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Acta Crystallogr Sect E Struct Rep Online. 2009 December 1; 65(Pt 12): m1689.
Published online 2009 November 28. doi:  10.1107/S1600536809050107
PMCID: PMC2971880

[N′-(5-Chloro-2-oxidobenzyl­idene-κO)-3-hydr­oxy-2-naphthohydrazidato-κ2 N′,O 2]diphenyl­tin(IV)

Abstract

The SnIV atom in the title compound, [Sn(C6H5)2(C18H11ClN2O3)], is O,N,O′-chelated by the deprotonated Schiff base ligand and further bonded by two phenyl rings in a distorted cis-C2SnNO2 trigonal-bipyramidal geometry [C—Sn—C = 125.7 (2)°]. The two phenyl rings are oriented at a dihedral angle of 55.2 (3)°. Intra­molecular O—H(...)N hydrogen bonding is present in the crystal structure.

Related literature

For the Sn(CH3)2(C18H11ClN2O3) analog, see: Lee et al. (2009 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-m1689-scheme1.jpg

Experimental

Crystal data

  • [Sn(C6H5)2(C18H11ClN2O3)]
  • M r = 611.63
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1689-efi1.jpg
  • a = 10.5690 (4) Å
  • b = 10.9788 (4) Å
  • c = 11.8319 (4) Å
  • α = 68.381 (2)°
  • β = 82.450 (2)°
  • γ = 82.672 (2)°
  • V = 1260.60 (8) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 1.16 mm−1
  • T = 140 K
  • 0.30 × 0.25 × 0.20 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.798, T max = 1.000
  • 6070 measured reflections
  • 4280 independent reflections
  • 3563 reflections with I > 2σ(I)
  • R int = 0.026

Refinement

  • R[F 2 > 2σ(F 2)] = 0.043
  • wR(F 2) = 0.126
  • S = 1.05
  • 4280 reflections
  • 338 parameters
  • 1 restraint
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 1.39 e Å−3
  • Δρmin = −0.70 e Å−3

Data collection: APEX2 (Bruker, 2008 [triangle]); cell refinement: SAINT (Bruker, 2008 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2009 [triangle]).

Table 1
Selected bond lengths (Å)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809050107/xu2687sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809050107/xu2687Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We thank the University of Malaya (grant No. RG020/09AFR) for supporting this study.

supplementary crystallographic information

Experimental

The Schiff base was prepared by the condensation of 3-hydroxy-2-naphthoylhydrazide and 5-chlorobenzaldehyde. The Schiff base (0.5 g, 1.5 mmol) and diphenyltin dichloride (0.52 g, 1.5 mmol) in a mixture (1:1) of methanol/chloroform was heated for 1 h. The filtered solution yielded the yellow crystals when allowed to evaporate slowly.

Refinement

Carbon-bound H-atoms were placed in calculated positions (C–H 0.95 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2U(C). The hydroxy H-atom was located in a difference Fourier map and was refined with a distance restraint of O–H 0.84±0.01 Å.

The final difference Fourier map had a peak in the vicinity of Sn1.

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of Sn(C6H5)2(C18H11ClN2O3) at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.

Crystal data

[Sn(C6H5)2(C18H11ClN2O3)]Z = 2
Mr = 611.63F(000) = 612
Triclinic, P1Dx = 1.611 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.5690 (4) ÅCell parameters from 2361 reflections
b = 10.9788 (4) Åθ = 2.5–26.8°
c = 11.8319 (4) ŵ = 1.16 mm1
α = 68.381 (2)°T = 140 K
β = 82.450 (2)°Block, yellow
γ = 82.672 (2)°0.30 × 0.25 × 0.20 mm
V = 1260.60 (8) Å3

Data collection

Bruker SMART APEX diffractometer4280 independent reflections
Radiation source: fine-focus sealed tube3563 reflections with I > 2σ(I)
graphiteRint = 0.026
ω scansθmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −9→12
Tmin = 0.798, Tmax = 1.000k = −12→13
6070 measured reflectionsl = −14→14

