# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_mx120_20
_database_code_depnum_ccdc_archive 'CCDC 2130070'
loop_
_audit_author_name
_audit_author_address
'Megan Herdman'
;Monash University
Australia
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_audit_creation_date             2020-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
catena-((μ-phenylphosphinate)-bis(3-methoxyphenyl)-bismuth)
_chemical_formula_moiety         'C20 H20 Bi O4 P'
_chemical_formula_sum            'C20 H20 Bi O4 P'
_chemical_formula_weight         564.31
_chemical_absolute_configuration rn
_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'
Bi Bi -4.1077 10.2566 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.4175(4)
_cell_length_b                   9.4368(3)
_cell_length_c                   21.9641(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1951.97(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10652
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      32.0650
_cell_measurement_theta_min      3.5220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    9.136
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.385
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1080
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0339
0 0 -1 0.0189
0 -1 0 0.0900
0 1 0 0.1210
-1 0 0 0.0170
1 0 0 0.0170

_exptl_crystal_size_max          0.211
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.034
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            18660
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         3.522
_diffrn_ambient_temperature      123.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                4276
_reflns_number_total             4810
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.129
_refine_ls_abs_structure_details 
;
 Flack x determined using 1682 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.038(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         4810
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0264
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0132P)²+0.3062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0463
_refine_ls_wR_factor_ref         0.0482
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C8(H8), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 -0.00670(3) -0.97689(2) -0.22816(2) 0.01555(6) Uani 1 1 d . . . . .
P1 P -0.13408(19) -1.27436(16) -0.15086(7) 0.0180(3) Uani 1 1 d . . . . .
O1 O -0.1267(6) -1.1145(4) -0.15352(19) 0.0230(11) Uani 1 1 d . . . . .
O2 O -0.1585(5) -1.3527(4) -0.20991(17) 0.0203(10) Uani 1 1 d . . . . .
O3 O -0.1169(6) -0.7126(5) -0.01158(18) 0.0340(13) Uani 1 1 d . . . . .
O4 O 0.3870(6) -1.3543(5) -0.3047(3) 0.0452(15) Uani 1 1 d . . . . .
C1 C 0.0454(7) -0.8232(5) -0.1534(2) 0.0179(14) Uani 1 1 d . . . . .
C2 C -0.0465(7) -0.8121(6) -0.1037(2) 0.0194(15) Uani 1 1 d . . . . .
H2 H -0.126654 -0.872853 -0.100997 0.023 Uiso 1 1 calc R . . . .
C3 C -0.0213(10) -0.7119(6) -0.0579(2) 0.0249(17) Uani 1 1 d . . . . .
C4 C 0.0955(8) -0.6245(7) -0.0620(3) 0.0278(17) Uani 1 1 d . . . . .
H4 H 0.114372 -0.557749 -0.030645 0.033 Uiso 1 1 calc R . . . .
C5 C 0.1862(9) -0.6339(7) -0.1122(3) 0.0310(18) Uani 1 1 d . . . . .
H5 H 0.264651 -0.571112 -0.115552 0.037 Uiso 1 1 calc R . . . .
C6 C 0.1624(8) -0.7345(6) -0.1572(3) 0.0248(15) Uani 1 1 d . . . . .
H6 H 0.226269 -0.742562 -0.190482 0.030 Uiso 1 1 calc R . . . .
C7 C 0.1768(7) -1.1219(6) -0.2098(2) 0.0148(12) Uani 1 1 d . . . . .
C8 C 0.2347(7) -1.1901(6) -0.2595(3) 0.0201(14) Uani 1 1 d . . . . .
H8 H 0.202367 -1.167059 -0.299251 0.024 Uiso 1 1 calc R . . . .
C9 C 0.3403(8) -1.2929(6) -0.2520(3) 0.0275(16) Uani 1 1 d . . . . .
C10 C 0.3892(8) -1.3256(7) -0.1946(4) 0.0351(18) Uani 1 1 d . . . . .
H10 H 0.461879 -1.394369 -0.189230 0.042 Uiso 1 1 calc R . . . .
C11 C 0.3307(9) -1.2564(8) -0.1446(3) 0.0361(19) Uani 1 1 d . . . . .
H11 H 0.363945 -1.278514 -0.104863 0.043 Uiso 1 1 calc R . . . .
C12 C 0.2239(9) -1.1552(7) -0.1517(3) 0.0275(16) Uani 1 1 d . . . . .
H12 H 0.183893 -1.109644 -0.117167 0.033 Uiso 1 1 calc R . . . .
C13 C -0.2673(7) -1.3237(6) -0.0962(3) 0.0183(14) Uani 1 1 d . . . . .
C14 C -0.3181(9) -1.4611(7) -0.0949(3) 0.0307(17) Uani 1 1 d . . . . .
H14 H -0.288610 -1.527105 -0.125005 0.037 Uiso 1 1 calc R . . . .
C15 C -0.4124(9) -1.5031(7) -0.0495(3) 0.0367(18) Uani 1 1 d . . . . .
H15 H -0.446308 -1.597898 -0.048703 0.044 Uiso 1 1 calc R . . . .
C16 C -0.4570(8) -1.4082(7) -0.0059(3) 0.0289(17) Uani 1 1 d . . . . .
H16 H -0.519750 -1.437621 0.025536 0.035 Uiso 1 1 calc R . . . .
C17 C -0.4096(8) -1.2703(7) -0.0083(3) 0.0264(16) Uani 1 1 d . . . . .
H17 H -0.442455 -1.204006 0.021024 0.032 Uiso 1 1 calc R . . . .
C18 C -0.3156(8) -1.2264(6) -0.0525(3) 0.0232(15) Uani 1 1 d . . . . .
H18 H -0.283631 -1.130967 -0.053471 0.028 Uiso 1 1 calc R . . . .
C19 C -0.1004(11) -0.6070(7) 0.0344(3) 0.046(3) Uani 1 1 d . . . . .
H19A H -0.107828 -0.512729 0.015889 0.070 Uiso 1 1 calc GR . . . .
H19B H -0.007103 -0.617314 0.053631 0.070 Uiso 1 1 calc GR . . . .
H19C H -0.174904 -0.618302 0.065125 0.070 Uiso 1 1 calc GR . . . .
C20 C 0.4735(12) -1.4769(8) -0.2993(5) 0.075(4) Uani 1 1 d . . . . .
H20A H 0.493292 -1.515094 -0.339952 0.113 Uiso 1 1 calc GR . . . .
H20B H 0.423778 -1.548456 -0.275029 0.113 Uiso 1 1 calc GR . . . .
H20C H 0.562987 -1.451717 -0.279335 0.113 Uiso 1 1 calc GR . . . .
H1 H -0.006(11) -1.323(6) -0.128(2) 0.035(16) Uiso 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
Bi1 O1 2.377(4) . ?
Bi1 O2 2.375(4) 4_554 ?
Bi1 C1 2.245(5) . ?
Bi1 C7 2.241(6) . ?
P1 O1 1.512(4) . ?
P1 O2 1.510(4) . ?
P1 C13 1.798(7) . ?
O3 C3 1.358(9) . ?
O3 C19 1.427(7) . ?
O4 C9 1.367(8) . ?
O4 C20 1.419(9) . ?
C1 C2 1.397(8) . ?
C1 C6 1.386(9) . ?
C2 C3 1.402(7) . ?
C3 C4 1.377(10) . ?
C4 C5 1.398(10) . ?
C5 C6 1.388(8) . ?
C7 C8 1.380(8) . ?
C7 C12 1.386(8) . ?
C8 C9 1.399(9) . ?
C9 C10 1.378(10) . ?
C10 C11 1.392(11) . ?
C11 C12 1.396(11) . ?
C13 C14 1.382(9) . ?
C13 C18 1.403(8) . ?
C14 C15 1.392(10) . ?
C15 C16 1.377(9) . ?
C16 C17 1.378(9) . ?
C17 C18 1.378(9) . ?

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
O2 Bi1 O1 167.34(16) 4_554 . ?
C1 Bi1 O1 87.28(18) . . ?
C1 Bi1 O2 87.53(18) . 4_554 ?
C7 Bi1 O1 84.78(19) . . ?
C7 Bi1 O2 84.23(19) . 4_554 ?
C7 Bi1 C1 95.4(2) . . ?
O1 P1 C13 108.5(3) . . ?
O2 P1 O1 117.6(2) . . ?
O2 P1 C13 109.9(3) . . ?
P1 O1 Bi1 126.4(2) . . ?
P1 O2 Bi1 129.3(3) . 4_544 ?
C3 O3 C19 117.0(6) . . ?
C9 O4 C20 117.3(6) . . ?
C2 C1 Bi1 119.0(4) . . ?
C6 C1 Bi1 121.4(4) . . ?
C6 C1 C2 119.6(5) . . ?
C1 C2 C3 120.5(6) . . ?
O3 C3 C2 115.0(7) . . ?
O3 C3 C4 125.6(5) . . ?
C4 C3 C2 119.5(6) . . ?
C3 C4 C5 120.1(6) . . ?
C6 C5 C4 120.4(7) . . ?
C1 C6 C5 119.9(6) . . ?
C8 C7 Bi1 116.5(4) . . ?
C8 C7 C12 119.8(6) . . ?
C12 C7 Bi1 123.4(5) . . ?
C7 C8 C9 120.8(6) . . ?
O4 C9 C8 115.0(6) . . ?
O4 C9 C10 124.9(6) . . ?
C10 C9 C8 120.0(6) . . ?
C9 C10 C11 119.0(6) . . ?
C10 C11 C12 121.2(6) . . ?
C7 C12 C11 119.3(7) . . ?
C14 C13 P1 119.9(5) . . ?
