# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1435154'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2016-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H48 Br4 N8 Pb2'
_chemical_formula_weight         1543.00

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1876(4)
_cell_length_b                   10.6582(4)
_cell_length_c                   12.8044(5)
_cell_angle_alpha                94.099(1)
_cell_angle_beta                 103.293(1)
_cell_angle_gamma                105.080(2)
_cell_volume                     1293.66(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7853
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      31.15

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.513
_exptl_crystal_size_mid          0.388
_exptl_crystal_size_min          0.182
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.981
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             732
_exptl_absorpt_coefficient_mu    9.632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3595
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_process_details   'Apex2  v2009.7-0 (Bruker, 2009)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15494
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_sigmaI/netI    0.0387
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.65
_diffrn_reflns_theta_max         31.37
_reflns_number_total             8524
_reflns_number_gt                6865
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex2 v2009.7-0 (Bruker, 2009)'
_computing_cell_refinement       'Apex2 v2009.7-0'
_computing_data_reduction        'Apex2 v2009.7-0'
_computing_structure_solution    
'SHELXTL 6.14 (Bruker, 2000-2003; Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL 6.14'
_computing_molecular_graphics    'SHELXTL 6.14'
_computing_publication_material  'SHELXTL 6.14'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0276P)²+0.7822P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7630
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_ref         0.0614
_refine_ls_wR_factor_gt          0.0597
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.59911(3) 0.92015(3) 0.40638(3) 0.02771(7) Uani 1 1 d . . .
Br2 Br 0.19959(3) 0.61852(3) 0.24527(3) 0.02843(7) Uani 1 1 d . . .
C1 C 0.5206(3) 0.6484(3) 0.5760(3) 0.0219(6) Uani 1 1 d . . .
H1 H 0.5673 0.6747 0.5215 0.026 Uiso 1 1 calc R . .
C2 C 0.5678(3) 0.5643(3) 0.6426(3) 0.0232(6) Uani 1 1 d . . .
H2 H 0.6458 0.5347 0.6348 0.028 Uiso 1 1 calc R . .
C3 C 0.4991(3) 0.5243(3) 0.7206(3) 0.0231(6) Uani 1 1 d . . .
H3 H 0.5258 0.4631 0.7654 0.028 Uiso 1 1 calc R . .
C4 C 0.3900(3) 0.5749(3) 0.7327(2) 0.0201(6) Uani 1 1 d . . .
H4 H 0.3435 0.5514 0.7878 0.024 Uiso 1 1 calc R . .
C5 C 0.3500(3) 0.6601(3) 0.6634(2) 0.0162(5) Uani 1 1 d . . .
C6 C 0.2354(3) 0.7204(3) 0.6740(2) 0.0161(5) Uani 1 1 d . . .
C7 C 0.2219(3) 0.7465(3) 0.7869(2) 0.0169(5) Uani 1 1 d . . .
C8 C 0.3099(3) 0.8601(3) 0.8528(3) 0.0224(6) Uani 1 1 d . . .
H8 H 0.3748 0.9209 0.8250 0.027 Uiso 1 1 calc R . .
C9 C 0.3037(4) 0.8855(4) 0.9588(3) 0.0297(7) Uani 1 1 d . . .
H9 H 0.3627 0.9644 1.0031 0.036 Uiso 1 1 calc R . .
C10 C 0.2115(4) 0.7956(4) 1.0000(3) 0.0316(8) Uani 1 1 d . . .
H10 H 0.2091 0.8112 1.0735 0.038 Uiso 1 1 calc R . .
C11 C 0.1232(4) 0.6838(3) 0.9346(3) 0.0342(8) Uani 1 1 d . . .
H11 H 0.0592 0.6228 0.9630 0.041 Uiso 1 1 calc R . .
C12 C 0.1263(4) 0.6587(3) 0.8278(3) 0.0300(7) Uani 1 1 d . . .
H12 H 0.0633 0.5820 0.7827 0.036 Uiso 1 1 calc R . .
C13 C 0.0576(3) 0.8182(4) 0.5944(3) 0.0247(7) Uani 1 1 d . . .
H13A H 0.0892 0.9090 0.5782 0.030 Uiso 1 1 calc R . .
H13B H 0.0439 0.8229 0.6685 0.030 Uiso 1 1 calc R . .
C14 C -0.0818(3) 0.7446(4) 0.5129(3) 0.0287(7) Uani 1 1 d . . .
H14A H -0.1258 0.6647 0.5415 0.034 Uiso 1 1 calc R . .
H14B H -0.1459 0.8009 0.5067 0.034 Uiso 1 1 calc R . .
C15 C -0.0680(3) 0.7045(4) 0.4005(2) 0.0259(7) Uani 1 1 d . . .
H15A H -0.0279 0.6292 0.4020 0.031 Uiso 1 1 calc R . .
H15B H -0.1624 0.6760 0.3490 0.031 Uiso 1 1 calc R . .
C16 C -0.0157(3) 0.8436(3) 0.2689(2) 0.0176(5) Uani 1 1 d . . .
C17 C -0.1528(3) 0.7783(3) 0.1868(2) 0.0173(5) Uani 1 1 d . . .
C18 C -0.1573(3) 0.6824(3) 0.1065(3) 0.0235(6) Uani 1 1 d . . .
H18 H -0.0752 0.6566 0.1049 0.028 Uiso 1 1 calc R . .
C19 C -0.2825(4) 0.6238(3) 0.0279(3) 0.0299(7) Uani 1 1 d . . .
H19 H -0.2861 0.5578 -0.0275 0.036 Uiso 1 1 calc R . .
C20 C -0.4015(4) 0.6615(4) 0.0305(3) 0.0316(8) Uani 1 1 d . . .
H20 H -0.4865 0.6227 -0.0241 0.038 Uiso 1 1 calc R . .
C21 C -0.3978(4) 0.7551(4) 0.1117(3) 0.0330(8) Uani 1 1 d . . .
H21 H -0.4806 0.7795 0.1140 0.040 Uiso 1 1 calc R . .
C22 C -0.2731(3) 0.8140(4) 0.1903(3) 0.0280(7) Uani 1 1 d . . .
H22 H -0.2704 0.8787 0.2464 0.034 Uiso 1 1 calc R . .
C23 C 0.0848(3) 0.9500(3) 0.2329(2) 0.0167(5) Uani 1 1 d . . .
C24 C 0.0391(3) 1.0222(3) 0.1536(3) 0.0219(6) Uani 1 1 d . . .
H24 H -0.0584 1.0056 0.1205 0.026 Uiso 1 1 calc R . .
C25 C 0.1373(4) 1.1185(3) 0.1232(3) 0.0267(7) Uani 1 1 d . . .
H25 H 0.1080 1.1700 0.0698 0.032 Uiso 1 1 calc R . .
C26 C 0.2791(4) 1.1393(3) 0.1716(3) 0.0264(7) Uani 1 1 d . . .
H26 H 0.3487 1.2040 0.1513 0.032 Uiso 1 1 calc R . .
C27 C 0.3168(3) 1.0631(3) 0.2504(3) 0.0215(6) Uani 1 1 d . . .
H27 H 0.4139 1.0767 0.2834 0.026 Uiso 1 1 calc R . .
N1 N 0.4129(3) 0.6948(2) 0.5840(2) 0.0180(5) Uani 1 1 d . . .
N2 N 0.1653(3) 0.7516(3) 0.5893(2) 0.0197(5) Uani 1 1 d . . .
N3 N 0.0226(3) 0.8132(3) 0.3629(2) 0.0207(5) Uani 1 1 d . . .
N4 N 0.2228(3) 0.9717(2) 0.2818(2) 0.0178(5) Uani 1 1 d . . .
Pb1 Pb 0.298495(10) 0.827785(11) 0.429549(8) 0.01677(4) 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
Br1 Pb1 3.0541(3) . ?
Br1 Pb1 3.0735(4) 2_676 ?
Br2 Pb1 2.9228(4) . ?
C1 N1 1.337(4) . ?
C1 C2 1.381(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.377(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9500 . ?
C5 N1 1.346(4) . ?
C5 C6 1.498(4) . ?
C6 N2 1.271(4) . ?
C6 C7 1.498(4) . ?
C7 C8 1.386(4) . ?
C7 C12 1.389(4) . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.373(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(5) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N2 1.464(4) . ?
C13 C14 1.531(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.521(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N3 1.468(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 N3 1.270(4) . ?
C16 C23 1.495(4) . ?
C16 C17 1.502(4) . ?
C17 C22 1.384(4) . ?
C17 C18 1.381(4) . ?
C18 C19 1.391(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(5) . ?
C19 H19 0.9500 . ?
C20 C21 1.376(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(5) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 N4 1.352(4) . ?
C23 C24 1.386(4) . ?
C24 C25 1.381(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(5) . ?
C25 H25 0.9500 . ?
C26 C27 1.388(4) . ?
C26 H26 0.9500 . ?
C27 N4 1.332(4) . ?
C27 H27 0.9500 . ?
N1 Pb1 2.734(2) . ?
N2 Pb1 2.761(2) . ?
N3 Pb1 2.702(2) . ?
N4 Pb1 2.624(2) . ?
Pb1 Br1 3.0735(4) 2_676 ?

