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The title compound, rac-[Ca(C24H12)(C4H8O)2], was synthesized using activated calcium and the neutral ligand in the presence of THF. Both enantiomers are present in the asymmetric unit. The Ca atom is in a distorted pseudo-tetrahedral four-coordinate environment with the following range of bond distances and angles (Cp = cyclo­penta­dienyl centroid): Cp-Ca 2.347 (4)-2.446 (4) Å, Ca-O 2.346 (4)-2.357 (4) Å, Cp-Ca-Cp 118.8 (2)-119.1 (2)° and O-Ca-O 87.39 (14)-87.93 (13)°.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801014751/om6048sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536801014751/om6048Isup2.hkl
Contains datablock I

CCDC reference: 175328

Key indicators

  • Single-crystal X-ray study
  • T = 203 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.054
  • wR factor = 0.128
  • Data-to-parameter ratio = 13.4

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
ABSMU_01 Alert C The ratio of given/expected absorption coefficient lies outside the range 0.99 <> 1.01 Calculated value of mu = 0.284 Value of mu given = 0.280 General Notes
REFLT_03 From the CIF: _diffrn_reflns_theta_max 25.00 From the CIF: _reflns_number_total 8481 Count of symmetry unique reflns 4410 Completeness (_total/calc) 192.31% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 4071 Fraction of Friedel pairs measured 0.923 Are heavy atom types Z>Si present yes Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF.
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check

Comment top

We have continued our studies on the synthesis of ansa-calcocenes as useful reagents for ligand transfer reactions, and have synthesized and structurally characterized the title rac-(acenaphthylenide)2calcium(THF)2 complex, (I). This complex is synthesized by coupling the neutral ligand with HgCl2 activated calcium in the presence of THF. A similar synthesis was recently described in the literature (Fedushkin, Petovskaya et al., 2001).

Complex (I) crystallizes in the orthorhombic system Pca21 with two independent molecules in the asymmetric unit. The coupling induced by the actived calcium exclusively yields the C2-symmetric rac-ansa complex, and both enantiomers are present and are shown in Fig. 1. The calcium center is η5-bonded to both cyclopentadienyl (Cp) moieties of the biacenaphthylenide framework and η1 to both tetrahydrofuran molecules, resulting in a distorted pseudo-tetrahedral enviroment and a four-coordinate calcium. Most of the geometrical features of both enantiomers (identified by the central Ca atom) are essentially identical: Ca—Cp(centroid) [Ca1: 2.347 (4) and 2.446 (4) Å; Ca2: 2.446 (4) and 2.438 (4) Å]; Ca—O distances [Ca1: 2.346 (4) and 2.354 (4) Å; Ca2: 2.357 (4) and 2.351 (4) Å]; Cp—Ca—Cp(centroid) angles [Ca1: 119.1 (2); Ca2: 118.8 (2)]; O—Ca—O angles [Ca1: 87.93 (13); Ca2: 87.39 (14)]. The dihedral angles between the acene rings in (I) are 62.49 (7) (Ca1) and 61.50 (7)° (Ca2).

Complex (I) displays many similarities with the few structurally characterized ansa-calcocenes in general. These main structural features are given in Table 1 for the following complexes: Me4C2(η5-C5H4)2Ca{(CH3)3CN(CH)2NC(CH3)3}, (II) (Reickhoff et al., 1993), cis- and trans-Ph2C2H2(η5-C5H4)2Ca(thf)2, (III) and (IV) (Matare et al., 1998; Kane et al., 1997), trans-Ph2C2H2-rac-(η5-4,7-Me2C9H4)2Ca(thf)2, (V) (Shapiro et al., 1999), and trans-Ph2(CH3)2C2(η5-C5H4)2Ca(DME), (VI) (Twamley et al., 2001).

The fused acene unit has also been observed in the lanthanide complexes rac-(C12H6)2Ln(C4H8O)2 (Ln = Yb, Sm; Fedushkin, Dechert & Schumann, 2001). These complexes are isostructural with (I) and show similar geometry [acene dihedral angles: 63.9 and 62.7° (Yb); 63.6° (Sm)]. The fusion C—C bond distance in the lanthanide complexes [1.556 (4) and 1.573 (4) Å (Yb), and 1.568 (3) Å (Sm)] is similar to that in (I) [1.586 (7) and 1.559 (7) Å].

Experimental top

The title compound, (I), was synthesized by combining acenaphthylene (4.60 g, 75% pure by 1H NMR, 22.7 mmol) and activated calcium (2.1 g, 52 mmol); THF (150 ml) was condensed into the vessel. The clear yellow solution with calcium on the bottom turned into a brown turbid mixture after stirring overnight at room temperature. The product was extracted with hot THF until the extract became colorless. The raw product was washed twice with benzene (2 × 50 ml) and dried under reduced pressure. Isolation gave 5.05 g (10.33 mmol, 91%) of a green–yellow product. The 1H NMR spectrum showed one isomer (rac) was present. Crystals suitable for X-ray analysis were obtained by slow cooling of a hot saturated THF solution of the title compound. 1H NMR (500.13 MHz, THF-d8): δ 6.87 (d, 1JHH = 8.25 Hz, 2H, H-5), 6.60 (dd, 3JHH = 9.68 Hz, 4JHH = 1.93 Hz, 2H, H-6), 6.40 (dd, 3JHH = 8.25 Hz, 3JHH = 6.50 Hz, 2H, H-4), 6.33 (d, 3JHH = 3.14 Hz, 2H, H-2), 6.22 (d, 3JHH = 6.50 Hz, 2H, H-3), 5.99 (dd, 3JHH = 9.68 Hz, 3JHH = 3.53 Hz, 2H, H-7), 5.59 (d, 3JHH = 3.14 Hz, 2H, H-1), 4.54 (br, 2H, H-8); 3.58 (m, 8H, THF), 1.73 (m, 8H, THF). 13C NMR (125.77 MHz, THF-d8): δ 135.56 (d, 1JCH = 157.7 Hz), 128.61 (s), 127.24 (1JCH = 155.5 Hz), 124.22 (s), 120.70 (d, 1JCH = 154.3 Hz), 119.00 (d, 1JCH = 154.5 Hz), 113.52 (d, 1JCH = 159.0 Hz), 112.68 (d, 1JCH = 151.5 Hz), 112.14 (s), 96.18 (d, 1JCH = 163.0 Hz), 67.4 (m, THF), 50.00 (d, 1JCH = 130.7 Hz, C-8), 25.32 (m, THF).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT-Plus (Bruker, 1999); program(s) used to solve structure: XS in SHELXTL (Sheldrick, 1998); program(s) used to refine structure: XL in SHELXTL; molecular graphics: XP in SHELXTL; software used to prepare material for publication: XCIF in SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of both enantiomers in (I) with 30% probability ellipsoids. H atoms have been omitted for clarity. η5-Bonding is represented by a dashed bond from the Cp centroid to the metal. In order to show both enantiomers clearly, the relative postion of each molecule in the asymmetric unit has not been maintained.
rac-[bis(3,3'-biacenaphthylenido)]bis(tetrahydrofuran-O)calcium top
Crystal data top
[Ca(C24H12)(C4H8O)2]Dx = 1.321 Mg m3
Mr = 488.66Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pca21Cell parameters from 928 reflections
a = 16.1497 (14) Åθ = 2.3–22.5°
b = 8.6805 (7) ŵ = 0.28 mm1
c = 35.047 (3) ÅT = 203 K
V = 4913.2 (7) Å3Plate, yellow
Z = 80.24 × 0.14 × 0.05 mm
F(000) = 2080
Data collection top
Siemens SMART 1K
diffractometer
8481 independent reflections
Radiation source: normal-focus sealed tube5906 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.074
Detector resolution: 8.3 pixels mm-1θmax = 25.0°, θmin = 1.2°
ω scansh = 1619
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1999)
k = 1010
Tmin = 0.935, Tmax = 0.986l = 3941
36582 measured reflections
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.054H-atom parameters constrained
wR(F2) = 0.128 w = 1/[σ2(Fo2) + (0.0614P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.001
8481 reflectionsΔρmax = 0.78 e Å3
631 parametersΔρmin = 0.22 e Å3
1 restraintAbsolute structure: Flack (1983)
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.11 (5)
Crystal data top
[Ca(C24H12)(C4H8O)2]V = 4913.2 (7) Å3
Mr = 488.66Z = 8
Orthorhombic, Pca21Mo Kα radiation
a = 16.1497 (14) ŵ = 0.28 mm1
b = 8.6805 (7) ÅT = 203 K
c = 35.047 (3) Å0.24 × 0.14 × 0.05 mm
Data collection top
Siemens SMART 1K
diffractometer
8481 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1999)
5906 reflections with I > 2σ(I)
Tmin = 0.935, Tmax = 0.986Rint = 0.074
36582 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.054H-atom parameters constrained
wR(F2) = 0.128Δρmax = 0.78 e Å3
S = 1.01Δρmin = 0.22 e Å3
8481 reflectionsAbsolute structure: Flack (1983)
631 parametersAbsolute structure parameter: 0.11 (5)
1 restraint
Special details top

