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The title compound, (C7H11N2O)4[Mo8O26], was synthesized by hydro­thermal reaction of an acidified aqueous solution of Na2Mo2O4·2H2O, N-(2-hydroxy­ethyl)-4-amino­pyridine sulfate and Zn(CH3COO)2·4H2O. Single X-ray crystal analysis reveals that the structure of the title compound consists of a centrosymmetric β-octamolybdate anion and N-(2-hydroxy­ethyl)-4-amino­pyridinium cations. The Mo—O bond lengths are in the range 1.687 (4)–1.708 (4) Å for terminal Mo—O bonds and 1.759 (4)–2.437 (4) Å for the Mo—O bonds shared by two or more neighboring {MoO6} octahedra. The O—H...O hydrogen-bond lengths are 2.677 (8)–2.804 (8) Å, and the N—H...N hydrogen-bond lengths are 2.905 (8)–3.033 (7) Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803003155/cm6029sup1.cif
Contains datablocks I, CM6029

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803003155/cm6029Isup2.hkl
Contains datablock I

CCDC reference: 206736

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.011 Å
  • R factor = 0.037
  • wR factor = 0.104
  • Data-to-parameter ratio = 12.8

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry

General Notes

FORMU_01 There is a discrepancy between the atom counts in the _chemical_formula_sum and _chemical_formula_moiety. This is usually due to the moiety formula being in the wrong format. Atom count from _chemical_formula_sum: C28 H44 Mo8 N8 O30 Atom count from _chemical_formula_moiety:C280 H440 N80 O40

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SMART and SAINT (Siemens, 1994); data reduction: SMART and SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXL97.

