# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_a_a
_database_code_depnum_ccdc_archive 'CCDC 2108103'
loop_
_audit_author_name
_audit_author_address
'Qiuyue Pan'
;Zhengzhou University
China
;
_audit_update_record             
;
2021-09-07 deposited with the CCDC.	2021-10-14 downloaded from the CCDC.
;
_audit_creation_date             2021-07-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        In-zijing
_chemical_formula_moiety         'Cl6 In, Cl, 2(C13 H16 N2 O2)'
_chemical_formula_sum            'C26 H32 Cl7 In N4 O4'
_chemical_formula_weight         827.52
_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.4085(4)
_cell_length_b                   14.0475(6)
_cell_length_c                   10.6955(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.008(2)
_cell_angle_gamma                90
_cell_volume                     1676.56(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9622
_cell_measurement_temperature    300
_cell_measurement_theta_max      27.33
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    1.301
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_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            75367
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.331
_diffrn_ambient_temperature      300.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3574
_reflns_number_total             3838
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         1.304
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.143
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.308
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3838
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0720
_refine_ls_restrained_S_all      1.308
_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)+(0.0338P)²+14.4438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1885
_refine_ls_wR_factor_ref         0.1899
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Others
 Fixed Sof: Cl4(0.5) H12A(0.5) H12(0.5) O1A(0.5) H1AA(0.5) O1B(0.5) H1B(0.5)
3.a Ternary CH refined with riding coordinates:
 C12(H12A), C12(H12)
3.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C8(H8), C7(H7), C2(H2), C10(H10), C4(H4), C9(H9), C5(H5), C1(H1A)
3.d Idealised tetrahedral OH refined as rotating group:
 O1A(H1AA), O1B(H1B), O2(H2A)
;
_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 1.000000 0.000000 0.500000 0.0392(2) Uani 1 2 d S T P . .
Cl1 Cl 0.94750(18) 0.15292(14) 0.38108(18) 0.0453(4) Uani 1 1 d . . . . .
Cl2 Cl 0.98488(19) -0.09397(14) 0.29265(18) 0.0479(5) Uani 1 1 d . . . . .
Cl3 Cl 0.78168(19) -0.02889(16) 0.4898(3) 0.0630(6) Uani 1 1 d . . . . .
Cl4 Cl 0.4265(4) 0.2799(4) 0.8101(4) 0.0576(11) Uani 0.5 1 d . . . A 1
N2 N 0.7250(6) 0.2933(5) 0.6373(6) 0.0418(14) Uani 1 1 d . . . . .
N1 N 0.8399(7) 0.7359(6) 0.3972(8) 0.063(2) Uani 1 1 d . . . . .
H1 H 0.857768 0.791133 0.372048 0.076 Uiso 1 1 calc R . . . .
C8 C 0.8033(7) 0.2993(6) 0.5608(8) 0.0458(18) Uani 1 1 d . . . . .
H8 H 0.843642 0.245160 0.542605 0.055 Uiso 1 1 calc R . . . .
C3 C 0.7891(6) 0.5603(5) 0.4823(7) 0.0381(15) Uani 1 1 d . . . . .
C7 C 0.8242(7) 0.3849(6) 0.5091(8) 0.0427(17) Uani 1 1 d . . . . .
H7 H 0.879054 0.388230 0.455952 0.051 Uiso 1 1 calc R . . . .
C6 C 0.7661(6) 0.4666(5) 0.5338(7) 0.0365(15) Uani 1 1 d . . . . .
C2 C 0.8459(8) 0.5700(7) 0.3796(9) 0.056(2) Uani 1 1 d . . . . .
H2 H 0.866578 0.516395 0.337850 0.067 Uiso 1 1 calc R . . . .
C10 C 0.6826(9) 0.4567(6) 0.6126(9) 0.054(2) Uani 1 1 d . . . . .
H10 H 0.638839 0.509161 0.629759 0.065 Uiso 1 1 calc R . . . .
C4 C 0.7555(8) 0.6440(6) 0.5364(8) 0.0485(19) Uani 1 1 d . . . . .
H4 H 0.714912 0.640325 0.603184 0.058 Uiso 1 1 calc R . . . .
C12 C 0.5897(8) 0.1540(6) 0.6104(8) 0.0491(19) Uani 1 1 d . . . . .
H12A H 0.523162 0.198920 0.605532 0.059 Uiso 0.5 1 calc R . . B 2
H12 H 0.605831 0.137469 0.526614 0.059 Uiso 0.5 1 calc R . . C 1
C11 C 0.7009(8) 0.2002(6) 0.6925(8) 0.051(2) Uani 1 1 d . . . . .
H11A H 0.688547 0.209415 0.778743 0.062 Uiso 1 1 calc R . . . .
H11B H 0.769429 0.158539 0.696768 0.062 Uiso 1 1 calc R . . . .
C9 C 0.6656(9) 0.3707(7) 0.6638(9) 0.058(2) Uani 1 1 d . . . . .
H9 H 0.611971 0.365309 0.718029 0.069 Uiso 1 1 calc R . . . .
C5 C 0.7817(9) 0.7311(7) 0.4925(10) 0.060(2) Uani 1 1 d . . . . .
H5 H 0.758976 0.786489 0.528845 0.072 Uiso 1 1 calc R . . . .
C1 C 0.8713(9) 0.6610(8) 0.3400(10) 0.066(3) Uani 1 1 d . . . . .
H1A H 0.910717 0.668236 0.272732 0.079 Uiso 1 1 calc R . . . .
