# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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_InOF-4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H16 In O8'
_chemical_formula_weight         595.23

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'
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/n

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

_cell_length_a                   14.0612(2)
_cell_length_b                   16.1146(2)
_cell_length_c                   15.5087(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.837(2)
_cell_angle_gamma                90.00
_cell_volume                     3412.15(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1188
_exptl_absorpt_coefficient_mu    5.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5400
_exptl_absorpt_correction_T_max  0.8439
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            13485
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0332
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.81
_diffrn_reflns_theta_max         73.09
_reflns_number_total             6645
_reflns_number_gt                6081
_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)+(0.1000P)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         6645
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.1251
_refine_ls_wR_factor_gt          0.1226
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
# 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 -0.003 0.002 0.002 1302 381 ' '
_platon_squeeze_details          
;
;

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 0.761182(12) 0.360158(11) 0.652969(11) 0.01686(10) Uani 1 1 d . . .
O6 O 0.84327(16) 0.37959(14) 0.54570(13) 0.0246(4) Uani 1 1 d . . .
O5 O 0.69578(15) 0.43097(13) 0.52280(12) 0.0238(4) Uani 1 1 d . . .
O2 O 0.83553(15) 0.23308(12) 0.66232(13) 0.0240(4) Uani 1 1 d . . .
O7 O 0.38000(16) 0.60744(13) 0.32438(14) 0.0262(4) Uani 1 1 d . . .
O1 O 0.69108(14) 0.24935(13) 0.57185(13) 0.0233(4) Uani 1 1 d . . .
O3 O 0.38922(16) 0.11134(13) 0.26254(13) 0.0266(4) Uani 1 1 d . . .
C23 C 0.4673(2) 0.64933(17) 0.21877(19) 0.0214(6) Uani 1 1 d . . .
C12 C 0.5861(2) -0.12444(19) 0.4228(2) 0.0229(6) Uani 1 1 d . . .
H12 H 0.6338 -0.1601 0.4580 0.027 Uiso 1 1 calc R . .
C14 C 0.3756(2) 0.0338(2) 0.25804(18) 0.0229(6) Uani 1 1 d . . .
C28 C 0.3787(2) 0.65349(18) 0.25639(19) 0.0211(6) Uani 1 1 d . . .
C2 C 0.6864(2) 0.08072(18) 0.51973(16) 0.0200(5) Uani 1 1 d . . .
H2 H 0.6264 0.1105 0.5076 0.024 Uiso 1 1 calc R . .
C13 C 0.7643(2) 0.20421(18) 0.60316(18) 0.0220(6) Uani 1 1 d . . .
C26 C 0.6344(3) 0.63361(18) 0.1537(2) 0.0265(7) Uani 1 1 d . . .
H26 H 0.6909 0.6290 0.1306 0.032 Uiso 1 1 calc R . .
C11 C 0.5048(2) -0.15849(19) 0.3655(2) 0.0252(6) Uani 1 1 d . . .
H11 H 0.4972 -0.2171 0.3623 0.030 Uiso 1 1 calc R . .
C15 C 0.7081(2) 0.53183(18) 0.27690(18) 0.0215(6) Uani 1 1 d . . .
C1 C 0.6885(2) 0.00006(18) 0.48680(17) 0.0204(5) Uani 1 1 d . . .
C16 C 0.7076(2) 0.50292(17) 0.36170(17) 0.0193(5) Uani 1 1 d . . .
H16 H 0.6578 0.5216 0.3891 0.023 Uiso 1 1 calc R . .
O4 O 0.30352(18) 0.00474(15) 0.20243(16) 0.0356(5) Uani 1 1 d . . .
C22 C 0.5441(2) 0.59802(17) 0.26003(17) 0.0193(5) Uani 1 1 d . . .
