#------------------------------------------------------------------------------
#$Date: 2020-01-30 01:42:28 +0200 (Thu, 30 Jan 2020) $
#$Revision: 247350 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/40/4134085.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4134085
loop_
_publ_author_name
'Kumar, Amit'
'Lionetti, Davide'
'Day, Victor'
'Blakemore, James D.'
_publ_section_title
;
 Redox-Inactive Metal Cations Modulate the Reduction Potential of the
 Uranyl Ion in Macrocyclic Complexes.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b11903
_journal_year                    2020
_chemical_formula_moiety         'C26 H31 F3 K N3 O11 S U'
_chemical_formula_sum            'C26 H31 F3 K N3 O11 S U'
_chemical_formula_weight         927.73
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2019-08-15
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9299(6)
_cell_length_b                   13.2222(6)
_cell_length_c                   18.4887(9)
_cell_measurement_reflns_used    8448
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      68.244
_cell_measurement_theta_min      4.111
_cell_volume                     3160.9(3)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      199.99
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker Platinum 135 CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Helios high-brilliance multilayer optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            12833
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        66.000
_diffrn_reflns_theta_max         68.426
_diffrn_reflns_theta_min         4.110
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    16.968
_exptl_absorpt_correction_T_max  0.7133
_exptl_absorpt_correction_T_min  0.0386
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1271 before and 0.0560 after correction. The Ratio of minimum to maximum transmission is 0.0541. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.950
_exptl_crystal_description       'Rectangular parallelepiped'
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.362
_refine_diff_density_min         -1.456
_refine_diff_density_rms         0.153
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.526(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         5277
_refine_ls_number_restraints     74
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0547P)²+3.5456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0990
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.984
_reflns_number_gt                4839
_reflns_number_total             5277
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b11903_si_002.cif
_cod_data_source_block           L(salben)UO2K
_cod_database_code               4134085
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.550
_shelx_estimated_absorpt_t_min   0.161
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.474(13)
 0.526(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Shared sites
{C9, C9'}
4. Restrained distances
 S1-O11 = S1-O12 = S1-O13 = S1'-O11' = S1'-O12' = S1'-O13'
 1.40954 with sigma of 0.01
 C26-F11 = C26-F12 = C26-F13 = C26'-F11' = C26'-F12' = C26'-F13'
 1.305234 with sigma of 0.01
 S1-C26 = S1'-C26'
 1.805621 with sigma of 0.01
 F11-F12 = F11-F13 = F12-F13 = F11'-F12' = F11'-F13' = F12'-F13'
 2.098805 with sigma of 0.02
 O11-O12 = O11-O13 = O12-O13 = O11'-O12' = O11'-O13' = O12'-O13'
 2.384942 with sigma of 0.02
 C26-O11 = C26-O12 = C26-O13 = C26'-O11' = C26'-O12' = C26'-O13'
 2.517438 with sigma of 0.02
 S1-F11 = S1-F12 = S1-F13 = S1'-F11' = S1'-F12' = S1'-F13'
 2.592144 with sigma of 0.02
5. Uiso/Uaniso restraints and constraints
Uanis(C26) \\sim Ueq, Uanis(O12') \\sim Ueq, Uanis(O13') \\sim Ueq, Uanis(F12')
\\sim Ueq, Uanis(C26') \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(F13') \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(C9) = Uanis(C9')
6. Others
 Sof(S1')=Sof(O11')=Sof(O12')=Sof(O13')=Sof(F11')=Sof(F12')=Sof(F13')=
 Sof(C26')=1-FVAR(1)
 Sof(S1)=Sof(O11)=Sof(O12)=Sof(O13)=Sof(F11)=Sof(F12)=Sof(F13)=Sof(C26)=FVAR(1)
 Sof(C8')=Sof(H8'A)=Sof(H8'B)=Sof(C9')=Sof(H9'A)=Sof(H9'B)=1-FVAR(2)
 Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=FVAR(2)
 1(DFIX)=0.926*FVAR(4)
 1(DFIX)=FVAR(3)
 1(DFIX)=1.281*FVAR(4)
 1(DFIX)=1.489*FVAR(4)
 1(DFIX)=1.692*FVAR(4)
 1(DFIX)=1.786*FVAR(4)
 1(DFIX)=1.839*FVAR(4)
7.a Riding coordinates:
 C8'(H8'A,H8'B)
7.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C9'(H9'A,H9'B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B),
  C24(H24A,H24B)
7.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C15(H15), C16(H16), C17(H17), C20(H20)
7.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U 0.50223(3) 0.20115(2) 0.44409(2) 0.04106(13) Uani 1 1 d . . . . .