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
Pb1 Br1 Pb1 98.018(9) . 2_676 ?
N1 C1 C2 123.6(3) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 122.0(3) . . ?
N1 C5 C6 116.2(2) . . ?
C4 C5 C6 121.7(3) . . ?
N2 C6 C5 118.2(3) . . ?
N2 C6 C7 126.2(3) . . ?
C5 C6 C7 115.5(2) . . ?
C8 C7 C12 119.5(3) . . ?
C8 C7 C6 118.8(3) . . ?
C12 C7 C6 121.8(3) . . ?
C9 C8 C7 120.5(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.9(3) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C7 119.5(3) . . ?
C11 C12 H12 120.2 . . ?
C7 C12 H12 120.2 . . ?
N2 C13 C14 110.5(3) . . ?
N2 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C15 C14 C13 114.4(3) . . ?
C15 C14 H14A 108.7 . . ?
C13 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
N3 C15 C14 111.4(3) . . ?
N3 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
N3 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N3 C16 C23 118.4(3) . . ?
N3 C16 C17 125.9(3) . . ?
C23 C16 C17 115.7(2) . . ?
C22 C17 C18 120.1(3) . . ?
C22 C17 C16 120.9(3) . . ?
C18 C17 C16 119.0(3) . . ?
C17 C18 C19 119.7(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 120.0(3) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 120.0(3) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C17 C22 C21 119.9(3) . . ?
C17 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
N4 C23 C24 121.8(3) . . ?
N4 C23 C16 116.3(3) . . ?
C24 C23 C16 121.9(3) . . ?
C25 C24 C23 119.1(3) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C26 119.2(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C25 C26 C27 118.4(3) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
N4 C27 C26 122.9(3) . . ?
N4 C27 H27 118.6 . . ?
C26 C27 H27 118.6 . . ?
C1 N1 C5 117.8(3) . . ?
C1 N1 Pb1 121.7(2) . . ?
C5 N1 Pb1 119.98(18) . . ?
C6 N2 C13 121.3(3) . . ?
C6 N2 Pb1 118.34(19) . . ?
C13 N2 Pb1 111.81(18) . . ?
C16 N3 C15 120.9(3) . . ?
C16 N3 Pb1 114.95(19) . . ?
C15 N3 Pb1 112.91(19) . . ?
C27 N4 C23 118.6(3) . . ?
C27 N4 Pb1 121.9(2) . . ?
C23 N4 Pb1 119.44(19) . . ?
N4 Pb1 N3 61.97(8) . . ?
N4 Pb1 N1 172.49(7) . . ?
N3 Pb1 N1 125.49(8) . . ?
N4 Pb1 N2 125.93(8) . . ?
N3 Pb1 N2 69.83(7) . . ?
N1 Pb1 N2 60.20(7) . . ?
N4 Pb1 Br2 83.45(5) . . ?
N3 Pb1 Br2 78.05(6) . . ?
N1 Pb1 Br2 98.70(5) . . ?
N2 Pb1 Br2 109.71(6) . . ?
N4 Pb1 Br1 89.07(6) . . ?
N3 Pb1 Br1 150.71(5) . . ?
N1 Pb1 Br1 83.57(5) . . ?
N2 Pb1 Br1 137.93(5) . . ?
Br2 Pb1 Br1 95.366(10) . . ?
N4 Pb1 Br1 86.98(5) . 2_676 ?
N3 Pb1 Br1 99.60(6) . 2_676 ?
N1 Pb1 Br1 90.49(5) . 2_676 ?
N2 Pb1 Br1 78.01(6) . 2_676 ?
Br2 Pb1 Br1 170.122(10) . 2_676 ?
Br1 Pb1 Br1 81.981(10) . 2_676 ?

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(5) . . . . ?
C1 C2 C3 C4 -3.1(5) . . . . ?
C2 C3 C4 C5 2.4(4) . . . . ?
C3 C4 C5 N1 0.5(4) . . . . ?
C3 C4 C5 C6 -178.6(3) . . . . ?
N1 C5 C6 N2 28.9(4) . . . . ?
C4 C5 C6 N2 -152.0(3) . . . . ?
N1 C5 C6 C7 -147.1(3) . . . . ?
C4 C5 C6 C7 32.1(4) . . . . ?
N2 C6 C7 C8 -93.2(4) . . . . ?
C5 C6 C7 C8 82.4(3) . . . . ?
N2 C6 C7 C12 88.4(4) . . . . ?
C5 C6 C7 C12 -96.1(4) . . . . ?
C12 C7 C8 C9 0.7(5) . . . . ?
C6 C7 C8 C9 -177.9(3) . . . . ?
C7 C8 C9 C10 1.4(5) . . . . ?
C8 C9 C10 C11 -2.1(5) . . . . ?
C9 C10 C11 C12 0.7(6) . . . . ?
C10 C11 C12 C7 1.4(6) . . . . ?
C8 C7 C12 C11 -2.1(5) . . . . ?
C6 C7 C12 C11 176.4(3) . . . . ?
N2 C13 C14 C15 -46.3(4) . . . . ?
C13 C14 C15 N3 -46.3(4) . . . . ?
N3 C16 C17 C22 83.3(4) . . . . ?
C23 C16 C17 C22 -99.2(3) . . . . ?
N3 C16 C17 C18 -97.3(4) . . . . ?
C23 C16 C17 C18 80.2(4) . . . . ?
C22 C17 C18 C19 1.3(5) . . . . ?
C16 C17 C18 C19 -178.1(3) . . . . ?
C17 C18 C19 C20 0.0(5) . . . . ?
C18 C19 C20 C21 -1.3(5) . . . . ?
C19 C20 C21 C22 1.3(5) . . . . ?
C18 C17 C22 C21 -1.3(5) . . . . ?
C16 C17 C22 C21 178.1(3) . . . . ?
C20 C21 C22 C17 0.0(5) . . . . ?
N3 C16 C23 N4 24.4(4) . . . . ?
C17 C16 C23 N4 -153.3(3) . . . . ?
N3 C16 C23 C24 -155.8(3) . . . . ?
C17 C16 C23 C24 26.5(4) . . . . ?
N4 C23 C24 C25 0.4(5) . . . . ?
C16 C23 C24 C25 -179.5(3) . . . . ?
C23 C24 C25 C26 1.0(5) . . . . ?
C24 C25 C26 C27 -1.0(5) . . . . ?
C25 C26 C27 N4 -0.4(5) . . . . ?
C2 C1 N1 C5 1.9(5) . . . . ?
C2 C1 N1 Pb1 -169.9(2) . . . . ?
C4 C5 N1 C1 -2.7(4) . . . . ?
C6 C5 N1 C1 176.5(3) . . . . ?
C4 C5 N1 Pb1 169.3(2) . . . . ?
C6 C5 N1 Pb1 -11.6(3) . . . . ?
C5 C6 N2 C13 -176.2(3) . . . . ?
C7 C6 N2 C13 -0.8(5) . . . . ?
C5 C6 N2 Pb1 -31.0(3) . . . . ?
C7 C6 N2 Pb1 144.4(2) . . . . ?
C14 C13 N2 C6 -127.4(3) . . . . ?
C14 C13 N2 Pb1 85.3(3) . . . . ?
C23 C16 N3 C15 -176.4(3) . . . . ?
C17 C16 N3 C15 1.0(5) . . . . ?
C23 C16 N3 Pb1 -35.2(3) . . . . ?
C17 C16 N3 Pb1 142.2(2) . . . . ?
C14 C15 N3 C16 -131.9(3) . . . . ?
C14 C15 N3 Pb1 86.2(3) . . . . ?
C26 C27 N4 C23 1.7(5) . . . . ?
C26 C27 N4 Pb1 179.3(2) . . . . ?
C24 C23 N4 C27 -1.7(4) . . . . ?
C16 C23 N4 C27 178.2(3) . . . . ?
C24 C23 N4 Pb1 -179.3(2) . . . . ?
C16 C23 N4 Pb1 0.5(3) . . . . ?
C27 N4 Pb1 N3 170.8(3) . . . . ?
C23 N4 Pb1 N3 -11.66(19) . . . . ?
C27 N4 Pb1 N2 141.0(2) . . . . ?
C23 N4 Pb1 N2 -41.4(2) . . . . ?
C27 N4 Pb1 Br2 -109.3(2) . . . . ?
C23 N4 Pb1 Br2 68.3(2) . . . . ?
C27 N4 Pb1 Br1 -13.8(2) . . . . ?
C23 N4 Pb1 Br1 163.8(2) . . . . ?
C27 N4 Pb1 Br1 68.2(2) . . . 2_676 ?
C23 N4 Pb1 Br1 -114.2(2) . . . 2_676 ?
C16 N3 Pb1 N4 24.4(2) . . . . ?
C15 N3 Pb1 N4 168.7(2) . . . . ?
C16 N3 Pb1 N1 -156.7(2) . . . . ?
C15 N3 Pb1 N1 -12.5(2) . . . . ?
C16 N3 Pb1 N2 179.1(2) . . . . ?
C15 N3 Pb1 N2 -36.7(2) . . . . ?
C16 N3 Pb1 Br2 -64.5(2) . . . . ?
C15 N3 Pb1 Br2 79.8(2) . . . . ?
C16 N3 Pb1 Br1 15.0(3) . . . . ?
C15 N3 Pb1 Br1 159.28(16) . . . . ?
C16 N3 Pb1 Br1 105.8(2) . . . 2_676 ?
C15 N3 Pb1 Br1 -110.0(2) . . . 2_676 ?
C1 N1 Pb1 N3 143.8(2) . . . . ?
C5 N1 Pb1 N3 -27.8(2) . . . . ?
C1 N1 Pb1 N2 170.1(3) . . . . ?
C5 N1 Pb1 N2 -1.51(19) . . . . ?
C1 N1 Pb1 Br2 62.3(2) . . . . ?
C5 N1 Pb1 Br2 -109.3(2) . . . . ?
C1 N1 Pb1 Br1 -32.2(2) . . . . ?
C5 N1 Pb1 Br1 156.2(2) . . . . ?
C1 N1 Pb1 Br1 -114.1(2) . . . 2_676 ?
C5 N1 Pb1 Br1 74.3(2) . . . 2_676 ?
C6 N2 Pb1 N4 -157.5(2) . . . . ?
C13 N2 Pb1 N4 -9.1(2) . . . . ?
C6 N2 Pb1 N3 174.7(2) . . . . ?
C13 N2 Pb1 N3 -36.92(19) . . . . ?
C6 N2 Pb1 N1 17.4(2) . . . . ?
C13 N2 Pb1 N1 165.7(2) . . . . ?
C6 N2 Pb1 Br2 106.2(2) . . . . ?
C13 N2 Pb1 Br2 -105.45(19) . . . . ?
C6 N2 Pb1 Br1 -16.8(3) . . . . ?
C13 N2 Pb1 Br1 131.50(17) . . . . ?
C6 N2 Pb1 Br1 -80.2(2) . . . 2_676 ?
C13 N2 Pb1 Br1 68.13(19) . . . 2_676 ?
Pb1 Br1 Pb1 N4 87.08(5) 2_676 . . . ?
Pb1 Br1 Pb1 N3 95.35(12) 2_676 . . . ?
Pb1 Br1 Pb1 N1 -91.41(5) 2_676 . . . ?
Pb1 Br1 Pb1 N2 -62.01(8) 2_676 . . . ?
Pb1 Br1 Pb1 Br2 170.418(10) 2_676 . . . ?
Pb1 Br1 Pb1 Br1 0.0 2_676 . . 2_676 ?

