# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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 2126523'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2021-12-06 deposited with the CCDC.	2022-01-25 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H22 N4 O10 U Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         925.93

_chemical_melting_point          ?

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

_cell_length_a                   12.0722(5)
_cell_length_b                   8.0184(4)
_cell_length_c                   16.9466(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.4076(17)
_cell_angle_gamma                90
_cell_volume                     1556.49(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9954
_cell_measurement_theta_min      2.5401
_cell_measurement_theta_max      33.1566
_cell_measurement_temperature    100(2)

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             888

_exptl_absorpt_coefficient_mu    6.032
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.62
_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            60449
_diffrn_reflns_av_R_equivalents  0.0483
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_theta_min         2.54
_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       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             4741
_reflns_number_gt                4545
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0163
_refine_ls_wR_factor_gt          0.0401
_refine_ls_wR_factor_ref         0.0406
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_number_reflns         4741
_refine_ls_number_parameters     219
_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)+(0.0172P)²+1.4500P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.614
_refine_diff_density_min         -0.633
_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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_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 0.25 0.51226(2) 0.75 0.00998(3) Uani d T P S 1 . .
Zn Zn1 0.75 0.02660(5) 0.75 0.02457(7) Uani d T P S 1 . .
O O1 0.14669(12) 0.51319(17) 0.80510(9) 0.0180(3) Uani d . . . 1 . .
O O2 0.34363(11) 0.76932(16) 0.81974(8) 0.0155(2) Uani d . . . 1 . .
O O3 0.40412(11) 0.53544(16) 0.88659(8) 0.0157(2) Uani d . . . 1 . .
O O4 0.17436(12) 0.23737(17) 0.69307(8) 0.0202(3) Uani d . . . 1 . .
O O5 0.78290(19) -0.2123(3) 0.69683(12) 0.0503(6) Uani d . . . 1 . .
N N1 0.75587(14) 0.1936(2) 0.65447(10) 0.0200(3) Uani d . . . 1 . .
N N2 0.57063(15) 0.0384(2) 0.67851(11) 0.0218(3) Uani d . . . 1 . .
C C1 0.40657(14) 0.6933(2) 0.88424(11) 0.0127(3) Uani d . . . 1 . .
C C2 0.47802(15) 0.7873(2) 0.95789(11) 0.0140(3) Uani d . . . 1 . .
H H2 0.531517 0.728651 1.002577 0.017 Uiso calc U . R 1 . .
C C3 0.46892(14) 0.9531(2) 0.96294(10) 0.0135(3) Uani d . . . 1 . .
H H3 0.419875 1.011667 0.91621 0.016 Uiso calc U . R 1 . .
C C4 0.25 0.1604(3) 0.75 0.0181(5) Uani d T P S 1 . .
H H4 0.250003 0.041876 0.749998 0.022 Uiso calc U P R 1 . .
C C5 0.75 -0.2886(5) 0.75 0.0492(11) Uani d T P S 1 . .
H H5 0.750001 -0.407046 0.749999 0.059 Uiso calc U P R 1 . .
C C6 0.84681(17) 0.2743(3) 0.64451(13) 0.0244(4) Uani d . . . 1 . .
H H6 0.921148 0.259773 0.685116 0.029 Uiso calc U . R 1 . .
C C7 0.83800(18) 0.3794(3) 0.57711(14) 0.0257(4) Uani d . . . 1 . .
H H7 0.90471 0.437326 0.573159 0.031 Uiso calc U . R 1 . .
C C8 0.73183(18) 0.3983(3) 0.51657(13) 0.0229(4) Uani d . . . 1 . .
H H8 0.724728 0.46714 0.469613 0.027 Uiso calc U . R 1 . .
C C9 0.63365(17) 0.3143(2) 0.52489(12) 0.0185(4) Uani d . . . 1 . .
C C10 0.64971(15) 0.2157(2) 0.59601(11) 0.0162(3) Uani d . . . 1 . .
C C11 0.55116(16) 0.1316(2) 0.60871(11) 0.0172(3) Uani d . . . 1 . .
C C12 0.44016(16) 0.1475(3) 0.54889(12) 0.0197(4) Uani d . . . 1 . .
C C13 0.42741(17) 0.2452(3) 0.47598(13) 0.0226(4) Uani d . . . 1 . .
H H13 0.352863 0.254121 0.435008 0.027 Uiso calc U . R 1 . .
C C14 0.51969(18) 0.3250(3) 0.46435(12) 0.0222(4) Uani d . . . 1 . .
H H14 0.508955 0.389166 0.41537 0.027 Uiso calc U . R 1 . .
C C15 0.34731(17) 0.0605(3) 0.56387(14) 0.0242(4) Uani d . . . 1 . .
H H15 0.270701 0.068201 0.525484 0.029 Uiso calc U . R 1 . .
C C16 0.36802(19) -0.0355(3) 0.63416(15) 0.0279(5) Uani d . . . 1 . .
H H16 0.306257 -0.095842 0.644458 0.033 Uiso calc U . R 1 . .
C C17 0.4812(2) -0.0433(3) 0.69042(14) 0.0271(4) Uani d . . . 1 . .
H H17 0.494798 -0.1096 0.739038 0.032 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 . 1.7785(14) ?
U1 O1 2_556 1.7785(14) ?
U1 O4 . 2.4631(13) ?
U1 O4 2_556 2.4631(13) ?
U1 O2 2_556 2.4656(13) ?
U1 O2 . 2.4656(13) ?
U1 O3 . 2.4768(13) ?
U1 O3 2_556 2.4768(13) ?
Zn1 N1 2_656 2.1193(18) ?
Zn1 N1 . 2.1194(18) ?
Zn1 N2 2_656 2.1234(18) ?
Zn1 N2 . 2.1234(18) ?
Zn1 O5 . 2.206(2) ?
Zn1 O5 2_656 2.206(2) ?
Zn1 C5 . 2.527(4) ?
O2 C1 . 1.272(2) ?
O3 C1 . 1.267(2) ?
O4 C4 . 1.2608(18) ?
O5 C5 . 1.253(3) ?
N1 C6 . 1.330(3) ?
N1 C10 . 1.361(2) ?
N2 C17 . 1.332(3) ?
N2 C11 . 1.355(3) ?
C1 C2 . 1.480(2) ?
C2 C3 . 1.339(2) ?
C2 H2 . 0.95 ?
C3 C3 3_677 1.453(3) ?
C3 H3 . 0.95 ?
C4 H4 . 0.95 ?
C5 H5 . 0.95 ?
C6 C7 . 1.396(3) ?
C6 H6 . 0.95 ?
C7 C8 . 1.374(3) ?
C7 H7 . 0.95 ?
C8 C9 . 1.408(3) ?
C8 H8 . 0.95 ?
C9 C10 . 1.403(3) ?
C9 C14 . 1.436(3) ?
C10 C11 . 1.442(3) ?
C11 C12 . 1.408(3) ?
C12 C15 . 1.410(3) ?
C12 C13 . 1.430(3) ?
C13 C14 . 1.352(3) ?
C13 H13 . 0.95 ?
C14 H14 . 0.95 ?
C15 C16 . 1.373(4) ?
C15 H15 . 0.95 ?
C16 C17 . 1.399(3) ?
C16 H16 . 0.95 ?
C17 H17 . 0.95 ?

