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Acta Crystallogr Sect E Struct Rep Online. 2009 November 1; 65(Pt 11): m1312.
Published online 2009 October 7. doi:  10.1107/S1600536809039282
PMCID: PMC2971278

Bis[(18-crown-6-κ6 O)sodium] (18-crown-6-1κ6 O)-μ-thiocyanato-1:2κ2 S:N-pentathio­cyanato-2κ5 N-indate(III)sodium 1,2-dichloro­ethane sesquisolvate

Abstract

The title complex, [Na(C12H24O6)]2[InNa(NCS)6(C12H24O6)]·1.5C2H4Cl2, has been synthesized by the reaction of 18-crown-6 with InCl3 and NaSCN. The In atom has a six-coordinate octa­hedral environment, being bonded to the N atoms of six thio­cyanate groups. The bond lengths and angles show normal values. The crystal packing exhibits no significantly short inter­molecular contacts.

Related literature

For background to crown ethers and their metal cations, see: Desai et al. (2001 [triangle]). For related structures, see: Mullica et al. (1999 [triangle]); Li & Dou (2003 [triangle]); Han et al. (1987 [triangle], 1989 [triangle]); Noth & Warchhold (2004 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-m1312-scheme1.jpg

Experimental

Crystal data

  • [Na(C12H24O6)]2[InNa(NCS)6(C12H24O6)]·1.5C2H4Cl2
  • M r = 1473.63
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1312-efi1.jpg
  • a = 13.7304 (15) Å
  • b = 22.144 (2) Å
  • c = 23.469 (3) Å
  • β = 90.541 (2)°
  • V = 7135.3 (13) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 0.70 mm−1
  • T = 298 K
  • 0.29 × 0.27 × 0.25 mm

Data collection

  • Bruker SMART CCD area-detector diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.823, T max = 0.845
  • 37284 measured reflections
  • 12551 independent reflections
  • 6533 reflections with I > 2σ(I)
  • R int = 0.051

Refinement

  • R[F 2 > 2σ(F 2)] = 0.071
  • wR(F 2) = 0.236
  • S = 1.02
  • 12551 reflections
  • 739 parameters
  • 1314 restraints
  • H-atom parameters constrained
  • Δρmax = 1.30 e Å−3
  • Δρmin = −1.09 e Å−3

Data collection: SMART (Siemens, 1996 [triangle]); cell refinement: SAINT (Siemens, 1996 [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: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809039282/ds2003sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809039282/ds2003Isup2.hkl

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

Acknowledgments

This project was supported by the Foundation of Dongchang College, Liaocheng University (grant No. LG0801).

supplementary crystallographic information

Comment

Many interests have focused on crown ethers and their metal cations, because they can act as modules to form polymeric supramolecular structures with novel crystal engineering (Desai et al., 2001). Now we report a complex in this paper, and present here the crystal structure of the title complex, (I).

The asymmetric unit of the complex consists of three [Na(18—C-6)]+ cations, one In(SCN)63-anions and one and half molecules of dichloroethane. The In atom is coordinated with six N atoms. The average bond length of In—N is 2.190 Å and the mean bond angle of N—In—N is 178.1°; these are comparable with those observed in similar compounds (Mullica et al., 1999). In all the crystallographically independent [Na(18—C-6)]+ cations, the Na+ ion is coordinated with the six O atoms of the crown ether moeity. The Na—O bond lengths varied from 2.842 (10) to 3.058 (5) Å and were longer than the similar complex [Na(18—C-6)]2[Zn(mnt)2] [mnt=1,2-dicyanoethene-1,2-dithiolate] and the other reported complexes (Han, et al., 1987; Han, et al., 1989). Additionally the Na+ ion is also coordinated with S atom of (SCN)-. The Na—S bond lengths were found to be in the range of 3.264 (9)–3.661 (5) Å which is found to be similar with the reported compound (Noth et al., 2004).

Experimental

NaSCN (3 mmol), InCl3 (0.5 mmol) and 15 ml dichloroethane were refluxed for 4 h in a 50 ml round-bottom flask. Then the 18-Crown-6 (3 mmol) was added slowly to the mixtures and the reaction mixture was refluxed for another 4 h. After cooling to room temperature, the mixture was filtered. The solid title complex, thus obtained, was recrystallized from ether. Elemental analysis: calculated for C45H78Cl3InN6Na3O18S6: C 36.68, H 5.33, N 5.70%; found: C 36.72,H 5.17, N 5.61%.

Refinement

All H atoms were positioned geometrically and refined using a riding model with C—H =0.97 Å and Uiso(H) = 1.2 Ueq(C). Moreover, one of the solvent (CH2)2Cl2 is located on a center of symmetry.

Figures

Fig. 1.
ORTEP drawing of the title complex with atomic numbering scheme and thermal ellipsoids at 30% probability level. H atoms and solvent molecules have been omitted for clarity.
Fig. 2.
The crystal packing of (I), viewed along the a axis.

