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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2022123'
loop_
_audit_author_name
_audit_author_address
'Yuan-Yuan Guo'
;University of St Andrews
United Kingdom
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Br3 Pb, C9 H8 N'
_chemical_formula_sum            'C9 H8 Br3 N Pb'
_chemical_formula_weight         577.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   21.1904(15)
_cell_length_b                   7.7771(5)
_cell_length_c                   30.828(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5080.5(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    969
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Chip
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.018
_exptl_crystal_F_000             4096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    22.684
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.467
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47986
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0990
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.333
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5808
_reflns_number_gt                4213
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0516P)²+12.7500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00066(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5808
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1093
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Pb1 Pb 0.24962(2) 0.48056(3) 0.80404(2) 0.01917(11) Uani 1 1 d . . . . .
Pb2 Pb 0.24907(2) -0.34121(3) 0.55380(2) 0.01906(11) Uani 1 1 d . . . . .
Br1 Br 0.29648(3) 0.23907(9) 0.87254(2) 0.02360(18) Uani 1 1 d . . . . .
Br2 Br 0.13923(3) 0.19242(10) 0.80654(3) 0.02834(19) Uani 1 1 d . . . . .
Br3 Br 0.29825(4) 0.24015(9) 0.73823(2) 0.02747(19) Uani 1 1 d . . . . .
Br4 Br 0.20522(4) -0.07989(9) 0.62314(2) 0.02460(18) Uani 1 1 d . . . . .
Br5 Br 0.36119(3) -0.14288(9) 0.55327(3) 0.02662(18) Uani 1 1 d . . . . .
Br6 Br 0.20080(4) -0.08132(9) 0.48815(2) 0.02659(18) Uani 1 1 d . . . . .
N1 N 0.3485(4) 0.6063(12) 0.9300(3) 0.047(2) Uani 1 1 d . . . . .
H2 H 0.309719 0.575951 0.927141 0.057 Uiso 1 1 calc R U . . .
C1 C 0.3636(4) 0.7625(12) 0.9218(3) 0.037(2) Uani 1 1 d . . . . .
H1 H 0.332411 0.839311 0.913131 0.044 Uiso 1 1 calc R U . . .
C2 C 0.3921(5) 0.4840(13) 0.9434(3) 0.049(3) Uani 1 1 d . . . . .
H3 H 0.379495 0.371269 0.948523 0.059 Uiso 1 1 calc R U . . .
C3 C 0.4533(5) 0.5309(11) 0.9488(3) 0.038(2) Uani 1 1 d . . . . .
H4 H 0.483000 0.450696 0.957953 0.045 Uiso 1 1 calc R U . . .
C4 C 0.4713(4) 0.7022(10) 0.9405(2) 0.0257(16) Uani 1 1 d . . . . .
C5 C 0.5330(4) 0.7611(11) 0.9458(3) 0.040(2) Uani 1 1 d . . . . .
H5 H 0.564003 0.684979 0.955194 0.048 Uiso 1 1 calc R U . . .
C6 C 0.5488(4) 0.9275(13) 0.9376(3) 0.048(3) Uani 1 1 d . . . . .
H6 H 0.590101 0.964045 0.941905 0.058 Uiso 1 1 calc R U . . .
C7 C 0.5031(4) 1.0453(11) 0.9225(3) 0.041(2) Uani 1 1 d . . . . .
H7 H 0.514326 1.158744 0.916930 0.050 Uiso 1 1 calc R U . . .
C8 C 0.4427(4) 0.9927(11) 0.9163(3) 0.0361(19) Uani 1 1 d . . . . .
H8 H 0.412677 1.069836 0.905984 0.043 Uiso 1 1 calc R U . . .
C9 C 0.4252(4) 0.8198(11) 0.9253(3) 0.0289(17) Uani 1 1 d . . . . .
N2 N 0.3543(4) -0.0658(16) 0.6688(3) 0.072(4) Uani 1 1 d . . . . .
H10 H 0.316093 -0.030931 0.665720 0.086 Uiso 1 1 calc R U . . .
C10 C 0.3632(5) -0.2259(17) 0.6817(4) 0.058(3) Uani 1 1 d . . . . .
H9 H 0.328955 -0.298141 0.686457 0.070 Uiso 1 1 calc R U . . .
C11 C 0.4022(7) 0.0495(16) 0.6601(3) 0.064(3) Uani 1 1 d . . . . .