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 O1 . 2_556 179.52(9) ?
O1 U1 O4 . . 88.55(6) ?
O1 U1 O4 2_556 . 91.88(6) ?
O1 U1 O4 . 2_556 91.88(6) ?
O1 U1 O4 2_556 2_556 88.55(6) ?
O4 U1 O4 . 2_556 53.01(6) ?
O1 U1 O2 . 2_556 87.53(5) ?
O1 U1 O2 2_556 2_556 92.07(5) ?
O4 U1 O2 . 2_556 120.21(4) ?
O4 U1 O2 2_556 2_556 173.22(4) ?
O1 U1 O2 . . 92.07(5) ?
O1 U1 O2 2_556 . 87.53(5) ?
O4 U1 O2 . . 173.22(4) ?
O4 U1 O2 2_556 . 120.21(4) ?
O2 U1 O2 2_556 . 66.57(6) ?
O1 U1 O3 . . 87.33(6) ?
O1 U1 O3 2_556 . 92.64(6) ?
O4 U1 O3 . . 120.62(4) ?
O4 U1 O3 2_556 . 67.97(4) ?
O2 U1 O3 2_556 . 118.73(4) ?
O2 U1 O3 . . 52.69(4) ?
O1 U1 O3 . 2_556 92.64(6) ?
O1 U1 O3 2_556 2_556 87.33(6) ?
O4 U1 O3 . 2_556 67.97(4) ?
O4 U1 O3 2_556 2_556 120.62(4) ?
O2 U1 O3 2_556 2_556 52.69(4) ?
O2 U1 O3 . 2_556 118.73(4) ?
O3 U1 O3 . 2_556 171.39(6) ?
N1 Zn1 N1 2_656 . 101.62(10) ?
N1 Zn1 N2 2_656 2_656 79.05(7) ?
N1 Zn1 N2 . 2_656 97.67(7) ?
N1 Zn1 N2 2_656 . 97.68(7) ?
N1 Zn1 N2 . . 79.05(6) ?
N2 Zn1 N2 2_656 . 174.88(10) ?
N1 Zn1 O5 2_656 . 156.14(7) ?
N1 Zn1 O5 . . 100.55(8) ?
N2 Zn1 O5 2_656 . 89.38(7) ?
N2 Zn1 O5 . . 95.07(7) ?
N1 Zn1 O5 2_656 2_656 100.55(8) ?
N1 Zn1 O5 . 2_656 156.15(7) ?
N2 Zn1 O5 2_656 2_656 95.07(7) ?
N2 Zn1 O5 . 2_656 89.38(7) ?
O5 Zn1 O5 . 2_656 59.43(13) ?
N1 Zn1 C5 2_656 . 129.19(5) ?
N1 Zn1 C5 . . 129.19(5) ?
N2 Zn1 C5 2_656 . 92.56(5) ?
N2 Zn1 C5 . . 92.56(5) ?
O5 Zn1 C5 . . 29.72(7) ?
O5 Zn1 C5 2_656 . 29.72(7) ?
C1 O2 U1 . . 94.04(10) ?
C1 O3 U1 . . 93.65(10) ?
C4 O4 U1 . . 92.82(13) ?
C5 O5 Zn1 . . 89.5(2) ?
C6 N1 C10 . . 117.99(18) ?
C6 N1 Zn1 . . 129.22(14) ?
C10 N1 Zn1 . . 112.79(13) ?
C17 N2 C11 . . 118.56(18) ?
C17 N2 Zn1 . . 128.39(16) ?
C11 N2 Zn1 . . 112.78(13) ?
O3 C1 O2 . . 119.47(15) ?
O3 C1 C2 . . 119.68(15) ?
O2 C1 C2 . . 120.78(15) ?
C3 C2 C1 . . 121.44(16) ?
C3 C2 H2 . . 119.3 ?
C1 C2 H2 . . 119.3 ?
C2 C3 C3 . 3_677 122.6(2) ?
C2 C3 H3 . . 118.7 ?
C3 C3 H3 3_677 . 118.7 ?
O4 C4 O4 . 2_556 121.3(2) ?
O4 C4 U1 . . 60.67(12) ?
O4 C4 U1 2_556 . 60.67(12) ?
O4 C4 H4 . . 119.3 ?
O4 C4 H4 2_556 . 119.3 ?
U1 C4 H4 . . 180.0 ?
O5 C5 O5 . 2_656 121.6(4) ?
O5 C5 Zn1 . . 60.79(19) ?
O5 C5 Zn1 2_656 . 60.79(19) ?
O5 C5 H5 . . 119.2 ?
O5 C5 H5 2_656 . 119.2 ?
Zn1 C5 H5 . . 180.0 ?
N1 C6 C7 . . 123.01(19) ?
N1 C6 H6 . . 118.5 ?
C7 C6 H6 . . 118.5 ?
C8 C7 C6 . . 119.29(19) ?
C8 C7 H7 . . 120.4 ?
C6 C7 H7 . . 120.4 ?
C7 C8 C9 . . 119.27(19) ?
C7 C8 H8 . . 120.4 ?
C9 C8 H8 . . 120.4 ?
C10 C9 C8 . . 117.58(18) ?
C10 C9 C14 . . 119.27(18) ?
C8 C9 C14 . . 123.15(19) ?
N1 C10 C9 . . 122.79(17) ?
N1 C10 C11 . . 117.51(17) ?
C9 C10 C11 . . 119.70(16) ?
N2 C11 C12 . . 122.80(18) ?
N2 C11 C10 . . 117.67(17) ?
C12 C11 C10 . . 119.52(18) ?
C11 C12 C15 . . 117.11(19) ?
C11 C12 C13 . . 119.36(18) ?
C15 C12 C13 . . 123.51(18) ?
C14 C13 C12 . . 121.10(18) ?
C14 C13 H13 . . 119.4 ?
C12 C13 H13 . . 119.4 ?
C13 C14 C9 . . 121.02(19) ?
C13 C14 H14 . . 119.5 ?
C9 C14 H14 . . 119.5 ?
C16 C15 C12 . . 119.76(19) ?
C16 C15 H15 . . 120.1 ?
C12 C15 H15 . . 120.1 ?
C15 C16 C17 . . 119.2(2) ?
C15 C16 H16 . . 120.4 ?
C17 C16 H16 . . 120.4 ?
N2 C17 C16 . . 122.6(2) ?
N2 C17 H17 . . 118.7 ?
C16 C17 H17 . . 118.7 ?

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
C4 H4 O2 1_545 0.95 2.57 3.415(3) 148.2 ?
C4 H4 O2 2_546 0.95 2.57 3.415(3) 148.2 ?
C7 H7 O3 2_656 0.95 2.33 3.229(2) 158.2 ?
C16 H16 O2 2_546 0.95 2.35 3.294(3) 175.0 ?


