#------------------------------------------------------------------------------
#$Date: 2024-07-05 16:41:46 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292844 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/29/7132930.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7132930
loop_
_publ_author_name
'Yang, Xiaofan'
'Fang, Dong'
'Wang, Shihui'
'Tian, Zhenjiang'
'Xu, Lei'
'Liu, Jiyong'
'Zhang, Anyun'
'Xiao, Chengliang'
_publ_section_title
;
 Epimerization effects on coordination behaviours of phenanthroline-based
 phosphine-oxide ligands with uranyl ions.
;
_journal_issue                   38
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5042
_journal_page_last               5045
_journal_paper_doi               10.1039/d4cc00258j
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         '2(C28 H26 N3 O7 P2 U), 0.5(H4 O2), 2(C3 H6 O)'
_chemical_formula_sum            'C62 H66 N6 O17 P4 U2'
_chemical_formula_weight         1767.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-31
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-03-31 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.1570(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.0258(11)
_cell_length_b                   12.8733(5)
_cell_length_c                   16.8307(6)
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    170.00
_cell_measurement_theta_max      60.624
_cell_measurement_theta_min      2.842
_cell_volume                     6133.6(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      170.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_unetI/netI     0.0626
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5502
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.902
_diffrn_reflns_theta_min         2.716
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           3.57
_diffrn_source_power             0.24954300000000001
_diffrn_source_target            Mo
_diffrn_source_voltage           69.9
_exptl_absorpt_coefficient_mu    12.167
_exptl_absorpt_correction_T_max  0.7519
_exptl_absorpt_correction_T_min  0.5598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1018 before and 0.0843 after correction.
The Ratio of minimum to maximum transmission is 0.7445.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_description       plate
_exptl_crystal_F_000             3440
_exptl_crystal_size_max          0.114
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.052
_refine_diff_density_max         3.308
_refine_diff_density_min         -2.140
_refine_diff_density_rms         0.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         5502
_refine_ls_number_restraints     96
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0470
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0334P)²+44.3724P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1121
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5299
_reflns_number_total             5502
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc00258j2.cif
_cod_data_source_block           230220_yxf_a2
_cod_depositor_comments
'Adding full bibliography for 7132930--7132933.cif.'
_cod_database_code               7132930
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_max   0.570
_shelx_estimated_absorpt_t_min   0.338
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.50(2)
 0.50(2)
2. 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, All O(H,H) groups
3. Restrained distances
 O11-C1G
