#------------------------------------------------------------------------------
#$Date: 2020-05-04 05:38:56 +0300 (Mon, 04 May 2020) $
#$Revision: 251462 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/46/4134696.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_4134696
loop_
_publ_author_name
'Rice, Natalie T.'
'McCabe, Karl'
'Bacsa, John'
'Maron, Laurent'
'La Pierre, Henry S.'
_publ_section_title
;
 Two-Electron Oxidative Atom Transfer at a Homoleptic, Tetravalent Uranium
 Complex.
;
_journal_issue                   16
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7368
_journal_page_last               7373
_journal_paper_doi               10.1021/jacs.0c02693
_journal_volume                  142
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C60 H120 N16 O1 P4 U1'
_chemical_formula_sum            'C60 H120 N16 O P4 U'
_chemical_formula_weight         1443.62
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2020-01-20
_audit_creation_method
;
Olex2 1.3-alpha
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   20.770(3)
_cell_length_b                   20.770(3)
_cell_length_c                   13.975(2)
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    103.58
_cell_measurement_theta_max      21.79
_cell_measurement_theta_min      2.69
_cell_volume                     5221.0(13)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      103.58
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            27505
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.480
_diffrn_reflns_theta_min         2.693
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.474
_exptl_absorpt_correction_T_max  0.5644
_exptl_absorpt_correction_T_min  0.4780
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0914 before and 0.0823 after correction.
The Ratio of minimum to maximum transmission is 0.8469.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       prism
_exptl_crystal_F_000             2256
_exptl_crystal_recrystallization_method
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.262
_refine_diff_density_max         1.364
_refine_diff_density_min         -0.887
_refine_diff_density_rms         0.239
_refine_ls_abs_structure_details
;
 Twinning involves inversion, so Flack parameter cannot be determined
;
_refine_ls_extinction_coef       0.0046(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         6437
_refine_ls_number_restraints     413
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0605
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1182P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1498
_refine_ls_wR_factor_ref         0.1561
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                5935
_reflns_number_total             6437
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c02693_si_004.cif
_cod_data_source_block           ntr-4-081
_cod_depositor_comments
'Adding full bibliography for 4134695--4134697.cif.'
_cod_original_cell_volume        5220.9(16)
_cod_original_sg_symbol_H-M      'R 3'
_cod_database_code               4134696
_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.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.59(3)
 -0.032(15) 0.43(2) 0.008(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
3. Restrained distances
 P1-N1_1 = P1-N1_3 = P1-N1_2
 1.691 with sigma of 0.005
 P2-N3
 1.53 with sigma of 0.003
 C5_4-C4_4 \\sim C4_4-C3_4 \\sim C3_4-C2_4 \\sim C6_4-C5_4 \\sim C3_1-C2_1
\\sim C6_1-C5_1 \\sim C3_2-
 C2_2 \\sim C6_2-C5_2 \\sim C3_3-C2_3 \\sim C6_3-C5_3 \\sim C4_1-C3_1 \\sim
C5_1-C4_1 \\sim C4_2-C3_2 ~
 C5_2-C4_2 \\sim C4_3-C3_3 \\sim C5_3-C4_3
 with sigma of 0.002
 N1_4-C2_4 \\sim N1_4-C6_4 \\sim N1_1-C2_1 \\sim N1_1-C6_1 \\sim N1_2-C2_2
\\sim N1_2-C6_2 \\sim N1_3-
 C2_3 \\sim N1_3-C6_3
 with sigma of 0.002
4. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(N3) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
5. Rigid body (RIGU) restrains
 N1_1, C2_1, C3_1, C4_1, C5_1, C6_1
 N1_2, C2_2, C3_2, C4_2, C5_2, C6_2
 N1_3, C2_3, C3_3, C4_3, C5_3, C6_3
 N1_4, C2_4, C3_4, C4_4, C5_4, C6_4
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0004
 U1, N3
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0004
 P2, N3
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0002
 P1, N3, U1, P2, O1, N2, N1_4, C2_4, C6_4, N1_1, N1_2, N1_3, C3_4, C5_4, C2_1,
 C6_1, C2_2, C6_2, C2_3, C6_3, C4_4, C3_1, C5_1, C3_2, C5_2, C3_3, C5_3, C4_1,
 C4_2, C4_3
 with sigma for 1-2 distances of 0.0004 and sigma for 1-3 distances of 0.0004
6. Same fragment restrains
{N1_2, C2_2, C3_2, C4_2, C5_2, C6_2}
{N1_3, C2_3, C3_3, C4_3, C5_3, C6_3}
{N1_4, C2_4, C3_4, C4_4, C5_4, C6_4}
as
{N1_1, C2_1, C3_1, C4_1, C5_1, C6_1} sigma for 1-2: 0.002 1-3: 0.002
7.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C2(H2A,H2B),
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C2(H2A,H2B), C3(H3A,H3B),
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B),
 C5(H5A,H5B), C6(H6A,H6B)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a loop with paratone oil'
_olex2_submission_original_sample_id NTR-4-081
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
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
N3 N 0.333333 0.666667 0.3764(6) 0.101(2) Uani 1 3 d DS TU P . .
