# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_UPF-1(298K)
_database_code_depnum_ccdc_archive 'CCDC 1829695'
_audit_update_record             
;
2018-03-14 deposited with the CCDC.
2018-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C12 H8 O27 P4 U4'
_chemical_formula_sum            ' C12 H8 O27 P4 U4'
_chemical_formula_weight         1660.18

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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

_cell_length_a                   21.287(3)
_cell_length_b                   21.287(3)
_cell_length_c                   6.9924(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3168.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9793
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      26.97

_exptl_crystal_description       needle-like
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.480
_exptl_crystal_F_000             2896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    20.686
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.615
_exptl_absorpt_correction_T_max  0.661
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67796
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0904
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.706
_diffrn_reflns_theta_max         27.524
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3622
_reflns_number_gt                3380
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.846
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0490P)²+108.4512P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.49(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3622
_refine_ls_number_parameters     255
_refine_ls_number_restraints     421
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0964
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.021
_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 -0.20180(4) 0.23996(4) 0.22089(15) 0.01903(17) Uani 1 1 d . U . . .
U2 U -0.00141(3) 0.29556(3) 0.70737(13) 0.0277(2) Uani 1 1 d . U . . .
P1 P -0.0331(2) 0.2460(2) 0.2112(9) 0.0264(10) Uani 1 1 d . U . . .
P2 P 0.2105(2) 0.1552(2) 0.2814(8) 0.0226(9) Uani 1 1 d . U . . .
O1 O -0.1001(6) 0.2158(6) 0.222(2) 0.028(3) Uani 1 1 d . U . . .
O1W O 0.0835(12) 0.3591(12) 0.531(4) 0.079(6) Uani 1 1 d . U . . .
O2 O -0.0208(8) 0.2894(8) 0.373(2) 0.038(3) Uani 1 1 d . U . . .
O4W O 0.062(6) 0.433(6) 0.16(2) 0.12(4) Uani 0.25 1 d . U P A 1
O3W O 0.014(7) 0.458(6) -0.01(2) 0.11(4) Uani 0.25 1 d . U P A -1
O5W O 0.2618(15) 0.2966(14) 0.351(5) 0.074(11) Uani 1 1 d . U . . .
O2W O 0.0856(12) 0.3396(10) 0.915(4) 0.070(6) Uani 1 1 d . U . . .
O3 O -0.0221(8) 0.2809(9) 0.027(3) 0.041(4) Uani 1 1 d . U . . .
O4 O 0.2426(7) 0.0938(6) 0.306(2) 0.030(3) Uani 1 1 d . U . . .
O5 O 0.2359(7) 0.1946(6) 0.1112(19) 0.027(3) Uani 1 1 d . U . . .
O6 O 0.2223(8) 0.2005(7) 0.4498(19) 0.030(3) Uani 1 1 d . U . . .
O7 O -0.1823(6) 0.3197(6) 0.249(2) 0.029(3) Uani 1 1 d . U . . .
O8 O -0.2270(7) 0.1613(6) 0.186(2) 0.033(3) Uani 1 1 d . U . . .
O9 O 0.0381(7) 0.2239(7) 0.694(3) 0.046(4) Uani 1 1 d . U . . .
O10 O -0.0405(7) 0.3688(7) 0.723(3) 0.040(3) Uani 1 1 d . U . . .
C1 C 0.0213(9) 0.1816(9) 0.229(4) 0.032(4) Uani 1 1 d . U . . .
C2 C 0.0851(9) 0.1906(9) 0.238(3) 0.029(4) Uani 1 1 d . U . . .
H2 H 0.099969 0.231331 0.220900 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1286(10) 0.1445(9) 0.270(4) 0.037(4) Uani 1 1 d . U . . .