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.043Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.126H atoms treated by a mixture of independent and constrained refinement
S = 1.05w = 1/[σ2(Fo2) + (0.0736P)2 + 1.6275P] where P = (Fo2 + 2Fc2)/3
4280 reflections(Δ/σ)max = 0.001
338 parametersΔρmax = 1.39 e Å3
1 restraintΔρmin = −0.70 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Sn10.70294 (4)0.27373 (3)0.41404 (3)0.02376 (15)
Cl10.26756 (16)0.83455 (15)0.05708 (14)0.0421 (4)
O10.5939 (4)0.3459 (4)0.2678 (4)0.0301 (9)
O20.8166 (3)0.2790 (4)0.5498 (3)0.0260 (8)
O30.8095 (4)0.6332 (4)0.6156 (4)0.0342 (9)
H30.785 (6)0.626 (6)0.554 (4)0.036 (18)*
N10.6825 (4)0.4749 (4)0.4076 (4)0.0227 (9)
N20.7518 (4)0.5023 (4)0.4861 (4)0.0243 (10)
C10.8655 (5)0.1998 (5)0.3241 (5)0.0239 (11)
C20.9726 (5)0.1487 (5)0.3839 (5)0.0280 (12)
H20.97450.14780.46420.034*
C31.0794 (6)0.0977 (6)0.3278 (5)0.0376 (15)
H3A1.15400.06220.36980.045*
C41.0764 (6)0.0992 (6)0.2115 (6)0.0399 (15)
H41.14840.06280.17380.048*
C50.9670 (6)0.1543 (6)0.1480 (5)0.0346 (14)
H50.96590.15690.06700.041*
C60.8606 (6)0.2049 (5)0.2042 (5)0.0306 (13)
H60.78610.24220.16240.037*
C70.5649 (5)0.1587 (5)0.5428 (5)0.0256 (12)
C80.5989 (6)0.0795 (5)0.6585 (5)0.0297 (13)
H80.68250.07850.68040.036*
C90.5098 (6)0.0019 (6)0.7421 (6)0.0396 (15)
H90.5329−0.05260.82110.047*
C100.3894 (6)0.0032 (6)0.7117 (6)0.0403 (16)
H100.3294−0.05050.76970.048*
C110.3539 (6)0.0823 (6)0.5971 (6)0.0415 (16)
H110.26950.08470.57650.050*
C120.4438 (5)0.1581 (6)0.5126 (6)0.0314 (13)
H120.42120.21020.43280.038*
C130.5173 (5)0.4566 (5)0.2272 (5)0.0227 (11)
C140.4279 (5)0.4645 (6)0.1468 (5)0.0297 (12)
H140.41960.38940.12750.036*
C150.3527 (6)0.5769 (6)0.0957 (5)0.0336 (13)
H150.29280.58000.04130.040*
C160.3640 (6)0.6880 (6)0.1234 (5)0.0311 (13)
C170.4479 (6)0.6835 (6)0.2032 (5)0.0307 (13)
H170.45390.75930.22210.037*
C180.5258 (5)0.5677 (5)0.2580 (5)0.0244 (11)
C190.6084 (5)0.5730 (5)0.3425 (5)0.0266 (12)
H190.60910.65510.35200.032*
C200.8181 (5)0.3960 (5)0.5544 (5)0.0247 (12)
C210.8990 (5)0.4095 (5)0.6409 (5)0.0235 (11)
C220.8891 (5)0.5257 (5)0.6705 (5)0.0248 (11)
C230.9596 (5)0.5304 (5)0.7572 (5)0.0286 (12)
H230.94850.60590.77980.034*
C241.0496 (6)0.4240 (5)0.8146 (5)0.0296 (13)
C251.1290 (6)0.4294 (6)0.8994 (5)0.0338 (13)
H251.11990.50420.92290.041*
C261.2191 (6)0.3278 (6)0.9484 (5)0.0384 (15)
H261.27260.33371.00440.046*
C271.2331 (6)0.2150 (6)0.9166 (5)0.0353 (14)
H271.29630.14550.95010.042*
