# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_x_sqd
_audit_block_doi                 10.5517/cc13jsm1
_database_code_depnum_ccdc_archive 'CCDC 1029033'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2016-11-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H33 In N3 O10.50 S'
_chemical_formula_weight         726.45

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           HEXAGONAL
_symmetry_space_group_name_H-M   P6/mcc

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

_cell_length_a                   25.164(7)
_cell_length_b                   25.164(7)
_cell_length_c                   28.417(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     15583(8)
_cell_formula_units_Z            12
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25647
_cell_measurement_theta_min      2.6917
_cell_measurement_theta_max      27.6648

_exptl_crystal_description       Prism
_exptl_crystal_colour            White
_exptl_crystal_size_max          0.4000
_exptl_crystal_size_mid          0.4000
_exptl_crystal_size_min          0.3000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.929
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4452
_exptl_absorpt_coefficient_mu    0.532
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6846
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku Crystalclear)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  Saturn724+
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            93327
_diffrn_reflns_av_R_equivalents  0.1445
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         27.53
_reflns_number_total             6103
_reflns_number_gt                4641
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1100P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6103
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1998
_refine_ls_wR_factor_gt          0.1863
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.475204(15) 0.311873(15) 0.5000 0.06136(16) Uani 1 2 d S . .
S1 S 0.30356(7) 0.37496(6) 0.5000 0.0792(4) Uani 1 2 d S . .
O1 O 0.46490(15) 0.30242(16) 0.57850(13) 0.0916(10) Uani 1 1 d . . .
O2 O 0.55647(15) 0.36353(14) 0.55113(10) 0.0888(8) Uani 1 1 d . . .
O3 O 0.46976(17) 0.39633(19) 0.5000 0.0939(13) Uani 1 2 d S . .
O4 O 0.38165(19) 0.31284(18) 0.5000 0.0907(12) Uani 1 2 d S . .
O5 O 0.20283(16) 0.40871(17) 0.5000 0.0772(9) Uani 1 2 d S . .
O6 O 0.26527(18) 0.50863(18) 0.5000 0.0779(10) Uani 1 2 d S . .
C1 C 0.5221(2) 0.3383(2) 0.58467(16) 0.0871(12) Uani 1 1 d . . .
C2 C 0.5467(2) 0.3525(3) 0.63414(17) 0.1010(14) Uani 1 1 d . . .
C3 C 0.6091(3) 0.3947(3) 0.64213(18) 0.124(2) Uani 1 1 d . . .
H3 H 0.6357 0.4125 0.6168 0.148 Uiso 1 1 calc R . .
C4 C 0.6309(3) 0.4095(3) 0.68773(19) 0.136(2) Uani 1 1 d . . .
H4 H 0.6722 0.4376 0.6926 0.163 Uiso 1 1 calc R . .
C5 C 0.5940(3) 0.3845(3) 0.72546(17) 0.1206(19) Uani 1 1 d . . .
C6 C 0.5320(3) 0.3416(3) 0.7172(2) 0.132(2) Uani 1 1 d . . .
H6 H 0.5059 0.3240 0.7428 0.159 Uiso 1 1 calc R . .
C7 C 0.5089(3) 0.3250(3) 0.67301(19) 0.1187(19) Uani 1 1 d . . .
H7 H 0.4679 0.2955 0.6687 0.142 Uiso 1 1 calc R . .
C8 C 0.4134(3) 0.3699(3) 0.5000 0.0783(14) Uani 1 2 d S . .
C9 C 0.3818(2) 0.4064(3) 0.5000 0.0839(17) Uani 1 2 d S . .
C10 C 0.4091(3) 0.4684(3) 0.5000 0.115(3) Uani 1 2 d S . .
H10 H 0.4515 0.4937 0.5000 0.139 Uiso 1 2 calc SR . .
C11 C 0.3686(3) 0.4915(3) 0.5000 0.108(3) Uani 1 2 d S . .
H11 H 0.3808 0.5330 0.5000 0.130 Uiso 1 2 calc SR . .
C12 C 0.3099(3) 0.4458(3) 0.5000 0.0725(13) Uani 1 2 d S . .
C13 C 0.2559(3) 0.4541(3) 0.5000 0.0755(14) Uani 1 2 d S . .