C4 C 0.1070(19) 0.086(2) 0.334(8) 0.049(7) Uani 0.54(3) 1 d D U P B 1
H4 H 0.135259 0.053687 0.354032 0.058 Uiso 0.54(3) 1 calc R U P B 1
C5 C 0.043(2) 0.077(2) 0.368(8) 0.053(7) Uani 0.54(3) 1 d D U P B 1
H5 H 0.028497 0.039982 0.423045 0.064 Uiso 0.54(3) 1 calc R U P B 1
C6 C 0.0003(19) 0.1254(19) 0.316(7) 0.042(7) Uani 0.54(3) 1 d D U P B 1
H6 H -0.042398 0.120062 0.339621 0.050 Uiso 0.54(3) 1 calc R U P B 1
C4A C 0.1083(18) 0.082(2) 0.197(9) 0.036(7) Uani 0.46(3) 1 d D U P B 2
H4A H 0.137181 0.049662 0.193851 0.043 Uiso 0.46(3) 1 calc R U P B 2
C5A C 0.046(2) 0.071(2) 0.133(8) 0.043(8) Uani 0.46(3) 1 d D U P B 2
H5A H 0.034354 0.034079 0.074381 0.051 Uiso 0.46(3) 1 calc R U P B 2
C6A C 0.004(2) 0.122(2) 0.163(8) 0.038(7) Uani 0.46(3) 1 d D U P B 2
H6A H -0.038711 0.115017 0.138416 0.045 Uiso 0.46(3) 1 calc R U P B 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 O5W 0.51(4) 6_455 ?
U1 O7 1.758(13) . ?
U1 O8 1.774(13) . ?
U1 O1 2.225(13) . ?
U1 O5 2.329(13) 4 ?
U1 O6 2.334(13) 4_556 ?
U1 O6 2.529(15) 6_455 ?
U1 O5 2.550(14) 6_455 ?
U1 P2 3.221(5) 6_455 ?
U1 U1 4.0763(10) 7_454 ?
U1 U1 4.0763(10) 7_455 ?
U2 O9 1.745(14) . ?
U2 O10 1.770(14) . ?
U2 O4 2.270(13) 4_556 ?
U2 O3 2.301(19) 1_556 ?
U2 O2 2.377(18) . ?
U2 O2W 2.54(2) . ?
U2 O1W 2.57(2) . ?
P1 O2 1.484(18) . ?
P1 O3 1.504(19) . ?
P1 O1 1.568(13) . ?
P1 C1 1.80(2) . ?
P2 O4 1.485(14) . ?
P2 O6 1.542(15) . ?
P2 O5 1.553(13) . ?
P2 C3 1.76(2) . ?
O4W O3W 1.66(18) . ?
O5W O8 1.73(3) 8 ?
C1 C2 1.37(3) . ?
C1 C6A 1.40(5) . ?
C1 C6 1.41(5) . ?
C2 C3 1.37(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.39(5) . ?
C3 C4A 1.48(5) . ?
C4 C5 1.40(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.42(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C4A C5A 1.41(5) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.43(5) . ?
C5A H5A 0.9300 . ?
C6A H6A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5W U1 O7 101(4) 6_455 . ?
O5W U1 O8 77(4) 6_455 . ?
O7 U1 O8 175.8(6) . . ?
O5W U1 O1 93(4) 6_455 . ?
O7 U1 O1 89.6(5) . . ?
O8 U1 O1 94.4(6) . . ?
O5W U1 O5 8(3) 6_455 4 ?
O7 U1 O5 97.6(6) . 4 ?
O8 U1 O5 81.4(7) . 4 ?
O1 U1 O5 86.1(5) . 4 ?
O5W U1 O6 166(4) 6_455 4_556 ?
O7 U1 O6 92.4(6) . 4_556 ?
O8 U1 O6 89.2(7) . 4_556 ?
O1 U1 O6 87.0(6) . 4_556 ?
O5 U1 O6 167.8(5) 4 4_556 ?
O5W U1 O6 60(4) 6_455 6_455 ?
O7 U1 O6 86.6(6) . 6_455 ?
O8 U1 O6 89.3(6) . 6_455 ?
O1 U1 O6 151.1(5) . 6_455 ?
