#------------------------------------------------------------------------------
#$Date: 2023-03-25 01:56:54 +0200 (Sat, 25 Mar 2023) $
#$Revision: 282060 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/26/7712674.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_7712674
loop_
_publ_author_name
'Guo, Zhifang'
'Deacon, Glen B.'
'Junk, Peter Courtney'
_publ_section_title
;
 Never a dull moment with praseodymium metal
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00534H
_journal_year                    2023
_chemical_formula_moiety         'C62 H70 Bi2 F10 N4'
_chemical_formula_sum            'C62 H70 Bi2 F10 N4'
_chemical_formula_weight         1479.18
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-02-19 deposited with the CCDC.	2023-03-24 downloaded from the CCDC.
;
_cell_angle_alpha                105.9880(9)
_cell_angle_beta                 106.5627(10)
_cell_angle_gamma                102.5770(9)
_cell_formula_units_Z            1
_cell_length_a                   11.32528(13)
_cell_length_b                   12.25378(12)
_cell_length_c                   12.54848(12)
_cell_measurement_reflns_used    31253
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      33.8980
_cell_measurement_theta_min      3.4190
_cell_volume                     1519.42(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  38.00   0.50    6.23    --   12.96 -82.00 -78.00  160
  2  ω    -23.00  46.00   0.50    6.23    --   12.96 -99.00  30.00  138
  3  ω    -42.00  11.00   0.50    6.23    --  -13.74 -82.00 -78.00  106
  4  ω    -60.00  25.00   0.50    6.23    --   12.96 -37.00-120.00  170
  5  ω     -2.00  85.00   0.50    6.23    --   12.96  57.00-180.00  174
  6  ω     41.00  86.00   0.50    6.23    --   12.96 178.00-120.00   90
  7  ω     41.00  86.00   0.50    6.23    --   12.96 178.00 -30.00   90
  8  ω     41.00  86.00   0.50    6.23    --   12.96 178.00  60.00   90
  9  ω     -2.00  85.00   0.50    6.23    --   12.96  57.00  60.00  174
 10  ω     41.00  86.00   0.50    6.23    --   12.96 178.00-150.00   90
 11  ω    -29.00   1.00   0.50    6.23    --  -13.74  57.00   0.00   60
 12  ω    -39.00  21.00   0.50    6.23    --  -13.74  82.00  43.00  120
 13  ω    -85.00   1.00   0.50    6.23    --  -13.74 -57.00 -60.00  172
 14  ω    -85.00   9.00   0.50    6.23    --  -13.74 -77.00-120.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0567674000
_diffrn_orient_matrix_UB_12      0.0213859000
_diffrn_orient_matrix_UB_13      0.0522067000
_diffrn_orient_matrix_UB_21      0.0096474000
_diffrn_orient_matrix_UB_22      -0.0566091000
_diffrn_orient_matrix_UB_23      -0.0167690000
_diffrn_orient_matrix_UB_31      0.0380278000
_diffrn_orient_matrix_UB_32      0.0195382000
_diffrn_orient_matrix_UB_33      -0.0314849000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            49963
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.886
_diffrn_reflns_theta_min         3.427
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.854
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_description       block
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.146
_refine_diff_density_min         -1.049
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         10875
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0306P)²+0.1373P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0557
_refine_ls_wR_factor_ref         0.0570
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9832
_reflns_number_total             10875
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00534h2.cif
_cod_data_source_block           exp_1218
_cod_database_code               7712674
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         PrCHNOF
_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   0.592
_shelx_estimated_absorpt_t_min   0.273
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H18A,H18B,H18C} of C18, {H12A,H12B,H12C} of C12, {H25A,
  H25B,H25C} of C25, {H11A,H11B,H11C} of C11
 At 1.5 times of:
  {H2A,H2B,H2C} of C2, {H1A,H1B,H1C} of C1, {H17A,H17B,H17C} of C17, {H24A,
  H24B,H24C} of C24
2. Rigid bond restraints
 C20, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C25, C23
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C20, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Uiso/Uaniso restraints and constraints
C20 \\sim C19: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C25 \\sim C23: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
C20 \\sim C21: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
4.a Ternary CH refined with riding coordinates:
 C10(H10), C16(H16), C23(H23), C3(H3)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C6(H6), C5(H5), C21(H21), C19(H19), C20(H20)
4.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C24(H24A,H24B,H24C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C25(H25A,H25B,
 H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.455
_oxdiff_exptl_absorpt_empirical_full_min 0.809
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
Bi1 Bi 0.49341(2) 0.37399(2) 0.45496(2) 0.01430(3) Uani 1 1 d . . . . .
