# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_In1
_database_code_depnum_ccdc_archive 'CCDC 2008844'
_audit_update_record             
;
2020-06-09 deposited with the CCDC.	2021-04-26 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            'C8 H6 In N O5'
_chemical_formula_weight         310.96

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           74
_space_group_name_H-M_alt        'I m m a'
_space_group_name_Hall           '-I 2b 2'

_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'
'-x, -y+1/2, z'
'x, -y, -z'
'-x, y+1/2, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y, z'
'x, -y-1/2, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y, z+1/2'

_cell_length_a                   18.2629(6)
_cell_length_b                   7.1950(3)
_cell_length_c                   12.0467(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1582.96(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    789
_cell_measurement_theta_min      3.298
_cell_measurement_theta_max      24.982

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   0.645
_exptl_transmission_factor_max   0.678
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.260
_exptl_absorpt_coefficient_mu    1.493
_shelx_estimated_absorpt_T_min   0.663
_shelx_estimated_absorpt_T_max   0.698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart APEX CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3686
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.298
_diffrn_reflns_theta_max         24.982
_diffrn_reflns_theta_full        24.982
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.951
_reflns_number_total             751
_reflns_number_gt                588
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_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          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0843P)²+18.1647P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         751
_refine_ls_number_parameters     48
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0605
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1444
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_restrained_S_all      1.203
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002

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 0.0000 0.0000 0.5000 0.0112(4) Uani 1 4 d S T P . .
O1 O 0.0000 -0.2500 0.4127(8) 0.028(2) Uani 1 4 d S T P . .
H1 H 0.0000 -0.2500 0.3449 0.042 Uiso 1 4 d R U P . .
O2 O 0.0856(3) 0.0945(7) 0.3924(5) 0.0497(17) Uani 1 1 d . . . . .
C1 C 0.1123(7) 0.2500 0.3688(12) 0.044(3) Uani 1 2 d S T P . .
C2 C 0.1847(8) 0.2500 0.3103(14) 0.058(4) Uani 1 2 d S T P B .
C3 C 0.2166(6) 0.0852(14) 0.2803(10) 0.065(3) Uani 1 1 d . U . . .
H3 H 0.1941 -0.0292 0.3001 0.078 Uiso 0.75 1 calc R U P A 1
N1 N 0.195(2) -0.096(5) 0.316(6) 0.11(2) Uani 0.25 1 d . . P B 2
H1A H 0.1579 -0.1089 0.3614 0.135 Uiso 0.25 1 calc R U P B 2
H1B H 0.2191 -0.1939 0.2919 0.135 Uiso 0.25 1 calc R U P B 2


_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 2.084(5) 9_556 ?
In1 O1 2.084(5) . ?
In1 O2 2.141(5) 11 ?
In1 O2 2.141(5) 3_556 ?
In1 O2 2.141(5) 9_556 ?
In1 O2 2.141(5) . ?
O1 In1 2.084(5) 2_545 ?
O2 C1 1.253(7) . ?
C1 O2 1.253(7) 12_565 ?
C1 C2 1.498(16) . ?
C2 C3 1.370(11) 12_565 ?
C2 C3 1.370(11) . ?
C3 C3 1.422(17) 8_545 ?
C3 N1 1.42(4) . ?

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 180.0 9_556 . ?
O1 In1 O2 91.8(2) 9_556 11 ?
O1 In1 O2 88.2(2) . 11 ?
O1 In1 O2 88.2(2) 9_556 3_556 ?
O1 In1 O2 91.8(2) . 3_556 ?
O2 In1 O2 180.0(3) 11 3_556 ?
O1 In1 O2 88.2(2) 9_556 9_556 ?
O1 In1 O2 91.8(2) . 9_556 ?
O2 In1 O2 86.3(4) 11 9_556 ?
O2 In1 O2 93.7(4) 3_556 9_556 ?
O1 In1 O2 91.8(2) 9_556 . ?
O1 In1 O2 88.2(2) . . ?
O2 In1 O2 93.7(4) 11 . ?
O2 In1 O2 86.3(4) 3_556 . ?
O2 In1 O2 180.0 9_556 . ?
In1 O1 In1 119.4(5) . 2_545 ?
C1 O2 In1 134.8(6) . . ?
O2 C1 O2 126.4(10) 12_565 . ?
O2 C1 C2 116.8(5) 12_565 . ?
O2 C1 C2 116.8(5) . . ?
C3 C2 C3 119.9(12) 12_565 . ?
C3 C2 C1 120.0(6) 12_565 . ?
C3 C2 C1 120.0(6) . . ?
C2 C3 C3 120.0(6) . 8_545 ?
C2 C3 N1 126(2) . . ?
C3 C3 N1 113.0(18) 8_545 . ?

_refine_diff_density_max         1.979
_refine_diff_density_min         -1.106
_refine_diff_density_rms         0.186



# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.037 0.000 348 119 ' '
2 0.500 -0.042 0.500 348 119 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
