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Acta Cryst. (2009). E65, m1124-m1125    [ doi:10.1107/S1600536809032759 ]

{1,1'-[(2,2-Dimethylpropane-1,3-diyl)bis(nitrilomethylidyne)]di-2-naphtholato}dioxidomolybdenum(VI) dichloromethane 1.75-solvate

N. Monadi, I. Sheikhshoaie, A. Rezaeifard and H. Stoeckli-Evans

Abstract top

In the crystal structure of the title compound, [Mo(C27H24N2O2)O2]·1.75CH2Cl2, the MoVI ion is coordinated by two oxide O atoms and by two O and two N atoms of the tetradentate 1,1'-[(2,2-dimethylpropane-1,3-diyl)bis(nitrilomethylidyne)]di-2-naphtholate Schiff base ligand in a distorted octahedral configuration. The compound crystallizes with 1.75 molecules of dichloromethane per complex molecule. In the crystal, symmetry-related molecules are linked by a number of C-H...O interactions involving both the Schiff base ligand and the partly disordered dichloromethane solvent molecules, leading to the formation of a two-dimensional network extending parallel to (101).

Comment top

Numerous molybdenum(VI) Schiff base complexes have been extensively investigated for over the past twenty years, due to their importance in the domains of stereochemistry (Maurya et al., 1997), structural chemistry (Nakayima, et al., 1998; Syamal & Maurya, 1989), analytical chemistry (Rao et al., 1998), bioinorganic chemistry (Holm et al., 1996), and oxidation catalysis (Abbasi et al., 2008; Arnaiz et al., 2000; Sheikhshoaie et al., 2009). Continuing our interest in the structural chemistry of dioxidomolybdenum(VI) Schiff base complexes, we have synthesized and structurally characterized the title compound.

The molecular structure of the title complex is illustrated in Fig. 1, and geometrical parameters are available in the archived CIF. The MoVI atom is in a distorted octahedral environment being coordinated by two oxido O atoms (O1 and O2) and four atoms (two oxygen and two nitrogen atoms) of the tetradentate Schiff base ligand 1,1'-[(2,2-dimethylpropane-1,3-diyl)bis(nitrilomethylidyne)]di-2-naphtholate. The Mo—O distances of the oxido ligands (Mo1O3 and Mo1O4) are significantly shorter [1.702 (2) and 1.713 (2) Å, respectively] than the corresponding Mo—O distances to the O-atoms (O2 and O1) of the tetradentate Schiff base ligand, 1.957 (2) and 2.0888 (19) Å, respectively. The Mo—N distances, to atoms N1 and N2, are even longer being 2.118 (2) and 2.297 (2) Å, respectively.

In the crystal, molecules are linked by a number of C—H···O interactions, involving both the Schiff base ligand and the solvent molecules of crystallization, leading to the formation of a two-dimensional network extending in the (101) plane (Table 1 and Fig. 2).

Related literature top

For the chemistry of molybdenum(VI)–Schiff base complexes and related structures with O═Mo═O units (metal oxidation state +VI), see: Abbasi et al. (2008); Arnaiz et al. (2000); Holm et al. (1996); Maurya et al. (1997); Nakayima et al. (1998); Rao et al. (1998); Sheikhshoaie et al. (2009); Syamal & Maurya (1989).

Experimental top

The title dioxidomolybdenum (VI) complex was prepared by mixing MoO2(acac)2 with the ligand, 2,2'-[(2,2-dimethylpropane-1,3-diyl)bis(nitrilomethylidyne)]-dinaphtholate, in a 1:1 molar ratio using 25 ml of dry methanol as solvent, followed by refluxing the solution for 3 h. The small reddish crystals that formed were filtered off and recrystallized from dichloromethane.