Crystal data

[Na(C12H24O6)]2[InNa(NCS)6(C12H24O6)]·1.5C2H4Cl2F(000) = 3052
Mr = 1473.63Dx = 1.372 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 6947 reflections
a = 13.7304 (15) Åθ = 2.3–21.3°
b = 22.144 (2) ŵ = 0.70 mm1
c = 23.469 (3) ÅT = 298 K
β = 90.541 (2)°Block, colourless
V = 7135.3 (13) Å30.29 × 0.27 × 0.25 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer12551 independent reflections
Radiation source: fine-focus sealed tube6533 reflections with I > 2σ(I)
graphiteRint = 0.051
[var phi] and ω scansθmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −16→16
Tmin = 0.823, Tmax = 0.845k = −26→23
37284 measured reflectionsl = −25→27

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)] = 0.071Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.236H-atom parameters constrained
S = 1.02w = 1/[σ2(Fo2) + (0.098P)2 + 21.6303P] where P = (Fo2 + 2Fc2)/3
12551 reflections(Δ/σ)max = 0.058
739 parametersΔρmax = 1.30 e Å3
1314 restraintsΔρmin = −1.09 e Å3

Special details

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)

xyzUiso*/Ueq
In10.30721 (4)0.73423 (3)0.38104 (2)0.0553 (2)
Na10.7472 (6)0.9014 (4)0.4923 (3)0.203 (3)
Na2−0.1166 (5)0.6852 (3)0.2889 (3)0.162 (2)
Na30.4318 (4)0.4082 (3)0.4100 (3)0.152 (2)
Cl10.6945 (2)0.44940 (15)0.43849 (15)0.1233 (11)
Cl20.9244 (3)0.4261 (3)0.4170 (3)0.252 (3)
Cl31.0881 (5)0.0110 (4)0.4316 (3)0.264 (3)
N10.4407 (5)0.7876 (4)0.3851 (3)0.0803 (19)
N20.1717 (5)0.6806 (3)0.3795 (3)0.0716 (18)
N30.3875 (5)0.6568 (3)0.4170 (3)0.0729 (18)
N40.3448 (5)0.7004 (4)0.2964 (3)0.0727 (18)
N50.2301 (6)0.8104 (4)0.3434 (3)0.083 (2)
N60.2678 (6)0.7640 (4)0.4667 (3)0.082 (2)
O10.9094 (6)0.8232 (4)0.5207 (4)0.128 (2)
O20.8882 (7)0.8638 (5)0.4086 (4)0.140 (3)
O30.7986 (7)0.9793 (5)0.3954 (4)0.142 (3)
O40.6676 (8)1.0215 (5)0.4803 (5)0.150 (3)
O50.6743 (7)0.9661 (4)0.5884 (4)0.132 (3)
O60.7702 (6)0.8548 (4)0.6045 (3)0.115 (2)
O7−0.3078 (5)0.7354 (3)0.2561 (3)0.100 (2)
O8−0.2943 (4)0.6233 (4)0.3113 (3)0.0924 (18)
O9−0.1353 (5)0.5539 (3)0.2770 (3)0.0798 (16)
O100.0376 (4)0.6133 (3)0.2458 (3)0.0796 (16)
O110.0292 (4)0.7332 (3)0.2075 (3)0.0802 (16)
O12−0.1376 (6)0.8020 (3)0.2319 (3)0.104 (2)
O130.4885 (5)0.4402 (3)0.2933 (3)0.0834 (17)
O140.2988 (4)0.4777 (3)0.3279 (3)0.0767 (16)
O150.2319 (4)0.4397 (3)0.4352 (3)0.0798 (16)
O160.2952 (4)0.3263 (3)0.4770 (2)0.0755 (15)
O170.4762 (4)0.2848 (3)0.4379 (3)0.0756 (16)
O180.5467 (4)0.3276 (3)0.3317 (3)0.0791 (16)
S10.5860 (2)0.87048 (15)0.39347 (13)0.1094 (10)
S2−0.00642 (17)0.63665 (14)0.41181 (10)0.0845 (8)
S30.50512 (17)0.56055 (10)0.44467 (10)0.0693 (6)
S40.3969 (2)0.63856 (12)0.19996 (10)0.0814 (7)
S50.1789 (2)0.92120 (13)0.30143 (14)0.1068 (10)
S60.1800 (3)0.79117 (18)0.56726 (13)0.1210 (11)
C10.9412 (11)0.7928 (7)0.4752 (6)0.142 (4)
H1A0.89060.76500.46290.170*
H1B0.99720.76880.48670.170*
C20.9683 (11)0.8296 (7)0.4274 (6)0.145 (4)
H2A1.02100.85650.43850.174*
H2B0.99100.80410.39670.174*
C30.9010 (11)0.9021 (7)0.3628 (6)0.148 (4)
