# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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. 
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data_2_MeOH
_database_code_depnum_ccdc_archive 'CCDC 1519432'
_audit_update_record             
;
2016-11-27 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H17 N3 O7 U, C H4 O'
_chemical_formula_sum            'C22 H21 N3 O8 U'
_chemical_formula_weight         693.45

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                   7.7986(2)
_cell_length_b                   11.3229(2)
_cell_length_c                   13.4185(3)
_cell_angle_alpha                74.707(2)
_cell_angle_beta                 81.9930(10)
_cell_angle_gamma                84.047(2)
_cell_volume                     1129.01(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    11548
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_F_000             660
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    7.243
_shelx_estimated_absorpt_T_min   0.430
_shelx_estimated_absorpt_T_max   0.760
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4218
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'Denzo-SMN (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(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  'Bruker Kappa APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            6897
_diffrn_reflns_av_unetI/netI     0.0466
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_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         2.122
_diffrn_reflns_theta_max         25.244
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4081
_reflns_number_gt                3750
_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 (Bruker, 2004)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0426P)²+12.0728P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4081
_refine_ls_number_parameters     317
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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 0.31823(3) 0.31033(2) 0.39732(2) 0.01620(11) Uani 1 1 d . . . . .
O2 O 0.5384(7) 0.2773(5) 0.4228(4) 0.0222(12) Uani 1 1 d . . . . .
O3 O 0.1020(7) 0.3394(5) 0.3650(4) 0.0232(12) Uani 1 1 d . . . . .
O4 O 0.3949(7) 0.4751(5) 0.2652(4) 0.0220(12) Uani 1 1 d . . . . .
O5 O 0.2170(8) 0.2251(5) 0.5608(4) 0.0259(13) Uani 1 1 d . . . . .
O6 O 0.2913(8) 0.4811(5) 0.4800(4) 0.0247(12) Uani 1 1 d D . . . .
H6 H 0.310(13) 0.479(9) 0.540(3) 0.03(3) Uiso 1 1 d D . . . .
O10 O 0.7115(8) -0.0087(6) 0.0009(5) 0.0361(15) Uani 1 1 d . . . . .
O11 O 0.6767(9) -0.1982(6) 0.0843(5) 0.0388(16) Uani 1 1 d . . . . .
O12 O 0.3373(8) 0.4318(5) 0.6767(4) 0.0249(12) Uani 1 1 d D . . . .
H12O H 0.417(9) 0.468(8) 0.689(7) 0.03(3) Uiso 1 1 d D . . . .
N7 N 0.3776(8) 0.2427(6) 0.2301(5) 0.0193(13) Uani 1 1 d . . . . .
N8 N 0.3084(8) 0.0765(6) 0.4193(5) 0.0189(13) Uani 1 1 d . . . . .
N9 N 0.6561(9) -0.0874(6) 0.0784(5) 0.0258(15) Uani 1 1 d . . . . .
C1 C 0.3299(10) 0.5195(7) 0.1751(6) 0.0198(16) Uani 1 1 d . . . . .
C2 C 0.2873(10) 0.6465(7) 0.1393(6) 0.0233(17) Uani 1 1 d . . . . .
H2 H 0.3065 0.7008 0.1793 0.028 Uiso 1 1 calc R U . . .
C3 C 0.2173(11) 0.6928(8) 0.0458(7) 0.0295(19) Uani 1 1 d . . . . .
H3 H 0.1846 0.7780 0.0242 0.035 Uiso 1 1 calc R U . . .
C4 C 0.1942(12) 0.6172(8) -0.0168(7) 0.033(2) Uani 1 1 d . . . . .
H4 H 0.1499 0.6503 -0.0817 0.040 Uiso 1 1 calc R U . . .
C5 C 0.2369(13) 0.4928(8) 0.0171(7) 0.032(2) Uani 1 1 d . . . . .
H5 H 0.2221 0.4405 -0.0255 0.039 Uiso 1 1 calc R U . . .
C6 C 0.3018(11) 0.4418(7) 0.1131(6) 0.0239(17) Uani 1 1 d . . . . .
C7 C 0.3417(10) 0.3098(7) 0.1407(6) 0.0203(16) Uani 1 1 d . . . . .
H7 H 0.3412 0.2688 0.0875 0.024 Uiso 1 1 calc R U . . .
C8 C 0.4292(9) 0.1157(7) 0.2379(6) 0.0162(15) Uani 1 1 d . . . . .
C9 C 0.5186(10) 0.0769(7) 0.1550(6) 0.0208(16) Uani 1 1 d . . . . .
H9 H 0.5505 0.1344 0.0910 0.025 Uiso 1 1 calc R U . . .
C10 C 0.5615(9) -0.0479(7) 0.1665(6) 0.0207(16) Uani 1 1 d . . . . .
C11 C 0.5229(10) -0.1343(7) 0.2589(6) 0.0235(17) Uani 1 1 d . . . . .
H11 H 0.5525 -0.2192 0.2650 0.028 Uiso 1 1 calc R U . . .
C12 C 0.4401(10) -0.0932(7) 0.3420(6) 0.0218(16) Uani 1 1 d . . . . .
H12 H 0.4153 -0.1510 0.4068 0.026 Uiso 1 1 calc R U . . .
C13 C 0.3905(9) 0.0320(7) 0.3344(6) 0.0171(15) Uani 1 1 d . . . . .
C14 C 0.2319(9) -0.0022(7) 0.4986(6) 0.0217(16) Uani 1 1 d . . . . .
H14 H 0.2293 -0.0826 0.4899 0.026 Uiso 1 1 calc R U . . .
C15 C 0.1439(10) 0.1288(7) 0.6235(6) 0.0220(17) Uani 1 1 d . . . . .
C16 C 0.0559(11) 0.1384(8) 0.7214(6) 0.0279(18) Uani 1 1 d . . . . .
H16 H 0.0412 0.2154 0.7383 0.034 Uiso 1 1 calc R U . . .
C17 C -0.0078(11) 0.0367(9) 0.7914(7) 0.0306(19) Uani 1 1 d . . . . .
H17 H -0.0603 0.0425 0.8584 0.037 Uiso 1 1 calc R U . . .
C18 C 0.0040(11) -0.0780(9) 0.7647(7) 0.034(2) Uani 1 1 d . . . . .
H18 H -0.0427 -0.1475 0.8134 0.041 Uiso 1 1 calc R U . . .
C19 C 0.0819(10) -0.0883(8) 0.6698(7) 0.0277(18) Uani 1 1 d . . . . .
H19 H 0.0897 -0.1649 0.6525 0.033 Uiso 1 1 calc R U . . .
C20 C 0.1519(9) 0.0162(7) 0.5963(6) 0.0193(16) Uani 1 1 d . . . . .
C21 C 0.2073(11) 0.6007(7) 0.4463(6) 0.0258(18) Uani 1 1 d . . . . .
H21A H 0.2842 0.6519 0.3915 0.039 Uiso 1 1 calc R U . . .
H21B H 0.1808 0.6381 0.5052 0.039 Uiso 1 1 calc R U . . .
H21C H 0.0994 0.5941 0.4191 0.039 Uiso 1 1 calc R U . . .
C22 C 0.1855(12) 0.4602(9) 0.7412(7) 0.037(2) Uani 1 1 d . . . . .
H22A H 0.1772 0.3979 0.8078 0.055 Uiso 1 1 calc R U . . .
H22B H 0.0825 0.4613 0.7065 0.055 Uiso 1 1 calc R U . . .
H22C H 0.1924 0.5410 0.7537 0.055 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 O3 1.776(5) . ?
U1 O2 1.780(5) . ?
U1 O5 2.219(5) . ?
U1 O4 2.275(5) . ?
U1 O6 2.449(5) . ?
U1 N7 2.527(6) . ?
U1 N8 2.594(6) . ?
O4 C1 1.330(9) . ?
O5 C15 1.317(10) . ?
O6 C21 1.429(9) . ?
O6 H6 0.84(2) . ?
O10 N9 1.236(9) . ?
O11 N9 1.231(9) . ?
O12 C22 1.428(11) . ?
O12 H12O 0.84(2) . ?
N7 C7 1.289(10) . ?
N7 C8 1.432(9) . ?
N8 C14 1.309(10) . ?
N8 C13 1.412(10) . ?
N9 C10 1.452(10) . ?
C1 C6 1.411(11) . ?
C1 C2 1.411(11) . ?
C2 C3 1.390(12) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(12) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(12) . ?
C5 H5 0.9500 . ?
C6 C7 1.454(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.377(11) . ?
C8 C13 1.402(10) . ?
C9 C10 1.391(11) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(11) . ?
C11 C12 1.374(12) . ?
C11 H11 0.9500 . ?
C12 C13 1.410(10) . ?
C12 H12 0.9500 . ?
C14 C20 1.429(11) . ?
C14 H14 0.9500 . ?
C15 C20 1.408(12) . ?
C15 C16 1.421(11) . ?
C16 C17 1.368(12) . ?
C16 H16 0.9500 . ?
C17 C18 1.426(14) . ?
C17 H17 0.9500 . ?
C18 C19 1.360(13) . ?
C18 H18 0.9500 . ?
C19 C20 1.428(11) . ?
C19 H19 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 U1 O2 176.4(2) . . ?
O3 U1 O5 89.4(2) . . ?
O2 U1 O5 92.9(2) . . ?
O3 U1 O4 88.8(2) . . ?
O2 U1 O4 90.3(2) . . ?
O5 U1 O4 152.2(2) . . ?
O3 U1 O6 92.8(2) . . ?
O2 U1 O6 90.4(2) . . ?
O5 U1 O6 76.74(19) . . ?
O4 U1 O6 75.65(19) . . ?
O3 U1 N7 83.8(2) . . ?
O2 U1 N7 92.6(2) . . ?
O5 U1 N7 135.8(2) . . ?
O4 U1 N7 71.5(2) . . ?
O6 U1 N7 147.04(19) . . ?
O3 U1 N8 91.8(2) . . ?
O2 U1 N8 86.4(2) . . ?
O5 U1 N8 71.5(2) . . ?
O4 U1 N8 136.2(2) . . ?
O6 U1 N8 147.88(19) . . ?
N7 U1 N8 65.1(2) . . ?
C1 O4 U1 129.1(5) . . ?
C15 O5 U1 144.6(5) . . ?
C21 O6 U1 128.3(5) . . ?
C21 O6 H6 103(7) . . ?
U1 O6 H6 128(7) . . ?
C22 O12 H12O 106(7) . . ?
C7 N7 C8 117.5(7) . . ?
C7 N7 U1 124.4(5) . . ?
C8 N7 U1 117.3(4) . . ?
C14 N8 C13 117.6(7) . . ?
C14 N8 U1 127.0(5) . . ?
C13 N8 U1 115.4(4) . . ?
O11 N9 O10 123.0(7) . . ?
O11 N9 C10 118.3(7) . . ?
O10 N9 C10 118.7(7) . . ?
O4 C1 C6 121.3(7) . . ?
O4 C1 C2 120.4(7) . . ?
C6 C1 C2 118.3(7) . . ?
C3 C2 C1 120.4(8) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 121.4(8) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C4 C3 118.7(8) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.6(8) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 119.5(7) . . ?
C5 C6 C7 116.7(7) . . ?
C1 C6 C7 123.8(7) . . ?
N7 C7 C6 126.6(7) . . ?
N7 C7 H7 116.7 . . ?
C6 C7 H7 116.7 . . ?
C9 C8 C13 120.8(7) . . ?
C9 C8 N7 121.5(7) . . ?
C13 C8 N7 117.7(6) . . ?
C8 C9 C10 118.9(7) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 122.5(7) . . ?
C11 C10 N9 119.2(7) . . ?
C9 C10 N9 118.3(7) . . ?
C12 C11 C10 117.6(7) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C11 C12 C13 122.3(7) . . ?
C11 C12 H12 118.8 . . ?
C13 C12 H12 118.8 . . ?
C8 C13 C12 117.7(7) . . ?
C8 C13 N8 119.0(6) . . ?
C12 C13 N8 123.2(7) . . ?
N8 C14 C20 128.9(8) . . ?
N8 C14 H14 115.6 . . ?
C20 C14 H14 115.6 . . ?
O5 C15 C20 121.7(7) . . ?
O5 C15 C16 119.1(8) . . ?
C20 C15 C16 119.2(7) . . ?
C17 C16 C15 120.0(8) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.6(8) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 120.4(8) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 119.9(8) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C15 C20 C19 119.7(7) . . ?
C15 C20 C14 123.7(7) . . ?
C19 C20 C14 116.5(7) . . ?
O6 C21 H21A 109.5 . . ?
O6 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O6 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O12 C22 H22A 109.5 . . ?
O12 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O12 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
U1 O4 C1 C6 -46.8(10) . . . . ?
U1 O4 C1 C2 133.2(6) . . . . ?
O4 C1 C2 C3 -179.2(7) . . . . ?
C6 C1 C2 C3 0.8(12) . . . . ?
C1 C2 C3 C4 -2.7(13) . . . . ?
C2 C3 C4 C5 2.1(14) . . . . ?
C3 C4 C5 C6 0.4(15) . . . . ?
C4 C5 C6 C1 -2.2(14) . . . . ?
C4 C5 C6 C7 179.8(9) . . . . ?
O4 C1 C6 C5 -178.4(8) . . . . ?
C2 C1 C6 C5 1.6(12) . . . . ?
O4 C1 C6 C7 -0.6(12) . . . . ?
C2 C1 C6 C7 179.4(7) . . . . ?
C8 N7 C7 C6 -174.2(7) . . . . ?
U1 N7 C7 C6 15.9(11) . . . . ?
C5 C6 C7 N7 -169.1(8) . . . . ?
C1 C6 C7 N7 13.0(13) . . . . ?
C7 N7 C8 C9 31.6(10) . . . . ?
U1 N7 C8 C9 -157.9(6) . . . . ?
C7 N7 C8 C13 -150.5(7) . . . . ?
U1 N7 C8 C13 20.0(8) . . . . ?
C13 C8 C9 C10 3.7(11) . . . . ?
N7 C8 C9 C10 -178.5(7) . . . . ?
C8 C9 C10 C11 -2.2(12) . . . . ?
C8 C9 C10 N9 -179.9(7) . . . . ?
O11 N9 C10 C11 10.4(11) . . . . ?
O10 N9 C10 C11 -169.9(7) . . . . ?
O11 N9 C10 C9 -171.8(7) . . . . ?
O10 N9 C10 C9 7.9(11) . . . . ?
C9 C10 C11 C12 -0.5(11) . . . . ?
N9 C10 C11 C12 177.2(7) . . . . ?
C10 C11 C12 C13 1.8(11) . . . . ?
C9 C8 C13 C12 -2.5(11) . . . . ?
N7 C8 C13 C12 179.6(6) . . . . ?
C9 C8 C13 N8 176.0(7) . . . . ?
N7 C8 C13 N8 -2.0(10) . . . . ?
C11 C12 C13 C8 -0.3(11) . . . . ?
C11 C12 C13 N8 -178.7(7) . . . . ?
C14 N8 C13 C8 161.8(7) . . . . ?
U1 N8 C13 C8 -16.3(8) . . . . ?
C14 N8 C13 C12 -19.8(10) . . . . ?
U1 N8 C13 C12 162.1(6) . . . . ?
C13 N8 C14 C20 174.8(7) . . . . ?
U1 N8 C14 C20 -7.4(11) . . . . ?
U1 O5 C15 C20 20.1(13) . . . . ?
U1 O5 C15 C16 -160.4(7) . . . . ?
O5 C15 C16 C17 -174.3(8) . . . . ?
C20 C15 C16 C17 5.2(12) . . . . ?
C15 C16 C17 C18 -3.8(13) . . . . ?
C16 C17 C18 C19 1.3(13) . . . . ?
C17 C18 C19 C20 -0.2(13) . . . . ?
O5 C15 C20 C19 175.4(7) . . . . ?
C16 C15 C20 C19 -4.1(11) . . . . ?
O5 C15 C20 C14 -2.7(12) . . . . ?
C16 C15 C20 C14 177.8(7) . . . . ?
C18 C19 C20 C15 1.6(11) . . . . ?
C18 C19 C20 C14 179.9(7) . . . . ?
N8 C14 C20 C15 -0.3(12) . . . . ?
N8 C14 C20 C19 -178.5(7) . . . . ?