 1.21 with sigma of 0.02
 C1G-C1H = C1G-C1I
 1.5 with sigma of 0.02
 O12-C1J
 1.21 with sigma of 0.02
 C1J-C1K = C1J-C1L
 1.5 with sigma of 0.02
 C1H-C1G = C1G-C1I
 1.52 with sigma of 0.02
 C1L-C1J = C1J-C1K
 1.52 with sigma of 0.02
 O12-C1J = O11-C1G
 1.2 with sigma of 0.005
 O11-C1H = O11-C1I
 2.38 with sigma of 0.04
 O12-C1K = O12-C1L
 2.38 with sigma of 0.04
 C1H-C1I
 2.564 with sigma of 0.04
 C1L-C1K
 2.564 with sigma of 0.04
 C1G-C1H \\sim C1G-C1I
 with sigma of 0.02
 C1H-O11 \\sim C1I-O11
 with sigma of 0.04
 C1J-C1K \\sim C1J-C1L
 with sigma of 0.02
 C1K-O12 \\sim C1L-O12
 with sigma of 0.04
4. Restrained planarity
 O11, C1G, C1H, C1I
 with sigma of 0.05
 O12, C1J, C1K, C1L
 with sigma of 0.05
5. Uiso/Uaniso restraints and constraints
O11 \\sim C1G \\sim C1H \\sim C1I: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
C1G \\sim O11 \\sim C1H \\sim C1I: within 2A with sigma of 0.001 and sigma for
terminal atoms of 0.002 within 2A
O12 \\sim C1J \\sim C1K \\sim C1L: within 2A with sigma of 0.001 and sigma for
terminal atoms of 0.002 within 2A
6. Rigid body (RIGU) restrains
 O11, C1G, C1H, C1I
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O12, C1J, C1K, C1L
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(O12)=Sof(C1J)=Sof(C1K)=Sof(H1KA)=Sof(H1KB)=Sof(H1KC)=Sof(C1L)=Sof(H1LA)=
 Sof(H1LB)=Sof(H1LC)=1-FVAR(1)
 Sof(O11)=Sof(C1G)=Sof(C1H)=Sof(H1HA)=Sof(H1HB)=Sof(H1HC)=Sof(C1I)=Sof(H1IA)=
 Sof(H1IB)=Sof(H1IC)=FVAR(1)
 Fixed Sof: H9A(0.5) H9B(0.5)
8.a Everything fixed:
 O9, H9A, H9B
8.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C21(H21A,H21B)
8.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C16(H16),
 C17(H17), C18(H18), C19(H19), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
8.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C22(H22A,H22B,H22C), C1H(H1HA,H1HB,H1HC), C1I(H1IA,H1IB,
 H1IC), C1K(H1KA,H1KB,H1KC), C1L(H1LA,H1LB,H1LC)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 0.72936(2) 0.41764(2) 0.59623(2) 0.02844(11) Uani 1 1 d . . . . .
P1 P 0.84937(6) 0.48221(14) 0.72758(11) 0.0319(4) Uani 1 1 d . . . . .
P2 P 0.61697(6) 0.47073(16) 0.42277(12) 0.0364(4) Uani 1 1 d . . . . .
O1 O 0.80924(18) 0.4054(4) 0.6985(4) 0.0360(11) Uani 1 1 d . . . . .
O2 O 0.6521(2) 0.3981(5) 0.4875(4) 0.0468(13) Uani 1 1 d . . . . .
O6 O 0.7496(2) 0.3951(5) 0.5141(3) 0.0422(12) Uani 1 1 d . . . . .
O7 O 0.70863(18) 0.4488(4) 0.6765(3) 0.0369(11) Uani 1 1 d . . . . .
N1 N 0.7765(2) 0.6036(4) 0.6403(4) 0.0284(11) Uani 1 1 d . . . . .
N2 N 0.6847(2) 0.5978(5) 0.5197(4) 0.0331(13) Uani 1 1 d . . . . .
C1 C 0.8854(3) 0.4821(7) 0.8423(5) 0.0428(18) Uani 1 1 d . . . . .
H1A H 0.908058 0.540501 0.856710 0.051 Uiso 1 1 calc R U . . .
H1B H 0.865083 0.492740 0.874224 0.051 Uiso 1 1 calc R U . . .
C2 C 0.9127(4) 0.3794(9) 0.8721(6) 0.065(3) Uani 1 1 d . . . . .
H2A H 0.939790 0.379235 0.856219 0.098 Uiso 1 1 calc R U . . .
H2B H 0.891833 0.321040 0.843563 0.098 Uiso 1 1 calc R U . . .
H2C H 0.923922 0.372651 0.935370 0.098 Uiso 1 1 calc R U . . .
C3 C 0.8862(2) 0.4677(6) 0.6704(4) 0.0355(15) Uani 1 1 d . . . . .
C4 C 0.8724(3) 0.3986(7) 0.5995(5) 0.0414(17) Uani 1 1 d . . . . .
H4 H 0.844223 0.358963 0.583434 0.050 Uiso 1 1 calc R U . . .
C5 C 0.9008(3) 0.3893(9) 0.5526(6) 0.054(2) Uani 1 1 d . . . . .
H5 H 0.892081 0.342462 0.504956 0.065 Uiso 1 1 calc R U . . .
C6 C 0.9410(3) 0.4472(9) 0.5757(6) 0.055(2) Uani 1 1 d . . . . .
H6 H 0.960046 0.440085 0.543960 0.066 Uiso 1 1 calc R U . . .
