Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270105042484/ty1010sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270105042484/ty1010Isup2.hkl |
CCDC reference: 231399
The title compound was synthesized by the published procedure of Korn et al. (1999). Crystallization was achieved by very slow cooling of a saturated hot toluene solution down to room temperature.
H atoms were positioned geometrically and treated as riding, with C—H distances in the range 0.95–0.99 Å and with Uiso(H) = 1.2Ueq(C). [Please check added text and correct as necessary.]
Data collection: IPDS (Stoe & Cie, 1997); cell refinement: IPDS; data reduction: IPDS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: SHELXL97.
[Mo(C7H7NO2S)2Cl2(C4H10O2)] | F(000) = 1208 |
Mr = 595.35 | Dx = 1.682 Mg m−3 |
Monoclinic, P21/n | Melting point: 431(1) K |
Hall symbol: -P 2yn | Mo Kα radiation, λ = 0.71073 Å |
a = 11.895 (2) Å | Cell parameters from 5000 reflections |
b = 13.124 (2) Å | θ = 2.5–25.0° |
c = 15.564 (3) Å | µ = 1.00 mm−1 |
β = 104.66 (2)° | T = 150 K |
V = 2350.7 (7) Å3 | Block, dark yellow |
Z = 4 | 0.60 × 0.32 × 0.16 mm |
Stoe IPDS diffractometer | 4329 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 3598 reflections with I > 2σ(I) |
Planar graphite monochromator | Rint = 0.047 |
Detector resolution: 6.667 pixels mm-1 | θmax = 25.5°, θmin = 2.5° |
ϕ oscillation scans, increment 1.2°, 200 exposures | h = −14→14 |
Absorption correction: part of the refinement model (ΔF) [ABSCOR (Higashi, 1995), a modification of DIFABS (Walker & Stuart, 1983). In contrast with DIFABS, ABSCOR loads F2 values instead of F values. | k = −15→15 |
Tmin = 0.585, Tmax = 0.856 | l = −18→18 |
15274 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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0437P)2] where P = (Fo2 + 2Fc2)/3 |
4329 reflections | (Δ/σ)max = 0.009 |
284 parameters | Δρmax = 0.37 e Å−3 |
0 restraints | Δρmin = −0.67 e Å−3 |
[Mo(C7H7NO2S)2Cl2(C4H10O2)] | V = 2350.7 (7) Å3 |
Mr = 595.35 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 11.895 (2) Å | µ = 1.00 mm−1 |
b = 13.124 (2) Å | T = 150 K |
c = 15.564 (3) Å | 0.60 × 0.32 × 0.16 mm |
β = 104.66 (2)° |
Stoe IPDS diffractometer | 4329 independent reflections |
Absorption correction: part of the refinement model (ΔF) [ABSCOR (Higashi, 1995), a modification of DIFABS (Walker & Stuart, 1983). In contrast with DIFABS, ABSCOR loads F2 values instead of F values. | 3598 reflections with I > 2σ(I) |