H22 H 0.5384 0.5679 0.3113 0.023 Uiso 1 1 calc R . .
C9 C 0.4458(2) -0.02232(18) 0.31869(17) 0.0197(5) Uani 1 1 d . . .
C10 C 0.4335(2) -0.10791(18) 0.31196(18) 0.0222(6) Uani 1 1 d . . .
H10 H 0.3781 -0.1314 0.2721 0.027 Uiso 1 1 calc R . .
C8 C 0.5271(2) 0.01205(17) 0.37761(16) 0.0200(5) Uani 1 1 d . . .
H8 H 0.5334 0.0707 0.3823 0.024 Uiso 1 1 calc R . .
C27 C 0.7722(2) 0.41747(17) 0.49727(18) 0.0209(5) Uani 1 1 d . . .
C3 C 0.7705(2) 0.11772(19) 0.56975(18) 0.0224(6) Uani 1 1 d . . .
C17 C 0.7778(2) 0.44751(18) 0.40725(18) 0.0216(6) Uani 1 1 d . . .
C4 C 0.8599(2) 0.07649(19) 0.58594(18) 0.0252(6) Uani 1 1 d . . .
H4 H 0.9178 0.1029 0.6186 0.030 Uiso 1 1 calc R . .
C24 C 0.4738(2) 0.69417(19) 0.14352(19) 0.0272(6) Uani 1 1 d . . .
H24 H 0.4221 0.7300 0.1150 0.033 Uiso 1 1 calc R . .
C7 C 0.5995(2) -0.03831(17) 0.43000(17) 0.0199(5) Uani 1 1 d . . .
C18 C 0.8513(2) 0.4209(2) 0.3678(2) 0.0287(7) Uani 1 1 d . . .
H18 H 0.8995 0.3829 0.3980 0.034 Uiso 1 1 calc R . .
C20 C 0.7829(2) 0.5050(2) 0.2402(2) 0.0307(7) Uani 1 1 d . . .
H20 H 0.7858 0.5245 0.1831 0.037 Uiso 1 1 calc R . .
C21 C 0.6293(2) 0.58866(18) 0.22949(18) 0.0211(5) Uani 1 1 d . . .
C6 C 0.7798(2) -0.04164(18) 0.50516(19) 0.0254(6) Uani 1 1 d . . .
H6 H 0.7836 -0.0965 0.4838 0.030 Uiso 1 1 calc R . .
C5 C 0.8639(2) -0.0031(2) 0.55409(19) 0.0278(6) Uani 1 1 d . . .
H5 H 0.9246 -0.0318 0.5657 0.033 Uiso 1 1 calc R . .
C25 C 0.5571(3) 0.6856(2) 0.1111(2) 0.0311(7) Uani 1 1 d . . .
H25 H 0.5619 0.7152 0.0593 0.037 Uiso 1 1 calc R . .
O8 O 0.30813(17) 0.69913(16) 0.22569(14) 0.0323(5) Uani 1 1 d . . .
C19 C 0.8542(3) 0.4499(2) 0.2848(2) 0.0368(8) Uani 1 1 d . . .
H19 H 0.9049 0.4323 0.2580 0.044 Uiso 1 1 calc 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
In1 O7 2.161(2) 3_666 ?
In1 O3 2.208(2) 4_666 ?
In1 O6 2.262(2) . ?
In1 O1 2.269(2) . ?
In1 O2 2.288(2) . ?
In1 O5 2.3097(19) . ?
In1 O4 2.338(2) 4_666 ?
In1 O8 2.506(2) 3_666 ?
In1 C27 2.624(3) . ?
In1 C14 2.628(3) 4_666 ?
In1 C13 2.633(3) . ?
In1 C28 2.687(3) 3_666 ?
O6 C27 1.256(4) . ?
O5 C27 1.250(4) . ?
O2 C13 1.273(3) . ?
O7 C28 1.286(4) . ?
O7 In1 2.161(2) 3_666 ?
O1 C13 1.260(4) . ?
O3 C14 1.263(4) . ?
O3 In1 2.208(2) 4_565 ?
C23 C22 1.388(4) . ?
C23 C24 1.394(4) . ?
C23 C28 1.498(4) . ?
C12 C11 1.384(5) . ?
C12 C7 1.401(4) . ?
C12 H12 0.9500 . ?
C14 O4 1.254(4) . ?
C14 C9 1.494(4) . ?
C14 In1 2.628(3) 4_565 ?
C28 O8 1.236(4) . ?
C28 In1 2.687(3) 3_666 ?
C2 C3 1.384(4) . ?
C2 C1 1.399(4) . ?
C2 H2 0.9500 . ?
C13 C3 1.497(4) . ?
C26 C21 1.397(4) . ?
C26 C25 1.406(5) . ?
C26 H26 0.9500 . ?
C11 C10 1.400(4) . ?
C11 H11 0.9500 . ?
C15 C20 1.379(4) . ?
C15 C16 1.397(4) . ?
C15 C21 1.489(4) . ?
C1 C6 1.417(4) . ?
C1 C7 1.482(4) . ?
C16 C17 1.392(4) . ?
C16 H16 0.9500 . ?
O4 In1 2.338(2) 4_565 ?
C22 C21 1.399(4) . ?
C22 H22 0.9500 . ?
C9 C10 1.391(4) . ?
C9 C8 1.396(4) . ?
C10 H10 0.9500 . ?
C8 C7 1.400(4) . ?
C8 H8 0.9500 . ?
C27 C17 1.497(4) . ?
C3 C4 1.391(4) . ?
C17 C18 1.389(4) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9500 . ?
C24 C25 1.388(4) . ?
C24 H24 0.9500 . ?
C18 C19 1.380(4) . ?
C18 H18 0.9500 . ?
C20 C19 1.392(5) . ?
C20 H20 0.9500 . ?
C6 C5 1.389(4) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C25 H25 0.9500 . ?
O8 In1 2.506(2) 3_666 ?
C19 H19 0.9500 . ?

