# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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 1588614'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-04-03 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7


#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H24 N8 O6 Pb2'
_chemical_formula_sum            'C28 H24 N8 O6 Pb2'
_chemical_formula_weight         982.95
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
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                   7.4785(2)
_cell_length_b                   21.4405(5)
_cell_length_c                   9.0220(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.218(2)
_cell_angle_gamma                90
_cell_volume                     1442.69(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17979
_cell_measurement_theta_min      2.8444
_cell_measurement_theta_max      32.4958
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       Prism
_exptl_crystal_colour            'Light yellow'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_exptl_crystal_density_diffrn    2.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.04
0 -1 0 0.052
-1 0 0 0.1001
1 0 0 0.07
0 1 1 0.121
-1 0 -2 0.12
0 -1 1 0.12

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    11.713
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
        (compiled Apr 28 2010,14:27:37)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.09
_exptl_absorpt_correction_T_max  0.364

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 8.3504
_diffrn_orient_matrix_ub_11      0.0476067
_diffrn_orient_matrix_ub_12      -0.0264773
_diffrn_orient_matrix_ub_13      -0.0228325
_diffrn_orient_matrix_ub_21      -0.0725015
_diffrn_orient_matrix_ub_22      -0.019463
_diffrn_orient_matrix_ub_23      0.0169869
_diffrn_orient_matrix_ub_31      -0.0390462
_diffrn_orient_matrix_ub_32      0.0037259
_diffrn_orient_matrix_ub_33      -0.0735308
_diffrn_radiation_source         'Enhance (Mo) X-ray Source, sealed tube'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_collimation    '0.5 mm'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Sapphire2 (large Be window)'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur 2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_number            29921
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         31
_diffrn_reflns_theta_full        31
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             4582
_reflns_number_gt                3991
_reflns_threshold_expression     >2σ(I)
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -109.00    3.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000  -90.0000 112

#__ type_ start__ end____ width___ exp.time_
  2 omega -113.00  -40.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000  150.0000 73

#__ type_ start__ end____ width___ exp.time_
  3 omega   -8.00   66.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000   30.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega    4.00   30.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916   77.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -69.00  -44.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916   77.0000   60.0000 25

#__ type_ start__ end____ width___ exp.time_
  6 omega  -29.00   34.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916   77.0000  -30.0000 63

#__ type_ start__ end____ width___ exp.time_
  7 omega  -20.00    6.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   -9.00  107.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291   77.0000 -180.0000 116

#__ type_ start__ end____ width___ exp.time_
  9 omega  -23.00   63.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916   77.0000 -120.0000 86

#__ type_ start__ end____ width___ exp.time_
 10 omega -115.00    9.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -29.9916  -77.0000   30.0000 124

#__ type_ start__ end____ width___ exp.time_
 11 omega  -44.00  -19.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000 -120.0000 25

#__ type_ start__ end____ width___ exp.time_
 12 omega   12.00   68.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -77.0000 -120.0000 56

#__ type_ start__ end____ width___ exp.time_
 13 omega  -46.00   72.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       30.9291  -84.0000  156.0000 118

;

