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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1047136'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H20 O7 U'
_chemical_formula_weight         538.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.3900(3)
_cell_length_b                   9.8657(6)
_cell_length_c                   12.5336(9)
_cell_angle_alpha                92.036(3)
_cell_angle_beta                 97.215(4)
_cell_angle_gamma                94.435(4)
_cell_volume                     780.72(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    45680
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      30.51

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.290
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    10.427
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.247
_exptl_absorpt_correction_T_max  0.434
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 33 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'2 φ and 13 ω scans with 2° steps (821 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            45680
_diffrn_reflns_av_unetI/netI     0.0739
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.280
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4756
_reflns_number_gt                4311
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by direct methods and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms bound to O7 were found on a 
 difference Fourier map and all the others were introduced at calculated
 positions; all were treated as riding atoms with an isotropic displacement
 parameter equal to 1.2 times that of the parent atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0159P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4756
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0582
_refine_ls_wR_factor_gt          0.0567
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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 -0.00761(2) 0.24989(2) 0.41421(2) 0.01977(5) Uani 1 1 d . . . . .
O1 O -0.1467(5) 0.1504(2) 0.3048(2) 0.0260(6) Uani 1 1 d . . . . .
O2 O 0.1314(5) 0.3531(2) 0.5239(2) 0.0280(6) Uani 1 1 d . . . . .
O3 O 0.0229(5) 0.4342(2) 0.2880(2) 0.0290(6) Uani 1 1 d . . . . .
O4 O 0.2958(5) 0.3115(2) 0.3175(2) 0.0253(6) Uani 1 1 d . . . . .
O5 O 0.2002(4) 1.0757(2) 0.4504(2) 0.0246(6) Uani 1 1 d . . . . .
O6 O 0.2138(5) 0.8548(2) 0.4651(2) 0.0256(6) Uani 1 1 d . . . . .
O7 O -0.3101(5) 0.3844(2) 0.4194(2) 0.0291(6) Uani 1 1 d . . . . .
H7A H -0.2729 0.4678 0.4158 0.035 Uiso 1 1 d R U . . .
H7B H -0.3988 0.3448 0.3550 0.035 Uiso 1 1 d R U . . .
C1 C 0.2824(6) 0.6239(3) 0.1598(3) 0.0188(7) Uani 1 1 d . . . . .
C2 C 0.3528(6) 0.7147(3) 0.2620(3) 0.0186(7) Uani 1 1 d . . . . .
H2A H 0.5015 0.7009 0.2893 0.022 Uiso 1 1 calc R U . . .
H2B H 0.2637 0.6887 0.3183 0.022 Uiso 1 1 calc R U . . .
C3 C 0.3339(6) 0.8665(3) 0.2384(3) 0.0173(7) Uani 1 1 d . . . . .
C4 C 0.1061(6) 0.8887(3) 0.1934(3) 0.0203(7) Uani 1 1 d . . . . .
H4A H 0.0958 0.9857 0.1773 0.024 Uiso 1 1 calc R U . . .
H4B H 0.0110 0.8659 0.2480 0.024 Uiso 1 1 calc R U . . .
C5 C 0.0359(6) 0.7994(3) 0.0906(3) 0.0210(7) Uani 1 1 d . . . . .
H5 H -0.1138 0.8138 0.0626 0.025 Uiso 1 1 calc R U . . .
C6 C 0.0530(6) 0.6482(3) 0.1172(3) 0.0214(8) Uani 1 1 d . . . . .
H6A H -0.0404 0.6237 0.1720 0.026 Uiso 1 1 calc R U . . .
H6B H 0.0056 0.5895 0.0516 0.026 Uiso 1 1 calc R U . . .
C7 C 0.4230(6) 0.6650(3) 0.0730(3) 0.0211(7) Uani 1 1 d . . . . .
H7C H 0.5719 0.6496 0.0985 0.025 Uiso 1 1 calc R U . . .
H7D H 0.3776 0.6076 0.0065 0.025 Uiso 1 1 calc R U . . .
C8 C 0.4075(7) 0.8147(3) 0.0482(3) 0.0239(8) Uani 1 1 d . . . . .
H8 H 0.5019 0.8397 -0.0072 0.029 Uiso 1 1 calc R U . . .
C9 C 0.4779(6) 0.9031(3) 0.1512(3) 0.0235(8) Uani 1 1 d . . . . .
H9A H 0.4709 1.0003 0.1352 0.028 Uiso 1 1 calc R U . . .
H9B H 0.6265 0.8887 0.1784 0.028 Uiso 1 1 calc R U . . .
C10 C 0.1810(7) 0.8373(3) 0.0052(3) 0.0245(8) Uani 1 1 d . . . . .
H10A H 0.1359 0.7804 -0.0616 0.029 Uiso 1 1 calc R U . . .
H10B H 0.1706 0.9339 -0.0121 0.029 Uiso 1 1 calc R U . . .
C11 C 0.3121(7) 0.4734(3) 0.1807(3) 0.0247(8) Uani 1 1 d . . . . .
H11A H 0.2651 0.4203 0.1122 0.030 Uiso 1 1 calc R U . . .
H11B H 0.4658 0.4647 0.1983 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2027(7) 0.4061(3) 0.2671(3) 0.0235(8) Uani 1 1 d . . . . .
C13 C 0.4112(6) 0.9617(3) 0.3378(3) 0.0221(8) Uani 1 1 d . . . . .
H13A H 0.5491 0.9339 0.3713 0.027 Uiso 1 1 calc R U . . .
H13B H 0.4357 1.0553 0.3134 0.027 Uiso 1 1 calc R U . . .
C14 C 0.2637(6) 0.9644(3) 0.4224(3) 0.0198(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O1 1.760(3) . ?
U1 O2 1.780(3) . ?
U1 O5 2.276(3) 1_545 ?
U1 O6 2.343(2) 2_566 ?
U1 O7 2.434(3) . ?
U1 O4 2.461(2) . ?
U1 O3 2.465(2) . ?
O3 C12 1.258(5) . ?
O4 C12 1.287(5) . ?
O5 C14 1.253(4) . ?
O5 U1 2.276(3) 1_565 ?
O6 C14 1.260(4) . ?
O6 U1 2.343(2) 2_566 ?
O7 H7A 0.8432 . ?
O7 H7B 0.9772 . ?
C1 C2 1.535(4) . ?
C1 C6 1.536(5) . ?
C1 C11 1.539(4) . ?
C1 C7 1.542(4) . ?
C2 C3 1.548(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.529(5) . ?
C3 C13 1.539(4) . ?
C3 C9 1.550(4) . ?
C4 C5 1.534(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.539(4) . ?
C5 C6 1.548(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.528(5) . ?
C7 H7C 0.9900 . ?
C7 H7D 0.9900 . ?
C8 C10 1.516(6) . ?
C8 C9 1.531(4) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.508(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 C14 1.506(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 U1 O2 179.04(11) . . ?
O1 U1 O5 88.86(12) . 1_545 ?
O2 U1 O5 92.04(12) . 1_545 ?
O1 U1 O6 91.60(10) . 2_566 ?
O2 U1 O6 88.81(10) . 2_566 ?
O5 U1 O6 83.82(9) 1_545 2_566 ?
O1 U1 O7 89.86(12) . . ?
O2 U1 O7 89.42(12) . . ?
O5 U1 O7 157.80(8) 1_545 . ?
O6 U1 O7 74.06(9) 2_566 . ?
O1 U1 O4 93.75(10) . . ?
O2 U1 O4 86.14(10) . . ?
O5 U1 O4 77.81(8) 1_545 . ?
O6 U1 O4 160.74(11) 2_566 . ?
O7 U1 O4 124.39(8) . . ?
O1 U1 O3 86.81(10) . . ?
O2 U1 O3 92.36(11) . . ?
O5 U1 O3 130.16(8) 1_545 . ?
O6 U1 O3 145.88(10) 2_566 . ?
O7 U1 O3 71.86(8) . . ?
O4 U1 O3 53.05(9) . . ?
C12 O3 U1 93.9(2) . . ?
C12 O4 U1 93.3(2) . . ?
C14 O5 U1 149.8(3) . 1_565 ?
C14 O6 U1 145.6(2) . 2_566 ?
U1 O7 H7A 110.4 . . ?
U1 O7 H7B 99.0 . . ?
H7A O7 H7B 113.8 . . ?
C2 C1 C6 108.9(3) . . ?
C2 C1 C11 111.3(3) . . ?
C6 C1 C11 112.8(3) . . ?
C2 C1 C7 109.0(3) . . ?
C6 C1 C7 108.0(3) . . ?
C11 C1 C7 106.7(3) . . ?
C1 C2 C3 110.8(3) . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 C13 111.1(3) . . ?
C4 C3 C2 110.1(3) . . ?
C13 C3 C2 112.5(3) . . ?
C4 C3 C9 108.2(3) . . ?
C13 C3 C9 107.2(2) . . ?
C2 C3 C9 107.7(3) . . ?
C3 C4 C5 110.4(3) . . ?
C3 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 C10 109.4(3) . . ?
C4 C5 C6 108.9(3) . . ?
C10 C5 C6 109.5(3) . . ?
C4 C5 H5 109.7 . . ?
C10 C5 H5 109.7 . . ?
C6 C5 H5 109.7 . . ?
C1 C6 C5 110.4(3) . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C1 110.7(3) . . ?
C8 C7 H7C 109.5 . . ?
C1 C7 H7C 109.5 . . ?
C8 C7 H7D 109.5 . . ?
C1 C7 H7D 109.5 . . ?
H7C C7 H7D 108.1 . . ?
C10 C8 C7 109.5(3) . . ?
C10 C8 C9 109.9(3) . . ?
C7 C8 C9 109.3(3) . . ?
C10 C8 H8 109.4 . . ?
C7 C8 H8 109.4 . . ?
C9 C8 H8 109.4 . . ?
C8 C9 C3 110.4(3) . . ?
C8 C9 H9A 109.6 . . ?
C3 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C3 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C8 C10 C5 109.3(3) . . ?
C8 C10 H10A 109.8 . . ?
C5 C10 H10A 109.8 . . ?
C8 C10 H10B 109.8 . . ?
C5 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C1 119.0(3) . . ?
C12 C11 H11A 107.6 . . ?
C1 C11 H11A 107.6 . . ?
C12 C11 H11B 107.6 . . ?
C1 C11 H11B 107.6 . . ?
H11A C11 H11B 107.0 . . ?
O3 C12 O4 119.6(3) . . ?
O3 C12 C11 123.0(4) . . ?
O4 C12 C11 117.4(4) . . ?
C14 C13 C3 115.4(3) . . ?
C14 C13 H13A 108.4 . . ?
C3 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
C3 C13 H13B 108.4 . . ?
H13A C13 H13B 107.5 . . ?
O5 C14 O6 122.3(3) . . ?
O5 C14 C13 119.1(3) . . ?
O6 C14 C13 118.6(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7A O2 0.84 2.00 2.779(3) 153.5 2_566
O7 H7B O4 0.98 1.95 2.709(4) 132.8 1_455

_refine_diff_density_max         1.164
_refine_diff_density_min         -2.028
_refine_diff_density_rms         0.202

