metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

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ISSN: 2414-3146

Sodium [N,N′-ethyl­enebis(D-penicillaminato)]indate(III) tetra­hydrate

aDepartment of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan
*Correspondence e-mail: nobuto@chem.sci.osaka-u.ac.jp

Edited by J. Simpson, University of Otago, New Zealand (Received 11 November 2019; accepted 13 November 2019; online 19 November 2019)

The asymmetric unit of the title compound {systematic name: sodium [2-({2-[(1-carboxyl­ato-2-methyl-2-sulfanidylprop­yl)amino]­eth­yl}amino)-3-methyl-3-sulf­an­idyl­butano­ato-κ4S,N,N′,S′]indate(III) tetra­hydrate}, Na[In(C12H20N2O4S2)]·4H2O, contains four indate(III) complex anions {[In(D-ebp)]; D-H4ebp = N,N′-ethyelenebis(D-penicillamine)], four sodium(I) cations and sixteen water mol­ecules. The indate(III) anions and sodium cations are alternately connected through coordination bonds between Na+ ions and the carboxyl­ate groups of the complex anions, forming an infinite sixfold right-handed helix along the c-axis direction. In the crystal, the helices are linked by O—H⋯O hydrogen bonds between water mol­ecules bound to Na+ ions and carboxyl­ate groups. The crystal studied was twinned via a twofold axis about [001].

3D view (loading...)
[Scheme 3D1]
Chemical scheme
[Scheme 1]

Structure description

N,N′-ethyl­enebis(D-penicillamine) (D-H4ebp) (Blondeau et al., 1967[Blondeau, P., Berse, C. & Gravel, D. (1967). Can. J. Chem. 45, 49-52.]) is known as a hexa­dentate chelating ligand with two thiol­ate S, two carboxyl­ate O, and amine N donor atoms. Its cobaltate(III) and oxorhenate(V) complexes, [Co(D-ebp)] and [ReO(D-ebp)] have been synthesized and their chemical reactivity toward alkyl halides and pH response have been reported (Okamoto et al., 1991[Okamoto, K., Fushimi, N., Konno, T. & Hidaka, J. (1991). Bull. Chem. Soc. Jpn, 64, 2635-2643.]; Hansen et al., 2000[Hansen, L., Hirota, S., Xu, X., Taylor, A. T. & Marzilli, L. G. (2000). Inorg. Chem. 39, 5731-5740.]). As part of our ongoing studies on the stepwise synthesis of S-bridged multinuclear metal complexes with D-penicillamine and its derivatives (Yoshinari & Konno, 2018[Yoshinari, N. & Konno, T. (2018). Bull. Chem. Soc. Jpn, 91, 790-812.]), we recently reported the first multinuclear metal complexes with D-H4ebp (Hayashi et al., 2019[Hayashi, D., Yoshinari, N. & Konno, T. (2019). Chem. Commun. 55, 921-924.]). To create S-bridged multinuclear complexes with main-group metal ions, we designed a new iridium(III) complex with D-H4ebp. We report herein the crystal structure of the title compound (1). This is the first main-group metal complex with D-ebp, although a similar indate(III) complex with a related hexa­dentate-S2,N2,O2 ligand, Na[InIII(L-ebc)]·2H2O (L-H4ebc = N,N′-ethyl­enebis-L-cysteine) (2), has been reported (Li et al., 1996[Li, Y., Martell, A. E., Hancock, R. D., Reibenspies, J. H., Anderson, C. J. & Welch, M. J. (1996). Inorg. Chem. 35, 404-414.]).

A displacement ellipsoid plot with the atom-numbering scheme of 1 is given in Fig. 1[link]. In each of the four crystallographically independent [In(D-ebp)] anions, the central InIII atom is surrounded by a hexa­dentate D-ebp ligand. The coordination geometry of each central InIII atom is highly distorted from a regular octa­hedron with large cis S—In—S angles of 120.52 (10), 121.30 (10), 119.79 (10) and 120.31 (10)°. The angles are slightly larger than those in 2 [S—In—S = 115.87 (14)°], most likely as a result of the steric hindrance of the four methyl groups on the D-ebp ligand. In 1, the [In(D-ebp)] anions are linked infinitely by Na+ ions through Na—O coordination bonds [Na—O = 2.289 (10)–2.796 (11) Å] so as to form a sixfold righthanded helical chain along the c-axis direction (Fig. 2[link]). This is distinct from the straight Na—In chain formed for 2. In the crystal, the helices are linked by O—H⋯O hydrogen bonds (Table 1[link]) between water mol­ecules bound to Na+ ions and carboxyl­ate groups. There are also several N—H⋯O hydrogen bonds between amino groups and water molecules, supporting the crystal lattice.

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
N2—H2⋯O32 1.00 2.04 3.003 (13) 160
N3—H21⋯O28 1.00 2.36 3.302 (15) 156
N4—H22⋯O29 1.00 2.08 3.007 (15) 154
N5—H41⋯O32i 1.00 2.29 3.246 (13) 160
N6—H42⋯O31 1.00 2.12 3.045 (13) 154
N7—H61⋯O29ii 1.00 2.52 3.495 (17) 164
N8—H62⋯O28iii 1.00 2.23 3.143 (14) 151
Symmetry codes: (i) x-1, y-1, z; (ii) x-1, y, z; (iii) [-y, x-y, z-{\script{1\over 3}}].
[Figure 1]
Figure 1
A perspective view of the asymmetric unit of 1 with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level.
[Figure 2]
Figure 2
(a) Top and (b) side views of the helical chain structure along the c-axis direction in 1. Hydrogen atoms are omitted for clarity.

Synthesis and crystallization

A solution containing D-H4ebp (50 mg, 0.15 mmol) in water (5 ml) was added to a 3.0 M aqueous NaOH solution (210 ml, 0.63 mmol) and InCl3 (34 mg, 0.15 mmol). The mixture was stirred at 70°C for 1 h under an N2 atmosphere, which gave a colourless solution. After slow evaporation of the solution under aerobic conditions, colourless needle-shaped crystals of the title compound appeared almost qu­anti­tatively.

1H NMR (400 MHz, D2O, p.p.m. from DSS): δ 1.45 (6H, s, CH3), 1.49 (6H, s, CH3), 2.30 (2H, d, J = 9.3 Hz, CH2), 3.23 (2H, d, J = 9.3 Hz, CH2), 3.52 p.p.m. (2H, s, CH).

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2[link]. 24 H atoms (H81, H82, H83, H84, H85, H87, H89, H89, H90, H92, H93, H95, H96, H97, H98, H99, H100, H102, H103, H104, H108, H109, H110 and H111) were refined with inter­molecular H⋯S distance restraints or H⋯Na anti­bumping restraints so as to form reasonable hydrogen bonds. The crystal data were refined under consideration of twinning via a twofold axis about [001] using the matrix ([\overline1]00, 0[\overline1]10, 001).

Table 2
Experimental details

Crystal data
Chemical formula Na[In(C12H20N2O4S2)]·4H2O
Mr 530.30
Crystal system, space group Trigonal, P32
Temperature (K) 200
a, c (Å) 13.3725 (17), 40.840 (5)
V3) 6324.7 (18)
Z 12
Radiation type Mo Kα
μ (mm−1) 1.38
Crystal size (mm) 0.20 × 0.05 × 0.02
 
Data collection
Diffractometer Rigaku R-AXIS RAPID
Absorption correction Multi-scan (ABSCOR; Higashi, 1995[Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.])
Tmin, Tmax 0.508, 0.960
No. of measured, independent and observed [I > 2σ(I)] reflections 55488, 18807, 17163
Rint 0.070
(sin θ/λ)max−1) 0.649
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.040, 0.076, 1.04
No. of reflections 18807
No. of parameters 1050
No. of restraints 77
H-atom treatment H atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3) 0.66, −0.67
Absolute structure Flack x determined using 6790 quotients [(I+)−(I)]/[(I+)+(I)] (Parsons et al., 2013[Parsons, S., Flack, H. D. & Wagner, T. (2013). Acta Cryst. B69, 249-259.])
Absolute structure parameter −0.006 (10)
Computer programs: PROCESS-AUTO (Rigaku, 1998[Rigaku (1998). PROCESS-AUTO. Rigaku Corporation, Tokyo, Japan.]), CrystalStructure (Rigaku/MSC, 2004[Rigaku/MSC (2004). CrystalStructure. Rigaku/MSC, The Woodlands, Texas, USA.]), SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]), SHELXL2018 (Sheldrick, 2015[Sheldrick, G. M. (2015). Acta Cryst. C71, 3-8.]), Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]) nd publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Structural data


Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO (Rigaku, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Sodium [2-({2-[(1-carboxylato-2-methyl-2-sulfanidylpropyl)amino]ethyl}amino)-3-methyl-\ 3-sulfanidylbutanoato-κ4S,N,N',S']indate(III) tetrahydrate top
Crystal data top
Na[In(C12H20N2O4S2)]·4H2ODx = 1.671 Mg m3
Mr = 530.30Mo Kα radiation, λ = 0.71075 Å
Trigonal, P32Cell parameters from 50136 reflections
a = 13.3725 (17) Åθ = 3.0–27.5°
c = 40.840 (5) ŵ = 1.38 mm1
V = 6324.7 (18) Å3T = 200 K
Z = 12Needle, colorless
F(000) = 32400.20 × 0.05 × 0.02 mm
Data collection top
Rigaku R-AXIS RAPID
diffractometer
18807 independent reflections
Radiation source: fine-focus sealed tube17163 reflections with I > 2σ(I)
Detector resolution: 10.00 pixels mm-1Rint = 0.070
ω scansθmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan
(ABSCOR; Higashi, 1995)
h = 1717
Tmin = 0.508, Tmax = 0.960k = 1717
55488 measured reflectionsl = 5250
Refinement top
Refinement on F2Hydrogen site location: mixed
Least-squares matrix: fullH atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.040 w = 1/[σ2(Fo2) + (0.0175P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.076(Δ/σ)max < 0.001
S = 1.04Δρmax = 0.66 e Å3
18807 reflectionsΔρmin = 0.67 e Å3
1050 parametersAbsolute structure: Flack x determined using 6790 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
77 restraintsAbsolute structure parameter: 0.006 (10)
Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. H atoms bound to C and N atoms were placed at calculated positions [C—H = 0.99 (CH2), 1.00 (CH), or 0.98 Å (CH3) and N—H = 0.88 Å (NH)] and refined as riding models with Uiso(H) = 1.2Ueq(C,N) for CH2, CH, and NH and Uiso(H) = 1.5Ueq(C) for CH3. H atoms of water molecules were placed so as to form reasonable hydrogen bonding, and were refined with restrained geometric and displacement parameters [O—H = 0.85 (5) Å, H···H = 1.38 (5) Å andUiso(H) = 1.2Ueq(O)]. Refined as a two-component twin.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
In10.80767 (8)0.71885 (8)0.90524 (2)0.02286 (15)
S10.6551 (3)0.5616 (2)0.93765 (8)0.0386 (7)
S20.8712 (2)0.6776 (2)0.85256 (6)0.0276 (6)
O10.6758 (7)0.7673 (7)0.89224 (19)0.0315 (19)
O20.5385 (9)0.7901 (11)0.9165 (2)0.071 (4)
O30.9686 (6)0.7406 (7)0.92835 (18)0.0316 (18)
O41.1578 (7)0.8447 (8)0.9248 (2)0.042 (2)
N10.8045 (8)0.8345 (7)0.9470 (2)0.025 (2)
H10.8424410.8269490.9671890.029*
N20.9546 (7)0.9032 (7)0.8918 (2)0.0235 (19)
H20.9342630.9319180.8717320.028*
C10.6303 (11)0.6583 (11)0.9648 (3)0.040 (3)
C20.6801 (9)0.7807 (10)0.9514 (3)0.032 (3)
H30.6638140.8275540.9673010.038*
C30.6265 (11)0.7813 (11)0.9182 (3)0.038 (3)
C40.6863 (16)0.6609 (12)0.9977 (3)0.068 (5)
H40.6862470.7202911.0117020.102*
H50.7659920.6786410.9940500.102*
H60.6425620.5853821.0083240.102*
C50.4999 (12)0.6031 (14)0.9708 (4)0.085 (7)
H70.4658240.6289650.9539650.128*
H80.4868590.6263770.9924550.128*
H90.4639460.5188550.9700080.128*
C61.0209 (9)0.8055 (9)0.8532 (3)0.027 (2)
C71.0471 (10)0.8778 (10)0.8849 (3)0.029 (3)
H101.1206320.9525240.8816750.035*
C81.0601 (10)0.8176 (12)0.9153 (3)0.037 (3)
C91.0377 (10)0.8831 (10)0.8228 (3)0.035 (3)
H111.0097510.8348770.8031340.052*
H121.1198180.9399560.8202460.052*
H130.9939790.9233050.8259580.052*
C101.1063 (11)0.7607 (12)0.8494 (3)0.042 (3)
H141.1020120.7154170.8688230.062*
H151.1849230.8262450.8472180.062*
H161.0864070.7118010.8299120.062*
C110.8638 (9)0.9573 (9)0.9350 (3)0.026 (2)
H170.8786551.0107280.9535570.032*
H180.8148630.9677500.9187940.032*
C120.9770 (9)0.9818 (9)0.9194 (3)0.027 (2)
H191.0195021.0627010.9116460.033*
H201.0254900.9715500.9359000.033*
In20.34944 (6)0.22759 (7)0.82384 (2)0.02266 (15)
S30.1940 (2)0.2254 (3)0.85610 (7)0.0323 (6)
S40.3096 (2)0.1226 (2)0.77141 (7)0.0306 (6)
O50.4002 (7)0.4056 (6)0.80704 (17)0.0271 (17)
O60.4370 (7)0.5739 (6)0.82628 (19)0.0348 (18)
O70.3722 (7)0.0880 (6)0.84732 (18)0.0313 (18)
O80.4689 (10)0.0044 (9)0.8399 (2)0.063 (3)
N30.4638 (7)0.3538 (7)0.8655 (2)0.0229 (19)
H210.4515720.3129420.8868970.027*
N40.5322 (7)0.2652 (8)0.8117 (2)0.0242 (19)
H220.5620130.3169570.7921490.029*
C130.2865 (10)0.3614 (10)0.8788 (2)0.028 (2)
C140.4140 (9)0.4287 (9)0.8654 (2)0.023 (2)
H230.4610170.4958370.8801430.027*
C150.4158 (9)0.4756 (9)0.8300 (3)0.027 (2)
C160.2322 (11)0.4381 (11)0.8759 (3)0.045 (3)
H240.2827440.5127440.8863720.067*
H250.1568120.4005250.8868130.067*
H260.2223690.4501320.8527610.067*
C170.2885 (12)0.3313 (12)0.9145 (3)0.046 (3)
H270.2108820.2989940.9237400.069*
H280.3420750.4011850.9265550.069*
H290.3140210.2743890.9161260.069*
C180.4420 (9)0.1085 (9)0.7708 (3)0.028 (2)
C190.5108 (9)0.1489 (9)0.8030 (2)0.025 (2)
H300.5863460.1514080.8002230.030*
C200.4461 (10)0.0713 (10)0.8322 (3)0.028 (3)
C210.5170 (10)0.1775 (11)0.7428 (3)0.043 (3)
H310.4805820.1396420.7221480.064*
H320.5925570.1829160.7447300.064*
H330.5268380.2552370.7432850.064*
C220.4031 (12)0.0186 (12)0.7649 (4)0.051 (4)
H340.4699730.0298560.7662250.077*
H350.3678860.0414760.7431850.077*
H360.3464070.0660090.7816300.077*
C230.5872 (9)0.4109 (10)0.8548 (3)0.029 (3)
H370.6386910.4475200.8738220.035*
H380.6026810.4717230.8384690.035*
C240.6097 (10)0.3215 (10)0.8401 (3)0.029 (3)
H390.6911780.3582660.8328250.035*
H400.5968940.2626020.8567650.035*
In30.13343 (6)0.17065 (8)0.73892 (2)0.02185 (14)
S50.1703 (2)0.3022 (2)0.77206 (7)0.0308 (6)
S60.2282 (3)0.1041 (3)0.68549 (7)0.0351 (7)
O90.0452 (7)0.3234 (6)0.73069 (17)0.0289 (17)
O100.1861 (7)0.4659 (6)0.75994 (19)0.0347 (18)
