# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2408741'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H38 N2 O18 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1286.76

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1663(3)
_cell_length_b                   10.5584(3)
_cell_length_c                   12.5335(4)
_cell_angle_alpha                100.8155(12)
_cell_angle_beta                 91.1157(13)
_cell_angle_gamma                111.4308(12)
_cell_volume                     983.50(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9607
_cell_measurement_theta_min      2.9547
_cell_measurement_theta_max      33.2179
_cell_measurement_temperature    100(2)

_exptl_crystal_description       irregular
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.116
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.044
_exptl_crystal_density_diffrn    2.173
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608

_exptl_absorpt_coefficient_mu    8.306
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.54
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            47714
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_full        30.51
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
The H atoms of the water molecule have been found and refined
with geometric restraints.
;

_reflns_number_total             5986
_reflns_number_gt                5596
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0229
_refine_ls_R_factor_gt           0.0202
_refine_ls_wR_factor_gt          0.0506
_refine_ls_wR_factor_ref         0.0522
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_number_reflns         5986
_refine_ls_number_parameters     277
_refine_ls_number_restraints     3
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0288P)²+1.0468P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.753
_refine_diff_density_min         -1.160
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 -0.02129(2) 0.63634(2) 0.72444(2) 0.01423(3) Uani d . . . 1 . .
O O1 -0.0186(3) 0.7818(2) 0.82354(17) 0.0211(4) Uani d . . . 1 . .
O O2 -0.0262(3) 0.4889(2) 0.62776(17) 0.0208(4) Uani d . . . 1 . .
O O3 0.2648(3) 0.6679(2) 0.81470(17) 0.0219(4) Uani d . . . 1 . .
O O4 0.0297(3) 0.5154(2) 0.86347(17) 0.0220(4) Uani d . . . 1 . .
O O5 0.7021(3) 0.4848(2) 0.78404(17) 0.0204(4) Uani d . . . 1 . .
O O6 0.6766(3) 0.5997(2) 0.66020(18) 0.0231(4) Uani d . . . 1 . .
O O7 -0.0284(3) 0.7678(2) 0.57787(17) 0.0198(4) Uani d . . . 1 . .
O O8 0.2316(3) 0.7766(2) 0.63614(16) 0.0204(4) Uani d . . . 1 . .
O O9 0.5406(3) 0.7569(3) 0.5401(2) 0.0346(5) Uani d . . D 1 . .
H H9A 0.576(5) 0.706(4) 0.570(3) 0.052000 Uiso d U . D 1 . .
H H9B 0.448(4) 0.757(5) 0.568(3) 0.052000 Uiso d U . D 1 . .
N N1 0.1630(3) 0.8910(2) 0.28817(18) 0.0161(4) Uani d . . . 1 . .
C C1 0.2844(3) 0.3687(3) 0.8776(2) 0.0162(4) Uani d . . . 1 . .
C C2 0.3363(3) 0.3299(3) 0.7743(2) 0.0180(5) Uani d . . . 1 . .
C C3 0.3180(4) 0.1917(3) 0.7383(2) 0.0232(5) Uani d . . . 1 . .
H H3 0.355648 0.164734 0.669438 0.028000 Uiso calc U . R 1 . .
C C4 0.2461(4) 0.0925(3) 0.8009(3) 0.0255(6) Uani d . . . 1 . .
H H4 0.236705 -0.000747 0.775412 0.031000 Uiso calc U . R 1 . .
C C5 0.1882(4) 0.1301(3) 0.9004(3) 0.0240(6) Uani d . . . 1 . .
H H5 0.135335 0.062191 0.942468 0.029000 Uiso calc U . R 1 . .
C C6 0.2079(4) 0.2681(3) 0.9389(2) 0.0198(5) Uani d . . . 1 . .
H H6 0.168689 0.293883 1.007465 0.024000 Uiso calc U . R 1 . .
C C7 0.3125(4) 0.5193(3) 0.9259(2) 0.0208(5) Uani d . . . 1 . .
H H7A 0.287124 0.527859 1.003316 0.025000 Uiso calc U . R 1 . .
H H7B 0.437781 0.578797 0.923788 0.025000 Uiso calc U . R 1 . .
C C8 0.1961(4) 0.5705(3) 0.8653(2) 0.0191(5) Uani d . . . 1 . .
C C9 0.4096(4) 0.4299(3) 0.6998(2) 0.0213(5) Uani d . . . 1 . .
H H9C 0.378084 0.377110 0.623398 0.026000 Uiso calc U . R 1 . .
H H9D 0.351031 0.497926 0.709942 0.026000 Uiso calc U . R 1 . .
C C10 0.6057(4) 0.5085(3) 0.7165(2) 0.0180(5) Uani d . . . 1 . .
C C11 0.2115(4) 0.8002(3) 0.2177(2) 0.0231(5) Uani d . . . 1 . .
H H11 0.176674 0.706451 0.225655 0.028000 Uiso calc U . R 1 . .
C C12 0.3113(4) 0.8431(3) 0.1347(2) 0.0249(6) Uani d . . . 1 . .
H H12 0.347114 0.779618 0.086143 0.030000 Uiso calc U . R 1 . .
C C13 0.3599(3) 0.9808(3) 0.1217(2) 0.0191(5) Uani d . . . 1 . .
C C14 0.3027(4) 1.0690(3) 0.1938(3) 0.0248(6) Uani d . . . 1 . .
H H14 0.331999 1.162518 0.186461 0.030000 Uiso calc U . R 1 . .
C C15 0.2042(4) 1.0221(3) 0.2754(2) 0.0229(5) Uani d . . . 1 . .
H H15 0.164510 1.083151 0.323799 0.028000 Uiso calc U . R 1 . .
C C16 0.0759(3) 0.8434(3) 0.3839(2) 0.0201(5) Uani d . . . 1 . .
H H16A -0.004880 0.744626 0.362199 0.024000 Uiso calc U . R 1 . .
H H16B 0.005247 0.899194 0.411588 0.024000 Uiso calc U . R 1 . .
C C17 0.2146(3) 0.8594(3) 0.4722(2) 0.0187(5) Uani d . . . 1 . .
H H17A 0.293343 0.812378 0.441347 0.022000 Uiso calc U . R 1 . .
H H17B 0.287454 0.959400 0.498398 0.022000 Uiso calc U . R 1 . .
C C18 0.1339(3) 0.7986(3) 0.5674(2) 0.0168(5) Uani d . . . 1 . .
C C19 0.4711(4) 1.0376(3) 0.0382(2) 0.0198(5) Uani d . . . 1 . .
H H19 0.503899 1.133770 0.038693 0.024000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O2 . 1.772(2) ?
U1 O1 . 1.778(2) ?
U1 O6 1_455 2.448(2) ?
U1 O4 . 2.457(2) ?
U1 O3 . 2.457(2) ?
U1 O5 1_455 2.4683(19) ?
U1 O8 . 2.4803(19) ?
U1 O7 . 2.5131(19) ?
O3 C8 . 1.270(3) ?
O4 C8 . 1.265(3) ?
O5 C10 . 1.263(3) ?
O6 C10 . 1.275(3) ?
O7 C18 . 1.260(3) ?
O8 C18 . 1.271(3) ?
O9 H9A . 0.840(10) ?
O9 H9B . 0.841(10) ?
N1 C15 . 1.341(3) ?
N1 C11 . 1.353(4) ?
N1 C16 . 1.482(3) ?
C1 C6 . 1.396(4) ?
C1 C2 . 1.405(4) ?
C1 C7 . 1.522(4) ?
C2 C3 . 1.395(4) ?
C2 C9 . 1.508(4) ?
C3 C4 . 1.391(4) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.382(5) ?
C4 H4 . 0.950000 ?
C5 C6 . 1.394(4) ?
C5 H5 . 0.950000 ?
C6 H6 . 0.950000 ?
C7 C8 . 1.508(4) ?
C7 H7A . 0.990000 ?
C7 H7B . 0.990000 ?
C9 C10 . 1.499(4) ?
C9 H9C . 0.990000 ?
C9 H9D . 0.990000 ?
C11 C12 . 1.376(4) ?
C11 H11 . 0.950000 ?
C12 C13 . 1.403(4) ?
C12 H12 . 0.950000 ?
C13 C14 . 1.386(4) ?
C13 C19 . 1.467(4) ?
C14 C15 . 1.368(4) ?
C14 H14 . 0.950000 ?
C15 H15 . 0.950000 ?
C16 C17 . 1.510(4) ?
C16 H16A . 0.990000 ?
C16 H16B . 0.990000 ?
C17 C18 . 1.509(4) ?
C17 H17A . 0.990000 ?
C17 H17B . 0.990000 ?
C19 C19 2_675 1.333(6) ?
C19 H19 . 0.950000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 U1 O1 . . 178.69(8) ?
O2 U1 O6 . 1_455 91.51(9) ?
O1 U1 O6 . 1_455 88.39(9) ?
O2 U1 O4 . . 85.94(8) ?
O1 U1 O4 . . 92.98(8) ?
O6 U1 O4 1_455 . 119.98(7) ?
O2 U1 O3 . . 92.47(9) ?
O1 U1 O3 . . 87.46(9) ?
O6 U1 O3 1_455 . 171.59(7) ?
O4 U1 O3 . . 53.00(7) ?
O2 U1 O5 . 1_455 87.77(9) ?
O1 U1 O5 . 1_455 91.13(8) ?
O6 U1 O5 1_455 1_455 52.94(6) ?
O4 U1 O5 . 1_455 67.04(7) ?
O3 U1 O5 . 1_455 119.82(7) ?
O2 U1 O8 . . 87.27(8) ?
O1 U1 O8 . . 93.91(8) ?
O6 U1 O8 1_455 . 119.90(6) ?
O4 U1 O8 . . 119.84(7) ?
O3 U1 O8 . . 67.72(7) ?
O5 U1 O8 1_455 . 171.17(7) ?
O2 U1 O7 . . 92.18(8) ?
O1 U1 O7 . . 88.99(8) ?
O6 U1 O7 1_455 . 67.89(6) ?
O4 U1 O7 . . 171.91(6) ?
O3 U1 O7 . . 119.32(6) ?
O5 U1 O7 1_455 . 120.80(6) ?
O8 U1 O7 . . 52.15(6) ?
C8 O3 U1 . . 93.15(16) ?
C8 O4 U1 . . 93.29(16) ?
C10 O5 U1 . 1_655 93.28(16) ?
C10 O6 U1 . 1_655 93.92(16) ?
C18 O7 U1 . . 92.62(15) ?
C18 O8 U1 . . 93.86(15) ?
H9A O9 H9B . . 106.3(16) ?
C15 N1 C11 . . 120.7(2) ?
C15 N1 C16 . . 121.6(2) ?
C11 N1 C16 . . 117.5(2) ?
C6 C1 C2 . . 119.8(3) ?
C6 C1 C7 . . 118.7(2) ?
C2 C1 C7 . . 121.5(2) ?
C3 C2 C1 . . 118.4(2) ?
C3 C2 C9 . . 118.2(3) ?
C1 C2 C9 . . 123.3(3) ?
C4 C3 C2 . . 121.5(3) ?
C4 C3 H3 . . 119.200000 ?
C2 C3 H3 . . 119.200000 ?
C5 C4 C3 . . 119.7(3) ?
C5 C4 H4 . . 120.200000 ?
C3 C4 H4 . . 120.200000 ?
C4 C5 C6 . . 119.7(3) ?
C4 C5 H5 . . 120.100000 ?
C6 C5 H5 . . 120.100000 ?
C5 C6 C1 . . 120.7(3) ?
C5 C6 H6 . . 119.600000 ?
C1 C6 H6 . . 119.600000 ?
C8 C7 C1 . . 112.2(2) ?
C8 C7 H7A . . 109.200000 ?
C1 C7 H7A . . 109.200000 ?
C8 C7 H7B . . 109.200000 ?
C1 C7 H7B . . 109.200000 ?
H7A C7 H7B . . 107.900000 ?
O4 C8 O3 . . 119.8(2) ?
O4 C8 C7 . . 120.2(2) ?
O3 C8 C7 . . 120.0(3) ?
O4 C8 U1 . . 60.18(14) ?
O3 C8 U1 . . 60.20(14) ?
C7 C8 U1 . . 171.46(19) ?
C10 C9 C2 . . 115.4(2) ?
C10 C9 H9C . . 108.400000 ?
C2 C9 H9C . . 108.400000 ?
C10 C9 H9D . . 108.400000 ?
C2 C9 H9D . . 108.400000 ?
H9C C9 H9D . . 107.500000 ?
O5 C10 O6 . . 119.4(2) ?
O5 C10 C9 . . 121.4(2) ?
O6 C10 C9 . . 119.2(2) ?
O5 C10 U1 . 1_655 60.32(14) ?
O6 C10 U1 . 1_655 59.43(14) ?
C9 C10 U1 . 1_655 173.2(2) ?
N1 C11 C12 . . 120.2(3) ?
N1 C11 H11 . . 119.900000 ?
C12 C11 H11 . . 119.900000 ?
C11 C12 C13 . . 119.9(3) ?
C11 C12 H12 . . 120.100000 ?
C13 C12 H12 . . 120.100000 ?
C14 C13 C12 . . 117.9(2) ?
C14 C13 C19 . . 118.3(3) ?
C12 C13 C19 . . 123.9(3) ?
C15 C14 C13 . . 120.3(3) ?
C15 C14 H14 . . 119.800000 ?
C13 C14 H14 . . 119.800000 ?
N1 C15 C14 . . 120.9(3) ?
N1 C15 H15 . . 119.500000 ?
C14 C15 H15 . . 119.500000 ?
N1 C16 C17 . . 109.5(2) ?
N1 C16 H16A . . 109.800000 ?
C17 C16 H16A . . 109.800000 ?
N1 C16 H16B . . 109.800000 ?
C17 C16 H16B . . 109.800000 ?
H16A C16 H16B . . 108.200000 ?
C18 C17 C16 . . 112.1(2) ?
C18 C17 H17A . . 109.200000 ?
C16 C17 H17A . . 109.200000 ?
C18 C17 H17B . . 109.200000 ?
C16 C17 H17B . . 109.200000 ?
H17A C17 H17B . . 107.900000 ?
O7 C18 O8 . . 120.3(2) ?
O7 C18 C17 . . 120.7(2) ?
O8 C18 C17 . . 119.0(2) ?
O7 C18 U1 . . 61.29(13) ?
O8 C18 U1 . . 59.84(13) ?
C17 C18 U1 . . 169.55(19) ?
C19 C19 C13 2_675 . 124.0(3) ?
C19 C19 H19 2_675 . 118.000000 ?
C13 C19 H19 . . 118.000000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -3.4(4) ?
C7 C1 C2 C3 . . . . 175.5(2) ?
C6 C1 C2 C9 . . . . 176.1(2) ?
C7 C1 C2 C9 . . . . -4.9(4) ?
C1 C2 C3 C4 . . . . 1.7(4) ?
C9 C2 C3 C4 . . . . -177.9(3) ?
C2 C3 C4 C5 . . . . 1.1(4) ?
C3 C4 C5 C6 . . . . -2.1(4) ?
C4 C5 C6 C1 . . . . 0.4(4) ?
C2 C1 C6 C5 . . . . 2.4(4) ?
C7 C1 C6 C5 . . . . -176.6(2) ?
C6 C1 C7 C8 . . . . -112.4(3) ?
C2 C1 C7 C8 . . . . 68.7(3) ?
U1 O4 C8 O3 . . . . 9.0(3) ?
U1 O4 C8 C7 . . . . -170.1(2) ?
U1 O3 C8 O4 . . . . -9.0(3) ?
U1 O3 C8 C7 . . . . 170.1(2) ?
C1 C7 C8 O4 . . . . 63.4(3) ?
C1 C7 C8 O3 . . . . -115.7(3) ?
C3 C2 C9 C10 . . . . -92.7(3) ?
C1 C2 C9 C10 . . . . 87.8(3) ?
U1 O5 C10 O6 1_655 . . . -6.7(3) ?
U1 O5 C10 C9 1_655 . . . 172.3(2) ?
U1 O6 C10 O5 1_655 . . . 6.8(3) ?
U1 O6 C10 C9 1_655 . . . -172.3(2) ?
C2 C9 C10 O5 . . . . 4.2(4) ?
C2 C9 C10 O6 . . . . -176.7(3) ?
C15 N1 C11 C12 . . . . 3.0(4) ?
C16 N1 C11 C12 . . . . -172.3(3) ?
N1 C11 C12 C13 . . . . -1.2(5) ?
C11 C12 C13 C14 . . . . -0.7(4) ?
C11 C12 C13 C19 . . . . 177.7(3) ?
C12 C13 C14 C15 . . . . 0.9(4) ?
C19 C13 C14 C15 . . . . -177.6(3) ?
C11 N1 C15 C14 . . . . -2.8(4) ?
C16 N1 C15 C14 . . . . 172.3(3) ?
C13 C14 C15 N1 . . . . 0.8(5) ?
C15 N1 C16 C17 . . . . -93.1(3) ?
C11 N1 C16 C17 . . . . 82.1(3) ?
N1 C16 C17 C18 . . . . -174.0(2) ?
U1 O7 C18 O8 . . . . -10.6(3) ?
U1 O7 C18 C17 . . . . 168.2(2) ?
U1 O8 C18 O7 . . . . 10.8(3) ?
U1 O8 C18 C17 . . . . -168.1(2) ?
C16 C17 C18 O7 . . . . -14.1(4) ?
C16 C17 C18 O8 . . . . 164.7(3) ?
C16 C17 C18 U1 . . . . 84.0(10) ?
C14 C13 C19 C19 . . . 2_675 -177.4(4) ?
C12 C13 C19 C19 . . . 2_675 4.2(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O9 H9A O6 . 0.840(10) 2.075(12) 2.910(3) 173.(5) ?
O9 H9B O8 . 0.841(10) 2.037(11) 2.876(3) 175.(4) ?
C9 H9C O9 2_666 0.990000 2.510000 3.392(4) 148.500000 ?
C9 H9D O3 . 0.990000 2.350000 3.266(4) 153.700000 ?
C11 H11 O4 2_566 0.950000 2.370000 3.142(4) 137.700000 ?
C11 H11 O5 2_666 0.950000 2.540000 3.329(4) 140.700000 ?
C15 H15 O7 2_576 0.950000 2.420000 3.356(3) 170.600000 ?
C16 H16A O2 2_566 0.990000 2.590000 3.355(4) 133.700000 ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 2408744'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 N2 O14 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         960.39

