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

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1936313'
loop_
_audit_author_name
_audit_author_address
'Yanli Gai'
;Jiangsu Normal University
China
;
_audit_update_record             
;
2020-03-25 deposited with the CCDC.	2020-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H9 N O6 Pb'
_chemical_formula_sum            'C15 H9 N O6 Pb'
_chemical_formula_weight         506.42

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'
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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.6015(13)
_cell_length_b                   7.4542(8)
_cell_length_c                   15.1789(16)
_cell_angle_alpha                90
_cell_angle_beta                 102.4030(10)
_cell_angle_gamma                90
_cell_volume                     1392.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6034
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.31

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.416
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    12.148
_shelx_estimated_absorpt_T_min   0.151
_shelx_estimated_absorpt_T_max   0.195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4897
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   
'SADABS-2008/1 - Sheldrick, G.M. (2008) SADABS, Version 2008/1. Bruker AXS Inc., Madison.'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9733
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.195
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.910
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3269
_reflns_number_gt                2973
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0259P)²+2.1290P] 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         3269
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0243
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0540
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.13504(2) 0.49240(2) 0.25442(2) 0.02576(6) Uani 1 1 d . . . . .
O1 O 0.3319(2) 0.5630(4) 0.3574(2) 0.0435(7) Uani 1 1 d . . . . .
O2 O 0.3312(2) 0.2656(3) 0.3443(2) 0.0439(6) Uani 1 1 d . . . . .
O3 O 0.5090(2) 0.8619(3) 0.38470(16) 0.0338(5) Uani 1 1 d . . . . .
O4 O 0.4877(3) 0.7279(4) 0.25152(18) 0.0475(7) Uani 1 1 d . . . . .
O5 O 0.9748(2) -0.3254(4) 0.25899(17) 0.0430(6) Uani 1 1 d . . . . .
O6 O 1.0776(2) -0.3945(4) 0.39030(18) 0.0459(7) Uani 1 1 d . . . . .
N1 N 0.6579(2) 0.2561(3) 0.46559(17) 0.0223(5) Uani 1 1 d . . . . .
C1 C 0.3781(3) 0.4147(5) 0.3620(2) 0.0307(7) Uani 1 1 d . . . . .
C2 C 0.5001(2) 0.4136(4) 0.3929(2) 0.0231(6) Uani 1 1 d . . . . .
C3 C 0.5650(3) 0.5608(4) 0.3812(2) 0.0242(6) Uani 1 1 d . . . . .
C4 C 0.5160(3) 0.7312(4) 0.3353(2) 0.0293(7) Uani 1 1 d . . . . .
C5 C 0.6760(3) 0.5487(4) 0.4117(2) 0.0294(7) Uani 1 1 d . . . . .
H5 H 0.719961 0.644430 0.403053 0.035 Uiso 1 1 calc R U . . .
C6 C 0.7221(3) 0.3968(4) 0.4547(2) 0.0281(7) Uani 1 1 d . . . . .
H6 H 0.796904 0.390341 0.476300 0.034 Uiso 1 1 calc R U . . .
C7 C 0.5512(2) 0.2632(4) 0.4355(2) 0.0240(6) Uani 1 1 d . . . . .
H7 H 0.509374 0.164061 0.443332 0.029 Uiso 1 1 calc R U . . .
C8 C 0.7094(3) 0.0976(4) 0.5168(2) 0.0278(7) Uani 1 1 d . . . . .
H8A H 0.652894 0.016277 0.526458 0.033 Uiso 1 1 calc R U . . .
H8B H 0.749481 0.136880 0.575484 0.033 Uiso 1 1 calc R U . . .
C9 C 0.7855(3) -0.0027(3) 0.4701(2) 0.0236(6) Uani 1 1 d . . . . .
