Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802022377/ac6022sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802022377/ac6022Isup2.hkl |
CCDC reference: 202988
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.040
- wR factor = 0.086
- Data-to-parameter ratio = 16.7
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level C:
ABSTM_02 Alert C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.875 1.000 Tmin' and Tmax expected: 0.881 0.906 RR' = 0.900 Please check that your absorption correction is appropriate. HYDTR_01 Alert C The hydrogen treatment should only be one of the following keywords * refall * refxyz * refU * noref * undef * constr * none * mixed Hydrogen treatment given as const 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 0.906 Tmax scaled 0.906 Tmin scaled 0.792
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
2 Alert Level C = Please check
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997) and SHELXTL (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
C14H12N2S4 | F(000) = 348 |
Mr = 336.50 | ? # Insert any comments here. |
Monoclinic, P21/c | Dx = 1.484 Mg m−3 |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 6.366 (3) Å | Cell parameters from 567 reflections |
b = 15.411 (6) Å | θ = 2.6–26.2° |
c = 7.679 (3) Å | µ = 0.62 mm−1 |
β = 91.331 (7)° | T = 293 K |
V = 753.2 (5) Å3 | Prism, colourless |
Z = 2 | 0.20 × 0.18 × 0.16 mm |
Bruker CCD area-detector diffractometer | 1518 independent reflections |
Radiation source: fine-focus sealed tube | 1074 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.031 |
φ and ω scans | θmax = 26.4°, θmin = 2.6° |
Absorption correction: multi-scan SADABS (Bruker, 1997) | h = −7→7 |
Tmin = 0.875, Tmax = 1.000 | k = −15→19 |
3479 measured reflections | l = −9→7 |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.086 | Const |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0327P)2 + 0.1354P] where P = (Fo2 + 2Fc2)/3 |
1518 reflections | (Δ/σ)max < 0.001 |
91 parameters | Δρmax = 0.20 e Å−3 |
0 restraints | Δρmin = −0.22 e Å−3 |
Experimental. ? #Insert any special details here. |
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 | ||
S1 | 0.26130 (10) | 0.22553 (4) | 0.51522 (9) | 0.0484 (2) | |
S2 | 0.70899 (11) | 0.24959 (4) | 0.38669 (10) | 0.0528 (2) | |
N1 | 0.4669 (3) | 0.37404 (13) | 0.4779 (3) | 0.0532 (6) | |
C1 | 0.4746 (4) | 0.29021 (16) | 0.4611 (3) | 0.0394 (6) | |
C2 | 0.6565 (5) | 0.40912 (18) | 0.4280 (4) | 0.0604 (8) | |
H2 | 0.6810 | 0.4686 | 0.4309 | 0.072* | |
C3 | 0.8021 (4) | 0.35339 (18) | 0.3758 (4) | 0.0585 (8) | |
H3 | 0.9351 | 0.3688 | 0.3388 | 0.070* | |
C4 | 0.3503 (4) | 0.11827 (15) | 0.4543 (4) | 0.0530 (7) | |
