# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 1400915'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C46 H26 Br2 N6 O12 U2'
_chemical_formula_sum            'C46 H26 Br2 N6 O12 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1490.61

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.3226(9)
_cell_length_b                   12.5095(12)
_cell_length_c                   18.7848(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.335(2)
_cell_angle_gamma                90
_cell_volume                     2184.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6157
_cell_measurement_theta_min      1.96
_cell_measurement_theta_max      30.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.266
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    9.307
_shelx_estimated_absorpt_T_min   0.180
_shelx_estimated_absorpt_T_max   0.401
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1803
_exptl_absorpt_correction_T_max  0.4013
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40659
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.958
_diffrn_reflns_theta_max         30.221
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6157
_reflns_number_gt                5417
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0144P)²+3.4898P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6157
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0202
_refine_ls_wR_factor_ref         0.0436
_refine_ls_wR_factor_gt          0.0417
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.34884(2) 0.86915(2) 0.40774(2) 0.01107(3) Uani 1 1 d . . . . .
O2 O 0.5225(2) 0.89220(15) 0.44939(10) 0.0168(4) Uani 1 1 d . . . . .
O5 O 0.6583(3) 0.7348(2) 0.29046(12) 0.0332(6) Uani 1 1 d . . . . .
C5 C 0.3646(3) 1.0961(2) 0.30236(14) 0.0182(5) Uani 1 1 d . . . . .
O1 O 0.1752(2) 0.85177(15) 0.36399(10) 0.0158(4) Uani 1 1 d . . . . .
O4 O 0.3289(2) 0.71852(15) 0.47380(10) 0.0171(4) Uani 1 1 d . . . . .
C22 C 0.2660(3) 0.3742(2) 0.57386(14) 0.0177(5) Uani 1 1 d . . . . .
H22 H 0.2142 0.3106 0.5739 0.021 Uiso 1 1 calc R U . . .
C20 C 0.6077(3) 0.6156(2) 0.38198(13) 0.0160(5) Uani 1 1 d . . . . .
C3 C 0.4962(3) 1.1330(3) 0.20063(16) 0.0262(7) Uani 1 1 d . . . . .
H3 H 0.5228 1.1789 0.1650 0.031 Uiso 1 1 calc R U . . .
C15 C 0.2718(3) 0.8742(2) 0.58542(14) 0.0203(6) Uani 1 1 d . . . . .
H15 H 0.3226 0.8104 0.5834 0.024 Uiso 1 1 calc R U . . .
N1 N 0.4148(2) 0.99494(18) 0.30660(12) 0.0155(4) Uani 1 1 d . . . . .
C12 C 0.1253(3) 1.0604(3) 0.59239(15) 0.0220(6) Uani 1 1 d . . . . .
H12 H 0.0752 1.1246 0.5936 0.026 Uiso 1 1 calc R U . . .
N3 N 0.2522(2) 0.93312(18) 0.52559(12) 0.0150(4) Uani 1 1 d . . . . .
C19 C 0.4684(3) 0.4792(2) 0.61541(15) 0.0192(6) Uani 1 1 d . . . . .
N2 N 0.2593(2) 1.06479(17) 0.41327(12) 0.0144(4) Uani 1 1 d . . . . .
O3 O 0.1069(2) 0.64912(17) 0.46449(12) 0.0231(4) Uani 1 1 d . . . . .
O6 O 0.4426(2) 0.74854(15) 0.33320(10) 0.0177(4) Uani 1 1 d . . . . .
C1 C 0.5050(3) 0.9631(2) 0.25805(14) 0.0192(6) Uani 1 1 d . . . . .
H1 H 0.5411 0.8938 0.2609 0.023 Uiso 1 1 calc R U . . .
C9 C 0.0862(3) 1.1836(2) 0.45856(16) 0.0212(6) Uani 1 1 d . . . . .
H9 H 0.0287 1.2023 0.4950 0.025 Uiso 1 1 calc R U . . .
C11 C 0.1818(3) 1.0267(2) 0.52960(14) 0.0159(5) Uani 1 1 d . . . . .
C10 C 0.1736(3) 1.0938(2) 0.46493(14) 0.0165(5) Uani 1 1 d . . . . .
C6 C 0.2621(3) 1.1274(2) 0.35502(15) 0.0181(5) Uani 1 1 d . . . . .
C14 C 0.2205(3) 0.9034(3) 0.64985(15) 0.0248(6) Uani 1 1 d . . . . .
H14 H 0.2369 0.8605 0.6901 0.030 Uiso 1 1 calc R U . . .
C16 C 0.2345(3) 0.6449(2) 0.48458(14) 0.0160(5) Uani 1 1 d . . . . .
C21 C 0.5690(3) 0.7059(2) 0.33079(15) 0.0203(6) Uani 1 1 d . . . . .
C4 C 0.4062(3) 1.1674(3) 0.25085(16) 0.0242(6) Uani 1 1 d . . . . .
H4 H 0.3735 1.2376 0.2503 0.029 Uiso 1 1 calc R U . . .
C17 C 0.2939(3) 0.5519(2) 0.52843(14) 0.0149(5) Uani 1 1 d . . . . .
C13 C 0.1444(3) 0.9975(3) 0.65288(15) 0.0255(7) Uani 1 1 d . . . . .
H13 H 0.1063 1.0184 0.6951 0.031 Uiso 1 1 calc R U . . .
C23 C 0.2166(3) 0.4572(2) 0.52997(14) 0.0166(5) Uani 1 1 d . . . . .
H23 H 0.1313 0.4495 0.5014 0.020 Uiso 1 1 calc R U . . .
C2 C 0.5461(3) 1.0291(3) 0.20420(15) 0.0229(6) Uani 1 1 d . . . . .
H2 H 0.6067 1.0039 0.1708 0.028 Uiso 1 1 calc R U . . .
C18 C 0.4222(3) 0.5623(2) 0.57086(15) 0.0194(6) Uani 1 1 d . . . . .
C7 C 0.1751(3) 1.2173(2) 0.34508(17) 0.0242(6) Uani 1 1 d . . . . .
H7 H 0.1772 1.2581 0.3038 0.029 Uiso 1 1 calc R U . . .
C8 C 0.0856(3) 1.2450(2) 0.39718(17) 0.0248(6) Uani 1 1 d . . . . .
H8 H 0.0256 1.3042 0.3912 0.030 Uiso 1 1 calc R U . . .
Br1A Br 0.63497(4) 0.50650(3) 0.67677(2) 0.02903(9) Uani 0.8920(7) 1 d . . P A
1
Br1B Br 0.5652(3) 0.6594(2) 0.59207(17) 0.02903(9) Uani 0.1080(7) 1 d . . P 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O2 1.7680(19) . ?
U1 O1 1.7727(19) . ?
U1 O4 2.2716(18) . ?
U1 O6 2.2771(19) . ?
U1 N1 2.577(2) . ?
U1 N3 2.580(2) . ?
U1 N2 2.591(2) . ?
O5 C21 1.222(3) . ?
C5 N1 1.349(4) . ?
C5 C4 1.392(4) . ?
C5 C6 1.480(4) . ?
O4 C16 1.300(3) . ?
C22 C23 1.383(4) . ?
C22 C20 1.394(4) 3_666 ?
C22 H22 0.9300 . ?
C20 C19 1.385(4) 3_666 ?
C20 C22 1.394(4) 3_666 ?
C20 C21 1.509(4) . ?
C3 C4 1.378(4) . ?
C3 C2 1.380(4) . ?
C3 H3 0.9300 . ?
C15 N3 1.345(4) . ?
C15 C14 1.384(4) . ?
C15 H15 0.9300 . ?
N1 C1 1.347(3) . ?
C12 C13 1.383(4) . ?
C12 C11 1.393(4) . ?
C12 H12 0.9300 . ?
N3 C11 1.347(4) . ?
C19 C18 1.383(4) . ?
C19 C20 1.385(4) 3_666 ?
C19 Br1A 1.894(3) . ?
N2 C6 1.348(3) . ?
N2 C10 1.352(3) . ?
O3 C16 1.222(3) . ?
O6 C21 1.297(3) . ?
C1 C2 1.382(4) . ?
C1 H1 0.9300 . ?
C9 C8 1.385(4) . ?
C9 C10 1.388(4) . ?
C9 H9 0.9300 . ?
C11 C10 1.474(4) . ?
C6 C7 1.390(4) . ?
C14 C13 1.378(5) . ?
C14 H14 0.9300 . ?
C16 C17 1.507(4) . ?
C4 H4 0.9300 . ?
C17 C23 1.388(4) . ?
C17 C18 1.393(4) . ?
C13 H13 0.9300 . ?
C23 H23 0.9300 . ?
C2 H2 0.9300 . ?
C18 Br1B 1.825(4) . ?
C7 C8 1.377(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?

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 177.38(9) . . ?
O2 U1 O4 90.21(8) . . ?
O1 U1 O4 92.40(8) . . ?
O2 U1 O6 89.94(8) . . ?
O1 U1 O6 90.76(8) . . ?
O4 U1 O6 80.64(7) . . ?
O2 U1 N1 88.00(8) . . ?
O1 U1 N1 89.63(8) . . ?
O4 U1 N1 160.61(7) . . ?
O6 U1 N1 80.05(7) . . ?
O2 U1 N3 86.39(8) . . ?
O1 U1 N3 94.01(8) . . ?
O4 U1 N3 74.94(7) . . ?
O6 U1 N3 155.28(7) . . ?
N1 U1 N3 124.16(7) . . ?
O2 U1 N2 96.62(8) . . ?
O1 U1 N2 81.29(8) . . ?
O4 U1 N2 136.20(7) . . ?
O6 U1 N2 142.23(7) . . ?
N1 U1 N2 63.15(7) . . ?
N3 U1 N2 62.48(7) . . ?
N1 C5 C4 121.9(3) . . ?
N1 C5 C6 116.6(2) . . ?
C4 C5 C6 121.5(3) . . ?
C16 O4 U1 139.20(18) . . ?
C23 C22 C20 121.0(3) . 3_666 ?
C23 C22 H22 119.5 . . ?
C20 C22 H22 119.5 3_666 . ?
C19 C20 C22 118.0(2) 3_666 3_666 ?
C19 C20 C21 124.4(3) 3_666 . ?
C22 C20 C21 117.5(3) 3_666 . ?
C4 C3 C2 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
N3 C15 C14 123.5(3) . . ?
N3 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
C1 N1 C5 117.9(2) . . ?
C1 N1 U1 120.98(18) . . ?
C5 N1 U1 121.02(18) . . ?
C13 C12 C11 119.3(3) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C15 N3 C11 117.8(2) . . ?
C15 N3 U1 120.86(18) . . ?
C11 N3 U1 121.38(17) . . ?
C18 C19 C20 121.9(3) . 3_666 ?
C18 C19 Br1A 115.8(2) . . ?
C20 C19 Br1A 122.1(2) 3_666 . ?
C6 N2 C10 118.4(2) . . ?
C6 N2 U1 119.37(17) . . ?
C10 N2 U1 119.46(17) . . ?
C21 O6 U1 133.30(18) . . ?
N1 C1 C2 122.7(3) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C8 C9 C10 119.0(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N3 C11 C12 121.8(3) . . ?
N3 C11 C10 116.4(2) . . ?
C12 C11 C10 121.7(3) . . ?
N2 C10 C9 122.0(3) . . ?
N2 C10 C11 116.3(2) . . ?
C9 C10 C11 121.7(3) . . ?
N2 C6 C7 122.1(3) . . ?
N2 C6 C5 116.3(2) . . ?
C7 C6 C5 121.6(3) . . ?
C13 C14 C15 118.3(3) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 H14 120.8 . . ?
O3 C16 O4 125.2(3) . . ?
O3 C16 C17 120.7(2) . . ?
O4 C16 C17 114.0(2) . . ?
O5 C21 O6 124.3(3) . . ?
O5 C21 C20 118.3(3) . . ?
O6 C21 C20 117.4(2) . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C23 C17 C18 119.5(3) . . ?
C23 C17 C16 120.1(2) . . ?
C18 C17 C16 120.3(2) . . ?
C14 C13 C12 119.2(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C22 C23 C17 120.2(3) . . ?
C22 C23 H23 119.9 . . ?
C17 C23 H23 119.9 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 Br1B 100.3(2) . . ?
C17 C18 Br1B 140.3(2) . . ?
C8 C7 C6 119.1(3) . . ?
C8 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C7 C8 C9 119.2(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 C5 N1 C1 -1.5(4) . . . . ?
C6 C5 N1 C1 178.1(2) . . . . ?
C4 C5 N1 U1 175.9(2) . . . . ?
C6 C5 N1 U1 -4.6(3) . . . . ?
C14 C15 N3 C11 1.7(4) . . . . ?
C14 C15 N3 U1 -178.9(2) . . . . ?
C5 N1 C1 C2 -0.8(4) . . . . ?
U1 N1 C1 C2 -178.2(2) . . . . ?
C15 N3 C11 C12 -2.7(4) . . . . ?
U1 N3 C11 C12 177.9(2) . . . . ?
C15 N3 C11 C10 174.7(2) . . . . ?
U1 N3 C11 C10 -4.7(3) . . . . ?
C13 C12 C11 N3 1.5(4) . . . . ?
C13 C12 C11 C10 -175.7(3) . . . . ?
C6 N2 C10 C9 2.0(4) . . . . ?
U1 N2 C10 C9 -159.1(2) . . . . ?
C6 N2 C10 C11 -176.0(2) . . . . ?
U1 N2 C10 C11 22.9(3) . . . . ?
C8 C9 C10 N2 0.5(4) . . . . ?
C8 C9 C10 C11 178.4(3) . . . . ?
N3 C11 C10 N2 -12.0(4) . . . . ?
C12 C11 C10 N2 165.4(2) . . . . ?
N3 C11 C10 C9 170.0(3) . . . . ?
C12 C11 C10 C9 -12.6(4) . . . . ?
C10 N2 C6 C7 -3.2(4) . . . . ?
U1 N2 C6 C7 157.9(2) . . . . ?
C10 N2 C6 C5 176.1(2) . . . . ?
U1 N2 C6 C5 -22.8(3) . . . . ?
N1 C5 C6 N2 18.0(4) . . . . ?
C4 C5 C6 N2 -162.5(3) . . . . ?
N1 C5 C6 C7 -162.8(3) . . . . ?
C4 C5 C6 C7 16.8(4) . . . . ?
N3 C15 C14 C13 0.4(4) . . . . ?
U1 O4 C16 O3 -11.9(4) . . . . ?
U1 O4 C16 C17 170.85(18) . . . . ?
U1 O6 C21 O5 -100.5(3) . . . . ?
U1 O6 C21 C20 78.7(3) . . . . ?
C19 C20 C21 O5 -121.8(3) 3_666 . . . ?
C22 C20 C21 O5 53.7(4) 3_666 . . . ?
C19 C20 C21 O6 59.0(4) 3_666 . . . ?
C22 C20 C21 O6 -125.5(3) 3_666 . . . ?
C2 C3 C4 C5 -1.9(5) . . . . ?
N1 C5 C4 C3 2.9(5) . . . . ?
C6 C5 C4 C3 -176.7(3) . . . . ?
O3 C16 C17 C23 18.0(4) . . . . ?
O4 C16 C17 C23 -164.6(2) . . . . ?
O3 C16 C17 C18 -158.2(3) . . . . ?
O4 C16 C17 C18 19.1(4) . . . . ?
C15 C14 C13 C12 -1.6(4) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C20 C22 C23 C17 1.0(4) 3_666 . . . ?
C18 C17 C23 C22 0.6(4) . . . . ?
C16 C17 C23 C22 -175.6(2) . . . . ?
C4 C3 C2 C1 -0.3(5) . . . . ?
N1 C1 C2 C3 1.7(5) . . . . ?
C20 C19 C18 C17 1.5(4) 3_666 . . . ?
Br1A C19 C18 C17 -174.7(2) . . . . ?
C20 C19 C18 Br1B -179.8(3) 3_666 . . . ?
Br1A C19 C18 Br1B 4.1(3) . . . . ?
C23 C17 C18 C19 -1.9(4) . . . . ?
C16 C17 C18 C19 174.4(2) . . . . ?
C23 C17 C18 Br1B -179.9(3) . . . . ?
C16 C17 C18 Br1B -3.7(5) . . . . ?
N2 C6 C7 C8 1.7(4) . . . . ?
C5 C6 C7 C8 -177.5(3) . . . . ?
C6 C7 C8 C9 0.9(4) . . . . ?
C10 C9 C8 C7 -2.0(4) . . . . ?