H3A0.91490.87800.32940.178*
H3B0.95750.92730.37040.178*
C40.8179 (11)0.9414 (7)0.3499 (6)0.138 (3)
H4A0.83190.96540.31640.165*
H4B0.76100.91680.34170.165*
C50.7243 (12)1.0193 (7)0.3858 (7)0.147 (4)
H5A0.66730.99740.37260.176*
H5B0.74311.04710.35600.176*
C60.6997 (12)1.0531 (7)0.4362 (7)0.153 (4)
H6A0.75701.07530.44840.184*
H6B0.65021.08240.42580.184*
C70.6453 (12)1.0517 (7)0.5299 (6)0.151 (4)
H7A0.59621.08200.52180.181*
H7B0.70311.07230.54400.181*
C80.6093 (11)1.0107 (7)0.5742 (6)0.156 (4)
H8A0.59461.03400.60800.188*
H8B0.54920.99220.56090.188*
C90.6517 (12)0.9260 (7)0.6302 (6)0.138 (4)
H9A0.60080.89920.61630.166*
H9B0.62620.94790.66260.166*
C100.7340 (10)0.8902 (7)0.6487 (5)0.126 (3)
H10A0.78510.91670.66270.151*
H10B0.71440.86420.67990.151*
C110.8558 (10)0.8282 (6)0.6172 (5)0.121 (3)
H11A0.84800.80300.65070.145*
H11B0.90360.85910.62630.145*
C120.8920 (10)0.7908 (6)0.5697 (6)0.120 (3)
H12A0.95190.77120.58160.144*
H12B0.84460.75960.56120.144*
C13−0.3747 (8)0.7165 (6)0.2963 (6)0.112 (3)
H13A−0.43770.73410.28750.134*
H13B−0.35440.73090.33350.134*
C14−0.3842 (7)0.6508 (6)0.2981 (5)0.104 (3)
H14A−0.43180.63980.32650.125*
H14B−0.40750.63630.26140.125*
C15−0.2972 (8)0.5604 (5)0.3083 (5)0.098 (3)
H15A−0.32020.54820.27080.118*
H15B−0.34250.54500.33620.118*
C16−0.2021 (8)0.5351 (5)0.3188 (5)0.094 (3)
H16A−0.17890.54760.35610.113*
H16B−0.20650.49140.31860.113*
C17−0.0428 (7)0.5282 (5)0.2839 (4)0.087 (2)
H17A−0.04740.48460.28110.104*
H17B−0.01680.53830.32130.104*
C180.0219 (8)0.5511 (5)0.2401 (5)0.091 (3)
H18A0.08380.53010.24260.109*
H18B−0.00630.54290.20290.109*
C190.1053 (6)0.6377 (5)0.2085 (4)0.088 (2)
H19A0.08300.63220.16950.105*
H19B0.16720.61710.21300.105*
C200.1177 (6)0.7029 (5)0.2207 (4)0.082 (2)
H20A0.13440.70870.26060.098*
H20B0.17010.71920.19780.098*
C210.0328 (8)0.7953 (5)0.2193 (5)0.098 (3)
H21A0.08720.81350.19960.117*
H21B0.04210.80160.25990.117*
C22−0.0581 (8)0.8234 (5)0.2006 (5)0.100 (3)
H22A−0.05320.86680.20510.121*
H22B−0.06890.81490.16050.121*
C23−0.2296 (8)0.8175 (5)0.2089 (5)0.117 (3)
H23A−0.23750.79890.17170.140*
H23B−0.23360.86090.20410.140*
C24−0.3076 (8)0.7971 (6)0.2464 (6)0.118 (3)
H24A−0.30120.81780.28260.142*
H24B−0.36980.80860.22960.142*
C250.4223 (8)0.4746 (5)0.2598 (4)0.088 (3)
H25A0.38080.44770.23780.106*
H25B0.45820.49970.23340.106*
C260.3622 (8)0.5127 (5)0.2961 (4)0.086 (2)
H26A0.40370.53610.32150.104*
H26B0.32520.54080.27260.104*
C270.2385 (7)0.5138 (4)0.3632 (4)0.083 (2)
H27A0.19870.54020.33970.100*
H27B0.27880.53870.38780.100*
C280.1748 (7)0.4747 (5)0.3984 (4)0.085 (2)
H28A0.13070.49960.42020.101*
H28B0.13630.44860.37380.101*
C290.1775 (7)0.4036 (5)0.4731 (4)0.086 (2)
H29A0.13600.37640.45150.103*
H29B0.13620.42920.49610.103*
C300.2433 (7)0.3683 (5)0.5106 (4)0.084 (2)
H30A0.28850.39510.53000.101*
H30B0.20560.34700.53900.101*
C310.3565 (7)0.2886 (4)0.5094 (4)0.080 (2)
H31A0.31770.26390.53460.096*
H31B0.40020.31300.53250.096*
C320.4138 (7)0.2493 (4)0.4711 (4)0.084 (2)
H32A0.45180.22090.49360.101*