O110.2611 (6)0.0034 (6)0.76053 (17)0.0261 (17)
O120.3270 (7)0.1895 (6)0.75325 (19)0.036 (2)
N50.0180 (7)0.1818 (7)0.78292 (19)0.0194 (18)
H410.0666500.1353360.8018170.023*
N60.0708 (7)0.0411 (7)0.7257 (2)0.0221 (19)
H420.0168800.0703190.7066030.026*
C250.0551 (10)0.3344 (10)0.8029 (2)0.030 (3)
C260.0370 (9)0.3050 (8)0.7900 (2)0.021 (2)
H430.0973030.3251510.8072230.025*
C270.0946 (9)0.3704 (9)0.7587 (2)0.022 (2)
C280.2273 (9)0.0331 (9)0.6844 (2)0.026 (2)
C290.1800 (10)0.0591 (10)0.7162 (3)0.028 (2)
H440.1679370.1261540.7122890.033*
C300.2618 (9)0.0860 (9)0.7457 (2)0.024 (2)
C310.1144 (12)0.2625 (11)0.8339 (3)0.044 (3)
H450.1653750.2880460.8433060.065*
H460.0555180.2733570.8500470.065*
H470.1599270.1806040.8280780.065*
C320.0022 (10)0.4622 (10)0.8117 (3)0.034 (3)
H480.0692810.4832610.8257010.051*
H490.0531990.4769670.8233480.051*
H500.0271730.5085170.7915980.051*
C330.1499 (10)0.0291 (11)0.6550 (3)0.038 (3)
H510.1690470.0008160.6355220.057*
H520.1639710.1070600.6505670.057*
H530.0684250.0215850.6605780.057*
C340.3502 (11)0.1318 (11)0.6782 (3)0.037 (3)
H540.4010650.1336090.6957010.056*
H550.3505990.2052820.6777040.056*
H560.3776810.1197920.6570870.056*
C350.0593 (9)0.1384 (9)0.7720 (2)0.024 (2)
H570.0982800.1275730.7911940.029*
H580.1191880.1949800.7571070.029*
C360.0134 (9)0.0227 (10)0.7542 (3)0.027 (2)
H590.0368400.0076210.7467960.032*
H600.0721090.0344050.7693310.032*
In40.18314 (6)0.59570 (7)0.65354 (2)0.02535 (16)
S70.0320 (3)0.7584 (3)0.68434 (7)0.0351 (7)
S80.2528 (3)0.6289 (3)0.60124 (7)0.0321 (6)
O130.0478 (7)0.5516 (7)0.63979 (19)0.0339 (19)
O140.0914 (7)0.5306 (9)0.6622 (2)0.047 (2)
O150.3502 (6)0.5629 (7)0.67759 (18)0.0310 (18)
O160.5409 (7)0.4567 (8)0.6707 (2)0.043 (2)
N70.1691 (8)0.4860 (8)0.6964 (2)0.029 (2)
H610.2030820.4975520.7168360.035*
N80.3235 (8)0.4063 (7)0.6420 (2)0.024 (2)
H620.2999780.3773200.6225890.029*
C370.0075 (12)0.6721 (11)0.7113 (3)0.038 (3)
C380.0429 (9)0.5446 (10)0.6992 (3)0.029 (2)
H630.0202330.5011900.7145970.035*
C390.0036 (10)0.5445 (10)0.6642 (3)0.033 (3)
C400.0394 (14)0.6701 (12)0.7462 (3)0.057 (4)
H640.0066290.7461910.7563820.086*
H650.0342260.6118350.7594930.086*
H660.1201610.6510830.7447630.086*
C410.1398 (11)0.7278 (12)0.7128 (4)0.055 (4)
H670.1605700.6879760.7292790.082*
H680.1740520.8094340.7187950.082*
H690.1689560.7215330.6913660.082*
C420.3958 (11)0.4935 (11)0.6007 (3)0.033 (3)
C430.4215 (10)0.4229 (10)0.6334 (3)0.026 (2)
H700.4924960.3458010.6305120.032*
C440.4385 (10)0.4851 (10)0.6624 (3)0.028 (3)
C450.3969 (12)0.4173 (11)0.5730 (3)0.046 (3)
H710.4000510.4508660.5519650.069*
H720.4646940.3400400.5751750.069*
H730.3266060.4116850.5739660.069*
C460.4874 (10)0.5252 (12)0.5951 (3)0.042 (3)
H740.5636710.4553670.5957570.063*
H750.4758100.5622830.5736340.063*
H760.4826900.5787700.6122240.063*
C470.2303 (10)0.3659 (9)0.6871 (3)0.032 (3)
H770.2447490.3180520.7069840.038*
H780.1811550.3506200.6722140.038*
C480.3431 (11)0.3307 (10)0.6706 (3)0.033 (3)
H790.3788770.2493310.6633620.039*
H800.3963640.3370270.6861890.039*
Na10.5474 (4)0.7552 (4)0.84934 (10)0.0300 (10)
Na20.3897 (4)0.5160 (4)0.76279 (11)0.0357 (11)
Na30.1789 (4)0.4514 (4)0.69228 (12)0.0394 (11)
Na40.0712 (5)0.5601 (5)0.59539 (13)0.0503 (14)
O170.7134 (8)0.7753 (9)0.8184 (2)0.049 (2)
H810.734 (10)0.724 (8)0.819 (2)0.059*
H820.705 (12)0.786 (10)0.7979 (10)0.059*
O180.6165 (11)0.9304 (11)0.8206 (3)0.079 (4)
H830.640 (12)0.938 (12)0.8008 (15)0.095*
H840.576 (12)0.964 (13)0.822 (3)0.095*
O190.3735 (8)0.7639 (8)0.8570 (2)0.040 (2)
H850.386 (9)0.831 (3)0.855 (3)0.047*
H860.316 (7)0.715 (6)0.847 (3)0.047*
O200.5833 (7)0.5857 (7)0.7402 (2)0.0376 (19)
H870.595 (10)0.590 (8)0.7194 (8)0.045*
H880.601 (6)0.653 (3)0.747 (2)0.045*
O210.4313 (8)0.7105 (8)0.7502 (2)0.049 (2)
H890.504 (3)0.741 (6)0.753 (2)0.058*
H900.414 (9)0.697 (6)0.7301 (10)0.058*
O220.3332 (8)0.3489 (8)0.7291 (2)0.046 (2)
H910.373 (9)0.377 (10)0.7118 (18)0.056*
H920.361 (8)0.310 (8)0.739 (2)0.056*
O230.3678 (9)0.6011 (10)0.6896 (3)0.068 (3)
H930.354 (6)0.630 (8)0.673 (2)0.082*
H940.422 (10)0.586 (13)0.685 (3)0.082*
O240.2237 (8)0.3419 (8)0.6576 (2)0.051 (2)
H950.231 (9)0.375 (7)0.6385 (12)0.061*
H960.293 (4)0.347 (8)0.659 (3)0.061*
O250.2531 (10)0.5569 (9)0.5924 (3)0.071 (3)
H970.260 (15)0.574 (10)0.5718 (11)0.086*
H980.227 (14)0.485 (3)0.594 (3)0.086*
O260.0207 (8)0.3605 (9)0.5793 (2)0.050 (2)
H990.053 (6)0.346 (9)0.5593 (9)0.060*
H1000.036 (7)0.347 (11)0.576 (2)0.060*
O270.0495 (14)0.6058 (17)0.5599 (3)0.117 (6)
H1010.117 (6)0.591 (16)0.565 (4)0.140*
H1020.055 (13)0.564 (15)0.543 (3)0.140*
O280.5054 (9)0.2466 (9)0.9336 (3)0.069 (3)
H1030.454 (7)0.179 (3)0.9274 (18)0.082*
H1040.475 (10)0.267 (8)0.949 (2)0.082*
O290.6791 (10)0.4671 (10)0.7679 (4)0.082 (4)
H1050.653 (14)0.513 (11)0.764 (4)0.098*
H1060.726 (12)0.494 (12)0.784 (3)0.098*
O300.2701 (9)0.6871 (9)0.7946 (2)0.057 (3)
H1070.228 (10)0.612 (3)0.792 (3)0.068*
H1080.308 (9)0.710 (9)0.7759 (17)0.068*
O310.1417 (9)0.1217 (10)0.6826 (3)0.068 (3)
H1090.140 (10)0.176 (6)0.671 (3)0.082*
H1100.201 (9)0.161 (7)0.696 (3)0.082*
O320.8588 (8)0.9988 (8)0.8422 (3)0.052 (2)
H1110.798 (5)1.006 (9)0.848 (2)0.062*
H1120.826 (7)0.932 (6)0.833 (3)0.062*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
In10.0240 (4)0.0217 (4)0.0228 (3)0.0113 (3)0.0008 (3)0.0008 (3)
S10.0443 (19)0.0238 (15)0.0333 (15)0.0062 (14)0.0101 (14)0.0011 (12)
S20.0306 (15)0.0251 (14)0.0267 (12)0.0135 (12)0.0037 (11)0.0023 (11)
O10.028 (4)0.049 (5)0.028 (4)0.028 (4)0.007 (3)0.007 (4)
O20.052 (6)0.130 (10)0.070 (7)0.074 (7)0.019 (5)0.039 (7)
