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The U atom in the crystal structure of the title compound, [U(NO3)2O2(C21H19O2P)], shows hexa­gonal-bipyramidal coordination, as the nitrate and carboxyl­ate groups function as chelates. The oxo O atoms occupy the axial sites of this uncommon coordination geometry.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805036032/ng6220sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805036032/ng6220Isup2.hkl
Contains datablock I

CCDC reference: 293962

Key indicators

  • Single-crystal X-ray study
  • T = 291 K
  • Mean [sigma](C-C) = 0.010 Å
  • R factor = 0.042
  • wR factor = 0.081
  • Data-to-parameter ratio = 15.2

checkCIF/PLATON results

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Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O5 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for U1 PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 11 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 5 O8 -U1 -O3 -C1 -11.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 14 O6 -U1 -O4 -C1 14.30 1.50 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 25 O4 -U1 -O6 -N1 -22.30 1.60 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 31 O3 -U1 -O8 -N2 6.00 2.00 1.555 1.555 1.555 1.555
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 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 4 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

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

Dinitratodioxo[3-(triphenylphosphonio)propionato]uranium(VI) top
Crystal data top
[U(NO3)2O2(C21H19O2P)]F(000) = 1384
Mr = 728.38Dx = 1.977 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 20 reflections
a = 13.880 (3) Åθ = 3–25°
b = 9.860 (5) ŵ = 6.76 mm1
c = 17.962 (4) ÅT = 291 K
β = 95.42 (1)°Block, yellow
V = 2447 (2) Å30.23 × 0.20 × 0.18 mm
Z = 4
Data collection top
Siemens P4
diffractometer
3239 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.091
Graphite monochromatorθmax = 26.0°, θmin = 2.3°
ω scansh = 1717
Absorption correction: empirical (using intensity measurements)
via ψ scan (North et al., 1968)
k = 112
Tmin = 0.241, Tmax = 0.296l = 2222
10703 measured reflections3 standard reflections every 120 reflections
4808 independent reflections intensity decay: 5%
