# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_0830-1_auto
_database_code_depnum_ccdc_archive 'CCDC 2295783'
loop_
_audit_author_name
_audit_author_address
'Xiangyan Yun'
;Shenzhen University
China
;
_audit_update_record             
;
2023-09-19 deposited with the CCDC.	2024-01-10 downloaded from the CCDC.
;
_audit_creation_date             2023-09-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H7 Cl5 In N O, 2(C4 H12 N)'
_chemical_formula_sum            'C11 H31 Cl5 In N3 O'
_chemical_formula_weight         513.46
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.7556(18)
_cell_length_b                   11.5098(11)
_cell_length_c                   13.7448(17)
_cell_angle_alpha                90
_cell_angle_beta                 94.594(11)
_cell_angle_gamma                90
_cell_volume                     2169.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6272
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.7400
_cell_measurement_theta_min      3.8030
_shelx_estimated_absorpt_T_max   0.848
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    1.707
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_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    1.572
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2292
_diffrn_reflns_av_unetI/netI     0.1016
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9555
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.982
_diffrn_reflns_theta_max         24.982
_diffrn_reflns_theta_min         3.540
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0353
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00 -39.00   1.00    3.17    --  -16.07-178.00  90.00   49
  2  ω    -85.00  53.00   1.00    3.17    --  -16.07   0.00-120.00  138
  3  ω      0.00  84.00   1.00    3.17    --   17.01  57.00 -90.00   84
  4  ω    -42.00  11.00   1.00    3.17    --  -16.07 -77.00 120.00   53
  5  ω    -33.00  51.00   1.00    3.17    --  -16.07  57.00 -30.00   84
  6  ω    -42.00   7.00   1.00    3.17    --  -16.07 -77.00  30.00   49
  7  ω     37.00  90.00   1.00    3.17    --   17.01-178.00 150.00   53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0254989000
_diffrn_orient_matrix_UB_12      0.0510263000
_diffrn_orient_matrix_UB_13      -0.0120293000
_diffrn_orient_matrix_UB_21      -0.0321499000
_diffrn_orient_matrix_UB_22      0.0070223000
_diffrn_orient_matrix_UB_23      -0.0424341000
_diffrn_orient_matrix_UB_31      -0.0316157000
_diffrn_orient_matrix_UB_32      0.0338994000
_diffrn_orient_matrix_UB_33      0.0268458000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1735
_reflns_number_total             1906
_reflns_odcompleteness_completeness 99.66
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         2.292
_refine_diff_density_min         -1.500
_refine_diff_density_rms         0.247
_refine_ls_extinction_coef       0.035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1906
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0952
_refine_ls_R_factor_gt           0.0891
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1577P)²+8.0704P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2277
_refine_ls_wR_factor_ref         0.2362
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O1) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of
0.005 and sigma for terminal atoms of 0.01
3. Others
 Fixed Sof: O1(0.5) C1(0.5) H1(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1)
4.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,
 H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
In1 In 0.500000 0.26386(7) 0.750000 0.0337(5) Uani 1 2 d S T P . .
Cl1 Cl 0.53936(17) 0.2842(3) 0.92811(15) 0.0561(8) Uani 1 1 d . . . . .
Cl2 Cl 0.32248(19) 0.2749(3) 0.7785(2) 0.0670(9) Uani 1 1 d . . . . .
Cl3 Cl 0.500000 0.0495(3) 0.750000 0.0535(9) Uani 1 2 d S T P A .
O1 O 0.5235(9) 0.4613(11) 0.7315(10) 0.052(3) Uani 0.5 1 d . U . A -1
N1 N 0.500000 0.6467(9) 0.750000 0.047(2) Uani 1 2 d S T P . .
C2 C 0.4484(12) 0.7130(15) 0.8140(12) 0.099(4) Uani 1 1 d . U . . .
H2A H 0.479291 0.787336 0.823898 0.149 Uiso 1 1 calc GR . . . .
H2B H 0.447906 0.673375 0.875434 0.149 Uiso 1 1 calc GR . . . .
H2C H 0.382598 0.723769 0.786632 0.149 Uiso 1 1 calc GR . . . .
C1 C 0.4846(12) 0.5342(15) 0.7767(12) 0.046(4) Uani 0.5 1 d . U . A -1
H1 H 0.446089 0.515464 0.827046 0.055 Uiso 0.5 1 calc R . . A -1
N2 N 0.2755(5) -0.0109(6) 0.4960(4) 0.0395(15) Uani 1 1 d . . . B 2
C3 C 0.2520(8) 0.0659(10) 0.5767(7) 0.065(3) Uani 1 1 d . . . B 2
H3A H 0.306187 0.116410 0.593650 0.097 Uiso 1 1 calc GR . . B 2
H3B H 0.238908 0.019645 0.632284 0.097 Uiso 1 1 calc GR . . B 2
H3C H 0.195469 0.111526 0.556614 0.097 Uiso 1 1 calc GR . . B 2
C4 C 0.3119(10) 0.0604(12) 0.4170(8) 0.082(4) Uani 1 1 d . . . B 2
H4A H 0.263601 0.117080 0.395767 0.123 Uiso 1 1 calc GR . . B 2
H4B H 0.324939 0.011213 0.363194 0.123 Uiso 1 1 calc GR . . B 2
H4C H 0.370840 0.099160 0.440956 0.123 Uiso 1 1 calc GR . . B 2
C5 C 0.3528(9) -0.0961(11) 0.5304(9) 0.077(3) Uani 1 1 d . . . B 2
H5A H 0.406318 -0.055489 0.564284 0.116 Uiso 1 1 calc GR . . B 2
H5B H 0.375341 -0.136359 0.475385 0.116 Uiso 1 1 calc GR . . B 2
H5C H 0.326379 -0.150993 0.573798 0.116 Uiso 1 1 calc GR . . B 2
C6 C 0.1866(8) -0.0746(11) 0.4590(10) 0.076(3) Uani 1 1 d . . . B 2
H6A H 0.148098 -0.092251 0.512301 0.114 Uiso 1 1 calc GR . . B 2
H6B H 0.204902 -0.145557 0.428508 0.114 Uiso 1 1 calc GR . . B 2
H6C H 0.149239 -0.027448 0.412080 0.114 Uiso 1 1 calc GR . . B 2