(I) top
Crystal data top
(C7H11N2O)4[Mo8O26]F(000) = 1688
Mr = 1740.23Dx = 2.380 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
a = 12.657 (3) ÅCell parameters from 4440 reflections
b = 13.816 (3) Åθ = 2.1–25.1°
c = 14.892 (3) ŵ = 2.10 mm1
β = 111.15 (1)°T = 293 K
V = 2428.8 (9) Å3Prism, colorless
Z = 20.47 × 0.38 × 0.27 mm
Data collection top
SMART CCD
diffractometer
4280 independent reflections
Radiation source: fine-focus sealed tube3561 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.024
φ and ω scansθmax = 25.1°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 415
Tmin = 0.363, Tmax = 0.568k = 1416
7194 measured reflectionsl = 1717
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.104 w = 1/[σ2(Fo2) + (0.0471P)2 + 9.0016P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max < 0.001
4280 reflectionsΔρmax = 1.10 e Å3
335 parametersΔρmin = 0.82 e Å3
3 restraintsExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00024 (1)
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Mo11.01296 (4)0.87781 (4)0.65165 (3)0.02796 (15)
Mo21.21918 (4)0.91046 (4)0.42635 (4)0.02803 (15)
Mo30.75292 (4)0.86928 (4)0.65751 (4)0.03127 (16)
Mo40.96264 (4)0.90512 (3)0.43275 (3)0.02434 (15)
O10.8783 (3)1.0199 (3)0.4206 (3)0.0277 (8)
O20.8859 (3)0.8008 (3)0.6575 (3)0.0332 (9)
O31.0689 (3)0.8454 (3)0.4835 (3)0.0287 (8)
O41.3006 (3)1.0291 (3)0.4027 (3)0.0354 (9)
O51.2951 (3)0.8442 (3)0.4787 (3)0.0385 (10)
O61.1070 (4)0.7930 (3)0.6557 (3)0.0443 (11)
O70.7084 (4)0.9123 (4)0.7719 (3)0.0482 (12)
O80.9114 (3)0.9802 (3)0.5890 (3)0.0259 (8)
O90.8438 (3)0.8342 (3)0.4962 (3)0.0320 (9)
O101.2578 (4)0.8629 (3)0.3135 (3)0.0373 (10)
O110.6620 (4)0.7771 (3)0.6609 (3)0.0430 (11)
O121.0068 (4)0.8625 (3)0.3190 (3)0.0344 (9)
O130.9690 (4)0.9323 (3)0.7620 (3)0.0394 (10)
O141.5970 (8)0.7425 (5)0.5026 (6)0.118 (3)
H14B1.61630.74840.54930.178*
O151.4365 (5)0.6248 (4)0.4869 (4)0.0593 (14)
H15A1.48530.66050.49280.089*
N11.6294 (6)0.9376 (5)0.3288 (5)0.0631 (19)
N21.6046 (5)1.1852 (4)0.1846 (5)0.0525 (15)
H2A1.57301.18310.14220.063*
H2B1.63371.23830.19470.063*
N31.2055 (4)0.5492 (4)0.5325 (4)0.0359 (12)
N41.0890 (5)0.4169 (4)0.3387 (4)0.0457 (14)
H4A1.06300.45050.30260.055*
H4B1.09170.35490.33390.055*
C11.5737 (8)0.8348 (8)0.4729 (7)0.090 (3)
H1A1.49530.83920.47790.108*
H1B1.58840.88540.51210.108*
C21.6523 (8)0.8442 (8)0.3696 (6)0.081 (3)
H2C1.64080.79030.33240.097*
H2D1.73030.84270.36610.097*
C31.6708 (7)1.0226 (7)0.3459 (6)0.066 (2)
H3A1.70771.02380.38980.079*
