| Literature DB >> 21589246 |
Xiu-Chun Yi1, Li Yan, En-Qing Gao.
Abstract
In the title complex, {[Mn(C(14)H(6)O(6)S)(C(2)H(6)O(2))(H(2)O)(2)]·C(4)H(9)NO}(n), the Mn(II) ion is six-coordinated in a trans-octa-hedral geometry by two carboxyl-ate O atoms from two 5,5-dioxodibenzo[b,d]thio-phene-3,7-dicarboxyl-ate (L) ligands in a monodentate mode, two O atoms from two ethyl-ene glycol (EG) mol-ecules and two aqua O atoms. The metal ions are linked by the EG and L ligands, forming two-dimensional coordination networks, which are associated into the three-dimensional structure through O-H⋯O hydrogen bonds.Entities:
Year: 2010 PMID: 21589246 PMCID: PMC3011537 DOI: 10.1107/S1600536810045411
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [Mn(C14H6O6S)(C2H6O2)(H2O)2]·C4H9NO | |
| Monoclinic, | Mo |
| Hall symbol: -P 2ybc | Cell parameters from 9208 reflections |
| θ = 2.3–26° | |
| µ = 0.73 mm−1 | |
| β = 100.544 (1)° | Columnar, colourless |
| 0.30 × 0.20 × 0.10 mm | |
| Bruker APEXII CCD area-detector diffractometer | 5716 independent reflections |
| Radiation source: fine-focus sealed tube | 5221 reflections with |
| graphite | |
| φ and ω scans | θmax = 28.4°, θmin = 1.5° |
| Absorption correction: multi-scan ( | |
| 30673 measured reflections |
| Refinement on | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: geom and difmap |
| H atoms treated by a mixture of independent and constrained refinement | |
| (Δ/σ)max = 0.001 | |
| 5716 reflections | Δρmax = 0.32 e Å−3 |
| 335 parameters | Δρmin = −0.36 e Å−3 |
| 4 restraints | Extinction correction: |
| Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0011 (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 |
| Mn1 | 0.22688 (3) | 0.673463 (17) | 0.267191 (7) | 0.02227 (7) | |
| C1 | 0.43784 (19) | 0.86846 (12) | 0.33374 (5) | 0.0236 (3) | |
| C2 | 0.53981 (19) | 0.90349 (12) | 0.38359 (5) | 0.0225 (3) | |
| C3 | 0.5765 (2) | 1.01741 (12) | 0.39461 (5) | 0.0249 (3) | |
| H3A | 0.5433 | 1.0713 | 0.3703 | 0.030* | |
| C4 | 0.5922 (2) | 0.82195 (11) | 0.41959 (5) | 0.0247 (3) | |
| H4A | 0.5704 | 0.7454 | 0.4130 | 0.030* | |
| C5 | 0.6613 (2) | 1.05261 (12) | 0.44092 (5) | 0.0247 (3) | |
| H5A | 0.6842 | 1.1290 | 0.4476 | 0.030* | |
| C6 | 0.67736 (19) | 0.85829 (12) | 0.46533 (5) | 0.0229 (3) | |
