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A new calix­[4]-­crowned aza­crown ether, C51H59NO11S, consisting of four phenyl rings in a 1,3-alternate conformation was synthesized from the reaction of 25,27-bis(5-chloro-3-oxa­pentyl­oxy)­calix­[4]­crown-5 and p-toluene­sulfon­amide in the presence of Cs2CO3. A crown-5 loop was attached on the two facing lower rims of the calix­[4]­arene and the N-tosyl aza­crown group was attached on the other set of lower rims of the calix­[4]­arene backbone. This mol­ecule seems to offer an inside cavity for the formation of a host-guest complex.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100010921/bj1002sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270100010921/bj1002Isup2.hkl
Contains datablock I

CCDC reference: 153909

Computing details top

Data collection: CAD-4 EXPRESS (Enraf Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELX86 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: WinGX publication routines (Farrugia, 1998).

(I) top
Crystal data top
C51H59NO11SF(000) = 1904
Mr = 894.05Dx = 1.291 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71069 Å
a = 23.547 (2) ÅCell parameters from 25 reflections
b = 10.922 (3) Åθ = 11.5–13.4°
c = 19.4876 (18) ŵ = 0.13 mm1
β = 113.340 (7)°T = 289 K
V = 4601.6 (14) Å3Plate, colorless
Z = 40.53 × 0.46 × 0.15 mm
Data collection top
Enraf Nonius CAD4
diffractometer
3475 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.047
Graphite monochromatorθmax = 25.0°, θmin = 2.1°
non–profiled ω/2θ scansh = 027
Absorption correction: ψ scan
(North et al., 1968) Number of ψ scan sets used was 1.
k = 012
Tmin = 0.933, Tmax = 0.981l = 2321
8225 measured reflections3 standard reflections every 300 min
8018 independent reflections intensity decay: 3%
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.081Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.206H atoms treated by a mixture of independent and constrained refinement
S = 1.01 w = 1/[σ2(Fo2) + (0.068P)2 + 2.5027P]
where P = (Fo2 + 2Fc2)/3
8018 reflections(Δ/σ)max < 0.001
571 parametersΔρmax = 0.57 e Å3
0 restraintsΔρmin = 0.30 e Å3
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
S0.06312 (7)1.01239 (14)0.28128 (8)0.0631 (4)
N0.1047 (2)0.8889 (4)0.2911 (2)0.0618 (13)
O10.39555 (18)0.5743 (3)0.2113 (2)0.0648 (10)
O20.48751 (18)0.5042 (4)0.1425 (2)0.0755 (11)