C7 C 0.9543(3) 0.5166(8) 0.6448(6) 0.054(2) Uani 1 1 d . . . . .
H7 H 0.981977 0.557377 0.659395 0.065 Uiso 1 1 calc R U . . .
C8 C 0.9272(2) 0.5265(7) 0.6927(5) 0.0422(17) Uani 1 1 d . . . . .
H8 H 0.936627 0.573240 0.740551 0.051 Uiso 1 1 calc R U . . .
C9 C 0.8217(2) 0.6069(6) 0.6974(4) 0.0292(13) Uani 1 1 d . . . . .
C10 C 0.8453(3) 0.7015(6) 0.7341(5) 0.0353(15) Uani 1 1 d . . . . .
H10 H 0.877128 0.700953 0.776162 0.042 Uiso 1 1 calc R U . . .
C11 C 0.8216(3) 0.7920(7) 0.7080(5) 0.0422(17) Uani 1 1 d . . . . .
H11 H 0.836951 0.855708 0.731622 0.051 Uiso 1 1 calc R U . . .
C12 C 0.7746(3) 0.7926(6) 0.6464(5) 0.0351(15) Uani 1 1 d . . . . .
C13 C 0.7530(2) 0.6941(5) 0.6138(4) 0.0282(13) Uani 1 1 d . . . . .
C14 C 0.7057(2) 0.6927(6) 0.5514(4) 0.0308(14) Uani 1 1 d . . . . .
C15 C 0.6805(3) 0.7875(6) 0.5221(5) 0.0369(16) Uani 1 1 d . . . . .
C16 C 0.7039(3) 0.8826(7) 0.5579(5) 0.0434(18) Uani 1 1 d . . . . .
H16 H 0.687251 0.946119 0.539409 0.052 Uiso 1 1 calc R U . . .
C17 C 0.7483(3) 0.8848(6) 0.6163(5) 0.0397(16) Uani 1 1 d . . . . .
H17 H 0.762738 0.949823 0.638385 0.048 Uiso 1 1 calc R U . . .
C18 C 0.6334(3) 0.7839(7) 0.4616(5) 0.0431(18) Uani 1 1 d . . . . .
H18 H 0.615548 0.845980 0.443241 0.052 Uiso 1 1 calc R U . . .
C19 C 0.6132(3) 0.6891(7) 0.4290(5) 0.0423(17) Uani 1 1 d . . . . .
H19 H 0.581676 0.684751 0.386232 0.051 Uiso 1 1 calc R U . . .
C20 C 0.6407(3) 0.5986(6) 0.4608(5) 0.0337(15) Uani 1 1 d . . . . .
C21 C 0.5575(3) 0.4605(8) 0.4169(5) 0.050(2) Uani 1 1 d . . . . .
H21A H 0.558120 0.473478 0.475282 0.060 Uiso 1 1 calc R U . . .
H21B H 0.537481 0.514476 0.376897 0.060 Uiso 1 1 calc R U . . .
C22 C 0.5365(4) 0.3564(9) 0.3857(11) 0.092(4) Uani 1 1 d . . . . .
H22A H 0.503992 0.354861 0.381350 0.138 Uiso 1 1 calc R U . . .
H22B H 0.555209 0.303011 0.426859 0.138 Uiso 1 1 calc R U . . .
H22C H 0.536314 0.342680 0.328282 0.138 Uiso 1 1 calc R U . . .
C23 C 0.6144(2) 0.4528(6) 0.3157(5) 0.0373(15) Uani 1 1 d . . . . .
C24 C 0.5804(3) 0.5032(7) 0.2447(5) 0.0462(19) Uani 1 1 d . . . . .
H24 H 0.558691 0.548928 0.253321 0.055 Uiso 1 1 calc R U . . .
C25 C 0.5780(3) 0.4878(9) 0.1625(6) 0.056(2) Uani 1 1 d . . . . .
H25 H 0.554378 0.521634 0.114011 0.067 Uiso 1 1 calc R U . . .
C26 C 0.6103(4) 0.4224(8) 0.1512(7) 0.061(3) Uani 1 1 d . . . . .