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
O6 H6 O12 0.84(2) 1.80(3) 2.618(8) 165(10) .
O12 H12O O4 0.84(2) 1.90(3) 2.725(8) 170(9) 2_666

_refine_diff_density_max         2.524
_refine_diff_density_min         -1.334
_refine_diff_density_rms         0.203

_shelxl_version_number           2013-4


# start Validation Reply Form
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Residual Density  1.14A From      U1       2.51 eA-3  
RESPONSE: This problem is caused by incapability of the absorption correction
method to handle the strong absorption of the uranium atom. Sadabs was also
tested, but the result was even worse.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_MeCN
_database_code_depnum_ccdc_archive 'CCDC 1519434'
_audit_update_record             
;
2016-11-27 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H15 N5 O8 U'
_chemical_formula_sum            'C22 H15 N5 O8 U'
_chemical_formula_weight         715.42

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                   7.80830(10)
_cell_length_b                   12.8964(2)
_cell_length_c                   13.0519(2)
_cell_angle_alpha                117.7150(10)
_cell_angle_beta                 96.8180(10)
_cell_angle_gamma                100.0270(10)
_cell_volume                     1115.29(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    23840
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.130
_exptl_crystal_F_000             676
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    7.338
_shelx_estimated_absorpt_T_min   0.322
_shelx_estimated_absorpt_T_max   0.473
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2794
_exptl_absorpt_correction_T_max  0.4153
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(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  'Bruker Kappa APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            15413
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.721
_diffrn_reflns_theta_max         25.248
_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             4040
_reflns_number_gt                3521
_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 (Bruker, 2004)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.8289P] 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         4040
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0636
_refine_ls_wR_factor_gt          0.0609
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 0.85933(3) 0.34225(2) 0.62479(2) 0.01515(8) Uani 1 1 d . . . . .
O2 O 0.9979(5) 0.2844(3) 0.6930(3) 0.0216(10) Uani 1 1 d . . . . .
O3 O 0.7156(5) 0.3991(4) 0.5592(3) 0.0209(9) Uani 1 1 d . . . . .
O4 O 1.0790(5) 0.5101(3) 0.6902(3) 0.0221(10) Uani 1 1 d . . . . .
O5 O 0.7013(5) 0.1536(3) 0.4930(3) 0.0199(9) Uani 1 1 d . . . . .
O10 O 1.2201(6) 1.0559(4) 1.0664(4) 0.0312(11) Uani 1 1 d . . . . .
O11 O 1.3891(6) 1.0691(4) 0.9498(4) 0.0342(12) Uani 1 1 d . . . . .
O13 O -0.1268(6) -0.0462(4) 0.3258(4) 0.0267(10) Uani 1 1 d . . . . .
O14 O -0.0500(6) -0.1450(4) 0.1612(3) 0.0298(11) Uani 1 1 d . . . . .
N7 N 0.8410(6) 0.5021(4) 0.8317(4) 0.0163(11) Uani 1 1 d . . . . .
N8 N 0.5927(6) 0.2850(4) 0.6995(4) 0.0169(11) Uani 1 1 d . . . . .
N9 N 1.2810(7) 1.0101(4) 0.9775(5) 0.0257(13) Uani 1 1 d . . . . .
N12 N -0.0123(6) -0.0718(4) 0.2677(4) 0.0170(11) Uani 1 1 d . . . . .
N15 N 1.0437(7) 0.2970(4) 0.4646(4) 0.0239(12) Uani 1 1 d . . . . .
C1 C 1.1217(8) 0.6278(5) 0.7564(5) 0.0179(13) Uani 1 1 d . . . . .
C2 C 1.2592(8) 0.6999(5) 0.7390(5) 0.0235(14) Uani 1 1 d . . . . .
H2 H 1.3186 0.6622 0.6773 0.028 Uiso 1 1 calc R U . . .
C3 C 1.3092(9) 0.8238(5) 0.8096(5) 0.0266(15) Uani 1 1 d . . . . .
H3 H 1.4018 0.8715 0.7967 0.032 Uiso 1 1 calc R U . . .
C4 C 1.2228(9) 0.8788(5) 0.9005(5) 0.0217(14) Uani 1 1 d . . . . .
C5 C 1.0904(8) 0.8121(5) 0.9222(5) 0.0221(14) Uani 1 1 d . . . . .
H5 H 1.0356 0.8514 0.9860 0.027 Uiso 1 1 calc R U . . .
C6 C 1.0354(8) 0.6843(5) 0.8490(5) 0.0172(13) Uani 1 1 d . . . . .
C7 C 0.9073(8) 0.6189(5) 0.8845(5) 0.0186(13) Uani 1 1 d . . . . .
H7 H 0.8678 0.6664 0.9537 0.022 Uiso 1 1 calc R U . . .
C8 C 0.7436(8) 0.4559(5) 0.8943(5) 0.0159(13) Uani 1 1 d . . . . .
C9 C 0.7749(8) 0.5133(5) 1.0178(5) 0.0184(13) Uani 1 1 d . . . . .
H9 H 0.8647 0.5875 1.0649 0.022 Uiso 1 1 calc R U . . .
C10 C 0.6758(8) 0.4628(5) 1.0724(5) 0.0192(13) Uani 1 1 d . . . . .
H10 H 0.6948 0.5039 1.1566 0.023 Uiso 1 1 calc R U . . .
C11 C 0.5499(8) 0.3532(5) 1.0047(5) 0.0183(13) Uani 1 1 d . . . . .
H11 H 0.4840 0.3182 1.0427 0.022 Uiso 1 1 calc R U . . .
C12 C 0.5180(7) 0.2934(5) 0.8817(5) 0.0178(13) Uani 1 1 d . . . . .
H12 H 0.4308 0.2178 0.8357 0.021 Uiso 1 1 calc R U . . .
C13 C 0.6149(8) 0.3450(5) 0.8257(5) 0.0151(13) Uani 1 1 d . . . . .
C14 C 0.4373(8) 0.2154(5) 0.6334(5) 0.0196(13) Uani 1 1 d . . . . .
H14 H 0.3406 0.2192 0.6717 0.023 Uiso 1 1 calc R U . . .
C15 C 0.5327(8) 0.1023(5) 0.4408(5) 0.0156(13) Uani 1 1 d . . . . .
C16 C 0.4806(8) 0.0121(5) 0.3194(5) 0.0179(13) Uani 1 1 d . . . . .
H16 H 0.5696 -0.0106 0.2757 0.022 Uiso 1 1 calc R U . . .
C17 C 0.3049(8) -0.0429(5) 0.2639(5) 0.0158(13) Uani 1 1 d . . . . .
H17 H 0.2720 -0.1020 0.1818 0.019 Uiso 1 1 calc R U . . .
C18 C 0.1740(8) -0.0122(5) 0.3279(5) 0.0176(13) Uani 1 1 d . . . . .
C19 C 0.2180(8) 0.0719(5) 0.4472(5) 0.0159(13) Uani 1 1 d . . . . .
H19 H 0.1265 0.0892 0.4898 0.019 Uiso 1 1 calc R U . . .
C20 C 0.3965(8) 0.1321(5) 0.5061(5) 0.0148(12) Uani 1 1 d . . . . .
C21 C 1.1561(9) 0.3001(5) 0.4164(5) 0.0207(14) Uani 1 1 d . . . . .
C22 C 1.3019(9) 0.3055(6) 0.3573(6) 0.0295(16) Uani 1 1 d . . . . .
H22A H 1.4157 0.3256 0.4117 0.044 Uiso 1 1 calc R U . . .
H22B H 1.3030 0.3679 0.3343 0.044 Uiso 1 1 calc R U . . .
H22C H 1.2848 0.2266 0.2861 0.044 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 O3 1.781(4) . ?
U1 O2 1.786(4) . ?
U1 O5 2.227(4) . ?
U1 O4 2.235(4) . ?
U1 N8 2.539(5) . ?
U1 N7 2.565(5) . ?
U1 N15 2.580(6) . ?
O4 C1 1.303(7) . ?
O5 C15 1.303(7) . ?
O10 N9 1.229(7) . ?
O11 N9 1.236(7) . ?
O13 N12 1.231(6) . ?
O14 N12 1.222(6) . ?
N7 C7 1.299(7) . ?
N7 C8 1.430(7) . ?
N8 C14 1.294(7) . ?
N8 C13 1.429(7) . ?
N9 C4 1.457(7) . ?
N12 C18 1.450(7) . ?
N15 C21 1.145(8) . ?
C1 C2 1.405(8) . ?
C1 C6 1.411(8) . ?
C2 C3 1.372(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(9) . ?
C5 C6 1.416(8) . ?
C5 H5 0.9500 . ?
C6 C7 1.452(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.394(8) . ?
C8 C13 1.397(8) . ?
C9 C10 1.384(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.400(8) . ?
C12 H12 0.9500 . ?
C14 C20 1.452(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.413(8) . ?
C15 C20 1.434(8) . ?
C16 C17 1.363(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.376(8) . ?
C19 C20 1.396(8) . ?
C19 H19 0.9500 . ?
C21 C22 1.458(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 U1 O2 178.11(19) . . ?
O3 U1 O5 89.72(17) . . ?
O2 U1 O5 89.88(16) . . ?
O3 U1 O4 90.08(17) . . ?
O2 U1 O4 91.08(17) . . ?
O5 U1 O4 154.32(14) . . ?
O3 U1 N8 85.28(17) . . ?
O2 U1 N8 92.85(17) . . ?
O5 U1 N8 70.61(14) . . ?
O4 U1 N8 134.93(14) . . ?
O3 U1 N7 89.65(16) . . ?
O2 U1 N7 89.32(16) . . ?
O5 U1 N7 134.90(14) . . ?
O4 U1 N7 70.78(14) . . ?
N8 U1 N7 64.40(14) . . ?
O3 U1 N15 92.53(18) . . ?
O2 U1 N15 89.24(18) . . ?
O5 U1 N15 81.19(15) . . ?
O4 U1 N15 73.16(15) . . ?
N8 U1 N15 151.70(15) . . ?
N7 U1 N15 143.88(15) . . ?
C1 O4 U1 143.3(4) . . ?
C15 O5 U1 134.6(4) . . ?
C7 N7 C8 117.0(5) . . ?
C7 N7 U1 127.7(4) . . ?
C8 N7 U1 115.3(3) . . ?
C14 N8 C13 118.5(5) . . ?
C14 N8 U1 125.4(4) . . ?
C13 N8 U1 115.8(3) . . ?
O10 N9 O11 123.7(5) . . ?
O10 N9 C4 118.3(5) . . ?
O11 N9 C4 118.1(5) . . ?
O14 N12 O13 122.5(5) . . ?
O14 N12 C18 119.0(5) . . ?
O13 N12 C18 118.6(5) . . ?
C21 N15 U1 163.3(5) . . ?
O4 C1 C2 120.2(5) . . ?
O4 C1 C6 120.6(5) . . ?
C2 C1 C6 119.1(5) . . ?
C3 C2 C1 121.1(6) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 119.4(6) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 121.5(5) . . ?
C5 C4 N9 119.5(6) . . ?
C3 C4 N9 118.9(6) . . ?
C4 C5 C6 119.8(6) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.0(5) . . ?
C1 C6 C7 124.0(5) . . ?
C5 C6 C7 116.5(5) . . ?
N7 C7 C6 126.8(5) . . ?
N7 C7 H7 116.6 . . ?
C6 C7 H7 116.6 . . ?
C9 C8 C13 119.5(5) . . ?
C9 C8 N7 123.6(5) . . ?
C13 C8 N7 116.9(5) . . ?
C10 C9 C8 120.4(5) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C9 120.0(5) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.7(6) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 119.7(5) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C8 C13 C12 119.7(5) . . ?
C8 C13 N8 118.2(5) . . ?
C12 C13 N8 122.0(5) . . ?
N8 C14 C20 126.2(6) . . ?
N8 C14 H14 116.9 . . ?
C20 C14 H14 116.9 . . ?
O5 C15 C16 120.5(5) . . ?
O5 C15 C20 121.0(5) . . ?
C16 C15 C20 118.5(5) . . ?
C17 C16 C15 121.1(5) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 119.8(5) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C19 C18 C17 121.3(5) . . ?
C19 C18 N12 119.5(5) . . ?
C17 C18 N12 119.2(5) . . ?
C18 C19 C20 120.3(5) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 118.9(5) . . ?
C19 C20 C14 118.4(5) . . ?
C15 C20 C14 122.6(5) . . ?
N15 C21 C22 178.8(6) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
U1 O4 C1 C2 -158.3(5) . . . . ?
U1 O4 C1 C6 24.0(10) . . . . ?
O4 C1 C2 C3 -178.4(6) . . . . ?
C6 C1 C2 C3 -0.7(9) . . . . ?
C1 C2 C3 C4 0.4(10) . . . . ?
C2 C3 C4 C5 0.8(10) . . . . ?
C2 C3 C4 N9 177.9(6) . . . . ?
O10 N9 C4 C5 6.4(9) . . . . ?
O11 N9 C4 C5 -173.6(6) . . . . ?
O10 N9 C4 C3 -170.8(6) . . . . ?
O11 N9 C4 C3 9.2(9) . . . . ?
C3 C4 C5 C6 -1.8(9) . . . . ?
N9 C4 C5 C6 -178.9(5) . . . . ?
O4 C1 C6 C5 177.5(5) . . . . ?
C2 C1 C6 C5 -0.3(9) . . . . ?
O4 C1 C6 C7 5.4(9) . . . . ?
C2 C1 C6 C7 -172.3(5) . . . . ?
C4 C5 C6 C1 1.4(9) . . . . ?
C4 C5 C6 C7 174.1(5) . . . . ?
C8 N7 C7 C6 168.4(5) . . . . ?
U1 N7 C7 C6 -12.5(8) . . . . ?
C1 C6 C7 N7 -6.9(9) . . . . ?
C5 C6 C7 N7 -179.1(6) . . . . ?
C7 N7 C8 C9 -27.5(8) . . . . ?
U1 N7 C8 C9 153.3(4) . . . . ?
C7 N7 C8 C13 154.6(5) . . . . ?
U1 N7 C8 C13 -24.6(6) . . . . ?
C13 C8 C9 C10 -1.9(9) . . . . ?
N7 C8 C9 C10 -179.7(5) . . . . ?
C8 C9 C10 C11 2.3(9) . . . . ?
C9 C10 C11 C12 -1.3(9) . . . . ?
C10 C11 C12 C13 0.0(9) . . . . ?
C9 C8 C13 C12 0.5(9) . . . . ?
N7 C8 C13 C12 178.5(5) . . . . ?
C9 C8 C13 N8 -176.6(5) . . . . ?
N7 C8 C13 N8 1.4(8) . . . . ?
C11 C12 C13 C8 0.4(9) . . . . ?
C11 C12 C13 N8 177.4(5) . . . . ?
C14 N8 C13 C8 -151.4(6) . . . . ?
U1 N8 C13 C8 22.8(6) . . . . ?
C14 N8 C13 C12 31.6(8) . . . . ?
U1 N8 C13 C12 -154.2(4) . . . . ?
C13 N8 C14 C20 -169.1(5) . . . . ?
U1 N8 C14 C20 17.4(8) . . . . ?
U1 O5 C15 C16 139.9(4) . . . . ?
U1 O5 C15 C20 -42.7(8) . . . . ?
O5 C15 C16 C17 179.6(5) . . . . ?
C20 C15 C16 C17 2.1(8) . . . . ?
C15 C16 C17 C18 -1.5(9) . . . . ?
C16 C17 C18 C19 -0.8(9) . . . . ?
C16 C17 C18 N12 -179.8(5) . . . . ?
O14 N12 C18 C19 178.8(5) . . . . ?
O13 N12 C18 C19 -0.8(8) . . . . ?
O14 N12 C18 C17 -2.2(8) . . . . ?
O13 N12 C18 C17 178.2(5) . . . . ?
C17 C18 C19 C20 2.4(9) . . . . ?
N12 C18 C19 C20 -178.7(5) . . . . ?
C18 C19 C20 C15 -1.6(8) . . . . ?
C18 C19 C20 C14 -176.8(5) . . . . ?
O5 C15 C20 C19 -178.0(5) . . . . ?
C16 C15 C20 C19 -0.6(8) . . . . ?
O5 C15 C20 C14 -3.1(9) . . . . ?
C16 C15 C20 C14 174.4(5) . . . . ?
N8 C14 C20 C19 -174.3(6) . . . . ?
N8 C14 C20 C15 10.7(9) . . . . ?

