# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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_xad4r7_5_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 1954105'
loop_
_audit_author_name
_audit_author_address
'Yu-Hui Luo' 'JiangSu ocean university'
_audit_update_record             
;
2019-10-19 deposited with the CCDC.	2019-11-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 In N3 O8'
_chemical_formula_weight         515.14

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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           95
_space_group_name_H-M_alt        'P 43 2 2'
_space_group_name_Hall           'P 4cw 2c'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x, z+3/4'
'-x, -y, z+1/2'
'y, -x, z+1/4'
'x, -y, -z+1/2'
'y, x, -z+1/4'
'-x, y, -z'
'-y, -x, -z+3/4'

_cell_length_a                   9.9792(16)
_cell_length_b                   9.9792(16)
_cell_length_c                   43.855(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4367(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2936
_cell_measurement_theta_min      2.243
_cell_measurement_theta_max      20.488

_exptl_crystal_description       Octahedron
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.783
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.565
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.919
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  w/scan
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21900
_diffrn_reflns_av_unetI/netI     0.0841
_diffrn_reflns_av_R_equivalents  0.1139
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_theta_min         1.857
_diffrn_reflns_theta_max         25.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3964
_reflns_number_gt                3018
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.644
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
'Refined as a 2-component inversion twin.,Twin,SQUEEZE'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0900P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0029(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3964
_refine_ls_number_parameters     125
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1447
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.95299(6) 0.95299(6) 0.1250 0.0407(3) Uani 1 2 d S T P . .
O1 O 0.8084(6) 0.9584(10) 0.08782(14) 0.073(2) Uani 1 1 d . . . . .
C2 C 0.5661(9) 0.9536(13) 0.0865(2) 0.067(3) Uani 1 1 d . . . . .
C3 C 0.5723(7) 0.9552(13) 0.0544(2) 0.062(3) Uani 1 1 d . . . . .
H3 H 0.6540 0.9562 0.0442 0.075 Uiso 1 1 calc R U . . .
C4 C 0.4536(9) 0.9551(12) 0.03891(19) 0.069(3) Uani 1 1 d . . . . .
O2 O 0.7057(6) 0.9601(11) 0.13124(15) 0.086(2) Uani 1 1 d . . . . .
C7 C 0.4503(9) 0.9618(12) 0.1026(2) 0.069(3) Uani 1 1 d . . . . .
H7 H 0.4511 0.9707 0.1237 0.082 Uiso 1 1 calc R U . . .
N1 N 0.4424(7) 0.9525(11) 0.00619(18) 0.079(3) Uani 1 1 d . . . . .
C6 C 0.3299(7) 0.9564(13) 0.08642(19) 0.051(2) Uani 1 1 d . . . . .
C5 C 0.3302(9) 0.9507(14) 0.0555(2) 0.074(3) Uani 1 1 d . . . . .
H5 H 0.2495 0.9439 0.0450 0.089 Uiso 1 1 calc R U . . .
C1 C 0.7015(8) 0.9489(13) 0.1022(2) 0.055(3) Uani 1 1 d . . . . .
O3 O 0.1901(7) 0.9460(11) 0.13031(15) 0.087(2) Uani 1 1 d . U . . .
C8 C 0.1972(9) 0.9617(14) 0.1042(3) 0.064(3) Uani 1 1 d . U . . .
O4 O 0.0968(5) 0.9495(7) 0.08642(14) 0.0589(17) 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 2.178(6) 6 ?
In1 O1 2.178(6) . ?
In1 O4 2.219(5) 6_565 ?
In1 O4 2.219(5) 1_655 ?
In1 O3 2.378(7) 1_655 ?
In1 O3 2.378(7) 6_565 ?
In1 O2 2.484(6) . ?
In1 O2 2.484(6) 6 ?
In1 C8 2.603(9) 6_565 ?
In1 C8 2.603(9) 1_655 ?
In1 C1 2.702(7) 6 ?
O1 C1 1.243(10) . ?
C2 C7 1.356(13) . ?
C2 C3 1.410(12) . ?
C2 C1 1.517(11) . ?
C3 C4 1.366(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.431(12) . ?
C4 N1 1.439(11) . ?
O2 C1 1.279(10) . ?
C7 C6 1.397(11) . ?
C7 H7 0.9300 . ?
N1 N1 1.272(14) 7_655 ?
C6 C5 1.356(12) . ?
C6 C8 1.539(11) . ?
C5 H5 0.9300 . ?
O3 C8 1.156(11) . ?
O3 In1 2.378(7) 1_455 ?
C8 O4 1.276(11) . ?
C8 In1 2.603(9) 1_455 ?
O4 In1 2.219(5) 1_455 ?

