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

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

data_2-auto
_database_code_depnum_ccdc_archive 'CCDC 1819979'
_audit_update_record             
;
2018-01-28 deposited with the CCDC.
2018-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H15 I3 N2 Pb'
_chemical_formula_weight         715.10

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'

_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'

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

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

_cell_length_a                   10.4821(3)
_cell_length_b                   10.4821(3)
_cell_length_c                   8.1053(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     771.25(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    373(2)
_cell_measurement_reflns_used    371
_cell_measurement_theta_min      3.370
_cell_measurement_theta_max      27.443

_exptl_crystal_description       rod
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.079
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    16.913
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.308
_exptl_absorpt_correction_T_max  0.429
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      373(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6660
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.370
_diffrn_reflns_theta_max         27.443
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             371
_reflns_number_gt                291
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+2.3685P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         371
_refine_ls_number_parameters     25
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0792
_refine_ls_wR_factor_gt          0.0740
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 1.0000 1.0000 0.5000 0.0722(4) Uani 1 12 d S T P . .
I01 I 0.72375(12) 0.86188(6) 0.2500 0.1051(5) Uani 1 4 d S T P . .
C2 C 0.667(2) 0.333(2) 0.569(3) 0.38(5) Uani 0.0833 1 d D U P A -1
H2A H 0.7412 0.3132 0.6087 0.565 Uiso 0.0833 1 d R U P A -1
H2B H 0.5720 0.2588 0.6087 0.565 Uiso 0.0833 1 d R U P A -1
H2C H 0.6868 0.4280 0.6086 0.565 Uiso 0.0833 1 d R U P A -1
C1 C 0.5929(8) 0.4071(8) 0.337(2) 0.285(16) Uani 1 2 d DS TU P A .
H1A H 0.4924 0.3576 0.3780 0.343 Uiso 0.5 1 calc R U P . .
H1B H 0.6424 0.5076 0.3780 0.343 Uiso 0.5 1 calc R U P . .
N1 N 0.6667 0.3333 0.394(2) 0.254(16) Uani 1 6 d DS TU P . .

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 0.0833(5) 0.0833(5) 0.0498(4) 0.000 0.000 0.0417(2)
I01 0.0775(7) 0.1334(8) 0.0858(7) 0.000 0.000 0.0388(3)
C2 0.26(7) 0.26(7) 0.42(5) 0.04(6) -0.04(6) -0.01(7)
C1 0.248(14) 0.248(14) 0.45(5) -0.026(8) 0.026(8) 0.190(15)
N1 0.169(11) 0.169(11) 0.42(5) 0.000 0.000 0.084(6)

_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 I01 3.2240(8) 13_776 ?
Pb1 I01 3.2240(8) 15_766 ?
Pb1 I01 3.2240(8) 3_565 ?
Pb1 I01 3.2240(8) 2_655 ?
Pb1 I01 3.2240(8) 14_676 ?
Pb1 I01 3.2241(8) . ?
I01 Pb1 3.2241(8) 2_654 ?
C2 N1 1.42(2) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 C1 1.41(3) 10_665 ?
C1 N1 1.416(17) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N1 C1 1.416(17) 4_655 ?
N1 C1 1.416(17) 5_665 ?

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
I01 Pb1 I01 95.309(18) 13_776 15_766 ?
I01 Pb1 I01 84.691(18) 13_776 3_565 ?
I01 Pb1 I01 180.0 15_766 3_565 ?
I01 Pb1 I01 84.691(18) 13_776 2_655 ?
I01 Pb1 I01 95.309(18) 15_766 2_655 ?
I01 Pb1 I01 84.691(18) 3_565 2_655 ?
I01 Pb1 I01 95.309(18) 13_776 14_676 ?
I01 Pb1 I01 84.691(18) 15_766 14_676 ?
I01 Pb1 I01 95.309(18) 3_565 14_676 ?
I01 Pb1 I01 180.00(3) 2_655 14_676 ?
I01 Pb1 I01 180.00(3) 13_776 . ?
I01 Pb1 I01 84.691(18) 15_766 . ?
I01 Pb1 I01 95.309(18) 3_565 . ?
I01 Pb1 I01 95.309(18) 2_655 . ?
I01 Pb1 I01 84.691(18) 14_676 . ?
Pb1 I01 Pb1 77.88(2) . 2_654 ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C1 N1 108.9(7) 10_665 . ?
C1 C1 H1A 109.9 10_665 . ?
N1 C1 H1A 109.9 . . ?
C1 C1 H1B 109.9 10_665 . ?
N1 C1 H1B 109.9 . . ?
H1A C1 H1B 108.3 . . ?
C1 N1 C1 110.0(6) 4_655 5_665 ?
C1 N1 C1 110.0(6) 4_655 . ?
C1 N1 C1 110.0(6) 5_665 . ?
C1 N1 C2 108.9(11) 4_655 . ?
C1 N1 C2 108.9(11) 5_665 . ?
C1 N1 C2 108.9(11) . . ?