_refine_diff_density_max         0.961
_refine_diff_density_min         -1.050
_refine_diff_density_rms         0.123

_shelxl_version_number           2013-4

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1400916'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C46 H26 Cl2 N6 O12 U2'
_chemical_formula_sum            'C46 H26 Cl2 N6 O12 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1401.69

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.2926(3)
_cell_length_b                   12.5893(5)
_cell_length_c                   18.6970(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.6180(10)
_cell_angle_gamma                90
_cell_volume                     2176.81(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6069
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      30.13
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.139
_exptl_crystal_F_000             1316
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.118
_exptl_absorpt_coefficient_mu    7.627
_shelx_estimated_absorpt_T_min   0.428
_shelx_estimated_absorpt_T_max   0.466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4280
_exptl_absorpt_correction_T_max  0.4664
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39911
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.953
_diffrn_reflns_theta_max         30.135
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6069
_reflns_number_gt                5233
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0143P)²+3.1429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6069
_refine_ls_number_parameters     311
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0211
_refine_ls_wR_factor_ref         0.0428
_refine_ls_wR_factor_gt          0.0405
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.34602(2) 0.86770(2) 0.40798(2) 0.01498(3) Uani 1 1 d . . . . .
O1 O 0.5226(2) 0.89007(15) 0.44949(10) 0.0210(4) Uani 1 1 d . . . . .
O2 O 0.1688(2) 0.85095(15) 0.36427(11) 0.0200(4) Uani 1 1 d . . . . .
O6 O 0.3315(2) 0.71685(15) 0.47362(11) 0.0210(4) Uani 1 1 d . . . . .
N2 N 0.2571(2) 1.06222(18) 0.41499(12) 0.0178(5) Uani 1 1 d . . . . .
O3 O 0.6504(3) 0.7372(2) 0.28952(13) 0.0431(7) Uani 1 1 d . . . . .
O5 O 0.1065(2) 0.65096(17) 0.46783(13) 0.0287(5) Uani 1 1 d . . . . .
C9 C 0.1737(3) 1.2167(2) 0.34845(18) 0.0286(7) Uani 1 1 d . . . . .
H9 H 0.1745 1.2583 0.3074 0.034 Uiso 1 1 calc R U . . .
O4 O 0.4353(2) 0.74882(15) 0.33193(10) 0.0203(4) Uani 1 1 d . . . . .
N1 N 0.2547(2) 0.92941(18) 0.52729(12) 0.0184(5) Uani 1 1 d . . . . .
N3 N 0.4072(2) 0.99403(19) 0.30692(13) 0.0198(5) Uani 1 1 d . . . . .
C10 C 0.2593(3) 1.1261(2) 0.35706(15) 0.0210(6) Uani 1 1 d . . . . .
C7 C 0.0883(3) 1.1816(2) 0.46225(17) 0.0251(6) Uani 1 1 d . . . . .
H7 H 0.0321 1.1996 0.4989 0.030 Uiso 1 1 calc R U . . .
C6 C 0.1750(3) 1.0907(2) 0.46755(15) 0.0202(6) Uani 1 1 d . . . . .
C23 C 0.2151(3) 0.4606(2) 0.53407(15) 0.0196(6) Uani 1 1 d . . . . .
H23 H 0.1267 0.4549 0.5063 0.024 Uiso 1 1 calc R U . . .
C5 C 0.1850(3) 1.0225(2) 0.53205(15) 0.0200(6) Uani 1 1 d . . . . .
C17 C 0.7353(3) 0.6225(2) 0.42203(15) 0.0219(6) Uani 1 1 d . . . . .
H17 H 0.7908 0.6839 0.4207 0.026 Uiso 1 1 calc R U . . .
C1 C 0.2764(3) 0.8696(2) 0.58703(15) 0.0240(6) Uani 1 1 d . . . . .
H1 H 0.3283 0.8067 0.5847 0.029 Uiso 1 1 calc R U . . .
C20 C 0.2370(3) 0.6455(2) 0.48666(15) 0.0208(6) Uani 1 1 d . . . . .
C11 C 0.3575(3) 1.0947(2) 0.30351(15) 0.0221(6) Uani 1 1 d . . . . .
C12 C 0.3970(3) 1.1660(3) 0.25152(17) 0.0299(7) Uani 1 1 d . . . . .
H12 H 0.3640 1.2358 0.2511 0.036 Uiso 1 1 calc R U . . .
C19 C 0.5228(3) 0.5242(3) 0.38377(16) 0.0255(6) Uani 1 1 d . . . . .
C15 C 0.4948(3) 0.9623(2) 0.25765(16) 0.0247(6) Uani 1 1 d . . . . .
H15 H 0.5303 0.8932 0.2600 0.030 Uiso 1 1 calc R U . . .
C22 C 0.2967(3) 0.5528(2) 0.53117(15) 0.0192(5) Uani 1 1 d . . . . .
C16 C 0.5623(3) 0.7068(2) 0.32921(16) 0.0251(6) Uani 1 1 d . . . . .
C4 C 0.1301(3) 1.0547(3) 0.59497(17) 0.0270(7) Uani 1 1 d . . . . .
H4 H 0.0804 1.1186 0.5966 0.032 Uiso 1 1 calc R U . . .
C13 C 0.4850(3) 1.1320(3) 0.20098(17) 0.0315(7) Uani 1 1 d . . . . .
H13 H 0.5111 1.1782 0.1656 0.038 Uiso 1 1 calc R U . . .
C8 C 0.0877(3) 1.2440(2) 0.40162(18) 0.0293(7) Uani 1 1 d . . . . .
H8 H 0.0296 1.3041 0.3966 0.035 Uiso 1 1 calc R U . . .
C14 C 0.5340(3) 1.0287(3) 0.20353(16) 0.0278(7) Uani 1 1 d . . . . .
H14 H 0.5924 1.0038 0.1695 0.033 Uiso 1 1 calc R U . . .
C18 C 0.6033(3) 0.6160(2) 0.37961(15) 0.0212(6) Uani 1 1 d . . . . .
C21 C 0.4301(3) 0.5597(2) 0.57194(17) 0.0247(6) Uani 1 1 d . . . . .
C3 C 0.1502(3) 0.9905(3) 0.65522(17) 0.0318(7) Uani 1 1 d . . . . .
H3 H 0.1131 1.0103 0.6977 0.038 Uiso 1 1 calc R U . . .
C2 C 0.2258(3) 0.8968(3) 0.65152(17) 0.0287(7) Uani 1 1 d . . . . .
H2 H 0.2423 0.8530 0.6915 0.034 Uiso 1 1 calc R U . . .
Cl1A Cl 0.36160(11) 0.50129(8) 0.33081(7) 0.0412(3) Uani 0.8001(17) 1 d . . P A
1
Cl1B Cl 0.5600(4) 0.6507(3) 0.5889(3) 0.0412(3) Uani 0.1999(17) 1 d . . P 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O1 1.7678(18) . ?
U1 O2 1.7782(18) . ?
U1 O6 2.2722(19) . ?
U1 O4 2.2763(19) . ?
U1 N3 2.576(2) . ?
U1 N1 2.583(2) . ?
U1 N2 2.592(2) . ?
O6 C20 1.296(3) . ?
N2 C10 1.351(4) . ?
N2 C6 1.351(4) . ?
O3 C16 1.219(4) . ?
O5 C20 1.231(3) . ?
C9 C8 1.379(5) . ?
C9 C10 1.391(4) . ?
C9 H9 0.9300 . ?
O4 C16 1.299(3) . ?
N1 C1 1.345(4) . ?
N1 C5 1.347(4) . ?
N3 C11 1.349(4) . ?
N3 C15 1.348(4) . ?
C10 C11 1.473(4) . ?
C7 C8 1.379(5) . ?
C7 C6 1.397(4) . ?
C7 H7 0.9300 . ?
C6 C5 1.475(4) . ?
C23 C17 1.381(4) 3_666 ?
C23 C22 1.390(4) . ?
C23 H23 0.9300 . ?
C5 C4 1.388(4) . ?
C17 C23 1.381(4) 3_666 ?
C17 C18 1.396(4) . ?
C17 H17 0.9300 . ?
C1 C2 1.380(4) . ?
C1 H1 0.9300 . ?
C20 C22 1.508(4) . ?
C11 C12 1.398(4) . ?
C12 C13 1.377(5) . ?
C12 H12 0.9300 . ?
C19 C18 1.383(4) . ?
C19 C21 1.386(4) 3_666 ?
C19 Cl1A 1.737(3) . ?
C15 C14 1.388(4) . ?
C15 H15 0.9300 . ?
C22 C21 1.393(4) . ?
C16 C18 1.506(4) . ?
C4 C3 1.384(5) . ?
C4 H4 0.9300 . ?
C13 C14 1.378(5) . ?
C13 H13 0.9300 . ?
C8 H8 0.9300 . ?
C14 H14 0.9300 . ?
C21 C19 1.386(4) 3_666 ?
C21 Cl1B 1.671(5) . ?
C3 C2 1.378(5) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?

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
O1 U1 O2 177.38(9) . . ?
O1 U1 O6 89.86(8) . . ?
O2 U1 O6 92.75(8) . . ?
O1 U1 O4 89.97(8) . . ?
O2 U1 O4 90.74(8) . . ?
O6 U1 O4 80.35(7) . . ?
O1 U1 N3 87.80(8) . . ?
O2 U1 N3 89.84(8) . . ?
O6 U1 N3 160.28(7) . . ?
O4 U1 N3 80.07(7) . . ?
O1 U1 N1 86.70(8) . . ?
O2 U1 N1 93.71(8) . . ?
O6 U1 N1 75.11(7) . . ?
O4 U1 N1 155.23(7) . . ?
N3 U1 N1 124.25(7) . . ?
O1 U1 N2 96.54(8) . . ?
O2 U1 N2 81.37(8) . . ?
O6 U1 N2 136.58(7) . . ?
O4 U1 N2 142.21(7) . . ?
N3 U1 N2 63.13(7) . . ?
N1 U1 N2 62.54(7) . . ?
C20 O6 U1 139.27(18) . . ?
C10 N2 C6 118.6(2) . . ?
C10 N2 U1 119.47(18) . . ?
C6 N2 U1 119.55(19) . . ?
C8 C9 C10 119.1(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C16 O4 U1 132.87(18) . . ?
C1 N1 C5 117.8(3) . . ?
C1 N1 U1 120.89(19) . . ?
C5 N1 U1 121.32(18) . . ?
C11 N3 C15 118.2(3) . . ?
C11 N3 U1 121.06(19) . . ?
C15 N3 U1 120.65(19) . . ?
N2 C10 C9 121.8(3) . . ?
N2 C10 C11 116.4(2) . . ?
C9 C10 C11 121.8(3) . . ?
C8 C7 C6 118.7(3) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
N2 C6 C7 121.9(3) . . ?
N2 C6 C5 116.5(2) . . ?
C7 C6 C5 121.6(3) . . ?
C17 C23 C22 120.3(3) 3_666 . ?
C17 C23 H23 119.9 3_666 . ?
C22 C23 H23 119.9 . . ?
N1 C5 C4 121.9(3) . . ?
N1 C5 C6 116.4(2) . . ?
C4 C5 C6 121.6(3) . . ?
C23 C17 C18 121.1(3) 3_666 . ?
C23 C17 H17 119.4 3_666 . ?
C18 C17 H17 119.4 . . ?
N1 C1 C2 123.4(3) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
O5 C20 O6 125.1(3) . . ?
O5 C20 C22 120.0(3) . . ?
O6 C20 C22 114.9(2) . . ?
N3 C11 C12 121.6(3) . . ?
N3 C11 C10 116.9(3) . . ?
C12 C11 C10 121.5(3) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C18 C19 C21 122.0(3) . 3_666 ?
C18 C19 Cl1A 123.2(2) . . ?
C21 C19 Cl1A 114.7(2) 3_666 . ?
N3 C15 C14 122.6(3) . . ?
N3 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C21 C22 C23 119.4(3) . . ?
C21 C22 C20 120.9(3) . . ?
C23 C22 C20 119.7(2) . . ?
O3 C16 O4 124.3(3) . . ?
O3 C16 C18 118.4(3) . . ?
O4 C16 C18 117.3(3) . . ?
C3 C4 C5 119.2(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C14 C13 C12 119.1(3) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C7 C8 C9 119.7(3) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C13 C14 C15 119.0(3) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C19 C18 C17 117.8(3) . . ?
C19 C18 C16 124.4(3) . . ?
C17 C18 C16 117.7(3) . . ?
C19 C21 C22 119.4(3) 3_666 . ?
C19 C21 Cl1B 103.2(2) 3_666 . ?
C22 C21 Cl1B 137.3(3) . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N2 C10 C9 -3.5(4) . . . . ?
U1 N2 C10 C9 159.1(2) . . . . ?
C6 N2 C10 C11 176.4(2) . . . . ?
U1 N2 C10 C11 -21.0(3) . . . . ?
C8 C9 C10 N2 2.1(4) . . . . ?
C8 C9 C10 C11 -177.8(3) . . . . ?
C10 N2 C6 C7 2.6(4) . . . . ?
U1 N2 C6 C7 -160.0(2) . . . . ?
C10 N2 C6 C5 -175.5(2) . . . . ?
U1 N2 C6 C5 21.9(3) . . . . ?
C8 C7 C6 N2 -0.3(4) . . . . ?
C8 C7 C6 C5 177.7(3) . . . . ?
C1 N1 C5 C4 -3.3(4) . . . . ?
U1 N1 C5 C4 177.28(19) . . . . ?
C1 N1 C5 C6 174.4(2) . . . . ?
U1 N1 C5 C6 -5.0(3) . . . . ?
N2 C6 C5 N1 -11.1(3) . . . . ?
C7 C6 C5 N1 170.8(2) . . . . ?
N2 C6 C5 C4 166.6(2) . . . . ?
C7 C6 C5 C4 -11.5(4) . . . . ?
C5 N1 C1 C2 2.9(4) . . . . ?
U1 N1 C1 C2 -177.7(2) . . . . ?
U1 O6 C20 O5 -8.9(5) . . . . ?
U1 O6 C20 C22 173.75(19) . . . . ?
C15 N3 C11 C12 -1.3(4) . . . . ?
U1 N3 C11 C12 176.1(2) . . . . ?
C15 N3 C11 C10 178.6(2) . . . . ?
U1 N3 C11 C10 -4.0(3) . . . . ?
N2 C10 C11 N3 16.4(4) . . . . ?
C9 C10 C11 N3 -163.7(3) . . . . ?
N2 C10 C11 C12 -163.7(3) . . . . ?
C9 C10 C11 C12 16.2(4) . . . . ?
N3 C11 C12 C13 2.1(4) . . . . ?
C10 C11 C12 C13 -177.8(3) . . . . ?
C11 N3 C15 C14 -0.7(4) . . . . ?
U1 N3 C15 C14 -178.1(2) . . . . ?
C17 C23 C22 C21 1.2(4) 3_666 . . . ?
C17 C23 C22 C20 -176.1(3) 3_666 . . . ?
O5 C20 C22 C21 -159.3(3) . . . . ?
O6 C20 C22 C21 18.1(4) . . . . ?
O5 C20 C22 C23 18.0(4) . . . . ?
O6 C20 C22 C23 -164.6(3) . . . . ?
U1 O4 C16 O3 -99.4(4) . . . . ?
U1 O4 C16 C18 79.5(3) . . . . ?
N1 C5 C4 C3 1.5(4) . . . . ?
C6 C5 C4 C3 -176.1(3) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C6 C7 C8 C9 -1.1(4) . . . . ?
C10 C9 C8 C7 0.2(4) . . . . ?
C12 C13 C14 C15 -0.9(5) . . . . ?
N3 C15 C14 C13 1.8(5) . . . . ?
C21 C19 C18 C17 -0.2(4) 3_666 . . . ?
Cl1A C19 C18 C17 -176.3(2) . . . . ?
C21 C19 C18 C16 176.0(3) 3_666 . . . ?
Cl1A C19 C18 C16 -0.1(4) . . . . ?
C23 C17 C18 C19 0.9(4) 3_666 . . . ?
C23 C17 C18 C16 -175.6(3) 3_666 . . . ?
O3 C16 C18 C19 -126.0(4) . . . . ?
O4 C16 C18 C19 55.1(4) . . . . ?
O3 C16 C18 C17 50.2(4) . . . . ?
O4 C16 C18 C17 -128.7(3) . . . . ?
C23 C22 C21 C19 -1.9(4) . . . 3_666 ?
C20 C22 C21 C19 175.4(3) . . . 3_666 ?
C23 C22 C21 Cl1B -176.9(4) . . . . ?
C20 C22 C21 Cl1B 0.3(6) . . . . ?
C5 C4 C3 C2 0.8(4) . . . . ?
C4 C3 C2 C1 -1.2(4) . . . . ?
N1 C1 C2 C3 -0.6(4) . . . . ?