H11 H 0.393148 0.159963 0.650297 0.077 Uiso 1 1 calc R U . . .
C12 C 0.4618(5) -0.0017(13) 0.6660(3) 0.050(2) Uani 1 1 d . . . . .
H12 H 0.494726 0.074393 0.660612 0.060 Uiso 1 1 calc R U . . .
C13 C 0.4753(4) -0.1713(11) 0.6805(3) 0.0313(19) Uani 1 1 d . . . . .
C14 C 0.5370(4) -0.2290(11) 0.6872(3) 0.041(2) Uani 1 1 d . . . . .
H13 H 0.570901 -0.155856 0.681986 0.049 Uiso 1 1 calc R U . . .
C15 C 0.5474(5) -0.3921(13) 0.7012(4) 0.053(3) Uani 1 1 d . . . . .
H14 H 0.588586 -0.427895 0.706321 0.063 Uiso 1 1 calc R U . . .
C16 C 0.4978(5) -0.5078(13) 0.7082(3) 0.052(3) Uani 1 1 d . . . . .
H15 H 0.506355 -0.620607 0.716351 0.062 Uiso 1 1 calc R U . . .
C17 C 0.4377(5) -0.4557(13) 0.7033(3) 0.049(3) Uani 1 1 d . . . . .
H16 H 0.404741 -0.530316 0.709715 0.059 Uiso 1 1 calc R U . . .
C18 C 0.4244(4) -0.2852(11) 0.6880(3) 0.0279(17) 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
Pb1 Br2 2.8753(8) 8_665 ?
Pb1 Br3 2.9449(8) . ?
Pb1 Br1 2.9955(7) . ?
Pb1 Br3 3.0364(8) 8_665 ?
Pb1 Br1 3.0752(8) 8_665 ?
Pb1 Br2 3.2403(8) . ?
Pb2 Br5 2.8328(8) . ?
Pb2 Br6 2.9516(8) 8_655 ?
Pb2 Br4 2.9921(8) 8_655 ?
Pb2 Br6 3.0377(8) . ?
Pb2 Br4 3.0923(8) . ?
Pb2 Br5 3.3111(8) 8_655 ?
N1 C1 1.282(12) . ?
N1 C2 1.388(14) . ?
C1 C9 1.384(11) . ?
C2 C3 1.357(14) . ?
C3 C4 1.410(11) . ?
C4 C5 1.394(12) . ?
C4 C9 1.417(11) . ?
C5 C6 1.361(13) . ?
C6 C7 1.411(13) . ?
C7 C8 1.357(12) . ?
C8 C9 1.422(12) . ?
N2 C10 1.320(15) . ?
N2 C11 1.380(16) . ?
C10 C18 1.389(13) . ?
C11 C12 1.338(15) . ?
C12 C13 1.422(13) . ?
C13 C14 1.397(12) . ?
C13 C18 1.416(11) . ?
C14 C15 1.358(13) . ?
C15 C16 1.401(14) . ?
C16 C17 1.344(14) . ?
C17 C18 1.435(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br2 Pb1 Br3 95.50(2) 8_665 . ?
Br2 Pb1 Br1 93.95(2) 8_665 . ?
Br3 Pb1 Br1 88.38(2) . . ?
Br2 Pb1 Br3 84.87(2) 8_665 8_665 ?
Br3 Pb1 Br3 94.52(3) . 8_665 ?
Br1 Pb1 Br3 176.96(2) . 8_665 ?
Br2 Pb1 Br1 82.36(2) 8_665 8_665 ?
Br3 Pb1 Br1 177.86(2) . 8_665 ?
Br1 Pb1 Br1 91.77(2) . 8_665 ?
Br3 Pb1 Br1 85.30(2) 8_665 8_665 ?
Br2 Pb1 Br2 170.74(3) 8_665 . ?
Br3 Pb1 Br2 80.21(2) . . ?
Br1 Pb1 Br2 77.81(2) . . ?
Br3 Pb1 Br2 103.56(2) 8_665 . ?
Br1 Pb1 Br2 101.91(2) 8_665 . ?
Br5 Pb2 Br6 92.21(2) . 8_655 ?
Br5 Pb2 Br4 94.04(2) . 8_655 ?
Br6 Pb2 Br4 88.90(2) 8_655 8_655 ?
Br5 Pb2 Br6 85.20(2) . . ?
Br6 Pb2 Br6 94.89(3) 8_655 . ?
Br4 Pb2 Br6 176.15(2) 8_655 . ?
Br5 Pb2 Br4 84.15(2) . . ?
Br6 Pb2 Br4 176.30(2) 8_655 . ?
Br4 Pb2 Br4 90.64(2) 8_655 . ?
Br6 Pb2 Br4 85.53(2) . . ?
Br5 Pb2 Br5 167.86(2) . 8_655 ?
Br6 Pb2 Br5 78.60(2) 8_655 8_655 ?
Br4 Pb2 Br5 78.02(2) 8_655 8_655 ?
Br6 Pb2 Br5 103.33(2) . 8_655 ?
Br4 Pb2 Br5 104.90(2) . 8_655 ?
Pb1 Br1 Pb1 79.654(19) . 8_655 ?
Pb1 Br2 Pb1 78.718(18) 8_655 . ?
Pb1 Br3 Pb1 81.09(2) . 8_655 ?
Pb2 Br4 Pb2 79.436(19) 8_665 . ?
Pb2 Br6 Pb2 80.962(19) 8_665 . ?
C1 N1 C2 122.8(8) . . ?
N1 C1 C9 121.6(9) . . ?
C3 C2 N1 119.2(8) . . ?
C2 C3 C4 119.4(9) . . ?
C5 C4 C3 122.9(8) . . ?
C5 C4 C9 118.2(7) . . ?
C3 C4 C9 118.9(8) . . ?
C6 C5 C4 121.4(8) . . ?
C5 C6 C7 120.7(9) . . ?
C8 C7 C6 119.9(8) . . ?
C7 C8 C9 120.1(8) . . ?
C1 C9 C4 118.0(8) . . ?
C1 C9 C8 122.3(8) . . ?
C4 C9 C8 119.7(7) . . ?
C10 N2 C11 124.5(9) . . ?
N2 C10 C18 119.2(10) . . ?
C12 C11 N2 118.3(10) . . ?
C11 C12 C13 120.6(11) . . ?
C14 C13 C18 119.3(8) . . ?
C14 C13 C12 122.2(9) . . ?
C18 C13 C12 118.5(8) . . ?
C15 C14 C13 119.9(9) . . ?
C14 C15 C16 121.9(9) . . ?
C17 C16 C15 119.9(10) . . ?
C16 C17 C18 120.2(9) . . ?
C10 C18 C13 118.7(9) . . ?
C10 C18 C17 122.5(9) . . ?
C13 C18 C17 118.8(8) . . ?