Tmin = 0.585, Tmax = 0.856 | Rint = 0.047 |
15274 measured reflections |
R[F2 > 2σ(F2)] = 0.031 | 0 restraints |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.05 | Δρmax = 0.37 e Å−3 |
4329 reflections | Δρmin = −0.67 e Å−3 |
284 parameters |
Experimental. During data collection the crystal was in cold N2 gas of the Cryostream Cooler (Oxford Cryosystems) mounted on a ϕ-axis diffractometer supplied with an area detector. |
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 | ||
C1 | 0.6940 (2) | −0.13230 (17) | 0.14901 (18) | 0.0198 (5) | |
H1A | 0.6395 | −0.1892 | 0.1276 | 0.024* | |
H1B | 0.7078 | −0.1273 | 0.2143 | 0.024* | |
C2 | 0.8059 (2) | −0.14973 (18) | 0.12423 (18) | 0.0210 (6) | |
H2A | 0.8463 | −0.2103 | 0.1555 | 0.025* | |
H2B | 0.7914 | −0.1610 | 0.0594 | 0.025* | |
C3 | 0.5308 (2) | −0.0203 (2) | 0.1177 (2) | 0.0251 (6) | |
H3A | 0.4990 | 0.0422 | 0.0863 | 0.030* | |
H3B | 0.5339 | −0.0132 | 0.1809 | 0.030* | |
H3C | 0.4809 | −0.0781 | 0.0930 | 0.030* | |
C4 | 0.9893 (2) | −0.0730 (2) | 0.1351 (2) | 0.0315 (7) | |
H4A | 1.0358 | −0.0114 | 0.1535 | 0.038* | |
H4B | 0.9816 | −0.0856 | 0.0719 | 0.038* | |
H4C | 1.0277 | −0.1313 | 0.1698 | 0.038* | |
C5 | 1.1324 (2) | 0.21414 (17) | 0.21251 (17) | 0.0169 (5) | |
C6 | 1.1769 (2) | 0.24703 (18) | 0.29933 (18) | 0.0191 (5) | |
H6 | 1.1341 | 0.2928 | 0.3262 | 0.023* | |
C7 | 1.2850 (2) | 0.21162 (18) | 0.34598 (18) | 0.0213 (5) | |
H7 | 1.3165 | 0.2337 | 0.4053 | 0.026* | |
C8 | 1.3480 (2) | 0.14439 (19) | 0.30742 (19) | 0.0231 (6) | |
C9 | 1.3010 (2) | 0.1132 (2) | 0.2194 (2) | 0.0282 (6) | |
H9 | 1.3437 | 0.0678 | 0.1922 | 0.034* | |
C10 | 1.1939 (2) | 0.1476 (2) | 0.17192 (19) | 0.0247 (6) | |
H10 | 1.1625 | 0.1261 | 0.1124 | 0.030* | |
C11 | 1.4649 (3) | 0.1049 (2) | 0.3583 (2) | 0.0366 (8) | |
H11A | 1.4874 | 0.1381 | 0.4166 | 0.044* | |
H11B | 1.5229 | 0.1199 | 0.3252 | 0.044* | |
H11C | 1.4603 | 0.0311 | 0.3663 | 0.044* | |
C12 | 0.6101 (2) | 0.36535 (17) | 0.02044 (17) | 0.0180 (5) | |
C13 | 0.7172 (2) | 0.41280 (19) | 0.05305 (19) | 0.0233 (6) | |
H13 | 0.7667 | 0.3933 | 0.1086 | 0.028* | |
C14 | 0.7497 (2) | 0.48890 (19) | 0.0028 (2) | 0.0262 (6) | |
H14 | 0.8228 | 0.5215 | 0.0242 | 0.031* | |
C15 | 0.6775 (2) | 0.51890 (18) | −0.07880 (19) | 0.0231 (6) | |
C16 | 0.5711 (2) | 0.47082 (18) | −0.10896 (18) | 0.0227 (6) | |
H16 | 0.5207 | 0.4913 | −0.1638 | 0.027* | |