_refine_diff_density_max         0.805
_refine_diff_density_min         -0.753
_refine_diff_density_rms         0.171

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_DMF
_database_code_depnum_ccdc_archive 'CCDC 1519435'
_audit_update_record             
;
2016-11-27 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H18 N6 O11 U'
_chemical_formula_sum            'C23 H18 N6 O11 U'
_chemical_formula_weight         792.46

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                   8.6139(3)
_cell_length_b                   12.4803(5)
_cell_length_c                   13.4843(5)
_cell_angle_alpha                115.801(2)
_cell_angle_beta                 102.929(2)
_cell_angle_gamma                96.343(2)
_cell_volume                     1235.81(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    19464
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.130
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    6.644
_shelx_estimated_absorpt_T_min   0.556
_shelx_estimated_absorpt_T_max   0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6278
_exptl_absorpt_correction_T_max  0.7724
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1999)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Kappa APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            17012
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.497
_diffrn_reflns_theta_max         25.249
_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             4476
_reflns_number_gt                3676
_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 (Bruker, 2004)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+3.7779P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4476
_refine_ls_number_parameters     377
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0754
_refine_ls_wR_factor_gt          0.0715
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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 0.51497(3) 0.29962(3) 0.66314(2) 0.02856(10) Uani 1 1 d . . . . .
O1 O 0.3536(6) 0.1717(4) 0.6184(4) 0.0343(12) Uani 1 1 d . . . . .
O2 O 0.6641(6) 0.4357(5) 0.7090(4) 0.0418(13) Uani 1 1 d . . . . .
O3 O 0.7195(6) 0.2063(5) 0.7116(4) 0.0449(14) Uani 1 1 d . . . . .
O10 O 0.5326(6) 0.3548(4) 0.8506(4) 0.0330(11) Uani 1 1 d . . . . .
O13A O 0.1184(7) 0.3133(5) 1.1599(5) 0.0493(15) Uani 1 1 d . . . . .
O13B O -0.0457(8) 0.3725(5) 1.0583(5) 0.0532(16) Uani 1 1 d . . . . .
O18 O 0.5743(6) 0.2028(5) 0.4951(4) 0.0398(13) Uani 1 1 d . . . . .
O21A O 0.3595(8) -0.1145(5) -0.0385(5) 0.0622(18) Uani 1 1 d . . . . .
O21B O 0.1974(10) 0.0076(7) -0.0223(5) 0.092(3) Uani 1 1 d . . . . .
N7 N 0.3122(7) 0.4300(5) 0.7235(5) 0.0281(13) Uani 1 1 d . . . . .
N13 N 0.0856(9) 0.3452(6) 1.0855(5) 0.0418(17) Uani 1 1 d . . . . .
N15 N 0.3457(7) 0.3469(5) 0.5074(5) 0.0309(14) Uani 1 1 d . . . . .
N21 N 0.3056(10) -0.0297(7) 0.0192(6) 0.054(2) Uani 1 1 d . . . . .
C1 C 0.2808(8) 0.4536(6) 0.5519(6) 0.0307(9) Uani 1 1 d D . . . .
C6 C 0.2667(8) 0.4962(6) 0.6634(6) 0.0307(9) Uani 1 1 d D . . . .
O3A O 0.0795(9) 0.6403(7) 0.3838(7) 0.034(2) Uani 0.615(7) 1 d D . P A 1
O3B O 0.0474(14) 0.7796(9) 0.5388(9) 0.041(3) Uani 0.615(7) 1 d D U P A 1
N3 N 0.0955(11) 0.6885(8) 0.4887(8) 0.031(2) Uani 0.615(7) 1 d D . P A 1
C2 C 0.2218(15) 0.5213(12) 0.4966(12) 0.0307(9) Uani 0.615(7) 1 d D . P A 1
H2 H 0.2204 0.4949 0.4188 0.037 Uiso 0.615(7) 1 calc R U P A 1
C3 C 0.1647(15) 0.6272(11) 0.5534(11) 0.0307(9) Uani 0.615(7) 1 d D . P A 1
C4 C 0.1663(15) 0.6697(12) 0.6654(11) 0.0307(9) Uani 0.615(7) 1 d D . P A 1
H4 H 0.1309 0.7423 0.7032 0.037 Uiso 0.615(7) 1 calc R U P A 1
C5 C 0.2195(19) 0.6067(14) 0.7234(11) 0.0307(9) Uani 0.615(7) 1 d D . P A 1
H5 H 0.2247 0.6366 0.8023 0.037 Uiso 0.615(7) 1 calc R U P A 1
O3AB O 0.0793(17) 0.7922(12) 0.7544(12) 0.043(3) Uani 0.385(7) 1 d D . P A 2
O3BB O 0.056(2) 0.7982(17) 0.5958(16) 0.043(3) Uani 0.385(7) 1 d D U P A 2
N3B N 0.0991(17) 0.7544(13) 0.6605(12) 0.034(4) Uani 0.385(7) 1 d D . P A 2
C2B C 0.261(2) 0.5078(14) 0.4807(17) 0.0307(9) Uani 0.385(7) 1 d D . P A 2
H2B H 0.2926 0.4791 0.4123 0.037 Uiso 0.385(7) 1 calc DR U P A 2
C3B C 0.193(2) 0.6035(18) 0.5159(16) 0.0307(9) Uani 0.385(7) 1 d D . P A 2
H3B H 0.1625 0.6395 0.4675 0.037 Uiso 0.385(7) 1 calc R U P A 2
C4B C 0.167(2) 0.6489(17) 0.6189(16) 0.0307(9) Uani 0.385(7) 1 d D . P A 2
C5B C 0.199(3) 0.597(2) 0.6941(17) 0.0307(9) Uani 0.385(7) 1 d D . P A 2
H5B H 0.1734 0.6309 0.7649 0.037 Uiso 0.385(7) 1 calc R U P A 2
C8 C 0.2343(9) 0.4297(6) 0.7956(6) 0.0294(16) Uani 1 1 d . . . . .
H8 H 0.1398 0.4624 0.7937 0.035 Uiso 1 1 calc R U . . .
C9 C 0.2758(9) 0.3852(6) 0.8781(6) 0.0280(16) Uani 1 1 d . . . . .
C10 C 0.4257(9) 0.3526(6) 0.9043(6) 0.0337(17) Uani 1 1 d . . . . .
C11 C 0.4614(9) 0.3222(6) 0.9961(6) 0.0325(17) Uani 1 1 d . . . . .
H11 H 0.5630 0.3023 1.0162 0.039 Uiso 1 1 calc R U . . .
C12 C 0.3535(9) 0.3212(6) 1.0554(6) 0.0323(17) Uani 1 1 d . . . . .
H12 H 0.3795 0.3011 1.1166 0.039 Uiso 1 1 calc R U . . .
C13 C 0.2036(10) 0.3499(7) 1.0253(6) 0.0368(19) Uani 1 1 d . . . . .
C14 C 0.1665(10) 0.3853(6) 0.9407(6) 0.0344(18) Uani 1 1 d . . . . .
H14 H 0.0671 0.4097 0.9251 0.041 Uiso 1 1 calc R U . . .
C16 C 0.3071(9) 0.2805(7) 0.3959(6) 0.0354(18) Uani 1 1 d . . . . .
H16 H 0.2259 0.3013 0.3515 0.042 Uiso 1 1 calc DR U . . .
C17 C 0.3712(9) 0.1803(7) 0.3312(6) 0.0357(18) Uani 1 1 d . . . . .
C18 C 0.5084(8) 0.1467(7) 0.3842(6) 0.0324(17) Uani 1 1 d . . . . .
C19 C 0.5690(9) 0.0526(7) 0.3124(6) 0.0366(18) Uani 1 1 d . . . . .
H19 H 0.6573 0.0278 0.3463 0.044 Uiso 1 1 calc R U . . .
C20 C 0.5043(9) -0.0042(7) 0.1954(7) 0.0381(19) Uani 1 1 d . . . . .
H20 H 0.5478 -0.0675 0.1484 0.046 Uiso 1 1 calc R U . . .
C21 C 0.3745(10) 0.0307(7) 0.1447(6) 0.0389(19) Uani 1 1 d . . . . .
C22 C 0.3090(9) 0.1222(7) 0.2122(6) 0.0391(19) Uani 1 1 d . . . . .
H22 H 0.2205 0.1452 0.1763 0.047 Uiso 1 1 calc R U . . .
C23 C 0.8088(10) 0.1680(8) 0.7670(8) 0.047(2) Uani 1 1 d D U . . .
H23 H 0.796(10) 0.193(7) 0.842(3) 0.056 Uiso 1 1 d D U . . .
N24 N 0.9154(8) 0.1052(6) 0.7307(6) 0.0500(17) Uani 1 1 d . U . . .
C25 C 1.0217(11) 0.0650(9) 0.8004(10) 0.081(3) Uani 1 1 d . U . . .
H25A H 1.0926 0.0210 0.7579 0.122 Uiso 1 1 calc R U . . .
H25B H 0.9549 0.0104 0.8177 0.122 Uiso 1 1 calc R U . . .
H25C H 1.0895 0.1363 0.8728 0.122 Uiso 1 1 calc R U . . .
C26 C 0.9306(11) 0.0729(8) 0.6171(8) 0.062(3) Uani 1 1 d . U . . .
H26A H 1.0165 0.0275 0.6048 0.093 Uiso 1 1 calc R U . . .
H26B H 0.9596 0.1476 0.6111 0.093 Uiso 1 1 calc R U . . .
H26C H 0.8261 0.0216 0.5583 0.093 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 1.772(5) . ?
U1 O2 1.779(5) . ?
U1 O18 2.264(5) . ?
U1 O10 2.276(4) . ?
U1 O3 2.342(5) . ?
U1 N7 2.545(5) . ?
U1 N15 2.604(5) . ?
O3 C23 1.230(9) . ?
O10 C10 1.298(8) . ?
O13A N13 1.221(7) . ?
O13B N13 1.241(8) . ?
O18 C18 1.293(8) . ?
O21A N21 1.223(8) . ?
O21B N21 1.220(8) . ?
N7 C8 1.300(8) . ?
N7 C6 1.416(8) . ?
N13 C13 1.447(9) . ?
N15 C16 1.300(9) . ?
N15 C1 1.437(8) . ?
N21 C21 1.458(9) . ?
C1 C2B 1.388(17) . ?
C1 C6 1.399(9) . ?
C1 C2 1.415(14) . ?
C6 C5B 1.382(19) . ?
C6 C5 1.422(15) . ?
O3A N3 1.238(9) . ?
O3B N3 1.217(10) . ?
N3 C3 1.467(13) . ?
C2 C3 1.416(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.362(14) . ?
C4 C5 1.376(15) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
O3AB N3B 1.204(13) . ?
O3BB N3B 1.229(13) . ?
N3B C4B 1.439(17) . ?
C2B C3B 1.333(19) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.332(18) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.418(19) . ?
C5B H5B 0.9500 . ?
C8 C9 1.442(9) . ?
C8 H8 0.9500 . ?
C9 C14 1.398(9) . ?
C9 C10 1.412(10) . ?
C10 C11 1.426(9) . ?
C11 C12 1.357(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.398(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(9) . ?
C14 H14 0.9500 . ?
C16 C17 1.431(10) . ?
C16 H16 0.9500 . ?
C17 C22 1.380(10) . ?
C17 C18 1.441(10) . ?
C18 C19 1.400(10) . ?
C19 C20 1.359(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.390(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(10) . ?
C22 H22 0.9500 . ?
C23 N24 1.313(10) . ?
C23 H23 0.95(2) . ?
N24 C26 1.446(11) . ?
N24 C25 1.450(10) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 U1 O2 175.1(2) . . ?
O1 U1 O18 90.5(2) . . ?
O2 U1 O18 92.0(2) . . ?
O1 U1 O10 89.41(19) . . ?
O2 U1 O10 89.99(19) . . ?
O18 U1 O10 155.93(16) . . ?
O1 U1 O3 93.62(19) . . ?
O2 U1 O3 91.1(2) . . ?
O18 U1 O3 77.57(17) . . ?
O10 U1 O3 78.42(17) . . ?
O1 U1 N7 86.31(19) . . ?
O2 U1 N7 88.9(2) . . ?
O18 U1 N7 133.62(17) . . ?
O10 U1 N7 70.38(16) . . ?
O3 U1 N7 148.80(17) . . ?
O1 U1 N15 89.62(19) . . ?
O2 U1 N15 87.3(2) . . ?
O18 U1 N15 69.66(17) . . ?
O10 U1 N15 134.40(16) . . ?
O3 U1 N15 147.10(17) . . ?
N7 U1 N15 64.06(17) . . ?
C23 O3 U1 159.6(5) . . ?
C10 O10 U1 134.0(5) . . ?
C18 O18 U1 142.3(4) . . ?
C8 N7 C6 117.7(5) . . ?
C8 N7 U1 124.9(4) . . ?
C6 N7 U1 117.0(4) . . ?
O13A N13 O13B 122.8(6) . . ?
O13A N13 C13 118.8(6) . . ?
O13B N13 C13 118.4(6) . . ?
C16 N15 C1 118.0(6) . . ?
C16 N15 U1 126.7(5) . . ?
C1 N15 U1 115.1(4) . . ?
O21B N21 O21A 123.7(7) . . ?
O21B N21 C21 118.0(7) . . ?
O21A N21 C21 118.3(7) . . ?
C2B C1 C6 129.3(9) . . ?
C6 C1 C2 113.7(7) . . ?
C2B C1 N15 112.8(9) . . ?
C6 C1 N15 117.3(5) . . ?
C2 C1 N15 128.9(7) . . ?
C5B C6 C1 111.3(10) . . ?
C5B C6 N7 130.2(10) . . ?
C1 C6 N7 118.4(6) . . ?
C1 C6 C5 123.9(7) . . ?
N7 C6 C5 117.6(7) . . ?
O3B N3 O3A 123.3(9) . . ?
O3B N3 C3 118.5(9) . . ?
O3A N3 C3 118.0(9) . . ?
C1 C2 C3 122.2(10) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C4 C3 C2 121.1(11) . . ?
C4 C3 N3 119.5(11) . . ?
C2 C3 N3 119.3(10) . . ?
C3 C4 C5 119.5(12) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 119.0(11) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
O3AB N3B O3BB 123.0(16) . . ?
O3AB N3B C4B 118.7(14) . . ?
O3BB N3B C4B 118.2(14) . . ?
C3B C2B C1 114.7(15) . . ?
C3B C2B H2B 122.7 . . ?
C1 C2B H2B 122.7 . . ?
C4B C3B C2B 120.3(18) . . ?
C4B C3B H3B 119.9 . . ?
C2B C3B H3B 119.9 . . ?
C3B C4B C5B 124.0(17) . . ?
C3B C4B N3B 121.4(16) . . ?
C5B C4B N3B 114.7(14) . . ?
C6 C5B C4B 119.5(16) . . ?
C6 C5B H5B 120.3 . . ?
C4B C5B H5B 120.3 . . ?
N7 C8 C9 127.0(6) . . ?
N7 C8 H8 116.5 . . ?
C9 C8 H8 116.5 . . ?
C14 C9 C10 119.7(6) . . ?
C14 C9 C8 117.0(6) . . ?
C10 C9 C8 123.1(6) . . ?
O10 C10 C9 121.7(6) . . ?
O10 C10 C11 120.0(6) . . ?
C9 C10 C11 118.3(6) . . ?
C12 C11 C10 121.5(7) . . ?
C12 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
C11 C12 C13 119.2(6) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 121.4(6) . . ?
C14 C13 N13 118.9(7) . . ?
C12 C13 N13 119.6(6) . . ?
C13 C14 C9 119.8(7) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
N15 C16 C17 128.4(7) . . ?
N15 C16 H16 115.8 . . ?
C17 C16 H16 115.8 . . ?
C22 C17 C16 118.0(7) . . ?
C22 C17 C18 119.0(7) . . ?
C16 C17 C18 122.7(7) . . ?
O18 C18 C19 121.0(6) . . ?
O18 C18 C17 120.7(6) . . ?
C19 C18 C17 118.3(6) . . ?
C20 C19 C18 121.5(7) . . ?
C20 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
C19 C20 C21 119.9(7) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C22 C21 C20 120.7(7) . . ?
C22 C21 N21 119.4(7) . . ?
C20 C21 N21 119.9(7) . . ?
C17 C22 C21 120.6(7) . . ?
C17 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
O3 C23 N24 124.6(8) . . ?
O3 C23 H23 112(5) . . ?
N24 C23 H23 123(5) . . ?
C23 N24 C26 120.3(7) . . ?
C23 N24 C25 122.6(8) . . ?
C26 N24 C25 117.0(8) . . ?
N24 C25 H25A 109.5 . . ?
N24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N24 C26 H26A 109.5 . . ?
N24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N15 C1 C2B -32.0(11) . . . . ?
U1 N15 C1 C2B 152.0(9) . . . . ?
C16 N15 C1 C6 155.7(6) . . . . ?
U1 N15 C1 C6 -20.3(7) . . . . ?
C16 N15 C1 C2 -21.7(12) . . . . ?
U1 N15 C1 C2 162.3(8) . . . . ?
C2B C1 C6 C5B 10.8(19) . . . . ?
C2 C1 C6 C5B -0.6(15) . . . . ?
N15 C1 C6 C5B -178.4(13) . . . . ?
C2B C1 C6 N7 -172.7(12) . . . . ?
C2 C1 C6 N7 175.9(8) . . . . ?
N15 C1 C6 N7 -1.9(9) . . . . ?
C2B C1 C6 C5 3.0(17) . . . . ?
C2 C1 C6 C5 -8.4(14) . . . . ?
N15 C1 C6 C5 173.8(10) . . . . ?
C8 N7 C6 C5B 27.2(18) . . . . ?
U1 N7 C6 C5B -160.2(15) . . . . ?
C8 N7 C6 C1 -148.5(7) . . . . ?
U1 N7 C6 C1 24.1(8) . . . . ?
C8 N7 C6 C5 35.5(12) . . . . ?
U1 N7 C6 C5 -151.9(9) . . . . ?
C2B C1 C2 C3 -147(4) . . . . ?
C6 C1 C2 C3 4.1(14) . . . . ?
N15 C1 C2 C3 -178.5(9) . . . . ?
C1 C2 C3 C4 0.9(18) . . . . ?
C1 C2 C3 N3 -176.1(10) . . . . ?
O3B N3 C3 C4 3.2(17) . . . . ?
O3A N3 C3 C4 -172.4(11) . . . . ?
O3B N3 C3 C2 -179.8(11) . . . . ?
O3A N3 C3 C2 4.7(16) . . . . ?
C2 C3 C4 C5 -2.0(19) . . . . ?
N3 C3 C4 C5 175.0(12) . . . . ?
C3 C4 C5 C6 -2(2) . . . . ?
C5B C6 C5 C4 -23(6) . . . . ?
C1 C6 C5 C4 7.7(19) . . . . ?
N7 C6 C5 C4 -176.5(11) . . . . ?
C6 C1 C2B C3B -12(2) . . . . ?
C2 C1 C2B C3B 23(3) . . . . ?
N15 C1 C2B C3B 176.7(14) . . . . ?
C1 C2B C3B C4B 8(3) . . . . ?
C2B C3B C4B C5B -4(3) . . . . ?
C2B C3B C4B N3B 178.0(18) . . . . ?
O3AB N3B C4B C3B -179.6(19) . . . . ?
O3BB N3B C4B C3B 4(3) . . . . ?
O3AB N3B C4B C5B 2(3) . . . . ?
O3BB N3B C4B C5B -174(2) . . . . ?
C1 C6 C5B C4B -5(3) . . . . ?
N7 C6 C5B C4B 178.6(14) . . . . ?
C5 C6 C5B C4B 148(8) . . . . ?
C3B C4B C5B C6 3(3) . . . . ?
N3B C4B C5B C6 -179.0(18) . . . . ?
C6 N7 C8 C9 -169.8(7) . . . . ?
U1 N7 C8 C9 18.3(10) . . . . ?
N7 C8 C9 C14 -175.1(7) . . . . ?
N7 C8 C9 C10 10.5(12) . . . . ?
U1 O10 C10 C9 -40.7(10) . . . . ?
U1 O10 C10 C11 142.3(5) . . . . ?
C14 C9 C10 O10 -177.9(7) . . . . ?
C8 C9 C10 O10 -3.7(11) . . . . ?
C14 C9 C10 C11 -0.9(10) . . . . ?
C8 C9 C10 C11 173.4(6) . . . . ?
O10 C10 C11 C12 178.8(7) . . . . ?
C9 C10 C11 C12 1.7(11) . . . . ?
C10 C11 C12 C13 0.3(11) . . . . ?
C11 C12 C13 C14 -3.3(11) . . . . ?
C11 C12 C13 N13 178.0(7) . . . . ?
O13A N13 C13 C14 179.7(7) . . . . ?
O13B N13 C13 C14 0.4(10) . . . . ?
O13A N13 C13 C12 -1.7(10) . . . . ?
O13B N13 C13 C12 179.1(7) . . . . ?
C12 C13 C14 C9 4.2(11) . . . . ?
N13 C13 C14 C9 -177.2(7) . . . . ?
C10 C9 C14 C13 -2.0(11) . . . . ?
C8 C9 C14 C13 -176.6(6) . . . . ?
C1 N15 C16 C17 171.5(6) . . . . ?
U1 N15 C16 C17 -13.0(10) . . . . ?
N15 C16 C17 C22 179.1(7) . . . . ?
N15 C16 C17 C18 -7.7(11) . . . . ?
U1 O18 C18 C19 -149.4(6) . . . . ?
U1 O18 C18 C17 31.1(11) . . . . ?
C22 C17 C18 O18 177.0(7) . . . . ?
C16 C17 C18 O18 3.9(10) . . . . ?
C22 C17 C18 C19 -2.5(10) . . . . ?
C16 C17 C18 C19 -175.7(6) . . . . ?
O18 C18 C19 C20 -177.7(7) . . . . ?
C17 C18 C19 C20 1.9(11) . . . . ?
C18 C19 C20 C21 -0.4(11) . . . . ?
C19 C20 C21 C22 -0.5(11) . . . . ?
C19 C20 C21 N21 179.7(7) . . . . ?
O21B N21 C21 C22 3.8(12) . . . . ?
O21A N21 C21 C22 -176.3(7) . . . . ?
O21B N21 C21 C20 -176.4(8) . . . . ?
O21A N21 C21 C20 3.5(12) . . . . ?
C16 C17 C22 C21 175.2(7) . . . . ?
C18 C17 C22 C21 1.7(11) . . . . ?
C20 C21 C22 C17 -0.2(11) . . . . ?
N21 C21 C22 C17 179.6(7) . . . . ?
U1 O3 C23 N24 175.6(10) . . . . ?
O3 C23 N24 C26 -2.1(13) . . . . ?
O3 C23 N24 C25 178.1(8) . . . . ?

