# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1465539'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 N2 O7 U'
_chemical_formula_weight         588.35

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                   7.4418(5)
_cell_length_b                   10.0193(9)
_cell_length_c                   12.2838(10)
_cell_angle_alpha                90.054(5)
_cell_angle_beta                 99.653(5)
_cell_angle_gamma                104.000(4)
_cell_volume                     875.29(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    46377
_cell_measurement_theta_min      3.06
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.232
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    9.314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.266
_exptl_absorpt_correction_T_max  0.432
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 33 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'2 φ and 12 ω scans with 2° steps (769 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            46377
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_av_R_equivalents  0.0668
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.061
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3305
_reflns_number_gt                3054
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms bound to O7 were found on a 
 difference Fourier map and all the others were introduced at calculated
 positions; all were treated as riding atoms with an isotropic displacement
 parameter equal to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0034P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3305
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0217
_refine_ls_wR_factor_ref         0.0424
_refine_ls_wR_factor_gt          0.0414
_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 0.62026(2) 0.29829(2) 0.25106(2) 0.02265(6) Uani 1 1 d . . . . .
O1 O 0.4191(4) 0.1742(2) 0.2766(2) 0.0256(7) Uani 1 1 d . . . . .
O2 O 0.8249(4) 0.4176(2) 0.2255(2) 0.0261(7) Uani 1 1 d . . . . .
O3 O 0.8308(4) 0.1404(3) 0.2877(2) 0.0290(7) Uani 1 1 d . . . . .
O4 O 0.6775(4) 0.1388(2) 0.1192(2) 0.0316(8) Uani 1 1 d . . . . .
O5 O 0.4694(4) 0.3170(3) 0.0606(2) 0.0300(8) Uani 1 1 d . . . . .
O6 O 0.3867(4) 0.4311(3) 0.1866(2) 0.0299(7) Uani 1 1 d . . . . .
O7 O 0.4950(4) 0.1710(3) -0.1351(3) 0.0451(10) Uani 1 1 d . . . . .
H7A H 0.5073 0.2237 -0.0703 0.054 Uiso 1 1 d R U . . .
H7B H 0.4870 0.0874 -0.1148 0.054 Uiso 1 1 d R U . . .
N1 N 0.6622(4) 0.5161(3) 0.3831(3) 0.0251(8) Uani 1 1 d . . . . .
N2 N 0.7120(4) 0.2764(3) 0.4624(2) 0.0222(8) Uani 1 1 d . . . . .
C1 C 0.8111(5) 0.1082(4) 0.1861(3) 0.0256(10) Uani 1 1 d . . . . .
C2 C 0.9464(5) 0.0410(4) 0.1442(3) 0.0306(11) Uani 1 1 d . . . . .
H2A H 0.9393 -0.0488 0.1790 0.037 Uiso 1 1 calc R U . . .
H2B H 1.0752 0.0989 0.1687 0.037 Uiso 1 1 calc R U . . .
C3 C 0.9157(5) 0.0167(4) 0.0200(3) 0.0264(10) Uani 1 1 d . . . . .
H3A H 0.8899 0.1000 -0.0162 0.032 Uiso 1 1 calc R U . . .
H3B H 0.8037 -0.0604 -0.0028 0.032 Uiso 1 1 calc R U . . .
C4 C 0.3599(5) 0.3833(3) 0.0879(3) 0.0254(10) Uani 1 1 d . . . . .
C5 C 0.1910(5) 0.3986(4) 0.0057(3) 0.0285(10) Uani 1 1 d . . . . .
H5A H 0.0981 0.3083 -0.0052 0.034 Uiso 1 1 calc R U . . .
H5B H 0.2317 0.4219 -0.0661 0.034 Uiso 1 1 calc R U . . .
C6 C 0.0937(5) 0.5054(4) 0.0370(3) 0.0262(10) Uani 1 1 d . . . . .
H6A H 0.0740 0.4940 0.1145 0.031 Uiso 1 1 calc R U . . .
H6B H 0.1758 0.5984 0.0324 0.031 Uiso 1 1 calc R U . . .
C7 C 0.6564(5) 0.6370(4) 0.3374(3) 0.0293(10) Uani 1 1 d . . . . .
H7 H 0.6006 0.6356 0.2618 0.035 Uiso 1 1 calc R U . . .
C8 C 0.7267(6) 0.7637(4) 0.3937(4) 0.0318(11) Uani 1 1 d . . . . .
H8 H 0.7227 0.8473 0.3579 0.038 Uiso 1 1 calc R U . . .
C9 C 0.8033(5) 0.7629(4) 0.5046(3) 0.0331(11) Uani 1 1 d . . . . .
H9 H 0.8498 0.8471 0.5472 0.040 Uiso 1 1 calc R U . . .
C10 C 0.8120(6) 0.6410(4) 0.5531(3) 0.0316(11) Uani 1 1 d . . . . .
H10 H 0.8662 0.6405 0.6288 0.038 Uiso 1 1 calc R U . . .
C11 C 0.7407(5) 0.5179(4) 0.4903(3) 0.0230(9) Uani 1 1 d . . . . .
C12 C 0.7475(5) 0.3830(4) 0.5370(3) 0.0248(10) Uani 1 1 d . . . . .
C13 C 0.7797(6) 0.3646(4) 0.6500(3) 0.0309(11) Uani 1 1 d . . . . .
H13 H 0.8029 0.4409 0.7008 0.037 Uiso 1 1 calc R U . . .
C14 C 0.7779(6) 0.2356(4) 0.6879(3) 0.0331(11) Uani 1 1 d . . . . .
H14 H 0.8024 0.2221 0.7650 0.040 Uiso 1 1 calc R U . . .
C15 C 0.7400(6) 0.1252(4) 0.6124(3) 0.0320(10) Uani 1 1 d . . . . .
H15 H 0.7352 0.0345 0.6363 0.038 Uiso 1 1 calc R U . . .
C16 C 0.7093(6) 0.1513(4) 0.5013(3) 0.0300(10) Uani 1 1 d . . . . .
H16 H 0.6848 0.0760 0.4494 0.036 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 1.768(3) . ?
U1 O1 1.772(3) . ?
U1 O4 2.432(3) . ?
U1 O5 2.448(2) . ?
U1 O6 2.465(2) . ?
U1 O3 2.475(2) . ?
U1 N2 2.594(3) . ?
U1 N1 2.643(3) . ?
O3 C1 1.264(5) . ?
O4 C1 1.277(4) . ?
O5 C4 1.253(4) . ?
O6 C4 1.270(5) . ?
O7 H7A 0.9345 . ?
O7 H7B 0.8650 . ?
N1 C7 1.344(4) . ?
N1 C11 1.345(4) . ?
N2 C16 1.338(5) . ?
N2 C12 1.353(4) . ?
C1 C2 1.495(5) . ?
C2 C3 1.515(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3 1.529(8) 2_755 ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.513(4) . ?
C5 C6 1.512(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C6 1.512(5) 2_565 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.385(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.370(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.477(5) . ?
C12 C13 1.390(6) . ?
C13 C14 1.372(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O1 178.06(10) . . ?
O2 U1 O4 87.99(12) . . ?
O1 U1 O4 90.52(11) . . ?
O2 U1 O5 89.41(10) . . ?
O1 U1 O5 91.14(11) . . ?
O4 U1 O5 66.04(8) . . ?
O2 U1 O6 99.04(11) . . ?
O1 U1 O6 82.76(11) . . ?
O4 U1 O6 117.93(8) . . ?
O5 U1 O6 52.60(9) . . ?
O2 U1 O3 84.07(11) . . ?
O1 U1 O3 94.03(11) . . ?
O4 U1 O3 52.95(8) . . ?
O5 U1 O3 118.75(9) . . ?
O6 U1 O3 170.47(7) . . ?
O2 U1 N2 99.84(11) . . ?
O1 U1 N2 79.87(11) . . ?
O4 U1 N2 121.24(8) . . ?
O5 U1 N2 168.17(10) . . ?
O6 U1 N2 117.99(10) . . ?
O3 U1 N2 69.96(9) . . ?
O2 U1 N1 74.10(12) . . ?
O1 U1 N1 107.33(12) . . ?
O4 U1 N1 161.96(11) . . ?
O5 U1 N1 114.93(8) . . ?
O6 U1 N1 68.32(8) . . ?
O3 U1 N1 121.20(7) . . ?
N2 U1 N1 61.47(9) . . ?
C1 O3 U1 92.21(19) . . ?
C1 O4 U1 93.8(2) . . ?
C4 O5 U1 94.1(2) . . ?
C4 O6 U1 92.8(2) . . ?
H7A O7 H7B 105.6 . . ?
C7 N1 C11 118.1(3) . . ?
C7 N1 U1 118.4(2) . . ?
C11 N1 U1 120.7(2) . . ?
C16 N2 C12 117.6(3) . . ?
C16 N2 U1 118.6(2) . . ?
C12 N2 U1 123.5(2) . . ?
O3 C1 O4 118.9(4) . . ?
O3 C1 C2 120.7(3) . . ?
O4 C1 C2 120.4(4) . . ?
C1 C2 C3 115.6(3) . . ?
C1 C2 H2A 108.4 . . ?
C3 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
C3 C2 H2B 108.4 . . ?
H2A C2 H2B 107.4 . . ?
C2 C3 C3 112.9(3) . 2_755 ?
C2 C3 H3A 109.0 . . ?
C3 C3 H3A 109.0 2_755 . ?
C2 C3 H3B 109.0 . . ?
C3 C3 H3B 109.0 2_755 . ?
H3A C3 H3B 107.8 . . ?
O5 C4 O6 119.3(3) . . ?
O5 C4 C5 120.2(3) . . ?
O6 C4 C5 120.4(4) . . ?
C4 C5 C6 115.9(3) . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C6 C6 C5 112.3(3) 2_565 . ?
C6 C6 H6A 109.1 2_565 . ?
C5 C6 H6A 109.1 . . ?
C6 C6 H6B 109.1 2_565 . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
N1 C7 C8 124.0(3) . . ?
N1 C7 H7 118.0 . . ?
C8 C7 H7 118.0 . . ?
C7 C8 C9 116.9(4) . . ?
C7 C8 H8 121.6 . . ?
C9 C8 H8 121.6 . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.4(3) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
N1 C11 C10 121.4(3) . . ?
N1 C11 C12 116.4(3) . . ?
C10 C11 C12 122.2(3) . . ?
N2 C12 C13 121.7(3) . . ?
N2 C12 C11 115.6(3) . . ?
C13 C12 C11 122.6(3) . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 119.3(4) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C16 C15 C14 117.9(4) . . ?
C16 C15 H15 121.0 . . ?
C14 C15 H15 121.0 . . ?
N2 C16 C15 123.9(3) . . ?
N2 C16 H16 118.0 . . ?
C15 C16 H16 118.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7A O5 0.93 1.95 2.870(4) 166.6 .
O7 H7B O4 0.87 2.30 3.078(4) 150.5 2_655

_refine_diff_density_max         0.963
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.159

_shelxl_version_number           2014-3

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1465540'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 N2 O6 U'
_chemical_formula_weight         608.38

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   7.4929(6)
_cell_length_b                   11.4014(6)
_cell_length_c                   21.3247(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1821.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    63950
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.218
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    8.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.320
_exptl_absorpt_correction_T_max  0.489
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 31 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and six ω scans with 2° steps (404 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            63950
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.253
_diffrn_reflns_theta_max         25.676
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3445
_reflns_number_gt                3239
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms were introduced at calculated
 positions and were treated as riding atoms with an isotropic displacement
 parameter equal to 1.2 times that of the parent atom.
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0608P)²+0.9082P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.073(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3445
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0297
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0845
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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 0.33547(5) 0.04226(3) 0.62281(2) 0.02434(14) Uani 1 1 d . . . . .
O1 O 0.1084(10) 0.0073(7) 0.6095(4) 0.0314(18) Uani 1 1 d . . . . .
O2 O 0.5614(9) 0.0752(7) 0.6401(4) 0.0307(18) Uani 1 1 d . . . . .
O3 O 0.2611(11) 0.2385(6) 0.5844(4) 0.0306(18) Uani 1 1 d . . . . .
O4 O 0.3927(11) 0.1253(7) 0.5173(3) 0.0290(17) Uani 1 1 d . . . . .
O5 O 0.4130(14) 0.9040(7) 0.5403(4) 0.041(2) Uani 1 1 d . . . . .
O6 O 0.4035(11) 0.8301(6) 0.6346(4) 0.0315(17) Uani 1 1 d . . . . .
N1 N 0.2829(12) 0.1983(7) 0.7132(4) 0.024(2) Uani 1 1 d . . . . .
N2 N 0.2468(13) -0.0352(7) 0.7378(4) 0.0269(19) Uani 1 1 d . . . . .
C1 C 0.3304(17) 0.2258(9) 0.5312(5) 0.026(2) Uani 1 1 d . . . . .
C2 C 0.3393(17) 0.3225(8) 0.4838(5) 0.025(2) Uani 1 1 d . . . . .
H2A H 0.2422 0.3117 0.4529 0.030 Uiso 1 1 calc R U . . .
H2B H 0.4542 0.3172 0.4611 0.030 Uiso 1 1 calc R U . . .
C3 C 0.3227(15) 0.4458(9) 0.5134(5) 0.031(2) Uani 1 1 d . . . . .
H3A H 0.3124 0.5046 0.4794 0.037 Uiso 1 1 calc R U . . .
H3B H 0.2118 0.4492 0.5386 0.037 Uiso 1 1 calc R U . . .
C4 C 0.4810(14) 0.4783(8) 0.5554(5) 0.024(2) Uani 1 1 d . . . . .
H4A H 0.5029 0.4135 0.5853 0.029 Uiso 1 1 calc R U . . .
H4B H 0.5889 0.4869 0.5290 0.029 Uiso 1 1 calc R U . . .
C5 C 0.4523(15) 0.5914(9) 0.5921(5) 0.027(2) Uani 1 1 d . . . . .
H5A H 0.3386 0.5868 0.6156 0.033 Uiso 1 1 calc R U . . .
H5B H 0.5504 0.6019 0.6227 0.033 Uiso 1 1 calc R U . . .
C6 C 0.4473(19) 0.6951(9) 0.5477(5) 0.035(3) Uani 1 1 d . . . . .
H6A H 0.3498 0.6817 0.5172 0.042 Uiso 1 1 calc R U . . .
H6B H 0.5606 0.6961 0.5238 0.042 Uiso 1 1 calc R U . . .
C7 C 0.4209(17) 0.8157(10) 0.5764(6) 0.033(3) Uani 1 1 d . . . . .
C8 C 0.3172(16) 0.3146(10) 0.7051(5) 0.032(2) Uani 1 1 d . . . . .
H8 H 0.3718 0.3389 0.6671 0.038 Uiso 1 1 calc R U . . .
C9 C 0.2771(17) 0.3986(10) 0.7492(5) 0.034(3) Uani 1 1 d . . . . .
H9 H 0.3074 0.4782 0.7413 0.041 Uiso 1 1 calc R U . . .
C10 C 0.1948(15) 0.3695(11) 0.8039(5) 0.032(2) Uani 1 1 d . . . . .
H10 H 0.1615 0.4285 0.8332 0.038 Uiso 1 1 calc R U . . .
C11 C 0.1600(16) 0.2513(10) 0.8164(5) 0.030(2) Uani 1 1 d . . . . .
C12 C 0.2088(13) 0.1657(9) 0.7700(5) 0.025(2) Uani 1 1 d . . . . .
C13 C 0.1875(13) 0.0407(9) 0.7823(5) 0.025(2) Uani 1 1 d . . . . .
C14 C 0.1193(15) 0.0076(11) 0.8405(6) 0.034(3) Uani 1 1 d . . . . .
C15 C 0.0666(16) 0.0938(12) 0.8855(6) 0.039(3) Uani 1 1 d . . . . .
H15 H 0.0181 0.0692 0.9245 0.047 Uiso 1 1 calc R U . . .
C16 C 0.0838(15) 0.2065(10) 0.8740(6) 0.034(2) Uani 1 1 d . . . . .
H16 H 0.0445 0.2608 0.9049 0.041 Uiso 1 1 calc R U . . .
C17 C 0.1060(15) -0.1122(11) 0.8534(5) 0.032(3) Uani 1 1 d . . . . .
H17 H 0.0561 -0.1387 0.8918 0.039 Uiso 1 1 calc R U . . .
C18 C 0.1674(19) -0.1920(11) 0.8089(5) 0.039(3) Uani 1 1 d . . . . .
H18 H 0.1647 -0.2739 0.8171 0.047 Uiso 1 1 calc R U . . .
C19 C 0.2322(15) -0.1499(9) 0.7527(5) 0.029(2) Uani 1 1 d . . . . .
H19 H 0.2693 -0.2057 0.7222 0.035 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 O1 1.770(7) . ?
U1 O2 1.773(7) . ?
U1 O5 2.432(8) 1_545 ?
U1 O3 2.447(7) . ?
U1 O4 2.477(7) . ?
U1 O6 2.485(7) 1_545 ?
U1 N1 2.652(8) . ?
U1 N2 2.690(9) . ?
O3 C1 1.257(13) . ?
O4 C1 1.273(13) . ?
O5 C7 1.269(13) . ?
O5 U1 2.432(8) 1_565 ?
O6 C7 1.259(15) . ?
O6 U1 2.485(7) 1_565 ?
N1 C8 1.361(14) . ?
N1 C12 1.384(14) . ?
N2 C19 1.350(14) . ?
N2 C13 1.359(13) . ?
C1 C2 1.496(13) . ?
C2 C3 1.546(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.532(15) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.524(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.515(14) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.518(16) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 C9 1.375(16) . ?
C8 H8 0.9500 . ?
C9 C10 1.362(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.398(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.437(14) . ?
C11 C16 1.448(17) . ?
C12 C13 1.458(15) . ?
C13 C14 1.395(16) . ?
C14 C17 1.397(17) . ?
C14 C15 1.428(18) . ?
C15 C16 1.314(19) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.394(17) . ?
C17 H17 0.9500 . ?
C18 C19 1.379(17) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?

