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

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

data_x
_database_code_depnum_ccdc_archive 'CCDC 1902685'
loop_
_audit_author_name
_audit_author_address
liaokuogong
;The Cambridge Crystallographic Data Centre
China
;
_audit_update_record             
;
2019-03-12 deposited with the CCDC.	2019-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            none
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C6 H8 Cl2 N2 O2 Pb'
_chemical_formula_sum            'C6 H8 Cl2 N2 O2 Pb'
_chemical_formula_weight         418.23

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'
O O 0.0106 0.0060 '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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   8.0984(6)
_cell_length_b                   17.9704(10)
_cell_length_c                   7.8257(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.445(9)
_cell_angle_gamma                90
_cell_volume                     1052.61(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1888
_cell_measurement_theta_min      3.8160
_cell_measurement_theta_max      27.7540

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.639
_exptl_crystal_F_000             760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    16.505
_shelx_estimated_absorpt_T_min   0.137
_shelx_estimated_absorpt_T_max   0.191
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.54426
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 16.2083
_diffrn_reflns_number            5633
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.543
_diffrn_reflns_theta_max         28.132
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.849
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.849
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2193
_reflns_number_gt                1604
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0450P)²+4.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0006(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2193
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0917
_refine_ls_wR_factor_gt          0.0819
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.29600(4) 0.25172(2) 0.50957(4) 0.03035(15) Uani 1 1 d . . . . .
Cl1 Cl 0.0473(3) 0.32289(12) 0.6217(3) 0.0422(5) Uani 1 1 d . . . . .
Cl2 Cl 0.3109(4) 0.36683(13) 0.2808(3) 0.0599(8) Uani 1 1 d . . . . .
O1 O 0.6331(10) 0.2623(3) 0.6808(10) 0.0507(17) Uani 1 1 d . . . . .
O2 O 0.4738(7) 0.3296(3) 0.7952(7) 0.0375(13) Uani 1 1 d . . . . .
N1 N 0.7741(8) 0.4016(3) 1.0396(8) 0.0312(14) Uani 1 1 d . . . . .
N2 N 0.7408(10) 0.4658(4) 1.2556(9) 0.0449(18) Uani 1 1 d . . . . .
C1 C 0.6184(10) 0.3091(4) 0.7932(10) 0.0286(16) Uani 1 1 d . . . . .
C2 C 0.7957(10) 0.3386(4) 0.9334(11) 0.0336(18) Uani 1 1 d . . . . .
H2A H 0.856250 0.298835 1.017861 0.040 Uiso 1 1 calc R U . . .
H2B H 0.871041 0.353450 0.868263 0.040 Uiso 1 1 calc R U . . .
C3 C 0.7567(15) 0.4744(5) 0.9856(13) 0.054(3) Uani 1 1 d . . . . .
H3A H 0.758321 0.492667 0.875069 0.065 Uiso 1 1 calc R U . . .
C4 C 0.7371(15) 0.5141(5) 1.1186(13) 0.058(3) Uani 1 1 d . . . . .
H4A H 0.723277 0.565443 1.119151 0.069 Uiso 1 1 calc R U . . .
C5 C 0.7619(11) 0.3982(4) 1.2021(11) 0.0361(19) Uani 1 1 d . . . . .
H5A H 0.767339 0.354816 1.268910 0.043 Uiso 1 1 calc R U . . .
C6 C 0.7262(17) 0.4860(6) 1.4284(14) 0.069(3) Uani 1 1 d . . . . .
H6A H 0.826327 0.466172 1.529576 0.104 Uiso 1 1 calc R U . . .
H6B H 0.617510 0.465949 1.431588 0.104 Uiso 1 1 calc R U . . .
H6C H 0.724980 0.539206 1.438475 0.104 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 O1 2.548(8) . ?
Pb1 O2 2.563(5) . ?
Pb1 Cl2 2.768(2) . ?
Pb1 Cl1 2.795(2) . ?
Pb1 Cl2 2.977(2) 4_566 ?
O1 C1 1.255(9) . ?
O2 C1 1.233(8) . ?
N1 C5 1.314(9) . ?
N1 C3 1.366(11) . ?
N1 C2 1.453(9) . ?
N2 C5 1.318(10) . ?
N2 C4 1.370(11) . ?
N2 C6 1.447(11) . ?
C1 C2 1.532(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.321(13) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pb1 O2 50.82(18) . . ?
O1 Pb1 Cl2 88.98(17) . . ?
O2 Pb1 Cl2 90.43(13) . . ?
O1 Pb1 Cl1 123.83(15) . . ?
O2 Pb1 Cl1 73.06(12) . . ?
Cl2 Pb1 Cl1 94.34(7) . . ?
O1 Pb1 Cl2 86.24(17) . 4_566 ?
O2 Pb1 Cl2 84.97(13) . 4_566 ?
Cl2 Pb1 Cl2 174.81(11) . 4_566 ?
Cl1 Pb1 Cl2 86.65(7) . 4_566 ?
Pb1 Cl2 Pb1 85.78(6) . 4_565 ?
C1 O1 Pb1 92.8(5) . . ?
C1 O2 Pb1 92.6(5) . . ?
C5 N1 C3 107.9(7) . . ?
C5 N1 C2 126.0(7) . . ?
C3 N1 C2 126.1(7) . . ?
C5 N2 C4 107.6(7) . . ?
C5 N2 C6 126.5(8) . . ?
C4 N2 C6 126.0(8) . . ?
O2 C1 O1 123.6(8) . . ?
O2 C1 C2 121.5(7) . . ?
O1 C1 C2 114.9(7) . . ?
N1 C2 C1 113.3(6) . . ?
N1 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C4 C3 N1 107.6(8) . . ?
C4 C3 H3A 126.2 . . ?
N1 C3 H3A 126.2 . . ?
C3 C4 N2 107.5(8) . . ?
C3 C4 H4A 126.2 . . ?
N2 C4 H4A 126.2 . . ?
N1 C5 N2 109.4(7) . . ?
N1 C5 H5A 125.3 . . ?
N2 C5 H5A 125.3 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 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
Pb1 O2 C1 O1 -3.5(8) . . . . ?
Pb1 O2 C1 C2 177.8(6) . . . . ?
Pb1 O1 C1 O2 3.6(8) . . . . ?
Pb1 O1 C1 C2 -177.7(6) . . . . ?
C5 N1 C2 C1 93.8(9) . . . . ?
C3 N1 C2 C1 -83.8(10) . . . . ?
O2 C1 C2 N1 -11.3(11) . . . . ?
O1 C1 C2 N1 170.0(7) . . . . ?
C5 N1 C3 C4 1.0(12) . . . . ?
C2 N1 C3 C4 179.0(8) . . . . ?
N1 C3 C4 N2 -0.5(13) . . . . ?
C5 N2 C4 C3 -0.2(12) . . . . ?
C6 N2 C4 C3 179.1(11) . . . . ?
C3 N1 C5 N2 -1.1(10) . . . . ?
C2 N1 C5 N2 -179.1(7) . . . . ?
C4 N2 C5 N1 0.8(10) . . . . ?
C6 N2 C5 N1 -178.5(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2A Cl1 0.97 2.62 3.529(8) 155.6 4_666
C2 H2B Cl1 0.97 2.86 3.739(8) 151.5 1_655
C3 H3A Cl2 0.93 2.77 3.452(9) 131.3 3_666
C4 H4A Cl1 0.93 2.95 3.613(9) 129.3 3_667
C5 H5A Cl1 0.93 2.88 3.487(8) 123.8 1_656
C5 H5A O1 0.93 2.35 3.049(10) 132.0 4_566