_refine_diff_density_max         0.868
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.114

_shelxl_version_number           2013-4

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 1400917'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C52 H30 Br2 N12 O14 U2'
_chemical_formula_sum            'C52 H30 Br2 N12 O14 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1682.76

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'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.0743(9)
_cell_length_b                   11.9715(14)
_cell_length_c                   15.0411(17)
_cell_angle_alpha                106.6120(10)
_cell_angle_beta                 102.2080(10)
_cell_angle_gamma                100.7500(10)
_cell_volume                     1313.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7209
_cell_measurement_theta_min      1.472
_cell_measurement_theta_max      30.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.127
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.141
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.075
_exptl_absorpt_coefficient_mu    7.758
_shelx_estimated_absorpt_T_min   0.408
_shelx_estimated_absorpt_T_max   0.594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.408
_exptl_absorpt_correction_T_max  0.594
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17950
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.472
_diffrn_reflns_theta_max         30.228
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7209
_reflns_number_gt                5025
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0679P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7209
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1217
_refine_ls_wR_factor_gt          0.1062
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_restrained_S_all      0.977
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.14879(4) 0.21851(2) 0.20410(2) 0.03555(10) Uani 1 1 d . . . . .
Br1 Br 0.2856(2) 0.52534(11) -0.13616(8) 0.0899(4) Uani 1 1 d . . . . .
O2 O 0.0280(7) 0.2908(4) 0.2750(4) 0.0449(12) Uani 1 1 d . . . . .
N2 N 0.2106(7) 0.1246(4) 0.3386(4) 0.0294(11) Uani 1 1 d . . . . .
O1 O 0.2748(7) 0.1399(5) 0.1402(4) 0.0486(13) Uani 1 1 d . . . . .
N1 N -0.0500(8) 0.0066(5) 0.1767(4) 0.0337(12) Uani 1 1 d . . . . .
O5 O 0.2480(8) 0.3932(5) 0.1724(4) 0.0498(13) Uani 1 1 d . . . . .
O4 O -0.0645(7) 0.1849(5) 0.0692(4) 0.0496(14) Uani 1 1 d . . . . .
O6 O 0.2051(11) 0.5462(6) 0.2838(4) 0.077(2) Uani 1 1 d . . . . .
N5 N 0.3705(8) 0.1432(5) 0.4956(4) 0.0360(13) Uani 1 1 d . . . . .
N6 N 0.4339(8) 0.3230(5) 0.3432(4) 0.0402(14) Uani 1 1 d . . . . .
C14 C 0.3403(9) 0.1824(6) 0.4207(5) 0.0340(14) Uani 1 1 d . . . . .
C6 C 0.1089(9) 0.0192(6) 0.3343(4) 0.0315(14) Uani 1 1 d . . . . .
C9 C 0.2957(10) -0.0103(6) 0.5653(5) 0.0358(15) Uani 1 1 d . . . . .
C15 C 0.4629(9) 0.2932(6) 0.4251(5) 0.0343(14) Uani 1 1 d . . . . .
C13 C 0.4567(11) 0.0071(8) 0.7237(5) 0.052(2) Uani 1 1 d . . . . .
H13 H 0.5450 0.0491 0.7811 0.062 Uiso 1 1 calc R U . . .
C16 C 0.6028(10) 0.3587(6) 0.5063(5) 0.0402(16) Uani 1 1 d . . . . .
H16 H 0.6151 0.3380 0.5620 0.048 Uiso 1 1 calc R U . . .
N3 N 0.1320(8) -0.0279(5) 0.4053(4) 0.0369(13) Uani 1 1 d . . . . .
C3 C -0.2776(11) -0.2135(7) 0.1476(6) 0.0497(19) Uani 1 1 d . . . . .
H3 H -0.3556 -0.2864 0.1382 0.060 Uiso 1 1 calc R U . . .
C10 C 0.1907(9) -0.1156(6) 0.5533(4) 0.0306(13) Uani 1 1 d . . . . .
H10 H 0.1011 -0.1566 0.4962 0.037 Uiso 1 1 calc R U . . .
O3 O -0.3273(8) 0.1935(6) 0.0863(5) 0.072(2) Uani 1 1 d . . . . .
C5 C -0.0345(9) -0.0473(6) 0.2457(5) 0.0356(15) Uani 1 1 d . . . . .
C25 C 0.2205(11) 0.4992(7) 0.2034(5) 0.050(2) Uani 1 1 d . . . . .
C18 C 0.6996(12) 0.4821(8) 0.4197(6) 0.056(2) Uani 1 1 d . . . . .
H18 H 0.7803 0.5454 0.4155 0.067 Uiso 1 1 calc R U . . .
C21 C -0.2082(9) 0.2978(7) -0.0088(5) 0.0418(17) Uani 1 1 d . . . . .
C24 C 0.2170(10) 0.5679(6) 0.1324(5) 0.0434(18) Uani 1 1 d . . . . .
C27 C 0.1684(12) 0.7426(7) 0.0938(6) 0.052(2) Uani 1 1 d . . . . .
H27 H 0.1355 0.8146 0.1097 0.062 Uiso 1 1 calc R U . . .
C20 C -0.2046(11) 0.2199(7) 0.0554(6) 0.0483(19) Uani 1 1 d . . . . .
C8 C 0.2617(9) 0.0372(6) 0.4830(5) 0.0345(14) Uani 1 1 d . . . . .
C2 C -0.2951(11) -0.1630(7) 0.0773(5) 0.0452(18) Uani 1 1 d . . . . .
H2 H -0.3831 -0.2010 0.0192 0.054 Uiso 1 1 calc R U . . .
C22 C 0.2488(10) 0.5922(7) -0.0151(5) 0.0421(17) Uani 1 1 d . . . . .
N4 N 0.4318(11) 0.0527(7) 0.6487(5) 0.063(2) Uani 1 1 d . . . . .
C11 C 0.2149(12) -0.1619(7) 0.6237(5) 0.0489(19) Uani 1 1 d . . . . .
H11 H 0.1420 -0.2364 0.6150 0.059 Uiso 1 1 calc R U . . .
C23 C 0.2513(11) 0.5244(7) 0.0465(5) 0.0464(18) Uani 1 1 d . . . . .
H23 H 0.2763 0.4497 0.0287 0.056 Uiso 1 1 calc R U . . .
C17 C 0.7224(11) 0.4539(7) 0.5038(6) 0.0491(19) Uani 1 1 d . . . . .
H17 H 0.8172 0.4989 0.5575 0.059 Uiso 1 1 calc R U . . .
C26 C 0.1766(12) 0.6761(7) 0.1586(6) 0.056(2) Uani 1 1 d . . . . .
H26 H 0.1546 0.7060 0.2180 0.068 Uiso 1 1 calc R U . . .
C1 C -0.1784(10) -0.0530(6) 0.0942(5) 0.0436(18) Uani 1 1 d . . . . .
H1 H -0.1900 -0.0188 0.0457 0.052 Uiso 1 1 calc R U . . .
C12 C 0.3472(11) -0.1018(8) 0.7106(6) 0.052(2) Uani 1 1 d . . . . .
H12 H 0.3607 -0.1357 0.7593 0.063 Uiso 1 1 calc R U . . .
C4 C -0.1455(10) -0.1578(6) 0.2328(5) 0.0428(17) Uani 1 1 d . . . . .
H4 H -0.1310 -0.1932 0.2805 0.051 Uiso 1 1 calc R U . . .
C19 C 0.5555(11) 0.4148(7) 0.3425(6) 0.052(2) Uani 1 1 d . . . . .
H19 H 0.5421 0.4345 0.2864 0.062 Uiso 1 1 calc R U . . .
OW1 O 0.9722(10) 0.6811(6) 0.3751(5) 0.0723(19) Uani 1 1 d . . . . .


_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 1.750(5) . ?
U1 O1 1.760(6) . ?
U1 O4 2.246(5) . ?
U1 O5 2.313(5) . ?
U1 N6 2.575(6) . ?
U1 N2 2.585(5) . ?
U1 N1 2.605(5) . ?
Br1 C22 1.878(7) . ?
N2 C14 1.340(8) . ?
N2 C6 1.348(8) . ?
N1 C1 1.340(9) . ?
N1 C5 1.366(8) . ?
O5 C25 1.300(10) . ?
O4 C20 1.275(10) . ?
O6 C25 1.221(10) . ?
N5 C8 1.339(9) . ?
N5 C14 1.333(8) . ?
N6 C19 1.334(9) . ?
N6 C15 1.364(8) . ?
C14 C15 1.475(9) . ?
C6 N3 1.337(8) . ?
C6 C5 1.466(9) . ?
C9 C10 1.321(9) . ?
C9 N4 1.385(10) . ?
C9 C8 1.500(8) . ?
C15 C16 1.387(10) . ?
C13 C12 1.368(12) . ?
C13 N4 1.380(10) . ?
C13 H13 0.9300 . ?
C16 C17 1.364(11) . ?
C16 H16 0.9300 . ?
N3 C8 1.314(9) . ?
C3 C2 1.355(10) . ?
C3 C4 1.375(10) . ?
C3 H3 0.9300 . ?
C10 C11 1.325(8) . ?
C10 H10 0.9300 . ?
O3 C20 1.207(10) . ?
C5 C4 1.388(10) . ?
C25 C24 1.523(9) . ?
C18 C19 1.377(11) . ?
C18 C17 1.385(11) . ?
C18 H18 0.9300 . ?
C21 C27 1.359(11) 2_565 ?
C21 C22 1.382(10) 2_565 ?
C21 C20 1.523(9) . ?
C24 C23 1.356(11) . ?
C24 C26 1.364(11) . ?
C27 C21 1.359(11) 2_565 ?
C27 C26 1.423(10) . ?
C27 H27 0.9300 . ?
C2 C1 1.390(11) . ?
C2 H2 0.9300 . ?
C22 C21 1.382(10) 2_565 ?
C22 C23 1.395(9) . ?
C11 C12 1.398(12) . ?
C11 H11 0.9300 . ?
C23 H23 0.9300 . ?
C17 H17 0.9300 . ?
C26 H26 0.9300 . ?
C1 H1 0.9300 . ?
C12 H12 0.9300 . ?
C4 H4 0.9300 . ?
C19 H19 0.9300 . ?

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 175.1(2) . . ?
O2 U1 O4 90.5(2) . . ?
O1 U1 O4 93.2(2) . . ?
O2 U1 O5 90.4(2) . . ?
O1 U1 O5 93.3(2) . . ?
O4 U1 O5 81.06(19) . . ?
O2 U1 N6 90.8(2) . . ?
O1 U1 N6 86.9(2) . . ?
O4 U1 N6 159.65(18) . . ?
O5 U1 N6 78.62(18) . . ?
O2 U1 N2 82.90(19) . . ?
O1 U1 N2 92.2(2) . . ?
O4 U1 N2 137.84(18) . . ?
O5 U1 N2 140.24(18) . . ?
N6 U1 N2 62.41(17) . . ?
O2 U1 N1 91.5(2) . . ?
O1 U1 N1 86.2(2) . . ?
O4 U1 N1 76.89(17) . . ?
O5 U1 N1 157.88(18) . . ?
N6 U1 N1 123.37(16) . . ?
N2 U1 N1 61.81(16) . . ?
C14 N2 C6 115.3(5) . . ?
C14 N2 U1 121.7(4) . . ?
C6 N2 U1 122.9(4) . . ?
C1 N1 C5 116.7(6) . . ?
C1 N1 U1 120.7(4) . . ?
C5 N1 U1 122.5(4) . . ?
C25 O5 U1 130.3(5) . . ?
C20 O4 U1 131.8(5) . . ?
C8 N5 C14 114.9(6) . . ?
C19 N6 C15 116.1(6) . . ?
C19 N6 U1 122.1(5) . . ?
C15 N6 U1 121.6(4) . . ?
N2 C14 N5 124.5(6) . . ?
N2 C14 C15 116.9(6) . . ?
N5 C14 C15 118.5(6) . . ?
N3 C6 N2 124.1(6) . . ?
N3 C6 C5 118.7(6) . . ?
N2 C6 C5 117.2(5) . . ?
C10 C9 N4 122.1(6) . . ?
C10 C9 C8 116.5(6) . . ?
N4 C9 C8 121.3(6) . . ?
N6 C15 C16 122.8(6) . . ?
N6 C15 C14 115.7(6) . . ?
C16 C15 C14 121.4(6) . . ?
C12 C13 N4 117.8(7) . . ?
C12 C13 H13 121.1 . . ?
N4 C13 H13 121.1 . . ?
C17 C16 C15 119.4(7) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C8 N3 C6 115.4(6) . . ?
C2 C3 C4 120.5(7) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C11 C10 C9 119.0(7) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
N1 C5 C4 122.5(6) . . ?
N1 C5 C6 115.3(6) . . ?
C4 C5 C6 122.2(6) . . ?
O6 C25 O5 125.2(7) . . ?
O6 C25 C24 120.2(7) . . ?
O5 C25 C24 114.5(7) . . ?
C19 C18 C17 118.9(8) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C27 C21 C22 118.4(6) 2_565 2_565 ?
C27 C21 C20 118.3(7) 2_565 . ?
C22 C21 C20 123.3(7) 2_565 . ?
C23 C24 C26 120.9(7) . . ?
C23 C24 C25 122.2(7) . . ?
C26 C24 C25 116.9(7) . . ?
C21 C27 C26 120.8(8) 2_565 . ?
C21 C27 H27 119.6 2_565 . ?
C26 C27 H27 119.6 . . ?
O3 C20 O4 125.7(7) . . ?
O3 C20 C21 121.2(7) . . ?
O4 C20 C21 113.1(7) . . ?
N3 C8 N5 125.8(6) . . ?
N3 C8 C9 118.3(6) . . ?
N5 C8 C9 115.9(6) . . ?
C3 C2 C1 118.4(7) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C21 C22 C23 121.2(7) 2_565 . ?
C21 C22 Br1 120.3(5) 2_565 . ?
C23 C22 Br1 118.3(6) . . ?
C9 N4 C13 119.6(8) . . ?
C10 C11 C12 121.8(8) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C24 C23 C22 119.6(7) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C16 C17 C18 118.6(7) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C24 C26 C27 119.0(8) . . ?
C24 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
N1 C1 C2 123.5(6) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C13 C12 C11 119.6(7) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C3 C4 C5 118.3(7) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N6 C19 C18 124.0(7) . . ?
N6 C19 H19 118.0 . . ?
C18 C19 H19 118.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N2 C14 N5 -1.1(10) . . . . ?
U1 N2 C14 N5 174.7(5) . . . . ?
C6 N2 C14 C15 175.4(6) . . . . ?
U1 N2 C14 C15 -8.9(8) . . . . ?
C8 N5 C14 N2 1.4(10) . . . . ?
C8 N5 C14 C15 -175.0(6) . . . . ?
C14 N2 C6 N3 -0.3(9) . . . . ?
U1 N2 C6 N3 -176.0(5) . . . . ?
C14 N2 C6 C5 -179.8(6) . . . . ?
U1 N2 C6 C5 4.5(8) . . . . ?
C19 N6 C15 C16 4.6(11) . . . . ?
U1 N6 C15 C16 -170.8(5) . . . . ?
C19 N6 C15 C14 -172.5(7) . . . . ?
U1 N6 C15 C14 12.1(8) . . . . ?
N2 C14 C15 N6 -2.0(9) . . . . ?
N5 C14 C15 N6 174.6(6) . . . . ?
N2 C14 C15 C16 -179.2(6) . . . . ?
N5 C14 C15 C16 -2.5(10) . . . . ?
N6 C15 C16 C17 -3.2(11) . . . . ?
C14 C15 C16 C17 173.7(7) . . . . ?
N2 C6 N3 C8 1.2(10) . . . . ?
C5 C6 N3 C8 -179.3(6) . . . . ?
N4 C9 C10 C11 0.8(11) . . . . ?
C8 C9 C10 C11 179.9(6) . . . . ?
C1 N1 C5 C4 -0.4(10) . . . . ?
U1 N1 C5 C4 177.0(5) . . . . ?
C1 N1 C5 C6 179.1(6) . . . . ?
U1 N1 C5 C6 -3.5(8) . . . . ?
N3 C6 C5 N1 179.9(6) . . . . ?
N2 C6 C5 N1 -0.6(9) . . . . ?
N3 C6 C5 C4 -0.6(11) . . . . ?
N2 C6 C5 C4 178.9(7) . . . . ?
U1 O5 C25 O6 34.7(12) . . . . ?
U1 O5 C25 C24 -148.3(5) . . . . ?
O6 C25 C24 C23 173.2(8) . . . . ?
O5 C25 C24 C23 -4.0(11) . . . . ?
O6 C25 C24 C26 -7.2(12) . . . . ?
O5 C25 C24 C26 175.6(7) . . . . ?
U1 O4 C20 O3 -63.9(11) . . . . ?
U1 O4 C20 C21 118.1(6) . . . . ?
C27 C21 C20 O3 -128.9(9) 2_565 . . . ?
C22 C21 C20 O3 51.5(11) 2_565 . . . ?
C27 C21 C20 O4 49.2(10) 2_565 . . . ?
C22 C21 C20 O4 -130.4(8) 2_565 . . . ?
C6 N3 C8 N5 -0.9(11) . . . . ?
C6 N3 C8 C9 -179.8(6) . . . . ?
C14 N5 C8 N3 -0.4(10) . . . . ?
C14 N5 C8 C9 178.6(6) . . . . ?
C10 C9 C8 N3 -0.1(10) . . . . ?
N4 C9 C8 N3 179.0(7) . . . . ?
C10 C9 C8 N5 -179.1(6) . . . . ?
N4 C9 C8 N5 0.0(10) . . . . ?
C4 C3 C2 C1 -1.1(13) . . . . ?
C10 C9 N4 C13 -2.2(12) . . . . ?
C8 C9 N4 C13 178.7(7) . . . . ?
C12 C13 N4 C9 2.0(12) . . . . ?
C9 C10 C11 C12 0.7(12) . . . . ?
C26 C24 C23 C22 1.4(12) . . . . ?
C25 C24 C23 C22 -179.0(7) . . . . ?
C21 C22 C23 C24 -1.4(12) 2_565 . . . ?
Br1 C22 C23 C24 -176.9(6) . . . . ?
C15 C16 C17 C18 0.1(12) . . . . ?
C19 C18 C17 C16 1.3(13) . . . . ?
C23 C24 C26 C27 0.8(13) . . . . ?
C25 C24 C26 C27 -178.8(8) . . . . ?
C21 C27 C26 C24 -3.0(13) 2_565 . . . ?
C5 N1 C1 C2 1.2(11) . . . . ?
U1 N1 C1 C2 -176.2(6) . . . . ?
C3 C2 C1 N1 -0.5(12) . . . . ?
N4 C13 C12 C11 -0.6(12) . . . . ?
C10 C11 C12 C13 -0.8(12) . . . . ?
C2 C3 C4 C5 1.8(13) . . . . ?
N1 C5 C4 C3 -1.1(12) . . . . ?
C6 C5 C4 C3 179.5(7) . . . . ?
C15 N6 C19 C18 -3.1(12) . . . . ?
U1 N6 C19 C18 172.3(7) . . . . ?
C17 C18 C19 N6 0.2(14) . . . . ?

