# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_c
_database_code_depnum_ccdc_archive 'CCDC 1410541'
_audit_update_record             
;
2015-08-06 deposited with the CCDC.
2016-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            NNU-32
_chemical_melting_point          ?
_chemical_formula_moiety         C34H14InO8
_chemical_formula_sum            'C34 H14 In O8'
_chemical_formula_weight         665.27

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           Tetragonal
_symmetry_space_group_name_H-M   P42/mmc

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

_cell_length_a                   9.9523(7)
_cell_length_b                   9.9523(7)
_cell_length_c                   36.798(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3644.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Polyhedral
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.5
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.606
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             662
_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17219
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.05
_diffrn_reflns_theta_max         23.26
_reflns_number_total             1517
_reflns_number_gt                1035
_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)+(0.0741P)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         1517
_refine_ls_number_parameters     80
_refine_ls_number_restraints     104
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.1038
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_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 0.0000 0.0000 0.2500 0.0530(3) Uani 1 8 d S . .
O1 O 0.0000 0.1431(4) 0.20526(10) 0.0795(12) Uani 1 2 d S . .
O2 O 0.0000 0.2444(5) 0.25683(9) 0.1104(17) Uani 1 2 d S . .
C1 C 0.0000 0.2457(6) 0.22408(16) 0.086(2) Uani 1 2 d SU . .
C2 C 0.0000 0.5000 0.2235(2) 0.100(3) Uani 1 4 d SDU . .
H2A H 0.0000 0.5000 0.2488 0.120 Uiso 1 4 calc SR . .
C3 C 0.0000 0.3817(5) 0.20457(15) 0.115(3) Uani 1 2 d SDU . .
C4 C 0.0000 0.3826(5) 0.16726(15) 0.146(4) Uani 1 2 d SDU . .
H4A H 0.0000 0.3017 0.1546 0.175 Uiso 1 2 calc SR . .
C5 C 0.0000 0.5000 0.1488(2) 0.158(6) Uani 1 4 d SDU . .
C6 C 0.0000 0.5000 0.1077(3) 0.209(8) Uani 1 4 d SU . .
C7 C 0.0000 0.5000 0.0766(3) 0.273(11) Uani 1 4 d SU . .
C8 C 0.0000 0.5000 0.0378(3) 0.272(11) Uani 1 4 d SU . .
C9 C 0.0667(17) 0.3785(11) 0.0186(2) 0.167(10) Uani 0.50 1 d PU . .
C10 C 0.0863(17) 0.2641(14) 0.0389(3) 0.202(10) Uani 0.50 1 d PU . .
H10A H 0.0768 0.2619 0.0641 0.243 Uiso 0.50 1 calc PR . .
C11 C 0.120(3) 0.156(2) 0.0191(4) 0.279(13) Uani 0.50 1 d PU . .
H11A H 0.1452 0.0773 0.0311 0.334 Uiso 0.50 1 calc PR . .