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

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ca10.51912 (5)0.87989 (10)0.71242 (3)0.0257 (2)
Ca20.74135 (6)0.62116 (10)0.95906 (3)0.0261 (2)
O10.4545 (2)1.0156 (4)0.66276 (14)0.0361 (11)
O20.4462 (2)1.0374 (4)0.75569 (11)0.0356 (9)
O30.8108 (2)0.4611 (4)0.91529 (11)0.0366 (9)
O40.8075 (2)0.4819 (4)1.00788 (13)0.0341 (10)
C10.4263 (3)0.6385 (5)0.73784 (14)0.0336 (12)
H1A0.38550.64280.75890.040*
C20.5101 (3)0.5901 (5)0.74127 (16)0.0327 (12)
H2A0.53660.55590.76530.039*
C30.5450 (3)0.5732 (5)0.70455 (14)0.0265 (11)
C40.4814 (3)0.6095 (5)0.67860 (13)0.0263 (11)
C50.4073 (3)0.6487 (5)0.69852 (14)0.0289 (12)
C60.3370 (3)0.6875 (6)0.67624 (16)0.0364 (12)
H6A0.28680.71390.68810.044*
C70.3431 (3)0.6861 (6)0.63736 (18)0.0454 (15)
H7A0.29570.70900.62290.055*
C80.4182 (3)0.6512 (6)0.61791 (15)0.0385 (13)
H8A0.41990.65380.59110.046*
C90.4881 (3)0.6138 (5)0.63823 (13)0.0291 (11)
C100.5699 (3)0.5784 (6)0.62399 (15)0.0356 (13)
H10A0.57910.58040.59750.043*
C110.6329 (3)0.5428 (6)0.64711 (17)0.0367 (13)
H11A0.68440.52440.63550.044*
C120.6297 (3)0.5294 (6)0.68978 (18)0.0312 (13)
H12A0.63960.42020.69650.037*
C130.7014 (2)0.6292 (5)0.70832 (16)0.0304 (10)
H13A0.75250.61180.69330.037*
C140.7175 (3)0.5758 (6)0.74873 (15)0.0351 (12)
H14A0.73360.47250.75190.042*
C150.7110 (3)0.6607 (6)0.78015 (15)0.0391 (14)
H15A0.72110.61500.80400.047*
C160.6886 (3)0.8229 (6)0.77835 (16)0.0384 (13)
C170.6817 (3)0.9251 (8)0.80853 (18)0.0534 (19)
H17A0.68920.88980.83360.064*
C180.6636 (4)1.0822 (8)0.8019 (2)0.057 (2)
H18A0.65911.14860.82300.068*
C190.6523 (3)1.1424 (7)0.7659 (2)0.0478 (17)
H19A0.64071.24750.76230.057*
C200.6588 (3)1.0396 (7)0.73423 (16)0.0346 (14)
C210.6768 (3)0.8831 (6)0.74184 (16)0.0317 (12)
C220.6828 (2)0.7996 (5)0.70767 (15)0.0271 (10)
C230.6665 (3)0.9076 (6)0.67852 (16)0.0311 (12)
H23A0.67630.88780.65110.037*
C240.6521 (3)1.0550 (7)0.69406 (17)0.0377 (15)
H24A0.65091.15320.67970.045*
C250.4869 (3)1.0557 (7)0.62539 (14)0.0409 (13)
H25A0.46530.98570.60580.049*
H25B0.54751.05070.62520.049*
C260.4575 (3)1.2185 (6)0.61837 (16)0.0453 (14)
H26A0.44211.23300.59160.054*
H26B0.50081.29310.62500.054*
C270.3819 (3)1.2373 (6)0.64451 (16)0.0440 (14)
H27A0.39181.31670.66390.053*
H27B0.33261.26520.62980.053*
C280.3718 (3)1.0802 (5)0.66276 (16)0.0351 (12)
H28A0.35051.08960.68880.042*
H28B0.33391.01580.64790.042*
C290.4316 (3)1.2035 (5)0.75306 (14)0.0394 (13)
H29A0.37661.22490.74260.047*
H29B0.47331.25270.73680.047*
C300.4382 (4)1.2609 (6)0.79376 (14)0.0438 (14)
H30A0.49451.29720.79920.053*
H30B0.39931.34560.79830.053*
C310.4170 (4)1.1237 (6)0.81850 (16)0.0520 (16)
H31A0.36411.13930.83160.062*
H31B0.46031.10520.83760.062*
C320.4115 (5)0.9899 (6)0.7903 (2)0.059 (2)
H32A0.44170.90050.80020.070*
H32B0.35360.96020.78650.070*
C330.6091 (3)0.4527 (7)0.97951 (16)0.0369 (14)
H33A0.61160.35630.99450.044*
C340.5944 (3)0.5996 (6)0.99498 (16)0.0311 (12)
H34A0.58540.62121.02240.037*
C350.5781 (2)0.7049 (5)0.96506 (14)0.0258 (11)
C360.5818 (3)0.6192 (6)0.93077 (15)0.0305 (12)
C370.6005 (3)0.4598 (7)0.93902 (18)0.0368 (14)
C380.6042 (3)0.3610 (7)0.9071 (2)0.0489 (16)
H38A0.61630.25600.91050.059*
C390.5903 (4)0.4176 (8)0.8714 (2)0.056 (2)
H39A0.59210.34870.85070.067*
C400.5736 (3)0.5730 (8)0.86388 (19)0.0477 (18)
H40A0.56610.60650.83860.057*
C410.5681 (3)0.6761 (7)0.89330 (16)0.0367 (14)
C420.5457 (3)0.8392 (6)0.89178 (15)0.0367 (13)
H42A0.53460.88470.86800.044*
C430.5405 (3)0.9257 (6)0.92341 (16)0.0370 (13)
H43A0.52271.02800.92020.044*
C440.5603 (3)0.8757 (5)0.96372 (14)0.0303 (11)
H44A0.51050.89470.97950.036*
C450.6317 (3)0.9770 (6)0.98009 (19)0.0342 (14)
H45A0.62181.08420.97160.041*
C460.6308 (3)0.9764 (6)1.02358 (18)0.0382 (14)
H46A0.58091.00431.03550.046*
C470.6943 (3)0.9398 (6)1.04645 (16)0.0389 (13)
H47A0.68630.94211.07300.047*
C480.7759 (3)0.8963 (5)1.03141 (14)0.0319 (11)
C490.8458 (3)0.8600 (5)1.05177 (15)0.0380 (13)
H49A0.84470.86251.07860.046*
C500.9197 (3)0.8186 (6)1.03237 (16)0.0376 (13)
H50A0.96680.79351.04680.045*
C510.9250 (3)0.8138 (6)0.99377 (17)0.0383 (13)
H51A0.97490.78560.98190.046*
C520.8544 (3)0.8519 (5)0.97141 (14)0.0308 (12)
C530.7807 (3)0.8944 (5)0.99139 (14)0.0269 (11)
C540.7175 (3)0.9294 (5)0.96558 (14)0.0283 (11)
C550.7506 (3)0.9078 (5)0.92894 (15)0.0306 (12)
H55A0.72350.94050.90490.037*
C560.8338 (3)0.8596 (5)0.93203 (15)0.0334 (12)
H56A0.87370.85330.91070.040*
C570.8388 (5)0.5107 (7)0.8775 (2)0.062 (2)
H57A0.89490.55300.87910.074*
H57B0.80190.59070.86750.074*
C580.8377 (4)0.3745 (6)0.85227 (17)0.0543 (16)
H58A0.89160.36120.83990.065*
H58B0.79530.38620.83250.065*
C590.8183 (4)0.2373 (6)0.87749 (15)0.0462 (14)
H59A0.76210.19930.87270.055*
H59B0.85770.15340.87300.055*
C600.8261 (4)0.2977 (6)0.91709 (16)0.0470 (15)
H60A0.78570.24770.93390.056*
H60B0.88180.27760.92710.056*
C610.8914 (3)0.4250 (6)1.00745 (16)0.0355 (12)
H61A0.92820.49321.02200.043*
H61B0.91220.41650.98130.043*
C620.8860 (3)0.2692 (6)1.02590 (16)0.0434 (14)
H62A0.93940.23851.03680.052*
H62B0.86800.19071.00760.052*
C630.8217 (3)0.2932 (6)1.05692 (15)0.0408 (13)
H63A0.84820.30761.08180.049*
H63B0.78390.20511.05840.049*
C640.7755 (3)0.4391 (7)1.04469 (14)0.0419 (13)
H64A0.71590.41911.04310.050*
H64B0.78490.52211.06320.050*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ca10.0204 (5)0.0258 (4)0.0308 (5)0.0008 (4)0.0022 (4)0.0010 (5)
Ca20.0223 (5)0.0255 (4)0.0305 (5)0.0012 (4)0.0018 (4)0.0000 (5)
O10.030 (2)0.042 (2)0.037 (3)0.0089 (16)0.0032 (18)0.0068 (17)
O20.038 (2)0.0350 (19)0.034 (2)0.0083 (17)0.0047 (17)0.007 (2)
O30.038 (2)0.042 (2)0.031 (2)0.0023 (18)0.0103 (16)0.000 (2)
O40.0192 (19)0.051 (2)0.032 (3)0.0018 (15)0.0009 (16)0.0067 (17)
C10.031 (3)0.037 (3)0.033 (3)0.006 (2)0.009 (2)0.000 (2)
C20.034 (3)0.027 (3)0.037 (3)0.009 (2)0.000 (2)0.006 (2)
C30.027 (3)0.022 (2)0.030 (3)0.0064 (19)0.001 (2)0.000 (2)
C40.025 (3)0.023 (2)0.031 (3)0.005 (2)0.004 (2)0.000 (2)
C50.024 (3)0.022 (2)0.041 (3)0.004 (2)0.005 (2)0.000 (2)
C60.019 (3)0.038 (3)0.052 (4)0.003 (2)0.004 (2)0.001 (3)
C70.028 (3)0.044 (3)0.064 (4)0.008 (3)0.015 (3)0.010 (3)
C80.037 (3)0.043 (3)0.036 (3)0.006 (2)0.009 (2)0.003 (3)
C90.028 (3)0.022 (2)0.037 (3)0.007 (2)0.003 (2)0.003 (2)
C100.036 (3)0.044 (3)0.027 (3)0.004 (2)0.002 (2)0.005 (2)
C110.033 (3)0.035 (3)0.042 (4)0.001 (2)0.011 (3)0.017 (3)
C120.028 (3)0.027 (3)0.038 (4)0.007 (2)0.003 (2)0.000 (3)
C130.018 (2)0.033 (2)0.040 (3)0.003 (2)0.002 (2)0.000 (2)
C140.022 (3)0.039 (3)0.044 (4)0.002 (2)0.007 (2)0.006 (3)
C150.022 (3)0.060 (4)0.035 (3)0.003 (2)0.008 (2)0.011 (3)
C160.027 (3)0.051 (4)0.037 (3)0.002 (2)0.001 (2)0.009 (3)
C170.038 (4)0.083 (6)0.039 (4)0.008 (3)0.007 (3)0.018 (3)
C180.048 (4)0.065 (5)0.058 (5)0.002 (3)0.002 (3)0.032 (4)