_refine_diff_density_max         1.943
_refine_diff_density_min         -1.373
_refine_diff_density_rms         0.163

####################################################################### 
# 
# 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_x_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1902686'
loop_
_audit_author_name
_audit_author_address
liaokuogong
;The Cambridge Crystallographic Data Centre
China
;
_audit_update_record             
;
2019-03-12 deposited with the CCDC.	2019-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H8 Br2 N2 O2 Pb'
_chemical_formula_weight         507.15

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   8.3012(4)
_cell_length_b                   18.5784(7)
_cell_length_c                   7.9673(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.157(5)
_cell_angle_gamma                90
_cell_volume                     1129.74(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2233
_cell_measurement_theta_min      3.7300
_cell_measurement_theta_max      28.2370

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.982
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    21.980
_shelx_estimated_absorpt_T_min   0.217
_shelx_estimated_absorpt_T_max   0.308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.11847
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova (Mo) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8763
_diffrn_reflns_av_unetI/netI     0.0589
_diffrn_reflns_av_R_equivalents  0.0551
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.455
_diffrn_reflns_theta_max         28.931
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2659
_reflns_number_gt                1887
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2659
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.26203(4) 0.25266(2) 0.51083(4) 0.03587(13) Uani 1 1 d . . . . .
Br1 Br 0.01114(12) 0.33071(5) 0.62746(12) 0.0451(2) Uani 1 1 d . . . . .
Br2 Br 0.27489(16) 0.37088(5) 0.26678(12) 0.0637(3) Uani 1 1 d . . . . .
O1 O 0.5878(9) 0.2590(3) 0.6889(9) 0.0518(18) Uani 1 1 d . . . . .
O2 O 0.4429(8) 0.3261(3) 0.8042(8) 0.0492(16) Uani 1 1 d . . . . .
N1 N 0.7442(8) 0.3951(3) 1.0356(8) 0.0346(16) Uani 1 1 d . . . . .
N2 N 0.7168(9) 0.4661(4) 1.2349(9) 0.0454(19) Uani 1 1 d . . . . .
C1 C 0.5784(12) 0.3041(4) 0.7984(10) 0.035(2) Uani 1 1 d . . . . .
C2 C 0.7549(10) 0.3302(4) 0.9388(11) 0.039(2) Uani 1 1 d . . . . .
H2A H 0.806118 0.292140 1.027242 0.047 Uiso 1 1 calc R U . . .
H2B H 0.832878 0.339038 0.876953 0.047 Uiso 1 1 calc R U . . .
C3 C 0.7581(13) 0.4634(5) 0.9849(12) 0.061(3) Uani 1 1 d . . . . .
H3A H 0.776522 0.476833 0.881439 0.073 Uiso 1 1 calc R U . . .
C4 C 0.7408(15) 0.5088(5) 1.1083(14) 0.066(3) Uani 1 1 d . . . . .
H4A H 0.744409 0.558858 1.107158 0.079 Uiso 1 1 calc R U . . .
