Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806015479/hb2040sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806015479/hb2040Isup2.hkl |
CCDC reference: 610778
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.007 Å
- R factor = 0.034
- wR factor = 0.079
- Data-to-parameter ratio = 16.9
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Zn1 - S1 .. 7.28 su PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.11 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CrysAlis RED (Oxford Diffraction, 2004); cell refinement: CrysAlis RED; data reduction: CrysAlis RED; program(s) used to solve structure: SIR2004 (Burla et al., 2005); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: PLATON.
[Zn2(C6H10NS2)4] | Z = 1 |
Mr = 771.83 | F(000) = 400 |
Triclinic, P1 | Dx = 1.554 Mg m−3 |
Hall symbol: -P 1 | Melting point: 503 K |
a = 8.7109 (19) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.624 (2) Å | Cell parameters from 62 reflections |
c = 11.3166 (16) Å | θ = 3.8–23.3° |
α = 103.343 (17)° | µ = 1.98 mm−1 |
β = 97.502 (15)° | T = 293 K |
γ = 112.87 (2)° | Plate, colourless |
V = 824.5 (3) Å3 | 0.25 × 0.16 × 0.03 mm |
Oxford Diffraction Xcalibur2 CCD diffractometer | 2913 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 1918 reflections with I > 2sσ(I) |
Graphite monochromator | Rint = 0.050 |
Detector resolution: 8.6225 pixels mm-1 | θmax = 25.1°, θmin = 4.3° |
ω/2θ scans | h = −10→10 |
Absorption correction: analytical (CrysAlis RED; Oxford Diffraction, 2004) | k = −11→11 |
Tmin = 0.644, Tmax = 0.915 | l = −13→13 |
5594 measured reflections |
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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.079 | H-atom parameters constrained |
S = 0.93 | w = 1/[σ2(Fo2) + (0.0367P)2] where P = (Fo2 + 2Fc2)/3 |
2913 reflections | (Δ/σ)max < 0.001 |
172 parameters | Δρmax = 0.31 e Å−3 |
0 restraints | Δρmin = −0.28 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.85880 (5) | 0.28090 (5) | 0.39831 (4) | 0.03979 (15) | |
S1 | 0.67735 (11) | 0.04555 (12) | 0.21557 (9) | 0.0460 (3) | |
S2 | 0.58612 (11) | 0.19658 (12) | 0.43598 (8) | 0.0421 (3) | |
S3 | 0.97351 (11) | 0.50963 (11) | 0.33291 (9) | 0.0379 (2) | |
S4 | 0.90492 (12) | 0.74800 (12) | 0.51053 (9) | 0.0452 (3) | |
N1 | 0.3572 (3) | −0.0581 (3) | 0.2505 (3) | 0.0381 (7) | |