O5 U1 O6 66.1(4) 4 6_455 ?
O6 U1 O6 121.8(4) 4_556 6_455 ?
O5W U1 O5 115(4) 6_455 6_455 ?
O7 U1 O5 87.6(5) . 6_455 ?
O8 U1 O5 89.5(6) . 6_455 ?
O1 U1 O5 152.4(5) . 6_455 ?
O5 U1 O5 121.5(4) 4 6_455 ?
O6 U1 O5 65.7(4) 4_556 6_455 ?
O6 U1 O5 56.1(4) 6_455 6_455 ?
O5W U1 P2 87(4) 6_455 6_455 ?
O7 U1 P2 84.7(4) . 6_455 ?
O8 U1 P2 91.3(5) . 6_455 ?
O1 U1 P2 174.3(3) . 6_455 ?
O5 U1 P2 94.0(3) 4 6_455 ?
O6 U1 P2 94.0(4) 4_556 6_455 ?
O6 U1 P2 27.9(3) 6_455 6_455 ?
O5 U1 P2 28.3(3) 6_455 6_455 ?
O5W U1 U1 28(4) 6_455 7_454 ?
O7 U1 U1 96.5(5) . 7_454 ?
O8 U1 U1 80.2(5) . 7_454 ?
O1 U1 U1 121.2(4) . 7_454 ?
O5 U1 U1 35.1(3) 4 7_454 ?
O6 U1 U1 150.4(4) 4_556 7_454 ?
O6 U1 U1 31.6(3) 6_455 7_454 ?
O5 U1 U1 86.5(3) 6_455 7_454 ?
P2 U1 U1 59.05(10) 6_455 7_454 ?
O5W U1 U1 146(3) 6_455 7_455 ?
O7 U1 U1 85.5(5) . 7_455 ?
O8 U1 U1 93.6(5) . 7_455 ?
O1 U1 U1 120.7(4) . 7_455 ?
O5 U1 U1 153.1(3) 4 7_455 ?
O6 U1 U1 34.6(4) 4_556 7_455 ?
O6 U1 U1 87.6(3) 6_455 7_455 ?
O5 U1 U1 31.7(3) 6_455 7_455 ?
P2 U1 U1 59.63(10) 6_455 7_455 ?
U1 U1 U1 118.12(4) 7_454 7_455 ?
O9 U2 O10 179.1(8) . . ?
O9 U2 O4 88.9(6) . 4_556 ?
O10 U2 O4 91.8(6) . 4_556 ?
O9 U2 O3 91.4(9) . 1_556 ?
O10 U2 O3 88.3(8) . 1_556 ?
O4 U2 O3 78.9(6) 4_556 1_556 ?
O9 U2 O2 89.1(9) . . ?
O10 U2 O2 91.5(8) . . ?
O4 U2 O2 77.3(6) 4_556 . ?
O3 U2 O2 156.2(5) 1_556 . ?
O9 U2 O2W 90.1(8) . . ?
O10 U2 O2W 89.1(8) . . ?
O4 U2 O2W 147.3(7) 4_556 . ?
O3 U2 O2W 68.4(7) 1_556 . ?
O2 U2 O2W 135.4(7) . . ?
O9 U2 O1W 95.6(9) . . ?
O10 U2 O1W 84.0(9) . . ?
O4 U2 O1W 148.2(7) 4_556 . ?
O3 U2 O1W 132.2(7) 1_556 . ?
O2 U2 O1W 71.3(7) . . ?
O2W U2 O1W 64.3(8) . . ?
O2 P1 O3 108.5(9) . . ?
O2 P1 O1 112.2(9) . . ?
O3 P1 O1 112.7(9) . . ?
O2 P1 C1 108.0(11) . . ?
O3 P1 C1 109.7(11) . . ?
O1 P1 C1 105.7(8) . . ?
O4 P2 O6 112.7(9) . . ?
O4 P2 O5 113.9(8) . . ?
O6 P2 O5 101.0(7) . . ?
O4 P2 C3 110.3(9) . . ?
