# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

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

data_280K
_database_code_depnum_ccdc_archive 'CCDC 1577162'
_audit_update_record             
;
2017-09-29 deposited with the CCDC.
2018-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '1-Methylpiperidinium triiodoplumbate(II)'
_chemical_name_common            '1-Methylpiperidinium triiodoplumbate(II)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H14 N, Pb I3'
_chemical_formula_sum            'C12 H27.98 I6 N1.98 Pb2'
_chemical_formula_weight         1375.84

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
_space_group_name_Hall           '-P 2ac 2n'
_space_group_IT_number           62

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                   16.1575(11)
_cell_length_b                   8.0428(5)
_cell_length_c                   11.0622(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1437.55(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    280(2)
_cell_measurement_reflns_used    2310
_cell_measurement_theta_min      3.8910
_cell_measurement_theta_max      28.9920

_exptl_crystal_description       block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192
_exptl_absorpt_coefficient_mu    18.138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.14511
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      280(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  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4217
_diffrn_reflns_av_R_equivalents  0.0777
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.38
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1363
_reflns_number_gt                1065
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0605P)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         1363
_refine_ls_number_parameters     57
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1285
_refine_ls_wR_factor_gt          0.1181
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.065
_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 0.5000 0.5000 1.0000 0.0527(3) Uani 1 2 d S . .
I1 I 0.38679(8) 0.7500 0.84163(12) 0.0728(4) Uani 1 2 d S . .
I2 I 0.65149(7) 0.7500 0.94436(13) 0.0683(4) Uani 1 2 d S . .
I3 I 0.53760(7) 0.2500 0.77793(11) 0.0657(4) Uani 1 2 d S . .
N1 N 0.208(4) 0.7500 1.088(5) 0.123(14) Uiso 0.56(7) 2 d SPU . 2
H1A H 0.2559 0.7500 1.0462 0.148 Uiso 0.56(7) 2 d SPR . 2
C4 C 0.083(2) 0.681(4) 0.933(3) 0.090(9) Uiso 0.50 1 d PU . .
H4A H 0.0353 0.6969 0.9842 0.108 Uiso 0.50 1 d PR . .
H4B H 0.0634 0.6339 0.8586 0.108 Uiso 0.50 1 d PR . .
C6 C 0.187(3) 0.618(5) 1.100(4) 0.107(10) Uiso 0.50 1 d PU . .
H6A H 0.1304 0.5944 1.1277 0.128 Uiso 0.50 1 d PR . .
H6B H 0.2347 0.5475 1.1065 0.128 Uiso 0.50 1 d PR . .
C5 C 0.136(3) 0.567(8) 0.990(4) 0.127(14) Uiso 0.50 1 d PU . .
H5A H 0.1735 0.5260 0.9294 0.153 Uiso 0.50 1 d PR . .
H5B H 0.1031 0.4739 1.0156 0.153 Uiso 0.50 1 d PR . .
N1A N 0.167(5) 0.7500 1.136(6) 0.104(15) Uiso 0.43(7) 2 d SPU . 1
H1AA H 0.1190 0.7500 1.1765 0.125 Uiso 0.43(7) 2 d SPR . 1
C1 C 0.227(3) 0.847(6) 1.217(4) 0.138(13) Uiso 0.50 1 d PU . .
H1D H 0.2434 0.7806 1.2848 0.207 Uiso 0.50 1 d PR . .
H1E H 0.2742 0.8751 1.1693 0.207 Uiso 0.50 1 d PR . .
H1F H 0.2004 0.9467 1.2452 0.207 Uiso 0.50 1 d PR . .
C3 C 0.119(3) 0.849(5) 0.905(4) 0.107(11) Uiso 0.50 1 d PU . .
H3A H 0.0774 0.9265 0.8791 0.128 Uiso 0.50 1 d PR . .
H3B H 0.1616 0.8424 0.8442 0.128 Uiso 0.50 1 d PR . .
C2 C 0.156(3) 0.897(6) 1.036(4) 0.103(11) Uiso 0.50 1 d PU . .
H2A H 0.2089 0.9463 1.0234 0.124 Uiso 0.50 1 d PR . .
H2B H 0.1204 0.9799 1.0709 0.124 Uiso 0.50 1 d PR . .

