# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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 1509582'
_audit_update_record             
;
2016-10-12 deposited with the CCDC.
2017-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H13 I3 N2 Pb'
_chemical_formula_weight         725.09

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   7.8748(5)
_cell_length_b                   10.4050(8)
_cell_length_c                   19.3554(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1585.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3967
_cell_measurement_theta_min      3.1511
_cell_measurement_theta_max      29.0713

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.037
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    16.452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1101
_exptl_absorpt_correction_T_max  0.1557
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9149
_diffrn_reflns_number            8936
_diffrn_reflns_av_R_equivalents  0.1229
_diffrn_reflns_av_sigmaI/netI    0.0613
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         25.67
_reflns_number_total             1596
_reflns_number_gt                1258
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1621P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1596
_refine_ls_number_parameters     98
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0949
_refine_ls_R_factor_gt           0.0832
_refine_ls_wR_factor_ref         0.2460
_refine_ls_wR_factor_gt          0.2296
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.089
_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 0.32176(6) 0.2500 0.74882(3) 0.0402(2) Uani 1 2 d S . .
I1 I 0.07310(10) 0.46187(8) 0.81422(5) 0.0566(3) Uani 1 1 d . . .
I2 I 0.57523(12) 0.2500 0.88172(6) 0.0492(3) Uani 1 2 d S . .
N1 N 0.7179(12) 0.7500 0.9530(5) 0.069(5) Uani 1 2 d SD . .
N2 N 0.393(2) 0.7500 0.7892(10) 0.069(5) Uani 1 2 d S . .
H2A H 0.3616 0.6784 0.7712 0.083 Uiso 0.50 1 calc PR . .
H2B H 0.3578 0.8216 0.7724 0.083 Uiso 0.50 1 calc PR . .
C1 C 1.095(2) 0.7500 0.9603(16) 0.103(10) Uani 0.50 2 d SPDU . 1
H1A H 1.1977 0.7933 0.9471 0.155 Uiso 0.25 1 d PR . 1
H1B H 1.1218 0.6802 0.9908 0.155 Uiso 0.25 1 d PR . 1
H1C H 1.0395 0.7172 0.9198 0.155 Uiso 0.25 1 d PR . 1
C2 C 0.9847(18) 0.8429(15) 0.9966(19) 0.089(9) Uani 0.25 1 d PDU . 1
H2C H 0.9508 0.9128 0.9673 0.107 Uiso 0.25 1 d PR . 1
H2D H 1.0334 0.8757 1.0385 0.107 Uiso 0.25 1 d PR . 1
C3 C 0.8455(18) 0.7500 1.0092(8) 0.093(9) Uani 0.50 2 d SPDU . 1
H3A H 0.8914 0.6650 1.0140 0.112 Uiso 0.25 1 d PR . 1
H3B H 0.7912 0.7722 1.0520 0.112 Uiso 0.25 1 d PR . 1
C1' C 1.084(4) 0.7500 0.9314(9) 0.144(18) Uani 0.50 2 d SPDU . 2
H1'A H 1.2054 0.7500 0.9375 0.216 Uiso 0.50 2 d SPR . 2
H1'B H 1.0512 0.6747 0.9061 0.216 Uiso 0.25 1 d PR . 2
H1'C H 1.0512 0.8253 0.9061 0.216 Uiso 0.25 1 d PR . 2
C2' C 1.0114(14) 0.7500 1.0017(10) 0.111(8) Uani 0.50 2 d SPDU . 2
H2'A H 1.0564 0.8236 1.0253 0.133 Uiso 0.25 1 d PR . 2
H2'B H 1.0564 0.6764 1.0253 0.133 Uiso 0.25 1 d PR . 2
C3' C 0.8267(13) 0.7500 1.0154(7) 0.092(9) Uani 0.50 2 d SPDU . 2
H3'A H 0.7996 0.6754 1.0424 0.110 Uiso 0.25 1 d PR . 2
H3'B H 0.7996 0.8246 1.0424 0.110 Uiso 0.25 1 d PR . 2
C4 C 0.663(2) 0.8609(14) 0.9248(9) 0.080(5) Uani 1 1 d . . .
H4 H 0.7004 0.9379 0.9439 0.096 Uiso 1 1 calc R . .
C5 C 0.5601(13) 0.8658(14) 0.8728(8) 0.063(4) Uani 1 1 d . . .
H5 H 0.5268 0.9446 0.8546 0.076 Uiso 1 1 calc R . .
C6 C 0.499(3) 0.7500 0.8438(10) 0.055(4) Uani 1 2 d S . .


