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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_092419_mk133_0m
_audit_block_doi                 10.5517/ccdc.csd.cc251q76
_database_code_depnum_ccdc_archive 'CCDC 1997647'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv.12149502 2020
loop_
_audit_author_name
_audit_author_address
'Katherine Marczenko'
;Dalhousie University
Canada
;
_audit_update_record             
;
2020-04-17 deposited with the CCDC.	2020-05-12 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_092419_mk133_0m     
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: Spurious error.....sin(61.386/1.54184) = 0.640
;
# Added during the CSD deposition process: Friday 17 April 2020 03:31 PM
# end Validation Reply Form

_audit_creation_date             2020-04-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H40 Bi F6 N O6 P2 S2'
_chemical_formula_sum            'C28 H40 Bi F6 N O6 P2 S2'
_chemical_formula_weight         935.65
_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 0.0181 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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'
S S 0.3331 0.5567 '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                   14.6015(10)
_cell_length_b                   14.2461(11)
_cell_length_c                   17.5327(14)
_cell_angle_alpha                90
_cell_angle_beta                 105.912(4)
_cell_angle_gamma                90
_cell_volume                     3507.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12057
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      122.39
_cell_measurement_theta_min      5.20
_shelx_estimated_absorpt_T_max   0.633
_shelx_estimated_absorpt_T_min   0.343
_exptl_absorpt_coefficient_mu    12.491
_exptl_absorpt_correction_T_max  0.751957
_exptl_absorpt_correction_T_min  0.43015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 173187 reflections, Rint = 0.0658
 (101380 with I > 3sig(I), Rint = 0.0578)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1848
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.109
_exptl_crystal_size_mid          0.0995
_exptl_crystal_size_min          0.0403
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            5419
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        61.386
_diffrn_reflns_theta_max         61.386
_diffrn_reflns_theta_min         3.501
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Quest Photon II'
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5351
_reflns_number_total             5419
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.389
_refine_diff_density_min         -1.098
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         5419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0213
_refine_ls_restrained_S_all      1.095
_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)+(0.0262P)²+7.0353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0544
_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 Ternary CH refined with riding coordinates:
 C24(H24), C18(H18), C15(H15), C21(H21)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C11(H11), C4(H4), C9(H9), C5(H5), C8(H8)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C13(H13A,H13B,H13C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C17(H17A,H17B,H17C), C25(H25A,H25B,H25C), C23(H23A,
 H23B,H23C), C16(H16A,H16B,H16C), C14(H14A,H14B,H14C)
;
_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
Bi01 Bi 0.49650(2) 0.34412(2) 0.25997(2) 0.01420(6) Uani 1 1 d . . . . .
P2 P 0.67491(5) 0.40626(6) 0.33660(5) 0.01464(17) Uani 1 1 d . . . . .
S1 S 0.46292(6) 0.17363(6) 0.12443(5) 0.02142(18) Uani 1 1 d . . . . .
P1 P 0.38499(5) 0.49448(5) 0.23976(5) 0.01470(17) Uani 1 1 d . . . . .
S2 S 0.39168(6) 0.26537(6) 0.42000(5) 0.02534(19) Uani 1 1 d . . . . .
F1 F 0.34702(15) 0.03578(15) 0.13328(14) 0.0357(5) Uani 1 1 d . . . . .
F5 F 0.53184(15) 0.18868(17) 0.52831(13) 0.0384(5) Uani 1 1 d . . . . .
F3 F 0.49532(16) 0.00107(15) 0.17687(15) 0.0408(6) Uani 1 1 d . . . . .
F6 F 0.41230(17) 0.09743(16) 0.48341(15) 0.0458(6) Uani 1 1 d . . . . .
O3 O 0.55757(16) 0.19592(17) 0.17233(15) 0.0276(6) Uani 1 1 d . . . . .
F2 F 0.42946(18) 0.08817(17) 0.24590(13) 0.0439(6) Uani 1 1 d . . . . .
F4 F 0.50807(18) 0.12781(18) 0.41273(15) 0.0460(6) Uani 1 1 d . . . . .
O2 O 0.4538(2) 0.14488(18) 0.04483(16) 0.0325(6) Uani 1 1 d . . . . .
O4 O 0.46093(19) 0.32945(18) 0.40231(15) 0.0296(6) Uani 1 1 d . . . . .
O1 O 0.39219(17) 0.24126(17) 0.13401(15) 0.0286(6) Uani 1 1 d . . . . .
N1 N 0.54655(18) 0.42929(18) 0.17361(15) 0.0162(6) Uani 1 1 d . . . . .
O6 O 0.35289(18) 0.2967(2) 0.48185(16) 0.0374(6) Uani 1 1 d . . . . .
O5 O 0.3268(2) 0.2265(2) 0.35063(17) 0.0445(7) Uani 1 1 d . . . . .
C7 C 0.5154(2) 0.5208(2) 0.15325(18) 0.0150(6) Uani 1 1 d . . . . .
C3 C 0.8285(2) 0.3518(2) 0.1774(2) 0.0190(7) Uani 1 1 d . . . . .
C2 C 0.8034(2) 0.3656(2) 0.2474(2) 0.0175(7) Uani 1 1 d . . . . .
H2 H 0.849923 0.357314 0.296757 0.021 Uiso 1 1 calc R . . . .
C11 C 0.4047(2) 0.6504(2) 0.1517(2) 0.0184(7) Uani 1 1 d . . . . .
H11 H 0.351528 0.674135 0.166949 0.022 Uiso 1 1 calc R . . . .
C1 C 0.7105(2) 0.3913(2) 0.24648(19) 0.0147(6) Uani 1 1 d . . . . .
