Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680400217X/om6212sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680400217X/om6212Isup2.hkl |
CCDC reference: 236024
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.008 Å
- R factor = 0.083
- wR factor = 0.173
- Data-to-parameter ratio = 21.0
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors .... Cl1 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 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 1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART-W2K/NT (Bruker, 2003); cell refinement: SMART; data reduction: SAINT-W2K/NT (Bruker, 2003); program(s) used to solve structure: SHELXTL-NT (Bruker, 2003); program(s) used to refine structure: SHELXTL-NT; molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXTL-NT.
[Zn(C6H10N2S2)4](ClO4)2 | F(000) = 1984 |
Mr = 961.39 | Dx = 1.551 Mg m−3 |
Orthorhombic, Pbcn | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2n 2ab | Cell parameters from 8876 reflections |
a = 28.6778 (10) Å | θ = 2.3–27.8° |
b = 11.3532 (4) Å | µ = 1.18 mm−1 |
c = 12.6453 (5) Å | T = 298 K |
V = 4117.1 (3) Å3 | Cubic, red |
Z = 4 | 0.42 × 0.25 × 0.22 mm |
Bruker SMART APEX CCD area-detector diffractometer | 4933 independent reflections |
Radiation source: fine-focus sealed tube | 4577 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
Detector resolution: 8.366 pixels mm-1 | θmax = 27.9°, θmin = 1.9° |
φ and ω scans | h = −37→37 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −14→14 |
Tmin = 0.636, Tmax = 0.781 | l = −7→16 |
27560 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)] = 0.083 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.173 | H-atom parameters constrained |
S = 1.31 | w = 1/[σ2(Fo2) + (0.0365P)2 + 12.633P] where P = (Fo2 + 2Fc2)/3 |
4933 reflections | (Δ/σ)max < 0.001 |
235 parameters | Δρmax = 0.68 e Å−3 |
0 restraints | Δρmin = −0.42 e Å−3 |
Experimental. none |
Geometry. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) - 20.7669 (0.1220) x + 7.4132 (0.0414) y + 2.8065 (0.0407) z = 4.1180 (0.0555) * 0.0000 (0.0000) S1 * 0.0000 (0.0000) C1 * 0.0000 (0.0000) S2 Rms deviation of fitted atoms = 0.0000 - 4.4149 (0.1656) x - 6.0062 (0.0551) y + 10.5527 (0.0491) z = 5.4119 (0.0888) Angle to previous plane (with approximate e.s.d.) = 87.21 (0.36) * 0.0000 (0.0000) N1 * 0.0000 (0.0000) C2 * 