# Electronic Supplementary Material (ESI) for Materials Horizons.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 2233593'
loop_
_audit_author_name
_audit_author_address
lidongyang
;Jining University
China
;
_audit_update_record             
;
2022-12-30 deposited with the CCDC.	2023-08-07 downloaded from the CCDC.
;
_audit_creation_date             2022-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl3 In0.5), C6 H20 N3, H2 O'
_chemical_formula_sum            'C6 H22 Cl6 In N3 O'
_chemical_formula_weight         479.78
_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 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In 0.0822 5.0449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.54750(10)
_cell_length_b                   10.68050(10)
_cell_length_c                   11.8682(2)
_cell_angle_alpha                94.6940(10)
_cell_angle_beta                 107.997(2)
_cell_angle_gamma                109.4970(10)
_cell_volume                     839.27(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9685
_cell_measurement_temperature    273
_cell_measurement_theta_max      50.698
_cell_measurement_theta_min      4.524
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    19.974
_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            'dull light gray'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    gray
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17384
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         76.173
_diffrn_reflns_theta_min         4.002
_diffrn_ambient_temperature      273
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3295
_reflns_number_total             3389
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.745
_refine_diff_density_min         -1.233
_refine_diff_density_rms         0.097
_refine_ls_extinction_coef       0.00278(17)
_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   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         3389
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0231
_refine_ls_restrained_S_all      1.048
_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)+(0.0439P)²+0.2819P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0625
_refine_ls_wR_factor_ref         0.0632
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: In1(0.5) In2(0.5)
 Fixed Uiso: H00U(0.085) H1(0.034) H2(0.034) H3(0.034) H19(0.046) H20(0.046)
 H21(0.046) H11(0.032) H13(0.032) H4(0.035) H5(0.035) H6(0.033) H7(0.033)
 H9(0.036) H10(0.036) H14(0.031) H16(0.031) H17(0.039) H18(0.039) H22(0.044)
 H23(0.044) H24(0.055)
 Fixed X: In1(0) In2(1) H00U(0.073937) H1(0.728592) H2(0.51431) H3(0.645024)
 H19(0.356792) H20(0.14709) H21(0.210349) H11(0.37308) H13(0.479123)
 H4(0.505471) H5(0.73628) H6(0.808567) H7(0.581128) H9(0.666417) H10(0.784258)
 H14(0.515913) H16(0.608027) H17(0.189026) H18(0.288095) H22(0.41239)
 H23(0.180223)
 Fixed Y: In1(0.5) In2(1) H00U(0.821328) H1(0.827018) H2(0.753903)
 H3(0.679498) H19(0.805937) H20(0.743895) H21(0.709756) H11(0.765049)
 H13(0.675813) H4(0.868945) H5(0.957105) H6(0.762153) H7(0.670295) H9(0.952464)
 H10(0.855697) H14(0.824289) H16(0.713096) H17(0.651974) H18(0.543844)
 H22(0.615332) H23(0.531424)
 Fixed Z: In1(0.5) In2(1) H00U(0.227207) H1(0.718568) H2(0.652717)
 H3(0.690111) H19(-0.088214) H20(-0.099934) H21(-0.198218) H11(0.272875)
 H13(0.302456) H4(0.485017) H5(0.54695) H6(0.561706) H7(0.491479) H9(0.344368)
 H10(0.374691) H14(0.127337) H16(0.154237) H17(0.073143) H18(0.089739) H22(-
 0.06922) H23(-0.111514)
;
_atom_sites_solution_hydrogens   mixed
_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 0.000000 0.500000 0.500000 0.01799(8) Uani 1 2 d S . P . .
Cl4 Cl 0.18155(8) 0.75080(5) 0.57756(5) 0.02945(13) Uani 1 1 d . . . . .
Cl5 Cl 0.17637(8) 0.49675(5) 0.34984(5) 0.02760(13) Uani 1 1 d . . . . .
Cl6 Cl 0.27539(8) 0.46447(5) 0.66468(4) 0.02966(13) Uani 1 1 d . . . . .
In2 In 1.000000 1.000000 1.000000 0.01966(8) Uani 1 2 d S . P . .