H26 H 0.608409 0.409995 0.094228 0.073 Uiso 1 1 calc R U . . .
C27 C 0.6453(3) 0.3746(9) 0.2216(6) 0.056(2) Uani 1 1 d . . . . .
H27 H 0.667893 0.331386 0.213148 0.067 Uiso 1 1 calc R U . . .
C28 C 0.6474(3) 0.3897(7) 0.3037(6) 0.0468(19) Uani 1 1 d . . . . .
H28 H 0.671493 0.357032 0.352259 0.056 Uiso 1 1 calc R U . . .
O3 O 0.75839(19) 0.2483(4) 0.6748(4) 0.0459(13) Uani 1 1 d . . . . .
O4 O 0.6888(2) 0.2438(4) 0.5769(4) 0.0475(14) Uani 1 1 d . . . . .
O5 O 0.7172(2) 0.1068(4) 0.6560(4) 0.0427(12) Uani 1 1 d . . . . .
N3 N 0.7213(2) 0.1963(5) 0.6369(4) 0.0340(13) Uani 1 1 d . . . . .
O9 O 0.500000 0.665110 0.250000 0.050 Uani 1 2 d S T P . .
H9A H 0.483860 0.701090 0.272370 0.075 Uiso 0.5 1 d . U P A -1
H9B H 0.528440 0.685300 0.259440 0.075 Uiso 0.5 1 d . U P B -1
O11 O 0.9595(4) 0.7252(11) 0.8282(8) 0.058(3) Uani 0.514(17) 1 d D U P C 1
C1G C 0.9783(5) 0.7328(10) 0.9056(8) 0.060(3) Uani 0.514(17) 1 d D U P C 1
C1H C 1.0038(8) 0.8267(13) 0.9428(16) 0.060(3) Uani 0.514(17) 1 d D U P C 1
H1HA H 1.011722 0.828187 1.005410 0.091 Uiso 0.514(17) 1 calc R U P C 1
H1HB H 0.984196 0.887033 0.914847 0.091 Uiso 0.514(17) 1 calc R U P C 1
H1HC H 1.032973 0.828929 0.933333 0.091 Uiso 0.514(17) 1 calc R U P C 1
C1I C 0.9733(6) 0.6478(13) 0.9557(11) 0.062(3) Uani 0.514(17) 1 d D U P C 1
H1IA H 0.941679 0.617734 0.926380 0.093 Uiso 0.514(17) 1 calc R U P C 1
H1IB H 0.977748 0.672521 1.013628 0.093 Uiso 0.514(17) 1 calc R U P C 1
H1IC H 0.997097 0.594775 0.961549 0.093 Uiso 0.514(17) 1 calc R U P C 1
O12 O 1.0107(6) 0.7936(14) 0.9477(11) 0.079(4) Uani 0.486(17) 1 d D U P C 2
C1J C 0.9737(5) 0.7495(12) 0.9143(10) 0.079(4) Uani 0.486(17) 1 d D U P C 2
C1K C 0.9327(6) 0.7651(18) 0.9341(14) 0.078(4) Uani 0.486(17) 1 d D U P C 2
H1KA H 0.942848 0.768321 0.997322 0.117 Uiso 0.486(17) 1 calc R U P C 2
H1KB H 0.910638 0.707246 0.910383 0.117 Uiso 0.486(17) 1 calc R U P C 2
H1KC H 0.917101 0.830360 0.907799 0.117 Uiso 0.486(17) 1 calc R U P C 2
C1L C 0.9688(9) 0.6748(18) 0.8466(14) 0.080(4) Uani 0.486(17) 1 d D U P C 2
H1LA H 0.937374 0.681456 0.799024 0.120 Uiso 0.486(17) 1 calc R U P C 2
H1LB H 0.972803 0.604385 0.870641 0.120 Uiso 0.486(17) 1 calc R U P C 2
H1LC H 0.992948 0.688145 0.824287 0.120 Uiso 0.486(17) 1 calc R U P C 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -3.9641 10.8496 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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 N1 65.11(17) . . ?