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 O3 115.86(8) 3_666 4_666 ?
O7 In1 O6 137.41(8) 3_666 . ?
O3 In1 O6 94.11(8) 4_666 . ?
O7 In1 O1 89.21(8) 3_666 . ?
O3 In1 O1 139.14(8) 4_666 . ?
O6 In1 O1 86.08(8) . . ?
O7 In1 O2 129.01(8) 3_666 . ?
O3 In1 O2 82.03(7) 4_666 . ?
O6 In1 O2 82.23(8) . . ?
O1 In1 O2 57.46(7) . . ?
O7 In1 O5 80.42(7) 3_666 . ?
O3 In1 O5 130.59(8) 4_666 . ?
O6 In1 O5 57.00(7) . . ?
O1 In1 O5 82.81(7) . . ?
O2 In1 O5 125.31(7) . . ?
O7 In1 O4 83.88(9) 3_666 4_666 ?
O3 In1 O4 57.11(8) 4_666 4_666 ?
O6 In1 O4 88.72(9) . 4_666 ?
O1 In1 O4 163.25(8) . 4_666 ?
O2 In1 O4 137.40(8) . 4_666 ?
O5 In1 O4 81.00(8) . 4_666 ?
O7 In1 O8 55.45(7) 3_666 3_666 ?
O3 In1 O8 83.88(8) 4_666 3_666 ?
O6 In1 O8 164.47(8) . 3_666 ?
O1 In1 O8 85.47(8) . 3_666 ?
O2 In1 O8 82.24(8) . 3_666 ?
O5 In1 O8 134.39(7) . 3_666 ?
O4 In1 O8 102.88(9) 4_666 3_666 ?
O7 In1 C27 108.86(8) 3_666 . ?
O3 In1 C27 114.72(9) 4_666 . ?
O6 In1 C27 28.57(8) . . ?
O1 In1 C27 83.12(8) . . ?
O2 In1 C27 104.28(8) . . ?
O5 In1 C27 28.44(8) . . ?
O4 In1 C27 84.70(9) 4_666 . ?
O8 In1 C27 160.77(8) 3_666 . ?
O7 In1 C14 101.09(8) 3_666 4_666 ?
O3 In1 C14 28.62(9) 4_666 4_666 ?
O6 In1 C14 91.23(8) . 4_666 ?
O1 In1 C14 167.27(8) . 4_666 ?
O2 In1 C14 109.85(8) . 4_666 ?
O5 In1 C14 106.11(9) . 4_666 ?
O4 In1 C14 28.50(9) 4_666 4_666 ?
O8 In1 C14 94.17(8) 3_666 4_666 ?
C27 In1 C14 100.34(9) . 4_666 ?
O7 In1 C13 111.03(8) 3_666 . ?
O3 In1 C13 110.89(8) 4_666 . ?
O6 In1 C13 82.47(8) . . ?
O1 In1 C13 28.57(8) . . ?
O2 In1 C13 28.92(8) . . ?
O5 In1 C13 104.26(8) . . ?
O4 In1 C13 164.69(9) 4_666 . ?
O8 In1 C13 83.87(8) 3_666 . ?
C27 In1 C13 93.27(8) . . ?
C14 In1 C13 138.72(9) 4_666 . ?
O7 In1 C28 28.19(9) 3_666 3_666 ?
O3 In1 C28 100.29(9) 4_666 3_666 ?
O6 In1 C28 164.26(9) . 3_666 ?
O1 In1 C28 87.15(8) . 3_666 ?
O2 In1 C28 105.92(8) . 3_666 ?
O5 In1 C28 108.02(8) . 3_666 ?
O4 In1 C28 93.75(9) 4_666 3_666 ?
O8 In1 C28 27.25(8) 3_666 3_666 ?
C27 In1 C28 136.22(9) . 3_666 ?
C14 In1 C28 98.35(9) 4_666 3_666 ?
C13 In1 C28 98.12(9) . 3_666 ?
C27 O6 In1 91.96(17) . . ?
C27 O5 In1 89.90(16) . . ?
C13 O2 In1 90.73(17) . . ?
C28 O7 In1 99.26(18) . 3_666 ?
C13 O1 In1 91.95(17) . . ?
C14 O3 In1 94.50(18) . 4_565 ?
C22 C23 C24 119.7(3) . . ?
C22 C23 C28 118.3(3) . . ?
C24 C23 C28 122.0(3) . . ?
C11 C12 C7 121.2(3) . . ?
C11 C12 H12 119.4 . . ?
C7 C12 H12 119.4 . . ?
O4 C14 O3 119.6(3) . . ?
O4 C14 C9 120.6(3) . . ?
O3 C14 C9 119.7(3) . . ?
O4 C14 In1 62.76(16) . 4_565 ?
O3 C14 In1 56.88(15) . 4_565 ?
C9 C14 In1 176.3(2) . 4_565 ?