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 177.1(4) . . ?
O1 U1 O5 88.2(4) . 1_545 ?
O2 U1 O5 93.4(3) . 1_545 ?
O1 U1 O3 86.2(3) . . ?
O2 U1 O3 95.4(3) . . ?
O5 U1 O3 113.9(2) 1_545 . ?
O1 U1 O4 96.2(3) . . ?
O2 U1 O4 86.7(3) . . ?
O5 U1 O4 63.2(2) 1_545 . ?
O3 U1 O4 52.1(2) . . ?
O1 U1 O6 89.7(3) . 1_545 ?
O2 U1 O6 89.4(3) . 1_545 ?
O5 U1 O6 52.7(2) 1_545 1_545 ?
O3 U1 O6 166.1(2) . 1_545 ?
O4 U1 O6 115.4(3) . 1_545 ?
O1 U1 N1 97.1(3) . . ?
O2 U1 N1 81.3(3) . . ?
O5 U1 N1 174.7(3) 1_545 . ?
O3 U1 N1 66.2(3) . . ?
O4 U1 N1 115.4(3) . . ?
O6 U1 N1 127.6(3) 1_545 . ?
O1 U1 N2 80.5(3) . . ?
O2 U1 N2 96.6(3) . . ?
O5 U1 N2 120.4(2) 1_545 . ?
O3 U1 N2 123.3(3) . . ?
O4 U1 N2 174.8(3) . . ?
O6 U1 N2 68.8(3) 1_545 . ?
N1 U1 N2 61.4(3) . . ?
C1 O3 U1 95.9(6) . . ?
C1 O4 U1 94.0(6) . . ?
C7 O5 U1 95.0(7) . 1_565 ?
C7 O6 U1 92.8(7) . 1_565 ?
C8 N1 C12 116.6(9) . . ?
C8 N1 U1 122.2(7) . . ?
C12 N1 U1 121.1(7) . . ?
C19 N2 C13 115.3(9) . . ?
C19 N2 U1 123.5(7) . . ?
C13 N2 U1 120.5(6) . . ?
O3 C1 O4 117.7(9) . . ?
O3 C1 C2 122.9(9) . . ?
O4 C1 C2 119.4(9) . . ?
C1 C2 C3 113.0(8) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C4 C3 C2 113.4(9) . . ?
C4 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C3 113.4(9) . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4B 108.9 . . ?
C3 C4 H4B 108.9 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C4 110.0(8) . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 C7 117.2(9) . . ?
C5 C6 H6A 108.0 . . ?
C7 C6 H6A 108.0 . . ?
C5 C6 H6B 108.0 . . ?
C7 C6 H6B 108.0 . . ?
H6A C6 H6B 107.2 . . ?
O6 C7 O5 119.3(11) . . ?
O6 C7 C6 122.0(10) . . ?
O5 C7 C6 118.7(10) . . ?
N1 C8 C9 123.4(11) . . ?
N1 C8 H8 118.3 . . ?
C9 C8 H8 118.3 . . ?
C10 C9 C8 121.0(11) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C11 118.9(11) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C10 C11 C12 118.4(10) . . ?
C10 C11 C16 125.1(10) . . ?
C12 C11 C16 116.4(10) . . ?
N1 C12 C11 121.5(10) . . ?
N1 C12 C13 117.6(9) . . ?
C11 C12 C13 120.8(10) . . ?
N2 C13 C14 124.7(10) . . ?
N2 C13 C12 117.5(9) . . ?
C14 C13 C12 117.6(10) . . ?
C13 C14 C17 117.8(12) . . ?
C13 C14 C15 120.8(11) . . ?
C17 C14 C15 121.4(11) . . ?
C16 C15 C14 121.4(12) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C11 122.7(11) . . ?
C15 C16 H16 118.6 . . ?
C11 C16 H16 118.6 . . ?
C18 C17 C14 118.7(11) . . ?
C18 C17 H17 120.6 . . ?
C14 C17 H17 120.6 . . ?
C19 C18 C17 118.8(11) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
N2 C19 C18 124.7(11) . . ?
N2 C19 H19 117.7 . . ?
C18 C19 H19 117.7 . . ?

_refine_diff_density_max         0.878
_refine_diff_density_min         -1.525
_refine_diff_density_rms         0.163

_shelxl_version_number           2014-3

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1465541'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 N2 O6 U'
_chemical_formula_weight         598.39

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   6.8419(3)
_cell_length_b                   14.9035(10)
_cell_length_c                   18.3664(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.677(4)
_cell_angle_gamma                90
_cell_volume                     1856.00(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    57950
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.141
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    8.783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.309
_exptl_absorpt_correction_T_max  0.541
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 31 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and four ω scans with 2° steps (440 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            57950
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.238
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3514
_reflns_number_gt                3066
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms were introduced at calculated
 positions and were treated as riding atoms with an isotropic displacement
 parameter equal to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0318P)²+1.1325P] 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         3514
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0731
_refine_ls_wR_factor_gt          0.0709
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_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 0.28291(2) 0.71749(2) 0.59472(2) 0.02862(9) Uani 1 1 d . . . . .
O1 O 0.1103(5) 0.6680(3) 0.64620(18) 0.0344(9) Uani 1 1 d . . . . .
O2 O 0.4563(5) 0.7735(2) 0.5482(2) 0.0350(9) Uani 1 1 d . . . . .
O3 O 0.5659(5) 0.6421(3) 0.66086(18) 0.0332(8) Uani 1 1 d . . . . .
O4 O 0.4744(5) 0.7641(3) 0.71276(18) 0.0347(8) Uani 1 1 d . . . . .
O5 O -0.1447(5) 0.3628(3) 0.87171(19) 0.0394(9) Uani 1 1 d . . . . .
O6 O -0.0108(5) 0.2982(3) 0.97317(19) 0.0369(9) Uani 1 1 d . . . . .
N1 N 0.2915(5) 0.5432(3) 0.5666(2) 0.0295(10) Uani 1 1 d . . . . .
N2 N 0.2038(5) 0.6582(3) 0.4573(2) 0.0283(9) Uani 1 1 d . . . . .
C1 C 0.5864(7) 0.6963(4) 0.7144(3) 0.0322(12) Uani 1 1 d . . . . .
C2 C 0.7349(7) 0.6760(4) 0.7803(3) 0.0351(13) Uani 1 1 d . . . . .
H2A H 0.8093 0.7313 0.7959 0.042 Uiso 1 1 calc R U . . .
H2B H 0.8300 0.6308 0.7668 0.042 Uiso 1 1 calc R U . . .
C3 C 0.6358(8) 0.6406(4) 0.8438(3) 0.0382(13) Uani 1 1 d . . . . .
H3A H 0.5635 0.6906 0.8637 0.046 Uiso 1 1 calc R U . . .
H3B H 0.7392 0.6204 0.8833 0.046 Uiso 1 1 calc R U . . .
C4 C 0.4924(8) 0.5634(4) 0.8239(3) 0.0395(14) Uani 1 1 d . . . . .
H4A H 0.3825 0.5850 0.7876 0.047 Uiso 1 1 calc R U . . .
H4B H 0.5615 0.5153 0.8003 0.047 Uiso 1 1 calc R U . . .
C5 C 0.4078(8) 0.5240(4) 0.8891(3) 0.0375(13) Uani 1 1 d . . . . .
H5A H 0.3618 0.5738 0.9183 0.045 Uiso 1 1 calc R U . . .
H5B H 0.5142 0.4923 0.9208 0.045 Uiso 1 1 calc R U . . .
C6 C 0.2371(8) 0.4591(4) 0.8687(3) 0.0407(14) Uani 1 1 d . . . . .
H6A H 0.1312 0.4894 0.8356 0.049 Uiso 1 1 calc R U . . .
H6B H 0.2831 0.4070 0.8423 0.049 Uiso 1 1 calc R U . . .
C7 C 0.1569(8) 0.4274(4) 0.9367(3) 0.0419(14) Uani 1 1 d . . . . .
H7A H 0.2672 0.4010 0.9703 0.050 Uiso 1 1 calc R U . . .
H7B H 0.1100 0.4805 0.9617 0.050 Uiso 1 1 calc R U . . .
C8 C -0.0078(7) 0.3600(4) 0.9264(3) 0.0359(13) Uani 1 1 d . . . . .
C9 C 0.3225(7) 0.4861(4) 0.6243(3) 0.0324(12) Uani 1 1 d . . . . .
H9 H 0.3479 0.5111 0.6723 0.039 Uiso 1 1 calc R U . . .
C10 C 0.3195(7) 0.3950(4) 0.6178(3) 0.0323(12) Uani 1 1 d . . . . .
H10 H 0.3454 0.3581 0.6602 0.039 Uiso 1 1 calc R U . . .
C11 C 0.2785(6) 0.3571(4) 0.5491(3) 0.0313(12) Uani 1 1 d . . . . .
H11 H 0.2754 0.2938 0.5430 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2415(6) 0.4145(4) 0.4887(3) 0.0299(11) Uani 1 1 d . . . . .
H12 H 0.2120 0.3905 0.4406 0.036 Uiso 1 1 calc R U . . .
C13 C 0.2482(6) 0.5061(4) 0.4992(3) 0.0272(11) Uani 1 1 d . . . . .
C14 C 0.2113(6) 0.5716(4) 0.4381(3) 0.0281(11) Uani 1 1 d . . . . .
C15 C 0.1905(7) 0.5447(4) 0.3646(3) 0.0313(12) Uani 1 1 d . . . . .
H15 H 0.1894 0.4828 0.3523 0.038 Uiso 1 1 calc R U . . .
C16 C 0.1716(7) 0.6092(4) 0.3102(3) 0.0373(14) Uani 1 1 d . . . . .
H16 H 0.1598 0.5923 0.2600 0.045 Uiso 1 1 calc R U . . .
C17 C 0.1700(7) 0.6988(4) 0.3298(3) 0.0349(13) Uani 1 1 d . . . . .
H17 H 0.1594 0.7447 0.2935 0.042 Uiso 1 1 calc R U . . .
C18 C 0.1844(7) 0.7198(4) 0.4038(3) 0.0323(13) Uani 1 1 d . . . . .
H18 H 0.1801 0.7812 0.4172 0.039 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 1.762(4) . ?
U1 O1 1.770(3) . ?
U1 O6 2.418(3) 2_556 ?
U1 O3 2.421(3) . ?
U1 O5 2.473(4) 2_556 ?
U1 O4 2.478(3) . ?
U1 N1 2.651(5) . ?
U1 N2 2.660(4) . ?
O3 C1 1.266(6) . ?
O4 C1 1.267(6) . ?
O5 C8 1.279(6) . ?
O5 U1 2.473(4) 2_546 ?
O6 C8 1.262(6) . ?
O6 U1 2.418(3) 2_546 ?
N1 C13 1.353(6) . ?
N1 C9 1.353(7) . ?
N2 C18 1.338(7) . ?
N2 C14 1.341(7) . ?
C1 C2 1.503(7) . ?
C2 C3 1.520(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.525(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.516(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.524(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.505(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.503(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.363(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.378(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.483(7) . ?
C14 C15 1.397(7) . ?
C15 C16 1.380(8) . ?
C15 H15 0.9500 . ?
C16 C17 1.384(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(7) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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 175.73(16) . . ?
O2 U1 O6 92.07(15) . 2_556 ?
O1 U1 O6 87.72(15) . 2_556 ?
O2 U1 O3 85.30(15) . . ?
O1 U1 O3 94.84(14) . . ?
O6 U1 O3 177.26(13) 2_556 . ?
O2 U1 O5 90.64(15) . 2_556 ?
O1 U1 O5 85.82(16) . 2_556 ?
O6 U1 O5 53.09(12) 2_556 2_556 ?
O3 U1 O5 126.03(12) . 2_556 ?
O2 U1 O4 88.85(15) . . ?
O1 U1 O4 87.84(14) . . ?
O6 U1 O4 126.32(13) 2_556 . ?
O3 U1 O4 52.93(12) . . ?
O5 U1 O4 73.24(12) 2_556 . ?
O2 U1 N1 109.62(14) . . ?
O1 U1 N1 74.28(15) . . ?
O6 U1 N1 115.00(13) 2_556 . ?
O3 U1 N1 66.77(12) . . ?
O5 U1 N1 157.74(12) 2_556 . ?
O4 U1 N1 114.98(13) . . ?
O2 U1 N2 76.21(14) . . ?
O1 U1 N2 107.62(14) . . ?
O6 U1 N2 68.34(12) 2_556 . ?
O3 U1 N2 111.69(12) . . ?
O5 U1 N2 119.40(13) 2_556 . ?
O4 U1 N2 160.02(12) . . ?
N1 U1 N2 59.80(13) . . ?
C1 O3 U1 95.3(3) . . ?
C1 O4 U1 92.6(3) . . ?
C8 O5 U1 92.3(3) . 2_546 ?
C8 O6 U1 95.4(3) . 2_546 ?
C13 N1 C9 116.9(5) . . ?
C13 N1 U1 124.8(3) . . ?
C9 N1 U1 117.9(3) . . ?
C18 N2 C14 118.1(4) . . ?
C18 N2 U1 117.2(3) . . ?
C14 N2 U1 124.0(3) . . ?
O3 C1 O4 119.1(5) . . ?
O3 C1 C2 119.4(5) . . ?
O4 C1 C2 121.4(5) . . ?
C1 C2 C3 111.4(4) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 114.6(4) . . ?
C2 C3 H3A 108.6 . . ?
C4 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C5 C4 C3 113.8(5) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C6 114.4(5) . . ?
C4 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
C4 C5 H5B 108.7 . . ?
C6 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C7 C6 C5 110.4(5) . . ?
C7 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 117.1(5) . . ?
C8 C7 H7A 108.0 . . ?
C6 C7 H7A 108.0 . . ?
C8 C7 H7B 108.0 . . ?
C6 C7 H7B 108.0 . . ?
H7A C7 H7B 107.3 . . ?
O6 C8 O5 118.8(5) . . ?
O6 C8 C7 118.8(5) . . ?
O5 C8 C7 122.4(5) . . ?
N1 C9 C10 123.9(5) . . ?
N1 C9 H9 118.0 . . ?
C10 C9 H9 118.0 . . ?
C9 C10 C11 119.3(5) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C10 C11 C12 118.0(6) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 H11 121.0 . . ?
C13 C12 C11 119.8(5) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
N1 C13 C12 122.1(5) . . ?
N1 C13 C14 114.7(5) . . ?
C12 C13 C14 123.2(5) . . ?
N2 C14 C15 121.8(5) . . ?
N2 C14 C13 116.4(4) . . ?
C15 C14 C13 121.8(5) . . ?
C16 C15 C14 119.2(5) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C17 119.2(5) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 118.1(5) . . ?
C16 C17 H17 121.0 . . ?
C18 C17 H17 121.0 . . ?
N2 C18 C17 123.6(5) . . ?
N2 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?

_refine_diff_density_max         0.892
_refine_diff_density_min         -1.483
_refine_diff_density_rms         0.151

_shelxl_version_number           2014-3

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1465542'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 N2 O6 U'
_chemical_formula_weight         636.43

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                   8.9926(5)
_cell_length_b                   10.1782(6)
_cell_length_c                   12.3340(8)
_cell_angle_alpha                74.294(3)
_cell_angle_beta                 69.809(4)
_cell_angle_gamma                75.184(4)
_cell_volume                     1003.39(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    57063
_cell_measurement_theta_min      2.11
_cell_measurement_theta_max      28.70

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.107
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    8.130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.254
_exptl_absorpt_correction_T_max  0.444
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 30 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'2 φ and 13 ω scans with 2° steps (653 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            57063
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_av_R_equivalents  0.0557
_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         2.113
_diffrn_reflns_theta_max         28.700
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5177
_reflns_number_gt                4698
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms were introduced at calculated
 positions and were treated as riding atoms with an isotropic displacement
 parameter equal to 1.2 times that of the parent atom
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0224P)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         5177
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0243
_refine_ls_wR_factor_ref         0.0563
_refine_ls_wR_factor_gt          0.0549
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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 0.23674(2) 0.11863(2) 0.66600(2) 0.02343(5) Uani 1 1 d . . . . .
O1 O 0.0324(3) 0.1996(2) 0.7150(2) 0.0298(5) Uani 1 1 d . . . . .
O2 O 0.4404(3) 0.0382(2) 0.6187(2) 0.0310(6) Uani 1 1 d . . . . .
O3 O 0.2499(3) 0.2042(2) 0.45464(19) 0.0271(5) Uani 1 1 d . . . . .
O4 O 0.1742(3) 0.0045(2) 0.54369(19) 0.0277(5) Uani 1 1 d . . . . .
O5 O 0.1472(3) 0.8955(2) -0.2324(2) 0.0341(6) Uani 1 1 d . . . . .
O6 O 0.2119(3) 1.0014(2) -0.1277(2) 0.0304(5) Uani 1 1 d . . . . .
N1 N 0.3848(3) 0.2247(3) 0.7687(2) 0.0269(6) Uani 1 1 d . . . . .
N2 N 0.2585(4) 0.3877(3) 0.5969(2) 0.0260(6) Uani 1 1 d . . . . .
C1 C 0.2089(4) 0.0963(3) 0.4493(3) 0.0248(7) Uani 1 1 d . . . . .
C2 C 0.1990(4) 0.0693(3) 0.3381(3) 0.0282(7) Uani 1 1 d . . . . .
H2A H 0.0853 0.0669 0.3490 0.034 Uiso 1 1 calc R U . . .
H2B H 0.2622 -0.0240 0.3277 0.034 Uiso 1 1 calc R U . . .
C3 C 0.2582(4) 0.1731(3) 0.2249(3) 0.0278(7) Uani 1 1 d . . . . .
H3A H 0.2729 0.1324 0.1567 0.033 Uiso 1 1 calc R U . . .
H3B H 0.3647 0.1885 0.2204 0.033 Uiso 1 1 calc R U . . .
C4 C 0.1441(4) 0.3137(3) 0.2150(3) 0.0273(7) Uani 1 1 d . . . . .
H4A H 0.0346 0.2983 0.2275 0.033 Uiso 1 1 calc R U . . .
H4B H 0.1386 0.3597 0.2779 0.033 Uiso 1 1 calc R U . . .
C5 C 0.1990(4) 0.4087(3) 0.0953(3) 0.0285(7) Uani 1 1 d . . . . .
H5A H 0.3134 0.4141 0.0785 0.034 Uiso 1 1 calc R U . . .
H5B H 0.1915 0.3678 0.0335 0.034 Uiso 1 1 calc R U . . .
C6 C 0.0995(4) 0.5553(3) 0.0887(3) 0.0271(7) Uani 1 1 d . . . . .
H6A H 0.0983 0.5930 0.1551 0.033 Uiso 1 1 calc R U . . .
H6B H -0.0129 0.5510 0.0976 0.033 Uiso 1 1 calc R U . . .
C7 C 0.1652(4) 0.6535(3) -0.0275(3) 0.0278(7) Uani 1 1 d . . . . .
H7A H 0.2827 0.6453 -0.0437 0.033 Uiso 1 1 calc R U . . .
H7B H 0.1479 0.6259 -0.0926 0.033 Uiso 1 1 calc R U . . .
C8 C 0.0833(4) 0.8046(3) -0.0235(3) 0.0321(8) Uani 1 1 d . . . . .
H8A H -0.0332 0.8132 -0.0115 0.039 Uiso 1 1 calc R U . . .
H8B H 0.0951 0.8298 0.0448 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1512(4) 0.9043(3) -0.1332(3) 0.0285(7) Uani 1 1 d . . . . .
C10 C 0.4635(4) 0.1403(4) 0.8430(3) 0.0326(8) Uani 1 1 d . . . . .
H10 H 0.4507 0.0460 0.8681 0.039 Uiso 1 1 calc R U . . .
C11 C 0.5642(5) 0.1853(4) 0.8854(3) 0.0384(9) Uani 1 1 d . . . . .
H11 H 0.6205 0.1215 0.9363 0.046 Uiso 1 1 calc R U . . .
C12 C 0.5804(5) 0.3209(4) 0.8532(3) 0.0387(9) Uani 1 1 d . . . . .
H12 H 0.6465 0.3527 0.8828 0.046 Uiso 1 1 calc R U . . .
C13 C 0.4986(4) 0.4145(4) 0.7756(3) 0.0305(7) Uani 1 1 d . . . . .
C14 C 0.4050(4) 0.3595(3) 0.7334(3) 0.0267(7) Uani 1 1 d . . . . .
C15 C 0.3302(4) 0.4475(3) 0.6470(3) 0.0256(7) Uani 1 1 d . . . . .
C16 C 0.3392(4) 0.5900(3) 0.6144(3) 0.0285(7) Uani 1 1 d . . . . .
C17 C 0.4305(5) 0.6424(4) 0.6617(3) 0.0349(8) Uani 1 1 d . . . . .
H17 H 0.4362 0.7383 0.6399 0.042 Uiso 1 1 calc R U . . .
C18 C 0.5090(5) 0.5576(4) 0.7373(3) 0.0362(8) Uani 1 1 d . . . . .
H18 H 0.5725 0.5943 0.7655 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2600(5) 0.6740(3) 0.5312(3) 0.0347(8) Uani 1 1 d . . . . .
H19 H 0.2588 0.7712 0.5093 0.042 Uiso 1 1 calc R U . . .
C20 C 0.1862(5) 0.6141(3) 0.4834(3) 0.0346(8) Uani 1 1 d . . . . .
H20 H 0.1321 0.6690 0.4278 0.042 Uiso 1 1 calc R U . . .
C21 C 0.1901(4) 0.4697(3) 0.5168(3) 0.0316(8) Uani 1 1 d . . . . .
H21 H 0.1413 0.4289 0.4800 0.038 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 1.766(2) . ?
U1 O1 1.775(2) . ?
U1 O4 2.410(2) . ?
U1 O6 2.460(2) 1_546 ?
U1 O5 2.464(2) 1_546 ?
U1 O3 2.486(2) . ?
U1 N2 2.676(3) . ?
U1 N1 2.680(3) . ?
O3 C1 1.269(4) . ?
O4 C1 1.279(4) . ?
O5 C9 1.264(4) . ?
O5 U1 2.464(2) 1_564 ?
O6 C9 1.272(4) . ?
O6 U1 2.460(2) 1_564 ?
N1 C10 1.337(4) . ?
N1 C14 1.361(4) . ?
N2 C21 1.327(4) . ?
N2 C15 1.359(4) . ?
C1 C2 1.505(4) . ?
C2 C3 1.525(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.535(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.526(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.528(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.531(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.532(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.496(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 C11 1.405(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.360(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.414(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.413(5) . ?
C13 C18 1.422(5) . ?
C14 C15 1.435(4) . ?
C15 C16 1.413(4) . ?
C16 C19 1.416(5) . ?
C16 C17 1.422(5) . ?
C17 C18 1.348(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.354(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.410(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?

