# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_ma3bi2i9
_database_code_depnum_ccdc_archive 'CCDC 1483450'
_audit_update_record             
;
2016-06-03 deposited with the CCDC.
2016-07-13 downloaded from the CCDC.
;
_audit_creation_date             2015-05-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            MAIB
_chemical_name_systematic        'Trimethylammonium dibismuth nonaiodide '
_chemical_formula_moiety         '2(Bi1 I4.5), 3(C N)'
_chemical_formula_sum            'C3 H9 Bi2 I9 N3'
_chemical_formula_weight         1638.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         C3N3H6BI2I9
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Bi Bi -4.1077 10.2566 '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'
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'

_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      hexagonal
_space_group_IT_number           194
_space_group_name_H-M_alt        'P 63/m m c'
_space_group_name_Hall           '-P 6c 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, z-1/2'

_cell_length_a                   8.5821(3)
_cell_length_b                   8.5821(3)
_cell_length_c                   21.7678(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1388.46(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2850
_cell_measurement_theta_min      3.9360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    22.653
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    3.918
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       brittle
_exptl_crystal_F_000             1364.0
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0898
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            21998
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.513
_diffrn_reflns_theta_min         5.107
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3782
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -86.00  -61.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.5418  153.0000  -78.7271 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   27.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.5418   37.0000  -90.0000 60

#__ type_ start__ end____ width___ exp.time_
  3 omega  -83.00  -58.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.5418  150.0000  175.5344 25

#__ type_ start__ end____ width___ exp.time_
  4 omega  -81.00  -35.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.5418  147.0000   -7.8510 46

#__ type_ start__ end____ width___ exp.time_
  5 omega  -27.00   91.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6199   19.0000  -60.0000 118

#__ type_ start__ end____ width___ exp.time_
  6 omega  -14.00   85.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6199   37.0000   30.0000 99

#__ type_ start__ end____ width___ exp.time_
  7 omega  -58.00   43.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6199  -77.0000  -30.0000 101

#__ type_ start__ end____ width___ exp.time_
  8 omega  -20.00   52.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6199  -99.0000 -180.0000 72

#__ type_ start__ end____ width___ exp.time_
  9 omega  -20.00   61.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       10.6199   77.0000  120.0000 81
;
_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      -0.0137844000
_diffrn_orient_matrix_UB_12      0.0739794000
_diffrn_orient_matrix_UB_13      0.0047700000
_diffrn_orient_matrix_UB_21      0.0340842000
_diffrn_orient_matrix_UB_22      0.0327542000
_diffrn_orient_matrix_UB_23      -0.0297965000
_diffrn_orient_matrix_UB_31      -0.0880975000
_diffrn_orient_matrix_UB_32      -0.0506211000
_diffrn_orient_matrix_UB_33      -0.0122765000
_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                682
_reflns_number_total             771
_reflns_odcompleteness_completeness 99.24
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.681
_refine_diff_density_min         -1.382
_refine_diff_density_rms         0.173
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     26
_refine_ls_number_reflns         771
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0426P)²+7.0806P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.0959
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 C1-N1
 1.47 with sigma of 0.01
 C2-N2
 1.5 with sigma of 0.01
2. Uiso/Uaniso restraints and constraints
Uanis(N1) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim
Ueq: with sigma of 0.0005 and sigma for terminal atoms of 0.002
3. Others
 Fixed Sof: N2(0.08333) C2(0.08333)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     direct
_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
Bi01 Bi 0.3333 0.6667 0.34495(2) 0.0422(2) Uani 1 6 d S T P . .
I002 I -0.00273(12) 0.49863(6) 0.2500 0.0607(3) Uani 1 4 d S T P . .
I003 I 0.66758(10) 0.83379(5) 0.41872(4) 0.0777(3) Uani 1 2 d S T P . .
N1 N 0.3333 0.6667 0.607(3) 0.205(3) Uani 1 6 d DS TU P . .
N2 N 0.0000 0.0000 0.274(6) 0.2378(7) Uani 0.5 6 d DS TU P . .
C1 C 0.3333 0.6667 0.539(3) 0.305(3) Uani 1 6 d DS TU P . .
C2 C 0.0000 0.0000 0.205(6) 0.6338(7) Uani 0.5 6 d DS TU P . .


_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
Bi01 I002 3.2420(8) . ?
Bi01 I002 3.2420(8) 3_565 ?
Bi01 I002 3.2420(8) 2_665 ?
Bi01 I003 2.9580(7) 2_665 ?
Bi01 I003 2.9581(7) . ?
Bi01 I003 2.9580(7) 3_565 ?
I002 Bi01 3.2419(8) 16_556 ?
N1 C1 1.468(10) . ?
N2 N2 1.1(2) 16_556 ?
N2 C2 0.4(2) 16_556 ?
N2 C2 1.500(10) . ?
C2 N2 0.4(2) 16_556 ?

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
I002 Bi01 I002 83.705(18) . 2_665 ?
I002 Bi01 I002 83.705(18) 3_565 2_665 ?
I002 Bi01 I002 83.705(18) . 3_565 ?
I003 Bi01 I002 91.293(15) 3_565 . ?
I003 Bi01 I002 91.293(15) 3_565 2_665 ?
I003 Bi01 I002 173.27(3) . . ?
I003 Bi01 I002 91.294(15) . 3_565 ?
I003 Bi01 I002 91.293(15) 2_665 . ?
I003 Bi01 I002 91.292(15) 2_665 3_565 ?
I003 Bi01 I002 173.27(3) 3_565 3_565 ?
I003 Bi01 I002 173.27(3) 2_665 2_665 ?
I003 Bi01 I002 91.293(15) . 2_665 ?
I003 Bi01 I003 93.32(3) 2_665 3_565 ?
I003 Bi01 I003 93.32(3) 2_665 . ?
I003 Bi01 I003 93.32(3) 3_565 . ?
Bi01 I002 Bi01 79.21(2) 16_556 . ?
N2 N2 C2 0.000(6) 16_556 . ?
C2 N2 N2 180.00(7) 16_556 16_556 ?
C2 N2 C2 180.0 16_556 . ?
N2 C2 N2 0.000(8) 16_556 . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method 
'gamma-butyrolactone, dichloromethane'
