# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_1730_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241582'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-08-03

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.05
_audit_creation_method           
;
FinalCif V106 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H15 F2 N2 Sb'
_chemical_formula_moiety         'C13 H15 F2 N2 Sb'
_exptl_crystal_colour_primary    red
_chemical_formula_weight         359.02
_chemical_melting_point          ?
_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:
 C3(H3), C6(H6), C9(H9)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0025(9)
_cell_length_b                   8.9517(8)
_cell_length_c                   9.5870(10)
_cell_angle_alpha                68.099(4)
_cell_angle_beta                 79.046(4)
_cell_angle_gamma                82.806(3)
_cell_volume                     624.49(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      2.318
_cell_measurement_theta_max      30.527
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.096
_exptl_crystal_size_mid          0.079
_exptl_crystal_size_min          0.028
_exptl_absorpt_coefficient_mu    2.217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0540
_exptl_absorpt_correction_T_max  0.0841
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0687 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.6421.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.815
_shelx_estimated_absorpt_T_max   0.941
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.0
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            18096
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_theta_min         2.318
_diffrn_reflns_theta_max         30.527
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3824
_reflns_number_gt                3559
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0177P)²+0.3735P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3824
_refine_ls_number_parameters     167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0225
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0460
_refine_ls_wR_factor_gt          0.0446
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Sb1 Sb 0.72503(2) 0.87378(2) 0.51713(2) 0.01743(4) Uani 1 1 d . . . . .
F1 F 0.48646(14) 0.83370(13) 0.54149(12) 0.0217(2) Uani 1 1 d . . . . .
F2 F 0.65341(15) 0.85279(14) 0.73421(12) 0.0251(2) Uani 1 1 d . . . . .
N1 N 0.71965(19) 0.80565(18) 0.31480(16) 0.0178(3) Uani 1 1 d . . . . .
N2 N 0.81263(19) 0.63108(17) 0.60521(16) 0.0172(3) Uani 1 1 d . . . . .
C1 C 0.7367(3) 1.0850(2) 0.1248(2) 0.0246(4) Uani 1 1 d . . . . .
H1A H 0.662601 1.132299 0.193455 0.037 Uiso 1 1 calc R U . . .
H1B H 0.712161 1.141299 0.020853 0.037 Uiso 1 1 calc R U . . .
H1C H 0.856217 1.095918 0.127544 0.037 Uiso 1 1 calc R U . . .
C2 C 0.7047(2) 0.9109(2) 0.1743(2) 0.0194(3) Uani 1 1 d . . . . .
C3 C 0.6566(2) 0.8315(2) 0.0860(2) 0.0210(3) Uani 1 1 d . . . . .
H3 H 0.640518 0.879542 -0.017535 0.025 Uiso 1 1 calc R U . . .
C4 C 0.6373(2) 0.6722(2) 0.1774(2) 0.0191(3) Uani 1 1 d . . . . .
C5 C 0.6791(2) 0.6557(2) 0.32156(19) 0.0180(3) Uani 1 1 d . . . . .
C6 C 0.7012(2) 0.5164(2) 0.44407(19) 0.0179(3) Uani 1 1 d . . . . .
H6 H 0.666640 0.420224 0.440682 0.022 Uiso 1 1 calc R U . . .
C7 C 0.7692(2) 0.5017(2) 0.57268(19) 0.0173(3) Uani 1 1 d . . . . .
C8 C 0.8275(2) 0.3563(2) 0.67995(19) 0.0181(3) Uani 1 1 d . . . . .
C9 C 0.9088(2) 0.3996(2) 0.7743(2) 0.0198(3) Uani 1 1 d . . . . .
H9 H 0.962185 0.327262 0.856592 0.024 Uiso 1 1 calc R U . . .
C10 C 0.8982(2) 0.5674(2) 0.72706(19) 0.0185(3) Uani 1 1 d . . . . .
C11 C 0.9750(2) 0.6675(2) 0.7903(2) 0.0235(4) Uani 1 1 d . . . . .
H11A H 1.032603 0.755907 0.706568 0.035 Uiso 1 1 calc R U . . .
H11B H 1.057885 0.600196 0.854622 0.035 Uiso 1 1 calc R U . . .
H11C H 0.885009 0.711886 0.851281 0.035 Uiso 1 1 calc R U . . .
C12 C 0.8089(3) 0.1902(2) 0.6855(2) 0.0236(4) Uani 1 1 d . . . . .
H12A H 0.849879 0.184013 0.584591 0.035 Uiso 1 1 calc R U . . .
H12B H 0.688537 0.165333 0.716010 0.035 Uiso 1 1 calc R U . . .
H12C H 0.876015 0.112116 0.759387 0.035 Uiso 1 1 calc R U . . .
C13 C 0.5851(2) 0.5416(2) 0.1356(2) 0.0232(4) Uani 1 1 d . . . . .
H13A H 0.462513 0.556064 0.131377 0.035 Uiso 1 1 calc R U . . .
H13B H 0.610403 0.436396 0.212263 0.035 Uiso 1 1 calc R U . . .
H13C H 0.648183 0.546841 0.035905 0.035 Uiso 1 1 calc R U . . .


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
Sb1 F1 1.9411(11) . ?
Sb1 F1 2.8619(11) 2_676 ?
Sb1 F2 1.9943(11) . ?
Sb1 N1 2.2488(15) . ?
Sb1 N2 2.0975(15) . ?
N1 C2 1.342(2) . ?
N1 C5 1.395(2) . ?
N2 C7 1.404(2) . ?
N2 C10 1.367(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.491(3) . ?
C2 C3 1.419(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.378(3) . ?
C4 C5 1.434(2) . ?
C4 C13 1.495(3) . ?
C5 C6 1.378(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.396(2) . ?
C7 C8 1.414(2) . ?
C8 C9 1.393(3) . ?
C8 C12 1.494(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(2) . ?
C10 C11 1.495(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
F1 Sb1 F1 68.43(5) . 2_676 ?
F1 Sb1 F2 80.44(5) . . ?
F1 Sb1 N1 78.05(5) . . ?
F1 Sb1 N2 96.36(5) . . ?
F2 Sb1 F1 83.72(4) . 2_676 ?
F2 Sb1 N1 153.01(5) . . ?
F2 Sb1 N2 85.30(5) . . ?
N1 Sb1 F1 103.09(4) . 2_676 ?
N2 Sb1 F1 162.53(5) . 2_676 ?
N2 Sb1 N1 81.10(6) . . ?
C2 N1 Sb1 124.90(12) . . ?
C2 N1 C5 107.15(15) . . ?
C5 N1 Sb1 125.32(11) . . ?
C7 N2 Sb1 127.50(12) . . ?
C10 N2 Sb1 124.13(12) . . ?
C10 N2 C7 107.35(14) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 122.65(16) . . ?
N1 C2 C3 110.27(16) . . ?
C3 C2 C1 127.08(16) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 C2 107.63(16) . . ?
C4 C3 H3 126.2 . . ?
C3 C4 C5 106.01(16) . . ?
C3 C4 C13 127.38(16) . . ?
C5 C4 C13 126.61(17) . . ?
N1 C5 C4 108.91(15) . . ?
C6 C5 N1 122.25(16) . . ?
C6 C5 C4 128.30(17) . . ?
C5 C6 H6 116.6 . . ?
C5 C6 C7 126.81(17) . . ?
C7 C6 H6 116.6 . . ?
N2 C7 C8 108.34(15) . . ?
C6 C7 N2 125.03(16) . . ?
C6 C7 C8 126.10(16) . . ?
C7 C8 C12 125.84(17) . . ?
C9 C8 C7 106.61(16) . . ?
C9 C8 C12 127.52(17) . . ?
C8 C9 H9 125.9 . . ?
C8 C9 C10 108.21(16) . . ?
C10 C9 H9 125.9 . . ?
N2 C10 C9 109.47(16) . . ?
N2 C10 C11 123.53(16) . . ?
C9 C10 C11 126.91(16) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
Sb1 N1 C2 C1 17.0(2) . . . . ?
Sb1 N1 C2 C3 -163.19(12) . . . . ?
Sb1 N1 C5 C4 162.15(12) . . . . ?
Sb1 N1 C5 C6 -25.7(2) . . . . ?
Sb1 N2 C7 C6 20.4(2) . . . . ?
Sb1 N2 C7 C8 -167.57(11) . . . . ?
Sb1 N2 C10 C9 168.56(12) . . . . ?
Sb1 N2 C10 C11 -14.6(2) . . . . ?
N1 C2 C3 C4 1.5(2) . . . . ?
N1 C5 C6 C7 -2.1(3) . . . . ?
N2 C7 C8 C9 -1.22(19) . . . . ?
N2 C7 C8 C12 -179.41(16) . . . . ?
C1 C2 C3 C4 -178.74(18) . . . . ?
C2 N1 C5 C4 -0.13(19) . . . . ?
C2 N1 C5 C6 172.06(16) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C2 C3 C4 C13 179.03(17) . . . . ?
C3 C4 C5 N1 1.0(2) . . . . ?
C3 C4 C5 C6 -170.55(18) . . . . ?
C4 C5 C6 C7 168.48(18) . . . . ?
C5 N1 C2 C1 179.40(16) . . . . ?
C5 N1 C2 C3 -0.8(2) . . . . ?
C5 C6 C7 N2 6.2(3) . . . . ?
C5 C6 C7 C8 -164.45(17) . . . . ?
C6 C7 C8 C9 170.72(17) . . . . ?
C6 C7 C8 C12 -7.5(3) . . . . ?
C7 N2 C10 C9 -0.66(19) . . . . ?
C7 N2 C10 C11 176.19(16) . . . . ?
C7 C8 C9 C10 0.8(2) . . . . ?
C8 C9 C10 N2 -0.1(2) . . . . ?
C8 C9 C10 C11 -176.82(17) . . . . ?
C10 N2 C7 C6 -170.88(16) . . . . ?
C10 N2 C7 C8 1.17(19) . . . . ?
C12 C8 C9 C10 178.97(17) . . . . ?
C13 C4 C5 N1 -179.47(16) . . . . ?
C13 C4 C5 C6 8.9(3) . . . . ?

####################################################################### 
# 
# 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_mo_1724_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241583'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-07-19

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.07
_audit_creation_method           
;
FinalCif V106 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H15 Br2 N2 Sb'
_chemical_formula_moiety         'C13 H15 Br2 N2 Sb'
_exptl_crystal_colour_primary    yellow
_chemical_formula_weight         480.84
_chemical_melting_point          ?
_chemical_absolute_configuration unk
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.836(4)
 0.164(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
_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.
;

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'

_cell_length_a                   17.2704(8)
_cell_length_b                   12.0396(6)
_cell_length_c                   7.6022(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.934(2)
_cell_angle_gamma                90
_cell_volume                     1495.19(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9738
_cell_measurement_theta_min      2.494
_cell_measurement_theta_max      33.920
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.136
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.394
_exptl_crystal_size_mid          0.209
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    7.175
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.2075
_exptl_absorpt_correction_T_max  0.9330
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1270 before and 0.0349 after correction.
The Ratio of minimum to maximum transmission is 0.2224.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.164
_shelx_estimated_absorpt_T_max   0.870
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Ag'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            49573
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_theta_min         2.101
_diffrn_reflns_theta_max         34.086
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5708
_reflns_number_gt                5655
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.923
_reflns_Friedel_fraction_max     0.895
_reflns_Friedel_fraction_full    1.000
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_computing_data_collection       
'Bruker BIS V6.2.15/2021-03-15 && APEX4 2021.4-0'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0202P)²+0.7778P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5708
_refine_ls_number_parameters     168
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0141
_refine_ls_R_factor_gt           0.0137
_refine_ls_wR_factor_ref         0.0332
_refine_ls_wR_factor_gt          0.0330
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.164(4)
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.836(4)
2 0.164(4)

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'
Br Br -0.2901 2.4595 '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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Sb1 Sb 0.50944(2) 0.84795(2) 0.55771(2) 0.01153(3) Uani 1 1 d . . . . .
Br1 Br 0.59940(2) 0.89266(2) 0.32714(2) 0.01619(4) Uani 1 1 d . . . . .
Br2 Br 0.41611(2) 0.78781(2) 0.76936(3) 0.02170(5) Uani 1 1 d . . . . .
N1 N 0.57643(11) 0.70340(14) 0.6506(2) 0.0124(3) Uani 1 1 d . . . . .
N2 N 0.43189(11) 0.75034(14) 0.3471(2) 0.0130(3) Uani 1 1 d . . . . .
C1 C 0.68943(14) 0.80385(19) 0.8851(3) 0.0178(4) Uani 1 1 d . . . . .
H1A H 0.689159 0.861134 0.793298 0.027 Uiso 1 1 calc R U . . .
H1B H 0.746030 0.787378 0.960661 0.027 Uiso 1 1 calc R U . . .
H1C H 0.659134 0.830594 0.965619 0.027 Uiso 1 1 calc R U . . .
C2 C 0.65003(12) 0.70152(17) 0.7876(3) 0.0137(3) Uani 1 1 d . . . . .
C3 C 0.67563(13) 0.59137(18) 0.8257(3) 0.0168(3) Uani 1 1 d . . . . .
H3 H 0.725986 0.567672 0.912830 0.020 Uiso 1 1 calc R U . . .
C4 C 0.61464(13) 0.52232(17) 0.7140(3) 0.0154(3) Uani 1 1 d . . . . .
C5 C 0.55179(13) 0.59335(17) 0.6035(3) 0.0133(3) Uani 1 1 d . . . . .
C6 C 0.47881(13) 0.56362(17) 0.4678(3) 0.0135(3) Uani 1 1 d . . . . .
H6 H 0.466461 0.486559 0.454547 0.016 Uiso 1 1 calc R U . . .
C7 C 0.42243(12) 0.63455(16) 0.3504(3) 0.0132(3) Uani 1 1 d . . . . .
C8 C 0.34868(13) 0.60614(17) 0.2063(3) 0.0145(3) Uani 1 1 d . . . . .
C9 C 0.31649(13) 0.70404(18) 0.1167(3) 0.0160(3) Uani 1 1 d . . . . .
H9 H 0.268045 0.710941 0.012744 0.019 Uiso 1 1 calc R U . . .
C10 C 0.36814(12) 0.79139(17) 0.2067(3) 0.0139(3) Uani 1 1 d . . . . .
C11 C 0.35905(14) 0.91181(18) 0.1611(3) 0.0188(4) Uani 1 1 d . . . . .
H11A H 0.361622 0.954160 0.272951 0.028 Uiso 1 1 calc R U . . .
H11B H 0.306193 0.924907 0.064816 0.028 Uiso 1 1 calc R U . . .
H11C H 0.403346 0.935715 0.115500 0.028 Uiso 1 1 calc R U . . .
C12 C 0.31324(14) 0.49248(18) 0.1640(3) 0.0184(4) Uani 1 1 d . . . . .
H12A H 0.348135 0.447221 0.113208 0.028 Uiso 1 1 calc R U . . .
H12B H 0.258212 0.497381 0.072724 0.028 Uiso 1 1 calc R U . . .
H12C H 0.310079 0.458115 0.278363 0.028 Uiso 1 1 calc R U . . .
C13 C 0.61502(16) 0.39792(18) 0.7111(3) 0.0209(4) Uani 1 1 d . . . . .
H13A H 0.617658 0.369573 0.833729 0.031 Uiso 1 1 calc R U . . .
H13B H 0.662764 0.371732 0.680142 0.031 Uiso 1 1 calc R U . . .
H13C H 0.564900 0.371077 0.617480 0.031 Uiso 1 1 calc R U . . .


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
Sb1 Br1 2.7464(2) . ?
Sb1 Br2 2.7193(3) . ?
Sb1 N1 2.0822(17) . ?
Sb1 N2 2.0850(17) . ?
N1 C2 1.357(3) . ?
N1 C5 1.402(3) . ?
N2 C7 1.405(3) . ?
N2 C10 1.354(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.484(3) . ?
C2 C3 1.398(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(3) . ?
C4 C5 1.422(3) . ?
C4 C13 1.498(3) . ?
C5 C6 1.392(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.382(3) . ?
C7 C8 1.426(3) . ?
C8 C9 1.384(3) . ?
C8 C12 1.491(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.405(3) . ?
C10 C11 1.487(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
Br2 Sb1 Br1 175.197(7) . . ?
N1 Sb1 Br1 90.75(5) . . ?
N1 Sb1 Br2 87.00(5) . . ?
N1 Sb1 N2 86.39(7) . . ?
N2 Sb1 Br1 88.61(5) . . ?
N2 Sb1 Br2 87.02(5) . . ?
C2 N1 Sb1 123.57(14) . . ?
C2 N1 C5 108.13(17) . . ?
C5 N1 Sb1 127.89(14) . . ?
C7 N2 Sb1 126.52(14) . . ?
C10 N2 Sb1 123.72(14) . . ?
C10 N2 C7 107.86(17) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 122.20(18) . . ?
N1 C2 C3 109.22(18) . . ?
C3 C2 C1 128.39(19) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 C2 108.30(18) . . ?
C4 C3 H3 125.9 . . ?
C3 C4 C5 106.40(18) . . ?
C3 C4 C13 126.8(2) . . ?
C5 C4 C13 126.8(2) . . ?
N1 C5 C4 107.90(18) . . ?
C6 C5 N1 123.98(18) . . ?
C6 C5 C4 128.10(18) . . ?
C5 C6 H6 116.6 . . ?
C7 C6 C5 126.78(18) . . ?
C7 C6 H6 116.6 . . ?
N2 C7 C8 107.72(18) . . ?
C6 C7 N2 124.26(18) . . ?
C6 C7 C8 127.91(19) . . ?
C7 C8 C12 125.99(19) . . ?
C9 C8 C7 106.84(18) . . ?
C9 C8 C12 127.17(19) . . ?
C8 C9 H9 126.0 . . ?
C8 C9 C10 107.91(18) . . ?
C10 C9 H9 126.0 . . ?
N2 C10 C9 109.64(18) . . ?
N2 C10 C11 122.48(18) . . ?
C9 C10 C11 127.87(19) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
Sb1 N1 C2 C1 0.3(3) . . . . ?
Sb1 N1 C2 C3 175.69(14) . . . . ?
Sb1 N1 C5 C4 -174.52(14) . . . . ?
Sb1 N1 C5 C6 7.0(3) . . . . ?
Sb1 N2 C7 C6 -19.7(3) . . . . ?
Sb1 N2 C7 C8 163.76(14) . . . . ?
Sb1 N2 C10 C9 -165.23(14) . . . . ?
Sb1 N2 C10 C11 15.7(3) . . . . ?
N1 C2 C3 C4 -2.3(2) . . . . ?
N1 C5 C6 C7 4.8(4) . . . . ?
N2 C7 C8 C9 1.5(2) . . . . ?
N2 C7 C8 C12 -177.7(2) . . . . ?
C1 C2 C3 C4 172.7(2) . . . . ?
C2 N1 C5 C4 -1.7(2) . . . . ?
C2 N1 C5 C6 179.8(2) . . . . ?
C2 C3 C4 C5 1.2(2) . . . . ?
C2 C3 C4 C13 -178.6(2) . . . . ?
C3 C4 C5 N1 0.2(2) . . . . ?
C3 C4 C5 C6 178.7(2) . . . . ?
C4 C5 C6 C7 -173.4(2) . . . . ?
C5 N1 C2 C1 -172.92(19) . . . . ?
C5 N1 C2 C3 2.5(2) . . . . ?
C5 C6 C7 N2 1.9(4) . . . . ?
C5 C6 C7 C8 177.7(2) . . . . ?
C6 C7 C8 C9 -174.9(2) . . . . ?
C6 C7 C8 C12 5.9(4) . . . . ?
C7 N2 C10 C9 0.0(2) . . . . ?
C7 N2 C10 C11 -179.1(2) . . . . ?
C7 C8 C9 C10 -1.5(2) . . . . ?
C8 C9 C10 N2 1.0(3) . . . . ?
C8 C9 C10 C11 -180.0(2) . . . . ?
C10 N2 C7 C6 175.6(2) . . . . ?
C10 N2 C7 C8 -0.9(2) . . . . ?
C12 C8 C9 C10 177.7(2) . . . . ?
C13 C4 C5 N1 -179.9(2) . . . . ?
C13 C4 C5 C6 -1.5(4) . . . . ?

