# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_222_sq
_database_code_depnum_ccdc_archive 'CCDC 2023759'
loop_
_audit_author_name
_audit_author_address
'Xianglong Qu'
;Tongji university
China
;
_audit_update_record             
;
2020-08-17 deposited with the CCDC.	2021-01-31 downloaded from the CCDC.
;
_audit_creation_date             2019-05-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C42 H18 In3 N6 O24)'
_chemical_formula_sum            'C14 H6 In N2 O8'
_chemical_formula_weight         445.03
_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'
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      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c'
_space_group_name_Hall           '-R 3 2"c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'y+2/3, x+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'y+1/3, x+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-y+2/3, -x+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-y+1/3, -x+2/3, z+1/6'

_cell_length_a                   15.7001(4)
_cell_length_b                   15.7001(4)
_cell_length_c                   52.849(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     11281.6(8)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    9871
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.205
_cell_measurement_theta_min      3.094
_shelx_estimated_absorpt_T_max   0.892
_shelx_estimated_absorpt_T_min   0.721
_exptl_absorpt_coefficient_mu    0.972
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6273
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1007 before and 0.0649 after correction.
The Ratio of minimum to maximum transmission is 0.8413.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3906
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       67
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_number            50685
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.573
_diffrn_reflns_theta_min         3.094
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2397
_reflns_number_total             2905
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    ?
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     114
_refine_ls_number_reflns         2905
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.050
_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)+(0.0427P)²+9.0848P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0740
_refine_ls_wR_factor_ref         0.0764
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5)
;
_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
In1 In 0.666667 0.86554(2) 0.583333 0.03173(9) Uani 1 2 d S T P . .
O1 O 0.54964(13) 0.71420(13) 0.58573(4) 0.0493(4) Uani 1 1 d . . . . .
O3 O 0.20430(14) 0.24705(12) 0.61540(3) 0.0432(4) Uani 1 1 d . . . . .
O2 O 0.61650(14) 0.74377(16) 0.62332(5) 0.0664(6) Uani 1 1 d . . . . .
N1 N 0.33665(15) 0.43288(13) 0.60572(4) 0.0356(5) Uani 1 1 d . . . . .
O4 O 0.26581(19) 0.25657(15) 0.65380(4) 0.0769(7) Uani 1 1 d . . . . .
C3 C 0.40502(17) 0.52625(17) 0.59954(5) 0.0386(5) Uani 1 1 d . . . . .
H3 H 0.400432 0.551430 0.583996 0.046 Uiso 1 1 calc R . . . .
C1 C 0.55488(18) 0.68877(19) 0.60821(5) 0.0439(6) Uani 1 1 d . . . . .
C2 C 0.48107(17) 0.58496(18) 0.61558(5) 0.0416(6) Uani 1 1 d . . . . .
C6 C 0.34394(19) 0.39730(18) 0.62802(4) 0.0391(6) Uani 1 1 d . . . . .
C4 C 0.4867(2) 0.5473(2) 0.63851(5) 0.0585(8) Uani 1 1 d . . . . .
H4 H 0.537032 0.585942 0.649729 0.070 Uiso 1 1 calc R . . . .
C5 C 0.4173(2) 0.4514(2) 0.64500(5) 0.0556(8) Uani 1 1 d . . . . .
H5 H 0.420636 0.424778 0.660434 0.067 Uiso 1 1 calc R . . . .
C7 C 0.2651(2) 0.29139(19) 0.63305(5) 0.0449(6) Uani 1 1 d . . . . .


_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 O1 2.1614(18) . ?
In1 O1 2.1616(17) 17_655 ?
In1 O3 2.1978(17) 2_665 ?
In1 O3 2.1978(16) 18 ?
In1 N1 2.2673(19) 2_665 ?
In1 N1 2.267(2) 18 ?
O1 C1 1.269(3) . ?
O3 C7 1.266(3) . ?
O2 C1 1.218(3) . ?
N1 C3 1.354(3) . ?
N1 C6 1.333(3) . ?
O4 C7 1.228(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.376(3) . ?
C1 C2 1.504(3) . ?
C2 C4 1.370(4) . ?
C6 C5 1.370(4) . ?
C6 C7 1.520(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(4) . ?
C5 H5 0.9300 . ?