O8 C28 O7 120.8(3) . . ?
O8 C28 C23 122.9(3) . . ?
O7 C28 C23 116.4(3) . . ?
O8 C28 In1 68.22(17) . 3_666 ?
O7 C28 In1 52.55(14) . 3_666 ?
C23 C28 In1 168.9(2) . 3_666 ?
C3 C2 C1 121.0(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
O1 C13 O2 119.8(3) . . ?
O1 C13 C3 120.9(3) . . ?
O2 C13 C3 119.3(3) . . ?
O1 C13 In1 59.49(15) . . ?
O2 C13 In1 60.35(15) . . ?
C3 C13 In1 175.6(2) . . ?
C21 C26 C25 121.0(3) . . ?
C21 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C20 C15 C16 117.4(3) . . ?
C20 C15 C21 122.7(3) . . ?
C16 C15 C21 119.9(2) . . ?
C2 C1 C6 117.6(3) . . ?
C2 C1 C7 121.1(3) . . ?
C6 C1 C7 121.2(3) . . ?
C17 C16 C15 121.9(2) . . ?
C17 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C14 O4 In1 88.74(18) . 4_565 ?
C23 C22 C21 122.9(3) . . ?
C23 C22 H22 118.6 . . ?
C21 C22 H22 118.6 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 C14 120.1(3) . . ?
C8 C9 C14 119.1(3) . . ?
C9 C10 C11 118.3(3) . . ?
C9 C10 H10 120.9 . . ?
C11 C10 H10 120.9 . . ?
C9 C8 C7 121.2(3) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
O5 C27 O6 121.1(2) . . ?
O5 C27 C17 118.7(3) . . ?
O6 C27 C17 120.2(3) . . ?
O5 C27 In1 61.66(14) . . ?
O6 C27 In1 59.47(14) . . ?
C17 C27 In1 178.2(2) . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 C13 118.9(3) . . ?
C4 C3 C13 120.5(3) . . ?
C18 C17 C16 119.1(3) . . ?
C18 C17 C27 121.4(3) . . ?
C16 C17 C27 119.5(2) . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C25 C24 C23 118.8(3) . . ?
C25 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
C8 C7 C12 117.6(3) . . ?
C8 C7 C1 119.8(3) . . ?
C12 C7 C1 122.6(3) . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C15 C20 C19 121.7(3) . . ?
C15 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C26 C21 C22 116.7(3) . . ?
C26 C21 C15 123.5(3) . . ?
C22 C21 C15 119.7(2) . . ?
C5 C6 C1 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
C4 C5 C6 120.6(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C24 C25 C26 120.9(3) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C28 O8 In1 84.53(18) . 3_666 ?
C18 C19 C20 120.1(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_theta_full        73.09
_diffrn_measured_fraction_theta_full 0.973
_refine_diff_density_max         1.395
_refine_diff_density_min         -1.105
_refine_diff_density_rms         0.083
_database_code_depnum_ccdc_archive 'CCDC 973745'
#######################################################################
#
#                 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-3BPDC