C14 C13 C18 119.2(6) . . ?
C18 C13 P1 120.8(5) . . ?
C13 C14 C15 120.2(6) . . ?
C16 C15 C14 120.5(6) . . ?
C15 C16 C17 119.2(6) . . ?
C16 C17 C18 121.3(6) . . ?
C17 C18 C13 119.6(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mh_a
_database_code_depnum_ccdc_archive 'CCDC 2130069'
loop_
_audit_author_name
_audit_author_address
'Megan Herdman'
;Monash University
Australia
;
_audit_update_record             
;
2022-05-02 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_audit_creation_date             2021-11-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Bi O2 P'
_chemical_formula_sum            'C20 H20 Bi O2 P'
_chemical_formula_weight         532.31
_chemical_absolute_configuration ad
_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'
Bi Bi -4.1077 10.2566 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.7590(18)
_cell_length_b                   9.4710(19)
_cell_length_c                   11.418(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.95(3)
_cell_angle_gamma                90
_cell_volume                     932.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10149
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.525
_cell_measurement_theta_min      1.811
_shelx_estimated_absorpt_T_max   0.8621
_shelx_estimated_absorpt_T_min   0.6612
_exptl_absorpt_coefficient_mu    9.543
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.895
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   0.8621
_exptl_transmission_factor_min   0.6612
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.801
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11397
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.778
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.525
_diffrn_reflns_theta_min         1.811
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.801
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_measurement_device_type  'Dectris Eiger2 9M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_source         'MX1 Beamline Australian Synchrotron'
_diffrn_radiation_wavelength     0.710918
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_full    0.952
_reflns_Friedel_fraction_max     0.751
_reflns_number_gt                3655
_reflns_number_total             3692
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.655
_refine_diff_density_min         -1.682
_refine_diff_density_rms         0.152
_refine_ls_abs_structure_details 
;
 Flack x determined using 1641 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.017(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3692
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0185
_refine_ls_R_factor_gt           0.0184
_refine_ls_restrained_S_all      1.173
_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)+(0.0175P)²+2.0119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0475
_refine_ls_wR_factor_ref         0.0476
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C16(H16), C17(H17), C20(H20), C11(H11), C10(H10), C6(H6), C13(H13),
 C2(H2), C3(H3), C4(H4), C19(H19), C9(H9)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Bi01 Bi 0.48548(2) 0.49790(4) 0.44477(2) 0.02389(7) Uani 1 1 d . . . . .
P1 P 0.63268(19) 0.30103(19) 0.70547(15) 0.0249(3) Uani 1 1 d . . . . .
O2 O 0.6390(6) 0.1413(5) 0.7138(4) 0.0299(10) Uani 1 1 d . . . . .
O1 O 0.6560(5) 0.3653(5) 0.5890(4) 0.0277(10) Uani 1 1 d . . . . .
C15 C 0.7700(8) 0.3729(7) 0.8261(6) 0.0267(13) Uani 1 1 d . . . . .
C18 C 0.9712(8) 0.4874(17) 1.0185(6) 0.0414(18) Uani 1 1 d . . . . .
H18 H 1.038516 0.525023 1.082822 0.050 Uiso 1 1 calc R . . . .
C16 C 0.8806(8) 0.4728(9) 0.8076(6) 0.032(2) Uani 1 1 d . . . . .
H16 H 0.886161 0.502272 0.730737 0.039 Uiso 1 1 calc R . . . .
C17 C 0.9824(9) 0.5283(8) 0.9033(7) 0.039(2) Uani 1 1 d . . . . .
H17 H 1.057869 0.592665 0.890422 0.046 Uiso 1 1 calc R . . . .
C8 C 0.5306(8) 0.3440(7) 0.3057(6) 0.0266(14) Uani 1 1 d . . . . .
C12 C 0.4502(9) 0.2395(8) 0.1101(6) 0.0341(16) Uani 1 1 d . . . . .
C20 C 0.7594(9) 0.3318(8) 0.9416(6) 0.0328(15) Uani 1 1 d . . . . .
H20 H 0.685856 0.265515 0.954686 0.039 Uiso 1 1 calc R . . . .
C11 C 0.5613(10) 0.1348(8) 0.1409(7) 0.0388(18) Uani 1 1 d . . . . .
H11 H 0.570851 0.063772 0.086419 0.047 Uiso 1 1 calc R . . . .
C10 C 0.6572(10) 0.1336(8) 0.2494(7) 0.0375(17) Uani 1 1 d . . . . .
H10 H 0.731284 0.062957 0.267317 0.045 Uiso 1 1 calc R . . . .
C6 C 0.7595(7) 0.7007(7) 0.5424(6) 0.0263(13) Uani 1 1 d . . . . .
H6 H 0.717072 0.688163 0.610893 0.032 Uiso 1 1 calc R . . . .
C5 C 0.8861(8) 0.7924(8) 0.5458(6) 0.0302(14) Uani 1 1 d . . . . .
C13 C 0.4368(8) 0.3435(7) 0.1952(6) 0.0293(14) Uani 1 1 d . . . . .
H13 H 0.362734 0.414021 0.176756 0.035 Uiso 1 1 calc R . . . .
C2 C 0.7581(9) 0.6474(8) 0.3362(6) 0.0316(15) Uani 1 1 d . . . . .
H2 H 0.715546 0.600969 0.266381 0.038 Uiso 1 1 calc R . . . .
C3 C 0.8848(9) 0.7369(9) 0.3388(7) 0.0367(17) Uani 1 1 d . . . . .
H3 H 0.927839 0.748893 0.270532 0.044 Uiso 1 1 calc R . . . .
C7 C 0.9495(9) 0.8722(10) 0.6568(7) 0.0424(18) Uani 1 1 d . . . . .
H7A H 0.907207 0.965958 0.651780 0.064 Uiso 1 1 calc GR . . . .
H7B H 1.060352 0.877212 0.665572 0.064 Uiso 1 1 calc GR . . . .
H7C H 0.921539 0.824590 0.724272 0.064 Uiso 1 1 calc GR . . . .
C4 C 0.9474(9) 0.8081(9) 0.4418(7) 0.0360(16) Uani 1 1 d . . . . .
H4 H 1.031952 0.867414 0.441543 0.043 Uiso 1 1 calc R . . . .
C19 C 0.8591(10) 0.3903(9) 1.0371(7) 0.0412(18) Uani 1 1 d . . . . .
H19 H 0.850672 0.364103 1.114228 0.049 Uiso 1 1 calc R . . . .
C9 C 0.6436(9) 0.2389(8) 0.3336(6) 0.0306(15) Uani 1 1 d . . . . .
H9 H 0.708819 0.238901 0.407099 0.037 Uiso 1 1 calc R . . . .
C14 C 0.3483(11) 0.2393(10) -0.0099(7) 0.047(2) Uani 1 1 d . . . . .
H14A H 0.399345 0.288733 -0.065652 0.070 Uiso 1 1 calc GR . . . .
H14B H 0.252075 0.285302 -0.004797 0.070 Uiso 1 1 calc GR . . . .
H14C H 0.328461 0.143700 -0.036191 0.070 Uiso 1 1 calc GR . . . .
C1 C 0.6955(7) 0.6283(7) 0.4400(6) 0.0247(13) Uani 1 1 d . . . . .
H1 H 0.488(12) 0.354(12) 0.726(9) 0.06(3) Uiso 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
Bi01 O2 2.373(5) 2_656 ?
Bi01 O1 2.381(5) . ?
Bi01 C8 2.241(6) . ?
Bi01 C1 2.225(7) . ?
P1 O2 1.516(5) . ?
P1 O1 1.508(5) . ?
P1 C15 1.799(7) . ?
C15 C16 1.396(10) . ?
C15 C20 1.393(10) . ?
C18 C17 1.390(11) . ?
C18 C19 1.388(15) . ?
C16 C17 1.389(10) . ?
C8 C13 1.381(10) . ?
C8 C9 1.400(10) . ?
C12 C11 1.391(12) . ?
C12 C13 1.402(10) . ?
C12 C14 1.501(11) . ?
C20 C19 1.389(11) . ?
C11 C10 1.372(12) . ?
C10 C9 1.404(10) . ?
C6 C5 1.404(10) . ?
C6 C1 1.387(9) . ?
C5 C7 1.497(10) . ?
C5 C4 1.394(10) . ?
C2 C3 1.392(10) . ?
C2 C1 1.401(9) . ?
C3 C4 1.384(11) . ?

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
O2 Bi01 O1 168.60(17) 2_656 . ?
C8 Bi01 O2 86.9(2) . 2_656 ?
C8 Bi01 O1 88.9(2) . . ?
C1 Bi01 O2 86.4(2) . 2_656 ?
C1 Bi01 O1 83.5(2) . . ?
C1 Bi01 C8 95.5(2) . . ?
O2 P1 C15 108.5(3) . . ?
O1 P1 O2 116.7(3) . . ?
O1 P1 C15 110.4(3) . . ?
P1 O2 Bi01 121.1(3) . 2_646 ?
P1 O1 Bi01 131.2(3) . . ?
C16 C15 P1 122.0(5) . . ?
C20 C15 P1 118.3(5) . . ?
C20 C15 C16 119.6(6) . . ?
C19 C18 C17 119.8(8) . . ?
C17 C16 C15 120.3(7) . . ?
C16 C17 C18 119.9(7) . . ?
C13 C8 Bi01 120.0(5) . . ?
C13 C8 C9 119.4(6) . . ?
C9 C8 Bi01 120.3(5) . . ?
C11 C12 C13 117.7(7) . . ?
C11 C12 C14 120.6(7) . . ?
C13 C12 C14 121.7(8) . . ?
