# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 2011090'
loop_
_audit_author_name
_audit_author_address
'Jian-Bo xiongjianbo'
;East China University of Technology
China
;
_audit_update_record             
;
2020-06-21 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H8 O6 U'
_chemical_formula_weight         510.23

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.8713(4)
_cell_length_b                   14.5655(6)
_cell_length_c                   8.7376(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.3600(10)
_cell_angle_gamma                90.00
_cell_volume                     1351.49(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12220
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       cuboid
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    12.034
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.1970
_exptl_absorpt_correction_T_max  0.2490
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'D8 QUEST'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            14661
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.06
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2372
_reflns_number_gt                2049
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0178P)²+1.6641P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2372
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0175
_refine_ls_wR_factor_ref         0.0393
_refine_ls_wR_factor_gt          0.0373
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.8088(3) -0.15567(19) 0.0310(3) 0.0245(7) Uani 1 1 d . . .
O5 O 0.3820(3) 0.3832(2) -0.2659(3) 0.0279(7) Uani 1 1 d . . .
O1 O 0.8148(3) -0.24879(19) 0.2326(3) 0.0253(7) Uani 1 1 d . . .
C1 C 0.8520(4) -0.1772(3) 0.1716(5) 0.0195(9) Uani 1 1 d . . .
U1 U 0.353521(14) 0.273410(11) -0.345917(17) 0.01911(6) Uani 1 1 d . . .
C11 C 0.6571(4) 0.1348(3) -0.0233(4) 0.0196(9) Uani 1 1 d . . .
C14 C 0.5547(4) 0.1904(3) -0.1161(5) 0.0219(9) Uani 1 1 d . . .
O4 O 0.5690(3) 0.2292(2) -0.2397(3) 0.0324(7) Uani 1 1 d . . .
O3 O 0.4469(3) 0.19884(19) -0.0763(3) 0.0221(6) Uani 1 1 d . . .
O6 O 0.3283(3) 0.1620(2) -0.4180(3) 0.0301(7) Uani 1 1 d . . .
C10 C 0.7776(4) 0.1431(3) -0.0488(5) 0.0235(10) Uani 1 1 d . . .
H10 H 0.7934 0.1837 -0.1245 0.028 Uiso 1 1 calc R . .
C12 C 0.6347(4) 0.0721(3) 0.0883(4) 0.0214(9) Uani 1 1 d . . .
H12 H 0.5539 0.0656 0.1062 0.026 Uiso 1 1 calc R . .
C6 C 1.0669(4) 0.0209(3) 0.3177(5) 0.0297(11) Uani 1 1 d . . .
H6 H 1.0732 0.0839 0.3033 0.036 Uiso 1 1 calc R . .
C2 C 0.9533(4) -0.1197(3) 0.2654(4) 0.0203(9) Uani 1 1 d . . .
C5 C 1.1649(4) -0.0244(3) 0.4127(5) 0.0360(12) Uani 1 1 d . . .
H5 H 1.2371 0.0076 0.4596 0.043 Uiso 1 1 calc R . .
C3 C 1.0503(4) -0.1641(3) 0.3664(5) 0.0297(11) Uani 1 1 d . . .
H3 H 1.0437 -0.2265 0.3858 0.036 Uiso 1 1 calc R . .
C4 C 1.1569(4) -0.1168(3) 0.4389(5) 0.0374(12) Uani 1 1 d . . .
H4 H 1.2227 -0.1473 0.5050 0.045 Uiso 1 1 calc R . .
C13 C 0.7308(4) 0.0202(3) 0.1713(5) 0.0235(10) Uani 1 1 d . . .
H13 H 0.7145 -0.0216 0.2449 0.028 Uiso 1 1 calc R . .
C7 C 0.9587(4) -0.0245(3) 0.2424(4) 0.0207(9) Uani 1 1 d . . .
C9 C 0.8747(4) 0.0916(3) 0.0372(5) 0.0241(10) Uani 1 1 d . . .
H9 H 0.9558 0.0992 0.0207 0.029 Uiso 1 1 calc R . .