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 179.34(9) . . ?
O2 U1 O4 89.28(10) . . ?
O1 U1 O4 91.31(10) . . ?
O2 U1 O6 91.97(10) . 1_546 ?
O1 U1 O6 87.49(9) . 1_546 ?
O4 U1 O6 117.97(8) . 1_546 ?
O2 U1 O5 92.69(11) . 1_546 ?
O1 U1 O5 87.28(10) . 1_546 ?
O4 U1 O5 65.37(8) . 1_546 ?
O6 U1 O5 52.61(8) 1_546 1_546 ?
O2 U1 O3 87.70(9) . . ?
O1 U1 O3 92.89(9) . . ?
O4 U1 O3 53.04(8) . . ?
O6 U1 O3 171.01(8) 1_546 . ?
O5 U1 O3 118.41(8) 1_546 . ?
O2 U1 N2 101.82(11) . . ?
O1 U1 N2 78.14(11) . . ?
O4 U1 N2 120.20(8) . . ?
O6 U1 N2 120.06(8) 1_546 . ?
O5 U1 N2 164.29(9) 1_546 . ?
O3 U1 N2 68.73(8) . . ?
O2 U1 N1 76.28(10) . . ?
O1 U1 N1 103.15(10) . . ?
O4 U1 N1 165.10(9) . . ?
O6 U1 N1 66.99(9) 1_546 . ?
O5 U1 N1 118.20(8) 1_546 . ?
O3 U1 N1 121.53(8) . . ?
N2 U1 N1 60.71(8) . . ?
C1 O3 U1 92.65(19) . . ?
C1 O4 U1 95.9(2) . . ?
C9 O5 U1 94.0(2) . 1_564 ?
C9 O6 U1 93.98(19) . 1_564 ?
C10 N1 C14 117.8(3) . . ?
C10 N1 U1 119.8(2) . . ?
C14 N1 U1 121.6(2) . . ?
C21 N2 C15 117.5(3) . . ?
C21 N2 U1 120.6(2) . . ?
C15 N2 U1 121.8(2) . . ?
O3 C1 O4 118.3(3) . . ?
O3 C1 C2 123.9(3) . . ?
O4 C1 C2 117.8(3) . . ?
C1 C2 C3 116.3(3) . . ?
C1 C2 H2A 108.2 . . ?
C3 C2 H2A 108.2 . . ?
C1 C2 H2B 108.2 . . ?
C3 C2 H2B 108.2 . . ?
H2A C2 H2B 107.4 . . ?
C2 C3 C4 113.9(3) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C3 112.2(3) . . ?
C5 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 113.1(3) . . ?
C6 C5 H5A 109.0 . . ?
C4 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
C4 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C5 C6 C7 112.7(3) . . ?
C5 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
C5 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C8 C7 C6 111.7(3) . . ?
C8 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
C9 C8 C7 113.1(3) . . ?
C9 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
O5 C9 O6 118.7(3) . . ?
O5 C9 C8 121.1(3) . . ?
O6 C9 C8 120.2(3) . . ?
N1 C10 C11 122.8(3) . . ?
N1 C10 H10 118.6 . . ?
C11 C10 H10 118.6 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C11 C12 C13 119.8(4) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 117.0(3) . . ?
C14 C13 C18 119.5(3) . . ?
C12 C13 C18 123.5(3) . . ?
N1 C14 C13 123.1(3) . . ?
N1 C14 C15 117.7(3) . . ?
C13 C14 C15 119.2(3) . . ?
N2 C15 C16 122.9(3) . . ?
N2 C15 C14 117.8(3) . . ?
C16 C15 C14 119.3(3) . . ?
C19 C16 C15 117.5(3) . . ?
C19 C16 C17 122.8(3) . . ?
C15 C16 C17 119.6(3) . . ?
C18 C17 C16 120.9(3) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C13 121.3(3) . . ?
C17 C18 H18 119.4 . . ?
C13 C18 H18 119.4 . . ?
C20 C19 C16 119.2(3) . . ?
C20 C19 H19 120.4 . . ?
C16 C19 H19 120.4 . . ?
C19 C20 C21 119.5(3) . . ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
N2 C21 C20 123.4(3) . . ?
N2 C21 H21 118.3 . . ?
C20 C21 H21 118.3 . . ?

_refine_diff_density_max         1.138
_refine_diff_density_min         -1.712
_refine_diff_density_rms         0.184

_shelxl_version_number           2014-3

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

data_5
_database_code_depnum_ccdc_archive 'CCDC 1465543'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 N2 O6 U'
_chemical_formula_weight         636.43