| C7 | 0.71153 (19) | 0.97220 (11) | 0.47712 (5) | 0.0216 (2) | |
| C8 | 0.79778 (19) | 0.98999 (11) | 0.52870 (5) | 0.0213 (2) | |
| C9 | 0.8502 (2) | 1.09104 (11) | 0.55269 (5) | 0.0244 (3) | |
| H9A | 0.8314 | 1.1596 | 0.5362 | 0.029* | |
| C10 | 0.8262 (2) | 0.88924 (11) | 0.55495 (5) | 0.0229 (3) | |
| C11 | 0.9316 (2) | 1.08823 (12) | 0.60187 (5) | 0.0242 (3) | |
| H11A | 0.9687 | 1.1557 | 0.6180 | 0.029* | |
| C12 | 0.90422 (19) | 0.88466 (12) | 0.60378 (5) | 0.0235 (3) | |
| H12A | 0.9199 | 0.8161 | 0.6203 | 0.028* | |
| C13 | 0.95877 (18) | 0.98663 (11) | 0.62747 (5) | 0.0215 (3) | |
| C14 | 1.05227 (19) | 0.98394 (12) | 0.68052 (5) | 0.0224 (3) | |
| O1 | 0.39522 (15) | 0.76549 (9) | 0.32753 (4) | 0.0290 (2) | |
| O2 | 0.39864 (18) | 0.94438 (10) | 0.30224 (4) | 0.0366 (3) | |
| O3 | 1.05942 (16) | 0.88879 (9) | 0.70073 (4) | 0.0316 (2) | |
| O4 | 1.11941 (17) | 1.07339 (9) | 0.70058 (4) | 0.0339 (2) | |
| O5 | 0.5980 (2) | 0.71159 (11) | 0.53019 (4) | 0.0437 (3) | |
| O6 | 0.92266 (19) | 0.70701 (10) | 0.51083 (4) | 0.0411 (3) | |
| S1 | 0.75616 (5) | 0.77206 (3) | 0.516692 (12) | 0.02602 (9) | |
| C15 | −0.2116 (2) | 0.65002 (14) | 0.28938 (6) | 0.0334 (3) | |
| H15A | −0.2780 | 0.6571 | 0.3167 | 0.040* | |
| H15B | −0.1888 | 0.5702 | 0.2847 | 0.040* | |
| C16 | −0.3383 (2) | 0.69648 (15) | 0.24442 (6) | 0.0334 (3) | |
| H16A | −0.3629 | 0.7761 | 0.2490 | 0.040* | |
| H16B | −0.2730 | 0.6894 | 0.2169 | 0.040* | |
| O7 | −0.03049 (15) | 0.70750 (10) | 0.30054 (4) | 0.0312 (2) | |
| H7 | −0.052 (3) | 0.777 (2) | 0.3005 (8) | 0.048 (6)* | |
| O8 | −0.51664 (16) | 0.63629 (11) | 0.23467 (5) | 0.0381 (3) | |
| H8 | −0.495 (3) | 0.5748 (15) | 0.2233 (8) | 0.052 (6)* | |
| O9 | 0.1821 (2) | 0.83273 (10) | 0.23213 (5) | 0.0471 (3) | |
| H9C | 0.135 (3) | 0.854 (2) | 0.2043 (6) | 0.056 (7)* | |
| H9B | 0.246 (3) | 0.8828 (18) | 0.2484 (7) | 0.057 (7)* | |
| O10 | 0.24423 (19) | 0.49977 (10) | 0.29494 (5) | 0.0352 (3) | |
| H10C | 0.182 (3) | 0.474 (2) | 0.3150 (9) | 0.057 (7)* | |
| H10B | 0.210 (4) | 0.463 (2) | 0.2701 (10) | 0.072 (9)* | |
| C17 | −0.0751 (4) | 1.0498 (2) | 0.08416 (8) | 0.0639 (6) | |
| H17A | −0.1888 | 1.0591 | 0.0981 | 0.096* | |
| H17B | −0.1115 | 1.0281 | 0.0507 | 0.096* | |