_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 O3 2.197(4) . ?
In1 O1 2.244(4) 16_556 ?
In1 O1 2.244(4) . ?
In1 O6 2.265(4) 15_556 ?
In1 O2 2.308(3) . ?
In1 O2 2.308(3) 16_556 ?
In1 O5 2.334(4) 15_556 ?
In1 O4 2.367(4) . ?
In1 C8 2.613(6) . ?
In1 C1 2.615(5) 16_556 ?
In1 C1 2.615(5) . ?
In1 C13 2.634(5) 15_556 ?
S1 C12 1.709(6) . ?
S1 C9 1.715(5) . ?
O1 C1 1.273(6) . ?
O2 C1 1.228(5) . ?
O3 C8 1.230(7) . ?
O4 C8 1.246(6) . ?
O5 C13 1.250(6) . ?
O5 In1 2.335(4) 2 ?
O6 C13 1.270(6) . ?
O6 In1 2.265(4) 2 ?
C1 C2 1.505(6) . ?
C2 C7 1.395(8) . ?
C2 C3 1.406(7) . ?
C3 C4 1.384(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.350(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(8) . ?
C5 C5 1.496(9) 7_666 ?
C6 C7 1.359(7) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.486(7) . ?
C9 C10 1.352(8) . ?
C10 C11 1.405(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.344(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.475(7) . ?
C13 In1 2.634(5) 2 ?