O30.028 (4)0.039 (5)0.033 (4)0.021 (4)0.004 (3)0.017 (4)
O40.021 (4)0.070 (6)0.041 (5)0.026 (4)0.001 (4)0.010 (4)
N10.023 (5)0.024 (5)0.025 (5)0.011 (4)0.006 (4)0.004 (4)
N20.022 (5)0.016 (4)0.027 (5)0.006 (4)0.004 (4)0.001 (4)
C10.037 (7)0.038 (7)0.031 (6)0.007 (6)0.016 (5)0.006 (5)
C20.017 (5)0.046 (7)0.025 (6)0.010 (5)0.004 (4)0.014 (5)
C30.031 (7)0.047 (8)0.037 (7)0.020 (6)0.007 (5)0.022 (6)
C40.109 (14)0.044 (9)0.022 (7)0.016 (9)0.005 (7)0.004 (6)
C50.041 (9)0.067 (11)0.102 (13)0.007 (8)0.041 (9)0.035 (10)
C60.030 (6)0.028 (6)0.022 (5)0.013 (5)0.001 (5)0.003 (4)
C70.026 (6)0.031 (6)0.028 (6)0.011 (5)0.001 (5)0.002 (5)
C80.026 (6)0.053 (8)0.037 (7)0.023 (6)0.000 (5)0.004 (6)
C90.042 (7)0.033 (6)0.022 (6)0.013 (6)0.010 (5)0.006 (5)
C100.045 (8)0.049 (8)0.042 (7)0.032 (7)0.012 (6)0.005 (6)
C110.032 (6)0.022 (6)0.026 (6)0.015 (5)0.005 (5)0.006 (4)
C120.027 (6)0.017 (5)0.028 (6)0.003 (5)0.007 (5)0.006 (4)
In20.0236 (4)0.0210 (4)0.0236 (3)0.0113 (4)0.0019 (3)0.0007 (3)
S30.0221 (14)0.0349 (16)0.0361 (15)0.0114 (12)0.0026 (12)0.0049 (13)
S40.0315 (15)0.0310 (16)0.0272 (13)0.0141 (13)0.0054 (12)0.0055 (11)
O50.040 (5)0.017 (4)0.025 (4)0.015 (4)0.002 (3)0.004 (3)
O60.049 (5)0.023 (4)0.037 (4)0.021 (4)0.004 (4)0.001 (3)
O70.042 (5)0.030 (4)0.032 (4)0.025 (4)0.012 (4)0.006 (3)
O80.101 (9)0.074 (7)0.059 (6)0.078 (8)0.040 (6)0.032 (5)
N30.029 (5)0.022 (5)0.020 (4)0.015 (4)0.001 (4)0.002 (4)
N40.025 (5)0.030 (5)0.018 (4)0.013 (4)0.014 (4)0.007 (4)
C130.028 (6)0.035 (6)0.020 (5)0.016 (5)0.003 (4)0.004 (4)
C140.032 (6)0.022 (5)0.019 (5)0.017 (5)0.003 (4)0.011 (4)
C150.018 (5)0.026 (6)0.034 (6)0.009 (5)0.008 (4)0.000 (5)
C160.047 (8)0.038 (7)0.057 (8)0.027 (7)0.001 (7)0.011 (6)
C170.060 (9)0.053 (9)0.024 (6)0.028 (7)0.003 (6)0.003 (5)
C180.026 (6)0.026 (6)0.025 (5)0.008 (5)0.000 (5)0.001 (4)
C190.027 (6)0.035 (6)0.016 (5)0.017 (5)0.001 (4)0.000 (4)
C200.039 (7)0.033 (6)0.023 (5)0.027 (6)0.002 (5)0.003 (5)
C210.034 (7)0.054 (8)0.030 (6)0.014 (6)0.004 (6)0.013 (6)
C220.053 (9)0.044 (8)0.059 (9)0.026 (7)0.022 (7)0.025 (7)
C230.020 (6)0.027 (6)0.035 (6)0.008 (5)0.005 (5)0.004 (5)
C240.029 (6)0.037 (7)0.031 (6)0.023 (6)0.008 (5)0.001 (5)
In30.0224 (3)0.0218 (4)0.0234 (3)0.0126 (4)0.0014 (4)0.0008 (3)
S50.0300 (15)0.0350 (16)0.0371 (14)0.0234 (13)0.0037 (12)0.0072 (12)
S60.0481 (18)0.0346 (17)0.0293 (13)0.0258 (16)0.0126 (13)0.0018 (12)
O90.034 (4)0.026 (4)0.025 (4)0.013 (4)0.005 (3)0.002 (3)
O100.027 (4)0.030 (4)0.046 (5)0.013 (4)0.002 (4)0.007 (4)
O110.022 (4)0.016 (4)0.030 (4)0.002 (3)0.007 (3)0.005 (3)
O120.042 (5)0.020 (4)0.033 (4)0.006 (4)0.004 (4)0.003 (3)
N50.022 (4)0.015 (4)0.019 (4)0.007 (4)0.002 (3)0.000 (3)
N60.018 (4)0.031 (5)0.022 (4)0.015 (4)0.003 (3)0.003 (4)
C250.041 (7)0.029 (6)0.021 (5)0.019 (6)0.007 (5)0.001 (5)
C260.019 (5)0.021 (5)0.026 (5)0.013 (4)0.008 (4)0.009 (4)
C270.023 (5)0.021 (5)0.023 (5)0.013 (5)0.005 (4)0.000 (4)
C280.027 (6)0.030 (6)0.018 (5)0.013 (5)0.006 (4)0.006 (4)
C290.030 (6)0.024 (6)0.033 (6)0.016 (5)0.000 (5)0.002 (5)
C300.028 (6)0.021 (6)0.015 (5)0.007 (5)0.005 (4)0.000 (4)
C310.068 (9)0.055 (8)0.019 (5)0.039 (8)0.006 (5)0.002 (5)
C320.031 (6)0.033 (7)0.038 (6)0.016 (6)0.007 (5)0.003 (5)
C330.034 (6)0.058 (8)0.021 (6)0.022 (6)0.001 (5)0.007 (6)
C340.041 (7)0.044 (8)0.033 (6)0.025 (6)0.008 (5)0.004 (6)
C350.023 (6)0.028 (6)0.021 (5)0.013 (5)0.012 (4)0.009 (5)
C360.021 (6)0.030 (6)0.032 (6)0.015 (5)0.002 (5)0.000 (5)
In40.0291 (4)0.0262 (5)0.0233 (4)0.0157 (3)0.0023 (4)0.0032 (4)
S70.0376 (17)0.0266 (15)0.0382 (16)0.0137 (13)0.0018 (13)0.0051 (13)
S80.0339 (16)0.0318 (16)0.0274 (14)0.0141 (13)0.0001 (12)0.0105 (12)
O130.037 (5)0.043 (5)0.026 (4)0.023 (4)0.007 (4)0.010 (4)
O140.037 (5)0.074 (7)0.032 (4)0.030 (5)0.009 (4)0.012 (4)
O150.023 (4)0.040 (5)0.027 (4)0.014 (4)0.003 (3)0.007 (3)
O160.038 (5)0.053 (6)0.038 (5)0.023 (5)0.003 (4)0.014 (4)
N70.029 (5)0.040 (6)0.022 (5)0.019 (5)0.001 (4)0.005 (4)
N80.032 (5)0.025 (5)0.020 (4)0.018 (4)0.008 (4)0.012 (4)
C370.051 (8)0.037 (7)0.015 (5)0.014 (6)0.004 (5)0.001 (5)
C380.023 (6)0.033 (6)0.026 (5)0.011 (5)0.007 (5)0.001 (5)
C390.027 (6)0.035 (7)0.034 (6)0.014 (5)0.002 (5)0.001 (5)
C400.099 (12)0.045 (8)0.017 (6)0.028 (8)0.001 (6)0.008 (6)
C410.040 (8)0.049 (9)0.064 (9)0.013 (7)0.021 (7)0.010 (7)
C420.040 (7)0.046 (7)0.017 (5)0.025 (6)0.001 (5)0.009 (5)
C430.031 (6)0.030 (6)0.021 (6)0.017 (5)0.001 (5)0.006 (5)
C440.028 (6)0.031 (6)0.025 (6)0.015 (5)0.005 (5)0.008 (5)
C450.061 (9)0.040 (7)0.033 (7)0.023 (7)0.017 (7)0.007 (6)
C460.030 (7)0.054 (8)0.041 (7)0.020 (6)0.003 (6)0.006 (6)
C470.042 (7)0.017 (6)0.032 (6)0.011 (5)0.008 (5)0.001 (5)
C480.044 (7)0.029 (6)0.030 (6)0.021 (6)0.002 (5)0.012 (5)
Na10.037 (3)0.027 (2)0.029 (2)0.019 (2)0.0046 (19)0.0011 (18)
Na20.038 (3)0.034 (3)0.035 (3)0.018 (2)0.000 (2)0.007 (2)
Na30.031 (3)0.041 (3)0.047 (3)0.019 (2)0.011 (2)0.008 (2)
Na40.065 (4)0.040 (3)0.056 (3)0.034 (3)0.023 (3)0.009 (2)
O170.049 (6)0.063 (7)0.047 (5)0.036 (5)0.000 (5)0.007 (5)
O180.097 (9)0.097 (9)0.084 (8)0.078 (8)0.059 (8)0.066 (8)
O190.036 (5)0.041 (5)0.043 (5)0.021 (4)0.003 (4)0.005 (4)
O200.042 (5)0.031 (4)0.035 (5)0.015 (4)0.001 (4)0.005 (4)
O210.041 (5)0.048 (6)0.054 (6)0.020 (5)0.008 (4)0.002 (5)
O220.049 (6)0.045 (6)0.042 (5)0.022 (5)0.010 (4)0.007 (4)
O230.036 (6)0.054 (7)0.112 (9)0.020 (5)0.004 (6)0.018 (6)
O240.045 (5)0.060 (6)0.045 (5)0.024 (5)0.007 (5)0.011 (5)
O250.056 (7)0.058 (7)0.113 (9)0.038 (6)0.012 (7)0.032 (7)
O260.048 (6)0.066 (6)0.046 (5)0.036 (5)0.009 (4)0.007 (5)