####################################################################### 
# 
# 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_mo_1749_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241585'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-08-22

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.07
_audit_creation_method           
;FinalCif V108 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C34 H46 Bi2 Cl4 N4 O2'
_chemical_formula_moiety         'C34 H46 Bi2 Cl4 N4 O2'
_exptl_crystal_colour_primary    orange
_chemical_formula_weight         1102.51
_chemical_melting_point          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.7403(9)
_cell_length_b                   9.2435(6)
_cell_length_c                   22.984(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.441(4)
_cell_angle_gamma                90
_cell_volume                     1848.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    1040
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      22.87
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.981
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.074
_exptl_crystal_size_min          0.034
_exptl_absorpt_coefficient_mu    9.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4930
_exptl_absorpt_correction_T_max  0.7694
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0911 before and 0.0515 after correction.
The Ratio of minimum to maximum transmission is 0.6408.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.309
_shelx_estimated_absorpt_T_max   0.731
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Ag'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            46052
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_theta_min         2.341
_diffrn_reflns_theta_max         33.757
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6909
_reflns_number_gt                6071
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       
'Bruker BIS V6.2.15/2021-03-15 && APEX4 2021.4-0'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0086P)²+2.1124P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6909
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0187
_refine_ls_wR_factor_ref         0.0348
_refine_ls_wR_factor_gt          0.0324
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.098
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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 0.37528(2) 0.44955(2) 0.40964(2) 0.00992(2) Uani 1 1 d . . . . .
Cl1 Cl 0.58868(6) 0.64950(5) 0.46340(2) 0.01789(9) Uani 1 1 d . . . . .
Cl2 Cl 0.13383(6) 0.38012(6) 0.34206(2) 0.02179(10) Uani 1 1 d . . . . .
O1 O 0.16450(18) 0.6443(2) 0.44611(7) 0.0279(4) Uani 1 1 d . . . . .
N1 N 0.48647(19) 0.53821(17) 0.33249(7) 0.0125(3) Uani 1 1 d . . . . .
N2 N 0.50050(18) 0.24659(17) 0.38528(7) 0.0120(3) Uani 1 1 d . . . . .
C1 C 0.3182(2) 0.7546(2) 0.32044(9) 0.0190(4) Uani 1 1 d . . . . .
H1A H 0.228773 0.704153 0.301046 0.028 Uiso 1 1 calc R U . . .
H1B H 0.324231 0.852138 0.304108 0.028 Uiso 1 1 calc R U . . .
H1C H 0.307784 0.761198 0.362436 0.028 Uiso 1 1 calc R U . . .
C2 C 0.4605(2) 0.6730(2) 0.31090(8) 0.0144(4) Uani 1 1 d . . . . .
C3 C 0.5839(2) 0.7178(2) 0.28049(9) 0.0175(4) Uani 1 1 d . . . . .
H3 H 0.591582 0.807090 0.260533 0.021 Uiso 1 1 calc R U . . .
C4 C 0.6926(2) 0.6082(2) 0.28480(9) 0.0155(4) Uani 1 1 d . . . . .
C5 C 0.6317(2) 0.4955(2) 0.31786(8) 0.0129(3) Uani 1 1 d . . . . .
C6 C 0.6969(2) 0.3605(2) 0.32970(8) 0.0128(3) Uani 1 1 d . . . . .
H6 H 0.796177 0.346437 0.317074 0.015 Uiso 1 1 calc R U . . .
C7 C 0.6364(2) 0.2435(2) 0.35748(8) 0.0115(3) Uani 1 1 d . . . . .
C8 C 0.6929(2) 0.0989(2) 0.35870(8) 0.0135(3) Uani 1 1 d . . . . .
C9 C 0.5904(2) 0.0172(2) 0.38720(9) 0.0159(4) Uani 1 1 d . . . . .
H9 H 0.597469 -0.083827 0.394666 0.019 Uiso 1 1 calc R U . . .
C10 C 0.4740(2) 0.1101(2) 0.40317(8) 0.0134(3) Uani 1 1 d . . . . .
C11 C 0.3370(2) 0.0692(2) 0.43373(10) 0.0197(4) Uani 1 1 d . . . . .
H11A H 0.344117 0.114781 0.472387 0.030 Uiso 1 1 calc R U . . .
H11B H 0.333714 -0.036181 0.438152 0.030 Uiso 1 1 calc R U . . .
H11C H 0.243385 0.102135 0.410720 0.030 Uiso 1 1 calc R U . . .
C12 C 0.8424(2) 0.6051(2) 0.25830(10) 0.0216(4) Uani 1 1 d . . . . .
H12A H 0.909573 0.531794 0.278110 0.032 Uiso 1 1 calc R U . . .
H12B H 0.891710 0.700179 0.262755 0.032 Uiso 1 1 calc R U . . .
H12C H 0.824047 0.581243 0.216680 0.032 Uiso 1 1 calc R U . . .
C13 C 0.8305(2) 0.0465(2) 0.33069(9) 0.0183(4) Uani 1 1 d . . . . .
H13A H 0.863678 -0.046879 0.347677 0.027 Uiso 1 1 calc R U . . .
H13B H 0.914057 0.116942 0.337508 0.027 Uiso 1 1 calc R U . . .
H13C H 0.803722 0.035181 0.288561 0.027 Uiso 1 1 calc R U . . .
C14 C 0.0153(3) 0.6911(3) 0.42008(10) 0.0263(5) Uani 1 1 d . . . . .
H14A H -0.059840 0.610798 0.419030 0.032 Uiso 1 1 calc R U . . .
H14B H 0.021960 0.726552 0.379751 0.032 Uiso 1 1 calc R U . . .
C15 C -0.0307(2) 0.8113(2) 0.45891(10) 0.0202(4) Uani 1 1 d . . . . .
H15A H -0.143736 0.823399 0.456140 0.024 Uiso 1 1 calc R U . . .
H15B H 0.017568 0.904164 0.449466 0.024 Uiso 1 1 calc R U . . .
C16 C 0.0314(3) 0.7561(3) 0.51845(10) 0.0283(5) Uani 1 1 d . . . . .
H16A H 0.046008 0.836082 0.547064 0.034 Uiso 1 1 calc R U . . .
H16B H -0.037988 0.682846 0.533213 0.034 Uiso 1 1 calc R U . . .
C17 C 0.1836(3) 0.6896(2) 0.50674(9) 0.0209(4) Uani 1 1 d . . . . .
H17A H 0.267533 0.761499 0.513128 0.025 Uiso 1 1 calc R U . . .
H17B H 0.208012 0.605760 0.532766 0.025 Uiso 1 1 calc R U . . .


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 Cl1 3.0460(6) 3_666 ?
Bi1 Cl1 2.8258(5) . ?
Bi1 Cl2 2.5799(5) . ?
Bi1 O1 2.7622(15) . ?
Bi1 N1 2.2554(16) . ?
Bi1 N2 2.2687(16) . ?
O1 C14 1.449(3) . ?
O1 C17 1.450(2) . ?
N1 C2 1.353(2) . ?
N1 C5 1.400(2) . ?
N2 C7 1.401(2) . ?
N2 C10 1.354(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.488(3) . ?
C2 C3 1.402(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 C5 1.422(3) . ?
C4 C12 1.495(3) . ?
C5 C6 1.388(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(3) . ?
C7 C8 1.424(3) . ?
C8 C9 1.383(3) . ?
C8 C13 1.497(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.407(3) . ?
C10 C11 1.493(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.503(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.512(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.512(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?

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 Cl1 76.917(15) . 3_666 ?
Cl2 Bi1 Cl1 153.417(16) . . ?
Cl2 Bi1 Cl1 120.423(17) . 3_666 ?
Cl2 Bi1 O1 79.27(4) . . ?
O1 Bi1 Cl1 85.21(4) . 3_666 ?
O1 Bi1 Cl1 82.68(4) . . ?
N1 Bi1 Cl1 77.90(4) . . ?
N1 Bi1 Cl1 148.12(4) . 3_666 ?
N1 Bi1 Cl2 90.34(4) . . ?
N1 Bi1 O1 110.57(6) . . ?
N1 Bi1 N2 81.52(6) . . ?
N2 Bi1 Cl1 109.57(4) . . ?
N2 Bi1 Cl1 88.82(4) . 3_666 ?
N2 Bi1 Cl2 91.83(4) . . ?
N2 Bi1 O1 164.80(6) . . ?
Bi1 Cl1 Bi1 103.083(15) . 3_666 ?
C14 O1 Bi1 132.05(12) . . ?
C14 O1 C17 109.13(16) . . ?
C17 O1 Bi1 117.43(12) . . ?
C2 N1 Bi1 123.59(13) . . ?
C2 N1 C5 107.22(16) . . ?
C5 N1 Bi1 123.67(12) . . ?
C7 N2 Bi1 125.37(12) . . ?
C10 N2 Bi1 126.52(12) . . ?
C10 N2 C7 107.26(15) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 121.77(18) . . ?
N1 C2 C3 110.12(17) . . ?
C3 C2 C1 128.11(18) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 C2 107.69(18) . . ?
C4 C3 H3 126.2 . . ?
C3 C4 C5 106.51(18) . . ?
C3 C4 C12 127.31(19) . . ?
C5 C4 C12 126.15(18) . . ?
N1 C5 C4 108.42(17) . . ?
C6 C5 N1 124.79(17) . . ?
C6 C5 C4 126.57(18) . . ?
C5 C6 H6 115.7 . . ?
C7 C6 C5 128.65(18) . . ?
C7 C6 H6 115.7 . . ?
N2 C7 C8 108.49(16) . . ?
C6 C7 N2 124.83(17) . . ?
C6 C7 C8 126.49(17) . . ?
C7 C8 C13 125.89(18) . . ?
C9 C8 C7 106.46(17) . . ?
C9 C8 C13 127.53(18) . . ?
C8 C9 H9 126.1 . . ?
C8 C9 C10 107.87(17) . . ?
C10 C9 H9 126.1 . . ?
N2 C10 C9 109.91(17) . . ?
N2 C10 C11 123.15(17) . . ?
C9 C10 C11 126.91(17) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C12 H12A 109.5 . . ?
C4 C12 H12B 109.5 . . ?
C4 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 C14 H14A 110.8 . . ?
O1 C14 H14B 110.8 . . ?
O1 C14 C15 104.88(18) . . ?
H14A C14 H14B 108.8 . . ?
C15 C14 H14A 110.8 . . ?
C15 C14 H14B 110.8 . . ?
C14 C15 H15A 111.5 . . ?
C14 C15 H15B 111.5 . . ?
C14 C15 C16 101.22(18) . . ?
H15A C15 H15B 109.3 . . ?
C16 C15 H15A 111.5 . . ?
C16 C15 H15B 111.5 . . ?
C15 C16 H16A 111.2 . . ?
C15 C16 H16B 111.2 . . ?
H16A C16 H16B 109.1 . . ?
C17 C16 C15 102.86(18) . . ?
C17 C16 H16A 111.2 . . ?
C17 C16 H16B 111.2 . . ?
O1 C17 C16 105.38(17) . . ?
O1 C17 H17A 110.7 . . ?
O1 C17 H17B 110.7 . . ?
C16 C17 H17A 110.7 . . ?
C16 C17 H17B 110.7 . . ?
H17A C17 H17B 108.8 . . ?

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 O1 C14 C15 -173.70(14) . . . . ?
Bi1 O1 C17 C16 -163.30(15) . . . . ?
Bi1 N1 C2 C1 -23.1(3) . . . . ?
Bi1 N1 C2 C3 156.61(13) . . . . ?
Bi1 N1 C5 C4 -156.14(13) . . . . ?
Bi1 N1 C5 C6 29.0(3) . . . . ?
Bi1 N2 C7 C6 -14.5(3) . . . . ?
Bi1 N2 C7 C8 170.18(12) . . . . ?
Bi1 N2 C10 C9 -170.12(13) . . . . ?
Bi1 N2 C10 C11 11.4(3) . . . . ?
O1 C14 C15 C16 -37.0(2) . . . . ?
N1 C2 C3 C4 -1.7(2) . . . . ?
N1 C5 C6 C7 -0.3(3) . . . . ?
N2 C7 C8 C9 0.0(2) . . . . ?
N2 C7 C8 C13 176.17(18) . . . . ?
C1 C2 C3 C4 178.0(2) . . . . ?
C2 N1 C5 C4 -1.7(2) . . . . ?
C2 N1 C5 C6 -176.52(18) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C2 C3 C4 C12 178.6(2) . . . . ?
C3 C4 C5 N1 0.6(2) . . . . ?
C3 C4 C5 C6 175.35(19) . . . . ?
C4 C5 C6 C7 -174.2(2) . . . . ?
C5 N1 C2 C1 -177.63(18) . . . . ?
C5 N1 C2 C3 2.1(2) . . . . ?
C5 C6 C7 N2 -7.7(3) . . . . ?
C5 C6 C7 C8 166.8(2) . . . . ?
C6 C7 C8 C9 -175.29(19) . . . . ?
C6 C7 C8 C13 0.9(3) . . . . ?
C7 N2 C10 C9 -0.3(2) . . . . ?
C7 N2 C10 C11 -178.74(18) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C9 C10 N2 0.3(2) . . . . ?
C8 C9 C10 C11 178.6(2) . . . . ?
C10 N2 C7 C6 175.55(18) . . . . ?
C10 N2 C7 C8 0.2(2) . . . . ?
C12 C4 C5 N1 -177.37(19) . . . . ?
C12 C4 C5 C6 -2.6(3) . . . . ?
C13 C8 C9 C10 -176.26(19) . . . . ?
C14 O1 C17 C16 4.9(3) . . . . ?
C14 C15 C16 C17 39.5(2) . . . . ?
C15 C16 C17 O1 -28.0(2) . . . . ?
C17 O1 C14 C15 20.4(3) . . . . ?

####################################################################### 
# 
# 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_mo_1507_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241588'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2021-11-17

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.07
_audit_creation_method           
;
FinalCif V91 by Daniel Kratzert, Freiburg 2021,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C19 H19 Cl2 N2 Sb'
_chemical_formula_moiety         'C19 H19 Cl2 N2 Sb'
_exptl_crystal_colour_primary    orange
_chemical_formula_weight         468.01
_chemical_melting_point          ?
_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:
 C3(H3), C9(H9), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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'
_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.
;

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                   12.4279(6)
_cell_length_b                   7.8441(4)
_cell_length_c                   19.0889(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.771(2)
_cell_angle_gamma                90
_cell_volume                     1847.92(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.811
_cell_measurement_theta_max      30.506
_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.183
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.034
_exptl_absorpt_coefficient_mu    1.785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0829
_exptl_absorpt_correction_T_max  0.1203
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0782 before and 0.0516 after correction.
The Ratio of minimum to maximum transmission is 0.6891.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.736
_shelx_estimated_absorpt_T_max   0.942
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Ag'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            45683
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_theta_min         2.073
_diffrn_reflns_theta_max         30.558
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5660
_reflns_number_gt                5031
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       
'Bruker BIS V6.2.15/2021-03-15 && APEX4 2021.4-0'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0151P)²+1.7492P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5660
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0288
_refine_ls_R_factor_gt           0.0224
_refine_ls_wR_factor_ref         0.0487
_refine_ls_wR_factor_gt          0.0461
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.487
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Sb1 Sb 0.68961(2) 0.66679(2) 0.34618(2) 0.01816(3) Uani 1 1 d . . . . .
Cl1 Cl 0.85986(4) 0.83264(6) 0.31994(2) 0.02594(9) Uani 1 1 d . . . . .
Cl2 Cl 0.52873(4) 0.52944(6) 0.39231(3) 0.02963(10) Uani 1 1 d . . . . .
N1 N 0.78375(11) 0.54813(17) 0.42819(7) 0.0171(3) Uani 1 1 d . . . . .
N2 N 0.66751(11) 0.86386(17) 0.41428(7) 0.0178(3) Uani 1 1 d . . . . .
C1 C 0.81963(15) 0.3017(2) 0.35218(10) 0.0241(4) Uani 1 1 d . . . . .
H1A H 0.745321 0.309861 0.328678 0.036 Uiso 1 1 calc R U . . .
H1B H 0.838904 0.181565 0.360119 0.036 Uiso 1 1 calc R U . . .
H1C H 0.869509 0.354122 0.322356 0.036 Uiso 1 1 calc R U . . .
C2 C 0.82743(13) 0.3921(2) 0.42093(9) 0.0191(3) Uani 1 1 d . . . . .
C3 C 0.87717(14) 0.3384(2) 0.48655(9) 0.0212(3) Uani 1 1 d . . . . .
H3 H 0.914617 0.233731 0.495771 0.025 Uiso 1 1 calc R U . . .
C4 C 0.86290(13) 0.4629(2) 0.53594(9) 0.0193(3) Uani 1 1 d . . . . .
C5 C 0.80286(13) 0.5981(2) 0.49940(9) 0.0175(3) Uani 1 1 d . . . . .
C6 C 0.76517(13) 0.7519(2) 0.52515(9) 0.0167(3) Uani 1 1 d . . . . .
C7 C 0.70331(13) 0.8767(2) 0.48694(9) 0.0174(3) Uani 1 1 d . . . . .
C8 C 0.66256(14) 1.0356(2) 0.51006(9) 0.0195(3) Uani 1 1 d . . . . .
C9 C 0.60437(14) 1.1101(2) 0.45180(10) 0.0217(3) Uani 1 1 d . . . . .
H9 H 0.567882 1.216641 0.451321 0.026 Uiso 1 1 calc R U . . .
C10 C 0.60815(13) 1.0032(2) 0.39400(9) 0.0208(3) Uani 1 1 d . . . . .
C11 C 0.55867(15) 1.0288(2) 0.31964(10) 0.0257(4) Uani 1 1 d . . . . .
H11A H 0.615974 1.033197 0.288544 0.039 Uiso 1 1 calc R U . . .
H11B H 0.517997 1.136110 0.316060 0.039 Uiso 1 1 calc R U . . .
H11C H 0.509537 0.933966 0.305484 0.039 Uiso 1 1 calc R U . . .
C12 C 0.67639(16) 1.1179(2) 0.58104(10) 0.0263(4) Uani 1 1 d . . . . .
H12A H 0.648331 1.042093 0.615424 0.039 Uiso 1 1 calc R U . . .
H12B H 0.636445 1.225899 0.578951 0.039 Uiso 1 1 calc R U . . .
H12C H 0.753476 1.139908 0.595355 0.039 Uiso 1 1 calc R U . . .
C13 C 0.79144(13) 0.7827(2) 0.60267(9) 0.0181(3) Uani 1 1 d . . . . .
C14 C 0.88599(14) 0.8669(2) 0.62919(9) 0.0213(3) Uani 1 1 d . . . . .
H14 H 0.934681 0.906699 0.598034 0.026 Uiso 1 1 calc R U . . .
C15 C 0.90905(15) 0.8926(2) 0.70155(10) 0.0236(3) Uani 1 1 d . . . . .
H15 H 0.973770 0.949543 0.719896 0.028 Uiso 1 1 calc R U . . .
C16 C 0.83742(15) 0.8351(2) 0.74688(9) 0.0238(3) Uani 1 1 d . . . . .
H16 H 0.853262 0.852583 0.796266 0.029 Uiso 1 1 calc R U . . .
C17 C 0.74306(15) 0.7524(2) 0.72035(9) 0.0243(4) Uani 1 1 d . . . . .
H17 H 0.694047 0.713575 0.751491 0.029 Uiso 1 1 calc R U . . .
C18 C 0.71990(14) 0.7260(2) 0.64817(9) 0.0221(3) Uani 1 1 d . . . . .
H18 H 0.655055 0.669243 0.629980 0.027 Uiso 1 1 calc R U . . .
C19 C 0.90470(16) 0.4445(2) 0.61253(10) 0.0264(4) Uani 1 1 d . . . . .
H19A H 0.843567 0.441239 0.640573 0.040 Uiso 1 1 calc R U . . .
H19B H 0.951499 0.541568 0.627421 0.040 Uiso 1 1 calc R U . . .
H19C H 0.946344 0.338508 0.619632 0.040 Uiso 1 1 calc R U . . .