O1A O 0.6063(11) 0.1377(9) 0.4780(11) 0.051(3) Uani 0.5 1 d . . . D 2
H1AA H 0.547503 0.157492 0.427000 0.077 Uiso 0.5 1 calc GR . . D 2
O1B O 0.4965(11) 0.2164(10) 0.5954(12) 0.057(3) Uani 0.5 1 d . . . D 1
H1B H 0.467475 0.222881 0.519048 0.085 Uiso 0.5 1 calc GR . . D 1
O2 O 0.5425(10) 0.0808(9) 0.7992(9) 0.120(4) Uani 1 1 d . . . . .
H2A H 0.486124 0.117341 0.797592 0.180 Uiso 1 1 calc GR . . . .
C13 C 0.5581(10) 0.0654(8) 0.6755(11) 0.074(3) Uani 1 1 d . . . . .
H13A H 0.484872 0.038887 0.625165 0.088 Uiso 1 1 calc R . . . .
H13B H 0.621251 0.018802 0.677897 0.088 Uiso 1 1 calc R . . . .


_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 2.5048(18) . ?
In1 Cl1 2.5048(18) 3_756 ?
In1 Cl2 2.556(2) 3_756 ?
In1 Cl2 2.556(2) . ?
In1 Cl3 2.504(2) 3_756 ?
In1 Cl3 2.503(2) . ?
O1Ab H1AA 0.8200 . ?
O1Ba H1B 0.8200 . ?
N2 C8 1.334(10) . ?
N2 C11 1.485(10) . ?
N2 C9 1.342(11) . ?
N1 H1 0.8600 . ?
N1 C5 1.329(13) . ?
N1 C1 1.304(14) . ?
C8 H8 0.9300 . ?
C8 C7 1.365(11) . ?
C3 C6 1.472(10) . ?
C3 C2 1.393(10) . ?
C3 C4 1.399(11) . ?
C7 H7 0.9300 . ?
C7 C6 1.378(10) . ?
C6 C10 1.404(10) . ?
C2 H2 0.9300 . ?
C2 C1 1.396(14) . ?
C10 H10 0.9300 . ?
C10 C9 1.356(12) . ?
C4 H4 0.9300 . ?
C4 C5 1.366(12) . ?
C12 H12A 0.9800 . ?
C12 H12 0.9800 . ?
C12 C11 1.528(12) . ?
C12 O1A 1.485(14) . ?
C12 O1B 1.361(15) . ?
C12 C13 1.506(13) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C9 H9 0.9300 . ?
C5 H5 0.9300 . ?
C1 H1A 0.9300 . ?
O2 H2A 0.8200 . ?
O2 C13 1.388(14) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?

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 180.0 . 3_756 ?
Cl1 In1 Cl2 92.09(6) 3_756 3_756 ?
Cl1 In1 Cl2 87.91(6) 3_756 . ?
Cl1 In1 Cl2 87.91(6) . 3_756 ?
Cl1 In1 Cl2 92.09(6) . . ?
Cl2 In1 Cl2 180.0 . 3_756 ?
Cl3 In1 Cl1 89.22(7) 3_756 3_756 ?
Cl3 In1 Cl1 89.22(7) . . ?
Cl3 In1 Cl1 90.78(7) . 3_756 ?
O1Ab C12 H12A 107.4 . . ?
O1Ba C12 H12 109.6 . . ?
O1Ab C12 C11 111.0(8) . . ?
Cl3 In1 Cl1 90.78(7) 3_756 . ?
Cl3 In1 Cl2 89.52(8) 3_756 3_756 ?
Cl3 In1 Cl2 90.47(8) 3_756 . ?
O1Ba C12 C11 109.3(9) . . ?
Cl3 In1 Cl2 89.52(8) . . ?
O1Ba C12 C13 109.3(9) . . ?
O1Ab C12 C13 113.8(9) . . ?
Cl3 In1 Cl2 90.48(8) . 3_756 ?
Cl3 In1 Cl3 180.0 . 3_756 ?
C8 N2 C11 120.2(7) . . ?
C8 N2 C9 120.7(7) . . ?
C9 N2 C11 119.1(7) . . ?
C5 N1 H1 118.3 . . ?
C1 N1 H1 118.3 . . ?
C1 N1 C5 123.3(9) . . ?
N2 C8 H8 120.0 . . ?
N2 C8 C7 120.0(7) . . ?
C7 C8 H8 120.0 . . ?
C2 C3 C6 122.0(7) . . ?
C2 C3 C4 117.2(8) . . ?
C4 C3 C6 120.8(6) . . ?
C8 C7 H7 119.2 . . ?
C8 C7 C6 121.6(7) . . ?
C6 C7 H7 119.2 . . ?
C7 C6 C3 122.9(6) . . ?
C7 C6 C10 116.5(7) . . ?
C10 C6 C3 120.6(7) . . ?
C3 C2 H2 120.4 . . ?
C3 C2 C1 119.2(9) . . ?
C1 C2 H2 120.4 . . ?
C6 C10 H10 119.9 . . ?
C9 C10 C6 120.2(8) . . ?
C12 O1Ab H1AA 109.5 . . ?
C12 O1Ba H1B 109.5 . . ?
C9 C10 H10 119.9 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(8) . . ?
C5 C4 H4 119.6 . . ?
C11 C12 H12A 107.4 . . ?
C11 C12 H12 109.6 . . ?
C13 C12 H12A 107.4 . . ?
C13 C12 H12 109.6 . . ?
C13 C12 C11 109.5(8) . . ?
N2 C11 C12 110.2(6) . . ?
N2 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N2 C9 C10 121.0(8) . . ?
N2 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
N1 C5 C4 119.3(9) . . ?
N1 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
N1 C1 C2 120.1(9) . . ?
N1 C1 H1A 119.9 . . ?
C2 C1 H1A 119.9 . . ?
C13 O2 H2A 109.5 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
O2 C13 C12 113.7(10) . . ?
O2 C13 H13A 108.8 . . ?
O2 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