N2 N 0.2136(10) 0.6048(10) 0.5286(13) 0.111(2) Uani 1 1 d . U . . .
O1 O 0.333333 0.666667 0.6573(19) 0.116(4) Uani 1 3 d S T P . .
U1 U 0.333333 0.666667 0.5158(4) 0.0609(2) Uani 1 3 d S T P . .
P1 P 0.1464(2) 0.5997(3) 0.5810(4) 0.1131(15) Uani 1 1 d D . . . .
P2 P 0.333333 0.666667 0.2669(5) 0.0843(12) Uani 1 3 d DS T P . .
N1_1 N 0.1430(7) 0.6009(8) 0.7014(5) 0.123(3) Uani 1 1 d D . . . .
C2_1 C 0.1678(9) 0.5543(9) 0.7475(10) 0.125(4) Uani 1 1 d D . . . .
H2A_1 H 0.202924 0.548621 0.705286 0.150 Uiso 1 1 calc R U . . .
H2B_1 H 0.124695 0.504275 0.760004 0.150 Uiso 1 1 calc R U . . .
C3_1 C 0.2046(10) 0.5893(13) 0.8383(10) 0.148(5) Uani 1 1 d D . . . .
H3A_1 H 0.222212 0.558263 0.869921 0.178 Uiso 1 1 calc R U . . .
H3B_1 H 0.248511 0.638616 0.825015 0.178 Uiso 1 1 calc R U . . .
C4_1 C 0.1537(12) 0.5984(14) 0.9030(10) 0.161(5) Uani 1 1 d D . . . .
H4A_1 H 0.181563 0.628834 0.958894 0.194 Uiso 1 1 calc R U . . .
H4B_1 H 0.114809 0.549121 0.926405 0.194 Uiso 1 1 calc R U . . .
C5_1 C 0.1191(13) 0.6350(13) 0.8511(10) 0.162(5) Uani 1 1 d D . . . .
H5A_1 H 0.157383 0.687507 0.840042 0.194 Uiso 1 1 calc R U . . .
H5B_1 H 0.080369 0.634773 0.892663 0.194 Uiso 1 1 calc R U . . .
C6_1 C 0.0848(8) 0.6016(11) 0.7584(10) 0.129(4) Uani 1 1 d D . . . .
H6A_1 H 0.042859 0.550390 0.767582 0.155 Uiso 1 1 calc R U . . .
H6B_1 H 0.066020 0.631479 0.726474 0.155 Uiso 1 1 calc R U . . .
N1_2 N 0.1234(6) 0.6653(5) 0.5543(8) 0.108(2) Uani 1 1 d D . . . .
C2_2 C 0.1082(12) 0.6655(9) 0.4527(9) 0.143(4) Uani 1 1 d D . . . .
H2A_2 H 0.076685 0.613824 0.429684 0.172 Uiso 1 1 calc R U . . .
H2B_2 H 0.155314 0.688537 0.416147 0.172 Uiso 1 1 calc R U . . .
C3_2 C 0.0696(12) 0.7079(9) 0.4379(14) 0.149(5) Uani 1 1 d D . . . .