C19 C20 C15 119.7(7) . . ?
C10 C11 C12 121.8(7) . . ?
C11 C10 C9 120.1(7) . . ?
C1 C6 C5 122.1(6) . . ?
C6 C5 C7 120.8(7) . . ?
C4 C5 C6 117.4(7) . . ?
C4 C5 C7 121.8(7) . . ?
C8 C13 C12 121.8(7) . . ?
C3 C2 C1 119.1(7) . . ?
C4 C3 C2 120.8(7) . . ?
C3 C4 C5 121.2(7) . . ?
C20 C19 C18 120.6(7) . . ?
C8 C9 C10 119.3(7) . . ?
C6 C1 Bi01 118.0(5) . . ?
C6 C1 C2 119.3(6) . . ?
C2 C1 Bi01 122.6(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mh_biptolp_auto
_database_code_depnum_ccdc_archive 'CCDC 2130072'
loop_
_audit_author_name
_audit_author_address
'Megan Herdman'
;Monash University
Australia
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_audit_creation_date             2021-11-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
catena-((μ-phenylphosphinate)-bis(4-tolyl)-bismuth)
_chemical_formula_moiety         'C20 H20 Bi O2 P'
_chemical_formula_sum            'C20 H20 Bi O2 P'
_chemical_formula_weight         532.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Bi C H O P S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -4.0111 8.9310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
# start Validation Reply Form
_vrf_PLAT972_mh_biptolp_auto
;
PROBLEM: Check Calcd Resid. Dens.  0.89A   From Bi1             -2.77 eA-3  
RESPONSE: The residual density is due to the heavy atom (Bi) 
and absorption corrections were applied with minimal change to 
the structure. All other analytical data is in agreement with 
the obtained structure.
;
# end Validation Reply Form
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'

_cell_length_a                   18.7237(4)
_cell_length_b                   9.2659(2)
_cell_length_c                   23.2109(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.783(2)
_cell_angle_gamma                90
_cell_volume                     3834.50(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12841
_cell_measurement_temperature    122.99(10)
_cell_measurement_theta_max      79.5710
_cell_measurement_theta_min      3.9140
_shelx_estimated_absorpt_T_max   0.833
_shelx_estimated_absorpt_T_min   0.397
_exptl_absorpt_coefficient_mu    18.902
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.844
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            20042
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.977
_diffrn_reflns_theta_min         4.000
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00   0.00   0.50    0.42    --  -47.61 108.00 153.00  164
  2  ω     21.00  86.00   0.50    0.42    --   47.61-108.00  57.00  130
  3  ω    -82.00 -19.00   0.50    1.67    --  -91.75 108.00 153.00  126
  4  ω   -163.00 -82.00   0.50    1.67    --  -91.75-108.00  57.00  162
  5  ω    104.00 178.00   0.50    1.67    --  113.25 108.00 153.00  148
  6  ω     42.00 108.00   0.50    1.67    --  113.25-108.00  57.00  132
  7  ω   -120.00 -73.00   0.50    0.42    --  -47.61-125.00 -60.00   94
  8  ω   -120.00 -73.00   0.50    0.42    --  -47.61-125.00-150.00   94
  9  ω   -120.00 -73.00   0.50    0.42    --  -47.61-125.00 -90.00   94
 10  ω   -120.00 -73.00   0.50    0.42    --  -47.61-125.00 120.00   94
 11  ω    -25.00  61.00   0.50    0.42    --   47.61 -38.00 -90.00  172
 12  ω   -163.00 -79.00   0.50    1.67    --  -91.75 -45.00  90.00  168
 13  ω     42.00  76.00   0.50    1.67    --  113.25 -45.00-150.00   68
 14  ω     42.00  76.00   0.50    1.67    --  113.25 -45.00 150.00   68
 15  ω     39.00  66.00   0.50    1.67    --  113.25 -30.00 -60.00   54
 16  ω     39.00  66.00   0.50    1.67    --  113.25 -30.00-150.00   54
 17  ω     39.00  66.00   0.50    1.67    --  113.25 -30.00   0.00   54
 18  ω     42.00 106.00   0.50    1.67    --  113.25 -94.00  90.00  128
 19  ω     42.00  76.00   0.50    1.67    --  113.25 -45.00 -60.00   68
 20  ω     95.00 178.00   0.50    1.67    --  113.25 125.00 -60.00  166
 21  ω     39.00  66.00   0.50    1.67    --  113.25 -30.00  30.00   54
 22  ω     42.00  76.00   0.50    1.67    --  113.25 -45.00  60.00   68
 23  ω     42.00 111.00   0.50    1.67    --  113.25-125.00-180.00  138
 24  ω     42.00  76.00   0.50    1.67    --  113.25 -45.00 120.00   68
 25  ω     39.00  64.00   0.50    1.67    --  113.25 -30.00-180.00   50
 26  ω     45.00  74.00   0.50    1.67    --  113.25 -45.00 -90.00   58
 27  ω     42.00  75.00   0.50    1.67    --  113.25 -45.00   0.00   66
 28  ω     85.00 129.00   0.50    1.67    --  113.25 -61.00  30.00   88
 29  ω     42.00  70.00   0.50    1.67    --  113.25 -45.00-180.00   56
 30  ω     40.00  65.00   0.50    1.67    --  113.25 -30.00 120.00   50
 31  ω     43.00 106.00   0.50    1.67    --  113.25 -95.00  97.04  126
 32  ω     44.00  70.00   0.50    1.67    --  113.25 -61.00  60.00   52
 33  ω     94.00 121.00   0.50    1.67    --  113.25 -61.00  60.00   54
 34  ω     46.00  76.00   0.50    1.67    --  113.25 -45.00-120.00   60
;
_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      -0.0105536000
_diffrn_orient_matrix_UB_12      0.0426987000
_diffrn_orient_matrix_UB_13      0.0610304000
_diffrn_orient_matrix_UB_21      0.0170557000
_diffrn_orient_matrix_UB_22      -0.1563922000
_diffrn_orient_matrix_UB_23      0.0225989000
_diffrn_orient_matrix_UB_31      0.0840289000
_diffrn_orient_matrix_UB_32      0.0370826000
_diffrn_orient_matrix_UB_33      0.0249009000
_diffrn_oxdiff_digest_frames     
;
016f1255aa96474646f60c335c7c719361000493d08
;
_diffrn_oxdiff_digest_hkl        
;
017b70b7874224d4282e29c0731b1971c77843
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3574
_reflns_number_total             4101
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.472
_refine_diff_density_min         -2.737
_refine_diff_density_rms         0.170
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1282
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C6(H6), C2(H2), C3(H3), C5(H5), C20(H20), C16(H16), C9(H9),
 C12(H12), C10(H10), C18(H18), C19(H19), C17(H17)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.26636(2) 0.57617(3) 0.75570(2) 0.03126(12) Uani 1 1 d . . . . .
P1 P 0.37334(7) 0.31106(18) 0.70795(7) 0.0325(3) Uani 1 1 d . . . . .
O2 O 0.3110(3) 0.2019(5) 0.6978(2) 0.0433(10) Uani 1 1 d . . . . .
O1 O 0.3675(3) 0.4502(5) 0.7396(2) 0.0436(11) Uani 1 1 d . . . . .
C13 C 0.4181(3) 0.7522(7) 0.7904(3) 0.0363(12) Uani 1 1 d . . . . .
H13 H 0.421688 0.710723 0.753941 0.044 Uiso 1 1 calc R . . . .
C8 C 0.3582(3) 0.7166(6) 0.8111(2) 0.0291(10) Uani 1 1 d . . . . .
C1 C 0.2741(3) 0.4180(6) 0.8307(3) 0.0289(11) Uani 1 1 d . . . . .
C6 C 0.3412(3) 0.3560(7) 0.8635(3) 0.0350(12) Uani 1 1 d . . . . .
H6 H 0.386498 0.384483 0.856376 0.042 Uiso 1 1 calc R . . . .
C2 C 0.2080(3) 0.3756(7) 0.8424(3) 0.0333(11) Uani 1 1 d . . . . .
H2 H 0.161744 0.420171 0.821256 0.040 Uiso 1 1 calc R . . . .
C3 C 0.2099(4) 0.2696(8) 0.8845(3) 0.0415(14) Uani 1 1 d . . . . .
H3 H 0.164554 0.238773 0.890985 0.050 Uiso 1 1 calc R . . . .
C5 C 0.3426(4) 0.2516(7) 0.9070(3) 0.0406(13) Uani 1 1 d . . . . .
H5 H 0.389098 0.210505 0.929870 0.049 Uiso 1 1 calc R . . . .
C20 C 0.3472(3) 0.2814(8) 0.5834(3) 0.0410(14) Uani 1 1 d . . . . .
H20 H 0.311765 0.209263 0.584873 0.049 Uiso 1 1 calc R . . . .
C15 C 0.3877(3) 0.3525(8) 0.6364(3) 0.0371(13) Uani 1 1 d . . . . .
C4 C 0.2775(4) 0.2075(7) 0.9173(3) 0.0396(13) Uani 1 1 d . . . . .
C16 C 0.4386(4) 0.4576(8) 0.6343(3) 0.0442(15) Uani 1 1 d . . . . .
H16 H 0.466002 0.505799 0.670428 0.053 Uiso 1 1 calc R . . . .
C9 C 0.3560(4) 0.7749(8) 0.8656(3) 0.0393(14) Uani 1 1 d . . . . .
H9 H 0.315527 0.750858 0.880466 0.047 Uiso 1 1 calc R . . . .
C12 C 0.4739(3) 0.8500(8) 0.8233(3) 0.0418(14) Uani 1 1 d . . . . .