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)] = 0.042Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.081H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0124P)2]
where P = (Fo2 + 2Fc2)/3
4808 reflections(Δ/σ)max = 0.001
316 parametersΔρmax = 1.06 e Å3
0 restraintsΔρmin = 0.86 e Å3
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
U10.20569 (2)0.18538 (3)0.242161 (13)0.03519 (10)
O10.1409 (4)0.0612 (6)0.1885 (2)0.0465 (14)
O20.2699 (4)0.3059 (6)0.2978 (3)0.0595 (16)
N10.3723 (5)0.0014 (8)0.2610 (3)0.0547 (19)
O50.3560 (4)0.0782 (7)0.2051 (3)0.0632 (18)
O60.3127 (4)0.0138 (6)0.3105 (3)0.0538 (16)
O70.4412 (4)0.0733 (7)0.2688 (3)0.0688 (18)
N20.0676 (5)0.1709 (8)0.3553 (3)0.0499 (18)
O80.1398 (4)0.0945 (7)0.3568 (2)0.0556 (16)
O90.0534 (4)0.2496 (6)0.2981 (3)0.0535 (15)
O100.0131 (4)0.1745 (7)0.4042 (3)0.0659 (19)
O30.2570 (4)0.2913 (6)0.1303 (2)0.0494 (15)
O40.1195 (3)0.3599 (5)0.1666 (2)0.0421 (14)
C10.1818 (6)0.3662 (7)0.1199 (3)0.0349 (18)
C20.1631 (5)0.4490 (8)0.0514 (3)0.0372 (18)
H2A0.12350.52620.06230.045*
H2B0.12660.39520.01330.045*
C30.2563 (5)0.5014 (7)0.0196 (3)0.0335 (18)
H3A0.24710.49980.03460.040*
H3B0.30960.44120.03540.040*
P10.28677 (12)0.6712 (2)0.05038 (8)0.0287 (4)
C40.3549 (6)0.6060 (8)0.1938 (3)0.0402 (19)
H4A0.40530.56480.17160.048*
C50.3517 (6)0.5967 (9)0.2699 (3)0.050 (2)
H5A0.40020.55190.29950.060*
C60.2762 (6)0.6540 (8)0.3007 (4)0.049 (2)
H6A0.27270.64570.35200.059*
C70.2052 (7)0.7234 (9)0.2594 (4)0.058 (3)
H7A0.15460.76280.28210.070*
C80.2095 (5)0.7345 (8)0.1820 (3)0.0402 (19)
H8A0.16170.78150.15280.048*
C90.2843 (5)0.6758 (8)0.1498 (3)0.0331 (16)
C100.4676 (6)0.7960 (9)0.0724 (4)0.048 (2)
H10A0.45070.82060.11950.057*
C110.5554 (6)0.8369 (10)0.0508 (4)0.061 (3)
H11A0.59880.88470.08370.074*
C120.5782 (6)0.8062 (10)0.0202 (4)0.052 (2)
H12A0.63640.83630.03610.063*
C130.5156 (6)0.7312 (10)0.0678 (4)0.053 (2)
H13A0.53170.71080.11560.063*
C140.4300 (5)0.6867 (9)0.0453 (3)0.0402 (18)
H14A0.38870.63440.07740.048*
C150.4041 (5)0.7196 (8)0.0263 (3)0.0338 (19)
C160.2128 (6)0.9270 (8)0.0208 (4)0.048 (2)
H16A0.26240.95620.05560.057*
C170.1519 (6)1.0201 (10)0.0159 (4)0.060 (3)
H17A0.15961.11210.00560.072*
C180.0794 (6)0.9767 (10)0.0680 (4)0.056 (2)
H18A0.03831.04000.09290.068*
C190.0668 (6)0.8423 (9)0.0838 (4)0.048 (2)
H19A0.01770.81510.11940.058*
C200.1266 (5)0.7454 (8)0.0471 (3)0.0350 (17)
H20A0.11770.65370.05770.042*