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
Sb1 Cl1 2.5826(5) . ?
Sb1 Cl2 2.5197(5) . ?
Sb1 N1 2.0626(14) . ?
Sb1 N2 2.0589(14) . ?
N1 C2 1.352(2) . ?
N1 C5 1.408(2) . ?
N2 C7 1.409(2) . ?
N2 C10 1.349(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.485(2) . ?
C2 C3 1.395(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(2) . ?
C4 C5 1.430(2) . ?
C4 C19 1.500(2) . ?
C5 C6 1.404(2) . ?
C6 C7 1.396(2) . ?
C6 C13 1.497(2) . ?
C7 C8 1.435(2) . ?
C8 C9 1.383(2) . ?
C8 C12 1.492(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.391(2) . ?
C10 C11 1.493(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.390(2) . ?
C13 C18 1.387(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.392(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.383(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(2) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
Cl2 Sb1 Cl1 170.113(17) . . ?
N1 Sb1 Cl1 88.29(4) . . ?
N1 Sb1 Cl2 86.80(4) . . ?
N2 Sb1 Cl1 85.27(4) . . ?
N2 Sb1 Cl2 85.98(4) . . ?
N2 Sb1 N1 88.02(5) . . ?
C2 N1 Sb1 121.95(11) . . ?
C2 N1 C5 109.07(14) . . ?
C5 N1 Sb1 128.56(11) . . ?
C7 N2 Sb1 128.67(11) . . ?
C10 N2 Sb1 122.41(11) . . ?
C10 N2 C7 108.84(14) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 122.52(15) . . ?
N1 C2 C3 108.79(15) . . ?
C3 C2 C1 128.69(16) . . ?
C2 C3 H3 125.7 . . ?
C4 C3 C2 108.66(15) . . ?
C4 C3 H3 125.7 . . ?
C3 C4 C5 107.00(15) . . ?
C3 C4 C19 122.61(15) . . ?
C5 C4 C19 130.39(16) . . ?
N1 C5 C4 106.47(14) . . ?
C6 C5 N1 123.51(14) . . ?
C6 C5 C4 130.00(15) . . ?
C5 C6 C13 116.23(14) . . ?
C7 C6 C5 127.28(15) . . ?
C7 C6 C13 116.46(14) . . ?
N2 C7 C8 106.44(14) . . ?
C6 C7 N2 123.66(15) . . ?
C6 C7 C8 129.90(16) . . ?
C7 C8 C12 130.41(16) . . ?
C9 C8 C7 106.86(15) . . ?
C9 C8 C12 122.72(16) . . ?
C8 C9 H9 125.7 . . ?
C8 C9 C10 108.63(15) . . ?
C10 C9 H9 125.7 . . ?
N2 C10 C9 109.23(15) . . ?
N2 C10 C11 122.14(16) . . ?
C9 C10 C11 128.62(16) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C6 120.87(15) . . ?
C18 C13 C6 119.09(15) . . ?
C18 C13 C14 120.05(16) . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.78(16) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 119.95(16) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.18(16) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.04(17) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 C17 120.01(16) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
Sb1 N1 C2 C1 5.8(2) . . . . ?
Sb1 N1 C2 C3 -174.12(11) . . . . ?
Sb1 N1 C5 C4 173.33(11) . . . . ?
Sb1 N1 C5 C6 -5.5(2) . . . . ?
Sb1 N2 C7 C6 1.9(2) . . . . ?
Sb1 N2 C7 C8 -177.46(11) . . . . ?
Sb1 N2 C10 C9 177.64(11) . . . . ?
Sb1 N2 C10 C11 -3.2(2) . . . . ?
N1 C2 C3 C4 0.8(2) . . . . ?
N1 C5 C6 C7 1.0(3) . . . . ?
N1 C5 C6 C13 178.94(15) . . . . ?
N2 C7 C8 C9 0.43(18) . . . . ?
N2 C7 C8 C12 -178.73(17) . . . . ?
C1 C2 C3 C4 -179.09(17) . . . . ?
C2 N1 C5 C4 0.74(18) . . . . ?
C2 N1 C5 C6 -178.07(15) . . . . ?
C2 C3 C4 C5 -0.30(19) . . . . ?
C2 C3 C4 C19 178.82(16) . . . . ?
C3 C4 C5 N1 -0.25(18) . . . . ?
C3 C4 C5 C6 178.45(17) . . . . ?
C4 C5 C6 C7 -177.53(17) . . . . ?
C4 C5 C6 C13 0.4(3) . . . . ?
C5 N1 C2 C1 178.94(15) . . . . ?
C5 N1 C2 C3 -0.94(19) . . . . ?
C5 C6 C7 N2 0.9(3) . . . . ?
C5 C6 C7 C8 -179.97(17) . . . . ?
C5 C6 C13 C14 90.5(2) . . . . ?
C5 C6 C13 C18 -89.6(2) . . . . ?
C6 C7 C8 C9 -178.84(17) . . . . ?
C6 C7 C8 C12 2.0(3) . . . . ?
C6 C13 C14 C15 -179.43(16) . . . . ?
C6 C13 C18 C17 179.60(16) . . . . ?
C7 N2 C10 C9 0.54(19) . . . . ?
C7 N2 C10 C11 179.73(16) . . . . ?
C7 C6 C13 C14 -91.3(2) . . . . ?
C7 C6 C13 C18 88.6(2) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C8 C9 C10 N2 -0.3(2) . . . . ?
C8 C9 C10 C11 -179.39(17) . . . . ?
C10 N2 C7 C6 178.73(15) . . . . ?
C10 N2 C7 C8 -0.60(18) . . . . ?
C12 C8 C9 C10 179.12(16) . . . . ?
C13 C6 C7 N2 -177.07(15) . . . . ?
C13 C6 C7 C8 2.1(3) . . . . ?
C13 C14 C15 C16 -0.4(3) . . . . ?
C14 C13 C18 C17 -0.5(3) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C16 C17 C18 C13 0.0(3) . . . . ?
C18 C13 C14 C15 0.6(3) . . . . ?
C19 C4 C5 N1 -179.28(17) . . . . ?
C19 C4 C5 C6 -0.6(3) . . . . ?

####################################################################### 
# 
# 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_mo_1852_cg_0m_4
_database_code_depnum_ccdc_archive 'CCDC 2241587'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_diffrn_special_details          ?
_audit_creation_date             2022-12-19

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.07
_audit_creation_method           
;FinalCif V113 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C22 H25 Bi Cl2 N2'
_chemical_formula_moiety         'C22 H25 Bi Cl2 N2'
_exptl_crystal_colour_primary    yellow
_chemical_formula_weight         597.32
_chemical_melting_point          ?
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7246(7)
 0.2754(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C11(H11), C18(H18), C25(H25), C31(H31), C33(H33), C40(H40)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,
 H23B,H23C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C),
 C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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'
_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.
;

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                   7.7393(7)
_cell_length_b                   15.609(2)
_cell_length_c                   36.440(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.984(3)
_cell_angle_gamma                90
_cell_volume                     4391.5(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    4915
_cell_measurement_theta_min      2.243
_cell_measurement_theta_max      28.712
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.807
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.021
_exptl_absorpt_coefficient_mu    8.282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.005216
_exptl_absorpt_correction_T_max  0.025393
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.308
_shelx_estimated_absorpt_T_max   0.845
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Ag'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            11478
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_theta_min         2.128
_diffrn_reflns_theta_max         28.725
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       49
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             11478
_reflns_number_gt                10465
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_computing_data_collection       
'Bruker BIS V6.2.15/2021-03-15 && APEX4 2022.1-1'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          
'Data integration and reduction parameters were optimized by manual iteration, specifically the integration box size, the twin minimal common volume and absorption coefficient. This was due to the twin domains exibiting particularly high overlap with the majority of reflections beeing composites (ca. 3000 seperate vs. 75000 composites in the ideal settings).'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+38.7502P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         11478
_refine_ls_number_parameters     502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.1047
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.906
_refine_diff_density_min         -3.563
_refine_diff_density_rms         0.164
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_twin_special_details            
'The data was integrated as a 2-component twin.'
_twin_individual_id              2
_twin_individual_twin_matrix_11  -7e-05
_twin_individual_twin_matrix_12  -3e-05
_twin_individual_twin_matrix_13  0.99999
_twin_individual_twin_matrix_21  -1.0
_twin_individual_twin_matrix_22  0.00015
_twin_individual_twin_matrix_23  -0.00024
_twin_individual_twin_matrix_31  -0.00076
_twin_individual_twin_matrix_32  -0.99999
_twin_individual_twin_matrix_33  -0.66013

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'

_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_
_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 0.24123(4) 0.65800(2) 0.29095(2) 0.03404(7) Uani 1 1 d . . . . .
Cl1 Cl 0.5687(3) 0.60028(12) 0.30170(6) 0.0381(4) Uani 1 1 d . . . . .
Cl2 Cl -0.0529(3) 0.74951(12) 0.29054(6) 0.0411(4) Uani 1 1 d . . . . .
N1 N 0.2909(9) 0.7330(4) 0.34247(18) 0.0356(14) Uani 1 1 d . . . . .
N2 N 0.1672(10) 0.5608(4) 0.33139(19) 0.0370(15) Uani 1 1 d . . . . .
C1 C 0.4726(12) 0.8373(6) 0.3111(2) 0.0433(18) Uani 1 1 d . . . . .
H1A H 0.495451 0.898992 0.312675 0.065 Uiso 1 1 calc R U . . .
H1B H 0.408969 0.824239 0.287574 0.065 Uiso 1 1 calc R U . . .
H1C H 0.582593 0.806006 0.312818 0.065 Uiso 1 1 calc R U . . .
C2 C 0.3680(11) 0.8112(5) 0.3416(2) 0.0384(17) Uani 1 1 d . . . . .
C3 C 0.3351(12) 0.8550(5) 0.3739(3) 0.0424(19) Uani 1 1 d . . . . .
H3 H 0.377569 0.910442 0.380499 0.051 Uiso 1 1 calc R U . . .
C4 C 0.2312(11) 0.8051(5) 0.3947(2) 0.0381(17) Uani 1 1 d . . . . .
C5 C 0.2002(12) 0.7271(6) 0.3745(2) 0.0393(18) Uani 1 1 d . . . . .
C6 C 0.1068(11) 0.6545(5) 0.3841(2) 0.0368(16) Uani 1 1 d . . . . .
C7 C 0.0222(11) 0.6577(6) 0.4203(2) 0.0386(17) Uani 1 1 d . . . . .
C8 C -0.1496(12) 0.6857(5) 0.4212(2) 0.0413(18) Uani 1 1 d . . . . .
C9 C -0.2246(12) 0.6880(6) 0.4544(3) 0.045(2) Uani 1 1 d . . . . .
H9 H -0.339690 0.708971 0.454898 0.054 Uiso 1 1 calc R U . . .
C10 C -0.1396(13) 0.6613(6) 0.4869(2) 0.0436(18) Uani 1 1 d . . . . .
C11 C 0.0317(13) 0.6333(6) 0.4856(3) 0.047(2) Uani 1 1 d . . . . .
H11 H 0.093611 0.615897 0.507825 0.056 Uiso 1 1 calc R U . . .
C12 C 0.1139(13) 0.6301(6) 0.4530(3) 0.045(2) Uani 1 1 d . . . . .
C13 C 0.2970(13) 0.5976(7) 0.4520(3) 0.051(2) Uani 1 1 d . . . . .
H13A H 0.296144 0.541611 0.439910 0.077 Uiso 1 1 calc R U . . .
H13B H 0.348928 0.592100 0.477239 0.077 Uiso 1 1 calc R U . . .
H13C H 0.364919 0.638145 0.438383 0.077 Uiso 1 1 calc R U . . .
C14 C -0.2261(15) 0.6638(8) 0.5233(3) 0.056(2) Uani 1 1 d . . . . .
H14A H -0.144785 0.642890 0.543134 0.084 Uiso 1 1 calc R U . . .
H14B H -0.329445 0.627380 0.521598 0.084 Uiso 1 1 calc R U . . .
H14C H -0.259530 0.722871 0.528639 0.084 Uiso 1 1 calc R U . . .
C15 C -0.2511(13) 0.7127(7) 0.3855(3) 0.048(2) Uani 1 1 d . . . . .
H15A H -0.270205 0.662632 0.369522 0.072 Uiso 1 1 calc R U . . .
H15B H -0.185008 0.755957 0.372958 0.072 Uiso 1 1 calc R U . . .
H15C H -0.363001 0.736728 0.391277 0.072 Uiso 1 1 calc R U . . .
C16 C 0.0909(11) 0.5777(5) 0.3652(2) 0.0353(16) Uani 1 1 d . . . . .
C17 C 0.0175(12) 0.4957(6) 0.3755(3) 0.0425(19) Uani 1 1 d . . . . .
C18 C 0.0603(12) 0.4365(5) 0.3498(2) 0.0426(19) Uani 1 1 d . . . . .
H18 H 0.032045 0.377297 0.350180 0.051 Uiso 1 1 calc R U . . .
C19 C 0.1523(11) 0.4772(5) 0.3231(2) 0.0379(17) Uani 1 1 d . . . . .
C20 C 0.2265(12) 0.4391(5) 0.2900(2) 0.0415(18) Uani 1 1 d . . . . .
H20A H 0.148097 0.449989 0.268227 0.062 Uiso 1 1 calc R U . . .
H20B H 0.240541 0.377151 0.293499 0.062 Uiso 1 1 calc R U . . .
H20C H 0.339489 0.465112 0.286620 0.062 Uiso 1 1 calc R U . . .
C21 C -0.0919(13) 0.4745(6) 0.4072(3) 0.048(2) Uani 1 1 d . . . . .
H21A H -0.026296 0.487171 0.430522 0.072 Uiso 1 1 calc R U . . .
H21B H -0.122416 0.413571 0.406301 0.072 Uiso 1 1 calc R U . . .
H21C H -0.197896 0.509056 0.405209 0.072 Uiso 1 1 calc R U . . .
C22 C 0.1698(14) 0.8328(6) 0.4312(2) 0.050(2) Uani 1 1 d . . . . .
H22A H 0.210344 0.891131 0.436764 0.075 Uiso 1 1 calc R U . . .
H22B H 0.216187 0.793733 0.450508 0.075 Uiso 1 1 calc R U . . .
H22C H 0.042941 0.831483 0.430065 0.075 Uiso 1 1 calc R U . . .
Bi2 Bi 0.78724(4) 0.16567(2) 0.27359(2) 0.03348(7) Uani 1 1 d . . . . .
Cl3 Cl 1.1113(3) 0.22327(13) 0.28407(6) 0.0395(4) Uani 1 1 d . . . . .
Cl4 Cl 0.4951(3) 0.07282(13) 0.27175(6) 0.0413(4) Uani 1 1 d . . . . .
N3 N 0.7096(9) 0.2562(4) 0.31681(19) 0.0358(15) Uani 1 1 d . . . . .
N4 N 0.8474(9) 0.0846(4) 0.32288(18) 0.0354(14) Uani 1 1 d . . . . .
C23 C 0.7533(11) 0.3847(5) 0.2778(2) 0.0384(18) Uani 1 1 d . . . . .
H23A H 0.671837 0.375892 0.256297 0.058 Uiso 1 1 calc R U . . .
H23B H 0.866650 0.361110 0.272772 0.058 Uiso 1 1 calc R U . . .
H23C H 0.764777 0.446213 0.282840 0.058 Uiso 1 1 calc R U . . .
C24 C 0.6873(11) 0.3405(5) 0.3104(2) 0.0381(16) Uani 1 1 d . . . . .
C25 C 0.6012(12) 0.3764(5) 0.3392(2) 0.0412(18) Uani 1 1 d . . . . .
H25 H 0.571013 0.435137 0.341355 0.049 Uiso 1 1 calc R U . . .
C26 C 0.5674(12) 0.3131(5) 0.3637(2) 0.0403(18) Uani 1 1 d . . . . .
C27 C 0.6393(11) 0.2347(5) 0.3499(2) 0.0341(16) Uani 1 1 d . . . . .
C28 C 0.6589(11) 0.1543(5) 0.3673(2) 0.0375(17) Uani 1 1 d . . . . .
C29 C 0.5722(12) 0.1428(5) 0.4027(2) 0.0381(18) Uani 1 1 d . . . . .
C30 C 0.6673(12) 0.1596(6) 0.4364(2) 0.0417(18) Uani 1 1 d . . . . .
C31 C 0.5837(13) 0.1449(6) 0.4685(3) 0.046(2) Uani 1 1 d . . . . .
H31 H 0.643902 0.157246 0.491480 0.056 Uiso 1 1 calc R U . . .
C32 C 0.4166(14) 0.1132(6) 0.4682(3) 0.050(2) Uani 1 1 d . . . . .
C33 C 0.3282(13) 0.0989(6) 0.4342(3) 0.045(2) Uani 1 1 d . . . . .
H33 H 0.212581 0.078204 0.433395 0.054 Uiso 1 1 calc R U . . .
C34 C 0.4038(12) 0.1140(5) 0.4012(2) 0.0393(18) Uani 1 1 d . . . . .
C35 C 0.2996(12) 0.0995(6) 0.3649(3) 0.047(2) Uani 1 1 d . . . . .
H35A H 0.257304 0.154535 0.354989 0.070 Uiso 1 1 calc R U . . .
H35B H 0.200994 0.062003 0.368832 0.070 Uiso 1 1 calc R U . . .
H35C H 0.373404 0.072420 0.347409 0.070 Uiso 1 1 calc R U . . .
C36 C 0.3290(17) 0.0948(7) 0.5035(3) 0.065(3) Uani 1 1 d . . . . .
H36A H 0.307579 0.033163 0.505442 0.097 Uiso 1 1 calc R U . . .
H36B H 0.218733 0.125762 0.503114 0.097 Uiso 1 1 calc R U . . .
H36C H 0.404381 0.113709 0.524693 0.097 Uiso 1 1 calc R U . . .
C37 C 0.8464(15) 0.1941(7) 0.4376(3) 0.053(2) Uani 1 1 d . . . . .
H37A H 0.843117 0.254293 0.429954 0.080 Uiso 1 1 calc R U . . .
H37B H 0.914803 0.161022 0.420924 0.080 Uiso 1 1 calc R U . . .
H37C H 0.899594 0.189733 0.462737 0.080 Uiso 1 1 calc R U . . .
C38 C 0.7570(11) 0.0849(5) 0.3559(2) 0.0339(15) Uani 1 1 d . . . . .
C39 C 0.7929(11) 0.0033(5) 0.3734(2) 0.0369(17) Uani 1 1 d . . . . .
C40 C 0.8995(11) -0.0405(5) 0.3512(2) 0.0377(17) Uani 1 1 d . . . . .
H40 H 0.944190 -0.096352 0.356080 0.045 Uiso 1 1 calc R U . . .
C41 C 0.9324(11) 0.0090(5) 0.3205(2) 0.0368(17) Uani 1 1 d . . . . .
C42 C 1.0428(10) -0.0107(5) 0.2904(2) 0.0385(17) Uani 1 1 d . . . . .
H42A H 1.147834 0.024447 0.292893 0.058 Uiso 1 1 calc R U . . .
H42B H 0.979395 0.001670 0.266745 0.058 Uiso 1 1 calc R U . . .
H42C H 1.074737 -0.071485 0.291362 0.058 Uiso 1 1 calc R U . . .
C43 C 0.7419(13) -0.0302(6) 0.4098(3) 0.045(2) Uani 1 1 d . . . . .
H43A H 0.756124 -0.092628 0.410507 0.067 Uiso 1 1 calc R U . . .
H43B H 0.620622 -0.015730 0.412917 0.067 Uiso 1 1 calc R U . . .
H43C H 0.815850 -0.004263 0.429713 0.067 Uiso 1 1 calc R U . . .
C44 C 0.4716(13) 0.3280(6) 0.3978(3) 0.047(2) Uani 1 1 d . . . . .
H44A H 0.548077 0.314816 0.419664 0.071 Uiso 1 1 calc R U . . .
H44B H 0.369564 0.290702 0.397243 0.071 Uiso 1 1 calc R U . . .
H44C H 0.435014 0.387975 0.398688 0.071 Uiso 1 1 calc R U . . .