H12 H 0.513952 0.875762 0.808231 0.050 Uiso 1 1 calc R . . . .
C10 C 0.4117(4) 0.8679(9) 0.8990(3) 0.0459(15) Uani 1 1 d . . . . .
H10 H 0.409608 0.904090 0.936713 0.055 Uiso 1 1 calc R . . . .
C11 C 0.4704(4) 0.9083(8) 0.8775(3) 0.0444(16) Uani 1 1 d . . . . .
C18 C 0.4094(5) 0.4224(9) 0.5265(4) 0.056(2) Uani 1 1 d . . . . .
H18 H 0.416355 0.446774 0.488826 0.067 Uiso 1 1 calc R . . . .
C19 C 0.3585(4) 0.3150(10) 0.5294(3) 0.0516(17) Uani 1 1 d . . . . .
H19 H 0.331441 0.264821 0.493694 0.062 Uiso 1 1 calc R . . . .
C7 C 0.2779(6) 0.0884(8) 0.9630(4) 0.0535(19) Uani 1 1 d . . . . .
H7A H 0.233315 0.097744 0.976437 0.080 Uiso 1 1 calc GR . . . .
H7B H 0.323070 0.097170 0.997848 0.080 Uiso 1 1 calc GR . . . .
H7C H 0.277442 -0.006025 0.943848 0.080 Uiso 1 1 calc GR . . . .
C17 C 0.4504(5) 0.4942(11) 0.5794(4) 0.0558(19) Uani 1 1 d . . . . .
H17 H 0.485682 0.566815 0.578071 0.067 Uiso 1 1 calc R . . . .
C14 C 0.5277(5) 1.0180(12) 0.9105(4) 0.065(2) Uani 1 1 d . . . . .
H14A H 0.577276 0.990142 0.908241 0.098 Uiso 1 1 calc GR . . . .
H14B H 0.528920 1.022246 0.952983 0.098 Uiso 1 1 calc GR . . . .
H14C H 0.514210 1.113019 0.891801 0.098 Uiso 1 1 calc GR . . . .
H1 H 0.439(5) 0.236(9) 0.747(4) 0.05(2) Uiso 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
Bi1 O2 2.361(5) 4_556 ?
Bi1 O1 2.350(5) . ?
Bi1 C8 2.226(6) . ?
Bi1 C1 2.245(6) . ?
P1 O2 1.507(5) . ?
P1 O1 1.504(5) . ?
P1 C15 1.802(6) . ?
P1 H1 1.47(9) . ?
C13 H13 0.9500 . ?
C13 C8 1.387(8) . ?
C13 C12 1.418(9) . ?
C8 C9 1.388(8) . ?
C1 C6 1.380(9) . ?
C1 C2 1.402(8) . ?
C6 H6 0.9500 . ?
C6 C5 1.393(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.378(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(10) . ?
C5 H5 0.9500 . ?
C5 C4 1.375(10) . ?
C20 H20 0.9500 . ?
C20 C15 1.397(9) . ?
C20 C19 1.369(10) . ?
C15 C16 1.374(10) . ?
C4 C7 1.528(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.400(10) . ?
C9 H9 0.9500 . ?
C9 C10 1.392(10) . ?
C12 H12 0.9500 . ?
C12 C11 1.387(10) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(10) . ?
C11 C14 1.507(11) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(12) . ?
C18 C17 1.402(13) . ?
C19 H19 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C17 H17 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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 Bi1 O2 162.66(18) . 4_556 ?
C8 Bi1 O2 85.49(18) . 4_556 ?
C8 Bi1 O1 82.19(18) . . ?
C8 Bi1 C1 94.5(2) . . ?
C1 Bi1 O2 82.60(19) . 4_556 ?
C1 Bi1 O1 86.2(2) . . ?
O2 P1 C15 109.0(3) . . ?
O2 P1 H1 104(3) . . ?
O1 P1 O2 118.9(3) . . ?
O1 P1 C15 108.7(3) . . ?
O1 P1 H1 106(3) . . ?
C15 P1 H1 110(3) . . ?
P1 O2 Bi1 144.4(3) . 4_546 ?
P1 O1 Bi1 133.3(3) . . ?
C8 C13 H13 119.8 . . ?
C8 C13 C12 120.3(5) . . ?
C12 C13 H13 119.8 . . ?
C13 C8 Bi1 120.1(4) . . ?
C13 C8 C9 118.4(6) . . ?
C9 C8 Bi1 121.4(4) . . ?
C6 C1 Bi1 122.1(4) . . ?
C6 C1 C2 119.0(5) . . ?
C2 C1 Bi1 118.8(4) . . ?
C1 C6 H6 119.9 . . ?
C1 C6 C5 120.1(6) . . ?
C5 C6 H6 119.9 . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.3(6) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.4(6) . . ?
C4 C3 H3 119.8 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(6) . . ?
C4 C5 H5 119.6 . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C15 120.4(7) . . ?
C20 C15 P1 121.2(5) . . ?
C16 C15 P1 118.9(5) . . ?
C16 C15 C20 119.9(6) . . ?
C3 C4 C7 119.4(6) . . ?
C5 C4 C3 119.3(6) . . ?
C5 C4 C7 121.2(7) . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(7) . . ?
C17 C16 H16 119.7 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.5(6) . . ?
C10 C9 H9 119.3 . . ?
C13 C12 H12 119.8 . . ?
C11 C12 C13 120.4(6) . . ?
C11 C12 H12 119.8 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.5(6) . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 118.8(6) . . ?
C12 C11 C14 120.1(7) . . ?
C10 C11 C14 121.1(7) . . ?
C19 C18 H18 120.1 . . ?
C19 C18 C17 119.8(7) . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C18 120.3(7) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C16 C17 C18 119.1(8) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_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 1.683
_oxdiff_exptl_absorpt_empirical_full_min 0.710
####################################################################### 
# 
# 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_mh-bi-ptold
_database_code_depnum_ccdc_archive 'CCDC 2130073'
loop_
_audit_author_name
_audit_author_address
'Megan Herdman'
;Monash University
Australia
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_audit_creation_date             2020-10-26
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
catena-((μ-diphenylphosphinate)-bis(4-tolyl)-bismuth)
_chemical_formula_moiety         'C26 H24 Bi O2 P'
_chemical_formula_sum            'C26 H24 Bi O2 P'
_chemical_formula_weight         608.40
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H24 Bi1 O2 P1'
_chemical_oxdiff_usercomment     'Bi C H O P S'
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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
# start Validation Reply Form
_vrf_PLAT910_mh-bi-ptold
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).  
RESPONSE: The unit cell is reasonably large and these low angle 
reflections are likely missing due to the beamstop. All other 
analytical data is in agreement with the obtained structure.
;
# end Validation Reply Form
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.7325(2)
_cell_length_b                   9.3795(2)
_cell_length_c                   20.9611(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.470(2)
_cell_angle_gamma                90
_cell_volume                     2291.97(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10826
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      30.6200
_cell_measurement_theta_min      3.4840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.782
_exptl_absorpt_correction_T_max  0.04353
_exptl_absorpt_correction_T_min  0.02416
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1176
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0142
0 0 -1 0.0012
0 1 0 0.1517
0 -1 0 0.0587
1 0 0 0.0010
-1 0 0 0.0166

_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.019
_exptl_crystal_size_min          0.015
_exptl_crystal_size_rad          0.400
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0000 0.0000 1.0000 -0.0033 -0.0337 0.0035
0.0000 -0.0000 -1.0000 0.0033 0.0337 -0.0035
0.0000 1.0000 -0.0000 0.0240 0.0052 0.0715
-0.0000 -1.0000 0.0000 -0.0240 -0.0052 -0.0715
1.0000 0.0000 0.0000 0.0564 -0.0143 -0.0178
-1.0000 -0.0000 -0.0000 -0.0564 0.0143 0.0178

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25295
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         3.495
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  68.02   0.38   60.96    --   -5.96  25.00 -86.00  229
  2  ω     33.00  70.24   0.38   60.96    --    5.26  38.00  90.00   98
  3  ω    -23.00  38.18   0.38   60.96    --    5.26 -99.00 120.00  161
  4  ω    -80.00   5.88   0.38   60.96    --   -5.96 -25.00 109.00  226
  5  ω    -79.00 -18.96   0.38   60.96    --   -5.96 -38.00   0.00  158
  6  ω    -10.00  20.02   0.38   60.96    --   -5.96 -99.00-120.00   79
;
_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      0.0563913000
_diffrn_orient_matrix_UB_12      0.0239776000
_diffrn_orient_matrix_UB_13      -0.0032716000
_diffrn_orient_matrix_UB_21      -0.0142721000
_diffrn_orient_matrix_UB_22      0.0052450000
_diffrn_orient_matrix_UB_23      -0.0337166000
_diffrn_orient_matrix_UB_31      -0.0178337000
_diffrn_orient_matrix_UB_32      0.0715187000
_diffrn_orient_matrix_UB_33      0.0035498000
_diffrn_oxdiff_digest_frames     
;
01bd6dad86ddd33048c9716565082c56ed009516b42
;
_diffrn_oxdiff_digest_hkl        
;
016fe2d81edd812b49ae60a62e93bf84ac83d9
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.812
_reflns_Friedel_fraction_full    0.930
_reflns_Friedel_fraction_max     0.920
_reflns_number_gt                8191
_reflns_number_total             9013
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.510
_refine_diff_density_min         -1.678
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details 
;
 Flack x determined using 3375 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.021(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         9013
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      1.013
_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)+(0.0506P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0789
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24),
  C25(H25), C26(H26), C28(H28), C29(H29), C31(H31), C32(H32), C35(H35),
 C36(H36), C38(H38), C39(H39), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46),
  C48(H48), C49(H49), C50(H50), C51(H51), C52(H52)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C33(H33A,H33B,H33C), C40(H40A,H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.52076(3) 1.16820(3) 1.00691(2) 0.02477(11) Uani 1 1 d . . . . .
