# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_tBu2BiI
_database_code_depnum_ccdc_archive 'CCDC 1893030'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2017-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        Bis-tert-butylidobismutan
_chemical_formula_moiety         'C8 H18 Bi I'
_chemical_formula_sum            'C8 H18 Bi I'
_chemical_formula_weight         450.10
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.9959(16)
_cell_length_b                   13.116(3)
_cell_length_c                   11.623(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.34(3)
_cell_angle_gamma                90
_cell_volume                     1186.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9711
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      58.4
_cell_measurement_theta_min      3.6
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    17.413
_exptl_absorpt_correction_T_max  0.3054
_exptl_absorpt_correction_T_min  0.0218
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'X Area X Red 1.63.1.0 (Stoe, 2016)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.521
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             808
_exptl_crystal_preparation       
'Red planks have to be immediately placed on the diffractometer due to crucial sensibility issues.'
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.111
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_av_unetI/netI     0.0511
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9480
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.208
_diffrn_reflns_theta_min         2.378
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2730
_reflns_number_total             3182
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.487
_refine_diff_density_min         -2.076
_refine_diff_density_rms         0.253
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     97
_refine_ls_number_reflns         3182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0274
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0569
_refine_ls_wR_factor_ref         0.0588
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C3(H3A,H3B,H3C), C2(H2A,H2B,H2C), C1(H1A,
 H1B,H1C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.62793(2) 0.24466(2) 0.29277(2) 0.01545(6) Uani 1 1 d . . . . .
I1 I 0.87390(4) 0.14506(2) 0.47736(3) 0.02099(8) Uani 1 1 d . . . . .
C8 C 0.3904(6) 0.2062(4) 0.3678(4) 0.0190(9) Uani 1 1 d . . . . .
C5 C 0.4044(7) 0.2462(5) 0.4910(5) 0.0353(15) Uani 1 1 d . . . . .
H5A H 0.2977 0.2316 0.5158 0.053 Uiso 1 1 calc GR . . . .
H5B H 0.4235 0.3200 0.4920 0.053 Uiso 1 1 calc GR . . . .
H5C H 0.5010 0.2130 0.5454 0.053 Uiso 1 1 calc GR . . . .
C6 C 0.3761(7) 0.0906(4) 0.3646(5) 0.0305(12) Uani 1 1 d . . . . .
H6A H 0.4760 0.0611 0.4194 0.046 Uiso 1 1 calc GR . . . .
H6B H 0.3720 0.0663 0.2843 0.046 Uiso 1 1 calc GR . . . .
H6C H 0.2709 0.0700 0.3880 0.046 Uiso 1 1 calc GR . . . .
C3 C 0.5417(7) 0.4754(4) 0.3108(5) 0.0251(10) Uani 1 1 d . . . . .
H3A H 0.4976 0.4646 0.2257 0.038 Uiso 1 1 calc GR . . . .
H3B H 0.5711 0.5474 0.3257 0.038 Uiso 1 1 calc GR . . . .
H3C H 0.4535 0.4559 0.3529 0.038 Uiso 1 1 calc GR . . . .
C4 C 0.7014(6) 0.4103(4) 0.3543(4) 0.0192(9) Uani 1 1 d . . . . .
C2 C 0.8399(7) 0.4388(4) 0.2912(5) 0.0286(11) Uani 1 1 d . . . . .
H2A H 0.9401 0.3947 0.3185 0.043 Uiso 1 1 calc GR . . . .
H2B H 0.8733 0.5101 0.3085 0.043 Uiso 1 1 calc GR . . . .
H2C H 0.7961 0.4302 0.2058 0.043 Uiso 1 1 calc GR . . . .
C1 C 0.7663(7) 0.4224(4) 0.4884(5) 0.0282(12) Uani 1 1 d . . . . .
H1A H 0.6815 0.3939 0.5284 0.042 Uiso 1 1 calc GR . . . .
H1B H 0.7831 0.4949 0.5080 0.042 Uiso 1 1 calc GR . . . .
H1C H 0.8757 0.3862 0.5146 0.042 Uiso 1 1 calc GR . . . .
C7 C 0.2387(7) 0.2528(4) 0.2801(5) 0.0274(11) Uani 1 1 d . . . . .
H7A H 0.2459 0.2353 0.1994 0.041 Uiso 1 1 calc GR . . . .
H7B H 0.2412 0.3271 0.2893 0.041 Uiso 1 1 calc GR . . . .
H7C H 0.1312 0.2261 0.2950 0.041 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 I1 2.8688(9) . ?
Bi1 C8 2.321(5) . ?
Bi1 C4 2.320(5) . ?
C8 C5 1.504(7) . ?
C8 C6 1.520(7) . ?
C8 C7 1.521(6) . ?
C3 C4 1.523(6) . ?
C4 C2 1.509(7) . ?
C4 C1 1.533(7) . ?

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
C8 Bi1 I1 95.69(11) . . ?
C4 Bi1 I1 96.58(10) . . ?
C4 Bi1 C8 105.00(18) . . ?
C5 C8 Bi1 113.2(3) . . ?
C5 C8 C6 111.1(5) . . ?
C5 C8 C7 111.7(5) . . ?
C6 C8 Bi1 105.7(4) . . ?
C6 C8 C7 109.9(4) . . ?
C7 C8 Bi1 104.8(3) . . ?
C3 C4 Bi1 106.8(3) . . ?
C3 C4 C1 109.9(4) . . ?
C2 C4 Bi1 104.2(3) . . ?
C2 C4 C3 110.7(4) . . ?
C2 C4 C1 110.7(4) . . ?
C1 C4 Bi1 114.4(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tBu2BiN3
_database_code_depnum_ccdc_archive 'CCDC 1893034'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2018-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        'Di tert butyl azidobismuthane'
_chemical_formula_moiety         'C8 H18 Bi N3'
_chemical_formula_sum            'C8 H18 Bi N3'
_chemical_formula_weight         365.23
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           122
_space_group_name_H-M_alt        'I -4 2 d'
_space_group_name_Hall           'I -4 2bw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y, -z+3/4'
'x+1/2, -y, -z+3/4'
'-y+1/2, -x, z+3/4'
'y+1/2, x, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'-x+1, y+1/2, -z+5/4'
'x+1, -y+1/2, -z+5/4'
'-y+1, -x+1/2, z+5/4'
'y+1, x+1/2, z+5/4'

_cell_length_a                   11.4387(16)
_cell_length_b                   11.4387(16)
_cell_length_c                   17.818(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2331.4(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6184
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.983
_cell_measurement_theta_min      2.116
_shelx_estimated_absorpt_T_max   0.211
_shelx_estimated_absorpt_T_min   0.152
_exptl_absorpt_coefficient_mu    15.085
_exptl_absorpt_correction_T_max  0.7681
_exptl_absorpt_correction_T_min  0.2233
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   'STOE X-Area, LANA'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.081
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_size_rad          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6184
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.983
_diffrn_reflns_theta_min         2.116
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    0.980
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                1065
_reflns_number_total             1137
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details 
;
 Flack x determined using 438 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.023(12)
_refine_ls_extinction_coef       0.00079(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     61
_refine_ls_number_reflns         1137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0187
_refine_ls_R_factor_gt           0.0167
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0208P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0360
_refine_ls_wR_factor_ref         0.0363
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.86(2)
 0.14(2)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
3.a Idealised Me refined as rotating group:
 C003(H00A,H00B,H00C), C004(H00D,H00E,H00F), C005(H00G,H00H,H00I)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.250000 0.40338(3) 0.375000 0.01516(12) Uani 1 2 d S T P . .