K K 0.5441(3) 0.4629(4) 0.3830(3) 0.1031(13) Uani 1 1 d . . . . .
O1 O 0.4013(6) 0.3271(6) 0.4036(5) 0.045(2) Uani 1 1 d . . . . .
O6 O 0.3799(6) 0.4866(7) 0.3170(6) 0.065(2) Uani 1 1 d . . . . .
O5 O 0.5187(10) 0.6322(7) 0.3380(7) 0.101(4) Uani 1 1 d . . . . .
O4 O 0.7221(8) 0.5684(8) 0.3495(7) 0.082(3) Uani 1 1 d . . . . .
O3 O 0.6530(7) 0.4001(8) 0.2766(6) 0.067(2) Uani 1 1 d . . . . .
O2 O 0.6310(6) 0.2993(7) 0.3980(5) 0.052(2) Uani 1 1 d . . . . .
O7 O 0.5100(8) 0.2622(5) 0.5293(4) 0.0514(17) Uani 1 1 d . . . . .
O8 O 0.4909(7) 0.1309(5) 0.3623(4) 0.0516(18) Uani 1 1 d . . . . .
N1 N 0.3155(8) 0.1450(8) 0.4563(6) 0.049(3) Uani 1 1 d . . . . .
N3 N 0.4817(8) 0.0356(7) 0.5196(6) 0.054(3) Uani 1 1 d . . . . .
N2 N 0.6730(8) 0.1095(8) 0.4644(7) 0.052(3) Uani 1 1 d . . . . .
C1 C 0.2405(9) 0.1763(10) 0.4168(9) 0.054(3) Uani 1 1 d . . . . .
H1 H 0.1765 0.1418 0.4224 0.065 Uiso 1 1 calc R . . . .
C2 C 0.2418(9) 0.2586(10) 0.3643(8) 0.052(3) Uani 1 1 d . . . . .
C3 C 0.1532(10) 0.2651(11) 0.3201(9) 0.068(4) Uani 1 1 d . . . . .
H3 H 0.0987 0.2174 0.3245 0.081 Uiso 1 1 calc R . . . .
C4 C 0.1476(11) 0.3431(13) 0.2699(8) 0.065(4) Uani 1 1 d . . . . .
H4 H 0.0911 0.3453 0.2372 0.078 Uiso 1 1 calc R . . . .
C5 C 0.2212(10) 0.4165(12) 0.2666(8) 0.064(4) Uani 1 1 d . . . . .
H5 H 0.2154 0.4698 0.2324 0.077 Uiso 1 1 calc R . . . .
C7 C 0.3191(8) 0.3299(10) 0.3623(7) 0.049(3) Uani 1 1 d . . . . .
C6 C 0.3055(9) 0.4127(10) 0.3141(7) 0.053(3) Uani 1 1 d . . . . .
C8 C 0.362(2) 0.577(2) 0.279(3) 0.102(15) Uani 0.71(5) 1 d . . P A 1
H8A H 0.2876 0.5934 0.2793 0.122 Uiso 0.71(5) 1 calc R . P A 1
H8B H 0.3838 0.5682 0.2275 0.122 Uiso 0.71(5) 1 calc R . P A 1
C9 C 0.4250(11) 0.6631(11) 0.3141(10) 0.070(4) Uani 0.71(5) 1 d . . P A 1
H9A H 0.4348 0.7181 0.2784 0.084 Uiso 0.71(5) 1 calc R . P A 1
H9B H 0.3851 0.6908 0.3553 0.084 Uiso 0.71(5) 1 calc R . P A 1
C8' C 0.352(3) 0.587(3) 0.336(3) 0.037(12) Uiso 0.29(5) 1 d . . P A 2
H8'A H 0.3427 0.5922 0.3875 0.045 Uiso 0.29(5) 1 d R . P A 2
H8'B H 0.2873 0.6037 0.3133 0.045 Uiso 0.29(5) 1 d R . P A 2
C9' C 0.4250(11) 0.6631(11) 0.3141(10) 0.070(4) Uani 0.29(5) 1 d . . P A 2
H9'A H 0.4255 0.6698 0.2608 0.084 Uiso 0.29(5) 1 calc R . P A 2
H9'B H 0.4069 0.7294 0.3355 0.084 Uiso 0.29(5) 1 calc R . P A 2
C10 C 0.6027(13) 0.7034(12) 0.3207(11) 0.083(5) Uani 1 1 d . . . . .
H10A H 0.5826 0.7732 0.3339 0.099 Uiso 1 1 calc R . . . .
H10B H 0.6185 0.7014 0.2683 0.099 Uiso 1 1 calc R . . . .