C8 C 0.8535(4) 0.0290(3) 0.1471(5) 0.0204(9) 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
O2 C1 1.257(4) . ?
O2 U1 2.361(3) 2_644 ?
O5 U1 1.747(3) . ?
O1 C1 1.276(5) . ?
O1 U1 2.288(3) 3_655 ?
C1 C2 1.483(6) . ?
U1 O6 1.741(3) . ?
U1 O1 2.288(3) 3_655 ?
U1 O2 2.361(3) 2_654 ?
U1 O4 2.416(3) . ?
U1 O3 2.475(3) 4_565 ?
U1 O3 2.595(3) . ?
C11 C10 1.381(6) . ?
C11 C12 1.395(5) . ?
C11 C14 1.472(6) . ?
C14 O4 1.258(5) . ?
C14 O3 1.297(5) . ?
O3 U1 2.475(3) 4_566 ?
C10 C9 1.379(6) . ?
C12 C13 1.365(5) . ?
C6 C5 1.373(6) . ?
C6 C7 1.386(6) . ?
C2 C3 1.382(6) . ?
C2 C7 1.405(5) . ?
C5 C4 1.370(6) . ?
C3 C4 1.381(6) . ?
C13 C8 1.401(5) . ?
C7 C8 1.483(5) . ?
C9 C8 1.379(6) . ?

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
C1 O2 U1 128.9(3) . 2_644 ?
C1 O1 U1 131.6(3) . 3_655 ?
O2 C1 O1 121.8(4) . . ?
O2 C1 C2 118.5(4) . . ?
O1 C1 C2 119.7(4) . . ?
O6 U1 O5 177.56(13) . . ?
O6 U1 O1 86.10(12) . 3_655 ?
O5 U1 O1 93.43(12) . 3_655 ?
O6 U1 O2 97.09(12) . 2_654 ?
O5 U1 O2 85.18(12) . 2_654 ?
O1 U1 O2 79.36(10) 3_655 2_654 ?
O6 U1 O4 87.42(12) . . ?
O5 U1 O4 90.93(12) . . ?
O1 U1 O4 126.29(10) 3_655 . ?
O2 U1 O4 154.30(10) 2_654 . ?
O6 U1 O3 85.31(11) . 4_565 ?
O5 U1 O3 96.18(11) . 4_565 ?
O1 U1 O3 152.06(10) 3_655 4_565 ?
O2 U1 O3 75.40(9) 2_654 4_565 ?
O4 U1 O3 79.79(9) . 4_565 ?
O6 U1 O3 86.49(11) . . ?
O5 U1 O3 91.07(11) . . ?
O1 U1 O3 74.65(9) 3_655 . ?
O2 U1 O3 153.47(9) 2_654 . ?
O4 U1 O3 51.74(9) . . ?
O3 U1 O3 131.13(11) 4_565 . ?
C10 C11 C12 118.9(4) . . ?
C10 C11 C14 119.6(4) . . ?
C12 C11 C14 121.4(4) . . ?
O4 C14 O3 118.2(4) . . ?
O4 C14 C11 120.2(4) . . ?
O3 C14 C11 121.6(4) . . ?
C14 O4 U1 99.3(2) . . ?
C14 O3 U1 141.7(2) . 4_566 ?
C14 O3 U1 89.8(2) . . ?
U1 O3 U1 121.40(11) 4_566 . ?
C9 C10 C11 120.4(4) . . ?
C13 C12 C11 120.4(4) . . ?
C5 C6 C7 121.8(4) . . ?
C3 C2 C7 120.3(4) . . ?
C3 C2 C1 117.6(4) . . ?
C7 C2 C1 121.8(4) . . ?
C4 C5 C6 120.3(4) . . ?
C4 C3 C2 120.6(4) . . ?
C5 C4 C3 119.4(4) . . ?
C12 C13 C8 120.9(4) . . ?
C6 C7 C2 117.4(4) . . ?
C6 C7 C8 119.3(4) . . ?
C2 C7 C8 123.3(4) . . ?
