# Electronic Supplementary Material (ESI) for Chemical Communications
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
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#  as required by the journal to which it was submitted.
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data_In-IA-2D-1_final
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H8 In O8, C2 H8 N'
_chemical_formula_sum            'C18 H16 In N O8'
_chemical_formula_weight         489.14

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'
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'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'

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

_cell_length_a                   15.8408(4)
_cell_length_b                   16.5349(3)
_cell_length_c                   9.94883(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2605.86(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      3.29
_cell_measurement_theta_max      29.15

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976
_exptl_absorpt_coefficient_mu    0.940
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_T_max  0.868
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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, Apex CCD area Detector'
_diffrn_measurement_method       SMART
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15548
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         29.15
_reflns_number_total             7034
_reflns_number_gt                4794
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
We believe this distortion in the benzene ring in In-IA-2D-1 structure
appears due to possible merohedral or pseudo-merohedral twining not
due to a static or dynamic disorder. As a result despite lowering the
data collection temperature to 110 K this distortion remains persistent.
A close look of the .res file will show that the structure contains a 
twining with a BASF parameter 0.545. This indicates a 50/50 twining in
the crystal lattice. In order to overcome this distortion we have used 
8 EADP and 3 FLAT commands in the .res file. These EADP and FLAT commands
are listed herein.

EADP O1 O2
EADP O5 O6
EADP C2 C10
EADP C14 C4
EADP C13 C5
EADP C12 C3
EADP C11 C7
EADP C18 C17
FLAT C11 C12 C13 C14
FLAT C13 C14 C15 C16
FLAT C10 C11 C9 C15

Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
 
_platon_squeeze_details:
 