C11 C 0.6995(15) 0.6690(13) 0.3659(12) 0.095(6) Uani 1 1 d . . . . .
H11A H 0.7596 0.7124 0.3540 0.114 Uiso 1 1 calc R . . . .
H11B H 0.6848 0.6760 0.4182 0.114 Uiso 1 1 calc R . . . .
C12 C 0.7585(13) 0.5470(13) 0.2751(11) 0.082(5) Uani 1 1 d . . . . .
H12A H 0.7709 0.6117 0.2496 0.099 Uiso 1 1 calc R . . . .
H12B H 0.8249 0.5099 0.2774 0.099 Uiso 1 1 calc R . . . .
C13 C 0.6851(12) 0.4883(13) 0.2349(9) 0.075(4) Uani 1 1 d . . . . .
H13A H 0.7166 0.4660 0.1887 0.090 Uiso 1 1 calc R . . . .
H13B H 0.6240 0.5304 0.2234 0.090 Uiso 1 1 calc R . . . .
C14 C 0.7247(9) 0.3288(10) 0.2921(7) 0.053(3) Uani 1 1 d . . . . .
C15 C 0.8090(11) 0.3075(13) 0.2466(9) 0.069(4) Uani 1 1 d . . . . .
H15 H 0.8198 0.3459 0.2038 0.083 Uiso 1 1 calc R . . . .
C16 C 0.8775(11) 0.2284(13) 0.2652(10) 0.072(4) Uani 1 1 d . . . . .
H16 H 0.9346 0.2132 0.2348 0.086 Uiso 1 1 calc R . . . .
C17 C 0.8612(9) 0.1718(11) 0.3292(9) 0.064(4) Uani 1 1 d . . . . .
H17 H 0.9091 0.1211 0.3435 0.077 Uiso 1 1 calc R . . . .
C18 C 0.7743(9) 0.1916(10) 0.3706(8) 0.054(3) Uani 1 1 d . . . . .
C19 C 0.7072(9) 0.2706(9) 0.3552(7) 0.048(3) Uani 1 1 d . . . . .
C20 C 0.7590(9) 0.1244(10) 0.4298(8) 0.055(3) Uani 1 1 d . . . . .
H20 H 0.8175 0.0869 0.4456 0.066 Uiso 1 1 calc R . . . .
C21 C 0.6729(11) 0.0277(12) 0.5165(9) 0.067(4) Uani 1 1 d . . . . .
H21A H 0.6827 0.0549 0.5659 0.081 Uiso 1 1 calc R . . . .
H21B H 0.7301 -0.0198 0.5060 0.081 Uiso 1 1 calc R . . . .
C22 C 0.5689(12) -0.0272(14) 0.5112(12) 0.086(5) Uani 1 1 d . . . . .
H22A H 0.5647 -0.0610 0.4635 0.103 Uiso 1 1 calc R . . . .
H22B H 0.5667 -0.0805 0.5488 0.103 Uiso 1 1 calc R . . . .
C25 C 0.469(2) 0.0570(15) 0.5985(11) 0.128(11) Uani 1 1 d . . . . .
H25A H 0.4242 0.1163 0.6048 0.192 Uiso 1 1 calc GR . . . .
H25B H 0.5366 0.0704 0.6202 0.192 Uiso 1 1 calc GR . . . .
H25C H 0.4371 -0.0016 0.6222 0.192 Uiso 1 1 calc GR . . . .
C23 C 0.3828(13) -0.0146(12) 0.4961(12) 0.084(5) Uani 1 1 d . . . . .
H23A H 0.3901 -0.0387 0.4456 0.101 Uiso 1 1 calc R . . . .
H23B H 0.3692 -0.0741 0.5272 0.101 Uiso 1 1 calc R . . . .
C24 C 0.2945(11) 0.0568(12) 0.5008(11) 0.071(4) Uani 1 1 d . . . . .
H24A H 0.2305 0.0231 0.4840 0.085 Uiso 1 1 calc R . . . .
H24B H 0.2842 0.0779 0.5517 0.085 Uiso 1 1 calc R . . . .