_refine_diff_density_max         3.006
_refine_diff_density_min         -1.998
_refine_diff_density_rms         0.174

_shelxl_version_number           2013-4

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 1400918'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C52 H30 Cl2 N12 O16 U2'
_chemical_formula_sum            'C52 H30 Cl2 N12 O16 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1625.84

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'
Cl Cl 0.1484 0.1585 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.0819(6)
_cell_length_b                   12.6732(10)
_cell_length_c                   13.3764(10)
_cell_angle_alpha                100.4720(10)
_cell_angle_beta                 91.2190(10)
_cell_angle_gamma                98.4440(10)
_cell_volume                     1331.01(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7303
_cell_measurement_theta_min      1.550
_cell_measurement_theta_max      30.453
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.028
_exptl_crystal_F_000             772
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.088
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.083
_exptl_absorpt_coefficient_mu    6.260
_shelx_estimated_absorpt_T_min   0.609
_shelx_estimated_absorpt_T_max   0.625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.609
_exptl_absorpt_correction_T_max  0.625
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19093
_diffrn_reflns_av_unetI/netI     0.0751
_diffrn_reflns_av_R_equivalents  0.0521
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.550
_diffrn_reflns_theta_max         30.453
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7303
_reflns_number_gt                5322
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7303
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.26154(3) 0.26614(2) 0.23443(2) 0.03164(8) Uani 1 1 d . . . . .
Cl1 Cl 0.4906(2) 0.39433(16) -0.09898(14) 0.0615(5) Uani 1 1 d . . . . .
O1 O 0.4331(5) 0.3651(3) 0.2864(3) 0.0396(9) Uani 1 1 d . . . . .
O2 O 0.0909(5) 0.1652(3) 0.1889(3) 0.0465(11) Uani 1 1 d . . . . .
O3 O 0.2709(5) 0.3148(3) 0.0769(3) 0.0450(11) Uani 1 1 d . . . . .
O4 O 0.1307(8) 0.1816(4) -0.0387(4) 0.0745(16) Uani 1 1 d . . . . .
O5 O 0.1769(7) 0.6700(5) -0.2603(4) 0.0758(16) Uani 1 1 d . . . . .
O6 O -0.0931(5) 0.6054(3) -0.2631(3) 0.0442(10) Uani 1 1 d . . . . .
N1 N 0.4840(6) 0.1574(4) 0.1474(3) 0.0352(11) Uani 1 1 d . . . . .
N2 N 0.3490(6) 0.1148(3) 0.3187(3) 0.0311(10) Uani 1 1 d . . . . .
N3 N 0.1845(6) 0.2627(4) 0.4221(3) 0.0349(11) Uani 1 1 d . . . . .
N7 N 0.2939(6) 0.0017(4) 0.4398(3) 0.0352(11) Uani 1 1 d . . . . .
N4 N 0.4489(6) -0.0535(4) 0.2957(4) 0.0376(11) Uani 1 1 d . . . . .
C1 C 0.5686(8) 0.1882(5) 0.0709(5) 0.0437(15) Uani 1 1 d . . . . .
H1 H 0.5454 0.2504 0.0491 0.052 Uiso 1 1 calc R U . . .
C19 C 0.1870(8) 0.2773(5) -0.0075(5) 0.0428(15) Uani 1 1 d . . . . .
C2 C 0.6884(8) 0.1343(5) 0.0219(5) 0.0466(16) Uani 1 1 d . . . . .
H2 H 0.7432 0.1587 -0.0319 0.056 Uiso 1 1 calc R U . . .
C20 C 0.1578(8) 0.3595(4) -0.0715(4) 0.0341(13) Uani 1 1 d . . . . .
C3 C 0.7246(8) 0.0433(5) 0.0547(5) 0.0466(16) Uani 1 1 d . . . . .
H3 H 0.8063 0.0056 0.0240 0.056 Uiso 1 1 calc R U . . .
C21 C 0.2864(7) 0.4211(5) -0.1109(4) 0.0380(14) Uani 1 1 d . . . . .
C4 C 0.6396(8) 0.0083(5) 0.1332(4) 0.0409(14) Uani 1 1 d . . . . .
H4 H 0.6606 -0.0541 0.1555 0.049 Uiso 1 1 calc R U . . .
C25 C -0.0367(8) 0.4548(5) -0.1444(5) 0.0424(15) Uani 1 1 d . . . . .
H26 H -0.1465 0.4654 -0.1555 0.051 Uiso 1 1 calc R U . . .
C5 C 0.5220(7) 0.0679(4) 0.1785(4) 0.0328(13) Uani 1 1 d . . . . .
C22 C 0.2570(8) 0.5003(5) -0.1655(4) 0.0413(14) Uani 1 1 d . . . . .
H23 H 0.3455 0.5416 -0.1908 0.050 Uiso 1 1 calc R U . . .
C6 C 0.4348(7) 0.0404(4) 0.2674(4) 0.0321(12) Uani 1 1 d . . . . .
N6 N 0.4253(10) -0.2604(5) 0.3419(6) 0.086(2) Uani 1 1 d . . . . .
C13 C 0.2831(7) 0.0918(4) 0.4043(4) 0.0313(12) Uani 1 1 d . . . . .
C9 C 0.4254(11) -0.3585(5) 0.3747(7) 0.073(2) Uani 1 1 d . . . . .
H10 H 0.4525 -0.4178 0.3297 0.088 Uiso 1 1 calc R U . . .
C14 C 0.2005(7) 0.1773(4) 0.4661(4) 0.0347(13) Uani 1 1 d . . . . .
C10 C 0.3872(9) -0.3694(6) 0.4696(6) 0.062(2) Uani 1 1 d . . . . .
H11 H 0.3890 -0.4348 0.4914 0.074 Uiso 1 1 calc R U . . .
C18 C 0.1150(8) 0.3434(5) 0.4763(5) 0.0458(16) Uani 1 1 d . . . . .
H19 H 0.1010 0.4030 0.4471 0.055 Uiso 1 1 calc R U . . .
C11 C 0.3454(8) -0.2803(5) 0.5338(5) 0.0533(18) Uani 1 1 d . . . . .
H12 H 0.3208 -0.2862 0.6003 0.064 Uiso 1 1 calc R U . . .
C12 C 0.3387(7) -0.1866(4) 0.5046(4) 0.0289(12) Uani 1 1 d . . . . .
H13 H 0.3065 -0.1289 0.5494 0.035 Uiso 1 1 calc R U . . .
C8 C 0.3776(8) -0.1760(5) 0.4129(5) 0.0409(15) Uani 1 1 d . . . . .
C23 C 0.0925(7) 0.5170(5) -0.1819(4) 0.0350(13) Uani 1 1 d . . . . .
C15 C 0.1471(8) 0.1677(5) 0.5627(4) 0.0460(16) Uani 1 1 d . . . . .
H16 H 0.1577 0.1062 0.5896 0.055 Uiso 1 1 calc R U . . .
C16 C 0.0780(9) 0.2521(6) 0.6173(5) 0.0552(18) Uani 1 1 d . . . . .
H17 H 0.0416 0.2490 0.6823 0.066 Uiso 1 1 calc R U . . .
C17 C 0.0636(9) 0.3411(6) 0.5737(5) 0.0523(17) Uani 1 1 d . . . . .
H18 H 0.0194 0.3995 0.6100 0.063 Uiso 1 1 calc R U . . .
C26 C -0.0043(8) 0.3771(5) -0.0904(5) 0.0441(15) Uani 1 1 d . . . . .
H27 H -0.0932 0.3353 -0.0660 0.053 Uiso 1 1 calc R U . . .
C24 C 0.0613(8) 0.6045(5) -0.2389(4) 0.0413(15) Uani 1 1 d . . . . .
C7 C 0.3737(7) -0.0701(4) 0.3810(4) 0.0352(13) Uani 1 1 d . . . . .
OW1 O 0.1378(7) -0.0778(5) 0.6596(4) 0.0831(17) Uani 1 1 d . . . . .
OW2 O -0.0473(7) 0.0876(5) 0.7737(4) 0.0849(17) Uani 1 1 d . . . . .


_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 1.753(4) . ?
U1 O1 1.763(4) . ?
U1 O6 2.257(4) 2_565 ?
U1 O3 2.301(4) . ?
U1 N2 2.569(4) . ?
U1 N1 2.592(5) . ?
U1 N3 2.606(5) . ?
Cl1 C21 1.743(6) . ?
O3 C19 1.279(7) . ?
O4 C19 1.224(7) . ?
O5 C24 1.230(8) . ?
O6 C24 1.284(7) . ?
O6 U1 2.257(4) 2_565 ?
N1 C1 1.329(7) . ?
N1 C5 1.350(6) . ?
N2 C13 1.334(7) . ?
N2 C6 1.349(7) . ?
N3 C14 1.343(7) . ?
N3 C18 1.344(7) . ?
N7 C13 1.327(6) . ?
N7 C7 1.340(7) . ?
N4 C6 1.332(7) . ?
N4 C7 1.340(7) . ?
C1 C2 1.376(8) . ?
C1 H1 0.9300 . ?
C19 C20 1.503(8) . ?
C2 C3 1.374(8) . ?
C2 H2 0.9300 . ?
C20 C21 1.379(8) . ?
C20 C26 1.387(8) . ?
C3 C4 1.372(8) . ?
C3 H3 0.9300 . ?
C21 C22 1.387(8) . ?
C4 C5 1.381(8) . ?
C4 H4 0.9300 . ?
C25 C26 1.373(8) . ?
C25 C23 1.374(8) . ?
C25 H26 0.9300 . ?
C5 C6 1.465(8) . ?
C22 C23 1.396(8) . ?
C22 H23 0.9300 . ?
N6 C9 1.391(9) . ?
N6 C8 1.401(9) . ?
C13 C14 1.488(8) . ?
C9 C10 1.339(10) . ?
C9 H10 0.9300 . ?
C14 C15 1.392(8) . ?
C10 C11 1.378(10) . ?
C10 H11 0.9300 . ?
C18 C17 1.381(9) . ?
C18 H19 0.9300 . ?
C11 C12 1.323(7) . ?
C11 H12 0.9300 . ?
C12 C8 1.298(8) . ?
C12 H13 0.9300 . ?
C8 C7 1.484(7) . ?
C23 C24 1.502(8) . ?
C15 C16 1.377(9) . ?
C15 H16 0.9300 . ?
C16 C17 1.378(9) . ?
C16 H17 0.9300 . ?
C17 H18 0.9300 . ?
C26 H27 0.9300 . ?