C281.1540 (5)0.2065 (6)0.8362 (5)0.0307 (13)
H281.16180.12910.81660.037*
C291.0625 (5)0.3094 (5)0.7826 (5)0.0244 (11)
C300.9820 (5)0.3049 (5)0.6981 (5)0.0264 (12)
H300.98560.22680.68040.032*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Sn10.0256 (2)0.0222 (2)0.0264 (2)−0.00428 (14)−0.00185 (14)−0.01152 (15)
Cl10.0500 (10)0.0377 (8)0.0378 (8)0.0106 (7)−0.0166 (7)−0.0129 (7)
O10.034 (2)0.026 (2)0.040 (2)0.0033 (17)−0.0167 (18)−0.0194 (17)
O20.024 (2)0.0249 (19)0.033 (2)0.0014 (15)−0.0118 (16)−0.0122 (16)
O30.046 (3)0.027 (2)0.035 (2)0.0013 (19)−0.0153 (19)−0.0158 (18)
N10.022 (2)0.025 (2)0.023 (2)−0.0039 (18)−0.0017 (18)−0.0104 (19)
N20.026 (2)0.024 (2)0.027 (2)−0.0042 (19)−0.0062 (19)−0.0121 (19)
C10.015 (3)0.020 (3)0.037 (3)−0.004 (2)0.003 (2)−0.011 (2)
C20.020 (3)0.031 (3)0.028 (3)0.004 (2)−0.004 (2)−0.007 (2)
C30.026 (3)0.042 (4)0.036 (3)0.011 (3)−0.007 (3)−0.006 (3)
C40.041 (4)0.040 (3)0.035 (3)−0.002 (3)0.010 (3)−0.014 (3)
C50.039 (4)0.037 (3)0.027 (3)−0.008 (3)0.001 (3)−0.011 (3)
C60.038 (3)0.026 (3)0.030 (3)−0.014 (2)0.003 (2)−0.011 (2)
C70.022 (3)0.028 (3)0.032 (3)−0.003 (2)0.005 (2)−0.019 (2)
C80.030 (3)0.027 (3)0.036 (3)−0.002 (2)0.001 (2)−0.017 (2)
C90.049 (4)0.030 (3)0.040 (4)−0.005 (3)0.006 (3)−0.016 (3)
C100.039 (4)0.037 (3)0.050 (4)−0.017 (3)0.017 (3)−0.024 (3)
C110.033 (4)0.045 (4)0.062 (4)−0.017 (3)0.012 (3)−0.038 (3)
C120.027 (3)0.035 (3)0.038 (3)−0.002 (2)0.000 (2)−0.022 (3)
C130.014 (3)0.027 (3)0.025 (3)0.002 (2)−0.002 (2)−0.009 (2)
C140.024 (3)0.034 (3)0.034 (3)0.001 (2)−0.010 (2)−0.014 (3)
C150.030 (3)0.035 (3)0.033 (3)0.002 (3)−0.013 (2)−0.007 (3)
C160.032 (3)0.031 (3)0.026 (3)−0.003 (3)0.003 (2)−0.008 (2)
C170.035 (3)0.033 (3)0.027 (3)−0.005 (3)0.002 (2)−0.015 (2)
C180.019 (3)0.033 (3)0.020 (3)−0.006 (2)0.000 (2)−0.008 (2)
C190.028 (3)0.027 (3)0.028 (3)−0.004 (2)0.001 (2)−0.014 (2)
C200.018 (3)0.035 (3)0.026 (3)−0.011 (2)0.005 (2)−0.016 (2)
C210.017 (3)0.029 (3)0.027 (3)−0.008 (2)0.001 (2)−0.012 (2)
C220.025 (3)0.026 (3)0.024 (3)−0.008 (2)0.001 (2)−0.009 (2)
C230.036 (3)0.025 (3)0.027 (3)−0.007 (2)0.000 (2)−0.011 (2)
C240.041 (3)0.030 (3)0.019 (3)−0.016 (3)0.003 (2)−0.007 (2)
C250.044 (4)0.033 (3)0.026 (3)−0.015 (3)0.003 (3)−0.010 (2)
C260.042 (4)0.044 (4)0.028 (3)−0.012 (3)−0.007 (3)−0.007 (3)
C270.028 (3)0.035 (3)0.031 (3)0.001 (3)−0.006 (2)0.001 (3)
C280.027 (3)0.038 (3)0.027 (3)−0.006 (2)−0.001 (2)−0.011 (2)
C290.016 (3)0.030 (3)0.023 (3)−0.001 (2)−0.002 (2)−0.005 (2)
C300.026 (3)0.030 (3)0.026 (3)−0.003 (2)−0.003 (2)−0.013 (2)