C17 | 0.5366 (2) | 0.39306 (17) | −0.06049 (18) | 0.0203 (5) | |
H17 | 0.4641 | 0.3596 | −0.0823 | 0.024* | |
C18 | 0.7155 (3) | 0.6007 (2) | −0.1328 (2) | 0.0354 (7) | |
H18A | 0.7765 | 0.6421 | −0.0942 | 0.042* | |
H18B | 0.6491 | 0.6442 | −0.1601 | 0.042* | |
H18C | 0.7459 | 0.5693 | −0.1795 | 0.042* | |
Cl1 | 0.76868 (5) | 0.07833 (5) | 0.27309 (4) | 0.02152 (14) | |
Cl2 | 0.77646 (5) | 0.04753 (4) | −0.02576 (4) | 0.01998 (14) | |
N1 | 0.91039 (19) | 0.16030 (15) | 0.14497 (15) | 0.0198 (5) | |
N2 | 0.67056 (18) | 0.18394 (14) | 0.09599 (14) | 0.0172 (4) | |
O1 | 0.64683 (14) | −0.03763 (12) | 0.10716 (12) | 0.0168 (4) | |
O2 | 0.87559 (14) | −0.05933 (12) | 0.15031 (12) | 0.0179 (4) | |
O3 | 1.00179 (18) | 0.27723 (16) | 0.06098 (14) | 0.0338 (5) | |
O4 | 0.95861 (17) | 0.33796 (14) | 0.19963 (15) | 0.0324 (5) | |
O5 | 0.57487 (17) | 0.30603 (14) | 0.17357 (13) | 0.0280 (4) | |
O6 | 0.46045 (16) | 0.22640 (13) | 0.03554 (13) | 0.0262 (4) | |
S1 | 0.99668 (5) | 0.25869 (4) | 0.15044 (5) | 0.01905 (15) | |
S2 | 0.56679 (5) | 0.27101 (4) | 0.08504 (4) | 0.01804 (14) | |
Mo | 0.778965 (17) | 0.092021 (14) | 0.123240 (14) | 0.01209 (8) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0232 (14) | 0.0141 (11) | 0.0207 (14) | −0.0031 (10) | 0.0029 (12) | 0.0042 (10) |
C2 | 0.0259 (14) | 0.0140 (11) | 0.0213 (15) | 0.0011 (10) | 0.0022 (12) | −0.0022 (10) |
C3 | 0.0128 (12) | 0.0296 (14) | 0.0333 (17) | −0.0017 (10) | 0.0062 (12) | 0.0070 (12) |
C4 | 0.0165 (13) | 0.0328 (15) | 0.045 (2) | 0.0099 (11) | 0.0084 (14) | 0.0007 (13) |
C5 | 0.0131 (11) | 0.0174 (11) | 0.0191 (14) | −0.0031 (9) | 0.0021 (11) | 0.0014 (10) |
C6 | 0.0184 (13) | 0.0198 (12) | 0.0202 (15) | −0.0002 (10) | 0.0069 (12) | −0.0026 (10) |
C7 | 0.0203 (13) | 0.0229 (12) | 0.0183 (14) | −0.0024 (10) | 0.0004 (12) | −0.0043 (10) |
C8 | 0.0176 (13) | 0.0218 (12) | 0.0283 (16) | −0.0006 (10) | 0.0029 (12) | −0.0047 (11) |
C9 | 0.0207 (14) | 0.0320 (14) | 0.0317 (18) | 0.0041 (11) | 0.0057 (13) | −0.0129 (12) |
C10 | 0.0202 (14) | 0.0297 (14) | 0.0227 (16) | −0.0022 (11) | 0.0028 (12) | −0.0101 (11) |
C11 | 0.0221 (15) | 0.0389 (16) | 0.043 (2) | 0.0058 (12) | −0.0034 (15) | −0.0107 (14) |
C12 | 0.0182 (13) | 0.0154 (11) | 0.0190 (14) | 0.0028 (9) | 0.0020 (12) | −0.0009 (9) |
C13 | 0.0212 (13) | 0.0230 (12) | 0.0227 (15) | 0.0017 (10) | −0.0003 (12) | −0.0025 (11) |
C14 | 0.0178 (13) | 0.0257 (13) | 0.0332 (17) | −0.0041 (11) | 0.0029 (13) | −0.0033 (12) |