_diffrn_measured_fraction_theta_max 0.896
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         1.865
_refine_diff_density_min         -1.744
_refine_diff_density_rms         0.139
####################################################################### 
# 
# 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 1435155'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2016-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H10 Br2 N4 O Pb'
_chemical_formula_weight         593.25

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'
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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5893(3)
_cell_length_b                   10.6608(5)
_cell_length_c                   10.7299(9)
_cell_angle_alpha                97.040(5)
_cell_angle_beta                 102.644(5)
_cell_angle_gamma                99.802(5)
_cell_volume                     823.10(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.089
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             540
_exptl_absorpt_coefficient_mu    15.103
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.031
_exptl_absorpt_correction_T_max  0.261
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13960
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.93
_diffrn_reflns_theta_max         28.40
_reflns_number_total             3948
_reflns_number_gt                3570
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0499P)²+4.9630P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3948
_refine_ls_number_parameters     169
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1074
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C5 C 0.0304(10) -0.0757(7) 0.1534(7) 0.0355(15) Uani 1 1 d . . .
C2 C 0.1326(15) -0.2985(9) 0.0856(10) 0.058(2) Uani 1 1 d . . .
H2 H 0.1728 -0.3738 0.0628 0.070 Uiso 1 1 calc R . .
C1 C 0.2566(13) -0.1923(8) 0.1667(10) 0.053(2) Uani 1 1 d . . .
H1 H 0.3779 -0.1996 0.1985 0.064 Uiso 1 1 calc R . .
C4 C -0.0968(13) -0.1775(8) 0.0753(9) 0.050(2) Uani 1 1 d . . .
H4 H -0.2184 -0.1695 0.0456 0.061 Uiso 1 1 calc R . .
C3 C -0.0442(14) -0.2913(9) 0.0408(10) 0.059(2) Uani 1 1 d . . .
H3C H -0.1287 -0.3613 -0.0121 0.071 Uiso 1 1 calc R . .
C6 C -0.0249(10) 0.0472(7) 0.1866(8) 0.0371(16) Uani 1 1 d . . .
N2 N 0.0972(8) 0.1432(6) 0.2517(6) 0.0340(13) Uani 1 1 d . . .
N3 N 0.0451(8) 0.2590(6) 0.2761(6) 0.0359(13) Uani 1 1 d . . .
C7 C 0.1768(10) 0.3595(7) 0.3410(8) 0.0361(16) Uani 1 1 d . . .
O1 O 0.3387(8) 0.3487(5) 0.3822(7) 0.0539(16) Uani 1 1 d . . .
C8 C 0.1240(10) 0.4883(7) 0.3652(7) 0.0337(15) Uiso 1 1 d . . .
N4 N 0.2390(9) 0.7066(6) 0.4709(7) 0.0448(16) Uani 1 1 d . . .
C10 C -0.0486(11) 0.5133(8) 0.3232(8) 0.0392(16) Uiso 1 1 d . . .
H10 H -0.1456 0.4484 0.2742 0.047 Uiso 1 1 calc R . .
C9 C 0.2638(12) 0.5890(8) 0.4389(8) 0.0425(17) Uiso 1 1 d . . .
H9 H 0.3811 0.5722 0.4670 0.051 Uiso 1 1 calc R . .
C12 C 0.0705(11) 0.7307(8) 0.4292(8) 0.0408(17) Uiso 1 1 d . . .
H12 H 0.0514 0.8136 0.4511 0.049 Uiso 1 1 calc R . .
C11 C -0.0756(11) 0.6374(8) 0.3552(8) 0.046(2) Uani 1 1 d . . .
H11 H -0.1908 0.6573 0.3271 0.055 Uiso 1 1 calc R . .
H6 H -0.162(9) 0.050(6) 0.157(6) 0.012(14) Uiso 1 1 d . . .
H3N H -0.087(15) 0.268(10) 0.236(10) 0.07(3) Uiso 1 1 d . . .
Pb1 Pb 0.44629(3) 0.12275(2) 0.36098(3) 0.03340(11) Uani 1 1 d . . .
Br2 Br 0.29732(12) 0.06601(8) 0.59765(9) 0.0484(2) Uani 1 1 d . . .
Br1 Br 0.57772(11) 0.21160(10) 0.14485(9) 0.0526(2) Uani 1 1 d . . .
N1 N 0.2081(9) -0.0824(6) 0.1998(7) 0.0407(15) 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
C5 N1 1.348(10) . ?
C5 C4 1.371(11) . ?
C5 C6 1.469(11) . ?
C2 C3 1.341(15) . ?
C2 C1 1.401(13) . ?
C1 N1 1.317(10) . ?
C4 C3 1.374(13) . ?
C6 N2 1.269(10) . ?
N2 N3 1.372(8) . ?
N2 Pb1 2.709(6) . ?
N3 C7 1.334(10) . ?
C7 O1 1.242(9) . ?
C7 C8 1.503(10) . ?
O1 Pb1 2.671(5) . ?
C8 C10 1.371(11) . ?
C8 C9 1.394(11) . ?
N4 C9 1.314(10) . ?
N4 C12 1.339(10) . ?
C10 C11 1.386(11) . ?
C12 C11 1.377(11) . ?
Pb1 N1 2.720(7) . ?
Pb1 Br1 2.9154(9) . ?
Pb1 Br2 3.0343(8) 2_656 ?
Pb1 Br2 3.0811(10) . ?
Br2 Pb1 3.0343(8) 2_656 ?