_refine_diff_density_max         1.089
_refine_diff_density_min         -0.966
_refine_diff_density_rms         0.157

_shelxl_version_number           2013-4


# start Validation Reply Form
_vrf_PLAT430_shelx               
;
PROBLEM: Short Inter D...A Contact  O2     ..  O3A     ..       2.83 Ang.  
PROBLEM: Short Inter D...A Contact  O13A   ..  O3AB    ..       2.77 Ang.  

RESPONSE: These intermolecular O...O contacts are only slightly shorter than
the sum of vdW radii (< 0.3 Ang.) and are often the result of the crystal
packing forces. No missing H-bond contacts.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_EtOH
_database_code_depnum_ccdc_archive 'CCDC 1519433'
_audit_update_record             
;
2016-11-27 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H19 N3 O7 U'
_chemical_formula_sum            'C22 H19 N3 O7 U'
_chemical_formula_weight         675.43

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                   8.10340(10)
_cell_length_b                   11.5084(2)
_cell_length_c                   12.0611(2)
_cell_angle_alpha                94.8897(10)
_cell_angle_beta                 90.5348(11)
_cell_angle_gamma                91.4276(12)
_cell_volume                     1120.27(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    34718
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.002
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    7.293
_shelx_estimated_absorpt_T_min   0.323
_shelx_estimated_absorpt_T_max   0.669
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3104
_exptl_absorpt_correction_T_max  0.6420
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(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  'Bruker Kappa APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            7084
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_av_R_equivalents  0.0325
_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       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.348
_diffrn_reflns_theta_max         25.246
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4045
_reflns_number_gt                3877
_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 (Bruker, 2004)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 2013)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0284P)²+2.8984P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4045
_refine_ls_number_parameters     359
_refine_ls_number_restraints     321
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0235
_refine_ls_wR_factor_ref         0.0595
_refine_ls_wR_factor_gt          0.0585
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.018
_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 0.67529(2) 0.20237(2) 0.94598(2) 0.01716(7) Uani 1 1 d . . . . .
O2 O 0.8722(4) 0.1662(3) 0.8920(3) 0.0227(6) Uani 1 1 d . . . . .
O3 O 0.4698(4) 0.2296(3) 0.9921(3) 0.0240(6) Uani 1 1 d . . . . .
O4 O 0.5778(4) 0.0390(2) 0.8407(2) 0.0208(6) Uani 1 1 d . . . . .
O5 O 0.8054(4) 0.3034(3) 1.0872(3) 0.0334(8) Uani 1 1 d . . . . .
O6 O 0.6858(4) 0.0611(3) 1.0809(3) 0.0231(7) Uani 1 1 d . . . . .
H6 H 0.618(7) 0.036(5) 1.109(5) 0.035 Uiso 1 1 d . U . . .
N7 N 0.6091(4) 0.2509(3) 0.7501(3) 0.0191(7) Uani 1 1 d D . . . .
N8 N 0.6822(4) 0.4256(3) 0.9127(3) 0.0200(7) Uani 1 1 d D . . . .
C8 C 0.5517(5) 0.3655(2) 0.7345(3) 0.0174(10) Uani 0.885(6) 1 d DG U P A 1
C9 C 0.4526(4) 0.3890(3) 0.6448(3) 0.0226(12) Uani 0.885(6) 1 d G U P A 1
H9 H 0.4204 0.3280 0.5903 0.027 Uiso 0.885(6) 1 calc R U P A 1
C10 C 0.4005(6) 0.5019(3) 0.6349(3) 0.0264(11) Uani 0.885(6) 1 d DG U P A 1
C11 C 0.4475(7) 0.5912(2) 0.7147(4) 0.0268(12) Uani 0.885(6) 1 d G U P A 1
H11 H 0.4119 0.6683 0.7079 0.032 Uiso 0.885(6) 1 calc R U P A 1
C12 C 0.5466(7) 0.5677(3) 0.8043(3) 0.0254(10) Uani 0.885(6) 1 d G U P A 1
H12 H 0.5787 0.6287 0.8588 0.030 Uiso 0.885(6) 1 calc DR U P A 1
C13 C 0.5987(6) 0.4548(4) 0.8142(3) 0.0196(10) Uani 0.885(6) 1 d DG U P A 1
N9 N 0.2881(5) 0.5234(4) 0.5474(4) 0.0256(10) Uani 0.885(6) 1 d D U P A 1
O10 O 0.2304(5) 0.4388(3) 0.4904(3) 0.0385(11) Uani 0.885(6) 1 d D U P A 1
O11 O 0.2561(5) 0.6252(4) 0.5332(4) 0.0310(10) Uani 0.885(6) 1 d D U P A 1
C8B C 0.578(5) 0.465(2) 0.827(2) 0.020(3) Uani 0.115(6) 1 d DG U P A 2
C9B C 0.533(5) 0.5725(17) 0.792(3) 0.022(3) Uani 0.115(6) 1 d G U P A 2
H9B H 0.5613 0.6424 0.8369 0.026 Uiso 0.115(6) 1 calc R U P A 2
C10B C 0.448(6) 0.577(2) 0.693(3) 0.025(3) Uani 0.115(6) 1 d DG U P A 2
C11B C 0.407(5) 0.475(3) 0.628(2) 0.027(3) Uani 0.115(6) 1 d G U P A 2
H11B H 0.3480 0.4779 0.5593 0.032 Uiso 0.115(6) 1 calc R U P A 2
C12B C 0.451(3) 0.368(2) 0.662(2) 0.023(3) Uani 0.115(6) 1 d G U P A 2
H12B H 0.4228 0.2977 0.6181 0.028 Uiso 0.115(6) 1 calc DR U P A 2
C13B C 0.536(4) 0.3630(17) 0.762(3) 0.024(3) Uani 0.115(6) 1 d DG U P A 2
N9B N 0.354(4) 0.671(2) 0.657(2) 0.030(6) Uani 0.115(6) 1 d D U P A 2
O10B O 0.370(4) 0.752(2) 0.730(2) 0.039(7) Uani 0.115(6) 1 d D U P A 2
O11B O 0.289(4) 0.678(3) 0.566(2) 0.033(5) Uani 0.115(6) 1 d D U P A 2
C1 C 0.6469(5) -0.0077(4) 0.7471(4) 0.0238(9) Uani 1 1 d . . . . .
C2 C 0.6805(6) -0.1263(4) 0.7357(4) 0.0312(11) Uani 1 1 d . . . . .
H2 H 0.6574 -0.1737 0.7947 0.037 Uiso 1 1 calc R U . . .
C3 C 0.7480(7) -0.1750(4) 0.6374(5) 0.0374(12) Uani 1 1 d . . . . .
H3 H 0.7720 -0.2556 0.6306 0.045 Uiso 1 1 calc R U . . .
C4 C 0.7808(7) -0.1095(4) 0.5501(4) 0.0378(12) Uani 1 1 d . . . . .
H4 H 0.8270 -0.1444 0.4836 0.045 Uiso 1 1 calc R U . . .
C5 C 0.7459(6) 0.0086(4) 0.5597(4) 0.0330(11) Uani 1 1 d . . . . .
H5 H 0.7663 0.0538 0.4987 0.040 Uiso 1 1 calc R U . . .
C6 C 0.6807(6) 0.0620(4) 0.6582(4) 0.0255(9) Uani 1 1 d . . . . .
C7 C 0.6408(5) 0.1839(4) 0.6614(4) 0.0233(9) Uani 1 1 d . . . . .
H7 H 0.6374 0.2180 0.5924 0.028 Uiso 1 1 calc DR U . . .
C14 C 0.7503(5) 0.5109(3) 0.9768(4) 0.0216(9) Uani 1 1 d . . . . .
H14 H 0.7436 0.5859 0.9500 0.026 Uiso 1 1 calc DR U . . .
C15 C 0.8633(5) 0.4045(4) 1.1304(4) 0.0229(9) Uani 1 1 d . . . . .
C16 C 0.9556(6) 0.4111(4) 1.2317(4) 0.0294(10) Uani 1 1 d . . . . .
H16 H 0.9816 0.3417 1.2648 0.035 Uiso 1 1 calc R U . . .
C17 C 1.0073(6) 0.5183(4) 1.2820(4) 0.0313(11) Uani 1 1 d . . . . .
H17 H 1.0682 0.5216 1.3500 0.038 Uiso 1 1 calc R U . . .
C18 C 0.9722(6) 0.6219(4) 1.2353(4) 0.0328(11) Uani 1 1 d . . . . .
H18 H 1.0054 0.6952 1.2718 0.039 Uiso 1 1 calc R U . . .
C19 C 0.8887(5) 0.6156(4) 1.1354(4) 0.0289(10) Uani 1 1 d . . . . .
H19 H 0.8678 0.6856 1.1020 0.035 Uiso 1 1 calc R U . . .
C20 C 0.8326(5) 0.5080(4) 1.0807(4) 0.0228(9) Uani 1 1 d . . . . .
C21 C 0.8285(6) 0.0048(5) 1.1216(4) 0.0323(11) Uani 1 1 d . . . . .
H21A H 0.9297 0.0435 1.0955 0.039 Uiso 1 1 calc R U . . .
H21B H 0.8273 -0.0777 1.0905 0.039 Uiso 1 1 calc R U . . .
C22 C 0.8328(7) 0.0093(7) 1.2458(5) 0.0595(19) Uani 1 1 d . . . . .
H22A H 0.9375 -0.0213 1.2704 0.050 Uiso 1 1 calc R U . . .
H22B H 0.7409 -0.0381 1.2714 0.050 Uiso 1 1 calc R U . . .
H22C H 0.8229 0.0902 1.2769 0.050 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 1.774(3) . ?
U1 O3 1.787(3) . ?
U1 O5 2.221(3) . ?
U1 O4 2.296(3) . ?
U1 O6 2.399(3) . ?
U1 N7 2.529(3) . ?
U1 N8 2.633(3) . ?
O4 C1 1.342(5) . ?
O5 C15 1.308(5) . ?
O6 C21 1.442(5) . ?
O6 H6 0.72(6) . ?
N7 C7 1.295(6) . ?
N7 C13B 1.428(9) . ?
N7 C8 1.436(4) . ?
N8 C14 1.304(5) . ?
N8 C13 1.430(4) . ?
N8 C8B 1.439(9) . ?
C8 C9 1.3900 . ?
C8 C13 1.3900 . ?
C9 C10 1.3900 . ?
C9 H9 0.9500 . ?
C10 C11 1.3900 . ?
C10 N9 1.429(5) . ?
C11 C12 1.3900 . ?
C11 H11 0.9500 . ?
C12 C13 1.3900 . ?
C12 H12 0.9500 . ?
N9 O10 1.224(5) . ?
N9 O11 1.232(5) . ?
C8B C9B 1.3900 . ?
C8B C13B 1.3900 . ?
C9B C10B 1.3900 . ?
C9B H9B 0.9500 . ?
C10B C11B 1.3900 . ?
C10B N9B 1.433(18) . ?
C11B C12B 1.3900 . ?
C11B H11B 0.9500 . ?
C12B C13B 1.3900 . ?
C12B H12B 0.9500 . ?
N9B O11B 1.227(16) . ?
N9B O10B 1.228(17) . ?
C1 C2 1.395(6) . ?
C1 C6 1.417(6) . ?
C2 C3 1.389(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.371(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.405(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.446(6) . ?
C7 H7 0.9500 . ?
C14 C20 1.417(6) . ?
C14 H14 0.9500 . ?
C15 C20 1.404(6) . ?
C15 C16 1.422(7) . ?
C16 C17 1.381(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.397(8) . ?
C17 H17 0.9500 . ?
C18 C19 1.371(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.415(6) . ?
C19 H19 0.9500 . ?
C21 C22 1.495(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O3 175.23(13) . . ?
O2 U1 O5 87.66(14) . . ?
O3 U1 O5 97.00(14) . . ?
O2 U1 O4 86.09(12) . . ?
O3 U1 O4 89.21(12) . . ?
O5 U1 O4 156.78(11) . . ?
O2 U1 O6 93.20(13) . . ?
O3 U1 O6 86.74(13) . . ?
O5 U1 O6 78.43(11) . . ?
O4 U1 O6 79.62(10) . . ?
O2 U1 N7 84.89(13) . . ?
O3 U1 N7 92.72(13) . . ?
O5 U1 N7 131.93(11) . . ?
O4 U1 N7 69.68(10) . . ?
O6 U1 N7 149.30(11) . . ?
O2 U1 N8 98.43(12) . . ?
O3 U1 N8 84.17(12) . . ?
O5 U1 N8 70.38(11) . . ?
O4 U1 N8 132.69(10) . . ?
O6 U1 N8 146.08(11) . . ?
N7 U1 N8 63.96(11) . . ?
C1 O4 U1 125.2(2) . . ?
C15 O5 U1 147.8(3) . . ?
C21 O6 U1 128.2(3) . . ?
C21 O6 H6 104(5) . . ?
U1 O6 H6 128(5) . . ?
C7 N7 C13B 130.5(12) . . ?
C7 N7 C8 117.1(3) . . ?
C7 N7 U1 124.2(3) . . ?
C13B N7 U1 105.3(12) . . ?
C8 N7 U1 118.3(2) . . ?
C14 N8 C13 117.5(4) . . ?
C14 N8 C8B 113.0(12) . . ?
C14 N8 U1 127.1(3) . . ?
C13 N8 U1 115.4(3) . . ?
C8B N8 U1 119.0(14) . . ?
C9 C8 C13 120.0 . . ?
C9 C8 N7 122.9(3) . . ?
C13 C8 N7 117.1(3) . . ?
C10 C9 C8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 N9 120.3(3) . . ?
C9 C10 N9 119.5(3) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C8 120.0 . . ?
C12 C13 N8 120.8(3) . . ?
C8 C13 N8 118.7(3) . . ?
O10 N9 O11 124.0(4) . . ?
O10 N9 C10 117.5(4) . . ?
O11 N9 C10 118.5(4) . . ?
C9B C8B C13B 120.0 . . ?
C9B C8B N8 136(2) . . ?
C13B C8B N8 102.9(18) . . ?
C10B C9B C8B 120.0 . . ?
C10B C9B H9B 120.0 . . ?
C8B C9B H9B 120.0 . . ?
C11B C10B C9B 120.0 . . ?
C11B C10B N9B 110(2) . . ?
C9B C10B N9B 128(2) . . ?
C10B C11B C12B 120.0 . . ?
C10B C11B H11B 120.0 . . ?
C12B C11B H11B 120.0 . . ?
C13B C12B C11B 120.0 . . ?
C13B C12B H12B 120.0 . . ?
C11B C12B H12B 120.0 . . ?
C12B C13B C8B 120.0 . . ?
C12B C13B N7 103.1(19) . . ?
C8B C13B N7 132.8(18) . . ?
O11B N9B O10B 125(3) . . ?
O11B N9B C10B 127(3) . . ?
O10B N9B C10B 107(2) . . ?
O4 C1 C2 119.9(4) . . ?
O4 C1 C6 120.4(4) . . ?
C2 C1 C6 119.7(4) . . ?
C3 C2 C1 119.6(5) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 121.7(5) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 119.4(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 120.9(5) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 118.6(4) . . ?
C5 C6 C7 118.3(4) . . ?
C1 C6 C7 123.0(4) . . ?
N7 C7 C6 125.8(4) . . ?
N7 C7 H7 117.1 . . ?
C6 C7 H7 117.1 . . ?
N8 C14 C20 129.5(4) . . ?
N8 C14 H14 115.3 . . ?
C20 C14 H14 115.3 . . ?
O5 C15 C20 121.5(4) . . ?
O5 C15 C16 119.6(4) . . ?
C20 C15 C16 118.9(4) . . ?
C17 C16 C15 120.0(5) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 121.5(5) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
C19 C18 C17 118.6(4) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C18 C19 C20 122.1(5) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C15 C20 C19 118.9(4) . . ?
C15 C20 C14 123.5(4) . . ?
C19 C20 C14 117.6(4) . . ?
O6 C21 C22 111.9(4) . . ?
O6 C21 H21A 109.2 . . ?
C22 C21 H21A 109.2 . . ?
O6 C21 H21B 109.2 . . ?
C22 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N7 C8 C9 33.8(5) . . . . ?
C13B N7 C8 C9 -125(6) . . . . ?
U1 N7 C8 C9 -153.7(2) . . . . ?
C7 N7 C8 C13 -146.5(3) . . . . ?
C13B N7 C8 C13 55(6) . . . . ?
U1 N7 C8 C13 26.0(3) . . . . ?
C13 C8 C9 C10 0.0 . . . . ?
N7 C8 C9 C10 179.7(4) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C8 C9 C10 N9 -175.0(5) . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
N9 C10 C11 C12 175.0(5) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 C8 0.0 . . . . ?
C11 C12 C13 N8 -171.8(5) . . . . ?
C9 C8 C13 C12 0.0 . . . . ?
N7 C8 C13 C12 -179.7(4) . . . . ?
C9 C8 C13 N8 172.0(4) . . . . ?
N7 C8 C13 N8 -7.7(4) . . . . ?
C14 N8 C13 C12 -19.8(5) . . . . ?
C8B N8 C13 C12 46(11) . . . . ?
U1 N8 C13 C12 159.0(2) . . . . ?
C14 N8 C13 C8 168.3(3) . . . . ?
C8B N8 C13 C8 -125(11) . . . . ?
U1 N8 C13 C8 -12.9(4) . . . . ?
C11 C10 N9 O10 -168.5(4) . . . . ?
C9 C10 N9 O10 6.5(6) . . . . ?
C11 C10 N9 O11 12.0(6) . . . . ?
C9 C10 N9 O11 -172.9(4) . . . . ?
C14 N8 C8B C9B 3(4) . . . . ?
C13 N8 C8B C9B -116(13) . . . . ?
U1 N8 C8B C9B 172(3) . . . . ?
C14 N8 C8B C13B 172.9(11) . . . . ?
C13 N8 C8B C13B 55(10) . . . . ?
U1 N8 C8B C13B -18(2) . . . . ?
C13B C8B C9B C10B 0.0 . . . . ?
N8 C8B C9B C10B 169(5) . . . . ?
C8B C9B C10B C11B 0.0 . . . . ?
C8B C9B C10B N9B 162(5) . . . . ?
C9B C10B C11B C12B 0.0 . . . . ?
N9B C10B C11B C12B -165(4) . . . . ?
C10B C11B C12B C13B 0.0 . . . . ?
C11B C12B C13B C8B 0.0 . . . . ?
C11B C12B C13B N7 -160(3) . . . . ?
C9B C8B C13B C12B 0.0 . . . . ?
N8 C8B C13B C12B -172(3) . . . . ?
C9B C8B C13B N7 153(4) . . . . ?
N8 C8B C13B N7 -19(3) . . . . ?
C7 N7 C13B C12B 21(3) . . . . ?
C8 N7 C13B C12B 46(4) . . . . ?
U1 N7 C13B C12B -159.6(15) . . . . ?
C7 N7 C13B C8B -135(2) . . . . ?
C8 N7 C13B C8B -110(6) . . . . ?
U1 N7 C13B C8B 44(3) . . . . ?
C11B C10B N9B O11B -23(5) . . . . ?
C9B C10B N9B O11B 174(4) . . . . ?
C11B C10B N9B O10B 167(3) . . . . ?
C9B C10B N9B O10B 4(5) . . . . ?
U1 O4 C1 C2 129.0(4) . . . . ?
U1 O4 C1 C6 -53.3(5) . . . . ?
O4 C1 C2 C3 178.2(4) . . . . ?
C6 C1 C2 C3 0.5(7) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C3 C4 C5 C6 1.3(8) . . . . ?
C4 C5 C6 C1 -1.7(7) . . . . ?
C4 C5 C6 C7 -177.5(5) . . . . ?
O4 C1 C6 C5 -177.0(4) . . . . ?
C2 C1 C6 C5 0.8(7) . . . . ?
O4 C1 C6 C7 -1.3(7) . . . . ?
C2 C1 C6 C7 176.4(4) . . . . ?
C13B N7 C7 C6 -165(2) . . . . ?
C8 N7 C7 C6 -172.3(4) . . . . ?
U1 N7 C7 C6 15.7(6) . . . . ?
C5 C6 C7 N7 -166.6(4) . . . . ?
C1 C6 C7 N7 17.8(7) . . . . ?
C13 N8 C14 C20 176.6(4) . . . . ?
C8B N8 C14 C20 166(2) . . . . ?
U1 N8 C14 C20 -2.0(6) . . . . ?
U1 O5 C15 C20 7.2(9) . . . . ?
U1 O5 C15 C16 -174.7(4) . . . . ?
O5 C15 C16 C17 -175.5(4) . . . . ?
C20 C15 C16 C17 2.7(7) . . . . ?
C15 C16 C17 C18 -0.5(7) . . . . ?
C16 C17 C18 C19 -2.0(7) . . . . ?
C17 C18 C19 C20 2.2(7) . . . . ?
O5 C15 C20 C19 175.6(4) . . . . ?
C16 C15 C20 C19 -2.6(6) . . . . ?
O5 C15 C20 C14 -5.5(7) . . . . ?
C16 C15 C20 C14 176.3(4) . . . . ?
C18 C19 C20 C15 0.1(7) . . . . ?
C18 C19 C20 C14 -178.8(4) . . . . ?
N8 C14 C20 C15 4.0(7) . . . . ?
N8 C14 C20 C19 -177.1(4) . . . . ?
U1 O6 C21 C22 131.4(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6 O4 0.72(6) 1.91(6) 2.624(4) 170(7) 2_657

_refine_diff_density_max         1.294
_refine_diff_density_min         -1.046
_refine_diff_density_rms         0.118