_shelxl_version_number           2014-3

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1047137'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H27 N O7 U'
_chemical_formula_weight         619.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   11.9941(6)
_cell_length_b                   12.8275(7)
_cell_length_c                   13.8161(7)
_cell_angle_alpha                90
_cell_angle_beta                 106.114(3)
_cell_angle_gamma                90
_cell_volume                     2042.15(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    73806
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      30.51

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.015
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    7.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.269
_exptl_absorpt_correction_T_max  0.415
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 33 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and seven ω scans with 2° steps (517 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            73806
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.084
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6227
_reflns_number_gt                4581
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. The NMP molecule is disordered over two positions sharing the 
 atom O7, which were refined with occupancy parameters constrained
 to sum to unity. All non-hydrogen atoms were refined with anisotropic
 displacement parameters, with restraints for some bond lengths and
 displacement parameters in the disordered part. The H atoms were 
 introduced at calculated positions and were treated as riding atoms
 with an isotropic displacement parameter equal to 1.2 times that of
 the parent atom (1.5 for CH₃, with optimized geometry).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0209P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6227
_refine_ls_number_parameters     308
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0568
_refine_ls_wR_factor_gt          0.0528
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_restrained_S_all      0.959
_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 0.10365(2) 0.68810(2) 0.52128(2) 0.02727(5) Uani 1 1 d . . . . .
O1 O 0.17385(19) 0.69439(17) 0.65189(16) 0.0370(6) Uani 1 1 d . . . . .
O2 O 0.0313(2) 0.68106(17) 0.39116(16) 0.0352(5) Uani 1 1 d . . . . .
O3 O 0.2208(2) 0.83112(18) 0.48372(18) 0.0389(6) Uani 1 1 d . . . . .
O4 O 0.28777(19) 0.67299(18) 0.47668(19) 0.0387(6) Uani 1 1 d . . . . .
O5 O 0.85663(18) 0.48831(18) 0.47118(16) 0.0342(5) Uani 1 1 d . . . . .
O6 O 0.93061(17) 0.63127(18) 0.55465(15) 0.0332(5) Uani 1 1 d . . . . .
O7 O 0.00692(19) 0.84474(18) 0.53824(16) 0.0348(5) Uani 1 1 d . . . . .
C1 C 0.4589(2) 0.7465(2) 0.3713(2) 0.0261(6) Uani 1 1 d . . . . .
C2 C 0.5504(2) 0.7030(2) 0.4642(2) 0.0246(6) Uani 1 1 d . . . . .
H2A H 0.5873 0.7615 0.5081 0.030 Uiso 1 1 calc R U . . .
H2B H 0.5116 0.6578 0.5031 0.030 Uiso 1 1 calc R U . . .
C3 C 0.6442(2) 0.6399(3) 0.4339(2) 0.0238(6) Uani 1 1 d . . . . .
C4 C 0.5839(2) 0.5490(2) 0.3656(2) 0.0292(7) Uani 1 1 d . . . . .
H4A H 0.6426 0.5070 0.3448 0.035 Uiso 1 1 calc R U . . .
H4B H 0.5443 0.5032 0.4033 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4948(3) 0.5927(3) 0.2717(2) 0.0315(7) Uani 1 1 d . . . . .
H5 H 0.4566 0.5336 0.2278 0.038 Uiso 1 1 calc R U . . .
C6 C 0.4025(3) 0.6557(3) 0.3035(2) 0.0303(7) Uani 1 1 d . . . . .
H6A H 0.3448 0.6829 0.2430 0.036 Uiso 1 1 calc R U . . .
H6B H 0.3616 0.6100 0.3402 0.036 Uiso 1 1 calc R U . . .
C7 C 0.5227(3) 0.8155(2) 0.3131(2) 0.0322(7) Uani 1 1 d . . . . .
H7A H 0.4661 0.8449 0.2531 0.039 Uiso 1 1 calc R U . . .
H7B H 0.5603 0.8743 0.3565 0.039 Uiso 1 1 calc R U . . .
C8 C 0.6150(3) 0.7532(3) 0.2800(2) 0.0350(8) Uani 1 1 d . . . . .
H8 H 0.6546 0.7994 0.2414 0.042 Uiso 1 1 calc R U . . .
C9 C 0.7041(3) 0.7100(2) 0.3734(2) 0.0279(7) Uani 1 1 d . . . . .
H9A H 0.7435 0.7684 0.4163 0.033 Uiso 1 1 calc R U . . .
H9B H 0.7637 0.6693 0.3525 0.033 Uiso 1 1 calc R U . . .
C10 C 0.5559(3) 0.6618(3) 0.2132(2) 0.0398(9) Uani 1 1 d . . . . .
H10A H 0.4989 0.6889 0.1522 0.048 Uiso 1 1 calc R U . . .
H10B H 0.6147 0.6207 0.1917 0.048 Uiso 1 1 calc R U . . .
C11 C 0.3702(3) 0.8157(2) 0.4018(3) 0.0329(7) Uani 1 1 d . . . . .
H11A H 0.4137 0.8731 0.4436 0.039 Uiso 1 1 calc R U . . .
H11B H 0.3205 0.8478 0.3395 0.039 Uiso 1 1 calc R U . . .
C12 C 0.2907(3) 0.7692(3) 0.4582(2) 0.0322(7) Uani 1 1 d . . . . .
C13 C 0.7302(2) 0.5986(2) 0.5313(2) 0.0272(7) Uani 1 1 d . . . . .
H13A H 0.7402 0.6524 0.5845 0.033 Uiso 1 1 calc R U . . .
H13B H 0.6963 0.5361 0.5542 0.033 Uiso 1 1 calc R U . . .
C14 C 0.8478(2) 0.5706(3) 0.5193(2) 0.0277(7) Uani 1 1 d . . . . .
N1A N -0.0549(4) 0.9525(4) 0.6423(3) 0.0373(13) Uani 0.650(6) 1 d D . P A 1
C15A C 0.0258(6) 0.9179(6) 0.6016(5) 0.0297(16) Uani 0.650(6) 1 d D . P A 1
C16A C 0.1339(14) 0.9791(11) 0.6376(16) 0.046(3) Uani 0.650(6) 1 d . . P A 1
H16A H 0.1572 1.0116 0.5836 0.055 Uiso 0.650(6) 1 d R U P A 1
H16B H 0.1960 0.9355 0.6752 0.055 Uiso 0.650(6) 1 d R U P A 1
C17A C 0.1063(5) 1.0599(6) 0.7073(5) 0.074(2) Uani 0.650(6) 1 d D . P A 1
H17A H 0.1139 1.1283 0.6815 0.088 Uiso 0.650(6) 1 d R U P A 1
H17B H 0.1587 1.0548 0.7738 0.088 Uiso 0.650(6) 1 d R U P A 1
C18A C -0.0170(9) 1.0409(15) 0.7144(14) 0.049(4) Uani 0.650(6) 1 d D . P A 1
H18A H -0.0191 1.0243 0.7817 0.059 Uiso 0.650(6) 1 d R U P A 1
H18B H -0.0637 1.1018 0.6915 0.059 Uiso 0.650(6) 1 d R U P A 1
C19A C -0.1675(6) 0.9085(7) 0.6274(7) 0.049(2) Uani 0.650(6) 1 d . . P A 1
H19A H -0.1765 0.8512 0.5809 0.074 Uiso 0.650(6) 1 d R U P A 1
H19B H -0.1801 0.8844 0.6894 0.074 Uiso 0.650(6) 1 d R U P A 1
H19C H -0.2230 0.9619 0.5988 0.074 Uiso 0.650(6) 1 d R U P A 1
N1B N 0.0443(7) 0.9793(7) 0.6514(6) 0.035(2) Uani 0.350(6) 1 d D . P A 2
C15B C -0.0174(9) 0.8950(9) 0.6056(10) 0.028(3) Uani 0.350(6) 1 d D . P A 2
C16B C -0.1181(11) 0.8781(12) 0.6479(10) 0.039(3) Uani 0.350(6) 1 d . . P A 2
H16C H -0.1880 0.8720 0.5936 0.046 Uiso 0.350(6) 1 d R U P A 2
H16D H -0.1089 0.8167 0.6893 0.046 Uiso 0.350(6) 1 d R U P A 2
C17B C -0.1244(9) 0.9773(9) 0.7088(8) 0.052(3) Uani 0.350(6) 1 d D . P A 2
H17C H -0.1803 1.0267 0.6716 0.062 Uiso 0.350(6) 1 d R U P A 2