| H17C | −0.0053 | 1.1199 | 0.0863 | 0.096* | |
| C18 | 0.0504 (3) | 0.95932 (15) | 0.11144 (6) | 0.0391 (4) | |
| C19 | 0.3395 (3) | 0.8464 (2) | 0.12584 (8) | 0.0578 (5) | |
| H19A | 0.2600 | 0.7865 | 0.1344 | 0.087* | |
| H19B | 0.4142 | 0.8782 | 0.1548 | 0.087* | |
| H19C | 0.4244 | 0.8168 | 0.1057 | 0.087* | |
| C20 | 0.2899 (5) | 0.9857 (2) | 0.05873 (11) | 0.0830 (9) | |
| H20A | 0.2025 | 1.0437 | 0.0443 | 0.125* | |
| H20B | 0.3005 | 0.9288 | 0.0349 | 0.125* | |
| H20C | 0.4144 | 1.0184 | 0.0703 | 0.125* | |
| O11 | −0.0072 (2) | 0.90934 (12) | 0.14522 (4) | 0.0461 (3) | |
| N1 | 0.2175 (2) | 0.93427 (13) | 0.09933 (6) | 0.0440 (3) |
| Mn1 | 0.02329 (11) | 0.02213 (11) | 0.01900 (11) | −0.00047 (7) | −0.00245 (8) | −0.00162 (7) |
| C1 | 0.0221 (6) | 0.0278 (7) | 0.0191 (6) | −0.0016 (5) | −0.0007 (5) | −0.0006 (5) |
| C2 | 0.0211 (6) | 0.0267 (6) | 0.0184 (6) | −0.0021 (5) | 0.0002 (5) | −0.0018 (5) |
| C3 | 0.0283 (7) | 0.0253 (7) | 0.0193 (6) | −0.0009 (5) | −0.0004 (5) | 0.0015 (5) |
| C4 | 0.0268 (7) | 0.0227 (6) | 0.0228 (6) | −0.0024 (5) | −0.0006 (5) | −0.0026 (5) |
| C5 | 0.0302 (7) | 0.0217 (6) | 0.0207 (6) | −0.0010 (5) | 0.0009 (5) | −0.0008 (5) |
| C6 | 0.0244 (6) | 0.0235 (6) | 0.0190 (6) | 0.0005 (5) | −0.0006 (5) | 0.0014 (5) |
| C7 | 0.0212 (6) | 0.0247 (6) | 0.0177 (6) | −0.0004 (5) | 0.0005 (5) | −0.0012 (5) |
| C8 | 0.0216 (6) | 0.0236 (6) | 0.0178 (6) | 0.0000 (5) | 0.0013 (5) | −0.0002 (5) |
| C9 | 0.0301 (7) | 0.0212 (6) | 0.0204 (6) | 0.0001 (5) | 0.0010 (5) | 0.0014 (5) |
| C10 | 0.0255 (6) | 0.0211 (6) | 0.0206 (6) | −0.0014 (5) | 0.0006 (5) | −0.0020 (5) |
| C11 | 0.0276 (6) | 0.0225 (6) | 0.0209 (6) | −0.0011 (5) | 0.0004 (5) | −0.0026 (5) |
| C12 | 0.0257 (6) | 0.0231 (6) | 0.0203 (6) | 0.0011 (5) | 0.0003 (5) | 0.0020 (5) |
| C13 | 0.0203 (6) | 0.0255 (6) | 0.0176 (6) | 0.0015 (5) | 0.0002 (5) | −0.0005 (5) |
| C14 | 0.0213 (6) | 0.0256 (6) | 0.0187 (6) | 0.0031 (5) | −0.0004 (5) | −0.0007 (5) |
| O1 | 0.0348 (5) | 0.0260 (5) | 0.0221 (5) | −0.0033 (4) | −0.0054 (4) | −0.0028 (4) |
| O2 | 0.0494 (7) | 0.0311 (6) | 0.0234 (5) | −0.0091 (5) | −0.0092 (5) | 0.0045 (4) |
| O3 | 0.0397 (6) | 0.0270 (5) | 0.0222 (5) | −0.0004 (4) | −0.0094 (4) | 0.0035 (4) |