Geometric parameters (Å, °)

Sn1—O12.057 (4)C11—C121.391 (8)
Sn1—O22.150 (3)C11—H110.9500
Sn1—N12.166 (4)C12—H120.9500
Sn1—C12.131 (5)C13—C141.400 (7)
Sn1—C72.124 (5)C13—C181.411 (8)
Cl1—C161.763 (6)C14—C151.359 (8)
O1—C131.336 (6)C14—H140.9500
O2—C201.308 (6)C15—C161.397 (8)
O3—C221.360 (7)C15—H150.9500
O3—H30.838 (10)C16—C171.361 (8)
N1—C191.304 (7)C17—C181.407 (8)
N1—N21.389 (6)C17—H170.9500
N2—C201.323 (7)C18—C191.433 (8)
C1—C21.361 (7)C19—H190.9500
C1—C61.407 (8)C20—C211.475 (7)
C2—C31.394 (8)C21—C301.367 (8)
C2—H20.9500C21—C221.431 (7)
C3—C41.375 (9)C22—C231.364 (8)
C3—H3A0.9500C23—C241.426 (8)
C4—C51.408 (9)C23—H230.9500
C4—H40.9500C24—C251.411 (8)
C5—C61.389 (8)C24—C291.427 (8)
C5—H50.9500C25—C261.373 (9)
C6—H60.9500C25—H250.9500
C7—C121.375 (8)C26—C271.406 (9)
C7—C81.390 (8)C26—H260.9500
C8—C91.389 (8)C27—C281.381 (8)
C8—H80.9500C27—H270.9500
C9—C101.364 (9)C28—C291.404 (8)
C9—H90.9500C28—H280.9500
C10—C111.385 (10)C29—C301.413 (7)
C10—H100.9500C30—H300.9500
O1—Sn1—C797.47 (19)O1—C13—C18123.0 (5)
O1—Sn1—C196.68 (18)C14—C13—C18118.5 (5)
C7—Sn1—C1125.67 (19)C15—C14—C13121.6 (5)
O1—Sn1—O2157.66 (14)C15—C14—H14119.2
C7—Sn1—O294.59 (18)C13—C14—H14119.2
C1—Sn1—O291.41 (18)C14—C15—C16119.7 (5)
O1—Sn1—N184.68 (15)C14—C15—H15120.2
C7—Sn1—N1111.96 (17)C16—C15—H15120.2
C1—Sn1—N1121.43 (17)C17—C16—C15120.5 (5)
O2—Sn1—N173.37 (15)C17—C16—Cl1119.4 (4)
C13—O1—Sn1131.1 (3)C15—C16—Cl1120.1 (5)
C20—O2—Sn1114.2 (3)C16—C17—C18120.7 (5)
C22—O3—H3109 (4)C16—C17—H17119.6
C19—N1—N2115.6 (4)C18—C17—H17119.6
C19—N1—Sn1127.8 (4)C17—C18—C13118.9 (5)
N2—N1—Sn1116.6 (3)C17—C18—C19116.0 (5)
C20—N2—N1111.8 (4)C13—C18—C19125.1 (5)
C2—C1—C6121.1 (5)N1—C19—C18125.7 (5)
C2—C1—Sn1119.2 (4)N1—C19—H19117.2
C6—C1—Sn1119.6 (4)C18—C19—H19117.2
C1—C2—C3120.3 (5)O2—C20—N2123.9 (5)