N2 | 0.6972 (4) | 0.5685 (4) | 0.2875 (3) | 0.0426 (8) | |
C1 | 0.5213 (4) | 0.0474 (4) | 0.2949 (3) | 0.0333 (8) | |
C2 | 0.2222 (4) | −0.0629 (5) | 0.3182 (3) | 0.0454 (10) | |
H2A | 0.2710 | 0.0235 | 0.3963 | 0.054* | |
H2B | 0.1769 | −0.1618 | 0.3379 | 0.054* | |
C3 | 0.0784 (5) | −0.0488 (5) | 0.2389 (4) | 0.0510 (11) | |
H3A | 0.1214 | 0.0555 | 0.2278 | 0.061* | |
H3B | −0.0127 | −0.0593 | 0.2822 | 0.061* | |
C4 | 0.0060 (5) | −0.1739 (5) | 0.1118 (4) | 0.0613 (12) | |
H4A | −0.0781 | −0.1553 | 0.0609 | 0.074* | |
H4B | −0.0515 | −0.2777 | 0.1220 | 0.074* | |
C5 | 0.1487 (5) | −0.1705 (6) | 0.0458 (4) | 0.0648 (13) | |
H5A | 0.1016 | −0.2580 | −0.0315 | 0.078* | |
H5B | 0.1948 | −0.0726 | 0.0247 | 0.078* | |
C6 | 0.2915 (5) | −0.1825 (5) | 0.1279 (4) | 0.0578 (12) | |
H6A | 0.2488 | −0.2859 | 0.1404 | 0.069* | |
H6B | 0.3844 | −0.1717 | 0.0865 | 0.069* | |
C7 | 0.8406 (4) | 0.6026 (4) | 0.3695 (3) | 0.0362 (9) | |
C8 | 0.5861 (5) | 0.6500 (5) | 0.3109 (4) | 0.0533 (11) | |
H8A | 0.5835 | 0.7067 | 0.2506 | 0.064* | |
H8B | 0.6318 | 0.7263 | 0.3942 | 0.064* | |
C9 | 0.4073 (5) | 0.5300 (5) | 0.2997 (4) | 0.0611 (13) | |
H9A | 0.3344 | 0.5838 | 0.3136 | 0.073* | |
H9B | 0.4102 | 0.4793 | 0.3642 | 0.073* | |
C10 | 0.3303 (5) | 0.4039 (5) | 0.1722 (4) | 0.0553 (11) | |
H10A | 0.3130 | 0.4515 | 0.1079 | 0.066* | |
H10B | 0.2196 | 0.3237 | 0.1713 | 0.066* | |
C11 | 0.4518 (5) | 0.3282 (5) | 0.1457 (4) | 0.0538 (11) | |
H11A | 0.4527 | 0.2656 | 0.2016 | 0.065* | |
H11B | 0.4096 | 0.2572 | 0.0604 | 0.065* | |
C12 | 0.6319 (5) | 0.4491 (5) | 0.1625 (4) | 0.0527 (11) | |
H12A | 0.7064 | 0.3963 | 0.1520 | 0.063* | |
H12B | 0.6341 | 0.5016 | 0.0987 | 0.063* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0255 (2) | 0.0380 (3) | 0.0465 (3) | 0.00815 (19) | 0.00375 (18) | 0.00915 (19) |
S1 | 0.0294 (5) | 0.0440 (6) | 0.0476 (6) | 0.0091 (5) | 0.0092 (4) | −0.0038 (5) |
S2 | 0.0288 (5) | 0.0457 (6) | 0.0335 (5) | 0.0066 (4) | 0.0039 (4) | −0.0016 (4) |
S3 | 0.0259 (5) | 0.0374 (6) | 0.0465 (6) | 0.0111 (4) | 0.0111 (4) | 0.0095 (4) |
S4 | 0.0379 (5) | 0.0457 (6) | 0.0415 (6) | 0.0206 (5) | −0.0018 (4) | −0.0034 (4) |
N1 | 0.0257 (15) | 0.0352 (18) | 0.0393 (18) | 0.0070 (14) | 0.0044 (13) | −0.0005 (14) |
N2 | 0.0301 (16) | 0.045 (2) | 0.0401 (18) | 0.0166 (15) | −0.0024 (14) | −0.0046 (14) |
C1 | 0.0322 (19) | 0.034 (2) | 0.032 (2) | 0.0129 (17) | 0.0060 (15) | 0.0114 (16) |
