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

Journal logoIUCrDATA
ISSN: 2414-3146

Bis(benzo-15-crown-5-κ5O)barium tetra­kis­(iso­thio­cyanato-κN)cobaltate(II)

CROSSMARK_Color_square_no_text.svg

aDepartment of Physics & Nano Technology, SRM Institute of Science and Technology, SRM Nagar, Kattankulathur, Kancheepuram Dist, Chennai-603 203 Tamil Nadu, India, and bNanophotonics Laboratory, School of Physics, Bharathidasan University, Tiruchirappalli, Tamil Nadu, India, 620 024.
*Correspondence e-mail: rameshmano1980@gmail.com, phdguna@gmail.com

Edited by M. Bolte, Goethe-Universität Frankfurt, Germany (Received 31 December 2020; accepted 8 January 2021; online 12 January 2021)

The title compound, [Ba(C14H20O5)2][Co(NCS)4], is formed by discrete anions and cations. The molecular packing is controlled by weak C—H⋯π inter­actions.

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

Structure description

15-Crown-5 ether derivatives are used in the electronics industry, in phase-transfer catalysis (Alasundkar et al., 2011[Alasundkar, K. N., Deshmukh, M. B., Salunkhe, D. K. & Sankpal, S. A. (2011). Der Chemica Sinica, 2, 118-124.]), toxic metal sequestration and as battery electrolytes (Ligon et al., 2004[Ligon, S. C., Topping, C. M., Jin, J., Fallis, S., Irvin, J. A., Desmarteau, D. D. & Smith, D. W. (2004). Macromol. Chem. Phys. 205, 801-805.]).

The geometric parameters of the title compound (Fig. 1[link]) agree well with those of reported similar structures (Cao et al., 2010[Cao, Z., Liu, K., Niu, M. & Wang, D. (2010). Acta Cryst. E66, m68.]; Vafaee et al., 2012[Vafaee, M., Amini, M. M. & Ng, S. W. (2012). Acta Cryst. E68, m213.]; Ramesh et al., 2019[Ramesh, V., Rajarajan, K. & Gunasekaran, B. (2019). IUCrData, 4, x190888.]). The CoII atom is surrounded by four N atoms and the BaII ion is coordinated by ten O atoms from two dibenzo-15-crown ligands in a sandwich-like configuration. Weak C—H⋯π inter­actions [C8⋯Cg1i = 3.760 (7) Å, H8ACg1i = 2.82 Å; C13⋯Cg2ii = 3.546 (6) Å, H13ACg2ii = 2.74 Å, Cg1 and Cg2 are the centroids of the C15–C20 and C1–C6 rings, respectively; symmetry codes: (i) [{1\over 2}] − x, [{1\over 2}] + y, [{1\over 2}] − z; (ii) 1 − x, 1 − y, 1 − z] stabilize the crystal.

[Figure 1]
Figure 1
The mol­ecular structure of the title compound with atom labels and 30% probability displacement ellipsoids for non-H atoms.

Synthesis and crystallization

Cobalt(II) chloride (0.25 mmol, 59.49 mg) and ammonium thio­cyanate (1 mmol, 76.12 mg) were dissolved in deionized (DI) water. An aqueous solution (5 ml) of barium(II) chloride (0.25 mmol, 52.07 mg) was added dropwise and the mixture was stirred for 3 h. Then a 1,2-di­chloro­ethane solution (10 ml) of benzo-15-crown-5 (0.5 mmol, 134.15 mg) was added dropwise. Finally, the solution was filtered using Whatman filter paper and the clear solution was held at room temperature for about 15 days when transparent blue crystals were obtained.

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 1[link].

Table 1
Experimental details

Crystal data
Chemical formula [Ba(C14H20O5)2][Co(NCS)4]
Mr 965.19
Crystal system, space group Monoclinic, P21/n
Temperature (K) 296
a, b, c (Å) 12.0501 (19), 20.208 (3), 17.367 (3)
β (°) 101.052 (4)
V3) 4150.6 (11)
Z 4
Radiation type Mo Kα
μ (mm−1) 1.60
Crystal size (mm) 0.20 × 0.20 × 0.15
 
Data collection
Diffractometer Bruker APEXII CCD
Absorption correction Multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.])
Tmin, Tmax 0.734, 0.787
No. of measured, independent and observed [I > 2σ(I)] reflections 62475, 8674, 6117
Rint 0.065
(sin θ/λ)max−1) 0.630
 