N1 N 0.4583(5) 0.4065(6) 0.4180(3) 0.0252(12) Uani 1 1 d . . . . .
C2 C 0.2050(6) 0.2329(7) 0.2379(4) 0.0251(16) Uani 1 1 d . . . . .
H2A H 0.232098 0.185591 0.195548 0.038 Uiso 1 1 calc GR . . . .
H2B H 0.158703 0.298860 0.219193 0.038 Uiso 1 1 calc GR . . . .
H2C H 0.156578 0.184763 0.271151 0.038 Uiso 1 1 calc GR . . . .
C4 C 0.3841(7) 0.3573(7) 0.2296(4) 0.0252(16) Uani 1 1 d . . . . .
H4D H 0.449902 0.389481 0.258068 0.038 Uiso 1 1 calc GR . . . .
H4E H 0.335822 0.421378 0.210278 0.038 Uiso 1 1 calc GR . . . .
H4F H 0.413882 0.310841 0.187477 0.038 Uiso 1 1 calc GR . . . .
C3 C 0.3830(6) 0.1787(6) 0.3118(4) 0.0227(16) Uani 1 1 d . . . . .
H3G H 0.414684 0.133044 0.269893 0.034 Uiso 1 1 calc GR . . . .
H3H H 0.334115 0.128269 0.343254 0.034 Uiso 1 1 calc GR . . . .
H3I H 0.447471 0.210235 0.341781 0.034 Uiso 1 1 calc GR . . . .
N2 N 0.500000 0.500000 0.4163(5) 0.0175(17) Uani 1 2 d S T P . .
C1 C 0.3096(5) 0.2788(6) 0.2812(4) 0.0184(14) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 N1 2.503(6) . ?
Bi1 N1 2.503(6) 5 ?
Bi1 C1 2.299(7) . ?
Bi1 C1 2.299(7) 5 ?
N1 N2 1.172(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C2 C1 1.518(9) . ?
C4 H4D 0.9800 . ?
C4 H4E 0.9800 . ?
C4 H4F 0.9800 . ?
C4 C1 1.542(9) . ?
C3 H3G 0.9800 . ?
C3 H3H 0.9800 . ?
C3 H3I 0.9800 . ?
C3 C1 1.521(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Bi1 N1 178.4(3) . 5 ?
C1 Bi1 N1 93.9(2) . 5 ?
C1 Bi1 N1 87.1(2) 5 5 ?
C1 Bi1 N1 93.9(2) 5 . ?
C1 Bi1 N1 87.1(2) . . ?
C1 Bi1 C1 103.4(3) . 5 ?
N2 N1 Bi1 113.1(4) . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H4D C4 H4E 109.5 . . ?
H4D C4 H4F 109.5 . . ?
H4E C4 H4F 109.5 . . ?
C1 C4 H4D 109.5 . . ?
C1 C4 H4E 109.5 . . ?
C1 C4 H4F 109.5 . . ?
H3G C3 H3H 109.5 . . ?
H3G C3 H3I 109.5 . . ?
H3H C3 H3I 109.5 . . ?
C1 C3 H3G 109.5 . . ?
C1 C3 H3H 109.5 . . ?
C1 C3 H3I 109.5 . . ?
N1 N2 N1 176.9(10) . 2_665 ?
C2 C1 Bi1 110.5(4) . . ?
C2 C1 C4 109.5(6) . . ?
C2 C1 C3 110.9(6) . . ?
C4 C1 Bi1 103.7(5) . . ?
C3 C1 Bi1 111.8(5) . . ?
C3 C1 C4 110.3(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.86(2)
2 0.14(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_tBu2BiSCN
_database_code_depnum_ccdc_archive 'CCDC 1893033'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2018-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Bis-tert-butylthiocyanatobismuthan
_chemical_formula_moiety         'C18 H36 Bi2 N2 S2'
_chemical_formula_sum            'C18 H36 Bi2 N2 S2'
_chemical_formula_weight         762.57
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   12.8551(12)
_cell_length_b                   14.8107(11)
_cell_length_c                   13.3604(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2543.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21640
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.84
_cell_measurement_theta_min      1.46
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    13.985
_exptl_absorpt_correction_T_max  0.0424
_exptl_absorpt_correction_T_min  0.0182
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   'STOE X-AREA, LANA 1.71.3'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.991
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1424
_exptl_crystal_preparation       
'Hexagonal platelet cut into smaller triangular platelett. Compound is X-ray sensitive especially to CuKa radiation.'
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_size_rad          0.054
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21640
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.593
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'STOE IPDS2'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.911
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4234
_reflns_number_total             4997
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.555
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.171
_refine_ls_abs_structure_details 
;
 Flack x determined using 1775 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.034(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4997
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0444P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0711
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 N2, C10
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C1, N1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C4AA) = Uanis(C3)
Uanis(C0AA) = Uanis(C5)
Uanis(C8) = Uanis(C26)
Uanis(C2AA) = Uanis(C9)
Uanis(C3AA) = Uanis(C7)
Uanis(C4) = Uanis(C1AA)
4.a Me refined with riding coordinates:
 C1AA(H1AA,H1AB,H1AC)
4.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C9(H9A,H9B,H9C), C4(H4A,H4B,H4C), C8(H8A,H8B,H8C), C5(H5A,
 H5B,H5C), C7(H7A,H7B,H7C), C2AA(H2AA,H2AB,H2AC), C3AA(H3AA,H3AB,H3AC),
 C26(H26A,H26B,H26C), C4AA(H4AA,H4AB,H4AC), C0AA(H0AA,H0AB,H0AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi -0.51975(3) -0.79365(3) -0.48969(4) 0.02621(12) Uani 1 1 d . . . . .