C6 C 0.6414(2) 0.4032(2) 0.17384(19) 0.0162(7) Uani 1 1 d . . . . .
C10 C 0.4449(2) 0.7049(2) 0.1044(2) 0.0209(7) Uani 1 1 d . . . . .
C4 C 0.7580(2) 0.3610(2) 0.1061(2) 0.0222(7) Uani 1 1 d . . . . .
H4 H 0.773584 0.350457 0.057622 0.027 Uiso 1 1 calc R . . . .
C9 C 0.5230(2) 0.6673(2) 0.0836(2) 0.0214(7) Uani 1 1 d . . . . .
H9 H 0.553794 0.704262 0.052878 0.026 Uiso 1 1 calc R . . . .
C5 C 0.6656(2) 0.3852(2) 0.1041(2) 0.0209(7) Uani 1 1 d . . . . .
H5 H 0.618420 0.389536 0.054650 0.025 Uiso 1 1 calc R . . . .
C24 C 0.3788(2) 0.5542(2) 0.3314(2) 0.0198(7) Uani 1 1 d . . . . .
H24 H 0.339059 0.513767 0.356362 0.024 Uiso 1 1 calc R . . . .
C8 C 0.5569(2) 0.5783(2) 0.10625(19) 0.0200(7) Uani 1 1 d . . . . .
H8 H 0.609524 0.555166 0.089802 0.024 Uiso 1 1 calc R . . . .
C18 C 0.7183(2) 0.5222(2) 0.3789(2) 0.0216(7) Uani 1 1 d . . . . .
H18 H 0.687322 0.537037 0.421733 0.026 Uiso 1 1 calc R . . . .
C15 C 0.7351(2) 0.3155(2) 0.4068(2) 0.0198(7) Uani 1 1 d . . . . .
H15 H 0.805380 0.325262 0.418388 0.024 Uiso 1 1 calc R . . . .
C26 C 0.4765(3) 0.5628(3) 0.3913(2) 0.0258(8) Uani 1 1 d . . . . .
H26A H 0.506397 0.500736 0.400735 0.039 Uiso 1 1 calc GR . . . .
H26B H 0.469096 0.588085 0.441224 0.039 Uiso 1 1 calc GR . . . .
H26C H 0.516637 0.605084 0.370281 0.039 Uiso 1 1 calc GR . . . .
C12 C 0.4398(2) 0.5613(2) 0.17809(18) 0.0157(7) Uani 1 1 d . . . . .
C13 C 0.9295(3) 0.3262(3) 0.1792(2) 0.0292(8) Uani 1 1 d . . . . .
H13A H 0.963790 0.382700 0.170811 0.044 Uiso 1 1 calc GR . . . .
H13B H 0.928712 0.280573 0.137188 0.044 Uiso 1 1 calc GR . . . .
H13C H 0.961644 0.298642 0.230848 0.044 Uiso 1 1 calc GR . . . .
C27 C 0.4649(3) 0.1648(3) 0.4633(2) 0.0304(9) Uani 1 1 d . . . . .
C19 C 0.6910(3) 0.5986(2) 0.3153(2) 0.0284(8) Uani 1 1 d . . . . .
H19A H 0.721373 0.585576 0.273077 0.043 Uiso 1 1 calc GR . . . .
H19B H 0.712437 0.659810 0.339168 0.043 Uiso 1 1 calc GR . . . .
H19C H 0.621660 0.599514 0.293036 0.043 Uiso 1 1 calc GR . . . .
C20 C 0.8261(2) 0.5208(3) 0.4153(2) 0.0278(8) Uani 1 1 d . . . . .
H20A H 0.842122 0.475657 0.459136 0.042 Uiso 1 1 calc GR . . . .
H20B H 0.847863 0.583462 0.435202 0.042 Uiso 1 1 calc GR . . . .
H20C H 0.857432 0.502240 0.374799 0.042 Uiso 1 1 calc GR . . . .
C22 C 0.2603(3) 0.4407(3) 0.0963(2) 0.0303(9) Uani 1 1 d . . . . .
H22A H 0.286962 0.491350 0.071206 0.045 Uiso 1 1 calc GR . . . .
H22B H 0.194241 0.428958 0.065742 0.045 Uiso 1 1 calc GR . . . .
H22C H 0.297945 0.383462 0.097569 0.045 Uiso 1 1 calc GR . . . .
C17 C 0.7069(3) 0.3279(3) 0.4839(2) 0.0272(8) Uani 1 1 d . . . . .
H17A H 0.724490 0.391042 0.504998 0.041 Uiso 1 1 calc GR . . . .
H17B H 0.740097 0.281128 0.522665 0.041 Uiso 1 1 calc GR . . . .
H17C H 0.637933 0.319412 0.473480 0.041 Uiso 1 1 calc GR . . . .
C25 C 0.3302(3) 0.6497(2) 0.3167(2) 0.0269(8) Uani 1 1 d . . . . .
H25A H 0.371837 0.694430 0.299970 0.040 Uiso 1 1 calc GR . . . .
H25B H 0.317492 0.671969 0.365689 0.040 Uiso 1 1 calc GR . . . .
H25C H 0.270023 0.643996 0.275042 0.040 Uiso 1 1 calc GR . . . .
C23 C 0.2159(3) 0.3957(3) 0.2212(3) 0.0353(9) Uani 1 1 d . . . . .
H23A H 0.248577 0.335355 0.222495 0.053 Uiso 1 1 calc GR . . . .
H23B H 0.148801 0.388706 0.191564 0.053 Uiso 1 1 calc GR . . . .
H23C H 0.220178 0.415789 0.275532 0.053 Uiso 1 1 calc GR . . . .
C21 C 0.2628(2) 0.4690(2) 0.1808(2) 0.0220(7) Uani 1 1 d . . . . .