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                   9.2082(6)
_cell_length_b                   13.2399(12)
_cell_length_c                   18.1132(14)
_cell_angle_alpha                73.667(4)
_cell_angle_beta                 78.133(4)
_cell_angle_gamma                83.081(5)
_cell_volume                     2069.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    98511
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_F_000             1208
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    7.885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.391
_exptl_absorpt_correction_T_max  0.532
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 30 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'2 φ and 11 ω scans with 2° steps (654 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            98511
_diffrn_reflns_av_unetI/netI     0.0658
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.238
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7861
_reflns_number_gt                5761
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. Two C atoms in one aliphatic chain are disordered over two
 positions which were refined with occupancy parameters constrained to
 sum to unity. All non-hydrogen atoms were refined with anisotropic
 displacement parameters, with restraints on bond lengths, angles and
 displacement parameters for several atoms of the disordered aliphatic
 chain. The H atoms were introduced at calculated positions and were
 treated as riding atoms with an isotropic displacement parameter equal
 to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0453P)²+1.5997P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7861
_refine_ls_number_parameters     560
_refine_ls_number_restraints     73
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.0982
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.077
_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 0.78394(3) 0.18239(2) 0.62382(2) 0.03611(10) Uani 1 1 d . . . . .
U2 U 1.44210(3) 0.70239(2) 0.86379(2) 0.03640(10) Uani 1 1 d . . . . .
O1 O 0.8652(6) 0.0758(5) 0.6881(3) 0.0420(14) Uani 1 1 d . . . . .
O2 O 0.6987(6) 0.2885(5) 0.5614(3) 0.0512(16) Uani 1 1 d . . . . .
O3 O 1.5167(6) 0.6062(4) 0.9383(3) 0.0441(14) Uani 1 1 d . . . . .
O4 O 1.3728(6) 0.8000(4) 0.7879(3) 0.0404(13) Uani 1 1 d . . . . .
O5 O 1.0296(6) 0.2484(6) 0.5793(4) 0.0604(18) Uani 1 1 d D . . . .
O6 O 0.8956(7) 0.3076(6) 0.6735(4) 0.066(2) Uani 1 1 d D . . . .
O7 O 1.4351(6) 0.5533(5) 0.8099(4) 0.0489(15) Uani 1 1 d . . . . .
O8 O 1.6339(5) 0.6424(5) 0.7671(3) 0.0443(14) Uani 1 1 d . . . . .
O9 O 0.6306(6) 0.2275(5) 0.7386(3) 0.0441(14) Uani 1 1 d . . . . .
O10 O 0.5292(6) 0.1308(5) 0.6874(3) 0.0489(15) Uani 1 1 d . . . . .
O11 O -0.3330(6) -0.2007(5) 0.8317(3) 0.0459(14) Uani 1 1 d . . . . .
O12 O -0.5180(6) -0.1525(5) 0.9156(3) 0.0465(14) Uani 1 1 d . . . . .
N1 N 0.7101(6) 0.0247(5) 0.5799(3) 0.0347(15) Uani 1 1 d . . . . .
N2 N 0.9122(7) 0.1574(5) 0.4826(4) 0.0366(15) Uani 1 1 d . . . . .
N3 N 1.2506(7) 0.7074(5) 0.9936(4) 0.0387(16) Uani 1 1 d . . . . .
N4 N 1.1690(7) 0.6506(5) 0.8777(4) 0.0395(16) Uani 1 1 d . . . . .
C1 C 1.0163(12) 0.3171(10) 0.6216(7) 0.090(3) Uani 1 1 d D U . . .
C2 C 1.1527(10) 0.3623(9) 0.6283(7) 0.109(3) Uani 1 1 d D U . . .
H2A H 1.2226 0.3154 0.6598 0.131 Uiso 0.632(12) 1 d R U P A .
H2B H 1.2035 0.3815 0.5729 0.131 Uiso 0.632(12) 1 d R U P . .
H2C H 1.2309 0.3072 0.6326 0.131 Uiso 0.368(12) 1 d R U P . .
H2D H 1.1330 0.3838 0.6760 0.131 Uiso 0.368(12) 1 d R U P . .
C3A C 1.1064(12) 0.4661(11) 0.6444(11) 0.094(4) Uani 0.632(12) 1 d D U P A 1
H3A H 1.0921 0.4474 0.7022 0.113 Uiso 0.632(12) 1 d R U P A 1
H3B H 1.0113 0.4991 0.6286 0.113 Uiso 0.632(12) 1 d R U P A 1
C4A C 1.2250(12) 0.5415(9) 0.6116(10) 0.083(4) Uani 0.632(12) 1 d D U P A 1
H4A H 1.2409 0.5583 0.5538 0.100 Uiso 0.632(12) 1 d R U P A 1
H4B H 1.1918 0.6077 0.6270 0.100 Uiso 0.632(12) 1 d R U P A 1
C3B C 1.207(3) 0.4482(19) 0.5645(10) 0.111(5) Uani 0.368(12) 1 d D U P A 2
H3C H 1.1466 0.5113 0.5692 0.133 Uiso 0.368(12) 1 d R U P A 2
H3D H 1.2019 0.4359 0.5153 0.133 Uiso 0.368(12) 1 d R U P A 2
C4B C 1.367(2) 0.461(2) 0.5697(12) 0.097(5) Uani 0.368(12) 1 d D U P A 2
H4C H 1.4129 0.5093 0.5228 0.116 Uiso 0.368(12) 1 d R U P A 2
H4D H 1.4226 0.3942 0.5755 0.116 Uiso 0.368(12) 1 d R U P A 2
C5 C 1.3622(11) 0.5025(9) 0.6384(7) 0.096(3) Uani 1 1 d D U . . .
H5A H 1.4072 0.4457 0.6135 0.115 Uiso 0.632(12) 1 d R U P A .
H5B H 1.3436 0.4722 0.6958 0.115 Uiso 0.632(12) 1 d R U P . .
H5C H 1.3890 0.4469 0.6814 0.115 Uiso 0.368(12) 1 d R U P . .
H5D H 1.2644 0.5321 0.6546 0.115 Uiso 0.368(12) 1 d R U P . .
C6 C 1.4746(10) 0.5872(9) 0.6126(7) 0.084(3) Uani 1 1 d D U . . .
H6A H 1.4350 0.6443 0.6382 0.101 Uiso 1 1 calc R U . . .
H6B H 1.4835 0.6180 0.5555 0.101 Uiso 1 1 calc R U . . .
C7 C 1.6310(10) 0.5490(9) 0.6310(6) 0.074(3) Uani 1 1 d D U . . .
H7A H 1.6922 0.6106 0.6160 0.089 Uiso 1 1 calc R U . . .
H7B H 1.6778 0.5009 0.5984 0.089 Uiso 1 1 calc R U . . .
C8 C 1.6334(11) 0.4903(8) 0.7191(6) 0.063(3) Uani 1 1 d . . . . .
H8A H 1.5763 0.4265 0.7348 0.075 Uiso 1 1 calc R U . . .
H8B H 1.7370 0.4683 0.7268 0.075 Uiso 1 1 calc R U . . .
C9 C 1.5644(9) 0.5652(7) 0.7678(5) 0.046(2) Uani 1 1 d . . . . .
C10 C 0.5247(8) 0.1758(7) 0.7405(5) 0.0385(19) Uani 1 1 d . . . . .
C11 C 0.3964(10) 0.1633(8) 0.8093(5) 0.054(2) Uani 1 1 d . . . . .
H11A H 0.4379 0.1440 0.8581 0.065 Uiso 1 1 calc R U . . .
H11B H 0.3401 0.2325 0.8061 0.065 Uiso 1 1 calc R U . . .
C12 C 0.2888(9) 0.0824(7) 0.8155(5) 0.045(2) Uani 1 1 d . . . . .
H12A H 0.3441 0.0211 0.7990 0.054 Uiso 1 1 calc R U . . .
H12B H 0.2171 0.1135 0.7800 0.054 Uiso 1 1 calc R U . . .
C13 C 0.2040(9) 0.0451(7) 0.8999(5) 0.046(2) Uani 1 1 d . . . . .
H13A H 0.2766 0.0184 0.9355 0.055 Uiso 1 1 calc R U . . .
H13B H 0.1448 0.1060 0.9151 0.055 Uiso 1 1 calc R U . . .
C14 C 0.1000(8) -0.0418(7) 0.9100(5) 0.044(2) Uani 1 1 d . . . . .
H14A H 0.1519 -0.0918 0.8801 0.052 Uiso 1 1 calc R U . . .
H14B H 0.0806 -0.0812 0.9659 0.052 Uiso 1 1 calc R U . . .
C15 C -0.0476(8) -0.0039(7) 0.8841(5) 0.0386(19) Uani 1 1 d . . . . .
H15A H -0.1010 0.0449 0.9147 0.046 Uiso 1 1 calc R U . . .
H15B H -0.0288 0.0363 0.8284 0.046 Uiso 1 1 calc R U . . .
C16 C -0.1456(8) -0.0910(7) 0.8935(5) 0.045(2) Uani 1 1 d . . . . .
H16A H -0.1548 -0.1364 0.9478 0.054 Uiso 1 1 calc R U . . .
H16B H -0.0976 -0.1350 0.8580 0.054 Uiso 1 1 calc R U . . .
C17 C -0.2999(9) -0.0520(7) 0.8763(5) 0.050(2) Uani 1 1 d . . . . .
H17A H -0.3544 -0.0181 0.9171 0.059 Uiso 1 1 calc R U . . .
H17B H -0.2911 0.0019 0.8254 0.059 Uiso 1 1 calc R U . . .
C18 C -0.3872(9) -0.1390(7) 0.8738(5) 0.043(2) Uani 1 1 d . . . . .
C19 C 0.6259(8) -0.0498(6) 0.6301(4) 0.0372(18) Uani 1 1 d . . . . .
H19 H 0.6012 -0.0486 0.6834 0.045 Uiso 1 1 calc R U . . .
C20 C 0.5725(8) -0.1293(7) 0.6081(5) 0.042(2) Uani 1 1 d . . . . .
H20 H 0.5159 -0.1820 0.6461 0.050 Uiso 1 1 calc R U . . .
C21 C 0.6028(8) -0.1307(7) 0.5304(5) 0.0412(19) Uani 1 1 d . . . . .
H21 H 0.5643 -0.1826 0.5140 0.049 Uiso 1 1 calc R U . . .
C22 C 0.6910(8) -0.0543(7) 0.4765(5) 0.0391(19) Uani 1 1 d . . . . .
C23 C 0.7468(8) 0.0197(6) 0.5044(4) 0.0340(17) Uani 1 1 d . . . . .
C24 C 0.8503(8) 0.0939(6) 0.4526(4) 0.0358(18) Uani 1 1 d . . . . .
C25 C 0.8898(9) 0.0910(7) 0.3724(4) 0.040(2) Uani 1 1 d . . . . .
C26 C 0.8192(9) 0.0220(7) 0.3447(5) 0.044(2) Uani 1 1 d . . . . .
H26 H 0.8379 0.0259 0.2905 0.053 Uiso 1 1 calc R U . . .
C27 C 0.7276(9) -0.0478(7) 0.3940(5) 0.043(2) Uani 1 1 d . . . . .
H27 H 0.6852 -0.0945 0.3743 0.052 Uiso 1 1 calc R U . . .
C28 C 1.0002(9) 0.1585(7) 0.3249(5) 0.046(2) Uani 1 1 d . . . . .
H28 H 1.0297 0.1605 0.2711 0.056 Uiso 1 1 calc R U . . .
C29 C 1.0635(9) 0.2198(8) 0.3552(5) 0.049(2) Uani 1 1 d . . . . .
H29 H 1.1397 0.2635 0.3235 0.058 Uiso 1 1 calc R U . . .
C30 C 1.0159(8) 0.2188(7) 0.4346(4) 0.0382(19) Uani 1 1 d . . . . .
H30 H 1.0599 0.2642 0.4549 0.046 Uiso 1 1 calc R U . . .
C31 C 1.2910(10) 0.7274(7) 1.0542(5) 0.047(2) Uani 1 1 d . . . . .
H31 H 1.3899 0.7465 1.0476 0.057 Uiso 1 1 calc R U . . .
C32 C 1.2000(10) 0.7224(7) 1.1263(5) 0.051(2) Uani 1 1 d . . . . .
H32 H 1.2352 0.7385 1.1671 0.061 Uiso 1 1 calc R U . . .
C33 C 1.0590(10) 0.6940(7) 1.1364(5) 0.055(3) Uani 1 1 d . . . . .
H33 H 0.9939 0.6907 1.1850 0.066 Uiso 1 1 calc R U . . .
C34 C 1.0088(9) 0.6696(6) 1.0769(5) 0.041(2) Uani 1 1 d . . . . .
C35 C 1.1082(8) 0.6757(6) 1.0062(5) 0.0372(19) Uani 1 1 d . . . . .
C36 C 1.0663(8) 0.6481(6) 0.9433(5) 0.0369(19) Uani 1 1 d . . . . .
C37 C 0.9196(8) 0.6172(6) 0.9524(5) 0.041(2) Uani 1 1 d . . . . .
C38 C 0.8182(9) 0.6127(7) 1.0238(5) 0.046(2) Uani 1 1 d . . . . .
H38 H 0.7203 0.5919 1.0298 0.055 Uiso 1 1 calc R U . . .
C39 C 0.8608(9) 0.6378(7) 1.0829(5) 0.050(2) Uani 1 1 d . . . . .
H39 H 0.7915 0.6345 1.1302 0.060 Uiso 1 1 calc R U . . .
C40 C 0.8827(8) 0.5933(7) 0.8870(5) 0.044(2) Uani 1 1 d . . . . .
H40 H 0.7853 0.5742 0.8894 0.053 Uiso 1 1 calc R U . . .
C41 C 0.9845(8) 0.5977(7) 0.8220(5) 0.043(2) Uani 1 1 d . . . . .
H41 H 0.9601 0.5814 0.7784 0.052 Uiso 1 1 calc R U . . .
C42 C 1.1272(9) 0.6265(7) 0.8191(5) 0.044(2) Uani 1 1 d . . . . .
H42 H 1.1982 0.6291 0.7725 0.053 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 1.753(6) . ?
U1 O1 1.757(5) . ?
U1 O5 2.421(5) . ?
U1 O9 2.442(5) . ?
U1 O10 2.475(5) . ?
U1 O6 2.499(6) . ?
U1 N1 2.636(7) . ?
U1 N2 2.680(6) . ?
U2 O3 1.766(5) . ?
U2 O4 1.769(5) . ?
U2 O8 2.447(5) . ?
U2 O7 2.448(6) . ?
U2 O11 2.449(5) 1_765 ?
U2 O12 2.456(6) 1_765 ?
U2 N4 2.630(6) . ?
U2 N3 2.645(6) . ?
O5 C1 1.326(11) . ?
O6 C1 1.293(11) . ?
O7 C9 1.275(9) . ?
O8 C9 1.266(10) . ?
O9 C10 1.247(9) . ?
O10 C10 1.258(9) . ?
O11 C18 1.262(10) . ?
O11 U2 2.449(5) 1_345 ?
O12 C18 1.286(9) . ?
O12 U2 2.456(6) 1_345 ?
N1 C19 1.339(9) . ?
N1 C23 1.358(9) . ?
N2 C30 1.333(9) . ?
N2 C24 1.352(10) . ?
N3 C31 1.329(11) . ?
N3 C35 1.379(10) . ?
N4 C42 1.328(11) . ?
N4 C36 1.353(10) . ?
C1 C2 1.495(8) . ?
C2 C3B 1.428(9) . ?
C2 C3A 1.480(9) . ?
C2 H2A 0.9899 . ?
C2 H2B 0.9901 . ?
C2 H2C 0.9600 . ?
C2 H2D 0.9602 . ?
C3A C4A 1.484(9) . ?
C3A H2D 1.1038 . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
C4A C5 1.432(9) . ?
C4A H4A 0.9898 . ?
C4A H4B 0.9900 . ?
C4A H5D 0.8978 . ?
C3B C4B 1.528(10) . ?
C3B H2B 0.8564 . ?
C3B H3C 0.9599 . ?
C3B H3D 0.9600 . ?
C4B C5 1.486(9) . ?
C4B H4C 0.9600 . ?
C4B H4D 0.9600 . ?
C4B H5A 0.9068 . ?
C5 C6 1.528(8) . ?
C5 H5A 0.9901 . ?
C5 H5B 0.9900 . ?
C5 H5C 0.9599 . ?
C5 H5D 0.9599 . ?
C6 C7 1.539(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.569(14) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.508(12) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 C11 1.517(10) . ?
C11 C12 1.511(12) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.538(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.533(12) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.512(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.501(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.515(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.498(12) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C19 C20 1.396(11) . ?
C19 H19 0.9500 . ?
C20 C21 1.381(11) . ?
C20 H20 0.9500 . ?
C21 C22 1.399(11) . ?
C21 H21 0.9500 . ?
C22 C23 1.408(11) . ?
C22 C27 1.442(11) . ?
C23 C24 1.448(10) . ?
C24 C25 1.432(10) . ?
C25 C28 1.415(12) . ?
C25 C26 1.430(12) . ?
C26 C27 1.333(12) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.339(13) . ?
C28 H28 0.9500 . ?
C29 C30 1.413(11) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.388(12) . ?
C31 H31 0.9500 . ?
C32 C33 1.357(13) . ?
C32 H32 0.9500 . ?
C33 C34 1.384(13) . ?
C33 H33 0.9500 . ?
C34 C35 1.400(11) . ?
C34 C39 1.449(12) . ?
C35 C36 1.425(12) . ?
C36 C37 1.422(11) . ?
C37 C38 1.422(11) . ?
C37 C40 1.422(12) . ?
C38 C39 1.348(13) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.337(11) . ?
C40 H40 0.9500 . ?
C41 C42 1.399(11) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O1 178.6(2) . . ?
O2 U1 O5 94.4(3) . . ?
O1 U1 O5 86.8(2) . . ?
O2 U1 O9 91.0(2) . . ?
O1 U1 O9 87.8(2) . . ?
O5 U1 O9 117.8(2) . . ?
O2 U1 O10 86.3(2) . . ?
O1 U1 O10 92.3(2) . . ?
O5 U1 O10 170.0(2) . . ?
O9 U1 O10 52.24(18) . . ?
O2 U1 O6 90.5(3) . . ?
O1 U1 O6 89.7(3) . . ?
O5 U1 O6 52.3(2) . . ?
O9 U1 O6 65.81(18) . . ?
O10 U1 O6 117.84(19) . . ?
O2 U1 N1 99.7(3) . . ?
O1 U1 N1 80.2(2) . . ?
O5 U1 N1 121.6(2) . . ?
O9 U1 N1 118.28(18) . . ?
O10 U1 N1 67.94(18) . . ?
O6 U1 N1 168.8(2) . . ?
O2 U1 N2 78.1(2) . . ?
O1 U1 N2 103.0(2) . . ?
O5 U1 N2 67.0(2) . . ?
O9 U1 N2 168.67(19) . . ?
O10 U1 N2 122.81(19) . . ?
O6 U1 N2 117.0(2) . . ?
N1 U1 N2 61.31(19) . . ?
O3 U2 O4 178.3(2) . . ?
O3 U2 O8 88.7(2) . . ?
O4 U2 O8 90.1(2) . . ?
O3 U2 O7 84.1(2) . . ?
O4 U2 O7 96.2(2) . . ?
O8 U2 O7 52.96(18) . . ?
O3 U2 O11 90.3(2) . 1_765 ?
O4 U2 O11 88.1(2) . 1_765 ?
O8 U2 O11 67.7(2) . 1_765 ?
O7 U2 O11 120.46(19) . 1_765 ?
O3 U2 O12 92.6(2) . 1_765 ?
O4 U2 O12 86.9(2) . 1_765 ?
O8 U2 O12 120.97(18) . 1_765 ?
O7 U2 O12 173.04(18) . 1_765 ?
O11 U2 O12 53.25(19) 1_765 1_765 ?
O3 U2 N4 105.0(2) . . ?
O4 U2 N4 76.7(2) . . ?
O8 U2 N4 117.4(2) . . ?
O7 U2 N4 67.9(2) . . ?
O11 U2 N4 163.7(2) 1_765 . ?
O12 U2 N4 119.0(2) 1_765 . ?
O3 U2 N3 75.4(2) . . ?
O4 U2 N3 105.9(2) . . ?
O8 U2 N3 162.4(2) . . ?
O7 U2 N3 116.6(2) . . ?
O11 U2 N3 119.0(2) 1_765 . ?
O12 U2 N3 68.27(19) 1_765 . ?
N4 U2 N3 61.2(2) . . ?
C1 O5 U1 98.9(5) . . ?
C1 O6 U1 96.1(5) . . ?
C9 O7 U2 94.1(5) . . ?
C9 O8 U2 94.4(5) . . ?
C10 O9 U1 95.0(5) . . ?
C10 O10 U1 93.1(5) . . ?
C18 O11 U2 94.1(5) . 1_345 ?
C18 O12 U2 93.2(5) . 1_345 ?
C19 N1 C23 117.1(7) . . ?
C19 N1 U1 121.2(5) . . ?
C23 N1 U1 121.5(5) . . ?
C30 N2 C24 117.5(7) . . ?
C30 N2 U1 122.9(5) . . ?
C24 N2 U1 118.4(4) . . ?
C31 N3 C35 115.8(7) . . ?
C31 N3 U2 122.0(5) . . ?
C35 N3 U2 121.6(5) . . ?
C42 N4 C36 117.6(7) . . ?
C42 N4 U2 120.2(5) . . ?
C36 N4 U2 122.1(5) . . ?
O6 C1 O5 111.8(7) . . ?
O6 C1 C2 124.3(8) . . ?
O5 C1 C2 119.2(9) . . ?
C3B C2 C1 115.9(9) . . ?
C3A C2 C1 107.4(7) . . ?
C3A C2 H2A 117.0 . . ?
C1 C2 H2A 118.0 . . ?
C3A C2 H2B 103.0 . . ?
C1 C2 H2B 101.0 . . ?
H2A C2 H2B 108.2 . . ?
C3B C2 H2C 107.3 . . ?
C1 C2 H2C 108.0 . . ?
C1 C2 H2D 108.3 . . ?
H2C C2 H2D 107.5 . . ?
C2 C3A C4A 112.2(8) . . ?
C2 C3A H3A 101.7 . . ?
C4A C3A H3A 108.9 . . ?
C2 C3A H3B 115.0 . . ?
C4A C3A H3B 110.3 . . ?
H3A C3A H3B 108.2 . . ?
C5 C4A C3A 113.2(9) . . ?
C5 C4A H4A 110.2 . . ?
C3A C4A H4A 108.5 . . ?
C5 C4A H4B 107.6 . . ?
C3A C4A H4B 109.3 . . ?
H4A C4A H4B 107.9 . . ?
C2 C3B C4B 107.8(9) . . ?
C2 C3B H3C 108.9 . . ?
C4B C3B H3C 109.4 . . ?
C2 C3B H3D 111.1 . . ?
C4B C3B H3D 111.1 . . ?
H3C C3B H3D 108.5 . . ?
C5 C4B C3B 107.9(9) . . ?
C5 C4B H4C 110.2 . . ?
C3B C4B H4C 110.1 . . ?
C5 C4B H4D 110.6 . . ?
C3B C4B H4D 109.6 . . ?
H4C C4B H4D 108.5 . . ?
C4A C5 C6 111.8(8) . . ?
C4B C5 C6 106.4(7) . . ?
C4A C5 H5A 108.0 . . ?
C6 C5 H5A 106.2 . . ?
C4A C5 H5B 110.3 . . ?
C6 C5 H5B 112.1 . . ?
H5A C5 H5B 108.2 . . ?
C4B C5 H5C 110.2 . . ?
C6 C5 H5C 110.3 . . ?
C4B C5 H5D 110.8 . . ?
C6 C5 H5D 110.5 . . ?
H5C C5 H5D 108.7 . . ?
C5 C6 C7 115.3(9) . . ?
C5 C6 H6A 108.5 . . ?
C7 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 C8 114.3(8) . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C7 108.1(8) . . ?
C9 C8 H8A 110.1 . . ?
C7 C8 H8A 110.1 . . ?
C9 C8 H8B 110.1 . . ?
C7 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
O8 C9 O7 118.4(8) . . ?
O8 C9 C8 120.3(8) . . ?
O7 C9 C8 121.4(8) . . ?
O9 C10 O10 119.6(7) . . ?
O9 C10 C11 119.3(7) . . ?
O10 C10 C11 121.1(7) . . ?
C12 C11 C10 115.8(7) . . ?
C12 C11 H11A 108.3 . . ?
C10 C11 H11A 108.3 . . ?
C12 C11 H11B 108.3 . . ?
C10 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C11 C12 C13 110.9(7) . . ?
C11 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C14 C13 C12 112.7(7) . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C12 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C15 C14 C13 115.2(7) . . ?
C15 C14 H14A 108.5 . . ?
C13 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C16 C15 C14 113.8(7) . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C17 113.5(7) . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C17 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 112.5(7) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
O11 C18 O12 119.3(8) . . ?
O11 C18 C17 120.6(7) . . ?
O12 C18 C17 120.1(8) . . ?
N1 C19 C20 123.3(7) . . ?
N1 C19 H19 118.3 . . ?
C20 C19 H19 118.3 . . ?
C21 C20 C19 119.4(8) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C20 C21 C22 118.7(8) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C21 C22 C23 118.1(7) . . ?
C21 C22 C27 123.2(8) . . ?
C23 C22 C27 118.7(8) . . ?
N1 C23 C22 123.1(7) . . ?
N1 C23 C24 116.5(7) . . ?
C22 C23 C24 120.4(7) . . ?
N2 C24 C25 123.2(7) . . ?
N2 C24 C23 119.0(7) . . ?
C25 C24 C23 117.7(8) . . ?
C28 C25 C26 123.7(7) . . ?
C28 C25 C24 116.3(8) . . ?
C26 C25 C24 120.1(7) . . ?
C27 C26 C25 120.9(8) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C22 121.8(8) . . ?
C26 C27 H27 119.1 . . ?
C22 C27 H27 119.1 . . ?
C29 C28 C25 120.4(8) . . ?
C29 C28 H28 119.8 . . ?
C25 C28 H28 119.8 . . ?
C28 C29 C30 119.4(8) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
N2 C30 C29 123.2(8) . . ?
N2 C30 H30 118.4 . . ?
C29 C30 H30 118.4 . . ?
N3 C31 C32 125.2(8) . . ?
N3 C31 H31 117.4 . . ?
C32 C31 H31 117.4 . . ?
C33 C32 C31 117.8(9) . . ?
C33 C32 H32 121.1 . . ?
C31 C32 H32 121.1 . . ?
C32 C33 C34 120.8(8) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C35 117.7(8) . . ?
C33 C34 C39 124.4(8) . . ?
C35 C34 C39 117.8(8) . . ?
N3 C35 C34 122.6(8) . . ?
N3 C35 C36 116.5(7) . . ?
C34 C35 C36 120.9(7) . . ?
N4 C36 C37 122.7(8) . . ?
N4 C36 C35 118.5(7) . . ?
C37 C36 C35 118.8(7) . . ?
C38 C37 C36 120.1(8) . . ?
C38 C37 C40 123.5(8) . . ?
C36 C37 C40 116.4(7) . . ?
C39 C38 C37 120.1(8) . . ?
C39 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C38 C39 C34 122.2(8) . . ?
C38 C39 H39 118.9 . . ?
C34 C39 H39 118.9 . . ?
C41 C40 C37 120.3(8) . . ?
C41 C40 H40 119.9 . . ?
C37 C40 H40 119.9 . . ?
C40 C41 C42 119.3(8) . . ?
C40 C41 H41 120.4 . . ?
C42 C41 H41 120.4 . . ?
N4 C42 C41 123.7(8) . . ?
N4 C42 H42 118.2 . . ?
C41 C42 H42 118.2 . . ?

_refine_diff_density_max         1.060
_refine_diff_density_min         -1.711
_refine_diff_density_rms         0.179

_shelxl_version_number           2014-3

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

data_6
_database_code_depnum_ccdc_archive 'CCDC 1465544'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H32 N4 O11 U2'
_chemical_formula_weight         1136.68

