# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_SNNU-118
_database_code_depnum_ccdc_archive 'CCDC 2327387'
loop_
_audit_author_name
_audit_author_address
'Liqiu Yang'
;ShaanXi Normol University
China
;
_audit_update_record             
;
2024-01-22 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;
_audit_creation_date             2024-01-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H28 In4 O20, 2[]'
_chemical_formula_sum            'C48 H28 In4 O20'
_chemical_formula_weight         1383.98
_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'
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      orthorhombic
_space_group_IT_number           74
_space_group_name_H-M_alt        'I m m a'
_space_group_name_Hall           '-I 2b 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'-x, y+1/2, -z'
'x, -y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'x, -y-1/2, z'
'-x, y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   17.3685(6)
_cell_length_b                   7.2287(2)
_cell_length_c                   13.4781(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1692.20(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9568
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.356
_cell_measurement_theta_min      1.913
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.403
_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            colorless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             672
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9568
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.356
_diffrn_reflns_theta_min         1.913
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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                740
_reflns_number_total             971
_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 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         2.151
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.223
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.252
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     79
_refine_ls_number_reflns         971
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.235
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0689P)²+20.6445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1424
_refine_ls_wR_factor_ref         0.1496
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 O1-H1
 0.95 with sigma of 0.02
 C6-C7 \\sim C5-C8
 with sigma of 0.01
 C6-C3 \\sim C5-C4
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C4 \\sim C5 \\sim C8: within 3.8A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 3.8A
C3 \\sim C6 \\sim C7: within 3.8A with sigma of 0.02 and sigma for terminal
atoms of 0.04 within 3.8A
4. Others
 Fixed Sof: C4(0.5) C3(0.5) C7(0.25) H7(0.5) C8(0.25) H8(0.5) C5(0.25)
 H5(0.25) C6(0.25) H6(0.25)
 Fixed Uiso: H1(0.08)
5.a Riding coordinates:
 C7(H7), C8(H8)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6)
;
_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 0.500000 0.500000 0.500000 0.0175(3) Uani 1 4 d S T P A .
O1 O 0.500000 0.750000 0.5755(7) 0.027(2) Uani 1 4 d DS T P . .
C2 C 0.6839(8) 0.250000 0.6890(11) 0.054(4) Uani 1 2 d S T P . .
O2 O 0.5889(4) 0.4005(9) 0.5980(5) 0.066(2) Uani 1 1 d . . . . .
C1 C 0.6144(6) 0.250000 0.6224(8) 0.031(2) Uani 1 2 d S T P A .
C4 C 0.7309(13) 0.399(3) 0.6912(16) 0.062(6) Uani 0.5 1 d D U P A 2
C3 C 0.7011(13) 0.404(3) 0.7509(19) 0.066(6) Uani 0.5 1 d D U P A 2
C7 C 0.654(2) 0.750000 0.836(3) 0.085(8) Uani 0.5 2 d DS TU P A 2
H7 H 0.621900 0.858180 0.846145 0.102 Uiso 0.5 1 d R U P A 2
C8 C 0.7769(19) 0.750000 0.605(2) 0.074(7) Uani 0.5 2 d DS TU P A 2
H8 H 0.774718 0.856840 0.564880 0.089 Uiso 0.5 1 d R U P A 2
C5 C 0.729(2) 0.561(4) 0.606(3) 0.060(7) Uani 0.25 1 d D U P A 2
H5 H 0.697195 0.540765 0.551927 0.073 Uiso 0.25 1 calc R U P A 2
C6 C 0.638(2) 0.569(5) 0.772(3) 0.068(8) Uani 0.25 1 d D U P A 2
H6 H 0.589678 0.556596 0.743809 0.082 Uiso 0.25 1 calc R U P A 2
H1 H 0.500000 0.750000 0.6456(17) 0.080 Uiso 1 4 d DS U P . .


_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 2.074(5) . ?
In1 O1 2.074(5) 9_666 ?
In1 O2 2.155(5) 12_655 ?
In1 O2 2.155(5) 9_666 ?
In1 O2 2.155(5) 4_566 ?
In1 O2 2.155(5) . ?
O1 H1 0.94(2) . ?
C2 C1 1.504(14) . ?
C2 C4 1.35(2) 11_565 ?
C2 C4 1.35(2) . ?