H17D H -0.1417 0.9613 0.7710 0.062 Uiso 0.350(6) 1 d R U P A 2
C18B C -0.0062(17) 1.025(3) 0.717(3) 0.048(8) Uani 0.350(6) 1 d D U P A 2
H18C H 0.0392 1.0039 0.7834 0.057 Uiso 0.350(6) 1 d R U P A 2
H18D H -0.0082 1.0998 0.7153 0.057 Uiso 0.350(6) 1 d R U P A 2
C19B C 0.154(3) 1.009(2) 0.643(3) 0.046(6) Uani 0.350(6) 1 d . . P A 2
H19D H 0.1618 0.9666 0.5881 0.069 Uiso 0.350(6) 1 d R U P A 2
H19E H 0.1524 1.0814 0.6248 0.069 Uiso 0.350(6) 1 d R U P A 2
H19F H 0.2186 0.9966 0.7012 0.069 Uiso 0.350(6) 1 d 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 1.768(2) . ?
U1 O1 1.769(2) . ?
U1 O5 2.309(2) 3_666 ?
U1 O6 2.363(2) 1_455 ?
U1 O7 2.364(2) . ?
U1 O3 2.452(2) . ?
U1 O4 2.459(2) . ?
O3 C12 1.274(4) . ?
O4 C12 1.263(4) . ?
O5 C14 1.268(4) . ?
O5 U1 2.309(2) 3_666 ?
O6 C14 1.249(4) . ?
O6 U1 2.363(2) 1_655 ?
O7 C15B 1.231(12) . ?
O7 C15A 1.260(7) . ?
C1 C6 1.529(4) . ?
C1 C11 1.532(4) . ?
C1 C7 1.536(4) . ?
C1 C2 1.543(4) . ?
C2 C3 1.535(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C9 1.535(4) . ?
C3 C13 1.544(4) . ?
C3 C4 1.547(4) . ?
C4 C5 1.540(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.518(4) . ?
C5 C6 1.530(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.535(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.534(4) . ?
C8 C10 1.538(5) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.512(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 C14 1.509(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
N1A C15A 1.324(6) . ?
N1A C19A 1.426(8) . ?
N1A C18A 1.495(16) . ?
C15A C16A 1.478(14) . ?
C16A C17A 1.51(2) . ?
C16A H16A 0.9612 . ?
C17A C18A 1.528(8) . ?
C17A H17A 0.9619 . ?
C17A H17B 0.9603 . ?
C18A H18A 0.9612 . ?
C18A H18B 0.9614 . ?
C19A H19A 0.9617 . ?
C19A H19B 0.9609 . ?
C19A H19C 0.9610 . ?
N1B C18B 1.36(3) . ?
N1B C15B 1.363(9) . ?
N1B C19B 1.40(3) . ?
C15B C16B 1.497(16) . ?
C16B C17B 1.538(17) . ?
C16B H16C 0.9601 . ?
C16B H16D 0.9619 . ?
C17B C18B 1.518(10) . ?
C17B H17C 0.9609 . ?
C17B H17D 0.9610 . ?
C18B H18C 0.9610 . ?
C18B H18D 0.9621 . ?
C19B H19D 0.9613 . ?
C19B H19E 0.9622 . ?
C19B H19F 0.9603 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 U1 O1 179.04(9) . . ?
O2 U1 O5 91.87(9) . 3_666 ?
O1 U1 O5 87.98(9) . 3_666 ?
O2 U1 O6 88.45(9) . 1_455 ?
O1 U1 O6 90.58(9) . 1_455 ?
O5 U1 O6 82.54(8) 3_666 1_455 ?
O2 U1 O7 91.63(9) . . ?
O1 U1 O7 88.16(9) . . ?
O5 U1 O7 158.32(8) 3_666 . ?
O6 U1 O7 76.18(8) 1_455 . ?
O2 U1 O3 88.35(9) . . ?
O1 U1 O3 92.49(9) . . ?
O5 U1 O3 128.30(7) 3_666 . ?
O6 U1 O3 149.09(8) 1_455 . ?
O7 U1 O3 73.19(8) . . ?
O2 U1 O4 87.85(9) . . ?
O1 U1 O4 93.04(10) . . ?
O5 U1 O4 75.27(7) 3_666 . ?
O6 U1 O4 157.36(8) 1_455 . ?
O7 U1 O4 126.25(8) . . ?
O3 U1 O4 53.06(7) . . ?
C12 O3 U1 93.0(2) . . ?
C12 O4 U1 92.93(18) . . ?
C14 O5 U1 147.0(2) . 3_666 ?
C14 O6 U1 139.62(19) . 1_655 ?
C15B O7 U1 138.2(7) . . ?
C15A O7 U1 134.7(3) . . ?
C6 C1 C11 112.8(2) . . ?
C6 C1 C7 108.6(2) . . ?
C11 C1 C7 107.1(3) . . ?
C6 C1 C2 109.0(3) . . ?
C11 C1 C2 111.7(2) . . ?
C7 C1 C2 107.5(2) . . ?
C3 C2 C1 111.7(2) . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C9 C3 C2 109.2(2) . . ?
C9 C3 C13 112.0(2) . . ?
C2 C3 C13 107.8(2) . . ?
C9 C3 C4 108.6(2) . . ?
C2 C3 C4 108.0(2) . . ?
C13 C3 C4 111.1(3) . . ?
C5 C4 C3 109.7(3) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C10 C5 C6 109.8(3) . . ?
C10 C5 C4 109.6(3) . . ?
C6 C5 C4 109.8(2) . . ?
C10 C5 H5 109.2 . . ?
C6 C5 H5 109.2 . . ?
C4 C5 H5 109.2 . . ?
C1 C6 C5 110.3(2) . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C1 111.2(3) . . ?
C8 C7 H7A 109.4 . . ?
C1 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C1 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C7 109.2(2) . . ?
C9 C8 C10 109.1(3) . . ?
C7 C8 C10 109.0(3) . . ?
C9 C8 H8 109.9 . . ?
C7 C8 H8 109.9 . . ?
C10 C8 H8 109.9 . . ?
C8 C9 C3 110.4(2) . . ?
C8 C9 H9A 109.6 . . ?
C3 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C3 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C5 C10 C8 109.7(2) . . ?
C5 C10 H10A 109.7 . . ?
C8 C10 H10A 109.7 . . ?
C5 C10 H10B 109.7 . . ?
C8 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C1 119.9(3) . . ?
C12 C11 H11A 107.4 . . ?
C1 C11 H11A 107.4 . . ?
C12 C11 H11B 107.4 . . ?
C1 C11 H11B 107.4 . . ?
H11A C11 H11B 106.9 . . ?
O4 C12 O3 119.7(3) . . ?
O4 C12 C11 123.2(3) . . ?
O3 C12 C11 117.0(3) . . ?
C14 C13 C3 113.8(2) . . ?
C14 C13 H13A 108.8 . . ?
C3 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C3 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
O6 C14 O5 123.4(3) . . ?
O6 C14 C13 118.4(3) . . ?
O5 C14 C13 118.2(3) . . ?
C15A N1A C19A 125.5(6) . . ?
C15A N1A C18A 114.5(6) . . ?
C19A N1A C18A 119.8(6) . . ?
O7 C15A N1A 122.2(6) . . ?
O7 C15A C16A 126.9(9) . . ?
N1A C15A C16A 110.8(10) . . ?
C15A C16A C17A 104.6(12) . . ?
C15A C16A H16A 112.7 . . ?
C17A C16A H16A 111.0 . . ?
C15A C16A H16B 110.4 . . ?
C17A C16A H16B 109.1 . . ?
H16A C16A H16B 108.9 . . ?
C16A C17A C18A 108.6(9) . . ?
C16A C17A H17A 109.2 . . ?
C18A C17A H17A 111.2 . . ?
C16A C17A H17B 111.3 . . ?
C18A C17A H17B 108.4 . . ?
H17A C17A H17B 108.2 . . ?
N1A C18A C17A 101.4(9) . . ?
N1A C18A H18A 113.0 . . ?
C17A C18A H18A 112.6 . . ?
N1A C18A H18B 110.7 . . ?
C17A C18A H18B 109.6 . . ?
H18A C18A H18B 109.2 . . ?
N1A C19A H19A 109.0 . . ?
N1A C19A H19B 112.0 . . ?
H19A C19A H19B 109.4 . . ?
N1A C19A H19C 107.3 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C18B N1B C15B 111.6(11) . . ?
C18B N1B C19B 122.6(18) . . ?
C15B N1B C19B 125.3(16) . . ?
O7 C15B N1B 123.7(10) . . ?
O7 C15B C16B 127.3(10) . . ?
N1B C15B C16B 109.0(10) . . ?
C15B C16B C17B 105.2(11) . . ?
C15B C16B H16C 109.3 . . ?
C17B C16B H16C 109.3 . . ?
C15B C16B H16D 112.3 . . ?
C17B C16B H16D 111.5 . . ?
H16C C16B H16D 109.2 . . ?
C18B C17B C16B 100.9(15) . . ?
C18B C17B H17C 105.9 . . ?
C16B C17B H17C 112.7 . . ?
C18B C17B H17D 116.4 . . ?
C16B C17B H17D 111.7 . . ?
H17C C17B H17D 109.1 . . ?
N1B C18B C17B 111(2) . . ?
N1B C18B H18C 106.0 . . ?
C17B C18B H18C 103.4 . . ?
N1B C18B H18D 115.0 . . ?
C17B C18B H18D 112.6 . . ?
H18C C18B H18D 108.1 . . ?
N1B C19B H19D 102.1 . . ?
N1B C19B H19E 109.4 . . ?
H19D C19B H19E 109.5 . . ?
N1B C19B H19F 116.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?