| O4 | 0.0472 (6) | 0.0264 (5) | 0.0234 (5) | −0.0010 (5) | −0.0062 (4) | −0.0033 (4) |
| O5 | 0.0572 (8) | 0.0372 (6) | 0.0347 (6) | −0.0207 (6) | 0.0036 (5) | 0.0026 (5) |
| O6 | 0.0543 (7) | 0.0313 (6) | 0.0340 (6) | 0.0154 (5) | −0.0022 (5) | −0.0037 (5) |
| S1 | 0.03603 (19) | 0.01997 (16) | 0.01953 (16) | −0.00206 (13) | −0.00157 (13) | −0.00020 (11) |
| C15 | 0.0273 (7) | 0.0319 (7) | 0.0406 (8) | −0.0013 (6) | 0.0048 (6) | 0.0038 (6) |
| C16 | 0.0256 (7) | 0.0369 (8) | 0.0372 (8) | −0.0023 (6) | 0.0044 (6) | −0.0012 (6) |
| O7 | 0.0269 (5) | 0.0278 (5) | 0.0375 (6) | 0.0006 (4) | 0.0022 (4) | −0.0058 (4) |
| O8 | 0.0257 (5) | 0.0373 (6) | 0.0516 (7) | −0.0023 (5) | 0.0076 (5) | −0.0186 (5) |
| O9 | 0.0779 (10) | 0.0270 (6) | 0.0266 (6) | −0.0056 (6) | −0.0164 (6) | 0.0035 (5) |
| O10 | 0.0474 (7) | 0.0284 (6) | 0.0280 (6) | −0.0012 (5) | 0.0018 (5) | 0.0029 (5) |
| C17 | 0.0792 (16) | 0.0631 (14) | 0.0481 (12) | 0.0237 (12) | 0.0083 (11) | 0.0178 (10) |
| C18 | 0.0535 (10) | 0.0349 (8) | 0.0253 (7) | 0.0019 (7) | −0.0021 (7) | −0.0032 (6) |
| C19 | 0.0607 (13) | 0.0621 (13) | 0.0526 (12) | 0.0184 (11) | 0.0155 (10) | 0.0050 (10) |
| C20 | 0.103 (2) | 0.0651 (16) | 0.095 (2) | 0.0174 (15) | 0.0574 (18) | 0.0312 (15) |
| O11 | 0.0525 (8) | 0.0550 (8) | 0.0298 (6) | 0.0113 (6) | 0.0049 (5) | 0.0074 (5) |
| N1 | 0.0569 (10) | 0.0382 (8) | 0.0377 (8) | 0.0020 (7) | 0.0109 (7) | −0.0011 (6) |
| Mn1—O9 | 2.1191 (12) | C14—O3 | 1.2553 (17) |
| Mn1—O3i | 2.1437 (10) | O3—Mn1iii | 2.1437 (10) |
| Mn1—O1 | 2.1710 (10) | O5—S1 | 1.4329 (13) |
| Mn1—O10 | 2.1897 (12) | O6—S1 | 1.4382 (13) |
| Mn1—O8ii | 2.2138 (12) | C15—O7 | 1.4303 (18) |
| Mn1—O7 | 2.2253 (11) | C15—C16 | 1.508 (2) |
| C1—O2 | 1.2529 (17) | C15—H15A | 0.9700 |
| C1—O1 | 1.2576 (18) | C15—H15B | 0.9700 |
| C1—C2 | 1.5066 (18) | C16—O8 | 1.4275 (19) |
| C2—C3 | 1.3943 (19) | C16—H16A | 0.9700 |
| C2—C4 | 1.3945 (19) | C16—H16B | 0.9700 |
| C3—C5 | 1.3889 (19) | O7—H7 | 0.84 (2) |
| C3—H3A | 0.9300 | O8—Mn1iv | 2.2138 (11) |
| C4—C6 | 1.3799 (18) | O8—H8 | 0.818 (16) |
| C4—H4A | 0.9300 | O9—H9C | 0.827 (15) |
| C5—C7 | 1.3871 (18) | O9—H9B | 0.827 (15) |
| C5—H5A | 0.9300 | O10—H10C | 0.83 (3) |
| C6—C7 | 1.3961 (19) | O10—H10B | 0.82 (3) |
| C6—S1 | 1.7671 (14) | C17—C18 | 1.504 (3) |