C190.038 (3)0.036 (3)0.069 (5)0.000 (3)0.002 (3)0.019 (3)
C200.025 (3)0.042 (3)0.036 (4)0.003 (3)0.002 (2)0.005 (3)
C210.018 (3)0.035 (3)0.043 (3)0.003 (2)0.002 (2)0.010 (3)
C220.017 (2)0.030 (2)0.035 (3)0.0032 (19)0.001 (2)0.004 (2)
C230.022 (3)0.038 (3)0.033 (3)0.010 (2)0.001 (2)0.003 (2)
C240.020 (3)0.029 (3)0.064 (5)0.011 (2)0.001 (3)0.004 (3)
C250.038 (3)0.051 (3)0.033 (3)0.004 (3)0.012 (3)0.009 (3)
C260.043 (3)0.039 (3)0.054 (4)0.008 (3)0.005 (3)0.009 (3)
C270.040 (3)0.034 (3)0.058 (4)0.003 (2)0.000 (3)0.004 (3)
C280.025 (3)0.038 (3)0.042 (3)0.006 (2)0.001 (2)0.000 (2)
C290.045 (3)0.031 (3)0.041 (3)0.007 (2)0.007 (3)0.005 (2)
C300.054 (4)0.036 (3)0.041 (3)0.011 (3)0.003 (3)0.005 (3)
C310.066 (4)0.049 (4)0.041 (3)0.002 (3)0.004 (3)0.008 (3)
C320.088 (5)0.034 (4)0.054 (6)0.008 (3)0.030 (4)0.009 (3)
C330.024 (3)0.043 (3)0.044 (4)0.008 (2)0.000 (2)0.005 (3)
C340.020 (3)0.033 (3)0.040 (3)0.001 (2)0.007 (2)0.001 (2)
C350.014 (2)0.028 (3)0.036 (3)0.0025 (19)0.004 (2)0.005 (2)
C360.015 (2)0.039 (3)0.037 (3)0.007 (2)0.003 (2)0.005 (3)
C370.019 (3)0.031 (3)0.060 (5)0.005 (2)0.003 (3)0.003 (3)
C380.034 (3)0.035 (3)0.077 (5)0.003 (3)0.012 (3)0.015 (3)
C390.044 (4)0.063 (5)0.061 (5)0.009 (3)0.012 (3)0.037 (4)
C400.030 (3)0.070 (5)0.043 (4)0.002 (3)0.005 (3)0.009 (3)
C410.023 (3)0.053 (4)0.035 (3)0.004 (2)0.002 (2)0.004 (3)
C420.029 (3)0.048 (4)0.034 (3)0.002 (2)0.007 (2)0.008 (3)
C430.029 (3)0.031 (3)0.051 (4)0.004 (2)0.001 (2)0.008 (3)
C440.023 (3)0.028 (3)0.040 (3)0.003 (2)0.009 (2)0.001 (2)
C450.030 (3)0.032 (3)0.040 (4)0.000 (2)0.001 (2)0.008 (3)
C460.035 (3)0.040 (3)0.039 (4)0.003 (2)0.004 (3)0.011 (3)
C470.042 (3)0.041 (3)0.034 (3)0.005 (3)0.009 (3)0.012 (3)
C480.036 (3)0.029 (3)0.031 (3)0.000 (2)0.001 (2)0.001 (2)
C490.052 (4)0.031 (3)0.031 (3)0.008 (3)0.006 (3)0.004 (2)
C500.032 (3)0.038 (3)0.043 (4)0.004 (2)0.013 (3)0.006 (3)
C510.026 (3)0.029 (3)0.059 (4)0.002 (2)0.002 (3)0.003 (3)
C520.020 (3)0.026 (3)0.046 (3)0.007 (2)0.002 (2)0.003 (2)
C530.024 (3)0.024 (2)0.033 (3)0.004 (2)0.001 (2)0.005 (2)
C540.029 (3)0.024 (3)0.031 (3)0.0019 (19)0.003 (2)0.003 (2)
C550.038 (3)0.027 (3)0.026 (3)0.003 (2)0.002 (2)0.003 (2)
C560.025 (3)0.035 (3)0.040 (3)0.005 (2)0.007 (2)0.003 (2)
C570.106 (6)0.051 (5)0.029 (5)0.001 (3)0.021 (4)0.003 (3)
C580.073 (4)0.048 (3)0.042 (4)0.002 (3)0.012 (3)0.004 (3)
C590.053 (4)0.042 (3)0.045 (3)0.000 (3)0.004 (3)0.008 (3)
C600.060 (4)0.035 (3)0.047 (4)0.009 (3)0.001 (3)0.001 (3)
C610.028 (3)0.041 (3)0.037 (3)0.000 (2)0.001 (2)0.002 (3)
C620.038 (3)0.044 (3)0.048 (4)0.002 (3)0.001 (3)0.002 (3)
C630.046 (3)0.031 (3)0.046 (3)0.001 (2)0.010 (3)0.003 (2)
C640.039 (3)0.053 (3)0.034 (3)0.004 (3)0.003 (2)0.003 (3)
Geometric parameters (Å, º) top
Ca1—O12.346 (4)C27—C281.516 (7)
Ca1—O22.357 (4)C27—H27A0.9800
Ca1—C232.671 (5)C27—H27B0.9800
Ca1—C42.699 (4)C28—H28A0.9800
Ca1—C32.709 (4)C28—H28B0.9800
Ca1—C242.709 (5)C29—C301.515 (7)
Ca1—C22.715 (5)C29—H29A0.9800
Ca1—C12.726 (5)C29—H29B0.9800
Ca1—C222.739 (4)C30—C311.512 (7)
Ca1—C52.744 (5)C30—H30A0.9800
Ca1—C212.748 (5)C30—H30B0.9800
Ca1—C202.756 (6)C31—C321.528 (8)
Ca2—O42.351 (4)C31—H31A0.9800
Ca2—O32.354 (4)C31—H31B0.9800
Ca2—C332.686 (5)C32—H32A0.9800
Ca2—C342.692 (5)C32—H32B0.9800
Ca2—C532.705 (4)C33—C341.406 (7)
Ca2—C552.707 (5)C33—C371.427 (8)
Ca2—C542.713 (5)C33—H33A0.9900
Ca2—C562.722 (5)C34—C351.415 (7)
Ca2—C352.742 (4)C34—H34A0.9900
Ca2—C522.745 (4)C35—C361.414 (7)
Ca2—C362.761 (5)C35—C441.511 (6)
Ca2—C372.762 (5)C36—C411.420 (7)
O1—C281.448 (6)C36—C371.446 (7)
O1—C251.453 (6)C37—C381.410 (8)
O2—C321.397 (8)C38—C391.364 (9)
O2—C291.464 (6)C38—H38A0.9400
O3—C601.442 (6)C39—C401.401 (9)
O3—C571.463 (8)C39—H39A0.9400
O4—C641.438 (7)C40—C411.368 (8)
O4—C611.444 (6)C40—H40A0.9400
C1—C51.415 (7)C41—C421.463 (8)
C1—C21.422 (7)C42—C431.341 (7)
C1—H1A0.9900C42—H42A0.9400
C2—C31.412 (7)C43—C441.512 (7)
C2—H2A0.9900C43—H43A0.9400
C3—C41.407 (6)C44—C451.559 (7)
C3—C121.511 (7)C44—H44A0.9900
C4—C91.419 (6)C45—C461.524 (9)
C4—C51.428 (7)C45—C541.532 (7)
C5—C61.418 (7)C45—H45A0.9900
C6—C71.366 (7)C46—C471.339 (8)
C6—H6A0.9400C46—H46A0.9400
C7—C81.424 (7)C47—C481.469 (7)
C7—H7A0.9400C47—H47A0.9400
C8—C91.374 (7)C48—C491.371 (7)
C8—H8A0.9400C48—C531.405 (7)
C9—C101.444 (7)C49—C501.421 (7)
C10—C111.338 (7)C49—H49A0.9400
C10—H10A0.9400C50—C511.356 (7)
C11—C121.501 (8)C50—H50A0.9400
C11—H11A0.9400C51—C521.422 (7)
C12—C131.586 (7)C51—H51A0.9400
C12—H12A0.9900C52—C561.421 (7)
C13—C221.510 (6)C52—C531.430 (6)
C13—C141.512 (7)C53—C541.397 (7)
C13—H13A0.9900C54—C551.404 (7)
C14—C151.329 (7)C55—C561.411 (7)
C14—H14A0.9400C55—H55A0.9900
C15—C161.455 (7)C56—H56A0.9900
C15—H15A0.9400C57—C581.477 (8)
C16—C171.385 (8)C57—H57A0.9800
C16—C211.395 (8)C57—H57B0.9800
C17—C181.414 (10)C58—C591.515 (7)
C17—H17A0.9400C58—H58A0.9800
C18—C191.377 (9)C58—H58B0.9800
C18—H18A0.9400C59—C601.489 (7)
C19—C201.428 (8)C59—H59A0.9800
C19—H19A0.9400C59—H59B0.9800
C20—C211.414 (7)C60—H60A0.9800
C20—C241.419 (7)C60—H60B0.9800
C21—C221.403 (7)C61—C621.502 (7)
C22—C231.411 (7)C61—H61A0.9800
C23—C241.410 (8)C61—H61B0.9800
C23—H23A0.9900C62—C631.518 (7)
C24—H24A0.9900C62—H62A0.9800
C25—C261.511 (7)C62—H62B0.9800
C25—H25A0.9800C63—C641.531 (7)
C25—H25B0.9800C63—H63A0.9800
C26—C271.536 (7)C63—H63B0.9800
C26—H26A0.9800C64—H64A0.9800
C26—H26B0.9800C64—H64B0.9800
O1—Ca1—O287.93 (13)C22—C23—H23A124.0
O1—Ca1—C2391.21 (15)Ca1—C23—H23A124.0
O2—Ca1—C23132.79 (15)C23—C24—C20106.6 (6)
O1—Ca1—C490.61 (14)C23—C24—Ca173.3 (3)
O2—Ca1—C4132.40 (14)C20—C24—Ca176.8 (4)
C23—Ca1—C494.80 (15)C23—C24—H24A126.0
O1—Ca1—C3119.11 (15)C20—C24—H24A126.0
O2—Ca1—C3135.45 (15)Ca1—C24—H24A126.0
C23—Ca1—C384.59 (15)O1—C25—C26105.0 (4)
O1—Ca1—C2483.94 (16)O1—C25—H25A110.8
O2—Ca1—C24102.92 (16)C26—C25—H25A110.8
C4—Ca1—C24124.22 (16)O1—C25—H25B110.8
C3—Ca1—C24113.89 (16)C26—C25—H25B110.8
O1—Ca1—C2135.85 (15)H25A—C25—H25B108.8
O2—Ca1—C2105.72 (15)C25—C26—C27104.6 (4)
C23—Ca1—C2107.26 (16)C25—C26—H26A110.8
C24—Ca1—C2130.61 (17)C27—C26—H26A110.8
O1—Ca1—C1112.57 (14)C25—C26—H26B110.8
O2—Ca1—C187.75 (15)C27—C26—H26B110.8
C23—Ca1—C1134.79 (15)H26A—C26—H26B108.9
C3—Ca1—C150.41 (14)C28—C27—C26104.0 (4)
C24—Ca1—C1160.91 (16)C28—C27—H27A111.0
O1—Ca1—C22120.78 (15)C26—C27—H27A111.0
O2—Ca1—C22132.00 (15)C28—C27—H27B111.0
C4—Ca1—C2288.26 (14)C26—C27—H27B111.0
C3—Ca1—C2266.10 (13)H27A—C27—H27B109.0
C24—Ca1—C2250.44 (15)O1—C28—C27104.4 (4)
C2—Ca1—C2280.72 (14)O1—C28—H28A110.9
C1—Ca1—C22110.80 (14)C27—C28—H28A110.9
O1—Ca1—C586.72 (13)O1—C28—H28B110.9
O2—Ca1—C5102.09 (14)C27—C28—H28B110.9
C23—Ca1—C5124.99 (15)H28A—C28—H28B108.9
C3—Ca1—C550.55 (14)O2—C29—C30104.7 (4)
C24—Ca1—C5152.91 (16)O2—C29—H29A110.8
C22—Ca1—C5116.01 (14)C30—C29—H29A110.8
O1—Ca1—C21133.26 (16)O2—C29—H29B110.8