H32B0.37020.22660.44650.101*
C330.5335 (7)0.2495 (4)0.3996 (4)0.084 (2)
H33A0.49120.22820.37300.101*
H33B0.57120.21990.42070.101*
C340.5994 (7)0.2901 (5)0.3681 (5)0.089 (3)
H34A0.63650.31440.39490.107*
H34B0.64490.26620.34620.107*
C350.6077 (7)0.3625 (5)0.2963 (4)0.087 (2)
H35A0.64680.33600.27290.105*
H35B0.65140.38670.31960.105*
C360.5472 (7)0.4024 (5)0.2595 (4)0.089 (3)
H36A0.58900.42680.23570.107*
H36B0.50620.37790.23470.107*
C370.5002 (6)0.8222 (4)0.3897 (3)0.063 (2)
C380.0984 (6)0.6634 (4)0.3929 (3)0.0566 (18)
C390.4365 (5)0.6167 (4)0.4286 (3)0.0539 (18)
C400.3667 (6)0.6748 (4)0.2564 (3)0.0591 (19)
C410.2089 (6)0.8567 (4)0.3265 (4)0.067 (2)
C420.2309 (6)0.7754 (4)0.5082 (4)0.070 (2)
C430.7700 (9)0.4016 (6)0.4773 (5)0.132 (4)
H43A0.79250.42340.51080.159*
H43B0.73100.36800.49050.159*
C440.8533 (9)0.3777 (6)0.4492 (7)0.145 (5)
H44A0.83090.34850.42120.174*
H44B0.89220.35590.47710.174*
C450.9901 (19)0.0294 (8)0.4813 (9)0.248 (10)
H45A0.92610.02970.46350.298*
H45B1.00130.06670.50210.298*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
In10.0498 (3)0.0591 (4)0.0572 (3)0.0037 (3)0.0033 (2)0.0056 (3)
Na10.228 (8)0.224 (8)0.158 (6)0.013 (7)0.010 (5)0.010 (5)
Na20.147 (5)0.169 (6)0.169 (5)−0.002 (4)0.010 (4)0.003 (4)
Na30.148 (5)0.157 (5)0.149 (5)−0.004 (4)0.010 (4)0.000 (4)
Cl10.098 (2)0.118 (2)0.155 (3)0.0274 (18)0.042 (2)0.030 (2)
Cl20.096 (3)0.355 (6)0.306 (6)0.030 (3)0.034 (3)0.207 (5)
Cl30.251 (6)0.306 (7)0.236 (5)−0.121 (5)0.016 (5)−0.009 (5)
N10.072 (4)0.082 (4)0.087 (4)−0.010 (4)0.002 (4)0.002 (4)
N20.052 (4)0.085 (4)0.078 (4)−0.004 (3)0.003 (3)0.007 (4)
N30.067 (4)0.075 (4)0.076 (4)0.003 (4)−0.006 (3)0.008 (4)
N40.063 (4)0.092 (5)0.063 (4)0.001 (4)0.003 (3)0.001 (4)
N50.075 (4)0.088 (5)0.085 (5)0.014 (4)0.002 (4)0.015 (4)
N60.093 (5)0.088 (5)0.067 (4)0.006 (4)0.012 (4)0.000 (4)
O10.129 (5)0.132 (6)0.122 (6)0.024 (5)−0.001 (5)−0.006 (5)
O20.133 (6)0.168 (7)0.119 (6)−0.009 (5)0.022 (5)−0.003 (5)
O30.144 (6)0.155 (6)0.126 (6)−0.020 (5)−0.015 (5)0.021 (5)
O40.177 (7)0.141 (6)0.130 (6)0.010 (6)−0.009 (6)0.025 (5)
O50.154 (6)0.137 (6)0.106 (5)0.019 (5)0.005 (5)−0.001 (5)
O60.130 (5)0.122 (5)0.093 (5)−0.002 (5)−0.008 (4)0.016 (4)
O70.076 (4)0.097 (4)0.127 (5)0.026 (4)0.015 (4)0.000 (4)
O80.065 (4)0.112 (5)0.100 (4)−0.007 (4)0.010 (3)0.011 (4)
O90.082 (4)0.080 (4)0.077 (4)−0.008 (3)0.000 (3)0.005 (3)
O100.065 (3)0.093 (4)0.081 (4)0.006 (3)0.016 (3)−0.010 (3)
O110.068 (3)0.094 (4)0.079 (4)−0.014 (3)0.003 (3)−0.002 (3)
O120.100 (5)0.084 (4)0.127 (5)0.005 (4)−0.001 (4)0.008 (4)
O130.086 (4)0.096 (4)0.068 (4)−0.006 (3)0.010 (3)−0.001 (3)
O140.079 (4)0.069 (4)0.082 (4)−0.005 (3)0.002 (3)0.008 (3)
O150.066 (3)0.085 (4)0.088 (4)0.002 (3)0.009 (3)0.012 (3)
O160.072 (4)0.081 (4)0.073 (3)−0.003 (3)0.005 (3)0.003 (3)
O170.083 (4)0.063 (3)0.081 (4)−0.003 (3)0.006 (3)0.004 (3)
O180.067 (3)0.086 (4)0.085 (4)−0.004 (3)0.017 (3)−0.003 (3)
S10.113 (2)0.114 (2)0.101 (2)−0.0523 (19)−0.0150 (17)0.0134 (17)