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.039, 0.105, 1.06
No. of reflections 8674
No. of parameters 469
No. of restraints 24
H-atom treatment H-atom parameters constrained
Δρmax, Δρmin (e Å−3) 0.62, −0.54
Computer programs: APEX2 and SAINT (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]), SHELXT (Sheldrick, 2015a[Sheldrick, G. M. (2015a). Acta Cryst. A71, 3-8.]), SHELXL2018/3 (Sheldrick, 2015b[Sheldrick, G. M. (2015b). Acta Cryst. C71, 3-8.]), XP in SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) and PLATON (Spek, 2020[Spek, A. L. (2020). Acta Cryst. E76, 1-11.]).

Structural data


Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2015b); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: PLATON (Spek, 2020).

Bis(benzo-15-crown-5-κ5O)barium tetrakis(isothiocyanato-κN)cobaltate(II) top
Crystal data top
[Ba(C14H20O5)2][Co(NCS)4]F(000) = 1948
Mr = 965.19Dx = 1.545 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 12.0501 (19) ÅCell parameters from 8674 reflections
b = 20.208 (3) Åθ = 1.6–26.6°
c = 17.367 (3) ŵ = 1.60 mm1
β = 101.052 (4)°T = 296 K
V = 4150.6 (11) Å3Block, blue
Z = 40.20 × 0.20 × 0.15 mm
Data collection top
Bruker APEXII CCD
diffractometer
6117 reflections with I > 2σ(I)
ω and φ scansRint = 0.065
Absorption correction: multi-scan
(SADABS; Bruker, 2008)
θmax = 26.6°, θmin = 1.6°
Tmin = 0.734, Tmax = 0.787h = 1515
62475 measured reflectionsk = 2525
8674 independent reflectionsl = 2121
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.039H-atom parameters constrained
wR(F2) = 0.105 w = 1/[σ2(Fo2) + (0.0375P)2 + 5.4623P]
where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max = 0.001
8674 reflectionsΔρmax = 0.62 e Å3
469 parametersΔρmin = 0.54 e Å3
24 restraints
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. The H atoms were positioned geometrically and refined using a riding model with C—H = 0.97 Å and Uiso(H) = 1.2Ueq(C) for CH2 and C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C) for CH.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
C10.3225 (6)0.4533 (3)0.4357 (3)0.0824 (19)
C20.2934 (7)0.4214 (4)0.5002 (4)0.129 (3)
H20.3339210.3851410.5234990.155*
C30.1987 (9)0.4469 (5)0.5287 (5)0.130 (4)
H30.1730720.4268370.5701310.156*
C40.1461 (9)0.5031 (7)0.4921 (7)0.173 (6)
H40.0866490.5211020.5123210.207*
C50.1753 (6)0.5334 (5)0.4292 (5)0.135 (3)
H50.1365340.5705880.4068990.162*
C60.2646 (5)0.5074 (4)0.3992 (4)0.0873 (19)