_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
In1 Cl1 2.476(2) . ?
In1 Cl1 2.476(2) 2_656 ?
In1 Cl2 2.507(3) 2_656 ?
In1 Cl2 2.507(3) . ?
In1 Cl3 2.467(3) . ?
In1 O1 2.313(13) . ?
O1 C1 1.195(17) . ?
N1 C2 1.400(15) 2_656 ?
N1 C2 1.400(15) . ?
N1 C1 1.367(19) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 H1 0.9300 . ?
N2 C3 1.474(11) . ?
N2 C4 1.479(11) . ?
N2 C5 1.495(12) . ?
N2 C6 1.480(12) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

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
Cl1 In1 Cl1 169.16(14) 2_656 . ?
Cl1 In1 Cl2 88.82(9) . . ?
Cl1 In1 Cl2 88.82(9) 2_656 2_656 ?
Cl1 In1 Cl2 90.63(9) 2_656 . ?
Cl1 In1 Cl2 90.63(9) . 2_656 ?
Cl2 In1 Cl2 174.19(15) . 2_656 ?
Cl3 In1 Cl1 95.42(7) . . ?
Cl3 In1 Cl1 95.42(7) . 2_656 ?
Cl3 In1 Cl2 92.90(8) . . ?
Cl3 In1 Cl2 92.91(8) . 2_656 ?
O1 In1 Cl1 79.6(4) . 2_656 ?
O1 In1 Cl1 89.7(4) . . ?
O1 In1 Cl2 96.5(3) . . ?
O1 In1 Cl2 77.7(3) . 2_656 ?
O1 In1 Cl3 169.4(3) . . ?
C1 O1 In1 124.1(9) . . ?
C2 N1 C2 114.0(15) . 2_656 ?
C1 N1 C2 141.4(11) . 2_656 ?
C1 N1 C2 104.5(9) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O1 C1 N1 116.1(12) . . ?
O1 C1 H1 122.0 . . ?
N1 C1 H1 122.0 . . ?
C3 N2 C4 109.1(9) . . ?
C3 N2 C5 110.3(7) . . ?
C3 N2 C6 109.3(8) . . ?
C4 N2 C5 108.8(9) . . ?
C4 N2 C6 110.0(8) . . ?
C6 N2 C5 109.3(9) . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

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
In1 O1 C1 N1 -174.2(10) . . . . ?
C2 N1 C1 O1 -3(3) 2_656 . . . ?
C2 N1 C1 O1 -179.2(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.947
_oxdiff_exptl_absorpt_empirical_full_min 0.388