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
O1 In1 O1 95.21(11) . 17_655 ?
O1 In1 O3 125.56(7) 17_655 18 ?
O1 In1 O3 83.47(7) 17_655 2_665 ?
O1 In1 O3 83.47(7) . 18 ?
O1 In1 O3 125.57(7) . 2_665 ?
O1 In1 N1 151.75(7) . 18 ?
O1 In1 N1 151.76(7) 17_655 2_665 ?
O1 In1 N1 86.60(7) 17_655 18 ?
O1 In1 N1 86.60(7) . 2_665 ?
O3 In1 O3 139.40(10) 18 2_665 ?
O3 In1 N1 72.83(7) 2_665 2_665 ?
O3 In1 N1 82.67(7) 2_665 18 ?
O3 In1 N1 72.83(7) 18 18 ?
O3 In1 N1 82.67(7) 18 2_665 ?
N1 In1 N1 104.92(10) 18 2_665 ?
C1 O1 In1 104.34(15) . . ?
C7 O3 In1 118.71(15) . 3_565 ?
C3 N1 In1 125.94(16) . 3_565 ?
C6 N1 In1 115.13(16) . 3_565 ?
C6 N1 C3 118.6(2) . . ?
N1 C3 H3 119.0 . . ?
N1 C3 C2 122.0(2) . . ?
C2 C3 H3 119.0 . . ?
O1 C1 C2 116.6(2) . . ?
O2 C1 O1 123.0(2) . . ?
O2 C1 C2 120.4(3) . . ?
C3 C2 C1 120.4(2) . . ?
C4 C2 C3 118.5(2) . . ?
C4 C2 C1 121.0(2) . . ?
N1 C6 C5 122.7(2) . . ?
N1 C6 C7 114.8(2) . . ?
C5 C6 C7 122.5(2) . . ?
C2 C4 H4 120.0 . . ?
C2 C4 C5 120.1(3) . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 118.1(3) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
O3 C7 C6 116.8(2) . . ?
O4 C7 O3 125.8(3) . . ?
O4 C7 C6 117.4(2) . . ?

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 O2 -0.8(3) . . . . ?
In1 O1 C1 C2 180.00(19) . . . . ?
In1 O3 C7 O4 167.3(3) 3_565 . . . ?
In1 O3 C7 C6 -12.5(3) 3_565 . . . ?
In1 N1 C3 C2 173.02(18) 3_565 . . . ?
In1 N1 C6 C5 -173.5(2) 3_565 . . . ?
In1 N1 C6 C7 7.2(3) 3_565 . . . ?
O1 C1 C2 C3 -7.9(4) . . . . ?
O1 C1 C2 C4 173.4(3) . . . . ?
O2 C1 C2 C3 172.9(3) . . . . ?
O2 C1 C2 C4 -5.8(4) . . . . ?
N1 C3 C2 C1 -179.2(2) . . . . ?
N1 C3 C2 C4 -0.4(4) . . . . ?
N1 C6 C5 C4 0.0(5) . . . . ?
N1 C6 C7 O3 3.1(4) . . . . ?
N1 C6 C7 O4 -176.7(3) . . . . ?
C3 N1 C6 C5 0.4(4) . . . . ?
C3 N1 C6 C7 -178.9(2) . . . . ?
C3 C2 C4 C5 0.8(5) . . . . ?
C1 C2 C4 C5 179.5(3) . . . . ?
C2 C4 C5 C6 -0.6(5) . . . . ?
C6 N1 C3 C2 -0.2(4) . . . . ?
C5 C6 C7 O3 -176.2(3) . . . . ?
C5 C6 C7 O4 4.0(4) . . . . ?
C7 C6 C5 C4 179.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
