#------------------------------------------------------------------------------
#$Date: 2025-03-13 01:55:36 +0200 (Thu, 13 Mar 2025) $
#$Revision: 298420 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/83/7718312.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_7718312
loop_
_publ_author_name
'Kumar, Amit'
'Golwankar, Riddhi'
'Pyrch, Mikaela'
'Cooper, Fynn'
'Arehart, Grant'
'Carter, Korey Prescott'
'Oliver, Allen Grayson'
'Day, Victor W.'
'Forbes, Tori'
'Blakemore, James'
_publ_section_title
;
 Macrocyclic Control of Electron Transfer to High Valent Uranium in
 Heterobimetallic Complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D4DT03503H
_journal_year                    2025
_chemical_formula_moiety         'C25 H27 Ca F6 N3 O13 S2 U'
_chemical_formula_sum            'C25 H27 Ca F6 N3 O13 S2 U'
_chemical_formula_weight         1033.72
_chemical_properties_physical    Moisture-sensitive
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method
;FinalCif V146 by Daniel Kratzert, Freiburg 2025, 
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2025-02-25 deposited with the CCDC.	2025-03-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.7347(10)
_cell_length_b                   10.8087(7)
_cell_length_c                   19.3100(12)
_cell_measurement_reflns_used    9771
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.3015
_cell_measurement_theta_min      2.287
_cell_volume                     3284.1(4)
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_molecular_graphics    'ShelXle (Hübschle 2011)'
_computing_publication_material  'SHELXL 2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS (G. Sheldrick)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON-II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX2'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'Bruker TRIUMPH curved-graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            87657
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.314
_diffrn_reflns_theta_min         2.159
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           35
_diffrn_source_type              'fine-focus sealed tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    5.329
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.091
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.164
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.074
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.6450
_refine_diff_density_max         2.507
_refine_diff_density_min         -1.558
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.516(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         8182
_refine_ls_number_restraints     149
_refine_ls_restrained_S_all      1.114
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0236P)²+12.6102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0675
_reflns_Friedel_coverage         0.943
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                7541
_reflns_number_total             8182
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03503h3.cif
_cod_data_source_block           ak2153n-no33
_cod_database_code               7718312
_shelx_shelxl_version_number     2018/3
_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_min   0.475
_shelx_estimated_absorpt_t_max   0.694
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 700'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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
U1 U 0.48021(2) 0.91695(2) 0.25018(3) 0.01868(6) Uani 1 1 d . . . . .
Ca1 Ca 0.64307(8) 1.16658(11) 0.24408(12) 0.0151(3) Uani 1 1 d . . . . .
O1 O 0.5675(5) 1.0138(7) 0.1715(4) 0.0233(16) Uani 1 1 d . . . . .
O2 O 0.5814(4) 1.0131(7) 0.3165(3) 0.0202(15) Uani 1 1 d . . . . .
O3 O 0.7403(4) 1.0710(6) 0.3308(3) 0.0222(12) Uani 1 1 d . . . . .
O4 O 0.7883(3) 1.2365(5) 0.2361(2) 0.0184(12) Uani 1 1 d . . . . .
O5 O 0.7186(4) 1.0939(5) 0.1405(3) 0.0228(13) Uani 1 1 d . . . . .
O7 O 0.4188(3) 1.0538(4) 0.2516(7) 0.0360(12) Uani 1 1 d . . . . .
O8 O 0.5381(3) 0.7768(4) 0.2497(7) 0.0313(10) Uani 1 1 d . . . . .
N1 N 0.4257(7) 0.8575(13) 0.1335(6) 0.047(3) Uani 1 1 d . . . . .
N2 N 0.4413(6) 0.8660(10) 0.3752(5) 0.033(2) Uani 1 1 d . . . . .
N3 N 0.3345(4) 0.8053(5) 0.2580(5) 0.0328(18) Uani 1 1 d D . . . .
C1 C 0.4730(8) 0.8484(12) 0.0788(7) 0.043(3) Uani 1 1 d . U . . .
H1 H 0.448325 0.806228 0.040614 0.052 Uiso 1 1 calc R U . . .
C2 C 0.5571(9) 0.8936(12) 0.0685(7) 0.041(3) Uani 1 1 d . U . . .
C3 C 0.5996(8) 0.8560(11) 0.0064(5) 0.044(3) Uani 1 1 d . U . . .
H3 H 0.570341 0.804041 -0.025325 0.053 Uiso 1 1 calc R U . . .
C4 C 0.6800(9) 0.8915(11) -0.0088(6) 0.044(3) Uani 1 1 d . U . . .