Bi2 Bi -0.68558(4) -0.39128(3) -0.46153(4) 0.03330(14) Uani 1 1 d . . . . .
S2 S -0.8858(3) -0.1165(3) -0.3449(3) 0.0370(8) Uani 1 1 d . . . . .
S1 S -0.6486(3) -0.7005(3) -0.6304(3) 0.0432(9) Uani 1 1 d . . . . .
N1 N -0.6255(12) -0.5315(9) -0.5412(12) 0.063(4) Uani 1 1 d . U . . .
C1 C -0.6375(13) -0.6003(11) -0.5776(13) 0.047(4) Uani 1 1 d . U . . .
C8 C -0.7420(13) -0.8921(12) -0.4964(14) 0.066(4) Uani 1 1 d . . . . .
H3A H -0.761907 -0.844414 -0.543547 0.100 Uiso 1 1 calc GR . . . .
H3B H -0.804457 -0.916076 -0.463793 0.100 Uiso 1 1 calc GR . . . .
H3C H -0.706577 -0.940701 -0.532590 0.100 Uiso 1 1 calc GR . . . .
C6 C -0.6697(11) -0.8535(12) -0.4181(11) 0.045(4) Uani 1 1 d . . . . .
C4 C -0.3589(18) -0.8848(16) -0.6271(16) 0.076(4) Uani 1 1 d . . . . .
H9A H -0.349350 -0.822965 -0.651333 0.115 Uiso 1 1 calc GR . . . .
H9B H -0.333860 -0.927515 -0.677659 0.115 Uiso 1 1 calc GR . . . .
H9C H -0.319602 -0.893189 -0.564914 0.115 Uiso 1 1 calc GR . . . .
C2 C -0.4757(13) -0.9020(10) -0.6070(11) 0.043(4) Uani 1 1 d . . . . .
N2 N -0.7404(11) -0.2519(12) -0.3755(11) 0.065(5) Uani 1 1 d . U . . .
C9 C -0.718(2) -0.7740(16) -0.3646(16) 0.095(6) Uani 1 1 d . . . . .
H4A H -0.668777 -0.749534 -0.315915 0.143 Uiso 1 1 calc GR . . . .
H4B H -0.781390 -0.793858 -0.329799 0.143 Uiso 1 1 calc GR . . . .
H4C H -0.736245 -0.727228 -0.413496 0.143 Uiso 1 1 calc GR . . . .
C5 C -0.4883(14) -0.9969(12) -0.5680(14) 0.058(3) Uani 1 1 d . . . . .
H8A H -0.459189 -1.000861 -0.500380 0.087 Uiso 1 1 calc GR . . . .
H8B H -0.451534 -1.038977 -0.612220 0.087 Uiso 1 1 calc GR . . . .
H8C H -0.562342 -1.012506 -0.566184 0.087 Uiso 1 1 calc GR . . . .
C7 C -0.6425(16) -0.9265(17) -0.3424(16) 0.085(6) Uani 1 1 d . . . . .
H5A H -0.606153 -0.975975 -0.376324 0.127 Uiso 1 1 calc GR . . . .
H5B H -0.706387 -0.949530 -0.311618 0.127 Uiso 1 1 calc GR . . . .
H5C H -0.597331 -0.901050 -0.290435 0.127 Uiso 1 1 calc GR . . . .
C10 C -0.8021(12) -0.1953(11) -0.3635(11) 0.040(3) Uani 1 1 d . U . . .
C3 C -0.5369(16) -0.8900(15) -0.7051(15) 0.076(5) Uani 1 1 d . . . . .
H7A H -0.610648 -0.902973 -0.693190 0.115 Uiso 1 1 calc GR . . . .
H7B H -0.509790 -0.931710 -0.755763 0.115 Uiso 1 1 calc GR . . . .
H7C H -0.529319 -0.827781 -0.728913 0.115 Uiso 1 1 calc GR . . . .
C15 C -0.5419(11) -0.3162(10) -0.5225(11) 0.041(4) Uani 1 1 d . . . . .
C11 C -0.6289(11) -0.4520(11) -0.3115(10) 0.041(4) Uani 1 1 d . . . . .
C16 C -0.5063(15) -0.2405(15) -0.4497(16) 0.076(4) Uani 1 1 d . . . . .
H2AA H -0.559408 -0.193111 -0.447184 0.115 Uiso 1 1 calc GR . . . .
H2AB H -0.440518 -0.214724 -0.473406 0.115 Uiso 1 1 calc GR . . . .
H2AC H -0.496422 -0.265897 -0.382652 0.115 Uiso 1 1 calc GR . . . .
C17 C -0.5746(18) -0.2783(15) -0.6224(15) 0.076(5) Uani 1 1 d . . . . .
H3AA H -0.596181 -0.327730 -0.666527 0.115 Uiso 1 1 calc GR . . . .
H3AB H -0.515998 -0.246013 -0.652759 0.115 Uiso 1 1 calc GR . . . .
H3AC H -0.632881 -0.236515 -0.612897 0.115 Uiso 1 1 calc GR . . . .
C18 C -0.4526(13) -0.3785(11) -0.5348(15) 0.058(3) Uani 1 1 d . . . . .
H26A H -0.427892 -0.397792 -0.468773 0.087 Uiso 1 1 calc GR . . . .
H26B H -0.396345 -0.347422 -0.570304 0.087 Uiso 1 1 calc GR . . . .
H26C H -0.474605 -0.431409 -0.573361 0.087 Uiso 1 1 calc GR . . . .
C13 C -0.7168(14) -0.5088(14) -0.2767(15) 0.066(4) Uani 1 1 d . . . . .
H4AA H -0.781136 -0.473363 -0.278010 0.100 Uiso 1 1 calc GR . . . .
H4AB H -0.703210 -0.529359 -0.208206 0.100 Uiso 1 1 calc GR . . . .
H4AC H -0.724026 -0.561238 -0.320890 0.100 Uiso 1 1 calc GR . . . .
C14 C -0.5302(16) -0.4983(18) -0.3220(16) 0.085(6) Uani 1 1 d . . . . .
H0AA H -0.540255 -0.554006 -0.360408 0.127 Uiso 1 1 calc GR . . . .
H0AB H -0.502793 -0.513197 -0.255518 0.127 Uiso 1 1 calc GR . . . .
H0AC H -0.480758 -0.459141 -0.357043 0.127 Uiso 1 1 calc GR . . . .
C12 C -0.614(2) -0.3793(16) -0.2369(15) 0.095(6) Uani 1 1 d . . . . .
H1AA H -0.679619 -0.346404 -0.227956 0.143 Uiso 1 1 calc R . . . .