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.7403(5)
_cell_length_b                   10.6942(5)
_cell_length_c                   10.9139(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.3201(19)
_cell_angle_gamma                90
_cell_volume                     1129.93(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9977
_cell_measurement_theta_min      3.5293
_cell_measurement_theta_max      33.2426
_cell_measurement_temperature    100(2)

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.036
_exptl_crystal_density_diffrn    2.823
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             868

_exptl_absorpt_coefficient_mu    14.392
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            94664
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_full        30.51
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
The H atom bpound to O7 was found and refined with a
restraint on the bond length.
;

_reflns_number_total             3448
_reflns_number_gt                3395
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0191
_refine_ls_wR_factor_gt          0.0469
_refine_ls_wR_factor_ref         0.0472
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_refine_ls_number_reflns         3448
_refine_ls_number_parameters     167
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0196P)²+3.6514P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.574
_refine_diff_density_min         -1.052
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.82725(2) 0.48112(2) 0.06612(2) 0.01439(4) Uani d . . . 1 . .
O O1 0.8214(2) 0.6457(2) 0.0965(2) 0.0219(4) Uani d . . . 1 . .
O O2 0.8239(2) 0.3174(2) 0.0346(2) 0.0211(4) Uani d . . . 1 . .
O O3 0.5972(2) 0.4762(2) 0.1418(2) 0.0199(4) Uani d . . . 1 . .
O O4 0.3684(2) 0.4982(2) 0.0961(2) 0.0204(4) Uani d . . . 1 . .
O O5 0.8759(2) 0.4319(2) 0.2753(2) 0.0224(4) Uani d . . . 1 . .
O O6 1.0914(2) 0.3630(3) 0.3320(2) 0.0261(5) Uani d . . . 1 . .
O O7 1.0690(2) 0.4803(2) 0.1073(2) 0.0208(4) Uani d . . D 1 . .
H H7 1.095(4) 0.436(3) 0.171(2) 0.021(10) Uiso d . . D 1 . .
N N1 0.7418(3) 0.3566(2) 0.6014(2) 0.0175(4) Uani d . . . 1 . .
C C1 0.4897(3) 0.4932(3) 0.0688(3) 0.0173(5) Uani d . . . 1 . .
C C2 0.9706(3) 0.3843(3) 0.3509(3) 0.0165(5) Uani d . . . 1 . .
C C3 0.9253(3) 0.3560(3) 0.4759(2) 0.0149(5) Uani d . . . 1 . .
C C4 0.7889(3) 0.3791(3) 0.4927(3) 0.0171(5) Uani d . . . 1 . .
H H4 0.727840 0.411302 0.426337 0.021000 Uiso calc U . R 1 . .
C C5 0.8243(3) 0.3086(3) 0.6976(3) 0.0212(5) Uani d . . . 1 . .
H H5 0.788411 0.291968 0.773391 0.025000 Uiso calc U . R 1 . .
C C6 0.9608(3) 0.2840(3) 0.6849(3) 0.0223(6) Uani d . . . 1 . .
H H6 1.019305 0.250262 0.752247 0.027000 Uiso calc U . R 1 . .
C C7 1.0132(3) 0.3084(3) 0.5738(3) 0.0191(5) Uani d . . . 1 . .
H H7A 1.107638 0.292857 0.565012 0.023000 Uiso calc U . R 1 . .
C C8 0.5930(3) 0.3813(3) 0.6139(3) 0.0239(6) Uani d . . . 1 . .
H H8A 0.536235 0.310413 0.578984 0.029000 Uiso calc U . R 1 . .
H H8B 0.579779 0.388955 0.702273 0.029000 Uiso calc U . R 1 . .
C C9 0.5474(4) 0.4986(3) 0.5483(3) 0.0237(6) Uani d . . . 1 . .
H H9 0.588492 0.575269 0.577018 0.028000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O2 . 1.784(2) ?
U1 O1 . 1.793(2) ?
U1 O7 3_765 2.279(2) ?
U1 O5 . 2.339(2) ?
U1 O7 . 2.348(2) ?
U1 O4 3_665 2.464(2) ?
U1 O3 . 2.473(2) ?
O3 C1 . 1.257(4) ?
O4 C1 . 1.252(4) ?
O5 C2 . 1.274(3) ?
O6 C2 . 1.237(3) ?
O7 H7 . 0.860(10) ?
N1 C4 . 1.340(4) ?
N1 C5 . 1.351(4) ?
N1 C8 . 1.494(4) ?
C1 C1 3_665 1.543(6) ?
C2 C3 . 1.510(4) ?
C3 C4 . 1.383(4) ?
C3 C7 . 1.390(4) ?
C4 H4 . 0.950000 ?
C5 C6 . 1.377(5) ?
C5 H5 . 0.950000 ?
C6 C7 . 1.391(4) ?
C6 H6 . 0.950000 ?
C7 H7A . 0.950000 ?
C8 C9 . 1.488(5) ?
C8 H8A . 0.990000 ?
C8 H8B . 0.990000 ?
C9 C9 3_666 1.323(7) ?
C9 H9 . 0.950000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 U1 O1 . . 177.17(9) ?
O2 U1 O7 . 3_765 91.03(10) ?
O1 U1 O7 . 3_765 90.11(10) ?
O2 U1 O5 . . 87.97(10) ?
O1 U1 O5 . . 92.71(10) ?
O7 U1 O5 3_765 . 142.20(8) ?
O2 U1 O7 . . 91.69(9) ?
O1 U1 O7 . . 91.13(9) ?
O7 U1 O7 3_765 . 68.44(9) ?
O5 U1 O7 . . 73.82(8) ?
O2 U1 O4 . 3_665 87.33(9) ?
O1 U1 O4 . 3_665 90.42(9) ?
O7 U1 O4 3_765 3_665 76.45(8) ?
O5 U1 O4 . 3_665 141.15(7) ?
O7 U1 O4 . 3_665 144.86(8) ?
O2 U1 O3 . . 92.61(9) ?
O1 U1 O3 . . 84.89(9) ?
O7 U1 O3 3_765 . 141.47(7) ?
O5 U1 O3 . . 76.29(7) ?
O7 U1 O3 . . 149.61(8) ?
O4 U1 O3 3_665 . 65.44(7) ?
C1 O3 U1 . . 120.46(19) ?
C1 O4 U1 . 3_665 120.6(2) ?
C2 O5 U1 . . 140.93(19) ?
U1 O7 U1 3_765 . 111.56(9) ?
U1 O7 H7 3_765 . 131.(3) ?
U1 O7 H7 . . 111.(3) ?
C4 N1 C5 . . 121.6(3) ?
C4 N1 C8 . . 118.6(2) ?
C5 N1 C8 . . 119.7(2) ?
O4 C1 O3 . . 126.7(3) ?
O4 C1 C1 . 3_665 117.0(3) ?
O3 C1 C1 . 3_665 116.3(3) ?
O6 C2 O5 . . 126.8(3) ?
O6 C2 C3 . . 119.4(3) ?
O5 C2 C3 . . 113.7(2) ?
C4 C3 C7 . . 118.9(3) ?
C4 C3 C2 . . 117.7(2) ?
C7 C3 C2 . . 123.4(2) ?
N1 C4 C3 . . 120.8(3) ?
N1 C4 H4 . . 119.600000 ?
C3 C4 H4 . . 119.600000 ?
N1 C5 C6 . . 119.6(3) ?
N1 C5 H5 . . 120.200000 ?
C6 C5 H5 . . 120.200000 ?
C5 C6 C7 . . 120.2(3) ?
C5 C6 H6 . . 119.900000 ?
C7 C6 H6 . . 119.900000 ?
C3 C7 C6 . . 119.0(3) ?
C3 C7 H7A . . 120.500000 ?
C6 C7 H7A . . 120.500000 ?
C9 C8 N1 . . 110.3(3) ?
C9 C8 H8A . . 109.600000 ?
N1 C8 H8A . . 109.600000 ?
C9 C8 H8B . . 109.600000 ?
N1 C8 H8B . . 109.600000 ?
H8A C8 H8B . . 108.100000 ?
C9 C9 C8 3_666 . 123.2(4) ?
C9 C9 H9 3_666 . 118.400000 ?
C8 C9 H9 . . 118.400000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
U1 O4 C1 O3 3_665 . . . -176.0(2) ?
U1 O4 C1 C1 3_665 . . 3_665 2.9(4) ?
U1 O3 C1 O4 . . . . -176.7(2) ?
U1 O3 C1 C1 . . . 3_665 4.4(4) ?
U1 O5 C2 O6 . . . . 12.7(6) ?
U1 O5 C2 C3 . . . . -168.8(2) ?
O6 C2 C3 C4 . . . . -178.8(3) ?
O5 C2 C3 C4 . . . . 2.5(4) ?
O6 C2 C3 C7 . . . . 1.2(4) ?
O5 C2 C3 C7 . . . . -177.4(3) ?
C5 N1 C4 C3 . . . . -1.2(4) ?
C8 N1 C4 C3 . . . . -179.1(3) ?
C7 C3 C4 N1 . . . . 0.2(4) ?
C2 C3 C4 N1 . . . . -179.7(3) ?
C4 N1 C5 C6 . . . . 1.1(4) ?
C8 N1 C5 C6 . . . . 178.9(3) ?
N1 C5 C6 C7 . . . . 0.0(5) ?
C4 C3 C7 C6 . . . . 0.9(4) ?
C2 C3 C7 C6 . . . . -179.2(3) ?
C5 C6 C7 C3 . . . . -1.0(5) ?
C4 N1 C8 C9 . . . . -40.0(4) ?
C5 N1 C8 C9 . . . . 142.1(3) ?
N1 C8 C9 C9 . . . 3_666 115.8(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O7 H7 O6 . 0.860(10) 1.923(18) 2.742(3) 159.(4) ?
C6 H6 O1 3_766 0.950000 2.410000 3.105(4) 129.800000 ?
C8 H8B O4 3_666 0.990000 2.510000 3.399(4) 149.000000 ?
C8 H8A O2 4_566 0.990000 2.480000 3.411(4) 156.300000 ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 2408743'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT971_3                   
;
PROBLEM: Check Calcd Resid. Dens.  1.12Ang From U1              3.88 eA-3  
RESPONSE: This residual electron density peak is present for the two
crystals which have been measured, and it remains when an absorption
correction based on crystal shape is applied. It may be due to a minor
disordered position of the uranium atom, the location of the minor
positions of all other atoms being too weak to be detected.
The only crystals obtained were very thin platelets of rather
low quality.
;
# end Validation Reply Form

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H38 N2 O16 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1206.72