_refine_diff_density_max         0.460
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.110

_shelx_res_file                  
;

    2-auto.res created by SHELXL-2014/7


TITL 2_a.res in P6(3)/mmc
CELL 0.71073 10.4821 10.4821 8.1053 90.000 90.000 120.000
ZERR 2.00 0.0003 0.0003 0.0005 0.000 0.000 0.000
LATT 1
SYMM x-y, x, z+1/2
SYMM y, -x+y, z+1/2
SYMM -y, x-y, z
SYMM -x+y, -x, z
SYMM x-y, -y, -z
SYMM -x, -x+y, -z
SYMM -x, -y, z+1/2
SYMM y, x, -z
SYMM -y, -x, -z+1/2
SYMM -x+y, y, -z+1/2
SYMM x, x-y, -z+1/2
SFAC C  H  N  I  Pb

UNIT 14 30 4 6 2
LIST 4
L.S. 20
ACTA
BOND $H
FMAP 2
Eqiv $1 1-x+y, 1-x, +z
EQIV $2 1-y, +x-y, +z
EQIV $3 1-y, 1-x, 1/2-z
PLAN -6
DFIX 1.5 0.1 C1 C1_$3
TEMP 100.000
WGHT    0.033100    2.368500
FVAR       0.40675
PB1   5    1.000000    1.000000    0.500000    10.08333    0.08335    0.08335 =
         0.04984    0.00000    0.00000    0.04167
I01   4    0.723753    0.861877    0.250000    10.25000    0.07753    0.13339 =
         0.08578    0.00000    0.00000    0.03877
simu C2 > N1
delu C2 > N1
SADI N1 C1 N1 C2 N1 C1_$1 C1_$2 N1
sadi C2 C1 C2 C1_$1 C2 C1_$2 C1 C1_$1 C1_$2 C1
part -1
C2    1    0.666677    0.333324    0.569190    10.08333    0.26057    0.26057 =
         0.42430    0.03649   -0.03649   -0.00843
AFIX   3
H2A   2    0.741198    0.313231    0.608698    10.08333   -1.50000
H2B   2    0.572048    0.258802    0.608664    10.08333   -1.50000
H2C   2    0.686769    0.427952    0.608648    10.08333   -1.50000
AFIX   0
part 0
C1    1    0.592881    0.407119    0.337255    10.50000    0.24817    0.24817 =
         0.44809   -0.02605    0.02605    0.19007
AFIX  23
H1A   2    0.492411    0.357566    0.377992    10.50000   -1.20000
H1B   2    0.642434    0.507589    0.377992    10.50000   -1.20000
AFIX   0
N1    3    0.666667    0.333333    0.393904    10.16667    0.16861    0.16861 =
         0.42439    0.00000    0.00000    0.08431
HKLF 4 1 1 0 0 0 1 0 0 0 1

REM  2_a.res in P6(3)/mmc
REM R1 =  0.0323 for     291 Fo > 4sig(Fo)  and  0.0461 for all     371 data
REM     25 parameters refined using     32 restraints

END

WGHT      0.0338      2.4217

REM Highest difference peak  0.460,  deepest hole -0.557,  1-sigma level  0.110
Q1    1   0.7890  0.9538  0.2500  10.50000  0.05    0.46
Q2    1   0.4669  0.2334  0.3588  10.50000  0.05    0.40
Q3    1   0.9645  0.9291  0.2500  10.25000  0.05    0.39
Q4    1   0.5677  0.4323  0.3912  10.50000  0.05    0.36
Q5    1   0.4012  0.2006  0.2500  10.25000  0.05    0.25
Q6    1   0.6663  0.8332  0.1700  10.50000  0.05    0.23
;
_shelx_res_checksum              96873
####################################################################### 
# 
# 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 1819980'
_audit_update_record             
;
2018-01-28 deposited with the CCDC.
2018-04-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'I3 Pb, C7 H15 N2'
_chemical_formula_sum            'C7 H15 I3 N2 Pb'
_chemical_formula_weight         715.11