H21 H 0.225268 0.528360 0.177395 0.026 Uiso 1 1 calc R . . . .
C16 C 0.7115(3) 0.2173(3) 0.3722(2) 0.0286(8) Uani 1 1 d . . . . .
H16A H 0.643163 0.205494 0.362769 0.043 Uiso 1 1 calc GR . . . .
H16B H 0.747667 0.170742 0.409627 0.043 Uiso 1 1 calc GR . . . .
H16C H 0.728455 0.212730 0.321989 0.043 Uiso 1 1 calc GR . . . .
C28 C 0.4325(2) 0.0688(3) 0.1725(2) 0.0260(8) Uani 1 1 d . . . . .
C14 C 0.4047(3) 0.7999(3) 0.0753(2) 0.0314(9) Uani 1 1 d . . . . .
H14A H 0.356835 0.792983 0.024131 0.047 Uiso 1 1 calc GR . . . .
H14B H 0.456112 0.840849 0.069086 0.047 Uiso 1 1 calc GR . . . .
H14C H 0.375114 0.827601 0.113896 0.047 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
Bi01 P2 2.7305(8) . ?
Bi01 P1 2.6549(8) . ?
Bi01 O4 2.693(3) . ?
Bi01 O1 2.739(2) . ?
Bi01 N1 2.215(3) . ?
P2 C1 1.807(3) . ?
P2 C18 1.849(3) . ?
P2 C15 1.834(3) . ?
S1 O3 1.442(2) . ?
S1 O2 1.425(3) . ?
S1 O1 1.455(3) . ?
S1 C28 1.828(4) . ?
P1 C24 1.842(3) . ?
P1 C12 1.786(3) . ?
P1 C21 1.837(3) . ?
S2 O4 1.457(3) . ?
S2 O6 1.426(3) . ?
S2 O5 1.432(3) . ?
S2 C27 1.824(4) . ?
F1 C28 1.335(4) . ?
F5 C27 1.326(4) . ?
F3 C28 1.319(4) . ?
F6 C27 1.336(4) . ?
F2 C28 1.329(4) . ?
F4 C27 1.329(5) . ?
N1 C7 1.394(4) . ?
N1 C6 1.432(4) . ?
C7 C8 1.411(5) . ?
C7 C12 1.416(4) . ?
C3 C2 1.388(5) . ?
C3 C4 1.391(5) . ?
C3 C13 1.512(5) . ?
C2 H2 0.9500 . ?
C2 C1 1.400(4) . ?
C11 H11 0.9500 . ?
C11 C10 1.380(5) . ?
C11 C12 1.399(5) . ?
C1 C6 1.402(4) . ?
C6 C5 1.387(5) . ?
C10 C9 1.395(5) . ?
C10 C14 1.506(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(5) . ?
C9 H9 0.9500 . ?
C9 C8 1.380(5) . ?
C5 H5 0.9500 . ?
C24 H24 1.0000 . ?
C24 C26 1.527(5) . ?
C24 C25 1.522(5) . ?
C8 H8 0.9500 . ?
C18 H18 1.0000 . ?
C18 C19 1.531(5) . ?
C18 C20 1.528(5) . ?
C15 H15 1.0000 . ?
C15 C17 1.527(5) . ?
C15 C16 1.526(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C22 C21 1.527(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 C21 1.526(5) . ?
C21 H21 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
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
P2 Bi01 O1 144.58(5) . . ?
P1 Bi01 P2 105.76(2) . . ?
P1 Bi01 O4 85.37(6) . . ?
P1 Bi01 O1 97.99(5) . . ?
O4 Bi01 P2 88.25(6) . . ?
O4 Bi01 O1 119.99(8) . . ?
N1 Bi01 P2 73.12(7) . . ?
N1 Bi01 P1 76.82(7) . . ?
N1 Bi01 O4 149.28(9) . . ?
N1 Bi01 O1 87.52(9) . . ?
C1 P2 Bi01 89.78(10) . . ?
C1 P2 C18 107.86(15) . . ?
C1 P2 C15 107.70(15) . . ?
C18 P2 Bi01 131.48(11) . . ?
C15 P2 Bi01 108.58(11) . . ?
C15 P2 C18 108.17(16) . . ?
O3 S1 O1 112.58(14) . . ?
O3 S1 C28 103.07(16) . . ?
O2 S1 O3 116.82(16) . . ?
O2 S1 O1 115.10(16) . . ?
O2 S1 C28 104.33(16) . . ?
O1 S1 C28 102.59(16) . . ?
C24 P1 Bi01 115.56(11) . . ?
C12 P1 Bi01 98.65(11) . . ?
C12 P1 C24 114.77(15) . . ?
C12 P1 C21 106.99(15) . . ?
C21 P1 Bi01 112.43(11) . . ?
C21 P1 C24 108.02(15) . . ?
O4 S2 C27 102.63(16) . . ?
O6 S2 O4 114.16(17) . . ?
O6 S2 O5 117.29(18) . . ?
O6 S2 C27 103.83(18) . . ?
O5 S2 O4 113.41(17) . . ?
O5 S2 C27 103.05(18) . . ?
S2 O4 Bi01 124.55(15) . . ?
S1 O1 Bi01 101.07(12) . . ?
C7 N1 Bi01 122.8(2) . . ?
C7 N1 C6 119.4(3) . . ?
C6 N1 Bi01 110.83(19) . . ?
N1 C7 C8 122.0(3) . . ?
N1 C7 C12 122.0(3) . . ?
C8 C7 C12 116.0(3) . . ?
C2 C3 C4 118.1(3) . . ?
C2 C3 C13 120.5(3) . . ?
