# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2023

####################################################################### 
# 
# 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_t67
_database_code_depnum_ccdc_archive 'CCDC 2269364'
loop_
_audit_author_name
_audit_author_address
'Xiao-Gang Yang'
;Luoyang Normal University
China
;
_audit_update_record             
;
2023-06-13 deposited with the CCDC.	2023-08-28 downloaded from the CCDC.
;
_audit_creation_date             2023-06-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C80 H48 In2 N16), N O3'
_chemical_formula_sum            'C40 H0.50 In N9 O3'
_chemical_formula_weight         769.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1N1O1In1
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'
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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.7675(3)
_cell_length_b                   13.1064(4)
_cell_length_c                   11.8764(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.112(3)
_cell_angle_gamma                90
_cell_volume                     1808.58(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4589
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2230
_cell_measurement_theta_min      3.8180
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.844
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             753
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.842
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8074
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.336
_diffrn_reflns_theta_min         3.475
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.842
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  24.00   1.00    7.62    --  -13.64 -99.00 -90.00   38
  2  ω    -47.00  22.00   1.00    7.62    --   15.05 -57.00-120.00   69
  3  ω    -38.00  69.00   1.00    7.62    --   15.05   0.00  60.00  107
;
_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      0.0238864000
_diffrn_orient_matrix_UB_12      -0.0002510000
_diffrn_orient_matrix_UB_13      0.0586827000
_diffrn_orient_matrix_UB_21      -0.0224471000
_diffrn_orient_matrix_UB_22      -0.0496711000
_diffrn_orient_matrix_UB_23      0.0055298000
_diffrn_orient_matrix_UB_31      0.0515403000
_diffrn_orient_matrix_UB_32      -0.0214766000
_diffrn_orient_matrix_UB_33      -0.0134434000
_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                3114
_reflns_number_total             3802
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.151
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3802
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0390
_refine_ls_restrained_S_all      1.185
_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)+(0.0425P)²+3.3096P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1122
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N5-O2 = N5-O3
 1.25 with sigma of 0.02
 O2-O3
 2.1 with sigma of 0.02
3. Rigid bond restraints
 N5, O1, O2, O3
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
Uanis(N5) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(O3) \\sim
Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
5. Others
 Fixed Sof: O1(0.5) O2(0.5) O3(0.5) N5(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C13(H13),
 C14(H14), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.5000 0.5000 0.5000 0.01800(12) Uani 1 2 d S T P . .
N1 N 0.8827(5) 0.4082(5) 0.0333(5) 0.0898(18) Uani 1 1 d . . . . .
N2 N 0.1286(2) 0.8894(2) 0.1161(3) 0.0260(7) Uani 1 1 d . . . . .
N3 N 0.5189(2) 0.5767(2) 0.3461(2) 0.0232(6) Uani 1 1 d . . . . .
N4 N 0.3620(2) 0.5972(2) 0.5209(2) 0.0214(6) Uani 1 1 d . . . . .
C1 C 0.8107(6) 0.3396(5) 0.0622(5) 0.082(2) Uani 1 1 d . . . . .
H1 H 0.8072 0.2764 0.0262 0.098 Uiso 1 1 calc R . . . .
C2 C 0.7396(5) 0.3562(4) 0.1436(4) 0.0564(14) Uani 1 1 d . . . . .
H2 H 0.6897 0.3053 0.1602 0.068 Uiso 1 1 calc R . . . .
C3 C 0.7439(3) 0.4484(3) 0.1991(3) 0.0356(9) Uani 1 1 d . . . . .
C4 C 0.8179(5) 0.5212(4) 0.1689(5) 0.0575(14) Uani 1 1 d . . . . .
H4 H 0.8227 0.5852 0.2032 0.069 Uiso 1 1 calc R . . . .
C5 C 0.8858(6) 0.4975(5) 0.0862(6) 0.080(2) Uani 1 1 d . . . . .
H5 H 0.9359 0.5471 0.0671 0.096 Uiso 1 1 calc R . . . .
C6 C 0.0924(3) 0.8006(3) 0.1520(4) 0.0353(9) Uani 1 1 d . . . . .