O30.46299 (17)0.2476 (4)0.0829 (2)0.0646 (10)
O40.34067 (19)0.1042 (4)0.0492 (2)0.0877 (13)
O50.2661 (2)0.3100 (4)0.1235 (2)0.0834 (13)
O60.24194 (16)0.5956 (3)0.09681 (18)0.0559 (10)
O70.1247 (2)0.7687 (4)0.1230 (2)0.0909 (14)
O80.17782 (19)0.6421 (4)0.3443 (2)0.0727 (11)
O90.26539 (15)0.4886 (3)0.30399 (18)0.0538 (9)
O100.10127 (18)1.1159 (3)0.2836 (2)0.0773 (12)
O110.03513 (18)1.0051 (4)0.3343 (2)0.0820 (12)
C10.3124 (2)0.4086 (5)0.3081 (3)0.0455 (13)
C20.2992 (3)0.2865 (5)0.2844 (3)0.0528 (14)
C30.3490 (3)0.2108 (5)0.2945 (3)0.0672 (17)
H30.34170.12890.28070.081*
C40.4087 (3)0.2526 (5)0.3242 (3)0.0639 (16)
H40.44140.19900.33180.077*
C50.4201 (3)0.3744 (6)0.3426 (3)0.0593 (15)
H50.46050.40330.36120.071*
C60.3719 (3)0.4551 (5)0.3339 (3)0.0500 (14)
C70.3848 (2)0.5888 (5)0.3541 (3)0.0557 (15)
H7A0.42930.60050.37550.067*
H7B0.37000.60750.39290.067*
C80.3568 (2)0.6808 (5)0.2917 (3)0.0479 (13)
C90.3243 (2)0.7793 (5)0.3017 (3)0.0610 (16)
H90.31790.78540.34570.073*
C100.3012 (3)0.8688 (5)0.2482 (4)0.0765 (19)
H100.28070.93630.25650.092*
C110.3090 (3)0.8565 (5)0.1820 (4)0.0728 (18)
H110.29350.91690.14580.087*
C120.3391 (3)0.7571 (5)0.1678 (3)0.0606 (16)
C130.3646 (2)0.6734 (5)0.2255 (3)0.0513 (14)
C140.4586 (4)0.5933 (7)0.2343 (4)0.1101 (19)
H14A0.47740.60240.28820.132*
H14B0.46590.66790.21210.132*
C150.4880 (4)0.4848 (7)0.2109 (4)0.1101 (19)
H15A0.53030.47410.24670.132*
H15B0.46520.41060.21050.132*
C160.5258 (3)0.4257 (6)0.1227 (4)0.0790 (19)
H16A0.54980.37560.16550.095*
H16B0.55460.47450.10970.095*
C170.4902 (3)0.3445 (6)0.0586 (4)0.0774 (19)
H17A0.45820.39150.02040.093*
H17B0.51760.31140.03690.093*
C180.4307 (3)0.1649 (6)0.0246 (3)0.0763 (18)
H18A0.45950.12480.00760.092*
H18B0.40080.20920.01730.092*
C190.3983 (3)0.0714 (6)0.0517 (4)0.085 (2)
H19A0.39360.00220.02210.103*
H19B0.42470.05110.10290.103*
C200.3421 (3)0.1963 (6)0.0984 (5)0.093 (2)
H20A0.35510.27320.08430.112*
H20B0.37010.17580.14900.112*
C210.2740 (3)0.2048 (6)0.0923 (4)0.102 (2)
H21A0.24570.20220.04010.123*
H21B0.26510.13560.11760.123*
C220.2051 (3)0.3291 (5)0.1174 (3)0.0589 (15)
C230.1906 (2)0.3022 (5)0.1779 (3)0.0499 (14)
C240.2345 (2)0.2380 (5)0.2476 (3)0.0618 (15)
H24A0.21610.23980.28420.074*
H24B0.23710.15290.23500.074*
C250.1310 (3)0.3300 (5)0.1703 (3)0.0615 (15)
H250.11930.31420.20980.074*
C260.0893 (3)0.3801 (6)0.1063 (4)0.0763 (18)
H260.04950.39800.10250.092*