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7832(4)
_cell_length_b                   9.7665(5)
_cell_length_c                   11.6623(6)
_cell_angle_alpha                76.391(2)
_cell_angle_beta                 83.846(2)
_cell_angle_gamma                81.044(2)
_cell_volume                     957.87(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9948
_cell_measurement_theta_min      2.1653
_cell_measurement_theta_max      30.5715
_cell_measurement_temperature    100(2)

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.083
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.023
_exptl_crystal_density_diffrn    2.092
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568

_exptl_absorpt_coefficient_mu    8.516
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            67502
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
A void in the structure indicates the presence of a
badly resolved solvent molecule (water) whose contribution
to the structure factors was removed with SQUEEZE.
;

_reflns_number_total             3636
_reflns_number_gt                3536
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_gt          0.1179
_refine_ls_wR_factor_ref         0.1185
_refine_ls_goodness_of_fit_ref   1.231
_refine_ls_restrained_S_all      1.233
_refine_ls_number_reflns         3636
_refine_ls_number_parameters     244
_refine_ls_number_restraints     4
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²+12.4127P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         4.142
_refine_diff_density_min         -2.413
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.55465(4) 0.77368(3) 0.26103(3) 0.02979(14) Uani d . . . 1 . .
O O1 0.6435(9) 0.7565(9) 0.3953(8) 0.052(2) Uani d . . . 1 . .
O O2 0.4671(9) 0.7868(9) 0.1286(6) 0.0455(18) Uani d . . . 1 . .
O O3 0.8057(12) 0.8091(10) 0.1542(11) 0.080(4) Uani d . . . 1 . .
O O4 0.6580(11) 0.9994(9) 0.1864(9) 0.063(3) Uani d . . . 1 . .
O O5 0.3708(8) 0.9739(7) 0.3028(7) 0.0422(17) Uani d . . . 1 . .
O O6 0.3006(7) 0.7652(7) 0.3789(6) 0.0335(14) Uani d . . . 1 . .
O O7 0.4967(8) 0.5288(7) 0.3330(6) 0.0392(16) Uani d . . . 1 . .
O O8 0.7139(8) 0.5533(8) 0.2283(7) 0.0435(17) Uani d . . . 1 . .
N N1 0.3742(11) 0.2973(9) 0.2645(9) 0.046(2) Uani d . . . 1 . .
C C1 0.7949(17) 0.9407(16) 0.1516(15) 0.079(5) Uani d . . D 1 . .
C C2 0.9308(13) 1.0258(15) 0.1157(11) 0.068(4) Uani d . . D 1 . .
H H2 0.933858 1.082283 0.176471 0.081000 Uiso calc U . R 1 . .
C C3 1.0913(12) 0.9424(14) 0.1002(9) 0.047(3) Uani d . . . 1 . .
H H3A 1.169802 1.007383 0.091718 0.057000 Uiso calc U . R 1 . .
H H3B 1.109832 0.866999 0.172529 0.057000 Uiso calc U . R 1 . .
C C4 1.1124(18) 0.8749(16) -0.0053(12) 0.071(4) Uani d . . . 1 . .
H H4A 1.222085 0.833777 -0.015316 0.085000 Uiso calc U . R 1 . .
H H4B 1.049215 0.796028 0.010628 0.085000 Uiso calc U . R 1 . .
C C5 0.2715(10) 0.8985(10) 0.3615(8) 0.0294(18) Uani d . . . 1 . .
C C6 0.1211(10) 0.9738(9) 0.4081(8) 0.0279(18) Uani d . . . 1 . .
H H6 0.083609 1.054422 0.342726 0.033000 Uiso calc U . R 1 . .
C C7 -0.0063(10) 0.8795(10) 0.4458(8) 0.0322(19) Uani d . . . 1 . .
H H7A -0.027701 0.842737 0.377821 0.039000 Uiso calc U . R 1 . .
H H7B 0.028392 0.797289 0.509412 0.039000 Uiso calc U . R 1 . .
C C8 -0.1532(11) 0.9624(10) 0.4900(8) 0.0323(19) Uani d . . . 1 . .
H H8A -0.233119 0.898447 0.517462 0.039000 Uiso calc U . R 1 . .
H H8B -0.193027 1.039644 0.424350 0.039000 Uiso calc U . R 1 . .
C C9 0.3777(14) 0.2746(11) 0.1555(12) 0.053(3) Uani d . . . 1 . .
H H9 0.462161 0.214799 0.127216 0.063000 Uiso calc U . R 1 . .
C C10 0.2600(14) 0.3371(12) 0.0842(11) 0.050(3) Uani d . . . 1 . .
H H10 0.264279 0.322141 0.006267 0.060000 Uiso calc U . R 1 . .
C C11 0.1330(13) 0.4232(12) 0.1260(11) 0.049(3) Uani d . . . 1 . .
C C12 0.1301(14) 0.4365(12) 0.2442(12) 0.052(3) Uani d . . . 1 . .
H H12 0.043328 0.488486 0.277912 0.062000 Uiso calc U . R 1 . .
C C13 0.2508(14) 0.3751(12) 0.3090(12) 0.051(3) Uani d . . . 1 . .
H H13 0.249213 0.386641 0.387775 0.061000 Uiso calc U . R 1 . .
C C14 0.5103(14) 0.2396(11) 0.3358(11) 0.047(3) Uani d . . . 1 . .
H H14A 0.539589 0.137425 0.336139 0.057000 Uiso calc U . R 1 . .
H H14B 0.482720 0.248498 0.418520 0.057000 Uiso calc U . R 1 . .
C C15 0.6458(13) 0.3188(12) 0.2854(12) 0.048(3) Uani d . . . 1 . .
H H15A 0.675283 0.305388 0.204039 0.058000 Uiso calc U . R 1 . .
H H15B 0.734735 0.276480 0.333485 0.058000 Uiso calc U . R 1 . .
C C16 0.6145(12) 0.4772(10) 0.2818(9) 0.038(2) Uani d . . . 1 . .
C C17 0.0038(14) 0.5008(12) 0.0557(11) 0.050(3) Uani d . . . 1 . .
H H17 -0.077882 0.554607 0.092851 0.060000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O2 . 1.767(7) ?
U1 O1 . 1.785(8) ?
U1 O5 . 2.442(7) ?
U1 O3 . 2.445(8) ?
U1 O4 . 2.448(8) ?
U1 O7 . 2.455(7) ?
U1 O8 . 2.464(7) ?
U1 O6 . 2.495(6) ?
O3 C1 . 1.268(16) ?
O4 C1 . 1.315(16) ?
O5 C5 . 1.267(11) ?
O6 C5 . 1.259(11) ?
O7 C16 . 1.236(12) ?
O8 C16 . 1.254(12) ?
N1 C9 . 1.337(16) ?
N1 C13 . 1.353(14) ?
N1 C14 . 1.490(16) ?
C1 C2 . 1.526(5) ?
C2 C4 2_775 1.465(19) ?
C2 C3 . 1.530(16) ?
C2 H2 . 1.000000 ?
C3 C4 . 1.509(17) ?
C3 H3A . 0.990000 ?
C3 H3B . 0.990000 ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 C6 . 1.520(12) ?
C6 C7 . 1.522(12) ?
C6 C8 2_576 1.535(12) ?
C6 H6 . 1.000000 ?
C7 C8 . 1.522(13) ?
C7 H7A . 0.990000 ?
C7 H7B . 0.990000 ?
C8 H8A . 0.990000 ?
C8 H8B . 0.990000 ?
C9 C10 . 1.372(19) ?
C9 H9 . 0.950000 ?
C10 C11 . 1.405(16) ?
C10 H10 . 0.950000 ?
C11 C12 . 1.411(18) ?
C11 C17 . 1.474(18) ?
C12 C13 . 1.348(18) ?
C12 H12 . 0.950000 ?
C13 H13 . 0.950000 ?
C14 C15 . 1.510(16) ?
C14 H14A . 0.990000 ?
C14 H14B . 0.990000 ?
C15 C16 . 1.520(14) ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
C17 C17 2_565 1.31(3) ?
C17 H17 . 0.950000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 U1 O1 . . 178.8(4) ?
O2 U1 O5 . . 89.9(3) ?
O1 U1 O5 . . 91.0(3) ?
O2 U1 O3 . . 92.0(4) ?
O1 U1 O3 . . 88.2(4) ?
O5 U1 O3 . . 121.4(3) ?
O2 U1 O4 . . 93.0(4) ?
O1 U1 O4 . . 88.1(4) ?
O5 U1 O4 . . 68.5(2) ?
O3 U1 O4 . . 52.9(3) ?
O2 U1 O7 . . 90.3(3) ?
O1 U1 O7 . . 88.5(3) ?
O5 U1 O7 . . 120.7(2) ?
O3 U1 O7 . . 117.9(3) ?
O4 U1 O7 . . 170.3(3) ?
O2 U1 O8 . . 88.7(3) ?
O1 U1 O8 . . 90.3(3) ?
O5 U1 O8 . . 172.8(2) ?
O3 U1 O8 . . 65.7(3) ?
O4 U1 O8 . . 118.7(3) ?
O7 U1 O8 . . 52.3(2) ?
O2 U1 O6 . . 91.6(3) ?
O1 U1 O6 . . 88.3(3) ?
O5 U1 O6 . . 52.4(2) ?
O3 U1 O6 . . 172.8(2) ?
O4 U1 O6 . . 120.6(2) ?
O7 U1 O6 . . 68.3(2) ?
O8 U1 O6 . . 120.6(2) ?
C1 O3 U1 . . 96.2(7) ?
C1 O4 U1 . . 94.8(7) ?
C5 O5 U1 . . 95.3(5) ?
C5 O6 U1 . . 93.1(5) ?
C16 O7 U1 . . 93.7(6) ?
C16 O8 U1 . . 92.8(6) ?
C9 N1 C13 . . 120.8(12) ?
C9 N1 C14 . . 119.3(10) ?
C13 N1 C14 . . 119.9(10) ?
O3 C1 O4 . . 115.1(10) ?
O3 C1 C2 . . 123.3(12) ?
O4 C1 C2 . . 121.5(11) ?
O3 C1 U1 . . 57.8(6) ?
O4 C1 U1 . . 58.1(5) ?
C2 C1 U1 . . 169.9(12) ?
C4 C2 C1 2_775 . 103.6(13) ?
C4 C2 C3 2_775 . 111.3(10) ?
C1 C2 C3 . . 117.3(12) ?
C4 C2 H2 2_775 . 108.100000 ?
C1 C2 H2 . . 108.100000 ?
C3 C2 H2 . . 108.100000 ?
C4 C3 C2 . . 113.7(10) ?
C4 C3 H3A . . 108.800000 ?
C2 C3 H3A . . 108.800000 ?
C4 C3 H3B . . 108.800000 ?
C2 C3 H3B . . 108.800000 ?
H3A C3 H3B . . 107.700000 ?
C2 C4 C3 2_775 . 113.6(11) ?
C2 C4 H4A 2_775 . 108.800000 ?
C3 C4 H4A . . 108.800000 ?
C2 C4 H4B 2_775 . 108.800000 ?
C3 C4 H4B . . 108.800000 ?
H4A C4 H4B . . 107.700000 ?
O6 C5 O5 . . 119.2(8) ?
O6 C5 C6 . . 122.6(8) ?
O5 C5 C6 . . 118.2(8) ?
O6 C5 U1 . . 60.8(5) ?
O5 C5 U1 . . 58.4(5) ?
C6 C5 U1 . . 176.1(6) ?
C5 C6 C7 . . 113.8(7) ?
C5 C6 C8 . 2_576 109.2(7) ?
C7 C6 C8 . 2_576 111.0(7) ?
C5 C6 H6 . . 107.500000 ?
C7 C6 H6 . . 107.500000 ?
C8 C6 H6 2_576 . 107.500000 ?
C8 C7 C6 . . 110.7(8) ?
C8 C7 H7A . . 109.500000 ?
C6 C7 H7A . . 109.500000 ?
C8 C7 H7B . . 109.500000 ?
C6 C7 H7B . . 109.500000 ?
H7A C7 H7B . . 108.100000 ?
C7 C8 C6 . 2_576 110.5(8) ?
C7 C8 H8A . . 109.600000 ?
C6 C8 H8A 2_576 . 109.600000 ?
C7 C8 H8B . . 109.600000 ?
C6 C8 H8B 2_576 . 109.600000 ?
H8A C8 H8B . . 108.100000 ?
N1 C9 C10 . . 120.3(10) ?
N1 C9 H9 . . 119.800000 ?
C10 C9 H9 . . 119.800000 ?
C9 C10 C11 . . 120.3(12) ?
C9 C10 H10 . . 119.900000 ?
C11 C10 H10 . . 119.900000 ?
C10 C11 C12 . . 117.2(12) ?
C10 C11 C17 . . 124.9(12) ?
C12 C11 C17 . . 117.9(10) ?
C13 C12 C11 . . 119.7(11) ?
C13 C12 H12 . . 120.100000 ?
C11 C12 H12 . . 120.100000 ?
C12 C13 N1 . . 121.5(12) ?
C12 C13 H13 . . 119.200000 ?
N1 C13 H13 . . 119.200000 ?
N1 C14 C15 . . 110.7(9) ?
N1 C14 H14A . . 109.500000 ?
C15 C14 H14A . . 109.500000 ?
N1 C14 H14B . . 109.500000 ?
C15 C14 H14B . . 109.500000 ?
H14A C14 H14B . . 108.100000 ?
C14 C15 C16 . . 114.1(9) ?
C14 C15 H15A . . 108.700000 ?
C16 C15 H15A . . 108.700000 ?
C14 C15 H15B . . 108.700000 ?
C16 C15 H15B . . 108.700000 ?
H15A C15 H15B . . 107.600000 ?
O7 C16 O8 . . 120.9(9) ?
O7 C16 C15 . . 121.0(9) ?
O8 C16 C15 . . 118.0(9) ?
O7 C16 U1 . . 60.4(5) ?
O8 C16 U1 . . 60.8(5) ?
C15 C16 U1 . . 176.7(8) ?
C17 C17 C11 2_565 . 123.3(14) ?
C17 C17 H17 2_565 . 118.400000 ?
C11 C17 H17 . . 118.400000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
U1 O3 C1 O4 . . . . -9.7(17) ?
U1 O3 C1 C2 . . . . 168.0(15) ?
U1 O4 C1 O3 . . . . 9.6(17) ?
U1 O4 C1 C2 . . . . -168.1(14) ?
O3 C1 C2 C4 . . . 2_775 113.8(19) ?
O4 C1 C2 C4 . . . 2_775 -68.6(18) ?
U1 C1 C2 C4 . . . 2_775 -153.(5) ?
O3 C1 C2 C3 . . . . -9.(2) ?
O4 C1 C2 C3 . . . . 168.3(14) ?
U1 C1 C2 C3 . . . . 83.(6) ?
C4 C2 C3 C4 2_775 . . . -50.2(19) ?
C1 C2 C3 C4 . . . . 68.9(16) ?
C2 C3 C4 C2 . . . 2_775 51.4(18) ?
U1 O6 C5 O5 . . . . -2.1(9) ?
U1 O6 C5 C6 . . . . 177.8(8) ?
U1 O5 C5 O6 . . . . 2.2(9) ?
U1 O5 C5 C6 . . . . -177.7(7) ?
O6 C5 C6 C7 . . . . -16.3(12) ?
O5 C5 C6 C7 . . . . 163.6(8) ?
O6 C5 C6 C8 . . . 2_576 108.3(10) ?
O5 C5 C6 C8 . . . 2_576 -71.8(11) ?
C5 C6 C7 C8 . . . . -179.4(8) ?
C8 C6 C7 C8 2_576 . . . 57.0(11) ?
C6 C7 C8 C6 . . . 2_576 -56.7(11) ?
C13 N1 C9 C10 . . . . 4.0(16) ?
C14 N1 C9 C10 . . . . -174.2(9) ?
N1 C9 C10 C11 . . . . -1.3(16) ?
C9 C10 C11 C12 . . . . -2.6(16) ?
C9 C10 C11 C17 . . . . 177.1(10) ?
C10 C11 C12 C13 . . . . 4.1(16) ?
C17 C11 C12 C13 . . . . -175.6(10) ?
C11 C12 C13 N1 . . . . -1.7(17) ?
C9 N1 C13 C12 . . . . -2.4(16) ?
C14 N1 C13 C12 . . . . 175.7(10) ?
C9 N1 C14 C15 . . . . 70.2(12) ?
C13 N1 C14 C15 . . . . -108.0(11) ?
N1 C14 C15 C16 . . . . 59.8(13) ?
U1 O7 C16 O8 . . . . 5.6(11) ?
U1 O7 C16 C15 . . . . -176.5(9) ?
U1 O8 C16 O7 . . . . -5.5(11) ?
U1 O8 C16 C15 . . . . 176.5(9) ?
C14 C15 C16 O7 . . . . 10.6(16) ?
C14 C15 C16 O8 . . . . -171.4(10) ?
C10 C11 C17 C17 . . . 2_565 -1.(2) ?
C12 C11 C17 C17 . . . 2_565 178.3(14) ?