O6 P2 C3 106.2(10) . . ?
O5 P2 C3 112.3(11) . . ?
O4 P2 U1 133.0(6) . 8 ?
O6 P2 U1 50.2(6) . 8 ?
O5 P2 U1 51.1(5) . 8 ?
C3 P2 U1 116.5(7) . 8 ?
P1 O1 U1 142.3(8) . . ?
P1 O2 U2 144.6(11) . . ?
U1 O5W O8 86(4) 8 8 ?
P1 O3 U2 158.1(12) . 1_554 ?
P2 O4 U2 170.6(11) . 2_556 ?
P2 O5 U1 144.3(9) . 2 ?
P2 O5 U1 100.6(7) . 8 ?
U1 O5 U1 113.3(5) 2 8 ?
P2 O6 U1 141.9(9) . 2_556 ?
P2 O6 U1 101.9(7) . 8 ?
U1 O6 U1 113.9(6) 2_556 8 ?
O5W O8 U1 16.5(12) 6_455 . ?
C2 C1 C6A 114(2) . . ?
C2 C1 C6 114(2) . . ?
C2 C1 P1 122.2(15) . . ?
C6A C1 P1 120(2) . . ?
C6 C1 P1 118(2) . . ?
C3 C2 C1 125.2(19) . . ?
C3 C2 H2 117.4 . . ?
C1 C2 H2 117.4 . . ?
C2 C3 C4 118(2) . . ?
C2 C3 C4A 113(2) . . ?
C2 C3 P2 125.8(16) . . ?
C4 C3 P2 115(2) . . ?
C4A C3 P2 115(2) . . ?
C3 C4 C5 120(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 118(4) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C5 121(3) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C5A C4A C3 122(3) . . ?
C5A C4A H4A 119.0 . . ?
C3 C4A H4A 119.0 . . ?
C4A C5A C6A 115(4) . . ?
C4A C5A H5A 122.5 . . ?
C6A C5A H5A 122.5 . . ?
C1 C6A C5A 124(4) . . ?
C1 C6A H6A 117.9 . . ?
C5A C6A H6A 117.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 P1 O1 U1 61.6(19) . . . . ?
O3 P1 O1 U1 -61.2(19) . . . . ?
C1 P1 O1 U1 179.1(15) . . . . ?
O3 P1 O2 U2 -163.9(17) . . . . ?
O1 P1 O2 U2 71.0(18) . . . . ?
C1 P1 O2 U2 -45.1(18) . . . . ?
O2 P1 O3 U2 159(3) . . . 1_554 ?
O1 P1 O3 U2 -76(3) . . . 1_554 ?
C1 P1 O3 U2 41(3) . . . 1_554 ?
O4 P2 O5 U1 71.3(17) . . . 2 ?
O6 P2 O5 U1 -167.6(15) . . . 2 ?
C3 P2 O5 U1 -54.9(18) . . . 2 ?
U1 P2 O5 U1 -161.8(19) 8 . . 2 ?
O4 P2 O5 U1 -126.9(8) . . . 8 ?
O6 P2 O5 U1 -5.9(9) . . . 8 ?
C3 P2 O5 U1 106.8(9) . . . 8 ?
O4 P2 O6 U1 -31.9(18) . . . 2_556 ?
O5 P2 O6 U1 -153.8(15) . . . 2_556 ?
C3 P2 O6 U1 88.9(17) . . . 2_556 ?
U1 P2 O6 U1 -159.7(19) 8 . . 2_556 ?
O4 P2 O6 U1 127.8(8) . . . 8 ?
O5 P2 O6 U1 5.9(9) . . . 8 ?
C3 P2 O6 U1 -111.3(10) . . . 8 ?
O1 U1 O8 O5W -92(4) . . . 6_455 ?
O5 U1 O8 O5W -7(4) 4 . . 6_455 ?
O6 U1 O8 O5W -179(4) 4_556 . . 6_455 ?
O6 U1 O8 O5W 59(4) 6_455 . . 6_455 ?