H6 H 0.0165 0.7814 0.1272 0.042 Uiso 1 1 calc R . . . .
C7 C 0.1618(3) 0.7357(3) 0.2240(4) 0.0367(10) Uani 1 1 d . . . . .
H7 H 0.1327 0.6743 0.2465 0.044 Uiso 1 1 calc R . . . .
C8 C 0.2749(3) 0.7623(3) 0.2626(3) 0.0275(8) Uani 1 1 d . . . . .
C9 C 0.3129(4) 0.8542(3) 0.2268(4) 0.0462(12) Uani 1 1 d . . . . .
H9 H 0.3881 0.8755 0.2515 0.055 Uiso 1 1 calc R . . . .
C10 C 0.2377(4) 0.9145(3) 0.1534(4) 0.0436(11) Uani 1 1 d . . . . .
H10 H 0.2650 0.9759 0.1289 0.052 Uiso 1 1 calc R . . . .
C11 C 0.6725(3) 0.4672(3) 0.2915(3) 0.0272(8) Uani 1 1 d . . . . .
C12 C 0.5890(3) 0.5443(3) 0.2712(3) 0.0271(8) Uani 1 1 d . . . . .
C13 C 0.5562(4) 0.5994(4) 0.1664(4) 0.0416(11) Uani 1 1 d . . . . .
H13 H 0.5901 0.5932 0.1011 0.050 Uiso 1 1 calc R . . . .
C14 C 0.4679(4) 0.6614(3) 0.1790(3) 0.0393(10) Uani 1 1 d . . . . .
H14 H 0.4304 0.7058 0.1243 0.047 Uiso 1 1 calc R . . . .
C15 C 0.4420(3) 0.6464(3) 0.2922(3) 0.0266(8) Uani 1 1 d . . . . .
C16 C 0.3509(3) 0.6910(3) 0.3391(3) 0.0263(8) Uani 1 1 d . . . . .
C17 C 0.3159(3) 0.6705(3) 0.4447(3) 0.0245(8) Uani 1 1 d . . . . .
C18 C 0.2250(4) 0.7200(3) 0.4915(4) 0.0418(11) Uani 1 1 d . . . . .
H18 H 0.1789 0.7727 0.4578 0.050 Uiso 1 1 calc R . . . .
C19 C 0.2185(4) 0.6762(3) 0.5932(4) 0.0398(10) Uani 1 1 d . . . . .
H19 H 0.1674 0.6938 0.6421 0.048 Uiso 1 1 calc R . . . .
C20 C 0.3042(3) 0.5979(3) 0.6126(3) 0.0265(8) Uani 1 1 d . . . . .
O1 O 1.0340(7) 0.5426(7) 0.3867(7) 0.072(2) Uani 0.5 1 d . U . . .
O2 O 0.9544(8) 0.6881(8) 0.3573(10) 0.107(3) Uani 0.5 1 d D U . . .
O3 O 0.9273(9) 0.6193(9) 0.4866(9) 0.119(3) Uani 0.5 1 d D U . . .
N5 N 0.9700(9) 0.6143(9) 0.4166(9) 0.074(2) Uani 0.5 1 d D U . . .


_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 N2 2.373(3) 4_676 ?
In1 N2 2.373(3) 2_545 ?
In1 N3 2.128(3) 3_666 ?
In1 N3 2.128(3) . ?
In1 N4 2.109(3) 3_666 ?
In1 N4 2.109(3) . ?
N1 C1 1.318(8) . ?
N1 C5 1.326(8) . ?
N2 In1 2.373(3) 2 ?
N2 C6 1.332(5) . ?
N2 C10 1.331(5) . ?
N3 C12 1.373(4) . ?
N3 C15 1.371(4) . ?
N4 C17 1.371(4) . ?
N4 C20 1.372(4) . ?
C1 C2 1.392(7) . ?
C2 C3 1.374(6) . ?
C3 C4 1.378(7) . ?
C3 C11 1.505(5) . ?
C4 C5 1.395(7) . ?
C6 C7 1.378(5) . ?
C7 C8 1.382(5) . ?
C8 C9 1.374(6) . ?
C8 C16 1.497(5) . ?
C9 C10 1.388(6) . ?