C270.1054 (3)0.4044 (5)0.0473 (4)0.0734 (18)
H270.07600.43730.00360.088*
C280.1646 (3)0.3809 (5)0.0515 (3)0.0594 (15)
C290.1802 (3)0.4094 (6)0.0151 (3)0.084 (2)
H29A0.18030.33200.03950.101*
H29B0.14610.45680.04970.101*
C300.2382 (3)0.4748 (5)0.0072 (3)0.0554 (14)
C310.2661 (3)0.4443 (5)0.0557 (3)0.0737 (18)
H310.24960.38090.08970.088*
C320.3173 (3)0.5052 (7)0.0547 (4)0.084 (2)
H320.33500.48350.08800.101*
C330.3422 (3)0.5979 (6)0.0047 (3)0.0752 (19)
H330.37740.63800.00370.090*
C340.3160 (3)0.6333 (5)0.0444 (3)0.0586 (15)
C350.3448 (3)0.7435 (6)0.0940 (3)0.083 (2)
H35A0.38860.74360.10390.100*
H35B0.32720.81650.06490.100*
C360.2646 (2)0.5691 (5)0.0431 (3)0.0489 (13)
C370.1909 (3)0.6767 (5)0.0756 (3)0.0621 (16)
H37A0.15730.64730.03100.075*
H37B0.20280.75770.06570.075*
C380.1715 (3)0.6804 (5)0.1407 (3)0.0602 (15)
H38A0.15610.60100.14770.072*
H38B0.20620.70250.18630.072*
C390.0975 (3)0.7772 (7)0.1763 (4)0.090 (2)
H39A0.09770.69720.19800.108*
H39B0.05490.80390.15170.108*
C400.1336 (3)0.8685 (5)0.2384 (3)0.0686 (17)
H40A0.17530.83780.26530.082*
H40B0.13670.94600.21580.082*
C410.0963 (3)0.7844 (5)0.3328 (3)0.0729 (18)
H41A0.07130.72320.29780.087*
H41B0.07380.81090.36260.087*
C420.1561 (3)0.7274 (6)0.3832 (3)0.0767 (18)
H42A0.18690.79100.40440.092*
H42B0.15030.68610.42410.092*
C430.2265 (3)0.5706 (6)0.3920 (3)0.0746 (18)
H43A0.21770.54550.43450.090*
H43B0.26410.61920.41060.090*
C440.2364 (3)0.4613 (5)0.3542 (3)0.0663 (17)
H44A0.26200.40360.39150.080*
H44B0.19690.42240.32650.080*
C450.0055 (2)1.0045 (5)0.1908 (3)0.0551 (14)
C460.0086 (3)1.0763 (5)0.1344 (4)0.0626 (16)
H460.04011.13380.14540.075*
C470.0339 (3)1.0645 (5)0.0620 (4)0.0671 (16)
H470.03171.11570.02500.080*
C480.0799 (3)0.9768 (6)0.0439 (4)0.0685 (17)
C490.0833 (3)0.9061 (6)0.1011 (4)0.0803 (19)
H490.11480.84860.09020.096*
C500.0411 (3)0.9188 (6)0.1737 (4)0.0741 (18)
H500.04400.86970.21120.089*
C510.1257 (3)0.9606 (6)0.0359 (4)0.097 (2)
H51A0.11771.02060.06710.145*
H51B0.16690.97100.03840.145*
H51C0.12140.88000.05290.145*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
S0.0679 (10)0.0574 (10)0.0705 (10)0.0049 (9)0.0342 (9)0.0041 (8)
N0.076 (3)0.053 (3)0.074 (3)0.011 (3)0.047 (3)0.015 (3)
O10.083 (3)0.055 (2)0.069 (3)0.000 (2)0.042 (2)0.002 (2)
O20.093 (3)0.060 (3)0.082 (3)0.020 (2)0.043 (2)0.005 (2)
O30.073 (3)0.066 (3)0.063 (2)0.008 (2)0.037 (2)0.008 (2)
O40.070 (3)0.089 (3)0.104 (3)0.003 (3)0.034 (3)0.019 (3)