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
_geom_hbond_publ_flag
N1 H2 Br1 0.86 3.13 3.537(8) 111.8 . yes
N1 H2 Br1 0.86 3.08 3.694(9) 129.9 8_665 yes
N1 H2 Br6 0.86 2.98 3.613(8) 132.3 7_566 yes
N2 H10 Br4 0.86 2.72 3.462(9) 145.5 . yes
N2 H10 Br3 0.86 3.10 3.413(8) 104.4 . yes

_refine_diff_density_max         2.408
_refine_diff_density_min         -2.586
_refine_diff_density_rms         0.296

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2022126'
loop_
_audit_author_name
_audit_author_address
'Yuan-Yuan Guo'
;University of St Andrews
United Kingdom
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Br3 Pb, C9 H8 N'
_chemical_formula_sum            'C9 H8 Br3 N Pb'
_chemical_formula_weight         577.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   4.3634(4)
_cell_length_b                   22.5833(18)
_cell_length_c                   13.1074(11)
_cell_angle_alpha                90
_cell_angle_beta                 99.068(8)
_cell_angle_gamma                90
_cell_volume                     1275.46(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    952
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.005
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    22.589
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.571
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12963
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_av_R_equivalents  0.0609
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.394
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2918
_reflns_number_gt                2189
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2918
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0507
_refine_ls_wR_factor_gt          0.0484
_refine_ls_goodness_of_fit_ref   0.870
_refine_ls_restrained_S_all      0.870
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Pb1 Pb 0.70191(4) 0.53225(2) 0.85741(2) 0.03152(7) Uani 1 1 d . . . . .
Br1 Br 0.60971(14) 0.50992(3) 0.64271(4) 0.04450(15) Uani 1 1 d . . . . .
Br2 Br 1.19138(12) 0.62286(3) 0.82778(5) 0.04164(14) Uani 1 1 d . . . . .
Br3 Br 0.22571(13) 0.43981(3) 0.89366(4) 0.04166(14) Uani 1 1 d . . . . .
N1 N 0.1982(12) 0.6185(2) 0.5169(4) 0.0551(14) Uani 1 1 d . . . . .
H1 H 0.266802 0.589514 0.556523 0.066 Uiso 1 1 calc R U . . .
C1 C -0.0206(15) 0.6080(3) 0.4378(6) 0.069(2) Uani 1 1 d . . . . .
H2 H -0.093507 0.569547 0.425033 0.082 Uiso 1 1 calc R U . . .
C2 C -0.1435(18) 0.6536(4) 0.3732(6) 0.075(2) Uani 1 1 d . . . . .
H3 H -0.300208 0.646181 0.317881 0.090 Uiso 1 1 calc R U . . .
C3 C -0.0318(15) 0.7093(4) 0.3918(5) 0.0594(18) Uani 1 1 d . . . . .
H4 H -0.110452 0.740028 0.348190 0.071 Uiso 1 1 calc R U . . .
C4 C 0.1996(13) 0.7210(3) 0.4756(5) 0.0446(15) Uani 1 1 d . . . . .
C5 C 0.3239(16) 0.7780(3) 0.4998(6) 0.0616(19) Uani 1 1 d . . . . .
H5 H 0.245493 0.810587 0.460737 0.074 Uiso 1 1 calc R U . . .
C6 C 0.5565(17) 0.7851(3) 0.5799(7) 0.071(2) Uani 1 1 d . . . . .
H6 H 0.640945 0.822558 0.594554 0.085 Uiso 1 1 calc R U . . .
C7 C 0.6721(16) 0.7371(3) 0.6409(5) 0.0590(18) Uani 1 1 d . . . . .
H7 H 0.830820 0.743223 0.696165 0.071 Uiso 1 1 calc R U . . .
C8 C 0.5584(14) 0.6817(3) 0.6216(5) 0.0500(16) Uani 1 1 d . . . . .
H8 H 0.637342 0.649963 0.662765 0.060 Uiso 1 1 calc R U . . .
C9 C 0.3212(13) 0.6736(3) 0.5389(5) 0.0414(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
Pb1 Br1 2.8247(6) . ?
Pb1 Br2 3.0046(6) 1_455 ?
Pb1 Br2 3.0267(6) . ?
Pb1 Br3 3.0352(6) . ?
Pb1 Br3 3.0766(6) 1_655 ?
N1 C1 1.316(9) . ?
N1 C9 1.367(8) . ?
C1 C2 1.387(10) . ?
C2 C3 1.356(10) . ?
C3 C4 1.395(9) . ?
C4 C9 1.407(8) . ?
C4 C5 1.415(9) . ?
C5 C6 1.350(10) . ?
C6 C7 1.394(10) . ?
C7 C8 1.354(9) . ?
C8 C9 1.388(8) . ?

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
Br1 Pb1 Br2 90.374(18) . 1_455 ?
Br1 Pb1 Br2 89.166(19) . . ?
Br2 Pb1 Br2 92.681(18) 1_455 . ?
Br1 Pb1 Br3 92.27(2) . . ?
Br2 Pb1 Br3 88.667(18) 1_455 . ?
Br2 Pb1 Br3 178.024(17) . . ?
Br1 Pb1 Br3 91.053(18) . 1_655 ?
Br2 Pb1 Br3 178.562(17) 1_455 1_655 ?
Br2 Pb1 Br3 87.509(17) . 1_655 ?
Br3 Pb1 Br3 91.107(18) . 1_655 ?
Pb1 Br2 Pb1 92.681(18) 1_655 . ?
Pb1 Br3 Pb1 91.108(18) . 1_455 ?
C1 N1 C9 122.9(6) . . ?
N1 C1 C2 120.6(7) . . ?
C3 C2 C1 119.1(7) . . ?
C2 C3 C4 120.8(7) . . ?
C3 C4 C9 118.7(6) . . ?
C3 C4 C5 123.6(6) . . ?
C9 C4 C5 117.7(6) . . ?
C6 C5 C4 119.8(6) . . ?
C5 C6 C7 120.9(7) . . ?
C8 C7 C6 121.5(7) . . ?
C7 C8 C9 118.3(6) . . ?
N1 C9 C8 120.4(6) . . ?
N1 C9 C4 117.9(6) . . ?
C8 C9 C4 121.7(6) . . ?