C4 C3 C13 121.3(3) . . ?
C3 C2 H2 119.5 . . ?
C3 C2 C1 121.1(3) . . ?
C1 C2 H2 119.5 . . ?
C10 C11 H11 118.9 . . ?
C10 C11 C12 122.1(3) . . ?
C12 C11 H11 118.9 . . ?
C2 C1 P2 122.1(2) . . ?
C2 C1 C6 119.8(3) . . ?
C6 C1 P2 118.1(2) . . ?
C1 C6 N1 119.3(3) . . ?
C5 C6 N1 121.7(3) . . ?
C5 C6 C1 119.0(3) . . ?
C11 C10 C9 117.0(3) . . ?
C11 C10 C14 121.2(3) . . ?
C9 C10 C14 121.8(3) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 C3 121.5(3) . . ?
C5 C4 H4 119.3 . . ?
C10 C9 H9 118.9 . . ?
C8 C9 C10 122.2(3) . . ?
C8 C9 H9 118.9 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 119.8 . . ?
P1 C24 H24 106.8 . . ?
C26 C24 P1 112.1(2) . . ?
C26 C24 H24 106.8 . . ?
C25 C24 P1 113.4(2) . . ?
C25 C24 H24 106.8 . . ?
C25 C24 C26 110.4(3) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.6(3) . . ?
C9 C8 H8 119.2 . . ?
P2 C18 H18 108.4 . . ?
C19 C18 P2 110.6(2) . . ?
C19 C18 H18 108.4 . . ?
C20 C18 P2 110.9(2) . . ?
C20 C18 H18 108.4 . . ?
C20 C18 C19 110.2(3) . . ?
P2 C15 H15 108.4 . . ?
C17 C15 P2 108.5(2) . . ?
C17 C15 H15 108.4 . . ?
C16 C15 P2 111.4(2) . . ?
C16 C15 H15 108.4 . . ?
C16 C15 C17 111.8(3) . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C7 C12 P1 119.0(2) . . ?
C11 C12 P1 119.9(2) . . ?
C11 C12 C7 121.0(3) . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
F5 C27 S2 111.4(3) . . ?
F5 C27 F6 107.4(3) . . ?
F5 C27 F4 107.6(3) . . ?
F6 C27 S2 111.1(3) . . ?
F4 C27 S2 111.4(3) . . ?
F4 C27 F6 107.7(3) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
P1 C21 H21 107.4 . . ?
C22 C21 P1 111.1(2) . . ?
C22 C21 H21 107.4 . . ?
C23 C21 P1 111.4(3) . . ?
C23 C21 C22 112.0(3) . . ?
C23 C21 H21 107.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
F1 C28 S1 111.2(2) . . ?
F3 C28 S1 111.8(2) . . ?
F3 C28 F1 108.0(3) . . ?
F3 C28 F2 107.7(3) . . ?
F2 C28 S1 110.7(3) . . ?
F2 C28 F1 107.3(3) . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 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'
####################################################################### 
# 
# 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_mk-2
_audit_block_doi                 10.5517/ccdc.csd.cc251q98
_database_code_depnum_ccdc_archive 'CCDC 1997649'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv.12149502 2020
loop_
_audit_author_name
_audit_author_address
'Katherine Marczenko'
;Dalhousie University
Canada
;
_audit_update_record             
;
2020-04-17 deposited with the CCDC.	2020-05-12 downloaded from the CCDC.
;
_audit_creation_date             2020-04-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H38 Bi Cl2 N3 P2, 2(C H2 Cl2)'
_chemical_formula_sum            'C50 H42 Bi Cl6 N3 P2'
_chemical_formula_weight         1168.48
_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'
Cl Cl 0.1484 0.1585 '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'
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           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                   17.475(3)
_cell_length_b                   15.809(2)
_cell_length_c                   17.557(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.452(2)
_cell_angle_gamma                90
_cell_volume                     4736.0(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3754
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      24.28
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.708
_shelx_estimated_absorpt_T_min   0.669
_exptl_absorpt_coefficient_mu    4.168
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5673
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0792 before and 0.0578 after correction.
The Ratio of minimum to maximum transmission is 0.7607.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2312
_exptl_crystal_size_max          0.105
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.089
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0807
_diffrn_reflns_av_unetI/netI     0.1069
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33698
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.727
_diffrn_reflns_theta_min         1.491
_diffrn_ambient_temperature      125.03
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7210
_reflns_number_total             11777
_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       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.979
_refine_diff_density_min         -1.868
_refine_diff_density_rms         0.177
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         11777
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0469
_refine_ls_restrained_S_all      0.940
_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)+(0.0336P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0990
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C50(H50A,H50B), C49(H49A,H49B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C2(H2), C5(H5), C20(H20), C9(H9), C42(H42), C11(H11), C17(H17),
 C14(H14), C22(H22), C18(H18), C16(H16), C21(H21), C23(H23), C48(H48), C3(H3),
 C28(H28), C46(H46), C47(H47), C10(H10), C26(H26), C15(H15), C4(H4), C24(H24),
 C29(H29), C44(H44), C27(H27), C36(H36), C30(H30), C41(H41), C45(H45), C38(H38),
  C32(H32), C33(H33), C35(H35), C34(H34), C39(H39), C40(H40)
;
_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 0.50139(2) 0.27562(2) 0.75405(2) 0.01490(6) Uani 1 1 d . . . . .
P1 P 0.32571(9) 0.39052(9) 0.72627(8) 0.0151(3) Uani 1 1 d . . . . .
Cl2 Cl 0.44613(9) 0.18541(10) 0.62164(8) 0.0256(3) Uani 1 1 d . . . . .