Refinement top

All H-atoms were placed in the calculated positions and treated as riding atoms: C—H = 0.95 - 0.99 Å with Uiso(H) = k × Ueq(parent C-atom), where k = 1.2 for aromatic H-atoms, and 1.5 for methyl H-atoms. The compound crystallizes with 1.75 molecules of dichloromethane per molecule of complex. In one of these molecules a chlorine atom (Cl1A/Cl1B) is positionally disordered with occupancies of 0.75/0.25. Using the one-circle Stoe Image Plate Diffraction System it is not possible to measure 100% of the Ewald sphere, and here only 95% was accessible.

Computing details top

Data collection: EXPOSE in IPDS-I (Stoe & Cie, 2000); cell refinement: CELL in IPDS-I (Stoe & Cie, 2000); data reduction: INTEGRATE in IPDS-I (Stoe & Cie, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. A view of the molecular structure of the title complex, with the thermal ellipsoids drawn at the 50% probability level. The dichloromethane molecules of crystallization have been omitted for clarity.
[Figure 2] Fig. 2. A view along the b axis of the crystal packing of the title complex. The H-atoms not involved in C—H···O interactions (dotted blue lines) were omitted for clarity.
{1,1'-[(2,2-Dimethylpropane-1,3-diyl)bis(nitrilomethylidyne)]di-2- naphtholato}dioxidomolybdenum(VI) dichloromethane 1.75-solvate top
Crystal data top
[Mo(C27H24N2O2)O2]·1.75CH2Cl2F(000) = 2780
Mr = 685.04Dx = 1.534 Mg m−3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 7998 reflections
a = 27.6049 (18) Åθ = 2.0–26.1°
b = 10.7743 (8) ŵ = 0.79 mm−1
c = 21.6474 (14) ÅT = 173 K
β = 112.861 (7)°Block, red
V = 5932.7 (7) Å30.38 × 0.23 × 0.18 mm
Z = 8
Data collection top
Stoe IPDS
diffractometer		5537 independent reflections
Radiation source: fine-focus sealed tube4789 reflections with I > 2σ(I)
graphiteRint = 0.024
φ rotation scansθmax = 26.0°, θmin = 2.2°
Absorption correction: multi-scan
(MULscanABS in PLATON; Spek, 2009)		h = −33→33
Tmin = 0.833, Tmax = 0.864k = −13→13
21863 measured reflectionsl = −26→26
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106H-atom parameters constrained
S = 1.12 w = 1/[σ2(Fo2) + (0.0575P)2 + 13.6226P]
where P = (Fo2 + 2Fc2)/3
5537 reflections(Δ/σ)max = 0.001
372 parametersΔρmax = 1.08 e Å−3
0 restraintsΔρmin = −0.83 e Å−3