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 0.0539(5) 0.0310(5) 0.0733(6) -0.0013(2) -0.0049(3) 0.0002(2)
I1 0.0762(8) 0.0514(7) 0.0907(9) 0.000 -0.0312(6) 0.000
I2 0.0533(6) 0.0509(8) 0.1008(10) 0.000 0.0073(6) 0.000
I3 0.0730(8) 0.0551(8) 0.0689(7) 0.000 0.0053(6) 0.000

_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 3.2269(9) . ?
Pb1 I2 3.2270(8) 5_667 ?
Pb1 I3 3.2321(9) 5_667 ?
Pb1 I3 3.2322(9) . ?
Pb1 I1 3.2339(9) 5_667 ?
Pb1 I1 3.2339(9) . ?
I1 Pb1 3.2338(9) 4_657 ?
I2 Pb1 3.2270(8) 4_657 ?
I3 Pb1 3.2321(9) 4_647 ?
N1 C6 1.13(4) 8_575 ?
N1 C6 1.13(4) . ?
N1 C2 1.57(6) 8_575 ?
N1 C2 1.57(6) . ?
N1 C1 1.65(6) 8_575 ?
N1 C1 1.65(6) . ?
C4 C3 0.71(5) 8_575 ?
C4 C4 1.10(6) 8_575 ?
C4 C5 1.42(6) . ?
C4 C3 1.50(4) . ?
C4 C2 1.75(5) 8_575 ?
C6 C2 0.88(5) 8_575 ?
C6 N1A 1.18(5) . ?
C6 C1 1.47(5) 8_575 ?
C6 C5 1.52(6) . ?
C5 C2 0.66(6) 8_575 ?
C5 C3 1.20(5) 8_575 ?
N1A C6 1.18(5) 8_575 ?
N1A C1 1.53(6) 8_575 ?
N1A C1 1.53(6) . ?
N1A C2 1.63(6) . ?
N1A C2 1.63(6) 8_575 ?
C1 C6 1.47(5) 8_575 ?
C1 C1 1.56(9) 8_575 ?
C3 C4 0.71(5) 8_575 ?
C3 C5 1.20(5) 8_575 ?
C3 C3 1.59(8) 8_575 ?
C3 C2 1.61(6) . ?
C2 C5 0.66(6) 8_575 ?
C2 C6 0.88(5) 8_575 ?
C2 C4 1.75(5) 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 I2 180.0 . 5_667 ?
I2 Pb1 I3 84.26(3) . 5_667 ?
I2 Pb1 I3 95.74(3) 5_667 5_667 ?
I2 Pb1 I3 95.74(3) . . ?
I2 Pb1 I3 84.26(3) 5_667 . ?
I3 Pb1 I3 180.0 5_667 . ?
I2 Pb1 I1 93.54(3) . 5_667 ?
I2 Pb1 I1 86.46(3) 5_667 5_667 ?
I3 Pb1 I1 94.67(3) 5_667 5_667 ?
I3 Pb1 I1 85.33(3) . 5_667 ?
I2 Pb1 I1 86.46(3) . . ?
I2 Pb1 I1 93.54(3) 5_667 . ?
I3 Pb1 I1 85.33(3) 5_667 . ?
I3 Pb1 I1 94.67(3) . . ?
I1 Pb1 I1 180.0 5_667 . ?
Pb1 I1 Pb1 76.89(2) 4_657 . ?
Pb1 I2 Pb1 77.08(2) . 4_657 ?
Pb1 I3 Pb1 76.94(3) 4_647 . ?
C6 N1 C6 142(9) 8_575 . ?
C6 N1 C2 126(5) 8_575 8_575 ?
C6 N1 C2 33(3) . 8_575 ?
C6 N1 C2 33(3) 8_575 . ?
C6 N1 C2 126(5) . . ?
C2 N1 C2 97(4) 8_575 . ?
C6 N1 C1 114(5) 8_575 8_575 ?
C6 N1 C1 61(3) . 8_575 ?
C2 N1 C1 94(3) 8_575 8_575 ?
C2 N1 C1 141(5) . 8_575 ?
C6 N1 C1 61(3) 8_575 . ?
C6 N1 C1 114(5) . . ?
C2 N1 C1 141(5) 8_575 . ?
C2 N1 C1 94(3) . . ?
C1 N1 C1 56(4) 8_575 . ?
C3 C4 C4 110(5) 8_575 8_575 ?
C3 C4 C5 58(5) 8_575 . ?
C4 C4 C5 131(3) 8_575 . ?
C3 C4 C3 84(6) 8_575 . ?
C4 C4 C3 26.3(19) 8_575 . ?