0.0000 (0.0000) N2 Rms deviation of fitted atoms = 0.0000 17.2392 (0.1605) x + 7.3065 (0.0472) y + 5.9911 (0.0201) z = 6.2089 (0.0106) Angle to previous plane (with approximate e.s.d.) = 87.84 (1/3) * 0.0000 (0.0000) S3 * 0.0000 (0.0000) C7 * 0.0000 (0.0000) S4 Rms deviation of fitted atoms = 0.0000 - 7.1005 (0.1924) x - 6.1447 (0.0641) y + 10.1617 (0.0317) z = 6.8530 (0.0270) Angle to previous plane (with approximate e.s.d.) = 83.31 (0.36) * 0.0000 (0.0000) N3 * 0.0000 (0.0000) C8 * 0.0000 (0.0000) N4 Rms deviation of fitted atoms = 0.0000 |
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 | 0.0000 | 0.24834 (7) | 0.7500 | 0.0370 (2) | |
S1 | 0.04589 (4) | 0.35234 (11) | 0.87614 (10) | 0.0426 (3) | |
S2 | 0.06616 (5) | 0.48584 (13) | 0.67356 (11) | 0.0532 (4) | |
S3 | 0.06389 (5) | 0.15031 (12) | 0.66921 (11) | 0.0471 (3) | |
S4 | 0.04831 (6) | 0.01933 (14) | 0.87377 (13) | 0.0602 (4) | |
N1 | 0.09481 (15) | 0.6255 (4) | 0.9085 (4) | 0.0467 (10) | |
N2 | 0.15086 (14) | 0.5054 (4) | 0.8636 (4) | 0.0487 (11) | |
N3 | 0.15755 (16) | −0.0146 (4) | 0.7756 (4) | 0.0569 (12) | |
N4 | 0.11174 (19) | −0.1240 (4) | 0.6775 (4) | 0.0602 (13) | |
C1 | 0.07224 (16) | 0.4553 (4) | 0.7992 (4) | 0.0362 (10) | |
C2 | 0.10609 (15) | 0.5287 (4) | 0.8582 (4) | 0.0364 (10) | |
C3 | 0.1361 (2) | 0.6778 (6) | 0.9585 (5) | 0.0636 (17) | |
C4 | 0.1754 (2) | 0.5969 (6) | 0.9225 (6) | 0.0644 (17) | |
C5 | 0.0486 (2) | 0.6753 (5) | 0.9188 (5) | 0.0567 (14) | |
C6 | 0.1751 (2) | 0.4133 (6) | 0.8062 (6) | 0.0690 (18) | |
C7 | 0.07492 (17) | 0.0479 (4) | 0.7624 (4) | 0.0408 (11) | |
C8 | 0.11540 (18) | −0.0299 (4) | 0.7369 (4) | 0.0436 (11) | |
C9 | 0.1889 (2) | −0.1070 (6) | 0.7368 (6) | 0.073 (2) | |
C10 | 0.1572 (3) | −0.1836 (6) | 0.6701 (6) | 0.081 (2) | |
C11 | 0.1732 (2) | 0.0798 (6) | 0.8435 (6) | 0.0743 (19) | |
C12 | 0.0700 (3) | −0.1684 (6) | 0.6278 (6) | 0.078 (2) | |
H3A | 0.1333 | 0.6780 | 1.0349 | 0.076* | |
H3B | 0.1411 | 0.7579 | 0.9341 | 0.076* | |
H4A | 0.1973 | 0.6385 | 0.8777 | 0.077* | |
H4B | 0.1919 | 0.5640 | 0.9825 | 0.077* | |
H5A | 0.0279 | 0.6379 | 0.8693 | 0.085* | |
H5B | 0.0498 | 0.7583 | 0.9044 | 0.085* | |
H5C | 0.0373 | 0.6629 | 0.9894 | 0.085* | |
H6A | 0.1529 | 0.3577 | 0.7792 | 0.103* | |
H6B | 0.1964 | 0.3738 | 0.8530 | 0.103* | |
H6C | 0.1922 | 0.4474 | 0.7485 | 0.103* | |
H11A | 0.1942 | 0.1298 | 0.8051 | 0.112* | |