F5 F 0.23556(18) 0.46895(14) 0.5076(2) 0.0581(6) Uani 1 1 d . . . . .
N1 N 0.41411(19) 0.39895(16) 0.26340(15) 0.0187(3) Uani 1 1 d . . . . .
N2 N 0.4628(2) 0.60641(16) 0.33779(16) 0.0242(4) Uani 1 1 d . . . . .
F1 F 0.30417(18) 0.10713(14) 0.3336(2) 0.0568(6) Uani 1 1 d . . . . .
C13 C 0.4227(2) 0.5026(2) 0.2505(2) 0.0219(4) Uani 1 1 d . . . . .
F2 F 0.0564(2) -0.01437(15) 0.2881(3) 0.0702(7) Uani 1 1 d . . . . .
F3 F -0.1025(2) 0.10543(18) 0.3518(3) 0.0807(9) Uani 1 1 d . . . . .
C26 C 0.2797(2) 0.29185(19) 0.4231(2) 0.0197(4) Uani 1 1 d . . . . .
C31 C 0.1953(3) 0.3484(2) 0.4518(3) 0.0318(6) Uani 1 1 d . . . . .
C14 C 0.4654(4) 0.7110(2) 0.3058(2) 0.0382(7) Uani 1 1 d . . . . .
C9 C 0.3638(3) 0.29188(19) 0.15971(19) 0.0227(4) Uani 1 1 d . . . . .
C8 C 0.4510(3) 0.2350(2) 0.1283(2) 0.0318(6) Uani 1 1 d . . . . .
F4 F -0.0107(2) 0.3479(2) 0.4608(3) 0.0944(12) Uani 1 1 d . . . . .
C10 C 0.5962(4) 0.2927(3) 0.1874(3) 0.0489(8) Uani 1 1 d . . . . .
H10 H 0.613775 0.366715 0.253332 0.059 Uiso 1 1 calc R U . . .
C27 C 0.2286(3) 0.1689(2) 0.3678(3) 0.0307(5) Uani 1 1 d . . . . .
C22 C 0.3653(5) 0.7629(3) 0.3126(3) 0.0539(11) Uani 1 1 d . . . . .
C4 C 0.2289(3) 0.2412(3) 0.0954(2) 0.0383(7) Uani 1 1 d . . . . .
C15 C 0.5640(4) 0.7602(2) 0.2714(3) 0.0508(10) Uani 1 1 d . . . . .
C29 C 0.0207(3) 0.1659(3) 0.3756(3) 0.0470(8) Uani 1 1 d . . . . .
C16 C 0.6714(4) 0.7095(3) 0.2645(3) 0.0552(10) Uani 1 1 d . . . . .
H16 H 0.670167 0.652762 0.306412 0.066 Uiso 1 1 calc R U . . .
C23 C 0.2615(4) 0.7172(4) 0.3563(3) 0.0694(11) Uani 1 1 d . U . . .
H23 H 0.277904 0.650374 0.379812 0.083 Uiso 1 1 calc R U . . .
C28 C 0.1021(3) 0.1054(2) 0.3443(3) 0.0417(7) Uani 1 1 d . . . . .
C30 C 0.0675(3) 0.2890(3) 0.4288(4) 0.0482(9) Uani 1 1 d . . . . .
C7 C 0.3987(4) 0.1235(2) 0.0352(3) 0.0458(8) Uani 1 1 d . . . . .
H7 H 0.454324 0.083503 0.014055 0.055 Uiso 1 1 calc R U . . .
C3 C 0.1330(3) 0.3052(4) 0.1191(3) 0.0509(9) Uani 1 1 d . . . . .