P1 P 0.25998(18) 0.9355(2) 0.96433(12) 0.0236(5) Uani 1 1 d . . . . .
O1 O 0.3389(5) 1.0556(7) 0.9853(3) 0.0336(14) Uani 1 1 d . . . . .
O2 O 0.3095(5) 0.7880(7) 0.9586(3) 0.0282(13) Uani 1 1 d . . . . .
C1 C 0.4231(8) 1.3329(9) 1.0587(4) 0.0275(19) Uani 1 1 d . . . . .
C2 C 0.4708(8) 1.3919(10) 1.1165(5) 0.032(2) Uani 1 1 d . . . . .
H2 H 0.544434 1.365713 1.133660 0.038 Uiso 1 1 calc R . . . .
C3 C 0.4096(8) 1.4895(10) 1.1488(4) 0.0306(19) Uani 1 1 d . . . . .
H3 H 0.442972 1.527948 1.187339 0.037 Uiso 1 1 calc R . . . .
C4 C 0.2978(8) 1.5317(10) 1.1244(5) 0.033(2) Uani 1 1 d . . . . .
C5 C 0.2513(8) 1.4720(11) 1.0672(5) 0.037(2) Uani 1 1 d . . . . .
H5 H 0.177600 1.497837 1.050117 0.044 Uiso 1 1 calc R . . . .
C6 C 0.3124(8) 1.3734(10) 1.0345(5) 0.031(2) Uani 1 1 d . . . . .
H6 H 0.278854 1.334392 0.996088 0.038 Uiso 1 1 calc R . . . .
C7 C 0.2330(9) 1.6407(11) 1.1596(5) 0.042(2) Uani 1 1 d . . . . .
H7A H 0.269161 1.650800 1.202734 0.062 Uiso 1 1 calc GR . . . .
H7B H 0.155241 1.609593 1.160346 0.062 Uiso 1 1 calc GR . . . .
H7C H 0.233611 1.730814 1.137876 0.062 Uiso 1 1 calc GR . . . .
C8 C 0.5570(8) 1.0403(9) 1.0979(4) 0.0260(18) Uani 1 1 d . . . . .
C9 C 0.6616(8) 1.0439(11) 1.1357(5) 0.037(2) Uani 1 1 d . . . . .
H9 H 0.720920 1.096351 1.121346 0.045 Uiso 1 1 calc R . . . .
C10 C 0.6822(8) 0.9732(12) 1.1940(5) 0.040(2) Uani 1 1 d . . . . .
H10 H 0.753181 0.981746 1.218316 0.048 Uiso 1 1 calc R . . . .
C11 C 0.5965(8) 0.8889(11) 1.2163(5) 0.035(2) Uani 1 1 d . . . . .
C12 C 0.4910(8) 0.8814(11) 1.1778(5) 0.036(2) Uani 1 1 d . . . . .
H12 H 0.433096 0.824508 1.191021 0.044 Uiso 1 1 calc R . . . .
C13 C 0.4705(8) 0.9560(10) 1.1209(5) 0.031(2) Uani 1 1 d . . . . .
H13 H 0.398613 0.950680 1.097357 0.037 Uiso 1 1 calc R . . . .
C14 C 0.6162(10) 0.8100(11) 1.2784(5) 0.041(2) Uani 1 1 d . . . . .
H14A H 0.668768 0.732974 1.274357 0.062 Uiso 1 1 calc GR . . . .
H14B H 0.544720 0.772689 1.289292 0.062 Uiso 1 1 calc GR . . . .
H14C H 0.647956 0.873773 1.311646 0.062 Uiso 1 1 calc GR . . . .
C15 C 0.1824(7) 0.9794(10) 0.8873(4) 0.0253(17) Uani 1 1 d . . . . .
C16 C 0.1009(9) 0.8843(12) 0.8586(5) 0.037(2) Uani 1 1 d . . . . .
H16 H 0.089907 0.797180 0.878265 0.044 Uiso 1 1 calc R . . . .
C17 C 0.0368(9) 0.9176(12) 0.8018(6) 0.043(3) Uani 1 1 d . . . . .
H17 H -0.017014 0.852784 0.783238 0.051 Uiso 1 1 calc R . . . .
C18 C 0.0513(9) 1.0468(12) 0.7719(5) 0.038(2) Uani 1 1 d . . . . .
H18 H 0.006554 1.069818 0.733853 0.045 Uiso 1 1 calc R . . . .
C19 C 0.1333(10) 1.1415(11) 0.7994(5) 0.039(2) Uani 1 1 d . . . . .
H19 H 0.144877 1.227881 0.779377 0.047 Uiso 1 1 calc R . . . .
C20 C 0.1989(8) 1.1068(10) 0.8575(5) 0.032(2) Uani 1 1 d . . . . .
H20 H 0.253824 1.170555 0.875826 0.039 Uiso 1 1 calc R . . . .
C21 C 0.1529(8) 0.9271(9) 1.0198(5) 0.027(2) Uani 1 1 d . . . . .
C22 C 0.1438(8) 1.0359(10) 1.0639(4) 0.0312(19) Uani 1 1 d . . . . .
H22 H 0.195241 1.111662 1.066224 0.037 Uiso 1 1 calc R . . . .
C23 C 0.0577(9) 1.0321(12) 1.1049(5) 0.041(2) Uani 1 1 d . . . . .
H23 H 0.052149 1.104634 1.134644 0.049 Uiso 1 1 calc R . . . .
C24 C -0.0190(9) 0.9199(12) 1.1010(6) 0.044(3) Uani 1 1 d . . . . .
H24 H -0.076642 0.917691 1.127971 0.053 Uiso 1 1 calc R . . . .
C25 C -0.0111(9) 0.8117(13) 1.0576(5) 0.043(3) Uani 1 1 d . . . . .
H25 H -0.063725 0.737179 1.055135 0.052 Uiso 1 1 calc R . . . .
C26 C 0.0759(8) 0.8132(11) 1.0172(5) 0.036(2) Uani 1 1 d . . . . .
H26 H 0.082448 0.738550 0.988587 0.043 Uiso 1 1 calc R . . . .
Bi2 Bi 0.01751(3) 0.47898(3) 0.50204(2) 0.02645(11) Uani 1 1 d . . . . .
P2 P 0.22549(18) 0.2278(3) 0.46194(11) 0.0259(5) Uani 1 1 d . . . . .
O3 O 0.1885(5) 0.3800(7) 0.4727(3) 0.0324(14) Uani 1 1 d . . . . .
O4 O 0.1391(5) 0.1119(7) 0.4683(3) 0.0328(15) Uani 1 1 d . . . . .
C27 C 0.1316(8) 0.6095(10) 0.5731(4) 0.0291(19) Uani 1 1 d . . . . .
C28 C 0.0850(10) 0.6927(14) 0.6167(6) 0.048(3) Uani 1 1 d . . . . .
H28 H 0.005649 0.698157 0.615753 0.058 Uiso 1 1 calc R . . . .
C29 C 0.1547(11) 0.7697(15) 0.6629(6) 0.056(3) Uani 1 1 d . . . . .
H29 H 0.120347 0.831225 0.689830 0.067 Uiso 1 1 calc R . . . .
C30 C 0.2720(9) 0.7581(11) 0.6700(5) 0.040(2) Uani 1 1 d . . . . .
C31 C 0.3194(9) 0.6752(13) 0.6268(6) 0.047(3) Uani 1 1 d . . . . .
H31 H 0.398829 0.667168 0.629485 0.056 Uiso 1 1 calc R . . . .
C32 C 0.2515(9) 0.6014(12) 0.5783(6) 0.045(3) Uani 1 1 d . . . . .
H32 H 0.286523 0.546378 0.549201 0.055 Uiso 1 1 calc R . . . .
C33 C 0.3437(11) 0.8333(13) 0.7246(6) 0.052(3) Uani 1 1 d . . . . .
H33A H 0.328870 0.933890 0.722084 0.078 Uiso 1 1 calc GR . . . .
H33B H 0.423535 0.816073 0.721560 0.078 Uiso 1 1 calc GR . . . .
H33C H 0.324019 0.797448 0.764889 0.078 Uiso 1 1 calc GR . . . .
C34 C 0.0293(8) 0.6368(8) 0.4215(4) 0.0262(19) Uani 1 1 d . . . . .
C35 C -0.0680(8) 0.6993(10) 0.3899(4) 0.028(2) Uani 1 1 d . . . . .
H35 H -0.140030 0.668477 0.398502 0.034 Uiso 1 1 calc R . . . .
C36 C -0.0592(8) 0.8063(10) 0.3460(4) 0.030(2) Uani 1 1 d . . . . .
H36 H -0.125890 0.849967 0.327189 0.036 Uiso 1 1 calc R . . . .
C37 C 0.0472(8) 0.8523(11) 0.3284(4) 0.033(2) Uani 1 1 d . . . . .
C38 C 0.1437(8) 0.7838(12) 0.3600(5) 0.037(2) Uani 1 1 d . . . . .
H38 H 0.215973 0.809283 0.349692 0.045 Uiso 1 1 calc R . . . .
C39 C 0.1354(8) 0.6803(11) 0.4056(5) 0.035(2) Uani 1 1 d . . . . .
H39 H 0.201700 0.638921 0.426067 0.042 Uiso 1 1 calc R . . . .
C40 C 0.0572(10) 0.9655(13) 0.2785(5) 0.045(2) Uani 1 1 d . . . . .