O50.104 (4)0.082 (3)0.067 (3)0.002 (3)0.037 (3)0.016 (2)
O60.072 (3)0.053 (2)0.052 (2)0.007 (2)0.035 (2)0.0016 (18)
O70.117 (4)0.096 (3)0.081 (3)0.051 (3)0.062 (3)0.022 (3)
O80.091 (3)0.070 (3)0.059 (2)0.023 (2)0.032 (2)0.000 (2)
O90.060 (2)0.047 (2)0.061 (2)0.013 (2)0.0309 (19)0.0133 (19)
O100.086 (3)0.056 (3)0.083 (3)0.016 (2)0.026 (2)0.005 (2)
O110.096 (3)0.088 (3)0.082 (3)0.017 (3)0.057 (3)0.002 (3)
C10.055 (4)0.043 (3)0.039 (3)0.006 (3)0.019 (3)0.011 (3)
C20.059 (4)0.040 (3)0.056 (3)0.000 (3)0.020 (3)0.003 (3)
C30.090 (5)0.037 (4)0.076 (4)0.009 (4)0.034 (4)0.007 (3)
C40.076 (5)0.045 (4)0.077 (4)0.025 (4)0.037 (4)0.015 (3)
C50.057 (4)0.070 (5)0.056 (4)0.010 (3)0.029 (3)0.013 (3)
C60.062 (4)0.044 (3)0.044 (3)0.003 (3)0.021 (3)0.003 (3)
C70.057 (3)0.062 (4)0.047 (3)0.009 (3)0.020 (3)0.005 (3)
C80.055 (3)0.039 (3)0.052 (3)0.008 (3)0.023 (3)0.003 (3)
C90.070 (4)0.043 (4)0.076 (4)0.009 (3)0.037 (3)0.018 (3)
C100.083 (5)0.038 (4)0.109 (6)0.004 (3)0.038 (4)0.010 (4)
C110.084 (5)0.038 (4)0.084 (5)0.017 (3)0.019 (4)0.009 (3)
C120.078 (4)0.037 (3)0.065 (4)0.018 (3)0.027 (3)0.005 (3)
C130.064 (4)0.033 (3)0.066 (4)0.006 (3)0.035 (3)0.009 (3)
C140.143 (5)0.091 (4)0.135 (5)0.027 (4)0.097 (4)0.009 (4)
C150.143 (5)0.091 (4)0.135 (5)0.027 (4)0.097 (4)0.009 (4)
C160.081 (4)0.059 (4)0.123 (6)0.005 (4)0.067 (4)0.019 (4)
C170.102 (5)0.065 (4)0.094 (5)0.013 (4)0.069 (4)0.007 (4)
C180.084 (5)0.083 (5)0.069 (4)0.007 (4)0.037 (4)0.020 (4)
C190.090 (5)0.071 (5)0.104 (5)0.013 (4)0.047 (4)0.035 (4)
C200.071 (5)0.062 (5)0.163 (7)0.016 (4)0.064 (5)0.015 (5)
C210.097 (6)0.054 (5)0.128 (7)0.007 (4)0.016 (5)0.005 (5)
C220.043 (3)0.065 (4)0.074 (4)0.008 (3)0.029 (3)0.015 (3)
C230.052 (4)0.043 (3)0.058 (4)0.011 (3)0.025 (3)0.002 (3)
C240.073 (4)0.042 (3)0.069 (4)0.005 (3)0.028 (3)0.004 (3)
C250.068 (4)0.053 (4)0.068 (4)0.012 (3)0.032 (4)0.001 (3)
C260.068 (4)0.074 (5)0.092 (5)0.000 (4)0.036 (4)0.008 (4)
C270.066 (4)0.065 (4)0.074 (4)0.004 (4)0.011 (4)0.005 (4)
C280.064 (4)0.057 (4)0.051 (4)0.022 (3)0.015 (3)0.006 (3)
C290.096 (5)0.095 (5)0.063 (4)0.031 (4)0.033 (4)0.011 (4)
C300.078 (4)0.051 (4)0.041 (3)0.005 (3)0.026 (3)0.000 (3)
C310.116 (6)0.059 (4)0.061 (4)0.004 (4)0.050 (4)0.000 (3)
C320.112 (6)0.098 (5)0.067 (4)0.013 (5)0.060 (4)0.001 (4)
C330.079 (4)0.102 (6)0.057 (4)0.002 (4)0.040 (4)0.021 (4)
C340.076 (4)0.056 (4)0.046 (3)0.003 (3)0.028 (3)0.017 (3)