S1 S 0.5415(7) 0.5777(7) 0.5648(5) 0.067(3) Uani 0.719(15) 1 d D . P A 1
O11 O 0.516(2) 0.5125(16) 0.5070(12) 0.170(16) Uani 0.719(15) 1 d D . P A 1
O12 O 0.515(2) 0.5362(14) 0.6336(9) 0.155(13) Uani 0.719(15) 1 d D . P A 1
O13 O 0.6375(11) 0.6280(17) 0.5656(14) 0.138(11) Uani 0.719(15) 1 d D . P A 1
F11 F 0.4565(16) 0.7452(12) 0.6085(10) 0.091(6) Uani 0.719(15) 1 d D . P A 1
F12 F 0.454(3) 0.7250(11) 0.4965(8) 0.20(2) Uani 0.719(15) 1 d D . P A 1
F13 F 0.3539(12) 0.6404(16) 0.5629(18) 0.190(14) Uani 0.719(15) 1 d D . P A 1
C26 C 0.4476(12) 0.6769(10) 0.5578(9) 0.090(8) Uani 0.719(15) 1 d D U P A 1
S1' S 0.5074(14) 0.5635(13) 0.5654(12) 0.062(6) Uani 0.281(15) 1 d D . P A 2
O11' O 0.5270(18) 0.5176(15) 0.4979(13) 0.026(8) Uani 0.281(15) 1 d D . P A 2
O12' O 0.403(2) 0.568(3) 0.587(2) 0.15(3) Uani 0.281(15) 1 d D U P A 2
O13' O 0.575(3) 0.536(3) 0.6216(17) 0.081(15) Uani 0.281(15) 1 d D U P A 2
F11' F 0.520(5) 0.751(2) 0.607(2) 0.13(3) Uani 0.281(15) 1 d D . P A 2
F12' F 0.639(3) 0.706(3) 0.539(3) 0.16(2) Uani 0.281(15) 1 d D U P A 2
F13' F 0.491(5) 0.732(3) 0.496(3) 0.20(4) Uani 0.281(15) 1 d D U P A 2
C26' C 0.540(3) 0.6941(16) 0.5507(18) 0.086(19) Uani 0.281(15) 1 d D U P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 U K 44.4(2)
O1 U O2 83.0(3)
O1 U N1 72.1(3)
O1 U N3 137.9(3)
O1 U N2 155.0(3)
O2 U K 40.7(2)
O2 U N1 153.7(3)
O2 U N3 138.8(3)
O2 U N2 72.1(3)
O7 U K 80.6(2)
O7 U O1 89.6(3)
O7 U O2 91.8(4)
O7 U O8 175.3(3)
O7 U N1 96.2(4)
O7 U N3 84.9(3)
O7 U N2 92.1(4)
O8 U K 104.0(3)
O8 U O1 93.2(3)
O8 U O2 92.3(4)
O8 U N1 81.0(4)
O8 U N3 90.5(3)
O8 U N2 87.0(4)
N1 U K 116.3(3)
N1 U N3 67.1(3)
N1 U N2 132.3(4)
N3 U K 165.4(3)
N2 U K 111.4(3)
N2 U N3 67.0(3)
O1 K O4 166.4(4)
O1 K C9 106.1(3)
O1 K C8' 80.7(7)
O1 K C9' 106.1(3)
O1 K C13 125.6(4)
O6 K O1 63.3(3)
O6 K O4 122.8(4)
O6 K O3 97.7(4)
O6 K C9 46.3(4)
O6 K C8' 26.6(7)
O6 K C9' 46.3(4)
O6 K C13 93.0(4)
O5 K O1 126.5(4)
O5 K O6 66.1(3)
O5 K O4 64.4(4)
O5 K O3 96.4(5)
O5 K O2 157.0(5)
O5 K C9 20.5(4)
O5 K C8' 45.7(7)
O5 K C9' 20.5(4)
O5 K C13 72.3(5)
O5 K O11 93.1(7)
O4 K C9 84.1(4)
O4 K C8' 109.7(8)
O4 K C9' 84.1(4)
O4 K C13 45.9(4)
O3 K O1 106.2(3)
O3 K O4 62.1(4)
O3 K C9 102.7(4)
O3 K C8' 113.4(10)
O3 K C9' 102.7(4)
O3 K C13 24.8(4)
O2 K O1 72.5(3)
O2 K O6 124.2(3)
O2 K O4 95.1(3)
O2 K O3 63.2(3)
O2 K C9 163.7(4)
O2 K C8' 150.0(7)
O2 K C9' 163.7(4)
O2 K C13 86.0(4)
C8' K C9' 25.6(7)
C8' K C13 99.0(10)
C13 K C9 81.8(4)
C13 K C9' 81.8(4)
O11 K O1 86.6(7)