H4 H 0.706940 0.863031 -0.049866 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7228(7) 0.9707(10) 0.0365(6) 0.035(2) Uani 1 1 d . U . . .
H5 H 0.779748 0.994692 0.027187 0.042 Uiso 1 1 calc R U . . .
C6 C 0.6825(6) 1.0130(9) 0.0940(5) 0.024(2) Uani 1 1 d . U . . .
C7 C 0.6010(6) 0.9728(10) 0.1128(5) 0.022(2) Uani 1 1 d . U . . .
C8 C 0.7957(5) 1.1542(8) 0.1193(5) 0.0274(18) Uani 1 1 d . . . . .
H8A H 0.792044 1.178956 0.070071 0.033 Uiso 1 1 calc R U . . .
H8B H 0.844715 1.097680 0.124994 0.033 Uiso 1 1 calc R U . . .
C9 C 0.8064(5) 1.2666(8) 0.1646(4) 0.0252(17) Uani 1 1 d . . . . .
H9A H 0.865380 1.297754 0.160663 0.030 Uiso 1 1 calc R U . . .
H9B H 0.767458 1.332750 0.148840 0.030 Uiso 1 1 calc R U . . .
C10 C 0.8536(5) 1.1659(8) 0.2684(4) 0.030(2) Uani 1 1 d . . . . .
H10A H 0.906437 1.215136 0.271970 0.036 Uiso 1 1 calc R U . . .
H10B H 0.865684 1.090285 0.241167 0.036 Uiso 1 1 calc R U . . .
C11 C 0.8210(5) 1.1320(8) 0.3401(4) 0.0247(17) Uani 1 1 d . . . . .
H11A H 0.861633 1.076093 0.363585 0.030 Uiso 1 1 calc R U . . .
H11B H 0.813973 1.207316 0.368656 0.030 Uiso 1 1 calc R U . . .
C12 C 0.7023(6) 1.0193(9) 0.3880(5) 0.0214(19) Uani 1 1 d . U . . .
C13 C 0.7439(6) 1.0024(10) 0.4510(5) 0.032(2) Uani 1 1 d . U . . .
H13 H 0.800973 1.028593 0.457267 0.039 Uiso 1 1 calc R U . . .
C14 C 0.6998(8) 0.9467(13) 0.5038(7) 0.050(3) Uani 1 1 d . U . . .
H14 H 0.727618 0.933730 0.546847 0.060 Uiso 1 1 calc R U . . .
C15 C 0.6186(8) 0.9097(11) 0.4969(6) 0.045(3) Uani 1 1 d . U . . .
H15 H 0.590102 0.873364 0.535212 0.054 Uiso 1 1 calc R U . . .
C16 C 0.5746(7) 0.9244(10) 0.4328(6) 0.034(3) Uani 1 1 d . U . . .
C17 C 0.6181(6) 0.9854(10) 0.3778(5) 0.022(2) Uani 1 1 d . U . . .
C18 C 0.4877(8) 0.8807(12) 0.4285(7) 0.041(3) Uani 1 1 d . U . . .
H18 H 0.461814 0.860186 0.471472 0.049 Uiso 1 1 calc R U . . .
C19 C 0.3548(7) 0.8163(14) 0.3877(6) 0.055(4) Uani 0.609(13) 1 d D . P A 1
H19A H 0.314568 0.885343 0.395618 0.082 Uiso 0.609(13) 1 calc R U P A 1
H19B H 0.355021 0.763289 0.429520 0.082 Uiso 0.609(13) 1 calc R U P A 1
C20 C 0.3267(11) 0.7414(13) 0.3255(5) 0.034(4) Uani 0.609(13) 1 d D U P A 1
H20A H 0.360830 0.664547 0.323768 0.052 Uiso 0.609(13) 1 calc R U P A 1
H20B H 0.266574 0.717208 0.332139 0.052 Uiso 0.609(13) 1 calc R U P A 1
C21 C 0.3261(11) 0.7225(13) 0.1972(5) 0.032(4) Uani 0.609(13) 1 d D U P A 1
H21A H 0.268826 0.684670 0.196453 0.048 Uiso 0.609(13) 1 calc R U P A 1
H21B H 0.368774 0.655373 0.199777 0.048 Uiso 0.609(13) 1 calc R U P A 1
C22 C 0.3399(9) 0.7987(14) 0.1318(7) 0.056(4) Uani 0.609(13) 1 d D U P A 1
H22A H 0.335183 0.744631 0.090628 0.084 Uiso 0.609(13) 1 calc R U P A 1
H22B H 0.295647 0.863481 0.128480 0.084 Uiso 0.609(13) 1 calc R U P A 1
