# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_PbI2-NMP
_audit_block_doi                 10.5517/ccdc.csd.cc229fxr
_database_code_depnum_ccdc_archive 'CCDC 1915704'
loop_
_audit_author_name
_audit_author_address
'Guocheng Deng'
;Xiamen University
China
;
_audit_update_record             
;
2019-05-12 deposited with the CCDC.	2019-07-29 downloaded from the CCDC.
;
_audit_creation_date             2019-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C5 H9 I2 N O Pb'
_chemical_formula_sum            'C5 H9 I2 N O Pb'
_chemical_formula_weight         560.12
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   4.6337(2)
_cell_length_b                   19.1129(8)
_cell_length_c                   12.1265(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.144(4)
_cell_angle_gamma                90
_cell_volume                     1063.13(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3502
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.2390
_cell_measurement_theta_min      3.5810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    21.625
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.12242
_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_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_av_unetI/netI     0.0680
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5704
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.394
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -14.00   12.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5910  -99.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -79.00   -7.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5910  -38.0000  -60.0000 72

#__ type_ start__ end____ width___ exp.time_
  3 omega  -44.00   61.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.5910   19.0000  120.0000 105
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1360217000
_diffrn_orient_matrix_UB_12      0.0092836000
_diffrn_orient_matrix_UB_13      0.0161663000
_diffrn_orient_matrix_UB_21      -0.0724445000
_diffrn_orient_matrix_UB_22      -0.0117856000
_diffrn_orient_matrix_UB_23      -0.0522092000
_diffrn_orient_matrix_UB_31      -0.0120027000
_diffrn_orient_matrix_UB_32      -0.0339607000
_diffrn_orient_matrix_UB_33      0.0224923000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2177
_reflns_number_total             2422
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         7.040
_refine_diff_density_min         -6.559
_refine_diff_density_rms         0.569
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         2422
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0564
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0835P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1432
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B)
2.b Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
C1 C 0.965(3) 0.3372(5) 0.8556(10) 0.023(2) Uani 1 1 d . . . . .
C2 C 0.952(3) 0.3780(6) 0.9627(10) 0.031(3) Uani 1 1 d . . . . .
H2A H 0.7478 0.3904 0.9702 0.037 Uiso 1 1 calc R . . . .
H2B H 1.0686 0.4214 0.9643 0.037 Uiso 1 1 calc R . . . .
C3 C 1.079(3) 0.3277(6) 1.0559(11) 0.032(3) Uani 1 1 d . . . . .
H3A H 1.2103 0.3528 1.1144 0.038 Uiso 1 1 calc R . . . .
H3B H 0.9227 0.3047 1.0902 0.038 Uiso 1 1 calc R . . . .
C4 C 1.250(3) 0.2740(6) 0.9967(9) 0.026(3) Uani 1 1 d . . . . .
H4A H 1.4608 0.2847 1.0080 0.032 Uiso 1 1 calc R . . . .
H4B H 1.2201 0.2260 1.0238 0.032 Uiso 1 1 calc R . . . .
C5 C 1.208(3) 0.2338(7) 0.7978(12) 0.037(3) Uani 1 1 d . . . . .
H5A H 1.1149 0.1883 0.8049 0.055 Uiso 1 1 calc GR . . . .
H5B H 1.4203 0.2279 0.8082 0.055 Uiso 1 1 calc GR . . . .
H5C H 1.1433 0.2531 0.7235 0.055 Uiso 1 1 calc GR . . . .
I1 I 0.36854(16) 0.52343(4) 0.80830(6) 0.0207(2) Uani 1 1 d . . . . .
I2 I 0.25339(15) 0.39436(3) 0.49769(6) 0.0167(2) Uani 1 1 d . . . . .
N1 N 1.128(2) 0.2813(4) 0.8818(8) 0.023(2) Uani 1 1 d . . . . .
O1 O 0.844(2) 0.3535(4) 0.7614(7) 0.0276(19) Uani 1 1 d . . . . .
Pb1 Pb 0.80124(8) 0.46277(2) 0.65785(3) 0.01318(18) Uani 1 1 d . . . . .