O5 U1 O8 O5W 115(4) 6_455 . . 6_455 ?
P2 U1 O8 O5W 87(4) 6_455 . . 6_455 ?
U1 U1 O8 O5W 29(4) 7_454 . . 6_455 ?
U1 U1 O8 O5W 147(4) 7_455 . . 6_455 ?
O2 P1 C1 C2 -55(2) . . . . ?
O3 P1 C1 C2 63(2) . . . . ?
O1 P1 C1 C2 -175(2) . . . . ?
O2 P1 C1 C6A 149(3) . . . . ?
O3 P1 C1 C6A -93(3) . . . . ?
O1 P1 C1 C6A 29(3) . . . . ?
O2 P1 C1 C6 97(3) . . . . ?
O3 P1 C1 C6 -145(3) . . . . ?
O1 P1 C1 C6 -23(3) . . . . ?
C6A C1 C2 C3 -29(4) . . . . ?
C6 C1 C2 C3 20(4) . . . . ?
P1 C1 C2 C3 173(2) . . . . ?
C1 C2 C3 C4 -13(5) . . . . ?
C1 C2 C3 C4A 30(4) . . . . ?
C1 C2 C3 P2 -180(2) . . . . ?
O4 P2 C3 C2 -177(2) . . . . ?
O6 P2 C3 C2 61(3) . . . . ?
O5 P2 C3 C2 -48(3) . . . . ?
U1 P2 C3 C2 8(3) 8 . . . ?
O4 P2 C3 C4 16(3) . . . . ?
O6 P2 C3 C4 -106(3) . . . . ?
O5 P2 C3 C4 144(3) . . . . ?
U1 P2 C3 C4 -159(3) 8 . . . ?
O4 P2 C3 C4A -27(3) . . . . ?
O6 P2 C3 C4A -149(3) . . . . ?
O5 P2 C3 C4A 101(3) . . . . ?
U1 P2 C3 C4A 157(3) 8 . . . ?
C2 C3 C4 C5 -1(7) . . . . ?
P2 C3 C4 C5 167(4) . . . . ?
C3 C4 C5 C6 7(8) . . . . ?
C2 C1 C6 C5 -13(6) . . . . ?
P1 C1 C6 C5 -168(4) . . . . ?
C4 C5 C6 C1 1(8) . . . . ?
C2 C3 C4A C5A -10(6) . . . . ?
P2 C3 C4A C5A -164(4) . . . . ?
C3 C4A C5A C6A -7(8) . . . . ?
C2 C1 C6A C5A 8(6) . . . . ?
P1 C1 C6A C5A 166(4) . . . . ?
C4A C5A C6A C1 8(8) . . . . ?

_refine_diff_density_max         2.937
_refine_diff_density_min         -1.303
_refine_diff_density_rms         0.250

####################################################################### 
# 
# 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_UPF-1
_database_code_depnum_ccdc_archive 'CCDC 1829696'
_audit_update_record             
;
2018-03-14 deposited with the CCDC.
2018-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' 2(C6 H8 O12 P2 U2), 3(O)'
_chemical_formula_sum            'C12 H16 O27 P4 U4'
_chemical_formula_weight         1668.25

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'

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

_cell_length_a                   21.114(6)
_cell_length_b                   21.114(6)
_cell_length_c                   6.941(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3094(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8443
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      27.65

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.581
_exptl_crystal_F_000             2928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    21.185
_shelx_estimated_absorpt_T_min   0.593
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.376
_exptl_absorpt_correction_T_max  0.429
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15172
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.729
_diffrn_reflns_theta_max         27.666
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3604
_reflns_number_gt                3310
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.845
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'SMART (Bruker)'
_computing_cell_refinement       SMART
_computing_data_reduction        SMART
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0197P)²+106.1662P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3596
_refine_ls_number_parameters     181
_refine_ls_number_restraints     93
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0798
_refine_ls_wR_factor_gt          0.0776
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.011
_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 -0.20295(2) 0.26071(2) 0.02834(7) 0.00881(8) Uani 1 1 d . . . . .