C11 C12 1.403(5) . ?
C11 C20 1.415(5) 3_666 ?
C12 C13 1.439(5) . ?
C13 C14 1.346(6) . ?
C14 C15 1.438(5) . ?
C15 C16 1.411(5) . ?
C16 C17 1.407(5) . ?
C17 C18 1.436(5) . ?
C18 C19 1.350(6) . ?
C19 C20 1.431(5) . ?
C20 C11 1.415(5) 3_666 ?
O1 N5 1.289(12) . ?
O2 N5 1.193(11) . ?
O3 N5 1.040(10) . ?

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
N2 In1 N2 180.00(11) 2_545 4_676 ?
N3 In1 N2 93.80(11) . 4_676 ?
N3 In1 N2 86.20(11) . 2_545 ?
N3 In1 N2 86.20(11) 3_666 4_676 ?
N3 In1 N2 93.80(11) 3_666 2_545 ?
N3 In1 N3 180.0 . 3_666 ?
N4 In1 N2 89.71(11) . 4_676 ?
N4 In1 N2 90.29(11) . 2_545 ?
N4 In1 N2 89.71(11) 3_666 2_545 ?
N4 In1 N2 90.29(11) 3_666 4_676 ?
N4 In1 N3 89.85(11) 3_666 . ?
N4 In1 N3 90.15(11) . . ?
N4 In1 N3 90.15(11) 3_666 3_666 ?
N4 In1 N3 89.85(11) . 3_666 ?
N4 In1 N4 180.00(9) 3_666 . ?
C1 N1 C5 116.7(5) . . ?
C6 N2 In1 120.8(2) . 2 ?
C10 N2 In1 122.3(3) . 2 ?
C10 N2 C6 116.7(3) . . ?
C12 N3 In1 124.4(2) . . ?
C15 N3 In1 124.4(2) . . ?
C15 N3 C12 108.9(3) . . ?
C17 N4 In1 125.3(2) . . ?
C17 N4 C20 109.0(3) . . ?
C20 N4 In1 125.8(2) . . ?
N1 C1 C2 123.8(6) . . ?
C3 C2 C1 119.3(5) . . ?
C2 C3 C4 117.5(4) . . ?
C2 C3 C11 120.8(4) . . ?
C4 C3 C11 121.7(4) . . ?
C3 C4 C5 119.0(5) . . ?
N1 C5 C4 123.6(5) . . ?
N2 C6 C7 123.3(4) . . ?
C6 C7 C8 119.7(4) . . ?
C7 C8 C16 119.7(3) . . ?
C9 C8 C7 117.5(4) . . ?
C9 C8 C16 122.8(3) . . ?
C8 C9 C10 119.1(4) . . ?
N2 C10 C9 123.6(4) . . ?
C12 C11 C3 116.7(3) . . ?
C12 C11 C20 127.9(3) . 3_666 ?
C20 C11 C3 115.4(3) 3_666 . ?
N3 C12 C11 126.0(3) . . ?
N3 C12 C13 107.4(3) . . ?
C11 C12 C13 126.5(3) . . ?
C14 C13 C12 108.2(4) . . ?
C13 C14 C15 107.6(3) . . ?
N3 C15 C14 107.8(3) . . ?
N3 C15 C16 125.3(3) . . ?
C16 C15 C14 126.8(3) . . ?
C15 C16 C8 116.0(3) . . ?
C17 C16 C8 115.4(3) . . ?
C17 C16 C15 128.4(3) . . ?
N4 C17 C16 125.5(3) . . ?
N4 C17 C18 107.6(3) . . ?
C16 C17 C18 126.9(3) . . ?
C19 C18 C17 107.8(3) . . ?
C18 C19 C20 108.1(3) . . ?
N4 C20 C11 125.3(3) . 3_666 ?
N4 C20 C19 107.6(3) . . ?
C11 C20 C19 127.1(3) 3_666 . ?
O2 N5 O1 118.0(11) . . ?
O3 N5 O1 130.0(14) . . ?
O3 N5 O2 112.0(13) . . ?

_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 1.069
_oxdiff_exptl_absorpt_empirical_full_min 0.968