_refine_diff_density_max         0.642
_refine_diff_density_min         -1.313
_refine_diff_density_rms         0.145

_shelxl_version_number           2014-3

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1047138'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H19.50 N0.50 O6 U'
_chemical_formula_weight         540.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   22.0938(11)
_cell_length_b                   9.4870(3)
_cell_length_c                   17.2485(9)
_cell_angle_alpha                90
_cell_angle_beta                 117.251(2)
_cell_angle_gamma                90
_cell_volume                     3214.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    59880
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      30.50

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.235
_exptl_crystal_F_000             2024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    10.128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.269
_exptl_absorpt_correction_T_max  0.445
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 30 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and six ω scans with 2° steps (484 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            59880
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.952
_diffrn_reflns_theta_max         30.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4910
_reflns_number_gt                4324
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. A large residual electron density peak (ca 8 e A-3) is located
 very close to the uranium atom U1; this peak was observed for two
 crystals with very different shapes, which suggests that it is not an effect
 of imperfect absorption corrections. It has been assumed that this peak
 represents a very minor component of the uranium atom, U2, with an
 occupancy factor which was first refined to 0.09, and then fixed to this
 value (since it was quite unstable during refinement). The low value of this
 factor explains why the corresponding positions for the coordinated O atoms
 are not resolved. The acetonitrile solvent molecule is close to its image 
 by symmetry and has thus been given an occupancy of 0.5. All non-hydrogen
 atoms were refined with anisotropic displacement parameters. The H atoms
 were introduced at calculated positions and were treated as riding atoms
 with an isotropic displacement parameter equal to 1.2 times that of the
 parent atom (1.5 for CH₃). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0228P)²+2.2353P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4910
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0565
_refine_ls_wR_factor_gt          0.0550
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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 0.01081(2) 0.71759(5) 0.49300(3) 0.01961(5) Uani 0.91 1 d . . P . .
U2 U -0.0029(2) 0.7175(6) 0.5004(3) 0.0448(10) Uani 0.09 1 d . . P . .
O1 O -0.00601(12) 0.7027(2) 0.38390(15) 0.0317(5) Uani 1 1 d . . . . .
O2 O 0.02472(12) 0.7267(2) 0.60235(14) 0.0304(5) Uani 1 1 d . . . . .
O3 O 0.13307(10) 0.6571(2) 0.55547(15) 0.0338(5) Uani 1 1 d . . . . .
O4 O 0.06612(10) 0.4767(2) 0.53019(14) 0.0281(5) Uani 1 1 d . . . . .
O5 O 0.41242(10) 0.3514(2) 0.45731(14) 0.0293(5) Uani 1 1 d . . . . .
O6 O 0.43651(11) 0.5742(3) 0.49703(16) 0.0342(5) Uani 1 1 d . . . . .
N1 N 0.1496(5) 0.4966(8) 0.8108(6) 0.073(3) Uani 0.5 1 d . . P . .
C1 C 0.25674(14) 0.4700(4) 0.64013(19) 0.0264(6) Uani 1 1 d . . . . .
C2 C 0.25798(13) 0.4712(3) 0.55189(18) 0.0228(6) Uani 1 1 d . . . . .
H2A H 0.2287 0.5487 0.5155 0.027 Uiso 1 1 calc R U . . .
H2B H 0.2392 0.3812 0.5211 0.027 Uiso 1 1 calc R U . . .
C3 C 0.33069(14) 0.4909(3) 0.56345(19) 0.0231(6) Uani 1 1 d . . . . .
C4 C 0.35887(15) 0.6313(3) 0.6117(2) 0.0288(6) Uani 1 1 d . . . . .
H4A H 0.4058 0.6460 0.6199 0.035 Uiso 1 1 calc R U . . .
H4B H 0.3303 0.7104 0.5764 0.035 Uiso 1 1 calc R U . . .
C5 C 0.35917(15) 0.6291(4) 0.7011(2) 0.0332(7) Uani 1 1 d . . . . .
H5 H 0.3779 0.7202 0.7320 0.040 Uiso 1 1 calc R U . . .
C6 C 0.28596(15) 0.6097(4) 0.6880(2) 0.0289(7) Uani 1 1 d . . . . .
H6A H 0.2858 0.6090 0.7453 0.035 Uiso 1 1 calc R U . . .
H6B H 0.2573 0.6892 0.6534 0.035 Uiso 1 1 calc R U . . .
C7 C 0.30294(15) 0.3486(4) 0.69586(19) 0.0305(7) Uani 1 1 d . . . . .
H7A H 0.3031 0.3467 0.7533 0.037 Uiso 1 1 calc R U . . .
H7B H 0.2847 0.2574 0.6665 0.037 Uiso 1 1 calc R U . . .
C8 C 0.37568(15) 0.3682(4) 0.7088(2) 0.0321(7) Uani 1 1 d . . . . .
H8 H 0.4047 0.2887 0.7447 0.039 Uiso 1 1 calc R U . . .
C9 C 0.37547(15) 0.3696(4) 0.61959(19) 0.0287(6) Uani 1 1 d . . . . .
H9A H 0.3578 0.2787 0.5895 0.034 Uiso 1 1 calc R U . . .
H9B H 0.4226 0.3815 0.6278 0.034 Uiso 1 1 calc R U . . .
C10 C 0.40401(15) 0.5069(4) 0.7556(2) 0.0365(9) Uani 1 1 d . . . . .
H10A H 0.4512 0.5200 0.7643 0.044 Uiso 1 1 calc R U . . .
H10B H 0.4050 0.5055 0.8136 0.044 Uiso 1 1 calc R U . . .
C11 C 0.18466(14) 0.4375(4) 0.62813(19) 0.0279(6) Uani 1 1 d . . . . .
H11A H 0.1736 0.3392 0.6071 0.033 Uiso 1 1 calc R U . . .
H11B H 0.1862 0.4411 0.6864 0.033 Uiso 1 1 calc R U . . .
C12 C 0.12735(14) 0.5282(4) 0.5686(2) 0.0263(6) Uani 1 1 d . . . . .
C13 C 0.32741(14) 0.4898(3) 0.47142(19) 0.0243(6) Uani 1 1 d . . . . .
H13A H 0.2974 0.4120 0.4368 0.029 Uiso 1 1 calc R U . . .
H13B H 0.3071 0.5794 0.4413 0.029 Uiso 1 1 calc R U . . .
C14 C 0.39629(15) 0.4720(3) 0.47499(19) 0.0239(6) Uani 1 1 d . . . . .
C15 C 0.0932(6) 0.5091(8) 0.7916(6) 0.052(2) Uani 0.5 1 d . . P . .
C16 C 0.0195(7) 0.5282(9) 0.7609(13) 0.070(5) Uani 0.5 1 d . . P . .
H16A H 0.0115 0.6203 0.7803 0.105 Uiso 0.5 1 d R U P . .
H16B H 0.0027 0.4536 0.7853 0.105 Uiso 0.5 1 d R U P . .
H16C H -0.0045 0.5236 0.6971 0.105 Uiso 0.5 1 d 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 O1 1.749(2) . ?
U1 O2 1.769(2) . ?
U1 O6 2.259(2) 7_566 ?
U1 O5 2.343(2) 3_455 ?
U1 O4 2.414(2) 5_566 ?
U1 O3 2.474(2) . ?
U1 O4 2.531(2) . ?
O3 C12 1.261(4) . ?
O4 C12 1.299(4) . ?
O4 U1 2.413(2) 5_566 ?
O5 C14 1.276(4) . ?
O5 U1 2.343(2) 3_545 ?
O6 C14 1.251(4) . ?
O6 U1 2.259(2) 7_566 ?
N1 C15 1.139(13) . ?
C1 C2 1.535(4) . ?
C1 C6 1.538(4) . ?
C1 C11 1.540(4) . ?
C1 C7 1.547(4) . ?
C2 C3 1.537(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C9 1.537(4) . ?
C3 C4 1.542(4) . ?
C3 C13 1.556(4) . ?
C4 C5 1.539(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.535(5) . ?
C5 C6 1.538(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.529(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.520(5) . ?
C8 C9 1.537(4) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.485(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 C14 1.504(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 C16 1.473(17) . ?
C16 C16 0.77(3) 2_556 ?
C16 H16A 0.9799 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9801 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 U1 O2 177.27(11) . . ?
O1 U1 O6 90.04(10) . 7_566 ?
O2 U1 O6 92.54(10) . 7_566 ?
O1 U1 O5 92.67(9) . 3_455 ?
O2 U1 O5 86.61(9) . 3_455 ?
O6 U1 O5 85.99(8) 7_566 3_455 ?
O1 U1 O4 88.48(9) . 5_566 ?
O2 U1 O4 88.82(9) . 5_566 ?
O6 U1 O4 168.45(8) 7_566 5_566 ?
O5 U1 O4 82.64(7) 3_455 5_566 ?
O1 U1 O3 95.83(10) . . ?
O2 U1 O3 85.70(10) . . ?
O6 U1 O3 75.40(8) 7_566 . ?
O5 U1 O3 159.49(8) 3_455 . ?
O4 U1 O3 116.15(8) 5_566 . ?
O1 U1 O4 92.28(9) . . ?
O2 U1 O4 86.90(9) . . ?
O6 U1 O4 126.72(8) 7_566 . ?
O5 U1 O4 146.89(7) 3_455 . ?
O4 U1 O4 64.80(8) 5_566 . ?
O3 U1 O4 51.41(7) . . ?
C12 O3 U1 97.12(17) . . ?
C12 O4 U1 149.5(2) . 5_566 ?
C12 O4 U1 93.39(19) . . ?
U1 O4 U1 115.20(8) 5_566 . ?
C14 O5 U1 138.6(2) . 3_545 ?
C14 O6 U1 166.0(2) . 7_566 ?
C2 C1 C6 109.4(3) . . ?
C2 C1 C11 110.8(2) . . ?
C6 C1 C11 113.5(3) . . ?
C2 C1 C7 108.4(2) . . ?
C6 C1 C7 108.2(3) . . ?
C11 C1 C7 106.4(3) . . ?
C1 C2 C3 111.4(2) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C9 108.9(2) . . ?
C2 C3 C4 108.4(2) . . ?
C9 C3 C4 108.8(3) . . ?
C2 C3 C13 108.0(2) . . ?
C9 C3 C13 110.7(2) . . ?
C4 C3 C13 112.1(2) . . ?
C5 C4 C3 110.2(3) . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C10 C5 C6 109.9(3) . . ?
C10 C5 C4 109.2(3) . . ?
C6 C5 C4 109.4(2) . . ?
C10 C5 H5 109.5 . . ?
C6 C5 H5 109.5 . . ?
C4 C5 H5 109.5 . . ?
C1 C6 C5 109.7(3) . . ?
C1 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
C1 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C1 110.5(3) . . ?
C8 C7 H7A 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C10 C8 C7 109.4(3) . . ?
C10 C8 C9 109.6(3) . . ?
C7 C8 C9 109.5(2) . . ?
C10 C8 H8 109.4 . . ?
C7 C8 H8 109.4 . . ?
C9 C8 H8 109.4 . . ?
C8 C9 C3 110.1(3) . . ?
C8 C9 H9A 109.6 . . ?
C3 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C3 C9 H9B 109.6 . . ?
H9A C9 H9B 108.2 . . ?
C8 C10 C5 109.6(3) . . ?
C8 C10 H10A 109.8 . . ?
C5 C10 H10A 109.8 . . ?
C8 C10 H10B 109.8 . . ?
C5 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C1 118.6(3) . . ?
C12 C11 H11A 107.7 . . ?
C1 C11 H11A 107.7 . . ?
C12 C11 H11B 107.7 . . ?
C1 C11 H11B 107.7 . . ?
H11A C11 H11B 107.1 . . ?
O3 C12 O4 116.1(3) . . ?
O3 C12 C11 124.2(3) . . ?
O4 C12 C11 119.6(3) . . ?
C14 C13 C3 112.7(2) . . ?
C14 C13 H13A 109.1 . . ?
C3 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C3 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
O6 C14 O5 122.0(3) . . ?
O6 C14 C13 119.3(3) . . ?
O5 C14 C13 118.6(3) . . ?
N1 C15 C16 176.1(12) . . ?
C16 C16 C15 170(2) 2_556 . ?
C16 C16 H16A 80.1 2_556 . ?
C15 C16 H16A 109.2 . . ?
C16 C16 H16B 69.3 2_556 . ?
C15 C16 H16B 109.3 . . ?
H16A C16 H16B 109.5 . . ?
C16 C16 H16C 62.7 2_556 . ?
C15 C16 H16C 109.9 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_refine_diff_density_max         0.989
_refine_diff_density_min         -1.186
_refine_diff_density_rms         0.129

_shelxl_version_number           2014-3

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1047139'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H25 N O7 U'
_chemical_formula_weight         593.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   8.4491(6)
_cell_length_b                   25.5329(14)
_cell_length_c                   9.3969(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.063(5)
_cell_angle_gamma                90
_cell_volume                     2022.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    55830
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      25.68