O270.142 (14)0.221 (19)0.065 (8)0.149 (15)0.012 (8)0.029 (10)
O280.071 (8)0.054 (7)0.086 (8)0.035 (6)0.030 (6)0.022 (6)
O290.051 (7)0.057 (7)0.133 (12)0.024 (6)0.006 (7)0.038 (7)
O300.038 (6)0.048 (6)0.081 (7)0.019 (5)0.003 (5)0.013 (5)
O310.047 (6)0.079 (8)0.069 (8)0.023 (6)0.014 (5)0.003 (6)
O320.055 (6)0.047 (6)0.060 (6)0.031 (5)0.001 (5)0.009 (5)
Geometric parameters (Å, º) top
In1—O12.226 (7)C26—H431.0000
In1—O32.231 (7)C27—Na32.928 (11)
In1—N12.316 (9)C28—C341.529 (16)
In1—N22.322 (9)C28—C291.560 (14)
In1—S12.459 (3)C28—C331.566 (15)
In1—S22.474 (3)C29—C301.541 (15)
S1—C11.853 (12)C29—H441.0000
S2—C61.873 (12)C31—H450.9800
O1—C31.310 (14)C31—H460.9800
O1—Na12.402 (8)C31—H470.9800
O2—C31.241 (15)C32—H480.9800
O2—Na4i2.315 (11)C32—H490.9800
O2—Na12.796 (11)C32—H500.9800
O3—C81.257 (15)C33—H510.9800
O4—C81.229 (14)C33—H520.9800
N1—C21.457 (13)C33—H530.9800
N1—C111.504 (13)C34—H540.9800
N1—H11.0000C34—H550.9800
N2—C71.465 (14)C34—H560.9800
N2—C121.466 (13)C35—C361.537 (15)
N2—H21.0000C35—H570.9900
C1—C21.528 (17)C35—H580.9900
C1—C41.531 (19)C36—H590.9900
C1—C51.536 (18)C36—H600.9900
C2—C31.534 (17)In4—O132.238 (8)
C2—H31.0000In4—O152.273 (7)
C3—Na12.963 (13)In4—N82.325 (9)
C4—H40.9800In4—N72.349 (9)
C4—H50.9800In4—S72.450 (3)
C4—H60.9800In4—S82.458 (3)
C5—H70.9800S7—C371.854 (12)
C5—H80.9800S8—C421.863 (13)
C5—H90.9800O13—C391.241 (14)
C6—C101.540 (16)O13—Na42.378 (9)
C6—C71.547 (14)O14—C391.281 (14)
C6—C91.561 (15)O14—Na32.289 (10)
C7—C81.539 (16)O14—Na42.788 (10)
C7—H101.0000O15—C441.279 (14)
C9—H110.9800O16—C441.269 (14)
C9—H120.9800N7—C471.441 (13)
C9—H130.9800N7—C381.468 (14)
C10—H140.9800N7—H611.0000
C10—H150.9800N8—C431.477 (14)
C10—H160.9800N8—C481.480 (13)
C11—C121.519 (15)N8—H621.0000
C11—H170.9900C37—C411.539 (18)
C11—H180.9900C37—C401.551 (15)
C12—H190.9900C37—C381.568 (16)
C12—H200.9900C38—C391.557 (15)
In2—O52.232 (7)C38—H631.0000
In2—O72.250 (7)C39—Na42.928 (12)
In2—N42.290 (9)C40—H640.9800
In2—N32.345 (8)C40—H650.9800
In2—S32.449 (3)C40—H660.9800
In2—S42.468 (3)C41—H670.9800
S3—C131.857 (11)C41—H680.9800
S4—C181.872 (12)C41—H690.9800
O5—C151.267 (13)C42—C461.502 (16)
O5—Na22.382 (8)C42—C451.518 (17)
O6—C151.209 (13)C42—C431.571 (14)
O6—Na12.316 (9)C43—C441.527 (16)
O6—Na22.690 (9)C43—H701.0000
O7—C201.275 (13)C45—H710.9800
O8—C201.236 (14)C45—H720.9800
N3—C141.454 (12)C45—H730.9800
N3—C231.495 (13)C46—H740.9800
N3—H211.0000C46—H750.9800
N4—C191.478 (14)C46—H760.9800
N4—C241.484 (13)C47—C481.497 (16)
N4—H221.0000C47—H770.9900
C13—C171.513 (15)C47—H780.9900
C13—C161.528 (17)C48—H790.9900
C13—C141.576 (15)C48—H800.9900
C14—C151.571 (15)Na1—O182.357 (11)
C14—H231.0000Na1—O192.407 (10)
C15—Na22.853 (12)Na1—O172.450 (10)
C16—H240.9800Na2—O222.402 (10)
C16—H250.9800Na2—O212.428 (11)
C16—H260.9800Na2—O202.451 (10)
C17—H270.9800Na2—Na33.815 (7)
C17—H280.9800Na2—H882.57 (6)
C17—H290.9800Na2—H892.63 (7)
C18—C211.496 (16)Na2—H902.64 (7)
C18—C221.527 (16)Na3—O232.312 (11)
C18—C191.540 (15)Na3—O242.322 (11)
C19—C201.533 (15)Na3—H932.49 (7)
C19—H301.0000Na3—H952.66 (9)
C21—H310.9800Na4—O262.405 (11)
C21—H320.9800Na4—O252.457 (13)
C21—H330.9800Na4—O272.462 (15)
C22—H340.9800Na4—H972.62 (18)
C22—H350.9800O17—H810.86 (3)
C22—H360.9800O17—H820.86 (3)
C23—C241.498 (15)O18—H830.86 (3)
C23—H370.9900O18—H840.86 (3)
C23—H380.9900O19—H850.83 (3)
C24—H390.9900O19—H860.83 (3)
C24—H400.9900O20—H870.86 (3)
In3—O92.261 (8)O20—H880.85 (3)
In3—O112.266 (7)O21—H890.86 (3)
In3—N52.325 (8)O21—H900.84 (3)
In3—N62.333 (9)O22—H910.85 (3)
In3—S62.456 (3)O22—H920.87 (3)
In3—S52.457 (3)O23—H930.85 (3)
S5—C251.867 (12)O23—H940.86 (3)
S6—C281.841 (11)O24—H950.87 (3)
O9—C271.312 (12)O24—H960.89 (3)
O9—Na32.351 (8)O25—H970.86 (3)
O10—C271.252 (12)O25—H980.85 (3)
O10—Na22.460 (9)O26—H990.90 (3)
O10—Na32.768 (9)O26—H1000.87 (3)
O11—C301.257 (13)O27—H1010.85 (3)
O12—C301.252 (13)O27—H1020.86 (3)
N5—C261.459 (12)O28—H1030.85 (3)
N5—C351.484 (13)O28—H1040.86 (3)
N5—H411.0000O29—H1050.86 (3)
N6—C291.457 (14)O29—H1060.85 (3)
N6—C361.482 (13)O30—H1070.88 (3)
N6—H421.0000O30—H1080.88 (3)
C25—C321.526 (16)O31—H1090.88 (3)
C25—C311.548 (15)O31—H1100.88 (3)
C25—C261.559 (14)O32—H1110.89 (3)
C26—C271.525 (14)O32—H1120.86 (3)
O1—In1—O3156.3 (3)H54—C34—H55109.5
O1—In1—N172.5 (3)C28—C34—H56109.5
O3—In1—N186.6 (3)H54—C34—H56109.5
O1—In1—N290.4 (3)H55—C34—H56109.5
O3—In1—N273.3 (3)N5—C35—C36108.8 (8)
N1—In1—N275.7 (3)N5—C35—H57109.9
O1—In1—S186.5 (2)C36—C35—H57109.9
O3—In1—S1102.6 (2)N5—C35—H58109.9
N1—In1—S183.7 (2)C36—C35—H58109.9
N2—In1—S1159.2 (2)H57—C35—H58108.3
O1—In1—S2105.5 (2)N6—C36—C35108.9 (9)
O3—In1—S288.9 (2)N6—C36—H59109.9
N1—In1—S2155.7 (2)C35—C36—H59109.9
N2—In1—S280.2 (2)N6—C36—H60109.9
S1—In1—S2120.52 (10)C35—C36—H60109.9
C1—S1—In194.9 (4)H59—C36—H60108.3
C6—S2—In196.5 (3)O13—In4—O15154.7 (3)
C3—O1—In1112.2 (7)O13—In4—N888.9 (3)
C3—O1—Na1101.9 (7)O15—In4—N872.4 (3)
In1—O1—Na1143.0 (4)O13—In4—N772.2 (3)
C3—O2—Na4i136.8 (10)O15—In4—N786.3 (3)
C3—O2—Na185.2 (7)N8—In4—N775.1 (3)
Na4i—O2—Na1113.5 (4)O13—In4—S786.9 (2)
C8—O3—In1114.1 (7)O15—In4—S7104.1 (2)
C2—N1—C11115.3 (9)N8—In4—S7158.3 (2)
C2—N1—In199.1 (6)N7—In4—S783.4 (2)
C11—N1—In1108.4 (6)O13—In4—S8105.0 (2)
C2—N1—H1111.1O15—In4—S889.2 (2)
C11—N1—H1111.1N8—In4—S881.3 (2)
In1—N1—H1111.1N7—In4—S8156.3 (2)
C7—N2—C12114.9 (9)S7—In4—S8120.31 (10)
C7—N2—In199.4 (6)C37—S7—In496.8 (4)
C12—N2—In1109.9 (6)C42—S8—In497.6 (3)
C7—N2—H2110.7C39—O13—In4111.7 (7)
C12—N2—H2110.7C39—O13—Na4103.5 (7)
In1—N2—H2110.7In4—O13—Na4142.1 (4)
C2—C1—C4110.1 (10)C39—O14—Na3138.6 (8)