C41.6615 (6)1.1060 (6)0.3025 (5)0.0514 (19)
H4C1.69011.16320.31750.062*
C51.6082 (5)1.1060 (5)0.2344 (5)0.0381 (14)
C61.5616 (5)1.0179 (5)0.2200 (5)0.0441 (16)
H6A1.52221.01510.17810.053*
C71.5734 (7)0.9373 (6)0.2663 (6)0.0541 (19)
H7A1.54220.87970.25510.065*
C81.3738 (6)0.5828 (6)0.5765 (5)0.0482 (17)
H8A1.39080.51420.57420.058*
H8B1.39700.61180.62580.058*
C91.2490 (6)0.5958 (5)0.6035 (5)0.0471 (17)
H9A1.21030.56800.66670.056*
H9B1.23170.66440.60730.056*
C101.2059 (6)0.4513 (4)0.5250 (5)0.0385 (14)
H10A1.23340.41410.56380.046*
C111.1674 (6)0.4070 (5)0.4624 (5)0.0412 (15)
H11A1.16830.33980.45900.049*
C121.1253 (5)0.4610 (5)0.4017 (4)0.0339 (13)
C131.1234 (5)0.5626 (5)0.4133 (4)0.0343 (13)
H13A1.09500.60160.37640.041*
C141.1627 (5)0.6032 (4)0.4775 (4)0.0351 (14)
H14A1.16040.67020.48420.042*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mo10.0334 (3)0.0255 (3)0.0292 (3)0.0013 (2)0.0164 (2)0.00157 (19)
Mo20.0276 (3)0.0262 (3)0.0327 (3)0.0048 (2)0.0138 (2)0.0022 (2)
Mo30.0325 (3)0.0291 (3)0.0328 (3)0.0007 (2)0.0125 (2)0.0007 (2)
Mo40.0286 (3)0.0215 (3)0.0272 (3)0.00185 (19)0.0153 (2)0.00257 (18)
O10.029 (2)0.027 (2)0.031 (2)0.0018 (17)0.0167 (16)0.0005 (16)
O20.044 (2)0.023 (2)0.035 (2)0.0040 (18)0.0168 (19)0.0018 (17)
O30.033 (2)0.025 (2)0.030 (2)0.0023 (17)0.0138 (17)0.0015 (16)
O40.025 (2)0.037 (2)0.046 (2)0.0013 (18)0.0151 (18)0.0001 (19)
O50.033 (2)0.037 (2)0.050 (3)0.0073 (19)0.022 (2)0.002 (2)
O60.049 (3)0.037 (2)0.052 (3)0.010 (2)0.023 (2)0.007 (2)
O70.050 (3)0.050 (3)0.042 (3)0.005 (2)0.013 (2)0.005 (2)
O80.0270 (19)0.025 (2)0.0287 (19)0.0032 (16)0.0135 (15)0.0024 (16)
O90.033 (2)0.030 (2)0.037 (2)0.0014 (18)0.0164 (18)0.0015 (18)
O100.040 (2)0.036 (2)0.037 (2)0.0035 (19)0.0157 (19)0.0026 (19)
O110.040 (2)0.038 (3)0.049 (3)0.010 (2)0.014 (2)0.003 (2)
O120.043 (2)0.031 (2)0.033 (2)0.0004 (18)0.0191 (19)0.0066 (17)
O130.047 (3)0.041 (3)0.035 (2)0.003 (2)0.020 (2)0.0010 (19)
O140.188 (8)0.081 (5)0.156 (7)0.076 (5)0.147 (7)0.064 (5)
O150.060 (3)0.072 (4)0.054 (3)0.012 (3)0.030 (3)0.007 (3)
N10.072 (5)0.064 (4)0.075 (5)0.012 (4)0.053 (4)0.017 (4)
N20.050 (4)0.045 (4)0.065 (4)0.005 (3)0.024 (3)0.004 (3)
N30.034 (3)0.034 (3)0.040 (3)0.001 (2)0.014 (2)0.003 (2)
N40.059 (4)0.034 (3)0.052 (3)0.002 (3)0.030 (3)0.001 (3)
C10.056 (5)0.128 (10)0.089 (7)0.018 (6)0.030 (5)0.028 (7)
C20.067 (6)0.104 (8)0.069 (6)0.003 (6)0.020 (5)0.012 (6)
C30.063 (5)0.086 (7)0.067 (5)0.004 (5)0.045 (4)0.006 (5)
C40.051 (4)0.059 (5)0.049 (4)0.016 (4)0.024 (3)0.010 (4)