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 126.4(5) 6 . ?
O1 In1 O4 81.8(2) 6 6_565 ?
O1 In1 O4 123.0(3) . 6_565 ?
O1 In1 O4 123.0(3) 6 1_655 ?
O1 In1 O4 81.8(2) . 1_655 ?
O4 In1 O4 127.0(3) 6_565 1_655 ?
O1 In1 O3 83.3(4) 6 1_655 ?
O1 In1 O3 137.1(2) . 1_655 ?
O4 In1 O3 87.7(3) 6_565 1_655 ?
O4 In1 O3 55.3(2) 1_655 1_655 ?
O1 In1 O3 137.1(2) 6 6_565 ?
O1 In1 O3 83.3(4) . 6_565 ?
O4 In1 O3 55.3(2) 6_565 6_565 ?
O4 In1 O3 87.7(3) 1_655 6_565 ?
O3 In1 O3 93.9(5) 1_655 6_565 ?
O1 In1 O2 87.8(3) 6 . ?
O1 In1 O2 54.8(2) . . ?
O4 In1 O2 83.2(3) 6_565 . ?
O4 In1 O2 136.6(2) 1_655 . ?
O3 In1 O2 168.1(2) 1_655 . ?
O3 In1 O2 87.3(4) 6_565 . ?
O1 In1 O2 54.8(2) 6 6 ?
O1 In1 O2 87.8(3) . 6 ?
O4 In1 O2 136.6(2) 6_565 6 ?
O4 In1 O2 83.2(3) 1_655 6 ?
O3 In1 O2 87.3(4) 1_655 6 ?
O3 In1 O2 168.1(2) 6_565 6 ?
O2 In1 O2 94.0(5) . 6 ?
O1 In1 C8 111.0(3) 6 6_565 ?
O1 In1 C8 105.1(4) . 6_565 ?
O4 In1 C8 29.3(3) 6_565 6_565 ?
O4 In1 C8 105.1(4) 1_655 6_565 ?
O3 In1 C8 87.7(3) 1_655 6_565 ?
O3 In1 C8 26.3(3) 6_565 6_565 ?
O2 In1 C8 88.2(3) . 6_565 ?
O2 In1 C8 165.4(3) 6 6_565 ?
O1 In1 C8 105.1(4) 6 1_655 ?
O1 In1 C8 111.0(3) . 1_655 ?
O4 In1 C8 105.1(4) 6_565 1_655 ?
O4 In1 C8 29.3(3) 1_655 1_655 ?
O3 In1 C8 26.3(3) 1_655 1_655 ?
O3 In1 C8 87.7(3) 6_565 1_655 ?
O2 In1 C8 165.4(3) . 1_655 ?
O2 In1 C8 88.2(3) 6 1_655 ?
C8 In1 C8 93.4(6) 6_565 1_655 ?
O1 In1 C1 26.9(3) 6 6 ?
O1 In1 C1 106.9(4) . 6 ?
O4 In1 C1 108.6(2) 6_565 6 ?
O4 In1 C1 106.1(3) 1_655 6 ?
O3 In1 C1 87.2(3) 1_655 6 ?
O3 In1 C1 163.7(2) 6_565 6 ?
O2 In1 C1 88.3(3) . 6 ?
O2 In1 C1 28.2(2) 6 6 ?
C8 In1 C1 137.8(3) 6_565 6 ?
C8 In1 C1 100.0(4) 1_655 6 ?
C1 O1 In1 100.8(5) . . ?
C7 C2 C3 123.8(8) . . ?
C7 C2 C1 121.6(9) . . ?
C3 C2 C1 114.4(8) . . ?
C4 C3 C2 117.3(8) . . ?
C4 C3 H3 121.4 . . ?
C2 C3 H3 121.4 . . ?
C3 C4 C5 119.5(8) . . ?
C3 C4 N1 124.3(8) . . ?
C5 C4 N1 116.1(8) . . ?
C1 O2 In1 85.4(5) . . ?
C2 C7 C6 117.8(8) . . ?
C2 C7 H7 121.1 . . ?
C6 C7 H7 121.1 . . ?
N1 N1 C4 110.8(10) 7_655 . ?
C7 C6 C5 120.5(8) . . ?
C7 C6 C8 118.7(8) . . ?
C5 C6 C8 120.7(8) . . ?
C6 C5 C4 120.6(8) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
O1 C1 O2 118.1(7) . . ?
O1 C1 C2 122.1(9) . . ?
O2 C1 C2 118.5(8) . . ?
C8 O3 In1 87.8(6) . 1_455 ?
O3 C8 O4 123.0(9) . . ?
O3 C8 C6 123.4(9) . . ?
O4 C8 C6 111.2(8) . . ?
O3 C8 In1 65.9(5) . 1_455 ?
O4 C8 In1 58.4(4) . 1_455 ?
C6 C8 In1 169.2(8) . 1_455 ?
C8 O4 In1 92.3(5) . 1_455 ?

