# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_compound_1
_database_code_depnum_ccdc_archive 'CCDC 1048272'
_audit_update_record             
;
2015-02-07 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 'C8 H41 I7 N8 O2 Pb' 
;
_chemical_name_common            'C8 H41 I7 N8 O2 Pb'
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C8 H41 I7 N8 O2 Pb'
_chemical_formula_sum            'C8 H41 I7 N8 O2 Pb'
_chemical_formula_weight         1376.98

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_hall  '-C 2yc'

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

_cell_length_a                   15.3294(3)
_cell_length_b                   9.4774(2)
_cell_length_c                   23.2087(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.006(2)
_cell_angle_gamma                90.00
_cell_volume                     3309.81(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3500
_cell_measurement_theta_min      2.6002
_cell_measurement_theta_max      28.9176

_exptl_crystal_description       chip
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.763
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2456
_exptl_absorpt_coefficient_mu    11.644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.30478
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;                                                         
CrysAlisPro, Agilent Technologies,                        
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46)                           
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.         
;
_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8930
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.61
_diffrn_reflns_theta_max         26.73
_reflns_number_total             3488
_reflns_number_gt                3022
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_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)+(0.0900P)²+75.0000P] 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         3488
_refine_ls_number_parameters     132
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1553
_refine_ls_wR_factor_gt          0.1490
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.002

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 0.5000 0.52185(2) 0.7500 0.03110(5) Uani 1 2 d S . .
I1 I 0.432448(18) 0.73159(3) 0.840045(13) 0.04463(8) Uani 1 1 d . . .
I2 I 0.300685(17) 0.52837(3) 0.675254(13) 0.04643(8) Uani 1 1 d . . .
I3 I 0.530634(19) 0.26020(3) 0.662802(12) 0.04305(7) Uani 1 1 d . . .
I4 I 0.2500 0.2500 0.5000 0.07562(18) Uani 1 2 d S . .
N1 N 0.10722(17) 0.5184(4) 0.55381(17) 0.0451(11) Uani 1 1 d D . .
H1A H 0.1249 0.4753 0.5881 0.068 Uiso 1 1 calc R . .
H1B H 0.1149 0.6111 0.5585 0.068 Uiso 0.50 1 calc PR . .
H1C H 0.1390 0.4872 0.5281 0.068 Uiso 1 1 calc R . .
N2 N 0.1820(3) 0.6447(4) 0.79202(18) 0.0543(12) Uani 1 1 d . . .
H2A H 0.1563 0.6751 0.7566 0.081 Uiso 1 1 calc R . .
H2B H 0.2406 0.6410 0.7944 0.081 Uiso 1 1 calc R . .
H2C H 0.1693 0.7035 0.8192 0.081 Uiso 1 1 calc R . .
N3 N 0.2751(3) 0.4252(5) 0.8794(2) 0.0691(14) Uani 1 1 d . . .
H3B H 0.3007 0.5024 0.8968 0.104 Uiso 1 1 d R . .
H3E H 0.2975 0.4066 0.8476 0.104 Uiso 1 1 d R . .
N4 N 0.4171(2) 0.5162(4) 0.55050(14) 0.0382(9) Uani 1 1 d . . .
H4A H 0.3914 0.4509 0.5692 0.057 Uiso 1 1 calc RD . .
H4B H 0.3755 0.5695 0.5288 0.057 Uiso 0.50 1 calc PRD . .
H4E H 0.4521 0.5701 0.5766 0.057 Uiso 1 1 calc R . .
C1 C 0.0137(2) 0.4886(6) 0.53207(8) 0.095(2) Uani 1 1 d D . .
H1D H -0.0218 0.5487 0.5524 0.114 Uiso 1 1 calc R . .
H1E H 0.0017 0.3915 0.5411 0.114 Uiso 1 1 calc R . .
C2 C 0.1488(4) 0.5046(5) 0.8017(3) 0.0613(17) Uani 1 1 d . . .
H2D H 0.1671 0.4398 0.7739 0.074 Uiso 1 1 calc R . .
H2E H 0.0844 0.5071 0.7938 0.074 Uiso 1 1 calc R . .
C3 C 0.1805(3) 0.4492(5) 0.8625(2) 0.0556(15) Uani 1 1 d . . .
H3C H 0.1629 0.5154 0.8901 0.067 Uiso 1 1 calc R . .
H3D H 0.1501 0.3609 0.8664 0.067 Uiso 1 1 calc R . .
C4 C 0.4708(3) 0.4468(5) 0.51208(19) 0.0437(12) Uani 1 1 d . . .
H4C H 0.4316 0.4010 0.4797 0.052 Uiso 1 1 calc R . .
H4D H 0.5079 0.3749 0.5342 0.052 Uiso 1 1 calc R . .
O1W O 0.67428(17) 0.2731(2) 0.52126(9) 0.0488(9) Uani 1 1 d D . .
H1I H 0.6237 0.3131 0.5144 0.059 Uiso 0.50 1 d PR . .
H1F H 0.6992(7) 0.3102(6) 0.55193(17) 0.073 Uiso 1 1 d D . .
H1G H 0.6635(7) 0.1887(3) 0.5230(4) 0.073 Uiso 0.50 1 d PD . .
H1H H 0.6894(5) 0.3003(8) 0.49113(15) 0.073 Uiso 0.50 1 d PD . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pb1 0.02822(8) 0.03511(9) 0.02973(9) 0.000 0.00493(7) 0.000
I1 0.04750(13) 0.04328(13) 0.04223(14) -0.00887(11) 0.00635(11) 0.00838(11)
I2 0.02931(12) 0.06349(16) 0.04412(15) -0.00548(13) 0.00105(11) 0.00235(11)
I3 0.05134(13) 0.04344(13) 0.03610(13) 0.00076(11) 0.01273(11) 0.01039(11)
I4 0.0602(2) 0.0549(2) 0.1149(4) -0.0213(3) 0.0246(3) -0.0166(2)
N1 0.0444(18) 0.0511(19) 0.0367(19) -0.0085(16) -0.0002(15) -0.0109(15)
N2 0.0503(19) 0.057(2) 0.053(2) 0.0130(19) 0.0033(17) 0.0083(18)
N3 0.0442(19) 0.090(3) 0.071(3) 0.043(2) 0.0064(19) 0.015(2)
N4 0.0343(14) 0.061(2) 0.0201(14) -0.0059(14) 0.0076(12) 0.0026(14)
C1 0.066(3) 0.107(4) 0.093(4) 0.048(3) -0.035(3) -0.044(3)
C2 0.065(3) 0.062(3) 0.056(3) -0.015(2) 0.008(2) 0.003(2)
C3 0.046(2) 0.053(2) 0.068(3) 0.001(2) 0.008(2) 0.006(2)
C4 0.0426(18) 0.048(2) 0.044(2) 0.0072(19) 0.0177(16) 0.0069(18)
O1W 0.0400(14) 0.0542(17) 0.0516(17) -0.0034(15) 0.0070(13) 0.0034(13)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.1965(3) 2_656 ?
Pb1 I1 3.1965(3) . ?
Pb1 I2 3.2132(3) 2_656 ?
Pb1 I2 3.2132(3) . ?
Pb1 I3 3.2906(3) . ?
Pb1 I3 3.2906(3) 2_656 ?
N1 C1 1.454(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N2 C2 1.454(7) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N3 C3 1.446(6) . ?
N3 H3B 0.8900 . ?
N3 H3E 0.8900 . ?
N4 C4 1.478(6) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 H4E 0.8900 . ?
C1 C1 1.483(4) 5_566 ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C2 C3 1.498(8) . ?
C2 H2D 0.9700 . ?
C2 H2E 0.9700 . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 C4 1.524(9) 5_666 ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
O1W H1I 0.8499 . ?
O1W H1F 0.820(5) . ?
O1W H1G 0.820(4) . ?
O1W H1H 0.819(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I1 103.094(12) 2_656 . ?
I1 Pb1 I2 87.001(8) 2_656 2_656 ?
I1 Pb1 I2 91.629(8) . 2_656 ?
I1 Pb1 I2 91.629(8) 2_656 . ?
I1 Pb1 I2 87.001(8) . . ?
I2 Pb1 I2 177.798(13) 2_656 . ?
I1 Pb1 I3 87.964(8) 2_656 . ?
I1 Pb1 I3 166.607(8) . . ?
I2 Pb1 I3 96.539(8) 2_656 . ?
I2 Pb1 I3 85.129(8) . . ?
I1 Pb1 I3 166.607(8) 2_656 2_656 ?
I1 Pb1 I3 87.964(8) . 2_656 ?
I2 Pb1 I3 85.129(8) 2_656 2_656 ?
I2 Pb1 I3 96.539(8) . 2_656 ?
I3 Pb1 I3 82.196(11) . 2_656 ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N2 H2A 109.5 . . ?
C2 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C2 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C3 N3 H3B 109.1 . . ?
C3 N3 H3E 109.4 . . ?
H3B N3 H3E 109.5 . . ?
C4 N4 H4A 109.5 . . ?
C4 N4 H4B 109.5 . . ?
H4A N4 H4B 109.5 . . ?
C4 N4 H4E 109.5 . . ?
H4A N4 H4E 109.5 . . ?
H4B N4 H4E 109.5 . . ?
N1 C1 C1 113.0(4) . 5_566 ?
N1 C1 H1D 109.0 . . ?
C1 C1 H1D 109.0 5_566 . ?
N1 C1 H1E 109.0 . . ?
C1 C1 H1E 109.0 5_566 . ?
H1D C1 H1E 107.8 . . ?
N2 C2 C3 113.9(4) . . ?
N2 C2 H2D 108.8 . . ?
C3 C2 H2D 108.8 . . ?
N2 C2 H2E 108.8 . . ?
C3 C2 H2E 108.8 . . ?
H2D C2 H2E 107.7 . . ?
N3 C3 C2 116.0(5) . . ?
N3 C3 H3C 108.3 . . ?
C2 C3 H3C 108.3 . . ?
N3 C3 H3D 108.3 . . ?
C2 C3 H3D 108.3 . . ?
H3C C3 H3D 107.4 . . ?
N4 C4 C4 111.2(5) . 5_666 ?
N4 C4 H4C 109.4 . . ?
C4 C4 H4C 109.4 5_666 . ?
N4 C4 H4D 109.4 . . ?
C4 C4 H4D 109.4 5_666 . ?
H4C C4 H4D 108.0 . . ?
H1I O1W H1F 103.2 . . ?
H1I O1W H1G 105.0 . . ?
H1F O1W H1G 116.1(8) . . ?
H1I O1W H1H 95.5 . . ?
H1F O1W H1H 116.5(8) . . ?
H1G O1W H1H 116.2(9) . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.73
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.363
_refine_diff_density_min         -1.401
_refine_diff_density_rms         0.202
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_compound_2
_database_code_depnum_ccdc_archive 'CCDC 1048273'
_audit_update_record             
;
2015-02-07 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 'C4 H16 Cs2 I8 N4 Pb3'  
;
_chemical_name_common            'C4 H16 Cs2 I8 N4 Pb3'
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C4 H16 Cs2 I8 N4 Pb3'
_chemical_formula_sum            'C4 H16 Cs2 I8 N4 Pb3'
_chemical_formula_weight         2022.80