C23 C 0.2631(6) 0.8972(10) 0.2538(16) 0.038(4) Uani 0.609(13) 1 d D U P A 1
H23A H 0.265800 0.940841 0.209383 0.057 Uiso 0.609(13) 1 calc R U P A 1
H23B H 0.268402 0.957045 0.291733 0.057 Uiso 0.609(13) 1 calc R U P A 1
H23C H 0.208665 0.853841 0.257647 0.057 Uiso 0.609(13) 1 calc R U P A 1
C19' C 0.3548(7) 0.8163(14) 0.3877(6) 0.055(4) Uani 0.391(13) 1 d D . P A 2
H19C H 0.329678 0.859907 0.427901 0.082 Uiso 0.391(13) 1 calc R U P A 2
H19D H 0.359400 0.727616 0.399946 0.082 Uiso 0.391(13) 1 calc R U P A 2
C20' C 0.2955(12) 0.829(3) 0.3266(6) 0.050(8) Uani 0.391(13) 1 d D U P A 2
H21C H 0.247367 0.771346 0.332993 0.059 Uiso 0.391(13) 1 calc R U P A 2
H21D H 0.271954 0.914222 0.326648 0.059 Uiso 0.391(13) 1 calc R U P A 2
C21' C 0.2899(14) 0.845(3) 0.1942(6) 0.048(7) Uani 0.391(13) 1 d D U P A 2
H20C H 0.285892 0.936594 0.192829 0.058 Uiso 0.391(13) 1 calc R U P A 2
H20D H 0.231621 0.810801 0.193359 0.058 Uiso 0.391(13) 1 calc R U P A 2
C22' C 0.3399(9) 0.7987(14) 0.1318(7) 0.056(4) Uani 0.391(13) 1 d D U P A 2
H22C H 0.345436 0.707501 0.133823 0.084 Uiso 0.391(13) 1 calc R U P A 2
H22D H 0.310093 0.820920 0.088451 0.084 Uiso 0.391(13) 1 calc R U P A 2
C23' C 0.3473(12) 0.6682(9) 0.2601(16) 0.035(6) Uani 0.391(13) 1 d D U P A 2
H23D H 0.358451 0.637596 0.213173 0.052 Uiso 0.391(13) 1 calc R U P A 2
H23E H 0.295961 0.628440 0.278360 0.052 Uiso 0.391(13) 1 calc R U P A 2
H23F H 0.395692 0.648638 0.290046 0.052 Uiso 0.391(13) 1 calc R U P A 2
S1 S 0.56632(16) 1.3425(3) 0.10488(13) 0.0243(5) Uani 1 1 d . . . . .
O11 O 0.5870(6) 1.3189(7) 0.1765(4) 0.048(2) Uani 1 1 d . . . . .
O12 O 0.4836(6) 1.3056(9) 0.0869(6) 0.058(3) Uani 1 1 d . . . . .
O13 O 0.6285(7) 1.3162(12) 0.0541(5) 0.058(3) Uani 1 1 d . . . . .
C24 C 0.5599(8) 1.5112(12) 0.1057(6) 0.036(3) Uani 1 1 d . . . . .
F11 F 0.4988(5) 1.5501(6) 0.1474(5) 0.0584(19) Uani 1 1 d . . . . .
F12 F 0.5454(6) 1.5542(6) 0.0416(4) 0.065(2) Uani 1 1 d . . . . .
F13 F 0.6301(7) 1.5619(9) 0.1225(6) 0.065(3) Uani 1 1 d . . . . .
S2 S 0.58554(17) 1.3442(3) 0.38460(13) 0.0266(6) Uani 1 1 d . . . . .
O21 O 0.6505(7) 1.3149(7) 0.3369(4) 0.059(2) Uani 1 1 d . . . . .
O22 O 0.6140(8) 1.3341(11) 0.4528(5) 0.062(3) Uani 1 1 d . . . . .
O23 O 0.5050(7) 1.2863(10) 0.3733(7) 0.086(4) Uani 1 1 d . U . . .
C25 C 0.5642(7) 1.5068(12) 0.3679(7) 0.038(3) Uani 1 1 d . . . . .
F21 F 0.5435(7) 1.5238(7) 0.3036(4) 0.080(3) Uani 1 1 d . . . . .
F22 F 0.6305(9) 1.5759(8) 0.3835(7) 0.073(4) Uani 1 1 d . . . . .
F23 F 0.4972(5) 1.5454(8) 0.4067(6) 0.072(2) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 U1 O8 177.8(3) . . ?
O7 U1 O2 89.5(3) . . ?
O8 U1 O2 91.9(3) . . ?
O7 U1 O1 87.4(4) . . ?
O8 U1 O1 94.5(4) . . ?