Crystal data top
[Mo(C27H24N2O2)O2]·1.75CH2Cl2V = 5932.7 (7) Å3
Mr = 685.04Z = 8
Monoclinic, C2/cMo Kα radiation
a = 27.6049 (18) ŵ = 0.79 mm−1
b = 10.7743 (8) ÅT = 173 K
c = 21.6474 (14) Å0.38 × 0.23 × 0.18 mm
β = 112.861 (7)°
Data collection top
Stoe IPDS
diffractometer		5537 independent reflections
Absorption correction: multi-scan
(MULscanABS in PLATON; Spek, 2009)		4789 reflections with I > 2σ(I)
Tmin = 0.833, Tmax = 0.864Rint = 0.024
21863 measured reflectionsθmax = 26.0°
Refinement top
R[F2 > 2σ(F2)] = 0.035 w = 1/[σ2(Fo2) + (0.0575P)2 + 13.6226P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.106Δρmax = 1.08 e Å−3
S = 1.12Δρmin = −0.83 e Å−3
5537 reflectionsAbsolute structure: ?
372 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
H-atom parameters constrained
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Mo10.15195 (1)0.99201 (2)0.16605 (1)0.0203 (1)
O10.11880 (7)0.83854 (17)0.10537 (10)0.0244 (5)
O20.07965 (7)1.05359 (17)0.13420 (10)0.0243 (5)
O30.17351 (8)1.04666 (19)0.10747 (10)0.0294 (6)
O40.18137 (8)1.08694 (18)0.23387 (10)0.0292 (6)
N10.21210 (9)0.8581 (2)0.20744 (11)0.0230 (7)
N20.11991 (9)0.8840 (2)0.23353 (11)0.0226 (6)
C10.14254 (11)0.7716 (2)0.07556 (14)0.0240 (8)
C20.11155 (12)0.7170 (3)0.01261 (15)0.0320 (9)
C30.13435 (13)0.6494 (3)−0.02156 (16)0.0351 (9)
C40.18908 (13)0.6260 (3)0.00395 (15)0.0297 (9)
C50.21229 (15)0.5592 (3)−0.03334 (16)0.0359 (10)
C60.26506 (15)0.5380 (3)−0.00885 (17)0.0378 (10)
C70.29652 (14)0.5838 (3)0.05388 (18)0.0373 (10)
C80.27554 (13)0.6506 (3)0.09176 (16)0.0312 (9)
C90.22085 (12)0.6729 (2)0.06788 (14)0.0258 (8)
C100.19693 (11)0.7471 (2)0.10402 (14)0.0240 (8)
C110.22523 (11)0.7765 (2)0.17248 (14)0.0236 (8)
C120.23835 (11)0.8489 (3)0.28089 (14)0.0259 (8)
C130.20409 (11)0.7852 (3)0.31281 (14)0.0264 (8)
C140.15487 (11)0.8626 (3)0.30383 (14)0.0265 (8)
C150.07193 (11)0.8512 (2)0.21471 (14)0.0243 (8)
C160.03019 (11)0.8852 (3)0.15189 (14)0.0237 (8)
C17−0.01851 (11)0.8180 (3)0.12751 (14)0.0258 (8)
C18−0.02482 (13)0.7013 (3)0.15323 (16)0.0317 (9)
C19−0.07116 (14)0.6372 (3)0.12614 (18)0.0396 (11)
C20−0.11356 (13)0.6855 (3)0.07190 (19)0.0412 (11)
C21−0.10943 (12)0.7981 (3)0.04577 (16)0.0347 (9)
C22−0.06213 (11)0.8663 (3)0.07250 (15)0.0277 (8)