O1 U1 N2 125.05(17) . . ?
O1 U1 O3 61.24(17) . . ?
O1 U1 O4 110.60(17) . . ?
O2 U1 O1 169.4(2) . . ?
O2 U1 N1 124.25(18) . . ?
O2 U1 N2 64.39(19) . . ?
O2 U1 O3 110.26(18) . . ?
O2 U1 O4 60.70(18) . . ?
O6 U1 O1 87.5(2) . . ?
O6 U1 O2 87.1(2) . . ?
O6 U1 O7 176.3(2) . . ?
O6 U1 N1 92.0(2) . . ?
O6 U1 N2 92.6(2) . . ?
O6 U1 O3 96.0(2) . . ?
O6 U1 O4 94.1(2) . . ?
O7 U1 O1 93.4(2) . . ?
O7 U1 O2 92.6(2) . . ?
O7 U1 N1 85.2(2) . . ?
O7 U1 N2 84.0(2) . . ?
O7 U1 O3 87.6(2) . . ?
O7 U1 O4 88.9(2) . . ?
N2 U1 N1 59.97(18) . . ?
O3 U1 N1 125.22(17) . . ?
O3 U1 N2 169.73(18) . . ?
O3 U1 O4 49.57(17) . . ?
O4 U1 N1 172.42(18) . . ?
O4 U1 N2 124.16(18) . . ?
O1 P1 C1 114.7(4) . . ?
O1 P1 C3 112.6(3) . . ?
O1 P1 C9 105.0(3) . . ?
C1 P1 C9 108.7(4) . . ?
C3 P1 C1 109.1(4) . . ?
C3 P1 C9 106.3(3) . . ?
O2 P2 C20 103.9(3) . . ?
O2 P2 C21 114.3(4) . . ?
O2 P2 C23 111.7(4) . . ?
C20 P2 C21 110.1(4) . . ?
C23 P2 C20 108.6(4) . . ?
C23 P2 C21 108.2(4) . . ?
P1 O1 U1 132.1(3) . . ?
P2 O2 U1 134.2(3) . . ?
C9 N1 U1 120.5(5) . . ?
C9 N1 C13 118.4(6) . . ?
C13 N1 U1 120.5(4) . . ?
C14 N2 U1 119.9(4) . . ?
C20 N2 U1 121.9(5) . . ?
C20 N2 C14 117.5(6) . . ?
P1 C1 H1A 109.3 . . ?
P1 C1 H1B 109.3 . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 P1 111.6(6) . . ?
C2 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C4 C3 P1 118.9(6) . . ?
C8 C3 P1 120.9(6) . . ?
C8 C3 C4 120.1(7) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(8) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.1(9) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.9(8) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.2(8) . . ?
C8 C7 H7 119.9 . . ?
C3 C8 H8 120.2 . . ?
C7 C8 C3 119.7(8) . . ?
C7 C8 H8 120.2 . . ?
N1 C9 P1 114.5(5) . . ?
N1 C9 C10 122.8(7) . . ?
C10 C9 P1 122.7(5) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 C9 118.7(7) . . ?
C11 C10 H10 120.7 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.6(7) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C13 117.3(7) . . ?
C11 C12 C17 122.9(7) . . ?
C17 C12 C13 119.8(7) . . ?
N1 C13 C12 122.2(6) . . ?
N1 C13 C14 119.4(6) . . ?
C14 C13 C12 118.4(6) . . ?
N2 C14 C13 118.7(6) . . ?
N2 C14 C15 121.1(6) . . ?
C13 C14 C15 120.1(7) . . ?
C14 C15 C16 118.5(7) . . ?
C18 C15 C14 119.0(7) . . ?
C18 C15 C16 122.5(7) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.9(7) . . ?
C17 C16 H16 119.1 . . ?
C12 C17 H17 119.3 . . ?
C16 C17 C12 121.3(7) . . ?
C16 C17 H17 119.3 . . ?