 The assymetric unit of In-IA-2D-1 consist two highly distorted water 
 molecules in the pore. we have decided to use the SQUEEZE routine to remove
 these water molecules from the pores of In-IA-2D-1. We would like to mention
 that 6.85% amount of disordered solvents (water molecules) were removed from 
 the asymmetric unit of In-IA-2D-1 by the SQUEEZE process. 
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 -0.029  0.858 -0.031       764        77 ' '
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1434P)^2^+2.6229P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.55(7)
_refine_ls_number_reflns         5885
_refine_ls_number_parameters     208
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0725
_refine_ls_wR_factor_ref         0.2361
_refine_ls_wR_factor_gt          0.2213
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.135
_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
C1 C 0.3277(8) 0.0781(8) 0.3897(11) 0.068(3) Uani 1 1 d . . .
C2 C 0.3581(7) 0.0457(6) 0.5216(10) 0.0498(13) Uani 1 1 d . . .
C3 C 0.3292(5) 0.0761(4) 0.6418(15) 0.0676(15) Uani 1 1 d . . .
H3 H 0.2903 0.1182 0.6417 0.081 Uiso 1 1 calc R . .
C4 C 0.3576(7) 0.0447(7) 0.7635(11) 0.0587(15) Uani 1 1 d . . .
C5 C 0.4179(6) -0.0149(7) 0.7602(12) 0.0678(17) Uani 1 1 d . . .
H5 H 0.4395 -0.0325 0.8421 0.081 Uiso 1 1 calc R . .
C6 C 0.4467(5) -0.0483(4) 0.6538(10) 0.0584(18) Uani 1 1 d . . .
H6 H 0.4851 -0.0908 0.6581 0.070 Uiso 1 1 calc R . .
C7 C 0.4160(7) -0.0163(8) 0.5226(14) 0.074(2) Uani 1 1 d . . .
H7 H 0.4359 -0.0380 0.4423 0.088 Uiso 1 1 calc R . .
C8 C 0.3271(8) 0.0796(6) 0.8936(7) 0.050(2) Uani 1 1 d . . .
C9 C 0.3590(5) 0.2695(4) 0.1426(16) 0.0647(18) Uani 1 1 d D . .
C10 C 0.4017(5) 0.3505(4) 0.1708(7) 0.0498(13) Uani 1 1 d D . .
C11 C 0.3543(6) 0.4191(5) 0.1922(11) 0.074(2) Uani 1 1 d D . .
H11 H 0.2956 0.4174 0.1914 0.088 Uiso 1 1 calc R . .
C12 C 0.3985(6) 0.4926(5) 0.2157(11) 0.0676(15) Uani 1 1 d D . .
H12 H 0.3685 0.5385 0.2409 0.081 Uiso 1 1 calc R . .
C13 C 0.4772(6) 0.4968(6) 0.2030(9) 0.0678(17) Uani 1 1 d D . .
H13 H 0.5034 0.5469 0.2118 0.081 Uiso 1 1 calc R . .
C14 C 0.5282(5) 0.4270(5) 0.1755(6) 0.0587(15) Uani 1 1 d D . .
C15 C 0.4888(5) 0.3556(5) 0.1527(16) 0.073(2) Uani 1 1 d D . .
H15 H 0.5194 0.3106 0.1254 0.087 Uiso 1 1 calc R . .
C16 C 0.6222(7) 0.4326(7) 0.1534(19) 0.096(3) Uani 1 1 d D . .
C17 C 0.1285(9) 0.2965(7) 0.6422(18) 0.129(4) Uani 1 1 d . . .
H17C H 0.0736 0.3139 0.6131 0.194 Uiso 1 1 calc R . .
H17A H 0.1607 0.2789 0.5658 0.194 Uiso 1 1 calc R . .
H17B H 0.1571 0.3407 0.6852 0.194 Uiso 1 1 calc R . .
C18 C 0.0492(11) 0.2568(8) 0.8612(14) 0.129(4) Uani 1 1 d . . .
H18A H 0.0191 0.3035 0.8296 0.194 Uiso 1 1 calc R . .
H18B H 0.0791 0.2702 0.9421 0.194 Uiso 1 1 calc R . .
H18C H 0.0099 0.2139 0.8791 0.194 Uiso 1 1 calc R . .
In1 In 0.28902(3) 0.12699(2) 0.1433(2) 0.0462(2) Uani 1 1 d . . .
N1 N 0.1191(15) 0.2263(9) 0.742(2) 0.271(16) Uani 1 1 d . . .
H1A H 0.1692 0.2145 0.7795 0.325 Uiso 1 1 calc R . .
H1B H 0.0998 0.1819 0.6994 0.325 Uiso 1 1 calc R . .
O1 O 0.2838(6) 0.1384(7) 0.3873(9) 0.069(2) Uani 1 1 d . . .
O2 O 0.3498(5) 0.0430(5) 0.2830(6) 0.069(2) Uani 1 1 d . . .
O3 O 0.2815(3) 0.2638(3) 0.1359(12) 0.0758(19) Uani 1 1 d . . .
O4 O 0.4024(3) 0.2072(3) 0.1375(11) 0.0681(13) Uani 1 1 d . . .
O5 O 0.6563(5) 0.3683(5) 0.145(3) 0.112(2) Uani 1 1 d . . .
O6 O 0.6618(5) 0.4911(6) 0.1146(11) 0.112(2) Uani 1 1 d . . .
O7 O 0.2799(8) 0.1415(9) 0.8957(13) 0.099(4) Uani 1 1 d . . .
O8 O 0.3507(5) 0.0455(5) 1.0003(6) 0.066(2) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.065(8) 0.083(8) 0.055(6) -0.014(5) 0.018(5) 0.015(7)
C2 0.058(3) 0.047(2) 0.044(3) 0.003(2) 0.004(2) 0.006(2)
C3 0.063(3) 0.055(3) 0.085(4) -0.008(4) 0.014(4) 0.009(2)
C4 0.064(4) 0.071(3) 0.041(3) 0.005(2) 0.008(2) 0.004(3)
C5 0.063(4) 0.063(3) 0.077(4) 0.004(3) -0.003(3) 0.007(3)
C6 0.068(4) 0.070(4) 0.037(4) -0.019(4) -0.003(5) 0.016(3)
C7 0.061(4) 0.065(4) 0.094(5) -0.001(3) 0.016(3) 0.001(3)
C8 0.078(8) 0.048(5) 0.024(3) -0.014(3) 0.013(4) -0.004(5)
C9 0.066(5) 0.052(3) 0.076(5) -0.018(7) 0.015(7) -0.002(3)
C10 0.058(3) 0.047(2) 0.044(3) 0.003(2) 0.004(2) 0.006(2)
C11 0.061(4) 0.065(4) 0.094(5) -0.001(3) 0.016(3) 0.001(3)
C12 0.063(3) 0.055(3) 0.085(4) -0.008(4) 0.014(4) 0.009(2)
C13 0.063(4) 0.063(3) 0.077(4) 0.004(3) -0.003(3) 0.007(3)
C14 0.064(4) 0.071(3) 0.041(3) 0.005(2) 0.008(2) 0.004(3)
C15 0.056(4) 0.065(4) 0.098(7) 0.013(7) 0.024(8) 0.001(3)
C16 0.079(6) 0.090(6) 0.120(9) -0.004(10) 0.034(9) -0.002(5)
C17 0.197(10) 0.119(6) 0.071(5) 0.036(5) 0.037(6) 0.099(7)
C18 0.197(10) 0.119(6) 0.071(5) 0.036(5) 0.037(6) 0.099(7)
In1 0.0544(3) 0.0469(3) 0.0373(3) 0.0007(3) 0.0002(5) 0.00976(14)
N1 0.40(3) 0.140(12) 0.27(2) 0.116(15) 0.20(2) 0.160(18)
O1 0.109(6) 0.073(4) 0.026(3) 0.006(2) 0.001(2) 0.023(3)
O2 0.109(6) 0.073(4) 0.026(3) 0.006(2) 0.001(2) 0.023(3)
O3 0.065(4) 0.055(3) 0.107(6) 0.021(5) 0.007(5) 0.001(2)
O4 0.062(3) 0.052(2) 0.090(4) 0.009(4) 0.004(5) 0.005(2)
O5 0.074(3) 0.128(5) 0.132(6) -0.004(5) 0.019(5) -0.017(3)
O6 0.074(3) 0.128(5) 0.132(6) -0.004(5) 0.019(5) -0.017(3)
O7 0.120(9) 0.112(8) 0.064(6) 0.002(5) 0.016(5) 0.069(6)
O8 0.083(5) 0.085(5) 0.031(3) 0.002(3) 0.003(3) 0.010(4)