C2 C3 1.42(2) 11_565 ?
C2 C3 1.42(2) . ?
O2 C1 1.220(7) . ?
C4 C3 1.42(2) 7_646 ?
C4 C5 1.64(3) . ?
C3 C6 1.64(3) . ?
C7 H7 0.9735 . ?
C7 H7 0.9735 11_575 ?
C7 C8 1.43(4) 13_666 ?
C7 C6 1.59(3) . ?
C7 C6 1.59(3) 11_575 ?
C8 H8 0.9439 . ?
C8 H8 0.9439 11_575 ?
C8 C5 1.59(3) 11_575 ?
C8 C5 1.59(3) . ?
C5 H5 0.9300 . ?
C6 H6 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 180.0 . 9_666 ?
O1 In1 O2 89.4(2) 9_666 9_666 ?
O1 In1 O2 90.6(2) . 4_566 ?
O1 In1 O2 89.4(2) . . ?
O1 In1 O2 90.6(2) 9_666 12_655 ?
O1 In1 O2 90.6(2) 9_666 . ?
O1 In1 O2 89.4(2) 9_666 4_566 ?
O1 In1 O2 90.6(2) . 9_666 ?
O1 In1 O2 89.4(2) . 12_655 ?
O2 In1 O2 88.5(5) 9_666 12_655 ?
O2 In1 O2 91.5(5) . 12_655 ?
O2 In1 O2 91.5(5) 9_666 4_566 ?
O2 In1 O2 180.0 12_655 4_566 ?
O2 In1 O2 180.0 . 9_666 ?
O2 In1 O2 88.5(5) . 4_566 ?
In1 O1 In1 121.2(4) . 2_665 ?
In1 O1 H1 119.4(2) . . ?
In1 O1 H1 119.4(2) 2_665 . ?
C4 C2 C1 119.9(10) . . ?
C4 C2 C1 119.9(10) 11_565 . ?
C4 C2 C4 106(2) 11_565 . ?
C4 C2 C3 40.3(13) . . ?
C4 C2 C3 118.9(13) 11_565 . ?
C3 C2 C1 121.3(10) . . ?
C3 C2 C1 121.3(10) 11_565 . ?
C1 O2 In1 136.3(6) . . ?
O2 C1 C2 116.9(5) . . ?
O2 C1 C2 116.9(5) 11_565 . ?
O2 C1 O2 126.2(10) 11_565 . ?
C2 C4 C3 122.4(18) . 7_646 ?
C2 C4 C5 123.0(17) . . ?
C3 C4 C5 112(2) 7_646 . ?
C2 C3 C6 122.0(17) . . ?
C4 C3 C2 118.7(19) 7_646 . ?
C4 C3 C6 118(2) 7_646 . ?
C8 C7 H7 114.2 13_666 . ?
C8 C7 C6 117(2) 13_666 11_575 ?
C8 C7 C6 117(2) 13_666 . ?
C6 C7 H7 46.7 11_575 . ?
C6 C7 H7 129.0 . . ?
C6 C7 C6 110(3) . 11_575 ?
C7 C8 H8 110.5 13_666 . ?
C7 C8 C5 115.3(17) 13_666 . ?
C5 C8 H8 44.2 11_575 . ?
C5 C8 H8 133.1 . . ?
C5 C8 C5 118(4) 11_575 . ?
C4 C5 H5 116.3 . . ?
C8 C5 C4 127(2) . . ?
C8 C5 H5 116.3 . . ?
C3 C6 H6 117.5 . . ?
C7 C6 C3 125(3) . . ?
C7 C6 H6 117.5 . . ?

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 O2 C1 C2 174.7(9) . . . . ?
In1 O2 C1 O2 -5(2) . . . 11_565 ?
C2 C4 C5 C8 175(3) . . . . ?
C2 C3 C6 C7 -177(3) . . . . ?
C1 C2 C4 C3 -177(2) . . . 7_646 ?
C1 C2 C4 C5 -16(3) . . . . ?
C1 C2 C3 C4 -177(2) . . . 7_646 ?
C1 C2 C3 C6 13(3) . . . . ?
C4 C2 C1 O2 23(2) 11_565 . . 11_565 ?
C4 C2 C1 O2 156.8(17) . . . 11_565 ?
C4 C2 C1 O2 -23(2) . . . . ?
