Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802019372/fl6004sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802019372/fl6004Isup2.hkl |
CCDC reference: 200739
Key indicators
- Single-crystal X-ray study
- T = 183 K
- Mean (C-C) = 0.008 Å
- R factor = 0.042
- wR factor = 0.108
- Data-to-parameter ratio = 26.1
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level C:
PLAT_213 Alert C Atom C9 has ADP max/min Ratio ........... 3.10 oblate 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 0.279 Tmax scaled 0.279 Tmin scaled 0.049 HYDTR_01 Extra text has been found in the _refine_ls_hydrogen_treatment field. Explanatory text should be in the _publ_section_refinement field. Hydrogen treatment given as constrained Hydrogen treatment identified as constr
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SHELXTL (Bruker, 2000); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97; molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
[Hg(C6H5)(C5H8NS2)] | F(000) = 792 |
Mr = 423.93 | Dx = 2.280 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2yn | Cell parameters from 4116 reflections |
a = 13.3711 (10) Å | θ = 2.2–30.0° |
b = 6.3641 (5) Å | µ = 12.77 mm−1 |
c = 14.5826 (11) Å | T = 183 K |
β = 95.535 (2)° | Wedge, colourless |
V = 1235.12 (16) Å3 | 0.39 × 0.18 × 0.10 mm |
Z = 4 |
Bruker AXS SMART CCD diffractometer | 3574 independent reflections |
Radiation source: fine-focus sealed tube | 3208 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.051 |
ω scans | θmax = 30.0°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −17→18 |
Tmin = 0.176, Tmax = 1 | k = −8→8 |
9689 measured reflections | l = −18→20 |
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)] = 0.042 | H-atom parameters constrained |
wR(F2) = 0.108 | w = 1/[σ2(Fo2) + (0.0501P)2 + 0.4638P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
3574 reflections | Δρmax = 3.60 e Å−3 |
137 parameters | Δρmin = −4.26 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: 0.0021 (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 | ||
Hg | 0.07342 (2) | −0.02444 (3) | 0.37515 (1) | 0.01876 (11) | |
S1 | −0.06112 (9) | −0.2749 (2) | 0.35417 (9) | 0.0192 (3) | |
S2 | −0.11652 (10) | 0.1534 (2) | 0.41856 (9) | 0.0180 (3) | |
N1 | −0.2448 (3) | −0.1568 (6) | 0.3766 (3) | 0.0140 (8) | |
C1 | −0.1511 (4) | −0.0954 (7) | 0.3831 (3) | 0.0142 (9) | |
C2 | −0.2795 (4) | −0.3679 (8) | 0.3440 (4) | 0.0222 (11) | |
H2A | −0.2406 | −0.4798 | 0.3784 | 0.027* | |
H2B | −0.2724 | −0.3847 | 0.2774 | 0.027* | |
C3 | −0.3878 (4) | −0.3759 (10) | 0.3622 (4) | 0.0290 (13) | |
H3A | −0.4274 | −0.4611 | 0.3149 | 0.035* | |
H3B | −0.3952 | −0.4364 | 0.4237 | 0.035* | |
C4 | −0.4211 (4) | −0.1492 (12) | 0.3576 (5) | 0.0364 (15) | |
H4A | −0.4788 | −0.1270 | 0.3944 | 0.044* | |
H4B | −0.4411 | −0.1066 | 0.2931 | 0.044* | |
C5 | −0.3300 (5) | −0.0248 (8) | 0.3977 (4) | 0.0223 (12) | |
H5A | −0.3273 | 0.1148 | 0.3680 | 0.027* | |
H5B | −0.3308 | −0.0056 | 0.4650 | 0.027* | |
C6 | 0.1919 (4) | 0.1859 (9) | 0.3745 (3) | 0.0188 (10) | |
C7 | 0.2818 (4) | 0.1325 (9) | 0.3396 (4) | 0.0208 (10) | |
H7 | 0.2896 | −0.0034 | 0.3143 | 0.025* | |
C8 | 0.3602 (4) | 0.2759 (9) | 0.3415 (4) | 0.0250 (11) | |
H8 | 0.4215 | 0.2390 | 0.3176 | 0.030* | |
C9 | 0.3479 (5) | 0.4768 (8) | 0.3793 (4) | 0.0245 (12) | |