O2—Ca1—C21102.47 (14)C30—C29—H29B110.8
C4—Ca1—C21112.50 (15)H29A—C29—H29B108.9
C3—Ca1—C2184.57 (15)C31—C30—C29105.4 (4)
C2—Ca1—C2185.38 (16)C31—C30—H30A110.7
C1—Ca1—C21113.27 (16)C29—C30—H30A110.7
C5—Ca1—C21133.19 (15)C31—C30—H30B110.7
O1—Ca1—C20108.49 (16)C29—C30—H30B110.7
O2—Ca1—C2086.51 (16)H30A—C30—H30B108.8
C4—Ca1—C20138.05 (16)C30—C31—C32103.9 (5)
C3—Ca1—C20113.34 (17)C30—C31—H31A111.0
C2—Ca1—C20113.99 (17)C32—C31—H31A111.0
C1—Ca1—C20138.26 (17)C30—C31—H31B111.0
C5—Ca1—C20162.95 (16)C32—C31—H31B111.0
O4—Ca2—O387.39 (14)H31A—C31—H31B109.0
O4—Ca2—C3383.52 (16)O2—C32—C31108.3 (5)
O3—Ca2—C33103.40 (16)O2—C32—H32A110.0
O4—Ca2—C3491.39 (15)C31—C32—H32A110.0
O3—Ca2—C34133.13 (15)O2—C32—H32B110.0
O4—Ca2—C5392.25 (14)C31—C32—H32B110.0
O3—Ca2—C53132.74 (14)H32A—C32—H32B108.4
C33—Ca2—C53123.54 (17)C34—C33—C37109.2 (6)
C34—Ca2—C5394.13 (15)C34—C33—Ca275.1 (3)
O4—Ca2—C55136.99 (15)C37—C33—Ca277.8 (3)
O3—Ca2—C55105.19 (14)C34—C33—H33A124.7
C33—Ca2—C55130.41 (17)C37—C33—H33A124.7
C34—Ca2—C55107.14 (15)Ca2—C33—H33A124.7
O4—Ca2—C54120.68 (15)C33—C34—C35109.3 (5)
O3—Ca2—C54134.80 (15)C33—C34—Ca274.6 (3)
C33—Ca2—C54113.66 (17)C35—C34—Ca276.9 (3)
C34—Ca2—C5484.48 (15)C33—C34—H34A124.8
O4—Ca2—C56113.27 (14)C35—C34—H34A124.8
O3—Ca2—C5687.74 (14)Ca2—C34—H34A124.8
C33—Ca2—C56160.54 (17)C36—C35—C34106.4 (4)
C34—Ca2—C56134.32 (15)C36—C35—C44119.8 (5)
C54—Ca2—C5650.01 (14)C34—C35—C44133.8 (5)
O4—Ca2—C35121.12 (14)C36—C35—Ca275.8 (3)
O3—Ca2—C35131.64 (14)C34—C35—Ca273.0 (3)
C33—Ca2—C3550.15 (16)C44—C35—Ca2116.1 (3)
C53—Ca2—C3587.78 (14)C35—C36—C41126.6 (5)
C55—Ca2—C3580.76 (15)C35—C36—C37110.0 (5)
C54—Ca2—C3566.14 (14)C41—C36—C37123.4 (5)
C56—Ca2—C35110.63 (14)C35—C36—Ca274.4 (3)
O4—Ca2—C5287.61 (14)C41—C36—Ca2118.4 (3)
O3—Ca2—C52102.50 (14)C37—C36—Ca274.9 (3)
C33—Ca2—C52152.16 (16)C38—C37—C33139.3 (6)
C34—Ca2—C52124.27 (15)C38—C37—C36115.6 (6)
C54—Ca2—C5250.33 (14)C33—C37—C36105.1 (6)
C35—Ca2—C52115.72 (14)C38—C37—Ca2118.3 (4)
O4—Ca2—C36133.00 (15)C33—C37—Ca271.9 (3)
O3—Ca2—C36101.96 (15)C36—C37—Ca274.8 (3)
C53—Ca2—C36112.03 (15)C39—C38—C37120.1 (6)
C55—Ca2—C3685.24 (16)C39—C38—H38A119.9
C54—Ca2—C3684.47 (15)C37—C38—H38A119.9
C56—Ca2—C36113.04 (16)C38—C39—C40123.5 (5)
C52—Ca2—C36133.00 (16)C38—C39—H39A118.3
O4—Ca2—C37107.35 (16)C40—C39—H39A118.3
O3—Ca2—C3785.84 (16)C41—C40—C39120.0 (6)
C34—Ca2—C3750.06 (18)C41—C40—H40A120.0
C53—Ca2—C37138.14 (16)C39—C40—H40A120.0
C55—Ca2—C37114.36 (18)C40—C41—C36117.4 (5)
C54—Ca2—C37113.86 (16)C40—C41—C42128.4 (5)
C56—Ca2—C37138.48 (17)C36—C41—C42114.1 (5)
C35—Ca2—C3750.38 (16)C43—C42—C41121.8 (5)
C52—Ca2—C37163.35 (17)C43—C42—H42A119.1
C28—O1—C25103.8 (4)C41—C42—H42A119.1
C28—O1—Ca1127.2 (3)C42—C43—C44126.8 (5)
C25—O1—Ca1129.0 (3)C42—C43—H43A116.6
C32—O2—C29106.3 (4)C44—C43—H43A116.6
C32—O2—Ca1125.9 (3)C35—C44—C43110.6 (4)
C29—O2—Ca1127.7 (3)C35—C44—C45113.7 (4)
C60—O3—C57106.0 (4)C43—C44—C45109.8 (4)
C60—O3—Ca2129.3 (3)C35—C44—H44A107.5
C57—O3—Ca2124.3 (3)C43—C44—H44A107.5
C64—O4—C61104.9 (4)C45—C44—H44A107.5
C64—O4—Ca2128.5 (3)C46—C45—C54109.9 (5)
C61—O4—Ca2126.5 (3)C46—C45—C44111.0 (5)
C5—C1—C2107.9 (4)C54—C45—C44113.2 (4)
C5—C1—Ca175.7 (3)C46—C45—H45A107.5
C2—C1—Ca174.4 (3)C54—C45—H45A107.5
C5—C1—H1A125.5C44—C45—H45A107.5
C2—C1—H1A125.5C47—C46—C45126.3 (5)
Ca1—C1—H1A125.5C47—C46—H46A116.9
C3—C2—C1109.5 (5)C45—C46—H46A116.9
C3—C2—Ca174.7 (3)C46—C47—C48122.2 (5)
C1—C2—Ca175.3 (3)C46—C47—H47A118.9
C3—C2—H2A124.9C48—C47—H47A118.9
C1—C2—H2A124.9C49—C48—C53118.1 (5)
Ca1—C2—H2A124.9C49—C48—C47127.6 (5)
C4—C3—C2106.0 (4)C53—C48—C47114.2 (4)
C4—C3—C12119.7 (5)C48—C49—C50120.0 (5)
C2—C3—C12134.4 (5)C48—C49—H49A120.0
C4—C3—Ca174.6 (3)C50—C49—H49A120.0
C2—C3—Ca175.1 (3)C51—C50—C49122.5 (5)
C12—C3—Ca1115.0 (3)C51—C50—H50A118.7
C3—C4—C9126.5 (4)C49—C50—H50A118.7
C3—C4—C5110.4 (4)C50—C51—C52119.5 (5)
C9—C4—C5123.0 (4)C50—C51—H51A120.2
C3—C4—Ca175.3 (2)C52—C51—H51A120.2
C9—C4—Ca1113.4 (3)C56—C52—C51137.2 (5)
C5—C4—Ca176.5 (3)C56—C52—C53105.6 (4)
C1—C5—C6136.5 (5)C51—C52—C53117.2 (5)
C1—C5—C4106.2 (4)C56—C52—Ca274.0 (3)
C6—C5—C4117.3 (4)C51—C52—Ca2116.8 (3)
C1—C5—Ca174.3 (3)C53—C52—Ca273.2 (2)
C6—C5—Ca1116.8 (3)C54—C53—C48127.1 (5)
C4—C5—Ca173.1 (2)C54—C53—C52110.3 (4)
C7—C6—C5119.3 (5)C48—C53—C52122.5 (5)
C7—C6—H6A120.3C54—C53—Ca275.4 (3)
C5—C6—H6A120.3C48—C53—Ca2114.6 (3)
C6—C7—C8122.7 (5)C52—C53—Ca276.3 (2)
C6—C7—H7A118.7C53—C54—C55106.5 (4)
C8—C7—H7A118.7C53—C54—C45120.3 (5)
C9—C8—C7120.1 (5)C55—C54—C45133.2 (5)
C9—C8—H8A119.9C53—C54—Ca274.7 (3)
C7—C8—H8A119.9C55—C54—Ca274.8 (3)
C8—C9—C4117.4 (4)C45—C54—Ca2115.0 (3)
C8—C9—C10128.5 (5)C54—C55—C56109.4 (5)
C4—C9—C10114.1 (4)C54—C55—Ca275.2 (3)
C11—C10—C9122.4 (5)C56—C55—Ca275.5 (3)
C11—C10—H10A118.8C54—C55—H55A124.8
C9—C10—H10A118.8C56—C55—H55A124.8
C10—C11—C12126.5 (5)Ca2—C55—H55A124.8
C10—C11—H11A116.8C55—C56—C52108.2 (4)
C12—C11—H11A116.8C55—C56—Ca274.3 (3)
C11—C12—C3110.7 (4)C52—C56—Ca275.8 (3)
C11—C12—C13109.9 (4)C55—C56—H56A125.4
C3—C12—C13112.6 (4)C52—C56—H56A125.4
C11—C12—H12A107.8Ca2—C56—H56A125.4
C3—C12—H12A107.8O3—C57—C58107.6 (5)
C13—C12—H12A107.8O3—C57—H57A110.2
C22—C13—C14110.4 (4)C58—C57—H57A110.2
C22—C13—C12112.5 (4)O3—C57—H57B110.2
C14—C13—C12110.0 (4)C58—C57—H57B110.2
C22—C13—H13A107.9H57A—C57—H57B108.5
C14—C13—H13A107.9C57—C58—C59106.4 (5)
C12—C13—H13A107.9C57—C58—H58A110.5
C15—C14—C13126.3 (5)C59—C58—H58A110.5
C15—C14—H14A116.8C57—C58—H58B110.5
C13—C14—H14A116.8C59—C58—H58B110.5
C14—C15—C16121.3 (5)H58A—C58—H58B108.6
C14—C15—H15A119.3C60—C59—C58104.5 (4)
C16—C15—H15A119.3C60—C59—H59A110.9
C17—C16—C21116.7 (5)C58—C59—H59A110.9
C17—C16—C15127.4 (6)C60—C59—H59B110.9
C21—C16—C15115.9 (5)C58—C59—H59B110.9
C16—C17—C18120.6 (6)H59A—C59—H59B108.9
C16—C17—H17A119.7O3—C60—C59106.9 (4)
C18—C17—H17A119.7O3—C60—H60A110.3
C19—C18—C17123.0 (6)C59—C60—H60A110.3
C19—C18—H18A118.5O3—C60—H60B110.3
C17—C18—H18A118.5C59—C60—H60B110.3
C18—C19—C20117.7 (6)H60A—C60—H60B108.6
C18—C19—H19A121.1O4—C61—C62104.4 (4)
C20—C19—H19A121.1O4—C61—H61A110.9
C21—C20—C24107.1 (6)C62—C61—H61A110.9
C21—C20—C19118.0 (5)O4—C61—H61B110.9
C24—C20—C19135.0 (6)C62—C61—H61B110.9
C21—C20—Ca174.8 (3)H61A—C61—H61B108.9
C24—C20—Ca173.1 (3)C61—C62—C63103.0 (4)
C19—C20—Ca1118.0 (4)C61—C62—H62A111.2
C16—C21—C22125.4 (5)C63—C62—H62A111.2
C16—C21—C20124.1 (5)C61—C62—H62B111.2
C22—C21—C20110.5 (5)C63—C62—H62B111.2
C16—C21—Ca1117.8 (3)H62A—C62—H62B109.1
C22—C21—Ca174.8 (3)C62—C63—C64104.3 (4)
C20—C21—Ca175.4 (3)C62—C63—H63A110.9
C21—C22—C23105.2 (4)C64—C63—H63A110.9
C21—C22—C13120.5 (5)C62—C63—H63B110.9
C23—C22—C13134.3 (5)C64—C63—H63B110.9
C21—C22—Ca175.5 (3)H63A—C63—H63B108.9
C23—C22—Ca172.2 (3)O4—C64—C63106.9 (4)
C13—C22—Ca1116.1 (3)O4—C64—H64A110.3
C24—C23—C22110.7 (5)C63—C64—H64A110.3
C24—C23—Ca176.3 (3)O4—C64—H64B110.3