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
_geom_hbond_publ_flag
N1 H1 Br1 0.86 2.49 3.321(5) 161.8 . yes

_refine_diff_density_max         1.295
_refine_diff_density_min         -1.446
_refine_diff_density_rms         0.152

####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2022125'
loop_
_audit_author_name
_audit_author_address
'Yuan-Yuan Guo'
;University of St Andrews
United Kingdom
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Br3 Pb, C9 H8 N'
_chemical_formula_sum            'C9 H8 Br3 N Pb'
_chemical_formula_weight         577.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   4.3397(2)
_cell_length_b                   22.5309(17)
_cell_length_c                   13.0048(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.941(6)
_cell_angle_gamma                90
_cell_volume                     1256.12(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    951
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.052
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    22.937
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.385
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9972
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  0.1118
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.405
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2192
_reflns_number_gt                1786
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0249P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2192
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0780
_refine_ls_wR_factor_gt          0.0767
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_restrained_S_all      0.944
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Pb1 Pb 0.70354(7) 0.53244(2) 0.85783(2) 0.01841(13) Uani 1 1 d . . . . .
Br1 Br 0.6147(2) 0.51049(4) 0.64144(6) 0.0257(2) Uani 1 1 d . . . . .
Br2 Br 1.19312(19) 0.62341(4) 0.82805(7) 0.0246(2) Uani 1 1 d . . . . .
Br3 Br 0.2259(2) 0.43924(4) 0.89208(7) 0.0243(2) Uani 1 1 d . . . . .
N1 N 0.1926(18) 0.6185(3) 0.5147(6) 0.0308(18) Uani 1 1 d . . . . .
H1 H 0.262316 0.588990 0.553524 0.037 Uiso 1 1 calc R U . . .
C1 C -0.029(2) 0.6082(5) 0.4360(9) 0.041(3) Uani 1 1 d . . . . .
H2 H -0.105110 0.569920 0.423492 0.049 Uiso 1 1 calc R U . . .
C2 C -0.149(2) 0.6545(5) 0.3709(8) 0.042(3) Uani 1 1 d . . . . .
H3 H -0.303123 0.647226 0.314081 0.050 Uiso 1 1 calc R U . . .
C3 C -0.039(2) 0.7112(5) 0.3917(7) 0.033(2) Uani 1 1 d . . . . .
H4 H -0.121032 0.742520 0.349593 0.040 Uiso 1 1 calc R U . . .
C4 C 0.198(2) 0.7219(4) 0.4759(7) 0.028(2) Uani 1 1 d . . . . .
C5 C 0.323(2) 0.7786(4) 0.5017(8) 0.037(2) Uani 1 1 d . . . . .
H5 H 0.244243 0.811407 0.462791 0.044 Uiso 1 1 calc R U . . .
C6 C 0.560(2) 0.7859(5) 0.5832(9) 0.041(3) Uani 1 1 d . . . . .
H6 H 0.643761 0.823403 0.599156 0.049 Uiso 1 1 calc R U . . .
C7 C 0.675(2) 0.7365(4) 0.6424(8) 0.033(2) Uani 1 1 d . . . . .
H7 H 0.836023 0.742102 0.697797 0.040 Uiso 1 1 calc R U . . .
C8 C 0.561(2) 0.6807(4) 0.6223(7) 0.029(2) Uani 1 1 d . . . . .
H8 H 0.641893 0.648582 0.662700 0.035 Uiso 1 1 calc R U . . .
C9 C 0.319(2) 0.6733(4) 0.5388(7) 0.0238(19) 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
Pb1 Br1 2.8241(9) . ?
Pb1 Br2 2.9985(9) 1_455 ?
Pb1 Br2 3.0201(9) . ?
Pb1 Br3 3.0317(9) . ?
Pb1 Br3 3.0713(9) 1_655 ?
N1 C1 1.310(14) . ?
N1 C9 1.368(12) . ?
C1 C2 1.394(15) . ?
C2 C3 1.376(15) . ?
C3 C4 1.400(14) . ?
C4 C5 1.408(14) . ?
C4 C9 1.419(12) . ?
C5 C6 1.366(15) . ?
C6 C7 1.401(14) . ?
C7 C8 1.362(13) . ?
C8 C9 1.399(13) . ?

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
Br1 Pb1 Br2 90.42(3) . 1_455 ?
Br1 Pb1 Br2 88.91(3) . . ?
Br2 Pb1 Br2 92.28(2) 1_455 . ?
Br1 Pb1 Br3 91.97(3) . . ?
Br2 Pb1 Br3 89.10(2) 1_455 . ?
Br2 Pb1 Br3 178.36(3) . . ?
Br1 Pb1 Br3 90.47(3) . 1_655 ?
Br2 Pb1 Br3 179.09(3) 1_455 1_655 ?
Br2 Pb1 Br3 87.97(2) . 1_655 ?
Br3 Pb1 Br3 90.64(2) . 1_655 ?
Pb1 Br2 Pb1 92.28(2) 1_655 . ?
Pb1 Br3 Pb1 90.64(2) . 1_455 ?
C1 N1 C9 123.8(9) . . ?
N1 C1 C2 120.2(10) . . ?
C3 C2 C1 119.2(9) . . ?
C2 C3 C4 120.3(9) . . ?
C3 C4 C5 123.5(9) . . ?
C3 C4 C9 118.6(9) . . ?
C5 C4 C9 117.9(9) . . ?
C6 C5 C4 120.7(9) . . ?
C5 C6 C7 119.5(10) . . ?
C8 C7 C6 122.7(9) . . ?
C7 C8 C9 117.8(9) . . ?
N1 C9 C8 120.8(8) . . ?
N1 C9 C4 117.7(8) . . ?
C8 C9 C4 121.5(9) . . ?

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
C9 N1 C1 C2 -0.1(15) . . . . ?
N1 C1 C2 C3 -1.4(15) . . . . ?
C1 C2 C3 C4 1.4(14) . . . . ?
C2 C3 C4 C5 179.7(9) . . . . ?
C2 C3 C4 C9 0.0(13) . . . . ?
C3 C4 C5 C6 -178.1(10) . . . . ?
C9 C4 C5 C6 1.6(14) . . . . ?
C4 C5 C6 C7 -0.9(15) . . . . ?
C5 C6 C7 C8 0.1(16) . . . . ?
C6 C7 C8 C9 -0.1(14) . . . . ?
C1 N1 C9 C8 -178.1(9) . . . . ?
C1 N1 C9 C4 1.5(13) . . . . ?
C7 C8 C9 N1 -179.6(8) . . . . ?
C7 C8 C9 C4 0.8(13) . . . . ?
C3 C4 C9 N1 -1.5(12) . . . . ?
C5 C4 C9 N1 178.8(8) . . . . ?
C3 C4 C9 C8 178.2(8) . . . . ?
C5 C4 C9 C8 -1.6(13) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 Br1 0.86 2.50 3.324(8) 161.9 . yes