C210.2004 (5)0.7883 (8)0.0058 (3)0.0327 (18)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
U10.03928 (16)0.03604 (16)0.02998 (12)0.00005 (19)0.00183 (9)0.00767 (15)
O10.049 (3)0.044 (4)0.044 (3)0.004 (3)0.003 (2)0.004 (3)
O20.070 (4)0.052 (4)0.054 (3)0.021 (4)0.008 (3)0.006 (3)
N10.052 (5)0.054 (5)0.056 (4)0.008 (4)0.006 (4)0.010 (4)
O50.061 (4)0.069 (5)0.063 (3)0.021 (4)0.019 (3)0.033 (3)
O60.049 (4)0.063 (4)0.049 (3)0.007 (3)0.001 (3)0.012 (3)
O70.053 (4)0.064 (5)0.088 (4)0.020 (4)0.001 (3)0.014 (4)
N20.047 (4)0.060 (5)0.042 (3)0.010 (4)0.001 (3)0.013 (4)
O80.063 (4)0.064 (4)0.042 (3)0.013 (4)0.014 (3)0.025 (3)
O90.058 (4)0.057 (4)0.047 (3)0.015 (3)0.011 (3)0.014 (3)
O100.056 (4)0.100 (6)0.045 (3)0.005 (4)0.024 (3)0.017 (3)
O30.053 (4)0.054 (4)0.044 (3)0.019 (3)0.018 (2)0.021 (3)
O40.037 (3)0.050 (4)0.041 (2)0.008 (3)0.015 (2)0.016 (2)
C10.047 (5)0.025 (4)0.032 (3)0.005 (4)0.003 (3)0.002 (3)
C20.044 (5)0.035 (5)0.033 (3)0.000 (4)0.002 (3)0.003 (3)
C30.046 (5)0.026 (4)0.028 (3)0.006 (4)0.000 (3)0.001 (3)
P10.0313 (10)0.0317 (11)0.0233 (7)0.0009 (10)0.0041 (6)0.0023 (8)
C40.051 (5)0.040 (5)0.030 (3)0.000 (4)0.005 (3)0.000 (3)
C50.061 (6)0.058 (6)0.029 (4)0.000 (5)0.003 (4)0.005 (4)
C60.071 (6)0.055 (6)0.022 (3)0.014 (5)0.001 (4)0.003 (3)
C70.086 (7)0.056 (6)0.037 (4)0.012 (5)0.031 (4)0.012 (4)
C80.041 (5)0.051 (5)0.030 (3)0.004 (4)0.008 (3)0.000 (3)
C90.038 (4)0.039 (4)0.023 (3)0.003 (4)0.007 (3)0.005 (3)
C100.047 (5)0.057 (6)0.039 (4)0.013 (5)0.006 (3)0.016 (4)
C110.044 (5)0.078 (8)0.062 (5)0.015 (6)0.006 (4)0.017 (5)
C120.032 (4)0.060 (6)0.067 (5)0.008 (5)0.018 (4)0.001 (5)
C130.041 (5)0.073 (7)0.046 (4)0.010 (5)0.017 (4)0.001 (4)
C140.033 (4)0.051 (5)0.037 (3)0.006 (5)0.006 (3)0.004 (4)
C150.035 (4)0.036 (5)0.030 (3)0.004 (4)0.003 (3)0.005 (3)
C160.055 (6)0.034 (5)0.050 (4)0.010 (5)0.012 (4)0.006 (4)
C170.070 (7)0.040 (6)0.067 (5)0.007 (5)0.005 (5)0.004 (5)
C180.059 (6)0.048 (6)0.062 (5)0.014 (5)0.007 (4)0.020 (5)
C190.044 (5)0.062 (7)0.037 (4)0.001 (5)0.006 (3)0.011 (4)
C200.033 (4)0.032 (4)0.040 (4)0.008 (4)0.003 (3)0.008 (4)
C210.038 (4)0.035 (5)0.026 (3)0.003 (4)0.009 (3)0.002 (3)
Geometric parameters (Å, º) top
U1—O11.754 (5)C5—H5A0.9300
U1—O21.743 (5)C6—C71.360 (11)
U1—O32.430 (4)C6—H6A0.9300
U1—O42.435 (5)C7—C81.401 (8)
U1—O52.485 (6)C7—H7A0.9300
U1—O62.496 (5)C8—C91.364 (10)
U1—O82.498 (5)C8—H8A0.9300
U1—O92.507 (5)C10—C111.374 (11)