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 176.97(18) . . ?
O2 U1 O6 91.47(18) . 2_565 ?
O1 U1 O6 89.20(16) . 2_565 ?
O2 U1 O3 89.32(17) . . ?
O1 U1 O3 93.70(16) . . ?
O6 U1 O3 82.09(14) 2_565 . ?
O2 U1 N2 81.98(16) . . ?
O1 U1 N2 95.59(16) . . ?
O6 U1 N2 138.98(15) 2_565 . ?
O3 U1 N2 137.82(14) . . ?
O2 U1 N1 94.82(17) . . ?
O1 U1 N1 85.59(16) . . ?
O6 U1 N1 158.68(15) 2_565 . ?
O3 U1 N1 77.64(14) . . ?
N2 U1 N1 62.24(14) . . ?
O2 U1 N3 91.21(17) . . ?
O1 U1 N3 86.04(16) . . ?
O6 U1 N3 78.04(14) 2_565 . ?
O3 U1 N3 160.13(14) . . ?
N2 U1 N3 61.77(14) . . ?
N1 U1 N3 122.07(14) . . ?
C19 O3 U1 133.3(4) . . ?
C24 O6 U1 133.3(4) . 2_565 ?
C1 N1 C5 116.6(5) . . ?
C1 N1 U1 121.5(4) . . ?
C5 N1 U1 121.9(4) . . ?
C13 N2 C6 116.0(4) . . ?
C13 N2 U1 121.9(3) . . ?
C6 N2 U1 120.7(3) . . ?
C14 N3 C18 117.2(5) . . ?
C14 N3 U1 121.8(4) . . ?
C18 N3 U1 120.8(4) . . ?
C13 N7 C7 115.0(5) . . ?
C6 N4 C7 115.7(5) . . ?
N1 C1 C2 124.2(6) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
O4 C19 O3 125.1(6) . . ?
O4 C19 C20 119.0(6) . . ?
O3 C19 C20 115.9(5) . . ?
C3 C2 C1 118.1(6) . . ?
C3 C2 H2 121.0 . . ?
C1 C2 H2 121.0 . . ?
C21 C20 C26 117.7(5) . . ?
C21 C20 C19 122.9(5) . . ?
C26 C20 C19 119.4(5) . . ?
C4 C3 C2 119.6(6) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C20 C21 C22 121.8(6) . . ?
C20 C21 Cl1 119.6(4) . . ?
C22 C21 Cl1 118.5(5) . . ?
C3 C4 C5 118.5(6) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C26 C25 C23 120.3(6) . . ?
C26 C25 H26 119.9 . . ?
C23 C25 H26 119.9 . . ?
N1 C5 C4 123.0(5) . . ?
N1 C5 C6 115.2(5) . . ?
C4 C5 C6 121.7(5) . . ?
C21 C22 C23 119.0(6) . . ?
C21 C22 H23 120.5 . . ?
C23 C22 H23 120.5 . . ?
N4 C6 N2 123.5(5) . . ?
N4 C6 C5 119.2(5) . . ?
N2 C6 C5 117.3(5) . . ?
C9 N6 C8 115.9(7) . . ?
N7 C13 N2 124.8(5) . . ?
N7 C13 C14 118.6(5) . . ?
N2 C13 C14 116.5(5) . . ?
C10 C9 N6 121.5(7) . . ?
C10 C9 H10 119.3 . . ?
N6 C9 H10 119.3 . . ?
N3 C14 C15 123.8(6) . . ?
N3 C14 C13 115.1(5) . . ?
C15 C14 C13 121.2(5) . . ?
C9 C10 C11 117.7(6) . . ?
C9 C10 H11 121.1 . . ?
C11 C10 H11 121.1 . . ?
N3 C18 C17 122.3(6) . . ?
N3 C18 H19 118.9 . . ?
C17 C18 H19 118.9 . . ?
C12 C11 C10 122.7(7) . . ?
C12 C11 H12 118.7 . . ?
C10 C11 H12 118.7 . . ?
C8 C12 C11 119.4(6) . . ?
C8 C12 H13 120.3 . . ?
C11 C12 H13 120.3 . . ?
C12 C8 N6 122.8(6) . . ?
C12 C8 C7 119.3(6) . . ?
N6 C8 C7 117.9(6) . . ?
C25 C23 C22 119.6(5) . . ?
C25 C23 C24 121.5(6) . . ?
C22 C23 C24 118.9(5) . . ?
C16 C15 C14 118.0(6) . . ?
C16 C15 H16 121.0 . . ?
C14 C15 H16 121.0 . . ?
C15 C16 C17 118.8(6) . . ?
C15 C16 H17 120.6 . . ?
C17 C16 H17 120.6 . . ?
C16 C17 C18 119.9(6) . . ?
C16 C17 H18 120.0 . . ?
C18 C17 H18 120.0 . . ?
C25 C26 C20 121.6(6) . . ?
C25 C26 H27 119.2 . . ?
C20 C26 H27 119.2 . . ?
O5 C24 O6 123.2(6) . . ?
O5 C24 C23 121.6(6) . . ?
O6 C24 C23 115.3(6) . . ?
N4 C7 N7 124.8(5) . . ?
N4 C7 C8 117.9(5) . . ?
N7 C7 C8 117.3(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 1.0(9) . . . . ?
U1 N1 C1 C2 179.8(5) . . . . ?
U1 O3 C19 O4 -33.7(10) . . . . ?
U1 O3 C19 C20 146.4(4) . . . . ?
N1 C1 C2 C3 -0.8(10) . . . . ?
O4 C19 C20 C21 -117.4(7) . . . . ?
O3 C19 C20 C21 62.5(8) . . . . ?
O4 C19 C20 C26 64.2(8) . . . . ?
O3 C19 C20 C26 -115.9(6) . . . . ?
C1 C2 C3 C4 1.1(9) . . . . ?
C26 C20 C21 C22 1.7(8) . . . . ?
C19 C20 C21 C22 -176.7(5) . . . . ?
C26 C20 C21 Cl1 -174.5(4) . . . . ?
C19 C20 C21 Cl1 7.1(8) . . . . ?
C2 C3 C4 C5 -1.5(9) . . . . ?
C1 N1 C5 C4 -1.4(8) . . . . ?
U1 N1 C5 C4 179.8(4) . . . . ?
C1 N1 C5 C6 176.0(5) . . . . ?
U1 N1 C5 C6 -2.9(6) . . . . ?
C3 C4 C5 N1 1.7(9) . . . . ?
C3 C4 C5 C6 -175.5(5) . . . . ?
C20 C21 C22 C23 -0.8(9) . . . . ?
Cl1 C21 C22 C23 175.4(4) . . . . ?
C7 N4 C6 N2 -1.1(8) . . . . ?
C7 N4 C6 C5 176.3(5) . . . . ?
C13 N2 C6 N4 3.1(8) . . . . ?
U1 N2 C6 N4 -163.2(4) . . . . ?
C13 N2 C6 C5 -174.4(5) . . . . ?
U1 N2 C6 C5 19.4(6) . . . . ?
N1 C5 C6 N4 171.8(5) . . . . ?
C4 C5 C6 N4 -10.8(8) . . . . ?
N1 C5 C6 N2 -10.6(7) . . . . ?
C4 C5 C6 N2 166.8(5) . . . . ?
C7 N7 C13 N2 -2.1(8) . . . . ?
C7 N7 C13 C14 -178.4(5) . . . . ?
C6 N2 C13 N7 -1.4(8) . . . . ?
U1 N2 C13 N7 164.7(4) . . . . ?
C6 N2 C13 C14 175.0(5) . . . . ?
U1 N2 C13 C14 -19.0(6) . . . . ?
C8 N6 C9 C10 -2.1(12) . . . . ?
C18 N3 C14 C15 1.1(9) . . . . ?
U1 N3 C14 C15 -174.0(5) . . . . ?
C18 N3 C14 C13 -178.1(5) . . . . ?
U1 N3 C14 C13 6.7(6) . . . . ?
N7 C13 C14 N3 -175.8(5) . . . . ?
N2 C13 C14 N3 7.6(7) . . . . ?
N7 C13 C14 C15 5.0(8) . . . . ?
N2 C13 C14 C15 -171.6(5) . . . . ?
N6 C9 C10 C11 0.9(12) . . . . ?
C14 N3 C18 C17 0.9(9) . . . . ?
U1 N3 C18 C17 176.1(5) . . . . ?
C9 C10 C11 C12 1.3(11) . . . . ?
C10 C11 C12 C8 -2.0(10) . . . . ?
C11 C12 C8 N6 0.7(10) . . . . ?
C11 C12 C8 C7 -178.6(6) . . . . ?
C9 N6 C8 C12 1.3(11) . . . . ?
C9 N6 C8 C7 -179.3(6) . . . . ?
C26 C25 C23 C22 0.4(9) . . . . ?
C26 C25 C23 C24 -178.4(6) . . . . ?
C21 C22 C23 C25 -0.3(9) . . . . ?
C21 C22 C23 C24 178.5(5) . . . . ?
N3 C14 C15 C16 -1.8(10) . . . . ?
C13 C14 C15 C16 177.3(6) . . . . ?
C14 C15 C16 C17 0.5(10) . . . . ?
C15 C16 C17 C18 1.3(11) . . . . ?
N3 C18 C17 C16 -2.2(10) . . . . ?
C23 C25 C26 C20 0.5(9) . . . . ?
C21 C20 C26 C25 -1.6(9) . . . . ?
C19 C20 C26 C25 176.9(6) . . . . ?
U1 O6 C24 O5 -55.3(9) 2_565 . . . ?
U1 O6 C24 C23 124.8(5) 2_565 . . . ?
C25 C23 C24 O5 169.8(6) . . . . ?
C22 C23 C24 O5 -9.0(9) . . . . ?
C25 C23 C24 O6 -10.3(8) . . . . ?
C22 C23 C24 O6 170.9(5) . . . . ?
C6 N4 C7 N7 -2.8(8) . . . . ?
C6 N4 C7 C8 176.7(5) . . . . ?
C13 N7 C7 N4 4.3(8) . . . . ?
C13 N7 C7 C8 -175.2(5) . . . . ?
C12 C8 C7 N4 165.4(5) . . . . ?
N6 C8 C7 N4 -13.9(8) . . . . ?
C12 C8 C7 N7 -15.0(8) . . . . ?
N6 C8 C7 N7 165.6(6) . . . . ?

_refine_diff_density_max         1.288
_refine_diff_density_min         -1.370
_refine_diff_density_rms         0.159

_shelxl_version_number           2013-4

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_compound5
_database_code_depnum_ccdc_archive 'CCDC 1400919'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C58 H46 I2 N12 O14 U2'
_chemical_formula_sum            'C58 H46 I2 N12 O14 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1864.93

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.5340(8)
_cell_length_b                   11.5475(8)
_cell_length_c                   13.4109(10)
_cell_angle_alpha                68.2030(10)
_cell_angle_beta                 77.8710(10)
_cell_angle_gamma                87.1320(10)
_cell_volume                     1480.17(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5442
_cell_measurement_theta_min      1.67
_cell_measurement_theta_max      25.41
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.092
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.097
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.062
_exptl_absorpt_coefficient_mu    6.583
_shelx_estimated_absorpt_T_min   0.568
_shelx_estimated_absorpt_T_max   0.686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5676
_exptl_absorpt_correction_T_max  0.6857
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16574
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.671
_diffrn_reflns_theta_max         25.415
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5442
_reflns_number_gt                4530
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0545P)²+5.8179P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5442
_refine_ls_number_parameters     397
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.1105
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.38172(3) 0.78305(3) 0.23089(3) 0.03306(12) Uani 1 1 d . . . . .
I1 I 0.47859(8) 0.20416(7) 0.12537(6) 0.0654(2) Uani 1 1 d . . . . .
O1 O 0.2590(6) 0.6742(6) 0.3202(5) 0.0458(15) Uani 1 1 d . . . . .
C21 C 0.7843(8) 0.5458(8) 0.0323(8) 0.045(2) Uani 1 1 d . . . . .
H21 H 0.8439 0.6087 0.0204 0.054 Uiso 1 1 calc R U . . .
O2 O 0.5033(6) 0.8960(5) 0.1489(5) 0.0443(14) Uani 1 1 d . . . . .
C10 C 0.0592(8) 1.1993(8) 0.6517(7) 0.042(2) Uani 1 1 d . . . . .
H10 H -0.0091 1.2537 0.6418 0.050 Uiso 1 1 calc R U . . .
O6 O 0.1099(7) 0.7412(8) 0.0815(7) 0.075(2) Uani 1 1 d . . . . .
O5 O 0.3153(6) 0.7693(6) 0.0871(5) 0.0514(16) Uani 1 1 d . . . . .
O4 O 0.7151(6) 0.7049(7) 0.1480(6) 0.0601(19) Uani 1 1 d . . . . .
O3 O 0.5124(6) 0.6269(6) 0.2094(5) 0.0463(15) Uani 1 1 d . . . . .
N3 N 0.4977(6) 0.7244(6) 0.3987(6) 0.0364(16) Uani 1 1 d . . . . .
N2 N 0.3170(6) 0.8987(6) 0.3664(5) 0.0300(14) Uani 1 1 d . . . . .
N1 N 0.2253(6) 0.9697(6) 0.1824(5) 0.0331(15) Uani 1 1 d . . . . .
N6 N 0.1830(6) 1.0420(6) 0.4249(5) 0.0330(15) Uani 1 1 d . . . . .
N4 N 0.3306(6) 0.9241(6) 0.5305(6) 0.0354(15) Uani 1 1 d . . . . .
C9 C 0.0985(6) 1.1450(6) 0.5793(6) 0.0232(15) Uani 1 1 d . . . . .
H9 H 0.0594 1.1617 0.5195 0.028 Uiso 1 1 calc R U . . .
N5 N 0.2566(9) 1.0387(8) 0.6818(7) 0.058(2) Uani 1 1 d . . . . .
C1 C 0.1865(9) 1.0097(8) 0.0868(7) 0.042(2) Uani 1 1 d . . . . .
H1 H 0.2237 0.9757 0.0349 0.050 Uiso 1 1 calc R U . . .
C14 C 0.4643(8) 0.7739(8) 0.4755(7) 0.0347(18) Uani 1 1 d . . . . .
C2 C 0.0949(9) 1.0981(8) 0.0614(7) 0.046(2) Uani 1 1 d . . . . .
H2 H 0.0727 1.1246 -0.0070 0.055 Uiso 1 1 calc R U . . .
C11 C 0.1141(9) 1.1790(9) 0.7397(8) 0.049(2) Uani 1 1 d . . . . .
H11 H 0.0836 1.2193 0.7882 0.059 Uiso 1 1 calc R U . . .
C3 C 0.0364(9) 1.1470(8) 0.1370(7) 0.044(2) Uani 1 1 d . . . . .
H3 H -0.0305 1.2027 0.1233 0.053 Uiso 1 1 calc R U . . .
C17 C 0.6489(9) 0.6010(9) 0.5036(8) 0.049(2) Uani 1 1 d . . . . .
H17 H 0.7137 0.5425 0.5100 0.059 Uiso 1 1 calc R U . . .
C5 C 0.1733(7) 1.0243(7) 0.2538(6) 0.0284(16) Uani 1 1 d . . . . .
C16 C 0.6099(9) 0.6510(10) 0.5834(8) 0.055(3) Uani 1 1 d . . . . .
H16 H 0.6458 0.6255 0.6456 0.066 Uiso 1 1 calc R U . . .
C6 C 0.2249(7) 0.9861(7) 0.3548(6) 0.0302(17) Uani 1 1 d . . . . .
C13 C 0.3649(8) 0.8709(8) 0.4570(7) 0.0342(18) Uani 1 1 d . . . . .
C7 C 0.2386(7) 1.0074(7) 0.5116(6) 0.0325(17) Uani 1 1 d . . . . .
C12 C 0.2145(9) 1.0987(9) 0.7564(7) 0.047(2) Uani 1 1 d . . . . .
H12 H 0.2539 1.0842 0.8156 0.056 Uiso 1 1 calc R U . . .
C18 C 0.5899(8) 0.6392(8) 0.4130(8) 0.047(2) Uani 1 1 d . . . . .
H18 H 0.6159 0.6038 0.3602 0.056 Uiso 1 1 calc R U . . .
C15 C 0.5165(8) 0.7398(8) 0.5683(7) 0.042(2) Uani 1 1 d . . . . .
H15 H 0.4888 0.7765 0.6199 0.050 Uiso 1 1 calc R U . . .
C22 C 0.8158(9) 0.4612(9) -0.0177(8) 0.048(2) Uani 1 1 d . . . . .
H22 H 0.8964 0.4683 -0.0643 0.058 Uiso 1 1 calc R U . . .
C19 C 0.6313(9) 0.6330(8) 0.1539(7) 0.040(2) Uani 1 1 d . . . . .
C20 C 0.6644(8) 0.5381(8) 0.1000(7) 0.0364(19) Uani 1 1 d . . . . .
C26 C 0.5776(8) 0.4433(8) 0.1204(7) 0.0387(19) Uani 1 1 d . . . . .
H26 H 0.4969 0.4379 0.1665 0.046 Uiso 1 1 calc R U . . .
C25 C 0.6108(8) 0.3545(7) 0.0718(7) 0.0369(19) Uani 1 1 d . . . . .
C23 C 0.7291(8) 0.3643(8) 0.0000(7) 0.0388(19) Uani 1 1 d . . . . .
C8 C 0.1953(7) 1.0665(7) 0.5946(6) 0.0332(18) Uani 1 1 d . . . . .
C24 C 0.2252(9) 0.7226(8) 0.0600(7) 0.042(2) Uani 1 1 d . . . . .
C4 C 0.0785(8) 1.1121(8) 0.2342(7) 0.0370(19) Uani 1 1 d . . . . .
H4 H 0.0437 1.1471 0.2859 0.044 Uiso 1 1 calc R U . . .
O7 O 0.9313(6) 1.2315(6) 0.4234(6) 0.0561(17) Uani 1 1 d . . . . .
H7 H 0.8589 1.2074 0.4246 0.084 Uiso 1 1 calc R U . . .
C28 C 0.9428(14) 1.3580(12) 0.3710(15) 0.104(5) Uani 1 1 d D . . . .
H28 H 0.8947 1.3758 0.4345 0.124 Uiso 1 1 calc R U . . .
C27 C 0.8459(15) 1.4070(14) 0.3054(15) 0.120(6) Uani 1 1 d . . . . .
H27A H 0.7714 1.3510 0.3340 0.180 Uiso 1 1 calc R U . . .
H27B H 0.8813 1.4155 0.2309 0.180 Uiso 1 1 calc R U . . .
H27C H 0.8205 1.4872 0.3076 0.180 Uiso 1 1 calc R U . . .
C29 C 1.049(2) 1.4244(16) 0.359(2) 0.222(16) Uani 1 1 d D . . . .
H29A H 1.0953 1.3798 0.4156 0.333 Uiso 1 1 calc R U . . .
H29B H 1.0243 1.5035 0.3639 0.333 Uiso 1 1 calc R U . . .
H29C H 1.1038 1.4376 0.2885 0.333 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 1.750(6) . ?
U1 O1 1.755(6) . ?
U1 O5 2.245(6) . ?
U1 O3 2.280(5) . ?
U1 N2 2.597(6) . ?
U1 N1 2.615(6) . ?
U1 N3 2.637(7) . ?
I1 C25 2.089(8) . ?
C21 C22 1.370(12) . ?
C21 C20 1.377(12) . ?
C21 H21 0.9300 . ?
C10 C9 1.328(10) . ?
C10 C11 1.360(13) . ?
C10 H10 0.9300 . ?
O6 C24 1.215(10) . ?
O5 C24 1.291(11) . ?
O4 C19 1.213(10) . ?
O3 C19 1.306(10) . ?
N3 C14 1.333(10) . ?
N3 C18 1.338(10) . ?
N2 C13 1.336(10) . ?
N2 C6 1.354(9) . ?
N1 C1 1.336(10) . ?
N1 C5 1.345(9) . ?
N6 C6 1.321(9) . ?
N6 C7 1.331(10) . ?
N4 C13 1.325(10) . ?
N4 C7 1.326(10) . ?
C9 C8 1.327(10) . ?
C9 H9 0.9300 . ?
N5 C8 1.381(11) . ?
N5 C12 1.405(11) . ?
C1 C2 1.367(12) . ?
C1 H1 0.9300 . ?
C14 C15 1.381(11) . ?
C14 C13 1.483(11) . ?
C2 C3 1.363(13) . ?
C2 H2 0.9300 . ?
C11 C12 1.370(13) . ?
C11 H11 0.9300 . ?
C3 C4 1.375(12) . ?
C3 H3 0.9300 . ?
C17 C16 1.378(14) . ?
C17 C18 1.395(13) . ?
C17 H17 0.9300 . ?
C5 C4 1.381(11) . ?
C5 C6 1.472(10) . ?
C16 C15 1.374(12) . ?
C16 H16 0.9300 . ?
C7 C8 1.494(10) . ?
C12 H12 0.9300 . ?
C18 H18 0.9300 . ?
C15 H15 0.9300 . ?
C22 C23 1.398(12) . ?
C22 H22 0.9300 . ?
C19 C20 1.512(11) . ?
C20 C26 1.372(12) . ?
C26 C25 1.401(11) . ?
C26 H26 0.9300 . ?
C25 C23 1.387(12) . ?
C23 C24 1.507(11) 2_665 ?
C24 C23 1.507(11) 2_665 ?
C4 H4 0.9300 . ?
O7 C28 1.364(13) . ?
O7 H7 0.8200 . ?
C28 C29 1.335(16) . ?
C28 C27 1.445(18) . ?
C28 H28 0.9800 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?