_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 O1 1.216(14) . ?
C1 O2 1.260(12) . ?
C1 C2 1.497(15) . ?
C2 C3 1.375(16) . ?
C2 C7 1.377(15) . ?
C3 C4 1.392(17) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(15) . ?
C4 C8 1.498(13) . ?
C5 C6 1.278(14) . ?
C5 H5 0.9300 . ?
C6 C7 1.490(16) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O8 1.259(12) . ?
C8 O7 1.268(15) . ?
C8 In1 2.673(8) 1_556 ?
C9 O3 1.232(8) . ?
C9 O4 1.240(8) . ?
C9 C10 1.527(10) . ?
C10 C11 1.375(11) . ?
C10 C15 1.394(11) . ?
C11 C12 1.422(13) . ?
C11 H11 0.9300 . ?
C12 C13 1.255(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.435(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.355(12) . ?
C14 C16 1.508(12) . ?
C15 H15 0.9300 . ?
C16 O5 1.196(12) . ?
C16 O6 1.217(13) . ?
C17 N1 1.534(18) . ?
C17 H17C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C18 N1 1.70(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
In1 O5 2.103(8) 4_455 ?
In1 O2 2.189(7) . ?
In1 O8 2.190(8) 1_554 ?
In1 O4 2.232(5) . ?
In1 O3 2.266(5) . ?
In1 O1 2.437(10) . ?
In1 O7 2.479(14) 1_554 ?
In1 C8 2.673(8) 1_554 ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
O5 In1 2.103(8) 4 ?
O7 In1 2.479(14) 1_556 ?
O8 In1 2.190(8) 1_556 ?

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 C1 O2 121.4(12) . . ?
O1 C1 C2 119.6(10) . . ?
O2 C1 C2 119.0(10) . . ?
C3 C2 C7 119.2(10) . . ?
C3 C2 C1 121.7(9) . . ?
C7 C2 C1 119.2(10) . . ?
C2 C3 C4 120.8(6) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 118.2(9) . . ?
C5 C4 C8 121.4(10) . . ?
C3 C4 C8 120.3(10) . . ?
C6 C5 C4 125.3(11) . . ?
C6 C5 H5 117.4 . . ?
C4 C5 H5 117.4 . . ?
C5 C6 C7 117.2(7) . . ?
C5 C6 H6 121.4 . . ?
C7 C6 H6 121.4 . . ?
C2 C7 C6 119.2(10) . . ?
C2 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
O8 C8 O7 121.6(9) . . ?
O8 C8 C4 117.4(9) . . ?
O7 C8 C4 121.1(10) . . ?
O8 C8 In1 54.2(5) . 1_556 ?
O7 C8 In1 67.4(7) . 1_556 ?
C4 C8 In1 171.5(8) . 1_556 ?
O3 C9 O4 119.1(6) . . ?
O3 C9 C10 121.2(6) . . ?
O4 C9 C10 119.4(7) . . ?
C11 C10 C15 120.7(8) . . ?
C11 C10 C9 120.7(8) . . ?
C15 C10 C9 117.9(7) . . ?
C10 C11 C12 117.5(9) . . ?
C10 C11 H11 121.3 . . ?
C12 C11 H11 121.3 . . ?
C13 C12 C11 121.3(9) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 122.2(9) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C15 C14 C13 118.3(8) . . ?
C15 C14 C16 119.0(8) . . ?
C13 C14 C16 122.3(9) . . ?
C14 C15 C10 119.1(9) . . ?
C14 C15 H15 120.4 . . ?
C10 C15 H15 120.4 . . ?
O5 C16 O6 116.8(11) . . ?
O5 C16 C14 113.7(10) . . ?
O6 C16 C14 127.2(11) . . ?
N1 C17 H17C 109.5 . . ?
N1 C17 H17A 109.5 . . ?
H17C C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17C C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 In1 O2 117.3(6) 4_455 . ?
O5 In1 O8 118.3(6) 4_455 1_554 ?
O2 In1 O8 79.96(17) . 1_554 ?
O5 In1 O4 141.4(2) 4_455 . ?
O2 In1 O4 92.2(3) . . ?
O8 In1 O4 89.4(3) 1_554 . ?
O5 In1 O3 84.9(3) 4_455 . ?
O2 In1 O3 132.6(3) . . ?
O8 In1 O3 128.1(4) 1_554 . ?
O4 In1 O3 56.54(18) . . ?
O5 In1 O1 87.4(7) 4_455 . ?
O2 In1 O1 55.3(3) . . ?
O8 In1 O1 135.2(3) 1_554 . ?
O4 In1 O1 90.4(4) . . ?
O3 In1 O1 87.3(4) . . ?
O5 In1 O7 86.9(8) 4_455 1_554 ?
O2 In1 O7 135.9(3) . 1_554 ?
O8 In1 O7 56.0(3) 1_554 1_554 ?
O4 In1 O7 87.9(5) . 1_554 ?
O3 In1 O7 82.4(5) . 1_554 ?
O1 In1 O7 168.7(2) . 1_554 ?
O5 In1 C8 104.1(7) 4_455 1_554 ?
O2 In1 C8 107.8(3) . 1_554 ?
O8 In1 C8 27.8(3) 1_554 1_554 ?
O4 In1 C8 88.2(4) . 1_554 ?
O3 In1 C8 105.9(4) . 1_554 ?
O1 In1 C8 163.0(3) . 1_554 ?
O7 In1 C8 28.2(3) 1_554 1_554 ?
C17 N1 C18 106.9(10) . . ?
C17 N1 H1A 110.3 . . ?
C18 N1 H1A 110.3 . . ?
C17 N1 H1B 110.3 . . ?
C18 N1 H1B 110.3 . . ?
H1A N1 H1B 108.6 . . ?
C1 O1 In1 86.4(8) . . ?
C1 O2 In1 96.9(7) . . ?
C9 O3 In1 91.3(4) . . ?
C9 O4 In1 92.7(4) . . ?
C16 O5 In1 114.8(7) . 4 ?
C8 O7 In1 84.5(7) . 1_556 ?
C8 O8 In1 98.0(6) . 1_556 ?