Cl1 Cl 1.06980(8) 0.98149(5) 0.80892(5) 0.03187(13) Uani 1 1 d . . . . .
Cl2 Cl 0.64965(8) 0.98463(5) 0.88304(5) 0.03236(14) Uani 1 1 d . . . . .
Cl3 Cl 0.86276(9) 0.74343(5) 0.96579(6) 0.03491(14) Uani 1 1 d . . . . .
O1 O 0.1415(4) 0.7918(2) 0.2823(2) 0.0568(6) Uani 1 1 d DG . . . .
H00U H 0.073937 0.821328 0.227207 0.085 Uiso 1 1 d DG U . . .
N1 N 0.6364(3) 0.75374(19) 0.66390(16) 0.0283(4) Uani 1 1 d . . . . .
H1 H 0.728592 0.827018 0.718568 0.034 Uiso 1 1 calc R U . . .
H2 H 0.514310 0.753903 0.652717 0.034 Uiso 1 1 calc R U . . .
H3 H 0.645024 0.679498 0.690111 0.034 Uiso 1 1 calc R U . . .
N2 N 0.2462(3) 0.7306(2) -0.11815(19) 0.0386(5) Uani 1 1 d . . . . .
H19 H 0.356792 0.805937 -0.088214 0.046 Uiso 1 1 calc R U . . .
H20 H 0.147090 0.743895 -0.099934 0.046 Uiso 1 1 calc R U . . .
H21 H 0.210349 0.709756 -0.198218 0.046 Uiso 1 1 calc R U . . .
N3 N 0.4859(3) 0.75293(18) 0.27725(18) 0.0269(4) Uani 1 1 d . . . . .
H11 H 0.373080 0.765049 0.272875 0.032 Uiso 1 1 calc R U . . .
H13 H 0.479123 0.675813 0.302456 0.032 Uiso 1 1 calc R U . . .
C1 C 0.6389(4) 0.8722(2) 0.4932(2) 0.0293(5) Uani 1 1 d . . . . .
H4 H 0.505471 0.868945 0.485017 0.035 Uiso 1 1 calc R U . . .
H5 H 0.736280 0.957105 0.546950 0.035 Uiso 1 1 calc R U . . .
C2 C 0.6717(4) 0.7551(2) 0.54796(19) 0.0278(4) Uani 1 1 d . . . . .
H6 H 0.808567 0.762153 0.561706 0.033 Uiso 1 1 calc R U . . .
H7 H 0.581128 0.670295 0.491479 0.033 Uiso 1 1 calc R U . . .
C3 C 0.6600(4) 0.8673(2) 0.3694(2) 0.0299(5) Uani 1 1 d . . . . .
H9 H 0.666417 0.952464 0.344368 0.036 Uiso 1 1 calc R U . . .
H10 H 0.784258 0.855697 0.374691 0.036 Uiso 1 1 calc R U . . .
C4 C 0.4957(3) 0.7384(2) 0.15333(19) 0.0254(4) Uani 1 1 d . . . . .
H14 H 0.515913 0.824289 0.127337 0.031 Uiso 1 1 calc R U . . .
H16 H 0.608027 0.713096 0.154237 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3009(4) 0.6305(2) 0.0664(2) 0.0322(5) Uani 1 1 d . . . . .
H17 H 0.189026 0.651974 0.073143 0.039 Uiso 1 1 calc R U . . .
H18 H 0.288095 0.543844 0.089739 0.039 Uiso 1 1 calc R U . . .
C6 C 0.2870(4) 0.6169(2) -0.0646(2) 0.0368(5) Uani 1 1 d . . . . .
H22 H 0.412390 0.615332 -0.069220 0.044 Uiso 1 1 calc R U . . .
H23 H 0.180223 0.531424 -0.111514 0.044 Uiso 1 1 calc R U . . .
H24 H 0.057(4) 0.735(3) 0.308(3) 0.055 Uiso 1 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 Cl4 2.5034(5) . ?
In1 Cl4 2.5034(5) 2_566 ?
In1 Cl5 2.5369(5) 2_566 ?
In1 Cl5 2.5369(5) . ?
In1 Cl6 2.5341(5) . ?
In1 Cl6 2.5341(5) 2_566 ?