C15 | 0.0204 (13) | 0.0193 (12) | 0.0303 (16) | 0.0020 (10) | 0.0077 (13) | −0.0010 (11) |
C16 | 0.0225 (14) | 0.0218 (12) | 0.0210 (15) | 0.0039 (10) | 0.0006 (12) | 0.0014 (10) |
C17 | 0.0171 (13) | 0.0179 (12) | 0.0224 (15) | 0.0020 (9) | −0.0012 (12) | −0.0013 (10) |
C18 | 0.0280 (16) | 0.0316 (15) | 0.047 (2) | −0.0027 (12) | 0.0101 (16) | 0.0071 (13) |
Cl1 | 0.0226 (3) | 0.0275 (3) | 0.0134 (3) | 0.0007 (2) | 0.0024 (3) | −0.0012 (2) |
Cl2 | 0.0215 (3) | 0.0245 (3) | 0.0146 (3) | 0.0010 (2) | 0.0058 (3) | −0.0007 (2) |
N1 | 0.0169 (11) | 0.0241 (11) | 0.0180 (12) | −0.0047 (8) | 0.0035 (10) | −0.0024 (9) |
N2 | 0.0193 (11) | 0.0167 (10) | 0.0146 (11) | 0.0021 (8) | 0.0027 (10) | −0.0010 (8) |
O1 | 0.0135 (8) | 0.0166 (8) | 0.0201 (10) | −0.0001 (7) | 0.0037 (8) | 0.0029 (7) |
O2 | 0.0136 (8) | 0.0163 (8) | 0.0230 (11) | 0.0035 (7) | 0.0028 (8) | 0.0018 (7) |
O3 | 0.0264 (10) | 0.0476 (12) | 0.0239 (12) | −0.0088 (9) | 0.0000 (10) | 0.0122 (9) |
O4 | 0.0232 (10) | 0.0247 (10) | 0.0428 (14) | 0.0049 (8) | −0.0037 (10) | −0.0096 (9) |
O5 | 0.0354 (11) | 0.0295 (10) | 0.0196 (11) | 0.0092 (8) | 0.0081 (9) | −0.0021 (8) |
O6 | 0.0189 (9) | 0.0267 (9) | 0.0302 (12) | −0.0008 (8) | 0.0008 (9) | 0.0048 (8) |
S1 | 0.0149 (3) | 0.0185 (3) | 0.0213 (4) | −0.0032 (2) | 0.0000 (3) | 0.0011 (2) |
S2 | 0.0177 (3) | 0.0179 (3) | 0.0173 (3) | 0.0046 (2) | 0.0021 (3) | 0.0005 (2) |
Mo | 0.01015 (11) | 0.01176 (11) | 0.01350 (13) | 0.00024 (7) | 0.00142 (9) | −0.00009 (7) |
C1—O1 | 1.448 (3) | C11—H11C | 0.9800 |
C1—C2 | 1.494 (3) | C12—C17 | 1.388 (4) |
C1—H1A | 0.9900 | C12—C13 | 1.393 (4) |
C1—H1B | 0.9900 | C12—S2 | 1.752 (3) |
C2—O2 | 1.445 (3) | C13—C14 | 1.383 (4) |
C2—H2A | 0.9900 | C13—H13 | 0.9500 |
C2—H2B | 0.9900 | C14—C15 | 1.398 (4) |
C3—O1 | 1.449 (3) | C14—H14 | 0.9500 |
C3—H3A | 0.9800 | C15—C16 | 1.385 (4) |
C3—H3B | 0.9800 | C15—C18 | 1.503 (4) |
C3—H3C | 0.9800 | C16—C17 | 1.392 (4) |
C4—O2 | 1.442 (3) | C16—H16 | 0.9500 |
C4—H4A | 0.9800 | C17—H17 | 0.9500 |
C4—H4B | 0.9800 | C18—H18A | 0.9800 |
C4—H4C | 0.9800 | C18—H18B | 0.9800 |
C5—C6 | 1.389 (4) | C18—H18C | 0.9800 |
C5—C10 | 1.390 (3) | Cl1—Mo | 2.3730 (8) |
C5—S1 | 1.758 (3) | Cl2—Mo | 2.3842 (8) |
C6—C7 | 1.387 (4) | N1—S1 | 1.638 (2) |
C6—H6 | 0.9500 | N1—Mo | 1.759 (2) |
C7—C8 | 1.389 (4) | N2—S2 | 1.659 (2) |
C7—H7 | 0.9500 | N2—Mo | 1.738 (2) |
C8—C9 | 1.403 (4) | O1—Mo | 2.2868 (16) |
C8—C11 | 1.507 (4) | O2—Mo | 2.2802 (16) |