O2 U1 O1 75.42(19) . . ?
O7 U1 N1 92.4(5) . . ?
O8 U1 N1 87.2(5) . . ?
O2 U1 N1 149.3(3) . . ?
O1 U1 N1 74.1(3) . . ?
O7 U1 N2 92.0(5) . . ?
O8 U1 N2 86.8(5) . . ?
O2 U1 N2 74.7(3) . . ?
O1 U1 N2 150.1(3) . . ?
N1 U1 N2 135.8(3) . . ?
O7 U1 N3 84.6(2) . . ?
O8 U1 N3 93.3(2) . . ?
O2 U1 N3 142.4(3) . . ?
O1 U1 N3 141.0(3) . . ?
N1 U1 N3 68.2(3) . . ?
N2 U1 N3 68.4(3) . . ?
O7 U1 Ca1 76.69(16) . . ?
O8 U1 Ca1 105.45(14) . . ?
O2 U1 Ca1 37.92(17) . . ?
O1 U1 Ca1 40.39(17) . . ?
N1 U1 Ca1 113.2(3) . . ?
N2 U1 Ca1 110.6(2) . . ?
N3 U1 Ca1 161.24(14) . . ?
O11 Ca1 O2 133.1(3) . . ?
O11 Ca1 O21 88.0(3) . . ?
O2 Ca1 O21 92.6(3) . . ?
O11 Ca1 O4 96.0(3) . . ?
O2 Ca1 O4 130.0(2) . . ?
O21 Ca1 O4 78.1(3) . . ?
O11 Ca1 O5 87.2(2) . . ?
O2 Ca1 O5 117.0(2) . . ?
O21 Ca1 O5 142.7(3) . . ?
O4 Ca1 O5 65.74(19) . . ?
O11 Ca1 O1 88.4(3) . . ?
O2 Ca1 O1 70.82(16) . . ?
O21 Ca1 O1 153.0(3) . . ?
O4 Ca1 O1 128.9(2) . . ?
O5 Ca1 O1 63.7(2) . . ?
O11 Ca1 O3 157.2(3) . . ?
O2 Ca1 O3 64.2(2) . . ?
O21 Ca1 O3 75.3(3) . . ?
O4 Ca1 O3 65.89(18) . . ?
O5 Ca1 O3 96.8(3) . . ?
O1 Ca1 O3 113.6(2) . . ?
O11 Ca1 C9 77.9(3) . . ?
O2 Ca1 C9 148.3(2) . . ?
O21 Ca1 C9 95.4(3) . . ?
O4 Ca1 C9 25.51(18) . . ?
O5 Ca1 C9 47.54(19) . . ?
O1 Ca1 C9 110.0(2) . . ?
O3 Ca1 C9 88.2(2) . . ?
O11 Ca1 S2 86.95(18) . . ?
O2 Ca1 S2 79.51(19) . . ?
O21 Ca1 S2 19.1(2) . . ?
O4 Ca1 S2 97.19(14) . . ?
O5 Ca1 S2 161.25(14) . . ?
O1 Ca1 S2 133.87(19) . . ?
O3 Ca1 S2 82.11(17) . . ?
C9 Ca1 S2 113.75(16) . . ?
O11 Ca1 U1 106.0(2) . . ?
O2 Ca1 U1 36.36(16) . . ?
O21 Ca1 U1 119.5(2) . . ?
O4 Ca1 U1 151.78(13) . . ?
O5 Ca1 U1 97.31(14) . . ?
O1 Ca1 U1 37.12(17) . . ?
O3 Ca1 U1 95.78(14) . . ?
C9 Ca1 U1 144.81(16) . . ?
S2 Ca1 U1 101.42(7) . . ?
C7 O1 U1 130.5(7) . . ?
C7 O1 Ca1 121.2(6) . . ?
U1 O1 Ca1 102.5(3) . . ?
C7 O1 O2 145.1(7) . . ?
U1 O1 O2 52.2(2) . . ?
Ca1 O1 O2 53.0(2) . . ?
C17 O2 U1 133.3(6) . . ?
C17 O2 Ca1 119.7(6) . . ?
U1 O2 Ca1 105.7(3) . . ?
C17 O2 O1 155.2(7) . . ?
U1 O2 O1 52.4(2) . . ?
Ca1 O2 O1 56.2(2) . . ?
C12 O3 C11 118.0(7) . . ?
C12 O3 Ca1 116.2(5) . . ?
C11 O3 Ca1 115.7(5) . . ?
C10 O4 C9 113.4(6) . . ?
C10 O4 Ca1 119.2(4) . . ?
C9 O4 Ca1 108.6(4) . . ?
C6 O5 C8 116.9(7) . . ?