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2408742'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H36 N2 O17 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1268.75

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2350(4)
_cell_length_b                   13.3313(5)
_cell_length_c                   14.3587(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.3383(16)
_cell_angle_gamma                90
_cell_volume                     2029.27(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9544
_cell_measurement_theta_min      2.5244
_cell_measurement_theta_max      36.3406
_cell_measurement_temperature    100(2)

_exptl_crystal_description       lath
_exptl_crystal_colour            'translucent light yellow-orange'
_exptl_crystal_size_max          0.108
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    2.076
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1196

_exptl_absorpt_coefficient_mu    8.047
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            112330
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
The water molecule (O9) is too close to its image by
inversion and it has been given an occupancy factor
of 0.5 accordingly. Its H atoms were found and refined with 
geometric restraints. Some voids in the structure indicate 
the presence of other, unresolved solvent molecules whose 
contribution to the structure factors was removed with SQUEEZE. 
;

_reflns_number_total             3855
_reflns_number_gt                3825
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0746
_refine_ls_goodness_of_fit_ref   1.349
_refine_ls_restrained_S_all      1.348
_refine_ls_number_reflns         3855
_refine_ls_number_parameters     277
_refine_ls_number_restraints     4
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+15.7545P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.430
_refine_diff_density_min         -1.570
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.36945(2) 0.72456(2) 0.62286(2) 0.02332(9) Uani d . . . 1 . .
O O1 0.4570(4) 0.6229(3) 0.6929(3) 0.0279(9) Uani d . . . 1 . .
O O2 0.2812(4) 0.8266(4) 0.5536(4) 0.0397(12) Uani d . . . 1 . .
O O3 0.4444(4) 0.6677(3) 0.4891(3) 0.0291(9) Uani d . . . 1 . .
O O4 0.2600(4) 0.6107(3) 0.4879(3) 0.0291(10) Uani d . . D 1 . .
O O5 -0.1743(4) 0.3475(3) 0.3544(3) 0.0286(9) Uani d . . . 1 . .
O O6 -0.2876(4) 0.2428(4) 0.2429(4) 0.0397(12) Uani d . . . 1 . .
O O7 0.4970(4) 0.8375(4) 0.7494(4) 0.0457(14) Uani d . . . 1 . .
O O8 0.5685(4) 0.8139(3) 0.6274(4) 0.0385(12) Uani d . . . 1 . .
O O9 0.0172(8) 0.5016(6) 0.4555(6) 0.0263(18) Uani d . P D 0.5 A -1
H H9A 0.084(6) 0.531(9) 0.455(5) 0.040000 Uiso d U P D 0.5 B -1
H H9B -0.001(9) 0.459(8) 0.410(7) 0.040000 Uiso d U P D 0.5 C -1
N N1 0.7844(6) 0.8024(6) 0.9137(6) 0.063(2) Uani d . . . 1 . .
C C1 0.2337(5) 0.4770(5) 0.3328(4) 0.0233(12) Uani d . . . 1 . .
C C2 0.1271(7) 0.5247(6) 0.2727(6) 0.0419(18) Uani d . . . 1 . .
H H2 0.131853 0.593695 0.257681 0.050000 Uiso calc U . R 1 . .
C C3 0.0127(7) 0.4746(6) 0.2333(5) 0.0406(18) Uani d . . . 1 . .
H H3 -0.060152 0.509979 0.194200 0.049000 Uiso calc U . R 1 . .
C C4 0.0051(6) 0.3728(6) 0.2513(5) 0.0327(15) Uani d . . . 1 . .
C C5 0.1131(7) 0.3242(5) 0.3079(5) 0.0372(16) Uani d . . . 1 . .
H H5 0.110072 0.254063 0.318574 0.045000 Uiso calc U . R 1 . .
C C6 0.2259(6) 0.3749(5) 0.3496(5) 0.0281(13) Uani d . . . 1 . .
H H6 0.298285 0.339774 0.389819 0.034000 Uiso calc U . R 1 . .
C C7 0.3550(5) 0.5335(5) 0.3763(4) 0.0235(12) Uani d . . . 1 . .
H H7A 0.374966 0.568795 0.322696 0.028000 Uiso calc U . R 1 . .
H H7B 0.423690 0.484991 0.406402 0.028000 Uiso calc U . R 1 . .
C C8 0.3511(5) 0.6091(5) 0.4536(4) 0.0229(12) Uani d . . . 1 . .
C C9 -0.1183(7) 0.3187(6) 0.2062(5) 0.0443(19) Uani d . . . 1 . .
H H9C -0.100594 0.252497 0.182338 0.053000 Uiso calc U . R 1 . .
H H9D -0.169990 0.357221 0.147868 0.053000 Uiso calc U . R 1 . .
C C10 -0.1957(6) 0.3021(5) 0.2731(5) 0.0268(13) Uani d . . . 1 . .
C C11 0.5815(6) 0.8510(5) 0.7099(6) 0.0384(17) Uani d . . . 1 . .
C C12 0.6965(7) 0.9122(6) 0.7675(9) 0.064(3) Uani d . . . 1 . .
H H12A 0.769626 0.889872 0.748932 0.077000 Uiso calc U . R 1 . .
H H12B 0.680688 0.983634 0.748580 0.077000 Uiso calc U . R 1 . .
C C13 0.7291(8) 0.9031(7) 0.8782(9) 0.074(4) Uani d . . . 1 . .
H H13A 0.790323 0.956029 0.911189 0.089000 Uiso calc U . R 1 . .
H H13B 0.652032 0.912998 0.896098 0.089000 Uiso calc U . R 1 . .
C C14 0.7090(8) 0.7236(9) 0.9094(9) 0.076(3) Uani d . . . 1 . .
H H14 0.620216 0.732945 0.889304 0.091000 Uiso calc U . R 1 . .
C C15 0.7587(8) 0.6293(9) 0.9338(8) 0.073(3) Uani d . . . 1 . .
H H15 0.703934 0.574141 0.930551 0.088000 Uiso calc U . R 1 . .
C C16 0.8879(7) 0.6137(7) 0.9632(6) 0.048(2) Uani d . . . 1 . .
C C17 0.9635(7) 0.6977(7) 0.9708(7) 0.055(3) Uani d . . . 1 . .
H H17 1.052678 0.690868 0.994286 0.067000 Uiso calc U . R 1 . .
C C18 0.9104(7) 0.7907(7) 0.9445(8) 0.064(3) Uani d . . . 1 . .
H H18 0.963123 0.847234 0.948202 0.077000 Uiso calc U . R 1 . .
C C19 0.9386(7) 0.5123(7) 0.9857(6) 0.049(2) Uani d . . . 1 . .
H H19 0.879889 0.459365 0.979680 0.059000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O1 . 1.777(4) ?
U1 O2 . 1.780(5) ?
U1 O7 . 2.429(5) ?
U1 O6 3_566 2.433(5) ?
U1 O4 . 2.447(4) ?
U1 O3 . 2.459(4) ?
U1 O5 3_566 2.512(4) ?
U1 O8 . 2.516(4) ?
O3 C8 . 1.270(7) ?
O4 C8 . 1.275(7) ?
O5 C10 . 1.265(7) ?
O6 C10 . 1.258(7) ?
O7 C11 . 1.270(9) ?
O8 C11 . 1.247(9) ?
O9 H9A . 0.847(10) ?
O9 H9B . 0.840(10) ?
N1 C14 . 1.339(13) ?
N1 C18 . 1.345(10) ?
N1 C13 . 1.495(13) ?
C1 C2 . 1.378(9) ?
C1 C6 . 1.390(9) ?
C1 C7 . 1.500(8) ?
C2 C3 . 1.392(9) ?
C2 H2 . 0.950000 ?
C3 C4 . 1.390(10) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.378(11) ?
C4 C9 . 1.506(9) ?
C5 C6 . 1.386(10) ?
C5 H5 . 0.950000 ?
C6 H6 . 0.950000 ?
C7 C8 . 1.510(8) ?
C7 H7A . 0.990000 ?
C7 H7B . 0.990000 ?
C9 C10 . 1.510(9) ?
C9 H9C . 0.990000 ?
C9 H9D . 0.990000 ?
C11 C12 . 1.520(9) ?
C12 C13 . 1.514(16) ?
C12 H12A . 0.990000 ?
C12 H12B . 0.990000 ?
C13 H13A . 0.990000 ?
C13 H13B . 0.990000 ?
C14 C15 . 1.373(15) ?
C14 H14 . 0.950000 ?
C15 C16 . 1.387(12) ?
C15 H15 . 0.950000 ?
C16 C17 . 1.388(12) ?
C16 C19 . 1.461(13) ?
C17 C18 . 1.373(13) ?
C17 H17 . 0.950000 ?
C18 H18 . 0.950000 ?
C19 C19 3_767 1.343(16) ?
C19 H19 . 0.950000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 U1 O2 . . 179.5(2) ?
O1 U1 O7 . . 88.3(2) ?
O2 U1 O7 . . 91.5(2) ?
O1 U1 O6 . 3_566 88.39(19) ?
O2 U1 O6 . 3_566 91.1(2) ?
O7 U1 O6 . 3_566 65.21(16) ?
O1 U1 O4 . . 90.81(18) ?
O2 U1 O4 . . 89.5(2) ?
O7 U1 O4 . . 173.70(15) ?
O6 U1 O4 3_566 . 121.01(14) ?
O1 U1 O3 . . 86.44(17) ?
O2 U1 O3 . . 94.1(2) ?
O7 U1 O3 . . 120.39(15) ?
O6 U1 O3 3_566 . 172.21(16) ?
O4 U1 O3 . . 53.32(13) ?
O1 U1 O5 . 3_566 88.77(18) ?
O2 U1 O5 . 3_566 90.94(18) ?
O7 U1 O5 . 3_566 117.64(16) ?
O6 U1 O5 3_566 3_566 52.44(14) ?
O4 U1 O5 . 3_566 68.57(14) ?
O3 U1 O5 . 3_566 121.54(14) ?
O1 U1 O8 . . 91.45(18) ?
O2 U1 O8 . . 88.77(18) ?
O7 U1 O8 . . 52.26(17) ?
O6 U1 O8 3_566 . 117.44(16) ?
O4 U1 O8 . . 121.55(16) ?
O3 U1 O8 . . 68.57(16) ?
O5 U1 O8 3_566 . 169.87(16) ?
C8 O3 U1 . . 93.0(3) ?
C8 O4 U1 . . 93.4(3) ?
C10 O5 U1 . 3_566 91.7(3) ?
C10 O6 U1 . 3_566 95.6(4) ?
C11 O7 U1 . . 95.5(4) ?
C11 O8 U1 . . 92.0(4) ?
H9A O9 H9B . . 106.4(18) ?
C14 N1 C18 . . 120.3(9) ?
C14 N1 C13 . . 120.2(7) ?
C18 N1 C13 . . 119.4(8) ?
C2 C1 C6 . . 118.0(6) ?
C2 C1 C7 . . 120.7(6) ?
C6 C1 C7 . . 121.3(6) ?
C1 C2 C3 . . 121.8(7) ?
C1 C2 H2 . . 119.100000 ?
C3 C2 H2 . . 119.100000 ?
C4 C3 C2 . . 119.9(7) ?
C4 C3 H3 . . 120.100000 ?
C2 C3 H3 . . 120.100000 ?
C5 C4 C3 . . 118.2(6) ?
C5 C4 C9 . . 122.3(7) ?
C3 C4 C9 . . 119.5(7) ?
C4 C5 C6 . . 121.8(6) ?
C4 C5 H5 . . 119.100000 ?
C6 C5 H5 . . 119.100000 ?
C5 C6 C1 . . 120.2(6) ?
C5 C6 H6 . . 119.900000 ?
C1 C6 H6 . . 119.900000 ?
C1 C7 C8 . . 113.5(5) ?
C1 C7 H7A . . 108.900000 ?
C8 C7 H7A . . 108.900000 ?
C1 C7 H7B . . 108.900000 ?
C8 C7 H7B . . 108.900000 ?
H7A C7 H7B . . 107.700000 ?
O3 C8 O4 . . 119.7(5) ?
O3 C8 C7 . . 119.0(5) ?
O4 C8 C7 . . 121.1(5) ?
O3 C8 U1 . . 60.3(3) ?
O4 C8 U1 . . 59.8(3) ?
C7 C8 U1 . . 169.6(4) ?
C4 C9 C10 . . 116.0(6) ?
C4 C9 H9C . . 108.300000 ?
C10 C9 H9C . . 108.300000 ?
C4 C9 H9D . . 108.300000 ?
C10 C9 H9D . . 108.300000 ?
H9C C9 H9D . . 107.400000 ?
O6 C10 O5 . . 120.1(6) ?
O6 C10 C9 . . 116.9(6) ?
O5 C10 C9 . . 122.9(5) ?
O6 C10 U1 . 3_566 58.3(3) ?
O5 C10 U1 . 3_566 61.9(3) ?
C9 C10 U1 . 3_566 172.5(5) ?
O8 C11 O7 . . 120.0(6) ?
O8 C11 C12 . . 122.7(7) ?
O7 C11 C12 . . 117.3(7) ?
O8 C11 U1 . . 62.0(3) ?
O7 C11 U1 . . 58.1(3) ?
C12 C11 U1 . . 173.3(7) ?
C13 C12 C11 . . 113.3(8) ?
C13 C12 H12A . . 108.900000 ?
C11 C12 H12A . . 108.900000 ?
C13 C12 H12B . . 108.900000 ?
C11 C12 H12B . . 108.900000 ?
H12A C12 H12B . . 107.700000 ?
N1 C13 C12 . . 111.0(7) ?
N1 C13 H13A . . 109.400000 ?
C12 C13 H13A . . 109.400000 ?
N1 C13 H13B . . 109.400000 ?
C12 C13 H13B . . 109.400000 ?
H13A C13 H13B . . 108.000000 ?
N1 C14 C15 . . 120.6(8) ?
N1 C14 H14 . . 119.700000 ?
C15 C14 H14 . . 119.700000 ?
C14 C15 C16 . . 120.8(9) ?
C14 C15 H15 . . 119.600000 ?
C16 C15 H15 . . 119.600000 ?
C15 C16 C17 . . 117.0(9) ?
C15 C16 C19 . . 119.9(8) ?
C17 C16 C19 . . 123.1(7) ?
C18 C17 C16 . . 120.5(7) ?
C18 C17 H17 . . 119.700000 ?
C16 C17 H17 . . 119.700000 ?
N1 C18 C17 . . 120.7(8) ?
N1 C18 H18 . . 119.700000 ?
C17 C18 H18 . . 119.700000 ?
C19 C19 C16 3_767 . 125.4(10) ?
C19 C19 H19 3_767 . 117.300000 ?
C16 C19 H19 . . 117.300000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 3.2(11) ?
C7 C1 C2 C3 . . . . -178.4(7) ?
C1 C2 C3 C4 . . . . -2.5(12) ?
C2 C3 C4 C5 . . . . -0.4(11) ?
C2 C3 C4 C9 . . . . -178.4(7) ?
C3 C4 C5 C6 . . . . 2.5(10) ?
C9 C4 C5 C6 . . . . -179.6(6) ?
C4 C5 C6 C1 . . . . -1.8(9) ?
C2 C1 C6 C5 . . . . -1.1(9) ?
C7 C1 C6 C5 . . . . -179.4(5) ?
C2 C1 C7 C8 . . . . 69.1(8) ?
C6 C1 C7 C8 . . . . -112.6(6) ?
U1 O3 C8 O4 . . . . 7.5(6) ?
U1 O3 C8 C7 . . . . -168.1(5) ?
U1 O4 C8 O3 . . . . -7.6(6) ?
U1 O4 C8 C7 . . . . 168.0(5) ?
C1 C7 C8 O3 . . . . -173.7(5) ?
C1 C7 C8 O4 . . . . 10.7(8) ?
C1 C7 C8 U1 . . . . 103.(2) ?
C5 C4 C9 C10 . . . . 82.6(9) ?
C3 C4 C9 C10 . . . . -99.5(8) ?
U1 O6 C10 O5 3_566 . . . 4.0(7) ?
U1 O6 C10 C9 3_566 . . . -173.5(6) ?
U1 O5 C10 O6 3_566 . . . -3.9(6) ?
U1 O5 C10 C9 3_566 . . . 173.4(6) ?
C4 C9 C10 O6 . . . . -168.2(7) ?
C4 C9 C10 O5 . . . . 14.4(11) ?
U1 O8 C11 O7 . . . . -4.7(7) ?
U1 O8 C11 C12 . . . . 174.6(7) ?
U1 O7 C11 O8 . . . . 4.9(7) ?
U1 O7 C11 C12 . . . . -174.4(6) ?
O8 C11 C12 C13 . . . . -149.2(7) ?
O7 C11 C12 C13 . . . . 30.2(10) ?
C14 N1 C13 C12 . . . . -83.3(11) ?
C18 N1 C13 C12 . . . . 93.0(9) ?
C11 C12 C13 N1 . . . . 72.7(8) ?
C18 N1 C14 C15 . . . . -1.8(16) ?
C13 N1 C14 C15 . . . . 174.4(10) ?
N1 C14 C15 C16 . . . . -0.1(18) ?
C14 C15 C16 C17 . . . . 2.8(15) ?
C14 C15 C16 C19 . . . . -178.0(10) ?
C15 C16 C17 C18 . . . . -3.6(13) ?
C19 C16 C17 C18 . . . . 177.2(8) ?
C14 N1 C18 C17 . . . . 0.9(15) ?
C13 N1 C18 C17 . . . . -175.3(9) ?
C16 C17 C18 N1 . . . . 1.9(14) ?
C15 C16 C19 C19 . . . 3_767 179.6(11) ?
C17 C16 C19 C19 . . . 3_767 -1.2(16) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O9^a H9A^a O4 . 0.847(10) 2.158(10) 2.988(10) 167.(6) ?
O9^a H9B^a O5 . 0.840(10) 2.37(6) 2.982(10) 130.(7) ?
C7 H7A O6 2 0.990000 2.570000 3.230(8) 123.800000 ?
C7 H7A O7 4_575 0.990000 2.350000 3.279(7) 156.800000 ?
C13 H13A O9^a 2_656 0.990000 2.440000 3.323(12) 147.800000 ?
C13 H13A O9^a 4_676 0.990000 2.480000 3.309(12) 141.000000 ?
C14 H14 O7 . 0.950000 2.460000 3.103(13) 124.900000 ?
C17 H17 O2 4_676 0.950000 2.430000 3.384(9) 179.700000 ?
C18 H18 O9^a 2_656 0.950000 2.450000 3.140(12) 129.600000 ?
C18 H18 O9^a 4_676 0.950000 2.100000 3.002(13) 158.600000 ?