####################################################################### 
# 
# 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 2126524'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2021-12-06 deposited with the CCDC.	2022-01-25 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H13 N O7 U'
_chemical_formula_iupac          ?
_chemical_formula_weight         509.25

_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                   7.3392(4)
_cell_length_b                   8.7663(4)
_cell_length_c                   11.8187(5)
_cell_angle_alpha                109.0421(16)
_cell_angle_beta                 92.0632(19)
_cell_angle_gamma                108.7106(17)
_cell_volume                     672.34(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9704
_cell_measurement_theta_min      4.3607
_cell_measurement_theta_max      33.1669
_cell_measurement_temperature    100(2)

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.101
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.073
_exptl_crystal_density_diffrn    2.516
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468

_exptl_absorpt_coefficient_mu    12.102
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_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            57490
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_full        30.51
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_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          
;
The NMP molecule is disordered over two positions sharing
the O and three C atoms, which have been refined with
occupancy parameters constrained to sum to unity.
;

_reflns_number_total             4093
_reflns_number_gt                3967
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0142
_refine_ls_R_factor_gt           0.0135
_refine_ls_wR_factor_gt          0.0325
_refine_ls_wR_factor_ref         0.0328
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.074
_refine_ls_number_reflns         4093
_refine_ls_number_parameters     209
_refine_ls_number_restraints     6
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0156P)²+0.5953P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.004
_refine_diff_density_min         -0.529
_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 vV6.2.14'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_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 0.65883(2) 0.30952(2) 0.19895(2) 0.01188(3) Uani d . . . 1.0 . .
O O1 0.9101(2) 0.3463(2) 0.19385(13) 0.0178(3) Uani d . . . 1.0 . .
O O2 0.4078(2) 0.2717(2) 0.20517(14) 0.0193(3) Uani d . . . 1.0 . .
O O3 0.5880(2) 0.01134(18) 0.11672(13) 0.0157(3) Uani d . . . 1.0 . .
O O4 0.3815(2) -0.25654(19) 0.01636(13) 0.0162(3) Uani d . . . 1.0 . .
O O5 0.2596(2) -0.50637(19) 0.58603(13) 0.0201(3) Uani d . . . 1.0 . .
O O6 0.3119(3) -0.23211(19) 0.62372(13) 0.0219(3) Uani d . . . 1.0 . .
O O7 0.6980(2) 0.57880(19) 0.19457(15) 0.0207(3) Uani d . . . 1.0 . .
C C1 0.4631(3) -0.1302(2) 0.11321(17) 0.0127(3) Uani d . . . 1.0 . .
C C2 0.4192(3) -0.1430(3) 0.23237(17) 0.0151(3) Uani d . . . 1.0 . .
H H2 0.453092 -0.037605 0.299277 0.018 Uiso calc U . R 1.0 . .
C C3 0.3367(3) -0.2884(3) 0.25492(17) 0.0147(3) Uani d . . . 1.0 . .
H H3 0.287487 -0.396543 0.190101 0.018 Uiso calc U . R 1.0 . .
C C4 0.3230(3) -0.2794(3) 0.37894(17) 0.0156(4) Uani d . . . 1.0 . .
H H4 0.352495 -0.16809 0.438822 0.019 Uiso calc U . R 1.0 . .
C C5 0.2728(3) -0.4132(3) 0.41681(18) 0.0167(4) Uani d . . . 1.0 . .
H H5 0.232158 -0.527467 0.359492 0.02 Uiso calc U . R 1.0 . .
C C6 0.2802(3) -0.3836(3) 0.54738(18) 0.0174(4) Uani d . . . 1.0 . .
N N1A 0.8828(4) 0.8014(3) 0.1463(2) 0.0173(6) Uani d . P . 0.745(5) A 1
C C7A 0.8159(4) 0.7335(4) 0.2268(3) 0.0151(6) Uani d . P . 0.745(5) A 1
C C9A 1.0258(5) 1.0255(4) 0.3358(3) 0.0279(7) Uani d . P . 0.745(5) A 1
H H9A 1.156629 1.051819 0.371999 0.034 Uiso d U P R 0.745(5) A 1
H H9B 0.988189 1.123839 0.371469 0.034 Uiso d U P R 0.745(5) A 1
N N1B 0.8788(10) 0.8535(8) 0.2467(6) 0.0156(16) Uani d . P . 0.255(5) A 2
C C7B 0.8050(11) 0.7007(11) 0.1615(9) 0.0123(16) Uani d U P . 0.255(5) A 2
C C9B 0.9730(13) 0.8972(11) 0.0673(7) 0.0188(17) Uani d . P . 0.255(5) A 2
H H9C 1.094175 0.908562 0.036634 0.023 Uiso d U P R 0.255(5) A 2
H H9D 0.908355 0.955522 0.033464 0.023 Uiso d U P R 0.255(5) A 2
C C8 0.8867(4) 0.8688(4) 0.3572(2) 0.0349(6) Uani d . . . 1.0 . .
H H8A 0.953226 0.829969 0.407217 0.042 Uiso d U P R 0.745(5) A 1
H H8B 0.779674 0.893119 0.393917 0.042 Uiso d U P R 0.745(5) A 1
H H8C 0.787424 0.770269 0.363327 0.052 Uiso d U P R 0.255(5) A 2
H H8D 1.012045 0.874369 0.388637 0.052 Uiso d U P R 0.255(5) A 2
H H8E 0.863754 0.971759 0.403067 0.052 Uiso d U P R 0.255(5) A 2
C C10 1.0138(3) 0.9824(3) 0.2001(2) 0.0209(4) Uani d . . . 1.0 . .
H H10A 0.961541 1.05529 0.174677 0.025 Uiso d U P R 0.745(5) A 1
H H10B 1.140311 0.995871 0.176647 0.025 Uiso d U P R 0.745(5) A 1
H H10C 1.148061 1.008991 0.229807 0.025 Uiso d U P R 0.255(5) A 2
H H10D 0.985821 1.087111 0.223757 0.025 Uiso d U P R 0.255(5) A 2
C C11 0.8471(4) 0.7062(3) 0.0233(3) 0.0353(6) Uani d . . . 1.0 . .
H H11A 0.758078 0.591481 0.008116 0.053 Uiso d U P R 0.745(5) A 1
H H11B 0.791157 0.760831 -0.019404 0.053 Uiso d U P R 0.745(5) A 1
H H11C 0.967248 0.700971 -0.004244 0.053 Uiso d U P R 0.745(5) A 1
H H11D 0.730668 0.679761 -0.030204 0.042 Uiso d U P R 0.255(5) A 2
H H11E 0.917648 0.633211 -0.014784 0.042 Uiso d U P R 0.255(5) A 2


_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 . 1.7729(15) ?
U1 O1 . 1.7745(15) ?
U1 O7 . 2.3029(15) ?
U1 O3 . 2.3412(14) ?
U1 O4 2_655 2.4217(14) ?
U1 O6 2_656 2.4266(15) ?
U1 O5 2_656 2.4820(15) ?
O3 C1 . 1.271(2) ?
O4 C1 . 1.262(2) ?
O5 C6 . 1.269(2) ?
O6 C6 . 1.279(3) ?
O7 C7A . 1.273(3) ?
O7 C7B . 1.292(8) ?
C1 C2 . 1.488(3) ?
C2 C3 . 1.342(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.451(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.337(3) ?
C4 H4 . 0.95 ?
C5 C6 . 1.475(3) ?
C5 H5 . 0.95 ?
N1A C7A . 1.311(4) ?
N1A C11 . 1.385(4) ?
N1A C10 . 1.471(3) ?
C7A C8 . 1.551(4) ?
C9A C10 . 1.515(4) ?
C9A C8 . 1.529(4) ?
C9A H9A . 0.9603 ?
C9A H9B . 0.9599 ?
N1B C8 . 1.266(7) ?
N1B C7B . 1.310(11) ?
N1B C10 . 1.512(7) ?
C7B C11 . 1.687(10) ?
C9B C10 . 1.473(8) ?
C9B C11 . 1.527(9) ?
C9B H9C . 0.9604 ?
C9B H9D . 0.9598 ?
C8 H8A . 0.9598 ?
C8 H8B . 0.9602 ?
C8 H8C . 0.9607 ?
C8 H8D . 0.9601 ?
C8 H8E . 0.9599 ?
C10 H10A . 0.9598 ?
C10 H10B . 0.9605 ?
C10 H10C . 0.9604 ?
C10 H10D . 0.9598 ?
C11 H11A . 0.9606 ?
C11 H11B . 0.9598 ?
C11 H11C . 0.9604 ?
C11 H11D . 0.9601 ?
C11 H11E . 0.9598 ?