C22—C23—Ca177.6 (3)C63—C64—H64B110.3
C24—C23—H23A124.0H64A—C64—H64B108.6
O2—Ca1—O1—C2833.6 (4)C21—Ca1—C23—C2237.8 (3)
C23—Ca1—O1—C28166.4 (4)C20—Ca1—C23—C2277.5 (3)
C4—Ca1—O1—C2898.8 (4)C22—C23—C24—C200.5 (6)
C3—Ca1—O1—C28109.2 (4)Ca1—C23—C24—C2070.3 (4)
C24—Ca1—O1—C28136.8 (4)C22—C23—C24—Ca170.8 (3)
C2—Ca1—O1—C2877.0 (4)C21—C20—C24—C230.2 (6)
C1—Ca1—O1—C2853.1 (4)C19—C20—C24—C23179.2 (6)
C22—Ca1—O1—C28172.8 (3)Ca1—C20—C24—C2367.9 (3)
C5—Ca1—O1—C2868.7 (4)C21—C20—C24—Ca167.7 (4)
C21—Ca1—O1—C28138.8 (4)C19—C20—C24—Ca1113.0 (7)
C20—Ca1—O1—C28119.2 (4)O1—Ca1—C24—C23102.9 (3)
O2—Ca1—O1—C25146.0 (4)O2—Ca1—C24—C23170.7 (3)
C23—Ca1—O1—C2513.2 (4)C4—Ca1—C24—C2316.3 (4)
C4—Ca1—O1—C2581.6 (4)C3—Ca1—C24—C2316.3 (4)
C3—Ca1—O1—C2571.3 (4)C2—Ca1—C24—C2346.4 (4)
C24—Ca1—O1—C2542.7 (4)C1—Ca1—C24—C2348.0 (7)
C2—Ca1—O1—C25103.4 (4)C22—Ca1—C24—C2336.2 (3)
C1—Ca1—O1—C25127.3 (4)C5—Ca1—C24—C2332.4 (6)
C22—Ca1—O1—C256.7 (5)C21—Ca1—C24—C2375.2 (3)
C5—Ca1—O1—C25111.8 (4)C20—Ca1—C24—C23112.1 (5)
C21—Ca1—O1—C2540.7 (5)O1—Ca1—C24—C20145.1 (4)
C20—Ca1—O1—C2560.3 (5)O2—Ca1—C24—C2058.6 (4)
O1—Ca1—O2—C32141.7 (5)C23—Ca1—C24—C20112.1 (5)
C23—Ca1—O2—C32128.6 (5)C4—Ca1—C24—C20128.3 (4)
C4—Ca1—O2—C3252.8 (6)C3—Ca1—C24—C2095.7 (4)
C3—Ca1—O2—C3210.6 (6)C2—Ca1—C24—C2065.7 (4)
C24—Ca1—O2—C32135.0 (5)C1—Ca1—C24—C2064.1 (7)
C2—Ca1—O2—C324.3 (6)C22—Ca1—C24—C2075.9 (4)
C1—Ca1—O2—C3229.0 (5)C5—Ca1—C24—C20144.4 (4)
C22—Ca1—O2—C3287.3 (5)C21—Ca1—C24—C2036.9 (3)
C5—Ca1—O2—C3255.5 (5)C28—O1—C25—C2640.5 (5)
C21—Ca1—O2—C3284.3 (5)Ca1—O1—C25—C26139.1 (4)
C20—Ca1—O2—C32109.6 (5)O1—C25—C26—C2722.5 (6)
O1—Ca1—O2—C2941.7 (4)C25—C26—C27—C282.9 (6)
C23—Ca1—O2—C2948.0 (5)C25—O1—C28—C2742.4 (5)
C4—Ca1—O2—C29130.6 (4)Ca1—O1—C28—C27137.2 (4)
C3—Ca1—O2—C29172.8 (4)C26—C27—C28—O127.3 (6)
C24—Ca1—O2—C2941.6 (4)C32—O2—C29—C3034.7 (6)
C2—Ca1—O2—C29179.1 (4)Ca1—O2—C29—C30142.4 (4)
C1—Ca1—O2—C29154.4 (4)O2—C29—C30—C3125.4 (6)
C22—Ca1—O2—C2989.3 (4)C29—C30—C31—C327.8 (7)
C5—Ca1—O2—C29127.9 (4)C29—O2—C32—C3130.3 (7)
C21—Ca1—O2—C2992.2 (4)Ca1—O2—C32—C31146.9 (4)
C20—Ca1—O2—C2967.0 (4)C30—C31—C32—O213.5 (8)
O4—Ca2—O3—C6040.6 (4)O4—Ca2—C33—C34104.0 (3)
C33—Ca2—O3—C6042.1 (4)O3—Ca2—C33—C34170.2 (3)
C34—Ca2—O3—C6048.9 (5)C53—Ca2—C33—C3415.6 (4)
C53—Ca2—O3—C60131.2 (4)C55—Ca2—C33—C3446.4 (4)
C55—Ca2—O3—C60178.8 (4)C54—Ca2—C33—C3416.7 (4)
C54—Ca2—O3—C60173.0 (4)C56—Ca2—C33—C3446.7 (6)
C56—Ca2—O3—C60154.0 (4)C35—Ca2—C33—C3436.5 (3)
C35—Ca2—O3—C6090.1 (4)C52—Ca2—C33—C3431.8 (6)
C52—Ca2—O3—C60127.6 (4)C36—Ca2—C33—C3475.8 (4)
C36—Ca2—O3—C6092.9 (4)C37—Ca2—C33—C34113.9 (5)
C37—Ca2—O3—C6067.0 (4)O4—Ca2—C33—C37142.1 (4)
O4—Ca2—O3—C57147.3 (5)O3—Ca2—C33—C3756.3 (4)
C33—Ca2—O3—C57130.0 (5)C34—Ca2—C33—C37113.9 (5)
C34—Ca2—O3—C57123.2 (5)C53—Ca2—C33—C37129.5 (3)
C53—Ca2—O3—C5756.7 (6)C55—Ca2—C33—C3767.5 (4)
C55—Ca2—O3—C579.1 (5)C54—Ca2—C33—C3797.2 (4)
C54—Ca2—O3—C5714.9 (6)C56—Ca2—C33—C3767.2 (7)
C56—Ca2—O3—C5733.9 (5)C35—Ca2—C33—C3777.4 (4)
C35—Ca2—O3—C5782.0 (5)C52—Ca2—C33—C37145.7 (4)
C52—Ca2—O3—C5760.4 (5)C36—Ca2—C33—C3738.1 (3)
C36—Ca2—O3—C5779.2 (5)C37—C33—C34—C351.4 (6)
C37—Ca2—O3—C57105.1 (5)Ca2—C33—C34—C3569.7 (3)
O3—Ca2—O4—C64143.9 (4)C37—C33—C34—Ca271.1 (4)
C33—Ca2—O4—C6440.1 (4)O4—Ca2—C34—C3374.6 (3)
C34—Ca2—O4—C6410.8 (4)O3—Ca2—C34—C3313.1 (4)
C53—Ca2—O4—C6483.4 (4)C53—Ca2—C34—C33167.0 (3)
C55—Ca2—O4—C64106.5 (4)C55—Ca2—C34—C33144.8 (3)
C54—Ca2—O4—C6473.6 (4)C54—Ca2—C34—C33164.7 (3)
C56—Ca2—O4—C64129.7 (4)C56—Ca2—C34—C33160.2 (3)
C35—Ca2—O4—C645.3 (5)C35—Ca2—C34—C33114.6 (5)
C52—Ca2—O4—C64113.5 (4)C52—Ca2—C34—C33162.7 (3)
C36—Ca2—O4—C6439.9 (5)C36—Ca2—C34—C3377.2 (4)
C37—Ca2—O4—C6459.1 (4)C37—Ca2—C34—C3337.0 (3)
O3—Ca2—O4—C6138.4 (4)O4—Ca2—C34—C35170.7 (3)
C33—Ca2—O4—C61142.2 (4)O3—Ca2—C34—C35101.5 (3)
C34—Ca2—O4—C61171.5 (4)C33—Ca2—C34—C35114.6 (5)
C53—Ca2—O4—C6194.3 (4)C53—Ca2—C34—C3578.4 (3)
C55—Ca2—O4—C6171.2 (4)C55—Ca2—C34—C3530.1 (3)
C54—Ca2—O4—C61104.1 (4)C54—Ca2—C34—C3550.1 (3)
C56—Ca2—O4—C6148.0 (4)C56—Ca2—C34—C3545.6 (4)
C35—Ca2—O4—C61176.9 (3)C52—Ca2—C34—C3582.7 (3)
C52—Ca2—O4—C6164.3 (4)C36—Ca2—C34—C3537.4 (3)
C36—Ca2—O4—C61142.3 (3)C37—Ca2—C34—C3577.6 (3)
C37—Ca2—O4—C61123.2 (4)C33—C34—C35—C360.8 (5)
O1—Ca1—C1—C532.4 (3)Ca2—C34—C35—C3669.1 (3)
O2—Ca1—C1—C5119.2 (3)C33—C34—C35—C44178.4 (5)
C23—Ca1—C1—C584.0 (3)Ca2—C34—C35—C44110.1 (5)
C4—Ca1—C1—C537.8 (3)C33—C34—C35—Ca268.2 (3)
C3—Ca1—C1—C577.5 (3)O4—Ca2—C35—C36123.3 (3)
C24—Ca1—C1—C5116.0 (5)O3—Ca2—C35—C365.5 (4)
C2—Ca1—C1—C5113.6 (4)C33—Ca2—C35—C3675.8 (3)
C22—Ca1—C1—C5106.3 (3)C34—Ca2—C35—C36112.5 (4)
C21—Ca1—C1—C5138.2 (3)C53—Ca2—C35—C36145.4 (3)
C20—Ca1—C1—C5158.6 (3)C55—Ca2—C35—C3696.6 (3)
O1—Ca1—C1—C2146.0 (3)C54—Ca2—C35—C36124.1 (3)
O2—Ca1—C1—C2127.2 (3)C56—Ca2—C35—C36100.6 (3)
C23—Ca1—C1—C229.6 (4)C52—Ca2—C35—C36133.0 (3)
C4—Ca1—C1—C275.8 (3)C37—Ca2—C35—C3636.0 (3)
C3—Ca1—C1—C236.1 (3)O4—Ca2—C35—C3410.8 (3)
C24—Ca1—C1—C22.4 (7)O3—Ca2—C35—C34106.9 (3)
C22—Ca1—C1—C27.3 (3)C33—Ca2—C35—C3436.7 (3)
C5—Ca1—C1—C2113.6 (4)C53—Ca2—C35—C34102.1 (3)
C21—Ca1—C1—C224.6 (3)C55—Ca2—C35—C34150.9 (3)
C20—Ca1—C1—C245.0 (4)C54—Ca2—C35—C34123.5 (3)
C5—C1—C2—C31.4 (5)C56—Ca2—C35—C34146.9 (3)
Ca1—C1—C2—C367.5 (3)C52—Ca2—C35—C34114.5 (3)
C5—C1—C2—Ca168.9 (3)C36—Ca2—C35—C34112.5 (4)
O1—Ca1—C2—C367.5 (3)C37—Ca2—C35—C3476.4 (3)
O2—Ca1—C2—C3171.2 (3)O4—Ca2—C35—C44120.1 (3)
C23—Ca1—C2—C343.1 (3)O3—Ca2—C35—C44122.1 (3)
C4—Ca1—C2—C338.1 (3)C33—Ca2—C35—C44167.6 (4)
C24—Ca1—C2—C365.6 (4)C34—Ca2—C35—C44131.0 (5)
C1—Ca1—C2—C3115.4 (4)C53—Ca2—C35—C4428.8 (3)
C22—Ca1—C2—C357.6 (3)C55—Ca2—C35—C4420.0 (3)
C5—Ca1—C2—C378.5 (3)C54—Ca2—C35—C447.5 (3)
C21—Ca1—C2—C387.1 (3)C56—Ca2—C35—C4416.0 (4)
C20—Ca1—C2—C395.6 (3)C52—Ca2—C35—C4416.4 (4)
O1—Ca1—C2—C147.9 (4)C36—Ca2—C35—C44116.6 (5)
O2—Ca1—C2—C155.8 (3)C37—Ca2—C35—C44152.6 (4)
C23—Ca1—C2—C1158.5 (3)C34—C35—C36—C41178.9 (5)
C4—Ca1—C2—C177.3 (3)C44—C35—C36—C411.8 (7)
C3—Ca1—C2—C1115.4 (4)Ca2—C35—C36—C41114.0 (5)
C24—Ca1—C2—C1179.0 (3)C34—C35—C36—C370.0 (5)
C22—Ca1—C2—C1173.1 (3)C44—C35—C36—C37179.3 (4)
C5—Ca1—C2—C136.9 (3)Ca2—C35—C36—C3767.1 (3)
C21—Ca1—C2—C1157.4 (3)C34—C35—C36—Ca267.1 (3)
C20—Ca1—C2—C1149.0 (3)C44—C35—C36—Ca2112.3 (4)
C1—C2—C3—C40.8 (5)O4—Ca2—C36—C3578.1 (4)
Ca1—C2—C3—C468.7 (3)O3—Ca2—C36—C35175.8 (3)
C1—C2—C3—C12178.5 (5)C33—Ca2—C36—C3578.3 (3)
Ca1—C2—C3—C12110.6 (5)C34—Ca2—C36—C3537.9 (3)
C1—C2—C3—Ca167.9 (3)C53—Ca2—C36—C3537.7 (3)
O1—Ca1—C3—C420.9 (3)C55—Ca2—C36—C3579.7 (3)
O2—Ca1—C3—C499.5 (3)C54—Ca2—C36—C3549.6 (3)
C23—Ca1—C3—C4109.3 (3)C56—Ca2—C36—C3591.6 (3)
C24—Ca1—C3—C4117.5 (3)C52—Ca2—C36—C3564.2 (4)
C2—Ca1—C3—C4111.6 (4)C37—Ca2—C36—C35116.3 (5)
C1—Ca1—C3—C475.4 (3)O4—Ca2—C36—C41158.4 (4)
C22—Ca1—C3—C4134.1 (3)O3—Ca2—C36—C4160.7 (4)
C5—Ca1—C3—C436.2 (3)C33—Ca2—C36—C41158.2 (5)