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                   9.1158(4)
_cell_length_b                   19.5111(11)
_cell_length_c                   19.6788(8)
_cell_angle_alpha                103.432(4)
_cell_angle_beta                 92.911(3)
_cell_angle_gamma                94.315(4)
_cell_volume                     3386.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    162344
_cell_measurement_theta_min      2.13
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.230
_exptl_crystal_F_000             2120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    9.620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.447
_exptl_absorpt_correction_T_max  0.749
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 30 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'2 φ and 9 ω scans with 2° steps (654 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            162344
_diffrn_reflns_av_unetI/netI     0.1005
_diffrn_reflns_av_R_equivalents  0.0811
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.133
_diffrn_reflns_theta_max         25.682
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12832
_reflns_number_gt                9082
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms bound to water O atoms were 
 neither found, nor introduced. The C-bound H atoms were introduced at
 calculated positions and were treated as riding atoms with an isotropic
 displacement parameter equal to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] 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         12832
_refine_ls_number_parameters     901
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0644
_refine_ls_wR_factor_gt          0.0583
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_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 0.41839(3) 0.82931(2) 0.22817(2) 0.02787(8) Uani 1 1 d . . . . .
U2 U 0.54616(3) 0.73251(2) 0.39065(2) 0.02747(8) Uani 1 1 d . . . . .
U3 U 1.83139(3) 1.22391(2) 0.23939(2) 0.02682(8) Uani 1 1 d . . . . .
U4 U 2.06607(3) 1.38065(2) 0.16505(2) 0.02841(8) Uani 1 1 d . . . . .
O1 O 0.4936(5) 0.7496(3) 0.1881(2) 0.0340(14) Uani 1 1 d . . . . .
O2 O 0.3355(6) 0.9073(3) 0.2642(2) 0.0356(14) Uani 1 1 d . . . . .
O3 O 0.5998(5) 0.6760(3) 0.3140(2) 0.0310(13) Uani 1 1 d . . . . .
O4 O 0.5069(5) 0.7884(3) 0.4717(2) 0.0338(14) Uani 1 1 d . . . . .
O5 O 1.9133(6) 1.1775(3) 0.1654(2) 0.0330(14) Uani 1 1 d . . . . .
O6 O 1.7443(6) 1.2657(3) 0.3145(2) 0.0338(14) Uani 1 1 d . . . . .
O7 O 2.1278(6) 1.2989(3) 0.1239(2) 0.0334(14) Uani 1 1 d . . . . .
O8 O 2.0097(6) 1.4652(3) 0.2015(3) 0.0373(14) Uani 1 1 d . . . . .
O9 O 0.5406(6) 0.8919(3) 0.1478(3) 0.0473(16) Uani 1 1 d . . . . .
O10 O 0.6668(6) 0.8945(3) 0.2455(3) 0.0401(15) Uani 1 1 d . . . . .
O11 O 1.6185(6) 1.1349(3) 0.2010(3) 0.0385(14) Uani 1 1 d . . . . .
O12 O 1.6102(6) 1.2338(3) 0.1671(3) 0.0367(14) Uani 1 1 d . . . . .
O13 O 0.4538(5) 0.6270(3) 0.4291(3) 0.0407(15) Uani 1 1 d . . . . .
O14 O 0.2946(5) 0.6711(3) 0.3683(3) 0.0349(14) Uani 1 1 d . . . . .
O15 O -0.6744(6) 0.4342(3) 0.1714(3) 0.0415(15) Uani 1 1 d . . . . .
O16 O -0.7433(6) 0.3948(3) 0.2612(3) 0.0411(15) Uani 1 1 d . . . . .
O17 O 0.5318(5) 0.8299(3) 0.3385(3) 0.0319(13) Uani 1 1 d . . . . .
O18 O 0.3850(5) 0.7894(3) 0.3308(2) 0.0299(13) Uani 1 1 d . . . . .
O19 O 1.8591(6) 1.3290(3) 0.2043(3) 0.0357(14) Uani 1 1 d . . . . .
O20 O 1.9837(6) 1.3303(3) 0.2540(3) 0.0348(14) Uani 1 1 d . . . . .
O21 O 0.5368(11) 0.5620(5) 0.1768(5) 0.127(4) Uani 1 1 d . . . . .
O22 O 0.4330(7) 0.9549(4) 0.4335(4) 0.086(3) Uani 1 1 d . . . . .
N1 N 0.1536(6) 0.7646(3) 0.2170(3) 0.0242(15) Uani 1 1 d . . . . .
N2 N 0.2581(6) 0.8152(3) 0.1091(3) 0.0257(15) Uani 1 1 d . . . . .
N3 N 0.8095(7) 0.7970(3) 0.4018(3) 0.0294(16) Uani 1 1 d . . . . .
N4 N 0.7464(7) 0.6945(3) 0.4740(3) 0.0305(16) Uani 1 1 d . . . . .
N5 N 2.0882(7) 1.2060(3) 0.2969(3) 0.0322(17) Uani 1 1 d . . . . .
N6 N 1.8388(7) 1.1270(4) 0.3137(3) 0.0342(18) Uani 1 1 d . . . . .
N7 N 1.8387(7) 1.3682(3) 0.0740(3) 0.0290(16) Uani 1 1 d . . . . .
N8 N 2.1134(7) 1.4129(3) 0.0432(3) 0.0314(16) Uani 1 1 d . . . . .
C1 C 0.6557(10) 0.9121(5) 0.1877(4) 0.040(2) Uani 1 1 d . . . . .
C2 C 0.7767(8) 0.9567(5) 0.1640(4) 0.041(2) Uani 1 1 d . . . . .
H2A H 0.7463 1.0052 0.1687 0.049 Uiso 1 1 calc R U . . .
H2B H 0.7891 0.9367 0.1138 0.049 Uiso 1 1 calc R U . . .
C3 C 0.9242(8) 0.9609(4) 0.2054(4) 0.036(2) Uani 1 1 d . . . . .
H3A H 0.9611 0.9134 0.1952 0.043 Uiso 1 1 calc R U . . .
H3B H 0.9084 0.9741 0.2560 0.043 Uiso 1 1 calc R U . . .
C4 C 1.0441(9) 1.0147(4) 0.1893(4) 0.043(2) Uani 1 1 d . . . . .
H4A H 1.0041 1.0614 0.1959 0.051 Uiso 1 1 calc R U . . .
H4B H 1.1298 1.0197 0.2236 0.051 Uiso 1 1 calc R U . . .
C5 C 1.0969(10) 0.9944(5) 0.1161(4) 0.051(3) Uani 1 1 d . . . . .
H5A H 1.0102 0.9795 0.0820 0.061 Uiso 1 1 calc R U . . .
H5B H 1.1563 0.9534 0.1126 0.061 Uiso 1 1 calc R U . . .
C6 C 1.1901(8) 1.0551(5) 0.0966(4) 0.041(2) Uani 1 1 d . . . . .
H6A H 1.2159 1.0392 0.0475 0.049 Uiso 1 1 calc R U . . .
H6B H 1.1293 1.0954 0.0990 0.049 Uiso 1 1 calc R U . . .
C7 C 1.3302(9) 1.0806(5) 0.1424(5) 0.045(2) Uani 1 1 d . . . . .
H7A H 1.3950 1.0415 0.1378 0.054 Uiso 1 1 calc R U . . .
H7B H 1.3061 1.0945 0.1920 0.054 Uiso 1 1 calc R U . . .
C8 C 1.4116(9) 1.1429(5) 0.1231(4) 0.042(2) Uani 1 1 d . . . . .
H8A H 1.4351 1.1282 0.0735 0.050 Uiso 1 1 calc R U . . .
H8B H 1.3446 1.1810 0.1265 0.050 Uiso 1 1 calc R U . . .
C9 C 1.5519(9) 1.1728(5) 0.1666(4) 0.038(2) Uani 1 1 d . . . . .
C10 C 0.3260(9) 0.6252(5) 0.4012(4) 0.035(2) Uani 1 1 d . . . . .
C11 C 0.2121(8) 0.5670(5) 0.4050(4) 0.040(2) Uani 1 1 d . . . . .
H11A H 0.2025 0.5676 0.4550 0.049 Uiso 1 1 calc R U . . .
H11B H 0.2498 0.5214 0.3829 0.049 Uiso 1 1 calc R U . . .
C12 C 0.0602(8) 0.5683(4) 0.3718(4) 0.0287(19) Uani 1 1 d . . . . .
H12A H 0.0667 0.5652 0.3211 0.034 Uiso 1 1 calc R U . . .
H12B H 0.0208 0.6138 0.3928 0.034 Uiso 1 1 calc R U . . .
C13 C -0.0456(8) 0.5075(5) 0.3815(4) 0.040(2) Uani 1 1 d . . . . .
H13A H -0.0060 0.4623 0.3597 0.048 Uiso 1 1 calc R U . . .
H13B H -0.0482 0.5101 0.4323 0.048 Uiso 1 1 calc R U . . .
C14 C -0.2021(8) 0.5063(4) 0.3511(4) 0.032(2) Uani 1 1 d . . . . .
H14A H -0.2404 0.5524 0.3708 0.039 Uiso 1 1 calc R U . . .
H14B H -0.2009 0.5005 0.2998 0.039 Uiso 1 1 calc R U . . .
C15 C -0.3040(9) 0.4488(5) 0.3654(4) 0.044(2) Uani 1 1 d . . . . .
H15A H -0.3006 0.4535 0.4166 0.053 Uiso 1 1 calc R U . . .
H15B H -0.2667 0.4028 0.3441 0.053 Uiso 1 1 calc R U . . .
C16 C -0.4644(9) 0.4468(5) 0.3386(4) 0.043(2) Uani 1 1 d . . . . .
H16A H -0.5244 0.4115 0.3568 0.052 Uiso 1 1 calc R U . . .
H16B H -0.5007 0.4936 0.3570 0.052 Uiso 1 1 calc R U . . .
C17 C -0.4857(9) 0.4284(6) 0.2593(4) 0.054(3) Uani 1 1 d . . . . .
H17A H -0.4308 0.4657 0.2418 0.065 Uiso 1 1 calc R U . . .
H17B H -0.4413 0.3835 0.2411 0.065 Uiso 1 1 calc R U . . .
C18 C -0.6429(9) 0.4204(5) 0.2298(4) 0.043(2) Uani 1 1 d . . . . .
C19 C 0.1040(8) 0.7321(4) 0.2643(3) 0.0252(18) Uani 1 1 d . . . . .
H19 H 0.1719 0.7267 0.3005 0.030 Uiso 1 1 calc R U . . .
C20 C -0.0456(8) 0.7047(4) 0.2640(4) 0.0305(19) Uani 1 1 d . . . . .
H20 H -0.0751 0.6797 0.2979 0.037 Uiso 1 1 calc R U . . .
C21 C -0.1443(8) 0.7150(4) 0.2147(4) 0.0304(19) Uani 1 1 d . . . . .
H21 H -0.2459 0.7007 0.2160 0.036 Uiso 1 1 calc R U . . .
C22 C -0.0975(8) 0.7467(4) 0.1615(4) 0.0257(18) Uani 1 1 d . . . . .
C23 C 0.0546(8) 0.7690(4) 0.1629(4) 0.0237(17) Uani 1 1 d . . . . .
C24 C 0.1078(9) 0.7961(4) 0.1062(4) 0.0290(19) Uani 1 1 d . . . . .
C25 C 0.0128(8) 0.7973(4) 0.0493(4) 0.0255(18) Uani 1 1 d . . . . .
C26 C -0.1423(8) 0.7774(4) 0.0517(4) 0.0304(19) Uani 1 1 d . . . . .
H26 H -0.2092 0.7814 0.0144 0.037 Uiso 1 1 calc R U . . .
C27 C -0.1939(8) 0.7536(4) 0.1051(4) 0.0300(19) Uani 1 1 d . . . . .
H27 H -0.2966 0.7410 0.1053 0.036 Uiso 1 1 calc R U . . .
C28 C 0.0723(8) 0.8167(4) -0.0079(4) 0.0270(19) Uani 1 1 d . . . . .
H28 H 0.0093 0.8181 -0.0475 0.032 Uiso 1 1 calc R U . . .
C29 C 0.2188(9) 0.8335(5) -0.0078(4) 0.039(2) Uani 1 1 d . . . . .
H29 H 0.2604 0.8467 -0.0467 0.047 Uiso 1 1 calc R U . . .
C30 C 0.3064(9) 0.8309(4) 0.0511(4) 0.037(2) Uani 1 1 d . . . . .
H30 H 0.4097 0.8411 0.0501 0.044 Uiso 1 1 calc R U . . .
C31 C 0.8416(9) 0.8450(4) 0.3645(4) 0.037(2) Uani 1 1 d . . . . .
H31 H 0.7652 0.8570 0.3359 0.044 Uiso 1 1 calc R U . . .
C32 C 0.9851(8) 0.8780(5) 0.3664(4) 0.040(2) Uani 1 1 d . . . . .
H32 H 1.0053 0.9113 0.3390 0.048 Uiso 1 1 calc R U . . .
C33 C 1.0945(9) 0.8617(4) 0.4080(4) 0.039(2) Uani 1 1 d . . . . .
H33 H 1.1910 0.8846 0.4105 0.046 Uiso 1 1 calc R U . . .
C34 C 1.0663(8) 0.8121(5) 0.4467(4) 0.035(2) Uani 1 1 d . . . . .
C35 C 0.9201(8) 0.7792(4) 0.4420(4) 0.0275(19) Uani 1 1 d . . . . .
C36 C 0.8863(9) 0.7271(4) 0.4806(4) 0.032(2) Uani 1 1 d . . . . .
C37 C 1.0018(8) 0.7113(4) 0.5253(4) 0.032(2) Uani 1 1 d . . . . .
C38 C 1.1463(9) 0.7450(5) 0.5289(4) 0.039(2) Uani 1 1 d . . . . .
H38 H 1.2225 0.7334 0.5579 0.047 Uiso 1 1 calc R U . . .
C39 C 1.1758(9) 0.7931(5) 0.4917(4) 0.043(2) Uani 1 1 d . . . . .
H39 H 1.2732 0.8153 0.4954 0.052 Uiso 1 1 calc R U . . .
C40 C 0.9634(9) 0.6613(5) 0.5640(4) 0.042(2) Uani 1 1 d . . . . .
H40 H 1.0362 0.6482 0.5937 0.050 Uiso 1 1 calc R U . . .
C41 C 0.8213(9) 0.6314(5) 0.5588(4) 0.043(2) Uani 1 1 d . . . . .
H41 H 0.7937 0.5994 0.5867 0.052 Uiso 1 1 calc R U . . .
C42 C 0.7185(9) 0.6482(4) 0.5126(4) 0.037(2) Uani 1 1 d . . . . .
H42 H 0.6217 0.6252 0.5083 0.045 Uiso 1 1 calc R U . . .
C43 C 2.2104(9) 1.2404(5) 0.2859(4) 0.039(2) Uani 1 1 d . . . . .
H43 H 2.2031 1.2727 0.2567 0.046 Uiso 1 1 calc R U . . .
C44 C 2.3532(10) 1.2329(5) 0.3145(5) 0.048(2) Uani 1 1 d . . . . .
H44 H 2.4391 1.2574 0.3030 0.057 Uiso 1 1 calc R U . . .
C45 C 2.3611(9) 1.1893(5) 0.3587(4) 0.045(2) Uani 1 1 d . . . . .
H45 H 2.4532 1.1857 0.3818 0.054 Uiso 1 1 calc R U . . .
C46 C 2.2339(10) 1.1493(5) 0.3708(4) 0.038(2) Uani 1 1 d . . . . .
C47 C 2.0994(10) 1.1591(4) 0.3387(4) 0.035(2) Uani 1 1 d . . . . .
C48 C 1.9674(10) 1.1200(4) 0.3488(4) 0.033(2) Uani 1 1 d . . . . .
C49 C 1.9752(11) 1.0727(5) 0.3937(4) 0.043(2) Uani 1 1 d . . . . .
C50 C 2.1147(12) 1.0653(5) 0.4262(4) 0.053(3) Uani 1 1 d . . . . .
H50 H 2.1195 1.0340 0.4566 0.064 Uiso 1 1 calc R U . . .
C51 C 2.2378(13) 1.1004(5) 0.4153(4) 0.056(3) Uani 1 1 d . . . . .
H51 H 2.3291 1.0934 0.4371 0.068 Uiso 1 1 calc R U . . .
C52 C 1.8447(12) 1.0379(5) 0.4056(4) 0.054(3) Uani 1 1 d . . . . .
H52 H 1.8449 1.0083 0.4377 0.065 Uiso 1 1 calc R U . . .
C53 C 1.7153(11) 1.0460(5) 0.3714(4) 0.050(3) Uani 1 1 d . . . . .
H53 H 1.6250 1.0217 0.3781 0.060 Uiso 1 1 calc R U . . .
C54 C 1.7210(10) 1.0919(4) 0.3256(4) 0.041(2) Uani 1 1 d . . . . .
H54 H 1.6311 1.0975 0.3017 0.050 Uiso 1 1 calc R U . . .
C55 C 1.7022(9) 1.3498(4) 0.0885(4) 0.033(2) Uani 1 1 d . . . . .
H55 H 1.6882 1.3421 0.1338 0.040 Uiso 1 1 calc R U . . .
C56 C 1.5795(9) 1.3412(4) 0.0420(4) 0.038(2) Uani 1 1 d . . . . .
H56 H 1.4850 1.3290 0.0562 0.046 Uiso 1 1 calc R U . . .
C57 C 1.5932(9) 1.3500(4) -0.0235(4) 0.036(2) Uani 1 1 d . . . . .
H57 H 1.5098 1.3429 -0.0562 0.043 Uiso 1 1 calc R U . . .
C58 C 1.7354(9) 1.3702(4) -0.0422(4) 0.036(2) Uani 1 1 d . . . . .
C59 C 1.8556(8) 1.3797(4) 0.0081(4) 0.0274(19) Uani 1 1 d . . . . .
C60 C 2.0009(9) 1.4049(4) -0.0069(4) 0.0278(19) Uani 1 1 d . . . . .
C61 C 2.0203(9) 1.4189(4) -0.0731(4) 0.032(2) Uani 1 1 d . . . . .
C62 C 1.8917(10) 1.4083(4) -0.1236(4) 0.040(2) Uani 1 1 d . . . . .
H62 H 1.9037 1.4182 -0.1682 0.048 Uiso 1 1 calc R U . . .
C63 C 1.7590(9) 1.3853(4) -0.1089(4) 0.038(2) Uani 1 1 d . . . . .
H63 H 1.6786 1.3787 -0.1431 0.045 Uiso 1 1 calc R U . . .
C64 C 2.1626(10) 1.4425(4) -0.0875(5) 0.044(2) Uani 1 1 d . . . . .
H64 H 2.1798 1.4527 -0.1315 0.053 Uiso 1 1 calc R U . . .
C65 C 2.2745(10) 1.4504(4) -0.0375(4) 0.040(2) Uani 1 1 d . . . . .
H65 H 2.3716 1.4657 -0.0462 0.048 Uiso 1 1 calc R U . . .
C66 C 2.2451(9) 1.4356(4) 0.0281(4) 0.034(2) Uani 1 1 d . . . . .
H66 H 2.3244 1.4424 0.0629 0.040 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 1.765(5) . ?
U1 O1 1.777(5) . ?
U1 O18 2.353(4) . ?
U1 O17 2.354(5) . ?
U1 O9 2.471(5) . ?
U1 O10 2.479(5) . ?
U1 N1 2.613(6) . ?
U1 N2 2.644(6) . ?
U2 O3 1.765(5) . ?
U2 O4 1.780(5) . ?
U2 O18 2.335(5) . ?
U2 O17 2.368(5) . ?
U2 O13 2.459(5) . ?
U2 O14 2.476(5) . ?
U2 N3 2.600(6) . ?
U2 N4 2.653(6) . ?
U3 O5 1.760(5) . ?
U3 O6 1.772(5) . ?
U3 O19 2.311(5) . ?
U3 O20 2.361(5) . ?
U3 O12 2.454(5) . ?
U3 O11 2.468(6) . ?
U3 N5 2.631(6) . ?
U3 N6 2.649(6) . ?
U4 O7 1.761(5) . ?
U4 O8 1.765(5) . ?
U4 O19 2.322(5) . ?
U4 O20 2.326(5) . ?
U4 O16 2.456(5) 1_865 ?
U4 O15 2.498(5) 1_865 ?
U4 N7 2.628(6) . ?
U4 N8 2.663(6) . ?
O9 C1 1.258(10) . ?
O10 C1 1.262(9) . ?
O11 C9 1.279(9) . ?
O12 C9 1.264(10) . ?
O13 C10 1.257(9) . ?
O14 C10 1.261(9) . ?
O15 C18 1.265(9) . ?
O15 U4 2.498(5) 1_245 ?
O16 C18 1.266(9) . ?
O16 U4 2.456(5) 1_245 ?
O17 O18 1.484(7) . ?
O19 O20 1.455(7) . ?
N1 C19 1.321(8) . ?
N1 C23 1.383(8) . ?
N2 C30 1.336(8) . ?
N2 C24 1.387(9) . ?
N3 C31 1.340(9) . ?
N3 C35 1.366(9) . ?
N4 C42 1.327(9) . ?
N4 C36 1.367(10) . ?
N5 C43 1.311(10) . ?
N5 C47 1.370(9) . ?
N6 C54 1.290(10) . ?
N6 C48 1.362(10) . ?
N7 C55 1.332(9) . ?
N7 C59 1.381(8) . ?
N8 C66 1.321(9) . ?
N8 C60 1.360(9) . ?
C1 C2 1.513(11) . ?
C2 C3 1.523(10) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.553(10) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.516(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.538(10) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.507(11) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.510(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.502(11) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C10 C11 1.498(11) . ?
C11 C12 1.506(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.525(10) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.515(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.490(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.523(10) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.515(10) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.502(11) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C19 C20 1.426(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.350(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.404(9) . ?
C21 H21 0.9500 . ?
C22 C27 1.418(9) . ?
C22 C23 1.418(10) . ?
C23 C24 1.431(9) . ?
C24 C25 1.385(10) . ?
C25 C28 1.391(9) . ?
C25 C26 1.443(10) . ?
C26 C27 1.337(9) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.351(10) . ?
C28 H28 0.9500 . ?
C29 C30 1.387(10) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.409(11) . ?
C31 H31 0.9500 . ?
C32 C33 1.361(10) . ?
C32 H32 0.9500 . ?
C33 C34 1.381(10) . ?
C33 H33 0.9500 . ?
C34 C35 1.424(10) . ?
C34 C39 1.427(10) . ?
C35 C36 1.428(10) . ?
C36 C37 1.435(10) . ?
C37 C40 1.406(11) . ?
C37 C38 1.418(11) . ?
C38 C39 1.337(11) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.369(11) . ?
C40 H40 0.9500 . ?
C41 C42 1.383(10) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C43 C44 1.423(11) . ?
C43 H43 0.9500 . ?
C44 C45 1.353(11) . ?
C44 H44 0.9500 . ?
C45 C46 1.411(12) . ?
C45 H45 0.9500 . ?
C46 C47 1.397(11) . ?
C46 C51 1.437(11) . ?
C47 C48 1.424(11) . ?
C48 C49 1.421(10) . ?
C49 C52 1.383(13) . ?
C49 C50 1.427(12) . ?
C50 C51 1.324(13) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
C52 C53 1.366(12) . ?
C52 H52 0.9500 . ?
C53 C54 1.410(10) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
C55 C56 1.384(10) . ?
C55 H55 0.9500 . ?
C56 C57 1.351(10) . ?
C56 H56 0.9500 . ?
C57 C58 1.418(11) . ?
C57 H57 0.9500 . ?
C58 C59 1.410(10) . ?
C58 C63 1.433(10) . ?
C59 C60 1.446(10) . ?
C60 C61 1.410(9) . ?
C61 C64 1.408(11) . ?
C61 C62 1.468(11) . ?
C62 C63 1.328(11) . ?
C62 H62 0.9500 . ?
C63 H63 0.9500 . ?
C64 C65 1.355(11) . ?
C64 H64 0.9500 . ?
C65 C66 1.420(10) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?