C2 | 0.0296 (19) | 0.052 (3) | 0.041 (2) | 0.0072 (18) | 0.0106 (17) | 0.0094 (18) |
C3 | 0.036 (2) | 0.056 (3) | 0.052 (3) | 0.019 (2) | 0.0088 (19) | 0.005 (2) |
C4 | 0.040 (2) | 0.079 (3) | 0.046 (3) | 0.020 (2) | −0.0047 (19) | 0.002 (2) |
C5 | 0.053 (3) | 0.073 (3) | 0.043 (3) | 0.016 (2) | 0.003 (2) | −0.004 (2) |
C6 | 0.035 (2) | 0.048 (3) | 0.061 (3) | 0.005 (2) | 0.007 (2) | −0.010 (2) |
C7 | 0.0272 (18) | 0.030 (2) | 0.044 (2) | 0.0064 (16) | 0.0102 (17) | 0.0084 (16) |
C8 | 0.043 (2) | 0.055 (3) | 0.055 (3) | 0.027 (2) | −0.0020 (19) | 0.002 (2) |
C9 | 0.037 (2) | 0.089 (4) | 0.048 (3) | 0.032 (2) | 0.0036 (19) | 0.000 (2) |
C10 | 0.034 (2) | 0.066 (3) | 0.049 (3) | 0.016 (2) | −0.0017 (19) | 0.004 (2) |
C11 | 0.047 (2) | 0.050 (3) | 0.047 (3) | 0.016 (2) | −0.0052 (19) | 0.0001 (19) |
C12 | 0.038 (2) | 0.067 (3) | 0.042 (2) | 0.023 (2) | 0.0005 (18) | 0.002 (2) |
Zn1—S4i | 2.3240 (11) | C4—H4A | 0.9700 |
Zn1—S2 | 2.3256 (11) | C4—H4B | 0.9700 |
Zn1—S3 | 2.3722 (12) | C5—C6 | 1.511 (6) |
Zn1—S1 | 2.4712 (13) | C5—H5A | 0.9700 |
C1—S1 | 1.727 (3) | C5—H5B | 0.9700 |
C1—S2 | 1.734 (3) | C6—H6A | 0.9700 |
C7—S3 | 1.753 (3) | C6—H6B | 0.9700 |
C7—S4 | 1.716 (3) | C8—C9 | 1.503 (5) |
S4—Zn1i | 2.3240 (11) | C8—H8A | 0.9700 |
N1—C1 | 1.332 (4) | C8—H8B | 0.9700 |
N1—C6 | 1.476 (4) | C9—C10 | 1.520 (5) |
N1—C2 | 1.477 (4) | C9—H9A | 0.9700 |
N2—C7 | 1.329 (4) | C9—H9B | 0.9700 |
N2—C12 | 1.474 (4) | C10—C11 | 1.524 (5) |
N2—C8 | 1.478 (4) | C10—H10A | 0.9700 |
C2—C3 | 1.512 (5) | C10—H10B | 0.9700 |
C2—H2A | 0.9700 | C11—C12 | 1.501 (5) |
C2—H2B | 0.9700 | C11—H11A | 0.9700 |
C3—C4 | 1.513 (5) | C11—H11B | 0.9700 |
C3—H3A | 0.9700 | C12—H12A | 0.9700 |
C3—H3B | 0.9700 | C12—H12B | 0.9700 |
C4—C5 | 1.525 (5) | ||
S4i—Zn1—S2 | 129.05 (4) | C4—C5—H5B | 109.4 |
S4i—Zn1—S3 | 105.56 (4) | H5A—C5—H5B | 108.0 |
S2—Zn1—S3 | 120.12 (4) | N1—C6—C5 | 110.9 (3) |
S4i—Zn1—S1 | 109.75 (4) | N1—C6—H6A | 109.5 |
S2—Zn1—S1 | 75.86 (4) | C5—C6—H6A | 109.5 |
S3—Zn1—S1 | 110.18 (4) | N1—C6—H6B | 109.5 |
C1—S1—Zn1 | 81.41 (12) | C5—C6—H6B | 109.5 |
C1—S2—Zn1 | 85.74 (12) | H6A—C6—H6B | 108.1 |
C7—S3—Zn1 | 102.87 (12) | N2—C7—S4 | 120.1 (3) |
C7—S4—Zn1i | 98.90 (13) | N2—C7—S3 | 121.1 (3) |
C1—N1—C6 | 123.3 (3) | S4—C7—S3 | 118.7 (2) |
C1—N1—C2 | 123.8 (3) | N2—C8—C9 | 109.4 (3) |
C6—N1—C2 | 113.0 (3) | N2—C8—H8A | 109.8 |