C4 C2 C1 O2 -156.8(17) 11_565 . . . ?
C4 C2 C4 C3 -38(4) 11_565 . . 7_646 ?
C4 C2 C4 C5 124(2) 11_565 . . . ?
C4 C2 C3 C4 -77(3) . . . 7_646 ?
C4 C2 C3 C4 3(4) 11_565 . . 7_646 ?
C4 C2 C3 C6 -166(3) 11_565 . . . ?
C4 C2 C3 C6 114(3) . . . . ?
C4 C3 C6 C7 13(5) 7_646 . . . ?
C3 C2 C1 O2 24(2) . . . . ?
C3 C2 C1 O2 -156.1(17) . . . 11_565 ?
C3 C2 C1 O2 -24(2) 11_565 . . 11_565 ?
C3 C2 C1 O2 156.1(17) 11_565 . . . ?
C3 C2 C4 C3 78(3) . . . 7_646 ?
C3 C2 C4 C3 3(5) 11_565 . . 7_646 ?
C3 C2 C4 C5 -120(4) . . . . ?
C3 C2 C4 C5 165(2) 11_565 . . . ?
C3 C2 C3 C4 43(4) 11_565 . . 7_646 ?
C3 C2 C3 C6 -126(2) 11_565 . . . ?
C3 C4 C5 C8 -22(5) 7_646 . . . ?
C7 C8 C5 C4 23(5) 13_666 . . . ?
C8 C7 C6 C3 -12(6) 13_666 . . . ?
C5 C8 C5 C4 -118(3) 11_575 . . . ?
C6 C7 C6 C3 123(3) 11_575 . . . ?

_platon_squeeze_special_details  ?
_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_SNNU-128
_database_code_depnum_ccdc_archive 'CCDC 2327388'
loop_
_audit_author_name
_audit_author_address
'Liqiu Yang'
;ShaanXi Normol University
China
;
_audit_update_record             
;
2024-01-22 deposited with the CCDC.	2024-05-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 In N O6'
_chemical_formula_weight         483.17

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           114
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'

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

_cell_length_a                   22.0053(7)
_cell_length_b                   22.0053(7)
_cell_length_c                   7.3962(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3581.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    19408
_cell_measurement_theta_min      1.851
_cell_measurement_theta_max      30.607

_exptl_crystal_description       rod
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_F_000             1936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    1.359
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19408
_diffrn_reflns_av_unetI/netI     0.0879
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.851
_diffrn_reflns_theta_max         30.607
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5335
_reflns_number_gt                3283
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.769
_reflns_Friedel_fraction_max     0.950
_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.
 
 _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    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0324P)²+0.9160P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1066 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5335
_refine_ls_number_parameters     259
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.0952
_refine_ls_wR_factor_gt          0.0814
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_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 0.76329(2) 0.73362(2) 0.23802(5) 0.01334(10) Uani 1 1 d . . . . .
O1 O 0.73340(19) 0.70137(19) -0.0159(6) 0.0153(9) Uani 1 1 d D . . . .
O4 O 0.7337(3) 0.3281(2) 0.6457(7) 0.0267(13) Uani 1 1 d . . . . .
O16 O 0.7638(3) 0.6438(2) 0.6319(7) 0.0341(15) Uani 1 1 d . . . . .
O5 O 0.7580(3) 0.3247(2) 0.3481(7) 0.0293(14) Uani 1 1 d . . . . .
O2 O 0.7734(3) 0.6413(2) 0.3291(7) 0.0312(15) Uani 1 1 d . . . . .
C11 C 0.8140(3) 0.5135(3) 0.5400(12) 0.028(2) Uani 1 1 d . . . . .
C16 C 0.7491(3) 0.3520(3) 0.4953(12) 0.0220(16) Uani 1 1 d . . . . .
C12 C 0.8094(3) 0.4477(3) 0.5464(11) 0.0249(19) Uani 1 1 d . . . . .
C14 C 0.7058(4) 0.4543(3) 0.4330(12) 0.0274(19) Uani 1 1 d . . . . .
C10 C 0.7554(3) 0.4203(3) 0.4899(11) 0.0192(17) Uani 1 1 d . . . . .
C8 C 0.6570(4) 0.5539(4) 0.3724(13) 0.050(3) Uani 1 1 d . . . . .