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 2408745'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H30 N2 O20 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1238.64

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4515(3)
_cell_length_b                   10.5811(4)
_cell_length_c                   10.5850(3)
_cell_angle_alpha                75.8824(11)
_cell_angle_beta                 72.1083(12)
_cell_angle_gamma                75.7896(14)
_cell_volume                     858.55(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9235
_cell_measurement_theta_min      3.1351
_cell_measurement_theta_max      33.1965
_cell_measurement_temperature    100(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.058
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.051
_exptl_crystal_density_diffrn    2.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580

_exptl_absorpt_coefficient_mu    9.513
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            45194
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_full        30.51
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
The H atoms bound to O9 and O10 were found and refined
with geometric restraints. Part of the zwitterionic ligand
is disordered over two positions which have been refined
with occupancy parameters constrained to sum to unity
and restraints on bond lengths and displacement parameters.
Only part of the disorder of the aromatic ring could be
resolved, the disorder affecting C12, C13 and C14 being
insufficient for the two positions to be separated.
;

_reflns_number_total             5208
_reflns_number_gt                5005
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_gt           0.0206
_refine_ls_wR_factor_gt          0.0510
_refine_ls_wR_factor_ref         0.0521
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.111
_refine_ls_number_reflns         5208
_refine_ls_number_parameters     322
_refine_ls_number_restraints     152
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0086P)²+3.1040P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.838
_refine_diff_density_min         -2.511
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.41692(2) 0.55013(2) 0.24795(2) 0.01882(4) Uani d . . . 1.000000 . .
O O1 0.5989(3) 0.5858(2) 0.2728(2) 0.0205(4) Uani d . . . 1.000000 . .
O O2 0.2385(4) 0.5133(2) 0.2201(3) 0.0308(6) Uani d . . . 1.000000 . .
O O3 0.4645(3) 0.3370(2) 0.3795(2) 0.0236(4) Uani d . . . 1.000000 . .
O O4 0.7266(4) 0.2504(3) 0.4013(2) 0.0294(5) Uani d . . . 1.000000 . .
O O5 0.5883(4) 0.3979(2) 0.1090(2) 0.0290(5) Uani d . . . 1.000000 . .
O O6 0.5124(4) 0.3119(2) -0.0311(2) 0.0275(5) Uani d . . . 1.000000 . .
O O7 0.2718(3) 0.7686(2) 0.2714(2) 0.0227(4) Uani d . . . 1.000000 . .
O O8 0.0858(4) 0.8242(3) 0.1453(3) 0.0351(6) Uani d . . . 1.000000 . .
O O9 0.2515(3) 0.5608(2) 0.4813(2) 0.0248(5) Uani d . . D 1.000000 . .
H H9A 0.258(7) 0.619(3) 0.520(4) 0.043(14) Uiso d . . D 1.000000 . .
H H9B 0.242(9) 0.491(3) 0.539(4) 0.07(2) Uiso d . . D 1.000000 . .
O O10 0.0830(5) 0.3506(4) 0.5955(4) 0.0564(9) Uani d . . D 1.000000 . .
H H10B -0.008(4) 0.375(7) 0.571(6) 0.085000 Uiso d U . D 1.000000 . .
H H10A 0.057(7) 0.306(7) 0.675(3) 0.085000 Uiso d U . D 1.000000 . .
C C1 0.6128(4) 0.1436(3) 0.2873(3) 0.0206(5) Uani d . . . 1.000000 . .
C C2 0.5828(4) 0.1660(3) 0.1595(3) 0.0221(6) Uani d . . . 1.000000 . .
C C3 0.5849(5) 0.0575(3) 0.1046(3) 0.0243(6) Uani d . . . 1.000000 . .
H H3 0.567376 0.072337 0.017306 0.029000 Uiso calc U . R 1.000000 . .
C C4 0.6124(5) -0.0714(3) 0.1757(3) 0.0258(6) Uani d . . . 1.000000 . .
H H4 0.610063 -0.143816 0.138460 0.031000 Uiso calc U . R 1.000000 . .
C C5 0.6433(5) -0.0939(3) 0.3020(3) 0.0260(6) Uani d . . . 1.000000 . .
H H5 0.661740 -0.181636 0.351459 0.031000 Uiso calc U . R 1.000000 . .
C C6 0.6471(4) 0.0126(3) 0.3552(3) 0.0242(6) Uani d . . . 1.000000 . .
H H6 0.673549 -0.003622 0.439383 0.029000 Uiso calc U . R 1.000000 . .
C C7 0.6035(4) 0.2531(3) 0.3600(3) 0.0223(6) Uani d . . . 1.000000 . .
C C8 0.5579(5) 0.3014(3) 0.0742(3) 0.0246(6) Uani d . . . 1.000000 . .
N N1A 0.0837(9) 1.2120(6) 0.1269(7) 0.0165(11) Uani d U P D 0.479(7) A 1
C C9A 0.138(7) 0.9905(14) 0.233(3) 0.0200(16) Uani d U P D 0.479(7) A 1
C C10A 0.0932(12) 1.0816(8) 0.1250(9) 0.0195(12) Uani d U P D 0.479(7) A 1
H H10C 0.070642 1.054878 0.053764 0.023000 Uiso calc U P R 0.479(7) A 1
C C11A 0.1150(14) 1.2462(9) 0.2315(8) 0.0182(14) Uani d U P D 0.479(7) A 1
H H11A 0.102776 1.338062 0.230476 0.022000 Uiso calc U P R 0.479(7) A 1
C C15A 0.0447(9) 1.3117(5) 0.0082(6) 0.0213(11) Uani d U P D 0.479(7) A 1
H H15A 0.149393 1.313089 -0.066518 0.026000 Uiso calc U P R 0.479(7) A 1
H H15B -0.038322 1.283188 -0.022452 0.026000 Uiso calc U P R 0.479(7) A 1
C C16A -0.0245(13) 1.4489(7) 0.0364(10) 0.0295(13) Uani d U P D 0.479(7) A 1
H H16A -0.112984 1.459077 0.116240 0.035000 Uiso calc U P R 0.479(7) A 1
N N1B 0.0386(9) 1.2251(6) 0.1639(7) 0.0197(10) Uani d U P D 0.521(7) A 2
C C9B 0.140(6) 0.9920(13) 0.231(3) 0.0197(14) Uani d U P D 0.521(7) A 2
C C10B 0.0585(10) 1.0972(7) 0.1526(8) 0.0178(11) Uani d U P D 0.521(7) A 2
H H10D 0.014514 1.078578 0.087963 0.021000 Uiso calc U P R 0.521(7) A 2
C C11B 0.0901(12) 1.2612(8) 0.2567(8) 0.0201(14) Uani d U P D 0.521(7) A 2
H H11B 0.076528 1.351264 0.263885 0.024000 Uiso calc U P R 0.521(7) A 2
C C15B -0.0597(8) 1.3309(6) 0.0806(7) 0.0263(11) Uani d U P D 0.521(7) A 2
H H15C -0.165645 1.371420 0.140196 0.032000 Uiso calc U P R 0.521(7) A 2
H H15D -0.090174 1.291334 0.017645 0.032000 Uiso calc U P R 0.521(7) A 2
C C16B 0.0456(10) 1.4383(6) -0.0001(7) 0.0225(12) Uani d U P D 0.521(7) A 2
H H16B 0.162458 1.419412 -0.045104 0.027000 Uiso calc U P R 0.521(7) A 2
C C12 0.1635(5) 1.1578(3) 0.3401(3) 0.0267(6) Uani d . . D 1.000000 . .
H H12A 0.182377 1.185882 0.413021 0.032000 Uiso d U P R 0.479(7) A 1
H H12B 0.203547 1.178282 0.406981 0.032000 Uiso d U P R 0.521(7) A 2
C C13 0.1832(4) 1.0251(3) 0.3333(3) 0.0252(6) Uani d . . D 1.000000 . .
H H13A 0.231909 0.956813 0.396138 0.030000 Uiso d U P R 0.479(7) A 1
H H13B 0.224739 0.957084 0.400118 0.030000 Uiso d U P R 0.521(7) A 2
C C14 0.1646(4) 0.8493(3) 0.2136(3) 0.0226(6) Uani d . . . 1.000000 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O2 . 1.770(2) ?
U1 O1 . 1.777(2) ?
U1 O3 . 2.357(2) ?
U1 O5 . 2.358(2) ?
U1 O7 . 2.368(2) ?
U1 O6 2_665 2.389(2) ?
U1 O9 . 2.450(2) ?
O3 C7 . 1.280(4) ?
O4 C7 . 1.239(4) ?
O5 C8 . 1.271(4) ?
O6 C8 . 1.258(4) ?
O7 C14 . 1.277(4) ?
O8 C14 . 1.230(4) ?
O9 H9A . 0.839(10) ?
O9 H9B . 0.840(10) ?
O10 H10B . 0.849(10) ?
O10 H10A . 0.849(10) ?
C1 C6 . 1.403(4) ?
C1 C2 . 1.406(4) ?
C1 C7 . 1.514(4) ?
C2 C3 . 1.401(4) ?
C2 C8 . 1.500(4) ?
C3 C4 . 1.390(4) ?
C3 H3 . 0.950000 ?
C4 C5 . 1.393(5) ?
C4 H4 . 0.950000 ?
C5 C6 . 1.387(4) ?
C5 H5 . 0.950000 ?
C6 H6 . 0.950000 ?
N1A C11A . 1.360(8) ?
N1A C10A . 1.367(7) ?
N1A C15A . 1.496(6) ?
C9A C13 . 1.387(8) ?
C9A C10A . 1.387(10) ?
C9A C14 . 1.510(14) ?
C10A H10C . 0.950000 ?
C11A C12 . 1.393(7) ?
C11A H11A . 0.950000 ?
C15A C16A . 1.491(8) ?
C15A H15A . 0.990000 ?
C15A H15B . 0.990000 ?
C16A C16A 2_585 1.246(18) ?
C16A H16A . 0.950000 ?
N1B C11B . 1.352(7) ?
N1B C10B . 1.352(7) ?