H1AB H -0.592644 -0.405664 -0.172920 0.143 Uiso 1 1 calc R . . . .
H1AC H -0.560256 -0.337554 -0.260532 0.143 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 S2 2.912(4) 3_545 ?
Bi1 S1 2.860(4) . ?
Bi1 C6 2.327(15) . ?
Bi1 C2 2.313(15) . ?
Bi2 N1 2.458(14) . ?
Bi2 N2 2.466(15) . ?
Bi2 C15 2.305(14) . ?
Bi2 C11 2.315(13) . ?
S2 C10 1.607(16) . ?
S1 C1 1.649(17) . ?
N1 C1 1.14(2) . ?
C8 C6 1.51(2) . ?
C6 C9 1.51(3) . ?
C6 C7 1.52(2) . ?
C4 C2 1.55(3) . ?
C2 C5 1.51(2) . ?
C2 C3 1.54(2) . ?
N2 C10 1.16(2) . ?
C15 C16 1.55(2) . ?
C15 C17 1.51(2) . ?
C15 C18 1.48(2) . ?
C11 C13 1.48(2) . ?
C11 C14 1.45(2) . ?
C11 C12 1.48(3) . ?

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
S1 Bi1 S2 178.32(11) . 3_545 ?
C6 Bi1 S2 92.4(4) . 3_545 ?
C6 Bi1 S1 88.5(4) . . ?
C2 Bi1 S2 89.3(4) . 3_545 ?
C2 Bi1 S1 91.8(4) . . ?
C2 Bi1 C6 102.5(6) . . ?
N1 Bi2 N2 177.5(5) . . ?
C15 Bi2 N1 90.2(5) . . ?
C15 Bi2 N2 89.4(6) . . ?
C15 Bi2 C11 104.0(5) . . ?
C11 Bi2 N1 87.0(6) . . ?
C11 Bi2 N2 90.7(6) . . ?
C10 S2 Bi1 87.8(5) . 3_445 ?
C1 S1 Bi1 95.9(5) . . ?
C1 N1 Bi2 153.8(14) . . ?
N1 C1 S1 177.1(17) . . ?
C8 C6 Bi1 111.6(10) . . ?
C8 C6 C7 109.4(16) . . ?
C9 C6 Bi1 103.9(13) . . ?
C9 C6 C8 111.5(15) . . ?
C9 C6 C7 109.5(16) . . ?
C7 C6 Bi1 110.7(11) . . ?
C4 C2 Bi1 104.0(11) . . ?
C5 C2 Bi1 112.7(11) . . ?
C5 C2 C4 108.5(15) . . ?
C5 C2 C3 110.3(15) . . ?
C3 C2 Bi1 111.8(11) . . ?
C3 C2 C4 109.3(16) . . ?
C10 N2 Bi2 149.5(12) . . ?
N2 C10 S2 178.8(15) . . ?
C16 C15 Bi2 111.3(10) . . ?
C17 C15 Bi2 105.6(12) . . ?
C17 C15 C16 111.6(16) . . ?
C18 C15 Bi2 111.1(10) . . ?
C18 C15 C16 106.9(14) . . ?
C18 C15 C17 110.5(15) . . ?
C13 C11 Bi2 104.6(10) . . ?
C14 C11 Bi2 112.1(11) . . ?
C14 C11 C13 115.4(17) . . ?
C14 C11 C12 107.3(18) . . ?
C12 C11 Bi2 109.9(12) . . ?
C12 C11 C13 107.5(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tBu2BiCN
_database_code_depnum_ccdc_archive 'CCDC 1893031'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2018-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Bis-tert-butylcyanobismutan
_chemical_formula_moiety         'C9 H18 Bi N'
_chemical_formula_sum            'C9 H18 Bi N'
_chemical_formula_weight         349.22
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           94
_space_group_name_H-M_alt        'P 42 21 2'
_space_group_name_Hall           'P 4n 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'y, x, -z'
'-y, -x, -z'

_cell_length_a                   13.3118(6)
_cell_length_b                   13.3118(6)
_cell_length_c                   6.2820(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1113.20(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1102
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.48
_cell_measurement_theta_min      1.53
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.787
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   'STOE X-AREA, LANA 1.71.3'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            beige
_exptl_crystal_density_diffrn    2.084
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.045
_exptl_crystal_size_rad          0.0573
_exptl_transmission_factor_max   0.0656
_exptl_transmission_factor_min   0.0380
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0116
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            11435
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.991
_diffrn_reflns_theta_min         2.164
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'STOE IPDS2'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.616
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                989
_reflns_number_total             1104
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.077
_refine_diff_density_min         -0.650
_refine_diff_density_rms         0.139
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.49(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.247
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         1104
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0236
_refine_ls_restrained_S_all      1.247
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0093P)²+6.6568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0456
_refine_ls_wR_factor_ref         0.0490
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.51(4)
 0.49(4)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C002)
4. Others
 Fixed Sof: C002(0.5) N1(0.5)
5.a Idealised Me refined as rotating group:
 C004(H00A,H00B,H00C), C005(H00D,H00E,H00F), C0AA(H0AA,H0AB,H0AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.27531(2) 0.72469(2) 0.500000 0.02141(13) Uani 1 2 d S T P . .
C1 C 0.272(6) 0.722(6) -0.073(6) 0.038(5) Uani 0.5 1 d . . . A -1
C2 C 0.4504(6) 0.7444(6) 0.481(4) 0.026(3) Uani 1 1 d . . . . .
C4 C 0.4641(8) 0.8505(7) 0.3934(17) 0.031(2) Uani 1 1 d . . . . .
H00A H 0.438038 0.853723 0.251141 0.046 Uiso 1 1 calc GR . . . .
H00B H 0.534300 0.867099 0.392078 0.046 Uiso 1 1 calc GR . . . .
H00C H 0.428702 0.897290 0.482141 0.046 Uiso 1 1 calc GR . . . .
C3 C 0.4954(8) 0.6678(9) 0.3254(16) 0.029(2) Uani 1 1 d . . . . .
H00D H 0.463460 0.674461 0.189124 0.044 Uiso 1 1 calc GR . . . .
H00E H 0.484823 0.601177 0.379150 0.044 Uiso 1 1 calc GR . . . .
H00F H 0.566174 0.679953 0.310641 0.044 Uiso 1 1 calc GR . . . .
C5 C 0.4946(8) 0.7344(9) 0.6967(15) 0.029(2) Uani 1 1 d . . . . .
H0AA H 0.467530 0.785541 0.787955 0.044 Uiso 1 1 calc GR . . . .