H3A_2 H 0.058238 0.707681 0.369088 0.179 Uiso 1 1 calc R U . . .
H3B_2 H 0.021921 0.683769 0.473406 0.179 Uiso 1 1 calc R U . . .
C4_2 C 0.1153(14) 0.7852(9) 0.4710(13) 0.153(6) Uani 1 1 d D . . . .
H4A_2 H 0.085606 0.810520 0.469609 0.184 Uiso 1 1 calc R U . . .
H4B_2 H 0.158550 0.812481 0.427939 0.184 Uiso 1 1 calc R U . . .
C5_2 C 0.1411(11) 0.7854(8) 0.5692(12) 0.135(4) Uani 1 1 d D . . . .
H5A_2 H 0.176819 0.837444 0.587337 0.162 Uiso 1 1 calc R U . . .
H5B_2 H 0.097986 0.767231 0.612867 0.162 Uiso 1 1 calc R U . . .
C6_2 C 0.1769(8) 0.7404(8) 0.5848(12) 0.125(4) Uani 1 1 d D . . . .
H6A_2 H 0.223170 0.760191 0.546626 0.150 Uiso 1 1 calc R U . . .
H6B_2 H 0.189496 0.740928 0.653204 0.150 Uiso 1 1 calc R U . . .
N1_3 N 0.0763(6) 0.5167(6) 0.5449(14) 0.145(3) Uani 1 1 d D . . . .
C2_3 C 0.0826(11) 0.4708(10) 0.4711(16) 0.173(6) Uani 1 1 d D . . . .
H2A_3 H 0.135469 0.491029 0.453632 0.207 Uiso 1 1 calc R U . . .
H2B_3 H 0.055125 0.470609 0.413157 0.207 Uiso 1 1 calc R U . . .
C3_3 C 0.0515(12) 0.3945(9) 0.508(2) 0.175(7) Uani 1 1 d D . . . .
H3A_3 H 0.056287 0.362948 0.458851 0.210 Uiso 1 1 calc R U . . .
H3B_3 H 0.079983 0.395039 0.565185 0.210 Uiso 1 1 calc R U . . .
C4_3 C -0.0274(11) 0.3627(9) 0.534(2) 0.179(7) Uani 1 1 d D . . . .
H4A_3 H -0.057656 0.353434 0.475479 0.215 Uiso 1 1 calc R U . . .
H4B_3 H -0.045218 0.314757 0.567532 0.215 Uiso 1 1 calc R U . . .
C5_3 C -0.0357(10) 0.4151(9) 0.5968(16) 0.149(6) Uani 1 1 d D . . . .
H5A_3 H -0.089468 0.396029 0.606868 0.179 Uiso 1 1 calc R U . . .
H5B_3 H -0.013758 0.415608 0.659848 0.179 Uiso 1 1 calc R U . . .
C6_3 C -0.0017(9) 0.4922(9) 0.5620(18) 0.159(6) Uani 1 1 d D . . . .
H6A_3 H -0.026031 0.494299 0.502077 0.191 Uiso 1 1 calc R U . . .
H6B_3 H -0.006730 0.524178 0.610370 0.191 Uiso 1 1 calc R U . . .
N1_4 N 0.3142(8) 0.7266(7) 0.2201(8) 0.109(3) Uani 1 1 d D . . . .
C2_4 C 0.2939(12) 0.7308(11) 0.1216(9) 0.151(4) Uani 1 1 d D . . . .
H2A_4 H 0.275087 0.681973 0.089918 0.181 Uiso 1 1 calc R U . . .
H2B_4 H 0.338031 0.768166 0.085932 0.181 Uiso 1 1 calc R U . . .
C3_4 C 0.2359(12) 0.7518(11) 0.1217(15) 0.163(5) Uani 1 1 d D . . . .
H3A_4 H 0.191577 0.713504 0.156172 0.195 Uiso 1 1 calc R U . . .
H3B_4 H 0.221079 0.753975 0.054992 0.195 Uiso 1 1 calc R U . . .
C4_4 C 0.2625(14) 0.8245(11) 0.1679(14) 0.169(6) Uani 1 1 d D . . . .