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlis Pro (Oxford Diffraction Ltd., 2010)'
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction Ltd., 2010)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction Ltd., 2010)'
_computing_structure_solution    'SIR92 (Altomare et al, 1993)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Diamond v.3.2f (Crystal Impact GbR, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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 > 2σ(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)+(0.0263P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4582
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0180
_refine_ls_wR_factor_ref         0.0430
_refine_ls_wR_factor_gt          0.0423
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.12978(2) -0.09051(2) 0.14186(2) 0.00896(3) Uani 1 1 d . . . . .
C1 C 0.1386(3) 0.05186(11) 0.2504(3) 0.0099(4) Uani 1 1 d . . . . .
C2 C 0.0869(3) 0.10598(11) 0.3418(3) 0.0094(4) Uani 1 1 d . . . . .
C3 C 0.0248(3) 0.09478(11) 0.4813(3) 0.0121(4) Uani 1 1 d . . . . .
H3 H 0.0253 0.0530 0.5162 0.015 Uiso 1 1 calc R U . . .
C4 C -0.0341(3) 0.19769(11) 0.5185(3) 0.0121(4) Uani 1 1 d . . . . .
H4 H -0.0798 0.2298 0.5777 0.014 Uiso 1 1 calc R U . . .
C5 C 0.0306(3) 0.21398(11) 0.3844(3) 0.0124(4) Uani 1 1 d . . . . .
H5 H 0.0327 0.2564 0.3544 0.015 Uiso 1 1 calc R U . . .
C6 C 0.0924(3) 0.16754(11) 0.2939(3) 0.0119(4) Uani 1 1 d . . . . .
H6 H 0.1375 0.1776 0.2011 0.014 Uiso 1 1 calc R U . . .
C7 C 0.2945(3) 0.01655(11) -0.0846(3) 0.0104(4) Uani 1 1 d . . . . .
H7 H 0.328(4) 0.0552(15) -0.131(3) 0.012 Uiso 1 1 d . U . . .
C8 C 0.3345(3) -0.03974(11) -0.1674(2) 0.0094(4) Uani 1 1 d . . . . .
C9 C 0.3961(3) -0.03533(11) -0.3079(3) 0.0127(4) Uani 1 1 d . . . . .
H9 H 0.4146 0.0043 -0.3514 0.015 Uiso 1 1 calc R U . . .
C10 C 0.4305(3) -0.08991(11) -0.3847(3) 0.0147(5) Uani 1 1 d . . . . .
H10 H 0.4707 -0.0882 -0.4821 0.018 Uiso 1 1 calc R U . . .
C11 C 0.4049(3) -0.14654(12) -0.3165(3) 0.0139(5) Uani 1 1 d . . . . .
H11 H 0.4287 -0.1845 -0.3658 0.017 Uiso 1 1 calc R U . . .
C12 C 0.3438(3) -0.14725(11) -0.1745(3) 0.0131(5) Uani 1 1 d . . . . .
H12 H 0.3269 -0.1864 -0.1282 0.016 Uiso 1 1 calc R U . . .
N1 N 0.1879(3) 0.06553(9) 0.1156(2) 0.0105(4) Uani 1 1 d . . . . .
N2 N 0.2266(3) 0.01110(9) 0.0420(2) 0.0095(4) Uani 1 1 d . . . . .
N3 N -0.0356(3) 0.13926(10) 0.5694(2) 0.0120(4) Uani 1 1 d . . . . .
N4 N 0.3078(3) -0.09502(9) -0.1003(2) 0.0110(4) Uani 1 1 d . . . . .
O1 O 0.1299(3) -0.00240(8) 0.30742(19) 0.0145(3) Uani 1 1 d . . . . .
C1A C 0.4358(3) -0.16515(11) 0.2353(3) 0.0126(4) Uani 1 1 d . . . . .
C2A C 0.6101(4) -0.19165(14) 0.3021(4) 0.0274(7) Uani 1 1 d . . . . .
H2A H 0.6035 -0.2373 0.3017 0.041 Uiso 1 1 calc R U . . .
H2B H 0.6319 -0.1768 0.4046 0.041 Uiso 1 1 calc R U . . .
H2C H 0.7083 -0.1781 0.2435 0.041 Uiso 1 1 calc R U . . .
O1A O 0.4162(2) -0.10571(8) 0.24730(19) 0.0110(3) Uani 1 1 d . . . . .
O2A O 0.3199(2) -0.19961(8) 0.1727(2) 0.0176(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
Pb1 O1A 2.3023(17) . ?
Pb1 O1 2.4082(17) . ?
Pb1 N2 2.4856(19) . ?
Pb1 N4 2.643(2) . ?
Pb1 O2A 2.7410(18) . ?
Pb1 C1A 2.868(2) . ?
C1 O1 1.276(3) . ?
C1 N1 1.329(3) . ?
C1 C2 1.491(3) . ?
C2 C6 1.391(3) . ?
C2 C3 1.394(3) . ?
C3 N3 1.341(3) . ?
C3 H3 0.9500 . ?
C4 N3 1.335(3) . ?
C4 C5 1.380(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N2 1.289(3) . ?
C7 C8 1.462(3) . ?
C7 H7 0.97(3) . ?
C8 N4 1.352(3) . ?
C8 C9 1.383(3) . ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.391(3) . ?
C11 H11 0.9500 . ?
C12 N4 1.342(3) . ?
C12 H12 0.9500 . ?
N1 N2 1.384(3) . ?
C1A O2A 1.242(3) . ?
C1A O1A 1.288(3) . ?
C1A C2A 1.507(4) . ?
C2A H2A 0.9800 . ?
C2A H2B 0.9800 . ?
C2A H2C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A Pb1 O1 84.08(6) . . ?
O1A Pb1 N2 89.25(6) . . ?
O1 Pb1 N2 63.29(6) . . ?
O1A Pb1 N4 79.99(6) . . ?
O1 Pb1 N4 124.35(6) . . ?
N2 Pb1 N4 63.54(6) . . ?
O1A Pb1 O2A 51.48(5) . . ?
O1 Pb1 O2A 129.04(6) . . ?
N2 Pb1 O2A 128.47(6) . . ?
N4 Pb1 O2A 76.33(6) . . ?
O1A Pb1 C1A 26.03(6) . . ?
O1 Pb1 C1A 106.94(7) . . ?
N2 Pb1 C1A 110.38(7) . . ?
N4 Pb1 C1A 77.47(6) . . ?
O2A Pb1 C1A 25.47(6) . . ?
O1 C1 N1 126.6(2) . . ?
O1 C1 C2 117.6(2) . . ?
N1 C1 C2 115.8(2) . . ?
C6 C2 C3 117.6(2) . . ?
C6 C2 C1 123.5(2) . . ?
C3 C2 C1 118.9(2) . . ?
N3 C3 C2 124.2(2) . . ?
N3 C3 H3 117.9 . . ?
C2 C3 H3 117.9 . . ?
N3 C4 C5 123.5(2) . . ?
N3 C4 H4 118.3 . . ?
C5 C4 H4 118.3 . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C2 118.6(2) . . ?
C5 C6 H6 120.7 . . ?
C2 C6 H6 120.7 . . ?
N2 C7 C8 119.1(2) . . ?
N2 C7 H7 126.2(17) . . ?
C8 C7 H7 114.6(17) . . ?
N4 C8 C9 122.7(2) . . ?
N4 C8 C7 116.9(2) . . ?
C9 C8 C7 120.4(2) . . ?
C8 C9 C10 119.0(2) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 118.7(2) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C10 C11 C12 119.1(2) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
N4 C12 C11 122.8(2) . . ?
N4 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
C1 N1 N2 109.58(18) . . ?
C7 N2 N1 117.3(2) . . ?
C7 N2 Pb1 123.02(16) . . ?
N1 N2 Pb1 119.24(13) . . ?
C4 N3 C3 116.9(2) . . ?
C12 N4 C8 117.8(2) . . ?
C12 N4 Pb1 125.09(16) . . ?
C8 N4 Pb1 115.99(15) . . ?
C1 O1 Pb1 117.58(14) . . ?
O2A C1A O1A 123.2(2) . . ?
O2A C1A C2A 120.8(2) . . ?
O1A C1A C2A 116.1(2) . . ?
O2A C1A Pb1 71.55(13) . . ?
O1A C1A Pb1 51.66(12) . . ?
C2A C1A Pb1 167.50(18) . . ?
C1A C2A H2A 109.5 . . ?
C1A C2A H2B 109.5 . . ?
H2A C2A H2B 109.5 . . ?
C1A C2A H2C 109.5 . . ?
H2A C2A H2C 109.5 . . ?
H2B C2A H2C 109.5 . . ?
C1A O1A Pb1 102.31(15) . . ?
C1A O2A Pb1 82.98(14) . . ?

