| Literature DB >> 21836845 |
Iran Sheikhshoaie, Vratislav Langer, Seyed Ali Yasrebi.
Abstract
In the title benzil-idene Schiff base molybdenum(VI) complex, [Mo(C(15)H(12)N(2)O(3))O(2)(CH(3)OH)], the Mo(VI) ion is coordinated by two oxide O atoms and by two O atoms and one N atom of the tridentate N'-(3-meth-oxy-2-oxidobenzyl-idene)benzo-hydrazidate (L) Schiff base ligand. The methanol O atom completes the distorted octa-hedral configuration of the Mo(VI) atom. Strong O-H⋯N hydrogen bonds form a C(5) chain around a 2(1) screw axis. Weak C-H-O hydrogen bonds are also present.Entities:
Year: 2011 PMID: 21836845 PMCID: PMC3152014 DOI: 10.1107/S1600536811020101
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [Mo(C15H12N2O3)O2(CH4O)] | |
| Monoclinic, | Mo |
| Hall symbol: -C 2yc | Cell parameters from 5066 reflections |
| θ = 2.5–32.3° | |
| µ = 0.82 mm−1 | |
| β = 112.993 (8)° | Block, orange |
| 0.58 × 0.54 × 0.46 mm | |
| Bruker SMART CCD diffractometer | 5867 independent reflections |
| Radiation source: fine-focus sealed tube | 4401 reflections with |
| graphite | |
| ω scans | θmax = 32.8°, θmin = 2.5° |
| Absorption correction: multi-scan ( | |
| 27788 measured reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H-atom parameters constrained | |
| 5867 reflections | (Δ/σ)max = 0.001 |
| 229 parameters | Δρmax = 1.38 e Å−3 |
| 0 restraints | Δρmin = −1.80 e Å−3 |
| Experimental. Data were collected at 173 K using a Siemens |
| 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 |
| Mo1 | 0.169567 (7) | 0.55438 (2) | 0.093970 (13) | 0.01640 (7) | |
| O1 | 0.23804 (6) | 0.54087 (18) | 0.09191 (12) | 0.0191 (3) | |
| O2 | 0.11949 (6) | 0.47242 (19) | 0.13716 (13) | 0.0209 (3) | |
| O3 | 0.02944 (7) | 0.4772 (2) | 0.13247 (15) | 0.0299 (4) | |
| O4 | 0.17354 (6) | 0.74754 (19) | 0.12674 (13) | 0.0244 (4) | |
| O5 | 0.13736 (7) | 0.5485 (2) | −0.03385 (13) | 0.0254 (4) | |
| N1 | 0.19324 (7) | 0.3025 (2) | 0.11307 (13) | 0.0163 (3) | |
| N2 | 0.24201 (7) | 0.2753 (2) | 0.12187 (14) | 0.0176 (4) | |
| C1 | 0.11885 (8) | 0.1902 (3) | 0.12040 (16) | 0.0185 (4) | |