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 . . 179.38(7) ?
O2 U1 O7 . . 89.40(7) ?
O1 U1 O7 . . 91.08(7) ?
O2 U1 O3 . . 89.33(6) ?
O1 U1 O3 . . 90.40(6) ?
O7 U1 O3 . . 155.89(5) ?
O2 U1 O4 . 2_655 93.01(6) ?
O1 U1 O4 . 2_655 87.47(6) ?
O7 U1 O4 . 2_655 77.63(5) ?
O3 U1 O4 . 2_655 78.40(5) ?
O2 U1 O6 . 2_656 90.18(7) ?
O1 U1 O6 . 2_656 89.23(7) ?
O7 U1 O6 . 2_656 127.42(5) ?
O3 U1 O6 . 2_656 76.66(5) ?
O4 U1 O6 2_655 2_656 154.81(5) ?
O2 U1 O5 . 2_656 90.05(6) ?
O1 U1 O5 . 2_656 89.70(6) ?
O7 U1 O5 . 2_656 74.28(5) ?
O3 U1 O5 . 2_656 129.79(5) ?
O4 U1 O5 2_655 2_656 151.70(5) ?
O6 U1 O5 2_656 2_656 53.14(5) ?
C1 O3 U1 . . 141.32(13) ?
C1 O4 U1 . 2_655 137.38(13) ?
C6 O5 U1 . 2_656 92.60(12) ?
C6 O6 U1 . 2_656 94.91(12) ?
C7A O7 U1 . . 144.19(17) ?
C7B O7 U1 . . 143.8(4) ?
O4 C1 O3 . . 123.68(18) ?
O4 C1 C2 . . 120.27(17) ?
O3 C1 C2 . . 116.03(17) ?
C3 C2 C1 . . 126.59(18) ?
C3 C2 H2 . . 116.7 ?
C1 C2 H2 . . 116.7 ?
C2 C3 C4 . . 119.57(18) ?
C2 C3 H3 . . 120.2 ?
C4 C3 H3 . . 120.2 ?
C5 C4 C3 . . 126.06(18) ?
C5 C4 H4 . . 117.0 ?
C3 C4 H4 . . 117.0 ?
C4 C5 C6 . . 120.12(18) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
O5 C6 O6 . . 119.02(18) ?
O5 C6 C5 . . 120.85(18) ?
O6 C6 C5 . . 120.11(18) ?
C7A N1A C11 . . 122.7(3) ?
C7A N1A C10 . . 113.4(2) ?
C11 N1A C10 . . 123.6(2) ?
O7 C7A N1A . . 121.1(3) ?
O7 C7A C8 . . 127.7(3) ?
N1A C7A C8 . . 111.1(2) ?
C10 C9A C8 . . 107.7(2) ?
C10 C9A H9A . . 110.3 ?
C8 C9A H9A . . 110.4 ?
C10 C9A H9B . . 110.0 ?
C8 C9A H9B . . 109.9 ?
H9A C9A H9B . . 108.5 ?
C8 N1B C7B . . 120.2(7) ?
C8 N1B C10 . . 124.2(5) ?
C7B N1B C10 . . 111.3(6) ?
O7 C7B N1B . . 115.9(8) ?
O7 C7B C11 . . 131.4(7) ?
N1B C7B C11 . . 112.2(6) ?
C10 C9B C11 . . 114.1(5) ?
C10 C9B H9C . . 109.0 ?
C11 C9B H9C . . 108.7 ?
C10 C9B H9D . . 108.9 ?
C11 C9B H9D . . 108.6 ?
H9C C9B H9D . . 107.5 ?
C9A C8 C7A . . 102.4(2) ?
C9A C8 H8A . . 111.3 ?
C7A C8 H8A . . 111.1 ?
C9A C8 H8B . . 111.7 ?
C7A C8 H8B . . 111.2 ?
H8A C8 H8B . . 109.2 ?
N1B C8 H8C . . 108.4 ?
N1B C8 H8D . . 110.4 ?
H8C C8 H8D . . 109.5 ?
N1B C8 H8E . . 109.6 ?
H8C C8 H8E . . 109.5 ?
H8D C8 H8E . . 109.4 ?
C9B C10 N1B . . 104.7(4) ?
N1A C10 C9A . . 105.0(2) ?
N1A C10 H10A . . 110.5 ?
C9A C10 H10A . . 111.0 ?
N1A C10 H10B . . 110.8 ?
C9A C10 H10B . . 110.7 ?
H10A C10 H10B . . 108.8 ?
C9B C10 H10C . . 110.6 ?
N1B C10 H10C . . 111.7 ?
C9B C10 H10D . . 110.4 ?
N1B C10 H10D . . 110.6 ?
H10C C10 H10D . . 108.9 ?
C9B C11 C7B . . 96.0(4) ?
N1A C11 H11A . . 109.8 ?
N1A C11 H11B . . 109.1 ?
H11A C11 H11B . . 109.5 ?
N1A C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C9B C11 H11D . . 112.3 ?
C7B C11 H11D . . 113.2 ?
C9B C11 H11E . . 112.3 ?
C7B C11 H11E . . 112.6 ?
H11D C11 H11E . . 110.0 ?


####################################################################### 
# 
# 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 2126526'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2021-12-06 deposited with the CCDC.	2022-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H82 N2 O16 U2'
_chemical_formula_weight         1359.16

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   30.9868(18)
_cell_length_b                   13.0858(7)
_cell_length_c                   16.4519(9)
_cell_angle_alpha                90
_cell_angle_beta                 115.924(3)
_cell_angle_gamma                90
_cell_volume                     5999.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    765
_cell_measurement_theta_min      1.8260
_cell_measurement_theta_max      17.2478

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_F_000             2664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    5.447
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5644
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms 70 W'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_source_current           1.4
_diffrn_source_voltage           50
_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            57267
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.719
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5682
_reflns_number_gt                4728
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

_refine_special_details          
;
The H atoms bound to the N atom were introduced in calculated
positions and refined as riding atoms. The program SQUEEZE
was used to subtract the contribution of unresolved solvent
molecules to the structure factors.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²+31.1399P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5682
_refine_ls_number_parameters     287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0760
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.239
_refine_diff_density_min         -1.227
_refine_diff_density_rms         0.168