C9—C10 | 1.378 (4) | O3—S1 | 1.430 (2) |
C9—H9 | 0.9500 | O4—S1 | 1.431 (2) |
C10—H10 | 0.9500 | O5—S2 | 1.4324 (19) |
C11—H11A | 0.9800 | O6—S2 | 1.429 (2) |
C11—H11B | 0.9800 | ||
O1—C1—C2 | 106.53 (19) | C13—C14—C15 | 121.4 (2) |
O1—C1—H1A | 110.4 | C13—C14—H14 | 119.3 |
C2—C1—H1A | 110.4 | C15—C14—H14 | 119.3 |
O1—C1—H1B | 110.4 | C16—C15—C14 | 118.6 (2) |
C2—C1—H1B | 110.4 | C16—C15—C18 | 121.0 (3) |
H1A—C1—H1B | 108.6 | C14—C15—C18 | 120.4 (2) |
O2—C2—C1 | 106.66 (18) | C15—C16—C17 | 121.3 (3) |
O2—C2—H2A | 110.4 | C15—C16—H16 | 119.3 |
C1—C2—H2A | 110.4 | C17—C16—H16 | 119.3 |
O2—C2—H2B | 110.4 | C12—C17—C16 | 118.6 (2) |
C1—C2—H2B | 110.4 | C12—C17—H17 | 120.7 |
H2A—C2—H2B | 108.6 | C16—C17—H17 | 120.7 |
O1—C3—H3A | 109.5 | C15—C18—H18A | 109.5 |
O1—C3—H3B | 109.5 | C15—C18—H18B | 109.5 |
H3A—C3—H3B | 109.5 | H18A—C18—H18B | 109.5 |
O1—C3—H3C | 109.5 | C15—C18—H18C | 109.5 |
H3A—C3—H3C | 109.5 | H18A—C18—H18C | 109.5 |
H3B—C3—H3C | 109.5 | H18B—C18—H18C | 109.5 |
O2—C4—H4A | 109.5 | S1—N1—Mo | 157.85 (15) |
O2—C4—H4B | 109.5 | S2—N2—Mo | 171.85 (14) |
H4A—C4—H4B | 109.5 | C1—O1—C3 | 110.85 (18) |
O2—C4—H4C | 109.5 | C1—O1—Mo | 114.31 (14) |
H4A—C4—H4C | 109.5 | C3—O1—Mo | 121.26 (14) |
H4B—C4—H4C | 109.5 | C4—O2—C2 | 110.29 (19) |
C6—C5—C10 | 121.5 (2) | C4—O2—Mo | 121.87 (15) |
C6—C5—S1 | 120.13 (19) | C2—O2—Mo | 115.90 (14) |
C10—C5—S1 | 118.3 (2) | O3—S1—O4 | 119.63 (13) |
C7—C6—C5 | 118.7 (2) | O3—S1—N1 | 105.31 (12) |
C7—C6—H6 | 120.7 | O4—S1—N1 | 108.77 (12) |
C5—C6—H6 | 120.7 | O3—S1—C5 | 109.40 (12) |
C6—C7—C8 | 121.1 (3) | O4—S1—C5 | 108.58 (12) |
C6—C7—H7 | 119.4 | N1—S1—C5 | 104.03 (11) |
C8—C7—H7 | 119.4 | O6—S2—O5 | 118.99 (12) |
C7—C8—C9 | 118.8 (2) | O6—S2—N2 | 107.89 (11) |
C7—C8—C11 | 121.2 (3) | O5—S2—N2 | 104.79 (11) |
C9—C8—C11 | 120.0 (2) | O6—S2—C12 | 109.18 (12) |
C10—C9—C8 | 120.9 (2) | O5—S2—C12 | 111.55 (12) |
C10—C9—H9 | 119.5 | N2—S2—C12 | 103.09 (11) |
C8—C9—H9 | 119.5 | N2—Mo—N1 | 105.17 (10) |
C9—C10—C5 | 118.9 (3) | N2—Mo—O2 | 163.31 (8) |
C9—C10—H10 | 120.5 | N1—Mo—O2 | 91.51 (8) |
C5—C10—H10 | 120.5 | N2—Mo—O1 | 92.45 (8) |
C8—C11—H11A | 109.5 | N1—Mo—O1 | 162.36 (8) |
C8—C11—H11B | 109.5 | O2—Mo—O1 | 70.88 (6) |
H11A—C11—H11B | 109.5 | N2—Mo—Cl1 | 94.17 (7) |
C8—C11—H11C | 109.5 | N1—Mo—Cl1 | 96.54 (8) |
H11A—C11—H11C | 109.5 | O2—Mo—Cl1 | 84.34 (5) |
H11B—C11—H11C | 109.5 | O1—Mo—Cl1 | 81.15 (5) |
C17—C12—C13 | 121.4 (2) | N2—Mo—Cl2 | 96.13 (7) |
C17—C12—S2 | 119.78 (19) | N1—Mo—Cl2 | 95.94 (7) |