C8 C9 C10 121.1(4) . . ?
C9 C8 C13 118.1(4) . . ?
C9 C8 C7 121.0(4) . . ?
C13 C8 C7 120.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.727
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.113
####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2011091'
loop_
_audit_author_name
_audit_author_address
'Jian-Bo xiongjianbo'
;East China University of Technology
China
;
_audit_update_record             
;
2020-06-21 deposited with the CCDC.	2020-08-24 downloaded from the CCDC.
;
_audit_creation_date             2020-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H17 N O7 U'
_chemical_formula_sum            'C19 H17 N O7 U'
_chemical_formula_weight         609.37
_chemical_melting_point          ?
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 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.4923(11)
_cell_length_b                   15.3276(17)
_cell_length_c                   12.1504(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.178(3)
_cell_angle_gamma                90.00
_cell_volume                     1938.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9781
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      27.59
_cell_measurement_theta_min      3.15
_exptl_absorpt_coefficient_mu    8.413
_exptl_absorpt_correction_T_max  0.3463
_exptl_absorpt_correction_T_min  0.2840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.088
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cuboid
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            56670
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         3.05
_diffrn_ambient_temperature      299.85
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3025
_reflns_number_total             3433
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         2.082
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3433
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0242
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0252P)²+7.6493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0555
_refine_ls_wR_factor_ref         0.0601
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 N1, C22, C19
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N1, C22
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
N1 \\sim C22: within 2A with sigma of 0.02 and sigma for terminal atoms of 0.04
C22 \\sim N1: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.04
4.a Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C12(H12), C13(H13)
4.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
U1 U -0.107153(16) 1.035802(12) 0.188192(15) 0.02645(8) Uani 1 d . . . .
O1 O 0.0822(3) 0.9626(2) 0.1550(3) 0.0349(8) Uani 1 d . . . .
O2 O 0.1573(3) 0.9973(2) -0.0014(3) 0.0312(8) Uani 1 d . . . .
O3 O -0.2666(4) 0.6149(3) 0.1847(3) 0.0488(10) Uani 1 d . . . .
O4 O -0.1764(3) 0.5924(3) 0.3544(3) 0.0415(9) Uani 1 d . . . .
O5 O 0.0233(4) 1.0413(3) 0.3591(4) 0.0569(12) Uani 1 d . . . .
O6 O -0.0462(4) 1.1358(3) 0.1475(3) 0.0451(10) Uani 1 d . . . .
O7 O -0.1702(4) 0.9353(3) 0.2248(3) 0.0404(9) Uani 1 d . . . .
N1 N 0.2154(9) 1.0616(6) 0.4553(6) 0.096(2) Uani 1 d . . . U
C1 C 0.1641(4) 0.9568(3) 0.0887(4) 0.0254(10) Uani 1 d . . . .
C2 C 0.2799(4) 0.9023(3) 0.1243(4) 0.0256(10) Uani 1 d . . . .
C3 C 0.2761(4) 0.8234(3) 0.1816(4) 0.0280(10) Uani 1 d . . . .
C4 C 0.3923(5) 0.7838(4) 0.2183(5) 0.0405(13) Uani 1 d . . . .
H4 H 0.3918 0.7310 0.2561 0.049 Uiso 1 calc . . R .
C5 C 0.5086(5) 0.8196(4) 0.2010(5) 0.0448(14) Uani 1 d . . . .
H5 H 0.5848 0.7917 0.2283 0.054 Uiso 1 calc . . R .
C6 C 0.5115(5) 0.8968(4) 0.1432(5) 0.0414(13) Uani 1 d . . . .
H6 H 0.5897 0.9209 0.1304 0.050 Uiso 1 calc . . R .
C7 C 0.3983(5) 0.9377(4) 0.1046(5) 0.0345(12) Uani 1 d . . . .
H7 H 0.4000 0.9895 0.0649 0.041 Uiso 1 calc . . R .
C8 C 0.1560(5) 0.7769(3) 0.2008(4) 0.0311(11) Uani 1 d . . . .
