Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806030339/ci2115sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806030339/ci2115Isup2.hkl |
CCDC reference: 620740
Key indicators
- Single-crystal X-ray study
- T = 120 K
- Mean (C-C) = 0.005 Å
- R factor = 0.040
- wR factor = 0.097
- Data-to-parameter ratio = 16.0
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C19
Alert level C PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.55 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C16 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for O2 PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5 PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C19 - C20 ... 1.41 Ang.
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 5 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 5 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 0 ALERT type 5 Informative message, check
Data collection: IPDS Software (Stoe & Cie, 1997); cell refinement: IPDS Software; data reduction: X-RED (Stoe & Cie, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[Mg(C7H5S2)2(C4H8O)2] | F(000) = 1000 |
Mr = 474.98 | Dx = 1.306 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 8000 reflections |
a = 8.3846 (9) Å | θ = 1.5–26° |
b = 14.3899 (9) Å | µ = 0.44 mm−1 |
c = 20.0275 (15) Å | T = 120 K |
β = 90.287 (11)° | Block, red–orange |
V = 2416.4 (4) Å3 | 0.55 × 0.45 × 0.3 mm |
Z = 4 |
Stoe IPDS diffractometer | 2373 reflections with I > 2σ(I) |
φ scans | Rint = 0.039 |
Absorption correction: numerical [X-RED32 (Stoe & Cie, 1997); crystal shape approximated by a polyhedron with 13 faces] | θmax = 25.1°, θmin = 2.5° |
Tmin = 0.781, Tmax = 0.876 | h = −7→9 |
10590 measured reflections | k = −17→17 |
4201 independent reflections | l = −23→23 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.040 | w = 1/[σ2(Fo2) + (0.0526P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.097 | (Δ/σ)max < 0.001 |
S = 0.85 | Δρmax = 0.31 e Å−3 |
4201 reflections | Δρmin = −0.19 e Å−3 |
262 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.3212 (3) | 0.35213 (19) | 0.06803 (13) | 0.0463 (7) | |
C2 | 0.3600 (4) | 0.27971 (19) | 0.01766 (13) | 0.0476 (7) | |
C3 | 0.3342 (4) | 0.1864 (2) | 0.03151 (16) | 0.0623 (9) | |