In2 Cl1 2.4888(5) . ?
In2 Cl1 2.4888(5) 2_777 ?
In2 Cl2 2.5200(5) 2_777 ?
In2 Cl2 2.5200(5) . ?
In2 Cl3 2.5319(5) 2_777 ?
In2 Cl3 2.5319(5) . ?
O1 H00U 0.8500 . ?
O1 H24 0.879(18) . ?
N1 H1 0.8900 . ?
N1 H2 0.8900 . ?
N1 H3 0.8900 . ?
N1 C2 1.481(3) . ?
N2 H19 0.8900 . ?
N2 H20 0.8900 . ?
N2 H21 0.8900 . ?
N2 C6 1.493(3) . ?
N3 H11 0.8900 . ?
N3 H13 0.8900 . ?
N3 C3 1.496(3) . ?
N3 C4 1.493(3) . ?
C1 H4 0.9700 . ?
C1 H5 0.9700 . ?
C2 C1 1.513(3) . ?
C2 H6 0.9700 . ?
C2 H7 0.9700 . ?
C3 C1 1.525(3) . ?
C3 H9 0.9700 . ?
C3 H10 0.9700 . ?
C4 H14 0.9700 . ?
C4 H16 0.9700 . ?
C4 C5 1.514(3) . ?
C5 H17 0.9700 . ?
C5 H18 0.9700 . ?
C5 C6 1.516(3) . ?
C6 H22 0.9700 . ?
C6 H23 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
Cl4 In1 Cl4 180.0 . 2_566 ?
Cl4 In1 Cl5 87.161(17) 2_566 . ?
Cl4 In1 Cl5 87.161(17) . 2_566 ?
Cl4 In1 Cl5 92.839(17) . . ?
Cl4 In1 Cl5 92.840(17) 2_566 2_566 ?
Cl4 In1 Cl6 88.847(18) . . ?
Cl4 In1 Cl6 91.153(18) . 2_566 ?
Cl4 In1 Cl6 91.153(18) 2_566 . ?
Cl4 In1 Cl6 88.847(18) 2_566 2_566 ?
Cl5 In1 Cl5 180.00(2) . 2_566 ?
Cl6 In1 Cl5 91.958(18) 2_566 2_566 ?
Cl6 In1 Cl5 88.042(18) . 2_566 ?
Cl6 In1 Cl5 88.042(18) 2_566 . ?
Cl6 In1 Cl5 91.958(18) . . ?
Cl6 In1 Cl6 180.0 . 2_566 ?
Cl1 In2 Cl1 180.0 2_777 . ?
Cl1 In2 Cl2 90.349(19) . . ?
Cl1 In2 Cl2 89.651(19) 2_777 . ?
Cl1 In2 Cl2 89.651(19) . 2_777 ?
Cl1 In2 Cl2 90.349(19) 2_777 2_777 ?
Cl1 In2 Cl3 88.58(2) 2_777 2_777 ?
Cl1 In2 Cl3 88.58(2) . . ?
Cl1 In2 Cl3 91.42(2) . 2_777 ?
Cl1 In2 Cl3 91.41(2) 2_777 . ?
Cl2 In2 Cl2 180.0 2_777 . ?
Cl2 In2 Cl3 88.344(19) . . ?
Cl2 In2 Cl3 91.657(19) 2_777 . ?
Cl2 In2 Cl3 88.343(19) 2_777 2_777 ?
Cl2 In2 Cl3 91.656(19) . 2_777 ?
Cl3 In2 Cl3 180.0 2_777 . ?
H00U O1 H24 107.7 . . ?
H1 N1 H3 109.5 . . ?
H2 N1 H1 109.5 . . ?
H2 N1 H3 109.5 . . ?
C2 N1 H1 109.5 . . ?
C2 N1 H2 109.5 . . ?
C2 N1 H3 109.5 . . ?
H19 N2 H20 109.5 . . ?
H21 N2 H19 109.5 . . ?
H21 N2 H20 109.5 . . ?
C6 N2 H19 109.5 . . ?
C6 N2 H20 109.5 . . ?
C6 N2 H21 109.5 . . ?
H13 N3 H11 107.6 . . ?