C15 C18 H18 120.4 . . ?
C19 C18 C15 119.3(7) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 120.9 . . ?
C18 C19 C20 118.3(7) . . ?
C20 C19 H19 120.9 . . ?
N2 C20 P2 113.9(5) . . ?
N2 C20 C19 124.7(7) . . ?
C19 C20 P2 121.4(6) . . ?
P2 C21 H21A 109.2 . . ?
P2 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 P2 112.0(7) . . ?
C22 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 P2 120.8(6) . . ?
C28 C23 P2 119.5(6) . . ?
C28 C23 C24 119.7(7) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.7(8) . . ?
C25 C24 H24 119.6 . . ?
C24 C25 H25 120.5 . . ?
C24 C25 C26 119.0(8) . . ?
C26 C25 H25 120.5 . . ?
C25 C26 H26 119.6 . . ?
C25 C26 C27 120.9(9) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.9(9) . . ?
C28 C27 H27 120.1 . . ?
C23 C28 H28 120.1 . . ?
C27 C28 C23 119.8(8) . . ?
C27 C28 H28 120.1 . . ?
N3 O3 U1 97.9(4) . . ?
N3 O4 U1 97.8(4) . . ?
O4 N3 O3 114.6(6) . . ?
O5 N3 O3 122.9(6) . . ?
O5 N3 O4 122.6(6) . . ?
H9A O9 H9B 118.7 . . ?
O11 C1G C1H 118.6(14) . . ?
O11 C1G C1I 117.3(13) . . ?
C1I C1G C1H 124.1(14) . . ?
C1G C1H H1HA 109.5 . . ?
C1G C1H H1HB 109.5 . . ?
C1G C1H H1HC 109.5 . . ?
H1HA C1H H1HB 109.5 . . ?
H1HA C1H H1HC 109.5 . . ?
H1HB C1H H1HC 109.5 . . ?
C1G C1I H1IA 109.5 . . ?
C1G C1I H1IB 109.5 . . ?
C1G C1I H1IC 109.5 . . ?
H1IA C1I H1IB 109.5 . . ?
H1IA C1I H1IC 109.5 . . ?
H1IB C1I H1IC 109.5 . . ?
O12 C1J C1K 125.9(15) . . ?
O12 C1J C1L 117.3(14) . . ?
C1L C1J C1K 116.8(15) . . ?
C1J C1K H1KA 109.5 . . ?
C1J C1K H1KB 109.5 . . ?
C1J C1K H1KC 109.5 . . ?
H1KA C1K H1KB 109.5 . . ?
H1KA C1K H1KC 109.5 . . ?
H1KB C1K H1KC 109.5 . . ?
C1J C1L H1LA 109.5 . . ?
C1J C1L H1LB 109.5 . . ?
C1J C1L H1LC 109.5 . . ?
H1LA C1L H1LB 109.5 . . ?
H1LA C1L H1LC 109.5 . . ?
H1LB C1L H1LC 109.5 . . ?
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 2.375(5) . ?
U1 O2 2.360(6) . ?
U1 O6 1.760(5) . ?
U1 O7 1.764(5) . ?
U1 N1 2.745(6) . ?
U1 N2 2.738(6) . ?
U1 O3 2.518(5) . ?
U1 O4 2.521(5) . ?
P1 O1 1.506(5) . ?
P1 C1 1.792(7) . ?
P1 C3 1.781(7) . ?
P1 C9 1.794(7) . ?
P2 O2 1.509(6) . ?
P2 C20 1.810(8) . ?
P2 C21 1.810(8) . ?
P2 C23 1.786(8) . ?
N1 C9 1.336(9) . ?
N1 C13 1.350(9) . ?
N2 C14 1.384(10) . ?
N2 C20 1.320(10) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.539(13) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.406(11) . ?
C3 C8 1.394(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.410(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.365(15) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(15) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.425(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.351(12) . ?
C11 H11 0.9500 . ?
C11 C12 1.403(12) . ?
C12 C13 1.433(10) . ?
C12 C17 1.411(11) . ?