O11 K O6 107.7(7)
O11 K O4 101.7(7)
O11 K O3 154.5(7)
O11 K O2 101.6(6)
O11 K C9 94.5(7)
O11 K C13 147.5(8)
O11' K O1 90.8(5)
O11' K O6 109.9(7)
O11' K O5 90.8(7)
O11' K O4 97.5(6)
O11' K O3 152.0(7)
O11' K O2 102.8(7)
O11' K C8' 90.9(11)
O11' K C9' 93.5(7)
O11' K C13 143.3(6)
U O1 K 98.5(3)
C7 O1 U 133.5(8)
C7 O1 K 118.1(8)
C6 O6 K 122.1(7)
C6 O6 C8 118.0(13)
C6 O6 C8' 119.8(16)
C8 O6 K 119.9(11)
C8' O6 K 102.4(18)
C9 O5 K 121.0(8)
C9 O5 C10 113.3(11)
C9' O5 K 121.0(8)
C9' O5 C10 113.3(11)
C10 O5 K 124.6(10)
C11 O4 K 105.0(10)
C11 O4 C12 116.7(14)
C12 O4 K 112.1(9)
C13 O3 K 107.7(9)
C14 O3 K 116.1(9)
C14 O3 C13 118.3(10)
U O2 K 102.1(3)
C19 O2 U 127.4(8)
C19 O2 K 121.8(9)
C1 N1 U 125.1(9)
C1 N1 C24 116.2(11)
C24 N1 U 117.6(9)
C22 N3 U 110.7(9)
C22 N3 C25 108.0(15)
C22 N3 C23 112.9(12)
C25 N3 U 112.0(9)
C25 N3 C23 105.7(15)
C23 N3 U 107.6(9)
C20 N2 U 126.7(9)
C20 N2 C21 116.2(12)
C21 N2 U 116.9(9)
N1 C1 H1 116.2
N1 C1 C2 127.7(11)
C2 C1 H1 116.2
C3 C2 C1 115.0(13)
C7 C2 C1 122.6(12)
C7 C2 C3 122.2(14)
C2 C3 H3 120.8
C4 C3 C2 118.3(13)
C4 C3 H3 120.8
C3 C4 H4 119.2
C5 C4 C3 121.6(13)
C5 C4 H4 119.2
C4 C5 H5 120.4
C4 C5 C6 119.3(14)
C6 C5 H5 120.4
O1 C7 K 42.2(6)
O1 C7 C2 123.7(12)
O1 C7 C6 119.2(11)
C2 C7 K 165.4(9)
C2 C7 C6 117.1(11)
C6 C7 K 77.2(7)
O6 C6 K 37.9(5)
O6 C6 C5 122.9(12)
O6 C6 C7 116.0(10)
C5 C6 K 158.9(10)
C5 C6 C7 121.1(12)
C7 C6 K 78.7(7)
K C8 H8A 139.9
K C8 H8B 107.3
O6 C8 K 39.1(8)
O6 C8 H8A 109.9
O6 C8 H8B 109.9
O6 C8 C9 109(2)
H8A C8 H8B 108.3
C9 C8 K 73.8(11)
C9 C8 H8A 109.9
C9 C8 H8B 109.9
K C9 H9A 141.6
K C9 H9B 104.0
O5 C9 K 38.5(6)
O5 C9 C8 112.7(14)
O5 C9 H9A 109.1
O5 C9 H9B 109.1
C8 C9 K 79.5(10)
C8 C9 H9A 109.1
C8 C9 H9B 109.1
H9A C9 H9B 107.8
K C8' H8'A 81.8
K C8' H8'B 159.8
O6 C8' K 51.0(14)
O6 C8' H8'A 109.8
O6 C8' H8'B 108.8
O6 C8' C9' 114(3)
H8'A C8' H8'B 108.1
C9' C8' K 85.5(17)
C9' C8' H8'A 108.4
C9' C8' H8'B 107.0
K C9' H9'A 116.9
K C9' H9'B 131.5
O5 C9' K 38.5(6)
O5 C9' C8' 107(2)
O5 C9' H9'A 110.4
O5 C9' H9'B 110.4
C8' C9' K 68.9(17)
C8' C9' H9'A 110.4
C8' C9' H9'B 110.4
H9'A C9' H9'B 108.6
K C10 H10A 135.8
K C10 H10B 110.3
O5 C10 K 34.9(6)
O5 C10 H10A 110.4
O5 C10 H10B 110.4
O5 C10 C11 106.7(13)
H10A C10 H10B 108.6
C11 C10 K 74.5(9)
C11 C10 H10A 110.4
C11 C10 H10B 110.4
K C11 H11A 161.5
K C11 H11B 82.5
O4 C11 K 51.7(8)
O4 C11 C10 109.1(16)
O4 C11 H11A 109.9
O4 C11 H11B 109.9
C10 C11 K 79.1(9)
C10 C11 H11A 109.9
C10 C11 H11B 109.9
H11A C11 H11B 108.3
O4 C12 H12A 109.2
O4 C12 H12B 109.2