_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 3.1864(12) 6_557 ?
Pb1 I1 3.2042(9) 6_657 ?
Pb1 I1 3.2042(9) 3_556 ?
Pb1 I1 3.2089(9) . ?
Pb1 I1 3.2089(9) 8_565 ?
Pb1 I2 3.2559(12) . ?
I1 Pb1 3.2042(9) 6_557 ?
I2 Pb1 3.1865(12) 6_657 ?
N1 C4 1.349(17) 8_575 ?
N1 C4 1.349(16) . ?
N1 C3' 1.480(9) . ?
N1 C3 1.481(9) . ?
N2 C6 1.34(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C1 C2 1.478(10) 8_575 ?
C1 C2 1.478(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.482(9) . ?
C2 C2 1.93(3) 8_575 ?
C2 H2C 0.9600 . ?
C2 H2D 0.9600 . ?
C3 C2 1.482(9) 8_575 ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C1' C2' 1.477(10) . ?
C1' H1'A 0.9600 . ?
C1' H1'B 0.9600 . ?
C1' H1'C 0.9600 . ?
C2' C3' 1.479(9) . ?
C2' H2'A 0.9600 . ?
C2' H2'B 0.9600 . ?
C3' H3'A 0.9600 . ?
C3' H3'B 0.9600 . ?
C4 C5 1.29(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.413(17) . ?
C5 H5 0.9300 . ?
C6 C5 1.413(17) 8_575 ?

