# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_vp-51
_database_code_depnum_ccdc_archive 'CCDC 1495867'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.23 svn.r3337 for OlexSys, GUI svn.r5217)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'I3 Pb, C5 H5 Br N'
_chemical_formula_sum            'C5 H5 Br I3 N Pb'
_chemical_formula_weight         746.90
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.3723(5)
_cell_length_b                   10.0412(5)
_cell_length_c                   15.0940(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1268.92(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9042
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.18
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    23.696
_exptl_absorpt_correction_T_max  0.1375
_exptl_absorpt_correction_T_min  0.0332
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.910
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -1 0.0500
0 1 1 0.0690
1 0 -1 0.0800
-2 0 -1 0.1180
0 0 -1 0.1460
0 0 1 0.0660

_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1043
_diffrn_reflns_av_unetI/netI     0.0670
_diffrn_reflns_Laue_measured_fraction_full 0.852
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5161
_diffrn_reflns_point_group_measured_fraction_full 0.845
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.579
_diffrn_reflns_theta_min         2.436
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.852
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.700
_reflns_Friedel_fraction_full    0.834
_reflns_Friedel_fraction_max     0.877
_reflns_number_gt                2046
_reflns_number_total             2113
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXD (Sheldrick, 2008)'
_refine_diff_density_max         3.462
_refine_diff_density_min         -1.874
_refine_diff_density_rms         0.475
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.013(15)
_refine_ls_extinction_coef       0.0032(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2113
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0945P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1298
_refine_ls_wR_factor_ref         0.1312
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), N12(H12), C5(H5), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.04134(9) 0.23820(8) -0.00180(5) 0.0342(3) Uani 1 1 d . . . . .
I1 I -0.16050(17) 0.48621(14) 0.03989(9) 0.0359(4) Uani 1 1 d . . . . .
I2 I 0.28676(17) 0.32240(16) 0.15626(9) 0.0390(4) Uani 1 1 d . . . . .
I3 I 0.23346(18) 0.41122(17) -0.12661(10) 0.0426(5) Uani 1 1 d . . . . .
Br1 Br 0.5198(3) 0.6734(3) 0.09368(16) 0.0482(6) Uani 1 1 d . . . . .
C1 C 0.344(3) 0.769(2) 0.1390(12) 0.035(4) Uani 1 1 d . . . . .
C2 C 0.191(3) 0.727(3) 0.1259(19) 0.050(6) Uani 1 1 d . . . . .
H2 H 0.1665 0.6475 0.0941 0.060 Uiso 1 1 calc R . . . .
N12 N 0.379(2) 0.8788(19) 0.1839(12) 0.035(4) Uani 1 1 d . . . . .
H12 H 0.4794 0.9034 0.1884 0.042 Uiso 1 1 calc R . . . .
C5 C 0.267(3) 0.953(2) 0.2224(14) 0.036(4) Uani 1 1 d . . . . .
H5 H 0.2947 1.0297 0.2561 0.044 Uiso 1 1 calc R . . . .
C3 C 0.074(3) 0.805(3) 0.1613(16) 0.045(5) Uani 1 1 d . . . . .
H3 H -0.0347 0.7837 0.1508 0.054 Uiso 1 1 calc R . . . .
C4 C 0.110(3) 0.915(3) 0.2115(15) 0.042(5) Uani 1 1 d . . . . .
H4 H 0.0265 0.9648 0.2388 0.051 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.0746(16) . ?
Pb1 I1 3.4116(16) 3 ?
Pb1 I2 3.2169(15) 3_455 ?
Pb1 I2 3.2601(16) . ?
Pb1 I3 3.0256(16) . ?
I1 Pb1 3.4116(16) 3_455 ?
I2 Pb1 3.2169(15) 3 ?
Br1 C1 1.88(2) . ?
C1 C2 1.37(4) . ?
C1 N12 1.33(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.37(4) . ?
N12 H12 0.8800 . ?
N12 C5 1.33(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.38(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.37(4) . ?
C4 H4 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 166.31(5) . 3 ?
I1 Pb1 I2 86.41(4) . 3_455 ?
I1 Pb1 I2 89.23(4) . . ?
I2 Pb1 I1 80.41(4) . 3 ?
I2 Pb1 I1 103.75(4) 3_455 3 ?
I2 Pb1 I2 175.55(3) 3_455 . ?
I3 Pb1 I1 87.40(5) . . ?
I3 Pb1 I1 83.42(4) . 3 ?
I3 Pb1 I2 90.55(4) . 3_455 ?
I3 Pb1 I2 88.38(4) . . ?
Pb1 I1 Pb1 80.37(3) . 3_455 ?
Pb1 I2 Pb1 80.69(3) 3 . ?
C2 C1 Br1 122(2) . . ?
N12 C1 Br1 116.0(16) . . ?
N12 C1 C2 122(2) . . ?
C1 C2 H2 122.1 . . ?
C3 C2 C1 116(3) . . ?
C3 C2 H2 122.1 . . ?
C1 N12 H12 118.8 . . ?
C5 N12 C1 122.5(19) . . ?
C5 N12 H12 118.8 . . ?
N12 C5 H5 121.2 . . ?
N12 C5 C4 118(2) . . ?
C4 C5 H5 121.2 . . ?
C2 C3 H3 119.1 . . ?
C2 C3 C4 122(2) . . ?
C4 C3 H3 119.1 . . ?
C5 C4 H4 120.2 . . ?
C3 C4 C5 120(2) . . ?
C3 C4 H4 120.2 . . ?

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
Br1 C1 C2 C3 -179.3(18) . . . . ?
Br1 C1 N12 C5 -177.5(16) . . . . ?
C1 C2 C3 C4 -4(4) . . . . ?
C1 N12 C5 C4 -2(3) . . . . ?
C2 C1 N12 C5 3(3) . . . . ?
C2 C3 C4 C5 4(4) . . . . ?
N12 C1 C2 C3 0(4) . . . . ?
N12 C5 C4 C3 -1(3) . . . . ?

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

data_vp-68
_database_code_depnum_ccdc_archive 'CCDC 1495868'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2015-11-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I10 Pb3, 4(C5 H5 Br N)'
_chemical_formula_sum            'C20 H20 Br4 I10 N4 Pb3'
_chemical_formula_weight         2526.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   23.010(2)
_cell_length_b                   9.6665(7)
_cell_length_c                   11.1481(12)
_cell_angle_alpha                90
_cell_angle_beta                 107.617(8)
_cell_angle_gamma                90
_cell_volume                     2363.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14896
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      1.92
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.591
_exptl_absorpt_correction_T_max  0.1806
_exptl_absorpt_correction_T_min  0.0308
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.551
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2168
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 2 0 0.2050
0 0 -1 0.0450
0 0 1 0.0950
-2 0 1 0.0290
1 0 0 0.0750
-1 0 0 0.0540
0 -1 0 0.2770

_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.950
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7187
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.617
_diffrn_reflns_theta_min         2.229
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate ( 34 cm diameter )'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube, 12 x 0.4 mm fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2230
_reflns_number_total             2341
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.893
_refine_diff_density_min         -1.146
_refine_diff_density_rms         0.169
_refine_ls_extinction_coef       0.00224(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0232
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0316P)²+4.2525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0559
_refine_ls_wR_factor_ref         0.0564
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Shared sites
{N2, C7}
{N1, C3}
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C3)
Uanis(N2) = Uanis(C7)
4. Others
 Fixed Sof: N1(0.5) H1(0.5) C3(0.5) H3(0.5) H2A(0.5) H2B(0.5) H4A(0.25)
 H4B(0.25) N2(0.5) H2(0.5) H6A(0.5) H6B(0.5) H8A(0.25) H8B(0.25) C7(0.5) H7(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C2(H2A), C2(H2B), C4(H4A), C4(H4B), N2(H2), C6(H6A), C6(H6B),
 C8(H8A), C8(H8B), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.5000 0.0000 1.0000 0.03150(11) Uani 1 4 d S T P . .
Pb2 Pb 0.31943(2) 0.0000 0.91239(2) 0.02770(10) Uani 1 2 d S T P . .
I1 I 0.42220(2) 0.0000 1.19620(4) 0.03594(13) Uani 1 2 d S T P . .
I2 I 0.40441(2) 0.23223(3) 0.85139(3) 0.03796(11) Uani 1 1 d . . . . .
I3 I 0.2500 0.2500 1.0000 0.04241(14) Uani 1 2 d S T P . .
I4 I 0.22684(2) 0.0000 0.64661(4) 0.04912(15) Uani 1 2 d S T P . .
Br1 Br 0.56860(4) 0.0000 1.43610(7) 0.0518(2) Uani 1 2 d S T P . .
N1 N 0.7365(2) -0.1194(5) 1.6609(5) 0.0520(12) Uani 0.5 1 d . . . A 3
H1 H 0.7552 -0.1982 1.6870 0.062 Uiso 0.5 1 calc R . . A 3
C3 C 0.7365(2) -0.1194(5) 1.6609(5) 0.0520(12) Uani 0.5 1 d . . . A 4
H3 H 0.7567 -0.2044 1.6891 0.062 Uiso 0.5 1 calc R . . A 4
C1 C 0.6488(3) 0.0000 1.5420(6) 0.0389(15) Uani 1 2 d S T P A .
C2 C 0.6783(2) -0.1220(6) 1.5820(5) 0.0473(13) Uani 1 1 d . . . . .
H2A H 0.6585 -0.2077 1.5551 0.057 Uiso 0.5 1 calc R . . A 3
H2B H 0.6585 -0.2077 1.5551 0.057 Uiso 0.5 1 calc R . . A 4
C4 C 0.7662(4) 0.0000 1.7003(8) 0.0496(18) Uani 1 2 d S T P . .
H4A H 0.8070 0.0000 1.7544 0.059 Uiso 0.5 2 calc RS T P A 3
H4B H 0.8070 0.0000 1.7544 0.059 Uiso 0.5 2 calc RS T P A 4
Br2 Br 0.07789(3) 0.0000 0.43643(7) 0.04500(19) Uani 1 2 d S T P . .
N2 N -0.0829(2) -0.1196(5) 0.1833(5) 0.0484(12) Uani 0.5 1 d . . . B 1
H2 H -0.1009 -0.1982 0.1540 0.058 Uiso 0.5 1 calc R . . B 1
C5 C 0.0012(3) 0.0000 0.3151(6) 0.0366(14) Uani 1 2 d S T P B .
C6 C -0.0273(2) -0.1227(5) 0.2702(5) 0.0434(11) Uani 1 1 d . . . . .
H6A H -0.0081 -0.2085 0.2999 0.052 Uiso 0.5 1 calc R . . B 1
H6B H -0.0081 -0.2085 0.2999 0.052 Uiso 0.5 1 calc R . . B 2
C8 C -0.1115(4) 0.0000 0.1402(8) 0.0477(18) Uani 1 2 d S T P . .
H8A H -0.1511 0.0000 0.0806 0.057 Uiso 0.5 2 calc RS T P B 1
H8B H -0.1511 0.0000 0.0806 0.057 Uiso 0.5 2 calc RS T P B 2
C7 C -0.0829(2) -0.1196(5) 0.1833(5) 0.0484(12) Uani 0.5 1 d . . . B 2
H7 H -0.1024 -0.2045 0.1516 0.058 Uiso 0.5 1 calc R . . B 2


_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 3.2184(5) 5_657 ?
Pb1 I1 3.2185(5) . ?
Pb1 I2 3.2275(4) 6 ?
Pb1 I2 3.2275(4) 2_657 ?
Pb1 I2 3.2275(4) 5_657 ?
Pb1 I2 3.2275(4) . ?
Pb2 I1 3.3276(6) . ?
Pb2 I2 3.1827(4) . ?
Pb2 I2 3.1828(4) 6 ?
Pb2 I3 3.2079(2) 4_547 ?
Pb2 I3 3.2079(2) . ?
Pb2 I4 3.0818(6) . ?
I3 Pb2 3.2079(2) 7_557 ?
Br1 C1 1.866(7) . ?
N1 H1 0.8800 . ?
N1 C2 1.361(8) . ?
N1 C4 1.345(7) . ?
C3 H3 0.9500 . ?
C3 C2 1.361(8) . ?
C3 C4 1.345(7) . ?
C1 C2 1.367(7) 6 ?
C1 C2 1.367(7) . ?
C2 H2A 0.9500 . ?
C2 H2B 0.9500 . ?
C4 N1 1.345(7) 6 ?
C4 C3 1.345(7) 6 ?
C4 H4A 0.9500 . ?
C4 H4B 0.9500 . ?
Br2 C5 1.870(7) . ?
N2 H2 0.8800 . ?
N2 C6 1.353(7) . ?
N2 C8 1.345(7) . ?
C5 C6 1.374(6) 6 ?
C5 C6 1.374(6) . ?
C6 H6A 0.9500 . ?
C6 H6B 0.9500 . ?
C6 C7 1.353(7) . ?
C8 N2 1.345(7) 6 ?
C8 H8A 0.9500 . ?
C8 H8B 0.9500 . ?
C8 C7 1.345(7) . ?
C8 C7 1.345(7) 6 ?
C7 H7 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 180.0 5_657 . ?
I1 Pb1 I2 85.182(10) . 6 ?
I1 Pb1 I2 94.818(10) 5_657 6 ?
I1 Pb1 I2 94.818(10) . 5_657 ?
I1 Pb1 I2 94.819(10) 5_657 . ?
I1 Pb1 I2 85.182(10) 5_657 2_657 ?
I1 Pb1 I2 85.181(10) . . ?
I1 Pb1 I2 94.818(10) . 2_657 ?
I1 Pb1 I2 85.182(10) 5_657 5_657 ?
I2 Pb1 I2 88.142(14) 2_657 5_657 ?
I2 Pb1 I2 91.858(14) 6 5_657 ?
I2 Pb1 I2 91.859(15) 2_657 . ?
I2 Pb1 I2 180.0 6 2_657 ?
I2 Pb1 I2 88.141(14) 6 . ?
I2 Pb1 I2 180.0 5_657 . ?
I2 Pb2 I1 84.114(11) 6 . ?
I2 Pb2 I1 84.114(11) . . ?
I2 Pb2 I2 89.712(14) . 6 ?
I2 Pb2 I3 85.898(8) . . ?
I2 Pb2 I3 172.377(9) 6 . ?
I2 Pb2 I3 85.899(8) 6 4_547 ?
I2 Pb2 I3 172.377(9) . 4_547 ?
I3 Pb2 I1 89.233(9) . . ?
I3 Pb2 I1 89.233(8) 4_547 . ?
I3 Pb2 I3 97.759(9) 4_547 . ?
I4 Pb2 I1 178.584(14) . . ?
I4 Pb2 I2 94.887(12) . 6 ?
I4 Pb2 I2 94.887(12) . . ?
I4 Pb2 I3 91.698(10) . . ?
I4 Pb2 I3 91.698(10) . 4_547 ?
Pb1 I1 Pb2 74.646(12) . . ?
Pb2 I2 Pb1 76.529(10) . . ?
Pb2 I3 Pb2 180.0 7_557 . ?
C2 N1 H1 119.0 . . ?
C4 N1 H1 119.0 . . ?
C4 N1 C2 122.0(6) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C4 C3 C2 122.0(6) . . ?
C2 C1 Br1 120.3(3) 6 . ?
C2 C1 Br1 120.3(4) . . ?
C2 C1 C2 119.3(7) 6 . ?
N1 C2 C1 119.3(6) . . ?
N1 C2 H2A 120.4 . . ?
C3 C2 C1 119.3(6) . . ?
C3 C2 H2B 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C1 C2 H2B 120.4 . . ?
N1 C4 N1 118.1(7) . 6 ?
N1 C4 H4A 120.9 6 . ?
N1 C4 H4A 120.9 . . ?
C3 C4 C3 118.1(7) . 6 ?
C3 C4 H4B 120.9 6 . ?
C3 C4 H4B 120.9 . . ?
C6 N2 H2 119.0 . . ?
C8 N2 H2 119.0 . . ?
C8 N2 C6 122.0(5) . . ?
C6 C5 Br2 120.3(3) 6 . ?
C6 C5 Br2 120.3(3) . . ?
C6 C5 C6 119.4(7) . 6 ?
N2 C6 C5 119.0(5) . . ?
N2 C6 H6A 120.5 . . ?
C5 C6 H6A 120.5 . . ?
C5 C6 H6B 120.5 . . ?
C7 C6 C5 119.0(5) . . ?
C7 C6 H6B 120.5 . . ?
N2 C8 N2 118.5(7) . 6 ?
N2 C8 H8A 120.7 6 . ?
N2 C8 H8A 120.7 . . ?
C7 C8 H8B 120.7 6 . ?
C7 C8 H8B 120.7 . . ?
C7 C8 C7 118.5(7) . 6 ?
C6 C7 H7 119.0 . . ?
C8 C7 C6 122.0(5) . . ?
C8 C7 H7 119.0 . . ?