| C7—C8 | 1.4762 (17) | C17—H17A | 0.9600 |
| C8—C9 | 1.3864 (18) | C17—H17B | 0.9600 |
| C8—C10 | 1.3941 (18) | C17—H17C | 0.9600 |
| C9—C11 | 1.3919 (18) | C18—O11 | 1.245 (2) |
| C9—H9A | 0.9300 | C18—N1 | 1.318 (2) |
| C10—C12 | 1.3784 (18) | C19—N1 | 1.461 (3) |
| C10—S1 | 1.7648 (13) | C19—H19A | 0.9600 |
| C11—C13 | 1.3932 (19) | C19—H19B | 0.9600 |
| C11—H11A | 0.9300 | C19—H19C | 0.9600 |
| C12—C13 | 1.3950 (19) | C20—N1 | 1.462 (3) |
| C12—H12A | 0.9300 | C20—H20A | 0.9600 |
| C13—C14 | 1.5114 (17) | C20—H20B | 0.9600 |
| C14—O4 | 1.2488 (17) | C20—H20C | 0.9600 |
| O9—Mn1—O3i | 83.73 (4) | C1—O1—Mn1 | 132.45 (9) |
| O9—Mn1—O1 | 85.98 (4) | C14—O3—Mn1iii | 131.98 (9) |
| O3i—Mn1—O1 | 169.61 (4) | O5—S1—O6 | 117.10 (8) |
| O9—Mn1—O10 | 172.07 (5) | O5—S1—C10 | 112.10 (7) |
| O3i—Mn1—O10 | 88.43 (4) | O6—S1—C10 | 110.15 (7) |
| O1—Mn1—O10 | 101.89 (4) | O5—S1—C6 | 110.96 (7) |
| O9—Mn1—O8ii | 92.82 (6) | O6—S1—C6 | 110.93 (7) |
| O3i—Mn1—O8ii | 86.40 (4) | C10—S1—C6 | 93.06 (6) |
| O1—Mn1—O8ii | 92.72 (4) | O7—C15—C16 | 112.28 (13) |
| O10—Mn1—O8ii | 87.89 (5) | O7—C15—H15A | 109.1 |
| O9—Mn1—O7 | 88.29 (6) | C16—C15—H15A | 109.1 |
| O3i—Mn1—O7 | 93.65 (4) | O7—C15—H15B | 109.1 |
| O1—Mn1—O7 | 87.44 (4) | C16—C15—H15B | 109.1 |
| O10—Mn1—O7 | 91.00 (5) | H15A—C15—H15B | 107.9 |
| O8ii—Mn1—O7 | 178.89 (5) | O8—C16—C15 | 110.22 (14) |
| O2—C1—O1 | 125.37 (12) | O8—C16—H16A | 109.6 |
| O2—C1—C2 | 117.52 (12) | C15—C16—H16A | 109.6 |
| O1—C1—C2 | 117.09 (12) | O8—C16—H16B | 109.6 |
| C3—C2—C4 | 119.54 (12) | C15—C16—H16B | 109.6 |
| C3—C2—C1 | 120.53 (12) | H16A—C16—H16B | 108.1 |
| C4—C2—C1 | 119.90 (12) | C15—O7—Mn1 | 125.99 (10) |
| C5—C3—C2 | 121.77 (13) | C15—O7—H7 | 108.4 (15) |
| C5—C3—H3A | 119.1 | Mn1—O7—H7 | 109.7 (16) |
| C2—C3—H3A | 119.1 | C16—O8—Mn1iv | 125.51 (10) |
| C6—C4—C2 | 117.96 (12) | C16—O8—H8 | 107.4 (16) |
| C6—C4—H4A | 121.0 | Mn1iv—O8—H8 | 123.9 (16) |
| C2—C4—H4A | 121.0 | Mn1—O9—H9C | 134.6 (16) |
| C7—C5—C3 | 119.08 (13) | Mn1—O9—H9B | 111.1 (16) |
| C7—C5—H5A | 120.5 | H9C—O9—H9B | 113 (2) |
| C3—C5—H5A | 120.5 | Mn1—O10—H10C | 125.2 (17) |
| C4—C6—C7 | 123.13 (12) | Mn1—O10—H10B | 102 (2) |
| C4—C6—S1 | 126.50 (11) | H10C—O10—H10B | 106 (2) |
| C7—C6—S1 | 110.38 (10) | C18—C17—H17A | 109.5 |