P2 P 0.67863(9) 0.18504(9) 0.73682(8) 0.0170(3) Uani 1 1 d . . . . .
Cl1 Cl 0.55631(9) 0.35443(9) 0.89158(8) 0.0261(3) Uani 1 1 d . . . . .
Cl4 Cl 0.53620(10) 0.56455(10) 0.93021(9) 0.0372(4) Uani 1 1 d . . . . .
Cl5 Cl 0.57799(10) 0.16548(13) 0.28263(11) 0.0483(5) Uani 1 1 d . . . . .
Cl3 Cl 0.55913(14) 0.73231(11) 0.87532(10) 0.0541(6) Uani 1 1 d . . . . .
Cl6 Cl 0.56813(14) 0.08594(15) 0.42885(11) 0.0726(7) Uani 1 1 d . . . . .
N2 N 0.4655(3) 0.1756(3) 0.8230(2) 0.0155(10) Uani 1 1 d . . . . .
N1 N 0.3717(3) 0.3073(3) 0.7654(2) 0.0155(10) Uani 1 1 d . . . . .
N3 N 0.6035(3) 0.1751(3) 0.7744(2) 0.0156(10) Uani 1 1 d . . . . .
C8 C 0.4839(3) 0.0246(3) 0.8586(3) 0.0182(13) Uani 1 1 d . . . . .
H8 H 0.433050 0.021949 0.869706 0.022 Uiso 1 1 calc R . . . .
C7 C 0.5094(3) 0.1008(3) 0.8319(3) 0.0137(12) Uani 1 1 d . . . . .
C6 C 0.4009(3) 0.1915(3) 0.8558(3) 0.0158(12) Uani 1 1 d . . . . .
C25 C 0.3947(3) 0.4510(3) 0.6859(3) 0.0170(12) Uani 1 1 d . . . . .
C2 C 0.2795(3) 0.2678(4) 0.8491(3) 0.0224(13) Uani 1 1 d . . . . .
H2 H 0.242099 0.307816 0.823577 0.027 Uiso 1 1 calc R . . . .
C5 C 0.3873(3) 0.1504(3) 0.9220(3) 0.0188(13) Uani 1 1 d . . . . .
H5 H 0.425045 0.111579 0.949151 0.023 Uiso 1 1 calc R . . . .
C43 C 0.7659(3) 0.2068(3) 0.8108(3) 0.0196(13) Uani 1 1 d . . . . .
C1 C 0.3486(3) 0.2570(3) 0.8224(3) 0.0169(13) Uani 1 1 d . . . . .
C20 C 0.2237(3) 0.5076(3) 0.7688(3) 0.0213(13) Uani 1 1 d . . . . .
H20 H 0.192748 0.500287 0.717646 0.026 Uiso 1 1 calc R . . . .
C31 C 0.6650(3) 0.2756(4) 0.6729(3) 0.0200(13) Uani 1 1 d . . . . .
C9 C 0.5308(3) -0.0472(3) 0.8695(3) 0.0193(13) Uani 1 1 d . . . . .
H9 H 0.511825 -0.097882 0.887777 0.023 Uiso 1 1 calc R . . . .
C12 C 0.5824(3) 0.1002(3) 0.8103(3) 0.0171(12) Uani 1 1 d . . . . .
C42 C 0.6312(4) 0.0512(4) 0.6385(3) 0.0271(15) Uani 1 1 d . . . . .
H42 H 0.579726 0.069462 0.640072 0.033 Uiso 1 1 calc R . . . .
C19 C 0.2919(3) 0.4601(3) 0.7927(3) 0.0158(12) Uani 1 1 d . . . . .
C13 C 0.2450(3) 0.3664(3) 0.6460(3) 0.0155(12) Uani 1 1 d . . . . .
C11 C 0.6305(3) 0.0288(4) 0.8237(3) 0.0212(13) Uani 1 1 d . . . . .
H11 H 0.681203 0.030622 0.812269 0.025 Uiso 1 1 calc R . . . .
C17 C 0.1515(4) 0.4074(4) 0.5303(3) 0.0242(14) Uani 1 1 d . . . . .
H17 H 0.129880 0.449230 0.492899 0.029 Uiso 1 1 calc R . . . .
C14 C 0.2131(3) 0.2855(3) 0.6403(3) 0.0217(13) Uani 1 1 d . . . . .
H14 H 0.234352 0.243620 0.677755 0.026 Uiso 1 1 calc R . . . .
C22 C 0.2456(4) 0.5747(4) 0.8940(3) 0.0256(14) Uani 1 1 d . . . . .
H22 H 0.229731 0.613827 0.928716 0.031 Uiso 1 1 calc R . . . .
C18 C 0.2149(3) 0.4274(4) 0.5906(3) 0.0195(13) Uani 1 1 d . . . . .
H18 H 0.237384 0.482303 0.593825 0.023 Uiso 1 1 calc R . . . .
C16 C 0.1199(3) 0.3265(4) 0.5248(3) 0.0257(14) Uani 1 1 d . . . . .
H16 H 0.077402 0.312598 0.483053 0.031 Uiso 1 1 calc R . . . .
C21 C 0.2006(3) 0.5653(4) 0.8185(3) 0.0242(14) Uani 1 1 d . . . . .
H21 H 0.154586 0.598236 0.801515 0.029 Uiso 1 1 calc R . . . .
C23 C 0.3130(4) 0.5276(4) 0.9188(3) 0.0255(15) Uani 1 1 d . . . . .
H23 H 0.343123 0.534239 0.970352 0.031 Uiso 1 1 calc R . . . .
C48 C 0.7599(3) 0.2027(3) 0.8885(3) 0.0217(14) Uani 1 1 d . . . . .
H48 H 0.711869 0.186516 0.901424 0.026 Uiso 1 1 calc R . . . .