H0AB H 0.566239 0.741889 0.688116 0.044 Uiso 1 1 calc GR . . . .
H0AC H 0.478691 0.669433 0.753575 0.044 Uiso 1 1 calc GR . . . .
N1 N 0.282(5) 0.716(5) 0.095(5) 0.038(5) Uani 0.5 1 d . . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 C2 2.349(8) . ?
Bi1 C2 2.349(8) 8_666 ?
Bi1 N1 2.55(3) . ?
C1 N1 1.07(2) . ?
C2 C4 1.525(15) . ?
C2 C3 1.533(18) . ?
C2 C5 1.48(2) . ?
C4 H00A 0.9600 . ?
C4 H00B 0.9600 . ?
C4 H00C 0.9600 . ?
C3 H00D 0.9600 . ?
C3 H00E 0.9600 . ?
C3 H00F 0.9600 . ?
C5 H0AA 0.9600 . ?
C5 H0AB 0.9600 . ?
C5 H0AC 0.9600 . ?

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
C2 Bi1 C2 103.0(4) . 8_666 ?
C2 Bi1 N1 85.3(17) . . ?
C2 Bi1 N1 90.6(16) 8_666 . ?
C4 C2 Bi1 103.9(6) . . ?
C4 C2 C3 109.9(14) . . ?
C3 C2 Bi1 110.3(8) . . ?
C5 C2 Bi1 109.7(10) . . ?
C5 C2 C4 111.3(10) . . ?
C5 C2 C3 111.5(9) . . ?
C2 C4 H00A 109.5 . . ?
C2 C4 H00B 109.5 . . ?
C2 C4 H00C 109.5 . . ?
H00A C4 H00B 109.5 . . ?
H00A C4 H00C 109.5 . . ?
H00B C4 H00C 109.5 . . ?
C2 C3 H00D 109.5 . . ?
C2 C3 H00E 109.5 . . ?
C2 C3 H00F 109.5 . . ?
H00D C3 H00E 109.5 . . ?
H00D C3 H00F 109.5 . . ?
H00E C3 H00F 109.5 . . ?
C2 C5 H0AA 109.5 . . ?
C2 C5 H0AB 109.5 . . ?
C2 C5 H0AC 109.5 . . ?
H0AA C5 H0AB 109.5 . . ?
H0AA C5 H0AC 109.5 . . ?
H0AB C5 H0AC 109.5 . . ?
C1 N1 Bi1 168(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.51(4)
2 0.49(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_br1381
_database_code_depnum_ccdc_archive 'CCDC 1893036'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2018-08-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H45 Bi P Sb'
_chemical_formula_sum            'C20 H45 Bi P Sb'
_chemical_formula_weight         647.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.0562 5.8946 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.0111 8.9310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.4287(11)
_cell_length_b                   14.5223(3)
_cell_length_c                   18.1700(7)
_cell_angle_alpha                90
_cell_angle_beta                 129.858(3)
_cell_angle_gamma                90
_cell_volume                     5150.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    15742
_cell_measurement_theta_min      3.79
_cell_measurement_theta_max      75.67
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    22.134
_exptl_absorpt_correction_T_max  0.1435
_exptl_absorpt_correction_T_min  0.0169
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   'X-Area LANA 1.68.2'
_exptl_absorpt_special_details   
'STOE LANA, absorption correction by scaling of reflection intensities. J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different absorption corrections on the model structure of tetrakis(μ₂-acetato)-diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.'
_exptl_crystal_size_rad          0.03
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_colour_primary    yellow
_exptl_crystal_description       needle
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.041
_exptl_crystal_size_min          0.041
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23601
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.499
_diffrn_reflns_theta_max         67.499
_diffrn_reflns_theta_min         3.904
_diffrn_ambient_temperature      100
_diffrn_detector                 Pilatus300K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 300K'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE StadiVari'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_source                   'GeniX 3D HF Cu'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3256
_reflns_number_total             4569
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         5.491
_refine_diff_density_min         -3.165
_refine_diff_density_rms         0.300
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         4569
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1141P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1664
_refine_ls_wR_factor_ref         0.1747
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C),
 C4(H4A,H4B,H4C), C18(H18A,H18B,H18C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C),
  C16(H16A,H16B,H16C), C19(H19A,H19B,H19C), C3(H3A,H3B,H3C), C11(H11A,H11B,
 H11C), C2(H2A,H2B,H2C), C12(H12A,H12B,H12C), C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.19179(3) 0.50635(4) 0.54315(4) 0.02583(19) Uani 1 1 d . . . . .
Sb1 Sb 0.37580(4) 0.47803(5) 0.82311(5) 0.0160(2) Uani 1 1 d . . . . .
P1 P 0.25602(16) 0.54551(19) 0.7237(2) 0.0169(6) Uani 1 1 d . . . . .
C1 C 0.3834(7) 0.3719(8) 0.7402(9) 0.022(3) Uani 1 1 d . . . . .
C20 C 0.1426(8) 0.3021(9) 0.5190(10) 0.029(3) Uani 1 1 d . . . . .
H20A H 0.180480 0.295909 0.519692 0.044 Uiso 1 1 calc GR . . . .
H20B H 0.110301 0.253384 0.481338 0.044 Uiso 1 1 calc GR . . . .
H20C H 0.158867 0.298532 0.583376 0.044 Uiso 1 1 calc GR . . . .
C9 C 0.2225(7) 0.4906(8) 0.7826(9) 0.022(3) Uani 1 1 d . . . . .
C6 C 0.4969(7) 0.5817(9) 0.8613(10) 0.028(3) Uani 1 1 d . . . . .
H6A H 0.514749 0.534358 0.908776 0.043 Uiso 1 1 calc GR . . . .
H6B H 0.524347 0.636270 0.890871 0.043 Uiso 1 1 calc GR . . . .
H6C H 0.498083 0.561113 0.812182 0.043 Uiso 1 1 calc GR . . . .
C17 C 0.1083(7) 0.3933(9) 0.4761(10) 0.024(3) Uani 1 1 d . . . . .
C8 C 0.3834(7) 0.6444(8) 0.7165(10) 0.028(3) Uani 1 1 d . . . . .
H8A H 0.384031 0.602125 0.676459 0.042 Uiso 1 1 calc GR . . . .
H8B H 0.404114 0.701434 0.720519 0.042 Uiso 1 1 calc GR . . . .
H8C H 0.336836 0.655299 0.689511 0.042 Uiso 1 1 calc GR . . . .
C10 C 0.1515(7) 0.5272(9) 0.7322(10) 0.028(3) Uani 1 1 d . . . . .