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.949
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    8.063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.388
_exptl_absorpt_correction_T_max  0.724
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 33 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and five ω scans with 2° steps (465 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            55830
_diffrn_reflns_av_unetI/netI     0.0769
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.696
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3835
_reflns_number_gt                3104
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by direct methods and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters, with a restraint for atom C5 which became 
 exceedingly anisotropic. The H atoms were introduced at calculated
 positions and were treated as riding atoms with an isotropic displacement
 parameter equal to 1.2 times that of the parent atom (1.5 for CH₃, with
 optimized geometry). The highest residual electron density peaks are 
 located near the U atom, probably as a result of imperfect absorption
 corrections and/or of the quite low crystal quality. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0569P)²+36.8933P] 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         3835
_refine_ls_number_parameters     237
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0944
_refine_ls_R_factor_gt           0.0773
_refine_ls_wR_factor_ref         0.1927
_refine_ls_wR_factor_gt          0.1842
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_restrained_S_all      1.189
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.21474(7) 0.44005(2) 0.15462(6) 0.0435(2) Uani 1 1 d . . . . .
O1 O 0.1384(13) 0.4736(4) 0.2951(11) 0.051(3) Uani 1 1 d . . . . .
O2 O 0.2935(12) 0.4070(4) 0.0095(10) 0.047(3) Uani 1 1 d . . . . .
O3 O 0.3186(12) 0.3757(5) 0.3295(11) 0.049(3) Uani 1 1 d . . . . .
O4 O 0.0766(13) 0.3614(4) 0.2308(12) 0.054(3) Uani 1 1 d . . . . .
O5 O 0.4682(14) 0.0550(5) 0.5336(14) 0.067(4) Uani 1 1 d . . . . .
O6 O 0.2372(13) 0.0230(4) 0.4560(11) 0.048(3) Uani 1 1 d . . . . .
O7 O 0.4776(13) 0.4648(5) 0.2309(13) 0.058(3) Uani 1 1 d . . . . .
N1 N 0.7021(15) 0.5035(5) 0.3227(13) 0.045(3) Uani 1 1 d . . . . .
C1 C 0.2159(19) 0.2488(6) 0.3491(15) 0.044(3) Uani 1 1 d . . . . .
C2 C 0.2131(18) 0.2064(6) 0.4648(15) 0.042(3) Uani 1 1 d . . . . .
H2A H 0.1065 0.2056 0.5022 0.050 Uiso 1 1 calc R U . . .
H2B H 0.2907 0.2156 0.5447 0.050 Uiso 1 1 calc R U . . .
C3 C 0.2533(18) 0.1508(6) 0.4076(15) 0.043(4) Uani 1 1 d . . . . .
C4 C 0.4185(19) 0.1536(6) 0.3526(15) 0.047(4) Uani 1 1 d . . . . .
H4A H 0.4474 0.1191 0.3141 0.057 Uiso 1 1 calc R U . . .
H4B H 0.4971 0.1625 0.4321 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4222(18) 0.1966(6) 0.2314(15) 0.045(4) Uani 1 1 d . U . . .
H5 H 0.5308 0.1979 0.1955 0.054 Uiso 1 1 calc R U . . .
C6 C 0.3820(16) 0.2500(7) 0.2930(15) 0.045(4) Uani 1 1 d . . . . .
H6A H 0.3859 0.2771 0.2180 0.054 Uiso 1 1 calc R U . . .
H6B H 0.4613 0.2591 0.3716 0.054 Uiso 1 1 calc R U . . .
C7 C 0.0951(18) 0.2333(7) 0.2258(15) 0.047(4) Uani 1 1 d . . . . .
H7A H -0.0125 0.2322 0.2611 0.057 Uiso 1 1 calc R U . . .
H7B H 0.0952 0.2600 0.1497 0.057 Uiso 1 1 calc R U . . .
C8 C 0.134(2) 0.1798(7) 0.1641(17) 0.058(4) Uani 1 1 d . . . . .
H8 H 0.0559 0.1706 0.0832 0.070 Uiso 1 1 calc R U . . .
C9 C 0.131(2) 0.1374(6) 0.2851(15) 0.049(4) Uani 1 1 d . . . . .
H9A H 0.0242 0.1359 0.3211 0.059 Uiso 1 1 calc R U . . .
H9B H 0.1557 0.1025 0.2459 0.059 Uiso 1 1 calc R U . . .
C10 C 0.305(2) 0.1820(8) 0.1116(18) 0.059(4) Uani 1 1 d . . . . .
H10A H 0.3326 0.1474 0.0730 0.071 Uiso 1 1 calc R U . . .
H10B H 0.3080 0.2081 0.0340 0.071 Uiso 1 1 calc R U . . .
C11 C 0.1737(18) 0.3019(6) 0.4175(15) 0.045(4) Uani 1 1 d . . . . .
H11A H 0.0627 0.3003 0.4447 0.054 Uiso 1 1 calc R U . . .
H11B H 0.2429 0.3069 0.5059 0.054 Uiso 1 1 calc R U . . .
C12 C 0.191(2) 0.3490(7) 0.3203(16) 0.051(4) Uani 1 1 d . . . . .
C13 C 0.2477(17) 0.1119(6) 0.5357(15) 0.040(3) Uani 1 1 d . . . . .
H13A H 0.3046 0.1277 0.6210 0.048 Uiso 1 1 calc R U . . .
H13B H 0.1358 0.1066 0.5573 0.048 Uiso 1 1 calc R U . . .
C14 C 0.3205(19) 0.0599(6) 0.5065(14) 0.043(4) Uani 1 1 d . . . . .
C15 C 0.5697(19) 0.5029(7) 0.2425(16) 0.050(4) Uani 1 1 d . . . . .
H15 H 0.5415 0.5335 0.1893 0.060 Uiso 1 1 calc R U . . .
C16 C 0.746(2) 0.4564(7) 0.4100(19) 0.066(5) Uani 1 1 d . . . . .
H16A H 0.6708 0.4281 0.3859 0.099 Uiso 1 1 calc R U . . .
H16B H 0.7445 0.4650 0.5115 0.099 Uiso 1 1 calc R U . . .
H16C H 0.8534 0.4450 0.3899 0.099 Uiso 1 1 calc R U . . .
C17 C 0.8060(19) 0.5495(7) 0.3305(17) 0.054(4) Uani 1 1 d . . . . .
H17A H 0.7660 0.5755 0.2602 0.081 Uiso 1 1 calc R U . . .
H17B H 0.9136 0.5390 0.3101 0.081 Uiso 1 1 calc R U . . .
H17C H 0.8078 0.5646 0.4264 0.081 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 1.735(10) . ?
U1 O2 1.773(10) . ?
U1 O5 2.305(11) 4_565 ?
U1 O7 2.371(11) . ?
U1 O6 2.406(10) 2 ?
U1 O3 2.442(10) . ?
U1 O4 2.455(10) . ?
O3 C12 1.27(2) . ?
O4 C12 1.278(18) . ?
O5 C14 1.262(19) . ?
O5 U1 2.305(10) 4_666 ?
O6 C14 1.250(17) . ?
O6 U1 2.406(10) 2_545 ?
O7 C15 1.245(19) . ?
N1 C15 1.304(19) . ?
N1 C17 1.463(19) . ?
N1 C16 1.490(19) . ?
C1 C6 1.53(2) . ?
C1 C2 1.54(2) . ?
C1 C7 1.54(2) . ?
C1 C11 1.55(2) . ?
C2 C3 1.566(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.52(2) . ?
C3 C9 1.527(18) . ?
C3 C13 1.56(2) . ?
C4 C5 1.58(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.50(2) . ?
C5 C6 1.53(2) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.53(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.55(3) . ?
C8 C9 1.57(2) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.52(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 C14 1.50(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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 178.9(5) . . ?
O1 U1 O5 88.7(5) . 4_565 ?
O2 U1 O5 91.2(5) . 4_565 ?
O1 U1 O7 91.7(5) . . ?
O2 U1 O7 88.0(5) . . ?
O5 U1 O7 158.3(4) 4_565 . ?
O1 U1 O6 88.7(4) . 2 ?
O2 U1 O6 90.2(4) . 2 ?
O5 U1 O6 85.0(4) 4_565 2 ?
O7 U1 O6 73.3(4) . 2 ?
O1 U1 O3 87.4(5) . . ?
O2 U1 O3 93.5(4) . . ?
O5 U1 O3 129.6(4) 4_565 . ?
O7 U1 O3 72.0(4) . . ?
O6 U1 O3 145.0(3) 2 . ?
O1 U1 O4 88.4(5) . . ?
O2 U1 O4 92.7(4) . . ?
O5 U1 O4 75.9(4) 4_565 . ?
O7 U1 O4 125.8(4) . . ?
O6 U1 O4 160.8(4) 2 . ?
O3 U1 O4 53.8(3) . . ?
C12 O3 U1 93.1(9) . . ?
C12 O4 U1 92.3(9) . . ?
C14 O5 U1 160.1(11) . 4_666 ?
C14 O6 U1 136.1(10) . 2_545 ?
C15 O7 U1 143.2(11) . . ?
C15 N1 C17 121.8(13) . . ?
C15 N1 C16 118.7(14) . . ?
C17 N1 C16 119.6(12) . . ?
C6 C1 C2 108.5(12) . . ?
C6 C1 C7 108.7(12) . . ?
C2 C1 C7 107.9(13) . . ?
C6 C1 C11 111.6(13) . . ?
C2 C1 C11 107.8(12) . . ?
C7 C1 C11 112.1(13) . . ?
C1 C2 C3 112.5(12) . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C4 C3 C9 109.9(12) . . ?
C4 C3 C13 111.7(11) . . ?
C9 C3 C13 112.5(13) . . ?
C4 C3 C2 107.4(12) . . ?
C9 C3 C2 108.1(12) . . ?
C13 C3 C2 107.0(11) . . ?
C3 C4 C5 110.0(12) . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C10 C5 C6 110.7(13) . . ?
C10 C5 C4 108.8(14) . . ?
C6 C5 C4 109.3(11) . . ?
C10 C5 H5 109.4 . . ?
C6 C5 H5 109.4 . . ?
C4 C5 H5 109.4 . . ?
C5 C6 C1 110.3(13) . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C1 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C1 111.5(13) . . ?
C8 C7 H7A 109.3 . . ?
C1 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C1 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 C10 108.5(14) . . ?
C7 C8 C9 109.0(13) . . ?
C10 C8 C9 108.5(14) . . ?
C7 C8 H8 110.3 . . ?
C10 C8 H8 110.3 . . ?
C9 C8 H8 110.3 . . ?
C3 C9 C8 110.3(13) . . ?
C3 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
C3 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C5 C10 C8 110.5(13) . . ?
C5 C10 H10A 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C12 C11 C1 113.9(12) . . ?
C12 C11 H11A 108.8 . . ?
C1 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C1 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
O3 C12 O4 120.7(14) . . ?
O3 C12 C11 120.2(13) . . ?
O4 C12 C11 119.1(15) . . ?
C14 C13 C3 112.7(12) . . ?
C14 C13 H13A 109.1 . . ?
C3 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C3 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
O6 C14 O5 121.6(14) . . ?
O6 C14 C13 120.7(14) . . ?
O5 C14 C13 117.7(13) . . ?
O7 C15 N1 124.5(15) . . ?
O7 C15 H15 117.7 . . ?
N1 C15 H15 117.7 . . ?
N1 C16 H16A 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_refine_diff_density_max         2.937
_refine_diff_density_min         -3.399
_refine_diff_density_rms         0.248

_shelxl_version_number           2014-3

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
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data_5
_database_code_depnum_ccdc_archive 'CCDC 1047140'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H76 N2 O19 U2'
_chemical_formula_weight         1437.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   16.5765(4)
_cell_length_b                   13.5501(4)
_cell_length_c                   24.0775(8)
_cell_angle_alpha                90
_cell_angle_beta                 95.800(2)
_cell_angle_gamma                90
_cell_volume                     5380.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    170373
_cell_measurement_theta_min      2.95
_cell_measurement_theta_max      28.70

_exptl_crystal_description       platelet
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.774
_exptl_crystal_F_000             2808
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    6.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.434
_exptl_absorpt_correction_T_max  0.653
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_special_details           'crystal-to-detector distance 33 mm'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       
'two φ and five ω scans with 2° steps (466 frames)'
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            170373
_diffrn_reflns_av_unetI/netI     0.0874
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.945
_diffrn_reflns_theta_max         28.700
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13882
_reflns_number_gt                9742
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'