H4A_4 H 0.220673 0.834093 0.176063 0.203 Uiso 1 1 calc R U . . .
H4B_4 H 0.300641 0.864407 0.127262 0.203 Uiso 1 1 calc R U . . .
C5_4 C 0.2946(13) 0.8246(11) 0.2620(13) 0.163(5) Uani 1 1 d D . . . .
H5A_4 H 0.317911 0.875604 0.288506 0.196 Uiso 1 1 calc R U . . .
H5B_4 H 0.253568 0.791778 0.305513 0.196 Uiso 1 1 calc R U . . .
C6_4 C 0.3503(10) 0.8005(9) 0.2625(14) 0.140(5) Uani 1 1 d D . . . .
H6A_4 H 0.394460 0.835165 0.224576 0.168 Uiso 1 1 calc R U . . .
H6B_4 H 0.366324 0.798943 0.328762 0.168 Uiso 1 1 calc R U . . .
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'
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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.1470
0.00 0.00 -1.00 0.1850
1.00 0.00 -1.00 0.1780
-1.00 0.00 1.00 0.1330
-1.00 0.00 0.00 0.0950
1.00 0.00 0.00 0.1340
1.00 0.00 1.00 0.1200
-1.00 0.00 -1.00 0.1490
-1.00 -1.00 1.00 0.1190
1.00 1.00 -1.00 0.1520
-1.00 1.00 0.00 0.1070
1.00 -1.00 0.00 0.1380
0.00 1.00 -1.00 0.1270
0.00 -1.00 1.00 0.1470
1.00 -1.00 1.00 0.1400
-1.00 1.00 -1.00 0.1340
-1.00 1.00 1.00 0.1450
1.00 -1.00 -1.00 0.2050
0.00 -1.00 0.00 0.1130
0.00 1.00 0.00 0.1250
0.00 -1.00 2.00 0.1450
0.00 1.00 -2.00 0.1450
2.00 -1.00 1.00 0.1290
-2.00 -1.00 -1.00 0.1280
-1.00 1.00 2.00 0.1530
2.00 2.00 1.00 0.1310
-2.00 -2.00 -1.00 0.1240
-2.00 -1.00 0.00 0.1010
2.00 1.00 0.00 0.1290
-2.00 -2.00 1.00 0.1070
-2.00 0.00 1.00 0.1100
2.00 0.00 -1.00 0.1630
2.00 0.00 1.00 0.1180
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
P2 N3 U1 180.0 . . ?
P1 N2 U1 144.9(12) . . ?
N3 U1 N2 94.8(5) . . ?
N3 U1 N2 94.8(5) . 3_565 ?
N3 U1 N2 94.8(5) . 2_665 ?
N3 U1 O1 180.000(11) . . ?
N2 U1 N2 119.32(14) 3_565 2_665 ?
N2 U1 N2 119.32(14) . 3_565 ?
N2 U1 N2 119.32(14) . 2_665 ?
O1 U1 N2 85.2(5) . 2_665 ?
O1 U1 N2 85.2(5) . . ?
O1 U1 N2 85.2(5) . 3_565 ?
N2 P1 N1_1 121.2(8) . . ?
N2 P1 N1_2 116.9(8) . . ?
N2 P1 N1_3 102.7(9) . . ?
N1_1 P1 N1_2 100.3(6) . . ?
N1_3 P1 N1_1 107.0(8) . . ?
N1_3 P1 N1_2 108.1(8) . . ?
N3 P2 N1_4 113.8(5) . . ?
N3 P2 N1_4 113.8(5) . 2_665 ?
N3 P2 N1_4 113.8(5) . 3_565 ?
N1_4 P2 N1_4 104.9(6) . 3_565 ?
N1_4 P2 N1_4 104.9(6) 2_665 3_565 ?
N1_4 P2 N1_4 104.9(6) . 2_665 ?
C2_1 N1_1 P1 113.8(8) . . ?
C2_1 N1_1 C6_1 109.6(8) . . ?
C6_1 N1_1 P1 126.0(9) . . ?
N1_1 C2_1 H2A_1 109.9 . . ?
N1_1 C2_1 H2B_1 109.9 . . ?
N1_1 C2_1 C3_1 108.8(9) . . ?