H10A H 0.152860 0.593231 0.735216 0.041 Uiso 1 1 calc GR . . . .
H10B H 0.134476 0.503763 0.762780 0.041 Uiso 1 1 calc GR . . . .
H10C H 0.121877 0.507935 0.666335 0.041 Uiso 1 1 calc GR . . . .
C4 C 0.3781(7) 0.4095(9) 0.6557(9) 0.025(3) Uani 1 1 d . . . . .
H4A H 0.334920 0.440002 0.610555 0.037 Uiso 1 1 calc GR . . . .
H4B H 0.381562 0.359321 0.624549 0.037 Uiso 1 1 calc GR . . . .
H4C H 0.414673 0.452362 0.679718 0.037 Uiso 1 1 calc GR . . . .
C13 C 0.1303(7) 0.6420(8) 0.4886(9) 0.020(3) Uani 1 1 d . . . . .
C18 C 0.0516(8) 0.4096(10) 0.4821(12) 0.039(4) Uani 1 1 d . . . . .
H18A H 0.067876 0.392660 0.544675 0.058 Uiso 1 1 calc GR . . . .
H18B H 0.012363 0.372758 0.434599 0.058 Uiso 1 1 calc GR . . . .
H18C H 0.038958 0.473459 0.470691 0.058 Uiso 1 1 calc GR . . . .
C5 C 0.4235(7) 0.6031(8) 0.8172(10) 0.023(3) Uani 1 1 d . . . . .
C14 C 0.1036(8) 0.6696(9) 0.5375(11) 0.032(3) Uani 1 1 d . . . . .
H14A H 0.066768 0.629279 0.518341 0.048 Uiso 1 1 calc GR . . . .
H14B H 0.086978 0.731759 0.520228 0.048 Uiso 1 1 calc GR . . . .
H14C H 0.139544 0.665669 0.605647 0.048 Uiso 1 1 calc GR . . . .
C15 C 0.0708(8) 0.6363(9) 0.3806(10) 0.031(3) Uani 1 1 d . . . . .
H15A H 0.088123 0.620649 0.348257 0.047 Uiso 1 1 calc GR . . . .
H15B H 0.047963 0.694722 0.357817 0.047 Uiso 1 1 calc GR . . . .
H15C H 0.039075 0.589869 0.368002 0.047 Uiso 1 1 calc GR . . . .
C16 C 0.1818(7) 0.7108(8) 0.5090(10) 0.028(3) Uani 1 1 d . . . . .
H16A H 0.218846 0.713962 0.576866 0.042 Uiso 1 1 calc GR . . . .
H16B H 0.160489 0.770138 0.485825 0.042 Uiso 1 1 calc GR . . . .
H16C H 0.199204 0.692512 0.477366 0.042 Uiso 1 1 calc GR . . . .
C19 C 0.0785(8) 0.3937(9) 0.3699(10) 0.032(3) Uani 1 1 d . . . . .
H19A H 0.045559 0.442460 0.335752 0.049 Uiso 1 1 calc GR . . . .
H19B H 0.056652 0.335738 0.340578 0.049 Uiso 1 1 calc GR . . . .
H19C H 0.114907 0.403151 0.367843 0.049 Uiso 1 1 calc GR . . . .
C3 C 0.3261(8) 0.3043(9) 0.7048(11) 0.036(4) Uani 1 1 d . . . . .
H3A H 0.331525 0.280042 0.758476 0.054 Uiso 1 1 calc GR . . . .
H3B H 0.327674 0.254845 0.671229 0.054 Uiso 1 1 calc GR . . . .
H3C H 0.282773 0.335296 0.662303 0.054 Uiso 1 1 calc GR . . . .
C11 C 0.2213(8) 0.3852(9) 0.7813(11) 0.031(3) Uani 1 1 d . . . . .
H11A H 0.190185 0.363892 0.716147 0.046 Uiso 1 1 calc GR . . . .
H11B H 0.206428 0.363308 0.815209 0.046 Uiso 1 1 calc GR . . . .
H11C H 0.266412 0.362215 0.811647 0.046 Uiso 1 1 calc GR . . . .
C2 C 0.4550(8) 0.3278(10) 0.8164(12) 0.041(4) Uani 1 1 d . . . . .
H2A H 0.488345 0.375363 0.853974 0.062 Uiso 1 1 calc GR . . . .
H2B H 0.467291 0.292344 0.784796 0.062 Uiso 1 1 calc GR . . . .
H2C H 0.453575 0.288248 0.857441 0.062 Uiso 1 1 calc GR . . . .
C12 C 0.2706(8) 0.5248(12) 0.8873(11) 0.039(4) Uani 1 1 d . . . . .
H12A H 0.315432 0.499187 0.920508 0.058 Uiso 1 1 calc GR . . . .
H12B H 0.252948 0.505803 0.918409 0.058 Uiso 1 1 calc GR . . . .
H12C H 0.273277 0.590816 0.888164 0.058 Uiso 1 1 calc GR . . . .
C7 C 0.4247(8) 0.6717(10) 0.8834(11) 0.038(4) Uani 1 1 d . . . . .
H7A H 0.378901 0.692420 0.852393 0.057 Uiso 1 1 calc GR . . . .
H7B H 0.452882 0.723564 0.896214 0.057 Uiso 1 1 calc GR . . . .
H7C H 0.442938 0.641772 0.942579 0.057 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 P1 2.625(3) . ?
Bi1 C17 2.318(12) . ?
Bi1 C13 2.306(12) . ?
Sb1 P1 2.539(3) . ?
Sb1 C1 2.249(11) . ?
Sb1 C5 2.224(13) . ?
P1 C9 1.917(13) . ?
C1 C4 1.552(18) . ?
C1 C3 1.517(18) . ?
C1 C2 1.552(19) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C20 C17 1.501(19) . ?
C9 C10 1.503(19) . ?
C9 C11 1.532(17) . ?
C9 C12 1.543(18) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 C5 1.519(18) . ?
C17 C18 1.53(2) . ?
C17 C19 1.557(19) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 C5 1.535(18) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C13 C14 1.480(19) . ?
C13 C15 1.530(17) . ?
C13 C16 1.493(17) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C5 C7 1.547(16) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

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
C17 Bi1 P1 115.9(3) . . ?
C13 Bi1 P1 93.4(3) . . ?
C13 Bi1 C17 103.8(5) . . ?
C1 Sb1 P1 111.5(4) . . ?
C5 Sb1 P1 95.3(4) . . ?
C5 Sb1 C1 104.1(5) . . ?
Sb1 P1 Bi1 107.89(11) . . ?
C9 P1 Bi1 117.7(4) . . ?
C9 P1 Sb1 101.7(4) . . ?