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
O1 C1 C2 C6 179.2(2) . . . . ?
N1 C1 C2 C6 -1.4(3) . . . . ?
O1 C1 C2 C3 -2.7(3) . . . . ?
N1 C1 C2 C3 176.7(2) . . . . ?
C6 C2 C3 N3 2.4(4) . . . . ?
C1 C2 C3 N3 -175.8(2) . . . . ?
N3 C4 C5 C6 2.2(4) . . . . ?
C4 C5 C6 C2 0.0(4) . . . . ?
C3 C2 C6 C5 -2.1(3) . . . . ?
C1 C2 C6 C5 176.0(2) . . . . ?
N2 C7 C8 N4 -4.2(3) . . . . ?
N2 C7 C8 C9 175.6(2) . . . . ?
N4 C8 C9 C10 0.7(4) . . . . ?
C7 C8 C9 C10 -179.1(2) . . . . ?
C8 C9 C10 C11 -1.2(4) . . . . ?
C9 C10 C11 C12 0.7(4) . . . . ?
C10 C11 C12 N4 0.2(4) . . . . ?
O1 C1 N1 N2 1.2(3) . . . . ?
C2 C1 N1 N2 -178.19(19) . . . . ?
C8 C7 N2 N1 -178.9(2) . . . . ?
C8 C7 N2 Pb1 -6.6(3) . . . . ?
C1 N1 N2 C7 -173.0(2) . . . . ?
C1 N1 N2 Pb1 14.4(2) . . . . ?
C5 C4 N3 C3 -2.0(4) . . . . ?
C2 C3 N3 C4 -0.4(4) . . . . ?
C11 C12 N4 C8 -0.7(4) . . . . ?
C11 C12 N4 Pb1 166.51(18) . . . . ?
C9 C8 N4 C12 0.2(4) . . . . ?
C7 C8 N4 C12 180.0(2) . . . . ?
C9 C8 N4 Pb1 -168.14(18) . . . . ?
C7 C8 N4 Pb1 11.7(3) . . . . ?
N1 C1 O1 Pb1 -16.4(3) . . . . ?
C2 C1 O1 Pb1 162.92(15) . . . . ?
O2A C1A O1A Pb1 3.1(3) . . . . ?
C2A C1A O1A Pb1 -177.1(2) . . . . ?
O1A C1A O2A Pb1 -2.5(2) . . . . ?
C2A C1A O2A Pb1 177.6(2) . . . . ?

_refine_diff_density_max         1.719
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.151

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1588616'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-04-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H12 N6 O3 Pb2 S2'
_chemical_formula_weight         814.82

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.5997(9)
_cell_length_b                   10.9376(7)
_cell_length_c                   11.7938(12)
_cell_angle_alpha                72.684(7)
_cell_angle_beta                 80.451(9)
_cell_angle_gamma                82.758(7)
_cell_volume                     1040.90(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(1)
_cell_measurement_reflns_used    9088
_cell_measurement_theta_min      2.9735
_cell_measurement_theta_max      27.7347