H3 H 0.173513 0.364072 0.200736 0.061 Uiso 1 1 calc R U . . .
C6 C 0.2671(5) 0.0720(3) -0.0255(3) 0.0591(11) Uani 1 1 d . . . . .
H6 H 0.234207 -0.003037 -0.085943 0.071 Uiso 1 1 calc R U . . .
C5 C 0.1838(4) 0.1307(3) 0.0025(3) 0.0598(11) Uani 1 1 d . . . . .
H5 H 0.095050 0.095987 -0.041480 0.072 Uiso 1 1 calc R U . . .
C2 C 0.0044(4) 0.2227(5) 0.1071(4) 0.0825(15) Uani 1 1 d . . . . .
H2A H -0.045127 0.175219 0.024497 0.124 Uiso 1 1 calc R U . . .
H2B H -0.043703 0.269874 0.138531 0.124 Uiso 1 1 calc R U . . .
H2C H 0.021024 0.170870 0.150644 0.124 Uiso 1 1 calc R U . . .
C1 C 0.1042(5) 0.3727(5) 0.0340(4) 0.0841(16) Uani 1 1 d . . . . .
H1A H 0.182698 0.433128 0.048123 0.126 Uiso 1 1 calc R U . . .
H1B H 0.040638 0.409900 0.047187 0.126 Uiso 1 1 calc R U . . .
H1C H 0.071008 0.317502 -0.046846 0.126 Uiso 1 1 calc R U . . .
C21 C 0.3671(7) 0.8617(3) 0.2781(4) 0.0867(12) Uani 1 1 d . U . . .
H21 H 0.301903 0.896156 0.279994 0.104 Uiso 1 1 calc R U . . .
C19 C 0.5596(7) 0.8611(3) 0.2384(3) 0.0861(12) Uani 1 1 d . U . . .
H19 H 0.623899 0.895592 0.214136 0.103 Uiso 1 1 calc R U . . .
C24 C 0.2671(7) 0.8143(5) 0.4654(4) 0.0915(19) Uani 1 1 d . . . . .
H24A H 0.353882 0.845961 0.523956 0.137 Uiso 1 1 calc R U . . .
H24B H 0.207804 0.780706 0.498212 0.137 Uiso 1 1 calc R U . . .
H24C H 0.243212 0.877456 0.442740 0.137 Uiso 1 1 calc R U . . .
C17 C 0.6500(6) 0.6392(4) 0.1338(3) 0.0730(13) Uani 1 1 d . . . . .
H17A H 0.567679 0.576411 0.097627 0.110 Uiso 1 1 calc R U . . .
H17B H 0.718384 0.604925 0.132307 0.110 Uiso 1 1 calc R U . . .
H17C H 0.650785 0.692668 0.090497 0.110 Uiso 1 1 calc R U . . .
C20 C 0.4604(7) 0.9084(4) 0.2421(4) 0.0883(11) Uani 1 1 d . U . . .
H20 H 0.458153 0.974173 0.219153 0.106 Uiso 1 1 calc R U . . .
C18 C 0.8053(6) 0.8038(4) 0.3237(5) 0.098(2) Uani 1 1 d . . . . .
H18A H 0.812724 0.855467 0.279045 0.118 Uiso 1 1 calc R U . . .
H18B H 0.870719 0.765224 0.326089 0.118 Uiso 1 1 calc R U . . .
H18C H 0.816992 0.850364 0.403508 0.118 Uiso 1 1 calc R U . . .
C11 C 0.6538(5) 0.3270(6) 0.0998(6) 0.099(2) Uani 1 1 d . . . . .
H11A H 0.652831 0.255980 0.042559 0.119 Uiso 1 1 calc R U . . .
H11B H 0.741750 0.379738 0.142769 0.119 Uiso 1 1 calc R U . . .
H11C H 0.602851 0.366903 0.059365 0.119 Uiso 1 1 calc R U . . .
C12 C 0.6666(6) 0.2182(6) 0.2369(5) 0.103(2) Uani 1 1 d . . . . .
H12A H 0.672081 0.157170 0.173191 0.123 Uiso 1 1 calc R U . . .