H11B | 0.1889 | 0.0473 | 0.9038 | 0.112* | |
H11C | 0.1468 | 0.1249 | 0.8667 | 0.112* | |
H9A | 0.2022 | −0.1514 | 0.7949 | 0.088* | |
H9B | 0.2139 | −0.0738 | 0.6945 | 0.088* | |
H10A | 0.1679 | −0.1871 | 0.5975 | 0.098* | |
H10B | 0.1555 | −0.2630 | 0.6983 | 0.098* | |
H12A | 0.0629 | −0.2450 | 0.6556 | 0.116* | |
H12B | 0.0748 | −0.1739 | 0.5528 | 0.116* | |
H12C | 0.0445 | −0.1159 | 0.6419 | 0.116* | |
Cl1 | 0.23770 (5) | 0.83606 (13) | 1.07541 (13) | 0.0573 (4) | |
O1 | 0.2002 (3) | 0.9039 (7) | 1.0482 (7) | 0.169 (4) | |
O2 | 0.2700 (2) | 0.8983 (7) | 1.1308 (7) | 0.153 (4) | |
O3 | 0.2569 (3) | 0.7753 (7) | 0.9892 (6) | 0.143 (3) | |
O4 | 0.2208 (3) | 0.7476 (7) | 1.1370 (7) | 0.158 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0338 (4) | 0.0327 (4) | 0.0445 (4) | 0.000 | −0.0029 (3) | 0.000 |
S1 | 0.0423 (6) | 0.0433 (6) | 0.0421 (6) | −0.0118 (5) | −0.0048 (5) | 0.0034 (5) |
S2 | 0.0625 (8) | 0.0533 (8) | 0.0437 (7) | −0.0128 (7) | −0.0119 (6) | 0.0065 (6) |
S3 | 0.0494 (7) | 0.0424 (7) | 0.0494 (7) | 0.0144 (5) | 0.0058 (6) | 0.0106 (6) |
S4 | 0.0652 (9) | 0.0567 (9) | 0.0587 (9) | 0.0084 (7) | 0.0134 (7) | 0.0126 (7) |
N1 | 0.044 (2) | 0.043 (2) | 0.052 (3) | −0.0040 (19) | −0.006 (2) | −0.011 (2) |
N2 | 0.033 (2) | 0.049 (2) | 0.064 (3) | −0.0048 (19) | −0.006 (2) | −0.009 (2) |
N3 | 0.046 (2) | 0.052 (3) | 0.074 (3) | 0.012 (2) | −0.003 (2) | 0.005 (2) |
N4 | 0.072 (3) | 0.042 (2) | 0.067 (3) | 0.022 (2) | 0.001 (3) | −0.010 (2) |
C1 | 0.037 (2) | 0.031 (2) | 0.040 (2) | 0.0039 (18) | −0.0028 (19) | −0.0073 (19) |
C2 | 0.034 (2) | 0.036 (2) | 0.040 (2) | −0.0051 (18) | −0.0009 (19) | 0.0032 (19) |
C3 | 0.067 (4) | 0.064 (4) | 0.060 (4) | −0.026 (3) | −0.003 (3) | −0.021 (3) |
C4 | 0.051 (3) | 0.060 (4) | 0.082 (4) | −0.020 (3) | −0.018 (3) | −0.001 (3) |
C5 | 0.065 (4) | 0.049 (3) | 0.055 (3) | 0.002 (3) | 0.005 (3) | −0.006 (3) |
C6 | 0.043 (3) | 0.065 (4) | 0.099 (5) | 0.011 (3) | −0.007 (3) | −0.009 (4) |
C7 | 0.044 (3) | 0.032 (2) | 0.046 (3) | 0.0035 (19) | −0.007 (2) | 0.000 (2) |
C8 | 0.051 (3) | 0.036 (2) | 0.043 (3) | 0.009 (2) | 0.003 (2) | 0.010 (2) |
C9 | 0.055 (4) | 0.062 (4) | 0.103 (6) | 0.023 (3) | 0.020 (4) | 0.027 (4) |
C10 | 0.093 (5) | 0.071 (4) | 0.080 (5) | 0.048 (4) | 0.021 (4) | 0.002 (4) |
C11 | 0.059 (4) | 0.072 (4) | 0.093 (5) | −0.001 (3) | −0.011 (4) | 0.002 (4) |