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.600
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3829
_exptl_crystal_size_mid          0.1692
_exptl_crystal_size_min          0.1349
_exptl_absorpt_coefficient_mu    16.384
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.034
_exptl_absorpt_correction_T_max  0.170
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130.0(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13256
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.978
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4469
_reflns_number_gt                4048
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0238P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4469
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_ref         0.0574
_refine_ls_wR_factor_gt          0.0555
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.10073(2) 0.21178(2) 0.36241(2) 0.01754(6) Uani 1 1 d . . . . .
Pb2 Pb 0.34642(2) 0.02446(2) 0.66310(2) 0.01624(6) Uani 1 1 d . . . . .
C15 C -0.0313(6) -0.0071(5) 0.2103(5) 0.0225(11) Uani 1 1 d . . . . .
S2 S -0.17395(17) 0.25199(13) 0.53658(12) 0.0285(3) Uani 1 1 d . . . . .
S5 S 0.57488(18) 0.13362(15) 0.09260(12) 0.0344(4) Uani 1 1 d . . . . .
O1 O 0.2579(4) 0.2178(3) 0.5214(3) 0.0210(8) Uani 1 1 d . . . . .
O3 O -0.0672(4) 0.0729(4) 0.2693(4) 0.0344(10) Uani 1 1 d . . . . .
O2 O -0.1239(4) -0.0866(3) 0.2097(3) 0.0237(8) Uani 1 1 d . . . . .
N1 N 0.4176(5) 0.2245(4) 0.6966(4) 0.0175(9) Uani 1 1 d . . . . .
N2 N 0.2099(5) 0.4396(4) 0.4699(4) 0.0173(9) Uani 1 1 d . . . . .
N3 N 0.1263(5) 0.4232(4) 0.3844(4) 0.0164(9) Uani 1 1 d . . . . .
N4 N -0.0476(5) 0.4013(4) 0.2197(3) 0.0184(9) Uani 1 1 d . . . . .
C14 C -0.2519(6) 0.1174(5) 0.5536(4) 0.0209(11) Uani 1 1 d . . . . .
N7 N 0.3476(6) 0.2858(5) 0.2013(4) 0.0332(11) Uani 1 1 d . . . . .
N5 N -0.3113(5) 0.0237(4) 0.5654(4) 0.0268(10) Uani 1 1 d . . . . .
C1 C 0.3668(5) 0.3370(5) 0.6249(4) 0.0159(10) Uani 1 1 d . . . . .
C2 C 0.4013(6) 0.4543(5) 0.6343(4) 0.0177(10) Uani 1 1 d . . . . .
H2 H 0.3625 0.5312 0.5845 0.021 Uiso 1 1 calc R U . . .
C3 C 0.4939(6) 0.4539(5) 0.7189(4) 0.0210(11) Uani 1 1 d . . . . .
H3 H 0.5216 0.5307 0.7257 0.025 Uiso 1 1 calc R U . . .
C4 C 0.5452(6) 0.3375(5) 0.7935(4) 0.0224(11) Uani 1 1 d . . . . .
H4 H 0.6072 0.3350 0.8518 0.027 Uiso 1 1 calc R U . . .
C5 C 0.5036(6) 0.2253(5) 0.7807(5) 0.0221(11) Uani 1 1 d . . . . .
H5 H 0.5365 0.1475 0.8325 0.026 Uiso 1 1 calc R U . . .
C6 C 0.2711(6) 0.3295(5) 0.5317(4) 0.0170(10) Uani 1 1 d . . . . .
C7 C 0.0688(6) 0.5261(5) 0.3155(4) 0.0181(10) Uani 1 1 d . . . . .
H7 H 0.0854 0.6054 0.3234 0.022 Uiso 1 1 calc R U . . .
C8 C -0.0241(6) 0.5197(5) 0.2235(4) 0.0187(10) Uani 1 1 d . . . . .
C9 C -0.0856(6) 0.6299(5) 0.1478(4) 0.0221(11) Uani 1 1 d . . . . .
H9 H -0.0667 0.7101 0.1521 0.026 Uiso 1 1 calc R U . . .
C10 C -0.1768(6) 0.6192(5) 0.0646(4) 0.0230(11) Uani 1 1 d . . . . .
H10 H -0.2190 0.6922 0.0117 0.028 Uiso 1 1 calc R U . . .
C11 C -0.2033(6) 0.4993(5) 0.0620(4) 0.0233(11) Uani 1 1 d . . . . .
H11 H -0.2653 0.4897 0.0083 0.028 Uiso 1 1 calc R U . . .
C12 C -0.1355(6) 0.3913(5) 0.1416(4) 0.0217(11) Uani 1 1 d . . . . .
H12 H -0.1530 0.3099 0.1394 0.026 Uiso 1 1 calc R U . . .
C13 C 0.4425(6) 0.2239(5) 0.1561(4) 0.0245(12) Uani 1 1 d . . . . .
C16 C 0.1270(6) -0.0056(6) 0.1322(5) 0.0331(13) Uani 1 1 d . . . . .
H16B H 0.1672 -0.0921 0.1343 0.050 Uiso 1 1 calc R U . . .
H16A H 0.1998 0.0336 0.1614 0.050 Uiso 1 1 calc R U . . .
H16C H 0.1144 0.0427 0.0512 0.050 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 N3 2.442(4) . ?
Pb1 O1 2.507(3) . ?
Pb1 N4 2.593(4) . ?
Pb1 N7 2.637(5) . ?
Pb1 S2 2.9426(15) . ?
Pb2 O2 2.387(3) 2_556 ?
Pb2 O1 2.399(3) . ?
Pb2 N1 2.499(4) . ?
Pb2 O3 2.653(4) 2_556 ?
Pb2 S5 3.0224(14) 2_656 ?
C15 O3 1.253(6) . ?
C15 O2 1.253(6) . ?
C15 C16 1.511(7) . ?
S2 C14 1.639(5) . ?
S5 C13 1.644(6) . ?
S5 Pb2 3.0224(14) 2_656 ?
O1 C6 1.284(6) . ?
O3 Pb2 2.654(4) 2_556 ?
O2 Pb2 2.387(3) 2_556 ?