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
C1 0.034(7) 0.016(5) 0.019(6) 0.003(5) 0.003(5) 0.003(4)
C2 0.052(9) 0.027(6) 0.014(6) -0.005(5) 0.010(6) 0.005(5)
C3 0.039(8) 0.030(6) 0.024(7) -0.006(6) -0.003(6) 0.003(5)
C4 0.044(8) 0.020(5) 0.012(6) 0.002(4) -0.005(5) -0.007(5)
C5 0.060(10) 0.027(6) 0.023(7) -0.001(6) 0.003(6) 0.013(6)
I1 0.0147(4) 0.0352(4) 0.0125(4) -0.0079(3) 0.0025(3) 0.0016(3)
I2 0.0183(4) 0.0207(4) 0.0115(4) -0.0019(3) 0.0042(3) -0.0025(2)
N1 0.045(7) 0.014(4) 0.010(5) 0.000(4) -0.002(4) -0.001(4)
O1 0.047(6) 0.020(4) 0.014(4) 0.002(3) 0.001(4) 0.003(3)
Pb1 0.0119(3) 0.0204(3) 0.0076(3) 0.00144(14) 0.00254(18) 0.00094(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
C1 C2 1.524(16) . ?
C1 N1 1.318(14) . ?
C1 O1 1.240(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.537(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.533(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 N1 1.433(15) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C5 N1 1.453(16) . ?
I1 Pb1 3.1975(8) 1_455 ?
I1 Pb1 3.1192(8) . ?
I2 Pb1 3.3081(8) 3_666 ?
I2 Pb1 3.3203(7) 1_455 ?
I2 Pb1 3.2449(8) . ?
O1 Pb1 2.431(8) . ?
Pb1 I1 3.1975(8) 1_655 ?
Pb1 I2 3.3081(8) 3_666 ?
Pb1 I2 3.3203(7) 1_655 ?

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
N1 C1 C2 107.5(10) . . ?
O1 C1 C2 126.0(10) . . ?
O1 C1 N1 126.5(11) . . ?
C1 C2 H2A 110.9 . . ?
C1 C2 H2B 110.9 . . ?
C1 C2 C3 104.4(9) . . ?
H2A C2 H2B 108.9 . . ?
C3 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
C2 C3 H3A 110.9 . . ?
C2 C3 H3B 110.9 . . ?
H3A C3 H3B 108.9 . . ?
C4 C3 C2 104.2(10) . . ?
C4 C3 H3A 110.9 . . ?
C4 C3 H3B 110.9 . . ?
C3 C4 H4A 111.1 . . ?
C3 C4 H4B 111.1 . . ?
H4A C4 H4B 109.1 . . ?
N1 C4 C3 103.4(10) . . ?
N1 C4 H4A 111.1 . . ?
N1 C4 H4B 111.1 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
Pb1 I1 Pb1 94.36(2) . 1_455 ?
Pb1 I2 Pb1 89.933(18) . 3_666 ?
Pb1 I2 Pb1 90.275(18) 3_666 1_455 ?
Pb1 I2 Pb1 89.780(18) . 1_455 ?
C1 N1 C4 116.5(10) . . ?
C1 N1 C5 122.1(11) . . ?
C4 N1 C5 121.0(10) . . ?
C1 O1 Pb1 133.2(7) . . ?
I1 Pb1 I1 94.36(2) . 1_655 ?
I1 Pb1 I2 90.93(2) 1_655 3_666 ?
I1 Pb1 I2 176.24(2) 1_655 . ?
I1 Pb1 I2 178.57(2) . 1_655 ?
I1 Pb1 I2 91.32(2) . 3_666 ?
I1 Pb1 I2 89.24(2) . . ?
I1 Pb1 I2 86.601(19) 1_655 1_655 ?
I2 Pb1 I2 89.724(18) 3_666 1_655 ?
I2 Pb1 I2 90.067(18) . 3_666 ?
I2 Pb1 I2 89.780(18) . 1_655 ?
O1 Pb1 I1 91.0(2) . 1_655 ?
O1 Pb1 I1 91.7(2) . . ?
O1 Pb1 I2 176.32(19) . 3_666 ?
O1 Pb1 I2 87.8(2) . . ?
O1 Pb1 I2 87.2(2) . 1_655 ?

_olex2_submission_special_instructions 'No special instructions were received'