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 Cl1 2.692(2) . ?
Bi1 Cl2 2.687(2) . ?
Bi1 N1 2.223(7) . ?
Bi1 N2 2.218(7) . ?
N1 C2 1.359(10) . ?
N1 C5 1.406(11) . ?
N2 C16 1.427(11) . ?
N2 C19 1.344(10) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.478(12) . ?
C2 C3 1.399(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(13) . ?
C4 C5 1.434(12) . ?
C4 C22 1.507(12) . ?
C5 C6 1.403(12) . ?
C6 C7 1.513(11) . ?
C6 C16 1.384(11) . ?
C7 C8 1.402(12) . ?
C7 C12 1.410(13) . ?
C8 C9 1.378(12) . ?
C8 C15 1.529(13) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(13) . ?
C10 C11 1.400(14) . ?
C10 C14 1.530(12) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(13) . ?
C12 C13 1.507(14) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.461(12) . ?
C17 C18 1.373(13) . ?
C17 C21 1.514(13) . ?
C18 H18 0.9500 . ?
C18 C19 1.398(12) . ?
C19 C20 1.494(12) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
Bi2 Cl3 2.667(2) . ?
Bi2 Cl4 2.683(2) . ?
Bi2 N3 2.229(7) . ?
Bi2 N4 2.220(7) . ?
N3 C24 1.345(10) . ?
N3 C27 1.398(10) . ?
N4 C38 1.433(10) . ?
N4 C41 1.356(10) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 C24 1.497(11) . ?
C24 C25 1.398(12) . ?
C25 H25 0.9500 . ?
C25 C26 1.370(12) . ?
C26 C27 1.449(11) . ?
C26 C44 1.507(12) . ?
C27 C28 1.410(11) . ?
C28 C29 1.504(12) . ?
C28 C38 1.402(11) . ?
C29 C30 1.412(12) . ?
C29 C34 1.376(12) . ?
C30 C31 1.394(12) . ?
C30 C37 1.485(14) . ?
C31 H31 0.9500 . ?
C31 C32 1.384(15) . ?
C32 C33 1.393(14) . ?
C32 C36 1.522(13) . ?
C33 H33 0.9500 . ?
C33 C34 1.391(12) . ?
C34 C35 1.519(13) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.441(10) . ?
C39 C40 1.376(12) . ?
C39 C43 1.505(12) . ?
C40 H40 0.9500 . ?
C40 C41 1.397(11) . ?
C41 C42 1.471(11) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
Cl2 Bi1 Cl1 165.31(6) . . ?
N1 Bi1 Cl1 86.98(19) . . ?
N1 Bi1 Cl2 79.72(19) . . ?
N2 Bi1 Cl1 87.6(2) . . ?
N2 Bi1 Cl2 96.3(2) . . ?
N2 Bi1 N1 80.6(3) . . ?
C2 N1 Bi1 120.3(6) . . ?
C2 N1 C5 108.8(7) . . ?
C5 N1 Bi1 126.8(6) . . ?
C16 N2 Bi1 126.1(5) . . ?
C19 N2 Bi1 122.5(6) . . ?
C19 N2 C16 109.9(7) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 121.9(8) . . ?
N1 C2 C3 108.4(8) . . ?
C3 C2 C1 129.7(8) . . ?
C2 C3 H3 125.4 . . ?
C4 C3 C2 109.3(8) . . ?
C4 C3 H3 125.4 . . ?
C3 C4 C5 106.3(8) . . ?
C3 C4 C22 123.5(8) . . ?
C5 C4 C22 130.2(8) . . ?
N1 C5 C4 107.2(7) . . ?
C6 C5 N1 123.9(8) . . ?
C6 C5 C4 128.9(8) . . ?
C5 C6 C7 117.0(7) . . ?
C16 C6 C5 127.1(8) . . ?
C16 C6 C7 115.8(8) . . ?
C8 C7 C6 119.8(8) . . ?
C8 C7 C12 120.0(8) . . ?
C12 C7 C6 120.2(8) . . ?
C7 C8 C15 119.9(8) . . ?
C9 C8 C7 119.0(8) . . ?
C9 C8 C15 121.0(9) . . ?
C8 C9 H9 118.6 . . ?
C8 C9 C10 122.7(9) . . ?
C10 C9 H9 118.6 . . ?
C9 C10 C11 117.6(8) . . ?
C9 C10 C14 121.8(9) . . ?
C11 C10 C14 120.6(9) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 C10 122.0(9) . . ?
C12 C11 H11 119.0 . . ?
C7 C12 C13 120.2(9) . . ?
C11 C12 C7 118.6(9) . . ?
C11 C12 C13 121.3(9) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
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 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 C17 104.6(7) . . ?
C6 C16 N2 124.3(7) . . ?
C6 C16 C17 130.7(8) . . ?
C16 C17 C21 129.5(8) . . ?
C18 C17 C16 107.3(8) . . ?
C18 C17 C21 123.2(8) . . ?
C17 C18 H18 125.4 . . ?
C17 C18 C19 109.2(8) . . ?
C19 C18 H18 125.4 . . ?
N2 C19 C18 108.9(8) . . ?
N2 C19 C20 122.4(8) . . ?
C18 C19 C20 128.6(8) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C4 C22 H22A 109.5 . . ?
C4 C22 H22B 109.5 . . ?
C4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Cl3 Bi2 Cl4 165.56(6) . . ?
N3 Bi2 Cl3 88.96(19) . . ?
N3 Bi2 Cl4 95.29(19) . . ?
N4 Bi2 Cl3 86.23(19) . . ?
N4 Bi2 Cl4 80.85(19) . . ?
N4 Bi2 N3 80.9(3) . . ?
C24 N3 Bi2 122.4(6) . . ?
C24 N3 C27 109.3(7) . . ?
C27 N3 Bi2 126.7(5) . . ?
C38 N4 Bi2 126.2(5) . . ?
C41 N4 Bi2 121.3(5) . . ?
C41 N4 C38 108.8(7) . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C24 C23 H23C 109.5 . . ?
N3 C24 C23 122.8(8) . . ?
N3 C24 C25 109.0(7) . . ?
C25 C24 C23 128.1(8) . . ?
C24 C25 H25 125.6 . . ?
C26 C25 C24 108.8(8) . . ?
C26 C25 H25 125.6 . . ?
C25 C26 C27 106.7(8) . . ?
C25 C26 C44 123.6(8) . . ?
C27 C26 C44 129.7(8) . . ?
N3 C27 C26 106.2(7) . . ?
N3 C27 C28 124.4(8) . . ?
C28 C27 C26 128.9(8) . . ?
C27 C28 C29 116.8(7) . . ?
C38 C28 C27 126.8(8) . . ?
C38 C28 C29 116.4(7) . . ?
C30 C29 C28 119.1(8) . . ?
C34 C29 C28 119.0(8) . . ?
C34 C29 C30 121.9(8) . . ?
C29 C30 C37 121.5(8) . . ?
C31 C30 C29 117.1(9) . . ?
C31 C30 C37 121.4(9) . . ?
C30 C31 H31 118.6 . . ?
C32 C31 C30 122.7(9) . . ?
C32 C31 H31 118.6 . . ?
C31 C32 C33 117.7(9) . . ?
C31 C32 C36 122.2(10) . . ?
C33 C32 C36 120.2(10) . . ?
C32 C33 H33 118.9 . . ?
C34 C33 C32 122.1(9) . . ?
C34 C33 H33 118.9 . . ?
C29 C34 C33 118.5(9) . . ?
C29 C34 C35 121.7(8) . . ?
C33 C34 C35 119.8(8) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C32 C36 H36A 109.5 . . ?
C32 C36 H36B 109.5 . . ?
C32 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C30 C37 H37A 109.5 . . ?
C30 C37 H37B 109.5 . . ?
C30 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N4 C38 C39 106.1(7) . . ?
C28 C38 N4 123.8(7) . . ?
C28 C38 C39 130.0(8) . . ?
C38 C39 C43 130.0(8) . . ?
C40 C39 C38 106.6(7) . . ?
C40 C39 C43 123.3(8) . . ?
C39 C40 H40 124.9 . . ?
C39 C40 C41 110.1(7) . . ?
C41 C40 H40 124.9 . . ?
N4 C41 C40 108.3(7) . . ?
N4 C41 C42 122.6(7) . . ?
C40 C41 C42 129.0(7) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C39 C43 H43A 109.5 . . ?
C39 C43 H43B 109.5 . . ?
C39 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C26 C44 H44A 109.5 . . ?
C26 C44 H44B 109.5 . . ?
C26 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 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 N1 C2 C1 -20.8(10) . . . . ?
Bi1 N1 C2 C3 161.6(6) . . . . ?
Bi1 N1 C5 C4 -159.5(6) . . . . ?
Bi1 N1 C5 C6 23.5(11) . . . . ?
Bi1 N2 C16 C6 -24.1(11) . . . . ?
Bi1 N2 C16 C17 162.4(6) . . . . ?
Bi1 N2 C19 C18 -164.0(6) . . . . ?
Bi1 N2 C19 C20 16.1(12) . . . . ?
N1 C2 C3 C4 -2.1(10) . . . . ?
N1 C5 C6 C7 177.7(7) . . . . ?
N1 C5 C6 C16 1.7(14) . . . . ?
N2 C16 C17 C18 3.2(10) . . . . ?
N2 C16 C17 C21 -174.7(9) . . . . ?
C1 C2 C3 C4 -179.4(8) . . . . ?
C2 N1 C5 C4 -2.5(9) . . . . ?
C2 N1 C5 C6 -179.5(8) . . . . ?
C2 C3 C4 C5 0.5(10) . . . . ?
C2 C3 C4 C22 -179.7(8) . . . . ?
C3 C4 C5 N1 1.2(9) . . . . ?
C3 C4 C5 C6 178.0(9) . . . . ?
C4 C5 C6 C7 1.5(13) . . . . ?
C4 C5 C6 C16 -174.6(9) . . . . ?
C5 N1 C2 C1 -179.6(7) . . . . ?
C5 N1 C2 C3 2.9(9) . . . . ?
C5 C6 C7 C8 92.5(10) . . . . ?
C5 C6 C7 C12 -89.4(10) . . . . ?
C5 C6 C16 N2 -1.3(14) . . . . ?
C5 C6 C16 C17 170.5(9) . . . . ?
C6 C7 C8 C9 179.9(8) . . . . ?
C6 C7 C8 C15 0.1(12) . . . . ?
C6 C7 C12 C11 -179.5(8) . . . . ?
C6 C7 C12 C13 0.3(13) . . . . ?
C6 C16 C17 C18 -169.7(9) . . . . ?
C6 C16 C17 C21 12.3(16) . . . . ?
C7 C6 C16 N2 -177.4(7) . . . . ?
C7 C6 C16 C17 -5.6(13) . . . . ?
C7 C8 C9 C10 -2.2(14) . . . . ?
C8 C7 C12 C11 -1.4(13) . . . . ?
C8 C7 C12 C13 178.3(8) . . . . ?
C8 C9 C10 C11 2.0(14) . . . . ?
C8 C9 C10 C14 -179.5(9) . . . . ?
C9 C10 C11 C12 -1.5(14) . . . . ?
C10 C11 C12 C7 1.3(14) . . . . ?
C10 C11 C12 C13 -178.5(9) . . . . ?
C12 C7 C8 C9 1.9(13) . . . . ?
C12 C7 C8 C15 -177.9(8) . . . . ?
C14 C10 C11 C12 179.9(9) . . . . ?
C15 C8 C9 C10 177.6(9) . . . . ?
C16 N2 C19 C18 2.5(10) . . . . ?
C16 N2 C19 C20 -177.4(8) . . . . ?
C16 C6 C7 C8 -91.0(10) . . . . ?
C16 C6 C7 C12 87.1(10) . . . . ?
C16 C17 C18 C19 -1.9(11) . . . . ?
C17 C18 C19 N2 -0.3(11) . . . . ?
C17 C18 C19 C20 179.6(9) . . . . ?
C19 N2 C16 C6 170.1(8) . . . . ?
C19 N2 C16 C17 -3.5(9) . . . . ?
C21 C17 C18 C19 176.2(8) . . . . ?
C22 C4 C5 N1 -178.5(9) . . . . ?
C22 C4 C5 C6 -1.8(16) . . . . ?
Bi2 N3 C24 C23 -15.7(11) . . . . ?
Bi2 N3 C24 C25 166.3(6) . . . . ?
Bi2 N3 C27 C26 -164.8(6) . . . . ?
Bi2 N3 C27 C28 22.6(11) . . . . ?
Bi2 N4 C38 C28 -23.0(11) . . . . ?
Bi2 N4 C38 C39 158.2(6) . . . . ?
Bi2 N4 C41 C40 -159.6(6) . . . . ?
Bi2 N4 C41 C42 22.3(11) . . . . ?
N3 C24 C25 C26 -0.7(10) . . . . ?
N3 C27 C28 C29 -179.4(7) . . . . ?
N3 C27 C28 C38 3.5(14) . . . . ?
N4 C38 C39 C40 0.3(9) . . . . ?
N4 C38 C39 C43 175.9(8) . . . . ?
C23 C24 C25 C26 -178.6(8) . . . . ?
C24 N3 C27 C26 0.9(9) . . . . ?
C24 N3 C27 C28 -171.7(8) . . . . ?
C24 C25 C26 C27 1.2(10) . . . . ?
C24 C25 C26 C44 -178.3(8) . . . . ?
C25 C26 C27 N3 -1.3(10) . . . . ?
C25 C26 C27 C28 170.8(9) . . . . ?
C26 C27 C28 C29 9.7(13) . . . . ?
C26 C27 C28 C38 -167.4(9) . . . . ?
C27 N3 C24 C23 177.9(8) . . . . ?
C27 N3 C24 C25 -0.1(10) . . . . ?
C27 C28 C29 C30 -92.9(10) . . . . ?
C27 C28 C29 C34 88.8(10) . . . . ?
C27 C28 C38 N4 -3.3(14) . . . . ?
C27 C28 C38 C39 175.2(8) . . . . ?
C28 C29 C30 C31 -177.6(8) . . . . ?
C28 C29 C30 C37 4.4(13) . . . . ?
C28 C29 C34 C33 176.3(8) . . . . ?
C28 C29 C34 C35 -4.3(12) . . . . ?
C28 C38 C39 C40 -178.4(9) . . . . ?
C28 C38 C39 C43 -2.8(15) . . . . ?
C29 C28 C38 N4 179.7(7) . . . . ?
C29 C28 C38 C39 -1.9(13) . . . . ?
C29 C30 C31 C32 1.7(13) . . . . ?
C30 C29 C34 C33 -1.9(13) . . . . ?
C30 C29 C34 C35 177.5(8) . . . . ?
C30 C31 C32 C33 -2.6(14) . . . . ?
C30 C31 C32 C36 178.0(9) . . . . ?
C31 C32 C33 C34 1.2(14) . . . . ?
C32 C33 C34 C29 0.9(14) . . . . ?
C32 C33 C34 C35 -178.5(9) . . . . ?
C34 C29 C30 C31 0.6(13) . . . . ?
C34 C29 C30 C37 -177.4(8) . . . . ?
C36 C32 C33 C34 -179.4(9) . . . . ?
C37 C30 C31 C32 179.7(9) . . . . ?
C38 N4 C41 C40 0.2(9) . . . . ?
C38 N4 C41 C42 -177.9(7) . . . . ?
C38 C28 C29 C30 84.4(10) . . . . ?
C38 C28 C29 C34 -93.8(10) . . . . ?
C38 C39 C40 C41 -0.2(10) . . . . ?
C39 C40 C41 N4 0.0(10) . . . . ?
C39 C40 C41 C42 178.0(8) . . . . ?
C41 N4 C38 C28 178.5(8) . . . . ?
C41 N4 C38 C39 -0.3(9) . . . . ?
C43 C39 C40 C41 -176.1(8) . . . . ?
C44 C26 C27 N3 178.2(9) . . . . ?
C44 C26 C27 C28 -9.6(16) . . . . ?

####################################################################### 
# 
# 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_mo_1555_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241590'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-01-20

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_audit_creation_method           
;
FinalCif V96 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_diffrn_source_power             0.07
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C13 H15 Cl2 N2 Sb'
_chemical_formula_moiety         'C13 H15 Cl2 N2 Sb'
_chemical_formula_weight         391.92
_exptl_crystal_colour_primary    red
_chemical_melting_point          ?
_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, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C11-H11A \\sim C11-H11E
 with sigma of 0.02
 C11-H11C \\sim C11-H11D
 with sigma of 0.02
 C11-H11B \\sim C11-H11E
 with sigma of 0.02
3. Others
 Sof(H11D)=Sof(H11E)=Sof(H11F)=1-FVAR(1)
 Sof(H11A)=Sof(H11B)=Sof(H11C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9)
4.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C11(H11D,H11E,H11F), C12(H12A,H12B,
 H12C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7292(5)
_cell_length_b                   9.9358(6)
_cell_length_c                   13.9550(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.646(2)
_cell_angle_gamma                90
_cell_volume                     1487.03(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9706
_cell_measurement_theta_min      2.518
_cell_measurement_theta_max      35.333
_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.111
_exptl_absorpt_coefficient_mu    2.199
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8028
_exptl_absorpt_correction_T_max  0.8773
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0639 before and 0.0382 after correction.
The Ratio of minimum to maximum transmission is 0.9151.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Ag'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            67080
_diffrn_reflns_av_unetI/netI     0.0101
_diffrn_reflns_av_R_equivalents  0.0193
_diffrn_reflns_theta_min         1.899
_diffrn_reflns_theta_max         35.597
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6547
_reflns_number_gt                6127
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       
'Bruker BIS V6.2.15/2021-03-15 && APEX4 2021.4-0'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0160P)²+0.6199P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6547
_refine_ls_number_parameters     168
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0176
_refine_ls_R_factor_gt           0.0151
_refine_ls_wR_factor_ref         0.0379
_refine_ls_wR_factor_gt          0.0368
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Sb1 Sb 0.86042(2) 0.51996(2) 0.62218(2) 0.01415(2) Uani 1 1 d . . . . .
Cl1 Cl 0.81742(2) 0.57282(3) 0.44262(2) 0.02165(4) Uani 1 1 d . . . . .
Cl2 Cl 0.86426(3) 0.46924(3) 0.79990(2) 0.02454(5) Uani 1 1 d . . . . .
N1 N 0.70281(7) 0.63519(8) 0.64679(6) 0.01429(12) Uani 1 1 d . . . . .
N2 N 0.74324(7) 0.35470(8) 0.59987(6) 0.01451(13) Uani 1 1 d . . . . .
C1 C 0.82610(10) 0.84178(11) 0.68333(8) 0.02276(18) Uani 1 1 d . . . . .
H1A H 0.878569 0.795463 0.731585 0.034 Uiso 1 1 calc R U . . .
H1B H 0.809263 0.933674 0.704944 0.034 Uiso 1 1 calc R U . . .
H1C H 0.869374 0.844909 0.622470 0.034 Uiso 1 1 calc R U . . .
C2 C 0.70608(9) 0.76769(9) 0.66961(6) 0.01584(15) Uani 1 1 d . . . . .
C3 C 0.58371(9) 0.81546(9) 0.67764(6) 0.01653(15) Uani 1 1 d . . . . .
H3 H 0.560400 0.905063 0.692724 0.020 Uiso 1 1 calc R U . . .
C4 C 0.50251(8) 0.70861(9) 0.65965(6) 0.01500(14) Uani 1 1 d . . . . .
C5 C 0.57793(8) 0.59480(9) 0.63999(6) 0.01365(13) Uani 1 1 d . . . . .
C6 C 0.53877(8) 0.46421(9) 0.61989(6) 0.01395(14) Uani 1 1 d . . . . .
H6 H 0.451213 0.449723 0.617529 0.017 Uiso 1 1 calc R U . . .
C7 C 0.61244(8) 0.35267(9) 0.60288(6) 0.01358(14) Uani 1 1 d . . . . .
C8 C 0.57205(8) 0.21828(9) 0.58364(6) 0.01467(14) Uani 1 1 d . . . . .
C9 C 0.67873(9) 0.14329(9) 0.56795(7) 0.01703(15) Uani 1 1 d . . . . .
H9 H 0.681221 0.049979 0.553259 0.020 Uiso 1 1 calc R U . . .
C10 C 0.78244(8) 0.22923(9) 0.57754(7) 0.01668(15) Uani 1 1 d . . . . .
C11 C 0.91569(9) 0.19508(11) 0.56327(9) 0.0263(2) Uani 1 1 d D . . . .
H11A H 0.965329 0.277865 0.562987 0.039 Uiso 0.526(19) 1 calc DR U P A 1
H11B H 0.923669 0.148319 0.501912 0.039 Uiso 0.526(19) 1 calc DR U P A 1
H11C H 0.945818 0.136550 0.615499 0.039 Uiso 0.526(19) 1 calc DR U P A 1
H11D H 0.923877 0.097800 0.553684 0.039 Uiso 0.474(19) 1 calc DR U P A 2
H11E H 0.965558 0.222301 0.619929 0.039 Uiso 0.474(19) 1 calc DR U P A 2
H11F H 0.945380 0.242633 0.506785 0.039 Uiso 0.474(19) 1 calc R U P A 2
C12 C 0.44042(9) 0.16931(10) 0.58276(7) 0.01835(16) Uani 1 1 d . . . . .
H12A H 0.408238 0.174542 0.647673 0.028 Uiso 1 1 calc R U . . .
H12B H 0.437494 0.075755 0.560578 0.028 Uiso 1 1 calc R U . . .
H12C H 0.389153 0.225511 0.539460 0.028 Uiso 1 1 calc R U . . .
C13 C 0.36369(9) 0.70908(11) 0.66322(7) 0.02016(17) Uani 1 1 d . . . . .
H13A H 0.328681 0.657891 0.608783 0.030 Uiso 1 1 calc R U . . .
H13B H 0.333234 0.802002 0.659981 0.030 Uiso 1 1 calc R U . . .
H13C H 0.337956 0.667650 0.723233 0.030 Uiso 1 1 calc R U . . .