_diffrn_measured_fraction_theta_max 0.902
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         2.211
_refine_diff_density_min         -1.192
_refine_diff_density_rms         0.154

_database_code_depnum_ccdc_archive 'CCDC 894117'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_In-IA-2D-2_final
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16H8InO8, C3H7NO, C2H8N'
_chemical_formula_sum            'C21 H23 In N2 O9'
_chemical_formula_weight         562.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0822 5.0449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   11.9876(3)
_cell_length_b                   13.0329(4)
_cell_length_c                   18.3012(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 125.260(2)
_cell_angle_gamma                90.00
_cell_volume                     2334.70(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4486
_cell_measurement_theta_min      4.50
_cell_measurement_theta_max      70.72

_exptl_crystal_description       cube
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136
_exptl_absorpt_coefficient_mu    8.564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.118
_exptl_absorpt_correction_T_max  0.277
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_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            8741
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.50
_diffrn_reflns_theta_max         70.72
_reflns_number_total             4486
_reflns_number_gt                4027
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 The solvent DMF molecule has been refined as isotropic due to large anisotropic
 displacement of N atom of DMF molecule even after several refinements.
 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ 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/[\s^2^(Fo^2^)+(0.1030P)^2^+0.1571P] where P=(Fo^2^+2Fc^2^)/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         4486
_refine_ls_number_parameters     279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.1854
_refine_ls_wR_factor_gt          0.1826
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001