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'
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'
Cs Cs -0.3680 2.1192 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Cmca
_symmetry_space_group_name_hall  '-C 2bc 2'

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

_cell_length_a                   19.6228(13)
_cell_length_b                   14.0896(8)
_cell_length_c                   10.9953(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3040.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1797
_cell_measurement_theta_min      2.5637
_cell_measurement_theta_max      28.9651

_exptl_crystal_description       block
_exptl_crystal_colour            'faint yellow'
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    4.420
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3392
_exptl_absorpt_coefficient_mu    27.058
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.08868
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;                                                         
CrysAlisPro, Agilent Technologies,                        
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) 
(compiled Jul 11 2012,15:38:31)                           
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.         
;
_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5343
_diffrn_reflns_av_R_equivalents  0.1010
_diffrn_reflns_av_sigmaI/netI    0.1075
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.57
_diffrn_reflns_theta_max         25.50
_reflns_number_total             1458
_reflns_number_gt                1047
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_cell_refinement       
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_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)+(0.0800P)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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.000079(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1458
_refine_ls_number_parameters     55
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0811
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.1748
_refine_ls_wR_factor_gt          0.1649
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_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 0.5000 0.5000 1.0000 0.02694(8) Uani 1 4 d S . .
Pb2 Pb 0.2500 0.530831(14) 0.2500 0.03639(7) Uani 1 2 d S . .
Cs1 Cs 0.5000 0.66027(2) 0.40514(3) 0.04493(11) Uani 1 2 d S . .
I1 I 0.387527(12) 0.356301(16) 0.89240(2) 0.03654(8) Uani 1 1 d . . .
I2 I 0.5000 0.60024(2) 0.74178(3) 0.03384(10) Uani 1 2 d S . .
I3 I 0.33132(2) 0.5000 0.5000 0.04872(13) Uani 1 2 d S . .
N1 N 0.31162(15) 0.3942(2) 0.1923(4) 0.0408(10) Uani 1 1 d . . .
H11A H 0.3269 0.4016 0.1157 0.049 Uiso 1 1 calc R . .
H11B H 0.3481 0.3879 0.2412 0.049 Uiso 1 1 calc R . .
C1 C 0.26961(19) 0.3067(2) 0.1993(4) 0.0356(12) Uani 1 1 d . . .
H1A H 0.2407 0.3025 0.1279 0.043 Uiso 1 1 calc R . .
H1B H 0.2992 0.2515 0.2000 0.043 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pb1 0.02417(14) 0.03068(12) 0.02596(14) 0.00279(10) 0.000 0.000
Pb2 0.03912(13) 0.03299(10) 0.03706(12) 0.000 0.00602(10) 0.000
Cs1 0.0604(2) 0.04266(16) 0.03170(18) 0.00238(15) 0.000 0.000
I1 0.03326(13) 0.04202(12) 0.03433(14) -0.00629(11) -0.00125(12) -0.00500(10)
I2 0.0378(2) 0.03710(17) 0.02660(17) 0.00797(13) 0.000 0.000
I3 0.0394(2) 0.0781(3) 0.02865(19) -0.01785(17) 0.000 0.000
N1 0.0266(16) 0.0498(16) 0.046(2) -0.0057(17) -0.0020(17) 0.0016(15)
C1 0.036(2) 0.0304(17) 0.041(2) 0.0030(17) 0.007(2) -0.0009(16)

_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 I2 3.1711(4) 9_667 ?
Pb1 I2 3.1711(4) . ?
Pb1 I1 3.2202(3) 9_667 ?
Pb1 I1 3.2202(3) . ?
Pb1 I1 3.2202(3) 4_567 ?
Pb1 I1 3.2202(3) 12_655 ?
Pb2 N1 2.360(3) 7_545 ?
Pb2 N1 2.360(3) . ?
Pb2 I3 3.2079(2) 6_554 ?
Pb2 I3 3.2079(2) . ?
Cs1 I2 3.7968(5) . ?
Cs1 I2 3.8226(5) 2_664 ?
Cs1 I1 3.9533(4) 4_566 ?
Cs1 I1 3.9533(4) 9_666 ?
Cs1 I2 4.0103(5) 9_666 ?
Cs1 I3 4.1404(4) . ?
Cs1 I3 4.1404(4) 9_666 ?
Cs1 I1 4.1780(4) 3_656 ?
Cs1 I1 4.1780(4) 10_567 ?
Cs1 Cs1 4.9746(7) 9_666 ?
I1 Cs1 3.9533(4) 9_666 ?
I1 Cs1 4.1780(4) 10_557 ?
I2 Cs1 3.8226(5) 2_665 ?
I2 Cs1 4.0103(5) 9_666 ?
I3 Pb2 3.2079(2) 6 ?
I3 Cs1 4.1404(4) 9_666 ?
N1 C1 1.486(5) . ?
N1 H11A 0.9000 . ?
N1 H11B 0.9000 . ?
C1 C1 1.355(8) 7_545 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?