C6 O5 Ca1 122.3(5) . . ?
C8 O5 Ca1 119.7(5) . . ?
C1 N1 C22' 118.0(11) . . ?
C1 N1 C22 118.0(11) . . ?
C1 N1 U1 124.0(8) . . ?
C22' N1 U1 116.1(8) . . ?
C22 N1 U1 116.1(8) . . ?
C18 N2 C19' 116.1(10) . . ?
C18 N2 C19 116.1(10) . . ?
C18 N2 U1 127.0(8) . . ?
C19' N2 U1 116.9(7) . . ?
C19 N2 U1 116.9(7) . . ?
C20 N3 C21 114.1(8) . . ?
C21' N3 C20' 119.7(10) . . ?
C21' N3 C23' 112.0(16) . . ?
C20' N3 C23' 101.8(18) . . ?
C20 N3 C23 107.1(15) . . ?
C21 N3 C23 106.9(14) . . ?
C20 N3 U1 110.0(7) . . ?
C21 N3 U1 108.3(7) . . ?
C21' N3 U1 103.6(12) . . ?
C20' N3 U1 109.7(12) . . ?
C23' N3 U1 110.1(8) . . ?
C23 N3 U1 110.5(5) . . ?
N1 C1 C2 128.5(11) . . ?
N1 C1 H1 115.8 . . ?
C2 C1 H1 115.8 . . ?
C7 C2 C1 125.8(12) . . ?
C7 C2 C3 117.2(12) . . ?
C1 C2 C3 117.0(11) . . ?
C4 C3 C2 122.5(10) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 119.2(10) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 119.6(10) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 O5 123.7(9) . . ?
C5 C6 C7 122.2(9) . . ?
O5 C6 C7 114.0(8) . . ?
O1 C7 C2 122.2(10) . . ?
O1 C7 C6 118.7(8) . . ?
C2 C7 C6 119.1(10) . . ?
O5 C8 C9 107.2(6) . . ?
O5 C8 H8A 110.3 . . ?
C9 C8 H8A 110.3 . . ?
O5 C8 H8B 110.3 . . ?
C9 C8 H8B 110.3 . . ?
H8A C8 H8B 108.5 . . ?
O4 C9 C8 110.5(6) . . ?
O4 C9 Ca1 45.9(3) . . ?
C8 C9 Ca1 85.2(4) . . ?
O4 C9 H9A 109.5 . . ?
C8 C9 H9A 109.5 . . ?
Ca1 C9 H9A 155.4 . . ?
O4 C9 H9B 109.5 . . ?
C8 C9 H9B 109.5 . . ?
Ca1 C9 H9B 83.9 . . ?
H9A C9 H9B 108.1 . . ?
O4 C10 C11 106.6(6) . . ?
O4 C10 H10A 110.4 . . ?
C11 C10 H10A 110.4 . . ?
O4 C10 H10B 110.4 . . ?
C11 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
O3 C11 C10 107.1(6) . . ?
O3 C11 H11A 110.3 . . ?
C10 C11 H11A 110.3 . . ?
O3 C11 H11B 110.3 . . ?
C10 C11 H11B 110.3 . . ?
H11A C11 H11B 108.5 . . ?
O3 C12 C17 114.1(8) . . ?
O3 C12 C13 123.4(8) . . ?
C17 C12 C13 122.5(9) . . ?
C14 C13 C12 118.0(10) . . ?
C14 C13 H13 121.0 . . ?
C12 C13 H13 121.0 . . ?
C15 C14 C13 122.5(11) . . ?
C15 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C14 C15 C16 120.9(11) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C17 C16 C15 117.7(10) . . ?
C17 C16 C18 124.2(11) . . ?
C15 C16 C18 118.1(11) . . ?
O2 C17 C12 118.3(8) . . ?
O2 C17 C16 123.4(9) . . ?
C12 C17 C16 118.4(10) . . ?
N2 C18 C16 128.9(11) . . ?
N2 C18 H18 115.6 . . ?
C16 C18 H18 115.6 . . ?
N2 C19 C20 109.4(10) . . ?
N2 C19 H19A 109.8 . . ?
C20 C19 H19A 109.8 . . ?
N2 C19 H19B 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
N3 C20 C19 115.2(10) . . ?
N3 C20 H20A 108.5 . . ?
C19 C20 H20A 108.5 . . ?
N3 C20 H20B 108.5 . . ?
C19 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
N3 C21 C22 108.5(11) . . ?
N3 C21 H21A 110.0 . . ?
C22 C21 H21A 110.0 . . ?
N3 C21 H21B 110.0 . . ?
C22 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?
N1 C22 C21 110.0(11) . . ?