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 0.2763(6) 0.4677(5) 0.1242(4) 0.0344(14) Uani 1 1 d . . .
C2 C 0.2914(6) 0.5360(5) 0.1951(4) 0.0355(14) Uani 1 1 d . . .
C3 C 0.4124(6) 0.5895(5) 0.2529(4) 0.0351(14) Uani 1 1 d . . .
H3 H 0.4840 0.5849 0.2468 0.042 Uiso 1 1 calc R . .
C4 C 0.4250(7) 0.6503(4) 0.3204(4) 0.0367(15) Uani 1 1 d . . .
C5 C 0.3170(7) 0.6579(5) 0.3288(5) 0.0391(15) Uani 1 1 d . . .
H5 H 0.3262 0.6979 0.3740 0.047 Uiso 1 1 calc R . .
C6 C 0.1960(6) 0.6060(5) 0.2700(4) 0.0401(15) Uani 1 1 d . . .
H6 H 0.1236 0.6119 0.2753 0.048 Uiso 1 1 calc R . .
C7 C 0.1827(6) 0.5451(5) 0.2031(4) 0.0369(14) Uani 1 1 d . . .
H7 H 0.1014 0.5104 0.1636 0.044 Uiso 1 1 calc R . .
C8 C 0.5525(6) 0.7100(5) 0.3810(4) 0.0364(14) Uani 1 1 d . . .
C9 C 0.2257(6) 0.4649(4) -0.1181(4) 0.0335(14) Uani 1 1 d . . .
C10 C 0.2071(6) 0.5338(5) -0.1900(4) 0.0350(14) Uani 1 1 d . . .
C11 C 0.0873(6) 0.5890(5) -0.2443(4) 0.0349(14) Uani 1 1 d . . .
H11 H 0.0190 0.5854 -0.2349 0.042 Uiso 1 1 calc R . .
C12 C 0.0695(7) 0.6499(4) -0.3129(4) 0.0368(15) Uani 1 1 d . . .
C13 C 0.1735(7) 0.6550(5) -0.3254(5) 0.0394(16) Uani 1 1 d . . .
H13 H 0.1610 0.6944 -0.3720 0.047 Uiso 1 1 calc R . .
C14 C 0.2950(7) 0.6026(5) -0.2698(5) 0.0408(15) Uani 1 1 d . . .
H14 H 0.3647 0.6083 -0.2778 0.049 Uiso 1 1 calc R . .
C15 C 0.3119(6) 0.5412(5) -0.2019(4) 0.0374(14) Uani 1 1 d . . .
H15 H 0.3928 0.5051 -0.1645 0.045 Uiso 1 1 calc R . .
C16 C -0.0593(6) 0.7101(5) -0.3713(4) 0.0391(15) Uani 1 1 d . . .
C17 C 0.4086(7) 0.1040(5) 0.9084(5) 0.0465(16) Uani 1 1 d . . .
H17A H 0.3141 0.0854 0.8771 0.070 Uiso 1 1 calc R . .
H17B H 0.4533 0.0949 0.9716 0.070 Uiso 1 1 calc R . .
H17C H 0.4516 0.0613 0.8887 0.070 Uiso 1 1 calc R . .
C18 C 0.3562(8) 0.2332(6) 0.7948(5) 0.0546(18) Uani 1 1 d . . .
H18A H 0.2653 0.2055 0.7594 0.082 Uiso 1 1 calc R . .
H18B H 0.4098 0.2021 0.7771 0.082 Uiso 1 1 calc R . .
H18C H 0.3524 0.3060 0.7857 0.082 Uiso 1 1 calc R . .
C19 C 0.1834(14) 0.7924(11) 0.9900(9) 0.094(3) Uiso 1 1 d . . .
H19 H 0.1530 0.7250 0.9748 0.113 Uiso 1 1 calc R . .
C20 C -0.0385(10) 0.8532(7) 0.8903(7) 0.065(2) Uiso 1 1 d . . .
H20A H -0.0519 0.8330 0.8353 0.098 Uiso 1 1 calc R . .
H20B H -0.0850 0.9169 0.8815 0.098 Uiso 1 1 calc R . .
H20C H -0.0745 0.8012 0.9084 0.098 Uiso 1 1 calc R . .
C21 C 0.1760(11) 0.9774(8) 0.9862(7) 0.074(2) Uiso 1 1 d . . .
H21A H 0.1147 1.0262 0.9847 0.111 Uiso 1 1 calc R . .
H21B H 0.1966 0.9980 0.9448 0.111 Uiso 1 1 calc R . .
H21C H 0.2589 0.9745 1.0455 0.111 Uiso 1 1 calc R . .
In1 In 0.25212(3) 0.34414(3) 0.00527(2) 0.0323(8) Uani 1 1 d . . .
N1 N 0.4190(6) 0.2117(4) 0.8899(4) 0.0411(14) Uani 1 1 d . . .
H1A H 0.3785 0.2512 0.9087 0.049 Uiso 1 1 d R . .
H1B H 0.5078 0.2294 0.9217 0.049 Uiso 1 1 d R . .
N2 N 0.1054(11) 0.8660(8) 0.9586(7) 0.086(3) Uiso 1 1 d . . .
O1 O 0.1718(4) 0.4117(3) 0.0786(3) 0.0368(12) Uani 1 1 d . . .
O2 O 0.3692(4) 0.4653(3) 0.1119(3) 0.0373(12) Uani 1 1 d . . .
O3 O 0.5677(5) 0.7544(3) 0.4491(3) 0.0392(12) Uani 1 1 d . . .
O4 O 0.6422(5) 0.7200(4) 0.3669(3) 0.0423(13) Uani 1 1 d . . .
O5 O 0.1356(4) 0.4631(3) -0.1025(3) 0.0379(12) Uani 1 1 d . . .
O6 O 0.3304(4) 0.4090(3) -0.0737(3) 0.0357(12) Uani 1 1 d . . .
O7 O -0.1414(5) 0.7209(4) -0.3518(3) 0.0467(13) Uani 1 1 d . . .
O8 O -0.0793(5) 0.7490(4) -0.4428(3) 0.0427(12) Uani 1 1 d . . .
O9 O 0.3199(7) 0.8172(5) 1.0498(4) 0.0655(16) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.033(3) 0.034(3) 0.034(3) 0.003(2) 0.019(2) 0.003(2)
C2 0.035(3) 0.034(3) 0.036(3) 0.000(2) 0.019(2) 0.002(2)
C3 0.032(3) 0.037(3) 0.035(3) 0.003(2) 0.019(2) 0.000(2)
C4 0.036(3) 0.035(3) 0.034(3) 0.001(2) 0.018(3) 0.000(2)
C5 0.044(4) 0.035(3) 0.040(3) 0.000(2) 0.025(3) 0.002(2)
C6 0.035(3) 0.043(3) 0.045(3) -0.001(3) 0.025(3) 0.004(2)
C7 0.029(3) 0.037(3) 0.040(3) -0.002(2) 0.017(2) 0.000(2)
C8 0.039(3) 0.034(3) 0.032(3) 0.005(2) 0.018(2) 0.001(2)
C9 0.031(3) 0.035(3) 0.033(3) -0.002(2) 0.017(2) -0.003(2)
C10 0.034(3) 0.033(3) 0.036(3) -0.001(2) 0.019(2) -0.004(2)
C11 0.033(3) 0.034(3) 0.038(3) -0.003(2) 0.021(2) -0.001(2)
C12 0.036(3) 0.032(3) 0.037(3) 0.000(2) 0.018(3) -0.001(2)
C13 0.044(4) 0.037(3) 0.037(3) 0.001(2) 0.024(3) 0.001(2)
C14 0.037(3) 0.041(3) 0.048(3) 0.002(3) 0.027(3) 0.001(2)
C15 0.033(3) 0.036(3) 0.040(3) 0.003(2) 0.019(2) 0.003(2)
C16 0.036(3) 0.034(3) 0.038(3) 0.000(2) 0.016(2) 0.000(2)
C17 0.050(4) 0.045(4) 0.047(3) -0.002(3) 0.030(3) -0.002(3)
C18 0.057(4) 0.061(4) 0.043(4) 0.006(3) 0.028(3) 0.004(3)
In1 0.0316(8) 0.0326(8) 0.0323(8) -0.00006(12) 0.0182(5) 0.00040(12)
N1 0.042(3) 0.042(3) 0.044(3) 0.000(2) 0.028(2) 0.003(2)
O1 0.035(2) 0.038(2) 0.039(2) -0.0065(17) 0.0220(18) -0.0029(17)
O2 0.031(2) 0.041(2) 0.037(2) -0.0066(17) 0.0183(17) -0.0021(16)
O3 0.041(2) 0.038(2) 0.037(2) -0.0057(17) 0.0213(18) -0.0050(17)
O4 0.040(2) 0.048(3) 0.040(2) -0.0037(18) 0.0233(19) -0.0067(18)
O5 0.032(2) 0.042(2) 0.038(2) 0.0038(17) 0.0193(18) 0.0011(17)
O6 0.034(2) 0.035(2) 0.038(2) 0.0049(16) 0.0203(18) 0.0014(16)
O7 0.038(2) 0.044(3) 0.056(3) 0.009(2) 0.026(2) 0.0057(19)
O8 0.047(2) 0.043(2) 0.035(2) 0.0040(17) 0.0214(19) 0.0083(19)