C3 C 0.2633(3) 0.2224(4) 0.9112(3) 0.0227(13) Uani 1 1 d . . . . .
H3 H 0.215224 0.230240 0.927315 0.027 Uiso 1 1 calc R . . . .
C28 C 0.5042(4) 0.5395(4) 0.6248(4) 0.0290(15) Uani 1 1 d . . . . .
H28 H 0.541435 0.569860 0.603290 0.035 Uiso 1 1 calc R . . . .
C46 C 0.8939(4) 0.2461(4) 0.9283(4) 0.0283(16) Uani 1 1 d . . . . .
H46 H 0.937859 0.259002 0.968827 0.034 Uiso 1 1 calc R . . . .
C47 C 0.8243(4) 0.2223(4) 0.9465(3) 0.0281(15) Uani 1 1 d . . . . .
H47 H 0.820481 0.219296 0.999561 0.034 Uiso 1 1 calc R . . . .
C10 C 0.6050(3) -0.0453(3) 0.8537(3) 0.0211(13) Uani 1 1 d . . . . .
H10 H 0.638086 -0.093570 0.863176 0.025 Uiso 1 1 calc R . . . .
C26 C 0.4170(3) 0.4221(4) 0.6190(3) 0.0194(13) Uani 1 1 d . . . . .
H26 H 0.394278 0.372123 0.593714 0.023 Uiso 1 1 calc R . . . .
C15 C 0.1505(4) 0.2660(4) 0.5802(3) 0.0272(15) Uani 1 1 d . . . . .
H15 H 0.128343 0.210862 0.576770 0.033 Uiso 1 1 calc R . . . .
C4 C 0.3182(4) 0.1656(4) 0.9492(3) 0.0252(14) Uani 1 1 d . . . . .
H4 H 0.309621 0.136617 0.994018 0.030 Uiso 1 1 calc R . . . .
C24 C 0.3369(3) 0.4706(4) 0.8685(3) 0.0224(14) Uani 1 1 d . . . . .
H24 H 0.383604 0.438736 0.885390 0.027 Uiso 1 1 calc R . . . .
C29 C 0.4828(4) 0.5695(4) 0.6907(4) 0.0362(18) Uani 1 1 d . . . . .
H29 H 0.505502 0.619959 0.715091 0.043 Uiso 1 1 calc R . . . .
C44 C 0.8360(3) 0.2339(4) 0.7928(3) 0.0252(14) Uani 1 1 d . . . . .
H44 H 0.839564 0.240364 0.739900 0.030 Uiso 1 1 calc R . . . .
C27 C 0.4723(4) 0.4663(4) 0.5897(3) 0.0256(14) Uani 1 1 d . . . . .
H27 H 0.488437 0.445835 0.544752 0.031 Uiso 1 1 calc R . . . .
C36 C 0.6832(3) 0.3559(4) 0.7041(4) 0.0305(16) Uani 1 1 d . . . . .
H36 H 0.699196 0.363061 0.758973 0.037 Uiso 1 1 calc R . . . .
C30 C 0.4275(4) 0.5253(4) 0.7214(3) 0.0273(15) Uani 1 1 d . . . . .
H30 H 0.412056 0.545821 0.766651 0.033 Uiso 1 1 calc R . . . .
C37 C 0.6953(4) 0.0960(4) 0.6789(3) 0.0238(14) Uani 1 1 d . . . . .
C41 C 0.6414(4) -0.0198(4) 0.5957(3) 0.0330(17) Uani 1 1 d . . . . .
H41 H 0.597202 -0.050228 0.568126 0.040 Uiso 1 1 calc R . . . .
C45 C 0.8999(4) 0.2511(4) 0.8517(4) 0.0295(16) Uani 1 1 d . . . . .
H45 H 0.948358 0.266595 0.839372 0.035 Uiso 1 1 calc R . . . .
C38 C 0.7708(4) 0.0677(4) 0.6768(4) 0.0296(15) Uani 1 1 d . . . . .
H38 H 0.815137 0.097094 0.705578 0.035 Uiso 1 1 calc R . . . .
C50 C 0.5667(4) 0.6676(4) 0.9579(3) 0.0368(18) Uani 1 1 d . . . . .
H50A H 0.621708 0.666680 0.987602 0.044 Uiso 1 1 calc R . . . .
H50B H 0.533780 0.691024 0.992249 0.044 Uiso 1 1 calc R . . . .
C49 C 0.5432(4) 0.0781(4) 0.3274(4) 0.0417(18) Uani 1 1 d . . . . .
H49A H 0.485535 0.074752 0.310044 0.050 Uiso 1 1 calc R . . . .
H49B H 0.565807 0.025499 0.310895 0.050 Uiso 1 1 calc R . . . .
C32 C 0.6413(4) 0.2661(4) 0.5929(3) 0.0321(16) Uani 1 1 d . . . . .
H32 H 0.628251 0.211633 0.571018 0.039 Uiso 1 1 calc R . . . .
C33 C 0.6368(4) 0.3362(5) 0.5448(4) 0.045(2) Uani 1 1 d . . . . .
H33 H 0.620059 0.329736 0.489906 0.054 Uiso 1 1 calc R . . . .
C35 C 0.6780(4) 0.4259(4) 0.6549(4) 0.0404(19) Uani 1 1 d . . . . .
H35 H 0.689556 0.480847 0.676105 0.048 Uiso 1 1 calc R . . . .
C34 C 0.6562(4) 0.4149(5) 0.5758(4) 0.043(2) Uani 1 1 d . . . . .
H34 H 0.654490 0.462258 0.542155 0.051 Uiso 1 1 calc R . . . .