_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 2.177(3) 3 ?
In1 O1 2.177(3) 10_556 ?
In1 O1 2.177(3) . ?
In1 O1 2.177(3) 12_556 ?
In1 O2 2.445(5) 12_556 ?
In1 O2 2.445(5) 10_556 ?
In1 O2 2.445(5) . ?
In1 O2 2.445(5) 3 ?
In1 C1 2.625(6) 3 ?
In1 C1 2.625(6) 10_556 ?
In1 C1 2.625(6) 12_556 ?
In1 C1 2.625(6) . ?
O1 C1 1.234(6) . ?
O2 C1 1.205(6) . ?
C1 C3 1.532(7) . ?
C2 C3 1.368(6) . ?
C2 C3 1.368(6) 3_565 ?
C2 H2A 0.9300 . ?
C3 C4 1.373(7) . ?
C4 C5 1.351(6) . ?
C4 H4A 0.9300 . ?
C5 C4 1.351(6) 3_565 ?
C5 C6 1.515(14) . ?
C6 C7 1.142(14) . ?
C7 C8 1.430(14) . ?
C8 C9 1.550(12) 13 ?
C8 C9 1.550(12) . ?
C8 C9 1.550(12) 3_565 ?
C8 C9 1.550(12) 15_565 ?
C9 C9 1.33(3) 13 ?
C9 C9 1.365(16) 11 ?
C9 C10 1.378(14) . ?
C10 C11 1.347(19) . ?
C10 C10 1.72(3) 13 ?
C10 H10A 0.9300 . ?
C11 C11 1.40(3) 11 ?
C11 H11A 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 124.89(12) 3 10_556 ?
O1 In1 O1 81.7(2) 3 . ?
O1 In1 O1 124.89(12) 10_556 . ?
O1 In1 O1 124.89(12) 3 12_556 ?
O1 In1 O1 81.7(2) 10_556 12_556 ?
O1 In1 O1 124.89(12) . 12_556 ?
O1 In1 O2 85.54(6) 3 12_556 ?
O1 In1 O2 136.75(13) 10_556 12_556 ?
O1 In1 O2 85.54(6) . 12_556 ?
O1 In1 O2 55.04(12) 12_556 12_556 ?
O1 In1 O2 85.54(6) 3 10_556 ?
O1 In1 O2 55.04(12) 10_556 10_556 ?
O1 In1 O2 85.54(6) . 10_556 ?
O1 In1 O2 136.75(13) 12_556 10_556 ?
O2 In1 O2 168.21(15) 12_556 10_556 ?
O1 In1 O2 136.75(13) 3 . ?
O1 In1 O2 85.54(6) 10_556 . ?
O1 In1 O2 55.04(12) . . ?
O1 In1 O2 85.54(6) 12_556 . ?
O2 In1 O2 90.605(15) 12_556 . ?
O2 In1 O2 90.605(15) 10_556 . ?
O1 In1 O2 55.04(12) 3 3 ?
O1 In1 O2 85.54(6) 10_556 3 ?
O1 In1 O2 136.75(13) . 3 ?
O1 In1 O2 85.54(6) 12_556 3 ?
O2 In1 O2 90.605(15) 12_556 3 ?
O2 In1 O2 90.605(15) 10_556 3 ?
O2 In1 O2 168.21(15) . 3 ?
O1 In1 C1 27.83(14) 3 3 ?
O1 In1 C1 105.95(11) 10_556 3 ?
O1 In1 C1 109.55(19) . 3 ?
O1 In1 C1 105.95(11) 12_556 3 ?
O2 In1 C1 87.86(3) 12_556 3 ?
O2 In1 C1 87.86(3) 10_556 3 ?
O2 In1 C1 164.59(16) . 3 ?
O2 In1 C1 27.21(14) 3 3 ?
O1 In1 C1 105.95(11) 3 10_556 ?
O1 In1 C1 27.83(14) 10_556 10_556 ?
O1 In1 C1 105.95(11) . 10_556 ?
O1 In1 C1 109.55(19) 12_556 10_556 ?
O2 In1 C1 164.59(16) 12_556 10_556 ?
O2 In1 C1 27.21(14) 10_556 10_556 ?
O2 In1 C1 87.86(3) . 10_556 ?
O2 In1 C1 87.86(3) 3 10_556 ?
C1 In1 C1 97.59(9) 3 10_556 ?
O1 In1 C1 105.95(11) 3 12_556 ?
O1 In1 C1 109.55(19) 10_556 12_556 ?
O1 In1 C1 105.95(11) . 12_556 ?
O1 In1 C1 27.83(14) 12_556 12_556 ?
O2 In1 C1 27.21(14) 12_556 12_556 ?
O2 In1 C1 164.59(16) 10_556 12_556 ?
O2 In1 C1 87.86(3) . 12_556 ?
O2 In1 C1 87.86(3) 3 12_556 ?
C1 In1 C1 97.59(9) 3 12_556 ?
C1 In1 C1 137.4(3) 10_556 12_556 ?
O1 In1 C1 109.55(19) 3 . ?
O1 In1 C1 105.95(11) 10_556 . ?
O1 In1 C1 27.83(14) . . ?
O1 In1 C1 105.95(11) 12_556 . ?
O2 In1 C1 87.86(3) 12_556 . ?
O2 In1 C1 87.86(3) 10_556 . ?
O2 In1 C1 27.21(14) . . ?
O2 In1 C1 164.59(16) 3 . ?
C1 In1 C1 137.4(3) 3 . ?
C1 In1 C1 97.59(9) 10_556 . ?
C1 In1 C1 97.59(9) 12_556 . ?
C1 O1 In1 96.7(3) . . ?
C1 O2 In1 84.7(4) . . ?
O2 C1 O1 123.5(5) . . ?
O2 C1 C3 118.6(6) . . ?
O1 C1 C3 117.9(5) . . ?
O2 C1 In1 68.1(3) . . ?
O1 C1 In1 55.4(3) . . ?
C3 C1 In1 173.4(4) . . ?
C3 C2 C3 118.8(6) . 3_565 ?
C3 C2 H2A 120.6 . . ?
C3 C2 H2A 120.6 3_565 . ?
C2 C3 C4 120.2(5) . . ?
C2 C3 C1 121.5(5) . . ?
C4 C3 C1 118.3(5) . . ?
C5 C4 C3 120.5(5) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C4 C5 C4 119.8(7) 3_565 . ?
C4 C5 C6 120.1(4) 3_565 . ?
C4 C5 C6 120.1(4) . . ?
C7 C6 C5 180.000(1) . . ?
C6 C7 C8 180.000(1) . . ?
C7 C8 C9 117.1(5) . 13 ?
C7 C8 C9 117.1(5) . . ?
C9 C8 C9 50.7(12) 13 . ?
C7 C8 C9 117.1(5) . 3_565 ?
C9 C8 C9 102.5(10) 13 3_565 ?
C9 C8 C9 125.7(11) . 3_565 ?
C7 C8 C9 117.1(5) . 15_565 ?
C9 C8 C9 125.7(11) 13 15_565 ?
C9 C8 C9 102.5(10) . 15_565 ?
C9 C8 C9 50.7(12) 3_565 15_565 ?
C9 C9 C9 90.000(1) 13 11 ?
C9 C9 C10 98.1(10) 13 . ?
C9 C9 C10 123.0(7) 11 . ?
C9 C9 C8 64.6(6) 13 . ?
C9 C9 C8 117.1(5) 11 . ?
C10 C9 C8 117.2(10) . . ?
C11 C10 C9 113.7(13) . . ?
C11 C10 C10 104.6(14) . 13 ?
C9 C10 C10 81.9(10) . 13 ?
C11 C10 H10A 123.1 . . ?
C9 C10 H10A 123.1 . . ?
C10 C10 H10A 84.2 13 . ?
C10 C11 C11 122.9(9) . 11 ?
C10 C11 H11A 118.6 . . ?
C11 C11 H11A 118.6 11 . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        23.26
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.049