C70.2550 (5)0.5918 (3)0.2971 (5)0.110 (2)
H7A0.2439780.6255610.3346240.132*
H7B0.1828350.5825310.2632860.132*
C80.3400 (6)0.6148 (3)0.2491 (5)0.115 (2)
H8A0.3155820.6562050.2228920.138*
H8B0.4132320.6217210.2826650.138*
C90.4405 (7)0.5831 (3)0.1506 (4)0.111 (2)
H9A0.4282220.5578250.1022040.133*
H9B0.4369200.6297140.1368480.133*
C100.5539 (7)0.5679 (4)0.1962 (4)0.115 (2)
H10A0.6107000.5756900.1645580.138*
H10B0.5703790.5961200.2421930.138*
C110.6627 (4)0.4851 (4)0.2663 (4)0.097 (2)
H11A0.6770810.5124690.3130370.117*
H11B0.7227550.4928000.2373110.117*
C120.6620 (5)0.4151 (4)0.2888 (5)0.107 (2)
H12A0.6554920.3880750.2419880.128*
H12B0.7336910.4045520.3226010.128*
C130.5984 (5)0.4072 (3)0.4104 (3)0.0935 (18)
H13A0.6256920.4518950.4225420.112*
H13B0.6577470.3767730.4335640.112*
C140.5007 (6)0.3960 (3)0.4438 (4)0.0953 (18)
H14A0.4811540.3493860.4411940.114*
H14B0.5149240.4096520.4983690.114*
C150.3350 (4)0.2725 (2)0.3200 (3)0.0579 (12)
C160.3861 (5)0.2228 (3)0.3700 (4)0.0824 (17)
H160.4513380.2018790.3613450.099*
C170.3369 (7)0.2053 (3)0.4331 (4)0.102 (2)
H170.3709960.1731430.4680600.123*
C180.2403 (7)0.2342 (4)0.4446 (4)0.101 (2)
H180.2070140.2202580.4859460.122*
C190.1900 (5)0.2845 (3)0.3955 (3)0.0780 (16)
H190.1247900.3052320.4045200.094*
C200.2381 (4)0.3031 (2)0.3334 (3)0.0546 (11)
C210.0868 (4)0.3802 (2)0.2793 (3)0.0643 (12)
H21A0.0898260.4149930.3181840.077*
H21B0.0355330.3460170.2902890.077*
C220.0484 (4)0.4072 (3)0.1993 (3)0.0686 (13)
H22A0.0415860.3717000.1610250.082*
H22B0.0251300.4278630.1953470.082*
C230.1058 (4)0.4772 (3)0.1035 (3)0.0768 (15)
H23A0.1414140.5199440.1005390.092*
H23B0.0249200.4828720.0863840.092*
C240.1482 (4)0.4301 (3)0.0501 (3)0.0731 (14)
H24A0.1124030.3872290.0518690.088*
H24B0.1306260.4462920.0034500.088*
C250.3166 (5)0.3807 (3)0.0265 (3)0.0721 (14)
H25A0.3059170.3980260.0264310.087*
H25B0.2811350.3374400.0246560.087*
C260.4403 (4)0.3751 (3)0.0607 (3)0.0729 (14)
H26A0.4753690.3452950.0286890.088*
H26B0.4753740.4181990.0596550.088*
C270.4552 (4)0.2808 (2)0.1461 (3)0.0676 (13)
H27A0.5168200.2607920.1258360.081*
H27B0.3845450.2646310.1154740.081*
C280.4632 (4)0.2623 (2)0.2285 (3)0.0691 (13)
H28A0.4544990.2148040.2332530.083*
H28B0.5360940.2750770.2589920.083*
C290.4800 (5)0.7298 (2)0.3803 (4)0.0736 (15)
C300.8498 (4)0.6363 (3)0.2821 (5)0.090 (2)
C310.6233 (5)0.7841 (4)0.1279 (4)0.096 (2)
C320.7502 (4)0.8760 (2)0.3929 (3)0.0555 (11)
Ba10.36293 (2)0.43398 (2)0.23540 (2)0.04227 (9)