C3 N3 H11 108.6 . . ?
C3 N3 H13 108.6 . . ?
C4 N3 H11 108.6 . . ?
C4 N3 H13 108.6 . . ?
C4 N3 C3 114.59(18) . . ?
H5 C1 H4 108.0 . . ?
C2 C1 H4 109.3 . . ?
C2 C1 H5 109.3 . . ?
C2 C1 C3 111.57(18) . . ?
C3 C1 H4 109.3 . . ?
C3 C1 H5 109.3 . . ?
N1 C2 C1 111.65(18) . . ?
N1 C2 H6 109.3 . . ?
N1 C2 H7 109.3 . . ?
C1 C2 H6 109.3 . . ?
C1 C2 H7 109.3 . . ?
H7 C2 H6 108.0 . . ?
N3 C3 C1 110.75(18) . . ?
N3 C3 H9 109.5 . . ?
N3 C3 H10 109.5 . . ?
C1 C3 H9 109.5 . . ?
C1 C3 H10 109.5 . . ?
H9 C3 H10 108.1 . . ?
N3 C4 H14 109.8 . . ?
N3 C4 H16 109.8 . . ?
N3 C4 C5 109.23(18) . . ?
H16 C4 H14 108.3 . . ?
C5 C4 H14 109.8 . . ?
C5 C4 H16 109.8 . . ?
C4 C5 H17 108.9 . . ?
C4 C5 H18 108.9 . . ?
C4 C5 C6 113.5(2) . . ?
H17 C5 H18 107.7 . . ?
C6 C5 H17 108.9 . . ?
C6 C5 H18 108.9 . . ?
N2 C6 C5 112.04(19) . . ?
N2 C6 H22 109.2 . . ?
N2 C6 H23 109.2 . . ?
C5 C6 H22 109.2 . . ?
C5 C6 H23 109.2 . . ?
H22 C6 H23 107.9 . . ?

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
N1 C2 C1 C3 -175.76(18) . . . . ?
N3 C3 C1 C2 71.0(2) . . . . ?
N3 C4 C5 C6 174.56(19) . . . . ?
C3 N3 C4 C5 -173.52(18) . . . . ?
C4 N3 C3 C1 -178.84(18) . . . . ?
C4 C5 C6 N2 -75.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2233594'
loop_
_audit_author_name
_audit_author_address
lidongyang
;Jining University
China
;
_audit_update_record             
;
2022-12-30 deposited with the CCDC.	2023-08-07 downloaded from the CCDC.
;
_audit_creation_date             2022-11-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Br3 In0.5), C6 H20 N3, H2 O'
_chemical_formula_sum            'C6 H22 Br6 In N3 O'
_chemical_formula_weight         746.54
_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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8936(3)
_cell_length_b                   11.0840(5)
_cell_length_c                   12.1633(5)
_cell_angle_alpha                94.554(2)
_cell_angle_beta                 108.689(2)
_cell_angle_gamma                109.0060(10)
_cell_volume                     932.85(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7766
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      29.97
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.333
_shelx_estimated_absorpt_T_min   0.333
_exptl_absorpt_coefficient_mu    14.108
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3201
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1368 before and 0.0472 after correction.