C39 C 0.7815(5) -0.0027(4) 0.6331(4) 0.0420(19) Uani 1 1 d . . . . .
H39 H 0.832715 -0.020784 0.630304 0.050 Uiso 1 1 calc R . . . .
C40 C 0.7158(5) -0.0462(4) 0.5934(4) 0.045(2) Uani 1 1 d . . . . .
H40 H 0.722373 -0.095146 0.564090 0.054 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 Cl2 2.7207(14) . ?
Bi1 Cl1 2.7027(14) . ?
Bi1 N2 2.164(4) . ?
Bi1 N1 2.371(4) . ?
Bi1 N3 2.358(4) . ?
P1 N1 1.616(4) . ?
P1 C25 1.799(6) . ?
P1 C19 1.793(5) . ?
P1 C13 1.806(5) . ?
P2 N3 1.600(5) . ?
P2 C43 1.810(6) . ?
P2 C31 1.802(6) . ?
P2 C37 1.797(6) . ?
Cl4 C50 1.750(6) . ?
Cl5 C49 1.761(7) . ?
Cl3 C50 1.756(6) . ?
Cl6 C49 1.744(7) . ?
N2 C7 1.400(6) . ?
N2 C6 1.397(7) . ?
N1 C1 1.404(7) . ?
N3 C12 1.426(7) . ?
C8 H8 0.9500 . ?
C8 C7 1.400(7) . ?
C8 C9 1.389(7) . ?
C7 C12 1.407(7) . ?
C6 C5 1.396(7) . ?
C6 C1 1.422(7) . ?
C25 C26 1.393(7) . ?
C25 C30 1.393(7) . ?
C2 H2 0.9500 . ?
C2 C1 1.396(8) . ?
C2 C3 1.385(7) . ?
C5 H5 0.9500 . ?
C5 C4 1.411(8) . ?
C43 C48 1.392(7) . ?
C43 C44 1.396(8) . ?
C20 H20 0.9500 . ?
C20 C19 1.395(7) . ?
C20 C21 1.382(7) . ?
C31 C36 1.393(8) . ?
C31 C32 1.384(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(8) . ?
C12 C11 1.398(7) . ?
C42 H42 0.9500 . ?
C42 C37 1.385(8) . ?
C42 C41 1.383(8) . ?
C19 C24 1.403(7) . ?
C13 C14 1.391(7) . ?
C13 C18 1.389(7) . ?
C11 H11 0.9500 . ?
C11 C10 1.395(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.394(7) . ?
C17 C16 1.388(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(8) . ?
C22 H22 0.9500 . ?
C22 C21 1.396(8) . ?
C22 C23 1.383(8) . ?
C18 H18 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.387(8) . ?
C21 H21 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.387(8) . ?
C48 H48 0.9500 . ?
C48 C47 1.381(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.377(8) . ?
C28 H28 0.9500 . ?
C28 C29 1.375(8) . ?
C28 C27 1.372(8) . ?
C46 H46 0.9500 . ?
C46 C47 1.374(8) . ?
C46 C45 1.374(8) . ?
C47 H47 0.9500 . ?
C10 H10 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.379(8) . ?
C15 H15 0.9500 . ?
C4 H4 0.9500 . ?
C24 H24 0.9500 . ?
C29 H29 0.9500 . ?
C29 C30 1.392(8) . ?
C44 H44 0.9500 . ?
C44 C45 1.376(8) . ?
C27 H27 0.9500 . ?
C36 H36 0.9500 . ?
C36 C35 1.394(8) . ?
C30 H30 0.9500 . ?
C37 C38 1.401(8) . ?
C41 H41 0.9500 . ?
C41 C40 1.373(10) . ?
C45 H45 0.9500 . ?
C38 H38 0.9500 . ?
C38 C39 1.387(8) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C32 H32 0.9500 . ?
C32 C33 1.386(8) . ?
C33 H33 0.9500 . ?
C33 C34 1.371(10) . ?
C35 H35 0.9500 . ?
C35 C34 1.369(9) . ?
C34 H34 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.391(10) . ?
C40 H40 0.9500 . ?

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
Cl1 Bi1 Cl2 175.75(4) . . ?
N2 Bi1 Cl2 90.15(12) . . ?
N2 Bi1 Cl1 85.82(12) . . ?
N2 Bi1 N1 73.16(16) . . ?
N2 Bi1 N3 73.96(16) . . ?
N1 Bi1 Cl2 90.76(11) . . ?
N1 Bi1 Cl1 89.36(11) . . ?
N3 Bi1 Cl2 83.91(11) . . ?
N3 Bi1 Cl1 93.66(11) . . ?
N3 Bi1 N1 146.65(15) . . ?
N1 P1 C25 106.6(2) . . ?
N1 P1 C19 115.2(2) . . ?
N1 P1 C13 113.2(2) . . ?
C25 P1 C13 106.3(2) . . ?
C19 P1 C25 105.8(3) . . ?
C19 P1 C13 109.0(3) . . ?
N3 P2 C43 111.3(2) . . ?
N3 P2 C31 109.0(2) . . ?
N3 P2 C37 113.9(3) . . ?
C31 P2 C43 105.9(3) . . ?
C37 P2 C43 109.9(3) . . ?
C37 P2 C31 106.6(3) . . ?
C7 N2 Bi1 117.5(3) . . ?
C6 N2 Bi1 117.2(3) . . ?
C6 N2 C7 125.3(4) . . ?
P1 N1 Bi1 122.2(2) . . ?
C1 N1 Bi1 111.6(3) . . ?
C1 N1 P1 124.8(4) . . ?
P2 N3 Bi1 122.2(2) . . ?
C12 N3 Bi1 111.5(3) . . ?