H12A C12 H12B 107.9
C13 C12 O4 112.0(13)
C13 C12 H12A 109.2
C13 C12 H12B 109.2
K C13 H13A 155.5
K C13 H13B 78.1
O3 C13 K 47.5(7)
O3 C13 H13A 109.6
O3 C13 H13B 109.6
C12 C13 K 89.4(11)
C12 C13 O3 110.3(12)
C12 C13 H13A 109.6
C12 C13 H13B 109.6
H13A C13 H13B 108.1
O3 C14 K 42.8(6)
O3 C14 C15 123.0(13)
O3 C14 C19 116.4(11)
C15 C14 K 159.8(10)
C15 C14 C19 120.5(12)
C19 C14 K 76.4(7)
C14 C15 H15 120.4
C14 C15 C16 119.2(15)
C16 C15 H15 120.4
C15 C16 H16 119.9
C15 C16 C17 120.2(14)
C17 C16 H16 119.9
C16 C17 H17 120.6
C18 C17 C16 118.8(14)
C18 C17 H17 120.6
C17 C18 C19 122.4(14)
C17 C18 C20 114.8(13)
C19 C18 C20 122.8(12)
O2 C19 K 38.6(6)
O2 C19 C14 117.2(12)
O2 C19 C18 124.0(13)
C14 C19 K 79.3(8)
C18 C19 K 159.3(10)
C18 C19 C14 118.6(11)
N2 C20 C18 126.3(12)
N2 C20 H20 116.8
C18 C20 H20 116.8
N2 C21 H21A 110.1
N2 C21 H21B 110.1
N2 C21 C22 108.2(12)
H21A C21 H21B 108.4
C22 C21 H21A 110.1
C22 C21 H21B 110.1
N3 C22 C21 114.6(14)
N3 C22 H22A 108.6
N3 C22 H22B 108.6
C21 C22 H22A 108.6
C21 C22 H22B 108.6
H22A C22 H22B 107.6
N3 C25 H25A 109.5
N3 C25 H25B 109.5
N3 C25 H25C 109.5
H25A C25 H25B 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
N3 C23 H23A 109.5
N3 C23 H23B 109.5
H23A C23 H23B 108.1
C24 C23 N3 110.8(13)
C24 C23 H23A 109.5
C24 C23 H23B 109.5
N1 C24 C23 109.5(12)
N1 C24 H24A 109.8
N1 C24 H24B 109.8
C23 C24 H24A 109.8
C23 C24 H24B 109.8
H24A C24 H24B 108.2
O11 S1 K 20.2(12)
O11 S1 O12 112.5(14)
O11 S1 C26 103.4(11)
O12 S1 K 131.0(9)
O12 S1 C26 100.5(11)
O13 S1 K 101.3(10)
O13 S1 O11 120.2(14)
O13 S1 O12 112.6(14)
O13 S1 C26 104.6(11)
C26 S1 K 104.0(6)
S1 O11 K 148.1(19)
F11 C26 S1 113.2(12)
F11 C26 F13 106.6(15)
F12 C26 S1 112.1(12)
F12 C26 F11 106.3(13)
F12 C26 F13 107.6(17)
F13 C26 S1 110.6(11)
O11' S1' K 5.2(10)
O11' S1' O12' 116.4(17)
O11' S1' O13' 115.5(16)
O11' S1' C26' 103.7(12)
O12' S1' K 113.9(17)
O12' S1' C26' 103.2(16)
O13' S1' K 120.4(16)
O13' S1' O12' 113.3(18)
O13' S1' C26' 102.2(15)
C26' S1' K 100.3(11)
S1' O11' K 171.5(17)
F11' C26' S1' 112.3(17)
F12' C26' S1' 112.0(17)
F12' C26' F11' 105.1(19)
F13' C26' S1' 112.1(18)
F13' C26' F11' 108(2)
F13' C26' F12' 107(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
U K 3.681(5)
U O1 2.244(8)
U O2 2.276(8)
U O7 1.773(7)
U O8 1.781(7)
U N1 2.536(10)
U N3 2.610(10)
U N2 2.547(11)
K O1 2.604(9)
K O6 2.468(9)
K O5 2.410(10)
K O4 2.762(11)
K O3 2.558(12)
K O2 2.454(11)
K C9 3.316(16)
K C8' 3.10(4)
K C9' 3.316(16)
K C13 3.308(17)
K O11 2.41(2)
K O11' 2.25(2)