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
I2 Pb1 I2 180.0 9_667 . ?
I2 Pb1 I1 87.197(7) 9_667 9_667 ?
I2 Pb1 I1 92.803(7) . 9_667 ?
I2 Pb1 I1 92.803(7) 9_667 . ?
I2 Pb1 I1 87.197(7) . . ?
I1 Pb1 I1 180.0 9_667 . ?
I2 Pb1 I1 87.197(7) 9_667 4_567 ?
I2 Pb1 I1 92.803(7) . 4_567 ?
I1 Pb1 I1 86.529(10) 9_667 4_567 ?
I1 Pb1 I1 93.471(10) . 4_567 ?
I2 Pb1 I1 92.803(7) 9_667 12_655 ?
I2 Pb1 I1 87.197(7) . 12_655 ?
I1 Pb1 I1 93.471(10) 9_667 12_655 ?
I1 Pb1 I1 86.529(10) . 12_655 ?
I1 Pb1 I1 180.0 4_567 12_655 ?
N1 Pb2 N1 70.71(15) 7_545 . ?
N1 Pb2 I3 82.24(9) 7_545 6_554 ?
N1 Pb2 I3 85.07(9) . 6_554 ?
N1 Pb2 I3 85.07(9) 7_545 . ?
N1 Pb2 I3 82.24(9) . . ?
I3 Pb2 I3 164.435(7) 6_554 . ?
I2 Cs1 I2 130.897(12) . 2_664 ?
I2 Cs1 I1 142.525(7) . 4_566 ?
I2 Cs1 I1 70.321(8) 2_664 4_566 ?
I2 Cs1 I1 142.525(7) . 9_666 ?
I2 Cs1 I1 70.321(8) 2_664 9_666 ?
I1 Cs1 I1 67.873(10) 4_566 9_666 ?
I2 Cs1 I2 100.886(10) . 9_666 ?
I2 Cs1 I2 128.217(11) 2_664 9_666 ?
I1 Cs1 I2 67.207(8) 4_566 9_666 ?
I1 Cs1 I2 67.207(8) 9_666 9_666 ?
I2 Cs1 I3 68.467(6) . . ?
I2 Cs1 I3 126.854(6) 2_664 . ?
I1 Cs1 I3 74.333(6) 4_566 . ?
I1 Cs1 I3 128.504(10) 9_666 . ?
I2 Cs1 I3 66.566(6) 9_666 . ?
I2 Cs1 I3 68.467(6) . 9_666 ?
I2 Cs1 I3 126.854(6) 2_664 9_666 ?
I1 Cs1 I3 128.504(10) 4_566 9_666 ?
I1 Cs1 I3 74.333(6) 9_666 9_666 ?
I2 Cs1 I3 66.566(6) 9_666 9_666 ?
I3 Cs1 I3 106.155(11) . 9_666 ?
I2 Cs1 I1 68.150(8) . 3_656 ?
I2 Cs1 I1 70.536(8) 2_664 3_656 ?
I1 Cs1 I1 140.793(10) 4_566 3_656 ?
I1 Cs1 I1 100.664(7) 9_666 3_656 ?
I2 Cs1 I1 145.057(6) 9_666 3_656 ?
I3 Cs1 I1 130.440(10) . 3_656 ?
I3 Cs1 I1 78.698(6) 9_666 3_656 ?
I2 Cs1 I1 68.150(8) . 10_567 ?
I2 Cs1 I1 70.536(8) 2_664 10_567 ?
I1 Cs1 I1 100.664(7) 4_566 10_567 ?
I1 Cs1 I1 140.793(10) 9_666 10_567 ?
I2 Cs1 I1 145.057(6) 9_666 10_567 ?
I3 Cs1 I1 78.698(7) . 10_567 ?
I3 Cs1 I1 130.440(10) 9_666 10_567 ?
I1 Cs1 I1 63.776(9) 3_656 10_567 ?
I2 Cs1 Cs1 52.339(9) . 9_666 ?
I2 Cs1 Cs1 176.764(15) 2_664 9_666 ?
I1 Cs1 Cs1 107.062(10) 4_566 9_666 ?
I1 Cs1 Cs1 107.062(10) 9_666 9_666 ?
I2 Cs1 Cs1 48.547(8) 9_666 9_666 ?
I3 Cs1 Cs1 53.078(6) . 9_666 ?
I3 Cs1 Cs1 53.078(6) 9_666 9_666 ?
I1 Cs1 Cs1 112.133(11) 3_656 9_666 ?
I1 Cs1 Cs1 112.133(11) 10_567 9_666 ?
Pb1 I1 Cs1 87.624(7) . 9_666 ?
Pb1 I1 Cs1 81.828(8) . 10_557 ?
Cs1 I1 Cs1 96.141(7) 9_666 10_557 ?
Pb1 I2 Cs1 166.420(12) . . ?
Pb1 I2 Cs1 88.422(10) . 2_665 ?
Cs1 I2 Cs1 105.158(10) . 2_665 ?
Pb1 I2 Cs1 87.307(10) . 9_666 ?
Cs1 I2 Cs1 79.114(10) . 9_666 ?
Cs1 I2 Cs1 175.729(11) 2_665 9_666 ?
Pb2 I3 Pb2 120.343(13) . 6 ?
Pb2 I3 Cs1 96.197(7) . . ?
Pb2 I3 Cs1 133.420(8) 6 . ?
Pb2 I3 Cs1 133.420(8) . 9_666 ?
Pb2 I3 Cs1 96.197(7) 6 9_666 ?
Cs1 I3 Cs1 73.845(11) . 9_666 ?
C1 N1 Pb2 112.3(2) . . ?
C1 N1 H11A 109.1 . . ?
Pb2 N1 H11A 109.1 . . ?
C1 N1 H11B 109.1 . . ?
Pb2 N1 H11B 109.1 . . ?
H11A N1 H11B 107.9 . . ?
C1 C1 N1 110.9(3) 7_545 . ?
C1 C1 H1A 109.5 7_545 . ?
N1 C1 H1A 109.5 . . ?
C1 C1 H1B 109.5 7_545 . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 108.0 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         4.784
_refine_diff_density_min         -3.230
_refine_diff_density_rms         0.639
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_compound_3
_database_code_depnum_ccdc_archive 'CCDC 1048274'
_audit_update_record             
;
2015-02-07 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 'C8 H26 I5 N5 Pb' 
;
_chemical_name_common            'C8 H26 I5 N5 Pb'
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C8 H26 I5 N5 Pb'
_chemical_formula_sum            'C8 H26 I5 N5 Pb'
_chemical_formula_weight         1034.03

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n
_symmetry_space_group_name_hall  '-P 2yn'

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                   15.4571(5)
_cell_length_b                   8.8221(4)
_cell_length_c                   16.7663(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.382(4)
_cell_angle_gamma                90.00
_cell_volume                     2284.35(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4625
_cell_measurement_theta_min      3.3560
_cell_measurement_theta_max      28.6280