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
Br1 C1 C2 N1 -178.9(4) . . . . ?
Br1 C1 C2 C3 -178.9(4) . . . . ?
C2 N1 C4 N1 1.0(13) . . . 6 ?
C2 C3 C4 C3 1.0(13) . . . 6 ?
C2 C1 C2 N1 0.0(10) 6 . . . ?
C2 C1 C2 C3 0.0(10) 6 . . . ?
C4 N1 C2 C1 -0.5(10) . . . . ?
C4 C3 C2 C1 -0.5(10) . . . . ?
Br2 C5 C6 N2 179.5(4) . . . . ?
Br2 C5 C6 C7 179.5(4) . . . . ?
C5 C6 C7 C8 -0.7(10) . . . . ?
C6 N2 C8 N2 1.6(12) . . . 6 ?
C6 C5 C6 N2 -0.3(10) 6 . . . ?
C6 C5 C6 C7 -0.3(10) 6 . . . ?
C8 N2 C6 C5 -0.7(10) . . . . ?
C7 C8 C7 C6 1.6(12) 6 . . . ?

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

data_vp-70bis3
_database_code_depnum_ccdc_archive 'CCDC 1495869'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.23 svn.r3337 for OlexSys, GUI svn.r5217)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(I8 Pb2), 2(C5 H5 Br N)'
_chemical_formula_sum            'C10 H10 Br2 I4 N2 Pb'
_chemical_formula_weight         1032.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.1436(14)
_cell_length_b                   8.7824(6)
_cell_length_c                   9.4776(11)
_cell_angle_alpha                90
_cell_angle_beta                 99.676(9)
_cell_angle_gamma                90
_cell_volume                     996.41(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7736
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    18.663
_exptl_absorpt_correction_T_max  0.1067
_exptl_absorpt_correction_T_min  0.0224
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    3.442
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 0 0 0.0665
4 0 0 0.0692
-1 3 4 0.2063
1 -3 -4 0.2063
2 -2 4 0.1482
-1 2 -4 0.1599

_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.946
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4126
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.694
_diffrn_reflns_theta_min         2.877
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1523
_reflns_number_total             1852
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.450
_refine_diff_density_min         -4.289
_refine_diff_density_rms         0.483
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         1852
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0683
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1560P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1872
_refine_ls_wR_factor_ref         0.2024
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.0000 0.0000 0.0000 0.0392(3) Uani 1 2 d S T P . .
I1 I 0.01438(9) 0.22062(11) -0.27343(11) 0.0430(4) Uani 1 1 d . . . . .
I2 I -0.26308(9) 0.03227(13) -0.07980(12) 0.0478(4) Uani 1 1 d . . . . .
Br1 Br -0.51676(16) -0.2492(2) -0.5290(2) 0.0574(5) Uani 1 1 d . . . . .
N1 N -0.2140(16) -0.039(2) -0.4656(17) 0.065(4) Uani 1 1 d . . . . .
H1 H -0.1560 -0.0388 -0.3960 0.078 Uiso 1 1 calc R . . . .
C1 C -0.3011(15) -0.1231(19) -0.4478(16) 0.050(4) Uani 1 1 d . . . . .
H1A H -0.3019 -0.1757 -0.3604 0.059 Uiso 1 1 calc R . . . .
C2 C -0.3914(15) -0.1332(17) -0.5587(15) 0.046(4) Uani 1 1 d . . . . .
C3 C -0.387(2) -0.054(2) -0.680(2) 0.063(5) Uani 1 1 d . . . . .
H3 H -0.4481 -0.0592 -0.7571 0.076 Uiso 1 1 calc R . . . .
C4 C -0.2993(19) 0.032(2) -0.694(2) 0.060(5) Uani 1 1 d . . . . .
H4 H -0.2983 0.0847 -0.7809 0.072 Uiso 1 1 calc R . . . .
C5 C -0.2075(18) 0.045(2) -0.581(2) 0.058(4) Uani 1 1 d . . . . .
H5 H -0.1456 0.1093 -0.5874 0.070 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.2459(9) 4_566 ?
Pb1 I1 3.2459(9) 2_544 ?
Pb1 I1 3.2638(9) 3 ?
Pb1 I1 3.2638(9) . ?
Pb1 I2 3.1697(12) . ?
Pb1 I2 3.1697(12) 3 ?
I1 Pb1 3.2459(9) 2_554 ?
Br1 C2 1.892(18) . ?
N1 H1 0.8800 . ?
N1 C1 1.32(2) . ?
N1 C5 1.34(2) . ?
C1 H1A 0.9500 . ?
C1 C2 1.39(2) . ?
C2 C3 1.35(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.33(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.41(3) . ?
C5 H5 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 180.00(3) 4_566 2_544 ?
I1 Pb1 I1 85.848(9) 2_544 . ?
I1 Pb1 I1 180.0 3 . ?
I1 Pb1 I1 94.152(9) 4_566 . ?
I1 Pb1 I1 94.153(8) 2_544 3 ?
I1 Pb1 I1 85.847(8) 4_566 3 ?
I2 Pb1 I1 88.27(3) 3 4_566 ?
I2 Pb1 I1 86.77(3) 3 3 ?
I2 Pb1 I1 86.77(3) . . ?
I2 Pb1 I1 88.27(3) . 2_544 ?
I2 Pb1 I1 93.23(3) . 3 ?
I2 Pb1 I1 91.73(3) 3 2_544 ?
I2 Pb1 I1 93.23(3) 3 . ?
I2 Pb1 I1 91.73(3) . 4_566 ?
I2 Pb1 I2 180.0 . 3 ?
Pb1 I1 Pb1 165.91(4) 2_554 . ?
C1 N1 H1 117.6 . . ?
C1 N1 C5 124.8(18) . . ?
C5 N1 H1 117.6 . . ?
N1 C1 H1A 120.5 . . ?
N1 C1 C2 119.1(15) . . ?
C2 C1 H1A 120.5 . . ?
C1 C2 Br1 118.3(11) . . ?
C3 C2 Br1 123.4(15) . . ?
C3 C2 C1 118.2(17) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.2(18) . . ?
C5 C4 H4 119.4 . . ?
N1 C5 C4 115.2(19) . . ?
N1 C5 H5 122.4 . . ?
C4 C5 H5 122.4 . . ?

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
Br1 C2 C3 C4 176.9(14) . . . . ?
N1 C1 C2 Br1 -178.3(14) . . . . ?
N1 C1 C2 C3 -1(3) . . . . ?
C1 N1 C5 C4 -4(3) . . . . ?
C1 C2 C3 C4 0(3) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?
C3 C4 C5 N1 3(3) . . . . ?
C5 N1 C1 C2 4(3) . . . . ?

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

data_vp-50
_database_code_depnum_ccdc_archive 'CCDC 1495870'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-03-09
_audit_creation_method           
;
Olex2 1.2
(compiled Feb 16 2016 13:09:46 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(I20 Pb6), 4(C5 H5 Br N)'
_chemical_formula_sum            'C20 H20 Br4 I10 N4 Pb3'
_chemical_formula_weight         2526.61
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.0812(11)
_cell_length_b                   22.600(2)
_cell_length_c                   8.8122(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.175(7)
_cell_angle_gamma                90
_cell_volume                     2351.9(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7640
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.03
_cell_measurement_theta_min      1.72
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.691
_exptl_absorpt_correction_T_max  0.4076
_exptl_absorpt_correction_T_min  0.0364
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.568
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2168
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0700
0 1 0 0.1110
-1 2 2 0.2110
0 -1 1 0.1780
-1 0 0 0.0210
1 0 0 0.0200
1 -2 -2 0.1750
0 1 -1 0.1850

_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.137
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1481
_diffrn_reflns_av_unetI/netI     0.1347
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            10560
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.742
_diffrn_reflns_theta_max         25.742
_diffrn_reflns_theta_min         1.724
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2269
_reflns_number_total             4407
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.658
_refine_diff_density_min         -3.340
_refine_diff_density_rms         0.441
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         4407
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.1360
_refine_ls_R_factor_gt           0.0800
_refine_ls_restrained_S_all      0.968
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1879
_refine_ls_wR_factor_ref         0.2140
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 C6-Br2 \\sim C2AB-Br0A \\sim C1-Br1
 with sigma of 0.02
 C7-Br2 \\sim Br2-C8 \\sim C3A-Br0A \\sim Br0A-C10A \\sim C2-Br1 \\sim Br1-C3
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C9) = Uanis(C5A) = Uanis(C7) = Uanis(C3A) = Uanis(C6) = Uanis(C2AB) =
Uanis(C8) = Uanis(C10A) = Uanis(C10) = Uanis(C7A)
Uanis(N2) = Uanis(N4A)
Uanis(N2) = Uanis(N4A)
4. Rigid body (RIGU) restrains
 N4A, Br2, C6, C8, C7, C10, C9, N2, C7A, Br0A, C2AB, C10A, C3A, C5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(Br0A)=Sof(C2AB)=Sof(C10A)=Sof(H10A)=Sof(C7A)=Sof(H7A)=Sof(N4A)=Sof(H4A)=
 Sof(C5A)=Sof(H5A)=Sof(C3A)=Sof(H3A)=1-FVAR(1)
 Sof(Br2)=Sof(C6)=Sof(C8)=Sof(H8)=Sof(C10)=Sof(H10)=Sof(N2)=Sof(H2A)=Sof(C9)=
 Sof(H9)=Sof(C7)=Sof(H7)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C4(H4), N1(H1), C5(H5), C8(H8), C10(H10), N2(H2A), C9(H9),
 C7(H7), C10A(H10A), C7A(H7A), N4A(H4A), C5A(H5A), C3A(H3A)
6.b Fitted hexagon refined as free rotating group:
 C3(C1,C2,C4,N1,C5), C6(C8,C10,N2,C9,C7), C2AB(C10A,C7A,N4A,C5A,C3A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.0000 0.5000 0.5000 0.0581(4) Uani 1 2 d S T P . .
Pb2 Pb 0.18047(9) 0.35002(4) 0.60846(12) 0.0604(3) Uani 1 1 d . . . . .
I1 I -0.15592(16) 0.53343(7) 0.1670(2) 0.0622(5) Uani 1 1 d . . . . .
I2 I -0.09242(16) 0.36725(7) 0.5157(2) 0.0650(5) Uani 1 1 d . . . . .
I3 I 0.19568(17) 0.44520(8) 0.3485(2) 0.0703(5) Uani 1 1 d . . . . .
I4 I 0.1651(2) 0.24328(8) 0.3813(2) 0.0813(6) Uani 1 1 d . . . . .
I5 I 0.44589(19) 0.32532(9) 0.7173(4) 0.0988(8) Uani 1 1 d . . . . .
Br1 Br 0.6921(4) 0.26567(18) 1.1295(5) 0.1067(13) Uani 1 1 d D . . . .
C3 C 0.7432(13) 0.3615(7) 0.956(2) 0.086(10) Uani 1 1 d D . . . .
H3 H 0.6636 0.3648 0.9191 0.103 Uiso 1 1 calc R . . . .
C1 C 0.7871(11) 0.3167(6) 1.059(2) 0.075(8) Uani 1 1 d DG . . . .
C2 C 0.9035(12) 0.3118(7) 1.113(2) 0.081(9) Uani 1 1 d DG . . . .
H2 H 0.9335 0.2812 1.1834 0.097 Uiso 1 1 calc R . . . .
C4 C 0.9759(12) 0.3518(9) 1.063(2) 0.100(12) Uani 1 1 d G . . . .
H4 H 1.0554 0.3485 1.1000 0.121 Uiso 1 1 calc R . . . .
N1 N 0.9319(17) 0.3966(8) 0.960(2) 0.075(7) Uani 1 1 d G . . . .
H1 H 0.9778 0.4219 0.9287 0.090 Uiso 1 1 calc R . . . .
C5 C 0.8156(18) 0.4015(7) 0.906(2) 0.097(12) Uani 1 1 d G . . . .
H5 H 0.7855 0.4321 0.8357 0.116 Uiso 1 1 calc R . . . .
Br2 Br 0.4922(6) 0.4725(3) 0.7761(14) 0.094(3) Uani 0.661(19) 1 d D U . A 1
C6 C 0.496(2) 0.5529(6) 0.760(3) 0.082(4) Uani 0.661(19) 1 d D U . A 1
C8 C 0.419(2) 0.5816(7) 0.644(3) 0.082(4) Uani 0.661(19) 1 d DG U . A 1
H8 H 0.3616 0.5597 0.5774 0.099 Uiso 0.661(19) 1 calc R . . A 1
C10 C 0.427(2) 0.6424(8) 0.624(3) 0.082(4) Uani 0.661(19) 1 d G U . A 1
H10 H 0.3749 0.6620 0.5448 0.099 Uiso 0.661(19) 1 calc R . . A 1
N2 N 0.512(3) 0.6744(6) 0.722(3) 0.086(6) Uani 0.661(19) 1 d G U . A 1
H2A H 0.5168 0.7129 0.7093 0.103 Uiso 0.661(19) 1 calc R . . A 1
C9 C 0.588(2) 0.6457(8) 0.838(3) 0.082(4) Uani 0.661(19) 1 d G U . A 1
H9 H 0.6462 0.6676 0.9045 0.099 Uiso 0.661(19) 1 calc R . . A 1
C7 C 0.581(2) 0.5849(8) 0.857(3) 0.082(4) Uani 0.661(19) 1 d DG U . A 1
H7 H 0.6329 0.5653 0.9371 0.099 Uiso 0.661(19) 1 calc R . . A 1
Br0A Br 0.461(2) 0.4898(7) 0.689(3) 0.106(6) Uani 0.339(19) 1 d D U . A 2
C2AB C 0.502(5) 0.5660(10) 0.742(4) 0.082(4) Uani 0.339(19) 1 d D U . A 2
C10A C 0.488(5) 0.6095(11) 0.628(5) 0.082(4) Uani 0.339(19) 1 d DG U . A 2
H10A H 0.4448 0.6014 0.5273 0.099 Uiso 0.339(19) 1 calc R . . A 2
C7A C 0.537(5) 0.6649(11) 0.662(6) 0.082(4) Uani 0.339(19) 1 d G U . A 2
H7A H 0.5274 0.6946 0.5844 0.099 Uiso 0.339(19) 1 calc R . . A 2
N4A N 0.600(5) 0.6768(14) 0.810(7) 0.086(6) Uani 0.339(19) 1 d G U . A 2
H4A H 0.6308 0.7118 0.8319 0.103 Uiso 0.339(19) 1 calc R . . A 2
C5A C 0.613(5) 0.6333(17) 0.924(5) 0.082(4) Uani 0.339(19) 1 d G U . A 2
H5A H 0.6565 0.6414 1.0255 0.099 Uiso 0.339(19) 1 calc R . . A 2
C3A C 0.564(5) 0.5779(14) 0.890(4) 0.082(4) Uani 0.339(19) 1 d DG U . A 2
H3A H 0.5739 0.5482 0.9684 0.099 Uiso 0.339(19) 1 calc R . . A 2