Co10.68526 (6)0.74686 (4)0.30213 (5)0.0757 (2)
N10.5546 (4)0.7252 (3)0.3488 (4)0.0995 (18)
N20.7929 (4)0.6751 (2)0.3021 (3)0.0913 (16)
N30.6391 (5)0.7691 (3)0.1925 (4)0.112 (2)
N40.7438 (4)0.8265 (2)0.3593 (3)0.0687 (11)
O10.3025 (3)0.5312 (2)0.3380 (2)0.0879 (12)
O20.3470 (4)0.56720 (17)0.1957 (3)0.0924 (14)
O30.5554 (3)0.5029 (2)0.2185 (2)0.0908 (12)
O40.5746 (3)0.3984 (2)0.3277 (2)0.0893 (12)
O50.4133 (3)0.43300 (18)0.4009 (2)0.0773 (10)
O60.1977 (2)0.35324 (14)0.28096 (18)0.0567 (8)
O70.1287 (2)0.45466 (15)0.1839 (2)0.0607 (8)
O80.2672 (3)0.42416 (15)0.07515 (19)0.0626 (8)
O90.4602 (2)0.35127 (15)0.13931 (19)0.0591 (8)
O100.3744 (3)0.29628 (15)0.2560 (2)0.0620 (8)
S10.37560 (12)0.73425 (7)0.42525 (10)0.0830 (4)
S20.92911 (16)0.58114 (9)0.2533 (2)0.1581 (12)
S30.5997 (2)0.80848 (15)0.03857 (12)0.1449 (9)
S40.76171 (14)0.94434 (7)0.44060 (10)0.0824 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.104 (5)0.101 (5)0.051 (3)0.056 (4)0.037 (3)0.032 (3)
C20.157 (7)0.152 (7)0.087 (5)0.096 (6)0.049 (5)0.059 (5)
C30.136 (8)0.183 (10)0.086 (6)0.091 (7)0.061 (6)0.050 (6)
C40.109 (8)0.279 (16)0.149 (11)0.091 (9)0.071 (7)0.093 (10)
C50.069 (4)0.206 (9)0.136 (7)0.011 (5)0.033 (5)0.087 (7)
C60.055 (3)0.106 (5)0.103 (5)0.006 (3)0.022 (3)0.040 (4)
C70.075 (4)0.062 (4)0.182 (7)0.027 (3)0.003 (4)0.045 (4)
C80.109 (5)0.058 (4)0.157 (7)0.010 (3)0.028 (4)0.001 (4)
C90.148 (5)0.093 (5)0.089 (5)0.048 (4)0.014 (4)0.035 (4)
C100.132 (5)0.124 (6)0.090 (5)0.064 (5)0.025 (4)0.009 (4)
C110.043 (3)0.149 (5)0.102 (5)0.028 (3)0.019 (3)0.033 (4)
C120.058 (3)0.143 (5)0.119 (6)0.003 (4)0.017 (4)0.036 (5)
C130.089 (4)0.101 (4)0.073 (4)0.011 (3)0.029 (3)0.016 (3)
C140.112 (4)0.090 (4)0.072 (4)0.012 (4)0.014 (3)0.002 (3)
C150.068 (3)0.042 (2)0.059 (3)0.010 (2)0.000 (2)0.006 (2)
C160.093 (4)0.053 (3)0.088 (4)0.004 (3)0.015 (3)0.018 (3)
C170.125 (6)0.084 (4)0.082 (5)0.026 (4)0.021 (4)0.046 (4)
C180.131 (6)0.102 (5)0.065 (4)0.042 (5)0.004 (4)0.026 (4)
C190.094 (4)0.077 (4)0.064 (3)0.028 (3)0.017 (3)0.008 (3)
C200.063 (3)0.045 (2)0.053 (3)0.016 (2)0.005 (2)0.003 (2)
C210.046 (2)0.064 (3)0.088 (3)0.006 (2)0.024 (2)0.006 (2)
C220.037 (2)0.070 (3)0.096 (3)0.005 (2)0.006 (2)0.004 (3)
C230.059 (3)0.062 (3)0.100 (4)0.007 (2)0.008 (3)0.032 (3)
C240.062 (3)0.075 (3)0.071 (3)0.005 (2)0.015 (2)0.026 (2)
C250.086 (3)0.080 (4)0.050 (3)0.015 (3)0.012 (3)0.001 (3)
C260.075 (3)0.077 (3)0.073 (4)0.016 (3)0.030 (3)0.008 (3)