C2—C1—C5110.7 (13)C39—O14—Na483.3 (7)
C4—C1—C5107.1 (12)Na3—O14—Na4134.3 (4)
C2—C1—S1113.6 (8)C44—O15—In4111.5 (7)
C4—C1—S1106.5 (10)C47—N7—C38118.4 (9)
C5—C1—S1108.5 (9)C47—N7—In4108.9 (7)
N1—C2—C1110.5 (10)C38—N7—In498.9 (6)
N1—C2—C3108.1 (9)C47—N7—H61110.0
C1—C2—C3111.6 (10)C38—N7—H61110.0
N1—C2—H3108.9In4—N7—H61110.0
C1—C2—H3108.9C43—N8—C48115.1 (9)
C3—C2—H3108.9C43—N8—In4100.2 (6)
O2—C3—O1122.5 (12)C48—N8—In4110.8 (7)
O2—C3—C2121.1 (11)C43—N8—H62110.1
O1—C3—C2116.3 (10)C48—N8—H62110.1
O2—C3—Na170.1 (7)In4—N8—H62110.1
O1—C3—Na152.5 (6)C41—C37—C40109.2 (11)
C2—C3—Na1167.8 (8)C41—C37—C38107.7 (11)
C1—C4—H4109.5C40—C37—C38108.8 (10)
C1—C4—H5109.5C41—C37—S7109.8 (9)
H4—C4—H5109.5C40—C37—S7108.5 (10)
C1—C4—H6109.5C38—C37—S7112.8 (8)
H4—C4—H6109.5N7—C38—C39106.3 (8)
H5—C4—H6109.5N7—C38—C37111.0 (10)
C1—C5—H7109.5C39—C38—C37109.7 (9)
C1—C5—H8109.5N7—C38—H63109.9
H7—C5—H8109.5C39—C38—H63109.9
C1—C5—H9109.5C37—C38—H63109.9
H7—C5—H9109.5O13—C39—O14122.8 (11)
H8—C5—H9109.5O13—C39—C38120.1 (11)
C10—C6—C7110.3 (10)O14—C39—C38117.1 (10)
C10—C6—C9106.9 (9)O13—C39—Na452.1 (6)
C7—C6—C9109.7 (9)O14—C39—Na471.0 (6)
C10—C6—S2107.8 (8)C38—C39—Na4171.6 (8)
C7—C6—S2112.8 (8)C37—C40—H64109.5
C9—C6—S2109.2 (8)C37—C40—H65109.5
N2—C7—C8107.2 (9)H64—C40—H65109.5
N2—C7—C6110.7 (9)C37—C40—H66109.5
C8—C7—C6113.4 (10)H64—C40—H66109.5
N2—C7—H10108.5H65—C40—H66109.5
C8—C7—H10108.5C37—C41—H67109.5
C6—C7—H10108.5C37—C41—H68109.5
O4—C8—O3124.5 (12)H67—C41—H68109.5
O4—C8—C7118.7 (12)C37—C41—H69109.5
O3—C8—C7116.8 (10)H67—C41—H69109.5
C6—C9—H11109.5H68—C41—H69109.5
C6—C9—H12109.5C46—C42—C45109.9 (10)
H11—C9—H12109.5C46—C42—C43109.6 (9)
C6—C9—H13109.5C45—C42—C43107.7 (10)
H11—C9—H13109.5C46—C42—S8108.3 (9)
H12—C9—H13109.5C45—C42—S8108.8 (8)
C6—C10—H14109.5C43—C42—S8112.6 (8)
C6—C10—H15109.5N8—C43—C44106.4 (9)
H14—C10—H15109.5N8—C43—C42110.4 (9)
C6—C10—H16109.5C44—C43—C42112.3 (9)
H14—C10—H16109.5N8—C43—H70109.2
H15—C10—H16109.5C44—C43—H70109.2
N1—C11—C12107.2 (8)C42—C43—H70109.2
N1—C11—H17110.3O16—C44—O15122.2 (10)
C12—C11—H17110.3O16—C44—C43118.4 (10)
N1—C11—H18110.3O15—C44—C43119.4 (10)
C12—C11—H18110.3C42—C45—H71109.5
H17—C11—H18108.5C42—C45—H72109.5
N2—C12—C11110.1 (9)H71—C45—H72109.5
N2—C12—H19109.6C42—C45—H73109.5
C11—C12—H19109.6H71—C45—H73109.5
N2—C12—H20109.6H72—C45—H73109.5
C11—C12—H20109.6C42—C46—H74109.5
H19—C12—H20108.2C42—C46—H75109.5
O5—In2—O7157.0 (3)H74—C46—H75109.5
O5—In2—N488.7 (3)C42—C46—H76109.5
O7—In2—N472.7 (3)H74—C46—H76109.5
O5—In2—N373.4 (3)H75—C46—H76109.5
O7—In2—N388.7 (3)N7—C47—C48112.9 (9)
N4—In2—N376.0 (3)N7—C47—H77109.0
O5—In2—S389.0 (2)C48—C47—H77109.0
O7—In2—S3103.1 (2)N7—C47—H78109.0
N4—In2—S3157.7 (2)C48—C47—H78109.0
N3—In2—S382.1 (2)H77—C47—H78107.8
O5—In2—S4101.8 (2)N8—C48—C47109.6 (9)
O7—In2—S488.7 (2)N8—C48—H79109.8
N4—In2—S480.8 (2)C47—C48—H79109.8
N3—In2—S4156.4 (2)N8—C48—H80109.8
S3—In2—S4121.30 (10)C47—C48—H80109.8
C13—S3—In296.4 (4)H79—C48—H80108.2
C18—S4—In297.0 (4)O6—Na1—O18124.5 (4)
C15—O5—In2114.2 (7)O6—Na1—O1115.3 (3)
C15—O5—Na298.2 (6)O18—Na1—O1112.6 (5)
In2—O5—Na2144.5 (4)O6—Na1—O1988.7 (3)
C15—O6—Na1140.2 (8)O18—Na1—O1985.7 (4)
C15—O6—Na285.1 (7)O1—Na1—O19125.3 (3)
Na1—O6—Na2128.9 (3)O6—Na1—O1788.5 (3)
C20—O7—In2112.1 (7)O18—Na1—O1775.6 (4)
C14—N3—C23114.5 (9)O1—Na1—O1777.9 (3)
C14—N3—In297.8 (6)O19—Na1—O17155.0 (3)
C23—N3—In2108.2 (6)O6—Na1—O2121.1 (4)
C14—N3—H21111.8O18—Na1—O2110.5 (5)
C23—N3—H21111.8O1—Na1—O250.3 (3)
In2—N3—H21111.8O19—Na1—O275.0 (3)
C19—N4—C24116.1 (8)O17—Na1—O2126.9 (3)
C19—N4—In2101.4 (6)O6—Na1—C3120.8 (4)
C24—N4—In2109.9 (6)O18—Na1—C3114.6 (5)
C19—N4—H22109.7O1—Na1—C325.6 (3)
C24—N4—H22109.7O19—Na1—C399.6 (4)
In2—N4—H22109.7O17—Na1—C3103.1 (4)
C17—C13—C16109.3 (10)O2—Na1—C324.7 (3)
C17—C13—C14109.1 (9)O5—Na2—O2287.0 (3)
C16—C13—C14109.4 (10)O5—Na2—O21140.6 (3)
C17—C13—S3108.2 (9)O22—Na2—O21132.2 (4)
C16—C13—S3108.1 (8)O5—Na2—O2098.2 (3)
C14—C13—S3112.7 (7)O22—Na2—O2085.4 (3)
N3—C14—C15110.9 (8)O21—Na2—O2083.1 (3)
N3—C14—C13110.1 (9)O5—Na2—O10105.5 (3)
C15—C14—C13110.1 (8)O22—Na2—O1085.9 (3)
N3—C14—H23108.6O21—Na2—O1084.9 (3)
C15—C14—H23108.6O20—Na2—O10154.2 (3)
C13—C14—H23108.6O5—Na2—O650.9 (2)
O6—C15—O5125.0 (11)O22—Na2—O6137.7 (3)
O6—C15—C14119.9 (10)O21—Na2—O690.1 (3)
O5—C15—C14115.0 (9)O20—Na2—O6101.6 (3)
O6—C15—Na269.9 (6)O10—Na2—O6101.1 (3)
O5—C15—Na255.7 (5)O5—Na2—C1526.1 (3)
C14—C15—Na2169.1 (7)O22—Na2—C15112.8 (3)
C13—C16—H24109.5O21—Na2—C15115.0 (4)
C13—C16—H25109.5O20—Na2—C15103.2 (3)
H24—C16—H25109.5O10—Na2—C15102.6 (3)
C13—C16—H26109.5O6—Na2—C1525.0 (3)
H24—C16—H26109.5O5—Na2—Na3134.3 (3)
H25—C16—H26109.5O22—Na2—Na360.2 (3)
C13—C17—H27109.5O21—Na2—Na380.2 (3)
C13—C17—H28109.5O20—Na2—Na3108.8 (3)
H27—C17—H28109.5O10—Na2—Na346.4 (2)
C13—C17—H29109.5O6—Na2—Na3146.5 (2)
H27—C17—H29109.5C15—Na2—Na3146.1 (3)
H28—C17—H29109.5O5—Na2—H88104 (2)
C21—C18—C22108.5 (10)O22—Na2—H88103.9 (9)
C21—C18—C19109.7 (9)O21—Na2—H8866.5 (16)
C22—C18—C19109.6 (9)O20—Na2—H8819.4 (8)
C21—C18—S4108.9 (8)O10—Na2—H88149 (2)
C22—C18—S4107.5 (8)O6—Na2—H8891.3 (19)
C19—C18—S4112.5 (8)C15—Na2—H88101 (2)
N4—C19—C20105.8 (8)Na3—Na2—H88113 (2)
N4—C19—C18110.0 (8)O5—Na2—H89129.7 (17)
C20—C19—C18113.0 (9)O22—Na2—H89135 (2)
N4—C19—H30109.3O21—Na2—H8918.9 (9)
C20—C19—H30109.3O20—Na2—H8967.0 (16)
C18—C19—H30109.3O10—Na2—H89103.7 (10)
O8—C20—O7123.4 (11)O6—Na2—H8984 (2)
O8—C20—C19117.7 (10)C15—Na2—H89108 (2)
O7—C20—C19118.9 (10)Na3—Na2—H8995.1 (14)
C18—C21—H31109.5H88—Na2—H8949.0 (18)
C18—C21—H32109.5O5—Na2—H90159.0 (10)
H31—C21—H32109.5O22—Na2—H90113.7 (10)
C18—C21—H33109.5O21—Na2—H9018.6 (9)