N1 C5 1.335(6) . ?
N1 C1 1.337(6) . ?
N2 C6 1.305(6) . ?
N2 N3 1.395(5) . ?
N3 C7 1.273(6) . ?
N4 C12 1.320(6) . ?
N4 C8 1.350(6) . ?
C14 N5 1.163(6) . ?
N7 C13 1.159(7) . ?
C1 C2 1.392(6) . ?
C1 C6 1.504(6) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C7 C8 1.473(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.373(7) . ?
C9 C10 1.393(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.368(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.402(7) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C16 H16B 0.9600 . ?
C16 H16A 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
N3 Pb1 O1 63.27(12) . . ?
N3 Pb1 N4 65.30(13) . . ?
O1 Pb1 N4 128.54(12) . . ?
N3 Pb1 N7 78.67(14) . . ?
O1 Pb1 N7 88.56(13) . . ?
N4 Pb1 N7 83.07(13) . . ?
N3 Pb1 S2 75.70(10) . . ?
O1 Pb1 S2 84.13(9) . . ?
N4 Pb1 S2 82.09(9) . . ?
N7 Pb1 S2 153.94(11) . . ?
O2 Pb2 O1 82.40(12) 2_556 . ?
O2 Pb2 N1 75.28(12) 2_556 . ?
O1 Pb2 N1 66.47(12) . . ?
O2 Pb2 O3 51.39(11) 2_556 2_556 ?
O1 Pb2 O3 96.29(12) . 2_556 ?
N1 Pb2 O3 126.15(12) . 2_556 ?
O2 Pb2 S5 78.88(9) 2_556 2_656 ?
O1 Pb2 S5 154.01(8) . 2_656 ?
N1 Pb2 S5 91.28(10) . 2_656 ?
O3 Pb2 S5 85.98(9) 2_556 2_656 ?
O3 C15 O2 122.7(5) . . ?
O3 C15 C16 119.4(5) . . ?
O2 C15 C16 117.8(5) . . ?
C14 S2 Pb1 96.76(18) . . ?
C13 S5 Pb2 89.84(18) . 2_656 ?
C6 O1 Pb2 121.9(3) . . ?
C6 O1 Pb1 116.1(3) . . ?
Pb2 O1 Pb1 121.40(13) . . ?
C15 O3 Pb2 86.7(3) . 2_556 ?
C15 O2 Pb2 99.2(3) . 2_556 ?
C5 N1 C1 118.4(4) . . ?
C5 N1 Pb2 124.0(3) . . ?
C1 N1 Pb2 117.6(3) . . ?
C6 N2 N3 111.0(4) . . ?
C7 N3 N2 115.6(4) . . ?
C7 N3 Pb1 122.0(3) . . ?
N2 N3 Pb1 122.4(3) . . ?
C12 N4 C8 118.7(4) . . ?
C12 N4 Pb1 125.7(3) . . ?
C8 N4 Pb1 115.5(3) . . ?
N5 C14 S2 178.1(5) . . ?
C13 N7 Pb1 128.7(4) . . ?
N1 C1 C2 122.5(4) . . ?
N1 C1 C6 115.8(4) . . ?
C2 C1 C6 121.7(4) . . ?
C3 C2 C1 118.6(5) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 118.8(5) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 122.2(5) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
O1 C6 N2 127.2(4) . . ?
O1 C6 C1 117.6(4) . . ?
N2 C6 C1 115.2(4) . . ?
N3 C7 C8 120.0(4) . . ?
N3 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
N4 C8 C9 122.5(4) . . ?
N4 C8 C7 116.8(4) . . ?
C9 C8 C7 120.7(5) . . ?
C8 C9 C10 118.7(5) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 118.8(5) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 119.1(5) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
N4 C12 C11 122.1(5) . . ?
N4 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
N7 C13 S5 178.9(5) . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16A 109.5 . . ?
H16B C16 H16A 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C15 O3 Pb2 -1.1(5) . . . 2_556 ?
C16 C15 O3 Pb2 176.2(4) . . . 2_556 ?
O3 C15 O2 Pb2 1.3(5) . . . 2_556 ?
C16 C15 O2 Pb2 -176.1(4) . . . 2_556 ?
C6 N2 N3 C7 -176.6(4) . . . . ?
C6 N2 N3 Pb1 0.9(5) . . . . ?
C5 N1 C1 C2 0.5(7) . . . . ?
Pb2 N1 C1 C2 -179.1(3) . . . . ?
C5 N1 C1 C6 179.8(4) . . . . ?
Pb2 N1 C1 C6 0.2(5) . . . . ?
N1 C1 C2 C3 1.5(7) . . . . ?
C6 C1 C2 C3 -177.8(4) . . . . ?
C1 C2 C3 C4 -1.9(7) . . . . ?
C2 C3 C4 C5 0.6(7) . . . . ?
C1 N1 C5 C4 -2.0(7) . . . . ?
Pb2 N1 C5 C4 177.6(4) . . . . ?
C3 C4 C5 N1 1.4(8) . . . . ?
Pb2 O1 C6 N2 -170.6(4) . . . . ?
Pb1 O1 C6 N2 1.1(6) . . . . ?
Pb2 O1 C6 C1 9.2(6) . . . . ?
Pb1 O1 C6 C1 -179.1(3) . . . . ?
N3 N2 C6 O1 -1.4(7) . . . . ?
N3 N2 C6 C1 178.8(4) . . . . ?
N1 C1 C6 O1 -6.0(6) . . . . ?
C2 C1 C6 O1 173.3(4) . . . . ?
N1 C1 C6 N2 173.8(4) . . . . ?
C2 C1 C6 N2 -6.9(7) . . . . ?
N2 N3 C7 C8 -178.9(4) . . . . ?
Pb1 N3 C7 C8 3.5(6) . . . . ?
C12 N4 C8 C9 -1.2(7) . . . . ?
Pb1 N4 C8 C9 175.5(4) . . . . ?
C12 N4 C8 C7 177.3(4) . . . . ?
Pb1 N4 C8 C7 -5.9(5) . . . . ?
N3 C7 C8 N4 2.0(7) . . . . ?
N3 C7 C8 C9 -179.4(5) . . . . ?
N4 C8 C9 C10 0.5(7) . . . . ?
C7 C8 C9 C10 -178.0(5) . . . . ?
C8 C9 C10 C11 0.7(7) . . . . ?
C9 C10 C11 C12 -1.1(8) . . . . ?
C8 N4 C12 C11 0.7(7) . . . . ?
Pb1 N4 C12 C11 -175.7(3) . . . . ?
C10 C11 C12 N4 0.4(8) . . . . ?