C10 C 0.7742(3) 0.0013(4) 0.3770(3) 0.0308(8) Uani 1 1 d . . . . .
H10 H 0.720522 0.071742 0.341667 0.037 Uiso 1 1 calc R U . . .
C11 C 0.8434(3) -0.1002(4) 0.3368(2) 0.0310(7) Uani 1 1 d . . . . .
H11 H 0.836177 -0.096743 0.274521 0.037 Uiso 1 1 calc R U . . .
C12 C 0.9234(2) -0.2071(4) 0.3892(2) 0.0262(6) Uani 1 1 d . . . . .
C13 C 0.9964(3) -0.3152(4) 0.3435(2) 0.0295(7) Uani 1 1 d . . . . .
C14 C 0.9337(3) -0.2110(4) 0.4814(2) 0.0300(7) Uani 1 1 d . . . . .
H14 H 0.986795 -0.282572 0.516629 0.036 Uiso 1 1 calc R U . . .
C15 C 0.8656(3) -0.1092(4) 0.5222(2) 0.0288(7) Uani 1 1 d . . . . .
H15 H 0.873490 -0.112167 0.584489 0.035 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 O5 2.447(2) 1_465 ?
Pb1 O6 2.476(3) 1_465 ?
Pb1 O4 2.496(3) 2_545 ?
Pb1 O2 2.617(3) 2 ?
Pb1 O3 2.656(2) 2_545 ?
Pb1 O1 2.685(3) . ?
O1 C1 1.245(4) . ?
O2 C1 1.260(4) . ?
O3 C4 1.244(4) . ?
O4 C4 1.246(4) . ?
O5 C13 1.254(4) . ?
O6 C13 1.260(4) . ?
N1 C7 1.325(4) . ?
N1 C6 1.356(4) . ?
N1 C8 1.485(4) . ?
C1 C2 1.509(4) . ?
C2 C7 1.382(4) . ?
C2 C3 1.402(4) . ?
C3 C5 1.379(5) . ?
C3 C4 1.515(4) . ?
C5 C6 1.373(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.508(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.389(5) . ?
C9 C15 1.389(4) . ?
C10 C11 1.391(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.393(4) . ?
C11 H11 0.9300 . ?
C12 C14 1.378(5) . ?
C12 C13 1.500(4) . ?
C14 C15 1.387(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 Pb1 O6 52.88(8) 1_465 1_465 ?
O5 Pb1 O4 86.02(10) 1_465 2_545 ?
O6 Pb1 O4 90.52(10) 1_465 2_545 ?
O5 Pb1 O2 79.70(8) 1_465 2 ?
O6 Pb1 O2 108.95(10) 1_465 2 ?
O4 Pb1 O2 140.35(9) 2_545 2 ?
O5 Pb1 O3 78.39(8) 1_465 2_545 ?
O6 Pb1 O3 120.99(8) 1_465 2_545 ?
O4 Pb1 O3 50.92(8) 2_545 2_545 ?
O2 Pb1 O3 89.84(8) 2 2_545 ?
O5 Pb1 O1 122.65(9) 1_465 . ?
O6 Pb1 O1 81.21(9) 1_465 . ?
O4 Pb1 O1 131.60(9) 2_545 . ?
O2 Pb1 O1 86.39(9) 2 . ?
O3 Pb1 O1 157.36(8) 2_545 . ?
C1 O1 Pb1 102.8(2) . . ?
C1 O2 Pb1 133.0(2) . 2_545 ?
C4 O3 Pb1 86.13(19) . 2 ?
C4 O4 Pb1 93.4(2) . 2 ?
C13 O5 Pb1 93.6(2) . 1_645 ?
C13 O6 Pb1 92.1(2) . 1_645 ?
C7 N1 C6 121.0(3) . . ?
C7 N1 C8 120.7(3) . . ?
C6 N1 C8 118.2(3) . . ?
O1 C1 O2 125.4(3) . . ?
O1 C1 C2 117.1(3) . . ?
O2 C1 C2 117.5(3) . . ?
C7 C2 C3 118.0(3) . . ?
C7 C2 C1 119.4(3) . . ?
C3 C2 C1 122.6(3) . . ?
C5 C3 C2 118.9(3) . . ?
C5 C3 C4 119.5(3) . . ?
C2 C3 C4 121.6(3) . . ?
O3 C4 O4 126.1(3) . . ?
O3 C4 C3 117.1(3) . . ?
O4 C4 C3 116.8(3) . . ?
O3 C4 Pb1 68.11(17) . 2 ?
O4 C4 Pb1 60.74(17) . 2 ?
C3 C4 Pb1 162.8(2) . 2 ?
C6 C5 C3 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C3 C5 H5 119.7 . . ?
N1 C6 C5 119.5(3) . . ?
N1 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
N1 C7 C2 122.0(3) . . ?
N1 C7 H7 119.0 . . ?
C2 C7 H7 119.0 . . ?
N1 C8 C9 113.5(3) . . ?
N1 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C15 119.6(3) . . ?
C10 C9 C8 122.1(3) . . ?
C15 C9 C8 118.2(3) . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.4(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C14 C12 C11 119.4(3) . . ?
C14 C12 C13 121.7(3) . . ?
C11 C12 C13 118.9(3) . . ?
O5 C13 O6 121.3(3) . . ?
O5 C13 C12 119.0(3) . . ?
O6 C13 C12 119.7(3) . . ?
O5 C13 Pb1 60.03(17) . 1_645 ?
O6 C13 Pb1 61.35(17) . 1_645 ?
C12 C13 Pb1 178.1(2) . 1_645 ?
C12 C14 C15 120.6(3) . . ?
C12 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C9 120.1(3) . . ?
C14 C15 H15 119.9 . . ?
C9 C15 H15 119.9 . . ?

