# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1996451'
loop_
_audit_author_name
_audit_author_address
' KUO'
;department of chemistry NTNU taiwan
Taiwan
;
_audit_update_record             
;
2020-04-12 deposited with the CCDC.	2020-06-04 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         
'[In3 (C16H6O9)2 (OH)2 (H2O)2] Na (H2O)2 (H2O)2'
_chemical_formula_sum            'C32 H26 In3 Na O26'
_chemical_formula_weight         1193.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.4109(4)
_cell_length_b                   10.7283(8)
_cell_length_c                   13.1626(7)
_cell_angle_alpha                104.069(2)
_cell_angle_beta                 90.383(2)
_cell_angle_gamma                104.303(2)
_cell_volume                     981.17(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8386
_cell_measurement_theta_min      2.845
_cell_measurement_theta_max      24.996

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.021
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.859
_shelx_estimated_absorpt_T_min   0.685
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5995
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19029
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.844
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.050
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3455
_reflns_number_gt                3015
_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-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)+(0.0275P)²+6.0588P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0020(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3455
_refine_ls_number_parameters     288
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0846
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.060
_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 0.24800(4) 0.30688(3) 0.79580(2) 0.01049(13) Uani 1 1 d . . . . .
In2 In 0.000000 0.500000 1.000000 0.01080(15) Uani 1 2 d S . P . .
C1 C 0.4780(6) 0.7546(5) 0.8766(4) 0.0128(10) Uani 1 1 d . . . . .
C2 C 0.6050(7) 0.8330(5) 0.9610(4) 0.0139(10) Uani 1 1 d . . . . .
C3 C 0.7133(7) 0.9554(5) 0.9528(4) 0.0215(12) Uani 1 1 d . . . . .
H3 H 0.798396 1.009837 1.009912 0.026 Uiso 1 1 calc R U . . .
C4 C 0.7004(7) 0.9999(5) 0.8642(4) 0.0219(12) Uani 1 1 d . . . . .
H4 H 0.776262 1.083657 0.859734 0.026 Uiso 1 1 calc R U . . .
C5 C 0.5741(7) 0.9201(5) 0.7809(4) 0.0136(10) Uani 1 1 d . . . . .
C6 C 0.4628(6) 0.7987(5) 0.7876(4) 0.0138(10) Uani 1 1 d . . . . .
H6 H 0.375820 0.745686 0.730853 0.017 Uiso 1 1 calc R U . . .
C7 C 0.3477(6) 0.6227(5) 0.8800(4) 0.0118(10) Uani 1 1 d . . . . .
C8 C 0.6374(6) 0.7843(5) 1.0537(4) 0.0134(10) Uani 1 1 d . . . . .
C9 C 0.4315(7) 0.9088(5) 0.6140(4) 0.0144(10) Uani 1 1 d . . . . .
C10 C 0.4798(7) 0.8465(5) 0.5173(4) 0.0133(10) Uani 1 1 d . . . . .
H10 H 0.602829 0.835779 0.509202 0.016 Uiso 1 1 calc R U . . .
C11 C 0.3492(6) 0.7995(5) 0.4322(4) 0.0119(10) Uani 1 1 d . . . . .
C12 C 0.1683(7) 0.8154(5) 0.4465(4) 0.0134(10) Uani 1 1 d . . . . .
C13 C 0.1219(7) 0.8772(5) 0.5447(4) 0.0191(11) Uani 1 1 d . . . . .
H13 H -0.001062 0.887565 0.553914 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2547(7) 0.9240(5) 0.6295(4) 0.0176(11) Uani 1 1 d . . . . .
H14 H 0.223418 0.965613 0.696977 0.021 Uiso 1 1 calc R U . . .
C15 C 0.4077(7) 0.7385(5) 0.3264(4) 0.0138(10) Uani 1 1 d . . . . .
C16 C 0.0175(6) 0.7694(5) 0.3583(4) 0.0139(10) Uani 1 1 d . . . . .
O1 O 0.3827(5) 0.5199(3) 0.8235(3) 0.0161(7) Uani 1 1 d . . . . .