C21—Ca1—C3—C4158.2 (3)C34—Ca2—C36—C41161.5 (5)
C20—Ca1—C3—C4150.4 (3)C53—Ca2—C36—C4185.8 (4)
O1—Ca1—C3—C2132.6 (3)C55—Ca2—C36—C4143.9 (4)
O2—Ca1—C3—C212.1 (4)C54—Ca2—C36—C4174.0 (4)
C23—Ca1—C3—C2139.1 (3)C56—Ca2—C36—C4132.0 (5)
C4—Ca1—C3—C2111.6 (4)C35—Ca2—C36—C41123.6 (6)
C24—Ca1—C3—C2130.9 (3)C52—Ca2—C36—C4159.3 (5)
C1—Ca1—C3—C236.3 (3)C37—Ca2—C36—C41120.1 (6)
C22—Ca1—C3—C2114.2 (3)O4—Ca2—C36—C3738.2 (4)
C5—Ca1—C3—C275.4 (3)O3—Ca2—C36—C3759.5 (3)
C21—Ca1—C3—C290.1 (3)C33—Ca2—C36—C3738.0 (3)
C20—Ca1—C3—C298.0 (3)C34—Ca2—C36—C3778.4 (4)
O1—Ca1—C3—C1295.0 (4)C53—Ca2—C36—C37154.0 (3)
O2—Ca1—C3—C12144.5 (4)C55—Ca2—C36—C37164.0 (3)
C23—Ca1—C3—C126.7 (4)C54—Ca2—C36—C37165.9 (3)
C4—Ca1—C3—C12116.0 (5)C56—Ca2—C36—C37152.1 (3)
C24—Ca1—C3—C121.5 (4)C35—Ca2—C36—C37116.3 (5)
C2—Ca1—C3—C12132.4 (5)C52—Ca2—C36—C37179.4 (3)
C1—Ca1—C3—C12168.7 (4)C34—C33—C37—C38178.1 (6)
C22—Ca1—C3—C1218.2 (4)Ca2—C33—C37—C38112.7 (7)
C5—Ca1—C3—C12152.2 (4)C34—C33—C37—C361.3 (6)
C21—Ca1—C3—C1242.3 (4)Ca2—C33—C37—C3668.0 (3)
C20—Ca1—C3—C1234.4 (4)C34—C33—C37—Ca269.3 (4)
C2—C3—C4—C9177.6 (4)C35—C36—C37—C38178.8 (4)
C12—C3—C4—C91.8 (7)C41—C36—C37—C380.2 (7)
Ca1—C3—C4—C9108.5 (4)Ca2—C36—C37—C38114.5 (4)
C2—C3—C4—C50.0 (5)C35—C36—C37—C330.8 (5)
C12—C3—C4—C5179.5 (4)C41—C36—C37—C33179.7 (4)
Ca1—C3—C4—C569.2 (3)Ca2—C36—C37—C3366.0 (3)
C2—C3—C4—Ca169.2 (3)C35—C36—C37—Ca266.7 (3)
C12—C3—C4—Ca1110.3 (4)C41—C36—C37—Ca2114.3 (5)
O1—Ca1—C4—C3161.8 (3)O4—Ca2—C37—C3897.1 (5)
O2—Ca1—C4—C3110.4 (3)O3—Ca2—C37—C3811.1 (5)
C23—Ca1—C4—C370.5 (3)C33—Ca2—C37—C38136.9 (7)
C24—Ca1—C4—C378.7 (3)C34—Ca2—C37—C38173.9 (6)
C2—Ca1—C4—C338.2 (3)C53—Ca2—C37—C38148.7 (4)
C1—Ca1—C4—C378.5 (3)C55—Ca2—C37—C3893.7 (5)
C22—Ca1—C4—C341.0 (3)C54—Ca2—C37—C38126.6 (5)
C5—Ca1—C4—C3115.7 (4)C56—Ca2—C37—C3870.7 (6)
C21—Ca1—C4—C323.6 (3)C35—Ca2—C37—C38146.5 (6)
C20—Ca1—C4—C342.7 (4)C52—Ca2—C37—C38109.8 (7)
O1—Ca1—C4—C938.0 (3)C36—Ca2—C37—C38111.2 (6)
O2—Ca1—C4—C9125.7 (3)O4—Ca2—C37—C3339.8 (4)
C23—Ca1—C4—C953.3 (4)O3—Ca2—C37—C33125.8 (4)
C3—Ca1—C4—C9123.8 (5)C34—Ca2—C37—C3337.0 (3)
C24—Ca1—C4—C945.1 (4)C53—Ca2—C37—C3374.4 (4)
C2—Ca1—C4—C9162.0 (4)C55—Ca2—C37—C33129.4 (4)
C1—Ca1—C4—C9157.7 (4)C54—Ca2—C37—C3396.5 (4)
C22—Ca1—C4—C982.8 (3)C56—Ca2—C37—C33152.4 (3)
C5—Ca1—C4—C9120.5 (5)C35—Ca2—C37—C3376.6 (4)
C21—Ca1—C4—C9100.3 (4)C52—Ca2—C37—C33113.3 (6)
C20—Ca1—C4—C981.1 (4)C36—Ca2—C37—C33111.9 (5)
O1—Ca1—C4—C582.5 (3)O4—Ca2—C37—C36151.7 (3)
O2—Ca1—C4—C55.3 (3)O3—Ca2—C37—C36122.4 (3)
C23—Ca1—C4—C5173.7 (3)C33—Ca2—C37—C36111.9 (5)
C3—Ca1—C4—C5115.7 (4)C34—Ca2—C37—C3674.9 (3)
C24—Ca1—C4—C5165.6 (3)C53—Ca2—C37—C3637.5 (4)
C2—Ca1—C4—C577.5 (3)C55—Ca2—C37—C3617.6 (4)
C1—Ca1—C4—C537.2 (3)C54—Ca2—C37—C3615.4 (4)
C22—Ca1—C4—C5156.8 (3)C56—Ca2—C37—C3640.5 (4)
C21—Ca1—C4—C5139.3 (3)C35—Ca2—C37—C3635.3 (3)
C20—Ca1—C4—C5158.4 (3)C52—Ca2—C37—C361.4 (8)
C2—C1—C5—C6179.3 (5)C33—C37—C38—C39179.0 (6)
Ca1—C1—C5—C6112.6 (6)C36—C37—C38—C390.2 (8)
C2—C1—C5—C41.4 (5)Ca2—C37—C38—C3986.1 (6)
Ca1—C1—C5—C466.6 (3)C37—C38—C39—C401.3 (9)
C2—C1—C5—Ca168.0 (3)C38—C39—C40—C411.9 (9)
C3—C4—C5—C10.9 (5)C39—C40—C41—C361.4 (8)
C9—C4—C5—C1176.9 (4)C39—C40—C41—C42175.4 (5)
Ca1—C4—C5—C167.5 (3)C35—C36—C41—C40179.1 (5)
C3—C4—C5—C6179.7 (4)C37—C36—C41—C400.4 (7)
C9—C4—C5—C62.6 (6)Ca2—C36—C41—C4089.7 (5)
Ca1—C4—C5—C6111.9 (4)C35—C36—C41—C422.0 (7)
C3—C4—C5—Ca168.4 (3)C37—C36—C41—C42176.8 (4)
C9—C4—C5—Ca1109.4 (4)Ca2—C36—C41—C4293.1 (5)
O1—Ca1—C5—C1150.3 (3)C40—C41—C42—C43178.0 (5)
O2—Ca1—C5—C163.1 (3)C36—C41—C42—C431.2 (7)
C23—Ca1—C5—C1120.5 (3)C41—C42—C43—C443.5 (8)
C4—Ca1—C5—C1112.9 (4)C36—C35—C44—C435.5 (6)
C3—Ca1—C5—C177.0 (3)C34—C35—C44—C43175.3 (5)
C24—Ca1—C5—C1139.8 (4)Ca2—C35—C44—C4393.6 (4)
C2—Ca1—C5—C137.3 (3)C36—C35—C44—C45118.4 (5)
C22—Ca1—C5—C186.8 (3)C34—C35—C44—C4560.7 (7)
C21—Ca1—C5—C157.1 (3)Ca2—C35—C44—C4530.3 (5)
C20—Ca1—C5—C155.9 (6)C42—C43—C44—C356.7 (7)
O1—Ca1—C5—C615.7 (4)C42—C43—C44—C45119.5 (6)
O2—Ca1—C5—C671.4 (4)C35—C44—C45—C4678.1 (5)
C23—Ca1—C5—C6104.9 (4)C43—C44—C45—C46157.5 (4)
C4—Ca1—C5—C6112.5 (5)C35—C44—C45—C5446.0 (6)
C3—Ca1—C5—C6148.4 (5)C43—C44—C45—C5478.4 (6)
C24—Ca1—C5—C685.6 (5)C54—C45—C46—C470.2 (8)
C2—Ca1—C5—C6171.9 (5)C44—C45—C46—C47125.8 (6)
C1—Ca1—C5—C6134.6 (5)C45—C46—C47—C480.9 (9)
C22—Ca1—C5—C6138.6 (4)C46—C47—C48—C49178.5 (5)
C21—Ca1—C5—C6168.3 (4)C46—C47—C48—C530.9 (7)
C20—Ca1—C5—C6169.5 (5)C53—C48—C49—C501.4 (7)
O1—Ca1—C5—C496.8 (3)C47—C48—C49—C50179.3 (5)
O2—Ca1—C5—C4176.0 (3)C48—C49—C50—C510.4 (8)
C23—Ca1—C5—C47.6 (3)C49—C50—C51—C520.2 (8)
C3—Ca1—C5—C435.9 (3)C50—C51—C52—C56179.1 (5)
C24—Ca1—C5—C426.9 (5)C50—C51—C52—C530.3 (7)
C2—Ca1—C5—C475.5 (3)C50—C51—C52—Ca283.8 (5)
C1—Ca1—C5—C4112.9 (4)O4—Ca2—C52—C56149.3 (3)
C22—Ca1—C5—C426.0 (3)O3—Ca2—C52—C5662.5 (3)
C21—Ca1—C5—C455.8 (3)C33—Ca2—C52—C56139.4 (4)
C20—Ca1—C5—C456.9 (6)C34—Ca2—C52—C56120.7 (3)
C1—C5—C6—C7179.1 (6)C53—Ca2—C52—C56112.2 (4)
C4—C5—C6—C70.1 (7)C55—Ca2—C52—C5637.0 (3)
Ca1—C5—C6—C783.8 (5)C54—Ca2—C52—C5676.5 (3)
C5—C6—C7—C81.8 (8)C35—Ca2—C52—C5687.1 (3)
C6—C7—C8—C91.4 (8)C36—Ca2—C52—C5657.3 (3)
C7—C8—C9—C41.0 (7)C37—Ca2—C52—C5656.3 (7)
C7—C8—C9—C10178.6 (5)O4—Ca2—C52—C5114.0 (4)
C3—C4—C9—C8179.6 (4)O3—Ca2—C52—C5172.8 (4)
C5—C4—C9—C83.0 (7)C33—Ca2—C52—C5185.3 (5)
Ca1—C4—C9—C891.7 (4)C34—Ca2—C52—C51104.0 (4)
C3—C4—C9—C100.8 (7)C53—Ca2—C52—C51112.5 (5)
C5—C4—C9—C10176.6 (4)C55—Ca2—C52—C51172.3 (5)
Ca1—C4—C9—C1087.9 (4)C54—Ca2—C52—C51148.2 (5)
C8—C9—C10—C11179.6 (5)C56—Ca2—C52—C51135.3 (5)
C4—C9—C10—C110.8 (7)C35—Ca2—C52—C51137.6 (4)
C9—C10—C11—C121.9 (9)C36—Ca2—C52—C51167.4 (3)
C10—C11—C12—C34.1 (8)C37—Ca2—C52—C51168.4 (6)
C10—C11—C12—C13129.0 (6)O4—Ca2—C52—C5398.6 (3)
C4—C3—C12—C113.8 (6)O3—Ca2—C52—C53174.6 (3)
C2—C3—C12—C11175.4 (5)C33—Ca2—C52—C5327.3 (5)
Ca1—C3—C12—C1182.0 (5)C34—Ca2—C52—C538.5 (3)
C4—C3—C12—C13127.3 (5)C55—Ca2—C52—C5375.2 (3)
C2—C3—C12—C1352.0 (7)C54—Ca2—C52—C5335.7 (3)
Ca1—C3—C12—C1341.4 (5)C56—Ca2—C52—C53112.2 (4)
C11—C12—C13—C2275.7 (6)C35—Ca2—C52—C5325.1 (3)
C3—C12—C13—C2248.2 (6)C36—Ca2—C52—C5354.9 (4)
C11—C12—C13—C14160.8 (4)C37—Ca2—C52—C5355.8 (7)
C3—C12—C13—C1475.4 (5)C49—C48—C53—C54179.2 (4)
C22—C13—C14—C154.4 (6)C47—C48—C53—C540.3 (7)
C12—C13—C14—C15120.3 (5)C49—C48—C53—C521.9 (7)
C13—C14—C15—C161.6 (8)C47—C48—C53—C52178.7 (4)
C14—C15—C16—C17178.3 (5)C49—C48—C53—Ca291.0 (5)
C14—C15—C16—C211.6 (7)C47—C48—C53—Ca289.6 (4)
C21—C16—C17—C180.0 (8)C56—C52—C53—C540.9 (5)
C15—C16—C17—C18176.6 (5)C51—C52—C53—C54179.6 (4)
C16—C17—C18—C190.3 (10)Ca2—C52—C53—C5468.5 (3)
C17—C18—C19—C200.4 (9)C56—C52—C53—C48178.2 (4)
C18—C19—C20—C210.3 (8)C51—C52—C53—C481.3 (7)
C18—C19—C20—C24179.6 (6)Ca2—C52—C53—C48110.6 (4)
C18—C19—C20—Ca186.6 (6)C56—C52—C53—Ca267.6 (3)
O1—Ca1—C20—C21150.5 (3)C51—C52—C53—Ca2112.0 (4)
O2—Ca1—C20—C21122.8 (3)O4—Ca2—C53—C54162.9 (3)