C5 C 0.7206(10) 0.3973(4) 1.1901(10) 0.0361(19) Uani 1 1 d . . . . .
H5A H 0.708661 0.357765 1.255898 0.043 Uiso 1 1 calc R U . . .
C6 C 0.7000(16) 0.4922(6) 1.4018(13) 0.076(4) Uani 1 1 d . . . . .
H6A H 0.809148 0.512887 1.482110 0.114 Uiso 1 1 calc R U . . .
H6B H 0.670171 0.452798 1.462018 0.114 Uiso 1 1 calc R U . . .
H6C H 0.609606 0.528119 1.370109 0.114 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 O1 2.514(6) . ?
Pb1 O2 2.612(5) . ?
Pb1 Br2 2.9631(10) . ?
Pb1 Br1 2.9708(10) . ?
Pb1 Br2 3.0440(10) 4_566 ?
O1 C1 1.233(9) . ?
O2 C1 1.215(9) . ?
N1 C5 1.321(9) . ?
N1 C3 1.349(11) . ?
N1 C2 1.453(9) . ?
N2 C5 1.330(10) . ?
N2 C4 1.359(11) . ?
N2 C6 1.474(10) . ?
C1 C2 1.531(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.346(13) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pb1 O2 50.07(19) . . ?
O1 Pb1 Br2 91.55(15) . . ?
O2 Pb1 Br2 92.49(14) . . ?
O1 Pb1 Br1 122.08(14) . . ?
O2 Pb1 Br1 72.05(14) . . ?
Br2 Pb1 Br1 93.10(3) . . ?
O1 Pb1 Br2 84.89(15) . 4_566 ?
O2 Pb1 Br2 86.46(14) . 4_566 ?
Br2 Pb1 Br2 176.09(5) . 4_566 ?
Br1 Pb1 Br2 90.16(3) . 4_566 ?
Pb1 Br2 Pb1 83.10(2) . 4_565 ?
C1 O1 Pb1 94.5(6) . . ?
C1 O2 Pb1 90.3(5) . . ?
C5 N1 C3 108.1(7) . . ?
C5 N1 C2 125.6(7) . . ?
C3 N1 C2 126.3(7) . . ?
C5 N2 C4 109.7(7) . . ?
C5 N2 C6 125.4(8) . . ?
C4 N2 C6 124.8(8) . . ?
O2 C1 O1 124.9(8) . . ?
O2 C1 C2 120.0(7) . . ?
O1 C1 C2 115.0(8) . . ?
N1 C2 C1 114.2(6) . . ?
N1 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 N1 109.0(8) . . ?
C4 C3 H3A 125.5 . . ?
N1 C3 H3A 125.5 . . ?
C3 C4 N2 105.3(8) . . ?
C3 C4 H4A 127.4 . . ?
N2 C4 H4A 127.4 . . ?
N1 C5 N2 107.9(7) . . ?
N1 C5 H5A 126.1 . . ?
N2 C5 H5A 126.1 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 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
Pb1 O2 C1 O1 -5.2(9) . . . . ?
Pb1 O2 C1 C2 177.4(7) . . . . ?
Pb1 O1 C1 O2 5.4(10) . . . . ?
Pb1 O1 C1 C2 -177.0(6) . . . . ?
C5 N1 C2 C1 90.1(10) . . . . ?
C3 N1 C2 C1 -90.4(10) . . . . ?
O2 C1 C2 N1 -17.0(11) . . . . ?
O1 C1 C2 N1 165.3(7) . . . . ?
C5 N1 C3 C4 -0.7(11) . . . . ?
C2 N1 C3 C4 179.8(8) . . . . ?
N1 C3 C4 N2 0.2(12) . . . . ?
C5 N2 C4 C3 0.4(12) . . . . ?
C6 N2 C4 C3 177.0(10) . . . . ?
C3 N1 C5 N2 0.9(10) . . . . ?
C2 N1 C5 N2 -179.5(7) . . . . ?
C4 N2 C5 N1 -0.8(10) . . . . ?
C6 N2 C5 N1 -177.4(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2A Br1 0.97 2.77 3.634(8) 148.6 4_666
C2 H2B Br1 0.97 2.91 3.851(8) 163.4 1_655
C3 H3A Br2 0.93 3.03 3.626(10) 123.3 3_666
C4 H4A Br1 0.93 3.07 3.762(9) 132.6 3_667
C5 H5A Br1 0.93 3.08 3.589(8) 116.3 1_656
C5 H5A O1 0.93 2.36 3.106(10) 136.7 4_566
C6 H6A Br2 0.96 3.20 3.612(9) 107.8 3_667

_refine_diff_density_max         1.246
_refine_diff_density_min         -1.834
_refine_diff_density_rms         0.228