C23−0.05656 (12)0.9810 (3)0.04395 (16)0.0311 (9)
C24−0.00985 (11)1.0411 (3)0.06555 (15)0.0276 (8)
C250.03480 (11)0.9914 (2)0.11817 (15)0.0231 (8)
C260.18840 (13)0.6549 (3)0.28459 (17)0.0347 (9)
C270.23717 (13)0.7789 (3)0.38843 (15)0.0342 (9)
Cl1A0.11134 (12)0.36651 (18)0.28031 (10)0.1016 (8)0.800
Cl20.06716 (6)0.14580 (16)0.31642 (8)0.0913 (6)
C280.0768 (2)0.2286 (5)0.2529 (2)0.0657 (17)
Cl1B0.0605 (5)0.3839 (7)0.2649 (4)0.102 (4)0.200
Cl30.02059 (6)0.4230 (2)0.09019 (10)0.0919 (8)0.750
Cl40.13068 (6)0.4167 (3)0.11352 (11)0.0993 (8)0.750
C290.0693 (3)0.3744 (8)0.0643 (4)0.088 (3)0.750
H20.074500.72800−0.005600.0380*
H30.112800.61660−0.064200.0420*
H50.190700.52830−0.076400.0430*
H60.280200.49240−0.034400.0450*
H70.333300.568800.071000.0450*
H80.298000.681900.134300.0370*
H110.257000.732200.195100.0280*
H12A0.247500.933300.299900.0310*
H12B0.271500.801500.292400.0310*
H14A0.134800.819500.326700.0320*
H14B0.166200.943800.326100.0320*
H150.062800.800300.244400.0290*
H180.003600.666700.190000.0380*
H19−0.074500.559000.144400.0480*
H20−0.145400.639800.053200.0490*
H21−0.138600.830900.009300.0420*
H23−0.086101.016400.009100.0370*
H24−0.006901.117400.045300.0330*
H26A0.220100.605300.292900.0520*
H26B0.167800.659900.236200.0520*
H26C0.167200.615600.306500.0520*
H27A0.268500.728000.396500.0510*
H27B0.247900.862900.405700.0510*
H27C0.216200.741900.411300.0510*
H28A0.096200.175600.232900.0790*0.800
H28B0.042100.247800.217300.0790*0.800
H28C0.112400.217500.255300.0790*0.200
H28D0.052300.201200.209200.0790*0.200
H29A0.068100.282700.061000.1060*0.750
H29B0.061400.407400.018700.1060*0.750
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mo10.0189 (1)0.0204 (1)0.0216 (1)−0.0010 (1)0.0080 (1)−0.0015 (1)
O10.0227 (9)0.0256 (9)0.0249 (10)−0.0011 (7)0.0092 (8)−0.0046 (7)
O20.0215 (9)0.0231 (9)0.0287 (10)0.0001 (7)0.0103 (8)0.0010 (8)
O30.0272 (10)0.0320 (11)0.0308 (11)−0.0018 (8)0.0133 (9)0.0012 (8)
O40.0278 (10)0.0257 (10)0.0315 (11)−0.0013 (8)0.0086 (9)−0.0053 (8)
N10.0193 (11)0.0271 (12)0.0220 (11)0.0005 (9)0.0074 (9)−0.0015 (9)
N20.0246 (11)0.0235 (11)0.0205 (11)0.0036 (9)0.0097 (10)0.0005 (9)
C10.0292 (14)0.0198 (12)0.0249 (13)−0.0016 (10)0.0127 (12)0.0000 (10)
C20.0312 (15)0.0290 (15)0.0301 (15)0.0010 (12)0.0058 (13)−0.0057 (12)