_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 3.2245(19) 3_566 ?
Pb1 I1 3.2245(19) . ?
Pb1 I2 3.2144(17) 3_566 ?
Pb1 I2 3.2143(17) . ?
Pb1 I3 3.1994(17) 3_566 ?
Pb1 I3 3.1994(17) . ?
Pb2 I1 3.3448(19) 3_566 ?
Pb2 I2 3.248(2) . ?
Pb2 I3 3.176(2) . ?
Pb2 I4 3.232(2) 4_566 ?
Pb2 I4 3.115(2) . ?
Pb2 I5 3.196(3) . ?
I1 Pb2 3.3448(19) 3_566 ?
I4 Pb2 3.232(2) 4_565 ?
Br1 C1 1.826(11) . ?
C3 H3 0.9500 . ?
C3 C1 1.3900 . ?
C3 C5 1.3900 . ?
C1 C2 1.3900 . ?
C2 H2 0.9500 . ?
C2 C4 1.3900 . ?
C4 H4 0.9500 . ?
C4 N1 1.3900 . ?
N1 H1 0.8800 . ?
N1 C5 1.3900 . ?
C5 H5 0.9500 . ?
Br2 C6 1.823(13) . ?
C6 C8 1.3900 . ?
C6 C7 1.3900 . ?
C8 H8 0.9500 . ?
C8 C10 1.3900 . ?
C10 H10 0.9500 . ?
C10 N2 1.3900 . ?
N2 H2A 0.8800 . ?
N2 C9 1.3900 . ?
C9 H9 0.9500 . ?
C9 C7 1.3900 . ?
C7 H7 0.9500 . ?
Br0A C2AB 1.825(15) . ?
C2AB C10A 1.3900 . ?
C2AB C3A 1.3900 . ?
C10A H10A 0.9500 . ?
C10A C7A 1.3900 . ?
C7A H7A 0.9500 . ?
C7A N4A 1.3900 . ?
N4A H4A 0.8800 . ?
N4A C5A 1.3900 . ?
C5A H5A 0.9500 . ?
C5A C3A 1.3900 . ?
C3A H3A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 180.00(6) . 3_566 ?
I2 Pb1 I1 96.68(5) 3_566 3_566 ?
I2 Pb1 I1 96.68(5) . . ?
I2 Pb1 I1 83.32(5) . 3_566 ?
I2 Pb1 I1 83.32(5) 3_566 . ?
I2 Pb1 I2 180.0 . 3_566 ?
I3 Pb1 I1 93.00(5) 3_566 3_566 ?
I3 Pb1 I1 87.00(5) 3_566 . ?
I3 Pb1 I1 93.00(5) . . ?
I3 Pb1 I1 87.00(5) . 3_566 ?
I3 Pb1 I2 92.84(5) 3_566 . ?
I3 Pb1 I2 92.83(5) . 3_566 ?
I3 Pb1 I2 87.16(5) 3_566 3_566 ?
I3 Pb1 I2 87.17(5) . . ?
I3 Pb1 I3 180.0 3_566 . ?
I2 Pb2 I1 80.94(5) . 3_566 ?
I3 Pb2 I1 85.36(5) . 3_566 ?
I3 Pb2 I2 86.98(5) . . ?
I3 Pb2 I4 178.08(6) . 4_566 ?
I3 Pb2 I5 97.34(7) . . ?
I4 Pb2 I1 171.58(7) . 3_566 ?
I4 Pb2 I1 92.73(5) 4_566 3_566 ?
I4 Pb2 I2 92.92(6) 4_566 . ?
I4 Pb2 I2 90.65(6) . . ?
I4 Pb2 I3 93.76(6) . . ?
I4 Pb2 I4 88.16(2) . 4_566 ?
I4 Pb2 I5 88.72(6) . . ?
I5 Pb2 I1 99.70(6) . 3_566 ?
I5 Pb2 I2 175.67(7) . . ?
I5 Pb2 I4 82.77(7) . 4_566 ?
Pb1 I1 Pb2 75.76(4) . 3_566 ?
Pb1 I2 Pb2 77.26(4) . . ?
Pb2 I3 Pb1 78.52(4) . . ?
Pb2 I4 Pb2 167.99(9) . 4_565 ?
C1 C3 H3 120.0 . . ?
C1 C3 C5 120.0 . . ?
C5 C3 H3 120.0 . . ?
C3 C1 Br1 120.1(6) . . ?
C3 C1 C2 120.0 . . ?
C2 C1 Br1 119.8(6) . . ?
C1 C2 H2 120.0 . . ?
C4 C2 C1 120.0 . . ?
C4 C2 H2 120.0 . . ?
C2 C4 H4 120.0 . . ?
N1 C4 C2 120.0 . . ?
N1 C4 H4 120.0 . . ?
C4 N1 H1 120.0 . . ?
C4 N1 C5 120.0 . . ?
C5 N1 H1 120.0 . . ?
C3 C5 H5 120.0 . . ?
N1 C5 C3 120.0 . . ?
N1 C5 H5 120.0 . . ?
C8 C6 Br2 119.8(7) . . ?
C8 C6 C7 120.0 . . ?
C7 C6 Br2 120.0(7) . . ?
C6 C8 H8 120.0 . . ?
C6 C8 C10 120.0 . . ?
C10 C8 H8 120.0 . . ?
C8 C10 H10 120.0 . . ?
C8 C10 N2 120.0 . . ?
N2 C10 H10 120.0 . . ?
C10 N2 H2A 120.0 . . ?
C9 N2 C10 120.0 . . ?
C9 N2 H2A 120.0 . . ?
N2 C9 H9 120.0 . . ?
N2 C9 C7 120.0 . . ?
C7 C9 H9 120.0 . . ?
C6 C7 H7 120.0 . . ?
C9 C7 C6 120.0 . . ?
C9 C7 H7 120.0 . . ?
C10A C2AB Br0A 119.8(8) . . ?
C10A C2AB C3A 120.0 . . ?
C3A C2AB Br0A 119.2(8) . . ?
C2AB C10A H10A 120.0 . . ?
C7A C10A C2AB 120.0 . . ?
C7A C10A H10A 120.0 . . ?
C10A C7A H7A 120.0 . . ?
C10A C7A N4A 120.0 . . ?
N4A C7A H7A 120.0 . . ?
C7A N4A H4A 120.0 . . ?
C5A N4A C7A 120.0 . . ?
C5A N4A H4A 120.0 . . ?
N4A C5A H5A 120.0 . . ?
C3A C5A N4A 120.0 . . ?
C3A C5A H5A 120.0 . . ?
C2AB C3A H3A 120.0 . . ?
C5A C3A C2AB 120.0 . . ?
C5A C3A H3A 120.0 . . ?

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
Br1 C1 C2 C4 -177.9(13) . . . . ?
C3 C1 C2 C4 0.0 . . . . ?
C1 C3 C5 N1 0.0 . . . . ?
C1 C2 C4 N1 0.0 . . . . ?
C2 C4 N1 C5 0.0 . . . . ?
C4 N1 C5 C3 0.0 . . . . ?
C5 C3 C1 Br1 177.9(13) . . . . ?
C5 C3 C1 C2 0.0 . . . . ?
Br2 C6 C8 C10 -175(3) . . . . ?
Br2 C6 C7 C9 175(3) . . . . ?
C6 C8 C10 N2 0.0 . . . . ?
C8 C6 C7 C9 0.0 . . . . ?
C8 C10 N2 C9 0.0 . . . . ?
C10 N2 C9 C7 0.0 . . . . ?
N2 C9 C7 C6 0.0 . . . . ?
C7 C6 C8 C10 0.0 . . . . ?
Br0A C2AB C10A C7A -168(5) . . . . ?
Br0A C2AB C3A C5A 168(5) . . . . ?
C2AB C10A C7A N4A 0.0 . . . . ?
C10A C2AB C3A C5A 0.0 . . . . ?
C10A C7A N4A C5A 0.0 . . . . ?
C7A N4A C5A C3A 0.0 . . . . ?
N4A C5A C3A C2AB 0.0 . . . . ?
C3A C2AB C10A C7A 0.0 . . . . ?

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

data_vp-121bis4
_database_code_depnum_ccdc_archive 'CCDC 1495871'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-06-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I3 Pb, C5 H5 Cl N'
_chemical_formula_sum            'C5 H5 Cl I3 N Pb'
_chemical_formula_weight         702.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.0224(7)
_cell_length_b                   14.7278(7)
_cell_length_c                   8.0001(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.140(5)
_cell_angle_gamma                90
_cell_volume                     1278.42(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11875
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.20
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.603
_exptl_absorpt_correction_T_max  0.1832
_exptl_absorpt_correction_T_min  0.0188
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.650
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0570
-1 0 0 0.0400
1 2 0 0.0910
0 -1 -1 0.2300
0 1 1 0.1820
1 -1 0 0.0880
-1 -2 0 0.1250

_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8435
_diffrn_reflns_point_group_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.621
_diffrn_reflns_theta_min         2.331
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2188
_reflns_number_total             2388
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.548
_refine_diff_density_min         -1.862
_refine_diff_density_rms         0.212
_refine_ls_extinction_coef       0.00199(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0449P)²+1.4012P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0717
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.30253(2) 0.75027(2) 0.03273(2) 0.02751(12) Uani 1 1 d . . . . .
I1 I 0.11073(4) 0.84042(2) 0.23288(5) 0.03184(13) Uani 1 1 d . . . . .
I2 I 0.30903(4) 0.92049(2) -0.21670(4) 0.03144(13) Uani 1 1 d . . . . .
I3 I 0.50778(4) 0.66034(2) -0.17033(5) 0.03088(13) Uani 1 1 d . . . . .
Cl1 Cl -0.08162(18) 0.89870(13) 0.5487(2) 0.0539(4) Uani 1 1 d . . . . .
N1 N -0.3562(5) 0.9407(3) 0.7851(6) 0.0347(11) Uani 1 1 d . . . . .
H1 H -0.4249 0.9725 0.7669 0.042 Uiso 1 1 calc R . . . .
C1 C -0.2812(6) 0.9457(4) 0.6700(8) 0.0326(12) Uani 1 1 d . . . . .
H1A H -0.3012 0.9829 0.5721 0.039 Uiso 1 1 calc R . . . .
C2 C -0.1747(6) 0.8952(4) 0.6984(7) 0.0340(12) Uani 1 1 d . . . . .
C3 C -0.1455(7) 0.8440(4) 0.8426(8) 0.0400(14) Uani 1 1 d . . . . .
H3 H -0.0708 0.8103 0.8634 0.048 Uiso 1 1 calc R . . . .
C4 C -0.2254(7) 0.8417(4) 0.9577(8) 0.0439(15) Uani 1 1 d . . . . .
H4 H -0.2059 0.8066 1.0585 0.053 Uiso 1 1 calc R . . . .
C5 C -0.3323(7) 0.8901(4) 0.9256(8) 0.0381(13) Uani 1 1 d . . . . .
H5 H -0.3890 0.8880 1.0022 0.046 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.1604(4) . ?
Pb1 I1 3.1972(4) 4_575 ?
Pb1 I2 3.2128(4) . ?
Pb1 I2 3.2090(4) 4_576 ?
Pb1 I3 3.2561(4) 4_576 ?
Pb1 I3 3.2872(4) . ?
I1 Pb1 3.1972(4) 4_576 ?
I2 Pb1 3.2090(4) 4_575 ?
I3 Pb1 3.2561(4) 4_575 ?
Cl1 C2 1.710(6) . ?
N1 H1 0.8800 . ?
N1 C1 1.343(8) . ?
N1 C5 1.336(8) . ?
C1 H1A 0.9500 . ?
C1 C2 1.375(9) . ?
C2 C3 1.368(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.363(10) . ?
C5 H5 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 98.206(13) . 4_575 ?
I1 Pb1 I2 94.412(11) . . ?
I1 Pb1 I2 87.484(10) . 4_576 ?
I1 Pb1 I2 86.796(11) 4_575 . ?
I1 Pb1 I2 94.610(11) 4_575 4_576 ?
I1 Pb1 I3 177.447(11) 4_575 4_576 ?
I1 Pb1 I3 83.257(11) 4_575 . ?
I1 Pb1 I3 178.442(11) . . ?
I1 Pb1 I3 84.339(11) . 4_576 ?
I2 Pb1 I2 177.463(15) 4_576 . ?
I2 Pb1 I3 85.691(10) 4_576 4_576 ?
I2 Pb1 I3 92.943(11) 4_576 . ?
I2 Pb1 I3 85.118(10) . . ?
I2 Pb1 I3 92.811(11) . 4_576 ?
I3 Pb1 I3 94.197(13) 4_576 . ?
Pb1 I1 Pb1 77.977(10) . 4_576 ?
Pb1 I2 Pb1 77.055(9) 4_575 . ?
Pb1 I3 Pb1 75.369(10) 4_575 . ?
C1 N1 H1 118.2 . . ?
C5 N1 H1 118.2 . . ?
C5 N1 C1 123.6(6) . . ?
N1 C1 H1A 121.0 . . ?
N1 C1 C2 117.9(6) . . ?
C2 C1 H1A 121.0 . . ?
C1 C2 Cl1 117.9(5) . . ?
C3 C2 Cl1 121.7(5) . . ?
C3 C2 C1 120.3(6) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.5(6) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.5(6) . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 119.1(6) . . ?
N1 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?

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
Cl1 C2 C3 C4 -178.4(5) . . . . ?
N1 C1 C2 Cl1 178.0(4) . . . . ?
N1 C1 C2 C3 -2.0(9) . . . . ?
C1 N1 C5 C4 1.2(9) . . . . ?
C1 C2 C3 C4 1.6(10) . . . . ?
C2 C3 C4 C5 0.3(10) . . . . ?
C3 C4 C5 N1 -1.6(10) . . . . ?
C5 N1 C1 C2 0.6(9) . . . . ?

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

data_vp-116plate
_database_code_depnum_ccdc_archive 'CCDC 1495872'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I3 Pb, C5 H5 Cl N'
_chemical_formula_sum            'C5 H5 Cl I3 N Pb'
_chemical_formula_weight         702.44
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   20.9773(10)
_cell_length_b                   8.3140(3)
_cell_length_c                   14.4916(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2527.4(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8132
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.19
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.843
_exptl_absorpt_correction_T_max  0.2447
_exptl_absorpt_correction_T_min  0.0596
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.692
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2400
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0365
0 0 -1 0.0365
0 1 0 0.0780
0 -1 0 0.0780
1 0 0 0.0702
-1 0 0 0.0702