H12B H 0.620661 0.181369 0.278107 0.123 Uiso 1 1 calc R U . . .
H12C H 0.752739 0.267909 0.291526 0.123 Uiso 1 1 calc R U . . .
C25 C 0.1270(5) 0.6712(5) 0.2603(4) 0.0943(13) Uani 1 1 d . U . . .
H25A H 0.122992 0.607079 0.193538 0.113 Uiso 1 1 calc R U . . .
H25B H 0.109262 0.735063 0.235104 0.113 Uiso 1 1 calc R U . . .
H25C H 0.063493 0.642277 0.291489 0.113 Uiso 1 1 calc R U . . .
H13 H 0.395(3) 0.503(3) 0.159(3) 0.025(7) Uiso 1 1 d . . . . .
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'
Bi Bi -4.1077 10.2566 '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'
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
N1 Bi1 Bi1 81.76(4) . 2_666 ?
N2 Bi1 Bi1 83.12(4) 2_666 2_666 ?
N2 Bi1 N1 162.05(7) 2_666 . ?
C26 Bi1 Bi1 96.96(5) . 2_666 ?
C26 Bi1 N1 85.90(7) . . ?
C26 Bi1 N2 86.38(8) . 2_666 ?
C13 N1 Bi1 124.47(14) . . ?
C13 N1 C9 119.33(19) . . ?
C9 N1 Bi1 116.05(13) . . ?
C13 N2 Bi1 123.06(15) . 2_666 ?
C13 N2 C14 117.21(19) . . ?
C14 N2 Bi1 119.30(14) . 2_666 ?
N1 C13 N2 125.3(2) . . ?
N1 C13 H13 117.7(15) . . ?
N2 C13 H13 117.0(15) . . ?
C31 C26 Bi1 128.56(16) . . ?
C31 C26 C27 115.6(2) . . ?
C27 C26 Bi1 115.85(17) . . ?
F5 C31 C26 120.6(2) . . ?
F5 C31 C30 115.9(2) . . ?
C26 C31 C30 123.5(2) . . ?
C22 C14 N2 118.0(3) . . ?
C15 C14 N2 120.5(3) . . ?
C15 C14 C22 121.4(3) . . ?
C8 C9 N1 118.7(2) . . ?
C4 C9 N1 120.1(2) . . ?
C4 C9 C8 121.1(2) . . ?
C9 C8 C10 122.3(2) . . ?
C7 C8 C9 117.9(3) . . ?
C7 C8 C10 119.8(3) . . ?
C8 C10 H10 107.7 . . ?
C8 C10 C11 110.5(3) . . ?
C11 C10 H10 107.7 . . ?
C12 C10 C8 114.8(4) . . ?
C12 C10 H10 107.7 . . ?
C12 C10 C11 108.0(4) . . ?
F1 C27 C26 119.2(2) . . ?
F1 C27 C28 117.7(2) . . ?
C28 C27 C26 123.1(2) . . ?
C14 C22 C23 123.2(3) . . ?
C21 C22 C14 117.3(4) . . ?
C21 C22 C23 119.4(4) . . ?
C9 C4 C3 122.6(2) . . ?
C5 C4 C9 117.9(3) . . ?
C5 C4 C3 119.5(3) . . ?
C14 C15 C16 123.0(3) . . ?
C14 C15 C19 117.9(4) . . ?
C19 C15 C16 119.1(4) . . ?
F3 C29 C28 119.9(3) . . ?
F3 C29 C30 120.8(3) . . ?
C30 C29 C28 119.2(3) . . ?
C15 C16 H16 107.6 . . ?
C15 C16 C17 111.3(4) . . ?
C15 C16 C18 113.2(4) . . ?
C17 C16 H16 107.6 . . ?
C18 C16 H16 107.6 . . ?
C18 C16 C17 109.3(3) . . ?
C22 C23 H23 108.0 . . ?
C22 C23 C24 110.6(4) . . ?
C22 C23 C25 112.0(4) . . ?
C24 C23 H23 108.0 . . ?
C25 C23 H23 108.0 . . ?