O2 O 0.2132(5) 0.6299(3) 0.9357(3) 0.0192(8) Uani 1 1 d . . . . .
O3 O 0.5880(4) 0.6589(3) 1.0471(3) 0.0147(7) Uani 1 1 d . . . . .
O4 O 0.7235(5) 0.8620(3) 1.1368(3) 0.0198(8) Uani 1 1 d . . . . .
O5 O -0.0796(5) 0.6494(4) 0.3341(3) 0.0187(8) Uani 1 1 d . . . . .
O6 O -0.0202(5) 0.8513(3) 0.3135(3) 0.0164(8) Uani 1 1 d . . . . .
O7 O 0.5753(5) 0.7286(4) 0.3265(3) 0.0234(9) Uani 1 1 d . . . . .
O8 O 0.2969(5) 0.6995(4) 0.2474(3) 0.0221(8) Uani 1 1 d . . . . .
O9 O 0.5749(5) 0.9689(3) 0.6940(3) 0.0190(8) Uani 1 1 d . . . . .
O10 O 0.0212(4) 0.3329(3) 0.8876(3) 0.0142(7) Uani 1 1 d D . . . .
O11 O 0.2172(5) 0.4719(4) 1.0997(3) 0.0180(8) Uani 1 1 d D . . . .
Na1 Na -0.0600(19) 0.4518(14) 0.4084(10) 0.145(4) Uiso 0.5 1 d D . P A -1
O12 O -0.062(3) 0.539(2) 0.6085(14) 0.145(4) Uiso 0.5 1 d D . P A -1
O15 O 0.381(3) 0.4447(19) 0.3729(15) 0.130(4) Uiso 0.5 1 d D . P B -1
O13 O 0.069(2) 0.3018(18) 0.2559(13) 0.130(4) Uiso 0.5 1 d D . P A -1
O14 O 0.461(3) 0.515(2) 0.5806(15) 0.130(4) Uiso 0.5 1 d . . P C -1
H10A H -0.071(6) 0.296(6) 0.848(4) 0.030(18) Uiso 1 1 d D . . . .
H11A H 0.272(8) 0.539(4) 1.143(4) 0.045 Uiso 1 1 d D U . . .
H11B H 0.301(6) 0.451(6) 1.066(4) 0.045 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 O7 2.104(3) 2_666 ?
In1 O10 2.111(3) . ?
In1 O1 2.195(3) . ?
In1 O4 2.254(4) 2_667 ?
In1 O6 2.273(3) 2_566 ?
In1 O3 2.295(3) 2_667 ?
In1 O5 2.313(3) 2_566 ?
In1 C8 2.633(5) 2_667 ?
In1 C16 2.646(5) 2_566 ?
In2 O10 2.068(3) . ?
In2 O10 2.068(3) 2_567 ?
In2 O2 2.158(3) 2_567 ?
In2 O2 2.158(3) . ?
In2 O11 2.193(3) . ?
In2 O11 2.193(3) 2_567 ?
C1 C6 1.380(7) . ?
C1 C2 1.403(7) . ?
C1 C7 1.515(7) . ?
C2 C3 1.390(7) . ?
C2 C8 1.478(7) . ?
C3 C4 1.374(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(7) . ?
C4 H4 0.9500 . ?
C5 O9 1.369(6) . ?
C5 C6 1.381(7) . ?
C6 H6 0.9500 . ?
C7 O2 1.247(6) . ?
C7 O1 1.257(6) . ?
C8 O4 1.259(6) . ?
C8 O3 1.285(6) . ?
C9 C14 1.370(7) . ?
C9 C10 1.380(7) . ?
C9 O9 1.403(5) . ?
C10 C11 1.385(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.401(7) . ?
C11 C15 1.503(7) . ?
C12 C13 1.389(7) . ?
C12 C16 1.507(6) . ?
C13 C14 1.392(7) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 O8 1.241(6) . ?
C15 O7 1.273(6) . ?
C16 O6 1.253(6) . ?
C16 O5 1.272(6) . ?