_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0489
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8527
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.675
_diffrn_reflns_theta_min         2.397
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.921
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                3308
_reflns_number_total             4201
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.939
_refine_diff_density_min         -0.932
_refine_diff_density_rms         0.172
_refine_ls_abs_structure_details 
;
 Flack x determined using 1193 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(10)
_refine_ls_extinction_coef       0.000161(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         4201
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0260
_refine_ls_restrained_S_all      0.871
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0207P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0452
_refine_ls_wR_factor_ref         0.0474
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.648(10) 0.352(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C1)
Uanis(C6) = Uanis(C7) = Uanis(C8) = Uanis(C10)
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C4(H4), C5(H5), N2(H2A), C6(H6), C7(H7), C9(H9),
 C10(H10)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.36984(3) 0.20149(9) 0.53989(10) 0.02121(18) Uani 1 1 d . . . . .
Pb2 Pb 0.37782(3) 0.70135(9) 0.54477(10) 0.02113(19) Uani 1 1 d . . . . .
I1 I 0.48424(5) 0.41662(14) 0.59606(13) 0.0229(3) Uani 1 1 d . . . . .
I2 I 0.34981(14) 0.4741(2) 0.37479(19) 0.0262(5) Uani 1 1 d . . . . .
I3 I 0.28932(16) 0.48791(19) 0.6629(3) 0.0301(8) Uani 1 1 d . . . . .
I4 I 0.45914(16) -0.01276(19) 0.4210(3) 0.0292(7) Uani 1 1 d . . . . .
I5 I 0.26246(5) -0.08631(15) 0.49075(13) 0.0243(3) Uani 1 1 d . . . . .
I6 I 0.39891(14) -0.0249(2) 0.70720(19) 0.0258(5) Uani 1 1 d . . . . .
Cl1 Cl 0.5775(3) 0.7497(7) 0.6440(6) 0.0523(18) Uani 1 1 d . . . . .
N1 N 0.6886(9) 1.173(3) 0.7247(14) 0.029(3) Uani 1 1 d . . . . .
H1 H 0.7103 1.2586 0.7419 0.035 Uiso 1 1 calc R . . . .
C1 C 0.7133(14) 1.028(3) 0.738(2) 0.029(3) Uani 1 1 d . . . . .
H1A H 0.7542 1.0178 0.7654 0.035 Uiso 1 1 calc R . . . .
C2 C 0.6816(12) 0.897(3) 0.7136(17) 0.032(6) Uani 1 1 d . . . . .
H2 H 0.6993 0.7925 0.7220 0.039 Uiso 1 1 calc R . . . .
C3 C 0.6213(11) 0.918(3) 0.6752(15) 0.029(5) Uani 1 1 d . . . . .
C4 C 0.5960(11) 1.067(3) 0.6614(15) 0.028(4) Uani 1 1 d . . . . .
H4 H 0.5548 1.0794 0.6353 0.034 Uiso 1 1 calc R . . . .
C5 C 0.6304(12) 1.192(3) 0.6852(16) 0.046(6) Uani 1 1 d . . . . .
H5 H 0.6143 1.2974 0.6745 0.055 Uiso 1 1 calc R . . . .
Cl2 Cl 0.1746(3) 0.2443(7) 0.4262(6) 0.0485(17) Uani 1 1 d . . . . .
N2 N 0.0568(10) 0.668(2) 0.3727(14) 0.035(5) Uani 1 1 d . . . . .
H2A H 0.0323 0.7534 0.3648 0.041 Uiso 1 1 calc R . . . .
C6 C 0.1122(9) 0.688(3) 0.4128(15) 0.033(3) Uani 1 1 d . . . . .
H6 H 0.1268 0.7935 0.4275 0.039 Uiso 1 1 calc R . . . .
C7 C 0.1488(11) 0.558(4) 0.4331(17) 0.033(3) Uani 1 1 d . . . . .
H7 H 0.1879 0.5697 0.4655 0.039 Uiso 1 1 calc R . . . .
C8 C 0.1277(11) 0.409(3) 0.4056(16) 0.033(3) Uani 1 1 d . . . . .
C9 C 0.0714(12) 0.391(3) 0.3574(18) 0.032(6) Uani 1 1 d . . . . .
H9 H 0.0582 0.2894 0.3349 0.039 Uiso 1 1 calc R . . . .
C10 C 0.0353(14) 0.526(3) 0.343(2) 0.033(3) Uani 1 1 d . . . . .
H10 H -0.0046 0.5188 0.3125 0.039 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.1017(13) . ?
Pb1 I2 3.322(3) . ?
Pb1 I3 3.421(3) . ?
Pb1 I4 3.107(4) . ?
Pb1 I5 3.3625(13) . ?
Pb1 I6 3.130(3) . ?
Pb2 I1 3.3377(13) . ?
Pb2 I2 3.159(3) . ?
Pb2 I3 3.086(4) . ?
Pb2 I5 3.0961(13) 1_565 ?
Pb2 I6 3.304(3) 1_565 ?
I5 Pb2 3.0961(13) 1_545 ?
I6 Pb2 3.304(3) 1_545 ?
Cl1 C3 1.73(2) . ?
N1 H1 0.8800 . ?
N1 C1 1.33(3) . ?
N1 C5 1.36(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.32(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.39(4) . ?
C3 C4 1.36(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.31(3) . ?
C5 H5 0.9500 . ?
Cl2 C8 1.71(3) . ?
N2 H2A 0.8800 . ?
N2 C6 1.31(3) . ?
N2 C10 1.34(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.36(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.38(4) . ?
C8 C9 1.38(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.37(3) . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I2 83.88(6) . . ?
I1 Pb1 I3 81.02(6) . . ?
I1 Pb1 I4 90.55(6) . . ?
I1 Pb1 I5 169.81(4) . . ?
I1 Pb1 I6 89.58(6) . . ?
I2 Pb1 I3 80.67(8) . . ?
I2 Pb1 I5 104.37(5) . . ?
I4 Pb1 I2 93.90(10) . . ?
I4 Pb1 I3 170.38(8) . . ?
I4 Pb1 I5 83.02(6) . . ?
I4 Pb1 I6 88.13(9) . . ?
I5 Pb1 I3 105.96(6) . . ?
I6 Pb1 I2 173.17(8) . . ?
I6 Pb1 I3 96.39(11) . . ?
I6 Pb1 I5 82.34(6) . . ?
I2 Pb2 I1 82.76(6) . . ?
I2 Pb2 I6 172.87(9) . 1_565 ?
I3 Pb2 I1 82.59(6) . . ?
I3 Pb2 I2 88.67(10) . . ?
I3 Pb2 I5 89.88(7) . 1_565 ?
I3 Pb2 I6 94.67(11) . 1_565 ?
I5 Pb2 I1 169.58(4) 1_565 . ?
I5 Pb2 I2 89.91(6) 1_565 . ?
I5 Pb2 I6 83.80(6) 1_565 1_565 ?
I6 Pb2 I1 103.90(6) 1_565 . ?
Pb1 I1 Pb2 80.39(3) . . ?
Pb2 I2 Pb1 79.80(8) . . ?
Pb2 I3 Pb1 79.29(10) . . ?
Pb2 I5 Pb1 80.13(3) 1_545 . ?
Pb1 I6 Pb2 80.57(8) . 1_545 ?
C1 N1 H1 119.4 . . ?
C1 N1 C5 121(2) . . ?
C5 N1 H1 119.4 . . ?
N1 C1 H1A 119.5 . . ?
C2 C1 N1 121(3) . . ?
C2 C1 H1A 119.5 . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117(2) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 Cl1 118.9(19) . . ?
C4 C3 Cl1 119(2) . . ?
C4 C3 C2 122(2) . . ?
C3 C4 H4 121.0 . . ?
C5 C4 C3 118(2) . . ?
C5 C4 H4 121.0 . . ?
N1 C5 H5 119.6 . . ?
C4 C5 N1 121(2) . . ?
C4 C5 H5 119.6 . . ?
C6 N2 H2A 118.2 . . ?
C6 N2 C10 124(2) . . ?
C10 N2 H2A 118.2 . . ?
N2 C6 H6 120.1 . . ?
N2 C6 C7 120(2) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 120.8 . . ?
C6 C7 C8 118(2) . . ?
C8 C7 H7 120.8 . . ?
C7 C8 Cl2 119(2) . . ?
C7 C8 C9 121(2) . . ?
C9 C8 Cl2 120(2) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 C8 118(2) . . ?
C10 C9 H9 121.2 . . ?
N2 C10 C9 119(2) . . ?
N2 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?

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
Cl1 C3 C4 C5 -179.6(19) . . . . ?
N1 C1 C2 C3 -1(4) . . . . ?
C1 N1 C5 C4 2(4) . . . . ?
C1 C2 C3 Cl1 -178.9(18) . . . . ?
C1 C2 C3 C4 1(3) . . . . ?
C2 C3 C4 C5 0(3) . . . . ?
C3 C4 C5 N1 -2(3) . . . . ?
C5 N1 C1 C2 0(4) . . . . ?
Cl2 C8 C9 C10 179.6(18) . . . . ?
N2 C6 C7 C8 4(3) . . . . ?
C6 N2 C10 C9 2(4) . . . . ?
C6 C7 C8 Cl2 177.2(19) . . . . ?
C6 C7 C8 C9 1(3) . . . . ?
C7 C8 C9 C10 -4(3) . . . . ?
C8 C9 C10 N2 3(4) . . . . ?
C10 N2 C6 C7 -6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.648(10)
2 0.352(10)

####################################################################### 
# 
# 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_vp-116
_database_code_depnum_ccdc_archive 'CCDC 1495873'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'I10 Pb3, 4(C5 H5 Cl N)'
_chemical_formula_sum            'C20 H20 Cl4 I10 N4 Pb3'
_chemical_formula_weight         2348.77
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.6645(4)
_cell_length_b                   22.3952(10)
_cell_length_c                   12.1729(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.179(3)
_cell_angle_gamma                90
_cell_volume                     2299.86(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    27153
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.23
_cell_measurement_theta_min      2.50
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    17.917
_exptl_absorpt_correction_T_max  0.0634
_exptl_absorpt_correction_T_min  0.0052
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2024
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
30 -4 -10 0.2133
8 30 -2 0.3198
9 -30 -2 0.3168
0 30 0 0.2893
0 0 30 0.1096
-30 -4 10 0.3442
-8 -30 -14 0.2034
-7 30 -12 0.1937
-9 30 4 0.2356
-13 -5 30 0.1751
-10 -30 19 0.2480
-1 -30 1 0.2844
0 -30 -16 0.1752
1 -1 -30 0.1281
1 30 -15 0.2490

_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_av_unetI/netI     0.0761
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17484
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.808
_diffrn_reflns_theta_min         2.414
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.949
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                7115
_reflns_number_total             8329
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         5.556
_refine_diff_density_min         -4.045
_refine_diff_density_rms         0.679
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.315(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         8329
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0953
_refine_ls_R_factor_gt           0.0872
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1710P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2150
_refine_ls_wR_factor_ref         0.2238
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.685(14) 0.315(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C17) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(N3) = Uanis(C11) = Uanis(C14)
Uanis(N1) = Uanis(C1) = Uanis(C2) = Uanis(C3) = Uanis(C4)
Uanis(C6) = Uanis(C7) = Uanis(C8)
Uanis(C6) = Uanis(N2)
Uanis(C19) = Uanis(C20)
Uanis(N4) = Uanis(C16)
Uanis(C8) = Uanis(C9)
4.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C6(H6), C7(H7), C9(H9), C10(H10), N3(H3), C11(H11), C12(H12),
 C14(H14), C15(H15), N1(H1), C1(H1A), C2(H2A), C4(H4), C5(H5), N4(H4A),
 C16(H16), C17(H17), C19(H19), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.74474(19) 0.17177(7) 0.47529(14) 0.0418(4) Uani 1 1 d . . . . .
Pb2 Pb 0.62946(18) 0.32179(6) 0.27753(14) 0.0403(4) Uani 1 1 d . . . . .
Pb3 Pb 1.13606(18) 0.52853(6) 0.30591(14) 0.0406(4) Uani 1 1 d . . . . .
I1 I 0.8982(3) 0.21937(13) 0.2778(3) 0.0490(6) Uani 1 1 d . . . . .
I2 I 0.7250(3) 0.30540(13) 0.5568(2) 0.0454(6) Uani 1 1 d . . . . .
I3 I 0.4101(3) 0.20095(13) 0.3056(2) 0.0471(6) Uani 1 1 d . . . . .
I4 I 0.5245(4) 0.33640(13) 0.0170(2) 0.0526(7) Uani 1 1 d . . . . .
I5 I 0.3590(3) 0.41659(13) 0.2908(3) 0.0497(7) Uani 1 1 d . . . . .
I6 I 0.8611(3) 0.43123(14) 0.3010(3) 0.0503(7) Uani 1 1 d . . . . .
I7 I 1.4122(3) 0.62366(13) 0.3236(2) 0.0461(6) Uani 1 1 d . . . . .
I8 I 0.9211(3) 0.64311(12) 0.3469(2) 0.0449(6) Uani 1 1 d . . . . .
I9 I 1.0209(4) 0.55403(14) 0.0474(3) 0.0576(8) Uani 1 1 d . . . . .
I10 I 1.2276(3) 0.53247(13) 0.5842(2) 0.0474(6) Uani 1 1 d . . . . .
Cl2 Cl 0.9889(19) 0.4005(6) 0.0078(13) 0.069(3) Uani 1 1 d . . . . .
N2 N 0.981(5) 0.205(2) -0.061(4) 0.058(5) Uani 1 1 d . . . . .
H2 H 0.9824 0.1668 -0.0747 0.070 Uiso 1 1 calc R . . . .
C6 C 1.075(6) 0.230(2) 0.027(5) 0.058(5) Uani 1 1 d . . . . .
H6 H 1.1397 0.2027 0.0777 0.070 Uiso 1 1 calc R . . . .
C7 C 1.091(6) 0.285(2) 0.056(5) 0.058(5) Uani 1 1 d . . . . .
H7 H 1.1683 0.2987 0.1191 0.070 Uiso 1 1 calc R . . . .
C8 C 0.984(6) 0.324(2) -0.017(4) 0.058(5) Uani 1 1 d . . . . .
C9 C 0.885(6) 0.304(2) -0.115(4) 0.058(5) Uani 1 1 d . . . . .
H9 H 0.8251 0.3304 -0.1688 0.070 Uiso 1 1 calc R . . . .
C10 C 0.876(6) 0.245(2) -0.132(5) 0.060(12) Uani 1 1 d . . . . .
H10 H 0.7987 0.2290 -0.1935 0.072 Uiso 1 1 calc R . . . .
Cl3 Cl 0.607(2) 0.4318(8) -0.2238(17) 0.090(5) Uani 1 1 d . . . . .
N3 N 0.770(6) 0.5521(18) -0.453(4) 0.061(7) Uani 1 1 d . . . . .
H3 H 0.7965 0.5789 -0.4981 0.073 Uiso 1 1 calc R . . . .
C11 C 0.677(7) 0.511(2) -0.498(5) 0.061(7) Uani 1 1 d . . . . .
H11 H 0.6446 0.5059 -0.5772 0.073 Uiso 1 1 calc R . . . .
C12 C 0.627(5) 0.475(3) -0.427(4) 0.062(14) Uani 1 1 d . . . . .
H12 H 0.5524 0.4449 -0.4565 0.075 Uiso 1 1 calc R . . . .
C13 C 0.679(6) 0.480(2) -0.310(4) 0.054(12) Uani 1 1 d . . . . .
C14 C 0.775(7) 0.5224(19) -0.261(5) 0.061(7) Uani 1 1 d . . . . .
H14 H 0.8033 0.5284 -0.1813 0.073 Uiso 1 1 calc R . . . .
C15 C 0.832(6) 0.558(4) -0.339(6) 0.09(2) Uani 1 1 d . . . . .
H15 H 0.9139 0.5860 -0.3127 0.107 Uiso 1 1 calc R . . . .
Cl1 Cl 1.122(2) 0.3950(7) 0.7698(14) 0.077(4) Uani 1 1 d . . . . .
N1 N 1.272(5) 0.2819(17) 0.525(4) 0.055(5) Uani 1 1 d . . . . .
H1 H 1.2939 0.2565 0.4751 0.066 Uiso 1 1 calc R . . . .
C1 C 1.334(6) 0.270(2) 0.626(5) 0.055(5) Uani 1 1 d . . . . .
H1A H 1.4116 0.2393 0.6455 0.066 Uiso 1 1 calc R . . . .
C2 C 1.284(6) 0.305(2) 0.712(5) 0.055(5) Uani 1 1 d . . . . .
H2A H 1.3193 0.2956 0.7900 0.066 Uiso 1 1 calc R . . . .
C3 C 1.177(6) 0.355(2) 0.673(5) 0.055(5) Uani 1 1 d . . . . .
C4 C 1.132(6) 0.364(2) 0.560(5) 0.055(5) Uani 1 1 d . . . . .
H4 H 1.0652 0.3968 0.5341 0.066 Uiso 1 1 calc R . . . .
C5 C 1.176(5) 0.328(2) 0.480(4) 0.054(11) Uani 1 1 d . . . . .
H5 H 1.1423 0.3346 0.4007 0.065 Uiso 1 1 calc R . . . .
Cl4 Cl 0.477(3) 0.1810(7) -0.0178(15) 0.091(5) Uani 1 1 d . . . . .
N4 N 0.557(5) -0.0118(18) 0.013(4) 0.056(7) Uani 1 1 d . . . . .
H4A H 0.5742 -0.0505 0.0208 0.067 Uiso 1 1 calc R . . . .
C16 C 0.632(6) 0.026(2) 0.094(4) 0.056(7) Uani 1 1 d . . . . .
H16 H 0.7041 0.0095 0.1573 0.067 Uiso 1 1 calc R . . . .
C17 C 0.613(6) 0.0842(19) 0.091(5) 0.057(12) Uani 1 1 d . U . . .
H17 H 0.6643 0.1100 0.1497 0.069 Uiso 1 1 calc R . . . .
C18 C 0.510(7) 0.104(3) -0.007(4) 0.061(14) Uani 1 1 d . . . . .
C19 C 0.415(7) 0.067(3) -0.087(5) 0.064(10) Uani 1 1 d . . . . .
H19 H 0.3283 0.0806 -0.1433 0.077 Uiso 1 1 calc R . . . .
C20 C 0.462(6) 0.008(3) -0.074(5) 0.064(10) Uani 1 1 d . . . . .
H20 H 0.4201 -0.0193 -0.1339 0.077 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.185(3) . ?
Pb1 I2 3.170(3) . ?
Pb1 I3 3.221(3) . ?
Pb1 I7 3.243(3) 2_746 ?
Pb1 I8 3.259(3) 2_746 ?
Pb1 I10 3.224(3) 2_746 ?
Pb2 I1 3.268(3) . ?
Pb2 I2 3.331(3) . ?
Pb2 I3 3.369(3) . ?
Pb2 I4 3.111(3) . ?
Pb2 I5 3.194(3) . ?
Pb2 I6 3.139(3) . ?
Pb3 I5 3.195(3) 1_655 ?
Pb3 I6 3.219(3) . ?
Pb3 I7 3.174(3) . ?
Pb3 I8 3.275(3) . ?
Pb3 I9 3.130(3) . ?
Pb3 I10 3.300(3) . ?
I5 Pb3 3.195(3) 1_455 ?
I7 Pb1 3.243(3) 2_756 ?
I8 Pb1 3.259(3) 2_756 ?
I10 Pb1 3.224(3) 2_756 ?
Cl2 C8 1.73(6) . ?
N2 H2 0.8800 . ?
N2 C6 1.31(7) . ?
N2 C10 1.41(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.29(8) . ?
C7 H7 0.9500 . ?
C7 C8 1.43(7) . ?
C8 C9 1.38(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.33(8) . ?
C10 H10 0.9500 . ?
Cl3 C13 1.73(6) . ?
N3 H3 0.8800 . ?
N3 C11 1.26(8) . ?
N3 C15 1.38(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.32(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.40(7) . ?
C13 C14 1.31(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.41(9) . ?
C15 H15 0.9500 . ?
Cl1 C3 1.64(6) . ?
N1 H1 0.8800 . ?
N1 C1 1.26(7) . ?
N1 C5 1.36(6) . ?
C1 H1A 0.9500 . ?
C1 C2 1.45(8) . ?
C2 H2A 0.9500 . ?
C2 C3 1.46(7) . ?
C3 C4 1.36(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.38(8) . ?
C5 H5 0.9500 . ?
Cl4 C18 1.74(6) . ?
N4 H4A 0.8800 . ?
N4 C16 1.35(7) . ?
N4 C20 1.27(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.31(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.39(7) . ?
C18 C19 1.40(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.38(9) . ?
C20 H20 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I3 85.29(8) . . ?
I1 Pb1 I7 179.83(10) . 2_746 ?
I1 Pb1 I8 96.12(9) . 2_746 ?
I1 Pb1 I10 95.10(9) . 2_746 ?
I2 Pb1 I1 88.97(9) . . ?
I2 Pb1 I3 84.50(8) . . ?
I2 Pb1 I7 90.88(8) . 2_746 ?
I2 Pb1 I8 94.65(8) . 2_746 ?
I2 Pb1 I10 174.89(9) . 2_746 ?
I3 Pb1 I7 94.61(8) . 2_746 ?
I3 Pb1 I8 178.35(10) . 2_746 ?
I3 Pb1 I10 98.89(8) . 2_746 ?
I7 Pb1 I8 83.98(8) 2_746 2_746 ?
I10 Pb1 I7 85.05(8) 2_746 2_746 ?
I10 Pb1 I8 81.86(8) 2_746 2_746 ?
I1 Pb2 I2 84.87(8) . . ?
I1 Pb2 I3 81.64(8) . . ?
I2 Pb2 I3 79.78(8) . . ?
I4 Pb2 I1 96.74(9) . . ?
I4 Pb2 I2 177.46(10) . . ?
I4 Pb2 I3 98.48(9) . . ?
I4 Pb2 I5 86.25(9) . . ?
I4 Pb2 I6 92.44(9) . . ?
I5 Pb2 I1 175.94(10) . . ?
I5 Pb2 I2 92.05(9) . . ?
I5 Pb2 I3 95.23(8) . . ?
I6 Pb2 I1 96.16(9) . . ?
I6 Pb2 I2 89.34(9) . . ?
I6 Pb2 I3 169.03(9) . . ?
I6 Pb2 I5 86.43(9) . . ?
I5 Pb3 I6 85.54(9) 1_655 . ?
I5 Pb3 I8 174.65(9) 1_655 . ?
I5 Pb3 I10 94.19(9) 1_655 . ?
I6 Pb3 I8 95.11(8) . . ?
I6 Pb3 I10 92.35(9) . . ?
I7 Pb3 I5 94.27(8) . 1_655 ?
I7 Pb3 I6 177.23(9) . . ?
I7 Pb3 I8 84.82(8) . . ?
I7 Pb3 I10 84.91(8) . . ?
I8 Pb3 I10 80.48(8) . . ?
I9 Pb3 I5 98.27(10) . 1_655 ?
I9 Pb3 I6 92.28(9) . . ?
I9 Pb3 I7 90.48(9) . . ?
I9 Pb3 I8 87.02(9) . . ?
I9 Pb3 I10 167.01(9) . . ?
Pb1 I1 Pb2 79.37(8) . . ?
Pb1 I2 Pb2 78.64(7) . . ?
Pb1 I3 Pb2 77.39(7) . . ?
Pb2 I5 Pb3 169.94(11) . 1_455 ?
Pb2 I6 Pb3 170.15(13) . . ?
Pb3 I7 Pb1 80.50(7) . 2_756 ?
Pb1 I8 Pb3 78.78(7) 2_756 . ?
Pb1 I10 Pb3 78.93(7) 2_756 . ?
C6 N2 H2 122.1 . . ?
C6 N2 C10 116(5) . . ?
C10 N2 H2 122.1 . . ?
N2 C6 H6 115.4 . . ?
C7 C6 N2 129(5) . . ?
C7 C6 H6 115.4 . . ?
C6 C7 H7 122.9 . . ?
C6 C7 C8 114(5) . . ?
C8 C7 H7 122.9 . . ?
C7 C8 Cl2 121(4) . . ?
C9 C8 Cl2 118(4) . . ?
C9 C8 C7 121(5) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 C8 118(5) . . ?
C10 C9 H9 121.1 . . ?
N2 C10 H10 119.5 . . ?
C9 C10 N2 121(5) . . ?
C9 C10 H10 119.5 . . ?
C11 N3 H3 117.7 . . ?
C11 N3 C15 125(5) . . ?
C15 N3 H3 117.7 . . ?
N3 C11 H11 122.2 . . ?
N3 C11 C12 116(5) . . ?
C12 C11 H11 122.2 . . ?
C11 C12 H12 118.7 . . ?
C11 C12 C13 123(6) . . ?
C13 C12 H12 118.7 . . ?
C12 C13 Cl3 119(4) . . ?
C14 C13 Cl3 117(4) . . ?
C14 C13 C12 123(5) . . ?
C13 C14 H14 123.9 . . ?
C13 C14 C15 112(6) . . ?
C15 C14 H14 123.9 . . ?
N3 C15 C14 121(6) . . ?
N3 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C1 N1 H1 115.0 . . ?
C1 N1 C5 130(5) . . ?
C5 N1 H1 115.0 . . ?
N1 C1 H1A 121.2 . . ?
N1 C1 C2 118(5) . . ?
C2 C1 H1A 121.2 . . ?
C1 C2 H2A 121.7 . . ?
C1 C2 C3 117(5) . . ?
C3 C2 H2A 121.7 . . ?
C2 C3 Cl1 117(4) . . ?
C4 C3 Cl1 126(4) . . ?
C4 C3 C2 117(5) . . ?
C3 C4 H4 117.7 . . ?
C3 C4 C5 125(5) . . ?
C5 C4 H4 117.7 . . ?
N1 C5 C4 113(5) . . ?
N1 C5 H5 123.3 . . ?
C4 C5 H5 123.3 . . ?
C16 N4 H4A 119.7 . . ?
C20 N4 H4A 119.7 . . ?
C20 N4 C16 121(5) . . ?
N4 C16 H16 117.8 . . ?
C17 C16 N4 124(5) . . ?
C17 C16 H16 117.8 . . ?
C16 C17 H17 123.3 . . ?
C16 C17 C18 113(4) . . ?
C18 C17 H17 123.3 . . ?
C17 C18 Cl4 116(4) . . ?
C17 C18 C19 124(5) . . ?
C19 C18 Cl4 119(4) . . ?
C18 C19 H19 123.6 . . ?
C20 C19 C18 113(5) . . ?
C20 C19 H19 123.6 . . ?
N4 C20 C19 123(5) . . ?
N4 C20 H20 118.6 . . ?
C19 C20 H20 118.6 . . ?