C13 C14 1.413(10) . ?
C14 C15 1.425(10) . ?
C15 C16 1.425(12) . ?
C15 C18 1.398(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.325(13) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.379(13) . ?
C19 H19 0.9500 . ?
C19 C20 1.412(11) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.490(16) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.389(11) . ?
C23 C28 1.385(12) . ?
C24 H24 0.9500 . ?
C24 C25 1.368(12) . ?
C25 H25 0.9500 . ?
C25 C26 1.382(14) . ?
C26 H26 0.9500 . ?
C26 C27 1.382(14) . ?
C27 H27 0.9500 . ?
C27 C28 1.369(13) . ?
C28 H28 0.9500 . ?
O3 N3 1.256(8) . ?
O4 N3 1.254(8) . ?
O5 N3 1.218(8) . ?
O9 H9A 0.8726 . ?
O9 H9B 0.8698 . ?
O11 C1G 1.194(5) . ?
C1G C1H 1.441(11) . ?
C1G C1I 1.428(11) . ?
C1H H1HA 0.9800 . ?
C1H H1HB 0.9800 . ?
C1H H1HC 0.9800 . ?
C1I H1IA 0.9800 . ?
C1I H1IB 0.9800 . ?
C1I H1IC 0.9800 . ?
O12 C1J 1.194(5) . ?
C1J C1K 1.455(11) . ?
C1J C1L 1.450(11) . ?
C1K H1KA 0.9800 . ?
C1K H1KB 0.9800 . ?
C1K H1KC 0.9800 . ?
C1L H1LA 0.9800 . ?
C1L H1LB 0.9800 . ?
C1L H1LC 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
U1 N1 C9 P1 8.8(6) . . . . ?
U1 N1 C9 C10 -168.7(5) . . . . ?
U1 N1 C13 C12 169.9(5) . . . . ?
U1 N1 C13 C14 -10.5(7) . . . . ?
U1 N2 C14 C13 9.7(8) . . . . ?
U1 N2 C14 C15 -170.3(5) . . . . ?
U1 N2 C20 P2 -10.0(7) . . . . ?
U1 N2 C20 C19 169.6(6) . . . . ?
U1 O3 N3 O4 4.0(7) . . . . ?
U1 O3 N3 O5 -176.7(5) . . . . ?
U1 O4 N3 O3 -4.0(7) . . . . ?
U1 O4 N3 O5 176.7(5) . . . . ?
P1 C3 C4 C5 178.2(6) . . . . ?
P1 C3 C8 C7 -177.4(6) . . . . ?
P1 C9 C10 C11 -179.5(6) . . . . ?
P2 C23 C24 C25 -178.7(7) . . . . ?
P2 C23 C28 C27 179.2(8) . . . . ?
O1 P1 C1 C2 66.3(8) . . . . ?
O1 P1 C3 C4 7.5(7) . . . . ?
O1 P1 C3 C8 -175.1(6) . . . . ?
O1 P1 C9 N1 -15.7(5) . . . . ?
O1 P1 C9 C10 161.7(5) . . . . ?
O2 P2 C20 N2 13.4(6) . . . . ?
O2 P2 C20 C19 -166.2(6) . . . . ?
O2 P2 C21 C22 -63.7(9) . . . . ?
O2 P2 C23 C24 172.4(7) . . . . ?
O2 P2 C23 C28 -9.2(8) . . . . ?
N1 C9 C10 C11 -2.3(10) . . . . ?
N1 C13 C14 N2 0.5(9) . . . . ?
N1 C13 C14 C15 -179.5(6) . . . . ?
N2 C14 C15 C16 179.3(7) . . . . ?
N2 C14 C15 C18 1.3(10) . . . . ?
C1 P1 O1 U1 138.7(4) . . . . ?
C1 P1 C3 C4 136.0(6) . . . . ?
C1 P1 C3 C8 -46.6(7) . . . . ?
C1 P1 C9 N1 -138.9(5) . . . . ?
C1 P1 C9 C10 38.6(6) . . . . ?