_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 1.258(8) . ?
C1 O1 1.261(8) . ?
C1 C2 1.497(8) . ?
C2 C3 1.392(8) . ?
C2 C7 1.397(9) . ?
C3 C4 1.400(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(10) . ?
C4 C8 1.488(9) . ?
C5 C6 1.385(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.388(9) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 O4 1.248(8) . ?
C8 O3 1.288(8) . ?
C8 In1 2.692(6) 2_655 ?
C9 O6 1.260(8) . ?
C9 O5 1.266(8) . ?
C9 C10 1.500(8) . ?
C10 C11 1.385(8) . ?
C10 C15 1.397(9) . ?
C11 C12 1.393(9) . ?
C11 H11 0.9300 . ?
C12 C13 1.395(10) . ?
C12 C16 1.496(9) . ?
C13 C14 1.382(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.391(9) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O7 1.233(9) . ?
C16 O8 1.291(8) . ?
C17 N1 1.466(9) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N1 1.471(9) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 N2 1.226(16) . ?
C19 O9 1.383(16) . ?
C19 H19 0.9300 . ?
C20 N2 1.442(14) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N2 1.608(14) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
In1 O8 2.098(5) 2_544 ?
In1 O3 2.156(4) 2_645 ?
In1 O1 2.235(4) . ?
In1 O5 2.251(4) . ?
In1 O2 2.261(4) . ?
In1 O6 2.291(4) . ?
In1 O4 2.504(5) 2_645 ?
In1 C8 2.692(6) 2_645 ?
N1 H1A 0.8999 . ?
N1 H1B 0.8999 . ?
O3 In1 2.156(4) 2_655 ?
O4 In1 2.504(5) 2_655 ?
O8 In1 2.098(5) 2_554 ?