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
Sb1 Cl1 2.5887(3) . ?
Sb1 Cl2 2.5298(3) . ?
Sb1 N1 2.0788(8) . ?
Sb1 N2 2.0860(8) . ?
N1 C2 1.3547(12) . ?
N1 C5 1.3994(11) . ?
N2 C7 1.4054(11) . ?
N2 C10 1.3548(12) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.4909(13) . ?
C2 C3 1.4036(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.3916(13) . ?
C4 C5 1.4218(12) . ?
C4 C13 1.4917(13) . ?
C5 C6 1.3899(12) . ?
C6 H6 0.9500 . ?
C6 C7 1.3857(12) . ?
C7 C8 1.4269(12) . ?
C8 C9 1.3885(13) . ?
C8 C12 1.4935(13) . ?
C9 H9 0.9500 . ?
C9 C10 1.4059(13) . ?
C10 C11 1.4884(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 H11D 0.9800 . ?
C11 H11E 0.9800 . ?
C11 H11F 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
Cl2 Sb1 Cl1 170.663(9) . . ?
N1 Sb1 Cl1 85.70(2) . . ?
N1 Sb1 Cl2 86.46(2) . . ?
N1 Sb1 N2 88.20(3) . . ?
N2 Sb1 Cl1 85.72(2) . . ?
N2 Sb1 Cl2 88.99(2) . . ?
C2 N1 Sb1 123.94(6) . . ?
C2 N1 C5 108.23(7) . . ?
C5 N1 Sb1 127.79(6) . . ?
C7 N2 Sb1 127.22(6) . . ?
C10 N2 Sb1 124.67(6) . . ?
C10 N2 C7 108.09(7) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 121.77(8) . . ?
N1 C2 C3 109.24(8) . . ?
C3 C2 C1 129.00(9) . . ?
C2 C3 H3 126.0 . . ?
C4 C3 C2 108.05(8) . . ?
C4 C3 H3 126.0 . . ?
C3 C4 C5 106.54(8) . . ?
C3 C4 C13 127.75(9) . . ?
C5 C4 C13 125.68(9) . . ?
N1 C5 C4 107.94(8) . . ?
C6 C5 N1 124.38(8) . . ?
C6 C5 C4 127.66(8) . . ?
C5 C6 H6 116.2 . . ?
C7 C6 C5 127.63(8) . . ?
C7 C6 H6 116.2 . . ?
N2 C7 C8 107.81(8) . . ?
C6 C7 N2 124.66(8) . . ?
C6 C7 C8 127.51(8) . . ?
C7 C8 C12 126.05(8) . . ?
C9 C8 C7 106.53(8) . . ?
C9 C8 C12 127.41(8) . . ?
C8 C9 H9 125.9 . . ?
C8 C9 C10 108.22(8) . . ?
C10 C9 H9 125.9 . . ?
N2 C10 C9 109.31(8) . . ?
N2 C10 C11 123.11(8) . . ?
C9 C10 C11 127.54(9) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
C10 C11 H11D 109.5 . . ?
C10 C11 H11E 109.5 . . ?
C10 C11 H11F 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
H11D C11 H11E 109.5 . . ?
H11D C11 H11F 109.5 . . ?
H11E C11 H11F 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
Sb1 N1 C2 C1 -2.73(13) . . . . ?
Sb1 N1 C2 C3 177.74(6) . . . . ?
Sb1 N1 C5 C4 -177.82(6) . . . . ?
Sb1 N1 C5 C6 3.74(13) . . . . ?
Sb1 N2 C7 C6 1.33(13) . . . . ?
Sb1 N2 C7 C8 -179.83(6) . . . . ?
Sb1 N2 C10 C9 179.87(6) . . . . ?
Sb1 N2 C10 C11 -1.89(14) . . . . ?
N1 C2 C3 C4 0.31(10) . . . . ?
N1 C5 C6 C7 -0.27(15) . . . . ?
N2 C7 C8 C9 -0.98(10) . . . . ?
N2 C7 C8 C12 177.95(8) . . . . ?
C1 C2 C3 C4 -179.17(10) . . . . ?
C2 N1 C5 C4 0.03(10) . . . . ?
C2 N1 C5 C6 -178.41(8) . . . . ?
C2 C3 C4 C5 -0.29(10) . . . . ?
C2 C3 C4 C13 177.69(9) . . . . ?
C3 C4 C5 N1 0.16(10) . . . . ?
C3 C4 C5 C6 178.54(9) . . . . ?
C4 C5 C6 C7 -178.40(9) . . . . ?
C5 N1 C2 C1 179.32(9) . . . . ?
C5 N1 C2 C3 -0.21(10) . . . . ?
C5 C6 C7 N2 -2.39(15) . . . . ?
C5 C6 C7 C8 179.00(9) . . . . ?
C6 C7 C8 C9 177.82(9) . . . . ?
C6 C7 C8 C12 -3.24(15) . . . . ?
C7 N2 C10 C9 -1.38(11) . . . . ?
C7 N2 C10 C11 176.86(9) . . . . ?
C7 C8 C9 C10 0.16(10) . . . . ?
C8 C9 C10 N2 0.76(11) . . . . ?
C8 C9 C10 C11 -177.37(10) . . . . ?
C10 N2 C7 C6 -177.38(9) . . . . ?
C10 N2 C7 C8 1.46(10) . . . . ?
C12 C8 C9 C10 -178.76(9) . . . . ?
C13 C4 C5 N1 -177.87(8) . . . . ?
C13 C4 C5 C6 0.51(15) . . . . ?

####################################################################### 
# 
# 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_mo_1768_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241586'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-09-12

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.05
_audit_creation_method           
;FinalCif V110 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C19 H19 Bi Cl2 N2'
_chemical_formula_moiety         'C19 H19 Bi Cl2 N2'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_chemical_formula_weight         555.24
_chemical_melting_point          ?
_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:
 C3(H3), C9(H9), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,H19C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   22.9835(6)
_cell_length_b                   22.9835(6)
_cell_length_c                   14.1686(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7484.4(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9782
_cell_measurement_theta_min      2.449
_cell_measurement_theta_max      31.456
_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.971
_exptl_crystal_F_000             4224
_exptl_crystal_size_max          0.289
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.056
_exptl_absorpt_coefficient_mu    9.711
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.3150
_exptl_absorpt_correction_T_max  0.6495
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1279 before and 0.0477 after correction.
The Ratio of minimum to maximum transmission is 0.4850.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.166
_shelx_estimated_absorpt_T_max   0.612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.0
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            112176
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_theta_min         2.448
_diffrn_reflns_theta_max         31.509
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6239
_reflns_number_gt                5682
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0197P)²+21.7058P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6239
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0221
_refine_ls_R_factor_gt           0.0187
_refine_ls_wR_factor_ref         0.0452
_refine_ls_wR_factor_gt          0.0438
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.637
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'

_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_
_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 0.55543(2) 0.65885(2) 0.23512(2) 0.02047(3) Uani 1 1 d . . . . .
Cl1 Cl 0.43803(3) 0.69717(2) 0.22794(4) 0.02649(10) Uani 1 1 d . . . . .
Cl2 Cl 0.65850(3) 0.62110(4) 0.26983(5) 0.04188(16) Uani 1 1 d . . . . .
N1 N 0.52795(8) 0.63641(8) 0.38068(12) 0.0204(3) Uani 1 1 d . . . . .
N2 N 0.52677(8) 0.56839(8) 0.21263(13) 0.0222(3) Uani 1 1 d . . . . .
C1 C 0.58730(10) 0.71717(10) 0.44708(17) 0.0272(4) Uani 1 1 d . . . . .
H1A H 0.624588 0.697814 0.435238 0.041 Uiso 1 1 calc R U . . .
H1B H 0.589387 0.738625 0.506754 0.041 Uiso 1 1 calc R U . . .
H1C H 0.578891 0.744280 0.395472 0.041 Uiso 1 1 calc R U . . .
C2 C 0.54018(9) 0.67269(9) 0.45283(16) 0.0217(4) Uani 1 1 d . . . . .
C3 C 0.50290(10) 0.66024(10) 0.52833(15) 0.0233(4) Uani 1 1 d . . . . .
H3 H 0.503223 0.678966 0.588100 0.028 Uiso 1 1 calc R U . . .
C4 C 0.46536(9) 0.61592(9) 0.50118(14) 0.0205(4) Uani 1 1 d . . . . .
C5 C 0.48107(9) 0.60068(9) 0.40671(14) 0.0189(3) Uani 1 1 d . . . . .
C6 C 0.45828(9) 0.55686(9) 0.34696(15) 0.0195(4) Uani 1 1 d . . . . .
C7 C 0.47997(9) 0.54050(9) 0.25877(15) 0.0210(4) Uani 1 1 d . . . . .
C8 C 0.46640(10) 0.48944(9) 0.20400(16) 0.0234(4) Uani 1 1 d . . . . .
C9 C 0.50567(10) 0.48762(10) 0.13025(16) 0.0257(4) Uani 1 1 d . . . . .
H9 H 0.507554 0.458330 0.083031 0.031 Uiso 1 1 calc R U . . .
C10 C 0.54232(10) 0.53629(10) 0.13679(16) 0.0247(4) Uani 1 1 d . . . . .
C11 C 0.59328(12) 0.54974(11) 0.07527(18) 0.0322(5) Uani 1 1 d . . . . .
H11A H 0.598064 0.592007 0.070532 0.048 Uiso 1 1 calc R U . . .
H11B H 0.586769 0.533449 0.012230 0.048 Uiso 1 1 calc R U . . .
H11C H 0.628477 0.532585 0.102663 0.048 Uiso 1 1 calc R U . . .
C12 C 0.42192(11) 0.44294(11) 0.22050(19) 0.0300(5) Uani 1 1 d . . . . .
H12A H 0.429829 0.423595 0.280790 0.045 Uiso 1 1 calc R U . . .
H12B H 0.423766 0.414353 0.169273 0.045 Uiso 1 1 calc R U . . .
H12C H 0.383052 0.460443 0.222247 0.045 Uiso 1 1 calc R U . . .
C13 C 0.40612(9) 0.52486(9) 0.38174(15) 0.0200(4) Uani 1 1 d . . . . .
C14 C 0.41088(10) 0.47909(10) 0.44603(16) 0.0256(4) Uani 1 1 d . . . . .
H14 H 0.448081 0.467483 0.468366 0.031 Uiso 1 1 calc R U . . .
C15 C 0.36114(12) 0.45042(11) 0.47745(19) 0.0330(5) Uani 1 1 d . . . . .
H15 H 0.364410 0.419428 0.521500 0.040 Uiso 1 1 calc R U . . .
C16 C 0.30681(12) 0.46709(12) 0.4445(2) 0.0365(6) Uani 1 1 d . . . . .
H16 H 0.272976 0.447123 0.465296 0.044 Uiso 1 1 calc R U . . .
C17 C 0.30178(11) 0.51259(12) 0.38151(19) 0.0332(5) Uani 1 1 d . . . . .
H17 H 0.264431 0.524337 0.360029 0.040 Uiso 1 1 calc R U . . .
C18 C 0.35125(10) 0.54134(10) 0.34934(16) 0.0253(4) Uani 1 1 d . . . . .
H18 H 0.347630 0.572254 0.305230 0.030 Uiso 1 1 calc R U . . .
C19 C 0.42078(10) 0.59079(10) 0.56740(16) 0.0252(4) Uani 1 1 d . . . . .
H19A H 0.384677 0.583112 0.532755 0.038 Uiso 1 1 calc R U . . .
H19B H 0.413062 0.618530 0.618409 0.038 Uiso 1 1 calc R U . . .
H19C H 0.435551 0.554350 0.594160 0.038 Uiso 1 1 calc R U . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Bi1 4.90388(19) 6_564 ?
Bi1 Bi1 4.66489(15) 15_565 ?
Bi1 Cl1 2.8401(6) . ?
Bi1 Cl2 2.5703(7) . ?
Bi1 N1 2.2178(18) . ?
Bi1 N2 2.2042(18) . ?
N1 C2 1.349(3) . ?
N1 C5 1.404(3) . ?
N2 C7 1.412(3) . ?
N2 C10 1.352(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.491(3) . ?
C2 C3 1.400(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.389(3) . ?
C4 C5 1.430(3) . ?
C4 C19 1.504(3) . ?
C5 C6 1.416(3) . ?
C6 C7 1.397(3) . ?
C6 C13 1.490(3) . ?
C7 C8 1.441(3) . ?
C8 C9 1.381(3) . ?
C8 C12 1.497(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.403(3) . ?
C10 C11 1.492(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.396(3) . ?
C13 C18 1.394(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(3) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
Bi1 Bi1 Bi1 58.290(1) 15_565 6_564 ?
Cl1 Bi1 Bi1 40.661(11) . 6_564 ?
Cl1 Bi1 Bi1 40.126(11) . 15_565 ?
Cl2 Bi1 Bi1 140.112(18) . 6_564 ?
Cl2 Bi1 Bi1 148.541(17) . 15_565 ?
Cl2 Bi1 Cl1 170.80(2) . . ?
N1 Bi1 Bi1 117.21(5) . 15_565 ?
N1 Bi1 Bi1 92.91(5) . 6_564 ?
N1 Bi1 Cl1 80.49(5) . . ?
N1 Bi1 Cl2 90.35(5) . . ?
N2 Bi1 Bi1 81.57(5) . 15_565 ?
N2 Bi1 Bi1 130.59(5) . 6_564 ?
N2 Bi1 Cl1 90.19(5) . . ?
N2 Bi1 Cl2 89.13(5) . . ?
N2 Bi1 N1 80.21(7) . . ?
C2 N1 Bi1 120.11(14) . . ?
C2 N1 C5 108.81(17) . . ?
C5 N1 Bi1 126.79(13) . . ?
C7 N2 Bi1 126.07(14) . . ?
C10 N2 Bi1 123.42(15) . . ?
C10 N2 C7 108.76(18) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 122.2(2) . . ?
N1 C2 C3 108.98(19) . . ?
C3 C2 C1 128.8(2) . . ?
C2 C3 H3 125.7 . . ?
C4 C3 C2 108.57(19) . . ?
C4 C3 H3 125.7 . . ?
C3 C4 C5 106.36(19) . . ?
C3 C4 C19 122.13(19) . . ?
C5 C4 C19 131.4(2) . . ?
N1 C5 C4 107.25(18) . . ?
N1 C5 C6 122.88(18) . . ?
C6 C5 C4 129.81(19) . . ?
C5 C6 C13 116.81(18) . . ?
C7 C6 C5 126.46(19) . . ?
C7 C6 C13 116.74(19) . . ?
N2 C7 C8 106.57(18) . . ?
C6 C7 N2 124.30(19) . . ?
C6 C7 C8 128.6(2) . . ?
C7 C8 C12 130.2(2) . . ?
C9 C8 C7 106.90(19) . . ?
C9 C8 C12 122.9(2) . . ?
C8 C9 H9 125.7 . . ?
C8 C9 C10 108.54(19) . . ?
C10 C9 H9 125.7 . . ?
N2 C10 C9 109.2(2) . . ?
N2 C10 C11 124.0(2) . . ?
C9 C10 C11 126.7(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C6 121.65(19) . . ?
C18 C13 C6 118.99(19) . . ?
C18 C13 C14 119.4(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(2) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.9 . . ?
C17 C18 C13 120.1(2) . . ?
C17 C18 H18 119.9 . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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 N1 C2 C1 -20.6(3) . . . . ?
Bi1 N1 C2 C3 160.10(14) . . . . ?
Bi1 N1 C5 C4 -157.75(14) . . . . ?
Bi1 N1 C5 C6 24.9(3) . . . . ?
Bi1 N2 C7 C6 -24.3(3) . . . . ?
Bi1 N2 C7 C8 163.49(15) . . . . ?
Bi1 N2 C10 C9 -164.55(15) . . . . ?
Bi1 N2 C10 C11 19.3(3) . . . . ?
N1 C2 C3 C4 -1.6(3) . . . . ?
N1 C5 C6 C7 3.9(3) . . . . ?
N1 C5 C6 C13 -176.31(18) . . . . ?
N2 C7 C8 C9 1.7(2) . . . . ?
N2 C7 C8 C12 178.3(2) . . . . ?
C1 C2 C3 C4 179.1(2) . . . . ?
C2 N1 C5 C4 -1.4(2) . . . . ?
C2 N1 C5 C6 -178.72(19) . . . . ?
C2 C3 C4 C5 0.8(2) . . . . ?
C2 C3 C4 C19 178.0(2) . . . . ?
C3 C4 C5 N1 0.3(2) . . . . ?
C3 C4 C5 C6 177.5(2) . . . . ?
C4 C5 C6 C7 -172.8(2) . . . . ?
C4 C5 C6 C13 7.0(3) . . . . ?
C5 N1 C2 C1 -178.9(2) . . . . ?
C5 N1 C2 C3 1.8(2) . . . . ?
C5 C6 C7 N2 -4.2(3) . . . . ?
C5 C6 C7 C8 166.2(2) . . . . ?
C5 C6 C13 C14 -80.9(3) . . . . ?
C5 C6 C13 C18 98.8(2) . . . . ?
C6 C7 C8 C9 -170.1(2) . . . . ?
C6 C7 C8 C12 6.6(4) . . . . ?
C6 C13 C14 C15 179.6(2) . . . . ?
C6 C13 C18 C17 -179.3(2) . . . . ?
C7 N2 C10 C9 1.2(3) . . . . ?
C7 N2 C10 C11 -175.0(2) . . . . ?
C7 C6 C13 C14 98.8(2) . . . . ?
C7 C6 C13 C18 -81.4(3) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C8 C9 C10 N2 -0.1(3) . . . . ?
C8 C9 C10 C11 175.9(2) . . . . ?
C10 N2 C7 C6 170.4(2) . . . . ?
C10 N2 C7 C8 -1.8(2) . . . . ?
C12 C8 C9 C10 -177.9(2) . . . . ?
C13 C6 C7 N2 176.05(19) . . . . ?
C13 C6 C7 C8 -13.6(3) . . . . ?
C13 C14 C15 C16 0.4(4) . . . . ?
C14 C13 C18 C17 0.5(3) . . . . ?
C14 C15 C16 C17 -0.9(4) . . . . ?
C15 C16 C17 C18 1.2(4) . . . . ?
C16 C17 C18 C13 -1.0(4) . . . . ?
C18 C13 C14 C15 -0.2(3) . . . . ?
C19 C4 C5 N1 -176.6(2) . . . . ?
C19 C4 C5 C6 0.6(4) . . . . ?

####################################################################### 
# 
# 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_mo_1569_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241584'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-01-31

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.05
_audit_creation_method           
;
FinalCif V97 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C22 H25 Cl2 N2 Sb'
_chemical_formula_moiety         'C22 H25 Cl2 N2 Sb'
_exptl_crystal_colour_primary    orange
_chemical_formula_weight         510.09
_chemical_melting_point          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(1)
 Sof(H13A)=Sof(H13B)=Sof(H13C)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C11(H11), C18(H18)
3.b Disordered Me refined as rotating group:
 C13(H13A,H13B,H13C,H13D,H13E,H13F)
3.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7567(9)
_cell_length_b                   11.3335(15)
_cell_length_c                   13.6924(17)
_cell_angle_alpha                65.998(3)
_cell_angle_beta                 80.920(3)
_cell_angle_gamma                76.814(3)
_cell_volume                     1067.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.703
_cell_measurement_theta_max      29.637
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.078
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.048
_exptl_absorpt_coefficient_mu    1.552
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8816
_exptl_absorpt_correction_T_max  0.9682
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0693 before and 0.0463 after correction.
The Ratio of minimum to maximum transmission is 0.9106.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.889
_shelx_estimated_absorpt_T_max   0.929
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.0
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            65221
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_theta_min         2.037
_diffrn_reflns_theta_max         29.654
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6011
_reflns_number_gt                5695
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0182P)²+0.7504P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6011
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0196
_refine_ls_R_factor_gt           0.0178
_refine_ls_wR_factor_ref         0.0455
_refine_ls_wR_factor_gt          0.0446
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Sb1 Sb 0.37092(2) 0.46361(2) 0.37998(2) 0.01649(3) Uani 1 1 d . . . . .
Cl1 Cl 0.56241(5) 0.26537(4) 0.51461(3) 0.02435(7) Uani 1 1 d . . . . .
Cl2 Cl 0.19344(5) 0.63888(4) 0.22872(3) 0.02963(8) Uani 1 1 d . . . . .
N1 N 0.57752(15) 0.44970(11) 0.26876(9) 0.0153(2) Uani 1 1 d . . . . .
N2 N 0.27658(15) 0.32524(11) 0.35155(9) 0.0163(2) Uani 1 1 d . . . . .
C1 C 0.6918(2) 0.63295(15) 0.27802(13) 0.0241(3) Uani 1 1 d . . . . .
H1A H 0.600968 0.705787 0.238753 0.036 Uiso 1 1 calc R U . . .
H1B H 0.806202 0.662249 0.262801 0.036 Uiso 1 1 calc R U . . .
H1C H 0.658182 0.603958 0.355117 0.036 Uiso 1 1 calc R U . . .
C2 C 0.70728(19) 0.52168(13) 0.24364(11) 0.0168(2) Uani 1 1 d . . . . .
C3 C 0.84451(18) 0.47641(14) 0.18132(11) 0.0176(3) Uani 1 1 d . . . . .
H3 H 0.950894 0.510513 0.153289 0.021 Uiso 1 1 calc R U . . .
C4 C 0.79924(17) 0.37309(13) 0.16722(11) 0.0158(2) Uani 1 1 d . . . . .
C5 C 0.62946(17) 0.35382(13) 0.22400(10) 0.0144(2) Uani 1 1 d . . . . .
C6 C 0.52722(17) 0.25967(13) 0.23742(10) 0.0141(2) Uani 1 1 d . . . . .
C7 C 0.60429(18) 0.16362(13) 0.18587(11) 0.0154(2) Uani 1 1 d . . . . .
C8 C 0.70763(18) 0.04327(13) 0.24503(11) 0.0166(2) Uani 1 1 d . . . . .
C9 C 0.78425(19) -0.04266(13) 0.19401(12) 0.0189(3) Uani 1 1 d . . . . .
H9 H 0.857505 -0.123301 0.232630 0.023 Uiso 1 1 calc R U . . .
C10 C 0.75614(19) -0.01329(14) 0.08792(12) 0.0193(3) Uani 1 1 d . . . . .
C11 C 0.64997(19) 0.10606(14) 0.03181(11) 0.0189(3) Uani 1 1 d . . . . .
H11 H 0.628460 0.126510 -0.040220 0.023 Uiso 1 1 calc R U . . .
C12 C 0.57489(18) 0.19579(13) 0.07879(11) 0.0168(2) Uani 1 1 d . . . . .
C13 C 0.4655(2) 0.32543(14) 0.01448(12) 0.0214(3) Uani 1 1 d . . . . .
H13A H 0.344594 0.332547 0.048433 0.026 Uiso 0.58(2) 1 calc R U P . .
H13B H 0.461598 0.330836 -0.058434 0.026 Uiso 0.58(2) 1 calc R U P . .
H13C H 0.519105 0.397257 0.011611 0.026 Uiso 0.58(2) 1 calc R U P . .
H13D H 0.538937 0.374547 -0.047360 0.026 Uiso 0.42(2) 1 calc R U P . .
H13E H 0.421933 0.376257 0.059507 0.026 Uiso 0.42(2) 1 calc R U P . .
H13F H 0.364426 0.309836 -0.010538 0.026 Uiso 0.42(2) 1 calc R U P . .
C14 C 0.8391(2) -0.10674(16) 0.03365(13) 0.0251(3) Uani 1 1 d . . . . .
H14A H 0.752132 -0.158228 0.035324 0.038 Uiso 1 1 calc R U . . .
H14B H 0.942347 -0.165995 0.071240 0.038 Uiso 1 1 calc R U . . .
H14C H 0.876964 -0.056826 -0.040946 0.038 Uiso 1 1 calc R U . . .
C15 C 0.7338(2) 0.00394(14) 0.36181(11) 0.0205(3) Uani 1 1 d . . . . .
H15A H 0.723801 0.082894 0.376716 0.031 Uiso 1 1 calc R U . . .
H15B H 0.851773 -0.050216 0.378099 0.031 Uiso 1 1 calc R U . . .
H15C H 0.642883 -0.046411 0.406430 0.031 Uiso 1 1 calc R U . . .
C16 C 0.36257(18) 0.24595(13) 0.29516(11) 0.0153(2) Uani 1 1 d . . . . .
C17 C 0.24893(18) 0.15485(14) 0.31064(11) 0.0174(2) Uani 1 1 d . . . . .
C18 C 0.10245(19) 0.18207(14) 0.37508(12) 0.0198(3) Uani 1 1 d . . . . .
H18 H 0.004429 0.137505 0.398613 0.024 Uiso 1 1 calc R U . . .
C19 C 0.12241(18) 0.28595(14) 0.39989(11) 0.0188(3) Uani 1 1 d . . . . .
C20 C 0.0041(2) 0.34751(16) 0.46948(13) 0.0252(3) Uani 1 1 d . . . . .
H20A H 0.063578 0.327841 0.533816 0.038 Uiso 1 1 calc R U . . .
H20B H -0.106452 0.312414 0.490381 0.038 Uiso 1 1 calc R U . . .
H20C H -0.022964 0.442842 0.430136 0.038 Uiso 1 1 calc R U . . .
C21 C 0.2728(2) 0.04920(15) 0.26769(13) 0.0220(3) Uani 1 1 d . . . . .
H21A H 0.292642 0.087356 0.189427 0.033 Uiso 1 1 calc R U . . .
H21B H 0.166021 0.009652 0.287559 0.033 Uiso 1 1 calc R U . . .
H21C H 0.375434 -0.018409 0.298044 0.033 Uiso 1 1 calc R U . . .
C22 C 0.91415(19) 0.30385(15) 0.10118(13) 0.0220(3) Uani 1 1 d . . . . .
H22A H 0.939027 0.209328 0.144270 0.033 Uiso 1 1 calc R U . . .
H22B H 1.025996 0.337070 0.077495 0.033 Uiso 1 1 calc R U . . .
H22C H 0.852823 0.319734 0.038459 0.033 Uiso 1 1 calc R U . . .