C7—N2—C12 | 124.8 (3) | C9—C8—H8A | 109.8 |
C7—N2—C8 | 123.2 (3) | N2—C8—H8B | 109.8 |
C12—N2—C8 | 112.0 (3) | C9—C8—H8B | 109.8 |
N1—C1—S1 | 122.6 (3) | H8A—C8—H8B | 108.2 |
N1—C1—S2 | 120.4 (3) | C8—C9—C10 | 112.4 (3) |
S1—C1—S2 | 116.98 (19) | C8—C9—H9A | 109.1 |
N1—C2—C3 | 110.2 (3) | C10—C9—H9A | 109.1 |
N1—C2—H2A | 109.6 | C8—C9—H9B | 109.1 |
C3—C2—H2A | 109.6 | C10—C9—H9B | 109.1 |
N1—C2—H2B | 109.6 | H9A—C9—H9B | 107.9 |
C3—C2—H2B | 109.6 | C9—C10—C11 | 109.2 (3) |
H2A—C2—H2B | 108.1 | C9—C10—H10A | 109.8 |
C2—C3—C4 | 111.8 (3) | C11—C10—H10A | 109.8 |
C2—C3—H3A | 109.3 | C9—C10—H10B | 109.8 |
C4—C3—H3A | 109.3 | C11—C10—H10B | 109.8 |
C2—C3—H3B | 109.3 | H10A—C10—H10B | 108.3 |
C4—C3—H3B | 109.3 | C12—C11—C10 | 112.3 (3) |
H3A—C3—H3B | 107.9 | C12—C11—H11A | 109.1 |
C3—C4—C5 | 110.7 (3) | C10—C11—H11A | 109.1 |
C3—C4—H4A | 109.5 | C12—C11—H11B | 109.1 |
C5—C4—H4A | 109.5 | C10—C11—H11B | 109.1 |
C3—C4—H4B | 109.5 | H11A—C11—H11B | 107.9 |
C5—C4—H4B | 109.5 | N2—C12—C11 | 111.4 (3) |
H4A—C4—H4B | 108.1 | N2—C12—H12A | 109.4 |
C6—C5—C4 | 111.1 (4) | C11—C12—H12A | 109.4 |
C6—C5—H5A | 109.4 | N2—C12—H12B | 109.4 |
C4—C5—H5A | 109.4 | C11—C12—H12B | 109.4 |
C6—C5—H5B | 109.4 | H12A—C12—H12B | 108.0 |
S4i—Zn1—S1—C1 | 126.94 (12) | C3—C4—C5—C6 | 53.4 (5) |
S2—Zn1—S1—C1 | 0.08 (12) | C1—N1—C6—C5 | −122.6 (4) |
S3—Zn1—S1—C1 | −117.23 (12) | C2—N1—C6—C5 | 57.3 (4) |
S4i—Zn1—S2—C1 | −104.22 (12) | C4—C5—C6—N1 | −54.7 (5) |
S3—Zn1—S2—C1 | 105.30 (12) | C12—N2—C7—S4 | 178.4 (3) |
S1—Zn1—S2—C1 | −0.08 (12) | C8—N2—C7—S4 | −0.2 (5) |
S4i—Zn1—S3—C7 | −140.31 (13) | C12—N2—C7—S3 | 2.2 (5) |
S2—Zn1—S3—C7 | 16.28 (13) | C8—N2—C7—S3 | −176.4 (3) |
S1—Zn1—S3—C7 | 101.25 (13) | Zn1i—S4—C7—N2 | 175.3 (3) |
C6—N1—C1—S1 | −2.3 (5) | Zn1i—S4—C7—S3 | −8.4 (2) |
C2—N1—C1—S1 | 177.8 (3) | Zn1—S3—C7—N2 | −89.2 (3) |
C6—N1—C1—S2 | 176.5 (3) | Zn1—S3—C7—S4 | 94.5 (2) |
C2—N1—C1—S2 | −3.4 (5) | C7—N2—C8—C9 | −122.7 (4) |
Zn1—S1—C1—N1 | 178.7 (3) | C12—N2—C8—C9 | 58.5 (4) |
Zn1—S1—C1—S2 | −0.11 (17) | N2—C8—C9—C10 | −57.7 (5) |
Zn1—S2—C1—N1 | −178.8 (3) | C8—C9—C10—C11 | 54.3 (5) |
Zn1—S2—C1—S1 | 0.12 (18) | C9—C10—C11—C12 | −51.9 (5) |
C1—N1—C2—C3 | 122.9 (4) | C7—N2—C12—C11 | 124.0 (4) |
C6—N1—C2—C3 | −57.0 (4) | C8—N2—C12—C11 | −57.3 (4) |
N1—C2—C3—C4 | 55.1 (4) | C10—C11—C12—N2 | 54.0 (5) |
C2—C3—C4—C5 | −53.9 (5) |
Symmetry code: (i) −x+2, −y+1, −z+1. |