_refine_diff_density_max         1.559
_refine_diff_density_min         -1.017
_refine_diff_density_rms         0.119

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1936314'
loop_
_audit_author_name
_audit_author_address
'Yanli Gai'
;Jiangsu Normal University
China
;
_audit_update_record             
;
2020-03-25 deposited with the CCDC.	2020-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15.50 H12 N O7 Pb'
_chemical_formula_sum            'C15.50 H12 N O7 Pb'
_chemical_formula_weight         531.45

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

_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'

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

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

_cell_length_a                   24.1364(16)
_cell_length_b                   8.7914(6)
_cell_length_c                   7.5418(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1600.32(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6592
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      28.28

_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.206
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    10.581
_shelx_estimated_absorpt_T_min   0.177
_shelx_estimated_absorpt_T_max   0.300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.277
_exptl_absorpt_correction_T_max  0.300
_exptl_absorpt_process_details   
'SADABS-2008/1 - Sheldrick, G.M. (2008) SADABS, Version 2008/1. Bruker AXS Inc., Madison.'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10028
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.185
_diffrn_reflns_theta_max         26.367
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3236
_reflns_number_gt                3010
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.848
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    0.989

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0192P)²+0.4328P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.036(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3236
_refine_ls_number_parameters     228
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0225
_refine_ls_wR_factor_ref         0.0529
_refine_ls_wR_factor_gt          0.0521
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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 0.04108(2) 1.03607(2) 0.58159(9) 0.02498(9) Uani 1 1 d . . . . .
O1 O 0.1395(3) 1.0649(7) 0.6466(8) 0.0425(16) Uani 1 1 d . . . . .