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H4 In0.25 O2'
_chemical_formula_weight         148.81

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'
O O 0.0492 0.0322 '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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P-42c

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

_cell_length_a                   10.74540(10)
_cell_length_b                   10.74540(10)
_cell_length_c                   14.4927(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1673.38(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2513
_cell_measurement_theta_min      4.0990
_cell_measurement_theta_max      70.2750

_exptl_crystal_description       polyhedral
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             594
_exptl_absorpt_coefficient_mu    5.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5343
_exptl_absorpt_correction_T_max  0.7962
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      173(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            4202
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0128
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         64.85
_reflns_number_total             1237
_reflns_number_gt                958
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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)+(0.1141P)²+0.1620P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         1237
_refine_ls_number_parameters     84
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1815
_refine_ls_wR_factor_gt          0.1688
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_restrained_S_all      1.144
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# SQUEEZE RESULTS (APPEND TO CIF)
# 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 -0.148 0.497 0.704 610 173 ' '
_platon_squeeze_details          
;
;

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 0.0000 0.1232(5) Uani 1 4 d S . .
C7 C 0.0819(7) -0.2111(8) 0.0485(8) 0.124(2) Uani 1 1 d DU . .
C4 C 0.1263(7) -0.3430(8) 0.0777(9) 0.137(3) Uani 1 1 d D . .
O1 O 0.0775(6) -0.1960(6) -0.0352(6) 0.1468(19) Uani 1 1 d U . .
C1 C 0.2031(6) -0.5811(10) 0.1267(11) 0.155(4) Uani 1 1 d . . .
H1 H 0.2306 -0.6616 0.1445 0.186 Uiso 1 1 calc R . .
O2 O 0.0516(5) -0.1407(7) 0.1120(6) 0.1411(18) Uani 1 1 d . . .
C5 C 0.1348(6) -0.3709(8) 0.1687(9) 0.140(3) Uani 1 1 d . . .
H5 H 0.1168 -0.3085 0.2132 0.168 Uiso 1 1 calc R . .
C6 C 0.1696(5) -0.4896(10) 0.1982(8) 0.150(3) Uani 1 1 d . . .
C3 C 0.1586(8) -0.4299(10) 0.0140(10) 0.147(3) Uani 1 1 d . . .
H3 H 0.1567 -0.4080 -0.0495 0.176 Uiso 1 1 calc R . .
C2 C 0.1954(10) -0.5531(12) 0.0390(10) 0.162(4) Uani 1 1 d . . .
H2 H 0.2138 -0.6133 -0.0070 0.194 Uiso 1 1 calc 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
In1 O2 2.286(6) 3 ?
In1 O2 2.286(6) 2 ?
In1 O2 2.286(6) 4 ?
In1 O2 2.286(6) . ?
In1 O1 2.322(7) 3 ?
In1 O1 2.322(7) 4 ?
In1 O1 2.322(7) . ?
In1 O1 2.322(7) 2 ?
In1 C7 2.533(8) 2 ?
In1 C7 2.533(8) 4 ?
In1 C7 2.533(8) 3 ?
In1 C7 2.533(8) . ?
C7 O1 1.224(9) . ?
C7 O2 1.236(10) . ?
C7 C4 1.554(8) . ?
C4 C3 1.359(15) . ?
C4 C5 1.355(14) . ?
C1 C2 1.308(14) . ?
C1 C6 1.474(17) . ?
C1 H1 0.9500 . ?
C5 C6 1.396(13) . ?
C5 H5 0.9500 . ?
C6 C6 1.52(2) 5_545 ?
C3 C2 1.427(16) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?