_refine_special_details          
;
 Structure solved by intrinsic phasing and subsequent difference Fourier
 synthesis. All non-hydrogen atoms were refined with anisotropic
 displacement parameters. The H atoms bound to O and N atoms were
 found on a difference Fourier map and all the others were introduced at
 calculated positions; all were treated as riding atoms with an isotropic
 displacement parameter equal to 1.2 times that of the parent atom
 (1.5 for CH₃, with optimized geometry). Some voids in the lattice
 likely indicate the presence of other, unresolved water solvent molecules.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13882
_refine_ls_number_parameters     626
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.0900
_refine_ls_wR_factor_gt          0.0828
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_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 0.36746(2) 0.32919(2) 0.49501(2) 0.03459(6) Uani 1 1 d . . . . .
U2 U 0.97171(2) 0.06414(2) 0.64571(2) 0.03336(6) Uani 1 1 d . . . . .
O1 O 0.38431(19) 0.2017(3) 0.48943(13) 0.0429(8) Uani 1 1 d . . . . .
O2 O 0.3497(2) 0.4575(3) 0.50020(15) 0.0534(10) Uani 1 1 d . . . . .
O3 O 0.87370(18) 0.0587(3) 0.66692(13) 0.0453(10) Uani 1 1 d . . . . .
O4 O 1.07118(17) 0.0699(3) 0.62585(13) 0.0437(10) Uani 1 1 d . . . . .
O5 O 0.49456(18) 0.3574(3) 0.45291(14) 0.0439(9) Uani 1 1 d . . . . .
O6 O 0.50509(19) 0.3416(3) 0.54332(13) 0.0462(9) Uani 1 1 d . . . . .
O7 O 0.91186(18) 0.1595(3) 0.56394(13) 0.0403(9) Uani 1 1 d . . . . .
O8 O 0.92087(18) -0.0001(3) 0.55416(12) 0.0440(9) Uani 1 1 d . . . . .
O9 O 0.36433(19) 0.3156(3) 0.59564(13) 0.0519(11) Uani 1 1 d . . . . .
O10 O 0.2468(2) 0.3070(4) 0.54699(14) 0.0621(13) Uani 1 1 d . . . . .
O11 O 0.52561(19) 0.3804(3) 0.86240(13) 0.0503(10) Uani 1 1 d . . . . .
O12 O 0.4850(2) 0.4430(3) 0.78017(13) 0.0448(9) Uani 1 1 d . . . . .
O13 O 1.01055(18) 0.1487(3) 0.73654(12) 0.0393(8) Uani 1 1 d . . . . .
O14 O 0.98594(17) 0.2438(3) 0.66367(12) 0.0408(9) Uani 1 1 d . . . . .
O15 O 0.74311(17) 0.2051(3) 0.93131(12) 0.0437(9) Uani 1 1 d . . . . .
O16 O 0.84806(18) 0.1534(3) 0.89220(12) 0.0410(9) Uani 1 1 d . . . . .
O17 O 0.8912(3) 0.3759(5) 0.5327(2) 0.119(2) Uani 1 1 d . . . . .
H17A H 0.9020 0.3144 0.5489 0.143 Uiso 1 1 d R U . . .
H17B H 0.9340 0.4070 0.5536 0.143 Uiso 1 1 d R U . . .
O18 O 0.1526(4) 0.5074(5) 0.5583(2) 0.134(2) Uani 1 1 d . . . . .
H18A H 0.2014 0.4661 0.5561 0.161 Uiso 1 1 d R U . . .
H18B H 0.1497 0.5320 0.5228 0.161 Uiso 1 1 d R U . . .
O19 O 1.0163(3) 0.4402(4) 0.6113(2) 0.111(2) Uani 1 1 d . . . . .
H19A H 1.0237 0.3887 0.6346 0.133 Uiso 1 1 d R U . . .
H19B H 1.0594 0.4793 0.6207 0.133 Uiso 1 1 d R U . . .
N1 N 0.5911(3) 0.2619(4) 0.95502(19) 0.0620(15) Uani 1 1 d . . . . .
H1A H 0.5596 0.2830 0.9200 0.074 Uiso 1 1 d R U . . .
H1B H 0.6410 0.2456 0.9439 0.074 Uiso 1 1 d R U . . .
N2 N 0.9931(3) 0.0586(4) 0.8431(2) 0.0736(17) Uani 1 1 d . . . . .
H2A H 0.9881 0.0862 0.8074 0.088 Uiso 1 1 d R U . . .
H2B H 0.9741 0.0994 0.8725 0.088 Uiso 1 1 d R U . . .
C1 C 0.6463(2) 0.2145(4) 0.48286(18) 0.0320(10) Uani 1 1 d . . . . .
C2 C 0.7391(2) 0.2014(4) 0.48787(17) 0.0334(11) Uani 1 1 d . . . . .
H2C H 0.7626 0.2495 0.4631 0.040 Uiso 1 1 calc R U . . .
H2D H 0.7615 0.2157 0.5267 0.040 Uiso 1 1 calc R U . . .
C3 C 0.7638(2) 0.0978(4) 0.47242(16) 0.0305(10) Uani 1 1 d . . . . .
C4 C 0.7296(2) 0.0766(4) 0.41267(17) 0.0347(11) Uani 1 1 d . . . . .
H4A H 0.7450 0.0090 0.4022 0.042 Uiso 1 1 calc R U . . .
H4B H 0.7529 0.1236 0.3872 0.042 Uiso 1 1 calc R U . . .
C5 C 0.6369(3) 0.0861(4) 0.40628(17) 0.0339(11) Uani 1 1 d . . . . .
H5 H 0.6156 0.0719 0.3667 0.041 Uiso 1 1 calc R U . . .
C6 C 0.6130(3) 0.1902(4) 0.42171(18) 0.0347(11) Uani 1 1 d . . . . .
H6A H 0.5531 0.1961 0.4176 0.042 Uiso 1 1 calc R U . . .
H6B H 0.6349 0.2381 0.3960 0.042 Uiso 1 1 calc R U . . .
C7 C 0.6110(2) 0.1384(4) 0.52124(18) 0.0332(11) Uani 1 1 d . . . . .
H7A H 0.6314 0.1522 0.5605 0.040 Uiso 1 1 calc R U . . .
H7B H 0.5511 0.1444 0.5177 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6346(2) 0.0327(4) 0.50593(18) 0.0341(11) Uani 1 1 d . . . . .
H8 H 0.6116 -0.0155 0.5315 0.041 Uiso 1 1 calc R U . . .
C9 C 0.7272(2) 0.0238(4) 0.51135(17) 0.0341(11) Uani 1 1 d . . . . .
H9A H 0.7426 -0.0441 0.5017 0.041 Uiso 1 1 calc R U . . .
H9B H 0.7490 0.0369 0.5505 0.041 Uiso 1 1 calc R U . . .
C10 C 0.6009(3) 0.0114(4) 0.44536(18) 0.0366(11) Uani 1 1 d . . . . .
H10A H 0.5411 0.0170 0.4415 0.044 Uiso 1 1 calc R U . . .
H10B H 0.6154 -0.0566 0.4351 0.044 Uiso 1 1 calc R U . . .
C11 C 0.6280(2) 0.3202(4) 0.49848(19) 0.0366(12) Uani 1 1 d . . . . .
H11A H 0.6556 0.3341 0.5360 0.044 Uiso 1 1 calc R U . . .
H11B H 0.6510 0.3652 0.4718 0.044 Uiso 1 1 calc R U . . .
C12 C 0.5391(3) 0.3429(4) 0.4988(2) 0.0393(12) Uani 1 1 d . . . . .
C13 C 0.8567(2) 0.0884(4) 0.47493(17) 0.0400(13) Uani 1 1 d . . . . .
H13A H 0.8700 0.0284 0.4542 0.048 Uiso 1 1 calc R U . . .
H13B H 0.8782 0.1459 0.4558 0.048 Uiso 1 1 calc R U . . .
C14 C 0.8994(2) 0.0824(5) 0.53401(19) 0.0380(13) Uani 1 1 d . . . . .
C15 C 0.2842(3) 0.2523(4) 0.69644(19) 0.0397(12) Uani 1 1 d . . . . .
C16 C 0.3686(2) 0.2912(4) 0.71867(17) 0.0358(11) Uani 1 1 d . . . . .
H16A H 0.3639 0.3610 0.7301 0.043 Uiso 1 1 calc R U . . .
H16B H 0.4048 0.2886 0.6884 0.043 Uiso 1 1 calc R U . . .
C17 C 0.4063(3) 0.2305(4) 0.76890(18) 0.0374(12) Uani 1 1 d . . . . .
C18 C 0.3509(3) 0.2402(4) 0.81656(19) 0.0465(13) Uani 1 1 d . . . . .
H18C H 0.3738 0.2016 0.8494 0.056 Uiso 1 1 calc R U . . .
H18D H 0.3477 0.3102 0.8279 0.056 Uiso 1 1 calc R U . . .
C19 C 0.2655(3) 0.2015(5) 0.7961(2) 0.0546(16) Uani 1 1 d . . . . .
H19 H 0.2295 0.2081 0.8268 0.066 Uiso 1 1 calc R U . . .
C20 C 0.2291(3) 0.2611(5) 0.7446(2) 0.0502(15) Uani 1 1 d . . . . .
H20A H 0.2240 0.3314 0.7550 0.060 Uiso 1 1 calc R U . . .
H20B H 0.1743 0.2358 0.7320 0.060 Uiso 1 1 calc R U . . .
C21 C 0.2892(3) 0.1431(5) 0.6813(2) 0.0546(16) Uani 1 1 d . . . . .
H21A H 0.3239 0.1349 0.6505 0.065 Uiso 1 1 calc R U . . .
H21B H 0.2343 0.1182 0.6684 0.065 Uiso 1 1 calc R U . . .
C22 C 0.3247(3) 0.0828(4) 0.7326(2) 0.0564(15) Uani 1 1 d . . . . .
H22 H 0.3286 0.0118 0.7218 0.068 Uiso 1 1 calc R U . . .
C23 C 0.4090(3) 0.1216(4) 0.7517(2) 0.0523(14) Uani 1 1 d . . . . .
H23A H 0.4441 0.1144 0.7210 0.063 Uiso 1 1 calc R U . . .
H23B H 0.4330 0.0820 0.7838 0.063 Uiso 1 1 calc R U . . .
C24 C 0.2706(4) 0.0919(5) 0.7794(2) 0.0650(18) Uani 1 1 d . . . . .
H24A H 0.2932 0.0525 0.8119 0.078 Uiso 1 1 calc R U . . .
H24B H 0.2158 0.0665 0.7669 0.078 Uiso 1 1 calc R U . . .
C25 C 0.2457(3) 0.3130(4) 0.64665(19) 0.0476(15) Uani 1 1 d . . . . .
H25A H 0.1895 0.2892 0.6373 0.057 Uiso 1 1 calc R U . . .
H25B H 0.2423 0.3825 0.6588 0.057 Uiso 1 1 calc R U . . .
C26 C 0.2878(3) 0.3110(4) 0.5942(2) 0.0464(14) Uani 1 1 d . . . . .
C27 C 0.4924(3) 0.2646(4) 0.7874(2) 0.0444(13) Uani 1 1 d . . . . .
H27A H 0.5165 0.2186 0.8165 0.053 Uiso 1 1 calc R U . . .
H27B H 0.5247 0.2595 0.7552 0.053 Uiso 1 1 calc R U . . .
C28 C 0.5005(3) 0.3676(5) 0.8100(2) 0.0459(13) Uani 1 1 d . . . . .
C29 C 0.9230(2) 0.3615(4) 0.76781(17) 0.0339(11) Uani 1 1 d . . . . .
C30 C 0.8736(2) 0.2772(4) 0.79191(17) 0.0330(11) Uani 1 1 d . . . . .
H30A H 0.8633 0.2247 0.7635 0.040 Uiso 1 1 calc R U . . .
H30B H 0.9056 0.2481 0.8248 0.040 Uiso 1 1 calc R U . . .
C31 C 0.7922(3) 0.3156(4) 0.80908(18) 0.0362(12) Uani 1 1 d . . . . .