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 176.0(3) . . ?
O2 U1 O5 93.9(3) . . ?
O1 U1 O5 89.6(3) . . ?
O2 U1 O3 91.4(2) . . ?
O1 U1 O3 91.0(2) . . ?
O5 U1 O3 81.9(2) . . ?
O2 U1 N2 91.3(2) . . ?
O1 U1 N2 84.8(2) . . ?
O5 U1 N2 138.1(2) . . ?
O3 U1 N2 139.6(2) . . ?
O2 U1 N1 84.3(2) . . ?
O1 U1 N1 94.6(2) . . ?
O5 U1 N1 77.6(2) . . ?
O3 U1 N1 158.6(2) . . ?
N2 U1 N1 61.60(19) . . ?
O2 U1 N3 90.8(2) . . ?
O1 U1 N3 86.5(3) . . ?
O5 U1 N3 159.5(2) . . ?
O3 U1 N3 78.1(2) . . ?
N2 U1 N3 61.57(19) . . ?
N1 U1 N3 122.77(19) . . ?
C22 C21 C20 120.1(8) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C9 C10 C11 123.2(8) . . ?
C9 C10 H10 118.4 . . ?
C11 C10 H10 118.4 . . ?
C24 O5 U1 143.3(6) . . ?
C19 O3 U1 129.7(5) . . ?
C14 N3 C18 116.6(7) . . ?
C14 N3 U1 122.1(5) . . ?
C18 N3 U1 121.3(6) . . ?
C13 N2 C6 114.6(6) . . ?
C13 N2 U1 122.9(5) . . ?
C6 N2 U1 122.4(5) . . ?
C1 N1 C5 116.7(7) . . ?
C1 N1 U1 120.7(5) . . ?
C5 N1 U1 122.4(5) . . ?
C6 N6 C7 115.3(6) . . ?
C13 N4 C7 115.5(7) . . ?
C8 C9 C10 118.1(7) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
C8 N5 C12 117.6(8) . . ?
N1 C1 C2 123.3(8) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
N3 C14 C15 123.9(7) . . ?
N3 C14 C13 116.1(7) . . ?
C15 C14 C13 120.0(7) . . ?
C3 C2 C1 119.5(8) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C10 C11 C12 119.5(8) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C2 C3 C4 118.5(8) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C16 C17 C18 119.2(8) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
N1 C5 C4 122.8(7) . . ?
N1 C5 C6 115.9(6) . . ?
C4 C5 C6 121.3(7) . . ?
C15 C16 C17 118.0(9) . . ?
C15 C16 H16 121.0 . . ?
C17 C16 H16 121.0 . . ?
N6 C6 N2 124.7(7) . . ?
N6 C6 C5 118.5(7) . . ?
N2 C6 C5 116.7(6) . . ?
N4 C13 N2 124.8(7) . . ?
N4 C13 C14 118.0(7) . . ?
N2 C13 C14 117.1(7) . . ?
N4 C7 N6 125.1(7) . . ?
N4 C7 C8 116.8(7) . . ?
N6 C7 C8 118.1(7) . . ?
C11 C12 N5 118.4(8) . . ?
C11 C12 H12 120.8 . . ?
N5 C12 H12 120.8 . . ?
N3 C18 C17 123.0(8) . . ?
N3 C18 H18 118.5 . . ?
C17 C18 H18 118.5 . . ?
C16 C15 C14 119.2(8) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C21 C22 C23 121.3(8) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
O4 C19 O3 124.1(8) . . ?
O4 C19 C20 119.7(8) . . ?
O3 C19 C20 116.1(8) . . ?
C26 C20 C21 120.1(7) . . ?
C26 C20 C19 120.6(8) . . ?
C21 C20 C19 119.3(8) . . ?
C20 C26 C25 119.9(8) . . ?
C20 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C23 C25 C26 120.4(8) . . ?
C23 C25 I1 124.0(6) . . ?
C26 C25 I1 115.4(6) . . ?
C25 C23 C22 118.0(8) . . ?
C25 C23 C24 125.6(8) . 2_665 ?
C22 C23 C24 116.4(8) . 2_665 ?
C9 C8 N5 123.2(7) . . ?
C9 C8 C7 117.2(7) . . ?
N5 C8 C7 119.6(7) . . ?
O6 C24 O5 125.1(8) . . ?
O6 C24 C23 119.5(8) . 2_665 ?
O5 C24 C23 115.3(7) . 2_665 ?
C3 C4 C5 118.9(8) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C28 O7 H7 109.5 . . ?
C29 C28 O7 123.2(12) . . ?
C29 C28 C27 122.3(13) . . ?
O7 C28 C27 112.5(11) . . ?
C29 C28 H28 94.8 . . ?
O7 C28 H28 94.8 . . ?
C27 C28 H28 94.8 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C10 C9 C8 0.7(13) . . . . ?
C5 N1 C1 C2 -2.6(13) . . . . ?
U1 N1 C1 C2 173.2(7) . . . . ?
C18 N3 C14 C15 -1.8(12) . . . . ?
U1 N3 C14 C15 175.6(7) . . . . ?
C18 N3 C14 C13 178.2(8) . . . . ?
U1 N3 C14 C13 -4.4(10) . . . . ?
N1 C1 C2 C3 -1.7(15) . . . . ?
C9 C10 C11 C12 -0.3(15) . . . . ?
C1 C2 C3 C4 4.6(14) . . . . ?
C1 N1 C5 C4 3.9(12) . . . . ?
U1 N1 C5 C4 -171.7(6) . . . . ?
C1 N1 C5 C6 -175.3(7) . . . . ?
U1 N1 C5 C6 9.0(9) . . . . ?
C18 C17 C16 C15 -1.9(15) . . . . ?
C7 N6 C6 N2 0.3(12) . . . . ?
C7 N6 C6 C5 -176.7(7) . . . . ?
C13 N2 C6 N6 0.2(11) . . . . ?
U1 N2 C6 N6 175.7(6) . . . . ?
C13 N2 C6 C5 177.2(7) . . . . ?
U1 N2 C6 C5 -7.2(9) . . . . ?
N1 C5 C6 N6 176.1(7) . . . . ?
C4 C5 C6 N6 -3.2(11) . . . . ?
N1 C5 C6 N2 -1.2(10) . . . . ?
C4 C5 C6 N2 179.6(7) . . . . ?
C7 N4 C13 N2 2.3(12) . . . . ?
C7 N4 C13 C14 -178.0(7) . . . . ?
C6 N2 C13 N4 -1.6(12) . . . . ?
U1 N2 C13 N4 -177.1(6) . . . . ?
C6 N2 C13 C14 178.8(7) . . . . ?
U1 N2 C13 C14 3.2(10) . . . . ?
N3 C14 C13 N4 -178.9(7) . . . . ?
C15 C14 C13 N4 1.1(12) . . . . ?
N3 C14 C13 N2 0.8(11) . . . . ?
C15 C14 C13 N2 -179.2(8) . . . . ?
C13 N4 C7 N6 -1.8(12) . . . . ?
C13 N4 C7 C8 178.4(7) . . . . ?
C6 N6 C7 N4 0.6(12) . . . . ?
C6 N6 C7 C8 -179.7(7) . . . . ?
C10 C11 C12 N5 -0.7(14) . . . . ?
C8 N5 C12 C11 1.2(14) . . . . ?
C14 N3 C18 C17 0.8(13) . . . . ?
U1 N3 C18 C17 -176.7(7) . . . . ?
C16 C17 C18 N3 1.1(15) . . . . ?
C17 C16 C15 C14 0.9(15) . . . . ?
N3 C14 C15 C16 1.0(14) . . . . ?
C13 C14 C15 C16 -179.0(8) . . . . ?
C20 C21 C22 C23 -1.1(15) . . . . ?
U1 O3 C19 O4 38.1(13) . . . . ?
U1 O3 C19 C20 -145.3(6) . . . . ?
C22 C21 C20 C26 2.0(14) . . . . ?
C22 C21 C20 C19 -179.7(9) . . . . ?
O4 C19 C20 C26 169.3(9) . . . . ?
O3 C19 C20 C26 -7.4(12) . . . . ?
O4 C19 C20 C21 -9.0(13) . . . . ?
O3 C19 C20 C21 174.3(8) . . . . ?
C21 C20 C26 C25 -0.3(13) . . . . ?
C19 C20 C26 C25 -178.6(8) . . . . ?
C20 C26 C25 C23 -2.3(13) . . . . ?
C20 C26 C25 I1 172.8(6) . . . . ?
C26 C25 C23 C22 3.1(13) . . . . ?
I1 C25 C23 C22 -171.6(7) . . . . ?
C26 C25 C23 C24 -178.2(8) . . . 2_665 ?
I1 C25 C23 C24 7.1(12) . . . 2_665 ?
C21 C22 C23 C25 -1.4(14) . . . . ?
C21 C22 C23 C24 179.8(9) . . . 2_665 ?
C10 C9 C8 N5 0.0(12) . . . . ?
C10 C9 C8 C7 -179.5(7) . . . . ?
C12 N5 C8 C9 -0.9(13) . . . . ?
C12 N5 C8 C7 178.6(8) . . . . ?
N4 C7 C8 C9 -176.6(7) . . . . ?
N6 C7 C8 C9 3.6(11) . . . . ?
N4 C7 C8 N5 3.9(11) . . . . ?
N6 C7 C8 N5 -175.9(8) . . . . ?
U1 O5 C24 O6 57.4(15) . . . . ?
U1 O5 C24 C23 -120.7(9) . . . 2_665 ?
C2 C3 C4 C5 -3.3(13) . . . . ?
N1 C5 C4 C3 -1.0(12) . . . . ?
C6 C5 C4 C3 178.2(8) . . . . ?

_refine_diff_density_max         4.118
_refine_diff_density_min         -1.661
_refine_diff_density_rms         0.156

_shelxl_version_number           2013-4

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 1400920'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C54 H36 N12 O14 U2'
_chemical_formula_sum            'C54 H36 N12 O14 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1553.01

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.9974(13)
_cell_length_b                   12.0617(19)
_cell_length_c                   14.965(2)
_cell_angle_alpha                106.548(2)
_cell_angle_beta                 101.601(2)
_cell_angle_gamma                101.362(2)
_cell_volume                     1304.9(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6874
_cell_measurement_theta_min      1.48
_cell_measurement_theta_max      29.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.151
_exptl_absorpt_coefficient_mu    6.279
_shelx_estimated_absorpt_T_min   0.261
_shelx_estimated_absorpt_T_max   0.451
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2606
_exptl_absorpt_correction_T_max  0.4507
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18691
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.476
_diffrn_reflns_theta_max         29.105
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6874
_reflns_number_gt                5711
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0774P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6874
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.1160
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.15102(3) 0.22102(2) 0.70394(2) 0.02916(9) Uani 1 1 d . . . . .
O2 O 0.2779(7) 0.1448(5) 0.6399(4) 0.0435(11) Uani 1 1 d . . . . .
O1 O 0.0281(6) 0.2911(4) 0.7745(4) 0.0407(11) Uani 1 1 d . . . . .
N2 N 0.2126(7) 0.1265(4) 0.8379(3) 0.0289(10) Uani 1 1 d . . . . .
N3 N -0.0517(7) 0.0088(4) 0.6764(3) 0.0292(11) Uani 1 1 d . . . . .
N4 N 0.1344(7) -0.0253(5) 0.9048(4) 0.0314(11) Uani 1 1 d . . . . .
O5 O 0.2521(7) 0.3941(4) 0.6713(4) 0.0448(12) Uani 1 1 d . . . . .
C6 C 0.3424(8) 0.1861(5) 0.9213(4) 0.0272(12) Uani 1 1 d . . . . .
O4 O -0.0623(6) 0.1869(4) 0.5697(4) 0.0428(12) Uani 1 1 d . . . . .
O3 O -0.3248(8) 0.2014(6) 0.5942(5) 0.0654(18) Uani 1 1 d . . . . .
N5 N 0.3730(7) 0.1471(5) 0.9962(4) 0.0327(11) Uani 1 1 d . . . . .
C13 C 0.1111(8) 0.0226(5) 0.8344(4) 0.0262(11) Uani 1 1 d . . . . .
O6 O 0.1992(10) 0.5429(5) 0.7798(4) 0.0637(17) Uani 1 1 d . . . . .
C19 C -0.2048(9) 0.2257(6) 0.5598(5) 0.0390(15) Uani 1 1 d . . . . .
N1 N 0.4410(7) 0.3251(5) 0.8444(4) 0.0306(11) Uani 1 1 d . . . . .
C17 C -0.2989(9) -0.1591(6) 0.5783(5) 0.0428(16) Uani 1 1 d . . . . .
H17 H -0.3869 -0.1971 0.5200 0.051 Uiso 1 1 calc R U . . .
C15 C -0.1464(9) -0.1537(6) 0.7347(5) 0.0352(14) Uani 1 1 d . . . . .
H15 H -0.1309 -0.1884 0.7827 0.042 Uiso 1 1 calc R U . . .
C27 C -0.2826(12) 0.4654(7) 0.6282(6) 0.0506(19) Uani 1 1 d . . . . .
H27A H -0.1842 0.4659 0.6772 0.076 Uiso 1 1 calc R U . . .
H27B H -0.3900 0.4170 0.6320 0.076 Uiso 1 1 calc R U . . .
H27C H -0.2913 0.5461 0.6382 0.076 Uiso 1 1 calc R U . . .
C14 C -0.0345(8) -0.0438(5) 0.7461(4) 0.0275(12) Uani 1 1 d . . . . .
C11 C 0.3504(11) -0.1026(7) 1.2095(5) 0.0463(18) Uani 1 1 d . . . . .
H11 H 0.3610 -0.1362 1.2584 0.056 Uiso 1 1 calc R U . . .
C2 C 0.7051(10) 0.4872(7) 0.9214(6) 0.0467(17) Uani 1 1 d . . . . .
H2 H 0.7870 0.5509 0.9175 0.056 Uiso 1 1 calc R U . . .
N6 N 0.1932(8) -0.1152(5) 1.0512(4) 0.0383(12) Uani 1 1 d . . . . .
C12 C 0.2201(10) -0.1595(7) 1.1234(5) 0.0408(15) Uani 1 1 d . . . . .
H12 H 0.1459 -0.2336 1.1150 0.049 Uiso 1 1 calc R U . . .
C4 C 0.6056(9) 0.3618(6) 1.0074(5) 0.0377(14) Uani 1 1 d . . . . .
H4 H 0.6179 0.3403 1.0628 0.045 Uiso 1 1 calc R U . . .
C8 C 0.2993(9) -0.0078(6) 1.0648(4) 0.0330(13) Uani 1 1 d . . . . .
C7 C 0.2655(8) 0.0409(5) 0.9843(4) 0.0298(12) Uani 1 1 d . . . . .
C16 C -0.2833(9) -0.2106(6) 0.6487(5) 0.0432(16) Uani 1 1 d . . . . .
H16 H -0.3630 -0.2829 0.6396 0.052 Uiso 1 1 calc R U . . .
C25 C -0.2517(9) 0.4754(6) 0.4581(5) 0.0386(15) Uani 1 1 d . . . . .
H25 H -0.2747 0.5500 0.4762 0.046 Uiso 1 1 calc R U . . .
C9 C 0.4381(10) 0.0544(7) 1.1473(5) 0.0400(15) Uani 1 1 d . . . . .
H9 H 0.5123 0.1275 1.1533 0.048 Uiso 1 1 calc R U . . .
C5 C 0.4672(8) 0.2974(6) 0.9265(5) 0.0318(13) Uani 1 1 d . . . . .
C1 C 0.5608(9) 0.4200(7) 0.8432(6) 0.0449(17) Uani 1 1 d . . . . .
H1 H 0.5458 0.4411 0.7875 0.054 Uiso 1 1 calc R U . . .
C20 C -0.2080(8) 0.3003(6) 0.4942(5) 0.0351(14) Uani 1 1 d . . . . .
C18 C -0.1815(9) -0.0492(6) 0.5950(5) 0.0370(14) Uani 1 1 d . . . . .
H18 H -0.1943 -0.0143 0.5469 0.044 Uiso 1 1 calc R U . . .
C22 C -0.1749(10) 0.3246(6) 0.3441(5) 0.0437(16) Uani 1 1 d . . . . .
H22 H -0.1508 0.2949 0.2849 0.052 Uiso 1 1 calc R U . . .
C26 C -0.2528(9) 0.4096(6) 0.5213(5) 0.0398(15) Uani 1 1 d . . . . .
C10 C 0.4650(12) 0.0057(8) 1.2215(5) 0.0494(19) Uani 1 1 d . . . . .
H10 H 0.5578 0.0452 1.2776 0.059 Uiso 1 1 calc R U . . .
C23 C 0.2174(9) 0.5674(6) 0.6309(5) 0.0366(14) Uani 1 1 d . . . . .
C24 C 0.2221(10) 0.4992(6) 0.7003(5) 0.0427(17) Uani 1 1 d . . . . .
C21 C -0.1681(10) 0.2600(6) 0.4079(5) 0.0414(16) Uani 1 1 d . . . . .
H21 H -0.1361 0.1883 0.3916 0.050 Uiso 1 1 calc R U . . .
C3 C 0.7264(9) 0.4594(6) 1.0049(5) 0.0419(16) Uani 1 1 d . . . . .
H3 H 0.8207 0.5054 1.0590 0.050 Uiso 1 1 calc R U . . .
OW1 O 0.9790(9) 0.6844(5) 0.8712(5) 0.0656(17) Uani 1 1 d . . . . .