_refine_diff_density_max         1.955
_refine_diff_density_min         -1.922
_refine_diff_density_rms         0.317

####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2022127'
loop_
_audit_author_name
_audit_author_address
'Yuan-Yuan Guo'
;University of St Andrews
United Kingdom
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'I3 Pb, C9 H8 N'
_chemical_formula_sum            'C9 H8 I3 N Pb'
_chemical_formula_weight         718.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   25.767(2)
_cell_length_b                   4.6411(4)
_cell_length_c                   25.931(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.396(7)
_cell_angle_gamma                90
_cell_volume                     2801.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    840
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.405
_exptl_crystal_F_000             2480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    18.625
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.342
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12590
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_av_R_equivalents  0.0860
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.949
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             3132
_reflns_number_gt                2179
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0552P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3132
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1017
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   0.909
_refine_ls_restrained_S_all      0.909
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Pb1 Pb 0.33596(2) 0.51817(6) 0.56057(2) 0.02680(12) Uani 1 1 d . . . . .
I1 I 0.42342(3) 0.50894(12) 0.68280(2) 0.03761(17) Uani 1 1 d . . . . .
I2 I 0.40533(2) 0.03166(11) 0.52834(2) 0.03024(16) Uani 1 1 d . . . . .
I3 I 0.26067(2) 0.02656(11) 0.58402(2) 0.02971(15) Uani 1 1 d . . . . .
N1 N 0.5504(3) 0.3398(15) 0.6635(3) 0.0375(18) Uani 1 1 d . . . . .
H1 H 0.532850 0.319946 0.684919 0.045 Uiso 1 1 calc R U . . .
C1 C 0.5284(4) 0.5222(17) 0.6193(4) 0.040(2) Uani 1 1 d . . . . .
H2 H 0.494720 0.622351 0.612016 0.048 Uiso 1 1 calc R U . . .
C2 C 0.5560(4) 0.5595(18) 0.5848(4) 0.040(2) Uani 1 1 d . . . . .
H3 H 0.541096 0.686601 0.554181 0.048 Uiso 1 1 calc R U . . .
C3 C 0.6049(4) 0.4128(18) 0.5951(4) 0.0320(19) Uani 1 1 d . . . . .
H4 H 0.623857 0.443004 0.571999 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6272(4) 0.2154(16) 0.6404(4) 0.0280(18) Uani 1 1 d . . . . .
C5 C 0.6770(4) 0.0507(17) 0.6527(4) 0.036(2) Uani 1 1 d . . . . .
H5 H 0.696186 0.068417 0.629579 0.044 Uiso 1 1 calc R U . . .
C6 C 0.6975(5) -0.1348(19) 0.6980(5) 0.047(3) Uani 1 1 d . . . . .
H6 H 0.730123 -0.244377 0.705051 0.056 Uiso 1 1 calc R U . . .
C7 C 0.6695(5) -0.1603(18) 0.7338(4) 0.043(2) Uani 1 1 d . . . . .
H7 H 0.684254 -0.283829 0.765076 0.051 Uiso 1 1 calc R U . . .
C8 C 0.6205(5) -0.0043(17) 0.7232(4) 0.042(2) Uani 1 1 d . . . . .
H8 H 0.601611 -0.022278 0.746601 0.050 Uiso 1 1 calc R U . . .
C9 C 0.6001(4) 0.1813(16) 0.6765(4) 0.031(2) 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
Pb1 I1 3.0001(7) . ?
Pb1 I2 3.2051(6) . ?
Pb1 I3 3.2174(6) . ?
Pb1 I3 3.2732(6) 1_565 ?
Pb1 I2 3.2945(6) 1_565 ?
N1 C1 1.339(11) . ?
N1 C9 1.387(11) . ?
C1 C2 1.372(13) . ?
C2 C3 1.354(13) . ?
C3 C4 1.404(11) . ?
C4 C9 1.395(11) . ?
C4 C5 1.407(12) . ?
C5 C6 1.367(13) . ?
C6 C7 1.406(14) . ?
C7 C8 1.377(14) . ?
C8 C9 1.394(12) . ?

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
I1 Pb1 I2 90.873(17) . . ?
I1 Pb1 I3 91.762(18) . . ?
I2 Pb1 I3 89.922(16) . . ?
I1 Pb1 I3 92.894(17) . 1_565 ?
I2 Pb1 I3 176.004(16) . 1_565 ?
I3 Pb1 I3 91.291(17) . 1_565 ?
I1 Pb1 I2 92.004(18) . 1_565 ?
I2 Pb1 I2 91.121(16) . 1_565 ?
I3 Pb1 I2 176.077(16) . 1_565 ?
I3 Pb1 I2 87.420(16) 1_565 1_565 ?
Pb1 I2 Pb1 91.119(16) . 1_545 ?
Pb1 I3 Pb1 91.293(17) . 1_545 ?
C1 N1 C9 123.4(8) . . ?
N1 C1 C2 119.3(9) . . ?
C3 C2 C1 120.5(9) . . ?
C2 C3 C4 120.3(8) . . ?
C9 C4 C3 119.6(8) . . ?
C9 C4 C5 117.1(8) . . ?
C3 C4 C5 123.3(8) . . ?
C6 C5 C4 121.1(9) . . ?
C5 C6 C7 120.1(9) . . ?
C8 C7 C6 120.7(9) . . ?
C7 C8 C9 118.0(9) . . ?
N1 C9 C8 120.2(8) . . ?
N1 C9 C4 116.9(8) . . ?
C8 C9 C4 122.9(8) . . ?