C50.033 (3)0.043 (4)0.035 (3)0.000 (3)0.009 (3)0.008 (3)
C60.040 (4)0.050 (4)0.050 (4)0.001 (3)0.025 (3)0.006 (3)
C70.065 (5)0.045 (4)0.070 (5)0.012 (4)0.045 (4)0.002 (4)
C80.055 (4)0.050 (4)0.046 (4)0.001 (3)0.026 (3)0.001 (3)
C90.053 (4)0.049 (4)0.045 (4)0.009 (3)0.025 (3)0.012 (3)
C100.047 (4)0.030 (3)0.041 (3)0.003 (3)0.019 (3)0.006 (3)
C110.045 (4)0.031 (3)0.049 (4)0.001 (3)0.019 (3)0.001 (3)
C120.027 (3)0.036 (3)0.038 (3)0.001 (3)0.011 (3)0.003 (3)
C130.029 (3)0.037 (3)0.037 (3)0.001 (3)0.013 (3)0.006 (3)
C140.034 (3)0.028 (3)0.042 (3)0.007 (3)0.012 (3)0.004 (3)
Geometric parameters (Å, º) top
Mo1—O61.687 (4)N1—C21.499 (11)
Mo1—O131.708 (4)N2—C51.332 (9)
Mo1—O21.904 (4)N2—H2A0.8600
Mo1—O1i1.996 (4)N2—H2B0.8600
Mo1—O82.321 (4)N3—C141.357 (8)
Mo1—O32.386 (4)N3—C101.358 (8)
Mo2—O101.704 (4)N3—C91.502 (8)
Mo2—O51.706 (4)N4—C121.333 (8)
Mo2—O41.901 (4)N4—H4A0.8600
Mo2—O31.995 (4)N4—H4B0.8600
Mo2—O8i2.311 (4)C1—C21.505 (11)
Mo2—O1i2.369 (4)C1—H1A0.9700
Mo2—Mo43.2145 (9)C1—H1B0.9700
Mo3—O71.696 (5)C2—H2C0.9700
Mo3—O111.705 (4)C2—H2D0.9700
Mo3—O4i1.916 (4)C3—C41.346 (12)
Mo3—O21.931 (4)C3—H3A0.9300
Mo3—O92.309 (4)C4—C51.405 (9)
Mo3—O82.437 (4)C4—H4C0.9300
Mo4—O121.687 (4)C5—C61.403 (9)
Mo4—O91.758 (4)C6—C71.344 (10)
Mo4—O31.948 (4)C6—H6A0.9300
Mo4—O11.956 (4)C7—H7A0.9300
Mo4—O8i2.187 (4)C8—C91.493 (10)
Mo4—O82.413 (4)C8—H8A0.9700
O1—Mo1i1.996 (4)C8—H8B0.9700
O1—Mo2i2.369 (4)C9—H9A0.9700
O4—Mo3i1.916 (4)C9—H9B0.9700
O8—Mo4i2.187 (4)C10—C111.345 (9)
O8—Mo2i2.311 (4)C10—H10A0.9300
O14—C11.416 (11)C11—C121.416 (9)
O14—H14B0.8200C11—H11A0.9300
O15—C81.409 (8)C12—C131.413 (9)
O15—H15A0.8200C13—C141.349 (9)
N1—C31.349 (11)C13—H13A0.9300
N1—C71.358 (9)C14—H14A0.9300
O6—Mo1—O13105.2 (2)Mo4i—O8—Mo2i91.18 (14)
O6—Mo1—O2101.9 (2)Mo4i—O8—Mo191.25 (13)
O13—Mo1—O2103.0 (2)Mo2i—O8—Mo1163.29 (18)
O6—Mo1—O1i98.8 (2)Mo4i—O8—Mo4103.92 (14)
O13—Mo1—O1i97.4 (2)Mo2i—O8—Mo497.95 (13)
O2—Mo1—O1i145.9 (2)Mo1—O8—Mo497.50 (13)
O6—Mo1—O8159.7 (2)Mo4i—O8—Mo3164.51 (18)
O13—Mo1—O894.7 (2)Mo2i—O8—Mo386.68 (12)
O2—Mo1—O877.2 (2)Mo1—O8—Mo386.57 (12)
O1i—Mo1—O874.1 (1)Mo4—O8—Mo391.58 (12)
O6—Mo1—O387.8 (2)Mo4—O9—Mo3116.78 (19)
O13—Mo1—O3164.3 (2)C1—O14—H14B109.5
O2—Mo1—O382.5 (2)C8—O15—H15A109.5
O1i—Mo1—O371.4 (1)C3—N1—C7117.8 (7)
O8—Mo1—O372.0 (1)C3—N1—C2121.9 (7)
O10—Mo2—O5103.6 (2)C7—N1—C2120.1 (7)
O10—Mo2—O4101.9 (2)C5—N2—H2A120.0
O5—Mo2—O4101.0 (2)C5—N2—H2B120.0
O10—Mo2—O397.9 (2)H2A—N2—H2B120.0
O5—Mo2—O399.8 (2)C14—N3—C10119.2 (6)
O4—Mo2—O3146.9 (2)C14—N3—C9121.1 (5)
O10—Mo2—O8i96.6 (2)C10—N3—C9119.6 (6)
