# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2055893'
loop_
_audit_author_name
_audit_author_address
'Artem Babaryk'
;IMDEA Energy Institute
Spain
;
_audit_update_record             
;
2021-01-13 deposited with the CCDC.	2021-07-23 downloaded from the CCDC.
;

_audit_creation_date             2021-01-12T20:52:09-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_common            Aba1206171
_chemical_formula_sum            'C7 H9 Bi I4 N2 O'
_chemical_formula_moiety         '(C7 H7 N2)+, (Bi I4)-, H2 O'
_chemical_formula_weight         853.74

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   7.6497(5)
_cell_length_b                   9.8840(4)
_cell_length_c                   11.3982(6)
_cell_angle_alpha                74.923(4)
_cell_angle_beta                 86.234(5)
_cell_angle_gamma                83.591(5)
_cell_volume                     826.34(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2894
_cell_measurement_theta_min      3.171
_cell_measurement_theta_max      24.999
_cell_measurement_temperature    200(2)
_exptl_crystal_description       block
_exptl_crystal_colour            dark_red
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.035
_exptl_crystal_density_diffrn    3.431
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    18.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_correction_T_min  0.223
_exptl_absorpt_correction_T_max  0.39

#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            15020
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_theta_min         3.171
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_reduction_process 
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_hydrogens   mixed

#==============================================================================

# REFINEMENT DATA

_reflns_number_total             2894
_reflns_number_gt                2453
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0916
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_restrained_S_all      1.041
_refine_ls_number_reflns         2894
_refine_ls_number_parameters     137
_refine_ls_number_restraints     133
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0541P)²+1.6917P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.218
_refine_diff_density_min         -1.863
_refine_diff_density_rms         0.223
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00068(19)
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 0 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    'VESTA (Momma & Izumi, 2011)'
_computing_publication_material  .

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
BI1 0.73023(4) 0.07400(4) 0.58506(3) 0.04360(15) Uani d 1 . . Bi
I1 0.38771(8) 0.22519(6) 0.45952(6) 0.04942(19) Uani d 1 . . I
I2 1.07791(8) -0.10349(7) 0.68361(6) 0.05066(18) Uani d 1 . . I
I3 0.57445(9) 0.02218(7) 0.83191(6) 0.0575(2) Uani d 1 . . I
I4 0.84324(10) 0.34616(7) 0.58276(7) 0.0597(2) Uani d 1 . . I
N2 0.7639(13) 0.6557(11) 0.1437(8) 0.073(2) Uani d 1 . . N
H3 0.802997 0.738793 0.132055 0.088 Uiso d 1 . . H
N1 0.6546(14) 0.4618(12) 0.2323(9) 0.083(3) Uani d 1 . . N
H1 0.607374 0.39598 0.289023 0.1 Uiso d 1 . . H
C3 0.7601(13) 0.5809(10) 0.0562(9) 0.057(2) Uani d 1 . . C
C8 0.6944(13) 0.4548(11) 0.1141(9) 0.058(2) Uani d 1 . . C
C4 0.8170(13) 0.6153(12) -0.0664(9) 0.060(2) Uani d 1 . . C
H4 0.865049 0.701107 -0.104962 0.072 Uiso calc 1 . . H
C7 0.6752(15) 0.3528(11) 0.0521(12) 0.072(3) Uani d 1 . . C
H7 0.629217 0.266097 0.090765 0.086 Uiso calc 1 . . H
C5 0.7971(15) 0.5138(13) -0.1263(11) 0.071(3) Uani d 1 . . C
H5 0.831907 0.530775 -0.210023 0.085 Uiso calc 1 . . H
C6 0.7277(16) 0.3867(14) -0.0690(12) 0.077(3) Uani d 1 . . C
H6A 0.716366 0.321409 -0.115559 0.093 Uiso calc 1 . . H
C2 0.6985(18) 0.5815(14) 0.2480(12) 0.090(4) Uani d 1 . . C
H2 0.685354 0.609509 0.321956 0.108 Uiso calc 1 . . H
O1 0.0731(15) 0.1004(12) 0.8975(11) 0.127(4) Uani d 1 . . O
H8 0.09929 0.058615 0.841256 0.152 Uiso d 1 . . H
H9 -0.031474 0.095399 0.906525 0.152 Uiso d 1 . . H