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
N1 C5 C4 122.5(7) . . ?
N1 C5 C6 117.8(7) . . ?
C4 C5 C6 119.7(7) . . ?
C3 C2 C1 119.8(9) . . ?
N1 C1 C2 122.7(9) . . ?
C5 C4 C3 119.8(9) . . ?
C2 C3 C4 118.1(9) . . ?
N2 C6 C5 118.9(7) . . ?
C6 N2 N3 118.2(6) . . ?
C6 N2 Pb1 122.6(5) . . ?
N3 N2 Pb1 119.0(4) . . ?
C7 N3 N2 117.1(6) . . ?
O1 C7 N3 121.9(7) . . ?
O1 C7 C8 120.0(7) . . ?
N3 C7 C8 118.1(6) . . ?
C7 O1 Pb1 123.1(5) . . ?
C10 C8 C9 118.3(7) . . ?
C10 C8 C7 125.6(7) . . ?
C9 C8 C7 116.1(7) . . ?
C9 N4 C12 118.1(7) . . ?
C8 C10 C11 118.6(7) . . ?
N4 C9 C8 123.5(8) . . ?
N4 C12 C11 122.4(8) . . ?
C12 C11 C10 119.2(8) . . ?
O1 Pb1 N2 58.33(17) . . ?
O1 Pb1 N1 117.86(18) . . ?
N2 Pb1 N1 59.99(19) . . ?
O1 Pb1 Br1 83.70(16) . . ?
N2 Pb1 Br1 91.58(13) . . ?
N1 Pb1 Br1 91.16(15) . . ?
O1 Pb1 Br2 157.80(12) . 2_656 ?
N2 Pb1 Br2 143.85(13) . 2_656 ?
N1 Pb1 Br2 84.26(14) . 2_656 ?
Br1 Pb1 Br2 94.54(3) . 2_656 ?
O1 Pb1 Br2 88.59(16) . . ?
N2 Pb1 Br2 85.31(13) . . ?
N1 Pb1 Br2 93.45(14) . . ?
Br1 Pb1 Br2 172.21(3) . . ?
Br2 Pb1 Br2 92.17(2) 2_656 . ?
Pb1 Br2 Pb1 87.83(2) 2_656 . ?
C1 N1 C5 117.1(7) . . ?
C1 N1 Pb1 122.8(6) . . ?
C5 N1 Pb1 120.0(5) . . ?

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        28.40
_diffrn_measured_fraction_theta_full 0.954
_refine_diff_density_max         2.789
_refine_diff_density_min         -1.276
_refine_diff_density_rms         0.201
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1435156'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2016-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 Br2 N4 O Pb'
_chemical_formula_weight         607.28

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2036(11)
_cell_length_b                   8.7101(12)
_cell_length_c                   10.9517(15)
_cell_angle_alpha                100.390(3)
_cell_angle_beta                 92.092(3)
_cell_angle_gamma                94.892(3)
_cell_volume                     765.83(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.633
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             556
_exptl_absorpt_coefficient_mu    16.235
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2096
_exptl_absorpt_correction_T_max  0.4425
_exptl_absorpt_process_details   'Jacobson, R., (1998)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16558
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         33.17
_reflns_number_total             5837
_reflns_number_gt                5274
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0226P)²+0.8303P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5837
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0518
_refine_ls_wR_factor_gt          0.0500
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.620974(12) 0.659623(12) 0.161884(9) 0.00904(3) Uani 1 1 d . . .
Br1 Br 0.69589(3) 0.37809(3) -0.00143(3) 0.01344(6) Uani 1 1 d . . .
Br2 Br 0.94491(4) 0.68330(4) 0.29385(3) 0.02003(7) Uani 1 1 d . . .
O1 O 0.4787(3) 0.0391(3) 0.79738(19) 0.0128(4) Uani 1 1 d . . .
N1 N 0.4742(3) 0.4425(3) 0.2788(2) 0.0132(5) Uani 1 1 d . . .
N2 N 0.5776(3) 0.1756(3) 0.6088(2) 0.0109(4) Uani 1 1 d . . .
N3 N 0.6827(3) 0.0991(3) 0.6744(2) 0.0114(4) Uani 1 1 d . . .
H3 H 0.7850 0.0915 0.6544 0.014 Uiso 1 1 calc R . .
N4 N 0.7606(3) -0.2100(3) 0.9910(2) 0.0122(5) Uani 1 1 d . . .
C1 C 0.3174(4) 0.4508(3) 0.3074(3) 0.0133(5) Uani 1 1 d . . .
H1 H 0.2498 0.5077 0.2631 0.016 Uiso 1 1 calc R . .
C2 C 0.2503(4) 0.3788(3) 0.3999(3) 0.0127(5) Uani 1 1 d . . .
H2 H 0.1389 0.3867 0.4186 0.015 Uiso 1 1 calc R . .
C3 C 0.3487(4) 0.2951(3) 0.4642(3) 0.0126(5) Uani 1 1 d . . .
H3A H 0.3055 0.2461 0.5284 0.015 Uiso 1 1 calc R . .
C4 C 0.5109(4) 0.2835(3) 0.4342(3) 0.0101(5) Uani 1 1 d . . .
C5 C 0.5676(4) 0.3600(3) 0.3401(3) 0.0124(5) Uani 1 1 d . . .
H5 H 0.6782 0.3531 0.3186 0.015 Uiso 1 1 calc R . .
C6 C 0.6224(4) 0.1969(3) 0.5009(3) 0.0106(5) Uani 1 1 d . . .
C7 C 0.7711(4) 0.1398(4) 0.4388(3) 0.0166(6) Uani 1 1 d . . .
H7A H 0.8328 0.0864 0.4943 0.025 Uiso 1 1 calc R . .
H7B H 0.8404 0.2291 0.4201 0.025 Uiso 1 1 calc R . .
H7C H 0.7374 0.0665 0.3614 0.025 Uiso 1 1 calc R . .
C8 C 0.6226(4) 0.0361(3) 0.7704(2) 0.0094(5) Uani 1 1 d . . .
C9 C 0.7389(3) -0.0484(3) 0.8365(2) 0.0085(5) Uani 1 1 d . . .
C10 C 0.9022(4) -0.0643(4) 0.8096(3) 0.0127(5) Uani 1 1 d . . .
H10 H 0.9513 -0.0136 0.7484 0.015 Uiso 1 1 calc R . .
C11 C 0.9913(4) -0.1551(4) 0.8736(3) 0.0148(6) Uani 1 1 d . . .
H11 H 1.1025 -0.1681 0.8566 0.018 Uiso 1 1 calc R . .
C12 C 0.9165(4) -0.2266(4) 0.9625(3) 0.0131(5) Uani 1 1 d . . .
H12 H 0.9781 -0.2901 1.0052 0.016 Uiso 1 1 calc R . .
C13 C 0.6739(4) -0.1230(3) 0.9286(3) 0.0111(5) Uani 1 1 d . . .
H13 H 0.5631 -0.1117 0.9479 0.013 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 N4 2.609(2) 1_564 ?
Pb1 N1 2.695(3) . ?
Pb1 O1 2.779(2) 2_666 ?
Pb1 Br1 2.8888(4) . ?
Pb1 Br2 2.9515(5) . ?
Pb1 Br1 3.0439(4) 2_665 ?
Br1 Pb1 3.0439(4) 2_665 ?
O1 C8 1.229(3) . ?
N1 C5 1.335(4) . ?
N1 C1 1.340(4) . ?
N2 C6 1.291(4) . ?
N2 N3 1.389(3) . ?
N3 C8 1.360(3) . ?
N3 H3 0.8800 . ?
N4 C13 1.338(3) . ?
N4 C12 1.341(4) . ?
N4 Pb1 2.609(2) 1_546 ?
C1 C2 1.390(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.398(4) . ?
C4 C6 1.486(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.496(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.495(4) . ?
C9 C10 1.395(4) . ?
C9 C13 1.393(4) . ?
C10 C11 1.383(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13 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
N4 Pb1 N1 161.26(8) 1_564 . ?
N4 Pb1 O1 76.02(7) 1_564 2_666 ?
N1 Pb1 O1 119.31(7) . 2_666 ?
N4 Pb1 Br1 81.59(6) 1_564 . ?
N1 Pb1 Br1 80.35(6) . . ?
O1 Pb1 Br1 151.62(4) 2_666 . ?
N4 Pb1 Br2 88.58(6) 1_564 . ?
N1 Pb1 Br2 96.53(6) . . ?
O1 Pb1 Br2 106.05(5) 2_666 . ?
Br1 Pb1 Br2 90.443(11) . . ?
N4 Pb1 Br1 87.36(6) 1_564 2_665 ?
N1 Pb1 Br1 86.02(6) . 2_665 ?
O1 Pb1 Br1 77.12(4) 2_666 2_665 ?
Br1 Pb1 Br1 84.706(11) . 2_665 ?
Br2 Pb1 Br1 174.078(9) . 2_665 ?
Pb1 Br1 Pb1 95.294(11) . 2_665 ?
C5 N1 C1 118.6(3) . . ?
C5 N1 Pb1 118.8(2) . . ?
C1 N1 Pb1 119.47(19) . . ?
C6 N2 N3 116.0(2) . . ?
C8 N3 N2 118.0(2) . . ?
C8 N3 H3 121.0 . . ?
N2 N3 H3 121.0 . . ?
C13 N4 C12 118.2(3) . . ?
C13 N4 Pb1 119.07(19) . 1_546 ?
C12 N4 Pb1 122.69(18) . 1_546 ?
N1 C1 C2 122.1(3) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3A 120.2 . . ?
C4 C3 H3A 120.2 . . ?
C3 C4 C5 117.4(3) . . ?
C3 C4 C6 121.9(2) . . ?
C5 C4 C6 120.6(3) . . ?
N1 C5 C4 123.4(3) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
N2 C6 C4 115.1(3) . . ?
N2 C6 C7 126.0(3) . . ?
C4 C6 C7 118.9(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N3 122.5(3) . . ?
O1 C8 C9 121.2(2) . . ?
N3 C8 C9 116.2(2) . . ?
C10 C9 C13 118.2(2) . . ?
C10 C9 C8 125.7(2) . . ?
C13 C9 C8 116.1(2) . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C12 C11 C10 119.2(3) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
N4 C12 C11 122.6(3) . . ?
N4 C12 H12 118.7 . . ?
C11 C12 H12 118.7 . . ?
N4 C13 C9 122.9(3) . . ?
N4 C13 H13 118.5 . . ?
C9 C13 H13 118.5 . . ?

