# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety In3O4(C8O4H4)3 _chemical_formula_sum 'C24 H12 In3 O16' _chemical_formula_weight 900.80 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 cubic _symmetry_space_group_name_H-M 'P a -3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' 'z, x, y' '-z+1/2, -x, y+1/2' 'z+1/2, -x+1/2, -y' '-z, x+1/2, -y+1/2' 'y, z, x' 'y+1/2, -z+1/2, -x' '-y, z+1/2, -x+1/2' '-y+1/2, -z, x+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' '-z, -x, -y' 'z-1/2, x, -y-1/2' '-z-1/2, x-1/2, y' 'z, -x-1/2, y-1/2' '-y, -z, -x' '-y-1/2, z-1/2, x' 'y, -z-1/2, x-1/2' 'y-1/2, z, -x-1/2' _cell_length_a 19.722(5) _cell_length_b 19.722(5) _cell_length_c 19.722(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.000(6) _cell_angle_gamma 90.00 _cell_volume 7671(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2217 _cell_measurement_theta_min 2.306 _cell_measurement_theta_max 19.059 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3448 _exptl_absorpt_coefficient_mu 1.845 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7324 _exptl_absorpt_correction_T_max 0.7324 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49009 _diffrn_reflns_av_R_equivalents 0.2101 _diffrn_reflns_av_sigmaI/netI 0.0922 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 28.27 _reflns_number_total 3115 _reflns_number_gt 1892 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 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^)+(0.0955P)^2^+0.0000P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3115 _refine_ls_number_parameters 139 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1341 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.1744 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.943 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) 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 1 0.000 0.000 0.000 488.5 105.4 2 0.000 0.000 0.500 116.5 25.4 3 0.000 0.500 0.500 488.1 105.8 4 0.000 0.500 1.000 116.4 25.4 5 0.500 0.500 0.000 488.0 105.9 6 0.500 1.000 0.500 488.5 105.9 7 0.500 0.500 0.500 116.4 22.4 8 0.500 1.000 1.000 116.5 25.4 _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 0.90332(3) 0.38044(3) 0.23328(3) 0.0403(2) Uani 1 1 d D . . O1 O 0.8521(3) 0.3521(3) 0.1479(3) 0.039(2) Uani 1 3 d SD . . O2 O 0.8938(3) 0.2788(3) 0.2768(3) 0.0473(14) Uani 1 1 d . . . O3 O 0.8122(3) 0.4012(3) 0.2924(3) 0.0508(15) Uani 1 1 d . . . O4 O 0.9994(3) 0.3546(3) 0.1890(3) 0.0489(14) Uani 1 1 d . . . O5 O 0.9102(3) 0.4865(3) 0.2005(4) 0.0613(17) Uani 1 1 d . . . O6 O 0.9583(3) 0.4081(4) 0.3209(4) 0.070(2) Uani 1 1 d . . . C2 C 0.9449(7) 0.6219(7) 0.1640(9) 0.103(5) Uani 1 1 d . . . H2 H 0.9810 0.5935 0.1746 0.123 Uiso 1 1 calc R . . C3 C 0.8794(5) 