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.75031(2) 0.60087(2) 0.86290(2) 0.02310(7) Uani 1 1 d . . . . .
O1 O 0.78658(14) 0.5657(3) 0.8089(2) 0.0315(9) Uani 1 1 d . . . . .
O2 O 0.71320(13) 0.6330(3) 0.9159(3) 0.0331(9) Uani 1 1 d . . . . .
O3 O 0.69847(14) 0.4570(3) 0.7792(3) 0.0375(10) Uani 1 1 d . . . . .
O4 O 0.75166(13) 0.4263(3) 0.9185(2) 0.0279(8) Uani 1 1 d . . . . .
O5 O 0.31954(13) 0.0805(3) 0.0144(2) 0.0296(9) Uani 1 1 d . . . . .
O6 O 0.31033(13) 0.2291(3) -0.0531(2) 0.0285(8) Uani 1 1 d . . . . .
O7 O 0.73403(13) 0.7730(3) 0.7918(2) 0.0301(8) Uani 1 1 d . . . . .
O8 O 0.68532(14) 0.6501(3) 0.7159(2) 0.0358(9) Uani 1 1 d . . . . .
N1 N 0.7011(2) 0.4357(4) 0.6052(3) 0.0441(14) Uani 1 1 d . . . . .
H1A H 0.704642 0.371333 0.588012 0.053 Uiso 1 1 calc R U . . .
H1B H 0.704006 0.431988 0.662544 0.053 Uiso 1 1 calc R U . . .
C1 C 0.71530(19) 0.3955(4) 0.8473(3) 0.0283(12) Uani 1 1 d . . . . .
C2 C 0.6931(2) 0.2940(5) 0.8427(4) 0.0384(14) Uani 1 1 d . . . . .
H2A H 0.675498 0.295624 0.880390 0.046 Uiso 1 1 calc R U . . .
H2B H 0.718957 0.242511 0.869001 0.046 Uiso 1 1 calc R U . . .
C3 C 0.6586(2) 0.2599(4) 0.7472(3) 0.0304(12) Uani 1 1 d . . . . .
H3A H 0.635846 0.316101 0.716573 0.036 Uiso 1 1 calc R U . . .
H3B H 0.677033 0.245749 0.712231 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6306(2) 0.1656(4) 0.7474(4) 0.0344(13) Uani 1 1 d . . . . .
H4A H 0.608945 0.183025 0.775260 0.041 Uiso 1 1 calc R U . . .
H4B H 0.653368 0.113123 0.785897 0.041 Uiso 1 1 calc R U . . .
C5 C 0.6007(2) 0.1196(4) 0.6545(4) 0.0360(14) Uani 1 1 d . . . . .
H5A H 0.622876 0.090125 0.631947 0.043 Uiso 1 1 calc R U . . .
H5B H 0.581558 0.062667 0.661409 0.043 Uiso 1 1 calc R U . . .
C6 C 0.56677(19) 0.1924(5) 0.5830(3) 0.0323(12) Uani 1 1 d . . . . .
H6A H 0.585756 0.244286 0.568916 0.039 Uiso 1 1 calc R U . . .
H6B H 0.546841 0.228508 0.607347 0.039 Uiso 1 1 calc R U . . .
C7 C 0.53421(19) 0.1368(5) 0.4967(4) 0.0333(13) Uani 1 1 d . . . . .
H7A H 0.514301 0.087572 0.511235 0.040 Uiso 1 1 calc R U . . .
H7B H 0.554526 0.096852 0.475673 0.040 Uiso 1 1 calc R U . . .
C8 C 0.50106(18) 0.2045(5) 0.4195(3) 0.0315(12) Uani 1 1 d . . . . .
H8A H 0.481596 0.247010 0.440828 0.038 Uiso 1 1 calc R U . . .
H8B H 0.520730 0.251115 0.402002 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4677(2) 0.1443(5) 0.3371(3) 0.0331(13) Uani 1 1 d . . . . .
H9A H 0.487266 0.099318 0.317973 0.040 Uiso 1 1 calc R U . . .
H9B H 0.447200 0.099855 0.354434 0.040 Uiso 1 1 calc R U . . .
C10 C 0.43575(18) 0.2091(4) 0.2576(3) 0.0298(12) Uani 1 1 d . . . . .
H10A H 0.456249 0.251535 0.238791 0.036 Uiso 1 1 calc R U . . .
H10B H 0.417109 0.255958 0.277417 0.036 Uiso 1 1 calc R U . . .
C11 C 0.40090(19) 0.1489(4) 0.1761(3) 0.0296(12) Uani 1 1 d . . . . .
H11A H 0.418927 0.098073 0.158425 0.035 Uiso 1 1 calc R U . . .
H11B H 0.378072 0.111415 0.192455 0.035 Uiso 1 1 calc R U . . .
C12 C 0.37325(18) 0.2191(4) 0.0966(3) 0.0277(12) Uani 1 1 d . . . . .
H12A H 0.360104 0.276123 0.118466 0.033 Uiso 1 1 calc R U . . .
H12B H 0.396220 0.248812 0.076223 0.033 Uiso 1 1 calc R U . . .
C13 C 0.33258(19) 0.1718(4) 0.0159(3) 0.0268(12) Uani 1 1 d . . . . .
C14 C 0.69650(18) 0.7441(4) 0.7235(3) 0.0260(11) Uani 1 1 d . . . . .
C15 C 0.66580(18) 0.8200(4) 0.6541(3) 0.0279(12) Uani 1 1 d . . . . .
H15A H 0.686874 0.868282 0.641883 0.034 Uiso 1 1 calc R U . . .
H15B H 0.647262 0.859848 0.679214 0.034 Uiso 1 1 calc R U . . .
C16 C 0.63111(19) 0.7720(4) 0.5655(3) 0.0268(11) Uani 1 1 d . . . . .
H16A H 0.609949 0.724014 0.577690 0.032 Uiso 1 1 calc R U . . .
H16B H 0.649653 0.731905 0.540558 0.032 Uiso 1 1 calc R U . . .
C17 C 0.60008(18) 0.8489(4) 0.4948(3) 0.0284(12) Uani 1 1 d . . . . .
H17A H 0.620809 0.895159 0.479683 0.034 Uiso 1 1 calc R U . . .
H17B H 0.582048 0.890890 0.519636 0.034 Uiso 1 1 calc R U . . .
C18 C 0.56493(18) 0.7947(4) 0.4094(3) 0.0266(11) Uani 1 1 d . . . . .
H18A H 0.544265 0.749511 0.425652 0.032 Uiso 1 1 calc R U . . .
H18B H 0.583471 0.750583 0.387215 0.032 Uiso 1 1 calc R U . . .
C19 C 0.53276(18) 0.8641(4) 0.3324(3) 0.0267(11) Uani 1 1 d . . . . .
H19A H 0.552882 0.910168 0.315577 0.032 Uiso 1 1 calc R U . . .
H19B H 0.512968 0.906835 0.352757 0.032 Uiso 1 1 calc R U . . .
C20 C 0.500000 0.8015(6) 0.250000 0.0268(16) Uani 1 2 d S T P . .
H20A H 0.520248 0.756779 0.232348 0.032 Uiso 0.5 1 calc R U P . .
H20B H 0.479750 0.756786 0.267653 0.032 Uiso 0.5 1 calc R U P . .
C21 C 0.7414(3) 0.5015(5) 0.6057(4) 0.0499(18) Uani 1 1 d . . . . .
H21A H 0.740119 0.502284 0.545104 0.075 Uiso 1 1 calc R U . . .
H21B H 0.772304 0.473402 0.648819 0.075 Uiso 1 1 calc R U . . .
H21C H 0.737933 0.571298 0.623523 0.075 Uiso 1 1 calc R U . . .
C22 C 0.6531(3) 0.4716(5) 0.5461(5) 0.065(2) Uani 1 1 d . . . . .
H22A H 0.648400 0.540161 0.564861 0.098 Uiso 1 1 calc R U . . .
H22B H 0.629311 0.424823 0.549877 0.098 Uiso 1 1 calc R U . . .
H22C H 0.649082 0.473990 0.483627 0.098 Uiso 1 1 calc R U . . .