C9 C 0.0520(5) 0.7683(3) 0.1192(5) 0.0337(12) Uani 1 d . . . .
H9 H 0.0538 0.7958 0.0512 0.040 Uiso 1 calc . . R .
C10 C -0.0545(5) 0.7196(4) 0.1372(4) 0.0361(12) Uani 1 d . . . .
H10 H -0.1234 0.7150 0.0814 0.043 Uiso 1 calc . . R .
C11 C -0.0594(5) 0.6778(3) 0.2373(4) 0.0337(11) Uani 1 d . . . .
C12 C 0.0445(5) 0.6857(4) 0.3200(5) 0.0429(14) Uani 1 d . . . .
H12 H 0.0426 0.6579 0.3878 0.052 Uiso 1 calc . . R .
C13 C 0.1502(5) 0.7348(4) 0.3016(5) 0.0420(14) Uani 1 d . . . .
H13 H 0.2188 0.7398 0.3576 0.050 Uiso 1 calc . . R .
C14 C -0.1727(5) 0.6257(4) 0.2596(4) 0.0360(12) Uani 1 d . . . .
C15 C 0.1055(8) 1.0724(6) 0.4273(6) 0.072(2) Uani 1 d . . . .
C19 C 0.2928(7) 1.1042(6) 0.5417(5) 0.070(2) Uani 1 d . . . U
H19A H 0.3713 1.1273 0.5185 0.084 Uiso 1 calc . . R .
H19B H 0.3127 1.0676 0.6067 0.084 Uiso 1 calc . . R .
C20 C 0.1910(13) 1.1788(7) 0.5594(9) 0.115(4) Uani 1 d . . . .
H20A H 0.1913 1.1904 0.6379 0.138 Uiso 1 calc . . R .
H20B H 0.2131 1.2323 0.5235 0.138 Uiso 1 calc . . R .
C21 C 0.0671(9) 1.1494(6) 0.5123(6) 0.078(2) Uani 1 d . . . .
H21A H 0.0182 1.1958 0.4725 0.093 Uiso 1 calc . . R .
H21B H 0.0185 1.1260 0.5685 0.093 Uiso 1 calc . . R .
C22 C 0.2766(11) 0.9926(9) 0.4018(9) 0.121(4) Uani 1 d . . . U
H22A H 0.2262 0.9404 0.4024 0.182 Uiso 1 calc . . GR .
H22B H 0.3607 0.9824 0.4407 0.182 Uiso 1 calc . . GR .
H22C H 0.2839 1.0089 0.3266 0.182 Uiso 1 calc . . GR .


_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 2.360(3) . ?
U1 O2 2.321(3) 3_575 ?
U1 O3 2.474(4) 2_455 ?
U1 O4 2.426(4) 2_455 ?
U1 O5 2.341(4) . ?
U1 O6 1.756(4) . ?
U1 O7 1.756(4) . ?
U1 C14 2.829(5) 2_455 ?
O1 C1 1.253(6) . ?
O2 U1 2.321(3) 3_575 ?
O2 C1 1.252(6) . ?
O3 U1 2.474(4) 2_445 ?
O3 C14 1.266(6) . ?
O4 U1 2.426(4) 2_445 ?
O4 C14 1.264(6) . ?
O5 C15 1.217(9) . ?
N1 C15 1.172(11) . ?
N1 C19 1.406(10) . ?
N1 C22 1.434(13) . ?
C1 C2 1.494(6) . ?
C2 C3 1.398(7) . ?
C2 C7 1.403(7) . ?
C3 C4 1.386(7) . ?
C3 C8 1.491(7) . ?
C4 C5 1.377(8) . ?
C5 C6 1.379(8) . ?
C6 C7 1.374(8) . ?
C8 C9 1.386(7) . ?
C8 C13 1.393(7) . ?
C9 C10 1.383(7) . ?
C10 C11 1.382(7) . ?
C11 C12 1.392(8) . ?
C11 C14 1.485(7) . ?
C12 C13 1.381(8) . ?