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
N4 Pb1 Br1 Pb1 -88.10(6) 1_564 . . 2_665 ?
N1 Pb1 Br1 Pb1 86.85(6) . . . 2_665 ?
O1 Pb1 Br1 Pb1 -50.03(9) 2_666 . . 2_665 ?
Br2 Pb1 Br1 Pb1 -176.597(9) . . . 2_665 ?
Br1 Pb1 Br1 Pb1 0.0 2_665 . . 2_665 ?
N4 Pb1 N1 C5 88.0(3) 1_564 . . . ?
O1 Pb1 N1 C5 -129.6(2) 2_666 . . . ?
Br1 Pb1 N1 C5 72.2(2) . . . . ?
Br2 Pb1 N1 C5 -17.1(2) . . . . ?
Br1 Pb1 N1 C5 157.5(2) 2_665 . . . ?
N4 Pb1 N1 C1 -112.4(3) 1_564 . . . ?
O1 Pb1 N1 C1 30.0(2) 2_666 . . . ?
Br1 Pb1 N1 C1 -128.1(2) . . . . ?
Br2 Pb1 N1 C1 142.6(2) . . . . ?
Br1 Pb1 N1 C1 -42.8(2) 2_665 . . . ?
C6 N2 N3 C8 -162.3(3) . . . . ?
C5 N1 C1 C2 1.1(4) . . . . ?
Pb1 N1 C1 C2 -158.6(2) . . . . ?
N1 C1 C2 C3 -0.2(4) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C2 C3 C4 C6 179.3(3) . . . . ?
C1 N1 C5 C4 -1.0(4) . . . . ?
Pb1 N1 C5 C4 158.9(2) . . . . ?
C3 C4 C5 N1 0.0(4) . . . . ?
C6 C4 C5 N1 -178.5(3) . . . . ?
N3 N2 C6 C4 -178.1(2) . . . . ?
N3 N2 C6 C7 3.3(4) . . . . ?
C3 C4 C6 N2 -20.2(4) . . . . ?
C5 C4 C6 N2 158.3(3) . . . . ?
C3 C4 C6 C7 158.5(3) . . . . ?
C5 C4 C6 C7 -23.1(4) . . . . ?
N2 N3 C8 O1 3.0(4) . . . . ?
N2 N3 C8 C9 178.7(2) . . . . ?
O1 C8 C9 C10 177.2(3) . . . . ?
N3 C8 C9 C10 1.5(4) . . . . ?
O1 C8 C9 C13 0.4(4) . . . . ?
N3 C8 C9 C13 -175.3(3) . . . . ?
C13 C9 C10 C11 1.1(4) . . . . ?
C8 C9 C10 C11 -175.6(3) . . . . ?
C9 C10 C11 C12 -0.3(5) . . . . ?
C13 N4 C12 C11 1.4(5) . . . . ?
Pb1 N4 C12 C11 -178.8(2) 1_546 . . . ?
C10 C11 C12 N4 -0.9(5) . . . . ?
C12 N4 C13 C9 -0.6(4) . . . . ?
Pb1 N4 C13 C9 179.6(2) 1_546 . . . ?
C10 C9 C13 N4 -0.7(4) . . . . ?
C8 C9 C13 N4 176.4(3) . . . . ?

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
N3 H3 Br2 0.88 2.80 3.427(3) 129.4 2_766

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        33.17
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.252
_refine_diff_density_min         -1.739
_refine_diff_density_rms         0.185
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1435157'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2016-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H12 Br2 N4 O Pb'
_chemical_formula_weight         607.28

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   9.3608(3)
_cell_length_b                   16.1741(6)
_cell_length_c                   10.6812(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.959(3)
_cell_angle_gamma                90.00
_cell_volume                     1592.79(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1112
_exptl_absorpt_coefficient_mu    15.612
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.1117
_exptl_absorpt_correction_T_max  0.1655
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6714
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0780
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         27.49
_reflns_number_total             3494
_reflns_number_gt                2517
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0251P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3494
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.0853
_refine_ls_wR_factor_gt          0.0726
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.71492(3) 0.22700(2) 0.52836(3) 0.02760(11) Uani 1 1 d . . .
Br1 Br 1.03785(10) 0.26748(7) 0.57100(11) 0.0473(3) Uani 1 1 d . . .
Br2 Br 0.68549(10) 0.32927(7) 0.76853(9) 0.0467(3) Uani 1 1 d . . .
O1 O 0.4706(6) 0.1338(4) 0.5312(6) 0.0427(17) Uani 1 1 d . . .
N1 N 0.6762(7) 0.3795(5) 0.4381(7) 0.0345(18) Uani 1 1 d . . .
N2 N 0.4459(6) 0.2800(5) 0.4146(7) 0.0299(17) Uani 1 1 d . . .
N3 N 0.3378(7) 0.2215(4) 0.3937(7) 0.0309(18) Uani 1 1 d . . .
H3 H 0.2563 0.2317 0.3414 0.037 Uiso 1 1 calc R . .
N4 N 0.1958(7) -0.0614(5) 0.4180(8) 0.041(2) Uani 1 1 d . . .
C1 C 0.7885(9) 0.4317(6) 0.4602(10) 0.046(3) Uani 1 1 d . . .
H1 H 0.8775 0.4114 0.5006 0.059 Uiso 1 1 calc R . .
C2 C 0.7795(10) 0.5131(6) 0.4266(9) 0.045(3) Uani 1 1 d . . .
H2 H 0.8607 0.5471 0.4427 0.058 Uiso 1 1 calc R . .
C3 C 0.6491(10) 0.5434(6) 0.3691(9) 0.042(2) Uani 1 1 d . . .
H3A H 0.6391 0.5988 0.3458 0.054 Uiso 1 1 calc R . .
C4 C 0.5308(9) 0.4902(6) 0.3456(9) 0.036(2) Uani 1 1 d . . .
H4 H 0.4409 0.5097 0.3058 0.047 Uiso 1 1 calc R . .
C5 C 0.5467(8) 0.4092(6) 0.3811(8) 0.027(2) Uani 1 1 d . . .
C6 C 0.4243(8) 0.3501(5) 0.3617(8) 0.027(2) Uani 1 1 d . . .
C7 C 0.2817(8) 0.3760(6) 0.2853(9) 0.044(3) Uani 1 1 d . . .
H7A H 0.2604 0.3423 0.2104 0.061 Uiso 1 1 calc R . .
H7B H 0.2868 0.4329 0.2612 0.061 Uiso 1 1 calc R . .
H7C H 0.2067 0.3692 0.3354 0.061 Uiso 1 1 calc R . .
C8 C 0.3588(9) 0.1479(6) 0.4548(9) 0.032(2) Uani 1 1 d . . .
C9 C 0.2447(8) 0.0833(6) 0.4203(8) 0.027(2) Uani 1 1 d . . .
C10 C 0.2839(8) 0.0033(6) 0.4481(9) 0.038(2) Uani 1 1 d . . .
H10 H 0.3776 -0.0068 0.4906 0.050 Uiso 1 1 calc R . .
C11 C 0.0616(9) -0.0464(6) 0.3566(9) 0.041(3) Uani 1 1 d . . .
H11 H -0.0009 -0.0904 0.3323 0.054 Uiso 1 1 calc R . .
C12 C 0.0140(9) 0.0332(6) 0.3287(10) 0.042(3) Uani 1 1 d . . .
H12 H -0.0809 0.0422 0.2880 0.055 Uiso 1 1 calc R . .
C13 C 0.1034(8) 0.0984(6) 0.3597(8) 0.035(2) Uani 1 1 d . . .
H13 H 0.0711 0.1521 0.3410 0.045 Uiso 1 1 calc R . .