| C2 | 0.09645 (8) | 0.3331 (3) | 0.12693 (16) | 0.0187 (4) | |
| C3 | 0.04804 (9) | 0.3332 (3) | 0.12641 (17) | 0.0226 (4) | |
| C4 | 0.02337 (9) | 0.1919 (3) | 0.11911 (19) | 0.0285 (5) | |
| H4 | −0.0093 | 0.1918 | 0.1170 | 0.034* | |
| C5 | 0.04618 (10) | 0.0501 (3) | 0.1148 (2) | 0.0282 (5) | |
| H5 | 0.0291 | −0.0456 | 0.1111 | 0.034* | |
| C6 | 0.09347 (9) | 0.0485 (3) | 0.11585 (19) | 0.0236 (5) | |
| H6 | 0.1089 | −0.0482 | 0.1135 | 0.028* | |
| C7 | 0.16837 (8) | 0.1801 (3) | 0.12059 (16) | 0.0189 (4) | |
| H7 | 0.1832 | 0.0799 | 0.1264 | 0.023* | |
| C8 | −0.02257 (10) | 0.4859 (4) | 0.1098 (2) | 0.0357 (6) | |
| H8A | −0.0409 | 0.4339 | 0.0452 | 0.054* | |
| H8B | −0.0327 | 0.5958 | 0.1053 | 0.054* | |
| H8C | −0.0297 | 0.4340 | 0.1633 | 0.054* | |
| C9 | 0.26226 (8) | 0.4068 (3) | 0.11017 (16) | 0.0171 (4) | |
| C10 | 0.31418 (8) | 0.4117 (3) | 0.11898 (17) | 0.0186 (4) | |
| C11 | 0.33256 (9) | 0.5503 (3) | 0.09429 (18) | 0.0212 (4) | |
| H11 | 0.3115 | 0.6383 | 0.0706 | 0.025* | |
| C12 | 0.38163 (10) | 0.5592 (3) | 0.1044 (2) | 0.0265 (5) | |
| H12 | 0.3938 | 0.6532 | 0.0874 | 0.032* | |
| C13 | 0.41308 (10) | 0.4306 (3) | 0.1396 (2) | 0.0279 (5) | |
| H13 | 0.4466 | 0.4370 | 0.1470 | 0.033* | |
| C14 | 0.39471 (9) | 0.2927 (3) | 0.1637 (2) | 0.0277 (5) | |
| H14 | 0.4158 | 0.2048 | 0.1873 | 0.033* | |
| C15 | 0.34575 (9) | 0.2829 (3) | 0.15337 (18) | 0.0228 (5) | |
| H15 | 0.3336 | 0.1883 | 0.1697 | 0.027* | |
| O1M | 0.21855 (6) | 0.51974 (19) | 0.26524 (12) | 0.0200 (3) | |
| H1M | 0.2288 | 0.6039 | 0.2964 | 0.030* | |
| C1M | 0.21418 (10) | 0.4038 (3) | 0.33394 (17) | 0.0240 (5) | |
| H1AM | 0.2338 | 0.4359 | 0.4035 | 0.036* | |
| H1BM | 0.2263 | 0.3030 | 0.3206 | 0.036* | |
| H1CM | 0.1794 | 0.3935 | 0.3244 | 0.036* |
| Mo1 | 0.01570 (10) | 0.01803 (10) | 0.01522 (9) | 0.00265 (7) | 0.00577 (7) | 0.00205 (7) |
| O1 | 0.0194 (8) | 0.0192 (8) | 0.0205 (7) | 0.0034 (6) | 0.0098 (6) | 0.0041 (6) |
| O2 | 0.0171 (8) | 0.0222 (8) | 0.0249 (8) | 0.0010 (6) | 0.0099 (7) | −0.0004 (6) |
| O3 | 0.0191 (9) | 0.0358 (10) | 0.0363 (10) | 0.0057 (7) | 0.0126 (8) | 0.0020 (8) |