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
_geom_hbond_publ_flag
N1 H1 I1 0.86 2.93 3.604(8) 136.5 . yes
N1 H1 I1 0.86 3.24 3.829(8) 128.0 2_656 yes

_refine_diff_density_max         2.360
_refine_diff_density_min         -1.679
_refine_diff_density_rms         0.315

####################################################################### 
# 
# 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_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2022124'
loop_
_audit_author_name
_audit_author_address
'Yuan-Yuan Guo'
;University of St Andrews
United Kingdom
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Br3 Pb, C9 H8 N'
_chemical_formula_sum            'C9 H8 Br3 N Pb'
_chemical_formula_weight         577.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-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                   21.3526(15)
_cell_length_b                   7.7783(5)
_cell_length_c                   31.1680(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5176.6(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    958
_cell_measurement_theta_min      2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Chip
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.962
_exptl_crystal_F_000             4096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    22.263
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.399
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39543
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_av_R_equivalents  0.1305
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.312
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4554
_reflns_number_gt                2807
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0576P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00124(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4554
_refine_ls_number_parameters     254
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1120
_refine_ls_wR_factor_gt          0.0979
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_restrained_S_all      0.919
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
Pb1 Pb 0.24993(2) 0.48158(4) 0.80418(2) 0.03649(15) Uani 1 1 d . . . . .
Pb2 Pb 0.25015(2) -0.34539(4) 0.55388(2) 0.03630(15) Uani 1 1 d . . . . .
Br1 Br 0.29686(5) 0.23900(12) 0.87191(4) 0.0450(3) Uani 1 1 d . . . . .
Br2 Br 0.14002(5) 0.19645(14) 0.80661(4) 0.0535(3) Uani 1 1 d . . . . .
Br4 Br 0.20464(5) -0.08804(13) 0.62238(3) 0.0467(3) Uani 1 1 d . . . . .
Br3 Br 0.29835(6) 0.24023(13) 0.73898(4) 0.0512(3) Uani 1 1 d . . . . .
Br5 Br 0.36051(5) -0.14104(14) 0.55346(4) 0.0517(3) Uani 1 1 d . . . . .
Br6 Br 0.20062(6) -0.08975(13) 0.48887(4) 0.0499(3) Uani 1 1 d . . . . .
N1 N 0.3478(5) 0.6130(19) 0.9294(4) 0.084(4) Uani 1 1 d . . . . .
H2 H 0.309104 0.584742 0.926657 0.100 Uiso 1 1 calc R U . . .
C1 C 0.3640(6) 0.767(2) 0.9212(4) 0.075(4) Uani 1 1 d . . . . .
H1 H 0.333634 0.844319 0.911848 0.090 Uiso 1 1 calc R U . . .
C2 C 0.3904(9) 0.489(2) 0.9425(4) 0.084(4) Uani 1 1 d . U . . .
H3 H 0.377353 0.376494 0.947299 0.101 Uiso 1 1 calc R U . . .
C3 C 0.4504(8) 0.5329(17) 0.9481(4) 0.075(4) Uani 1 1 d . . . . .
H4 H 0.479055 0.450378 0.957155 0.090 Uiso 1 1 calc R U . . .
C4 C 0.4709(5) 0.7032(13) 0.9405(3) 0.047(3) Uani 1 1 d . . . . .
C5 C 0.5311(6) 0.7610(15) 0.9456(5) 0.071(4) Uani 1 1 d . . . . .
H5 H 0.561943 0.684776 0.954662 0.085 Uiso 1 1 calc R U . . .
C6 C 0.5466(6) 0.9256(19) 0.9377(5) 0.077(4) Uani 1 1 d . . . . .
H6 H 0.587607 0.961977 0.942060 0.093 Uiso 1 1 calc R U . . .
C7 C 0.5027(6) 1.0403(18) 0.9232(5) 0.082(4) Uani 1 1 d . . . . .
H7 H 0.514771 1.152934 0.917525 0.099 Uiso 1 1 calc R U . . .
C8 C 0.4431(7) 0.9945(16) 0.9171(4) 0.071(4) Uani 1 1 d . . . . .
H8 H 0.414008 1.074185 0.907243 0.086 Uiso 1 1 calc R U . . .
C9 C 0.4248(5) 0.8248(15) 0.9258(4) 0.051(3) Uani 1 1 d . . . . .