N1—O71.204 (8)C10—C151.377 (10)
N1—O51.262 (8)C10—H10A0.9300
N1—O61.276 (8)C11—C121.377 (10)
N2—O101.214 (7)C11—H11A0.9300
N2—O81.252 (8)C12—C131.375 (11)
N2—O91.288 (8)C12—H12A0.9300
O3—C11.278 (8)C13—C141.363 (10)
O4—C11.262 (8)C13—H13A0.9300
C1—C21.480 (9)C14—C151.406 (9)
C2—C31.550 (9)C14—H14A0.9300
C2—H2A0.9700C16—C171.373 (11)
C2—H2B0.9700C16—C211.402 (11)
C3—P11.800 (7)C16—H16A0.9300
C3—H3A0.9700C17—C181.376 (11)
C3—H3B0.9700C17—H17A0.9300
P1—C151.789 (7)C18—C191.363 (12)
P1—C91.790 (5)C18—H18A0.9300
P1—C211.797 (7)C19—C201.390 (11)
C4—C51.374 (8)C19—H19A0.9300
C4—C91.383 (10)C20—C211.396 (9)
C4—H4A0.9300C20—H20A0.9300
C5—C61.355 (11)
O1—U1—O2178.3 (2)C15—P1—C3111.5 (3)
O1—U1—O391.2 (2)C9—P1—C3107.7 (3)
O1—U1—O489.3 (2)C21—P1—C3109.5 (3)
O1—U1—O587.4 (2)C5—C4—C9120.9 (7)
O1—U1—O692.7 (2)C5—C4—H4A119.5
O1—U1—O889.7 (2)C9—C4—H4A119.5
O1—U1—O989.4 (2)C6—C5—C4118.5 (7)
O2—U1—O390.4 (2)C6—C5—H5A120.7
O2—U1—O492.1 (2)C4—C5—H5A120.7
O2—U1—O592.7 (3)C5—C6—C7122.4 (6)
O2—U1—O686.1 (2)C5—C6—H6A118.8
O2—U1—O888.8 (2)C7—C6—H6A118.8
O2—U1—O990.2 (2)C6—C7—C8118.9 (8)
O3—U1—O453.29 (16)C6—C7—H7A120.6
O3—U1—O569.02 (18)C8—C7—H7A120.6
O3—U1—O6119.37 (17)C9—C8—C7119.6 (7)
O3—U1—O8174.18 (19)C9—C8—H8A120.2
O3—U1—O9123.17 (17)C7—C8—H8A120.2
O4—U1—O5122.12 (16)C8—C9—C4119.7 (6)
O4—U1—O6172.47 (16)C8—C9—P1121.4 (5)
O4—U1—O8120.97 (18)C4—C9—P1118.6 (5)
O4—U1—O969.90 (16)C11—C10—C15121.7 (7)
O5—U1—O650.80 (16)C11—C10—H10A119.1
O5—U1—O8116.78 (18)C15—C10—H10A119.1
O5—U1—O9167.49 (18)C10—C11—C12119.0 (8)
O6—U1—O866.33 (18)C10—C11—H11A120.5
O6—U1—O9117.36 (17)C12—C11—H11A120.5
O8—U1—O951.08 (17)C13—C12—C11120.4 (8)
O7—N1—O5122.8 (8)C13—C12—H12A119.8
O7—N1—O6122.5 (7)C11—C12—H12A119.8
O5—N1—O6114.7 (7)C14—C13—C12120.4 (7)
N1—O5—U197.7 (5)C14—C13—H13A119.8
N1—O6—U196.7 (4)C12—C13—H13A119.8
O10—N2—O8123.7 (7)C13—C14—C15120.2 (7)
O10—N2—O9120.0 (8)C13—C14—H14A119.9
O8—N2—O9116.3 (6)C15—C14—H14A119.9
N2—O8—U196.9 (4)C10—C15—C14118.2 (7)
N2—O9—U195.5 (4)C10—C15—P1123.1 (5)
C1—O3—U194.0 (4)C14—C15—P1118.5 (5)
C1—O4—U194.2 (4)C17—C16—C21120.1 (7)
O4—C1—O3118.4 (6)C17—C16—H16A120.0
O4—C1—C2120.2 (7)C21—C16—H16A120.0
O3—C1—C2121.1 (6)C16—C17—C18119.8 (9)
C1—C2—C3113.8 (6)C16—C17—H17A120.1
C1—C2—H2A108.8C18—C17—H17A120.1
C3—C2—H2A108.8C19—C18—C17120.9 (8)
C1—C2—H2B108.8C19—C18—H18A119.5
C3—C2—H2B108.8C17—C18—H18A119.5
H2A—C2—H2B107.7C18—C19—C20120.8 (7)