S20.0620 (14)0.122 (2)0.0696 (14)−0.0190 (14)0.0099 (11)0.0070 (14)
S30.0766 (15)0.0585 (13)0.0727 (14)0.0089 (11)−0.0106 (11)0.0024 (11)
S40.1029 (19)0.0797 (17)0.0618 (14)−0.0034 (14)0.0159 (13)−0.0006 (12)
S50.116 (2)0.0702 (17)0.134 (3)0.0247 (16)0.0057 (19)0.0218 (17)
S60.134 (3)0.148 (3)0.0821 (19)0.008 (2)0.0284 (18)−0.0318 (19)
C10.145 (7)0.150 (8)0.130 (7)0.010 (7)0.009 (7)−0.018 (7)
C20.140 (7)0.160 (8)0.135 (7)0.021 (7)0.015 (7)−0.014 (7)
C30.152 (8)0.169 (8)0.124 (7)−0.022 (7)0.014 (7)0.006 (7)
C40.145 (7)0.157 (8)0.112 (7)−0.023 (7)0.012 (6)0.021 (6)
C50.162 (8)0.145 (8)0.134 (7)−0.007 (7)−0.002 (7)0.053 (7)
C60.179 (8)0.142 (8)0.138 (8)−0.001 (7)−0.002 (7)0.042 (7)
C70.172 (8)0.149 (8)0.132 (7)0.028 (7)0.000 (7)0.006 (7)
C80.174 (8)0.151 (8)0.144 (8)0.041 (7)0.002 (7)0.013 (7)
C90.165 (8)0.147 (8)0.102 (7)0.017 (7)0.012 (7)0.014 (6)
C100.148 (7)0.144 (7)0.087 (6)0.016 (7)0.012 (6)0.000 (6)
C110.122 (7)0.126 (7)0.113 (7)0.018 (6)−0.023 (6)0.022 (6)
C120.118 (7)0.128 (7)0.113 (7)0.013 (6)−0.015 (6)0.021 (6)
C130.071 (5)0.123 (7)0.142 (7)0.013 (5)0.020 (5)−0.014 (6)
C140.061 (5)0.132 (7)0.119 (6)0.003 (5)0.017 (5)0.018 (6)
C150.086 (6)0.118 (6)0.092 (6)−0.017 (5)0.009 (5)0.017 (5)
C160.093 (6)0.092 (6)0.098 (6)−0.014 (5)0.007 (5)0.014 (5)
C170.090 (6)0.082 (5)0.089 (5)0.008 (5)−0.004 (5)−0.005 (5)
C180.082 (5)0.093 (6)0.097 (6)0.019 (5)0.000 (5)−0.016 (5)
C190.057 (5)0.122 (6)0.086 (5)0.007 (5)0.015 (4)−0.001 (5)
C200.060 (4)0.107 (5)0.079 (5)−0.013 (4)0.010 (4)0.008 (5)
C210.096 (6)0.091 (6)0.106 (6)−0.022 (5)0.007 (5)0.003 (5)
C220.101 (6)0.083 (6)0.117 (6)−0.012 (5)0.009 (5)0.008 (5)
C230.106 (6)0.094 (6)0.150 (7)0.031 (6)0.003 (6)0.007 (6)
C240.094 (6)0.100 (6)0.160 (7)0.035 (6)0.007 (6)0.001 (6)
C250.102 (6)0.088 (6)0.074 (5)−0.001 (5)0.005 (5)0.020 (5)
C260.097 (5)0.081 (5)0.082 (5)−0.009 (5)0.002 (5)0.020 (4)
C270.083 (5)0.068 (5)0.098 (6)0.007 (4)−0.006 (5)0.000 (5)
C280.075 (5)0.081 (5)0.098 (6)0.002 (5)0.006 (5)−0.006 (5)
C290.065 (5)0.091 (6)0.101 (6)−0.001 (4)0.021 (4)0.002 (5)
C300.067 (5)0.099 (6)0.088 (5)−0.004 (5)0.025 (4)0.007 (5)
C310.086 (5)0.080 (5)0.075 (5)−0.006 (5)0.002 (4)0.017 (4)
C320.089 (5)0.079 (5)0.084 (5)−0.001 (4)0.010 (5)0.018 (4)
C330.083 (5)0.066 (5)0.103 (6)0.010 (4)0.017 (5)0.001 (4)
C340.084 (5)0.077 (5)0.106 (6)0.004 (5)0.014 (5)0.003 (5)
C350.082 (5)0.096 (6)0.084 (5)−0.009 (5)0.025 (5)−0.003 (5)
C360.089 (5)0.101 (6)0.077 (5)−0.020 (5)0.020 (5)−0.001 (5)
C370.063 (2)0.063 (2)0.063 (2)−0.0005 (10)0.0007 (10)0.0000 (10)
C380.048 (4)0.070 (5)0.051 (4)0.003 (4)0.000 (3)0.006 (4)
C390.053 (4)0.058 (5)0.051 (4)0.005 (4)−0.001 (3)0.005 (4)
C400.053 (4)0.068 (5)0.057 (4)−0.004 (4)0.001 (4)0.011 (4)
C410.063 (5)0.070 (5)0.070 (5)0.009 (4)0.002 (4)0.005 (4)
C420.070 (2)0.070 (2)0.069 (2)0.0006 (10)0.0006 (10)−0.0002 (10)
C430.115 (9)0.151 (10)0.131 (9)0.017 (8)0.024 (7)0.067 (8)
C440.109 (9)0.135 (10)0.190 (11)0.019 (8)−0.002 (9)0.060 (9)
C450.239 (12)0.255 (13)0.251 (13)−0.012 (10)0.017 (9)−0.019 (9)