N2 N 0.3549(6) -0.069(2) 0.6700(4) 0.095(4) Uani 1 1 d . U . . .
H10 H 0.317090 -0.032445 0.667267 0.114 Uiso 1 1 calc R U . . .
C10 C 0.3617(7) -0.234(2) 0.6826(5) 0.097(6) Uani 1 1 d . . . . .
H9 H 0.327937 -0.307207 0.687281 0.116 Uiso 1 1 calc R U . . .
C11 C 0.4017(10) 0.048(2) 0.6609(6) 0.114(6) Uani 1 1 d . U . . .
H11 H 0.392735 0.158605 0.651204 0.137 Uiso 1 1 calc R U . . .
C12 C 0.4589(8) -0.004(2) 0.6666(5) 0.089(5) Uani 1 1 d . . . . .
H12 H 0.491560 0.071585 0.660759 0.106 Uiso 1 1 calc R U . . .
C13 C 0.4731(6) -0.1706(15) 0.6814(4) 0.055(3) Uani 1 1 d . . . . .
C14 C 0.5347(6) -0.2289(17) 0.6874(5) 0.074(4) Uani 1 1 d . . . . .
H13 H 0.568215 -0.155386 0.682267 0.089 Uiso 1 1 calc R U . . .
C15 C 0.5450(7) -0.387(2) 0.7002(5) 0.085(5) Uani 1 1 d . . . . .
H14 H 0.585995 -0.424475 0.704029 0.103 Uiso 1 1 calc R U . . .
C16 C 0.4949(9) -0.503(2) 0.7082(5) 0.090(5) Uani 1 1 d . U . . .
H15 H 0.503301 -0.613587 0.718007 0.108 Uiso 1 1 calc R U . . .
C17 C 0.4384(7) -0.456(2) 0.7021(5) 0.088(5) Uani 1 1 d . . . . .
H16 H 0.405938 -0.533275 0.706986 0.106 Uiso 1 1 calc R U . . .
C18 C 0.4246(5) -0.2853(17) 0.6879(4) 0.056(3) 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
Pb1 Br2 2.8848(12) 8_665 ?
Pb1 Br3 2.9535(11) . ?
Pb1 Br1 3.0034(11) . ?
Pb1 Br3 3.0399(11) 8_665 ?
Pb1 Br1 3.0763(11) 8_665 ?
Pb1 Br2 3.2299(12) . ?
Pb2 Br5 2.8425(11) . ?
Pb2 Br6 2.9703(11) 8_655 ?
Pb2 Br4 3.0087(11) 8_655 ?
Pb2 Br6 3.0295(11) . ?
Pb2 Br4 3.0837(11) . ?
Pb2 Br5 3.2973(12) 8_655 ?
N1 C1 1.275(17) . ?
N1 C2 1.387(18) . ?
C1 C9 1.379(15) . ?
C2 C3 1.34(2) . ?
C3 C4 1.416(16) . ?
C4 C5 1.371(16) . ?
C4 C9 1.441(15) . ?
C5 C6 1.345(17) . ?
C6 C7 1.370(18) . ?
C7 C8 1.337(17) . ?
C8 C9 1.403(17) . ?
N2 C10 1.351(18) . ?
N2 C11 1.38(2) . ?
C10 C18 1.411(18) . ?
C11 C12 1.30(2) . ?
C12 C13 1.411(18) . ?
C13 C18 1.383(16) . ?
C13 C14 1.403(17) . ?
C14 C15 1.313(18) . ?
C15 C16 1.42(2) . ?
C16 C17 1.274(19) . ?
C17 C18 1.431(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br2 Pb1 Br3 95.80(3) 8_665 . ?
Br2 Pb1 Br1 94.23(3) 8_665 . ?
Br3 Pb1 Br1 88.14(3) . . ?
Br2 Pb1 Br3 84.86(3) 8_665 8_665 ?
Br3 Pb1 Br3 94.55(4) . 8_665 ?
Br1 Pb1 Br3 177.23(3) . 8_665 ?
Br2 Pb1 Br1 82.50(3) 8_665 8_665 ?
Br3 Pb1 Br1 178.30(3) . 8_665 ?
Br1 Pb1 Br1 92.00(3) . 8_665 ?
Br3 Pb1 Br1 85.29(3) 8_665 8_665 ?
Br2 Pb1 Br2 171.54(4) 8_665 . ?
Br3 Pb1 Br2 80.45(3) . . ?
Br1 Pb1 Br2 78.14(3) . . ?
Br3 Pb1 Br2 102.93(3) 8_665 . ?
Br1 Pb1 Br2 101.24(3) 8_665 . ?
Br5 Pb2 Br6 93.52(3) . 8_655 ?
Br5 Pb2 Br4 95.05(3) . 8_655 ?
Br6 Pb2 Br4 88.23(3) 8_655 8_655 ?
Br5 Pb2 Br6 85.37(3) . . ?
Br6 Pb2 Br6 95.01(4) 8_655 . ?
Br4 Pb2 Br6 176.71(3) 8_655 . ?
Br5 Pb2 Br4 84.34(3) . . ?
Br6 Pb2 Br4 177.64(3) 8_655 . ?
Br4 Pb2 Br4 90.97(3) 8_655 . ?
Br6 Pb2 Br4 85.81(3) . . ?
Br5 Pb2 Br5 169.77(3) . 8_655 ?
Br6 Pb2 Br5 78.73(3) 8_655 8_655 ?
Br4 Pb2 Br5 78.18(3) 8_655 8_655 ?
Br6 Pb2 Br5 101.83(3) . 8_655 ?
Br4 Pb2 Br5 103.28(3) . 8_655 ?
Pb1 Br1 Pb1 79.53(3) . 8_655 ?
Pb1 Br2 Pb1 78.77(3) 8_655 . ?
Pb2 Br4 Pb2 79.33(3) 8_665 . ?
Pb1 Br3 Pb1 80.90(3) . 8_655 ?
Pb2 Br6 Pb2 80.81(3) 8_665 . ?
C1 N1 C2 122.4(12) . . ?
N1 C1 C9 122.6(14) . . ?
C3 C2 N1 119.2(14) . . ?
C2 C3 C4 120.9(15) . . ?
C5 C4 C3 125.3(12) . . ?
C5 C4 C9 117.6(10) . . ?
C3 C4 C9 117.1(12) . . ?
C6 C5 C4 121.4(12) . . ?
C5 C6 C7 120.8(13) . . ?
C8 C7 C6 121.7(13) . . ?
C7 C8 C9 119.3(12) . . ?
C1 C9 C8 123.2(12) . . ?
C1 C9 C4 117.7(12) . . ?
C8 C9 C4 119.2(11) . . ?
C10 N2 C11 127.5(14) . . ?
N2 C10 C18 113.9(14) . . ?
C12 C11 N2 116.5(17) . . ?
C11 C12 C13 122.4(17) . . ?
C18 C13 C14 118.4(12) . . ?
C18 C13 C12 118.6(13) . . ?
C14 C13 C12 122.9(13) . . ?
C15 C14 C13 120.0(13) . . ?
C14 C15 C16 121.5(14) . . ?
C17 C16 C15 120.3(15) . . ?
C16 C17 C18 120.5(14) . . ?
C13 C18 C10 121.0(14) . . ?
C13 C18 C17 119.3(12) . . ?
C10 C18 C17 119.7(14) . . ?