O5 Na1 2.575(15) . ?
O10 H10A 0.81(2) . ?
O11 H11A 0.81(2) . ?
O11 H11B 0.82(2) . ?
Na1 O12 2.573(16) . ?
Na1 O13 2.600(16) . ?

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
O7 In1 O10 165.87(13) 2_666 . ?
O7 In1 O1 88.27(14) 2_666 . ?
O10 In1 O1 95.17(13) . . ?
O7 In1 O4 95.90(14) 2_666 2_667 ?
O10 In1 O4 90.91(14) . 2_667 ?
O1 In1 O4 137.00(12) . 2_667 ?
O7 In1 O6 85.92(13) 2_666 2_566 ?
O10 In1 O6 82.47(13) . 2_566 ?
O1 In1 O6 138.81(12) . 2_566 ?
O4 In1 O6 84.18(12) 2_667 2_566 ?
O7 In1 O3 108.75(13) 2_666 2_667 ?
O10 In1 O3 85.34(12) . 2_667 ?
O1 In1 O3 80.51(12) . 2_667 ?
O4 In1 O3 57.59(12) 2_667 2_667 ?
O6 In1 O3 139.59(12) 2_566 2_667 ?
O7 In1 O5 81.75(13) 2_666 2_566 ?
O10 In1 O5 85.17(13) . 2_566 ?
O1 In1 O5 81.90(12) . 2_566 ?
O4 In1 O5 141.08(12) 2_667 2_566 ?
O6 In1 O5 56.91(12) 2_566 2_566 ?
O3 In1 O5 159.14(13) 2_667 2_566 ?
O7 In1 C8 105.89(14) 2_666 2_667 ?
O10 In1 C8 85.89(14) . 2_667 ?
O1 In1 C8 109.55(14) . 2_667 ?
O4 In1 C8 28.52(14) 2_667 2_667 ?
O6 In1 C8 111.26(14) 2_566 2_667 ?
O3 In1 C8 29.20(13) 2_667 2_667 ?
O5 In1 C8 166.07(14) 2_566 2_667 ?
O7 In1 C16 84.13(14) 2_666 2_566 ?
O10 In1 C16 81.83(14) . 2_566 ?
O1 In1 C16 110.61(14) . 2_566 ?
O4 In1 C16 112.39(14) 2_667 2_566 ?
O6 In1 C16 28.22(14) 2_566 2_566 ?
O3 In1 C16 163.67(13) 2_667 2_566 ?
O5 In1 C16 28.73(14) 2_566 2_566 ?
C8 In1 C16 138.82(15) 2_667 2_566 ?
O10 In2 O10 180.0 . 2_567 ?
O10 In2 O2 87.41(13) . 2_567 ?
O10 In2 O2 92.59(13) 2_567 2_567 ?
O10 In2 O2 92.59(13) . . ?
O10 In2 O2 87.41(13) 2_567 . ?
O2 In2 O2 180.00(15) 2_567 . ?
O10 In2 O11 89.31(14) . . ?
O10 In2 O11 90.69(14) 2_567 . ?
O2 In2 O11 90.78(14) 2_567 . ?
O2 In2 O11 89.22(14) . . ?
O10 In2 O11 90.69(14) . 2_567 ?
O10 In2 O11 89.31(14) 2_567 2_567 ?
O2 In2 O11 89.22(14) 2_567 2_567 ?
O2 In2 O11 90.78(14) . 2_567 ?
O11 In2 O11 180.0 . 2_567 ?
C6 C1 C2 120.3(4) . . ?
C6 C1 C7 117.2(4) . . ?
C2 C1 C7 122.4(4) . . ?
C3 C2 C1 118.5(4) . . ?
C3 C2 C8 119.4(4) . . ?
C1 C2 C8 121.9(4) . . ?
C4 C3 C2 121.7(5) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 118.8(5) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
O9 C5 C6 124.0(4) . . ?
O9 C5 C4 115.3(4) . . ?
C6 C5 C4 120.6(4) . . ?