C5 C4 C3 116(4) . . ?
C3 C4 C2 67(5) 8_575 8_575 ?
C4 C4 C2 111.0(19) 8_575 8_575 ?
C5 C4 C2 21(3) . 8_575 ?
C3 C4 C2 101(3) . 8_575 ?
C2 C6 N1 102(6) 8_575 . ?
C2 C6 N1A 103(6) 8_575 . ?
N1 C6 N1A 43(3) . . ?
C2 C6 C1 170(6) 8_575 8_575 ?
N1 C6 C1 77(4) . 8_575 ?
N1A C6 C1 70(4) . 8_575 ?
C2 C6 C5 8(5) 8_575 . ?
N1 C6 C5 109(5) . . ?
N1A C6 C5 111(5) . . ?
C1 C6 C5 171(4) 8_575 . ?
C2 C5 C3 117(10) 8_575 8_575 ?
C2 C5 C4 110(9) 8_575 . ?
C3 C5 C4 30(3) 8_575 . ?
C2 C5 C6 11(6) 8_575 . ?
C3 C5 C6 127(6) 8_575 . ?
C4 C5 C6 121(4) . . ?
C6 N1A C6 129(8) 8_575 . ?
C6 N1A C1 119(5) 8_575 8_575 ?
C6 N1A C1 64(3) . 8_575 ?
C6 N1A C1 64(3) 8_575 . ?
C6 N1A C1 119(5) . . ?
C1 N1A C1 61(4) 8_575 . ?
C6 N1A C2 32(3) 8_575 . ?
C6 N1A C2 117(5) . . ?
C1 N1A C2 147(5) 8_575 . ?
C1 N1A C2 96(3) . . ?
C6 N1A C2 117(5) 8_575 8_575 ?
C6 N1A C2 32(3) . 8_575 ?
C1 N1A C2 96(3) 8_575 8_575 ?
C1 N1A C2 147(5) . 8_575 ?
C2 N1A C2 93(4) . 8_575 ?
C6 C1 N1A 46(2) 8_575 . ?
C6 C1 C1 101(2) 8_575 8_575 ?
N1A C1 C1 59(2) . 8_575 ?
C6 C1 N1 42(2) 8_575 . ?
N1A C1 N1 31(2) . . ?
C1 C1 N1 61.8(18) 8_575 . ?
C4 C3 C5 92(6) 8_575 8_575 ?
C4 C3 C4 44(4) 8_575 . ?
C5 C3 C4 116(4) 8_575 . ?
C4 C3 C3 70(5) 8_575 8_575 ?
C5 C3 C3 125(4) 8_575 8_575 ?
C4 C3 C3 26.3(19) . 8_575 ?
C4 C3 C2 89(5) 8_575 . ?
C5 C3 C2 21(3) 8_575 . ?
C4 C3 C2 100(3) . . ?
C3 C3 C2 104(2) 8_575 . ?
C5 C2 C6 161(10) 8_575 8_575 ?
C5 C2 N1 151(10) 8_575 . ?
C6 C2 N1 45(4) 8_575 . ?
C5 C2 C3 41(7) 8_575 . ?
C6 C2 C3 155(6) 8_575 . ?
N1 C2 C3 111(3) . . ?
C5 C2 N1A 153(9) 8_575 . ?
C6 C2 N1A 45(4) 8_575 . ?
N1 C2 N1A 31(2) . . ?
C3 C2 N1A 119(3) . . ?
C5 C2 C4 50(7) 8_575 8_575 ?
C6 C2 C4 149(6) 8_575 8_575 ?
N1 C2 C4 110(3) . 8_575 ?
C3 C2 C4 23.9(17) . 8_575 ?
N1A C2 C4 105(3) . 8_575 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         2.163
_refine_diff_density_min         -1.904
_refine_diff_density_rms         0.309
_exptl_crystal_preparation       
'Semiconducting and switchable dielectric properties'
####################################################################### 
# 
# 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_180K
_database_code_depnum_ccdc_archive 'CCDC 1577163'
_audit_update_record             
;
2017-09-29 deposited with the CCDC.