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 94.26(2) 6_557 6_657 ?
I2 Pb1 I1 94.26(2) 6_557 3_556 ?
I1 Pb1 I1 86.95(3) 6_657 3_556 ?
I2 Pb1 I1 86.62(2) 6_557 . ?
I1 Pb1 I1 93.12(3) 6_657 . ?
I1 Pb1 I1 179.11(2) 3_556 . ?
I2 Pb1 I1 86.62(2) 6_557 8_565 ?
I1 Pb1 I1 179.11(2) 6_657 8_565 ?
I1 Pb1 I1 93.12(3) 3_556 8_565 ?
I1 Pb1 I1 86.79(3) . 8_565 ?
I2 Pb1 I2 179.73(3) 6_557 . ?
I1 Pb1 I2 85.54(2) 6_657 . ?
I1 Pb1 I2 85.54(2) 3_556 . ?
I1 Pb1 I2 93.58(2) . . ?
I1 Pb1 I2 93.58(2) 8_565 . ?
Pb1 I1 Pb1 75.760(19) 6_557 . ?
Pb1 I2 Pb1 75.35(3) 6_657 . ?
C4 N1 C4 117.7(16) 8_575 . ?
C4 N1 C3' 121.1(8) 8_575 . ?
C4 N1 C3' 121.1(8) . . ?
C4 N1 C3 121.1(8) 8_575 . ?
C4 N1 C3 121.1(8) . . ?
C3' N1 C3 7.4(9) . . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 C1 C2 81.7(16) 8_575 . ?
C2 C1 H1A 158.2 8_575 . ?
C2 C1 H1A 108.4 . . ?
C2 C1 H1B 48.8 8_575 . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 83.6 8_575 . ?
C2 C1 H1C 110.7 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1'A 137.7 8_575 . ?
C2 C1 H1'A 137.7 . . ?
H1A C1 H1'A 29.4 . . ?
H1B C1 H1'A 94.7 . . ?
H1C C1 H1'A 92.1 . . ?
C2 C1 H1'B 80.8 8_575 . ?
C2 C1 H1'B 126.7 . . ?
H1A C1 H1'B 106.3 . . ?
H1B C1 H1'B 95.4 . . ?
H1C C1 H1'B 17.4 . . ?
H1'A C1 H1'B 82.9 . . ?
C2 C1 H1'C 126.7 8_575 . ?
C2 C1 H1'C 80.8 . . ?
H1A C1 H1'C 74.8 . . ?
H1B C1 H1'C 166.2 . . ?
H1C C1 H1'C 57.2 . . ?
H1'A C1 H1'C 82.9 . . ?
H1'B C1 H1'C 70.8 . . ?
C2 C1 H2'A 79.4 8_575 . ?
C2 C1 H2'A 31.8 . . ?
H1A C1 H2'A 98.9 . . ?
H1B C1 H2'A 85.1 . . ?
H1C C1 H2'A 140.5 . . ?
H1'A C1 H2'A 124.0 . . ?
H1'B C1 H2'A 153.0 . . ?
H1'C C1 H2'A 107.5 . . ?
C2 C1 H2'B 31.8 8_575 . ?
C2 C1 H2'B 79.4 . . ?
H1A C1 H2'B 129.1 . . ?
H1B C1 H2'B 31.2 . . ?
H1C C1 H2'B 114.2 . . ?
H1'A C1 H2'B 124.0 . . ?
H1'B C1 H2'B 107.5 . . ?
H1'C C1 H2'B 153.0 . . ?
H2'A C1 H2'B 61.2 . . ?
C1 C2 C3 94.9(14) . . ?
C1 C2 C2 49.1(8) . 8_575 ?
C3 C2 C2 49.3(7) . 8_575 ?
C1 C2 H2C 112.2 . . ?
C3 C2 H2C 112.7 . . ?
C2 C2 H2C 139.3 8_575 . ?
C1 C2 H2D 113.6 . . ?
C3 C2 H2D 112.8 . . ?
C2 C2 H2D 110.8 8_575 . ?
H2C C2 H2D 109.9 . . ?
C1 C2 H2'A 75.9 . . ?
C3 C2 H2'A 103.8 . . ?
C2 C2 H2'A 75.8 8_575 . ?
H2C C2 H2'A 141.2 . . ?
H2D C2 H2'A 40.2 . . ?
N1 C3 C2 112.4(16) . . ?
N1 C3 C2 112.4(16) . 8_575 ?
C2 C3 C2 81.5(15) . 8_575 ?
N1 C3 H3A 109.0 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3A 30.3 8_575 . ?
N1 C3 H3B 109.3 . . ?
C2 C3 H3B 108.3 . . ?
C2 C3 H3B 129.0 8_575 . ?
H3A C3 H3B 107.8 . . ?
N1 C3 H3'A 102.2 . . ?
C2 C3 H3'A 145.3 . . ?
C2 C3 H3'A 82.8 8_575 . ?
H3A C3 H3'A 53.2 . . ?
H3B C3 H3'A 60.5 . . ?
N1 C3 H3'B 102.2 . . ?
C2 C3 H3'B 82.8 . . ?
C2 C3 H3'B 145.3 8_575 . ?
H3A C3 H3'B 137.5 . . ?
H3B C3 H3'B 32.6 . . ?
H3'A C3 H3'B 93.0 . . ?
C2' C1' H1A 93.7 . . ?
C2' C1' H1B 47.2 . . ?
H1A C1' H1B 78.7 . . ?
C2' C1' H1C 97.3 . . ?
H1A C1' H1C 162.2 . . ?
H1B C1' H1C 98.7 . . ?
C2' C1' H1'A 105.8 . . ?
H1A C1' H1'A 27.9 . . ?
H1B C1' H1'A 71.8 . . ?
H1C C1' H1'A 134.5 . . ?
C2' C1' H1'B 111.3 . . ?
H1A C1' H1'B 137.1 . . ?
H1B C1' H1'B 93.0 . . ?
H1C C1' H1'B 25.1 . . ?
H1'A C1' H1'B 109.5 . . ?
C2' C1' H1'C 111.3 . . ?
H1A C1' H1'C 91.7 . . ?
H1B C1' H1'C 154.7 . . ?
H1C C1' H1'C 97.2 . . ?
H1'A C1' H1'C 109.5 . . ?
H1'B C1' H1'C 109.5 . . ?
C1' C2' C3' 123.2(18) . . ?
C1' C2' H1B 62.5 . . ?
C3' C2' H1B 140.8 . . ?
C1' C2' H2D 113.2 . . ?
C3' C2' H2D 91.6 . . ?
H1B C2' H2D 123.4 . . ?
C1' C2' H3A 116.5 . . ?
C3' C2' H3A 42.4 . . ?
H1B C2' H3A 98.7 . . ?
H2D C2' H3A 125.6 . . ?
C1' C2' H2'A 107.2 . . ?
C3' C2' H2'A 106.1 . . ?
H1B C2' H2'A 108.2 . . ?
H2D C2' H2'A 15.2 . . ?
H3A C2' H2'A 135.6 . . ?
C1' C2' H2'B 107.2 . . ?
C3' C2' H2'B 106.1 . . ?
H1B C2' H2'B 46.0 . . ?
H2D C2' H2'B 115.3 . . ?
H3A C2' H2'B 69.0 . . ?
H2'A C2' H2'B 105.9 . . ?
C2' C3' N1 115.0(12) . . ?
C2' C3' H3A 60.3 . . ?
N1 C3' H3A 105.5 . . ?
C2' C3' H3B 120.3 . . ?
N1 C3' H3B 121.5 . . ?
H3A C3' H3B 116.8 . . ?
C2' C3' H3'A 108.4 . . ?
N1 C3' H3'A 108.4 . . ?
H3A C3' H3'A 54.9 . . ?
H3B C3' H3'A 70.9 . . ?
C2' C3' H3'B 108.4 . . ?
N1 C3' H3'B 108.4 . . ?
H3A C3' H3'B 145.6 . . ?
H3B C3' H3'B 37.1 . . ?
H3'A C3' H3'B 108.0 . . ?
C5 C4 N1 123.4(14) . . ?
C5 C4 H4 118.3 . . ?
N1 C4 H4 118.3 . . ?
C4 C5 C6 119.2(15) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
N2 C6 C5 121.5(9) . 8_575 ?
N2 C6 C5 121.5(9) . . ?
C5 C6 C5 117.0(19) 8_575 . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.67
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         4.721
_refine_diff_density_min         -2.636
_refine_diff_density_rms         0.562
####################################################################### 
# 
# 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_wwww
_database_code_depnum_ccdc_archive 'CCDC 1510132'
_audit_update_record             
;
2016-10-17 deposited with the CCDC.
2017-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H13 I3 N2 Pb'
_chemical_formula_weight         725.09