N1B C15B . 1.494(6) ?
C9B C10B . 1.387(10) ?
C9B C13 . 1.388(8) ?
C9B C14 . 1.521(13) ?
C10B H10D . 0.950000 ?
C11B C12 . 1.376(7) ?
C11B H11B . 0.950000 ?
C15B C16B . 1.539(7) ?
C15B H15C . 0.990000 ?
C15B H15D . 0.990000 ?
C16B C16B 2_585 1.344(14) ?
C16B H16B . 0.950000 ?
C12 C13 . 1.389(5) ?
C12 H12A . 0.960000 ?
C12 H12B . 0.960200 ?
C13 H13A . 0.959900 ?
C13 H13B . 0.959900 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 U1 O1 . . 178.77(12) ?
O2 U1 O3 . . 89.90(10) ?
O1 U1 O3 . . 90.08(9) ?
O2 U1 O5 . . 88.06(12) ?
O1 U1 O5 . . 90.78(10) ?
O3 U1 O5 . . 69.92(8) ?
O2 U1 O7 . . 90.78(10) ?
O1 U1 O7 . . 90.02(9) ?
O3 U1 O7 . . 140.37(8) ?
O5 U1 O7 . . 149.70(8) ?
O2 U1 O6 . 2_665 93.64(10) ?
O1 U1 O6 . 2_665 85.70(9) ?
O3 U1 O6 . 2_665 146.67(8) ?
O5 U1 O6 . 2_665 77.08(8) ?
O7 U1 O6 . 2_665 72.78(8) ?
O2 U1 O9 . . 87.78(11) ?
O1 U1 O9 . . 93.38(9) ?
O3 U1 O9 . . 71.90(8) ?
O5 U1 O9 . . 141.59(8) ?
O7 U1 O9 . . 68.53(8) ?
O6 U1 O9 2_665 . 141.30(8) ?
C7 O3 U1 . . 125.19(19) ?
C8 O5 U1 . . 132.3(2) ?
C8 O6 U1 . 2_665 131.1(2) ?
C14 O7 U1 . . 132.2(2) ?
U1 O9 H9A . . 121.(3) ?
U1 O9 H9B . . 120.(4) ?
H9A O9 H9B . . 106.9(17) ?
H10B O10 H10A . . 105.5(17) ?
C6 C1 C2 . . 118.8(3) ?
C6 C1 C7 . . 117.2(3) ?
C2 C1 C7 . . 124.0(3) ?
C3 C2 C1 . . 119.3(3) ?
C3 C2 C8 . . 117.7(3) ?
C1 C2 C8 . . 122.9(3) ?
C4 C3 C2 . . 121.1(3) ?
C4 C3 H3 . . 119.400000 ?
C2 C3 H3 . . 119.400000 ?
C3 C4 C5 . . 119.6(3) ?
C3 C4 H4 . . 120.200000 ?
C5 C4 H4 . . 120.200000 ?
C6 C5 C4 . . 119.7(3) ?
C6 C5 H5 . . 120.200000 ?
C4 C5 H5 . . 120.200000 ?
C5 C6 C1 . . 121.4(3) ?
C5 C6 H6 . . 119.300000 ?
C1 C6 H6 . . 119.300000 ?
O4 C7 O3 . . 125.5(3) ?
O4 C7 C1 . . 117.7(3) ?
O3 C7 C1 . . 116.7(3) ?
O6 C8 O5 . . 123.6(3) ?
O6 C8 C2 . . 117.5(3) ?
O5 C8 C2 . . 119.0(3) ?
C11A N1A C10A . . 120.1(7) ?
C11A N1A C15A . . 122.6(6) ?
C10A N1A C15A . . 117.2(6) ?
C13 C9A C10A . . 123.4(13) ?
C13 C9A C14 . . 123.4(9) ?
C10A C9A C14 . . 112.1(8) ?
N1A C10A C9A . . 116.2(10) ?
N1A C10A H10C . . 121.900000 ?
C9A C10A H10C . . 121.900000 ?
N1A C11A C12 . . 125.5(8) ?
N1A C11A H11A . . 117.300000 ?
C12 C11A H11A . . 117.300000 ?
C16A C15A N1A . . 114.0(6) ?
C16A C15A H15A . . 108.700000 ?
N1A C15A H15A . . 108.700000 ?
C16A C15A H15B . . 108.700000 ?
N1A C15A H15B . . 108.700000 ?
H15A C15A H15B . . 107.600000 ?
C16A C16A C15A 2_585 . 125.3(12) ?
C16A C16A H16A 2_585 . 117.300000 ?
C15A C16A H16A . . 117.300000 ?
C11B N1B C10B . . 122.8(6) ?
C11B N1B C15B . . 117.8(6) ?
C10B N1B C15B . . 119.1(6) ?
C10B C9B C13 . . 115.2(10) ?
C10B C9B C14 . . 122.1(7) ?
C13 C9B C14 . . 122.5(8) ?
N1B C10B C9B . . 123.1(8) ?
N1B C10B H10D . . 118.400000 ?
C9B C10B H10D . . 118.400000 ?
N1B C11B C12 . . 114.9(6) ?
N1B C11B H11B . . 122.500000 ?
C12 C11B H11B . . 122.500000 ?
N1B C15B C16B . . 110.3(5) ?
N1B C15B H15C . . 109.600000 ?
C16B C15B H15C . . 109.600000 ?
N1B C15B H15D . . 109.600000 ?
C16B C15B H15D . . 109.600000 ?
H15C C15B H15D . . 108.100000 ?
C16B C16B C15B 2_585 . 112.7(8) ?
C16B C16B H16B 2_585 . 123.700000 ?
C15B C16B H16B . . 123.700000 ?
C11B C12 C13 . . 123.9(5) ?
C13 C12 C11A . . 114.2(5) ?
C13 C12 H12A . . 122.800000 ?
C11A C12 H12A . . 123.000000 ?
C11B C12 H12B . . 118.200000 ?
C13 C12 H12B . . 117.900000 ?
C9A C13 C12 . . 120.1(6) ?
C9B C13 C12 . . 119.5(6) ?
C9A C13 H13A . . 119.500000 ?
C12 C13 H13A . . 120.400000 ?
C9B C13 H13B . . 120.500000 ?
C12 C13 H13B . . 120.000000 ?
O8 C14 O7 . . 127.4(3) ?
O8 C14 C9A . . 118.6(9) ?
O7 C14 C9A . . 114.0(9) ?
O8 C14 C9B . . 118.7(8) ?
O7 C14 C9B . . 114.0(8) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 1.1(5) ?
C7 C1 C2 C3 . . . . -176.3(3) ?
C6 C1 C2 C8 . . . . -175.3(3) ?
C7 C1 C2 C8 . . . . 7.4(5) ?
C1 C2 C3 C4 . . . . 1.5(5) ?
C8 C2 C3 C4 . . . . 178.1(3) ?
C2 C3 C4 C5 . . . . -2.0(5) ?
C3 C4 C5 C6 . . . . -0.3(5) ?
C4 C5 C6 C1 . . . . 2.9(5) ?
C2 C1 C6 C5 . . . . -3.3(5) ?
C7 C1 C6 C5 . . . . 174.2(3) ?
U1 O3 C7 O4 . . . . 83.6(3) ?
U1 O3 C7 C1 . . . . -100.1(3) ?
C6 C1 C7 O4 . . . . 55.0(4) ?
C2 C1 C7 O4 . . . . -127.6(3) ?
C6 C1 C7 O3 . . . . -121.5(3) ?
C2 C1 C7 O3 . . . . 55.9(4) ?
U1 O6 C8 O5 2_665 . . . 33.5(5) ?
U1 O6 C8 C2 2_665 . . . -144.3(2) ?
U1 O5 C8 O6 . . . . 92.1(4) ?
U1 O5 C8 C2 . . . . -90.2(4) ?
C3 C2 C8 O6 . . . . 11.7(5) ?
C1 C2 C8 O6 . . . . -171.9(3) ?
C3 C2 C8 O5 . . . . -166.2(3) ?
C1 C2 C8 O5 . . . . 10.2(5) ?
C11A N1A C10A C9A . . . . -1.(3) ?
C15A N1A C10A C9A . . . . 177.(3) ?
C13 C9A C10A N1A . . . . -5.(6) ?
C14 C9A C10A N1A . . . . -173.(2) ?
C10A N1A C11A C12 . . . . 2.3(13) ?
C15A N1A C11A C12 . . . . -175.3(8) ?
C11A N1A C15A C16A . . . . -23.3(10) ?
C10A N1A C15A C16A . . . . 159.0(7) ?
N1A C15A C16A C16A . . . 2_585 132.7(12) ?
C11B N1B C10B C9B . . . . -3.(3) ?
C15B N1B C10B C9B . . . . -177.(3) ?
C13 C9B C10B N1B . . . . 7.(5) ?
C14 C9B C10B N1B . . . . -178.(2) ?
C10B N1B C11B C12 . . . . -0.4(11) ?
C15B N1B C11B C12 . . . . 173.2(7) ?
C11B N1B C15B C16B . . . . 59.7(9) ?
C10B N1B C15B C16B . . . . -126.4(7) ?
N1B C15B C16B C16B . . . 2_585 -137.6(8) ?
N1B C11B C12 C13 . . . . -0.9(10) ?
N1A C11A C12 C13 . . . . 1.6(12) ?
C10A C9A C13 C12 . . . . 9.(6) ?
C14 C9A C13 C12 . . . . 176.(3) ?
C10B C9B C13 C12 . . . . -8.(5) ?
C14 C9B C13 C12 . . . . 177.(3) ?
C11A C12 C13 C9A . . . . -7.(3) ?
C11B C12 C13 C9B . . . . 5.(3) ?
U1 O7 C14 O8 . . . . 14.1(5) ?
U1 O7 C14 C9A . . . . -165.(2) ?
U1 O7 C14 C9B . . . . -164.(2) ?
C13 C9A C14 O8 . . . . 163.(3) ?
C10A C9A C14 O8 . . . . -29.(5) ?
C13 C9A C14 O7 . . . . -18.(5) ?
C10A C9A C14 O7 . . . . 151.(3) ?
C10B C9B C14 O8 . . . . -13.(5) ?
C13 C9B C14 O8 . . . . 161.(3) ?
C10B C9B C14 O7 . . . . 166.(3) ?
C13 C9B C14 O7 . . . . -20.(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O9 H9A O4 2_666 0.839(10) 1.827(11) 2.665(3) 178.(5) ?
O9 H9B O1 2_666 0.840(10) 2.59(5) 3.142(3) 124.(5) ?
O9 H9B O10 . 0.840(10) 2.11(4) 2.761(4) 134.(5) ?
O10 H10B O9 2_566 0.849(10) 2.197(12) 3.045(5) 177.(7) ?
O10 H10A O8 2_566 0.849(10) 2.26(3) 3.065(5) 159.(6) ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_7
_database_code_depnum_ccdc_archive 'CCDC 2408747'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H34 N2 O16 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1178.67

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8565(2)
_cell_length_b                   9.0719(3)
_cell_length_c                   11.6001(3)
_cell_angle_alpha                73.5981(9)
_cell_angle_beta                 86.2684(9)
_cell_angle_gamma                68.7753(9)
_cell_volume                     832.72(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9865
_cell_measurement_theta_min      2.5075
_cell_measurement_theta_max      33.3155
_cell_measurement_temperature    100(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.065
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.043
_exptl_crystal_density_diffrn    2.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552

_exptl_absorpt_coefficient_mu    9.793
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            53583
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_theta_min         2.47
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_full        30.51
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;
;