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+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                   18.6221(7)
_cell_length_b                   8.0211(3)
_cell_length_c                   20.4046(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3047.83(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3540
_cell_measurement_theta_min      2.276
_cell_measurement_theta_max      27.586

_exptl_crystal_description       rod
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.117
_exptl_crystal_F_000             2460
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    17.119
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.303
_exptl_absorpt_correction_T_max  0.425
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25874
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.276
_diffrn_reflns_theta_max         27.586
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3524
_reflns_number_gt                2493
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0175P)²+0.9238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00082(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3524
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0472
_refine_ls_wR_factor_gt          0.0424
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pb1 Pb 0.24997(2) 0.89873(2) 0.39810(2) 0.03573(7) Uani 1 1 d . . . . .
I1 I 0.11351(2) 1.14354(4) 0.40348(2) 0.04166(10) Uani 1 1 d . . . . .
I2 I 0.19573(2) 0.64644(4) 0.28547(2) 0.04118(10) Uani 1 1 d . . . . .
I3 I 0.32324(2) 1.14608(4) 0.50324(2) 0.05213(11) Uani 1 1 d . . . . .
N1 N 0.91209(19) 0.8191(4) 0.36922(18) 0.0332(9) Uani 1 1 d . . . . .
N2 N 0.9613(2) 0.5659(5) 0.3099(2) 0.0510(11) Uani 1 1 d . . . . .
C1 C 0.8846(3) 0.9700(7) 0.4045(3) 0.0694(17) Uani 1 1 d . . . . .
H1A H 0.9243 1.0391 0.4172 0.104 Uiso 1 1 calc R U . . .
H1B H 0.8587 0.9358 0.4429 0.104 Uiso 1 1 calc R U . . .
H1C H 0.8533 1.0316 0.3761 0.104 Uiso 1 1 calc R U . . .
C2 C 0.8522(3) 0.7101(6) 0.3478(3) 0.0552(15) Uani 1 1 d . . . . .
H2A H 0.8211 0.7702 0.3178 0.066 Uiso 1 1 calc R U . . .
H2B H 0.8238 0.6762 0.3854 0.066 Uiso 1 1 calc R U . . .
C3 C 0.8833(3) 0.5571(7) 0.3139(3) 0.0702(17) Uani 1 1 d . . . . .
H3A H 0.8695 0.4578 0.3379 0.084 Uiso 1 1 calc R U . . .
H3B H 0.8635 0.5486 0.2700 0.084 Uiso 1 1 calc R U . . .
C4 C 0.9608(3) 0.7219(6) 0.4140(2) 0.0489(13) Uani 1 1 d . . . . .
H4A H 0.9343 0.6844 0.4523 0.059 Uiso 1 1 calc R U . . .
H4B H 1.0002 0.7917 0.4286 0.059 Uiso 1 1 calc R U . . .
C5 C 0.9896(3) 0.5718(7) 0.3758(3) 0.0603(15) Uani 1 1 d . . . . .
H5A H 1.0416 0.5781 0.3739 0.072 Uiso 1 1 calc R U . . .
H5B H 0.9768 0.4700 0.3986 0.072 Uiso 1 1 calc R U . . .
C6 C 0.9541(3) 0.8716(6) 0.3114(2) 0.0443(13) Uani 1 1 d . . . . .
H6A H 0.9942 0.9403 0.3252 0.053 Uiso 1 1 calc R U . . .
H6B H 0.9241 0.9372 0.2823 0.053 Uiso 1 1 calc R U . . .
C7 C 0.9820(3) 0.7173(7) 0.2752(2) 0.0527(14) Uani 1 1 d . . . . .
H7A H 0.9624 0.7149 0.2312 0.063 Uiso 1 1 calc R U . . .
H7B H 1.0339 0.7227 0.2719 0.063 Uiso 1 1 calc R U . . .