H3 | 0.2952 | 0.1691 | 0.0742 | 0.075* | |
C4 | 0.3637 (5) | 0.1189 (2) | −0.01497 (19) | 0.0760 (11) | |
H4 | 0.3425 | 0.0556 | −0.0047 | 0.091* | |
C5 | 0.4237 (5) | 0.1423 (3) | −0.07621 (19) | 0.0791 (11) | |
H5 | 0.4447 | 0.0956 | −0.1085 | 0.095* | |
C6 | 0.4533 (6) | 0.2339 (3) | −0.09049 (17) | 0.0861 (12) | |
H6 | 0.4968 | 0.2501 | −0.1326 | 0.103* | |
C7 | 0.4207 (5) | 0.3032 (2) | −0.04436 (15) | 0.0690 (10) | |
H7 | 0.4399 | 0.3665 | −0.0552 | 0.083* | |
C8 | 0.4361 (4) | 0.54025 (19) | 0.27621 (13) | 0.0513 (8) | |
C9 | 0.5488 (4) | 0.5613 (2) | 0.33166 (14) | 0.0535 (8) | |
C10 | 0.4968 (5) | 0.5623 (3) | 0.39717 (16) | 0.0743 (10) | |
H10 | 0.3905 | 0.5445 | 0.4073 | 0.089* | |
C11 | 0.6002 (6) | 0.5892 (3) | 0.44820 (17) | 0.0899 (13) | |
H11 | 0.5627 | 0.5908 | 0.4929 | 0.108* | |
C12 | 0.7543 (6) | 0.6134 (3) | 0.4353 (2) | 0.0827 (11) | |
H12 | 0.8222 | 0.6343 | 0.4703 | 0.099* | |
C13 | 0.8100 (5) | 0.6072 (3) | 0.3717 (2) | 0.0852 (11) | |
H13 | 0.9186 | 0.6208 | 0.3627 | 0.102* | |
C14 | 0.7088 (5) | 0.5812 (2) | 0.32028 (17) | 0.0730 (10) | |
H14 | 0.7494 | 0.5768 | 0.2762 | 0.088* | |
C15 | −0.1283 (5) | 0.4530 (3) | 0.11636 (17) | 0.0815 (11) | |
H15A | −0.0726 | 0.4591 | 0.0731 | 0.098* | |
H15B | −0.1958 | 0.5086 | 0.1231 | 0.098* | |
C16 | −0.2249 (6) | 0.3690 (3) | 0.1173 (2) | 0.1140 (17) | |
H16A | −0.1761 | 0.3193 | 0.09 | 0.137* | |
H16B | −0.3342 | 0.3813 | 0.1007 | 0.137* | |
C17 | −0.2257 (6) | 0.3432 (3) | 0.1905 (2) | 0.1066 (15) | |
H17A | −0.3115 | 0.3766 | 0.2144 | 0.128* | |
H17B | −0.2417 | 0.2755 | 0.1962 | 0.128* | |
C18 | −0.0682 (5) | 0.3715 (3) | 0.21545 (19) | 0.0930 (13) | |
H18A | −0.076 | 0.3957 | 0.2616 | 0.112* | |
H18B | 0.0065 | 0.3182 | 0.2152 | 0.112* | |
C19 | 0.0721 (7) | 0.6857 (3) | 0.19979 (19) | 0.1181 (19) | |
H19A | 0.0003 | 0.653 | 0.2311 | 0.142* | |
H19B | 0.1668 | 0.7072 | 0.2251 | 0.142* | |
C20 | −0.0076 (7) | 0.7623 (3) | 0.1711 (2) | 0.1102 (16) | |
H20A | 0.0187 | 0.8202 | 0.1956 | 0.132* | |
H20B | −0.1245 | 0.753 | 0.1722 | 0.132* | |
C21 | 0.0488 (7) | 0.7673 (3) | 0.1026 (2) | 0.1101 (17) | |
H21A | 0.138 | 0.812 | 0.099 | 0.132* | |
H21B | −0.0383 | 0.7873 | 0.0723 | 0.132* | |
C22 | 0.1031 (6) | 0.6718 (3) | 0.08529 (16) | 0.0914 (14) | |
H22A | 0.0235 | 0.6403 | 0.0564 | 0.11* | |