C1 C6 C5 120.0(4) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
O2 C7 O1 127.8(4) . . ?
O2 C7 C1 115.5(4) . . ?
O1 C7 C1 116.7(4) . . ?
O4 C8 O3 119.0(4) . . ?
O4 C8 C2 121.4(4) . . ?
O3 C8 C2 119.4(4) . . ?
O4 C8 In1 58.8(2) . 2_667 ?
O3 C8 In1 60.6(2) . 2_667 ?
C2 C8 In1 169.7(3) . 2_667 ?
C14 C9 C10 121.8(4) . . ?
C14 C9 O9 120.4(4) . . ?
C10 C9 O9 117.5(4) . . ?
C9 C10 C11 120.1(5) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C12 118.9(4) . . ?
C10 C11 C15 119.1(4) . . ?
C12 C11 C15 122.0(4) . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 C16 117.1(4) . . ?
C11 C12 C16 122.7(4) . . ?
C12 C13 C14 120.3(5) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C9 C14 C13 118.8(5) . . ?
C9 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
O8 C15 O7 124.2(5) . . ?
O8 C15 C11 121.2(4) . . ?
O7 C15 C11 114.6(4) . . ?
O6 C16 O5 119.9(4) . . ?
O6 C16 C12 119.9(4) . . ?
O5 C16 C12 120.0(4) . . ?
O6 C16 In1 59.1(2) . 2_566 ?
O5 C16 In1 61.0(2) . 2_566 ?
C12 C16 In1 179.0(4) . 2_566 ?
C7 O1 In1 133.3(3) . . ?
C7 O2 In2 138.6(3) . . ?
C8 O3 In1 90.2(3) . 2_667 ?
C8 O4 In1 92.7(3) . 2_667 ?
C16 O5 In1 90.3(3) . 2_566 ?
C16 O5 Na1 130.6(4) . . ?
In1 O5 Na1 139.1(4) 2_566 . ?
C16 O6 In1 92.7(3) . 2_566 ?
C15 O7 In1 131.9(3) . 2_666 ?
C5 O9 C9 119.4(4) . . ?
In2 O10 In1 128.17(16) . . ?
In2 O10 H10A 115(5) . . ?
In1 O10 H10A 105(5) . . ?
In2 O11 H11A 114(5) . . ?
In2 O11 H11B 112(5) . . ?
H11A O11 H11B 103(4) . . ?
O12 Na1 O5 104.8(6) . . ?
O12 Na1 O13 146.3(9) . . ?
O5 Na1 O13 102.9(6) . . ?

_refine_diff_density_max         1.502
_refine_diff_density_min         -0.861
_refine_diff_density_rms         0.133

####################################################################### 
# 
# 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_d20559
_database_code_depnum_ccdc_archive 'CCDC 1996452'
loop_
_audit_author_name
_audit_author_address
' KUO'
;department of chemistry NTNU taiwan
Taiwan
;
_audit_update_record             
;
2020-04-12 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H11 In O10'
_chemical_formula_sum            'C9 H11 In O10'
_chemical_formula_weight         394.00

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   10.3577(5)
_cell_length_b                   15.9403(8)
_cell_length_c                   7.2865(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.3460(10)
_cell_angle_gamma                90.00
_cell_volume                     1104.54(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8930
_cell_measurement_theta_min      2.493
_cell_measurement_theta_max      25.048

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.369
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776
_exptl_absorpt_coefficient_mu    2.197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6097
_exptl_absorpt_correction_T_max  0.7942
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9865
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.49
_diffrn_reflns_theta_max         25.05
_reflns_number_total             969
_reflns_number_gt                958
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0041P)²+2.3526P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         969
_refine_ls_number_parameters     93
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0115
_refine_ls_R_factor_gt           0.0113
_refine_ls_wR_factor_ref         0.0285
_refine_ls_wR_factor_gt          0.0284
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.25313(17) 0.58351(10) 0.5143(2) 0.0111(3) Uani 1 1 d . . .
C2 C 0.11800(16) 0.54422(10) 0.3774(2) 0.0107(3) Uani 1 1 d . . .