H2A_1 C2_1 H2B_1 108.3 . . ?
C3_1 C2_1 H2A_1 109.9 . . ?
C3_1 C2_1 H2B_1 109.9 . . ?
C2_1 C3_1 H3A_1 109.4 . . ?
C2_1 C3_1 H3B_1 109.4 . . ?
H3A_1 C3_1 H3B_1 108.0 . . ?
C4_1 C3_1 C2_1 111.3(12) . . ?
C4_1 C3_1 H3A_1 109.4 . . ?
C4_1 C3_1 H3B_1 109.4 . . ?
C3_1 C4_1 H4A_1 109.8 . . ?
C3_1 C4_1 H4B_1 109.8 . . ?
C3_1 C4_1 C5_1 109.4(11) . . ?
H4A_1 C4_1 H4B_1 108.2 . . ?
C5_1 C4_1 H4A_1 109.8 . . ?
C5_1 C4_1 H4B_1 109.8 . . ?
C4_1 C5_1 H5A_1 108.3 . . ?
C4_1 C5_1 H5B_1 108.3 . . ?
C4_1 C5_1 C6_1 115.8(12) . . ?
H5A_1 C5_1 H5B_1 107.4 . . ?
C6_1 C5_1 H5A_1 108.3 . . ?
C6_1 C5_1 H5B_1 108.3 . . ?
N1_1 C6_1 C5_1 106.2(9) . . ?
N1_1 C6_1 H6A_1 110.5 . . ?
N1_1 C6_1 H6B_1 110.5 . . ?
C5_1 C6_1 H6A_1 110.5 . . ?
C5_1 C6_1 H6B_1 110.5 . . ?
H6A_1 C6_1 H6B_1 108.7 . . ?
C2_2 N1_2 P1 111.4(9) . . ?
C2_2 N1_2 C6_2 109.5(8) . . ?
C6_2 N1_2 P1 115.2(9) . . ?
N1_2 C2_2 H2A_2 109.9 . . ?
N1_2 C2_2 H2B_2 109.9 . . ?
N1_2 C2_2 C3_2 108.8(9) . . ?
H2A_2 C2_2 H2B_2 108.3 . . ?
C3_2 C2_2 H2A_2 109.9 . . ?
C3_2 C2_2 H2B_2 109.9 . . ?
C2_2 C3_2 H3A_2 109.4 . . ?
C2_2 C3_2 H3B_2 109.4 . . ?
H3A_2 C3_2 H3B_2 108.0 . . ?
C4_2 C3_2 C2_2 111.2(12) . . ?
C4_2 C3_2 H3A_2 109.4 . . ?
C4_2 C3_2 H3B_2 109.4 . . ?
C3_2 C4_2 H4A_2 109.8 . . ?
C3_2 C4_2 H4B_2 109.8 . . ?
C3_2 C4_2 C5_2 109.3(11) . . ?
H4A_2 C4_2 H4B_2 108.3 . . ?
C5_2 C4_2 H4A_2 109.8 . . ?
C5_2 C4_2 H4B_2 109.8 . . ?
C4_2 C5_2 H5A_2 108.3 . . ?
C4_2 C5_2 H5B_2 108.3 . . ?
H5A_2 C5_2 H5B_2 107.4 . . ?
C6_2 C5_2 C4_2 115.8(12) . . ?
C6_2 C5_2 H5A_2 108.3 . . ?
C6_2 C5_2 H5B_2 108.3 . . ?
N1_2 C6_2 C5_2 106.2(8) . . ?
N1_2 C6_2 H6A_2 110.5 . . ?
N1_2 C6_2 H6B_2 110.5 . . ?
C5_2 C6_2 H6A_2 110.5 . . ?
C5_2 C6_2 H6B_2 110.5 . . ?
H6A_2 C6_2 H6B_2 108.7 . . ?
C2_3 N1_3 P1 124.6(11) . . ?
C6_3 N1_3 P1 123.4(11) . . ?
C6_3 N1_3 C2_3 109.7(8) . . ?
N1_3 C2_3 H2A_3 109.9 . . ?
N1_3 C2_3 H2B_3 109.9 . . ?