O1 C7 1.310(14)
O6 C6 1.373(15)
O6 C8 1.41(2)
O6 C8' 1.42(3)
O5 C9 1.353(18)
O5 C9' 1.353(18)
O5 C10 1.473(17)
O4 C11 1.40(2)
O4 C12 1.48(2)
O3 C13 1.458(17)
O3 C14 1.353(15)
O2 C19 1.320(15)
N1 C1 1.283(17)
N1 C24 1.453(18)
N3 C22 1.409(18)
N3 C25 1.50(2)
N3 C23 1.505(19)
N2 C20 1.298(17)
N2 C21 1.447(17)
C1 H1 0.9500
C1 C2 1.46(2)
C2 C3 1.409(19)
C2 C7 1.374(18)
C3 H3 0.9500
C3 C4 1.39(2)
C4 H4 0.9500
C4 C5 1.36(2)
C5 H5 0.9500
C5 C6 1.402(18)
C7 C6 1.421(18)
C8 H8A 0.9900
C8 H8B 0.9900
C8 C9 1.55(4)
C9 H9A 0.9900
C9 H9B 0.9900
C8' H8'A 0.9607
C8' H8'B 0.9596
C8' C9' 1.44(4)
C9' H9'A 0.9900
C9' H9'B 0.9900
C10 H10A 0.9900
C10 H10B 0.9900
C10 C11 1.57(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9900
C12 H12B 0.9900
C12 C13 1.43(2)
C13 H13A 0.9900
C13 H13B 0.9900
C14 C15 1.405(19)
C14 C19 1.417(18)
C15 H15 0.9500
C15 C16 1.41(2)
C16 H16 0.9500
C16 C17 1.42(2)
C17 H17 0.9500
C17 C18 1.385(18)
C18 C19 1.387(18)
C18 C20 1.42(2)
C20 H20 0.9500
C21 H21A 0.9900
C21 H21B 0.9900
C21 C22 1.53(2)
C22 H22A 0.9900
C22 H22B 0.9900
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C23 H23A 0.9900
C23 H23B 0.9900
C23 C24 1.48(2)
C24 H24A 0.9900
C24 H24B 0.9900
S1 O11 1.413(12)
S1 O12 1.427(12)
S1 O13 1.409(12)
S1 C26 1.792(12)
F11 C26 1.307(12)
F12 C26 1.303(12)
F13 C26 1.307(12)
S1' O11' 1.410(13)
S1' O12' 1.415(14)
S1' O13' 1.410(13)
S1' C26' 1.799(14)
F11' C26' 1.309(14)
F12' C26' 1.307(14)
F13' C26' 1.304(14)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C11 H11B F12' 0.99 2.34 3.33(6) 174.1
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
U O1 C7 K -137.5(12)
U O1 C7 C2 37.8(17)
U O1 C7 C6 -144.6(9)
U O2 C19 K 141.7(12)
U O2 C19 C14 130.3(10)
U O2 C19 C18 -53.9(15)
U N1 C1 C2 -9.0(19)
U N1 C24 C23 -32.4(17)
U N3 C22 C21 45.0(18)
U N3 C23 C24 -53.4(16)
U N2 C20 C18 -3.6(19)
U N2 C21 C22 35.8(16)
K O1 C7 C2 175.3(9)
K O1 C7 C6 -7.1(14)
K O6 C6 C5 -167.8(10)
K O6 C6 C7 11.7(15)
K O6 C8 C9 -27(4)
K O6 C8' C9' 61(4)
K O5 C9 C8 -33(3)
K O5 C9' C8' 12(3)
K O5 C10 C11 -23(2)
K O4 C11 C10 -58.0(16)
K O4 C12 C13 8.2(16)
K O3 C13 C12 69.3(15)
K O3 C14 C15 -161.1(11)
K O3 C14 C19 23.0(13)
K O2 C19 C14 -11.3(14)
K O2 C19 C18 164.4(9)
K C7 C6 O6 -7.3(9)
K C7 C6 C5 172.2(13)
K C8 C9 O5 19.9(15)
K C8' C9' O5 -8.0(17)
K C10 C11 O4 42.7(12)
K C14 C15 C16 143(2)
K C14 C19 O2 7.2(9)
K C14 C19 C18 -168.9(10)
K S1 C26 F11 -160.8(13)
K S1 C26 F12 -40.5(15)
K S1 C26 F13 79.7(15)
K S1' C26' F11' 172(3)
K S1' C26' F12' -70(3)