C350.106 (5)0.078 (5)0.065 (4)0.025 (4)0.033 (4)0.014 (4)
C360.057 (3)0.052 (3)0.042 (3)0.004 (3)0.025 (3)0.009 (3)
C370.079 (4)0.058 (4)0.062 (4)0.001 (3)0.042 (3)0.000 (3)
C380.078 (4)0.054 (4)0.061 (4)0.010 (3)0.041 (3)0.004 (3)
C390.087 (5)0.105 (6)0.090 (5)0.017 (4)0.049 (4)0.019 (5)
C400.078 (4)0.064 (4)0.085 (4)0.018 (3)0.055 (4)0.016 (4)
C410.092 (5)0.061 (4)0.083 (4)0.007 (4)0.052 (4)0.009 (4)
C420.107 (5)0.067 (4)0.067 (4)0.020 (4)0.046 (4)0.001 (4)
C430.082 (5)0.078 (5)0.068 (4)0.014 (4)0.035 (4)0.007 (4)
C440.086 (4)0.048 (4)0.080 (4)0.016 (3)0.048 (4)0.014 (3)
C450.056 (4)0.048 (3)0.068 (4)0.006 (3)0.031 (3)0.001 (3)
C460.057 (4)0.052 (4)0.078 (4)0.007 (3)0.027 (4)0.005 (4)
C470.077 (4)0.052 (4)0.073 (4)0.010 (4)0.031 (4)0.004 (3)
C480.058 (4)0.054 (4)0.093 (5)0.004 (3)0.030 (4)0.011 (4)
C490.064 (4)0.065 (4)0.116 (6)0.022 (4)0.039 (5)0.008 (4)
C500.069 (4)0.068 (4)0.088 (5)0.004 (4)0.034 (4)0.007 (4)
C510.091 (5)0.086 (5)0.089 (5)0.018 (4)0.009 (4)0.010 (4)
Geometric parameters (Å, º) top
S—O111.432 (4)C10—C111.379 (8)
S—O101.434 (4)C11—C121.383 (8)
S—N1.632 (4)C12—C131.387 (7)
S—C451.751 (6)C12—C351.505 (7)
N—C401.459 (6)C14—C151.530 (8)
N—C411.459 (6)C16—C171.491 (8)
O1—C141.386 (8)C18—C191.490 (8)
O1—C131.392 (6)C20—C211.562 (8)
O2—C151.346 (7)C22—C281.382 (7)
O2—C161.404 (6)C22—C231.382 (7)
O3—C171.412 (6)C23—C251.385 (7)
O3—C181.414 (6)C23—C241.515 (7)
O4—C201.381 (7)C25—C261.360 (8)
O4—C191.387 (6)C26—C271.372 (8)
O5—C211.347 (7)C27—C281.387 (7)
O5—C221.408 (6)C28—C291.517 (7)
O6—C361.381 (5)C29—C301.493 (7)
O6—C371.416 (6)C30—C361.387 (7)
O7—C381.401 (6)C30—C311.389 (7)
O7—C391.421 (6)C31—C321.372 (8)
O8—C431.395 (6)C32—C331.366 (8)
O8—C421.418 (6)C33—C341.384 (7)
O9—C11.387 (5)C34—C361.391 (7)
O9—C441.428 (5)C34—C351.524 (8)
C1—C61.386 (7)C37—C381.510 (6)
C1—C21.404 (7)C39—C401.539 (8)
C2—C31.383 (7)C41—C421.497 (8)
C2—C241.500 (7)C43—C441.470 (7)
C3—C41.371 (7)C45—C461.375 (7)
C4—C51.376 (7)C45—C501.378 (7)
C5—C61.392 (7)C46—C471.374 (7)
C6—C71.512 (7)C47—C481.383 (7)
C7—C81.512 (7)C48—C491.384 (8)
C8—C131.377 (6)C48—C511.511 (8)
C8—C91.377 (7)C49—C501.377 (8)
C9—C101.374 (8)
O11—S—O10118.9 (3)O4—C19—C18116.3 (6)
O11—S—N107.2 (2)O4—C20—C21104.4 (5)
O10—S—N108.0 (2)O5—C21—C20109.7 (6)
O11—S—C45109.3 (3)C28—C22—C23124.4 (5)
O10—S—C45107.2 (3)C28—C22—O5116.4 (5)
N—S—C45105.5 (3)C23—C22—O5119.0 (5)