C23—Ca1—C20—C2175.5 (3)O3—Ca2—C53—C54108.5 (3)
C4—Ca1—C20—C2137.6 (4)C33—Ca2—C53—C5479.2 (3)
C3—Ca1—C20—C2115.9 (4)C34—Ca2—C53—C5471.4 (3)
C24—Ca1—C20—C21113.6 (5)C55—Ca2—C53—C5437.8 (3)
C2—Ca1—C20—C2117.2 (4)C56—Ca2—C53—C5477.9 (3)
C1—Ca1—C20—C2140.2 (4)C35—Ca2—C53—C5441.9 (3)
C22—Ca1—C20—C2135.4 (3)C52—Ca2—C53—C54115.6 (4)
C5—Ca1—C20—C211.7 (7)C36—Ca2—C53—C5424.2 (3)
O1—Ca1—C20—C2436.9 (4)C37—Ca2—C53—C5443.5 (4)
O2—Ca1—C20—C24123.5 (4)O4—Ca2—C53—C4838.4 (4)
C23—Ca1—C20—C2438.2 (3)O3—Ca2—C53—C48127.0 (3)
C4—Ca1—C20—C2476.0 (4)C33—Ca2—C53—C4845.3 (4)
C3—Ca1—C20—C2497.8 (4)C34—Ca2—C53—C4853.1 (4)
C2—Ca1—C20—C24130.8 (4)C55—Ca2—C53—C48162.3 (4)
C1—Ca1—C20—C24153.8 (3)C54—Ca2—C53—C48124.5 (5)
C22—Ca1—C20—C2478.2 (4)C56—Ca2—C53—C48157.6 (4)
C5—Ca1—C20—C24115.3 (6)C35—Ca2—C53—C4882.6 (4)
C21—Ca1—C20—C24113.6 (5)C52—Ca2—C53—C48119.8 (5)
O1—Ca1—C20—C1995.5 (5)C36—Ca2—C53—C48100.4 (4)
O2—Ca1—C20—C198.9 (5)C37—Ca2—C53—C4881.0 (4)
C23—Ca1—C20—C19170.6 (6)O4—Ca2—C53—C5281.4 (3)
C4—Ca1—C20—C19151.6 (4)O3—Ca2—C53—C527.1 (4)
C3—Ca1—C20—C19129.8 (5)C33—Ca2—C53—C52165.1 (3)
C24—Ca1—C20—C19132.5 (7)C34—Ca2—C53—C52173.0 (3)
C2—Ca1—C20—C1996.8 (5)C55—Ca2—C53—C5277.8 (3)
C1—Ca1—C20—C1973.8 (6)C54—Ca2—C53—C52115.6 (4)
C22—Ca1—C20—C19149.4 (6)C56—Ca2—C53—C5237.7 (3)
C5—Ca1—C20—C19112.2 (6)C35—Ca2—C53—C52157.5 (3)
C21—Ca1—C20—C19113.9 (6)C36—Ca2—C53—C52139.8 (3)
C17—C16—C21—C22178.7 (5)C37—Ca2—C53—C52159.2 (3)
C15—C16—C21—C221.7 (7)C48—C53—C54—C55178.5 (5)
C17—C16—C21—C200.2 (7)C52—C53—C54—C550.5 (5)
C15—C16—C21—C20176.8 (5)Ca2—C53—C54—C5568.6 (3)
C17—C16—C21—Ca190.6 (5)C48—C53—C54—C450.4 (7)
C15—C16—C21—Ca192.4 (5)C52—C53—C54—C45179.4 (4)
C24—C20—C21—C16179.5 (5)Ca2—C53—C54—C45110.4 (4)
C19—C20—C21—C160.0 (7)C48—C53—C54—Ca2110.0 (5)
Ca1—C20—C21—C16114.0 (5)C52—C53—C54—Ca269.1 (3)
C24—C20—C21—C220.8 (6)C46—C45—C54—C530.4 (6)
C19—C20—C21—C22178.7 (4)C44—C45—C54—C53125.2 (5)
Ca1—C20—C21—C2267.3 (3)C46—C45—C54—C55178.1 (5)
C24—C20—C21—Ca166.5 (4)C44—C45—C54—C5553.4 (8)
C19—C20—C21—Ca1114.0 (5)C46—C45—C54—Ca285.9 (4)
O1—Ca1—C21—C16161.1 (4)C44—C45—C54—Ca238.9 (6)
O2—Ca1—C21—C1662.0 (4)O4—Ca2—C54—C5319.9 (3)
C23—Ca1—C21—C16160.9 (5)O3—Ca2—C54—C53101.0 (3)
C4—Ca1—C21—C1685.0 (4)C33—Ca2—C54—C53116.6 (3)
C3—Ca1—C21—C1673.4 (4)C34—Ca2—C54—C53108.3 (3)
C24—Ca1—C21—C16158.4 (5)C55—Ca2—C54—C53112.4 (4)
C2—Ca1—C21—C1643.1 (4)C56—Ca2—C54—C5375.9 (3)
C1—Ca1—C21—C1630.9 (4)C35—Ca2—C54—C53133.2 (3)
C22—Ca1—C21—C16122.4 (6)C52—Ca2—C54—C5336.4 (3)
C5—Ca1—C21—C1658.1 (5)C36—Ca2—C54—C53157.6 (3)
C20—Ca1—C21—C16121.2 (5)C37—Ca2—C54—C53149.8 (3)
O1—Ca1—C21—C2276.5 (4)O4—Ca2—C54—C55132.3 (3)
O2—Ca1—C21—C22175.6 (3)O3—Ca2—C54—C5511.3 (4)
C23—Ca1—C21—C2238.5 (3)C33—Ca2—C54—C55131.0 (3)
C4—Ca1—C21—C2237.4 (3)C34—Ca2—C54—C55139.4 (3)
C3—Ca1—C21—C2249.0 (3)C53—Ca2—C54—C55112.4 (4)
C24—Ca1—C21—C2279.1 (3)C56—Ca2—C54—C5536.4 (3)
C2—Ca1—C21—C2279.3 (3)C35—Ca2—C54—C55114.5 (3)
C1—Ca1—C21—C2291.5 (3)C52—Ca2—C54—C5576.0 (3)
C5—Ca1—C21—C2264.3 (4)C36—Ca2—C54—C5590.1 (3)
C20—Ca1—C21—C22116.4 (5)C37—Ca2—C54—C5597.8 (3)
O1—Ca1—C21—C2039.9 (4)O4—Ca2—C54—C4596.8 (4)
O2—Ca1—C21—C2059.2 (3)O3—Ca2—C54—C45142.3 (4)
C23—Ca1—C21—C2077.9 (4)C33—Ca2—C54—C450.1 (4)
C4—Ca1—C21—C20153.8 (3)C34—Ca2—C54—C458.4 (4)
C3—Ca1—C21—C20165.4 (3)C53—Ca2—C54—C45116.7 (5)
C24—Ca1—C21—C2037.2 (3)C55—Ca2—C54—C45130.9 (5)
C2—Ca1—C21—C20164.3 (3)C56—Ca2—C54—C45167.4 (5)
C1—Ca1—C21—C20152.1 (3)C35—Ca2—C54—C4516.5 (4)
C22—Ca1—C21—C20116.4 (5)C52—Ca2—C54—C45153.1 (5)
C5—Ca1—C21—C20179.3 (3)C36—Ca2—C54—C4540.9 (4)
C16—C21—C22—C23179.7 (5)C37—Ca2—C54—C4533.1 (4)
C20—C21—C22—C231.1 (5)C53—C54—C55—C560.1 (5)
Ca1—C21—C22—C2366.6 (3)C45—C54—C55—C56178.6 (5)
C16—C21—C22—C131.5 (7)Ca2—C54—C55—C5668.5 (3)
C20—C21—C22—C13179.8 (4)C53—C54—C55—Ca268.5 (3)
Ca1—C21—C22—C13112.1 (4)C45—C54—C55—Ca2110.2 (5)
C16—C21—C22—Ca1113.6 (5)O4—Ca2—C55—C5468.9 (4)
C20—C21—C22—Ca167.7 (4)O3—Ca2—C55—C54171.7 (3)
C14—C13—C22—C214.2 (6)C33—Ca2—C55—C5465.2 (4)
C12—C13—C22—C21119.1 (5)C34—Ca2—C55—C5442.7 (3)
C14—C13—C22—C23177.5 (5)C53—Ca2—C55—C5437.6 (3)
C12—C13—C22—C2359.2 (7)C56—Ca2—C55—C54115.0 (5)
C14—C13—C22—Ca192.2 (4)C35—Ca2—C55—C5457.5 (3)
C12—C13—C22—Ca131.1 (6)C52—Ca2—C55—C5478.0 (3)
O1—Ca1—C22—C21124.5 (3)C36—Ca2—C55—C5487.2 (3)
O2—Ca1—C22—C215.8 (4)C37—Ca2—C55—C5496.0 (3)
C23—Ca1—C22—C21111.5 (4)O4—Ca2—C55—C5646.1 (4)
C4—Ca1—C22—C21145.9 (3)O3—Ca2—C55—C5656.7 (3)
C3—Ca1—C22—C21124.7 (3)C33—Ca2—C55—C56179.8 (3)
C24—Ca1—C22—C2175.1 (3)C34—Ca2—C55—C56157.7 (3)
C2—Ca1—C22—C2197.0 (3)C53—Ca2—C55—C5677.4 (3)
C1—Ca1—C22—C21100.8 (3)C54—Ca2—C55—C56115.0 (5)
C5—Ca1—C22—C21133.0 (3)C35—Ca2—C55—C56172.5 (3)
C20—Ca1—C22—C2135.6 (3)C52—Ca2—C55—C5637.0 (3)
O1—Ca1—C22—C2313.0 (4)C36—Ca2—C55—C56157.8 (3)
O2—Ca1—C22—C23105.7 (3)C37—Ca2—C55—C56149.0 (3)
C4—Ca1—C22—C23102.6 (3)C54—C55—C56—C520.6 (5)
C3—Ca1—C22—C23123.8 (3)Ca2—C55—C56—C5268.9 (3)
C24—Ca1—C22—C2336.4 (3)C54—C55—C56—Ca268.3 (3)
C2—Ca1—C22—C23151.5 (3)C51—C52—C56—C55179.7 (5)
C1—Ca1—C22—C23147.7 (3)C53—C52—C56—C550.9 (5)
C5—Ca1—C22—C23115.5 (3)Ca2—C52—C56—C5567.9 (3)
C21—Ca1—C22—C23111.5 (4)C51—C52—C56—Ca2112.4 (6)
C20—Ca1—C22—C2375.9 (3)C53—C52—C56—Ca267.0 (3)
O1—Ca1—C22—C13118.4 (4)O4—Ca2—C56—C55147.6 (3)
O2—Ca1—C22—C13123.0 (4)O3—Ca2—C56—C55126.2 (3)
C23—Ca1—C22—C13131.3 (6)C33—Ca2—C56—C550.4 (7)
C4—Ca1—C22—C1328.7 (4)C34—Ca2—C56—C5530.5 (4)
C3—Ca1—C22—C137.5 (4)C53—Ca2—C56—C5575.8 (3)
C24—Ca1—C22—C13167.7 (5)C54—Ca2—C56—C5536.3 (3)
C2—Ca1—C22—C1320.1 (4)C35—Ca2—C56—C557.9 (3)
C1—Ca1—C22—C1316.4 (4)C52—Ca2—C56—C55113.9 (4)
C5—Ca1—C22—C1315.8 (4)C36—Ca2—C56—C5524.1 (3)
C21—Ca1—C22—C13117.2 (5)C37—Ca2—C56—C5545.0 (4)
C20—Ca1—C22—C13152.8 (5)O4—Ca2—C56—C5233.8 (3)
C21—C22—C23—C240.9 (5)O3—Ca2—C56—C52119.9 (3)
C13—C22—C23—C24179.4 (4)C33—Ca2—C56—C52114.3 (5)
Ca1—C22—C23—C2469.9 (3)C34—Ca2—C56—C5283.4 (3)
C21—C22—C23—Ca169.0 (3)C53—Ca2—C56—C5238.1 (3)
C13—C22—C23—Ca1109.5 (5)C55—Ca2—C56—C52113.9 (4)
O1—Ca1—C23—C2475.8 (3)C54—Ca2—C56—C5277.6 (3)
O2—Ca1—C23—C2412.5 (4)C35—Ca2—C56—C52106.0 (3)
C4—Ca1—C23—C24166.6 (3)C36—Ca2—C56—C52138.0 (3)
C3—Ca1—C23—C24165.0 (3)C37—Ca2—C56—C52158.9 (3)
C2—Ca1—C23—C24144.9 (3)C60—O3—C57—C5823.0 (7)
C1—Ca1—C23—C24160.0 (3)Ca2—O3—C57—C58150.7 (4)
C22—Ca1—C23—C24115.3 (5)O3—C57—C58—C596.9 (8)
C5—Ca1—C23—C24162.7 (3)C57—C58—C59—C6011.1 (7)
C21—Ca1—C23—C2477.5 (4)C57—O3—C60—C5930.3 (6)
C20—Ca1—C23—C2437.7 (3)Ca2—O3—C60—C59142.9 (4)
O1—Ca1—C23—C22168.9 (3)C58—C59—C60—O325.5 (6)
O2—Ca1—C23—C22102.8 (3)C64—O4—C61—C6241.2 (5)
C4—Ca1—C23—C2278.2 (3)Ca2—O4—C61—C62140.6 (4)
C3—Ca1—C23—C2249.8 (3)O4—C61—C62—C6337.0 (5)
C24—Ca1—C23—C22115.3 (5)C61—C62—C63—C6419.1 (5)
C2—Ca1—C23—C2229.6 (3)C61—O4—C64—C6328.5 (5)
C1—Ca1—C23—C2244.7 (4)Ca2—O4—C64—C63153.4 (3)
C5—Ca1—C23—C2282.0 (3)C62—C63—C64—O45.1 (6)