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
_geom_hbond_publ_flag
N1 H2 Br1 0.86 3.08 3.704(13) 131.5 8_665 yes
N1 H2 Br6 0.86 3.02 3.654(11) 132.1 7_566 yes
N1 H2 Br1 0.86 3.20 3.586(11) 110.3 . yes
N2 H10 Br3 0.86 3.11 3.445(12) 106.0 . yes
N2 H10 Br4 0.86 2.81 3.538(13) 143.1 . yes

_refine_diff_density_max         1.925
_refine_diff_density_min         -2.313
_refine_diff_density_rms         0.284

####################################################################### 
# 
# 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_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2022128'
loop_
_audit_author_name
_audit_author_address
'Yuan-Yuan Guo'
;University of St Andrews
United Kingdom
;
_audit_update_record             
;
2020-08-07 deposited with the CCDC.	2020-08-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'I3 Pb, C9 H8 N'
_chemical_formula_sum            'C9 H8 I3 N Pb'
_chemical_formula_weight         718.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pb Pb -3.3944 10.1111 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   25.845(2)
_cell_length_b                   4.6540(4)
_cell_length_c                   26.044(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.392(7)
_cell_angle_gamma                90
_cell_volume                     2830.0(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    804
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    3.371
_exptl_crystal_F_000             2480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    18.436
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.542
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  
;
Rigaku Mercury2 (2x2 bin mode)
;
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13157
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_av_R_equivalents  0.0681
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.938
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3196
_reflns_number_gt                2155
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0279P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3196
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0617
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_restrained_S_all      0.890
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Pb1 Pb 0.33618(2) 0.51895(5) 0.56105(2) 0.03213(8) Uani 1 1 d . . . . .
I1 I 0.42331(2) 0.51321(11) 0.68255(2) 0.04862(14) Uani 1 1 d . . . . .
I2 I 0.40510(2) 0.03253(9) 0.52865(2) 0.03770(12) Uani 1 1 d . . . . .
I3 I 0.26062(2) 0.02707(9) 0.58346(2) 0.03730(12) Uani 1 1 d . . . . .
N1 N 0.5500(3) 0.3420(11) 0.6631(3) 0.0464(15) Uani 1 1 d . . . . .
H1 H 0.532371 0.320842 0.684290 0.056 Uiso 1 1 calc R U . . .
C1 C 0.5282(3) 0.5213(15) 0.6197(3) 0.0484(18) Uani 1 1 d . . . . .
H2 H 0.494758 0.621596 0.612730 0.058 Uiso 1 1 calc R U . . .
C2 C 0.5552(3) 0.5581(15) 0.5852(3) 0.0493(19) Uani 1 1 d . . . . .
H3 H 0.540046 0.684577 0.554674 0.059 Uiso 1 1 calc R U . . .
C3 C 0.6044(3) 0.4110(14) 0.5951(3) 0.0426(17) Uani 1 1 d . . . . .
H4 H 0.622810 0.438343 0.571608 0.051 Uiso 1 1 calc R U . . .
C4 C 0.6268(3) 0.2193(12) 0.6406(3) 0.0350(16) Uani 1 1 d . . . . .
C5 C 0.6767(3) 0.0578(15) 0.6528(3) 0.0493(19) Uani 1 1 d . . . . .
H5 H 0.696297 0.077926 0.630211 0.059 Uiso 1 1 calc R U . . .
C6 C 0.6964(3) -0.1271(15) 0.6973(4) 0.054(2) Uani 1 1 d . . . . .
H6 H 0.728322 -0.239706 0.703700 0.065 Uiso 1 1 calc R U . . .
C7 C 0.6698(4) -0.1524(16) 0.7339(4) 0.061(2) Uani 1 1 d . . . . .
H7 H 0.685208 -0.272681 0.765400 0.073 Uiso 1 1 calc R U . . .
C8 C 0.6203(4) 0.0028(15) 0.7229(3) 0.053(2) Uani 1 1 d . . . . .
H8 H 0.601384 -0.015153 0.746144 0.064 Uiso 1 1 calc R U . . .
C9 C 0.5998(3) 0.1859(13) 0.6762(3) 0.0392(16) 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
Pb1 I1 2.9956(6) . ?
Pb1 I2 3.2092(5) . ?
Pb1 I3 3.2207(5) . ?
Pb1 I3 3.2749(5) 1_565 ?
Pb1 I2 3.2996(5) 1_565 ?
N1 C1 1.320(9) . ?
N1 C9 1.387(8) . ?
C1 C2 1.364(10) . ?
C2 C3 1.368(10) . ?
C3 C4 1.396(9) . ?
C4 C9 1.387(9) . ?
C4 C5 1.407(9) . ?
C5 C6 1.356(11) . ?
C6 C7 1.398(11) . ?
C7 C8 1.389(11) . ?
C8 C9 1.390(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
I1 Pb1 I2 91.195(14) . . ?
I1 Pb1 I3 92.397(14) . . ?
I2 Pb1 I3 89.675(14) . . ?
I1 Pb1 I3 93.085(14) . 1_565 ?
I2 Pb1 I3 175.502(13) . 1_565 ?
I3 Pb1 I3 91.526(13) . 1_565 ?
I1 Pb1 I2 91.883(15) . 1_565 ?
I2 Pb1 I2 91.281(13) . 1_565 ?
I3 Pb1 I2 175.594(14) . 1_565 ?
I3 Pb1 I2 87.199(13) 1_565 1_565 ?
Pb1 I2 Pb1 91.281(13) . 1_545 ?
Pb1 I3 Pb1 91.528(13) . 1_545 ?
C1 N1 C9 123.6(6) . . ?
N1 C1 C2 119.5(7) . . ?
C1 C2 C3 120.7(7) . . ?
C2 C3 C4 119.5(6) . . ?
C9 C4 C3 119.7(6) . . ?
C9 C4 C5 117.7(6) . . ?
C3 C4 C5 122.5(6) . . ?
C6 C5 C4 120.2(7) . . ?
C5 C6 C7 121.5(7) . . ?
C8 C7 C6 119.7(7) . . ?
C7 C8 C9 118.1(7) . . ?
N1 C9 C4 117.1(6) . . ?
N1 C9 C8 120.2(6) . . ?
C4 C9 C8 122.8(7) . . ?

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
_geom_hbond_publ_flag
N1 H1 I1 0.86 2.94 3.611(6) 136.4 . yes
N1 H1 I1 0.86 3.28 3.860(6) 127.5 2_656 yes

_refine_diff_density_max         1.636
_refine_diff_density_min         -1.257
_refine_diff_density_rms         0.194