O2 O 0.1174(3) 0.8464(7) 0.5309(7) 0.0432(16) Uani 1 1 d . . . . .
O3 O 0.4498(3) 0.3254(7) 0.1865(7) 0.0405(15) Uani 1 1 d . . . . .
O4 O 0.4616(3) 0.1546(8) 0.4008(9) 0.043(2) Uani 1 1 d . . . . .
O5 O 0.4206(3) 0.1391(8) 0.7945(8) 0.0483(17) Uani 1 1 d . . . . .
O6 O 0.5086(2) 0.2073(6) 0.7674(7) 0.0343(12) Uani 1 1 d . . . . .
O7 O 0.1907(8) 1.341(2) 0.808(4) 0.127(13) Uani 0.5 1 d . . P . .
O8 O 0.3018(15) 1.345(4) 0.828(3) 0.147(12) Uiso 0.5 1 d D . P . .
H8 H 0.279841 1.408332 0.789966 0.177 Uiso 0.5 1 calc R U P . .
N1 N 0.4051(3) 0.6533(7) 0.5441(7) 0.0247(16) Uani 1 1 d . . . . .
C1 C 0.1528(3) 0.9397(7) 0.583(2) 0.0299(14) Uani 1 1 d . . . . .
C2 C 0.2136(3) 0.9025(8) 0.5579(13) 0.0300(18) Uani 1 1 d . . . . .
C3 C 0.2528(4) 1.0066(9) 0.606(2) 0.040(3) Uani 1 1 d . . . . .
H3 H 0.242080 1.100057 0.653020 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3091(3) 0.9723(9) 0.586(3) 0.042(2) Uani 1 1 d . . . . .
H4 H 0.335778 1.044179 0.615601 0.051 Uiso 1 1 calc R U . . .
C5 C 0.3247(4) 0.8331(9) 0.5225(9) 0.0329(19) Uani 1 1 d . . . . .
C6 C 0.2847(4) 0.7254(10) 0.4798(11) 0.041(2) Uani 1 1 d . . . . .
H6 H 0.295426 0.630654 0.437010 0.049 Uiso 1 1 calc R U . . .
C7 C 0.2293(4) 0.7584(9) 0.5005(11) 0.0359(19) Uani 1 1 d . . . . .
H7 H 0.202613 0.684906 0.476400 0.043 Uiso 1 1 calc R U . . .
C8 C 0.3851(4) 0.8047(9) 0.4849(11) 0.0365(19) Uani 1 1 d . . . . .
H8A H 0.391356 0.814062 0.358275 0.044 Uiso 1 1 calc R U . . .
H8B H 0.406894 0.882765 0.543296 0.044 Uiso 1 1 calc R U . . .
C9 C 0.4074(4) 0.6264(11) 0.7221(11) 0.032(2) Uani 1 1 d . . . . .
H9 H 0.396708 0.701964 0.801338 0.038 Uiso 1 1 calc R U . . .
C10 C 0.4248(4) 0.4925(12) 0.7831(12) 0.032(2) Uani 1 1 d . . . . .
H10 H 0.427113 0.476199 0.904691 0.039 Uiso 1 1 calc R U . . .
C11 C 0.4399(5) 0.3749(12) 0.6647(14) 0.026(2) Uani 1 1 d . . . . .
C12 C 0.4369(5) 0.4055(12) 0.4824(13) 0.023(2) Uani 1 1 d . . . . .
C13 C 0.4192(4) 0.5462(9) 0.4300(12) 0.027(2) Uani 1 1 d . . . . .
H13 H 0.417089 0.567320 0.309366 0.033 Uiso 1 1 calc R U . . .
C14 C 0.4515(3) 0.2858(10) 0.3475(11) 0.0271(17) Uani 1 1 d . . . . .
C15 C 0.4579(4) 0.2257(12) 0.7445(12) 0.032(2) Uani 1 1 d . . . . .
C16 C 0.3165(15) 1.382(4) 1.008(3) 0.105(11) Uiso 0.5 1 d D . P . .
H16A H 0.349505 1.328009 1.040756 0.157 Uiso 0.5 1 calc R U P . .
H16B H 0.286818 1.354028 1.085913 0.157 Uiso 0.5 1 calc R U P . .
H16C H 0.323120 1.489715 1.017406 0.157 Uiso 0.5 1 calc R U P . .