H9 | 0.4017 | 0.5747 | 0.3824 | 0.029* | |
C10 | 0.2605 (5) | 0.5310 (9) | 0.4112 (5) | 0.0261 (13) | |
H10 | 0.2522 | 0.6687 | 0.4344 | 0.031* | |
C11 | 0.1818 (4) | 0.3871 (8) | 0.4103 (3) | 0.0181 (10) | |
H11 | 0.1209 | 0.4263 | 0.4344 | 0.022* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Hg | 0.01186 (14) | 0.02029 (15) | 0.02416 (15) | −0.00467 (6) | 0.00197 (9) | −0.00081 (6) |
S1 | 0.0123 (6) | 0.0150 (6) | 0.0302 (6) | −0.0017 (5) | 0.0019 (5) | −0.0077 (5) |
S2 | 0.0159 (6) | 0.0114 (5) | 0.0264 (6) | −0.0022 (5) | 0.0006 (5) | −0.0042 (4) |
N1 | 0.0116 (19) | 0.0134 (19) | 0.0165 (18) | 0.0006 (15) | −0.0005 (15) | 0.0004 (14) |
C1 | 0.017 (2) | 0.012 (2) | 0.013 (2) | −0.0031 (19) | −0.0020 (16) | 0.0018 (16) |
C2 | 0.019 (3) | 0.017 (2) | 0.030 (3) | −0.007 (2) | 0.000 (2) | −0.008 (2) |
C3 | 0.018 (3) | 0.026 (3) | 0.042 (3) | −0.007 (2) | 0.004 (2) | −0.006 (2) |
C4 | 0.017 (3) | 0.032 (4) | 0.058 (4) | −0.005 (2) | −0.008 (3) | 0.004 (3) |
C5 | 0.012 (3) | 0.021 (3) | 0.034 (3) | 0.0042 (19) | 0.001 (2) | −0.001 (2) |
C6 | 0.011 (2) | 0.022 (2) | 0.024 (2) | −0.007 (2) | 0.0022 (18) | 0.0038 (18) |
C7 | 0.020 (3) | 0.019 (2) | 0.024 (2) | 0.001 (2) | 0.007 (2) | 0.0026 (19) |
C8 | 0.011 (2) | 0.033 (3) | 0.031 (3) | −0.002 (2) | 0.005 (2) | 0.004 (2) |
C9 | 0.014 (3) | 0.025 (3) | 0.034 (3) | −0.013 (2) | 0.001 (2) | 0.008 (2) |
C10 | 0.018 (3) | 0.026 (3) | 0.034 (3) | −0.007 (2) | 0.002 (2) | 0.000 (2) |
C11 | 0.013 (2) | 0.021 (3) | 0.021 (2) | −0.001 (2) | 0.0053 (18) | 0.0007 (19) |
Hg—C6 | 2.074 (5) | C4—H4A | 0.9900 |
Hg—S1 | 2.4009 (13) | C4—H4B | 0.9900 |
Hg—S2 | 2.9056 (13) | C5—H5A | 0.9900 |
S1—C1 | 1.741 (5) | C5—H5B | 0.9900 |
S2—C1 | 1.715 (5) | C6—C7 | 1.392 (7) |
N1—C1 | 1.307 (6) | C6—C11 | 1.394 (7) |
N1—C2 | 1.484 (6) | C7—C8 | 1.388 (7) |
N1—C5 | 1.471 (7) | C7—H7 | 0.9500 |
C2—C3 | 1.498 (7) | C8—C9 | 1.408 (8) |
C2—H2A | 0.9900 | C8—H8 | 0.9500 |
C2—H2B | 0.9900 | C9—C10 | 1.343 (9) |
C3—C4 | 1.510 (9) | C9—H9 | 0.9500 |
C3—H3A | 0.9900 | C10—C11 | 1.395 (8) |
C3—H3B | 0.9900 | C10—H10 | 0.9500 |
C4—C5 | 1.522 (8) | C11—H11 | 0.9500 |
C6—Hg—S1 | 172.22 (14) | C5—C4—H4B | 110.8 |
C6—Hg—S2 | 115.68 (16) | H4A—C4—H4B | 108.8 |
S1—Hg—S2 | 68.07 (4) | N1—C5—C4 | 103.3 (5) |
C1—S1—Hg | 93.46 (16) | N1—C5—H5A | 111.1 |
C1—S2—Hg | 77.93 (17) | C4—C5—H5A | 111.1 |
C1—N1—C2 | 124.2 (4) | N1—C5—H5B | 111.1 |
C1—N1—C5 | 124.7 (4) | C4—C5—H5B | 111.1 |
C2—N1—C5 | 111.1 (4) | H5A—C5—H5B | 109.1 |
N1—C1—S2 | 121.8 (4) | C7—C6—C11 | 118.6 (5) |
N1—C1—S1 | 117.8 (4) | C7—C6—Hg | 122.1 (4) |
S2—C1—S1 | 120.4 (3) | C11—C6—Hg | 119.3 (4) |
N1—C2—C3 | 104.6 (4) | C6—C7—C8 | 120.6 (5) |
N1—C2—H2A | 110.8 | C6—C7—H7 | 119.7 |
C3—C2—H2A | 110.8 | C8—C7—H7 | 119.7 |
N1—C2—H2B | 110.8 | C7—C8—C9 | 119.2 (5) |
C3—C2—H2B | 110.8 | C7—C8—H8 | 120.4 |
H2A—C2—H2B | 108.9 | C9—C8—H8 | 120.4 |
C4—C3—C2 | 104.2 (5) | C10—C9—C8 | 120.5 (5) |
C4—C3—H3A | 110.9 | C10—C9—H9 | 119.8 |
C2—C3—H3A | 110.9 | C8—C9—H9 | 119.8 |
C4—C3—H3B | 110.9 | C9—C10—C11 | 120.6 (5) |
C2—C3—H3B | 110.9 | C9—C10—H10 | 119.7 |
H3A—C3—H3B | 108.9 | C11—C10—H10 | 119.7 |
C3—C4—C5 | 104.9 (5) | C6—C11—C10 | 120.4 (5) |
C3—C4—H4A | 110.8 | C6—C11—H11 | 119.8 |
C5—C4—H4A | 110.8 | C10—C11—H11 | 119.8 |
C3—C4—H4B | 110.8 |