_refine_diff_density_max         1.552
_refine_diff_density_min         -1.936
_refine_diff_density_rms         0.179

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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1588615'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-04-03 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT971_shelx               
;
PROBLEM: Check Calcd Resid. Dens.  1.42A   From Pb             10.22 eA-3  
RESPONSE: The position of the electron density maximum is along the Pb-I bond
and cannot correspond to an missing atom, but rather is an artefact due to the
proximity of two heavy atoms
;
_vrf_PLAT094_shelx               
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       5.43 Report
RESPONSE: ...
;

_vrf_PLAT342_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.031 Ang.  
RESPONSE: As the structure contains Pb and I atoms, they account for the 
majority of the scattering, and subsequently the positions of lighter 
atoms are determined with less precision.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H10 I2 N4 O Pb'
_chemical_formula_weight         687.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   6.6742(6)
_cell_length_b                   7.8985(7)
_cell_length_c                   16.7940(15)
_cell_angle_alpha                82.614(5)
_cell_angle_beta                 81.440(5)
_cell_angle_gamma                65.269(5)
_cell_volume                     792.99(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    1663
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      21.41

_exptl_crystal_description       plate
_exptl_crystal_colour            orange-yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.878
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.089
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.051
_exptl_absorpt_coefficient_mu    14.531
_shelx_estimated_absorpt_T_min   0.358
_shelx_estimated_absorpt_T_max   0.524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker-AXS, 2010'
_exptl_absorpt_correction_T_min  0.534
_exptl_absorpt_correction_T_max  0.746
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11050
_diffrn_reflns_av_unetI/netI     0.0898
_diffrn_reflns_av_R_equivalents  0.0716
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.460
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             3413
_reflns_number_gt                2413
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1304P)²+7.8948P] 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         3413
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1228
_refine_ls_R_factor_gt           0.0897
_refine_ls_wR_factor_ref         0.2394
_refine_ls_wR_factor_gt          0.2154
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_restrained_S_all      1.110
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb Pb 0.03835(14) 0.64287(11) 0.75557(5) 0.0348(3) Uani 1 1 d . . . . .
I1 I 0.5065(3) 0.6287(2) 0.77330(10) 0.0462(4) Uani 1 1 d . . . . .
I2 I -0.1332(3) 1.0127(2) 0.65165(10) 0.0450(4) Uani 1 1 d . . . . .
N1 N 0.141(3) 0.106(3) 1.1147(11) 0.041(5) Uani 1 1 d . . . . .
C2 C 0.247(3) -0.084(3) 1.1212(14) 0.035(5) Uani 1 1 d . . . . .
H2 H 0.2632 -0.1481 1.1719 0.042 Uiso 1 1 calc R U . . .
C3 C 0.330(4) -0.182(4) 1.0518(16) 0.055(8) Uani 1 1 d . . . . .
H3 H 0.3990 -0.3115 1.0560 0.066 Uiso 1 1 calc R U . . .
C4 C 0.310(4) -0.086(3) 0.9772(13) 0.037(5) Uani 1 1 d . . . . .
H4 H 0.3656 -0.1500 0.9306 0.044 Uiso 1 1 calc R U . . .
C5 C 0.211(4) 0.102(3) 0.9719(13) 0.038(5) Uani 1 1 d . . . . .
C6 C 0.130(4) 0.194(3) 1.0423(13) 0.042(6) Uani 1 1 d . . . . .
H6 H 0.0643 0.3244 1.0382 0.050 Uiso 1 1 calc R U . . .
C7 C 0.169(3) 0.231(3) 0.8939(14) 0.031(5) Uani 1 1 d . . . . .
O8 O 0.102(3) 0.399(2) 0.8978(9) 0.047(4) Uani 1 1 d . . . . .
N9 N 0.237(4) 0.148(3) 0.8247(11) 0.046(5) Uani 1 1 d . . . . .
H9 H 0.2938 0.0278 0.8243 0.055 Uiso 1 1 calc R U . . .
N10 N 0.214(3) 0.261(2) 0.7538(11) 0.037(4) Uani 1 1 d . . . . .
C11 C 0.267(4) 0.190(3) 0.6870(13) 0.034(5) Uani 1 1 d . . . . .
H11 H 0.3166 0.0611 0.6868 0.040 Uiso 1 1 calc R U . . .
C12 C 0.256(4) 0.295(3) 0.6127(14) 0.042(6) Uani 1 1 d . . . . .
C13 C 0.310(4) 0.208(3) 0.5409(15) 0.041(5) Uani 1 1 d . . . . .
H13 H 0.3432 0.0815 0.5419 0.049 Uiso 1 1 calc R U . . .
C14 C 0.313(3) 0.311(3) 0.4685(14) 0.036(5) Uani 1 1 d . . . . .
H14 H 0.3512 0.2527 0.4203 0.043 Uiso 1 1 calc R U . . .
C15 C 0.260(4) 0.502(3) 0.4674(13) 0.041(5) Uani 1 1 d . . . . .
H15 H 0.2566 0.5756 0.4194 0.050 Uiso 1 1 calc R U . . .
C16 C 0.210(3) 0.576(3) 0.5445(15) 0.038(5) Uani 1 1 d . . . . .
H16 H 0.1805 0.7023 0.5448 0.046 Uiso 1 1 calc R U . . .
N17 N 0.203(3) 0.486(2) 0.6139(11) 0.029(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
Pb N17 2.691(17) . ?
Pb N10 2.743(18) . ?
Pb I2 3.0621(17) . ?
Pb I1 3.1365(19) . ?
N1 C6 1.32(3) . ?
N1 C2 1.36(3) . ?
C2 C3 1.39(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.37(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.35(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.39(3) . ?
C5 C7 1.54(3) . ?
C6 H6 0.9300 . ?
C7 O8 1.21(2) . ?
C7 N9 1.34(3) . ?
N9 N10 1.38(2) . ?
N9 H9 0.8600 . ?
N10 C11 1.26(3) . ?
C11 C12 1.40(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.39(3) . ?
C12 N17 1.40(3) . ?
C13 C14 1.37(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.39(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.43(3) . ?
C15 H15 0.9300 . ?
C16 N17 1.29(3) . ?
C16 H16 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
N17 Pb N10 60.8(5) . . ?
N17 Pb I2 85.0(4) . . ?
N10 Pb I2 144.7(4) . . ?
N17 Pb I1 89.2(3) . . ?
N10 Pb I1 90.6(4) . . ?
I2 Pb I1 97.64(5) . . ?
C6 N1 C2 119(2) . . ?
N1 C2 C3 120(2) . . ?
N1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 120(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 119(2) . . ?
C4 C5 C7 127(2) . . ?
C6 C5 C7 114(2) . . ?
N1 C6 C5 123(2) . . ?
N1 C6 H6 118.5 . . ?
C5 C6 H6 118.5 . . ?
O8 C7 N9 124(2) . . ?
O8 C7 C5 119(2) . . ?
N9 C7 C5 116.3(19) . . ?
C7 N9 N10 117.3(18) . . ?
C7 N9 H9 121.3 . . ?
N10 N9 H9 121.3 . . ?
C11 N10 N9 120.0(19) . . ?
C11 N10 Pb 118.7(14) . . ?
N9 N10 Pb 121.2(13) . . ?
N10 C11 C12 123(2) . . ?
N10 C11 H11 118.3 . . ?
C12 C11 H11 118.3 . . ?
C13 C12 C11 121(2) . . ?
C13 C12 N17 122(2) . . ?
C11 C12 N17 117.6(19) . . ?
C14 C13 C12 120(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 116(2) . . ?
C14 C15 H15 122.1 . . ?
C16 C15 H15 122.1 . . ?
N17 C16 C15 126(2) . . ?
N17 C16 H16 116.8 . . ?
C15 C16 H16 116.8 . . ?
C16 N17 C12 116.2(19) . . ?
C16 N17 Pb 125.3(14) . . ?
C12 N17 Pb 117.9(14) . . ?

_refine_diff_density_max         10.836
_refine_diff_density_min         -1.997
_refine_diff_density_rms         0.516

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

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1588617'
_audit_update_record             
;
2018-02-23 deposited with the CCDC.
2018-04-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H26 N10 O3 Pb S2'
_chemical_formula_weight         821.90

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

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

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

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

_cell_length_a                   15.4161(5)
_cell_length_b                   13.7171(5)
_cell_length_c                   14.9481(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.944(3)
_cell_angle_gamma                90
_cell_volume                     3149.23(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5689
_cell_measurement_theta_min      3.9153
_cell_measurement_theta_max      36.4085