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 176.8(2) . . ?
O2 U1 O18 90.40(19) . . ?
O1 U1 O18 91.09(19) . . ?
O2 U1 O17 90.9(2) . . ?
O1 U1 O17 92.0(2) . . ?
O18 U1 O17 36.76(16) . . ?
O2 U1 O9 88.8(2) . . ?
O1 U1 O9 90.9(2) . . ?
O18 U1 O9 157.96(19) . . ?
O17 U1 O9 121.22(18) . . ?
O2 U1 O10 91.6(2) . . ?
O1 U1 O10 90.8(2) . . ?
O18 U1 O10 105.86(17) . . ?
O17 U1 O10 69.10(17) . . ?
O9 U1 O10 52.17(18) . . ?
O2 U1 N1 86.1(2) . . ?
O1 U1 N1 91.7(2) . . ?
O18 U1 N1 71.99(17) . . ?
O17 U1 N1 108.69(17) . . ?
O9 U1 N1 129.88(19) . . ?
O10 U1 N1 176.77(17) . . ?
O2 U1 N2 89.9(2) . . ?
O1 U1 N2 87.1(2) . . ?
O18 U1 N2 134.28(18) . . ?
O17 U1 N2 171.01(18) . . ?
O9 U1 N2 67.75(19) . . ?
O10 U1 N2 119.84(18) . . ?
N1 U1 N2 62.42(17) . . ?
O3 U2 O4 175.0(2) . . ?
O3 U2 O18 94.52(19) . . ?
O4 U2 O18 90.10(19) . . ?
O3 U2 O17 93.76(19) . . ?
O4 U2 O17 88.8(2) . . ?
O18 U2 O17 36.79(16) . . ?
O3 U2 O13 88.5(2) . . ?
O4 U2 O13 90.9(2) . . ?
O18 U2 O13 119.72(17) . . ?
O17 U2 O13 156.49(17) . . ?
O3 U2 O14 89.7(2) . . ?
O4 U2 O14 93.9(2) . . ?
O18 U2 O14 67.28(17) . . ?
O17 U2 O14 104.05(17) . . ?
O13 U2 O14 52.52(16) . . ?
O3 U2 N3 86.5(2) . . ?
O4 U2 N3 90.2(2) . . ?
O18 U2 N3 109.24(18) . . ?
O17 U2 N3 72.49(18) . . ?
O13 U2 N3 131.02(18) . . ?
O14 U2 N3 174.65(17) . . ?
O3 U2 N4 94.0(2) . . ?
O4 U2 N4 81.2(2) . . ?
O18 U2 N4 168.3(2) . . ?
O17 U2 N4 134.38(19) . . ?
O13 U2 N4 68.59(19) . . ?
O14 U2 N4 120.88(18) . . ?
N3 U2 N4 63.23(19) . . ?
O5 U3 O6 176.6(2) . . ?
O5 U3 O19 92.4(2) . . ?
O6 U3 O19 90.9(2) . . ?
O5 U3 O20 95.9(2) . . ?
O6 U3 O20 87.3(2) . . ?
O19 U3 O20 36.28(17) . . ?
O5 U3 O12 91.2(2) . . ?
O6 U3 O12 88.8(2) . . ?
O19 U3 O12 71.14(19) . . ?
O20 U3 O12 107.15(18) . . ?
O5 U3 O11 85.7(2) . . ?
O6 U3 O11 91.6(2) . . ?
O19 U3 O11 123.84(18) . . ?
O20 U3 O11 159.99(17) . . ?
O12 U3 O11 52.84(17) . . ?
O5 U3 N5 79.5(2) . . ?
O6 U3 N5 100.6(2) . . ?
O19 U3 N5 107.1(2) . . ?
O20 U3 N5 72.36(19) . . ?
O12 U3 N5 170.45(17) . . ?
O11 U3 N5 127.34(19) . . ?
O5 U3 N6 97.9(2) . . ?
O6 U3 N6 79.2(2) . . ?
O19 U3 N6 163.2(2) . . ?
O20 U3 N6 128.7(2) . . ?
O12 U3 N6 121.6(2) . . ?
O11 U3 N6 70.4(2) . . ?
N5 U3 N6 62.2(2) . . ?
O7 U4 O8 175.9(2) . . ?
O7 U4 O19 93.7(2) . . ?
O8 U4 O19 89.8(2) . . ?
O7 U4 O20 89.2(2) . . ?
O8 U4 O20 95.0(2) . . ?
O19 U4 O20 36.49(17) . . ?
O7 U4 O16 90.4(2) . 1_865 ?
O8 U4 O16 91.0(2) . 1_865 ?
O19 U4 O16 104.39(17) . 1_865 ?
O20 U4 O16 68.23(18) . 1_865 ?
O7 U4 O15 88.2(2) . 1_865 ?
O8 U4 O15 89.5(2) . 1_865 ?
O19 U4 O15 156.76(17) . 1_865 ?
O20 U4 O15 120.53(18) . 1_865 ?
O16 U4 O15 52.39(16) 1_865 1_865 ?
O7 U4 N7 93.9(2) . . ?
O8 U4 N7 85.2(2) . . ?
O19 U4 N7 69.72(18) . . ?
O20 U4 N7 106.14(19) . . ?
O16 U4 N7 172.96(17) 1_865 . ?
O15 U4 N7 133.32(17) 1_865 . ?
O7 U4 N8 83.6(2) . . ?
O8 U4 N8 92.4(2) . . ?
O19 U4 N8 131.5(2) . . ?
O20 U4 N8 165.6(2) . . ?
O16 U4 N8 124.02(19) 1_865 . ?
O15 U4 N8 71.77(19) 1_865 . ?
N7 U4 N8 62.19(19) . . ?
C1 O9 U1 94.4(5) . . ?
C1 O10 U1 93.9(5) . . ?
C9 O11 U3 93.6(5) . . ?
C9 O12 U3 94.6(5) . . ?
C10 O13 U2 94.1(5) . . ?
C10 O14 U2 93.2(5) . . ?
C18 O15 U4 92.8(5) . 1_245 ?
C18 O16 U4 94.8(5) . 1_245 ?
O18 O17 U1 71.6(3) . . ?
O18 O17 U2 70.4(3) . . ?
U1 O17 U2 127.3(2) . . ?
O17 O18 U2 72.8(3) . . ?
O17 O18 U1 71.7(3) . . ?
U2 O18 U1 129.0(2) . . ?
O20 O19 U3 73.7(3) . . ?
O20 O19 U4 71.9(3) . . ?
U3 O19 U4 128.9(2) . . ?
O19 O20 U4 71.6(3) . . ?
O19 O20 U3 70.0(3) . . ?
U4 O20 U3 126.3(2) . . ?
C19 N1 C23 117.2(6) . . ?
C19 N1 U1 123.0(5) . . ?
C23 N1 U1 119.6(4) . . ?
C30 N2 C24 114.9(6) . . ?
C30 N2 U1 125.5(5) . . ?
C24 N2 U1 119.4(4) . . ?
C31 N3 C35 118.7(7) . . ?
C31 N3 U2 120.6(5) . . ?
C35 N3 U2 120.5(5) . . ?
C42 N4 C36 117.3(7) . . ?
C42 N4 U2 124.4(5) . . ?
C36 N4 U2 118.2(5) . . ?
C43 N5 C47 117.4(7) . . ?
C43 N5 U3 121.6(5) . . ?
C47 N5 U3 121.0(5) . . ?
C54 N6 C48 117.6(7) . . ?
C54 N6 U3 122.3(5) . . ?
C48 N6 U3 119.5(5) . . ?
C55 N7 C59 116.6(7) . . ?
C55 N7 U4 122.1(5) . . ?
C59 N7 U4 121.3(5) . . ?
C66 N8 C60 117.2(6) . . ?
C66 N8 U4 122.4(5) . . ?
C60 N8 U4 120.4(5) . . ?
O9 C1 O10 119.5(8) . . ?
O9 C1 C2 118.1(7) . . ?
O10 C1 C2 122.4(8) . . ?
C1 C2 C3 113.2(7) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 114.2(6) . . ?
C2 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C5 C4 C3 114.4(7) . . ?
C5 C4 H4A 108.7 . . ?
C3 C4 H4A 108.7 . . ?
C5 C4 H4B 108.7 . . ?
C3 C4 H4B 108.7 . . ?
H4A C4 H4B 107.6 . . ?
C4 C5 C6 112.9(8) . . ?
C4 C5 H5A 109.0 . . ?
C6 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
C6 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C7 C6 C5 114.6(7) . . ?
C7 C6 H6A 108.6 . . ?
C5 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C6 C7 C8 111.8(7) . . ?
C6 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
C9 C8 C7 115.7(7) . . ?
C9 C8 H8A 108.4 . . ?
C7 C8 H8A 108.4 . . ?
C9 C8 H8B 108.4 . . ?
C7 C8 H8B 108.4 . . ?
H8A C8 H8B 107.4 . . ?
O12 C9 O11 118.9(8) . . ?
O12 C9 C8 121.2(7) . . ?
O11 C9 C8 119.8(8) . . ?
O13 C10 O14 120.2(8) . . ?
O13 C10 C11 119.8(7) . . ?
O14 C10 C11 119.9(7) . . ?
C10 C11 C12 117.5(7) . . ?
C10 C11 H11A 107.9 . . ?
C12 C11 H11A 107.9 . . ?
C10 C11 H11B 107.9 . . ?
C12 C11 H11B 107.9 . . ?
H11A C11 H11B 107.2 . . ?
C11 C12 C13 111.9(6) . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C14 C13 C12 115.1(6) . . ?
C14 C13 H13A 108.5 . . ?
C12 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C15 C14 C13 113.4(6) . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 C16 115.8(7) . . ?
C14 C15 H15A 108.3 . . ?
C16 C15 H15A 108.3 . . ?
C14 C15 H15B 108.3 . . ?
C16 C15 H15B 108.3 . . ?
H15A C15 H15B 107.4 . . ?
C17 C16 C15 113.0(7) . . ?
C17 C16 H16A 109.0 . . ?
C15 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C15 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C18 C17 C16 115.4(7) . . ?
C18 C17 H17A 108.4 . . ?
C16 C17 H17A 108.4 . . ?
C18 C17 H17B 108.4 . . ?
C16 C17 H17B 108.4 . . ?
H17A C17 H17B 107.5 . . ?
O15 C18 O16 119.6(8) . . ?
O15 C18 C17 120.6(7) . . ?
O16 C18 C17 119.6(8) . . ?
N1 C19 C20 123.8(7) . . ?
N1 C19 H19 118.1 . . ?
C20 C19 H19 118.1 . . ?
C21 C20 C19 118.6(7) . . ?
C21 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C20 C21 C22 120.2(7) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C27 122.8(7) . . ?
C21 C22 C23 117.8(7) . . ?
C27 C22 C23 119.3(6) . . ?
N1 C23 C22 122.0(6) . . ?
N1 C23 C24 118.9(6) . . ?
C22 C23 C24 119.1(7) . . ?
C25 C24 N2 122.9(6) . . ?
C25 C24 C23 120.2(7) . . ?
N2 C24 C23 116.7(7) . . ?
C24 C25 C28 118.1(7) . . ?
C24 C25 C26 118.7(6) . . ?
C28 C25 C26 123.1(7) . . ?
C27 C26 C25 121.5(7) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C22 120.9(7) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
C29 C28 C25 120.6(7) . . ?
C29 C28 H28 119.7 . . ?
C25 C28 H28 119.7 . . ?
C28 C29 C30 117.6(7) . . ?
C28 C29 H29 121.2 . . ?
C30 C29 H29 121.2 . . ?
N2 C30 C29 125.7(7) . . ?
N2 C30 H30 117.2 . . ?
C29 C30 H30 117.2 . . ?
N3 C31 C32 122.1(8) . . ?
N3 C31 H31 119.0 . . ?
C32 C31 H31 119.0 . . ?
C33 C32 C31 119.2(8) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 120.5(8) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C33 C34 C35 118.1(7) . . ?
C33 C34 C39 123.2(8) . . ?
C35 C34 C39 118.7(8) . . ?
N3 C35 C34 121.4(7) . . ?
N3 C35 C36 118.6(7) . . ?
C34 C35 C36 120.0(7) . . ?
N4 C36 C35 119.4(7) . . ?
N4 C36 C37 122.5(7) . . ?
C35 C36 C37 118.1(7) . . ?
C40 C37 C38 123.0(8) . . ?
C40 C37 C36 116.5(7) . . ?
C38 C37 C36 120.5(8) . . ?
C39 C38 C37 120.3(8) . . ?
C39 C38 H38 119.8 . . ?
C37 C38 H38 119.8 . . ?
C38 C39 C34 122.3(8) . . ?
C38 C39 H39 118.8 . . ?
C34 C39 H39 118.8 . . ?
C41 C40 C37 120.0(8) . . ?
C41 C40 H40 120.0 . . ?
C37 C40 H40 120.0 . . ?
C40 C41 C42 119.2(8) . . ?
C40 C41 H41 120.4 . . ?
C42 C41 H41 120.4 . . ?
N4 C42 C41 124.2(8) . . ?
N4 C42 H42 117.9 . . ?
C41 C42 H42 117.9 . . ?
N5 C43 C44 124.8(8) . . ?
N5 C43 H43 117.6 . . ?
C44 C43 H43 117.6 . . ?
C45 C44 C43 116.9(9) . . ?
C45 C44 H44 121.6 . . ?
C43 C44 H44 121.6 . . ?
C44 C45 C46 120.7(8) . . ?
C44 C45 H45 119.6 . . ?
C46 C45 H45 119.6 . . ?
C47 C46 C45 117.7(7) . . ?
C47 C46 C51 119.6(9) . . ?
C45 C46 C51 122.7(9) . . ?
N5 C47 C46 122.3(8) . . ?
N5 C47 C48 117.4(7) . . ?
C46 C47 C48 120.3(7) . . ?
N6 C48 C49 121.9(8) . . ?
N6 C48 C47 119.5(7) . . ?
C49 C48 C47 118.6(8) . . ?
C52 C49 C48 117.7(9) . . ?
C52 C49 C50 123.2(8) . . ?
C48 C49 C50 119.1(9) . . ?
C51 C50 C49 122.2(9) . . ?
C51 C50 H50 118.9 . . ?
C49 C50 H50 118.9 . . ?
C50 C51 C46 120.2(9) . . ?
C50 C51 H51 119.9 . . ?
C46 C51 H51 119.9 . . ?
C53 C52 C49 120.2(8) . . ?
C53 C52 H52 119.9 . . ?
C49 C52 H52 119.9 . . ?
C52 C53 C54 117.4(9) . . ?
C52 C53 H53 121.3 . . ?
C54 C53 H53 121.3 . . ?
N6 C54 C53 125.1(9) . . ?
N6 C54 H54 117.5 . . ?
C53 C54 H54 117.5 . . ?
N7 C55 C56 124.3(7) . . ?
N7 C55 H55 117.9 . . ?
C56 C55 H55 117.9 . . ?
C57 C56 C55 120.5(8) . . ?
C57 C56 H56 119.8 . . ?
C55 C56 H56 119.8 . . ?
C56 C57 C58 118.1(8) . . ?
C56 C57 H57 120.9 . . ?
C58 C57 H57 120.9 . . ?
C59 C58 C57 118.7(7) . . ?
C59 C58 C63 119.2(8) . . ?
C57 C58 C63 122.0(8) . . ?
N7 C59 C58 121.8(7) . . ?
N7 C59 C60 117.5(7) . . ?
C58 C59 C60 120.7(7) . . ?
N8 C60 C61 122.9(7) . . ?
N8 C60 C59 118.5(6) . . ?
C61 C60 C59 118.6(7) . . ?
C64 C61 C60 118.2(8) . . ?
C64 C61 C62 123.2(7) . . ?
C60 C61 C62 118.6(8) . . ?
C63 C62 C61 121.9(7) . . ?
C63 C62 H62 119.1 . . ?
C61 C62 H62 119.1 . . ?
C62 C63 C58 121.0(8) . . ?
C62 C63 H63 119.5 . . ?
C58 C63 H63 119.5 . . ?
C65 C64 C61 118.8(8) . . ?
C65 C64 H64 120.6 . . ?
C61 C64 H64 120.6 . . ?
C64 C65 C66 119.4(8) . . ?
C64 C65 H65 120.3 . . ?
C66 C65 H65 120.3 . . ?
N8 C66 C65 123.5(8) . . ?
N8 C66 H66 118.2 . . ?
C65 C66 H66 118.2 . . ?