C32 C 0.7439(3) 0.3602(5) 0.75616(19) 0.0470(15) Uani 1 1 d . . . . .
H32A H 0.7335 0.3083 0.7274 0.056 Uiso 1 1 calc R U . . .
H32B H 0.6909 0.3850 0.7658 0.056 Uiso 1 1 calc R U . . .
C33 C 0.7910(3) 0.4441(4) 0.7330(2) 0.0487(15) Uani 1 1 d . . . . .
H33 H 0.7590 0.4722 0.6993 0.058 Uiso 1 1 calc R U . . .
C34 C 0.8736(2) 0.4045(5) 0.71651(18) 0.0450(14) Uani 1 1 d . . . . .
H34A H 0.8638 0.3528 0.6875 0.054 Uiso 1 1 calc R U . . .
H34B H 0.9042 0.4589 0.7009 0.054 Uiso 1 1 calc R U . . .
C35 C 0.9363(3) 0.4409(4) 0.81253(19) 0.0373(12) Uani 1 1 d . . . . .
H35A H 0.9691 0.4949 0.7986 0.045 Uiso 1 1 calc R U . . .
H35B H 0.9672 0.4124 0.8461 0.045 Uiso 1 1 calc R U . . .
C36 C 0.8560(3) 0.4836(4) 0.8289(2) 0.0420(12) Uani 1 1 d . . . . .
H36 H 0.8668 0.5365 0.8576 0.050 Uiso 1 1 calc R U . . .
C37 C 0.8079(3) 0.3975(4) 0.85258(18) 0.0375(12) Uani 1 1 d . . . . .
H37A H 0.8391 0.3706 0.8864 0.045 Uiso 1 1 calc R U . . .
H37B H 0.7555 0.4226 0.8633 0.045 Uiso 1 1 calc R U . . .
C38 C 0.8089(3) 0.5252(5) 0.7765(2) 0.0521(15) Uani 1 1 d . . . . .
H38A H 0.8408 0.5782 0.7608 0.063 Uiso 1 1 calc R U . . .
H38B H 0.7573 0.5542 0.7862 0.063 Uiso 1 1 calc R U . . .
C39 C 1.0062(2) 0.3228(4) 0.75422(19) 0.0376(12) Uani 1 1 d . . . . .
H39A H 1.0350 0.3765 0.7365 0.045 Uiso 1 1 calc R U . . .
H39B H 1.0388 0.3052 0.7896 0.045 Uiso 1 1 calc R U . . .
C40 C 1.0013(2) 0.2348(4) 0.71637(19) 0.0381(12) Uani 1 1 d . . . . .
C41 C 0.7429(3) 0.2319(4) 0.83223(18) 0.0405(12) Uani 1 1 d . . . . .
H41A H 0.6873 0.2559 0.8361 0.049 Uiso 1 1 calc R U . . .
H41B H 0.7386 0.1766 0.8052 0.049 Uiso 1 1 calc R U . . .
C42 C 0.7794(3) 0.1949(4) 0.88724(19) 0.0402(12) Uani 1 1 d . . . . .
C43 C 0.5518(4) 0.1610(7) 0.9400(3) 0.108(3) Uani 1 1 d . . . . .
H43A H 0.5704 0.1126 0.9687 0.163 Uiso 1 1 calc R U . . .
H43B H 0.5675 0.1392 0.9038 0.163 Uiso 1 1 calc R U . . .
H43C H 0.4927 0.1671 0.9379 0.163 Uiso 1 1 calc R U . . .
C44 C 0.5823(4) 0.2925(6) 1.0116(2) 0.076(2) Uani 1 1 d . . . . .
H44A H 0.5245 0.2984 1.0167 0.114 Uiso 1 1 calc R U . . .
H44B H 0.6088 0.3565 1.0188 0.114 Uiso 1 1 calc R U . . .
H44C H 0.6075 0.2434 1.0378 0.114 Uiso 1 1 calc R U . . .
C45 C 0.9359(3) -0.0242(5) 0.8389(2) 0.0555(15) Uani 1 1 d . . . . .
H45A H 0.9475 -0.0673 0.8080 0.083 Uiso 1 1 calc R U . . .
H45B H 0.8804 0.0011 0.8320 0.083 Uiso 1 1 calc R U . . .
H45C H 0.9416 -0.0618 0.8738 0.083 Uiso 1 1 calc R U . . .
C46 C 1.0773(3) 0.0355(5) 0.8534(2) 0.0583(16) Uani 1 1 d . . . . .
H46A H 1.0872 -0.0006 0.8886 0.087 Uiso 1 1 calc R U . . .
H46B H 1.1090 0.0967 0.8556 0.087 Uiso 1 1 calc R U . . .
H46C H 1.0937 -0.0053 0.8228 0.087 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 1.758(4) . ?
U1 O2 1.771(4) . ?
U1 O9 2.436(3) . ?
U1 O5 2.459(3) . ?
U1 O6 2.460(3) . ?
U1 O16 2.475(3) 4_565 ?
U1 O10 2.483(3) . ?
U1 O15 2.486(3) 4_565 ?
U2 O3 1.753(3) . ?
U2 O4 1.764(3) . ?
U2 O8 2.440(3) . ?
U2 O7 2.477(3) . ?
U2 O12 2.477(3) 2_646 ?
U2 O14 2.480(4) . ?
U2 O13 2.495(3) . ?
U2 O11 2.498(4) 2_646 ?
O5 C12 1.281(5) . ?
O6 C12 1.261(5) . ?
O7 C14 1.274(6) . ?
O8 C14 1.256(6) . ?
O9 C26 1.266(5) . ?
O10 C26 1.265(5) . ?
O11 C28 1.299(5) . ?
O11 U2 2.498(4) 2_656 ?
O12 C28 1.261(6) . ?
O12 U2 2.477(3) 2_656 ?
O13 C40 1.267(6) . ?
O14 C40 1.275(5) . ?
O15 C42 1.279(5) . ?
O15 U1 2.486(3) 4_666 ?
O16 C42 1.264(6) . ?
O16 U1 2.475(3) 4_666 ?
O17 H17A 0.9295 . ?
O17 H17B 0.9289 . ?
O18 H18A 0.9894 . ?
O18 H18B 0.9129 . ?
O19 H19A 0.8956 . ?
O19 H19B 0.9003 . ?
N1 C44 1.446(7) . ?
N1 C43 1.540(9) . ?
N1 H1A 0.9873 . ?
N1 H1B 0.9225 . ?
N2 C46 1.428(7) . ?
N2 C45 1.466(7) . ?
N2 H2A 0.9346 . ?
N2 H2B 0.9760 . ?
C1 C11 1.519(6) . ?
C1 C7 1.540(6) . ?
C1 C2 1.540(6) . ?
C1 C6 1.555(6) . ?
C2 C3 1.520(7) . ?
C2 H2C 0.9900 . ?
C2 H2D 0.9900 . ?
C3 C4 1.520(5) . ?
C3 C9 1.538(6) . ?
C3 C13 1.540(5) . ?
C4 C5 1.533(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.522(7) . ?
C5 C10 1.542(6) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.539(7) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.531(5) . ?
C8 C10 1.535(6) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.505(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 C14 1.525(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 C21 1.528(8) . ?
C15 C25 1.539(7) . ?
C15 C16 1.539(6) . ?
C15 C20 1.552(6) . ?
C16 C17 1.542(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C27 1.524(6) . ?
C17 C23 1.534(7) . ?
C17 C18 1.546(6) . ?
C18 C19 1.544(7) . ?
C18 H18C 0.9900 . ?
C18 H18D 0.9900 . ?
C19 C24 1.543(8) . ?
C19 C20 1.549(8) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.546(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C24 1.514(7) . ?
C22 C23 1.520(7) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.506(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C27 C28 1.499(8) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C29 C35 1.522(6) . ?
C29 C34 1.526(6) . ?
C29 C39 1.542(6) . ?
C29 C30 1.552(6) . ?
C30 C31 1.541(6) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C37 1.530(7) . ?
C31 C41 1.537(7) . ?
C31 C32 1.557(6) . ?
C32 C33 1.517(7) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C38 1.526(8) . ?
C33 C34 1.558(6) . ?
C33 H33 1.0000 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.539(6) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C38 1.523(7) . ?
C36 C37 1.554(7) . ?
C36 H36 1.0000 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.498(7) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C41 C42 1.487(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 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 179.47(16) . . ?
O1 U1 O9 91.22(14) . . ?
O2 U1 O9 89.05(15) . . ?
O1 U1 O5 88.40(14) . . ?
O2 U1 O5 91.84(15) . . ?
O9 U1 O5 121.82(10) . . ?
O1 U1 O6 87.51(14) . . ?
O2 U1 O6 93.00(14) . . ?
O9 U1 O6 69.32(11) . . ?
O5 U1 O6 52.54(10) . . ?
O1 U1 O16 91.30(13) . 4_565 ?
O2 U1 O16 88.36(15) . 4_565 ?
O9 U1 O16 171.28(10) . 4_565 ?
O5 U1 O16 66.61(10) . 4_565 ?
O6 U1 O16 119.14(10) . 4_565 ?
O1 U1 O10 93.55(16) . . ?
O2 U1 O10 86.26(16) . . ?
O9 U1 O10 52.42(11) . . ?
O5 U1 O10 173.91(11) . . ?
O6 U1 O10 121.74(11) . . ?
O16 U1 O10 119.06(10) 4_565 . ?
O1 U1 O15 84.11(14) . 4_565 ?
O2 U1 O15 95.37(14) . 4_565 ?
O9 U1 O15 120.00(10) . 4_565 ?
O5 U1 O15 117.81(10) . 4_565 ?
O6 U1 O15 167.52(11) . 4_565 ?
O16 U1 O15 52.04(10) 4_565 4_565 ?
O10 U1 O15 68.17(10) . 4_565 ?
O3 U2 O4 178.80(14) . . ?
O3 U2 O8 90.14(13) . . ?
O4 U2 O8 91.01(12) . . ?
O3 U2 O7 86.85(13) . . ?
O4 U2 O7 94.12(13) . . ?
O8 U2 O7 52.69(12) . . ?
O3 U2 O12 88.39(14) . 2_646 ?
O4 U2 O12 90.78(14) . 2_646 ?
O8 U2 O12 117.58(13) . 2_646 ?
O7 U2 O12 169.11(12) . 2_646 ?
O3 U2 O14 93.75(14) . . ?
O4 U2 O14 85.93(14) . . ?
O8 U2 O14 121.74(12) . . ?
O7 U2 O14 69.50(11) . . ?
O12 U2 O14 120.63(11) 2_646 . ?
O3 U2 O13 85.92(13) . . ?
O4 U2 O13 92.98(12) . . ?
O8 U2 O13 172.24(12) . . ?
O7 U2 O13 120.30(12) . . ?
O12 U2 O13 69.04(12) 2_646 . ?
O14 U2 O13 52.04(11) . . ?
O3 U2 O11 90.28(14) . 2_646 ?
O4 U2 O11 89.89(14) . 2_646 ?
O8 U2 O11 65.22(12) . 2_646 ?
O7 U2 O11 117.81(11) . 2_646 ?
O12 U2 O11 52.39(11) 2_646 2_646 ?
O14 U2 O11 171.89(10) . 2_646 ?
O13 U2 O11 121.40(11) . 2_646 ?
C12 O5 U1 93.7(3) . . ?
C12 O6 U1 94.2(3) . . ?
C14 O7 U2 92.9(3) . . ?
C14 O8 U2 95.2(3) . . ?
C26 O9 U1 95.6(3) . . ?
C26 O10 U1 93.4(3) . . ?
C28 O11 U2 93.7(4) . 2_656 ?
C28 O12 U2 95.7(3) . 2_656 ?