C3 C 0.0000 0.58975(14) 0.2500 0.0099(4) Uani 1 2 d S . .
C4 C 0.0000 0.68479(14) 0.2500 0.0109(5) Uani 1 2 d S . .
C5 C 0.0000 0.41231(15) 0.2500 0.0154(5) Uani 1 2 d S . .
H5 H 0.0000 0.3527 0.2500 0.018 Uiso 1 2 calc SR . .
C6 C 0.11418(17) 0.45675(10) 0.3791(2) 0.0134(3) Uani 1 1 d . . .
H6 H 0.1923 0.4270 0.4716 0.016 Uiso 1 1 calc R . .
In1 In 0.5000 0.647345(9) 0.7500 0.00937(7) Uani 1 2 d S . .
O1 O 0.35640(12) 0.53616(7) 0.61071(17) 0.0149(3) Uani 1 1 d . . .
O2 O 0.26847(12) 0.66185(7) 0.53432(18) 0.0154(3) Uani 1 1 d . . .
O3 O -0.03656(12) 0.72413(7) 0.37132(18) 0.0150(3) Uani 1 1 d . . .
O4 O 0.55734(13) 0.61660(7) 0.49665(18) 0.0174(3) Uani 1 1 d . . .
O5 O 0.66680(14) 0.72319(8) 0.31127(19) 0.0235(3) Uani 1 1 d . . .
H4A H 0.5863 0.6500 0.4358 0.028 Uiso 1 1 d R . .
H4B H 0.5777 0.5669 0.4742 0.028 Uiso 1 1 d R . .
H5A H 0.7581 0.7250 0.3537 0.028 Uiso 1 1 d R . .
H5B H 0.6372 0.7318 0.1747 0.028 Uiso 1 1 d R . .


_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
C1 O2 1.260(2) . ?
C1 O1 1.270(2) . ?
C1 C2 1.497(2) . ?
C1 In1 2.6538(16) . ?
C2 C6 1.395(2) . ?
C2 C3 1.408(2) . ?
C3 C2 1.408(2) 2 ?
C3 C4 1.515(3) . ?
C4 O3 1.2583(16) 2 ?
C4 O3 1.2583(16) . ?
C4 In1 2.676(2) 7_566 ?
C5 C6 1.380(2) . ?
C5 C6 1.380(2) 2 ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
In1 O4 2.2067(12) 2_656 ?
In1 O4 2.2067(12) . ?
In1 O1 2.2774(12) . ?
In1 O1 2.2774(11) 2_656 ?
In1 O2 2.2994(12) . ?
In1 O2 2.2994(12) 2_656 ?
In1 O3 2.3211(12) 8_566 ?
In1 O3 2.3211(12) 7_566 ?
In1 C1 2.6538(16) 2_656 ?
In1 C4 2.676(2) 7_566 ?
O3 In1 2.3211(12) 7_566 ?
O4 H4A 0.8226 . ?
O4 H4B 0.8519 . ?
O5 H5A 0.8717 . ?
O5 H5B 0.9283 . ?

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
O2 C1 O1 119.03(15) . . ?
O2 C1 C2 122.25(14) . . ?
O1 C1 C2 118.71(14) . . ?
O2 C1 In1 60.01(8) . . ?
O1 C1 In1 59.03(8) . . ?
C2 C1 In1 176.94(11) . . ?
C6 C2 C3 120.04(15) . . ?
C6 C2 C1 115.77(14) . . ?
C3 C2 C1 124.19(15) . . ?
C2 C3 C2 118.0(2) 2 . ?
C2 C3 C4 121.02(10) 2 . ?
C2 C3 C4 121.02(10) . . ?
O3 C4 O3 120.2(2) 2 . ?
O3 C4 C3 119.89(10) 2 . ?
O3 C4 C3 119.89(10) . . ?
O3 C4 In1 60.11(10) 2 7_566 ?
O3 C4 In1 60.11(10) . 7_566 ?
C3 C4 In1 180.0 . 7_566 ?