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
O3 In1 O1 92.45(8) . 16_556 ?
O3 In1 O1 92.45(8) . . ?
O1 In1 O1 167.24(18) 16_556 . ?
O3 In1 O6 164.34(14) . 15_556 ?
O1 In1 O6 89.23(8) 16_556 15_556 ?
O1 In1 O6 89.23(8) . 15_556 ?
O3 In1 O2 85.49(12) . . ?
O1 In1 O2 135.11(12) 16_556 . ?
O1 In1 O2 57.10(11) . . ?
O6 In1 O2 82.36(11) 15_556 . ?
O3 In1 O2 85.49(12) . 16_556 ?
O1 In1 O2 57.10(11) 16_556 16_556 ?
O1 In1 O2 135.11(12) . 16_556 ?
O6 In1 O2 82.36(11) 15_556 16_556 ?
O2 In1 O2 78.06(16) . 16_556 ?
O3 In1 O5 138.54(14) . 15_556 ?
O1 In1 O5 84.27(9) 16_556 15_556 ?
O1 In1 O5 84.27(9) . 15_556 ?
O6 In1 O5 57.13(13) 15_556 15_556 ?
O2 In1 O5 124.79(10) . 15_556 ?
O2 In1 O5 124.79(10) 16_556 15_556 ?
O3 In1 O4 56.39(13) . . ?
O1 In1 O4 86.46(8) 16_556 . ?
O1 In1 O4 86.46(8) . . ?
O6 In1 O4 139.27(14) 15_556 . ?
O2 In1 O4 126.88(10) . . ?
O2 In1 O4 126.88(10) 16_556 . ?
O5 In1 O4 82.15(13) 15_556 . ?
O3 In1 C8 27.95(16) . . ?
O1 In1 C8 89.41(8) 16_556 . ?
O1 In1 C8 89.41(8) . . ?
O6 In1 C8 167.71(16) 15_556 . ?
O2 In1 C8 107.03(13) . . ?
O2 In1 C8 107.03(13) 16_556 . ?
O5 In1 C8 110.59(16) 15_556 . ?
O4 In1 C8 28.44(15) . . ?
O3 In1 C1 89.55(11) . 16_556 ?
O1 In1 C1 29.10(13) 16_556 16_556 ?
O1 In1 C1 162.71(16) . 16_556 ?
O6 In1 C1 84.36(11) 15_556 16_556 ?
O2 In1 C1 106.01(16) . 16_556 ?
O2 In1 C1 28.02(13) 16_556 16_556 ?
O5 In1 C1 105.39(11) 15_556 16_556 ?
O4 In1 C1 108.78(12) . 16_556 ?
C8 In1 C1 100.18(12) . 16_556 ?
O3 In1 C1 89.55(11) . . ?
O1 In1 C1 162.71(16) 16_556 . ?
O1 In1 C1 29.10(13) . . ?
O6 In1 C1 84.36(11) 15_556 . ?
O2 In1 C1 28.02(13) . . ?
O2 In1 C1 106.01(15) 16_556 . ?
O5 In1 C1 105.39(11) 15_556 . ?
O4 In1 C1 108.78(12) . . ?
C8 In1 C1 100.18(12) . . ?
C1 In1 C1 133.8(2) 16_556 . ?
O3 In1 C13 166.86(16) . 15_556 ?
O1 In1 C13 86.28(8) 16_556 15_556 ?
O1 In1 C13 86.28(8) . 15_556 ?
O6 In1 C13 28.80(15) 15_556 15_556 ?
O2 In1 C13 104.61(12) . 15_556 ?
O2 In1 C13 104.61(12) 16_556 15_556 ?
O5 In1 C13 28.32(14) 15_556 15_556 ?
O4 In1 C13 110.47(15) . 15_556 ?
C8 In1 C13 138.91(18) . 15_556 ?
C1 In1 C13 95.55(11) 16_556 15_556 ?
C1 In1 C13 95.55(11) . 15_556 ?
C12 S1 C9 91.8(3) . . ?
C1 O1 In1 91.8(3) . . ?
C1 O2 In1 90.1(3) . . ?
C8 O3 In1 95.2(4) . . ?
C8 O4 In1 86.8(3) . . ?
C13 O5 In1 89.3(3) . 2 ?
C13 O6 In1 92.0(3) . 2 ?
O2 C1 O1 120.9(4) . . ?
O2 C1 C2 120.2(5) . . ?
O1 C1 C2 118.8(4) . . ?
O2 C1 In1 61.9(2) . . ?
O1 C1 In1 59.1(2) . . ?
C2 C1 In1 177.9(4) . . ?
C7 C2 C3 118.3(5) . . ?
C7 C2 C1 121.6(5) . . ?
C3 C2 C1 120.1(5) . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C5 C4 C3 122.1(6) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 117.8(5) . . ?
C4 C5 C5 122.1(7) . 7_666 ?
C6 C5 C5 119.7(7) . 7_666 ?
C7 C6 C5 122.1(6) . . ?
C7 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C6 C7 C2 119.8(6) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
O3 C8 O4 121.6(5) . . ?
O3 C8 C9 119.7(5) . . ?
O4 C8 C9 118.7(5) . . ?
O3 C8 In1 56.9(3) . . ?
O4 C8 In1 64.7(3) . . ?
C9 C8 In1 176.6(4) . . ?
C10 C9 C8 126.3(5) . . ?
C10 C9 S1 109.7(4) . . ?
C8 C9 S1 124.0(4) . . ?
C9 C10 C11 114.9(5) . . ?
C9 C10 H10 122.5 . . ?
C11 C10 H10 122.5 . . ?
C12 C11 C10 111.1(6) . . ?
C12 C11 H11 124.4 . . ?
C10 C11 H11 124.4 . . ?
C11 C12 C13 125.1(6) . . ?
C11 C12 S1 112.4(5) . . ?
C13 C12 S1 122.5(4) . . ?
O5 C13 O6 121.6(5) . . ?
O5 C13 C12 120.6(5) . . ?
O6 C13 C12 117.8(5) . . ?
O5 C13 In1 62.4(3) . 2 ?
O6 C13 In1 59.2(3) . 2 ?
C12 C13 In1 177.0(4) . 2 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.53
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.071

# 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 -0.006 -0.004 -0.002 10351 1295 ' '
2 0.333 0.667 0.000 76 25 ' '
3 0.333 0.667 0.500 76 25 ' '
4 0.667 0.333 0.000 76 25 ' '
5 0.667 0.333 0.500 76 25 ' '
_platon_squeeze_details          ?