_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 2.438(6) . ?
Pb1 O2 2.514(6) . ?
Pb1 O5 2.523(6) 3_564 ?
Pb1 O4 2.624(7) 3_565 ?
Pb1 O3 2.673(6) 3_565 ?
Pb1 O6 2.675(5) 4_465 ?
O1 C1 1.244(11) . ?
O2 C1 1.248(11) . ?
O3 C14 1.264(10) . ?
O4 C14 1.245(11) . ?
O5 C15 1.239(11) . ?
O6 C15 1.245(10) . ?
O8 C16 1.443(14) . ?
O8 H8 0.8200 . ?
N1 C13 1.320(11) . ?
N1 C9 1.364(11) . ?
N1 C8 1.485(10) . ?
C1 C2 1.514(10) . ?
C2 C3 1.366(12) . ?
C2 C7 1.392(11) . ?
C3 C4 1.400(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.390(12) . ?
C5 C8 1.505(12) . ?
C6 C7 1.378(12) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.332(13) . ?
C9 H9 0.9300 . ?
C10 C11 1.413(14) . ?
C10 H10 0.9300 . ?
C11 C12 1.403(10) . ?
C11 C15 1.507(15) . ?
C12 C13 1.367(14) . ?
C12 C14 1.506(13) . ?
C13 H13 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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 52.1(2) . . ?
O1 Pb1 O5 77.2(2) . 3_564 ?
O2 Pb1 O5 80.72(19) . 3_564 ?
O1 Pb1 O4 78.4(2) . 3_565 ?
O2 Pb1 O4 114.9(2) . 3_565 ?
O5 Pb1 O4 130.8(2) 3_564 3_565 ?
O1 Pb1 O3 76.2(2) . 3_565 ?
O2 Pb1 O3 128.0(2) . 3_565 ?
O5 Pb1 O3 83.2(2) 3_564 3_565 ?
O4 Pb1 O3 49.65(19) 3_565 3_565 ?
O1 Pb1 O6 105.3(2) . 4_465 ?
O2 Pb1 O6 76.35(19) . 4_465 ?
O5 Pb1 O6 147.6(2) 3_564 4_465 ?
O4 Pb1 O6 80.20(19) 3_565 4_465 ?
O3 Pb1 O6 129.06(16) 3_565 4_465 ?
C1 O1 Pb1 94.7(5) . . ?
C1 O2 Pb1 91.0(4) . . ?
C14 O3 Pb1 91.1(5) . 3_544 ?
C14 O4 Pb1 93.8(5) . 3_544 ?
C15 O5 Pb1 102.4(5) . 3_545 ?
C15 O6 Pb1 108.6(6) . 4_565 ?
C16 O8 H8 109.5 . . ?
C13 N1 C9 120.5(7) . . ?
C13 N1 C8 121.8(6) . . ?
C9 N1 C8 117.7(7) . . ?
O1 C1 O2 121.7(7) . . ?
O1 C1 C2 119.3(7) . . ?
O2 C1 C2 118.9(8) . . ?
C3 C2 C7 120.3(7) . . ?
C3 C2 C1 119.5(8) . . ?
C7 C2 C1 119.9(7) . . ?
C2 C3 C4 119.9(8) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.0(8) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 119.9(8) . . ?
C4 C5 C8 118.8(7) . . ?
C6 C5 C8 121.1(7) . . ?
C7 C6 C5 120.4(8) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C2 119.4(8) . . ?
C6 C7 H7 120.3 . . ?
C2 C7 H7 120.3 . . ?
N1 C8 C5 113.9(7) . . ?
N1 C8 H8A 108.8 . . ?
C5 C8 H8A 108.8 . . ?
N1 C8 H8B 108.8 . . ?
C5 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 N1 120.4(8) . . ?
C10 C9 H9 119.8 . . ?
N1 C9 H9 119.8 . . ?
C9 C10 C11 120.6(9) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 117.7(10) . . ?
C12 C11 C15 125.0(10) . . ?
C10 C11 C15 117.3(9) . . ?
C13 C12 C11 118.2(10) . . ?
C13 C12 C14 120.7(9) . . ?
C11 C12 C14 121.1(10) . . ?
N1 C13 C12 122.5(8) . . ?
N1 C13 H13 118.7 . . ?
C12 C13 H13 118.7 . . ?
O4 C14 O3 124.9(8) . . ?
O4 C14 C12 118.4(8) . . ?
O3 C14 C12 116.7(8) . . ?
O5 C15 O6 126.3(9) . . ?
O5 C15 C11 116.5(8) . . ?
O6 C15 C11 116.9(9) . . ?
O8 C16 H16A 109.5 . . ?
O8 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O8 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_refine_diff_density_max         1.048
_refine_diff_density_min         -0.950
_refine_diff_density_rms         0.103