_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 O1 1.742(5) . ?
U1 O2 1.746(5) . ?
U1 O4 2.234(4) . ?
U1 O5 2.308(5) . ?
U1 N2 2.586(5) . ?
U1 N1 2.600(5) . ?
U1 N3 2.617(5) . ?
N2 C13 1.333(8) . ?
N2 C6 1.351(7) . ?
N3 C18 1.330(8) . ?
N3 C14 1.365(7) . ?
N4 C7 1.335(8) . ?
N4 C13 1.337(7) . ?
O5 C24 1.304(9) . ?
C6 N5 1.331(7) . ?
C6 C5 1.479(9) . ?
O4 C19 1.312(8) . ?
O3 C19 1.202(9) . ?
N5 C7 1.337(8) . ?
C13 C14 1.468(8) . ?
O6 C24 1.222(9) . ?
C19 C20 1.509(8) . ?
N1 C1 1.347(8) . ?
N1 C5 1.351(8) . ?
C17 C16 1.363(10) . ?
C17 C18 1.389(10) . ?
C17 H17 0.9300 . ?
C15 C14 1.388(9) . ?
C15 C16 1.400(9) . ?
C15 H15 0.9300 . ?
C27 C26 1.635(11) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C11 C10 1.381(12) . ?
C11 C12 1.375(11) . ?
C11 H11 0.9300 . ?
C2 C3 1.371(10) . ?
C2 C1 1.381(10) . ?
C2 H2 0.9300 . ?
N6 C12 1.335(8) . ?
N6 C8 1.336(9) . ?
C12 H12 0.9300 . ?
C4 C5 1.371(9) . ?
C4 C3 1.383(10) . ?
C4 H4 0.9300 . ?
C8 C9 1.383(9) . ?
C8 C7 1.485(8) . ?
C16 H16 0.9300 . ?
C25 C23 1.389(10) 2_566 ?
C25 C26 1.398(9) . ?
C25 H25 0.9300 . ?
C9 C10 1.395(10) . ?
C9 H9 0.9300 . ?
C1 H1 0.9300 . ?
C20 C21 1.370(10) . ?
C20 C26 1.403(10) . ?
C18 H18 0.9300 . ?
C22 C23 1.379(10) 2_566 ?
C22 C21 1.394(9) . ?
C22 H22 0.9300 . ?
C10 H10 0.9300 . ?
C23 C22 1.379(10) 2_566 ?
C23 C25 1.389(10) 2_566 ?
C23 C24 1.497(9) . ?
C21 H21 0.9300 . ?
C3 H3 0.9300 . ?

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
O1 U1 O2 175.37(19) . . ?
O1 U1 O4 90.2(2) . . ?
O2 U1 O4 93.1(2) . . ?
O1 U1 O5 90.8(2) . . ?
O2 U1 O5 92.9(2) . . ?
O4 U1 O5 81.01(18) . . ?
O1 U1 N2 83.38(19) . . ?
O2 U1 N2 91.99(19) . . ?
O4 U1 N2 137.68(17) . . ?
O5 U1 N2 140.59(17) . . ?
O1 U1 N1 91.3(2) . . ?
O2 U1 N1 86.7(2) . . ?
O4 U1 N1 160.14(18) . . ?
O5 U1 N1 79.17(17) . . ?
N2 U1 N1 62.12(16) . . ?
O1 U1 N3 91.2(2) . . ?
O2 U1 N3 86.4(2) . . ?
O4 U1 N3 76.66(16) . . ?
O5 U1 N3 157.59(17) . . ?
N2 U1 N3 61.78(15) . . ?
N1 U1 N3 123.09(15) . . ?
C13 N2 C6 115.2(5) . . ?
C13 N2 U1 123.4(4) . . ?
C6 N2 U1 121.2(4) . . ?
C18 N3 C14 117.6(5) . . ?
C18 N3 U1 120.7(4) . . ?
C14 N3 U1 121.7(4) . . ?
C7 N4 C13 115.5(5) . . ?
C24 O5 U1 130.6(5) . . ?
N5 C6 N2 124.5(5) . . ?
N5 C6 C5 117.8(5) . . ?
N2 C6 C5 117.5(5) . . ?
C19 O4 U1 129.2(5) . . ?
C6 N5 C7 115.4(5) . . ?
N2 C13 N4 124.6(5) . . ?
N2 C13 C14 117.0(5) . . ?
N4 C13 C14 118.3(5) . . ?
O3 C19 O4 125.3(6) . . ?
O3 C19 C20 122.6(6) . . ?
O4 C19 C20 112.1(6) . . ?
C1 N1 C5 117.0(6) . . ?
C1 N1 U1 120.7(4) . . ?
C5 N1 U1 121.8(4) . . ?
C16 C17 C18 119.0(6) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C14 C15 C16 118.1(6) . . ?
C14 C15 H15 121.0 . . ?
C16 C15 H15 121.0 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C14 C15 122.5(5) . . ?
N3 C14 C13 115.9(5) . . ?
C15 C14 C13 121.6(5) . . ?
C10 C11 C12 118.3(6) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
C3 C2 C1 119.4(6) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C12 N6 C8 117.2(6) . . ?
N6 C12 C11 124.3(7) . . ?
N6 C12 H12 117.8 . . ?
C11 C12 H12 117.8 . . ?
C5 C4 C3 118.6(6) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N6 C8 C9 122.9(6) . . ?
N6 C8 C7 116.4(6) . . ?
C9 C8 C7 120.7(6) . . ?
N4 C7 N5 124.8(5) . . ?
N4 C7 C8 118.1(5) . . ?
N5 C7 C8 117.1(5) . . ?
C17 C16 C15 119.5(6) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C23 C25 C26 122.0(6) 2_566 . ?
C23 C25 H25 119.0 2_566 . ?
C26 C25 H25 119.0 . . ?
C8 C9 C10 118.9(7) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
N1 C5 C4 123.4(6) . . ?
N1 C5 C6 115.0(5) . . ?
C4 C5 C6 121.4(6) . . ?
N1 C1 C2 122.5(6) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C21 C20 C26 120.5(6) . . ?
C21 C20 C19 119.4(6) . . ?
C26 C20 C19 120.1(6) . . ?
N3 C18 C17 123.3(6) . . ?
N3 C18 H18 118.4 . . ?
C17 C18 H18 118.4 . . ?
C23 C22 C21 119.7(7) 2_566 . ?
C23 C22 H22 120.1 2_566 . ?
C21 C22 H22 120.1 . . ?
C25 C26 C20 117.6(7) . . ?
C25 C26 C27 120.9(6) . . ?
C20 C26 C27 121.2(6) . . ?
C11 C10 C9 118.4(7) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C22 C23 C25 119.1(6) 2_566 2_566 ?
C22 C23 C24 118.7(7) 2_566 . ?
C25 C23 C24 122.2(6) 2_566 . ?
O6 C24 O5 123.4(6) . . ?
O6 C24 C23 119.9(7) . . ?
O5 C24 C23 116.6(7) . . ?
C20 C21 C22 121.1(7) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 H21 119.5 . . ?
C2 C3 C4 118.9(6) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 N2 C6 N5 0.6(9) . . . . ?
U1 N2 C6 N5 174.7(5) . . . . ?
C13 N2 C6 C5 175.6(5) . . . . ?
U1 N2 C6 C5 -10.2(7) . . . . ?
N2 C6 N5 C7 0.6(9) . . . . ?
C5 C6 N5 C7 -174.4(5) . . . . ?
C6 N2 C13 N4 -2.4(9) . . . . ?
U1 N2 C13 N4 -176.4(4) . . . . ?
C6 N2 C13 C14 178.5(5) . . . . ?
U1 N2 C13 C14 4.5(7) . . . . ?
C7 N4 C13 N2 2.8(9) . . . . ?
C7 N4 C13 C14 -178.1(5) . . . . ?
U1 O4 C19 O3 -63.8(10) . . . . ?
U1 O4 C19 C20 119.7(6) . . . . ?
C18 N3 C14 C15 -0.1(9) . . . . ?
U1 N3 C14 C15 176.8(5) . . . . ?
C18 N3 C14 C13 179.6(6) . . . . ?
U1 N3 C14 C13 -3.6(7) . . . . ?
C16 C15 C14 N3 -1.1(10) . . . . ?
C16 C15 C14 C13 179.3(6) . . . . ?
N2 C13 C14 N3 -0.5(8) . . . . ?
N4 C13 C14 N3 -179.7(5) . . . . ?
N2 C13 C14 C15 179.1(6) . . . . ?
N4 C13 C14 C15 0.0(9) . . . . ?
C8 N6 C12 C11 -0.9(10) . . . . ?
C10 C11 C12 N6 -2.1(11) . . . . ?
C12 N6 C8 C9 3.3(10) . . . . ?
C12 N6 C8 C7 -179.0(6) . . . . ?
C13 N4 C7 N5 -1.4(9) . . . . ?
C13 N4 C7 C8 -179.4(5) . . . . ?
C6 N5 C7 N4 -0.1(9) . . . . ?
C6 N5 C7 C8 177.9(5) . . . . ?
N6 C8 C7 N4 -0.5(9) . . . . ?
C9 C8 C7 N4 177.2(6) . . . . ?
N6 C8 C7 N5 -178.7(6) . . . . ?
C9 C8 C7 N5 -0.9(9) . . . . ?
C18 C17 C16 C15 -2.0(11) . . . . ?
C14 C15 C16 C17 2.1(11) . . . . ?
N6 C8 C9 C10 -2.6(11) . . . . ?
C7 C8 C9 C10 179.8(6) . . . . ?
C1 N1 C5 C4 1.3(10) . . . . ?
U1 N1 C5 C4 -170.2(5) . . . . ?
C1 N1 C5 C6 -174.5(6) . . . . ?
U1 N1 C5 C6 14.0(7) . . . . ?
C3 C4 C5 N1 -0.9(10) . . . . ?
C3 C4 C5 C6 174.6(6) . . . . ?
N5 C6 C5 N1 173.0(6) . . . . ?
N2 C6 C5 N1 -2.4(8) . . . . ?
N5 C6 C5 C4 -2.9(9) . . . . ?
N2 C6 C5 C4 -178.3(6) . . . . ?
C5 N1 C1 C2 0.0(11) . . . . ?
U1 N1 C1 C2 171.7(6) . . . . ?
C3 C2 C1 N1 -1.8(12) . . . . ?
O3 C19 C20 C21 -130.5(9) . . . . ?
O4 C19 C20 C21 46.2(9) . . . . ?
O3 C19 C20 C26 49.1(10) . . . . ?
O4 C19 C20 C26 -134.3(7) . . . . ?
C14 N3 C18 C17 0.2(10) . . . . ?
U1 N3 C18 C17 -176.7(5) . . . . ?
C16 C17 C18 N3 0.8(12) . . . . ?
C23 C25 C26 C20 3.4(10) 2_566 . . . ?
C23 C25 C26 C27 176.6(7) 2_566 . . . ?
C21 C20 C26 C25 -1.1(10) . . . . ?
C19 C20 C26 C25 179.3(6) . . . . ?
C21 C20 C26 C27 -174.2(7) . . . . ?
C19 C20 C26 C27 6.2(10) . . . . ?
C12 C11 C10 C9 2.7(11) . . . . ?
C8 C9 C10 C11 -0.5(11) . . . . ?
U1 O5 C24 O6 33.2(11) . . . . ?
U1 O5 C24 C23 -147.1(5) . . . . ?
C22 C23 C24 O6 -4.4(11) 2_566 . . . ?
C25 C23 C24 O6 176.6(7) 2_566 . . . ?
C22 C23 C24 O5 175.9(6) 2_566 . . . ?
C25 C23 C24 O5 -3.1(10) 2_566 . . . ?
C26 C20 C21 C22 -1.5(11) . . . . ?
C19 C20 C21 C22 178.1(6) . . . . ?
C23 C22 C21 C20 1.9(11) 2_566 . . . ?
C1 C2 C3 C4 2.1(12) . . . . ?
C5 C4 C3 C2 -0.9(11) . . . . ?

_refine_diff_density_max         4.379
_refine_diff_density_min         -2.368
_refine_diff_density_rms         0.238

_shelxl_version_number           2013-4

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
####################################################################### 
# 
# 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_compound7
_database_code_depnum_ccdc_archive 'CCDC 1400921'
_audit_update_record             
;
2015-05-14 deposited with the CCDC.
2015-07-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C48 H28 N12 O16 S2 U2'
_chemical_formula_sum            'C48 H28 N12 O16 S2 U2'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow-green

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1569.00

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'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.314(4)
_cell_length_b                   10.897(5)
_cell_length_c                   14.017(6)
_cell_angle_alpha                67.557(6)
_cell_angle_beta                 77.931(7)
_cell_angle_gamma                85.379(7)
_cell_volume                     1285.8(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7028
_cell_measurement_theta_min      1.60
_cell_measurement_theta_max      30.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.026
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.131
_exptl_absorpt_coefficient_mu    6.454
_shelx_estimated_absorpt_T_min   0.374
_shelx_estimated_absorpt_T_max   0.485
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3735
_exptl_absorpt_correction_T_max  0.4852
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focused sealed tube'
_diffrn_source_type              'Bruker APEX CCD'
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25026
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.602
_diffrn_reflns_theta_max         30.223
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7028
_reflns_number_gt                5506
_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.
 