C30.0465 (18)0.0275 (15)0.0261 (15)−0.0007 (13)0.0086 (14)−0.0046 (11)
C40.0446 (17)0.0215 (13)0.0280 (14)−0.0004 (12)0.0196 (14)0.0005 (11)
C50.060 (2)0.0229 (14)0.0318 (16)−0.0016 (13)0.0254 (16)−0.0004 (12)
C60.062 (2)0.0243 (14)0.0428 (18)0.0024 (14)0.0375 (18)0.0004 (13)
C70.0467 (19)0.0271 (15)0.0501 (19)0.0051 (13)0.0318 (17)0.0059 (13)
C80.0372 (16)0.0276 (14)0.0352 (16)0.0024 (12)0.0212 (14)0.0019 (12)
C90.0358 (15)0.0181 (12)0.0290 (14)0.0015 (11)0.0186 (13)0.0029 (10)
C100.0277 (14)0.0205 (12)0.0243 (13)−0.0003 (10)0.0107 (12)0.0001 (10)
C110.0215 (13)0.0247 (13)0.0278 (14)0.0021 (10)0.0132 (12)0.0015 (10)
C120.0224 (13)0.0310 (14)0.0203 (13)0.0046 (11)0.0038 (11)−0.0023 (11)
C130.0263 (14)0.0291 (14)0.0221 (13)0.0048 (11)0.0077 (12)−0.0005 (11)
C140.0271 (14)0.0318 (14)0.0206 (13)0.0033 (11)0.0094 (12)0.0012 (11)
C150.0267 (14)0.0241 (13)0.0257 (14)0.0008 (10)0.0141 (12)0.0019 (10)
C160.0222 (13)0.0257 (13)0.0243 (13)0.0024 (10)0.0104 (11)−0.0016 (10)
C170.0267 (14)0.0285 (14)0.0252 (14)−0.0004 (11)0.0133 (12)−0.0051 (11)
C180.0350 (16)0.0318 (15)0.0327 (16)−0.0036 (12)0.0180 (14)−0.0024 (12)
C190.0454 (19)0.0353 (17)0.0453 (19)−0.0133 (14)0.0254 (17)−0.0073 (14)
C200.0330 (17)0.0463 (19)0.0472 (19)−0.0173 (14)0.0188 (16)−0.0143 (15)
C210.0243 (14)0.0477 (18)0.0331 (16)−0.0042 (13)0.0121 (13)−0.0106 (14)
C220.0216 (13)0.0359 (15)0.0274 (14)−0.0016 (11)0.0116 (12)−0.0072 (12)
C230.0238 (14)0.0383 (16)0.0279 (15)0.0042 (12)0.0065 (13)−0.0009 (12)
C240.0261 (14)0.0284 (14)0.0283 (14)0.0043 (11)0.0106 (12)0.0036 (11)
C250.0209 (13)0.0230 (13)0.0263 (14)0.0011 (10)0.0101 (12)−0.0035 (10)
C260.0378 (17)0.0294 (15)0.0369 (17)0.0023 (13)0.0145 (14)0.0008 (12)
C270.0332 (16)0.0433 (18)0.0248 (15)0.0124 (13)0.0097 (13)0.0043 (12)
Cl1A0.150 (2)0.0683 (11)0.0748 (11)−0.0216 (12)0.0309 (13)−0.0188 (9)
Cl20.0686 (8)0.1124 (12)0.0813 (9)0.0082 (8)0.0163 (7)0.0270 (8)
C280.067 (3)0.073 (3)0.064 (3)−0.009 (2)0.033 (2)−0.027 (2)
Cl1B0.166 (9)0.060 (4)0.073 (4)0.011 (5)0.040 (5)−0.022 (3)
Cl30.0444 (8)0.150 (2)0.0799 (12)0.0113 (10)0.0225 (8)−0.0222 (12)
Cl40.0402 (8)0.157 (2)0.0875 (13)0.0037 (10)0.0105 (8)0.0133 (13)
C290.057 (4)0.114 (6)0.100 (6)−0.009 (4)0.038 (4)−0.048 (5)
Geometric parameters (Å, °) top
Mo1—O12.0888 (19)C18—C191.369 (5)
