.9 (1)

Symmetry code: (i) −x+1, −y+1, −z+1.

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