The Ratio of minimum to maximum transmission is 0.4290.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.658
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_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  0.0398
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22852
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.541
_diffrn_reflns_theta_min         1.986
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4330
_reflns_number_total             5694
_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 V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.722
_refine_diff_density_min         -1.304
_refine_diff_density_rms         0.180
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         5694
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0311
_refine_ls_restrained_S_all      1.070
_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)+(0.0227P)²+0.1883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0566
_refine_ls_wR_factor_ref         0.0619
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: In1(0.5) In2(0.5)
 Fixed Uiso: H21(0.103) H1(0.045) H2(0.045) H3(0.045) H10(0.036) H11(0.036)
 H18(0.056) H19(0.056) H20(0.056) H4(0.038) H5(0.038) H6(0.04) H7(0.04)
 H8(0.044) H9(0.044) H12(0.037) H13(0.037) H14(0.046) H15(0.046) H16(0.055)
 H17(0.055)
 Fixed X: In1(0) In2(1) H21(0.096901) H1(0.515628) H2(0.645574) H3(0.720895)
 H10(0.4749) H11(0.381919) H18(0.153058) H19(0.219746) H20(0.354238)
 H4(0.566086) H5(0.787303) H6(0.51354) H7(0.736416) H8(0.773391) H9(0.669956)
 H12(0.602572) H13(0.515968) H14(0.297012) H15(0.202991) H16(0.415767)
 H17(0.19486)
 Fixed Y: In1(0) In2(0.5) H21(0.325941) H1(0.255681) H2(0.186898) H3(0.328534)
 H10(0.178907) H11(0.270177) H18(0.239837) H19(0.207346) H20(0.302404)
 H4(0.172835) H5(0.252531) H6(0.369954) H7(0.447187) H8(0.3437) H9(0.442787)
 H12(0.212342) H13(0.320539) H14(0.052654) H15(0.157783) H16(0.121889)
 H17(0.03948)
 Fixed Z: In1(0.5) In2(1) H21(0.230799) H1(0.648789) H2(0.687567) H3(0.710329)
 H10(0.302171) H11(0.273309) H18(-0.096414) H19(-0.188943) H20(-0.081335)
 H4(0.489287) H5(0.555611) H6(0.482291) H7(0.543601) H8(0.37648) H9(0.346771)
 H12(0.15959) H13(0.131555) H14(0.095701) H15(0.078895) H16(-0.058028) H17(-
 0.099699)
;
_atom_sites_solution_hydrogens   mixed
_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 0.000000 0.000000 0.500000 0.02245(8) Uani 1 2 d S . P . .
Br1 Br 0.17463(5) 0.25744(3) 0.57066(4) 0.03411(9) Uani 1 1 d . . . . .
Br2 Br 0.29223(5) -0.02643(4) 0.67245(3) 0.03405(9) Uani 1 1 d . . . . .
Br3 Br 0.17109(5) -0.00751(4) 0.34124(3) 0.03122(9) Uani 1 1 d . . . . .
In2 In 1.000000 0.500000 1.000000 0.02474(8) Uani 1 2 d S . P . .
Br4 Br 1.13856(6) 0.76211(4) 1.03042(4) 0.04025(10) Uani 1 1 d . . . . .
Br5 Br 1.07080(5) 0.47787(4) 0.80290(3) 0.03666(10) Uani 1 1 d . . . . .
Br6 Br 1.35931(5) 0.51717(4) 1.12217(4) 0.03513(10) Uani 1 1 d . . . . .
O1 O 0.1646(6) 0.3002(5) 0.2865(4) 0.0684(10) Uani 1 1 d DG . . . .
H21 H 0.096901 0.325941 0.230799 0.103 Uiso 1 1 d G U . . .
H22 H 0.094(10) 0.230(5) 0.304(7) 0.17(4) Uiso 1 1 d D . . . .
N1 N 0.6328(4) 0.2563(3) 0.6592(3) 0.0376(8) Uani 1 1 d . . . . .
H1 H 0.515628 0.255681 0.648789 0.045 Uiso 1 1 calc R U . . .
H2 H 0.645574 0.186898 0.687567 0.045 Uiso 1 1 calc R U . . .
H3 H 0.720895 0.328534 0.710329 0.045 Uiso 1 1 calc R U . . .
N2 N 0.4872(4) 0.2541(3) 0.2783(3) 0.0303(7) Uani 1 1 d . . . . .
H10 H 0.474900 0.178907 0.302171 0.036 Uiso 1 1 calc R U . . .
H11 H 0.381919 0.270177 0.273309 0.036 Uiso 1 1 calc R U . . .
N3 N 0.2511(5) 0.2287(3) -0.1110(3) 0.0463(9) Uani 1 1 d . . . . .
H18 H 0.153058 0.239837 -0.096414 0.056 Uiso 1 1 calc R U . . .
H19 H 0.219746 0.207346 -0.188943 0.056 Uiso 1 1 calc R U . . .
H20 H 0.354238 0.302404 -0.081335 0.056 Uiso 1 1 calc R U . . .
C1 C 0.6600(5) 0.2528(4) 0.5440(3) 0.0320(8) Uani 1 1 d . . . . .