| C5—C7—C6 | 118.52 (12) | C18—C17—H17B | 109.5 |
| C5—C7—C8 | 128.45 (12) | H17A—C17—H17B | 109.5 |
| C6—C7—C8 | 113.03 (12) | C18—C17—H17C | 109.5 |
| C9—C8—C10 | 118.68 (12) | H17A—C17—H17C | 109.5 |
| C9—C8—C7 | 128.49 (12) | H17B—C17—H17C | 109.5 |
| C10—C8—C7 | 112.83 (12) | O11—C18—N1 | 121.38 (16) |
| C8—C9—C11 | 118.95 (12) | O11—C18—C17 | 118.61 (18) |
| C8—C9—H9A | 120.5 | N1—C18—C17 | 120.01 (18) |
| C11—C9—H9A | 120.5 | N1—C19—H19A | 109.5 |
| C12—C10—C8 | 123.32 (12) | N1—C19—H19B | 109.5 |
| C12—C10—S1 | 126.02 (11) | H19A—C19—H19B | 109.5 |
| C8—C10—S1 | 110.64 (10) | N1—C19—H19C | 109.5 |
| C9—C11—C13 | 121.50 (12) | H19A—C19—H19C | 109.5 |
| C9—C11—H11A | 119.2 | H19B—C19—H19C | 109.5 |
| C13—C11—H11A | 119.2 | N1—C20—H20A | 109.5 |
| C10—C12—C13 | 117.59 (12) | N1—C20—H20B | 109.5 |
| C10—C12—H12A | 121.2 | H20A—C20—H20B | 109.5 |
| C13—C12—H12A | 121.2 | N1—C20—H20C | 109.5 |
| C11—C13—C12 | 119.96 (12) | H20A—C20—H20C | 109.5 |
| C11—C13—C14 | 121.20 (12) | H20B—C20—H20C | 109.5 |
| C12—C13—C14 | 118.82 (12) | C18—N1—C19 | 120.01 (16) |
| O4—C14—O3 | 125.06 (12) | C18—N1—C20 | 124.28 (18) |
| O4—C14—C13 | 119.06 (12) | C19—N1—C20 | 115.66 (19) |
| O3—C14—C13 | 115.87 (12) |
| H··· | ||||
| O7—H7···O4v | 0.84 (2) | 1.83 (2) | 2.6623 (16) | 175 (2) |
| O8—H8···O2vi | 0.82 (2) | 1.88 (2) | 2.6865 (16) | 169 (2) |
| O9—H9C···O11 | 0.83 (2) | 1.89 (2) | 2.7086 (17) | 171 (2) |
| O9—H9B···O2 | 0.83 (2) | 1.84 (2) | 2.6135 (16) | 156 (2) |
| O10—H10C···O11vi | 0.83 (3) | 1.96 (3) | 2.7877 (19) | 172 (2) |
| O10—H10B···O4i | 0.82 (3) | 1.98 (3) | 2.7663 (16) | 161 (3) |
Selected bond lengths (Å)
| Mn1—O9 | 2.1191 (12) |
| Mn1—O3i | 2.1437 (10) |
| Mn1—O1 | 2.1710 (10) |
| Mn1—O10 | 2.1897 (12) |
| Mn1—O8ii | 2.2138 (12) |
| Mn1—O7 | 2.2253 (11) |
Symmetry codes: (i) ; (ii) .
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| O7—H7⋯O4iii | 0.84 (2) | 1.83 (2) | 2.6623 (16) | 175 (2) |
| O8—H8⋯O2iv | 0.82 (2) | 1.88 (2) | 2.6865 (16) | 169 (2) |
| O9—H9 | 0.83 (2) | 1.89 (2) | 2.7086 (17) | 171 (2) |
| O9—H9 | 0.83 (2) | 1.84 (2) | 2.6135 (16) | 156 (2) |
| O10—H10 | 0.83 (3) | 1.96 (3) | 2.7877 (19) | 172 (2) |
| O10—H10 | 0.82 (3) | 1.98 (3) | 2.7663 (16) | 161 (3) |
Symmetry codes: (i) ; (iii) ; (iv) .