C6 C5 C6 118.2(2) . 2 ?
C6 C5 H5 120.9 . . ?
C6 C5 H5 120.9 2 . ?
C5 C6 C2 121.79(16) . . ?
C5 C6 H6 119.1 . . ?
C2 C6 H6 119.1 . . ?
O4 In1 O4 154.34(6) 2_656 . ?
O4 In1 O1 81.68(4) 2_656 . ?
O4 In1 O1 78.41(4) . . ?
O4 In1 O1 78.41(4) 2_656 2_656 ?
O4 In1 O1 81.68(4) . 2_656 ?
O1 In1 O1 77.81(6) . 2_656 ?
O4 In1 O2 92.32(5) 2_656 . ?
O4 In1 O2 90.23(5) . . ?
O1 In1 O2 56.88(4) . . ?
O1 In1 O2 134.66(4) 2_656 . ?
O4 In1 O2 90.23(5) 2_656 2_656 ?
O4 In1 O2 92.32(5) . 2_656 ?
O1 In1 O2 134.66(4) . 2_656 ?
O1 In1 O2 56.88(4) 2_656 2_656 ?
O2 In1 O2 168.46(6) . 2_656 ?
O4 In1 O3 74.86(4) 2_656 8_566 ?
O4 In1 O3 130.79(4) . 8_566 ?
O1 In1 O3 132.87(4) . 8_566 ?
O1 In1 O3 133.90(4) 2_656 8_566 ?
O2 In1 O3 83.58(4) . 8_566 ?
O2 In1 O3 86.23(4) 2_656 8_566 ?
O4 In1 O3 130.79(4) 2_656 7_566 ?
O4 In1 O3 74.86(4) . 7_566 ?
O1 In1 O3 133.90(4) . 7_566 ?
O1 In1 O3 132.87(4) 2_656 7_566 ?
O2 In1 O3 86.23(4) . 7_566 ?
O2 In1 O3 83.58(4) 2_656 7_566 ?
O3 In1 O3 56.07(6) 8_566 7_566 ?
O4 In1 C1 86.93(5) 2_656 . ?
O4 In1 C1 83.29(5) . . ?
O1 In1 C1 28.55(5) . . ?
O1 In1 C1 106.36(4) 2_656 . ?
O2 In1 C1 28.33(5) . . ?
O2 In1 C1 163.20(4) 2_656 . ?
O3 In1 C1 108.91(5) 8_566 . ?
O3 In1 C1 110.66(5) 7_566 . ?
O4 In1 C1 83.29(5) 2_656 2_656 ?
O4 In1 C1 86.93(5) . 2_656 ?
O1 In1 C1 106.36(4) . 2_656 ?
O1 In1 C1 28.55(5) 2_656 2_656 ?
O2 In1 C1 163.20(4) . 2_656 ?
O2 In1 C1 28.33(5) 2_656 2_656 ?
O3 In1 C1 110.66(5) 8_566 2_656 ?
O3 In1 C1 108.91(5) 7_566 2_656 ?
C1 In1 C1 134.91(7) . 2_656 ?
O4 In1 C4 102.83(3) 2_656 7_566 ?
O4 In1 C4 102.83(3) . 7_566 ?
O1 In1 C4 141.09(3) . 7_566 ?
O1 In1 C4 141.09(3) 2_656 7_566 ?
O2 In1 C4 84.23(3) . 7_566 ?
O2 In1 C4 84.23(3) 2_656 7_566 ?
O3 In1 C4 28.04(3) 8_566 7_566 ?
O3 In1 C4 28.04(3) 7_566 7_566 ?
C1 In1 C4 112.55(4) . 7_566 ?
C1 In1 C4 112.55(4) 2_656 7_566 ?
C1 O1 In1 92.42(10) . . ?
C1 O2 In1 91.66(10) . . ?
C4 O3 In1 91.85(11) . 7_566 ?
In1 O4 H4A 125.7 . . ?
In1 O4 H4B 122.5 . . ?
H4A O4 H4B 109.1 . . ?
H5A O5 H5B 103.0 . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.053