C12 | 0.114 (6) | 0.056 (4) | 0.062 (4) | 0.017 (4) | −0.024 (4) | −0.009 (3) |
Cl1 | 0.0600 (8) | 0.0472 (7) | 0.0646 (9) | −0.0074 (6) | −0.0106 (7) | 0.0025 (7) |
O1 | 0.173 (7) | 0.122 (6) | 0.211 (9) | 0.046 (5) | −0.121 (7) | −0.013 (6) |
O2 | 0.085 (4) | 0.131 (6) | 0.243 (9) | 0.005 (4) | −0.050 (5) | −0.104 (6) |
O3 | 0.145 (6) | 0.158 (7) | 0.126 (6) | −0.039 (5) | 0.034 (5) | −0.064 (5) |
O4 | 0.210 (9) | 0.125 (6) | 0.138 (6) | −0.024 (6) | 0.043 (6) | 0.050 (5) |
S1—Zn1 | 2.3811 (13) | C7—C8 | 1.494 (7) |
S3—Zn1 | 2.3747 (13) | C7—S4 | 1.635 (5) |
Zn1—S3i | 2.3747 (13) | C7—S3 | 1.685 (5) |
Zn1—S1i | 2.3811 (13) | C8—N4 | 1.309 (7) |
C1—C2 | 1.481 (6) | C8—N3 | 1.315 (7) |
C1—S2 | 1.636 (5) | C11—N3 | 1.444 (8) |
C1—S1 | 1.698 (5) | C11—H11A | 0.9600 |
C2—N1 | 1.310 (6) | C11—H11B | 0.9600 |
C2—N2 | 1.313 (6) | C11—H11C | 0.9600 |
C3—N1 | 1.469 (7) | C9—N3 | 1.465 (7) |
C3—C4 | 1.523 (9) | C9—C10 | 1.514 (11) |
C3—H3A | 0.9700 | C9—H9A | 0.9700 |
C3—H3B | 0.9700 | C9—H9B | 0.9700 |
C4—N2 | 1.459 (7) | C10—N4 | 1.472 (7) |
C4—H4A | 0.9700 | C10—H10A | 0.9700 |
C4—H4B | 0.9700 | C10—H10B | 0.9700 |
C5—N1 | 1.448 (7) | C12—N4 | 1.444 (9) |
C5—H5A | 0.9600 | C12—H12A | 0.9600 |
C5—H5B | 0.9600 | C12—H12B | 0.9600 |
C5—H5C | 0.9600 | C12—H12C | 0.9600 |
C6—N2 | 1.451 (7) | Cl1—O2 | 1.360 (6) |
C6—H6A | 0.9600 | Cl1—O4 | 1.361 (7) |
C6—H6B | 0.9600 | Cl1—O1 | 1.366 (7) |
C6—H6C | 0.9600 | Cl1—O3 | 1.403 (7) |
Zn1···S2 | 3.4358 (15) | S2···Zn1i | 3.4358 (15) |
Zn1···S4 | 3.3361 (15) | S4···Zn1i | 3.3361 (15) |
C1—S1—Zn1 | 101.75 (16) | N3—C8—C7 | 123.8 (5) |
C7—S3—Zn1 | 99.65 (18) | N3—C11—H11A | 109.5 |
S3—Zn1—S3i | 124.10 (7) | N3—C11—H11B | 109.5 |
S3—Zn1—S1 | 95.41 (5) | H11A—C11—H11B | 109.5 |
S3i—Zn1—S1 | 111.75 (4) | N3—C11—H11C | 109.5 |
S3—Zn1—S1i | 111.75 (4) | H11A—C11—H11C | 109.5 |
S3i—Zn1—S1i | 95.41 (5) | H11B—C11—H11C | 109.5 |
S1—Zn1—S1i | 120.55 (7) | N3—C9—C10 | 103.3 (5) |
C2—C1—S2 | 116.1 (4) | N3—C9—H9A | 111.1 |
C2—C1—S1 | 113.0 (3) | C10—C9—H9A | 111.1 |
S2—C1—S1 | 130.9 (3) | N3—C9—H9B | 111.1 |
N1—C2—N2 | 112.6 (4) | C10—C9—H9B | 111.1 |
N1—C2—C1 | 123.7 (4) | H9A—C9—H9B | 109.1 |
N2—C2—C1 | 123.6 (4) | N4—C10—C9 | 103.4 (5) |
N1—C3—C4 | 102.9 (4) | N4—C10—H10A | 111.1 |
N1—C3—H3A | 111.2 | C9—C10—H10A | 111.1 |
C4—C3—H3A | 111.2 | N4—C10—H10B | 111.1 |
N1—C3—H3B | 111.2 | C9—C10—H10B | 111.1 |