Mo1—O21.957 (2)C19—C201.397 (5)
Mo1—O31.702 (2)C20—C211.362 (5)
Mo1—O41.713 (2)C21—C221.412 (5)
Mo1—N12.118 (2)C22—C231.417 (5)
Mo1—N22.297 (2)C23—C241.354 (5)
Cl1A—C281.741 (6)C24—C251.419 (4)
Cl1B—C281.778 (10)C2—H20.9500
Cl2—C281.744 (5)C3—H30.9500
Cl3—C291.727 (9)C5—H50.9500
Cl4—C291.677 (9)C6—H60.9500
O1—C11.302 (3)C7—H70.9500
O2—C251.330 (4)C8—H80.9500
N1—C121.472 (4)C11—H110.9500
N1—C111.300 (4)C12—H12A0.9900
N2—C141.470 (4)C12—H12B0.9900
N2—C151.275 (4)C14—H14B0.9900
C1—C101.409 (4)C14—H14A0.9900
C1—C21.425 (4)C15—H150.9500
C2—C31.355 (5)C18—H180.9500
C3—C41.415 (5)C19—H190.9500
C4—C51.408 (5)C20—H200.9500
C4—C91.413 (4)C21—H210.9500
C5—C61.362 (6)C23—H230.9500
C6—C71.388 (5)C24—H240.9500
C7—C81.377 (5)C26—H26C0.9800
C8—C91.413 (5)C26—H26B0.9800
C9—C101.445 (4)C26—H26A0.9800
C10—C111.417 (4)C27—H27A0.9800
C12—C131.533 (4)C27—H27B0.9800
C13—C261.525 (5)C27—H27C0.9800
C13—C271.535 (4)C28—H28A0.9900
C13—C141.541 (5)C28—H28D0.9700
C15—C161.447 (4)C28—H28B0.9900
C16—C251.389 (4)C28—H28C0.9700
C16—C171.435 (5)C29—H29A0.9900
C17—C181.413 (5)C29—H29B0.9900
C17—C221.423 (4)
O1—Mo1—O284.79 (8)C1—C2—H2120.00
O1—Mo1—O390.00 (9)C3—C2—H2120.00
O1—Mo1—O4163.25 (9)C2—C3—H3119.00
O1—Mo1—N178.85 (8)C4—C3—H3119.00
O1—Mo1—N279.39 (8)C4—C5—H5119.00
O2—Mo1—O3102.96 (10)C6—C5—H5119.00
O2—Mo1—O4100.28 (10)C5—C6—H6120.00
O2—Mo1—N1154.77 (9)C7—C6—H6120.00
O2—Mo1—N278.68 (9)C6—C7—H7119.00
O3—Mo1—O4104.21 (10)C8—C7—H7119.00
O3—Mo1—N196.16 (10)C7—C8—H8120.00
O3—Mo1—N2169.12 (9)C9—C8—H8120.00
O4—Mo1—N190.65 (9)N1—C11—H11117.00
O4—Mo1—N285.92 (9)C10—C11—H11117.00
N1—Mo1—N279.52 (9)N1—C12—H12A109.00
Mo1—O1—C1124.64 (18)N1—C12—H12B109.00
Mo1—O2—C25129.78 (16)C13—C12—H12A109.00
Mo1—N1—C11124.36 (19)C13—C12—H12B109.00
Mo1—N1—C12118.61 (18)H12A—C12—H12B108.00
C11—N1—C12116.8 (2)N2—C14—H14A109.00
Mo1—N2—C14118.55 (19)N2—C14—H14B109.00
Mo1—N2—C15123.10 (18)C13—C14—H14A109.00
C14—N2—C15118.0 (2)C13—C14—H14B109.00
O1—C1—C2118.2 (3)H14A—C14—H14B108.00
O1—C1—C10122.9 (2)N2—C15—H15117.00
C2—C1—C10118.9 (3)C16—C15—H15117.00
C1—C2—C3120.7 (3)C17—C18—H18119.00
C2—C3—C4122.3 (3)C19—C18—H18119.00
C3—C4—C5121.5 (3)C18—C19—H19120.00
C3—C4—C9118.7 (3)C20—C19—H19120.00
C5—C4—C9119.8 (3)C19—C20—H20120.00
C4—C5—C6121.3 (3)C21—C20—H20120.00