#==============================================================================

# MOLECULAR GEOMETRY

_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
BI1 I4 . 2.9092(7) ?
BI1 I3 . 2.9231(7) ?
BI1 I1 . 3.1067(7) ?
BI1 I2 . 3.1207(7) ?
BI1 I2 2_756 3.2647(7) ?
BI1 I1 2_656 3.3548(7) ?
I1 BI1 2_656 3.3548(7) ?
I2 BI1 2_756 3.2647(7) ?
N2 C2 . 1.323(13) ?
N2 C3 . 1.391(12) ?
N2 H3 . 0.8801 ?
N1 C2 . 1.323(14) ?
N1 C8 . 1.380(13) ?
N1 H1 . 0.88 ?
C3 C8 . 1.383(14) ?
C3 C4 . 1.402(12) ?
C8 C7 . 1.398(13) ?
C4 C5 . 1.378(13) ?
C4 H4 . 0.95 ?
C7 C6 . 1.376(14) ?
C7 H7 . 0.95 ?
C5 C6 . 1.401(19) ?
C5 H5 . 0.95 ?
C6 H6A . 0.95 ?
C2 H2 . 0.95 ?
O1 H8 . 0.8509 ?
O1 H9 . 0.8052 ?

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
I4 BI1 I3 95.09(2) . . ?
I4 BI1 I1 89.61(2) . . ?
I3 BI1 I1 95.09(2) . . ?
I4 BI1 I2 96.09(2) . . ?
I3 BI1 I2 90.37(2) . . ?
I1 BI1 I2 171.736(19) . . ?
I4 BI1 I2 88.31(2) . 2_756 ?
I3 BI1 I2 174.88(2) . 2_756 ?
I1 BI1 I2 88.745(19) . 2_756 ?
I2 BI1 I2 85.454(19) . 2_756 ?
I4 BI1 I1 171.02(2) . 2_656 ?
I3 BI1 I1 93.62(2) . 2_656 ?
I1 BI1 I1 87.461(17) . 2_656 ?
I2 BI1 I1 86.009(18) . 2_656 ?
I2 BI1 I1 83.151(18) 2_756 2_656 ?
BI1 I1 BI1 92.540(17) . 2_656 ?
BI1 I2 BI1 94.546(19) . 2_756 ?
C2 N2 C3 108.8(10) . . ?
C2 N2 H3 125.4 . . ?
C3 N2 H3 125.9 . . ?
C2 N1 C8 110.1(10) . . ?
C2 N1 H1 125.1 . . ?
C8 N1 H1 124.8 . . ?
C8 C3 N2 106.7(9) . . ?
C8 C3 C4 123.4(9) . . ?
N2 C3 C4 129.8(10) . . ?
N1 C8 C3 105.5(9) . . ?
N1 C8 C7 132.8(11) . . ?
C3 C8 C7 121.7(9) . . ?
C5 C4 C3 114.2(11) . . ?
C5 C4 H4 122.9 . . ?
C3 C4 H4 122.9 . . ?
C6 C7 C8 115.3(11) . . ?
C6 C7 H7 122.3 . . ?
C8 C7 H7 122.3 . . ?
C4 C5 C6 122.8(12) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C7 C6 C5 122.6(12) . . ?
C7 C6 H6A 118.7 . . ?
C5 C6 H6A 118.7 . . ?
N1 C2 N2 108.9(12) . . ?
N1 C2 H2 125.6 . . ?
N2 C2 H2 125.6 . . ?
H8 O1 H9 101.6 . . ?