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
Cl2 C8 C9 C10 -177(5) . . . . ?
N2 C6 C7 C8 4(9) . . . . ?
C6 N2 C10 C9 6(8) . . . . ?
C6 C7 C8 Cl2 -180(5) . . . . ?
C6 C7 C8 C9 -7(8) . . . . ?
C7 C8 C9 C10 9(8) . . . . ?
C8 C9 C10 N2 -9(9) . . . . ?
C10 N2 C6 C7 -4(9) . . . . ?
Cl3 C13 C14 C15 177(4) . . . . ?
N3 C11 C12 C13 -3(8) . . . . ?
C11 N3 C15 C14 -10(10) . . . . ?
C11 C12 C13 Cl3 180(4) . . . . ?
C11 C12 C13 C14 3(8) . . . . ?
C12 C13 C14 C15 -6(7) . . . . ?
C13 C14 C15 N3 9(9) . . . . ?
C15 N3 C11 C12 7(8) . . . . ?
Cl1 C3 C4 C5 -178(4) . . . . ?
N1 C1 C2 C3 -6(6) . . . . ?
C1 N1 C5 C4 -6(7) . . . . ?
C1 C2 C3 Cl1 -179(3) . . . . ?
C1 C2 C3 C4 1(6) . . . . ?
C2 C3 C4 C5 2(7) . . . . ?
C3 C4 C5 N1 0(7) . . . . ?
C5 N1 C1 C2 9(7) . . . . ?
Cl4 C18 C19 C20 175(4) . . . . ?
N4 C16 C17 C18 -2(8) . . . . ?
C16 N4 C20 C19 -7(8) . . . . ?
C16 C17 C18 Cl4 180(4) . . . . ?
C16 C17 C18 C19 10(8) . . . . ?
C17 C18 C19 C20 -16(8) . . . . ?
C18 C19 C20 N4 14(8) . . . . ?
C20 N4 C16 C17 1(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.685(14)
2 0.315(14)

####################################################################### 
# 
# 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_vp-92
_database_code_depnum_ccdc_archive 'CCDC 1495874'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-02-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'I3 Pb, C6 H8 N'
_chemical_formula_sum            'C6 H8 I3 N Pb'
_chemical_formula_weight         682.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   14.9503(10)
_cell_length_b                   8.0231(6)
_cell_length_c                   21.786(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2613.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12341
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.19
_cell_measurement_theta_min      1.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    19.956
_exptl_absorpt_correction_T_max  0.6723
_exptl_absorpt_correction_T_min  0.0817
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'whiteish yellow'
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.467
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2336
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0470
-1 0 0 0.0430
1 -1 -1 0.1670
0 1 0 0.2020
0 0 1 0.0090
0 0 -1 0.0110

_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12565
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.716
_diffrn_reflns_theta_min         1.870
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1944
_reflns_number_total             2458
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.642
_refine_diff_density_min         -1.022
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.929
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2458
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0187
_refine_ls_restrained_S_all      0.929
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0180P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0348
_refine_ls_wR_factor_ref         0.0365
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.74876(2) 0.09321(2) 0.40475(2) 0.02758(5) Uani 1 1 d . . . . .
I1 I 0.84153(2) -0.15353(4) 0.50406(2) 0.03245(8) Uani 1 1 d . . . . .
I2 I 0.58030(2) -0.17113(3) 0.40618(2) 0.03185(7) Uani 1 1 d . . . . .
I3 I 0.82621(2) -0.15059(3) 0.30479(2) 0.03370(8) Uani 1 1 d . . . . .
N1 N 0.5653(3) -0.2380(5) 0.57172(18) 0.0399(10) Uani 1 1 d . . . . .
H1 H 0.5414 -0.2489 0.5350 0.048 Uiso 1 1 calc R . . . .
C1 C 0.5518(3) -0.3603(6) 0.6124(2) 0.0366(11) Uani 1 1 d . . . . .
H1A H 0.5170 -0.4549 0.6016 0.044 Uiso 1 1 calc R . . . .
C2 C 0.5885(4) -0.3476(6) 0.6696(2) 0.0437(12) Uani 1 1 d . . . . .
C3 C 0.6368(4) -0.2059(6) 0.6834(3) 0.0491(13) Uani 1 1 d . . . . .
H3 H 0.6622 -0.1934 0.7231 0.059 Uiso 1 1 calc R . . . .
C4 C 0.6487(4) -0.0824(6) 0.6403(3) 0.0527(15) Uani 1 1 d . . . . .
H4 H 0.6818 0.0150 0.6503 0.063 Uiso 1 1 calc R . . . .
C5 C 0.6125(4) -0.1010(6) 0.5831(2) 0.0428(13) Uani 1 1 d . . . . .
H5 H 0.6208 -0.0184 0.5523 0.051 Uiso 1 1 calc R . . . .
C6 C 0.5757(5) -0.4836(7) 0.7154(3) 0.0637(16) Uani 1 1 d . . . . .
H6A H 0.5266 -0.4543 0.7432 0.096 Uiso 1 1 calc GR . . . .
H6B H 0.6309 -0.4983 0.7391 0.096 Uiso 1 1 calc GR . . . .
H6C H 0.5613 -0.5876 0.6940 0.096 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.2440(4) . ?
Pb1 I1 3.2607(4) 7_765 ?
Pb1 I2 3.1791(4) 7_765 ?
Pb1 I2 3.2928(4) . ?
Pb1 I3 3.1974(4) 7_765 ?
Pb1 I3 3.1477(4) . ?
I1 Pb1 3.2608(4) 7_755 ?
I2 Pb1 3.1791(4) 7_755 ?
I3 Pb1 3.1973(4) 7_755 ?
N1 H1 0.8800 . ?
N1 C1 1.338(6) . ?
N1 C5 1.329(7) . ?
C1 H1A 0.9500 . ?
C1 C2 1.366(7) . ?
C2 C3 1.380(7) . ?
C2 C6 1.490(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.376(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.367(8) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 96.589(12) . 7_765 ?
I1 Pb1 I2 85.851(9) . . ?
I1 Pb1 I2 94.496(9) 7_765 . ?
I2 Pb1 I1 90.727(9) 7_765 . ?
I2 Pb1 I1 87.459(9) 7_765 7_765 ?
I2 Pb1 I2 176.231(9) 7_765 . ?
I2 Pb1 I3 84.615(9) 7_765 7_765 ?
I3 Pb1 I1 176.895(10) . 7_765 ?
I3 Pb1 I1 85.694(11) . . ?
I3 Pb1 I1 84.615(10) 7_765 7_765 ?
I3 Pb1 I1 175.140(10) 7_765 . ?
I3 Pb1 I2 98.765(10) 7_765 . ?
I3 Pb1 I2 83.550(9) . . ?
I3 Pb1 I2 94.630(10) . 7_765 ?
I3 Pb1 I3 93.284(12) . 7_765 ?
Pb1 I1 Pb1 76.156(9) . 7_755 ?
Pb1 I2 Pb1 76.591(8) 7_755 . ?
Pb1 I3 Pb1 78.430(10) . 7_755 ?
C1 N1 H1 117.9 . . ?
C5 N1 H1 117.9 . . ?
C5 N1 C1 124.3(4) . . ?
N1 C1 H1A 120.3 . . ?
N1 C1 C2 119.3(5) . . ?
C2 C1 H1A 120.3 . . ?
C1 C2 C3 118.0(5) . . ?
C1 C2 C6 120.3(5) . . ?
C3 C2 C6 121.7(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.9(5) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.5(5) . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 118.0(5) . . ?
N1 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 1.3(7) . . . . ?
N1 C1 C2 C6 -178.9(5) . . . . ?
C1 N1 C5 C4 -0.9(8) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C2 C3 C4 C5 -0.4(9) . . . . ?
C3 C4 C5 N1 1.2(8) . . . . ?
C5 N1 C1 C2 -0.4(8) . . . . ?
C6 C2 C3 C4 179.3(6) . . . . ?