N1_3 C2_3 C3_3 108.7(9) . . ?
H2A_3 C2_3 H2B_3 108.3 . . ?
C3_3 C2_3 H2A_3 109.9 . . ?
C3_3 C2_3 H2B_3 109.9 . . ?
C2_3 C3_3 H3A_3 109.4 . . ?
C2_3 C3_3 H3B_3 109.4 . . ?
H3A_3 C3_3 H3B_3 108.0 . . ?
C4_3 C3_3 C2_3 111.1(12) . . ?
C4_3 C3_3 H3A_3 109.4 . . ?
C4_3 C3_3 H3B_3 109.4 . . ?
C3_3 C4_3 H4A_3 109.8 . . ?
C3_3 C4_3 H4B_3 109.8 . . ?
H4A_3 C4_3 H4B_3 108.3 . . ?
C5_3 C4_3 C3_3 109.3(11) . . ?
C5_3 C4_3 H4A_3 109.8 . . ?
C5_3 C4_3 H4B_3 109.8 . . ?
C4_3 C5_3 H5A_3 108.3 . . ?
C4_3 C5_3 H5B_3 108.3 . . ?
H5A_3 C5_3 H5B_3 107.4 . . ?
C6_3 C5_3 C4_3 115.9(12) . . ?
C6_3 C5_3 H5A_3 108.3 . . ?
C6_3 C5_3 H5B_3 108.3 . . ?
N1_3 C6_3 C5_3 106.3(9) . . ?
N1_3 C6_3 H6A_3 110.5 . . ?
N1_3 C6_3 H6B_3 110.5 . . ?
C5_3 C6_3 H6A_3 110.5 . . ?
C5_3 C6_3 H6B_3 110.5 . . ?
H6A_3 C6_3 H6B_3 108.7 . . ?
C2_4 N1_4 P2 128.0(10) . . ?
C6_4 N1_4 P2 116.8(9) . . ?
C6_4 N1_4 C2_4 109.5(8) . . ?
N1_4 C2_4 H2A_4 109.9 . . ?
N1_4 C2_4 H2B_4 109.9 . . ?
N1_4 C2_4 C3_4 108.7(9) . . ?
H2A_4 C2_4 H2B_4 108.3 . . ?
C3_4 C2_4 H2A_4 109.9 . . ?
C3_4 C2_4 H2B_4 109.9 . . ?
C2_4 C3_4 H3A_4 109.4 . . ?
C2_4 C3_4 H3B_4 109.4 . . ?
C2_4 C3_4 C4_4 111.2(12) . . ?
H3A_4 C3_4 H3B_4 108.0 . . ?
C4_4 C3_4 H3A_4 109.4 . . ?
C4_4 C3_4 H3B_4 109.4 . . ?
C3_4 C4_4 H4A_4 109.8 . . ?
C3_4 C4_4 H4B_4 109.8 . . ?
C3_4 C4_4 C5_4 109.3(11) . . ?
H4A_4 C4_4 H4B_4 108.3 . . ?
C5_4 C4_4 H4A_4 109.8 . . ?
C5_4 C4_4 H4B_4 109.8 . . ?
C4_4 C5_4 H5A_4 108.3 . . ?
C4_4 C5_4 H5B_4 108.3 . . ?
H5A_4 C5_4 H5B_4 107.4 . . ?
C6_4 C5_4 C4_4 115.8(12) . . ?
C6_4 C5_4 H5A_4 108.3 . . ?
C6_4 C5_4 H5B_4 108.3 . . ?
N1_4 C6_4 C5_4 106.2(9) . . ?
N1_4 C6_4 H6A_4 110.5 . . ?
N1_4 C6_4 H6B_4 110.5 . . ?
C5_4 C6_4 H6A_4 110.5 . . ?
C5_4 C6_4 H6B_4 110.5 . . ?
H6A_4 C6_4 H6B_4 108.7 . . ?
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
N3 U1 1.948(7) . ?
N3 P2 1.530(4) . ?
N2 U1 2.161(18) . ?
N2 P1 1.533(18) . ?
O1 U1 1.98(3) . ?
P1 N1_1 1.685(6) . ?