_refine_diff_density_max         1.036
_refine_diff_density_min         -1.496
_refine_diff_density_rms         0.196

_shelxl_version_number           2014-3

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

data_7
_database_code_depnum_ccdc_archive 'CCDC 1465545'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H30 N2 O6 U'
_chemical_formula_weight         668.52

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.7422(4)
_cell_length_b                   16.7494(7)
_cell_length_c                   18.1092(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.207(3)
_cell_angle_gamma                90
_cell_volume                     2329.80(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    70412
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    7.008
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.390
_exptl_absorpt_correction_T_max  0.571
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 30 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and four ω scans with 2° steps (407 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            70412
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.432
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4417
_reflns_number_gt                3749
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. Four adjacent C atoms in the aliphatic chain are disordered
 over two positions which were refined with occupancy parameters 
 constrained to sum to unity and restraints on bond lengths, angles and
 displacement parameters. All non-hydrogen atoms were refined with
 anisotropic displacement parameters. The H atoms were introduced at
 calculated positions and were treated as riding atoms with an isotropic
 displacement parameter equal to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+5.1512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4417
_refine_ls_number_parameters     326
_refine_ls_number_restraints     103
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0955
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.057
_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 0.88978(3) 0.58311(2) 0.67063(2) 0.04311(10) Uani 1 1 d . . . . .
O1 O 0.7378(5) 0.5289(2) 0.7154(2) 0.0472(9) Uani 1 1 d . . . . .
O2 O 1.0414(6) 0.6379(3) 0.6261(3) 0.0571(11) Uani 1 1 d . . . . .
O3 O 0.6334(5) 0.6722(2) 0.6331(2) 0.0486(10) Uani 1 1 d . . . . .
O4 O 0.8154(6) 0.7061(3) 0.7299(3) 0.0633(12) Uani 1 1 d . . . . .
O5 O -0.9407(7) 0.8906(3) 0.2921(3) 0.0662(13) Uani 1 1 d . . . . .
O6 O -0.8574(5) 0.9925(3) 0.2287(3) 0.0552(11) Uani 1 1 d . . . . .
N1 N 0.8960(6) 0.4385(3) 0.6098(3) 0.0435(11) Uani 1 1 d . . . . .
N2 N 0.7649(6) 0.5638(3) 0.5316(3) 0.0437(11) Uani 1 1 d . . . . .
C1 C 0.6752(8) 0.7186(4) 0.6877(4) 0.0528(15) Uani 1 1 d . . . . .
C2 C 0.5618(9) 0.7872(5) 0.7043(4) 0.0643(18) Uani 1 1 d . . . . .
H2A H 0.5371 0.7820 0.7564 0.077 Uiso 1 1 calc R U . . .
H2B H 0.6288 0.8372 0.7010 0.077 Uiso 1 1 calc R U . . .
C3 C 0.3920(8) 0.7957(5) 0.6554(4) 0.0648(19) Uani 1 1 d . . . . .
H3A H 0.3227 0.7465 0.6588 0.078 Uiso 1 1 calc R U . . .
H3B H 0.4147 0.8017 0.6031 0.078 Uiso 1 1 calc R U . . .
C4 C 0.2857(9) 0.8681(5) 0.6771(5) 0.075(2) Uani 1 1 d D . . . .
H4A H 0.3381 0.9162 0.6610 0.090 Uiso 0.432(11) 1 d R U P A .
H4B H 0.2932 0.8700 0.7304 0.090 Uiso 0.432(11) 1 d R U P . .
H4C H 0.3633 0.9130 0.6863 0.090 Uiso 0.568(11) 1 d R U P . .
H4D H 0.2407 0.8558 0.7228 0.090 Uiso 0.568(11) 1 d R U P . .
C5A C 0.0927(16) 0.8683(16) 0.6470(10) 0.096(5) Uani 0.432(11) 1 d D U P A 1
H5A H 0.0270 0.9063 0.6719 0.115 Uiso 0.432(11) 1 d R U P A 1
H5B H 0.0435 0.8160 0.6518 0.115 Uiso 0.432(11) 1 d R U P A 1
C6A C 0.083(2) 0.8887(16) 0.5651(10) 0.104(5) Uani 0.432(11) 1 d D U P A 1
H6A H 0.1318 0.8467 0.5381 0.124 Uiso 0.432(11) 1 d R U P A 1
H6B H 0.1466 0.9373 0.5598 0.124 Uiso 0.432(11) 1 d R U P A 1
C7A C -0.112(2) 0.9015(13) 0.5415(11) 0.126(5) Uani 0.432(11) 1 d D U P A 1
H7A H -0.1295 0.9544 0.5212 0.151 Uiso 0.432(11) 1 d R U P A 1
H7B H -0.1760 0.8978 0.5836 0.151 Uiso 0.432(11) 1 d R U P A 1
C8A C -0.1729(14) 0.8484(9) 0.4762(9) 0.117(6) Uani 0.432(11) 1 d D U P A 1
H8A H -0.1771 0.7959 0.4974 0.140 Uiso 0.432(11) 1 d R U P A 1
H8B H -0.1040 0.8464 0.4356 0.140 Uiso 0.432(11) 1 d R U P A 1
C5B C 0.1323(17) 0.8923(10) 0.6176(10) 0.098(4) Uani 0.568(11) 1 d D U P A 2
H5C H 0.1757 0.9083 0.5723 0.118 Uiso 0.568(11) 1 d R U P A 2
H5D H 0.0719 0.9370 0.6358 0.118 Uiso 0.568(11) 1 d R U P A 2
C6B C 0.0084(19) 0.8255(8) 0.6054(8) 0.106(4) Uani 0.568(11) 1 d D U P A 2
H6C H 0.0042 0.7944 0.6497 0.128 Uiso 0.568(11) 1 d R U P A 2
H6D H 0.0453 0.7914 0.5676 0.128 Uiso 0.568(11) 1 d R U P A 2
C7B C -0.1682(14) 0.8609(12) 0.5799(9) 0.125(6) Uani 0.568(11) 1 d D U P A 2
H7C H -0.1781 0.9136 0.6002 0.149 Uiso 0.568(11) 1 d R U P A 2
H7D H -0.2602 0.8279 0.5945 0.149 Uiso 0.568(11) 1 d R U P A 2
C8B C -0.1807(15) 0.8638(14) 0.4962(8) 0.108(4) Uani 0.568(11) 1 d D U P A 2
H8C H -0.1272 0.8163 0.4795 0.130 Uiso 0.568(11) 1 d R U P A 2
H8D H -0.1131 0.9088 0.4831 0.130 Uiso 0.568(11) 1 d R U P A 2
C9 C -0.3603(10) 0.8734(8) 0.4520(6) 0.118(4) Uani 1 1 d D . . . .
H9A H -0.3813 0.9229 0.4764 0.142 Uiso 0.432(11) 1 d R U P A .
H9B H -0.4466 0.8351 0.4627 0.142 Uiso 0.432(11) 1 d R U P . .
H9C H -0.4185 0.9175 0.4726 0.142 Uiso 0.568(11) 1 d R U P . .
H9D H -0.4240 0.8256 0.4606 0.142 Uiso 0.568(11) 1 d R U P . .
C10 C -0.3722(12) 0.8832(8) 0.3703(7) 0.113(4) Uani 1 1 d D . . . .
H10A H -0.3043 0.8396 0.3510 0.136 Uiso 1 1 calc R U . . .
H10B H -0.3134 0.9339 0.3605 0.136 Uiso 1 1 calc R U . . .
C11 C -0.5496(11) 0.8840(7) 0.3253(6) 0.092(3) Uani 1 1 d . . . . .
H11A H -0.5331 0.8846 0.2719 0.110 Uiso 1 1 calc R U . . .
H11B H -0.6086 0.8333 0.3347 0.110 Uiso 1 1 calc R U . . .
C12 C -0.6660(10) 0.9489(5) 0.3380(5) 0.078(2) Uani 1 1 d . . . . .
H12A H -0.6071 1.0005 0.3318 0.093 Uiso 1 1 calc R U . . .
H12B H -0.6946 0.9461 0.3897 0.093 Uiso 1 1 calc R U . . .
C13 C -0.8308(9) 0.9450(4) 0.2847(4) 0.0609(17) Uani 1 1 d . . . . .
C14 C 0.9540(8) 0.3761(4) 0.6510(4) 0.0496(14) Uani 1 1 d . . . . .
H14 H 1.0243 0.3866 0.6968 0.060 Uiso 1 1 calc R U . . .
C15 C 0.9201(8) 0.2968(4) 0.6325(4) 0.0554(15) Uani 1 1 d . . . . .
H15 H 0.9660 0.2547 0.6641 0.067 Uiso 1 1 calc R U . . .
C16 C 0.8182(9) 0.2820(4) 0.5670(4) 0.0567(16) Uani 1 1 d . . . . .
H16 H 0.7894 0.2286 0.5531 0.068 Uiso 1 1 calc R U . . .
C17 C 0.7558(8) 0.3444(4) 0.5204(4) 0.0497(14) Uani 1 1 d . . . . .
H17 H 0.6871 0.3341 0.4742 0.060 Uiso 1 1 calc R U . . .
C18 C 0.7965(7) 0.4223(3) 0.5432(3) 0.0427(13) Uani 1 1 d . . . . .
C19 C 0.7359(7) 0.4925(4) 0.4984(3) 0.0425(12) Uani 1 1 d . . . . .
C20 C 0.6594(7) 0.4859(4) 0.4246(3) 0.0478(13) Uani 1 1 d . . . . .
H20 H 0.6389 0.4349 0.4023 0.057 Uiso 1 1 calc R U . . .
C21 C 0.6141(8) 0.5541(4) 0.3849(4) 0.0543(15) Uani 1 1 d . . . . .
H21 H 0.5588 0.5507 0.3351 0.065 Uiso 1 1 calc R U . . .
C22 C 0.6497(9) 0.6274(4) 0.4177(3) 0.0549(15) Uani 1 1 d . . . . .
H22 H 0.6235 0.6753 0.3906 0.066 Uiso 1 1 calc R U . . .
C23 C 0.7236(9) 0.6294(4) 0.4904(4) 0.0529(15) Uani 1 1 d . . . . .
H23 H 0.7470 0.6800 0.5130 0.063 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 O1 1.762(4) . ?
U1 O2 1.763(4) . ?
U1 O4 2.425(4) . ?
U1 O6 2.454(4) 4_776 ?
U1 O5 2.456(4) 4_776 ?
U1 O3 2.508(4) . ?
U1 N2 2.601(5) . ?
U1 N1 2.663(5) . ?
O3 C1 1.266(7) . ?
O4 C1 1.265(7) . ?
O5 C13 1.265(9) . ?
O5 U1 2.456(4) 4_375 ?
O6 C13 1.285(8) . ?
O6 U1 2.454(4) 4_375 ?
N1 C14 1.330(8) . ?
N1 C18 1.374(8) . ?
N2 C19 1.343(7) . ?
N2 C23 1.344(8) . ?
C1 C2 1.500(9) . ?
C2 C3 1.497(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.543(9) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5A 1.525(9) . ?
C4 C5B 1.554(9) . ?
C4 H4A 0.9631 . ?
C4 H4B 0.9604 . ?
C4 H4C 0.9637 . ?
C4 H4D 0.9614 . ?
C5A C6A 1.514(10) . ?
C5A H5A 0.9629 . ?
C5A H5B 0.9632 . ?
C6A C7A 1.529(5) . ?
C6A H6A 0.9626 . ?
C6A H6B 0.9635 . ?
C7A C8A 1.507(5) . ?
C7A H7A 0.9626 . ?
C7A H7B 0.9620 . ?
C8A C9 1.521(5) . ?
C8A H8A 0.9623 . ?
C8A H8B 0.9622 . ?
C5B C6B 1.472(10) . ?
C5B H5C 0.9613 . ?
C5B H5D 0.9631 . ?
C6B C7B 1.509(5) . ?
C6B H6C 0.9612 . ?
C6B H6D 0.9620 . ?
C7B C8B 1.508(5) . ?
C7B H7C 0.9626 . ?
C7B H7D 0.9639 . ?
C8B C9 1.523(5) . ?
C8B H8C 0.9631 . ?
C8B H8D 0.9635 . ?
C9 C10 1.480(15) . ?
C9 H9A 0.9626 . ?
C9 H9B 0.9638 . ?
C9 H9C 0.9630 . ?
C9 H9D 0.9634 . ?
C10 C11 1.508(12) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.448(12) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.501(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C15 1.386(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.362(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(9) . ?
C16 H16 0.9500 . ?
C17 C18 1.394(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.471(8) . ?
C19 C20 1.396(8) . ?
C20 C21 1.371(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.377(10) . ?
C21 H21 0.9500 . ?
C22 C23 1.368(9) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?

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 179.61(19) . . ?
O1 U1 O4 91.39(18) . . ?
O2 U1 O4 88.22(19) . . ?
O1 U1 O6 94.58(17) . 4_776 ?
O2 U1 O6 85.64(18) . 4_776 ?
O4 U1 O6 117.98(14) . 4_776 ?
O1 U1 O5 89.61(19) . 4_776 ?
O2 U1 O5 90.3(2) . 4_776 ?
O4 U1 O5 65.22(15) . 4_776 ?
O6 U1 O5 53.18(15) 4_776 4_776 ?
O1 U1 O3 83.07(16) . . ?
O2 U1 O3 96.65(18) . . ?
O4 U1 O3 52.48(13) . . ?
O6 U1 O3 169.91(14) 4_776 . ?
O5 U1 O3 116.87(14) 4_776 . ?
O1 U1 N2 101.10(17) . . ?
O2 U1 N2 79.04(18) . . ?
O4 U1 N2 117.00(15) . . ?
O6 U1 N2 122.03(15) 4_776 . ?
O5 U1 N2 168.86(17) 4_776 . ?
O3 U1 N2 68.04(14) . . ?
O1 U1 N1 76.70(16) . . ?
O2 U1 N1 103.68(18) . . ?
O4 U1 N1 166.64(16) . . ?
O6 U1 N1 69.72(14) 4_776 . ?
O5 U1 N1 119.89(15) 4_776 . ?
O3 U1 N1 118.92(14) . . ?
N2 U1 N1 60.69(15) . . ?
C1 O3 U1 92.1(3) . . ?
C1 O4 U1 96.1(4) . . ?
C13 O5 U1 93.8(4) . 4_375 ?
C13 O6 U1 93.4(4) . 4_375 ?
C14 N1 C18 116.7(5) . . ?
C14 N1 U1 120.4(4) . . ?
C18 N1 U1 120.4(4) . . ?
C19 N2 C23 117.6(5) . . ?
C19 N2 U1 124.4(4) . . ?
C23 N2 U1 118.1(4) . . ?
O4 C1 O3 119.1(6) . . ?
O4 C1 C2 119.0(5) . . ?
O3 C1 C2 121.9(5) . . ?
C3 C2 C1 116.5(6) . . ?
C3 C2 H2A 108.2 . . ?
C1 C2 H2A 108.2 . . ?
C3 C2 H2B 108.2 . . ?
C1 C2 H2B 108.2 . . ?
H2A C2 H2B 107.3 . . ?
C2 C3 C4 112.4(6) . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
C5A C4 C3 116.2(12) . . ?
C3 C4 C5B 114.5(10) . . ?
C5A C4 H4A 108.7 . . ?
C3 C4 H4A 108.8 . . ?
C5A C4 H4B 107.0 . . ?
C3 C4 H4B 108.4 . . ?
H4A C4 H4B 107.5 . . ?
C3 C4 H4C 108.5 . . ?
C5B C4 H4C 108.8 . . ?
C3 C4 H4D 108.3 . . ?
C5B C4 H4D 109.0 . . ?
H4C C4 H4D 107.6 . . ?
C6A C5A C4 106.1(12) . . ?
C6A C5A H5A 110.1 . . ?
C4 C5A H5A 112.7 . . ?
C6A C5A H5B 108.8 . . ?
C4 C5A H5B 110.3 . . ?
H5A C5A H5B 108.7 . . ?
C5A C6A C7A 103.5(6) . . ?
C5A C6A H6A 110.9 . . ?
C7A C6A H6A 113.5 . . ?
C5A C6A H6B 109.0 . . ?
C7A C6A H6B 110.8 . . ?
H6A C6A H6B 109.0 . . ?
C8A C7A C6A 109.7(15) . . ?
C8A C7A H7A 103.1 . . ?
C6A C7A H7A 108.8 . . ?
C8A C7A H7B 116.2 . . ?
C6A C7A H7B 110.9 . . ?
H7A C7A H7B 107.5 . . ?
C7A C8A C9 104.9(5) . . ?
C7A C8A H8A 104.4 . . ?
C9 C8A H8A 106.8 . . ?
C7A C8A H8B 118.1 . . ?
C9 C8A H8B 113.0 . . ?
H8A C8A H8B 108.9 . . ?
C6B C5B C4 109.4(10) . . ?
C6B C5B H5C 112.0 . . ?
C4 C5B H5C 110.2 . . ?
C6B C5B H5D 107.8 . . ?
C4 C5B H5D 109.1 . . ?
H5C C5B H5D 108.2 . . ?
C5B C6B C7B 107.2(6) . . ?
C5B C6B H6C 112.1 . . ?
C7B C6B H6C 110.1 . . ?
C5B C6B H6D 108.1 . . ?
C7B C6B H6D 110.8 . . ?
H6C C6B H6D 108.5 . . ?
C8B C7B C6B 105.1(5) . . ?
C8B C7B H7C 110.9 . . ?
C6B C7B H7C 110.9 . . ?
C8B C7B H7D 109.8 . . ?
C6B C7B H7D 111.3 . . ?
H7C C7B H7D 108.9 . . ?
C7B C8B C9 118.0(12) . . ?
C7B C8B H8C 108.2 . . ?
C9 C8B H8C 108.8 . . ?
C7B C8B H8D 107.7 . . ?
C9 C8B H8D 106.1 . . ?
H8C C8B H8D 107.5 . . ?
C10 C9 C8A 104.8(8) . . ?
C10 C9 C8B 118.3(11) . . ?
C10 C9 H9A 111.7 . . ?
C8A C9 H9A 108.3 . . ?
C10 C9 H9B 108.5 . . ?
C8A C9 H9B 114.8 . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 H9C 109.2 . . ?
C8B C9 H9C 108.6 . . ?
C10 C9 H9D 106.5 . . ?
C8B C9 H9D 106.2 . . ?
H9C C9 H9D 107.5 . . ?
C9 C10 C11 118.7(9) . . ?
C9 C10 H10A 107.6 . . ?
C11 C10 H10A 107.6 . . ?
C9 C10 H10B 107.6 . . ?
C11 C10 H10B 107.6 . . ?
H10A C10 H10B 107.1 . . ?
C12 C11 C10 117.6(9) . . ?
C12 C11 H11A 107.9 . . ?
C10 C11 H11A 107.9 . . ?
C12 C11 H11B 107.9 . . ?
C10 C11 H11B 107.9 . . ?
H11A C11 H11B 107.2 . . ?
C11 C12 C13 111.2(7) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
O5 C13 O6 119.1(6) . . ?
O5 C13 C12 119.5(7) . . ?
O6 C13 C12 121.3(7) . . ?
N1 C14 C15 125.3(6) . . ?
N1 C14 H14 117.4 . . ?
C15 C14 H14 117.4 . . ?
C16 C15 C14 117.1(6) . . ?
C16 C15 H15 121.4 . . ?
C14 C15 H15 121.4 . . ?
C15 C16 C17 120.7(6) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 118.4(6) . . ?
C16 C17 H17 120.8 . . ?
C18 C17 H17 120.8 . . ?
N1 C18 C17 121.8(6) . . ?
N1 C18 C19 115.5(5) . . ?
C17 C18 C19 122.7(6) . . ?
N2 C19 C20 121.7(6) . . ?
N2 C19 C18 116.1(5) . . ?
C20 C19 C18 122.2(5) . . ?
C21 C20 C19 119.1(6) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C20 C21 C22 119.4(6) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
C23 C22 C21 118.3(6) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
N2 C23 C22 123.8(6) . . ?
N2 C23 H23 118.1 . . ?
C22 C23 H23 118.1 . . ?