N1 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
N1 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
N3 C23 H23A 109.5 . . ?
N3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C19' C20' 113.9(13) . . ?
N2 C19' H19C 108.8 . . ?
C20' C19' H19C 108.8 . . ?
N2 C19' H19D 108.8 . . ?
C20' C19' H19D 108.8 . . ?
H19C C19' H19D 107.7 . . ?
N3 C20' C19' 115.2(12) . . ?
N3 C20' H21C 108.5 . . ?
C19' C20' H21C 108.5 . . ?
N3 C20' H21D 108.5 . . ?
C19' C20' H21D 108.5 . . ?
H21C C20' H21D 107.5 . . ?
N3 C21' C22' 108.4(12) . . ?
N3 C21' H20C 110.0 . . ?
C22' C21' H20C 110.0 . . ?
N3 C21' H20D 110.0 . . ?
C22' C21' H20D 110.0 . . ?
H20C C21' H20D 108.4 . . ?
N1 C22' C21' 108.0(15) . . ?
N1 C22' H22C 110.1 . . ?
C21' C22' H22C 110.1 . . ?
N1 C22' H22D 110.1 . . ?
C21' C22' H22D 110.1 . . ?
H22C C22' H22D 108.4 . . ?
N3 C23' H23D 109.5 . . ?
N3 C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
N3 C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
O12 S1 O13 114.4(7) . . ?
O12 S1 O11 113.3(6) . . ?
O13 S1 O11 118.2(6) . . ?
O12 S1 C24 103.5(6) . . ?
O13 S1 C24 104.2(7) . . ?
O11 S1 C24 100.4(5) . . ?
S1 O11 Ca1 139.8(4) . . ?
F13 C24 F11 109.8(11) . . ?
F13 C24 F12 103.4(12) . . ?
F11 C24 F12 109.1(10) . . ?
F13 C24 S1 112.5(9) . . ?
F11 C24 S1 111.3(9) . . ?
F12 C24 S1 110.3(8) . . ?
O22 S2 O21 111.4(7) . . ?
O22 S2 O23 113.3(8) . . ?
O21 S2 O23 116.4(8) . . ?
O22 S2 C25 107.6(7) . . ?
O21 S2 C25 103.6(5) . . ?
O23 S2 C25 103.4(6) . . ?
O22 S2 Ca1 128.0(5) . . ?
O21 S2 Ca1 34.0(4) . . ?
O23 S2 Ca1 82.5(7) . . ?
C25 S2 Ca1 116.6(4) . . ?
S2 O21 Ca1 126.8(6) . . ?
F21 C25 F22 109.7(12) . . ?
F21 C25 F23 106.9(11) . . ?
F22 C25 F23 108.3(12) . . ?
F21 C25 S2 110.7(9) . . ?
F22 C25 S2 111.2(9) . . ?
F23 C25 S2 110.0(8) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O7 1.767(4) . ?
U1 O8 1.768(4) . ?
U1 O2 2.293(7) . ?
U1 O1 2.301(7) . ?
U1 N1 2.495(11) . ?
U1 N2 2.550(9) . ?
U1 N3 2.595(6) . ?
U1 Ca1 3.7230(12) . ?
Ca1 O11 2.278(7) . ?
Ca1 O2 2.377(7) . ?
Ca1 O21 2.408(8) . ?
Ca1 O4 2.412(5) . ?
Ca1 O5 2.456(6) . ?
Ca1 O1 2.471(7) . ?
Ca1 O3 2.493(6) . ?
Ca1 C9 3.183(8) . ?
Ca1 S2 3.445(4) . ?
O1 C7 1.327(12) . ?
O1 O2 2.810(7) . ?
O2 C17 1.350(12) . ?
O3 C12 1.374(11) . ?
O3 C11 1.442(10) . ?
O4 C10 1.423(9) . ?
O4 C9 1.446(9) . ?
O5 C6 1.376(10) . ?
O5 C8 1.436(10) . ?
N1 C1 1.295(17) . ?
N1 C22' 1.493(17) . ?
N1 C22 1.493(17) . ?
N2 C18 1.273(17) . ?
N2 C19' 1.484(14) . ?
N2 C19 1.484(14) . ?
N3 C20 1.480(8) . ?
N3 C21 1.482(8) . ?
N3 C21' 1.483(9) . ?
N3 C20' 1.484(9) . ?
N3 C23' 1.496(9) . ?
N3 C23 1.502(8) . ?
C1 C2 1.425(18) . ?
C1 H1 0.9500 . ?
C2 C7 1.394(15) . ?
C2 C3 1.431(18) . ?
C3 C4 1.354(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.358(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.401(14) . ?