H40A H 0.075423 0.921764 0.239501 0.068 Uiso 1 1 calc GR . . . .
H40B H 0.116781 1.031282 0.293713 0.068 Uiso 1 1 calc GR . . . .
H40C H -0.014345 1.015618 0.270408 0.068 Uiso 1 1 calc GR . . . .
C41 C 0.3521(8) 0.1867(11) 0.5165(4) 0.031(2) Uani 1 1 d . . . . .
C42 C 0.3590(8) 0.0605(11) 0.5522(5) 0.035(2) Uani 1 1 d . . . . .
H42 H 0.297305 -0.002419 0.549004 0.042 Uiso 1 1 calc R . . . .
C43 C 0.4585(9) 0.0291(13) 0.5925(5) 0.043(2) Uani 1 1 d . . . . .
H43 H 0.462205 -0.053445 0.617191 0.052 Uiso 1 1 calc R . . . .
C44 C 0.5520(9) 0.1200(12) 0.5959(5) 0.040(2) Uani 1 1 d . . . . .
H44 H 0.618378 0.098027 0.622638 0.048 Uiso 1 1 calc R . . . .
C45 C 0.5466(8) 0.2431(12) 0.5597(5) 0.041(2) Uani 1 1 d . . . . .
H45 H 0.610088 0.302887 0.561464 0.050 Uiso 1 1 calc R . . . .
C46 C 0.4471(8) 0.2785(12) 0.5206(5) 0.039(2) Uani 1 1 d . . . . .
H46 H 0.443413 0.362872 0.497194 0.046 Uiso 1 1 calc R . . . .
C47 C 0.2695(7) 0.2229(11) 0.3821(4) 0.0310(19) Uani 1 1 d . . . . .
C48 C 0.3417(8) 0.1127(11) 0.3651(5) 0.034(2) Uani 1 1 d . . . . .
H48 H 0.370511 0.046441 0.395740 0.040 Uiso 1 1 calc R . . . .
C49 C 0.3698(9) 0.1024(12) 0.3031(5) 0.043(2) Uani 1 1 d . . . . .
H49 H 0.414789 0.026931 0.291620 0.052 Uiso 1 1 calc R . . . .
C50 C 0.3319(9) 0.2025(12) 0.2586(5) 0.043(3) Uani 1 1 d . . . . .
H50 H 0.352385 0.195990 0.217146 0.051 Uiso 1 1 calc R . . . .
C51 C 0.2640(9) 0.3124(12) 0.2744(5) 0.045(3) Uani 1 1 d . . . . .
H51 H 0.238447 0.380631 0.243902 0.053 Uiso 1 1 calc R . . . .
C52 C 0.2335(8) 0.3215(10) 0.3363(5) 0.035(2) Uani 1 1 d . . . . .
H52 H 0.187388 0.396567 0.346857 0.042 Uiso 1 1 calc R . . . .


_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
Bi1 O1 2.379(6) . ?
Bi1 O2 2.329(6) 2_657 ?
Bi1 C1 2.272(8) . ?
Bi1 C8 2.254(9) . ?
P1 O1 1.492(7) . ?
P1 O2 1.511(6) . ?
P1 C15 1.809(9) . ?
P1 C21 1.807(10) . ?
C1 C2 1.392(13) . ?
C1 C6 1.392(13) . ?
C2 C3 1.385(13) . ?
C3 C4 1.410(14) . ?
C4 C5 1.378(15) . ?
C4 C7 1.514(13) . ?
C5 C6 1.397(14) . ?
C8 C9 1.384(14) . ?
C8 C13 1.413(13) . ?
C9 C10 1.387(14) . ?
C10 C11 1.400(14) . ?
C11 C12 1.400(15) . ?
C11 C14 1.493(14) . ?
C12 C13 1.380(14) . ?
C15 C16 1.393(13) . ?
C15 C20 1.373(13) . ?
C16 C17 1.371(16) . ?
C17 C18 1.383(15) . ?
C18 C19 1.386(16) . ?
C19 C20 1.402(14) . ?
C21 C22 1.390(13) . ?
C21 C26 1.396(13) . ?
C22 C23 1.398(13) . ?
C23 C24 1.381(16) . ?
C24 C25 1.372(16) . ?
C25 C26 1.399(13) . ?
Bi2 O3 2.355(6) . ?
Bi2 O4 2.361(6) 2_556 ?
Bi2 C27 2.249(10) . ?
Bi2 C34 2.262(9) . ?
P2 O3 1.516(7) . ?
P2 O4 1.502(6) . ?
P2 C41 1.812(9) . ?
P2 C47 1.806(10) . ?
C27 C28 1.363(15) . ?
C27 C32 1.400(14) . ?
C28 C29 1.396(17) . ?
C29 C30 1.372(17) . ?
C30 C31 1.360(15) . ?
C30 C33 1.516(14) . ?
C31 C32 1.401(16) . ?
C34 C35 1.383(13) . ?
C34 C39 1.385(13) . ?
C35 C36 1.374(13) . ?
C36 C37 1.408(13) . ?
C37 C38 1.401(14) . ?
C37 C40 1.505(14) . ?
C38 C39 1.374(14) . ?
C41 C42 1.398(14) . ?
C41 C46 1.403(14) . ?
C42 C43 1.393(14) . ?
C43 C44 1.384(16) . ?
C44 C45 1.380(15) . ?
C45 C46 1.388(14) . ?
C47 C48 1.407(13) . ?
C47 C52 1.366(13) . ?
C48 C49 1.380(14) . ?
C49 C50 1.362(16) . ?
C50 C51 1.366(15) . ?
C51 C52 1.386(15) . ?

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
O2 Bi1 O1 172.1(2) 2_657 . ?
C1 Bi1 O1 84.4(3) . . ?
C1 Bi1 O2 89.0(3) . 2_657 ?
C8 Bi1 O1 90.2(3) . . ?
C8 Bi1 O2 85.5(3) . 2_657 ?
C8 Bi1 C1 90.8(3) . . ?
O1 P1 O2 118.9(4) . . ?
O1 P1 C15 108.9(4) . . ?
O1 P1 C21 107.3(4) . . ?
O2 P1 C15 107.3(4) . . ?
O2 P1 C21 108.2(4) . . ?
C21 P1 C15 105.5(4) . . ?
P1 O1 Bi1 154.8(4) . . ?
P1 O2 Bi1 137.8(4) . 2_647 ?
C2 C1 Bi1 120.8(7) . . ?
C2 C1 C6 118.5(8) . . ?
C6 C1 Bi1 120.7(7) . . ?
C3 C2 C1 120.5(9) . . ?
C2 C3 C4 121.4(9) . . ?
C3 C4 C7 120.7(9) . . ?
C5 C4 C3 117.5(9) . . ?
C5 C4 C7 121.8(9) . . ?
C4 C5 C6 121.4(9) . . ?
C1 C6 C5 120.7(9) . . ?
C9 C8 Bi1 122.8(7) . . ?
C9 C8 C13 116.3(9) . . ?
C13 C8 Bi1 120.9(7) . . ?
C8 C9 C10 123.2(9) . . ?
C9 C10 C11 120.3(9) . . ?
C10 C11 C12 117.2(9) . . ?
C10 C11 C14 121.6(10) . . ?
C12 C11 C14 121.2(9) . . ?
C13 C12 C11 121.9(9) . . ?
C12 C13 C8 121.1(9) . . ?
C16 C15 P1 119.4(7) . . ?
C20 C15 P1 121.5(7) . . ?
C20 C15 C16 119.1(9) . . ?
C17 C16 C15 120.7(10) . . ?
C16 C17 C18 120.7(10) . . ?
C17 C18 C19 119.2(9) . . ?
C18 C19 C20 120.0(9) . . ?
C15 C20 C19 120.4(9) . . ?
C22 C21 P1 120.5(7) . . ?
C22 C21 C26 119.4(9) . . ?
C26 C21 P1 120.1(7) . . ?
C21 C22 C23 120.3(9) . . ?
C24 C23 C22 119.6(10) . . ?
C25 C24 C23 120.7(9) . . ?
C24 C25 C26 120.1(10) . . ?
C21 C26 C25 119.8(10) . . ?
O3 Bi2 O4 171.2(2) . 2_556 ?
C27 Bi2 O3 85.8(3) . . ?
C27 Bi2 O4 87.8(3) . 2_556 ?
C27 Bi2 C34 93.2(3) . . ?
C34 Bi2 O3 86.4(3) . . ?
C34 Bi2 O4 88.0(3) . 2_556 ?
O3 P2 C41 109.5(4) . . ?
O3 P2 C47 106.2(4) . . ?
O4 P2 O3 117.4(4) . . ?
O4 P2 C41 107.7(4) . . ?
O4 P2 C47 109.3(4) . . ?
C47 P2 C41 106.3(4) . . ?
P2 O3 Bi2 132.6(4) . . ?
P2 O4 Bi2 163.4(4) . 2_546 ?
C28 C27 Bi2 120.1(8) . . ?
C28 C27 C32 117.0(10) . . ?
C32 C27 Bi2 122.7(7) . . ?
C27 C28 C29 120.9(11) . . ?
C30 C29 C28 122.4(11) . . ?
C29 C30 C33 120.6(10) . . ?
C31 C30 C29 117.0(10) . . ?
C31 C30 C33 122.4(10) . . ?
C30 C31 C32 121.6(10) . . ?
C27 C32 C31 121.0(10) . . ?
C35 C34 Bi2 121.2(7) . . ?
C35 C34 C39 118.4(9) . . ?
C39 C34 Bi2 120.3(7) . . ?
C36 C35 C34 120.7(9) . . ?