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    3.007
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1824
_exptl_absorpt_coefficient_mu    14.141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.28620
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;                                                         
CrysAlisPro, Agilent Technologies,                        
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) 
(compiled Jul 11 2012,15:38:31)                           
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.         
;
_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11239
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.35
_diffrn_reflns_theta_max         25.50
_reflns_number_total             4232
_reflns_number_gt                3656
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_cell_refinement       
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_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)+(0.0178P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4232
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0499
_refine_ls_wR_factor_gt          0.0472
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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 0.407032(8) 0.244754(13) 0.761395(8) 0.01470(3) Uani 1 1 d . . .
I1 I 0.232312(13) 0.46359(2) 0.756301(15) 0.01858(6) Uani 1 1 d . . .
I2 I 0.554292(14) 0.00819(2) 0.759023(15) 0.02232(6) Uani 1 1 d . . .
I3 I 0.403894(14) 0.30719(3) 0.570035(15) 0.02137(6) Uani 1 1 d . . .
I4 I 0.527717(14) 0.53087(2) 0.785708(15) 0.01802(6) Uani 1 1 d . . .
I5 I 0.384800(15) 0.18787(2) 0.949937(15) 0.02187(6) Uani 1 1 d . . .
N1 N 0.6200(2) 0.3066(3) 0.36991(19) 0.0279(9) Uani 1 1 d . . .
H12A H 0.5864 0.3303 0.3273 0.042 Uiso 1 1 calc R . .
H12B H 0.6715 0.2762 0.3543 0.042 Uiso 1 1 calc R . .
H12C H 0.6265 0.3876 0.4012 0.042 Uiso 1 1 calc R . .
N2 N 0.64440(18) 0.2713(3) 0.54075(19) 0.0186(8) Uani 1 1 d . . .
H2C H 0.6151 0.3537 0.5348 0.022 Uiso 1 1 calc R . .
N3 N 0.73993(18) 0.5228(3) 0.60461(18) 0.0193(8) Uani 1 1 d . . .
H11A H 0.7940 0.5118 0.5875 0.023 Uiso 1 1 calc R . .
H11B H 0.7034 0.5251 0.5614 0.023 Uiso 1 1 calc R . .
N4 N 0.85347(18) 0.7620(3) 0.56987(18) 0.0183(8) Uani 1 1 d . . .
H4C H 0.8830 0.6830 0.5838 0.022 Uiso 1 1 calc R . .
N5 N 0.9069(2) 0.7015(3) 0.4040(2) 0.0319(9) Uani 1 1 d . . .
H11C H 0.8915 0.6779 0.3538 0.048 Uiso 1 1 calc R . .
H11D H 0.8956 0.6237 0.4357 0.048 Uiso 1 1 calc R . .
H11E H 0.9633 0.7220 0.4075 0.048 Uiso 1 1 calc R . .
C1 C 0.5789(2) 0.1821(4) 0.4149(2) 0.0280(10) Uani 1 1 d . . .
H1A H 0.5709 0.0941 0.3807 0.034 Uiso 1 1 calc R . .
H1B H 0.5224 0.2145 0.4315 0.034 Uiso 1 1 calc R . .
C2 C 0.6348(2) 0.1413(4) 0.4867(2) 0.0251(10) Uani 1 1 d . . .
H2A H 0.6090 0.0572 0.5144 0.030 Uiso 1 1 calc R . .
H2B H 0.6913 0.1095 0.4700 0.030 Uiso 1 1 calc R . .
C3 C 0.7089(2) 0.2470(3) 0.6058(2) 0.0196(9) Uani 1 1 d . . .
H3A H 0.7640 0.2202 0.5841 0.024 Uiso 1 1 calc R . .
H3B H 0.6908 0.1643 0.6393 0.024 Uiso 1 1 calc R . .
C4 C 0.7186(2) 0.3894(4) 0.6545(2) 0.0204(9) Uani 1 1 d . . .
H4A H 0.6651 0.4089 0.6809 0.025 Uiso 1 1 calc R . .
H4B H 0.7641 0.3751 0.6954 0.025 Uiso 1 1 calc R . .
C5 C 0.7342(2) 0.6687(3) 0.6476(2) 0.0213(9) Uani 1 1 d . . .
H5A H 0.7670 0.6619 0.6981 0.026 Uiso 1 1 calc R . .
H5B H 0.6743 0.6889 0.6590 0.026 Uiso 1 1 calc R . .
C6 C 0.7689(2) 0.7973(4) 0.5992(2) 0.0200(9) Uani 1 1 d . . .
H6A H 0.7290 0.8180 0.5543 0.024 Uiso 1 1 calc R . .
H6B H 0.7730 0.8879 0.6319 0.024 Uiso 1 1 calc R . .
C7 C 0.8829(2) 0.8766(4) 0.5139(2) 0.0244(10) Uani 1 1 d . . .
H7A H 0.9454 0.8855 0.5193 0.029 Uiso 1 1 calc R . .
H7B H 0.8581 0.9740 0.5270 0.029 Uiso 1 1 calc R . .
C8 C 0.8572(2) 0.8368(4) 0.4290(2) 0.0292(11) Uani 1 1 d . . .
H8A H 0.7956 0.8154 0.4246 0.035 Uiso 1 1 calc R . .
H8B H 0.8690 0.9218 0.3944 0.035 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pb1 0.01202(5) 0.01277(6) 0.01933(8) -0.00042(6) 0.00077(5) -0.00003(5)
I1 0.01476(10) 0.01550(10) 0.02552(14) 0.00116(10) 0.00118(10) 0.00313(9)
I2 0.01527(10) 0.01963(11) 0.03177(15) -0.00557(11) -0.00258(10) 0.00326(9)
I3 0.02055(11) 0.02356(11) 0.01998(14) -0.00416(11) 0.00068(10) 0.00096(10)
I4 0.01634(10) 0.01474(10) 0.02304(14) -0.00036(10) 0.00148(10) -0.00092(9)
I5 0.02581(11) 0.01833(11) 0.02177(14) -0.00259(10) 0.00454(11) 0.00002(10)
N1 0.0384(17) 0.0280(16) 0.0172(18) -0.0035(15) -0.0016(15) 0.0137(15)
N2 0.0215(14) 0.0107(13) 0.0233(18) -0.0045(13) -0.0049(13) 0.0056(12)
N3 0.0182(14) 0.0195(14) 0.0198(18) 0.0017(13) -0.0011(13) -0.0019(12)
N4 0.0202(14) 0.0105(13) 0.0242(19) 0.0072(13) 0.0020(14) 0.0050(12)
N5 0.0466(19) 0.0225(15) 0.027(2) 0.0008(15) 0.0084(17) -0.0105(15)
C1 0.0220(18) 0.043(2) 0.019(2) -0.0129(19) -0.0017(17) -0.0042(18)
C2 0.032(2) 0.0147(17) 0.029(2) -0.0020(17) 0.0005(18) -0.0074(15)
C3 0.0196(16) 0.0211(18) 0.018(2) -0.0015(16) 0.0036(16) -0.0013(15)
C4 0.0191(16) 0.0297(19) 0.013(2) 0.0045(17) 0.0011(16) -0.0079(15)
C5 0.0246(17) 0.0233(18) 0.016(2) -0.0023(17) 0.0042(16) 0.0040(15)
C6 0.0261(18) 0.0174(17) 0.016(2) -0.0055(16) -0.0088(16) 0.0057(15)
C7 0.0216(17) 0.0170(18) 0.034(2) -0.0001(17) -0.0018(18) -0.0014(15)
C8 0.0218(18) 0.030(2) 0.036(3) 0.0140(19) -0.0009(18) -0.0017(16)

_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 I2 3.0896(3) . ?
Pb1 I4 3.1550(3) . ?
Pb1 I5 3.2331(3) . ?
Pb1 I3 3.2537(3) . ?
Pb1 I1 3.2904(3) 2_546 ?
Pb1 I1 3.3180(2) . ?
I1 Pb1 3.2904(3) 2_556 ?
N1 C1 1.489(5) . ?
N1 H12A 0.8900 . ?
N1 H12B 0.8900 . ?
N1 H12C 0.8900 . ?
N2 C3 1.462(5) . ?
N2 C2 1.466(4) . ?
N2 H2C 0.8600 . ?
N3 C5 1.480(4) . ?
N3 C4 1.489(4) . ?
N3 H11A 0.9000 . ?
N3 H11B 0.9000 . ?
N4 C6 1.449(4) . ?
N4 C7 1.464(4) . ?
N4 H4C 0.8600 . ?
N5 C8 1.490(5) . ?
N5 H11C 0.8900 . ?
N5 H11D 0.8900 . ?
N5 H11E 0.8900 . ?
C1 C2 1.496(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.502(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.507(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.502(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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
I2 Pb1 I4 96.321(7) . . ?
I2 Pb1 I5 90.919(8) . . ?
I4 Pb1 I5 94.828(7) . . ?
I2 Pb1 I3 94.730(8) . . ?
I4 Pb1 I3 88.651(7) . . ?
I5 Pb1 I3 173.009(7) . . ?
I2 Pb1 I1 88.251(7) . 2_546 ?
I4 Pb1 I1 174.914(7) . 2_546 ?
I5 Pb1 I1 82.841(7) . 2_546 ?
I3 Pb1 I1 93.200(7) . 2_546 ?
I2 Pb1 I1 172.755(7) . . ?
I4 Pb1 I1 90.806(7) . . ?
I5 Pb1 I1 89.772(7) . . ?
I3 Pb1 I1 84.109(7) . . ?
I1 Pb1 I1 84.679(4) 2_546 . ?
Pb1 I1 Pb1 165.933(8) 2_556 . ?
C1 N1 H12A 109.5 . . ?
C1 N1 H12B 109.5 . . ?
H12A N1 H12B 109.5 . . ?
C1 N1 H12C 109.5 . . ?
H12A N1 H12C 109.5 . . ?
H12B N1 H12C 109.5 . . ?
C3 N2 C2 113.3(3) . . ?
C3 N2 H2C 123.4 . . ?
C2 N2 H2C 123.4 . . ?
C5 N3 C4 113.2(3) . . ?
C5 N3 H11A 108.9 . . ?
C4 N3 H11A 108.9 . . ?
C5 N3 H11B 108.9 . . ?
C4 N3 H11B 108.9 . . ?
H11A N3 H11B 107.7 . . ?
C6 N4 C7 112.2(3) . . ?
C6 N4 H4C 123.9 . . ?
C7 N4 H4C 123.9 . . ?
C8 N5 H11C 109.5 . . ?
C8 N5 H11D 109.5 . . ?
H11C N5 H11D 109.5 . . ?
C8 N5 H11E 109.5 . . ?
H11C N5 H11E 109.5 . . ?
H11D N5 H11E 109.5 . . ?
N1 C1 C2 109.9(3) . . ?
N1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
N1 C1 H1B 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
N2 C2 C1 110.4(3) . . ?
N2 C2 H2A 109.6 . . ?
C1 C2 H2A 109.6 . . ?
N2 C2 H2B 109.6 . . ?
C1 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N2 C3 C4 109.4(3) . . ?
N2 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
N2 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.2 . . ?
N3 C4 C3 112.0(3) . . ?
N3 C4 H4A 109.2 . . ?
C3 C4 H4A 109.2 . . ?
N3 C4 H4B 109.2 . . ?
C3 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
N3 C5 C6 111.2(3) . . ?
N3 C5 H5A 109.4 . . ?
C6 C5 H5A 109.4 . . ?
N3 C5 H5B 109.4 . . ?
C6 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
N4 C6 C5 111.6(3) . . ?
N4 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
N4 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
N4 C7 C8 111.7(3) . . ?
N4 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
N4 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
N5 C8 C7 109.6(3) . . ?
N5 C8 H8A 109.8 . . ?
C7 C8 H8A 109.8 . . ?
N5 C8 H8B 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.930
_refine_diff_density_min         -0.880
_refine_diff_density_rms         0.176
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_compound_4
_database_code_depnum_ccdc_archive 'CCDC 1048275'
_audit_update_record             
;
2015-02-07 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 'C6 H17 I4 N3 Pb' 
;
_chemical_name_common            'C6 H17 N3 Pb I4'
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C6 H17 I4 N3 Pb'
_chemical_formula_sum            'C6 H17 I4 N3 Pb'
_chemical_formula_weight         846.02