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
C7 C2 C3 C4 -5(2) . . . . ?
C1 C2 C3 C4 178.0(12) . . . . ?
C2 C3 C4 C5 -1.3(19) . . . . ?
C2 C3 C4 N1 -178.0(12) . . . . ?
C3 C2 C7 C6 7.4(19) . . . . ?
C1 C2 C7 C6 -175.7(12) . . . . ?
C3 C4 N1 N1 -1.1(15) . . . 7_655 ?
C5 C4 N1 N1 -177.9(9) . . . 7_655 ?
C2 C7 C6 C5 -3.6(19) . . . . ?
C2 C7 C6 C8 178.4(13) . . . . ?
C7 C6 C5 C4 -2(2) . . . . ?
C8 C6 C5 C4 175.7(11) . . . . ?
C3 C4 C5 C6 4.8(19) . . . . ?
N1 C4 C5 C6 -178.2(12) . . . . ?
In1 O1 C1 O2 10.4(15) . . . . ?
In1 O1 C1 C2 177.4(10) . . . . ?
In1 O2 C1 O1 -8.9(13) . . . . ?
In1 O2 C1 C2 -176.5(11) . . . . ?
C7 C2 C1 O1 -170.7(13) . . . . ?
C3 C2 C1 O1 6.4(19) . . . . ?
C7 C2 C1 O2 -4(2) . . . . ?
C3 C2 C1 O2 173.4(13) . . . . ?
In1 O3 C8 O4 -13.1(15) 1_455 . . . ?
In1 O3 C8 C6 -173.8(13) 1_455 . . . ?
C7 C6 C8 O3 -14(2) . . . . ?
C5 C6 C8 O3 167.8(16) . . . . ?
C7 C6 C8 O4 -177.0(11) . . . . ?
C5 C6 C8 O4 5.0(18) . . . . ?
C7 C6 C8 In1 -163(4) . . . 1_455 ?
C5 C6 C8 In1 19(5) . . . 1_455 ?
O3 C8 O4 In1 14.0(16) . . . 1_455 ?
C6 C8 O4 In1 176.9(9) . . . 1_455 ?

_refine_diff_density_max         1.141
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.109