_reflns_number_total             5059
_reflns_number_gt                4890
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0175
_refine_ls_wR_factor_gt          0.0419
_refine_ls_wR_factor_ref         0.0426
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.118
_refine_ls_number_reflns         5059
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0100P)²+1.8027P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.797
_refine_diff_density_min         -1.327
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.45969(2) 0.64580(2) 0.69366(2) 0.01321(3) Uani d . . . 1 . .
O O1 0.3622(2) 0.5251(2) 0.79411(17) 0.0204(3) Uani d . . . 1 . .
O O2 0.5499(2) 0.7730(2) 0.59056(18) 0.0213(4) Uani d . . . 1 . .
O O3 0.5873(2) 0.6819(2) 0.85851(19) 0.0253(4) Uani d . . . 1 . .
O O4 0.7109(2) 0.4556(2) 0.80526(17) 0.0206(3) Uani d . . . 1 . .
O O5 0.5965(2) 0.4275(2) 0.60545(15) 0.0158(3) Uani d . . . 1 . .
O O6 0.7268(2) 0.3246(2) 0.45937(16) 0.0182(3) Uani d . . . 1 . .
O O7 0.2591(2) 0.8793(2) 0.72115(17) 0.0202(3) Uani d . . . 1 . .
O O8 0.1765(3) 0.9304(3) 0.8979(2) 0.0325(5) Uani d . . . 1 . .
N N1 -0.3018(3) 1.0670(3) 0.7908(2) 0.0190(4) Uani d . . . 1 . .
C C1 0.7077(3) 0.5473(3) 0.8711(2) 0.0175(4) Uani d . . . 1 . .
C C2 0.8466(3) 0.4958(3) 0.9600(2) 0.0159(4) Uani d . . . 1 . .
H H2 0.831647 0.410566 1.031437 0.019000 Uiso calc U . R 1 . .
C C3 0.8490(3) 0.6376(3) 1.0041(2) 0.0193(4) Uani d . . . 1 . .
H H3A 0.745952 0.681571 1.043011 0.023000 Uiso calc U . R 1 . .
H H3B 0.857037 0.726942 0.934413 0.023000 Uiso calc U . R 1 . .
C C4 1.0096(3) 0.4156(3) 0.9067(2) 0.0220(5) Uani d . . . 1 . .
H H4A 1.007966 0.318482 0.884565 0.026000 Uiso calc U . R 1 . .
H H4B 1.024636 0.495064 0.832618 0.026000 Uiso calc U . R 1 . .
C C5 0.7142(3) 0.4042(3) 0.5363(2) 0.0165(4) Uani d . . . 1 . .
C C6 0.8463(3) 0.4750(3) 0.5408(2) 0.0194(5) Uani d . . . 1 . .
H H6 0.815505 0.541138 0.600223 0.023000 Uiso calc U . R 1 . .
C C7 1.0107(3) 0.3383(4) 0.5820(3) 0.0245(5) Uani d . . . 1 . .
H H7A 1.040101 0.267039 0.527141 0.029000 Uiso calc U . R 1 . .
H H7B 1.003217 0.269604 0.663739 0.029000 Uiso calc U . R 1 . .
C C8 0.8571(3) 0.5907(4) 0.4166(3) 0.0248(5) Uani d . . . 1 . .
H H8A 0.880709 0.528920 0.355544 0.030000 Uiso calc U . R 1 . .
H H8B 0.751333 0.681963 0.393670 0.030000 Uiso calc U . R 1 . .
C C9 0.1515(3) 0.9193(3) 0.7984(2) 0.0190(4) Uani d . . . 1 . .
C C10 -0.0213(3) 0.9585(3) 0.7578(2) 0.0161(4) Uani d . . . 1 . .
C C11 -0.1470(3) 1.0321(3) 0.8243(2) 0.0179(4) Uani d . . . 1 . .
H H11 -0.124025 1.057962 0.893482 0.021000 Uiso calc U . R 1 . .
C C12 -0.3386(3) 1.0303(4) 0.6940(3) 0.0239(5) Uani d . . . 1 . .
H H12 -0.448789 1.055912 0.672730 0.029000 Uiso calc U . R 1 . .
C C13 -0.2175(3) 0.9558(4) 0.6255(3) 0.0241(5) Uani d . . . 1 . .
H H13 -0.243820 0.929700 0.557493 0.029000 Uiso calc U . R 1 . .
C C14 -0.0565(3) 0.9194(3) 0.6571(2) 0.0188(4) Uani d . . . 1 . .
H H14 0.028407 0.868629 0.610761 0.023000 Uiso calc U . R 1 . .
C C15 -0.4362(3) 1.1434(3) 0.8645(3) 0.0238(5) Uani d . . . 1 . .
H H15A -0.524729 1.233140 0.810853 0.029000 Uiso calc U . R 1 . .
H H15B -0.395829 1.191570 0.916984 0.029000 Uiso calc U . R 1 . .
C C16 -0.5001(3) 1.0167(3) 0.9404(3) 0.0228(5) Uani d . . . 1 . .
H H16 -0.541821 0.958780 0.902220 0.027000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O1 . 1.7711(18) ?
U1 O2 . 1.7786(18) ?
U1 O7 . 2.3080(18) ?
U1 O5 . 2.3839(17) ?
U1 O6 2_666 2.3964(17) ?
U1 O4 . 2.4367(18) ?
U1 O3 . 2.4378(19) ?
O3 C1 . 1.275(3) ?
O4 C1 . 1.271(3) ?
O5 C5 . 1.266(3) ?
O6 C5 . 1.273(3) ?
O7 C9 . 1.291(3) ?
O8 C9 . 1.227(3) ?
N1 C12 . 1.347(4) ?
N1 C11 . 1.348(3) ?
N1 C15 . 1.494(3) ?
C1 C2 . 1.508(3) ?
C2 C3 . 1.519(3) ?
C2 C4 . 1.541(3) ?
C2 H2 . 1.000000 ?
C3 C4 2_767 1.524(3) ?
C3 H3A . 0.990000 ?
C3 H3B . 0.990000 ?
C4 H4A . 0.990000 ?
C4 H4B . 0.990000 ?
C5 C6 . 1.535(3) ?
C6 C7 . 1.528(4) ?
C6 C8 . 1.545(4) ?
C6 H6 . 1.000000 ?
C7 C8 2_766 1.529(4) ?
C7 H7A . 0.990000 ?
C7 H7B . 0.990000 ?
C8 H8A . 0.990000 ?
C8 H8B . 0.990000 ?
C9 C10 . 1.515(3) ?
C10 C11 . 1.386(3) ?
C10 C14 . 1.396(3) ?
C11 H11 . 0.950000 ?
C12 C13 . 1.381(4) ?
C12 H12 . 0.950000 ?
C13 C14 . 1.391(4) ?
C13 H13 . 0.950000 ?
C14 H14 . 0.950000 ?
C15 C16 . 1.500(4) ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
C16 C16 2_477 1.329(6) ?
C16 H16 . 0.950000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 U1 O2 . . 177.72(8) ?
O1 U1 O7 . . 88.96(8) ?
O2 U1 O7 . . 89.20(8) ?
O1 U1 O5 . . 91.58(7) ?
O2 U1 O5 . . 89.62(8) ?
O7 U1 O5 . . 158.45(6) ?
O1 U1 O6 . 2_666 86.66(8) ?
O2 U1 O6 . 2_666 91.77(8) ?
O7 U1 O6 . 2_666 83.45(6) ?
O5 U1 O6 . 2_666 75.07(6) ?
O1 U1 O4 . . 86.53(8) ?
O2 U1 O4 . . 95.72(8) ?
O7 U1 O4 . . 133.38(6) ?
O5 U1 O4 . . 68.13(6) ?
O6 U1 O4 2_666 . 142.32(6) ?
O1 U1 O3 . . 92.15(8) ?
O2 U1 O3 . . 88.89(8) ?
O7 U1 O3 . . 80.51(6) ?
O5 U1 O3 . . 120.98(6) ?
O6 U1 O3 2_666 . 163.94(6) ?
O4 U1 O3 . . 53.38(6) ?
C1 O3 U1 . . 93.88(14) ?
C1 O4 U1 . . 94.05(15) ?
C5 O5 U1 . . 132.51(16) ?
C5 O6 U1 . 2_666 131.59(15) ?
C9 O7 U1 . . 138.44(17) ?
C12 N1 C11 . . 121.5(2) ?
C12 N1 C15 . . 118.9(2) ?
C11 N1 C15 . . 119.5(2) ?
O4 C1 O3 . . 118.6(2) ?
O4 C1 C2 . . 119.4(2) ?
O3 C1 C2 . . 122.0(2) ?
O4 C1 U1 . . 59.30(13) ?
O3 C1 U1 . . 59.37(12) ?
C2 C1 U1 . . 176.69(17) ?
C1 C2 C3 . . 112.4(2) ?
C1 C2 C4 . . 110.84(19) ?
C3 C2 C4 . . 111.0(2) ?
C1 C2 H2 . . 107.500000 ?
C3 C2 H2 . . 107.500000 ?
C4 C2 H2 . . 107.500000 ?
C2 C3 C4 . 2_767 111.9(2) ?
C2 C3 H3A . . 109.200000 ?
C4 C3 H3A 2_767 . 109.200000 ?
C2 C3 H3B . . 109.200000 ?
C4 C3 H3B 2_767 . 109.200000 ?
H3A C3 H3B . . 107.900000 ?
C3 C4 C2 2_767 . 111.3(2) ?
C3 C4 H4A 2_767 . 109.400000 ?
C2 C4 H4A . . 109.400000 ?
C3 C4 H4B 2_767 . 109.400000 ?
C2 C4 H4B . . 109.400000 ?
H4A C4 H4B . . 108.000000 ?
O5 C5 O6 . . 122.0(2) ?
O5 C5 C6 . . 120.6(2) ?
O6 C5 C6 . . 117.4(2) ?
C7 C6 C5 . . 111.4(2) ?
C7 C6 C8 . . 110.5(2) ?
C5 C6 C8 . . 110.3(2) ?
C7 C6 H6 . . 108.200000 ?
C5 C6 H6 . . 108.200000 ?
C8 C6 H6 . . 108.200000 ?
C6 C7 C8 . 2_766 111.3(2) ?
C6 C7 H7A . . 109.400000 ?
C8 C7 H7A 2_766 . 109.400000 ?
C6 C7 H7B . . 109.400000 ?
C8 C7 H7B 2_766 . 109.400000 ?
H7A C7 H7B . . 108.000000 ?
C7 C8 C6 2_766 . 111.5(2) ?
C7 C8 H8A 2_766 . 109.300000 ?
C6 C8 H8A . . 109.300000 ?
C7 C8 H8B 2_766 . 109.300000 ?
C6 C8 H8B . . 109.300000 ?
H8A C8 H8B . . 108.000000 ?
O8 C9 O7 . . 126.4(2) ?
O8 C9 C10 . . 118.7(2) ?
O7 C9 C10 . . 114.9(2) ?
C11 C10 C14 . . 119.5(2) ?
C11 C10 C9 . . 118.8(2) ?
C14 C10 C9 . . 121.8(2) ?
N1 C11 C10 . . 120.0(2) ?
N1 C11 H11 . . 120.000000 ?
C10 C11 H11 . . 120.000000 ?
N1 C12 C13 . . 120.6(2) ?
N1 C12 H12 . . 119.700000 ?
C13 C12 H12 . . 119.700000 ?
C12 C13 C14 . . 119.3(2) ?
C12 C13 H13 . . 120.300000 ?
C14 C13 H13 . . 120.300000 ?
C13 C14 C10 . . 119.1(2) ?
C13 C14 H14 . . 120.400000 ?
C10 C14 H14 . . 120.400000 ?
N1 C15 C16 . . 110.3(2) ?
N1 C15 H15A . . 109.600000 ?
C16 C15 H15A . . 109.600000 ?
N1 C15 H15B . . 109.600000 ?
C16 C15 H15B . . 109.600000 ?
H15A C15 H15B . . 108.100000 ?
C16 C16 C15 2_477 . 121.8(3) ?
C16 C16 H16 2_477 . 119.100000 ?
C15 C16 H16 . . 119.100000 ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 2408746'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2024-12-09 deposited with the CCDC.	2025-01-12 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT971_6                   
;
PROBLEM: Check Calcd Resid. Dens.  0.88Ang From U1              2.69 eA-3  
RESPONSE: This residual density peak is located close to the U atom,
probably as a result of imperfect absorption corrections or of unresolved
disorder.
;
# end Validation Reply Form

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H32 N4 O18 U2'
_chemical_formula_iupac          ?
_chemical_formula_weight         1284.71

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3083(3)
_cell_length_b                   9.7524(3)
_cell_length_c                   13.3763(5)
_cell_angle_alpha                99.2243(17)
_cell_angle_beta                 100.6840(18)
_cell_angle_gamma                108.6144(16)
_cell_volume                     980.89(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9559
_cell_measurement_theta_min      2.4453
_cell_measurement_theta_max      30.5862
_cell_measurement_temperature    100(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.061
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.039
_exptl_crystal_density_diffrn    2.175
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604

_exptl_absorpt_coefficient_mu    8.329
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(2)

_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'multilayer mirror optics'

_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_detector_area_resol_mean 7.41

_diffrn_reflns_number            61474
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;
The H atoms bound to O9 were found and refined with
geometric restraints. Some voids in the structure indicate 
the presence of other, unresolved solvent molecules whose
contribution to the structure factors was removed with SQUEEZE.
;