H22B | 0.2062 | 0.674 | 0.0614 | 0.11* | |
S1 | 0.27312 (11) | 0.46031 (5) | 0.04190 (3) | 0.0543 (2) | |
S2 | 0.32480 (12) | 0.32459 (6) | 0.14979 (4) | 0.0616 (2) | |
S3 | 0.49202 (11) | 0.56067 (6) | 0.19715 (4) | 0.0640 (3) | |
S4 | 0.25183 (11) | 0.49763 (7) | 0.29300 (4) | 0.0648 (3) | |
O1 | −0.0142 (3) | 0.44346 (15) | 0.17040 (10) | 0.0663 (6) | |
O2 | 0.1202 (3) | 0.62366 (14) | 0.14753 (9) | 0.0603 (6) | |
Mg1 | 0.21656 (13) | 0.49314 (7) | 0.16523 (4) | 0.0519 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0427 (19) | 0.0525 (17) | 0.0435 (15) | −0.0059 (14) | −0.0033 (13) | 0.0046 (13) |
C2 | 0.0439 (19) | 0.0510 (17) | 0.0479 (16) | −0.0007 (14) | −0.0068 (13) | 0.0013 (14) |
C3 | 0.062 (2) | 0.057 (2) | 0.068 (2) | −0.0053 (17) | 0.0003 (17) | 0.0010 (17) |
C4 | 0.081 (3) | 0.056 (2) | 0.091 (3) | −0.0060 (19) | −0.001 (2) | −0.011 (2) |
C5 | 0.092 (3) | 0.069 (3) | 0.076 (2) | 0.009 (2) | −0.005 (2) | −0.021 (2) |
C6 | 0.121 (4) | 0.082 (3) | 0.056 (2) | 0.006 (2) | 0.015 (2) | −0.0072 (19) |
C7 | 0.102 (3) | 0.056 (2) | 0.0493 (18) | 0.0002 (19) | 0.0099 (18) | −0.0006 (15) |
C8 | 0.059 (2) | 0.0499 (17) | 0.0452 (16) | 0.0007 (15) | 0.0017 (14) | 0.0006 (13) |
C9 | 0.059 (2) | 0.0547 (18) | 0.0466 (17) | 0.0080 (16) | −0.0072 (15) | −0.0038 (14) |
C10 | 0.064 (3) | 0.105 (3) | 0.0536 (19) | 0.016 (2) | −0.0033 (17) | −0.0166 (19) |
C11 | 0.092 (4) | 0.125 (3) | 0.052 (2) | 0.016 (3) | −0.012 (2) | −0.025 (2) |
C12 | 0.080 (3) | 0.086 (3) | 0.081 (3) | 0.000 (2) | −0.032 (2) | −0.006 (2) |
C13 | 0.077 (3) | 0.097 (3) | 0.081 (3) | −0.018 (2) | −0.018 (2) | 0.010 (2) |
C14 | 0.070 (3) | 0.086 (3) | 0.063 (2) | −0.014 (2) | −0.0059 (19) | −0.0004 (18) |
C15 | 0.062 (3) | 0.116 (3) | 0.066 (2) | −0.011 (2) | −0.0071 (18) | 0.018 (2) |
C16 | 0.122 (4) | 0.136 (4) | 0.084 (3) | −0.065 (3) | −0.017 (3) | 0.007 (3) |
C17 | 0.097 (4) | 0.114 (3) | 0.109 (3) | −0.044 (3) | −0.006 (3) | 0.024 (3) |
C18 | 0.083 (3) | 0.109 (3) | 0.087 (3) | −0.022 (3) | 0.003 (2) | 0.045 (2) |
C19 | 0.206 (6) | 0.085 (3) | 0.063 (2) | 0.050 (3) | 0.030 (3) | −0.008 (2) |
C20 | 0.151 (5) | 0.097 (3) | 0.082 (3) | 0.042 (3) | 0.012 (3) | −0.007 (2) |
C21 | 0.163 (5) | 0.080 (3) | 0.087 (3) | 0.033 (3) | 0.016 (3) | 0.016 (2) |