C1—C2—H2119.8O2—C20—C21117.6 (5)
C3—C2—H2119.8N2—C20—C21118.4 (5)
C4—C3—C2119.7 (6)C30—C21—C22119.4 (5)
C4—C3—H3A120.1C30—C21—C20118.5 (5)
C2—C3—H3A120.1C22—C21—C20122.0 (5)
C3—C4—C5120.3 (6)O3—C22—C23118.0 (5)
C3—C4—H4119.8O3—C22—C21122.0 (5)
C5—C4—H4119.8C23—C22—C21120.0 (5)
C6—C5—C4119.8 (6)C22—C23—C24121.2 (5)
C6—C5—H5120.1C22—C23—H23119.4
C4—C5—H5120.1C24—C23—H23119.4
C5—C6—C1118.6 (6)C25—C24—C23122.3 (5)
C5—C6—H6120.7C25—C24—C29118.8 (5)
C1—C6—H6120.7C23—C24—C29118.8 (5)
C12—C7—C8119.4 (5)C26—C25—C24120.8 (6)
C12—C7—Sn1121.2 (4)C26—C25—H25119.6
C8—C7—Sn1119.4 (4)C24—C25—H25119.6
C9—C8—C7119.5 (6)C25—C26—C27120.7 (6)
C9—C8—H8120.2C25—C26—H26119.6
C7—C8—H8120.2C27—C26—H26119.6
C10—C9—C8120.6 (6)C28—C27—C26119.3 (5)
C10—C9—H9119.7C28—C27—H27120.3
C8—C9—H9119.7C26—C27—H27120.3
C9—C10—C11120.5 (6)C27—C28—C29121.5 (6)
C9—C10—H10119.8C27—C28—H28119.3
C11—C10—H10119.8C29—C28—H28119.3
C10—C11—C12118.9 (6)C28—C29—C30122.9 (5)
C10—C11—H11120.5C28—C29—C24118.8 (5)
C12—C11—H11120.5C30—C29—C24118.3 (5)
C7—C12—C11121.0 (6)C21—C30—C29122.1 (5)
C7—C12—H12119.5C21—C30—H30119.0
C11—C12—H12119.5C29—C30—H30119.0
O1—C13—C14118.4 (5)
C7—Sn1—O1—C1392.8 (5)Sn1—O1—C13—C14−162.6 (4)
C1—Sn1—O1—C13−139.8 (5)Sn1—O1—C13—C1820.0 (8)
O2—Sn1—O1—C13−29.3 (7)O1—C13—C14—C15−175.7 (5)
N1—Sn1—O1—C13−18.7 (5)C18—C13—C14—C151.9 (8)
O1—Sn1—O2—C208.6 (6)C13—C14—C15—C160.0 (9)
C7—Sn1—O2—C20−113.9 (4)C14—C15—C16—C17−1.4 (9)
C1—Sn1—O2—C20120.1 (4)C14—C15—C16—Cl1179.7 (5)
N1—Sn1—O2—C20−2.3 (3)C15—C16—C17—C180.8 (8)
O1—Sn1—N1—C199.4 (4)Cl1—C16—C17—C18179.8 (4)
C7—Sn1—N1—C19−86.5 (5)C16—C17—C18—C131.1 (8)
C1—Sn1—N1—C19104.0 (5)C16—C17—C18—C19−178.6 (5)
O2—Sn1—N1—C19−174.8 (5)O1—C13—C18—C17175.0 (5)
O1—Sn1—N1—N2−173.9 (3)C14—C13—C18—C17−2.4 (8)
C7—Sn1—N1—N290.2 (4)O1—C13—C18—C19−5.2 (8)
C1—Sn1—N1—N2−79.3 (4)C14—C13—C18—C19177.3 (5)