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'
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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_hall  '-P 2ac 2ab'

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

_cell_length_a                   18.2273(7)
_cell_length_b                   8.9569(4)
_cell_length_c                   20.7698(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3390.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3841
_cell_measurement_theta_min      2.7600
_cell_measurement_theta_max      28.3230

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    3.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2944
_exptl_absorpt_coefficient_mu    17.213
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.16828
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;                                                         
CrysAlisPro, Agilent Technologies,                        
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) 
(compiled Jul 11 2012,15:38:31)                           
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.         
;
_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9947
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0672
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         25.49
_reflns_number_total             3145
_reflns_number_gt                2517
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_cell_refinement       
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;                                                        
CrysAlisPro, Agilent Technologies,                       
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_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)+(0.0860P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3145
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1501
_refine_ls_wR_factor_gt          0.1346
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.008
_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 0.125936(7) 0.331137(17) 0.245721(6) 0.02897(5) Uani 1 1 d . . .
I1 I 0.142380(16) 0.35599(3) 0.395814(13) 0.04470(8) Uani 1 1 d . . .
I2 I 0.225690(14) 0.62848(3) 0.225898(13) 0.04107(8) Uani 1 1 d . . .
I3 I 0.100506(14) 0.28443(3) 0.094741(11) 0.03796(7) Uani 1 1 d . . .
I4 I 0.016340(14) 0.04621(3) 0.259163(12) 0.04168(8) Uani 1 1 d . . .
N1 N 0.0977(2) 0.7493(3) 0.36231(17) 0.0494(11) Uani 1 1 d . . .
H11A H 0.1123 0.7308 0.3222 0.074 Uiso 1 1 calc R . .
H11B H 0.0505 0.7746 0.3622 0.074 Uiso 1 1 calc R . .
H11C H 0.1040 0.6680 0.3863 0.074 Uiso 1 1 calc R . .
N2 N 0.11677(16) 0.7725(3) 0.49689(14) 0.0345(10) Uani 1 1 d . . .
N3 N 0.13448(18) 0.6031(4) 0.61387(15) 0.0450(11) Uani 1 1 d . . .
H12A H 0.1323 0.5119 0.6320 0.054 Uiso 1 1 calc R . .
H12B H 0.1471 0.6691 0.6446 0.054 Uiso 1 1 calc R . .
C1 C 0.0614(2) 0.6432(5) 0.5869(2) 0.0556(14) Uani 1 1 d . . .
H1A H 0.0263 0.6525 0.6218 0.067 Uiso 1 1 calc R . .
H1B H 0.0448 0.5635 0.5588 0.067 Uiso 1 1 calc R . .
C2 C 0.0635(2) 0.7864(4) 0.54973(18) 0.0462(13) Uani 1 1 d . . .
H2A H 0.0153 0.8081 0.5324 0.055 Uiso 1 1 calc R . .
H2B H 0.0777 0.8677 0.5780 0.055 Uiso 1 1 calc R . .
C3 C 0.1911(2) 0.6037(4) 0.56113(19) 0.0438(12) Uani 1 1 d . . .
H3A H 0.2393 0.5885 0.5796 0.053 Uiso 1 1 calc R . .
H3B H 0.1814 0.5221 0.5316 0.053 Uiso 1 1 calc R . .
C4 C 0.1899(2) 0.7490(4) 0.5249(2) 0.0471(13) Uani 1 1 d . . .
H4A H 0.2017 0.8305 0.5538 0.057 Uiso 1 1 calc R . .
H4B H 0.2264 0.7469 0.4909 0.057 Uiso 1 1 calc R . .
C5 C 0.1151(2) 0.9041(4) 0.45595(19) 0.0387(12) Uani 1 1 d . . .
H5A H 0.1453 0.9814 0.4752 0.046 Uiso 1 1 calc R . .
H5B H 0.0652 0.9414 0.4538 0.046 Uiso 1 1 calc R . .
C6 C 0.1418(2) 0.8739(5) 0.38944(19) 0.0508(14) Uani 1 1 d . . .
H6A H 0.1364 0.9624 0.3630 0.061 Uiso 1 1 calc R . .
H6B H 0.1934 0.8468 0.3904 0.061 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pb1 0.02784(8) 0.02950(9) 0.02958(8) -0.00033(5) -0.00015(6) 0.00055(5)
I1 0.04361(14) 0.05893(17) 0.03158(13) 0.00152(11) -0.00447(12) 0.00390(13)
I2 0.03795(13) 0.03965(13) 0.04562(15) 0.00111(12) 0.00354(12) -0.01546(11)
I3 0.04270(13) 0.04106(14) 0.03012(12) 0.00181(11) 0.00205(11) 0.00452(11)
I4 0.03855(13) 0.04014(13) 0.04636(14) 0.01306(11) -0.00770(11) -0.01515(11)
N1 0.065(2) 0.0325(17) 0.051(2) -0.0003(16) -0.0087(18) 0.0052(17)
N2 0.0348(16) 0.0259(16) 0.043(2) -0.0001(15) -0.0072(13) 0.0119(11)
N3 0.0465(18) 0.054(2) 0.0349(18) 0.0099(16) -0.0028(15) -0.0179(15)
C1 0.043(2) 0.068(3) 0.055(3) 0.025(2) 0.012(2) -0.008(2)
C2 0.054(2) 0.050(2) 0.034(2) -0.0064(19) 0.001(2) 0.0008(19)
C3 0.0271(17) 0.052(2) 0.052(2) 0.008(2) -0.0024(19) 0.0083(18)
C4 0.047(2) 0.040(2) 0.055(3) -0.0001(18) -0.001(2) -0.0094(19)
C5 0.050(2) 0.027(2) 0.039(2) 0.0030(17) 0.0070(18) 0.0060(16)
C6 0.043(2) 0.071(3) 0.039(2) 0.010(2) -0.009(2) -0.005(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.1397(3) . ?
Pb1 I3 3.1974(3) . ?
Pb1 I4 3.2321(3) 3 ?
Pb1 I2 3.2509(3) . ?
Pb1 I4 3.2529(3) . ?
Pb1 I2 3.2831(3) 8_655 ?
I2 Pb1 3.2831(3) 8_665 ?
I4 Pb1 3.2321(3) 3_545 ?
N1 C6 1.487(6) . ?
N1 H11A 0.8900 . ?
N1 H11B 0.8900 . ?
N1 H11C 0.8900 . ?
N2 C5 1.454(5) . ?
N2 C4 1.469(5) . ?
N2 C2 1.470(5) . ?
N3 C1 1.489(5) . ?
N3 C3 1.504(5) . ?
N3 H12A 0.9000 . ?
N3 H12B 0.9000 . ?
C1 C2 1.497(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.504(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.490(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I1 Pb1 I3 175.490(9) . . ?
I1 Pb1 I4 93.756(8) . 3 ?
I3 Pb1 I4 86.037(7) . 3 ?
I1 Pb1 I2 90.817(8) . . ?
I3 Pb1 I2 93.673(8) . . ?
I4 Pb1 I2 87.507(8) 3 . ?
I1 Pb1 I4 91.663(8) . . ?
I3 Pb1 I4 83.829(7) . . ?
I4 Pb1 I4 88.715(5) 3 . ?
I2 Pb1 I4 175.609(8) . . ?
I1 Pb1 I2 94.880(8) . 8_655 ?
I3 Pb1 I2 85.646(8) . 8_655 ?
I4 Pb1 I2 170.592(8) 3 8_655 ?
I2 Pb1 I2 88.644(5) . 8_655 ?
I4 Pb1 I2 94.753(8) . 8_655 ?
Pb1 I2 Pb1 153.871(10) . 8_665 ?
Pb1 I4 Pb1 163.264(10) 3_545 . ?
C6 N1 H11A 109.5 . . ?
C6 N1 H11B 109.5 . . ?
H11A N1 H11B 109.5 . . ?
C6 N1 H11C 109.5 . . ?
H11A N1 H11C 109.5 . . ?
H11B N1 H11C 109.5 . . ?
C5 N2 C4 111.5(3) . . ?
C5 N2 C2 110.8(3) . . ?
C4 N2 C2 108.4(3) . . ?
C1 N3 C3 109.7(3) . . ?
C1 N3 H12A 109.7 . . ?
C3 N3 H12A 109.7 . . ?
C1 N3 H12B 109.7 . . ?
C3 N3 H12B 109.7 . . ?
H12A N3 H12B 108.2 . . ?
N3 C1 C2 112.2(3) . . ?
N3 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N3 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
N2 C2 C1 109.2(3) . . ?
N2 C2 H2A 109.8 . . ?
C1 C2 H2A 109.8 . . ?
N2 C2 H2B 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
C4 C3 N3 111.0(3) . . ?
C4 C3 H3A 109.4 . . ?
N3 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
N3 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N2 C4 C3 109.6(3) . . ?
N2 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
N2 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
N2 C5 C6 112.8(3) . . ?
N2 C5 H5A 109.0 . . ?
C6 C5 H5A 109.0 . . ?
N2 C5 H5B 109.0 . . ?
C6 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
N1 C6 C5 108.1(3) . . ?
N1 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
N1 C6 H6B 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         3.452
_refine_diff_density_min         -2.427
_refine_diff_density_rms         0.355
_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_compound_5
_database_code_depnum_ccdc_archive 'CCDC 1048276'
_audit_update_record             
;
2015-02-07 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 'C14 H18 I6 N2 Pb2' 
;
_chemical_name_common            'C14 H18 I6 N2 Pb2'
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C14 H18 I6 N2 Pb2'
_chemical_formula_sum            'C14 H18 I6 N2 Pb2'
_chemical_formula_weight         1390.08