_shelxl_version_number           2013-4


# start Validation Reply Form
_vrf_PLAT410_shelx               
;
PROBLEM: Short Intra H...H Contact  H12    ..  H14     ..       1.83 Ang.  
RESPONSE: The heavy atoms of benzylidene and nitrophenyl moieties lie in the
same plane, which drives the calculated benzylidene and the ortho hydrogens too
close to each other. This is further affected by the disorder of the
nitrophenyl group giving more inaccurate positions for hydrogen atoms.  
;
_vrf_PLAT430_shelx               
;
PROBLEM: Short Inter D...A Contact  O5     ..  O10B    ..       2.75 Ang.  
RESPONSE: This intermolecular O...O contact is only slightly shorter than
the sum of vdW radii (< 0.3 Ang.) and is most probably the result of the
crystal packing forces. The O10B atom belongs to the minor component of the
disorder. No missing H-bond contacts.
;
# end Validation Reply Form


####################################################################### 
# 
# 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_H2O
_database_code_depnum_ccdc_archive 'CCDC 1519436'
_audit_update_record             
;
2016-12-01 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C28 H19 N3 O7 U), C3 H6 O, 2(H2 O)'
_chemical_formula_sum            'C59 H48 N6 O17 U2'
_chemical_formula_weight         1589.09

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                   11.6878(3)
_cell_length_b                   12.1737(3)
_cell_length_c                   12.4532(4)
_cell_angle_alpha                73.370(2)
_cell_angle_beta                 66.535(2)
_cell_angle_gamma                83.915(2)
_cell_volume                     1557.31(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    31463
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_F_000             764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    5.264
_shelx_estimated_absorpt_T_min   0.227
_shelx_estimated_absorpt_T_max   0.858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2273
_exptl_absorpt_correction_T_max  0.8581
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker-Nonius Kappa CCD with APEXII detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            20447
_diffrn_reflns_av_unetI/netI     0.0426
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.569
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5620
_reflns_number_gt                5046
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Collect (Bruker, 2004)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    SHELXL-2016/4
_computing_publication_material  SHELXL-2016/4
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0212P)²+4.8802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5620
_refine_ls_number_parameters     409
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0710
_refine_ls_wR_factor_gt          0.0683
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.048
_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 0.39599(2) 0.28260(2) 0.63408(2) 0.02777(7) Uani 1 1 d . . . . .
O2 O 0.2782(3) 0.2781(3) 0.7798(3) 0.0320(8) Uani 1 1 d . . . . .
O1 O 0.5106(3) 0.2886(3) 0.4846(3) 0.0328(8) Uani 1 1 d . . . . .
O3 O 0.5039(3) 0.4331(3) 0.6480(4) 0.0367(8) Uani 1 1 d D . . . .
H3A H 0.565(4) 0.470(5) 0.589(4) 0.055 Uiso 1 1 d D U . . .
H3B H 0.462(5) 0.475(4) 0.691(5) 0.055 Uiso 1 1 d D U . . .
O4 O 0.0754(4) 0.0694(3) 0.3317(4) 0.0424(9) Uani 1 1 d . . . . .
O5 O 0.1165(4) -0.1124(3) 0.3789(4) 0.0446(9) Uani 1 1 d . . . . .
O10 O 0.5232(3) 0.1780(3) 0.7177(3) 0.0385(9) Uani 1 1 d . . . . .
O22 O 0.3125(3) 0.4459(3) 0.5486(3) 0.0295(7) Uani 1 1 d . . . . .
N3 N 0.1232(4) -0.0135(4) 0.3830(4) 0.0364(10) Uani 1 1 d . . . . .
N7 N 0.3702(4) 0.0699(3) 0.6599(4) 0.0301(9) Uani 1 1 d . . . . .
N19 N 0.2231(3) 0.2348(3) 0.5837(4) 0.0263(9) Uani 1 1 d . . . . .
C1 C 0.2345(4) 0.1307(4) 0.5495(4) 0.0265(10) Uani 1 1 d . . . . .
C2 C 0.1755(4) 0.1118(4) 0.4793(4) 0.0289(11) Uani 1 1 d . . . . .
H2 H 0.126307 0.169899 0.449537 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1895(4) 0.0070(4) 0.4532(4) 0.0310(11) Uani 1 1 d . . . . .
C4 C 0.2648(5) -0.0781(4) 0.4906(5) 0.0333(12) Uani 1 1 d . . . . .
H4 H 0.273475 -0.149317 0.471139 0.040 Uiso 1 1 calc R U . . .
C5 C 0.3264(5) -0.0573(4) 0.5560(5) 0.0349(12) Uani 1 1 d . . . . .
H5 H 0.381350 -0.113579 0.578725 0.042 Uiso 1 1 calc R U . . .
C6 C 0.3106(4) 0.0447(4) 0.5901(4) 0.0299(11) Uani 1 1 d . . . . .
C8 C 0.4022(5) -0.0183(4) 0.7324(5) 0.0334(11) Uani 1 1 d . . . . .
H8 H 0.369842 -0.090457 0.742064 0.040 Uiso 1 1 calc R U . . .
C9 C 0.4773(5) -0.0209(4) 0.7975(5) 0.0339(12) Uani 1 1 d . . . . .
C10 C 0.5402(4) 0.0783(4) 0.7832(4) 0.0314(11) Uani 1 1 d . . . . .
C11 C 0.6285(5) 0.0702(5) 0.8376(5) 0.0374(12) Uani 1 1 d . . . . .
H11 H 0.671018 0.137154 0.827211 0.045 Uiso 1 1 calc R U . . .
C12 C 0.6524(5) -0.0327(5) 0.9042(5) 0.0398(13) Uani 1 1 d . . . . .
H12 H 0.711859 -0.036318 0.939514 0.048 Uiso 1 1 calc R U . . .
C13 C 0.5904(5) -0.1351(5) 0.9223(5) 0.0372(12) Uani 1 1 d . . . . .
C14 C 0.6144(6) -0.2407(5) 0.9958(5) 0.0451(14) Uani 1 1 d . . . . .
H14 H 0.674640 -0.243145 1.029843 0.054 Uiso 1 1 calc R U . . .
C15 C 0.5524(6) -0.3379(5) 1.0180(5) 0.0519(16) Uani 1 1 d . . . . .
H15 H 0.570612 -0.408258 1.065738 0.062 Uiso 1 1 calc R U . . .
C16 C 0.4619(7) -0.3345(5) 0.9706(6) 0.0536(16) Uani 1 1 d . . . . .
H16 H 0.417244 -0.402292 0.987405 0.064 Uiso 1 1 calc R U . . .
C17 C 0.4371(6) -0.2331(5) 0.8994(5) 0.0450(14) Uani 1 1 d . . . . .
H17 H 0.375197 -0.232404 0.867854 0.054 Uiso 1 1 calc R U . . .
C18 C 0.5004(5) -0.1309(4) 0.8722(5) 0.0370(12) Uani 1 1 d . . . . .
C20 C 0.1207(4) 0.2929(4) 0.5949(4) 0.0262(10) Uani 1 1 d . . . . .
H20 H 0.055753 0.257973 0.588098 0.031 Uiso 1 1 calc R U . . .
C21 C 0.0961(4) 0.4048(4) 0.6164(4) 0.0261(10) Uani 1 1 d . . . . .
C22 C 0.1940(4) 0.4776(4) 0.5894(4) 0.0267(10) Uani 1 1 d . . . . .
C23 C 0.1687(5) 0.5915(4) 0.6018(5) 0.0326(11) Uani 1 1 d . . . . .
H23 H 0.235789 0.641574 0.580920 0.039 Uiso 1 1 calc R U . . .
C24 C 0.0499(5) 0.6290(4) 0.6431(5) 0.0315(11) Uani 1 1 d . . . . .
H24 H 0.035175 0.704439 0.652819 0.038 Uiso 1 1 calc R U . . .
C25 C -0.0529(4) 0.5587(4) 0.6720(4) 0.0304(11) Uani 1 1 d . . . . .
C26 C -0.1775(5) 0.5981(4) 0.7169(5) 0.0346(12) Uani 1 1 d . . . . .
H26 H -0.192517 0.672178 0.730336 0.042 Uiso 1 1 calc R U . . .
C27 C -0.2762(5) 0.5308(4) 0.7410(5) 0.0373(12) Uani 1 1 d . . . . .
H27 H -0.358858 0.559266 0.768117 0.045 Uiso 1 1 calc R U . . .
C28 C -0.2548(5) 0.4205(5) 0.7256(5) 0.0369(12) Uani 1 1 d . . . . .
H28 H -0.323410 0.373894 0.742452 0.044 Uiso 1 1 calc R U . . .
C29 C -0.1352(4) 0.3779(4) 0.6860(5) 0.0312(11) Uani 1 1 d . . . . .
H29 H -0.123260 0.301683 0.678448 0.037 Uiso 1 1 calc R U . . .
C30 C -0.0308(4) 0.4452(4) 0.6568(4) 0.0269(10) Uani 1 1 d . . . . .
O31 O 0.3870(6) 0.5866(4) 0.7631(5) 0.0802(16) Uani 1 1 d D . . . .
H31A H 0.305(2) 0.601(4) 0.794(3) 0.120 Uiso 1 1 d D U . . .
H31B H 0.413(4) 0.648(3) 0.698(4) 0.120 Uiso 1 1 d D U . . .
O33 O 0.1621(8) 0.6975(10) 0.8402(8) 0.067(3) Uani 0.5 1 d D U P . .
C33 C 0.0722(13) 0.6756(16) 0.9281(12) 0.075(3) Uani 0.5 1 d D U P . .
C32 C -0.0475(13) 0.7250(18) 0.9225(14) 0.087(4) Uani 0.5 1 d D U P . .
H32A H -0.114780 0.699476 1.002642 0.130 Uiso 0.5 1 calc R U P . .
H32B H -0.041484 0.808895 0.898321 0.130 Uiso 0.5 1 calc R U P . .
H32C H -0.065222 0.699370 0.862933 0.130 Uiso 0.5 1 calc R U P . .
C34 C 0.0809(16) 0.6276(17) 1.0444(13) 0.091(4) Uani 0.5 1 d D U P . .
H34A H -0.003102 0.614541 1.108208 0.136 Uiso 0.5 1 calc R U P . .
H34B H 0.125397 0.554696 1.044970 0.136 Uiso 0.5 1 calc R U P . .
H34C H 0.126401 0.681055 1.059317 0.136 Uiso 0.5 1 calc R U P . .