H31—C21—H33109.5O20—Na2—H9081 (2)
H32—C21—H33109.5O10—Na2—H9081 (2)
C18—C22—H34109.5O6—Na2—H90108.6 (10)
C18—C22—H35109.5C15—Na2—H90133.6 (10)
H34—C22—H35109.5Na3—Na2—H9064.3 (13)
C18—C22—H36109.5H88—Na2—H9068 (3)
H34—C22—H36109.5H89—Na2—H9030.9 (9)
H35—C22—H36109.5O14—Na3—O2399.5 (4)
N3—C23—C24108.7 (9)O14—Na3—O24108.4 (4)
N3—C23—H37110.0O23—Na3—O2490.2 (4)
C24—C23—H37110.0O14—Na3—O9108.5 (3)
N3—C23—H38110.0O23—Na3—O9140.0 (4)
C24—C23—H38110.0O24—Na3—O9106.9 (4)
H37—C23—H38108.3O14—Na3—O10120.8 (3)
N4—C24—C23110.5 (9)O23—Na3—O1090.1 (4)
N4—C24—H39109.5O24—Na3—O10130.0 (4)
C23—C24—H39109.5O9—Na3—O1051.1 (3)
N4—C24—H40109.5O14—Na3—C27118.5 (3)
C23—C24—H40109.5O23—Na3—C27114.5 (4)
H39—C24—H40108.1O24—Na3—C27120.3 (4)
O9—In3—O11154.0 (3)O9—Na3—C2726.0 (3)
O9—In3—N571.9 (3)O10—Na3—C2725.2 (2)
O11—In3—N584.2 (3)O14—Na3—Na2142.3 (3)
O9—In3—N691.6 (3)O23—Na3—Na258.3 (3)
O11—In3—N672.1 (3)O24—Na3—Na2102.1 (3)
N5—In3—N675.7 (3)O9—Na3—Na282.4 (2)
O9—In3—S6108.4 (2)O10—Na3—Na240.07 (19)
O11—In3—S689.2 (2)C27—Na3—Na259.3 (2)
N5—In3—S6156.3 (2)O14—Na3—H9380.7 (13)
N6—In3—S680.7 (2)O23—Na3—H9320.0 (9)
O9—In3—S586.3 (2)O24—Na3—H9390 (3)
O11—In3—S5101.7 (2)O9—Na3—H93157 (3)
N5—In3—S583.9 (2)O10—Na3—H93106 (2)
N6—In3—S5159.0 (2)C27—Na3—H93131 (2)
S6—In3—S5119.79 (10)Na2—Na3—H9377.9 (12)
C25—S5—In395.7 (3)O14—Na3—H9591.6 (16)
C28—S6—In397.1 (3)O23—Na3—H9585 (2)
C27—O9—In3110.8 (6)O24—Na3—H9518.7 (14)
C27—O9—Na3102.4 (6)O9—Na3—H95121.3 (17)
In3—O9—Na3146.3 (4)O10—Na3—H95147.6 (16)
C27—O10—Na2131.6 (7)C27—Na3—H95138.4 (14)
C27—O10—Na384.5 (6)Na2—Na3—H95113.9 (19)
Na2—O10—Na393.5 (3)H93—Na3—H9579 (4)
C30—O11—In3112.7 (6)O2ii—Na4—O13111.6 (4)
C26—N5—C35116.4 (8)O2ii—Na4—O26146.7 (4)
C26—N5—In399.8 (6)O13—Na4—O26101.3 (4)
C35—N5—In3108.3 (6)O2ii—Na4—O2575.3 (4)
C26—N5—H41110.6O13—Na4—O25133.0 (4)
C35—N5—H41110.6O26—Na4—O2585.9 (4)
In3—N5—H41110.6O2ii—Na4—O2782.6 (6)
C29—N6—C36114.9 (8)O13—Na4—O2787.4 (4)
C29—N6—In3100.2 (6)O26—Na4—O2794.6 (5)
C36—N6—In3110.5 (6)O25—Na4—O27138.8 (5)
C29—N6—H42110.3O2ii—Na4—O14106.4 (4)
C36—N6—H42110.3O13—Na4—O1450.0 (3)
In3—N6—H42110.3O26—Na4—O1498.1 (3)
C32—C25—C31108.5 (9)O25—Na4—O1483.1 (4)
C32—C25—C26110.1 (9)O27—Na4—O14137.1 (4)
C31—C25—C26110.1 (9)O2ii—Na4—C39109.6 (4)
C32—C25—S5108.1 (8)O13—Na4—C3924.3 (3)
C31—C25—S5107.6 (8)O26—Na4—C39102.4 (4)
C26—C25—S5112.3 (7)O25—Na4—C39108.7 (4)
N5—C26—C27107.8 (8)O27—Na4—C39111.4 (4)
N5—C26—C25109.6 (9)O14—Na4—C3925.7 (3)
C27—C26—C25112.1 (8)O2ii—Na4—H9768 (3)
N5—C26—H43109.1O13—Na4—H97151.9 (18)
C27—C26—H43109.1O26—Na4—H9785 (3)
C25—C26—H43109.1O25—Na4—H9719.2 (15)
O10—C27—O9121.8 (9)O27—Na4—H97119.6 (16)
O10—C27—C26120.4 (9)O14—Na4—H97102.2 (17)
O9—C27—C26117.9 (9)C39—Na4—H97127.6 (17)
O10—C27—Na370.3 (6)Na1—O17—H81122 (9)
O9—C27—Na351.7 (5)Na1—O17—H82109 (9)
C26—C27—Na3168.7 (7)H81—O17—H82107 (5)
C34—C28—C29109.0 (9)Na1—O18—H83122 (9)
C34—C28—C33108.0 (9)Na1—O18—H84116 (9)
C29—C28—C33108.2 (9)H83—O18—H84108 (5)
C34—C28—S6108.9 (8)Na1—O19—H85111 (8)
C29—C28—S6114.0 (7)Na1—O19—H86116 (8)
C33—C28—S6108.5 (8)H85—O19—H86114 (5)
N6—C29—C30106.0 (9)Na2—O20—H87121 (8)
N6—C29—C28110.4 (9)Na2—O20—H8888 (4)
C30—C29—C28112.5 (9)H87—O20—H88107 (4)
N6—C29—H44109.3Na2—O21—H8994 (5)
C30—C29—H44109.3Na2—O21—H9095 (5)
C28—C29—H44109.3H89—O21—H90111 (5)
O12—C30—O11123.2 (10)Na2—O22—H91103 (9)
O12—C30—C29118.2 (10)Na2—O22—H92105 (8)
O11—C30—C29118.6 (9)H91—O22—H92106 (5)
C25—C31—H45109.5Na3—O23—H9392 (5)
C25—C31—H46109.5Na3—O23—H94119 (10)
H45—C31—H46109.5H93—O23—H94108 (5)
C25—C31—H47109.5Na3—O24—H95103 (7)
H45—C31—H47109.5Na3—O24—H96119 (7)
H46—C31—H47109.5H95—O24—H96101 (4)
C25—C32—H48109.5Na4—O25—H9791 (10)
C25—C32—H49109.5Na4—O25—H98100 (10)
H48—C32—H49109.5H97—O25—H98107 (5)
C25—C32—H50109.5Na4—O26—H99114 (7)
H48—C32—H50109.5Na4—O26—H100105 (9)
H49—C32—H50109.5H99—O26—H100100 (4)
C28—C33—H51109.5Na4—O27—H101123 (10)
C28—C33—H52109.5Na4—O27—H10299 (10)
H51—C33—H52109.5H101—O27—H102108 (5)
C28—C33—H53109.5H103—O28—H104107 (5)
H51—C33—H53109.5H105—O29—H106108 (5)
H52—C33—H53109.5H107—O30—H108103 (4)
C28—C34—H54109.5H109—O31—H110102 (4)
C28—C34—H55109.5H111—O32—H112101 (4)
In1—S1—C1—C216.8 (9)N3—C23—C24—N459.1 (12)
In1—S1—C1—C4104.6 (9)In3—S5—C25—C32140.8 (7)
In1—S1—C1—C5140.4 (11)In3—S5—C25—C31102.2 (7)
C11—N1—C2—C1177.8 (8)In3—S5—C25—C2619.1 (8)
In1—N1—C2—C166.8 (9)C35—N5—C26—C2760.9 (10)
C11—N1—C2—C359.8 (12)In3—N5—C26—C2755.2 (8)
In1—N1—C2—C355.6 (9)C35—N5—C26—C25176.8 (8)
C4—C1—C2—N159.3 (13)In3—N5—C26—C2567.0 (8)
C5—C1—C2—N1177.5 (10)C32—C25—C26—N5177.8 (8)
S1—C1—C2—N160.1 (11)C31—C25—C26—N558.1 (11)
C4—C1—C2—C3179.6 (11)S5—C25—C26—N561.7 (10)
C5—C1—C2—C362.2 (13)C32—C25—C26—C2762.5 (11)
S1—C1—C2—C360.2 (12)C31—C25—C26—C27177.8 (9)
Na4i—O2—C3—O1117.1 (13)S5—C25—C26—C2758.0 (10)
Na1—O2—C3—O12.5 (13)Na2—O10—C27—O994.2 (11)
Na4i—O2—C3—C266 (2)Na3—O10—C27—O94.3 (9)
Na1—O2—C3—C2174.6 (11)Na2—O10—C27—C2685.9 (11)
Na4i—O2—C3—Na1119.7 (13)Na3—O10—C27—C26175.8 (9)
In1—O1—C3—O2168.1 (12)Na2—O10—C27—Na389.9 (7)
Na1—O1—C3—O23.0 (15)In3—O9—C27—O10169.0 (8)
In1—O1—C3—C29.1 (13)Na3—O9—C27—O105.2 (11)
Na1—O1—C3—C2174.2 (9)In3—O9—C27—C2610.8 (10)
In1—O1—C3—Na1165.1 (8)Na3—O9—C27—C26174.9 (7)
N1—C2—C3—O2147.8 (13)In3—O9—C27—Na3174.2 (7)
C1—C2—C3—O290.4 (15)N5—C26—C27—O10147.1 (9)
N1—C2—C3—O134.9 (14)C25—C26—C27—O1092.2 (11)
C1—C2—C3—O186.8 (13)N5—C26—C27—O933.1 (12)
N1—C2—C3—Na157 (4)C25—C26—C27—O987.7 (11)
C1—C2—C3—Na165 (4)N5—C26—C27—Na312 (4)
In1—S2—C6—C10125.0 (7)C25—C26—C27—Na3108 (3)
In1—S2—C6—C73.0 (8)In3—S6—C28—C34126.4 (7)