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
Sb1 Cl1 2.5738(4) . ?
Sb1 Cl2 2.5369(5) . ?
Sb1 N1 2.0547(12) . ?
Sb1 N2 2.0632(12) . ?
N1 C2 1.3543(17) . ?
N1 C5 1.4081(17) . ?
N2 C16 1.4060(17) . ?
N2 C19 1.3489(18) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.4908(19) . ?
C2 C3 1.3946(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.3873(19) . ?
C4 C5 1.4340(18) . ?
C4 C22 1.4939(19) . ?
C5 C6 1.4078(18) . ?
C6 C7 1.4952(18) . ?
C6 C16 1.3972(18) . ?
C7 C8 1.4023(18) . ?
C7 C12 1.4026(19) . ?
C8 C9 1.3957(19) . ?
C8 C15 1.5093(19) . ?
C9 H9 0.9500 . ?
C9 C10 1.394(2) . ?
C10 C11 1.394(2) . ?
C10 C14 1.506(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.3896(19) . ?
C12 C13 1.5062(19) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13D 0.9800 . ?
C13 H13E 0.9800 . ?
C13 H13F 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.4374(19) . ?
C17 C18 1.382(2) . ?
C17 C21 1.500(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(2) . ?
C19 C20 1.487(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
Cl2 Sb1 Cl1 171.088(14) . . ?
N1 Sb1 Cl1 85.28(3) . . ?
N1 Sb1 Cl2 88.68(3) . . ?
N1 Sb1 N2 87.37(5) . . ?
N2 Sb1 Cl1 85.26(4) . . ?
N2 Sb1 Cl2 87.92(4) . . ?
C2 N1 Sb1 121.60(9) . . ?
C2 N1 C5 108.82(11) . . ?
C5 N1 Sb1 128.45(9) . . ?
C16 N2 Sb1 128.76(9) . . ?
C19 N2 Sb1 121.72(10) . . ?
C19 N2 C16 109.01(11) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 122.16(13) . . ?
N1 C2 C3 109.23(12) . . ?
C3 C2 C1 128.59(13) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 C2 108.38(12) . . ?
C4 C3 H3 125.8 . . ?
C3 C4 C5 106.99(12) . . ?
C3 C4 C22 122.73(12) . . ?
C5 C4 C22 130.27(13) . . ?
N1 C5 C4 106.57(11) . . ?
C6 C5 N1 123.67(12) . . ?
C6 C5 C4 129.76(12) . . ?
C5 C6 C7 116.52(12) . . ?
C16 C6 C5 126.58(12) . . ?
C16 C6 C7 116.89(12) . . ?
C8 C7 C6 119.34(12) . . ?
C8 C7 C12 120.93(12) . . ?
C12 C7 C6 119.72(12) . . ?
C7 C8 C15 121.81(12) . . ?
C9 C8 C7 118.38(13) . . ?
C9 C8 C15 119.80(12) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.74(13) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C11 118.53(13) . . ?
C9 C10 C14 121.34(13) . . ?
C11 C10 C14 120.13(13) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.53(13) . . ?
C12 C11 H11 119.2 . . ?
C7 C12 C13 121.20(12) . . ?
C11 C12 C7 118.85(13) . . ?
C11 C12 C13 119.95(12) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
C12 C13 H13D 109.5 . . ?
C12 C13 H13E 109.5 . . ?
C12 C13 H13F 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13A C13 H13D 141.1 . . ?
H13A C13 H13E 56.3 . . ?
H13A C13 H13F 56.3 . . ?
H13B C13 H13C 109.5 . . ?
H13B C13 H13D 56.3 . . ?
H13B C13 H13E 141.1 . . ?
H13B C13 H13F 56.3 . . ?
H13C C13 H13D 56.3 . . ?
H13C C13 H13E 56.3 . . ?
H13C C13 H13F 141.1 . . ?
H13D C13 H13E 109.5 . . ?
H13D C13 H13F 109.5 . . ?
H13E C13 H13F 109.5 . . ?
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 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 C17 106.57(11) . . ?
C6 C16 N2 123.55(12) . . ?
C6 C16 C17 129.88(13) . . ?
C16 C17 C21 129.68(13) . . ?
C18 C17 C16 106.70(12) . . ?
C18 C17 C21 123.61(13) . . ?
C17 C18 H18 125.7 . . ?
C17 C18 C19 108.69(13) . . ?
C19 C18 H18 125.7 . . ?
N2 C19 C18 109.02(12) . . ?
N2 C19 C20 121.92(13) . . ?
C18 C19 C20 129.04(13) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C4 C22 H22A 109.5 . . ?
C4 C22 H22B 109.5 . . ?
C4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
Sb1 N1 C2 C1 -12.02(18) . . . . ?
Sb1 N1 C2 C3 169.64(9) . . . . ?
Sb1 N1 C5 C4 -169.05(9) . . . . ?
Sb1 N1 C5 C6 10.28(19) . . . . ?
Sb1 N2 C16 C6 -7.26(19) . . . . ?
Sb1 N2 C16 C17 172.58(9) . . . . ?
Sb1 N2 C19 C18 -173.41(9) . . . . ?
Sb1 N2 C19 C20 5.08(19) . . . . ?
N1 C2 C3 C4 -0.06(16) . . . . ?
N1 C5 C6 C7 -178.91(12) . . . . ?
N1 C5 C6 C16 0.1(2) . . . . ?
N2 C16 C17 C18 -0.36(15) . . . . ?
N2 C16 C17 C21 179.05(14) . . . . ?
C1 C2 C3 C4 -178.26(14) . . . . ?
C2 N1 C5 C4 -1.22(14) . . . . ?
C2 N1 C5 C6 178.11(12) . . . . ?
C2 C3 C4 C5 -0.69(15) . . . . ?
C2 C3 C4 C22 177.99(13) . . . . ?
C3 C4 C5 N1 1.16(15) . . . . ?
C3 C4 C5 C6 -178.12(13) . . . . ?
C4 C5 C6 C7 0.3(2) . . . . ?
C4 C5 C6 C16 179.30(13) . . . . ?
C5 N1 C2 C1 179.15(13) . . . . ?
C5 N1 C2 C3 0.81(15) . . . . ?
C5 C6 C7 C8 92.11(15) . . . . ?
C5 C6 C7 C12 -86.85(16) . . . . ?
C5 C6 C16 N2 -1.7(2) . . . . ?
C5 C6 C16 C17 178.53(13) . . . . ?
C6 C7 C8 C9 -177.43(12) . . . . ?
C6 C7 C8 C15 4.0(2) . . . . ?
C6 C7 C12 C11 179.00(12) . . . . ?
C6 C7 C12 C13 -0.5(2) . . . . ?
C6 C16 C17 C18 179.47(14) . . . . ?
C6 C16 C17 C21 -1.1(2) . . . . ?
C7 C6 C16 N2 177.37(12) . . . . ?
C7 C6 C16 C17 -2.4(2) . . . . ?
C7 C8 C9 C10 -1.9(2) . . . . ?
C8 C7 C12 C11 0.1(2) . . . . ?
C8 C7 C12 C13 -179.40(13) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C8 C9 C10 C14 -179.90(14) . . . . ?
C9 C10 C11 C12 0.9(2) . . . . ?
C10 C11 C12 C7 -1.3(2) . . . . ?
C10 C11 C12 C13 178.16(14) . . . . ?
C12 C7 C8 C9 1.5(2) . . . . ?
C12 C7 C8 C15 -177.05(13) . . . . ?
C14 C10 C11 C12 -178.46(14) . . . . ?
C15 C8 C9 C10 176.68(13) . . . . ?
C16 N2 C19 C18 -0.94(16) . . . . ?
C16 N2 C19 C20 177.55(13) . . . . ?
C16 C6 C7 C8 -87.03(16) . . . . ?
C16 C6 C7 C12 94.01(15) . . . . ?
C16 C17 C18 C19 -0.20(16) . . . . ?
C17 C18 C19 N2 0.71(17) . . . . ?
C17 C18 C19 C20 -177.64(15) . . . . ?
C19 N2 C16 C6 -179.04(13) . . . . ?
C19 N2 C16 C17 0.80(15) . . . . ?
C21 C17 C18 C19 -179.65(13) . . . . ?
C22 C4 C5 N1 -177.39(14) . . . . ?
C22 C4 C5 C6 3.3(2) . . . . ?

####################################################################### 
# 
# 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_mo_1708_cg_0m
_database_code_depnum_ccdc_archive 'CCDC 2241589'
loop_
_audit_author_name
_audit_author_address
'Christopher Golz'
;Georg August University Goettingen
Germany
;
_audit_update_record             
;
2023-02-13 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2022-06-29