C8 C9 1.506(11) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.521(12) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C17 1.388(14) . ?
C12 C13 1.394(13) . ?
C13 C14 1.372(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.345(18) . ?
C14 H14 0.9500 . ?
C15 C16 1.427(16) . ?
C15 H15 0.9500 . ?
C16 C17 1.425(15) . ?
C16 C18 1.448(17) . ?
C18 H18 0.9500 . ?
C19 C20 1.515(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.522(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C19' C20' 1.510(9) . ?
C19' H19C 0.9900 . ?
C19' H19D 0.9900 . ?
C20' H21C 0.9900 . ?
C20' H21D 0.9900 . ?
C21' C22' 1.523(9) . ?
C21' H20C 0.9900 . ?
C21' H20D 0.9900 . ?
C22' H22C 0.9900 . ?
C22' H22D 0.9900 . ?
C23' H23D 0.9800 . ?
C23' H23E 0.9800 . ?
C23' H23F 0.9800 . ?
S1 O12 1.405(9) . ?
S1 O13 1.414(10) . ?
S1 O11 1.444(7) . ?
S1 C24 1.826(14) . ?
C24 F13 1.275(16) . ?
C24 F11 1.323(15) . ?
C24 F12 1.342(13) . ?
S2 O22 1.396(10) . ?
S2 O21 1.411(8) . ?
S2 O23 1.430(10) . ?
S2 C25 1.819(14) . ?
C25 F21 1.296(14) . ?
C25 F22 1.318(16) . ?
C25 F23 1.359(14) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C22' N1 C1 C2 -178.3(14) . . . . ?
C22 N1 C1 C2 -178.3(14) . . . . ?
U1 N1 C1 C2 -15(2) . . . . ?
N1 C1 C2 C7 -10(2) . . . . ?
N1 C1 C2 C3 171.4(14) . . . . ?
C7 C2 C3 C4 1.9(19) . . . . ?
C1 C2 C3 C4 -179.2(13) . . . . ?
C2 C3 C4 C5 -2(2) . . . . ?
C3 C4 C5 C6 -1.7(18) . . . . ?
C4 C5 C6 O5 -178.0(10) . . . . ?
C4 C5 C6 C7 5.0(17) . . . . ?
C8 O5 C6 C5 12.6(14) . . . . ?
Ca1 O5 C6 C5 -179.6(8) . . . . ?
C8 O5 C6 C7 -170.2(9) . . . . ?
Ca1 O5 C6 C7 -2.4(11) . . . . ?
U1 O1 C7 C2 36.6(16) . . . . ?
Ca1 O1 C7 C2 -175.3(9) . . . . ?
O2 O1 C7 C2 115.9(13) . . . . ?
U1 O1 C7 C6 -145.0(8) . . . . ?
Ca1 O1 C7 C6 3.1(13) . . . . ?
O2 O1 C7 C6 -65.7(16) . . . . ?
C1 C2 C7 O1 1(2) . . . . ?
C3 C2 C7 O1 179.7(11) . . . . ?
C1 C2 C7 C6 -177.5(12) . . . . ?
C3 C2 C7 C6 1.3(18) . . . . ?
C5 C6 C7 O1 176.8(10) . . . . ?
O5 C6 C7 O1 -0.5(14) . . . . ?
C5 C6 C7 C2 -4.8(17) . . . . ?
O5 C6 C7 C2 178.0(10) . . . . ?
C6 O5 C8 C9 160.6(8) . . . . ?
Ca1 O5 C8 C9 -7.5(10) . . . . ?
C10 O4 C9 C8 74.1(8) . . . . ?
Ca1 O4 C9 C8 -60.8(7) . . . . ?
C10 O4 C9 Ca1 134.9(6) . . . . ?
O5 C8 C9 O4 44.1(9) . . . . ?
O5 C8 C9 Ca1 5.0(6) . . . . ?
C9 O4 C10 C11 -174.7(6) . . . . ?
Ca1 O4 C10 C11 -44.9(7) . . . . ?
C12 O3 C11 C10 173.1(7) . . . . ?
Ca1 O3 C11 C10 -42.7(8) . . . . ?
O4 C10 C11 O3 54.8(8) . . . . ?
C11 O3 C12 C17 167.5(8) . . . . ?
Ca1 O3 C12 C17 23.4(11) . . . . ?
C11 O3 C12 C13 -12.3(13) . . . . ?
Ca1 O3 C12 C13 -156.4(8) . . . . ?
O3 C12 C13 C14 -178.3(10) . . . . ?
C17 C12 C13 C14 2.0(17) . . . . ?
C12 C13 C14 C15 -1(2) . . . . ?