C13—C12—S2 | 118.8 (2) | O2—Mo—Cl2 | 81.26 (5) |
C14—C13—C12 | 118.6 (3) | O1—Mo—Cl2 | 82.66 (5) |
C14—C13—H13 | 120.7 | Cl1—Mo—Cl2 | 161.14 (2) |
C12—C13—H13 | 120.7 | ||
O1—C1—C2—O2 | 54.8 (3) | C10—C5—S1—N1 | 73.7 (2) |
C10—C5—C6—C7 | −0.3 (4) | C17—C12—S2—O6 | 7.1 (2) |
S1—C5—C6—C7 | −179.02 (18) | C13—C12—S2—O6 | −174.55 (19) |
C5—C6—C7—C8 | −0.2 (4) | C17—C12—S2—O5 | −126.5 (2) |
C6—C7—C8—C9 | 0.7 (4) | C13—C12—S2—O5 | 51.9 (2) |
C6—C7—C8—C11 | −179.3 (2) | C17—C12—S2—N2 | 121.6 (2) |
C7—C8—C9—C10 | −0.6 (4) | C13—C12—S2—N2 | −60.0 (2) |
C11—C8—C9—C10 | 179.4 (3) | S1—N1—Mo—N2 | −7.8 (4) |
C8—C9—C10—C5 | 0.1 (4) | S1—N1—Mo—O2 | 171.5 (4) |
C6—C5—C10—C9 | 0.4 (4) | S1—N1—Mo—O1 | 174.6 (2) |
S1—C5—C10—C9 | 179.1 (2) | S1—N1—Mo—Cl1 | −104.0 (4) |
C17—C12—C13—C14 | −0.1 (4) | S1—N1—Mo—Cl2 | 90.2 (4) |
S2—C12—C13—C14 | −178.5 (2) | C4—O2—Mo—N2 | 149.1 (3) |
C12—C13—C14—C15 | 0.4 (4) | C2—O2—Mo—N2 | 10.0 (4) |
C13—C14—C15—C16 | 0.2 (4) | C4—O2—Mo—N1 | −28.8 (2) |
C13—C14—C15—C18 | −179.1 (3) | C2—O2—Mo—N1 | −167.90 (17) |
C14—C15—C16—C17 | −1.0 (4) | C4—O2—Mo—O1 | 152.2 (2) |
C18—C15—C16—C17 | 178.2 (2) | C2—O2—Mo—O1 | 13.09 (15) |
C13—C12—C17—C16 | −0.7 (4) | C4—O2—Mo—Cl1 | −125.2 (2) |
S2—C12—C17—C16 | 177.63 (19) | C2—O2—Mo—Cl1 | 95.67 (15) |
C15—C16—C17—C12 | 1.3 (4) | C4—O2—Mo—Cl2 | 66.99 (19) |
C2—C1—O1—C3 | 172.7 (2) | C2—O2—Mo—Cl2 | −72.12 (15) |
C2—C1—O1—Mo | −46.0 (2) | C1—O1—Mo—N2 | −162.14 (16) |
C1—C2—O2—C4 | 175.4 (2) | C3—O1—Mo—N2 | −25.16 (19) |
C1—C2—O2—Mo | −40.9 (2) | C1—O1—Mo—N1 | 15.5 (3) |
Mo—N1—S1—O3 | −75.6 (4) | C3—O1—Mo—N1 | 152.4 (3) |
Mo—N1—S1—O4 | 53.8 (4) | C1—O1—Mo—O2 | 18.75 (15) |
Mo—N1—S1—C5 | 169.3 (4) | C3—O1—Mo—O2 | 155.7 (2) |
C6—C5—S1—O3 | 140.3 (2) | C1—O1—Mo—Cl1 | −68.29 (15) |
C10—C5—S1—O3 | −38.4 (2) | C3—O1—Mo—Cl1 | 68.68 (18) |
C6—C5—S1—O4 | 8.2 (2) | C1—O1—Mo—Cl2 | 102.00 (15) |
C10—C5—S1—O4 | −170.56 (19) | C3—O1—Mo—Cl2 | −121.03 (18) |
C6—C5—S1—N1 | −107.6 (2) |
Experimental details
Crystal data | |
Chemical formula | [Mo(C7H7NO2S)2Cl2(C4H10O2)] |
Mr | 595.35 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 150 |
a, b, c (Å) | 11.895 (2), 13.124 (2), 15.564 (3) |
β (°) | 104.66 (2) |
V (Å3) | 2350.7 (7) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.00 |
Crystal size (mm) | 0.60 × 0.32 × 0.16 |
Data collection | |
Diffractometer | Stoe IPDS diffractometer |