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 3.0492(9) . ?
Pb1 Br2 3.1044(10) . ?
Pb1 Br2 2.8882(10) 2_554 ?
Pb1 O1 2.743(6) . ?
Pb1 N1 2.650(7) . ?
Pb1 N2 2.738(6) . ?
Pb1 N4 2.834(7) 3_656 ?
Br2 Pb1 2.8882(10) 2 ?
O1 C8 1.232(9) . ?
N1 C1 1.337(11) . ?
N1 C5 1.347(9) . ?
N2 C6 1.268(10) . ?
N2 N3 1.374(9) . ?
N3 C8 1.356(10) . ?
N3 H3 0.8800 . ?
N4 C11 1.335(10) . ?
N4 C10 1.337(11) . ?
C1 C2 1.363(13) . ?
C1 H1 0.9300 . ?
C2 C3 1.360(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(12) . ?
C3 H3A 0.9300 . ?
C4 C5 1.365(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.479(11) . ?
C6 C7 1.498(10) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.494(11) . ?
C9 C10 1.364(12) . ?
C9 C13 1.390(10) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.351(12) . ?
C12 H12 0.9300 . ?
C13 H13 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
N1 Pb1 N2 59.3(2) . . ?
N1 Pb1 O1 116.96(18) . . ?
N2 Pb1 O1 58.15(19) . . ?
N1 Pb1 N4 165.9(2) . 3_656 ?
N2 Pb1 N4 127.0(2) . 3_656 ?
O1 Pb1 N4 72.29(18) . 3_656 ?
N1 Pb1 Br2 87.67(16) . 2_554 ?
N2 Pb1 Br2 75.21(15) . 2_554 ?
O1 Pb1 Br2 84.05(14) . 2_554 ?
N4 Pb1 Br2 82.67(17) 3_656 2_554 ?
N1 Pb1 Br1 85.66(14) . . ?
N2 Pb1 Br1 144.22(15) . . ?
O1 Pb1 Br1 157.38(12) . . ?
N4 Pb1 Br1 85.57(14) 3_656 . ?
Br2 Pb1 Br1 97.96(3) 2_554 . ?
N1 Pb1 Br2 77.22(16) . . ?
N2 Pb1 Br2 89.63(15) . . ?
O1 Pb1 Br2 95.18(14) . . ?
N4 Pb1 Br2 113.67(17) 3_656 . ?
Br2 Pb1 Br2 162.67(3) 2_554 . ?
Br1 Pb1 Br2 89.40(3) . . ?
Pb1 Br2 Pb1 128.23(4) 2 . ?
C8 O1 Pb1 120.4(6) . . ?
C1 N1 C5 118.2(8) . . ?
C1 N1 Pb1 118.0(6) . . ?
C5 N1 Pb1 123.5(5) . . ?
C6 N2 N3 119.1(7) . . ?
C6 N2 Pb1 122.8(5) . . ?
N3 N2 Pb1 116.8(5) . . ?
C8 N3 N2 119.0(7) . . ?
C8 N3 H3 120.5 . . ?
N2 N3 H3 120.5 . . ?
C11 N4 C10 117.6(8) . . ?
N1 C1 C2 123.6(8) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C3 C2 C1 118.5(9) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 118.9(9) . . ?
C2 C3 H3A 120.6 . . ?
C4 C3 H3A 120.6 . . ?
C5 C4 C3 119.9(8) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
N1 C5 C4 120.9(8) . . ?
N1 C5 C6 116.6(8) . . ?
C4 C5 C6 122.4(7) . . ?
N2 C6 C5 117.1(7) . . ?
N2 C6 C7 123.4(8) . . ?
C5 C6 C7 119.5(8) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N3 121.1(8) . . ?
O1 C8 C9 121.6(8) . . ?
N3 C8 C9 117.2(7) . . ?
C10 C9 C13 117.8(8) . . ?
C10 C9 C8 117.1(7) . . ?
C13 C9 C8 125.1(8) . . ?
N4 C10 C9 124.0(8) . . ?
N4 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
N4 C11 C12 121.2(9) . . ?
N4 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 120.8(8) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C9 118.5(9) . . ?
C12 C13 H13 120.8 . . ?
C9 C13 H13 120.8 . . ?

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
N1 Pb1 Br2 Pb1 -175.93(14) . . . 2 ?
N2 Pb1 Br2 Pb1 125.53(16) . . . 2 ?
O1 Pb1 Br2 Pb1 67.57(13) . . . 2 ?
N4 Pb1 Br2 Pb1 -5.35(15) 3_656 . . 2 ?
Br2 Pb1 Br2 Pb1 154.20(7) 2_554 . . 2 ?
Br1 Pb1 Br2 Pb1 -90.24(4) . . . 2 ?
N1 Pb1 O1 C8 26.3(7) . . . . ?
N2 Pb1 O1 C8 18.3(6) . . . . ?
N4 Pb1 O1 C8 -142.2(7) 3_656 . . . ?
Br2 Pb1 O1 C8 -58.0(6) 2_554 . . . ?
Br1 Pb1 O1 C8 -154.4(5) . . . . ?
Br2 Pb1 O1 C8 104.6(6) . . . . ?
N2 Pb1 N1 C1 173.9(8) . . . . ?
O1 Pb1 N1 C1 166.0(7) . . . . ?
N4 Pb1 N1 C1 -65.3(12) 3_656 . . . ?
Br2 Pb1 N1 C1 -111.9(7) 2_554 . . . ?
Br1 Pb1 N1 C1 -13.7(7) . . . . ?
Br2 Pb1 N1 C1 76.6(7) . . . . ?
N2 Pb1 N1 C5 -0.1(6) . . . . ?
O1 Pb1 N1 C5 -8.0(7) . . . . ?
N4 Pb1 N1 C5 120.7(9) 3_656 . . . ?
Br2 Pb1 N1 C5 74.1(6) 2_554 . . . ?
Br1 Pb1 N1 C5 172.3(6) . . . . ?
Br2 Pb1 N1 C5 -97.3(6) . . . . ?
N1 Pb1 N2 C6 5.4(7) . . . . ?
O1 Pb1 N2 C6 177.1(8) . . . . ?
N4 Pb1 N2 C6 -159.4(6) 3_656 . . . ?
Br2 Pb1 N2 C6 -90.7(7) 2_554 . . . ?
Br1 Pb1 N2 C6 -7.7(9) . . . . ?
Br2 Pb1 N2 C6 80.8(7) . . . . ?
N1 Pb1 N2 N3 172.5(6) . . . . ?
O1 Pb1 N2 N3 -15.8(5) . . . . ?
N4 Pb1 N2 N3 7.7(7) 3_656 . . . ?
Br2 Pb1 N2 N3 76.4(5) 2_554 . . . ?
Br1 Pb1 N2 N3 159.4(4) . . . . ?
Br2 Pb1 N2 N3 -112.1(5) . . . . ?
C6 N2 N3 C8 -177.1(8) . . . . ?
Pb1 N2 N3 C8 15.3(9) . . . . ?
C5 N1 C1 C2 -0.9(16) . . . . ?
Pb1 N1 C1 C2 -175.2(8) . . . . ?
N1 C1 C2 C3 0.9(17) . . . . ?
C1 C2 C3 C4 -0.7(15) . . . . ?
C2 C3 C4 C5 0.5(14) . . . . ?
C1 N1 C5 C4 0.7(13) . . . . ?
Pb1 N1 C5 C4 174.7(6) . . . . ?
C1 N1 C5 C6 -178.2(8) . . . . ?
Pb1 N1 C5 C6 -4.3(10) . . . . ?
C3 C4 C5 N1 -0.5(14) . . . . ?
C3 C4 C5 C6 178.4(8) . . . . ?
N3 N2 C6 C5 -176.5(7) . . . . ?
Pb1 N2 C6 C5 -9.7(11) . . . . ?
N3 N2 C6 C7 5.3(13) . . . . ?
Pb1 N2 C6 C7 172.1(6) . . . . ?
N1 C5 C6 N2 9.1(12) . . . . ?
C4 C5 C6 N2 -169.9(8) . . . . ?
N1 C5 C6 C7 -172.7(8) . . . . ?
C4 C5 C6 C7 8.4(13) . . . . ?
Pb1 O1 C8 N3 -19.2(11) . . . . ?
Pb1 O1 C8 C9 157.4(6) . . . . ?
N2 N3 C8 O1 2.2(13) . . . . ?
N2 N3 C8 C9 -174.5(7) . . . . ?
O1 C8 C9 C10 -17.3(13) . . . . ?
N3 C8 C9 C10 159.4(8) . . . . ?
O1 C8 C9 C13 164.2(8) . . . . ?
N3 C8 C9 C13 -19.1(13) . . . . ?
C11 N4 C10 C9 0.2(15) . . . . ?
C13 C9 C10 N4 1.7(15) . . . . ?
C8 C9 C10 N4 -176.9(9) . . . . ?
C10 N4 C11 C12 -1.9(15) . . . . ?
N4 C11 C12 C13 1.8(16) . . . . ?
C11 C12 C13 C9 0.1(15) . . . . ?
C10 C9 C13 C12 -1.7(14) . . . . ?
C8 C9 C13 C12 176.7(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.958
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.958
_refine_diff_density_max         1.354
_refine_diff_density_min         -1.242
_refine_diff_density_rms         0.216
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1435158'
_audit_update_record             
;
2015-11-04 deposited with the CCDC.
2016-06-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H24 Br6 N8 O2 Pb3'
_chemical_formula_sum            'C26 H24 Br6 N8 O2 Pb3'
_chemical_formula_weight         1581.56