O2—Sn1—N1—N21.9 (3)N2—N1—C19—C18−178.3 (5)
C19—N1—N2—C20175.9 (5)Sn1—N1—C19—C18−1.6 (8)
Sn1—N1—N2—C20−1.2 (5)C17—C18—C19—N1176.1 (5)
O1—Sn1—C1—C2175.0 (4)C13—C18—C19—N1−3.7 (9)
C7—Sn1—C1—C2−80.8 (5)Sn1—O2—C20—N22.8 (6)
O2—Sn1—C1—C215.9 (4)Sn1—O2—C20—C21−177.0 (3)
N1—Sn1—C1—C287.2 (5)N1—N2—C20—O2−1.1 (7)
O1—Sn1—C1—C6−4.8 (4)N1—N2—C20—C21178.7 (4)
C7—Sn1—C1—C699.4 (4)O2—C20—C21—C309.5 (7)
O2—Sn1—C1—C6−163.9 (4)N2—C20—C21—C30−170.4 (5)
N1—Sn1—C1—C6−92.6 (4)O2—C20—C21—C22−167.7 (5)
C6—C1—C2—C3−1.3 (8)N2—C20—C21—C2212.5 (7)
Sn1—C1—C2—C3178.9 (4)C30—C21—C22—O3179.2 (5)
C1—C2—C3—C40.0 (9)C20—C21—C22—O3−3.7 (8)
C2—C3—C4—C51.3 (9)C30—C21—C22—C23−1.6 (8)
C3—C4—C5—C6−1.4 (9)C20—C21—C22—C23175.5 (5)
C4—C5—C6—C10.2 (8)O3—C22—C23—C24−177.0 (5)
C2—C1—C6—C51.2 (8)C21—C22—C23—C243.8 (8)
Sn1—C1—C6—C5−179.0 (4)C22—C23—C24—C25176.3 (5)
O1—Sn1—C7—C12−3.0 (4)C22—C23—C24—C29−1.9 (8)
C1—Sn1—C7—C12−106.8 (4)C23—C24—C25—C26−176.8 (5)
O2—Sn1—C7—C12158.1 (4)C29—C24—C25—C261.5 (8)
N1—Sn1—C7—C1284.2 (4)C24—C25—C26—C27−1.0 (9)
O1—Sn1—C7—C8175.0 (4)C25—C26—C27—C28−0.7 (9)
C1—Sn1—C7—C871.2 (5)C26—C27—C28—C291.9 (9)
O2—Sn1—C7—C8−23.8 (4)C27—C28—C29—C30178.6 (5)
N1—Sn1—C7—C8−97.7 (4)C27—C28—C29—C24−1.4 (8)
C12—C7—C8—C9−0.5 (8)C25—C24—C29—C28−0.3 (8)
Sn1—C7—C8—C9−178.6 (4)C23—C24—C29—C28178.0 (5)
C7—C8—C9—C10−0.3 (8)C25—C24—C29—C30179.7 (5)
C8—C9—C10—C11−0.2 (9)C23—C24—C29—C30−2.0 (7)
C9—C10—C11—C121.4 (9)C22—C21—C30—C29−2.5 (8)
C8—C7—C12—C111.8 (8)C20—C21—C30—C29−179.7 (5)
Sn1—C7—C12—C11179.8 (4)C28—C29—C30—C21−175.7 (5)
C10—C11—C12—C7−2.2 (8)C24—C29—C30—C214.3 (8)

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O3—H3···N20.84 (1)1.90 (4)2.622 (6)144 (6)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU2687).

References

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