| O4 | 0.0271 (9) | 0.0205 (8) | 0.0273 (9) | 0.0058 (7) | 0.0126 (7) | 0.0045 (7) |
| O5 | 0.0224 (9) | 0.0332 (10) | 0.0186 (8) | 0.0054 (7) | 0.0058 (7) | 0.0033 (7) |
| N1 | 0.0156 (9) | 0.0190 (8) | 0.0143 (8) | 0.0003 (7) | 0.0058 (7) | −0.0004 (6) |
| N2 | 0.0152 (8) | 0.0213 (9) | 0.0167 (8) | 0.0019 (7) | 0.0066 (7) | −0.0006 (7) |
| C1 | 0.0159 (10) | 0.0238 (11) | 0.0145 (9) | −0.0014 (8) | 0.0046 (8) | −0.0003 (8) |
| C2 | 0.0159 (10) | 0.0254 (11) | 0.0138 (9) | 0.0005 (8) | 0.0047 (8) | 0.0019 (8) |
| C3 | 0.0163 (10) | 0.0308 (12) | 0.0197 (10) | 0.0008 (9) | 0.0060 (8) | 0.0007 (9) |
| C4 | 0.0172 (11) | 0.0400 (14) | 0.0291 (12) | −0.0050 (10) | 0.0099 (10) | 0.0022 (11) |
| C5 | 0.0220 (12) | 0.0321 (13) | 0.0308 (13) | −0.0080 (10) | 0.0107 (10) | −0.0001 (10) |
| C6 | 0.0212 (11) | 0.0248 (11) | 0.0234 (11) | −0.0041 (9) | 0.0074 (9) | −0.0007 (9) |
| C7 | 0.0177 (10) | 0.0217 (10) | 0.0163 (9) | 0.0008 (8) | 0.0055 (8) | 0.0000 (8) |
| C8 | 0.0194 (12) | 0.0552 (18) | 0.0344 (14) | 0.0113 (12) | 0.0125 (11) | 0.0076 (13) |
| C9 | 0.0184 (10) | 0.0207 (10) | 0.0115 (8) | 0.0011 (8) | 0.0050 (8) | −0.0002 (7) |
| C10 | 0.0181 (10) | 0.0236 (11) | 0.0154 (9) | −0.0003 (8) | 0.0079 (8) | −0.0022 (8) |
| C11 | 0.0208 (11) | 0.0233 (11) | 0.0209 (10) | 0.0015 (9) | 0.0095 (9) | 0.0031 (9) |
| C12 | 0.0248 (12) | 0.0288 (12) | 0.0285 (12) | −0.0037 (10) | 0.0133 (10) | 0.0024 (10) |
| C13 | 0.0198 (11) | 0.0356 (14) | 0.0304 (13) | −0.0017 (10) | 0.0120 (10) | −0.0005 (10) |
| C14 | 0.0214 (12) | 0.0304 (13) | 0.0335 (13) | 0.0034 (10) | 0.0130 (10) | 0.0012 (10) |
| C15 | 0.0205 (11) | 0.0228 (11) | 0.0280 (12) | 0.0021 (9) | 0.0128 (9) | 0.0023 (9) |
| O1M | 0.0241 (8) | 0.0205 (8) | 0.0152 (7) | −0.0036 (6) | 0.0076 (6) | −0.0017 (6) |
| C1M | 0.0307 (13) | 0.0247 (11) | 0.0149 (10) | 0.0001 (9) | 0.0071 (9) | 0.0027 (8) |
| Mo1—O1 | 2.0281 (19) | C6—H6 | 0.9500 |
| Mo1—O2 | 1.9391 (17) | C7—H7 | 0.9500 |
| Mo1—O4 | 1.7096 (18) | C8—H8A | 0.9800 |
| Mo1—O5 | 1.7093 (19) | C8—H8B | 0.9800 |
| Mo1—N1 | 2.248 (2) | C8—H8C | 0.9800 |
| Mo1—O1M | 2.3374 (18) | C9—C10 | 1.482 (3) |