C4 C1 Sb1 115.6(8) . . ?
C4 C1 C2 109.6(12) . . ?
C3 C1 Sb1 104.8(9) . . ?
C3 C1 C4 111.0(11) . . ?
C3 C1 C2 111.7(11) . . ?
C2 C1 Sb1 103.9(9) . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
C10 C9 P1 107.6(8) . . ?
C10 C9 C11 109.8(12) . . ?
C10 C9 C12 109.3(11) . . ?
C11 C9 P1 114.8(9) . . ?
C11 C9 C12 109.5(11) . . ?
C12 C9 P1 105.6(9) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
C20 C17 Bi1 108.7(9) . . ?
C20 C17 C18 111.0(12) . . ?
C20 C17 C19 107.8(11) . . ?
C18 C17 Bi1 116.1(8) . . ?
C18 C17 C19 110.8(12) . . ?
C19 C17 Bi1 101.7(8) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C14 C13 Bi1 114.8(8) . . ?
C14 C13 C15 109.1(12) . . ?
C14 C13 C16 109.7(11) . . ?
C15 C13 Bi1 110.2(8) . . ?
C16 C13 Bi1 102.7(8) . . ?
C16 C13 C15 110.1(11) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C6 C5 Sb1 109.4(8) . . ?
C6 C5 C8 111.2(11) . . ?
C6 C5 C7 108.5(11) . . ?
C8 C5 Sb1 114.2(8) . . ?
C8 C5 C7 110.0(11) . . ?
C7 C5 Sb1 103.2(9) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tBu2BiCl
_database_code_depnum_ccdc_archive 'CCDC 1893035'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2017-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        Bis-tert-butylchlorobismutan
_chemical_formula_moiety         'C8 H18 Bi Cl'
_chemical_formula_sum            'C8 H18 Bi Cl'
_chemical_formula_weight         358.65
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.1733(5)
_cell_length_b                   16.2865(8)
_cell_length_c                   6.6583(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1103.20(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      60.14
_cell_measurement_theta_min      4.72
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.164
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.1953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1704 before and 0.0739 after correction. The Ratio of minimum to maximum transmission is 0.2585. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.159
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.571
_exptl_crystal_size_mid          0.405
_exptl_crystal_size_min          0.268
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11044
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.070
_diffrn_reflns_theta_min         2.360
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.728
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                3040
_reflns_number_total             3206
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.877
_refine_diff_density_min         -2.101
_refine_diff_density_rms         0.254
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.008(15)
_refine_ls_extinction_coef       0.0019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     99
_refine_ls_number_reflns         3206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0272
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0150P)²+1.0770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0562
_refine_ls_wR_factor_ref         0.0571
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.992(15)
 0.008(15)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
3.a Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C), C4(H4A,H4B,H4C), C3(H3A,
 H3B,H3C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.63533(2) 0.25242(2) 0.52874(3) 0.00964(8) Uani 1 1 d . . . . .
Cl1 Cl 0.38984(12) 0.26654(11) 0.6728(2) 0.0160(4) Uani 1 1 d . . . . .
C5 C 0.6878(7) 0.1412(4) 0.7369(12) 0.0132(16) Uani 1 1 d . . . . .
C8 C 0.5921(7) 0.1337(4) 0.9089(12) 0.0206(15) Uani 1 1 d . . . . .
H8A H 0.599759 0.182004 0.996005 0.031 Uiso 1 1 calc GR . . . .
H8B H 0.612005 0.084118 0.986503 0.031 Uiso 1 1 calc GR . . . .
H8C H 0.502370 0.130201 0.856110 0.031 Uiso 1 1 calc GR . . . .
C7 C 0.6774(7) 0.0683(4) 0.5928(13) 0.0224(16) Uani 1 1 d . . . . .
H7A H 0.585487 0.060740 0.552798 0.034 Uiso 1 1 calc GR . . . .
H7B H 0.709009 0.018492 0.659900 0.034 Uiso 1 1 calc GR . . . .
H7C H 0.731077 0.078888 0.473331 0.034 Uiso 1 1 calc GR . . . .
C6 C 0.8288(6) 0.1497(4) 0.8114(11) 0.0166(14) Uani 1 1 d . . . . .
H6A H 0.888092 0.155607 0.696269 0.025 Uiso 1 1 calc GR . . . .
H6B H 0.853118 0.100766 0.888413 0.025 Uiso 1 1 calc GR . . . .
H6C H 0.835893 0.198367 0.897437 0.025 Uiso 1 1 calc GR . . . .
C4 C 0.6652(7) 0.3550(4) 0.9421(11) 0.0195(15) Uani 1 1 d . . . . .
H4A H 0.685627 0.405750 1.014768 0.029 Uiso 1 1 calc GR . . . .
H4B H 0.719713 0.310191 0.994231 0.029 Uiso 1 1 calc GR . . . .
H4C H 0.572170 0.341382 0.960652 0.029 Uiso 1 1 calc GR . . . .
C1 C 0.6937(7) 0.3670(4) 0.7169(13) 0.0142(16) Uani 1 1 d . . . . .
C3 C 0.8405(6) 0.3845(4) 0.6816(13) 0.0218(16) Uani 1 1 d . . . . .
H3A H 0.857118 0.389469 0.537129 0.033 Uiso 1 1 calc GR . . . .
H3B H 0.892988 0.339365 0.736489 0.033 Uiso 1 1 calc GR . . . .
H3C H 0.864766 0.435904 0.748627 0.033 Uiso 1 1 calc GR . . . .
C2 C 0.6110(7) 0.4359(4) 0.6317(14) 0.0267(19) Uani 1 1 d . . . . .
H2A H 0.517835 0.424234 0.655646 0.040 Uiso 1 1 calc GR . . . .
H2B H 0.626829 0.440360 0.486887 0.040 Uiso 1 1 calc GR . . . .
H2C H 0.634854 0.487669 0.697191 0.040 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Cl1 2.9325(13) 4_556 ?
Bi1 Cl1 2.6851(13) . ?
Bi1 C5 2.342(7) . ?
Bi1 C1 2.326(7) . ?
C5 C8 1.508(10) . ?
C5 C7 1.530(10) . ?
C5 C6 1.524(9) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C4 C1 1.539(11) . ?
C1 C3 1.538(9) . ?
C1 C2 1.512(10) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 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
Cl1 Bi1 Cl1 173.54(2) . 4_556 ?
C5 Bi1 Cl1 89.31(19) . 4_556 ?
C5 Bi1 Cl1 93.84(19) . . ?
C1 Bi1 Cl1 96.06(18) . 4_556 ?