C14 U1 2.829(5) 2_445 ?
C15 C21 1.651(12) . ?
C19 C20 1.597(14) . ?
C20 C21 1.427(13) . ?

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 O3 150.17(12) . 2_455 ?
O1 U1 O4 156.85(12) . 2_455 ?
O1 U1 C14 176.71(14) . 2_455 ?
O2 U1 O1 79.74(12) 3_575 . ?
O2 U1 O3 130.08(12) 3_575 2_455 ?
O2 U1 O4 77.17(12) 3_575 2_455 ?
O2 U1 O5 155.66(14) 3_575 . ?
O2 U1 C14 103.54(14) 3_575 2_455 ?
O3 U1 C14 26.55(14) 2_455 2_455 ?
O4 U1 O3 52.96(12) 2_455 2_455 ?
O4 U1 C14 26.45(14) 2_455 2_455 ?
O5 U1 O1 75.95(14) . . ?
O5 U1 O3 74.22(14) . 2_455 ?
O5 U1 O4 127.16(13) . 2_455 ?
O5 U1 C14 100.76(15) . 2_455 ?
O6 U1 O1 91.32(16) . . ?
O6 U1 O2 87.77(16) . 3_575 ?
O6 U1 O3 89.42(17) . 2_455 ?
O6 U1 O4 89.53(17) . 2_455 ?
O6 U1 O5 91.46(18) . . ?
O6 U1 C14 88.52(17) . 2_455 ?
O7 U1 O1 88.72(15) . . ?
O7 U1 O2 90.54(16) . 3_575 ?
O7 U1 O3 91.40(17) . 2_455 ?
O7 U1 O4 89.76(16) . 2_455 ?
O7 U1 O5 90.23(18) . . ?
O7 U1 O6 178.27(18) . . ?
O7 U1 C14 91.54(17) . 2_455 ?
C1 O1 U1 143.5(3) . . ?
C1 O2 U1 136.7(3) . 3_575 ?
C14 O3 U1 92.6(3) . 2_445 ?
C14 O4 U1 94.8(3) . 2_445 ?
C15 O5 U1 154.8(5) . . ?
C15 N1 C19 127.3(10) . . ?
C15 N1 C22 116.9(10) . . ?
C19 N1 C22 115.6(9) . . ?
O1 C1 O2 124.0(4) . . ?
O1 C1 C2 116.9(4) . . ?
O2 C1 C2 119.1(4) . . ?
C3 C2 C1 123.7(4) . . ?
C3 C2 C7 120.1(4) . . ?
C7 C2 C1 116.1(4) . . ?
C2 C3 C8 124.7(4) . . ?
C4 C3 C2 117.4(4) . . ?
C4 C3 C8 117.8(5) . . ?
C5 C4 C3 122.5(5) . . ?
C4 C5 C6 119.8(5) . . ?
C7 C6 C5 119.5(5) . . ?
C6 C7 C2 120.7(5) . . ?
C9 C8 C3 122.6(5) . . ?
C9 C8 C13 117.9(5) . . ?
C13 C8 C3 119.4(5) . . ?
C10 C9 C8 121.2(5) . . ?
C11 C10 C9 120.6(5) . . ?
C10 C11 C12 118.9(5) . . ?
C10 C11 C14 121.9(5) . . ?
C12 C11 C14 119.2(5) . . ?
C13 C12 C11 120.2(5) . . ?
C12 C13 C8 121.2(5) . . ?
O3 C14 U1 60.9(3) . 2_445 ?
O3 C14 C11 120.6(5) . . ?
O4 C14 U1 58.7(3) . 2_445 ?
O4 C14 O3 119.5(5) . . ?
O4 C14 C11 119.9(5) . . ?
C11 C14 U1 176.1(4) . 2_445 ?
O5 C15 C21 119.9(7) . . ?
N1 C15 O5 136.8(11) . . ?
N1 C15 C21 103.2(8) . . ?
N1 C19 C20 95.7(7) . . ?
C21 C20 C19 108.1(8) . . ?
C20 C21 C15 101.2(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