C40—N—C41118.6 (4)C22—C23—C25116.4 (5)
C40—N—S118.0 (4)C22—C23—C24123.5 (5)
C41—N—S120.3 (4)C25—C23—C24120.0 (5)
C14—O1—C13113.4 (5)C2—C24—C23118.0 (4)
C15—O2—C16115.0 (5)C26—C25—C23121.3 (5)
C17—O3—C18112.4 (4)C25—C26—C27120.5 (6)
C20—O4—C19114.2 (5)C26—C27—C28121.3 (6)
C21—O5—C22114.1 (5)C22—C28—C27116.1 (5)
C36—O6—C37116.6 (4)C22—C28—C29124.5 (6)
C38—O7—C39113.8 (4)C27—C28—C29119.4 (6)
C43—O8—C42112.8 (4)C30—C29—C28122.2 (5)
C1—O9—C44114.5 (4)C36—C30—C31117.3 (5)
C6—C1—O9117.3 (5)C36—C30—C29124.3 (5)
C6—C1—C2121.8 (5)C31—C30—C29118.3 (5)
O9—C1—C2120.8 (5)C32—C31—C30121.6 (6)
C3—C2—C1117.2 (5)C33—C32—C31119.8 (6)
C3—C2—C24120.0 (5)C32—C33—C34121.2 (6)
C1—C2—C24122.8 (5)C33—C34—C36118.0 (6)
C4—C3—C2122.1 (5)C33—C34—C35116.8 (6)
C3—C4—C5119.5 (5)C36—C34—C35125.1 (5)
C4—C5—C6121.0 (5)C12—C35—C34119.9 (5)
C1—C6—C5118.1 (5)O6—C36—C30119.4 (5)
C1—C6—C7121.2 (5)O6—C36—C34118.4 (5)
C5—C6—C7120.7 (5)C30—C36—C34122.1 (5)
C6—C7—C8117.0 (4)O6—C37—C38106.0 (4)
C13—C8—C9117.8 (5)O7—C38—C37106.5 (4)
C13—C8—C7122.5 (5)O7—C39—C40110.3 (5)
C9—C8—C7119.7 (5)N—C40—C39112.7 (5)
C10—C9—C8121.6 (6)N—C41—C42113.0 (5)
C9—C10—C11118.7 (6)O8—C42—C41111.6 (5)
C10—C11—C12122.2 (6)O8—C43—C44111.9 (5)
C11—C12—C13116.5 (5)O9—C44—C43112.8 (5)
C11—C12—C35121.1 (6)C46—C45—C50118.9 (5)
C13—C12—C35122.4 (6)C46—C45—S120.7 (5)
C8—C13—C12123.0 (5)C50—C45—S120.1 (5)
C8—C13—O1120.5 (5)C47—C46—C45121.2 (5)
C12—C13—O1116.4 (5)C46—C47—C48120.4 (6)
O1—C14—C15109.9 (7)C47—C48—C49118.0 (6)
O2—C15—C14110.3 (6)C47—C48—C51120.7 (6)
O2—C16—C17112.6 (5)C49—C48—C51121.2 (6)
O3—C17—C16110.2 (5)C50—C49—C48121.5 (6)
O3—C18—C19110.0 (5)C49—C50—C45119.9 (6)
O11—S—N—C40174.4 (4)C22—C23—C25—C260.6 (8)
O10—S—N—C4056.4 (5)C24—C23—C25—C26175.5 (5)
C45—S—N—C4058.0 (5)C23—C25—C26—C270.0 (9)
O11—S—N—C4114.9 (5)C25—C26—C27—C281.2 (9)
O10—S—N—C41144.1 (4)C23—C22—C28—C271.1 (8)
C45—S—N—C41101.5 (5)O5—C22—C28—C27177.3 (5)
C44—O9—C1—C6113.8 (5)C23—C22—C28—C29179.4 (5)
C44—O9—C1—C268.2 (6)O5—C22—C28—C294.4 (8)
C6—C1—C2—C35.9 (7)C26—C27—C28—C221.7 (8)
O9—C1—C2—C3176.2 (4)C26—C27—C28—C29179.9 (6)
C6—C1—C2—C24172.3 (5)C22—C28—C29—C3047.8 (9)
O9—C1—C2—C245.5 (7)C27—C28—C29—C30133.9 (6)
C1—C2—C3—C41.9 (8)C28—C29—C30—C3636.9 (9)
C24—C2—C3—C4176.4 (5)C28—C29—C30—C31146.7 (6)
C2—C3—C4—C52.0 (9)C36—C30—C31—C320.6 (9)
C3—C4—C5—C62.2 (8)C29—C30—C31—C32176.2 (6)
O9—C1—C6—C5176.2 (4)C30—C31—C32—C330.4 (10)