_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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O2 1.770(4) . ?
U1 O1 1.772(4) . ?
U1 O6 2.437(4) 3_556 ?
U1 O4 2.454(4) . ?
U1 O8 2.462(4) . ?
U1 O3 2.467(4) . ?
U1 O7 2.485(4) . ?
U1 O5 2.492(4) 3_556 ?
O3 C1 1.289(6) . ?
O4 C1 1.284(6) . ?
O5 C13 1.258(6) . ?
O6 C13 1.282(6) . ?
O7 C14 1.271(6) . ?
O8 C14 1.268(6) . ?
N1 C22 1.455(8) . ?
N1 C21 1.513(8) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
C1 C2 1.482(8) . ?
C2 C3 1.531(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.509(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.523(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.522(8) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.520(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.521(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.518(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.509(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.523(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.519(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.507(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C15 1.499(7) . ?
C15 C16 1.518(7) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.521(7) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.525(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.523(7) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.529(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O1 178.49(17) . . ?
O2 U1 O6 93.25(16) . 3_556 ?
O1 U1 O6 88.21(15) . 3_556 ?
O2 U1 O4 86.92(15) . . ?
O1 U1 O4 91.96(15) . . ?
O6 U1 O4 123.06(12) 3_556 . ?
O2 U1 O8 89.59(16) . . ?
O1 U1 O8 90.06(16) . . ?
O6 U1 O8 118.06(12) 3_556 . ?
O4 U1 O8 118.88(12) . . ?
O2 U1 O3 92.92(17) . . ?
O1 U1 O3 85.59(16) . . ?
O6 U1 O3 172.46(13) 3_556 . ?
O4 U1 O3 53.02(12) . . ?
O8 U1 O3 66.30(12) . . ?
O2 U1 O7 88.56(15) . . ?
O1 U1 O7 92.39(15) . . ?
O6 U1 O7 65.82(11) 3_556 . ?
O4 U1 O7 170.25(12) . . ?
O8 U1 O7 52.41(12) . . ?
O3 U1 O7 118.69(12) . . ?
O2 U1 O5 89.63(15) . 3_556 ?
O1 U1 O5 90.96(15) . 3_556 ?
O6 U1 O5 52.89(12) 3_556 3_556 ?
O4 U1 O5 70.18(12) . 3_556 ?
O8 U1 O5 170.85(12) . 3_556 ?
O3 U1 O5 122.84(12) . 3_556 ?
O7 U1 O5 118.45(11) . 3_556 ?
C1 O3 U1 94.3(3) . . ?
C1 O4 U1 95.0(3) . . ?
C13 O5 U1 92.7(3) . 3_444 ?
C13 O6 U1 94.7(3) . 3_444 ?
C14 O7 U1 93.8(3) . . ?
C14 O8 U1 95.0(3) . . ?
C22 N1 C21 114.9(5) . . ?
C22 N1 H1A 108.5 . . ?
C21 N1 H1A 108.5 . . ?
C22 N1 H1B 108.5 . . ?
C21 N1 H1B 108.5 . . ?
H1A N1 H1B 107.5 . . ?
O4 C1 O3 117.1(5) . . ?
O4 C1 C2 122.0(5) . . ?
O3 C1 C2 120.8(5) . . ?
C1 C2 C3 114.5(5) . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 C2 112.4(4) . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
C3 C4 C5 114.7(5) . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4B 108.6 . . ?
C5 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
C6 C5 C4 116.1(5) . . ?
C6 C5 H5A 108.3 . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5B 108.3 . . ?
C4 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C5 C6 C7 111.9(5) . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C6 C7 C8 115.5(5) . . ?
C6 C7 H7A 108.4 . . ?
C8 C7 H7A 108.4 . . ?
C6 C7 H7B 108.4 . . ?
C8 C7 H7B 108.4 . . ?
H7A C7 H7B 107.5 . . ?
C9 C8 C7 113.0(5) . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C8 114.5(5) . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 C11 114.6(5) . . ?
C9 C10 H10A 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C12 C11 C10 111.2(5) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C13 C12 C11 116.7(5) . . ?
C13 C12 H12A 108.1 . . ?
C11 C12 H12A 108.1 . . ?
C13 C12 H12B 108.1 . . ?
C11 C12 H12B 108.1 . . ?
H12A C12 H12B 107.3 . . ?
O5 C13 O6 119.6(5) . . ?
O5 C13 C12 123.0(5) . . ?
O6 C13 C12 117.4(5) . . ?
O8 C14 O7 118.7(5) . . ?
O8 C14 C15 120.9(5) . . ?
O7 C14 C15 120.5(5) . . ?
C14 C15 C16 113.8(4) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C17 114.0(4) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 110.8(4) . . ?
C16 C17 H17A 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C17 C18 C19 115.6(4) . . ?
C17 C18 H18A 108.4 . . ?
C19 C18 H18A 108.4 . . ?
C17 C18 H18B 108.4 . . ?
C19 C18 H18B 108.4 . . ?
H18A C18 H18B 107.4 . . ?
C18 C19 C20 111.0(5) . . ?
C18 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 C19 115.2(6) 2_655 . ?
C19 C20 H20A 108.5 2_655 . ?
C19 C20 H20A 108.5 . . ?
C19 C20 H20B 108.5 2_655 . ?
C19 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1B O3 0.91 2.03 2.914(7) 164.4 . yes
N1 H1A O6 0.91 1.94 2.811(6) 158.9 2_655 yes
N1 H1A O7 0.91 2.43 2.910(6) 113.3 4_646 yes
C12 H12A O2 0.99 2.40 3.238(6) 141.7 5_666 yes
C21 H21A O4 0.98 2.45 3.367(7) 156.0 6_565 yes




####################################################################### 
# 
# 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 2126525'
loop_
_audit_author_name
_audit_author_address
'Pierre Thuery'
;CEA Saclay
France
;
_audit_update_record             
;
2021-12-06 deposited with the CCDC.	2022-01-25 downloaded from the CCDC.
;

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H21 N O7 U'
_chemical_formula_iupac          ?
_chemical_formula_weight         541.34
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.4803(5)
_cell_length_b                   8.2141(2)
_cell_length_c                   24.4218(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.7372(12)
_cell_angle_gamma                90
_cell_volume                     3267.63(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1316
_cell_measurement_theta_min      1.7115
_cell_measurement_theta_max      25.5942
_cell_measurement_temperature    100(2)

_exptl_crystal_description       irregular
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.113
_exptl_crystal_density_diffrn    2.201
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2032

_exptl_absorpt_coefficient_mu    9.967
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.53
_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            65423
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_theta_min         2.78
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29

_refine_special_details          
;
The NMP molecule is disordered over two positions
sharing the O atom, which have been refined with
occupancy parameters constrained to sum to unity and
some restraints on bond lengths and displacement 
parameters for the atoms of the minor component.
;

_reflns_number_total             3081
_reflns_number_gt                3015
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0181
_refine_ls_wR_factor_gt          0.0367
_refine_ls_wR_factor_ref         0.0369
_refine_ls_goodness_of_fit_ref   1.279
_refine_ls_restrained_S_all      1.272
_refine_ls_number_reflns         3081
_refine_ls_number_parameters     254
_refine_ls_number_restraints     45
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+15.3340P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.875
_refine_diff_density_min         -1.052
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
;
_refine_ls_abs_structure_Flack   .