C22 | 0.143 (4) | 0.078 (3) | 0.054 (2) | 0.019 (3) | 0.002 (2) | 0.0079 (19) |
S1 | 0.0742 (6) | 0.0519 (4) | 0.0367 (4) | 0.0020 (4) | 0.0005 (3) | 0.0057 (3) |
S2 | 0.0801 (7) | 0.0623 (5) | 0.0425 (4) | 0.0022 (5) | −0.0044 (4) | 0.0120 (4) |
S3 | 0.0650 (6) | 0.0822 (6) | 0.0447 (4) | −0.0126 (5) | 0.0046 (4) | 0.0011 (4) |
S4 | 0.0618 (6) | 0.0942 (6) | 0.0385 (4) | −0.0116 (5) | 0.0002 (4) | 0.0050 (4) |
O1 | 0.0643 (16) | 0.0811 (15) | 0.0533 (12) | −0.0173 (12) | −0.0073 (11) | 0.0222 (11) |
O2 | 0.0812 (17) | 0.0600 (13) | 0.0397 (10) | 0.0057 (11) | 0.0022 (10) | −0.0015 (9) |
Mg1 | 0.0603 (7) | 0.0599 (6) | 0.0355 (5) | −0.0036 (5) | −0.0008 (4) | 0.0034 (4) |
C1—C2 | 1.487 (4) | C15—H15A | 0.99 |
C1—S2 | 1.685 (3) | C15—H15B | 0.99 |
C1—S1 | 1.690 (3) | C16—C17 | 1.512 (5) |
C2—C7 | 1.387 (4) | C16—H16A | 0.99 |
C2—C3 | 1.388 (4) | C16—H16B | 0.99 |
C3—C4 | 1.370 (4) | C17—C18 | 1.468 (6) |
C3—H3 | 0.95 | C17—H17A | 0.99 |
C4—C5 | 1.370 (5) | C17—H17B | 0.99 |
C4—H4 | 0.95 | C18—O1 | 1.448 (4) |
C5—C6 | 1.371 (5) | C18—H18A | 0.99 |
C5—H5 | 0.95 | C18—H18B | 0.99 |
C6—C7 | 1.388 (4) | C19—C20 | 1.410 (5) |
C6—H6 | 0.95 | C19—O2 | 1.435 (4) |
C7—H7 | 0.95 | C19—H19A | 0.99 |
C8—C9 | 1.486 (4) | C19—H19B | 0.99 |
C8—S3 | 1.679 (3) | C20—C21 | 1.455 (5) |
C8—S4 | 1.698 (3) | C20—H20A | 0.99 |
C9—C10 | 1.385 (4) | C20—H20B | 0.99 |
C9—C14 | 1.391 (5) | C21—C22 | 1.490 (5) |
C10—C11 | 1.392 (5) | C21—H21A | 0.99 |
C10—H10 | 0.95 | C21—H21B | 0.99 |
C11—C12 | 1.364 (5) | C22—O2 | 1.432 (4) |
C11—H11 | 0.95 | C22—H22A | 0.99 |
C12—C13 | 1.361 (5) | C22—H22B | 0.99 |
C12—H12 | 0.95 | S1—Mg1 | 2.5614 (11) |
C13—C14 | 1.383 (5) | S2—Mg1 | 2.6086 (13) |
C13—H13 | 0.95 | S3—Mg1 | 2.5831 (14) |
C14—H14 | 0.95 | S4—Mg1 | 2.5753 (11) |
C15—O1 | 1.447 (4) | O1—Mg1 | 2.065 (2) |
C15—C16 | 1.455 (5) | O2—Mg1 | 2.074 (2) |
C2—C1—S2 | 119.4 (2) | C16—C17—H17B | 110.8 |
C2—C1—S1 | 119.20 (19) | H17A—C17—H17B | 108.9 |
S2—C1—S1 | 121.37 (16) | O1—C18—C17 | 105.7 (3) |
C7—C2—C3 | 118.2 (3) | O1—C18—H18A | 110.6 |
C7—C2—C1 | 121.3 (3) | C17—C18—H18A | 110.6 |
C3—C2—C1 | 120.5 (2) | O1—C18—H18B | 110.6 |
C4—C3—C2 | 121.5 (3) | C17—C18—H18B | 110.6 |
C4—C3—H3 | 119.3 | H18A—C18—H18B | 108.7 |
C2—C3—H3 | 119.3 | C20—C19—O2 | 108.9 (3) |