P1 N1_2 1.695(6) . ?
P1 N1_3 1.684(7) . ?
P2 N1_4 1.622(11) 3_565 ?
P2 N1_4 1.622(11) . ?
P2 N1_4 1.622(11) 2_665 ?
N1_1 C2_1 1.454(9) . ?
N1_1 C6_1 1.454(9) . ?
C2_1 H2A_1 0.9900 . ?
C2_1 H2B_1 0.9900 . ?
C2_1 C3_1 1.472(9) . ?
C3_1 H3A_1 0.9900 . ?
C3_1 H3B_1 0.9900 . ?
C3_1 C4_1 1.472(9) . ?
C4_1 H4A_1 0.9900 . ?
C4_1 H4B_1 0.9900 . ?
C4_1 C5_1 1.473(9) . ?
C5_1 H5A_1 0.9900 . ?
C5_1 H5B_1 0.9900 . ?
C5_1 C6_1 1.473(9) . ?
C6_1 H6A_1 0.9900 . ?
C6_1 H6B_1 0.9900 . ?
N1_2 C2_2 1.455(9) . ?
N1_2 C6_2 1.455(9) . ?
C2_2 H2A_2 0.9900 . ?
C2_2 H2B_2 0.9900 . ?
C2_2 C3_2 1.473(9) . ?
C3_2 H3A_2 0.9900 . ?
C3_2 H3B_2 0.9900 . ?
C3_2 C4_2 1.473(9) . ?
C4_2 H4A_2 0.9900 . ?
C4_2 H4B_2 0.9900 . ?
C4_2 C5_2 1.473(9) . ?
C5_2 H5A_2 0.9900 . ?
C5_2 H5B_2 0.9900 . ?
C5_2 C6_2 1.473(9) . ?
C6_2 H6A_2 0.9900 . ?
C6_2 H6B_2 0.9900 . ?
N1_3 C2_3 1.455(9) . ?
N1_3 C6_3 1.454(9) . ?
C2_3 H2A_3 0.9900 . ?
C2_3 H2B_3 0.9900 . ?
C2_3 C3_3 1.473(9) . ?
C3_3 H3A_3 0.9900 . ?
C3_3 H3B_3 0.9900 . ?
C3_3 C4_3 1.473(9) . ?
C4_3 H4A_3 0.9900 . ?
C4_3 H4B_3 0.9900 . ?
C4_3 C5_3 1.473(9) . ?
C5_3 H5A_3 0.9900 . ?
C5_3 H5B_3 0.9900 . ?
C5_3 C6_3 1.472(9) . ?
C6_3 H6A_3 0.9900 . ?
C6_3 H6B_3 0.9900 . ?
N1_4 C2_4 1.455(9) . ?
N1_4 C6_4 1.455(9) . ?
C2_4 H2A_4 0.9900 . ?
C2_4 H2B_4 0.9900 . ?
C2_4 C3_4 1.473(9) . ?
C3_4 H3A_4 0.9900 . ?
C3_4 H3B_4 0.9900 . ?
C3_4 C4_4 1.473(9) . ?
C4_4 H4A_4 0.9900 . ?
C4_4 H4B_4 0.9900 . ?
C4_4 C5_4 1.473(9) . ?
C5_4 H5A_4 0.9900 . ?
C5_4 H5B_4 0.9900 . ?
C5_4 C6_4 1.473(9) . ?
C6_4 H6A_4 0.9900 . ?
C6_4 H6B_4 0.9900 . ?
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
N3 P2 N1_4 C2_4 -165.5(12) . . . . ?
N3 P2 N1_4 C6_4 43.9(12) . . . . ?
N2 P1 N1_1 C2_1 -43.9(15) . . . . ?
N2 P1 N1_1 C6_1 175.5(14) . . . . ?
N2 P1 N1_2 C2_2 58.0(14) . . . . ?
N2 P1 N1_2 C6_2 -67.5(13) . . . . ?
N2 P1 N1_3 C2_3 -7.7(19) . . . . ?
N2 P1 N1_3 C6_3 -168.7(16) . . . . ?
U1 N2 P1 N1_1 -51(2) . . . . ?