| O1—C9 | 1.321 (3) | C10—C15 | 1.400 (3) |
| O2—C2 | 1.350 (3) | C10—C11 | 1.404 (3) |
| O3—C3 | 1.364 (3) | C11—C12 | 1.394 (4) |
| O3—C8 | 1.435 (3) | C11—H11 | 0.9500 |
| N1—C7 | 1.306 (3) | C12—C13 | 1.399 (4) |
| N1—N2 | 1.409 (3) | C12—H12 | 0.9500 |
| N2—C9 | 1.313 (3) | C13—C14 | 1.396 (4) |
| C1—C2 | 1.409 (3) | C13—H13 | 0.9500 |
| C1—C6 | 1.411 (3) | C14—C15 | 1.391 (3) |
| C1—C7 | 1.457 (3) | C14—H14 | 0.9500 |
| C2—C3 | 1.420 (3) | C15—H15 | 0.9500 |
| C3—C4 | 1.392 (4) | O1M—C1M | 1.441 (3) |
| C4—C5 | 1.399 (4) | O1M—H1M | 0.8400 |
| C4—H4 | 0.9500 | C1M—H1AM | 0.9800 |
| C5—C6 | 1.384 (4) | C1M—H1BM | 0.9800 |
| C5—H5 | 0.9500 | C1M—H1CM | 0.9800 |
| O4—Mo1—O5 | 105.93 (8) | N1—C7—H7 | 118.5 |
| O4—Mo1—O2 | 103.86 (8) | C1—C7—H7 | 118.5 |
| O5—Mo1—O2 | 99.42 (9) | O3—C8—H8A | 109.5 |
| O4—Mo1—O1 | 95.61 (7) | O3—C8—H8B | 109.5 |
| O5—Mo1—O1 | 96.80 (8) | H8A—C8—H8B | 109.5 |
| O2—Mo1—O1 | 150.03 (7) | O3—C8—H8C | 109.5 |
| O4—Mo1—N1 | 155.24 (8) | H8A—C8—H8C | 109.5 |
| O5—Mo1—N1 | 96.81 (7) | H8B—C8—H8C | 109.5 |
| O2—Mo1—N1 | 81.49 (7) | N2—C9—O1 | 122.2 (2) |
| O1—Mo1—N1 | 71.67 (6) | N2—C9—C10 | 121.1 (2) |
| C9—O1—Mo1 | 120.49 (14) | O1—C9—C10 | 116.7 (2) |
| C2—O2—Mo1 | 134.07 (14) | C15—C10—C11 | 119.1 (2) |
| C3—O3—C8 | 116.8 (2) | C15—C10—C9 | 121.7 (2) |
| C7—N1—N2 | 116.36 (18) | C11—C10—C9 | 119.2 (2) |
| C7—N1—Mo1 | 128.46 (15) | C12—C11—C10 | 120.3 (2) |
| N2—N1—Mo1 | 115.13 (13) | C12—C11—H11 | 119.9 |
| C9—N2—N1 | 110.11 (18) | C10—C11—H11 | 119.9 |
| C2—C1—C6 | 119.7 (2) | C11—C12—C13 | 120.4 (2) |
| C2—C1—C7 | 122.9 (2) | C11—C12—H12 | 119.8 |
| C6—C1—C7 | 117.3 (2) | C13—C12—H12 | 119.8 |
| O2—C2—C1 | 123.0 (2) | C14—C13—C12 | 119.3 (2) |
| O2—C2—C3 | 117.3 (2) | C14—C13—H13 | 120.4 |
| C1—C2—C3 | 119.6 (2) | C12—C13—H13 | 120.4 |
| O3—C3—C4 | 125.4 (2) | C15—C14—C13 | 120.6 (2) |
| O3—C3—C2 | 115.2 (2) | C15—C14—H14 | 119.7 |
| C4—C3—C2 | 119.4 (2) | C13—C14—H14 | 119.7 |
| C3—C4—C5 | 120.8 (2) | C14—C15—C10 | 120.4 (2) |
| C3—C4—H4 | 119.6 | C14—C15—H15 | 119.8 |
| C5—C4—H4 | 119.6 | C10—C15—H15 | 119.8 |
| C6—C5—C4 | 120.3 (2) | C1M—O1M—H1M | 109.5 |