H8 H 0.658717 0.596987 0.368207 0.060 Uiso 1 1 calc R U . . .
C9 C 0.7631(4) 0.5485(3) 0.4852(11) 0.0243(17) Uani 1 1 d . . . . .
C4 C 0.8609(4) 0.4146(4) 0.6078(12) 0.035(2) Uani 1 1 d . . . . .
H4 H 0.858617 0.371531 0.614624 0.042 Uiso 1 1 calc R U . . .
C13 C 0.7093(4) 0.5200(4) 0.4325(11) 0.029(2) Uani 1 1 d . . . . .
C15 C 0.7677(3) 0.6172(3) 0.4806(12) 0.0247(17) Uani 1 1 d . . . . .
C1 C 0.8707(4) 0.5409(4) 0.5898(14) 0.046(3) Uani 1 1 d . . . . .
H1A H 0.874951 0.583829 0.582505 0.055 Uiso 1 1 calc R U . . .
C6 C 0.6014(4) 0.4607(5) 0.3240(16) 0.058(3) Uani 1 1 d . . . . .
H6 H 0.564569 0.441287 0.289702 0.070 Uiso 1 1 calc R U . . .
C7 C 0.6052(4) 0.5244(5) 0.3215(15) 0.058(3) Uani 1 1 d . . . . .
H7 H 0.570951 0.547506 0.283615 0.069 Uiso 1 1 calc R U . . .
C3 C 0.9130(4) 0.4424(4) 0.6567(15) 0.052(3) Uani 1 1 d . . . . .
H3 H 0.946573 0.419035 0.697853 0.063 Uiso 1 1 calc R U . . .
C2 C 0.9178(5) 0.5073(4) 0.6465(15) 0.063(4) Uani 1 1 d . . . . .
H2 H 0.954734 0.526667 0.680149 0.076 Uiso 1 1 calc R U . . .
C5 C 0.6496(4) 0.4265(4) 0.3749(12) 0.043(3) Uani 1 1 d . . . . .
H5 H 0.646505 0.383476 0.372361 0.051 Uiso 1 1 calc R U . . .
O6 O 0.6967(3) 0.5821(3) -0.0574(10) 0.053(2) Uani 1 1 d D . . . .
C18 C 0.7325(4) 0.5396(3) -0.0342(11) 0.055(3) Uani 1 1 d D . . . .
C17 C 0.7988(4) 0.5487(4) 0.0085(16) 0.059(3) Uani 1 1 d D . . . .
H17A H 0.822737 0.545153 -0.102775 0.089 Uiso 1 1 calc R U . . .
H17B H 0.812083 0.517613 0.094957 0.089 Uiso 1 1 calc R U . . .
H17C H 0.804811 0.589079 0.061217 0.089 Uiso 1 1 calc R U . . .
N5 N 0.7148(4) 0.4824(3) -0.0477(13) 0.075(3) Uani 1 1 d D . . . .
C20 C 0.7536(5) 0.4297(4) -0.0090(16) 0.077(4) Uani 1 1 d D . . . .
H20A H 0.728354 0.393141 0.000761 0.115 Uiso 1 1 calc R U . . .
H20B H 0.775231 0.436271 0.105160 0.115 Uiso 1 1 calc R U . . .
H20C H 0.783091 0.424443 -0.107046 0.115 Uiso 1 1 calc R U . . .
C19 C 0.6526(4) 0.4710(5) -0.1109(16) 0.079(4) Uani 1 1 d D . . . .
H19A H 0.625386 0.502387 -0.062889 0.119 Uiso 1 1 calc R U . . .
H19B H 0.639147 0.431002 -0.068655 0.119 Uiso 1 1 calc R U . . .
H19C H 0.651646 0.472051 -0.243351 0.119 Uiso 1 1 calc R U . . .
H1 H 0.725(3) 0.6619(15) 0.006(11) 0.050 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 O1 2.108(5) 7_665 ?
In1 O1 2.113(5) . ?
In1 O2 2.152(5) . ?
In1 O5 2.155(5) 5_655 ?
In1 O4 2.187(5) 4_656 ?
In1 O16 2.190(5) 7_664 ?
O1 H1 0.90(3) . ?
O4 C16 1.276(8) . ?
O16 C15 1.267(9) . ?