C12 N3 P2 125.2(4) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C9 C8 C7 121.8(5) . . ?
N2 C7 C12 118.8(5) . . ?
C8 C7 N2 123.9(5) . . ?
C8 C7 C12 117.3(5) . . ?
N2 C6 C1 117.8(5) . . ?
C5 C6 N2 123.9(5) . . ?
C5 C6 C1 118.2(5) . . ?
C26 C25 P1 119.4(4) . . ?
C26 C25 C30 119.4(5) . . ?
C30 C25 P1 121.2(4) . . ?
C1 C2 H2 118.7 . . ?
C3 C2 H2 118.7 . . ?
C3 C2 C1 122.7(5) . . ?
C6 C5 H5 119.5 . . ?
C6 C5 C4 120.9(5) . . ?
C4 C5 H5 119.5 . . ?
C48 C43 P2 117.6(5) . . ?
C48 C43 C44 119.5(5) . . ?
C44 C43 P2 122.7(4) . . ?
N1 C1 C6 116.6(5) . . ?
C2 C1 N1 125.0(5) . . ?
C2 C1 C6 118.4(5) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C21 C20 C19 120.8(5) . . ?
C36 C31 P2 119.4(4) . . ?
C32 C31 P2 121.1(5) . . ?
C32 C31 C36 119.4(6) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(5) . . ?
C10 C9 H9 119.8 . . ?
C7 C12 N3 116.7(5) . . ?
C11 C12 N3 122.8(5) . . ?
C11 C12 C7 120.5(5) . . ?
C37 C42 H42 119.8 . . ?
C41 C42 H42 119.8 . . ?
C41 C42 C37 120.5(6) . . ?
C20 C19 P1 121.0(4) . . ?
C20 C19 C24 119.3(5) . . ?
C24 C19 P1 119.6(4) . . ?
C14 C13 P1 118.9(4) . . ?
C18 C13 P1 121.0(4) . . ?
C18 C13 C14 120.1(5) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 C12 120.8(6) . . ?
C10 C11 H11 119.6 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(5) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(5) . . ?
C15 C14 H14 120.0 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C23 C22 C21 120.5(6) . . ?
C13 C18 C17 119.6(5) . . ?
C13 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0(6) . . ?
C15 C16 H16 120.0 . . ?
C20 C21 C22 119.3(5) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.2(5) . . ?
C24 C23 H23 119.9 . . ?
C43 C48 H48 120.3 . . ?
C47 C48 C43 119.3(6) . . ?
C47 C48 H48 120.3 . . ?
C2 C3 H3 120.7 . . ?
C4 C3 C2 118.6(5) . . ?
C4 C3 H3 120.7 . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.8(6) . . ?
C47 C46 H46 120.0 . . ?
C47 C46 C45 120.1(6) . . ?
C45 C46 H46 120.0 . . ?
C48 C47 H47 119.6 . . ?
C46 C47 C48 120.8(6) . . ?
C46 C47 H47 119.6 . . ?
C9 C10 C11 118.9(5) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.7(5) . . ?
C27 C26 H26 120.2 . . ?
C14 C15 C16 120.3(6) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.4(5) . . ?
C3 C4 H4 119.8 . . ?
C19 C24 H24 120.1 . . ?
C23 C24 C19 119.8(5) . . ?
C23 C24 H24 120.1 . . ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.3(6) . . ?
C30 C29 H29 120.4 . . ?
C43 C44 H44 120.0 . . ?
C45 C44 C43 120.0(6) . . ?
C45 C44 H44 120.0 . . ?
C28 C27 C26 120.6(6) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C31 C36 H36 120.0 . . ?
C31 C36 C35 120.0(6) . . ?
C35 C36 H36 120.0 . . ?
C25 C30 H30 119.9 . . ?
C29 C30 C25 120.3(6) . . ?
C29 C30 H30 119.9 . . ?
C42 C37 P2 118.6(5) . . ?
C42 C37 C38 119.1(6) . . ?
C38 C37 P2 122.2(5) . . ?
C42 C41 H41 120.1 . . ?
C40 C41 C42 119.8(7) . . ?
C40 C41 H41 120.1 . . ?
C46 C45 C44 120.2(6) . . ?
C46 C45 H45 119.9 . . ?
C44 C45 H45 119.9 . . ?
C37 C38 H38 119.6 . . ?
C39 C38 C37 120.7(6) . . ?
C39 C38 H38 119.6 . . ?
Cl4 C50 Cl3 110.4(3) . . ?
Cl4 C50 H50A 109.6 . . ?
Cl4 C50 H50B 109.6 . . ?
Cl3 C50 H50A 109.6 . . ?
Cl3 C50 H50B 109.6 . . ?
H50A C50 H50B 108.1 . . ?
Cl5 C49 H49A 109.3 . . ?
Cl5 C49 H49B 109.3 . . ?
Cl6 C49 Cl5 111.5(4) . . ?
Cl6 C49 H49A 109.3 . . ?
Cl6 C49 H49B 109.3 . . ?
H49A C49 H49B 108.0 . . ?
C31 C32 H32 120.1 . . ?
C31 C32 C33 119.8(6) . . ?
C33 C32 H32 120.1 . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.5(6) . . ?
C34 C33 H33 119.8 . . ?
C36 C35 H35 120.2 . . ?
C34 C35 C36 119.7(7) . . ?
C34 C35 H35 120.2 . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.6(6) . . ?
C35 C34 H34 119.7 . . ?
C38 C39 H39 120.7 . . ?
C38 C39 C40 118.6(7) . . ?
C40 C39 H39 120.7 . . ?
C41 C40 C39 121.3(6) . . ?
C41 C40 H40 119.3 . . ?
C39 C40 H40 119.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