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   Pnma

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

_cell_length_a                   7.8013(11)
_cell_length_b                   10.2985(15)
_cell_length_c                   19.117(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1535.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9947
_cell_measurement_theta_min      3.76
_cell_measurement_theta_max      27.57


_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.136
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    16.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_T_max  0.976
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20546
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0184
_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       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.82
_diffrn_reflns_theta_max         27.57
_reflns_number_total             1870
_reflns_number_gt                1649
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0284P)²+6.5159P] 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         1870
_refine_ls_number_parameters     83
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0584
_refine_ls_wR_factor_gt          0.0565
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.287
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.82392(3) 0.7500 0.251461(15) 0.01351(10) Uani 1 2 d S . .
I1 I 0.57778(6) 0.7500 0.38366(3) 0.01896(13) Uani 1 2 d S . .
I2 I 0.57517(5) 0.53584(4) 0.18539(2) 0.02386(12) Uani 1 1 d . . .
N1 N 0.2826(11) 0.7500 0.5455(4) 0.042(2) Uani 1 2 d SDU . .
N2 N 0.6138(11) 0.7500 0.7151(4) 0.0335(19) Uani 1 2 d SD . .
H2A H 0.6490 0.6760 0.7331 0.040 Uiso 0.50 1 calc PR . .
H2B H 0.6493 0.8240 0.7330 0.040 Uiso 0.50 1 calc PR . .
C1 C -0.1077(15) 0.7500 0.5483(6) 0.053(3) Uani 1 2 d SDU . .
H1A H -0.2168 0.7100 0.5569 0.080 Uiso 0.50 1 d PR . .
H1B H -0.0474 0.7602 0.5917 0.080 Uiso 0.50 1 d PR . .
H1C H -0.1248 0.8336 0.5272 0.080 Uiso 0.50 1 d PR . .
C2 C -0.0104(15) 0.6719(15) 0.5028(7) 0.033(3) Uani 0.50 1 d PDU . .
H2C H 0.0016 0.5880 0.5240 0.040 Uiso 0.50 1 d PR . .
H2D H -0.0748 0.6604 0.4604 0.040 Uiso 0.50 1 d PR . .
C3 C 0.1669(13) 0.7190(16) 0.4844(5) 0.034(3) Uani 0.50 1 d PDU . .
H3A H 0.2221 0.6542 0.4562 0.041 Uiso 0.50 1 d PR . .
H3B H 0.1548 0.7957 0.4564 0.041 Uiso 0.50 1 d PR . .
C4 C 0.3376(9) 0.8615(9) 0.5736(4) 0.043(2) Uani 1 1 d . . .
H4 H 0.2997 0.9408 0.5534 0.052 Uiso 1 1 calc R . .
C5 C 0.4449(9) 0.8669(7) 0.6294(4) 0.0319(15) Uani 1 1 d . . .
H5 H 0.4805 0.9477 0.6486 0.038 Uiso 1 1 calc R . .
C6 C 0.5005(12) 0.7500 0.6575(5) 0.0244(19) Uani 1 2 d SD . .