O5 C16 1.259(9) . ?
O2 C15 1.246(9) . ?
C11 C9 1.419(10) . ?
C11 C1 1.434(11) . ?
C11 C12 1.452(9) . ?
C16 C10 1.510(9) . ?
C12 C10 1.396(9) . ?
C12 C4 1.423(10) . ?
C14 C10 1.389(10) . ?
C14 C5 1.444(11) . ?
C14 C13 1.447(10) . ?
C8 C7 1.366(12) . ?
C8 C13 1.440(11) . ?
C8 H8 0.9500 . ?
C9 C13 1.396(11) . ?
C9 C15 1.516(9) . ?
C4 C3 1.349(11) . ?
C4 H4 0.9500 . ?
C1 C2 1.341(12) . ?
C1 H1A 0.9500 . ?
C6 C5 1.354(12) . ?
C6 C7 1.406(12) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C3 C2 1.434(12) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
C5 H5 0.9500 . ?
O6 C18 1.235(6) . ?
C18 N5 1.321(6) . ?
C18 C17 1.506(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
N5 C19 1.469(6) . ?
N5 C20 1.469(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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 176.36(17) 7_665 . ?
O1 In1 O2 90.95(18) 7_665 . ?
O1 In1 O2 89.63(18) . . ?
O1 In1 O5 90.87(18) 7_665 5_655 ?
O1 In1 O5 88.96(18) . 5_655 ?
O2 In1 O5 173.3(2) . 5_655 ?
O1 In1 O4 89.96(17) 7_665 4_656 ?
O1 In1 O4 93.65(18) . 4_656 ?
O2 In1 O4 88.4(2) . 4_656 ?
O5 In1 O4 85.1(2) 5_655 4_656 ?
O1 In1 O16 87.49(18) 7_665 7_664 ?
O1 In1 O16 88.89(17) . 7_664 ?
O2 In1 O16 92.3(2) . 7_664 ?
O5 In1 O16 94.2(2) 5_655 7_664 ?
O4 In1 O16 177.4(2) 4_656 7_664 ?
In1 O1 In1 122.44(19) 7_664 . ?
In1 O1 H1 126(5) 7_664 . ?
In1 O1 H1 103(5) . . ?
C16 O4 In1 136.2(5) . 3_566 ?
C15 O16 In1 138.4(5) . 7_665 ?
C16 O5 In1 131.7(5) . 5_645 ?
C15 O2 In1 132.3(5) . . ?
C9 C11 C1 122.1(7) . . ?
C9 C11 C12 119.6(7) . . ?
C1 C11 C12 118.2(7) . . ?
O5 C16 O4 126.8(6) . . ?
O5 C16 C10 115.9(7) . . ?
O4 C16 C10 117.2(7) . . ?
C10 C12 C4 123.5(7) . . ?
C10 C12 C11 118.8(7) . . ?
C4 C12 C11 117.7(7) . . ?
C10 C14 C5 122.3(7) . . ?
C10 C14 C13 119.8(8) . . ?
C5 C14 C13 117.9(8) . . ?
C14 C10 C12 121.7(7) . . ?
C14 C10 C16 118.2(6) . . ?
C12 C10 C16 120.1(6) . . ?
C7 C8 C13 120.4(8) . . ?
C7 C8 H8 119.8 . . ?
C13 C8 H8 119.8 . . ?
C13 C9 C11 120.4(7) . . ?
C13 C9 C15 119.9(7) . . ?
C11 C9 C15 119.6(7) . . ?
C3 C4 C12 122.0(8) . . ?
C3 C4 H4 119.0 . . ?
C12 C4 H4 119.0 . . ?
C9 C13 C8 122.0(7) . . ?
C9 C13 C14 119.5(7) . . ?
C8 C13 C14 118.4(8) . . ?
O2 C15 O16 127.1(6) . . ?
O2 C15 C9 116.9(7) . . ?
O16 C15 C9 116.0(7) . . ?
C2 C1 C11 121.4(8) . . ?
C2 C1 H1A 119.3 . . ?
C11 C1 H1A 119.3 . . ?
C5 C6 C7 120.7(9) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 121.3(9) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C4 C3 C2 120.1(9) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C1 C2 C3 120.6(9) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C6 C5 C14 121.3(9) . . ?
C6 C5 H5 119.4 . . ?