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
C2 N2 C3 C8 -2.0(13) . . . . ?
C2 N2 C3 C4 -179.1(12) . . . . ?
C2 N1 C8 C3 -2.2(14) . . . . ?
C2 N1 C8 C7 179.7(12) . . . . ?
N2 C3 C8 N1 2.5(12) . . . . ?
C4 C3 C8 N1 179.8(9) . . . . ?
N2 C3 C8 C7 -179.2(9) . . . . ?
C4 C3 C8 C7 -1.9(17) . . . . ?
C8 C3 C4 C5 1.8(15) . . . . ?
N2 C3 C4 C5 178.4(10) . . . . ?
N1 C8 C7 C6 178.4(11) . . . . ?
C3 C8 C7 C6 0.6(16) . . . . ?
C3 C4 C5 C6 -0.6(16) . . . . ?
C8 C7 C6 C5 0.6(17) . . . . ?
C4 C5 C6 C7 -0.6(19) . . . . ?
C8 N1 C2 N2 1.0(16) . . . . ?
C3 N2 C2 N1 0.7(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
#C4 H4 I2_$2 0.95 3.16 4.025(11) 153 1_564
#C7 H7 I3_$3 0.95 3.29 4.222(11) 167.3 2_656
#C2 H2 I1_$1 0.95 3.3 4.237(14) 167.5 2_666
N2 H3 O1_$1 0.88 1.88 2.755(14) 169.6 2_666
N1 H1 I1 0.88 2.82 3.683(10) 167.4 .
O1 H8 I2_$4 0.85 2.72 3.540(10) 161.4 1_455



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_name_systematic        
'catena-(tetraiodidobismuth) benzimidazolium hydrate'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethanol'
####################################################################### 
# 
# 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_pbcn_a
_database_code_depnum_ccdc_archive 'CCDC 2055894'
loop_
_audit_author_name
_audit_author_address
'Artem Babaryk'
;IMDEA Energy Institute
Spain
;
_audit_update_record             
;
2021-01-13 deposited with the CCDC.	2021-07-23 downloaded from the CCDC.
;

_audit_creation_date             2018-09-06T15:49:44-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#==============================================================================

# CHEMICAL DATA

_chemical_name_systematic        'catena-(tetraiodidobismuth) benzimidazolium'
_chemical_name_common            .
_chemical_formula_moiety         '(C7 H7 N2)+, (Bi I4)-'
_chemical_formula_sum            'C7 H7 Bi I4 N2'
_chemical_formula_analytical     .
_chemical_formula_iupac          .
_chemical_formula_weight         835.73

#==============================================================================

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c n'
_symmetry_space_group_name_Hall  '-P 2n 2ab'

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

_cell_length_a                   12.2729(2)
_cell_length_b                   15.9359(3)
_cell_length_c                   7.7389(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1513.57(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4474
_cell_measurement_theta_min      3.6
_cell_measurement_theta_max      70.65
_cell_measurement_temperature    293(2)
_exptl_crystal_description       needle
_exptl_crystal_colour            dark_red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.668
_exptl_crystal_F_000             1432
_exptl_absorpt_coefficient_mu    86.704
_exptl_absorpt_correction_T_min  0.2501
_exptl_absorpt_correction_T_max  0.7534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_size_max          0.075
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.030


#==============================================================================

# EXPERIMENTAL DATA

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Incoatec microsource'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            8885
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_theta_min         4.547
_diffrn_reflns_theta_max         67.486
_diffrn_reflns_theta_full        67.486
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_standards_number         0
_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================

# STRUCTURE SOLUTION

_atom_sites_solution_hydrogens   geom

#==============================================================================

# REFINEMENT DATA

_reflns_number_total             1370
_reflns_number_gt                1161
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0502
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_number_reflns         1370
_refine_ls_number_parameters     66
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0189P)²+3.0995P] where P=(Fo²+2Fc²)/3'
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.827
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.15
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.000127(11)
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Bi Bi -4.0111 8.931 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    .
_computing_publication_material  .