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 120.8(5) . . ?
O2 C1 C2 119.6(5) . . ?
O1 C1 C2 119.6(5) . . ?
C3 C2 C7 120.2(6) . . ?
C3 C2 C1 120.6(6) . . ?
C7 C2 C1 119.3(5) . . ?
C2 C3 C4 119.3(6) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 120.2(6) . . ?
C5 C4 C8 120.1(6) . . ?
C3 C4 C8 119.7(6) . . ?
C6 C5 C4 120.2(6) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 119.9(6) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C6 C7 C2 120.1(6) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
O4 C8 O3 119.6(6) . . ?
O4 C8 C4 122.5(6) . . ?
O3 C8 C4 117.8(6) . . ?
O4 C8 In1 67.9(3) . 2_655 ?
O3 C8 In1 52.1(3) . 2_655 ?
C4 C8 In1 167.6(5) . 2_655 ?
O6 C9 O5 120.3(5) . . ?
O6 C9 C10 120.0(5) . . ?
O5 C9 C10 119.7(5) . . ?
C11 C10 C15 120.4(6) . . ?
C11 C10 C9 120.5(5) . . ?
C15 C10 C9 119.1(5) . . ?
C10 C11 C12 119.9(6) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C13 119.3(6) . . ?
C11 C12 C16 120.1(6) . . ?
C13 C12 C16 120.6(6) . . ?
C14 C13 C12 121.1(6) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 119.4(6) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C10 119.9(6) . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
O7 C16 O8 122.5(6) . . ?
O7 C16 C12 121.3(6) . . ?
O8 C16 C12 116.2(6) . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 O9 115.0(12) . . ?
N2 C19 H19 122.5 . . ?
O9 C19 H19 122.5 . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O8 In1 O3 110.1(2) 2_544 2_645 ?
O8 In1 O1 85.83(17) 2_544 . ?
O3 In1 O1 131.58(16) 2_645 . ?
O8 In1 O5 90.66(17) 2_544 . ?
O3 In1 O5 133.56(16) 2_645 . ?
O1 In1 O5 89.46(16) . . ?
O8 In1 O2 143.97(17) 2_544 . ?
O3 In1 O2 93.45(16) 2_645 . ?
O1 In1 O2 58.30(16) . . ?
O5 In1 O2 92.17(18) . . ?
O8 In1 O6 120.65(16) 2_544 . ?
O3 In1 O6 76.18(16) 2_645 . ?
O1 In1 O6 135.13(18) . . ?
O5 In1 O6 57.70(15) . . ?
O2 In1 O6 90.61(16) . . ?
O8 In1 O4 86.28(17) 2_544 2_645 ?
O3 In1 O4 55.54(16) 2_645 2_645 ?
O1 In1 O4 81.65(15) . 2_645 ?
O5 In1 O4 170.79(16) . 2_645 ?
O2 In1 O4 85.27(16) . 2_645 ?
O6 In1 O4 131.06(15) . 2_645 ?
O8 In1 C8 100.50(19) 2_544 2_645 ?
O3 In1 C8 28.14(18) 2_645 2_645 ?
O1 In1 C8 106.01(17) . 2_645 ?
O5 In1 C8 161.41(18) . 2_645 ?
O2 In1 C8 87.50(16) . 2_645 ?
O6 In1 C8 103.72(17) . 2_645 ?
O4 In1 C8 27.50(18) 2_645 2_645 ?
C17 N1 C18 113.7(6) . . ?
C17 N1 H1A 108.8 . . ?
C18 N1 H1A 108.9 . . ?
C17 N1 H1B 108.8 . . ?
C18 N1 H1B 108.8 . . ?
H1A N1 H1B 107.7 . . ?
C19 N2 C20 121.5(11) . . ?
C19 N2 C21 116.0(11) . . ?
C20 N2 C21 121.8(9) . . ?
C1 O1 In1 91.0(4) . . ?
C1 O2 In1 89.9(4) . . ?
C8 O3 In1 99.7(4) . 2_655 ?
C8 O4 In1 84.6(4) . 2_655 ?
C9 O5 In1 91.8(3) . . ?
C9 O6 In1 90.1(3) . . ?
C16 O8 In1 109.3(4) . 2_554 ?