C3—C4—C5 | 120.1 (3) | C20—C19—H19A | 109.9 |
C3—C4—H4 | 119.9 | O2—C19—H19A | 109.9 |
C5—C4—H4 | 119.9 | C20—C19—H19B | 109.9 |
C4—C5—C6 | 119.4 (3) | O2—C19—H19B | 109.9 |
C4—C5—H5 | 120.3 | H19A—C19—H19B | 108.3 |
C6—C5—H5 | 120.3 | C19—C20—C21 | 105.5 (4) |
C5—C6—C7 | 121.0 (3) | C19—C20—H20A | 110.7 |
C5—C6—H6 | 119.5 | C21—C20—H20A | 110.7 |
C7—C6—H6 | 119.5 | C19—C20—H20B | 110.7 |
C2—C7—C6 | 119.7 (3) | C21—C20—H20B | 110.7 |
C2—C7—H7 | 120.2 | H20A—C20—H20B | 108.8 |
C6—C7—H7 | 120.2 | C20—C21—C22 | 106.0 (3) |
C9—C8—S3 | 119.3 (2) | C20—C21—H21A | 110.5 |
C9—C8—S4 | 120.1 (2) | C22—C21—H21A | 110.5 |
S3—C8—S4 | 120.57 (19) | C20—C21—H21B | 110.5 |
C10—C9—C14 | 117.5 (3) | C22—C21—H21B | 110.5 |
C10—C9—C8 | 120.5 (3) | H21A—C21—H21B | 108.7 |
C14—C9—C8 | 122.0 (3) | O2—C22—C21 | 105.8 (3) |
C9—C10—C11 | 120.0 (4) | O2—C22—H22A | 110.6 |
C9—C10—H10 | 120 | C21—C22—H22A | 110.6 |
C11—C10—H10 | 120 | O2—C22—H22B | 110.6 |
C12—C11—C10 | 121.3 (4) | C21—C22—H22B | 110.6 |
C12—C11—H11 | 119.4 | H22A—C22—H22B | 108.7 |
C10—C11—H11 | 119.4 | C1—S1—Mg1 | 85.20 (9) |
C11—C12—C13 | 119.3 (4) | C1—S2—Mg1 | 83.80 (10) |
C11—C12—H12 | 120.3 | C8—S3—Mg1 | 85.07 (12) |
C13—C12—H12 | 120.3 | C8—S4—Mg1 | 84.97 (10) |
C12—C13—C14 | 120.2 (4) | C15—O1—C18 | 109.0 (3) |
C12—C13—H13 | 119.9 | C15—O1—Mg1 | 123.07 (18) |
C14—C13—H13 | 119.9 | C18—O1—Mg1 | 125.1 (2) |
C13—C14—C9 | 121.5 (3) | C22—O2—C19 | 107.9 (3) |
C13—C14—H14 | 119.3 | C22—O2—Mg1 | 128.57 (18) |
C9—C14—H14 | 119.3 | C19—O2—Mg1 | 123.3 (2) |
O1—C15—C16 | 106.1 (3) | O1—Mg1—O2 | 87.59 (10) |
O1—C15—H15A | 110.5 | O1—Mg1—S1 | 99.35 (7) |
C16—C15—H15A | 110.5 | O2—Mg1—S1 | 94.35 (6) |
O1—C15—H15B | 110.5 | O1—Mg1—S4 | 93.55 (7) |
C16—C15—H15B | 110.5 | O2—Mg1—S4 | 100.94 (6) |
H15A—C15—H15B | 108.7 | S1—Mg1—S4 | 160.38 (5) |
C15—C16—C17 | 102.8 (3) | O1—Mg1—S3 | 162.61 (7) |
C15—C16—H16A | 111.2 | O2—Mg1—S3 | 92.78 (8) |
C17—C16—H16A | 111.2 | S1—Mg1—S3 | 97.95 (4) |
C15—C16—H16B | 111.2 | S4—Mg1—S3 | 69.30 (4) |
C17—C16—H16B | 111.2 | O1—Mg1—S2 | 90.61 (8) |
H16A—C16—H16B | 109.1 | O2—Mg1—S2 | 163.13 (7) |
C18—C17—C16 | 104.7 (3) | S1—Mg1—S2 | 69.39 (3) |
C18—C17—H17A | 110.8 | S4—Mg1—S2 | 95.91 (4) |
C16—C17—H17A | 110.8 | S3—Mg1—S2 | 93.90 (5) |
C18—C17—H17B | 110.8 |