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'
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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_hall  '-P 2ac 2ab'

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

_cell_length_a                   18.1430(6)
_cell_length_b                   15.7880(5)
_cell_length_c                   19.2737(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5520.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4173
_cell_measurement_theta_min      2.7134
_cell_measurement_theta_max      28.8713

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    3.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4784
_exptl_absorpt_coefficient_mu    18.895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.30478
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;                                                         
CrysAlisPro, Agilent Technologies,                        
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46)                           
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.         
;
_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17407
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         25.50
_reflns_number_total             5112
_reflns_number_gt                3700
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_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)+(0.0330P)²+23.8308P] 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         5112
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.003
_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 0.254597(8) 0.759980(9) 0.354442(8) 0.03264(5) Uani 1 1 d . . .
Pb2 Pb 0.250699(8) 1.007908(9) 0.350908(9) 0.03353(5) Uani 1 1 d . . .
I1 I 0.279831(15) 0.879295(19) 0.483752(15) 0.04155(8) Uani 1 1 d . . .
I2 I 0.364161(15) 0.885471(19) 0.271353(17) 0.04718(9) Uani 1 1 d . . .
I3 I 0.116339(15) 0.889334(19) 0.312529(17) 0.04863(9) Uani 1 1 d . . .
I4 I 0.367054(13) 0.632760(16) 0.425096(16) 0.03700(8) Uani 1 1 d . . .
I5 I 0.125879(13) 0.636699(16) 0.411038(15) 0.03612(8) Uani 1 1 d . . .
I6 I 0.264598(16) 0.621804(19) 0.219426(16) 0.04691(9) Uani 1 1 d . . .
N1 N 0.56070(16) 0.6583(2) 0.35339(16) 0.0349(10) Uani 1 1 d . . .
N2 N 0.61808(16) 0.8491(2) 0.39114(17) 0.0367(10) Uani 1 1 d . . .
C1 C 0.5673(2) 0.5731(3) 0.3571(3) 0.0508(15) Uani 1 1 d . . .
H1A H 0.5645 0.5415 0.3164 0.061 Uiso 1 1 calc R . .
C2 C 0.5778(2) 0.5324(3) 0.4178(3) 0.0576(16) Uani 1 1 d . . .
H2A H 0.5825 0.4737 0.4191 0.069 Uiso 1 1 calc R . .
C3 C 0.5814(2) 0.5793(3) 0.4779(3) 0.0553(15) Uani 1 1 d . . .
H3A H 0.5873 0.5526 0.5206 0.066 Uiso 1 1 calc R . .
C4 C 0.5761(2) 0.6658(3) 0.4743(2) 0.0429(13) Uani 1 1 d . . .
H4A H 0.5789 0.6979 0.5147 0.052 Uiso 1 1 calc R . .
C5 C 0.56675(18) 0.7054(2) 0.4115(2) 0.0307(11) Uani 1 1 d . . .
C6 C 0.55889(19) 0.7999(2) 0.4077(2) 0.0301(11) Uani 1 1 d . . .
C7 C 0.4934(2) 0.8380(3) 0.4237(2) 0.0422(13) Uani 1 1 d . . .
H7A H 0.4528 0.8051 0.4355 0.051 Uiso 1 1 calc R . .
C8 C 0.4874(2) 0.9245(3) 0.4225(2) 0.0440(13) Uani 1 1 d . . .
H8A H 0.4430 0.9504 0.4340 0.053 Uiso 1 1 calc R . .
C9 C 0.5464(2) 0.9721(3) 0.4044(2) 0.0491(14) Uani 1 1 d . . .
H9A H 0.5424 1.0308 0.4028 0.059 Uiso 1 1 calc R . .
C10 C 0.6119(2) 0.9337(3) 0.3884(2) 0.0470(14) Uani 1 1 d . . .
H10A H 0.6523 0.9665 0.3757 0.056 Uiso 1 1 calc R . .
C11 C 0.6910(2) 0.8095(3) 0.3756(3) 0.0695(18) Uani 1 1 d . . .
H12A H 0.6902 0.7518 0.3927 0.083 Uiso 1 1 calc R . .
H12B H 0.6966 0.8067 0.3256 0.083 Uiso 1 1 calc R . .
C12 C 0.7544(2) 0.8506(4) 0.4034(3) 0.086(2) Uani 1 1 d . . .
H11A H 0.7979 0.8198 0.3903 0.130 Uiso 1 1 calc R . .
H11B H 0.7508 0.8522 0.4531 0.130 Uiso 1 1 calc R . .
H11C H 0.7573 0.9073 0.3857 0.130 Uiso 1 1 calc R . .
C21 C 0.5490(3) 0.6959(3) 0.2839(2) 0.0597(16) Uani 1 1 d . . .
H22A H 0.5444 0.7568 0.2892 0.072 Uiso 1 1 calc R . .
H22B H 0.5926 0.6853 0.2560 0.072 Uiso 1 1 calc R . .
C22 C 0.4843(2) 0.6645(4) 0.2460(2) 0.0720(19) Uani 1 1 d . . .
H21A H 0.4808 0.6930 0.2021 0.108 Uiso 1 1 calc R . .
H21B H 0.4406 0.6754 0.2726 0.108 Uiso 1 1 calc R . .
H21C H 0.4892 0.6047 0.2384 0.108 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pb1 0.03416(7) 0.02377(7) 0.03998(10) 0.00189(8) -0.00105(7) -0.00101(6)
Pb2 0.03777(8) 0.02255(7) 0.04026(10) 0.00000(8) -0.00087(7) -0.00146(6)
I1 0.04515(13) 0.04333(15) 0.03616(16) 0.00091(15) 0.00057(13) 0.00038(13)
I2 0.05303(14) 0.04067(15) 0.04783(18) 0.00373(15) 0.01693(14) 0.00122(14)
I3 0.04600(13) 0.03637(15) 0.0635(2) -0.00447(16) -0.01879(14) -0.00558(13)
I4 0.03063(11) 0.03058(14) 0.04979(17) 0.00288(14) -0.00542(12) -0.00055(11)
I5 0.03340(11) 0.02938(13) 0.04558(16) -0.00309(13) 0.00832(12) -0.00140(11)
I6 0.05762(15) 0.04432(16) 0.03878(17) 0.00823(15) -0.00165(14) 0.00290(14)
N1 0.0364(15) 0.0360(18) 0.0323(19) -0.0009(17) 0.0021(15) -0.0032(15)
N2 0.0302(15) 0.0314(17) 0.049(2) -0.0023(18) 0.0016(15) 0.0004(14)
C1 0.051(2) 0.037(2) 0.064(3) -0.018(2) 0.004(2) -0.002(2)
C2 0.051(2) 0.032(2) 0.090(4) -0.002(3) -0.007(3) 0.011(2)
C3 0.055(2) 0.044(3) 0.067(3) 0.008(3) -0.020(2) 0.009(2)