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
O2 C1 C2 C3 -5.9(9) . . . . ?
O1 C1 C2 C3 172.7(5) . . . . ?
O2 C1 C2 C7 174.4(5) . . . . ?
O1 C1 C2 C7 -7.0(9) . . . . ?
C7 C2 C3 C4 1.6(9) . . . . ?
C1 C2 C3 C4 -178.0(5) . . . . ?
C2 C3 C4 C5 -0.7(9) . . . . ?
C2 C3 C4 C8 -178.4(5) . . . . ?
C3 C4 C5 C6 -0.5(9) . . . . ?
C8 C4 C5 C6 177.1(6) . . . . ?
C4 C5 C6 C7 0.8(10) . . . . ?
C5 C6 C7 C2 0.1(10) . . . . ?
C3 C2 C7 C6 -1.3(9) . . . . ?
C1 C2 C7 C6 178.3(6) . . . . ?
C5 C4 C8 O4 -167.4(6) . . . . ?
C3 C4 C8 O4 10.3(9) . . . . ?
C5 C4 C8 O3 11.0(8) . . . . ?
C3 C4 C8 O3 -171.3(5) . . . . ?
C5 C4 C8 In1 -23(2) . . . 2_655 ?
C3 C4 C8 In1 155.2(17) . . . 2_655 ?
O6 C9 C10 C11 174.5(5) . . . . ?
O5 C9 C10 C11 -5.2(9) . . . . ?
O6 C9 C10 C15 -5.2(9) . . . . ?
O5 C9 C10 C15 175.1(5) . . . . ?
C15 C10 C11 C12 1.9(9) . . . . ?
C9 C10 C11 C12 -177.8(5) . . . . ?
C10 C11 C12 C13 -0.5(9) . . . . ?
C10 C11 C12 C16 -179.7(5) . . . . ?
C11 C12 C13 C14 -1.5(9) . . . . ?
C16 C12 C13 C14 177.7(6) . . . . ?
C12 C13 C14 C15 2.0(10) . . . . ?
C13 C14 C15 C10 -0.6(10) . . . . ?
C11 C10 C15 C14 -1.4(9) . . . . ?
C9 C10 C15 C14 178.3(6) . . . . ?
C11 C12 C16 O7 12.0(9) . . . . ?
C13 C12 C16 O7 -167.1(6) . . . . ?
C11 C12 C16 O8 -167.6(6) . . . . ?
C13 C12 C16 O8 13.3(9) . . . . ?
O9 C19 N2 C20 175.1(9) . . . . ?
O9 C19 N2 C21 4.6(16) . . . . ?
O2 C1 O1 In1 0.8(6) . . . . ?
C2 C1 O1 In1 -177.7(5) . . . . ?
O8 In1 O1 C1 176.0(4) 2_544 . . . ?
O3 In1 O1 C1 62.6(4) 2_645 . . . ?
O5 In1 O1 C1 -93.3(3) . . . . ?
O2 In1 O1 C1 -0.5(3) . . . . ?
O6 In1 O1 C1 -53.4(4) . . . . ?
O4 In1 O1 C1 89.1(3) 2_645 . . . ?
C8 In1 O1 C1 76.2(4) 2_645 . . . ?
O1 C1 O2 In1 -0.8(6) . . . . ?
C2 C1 O2 In1 177.7(5) . . . . ?
O8 In1 O2 C1 -5.6(5) 2_544 . . . ?
O3 In1 O2 C1 -137.6(3) 2_645 . . . ?
O1 In1 O2 C1 0.5(3) . . . . ?
O5 In1 O2 C1 88.5(3) . . . . ?
O6 In1 O2 C1 146.2(3) . . . . ?
O4 In1 O2 C1 -82.6(3) 2_645 . . . ?
C8 In1 O2 C1 -110.1(4) 2_645 . . . ?
O4 C8 O3 In1 7.1(6) . . . 2_655 ?
C4 C8 O3 In1 -171.4(4) . . . 2_655 ?
O3 C8 O4 In1 -6.0(5) . . . 2_655 ?
C4 C8 O4 In1 172.3(5) . . . 2_655 ?
O6 C9 O5 In1 -0.6(6) . . . . ?
C10 C9 O5 In1 179.2(5) . . . . ?
O8 In1 O5 C9 -126.2(4) 2_544 . . . ?
O3 In1 O5 C9 -7.2(4) 2_645 . . . ?
O1 In1 O5 C9 147.9(3) . . . . ?
O2 In1 O5 C9 89.7(3) . . . . ?
O6 In1 O5 C9 0.3(3) . . . . ?
O4 In1 O5 C9 163.3(9) 2_645 . . . ?
C8 In1 O5 C9 1.1(7) 2_645 . . . ?
O5 C9 O6 In1 0.6(6) . . . . ?
C10 C9 O6 In1 -179.2(5) . . . . ?
O8 In1 O6 C9 68.7(4) 2_544 . . . ?
O3 In1 O6 C9 174.1(4) 2_645 . . . ?
O1 In1 O6 C9 -49.7(4) . . . . ?
O5 In1 O6 C9 -0.3(3) . . . . ?
O2 In1 O6 C9 -92.5(3) . . . . ?
O4 In1 O6 C9 -176.8(3) 2_645 . . . ?
C8 In1 O6 C9 179.9(3) 2_645 . . . ?
O7 C16 O8 In1 7.3(8) . . . 2_554 ?
C12 C16 O8 In1 -173.1(4) . . . 2_554 ?

_diffrn_measured_fraction_theta_max 0.960
_diffrn_reflns_theta_full        70.72
_diffrn_measured_fraction_theta_full 0.960
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.115
_refine_diff_density_rms         0.015
_database_code_depnum_ccdc_archive 'CCDC 894118'