U2 U 0.29590(2) 0.49851(2) -0.03579(8) 0.01202(9) Uani 1 1 d . . . . .
P1 P -0.03548(13) 0.25488(14) 0.0318(6) 0.0111(6) Uani 1 1 d . . . . .
P2 P 0.21024(14) 0.34410(13) -0.0317(5) 0.0098(6) Uani 1 1 d . . . . .
O1 O -0.0244(4) 0.2084(4) -0.1312(13) 0.013(2) Uani 1 1 d . . . . .
O2 O -0.1002(4) 0.2863(4) 0.0256(16) 0.0165(15) Uani 1 1 d . . . . .
O3 O -0.0267(4) 0.2222(5) 0.2194(15) 0.0165(15) Uani 1 1 d . . . . .
O4 O 0.2369(4) 0.3060(4) 0.1373(12) 0.0128(14) Uani 1 1 d . . . . .
O5 O 0.2219(4) 0.2988(4) -0.1989(13) 0.0128(14) Uani 1 1 d . . . . .
O6 O 0.2421(4) 0.4058(4) -0.0531(16) 0.021(2) Uani 1 1 d . . . . .
O7 O 0.2232(4) 0.5368(4) -0.0606(15) 0.0189(16) Uani 1 1 d . . . . .
O8 O 0.3698(4) 0.4606(4) -0.0113(15) 0.0189(16) Uani 1 1 d . . . . .
O9 O -0.1824(4) 0.1816(4) -0.0029(13) 0.013(2) Uani 1 1 d . . . . .
O10 O -0.2278(4) 0.3390(4) 0.0605(15) 0.015(2) Uani 1 1 d . . . . .
O1W O 0.3559(5) 0.5797(5) -0.2196(16) 0.030(3) Uani 1 1 d D . . . .
O2W O 0.3313(4) 0.5883(4) 0.1573(14) 0.019(2) Uani 1 1 d D . . . .
O3W O 0.0000 0.0000 0.728(3) 0.058(6) Uani 1 2 d S T P . .
O4W O 0.0844(5) 0.0791(5) 0.0717(18) 0.032(3) Uani 1 1 d . . . . .
C1 C 0.0215(7) 0.3169(7) 0.026(3) 0.052(2) Uani 1 1 d . U . . .
C2 C 0.0852(7) 0.3090(7) 0.000(2) 0.052(2) Uani 1 1 d . U . . .
H2 H 0.1002 0.2671 -0.0196 0.062 Uiso 1 1 calc R U . . .
C3 C 0.1272(7) 0.3548(7) -0.001(3) 0.052(2) Uani 1 1 d . U . . .
C4 C 0.1069(7) 0.4150(7) 0.029(4) 0.052(2) Uani 1 1 d . U . . .
H4 H 0.1354 0.4497 0.0181 0.062 Uiso 1 1 calc R U . . .
C5 C 0.0433(8) 0.4251(7) 0.077(4) 0.052(2) Uani 1 1 d . U . . .
H5 H 0.0300 0.4645 0.1291 0.062 Uiso 1 1 calc R U . . .
C6 C 0.0005(7) 0.3770(7) 0.049(4) 0.052(2) Uani 1 1 d . U . . .
H6 H -0.0436 0.3860 0.0448 0.062 Uiso 1 1 calc R U . . .
H1A H 0.367(4) 0.6099(16) -0.151(6) 0.03(5) Uiso 1 1 d D . . . .
H2A H 0.3059(17) 0.6173(17) 0.145(14) 0.00(3) Uiso 1 1 d D . . . .
H1B H 0.3861(17) 0.565(3) -0.281(7) 0.00(3) Uiso 1 1 d D . . . .
H2B H 0.3640(14) 0.596(4) 0.217(8) 0.05(6) Uiso 1 1 d 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 O9 1.740(8) . ?
U1 O10 1.749(8) . ?
U1 O2 2.236(8) . ?