U1 N2 P1 N1_2 71(2) . . . . ?
U1 N2 P1 N1_3 -170.6(18) . . . . ?
P1 N1_1 C2_1 C3_1 146.5(12) . . . . ?
P1 N1_1 C6_1 C5_1 -155.6(13) . . . . ?
P1 N1_2 C2_2 C3_2 164.8(12) . . . . ?
P1 N1_2 C6_2 C5_2 -171.0(11) . . . . ?
P1 N1_3 C2_3 C3_3 130.2(19) . . . . ?
P1 N1_3 C6_3 C5_3 -134.3(18) . . . . ?
P2 N1_4 C2_4 C3_4 141.1(15) . . . . ?
P2 N1_4 C6_4 C5_4 -141.7(13) . . . . ?
N1_1 P1 N1_2 C2_2 -169.0(12) . . . . ?
N1_1 P1 N1_2 C6_2 65.6(10) . . . . ?
N1_1 P1 N1_3 C2_3 -136.3(15) . . . . ?
N1_1 P1 N1_3 C6_3 62.6(16) . . . . ?
N1_1 C2_1 C3_1 C4_1 59.7(16) . . . . ?
C2_1 N1_1 C6_1 C5_1 62.5(14) . . . . ?
C2_1 C3_1 C4_1 C5_1 -50.7(19) . . . . ?
C3_1 C4_1 C5_1 C6_1 51(2) . . . . ?
C4_1 C5_1 C6_1 N1_1 -56.3(16) . . . . ?
C6_1 N1_1 C2_1 C3_1 -66.4(14) . . . . ?
N1_2 P1 N1_1 C2_1 -174.2(11) . . . . ?
N1_2 P1 N1_1 C6_1 45.1(13) . . . . ?
N1_2 P1 N1_3 C2_3 116.5(16) . . . . ?
N1_2 P1 N1_3 C6_3 -44.6(17) . . . . ?
N1_2 C2_2 C3_2 C4_2 60.0(16) . . . . ?
C2_2 N1_2 C6_2 C5_2 62.5(13) . . . . ?
C2_2 C3_2 C4_2 C5_2 -50.9(19) . . . . ?
C3_2 C4_2 C5_2 C6_2 51.1(19) . . . . ?
C4_2 C5_2 C6_2 N1_2 -56.4(16) . . . . ?
C6_2 N1_2 C2_2 C3_2 -66.6(14) . . . . ?
N1_3 P1 N1_1 C2_1 73.1(13) . . . . ?
N1_3 P1 N1_1 C6_1 -67.6(14) . . . . ?
N1_3 P1 N1_2 C2_2 -57.1(13) . . . . ?
N1_3 P1 N1_2 C6_2 177.4(11) . . . . ?
N1_3 C2_3 C3_3 C4_3 60.0(16) . . . . ?
C2_3 N1_3 C6_3 C5_3 62.2(14) . . . . ?
C2_3 C3_3 C4_3 C5_3 -51.1(19) . . . . ?
C3_3 C4_3 C5_3 C6_3 51(2) . . . . ?
C4_3 C5_3 C6_3 N1_3 -56.0(16) . . . . ?
C6_3 N1_3 C2_3 C3_3 -66.5(14) . . . . ?
N1_4 P2 N1_4 C2_4 69.6(13) 3_565 . . . ?
N1_4 P2 N1_4 C2_4 -40.6(14) 2_665 . . . ?
N1_4 P2 N1_4 C6_4 -81.1(15) 3_565 . . . ?
N1_4 P2 N1_4 C6_4 168.8(12) 2_665 . . . ?
N1_4 C2_4 C3_4 C4_4 60.0(16) . . . . ?
C2_4 N1_4 C6_4 C5_4 62.5(14) . . . . ?
C2_4 C3_4 C4_4 C5_4 -50.9(19) . . . . ?
C3_4 C4_4 C5_4 C6_4 51(2) . . . . ?
C4_4 C5_4 C6_4 N1_4 -56.3(16) . . . . ?
C6_4 N1_4 C2_4 C3_4 -66.6(14) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.59(3)
2 -0.032(15)
3 0.43(2)
4 0.008(15)