C14 C5 H5 119.4 . . ?
O6 C18 N5 121.4(8) . . ?
O6 C18 C17 123.2(7) . . ?
N5 C18 C17 115.3(7) . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 N5 C19 117.5(8) . . ?
C18 N5 C20 124.5(8) . . ?
C19 N5 C20 117.9(9) . . ?
N5 C20 H20A 109.5 . . ?
N5 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N5 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N5 C19 H19A 109.5 . . ?
N5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

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 O5 C16 O4 13.4(12) 5_645 . . . ?
In1 O5 C16 C10 -164.6(4) 5_645 . . . ?
In1 O4 C16 O5 16.7(12) 3_566 . . . ?
In1 O4 C16 C10 -165.3(5) 3_566 . . . ?
C9 C11 C12 C10 3.0(12) . . . . ?
C1 C11 C12 C10 -177.0(8) . . . . ?
C9 C11 C12 C4 -178.0(8) . . . . ?
C1 C11 C12 C4 2.1(12) . . . . ?
C5 C14 C10 C12 -179.8(8) . . . . ?
C13 C14 C10 C12 -0.4(13) . . . . ?
C5 C14 C10 C16 -1.7(13) . . . . ?
C13 C14 C10 C16 177.6(7) . . . . ?
C4 C12 C10 C14 179.2(8) . . . . ?
C11 C12 C10 C14 -1.8(13) . . . . ?
C4 C12 C10 C16 1.1(13) . . . . ?
C11 C12 C10 C16 -179.9(7) . . . . ?
O5 C16 C10 C14 83.6(9) . . . . ?
O4 C16 C10 C14 -94.6(9) . . . . ?
O5 C16 C10 C12 -98.3(9) . . . . ?
O4 C16 C10 C12 83.6(9) . . . . ?
C1 C11 C9 C13 178.1(8) . . . . ?
C12 C11 C9 C13 -1.9(13) . . . . ?
C1 C11 C9 C15 -0.8(13) . . . . ?
C12 C11 C9 C15 179.3(7) . . . . ?
C10 C12 C4 C3 178.1(9) . . . . ?
C11 C12 C4 C3 -0.9(14) . . . . ?
C11 C9 C13 C8 -178.7(8) . . . . ?
C15 C9 C13 C8 0.2(13) . . . . ?
C11 C9 C13 C14 -0.4(12) . . . . ?
C15 C9 C13 C14 178.4(7) . . . . ?
C7 C8 C13 C9 179.9(10) . . . . ?
C7 C8 C13 C14 1.6(15) . . . . ?
C10 C14 C13 C9 1.6(12) . . . . ?
C5 C14 C13 C9 -179.1(8) . . . . ?
C10 C14 C13 C8 179.9(9) . . . . ?
C5 C14 C13 C8 -0.7(12) . . . . ?
In1 O2 C15 O16 -13.0(13) . . . . ?
In1 O2 C15 C9 165.1(5) . . . . ?
In1 O16 C15 O2 -2.3(14) 7_665 . . . ?
In1 O16 C15 C9 179.6(6) 7_665 . . . ?
C13 C9 C15 O2 -75.0(10) . . . . ?
C11 C9 C15 O2 103.8(9) . . . . ?
C13 C9 C15 O16 103.3(9) . . . . ?
C11 C9 C15 O16 -77.9(10) . . . . ?
C9 C11 C1 C2 178.0(10) . . . . ?
C12 C11 C1 C2 -2.1(15) . . . . ?
C13 C8 C7 C6 -0.8(18) . . . . ?
C5 C6 C7 C8 -0.9(19) . . . . ?
C12 C4 C3 C2 -0.4(16) . . . . ?
C11 C1 C2 C3 0.8(17) . . . . ?
C4 C3 C2 C1 0.5(18) . . . . ?
C7 C6 C5 C14 1.8(17) . . . . ?
C10 C14 C5 C6 178.4(10) . . . . ?
C13 C14 C5 C6 -0.9(14) . . . . ?
O6 C18 N5 C19 6.6(15) . . . . ?
C17 C18 N5 C19 -172.7(9) . . . . ?
O6 C18 N5 C20 -175.3(9) . . . . ?
C17 C18 N5 C20 5.5(16) . . . . ?

_refine_diff_density_max         0.767
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.127