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 0.04267(12) 0.02648(10) 0.03804(12) -0.00081(8) -0.00024(10) -0.00073(7)
I1 0.03657(18) 0.04646(19) 0.0420(2) -0.00225(17) -0.00055(15) 0.00010(15)
I2 0.0441(2) 0.04002(17) 0.0394(2) -0.00021(16) -0.00995(15) -0.00100(15)
I3 0.0707(2) 0.03816(18) 0.0475(2) -0.00072(17) -0.02303(18) -0.00059(18)
N1 0.039(2) 0.033(2) 0.028(2) -0.0005(17) 0.0035(18) 0.0058(17)
N2 0.060(3) 0.044(3) 0.049(3) -0.008(2) 0.005(2) 0.013(2)
C1 0.091(5) 0.059(4) 0.057(4) -0.011(3) 0.010(3) 0.027(3)
C2 0.037(3) 0.066(4) 0.063(4) -0.004(3) -0.002(3) -0.012(3)
C3 0.083(5) 0.050(4) 0.077(4) -0.011(3) -0.002(4) -0.021(3)
C4 0.063(3) 0.054(3) 0.030(3) 0.005(3) -0.007(3) 0.006(3)
C5 0.062(4) 0.056(3) 0.063(4) 0.009(3) 0.002(3) 0.024(3)
C6 0.052(3) 0.044(3) 0.037(3) 0.008(2) 0.002(3) -0.003(2)
C7 0.056(3) 0.070(4) 0.032(3) 0.001(3) 0.012(3) 0.009(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 3.2020(4) 8_665 ?
Pb1 I1 3.2134(4) . ?
Pb1 I2 3.2244(4) . ?
Pb1 I3 3.2250(4) . ?
Pb1 I3 3.2507(4) 8_655 ?
Pb1 I1 3.2658(4) 8_655 ?
I1 Pb1 3.2658(4) 8_665 ?
I2 Pb1 3.2019(4) 8_655 ?
I3 Pb1 3.2507(4) 8_665 ?
N1 C6 1.477(5) . ?
N1 C2 1.484(6) . ?
N1 C1 1.498(6) . ?
N1 C4 1.505(6) . ?
N2 C5 1.444(6) . ?
N2 C3 1.456(6) . ?
N2 C7 1.457(6) . ?
C2 C3 1.523(7) . ?
C4 C5 1.533(7) . ?
C6 C7 1.532(6) . ?

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 83.977(9) 8_665 . ?
I2 Pb1 I2 88.672(10) 8_665 . ?
I1 Pb1 I2 99.215(9) . . ?
I2 Pb1 I3 87.825(10) 8_665 . ?
I1 Pb1 I3 86.325(9) . . ?
I2 Pb1 I3 173.102(11) . . ?
I2 Pb1 I3 173.201(11) 8_665 8_655 ?
I1 Pb1 I3 91.535(10) . 8_655 ?
I2 Pb1 I3 87.005(10) . 8_655 ?
I3 Pb1 I3 97.005(12) . 8_655 ?
I2 Pb1 I1 99.624(9) 8_665 8_655 ?
I1 Pb1 I1 175.951(13) . 8_655 ?
I2 Pb1 I1 82.789(9) . 8_655 ?
I3 Pb1 I1 91.941(10) . 8_655 ?
I3 Pb1 I1 85.041(9) 8_655 8_655 ?
Pb1 I1 Pb1 76.479(7) . 8_665 ?
Pb1 I2 Pb1 77.230(8) 8_655 . ?
Pb1 I3 Pb1 76.531(8) . 8_665 ?
C6 N1 C2 109.3(4) . . ?
C6 N1 C1 109.5(4) . . ?
C2 N1 C1 111.2(4) . . ?
C6 N1 C4 108.3(4) . . ?
C2 N1 C4 109.1(4) . . ?
C1 N1 C4 109.4(4) . . ?
C5 N2 C3 108.4(4) . . ?
C5 N2 C7 109.2(4) . . ?
C3 N2 C7 109.3(4) . . ?
N1 C2 C3 108.8(4) . . ?
N2 C3 C2 111.4(4) . . ?
N1 C4 C5 108.0(4) . . ?
N2 C5 C4 111.8(4) . . ?
N1 C6 C7 109.5(4) . . ?
N2 C7 C6 110.4(4) . . ?