C13 C14 C15 C16 2(2) . . . . ?
C14 C15 C16 C17 -3.4(18) . . . . ?
C14 C15 C16 C18 179.0(13) . . . . ?
U1 O2 C17 C12 146.8(8) . . . . ?
Ca1 O2 C17 C12 -18.6(12) . . . . ?
O1 O2 C17 C12 54(2) . . . . ?
U1 O2 C17 C16 -33.8(15) . . . . ?
Ca1 O2 C17 C16 160.8(8) . . . . ?
O1 O2 C17 C16 -126.2(15) . . . . ?
O3 C12 C17 O2 -4.2(14) . . . . ?
C13 C12 C17 O2 175.5(10) . . . . ?
O3 C12 C17 C16 176.4(9) . . . . ?
C13 C12 C17 C16 -3.9(16) . . . . ?
C15 C16 C17 O2 -174.9(10) . . . . ?
C18 C16 C17 O2 2.6(18) . . . . ?
C15 C16 C17 C12 4.4(16) . . . . ?
C18 C16 C17 C12 -178.1(11) . . . . ?
C19' N2 C18 C16 178.6(13) . . . . ?
C19 N2 C18 C16 178.6(13) . . . . ?
U1 N2 C18 C16 -3(2) . . . . ?
C17 C16 C18 N2 15(2) . . . . ?
C15 C16 C18 N2 -167.8(13) . . . . ?
C18 N2 C19 C20 -149.6(13) . . . . ?
U1 N2 C19 C20 31.7(14) . . . . ?
C21 N3 C20 C19 166.5(15) . . . . ?
C23 N3 C20 C19 -75.4(16) . . . . ?
U1 N3 C20 C19 44.7(15) . . . . ?
N2 C19 C20 N3 -51.7(18) . . . . ?
C20 N3 C21 C22 -177.1(14) . . . . ?
C23 N3 C21 C22 64.7(15) . . . . ?
U1 N3 C21 C22 -54.3(13) . . . . ?
C1 N1 C22 C21 132.1(14) . . . . ?
U1 N1 C22 C21 -32.7(15) . . . . ?
N3 C21 C22 N1 58.7(16) . . . . ?
C18 N2 C19' C20' 166.0(16) . . . . ?
U1 N2 C19' C20' -12.7(18) . . . . ?
C21' N3 C20' C19' -165(2) . . . . ?
C23' N3 C20' C19' 71(3) . . . . ?
U1 N3 C20' C19' -45(3) . . . . ?
N2 C19' C20' N3 40(3) . . . . ?
C20' N3 C21' C22' -175(2) . . . . ?
C23' N3 C21' C22' -56(2) . . . . ?
U1 N3 C21' C22' 62.7(19) . . . . ?
C1 N1 C22' C21' -167.7(14) . . . . ?
U1 N1 C22' C21' 27.5(14) . . . . ?
N3 C21' C22' N1 -62(2) . . . . ?
O12 S1 O11 Ca1 89.3(9) . . . . ?
O13 S1 O11 Ca1 -48.5(11) . . . . ?
C24 S1 O11 Ca1 -160.9(8) . . . . ?
O12 S1 C24 F13 178.9(10) . . . . ?
O13 S1 C24 F13 -61.2(11) . . . . ?
O11 S1 C24 F13 61.6(11) . . . . ?
O12 S1 C24 F11 55.1(10) . . . . ?
O13 S1 C24 F11 175.1(9) . . . . ?
O11 S1 C24 F11 -62.1(9) . . . . ?
O12 S1 C24 F12 -66.2(10) . . . . ?
O13 S1 C24 F12 53.7(11) . . . . ?
O11 S1 C24 F12 176.6(9) . . . . ?
O22 S2 O21 Ca1 126.9(7) . . . . ?
O23 S2 O21 Ca1 -5.0(8) . . . . ?
C25 S2 O21 Ca1 -117.7(6) . . . . ?
O22 S2 C25 F21 175.2(10) . . . . ?
O21 S2 C25 F21 57.1(10) . . . . ?
O23 S2 C25 F21 -64.7(11) . . . . ?
Ca1 S2 C25 F21 23.5(10) . . . . ?
O22 S2 C25 F22 53.0(12) . . . . ?
O21 S2 C25 F22 -65.1(11) . . . . ?
O23 S2 C25 F22 173.1(11) . . . . ?
Ca1 S2 C25 F22 -98.7(10) . . . . ?
O22 S2 C25 F23 -66.9(11) . . . . ?
O21 S2 C25 F23 175.0(9) . . . . ?
O23 S2 C25 F23 53.2(12) . . . . ?
Ca1 S2 C25 F23 141.4(8) . . . . ?