K S1' C26' F13' 50(3)
O1 C7 C6 K 4.9(9)
O1 C7 C6 O6 -2.4(17)
O1 C7 C6 C5 177.1(12)
O6 C8 C9 K 18(2)
O6 C8 C9 O5 37(4)
O6 C8' C9' K -43(3)
O6 C8' C9' O5 -51(4)
O5 C10 C11 K 13.7(12)
O5 C10 C11 O4 56(2)
O4 C12 C13 K -6.4(12)
O4 C12 C13 O3 -49.9(19)
O3 C14 C15 C16 -176.9(13)
O3 C14 C19 K -15.8(10)
O3 C14 C19 O2 -8.7(16)
O3 C14 C19 C18 175.3(11)
N1 C1 C2 C3 169.8(13)
N1 C1 C2 C7 -16(2)
N3 C23 C24 N1 58.0(19)
N2 C21 C22 N3 -55(2)
C1 N1 C24 C23 135.8(14)
C1 C2 C3 C4 178.5(13)
C1 C2 C7 K 17(4)
C1 C2 C7 O1 4.6(19)
C1 C2 C7 C6 -173.1(12)
C2 C3 C4 C5 -5(2)
C2 C7 C6 K -177.4(11)
C2 C7 C6 O6 175.3(11)
C2 C7 C6 C5 -5.2(18)
C3 C2 C7 K -169(3)
C3 C2 C7 O1 178.6(12)
C3 C2 C7 C6 1.0(18)
C3 C4 C5 C6 1(2)
C4 C5 C6 K 163(2)
C4 C5 C6 O6 -176.2(13)
C4 C5 C6 C7 4(2)
C7 C2 C3 C4 4(2)
C6 O6 C8 K -178(3)
C6 O6 C8 C9 155.1(17)
C6 O6 C8' K 139(2)
C6 O6 C8' C9' -160(2)
C8 O6 C6 K 178(3)
C8 O6 C6 C5 10(3)
C8 O6 C6 C7 -171(3)
C9 O5 C10 K -168(2)
C9 O5 C10 C11 168.1(16)
C8' O6 C6 K -131(3)
C8' O6 C6 C5 62(3)
C8' O6 C6 C7 -119(3)
C9' O5 C10 K -168(2)
C9' O5 C10 C11 168.1(16)
C10 O5 C9 K 169(2)
C10 O5 C9 C8 136(2)
C10 O5 C9' K 169(2)
C10 O5 C9' C8' -179(2)
C11 O4 C12 C13 -112.8(16)
C12 O4 C11 K 124.8(14)
C12 O4 C11 C10 66.7(18)
C13 O3 C14 K 130.4(15)
C13 O3 C14 C15 -31(2)
C13 O3 C14 C19 153.4(13)
C14 O3 C13 K -134.2(14)
C14 O3 C13 C12 -65(2)
C14 C15 C16 C17 0(2)
C15 C14 C19 K 168.2(13)
C15 C14 C19 O2 175.3(12)
C15 C14 C19 C18 -0.7(18)
C15 C16 C17 C18 4(2)
C16 C17 C18 C19 -5.7(19)
C16 C17 C18 C20 174.0(12)
C17 C18 C19 K -143.2(19)
C17 C18 C19 O2 -171.5(12)
C17 C18 C19 C14 4.2(17)
C17 C18 C20 N2 -160.8(13)
C19 C14 C15 C16 -1(2)
C19 C18 C20 N2 19(2)
C20 N2 C21 C22 -140.2(14)
C20 C18 C19 K 37(3)
C20 C18 C19 O2 8.8(18)
C20 C18 C19 C14 -175.5(12)
C21 N2 C20 C18 172.0(13)
C22 N3 C23 C24 -175.9(16)
C25 N3 C22 C21 -77.8(18)
C25 N3 C23 C24 66.4(18)
C23 N3 C22 C21 165.7(16)
C24 N1 C1 C2 -176.2(13)
O11 S1 C26 F11 178.4(18)
O11 S1 C26 F12 -61.3(19)
O11 S1 C26 F13 59(2)
O12 S1 O11 K -158(3)
O12 S1 C26 F11 62.0(18)
O12 S1 C26 F12 -177.8(18)
O12 S1 C26 F13 -57.6(19)
O13 S1 O11 K -22(3)
O13 S1 C26 F11 -54.9(17)
O13 S1 C26 F12 65.4(18)
O13 S1 C26 F13 -174.5(16)
C26 S1 O11 K 94(3)
O11' S1' C26' F11' 176(3)
O11' S1' C26' F12' -66(3)
O11' S1' C26' F13' 54(3)
O12' S1' C26' F11' 54(3)
O12' S1' C26' F12' 172(3)
O12' S1' C26' F13' -68(4)
O13' S1' C26' F11' -64(3)
O13' S1' C26' F12' 54(3)
O13' S1' C26' F13' 175(3)
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.474(13)
2 0.526(13)