C35 C36 C37 122.3(9) . . ?
C36 C37 C40 122.6(9) . . ?
C38 C37 C36 115.4(9) . . ?
C38 C37 C40 122.0(9) . . ?
C39 C38 C37 122.4(9) . . ?
C38 C39 C34 120.8(9) . . ?
C42 C41 P2 120.7(8) . . ?
C42 C41 C46 119.3(9) . . ?
C46 C41 P2 119.8(8) . . ?
C43 C42 C41 119.8(10) . . ?
C44 C43 C42 120.4(10) . . ?
C45 C44 C43 120.0(10) . . ?
C44 C45 C46 120.5(10) . . ?
C45 C46 C41 119.9(10) . . ?
C48 C47 P2 119.8(7) . . ?
C52 C47 P2 122.4(8) . . ?
C52 C47 C48 117.8(9) . . ?
C49 C48 C47 120.4(10) . . ?
C50 C49 C48 120.1(10) . . ?
C49 C50 C51 120.6(10) . . ?
C50 C51 C52 119.5(10) . . ?
C47 C52 C51 121.6(10) . . ?

_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 1.720
_oxdiff_exptl_absorpt_empirical_full_min 0.617
####################################################################### 
# 
# 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_mh-bimtolp_auto
_database_code_depnum_ccdc_archive 'CCDC 2130071'
loop_
_audit_author_name
_audit_author_address
'Megan Herdman'
;Monash University
Australia
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_audit_creation_date             2021-10-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
'catena-((μ-diphenylphosphinate)-bis(3-tolyl)-bismuth) dimethylsulfoxide solvate'
_chemical_formula_moiety         'C26 H24 Bi O2 P, C2 H6 O S'
_chemical_formula_sum            'C28 H30 Bi O3 P S'
_chemical_formula_weight         686.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Bi C H P O S'
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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_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_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.2607(2)
_cell_length_b                   10.1056(2)
_cell_length_c                   18.4960(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.6810(10)
_cell_angle_gamma                90
_cell_volume                     2652.42(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18769
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      31.0800
_cell_measurement_theta_min      3.4150
_shelx_estimated_absorpt_T_max   0.579
_shelx_estimated_absorpt_T_min   0.373
_exptl_absorpt_coefficient_mu    6.813
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.090
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            34988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.063
_diffrn_reflns_theta_min         3.224
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -63.00  21.00   0.50    4.00    --  -20.51  84.00 158.00  168
  2  ω    -41.00  21.00   0.50    4.00    --  -20.51 -84.00  38.00  124
  3  ω    -42.00  64.00   0.50    4.00    --   20.67 -84.00  38.00  212
  4  ω   -112.00 -63.00   0.50    4.00    --  -20.51-178.00-180.00   98
  5  ω   -112.00 -61.00   0.50    4.00    --  -20.51 178.00  30.00  102
  6  ω    -23.00  30.00   0.50    4.00    --  -20.51 -99.00 -30.00  106
  7  ω     42.00 103.00   0.50    4.00    --   20.67 178.00 -60.00  122
  8  ω    -57.00  49.00   0.50    4.00    --   20.67 -57.00 150.00  212
  9  ω     42.00 102.00   0.50    4.00    --   20.67 178.00   0.00  120
;
_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      -0.0277643000
_diffrn_orient_matrix_UB_12      -0.0092048000
_diffrn_orient_matrix_UB_13      -0.0336039000
_diffrn_orient_matrix_UB_21      0.0167793000
_diffrn_orient_matrix_UB_22      0.0609338000
_diffrn_orient_matrix_UB_23      -0.0127609000
_diffrn_orient_matrix_UB_31      0.0380341000
_diffrn_orient_matrix_UB_32      -0.0336069000
_diffrn_orient_matrix_UB_33      -0.0138780000
_diffrn_oxdiff_digest_frames     
;
014590cc86b0cceed43d907e43159c0433012642a16
;
_diffrn_oxdiff_digest_hkl        
;
019af0bbc45c44eb7d11a7f8719a1fadd3621c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6560
_reflns_number_total             7568
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.574
_refine_diff_density_min         -1.564
_refine_diff_density_rms         0.162
_refine_ls_extinction_coef       0.00034(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         7568
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0293P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0554
_refine_ls_wR_factor_ref         0.0574
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C13(H13), C2(H2), C6(H6), C10(H10), C11(H11), C20(H20), C16(H16),
 C22(H22), C3(H3), C24(H24), C23(H23), C19(H19), C26(H26), C4(H4), C17(H17),
 C18(H18), C25(H25)
2.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C7(H7A,H7B,H7C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.25324(2) 0.48092(2) 0.27003(2) 0.01010(4) Uani 1 1 d . . . . .
P1 P 0.34905(4) 0.75525(6) 0.38107(3) 0.01033(12) Uani 1 1 d . . . . .
S1 S 0.30058(5) 0.10509(8) 0.71624(4) 0.02778(17) Uani 1 1 d . . . . .
O2 O 0.33669(12) 0.85430(18) 0.32009(10) 0.0165(4) Uani 1 1 d . . . . .
O1 O 0.32181(12) 0.61266(18) 0.36378(9) 0.0143(4) Uani 1 1 d . . . . .
C1 C 0.16895(16) 0.3892(2) 0.35396(14) 0.0129(5) Uani 1 1 d . . . . .
C8 C 0.14367(16) 0.6393(2) 0.24107(14) 0.0124(5) Uani 1 1 d . . . . .
O3 O 0.23464(15) 0.0875(3) 0.77402(12) 0.0365(6) Uani 1 1 d . . . . .
C9 C 0.12189(17) 0.6730(3) 0.16767(14) 0.0155(5) Uani 1 1 d . . . . .
H9 H 0.155434 0.633330 0.131410 0.019 Uiso 1 1 calc R . . . .
C13 C 0.09459(17) 0.7006(3) 0.29326(14) 0.0132(5) Uani 1 1 d . . . . .
H13 H 0.109832 0.678911 0.343017 0.016 Uiso 1 1 calc R . . . .
C2 C 0.11550(18) 0.2760(3) 0.33756(15) 0.0182(6) Uani 1 1 d . . . . .
H2 H 0.115338 0.236037 0.291060 0.022 Uiso 1 1 calc R . . . .
C15 C 0.28430(16) 0.8084(2) 0.45530(14) 0.0122(5) Uani 1 1 d . . . . .
C6 C 0.16842(17) 0.4461(3) 0.42325(14) 0.0143(5) Uani 1 1 d . . . . .
H6 H 0.205083 0.523139 0.434815 0.017 Uiso 1 1 calc R . . . .
C12 C 0.02332(17) 0.7934(3) 0.27439(14) 0.0147(5) Uani 1 1 d . . . . .
C10 C 0.05117(18) 0.7644(3) 0.14828(15) 0.0189(6) Uani 1 1 d . . . . .
H10 H 0.036236 0.786380 0.098539 0.023 Uiso 1 1 calc R . . . .
C11 C 0.00196(17) 0.8241(3) 0.20067(15) 0.0176(6) Uani 1 1 d . . . . .
H11 H -0.046472 0.886052 0.186453 0.021 Uiso 1 1 calc R . . . .
C21 C 0.47107(16) 0.7563(2) 0.41768(13) 0.0112(5) Uani 1 1 d . . . . .
C20 C 0.30524(18) 0.7521(3) 0.52398(14) 0.0169(5) Uani 1 1 d . . . . .
H20 H 0.353737 0.687580 0.530985 0.020 Uiso 1 1 calc R . . . .
C16 C 0.21277(17) 0.9042(3) 0.44566(15) 0.0166(5) Uani 1 1 d . . . . .
H16 H 0.197705 0.943851 0.399395 0.020 Uiso 1 1 calc R . . . .
C22 C 0.51718(16) 0.8775(2) 0.43010(14) 0.0131(5) Uani 1 1 d . . . . .
H22 H 0.484047 0.957768 0.419251 0.016 Uiso 1 1 calc R . . . .
C3 C 0.0622(2) 0.2212(3) 0.38921(16) 0.0233(6) Uani 1 1 d . . . . .
H3 H 0.025869 0.143825 0.377716 0.028 Uiso 1 1 calc R . . . .
C24 C 0.66049(18) 0.7644(3) 0.47387(14) 0.0188(6) Uani 1 1 d . . . . .
H24 H 0.724901 0.767304 0.492693 0.023 Uiso 1 1 calc R . . . .
C23 C 0.61080(17) 0.8812(3) 0.45810(14) 0.0173(5) Uani 1 1 d . . . . .
H23 H 0.641403 0.964059 0.466633 0.021 Uiso 1 1 calc R . . . .
C5 C 0.11500(17) 0.3919(3) 0.47575(15) 0.0176(5) Uani 1 1 d . . . . .
C19 C 0.2564(2) 0.7888(3) 0.58233(15) 0.0214(6) Uani 1 1 d . . . . .
H19 H 0.271202 0.749299 0.628671 0.026 Uiso 1 1 calc R . . . .
C26 C 0.52098(17) 0.6387(3) 0.43357(14) 0.0166(5) Uani 1 1 d . . . . .
H26 H 0.490605 0.555665 0.425058 0.020 Uiso 1 1 calc R . . . .
C4 C 0.06181(19) 0.2790(3) 0.45767(16) 0.0219(6) Uani 1 1 d . . . . .
H4 H 0.024888 0.240887 0.492308 0.026 Uiso 1 1 calc R . . . .
C17 C 0.16392(18) 0.9410(3) 0.50424(17) 0.0217(6) Uani 1 1 d . . . . .
H17 H 0.115438 1.005614 0.497711 0.026 Uiso 1 1 calc R . . . .