_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 3.1739(7) . ?
Pb1 I2 3.1881(5) 4_565 ?
Pb1 I2 3.1881(5) 6_656 ?
Pb1 I2 3.1977(5) . ?
Pb1 I2 3.1977(5) 7_575 ?
Pb1 I1 3.2548(7) 6_656 ?
I1 Pb1 3.2549(7) 6_556 ?
I2 Pb1 3.1880(5) 6_556 ?
N1 C4 1.338(10) . ?
N1 C4 1.338(10) 7_575 ?
N1 C3 1.509(11) 7_575 ?
N1 C3 1.509(11) . ?
N2 C6 1.413(11) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
C1 C2 1.407(14) 7_575 ?
C1 C2 1.407(14) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.507(14) . ?
C2 C2 1.61(3) 7_575 ?
C2 C3 1.816(19) 7_575 ?
C2 H2C 0.9600 . ?
C2 H2D 0.9599 . ?
C3 C3 0.64(3) 7_575 ?
C3 C2 1.816(19) 7_575 ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C4 C5 1.358(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.388(8) . ?
C5 H5 0.9500 . ?
C6 C5 1.388(8) 7_575 ?

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 I2 94.039(14) . 4_565 ?
I1 Pb1 I2 94.039(14) . 6_656 ?
I2 Pb1 I2 87.545(18) 4_565 6_656 ?
I1 Pb1 I2 86.984(14) . . ?
I2 Pb1 I2 178.952(12) 4_565 . ?
I2 Pb1 I2 92.611(16) 6_656 . ?
I1 Pb1 I2 86.984(14) . 7_575 ?
I2 Pb1 I2 92.611(16) 4_565 7_575 ?
I2 Pb1 I2 178.952(12) 6_656 7_575 ?
I2 Pb1 I2 87.214(19) . 7_575 ?
I1 Pb1 I1 179.750(17) . 6_656 ?
I2 Pb1 I1 85.781(14) 4_565 6_656 ?
I2 Pb1 I1 85.781(14) 6_656 6_656 ?
I2 Pb1 I1 93.197(14) . 6_656 ?
I2 Pb1 I1 93.197(14) 7_575 6_656 ?
Pb1 I1 Pb1 74.705(16) . 6_556 ?
Pb1 I2 Pb1 75.309(13) 6_556 . ?
C4 N1 C4 118.1(9) . 7_575 ?
C4 N1 C3 108.7(7) . 7_575 ?
C4 N1 C3 133.1(8) 7_575 7_575 ?
C4 N1 C3 133.1(8) . . ?
C4 N1 C3 108.7(7) 7_575 . ?
C3 N1 C3 24.4(13) 7_575 . ?
C6 N2 H2A 120.0 . . ?
C6 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C2 C1 C2 69.7(13) 7_575 . ?
C2 C1 H1A 146.0 7_575 . ?
C2 C1 H1A 109.8 . . ?
C2 C1 H1B 102.0 7_575 . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 45.8 7_575 . ?
C2 C1 H1C 109.1 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C3 117.1(12) . . ?
C1 C2 C2 55.2(7) . 7_575 ?
C3 C2 C2 71.3(8) . 7_575 ?
C1 C2 C3 100.2(11) . 7_575 ?
C3 C2 C3 19.5(10) . 7_575 ?
C2 C2 C3 51.8(6) 7_575 7_575 ?
C1 C2 H2C 107.7 . . ?
C3 C2 H2C 107.3 . . ?
C2 C2 H2C 154.2 7_575 . ?
C3 C2 H2C 124.3 7_575 . ?
C1 C2 H2D 108.1 . . ?
C3 C2 H2D 108.9 . . ?
C2 C2 H2D 97.1 7_575 . ?
C3 C2 H2D 108.2 7_575 . ?
H2C C2 H2D 107.3 . . ?
C3 C3 C2 108.7(8) 7_575 . ?
C3 C3 N1 77.8(6) 7_575 . ?
C2 C3 N1 115.9(9) . . ?
C3 C3 C2 51.8(6) 7_575 7_575 ?
C2 C3 C2 56.9(11) . 7_575 ?
N1 C3 C2 100.1(9) . 7_575 ?
C3 C3 H3A 134.0 7_575 . ?
C2 C3 H3A 108.6 . . ?
N1 C3 H3A 108.3 . . ?
C2 C3 H3A 151.6 7_575 . ?
C3 C3 H3B 34.6 7_575 . ?
C2 C3 H3B 107.7 . . ?
N1 C3 H3B 108.5 . . ?
C2 C3 H3B 61.6 7_575 . ?
H3A C3 H3B 107.5 . . ?
N1 C4 C5 123.3(8) . . ?
N1 C4 H4 118.4 . . ?
C5 C4 H4 118.4 . . ?
C4 C5 C6 117.4(7) . . ?
C4 C5 H5 121.3 . . ?
C6 C5 H5 121.3 . . ?
C5 C6 C5 120.4(9) 7_575 . ?
C5 C6 N2 119.8(4) 7_575 . ?
C5 C6 N2 119.8(4) . . ?