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 In1 O2 120.3(2) 3 2 ?
O2 In1 O2 120.3(2) 3 4 ?
O2 In1 O2 89.5(4) 2 4 ?
O2 In1 O2 89.5(4) 3 . ?
O2 In1 O2 120.3(2) 2 . ?
O2 In1 O2 120.3(2) 4 . ?
O2 In1 O1 57.9(2) 3 3 ?
O2 In1 O1 80.0(2) 2 3 ?
O2 In1 O1 82.0(2) 4 3 ?
O2 In1 O1 147.4(3) . 3 ?
O2 In1 O1 80.0(2) 3 4 ?
O2 In1 O1 147.4(3) 2 4 ?
O2 In1 O1 57.9(2) 4 4 ?
O2 In1 O1 82.0(2) . 4 ?
O1 In1 O1 92.76(9) 3 4 ?
O2 In1 O1 147.4(3) 3 . ?
O2 In1 O1 82.0(2) 2 . ?
O2 In1 O1 80.0(2) 4 . ?
O2 In1 O1 57.9(2) . . ?
O1 In1 O1 154.6(4) 3 . ?
O1 In1 O1 92.76(9) 4 . ?
O2 In1 O1 82.0(2) 3 2 ?
O2 In1 O1 57.9(2) 2 2 ?
O2 In1 O1 147.4(3) 4 2 ?
O2 In1 O1 80.0(2) . 2 ?
O1 In1 O1 92.76(9) 3 2 ?
O1 In1 O1 154.6(4) 4 2 ?
O1 In1 O1 92.76(9) . 2 ?
O2 In1 C7 102.1(3) 3 2 ?
O2 In1 C7 29.1(2) 2 2 ?
O2 In1 C7 118.7(4) 4 2 ?
O2 In1 C7 100.6(3) . 2 ?
O1 In1 C7 86.2(3) 3 2 ?
O1 In1 C7 176.6(4) 4 2 ?
O1 In1 C7 86.9(3) . 2 ?
O1 In1 C7 28.8(2) 2 2 ?
O2 In1 C7 100.6(3) 3 4 ?
O2 In1 C7 118.7(4) 2 4 ?
O2 In1 C7 29.1(2) 4 4 ?
O2 In1 C7 102.1(3) . 4 ?
O1 In1 C7 86.9(3) 3 4 ?
O1 In1 C7 28.8(2) 4 4 ?
O1 In1 C7 86.2(3) . 4 ?
O1 In1 C7 176.6(4) 2 4 ?
C7 In1 C7 147.8(5) 2 4 ?
O2 In1 C7 29.1(2) 3 3 ?
O2 In1 C7 100.6(3) 2 3 ?
O2 In1 C7 102.1(3) 4 3 ?
O2 In1 C7 118.7(4) . 3 ?
O1 In1 C7 28.8(2) 3 3 ?
O1 In1 C7 86.2(3) 4 3 ?
O1 In1 C7 176.6(4) . 3 ?
O1 In1 C7 86.9(3) 2 3 ?
C7 In1 C7 94.41(14) 2 3 ?
C7 In1 C7 94.41(14) 4 3 ?
O2 In1 C7 118.7(4) 3 . ?
O2 In1 C7 102.1(3) 2 . ?
O2 In1 C7 100.6(3) 4 . ?
O2 In1 C7 29.1(2) . . ?
O1 In1 C7 176.6(4) 3 . ?
O1 In1 C7 86.9(3) 4 . ?
O1 In1 C7 28.8(2) . . ?
O1 In1 C7 86.2(3) 2 . ?
C7 In1 C7 94.41(14) 2 . ?
C7 In1 C7 94.41(14) 4 . ?
C7 In1 C7 147.8(5) 3 . ?
O1 C7 O2 130.3(8) . . ?
O1 C7 C4 113.7(9) . . ?
O2 C7 C4 115.9(9) . . ?
O1 C7 In1 66.0(5) . . ?
O2 C7 In1 64.3(4) . . ?
C4 C7 In1 177.5(5) . . ?
C3 C4 C5 119.5(9) . . ?
C3 C4 C7 121.4(10) . . ?
C5 C4 C7 119.2(10) . . ?
C7 O1 In1 85.2(5) . . ?
C2 C1 C6 120.9(10) . . ?
C2 C1 H1 119.5 . . ?
C6 C1 H1 119.5 . . ?
C7 O2 In1 86.6(5) . . ?
C4 C5 C6 121.2(11) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 117.3(10) . . ?
C5 C6 C6 116.0(14) . 5_545 ?
C1 C6 C6 126.7(11) . 5_545 ?
C4 C3 C2 122.4(12) . . ?
C4 C3 H3 118.8 . . ?
C2 C3 H3 118.8 . . ?
C1 C2 C3 118.5(13) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        64.85
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.056
_database_code_depnum_ccdc_archive 'CCDC 973744'