_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 1.778(3) . ?
U1 O1 1.795(3) . ?
U1 O10 2.233(3) . ?
U1 O22 2.290(3) . ?
U1 O3 2.414(4) . ?
U1 N19 2.506(4) . ?
U1 N7 2.552(4) . ?
O3 H3A 0.84(2) . ?
O3 H3B 0.83(2) . ?
O4 N3 1.239(6) . ?
O5 N3 1.232(5) . ?
O10 C10 1.301(6) . ?
O22 C22 1.328(5) . ?
N3 C3 1.460(7) . ?
N7 C8 1.318(6) . ?
N7 C6 1.420(7) . ?
N19 C20 1.303(6) . ?
N19 C1 1.426(6) . ?
C1 C2 1.387(7) . ?
C1 C6 1.414(6) . ?
C2 C3 1.381(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(7) . ?
C4 C5 1.368(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.395(7) . ?
C5 H5 0.9500 . ?
C8 C9 1.405(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.412(8) . ?
C9 C18 1.464(7) . ?
C10 C11 1.424(7) . ?
C11 C12 1.361(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.425(8) . ?
C12 H12 0.9500 . ?
C13 C18 1.412(8) . ?
C13 C14 1.422(7) . ?
C14 C15 1.355(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.394(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.377(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.401(8) . ?
C17 H17 0.9500 . ?
C20 C21 1.442(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(7) . ?
C21 C30 1.445(6) . ?
C22 C23 1.426(7) . ?
C23 C24 1.352(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.415(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.422(7) . ?
C25 C30 1.430(7) . ?
C26 C27 1.369(8) . ?
C26 H26 0.9500 . ?
C27 C28 1.394(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.382(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.407(7) . ?
C29 H29 0.9500 . ?
O31 H31A 0.899(18) . ?
O31 H31B 0.897(19) . ?
O33 C33 1.161(17) . ?
C33 C34 1.439(15) . ?
C33 C32 1.483(15) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O1 177.90(14) . . ?
O2 U1 O10 91.21(14) . . ?
O1 U1 O10 90.78(14) . . ?
O2 U1 O22 90.76(13) . . ?
O1 U1 O22 87.66(13) . . ?
O10 U1 O22 156.80(12) . . ?
O2 U1 O3 90.40(14) . . ?
O1 U1 O3 90.58(15) . . ?
O10 U1 O3 79.85(12) . . ?
O22 U1 O3 77.02(11) . . ?
O2 U1 N19 85.34(14) . . ?
O1 U1 N19 92.81(14) . . ?
O10 U1 N19 134.00(12) . . ?
O22 U1 N19 69.20(11) . . ?
O3 U1 N19 145.86(11) . . ?
O2 U1 N7 92.85(14) . . ?
O1 U1 N7 87.25(14) . . ?
O10 U1 N7 69.53(13) . . ?
O22 U1 N7 133.43(12) . . ?
O3 U1 N7 149.26(12) . . ?
N19 U1 N7 64.87(12) . . ?
U1 O3 H3A 123(4) . . ?
U1 O3 H3B 117(5) . . ?
H3A O3 H3B 110(6) . . ?
C10 O10 U1 145.0(3) . . ?
C22 O22 U1 126.5(3) . . ?
O5 N3 O4 123.3(5) . . ?
O5 N3 C3 118.4(4) . . ?
O4 N3 C3 118.3(4) . . ?
C8 N7 C6 116.7(4) . . ?
C8 N7 U1 127.8(4) . . ?
C6 N7 U1 115.5(3) . . ?
C20 N19 C1 117.9(4) . . ?
C20 N19 U1 125.2(3) . . ?
C1 N19 U1 116.7(3) . . ?
C2 C1 C6 120.0(4) . . ?
C2 C1 N19 123.0(4) . . ?
C6 C1 N19 117.0(4) . . ?
C3 C2 C1 118.9(4) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 122.2(5) . . ?
C2 C3 N3 118.5(4) . . ?
C4 C3 N3 119.3(4) . . ?
C5 C4 C3 118.5(5) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.6(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 118.7(5) . . ?
C5 C6 N7 124.0(4) . . ?
C1 C6 N7 117.3(4) . . ?
N7 C8 C9 129.3(5) . . ?
N7 C8 H8 115.4 . . ?
C9 C8 H8 115.4 . . ?
C8 C9 C10 121.3(4) . . ?
C8 C9 C18 119.1(5) . . ?
C10 C9 C18 119.3(5) . . ?
O10 C10 C9 121.7(4) . . ?
O10 C10 C11 118.1(5) . . ?
C9 C10 C11 120.1(4) . . ?
C12 C11 C10 120.5(5) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 121.5(5) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C18 C13 C14 119.8(5) . . ?
C18 C13 C12 120.0(4) . . ?
C14 C13 C12 120.2(5) . . ?
C15 C14 C13 120.9(6) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 119.9(5) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 120.1(6) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 122.1(6) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C17 C18 C13 117.3(5) . . ?
C17 C18 C9 124.2(5) . . ?
C13 C18 C9 118.5(5) . . ?
N19 C20 C21 126.4(4) . . ?
N19 C20 H20 116.8 . . ?
C21 C20 H20 116.8 . . ?
C22 C21 C20 120.7(4) . . ?
C22 C21 C30 119.8(4) . . ?
C20 C21 C30 119.3(4) . . ?
O22 C22 C21 122.2(4) . . ?
O22 C22 C23 117.7(4) . . ?
C21 C22 C23 120.0(4) . . ?
C24 C23 C22 120.6(5) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 121.7(4) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C26 121.4(4) . . ?
C24 C25 C30 119.2(4) . . ?
C26 C25 C30 119.3(5) . . ?
C27 C26 C25 121.0(5) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 119.6(5) . . ?
C26 C27 H27 120.2 . . ?
C28 C27 H27 120.2 . . ?
C29 C28 C27 120.9(5) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 121.4(5) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C29 C30 C25 117.7(4) . . ?
C29 C30 C21 123.8(4) . . ?
C25 C30 C21 118.5(4) . . ?
H31A O31 H31B 100(3) . . ?
O33 C33 C34 120.3(12) . . ?
O33 C33 C32 118.4(12) . . ?
C34 C33 C32 119.5(14) . . ?
C33 C32 H32A 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C33 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 N19 C1 C2 28.8(6) . . . . ?
U1 N19 C1 C2 -156.1(4) . . . . ?
C20 N19 C1 C6 -151.5(4) . . . . ?
U1 N19 C1 C6 23.7(5) . . . . ?
C6 C1 C2 C3 1.9(7) . . . . ?
N19 C1 C2 C3 -178.4(4) . . . . ?
C1 C2 C3 C4 -2.8(7) . . . . ?
C1 C2 C3 N3 177.7(4) . . . . ?
O5 N3 C3 C2 -166.7(4) . . . . ?
O4 N3 C3 C2 12.5(6) . . . . ?
O5 N3 C3 C4 13.8(7) . . . . ?
O4 N3 C3 C4 -166.9(4) . . . . ?
C2 C3 C4 C5 0.4(7) . . . . ?
N3 C3 C4 C5 179.8(4) . . . . ?
C3 C4 C5 C6 2.9(7) . . . . ?
C4 C5 C6 C1 -3.8(7) . . . . ?
C4 C5 C6 N7 178.7(5) . . . . ?
C2 C1 C6 C5 1.3(7) . . . . ?
N19 C1 C6 C5 -178.5(4) . . . . ?
C2 C1 C6 N7 178.9(4) . . . . ?
N19 C1 C6 N7 -0.8(6) . . . . ?
C8 N7 C6 C5 -26.1(7) . . . . ?
U1 N7 C6 C5 155.8(4) . . . . ?
C8 N7 C6 C1 156.4(4) . . . . ?
U1 N7 C6 C1 -21.7(5) . . . . ?
C6 N7 C8 C9 169.6(5) . . . . ?
U1 N7 C8 C9 -12.6(8) . . . . ?
N7 C8 C9 C10 -5.6(8) . . . . ?
N7 C8 C9 C18 -179.5(5) . . . . ?
U1 O10 C10 C9 20.0(9) . . . . ?
U1 O10 C10 C11 -162.4(4) . . . . ?
C8 C9 C10 O10 6.0(7) . . . . ?
C18 C9 C10 O10 179.9(5) . . . . ?
C8 C9 C10 C11 -171.7(5) . . . . ?
C18 C9 C10 C11 2.2(7) . . . . ?
O10 C10 C11 C12 -178.2(5) . . . . ?
C9 C10 C11 C12 -0.4(7) . . . . ?
C10 C11 C12 C13 -0.2(8) . . . . ?
C11 C12 C13 C18 -1.0(8) . . . . ?
C11 C12 C13 C14 -177.9(5) . . . . ?
C18 C13 C14 C15 0.4(8) . . . . ?
C12 C13 C14 C15 177.3(5) . . . . ?
C13 C14 C15 C16 -1.4(9) . . . . ?
C14 C15 C16 C17 1.3(10) . . . . ?
C15 C16 C17 C18 0.0(10) . . . . ?
C16 C17 C18 C13 -1.0(9) . . . . ?
C16 C17 C18 C9 -179.8(6) . . . . ?
C14 C13 C18 C17 0.8(7) . . . . ?
C12 C13 C18 C17 -176.1(5) . . . . ?
C14 C13 C18 C9 179.7(5) . . . . ?
C12 C13 C18 C9 2.8(7) . . . . ?
C8 C9 C18 C17 -10.5(8) . . . . ?
C10 C9 C18 C17 175.4(5) . . . . ?
C8 C9 C18 C13 170.7(5) . . . . ?
C10 C9 C18 C13 -3.4(7) . . . . ?
C1 N19 C20 C21 -173.3(4) . . . . ?
U1 N19 C20 C21 12.0(7) . . . . ?
N19 C20 C21 C22 20.7(7) . . . . ?
N19 C20 C21 C30 -164.4(5) . . . . ?
U1 O22 C22 C21 -51.6(6) . . . . ?
U1 O22 C22 C23 130.3(4) . . . . ?
C20 C21 C22 O22 -3.2(7) . . . . ?
C30 C21 C22 O22 -178.0(4) . . . . ?
C20 C21 C22 C23 174.9(4) . . . . ?
C30 C21 C22 C23 0.1(7) . . . . ?
O22 C22 C23 C24 -179.9(4) . . . . ?
C21 C22 C23 C24 2.0(7) . . . . ?
C22 C23 C24 C25 -1.8(8) . . . . ?
C23 C24 C25 C26 179.1(5) . . . . ?
C23 C24 C25 C30 -0.4(7) . . . . ?
C24 C25 C26 C27 177.9(5) . . . . ?
C30 C25 C26 C27 -2.6(7) . . . . ?
C25 C26 C27 C28 2.3(8) . . . . ?
C26 C27 C28 C29 -0.1(8) . . . . ?
C27 C28 C29 C30 -1.8(8) . . . . ?
C28 C29 C30 C25 1.4(7) . . . . ?
C28 C29 C30 C21 179.2(5) . . . . ?
C24 C25 C30 C29 -179.8(4) . . . . ?
C26 C25 C30 C29 0.7(7) . . . . ?
C24 C25 C30 C21 2.3(7) . . . . ?
C26 C25 C30 C21 -177.2(4) . . . . ?
C22 C21 C30 C29 -180.0(5) . . . . ?
C20 C21 C30 C29 5.2(7) . . . . ?
C22 C21 C30 C25 -2.2(7) . . . . ?
C20 C21 C30 C25 -177.0(4) . . . . ?

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
O3 H3A O22 0.84(2) 1.84(2) 2.681(5) 174(6) 2_666
O3 H3B O31 0.83(2) 1.80(2) 2.617(7) 169(6) .
O31 H31A O33 0.899(18) 1.923(19) 2.763(10) 155(5) .
O31 H31B O1 0.897(19) 2.03(4) 2.831(6) 149(5) 2_666

_refine_diff_density_max         1.060
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.116



####################################################################### 
# 
# 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_DMF
_database_code_depnum_ccdc_archive 'CCDC 1519437'
_audit_update_record             
;
2016-11-27 deposited with the CCDC.
2017-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H25 N3 O5 U, C3 H7 N O'
_chemical_formula_sum            'C34 H32 N4 O6 U'
_chemical_formula_weight         830.66