In1—S2—C6—C9119.2 (7)In3—S6—C28—C294.4 (8)
C12—N2—C7—C862.0 (12)In3—S6—C28—C33116.2 (7)
In1—N2—C7—C855.2 (9)C36—N6—C29—C3062.6 (11)
C12—N2—C7—C6173.8 (9)In3—N6—C29—C3055.8 (8)
In1—N2—C7—C668.9 (9)C36—N6—C29—C28175.3 (8)
C10—C6—C7—N2169.8 (9)In3—N6—C29—C2866.3 (8)
C9—C6—C7—N272.7 (12)C34—C28—C29—N6171.0 (9)
S2—C6—C7—N249.2 (11)C33—C28—C29—N671.8 (11)
C10—C6—C7—C849.3 (13)S6—C28—C29—N649.0 (11)
C9—C6—C7—C8166.8 (10)C34—C28—C29—C3052.8 (12)
S2—C6—C7—C871.3 (11)C33—C28—C29—C30170.0 (9)
In1—O3—C8—O4178.5 (10)S6—C28—C29—C3069.1 (11)
In1—O3—C8—C73.7 (14)In3—O11—C30—O12179.0 (8)
N2—C7—C8—O4138.2 (11)In3—O11—C30—C290.0 (12)
C6—C7—C8—O499.3 (14)N6—C29—C30—O12139.6 (10)
N2—C7—C8—O343.8 (14)C28—C29—C30—O1299.7 (11)
C6—C7—C8—O378.6 (13)N6—C29—C30—O1141.4 (13)
C2—N1—C11—C12158.0 (9)C28—C29—C30—O1179.3 (12)
In1—N1—C11—C1248.0 (9)C26—N5—C35—C36159.8 (8)
C7—N2—C12—C11152.0 (9)In3—N5—C35—C3648.5 (9)
In1—N2—C12—C1140.9 (10)C29—N6—C36—C35151.5 (9)
N1—C11—C12—N260.5 (11)In3—N6—C36—C3539.0 (9)
In2—S3—C13—C17112.2 (8)N5—C35—C36—N659.6 (11)
In2—S3—C13—C16129.5 (8)In4—S7—C37—C41133.9 (9)
In2—S3—C13—C148.5 (8)In4—S7—C37—C40106.8 (9)
C23—N3—C14—C1560.9 (11)In4—S7—C37—C3813.8 (9)
In2—N3—C14—C1553.2 (8)C47—N7—C38—C3964.1 (12)
C23—N3—C14—C13177.0 (8)In4—N7—C38—C3953.1 (9)
In2—N3—C14—C1368.9 (7)C47—N7—C38—C37176.7 (9)
C17—C13—C14—N365.1 (11)In4—N7—C38—C3766.1 (9)
C16—C13—C14—N3175.4 (8)C41—C37—C38—N7178.7 (9)
S3—C13—C14—N355.1 (10)C40—C37—C38—N763.1 (12)
C17—C13—C14—C15172.3 (9)S7—C37—C38—N757.4 (11)
C16—C13—C14—C1552.8 (11)C41—C37—C38—C3961.5 (12)
S3—C13—C14—C1567.5 (10)C40—C37—C38—C39179.8 (10)
Na1—O6—C15—O5142.7 (9)S7—C37—C38—C3959.8 (12)
Na2—O6—C15—O59.1 (11)In4—O13—C39—O14173.4 (9)
Na1—O6—C15—C1433.2 (17)Na4—O13—C39—O147.7 (14)
Na2—O6—C15—C14175.0 (9)In4—O13—C39—C3810.5 (14)
Na1—O6—C15—Na2151.8 (11)Na4—O13—C39—C38176.2 (9)
In2—O5—C15—O6175.5 (9)In4—O13—C39—Na4165.8 (8)
Na2—O5—C15—O610.4 (13)Na3—O14—C39—O13152.1 (10)
In2—O5—C15—C148.4 (11)Na4—O14—C39—O136.4 (12)
Na2—O5—C15—C14173.5 (7)Na3—O14—C39—C3824.1 (18)
In2—O5—C15—Na2165.1 (7)Na4—O14—C39—C38177.4 (10)
N3—C14—C15—O6141.5 (10)Na3—O14—C39—Na4158.5 (12)
C13—C14—C15—O696.4 (12)N7—C38—C39—O1333.2 (15)
N3—C14—C15—O534.9 (13)C37—C38—C39—O1386.9 (13)
C13—C14—C15—O587.3 (11)N7—C38—C39—O14143.1 (11)
N3—C14—C15—Na265 (4)C37—C38—C39—O1496.8 (13)
C13—C14—C15—Na258 (4)In4—S8—C42—C46127.9 (7)
In2—S4—C18—C21114.2 (7)In4—S8—C42—C45112.6 (8)
In2—S4—C18—C22128.5 (8)In4—S8—C42—C436.7 (8)
In2—S4—C18—C197.6 (8)C48—N8—C43—C4463.8 (12)
C24—N4—C19—C2064.7 (11)In4—N8—C43—C4455.0 (8)
In2—N4—C19—C2054.3 (8)C48—N8—C43—C42174.1 (9)
C24—N4—C19—C18172.9 (9)In4—N8—C43—C4267.0 (9)
In2—N4—C19—C1868.0 (8)C46—C42—C43—N8171.3 (10)
C21—C18—C19—N470.3 (12)C45—C42—C43—N869.1 (12)
C22—C18—C19—N4170.7 (10)S8—C42—C43—N850.8 (11)
S4—C18—C19—N451.1 (10)C46—C42—C43—C4452.8 (13)
C21—C18—C19—C20171.8 (10)C45—C42—C43—C44172.3 (11)
C22—C18—C19—C2052.8 (13)S8—C42—C43—C4467.8 (11)
S4—C18—C19—C2066.9 (11)In4—O15—C44—O16176.7 (9)
In2—O7—C20—O8176.8 (11)In4—O15—C44—C433.8 (12)
In2—O7—C20—C193.3 (13)N8—C43—C44—O16141.7 (10)
N4—C19—C20—O8142.8 (11)C42—C43—C44—O1697.4 (12)
C18—C19—C20—O896.9 (14)N8—C43—C44—O1537.8 (13)
N4—C19—C20—O737.1 (13)C42—C43—C44—O1583.1 (12)
C18—C19—C20—O783.3 (13)C38—N7—C47—C48153.8 (9)
C14—N3—C23—C24151.9 (9)In4—N7—C47—C4842.0 (11)
In2—N3—C23—C2444.1 (10)C43—N8—C48—C47151.2 (10)
C19—N4—C24—C23156.7 (10)In4—N8—C48—C4738.4 (11)
In2—N4—C24—C2342.5 (11)N7—C47—C48—N855.3 (13)
Symmetry codes: (i) x+y, x+1, z+1/3; (ii) y+1, xy+1, z1/3.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2···O321.002.043.003 (13)160
C5—H7···O20.982.413.19 (2)135
C9—H13···O320.982.563.528 (15)169
N3—H21···O281.002.363.302 (15)156
N4—H22···O291.002.083.007 (15)154
N5—H41···O32iii1.002.293.246 (13)160
N6—H42···O311.002.123.045 (13)154
C33—H53···O310.982.603.561 (16)169
N7—H61···O29iv1.002.523.495 (17)164
N8—H62···O28v1.002.233.143 (14)151
C41—H69···O140.982.523.154 (18)122
C47—H77···S50.992.883.752 (12)147
O17—H81···S20.86 (3)2.60 (5)3.296 (9)139 (8)
O17—H82···O12vi0.86 (3)1.94 (3)2.800 (12)175 (12)
O18—H83···O11vi0.86 (3)2.01 (5)2.835 (12)162 (14)
O18—H84···O8vii0.86 (3)1.83 (5)2.646 (14)157 (12)
O19—H85···O8vii0.83 (3)2.00 (5)2.785 (13)157 (11)
O19—H86···O300.83 (3)2.21 (9)2.838 (13)133 (11)
O20—H87···O15viii0.86 (3)1.97 (4)2.775 (10)156 (10)
O22—H91···O16viii0.85 (3)2.02 (3)2.860 (12)173 (10)
O22—H92···S40.87 (3)2.61 (5)3.360 (10)145 (8)
O23—H94···O16viii0.86 (3)2.11 (9)2.860 (14)145 (15)
O24—H96···O16viii0.89 (3)2.02 (6)2.779 (12)142 (9)
O25—H98···O4ix0.85 (3)2.00 (3)2.842 (13)172 (13)
O26—H99···O7v0.90 (3)1.99 (4)2.838 (11)158 (8)
O26—H100···O4ix0.87 (3)1.97 (4)2.771 (12)152 (8)
O27—H101···S80.85 (3)2.58 (7)3.343 (14)150 (13)
O27—H102···O8v0.86 (3)2.30 (5)3.111 (18)157 (13)
O28—H103···O26x0.85 (3)1.93 (4)2.756 (14)161 (10)
O29—H105···O200.86 (3)1.92 (6)2.732 (14)157 (14)
O30—H107···O100.88 (3)2.18 (7)2.948 (12)146 (10)
O30—H108···O210.88 (3)1.95 (6)2.713 (12)143 (9)
O31—H109···O240.88 (3)2.00 (5)2.774 (15)147 (8)
O32—H111···O180.89 (3)2.39 (6)3.025 (16)129 (6)
O32—H112···O170.86 (3)1.96 (4)2.802 (14)164 (9)
Symmetry codes: (iii) x1, y1, z; (iv) x1, y, z; (v) y, xy, z1/3; (vi) x+1, y+1, z; (vii) x, y+1, z; (viii) x+1, y, z; (ix) y+1, xy, z1/3; (x) x+y, x, z+1/3.
 

Funding information

Funding for this research was provided by: Japan Society for the Promotion of Science (grant No. 19K05496 to Nobuto Yoshinari); Sumitomo Foundation (award to Nobuto Yoshinari).

References

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