C40 O13 U2 94.4(3) . . ?
C40 O14 U2 94.9(3) . . ?
C42 O15 U1 93.5(3) . 4_666 ?
C42 O16 U1 94.4(3) . 4_666 ?
H17A O17 H17B 94.3 . . ?
H18A O18 H18B 97.0 . . ?
H19A O19 H19B 104.3 . . ?
C44 N1 C43 113.3(5) . . ?
C44 N1 H1A 128.8 . . ?
C43 N1 H1A 83.3 . . ?
C44 N1 H1B 121.3 . . ?
C43 N1 H1B 95.2 . . ?
H1A N1 H1B 103.6 . . ?
C46 N2 C45 117.3(5) . . ?
C46 N2 H2A 103.9 . . ?
C45 N2 H2A 104.3 . . ?
C46 N2 H2B 112.4 . . ?
C45 N2 H2B 103.3 . . ?
H2A N2 H2B 115.9 . . ?
C11 C1 C7 112.6(4) . . ?
C11 C1 C2 108.2(4) . . ?
C7 C1 C2 108.3(4) . . ?
C11 C1 C6 111.9(4) . . ?
C7 C1 C6 107.8(4) . . ?
C2 C1 C6 107.8(4) . . ?
C3 C2 C1 112.3(4) . . ?
C3 C2 H2C 109.1 . . ?
C1 C2 H2C 109.1 . . ?
C3 C2 H2D 109.1 . . ?
C1 C2 H2D 109.1 . . ?
H2C C2 H2D 107.9 . . ?
C2 C3 C4 108.8(4) . . ?
C2 C3 C9 108.6(4) . . ?
C4 C3 C9 108.7(4) . . ?
C2 C3 C13 111.1(4) . . ?
C4 C3 C13 107.3(3) . . ?
C9 C3 C13 112.2(4) . . ?
C3 C4 C5 110.7(3) . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 109.7(4) . . ?
C6 C5 C10 109.4(4) . . ?
C4 C5 C10 109.2(4) . . ?
C6 C5 H5 109.5 . . ?
C4 C5 H5 109.5 . . ?
C10 C5 H5 109.5 . . ?
C5 C6 C1 110.6(4) . . ?
C5 C6 H6A 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C1 110.9(4) . . ?
C8 C7 H7A 109.5 . . ?
C1 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 108.0 . . ?
C9 C8 C10 109.4(3) . . ?
C9 C8 C7 109.3(4) . . ?
C10 C8 C7 109.0(4) . . ?
C9 C8 H8 109.7 . . ?
C10 C8 H8 109.7 . . ?
C7 C8 H8 109.7 . . ?
C8 C9 C3 110.5(4) . . ?
C8 C9 H9A 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?
C8 C10 C5 109.3(4) . . ?
C8 C10 H10A 109.8 . . ?
C5 C10 H10A 109.8 . . ?
C8 C10 H10B 109.8 . . ?
C5 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C1 114.5(4) . . ?
C12 C11 H11A 108.6 . . ?
C1 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C1 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
O6 C12 O5 117.8(4) . . ?
O6 C12 C11 121.6(4) . . ?
O5 C12 C11 120.4(4) . . ?
C14 C13 C3 114.1(3) . . ?
C14 C13 H13A 108.7 . . ?
C3 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C3 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
O8 C14 O7 119.2(4) . . ?
O8 C14 C13 119.6(5) . . ?
O7 C14 C13 121.2(5) . . ?
C21 C15 C25 111.1(4) . . ?
C21 C15 C16 110.2(4) . . ?
C25 C15 C16 112.3(4) . . ?
C21 C15 C20 107.6(4) . . ?
C25 C15 C20 108.1(4) . . ?
C16 C15 C20 107.2(4) . . ?
C15 C16 C17 111.8(4) . . ?
C15 C16 H16A 109.3 . . ?
C17 C16 H16A 109.3 . . ?
C15 C16 H16B 109.3 . . ?
C17 C16 H16B 109.3 . . ?
H16A C16 H16B 107.9 . . ?
C27 C17 C23 108.5(4) . . ?
C27 C17 C16 111.2(4) . . ?
C23 C17 C16 108.8(4) . . ?
C27 C17 C18 111.5(4) . . ?
C23 C17 C18 108.5(4) . . ?
C16 C17 C18 108.2(4) . . ?
C19 C18 C17 109.2(4) . . ?
C19 C18 H18C 109.8 . . ?
C17 C18 H18C 109.8 . . ?
C19 C18 H18D 109.8 . . ?
C17 C18 H18D 109.8 . . ?
H18C C18 H18D 108.3 . . ?
C24 C19 C18 109.7(5) . . ?
C24 C19 C20 108.7(5) . . ?
C18 C19 C20 110.4(5) . . ?
C24 C19 H19 109.3 . . ?
C18 C19 H19 109.3 . . ?
C20 C19 H19 109.3 . . ?
C19 C20 C15 110.3(4) . . ?
C19 C20 H20A 109.6 . . ?
C15 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C15 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C15 C21 C22 110.3(4) . . ?
C15 C21 H21A 109.6 . . ?
C22 C21 H21A 109.6 . . ?
C15 C21 H21B 109.6 . . ?
C22 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C24 C22 C23 110.0(5) . . ?
C24 C22 C21 110.1(5) . . ?
C23 C22 C21 108.9(5) . . ?
C24 C22 H22 109.3 . . ?
C23 C22 H22 109.3 . . ?
C21 C22 H22 109.3 . . ?
C22 C23 C17 111.3(4) . . ?
C22 C23 H23A 109.4 . . ?
C17 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C17 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C22 C24 C19 108.9(5) . . ?
C22 C24 H24A 109.9 . . ?
C19 C24 H24A 109.9 . . ?
C22 C24 H24B 109.9 . . ?
C19 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
C26 C25 C15 116.9(4) . . ?
C26 C25 H25A 108.1 . . ?
C15 C25 H25A 108.1 . . ?
C26 C25 H25B 108.1 . . ?
C15 C25 H25B 108.1 . . ?
H25A C25 H25B 107.3 . . ?
O10 C26 O9 118.3(4) . . ?
O10 C26 C25 120.1(4) . . ?
O9 C26 C25 121.6(4) . . ?
C28 C27 C17 115.8(4) . . ?
C28 C27 H27A 108.3 . . ?
C17 C27 H27A 108.3 . . ?
C28 C27 H27B 108.3 . . ?
C17 C27 H27B 108.3 . . ?
H27A C27 H27B 107.4 . . ?
O12 C28 O11 118.2(5) . . ?
O12 C28 C27 122.8(4) . . ?
O11 C28 C27 119.0(5) . . ?
C35 C29 C34 109.3(4) . . ?
C35 C29 C39 108.8(4) . . ?
C34 C29 C39 112.1(3) . . ?
C35 C29 C30 107.5(3) . . ?
C34 C29 C30 108.9(4) . . ?
C39 C29 C30 110.2(4) . . ?
C31 C30 C29 111.1(4) . . ?
C31 C30 H30A 109.4 . . ?
C29 C30 H30A 109.4 . . ?
C31 C30 H30B 109.4 . . ?
C29 C30 H30B 109.4 . . ?
H30A C30 H30B 108.0 . . ?
C37 C31 C41 110.3(4) . . ?
C37 C31 C30 109.7(4) . . ?
C41 C31 C30 111.2(4) . . ?
C37 C31 C32 108.4(4) . . ?
C41 C31 C32 109.5(4) . . ?
C30 C31 C32 107.7(4) . . ?
C33 C32 C31 110.4(4) . . ?
C33 C32 H32A 109.6 . . ?
C31 C32 H32A 109.6 . . ?
C33 C32 H32B 109.6 . . ?
C31 C32 H32B 109.6 . . ?
H32A C32 H32B 108.1 . . ?
C32 C33 C38 111.0(4) . . ?
C32 C33 C34 109.5(5) . . ?
C38 C33 C34 108.0(4) . . ?
C32 C33 H33 109.4 . . ?
C38 C33 H33 109.4 . . ?
C34 C33 H33 109.4 . . ?
C29 C34 C33 109.8(3) . . ?
C29 C34 H34A 109.7 . . ?
C33 C34 H34A 109.7 . . ?
C29 C34 H34B 109.7 . . ?
C33 C34 H34B 109.7 . . ?
H34A C34 H34B 108.2 . . ?
C29 C35 C36 112.3(4) . . ?
C29 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
C29 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C38 C36 C35 108.2(4) . . ?
C38 C36 C37 110.1(4) . . ?
C35 C36 C37 107.5(4) . . ?
C38 C36 H36 110.3 . . ?
C35 C36 H36 110.3 . . ?
C37 C36 H36 110.3 . . ?
C31 C37 C36 110.5(4) . . ?
C31 C37 H37A 109.5 . . ?
C36 C37 H37A 109.5 . . ?
C31 C37 H37B 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 108.1 . . ?
C36 C38 C33 110.4(5) . . ?
C36 C38 H38A 109.6 . . ?
C33 C38 H38A 109.6 . . ?
C36 C38 H38B 109.6 . . ?
C33 C38 H38B 109.6 . . ?
H38A C38 H38B 108.1 . . ?
C40 C39 C29 113.9(4) . . ?
C40 C39 H39A 108.8 . . ?
C29 C39 H39A 108.8 . . ?
C40 C39 H39B 108.8 . . ?
C29 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
O13 C40 O14 118.3(5) . . ?
O13 C40 C39 120.2(4) . . ?
O14 C40 C39 121.5(5) . . ?
C42 C41 C31 112.9(4) . . ?
C42 C41 H41A 109.0 . . ?
C31 C41 H41A 109.0 . . ?
C42 C41 H41B 109.0 . . ?
C31 C41 H41B 109.0 . . ?
H41A C41 H41B 107.8 . . ?
O16 C42 O15 117.7(4) . . ?
O16 C42 C41 121.0(4) . . ?
O15 C42 C41 121.3(4) . . ?
N1 C43 H43A 109.5 . . ?
N1 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
N1 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
N1 C44 H44A 109.5 . . ?
N1 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N1 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N2 C45 H45A 109.5 . . ?
N2 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N2 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N2 C46 H46A 109.5 . . ?
N2 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
N2 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O11 0.99 1.96 2.871(6) 152.9 .
N1 H1B O15 0.92 1.83 2.750(5) 172.1 .
N2 H2A O13 0.93 1.97 2.882(7) 164.1 .
N2 H2B O16 0.98 2.31 3.066(6) 134.0 .
N2 H2B O5 0.98 2.02 2.876(6) 145.6 4_666
O17 H17A O7 0.93 2.13 3.038(8) 164.0 .
O17 H17B O19 0.93 1.90 2.802(7) 163.0 .
O18 H18A O10 0.99 2.30 3.157(8) 144.3 .
O18 H18B O17 0.91 1.90 2.738(8) 151.3 3_666
O19 H19A O14 0.90 2.20 3.008(6) 150.6 .
O19 H19B O18 0.90 2.29 2.855(8) 120.2 1_655

_refine_diff_density_max         1.708
_refine_diff_density_min         -1.252
_refine_diff_density_rms         0.161

_shelxl_version_number           2014-3