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

data_vp-125bis3p
_database_code_depnum_ccdc_archive 'CCDC 1495875'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.23 svn.r3337 for OlexSys, GUI svn.r5217)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(I6 Pb2), C6 H8 N'
_chemical_formula_sum            'C6 H8 I3 N Pb'
_chemical_formula_weight         682.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   7.9441(6)
_cell_length_b                   10.5453(3)
_cell_length_c                   15.6630(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1312.14(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9204
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.04
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    19.871
_exptl_absorpt_correction_T_max  0.2210
_exptl_absorpt_correction_T_min  0.0396
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.452
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1168
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0860
0 0 1 0.1010
0 -1 0 0.0300
0 1 0 0.0390
1 0 -1 0.0820
-1 0 1 0.1070

_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8374
_diffrn_reflns_point_group_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.596
_diffrn_reflns_theta_min         2.328
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1078
_reflns_number_total             1301
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.938
_refine_diff_density_min         -1.714
_refine_diff_density_rms         0.192
_refine_ls_extinction_coef       0.00091(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     60
_refine_ls_number_reflns         1301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0256
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0613
_refine_ls_wR_factor_ref         0.0635
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H4A(0.5) H4B(0.5) H4C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2)
3.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.62800(3) 0.2500 0.24823(2) 0.03052(14) Uani 1 2 d S T P . .
I1 I 0.35744(6) 0.2500 0.41152(4) 0.03767(18) Uani 1 2 d S T P . .
I2 I 0.88768(4) 0.04804(4) 0.33939(3) 0.03391(15) Uani 1 1 d . . . . .
N1 N 0.7825(9) 0.2500 0.5277(5) 0.053(2) Uani 1 2 d S T P . .
H1 H 0.8611 0.2500 0.4881 0.064 Uiso 1 2 calc RS T P . .
C1 C 0.7248(8) 0.3609(8) 0.5567(5) 0.0529(19) Uani 1 1 d . . . . .
H1A H 0.7681 0.4380 0.5342 0.063 Uiso 1 1 calc R . . . .
C2 C 0.6046(7) 0.3635(7) 0.6182(5) 0.0419(15) Uani 1 1 d . . . . .
H2 H 0.5644 0.4423 0.6394 0.050 Uiso 1 1 calc R . . . .
C3 C 0.5401(9) 0.2500 0.6503(6) 0.0356(19) Uani 1 2 d S T P . .
C4 C 0.4060(10) 0.2500 0.7169(7) 0.045(2) Uani 1 2 d S T P . .
H4A H 0.4486 0.2908 0.7688 0.067 Uiso 0.5 1 calc GR . . A -1
H4B H 0.3734 0.1624 0.7299 0.067 Uiso 0.5 1 calc GR . . A -1
H4C H 0.3078 0.2967 0.6959 0.067 Uiso 0.5 1 calc GR . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.0956(6) 6_656 ?
Pb1 I1 3.3408(6) . ?
Pb1 I2 3.2909(4) . ?
Pb1 I2 3.1723(4) 6_556 ?
Pb1 I2 3.2909(4) 8_565 ?
Pb1 I2 3.1723(4) 3_455 ?
I1 Pb1 3.0956(6) 6_556 ?
I2 Pb1 3.1724(4) 6_656 ?
N1 H1 0.8800 . ?
N1 C1 1.335(9) . ?
N1 C1 1.335(9) 8_565 ?
C1 H1A 0.9500 . ?
C1 C2 1.358(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.396(8) . ?
C3 C2 1.396(8) 8_565 ?
C3 C4 1.491(13) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 176.030(16) 6_656 . ?
I1 Pb1 I2 90.269(13) 6_656 6_556 ?
I1 Pb1 I2 88.947(12) 6_656 . ?
I1 Pb1 I2 88.946(12) 6_656 8_565 ?
I1 Pb1 I2 90.269(13) 6_656 3_455 ?
I2 Pb1 I1 94.078(12) . . ?
I2 Pb1 I1 86.790(12) 6_556 . ?
I2 Pb1 I1 94.078(12) 8_565 . ?
I2 Pb1 I1 86.790(12) 3_455 . ?
I2 Pb1 I2 178.003(9) 6_556 8_565 ?
I2 Pb1 I2 80.654(15) 8_565 . ?
I2 Pb1 I2 178.004(9) 3_455 . ?
I2 Pb1 I2 97.497(13) 3_455 8_565 ?
I2 Pb1 I2 97.498(12) 6_556 . ?
I2 Pb1 I2 84.341(15) 6_556 3_455 ?
Pb1 I1 Pb1 76.115(14) 6_556 . ?
Pb1 I2 Pb1 75.823(10) 6_656 . ?
C1 N1 H1 118.9 . . ?
C1 N1 H1 118.9 8_565 . ?
C1 N1 C1 122.2(8) 8_565 . ?
N1 C1 H1A 120.0 . . ?
N1 C1 C2 120.1(8) . . ?
C2 C1 H1A 120.0 . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(7) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C2 118.1(8) 8_565 . ?
C2 C3 C4 120.9(4) . . ?
C2 C3 C4 120.9(4) 8_565 . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -0.7(11) . . . . ?
C1 N1 C1 C2 0.5(14) 8_565 . . . ?
C1 C2 C3 C2 0.9(12) . . . 8_565 ?
C1 C2 C3 C4 -179.0(7) . . . . ?

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

data_vp-124
_database_code_depnum_ccdc_archive 'CCDC 1495876'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.23 svn.r3337 for OlexSys, GUI svn.r5217)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br3 Pb, C5 H5 Br N'
_chemical_formula_sum            'C5 H5 Br4 N Pb'
_chemical_formula_weight         605.93
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.1279(6)
_cell_length_b                   8.0558(4)
_cell_length_c                   15.7073(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.014(6)
_cell_angle_gamma                90
_cell_volume                     1125.33(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1025
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      25.95
_cell_measurement_theta_min      2.83
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    29.140
_exptl_absorpt_correction_T_max  0.1295
_exptl_absorpt_correction_T_min  0.0338
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 0 -2 0.0412
4 4 -2 0.0978
3 0 4 0.0732
3 -3 4 0.0716
4 -4 -2 0.1047
2 -2 -4 0.1299
2 0 -4 0.0793
2 2 -4 0.1021
0 -2 4 0.0937
-4 0 2 0.0373
-3 0 -4 0.0583
-3 3 -4 0.0888
-4 4 2 0.1155
-2 0 4 0.0842

_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 0.940
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5979
_diffrn_reflns_point_group_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.494
_diffrn_reflns_theta_min         2.662
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1824
_reflns_number_total             2072
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.531
_refine_diff_density_min         -1.645
_refine_diff_density_rms         0.353
_refine_ls_extinction_coef       0.0021(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         2072
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0699P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0948
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.52239(4) 0.94904(4) 0.75034(2) 0.02356(17) Uani 1 1 d . . . . .
Br1 Br 0.38508(10) 0.73747(11) 0.86287(5) 0.0264(2) Uani 1 1 d . . . . .
Br2 Br 0.39182(11) 0.71389(12) 0.60671(5) 0.0286(2) Uani 1 1 d . . . . .
Br3 Br 0.24966(10) 1.12427(11) 0.71025(6) 0.0288(2) Uani 1 1 d . . . . .
Br4 Br 0.03420(12) 1.44629(12) 0.64572(7) 0.0383(3) Uani 1 1 d . . . . .
N1 N -0.2937(9) 1.7507(10) 0.5134(5) 0.0318(18) Uani 1 1 d . . . . .
H1 H -0.3829 1.7379 0.4785 0.038 Uiso 1 1 calc R . . . .
C1 C -0.2156(11) 1.6148(11) 0.5479(6) 0.0293(19) Uani 1 1 d . . . . .
H1A H -0.2571 1.5069 0.5361 0.035 Uiso 1 1 calc R . . . .
C2 C -0.0754(11) 1.6368(12) 0.6002(6) 0.0288(19) Uani 1 1 d . . . . .
C3 C -0.0188(12) 1.7928(13) 0.6204(7) 0.036(2) Uani 1 1 d . . . . .
H3 H 0.0758 1.8065 0.6600 0.043 Uiso 1 1 calc R . . . .
C4 C -0.0986(13) 1.9305(13) 0.5834(7) 0.039(2) Uani 1 1 d . . . . .
H4 H -0.0579 2.0390 0.5939 0.047 Uiso 1 1 calc R . . . .
C5 C -0.2388(11) 1.9050(13) 0.5309(7) 0.033(2) Uani 1 1 d . . . . .
H5 H -0.2980 1.9977 0.5065 0.039 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 Br1 2.9321(9) . ?
Pb1 Br1 3.1545(9) 2_656 ?
Pb1 Br2 2.9811(9) . ?
Pb1 Br2 3.0684(9) 2_656 ?
Pb1 Br3 2.8072(9) . ?
Br1 Pb1 3.1544(9) 2_646 ?
Br2 Pb1 3.0683(9) 2_646 ?
Br4 C2 1.883(9) . ?
N1 H1 0.8800 . ?
N1 C1 1.351(13) . ?
N1 C5 1.344(14) . ?
C1 H1A 0.9500 . ?
C1 C2 1.368(14) . ?
C2 C3 1.369(14) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(15) . ?
C4 H4 0.9500 . ?
C4 C5 1.373(15) . ?
C5 H5 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Pb1 Br1 166.66(3) . 2_656 ?
Br1 Pb1 Br2 92.08(2) . 2_656 ?
Br1 Pb1 Br2 86.25(3) . . ?
Br2 Pb1 Br1 98.84(2) . 2_656 ?
Br2 Pb1 Br1 81.01(2) 2_656 2_656 ?
Br2 Pb1 Br2 171.209(19) . 2_656 ?
Br3 Pb1 Br1 80.77(3) . 2_656 ?
Br3 Pb1 Br1 87.11(3) . . ?
Br3 Pb1 Br2 88.09(3) . . ?
Br3 Pb1 Br2 83.21(3) . 2_656 ?
Pb1 Br1 Pb1 83.30(2) . 2_646 ?
Pb1 Br2 Pb1 84.00(2) . 2_646 ?
C1 N1 H1 119.0 . . ?
C5 N1 H1 119.0 . . ?
C5 N1 C1 121.9(8) . . ?
N1 C1 H1A 120.9 . . ?
N1 C1 C2 118.3(8) . . ?
C2 C1 H1A 120.9 . . ?
C1 C2 Br4 117.9(7) . . ?
C1 C2 C3 120.7(9) . . ?
C3 C2 Br4 121.3(7) . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.3(9) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 121.2 . . ?
C5 C4 C3 117.7(10) . . ?
C5 C4 H4 121.2 . . ?
N1 C5 C4 121.0(9) . . ?
N1 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br4 C2 C3 C4 177.3(9) . . . . ?
N1 C1 C2 Br4 -178.5(6) . . . . ?
N1 C1 C2 C3 3.0(14) . . . . ?
C1 N1 C5 C4 1.5(15) . . . . ?
C1 C2 C3 C4 -4.3(16) . . . . ?
C2 C3 C4 C5 4.0(17) . . . . ?
C3 C4 C5 N1 -2.6(16) . . . . ?
C5 N1 C1 C2 -1.6(14) . . . . ?

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

data_vp-110
_database_code_depnum_ccdc_archive 'CCDC 1495877'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(Br8 Pb2), 2(C5 H5 Br N)'
_chemical_formula_sum            'C10 H10 Br6 N2 Pb'
_chemical_formula_weight         844.85
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   8.2011(5)
_cell_length_b                   24.015(2)
_cell_length_c                   9.0459(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1781.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6969
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.11
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    22.915
_exptl_absorpt_correction_T_max  0.5570
_exptl_absorpt_correction_T_min  0.1079
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.150
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -1 0 0.1019
3 0 4 0.1059
1 -4 3 0.0689
1 4 -3 0.0856
0 4 0 0.0386
0 2 4 0.0686
-1 -4 0 0.0853
-1 4 -2 0.0717
-2 -4 4 0.0703
0 -4 0 0.0556
0 -4 -1 0.0493

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1864
_diffrn_reflns_av_unetI/netI     0.1139
_diffrn_reflns_Laue_measured_fraction_full 0.912
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9854
_diffrn_reflns_point_group_measured_fraction_full 0.912
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.657
_diffrn_reflns_theta_min         2.406
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.912
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1031
_reflns_number_total             1631
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         4.232
_refine_diff_density_min         -3.727
_refine_diff_density_rms         0.652
_refine_ls_extinction_coef       0.0007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1631
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.0805
_refine_ls_restrained_S_all      0.955
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1289P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1887
_refine_ls_wR_factor_ref         0.2040
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.50755(11) 0.2500 0.49782(12) 0.0296(4) Uani 1 2 d S T P . .
Br1 Br 0.7244(3) 0.2500 0.2446(4) 0.0406(8) Uani 1 2 d S T P . .
Br2 Br 0.4747(2) 0.37223(8) 0.4478(3) 0.0369(6) Uani 1 1 d . . . . .
Br3 Br 0.7735(3) 0.2500 0.7129(4) 0.0408(8) Uani 1 2 d S T P . .
Br4 Br 0.7324(2) 0.50580(8) 0.5560(3) 0.0422(6) Uani 1 1 d . . . . .
N1 N 0.968(2) 0.3670(7) 0.414(2) 0.041(4) Uani 1 1 d . . . . .
H1 H 0.9771 0.3500 0.3283 0.049 Uiso 1 1 calc R . . . .
C1 C 0.876(2) 0.4130(8) 0.424(3) 0.040(5) Uani 1 1 d . . . . .
H1A H 0.8210 0.4262 0.3387 0.048 Uiso 1 1 calc R . . . .
C2 C 0.861(2) 0.4406(8) 0.551(2) 0.031(4) Uani 1 1 d . . . . .
C3 C 0.945(2) 0.4222(8) 0.677(2) 0.033(4) Uani 1 1 d . . . . .
H3 H 0.9389 0.4425 0.7665 0.040 Uiso 1 1 calc R . . . .
C4 C 1.037(2) 0.3745(9) 0.669(3) 0.047(6) Uani 1 1 d . . . . .
H4 H 1.0941 0.3608 0.7528 0.056 Uiso 1 1 calc R . . . .
C5 C 1.045(2) 0.3466(9) 0.532(3) 0.046(6) Uani 1 1 d . . . . .
H5 H 1.1059 0.3131 0.5231 0.055 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 Br1 2.900(3) . ?
Pb1 Br1 3.194(3) 6_556 ?
Pb1 Br2 2.9822(19) . ?
Pb1 Br2 2.9822(19) 8_565 ?
Pb1 Br3 2.922(3) . ?
Br1 Pb1 3.194(3) 6_656 ?
Br4 C2 1.888(19) . ?
N1 H1 0.8800 . ?
N1 C1 1.34(3) . ?
N1 C5 1.33(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.34(3) . ?
C2 C3 1.40(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.37(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.41(4) . ?
C5 H5 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Pb1 Br1 84.47(3) . 6_556 ?
Br1 Pb1 Br2 86.30(5) . . ?
Br1 Pb1 Br2 86.30(5) . 8_565 ?
Br1 Pb1 Br3 93.91(9) . . ?
Br2 Pb1 Br1 80.22(4) . 6_556 ?
Br2 Pb1 Br1 80.22(4) 8_565 6_556 ?
Br2 Pb1 Br2 159.65(10) . 8_565 ?
Br3 Pb1 Br1 178.38(9) . 6_556 ?
Br3 Pb1 Br2 99.69(4) . . ?
Br3 Pb1 Br2 99.70(4) . 8_565 ?
Pb1 Br1 Pb1 171.19(13) . 6_656 ?
C1 N1 H1 119.4 . . ?
C5 N1 H1 119.4 . . ?
C5 N1 C1 121(2) . . ?
N1 C1 H1A 119.3 . . ?
C2 C1 N1 121(2) . . ?
C2 C1 H1A 119.3 . . ?
C1 C2 Br4 118.8(17) . . ?
C1 C2 C3 119.7(18) . . ?
C3 C2 Br4 121.4(14) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 120(2) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 121.1 . . ?
C3 C4 C5 118(2) . . ?
C5 C4 H4 121.1 . . ?
N1 C5 C4 120.3(19) . . ?
N1 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?

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
Br4 C2 C3 C4 179.9(15) . . . . ?
N1 C1 C2 Br4 179.1(14) . . . . ?
N1 C1 C2 C3 2(3) . . . . ?
C1 N1 C5 C4 -3(3) . . . . ?
C1 C2 C3 C4 -3(3) . . . . ?
C2 C3 C4 C5 1(3) . . . . ?
C3 C4 C5 N1 1(3) . . . . ?
C5 N1 C1 C2 1(3) . . . . ?