C2—C1—C6—C55.9 (7)C31—C32—C33—C341.2 (10)
O9—C1—C6—C72.2 (7)C32—C33—C34—C362.0 (9)
C2—C1—C6—C7175.7 (5)C32—C33—C34—C35175.8 (6)
C4—C5—C6—C11.7 (7)C11—C12—C35—C34118.5 (6)
C4—C5—C6—C7179.9 (5)C13—C12—C35—C3463.0 (8)
C1—C6—C7—C863.5 (6)C33—C34—C35—C12154.4 (6)
C5—C6—C7—C8118.1 (5)C36—C34—C35—C1228.0 (9)
C6—C7—C8—C1352.5 (7)C37—O6—C36—C3086.1 (6)
C6—C7—C8—C9130.4 (5)C37—O6—C36—C3498.0 (5)
C13—C8—C9—C101.1 (8)C31—C30—C36—O6174.3 (5)
C7—C8—C9—C10176.2 (5)C29—C30—C36—O69.2 (8)
C8—C9—C10—C112.4 (9)C31—C30—C36—C341.5 (8)
C9—C10—C11—C120.1 (9)C29—C30—C36—C34175.0 (5)
C10—C11—C12—C133.8 (8)C33—C34—C36—O6173.6 (5)
C10—C11—C12—C35177.6 (5)C35—C34—C36—O68.8 (8)
C9—C8—C13—C122.8 (8)C33—C34—C36—C302.2 (8)
C7—C8—C13—C12179.9 (5)C35—C34—C36—C30175.4 (5)
C9—C8—C13—O1178.2 (4)C36—O6—C37—C38174.5 (4)
C7—C8—C13—O14.5 (7)C39—O7—C38—C37175.3 (5)
C11—C12—C13—C85.2 (8)O6—C37—C38—O7174.8 (4)
C35—C12—C13—C8176.2 (5)C38—O7—C39—C4088.5 (6)
C11—C12—C13—O1179.3 (5)C41—N—C40—C3959.8 (7)
C35—C12—C13—O10.7 (7)S—N—C40—C39100.1 (5)
C14—O1—C13—C890.7 (6)O7—C39—C40—N175.0 (5)
C14—O1—C13—C1293.6 (6)C40—N—C41—C4262.9 (7)
C13—O1—C14—C15175.3 (5)S—N—C41—C42137.7 (4)
C16—O2—C15—C14165.6 (6)C43—O8—C42—C41168.3 (5)
O1—C14—C15—O289.8 (7)N—C41—C42—O884.3 (6)
C15—O2—C16—C17115.2 (7)C42—O8—C43—C44163.4 (5)
C18—O3—C17—C16177.6 (5)C1—O9—C44—C43136.0 (5)
O2—C16—C17—O377.1 (6)O8—C43—C44—O974.5 (6)
C17—O3—C18—C19174.9 (5)O11—S—C45—C46140.5 (4)
C20—O4—C19—C1867.7 (7)O10—S—C45—C4610.4 (5)
O3—C18—C19—O484.5 (7)N—S—C45—C46104.6 (5)
C19—O4—C20—C21173.2 (5)O11—S—C45—C5044.9 (5)
C22—O5—C21—C20177.0 (5)O10—S—C45—C50175.0 (4)
O4—C20—C21—O5165.2 (6)N—S—C45—C5070.0 (5)
C21—O5—C22—C2884.2 (7)C50—C45—C46—C470.5 (8)
C21—O5—C22—C2399.5 (6)S—C45—C46—C47175.2 (4)
C28—C22—C23—C250.0 (8)C45—C46—C47—C482.1 (9)
O5—C22—C23—C25176.1 (5)C46—C47—C48—C492.9 (8)
C28—C22—C23—C24176.0 (5)C46—C47—C48—C51178.1 (6)
O5—C22—C23—C248.0 (8)C47—C48—C49—C502.2 (9)
C3—C2—C24—C23122.3 (6)C51—C48—C49—C50178.8 (6)
C1—C2—C24—C2356.0 (7)C48—C49—C50—C450.7 (9)
C22—C23—C24—C250.0 (7)C46—C45—C50—C490.2 (9)
C25—C23—C24—C2134.2 (5)S—C45—C50—C49174.5 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C20—H20A···O30.972.573.033 (7)110
C40—H40B···O100.972.603.032 (7)107
C41—H41B···O110.972.292.814 (7)113
C46—H46···O100.932.512.894 (7)105
C51—H51A···O7i0.962.523.413 (8)154
Symmetry code: (i) x, y+2, z.
 

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