C5—C6—C7119.3 (3)C20—C21—H21120.00
C6—C7—C8121.4 (4)C22—C21—H21120.00
C7—C8—C9120.5 (3)C22—C23—H23119.00
C4—C9—C8117.8 (3)C24—C23—H23119.00
C4—C9—C10119.2 (3)C23—C24—H24120.00
C8—C9—C10122.9 (3)C25—C24—H24120.00
C1—C10—C9120.0 (3)C13—C26—H26A110.00
C1—C10—C11118.5 (3)C13—C26—H26B110.00
C9—C10—C11120.5 (3)C13—C26—H26C109.00
N1—C11—C10126.5 (3)H26A—C26—H26B109.00
N1—C12—C13112.7 (2)H26A—C26—H26C109.00
C12—C13—C14111.7 (3)H26B—C26—H26C109.00
C12—C13—C26111.1 (3)C13—C27—H27A109.00
C12—C13—C27106.6 (3)C13—C27—H27B109.00
C14—C13—C26110.4 (3)C13—C27—H27C109.00
C14—C13—C27106.8 (2)H27A—C27—H27B109.00
C26—C13—C27110.2 (3)H27A—C27—H27C110.00
N2—C14—C13114.1 (2)H27B—C27—H27C109.00
N2—C15—C16125.4 (3)Cl1A—C28—Cl2113.5 (2)
C15—C16—C17120.5 (3)Cl1B—C28—Cl2104.0 (4)
C15—C16—C25120.0 (3)Cl1A—C28—H28A109.00
C17—C16—C25119.1 (3)Cl1A—C28—H28B109.00
C16—C17—C18123.1 (3)Cl2—C28—H28A109.00
C16—C17—C22119.4 (3)Cl2—C28—H28B109.00
C18—C17—C22117.5 (3)Cl2—C28—H28C111.00
C17—C18—C19121.2 (3)Cl2—C28—H28D111.00
C18—C19—C20120.7 (3)Cl1B—C28—H28C115.00
C19—C20—C21120.2 (3)Cl1B—C28—H28D108.00
C20—C21—C22120.5 (3)H28A—C28—H28B108.00
C17—C22—C21120.0 (3)H28C—C28—H28D109.00
C17—C22—C23119.0 (3)Cl3—C29—Cl4115.7 (5)
C21—C22—C23121.0 (3)Cl3—C29—H29A109.00
C22—C23—C24121.1 (3)Cl3—C29—H29B108.00
C23—C24—C25120.7 (3)Cl4—C29—H29A108.00
O2—C25—C16123.0 (3)Cl4—C29—H29B108.00
O2—C25—C24116.7 (2)H29A—C29—H29B107.00
C16—C25—C24120.3 (3)
O2—Mo1—O1—C1149.5 (2)C9—C4—C5—C60.4 (5)
O3—Mo1—O1—C146.5 (2)C3—C4—C9—C8−178.7 (3)
N1—Mo1—O1—C1−49.8 (2)C3—C4—C9—C10−2.4 (4)
N2—Mo1—O1—C1−131.1 (2)C5—C4—C9—C80.3 (4)
O1—Mo1—O2—C2533.1 (2)C5—C4—C9—C10176.6 (3)
O3—Mo1—O2—C25121.9 (2)C4—C5—C6—C7−0.4 (5)
O4—Mo1—O2—C25−130.7 (2)C5—C6—C7—C8−0.3 (5)
N1—Mo1—O2—C25−16.4 (4)C6—C7—C8—C90.9 (5)
N2—Mo1—O2—C25−47.1 (2)C7—C8—C9—C4−0.9 (4)
O1—Mo1—N1—C1137.9 (2)C7—C8—C9—C10−177.1 (3)
O1—Mo1—N1—C12−137.0 (2)C4—C9—C10—C10.2 (4)
O2—Mo1—N1—C1188.4 (3)C4—C9—C10—C11168.5 (3)
O2—Mo1—N1—C12−86.5 (3)C8—C9—C10—C1176.3 (3)
O3—Mo1—N1—C11−50.9 (2)C8—C9—C10—C11−15.4 (4)
O3—Mo1—N1—C12134.2 (2)C1—C10—C11—N1−23.9 (4)
O4—Mo1—N1—C11−155.3 (2)C9—C10—C11—N1167.7 (3)
O4—Mo1—N1—C1229.9 (2)N1—C12—C13—C14−65.6 (3)
N2—Mo1—N1—C11119.0 (2)N1—C12—C13—C2658.2 (3)
N2—Mo1—N1—C12−55.9 (2)N1—C12—C13—C27178.2 (2)
O1—Mo1—N2—C14131.0 (2)C12—C13—C14—N260.7 (3)