C270.061 (3)0.063 (3)0.079 (3)0.006 (2)0.014 (3)0.022 (2)
C280.065 (3)0.053 (3)0.087 (3)0.016 (2)0.011 (3)0.007 (3)
C290.060 (3)0.048 (3)0.109 (5)0.005 (2)0.004 (3)0.009 (3)
C300.050 (3)0.059 (3)0.164 (7)0.014 (3)0.025 (3)0.012 (4)
C310.071 (4)0.127 (6)0.091 (5)0.001 (4)0.017 (4)0.060 (5)
C320.052 (3)0.059 (3)0.055 (3)0.001 (2)0.011 (2)0.011 (2)
Ba10.03838 (13)0.03676 (13)0.05013 (15)0.00420 (10)0.00463 (10)0.00217 (11)
Co10.0583 (4)0.0668 (4)0.1027 (6)0.0035 (3)0.0174 (4)0.0230 (4)
N10.069 (3)0.086 (4)0.149 (5)0.022 (3)0.037 (3)0.038 (3)
N20.065 (3)0.065 (3)0.146 (5)0.005 (2)0.026 (3)0.016 (3)
N30.094 (4)0.133 (5)0.103 (4)0.026 (3)0.003 (4)0.045 (4)
N40.075 (3)0.058 (3)0.076 (3)0.012 (2)0.021 (2)0.005 (2)
O10.088 (3)0.093 (3)0.082 (3)0.039 (2)0.015 (2)0.012 (2)
O20.110 (3)0.047 (2)0.099 (3)0.014 (2)0.032 (2)0.011 (2)
O30.084 (3)0.093 (3)0.102 (3)0.038 (2)0.033 (2)0.014 (2)
O40.052 (2)0.118 (3)0.093 (3)0.014 (2)0.001 (2)0.026 (2)
O50.092 (3)0.081 (2)0.055 (2)0.020 (2)0.0056 (19)0.0089 (18)
O60.0497 (17)0.0530 (17)0.070 (2)0.0003 (14)0.0181 (15)0.0139 (15)
O70.0429 (16)0.0508 (17)0.084 (2)0.0001 (13)0.0014 (16)0.0086 (16)
O80.0623 (19)0.065 (2)0.0551 (19)0.0068 (16)0.0013 (15)0.0067 (16)
O90.0550 (18)0.0599 (19)0.063 (2)0.0028 (15)0.0122 (15)0.0126 (16)
O100.0638 (19)0.0465 (17)0.078 (2)0.0162 (14)0.0207 (17)0.0085 (16)
S10.0646 (8)0.0724 (9)0.1137 (13)0.0111 (7)0.0210 (8)0.0001 (8)
S20.0730 (11)0.0722 (11)0.345 (4)0.0107 (8)0.0797 (17)0.0492 (16)
S30.1433 (19)0.208 (3)0.0861 (14)0.0415 (18)0.0277 (13)0.0441 (15)
S40.0922 (10)0.0656 (9)0.0870 (10)0.0076 (7)0.0114 (8)0.0161 (7)
Geometric parameters (Å, º) top
C1—C61.383 (9)C20—O61.386 (5)
C1—C21.393 (9)C21—O61.439 (5)
C1—O51.409 (7)C21—C221.482 (7)
C2—C31.424 (12)C21—H21A0.9700
C2—H20.9300C21—H21B0.9700
C3—C41.392 (14)C22—O71.424 (5)
C3—H30.9300C22—H22A0.9700
C4—C51.356 (13)C22—H22B0.9700
C4—H40.9300C23—O71.443 (6)
C5—C61.386 (9)C23—C241.487 (8)
C5—H50.9300C23—H23A0.9700
C6—O11.325 (8)C23—H23B0.9700
C7—O11.476 (7)C24—O81.421 (6)
C7—C81.512 (10)C24—H24A0.9700
C7—H7A0.9700C24—H24B0.9700
C7—H7B0.9700C25—O81.426 (6)
C8—O21.350 (8)C25—C261.500 (7)
C8—H8A0.9700C25—H25A0.9700
C8—H8B0.9700C25—H25B0.9700
C9—C101.474 (10)C26—O91.423 (6)
C9—O21.525 (8)C26—H26A0.9700
C9—H9A0.9700C26—H26B0.9700
C9—H9B0.9700C27—O91.431 (6)
C10—O31.368 (7)C27—C281.464 (7)
C10—H10A0.9700C27—H27A0.9700
C10—H10B0.9700C27—H27B0.9700
C11—O31.442 (7)C28—O101.428 (5)
C11—C121.468 (10)C28—H28A0.9700