loop_
_audit_author_email
alessandro.bismuto@chemie.uni-goettingen.de
'cgolz@gwdg.de '
_diffrn_source_power             0.05
_audit_creation_method           
;
FinalCif V106 by Daniel Kratzert, Freiburg 2022,
https://dkratzert.de/finalcif.html
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_sum            'C54 H36 B Cl F24 N2 Sb'
_chemical_formula_moiety         'C13 H15 Cl N2 Sb, C32 H12 B F24, 1.5(C6 H6)'
_exptl_crystal_colour_primary    orange
_chemical_formula_weight         1336.86
_chemical_melting_point          ?
_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. Restrained distances
 C24-C23 = C21-C20 = C20-C25
 1.37 with sigma of 0.02
 C24-C25
 1.38 with sigma of 0.02
 C23-C22 = C22-C21
 1.36 with sigma of 0.02
 C24-C20
 2.38 with sigma of 0.04
 C24-C22 = C22-C20 = C21-C25
 2.37 with sigma of 0.04
 C23-C21
 2.36 with sigma of 0.04
 F22A-C57 \\sim F22B-C57
 with sigma of 0.02
 F18A-C41 \\sim F18B-C41
 with sigma of 0.02
 F23A-C57 \\sim F23B-C57
 with sigma of 0.02
 F24A-C57 \\sim F24B-C57
 with sigma of 0.02
 F21A-C56 \\sim F21B-C56
 with sigma of 0.02
 F19A-C56 \\sim F19B-C56
 with sigma of 0.02
 F20A-C56 \\sim F20B-C56
 with sigma of 0.02
 F16A-C41 \\sim F16B-C41
 with sigma of 0.02
 F17A-C41 \\sim F17B-C41
 with sigma of 0.02
 F2A-C32 \\sim F3B-C32
 with sigma of 0.02
 F3A-C32 \\sim F1B-C32
 with sigma of 0.02
 F1A-C32 \\sim F2B-C32
 with sigma of 0.02
 C33-F5A \\sim C33-F5B
 with sigma of 0.02
 C33-F6A \\sim C33-F6B
 with sigma of 0.02
 F7A-C48 \\sim F7B-C48
 with sigma of 0.02
 C33-F4A \\sim C33-F4B
 with sigma of 0.02
 F8A-C48 \\sim F8B-C48
 with sigma of 0.02
 F9A-C48 \\sim F9B-C48
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F21B) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4. Rigid body (RIGU) restrains
 F17B, F16B, F18B, C41
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F23B, C57, F24B, F22B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.008
 C56, F19B, F21B, F20B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F16A, F17A, F18A, C41
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F3B, F2B, C32, F1B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 F6B, C33, F5B, F4B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F7B, C48, F8B, F9B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(F6B)=Sof(F5B)=Sof(F4B)=1-FVAR(1)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(1)
 Sof(F3B)=Sof(F2B)=Sof(F1B)=1-FVAR(2)
 Sof(F2A)=Sof(F1A)=Sof(F3A)=FVAR(2)
 Sof(F19B)=Sof(F20B)=Sof(F21B)=1-FVAR(3)
 Sof(F19A)=Sof(F20A)=Sof(F21A)=FVAR(3)
 Sof(F24B)=Sof(F23B)=Sof(F22B)=1-FVAR(4)
 Sof(F22A)=Sof(F23A)=Sof(F24A)=FVAR(4)
 Sof(F8B)=Sof(F7B)=Sof(F9B)=1-FVAR(5)
 Sof(F7A)=Sof(F8A)=Sof(F9A)=FVAR(5)
 Sof(F17B)=Sof(F16B)=Sof(F18B)=1-FVAR(6)
 Sof(F16A)=Sof(F17A)=Sof(F18A)=FVAR(6)
 Fixed Sof: C20(0.5) H20(0.5) C21(0.5) H21(0.5) C22(0.5) H22(0.5) C23(0.5)
 H23(0.5) C24(0.5) H24(0.5) C25(0.5) H25(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C9(H9), C27(H27), C29(H29), C31(H31), C35(H35), C37(H37),
 C39(H39), C43(H43), C45(H45), C47(H47), C51(H51), C53(H53), C55(H55), C14(H14),
  C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C22(H22), C23(H23), C24(H24), C25(H25)
6.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.379(4)
_cell_length_b                   12.587(4)
_cell_length_c                   18.983(6)
_cell_angle_alpha                79.607(7)
_cell_angle_beta                 75.288(7)
_cell_angle_gamma                80.032(7)
_cell_volume                     2788.7(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00
_cell_measurement_reflns_used    9906
_cell_measurement_theta_min      2.224
_cell_measurement_theta_max      26.773
_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_F_000             1326
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.043
_vrf_PLAT213_mo_1708_cg_0m       
;
PROBLEM: Atom F5A             has ADP max/min Ratio .....        4.2 prolat
RESPONSE: CF3 groups on BArF are rotating
;
_vrf_PLAT220_mo_1708_cg_0m       
;
PROBLEM: NonSolvent   Resd 1  F   Ueq(max)/Ueq(min) Range        3.1 Ratio 
RESPONSE: CF3 groups on BArF are rotating
;
_vrf_PLAT250_mo_1708_cg_0m       
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.2 Note  
RESPONSE: CF3 groups on BArF are rotating
;
_exptl_absorpt_coefficient_mu    0.661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3489
_exptl_absorpt_correction_T_max  0.3985
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1141 before and 0.0603 after correction.
The Ratio of minimum to maximum transmission is 0.8755.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.916
_shelx_estimated_absorpt_T_max   0.972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100.00
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_measurement_ambient_temperature_device_make ?
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.0
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            84600
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_theta_min         2.132
_diffrn_reflns_theta_max         27.959
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             13335
_reflns_number_gt                10899
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;
_computing_data_collection       'Bruker BIS V6.2.14/2020-04-30'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0602P)²+2.6364P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         13335
_refine_ls_number_parameters     947
_refine_ls_number_restraints     161
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1195
_refine_ls_wR_factor_gt          0.1123
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.960
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_
_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
Sb1 Sb -0.09260(2) 1.20502(2) 0.24155(2) 0.02448(7) Uani 1 1 d . . . . .
Cl1 Cl -0.19451(7) 1.27076(6) 0.14891(4) 0.03290(16) Uani 1 1 d . . . . .
N1 N 0.0190(2) 1.0928(2) 0.18345(16) 0.0328(6) Uani 1 1 d . . . . .
N2 N -0.18897(19) 1.08203(18) 0.28956(14) 0.0240(5) Uani 1 1 d . . . . .
C1 C 0.1473(3) 1.2298(3) 0.1168(3) 0.0572(12) Uani 1 1 d . . . . .
H1A H 0.228847 1.228510 0.097712 0.086 Uiso 1 1 calc R U . . .
H1B H 0.122843 1.269067 0.159510 0.086 Uiso 1 1 calc R U . . .
H1C H 0.108197 1.266770 0.078452 0.086 Uiso 1 1 calc R U . . .
C2 C 0.1201(3) 1.1156(3) 0.1394(2) 0.0432(9) Uani 1 1 d . . . . .
C3 C 0.1853(3) 1.0189(3) 0.1201(2) 0.0473(10) Uani 1 1 d . . . . .
H3 H 0.259520 1.012506 0.089976 0.057 Uiso 1 1 calc R U . . .
C4 C 0.1233(3) 0.9329(3) 0.1524(2) 0.0404(8) Uani 1 1 d . . . . .
C5 C 0.0182(3) 0.9796(2) 0.19253(18) 0.0303(6) Uani 1 1 d . . . . .
C6 C -0.0717(2) 0.9275(2) 0.23338(17) 0.0283(6) Uani 1 1 d . . . . .
H6 H -0.065767 0.851802 0.231227 0.034 Uiso 1 1 calc R U . . .
C7 C -0.1694(2) 0.9734(2) 0.27710(17) 0.0246(6) Uani 1 1 d . . . . .
C8 C -0.2619(2) 0.9209(2) 0.32193(17) 0.0271(6) Uani 1 1 d . . . . .
C9 C -0.3335(2) 0.9988(2) 0.36084(17) 0.0273(6) Uani 1 1 d . . . . .
H9 H -0.402203 0.987170 0.395570 0.033 Uiso 1 1 calc R U . . .
C10 C -0.2882(2) 1.0972(2) 0.34063(16) 0.0238(6) Uani 1 1 d . . . . .
C11 C -0.3329(3) 1.2052(2) 0.36544(18) 0.0299(6) Uani 1 1 d . . . . .
H11A H -0.359713 1.255499 0.325766 0.045 Uiso 1 1 calc R U . . .
H11B H -0.272929 1.234324 0.378132 0.045 Uiso 1 1 calc R U . . .
H11C H -0.395462 1.196916 0.408752 0.045 Uiso 1 1 calc R U . . .
C12 C -0.2772(3) 0.8046(2) 0.3244(2) 0.0351(7) Uani 1 1 d . . . . .
H12A H -0.288306 0.794431 0.276865 0.053 Uiso 1 1 calc R U . . .
H12B H -0.343196 0.786806 0.363271 0.053 Uiso 1 1 calc R U . . .
H12C H -0.209999 0.756596 0.334640 0.053 Uiso 1 1 calc R U . . .
C13 C 0.1595(3) 0.8144(3) 0.1472(2) 0.0492(10) Uani 1 1 d . . . . .
H13A H 0.213389 0.785082 0.178063 0.074 Uiso 1 1 calc R U . . .
H13B H 0.195307 0.805107 0.095921 0.074 Uiso 1 1 calc R U . . .
H13C H 0.093566 0.775321 0.164061 0.074 Uiso 1 1 calc R U . . .
F6B F 0.2699(8) 0.9429(6) 0.3945(9) 0.061(4) Uani 0.295(9) 1 d D . P A 2
F24B F 0.4198(13) 0.129(2) 0.1629(14) 0.095(5) Uani 0.52(4) 1 d D . P B 2
F3B F 0.0281(9) 0.5289(9) 0.3878(13) 0.069(5) Uani 0.257(14) 1 d D . P C 2
F2B F -0.0067(18) 0.660(2) 0.3208(10) 0.076(6) Uani 0.257(14) 1 d D . P C 2
F2A F 0.0146(6) 0.6241(7) 0.3148(4) 0.073(2) Uani 0.743(14) 1 d D . P C 1
F1A F -0.0300(3) 0.7405(3) 0.3871(4) 0.0616(16) Uani 0.743(14) 1 d D . P C 1
F3A F 0.0098(3) 0.5759(6) 0.4296(3) 0.077(3) Uani 0.743(14) 1 d D . P C 1
F4A F 0.2553(3) 0.8872(4) 0.4548(3) 0.0695(18) Uani 0.705(9) 1 d D . P A 1
F5A F 0.4244(4) 0.8265(4) 0.4212(4) 0.087(3) Uani 0.705(9) 1 d D . P A 1
F6A F 0.3374(9) 0.9353(4) 0.3462(3) 0.119(3) Uani 0.705(9) 1 d D . P A 1
F7A F 0.6700(3) 0.38853(19) 0.47636(12) 0.0507(8) Uani 0.928(4) 1 d D . P D 1
F8A F 0.6266(2) 0.5583(2) 0.47835(12) 0.0456(7) Uani 0.928(4) 1 d D . P D 1
F9A F 0.7997(2) 0.4920(3) 0.45161(14) 0.0532(8) Uani 0.928(4) 1 d D . P D 1
F10 F 0.97106(16) 0.46569(18) 0.18116(13) 0.0525(6) Uani 1 1 d . . . . .
F11 F 0.92413(18) 0.63744(17) 0.17525(12) 0.0471(5) Uani 1 1 d . . . . .
F12 F 0.86950(17) 0.5505(2) 0.10660(11) 0.0484(5) Uani 1 1 d . . . . .
F13 F 0.34030(19) 0.55166(19) -0.04807(10) 0.0460(5) Uani 1 1 d . . . . .
F14 F 0.19498(18) 0.5830(2) 0.03637(14) 0.0621(7) Uani 1 1 d . . . . .
F15 F 0.3013(2) 0.42941(17) 0.04376(14) 0.0635(8) Uani 1 1 d . . . . .
F16A F 0.4366(3) 0.9013(2) 0.0068(2) 0.0436(8) Uani 0.854(9) 1 d D . P E 1
F17A F 0.5130(5) 0.8880(2) 0.09547(16) 0.0668(16) Uani 0.854(9) 1 d D . P E 1
F18A F 0.6054(3) 0.8264(3) -0.0035(3) 0.0701(15) Uani 0.854(9) 1 d D . P E 1
F19A F 0.2865(3) 0.1046(2) 0.46274(13) 0.0692(12) Uani 0.912(4) 1 d D . P F 1
F20A F 0.2388(2) 0.2685(2) 0.48422(12) 0.0464(7) Uani 0.912(4) 1 d D . P F 1
F21A F 0.4000(2) 0.1891(2) 0.49387(11) 0.0490(8) Uani 0.912(4) 1 d D . P F 1
F22A F 0.5612(18) 0.0390(11) 0.2236(9) 0.069(4) Uani 0.48(4) 1 d D . P B 1
F23A F 0.5681(14) 0.1692(13) 0.1351(6) 0.052(3) Uani 0.48(4) 1 d D . P B 1
F24A F 0.4188(11) 0.0943(14) 0.1802(9) 0.063(4) Uani 0.48(4) 1 d D . P B 1
C26 C 0.3582(2) 0.5995(2) 0.30827(14) 0.0175(5) Uani 1 1 d . . . . .
C27 C 0.3836(2) 0.6871(2) 0.33445(14) 0.0195(5) Uani 1 1 d . . . . .
H27 H 0.460175 0.697968 0.325916 0.023 Uiso 1 1 calc R U . . .
C28 C 0.3004(2) 0.7586(2) 0.37252(16) 0.0231(5) Uani 1 1 d . . . . .
C29 C 0.1878(2) 0.7478(2) 0.38524(16) 0.0249(6) Uani 1 1 d . . . . .
H29 H 0.131113 0.797446 0.410730 0.030 Uiso 1 1 calc R U . . .
C30 C 0.1602(2) 0.6620(2) 0.35959(16) 0.0241(6) Uani 1 1 d . . . . .
C31 C 0.2438(2) 0.5897(2) 0.32191(15) 0.0213(5) Uani 1 1 d . . . . .
H31 H 0.222229 0.531789 0.304929 0.026 Uiso 1 1 calc R U . . .
C32 C 0.0394(3) 0.6454(3) 0.3743(2) 0.0386(8) Uani 1 1 d D . . . .
C33 C 0.3334(3) 0.8515(2) 0.3986(2) 0.0352(7) Uani 1 1 d D . . . .
C34 C 0.4430(2) 0.5722(2) 0.17363(14) 0.0176(5) Uani 1 1 d . . . . .
C35 C 0.4825(2) 0.6719(2) 0.14125(14) 0.0199(5) Uani 1 1 d . . . . .
H35 H 0.521520 0.704437 0.167033 0.024 Uiso 1 1 calc R U . . .
C36 C 0.4668(2) 0.7246(2) 0.07331(15) 0.0233(5) Uani 1 1 d . . . . .
C37 C 0.4111(2) 0.6798(2) 0.03350(15) 0.0233(5) Uani 1 1 d . . . . .
H37 H 0.402261 0.714757 -0.013800 0.028 Uiso 1 1 calc R U . . .
C38 C 0.3686(2) 0.5826(2) 0.06445(15) 0.0212(5) Uani 1 1 d . . . . .
C39 C 0.3839(2) 0.5306(2) 0.13347(14) 0.0198(5) Uani 1 1 d . . . . .
H39 H 0.353033 0.464721 0.153761 0.024 Uiso 1 1 calc R U . . .
C40 C 0.3016(3) 0.5368(2) 0.02448(17) 0.0291(6) Uani 1 1 d . . . . .
C41 C 0.5085(3) 0.8331(3) 0.04324(17) 0.0328(7) Uani 1 1 d D . . . .
C42 C 0.5787(2) 0.5212(2) 0.27222(14) 0.0173(5) Uani 1 1 d . . . . .
C43 C 0.6773(2) 0.5319(2) 0.21680(15) 0.0207(5) Uani 1 1 d . . . . .
H43 H 0.673100 0.541989 0.166703 0.025 Uiso 1 1 calc R U . . .
C44 C 0.7816(2) 0.5281(2) 0.23375(16) 0.0230(5) Uani 1 1 d . . . . .
C45 C 0.7921(2) 0.5123(2) 0.30580(16) 0.0239(6) Uani 1 1 d . . . . .
H45 H 0.863177 0.509631 0.316925 0.029 Uiso 1 1 calc R U . . .
C46 C 0.6951(2) 0.5005(2) 0.36171(15) 0.0209(5) Uani 1 1 d . . . . .
C47 C 0.5918(2) 0.5049(2) 0.34461(14) 0.0180(5) Uani 1 1 d . . . . .
H47 H 0.527167 0.496549 0.383742 0.022 Uiso 1 1 calc R U . . .
C48 C 0.7002(2) 0.4842(2) 0.44100(16) 0.0268(6) Uani 1 1 d D . . . .
C49 C 0.8853(2) 0.5454(3) 0.17386(17) 0.0292(6) Uani 1 1 d . . . . .
C50 C 0.4327(2) 0.3923(2) 0.28012(14) 0.0175(5) Uani 1 1 d . . . . .
C51 C 0.4751(2) 0.3163(2) 0.23058(14) 0.0196(5) Uani 1 1 d . . . . .
H51 H 0.511738 0.340665 0.181363 0.023 Uiso 1 1 calc R U . . .
C52 C 0.4645(2) 0.2060(2) 0.25201(15) 0.0207(5) Uani 1 1 d . . . . .
C53 C 0.4147(2) 0.1660(2) 0.32399(15) 0.0232(5) Uani 1 1 d . . . . .
H53 H 0.408675 0.090534 0.338534 0.028 Uiso 1 1 calc R U . . .
C54 C 0.3739(2) 0.2398(2) 0.37402(15) 0.0214(5) Uani 1 1 d . . . . .
C55 C 0.3815(2) 0.3510(2) 0.35212(14) 0.0194(5) Uani 1 1 d . . . . .
H55 H 0.350938 0.399829 0.387133 0.023 Uiso 1 1 calc R U . . .
C56 C 0.3247(3) 0.1992(2) 0.45289(16) 0.0285(6) Uani 1 1 d D . . . .
C57 C 0.5024(3) 0.1284(2) 0.19653(16) 0.0291(6) Uani 1 1 d D . . . .
B1 B 0.4537(2) 0.5203(2) 0.25741(15) 0.0167(5) Uani 1 1 d . . . . .
F1B F -0.0273(10) 0.675(2) 0.4310(11) 0.099(10) Uani 0.257(14) 1 d D . P C 2
F5B F 0.4345(7) 0.8815(8) 0.3628(7) 0.057(3) Uani 0.295(9) 1 d D . P A 2
F4B F 0.3380(17) 0.8322(9) 0.4678(6) 0.090(5) Uani 0.295(9) 1 d D . P A 2
F23B F 0.5846(14) 0.1557(15) 0.1414(8) 0.065(4) Uani 0.52(4) 1 d D . P B 2
F19B F 0.2249(18) 0.174(3) 0.4648(16) 0.056(7) Uani 0.088(4) 1 d D . P F 2
F20B F 0.321(4) 0.258(2) 0.5017(12) 0.063(7) Uani 0.088(4) 1 d D . P F 2
F21B F 0.3846(18) 0.0976(14) 0.4701(11) 0.039(5) Uani 0.088(4) 1 d D U P F 2
F22B F 0.532(2) 0.0266(9) 0.2204(9) 0.082(5) Uani 0.52(4) 1 d D . P B 2
C14 C 0.0581(4) 1.0757(4) 0.3557(3) 0.0665(14) Uani 1 1 d . . . . .
H14 H 0.065158 1.001774 0.348604 0.080 Uiso 1 1 calc R U . . .
C15 C -0.0342(4) 1.1229(5) 0.4094(3) 0.0732(16) Uani 1 1 d . . . . .
H15 H -0.089558 1.080228 0.439449 0.088 Uiso 1 1 calc R U . . .
C16 C -0.0402(5) 1.2298(6) 0.4159(3) 0.0783(17) Uani 1 1 d . . . . .
H16 H -0.100562 1.261251 0.451148 0.094 Uiso 1 1 calc R U . . .
C17 C 0.0357(6) 1.2915(5) 0.3745(4) 0.0845(18) Uani 1 1 d . . . . .
H17 H 0.027474 1.366159 0.380282 0.101 Uiso 1 1 calc R U . . .
C18 C 0.1234(4) 1.2510(5) 0.3249(4) 0.0774(16) Uani 1 1 d . . . . .
H18 H 0.176968 1.296848 0.296515 0.093 Uiso 1 1 calc R U . . .
C19 C 0.1369(4) 1.1445(4) 0.3147(3) 0.0625(12) Uani 1 1 d . . . . .
H19 H 0.200014 1.116690 0.279586 0.075 Uiso 1 1 calc R U . . .
C20 C 0.8022(10) 0.9592(9) 0.0703(6) 0.080(3) Uani 0.5 1 d D . P G -1
H20 H 0.725838 0.967398 0.097010 0.096 Uiso 0.5 1 calc R U P G -1
C21 C 0.8576(9) 0.8603(9) 0.0584(5) 0.078(3) Uani 0.5 1 d D . P G -1
H21 H 0.820508 0.797618 0.077243 0.094 Uiso 0.5 1 calc R U P G -1
C22 C 0.9695(9) 0.8489(8) 0.0184(6) 0.073(3) Uani 0.5 1 d D . P G -1
H22 H 1.006969 0.777293 0.012902 0.087 Uiso 0.5 1 calc R U P G -1
C23 C 1.0271(16) 0.9325(17) -0.0127(11) 0.073(4) Uani 0.5 1 d D . P G -1
H23 H 1.101692 0.922973 -0.042037 0.087 Uiso 0.5 1 calc R U P G -1
C24 C 0.9682(18) 1.0375(16) 0.0016(10) 0.089(8) Uani 0.5 1 d D . P G -1
H24 H 1.004288 1.100828 -0.017456 0.107 Uiso 0.5 1 calc R U P G -1
C25 C 0.8574(12) 1.0469(9) 0.0436(6) 0.081(4) Uani 0.5 1 d D . P G -1
H25 H 0.819796 1.116862 0.053590 0.098 Uiso 0.5 1 calc R U P G -1
F8B F 0.6103(16) 0.478(3) 0.4910(11) 0.040(6) Uani 0.072(4) 1 d D . P D 2
F7B F 0.770(3) 0.3885(19) 0.4526(14) 0.043(6) Uani 0.072(4) 1 d D . P D 2
F9B F 0.762(3) 0.552(3) 0.451(2) 0.054(8) Uani 0.072(4) 1 d D . P D 2
F17B F 0.4388(19) 0.9161(16) 0.043(2) 0.086(8) Uani 0.146(9) 1 d D . P E 2
F16B F 0.5721(18) 0.822(2) -0.0273(9) 0.053(5) Uani 0.146(9) 1 d D . P E 2
F18B F 0.5978(18) 0.8421(16) 0.0685(10) 0.052(5) Uani 0.146(9) 1 d D . P E 2