C4—C3—H3B | 111.2 | H10A—C10—H10B | 109.0 |
H3A—C3—H3B | 109.1 | N4—C12—H12A | 109.5 |
N2—C4—C3 | 103.0 (4) | N4—C12—H12B | 109.5 |
N2—C4—H4A | 111.2 | H12A—C12—H12B | 109.5 |
C3—C4—H4A | 111.2 | N4—C12—H12C | 109.5 |
N2—C4—H4B | 111.2 | H12A—C12—H12C | 109.5 |
C3—C4—H4B | 111.2 | H12B—C12—H12C | 109.5 |
H4A—C4—H4B | 109.1 | O2—Cl1—O4 | 109.3 (6) |
N1—C5—H5A | 109.5 | O2—Cl1—O1 | 111.9 (5) |
N1—C5—H5B | 109.5 | O4—Cl1—O1 | 106.3 (6) |
H5A—C5—H5B | 109.5 | O2—Cl1—O3 | 112.8 (5) |
N1—C5—H5C | 109.5 | O4—Cl1—O3 | 102.8 (5) |
H5A—C5—H5C | 109.5 | O1—Cl1—O3 | 113.0 (6) |
H5B—C5—H5C | 109.5 | C2—N1—C5 | 126.7 (4) |
N2—C6—H6A | 109.5 | C2—N1—C3 | 110.5 (4) |
N2—C6—H6B | 109.5 | C5—N1—C3 | 122.8 (5) |
H6A—C6—H6B | 109.5 | C2—N2—C6 | 126.0 (5) |
N2—C6—H6C | 109.5 | C2—N2—C4 | 110.8 (5) |
H6A—C6—H6C | 109.5 | C6—N2—C4 | 122.5 (5) |
H6B—C6—H6C | 109.5 | C8—N3—C11 | 127.2 (5) |
C8—C7—S4 | 115.5 (4) | C8—N3—C9 | 110.1 (5) |
C8—C7—S3 | 113.8 (4) | C11—N3—C9 | 122.7 (5) |
S4—C7—S3 | 130.7 (3) | C8—N4—C12 | 127.0 (5) |
N4—C8—N3 | 113.2 (5) | C8—N4—C10 | 109.9 (6) |
N4—C8—C7 | 122.9 (5) | C12—N4—C10 | 123.1 (5) |
S2—C1—C2—N1 | 91.9 (5) | N4—C8—N3—C11 | 179.9 (6) |
S1—C1—C2—N1 | −87.9 (5) | C7—C8—N3—C11 | −3.2 (9) |
S2—C1—C2—N2 | −86.5 (5) | N4—C8—N3—C9 | 2.1 (7) |
S1—C1—C2—N2 | 93.7 (5) | C7—C8—N3—C9 | 179.0 (5) |
N1—C3—C4—N2 | −3.8 (6) | C10—C9—N3—C8 | −1.9 (7) |
S4—C7—C8—N4 | 94.6 (6) | C10—C9—N3—C11 | −179.9 (6) |
S3—C7—C8—N4 | −84.6 (6) | N3—C8—N4—C12 | 176.8 (6) |
S4—C7—C8—N3 | −82.0 (6) | C7—C8—N4—C12 | −0.1 (9) |
S3—C7—C8—N3 | 98.9 (5) | N3—C8—N4—C10 | −1.3 (7) |
N3—C9—C10—N4 | 1.1 (7) | C7—C8—N4—C10 | −178.2 (5) |
N2—C2—N1—C5 | −179.4 (5) | C9—C10—N4—C8 | 0.0 (7) |
C1—C2—N1—C5 | 2.1 (8) | C9—C10—N4—C12 | −178.2 (6) |
N2—C2—N1—C3 | −1.3 (6) | C2—C1—S1—Zn1 | −176.1 (3) |
C1—C2—N1—C3 | −179.8 (5) | S2—C1—S1—Zn1 | 4.2 (4) |
C4—C3—N1—C2 | 3.3 (7) | C8—C7—S3—Zn1 | −178.5 (3) |
C4—C3—N1—C5 | −178.5 (5) | S4—C7—S3—Zn1 | 2.4 (4) |
N1—C2—N2—C6 | −172.2 (6) | C7—S3—Zn1—S3i | −45.40 (17) |
C1—C2—N2—C6 | 6.3 (9) | C7—S3—Zn1—S1 | 75.50 (18) |
N1—C2—N2—C4 | −1.5 (7) | C7—S3—Zn1—S1i | −158.52 (18) |
C1—C2—N2—C4 | 177.0 (5) | C1—S1—Zn1—S3 | 72.91 (16) |
C3—C4—N2—C2 | 3.4 (7) | C1—S1—Zn1—S3i | −156.99 (16) |
C3—C4—N2—C6 | 174.5 (6) | C1—S1—Zn1—S1i | −46.30 (16) |
Symmetry code: (i) −x, y, −z+3/2. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register