 _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       'APEX, Bruker-AXS'
_computing_cell_refinement       'SAINT, Bruker-AXS'
_computing_data_reduction        'SAINT, Bruker-AXS'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELCL-2013 (Sheldrick, 2013)'
_computing_publication_material  'WINGX (Farrugia, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0288P)²+0.1772P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7028
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.0681
_refine_ls_wR_factor_gt          0.0623
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.06270(2) 0.21105(2) 0.77261(2) 0.03313(6) Uani 1 1 d . . . . .
S1 S 0.26616(12) 0.40282(12) 1.05477(9) 0.0409(3) Uani 1 1 d . . . . .
O1 O 0.2255(3) 0.3007(3) 0.7048(2) 0.0421(7) Uani 1 1 d . . . . .
O2 O -0.0949(3) 0.1152(3) 0.8382(2) 0.0459(8) Uani 1 1 d . . . . .
O6 O 0.0378(4) 0.5945(3) 1.2197(2) 0.0487(8) Uani 1 1 d . . . . .
O3 O 0.1091(4) 0.1904(3) 0.9299(2) 0.0466(8) Uani 1 1 d . . . . .
O4 O 0.3401(4) 0.2350(4) 0.9258(3) 0.0657(10) Uani 1 1 d . . . . .
O5 O 0.2792(4) 0.5762(4) 1.1718(3) 0.0566(9) Uani 1 1 d . . . . .
N1 N -0.0601(4) 0.3042(3) 0.6061(3) 0.0355(8) Uani 1 1 d . . . . .
N2 N 0.1318(4) 0.1031(3) 0.6350(2) 0.0314(7) Uani 1 1 d . . . . .
N6 N 0.2154(4) -0.0067(3) 0.8200(2) 0.0342(8) Uani 1 1 d . . . . .
N5 N 0.2867(4) -0.0417(3) 0.5702(3) 0.0365(8) Uani 1 1 d . . . . .
N3 N 0.1415(4) 0.1145(3) 0.4623(3) 0.0359(8) Uani 1 1 d . . . . .
C9 C 0.2742(5) 0.0483(5) 0.2913(3) 0.0429(11) Uani 1 1 d . . . . .
H9 H 0.2127 0.1220 0.2795 0.051 Uiso 1 1 calc R U . . .
N4 N 0.3945(4) -0.1269(4) 0.4105(3) 0.0395(8) Uani 1 1 d . . . . .
C1 C -0.1651(5) 0.3961(5) 0.5975(3) 0.0420(10) Uani 1 1 d . . . . .
H1 H -0.1961 0.4260 0.6524 0.050 Uiso 1 1 calc R U . . .
C6 C 0.0922(5) 0.1558(4) 0.5408(3) 0.0321(9) Uani 1 1 d . . . . .
C2 C -0.2300(5) 0.4489(5) 0.5097(4) 0.0476(12) Uani 1 1 d . . . . .
H2 H -0.3017 0.5143 0.5055 0.057 Uiso 1 1 calc R U . . .
C14 C 0.2689(4) -0.0627(4) 0.7496(3) 0.0325(9) Uani 1 1 d . . . . .
C3 C -0.1870(5) 0.4035(5) 0.4291(3) 0.0448(11) Uani 1 1 d . . . . .
H3 H -0.2301 0.4361 0.3700 0.054 Uiso 1 1 calc R U . . .
C20 C 0.1512(5) 0.3086(4) 1.0294(3) 0.0371(10) Uani 1 1 d . . . . .
C4 C -0.0796(5) 0.3094(4) 0.4382(3) 0.0415(11) Uani 1 1 d . . . . .
H4 H -0.0477 0.2778 0.3843 0.050 Uiso 1 1 calc R U . . .
C18 C 0.2479(5) -0.0659(4) 0.9171(3) 0.0414(11) Uani 1 1 d . . . . .
H18 H 0.2110 -0.0292 0.9673 0.050 Uiso 1 1 calc R U . . .
C5 C -0.0185(4) 0.2612(4) 0.5260(3) 0.0314(9) Uani 1 1 d . . . . .
C7 C 0.2421(5) 0.0200(4) 0.4788(3) 0.0343(9) Uani 1 1 d . . . . .
C16 C 0.3870(5) -0.2337(5) 0.8705(4) 0.0465(11) Uani 1 1 d . . . . .
H16 H 0.4436 -0.3105 0.8876 0.056 Uiso 1 1 calc R U . . .
C13 C 0.2289(5) 0.0041(4) 0.6448(3) 0.0319(9) Uani 1 1 d . . . . .
C21 C 0.0114(5) 0.3156(5) 1.0787(3) 0.0409(10) Uani 1 1 d . . . . .
H21 H -0.0664 0.2711 1.0740 0.049 Uiso 1 1 calc R U . . .
C11 C 0.4245(5) -0.1023(5) 0.2305(4) 0.0471(12) Uani 1 1 d . . . . .
H11 H 0.4672 -0.1328 0.1774 0.057 Uiso 1 1 calc R U . . .
C23 C 0.1246(5) 0.4514(4) 1.1319(3) 0.0356(9) Uani 1 1 d . . . . .
C15 C 0.3559(5) -0.1742(4) 0.7708(3) 0.0406(10) Uani 1 1 d . . . . .
H15 H 0.3929 -0.2088 0.7193 0.049 Uiso 1 1 calc R U . . .
C22 C -0.0046(5) 0.3970(4) 1.1379(3) 0.0409(10) Uani 1 1 d . . . . .
H22 H -0.0936 0.4117 1.1767 0.049 Uiso 1 1 calc R U . . .
C17 C 0.3338(5) -0.1786(5) 0.9446(3) 0.0446(11) Uani 1 1 d . . . . .
H17 H 0.3552 -0.2166 1.0117 0.053 Uiso 1 1 calc R U . . .
C19 C 0.2085(6) 0.2398(5) 0.9563(3) 0.0445(11) Uani 1 1 d . . . . .
C24 C 0.1536(5) 0.5474(4) 1.1762(3) 0.0407(10) Uani 1 1 d . . . . .
C12 C 0.4502(5) -0.1658(5) 0.3312(4) 0.0499(12) Uani 1 1 d . . . . .
H12 H 0.5102 -0.2406 0.3445 0.060 Uiso 1 1 calc R U . . .
C8 C 0.3065(5) -0.0212(4) 0.3896(3) 0.0354(9) Uani 1 1 d . . . . .
C10 C 0.3361(5) 0.0053(5) 0.2106(4) 0.0471(12) Uani 1 1 d . . . . .
H10 H 0.3167 0.0501 0.1433 0.057 Uiso 1 1 calc R U . . .
OW1 O -0.4285(4) 0.7181(5) 0.5630(3) 0.0831(13) Uani 1 1 d . . . . .
OW2 O 0.5404(5) 0.5062(5) 1.2488(4) 0.117(2) Uani 1 1 d . . . . .


_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 1.744(3) . ?
U1 O1 1.756(3) . ?
U1 O3 2.259(3) . ?
U1 O6 2.278(3) 2_567 ?
U1 N2 2.572(3) . ?
U1 N6 2.596(4) . ?
U1 N1 2.628(3) . ?
S1 C23 1.708(4) . ?
S1 C20 1.715(4) . ?
O6 C24 1.293(5) . ?
O6 U1 2.278(3) 2_567 ?
O3 C19 1.289(5) . ?
O4 C19 1.214(5) . ?
O5 C24 1.219(5) . ?
N1 C1 1.331(5) . ?
N1 C5 1.350(5) . ?
N2 C13 1.335(5) . ?
N2 C6 1.340(5) . ?
N6 C14 1.342(5) . ?
N6 C18 1.353(5) . ?
N5 C13 1.323(5) . ?
N5 C7 1.336(5) . ?
N3 C7 1.322(5) . ?
N3 C6 1.326(5) . ?
C9 C8 1.379(6) . ?
C9 C10 1.386(6) . ?
C9 H9 0.9300 . ?
N4 C12 1.330(5) . ?
N4 C8 1.332(5) . ?
C1 C2 1.388(6) . ?
C1 H1 0.9300 . ?
C6 C5 1.463(5) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C14 C15 1.374(6) . ?
C14 C13 1.482(5) . ?
C3 C4 1.363(6) . ?
C3 H3 0.9300 . ?
C20 C21 1.351(6) . ?
C20 C19 1.480(6) . ?
C4 C5 1.365(5) . ?
C4 H4 0.9300 . ?
C18 C17 1.381(6) . ?
C18 H18 0.9300 . ?
C7 C8 1.481(5) . ?
C16 C17 1.377(6) . ?
C16 C15 1.380(6) . ?
C16 H16 0.9300 . ?
C21 C22 1.410(6) . ?
C21 H21 0.9300 . ?
C11 C10 1.350(7) . ?
C11 C12 1.377(7) . ?
C11 H11 0.9300 . ?
C23 C22 1.357(6) . ?
C23 C24 1.471(6) . ?
C15 H15 0.9300 . ?
C22 H22 0.9300 . ?
C17 H17 0.9300 . ?
C12 H12 0.9300 . ?
C10 H10 0.9300 . ?

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 177.01(13) . . ?
O2 U1 O3 89.04(13) . . ?
O1 U1 O3 91.99(13) . . ?
O2 U1 O6 96.13(14) . 2_567 ?
O1 U1 O6 86.81(13) . 2_567 ?
O3 U1 O6 81.07(11) . 2_567 ?
O2 U1 N2 94.24(13) . . ?
O1 U1 N2 83.18(12) . . ?
O3 U1 N2 140.24(11) . . ?
O6 U1 N2 137.53(11) 2_567 . ?
O2 U1 N6 88.31(13) . . ?
O1 U1 N6 89.15(13) . . ?
O3 U1 N6 78.53(11) . . ?
O6 U1 N6 159.05(11) 2_567 . ?
N2 U1 N6 62.01(10) . . ?
O2 U1 N1 87.09(13) . . ?
O1 U1 N1 92.99(12) . . ?
O3 U1 N1 157.79(11) . . ?
O6 U1 N1 77.61(11) 2_567 . ?
N2 U1 N1 61.92(11) . . ?
N6 U1 N1 123.16(10) . . ?
C23 S1 C20 91.8(2) . . ?
C24 O6 U1 141.6(3) . 2_567 ?
C19 O3 U1 132.8(3) . . ?
C1 N1 C5 117.6(4) . . ?
C1 N1 U1 121.2(3) . . ?
C5 N1 U1 121.2(3) . . ?
C13 N2 C6 114.7(3) . . ?
C13 N2 U1 122.2(2) . . ?
C6 N2 U1 122.2(3) . . ?
C14 N6 C18 117.3(4) . . ?
C14 N6 U1 122.1(3) . . ?
C18 N6 U1 120.5(3) . . ?
C13 N5 C7 115.1(3) . . ?
C7 N3 C6 116.0(3) . . ?
C8 C9 C10 118.2(4) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
C12 N4 C8 116.7(4) . . ?
N1 C1 C2 122.5(4) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
N3 C6 N2 124.3(4) . . ?
N3 C6 C5 118.0(3) . . ?
N2 C6 C5 117.6(3) . . ?
C3 C2 C1 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
N6 C14 C15 123.5(4) . . ?
N6 C14 C13 115.6(4) . . ?
C15 C14 C13 120.9(4) . . ?
C4 C3 C2 118.2(4) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C21 C20 C19 128.6(4) . . ?
C21 C20 S1 111.1(3) . . ?
C19 C20 S1 120.2(3) . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
N6 C18 C17 122.6(4) . . ?
N6 C18 H18 118.7 . . ?
C17 C18 H18 118.7 . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 C6 115.8(3) . . ?
C4 C5 C6 122.0(4) . . ?
N3 C7 N5 124.5(4) . . ?
N3 C7 C8 117.0(4) . . ?
N5 C7 C8 118.5(4) . . ?
C17 C16 C15 119.7(4) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
N5 C13 N2 125.2(4) . . ?
N5 C13 C14 118.2(4) . . ?
N2 C13 C14 116.5(3) . . ?
C20 C21 C22 113.2(4) . . ?
C20 C21 H21 123.4 . . ?
C22 C21 H21 123.4 . . ?
C10 C11 C12 118.4(4) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
C22 C23 C24 129.3(4) . . ?
C22 C23 S1 111.6(3) . . ?
C24 C23 S1 119.0(3) . . ?
C14 C15 C16 118.3(4) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C23 C22 C21 112.3(4) . . ?
C23 C22 H22 123.8 . . ?
C21 C22 H22 123.8 . . ?
C16 C17 C18 118.6(4) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
O4 C19 O3 125.8(4) . . ?
O4 C19 C20 119.6(4) . . ?
O3 C19 C20 114.6(4) . . ?
O5 C24 O6 124.5(4) . . ?
O5 C24 C23 120.5(4) . . ?
O6 C24 C23 115.0(4) . . ?
N4 C12 C11 124.1(5) . . ?
N4 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
N4 C8 C9 123.2(4) . . ?
N4 C8 C7 116.5(4) . . ?
C9 C8 C7 120.3(4) . . ?
C11 C10 C9 119.4(4) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.9(7) . . . . ?
U1 N1 C1 C2 178.8(3) . . . . ?
C7 N3 C6 N2 -3.8(6) . . . . ?
C7 N3 C6 C5 179.5(4) . . . . ?
C13 N2 C6 N3 0.9(6) . . . . ?
U1 N2 C6 N3 170.4(3) . . . . ?
C13 N2 C6 C5 177.6(4) . . . . ?
U1 N2 C6 C5 -12.9(5) . . . . ?
N1 C1 C2 C3 1.3(7) . . . . ?
C18 N6 C14 C15 -1.2(6) . . . . ?
U1 N6 C14 C15 176.8(3) . . . . ?
C18 N6 C14 C13 179.1(4) . . . . ?
U1 N6 C14 C13 -2.9(5) . . . . ?
C1 C2 C3 C4 -1.2(7) . . . . ?
C23 S1 C20 C21 0.0(4) . . . . ?
C23 S1 C20 C19 176.5(4) . . . . ?
C2 C3 C4 C5 0.8(7) . . . . ?
C14 N6 C18 C17 0.7(6) . . . . ?
U1 N6 C18 C17 -177.3(3) . . . . ?
C1 N1 C5 C4 0.5(6) . . . . ?
U1 N1 C5 C4 -179.2(3) . . . . ?
C1 N1 C5 C6 -177.2(4) . . . . ?
U1 N1 C5 C6 3.1(5) . . . . ?
C3 C4 C5 N1 -0.4(7) . . . . ?
C3 C4 C5 C6 177.1(4) . . . . ?
N3 C6 C5 N1 -176.9(4) . . . . ?
N2 C6 C5 N1 6.1(6) . . . . ?
N3 C6 C5 C4 5.4(6) . . . . ?
N2 C6 C5 C4 -171.5(4) . . . . ?
C6 N3 C7 N5 5.5(6) . . . . ?
C6 N3 C7 C8 -175.8(4) . . . . ?
C13 N5 C7 N3 -4.0(6) . . . . ?
C13 N5 C7 C8 177.3(4) . . . . ?
C7 N5 C13 N2 0.6(6) . . . . ?
C7 N5 C13 C14 177.7(4) . . . . ?
C6 N2 C13 N5 0.8(6) . . . . ?
U1 N2 C13 N5 -168.7(3) . . . . ?
C6 N2 C13 C14 -176.3(3) . . . . ?
U1 N2 C13 C14 14.2(5) . . . . ?
N6 C14 C13 N5 175.5(4) . . . . ?
C15 C14 C13 N5 -4.1(6) . . . . ?
N6 C14 C13 N2 -7.1(5) . . . . ?
C15 C14 C13 N2 173.2(4) . . . . ?
C19 C20 C21 C22 -176.3(4) . . . . ?
S1 C20 C21 C22 -0.2(5) . . . . ?
C20 S1 C23 C22 0.2(3) . . . . ?
C20 S1 C23 C24 -176.4(4) . . . . ?
N6 C14 C15 C16 1.7(7) . . . . ?
C13 C14 C15 C16 -178.7(4) . . . . ?
C17 C16 C15 C14 -1.6(7) . . . . ?
C24 C23 C22 C21 175.8(4) . . . . ?
S1 C23 C22 C21 -0.3(5) . . . . ?
C20 C21 C22 C23 0.3(6) . . . . ?
C15 C16 C17 C18 1.2(7) . . . . ?
N6 C18 C17 C16 -0.7(7) . . . . ?
U1 O3 C19 O4 -52.4(7) . . . . ?
U1 O3 C19 C20 126.9(4) . . . . ?
C21 C20 C19 O4 -174.0(5) . . . . ?
S1 C20 C19 O4 10.2(6) . . . . ?
C21 C20 C19 O3 6.6(7) . . . . ?
S1 C20 C19 O3 -169.2(3) . . . . ?
U1 O6 C24 O5 46.8(7) 2_567 . . . ?
U1 O6 C24 C23 -134.3(4) 2_567 . . . ?
C22 C23 C24 O5 172.8(5) . . . . ?
S1 C23 C24 O5 -11.3(6) . . . . ?
C22 C23 C24 O6 -6.2(7) . . . . ?
S1 C23 C24 O6 169.7(3) . . . . ?
C8 N4 C12 C11 1.4(7) . . . . ?
C10 C11 C12 N4 -0.9(7) . . . . ?
C12 N4 C8 C9 -1.1(6) . . . . ?
C12 N4 C8 C7 178.7(4) . . . . ?
C10 C9 C8 N4 0.4(7) . . . . ?
C10 C9 C8 C7 -179.4(4) . . . . ?
N3 C7 C8 N4 -172.3(4) . . . . ?
N5 C7 C8 N4 6.5(6) . . . . ?
N3 C7 C8 C9 7.5(6) . . . . ?
N5 C7 C8 C9 -173.7(4) . . . . ?
C12 C11 C10 C9 0.0(7) . . . . ?
C8 C9 C10 C11 0.2(7) . . . . ?

_refine_diff_density_max         0.749
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.131

_shelxl_version_number           2013-4

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?



#==END