C14 C -0.03070(18) 0.8563(3) 0.33181(16) 0.0235(6) Uani 1 1 d . . . . .
H14A H -0.078446 0.794227 0.345912 0.035 Uiso 1 1 calc GR . . . .
H14B H -0.061557 0.937182 0.312304 0.035 Uiso 1 1 calc GR . . . .
H14C H 0.012911 0.878280 0.374435 0.035 Uiso 1 1 calc GR . . . .
C18 C 0.18584(19) 0.8835(3) 0.57220(16) 0.0221(6) Uani 1 1 d . . . . .
H18 H 0.152351 0.909224 0.611840 0.026 Uiso 1 1 calc R . . . .
C25 C 0.61525(18) 0.6436(3) 0.46189(16) 0.0221(6) Uani 1 1 d . . . . .
H25 H 0.648731 0.563709 0.473063 0.027 Uiso 1 1 calc R . . . .
C7 C 0.1180(2) 0.4523(3) 0.55004(17) 0.0254(6) Uani 1 1 d . . . . .
H7A H 0.169693 0.412867 0.581712 0.038 Uiso 1 1 calc GR . . . .
H7B H 0.058149 0.435588 0.570311 0.038 Uiso 1 1 calc GR . . . .
H7C H 0.128042 0.547950 0.546629 0.038 Uiso 1 1 calc GR . . . .
C27 C 0.3599(2) 0.2594(3) 0.73353(19) 0.0370(8) Uani 1 1 d . . . . .
H27A H 0.315103 0.332265 0.723730 0.055 Uiso 1 1 calc GR . . . .
H27B H 0.410825 0.267745 0.701880 0.055 Uiso 1 1 calc GR . . . .
H27C H 0.386418 0.262877 0.784447 0.055 Uiso 1 1 calc GR . . . .
C28 C 0.3998(3) 0.0012(4) 0.7418(2) 0.0442(10) Uani 1 1 d . . . . .
H28A H 0.424315 0.020489 0.792126 0.066 Uiso 1 1 calc GR . . . .
H28B H 0.449075 0.018062 0.709614 0.066 Uiso 1 1 calc GR . . . .
H28C H 0.380493 -0.091736 0.737828 0.066 Uiso 1 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
Bi1 O2 2.3742(17) 2_545 ?
Bi1 O1 2.3238(17) . ?
Bi1 C1 2.255(2) . ?
Bi1 C8 2.264(2) . ?
P1 O2 1.5053(18) . ?
P1 O1 1.5182(19) . ?
P1 C15 1.810(3) . ?
P1 C21 1.804(2) . ?
S1 O3 1.502(2) . ?
S1 C27 1.788(3) . ?
S1 C28 1.788(3) . ?
C1 C2 1.391(3) . ?
C1 C6 1.406(4) . ?
C8 C9 1.404(4) . ?
C8 C13 1.393(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.388(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.401(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(4) . ?
C15 C20 1.397(4) . ?
C15 C16 1.405(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.404(4) . ?
C12 C11 1.402(4) . ?
C12 C14 1.512(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(4) . ?
C11 H11 0.9500 . ?
C21 C22 1.398(3) . ?
C21 C26 1.402(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.391(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.395(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.393(4) . ?
C24 C25 1.388(4) . ?
C23 H23 0.9500 . ?
C5 C4 1.393(4) . ?
C5 C7 1.500(4) . ?
C19 H19 0.9500 . ?
C19 C18 1.388(4) . ?
C26 H26 0.9500 . ?
C26 C25 1.394(3) . ?
C4 H4 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.392(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C18 H18 0.9500 . ?
C25 H25 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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 Bi1 O2 172.23(6) . 2_545 ?
C1 Bi1 O2 88.51(8) . 2_545 ?
C1 Bi1 O1 86.30(8) . . ?
C1 Bi1 C8 92.93(9) . . ?
C8 Bi1 O2 84.42(7) . 2_545 ?
C8 Bi1 O1 90.07(8) . . ?
O2 P1 O1 117.70(10) . . ?
O2 P1 C15 109.90(11) . . ?
O2 P1 C21 108.31(11) . . ?
O1 P1 C15 107.59(11) . . ?
O1 P1 C21 107.58(11) . . ?
C21 P1 C15 105.02(11) . . ?
O3 S1 C27 107.13(15) . . ?
O3 S1 C28 106.08(17) . . ?
C28 S1 C27 96.68(19) . . ?
P1 O2 Bi1 154.09(11) . 2 ?
P1 O1 Bi1 141.34(11) . . ?
C2 C1 Bi1 120.39(19) . . ?
C2 C1 C6 118.9(2) . . ?
C6 C1 Bi1 120.70(18) . . ?
C9 C8 Bi1 118.78(19) . . ?
C13 C8 Bi1 122.20(18) . . ?
C13 C8 C9 119.0(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 H9 120.1 . . ?
C8 C13 H13 119.1 . . ?
C8 C13 C12 121.8(2) . . ?
C12 C13 H13 119.1 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.1(3) . . ?
C3 C2 H2 119.9 . . ?
C20 C15 P1 119.33(19) . . ?
C20 C15 C16 118.9(2) . . ?
C16 C15 P1 121.8(2) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.5(2) . . ?
C5 C6 H6 119.2 . . ?
C13 C12 C11 118.2(2) . . ?
C13 C12 C14 120.9(2) . . ?
C11 C12 C14 120.9(2) . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C12 C11 H11 119.8 . . ?
C10 C11 C12 120.4(2) . . ?
C10 C11 H11 119.8 . . ?
C22 C21 P1 119.19(19) . . ?
C22 C21 C26 119.2(2) . . ?
C26 C21 P1 121.63(19) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 C15 121.2(2) . . ?
C19 C20 H20 119.4 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C25 C24 C23 119.6(2) . . ?
C22 C23 C24 120.5(2) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C6 C5 C7 120.4(3) . . ?
C4 C5 C6 118.3(3) . . ?
C4 C5 C7 121.3(3) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 C20 119.4(3) . . ?
C18 C19 H19 120.3 . . ?
C21 C26 H26 120.0 . . ?
C25 C26 C21 119.9(2) . . ?
C25 C26 H26 120.0 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 H4 119.7 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C19 C18 C17 120.3(3) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C24 C25 C26 120.4(3) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
S1 C27 H27A 109.5 . . ?
S1 C27 H27B 109.5 . . ?
S1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
S1 C28 H28A 109.5 . . ?
S1 C28 H28B 109.5 . . ?
S1 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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 C1 C2 C3 -178.8(2) . . . . ?
Bi1 C1 C6 C5 178.78(18) . . . . ?
Bi1 C8 C9 C10 176.36(19) . . . . ?
Bi1 C8 C13 C12 -176.50(18) . . . . ?
P1 C15 C20 C19 -179.2(2) . . . . ?
P1 C15 C16 C17 179.2(2) . . . . ?
P1 C21 C22 C23 -179.96(19) . . . . ?
P1 C21 C26 C25 -179.9(2) . . . . ?
O2 P1 O1 Bi1 -5.4(2) . . . . ?
O2 P1 C15 C20 -163.0(2) . . . . ?
O2 P1 C15 C16 17.5(2) . . . . ?
O2 P1 C21 C22 44.2(2) . . . . ?
O2 P1 C21 C26 -135.4(2) . . . . ?
O1 P1 O2 Bi1 65.0(3) . . . 2 ?
O1 P1 C15 C20 67.7(2) . . . . ?
O1 P1 C15 C16 -111.8(2) . . . . ?
O1 P1 C21 C22 172.40(19) . . . . ?
O1 P1 C21 C26 -7.2(2) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C1 C6 C5 C4 0.0(4) . . . . ?
C1 C6 C5 C7 178.2(2) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C8 C13 C12 C11 0.0(4) . . . . ?
C8 C13 C12 C14 178.5(2) . . . . ?
C9 C8 C13 C12 0.9(4) . . . . ?
C9 C10 C11 C12 0.3(4) . . . . ?
C13 C8 C9 C10 -1.1(4) . . . . ?
C13 C12 C11 C10 -0.6(4) . . . . ?
C2 C1 C6 C5 -0.3(4) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C15 P1 O2 Bi1 -58.6(3) . . . 2 ?
C15 P1 O1 Bi1 119.29(16) . . . . ?
C15 P1 C21 C22 -73.2(2) . . . . ?
C15 P1 C21 C26 107.2(2) . . . . ?
C15 C20 C19 C18 -0.3(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C6 C1 C2 C3 0.3(4) . . . . ?
C6 C5 C4 C3 0.3(4) . . . . ?
C21 P1 O2 Bi1 -172.8(2) . . . 2 ?
C21 P1 O1 Bi1 -128.03(16) . . . . ?
C21 P1 C15 C20 -46.7(2) . . . . ?
C21 P1 C15 C16 133.8(2) . . . . ?
C21 C22 C23 C24 0.4(4) . . . . ?
C21 C26 C25 C24 -0.6(4) . . . . ?
C20 C15 C16 C17 -0.3(4) . . . . ?
C20 C19 C18 C17 0.2(4) . . . . ?
C16 C15 C20 C19 0.3(4) . . . . ?
C16 C17 C18 C19 -0.1(4) . . . . ?
C22 C21 C26 C25 0.5(4) . . . . ?
C23 C24 C25 C26 0.7(4) . . . . ?
C26 C21 C22 C23 -0.3(4) . . . . ?
C14 C12 C11 C10 -179.1(3) . . . . ?
C25 C24 C23 C22 -0.5(4) . . . . ?
C7 C5 C4 C3 -177.8(3) . . . . ?

_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 1.981
_oxdiff_exptl_absorpt_empirical_full_min 0.695