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_F_000             1608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    5.537
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.80457
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measurement_device_type  
;
Oxford Diffraction Xcalibur CCD
diffractometer
;
_diffrn_measurement_method       ?
_diffrn_reflns_number            14847
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.935
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             6750
_reflns_number_gt                4202
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0253P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6750
_refine_ls_number_parameters     399
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_ref         0.0580
_refine_ls_wR_factor_gt          0.0559
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_restrained_S_all      0.846
_refine_ls_shift/su_max          0.004
_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
C22 C 0.0668(4) 0.7298(4) 0.8081(3) 0.0630(14) Uani 1 1 d . . . . .
H22 H 0.0290 0.7545 0.7618 0.076 Uiso 1 1 calc R U . . .
C16 C 0.1077(5) 0.3766(4) 1.4471(4) 0.0781(18) Uani 1 1 d . . . . .
H16 H 0.1400 0.3419 1.4918 0.094 Uiso 1 1 calc R U . . .
C18 C -0.0244(4) 0.4360(4) 1.3805(4) 0.0814(17) Uani 1 1 d . . . . .
H18 H -0.0845 0.4409 1.3816 0.098 Uiso 1 1 calc R U . . .
C17 C 0.0208(5) 0.3864(4) 1.4482(4) 0.0779(18) Uani 1 1 d . . . . .
H17 H -0.0079 0.3596 1.4947 0.093 Uiso 1 1 calc R U . . .
S2 S 0.19192(9) 0.37054(11) 1.04177(10) 0.0705(4) Uani 1 1 d . . . . .
N10 N 0.3207(3) 0.2663(3) 0.9656(3) 0.0681(12) Uani 1 1 d . . . . .
C26 C 0.2686(3) 0.3096(3) 0.9971(3) 0.0504(12) Uani 1 1 d . . . . .
O3 O -0.1006(3) 0.6005(5) 1.1599(3) 0.150(3) Uani 1 1 d D . . . .
H3O H -0.1209 0.6323 1.1166 0.225 Uiso 1 1 calc DR U . . .
C27 C -0.1699(4) 0.5684(6) 1.2110(5) 0.169(4) Uani 1 1 d D . . . .
H27A H -0.1529 0.5138 1.2499 0.203 Uiso 1 1 calc R U . . .
H27B H -0.2223 0.5524 1.1733 0.203 Uiso 1 1 calc R U . . .
C28 C -0.1790(7) 0.6632(7) 1.2635(6) 0.194(5) Uani 1 1 d D . . . .
H28A H -0.1355 0.6651 1.3134 0.291 Uiso 1 1 calc R U . . .
H28B H -0.2358 0.6660 1.2851 0.291 Uiso 1 1 calc R U . . .
H28C H -0.1714 0.7178 1.2248 0.291 Uiso 1 1 calc R U . . .
Pb Pb 0.29108(2) 0.57837(2) 1.08601(2) 0.04264(6) Uani 1 1 d . . . . .
O1 O 0.37514(18) 0.5781(2) 0.92878(18) 0.0499(7) Uani 1 1 d . . . . .
N2 N 0.5039(2) 0.6225(2) 1.0007(2) 0.0376(8) Uani 1 1 d . . . . .
H2N H 0.5575 0.6383 0.9972 0.056 Uiso 1 1 calc R U . . .
S1 S 0.25530(15) 0.93426(15) 1.05163(18) 0.1490(10) Uani 1 1 d . . . . .
C7 C 0.5213(3) 0.6304(3) 1.1513(3) 0.0380(10) Uani 1 1 d . . . . .
H7 H 0.5800 0.6414 1.1452 0.046 Uiso 1 1 calc R U . . .
N6 N 0.1142(2) 0.5875(2) 1.0968(2) 0.0396(8) Uani 1 1 d . . . . .
N1 N 0.5804(2) 0.6166(2) 0.8485(2) 0.0410(9) Uani 1 1 d . . . . .
N3 N 0.4699(2) 0.6179(2) 1.0821(2) 0.0366(8) Uani 1 1 d . . . . .
N4 N 0.4050(2) 0.6148(3) 1.2459(2) 0.0420(9) Uani 1 1 d . . . . .
N7 N 0.0806(2) 0.5496(2) 1.1712(2) 0.0419(9) Uani 1 1 d . . . . .
H7N H 0.0255 0.5488 1.1760 0.063 Uiso 1 1 calc R U . . .
C8 C 0.4904(3) 0.6282(3) 1.2404(3) 0.0344(10) Uani 1 1 d . . . . .
C19 C 0.0622(3) 0.6174(3) 1.0326(3) 0.0465(12) Uani 1 1 d . . . . .
H19 H 0.0025 0.6149 1.0379 0.056 Uiso 1 1 calc R U . . .
C13 C 0.1374(3) 0.5138(3) 1.2364(3) 0.0376(10) Uani 1 1 d . . . . .
O2 O 0.21642(19) 0.5176(2) 1.23258(19) 0.0506(8) Uani 1 1 d . . . . .
C2 C 0.4938(3) 0.6102(3) 0.8409(3) 0.0349(10) Uani 1 1 d . . . . .
C1 C 0.4521(3) 0.6019(3) 0.9267(3) 0.0367(10) Uani 1 1 d . . . . .
C9 C 0.5484(3) 0.6395(3) 1.3146(3) 0.0478(12) Uani 1 1 d . . . . .
H9 H 0.6074 0.6482 1.3083 0.057 Uiso 1 1 calc R U . . .
N5 N 0.1799(2) 0.6534(3) 0.9444(2) 0.0490(10) Uani 1 1 d . . . . .
C20 C 0.0934(3) 0.6555(3) 0.9512(3) 0.0415(11) Uani 1 1 d . . . . .
C14 C 0.0970(3) 0.4685(3) 1.3125(3) 0.0424(11) Uani 1 1 d . . . . .
C4 C 0.4854(3) 0.6233(3) 0.6828(3) 0.0549(13) Uani 1 1 d . . . . .
H4 H 0.4536 0.6252 0.6271 0.066 Uiso 1 1 calc R U . . .
C15 C 0.1473(4) 0.4194(4) 1.3780(3) 0.0637(13) Uani 1 1 d . . . . .
H15 H 0.2073 0.4151 1.3758 0.076 Uiso 1 1 calc R U . . .
C3 C 0.4440(3) 0.6129(3) 0.7602(3) 0.0469(12) Uani 1 1 d . . . . .
H3 H 0.3837 0.6077 0.7579 0.056 Uiso 1 1 calc R U . . .
C21 C 0.0358(3) 0.6930(3) 0.8841(3) 0.0538(13) Uani 1 1 d . . . . .
H21 H -0.0237 0.6931 0.8906 0.065 Uiso 1 1 calc R U . . .
N9 N 0.2795(3) 0.7502(3) 1.1146(3) 0.0758(14) Uani 1 1 d . . . . .
N8 N 0.0122(3) 0.4779(3) 1.3128(3) 0.0637(12) Uani 1 1 d . . . . .
C11 C 0.4313(4) 0.6267(4) 1.4054(3) 0.0616(14) Uani 1 1 d . . . . .
H11 H 0.4089 0.6268 1.4612 0.074 Uiso 1 1 calc R U . . .
C12 C 0.3774(3) 0.6151(3) 1.3283(3) 0.0550(13) Uani 1 1 d . . . . .