Absorption correction | Part of the refinement model (ΔF) [ABSCOR (Higashi, 1995), a modification of DIFABS (Walker & Stuart, 1983). In contrast with DIFABS, ABSCOR loads F2 values instead of F values. |
Tmin, Tmax | 0.585, 0.856 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 15274, 4329, 3598 |
Rint | 0.047 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.031, 0.071, 1.05 |
No. of reflections | 4329 |
No. of parameters | 284 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.37, −0.67 |
Computer programs: IPDS (Stoe & Cie, 1997), IPDS, SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), DIAMOND (Brandenburg & Berndt, 1999), SHELXL97.
The title compound, (I), was first reported in 1999 (Korn et al., 1999). The authors reported its reaction with P(CH3)3, when one tosylimide group is transferred to the P atom. We have recently found that compound (I) reacts readily with different alkyl- and arylphosphanes and also with some strained cycloalkenes, easily transferring the nitrene group (Rufanov, in preparation). Analogous bis(arylimido) complexes do not react in this way. In order to explain such reactivity of (I), we have studied its crystal structure (Fig. 1) and present the results here.
We assumed that the reactivity of bis(imido) complexes in nitrene transfer strongly depends on the Lewis acidity of the Mo centre. As the `probe' for this, we have used the range of the Mo—Cl bond lengths. For the title Mo complex, we found values of 2.3730 (8) and 2.3842 (7) Å, which are almost equal to the Mo—Cl bond lengths in the structure of the mixed oxo–imido Mo complex (C6F5N)Mo(O)Cl2(dme) [2.3770 (9) and 2.3876 (9) Å; dme is ? Please define; Rufanov et al., 2001] and very close to the values of 2.347 (4) and 2.340 Å found in the molecular structure of the dioxo analogue MoO2Cl2(dme) (Kamenar et al., 1982). Comparison of this parameter with the known structures of similar bis(arylimido) Mo complexes confirms that the Mo—Cl bond lengths in (I) are the shortest in the whole series (Fig. 2). Therefore, we have confirmed our initial assumption about the role of the Lewis acidity of the Mo centre for the reactivity of bis(imido) Mo complexes in the nitrene transfer reaction. We have found that the title complex has the highest Lewis acidity within this series of complexes, i.e. comparable with Mo–oxo complexes, which are well known as efficient oxo-group transfer reagents. This clearly explains the high reactivity of (I) and its versatility as a nitrene transfer reagent.