_reflns_number_total             3717
_reflns_number_gt                3591
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_gt          0.0565
_refine_ls_wR_factor_ref         0.0574
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.119
_refine_ls_number_reflns         3717
_refine_ls_number_parameters     278
_refine_ls_number_restraints     5
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0368P)²+1.7099P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.782
_refine_diff_density_min         -0.713
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U U1 0.41296(2) 0.53991(2) 0.22123(2) 0.01914(6) Uani d . . . 1 . .
O O1 0.3918(4) 0.6781(3) 0.3164(2) 0.0234(6) Uani d . . . 1 . .
O O2 0.4345(4) 0.4032(3) 0.1248(2) 0.0276(6) Uani d . . . 1 . .
O O3 0.3037(4) 0.6556(3) 0.0854(2) 0.0235(6) Uani d . . . 1 . .
O O4 0.5884(4) 0.7441(3) 0.1558(2) 0.0235(6) Uani d . . . 1 . .
O O5 0.7315(4) 0.6140(3) 0.3010(2) 0.0236(6) Uani d . . . 1 . .
O O6 0.5530(4) 0.4592(3) 0.3679(2) 0.0250(6) Uani d . . D 1 . .
O O7 0.2186(4) 0.3346(3) 0.2758(2) 0.0306(7) Uani d . . . 1 . .
O O8 0.0786(4) 0.4299(3) 0.1672(2) 0.0261(6) Uani d . . . 1 . .
O O9 0.3657(6) 0.1788(6) 0.4260(4) 0.0715(14) Uani d . . D 1 . .
H H9A 0.418(10) 0.261(5) 0.410(6) 0.107000 Uiso d U . D 1 . .
H H9B 0.289(3) 0.125(6) 0.371(3) 0.107000 Uiso d U . D 1 . .
N N1 -0.2261(5) 0.0673(4) 0.3316(3) 0.0277(7) Uani d . . . 1 . .
N N2 0.1226(8) 0.9120(7) 0.2412(4) 0.0688(16) Uani d . . . 1 . .
C C1 0.4546(5) 0.7515(4) 0.0965(3) 0.0212(7) Uani d . . . 1 . .
C C2 0.4767(5) 0.8773(4) 0.0439(3) 0.0202(7) Uani d . . . 1 . .
C C3 0.6400(5) 0.9527(4) 0.0287(3) 0.0226(8) Uani d . . . 1 . .
H H3 0.735696 0.921045 0.048664 0.027000 Uiso calc U . R 1 . .
C C4 0.6622(5) 1.0747(4) -0.0160(3) 0.0229(8) Uani d . . . 1 . .
H H4 0.772983 1.125589 -0.027498 0.028000 Uiso calc U . R 1 . .
C C5 0.7070(5) 0.5329(4) 0.3658(3) 0.0209(7) Uani d . . . 1 . .
C C6 0.8608(5) 0.5194(4) 0.4372(3) 0.0201(7) Uani d . . . 1 . .
C C7 0.8304(5) 0.4344(4) 0.5112(3) 0.0216(7) Uani d . . . 1 . .
H H7 0.714661 0.389525 0.518155 0.026000 Uiso calc U . R 1 . .
C C8 0.9707(5) 0.4161(4) 0.5743(3) 0.0215(7) Uani d . . . 1 . .
H H8 0.951676 0.359516 0.625453 0.026000 Uiso calc U . R 1 . .
C C9 -0.0892(5) 0.2537(4) 0.2494(3) 0.0238(8) Uani d . . . 1 . .
C C10 -0.0805(5) 0.1533(4) 0.3102(3) 0.0261(8) Uani d . . . 1 . .
H H10 0.029217 0.145001 0.337184 0.031000 Uiso calc U . DR 1 . .
C C11 -0.3825(5) 0.0793(5) 0.2970(3) 0.0283(8) Uani d . . . 1 . .
H H11 -0.483498 0.017949 0.313550 0.034000 Uiso calc U . R 1 . .
C C12 -0.3975(5) 0.1797(4) 0.2378(3) 0.0263(8) Uani d . . . 1 . .
H H12 -0.507826 0.189161 0.214545 0.032000 Uiso calc U . R 1 . .
C C13 -0.2502(6) 0.2670(4) 0.2124(3) 0.0249(8) Uani d . . . 1 . .
H H13 -0.259000 0.335217 0.170161 0.030000 Uiso calc U . R 1 . .
C C14 0.0780(5) 0.3447(4) 0.2283(3) 0.0243(8) Uani d . . . 1 . .
C C15 -0.2111(6) -0.0478(5) 0.3915(4) 0.0338(10) Uani d . . . 1 . .
H H15A -0.324013 -0.094790 0.408520 0.041000 Uiso calc U . R 1 . .
H H15B -0.186107 -0.126448 0.347476 0.041000 Uiso calc U . R 1 . .
C C16 -0.0687(5) 0.0200(4) 0.4901(3) 0.0271(8) Uani d . . . 1 . .
H H16 -0.077528 0.095484 0.540930 0.032000 Uiso calc U . R 1 . .
C C17 0.0331(7) 0.8049(6) 0.1798(4) 0.0409(11) Uani d . . . 1 . .
C C18 -0.0802(6) 0.6732(5) 0.1000(4) 0.0324(9) Uani d . . . 1 . .
H H18A -0.200182 0.645540 0.108553 0.049000 Uiso calc U . R 1 . .
H H18B -0.038081 0.591136 0.106548 0.049000 Uiso calc U . R 1 . .
H H18C -0.079150 0.693642 0.030654 0.049000 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
U1 O1 . 1.775(3) ?
U1 O2 . 1.778(3) ?
U1 O7 . 2.448(3) ?
U1 O4 . 2.457(3) ?
U1 O6 . 2.460(3) ?
U1 O3 . 2.469(3) ?
U1 O5 . 2.480(3) ?
U1 O8 . 2.549(3) ?
O3 C1 . 1.267(5) ?
O4 C1 . 1.270(5) ?
O5 C5 . 1.266(5) ?
O6 C5 . 1.260(5) ?
O7 C14 . 1.264(5) ?
O8 C14 . 1.254(5) ?
O9 H9A . 0.864(8) ?
O9 H9B . 0.841(10) ?
N1 C10 . 1.344(5) ?
N1 C11 . 1.345(6) ?
N1 C15 . 1.503(5) ?
N2 C17 . 1.149(7) ?
C1 C2 . 1.489(5) ?
C2 C4 2_675 1.390(6) ?
C2 C3 . 1.391(6) ?
C3 C4 . 1.392(5) ?
C3 H3 . 0.950000 ?
C4 H4 . 0.950000 ?
C5 C6 . 1.502(5) ?
C6 C8 2_766 1.389(5) ?
C6 C7 . 1.397(5) ?
C7 C8 . 1.385(5) ?
C7 H7 . 0.950000 ?
C8 H8 . 0.950000 ?
C9 C10 . 1.380(5) ?
C9 C13 . 1.392(6) ?
C9 C14 . 1.495(6) ?
C10 H10 . 0.950000 ?
C11 C12 . 1.375(6) ?
C11 H11 . 0.950000 ?
C12 C13 . 1.386(6) ?
C12 H12 . 0.950000 ?
C13 H13 . 0.950000 ?
C15 C16 . 1.489(6) ?
C15 H15A . 0.990000 ?
C15 H15B . 0.990000 ?
C16 C16 2_556 1.316(9) ?
C16 H16 . 0.950000 ?
C17 C18 . 1.447(7) ?
C18 H18A . 0.980000 ?
C18 H18B . 0.980000 ?
C18 H18C . 0.980000 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 U1 O2 . . 179.22(11) ?
O1 U1 O7 . . 93.30(12) ?
O2 U1 O7 . . 87.38(13) ?
O1 U1 O4 . . 87.24(11) ?
O2 U1 O4 . . 92.06(12) ?
O7 U1 O4 . . 175.58(8) ?
O1 U1 O6 . . 87.21(11) ?
O2 U1 O6 . . 93.44(12) ?
O7 U1 O6 . . 64.22(9) ?
O4 U1 O6 . . 120.19(9) ?
O1 U1 O3 . . 88.17(11) ?
O2 U1 O3 . . 91.13(11) ?
O7 U1 O3 . . 122.59(9) ?
O4 U1 O3 . . 53.03(9) ?
O6 U1 O3 . . 172.02(9) ?
O1 U1 O5 . . 92.59(11) ?
O2 U1 O5 . . 87.46(12) ?
O7 U1 O5 . . 115.98(9) ?
O4 U1 O5 . . 68.35(9) ?
O6 U1 O5 . . 52.51(9) ?
O3 U1 O5 . . 121.28(9) ?
O1 U1 O8 . . 86.65(11) ?
O2 U1 O8 . . 93.45(12) ?
O7 U1 O8 . . 52.10(9) ?
O4 U1 O8 . . 123.60(9) ?
O6 U1 O8 . . 115.41(9) ?
O3 U1 O8 . . 70.77(9) ?
O5 U1 O8 . . 167.92(9) ?
C1 O3 U1 . . 92.9(2) ?
C1 O4 U1 . . 93.4(2) ?
C5 O5 U1 . . 93.3(2) ?
C5 O6 U1 . . 94.4(2) ?
C14 O7 U1 . . 95.2(2) ?
C14 O8 U1 . . 90.8(2) ?
H9A O9 H9B . . 105.0(16) ?
C10 N1 C11 . . 121.2(3) ?
C10 N1 C15 . . 118.1(3) ?
C11 N1 C15 . . 120.7(3) ?
O3 C1 O4 . . 120.2(3) ?
O3 C1 C2 . . 120.7(3) ?
O4 C1 C2 . . 119.1(3) ?
O3 C1 U1 . . 60.54(19) ?
O4 C1 U1 . . 59.97(19) ?
C2 C1 U1 . . 172.1(3) ?
C4 C2 C3 2_675 . 120.1(4) ?
C4 C2 C1 2_675 . 120.1(4) ?
C3 C2 C1 . . 119.7(3) ?
C2 C3 C4 . . 119.5(4) ?
C2 C3 H3 . . 120.200000 ?
C4 C3 H3 . . 120.200000 ?
C2 C4 C3 2_675 . 120.4(4) ?
C2 C4 H4 2_675 . 119.800000 ?
C3 C4 H4 . . 119.800000 ?
O6 C5 O5 . . 119.8(3) ?
O6 C5 C6 . . 119.9(3) ?
O5 C5 C6 . . 120.2(3) ?
O6 C5 U1 . . 59.46(19) ?
O5 C5 U1 . . 60.38(19) ?
C6 C5 U1 . . 176.1(3) ?
C8 C6 C7 2_766 . 120.7(4) ?
C8 C6 C5 2_766 . 120.2(3) ?
C7 C6 C5 . . 119.0(3) ?
C8 C7 C6 . . 119.4(4) ?
C8 C7 H7 . . 120.300000 ?
C6 C7 H7 . . 120.300000 ?
C7 C8 C6 . 2_766 119.9(4) ?
C7 C8 H8 . . 120.000000 ?
C6 C8 H8 2_766 . 120.000000 ?
C10 C9 C13 . . 119.1(4) ?
C10 C9 C14 . . 117.4(4) ?
C13 C9 C14 . . 123.5(4) ?
N1 C10 C9 . . 120.5(4) ?
N1 C10 H10 . . 119.700000 ?
C9 C10 H10 . . 119.700000 ?
N1 C11 C12 . . 120.6(4) ?
N1 C11 H11 . . 119.700000 ?
C12 C11 H11 . . 119.700000 ?
C11 C12 C13 . . 119.4(4) ?
C11 C12 H12 . . 120.300000 ?
C13 C12 H12 . . 120.300000 ?
C12 C13 C9 . . 119.3(4) ?
C12 C13 H13 . . 120.400000 ?
C9 C13 H13 . . 120.400000 ?
O8 C14 O7 . . 121.4(4) ?
O8 C14 C9 . . 121.1(4) ?
O7 C14 C9 . . 117.5(3) ?
O8 C14 U1 . . 63.2(2) ?
O7 C14 U1 . . 58.6(2) ?
C9 C14 U1 . . 171.3(3) ?
C16 C15 N1 . . 111.1(3) ?
C16 C15 H15A . . 109.400000 ?
N1 C15 H15A . . 109.400000 ?
C16 C15 H15B . . 109.400000 ?
N1 C15 H15B . . 109.400000 ?
H15A C15 H15B . . 108.000000 ?
C16 C16 C15 2_556 . 123.0(5) ?
C16 C16 H16 2_556 . 118.500000 ?
C15 C16 H16 . . 118.500000 ?
N2 C17 C18 . . 178.0(6) ?
C17 C18 H18A . . 109.500000 ?
C17 C18 H18B . . 109.500000 ?
H18A C18 H18B . . 109.500000 ?
C17 C18 H18C . . 109.500000 ?
H18A C18 H18C . . 109.500000 ?
H18B C18 H18C . . 109.500000 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
U1 O3 C1 O4 . . . . 6.6(4) ?
U1 O3 C1 C2 . . . . -171.0(3) ?
U1 O4 C1 O3 . . . . -6.6(4) ?
U1 O4 C1 C2 . . . . 171.0(3) ?
O3 C1 C2 C4 . . . 2_675 24.3(5) ?
O4 C1 C2 C4 . . . 2_675 -153.3(4) ?
O3 C1 C2 C3 . . . . -159.8(4) ?
O4 C1 C2 C3 . . . . 22.6(5) ?
C4 C2 C3 C4 2_675 . . . -1.0(6) ?
C1 C2 C3 C4 . . . . -176.9(3) ?
C2 C3 C4 C2 . . . 2_675 1.0(6) ?
U1 O6 C5 O5 . . . . 2.0(4) ?
U1 O6 C5 C6 . . . . -175.5(3) ?
U1 O5 C5 O6 . . . . -2.0(4) ?
U1 O5 C5 C6 . . . . 175.6(3) ?
O6 C5 C6 C8 . . . 2_766 171.2(4) ?
O5 C5 C6 C8 . . . 2_766 -6.3(5) ?
O6 C5 C6 C7 . . . . -5.3(5) ?
O5 C5 C6 C7 . . . . 177.2(3) ?
C8 C6 C7 C8 2_766 . . . 0.8(6) ?
C5 C6 C7 C8 . . . . 177.2(3) ?
C6 C7 C8 C6 . . . 2_766 -0.8(6) ?
C11 N1 C10 C9 . . . . -1.8(6) ?
C15 N1 C10 C9 . . . . 175.5(4) ?
C13 C9 C10 N1 . . . . 1.4(6) ?
C14 C9 C10 N1 . . . . -179.6(4) ?
C10 N1 C11 C12 . . . . 0.5(6) ?
C15 N1 C11 C12 . . . . -176.8(4) ?
N1 C11 C12 C13 . . . . 1.2(6) ?
C11 C12 C13 C9 . . . . -1.5(6) ?
C10 C9 C13 C12 . . . . 0.2(6) ?
C14 C9 C13 C12 . . . . -178.7(4) ?
U1 O8 C14 O7 . . . . -7.4(4) ?
U1 O8 C14 C9 . . . . 171.3(3) ?
U1 O7 C14 O8 . . . . 7.7(4) ?
U1 O7 C14 C9 . . . . -171.0(3) ?
C10 C9 C14 O8 . . . . 174.5(4) ?
C13 C9 C14 O8 . . . . -6.6(6) ?
C10 C9 C14 O7 . . . . -6.8(6) ?
C13 C9 C14 O7 . . . . 172.2(4) ?
C10 N1 C15 C16 . . . . 52.8(5) ?
C11 N1 C15 C16 . . . . -129.8(4) ?
N1 C15 C16 C16 . . . 2_556 -119.1(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O9 H9A O6 . 0.864(8) 2.123(8) 2.986(5) 178.(9) ?
O9 H9A O7 . 0.864(8) 2.55(7) 3.015(5) 114.(6) ?
O9 H9B N2 1_545 0.841(10) 2.32(2) 3.113(8) 158.(4) ?
C15 H15A O1 1_445 0.990000 2.590000 3.364(5) 135.100000 ?
C15 H15A O9 2_556 0.990000 2.520000 3.218(6) 126.900000 ?
C15 H15B O5 1_445 0.990000 2.340000 3.174(5) 140.800000 ?
C18 H18A O4 1_455 0.980000 2.390000 3.230(5) 143.600000 ?
C18 H18B O8 . 0.980000 2.270000 3.229(5) 164.900000 ?