#==============================================================================

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.500000 0.42279(2) 0.750000 0.03826(13) Uani 1 2 d S T P . .
I1 I 0.63603(3) 0.41825(3) 0.41594(6) 0.04645(14) Uani 1 1 d . . . . .
I2 I 0.66235(4) 0.30685(3) 0.89635(7) 0.05934(17) Uani 1 1 d . . . . .
N1 N 0.9230(8) 0.3645(5) 0.6882(11) 0.094(3) Uani 1 1 d . . . . .
H1 H 0.864169 0.346315 0.640890 0.113 Uiso 1 1 calc R U . . .
C5 C 0.9504(8) 0.5924(5) 0.7098(12) 0.076(3) Uani 1 1 d . . . . .
H5 H 0.918037 0.643476 0.682722 0.091 Uiso 1 1 calc R U . . .
C3 C 0.9500(6) 0.4480(5) 0.7099(10) 0.0509(18) Uani 1 1 d . . . . .
C2 C 1.000000 0.3178(10) 0.750000 0.114(7) Uani 1 2 d S T P . .
H2 H 0.999999 0.259412 0.749999 0.137 Uiso 1 2 calc R U P . .
C4 C 0.8982(6) 0.5212(6) 0.6686(11) 0.069(2) Uani 1 1 d . . . . .
H4 H 0.830391 0.521702 0.614823 0.082 Uiso 1 1 calc R U . . .


_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 I2 2.9438(5) 4_656 ?
BI1 I2 2.9438(5) . ?
BI1 I1 3.0783(4) 4_656 ?
BI1 I1 3.0783(4) . ?
BI1 I1 3.2945(5) 8_566 ?
BI1 I1 3.2945(5) 5_666 ?
I1 BI1 3.2944(5) 5_666 ?
N1 C2 1.294(11) . ?
N1 C3 1.382(10) . ?
N1 H1 0.8600 . ?
C5 C4 1.341(12) . ?
C5 C5 1.368(19) 4_756 ?
C5 H5 0.9300 . ?
C3 C4 1.367(11) . ?
C3 C3 1.375(15) 4_756 ?
C2 N1 1.294(11) 4_756 ?
C2 H2 0.9300 . ?
C4 H4 0.9300 . ?

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
I2 BI1 I2 102.26(2) 4_656 . ?
I2 BI1 I1 86.634(14) 4_656 4_656 ?
I2 BI1 I1 91.676(14) . 4_656 ?
I2 BI1 I1 91.677(14) 4_656 . ?
I2 BI1 I1 86.634(14) . . ?
I1 BI1 I1 177.31(2) 4_656 . ?
I2 BI1 I1 167.300(15) 4_656 8_566 ?
I2 BI1 I1 89.403(13) . 8_566 ?
I1 BI1 I1 88.024(12) 4_656 8_566 ?
I1 BI1 I1 94.047(12) . 8_566 ?
I2 BI1 I1 89.404(13) 4_656 5_666 ?
I2 BI1 I1 167.299(15) . 5_666 ?
I1 BI1 I1 94.047(12) 4_656 5_666 ?
I1 BI1 I1 88.024(12) . 5_666 ?
I1 BI1 I1 79.485(18) 8_566 5_666 ?
BI1 I1 BI1 91.976(12) . 5_666 ?
C2 N1 C3 109.5(10) . . ?
C2 N1 H1 125.2 . . ?
C3 N1 H1 125.2 . . ?
C4 C5 C5 122.3(5) . 4_756 ?
C4 C5 H5 118.9 . . ?
C5 C5 H5 118.9 4_756 . ?
C4 C3 C3 121.4(5) . 4_756 ?
C4 C3 N1 133.0(8) . . ?
C3 C3 N1 105.6(5) 4_756 . ?
N1 C2 N1 109.8(14) . 4_756 ?
N1 C2 H2 125.1 . . ?
N1 C2 H2 125.1 4_756 . ?
C5 C4 C3 116.3(8) . . ?
C5 C4 H4 121.8 . . ?
C3 C4 H4 121.8 . . ?

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
C2 N1 C3 C4 -179.9(8) . . . . ?
C2 N1 C3 C3 0.0(10) . . . 4_756 ?
C3 N1 C2 N1 0.0(4) . . . 4_756 ?
C5 C5 C4 C3 -0.6(16) 4_756 . . . ?
C3 C3 C4 C5 0.3(14) 4_756 . . . ?
N1 C3 C4 C5 -179.8(9) . . . . ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethylacetate'