C3 P1 O1 U1 -95.7(5) . . . . ?
C3 P1 C1 C2 -61.0(8) . . . . ?
C3 P1 C9 N1 103.8(5) . . . . ?
C3 P1 C9 C10 -78.8(6) . . . . ?
C3 C4 C5 C6 -0.6(13) . . . . ?
C4 C3 C8 C7 -0.1(11) . . . . ?
C4 C5 C6 C7 -0.4(14) . . . . ?
C5 C6 C7 C8 1.2(14) . . . . ?
C6 C7 C8 C3 -0.9(13) . . . . ?
C8 C3 C4 C5 0.8(12) . . . . ?
C9 P1 O1 U1 19.5(5) . . . . ?
C9 P1 C1 C2 -176.5(7) . . . . ?
C9 P1 C3 C4 -106.9(6) . . . . ?
C9 P1 C3 C8 70.4(7) . . . . ?
C9 N1 C13 C12 -1.5(9) . . . . ?
C9 N1 C13 C14 178.0(6) . . . . ?
C9 C10 C11 C12 0.4(11) . . . . ?
C10 C11 C12 C13 0.7(10) . . . . ?
C10 C11 C12 C17 -179.4(7) . . . . ?
C11 C12 C13 N1 -0.2(10) . . . . ?
C11 C12 C13 C14 -179.7(6) . . . . ?
C11 C12 C17 C16 179.9(8) . . . . ?
C12 C13 C14 N2 -179.9(6) . . . . ?
C12 C13 C14 C15 0.1(9) . . . . ?
C13 N1 C9 P1 -179.7(4) . . . . ?
C13 N1 C9 C10 2.8(9) . . . . ?
C13 C12 C17 C16 -0.3(11) . . . . ?
C13 C14 C15 C16 -0.7(10) . . . . ?
C13 C14 C15 C18 -178.7(6) . . . . ?
C14 N2 C20 P2 179.2(5) . . . . ?
C14 N2 C20 C19 -1.3(10) . . . . ?
C14 C15 C16 C17 0.9(12) . . . . ?
C14 C15 C18 C19 -2.8(11) . . . . ?
C15 C16 C17 C12 -0.4(13) . . . . ?
C15 C18 C19 C20 2.3(11) . . . . ?
C16 C15 C18 C19 179.2(7) . . . . ?
C17 C12 C13 N1 180.0(6) . . . . ?
C17 C12 C13 C14 0.4(9) . . . . ?
C18 C15 C16 C17 178.8(8) . . . . ?
C18 C19 C20 P2 179.3(6) . . . . ?
C18 C19 C20 N2 -0.3(12) . . . . ?
C20 P2 O2 U1 -13.9(6) . . . . ?
C20 P2 C21 C22 179.9(8) . . . . ?
C20 P2 C23 C24 -73.7(7) . . . . ?
C20 P2 C23 C28 104.8(7) . . . . ?
C20 N2 C14 C13 -179.2(6) . . . . ?
C20 N2 C14 C15 0.7(9) . . . . ?
C21 P2 O2 U1 -133.8(5) . . . . ?
C21 P2 C20 N2 136.2(6) . . . . ?
C21 P2 C20 C19 -43.4(7) . . . . ?
C21 P2 C23 C24 45.7(8) . . . . ?
C21 P2 C23 C28 -135.8(7) . . . . ?
C23 P2 O2 U1 102.9(5) . . . . ?
C23 P2 C20 N2 -105.6(6) . . . . ?
C23 P2 C20 C19 74.8(7) . . . . ?
C23 P2 C21 C22 61.5(9) . . . . ?
C23 C24 C25 C26 -1.0(15) . . . . ?
C24 C23 C28 C27 -2.3(14) . . . . ?
C24 C25 C26 C27 -1.4(16) . . . . ?
C25 C26 C27 C28 1.9(17) . . . . ?
C26 C27 C28 C23 0.0(16) . . . . ?
C28 C23 C24 C25 2.8(14) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.50(2)
2 0.50(2)