C11—H11A0.9700C28—H28B0.9700
C11—H11B0.9700C29—N11.142 (7)
C12—O41.397 (7)C29—S11.606 (6)
C12—H12A0.9700C30—N21.138 (7)
C12—H12B0.9700C30—S21.609 (7)
C13—O41.422 (7)C31—N31.142 (9)
C13—C141.428 (9)C31—S31.600 (9)
C13—H13A0.9700C32—N41.153 (6)
C13—H13B0.9700C32—S41.603 (5)
C14—O51.386 (6)Ba1—O32.769 (4)
C14—H14A0.9700Ba1—O92.776 (3)
C14—H14B0.9700Ba1—O22.776 (3)
C15—O101.376 (5)Ba1—O62.803 (3)
C15—C201.379 (7)Ba1—O102.806 (3)
C15—C161.392 (6)Ba1—O82.808 (3)
C16—C171.388 (9)Ba1—O52.821 (3)
C16—H160.9300Ba1—O72.824 (3)
C17—C181.351 (10)Ba1—O42.832 (3)
C17—H170.9300Ba1—O12.839 (4)
C18—C191.390 (8)Co1—N31.932 (7)
C18—H180.9300Co1—N21.947 (5)
C19—C201.371 (7)Co1—N41.950 (4)
C19—H190.9300Co1—N11.953 (5)
C6—C1—C2123.4 (7)O8—C25—H25B110.1
C6—C1—O5113.5 (5)C26—C25—H25B110.1
C2—C1—O5123.1 (8)H25A—C25—H25B108.4
C1—C2—C3117.0 (9)O9—C26—C25112.2 (4)
C1—C2—H2121.5O9—C26—H26A109.2
C3—C2—H2121.5C25—C26—H26A109.2
C4—C3—C2117.5 (9)O9—C26—H26B109.2
C4—C3—H3121.2C25—C26—H26B109.2
C2—C3—H3121.2H26A—C26—H26B107.9
C5—C4—C3124.7 (11)O9—C27—C28109.9 (4)
C5—C4—H4117.7O9—C27—H27A109.7
C3—C4—H4117.7C28—C27—H27A109.7
C4—C5—C6118.2 (11)O9—C27—H27B109.7
C4—C5—H5120.9C28—C27—H27B109.7
C6—C5—H5120.9H27A—C27—H27B108.2
O1—C6—C1115.7 (5)O10—C28—C27106.8 (4)
O1—C6—C5125.1 (8)O10—C28—H28A110.4
C1—C6—C5119.1 (8)C27—C28—H28A110.4
O1—C7—C8106.3 (5)O10—C28—H28B110.4
O1—C7—H7A110.5C27—C28—H28B110.4
C8—C7—H7A110.5H28A—C28—H28B108.6
O1—C7—H7B110.5N1—C29—S1178.6 (6)
C8—C7—H7B110.5N2—C30—S2179.5 (7)
H7A—C7—H7B108.7N3—C31—S3177.3 (7)
O2—C8—C7107.3 (6)N4—C32—S4178.8 (5)
O2—C8—H8A110.3O3—Ba1—O977.29 (11)
C7—C8—H8A110.3O3—Ba1—O260.35 (14)
O2—C8—H8B110.3O9—Ba1—O2116.84 (13)
C7—C8—H8B110.3O3—Ba1—O6167.84 (11)
H8A—C8—H8B108.5O9—Ba1—O6102.94 (9)
C10—C9—O2112.3 (5)O2—Ba1—O6128.00 (12)
C10—C9—H9A109.2O3—Ba1—O10119.38 (11)
O2—C9—H9A109.2O9—Ba1—O1057.53 (9)
C10—C9—H9B109.2O2—Ba1—O10173.07 (11)
O2—C9—H9B109.2O6—Ba1—O1053.62 (9)
H9A—C9—H9B107.9O3—Ba1—O897.11 (11)
O3—C10—C9108.3 (5)O9—Ba1—O860.15 (10)
O3—C10—H10A110.0O2—Ba1—O880.01 (11)
C9—C10—H10A110.0O6—Ba1—O893.41 (9)
O3—C10—H10B110.0O10—Ba1—O893.27 (9)
C9—C10—H10B110.0O3—Ba1—O595.21 (12)
H10A—C10—H10B108.4O9—Ba1—O5125.10 (10)
O3—C11—C12110.1 (5)O2—Ba1—O5104.54 (12)
O3—C11—H11A109.6O6—Ba1—O574.58 (11)
C12—C11—H11A109.6O10—Ba1—O582.38 (10)
O3—C11—H11B109.6O8—Ba1—O5167.53 (11)
C12—C11—H11B109.6O3—Ba1—O7134.32 (12)
H11A—C11—H11B108.2O9—Ba1—O7114.23 (9)
O4—C12—C11113.8 (6)O2—Ba1—O776.15 (11)
O4—C12—H12A108.8O6—Ba1—O756.94 (9)