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
I2 Pb1 I1 Pb1 136.091(9) 4_565 . . 6_556 ?
I2 Pb1 I1 Pb1 -136.091(9) 6_656 . . 6_556 ?
I2 Pb1 I1 Pb1 -43.682(9) . . . 6_556 ?
I2 Pb1 I1 Pb1 43.683(9) 7_575 . . 6_556 ?
I1 Pb1 I1 Pb1 180.000(8) 6_656 . . 6_556 ?
I1 Pb1 I2 Pb1 44.682(10) . . . 6_556 ?
I2 Pb1 I2 Pb1 -122.8(6) 4_565 . . 6_556 ?
I2 Pb1 I2 Pb1 138.593(17) 6_656 . . 6_556 ?
I2 Pb1 I2 Pb1 -42.442(13) 7_575 . . 6_556 ?
I1 Pb1 I2 Pb1 -135.491(12) 6_656 . . 6_556 ?
C2 C1 C2 C3 37.3(14) 7_575 . . . ?
C2 C1 C2 C3 27.1(10) 7_575 . . 7_575 ?
C1 C2 C3 C3 -31.7(12) . . . 7_575 ?
C2 C2 C3 C3 0.002(3) 7_575 . . 7_575 ?
C1 C2 C3 N1 53.5(17) . . . . ?
C2 C2 C3 N1 85.2(10) 7_575 . . . ?
C3 C2 C3 N1 85.2(10) 7_575 . . . ?
C1 C2 C3 C2 -31.7(12) . . . 7_575 ?
C3 C2 C3 C2 -0.002(5) 7_575 . . 7_575 ?
C4 N1 C3 C3 -0.6(9) . . . 7_575 ?
C4 N1 C3 C3 -179.5(7) 7_575 . . 7_575 ?
C4 N1 C3 C2 -105.7(14) . . . . ?
C4 N1 C3 C2 75.4(13) 7_575 . . . ?
C3 N1 C3 C2 -105.1(11) 7_575 . . . ?
C4 N1 C3 C2 -47.7(13) . . . 7_575 ?
C4 N1 C3 C2 133.4(9) 7_575 . . 7_575 ?
C3 N1 C3 C2 -47.0(7) 7_575 . . 7_575 ?
C4 N1 C4 C5 -0.6(14) 7_575 . . . ?
C3 N1 C4 C5 -179.7(7) 7_575 . . . ?
C3 N1 C4 C5 -179.4(9) . . . . ?
N1 C4 C5 C6 0.8(12) . . . . ?
C4 C5 C6 C5 -1.0(14) . . . 7_575 ?
C4 C5 C6 N2 179.2(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.995
_refine_diff_density_min         -1.660
_refine_diff_density_rms         0.255