U1 O5 2.316(9) 7_454 ?
U1 O4 2.329(8) 7_455 ?
U1 O5 2.484(9) 4 ?
U1 O4 2.512(9) 4 ?
U1 P2 3.165(3) 4 ?
U1 U1 4.0246(11) 6_454 ?
U1 U1 4.0246(11) 6_455 ?
U2 O7 1.743(9) . ?
U2 O8 1.761(9) . ?
U2 O6 2.266(9) . ?
U2 O3 2.291(10) 8 ?
U2 O1 2.364(9) 8_554 ?
U2 O2W 2.439(9) . ?
U2 O1W 2.484(10) . ?
P1 O3 1.485(11) . ?
P1 O1 1.516(10) . ?
P1 O2 1.520(8) . ?
P1 C1 1.777(15) . ?
P2 O6 1.474(9) . ?
P2 O5 1.524(10) . ?
P2 O4 1.530(9) . ?
P2 C3 1.781(16) . ?
P2 U1 3.165(3) 3 ?
O1 U2 2.364(9) 7_454 ?
O3 U2 2.292(10) 7_455 ?
O4 U1 2.329(8) 8 ?
O4 U1 2.512(9) 3 ?
O5 U1 2.316(9) 8_554 ?
O5 U1 2.484(9) 3 ?
O1W H1A 0.83(2) . ?
O1W H1B 0.83(2) . ?
O2W H2A 0.82(2) . ?
O2W H2B 0.82(3) . ?
C1 C6 1.35(2) . ?
C1 C2 1.37(2) . ?
C2 C3 1.31(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.36(2) . ?
C4 C5 1.40(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.37(2) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O9 U1 O10 176.9(4) . . ?
O9 U1 O2 89.4(3) . . ?
O10 U1 O2 93.7(3) . . ?
O9 U1 O5 91.4(4) . 7_454 ?
O10 U1 O5 88.9(4) . 7_454 ?
O2 U1 O5 86.4(4) . 7_454 ?
O9 U1 O4 97.2(4) . 7_455 ?
O10 U1 O4 82.9(4) . 7_455 ?
O2 U1 O4 85.7(4) . 7_455 ?
O5 U1 O4 168.2(3) 7_454 7_455 ?
O9 U1 O5 86.9(3) . 4 ?
O10 U1 O5 90.4(4) . 4 ?
O2 U1 O5 151.0(3) . 4 ?
O5 U1 O5 122.4(2) 7_454 4 ?
O4 U1 O5 66.3(3) 7_455 4 ?
O9 U1 O4 88.1(3) . 4 ?
O10 U1 O4 89.3(3) . 4 ?
O2 U1 O4 152.3(3) . 4 ?
O5 U1 O4 66.0(3) 7_454 4 ?
O4 U1 O4 122.1(2) 7_455 4 ?
O5 U1 O4 56.4(3) 4 4 ?
O9 U1 P2 85.0(3) . 4 ?
O10 U1 P2 92.0(3) . 4 ?
O2 U1 P2 174.3(2) . 4 ?
O5 U1 P2 94.3(2) 7_454 4 ?
O4 U1 P2 94.4(2) 7_455 4 ?
O5 U1 P2 28.1(2) 4 4 ?
O4 U1 P2 28.4(2) 4 4 ?
O9 U1 U1 84.7(3) . 6_454 ?
O10 U1 U1 93.9(3) . 6_454 ?
O2 U1 U1 119.9(3) . 6_454 ?
O5 U1 U1 34.3(2) 7_454 6_454 ?
O4 U1 U1 154.4(2) 7_455 6_454 ?
O5 U1 U1 88.4(2) 4 6_454 ?
O4 U1 U1 32.33(19) 4 6_454 ?
P2 U1 U1 60.24(7) 4 6_454 ?
O9 U1 U1 97.1(3) . 6_455 ?
O10 U1 U1 81.2(3) . 6_455 ?
O2 U1 U1 120.9(3) . 6_455 ?