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           61
_space_group_name_H-M_alt        'P b c a'
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.7279(2)
_cell_length_b                   23.6223(3)
_cell_length_c                   27.0822(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6223.37(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    24230
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.773
_exptl_crystal_F_000             3232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    5.268
_shelx_estimated_absorpt_T_min   0.390
_shelx_estimated_absorpt_T_max   0.709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5695
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Kappa APEX-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            52552
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.724
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5450
_reflns_number_gt                4291
_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 (Bruker, 2004)'
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SIR-2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+29.8245P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5450
_refine_ls_number_parameters     467
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0699
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.004
_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 0.23421(2) 0.13342(2) 0.63730(2) 0.01385(7) Uani 1 1 d . . . . .
O1 O 0.3516(4) 0.17827(16) 0.66968(14) 0.0198(9) Uani 1 1 d . . . . .
O2 O 0.1223(4) 0.08713(16) 0.60427(14) 0.0187(9) Uani 1 1 d . . . . .
O3 O 0.0468(4) 0.17466(17) 0.68189(14) 0.0215(9) Uani 1 1 d . . . . .
O10 O 0.1790(4) 0.20351(16) 0.58251(14) 0.0205(9) Uani 1 1 d . . . . .
O22 O 0.2196(4) 0.07542(15) 0.70409(12) 0.0189(9) Uani 1 1 d . . . . .
N7 N 0.3950(5) 0.13236(19) 0.56412(15) 0.0147(10) Uani 1 1 d . . . . .
N19 N 0.4148(4) 0.05550(19) 0.63524(16) 0.0139(10) Uani 1 1 d . . . . .
N32 N -0.1811(5) 0.1915(2) 0.68205(17) 0.0185(11) Uani 1 1 d . . . . .
C1 C 0.5400(6) 0.0717(2) 0.6120(2) 0.0146(12) Uani 1 1 d . . . . .
C2 C 0.6690(5) 0.0518(2) 0.62598(19) 0.0154(13) Uani 1 1 d . . . . .
H2 H 0.6758 0.0237 0.6509 0.018 Uiso 1 1 calc R U . . .
C3 C 0.7870(6) 0.0722(2) 0.60425(19) 0.0202(13) Uani 1 1 d . . . . .
H3 H 0.8745 0.0583 0.6140 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7764(6) 0.1138(2) 0.5676(2) 0.0206(14) Uani 1 1 d . . . . .
H4 H 0.8574 0.1281 0.5524 0.025 Uiso 1 1 calc R U . . .
C5 C 0.6488(6) 0.1344(3) 0.5531(2) 0.0178(12) Uani 1 1 d . . . . .
H5 H 0.6427 0.1626 0.5282 0.021 Uiso 1 1 calc R U . . .
C6 C 0.5300(6) 0.1135(2) 0.57523(19) 0.0134(12) Uani 1 1 d . . . . .
C8 C 0.3638(6) 0.1436(2) 0.51877(19) 0.0167(13) Uani 1 1 d . . . . .
H8 H 0.4311 0.1358 0.4943 0.020 Uiso 1 1 calc R U . . .
C9 C 0.2339(6) 0.1673(2) 0.50248(18) 0.0173(12) Uani 1 1 d . . . . .
C10 C 0.1501(6) 0.1980(2) 0.5348(2) 0.0164(13) Uani 1 1 d . . . . .
C11 C 0.0320(6) 0.2267(2) 0.5161(2) 0.0210(14) Uani 1 1 d . . . . .
H11 H -0.0210 0.2499 0.5375 0.025 Uiso 1 1 calc R U . . .
C12 C -0.0056(6) 0.2210(3) 0.4679(2) 0.0233(15) Uani 1 1 d . . . . .
H12 H -0.0863 0.2395 0.4566 0.028 Uiso 1 1 calc R U . . .
C13 C 0.0726(6) 0.1880(2) 0.4341(2) 0.0175(13) Uani 1 1 d . . . . .
C14 C 0.0294(7) 0.1810(3) 0.3848(2) 0.0273(15) Uani 1 1 d . . . . .
H14 H -0.0509 0.2000 0.3736 0.033 Uiso 1 1 calc R U . . .
C15 C 0.1004(7) 0.1475(3) 0.3529(2) 0.0276(15) Uani 1 1 d . . . . .
H15 H 0.0697 0.1427 0.3199 0.033 Uiso 1 1 calc R U . . .
C16 C 0.2199(7) 0.1202(2) 0.3697(2) 0.0292(16) Uani 1 1 d . . . . .
H16 H 0.2695 0.0966 0.3476 0.035 Uiso 1 1 calc R U . . .
C17 C 0.2666(6) 0.1266(2) 0.41678(19) 0.0218(13) Uani 1 1 d . . . . .
H17 H 0.3480 0.1077 0.4269 0.026 Uiso 1 1 calc R U . . .
C18 C 0.1943(6) 0.1614(2) 0.4509(2) 0.0172(13) Uani 1 1 d . . . . .
C20 C 0.4019(6) 0.0037(2) 0.65113(18) 0.0136(12) Uani 1 1 d . . . . .
H20 H 0.4714 -0.0224 0.6417 0.016 Uiso 1 1 calc R U . . .
C21 C 0.2936(6) -0.0176(2) 0.68129(18) 0.0133(12) Uani 1 1 d . . . . .
C22 C 0.2089(6) 0.0200(2) 0.70840(19) 0.0173(13) Uani 1 1 d . . . . .
C23 C 0.1124(6) -0.0012(2) 0.7426(2) 0.0217(14) Uani 1 1 d . . . . .
H23 H 0.0547 0.0242 0.7601 0.026 Uiso 1 1 calc R U . . .
C24 C 0.1015(6) -0.0579(3) 0.7505(2) 0.0222(14) Uani 1 1 d . . . . .
H24 H 0.0357 -0.0711 0.7737 0.027 Uiso 1 1 calc R U . . .
C25 C 0.1844(6) -0.0979(3) 0.7255(2) 0.0203(14) Uani 1 1 d . . . . .
C26 C 0.1720(6) -0.1564(3) 0.7349(2) 0.0243(15) Uani 1 1 d . . . . .
H26 H 0.1097 -0.1693 0.7595 0.029 Uiso 1 1 calc R U . . .
C27 C 0.2481(7) -0.1947(2) 0.7092(2) 0.0274(15) Uani 1 1 d . . . . .
H27 H 0.2388 -0.2340 0.7159 0.033 Uiso 1 1 calc R U . . .
C28 C 0.3402(7) -0.1764(3) 0.6727(2) 0.0271(15) Uani 1 1 d . . . . .
H28 H 0.3923 -0.2032 0.6545 0.033 Uiso 1 1 calc R U . . .
C29 C 0.3554(7) -0.1194(2) 0.6634(2) 0.0253(15) Uani 1 1 d . . . . .
H29 H 0.4182 -0.1076 0.6386 0.030 Uiso 1 1 calc R U . . .
C30 C 0.2797(6) -0.0779(2) 0.68972(18) 0.0148(12) Uani 1 1 d . . . . .
C31 C -0.0723(6) 0.1651(3) 0.6972(2) 0.0209(14) Uani 1 1 d D . . . .
H31 H -0.097(6) 0.142(2) 0.7243(14) 0.025 Uiso 1 1 d D U . . .
C33 C -0.1714(7) 0.2343(3) 0.6431(2) 0.0310(16) Uani 1 1 d . . . . .
H33A H -0.1820 0.2720 0.6576 0.047 Uiso 1 1 calc R U . . .
H33B H -0.2442 0.2279 0.6187 0.047 Uiso 1 1 calc R U . . .
H33C H -0.0815 0.2315 0.6270 0.047 Uiso 1 1 calc R U . . .
C34 C -0.3173(6) 0.1799(3) 0.7015(2) 0.0297(16) Uani 1 1 d . . . . .
H34A H -0.3742 0.1628 0.6756 0.044 Uiso 1 1 calc R U . . .
H34B H -0.3597 0.2153 0.7126 0.044 Uiso 1 1 calc R U . . .
H34C H -0.3100 0.1536 0.7294 0.044 Uiso 1 1 calc R U . . .
O35 O 0.4270(16) -0.0751(9) 0.5526(12) 0.029(5) Uani 0.506(10) 1 d D U P A 1
N37 N 0.2135(12) -0.0400(6) 0.5401(6) 0.023(4) Uani 0.506(10) 1 d D U P A 1
C36 C 0.3036(15) -0.0778(5) 0.5557(4) 0.028(4) Uani 0.506(10) 1 d D U P A 1
H36 H 0.257(9) -0.107(3) 0.573(4) 0.034 Uiso 0.506(10) 1 d D U P A 1
C38 C 0.2575(16) 0.0092(6) 0.5124(6) 0.031(3) Uani 0.506(10) 1 d D U P A 1
H38A H 0.3515 0.0193 0.5219 0.047 Uiso 0.506(10) 1 calc R U P A 1
H38B H 0.1958 0.0410 0.5195 0.047 Uiso 0.506(10) 1 calc R U P A 1
H38C H 0.2548 0.0006 0.4770 0.047 Uiso 0.506(10) 1 calc R U P A 1
C39 C 0.0674(13) -0.0480(6) 0.5474(6) 0.034(3) Uani 0.506(10) 1 d D U P A 1
H39A H 0.0220 -0.0517 0.5152 0.051 Uiso 0.506(10) 1 calc R U P A 1
H39B H 0.0295 -0.0153 0.5650 0.051 Uiso 0.506(10) 1 calc R U P A 1
H39C H 0.0517 -0.0824 0.5668 0.051 Uiso 0.506(10) 1 calc R U P A 1
O35B O 0.4518(15) -0.0594(9) 0.5503(12) 0.024(5) Uani 0.494(10) 1 d D U P A 2
N37B N 0.2459(13) -0.0225(7) 0.5279(7) 0.024(4) Uani 0.494(10) 1 d D U P A 2
C36B C 0.3825(14) -0.0264(6) 0.5277(5) 0.033(4) Uani 0.494(10) 1 d D U P A 2
H36B H 0.419(9) -0.002(4) 0.503(4) 0.040 Uiso 0.494(10) 1 d D U P A 2
C38B C 0.1597(18) -0.0592(6) 0.5571(5) 0.029(3) Uani 0.494(10) 1 d D U P A 2
H38D H 0.2160 -0.0891 0.5720 0.044 Uiso 0.494(10) 1 calc R U P A 2
H38E H 0.0896 -0.0764 0.5358 0.044 Uiso 0.494(10) 1 calc R U P A 2
H38F H 0.1149 -0.0372 0.5832 0.044 Uiso 0.494(10) 1 calc R U P A 2
C39B C 0.1793(16) 0.0190(6) 0.4965(5) 0.030(3) Uani 0.494(10) 1 d D U P A 2
H39D H 0.2492 0.0399 0.4778 0.045 Uiso 0.494(10) 1 calc R U P A 2
H39E H 0.1265 0.0455 0.5169 0.045 Uiso 0.494(10) 1 calc R U P A 2
H39F H 0.1173 -0.0003 0.4735 0.045 Uiso 0.494(10) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O2 1.784(4) . ?
U1 O1 1.788(4) . ?
U1 O22 2.274(4) . ?
U1 O10 2.287(4) . ?
U1 O3 2.394(4) . ?
U1 N7 2.524(4) . ?
U1 N19 2.545(4) . ?
O3 C31 1.251(7) . ?
O10 C10 1.328(7) . ?
O22 C22 1.318(6) . ?
N7 C8 1.293(7) . ?
N7 C6 1.419(7) . ?
N19 C20 1.303(7) . ?
N19 C1 1.423(7) . ?
N32 C31 1.296(7) . ?
N32 C34 1.452(7) . ?
N32 C33 1.463(7) . ?
C1 C2 1.392(7) . ?
C1 C6 1.407(7) . ?
C2 C3 1.377(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(7) . ?
C5 H5 0.9500 . ?
C8 C9 1.450(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.400(8) . ?
C9 C18 1.457(7) . ?
C10 C11 1.426(8) . ?
C11 C12 1.361(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.423(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.410(8) . ?
C13 C18 1.416(8) . ?