C11—C12—H12A108.8O10—Ba1—O7102.06 (9)
O4—C12—H12B108.8O8—Ba1—O760.04 (10)
C11—C12—H12B108.8O5—Ba1—O7109.30 (11)
H12A—C12—H12B107.7O3—Ba1—O460.39 (14)
O4—C13—C14111.6 (5)O9—Ba1—O475.46 (10)
O4—C13—H13A109.3O2—Ba1—O4113.47 (12)
C14—C13—H13A109.3O6—Ba1—O4107.70 (11)
O4—C13—H13B109.3O10—Ba1—O470.08 (11)
C14—C13—H13B109.3O8—Ba1—O4134.20 (11)
H13A—C13—H13B108.0O5—Ba1—O455.06 (11)
O5—C14—C13107.3 (5)O7—Ba1—O4162.51 (11)
O5—C14—H14A110.3O3—Ba1—O192.27 (13)
C13—C14—H14A110.3O9—Ba1—O1169.33 (11)
O5—C14—H14B110.3O2—Ba1—O158.08 (14)
C13—C14—H14B110.3O6—Ba1—O186.79 (12)
H14A—C14—H14B108.5O10—Ba1—O1128.21 (12)
O10—C15—C20114.5 (4)O8—Ba1—O1124.38 (10)
O10—C15—C16125.1 (5)O5—Ba1—O152.89 (11)
C20—C15—C16120.4 (5)O7—Ba1—O174.65 (10)
C17—C16—C15118.1 (6)O4—Ba1—O197.59 (11)
C17—C16—H16120.9N3—Co1—N2103.8 (2)
C15—C16—H16120.9N3—Co1—N4108.5 (2)
C18—C17—C16121.2 (6)N2—Co1—N4116.05 (19)
C18—C17—H17119.4N3—Co1—N1111.0 (3)
C16—C17—H17119.4N2—Co1—N1115.1 (2)
C17—C18—C19120.7 (6)N4—Co1—N1102.42 (19)
C17—C18—H18119.6C29—N1—Co1162.1 (5)
C19—C18—H18119.6C30—N2—Co1162.5 (6)
C20—C19—C18118.9 (6)C31—N3—Co1172.9 (7)
C20—C19—H19120.5C32—N4—Co1163.0 (4)
C18—C19—H19120.5C6—O1—C7121.8 (5)
C19—C20—C15120.6 (5)C6—O1—Ba1114.9 (4)
C19—C20—O6124.7 (5)C7—O1—Ba1113.2 (4)
C15—C20—O6114.8 (4)C8—O2—C9110.6 (5)
O6—C21—C22106.2 (4)C8—O2—Ba1122.1 (4)
O6—C21—H21A110.5C9—O2—Ba1108.0 (4)
C22—C21—H21A110.5C10—O3—C11111.4 (5)
O6—C21—H21B110.5C10—O3—Ba1123.1 (4)
C22—C21—H21B110.5C11—O3—Ba1119.3 (4)
H21A—C21—H21B108.7C12—O4—C13115.6 (5)
O7—C22—C21108.8 (4)C12—O4—Ba1110.3 (4)
O7—C22—H22A109.9C13—O4—Ba1121.7 (3)
C21—C22—H22A109.9C14—O5—C1119.9 (5)
O7—C22—H22B109.9C14—O5—Ba1123.0 (4)
C21—C22—H22B109.9C1—O5—Ba1113.7 (3)
H22A—C22—H22B108.3C20—O6—C21119.9 (4)
O7—C23—C24112.1 (4)C20—O6—Ba1115.5 (2)
O7—C23—H23A109.2C21—O6—Ba1118.8 (2)
C24—C23—H23A109.2C22—O7—C23112.5 (4)
O7—C23—H23B109.2C22—O7—Ba1121.0 (3)
C24—C23—H23B109.2C23—O7—Ba1110.3 (3)
H23A—C23—H23B107.9C24—O8—C25112.4 (4)
O8—C24—C23108.0 (4)C24—O8—Ba1119.8 (3)
O8—C24—H24A110.1C25—O8—Ba1119.4 (3)
C23—C24—H24A110.1C26—O9—C27114.5 (4)
O8—C24—H24B110.1C26—O9—Ba1111.1 (3)
C23—C24—H24B110.1C27—O9—Ba1121.3 (3)
H24A—C24—H24B108.4C15—O10—C28119.9 (4)
O8—C25—C26108.0 (4)C15—O10—Ba1115.6 (3)
O8—C25—H25A110.1C28—O10—Ba1117.2 (3)
C26—C25—H25A110.1
 

Acknowledgements

The authors acknowledge the SAIF, IIT Madras, Chennai, India for the data collection.

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