C4 0.046(2) 0.038(2) 0.044(3) -0.002(2) -0.021(2) 0.007(2)
C5 0.0221(16) 0.029(2) 0.041(2) -0.008(2) 0.0002(17) -0.0020(16)
C6 0.0366(18) 0.0242(19) 0.030(2) 0.0034(19) -0.0095(17) -0.0015(17)
C7 0.038(2) 0.029(2) 0.060(3) -0.006(2) 0.000(2) -0.0058(18)
C8 0.0346(19) 0.029(2) 0.068(3) -0.005(2) -0.001(2) 0.0073(18)
C9 0.065(3) 0.0160(19) 0.066(3) 0.009(2) -0.008(2) 0.005(2)
C10 0.048(2) 0.031(2) 0.062(3) 0.007(2) -0.001(2) -0.008(2)
C11 0.043(2) 0.054(3) 0.111(4) -0.027(3) 0.019(3) -0.004(2)
C12 0.041(3) 0.130(6) 0.088(4) -0.036(4) -0.006(3) -0.005(3)
C21 0.083(3) 0.052(3) 0.045(3) -0.002(3) -0.008(3) -0.004(3)
C22 0.058(3) 0.101(4) 0.057(3) 0.018(3) -0.006(3) -0.001(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pb1 I1 3.1575(3) . ?
Pb1 I4 3.1704(3) . ?
Pb1 I5 3.2298(3) . ?
Pb1 I2 3.2313(3) . ?
Pb1 I3 3.3340(3) . ?
Pb1 I6 3.4005(4) . ?
Pb2 I6 3.1197(4) 8_665 ?
Pb2 I3 3.1613(3) . ?
Pb2 I2 3.2133(3) . ?
Pb2 I5 3.2391(3) 8_665 ?
Pb2 I4 3.2395(3) 8_665 ?
Pb2 I1 3.3103(3) . ?
I4 Pb2 3.2395(3) 8_655 ?
I5 Pb2 3.2391(3) 8_655 ?
I6 Pb2 3.1197(4) 8_655 ?
N1 C5 1.349(5) . ?
N1 C1 1.353(6) . ?
N1 C21 1.479(5) . ?
N2 C10 1.342(5) . ?
N2 C6 1.363(5) . ?
N2 C11 1.494(5) . ?
C1 C2 1.348(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.377(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.371(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.373(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.501(5) . ?
C6 C7 1.367(5) . ?
C7 C8 1.371(6) . ?
C7 H7A 0.9300 . ?
C8 C9 1.353(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.370(6) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9300 . ?
C11 C12 1.425(7) . ?
C11 H12A 0.9700 . ?
C11 H12B 0.9700 . ?
C12 H11A 0.9600 . ?
C12 H11B 0.9600 . ?
C12 H11C 0.9600 . ?
C21 C22 1.470(6) . ?
C21 H22A 0.9700 . ?
C21 H22B 0.9700 . ?
C22 H21A 0.9600 . ?
C22 H21B 0.9600 . ?
C22 H21C 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
I1 Pb1 I4 86.882(9) . . ?
I1 Pb1 I5 101.407(9) . . ?
I4 Pb1 I5 86.473(8) . . ?
I1 Pb1 I2 86.341(9) . . ?
I4 Pb1 I2 101.854(8) . . ?
I5 Pb1 I2 169.012(9) . . ?
I1 Pb1 I3 86.267(9) . . ?
I4 Pb1 I3 167.509(9) . . ?
I5 Pb1 I3 84.662(8) . . ?
I2 Pb1 I3 88.119(8) . . ?
I1 Pb1 I6 168.245(9) . . ?
I4 Pb1 I6 83.565(8) . . ?
I5 Pb1 I6 84.861(8) . . ?
I2 Pb1 I6 88.927(9) . . ?
I3 Pb1 I6 104.341(9) . . ?
I6 Pb2 I3 94.742(9) 8_665 . ?
I6 Pb2 I2 90.924(9) 8_665 . ?
I3 Pb2 I2 91.496(9) . . ?
I6 Pb2 I5 89.444(9) 8_665 8_665 ?
I3 Pb2 I5 171.310(9) . 8_665 ?
I2 Pb2 I5 96.055(8) . 8_665 ?
I6 Pb2 I4 87.085(9) 8_665 8_665 ?
I3 Pb2 I4 87.425(8) . 8_665 ?
I2 Pb2 I4 177.649(9) . 8_665 ?
I5 Pb2 I4 85.182(8) 8_665 8_665 ?
I6 Pb2 I1 174.913(9) 8_665 . ?
I3 Pb2 I1 86.609(9) . . ?
I2 Pb2 I1 84.133(9) . . ?
I5 Pb2 I1 89.882(8) 8_665 . ?
I4 Pb2 I1 97.883(9) 8_665 . ?
Pb1 I1 Pb2 74.472(8) . . ?
Pb2 I2 Pb1 74.827(8) . . ?
Pb2 I3 Pb1 74.091(7) . . ?
Pb1 I4 Pb2 76.791(7) . 8_655 ?
Pb1 I5 Pb2 75.972(7) . 8_655 ?
Pb2 I6 Pb1 75.132(8) 8_655 . ?
C5 N1 C1 119.8(4) . . ?
C5 N1 C21 122.8(4) . . ?
C1 N1 C21 117.4(4) . . ?
C10 N2 C6 120.7(3) . . ?
C10 N2 C11 118.8(3) . . ?
C6 N2 C11 120.4(3) . . ?
C2 C1 N1 122.2(4) . . ?
C2 C1 H1A 118.9 . . ?
N1 C1 H1A 118.9 . . ?
C1 C2 C3 118.7(4) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 H2A 120.6 . . ?
C4 C3 C2 119.3(5) . . ?
C4 C3 H3A 120.3 . . ?
C2 C3 H3A 120.3 . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
N1 C5 C4 119.4(4) . . ?
N1 C5 C6 120.0(3) . . ?
C4 C5 C6 120.5(4) . . ?
N2 C6 C7 119.2(3) . . ?
N2 C6 C5 120.2(3) . . ?
C7 C6 C5 120.6(3) . . ?
C6 C7 C8 120.2(4) . . ?
C6 C7 H7A 119.9 . . ?
C8 C7 H7A 119.9 . . ?
C9 C8 C7 119.7(4) . . ?
C9 C8 H8A 120.2 . . ?
C7 C8 H8A 120.2 . . ?
C8 C9 C10 119.9(4) . . ?
C8 C9 H9A 120.0 . . ?
C10 C9 H9A 120.0 . . ?
N2 C10 C9 120.3(4) . . ?
N2 C10 H10A 119.9 . . ?
C9 C10 H10A 119.9 . . ?
C12 C11 N2 116.7(4) . . ?
C12 C11 H12A 108.1 . . ?
N2 C11 H12A 108.1 . . ?
C12 C11 H12B 108.1 . . ?
N2 C11 H12B 108.1 . . ?
H12A C11 H12B 107.3 . . ?
C11 C12 H11A 109.5 . . ?
C11 C12 H11B 109.5 . . ?
H11A C12 H11B 109.5 . . ?
C11 C12 H11C 109.5 . . ?
H11A C12 H11C 109.5 . . ?
H11B C12 H11C 109.5 . . ?
C22 C21 N1 115.4(4) . . ?
C22 C21 H22A 108.4 . . ?
N1 C21 H22A 108.4 . . ?
C22 C21 H22B 108.4 . . ?
N1 C21 H22B 108.4 . . ?
H22A C21 H22B 107.5 . . ?
C21 C22 H21A 109.5 . . ?
C21 C22 H21B 109.5 . . ?
H21A C22 H21B 109.5 . . ?
C21 C22 H21C 109.5 . . ?
H21A C22 H21C 109.5 . . ?
H21B C22 H21C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.236
_refine_diff_density_min         -1.802
_refine_diff_density_rms         0.239
####################################################################### 
# 
# 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_compound_6
_database_code_depnum_ccdc_archive 'CCDC 1048277'
_audit_update_record             
;
2015-02-07 deposited with the CCDC.
2015-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 'C16 H20 I6 N2 Pb2' 
;
_chemical_name_common            'C16 H20 I6 N2 Pb2'
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C16 H20 I6 N2 Pb2'
_chemical_formula_sum            'C16 H20 I6 N2 Pb2'
_chemical_formula_weight         1416.12