_refine_diff_density_max         1.062
_refine_diff_density_min         -1.504
_refine_diff_density_rms         0.128

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1465546'
_audit_update_record             
;
2016-03-14 deposited with the CCDC.
2016-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H30 N2 O6 U'
_chemical_formula_weight         692.54

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   8.0731(4)
_cell_length_b                   17.3445(6)
_cell_length_c                   17.4005(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.994(3)
_cell_angle_gamma                90
_cell_volume                     2433.16(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    75724
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      25.68

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.891
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    6.714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_T_max  0.546
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 30 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and four ω scans with 2° steps (419 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            75724
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.348
_diffrn_reflns_theta_max         25.679
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4611
_reflns_number_gt                3788
_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       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. Two C atoms in the aliphatic chain (C8 and C9) are disordered 
 over two positions which have been refined with occupancy parameters
 constrained to sum to unity. All non-hydrogen atoms were refined with
 anisotropic displacement parameters, with restraints on bond lengths,
 angles and displacement parameters for the atoms of the dicarboxylate
 ligand. The H atoms were introduced at calculated positions and were
 treated as riding atoms with an isotropic displacement parameter equal
 to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0966P)²+24.1479P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4611
_refine_ls_number_parameters     326
_refine_ls_number_restraints     156
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.1822
_refine_ls_wR_factor_gt          0.1733
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.239
_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 0.83220(5) 0.35597(2) 0.18163(2) 0.04546(19) Uani 1 1 d . . . . .
O1 O 0.9487(9) 0.2937(5) 0.1261(5) 0.0547(19) Uani 1 1 d . . . . .
O2 O 0.7045(14) 0.4170(5) 0.2347(6) 0.077(3) Uani 1 1 d . . . . .
O3 O 1.1010(11) 0.3993(5) 0.2364(4) 0.065(2) Uani 1 1 d D . . . .
O4 O 0.9772(12) 0.3118(6) 0.2984(6) 0.087(3) Uani 1 1 d D U . . .
O5 O 2.7095(12) 0.2578(5) 0.7398(5) 0.067(2) Uani 1 1 d . . . . .
O6 O 2.5725(10) 0.2102(5) 0.6418(5) 0.063(2) Uani 1 1 d . . . . .
N1 N 0.7228(10) 0.3991(6) 0.0419(5) 0.049(2) Uani 1 1 d . . . . .
N2 N 0.9104(10) 0.4965(5) 0.1310(5) 0.044(2) Uani 1 1 d . . . . .
C1 C 1.1066(14) 0.3557(8) 0.2944(7) 0.104(5) Uani 1 1 d D U . . .
C2 C 1.239(2) 0.3537(11) 0.3582(9) 0.120(5) Uani 1 1 d D U . . .
H2A H 1.1870 0.3617 0.4080 0.144 Uiso 1 1 calc R U . . .
H2B H 1.2919 0.3023 0.3596 0.144 Uiso 1 1 calc R U . . .
C3 C 1.3664(16) 0.4136(11) 0.3485(11) 0.132(4) Uani 1 1 d D U . . .
H3A H 1.3161 0.4656 0.3453 0.158 Uiso 1 1 calc R U . . .
H3B H 1.4277 0.4041 0.3016 0.158 Uiso 1 1 calc R U . . .
C4 C 1.4817(19) 0.4054(18) 0.4217(10) 0.151(5) Uani 1 1 d D U . . .
H4A H 1.4731 0.4519 0.4542 0.181 Uiso 1 1 calc R U . . .
H4B H 1.4475 0.3602 0.4519 0.181 Uiso 1 1 calc R U . . .
C5 C 1.6527(17) 0.3955(14) 0.4002(9) 0.166(5) Uani 1 1 d D U . . .
H5A H 1.7032 0.4467 0.3922 0.199 Uiso 1 1 calc R U . . .
H5B H 1.6540 0.3667 0.3512 0.199 Uiso 1 1 calc R U . . .
C6 C 1.753(2) 0.3525(8) 0.4619(10) 0.155(5) Uani 1 1 d D U . . .
H6A H 1.8443 0.3248 0.4380 0.186 Uiso 1 1 calc R U . . .
H6B H 1.6812 0.3136 0.4852 0.186 Uiso 1 1 calc R U . . .
C7 C 1.8271(17) 0.4057(9) 0.5260(9) 0.142(4) Uani 1 1 d D U . . .
H7A H 1.7583 0.4470 0.5427 0.170 Uiso 0.40(3) 1 d R U P A .
H7B H 1.8971 0.4255 0.4877 0.170 Uiso 0.40(3) 1 d R U P . .
H7C H 1.7743 0.4195 0.5734 0.170 Uiso 0.60(3) 1 d R U P . .
H7D H 1.8261 0.4462 0.4926 0.170 Uiso 0.60(3) 1 d R U P . .
C8A C 1.961(3) 0.3587(12) 0.5681(17) 0.132(5) Uani 0.40(3) 1 d D U P A 1
H8A H 1.9436 0.3044 0.5740 0.158 Uiso 0.40(3) 1 d R U P A 1
H8B H 1.9351 0.3843 0.6148 0.158 Uiso 0.40(3) 1 d R U P A 1
C9A C 2.1089(19) 0.4093(14) 0.5768(13) 0.125(5) Uani 0.40(3) 1 d D U P A 1
H9A H 2.1187 0.4600 0.5554 0.150 Uiso 0.40(3) 1 d R U P A 1
H9B H 2.1459 0.3723 0.5404 0.150 Uiso 0.40(3) 1 d R U P A 1
C8B C 2.0028(15) 0.3769(17) 0.5455(9) 0.130(5) Uani 0.60(3) 1 d D U P A 2
H8C H 2.0783 0.4066 0.5214 0.156 Uiso 0.60(3) 1 d R U P A 2
H8D H 2.0057 0.3238 0.5262 0.156 Uiso 0.60(3) 1 d R U P A 2
C9B C 2.0337(13) 0.3705(15) 0.6313(9) 0.127(5) Uani 0.60(3) 1 d D U P A 2
H9C H 2.0019 0.3220 0.6518 0.152 Uiso 0.60(3) 1 d R U P A 2
H9D H 1.9682 0.4100 0.6547 0.152 Uiso 0.60(3) 1 d R U P A 2
C10 C 2.2073(13) 0.3933(9) 0.6506(9) 0.113(5) Uani 1 1 d D U . . .
H10A H 2.1339 0.3904 0.6922 0.136 Uiso 0.40(3) 1 d R U P A .
H10B H 2.2747 0.4385 0.6580 0.136 Uiso 0.40(3) 1 d R U P . .
H10C H 2.2522 0.4300 0.6113 0.136 Uiso 0.60(3) 1 d R U P . .
H10D H 2.2172 0.4187 0.7002 0.136 Uiso 0.60(3) 1 d R U P . .
C11 C 2.3143(15) 0.3245(8) 0.6448(10) 0.095(5) Uani 1 1 d D U . . .
H11A H 2.2554 0.2781 0.6621 0.114 Uiso 1 1 calc R U . . .
H11B H 2.3430 0.3166 0.5908 0.114 Uiso 1 1 calc R U . . .
C12 C 2.4664(14) 0.3374(8) 0.6941(10) 0.092(6) Uani 1 1 d D . . . .
H12A H 2.4379 0.3460 0.7481 0.110 Uiso 1 1 calc R U . . .
H12B H 2.5267 0.3832 0.6764 0.110 Uiso 1 1 calc R U . . .
C13 C 2.5721(14) 0.2662(7) 0.6884(7) 0.072(4) Uani 1 1 d D . . . .
C14 C 0.6419(16) 0.3516(7) -0.0043(7) 0.062(3) Uani 1 1 d . . . . .
H14 H 0.6266 0.3004 0.0133 0.074 Uiso 1 1 calc R U . . .
C15 C 0.5759(17) 0.3703(11) -0.0779(8) 0.073(4) Uani 1 1 d . . . . .
H15 H 0.5218 0.3324 -0.1096 0.087 Uiso 1 1 calc R U . . .
C16 C 0.5911(17) 0.4429(13) -0.1021(7) 0.083(5) Uani 1 1 d . . . . .
H16 H 0.5434 0.4573 -0.1511 0.099 Uiso 1 1 calc R U . . .
C17 C 0.6763(16) 0.4979(9) -0.0566(7) 0.067(4) Uani 1 1 d . . . . .
C18 C 0.7460(12) 0.4723(7) 0.0167(6) 0.048(3) Uani 1 1 d . . . . .
C19 C 0.8424(14) 0.5243(6) 0.0646(6) 0.049(3) Uani 1 1 d . . . . .
C20 C 0.8565(17) 0.6027(7) 0.0411(8) 0.063(3) Uani 1 1 d . . . . .
C21 C 0.785(2) 0.6278(10) -0.0293(10) 0.082(5) Uani 1 1 d . . . . .
H21 H 0.7954 0.6803 -0.0438 0.099 Uiso 1 1 calc R U . . .
C22 C 0.702(2) 0.5780(10) -0.0771(9) 0.081(5) Uani 1 1 d . . . . .
H22 H 0.6597 0.5960 -0.1257 0.097 Uiso 1 1 calc R U . . .
C23 C 0.959(2) 0.6536(8) 0.0941(10) 0.078(5) Uani 1 1 d . . . . .
H23 H 0.9807 0.7057 0.0811 0.094 Uiso 1 1 calc R U . . .
C24 C 1.0193(18) 0.6241(8) 0.1588(10) 0.071(4) Uani 1 1 d . . . . .
H24 H 1.0785 0.6563 0.1949 0.086 Uiso 1 1 calc R U . . .
C25 C 0.9981(15) 0.5452(6) 0.1764(8) 0.056(3) Uani 1 1 d . . . . .
H25 H 1.0490 0.5260 0.2230 0.067 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 O1 1.755(8) . ?
U1 O2 1.771(8) . ?
U1 O4 2.417(9) . ?
U1 O3 2.443(8) . ?
U1 O5 2.451(8) 4_365 ?
U1 O6 2.458(9) 4_365 ?
U1 N1 2.651(9) . ?
U1 N2 2.678(8) . ?
O3 C1 1.259(8) . ?
O4 C1 1.298(8) . ?
O5 C13 1.396(13) . ?
O5 U1 2.451(8) 4_766 ?
O6 C13 1.265(14) . ?
O6 U1 2.458(9) 4_766 ?
N1 C14 1.302(15) . ?
N1 C18 1.358(15) . ?
N2 C25 1.335(15) . ?
N2 C19 1.343(14) . ?
C1 C2 1.499(8) . ?
C2 C3 1.480(9) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.544(10) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.459(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.508(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.544(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8A 1.514(10) . ?
C7 C8B 1.525(5) . ?
C7 H7A 0.9599 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9777 . ?
C7 H7D 0.9115 . ?
C8A C9A 1.480(10) . ?
C8A H8A 0.9601 . ?
C8A H8B 0.9600 . ?
C9A C10 1.500(10) . ?
C9A H9A 0.9600 . ?
C9A H9B 0.9600 . ?
C8B C9B 1.504(5) . ?
C8B H8C 0.9164 . ?
C8B H8D 0.9811 . ?
C9B C10 1.478(10) . ?
C9B H9C 0.9537 . ?
C9B H9D 0.9681 . ?
C10 C11 1.479(9) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 1.0150 . ?
C10 H10D 0.9676 . ?
C11 C12 1.478(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.506(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C15 1.399(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.34(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.40(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.439(15) . ?
C17 C22 1.45(2) . ?
C18 C19 1.430(17) . ?
C19 C20 1.427(16) . ?
C20 C21 1.39(2) . ?
C20 C23 1.50(2) . ?
C21 C22 1.35(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.31(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.414(17) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?

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 176.8(4) . . ?
O1 U1 O4 91.0(4) . . ?
O2 U1 O4 91.2(5) . . ?
O1 U1 O3 85.0(3) . . ?
O2 U1 O3 98.2(4) . . ?
O4 U1 O3 52.2(3) . . ?
O1 U1 O5 88.4(4) . 4_365 ?
O2 U1 O5 90.4(4) . 4_365 ?
O4 U1 O5 65.5(3) . 4_365 ?
O3 U1 O5 117.2(3) . 4_365 ?
O1 U1 O6 91.8(3) . 4_365 ?
O2 U1 O6 85.1(4) . 4_365 ?
O4 U1 O6 117.2(3) . 4_365 ?
O3 U1 O6 168.8(3) . 4_365 ?
O5 U1 O6 51.9(3) 4_365 4_365 ?
O1 U1 N1 80.3(3) . . ?
O2 U1 N1 97.7(4) . . ?
O4 U1 N1 169.9(3) . . ?
O3 U1 N1 121.2(3) . . ?
O5 U1 N1 118.9(3) 4_365 . ?
O6 U1 N1 68.6(3) 4_365 . ?
O1 U1 N2 103.7(3) . . ?
O2 U1 N2 77.3(3) . . ?
O4 U1 N2 116.9(3) . . ?
O3 U1 N2 68.2(3) . . ?
O5 U1 N2 167.4(3) 4_365 . ?
O6 U1 N2 123.0(3) 4_365 . ?
N1 U1 N2 61.0(3) . . ?
C1 O3 U1 97.0(6) . . ?
C1 O4 U1 97.1(7) . . ?
C13 O5 U1 98.3(6) . 4_766 ?
C13 O6 U1 102.1(7) . 4_766 ?
C14 N1 C18 117.7(10) . . ?
C14 N1 U1 121.3(8) . . ?
C18 N1 U1 121.0(8) . . ?
C25 N2 C19 117.5(10) . . ?
C25 N2 U1 120.6(7) . . ?
C19 N2 U1 121.1(7) . . ?
O3 C1 O4 113.6(9) . . ?
O3 C1 C2 127.0(8) . . ?
O4 C1 C2 119.3(8) . . ?
C3 C2 C1 111.9(7) . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 103.6(15) . . ?
C2 C3 H3A 111.0 . . ?
C4 C3 H3A 111.0 . . ?
C2 C3 H3B 111.0 . . ?
C4 C3 H3B 111.0 . . ?
H3A C3 H3B 109.0 . . ?
C5 C4 C3 109.7(9) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 C6 110.8(10) . . ?
C4 C5 H5A 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C5 C6 C7 113.1(7) . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C7 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C8A C7 C6 105.6(7) . . ?
C8B C7 C6 106.7(6) . . ?
C8A C7 H7A 131.8 . . ?
C6 C7 H7A 117.1 . . ?
C8A C7 H7B 95.4 . . ?
C6 C7 H7B 86.1 . . ?
H7A C7 H7B 108.3 . . ?
C8B C7 H7C 109.4 . . ?
C6 C7 H7C 125.9 . . ?
C8A C7 H7D 134.8 . . ?
C8B C7 H7D 111.8 . . ?
C6 C7 H7D 90.5 . . ?
H7C C7 H7D 111.1 . . ?
C9A C8A C7 106.5(9) . . ?
C9A C8A H8A 134.0 . . ?
C7 C8A H8A 118.2 . . ?
C9A C8A H8B 81.5 . . ?
C7 C8A H8B 88.6 . . ?
H8A C8A H8B 108.8 . . ?
C8A C9A C10 111.4(9) . . ?
C8A C9A H9A 125.8 . . ?
C10 C9A H9A 116.8 . . ?
C8A C9A H9B 79.2 . . ?
C10 C9A H9B 105.8 . . ?
H9A C9A H9B 108.7 . . ?
C9B C8B C7 110.5(6) . . ?
C9B C8B H8C 114.6 . . ?
C7 C8B H8C 110.3 . . ?
C9B C8B H8D 105.3 . . ?
C7 C8B H8D 105.6 . . ?
H8C C8B H8D 110.0 . . ?
C10 C9B C8B 108.2(7) . . ?
C10 C9B H9C 114.9 . . ?
C8B C9B H9C 113.8 . . ?
C10 C9B H9D 104.3 . . ?
C8B C9B H9D 107.4 . . ?
H9C C9B H9D 107.7 . . ?
C9B C10 C11 108.6(8) . . ?
C11 C10 C9A 112.0(9) . . ?
C11 C10 H10A 113.3 . . ?
C9A C10 H10A 109.6 . . ?
C11 C10 H10B 109.8 . . ?
C9A C10 H10B 103.5 . . ?
H10A C10 H10B 108.0 . . ?
C9B C10 H10C 112.5 . . ?
C11 C10 H10C 103.2 . . ?
C9B C10 H10D 111.0 . . ?
C11 C10 H10D 114.0 . . ?
H10C C10 H10D 107.3 . . ?
C12 C11 C10 108.0(7) . . ?
C12 C11 H11A 110.1 . . ?
C10 C11 H11A 110.1 . . ?
C12 C11 H11B 110.1 . . ?
C10 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
C11 C12 C13 107.1(7) . . ?
C11 C12 H12A 110.3 . . ?
C13 C12 H12A 110.3 . . ?
C11 C12 H12B 110.3 . . ?
C13 C12 H12B 110.3 . . ?
H12A C12 H12B 108.5 . . ?
O6 C13 O5 107.6(8) . . ?
O6 C13 C12 133.8(9) . . ?
O5 C13 C12 118.5(9) . . ?
N1 C14 C15 124.9(12) . . ?
N1 C14 H14 117.5 . . ?
C15 C14 H14 117.5 . . ?
C16 C15 C14 118.1(14) . . ?
C16 C15 H15 121.0 . . ?
C14 C15 H15 121.0 . . ?
C15 C16 C17 121.0(13) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 116.7(13) . . ?
C16 C17 C22 126.0(14) . . ?
C18 C17 C22 117.3(15) . . ?
N1 C18 C19 118.8(9) . . ?
N1 C18 C17 121.4(12) . . ?
C19 C18 C17 119.8(12) . . ?
N2 C19 C20 123.6(12) . . ?
N2 C19 C18 117.4(10) . . ?
C20 C19 C18 118.9(11) . . ?
C21 C20 C19 120.9(15) . . ?
C21 C20 C23 123.2(14) . . ?
C19 C20 C23 115.8(13) . . ?
C22 C21 C20 120.6(14) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C17 122.2(14) . . ?
C21 C22 H22 118.9 . . ?
C17 C22 H22 118.9 . . ?
C24 C23 C20 118.0(13) . . ?
C24 C23 H23 121.0 . . ?
C20 C23 H23 121.0 . . ?
C23 C24 C25 121.5(15) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
N2 C25 C24 123.4(13) . . ?
N2 C25 H25 118.3 . . ?
C24 C25 H25 118.3 . . ?

_refine_diff_density_max         2.836
_refine_diff_density_min         -2.694
_refine_diff_density_rms         0.238

_shelxl_version_number           2014-3