H4A | 0.3934 | 0.1181 | 0.3340 | 0.064* | |
H4B | 0.4694 | 0.1010 | 0.5275 | 0.064* | |
C5 | 0.1698 (4) | 0.05625 (15) | 0.4777 (4) | 0.0438 (6) | |
C6 | 0.1553 (4) | 0.00672 (16) | 0.6271 (4) | 0.0501 (7) | |
H6 | 0.2592 | 0.0109 | 0.7138 | 0.060* | |
C7 | 0.0126 (4) | 0.04910 (16) | 0.3511 (4) | 0.0494 (7) | |
H7 | 0.0198 | 0.0822 | 0.2502 | 0.059* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.0384 (4) | 0.0437 (4) | 0.0636 (5) | 0.0005 (3) | 0.0091 (3) | −0.0051 (3) |
S2 | 0.0428 (4) | 0.0439 (4) | 0.0723 (5) | 0.0008 (3) | 0.0125 (3) | −0.0032 (3) |
N1 | 0.0508 (14) | 0.0388 (13) | 0.0700 (15) | 0.0032 (10) | 0.0023 (12) | −0.0025 (11) |
C1 | 0.0371 (14) | 0.0398 (14) | 0.0412 (14) | 0.0025 (10) | −0.0024 (11) | −0.0008 (11) |
C2 | 0.0609 (19) | 0.0401 (15) | 0.080 (2) | −0.0067 (14) | 0.0018 (17) | 0.0020 (14) |
C3 | 0.0487 (17) | 0.0530 (17) | 0.074 (2) | −0.0083 (14) | 0.0097 (16) | 0.0065 (14) |
C4 | 0.0422 (15) | 0.0443 (15) | 0.0731 (18) | 0.0008 (12) | 0.0119 (14) | −0.0075 (14) |
C5 | 0.0385 (14) | 0.0328 (13) | 0.0606 (17) | 0.0011 (10) | 0.0107 (14) | −0.0064 (12) |
C6 | 0.0465 (16) | 0.0463 (15) | 0.0572 (17) | 0.0010 (12) | −0.0019 (14) | −0.0041 (13) |
C7 | 0.0536 (18) | 0.0421 (14) | 0.0528 (16) | 0.0011 (12) | 0.0081 (15) | 0.0021 (12) |
S1—C1 | 1.743 (3) | C4—C5 | 1.509 (3) |
S1—C4 | 1.812 (3) | C4—H4A | 0.9700 |
S2—C3 | 1.709 (3) | C4—H4B | 0.9700 |
S2—C1 | 1.727 (2) | C5—C7 | 1.383 (4) |
N1—C1 | 1.299 (3) | C5—C6 | 1.383 (4) |
N1—C2 | 1.385 (3) | C6—C7i | 1.385 (4) |
C2—C3 | 1.332 (4) | C6—H6 | 0.9300 |
C2—H2 | 0.9300 | C7—C6i | 1.385 (4) |
C3—H3 | 0.9300 | C7—H7 | 0.9300 |
C1—S1—C4 | 102.13 (12) | S1—C4—H4A | 110.2 |
C3—S2—C1 | 88.87 (13) | C5—C4—H4B | 110.2 |
C1—N1—C2 | 109.0 (2) | S1—C4—H4B | 110.2 |
N1—C1—S2 | 115.36 (18) | H4A—C4—H4B | 108.5 |
N1—C1—S1 | 120.89 (19) | C7—C5—C6 | 118.6 (2) |
S2—C1—S1 | 123.74 (14) | C7—C5—C4 | 120.5 (2) |
C3—C2—N1 | 116.7 (2) | C6—C5—C4 | 120.9 (3) |
C3—C2—H2 | 121.7 | C5—C6—C7i | 120.6 (3) |
N1—C2—H2 | 121.7 | C5—C6—H6 | 119.7 |
C2—C3—S2 | 110.1 (2) | C7i—C6—H6 | 119.7 |
C2—C3—H3 | 124.9 | C5—C7—C6i | 120.8 (2) |
S2—C3—H3 | 124.9 | C5—C7—H7 | 119.6 |
C5—C4—S1 | 107.66 (17) | C6i—C7—H7 | 119.6 |
C5—C4—H4A | 110.2 | ||
C2—N1—C1—S2 | 0.4 (3) | C1—S2—C3—C2 | 0.4 (2) |
C2—N1—C1—S1 | 179.33 (19) | C1—S1—C4—C5 | −174.31 (19) |
C3—S2—C1—N1 | −0.5 (2) | S1—C4—C5—C7 | 81.2 (3) |
C3—S2—C1—S1 | −179.37 (17) | S1—C4—C5—C6 | −97.5 (2) |
C4—S1—C1—N1 | 176.5 (2) | C7—C5—C6—C7i | 0.3 (4) |
C4—S1—C1—S2 | −4.72 (19) | C4—C5—C6—C7i | 179.0 (2) |
C1—N1—C2—C3 | −0.1 (4) | C6—C5—C7—C6i | −0.3 (4) |
N1—C2—C3—S2 | −0.3 (4) | C4—C5—C7—C6i | −179.0 (2) |
Symmetry code: (i) −x, −y, −z+1. |