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_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                   7.50290(10)
_cell_length_b                   17.6124(2)
_cell_length_c                   14.2437(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.0623(7)
_cell_angle_gamma                90.00
_cell_volume                     1847.25(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.843
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416
_exptl_absorpt_coefficient_mu    20.164
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.1407
_exptl_absorpt_correction_T_max  0.4321
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            42758
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         30.00
_reflns_number_total             5384
_reflns_number_gt                4571
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0153P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5384
_refine_ls_number_parameters     206
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0305
_refine_ls_R_factor_gt           0.0206
_refine_ls_wR_factor_ref         0.0415
_refine_ls_wR_factor_gt          0.0390
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_restrained_S_all      0.985
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.040889(17) 0.557823(7) 0.645483(8) 0.01287(3) Uani 1 1 d . . .
Pb2 Pb 0.5000 0.5000 0.5000 0.01418(4) Uani 1 2 d S . .
Br1 Br 0.15411(5) 0.592649(18) 0.45411(2) 0.01543(7) Uani 1 1 d . . .
Br2 Br 0.43159(5) 0.50612(2) 0.70105(2) 0.02093(8) Uani 1 1 d . . .
Br3 Br -0.28896(5) 0.645345(19) 0.55821(2) 0.02058(7) Uani 1 1 d . . .
O1 O -0.0809(4) 0.46924(13) 0.78139(16) 0.0199(5) Uani 1 1 d . . .
N1 N 0.1703(4) 0.68921(16) 0.69431(19) 0.0182(6) Uani 1 1 d . . .
N2 N -0.0288(4) 0.61977(15) 0.80367(18) 0.0157(6) Uani 1 1 d . . .
N3 N -0.1280(4) 0.57875(15) 0.85720(18) 0.0160(6) Uani 1 1 d . . .
H3 H -0.1836 0.6013 0.8986 0.019 Uiso 1 1 calc R . .
N4 N -0.2398(4) 0.50432(17) 0.99490(19) 0.0202(6) Uani 1 1 d . . .
C1 C 0.2963(5) 0.7197(2) 0.6513(3) 0.0248(8) Uani 1 1 d . . .
H1 H 0.3396 0.6907 0.6040 0.030 Uiso 1 1 calc R . .
C2 C 0.3664(6) 0.7913(2) 0.6724(3) 0.0283(9) Uani 1 1 d . . .
H2 H 0.4565 0.8112 0.6405 0.034 Uiso 1 1 calc R . .
C3 C 0.3032(6) 0.8335(2) 0.7405(3) 0.0306(9) Uani 1 1 d . . .
H3A H 0.3488 0.8831 0.7563 0.037 Uiso 1 1 calc R . .
C4 C 0.1718(6) 0.8026(2) 0.7860(3) 0.0253(8) Uani 1 1 d . . .
H4 H 0.1263 0.8309 0.8330 0.030 Uiso 1 1 calc R . .
C5 C 0.1083(5) 0.73039(18) 0.7622(2) 0.0172(7) Uani 1 1 d . . .
C6 C -0.0185(5) 0.69223(19) 0.8139(2) 0.0161(7) Uani 1 1 d . . .
C7 C -0.1173(6) 0.7366(2) 0.8772(3) 0.0291(9) Uani 1 1 d . . .
H7A H -0.2341 0.7122 0.8787 0.044 Uiso 1 1 calc R . .
H7B H -0.1383 0.7884 0.8524 0.044 Uiso 1 1 calc R . .
H7C H -0.0443 0.7383 0.9421 0.044 Uiso 1 1 calc R . .
C8 C -0.1382(5) 0.50278(19) 0.8448(2) 0.0165(7) Uani 1 1 d . . .
C9 C -0.2255(5) 0.4626(2) 0.9174(2) 0.0182(7) Uani 1 1 d . . .
C10 C -0.2815(5) 0.3884(2) 0.9039(3) 0.0222(8) Uani 1 1 d . . .
H10 H -0.2694 0.3616 0.8476 0.027 Uiso 1 1 calc R . .
C11 C -0.3567(5) 0.3539(2) 0.9752(3) 0.0285(9) Uani 1 1 d . . .
H11 H -0.3969 0.3027 0.9686 0.034 Uiso 1 1 calc R . .
C12 C -0.3716(5) 0.3951(2) 1.0552(3) 0.0286(9) Uani 1 1 d . . .
H12 H -0.4220 0.3729 1.1050 0.034 Uiso 1 1 calc R . .
C13 C -0.3117(5) 0.4697(2) 1.0621(2) 0.0247(8) Uani 1 1 d . . .
H13 H -0.3224 0.4977 1.1177 0.030 Uiso 1 1 calc R . .