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 vV6.2.14'
_computing_cell_refinement       'APEX3 v2019.1-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_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 0.31856(2) 0.69790(2) 0.40612(2) 0.01438(5) Uani d . . . 1.0 . .
O O1 0.35861(15) 0.5002(3) 0.41973(9) 0.0206(5) Uani d . . . 1.0 . .
O O2 0.27721(15) 0.8946(3) 0.39318(10) 0.0239(5) Uani d . . . 1.0 . .
O O3 0.37903(14) 0.7695(3) 0.49715(10) 0.0253(6) Uani d . . . 1.0 . .
O O4 0.28876(14) 0.8686(3) 0.54669(9) 0.0181(5) Uani d . . . 1.0 . .
O O5 0.71537(15) 0.9147(3) 0.83412(9) 0.0248(6) Uani d . . . 1.0 . .
O O6 0.82793(14) 0.8269(3) 0.80657(9) 0.0218(5) Uani d . . . 1.0 . .
O O7 0.44988(15) 0.7895(3) 0.39542(10) 0.0255(6) Uani d . . . 1.0 . .
C C1 0.3605(2) 0.8252(4) 0.54142(13) 0.0174(7) Uani d . . . 1.0 . .
C C2 0.4282(2) 0.8375(4) 0.59017(13) 0.0181(7) Uani d . . . 1.0 . .
H H2A 0.406426 0.887225 0.62188 0.022 Uiso calc U . R 1.0 . .
H H2B 0.472301 0.908858 0.580461 0.022 Uiso calc U . R 1.0 . .
C C3 0.4638(2) 0.6695(4) 0.60692(14) 0.0210(7) Uani d . . . 1.0 . .
H H3A 0.49581 0.630504 0.578337 0.025 Uiso calc U . R 1.0 . .
H H3B 0.418129 0.591994 0.608323 0.025 Uiso calc U . R 1.0 . .
C C4 0.5193(2) 0.6709(4) 0.66334(14) 0.0204(7) Uani d . . . 1.0 . .
H H4A 0.485455 0.699172 0.692161 0.024 Uiso calc U . R 1.0 . .
H H4B 0.540793 0.559434 0.671323 0.024 Uiso calc U . R 1.0 . .
C C5 0.5916(2) 0.7879(4) 0.66813(13) 0.0206(7) Uani d . . . 1.0 . .
H H5A 0.627937 0.757457 0.641001 0.025 Uiso calc U . R 1.0 . .
H H5B 0.571343 0.899815 0.659527 0.025 Uiso calc U . R 1.0 . .
C C6 0.6398(2) 0.7828(5) 0.72632(14) 0.0232(8) Uani d . . . 1.0 . .
H H6A 0.659259 0.670011 0.734354 0.028 Uiso calc U . R 1.0 . .
H H6B 0.602315 0.810646 0.752967 0.028 Uiso calc U . R 1.0 . .
C C7 0.7136(2) 0.8971(5) 0.73598(14) 0.0283(9) Uani d . . . 1.0 . .
H H7A 0.752556 0.869542 0.710244 0.034 Uiso calc U . R 1.0 . .
H H7B 0.695312 1.010941 0.728808 0.034 Uiso calc U . R 1.0 . .
C C8 0.7556(2) 0.8802(5) 0.79504(13) 0.0212(7) Uani d . . . 1.0 . .
N N1A 0.5812(3) 0.7549(5) 0.37580(19) 0.0173(11) Uani d . P . 0.700(6) A 1
C C9A 0.5262(4) 0.7583(6) 0.4098(3) 0.0195(11) Uani d U P . 0.700(6) A 1
C C10A 0.5654(6) 0.7302(17) 0.4679(5) 0.031(2) Uani d . P . 0.700(6) A 1
H H10A 0.544773 0.632442 0.482363 0.037 Uiso d U P R 0.700(6) A 1
H H10B 0.555513 0.820013 0.491163 0.037 Uiso d U P R 0.700(6) A 1
C C11A 0.6571(4) 0.7138(8) 0.4644(2) 0.0364(16) Uani d . P . 0.700(6) A 1
H H11A 0.677174 0.609546 0.478115 0.044 Uiso d U P R 0.700(6) A 1
H H11B 0.687655 0.797186 0.486045 0.044 Uiso d U P R 0.700(6) A 1
C C12A 0.6654(5) 0.7320(11) 0.4037(3) 0.0261(15) Uani d . P . 0.700(6) A 1
H H12A 0.698824 0.824403 0.398111 0.031 Uiso d U P R 0.700(6) A 1
H H12B 0.689303 0.636203 0.390321 0.031 Uiso d U P R 0.700(6) A 1
C C13A 0.5622(5) 0.7749(9) 0.3165(3) 0.0277(15) Uani d . P . 0.700(6) A 1
H H13A 0.504058 0.788276 0.306004 0.042 Uiso d U P R 0.700(6) A 1
H H13B 0.590078 0.869217 0.305474 0.042 Uiso d U P R 0.700(6) A 1
H H13C 0.580028 0.680227 0.298554 0.042 Uiso d U P R 0.700(6) A 1
N N1B 0.5827(7) 0.7487(12) 0.4128(5) 0.0215(18) Uani d U P . 0.300(6) A 2
C C9B 0.5145(9) 0.7773(16) 0.3814(5) 0.020(2) Uani d U P D 0.300(6) A 2
C C10B 0.5277(9) 0.784(2) 0.3211(5) 0.029(4) Uani d U P D 0.300(6) A 2
H H10C 0.524993 0.893697 0.307427 0.035 Uiso d U P R 0.300(6) A 2
H H10D 0.487903 0.718826 0.297937 0.035 Uiso d U P R 0.300(6) A 2
C C11B 0.6120(8) 0.7173(17) 0.3236(5) 0.030(3) Uani d U P D 0.300(6) A 2
H H11C 0.641971 0.776249 0.299213 0.036 Uiso d U P R 0.300(6) A 2
H H11D 0.609341 0.604919 0.312703 0.036 Uiso d U P R 0.300(6) A 2
C C12B 0.6534(13) 0.732(3) 0.3836(6) 0.026(3) Uani d U P D 0.300(6) A 2
H H12C 0.685605 0.637767 0.395536 0.031 Uiso d U P R 0.300(6) A 2
H H12D 0.687785 0.827067 0.388436 0.031 Uiso d U P R 0.300(6) A 2
C C13B 0.5925(12) 0.738(4) 0.4734(12) 0.024(6) Uani d U P . 0.300(6) A 2
H H13D 0.539994 0.75102 0.485301 0.036 Uiso d U P R 0.300(6) A 2
H H13E 0.615265 0.63424 0.485441 0.036 Uiso d U P R 0.300(6) A 2
H H13F 0.628775 0.82307 0.489191 0.036 Uiso d U P R 0.300(6) A 2


_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 . 1.764(2) ?
U1 O1 . 1.765(2) ?
U1 O4 7_566 2.318(2) ?
U1 O7 . 2.343(2) ?
U1 O3 . 2.368(2) ?
U1 O5 8_465 2.435(2) ?
U1 O6 8_465 2.468(2) ?
O3 C1 . 1.254(4) ?
O4 C1 . 1.260(4) ?
O5 C8 . 1.274(4) ?
O6 C8 . 1.261(4) ?
O7 C9B . 1.171(14) ?
O7 C9A . 1.280(7) ?
C1 C2 . 1.506(4) ?
C2 C3 . 1.531(5) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 C4 . 1.534(5) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C4 C5 . 1.521(5) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 C6 . 1.520(5) ?
C5 H5A . 0.99 ?
C5 H5B . 0.99 ?
C6 C7 . 1.527(5) ?
C6 H6A . 0.99 ?
C6 H6B . 0.99 ?
C7 C8 . 1.508(5) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
N1A C9A . 1.319(8) ?
N1A C13A . 1.444(7) ?
N1A C12A . 1.463(8) ?
C9A C10A . 1.485(14) ?
C10A C11A . 1.531(11) ?
C10A H10A . 0.96 ?
C10A H10B . 0.9599 ?
C11A C12A . 1.516(9) ?
C11A H11A . 0.96 ?
C11A H11B . 0.9599 ?
C12A H12A . 0.96 ?
C12A H12B . 0.96 ?
C13A H13A . 0.96 ?
C13A H13B . 0.96 ?
C13A H13C . 0.96 ?
N1B C9B . 1.283(19) ?
N1B C12B . 1.46(2) ?
N1B C13B . 1.47(3) ?
C9B C10B . 1.523(10) ?
C10B C11B . 1.486(5) ?
C10B H10C . 0.9601 ?
C10B H10D . 0.96 ?
C11B C12B . 1.524(9) ?
C11B H11C . 0.9599 ?
C11B H11D . 0.96 ?
C12B H12C . 0.96 ?
C12B H12D . 0.96 ?
C13B H13D . 0.9601 ?
C13B H13E . 0.9599 ?
C13B H13F . 0.96 ?