Experimental details

Crystal data
Chemical formula[Ca(C24H12)(C4H8O)2]
Mr488.66
Crystal system, space groupOrthorhombic, Pca21
Temperature (K)203
a, b, c (Å)16.1497 (14), 8.6805 (7), 35.047 (3)
V3)4913.2 (7)
Z8
Radiation typeMo Kα
µ (mm1)0.28
Crystal size (mm)0.24 × 0.14 × 0.05
Data collection
DiffractometerSiemens SMART 1K
diffractometer
Absorption correctionEmpirical (using intensity measurements)
(SADABS; Sheldrick, 1999)
Tmin, Tmax0.935, 0.986
No. of measured, independent and
observed [I > 2σ(I)] reflections
36582, 8481, 5906
Rint0.074
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.054, 0.128, 1.01
No. of reflections8481
No. of parameters631
No. of restraints1
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.78, 0.22
Absolute structureFlack (1983)
Absolute structure parameter0.11 (5)

Computer programs: SMART (Bruker, 1998), SMART, SAINT-Plus (Bruker, 1999), XS in SHELXTL (Sheldrick, 1998), XL in SHELXTL, XP in SHELXTL, XCIF in SHELXTL.

Selected geometrical features of complexes similar to (1). top
(2)(3)(4)(5)(6)
Ca-Cp(cent)Å2.392.402.352.452.38
Ca-OÅ-2.382.422.342.39
Cp-Ca-Cp°119.1120.4119.9118.6121.3
Dihedral°61.161.363.066.259.6
Note: Average values given.
 

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