2018-01-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '1-Methylpiperidinium triiodoplumbate(II)'
_chemical_name_common            '1-Methylpiperidinium triiodoplumbate(II)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H14 N, Pb I3'
_chemical_formula_sum            'C6 H14 I3 N Pb'
_chemical_formula_weight         688.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_space_group_IT_number           14
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_angle_alpha                90.00
_cell_angle_beta                 92.088(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0435(8)
_cell_length_b                   15.8720(16)
_cell_length_c                   11.0048(13)
_cell_measurement_reflns_used    2863
_cell_measurement_temperature    180(2)
_cell_measurement_theta_min      3.6260
_cell_measurement_theta_max      28.7340
_cell_volume                     1404.0(3)
_exptl_absorpt_coefficient_mu    18.572
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_F_000             1192
_exptl_crystal_density_diffrn    3.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_exptl_special_details           ?
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_sigmaI/netI    0.0625
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7598
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.34
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1914
_reflns_number_total             2462
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_publication_material  
;
 OLEX2: a complete structure solution, refinement and analysis program.
 Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         9.942
_refine_diff_density_min         -2.849
_refine_diff_density_rms         0.838
_refine_ls_R_factor_all          0.1197
_refine_ls_R_factor_gt           0.1065
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.239
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         2462
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.235
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_wR_factor_gt          0.2949
_refine_ls_wR_factor_ref         0.3182
_refine_ls_weighting_details     
;
calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_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.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.5000 0.0419(5) Uani 1 2 d S . .
Pb2 Pb 1.0000 0.5000 0.5000 0.0416(5) Uani 1 2 d S . .
I3 I 0.74775(19) 0.34638(8) 0.44598(16) 0.0511(6) Uani 1 1 d . . .
I4 I 1.2378(2) 0.46081(9) 0.27732(13) 0.0493(6) Uani 1 1 d . . .
I5 I 1.2590(2) 0.38669(9) 0.65984(15) 0.0539(6) Uani 1 1 d . . .
N7 N 0.221(3) 0.674(2) 0.118(2) 0.091(7) Uani 1 1 d DU . .
H7 H 0.2378 0.6239 0.1598 0.109 Uiso 1 1 calc R . .
C8 C 0.100(4) 0.643(2) 0.017(3) 0.081(8) Uani 1 1 d U . .
H8A H 0.0061 0.6135 0.0557 0.097 Uiso 1 1 calc R . .
H8B H 0.0535 0.6917 -0.0277 0.097 Uiso 1 1 calc R . .
C9 C 0.177(4) 0.583(2) -0.072(3) 0.089(9) Uani 1 1 d DU . .
H9A H 0.1680 0.5240 -0.0430 0.106 Uiso 1 1 calc R . .
H9B H 0.1172 0.5868 -0.1524 0.106 Uiso 1 1 calc R . .
C6 C 0.388(3) 0.690(2) 0.088(3) 0.076(8) Uani 1 1 d U . .
H6A H 0.3915 0.7445 0.0450 0.091 Uiso 1 1 calc R . .
H6B H 0.4554 0.6955 0.1641 0.091 Uiso 1 1 calc R . .
C10 C 0.356(4) 0.605(2) -0.086(3) 0.100(11) Uani 1 1 d DU . .
H10A H 0.4086 0.5556 -0.1235 0.120 Uiso 1 1 calc R . .
H10B H 0.3583 0.6511 -0.1459 0.120 Uiso 1 1 calc R . .
C11 C 0.464(5) 0.630(3) 0.015(4) 0.111(15) Uani 1 1 d . . .
H11A H 0.4941 0.5799 0.0654 0.134 Uiso 1 1 calc R . .
H11B H 0.5682 0.6538 -0.0157 0.134 Uiso 1 1 calc R . .
C12 C 0.146(5) 0.7231(15) 0.216(3) 0.093(12) Uani 1 1 d D . .
H12A H 0.0688 0.7649 0.1809 0.139 Uiso 1 1 calc R . .
H12B H 0.2337 0.7519 0.2646 0.139 Uiso 1 1 calc R . .