C1 Bi1 Cl1 88.64(18) . . ?
C1 Bi1 C5 104.1(2) . . ?
Bi1 Cl1 Bi1 130.45(6) . 4_456 ?
C8 C5 Bi1 111.4(5) . . ?
C8 C5 C7 111.7(6) . . ?
C8 C5 C6 111.6(6) . . ?
C7 C5 Bi1 102.3(5) . . ?
C6 C5 Bi1 109.7(5) . . ?
C6 C5 C7 109.9(6) . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
C4 C1 Bi1 112.0(5) . . ?
C3 C1 Bi1 108.3(5) . . ?
C3 C1 C4 110.8(7) . . ?
C2 C1 Bi1 104.5(5) . . ?
C2 C1 C4 110.8(7) . . ?
C2 C1 C3 110.2(6) . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.992(15)
2 0.008(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_tBu2BiBr
_database_code_depnum_ccdc_archive 'CCDC 1893032'
loop_
_audit_author_name
_audit_author_address
'Carsten von Hanisch'
;Philipps-Universit?t Marburg
Germany
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-21 downloaded from the CCDC.
;
_audit_creation_date             2018-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Bis-tert-butylbromobismutan
_chemical_formula_moiety         'C8 H18 Bi Br'
_chemical_formula_sum            'C8 H18 Bi Br'
_chemical_formula_weight         403.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.7248(7)
_cell_length_b                   11.8780(6)
_cell_length_c                   14.0210(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2285.7(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9395
_cell_measurement_temperature    110
_cell_measurement_theta_max      31.834
_cell_measurement_theta_min      2.693
_shelx_estimated_absorpt_T_max   0.348
_shelx_estimated_absorpt_T_min   0.053
_exptl_absorpt_coefficient_mu    18.866
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.1659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1536 before and 0.0628 after correction. The Ratio of minimum to maximum transmission is 0.2224. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1472
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.201
_exptl_crystal_size_min          0.071
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20895
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.693
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2137
_reflns_number_total             2251
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.135
_refine_diff_density_min         -1.870
_refine_diff_density_rms         0.270
_refine_ls_extinction_coef       0.00088(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         2251
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0243
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²+4.3190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0579
_refine_ls_wR_factor_ref         0.0587
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C2(H2A,H2B,H2C), C6(H6A,H6B,H6C), C3(H3A,H3B,H3C), C7(H7A,
 H7B,H7C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 0.23040(2) 0.63315(2) 0.31016(2) 0.00831(9) Uani 1 1 d . . . . .
Br1 Br 0.21035(3) 0.40659(3) 0.28570(3) 0.01551(11) Uani 1 1 d . . . . .
C1 C 0.2549(3) 0.6159(3) 0.4732(3) 0.0120(8) Uani 1 1 d . . . . .
C5 C 0.0644(3) 0.6735(3) 0.2967(3) 0.0134(8) Uani 1 1 d . . . . .
C4 C 0.1708(3) 0.5553(3) 0.5224(3) 0.0165(8) Uani 1 1 d . . . . .
H4A H 0.112102 0.602196 0.519117 0.025 Uiso 1 1 calc GR . . . .
H4B H 0.187593 0.541506 0.589285 0.025 Uiso 1 1 calc GR . . . .
H4C H 0.158581 0.483407 0.490297 0.025 Uiso 1 1 calc GR . . . .
C2 C 0.2691(3) 0.7348(3) 0.5134(3) 0.0170(9) Uani 1 1 d . . . . .
H2A H 0.321213 0.772978 0.478236 0.026 Uiso 1 1 calc GR . . . .
H2B H 0.286752 0.730037 0.581029 0.026 Uiso 1 1 calc GR . . . .
H2C H 0.208367 0.777507 0.506712 0.026 Uiso 1 1 calc GR . . . .
C6 C 0.0402(3) 0.7715(3) 0.3625(3) 0.0217(9) Uani 1 1 d . . . . .
H6A H 0.046732 0.747460 0.429003 0.033 Uiso 1 1 calc GR . . . .
H6B H -0.026913 0.796253 0.350760 0.033 Uiso 1 1 calc GR . . . .
H6C H 0.085014 0.834007 0.349961 0.033 Uiso 1 1 calc GR . . . .
C3 C 0.3491(3) 0.5484(3) 0.4845(3) 0.0174(8) Uani 1 1 d . . . . .
H3A H 0.340537 0.473463 0.456543 0.026 Uiso 1 1 calc GR . . . .
H3B H 0.364776 0.540977 0.552425 0.026 Uiso 1 1 calc GR . . . .
H3C H 0.402373 0.587553 0.451845 0.026 Uiso 1 1 calc GR . . . .
C7 C 0.0532(3) 0.7096(4) 0.1929(3) 0.0216(9) Uani 1 1 d . . . . .
H7A H 0.096745 0.773183 0.179880 0.032 Uiso 1 1 calc GR . . . .
H7B H -0.014366 0.732355 0.181187 0.032 Uiso 1 1 calc GR . . . .
H7C H 0.070067 0.646526 0.151025 0.032 Uiso 1 1 calc GR . . . .
C8 C 0.0012(3) 0.5719(4) 0.3182(3) 0.0260(10) Uani 1 1 d . . . . .
H8A H 0.018017 0.510516 0.274525 0.039 Uiso 1 1 calc GR . . . .
H8B H -0.067552 0.592037 0.309770 0.039 Uiso 1 1 calc GR . . . .
H8C H 0.012165 0.547644 0.384094 0.039 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Bi1 Br1 2.7268(4) . ?
Bi1 C1 2.320(5) . ?
Bi1 C5 2.336(4) . ?
C1 C4 1.525(5) . ?
C1 C2 1.533(5) . ?
C1 C3 1.529(5) . ?
C5 C6 1.522(5) . ?
C5 C7 1.525(5) . ?
C5 C8 1.517(6) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 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
C1 Bi1 Br1 92.95(9) . . ?
C1 Bi1 C5 103.84(13) . . ?
C5 Bi1 Br1 95.40(10) . . ?
C4 C1 Bi1 112.1(3) . . ?
C4 C1 C2 111.4(3) . . ?
C4 C1 C3 110.2(3) . . ?
C2 C1 Bi1 107.4(2) . . ?
C3 C1 Bi1 105.7(3) . . ?
C3 C1 C2 109.7(3) . . ?
C6 C5 Bi1 108.8(2) . . ?
C6 C5 C7 109.9(3) . . ?
C7 C5 Bi1 103.5(3) . . ?
C8 C5 Bi1 112.3(3) . . ?
C8 C5 C6 111.3(3) . . ?
C8 C5 C7 110.8(3) . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