C25 C23 C24 110.0(4) . . ?
F2 C28 C27 120.7(3) . . ?
F2 C28 C29 119.9(3) . . ?
C27 C28 C29 119.4(2) . . ?
C31 C30 C29 119.2(3) . . ?
F4 C30 C31 121.4(3) . . ?
F4 C30 C29 119.4(3) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 C8 121.2(3) . . ?
C6 C7 H7 119.4 . . ?
C4 C3 H3 108.1 . . ?
C4 C3 C2 114.1(4) . . ?
C4 C3 C1 110.1(3) . . ?
C2 C3 H3 108.1 . . ?
C2 C3 C1 108.3(3) . . ?
C1 C3 H3 108.1 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C22 C21 H21 119.1 . . ?
C20 C21 C22 121.7(5) . . ?
C20 C21 H21 119.1 . . ?
C15 C19 H19 119.9 . . ?
C20 C19 C15 120.2(5) . . ?
C20 C19 H19 119.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C21 C20 C19 121.4(4) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
Bi1 Bi1 2.93542(13) 2_666 ?
Bi1 N1 2.4438(18) . ?
Bi1 N2 2.4363(18) 2_666 ?
Bi1 C26 2.280(2) . ?
F5 C31 1.355(3) . ?
N1 C13 1.311(3) . ?
N1 C9 1.432(3) . ?
N2 C13 1.312(3) . ?
N2 C14 1.442(3) . ?
F1 C27 1.343(3) . ?
C13 H13 1.10(3) . ?
F2 C28 1.345(3) . ?
F3 C29 1.332(3) . ?
C26 C31 1.367(3) . ?
C26 C27 1.379(3) . ?
C31 C30 1.377(4) . ?
C14 C22 1.427(5) . ?
C14 C15 1.385(5) . ?
C9 C8 1.409(4) . ?
C9 C4 1.407(4) . ?
C8 C10 1.505(5) . ?
C8 C7 1.399(4) . ?
F4 C30 1.337(3) . ?
C10 H10 0.9800 . ?
C10 C11 1.534(6) . ?
C10 C12 1.484(6) . ?
C27 C28 1.375(4) . ?
C22 C23 1.498(7) . ?
C22 C21 1.392(4) . ?
C4 C3 1.520(5) . ?
C4 C5 1.394(4) . ?
C15 C16 1.495(6) . ?
C15 C19 1.414(4) . ?
C29 C28 1.377(4) . ?
C29 C30 1.377(4) . ?
C16 H16 0.9800 . ?
C16 C17 1.548(5) . ?
C16 C18 1.519(6) . ?
C23 H23 0.9800 . ?
C23 C24 1.521(5) . ?
C23 C25 1.515(6) . ?
C7 H7 0.9300 . ?
C7 C6 1.370(6) . ?
C3 H3 0.9800 . ?
C3 C2 1.521(6) . ?
C3 C1 1.529(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.369(6) . ?
C5 H5 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C21 H21 0.9300 . ?
C21 C20 1.342(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(8) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C20 H20 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
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
Bi1 N1 C13 N2 -7.1(4) . . . . ?
Bi1 N1 C9 C8 -69.9(2) . . . . ?
Bi1 N1 C9 C4 106.2(2) . . . . ?
Bi1 N2 C13 N1 -7.5(4) 2_666 . . . ?
Bi1 N2 C14 C22 -68.7(3) 2_666 . . . ?
Bi1 N2 C14 C15 110.2(2) 2_666 . . . ?
Bi1 C26 C31 F5 -0.5(4) . . . . ?
Bi1 C26 C31 C30 -179.5(3) . . . . ?
Bi1 C26 C27 F1 -2.1(3) . . . . ?
Bi1 C26 C27 C28 178.7(3) . . . . ?
F5 C31 C30 F4 -0.4(6) . . . . ?
F5 C31 C30 C29 -178.0(4) . . . . ?
N1 C9 C8 C10 -10.1(4) . . . . ?
N1 C9 C8 C7 172.8(2) . . . . ?
N1 C9 C4 C3 9.8(4) . . . . ?
N1 C9 C4 C5 -173.6(3) . . . . ?