H4 H 0.566086 0.172835 0.489287 0.038 Uiso 1 1 calc R U . . .
H5 H 0.787303 0.252531 0.555611 0.038 Uiso 1 1 calc R U . . .
C2 C 0.6386(6) 0.3673(4) 0.4906(3) 0.0336(8) Uani 1 1 d . . . . .
H6 H 0.513540 0.369954 0.482291 0.040 Uiso 1 1 calc R U . . .
H7 H 0.736416 0.447187 0.543601 0.040 Uiso 1 1 calc R U . . .
C3 C 0.6575(5) 0.3598(4) 0.3706(3) 0.0365(9) Uani 1 1 d . . . . .
H8 H 0.773391 0.343700 0.376480 0.044 Uiso 1 1 calc R U . . .
H9 H 0.669956 0.442787 0.346771 0.044 Uiso 1 1 calc R U . . .
C4 C 0.4957(5) 0.2383(3) 0.1576(3) 0.0308(8) Uani 1 1 d . . . . .
H12 H 0.602572 0.212342 0.159590 0.037 Uiso 1 1 calc R U . . .
H13 H 0.515968 0.320539 0.131555 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3095(6) 0.1360(4) 0.0727(3) 0.0383(9) Uani 1 1 d . . . . .
H14 H 0.297012 0.052654 0.095701 0.046 Uiso 1 1 calc R U . . .
H15 H 0.202991 0.157783 0.078895 0.046 Uiso 1 1 calc R U . . .
C6 C 0.2950(6) 0.1225(4) -0.0546(4) 0.0458(11) Uani 1 1 d . . . . .
H16 H 0.415767 0.121889 -0.058028 0.055 Uiso 1 1 calc R U . . .
H17 H 0.194860 0.039480 -0.099699 0.055 Uiso 1 1 calc R 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 Br1 2.6590(4) 2_556 ?
In1 Br1 2.6591(4) . ?
In1 Br2 2.6914(4) . ?
In1 Br2 2.6913(4) 2_556 ?
In1 Br3 2.6979(4) 2_556 ?
In1 Br3 2.6979(4) . ?
In2 Br4 2.6970(4) 2_767 ?
In2 Br4 2.6970(4) . ?
In2 Br5 2.6410(4) . ?
In2 Br5 2.6410(4) 2_767 ?
In2 Br6 2.6816(4) . ?
In2 Br6 2.6817(4) 2_767 ?
O1 H21 0.8501 . ?
O1 H22 0.88(2) . ?
N1 H1 0.8900 . ?
N1 H2 0.8900 . ?
N1 H3 0.8900 . ?
N1 C1 1.483(5) . ?
N2 H10 0.8900 . ?
N2 H11 0.8900 . ?
N2 C3 1.496(4) . ?
N2 C4 1.489(4) . ?
N3 H18 0.8900 . ?
N3 H19 0.8900 . ?
N3 H20 0.8900 . ?
N3 C6 1.489(5) . ?
C1 H4 0.9700 . ?
C1 H5 0.9700 . ?
C1 C2 1.503(5) . ?
C2 H6 0.9700 . ?
C2 H7 0.9700 . ?
C3 C2 1.513(5) . ?
C3 H8 0.9700 . ?
C3 H9 0.9700 . ?
C4 H12 0.9700 . ?
C4 H13 0.9700 . ?
C4 C5 1.507(5) . ?
C5 H14 0.9700 . ?
C5 H15 0.9700 . ?
C5 C6 1.506(5) . ?
C6 H16 0.9700 . ?
C6 H17 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
Br1 In1 Br1 180.0 2_556 . ?
Br1 In1 Br2 89.059(12) 2_556 2_556 ?
Br1 In1 Br2 89.060(12) . . ?
Br1 In1 Br2 90.941(12) . 2_556 ?
Br1 In1 Br2 90.941(13) 2_556 . ?
Br1 In1 Br3 87.371(12) 2_556 . ?
Br1 In1 Br3 92.629(12) 2_556 2_556 ?
Br1 In1 Br3 92.628(12) . . ?
Br1 In1 Br3 87.372(12) . 2_556 ?
Br2 In1 Br2 180.000(16) 2_556 . ?