Geometric parameters (Å, °)

In1—N52.174 (8)C5—H5A0.9700
In1—N12.181 (8)C5—H5B0.9700
In1—N62.187 (7)C6—H6A0.9700
In1—N42.189 (8)C6—H6B0.9700
In1—N32.203 (8)C7—C81.469 (14)
In1—N22.207 (7)C7—H7A0.9700
Na1—O62.842 (10)C7—H7B0.9700
Na1—O52.860 (12)C8—H8A0.9700
Na1—O42.888 (13)C8—H8B0.9700
Na1—O22.894 (12)C9—C101.445 (17)
Na1—O12.893 (12)C9—H9A0.9700
Na1—O32.946 (12)C9—H9B0.9700
Na1—S13.264 (9)C10—H10A0.9700
Na2—O102.844 (9)C10—H10B0.9700
Na2—O82.852 (9)C11—C121.480 (16)
Na2—O122.925 (10)C11—H11A0.9700
Na2—O92.932 (9)C11—H11B0.9700
Na2—O72.947 (9)C12—H12A0.9700
Na2—O112.977 (9)C12—H12B0.9700
Na3—O172.873 (9)C13—C141.460 (15)
Na3—O152.899 (8)C13—H13A0.9700
Na3—O132.942 (8)C13—H13B0.9700
Na3—O183.016 (8)C14—H14A0.9700
Na3—O163.055 (8)C14—H14B0.9700
Na3—O143.058 (9)C15—C161.439 (13)
Cl1—C431.733 (12)C15—H15A0.9700
Cl2—C441.639 (11)C15—H15B0.9700
Cl3—C451.84 (3)C16—H16A0.9700
N1—C371.126 (10)C16—H16B0.9700
N2—C381.124 (9)C17—C181.456 (13)
N3—C391.144 (9)C17—H17A0.9700
N4—C401.141 (10)C17—H17B0.9700
N5—C411.137 (10)C18—H18A0.9700
N6—C421.132 (10)C18—H18B0.9700
O1—C11.339 (14)C19—C201.481 (11)
O1—C121.378 (14)C19—H19A0.9700
O2—C31.382 (15)C19—H19B0.9700
O2—C21.403 (16)C20—H20A0.9700
O3—C51.367 (16)C20—H20B0.9700
O3—C41.387 (13)C21—C221.460 (14)
O4—C61.329 (15)C21—H21A0.9700
O4—C71.379 (12)C21—H21B0.9700
O5—C91.361 (14)C22—H22A0.9700
O5—C81.370 (12)C22—H22B0.9700
O6—C111.345 (13)C23—C241.463 (13)
O6—C101.395 (13)C23—H23A0.9700
O7—C131.387 (13)C23—H23B0.9700
O7—C241.386 (13)C24—H24A0.9700
O8—C151.395 (12)C24—H24B0.9700
O8—C141.409 (11)C25—C261.460 (13)
O9—C171.399 (11)C25—H25A0.9700
O9—C161.413 (11)C25—H25B0.9700
O10—C191.391 (9)C26—H26A0.9700
O10—C181.400 (11)C26—H26B0.9700
O11—C211.402 (12)C27—C281.487 (13)
O11—C201.420 (10)C27—H27A0.9700
O12—C221.403 (12)C27—H27B0.9700
O12—C231.412 (11)C28—H28A0.9700
O13—C361.411 (11)C28—H28B0.9700
O13—C251.419 (11)C29—C301.479 (13)
O14—C261.388 (10)C29—H29A0.9700
O14—C271.422 (10)C29—H29B0.9700
O15—C281.396 (11)C30—H30A0.9700
O15—C291.412 (10)C30—H30B0.9700
O16—C311.405 (10)C31—C321.482 (13)
O16—C301.415 (10)C31—H31A0.9700
O17—C321.403 (10)C31—H31B0.9700
O17—C331.433 (10)C32—H32A0.9700
O18—C341.390 (11)C32—H32B0.9700
O18—C351.414 (10)C33—C341.478 (13)
S1—C371.593 (9)C33—H33A0.9700
S2—C381.622 (8)C33—H33B0.9700
S3—C391.603 (8)C34—H34A0.9700
S4—C401.606 (9)C34—H34B0.9700
S5—C411.597 (10)C35—C361.486 (13)
S6—C421.596 (10)C35—H35A0.9700
C1—C21.439 (18)C35—H35B0.9700
C1—H1A0.9700C36—H36A0.9700
C1—H1B0.9700C36—H36B0.9700
C2—H2A0.9700C43—C441.429 (13)
C2—H2B0.9700C43—H43A0.9700
C3—C41.463 (14)C43—H43B0.9700
C3—H3A0.9700C44—H44A0.9700
C3—H3B0.9700C44—H44B0.9700
C4—H4A0.9700C45—C45i1.592 (19)
C4—H4B0.9700C45—H45A0.9700
C5—C61.441 (19)C45—H45B0.9700
N5—In1—N190.2 (3)C10—C9—H9A109.0
N5—In1—N691.0 (3)O5—C9—H9B109.0
N1—In1—N690.7 (3)C10—C9—H9B109.0
N5—In1—N490.8 (3)H9A—C9—H9B107.8
N1—In1—N491.1 (3)O6—C10—C9111.5 (11)
N6—In1—N4177.5 (3)O6—C10—H10A109.3
N5—In1—N3178.4 (3)C9—C10—H10A109.3
N1—In1—N389.3 (3)O6—C10—H10B109.3
N6—In1—N390.6 (3)C9—C10—H10B109.3
N4—In1—N387.7 (3)H10A—C10—H10B108.0
N5—In1—N290.2 (3)O6—C11—C12112.2 (11)
N1—In1—N2178.4 (3)O6—C11—H11A109.2
N6—In1—N287.7 (3)C12—C11—H11A109.2
N4—In1—N290.4 (3)O6—C11—H11B109.2
N3—In1—N290.3 (3)C12—C11—H11B109.2
O6—Na1—O559.2 (3)H11A—C11—H11B107.9