N2 C14 C22 C23 2.7(4) . . . . ?
N2 C14 C22 C21 -178.2(3) . . . . ?
N2 C14 C15 C16 0.4(4) . . . . ?
N2 C14 C15 C19 178.6(3) . . . . ?
F1 C27 C28 F2 -0.5(5) . . . . ?
F1 C27 C28 C29 -178.5(3) . . . . ?
C13 N1 C9 C8 105.8(3) . . . . ?
C13 N1 C9 C4 -78.1(3) . . . . ?
C13 N2 C14 C22 104.1(3) . . . . ?
C13 N2 C14 C15 -77.0(3) . . . . ?
F3 C29 C28 F2 1.0(6) . . . . ?
F3 C29 C28 C27 179.0(4) . . . . ?
F3 C29 C30 C31 -179.8(4) . . . . ?
F3 C29 C30 F4 2.5(7) . . . . ?
C26 C31 C30 F4 178.7(3) . . . . ?
C26 C31 C30 C29 1.0(6) . . . . ?
C26 C27 C28 F2 178.7(3) . . . . ?
C26 C27 C28 C29 0.7(5) . . . . ?
C31 C26 C27 F1 178.1(3) . . . . ?
C31 C26 C27 C28 -1.1(4) . . . . ?
C14 N2 C13 N1 -180.0(3) . . . . ?
C14 C22 C23 C24 119.7(4) . . . . ?
C14 C22 C23 C25 -117.2(4) . . . . ?
C14 C22 C21 C20 -1.4(6) . . . . ?
C14 C15 C16 C17 103.7(3) . . . . ?
C14 C15 C16 C18 -132.7(3) . . . . ?
C14 C15 C19 C20 0.7(6) . . . . ?
C9 N1 C13 N2 177.6(2) . . . . ?
C9 C8 C10 C11 -110.7(4) . . . . ?
C9 C8 C10 C12 126.8(4) . . . . ?
C9 C8 C7 C6 1.4(4) . . . . ?
C9 C4 C3 C2 -143.3(3) . . . . ?
C9 C4 C3 C1 94.8(4) . . . . ?
C9 C4 C5 C6 0.5(5) . . . . ?
C8 C9 C4 C3 -174.2(3) . . . . ?
C8 C9 C4 C5 2.4(4) . . . . ?
C8 C7 C6 C5 1.5(5) . . . . ?
C10 C8 C7 C6 -175.8(3) . . . . ?
C27 C26 C31 F5 179.3(3) . . . . ?
C27 C26 C31 C30 0.3(4) . . . . ?
C22 C14 C15 C16 179.2(3) . . . . ?
C22 C14 C15 C19 -2.6(5) . . . . ?
C22 C21 C20 C19 -0.4(7) . . . . ?
C4 C9 C8 C10 173.8(3) . . . . ?
C4 C9 C8 C7 -3.3(4) . . . . ?
C15 C14 C22 C23 -176.2(3) . . . . ?
C15 C14 C22 C21 2.9(5) . . . . ?
C15 C19 C20 C21 0.8(7) . . . . ?
C16 C15 C19 C20 178.9(4) . . . . ?
C23 C22 C21 C20 177.8(4) . . . . ?
C28 C29 C30 C31 -1.4(6) . . . . ?
C28 C29 C30 F4 -179.1(4) . . . . ?
C30 C29 C28 F2 -177.4(4) . . . . ?
C30 C29 C28 C27 0.6(6) . . . . ?
C7 C8 C10 C11 66.4(4) . . . . ?
C7 C8 C10 C12 -56.1(4) . . . . ?
C7 C6 C5 C4 -2.5(6) . . . . ?
C3 C4 C5 C6 177.2(3) . . . . ?
C5 C4 C3 C2 40.2(4) . . . . ?
C5 C4 C3 C1 -81.7(4) . . . . ?
C21 C22 C23 C24 -59.4(5) . . . . ?
C21 C22 C23 C25 63.7(5) . . . . ?
C19 C15 C16 C17 -74.5(4) . . . . ?
C19 C15 C16 C18 49.1(4) . . . . ?