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'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_space_group_name_hall  '-P 2ybc'

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                   10.8414(4)
_cell_length_b                   18.2977(6)
_cell_length_c                   7.9777(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.088(4)
_cell_angle_gamma                90.00
_cell_volume                     1520.58(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3512
_cell_measurement_theta_min      3.6350
_cell_measurement_theta_max      28.1210

_exptl_crystal_description       prismatic
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    3.093
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1224
_exptl_absorpt_coefficient_mu    17.153
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0792
_exptl_absorpt_correction_T_max  0.3074
_exptl_absorpt_process_details   
;                                                         
CrysAlisPro, Agilent Technologies,                        
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46)                           
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.         
;

_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0355
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8816
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.04
_diffrn_reflns_theta_max         25.50
_reflns_number_total             2825
_reflns_number_gt                2347
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
;
_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)+(0.0375P)²+0.0959P] 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         2825
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0732
_refine_ls_wR_factor_gt          0.0678
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.003
_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 -0.191007(14) 0.247757(6) 0.131908(15) 0.04005(4) Uani 1 1 d . . .
I1 I 0.00636(3) 0.329997(14) -0.04069(3) 0.05519(8) Uani 1 1 d . . .
I2 I -0.17607(3) 0.389237(13) 0.38658(3) 0.05337(8) Uani 1 1 d . . .
I3 I -0.41400(3) 0.306621(14) -0.20005(3) 0.05100(8) Uani 1 1 d . . .
N1 N 0.2681(3) 0.39620(17) 0.3517(4) 0.0556(10) Uani 1 1 d . . .
C1 C 0.4427(3) 0.50655(18) 0.0103(4) 0.0457(11) Uani 1 1 d . . .
H1A H 0.3953 0.5440 -0.0561 0.055 Uiso 1 1 calc R . .
C2 C 0.3838(4) 0.46761(18) 0.1277(4) 0.0436(10) Uani 1 1 d . . .
C3 C 0.2716(4) 0.49300(19) 0.1570(5) 0.0534(12) Uani 1 1 d . . .
H3A H 0.2327 0.5348 0.0995 0.064 Uiso 1 1 calc R . .
C4 C 0.2161(4) 0.4571(2) 0.2709(5) 0.0593(12) Uani 1 1 d . . .
H4A H 0.1418 0.4758 0.2912 0.071 Uiso 1 1 calc R . .
C5 C 0.4341(4) 0.4036(2) 0.2138(5) 0.0693(14) Uani 1 1 d . . .
H5A H 0.5086 0.3834 0.1975 0.083 Uiso 1 1 calc R . .
C6 C 0.3732(5) 0.3703(2) 0.3229(5) 0.0729(15) Uani 1 1 d . . .
H6A H 0.4080 0.3273 0.3789 0.088 Uiso 1 1 calc R . .
C7 C 0.2073(5) 0.3544(3) 0.4680(5) 0.0831(16) Uani 1 1 d . . .
H7A H 0.1156 0.3508 0.4137 0.100 Uiso 1 1 calc R . .
H7B H 0.2420 0.3052 0.4833 0.100 Uiso 1 1 calc R . .
C8 C 0.2298(5) 0.3894(3) 0.6381(5) 0.0919(19) Uani 1 1 d . . .
H8A H 0.1886 0.3616 0.7094 0.138 Uiso 1 1 calc R . .
H8B H 0.1952 0.4380 0.6233 0.138 Uiso 1 1 calc R . .
H8C H 0.3204 0.3915 0.6936 0.138 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pb1 0.04251(9) 0.04833(8) 0.03033(6) 0.00100(5) 0.01181(5) 0.00000(6)
I1 0.05064(16) 0.07228(15) 0.04489(11) -0.01030(11) 0.01697(11) -0.02143(13)
I2 0.06503(18) 0.04240(12) 0.05116(12) 0.00168(10) 0.01353(12) 0.00442(12)
I3 0.04381(15) 0.06308(14) 0.04578(11) 0.00131(11) 0.01185(11) 0.01211(12)
N1 0.0425(19) 0.0660(19) 0.0619(17) -0.0005(15) 0.0207(14) -0.0036(17)
C1 0.042(2) 0.0440(18) 0.0477(17) 0.0029(15) 0.0057(18) 0.0092(19)
C2 0.044(2) 0.0462(18) 0.0439(16) -0.0012(15) 0.0170(15) -0.0019(17)
C3 0.046(2) 0.0436(19) 0.073(2) -0.0050(18) 0.0201(18) 0.0056(18)
C4 0.042(2) 0.066(2) 0.077(2) -0.0270(19) 0.0272(18) -0.007(2)
C5 0.058(3) 0.079(3) 0.077(2) 0.027(2) 0.028(2) 0.024(2)
C6 0.063(3) 0.086(3) 0.068(2) 0.033(2) 0.015(2) 0.013(3)
C7 0.070(3) 0.128(4) 0.065(2) -0.010(3) 0.0432(19) -0.024(3)
C8 0.094(4) 0.117(4) 0.077(3) 0.006(3) 0.043(2) -0.001(3)

_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 I2 3.2118(3) 4_565 ?
Pb1 I1 3.2136(3) 4_566 ?
Pb1 I1 3.2205(3) . ?
Pb1 I3 3.2292(3) 4_566 ?
Pb1 I3 3.2357(3) . ?
Pb1 I2 3.2670(3) . ?
I1 Pb1 3.2136(3) 4_565 ?
I2 Pb1 3.2118(3) 4_566 ?
I3 Pb1 3.2292(3) 4_565 ?
N1 C6 1.312(6) . ?
N1 C4 1.332(5) . ?
N1 C7 1.491(6) . ?
C1 C1 1.319(7) 3_665 ?
C1 C2 1.458(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.381(6) . ?
C2 C5 1.391(5) . ?
C3 C4 1.386(6) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 C6 1.372(6) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.459(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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
I2 Pb1 I1 90.865(7) 4_565 4_566 ?
I2 Pb1 I1 87.275(8) 4_565 . ?
I1 Pb1 I1 100.529(10) 4_566 . ?
I2 Pb1 I3 100.513(8) 4_565 4_566 ?
I1 Pb1 I3 86.137(8) 4_566 4_566 ?
I1 Pb1 I3 169.738(8) . 4_566 ?
I2 Pb1 I3 85.035(7) 4_565 . ?
I1 Pb1 I3 172.210(8) 4_566 . ?
I1 Pb1 I3 85.915(8) . . ?
I3 Pb1 I3 88.100(9) 4_566 . ?
I2 Pb1 I2 174.383(11) 4_565 . ?
I1 Pb1 I2 86.461(7) 4_566 . ?
I1 Pb1 I2 88.357(8) . . ?
I3 Pb1 I2 84.248(8) 4_566 . ?
I3 Pb1 I2 98.178(7) . . ?
Pb1 I1 Pb1 76.645(7) 4_565 . ?
Pb1 I2 Pb1 76.015(6) 4_566 . ?
Pb1 I3 Pb1 76.214(7) 4_565 . ?
C6 N1 C4 119.3(4) . . ?
C6 N1 C7 118.6(3) . . ?
C4 N1 C7 122.0(4) . . ?
C1 C1 C2 125.9(4) 3_665 . ?
C1 C1 H1A 117.0 3_665 . ?
C2 C1 H1A 117.0 . . ?
C3 C2 C5 116.3(4) . . ?
C3 C2 C1 120.5(3) . . ?
C5 C2 C1 123.2(4) . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
N1 C4 C3 120.8(4) . . ?
N1 C4 H4A 119.6 . . ?
C3 C4 H4A 119.6 . . ?
C6 C5 C2 119.7(4) . . ?
C6 C5 H5A 120.1 . . ?
C2 C5 H5A 120.1 . . ?
N1 C6 C5 122.9(4) . . ?
N1 C6 H6A 118.5 . . ?
C5 C6 H6A 118.5 . . ?
C8 C7 N1 111.4(4) . . ?
C8 C7 H7A 109.4 . . ?
N1 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
N1 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.850
_refine_diff_density_min         -0.981
_refine_diff_density_rms         0.162