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

data_vp_61bis
_database_code_depnum_ccdc_archive 'CCDC 1495878'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(Br6 Pb2), C5 H5 Br N'
_chemical_formula_sum            'C5 H5 Br4 N Pb'
_chemical_formula_weight         605.93
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   20.1312(7)
_cell_length_b                   8.0508(3)
_cell_length_c                   13.6068(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2205.29(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    15060
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.18
_cell_measurement_theta_min      2.52
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    29.740
_exptl_absorpt_correction_T_max  0.2008
_exptl_absorpt_correction_T_min  0.0124
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.650
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2112
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
10 0 0 0.1083
10 2 -1 0.1199
5 0 10 0.0503
10 -3 -2 0.1120
-7 10 0 0.1483
0 0 10 0.0281
-10 -3 0 0.1408
-5 1 -10 0.0553
-10 3 0 0.1066
-3 2 10 0.0599
-4 0 10 0.0470
-3 -1 10 0.0462
-1 -10 1 0.1452
2 -1 -10 0.0399
0 0 -1 0.0266
-1 1 -10 0.0465

_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16435
_diffrn_reflns_point_group_measured_fraction_full 0.941
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.608
_diffrn_reflns_theta_min         2.517
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.869
_reflns_Friedel_fraction_full    0.917
_reflns_Friedel_fraction_max     0.950
_reflns_number_gt                3656
_reflns_number_total             4064
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXD (Sheldrick, 2008)'
_refine_diff_density_max         1.330
_refine_diff_density_min         -1.031
_refine_diff_density_rms         0.196
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.049(19)
_refine_ls_extinction_coef       0.00152(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         4064
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0458P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0642
_refine_ls_wR_factor_ref         0.0656
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C9) = Uanis(C6)
3.a Aromatic/amide H refined with riding coordinates:
 C1AA(H1AA), C0AA(H0AA), N7(H7), C13(H13), C15(H15), C2(H2), C9(H9), C6(H6),
 C8(H8), N12(H12)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb01 Pb 0.63233(3) 0.69745(5) 0.30137(5) 0.02245(14) Uani 1 1 d . . . . .
Pb02 Pb 0.61734(3) 0.19711(5) 0.30712(5) 0.02256(14) Uani 1 1 d . . . . .
Br03 Br 0.54331(17) 0.50053(16) 0.1843(3) 0.0291(7) Uani 1 1 d . . . . .
Br06 Br 0.72990(8) 0.39357(15) 0.25316(12) 0.0250(3) Uani 1 1 d . . . . .
Br07 Br 0.52024(8) 0.89699(16) 0.35674(12) 0.0241(3) Uani 1 1 d . . . . .
Br08 Br 0.60054(16) 0.4811(2) 0.4655(2) 0.0263(5) Uani 1 1 d . . . . .
Br09 Br 0.64910(17) 0.9818(2) 0.1415(2) 0.0258(5) Uani 1 1 d . . . . .
Br1 Br 0.81570(8) 0.71895(17) 0.19244(13) 0.0306(3) Uani 1 1 d . . . . .
C1AA C 0.9292(9) 0.8886(19) 0.1232(12) 0.029(3) Uani 1 1 d . . . . .
H1AA H 0.9450 0.7813 0.1059 0.034 Uiso 1 1 calc R . . . .
C0AA C 0.8437(9) 1.059(2) 0.1917(15) 0.032(4) Uani 1 1 d . . . . .
H0AA H 0.8011 1.0706 0.2211 0.038 Uiso 1 1 calc R . . . .
C16 C 0.8687(8) 0.905(2) 0.1659(11) 0.024(3) Uani 1 1 d . . . . .
Br0A Br 0.70522(18) -0.00083(15) 0.4249(3) 0.0286(7) Uani 1 1 d . . . . .
N7 N 0.9445(8) 1.1744(17) 0.1318(11) 0.035(3) Uani 1 1 d . . . . .
H7 H 0.9697 1.2622 0.1226 0.042 Uiso 1 1 calc R . . . .
C13 C 0.8835(9) 1.1968(18) 0.1728(12) 0.032(3) Uani 1 1 d . . . . .
H13 H 0.8682 1.3053 0.1884 0.038 Uiso 1 1 calc R . . . .
C15 C 0.9680(13) 1.026(2) 0.1048(17) 0.034(4) Uani 1 1 d . . . . .
H15 H 1.0101 1.0158 0.0739 0.041 Uiso 1 1 calc R . . . .
Br1A Br 0.42988(9) 1.22395(17) 0.40837(13) 0.0302(3) Uani 1 1 d . . . . .
C1 C 0.3803(8) 1.4130(18) 0.4394(11) 0.021(3) Uani 1 1 d . . . . .
C2 C 0.4060(9) 1.569(2) 0.4223(14) 0.028(4) Uani 1 1 d . . . . .
H2 H 0.4488 1.5815 0.3936 0.034 Uiso 1 1 calc R . . . .
C9 C 0.3166(8) 1.394(2) 0.4792(12) 0.028(2) Uani 1 1 d . . . . .
H9 H 0.2986 1.2869 0.4922 0.033 Uiso 1 1 calc R . . . .
C6 C 0.2815(11) 1.534(2) 0.4985(15) 0.028(2) Uani 1 1 d . . . . .
H6 H 0.2372 1.5267 0.5219 0.033 Uiso 1 1 calc R . . . .
C8 C 0.3699(9) 1.7045(19) 0.4467(13) 0.034(4) Uani 1 1 d . . . . .
H8 H 0.3875 1.8128 0.4371 0.041 Uiso 1 1 calc R . . . .
N12 N 0.3093(7) 1.6842(15) 0.4845(10) 0.027(3) Uani 1 1 d . . . . .
H12 H 0.2865 1.7731 0.5011 0.032 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb01 Br03 2.874(3) . ?
Pb01 Br06 3.2052(14) . ?
Pb01 Br07 2.8706(15) . ?
Pb01 Br08 2.904(3) . ?
Pb01 Br09 3.177(3) . ?
Pb02 Br06 2.8592(15) . ?
Pb02 Br07 3.1803(14) 1_545 ?
Pb02 Br08 3.161(3) . ?
Pb02 Br09 2.914(3) 1_545 ?
Pb02 Br0A 2.870(3) . ?
Br07 Pb02 3.1803(14) 1_565 ?
Br09 Pb02 2.914(3) 1_565 ?
Br1 C16 1.874(16) . ?
C1AA H1AA 0.9500 . ?
C1AA C16 1.36(2) . ?
C1AA C15 1.38(3) . ?
C0AA H0AA 0.9500 . ?
C0AA C16 1.38(3) . ?
C0AA C13 1.39(2) . ?
N7 H7 0.8800 . ?
N7 C13 1.36(2) . ?
N7 C15 1.34(3) . ?
C13 H13 0.9500 . ?
C15 H15 0.9500 . ?
Br1A C1 1.869(15) . ?
C1 C2 1.38(3) . ?
C1 C9 1.40(2) . ?
C2 H2 0.9500 . ?
C2 C8 1.35(2) . ?
C9 H9 0.9500 . ?
C9 C6 1.36(3) . ?
C6 H6 0.9500 . ?
C6 N12 1.34(2) . ?
C8 H8 0.9500 . ?
C8 N12 1.33(2) . ?
N12 H12 0.8800 . ?

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
Br03 Pb01 Br06 81.24(6) . . ?
Br03 Pb01 Br08 87.59(9) . . ?
Br03 Pb01 Br09 94.83(9) . . ?
Br07 Pb01 Br03 87.94(7) . . ?
Br07 Pb01 Br06 164.28(4) . . ?
Br07 Pb01 Br08 87.74(6) . . ?
Br07 Pb01 Br09 81.95(6) . . ?
Br08 Pb01 Br06 80.49(6) . . ?
Br08 Pb01 Br09 169.30(9) . . ?
Br09 Pb01 Br06 110.17(6) . . ?
Br06 Pb02 Br07 164.12(4) . 1_545 ?
Br06 Pb02 Br08 81.94(6) . . ?
Br06 Pb02 Br09 87.51(7) . 1_545 ?
Br06 Pb02 Br0A 87.83(7) . . ?
Br08 Pb02 Br07 109.82(6) . 1_545 ?
Br09 Pb02 Br07 81.21(6) 1_545 1_545 ?
Br09 Pb02 Br08 168.88(9) 1_545 . ?
Br0A Pb02 Br07 80.70(6) . 1_545 ?
Br0A Pb02 Br08 94.97(9) . . ?
Br0A Pb02 Br09 88.09(8) . 1_545 ?
Pb02 Br06 Pb01 83.34(4) . . ?
Pb01 Br07 Pb02 83.47(4) . 1_565 ?
Pb01 Br08 Pb02 83.44(8) . . ?
Pb02 Br09 Pb01 82.85(8) 1_565 . ?
C16 C1AA H1AA 119.7 . . ?
C16 C1AA C15 120.6(17) . . ?
C15 C1AA H1AA 119.7 . . ?
C16 C0AA H0AA 121.3 . . ?
C16 C0AA C13 117.3(17) . . ?
C13 C0AA H0AA 121.3 . . ?
C1AA C16 Br1 121.1(13) . . ?
C1AA C16 C0AA 121.4(15) . . ?
C0AA C16 Br1 117.5(14) . . ?
C13 N7 H7 118.3 . . ?
C15 N7 H7 118.3 . . ?
C15 N7 C13 123.5(16) . . ?
C0AA C13 H13 120.4 . . ?
N7 C13 C0AA 119.3(14) . . ?
N7 C13 H13 120.4 . . ?
C1AA C15 H15 121.1 . . ?
N7 C15 C1AA 118(2) . . ?
N7 C15 H15 121.1 . . ?
C2 C1 Br1A 120.2(14) . . ?
C2 C1 C9 120.7(15) . . ?
C9 C1 Br1A 119.1(12) . . ?
C1 C2 H2 120.3 . . ?
C8 C2 C1 119.4(17) . . ?
C8 C2 H2 120.3 . . ?
C1 C9 H9 121.4 . . ?
C6 C9 C1 117.2(16) . . ?
C6 C9 H9 121.4 . . ?
C9 C6 H6 119.9 . . ?
N12 C6 C9 120.2(19) . . ?
N12 C6 H6 119.9 . . ?
C2 C8 H8 120.4 . . ?
N12 C8 C2 119.2(15) . . ?
N12 C8 H8 120.4 . . ?
C6 N12 H12 118.4 . . ?
C8 N12 C6 123.1(15) . . ?
C8 N12 H12 118.4 . . ?

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
C16 C1AA C15 N7 1(3) . . . . ?
C16 C0AA C13 N7 -1(3) . . . . ?
C13 C0AA C16 Br1 179.3(14) . . . . ?
C13 C0AA C16 C1AA -1(3) . . . . ?
C13 N7 C15 C1AA -3(3) . . . . ?
C15 C1AA C16 Br1 -179.4(14) . . . . ?
C15 C1AA C16 C0AA 0(3) . . . . ?
C15 N7 C13 C0AA 3(3) . . . . ?
Br1A C1 C2 C8 -178.9(14) . . . . ?
Br1A C1 C9 C6 -178.4(13) . . . . ?
C1 C2 C8 N12 -2(3) . . . . ?
C1 C9 C6 N12 -4(3) . . . . ?
C2 C1 C9 C6 1(2) . . . . ?
C2 C8 N12 C6 -1(3) . . . . ?
C9 C1 C2 C8 2(2) . . . . ?
C9 C6 N12 C8 4(3) . . . . ?

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

data_vp-106
_database_code_depnum_ccdc_archive 'CCDC 1495879'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'Br3 Pb, C5 H5 Cl N'
_chemical_formula_sum            'C5 H5 Br3 Cl N Pb'
_chemical_formula_weight         561.47
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   19.8954(18)
_cell_length_b                   8.0101(6)
_cell_length_c                   13.5899(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2165.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8125
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.08
_cell_measurement_theta_min      1.50
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    26.839
_exptl_absorpt_correction_T_max  0.1977
_exptl_absorpt_correction_T_min  0.0975
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.444
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 1 0.0420
1 0 -1 0.0280
2 0 1 0.0530
-2 0 -1 0.0500
1 1 1 0.0800
-1 -1 -1 0.0770
2 -1 1 0.0650
-2 1 -1 0.0840

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.103
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8635
_diffrn_reflns_point_group_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.582
_diffrn_reflns_theta_min         2.537
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate ( 34 cm diameter )'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.956
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube, 12 x 0.4 mm fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.912
_reflns_Friedel_fraction_full    0.956
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                3167
_reflns_number_total             4007
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.093
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.176
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.22(2)
_refine_ls_extinction_coef       0.00062(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         4007
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0310
_refine_ls_restrained_S_all      0.936
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0405P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0690
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.78(3) 0.22(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C4(H4), C5(H5), C1(H1A), C2(H2), N2(H2A), C6(H6), C9(H9), C7(H7),
 C10(H10)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.61785(3) 0.20343(9) 0.38439(10) 0.02405(18) Uani 1 1 d . . . . .
Pb2 Pb 0.63262(3) -0.29614(9) 0.38908(10) 0.02399(18) Uani 1 1 d . . . . .
Br1 Br 0.73231(9) 0.4000(3) 0.43649(18) 0.0262(4) Uani 1 1 d . . . . .
Br2 Br 0.6003(4) 0.4825(4) 0.2236(5) 0.0277(10) Uani 1 1 d . . . . .
Br3 Br 0.7054(4) 0.0021(2) 0.2661(5) 0.0248(12) Uani 1 1 d . . . . .
Br4 Br 0.51885(9) -0.0978(3) 0.33559(18) 0.0252(4) Uani 1 1 d . . . . .
Br5 Br 0.6507(4) -0.0166(4) 0.5493(5) 0.0274(10) Uani 1 1 d . . . . .
Br6 Br 0.5427(4) -0.4969(3) 0.5085(6) 0.0362(16) Uani 1 1 d . . . . .
N1 N 0.4444(12) -0.170(3) 0.5596(17) 0.028(5) Uani 1 1 d . . . . .
H1 H 0.4685 -0.2596 0.5724 0.034 Uiso 1 1 calc R . . . .
C4 C 0.3437(13) -0.060(4) 0.499(2) 0.030(6) Uani 1 1 d . . . . .
H4 H 0.3003 -0.0732 0.4707 0.036 Uiso 1 1 calc R . . . .
C5 C 0.3844(14) -0.192(4) 0.5161(18) 0.038(5) Uani 1 1 d . . . . .
H5 H 0.3704 -0.3009 0.4974 0.046 Uiso 1 1 calc R . . . .
Cl1 Cl 0.3203(3) 0.2718(8) 0.4979(5) 0.0396(13) Uani 1 1 d . . . . .
C3 C 0.3686(15) 0.098(4) 0.5239(18) 0.032(6) Uani 1 1 d . . . . .
C1 C 0.470(2) -0.020(4) 0.585(4) 0.034(9) Uani 1 1 d . . . . .
H1A H 0.5136 -0.0092 0.6142 0.041 Uiso 1 1 calc R . . . .
C2 C 0.4298(15) 0.119(3) 0.566(2) 0.028(6) Uani 1 1 d . . . . .
H2 H 0.4450 0.2279 0.5826 0.034 Uiso 1 1 calc R . . . .
N2 N 0.8101(13) 0.325(3) 0.2023(18) 0.032(6) Uani 1 1 d . . . . .
H2A H 0.7864 0.2373 0.1848 0.038 Uiso 1 1 calc R . . . .
C8 C 0.8807(11) 0.597(4) 0.2534(17) 0.024(5) Uani 1 1 d . . . . .
C6 C 0.8711(11) 0.302(4) 0.2437(15) 0.031(5) Uani 1 1 d . . . . .
H6 H 0.8894 0.1936 0.2530 0.037 Uiso 1 1 calc R . . . .
C9 C 0.8184(15) 0.614(4) 0.2085(19) 0.030(7) Uani 1 1 d . . . . .
H9 H 0.8002 0.7203 0.1933 0.036 Uiso 1 1 calc R . . . .
C7 C 0.9060(16) 0.445(5) 0.272(2) 0.039(7) Uani 1 1 d . . . . .
H7 H 0.9479 0.4354 0.3051 0.046 Uiso 1 1 calc R . . . .
C10 C 0.785(2) 0.473(4) 0.188(3) 0.026(7) Uani 1 1 d . . . . .
H10 H 0.7415 0.4813 0.1607 0.032 Uiso 1 1 calc R . . . .
Cl2 Cl 0.9265(3) 0.7687(7) 0.2829(5) 0.0393(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 2.857(2) . ?
Pb1 Br2 3.145(6) . ?
Pb1 Br3 2.867(6) . ?
Pb1 Br4 3.185(2) . ?
Pb1 Br5 2.925(6) . ?
Pb2 Br1 3.205(2) 1_545 ?
Pb2 Br2 2.935(6) 1_545 ?
Pb2 Br4 2.859(2) . ?
Pb2 Br5 3.144(6) . ?
Pb2 Br6 2.902(7) . ?
Br1 Pb2 3.205(2) 1_565 ?
Br2 Pb2 2.935(6) 1_565 ?
N1 H1 0.8800 . ?
N1 C5 1.34(4) . ?
N1 C1 1.36(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.35(4) . ?
C4 C3 1.40(5) . ?
C5 H5 0.9500 . ?
Cl1 C3 1.73(3) . ?
C3 C2 1.36(4) . ?
C1 H1A 0.9500 . ?
C1 C2 1.40(4) . ?
C2 H2 0.9500 . ?
N2 H2A 0.8800 . ?
N2 C6 1.35(4) . ?
N2 C10 1.30(4) . ?
C8 C9 1.39(4) . ?
C8 C7 1.34(5) . ?
C8 Cl2 1.70(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.40(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.34(5) . ?
C7 H7 0.9500 . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Pb1 Br2 82.47(13) . . ?
Br1 Pb1 Br3 87.96(13) . . ?
Br1 Pb1 Br4 164.14(6) . . ?
Br1 Pb1 Br5 87.95(13) . . ?
Br2 Pb1 Br4 108.98(12) . . ?
Br3 Pb1 Br2 94.45(18) . . ?
Br3 Pb1 Br4 80.38(11) . . ?
Br3 Pb1 Br5 87.42(17) . . ?
Br5 Pb1 Br2 170.2(2) . . ?
Br5 Pb1 Br4 80.86(12) . . ?
Br2 Pb2 Br1 80.25(12) 1_545 1_545 ?
Br2 Pb2 Br5 170.4(2) 1_545 . ?
Br4 Pb2 Br1 164.34(6) . 1_545 ?
Br4 Pb2 Br2 88.14(13) . 1_545 ?
Br4 Pb2 Br5 82.58(13) . . ?
Br4 Pb2 Br6 87.82(14) . . ?
Br5 Pb2 Br1 109.32(12) . 1_545 ?
Br6 Pb2 Br1 81.27(12) . 1_545 ?
Br6 Pb2 Br2 87.63(19) . 1_545 ?
Br6 Pb2 Br5 94.46(19) . . ?
Pb1 Br1 Pb2 82.85(5) . 1_565 ?
Pb2 Br2 Pb1 82.69(19) 1_565 . ?
Pb2 Br4 Pb1 83.02(5) . . ?
Pb1 Br5 Pb2 82.69(19) . . ?
C5 N1 H1 117.7 . . ?
C5 N1 C1 125(3) . . ?
C1 N1 H1 117.7 . . ?
C5 C4 H4 121.5 . . ?
C5 C4 C3 117(3) . . ?
C3 C4 H4 121.5 . . ?
N1 C5 C4 120(3) . . ?
N1 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C4 C3 Cl1 119(3) . . ?
C2 C3 C4 122(2) . . ?
C2 C3 Cl1 119(3) . . ?
N1 C1 H1A 122.0 . . ?
N1 C1 C2 116(4) . . ?
C2 C1 H1A 122.0 . . ?
C3 C2 C1 120(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C6 N2 H2A 119.0 . . ?
C10 N2 H2A 119.0 . . ?
C10 N2 C6 122(3) . . ?
C9 C8 Cl2 120(3) . . ?
C7 C8 C9 121(3) . . ?
C7 C8 Cl2 119(3) . . ?
N2 C6 H6 121.6 . . ?
N2 C6 C7 117(3) . . ?
C7 C6 H6 121.6 . . ?
C8 C9 H9 121.7 . . ?
C10 C9 C8 117(3) . . ?
C10 C9 H9 121.7 . . ?
C8 C7 C6 120(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
N2 C10 C9 124(4) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?