| C6—C5—H5 | 119.9 | O1M—C1M—H1AM | 109.5 |
| C4—C5—H5 | 119.9 | O1M—C1M—H1BM | 109.5 |
| C5—C6—C1 | 120.2 (2) | H1AM—C1M—H1BM | 109.5 |
| C5—C6—H6 | 119.9 | O1M—C1M—H1CM | 109.5 |
| C1—C6—H6 | 119.9 | H1AM—C1M—H1CM | 109.5 |
| N1—C7—C1 | 123.0 (2) | H1BM—C1M—H1CM | 109.5 |
| O4—Mo1—O1—C9 | 152.56 (16) | O2—C2—C3—C4 | −178.1 (2) |
| O5—Mo1—O1—C9 | −100.61 (16) | C1—C2—C3—C4 | −0.2 (3) |
| O2—Mo1—O1—C9 | 21.8 (2) | O3—C3—C4—C5 | −179.1 (2) |
| N1—Mo1—O1—C9 | −5.67 (15) | C2—C3—C4—C5 | 1.6 (4) |
| O4—Mo1—O2—C2 | 174.04 (19) | C3—C4—C5—C6 | −1.2 (4) |
| O5—Mo1—O2—C2 | 64.9 (2) | C4—C5—C6—C1 | −0.6 (4) |
| O1—Mo1—O2—C2 | −56.9 (3) | C2—C1—C6—C5 | 1.9 (3) |
| N1—Mo1—O2—C2 | −30.6 (2) | C7—C1—C6—C5 | −179.6 (2) |
| O4—Mo1—N1—C7 | 120.7 (2) | N2—N1—C7—C1 | 175.46 (18) |
| O5—Mo1—N1—C7 | −82.56 (19) | Mo1—N1—C7—C1 | −1.8 (3) |
| O2—Mo1—N1—C7 | 15.99 (19) | C2—C1—C7—N1 | −9.5 (3) |
| O1—Mo1—N1—C7 | −177.5 (2) | C6—C1—C7—N1 | 172.0 (2) |
| O4—Mo1—N1—N2 | −56.6 (2) | N1—N2—C9—O1 | −0.6 (3) |
| O5—Mo1—N1—N2 | 100.14 (14) | N1—N2—C9—C10 | 178.14 (18) |
| O2—Mo1—N1—N2 | −161.31 (14) | Mo1—O1—C9—N2 | 5.8 (3) |
| O1—Mo1—N1—N2 | 5.20 (13) | Mo1—O1—C9—C10 | −173.01 (14) |
| C7—N1—N2—C9 | 178.27 (19) | N2—C9—C10—C15 | −8.8 (3) |
| Mo1—N1—N2—C9 | −4.1 (2) | O1—C9—C10—C15 | 170.0 (2) |
| Mo1—O2—C2—C1 | 30.2 (3) | N2—C9—C10—C11 | 172.5 (2) |
| Mo1—O2—C2—C3 | −151.97 (17) | O1—C9—C10—C11 | −8.6 (3) |
| C6—C1—C2—O2 | 176.2 (2) | C15—C10—C11—C12 | −0.3 (3) |
| C7—C1—C2—O2 | −2.2 (3) | C9—C10—C11—C12 | 178.3 (2) |
| C6—C1—C2—C3 | −1.5 (3) | C10—C11—C12—C13 | −0.2 (4) |
| C7—C1—C2—C3 | −179.9 (2) | C11—C12—C13—C14 | 0.5 (4) |
| C8—O3—C3—C4 | −12.9 (4) | C12—C13—C14—C15 | −0.3 (4) |
| C8—O3—C3—C2 | 166.5 (2) | C13—C14—C15—C10 | −0.3 (4) |
| O2—C2—C3—O3 | 2.5 (3) | C11—C10—C15—C14 | 0.5 (3) |
| C1—C2—C3—O3 | −179.6 (2) | C9—C10—C15—C14 | −178.1 (2) |
| H··· | ||||
| O1M—H1M···N2i | 0.84 | 1.87 | 2.700 (3) | 173 |
| C1M—H1BM···O1ii | 0.98 | 2.58 | 3.402 (3) | 141 |
| C6—H6···O4iii | 0.95 | 2.53 | 3.450 (3) | 162 |
| C11—H11···O1 | 0.95 | 2.44 | 2.767 (3) | 100 |
| C15—H15···O1Mii | 0.95 | 2.54 | 3.427 (3) | 156 |