O5 U1 U1 151.3(2) 7_454 6_455 ?
O4 U1 U1 35.2(2) 7_455 6_455 ?
O5 U1 U1 31.7(2) 4 6_455 ?
O4 U1 U1 86.83(19) 4 6_455 ?
P2 U1 U1 59.40(7) 4 6_455 ?
U1 U1 U1 119.16(3) 6_454 6_455 ?
O7 U2 O8 179.3(4) . . ?
O7 U2 O6 87.4(4) . . ?
O8 U2 O6 93.3(4) . . ?
O7 U2 O3 93.2(4) . 8 ?
O8 U2 O3 87.1(4) . 8 ?
O6 U2 O3 76.5(4) . 8 ?
O7 U2 O1 88.0(4) . 8_554 ?
O8 U2 O1 92.0(4) . 8_554 ?
O6 U2 O1 75.6(4) . 8_554 ?
O3 U2 O1 152.0(3) 8 8_554 ?
O7 U2 O2W 87.9(4) . . ?
O8 U2 O2W 91.6(4) . . ?
O6 U2 O2W 148.6(4) . . ?
O3 U2 O2W 72.8(3) 8 . ?
O1 U2 O2W 135.1(3) 8_554 . ?
O7 U2 O1W 94.5(4) . . ?
O8 U2 O1W 84.9(4) . . ?
O6 U2 O1W 145.5(4) . . ?
O3 U2 O1W 137.5(3) 8 . ?
O1 U2 O1W 70.0(3) 8_554 . ?
O2W U2 O1W 65.8(3) . . ?
O3 P1 O1 109.5(5) . . ?
O3 P1 O2 109.9(6) . . ?
O1 P1 O2 113.6(6) . . ?
O3 P1 C1 106.1(8) . . ?
O1 P1 C1 110.8(7) . . ?
O2 P1 C1 106.6(6) . . ?
O6 P2 O5 113.9(6) . . ?
O6 P2 O4 112.0(6) . . ?
O5 P2 O4 101.2(5) . . ?
O6 P2 C3 110.5(6) . . ?
O5 P2 C3 109.2(7) . . ?
O4 P2 C3 109.7(7) . . ?
O6 P2 U1 132.8(4) . 3 ?
O5 P2 U1 50.2(3) . 3 ?
O4 P2 U1 51.3(3) . 3 ?
C3 P2 U1 116.8(5) . 3 ?
P1 O1 U2 141.9(6) . 7_454 ?
P1 O2 U1 140.0(5) . . ?
P1 O3 U2 161.2(6) . 7_455 ?
P2 O4 U1 144.6(5) . 8 ?
P2 O4 U1 100.3(4) . 3 ?
U1 O4 U1 112.4(3) 8 3 ?
P2 O5 U1 141.9(6) . 8_554 ?
P2 O5 U1 101.6(4) . 3 ?
U1 O5 U1 113.9(4) 8_554 3 ?
P2 O6 U2 170.7(7) . . ?
U2 O1W H1A 112(4) . . ?
U2 O1W H1B 113(4) . . ?
H1A O1W H1B 111(5) . . ?
U2 O2W H2A 109(5) . . ?
U2 O2W H2B 133(6) . . ?
H2A O2W H2B 118(6) . . ?
C6 C1 C2 116.8(14) . . ?
C6 C1 P1 117.8(12) . . ?
C2 C1 P1 125.4(11) . . ?
C3 C2 C1 125.1(14) . . ?
C3 C2 H2 117.4 . . ?
C1 C2 H2 117.4 . . ?
C2 C3 C4 118.5(14) . . ?
C2 C3 P2 124.9(12) . . ?
C4 C3 P2 116.6(11) . . ?
C3 C4 C5 118.7(14) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C6 C5 C4 119.0(16) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C1 C6 C5 119.6(15) . . ?
C1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?

_refine_diff_density_max         1.943
_refine_diff_density_min         -1.907
_refine_diff_density_rms         0.321

_shelxl_version_number           2014-3