_refine_diff_density_max         0.713
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.151

_shelx_res_file                  
; 
  
    1.res created by SHELXL-2014/7 
  
TITL 1 in Pbca 
CELL 0.71073  18.6221   8.0211  20.4046  90.000  90.000  90.000 
ZERR   28.00   0.0007   0.0003   0.0007   0.000   0.000   0.000 
LATT 1 
SYMM 0.5-X, -Y, 0.5+Z 
SYMM -X, 0.5+Y, 0.5-Z 
SYMM 0.5+X, 0.5-Y, -Z 
SFAC C  H  N  I  Pb 
UNIT 28 28 28 28 28 
L.S. 40 
ACTA 
BOND 
FMAP 2 
PLAN 2 
WGHT    0.017500    0.923800 
EXTI    0.000820 
FVAR       0.03294 
MOLE 1 
PB1   5    0.249967    0.898726    0.398099    11.00000    0.04267    0.02648 = 
         0.03804   -0.00081   -0.00024   -0.00073 
I1    4    0.113507    1.143543    0.403479    11.00000    0.03657    0.04646 = 
         0.04196   -0.00225   -0.00055    0.00010 
I2    4    0.195726    0.646443    0.285469    11.00000    0.04413    0.04002 = 
         0.03939   -0.00021   -0.00995   -0.00100 
I3    4    0.323239    1.146083    0.503235    11.00000    0.07069    0.03816 = 
         0.04752   -0.00072   -0.02303   -0.00059 
N1    3    0.912086    0.819065    0.369217    11.00000    0.03865    0.03311 = 
         0.02784   -0.00054    0.00351    0.00579 
N2    3    0.961272    0.565937    0.309949    11.00000    0.06034    0.04397 = 
         0.04874   -0.00762    0.00506    0.01323 
C1    1    0.884625    0.969965    0.404488    11.00000    0.09149    0.05948 = 
         0.05733   -0.01124    0.00980    0.02695 
AFIX 137 
H1A   2    0.924338    1.039139    0.417156    11.00000   -1.50000 
H1B   2    0.858653    0.935842    0.442852    11.00000   -1.50000 
H1C   2    0.853286    1.031609    0.376057    11.00000   -1.50000 
AFIX   0 
C2    1    0.852151    0.710062    0.347773    11.00000    0.03665    0.06610 = 
         0.06284   -0.00364   -0.00160   -0.01198 
AFIX  23 
H2A   2    0.821137    0.770211    0.317778    11.00000   -1.20000 
H2B   2    0.823814    0.676218    0.385377    11.00000   -1.20000 
AFIX   0 
C3    1    0.883291    0.557097    0.313879    11.00000    0.08323    0.05049 = 
         0.07689   -0.01055   -0.00178   -0.02147 
AFIX  23 
H3A   2    0.869539    0.457799    0.337935    11.00000   -1.20000 
H3B   2    0.863520    0.548567    0.270027    11.00000   -1.20000 
AFIX   0 
C4    1    0.960751    0.721914    0.414040    11.00000    0.06268    0.05443 = 
         0.02971    0.00480   -0.00722    0.00621 
AFIX  23 
H4A   2    0.934326    0.684379    0.452257    11.00000   -1.20000 
H4B   2    1.000182    0.791665    0.428637    11.00000   -1.20000 
AFIX   0 
C5    1    0.989646    0.571806    0.375781    11.00000    0.06204    0.05572 = 
         0.06306    0.00934    0.00176    0.02363 
AFIX  23 
H5A   2    1.041624    0.578062    0.373896    11.00000   -1.20000 
H5B   2    0.976840    0.470031    0.398642    11.00000   -1.20000 
AFIX   0 
C6    1    0.954122    0.871626    0.311406    11.00000    0.05244    0.04359 = 
         0.03683    0.00765    0.00217   -0.00295 
AFIX  23 
H6A   2    0.994235    0.940318    0.325208    11.00000   -1.20000 
H6B   2    0.924134    0.937219    0.282319    11.00000   -1.20000 
AFIX   0 
C7    1    0.981970    0.717252    0.275218    11.00000    0.05627    0.06971 = 
         0.03212    0.00067    0.01157    0.00851 
AFIX  23 
H7A   2    0.962382    0.714906    0.231179    11.00000   -1.20000 
H7B   2    1.033879    0.722664    0.271892    11.00000   -1.20000 
AFIX   0 
HKLF 4 
  
REM  1 in Pbca 
REM R1 =  0.0275 for    2493 Fo > 4sig(Fo)  and  0.0547 for all    3524 data 
REM    120 parameters refined using      0 restraints 
  
END 
  
WGHT      0.0179      0.4426 
  
REM Highest difference peak  0.713,  deepest hole -0.798,  1-sigma level  0.151 
Q1    1   0.3014  1.0562  0.5038  11.00000  0.05    0.71 
Q2    1   0.2475  0.7767  0.4001  11.00000  0.05    0.60 
;
_shelx_res_checksum              26402