O1—Mo1—N2—C15−55.5 (2)C26—C13—C14—N2−63.5 (3)
O2—Mo1—N2—C14−142.3 (2)C27—C13—C14—N2176.8 (3)
O2—Mo1—N2—C1531.3 (2)N2—C15—C16—C17163.0 (3)
O4—Mo1—N2—C14−40.9 (2)N2—C15—C16—C25−23.8 (4)
O4—Mo1—N2—C15132.6 (2)C15—C16—C17—C18−14.9 (5)
N1—Mo1—N2—C1450.5 (2)C15—C16—C17—C22168.7 (3)
N1—Mo1—N2—C15−136.0 (2)C25—C16—C17—C18171.9 (3)
Mo1—O1—C1—C2−147.8 (2)C25—C16—C17—C22−4.6 (4)
Mo1—O1—C1—C1034.8 (3)C15—C16—C25—O212.1 (4)
Mo1—O2—C25—C1635.8 (4)C15—C16—C25—C24−165.6 (3)
Mo1—O2—C25—C24−146.5 (2)C17—C16—C25—O2−174.6 (3)
Mo1—N1—C11—C10−11.9 (4)C17—C16—C25—C247.7 (4)
C12—N1—C11—C10163.0 (3)C16—C17—C18—C19−176.5 (3)
Mo1—N1—C12—C1375.1 (3)C22—C17—C18—C190.1 (5)
C11—N1—C12—C13−100.2 (3)C16—C17—C22—C21176.7 (3)
Mo1—N2—C14—C13−61.8 (3)C16—C17—C22—C23−1.1 (5)
C15—N2—C14—C13124.3 (3)C18—C17—C22—C210.1 (5)
Mo1—N2—C15—C16−5.7 (4)C18—C17—C22—C23−177.8 (3)
C14—N2—C15—C16167.9 (3)C17—C18—C19—C200.3 (6)
O1—C1—C2—C3178.1 (3)C18—C19—C20—C21−0.8 (6)
C10—C1—C2—C3−4.4 (4)C19—C20—C21—C220.9 (5)
O1—C1—C10—C9−179.4 (2)C20—C21—C22—C17−0.6 (5)
O1—C1—C10—C1112.0 (4)C20—C21—C22—C23177.3 (3)
C2—C1—C10—C93.1 (4)C17—C22—C23—C243.9 (5)
C2—C1—C10—C11−165.4 (2)C21—C22—C23—C24−174.0 (3)
C1—C2—C3—C42.2 (5)C22—C23—C24—C25−0.8 (5)
C2—C3—C4—C5−177.8 (3)C23—C24—C25—O2177.1 (3)
C2—C3—C4—C91.2 (5)C23—C24—C25—C16−5.1 (5)
C3—C4—C5—C6179.3 (3)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C6—H6···O3i0.952.433.328 (5)159
C11—H11···O4ii0.952.383.297 (3)161
C12—H12A···O40.992.472.974 (4)111
C27—H27A···O3ii0.982.553.490 (4)161
C28—H28A···O2iii0.992.403.213 (5)139
C28—H28A···O4iii0.992.533.429 (6)151
Symmetry codes: (i) −x+1/2, −y+3/2, −z; (ii) −x+1/2, y−1/2, −z+1/2; (iii) x, y−1, z.
Table 1
Selected geometric parameters (Å) top
Mo1—O12.0888 (19)Mo1—O41.713 (2)
Mo1—O21.957 (2)Mo1—N12.118 (2)
Mo1—O31.702 (2)Mo1—N22.297 (2)
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C6—H6···O3i0.952.433.328 (5)159
C11—H11···O4ii0.952.383.297 (3)161
C12—H12A···O40.992.472.974 (4)111
C27—H27A···O3ii0.982.553.490 (4)161
C28—H28A···O2iii0.992.403.213 (5)139
C28—H28A···O4iii0.992.533.429 (6)151
Symmetry codes: (i) −x+1/2, −y+3/2, −z; (ii) −x+1/2, y−1/2, −z+1/2; (iii) x, y−1, z.
Acknowledgements top

none

references
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