Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536800020390/na6030sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536800020390/na6030Isup2.hkl |
CCDC reference: 155851
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
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.
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.
Fig. 1. ORTEPII (Johnson, 1976) plot of the title compound at the 50% probability level. H atoms are shown as circles of arbitrary radii. |
(C6H12NS2)4·Zn2 | F(000) = 816 |
Mr = 779.88 | Dx = 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 |
Siemens CCD area-detector diffractometer | 4432 independent reflections |
Radiation source: fine-focus sealed tube | 3629 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.061 |
Detector resolution: 8.33 pixels mm-1 | θmax = 28.3°, θmin = 2.3° |
ω scans | h = −7→14 |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | k = −19→20 |
Tmin = 0.477, Tmax = 0.613 | l = −14→14 |
12713 measured reflections |
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(Fo2) + (0.0463P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.97 | (Δ/σ)max < 0.001 |
4432 reflections | Δρmax = 0.68 e Å−3 |
269 parameters | Δρmin = −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) |
(C6H12NS2)4·Zn2 | V = 1810.26 (3) Å3 |
Mr = 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)° |
Siemens CCD area-detector diffractometer | 4432 independent reflections |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | 3629 reflections with I > 2σ(I) |
Tmin = 0.477, Tmax = 0.613 | Rint = 0.061 |
12713 measured reflections |
R[F2 > 2σ(F2)] = 0.038 | 0 restraints |
wR(F2) = 0.094 | All H-atom parameters refined |
S = 0.97 | Δρmax = 0.68 e Å−3 |
4432 reflections | Δρmin = −0.62 e Å−3 |
269 parameters |
x | y | z | Uiso*/Ueq | ||
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)* |
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) |
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. |
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 |
Mr | 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) |
Tmin, Tmax | 0.477, 0.613 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12713, 4432, 3629 |
Rint | 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 |
Δρmax, Δρmin (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.
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. |
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.