O5—Mo2—O8i159.6 (2)C12—N4—H4A120.0
O4—Mo2—O8i77.1 (2)C12—N4—H4B120.0
O3—Mo2—O8i74.4 (2)H4A—N4—H4B120.0
O10—Mo2—O1i166.0 (2)O14—C1—C2105.1 (9)
O5—Mo2—O1i87.8 (2)O14—C1—H1A110.7
O4—Mo2—O1i83.5 (2)C2—C1—H1A110.7
O3—Mo2—O1i71.8 (1)O14—C1—H1B110.7
O8i—Mo2—O1i71.8 (1)C2—C1—H1B110.7
O10—Mo2—Mo487.0 (2)H1A—C1—H1B108.8
O5—Mo2—Mo4134.7 (2)N1—C2—C1109.6 (8)
O4—Mo2—Mo4120.0 (1)N1—C2—H2C109.8
O3—Mo2—Mo434.9 (1)C1—C2—H2C109.8
O8i—Mo2—Mo442.9 (1)N1—C2—H2D109.8
O1i—Mo2—Mo479.11 (9)C1—C2—H2D109.8
O7—Mo3—O11104.8 (2)H2C—C2—H2D108.2
O7—Mo3—O4i99.7 (2)C4—C3—N1123.1 (7)
O11—Mo3—O4i102.3 (2)C4—C3—H3A118.4
O7—Mo3—O298.4 (2)N1—C3—H3A118.4
O11—Mo3—O2102.3 (2)C3—C4—C5119.7 (7)
O4i—Mo3—O2144.5 (2)C3—C4—H4C120.2
O7—Mo3—O9168.0 (2)C5—C4—H4C120.2
O11—Mo3—O987.2 (2)N2—C5—C6121.8 (6)
O4i—Mo3—O978.2 (2)N2—C5—C4121.6 (7)
O2—Mo3—O977.9 (2)C6—C5—C4116.6 (7)
O7—Mo3—O897.2 (2)C7—C6—C5120.6 (6)
O11—Mo3—O8158.0 (2)C7—C6—H6A119.7
O4i—Mo3—O873.8 (2)C5—C6—H6A119.7
O2—Mo3—O873.9 (2)C6—C7—N1122.1 (7)
O9—Mo3—O870.8 (1)C6—C7—H7A119.0
O12—Mo4—O9104.7 (2)N1—C7—H7A119.0
O12—Mo4—O3102.5 (2)O15—C8—C9112.6 (6)
O9—Mo4—O397.6 (2)O15—C8—H8A109.1
O12—Mo4—O1100.6 (2)C9—C8—H8A109.1
O9—Mo4—O196.4 (2)O15—C8—H8B109.1
O3—Mo4—O1148.8 (2)C9—C8—H8B109.1
O12—Mo4—O8i98.3 (2)H8A—C8—H8B107.8
O9—Mo4—O8i156.9 (2)C8—C9—N3112.3 (6)
O3—Mo4—O8i78.2 (2)C8—C9—H9A109.1
O1—Mo4—O8i78.0 (2)N3—C9—H9A109.1
O12—Mo4—O8174.2 (2)C8—C9—H9B109.1
O9—Mo4—O880.9 (2)N3—C9—H9B109.1
O3—Mo4—O877.9 (1)H9A—C9—H9B107.9
O1—Mo4—O877.0 (1)C11—C10—N3121.3 (6)
O8i—Mo4—O876.1 (1)C11—C10—H10A119.4
O12—Mo4—Mo290.76 (14)N3—C10—H10A119.4
O9—Mo4—Mo2133.45 (13)C10—C11—C12121.0 (6)
O3—Mo4—Mo235.88 (11)C10—C11—H11A119.5
O1—Mo4—Mo2123.91 (11)C12—C11—H11A119.5
O8i—Mo4—Mo245.96 (9)N4—C12—C13123.0 (6)
O8—Mo4—Mo286.32 (8)N4—C12—C11120.9 (6)
Mo4—O1—Mo1i109.30 (18)C13—C12—C11116.1 (6)
Mo4—O1—Mo2i110.65 (16)C14—C13—C12120.3 (6)
Mo1i—O1—Mo2i104.45 (16)C14—C13—H13A119.8
Mo1—O2—Mo3116.6 (2)C12—C13—H13A119.8
Mo4—O3—Mo2109.21 (18)C13—C14—N3121.9 (6)
Mo4—O3—Mo1110.03 (17)C13—C14—H14A119.0
Mo2—O3—Mo1103.87 (16)N3—C14—H14A119.0
Mo2—O4—Mo3i117.3 (2)
Symmetry code: (i) x+2, y+2, z1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O14—H14B···O11ii0.821.992.804 (8)174
O15—H15A···O140.821.862.677 (8)178
N2—H2A···O15iii0.862.132.905 (8)150
N2—H2B···O10iii0.862.183.017 (7)165
N4—H4A···O13iv0.862.223.033 (7)158
N4—H4B···O2v0.862.183.028 (7)169
Symmetry codes: (ii) x+1, y, z; (iii) x+3, y+1/2, z1/2; (iv) x, y+3/2, z+1/2; (v) x+2, y+1, z1.
 

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