O6—Na1—O4117.6 (4)O1—C12—C11113.6 (11)
O5—Na1—O458.7 (3)O1—C12—H12A108.9
O6—Na1—O2117.1 (4)C11—C12—H12A108.8
O5—Na1—O2157.1 (4)O1—C12—H12B108.8
O4—Na1—O2117.0 (4)C11—C12—H12B108.9
O6—Na1—O159.4 (3)H12A—C12—H12B107.7
O5—Na1—O1113.1 (4)O7—C13—C14112.4 (10)
O4—Na1—O1149.7 (4)O7—C13—H13A109.1
O2—Na1—O157.7 (3)C14—C13—H13A109.1
O6—Na1—O3154.5 (4)O7—C13—H13B109.1
O5—Na1—O3113.8 (4)C14—C13—H13B109.1
O4—Na1—O358.6 (4)H13A—C13—H13B107.9
O2—Na1—O358.5 (4)O8—C14—C13111.0 (9)
O1—Na1—O3109.8 (4)O8—C14—H14A109.4
O6—Na1—S1130.6 (3)C13—C14—H14A109.5
O5—Na1—S1115.2 (3)O8—C14—H14B109.4
O4—Na1—S182.5 (3)C13—C14—H14B109.4
O2—Na1—S184.8 (3)H14A—C14—H14B108.0
O1—Na1—S1123.6 (3)O8—C15—C16110.8 (9)
O3—Na1—S174.9 (3)O8—C15—H15A109.5
O10—Na2—O8116.0 (3)C16—C15—H15A109.5
O10—Na2—O12113.8 (3)O8—C15—H15B109.5
O8—Na2—O12115.4 (3)C16—C15—H15B109.5
O10—Na2—O958.3 (2)H15A—C15—H15B108.1
O8—Na2—O957.8 (2)O9—C16—C15111.1 (9)
O12—Na2—O9145.6 (3)O9—C16—H16A109.4
O10—Na2—O7141.5 (3)C15—C16—H16A109.4
O8—Na2—O757.8 (2)O9—C16—H16B109.4
O12—Na2—O757.6 (2)C15—C16—H16B109.4
O9—Na2—O7105.8 (3)H16A—C16—H16B108.0
O10—Na2—O1157.6 (2)O9—C17—C18109.6 (8)
O8—Na2—O11150.7 (3)O9—C17—H17A109.8
O12—Na2—O1156.9 (2)C18—C17—H17A109.8
O9—Na2—O11110.6 (3)O9—C17—H17B109.8
O7—Na2—O11107.5 (3)C18—C17—H17B109.8
O10—Na2—S278.4 (2)H17A—C17—H17B108.2
O8—Na2—S293.8 (2)O10—C18—C17111.7 (8)
O12—Na2—S2134.8 (3)O10—C18—H18A109.3
O9—Na2—S278.8 (2)C17—C18—H18A109.3
O7—Na2—S2136.5 (3)O10—C18—H18B109.3
O11—Na2—S2111.0 (2)C17—C18—H18B109.3
O17—Na3—O15112.4 (3)H18A—C18—H18B107.9
O17—Na3—O13112.6 (3)O10—C19—C20109.6 (8)
O15—Na3—O13113.1 (3)O10—C19—H19A109.8
O17—Na3—O1857.7 (2)C20—C19—H19A109.8
O15—Na3—O18140.2 (3)O10—C19—H19B109.8
O13—Na3—O1855.3 (2)C20—C19—H19B109.8
O17—Na3—O1656.5 (2)H19A—C19—H19B108.2
O15—Na3—O1656.7 (2)O11—C20—C19108.8 (8)
O13—Na3—O16142.3 (3)O11—C20—H20A109.9
O18—Na3—O16106.9 (3)C19—C20—H20A109.9
O17—Na3—O14138.3 (3)O11—C20—H20B109.9
O15—Na3—O1456.4 (2)C19—C20—H20B109.9
O13—Na3—O1456.9 (2)H20A—C20—H20B108.3
O18—Na3—O14103.1 (2)O11—C21—C22109.3 (9)
O16—Na3—O14104.9 (2)O11—C21—H21A109.8
O17—Na3—S3141.1 (2)C22—C21—H21A109.8
O15—Na3—S389.5 (2)O11—C21—H21B109.8
O13—Na3—S384.8 (2)C22—C21—H21B109.8
O18—Na3—S3122.9 (2)H21A—C21—H21B108.3
O16—Na3—S3127.6 (2)O12—C22—C21111.4 (9)
O14—Na3—S380.49 (19)O12—C22—H22A109.3
C37—N1—In1169.2 (8)C21—C22—H22A109.3
C38—N2—In1159.2 (7)O12—C22—H22B109.3
C39—N3—In1170.2 (7)C21—C22—H22B109.3
C40—N4—In1169.7 (7)H22A—C22—H22B108.0
C41—N5—In1164.5 (8)O12—C23—C24110.6 (10)
C42—N6—In1167.3 (8)O12—C23—H23A109.5
C1—O1—C12117.6 (12)C24—C23—H23A109.5
C1—O1—Na1112.0 (9)O12—C23—H23B109.5
C12—O1—Na1111.4 (8)C24—C23—H23B109.5
C3—O2—C2118.1 (12)H23A—C23—H23B108.1
C3—O2—Na1116.2 (9)O7—C24—C23113.9 (10)
C2—O2—Na1117.9 (8)O7—C24—H24A108.8
C5—O3—C4114.4 (12)C23—C24—H24A108.8
C5—O3—Na1108.8 (8)O7—C24—H24B108.8
C4—O3—Na1106.8 (8)C23—C24—H24B108.8
C6—O4—C7118.7 (13)H24A—C24—H24B107.7
C6—O4—Na1115.6 (10)O13—C25—C26110.5 (8)
C7—O4—Na1116.8 (8)O13—C25—H25A109.5
C9—O5—C8119.5 (12)C26—C25—H25A109.5
C9—O5—Na1109.0 (8)O13—C25—H25B109.5
C8—O5—Na1113.7 (8)C26—C25—H25B109.5
C11—O6—C10113.4 (10)H25A—C25—H25B108.1
C11—O6—Na1116.9 (8)O14—C26—C25110.5 (8)
C10—O6—Na1116.6 (7)O14—C26—H26A109.5
C13—O7—C24114.3 (9)C25—C26—H26A109.5
C13—O7—Na2107.6 (7)O14—C26—H26B109.5