H12 H 0.3182 0.6071 1.3336 0.066 Uiso 1 1 calc R U . . .
C5 C 0.5738(4) 0.6310(3) 0.6894(3) 0.0548(13) Uani 1 1 d . . . . .
H5 H 0.6034 0.6385 0.6382 0.066 Uiso 1 1 calc R U . . .
C10 C 0.5178(4) 0.6379(4) 1.3988(3) 0.0603(14) Uani 1 1 d . . . . .
H10 H 0.5560 0.6445 1.4501 0.072 Uiso 1 1 calc R U . . .
C24 C 0.2069(3) 0.6900(4) 0.8702(3) 0.0631(14) Uani 1 1 d . . . . .
H24 H 0.2664 0.6889 0.8638 0.076 Uiso 1 1 calc R U . . .
C25 C 0.2692(3) 0.8259(4) 1.0878(3) 0.0609(14) Uani 1 1 d . . . . .
C6 C 0.6189(3) 0.6273(3) 0.7734(3) 0.0487(12) Uani 1 1 d . . . . .
H6 H 0.6792 0.6325 0.7773 0.058 Uiso 1 1 calc R U . . .
C23 C 0.1535(4) 0.7297(4) 0.8018(3) 0.0673(15) Uani 1 1 d . . . . .
H23 H 0.1767 0.7561 0.7518 0.081 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
C22 C23 1.348(7) . ?
C22 C21 1.368(6) . ?
C22 H22 0.9300 . ?
C16 C17 1.348(8) . ?
C16 C15 1.376(7) . ?
C16 H16 0.9300 . ?
C18 N8 1.332(6) . ?
C18 C17 1.360(7) . ?
C18 H18 0.9300 . ?
C17 H17 0.9300 . ?
S2 C26 1.636(5) . ?
N10 C26 1.134(5) . ?
O3 C27 1.435(2) . ?
O3 H3O 0.8200 . ?
C27 C28 1.530(2) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
Pb N9 2.405(4) . ?
Pb O2 2.693(3) . ?
Pb N6 2.749(3) . ?
O1 C1 1.233(5) . ?
N2 C1 1.338(5) . ?
N2 N3 1.368(4) . ?
N2 H2N 0.8600 . ?
S1 C25 1.590(6) . ?
C7 N3 1.259(5) . ?
C7 C8 1.454(5) . ?
C7 H7 0.9300 . ?
N6 C19 1.265(5) . ?
N6 N7 1.369(4) . ?
N1 C6 1.322(5) . ?
N1 C2 1.333(5) . ?
N4 C12 1.337(5) . ?
N4 C8 1.339(5) . ?
N7 C13 1.347(5) . ?
N7 H7N 0.8600 . ?
C8 C9 1.372(5) . ?
C19 C20 1.444(5) . ?
C19 H19 0.9300 . ?
C13 O2 1.225(5) . ?
C13 C14 1.479(6) . ?
C2 C3 1.374(5) . ?
C2 C1 1.489(5) . ?
C9 C10 1.383(6) . ?
C9 H9 0.9300 . ?
N5 C24 1.318(5) . ?
N5 C20 1.345(5) . ?
C20 C21 1.380(6) . ?
C14 N8 1.314(5) . ?
C14 C15 1.373(6) . ?
C4 C5 1.363(6) . ?
C4 C3 1.376(6) . ?
C4 H4 0.9300 . ?
C15 H15 0.9300 . ?
C3 H3 0.9300 . ?
C21 H21 0.9300 . ?
N9 C25 1.120(6) . ?
C11 C10 1.354(6) . ?
C11 C12 1.370(6) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C5 C6 1.383(6) . ?
C5 H5 0.9300 . ?
C10 H10 0.9300 . ?
C24 C23 1.368(6) . ?
C24 H24 0.9300 . ?
C6 H6 0.9300 . ?
C23 H23 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
C23 C22 C21 118.5(5) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C17 C16 C15 118.2(5) . . ?
C17 C16 H16 120.9 . . ?
C15 C16 H16 120.9 . . ?
N8 C18 C17 123.9(5) . . ?
N8 C18 H18 118.0 . . ?
C17 C18 H18 118.0 . . ?
C16 C17 C18 119.1(5) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
N10 C26 S2 178.9(5) . . ?
C27 O3 H3O 109.5 . . ?
O3 C27 C28 96.8(7) . . ?
O3 C27 H27A 112.4 . . ?
C28 C27 H27A 112.4 . . ?
O3 C27 H27B 112.4 . . ?
C28 C27 H27B 112.4 . . ?
H27A C27 H27B 110.0 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N9 Pb O2 96.62(13) . . ?
N9 Pb N6 81.70(14) . . ?
O2 Pb N6 58.05(9) . . ?
C1 N2 N3 118.5(3) . . ?
C1 N2 H2N 120.7 . . ?
N3 N2 H2N 120.7 . . ?
N3 C7 C8 121.1(4) . . ?
N3 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C19 N6 N7 118.7(4) . . ?
C19 N6 Pb 122.5(3) . . ?
N7 N6 Pb 118.5(2) . . ?
C6 N1 C2 117.0(4) . . ?
C7 N3 N2 117.5(4) . . ?
C12 N4 C8 116.6(4) . . ?
C13 N7 N6 117.4(3) . . ?
C13 N7 H7N 121.3 . . ?
N6 N7 H7N 121.3 . . ?
N4 C8 C9 122.9(4) . . ?
N4 C8 C7 117.4(4) . . ?
C9 C8 C7 119.7(4) . . ?
N6 C19 C20 121.4(4) . . ?
N6 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
O2 C13 N7 122.5(4) . . ?
O2 C13 C14 122.7(4) . . ?
N7 C13 C14 114.8(4) . . ?
C13 O2 Pb 123.2(3) . . ?
N1 C2 C3 123.7(4) . . ?
N1 C2 C1 115.8(4) . . ?
C3 C2 C1 120.5(4) . . ?
O1 C1 N2 122.9(4) . . ?
O1 C1 C2 122.0(4) . . ?
N2 C1 C2 115.1(4) . . ?
C8 C9 C10 119.0(4) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C24 N5 C20 116.3(4) . . ?
N5 C20 C21 122.1(4) . . ?
N5 C20 C19 117.5(4) . . ?
C21 C20 C19 120.4(4) . . ?
N8 C14 C15 123.2(4) . . ?
N8 C14 C13 116.5(4) . . ?
C15 C14 C13 120.3(4) . . ?
C5 C4 C3 118.7(4) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C14 C15 C16 119.0(5) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C2 C3 C4 118.4(4) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C22 C21 C20 119.5(5) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C25 N9 Pb 148.9(4) . . ?
C14 N8 C18 116.6(4) . . ?
C10 C11 C12 118.8(4) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
N4 C12 C11 123.9(5) . . ?
N4 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
C4 C5 C6 119.0(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C11 C10 C9 118.9(4) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
N5 C24 C23 124.5(5) . . ?
N5 C24 H24 117.7 . . ?
C23 C24 H24 117.7 . . ?
N9 C25 S1 178.9(6) . . ?
N1 C6 C5 123.3(5) . . ?
N1 C6 H6 118.4 . . ?
C5 C6 H6 118.4 . . ?
C22 C23 C24 119.0(5) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?

_refine_diff_density_max         0.783
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.093