C2—C3—P1112.1 (5)C18—C19—H19A119.6
C2—C3—H3A109.2C20—C19—H19A119.6
P1—C3—H3A109.2C19—C20—C21118.8 (8)
C2—C3—H3B109.2C19—C20—H20A120.6
P1—C3—H3B109.2C21—C20—H20A120.6
H3A—C3—H3B107.9C20—C21—C16119.6 (7)
C15—P1—C9109.8 (3)C20—C21—P1121.7 (6)
C15—P1—C21107.8 (3)C16—C21—P1118.5 (5)
C9—P1—C21110.7 (3)
O2—U1—O3—C193.2 (5)C9—P1—C3—C250.0 (5)
O1—U1—O3—C187.2 (5)C15—P1—C3—C2170.4 (4)
O4—U1—O3—C11.0 (4)C21—P1—C3—C270.4 (5)
O5—U1—O3—C1174.0 (5)C9—C4—C5—C61.9 (13)
O8—U1—O3—C111 (2)C4—C5—C6—C71.8 (13)
O9—U1—O3—C12.8 (5)C5—C6—C7—C80.8 (13)
O6—U1—O3—C1179.0 (4)C6—C7—C8—C90.1 (12)
O2—U1—O4—C190.0 (5)C7—C8—C9—C40.1 (12)
O1—U1—O4—C191.1 (4)C7—C8—C9—P1173.3 (6)
O3—U1—O4—C11.0 (4)C5—C4—C9—C81.0 (12)
O5—U1—O4—C14.5 (5)C5—C4—C9—P1174.4 (6)
O8—U1—O4—C1179.8 (4)C15—P1—C9—C8134.2 (7)
O9—U1—O4—C1179.4 (5)C21—P1—C9—C815.4 (8)
O6—U1—O4—C114.3 (15)C3—P1—C9—C8104.2 (7)
O2—U1—O5—N184.3 (5)C15—P1—C9—C452.5 (7)
O1—U1—O5—N194.0 (5)C21—P1—C9—C4171.3 (6)
O3—U1—O5—N1173.7 (5)C3—P1—C9—C469.0 (7)
O4—U1—O5—N1178.5 (4)C15—C10—C11—C123.2 (15)
O8—U1—O5—N15.7 (5)C10—C11—C12—C132.4 (15)
O9—U1—O5—N118.7 (12)C11—C12—C13—C140.1 (15)
O6—U1—O5—N11.6 (4)C12—C13—C14—C151.4 (14)
O2—U1—O6—N198.3 (5)C11—C10—C15—C141.7 (13)
O1—U1—O6—N182.9 (5)C11—C10—C15—P1176.9 (7)
O3—U1—O6—N110.0 (5)C13—C14—C15—C100.6 (12)
O4—U1—O6—N122.3 (16)C13—C14—C15—P1174.8 (7)
O5—U1—O6—N11.6 (4)C9—P1—C15—C1022.5 (8)
O8—U1—O6—N1171.3 (5)C21—P1—C15—C1098.1 (7)
O9—U1—O6—N1173.6 (4)C3—P1—C15—C10141.8 (7)
O2—U1—O8—N288.3 (5)C9—P1—C15—C14162.3 (6)
O1—U1—O8—N292.4 (5)C21—P1—C15—C1477.1 (7)
O3—U1—O8—N26 (2)C3—P1—C15—C1443.1 (7)
O4—U1—O8—N23.4 (5)C21—C16—C17—C180.8 (13)
O5—U1—O8—N2179.3 (4)C16—C17—C18—C190.2 (14)
O9—U1—O8—N22.9 (4)C17—C18—C19—C200.4 (14)
O6—U1—O8—N2174.5 (5)C18—C19—C20—C210.4 (12)
O2—U1—O9—N285.5 (5)C19—C20—C21—C160.2 (10)
O1—U1—O9—N292.9 (5)C19—C20—C21—P1175.1 (5)
O3—U1—O9—N2176.1 (4)C17—C16—C21—C200.8 (12)
O4—U1—O9—N2177.6 (5)C17—C16—C21—P1175.8 (6)
O5—U1—O9—N217.8 (11)C9—P1—C21—C20121.9 (6)
O8—U1—O9—N22.8 (4)C15—P1—C21—C20118.1 (6)
O6—U1—O9—N20.2 (5)C3—P1—C21—C203.3 (6)
U1—O3—C1—O41.7 (7)C9—P1—C21—C1663.2 (7)
U1—O3—C1—C2172.7 (6)C15—P1—C21—C1656.8 (6)
U1—O4—C1—O31.7 (7)C3—P1—C21—C16178.3 (6)
U1—O4—C1—C2172.8 (6)U1—O5—N1—O7179.5 (7)
O3—C1—C2—C332.5 (10)U1—O5—N1—O62.6 (7)
O4—C1—C2—C3153.2 (6)U1—O6—N1—O7179.5 (7)
C1—C2—C3—P196.0 (6)U1—O6—N1—O52.6 (7)
 

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