Br2 In1 Br3 91.822(12) . . ?
Br2 In1 Br3 91.822(12) 2_556 2_556 ?
Br2 In1 Br3 88.178(12) . 2_556 ?
Br2 In1 Br3 88.178(12) 2_556 . ?
Br3 In1 Br3 180.0 . 2_556 ?
Br4 In2 Br4 180.0 2_767 . ?
Br5 In2 Br4 90.771(13) 2_767 2_767 ?
Br5 In2 Br4 89.229(13) 2_767 . ?
Br5 In2 Br4 89.229(13) . 2_767 ?
Br5 In2 Br4 90.771(13) . . ?
Br5 In2 Br5 180.0 2_767 . ?
Br5 In2 Br6 88.821(12) . . ?
Br5 In2 Br6 88.821(12) 2_767 2_767 ?
Br5 In2 Br6 91.179(12) . 2_767 ?
Br5 In2 Br6 91.179(12) 2_767 . ?
Br6 In2 Br4 91.967(12) 2_767 . ?
Br6 In2 Br4 91.967(12) . 2_767 ?
Br6 In2 Br4 88.033(12) 2_767 2_767 ?
Br6 In2 Br4 88.033(12) . . ?
Br6 In2 Br6 180.0 . 2_767 ?
H21 O1 H22 112.3 . . ?
H1 N1 H2 109.5 . . ?
H1 N1 H3 109.5 . . ?
H3 N1 H2 109.5 . . ?
C1 N1 H1 109.5 . . ?
C1 N1 H2 109.5 . . ?
C1 N1 H3 109.5 . . ?
H10 N2 H11 107.5 . . ?
C3 N2 H10 108.5 . . ?
C3 N2 H11 108.5 . . ?
C4 N2 H10 108.5 . . ?
C4 N2 H11 108.5 . . ?
C4 N2 C3 115.3(3) . . ?
H19 N3 H18 109.5 . . ?
H19 N3 H20 109.5 . . ?
H20 N3 H18 109.5 . . ?
C6 N3 H18 109.5 . . ?
C6 N3 H19 109.5 . . ?
C6 N3 H20 109.5 . . ?
N1 C1 H4 109.2 . . ?
N1 C1 H5 109.2 . . ?
N1 C1 C2 112.2(3) . . ?
H4 C1 H5 107.9 . . ?
C2 C1 H4 109.2 . . ?
C2 C1 H5 109.2 . . ?
C1 C2 H6 109.2 . . ?
C1 C2 H7 109.2 . . ?
C1 C2 C3 111.9(3) . . ?
H7 C2 H6 107.9 . . ?
C3 C2 H6 109.2 . . ?
C3 C2 H7 109.2 . . ?
N2 C3 C2 111.7(3) . . ?
N2 C3 H8 109.3 . . ?
N2 C3 H9 109.3 . . ?
C2 C3 H8 109.3 . . ?
C2 C3 H9 109.3 . . ?
H9 C3 H8 107.9 . . ?
N2 C4 H12 109.8 . . ?
N2 C4 H13 109.8 . . ?
N2 C4 C5 109.3(3) . . ?
H12 C4 H13 108.3 . . ?
C5 C4 H12 109.8 . . ?
C5 C4 H13 109.8 . . ?
C4 C5 H14 108.9 . . ?
C4 C5 H15 108.9 . . ?
H14 C5 H15 107.7 . . ?
C6 C5 C4 113.5(3) . . ?
C6 C5 H14 108.9 . . ?
C6 C5 H15 108.9 . . ?
N3 C6 C5 113.4(3) . . ?
N3 C6 H16 108.9 . . ?
N3 C6 H17 108.9 . . ?
C5 C6 H16 108.9 . . ?
C5 C6 H17 108.9 . . ?
H16 C6 H17 107.7 . . ?

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
N1 C1 C2 C3 -177.4(3) . . . . ?
N2 C3 C2 C1 70.8(4) . . . . ?
N2 C4 C5 C6 173.9(3) . . . . ?
C3 N2 C4 C5 -175.8(3) . . . . ?
C4 N2 C3 C2 -178.9(3) . . . . ?
C4 C5 C6 N3 -76.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