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 . . 179.03(11) ?
O2 U1 O4 . 7_566 90.10(10) ?
O1 U1 O4 . 7_566 88.93(10) ?
O2 U1 O7 . . 91.38(10) ?
O1 U1 O7 . . 89.49(10) ?
O4 U1 O7 7_566 . 156.71(8) ?
O2 U1 O3 . . 92.10(10) ?
O1 U1 O3 . . 87.69(10) ?
O4 U1 O3 7_566 . 80.56(8) ?
O7 U1 O3 . . 76.16(8) ?
O2 U1 O5 . 8_465 90.59(10) ?
O1 U1 O5 . 8_465 89.23(10) ?
O4 U1 O5 7_566 8_465 76.56(8) ?
O7 U1 O5 . 8_465 126.65(8) ?
O3 U1 O5 . 8_465 156.96(8) ?
O2 U1 O6 . 8_465 88.83(10) ?
O1 U1 O6 . 8_465 91.83(9) ?
O4 U1 O6 7_566 8_465 129.56(8) ?
O7 U1 O6 . 8_465 73.72(8) ?
O3 U1 O6 . 8_465 149.88(8) ?
O5 U1 O6 8_465 8_465 53.03(8) ?
C1 O3 U1 . . 141.0(2) ?
C1 O4 U1 . 7_566 141.5(2) ?
C8 O5 U1 . 8_566 94.1(2) ?
C8 O6 U1 . 8_566 92.88(19) ?
C9B O7 U1 . . 154.3(7) ?
C9A O7 U1 . . 142.3(3) ?
O3 C1 O4 . . 123.1(3) ?
O3 C1 C2 . . 117.2(3) ?
O4 C1 C2 . . 119.6(3) ?
C1 C2 C3 . . 111.0(3) ?
C1 C2 H2A . . 109.4 ?
C3 C2 H2A . . 109.4 ?
C1 C2 H2B . . 109.4 ?
C3 C2 H2B . . 109.4 ?
H2A C2 H2B . . 108.0 ?
C2 C3 C4 . . 112.7(3) ?
C2 C3 H3A . . 109.1 ?
C4 C3 H3A . . 109.1 ?
C2 C3 H3B . . 109.1 ?
C4 C3 H3B . . 109.1 ?
H3A C3 H3B . . 107.8 ?
C5 C4 C3 . . 115.3(3) ?
C5 C4 H4A . . 108.5 ?
C3 C4 H4A . . 108.5 ?
C5 C4 H4B . . 108.5 ?
C3 C4 H4B . . 108.5 ?
H4A C4 H4B . . 107.5 ?
C6 C5 C4 . . 110.3(3) ?
C6 C5 H5A . . 109.6 ?
C4 C5 H5A . . 109.6 ?
C6 C5 H5B . . 109.6 ?
C4 C5 H5B . . 109.6 ?
H5A C5 H5B . . 108.1 ?
C5 C6 C7 . . 114.8(3) ?
C5 C6 H6A . . 108.6 ?
C7 C6 H6A . . 108.6 ?
C5 C6 H6B . . 108.6 ?
C7 C6 H6B . . 108.6 ?
H6A C6 H6B . . 107.6 ?
C8 C7 C6 . . 109.3(3) ?
C8 C7 H7A . . 109.8 ?
C6 C7 H7A . . 109.8 ?
C8 C7 H7B . . 109.8 ?
C6 C7 H7B . . 109.8 ?
H7A C7 H7B . . 108.3 ?
O6 C8 O5 . . 119.4(3) ?
O6 C8 C7 . . 121.7(3) ?
O5 C8 C7 . . 118.8(3) ?
C9A N1A C13A . . 124.4(5) ?
C9A N1A C12A . . 113.7(5) ?
C13A N1A C12A . . 121.9(5) ?
O7 C9A N1A . . 124.9(5) ?
O7 C9A C10A . . 124.1(6) ?
N1A C9A C10A . . 111.0(7) ?
C9A C10A C11A . . 104.5(9) ?
C9A C10A H10A . . 110.7 ?
C11A C10A H10A . . 110.8 ?
C9A C10A H10B . . 110.9 ?
C11A C10A H10B . . 111.0 ?
H10A C10A H10B . . 108.9 ?
C12A C11A C10A . . 106.4(7) ?
C12A C11A H11A . . 110.5 ?
C10A C11A H11A . . 110.5 ?
C12A C11A H11B . . 110.5 ?
C10A C11A H11B . . 110.3 ?
H11A C11A H11B . . 108.7 ?
N1A C12A C11A . . 104.4(6) ?
N1A C12A H12A . . 110.9 ?
C11A C12A H12A . . 110.9 ?
N1A C12A H12B . . 110.9 ?
C11A C12A H12B . . 110.8 ?
H12A C12A H12B . . 108.9 ?
N1A C13A H13A . . 109.6 ?
N1A C13A H13B . . 109.5 ?
H13A C13A H13B . . 109.5 ?
N1A C13A H13C . . 109.3 ?
H13A C13A H13C . . 109.5 ?
H13B C13A H13C . . 109.5 ?
C9B N1B C12B . . 114.6(12) ?
C9B N1B C13B . . 124.6(14) ?
C12B N1B C13B . . 120.8(13) ?
O7 C9B N1B . . 126.4(12) ?
O7 C9B C10B . . 123.4(12) ?
N1B C9B C10B . . 110.1(12) ?
C11B C10B C9B . . 102.5(11) ?
C11B C10B H10C . . 110.7 ?
C9B C10B H10C . . 111.3 ?
C11B C10B H10D . . 111.7 ?
C9B C10B H10D . . 111.3 ?
H10C C10B H10D . . 109.1 ?
C10B C11B C12B . . 106.8(13) ?
C10B C11B H11C . . 110.8 ?
C12B C11B H11C . . 111.0 ?
C10B C11B H11D . . 109.8 ?
C12B C11B H11D . . 109.7 ?
H11C C11B H11D . . 108.6 ?
N1B C12B C11B . . 101.7(14) ?
N1B C12B H12C . . 111.8 ?
C11B C12B H12C . . 112.0 ?
N1B C12B H12D . . 111.3 ?
C11B C12B H12D . . 110.7 ?
H12C C12B H12D . . 109.3 ?
N1B C13B H13D . . 109.4 ?
N1B C13B H13E . . 109.8 ?
H13D C13B H13E . . 109.5 ?
N1B C13B H13F . . 109.2 ?
H13D C13B H13F . . 109.5 ?
H13E C13B H13F . . 109.5 ?