C14 C15 1.359(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.405(9) . ?
C15 H15 0.9500 . ?
C16 C17 1.362(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.421(8) . ?
C17 H17 0.9500 . ?
C20 C21 1.424(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.417(8) . ?
C21 C30 1.449(7) . ?
C22 C23 1.410(8) . ?
C23 C24 1.360(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.416(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.410(8) . ?
C25 C30 1.422(8) . ?
C26 C27 1.361(9) . ?
C26 H26 0.9500 . ?
C27 C28 1.401(9) . ?
C27 H27 0.9500 . ?
C28 C29 1.377(8) . ?
C28 H28 0.9500 . ?
C29 C30 1.419(8) . ?
C29 H29 0.9500 . ?
C31 H31 0.95(2) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
O35 C36 1.204(18) . ?
N37 C36 1.320(15) . ?
N37 C39 1.448(12) . ?
N37 C38 1.449(13) . ?
C36 H36 0.95(2) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
O35B C36B 1.199(18) . ?
N37B C36B 1.332(15) . ?
N37B C38B 1.442(13) . ?
N37B C39B 1.451(13) . ?
C36B H36B 0.95(2) . ?
C38B H38D 0.9800 . ?
C38B H38E 0.9800 . ?
C38B H38F 0.9800 . ?
C39B H39D 0.9800 . ?
C39B H39E 0.9800 . ?
C39B H39F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O1 177.92(17) . . ?
O2 U1 O22 89.50(16) . . ?
O1 U1 O22 90.40(15) . . ?
O2 U1 O10 88.58(16) . . ?
O1 U1 O10 92.24(16) . . ?
O22 U1 O10 159.66(13) . . ?
O2 U1 O3 92.15(15) . . ?
O1 U1 O3 89.87(15) . . ?
O22 U1 O3 78.23(13) . . ?
O10 U1 O3 81.60(13) . . ?
O2 U1 N7 88.77(15) . . ?
O1 U1 N7 89.73(16) . . ?
O22 U1 N7 131.11(14) . . ?
O10 U1 N7 69.10(14) . . ?
O3 U1 N7 150.66(14) . . ?
O2 U1 N19 88.12(16) . . ?
O1 U1 N19 89.92(16) . . ?
O22 U1 N19 67.97(13) . . ?
O10 U1 N19 132.17(14) . . ?
O3 U1 N19 146.20(14) . . ?
N7 U1 N19 63.14(14) . . ?
C31 O3 U1 143.0(4) . . ?
C10 O10 U1 127.6(3) . . ?
C22 O22 U1 132.4(3) . . ?
C8 N7 C6 118.9(5) . . ?
C8 N7 U1 126.8(4) . . ?
C6 N7 U1 114.2(3) . . ?
C20 N19 C1 118.7(5) . . ?
C20 N19 U1 127.3(4) . . ?
C1 N19 U1 114.0(3) . . ?
C31 N32 C34 122.6(5) . . ?
C31 N32 C33 120.6(5) . . ?
C34 N32 C33 116.8(5) . . ?
C2 C1 C6 119.5(5) . . ?
C2 C1 N19 124.2(5) . . ?
C6 C1 N19 116.2(5) . . ?
C3 C2 C1 121.2(5) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 119.2(5) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 120.7(5) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 119.7(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 119.7(5) . . ?
C5 C6 N7 124.4(5) . . ?
C1 C6 N7 115.8(5) . . ?
N7 C8 C9 124.9(5) . . ?
N7 C8 H8 117.5 . . ?
C9 C8 H8 117.5 . . ?
C10 C9 C8 121.2(5) . . ?
C10 C9 C18 119.7(5) . . ?
C8 C9 C18 119.0(5) . . ?
O10 C10 C9 122.3(5) . . ?
O10 C10 C11 118.1(5) . . ?
C9 C10 C11 119.6(5) . . ?
C12 C11 C10 120.7(5) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 121.8(5) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C18 120.0(5) . . ?
C14 C13 C12 121.0(6) . . ?
C18 C13 C12 119.0(5) . . ?
C15 C14 C13 121.2(6) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 118.9(6) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C17 C16 C15 121.7(6) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C16 C17 C18 120.5(6) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 117.6(5) . . ?
C13 C18 C9 119.1(5) . . ?
C17 C18 C9 123.2(5) . . ?
N19 C20 C21 126.3(5) . . ?
N19 C20 H20 116.9 . . ?
C21 C20 H20 116.9 . . ?
C22 C21 C20 120.4(5) . . ?
C22 C21 C30 118.7(5) . . ?
C20 C21 C30 120.4(5) . . ?
O22 C22 C23 117.7(5) . . ?
O22 C22 C21 122.1(5) . . ?
C23 C22 C21 120.2(5) . . ?
C24 C23 C22 120.4(5) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C25 122.5(5) . . ?
C23 C24 H24 118.8 . . ?
C25 C24 H24 118.8 . . ?
C26 C25 C24 121.2(5) . . ?
C26 C25 C30 120.4(6) . . ?
C24 C25 C30 118.3(5) . . ?
C27 C26 C25 120.7(6) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 120.3(5) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C29 C28 C27 120.0(6) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
C28 C29 C30 121.8(6) . . ?
C28 C29 H29 119.1 . . ?
C30 C29 H29 119.1 . . ?
C29 C30 C25 116.7(5) . . ?
C29 C30 C21 123.5(5) . . ?
C25 C30 C21 119.7(5) . . ?
O3 C31 N32 124.3(6) . . ?
O3 C31 H31 127(4) . . ?
N32 C31 H31 108(4) . . ?
N32 C33 H33A 109.5 . . ?
N32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N32 C34 H34A 109.5 . . ?
N32 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N32 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 N37 C39 121.4(12) . . ?
C36 N37 C38 120.8(13) . . ?
C39 N37 C38 117.7(12) . . ?
O35 C36 N37 127.1(14) . . ?
O35 C36 H36 123(6) . . ?
N37 C36 H36 110(6) . . ?
N37 C38 H38A 109.5 . . ?
N37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N37 C39 H39A 109.5 . . ?
N37 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N37 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C36B N37B C38B 122.8(13) . . ?
C36B N37B C39B 119.3(12) . . ?
C38B N37B C39B 117.9(12) . . ?
O35B C36B N37B 127.1(15) . . ?
O35B C36B H36B 123(6) . . ?
N37B C36B H36B 109(6) . . ?
N37B C38B H38D 109.5 . . ?
N37B C38B H38E 109.5 . . ?
H38D C38B H38E 109.5 . . ?
N37B C38B H38F 109.5 . . ?
H38D C38B H38F 109.5 . . ?
H38E C38B H38F 109.5 . . ?
N37B C39B H39D 109.5 . . ?
N37B C39B H39E 109.5 . . ?
H39D C39B H39E 109.5 . . ?
N37B C39B H39F 109.5 . . ?
H39D C39B H39F 109.5 . . ?
H39E C39B H39F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 N19 C1 C2 -35.8(8) . . . . ?
U1 N19 C1 C2 146.7(5) . . . . ?
C20 N19 C1 C6 149.0(5) . . . . ?
U1 N19 C1 C6 -28.5(6) . . . . ?
C6 C1 C2 C3 -0.3(8) . . . . ?
N19 C1 C2 C3 -175.3(5) . . . . ?
C1 C2 C3 C4 0.2(8) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C3 C4 C5 C6 0.0(8) . . . . ?
C4 C5 C6 C1 0.0(8) . . . . ?
C4 C5 C6 N7 178.5(5) . . . . ?
C2 C1 C6 C5 0.2(8) . . . . ?
N19 C1 C6 C5 175.6(5) . . . . ?
C2 C1 C6 N7 -178.4(5) . . . . ?
N19 C1 C6 N7 -3.0(7) . . . . ?
C8 N7 C6 C5 39.2(8) . . . . ?
U1 N7 C6 C5 -145.0(4) . . . . ?
C8 N7 C6 C1 -142.3(5) . . . . ?
U1 N7 C6 C1 33.5(6) . . . . ?
C6 N7 C8 C9 -175.1(5) . . . . ?
U1 N7 C8 C9 9.7(8) . . . . ?
N7 C8 C9 C10 22.7(8) . . . . ?
N7 C8 C9 C18 -160.6(5) . . . . ?
U1 O10 C10 C9 -49.7(7) . . . . ?
U1 O10 C10 C11 132.9(4) . . . . ?
C8 C9 C10 O10 -5.3(8) . . . . ?
C18 C9 C10 O10 178.1(5) . . . . ?
C8 C9 C10 C11 172.1(5) . . . . ?
C18 C9 C10 C11 -4.5(8) . . . . ?
O10 C10 C11 C12 -177.6(5) . . . . ?
C9 C10 C11 C12 4.8(9) . . . . ?
C10 C11 C12 C13 -1.9(9) . . . . ?
C11 C12 C13 C14 177.7(6) . . . . ?
C11 C12 C13 C18 -1.3(9) . . . . ?
C18 C13 C14 C15 2.0(9) . . . . ?
C12 C13 C14 C15 -177.0(6) . . . . ?
C13 C14 C15 C16 -0.8(9) . . . . ?
C14 C15 C16 C17 -0.3(9) . . . . ?
C15 C16 C17 C18 0.3(9) . . . . ?
C14 C13 C18 C17 -1.9(8) . . . . ?
C12 C13 C18 C17 177.1(5) . . . . ?
C14 C13 C18 C9 -177.4(5) . . . . ?
C12 C13 C18 C9 1.5(8) . . . . ?
C16 C17 C18 C13 0.8(8) . . . . ?
C16 C17 C18 C9 176.1(5) . . . . ?
C10 C9 C18 C13 1.3(8) . . . . ?
C8 C9 C18 C13 -175.3(5) . . . . ?
C10 C9 C18 C17 -174.0(5) . . . . ?
C8 C9 C18 C17 9.4(8) . . . . ?
C1 N19 C20 C21 170.2(5) . . . . ?
U1 N19 C20 C21 -12.6(8) . . . . ?
N19 C20 C21 C22 -18.0(8) . . . . ?
N19 C20 C21 C30 170.0(5) . . . . ?
U1 O22 C22 C23 -135.3(4) . . . . ?
U1 O22 C22 C21 46.8(8) . . . . ?
C20 C21 C22 O22 5.2(8) . . . . ?
C30 C21 C22 O22 177.3(5) . . . . ?
C20 C21 C22 C23 -172.7(5) . . . . ?
C30 C21 C22 C23 -0.5(8) . . . . ?
O22 C22 C23 C24 -176.7(5) . . . . ?
C21 C22 C23 C24 1.2(9) . . . . ?
C22 C23 C24 C25 -0.1(9) . . . . ?
C23 C24 C25 C26 179.2(6) . . . . ?
C23 C24 C25 C30 -1.8(9) . . . . ?
C24 C25 C26 C27 177.3(6) . . . . ?
C30 C25 C26 C27 -1.8(9) . . . . ?
C25 C26 C27 C28 0.0(9) . . . . ?
C26 C27 C28 C29 0.9(9) . . . . ?
C27 C28 C29 C30 0.0(9) . . . . ?
C28 C29 C30 C25 -1.7(8) . . . . ?
C28 C29 C30 C21 179.4(5) . . . . ?
C26 C25 C30 C29 2.6(8) . . . . ?
C24 C25 C30 C29 -176.5(5) . . . . ?
C26 C25 C30 C21 -178.5(5) . . . . ?
C24 C25 C30 C21 2.4(8) . . . . ?
C22 C21 C30 C29 177.5(5) . . . . ?
C20 C21 C30 C29 -10.3(8) . . . . ?
C22 C21 C30 C25 -1.4(8) . . . . ?
C20 C21 C30 C25 170.8(5) . . . . ?
U1 O3 C31 N32 -114.7(7) . . . . ?
C34 N32 C31 O3 -178.8(5) . . . . ?
C33 N32 C31 O3 2.5(9) . . . . ?
C39 N37 C36 O35 -178(2) . . . . ?
C38 N37 C36 O35 5(3) . . . . ?
C38B N37B C36B O35B 0(4) . . . . ?
C39B N37B C36B O35B -178(2) . . . . ?

_refine_diff_density_max         0.643
_refine_diff_density_min         -0.807
_refine_diff_density_rms         0.139