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
N1 C1 C2 C3 0(6) . . . . ?
C4 C3 C2 C1 0(5) . . . . ?
C5 N1 C1 C2 2(6) . . . . ?
C5 C4 C3 Cl1 177(2) . . . . ?
C5 C4 C3 C2 -2(4) . . . . ?
Cl1 C3 C2 C1 -178(3) . . . . ?
C3 C4 C5 N1 3(4) . . . . ?
C1 N1 C5 C4 -3(4) . . . . ?
N2 C6 C7 C8 -4(4) . . . . ?
C8 C9 C10 N2 -4(5) . . . . ?
C6 N2 C10 C9 2(6) . . . . ?
C9 C8 C7 C6 2(4) . . . . ?
C7 C8 C9 C10 1(4) . . . . ?
C10 N2 C6 C7 1(4) . . . . ?
Cl2 C8 C9 C10 180(2) . . . . ?
Cl2 C8 C7 C6 -176(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.78(3)
2 0.22(3)

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

data_vp-122bisp
_database_code_depnum_ccdc_archive 'CCDC 1495880'
_audit_update_record             
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-06-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br3 Pb, C6 H8 N'
_chemical_formula_sum            'C6 H8 Br3 N Pb'
_chemical_formula_weight         541.05
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.2804(7)
_cell_length_b                   8.0290(4)
_cell_length_c                   15.4764(12)
_cell_angle_alpha                90
_cell_angle_beta                 103.890(6)
_cell_angle_gamma                90
_cell_volume                     1119.46(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4579
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.06
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    25.724
_exptl_absorpt_correction_T_max  0.3890
_exptl_absorpt_correction_T_min  0.0839
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.210
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             952
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0270
0 0 1 0.0060
-1 0 0 0.0150
1 0 0 0.0570
1 -1 0 0.1000
1 1 -1 0.0970

_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.942
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4806
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.620
_diffrn_reflns_theta_min         2.261
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.942
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1605
_reflns_number_total             2071
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.904
_refine_diff_density_min         -1.863
_refine_diff_density_rms         0.187
_refine_ls_extinction_coef       0.00147(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         2071
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      0.877
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0219P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0441
_refine_ls_wR_factor_ref         0.0466
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb -0.00603(3) 0.04836(3) 0.75516(2) 0.01889(9) Uani 1 1 d . . . . .
Br1 Br 0.15591(7) 0.24171(8) 0.65688(5) 0.02319(17) Uani 1 1 d . . . . .
Br2 Br -0.12577(7) -0.15371(9) 0.60077(5) 0.02504(18) Uani 1 1 d . . . . .
Br3 Br 0.24749(7) -0.17367(8) 0.79690(6) 0.02529(18) Uani 1 1 d . . . . .
N1 N -0.2801(6) 0.1389(8) 0.4383(5) 0.0285(16) Uani 1 1 d . . . . .
H1 H -0.2414 0.0383 0.4445 0.034 Uiso 1 1 calc R . . . .
C1 C -0.4197(7) 0.1559(10) 0.3908(6) 0.0302(19) Uani 1 1 d . . . . .
C2 C -0.4772(8) 0.3145(9) 0.3813(6) 0.0311(19) Uani 1 1 d . . . . .
H2 H -0.5767 0.3319 0.3488 0.037 Uiso 1 1 calc R . . . .
C3 C -0.3937(9) 0.4454(11) 0.4179(7) 0.040(2) Uani 1 1 d . . . . .
H3 H -0.4334 0.5548 0.4088 0.048 Uiso 1 1 calc R . . . .
C4 C -0.2492(9) 0.4217(10) 0.4690(6) 0.035(2) Uani 1 1 d . . . . .
H4 H -0.1906 0.5125 0.4970 0.042 Uiso 1 1 calc R . . . .
C5 C -0.1964(8) 0.2648(10) 0.4768(6) 0.034(2) Uani 1 1 d . . . . .
H5 H -0.0980 0.2441 0.5103 0.040 Uiso 1 1 calc R . . . .
C6 C -0.5018(9) 0.0042(11) 0.3522(9) 0.054(3) Uani 1 1 d . . . . .
H6A H -0.4330 -0.0743 0.3347 0.081 Uiso 1 1 calc GR . . . .
H6B H -0.5798 0.0347 0.2998 0.081 Uiso 1 1 calc GR . . . .
H6C H -0.5467 -0.0482 0.3966 0.081 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 Br1 2.8424(7) . ?
Pb1 Br2 2.8812(8) . ?
Pb1 Br3 2.8985(7) . ?
Pb1 Br3 3.1280(7) 2_556 ?
Br3 Pb1 3.1280(7) 2_546 ?
N1 H1 0.8800 . ?
N1 C1 1.335(10) . ?
N1 C5 1.326(10) . ?
C1 C2 1.374(10) . ?
C1 C6 1.484(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.347(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(12) . ?
C4 H4 0.9500 . ?
C4 C5 1.347(11) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Pb1 Br2 90.69(2) . . ?
Br1 Pb1 Br3 84.87(2) . 2_556 ?
Br1 Pb1 Br3 87.13(2) . . ?
Br2 Pb1 Br3 94.49(2) . 2_556 ?
Br2 Pb1 Br3 88.24(2) . . ?
Br3 Pb1 Br3 171.576(19) . 2_556 ?
Pb1 Br3 Pb1 83.594(17) . 2_546 ?
C1 N1 H1 118.1 . . ?
C5 N1 H1 118.1 . . ?
C5 N1 C1 123.8(7) . . ?
N1 C1 C2 117.0(7) . . ?
N1 C1 C6 118.3(7) . . ?
C2 C1 C6 124.7(7) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(7) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(8) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 121.4 . . ?
C5 C4 C3 117.2(8) . . ?
C5 C4 H4 121.4 . . ?
N1 C5 C4 120.7(7) . . ?
N1 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 1.0(13) . . . . ?
C1 N1 C5 C4 -0.6(14) . . . . ?
C1 C2 C3 C4 -2.6(14) . . . . ?
C2 C3 C4 C5 2.5(14) . . . . ?
C3 C4 C5 N1 -1.0(13) . . . . ?
C5 N1 C1 C2 0.6(12) . . . . ?
C5 N1 C1 C6 -179.3(9) . . . . ?
C6 C1 C2 C3 -179.1(9) . . . . ?

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

data_vp-93
_database_code_depnum_ccdc_archive 'CCDC 1495881'
_audit_update_record             
;
2016-08-30 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_audit_creation_date             2016-08-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.23 svn.r3337 for OlexSys, GUI svn.r5217)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'Br3 Pb, C6 H8 N'
_chemical_formula_sum            'C6 H8 Br3 N Pb'
_chemical_formula_weight         541.05
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.842(3)
_cell_length_b                   7.7400(15)
_cell_length_c                   21.220(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2273.4(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7060
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.10
_cell_measurement_theta_min      1.47
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    25.335
_exptl_absorpt_correction_T_max  0.6022
_exptl_absorpt_correction_T_min  0.1026
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 -4 0.0171
-1 0 4 0.0171
2 0 4 0.0117
-2 0 -4 0.0117
-1 -4 -2 0.1236
1 4 2 0.1236

_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7143
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.664
_diffrn_reflns_theta_min         2.419
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1682
_reflns_number_total             2131
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.051
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       0.00136(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.934
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     102
_refine_ls_number_reflns         2131
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0220
_refine_ls_restrained_S_all      0.934
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0454
_refine_ls_wR_factor_ref         0.0477
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.74661(2) 0.08674(2) 0.40546(2) 0.02445(8) Uani 1 1 d . . . . .
Br1 Br 0.84067(4) -0.15253(7) 0.49917(3) 0.03151(14) Uani 1 1 d . . . . .
Br2 Br 0.58103(4) -0.19074(7) 0.41029(3) 0.02989(13) Uani 1 1 d . . . . .
Br3 Br 0.82270(4) -0.15037(7) 0.30976(3) 0.03119(14) Uani 1 1 d . . . . .
N1 N 0.5736(4) -0.2342(6) 0.5704(3) 0.0392(12) Uani 1 1 d . . . . .
H1 H 0.5540 -0.2481 0.5312 0.047 Uiso 1 1 calc R . . . .
C1 C 0.5594(4) -0.3633(8) 0.6109(3) 0.0365(14) Uani 1 1 d . . . . .
H1A H 0.5278 -0.4658 0.5975 0.044 Uiso 1 1 calc R . . . .
C2 C 0.5903(4) -0.3480(7) 0.6719(3) 0.0358(13) Uani 1 1 d . . . . .
C3 C 0.6344(5) -0.1938(8) 0.6891(3) 0.0430(16) Uani 1 1 d . . . . .
H3 H 0.6565 -0.1787 0.7312 0.052 Uiso 1 1 calc R . . . .
C4 C 0.6465(5) -0.0634(8) 0.6462(4) 0.0471(17) Uani 1 1 d . . . . .
H4 H 0.6762 0.0420 0.6586 0.057 Uiso 1 1 calc R . . . .
C5 C 0.6157(4) -0.0856(8) 0.5856(3) 0.0397(15) Uani 1 1 d . . . . .
H5 H 0.6242 0.0030 0.5551 0.048 Uiso 1 1 calc R . . . .
C6 C 0.5770(5) -0.4933(9) 0.7173(4) 0.0568(19) Uani 1 1 d . . . . .
H6A H 0.5423 -0.4516 0.7545 0.085 Uiso 1 1 calc GR . . . .
H6B H 0.6403 -0.5382 0.7299 0.085 Uiso 1 1 calc GR . . . .
H6C H 0.5396 -0.5856 0.6971 0.085 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 Br1 3.0131(7) . ?
Pb1 Br1 3.0799(7) 7_765 ?
Pb1 Br2 3.1426(7) . ?
Pb1 Br2 2.9442(7) 7_765 ?
Pb1 Br3 2.9328(7) . ?
Pb1 Br3 3.0307(7) 7_765 ?
Br1 Pb1 3.0799(7) 7_755 ?
Br2 Pb1 2.9442(7) 7_755 ?
Br3 Pb1 3.0307(7) 7_755 ?
N1 H1 0.8800 . ?
N1 C1 1.333(8) . ?
N1 C5 1.330(8) . ?
C1 H1A 0.9500 . ?
C1 C2 1.368(9) . ?
C2 C3 1.389(8) . ?
C2 C6 1.493(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.370(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.366(10) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br1 Pb1 Br1 98.40(2) . 7_765 ?
Br1 Pb1 Br2 82.735(19) . . ?
Br1 Pb1 Br2 98.089(18) 7_765 . ?
Br1 Pb1 Br3 172.596(16) . 7_765 ?
Br2 Pb1 Br1 84.955(19) 7_765 7_765 ?
Br2 Pb1 Br1 89.224(19) 7_765 . ?
Br2 Pb1 Br2 171.730(18) 7_765 . ?
Br2 Pb1 Br3 83.516(19) 7_765 7_765 ?
Br3 Pb1 Br1 85.25(2) . . ?
Br3 Pb1 Br1 82.45(2) 7_765 7_765 ?
Br3 Pb1 Br1 176.303(17) . 7_765 ?
Br3 Pb1 Br2 104.468(18) 7_765 . ?
Br3 Pb1 Br2 95.692(19) . 7_765 ?
Br3 Pb1 Br2 81.767(19) . . ?
Br3 Pb1 Br3 94.00(2) . 7_765 ?
Pb1 Br1 Pb1 78.883(19) . 7_755 ?
Pb1 Br2 Pb1 78.913(19) 7_755 . ?
Pb1 Br3 Pb1 80.93(2) . 7_755 ?
C1 N1 H1 118.1 . . ?
C5 N1 H1 118.1 . . ?
C5 N1 C1 123.8(6) . . ?
N1 C1 H1A 120.0 . . ?
N1 C1 C2 120.0(6) . . ?
C2 C1 H1A 120.0 . . ?
C1 C2 C3 117.5(6) . . ?
C1 C2 C6 120.4(6) . . ?
C3 C2 C6 122.1(6) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.7(6) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.7(6) . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 118.3(6) . . ?
N1 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 1.2(9) . . . . ?
N1 C1 C2 C6 -178.5(6) . . . . ?
C1 N1 C5 C4 0.2(9) . . . . ?
C1 C2 C3 C4 -0.3(9) . . . . ?
C2 C3 C4 C5 -0.6(10) . . . . ?
C3 C4 C5 N1 0.7(10) . . . . ?
C5 N1 C1 C2 -1.2(9) . . . . ?
C6 C2 C3 C4 179.4(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