| Cis-dioxo molybdenum complex | Mo=O | Mo-N | Mo–O(solv)1 | N—Mo=O | O=Mo=O | |
| [MoO2(bnms)(MeOH)I | 1.709 | 2.248 | 2.337 | 155.24 | 105.93 | |
| 1.709 | 96.81 | |||||
| [MoO2(sae)(MeOH)]a | 1.697 | 2.252 | 2.339 | 158.9 | 106.1 | |
| 1.704 | 94.2 | |||||
| [MoO2(cysS-OR)(MeOH)]b | 1.699 | 2.291 | 2.385 | 160.8 | 105.9 | |
| 1.709 | 92.5 | |||||
| [MoO2(hbhy)(EtOH)]c | 1.696 | 2.234 | 2.356 | 158.44 | 106.03 | |
| 1.699 | 93.84 | |||||
| [MoO2(doin)(MeOH)]d | 1.700 | 2.250 | 2.331 | 159.54 | 106.65 | |
| 1.714 | 93.16 | |||||
| [MoO2(hpmp)(MeOH)]e | 1.703 | 2.274 | 2.355 | 159.38 | 107.05 | |
| 1.709 | 93.07 | |||||
| [MoO2(hpemp)(MeOH)]f | 1.707 | 2.268 | 2.387 | 159.81 | 106.36 | |
| 1.699 | 93.53 | |||||
| [MoO2(moip)(MeOH)]g | 1.700 | 2.251 | 2.349 | 158.82 | 105.61 | |
| 1.702 | 95.01 | |||||
| [MoO2(ssh)(MeOH)]h | 1.692 | 2.234 | 2.349 | 157.6 | 106.4 | |
| 1.705 | 93.7 | |||||
| [MoO2(hmt)(MeOH)]i | 1.727 | 2.273 | 2.351 | 156.41 | 105.26 | |
| 1.704 | 95.29 | |||||
| MoO2(bhpd)(MeOH)j | 1.988 | 2.284 | 2.301 | 160.49 | 105.9 | |
| 1.717 | 90.93 |
| Complex | νs(Mo═O)1 | νs(Mo═O)2 | ν(C═N) | |
| [MoO2(bnms)(MeOH)I | 939 | 915 | 1627 | |
| [MoO2(sae)(MeOH)]a | 928 | 906 | 1641 | |
| [MoO2(cysS-OR)(MeOH)]b | 995 | 980 | 1626 | |
| [MoO2(hbhy)(EtOH)]c | - | - | - | |
| [MoO2(doin)(MeOH)]d | - | - | - | |
| [MoO2(hpmp)(MeOH)]e | 924 | 900 | 1638 | |
| [MoO2(hpemp)(MeOH)]f | 920 | 909 | 1638 | |
| [MoO2(moip)(MeOH)]g | - | - | - | |
| [MoO2(ssh)(MeOH)]h | 939 | 911 | 1637 | |
| [MoO2(hmt)(MeOH)]i | 932 | 901 | 1626 | |
| MoO2(bhpd)(MeOH)j | 939 | 914 | 1579 |
Selected geometric parameters (Å, °)
| Mo1—O1 | 2.0281 (19) |
| Mo1—O2 | 1.9391 (17) |
| Mo1—O4 | 1.7096 (18) |
| Mo1—O5 | 1.7093 (19) |
| Mo1—N1 | 2.248 (2) |
| Mo1—O1 | 2.3374 (18) |
Hydrogen-bond geometry (Å, °)
| H⋯ | ||||
|---|---|---|---|---|
| O1 | 0.84 | 1.87 | 2.700 (3) | 173 |
| C1 | 0.98 | 2.58 | 3.402 (3) | 141 |
| C6—H6⋯O4iii | 0.95 | 2.53 | 3.450 (3) | 162 |
| C11—H11⋯O1 | 0.95 | 2.44 | 2.767 (3) | 100 |
| C15—H15⋯O1 | 0.95 | 2.54 | 3.427 (3) | 156 |
Symmetry codes: (i) ; (ii) ; (iii) .