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 3.0687(3) . ?
Pb1 Br1 3.2218(3) 3_566 ?
Pb1 Br2 3.0263(4) . ?
Pb1 O1 2.774(2) . ?
Pb1 N1 2.554(3) . ?
Pb1 N2 2.644(2) . ?
Pb2 Br1 3.0288(3) . ?
Pb2 Br1 3.0288(3) 3_666 ?
Pb2 Br2 3.0066(3) . ?
Pb2 Br2 3.0066(3) 3_666 ?
Pb1 Br3 2.9775(4) . ?
Pb2 Br3 3.0404(4) 1_655 ?
Pb2 Br3 3.0404(4) 3_566 ?
O1 C8 1.224(4) . ?
N1 C1 1.334(4) . ?
N1 C5 1.360(4) . ?
N2 C6 1.285(4) . ?
N2 N3 1.369(4) . ?
N3 C8 1.350(4) . ?
N3 H3 0.8800 . ?
N4 C13 1.332(4) . ?
N4 C9 1.348(4) . ?
C1 C2 1.377(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.377(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.377(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.473(5) . ?
C6 C7 1.493(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.503(5) . ?
C9 C10 1.373(5) . ?
C10 C11 1.393(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.374(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(6) . ?
C12 H12 0.9500 . ?
C13 H13 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
N1 Pb1 N2 61.39(8) . . ?
N1 Pb1 O1 118.59(8) . . ?
N2 Pb1 O1 59.47(8) . . ?
N1 Pb1 Br3 83.50(7) . . ?
N2 Pb1 Br3 81.82(6) . . ?
O1 Pb1 Br3 102.93(5) . . ?
N1 Pb1 Br2 84.42(7) . . ?
N2 Pb1 Br2 103.96(6) . . ?
O1 Pb1 Br2 94.62(5) . . ?
Br3 Pb1 Br2 161.947(10) . . ?
N1 Pb1 Br1 84.56(6) . . ?
N2 Pb1 Br1 143.91(6) . . ?
O1 Pb1 Br1 156.45(5) . . ?
Br3 Pb1 Br1 82.834(10) . . ?
Br2 Pb1 Br1 82.709(9) . . ?
N1 Pb1 Br1 169.13(7) . 3_566 ?
N2 Pb1 Br1 124.56(6) . 3_566 ?
O1 Pb1 Br1 70.25(5) . 3_566 ?
Br3 Pb1 Br1 88.349(10) . 3_566 ?
Br2 Pb1 Br1 101.707(10) . 3_566 ?
Br1 Pb1 Br1 87.307(9) . 3_566 ?
Br2 Pb2 Br2 180.0 3_666 . ?
Br2 Pb2 Br1 96.290(9) 3_666 . ?
Br2 Pb2 Br1 83.710(9) . . ?
Br2 Pb2 Br1 83.710(9) 3_666 3_666 ?
Br2 Pb2 Br1 96.290(9) . 3_666 ?
Br1 Pb2 Br1 180.0 . 3_666 ?
Br2 Pb2 Br3 83.408(9) 3_666 3_566 ?
Br2 Pb2 Br3 96.592(9) . 3_566 ?
Br1 Pb2 Br3 90.855(9) . 3_566 ?
Br1 Pb2 Br3 89.145(9) 3_666 3_566 ?
Br2 Pb2 Br3 96.592(9) 3_666 1_655 ?
Br2 Pb2 Br3 83.408(9) . 1_655 ?
Br1 Pb2 Br3 89.146(9) . 1_655 ?
Br1 Pb2 Br3 90.855(9) 3_666 1_655 ?
Br3 Pb2 Br3 180.0 3_566 1_655 ?
Pb2 Br1 Pb1 94.152(9) . . ?
Pb2 Br1 Pb1 87.120(8) . 3_566 ?
Pb1 Br1 Pb1 92.693(9) . 3_566 ?
Pb2 Br2 Pb1 95.481(10) . . ?
Pb1 Br3 Pb2 91.469(9) . 1_455 ?
C8 O1 Pb1 116.9(2) . . ?
C1 N1 C5 118.8(3) . . ?
C1 N1 Pb1 120.4(2) . . ?
C5 N1 Pb1 120.8(2) . . ?
C6 N2 N3 119.2(3) . . ?
C6 N2 Pb1 119.3(2) . . ?
N3 N2 Pb1 118.31(19) . . ?
C8 N3 N2 118.3(3) . . ?
C8 N3 H3 120.9 . . ?
N2 N3 H3 120.9 . . ?
C13 N4 C9 116.4(3) . . ?
N1 C1 C2 122.9(3) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C1 C2 C3 118.6(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 121.2(3) . . ?
N1 C5 C6 117.0(3) . . ?
C4 C5 C6 121.6(3) . . ?
N2 C6 C5 115.3(3) . . ?
N2 C6 C7 124.2(3) . . ?
C5 C6 C7 120.4(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O1 C8 N3 123.7(3) . . ?
O1 C8 C9 122.8(3) . . ?
N3 C8 C9 113.5(3) . . ?
N4 C9 C10 124.3(3) . . ?
N4 C9 C8 114.8(3) . . ?
C10 C9 C8 120.9(3) . . ?
C9 C10 C11 118.0(3) . . ?
C9 C10 H10 121.0 . . ?
C11 C10 H10 121.0 . . ?
C12 C11 C10 118.8(4) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C13 118.9(3) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
N4 C13 C12 123.6(3) . . ?
N4 C13 H13 118.2 . . ?
C12 C13 H13 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
Br2 Pb2 Br1 Pb1 165.068(9) 3_666 . . . ?
Br2 Pb2 Br1 Pb1 -14.932(9) . . . . ?
Br1 Pb2 Br1 Pb1 62(100) 3_666 . . . ?
Br3 Pb2 Br1 Pb1 81.606(9) 3_566 . . . ?
Br3 Pb2 Br1 Pb1 -98.394(9) 1_655 . . . ?
Br2 Pb2 Br1 Pb1 72.574(9) 3_666 . . 3_566 ?
Br2 Pb2 Br1 Pb1 -107.426(9) . . . 3_566 ?
Br1 Pb2 Br1 Pb1 -31(100) 3_666 . . 3_566 ?
Br3 Pb2 Br1 Pb1 -10.888(8) 3_566 . . 3_566 ?
Br3 Pb2 Br1 Pb1 169.112(8) 1_655 . . 3_566 ?
N1 Pb1 Br1 Pb2 99.91(7) . . . . ?
N2 Pb1 Br1 Pb2 118.60(11) . . . . ?
O1 Pb1 Br1 Pb2 -69.96(14) . . . . ?
Br3 Pb1 Br1 Pb2 -175.978(10) . . . . ?
Br2 Pb1 Br1 Pb2 14.864(9) . . . . ?
Br1 Pb1 Br1 Pb2 -87.306(9) 3_566 . . . ?
N1 Pb1 Br1 Pb1 -172.78(7) . . . 3_566 ?
N2 Pb1 Br1 Pb1 -154.10(11) . . . 3_566 ?
O1 Pb1 Br1 Pb1 17.35(14) . . . 3_566 ?
Br3 Pb1 Br1 Pb1 -88.673(10) . . . 3_566 ?
Br2 Pb1 Br1 Pb1 102.170(10) . . . 3_566 ?
Br1 Pb1 Br1 Pb1 0.0 3_566 . . 3_566 ?
Br2 Pb2 Br2 Pb1 -147(47) 3_666 . . . ?
Br1 Pb2 Br2 Pb1 15.176(9) . . . . ?
Br1 Pb2 Br2 Pb1 -164.824(9) 3_666 . . . ?
Br3 Pb2 Br2 Pb1 -74.959(11) 3_566 . . . ?
Br3 Pb2 Br2 Pb1 105.041(11) 1_655 . . . ?
N1 Pb1 Br2 Pb2 -100.21(6) . . . . ?
N2 Pb1 Br2 Pb2 -158.88(6) . . . . ?
O1 Pb1 Br2 Pb2 141.46(5) . . . . ?
Br3 Pb1 Br2 Pb2 -52.04(4) . . . . ?
Br1 Pb1 Br2 Pb2 -15.006(9) . . . . ?
Br1 Pb1 Br2 Pb2 70.699(10) 3_566 . . . ?
N1 Pb1 Br3 Pb2 -176.13(6) . . . 1_455 ?
N2 Pb1 Br3 Pb2 -114.20(6) . . . 1_455 ?
O1 Pb1 Br3 Pb2 -58.23(5) . . . 1_455 ?
Br2 Pb1 Br3 Pb2 135.58(3) . . . 1_455 ?
Br1 Pb1 Br3 Pb2 98.564(9) . . . 1_455 ?
Br1 Pb1 Br3 Pb2 11.071(8) 3_566 . . 1_455 ?
N1 Pb1 O1 C8 28.8(3) . . . . ?
N2 Pb1 O1 C8 11.5(2) . . . . ?
Br3 Pb1 O1 C8 -60.8(2) . . . . ?
Br2 Pb1 O1 C8 115.0(2) . . . . ?
Br1 Pb1 O1 C8 -162.69(19) . . . . ?
Br1 Pb1 O1 C8 -144.2(3) 3_566 . . . ?
N2 Pb1 N1 C1 168.0(3) . . . . ?
O1 Pb1 N1 C1 151.0(3) . . . . ?
Br3 Pb1 N1 C1 -107.8(3) . . . . ?
Br2 Pb1 N1 C1 58.7(3) . . . . ?
Br1 Pb1 N1 C1 -24.5(3) . . . . ?
Br1 Pb1 N1 C1 -66.2(5) 3_566 . . . ?
N2 Pb1 N1 C5 -14.2(2) . . . . ?
O1 Pb1 N1 C5 -31.2(3) . . . . ?
Br3 Pb1 N1 C5 70.0(3) . . . . ?
Br2 Pb1 N1 C5 -123.4(3) . . . . ?
Br1 Pb1 N1 C5 153.4(3) . . . . ?
Br1 Pb1 N1 C5 111.6(3) 3_566 . . . ?
N1 Pb1 N2 C6 22.4(2) . . . . ?
O1 Pb1 N2 C6 -174.9(3) . . . . ?
Br3 Pb1 N2 C6 -64.6(3) . . . . ?
Br2 Pb1 N2 C6 98.0(3) . . . . ?
Br1 Pb1 N2 C6 1.1(3) . . . . ?
Br1 Pb1 N2 C6 -146.9(2) 3_566 . . . ?
N1 Pb1 N2 N3 -178.0(3) . . . . ?
O1 Pb1 N2 N3 -15.3(2) . . . . ?
Br3 Pb1 N2 N3 95.0(2) . . . . ?
Br2 Pb1 N2 N3 -102.4(2) . . . . ?
Br1 Pb1 N2 N3 160.73(17) . . . . ?
Br1 Pb1 N2 N3 12.7(3) 3_566 . . . ?
C6 N2 N3 C8 179.5(3) . . . . ?
Pb1 N2 N3 C8 19.9(4) . . . . ?
C5 N1 C1 C2 -0.1(6) . . . . ?
Pb1 N1 C1 C2 177.7(3) . . . . ?
N1 C1 C2 C3 -0.3(6) . . . . ?
C1 C2 C3 C4 0.2(6) . . . . ?
C2 C3 C4 C5 0.3(6) . . . . ?
C1 N1 C5 C4 0.7(5) . . . . ?
Pb1 N1 C5 C4 -177.2(3) . . . . ?
C1 N1 C5 C6 -174.7(3) . . . . ?
Pb1 N1 C5 C6 7.4(4) . . . . ?
C3 C4 C5 N1 -0.7(6) . . . . ?
C3 C4 C5 C6 174.5(4) . . . . ?
N3 N2 C6 C5 173.0(3) . . . . ?
Pb1 N2 C6 C5 -27.6(4) . . . . ?
N3 N2 C6 C7 -3.7(5) . . . . ?
Pb1 N2 C6 C7 155.8(3) . . . . ?
N1 C5 C6 N2 13.6(5) . . . . ?
C4 C5 C6 N2 -161.7(3) . . . . ?
N1 C5 C6 C7 -169.6(3) . . . . ?
C4 C5 C6 C7 15.0(5) . . . . ?
Pb1 O1 C8 N3 -6.9(4) . . . . ?
Pb1 O1 C8 C9 173.7(2) . . . . ?
N2 N3 C8 O1 -8.4(5) . . . . ?
N2 N3 C8 C9 171.1(3) . . . . ?
C13 N4 C9 C10 0.7(5) . . . . ?
C13 N4 C9 C8 -178.1(3) . . . . ?
O1 C8 C9 N4 164.4(3) . . . . ?
N3 C8 C9 N4 -15.1(4) . . . . ?
O1 C8 C9 C10 -14.5(5) . . . . ?
N3 C8 C9 C10 166.1(3) . . . . ?
N4 C9 C10 C11 -0.5(6) . . . . ?
C8 C9 C10 C11 178.2(3) . . . . ?
C9 C10 C11 C12 0.1(6) . . . . ?
C10 C11 C12 C13 0.1(6) . . . . ?
C9 N4 C13 C12 -0.5(5) . . . . ?
C11 C12 C13 N4 0.1(6) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.963
_refine_diff_density_min         -0.848
_refine_diff_density_rms         0.161