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
Sb1 Cl1 2.3684(9) . ?
Sb1 N1 2.057(2) . ?
Sb1 N2 2.056(2) . ?
N1 C2 1.361(4) . ?
N1 C5 1.406(4) . ?
N2 C7 1.400(3) . ?
N2 C10 1.366(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.495(5) . ?
C2 C3 1.392(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(5) . ?
C4 C5 1.419(4) . ?
C4 C13 1.496(5) . ?
C5 C6 1.379(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(4) . ?
C7 C8 1.426(4) . ?
C8 C9 1.385(4) . ?
C8 C12 1.500(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.399(4) . ?
C10 C11 1.488(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
F6B C33 1.278(8) . ?
F24B C57 1.335(10) . ?
F3B C32 1.466(11) . ?
F2B C32 1.256(14) . ?
F2A C32 1.324(6) . ?
F1A C32 1.369(5) . ?
F3A C32 1.259(5) . ?
F4A C33 1.333(5) . ?
F5A C33 1.275(5) . ?
F6A C33 1.311(5) . ?
F7A C48 1.333(4) . ?
F8A C48 1.349(4) . ?
F9A C48 1.320(3) . ?
F10 C49 1.345(4) . ?
F11 C49 1.336(4) . ?
F12 C49 1.329(4) . ?
F13 C40 1.328(4) . ?
F14 C40 1.327(4) . ?
F15 C40 1.336(4) . ?
F16A C41 1.357(4) . ?
F17A C41 1.324(4) . ?
F18A C41 1.298(4) . ?
F19A C56 1.322(3) . ?
F20A C56 1.337(4) . ?
F21A C56 1.336(4) . ?
F22A C57 1.326(9) . ?
F23A C57 1.316(9) . ?
F24A C57 1.310(9) . ?
C26 C27 1.400(4) . ?
C26 C31 1.396(4) . ?
C26 B1 1.638(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.389(4) . ?
C28 C29 1.379(4) . ?
C28 C33 1.502(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.386(4) . ?
C30 C31 1.394(4) . ?
C30 C32 1.495(4) . ?
C31 H31 0.9500 . ?
C32 F1B 1.251(10) . ?
C33 F5B 1.345(8) . ?
C33 F4B 1.306(9) . ?
C34 C35 1.404(4) . ?
C34 C39 1.397(3) . ?
C34 B1 1.636(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.384(4) . ?
C36 C37 1.384(4) . ?
C36 C41 1.507(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.388(4) . ?
C38 C39 1.398(4) . ?
C38 C40 1.496(4) . ?
C39 H39 0.9500 . ?
C41 F17B 1.235(15) . ?
C41 F16B 1.389(15) . ?
C41 F18B 1.341(13) . ?
C42 C43 1.402(4) . ?
C42 C47 1.399(4) . ?
C42 B1 1.644(4) . ?
C43 H43 0.9500 . ?
C43 C44 1.399(4) . ?
C44 C45 1.382(4) . ?
C44 C49 1.501(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.395(4) . ?
C46 C47 1.387(4) . ?
C46 C48 1.498(4) . ?
C47 H47 0.9500 . ?
C48 F8B 1.270(17) . ?
C48 F7B 1.374(17) . ?
C48 F9B 1.311(17) . ?
C50 C51 1.405(4) . ?
C50 C55 1.400(4) . ?
C50 B1 1.639(4) . ?
C51 H51 0.9500 . ?
C51 C52 1.394(4) . ?
C52 C53 1.390(4) . ?
C52 C57 1.498(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.390(4) . ?
C54 C55 1.398(4) . ?
C54 C56 1.497(4) . ?
C55 H55 0.9500 . ?
C56 F19B 1.281(16) . ?
C56 F20B 1.271(16) . ?
C56 F21B 1.392(15) . ?
C57 F23B 1.303(9) . ?
C57 F22B 1.301(10) . ?
C14 H14 0.9500 . ?
C14 C15 1.445(8) . ?
C14 C19 1.404(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.361(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.326(9) . ?
C17 H17 0.9500 . ?
C17 C18 1.338(8) . ?
C18 H18 0.9500 . ?
C18 C19 1.365(7) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.341(12) . ?
C20 C25 1.351(13) . ?
C21 H21 0.9500 . ?
C21 C22 1.398(12) . ?
C22 H22 0.9500 . ?
C22 C23 1.336(15) . ?
C23 H23 0.9500 . ?
C23 C24 1.431(14) . ?
C24 H24 0.9500 . ?
C24 C25 1.397(16) . ?
C25 H25 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
N1 Sb1 Cl1 95.25(9) . . ?
N2 Sb1 Cl1 94.04(7) . . ?
N2 Sb1 N1 87.51(10) . . ?
C2 N1 Sb1 122.9(2) . . ?
C2 N1 C5 108.1(3) . . ?
C5 N1 Sb1 127.8(2) . . ?
C7 N2 Sb1 128.71(19) . . ?
C10 N2 Sb1 122.90(18) . . ?
C10 N2 C7 108.4(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
N1 C2 C1 121.9(3) . . ?
N1 C2 C3 109.1(3) . . ?
C3 C2 C1 129.1(3) . . ?
C2 C3 H3 125.7 . . ?
C2 C3 C4 108.6(3) . . ?
C4 C3 H3 125.7 . . ?
C3 C4 C5 106.5(3) . . ?
C3 C4 C13 127.4(3) . . ?
C5 C4 C13 126.1(3) . . ?
N1 C5 C4 107.7(3) . . ?
C6 C5 N1 124.1(3) . . ?
C6 C5 C4 128.2(3) . . ?
C5 C6 H6 116.5 . . ?
C5 C6 C7 127.0(3) . . ?
C7 C6 H6 116.5 . . ?
N2 C7 C8 107.7(2) . . ?
C6 C7 N2 123.8(3) . . ?
C6 C7 C8 128.3(3) . . ?
C7 C8 C12 125.7(3) . . ?
C9 C8 C7 106.5(2) . . ?
C9 C8 C12 127.8(3) . . ?
C8 C9 H9 125.6 . . ?
C8 C9 C10 108.9(3) . . ?
C10 C9 H9 125.6 . . ?
N2 C10 C9 108.6(2) . . ?
N2 C10 C11 121.4(2) . . ?
C9 C10 C11 130.0(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C27 C26 B1 122.9(2) . . ?
C31 C26 C27 115.7(2) . . ?
C31 C26 B1 121.1(2) . . ?
C26 C27 H27 119.0 . . ?
C28 C27 C26 122.1(2) . . ?
C28 C27 H27 119.0 . . ?
C27 C28 C33 119.3(3) . . ?
C29 C28 C27 121.4(3) . . ?
C29 C28 C33 119.3(3) . . ?
C28 C29 H29 121.1 . . ?
C28 C29 C30 117.8(3) . . ?
C30 C29 H29 121.1 . . ?
C29 C30 C31 120.8(3) . . ?
C29 C30 C32 119.4(3) . . ?
C31 C30 C32 119.7(3) . . ?
C26 C31 H31 118.9 . . ?
C30 C31 C26 122.3(2) . . ?
C30 C31 H31 118.9 . . ?
F3B C32 C30 110.9(5) . . ?
F2B C32 F3B 91.2(12) . . ?
F2B C32 C30 118.5(10) . . ?
F2A C32 F1A 102.2(4) . . ?
F2A C32 C30 111.2(4) . . ?
F1A C32 C30 110.6(3) . . ?
F3A C32 F2A 112.0(5) . . ?
F3A C32 F1A 106.4(4) . . ?
F3A C32 C30 113.6(3) . . ?
F1B C32 F3B 99.8(11) . . ?
F1B C32 F2B 112.1(13) . . ?
F1B C32 C30 118.8(6) . . ?
F6B C33 C28 117.5(4) . . ?
F6B C33 F5B 101.2(7) . . ?
F6B C33 F4B 102.8(9) . . ?
F4A C33 C28 112.0(3) . . ?
F5A C33 F4A 105.6(4) . . ?
F5A C33 F6A 112.6(5) . . ?
F5A C33 C28 113.3(3) . . ?
F6A C33 F4A 104.2(5) . . ?
F6A C33 C28 108.8(3) . . ?
F5B C33 C28 115.6(4) . . ?
F4B C33 C28 113.5(5) . . ?
F4B C33 F5B 104.4(9) . . ?
C35 C34 B1 120.1(2) . . ?
C39 C34 C35 115.5(2) . . ?
C39 C34 B1 124.0(2) . . ?
C34 C35 H35 118.7 . . ?
C36 C35 C34 122.7(2) . . ?
C36 C35 H35 118.7 . . ?
C35 C36 C37 120.7(2) . . ?
C35 C36 C41 119.6(3) . . ?
C37 C36 C41 119.7(3) . . ?
C36 C37 H37 120.8 . . ?
C36 C37 C38 118.3(2) . . ?
C38 C37 H37 120.8 . . ?
C37 C38 C39 120.5(2) . . ?
C37 C38 C40 119.1(2) . . ?
C39 C38 C40 120.4(2) . . ?
C34 C39 C38 122.3(2) . . ?
C34 C39 H39 118.8 . . ?
C38 C39 H39 118.8 . . ?
F13 C40 F15 105.6(3) . . ?
F13 C40 C38 113.1(3) . . ?
F14 C40 F13 105.7(3) . . ?
F14 C40 F15 107.4(3) . . ?
F14 C40 C38 111.9(3) . . ?
F15 C40 C38 112.6(2) . . ?
F16A C41 C36 111.6(3) . . ?
F17A C41 F16A 103.1(3) . . ?
F17A C41 C36 112.9(3) . . ?
F18A C41 F16A 105.6(3) . . ?
F18A C41 F17A 109.2(4) . . ?
F18A C41 C36 113.7(3) . . ?
F17B C41 C36 118.6(12) . . ?
F17B C41 F16B 110.9(19) . . ?
F17B C41 F18B 114.0(18) . . ?
F16B C41 C36 105.2(10) . . ?
F18B C41 C36 111.3(7) . . ?
F18B C41 F16B 93.7(11) . . ?
C43 C42 B1 124.6(2) . . ?
C47 C42 C43 116.0(2) . . ?
C47 C42 B1 119.3(2) . . ?
C42 C43 H43 119.3 . . ?
C44 C43 C42 121.4(3) . . ?
C44 C43 H43 119.3 . . ?
C43 C44 C49 120.8(3) . . ?
C45 C44 C43 121.4(3) . . ?
C45 C44 C49 117.8(3) . . ?
C44 C45 H45 121.0 . . ?
C44 C45 C46 118.1(3) . . ?
C46 C45 H45 121.0 . . ?
C45 C46 C48 120.9(2) . . ?
C47 C46 C45 120.3(3) . . ?
C47 C46 C48 118.8(2) . . ?
C42 C47 H47 118.6 . . ?
C46 C47 C42 122.8(2) . . ?
C46 C47 H47 118.6 . . ?
F7A C48 F8A 104.2(3) . . ?
F7A C48 C46 112.1(2) . . ?
F8A C48 C46 111.8(2) . . ?
F9A C48 F7A 108.1(3) . . ?
F9A C48 F8A 105.7(3) . . ?
F9A C48 C46 114.2(3) . . ?
F8B C48 C46 119.9(11) . . ?
F8B C48 F7B 107(2) . . ?
F8B C48 F9B 112(2) . . ?
F7B C48 C46 106.6(11) . . ?
F9B C48 C46 110.0(19) . . ?
F9B C48 F7B 99(2) . . ?
F10 C49 C44 112.0(3) . . ?
F11 C49 F10 105.2(2) . . ?
F11 C49 C44 111.9(2) . . ?
F12 C49 F10 107.0(3) . . ?
F12 C49 F11 106.7(3) . . ?
F12 C49 C44 113.6(2) . . ?
C51 C50 B1 121.8(2) . . ?
C55 C50 C51 116.5(2) . . ?
C55 C50 B1 121.4(2) . . ?
C50 C51 H51 119.3 . . ?
C52 C51 C50 121.5(2) . . ?
C52 C51 H51 119.3 . . ?
C51 C52 C57 120.2(2) . . ?
C53 C52 C51 121.3(2) . . ?
C53 C52 C57 118.4(2) . . ?
C52 C53 H53 121.1 . . ?
C52 C53 C54 117.9(2) . . ?
C54 C53 H53 121.1 . . ?
C53 C54 C55 120.9(2) . . ?
C53 C54 C56 119.5(2) . . ?
C55 C54 C56 119.6(2) . . ?
C50 C55 H55 119.0 . . ?
C54 C55 C50 121.9(2) . . ?
C54 C55 H55 119.0 . . ?
F19A C56 F20A 106.3(3) . . ?
F19A C56 F21A 108.0(3) . . ?
F19A C56 C54 113.7(2) . . ?
F20A C56 C54 112.9(3) . . ?
F21A C56 F20A 104.1(3) . . ?
F21A C56 C54 111.1(2) . . ?
F19B C56 C54 114.1(12) . . ?
F19B C56 F21B 100.9(17) . . ?
F20B C56 C54 118.9(12) . . ?
F20B C56 F19B 105(2) . . ?
F20B C56 F21B 109(2) . . ?
F21B C56 C54 107.1(8) . . ?
F24B C57 C52 109.6(8) . . ?
F22A C57 C52 109.8(7) . . ?
F23A C57 F22A 106.8(12) . . ?
F23A C57 C52 112.9(8) . . ?
F24A C57 F22A 105.1(10) . . ?
F24A C57 F23A 108.5(10) . . ?
F24A C57 C52 113.3(8) . . ?
F23B C57 F24B 102.1(11) . . ?
F23B C57 C52 114.9(7) . . ?
F22B C57 F24B 105.5(10) . . ?
F22B C57 C52 117.5(8) . . ?
F22B C57 F23B 105.8(11) . . ?
C26 B1 C42 110.3(2) . . ?
C26 B1 C50 111.7(2) . . ?
C34 B1 C26 103.2(2) . . ?
C34 B1 C42 113.5(2) . . ?
C34 B1 C50 114.1(2) . . ?
C50 B1 C42 104.2(2) . . ?
C15 C14 H14 121.7 . . ?
C19 C14 H14 121.7 . . ?
C19 C14 C15 116.6(5) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.6(5) . . ?
C16 C15 H15 120.7 . . ?
C15 C16 H16 119.0 . . ?
C17 C16 C15 122.1(6) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.4(6) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 119.6 . . ?
C17 C18 C19 120.8(6) . . ?
C19 C18 H18 119.6 . . ?
C14 C19 H19 119.8 . . ?
C18 C19 C14 120.5(5) . . ?
C18 C19 H19 119.8 . . ?
C21 C20 H20 120.7 . . ?
C21 C20 C25 118.5(11) . . ?
C25 C20 H20 120.7 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.5(11) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 118.0 . . ?
C23 C22 C21 124.0(11) . . ?
C23 C22 H22 118.0 . . ?
C22 C23 H23 122.4 . . ?
C22 C23 C24 115.1(12) . . ?
C24 C23 H23 122.4 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.9(12) . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C24 121.9(11) . . ?
C20 C25 H25 119.1 . . ?
C24 C25 H25 119.1 . . ?

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
Sb1 N1 C2 C1 -13.5(6) . . . . ?
Sb1 N1 C2 C3 167.9(3) . . . . ?
Sb1 N1 C5 C4 -167.3(2) . . . . ?
Sb1 N1 C5 C6 13.1(5) . . . . ?
Sb1 N2 C7 C6 6.7(4) . . . . ?
Sb1 N2 C7 C8 -178.3(2) . . . . ?
Sb1 N2 C10 C9 178.68(19) . . . . ?
Sb1 N2 C10 C11 -0.5(4) . . . . ?
N1 C2 C3 C4 0.5(5) . . . . ?
N1 C5 C6 C7 -6.6(6) . . . . ?
N2 C7 C8 C9 -0.9(3) . . . . ?
N2 C7 C8 C12 178.3(3) . . . . ?
C1 C2 C3 C4 -178.0(5) . . . . ?
C2 N1 C5 C4 0.3(4) . . . . ?
C2 N1 C5 C6 -179.3(3) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C2 C3 C4 C13 -179.7(4) . . . . ?
C3 C4 C5 N1 0.0(4) . . . . ?
C3 C4 C5 C6 179.6(4) . . . . ?
C4 C5 C6 C7 173.9(4) . . . . ?
C5 N1 C2 C1 178.2(4) . . . . ?
C5 N1 C2 C3 -0.5(5) . . . . ?
C5 C6 C7 N2 -3.7(5) . . . . ?
C5 C6 C7 C8 -177.6(3) . . . . ?
C6 C7 C8 C9 173.8(3) . . . . ?
C6 C7 C8 C12 -7.1(5) . . . . ?
C7 N2 C10 C9 -0.5(3) . . . . ?
C7 N2 C10 C11 -179.7(3) . . . . ?
C7 C8 C9 C10 0.6(3) . . . . ?
C8 C9 C10 N2 0.0(3) . . . . ?
C8 C9 C10 C11 179.0(3) . . . . ?
C10 N2 C7 C6 -174.1(3) . . . . ?
C10 N2 C7 C8 0.8(3) . . . . ?
C12 C8 C9 C10 -178.5(3) . . . . ?
C13 C4 C5 N1 179.5(4) . . . . ?
C13 C4 C5 C6 -1.0(7) . . . . ?
C26 C27 C28 C29 -1.2(4) . . . . ?
C26 C27 C28 C33 -179.5(3) . . . . ?
C27 C26 C31 C30 -0.4(4) . . . . ?
C27 C26 B1 C34 -96.7(3) . . . . ?
C27 C26 B1 C42 24.9(3) . . . . ?
C27 C26 B1 C50 140.3(2) . . . . ?
C27 C28 C29 C30 0.9(4) . . . . ?
C27 C28 C33 F6B 141.5(9) . . . . ?
C27 C28 C33 F4A -157.0(4) . . . . ?
C27 C28 C33 F5A -37.7(6) . . . . ?
C27 C28 C33 F6A 88.4(6) . . . . ?
C27 C28 C33 F5B 21.9(8) . . . . ?
C27 C28 C33 F4B -98.7(11) . . . . ?
C28 C29 C30 C31 -0.3(4) . . . . ?
C28 C29 C30 C32 178.1(3) . . . . ?
C29 C28 C33 F6B -36.8(9) . . . . ?
C29 C28 C33 F4A 24.7(5) . . . . ?
C29 C28 C33 F5A 144.0(5) . . . . ?
C29 C28 C33 F6A -89.9(6) . . . . ?
C29 C28 C33 F5B -156.4(8) . . . . ?
C29 C28 C33 F4B 83.0(11) . . . . ?
C29 C30 C31 C26 0.1(4) . . . . ?
C29 C30 C32 F3B -143.9(11) . . . . ?
C29 C30 C32 F2B 112.7(15) . . . . ?
C29 C30 C32 F2A 135.8(5) . . . . ?
C29 C30 C32 F1A 22.9(5) . . . . ?
C29 C30 C32 F3A -96.6(6) . . . . ?
C29 C30 C32 F1B -29.2(18) . . . . ?
C31 C26 C27 C28 1.0(4) . . . . ?
C31 C26 B1 C34 76.8(3) . . . . ?
C31 C26 B1 C42 -161.6(2) . . . . ?
C31 C26 B1 C50 -46.2(3) . . . . ?
C31 C30 C32 F3B 34.6(11) . . . . ?
C31 C30 C32 F2B -68.9(16) . . . . ?
C31 C30 C32 F2A -45.7(6) . . . . ?
C31 C30 C32 F1A -158.6(4) . . . . ?
C31 C30 C32 F3A 81.8(6) . . . . ?
C31 C30 C32 F1B 149.3(18) . . . . ?
C32 C30 C31 C26 -178.3(3) . . . . ?
C33 C28 C29 C30 179.1(3) . . . . ?
C34 C35 C36 C37 -0.5(4) . . . . ?
C34 C35 C36 C41 178.2(3) . . . . ?
C35 C34 C39 C38 2.3(4) . . . . ?
C35 C34 B1 C26 72.5(3) . . . . ?
C35 C34 B1 C42 -46.9(3) . . . . ?
C35 C34 B1 C50 -166.1(2) . . . . ?
C35 C36 C37 C38 1.9(4) . . . . ?
C35 C36 C41 F16A -142.5(3) . . . . ?
C35 C36 C41 F17A -27.0(5) . . . . ?
C35 C36 C41 F18A 98.2(4) . . . . ?
C35 C36 C41 F17B -107(2) . . . . ?
C35 C36 C41 F16B 128.7(11) . . . . ?
C35 C36 C41 F18B 28.5(13) . . . . ?
C36 C37 C38 C39 -1.3(4) . . . . ?
C36 C37 C38 C40 176.0(3) . . . . ?
C37 C36 C41 F16A 36.2(4) . . . . ?
C37 C36 C41 F17A 151.7(4) . . . . ?
C37 C36 C41 F18A -83.1(5) . . . . ?
C37 C36 C41 F17B 72(2) . . . . ?
C37 C36 C41 F16B -52.6(11) . . . . ?
C37 C36 C41 F18B -152.8(13) . . . . ?
C37 C38 C39 C34 -0.9(4) . . . . ?
C37 C38 C40 F13 37.2(4) . . . . ?
C37 C38 C40 F14 -82.0(3) . . . . ?
C37 C38 C40 F15 156.8(3) . . . . ?
C39 C34 C35 C36 -1.6(4) . . . . ?
C39 C34 B1 C26 -99.3(3) . . . . ?
C39 C34 B1 C42 141.3(2) . . . . ?
C39 C34 B1 C50 22.1(3) . . . . ?
C39 C38 C40 F13 -145.6(3) . . . . ?
C39 C38 C40 F14 95.2(3) . . . . ?
C39 C38 C40 F15 -26.0(4) . . . . ?
C40 C38 C39 C34 -178.1(3) . . . . ?
C41 C36 C37 C38 -176.7(3) . . . . ?
C42 C43 C44 C45 0.8(4) . . . . ?
C42 C43 C44 C49 -176.9(2) . . . . ?
C43 C42 C47 C46 0.6(4) . . . . ?
C43 C42 B1 C26 -134.3(2) . . . . ?
C43 C42 B1 C34 -19.1(3) . . . . ?
C43 C42 B1 C50 105.6(3) . . . . ?
C43 C44 C45 C46 -0.2(4) . . . . ?
C43 C44 C49 F10 -129.0(3) . . . . ?
C43 C44 C49 F11 113.2(3) . . . . ?
C43 C44 C49 F12 -7.7(4) . . . . ?
C44 C45 C46 C47 -0.2(4) . . . . ?
C44 C45 C46 C48 -179.4(3) . . . . ?
C45 C44 C49 F10 53.2(4) . . . . ?
C45 C44 C49 F11 -64.6(4) . . . . ?
C45 C44 C49 F12 174.5(3) . . . . ?
C45 C46 C47 C42 -0.1(4) . . . . ?
C45 C46 C48 F7A -117.7(3) . . . . ?
C45 C46 C48 F8A 125.7(3) . . . . ?
C45 C46 C48 F9A 5.7(4) . . . . ?
C45 C46 C48 F8B 177(2) . . . . ?
C45 C46 C48 F7B -61.6(16) . . . . ?
C45 C46 C48 F9B 44(2) . . . . ?
C47 C42 C43 C44 -1.0(4) . . . . ?
C47 C42 B1 C26 49.1(3) . . . . ?
C47 C42 B1 C34 164.3(2) . . . . ?
C47 C42 B1 C50 -71.0(3) . . . . ?
C47 C46 C48 F7A 63.1(4) . . . . ?
C47 C46 C48 F8A -53.5(3) . . . . ?
C47 C46 C48 F9A -173.5(3) . . . . ?
C47 C46 C48 F8B -2(2) . . . . ?
C47 C46 C48 F7B 119.1(16) . . . . ?
C47 C46 C48 F9B -135(2) . . . . ?
C48 C46 C47 C42 179.2(2) . . . . ?
C49 C44 C45 C46 177.6(2) . . . . ?
C50 C51 C52 C53 -2.1(4) . . . . ?
C50 C51 C52 C57 175.2(3) . . . . ?
C51 C50 C55 C54 0.8(4) . . . . ?
C51 C50 B1 C26 156.8(2) . . . . ?
C51 C50 B1 C34 40.3(3) . . . . ?
C51 C50 B1 C42 -84.1(3) . . . . ?
C51 C52 C53 C54 1.0(4) . . . . ?
C51 C52 C57 F24B -85.3(16) . . . . ?
C51 C52 C57 F22A 134.8(12) . . . . ?
C51 C52 C57 F23A 15.7(9) . . . . ?
C51 C52 C57 F24A -108.1(9) . . . . ?
C51 C52 C57 F23B 28.9(12) . . . . ?
C51 C52 C57 F22B 154.3(14) . . . . ?
C52 C53 C54 C55 0.9(4) . . . . ?
C52 C53 C54 C56 -177.1(3) . . . . ?
C53 C52 C57 F24B 92.1(16) . . . . ?
C53 C52 C57 F22A -47.9(12) . . . . ?
C53 C52 C57 F23A -166.9(9) . . . . ?
C53 C52 C57 F24A 69.3(9) . . . . ?
C53 C52 C57 F23B -153.7(11) . . . . ?
C53 C52 C57 F22B -28.3(14) . . . . ?
C53 C54 C55 C50 -1.8(4) . . . . ?
C53 C54 C56 F19A -23.9(4) . . . . ?
C53 C54 C56 F20A -145.2(3) . . . . ?
C53 C54 C56 F21A 98.2(3) . . . . ?
C53 C54 C56 F19B -76.6(19) . . . . ?
C53 C54 C56 F20B 158(2) . . . . ?
C53 C54 C56 F21B 34.2(12) . . . . ?
C55 C50 C51 C52 1.1(4) . . . . ?
C55 C50 B1 C26 -29.6(3) . . . . ?
C55 C50 B1 C34 -146.2(2) . . . . ?
C55 C50 B1 C42 89.5(3) . . . . ?
C55 C54 C56 F19A 158.0(3) . . . . ?
C55 C54 C56 F20A 36.8(4) . . . . ?
C55 C54 C56 F21A -79.8(4) . . . . ?
C55 C54 C56 F19B 105.3(19) . . . . ?
C55 C54 C56 F20B -20(2) . . . . ?
C55 C54 C56 F21B -143.8(12) . . . . ?
C56 C54 C55 C50 176.2(3) . . . . ?
C57 C52 C53 C54 -176.4(3) . . . . ?
B1 C26 C27 C28 174.8(2) . . . . ?
B1 C26 C31 C30 -174.3(2) . . . . ?
B1 C34 C35 C36 -174.1(2) . . . . ?
B1 C34 C39 C38 174.4(2) . . . . ?
B1 C42 C43 C44 -177.7(2) . . . . ?
B1 C42 C47 C46 177.5(2) . . . . ?
B1 C50 C51 C52 175.0(2) . . . . ?
B1 C50 C55 C54 -173.1(2) . . . . ?
C14 C15 C16 C17 0.2(7) . . . . ?
C15 C14 C19 C18 -1.4(6) . . . . ?
C15 C16 C17 C18 -1.2(8) . . . . ?
C16 C17 C18 C19 0.8(8) . . . . ?
C17 C18 C19 C14 0.6(7) . . . . ?
C19 C14 C15 C16 1.1(6) . . . . ?
C20 C21 C22 C23 -2.7(19) . . . . ?
C21 C20 C25 C24 2.7(19) . . . . ?
C21 C22 C23 C24 3.8(18) . . . . ?
C22 C23 C24 C25 -1.7(16) . . . . ?
C23 C24 C25 C20 -1.4(18) . . . . ?
C25 C20 C21 C22 -0.7(16) . . . . ?