C24—O7—Na2114.3 (7)C25—C26—H26B109.5
C15—O8—C14113.3 (8)H26A—C26—H26B108.1
C15—O8—Na2119.6 (6)O14—C27—C28110.2 (8)
C14—O8—Na2120.1 (6)O14—C27—H27A109.6
C17—O9—C16113.2 (7)C28—C27—H27A109.6
C17—O9—Na2108.3 (5)O14—C27—H27B109.6
C16—O9—Na2106.4 (6)C28—C27—H27B109.6
C19—O10—C18115.2 (7)H27A—C27—H27B108.1
C19—O10—Na2120.6 (6)O15—C28—C27109.8 (8)
C18—O10—Na2118.0 (5)O15—C28—H28A109.7
C21—O11—C20113.1 (7)C27—C28—H28A109.7
C21—O11—Na2104.2 (6)O15—C28—H28B109.7
C20—O11—Na2105.7 (5)C27—C28—H28B109.7
C22—O12—C23114.5 (9)H28A—C28—H28B108.2
C22—O12—Na2117.7 (6)O15—C29—C30110.5 (7)
C23—O12—Na2118.2 (7)O15—C29—H29A109.5
C36—O13—C25112.0 (7)C30—C29—H29A109.5
C36—O13—Na3122.5 (6)O15—C29—H29B109.5
C25—O13—Na3118.1 (5)C30—C29—H29B109.6
C26—O14—C27111.8 (7)H29A—C29—H29B108.1
C26—O14—Na3104.3 (5)O16—C30—C29108.9 (8)
C27—O14—Na3105.2 (5)O16—C30—H30A109.9
C28—O15—C29114.0 (7)C29—C30—H30A109.9
C28—O15—Na3122.2 (5)O16—C30—H30B109.9
C29—O15—Na3119.9 (5)C29—C30—H30B109.9
C31—O16—C30113.0 (7)H30A—C30—H30B108.3
C31—O16—Na3105.3 (5)O16—C31—C32109.8 (8)
C30—O16—Na3102.3 (5)O16—C31—H31A109.7
C32—O17—C33112.6 (7)C32—C31—H31A109.7
C32—O17—Na3122.0 (5)O16—C31—H31B109.7
C33—O17—Na3119.4 (5)C32—C31—H31B109.7
C34—O18—C35112.3 (7)H31A—C31—H31B108.2
C34—O18—Na3104.6 (5)O17—C32—C31109.8 (8)
C35—O18—Na3110.6 (5)O17—C32—H32A109.7
C37—S1—Na1132.6 (4)C31—C32—H32A109.7
C38—S2—Na292.4 (3)O17—C32—H32B109.7
C39—S3—Na3120.7 (3)C31—C32—H32B109.7
O1—C1—C2115.0 (14)H32A—C32—H32B108.2
O1—C1—H1A108.5O17—C33—C34109.0 (8)
C2—C1—H1A108.5O17—C33—H33A109.9
O1—C1—H1B108.5C34—C33—H33A109.9
C2—C1—H1B108.5O17—C33—H33B109.9
H1A—C1—H1B107.5C34—C33—H33B109.9
O2—C2—C1110.2 (13)H33A—C33—H33B108.3
O2—C2—H2A109.6O18—C34—C33110.7 (8)
C1—C2—H2A109.6O18—C34—H34A109.5
O2—C2—H2B109.6C33—C34—H34A109.5
C1—C2—H2B109.6O18—C34—H34B109.5
H2A—C2—H2B108.1C33—C34—H34B109.5
O2—C3—C4114.9 (13)H34A—C34—H34B108.1
O2—C3—H3A108.6O18—C35—C36109.6 (8)
C4—C3—H3A108.6O18—C35—H35A109.8
O2—C3—H3B108.5C36—C35—H35A109.7
C4—C3—H3B108.5O18—C35—H35B109.7
H3A—C3—H3B107.5C36—C35—H35B109.8
O3—C4—C3110.8 (13)H35A—C35—H35B108.2
O3—C4—H4A109.5O13—C36—C35110.2 (8)
C3—C4—H4A109.5O13—C36—H36A109.6
O3—C4—H4B109.5C35—C36—H36A109.6
C3—C4—H4B109.5O13—C36—H36B109.6
H4A—C4—H4B108.1C35—C36—H36B109.6
O3—C5—C6112.4 (14)H36A—C36—H36B108.1
O3—C5—H5A109.1N1—C37—S1177.4 (9)
C6—C5—H5A109.1N2—C38—S2178.4 (9)
O3—C5—H5B109.1N3—C39—S3179.8 (9)
C6—C5—H5B109.1N4—C40—S4179.7 (9)
H5A—C5—H5B107.9N5—C41—S5178.7 (9)
O4—C6—C5116.6 (14)N6—C42—S6179.3 (10)
O4—C6—H6A108.1C44—C43—Cl1117.5 (9)
C5—C6—H6A108.1C44—C43—H43A107.9
O4—C6—H6B108.1Cl1—C43—H43A107.9
C5—C6—H6B108.1C44—C43—H43B107.9
H6A—C6—H6B107.3Cl1—C43—H43B107.9
O4—C7—C8112.0 (13)H43A—C43—H43B107.2
O4—C7—H7A109.2C43—C44—Cl2116.9 (10)
C8—C7—H7A109.2C43—C44—H44A108.1
O4—C7—H7B109.2Cl2—C44—H44A108.1
C8—C7—H7B109.2C43—C44—H44B108.1
H7A—C7—H7B107.9Cl2—C44—H44B108.1
O5—C8—C7113.2 (13)H44A—C44—H44B107.3
O5—C8—H8A108.9Cl3—C45—C45i92.6 (19)
C7—C8—H8A108.9Cl3—C45—H45A113.2
O5—C8—H8B108.9C45i—C45—H45A113.2
C7—C8—H8B108.9Cl3—C45—H45B113.2
H8A—C8—H8B107.7C45i—C45—H45B113.2
O5—C9—C10113.1 (13)H45A—C45—H45B110.5
O5—C9—H9A109.0

Symmetry codes: (i) −x+2, −y, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2003).

References

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