H12C H 0.0855 0.6848 0.2689 0.139 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 0.0363(10) 0.0286(8) 0.0604(9) 0.0019(4) -0.0013(6) 0.0012(4)
Pb2 0.0358(10) 0.0299(8) 0.0591(9) 0.0022(4) 0.0003(6) -0.0005(4)
I3 0.0486(12) 0.0287(9) 0.0758(12) -0.0056(6) -0.0020(7) 0.0009(6)
I4 0.0559(11) 0.0349(9) 0.0573(10) -0.0009(6) 0.0042(7) 0.0010(6)
I5 0.0532(12) 0.0410(10) 0.0673(11) 0.0153(7) -0.0022(8) -0.0032(7)
N7 0.089(17) 0.102(17) 0.082(14) -0.009(14) 0.019(13) -0.004(15)
C8 0.048(17) 0.087(18) 0.109(19) 0.018(16) 0.014(14) 0.000(15)
C9 0.09(2) 0.092(19) 0.084(17) -0.026(15) -0.003(16) 0.023(18)
C6 0.031(13) 0.10(2) 0.093(17) 0.023(17) -0.008(12) 0.001(15)
C10 0.10(2) 0.12(2) 0.078(19) -0.022(17) -0.011(18) 0.06(2)
C11 0.15(4) 0.08(2) 0.10(3) -0.03(2) 0.02(3) 0.00(3)
C12 0.15(3) 0.028(12) 0.11(2) 0.004(13) 0.07(2) -0.011(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 I3 3.2181(14) 3_666 ?
Pb1 I3 3.2181(14) . ?
Pb1 I4 3.2348(16) 1_455 ?
Pb1 I4 3.2348(16) 3_766 ?
Pb1 I5 3.2148(16) 1_455 ?
Pb1 I5 3.2148(16) 3_766 ?
Pb2 I3 3.2137(14) 3_766 ?
Pb2 I3 3.2137(14) . ?
Pb2 I4 3.2237(15) . ?
Pb2 I4 3.2237(15) 3_766 ?
Pb2 I5 3.2252(16) 3_766 ?
Pb2 I5 3.2252(16) . ?
I4 Pb1 3.2348(16) 1_655 ?
I5 Pb1 3.2148(16) 1_655 ?
N7 C8 1.54(4) . ?
N7 C6 1.41(4) . ?
N7 C12 1.475(10) . ?
C8 C9 1.52(5) . ?
C9 C10 1.490(10) . ?
C6 C11 1.39(4) . ?
C10 C11 1.45(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
Pb1 I5 Pb2 77.29(3) 1_655 . ?
Pb2 I3 Pb1 77.41(3) . . ?
Pb2 I4 Pb1 77.03(3) . 1_655 ?
I3 Pb1 I3 180.0 3_666 . ?
I3 Pb1 I4 83.95(4) . 3_766 ?
I3 Pb1 I4 83.95(4) 3_666 1_455 ?
I3 Pb1 I4 96.05(4) . 1_455 ?
I3 Pb1 I4 96.05(4) 3_666 3_766 ?
I3 Pb2 I3 180.0 3_766 . ?
I3 Pb2 I4 95.80(4) . . ?
I3 Pb2 I4 84.20(4) . 3_766 ?
I3 Pb2 I4 95.80(4) 3_766 3_766 ?
I3 Pb2 I4 84.20(4) 3_766 . ?
I3 Pb2 I5 93.94(4) . . ?
I3 Pb2 I5 93.94(4) 3_766 3_766 ?
I3 Pb2 I5 86.06(4) . 3_766 ?
I3 Pb2 I5 86.06(4) 3_766 . ?
I4 Pb1 I4 180.0 1_455 3_766 ?
I4 Pb2 I4 180.0 . 3_766 ?
I4 Pb2 I5 94.72(4) 3_766 . ?
I4 Pb2 I5 94.72(4) . 3_766 ?
I4 Pb2 I5 85.28(4) . . ?
I4 Pb2 I5 85.28(4) 3_766 3_766 ?
I5 Pb1 I3 86.16(4) 1_455 3_666 ?
I5 Pb1 I3 93.84(4) 3_766 3_666 ?
I5 Pb1 I3 93.84(4) 1_455 . ?
I5 Pb1 I3 86.16(4) 3_766 . ?
I5 Pb1 I4 85.26(4) 1_455 1_455 ?
I5 Pb1 I4 94.74(4) 1_455 3_766 ?
I5 Pb1 I4 94.74(4) 3_766 1_455 ?
I5 Pb1 I4 85.26(4) 3_766 3_766 ?
I5 Pb1 I5 180.0 1_455 3_766 ?
I5 Pb2 I5 180.0 3_766 . ?
C9 C8 N7 114(2) . . ?
C6 N7 C8 118(2) . . ?
C6 N7 C12 120(3) . . ?
C6 C11 C10 111(3) . . ?
C10 C9 C8 110(3) . . ?
C11 C6 N7 118(3) . . ?
C11 C10 C9 123(3) . . ?
C12 N7 C8 116(3) . . ?
_exptl_crystal_preparation       
'Semiconducting and switchable dielectric properties'