0.5963(5) 0.1599(7) 0.069(3) Uani 1 1 d . . . C4 C 0.6377(5) 0.3597(5) 0.3266(4) 0.052(2) Uani 1 1 d . A . H4 H 0.6190 0.3677 0.2841 0.063 Uiso 1 1 calc R . . C5 C 0.7075(5) 0.3679(6) 0.3363(5) 0.064(3) Uani 1 1 d . . . C7 C 0.7518(4) 0.3887(4) 0.2790(5) 0.045(2) Uani 1 1 d . A . C8 C 0.8660(5) 0.5207(5) 0.1699(5) 0.055(2) Uani 1 1 d . . . C1 C 0.6928(7) 0.3485(10) 0.4560(7) 0.088(7) Uani 0.79(2) 1 d P A 1 H1 H 0.7110 0.3446 0.4993 0.106 Uiso 0.79(2) 1 calc PR A 1 C6 C 0.7337(6) 0.3662(8) 0.4021(6) 0.057(4) Uani 0.79(2) 1 d P A 1 H6 H 0.7790 0.3772 0.4097 0.069 Uiso 0.79(2) 1 calc PR A 1 C1' C 0.696(2) 0.285(3) 0.435(3) 0.062(15) Uiso 0.21(2) 1 d P A 2 H1' H 0.7050 0.2449 0.4577 0.074 Uiso 0.21(2) 1 calc PR A 2 C6' C 0.738(2) 0.316(2) 0.3860(19) 0.037(10) Uiso 0.21(2) 1 d P A 2 H6' H 0.7839 0.3050 0.3839 0.044 Uiso 0.21(2) 1 calc PR A 2 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 In1 0.0345(3) 0.0435(4) 0.0428(4) -0.0059(3) -0.0027(2) 0.0029(2) O1 0.039(2) 0.039(2) 0.039(2) -0.004(2) -0.004(2) 0.004(2) O2 0.059(4) 0.043(3) 0.040(3) 0.001(3) 0.002(3) 0.007(3) O3 0.039(3) 0.065(4) 0.049(3) -0.013(3) 0.005(3) -0.004(3) O4 0.038(3) 0.063(4) 0.046(3) -0.007(3) 0.001(3) 0.001(3) O5 0.050(4) 0.048(4) 0.086(5) -0.001(3) -0.018(3) 0.001(3) O6 0.052(4) 0.091(5) 0.067(4) -0.016(4) -0.005(3) -0.010(4) C2 0.060(7) 0.096(10) 0.152(14) -0.003(9) 0.003(8) -0.015(7) C3 0.058(6) 0.035(5) 0.116(9) 0.001(5) -0.020(6) -0.002(4) C4 0.047(5) 0.071(6) 0.038(4) 0.006(4) -0.007(4) 0.002(4) C5 0.043(5) 0.102(8) 0.046(5) 0.003(5) -0.014(4) -0.004(5) C7 0.032(4) 0.047(5) 0.055(5) -0.007(4) 0.010(4) -0.009(3) C8 0.050(5) 0.041(5) 0.074(6) -0.013(5) -0.006(5) 0.007(4) C1 0.052(8) 0.17(2) 0.045(7) 0.006(9) -0.022(6) -0.015(9) C6 0.036(6) 0.089(11) 0.048(7) 0.011(7) 0.000(5) -0.002(6) _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 2.0415(8) . ? In1 O6 2.112(7) . ? In1 O4 2.148(5) . ? In1 O3 2.182(6) . ? In1 O2 2.189(6) . ? In1 O5 2.193(6) . ? O1 In1 2.0415(8) 8_645 ? O1 In1 2.0415(8) 10_556 ? O2 C7 1.276(10) 10_556 ? O3 C7 1.244(9) . ? O4 C8 1.259(10) 10_556 ? O5 C8 1.256(11) . ? C2 C3 1.388(16) . ? C2 C1 1.437(18) 18_656 ? C2 C1' 1.78(5) 18_656 ? C2 H2 0.9300 . ? C3 C4 1.378(13) 18_656 ? C3 C8 1.528(13) . ? C4 C3 1.378(13) 23_565 ? C4 C5 1.399(13) . ? C4 H4 0.9300 . ? C5 C6 1.399(15) . ? C5 C7 1.485(13) . ? C5 C6' 1.54(4) . ? C7 O2 1.276(10) 8_645 ? C8 O4 1.259(10) 8_645 ? C1 C6 1.380(18) . ? C1 C2 1.437(18) 23_565 ? C1 H1 0.9300 . ? C6 H6 0.9300 . ? C1' C6' 1.41(6) . ? C1' C2 1.78(5) 23_565 ? C1' H1' 0.9300 . ? C6' H6' 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 O6 178.6(2) . . ? O1 In1 O4 92.1(2) . . ? O6 In1 O4 86.6(2) . . ? O1 In1 O3 94.8(2) . . ? O6 In1 O3 86.4(2) . . ? O4 In1 O3 171.4(2) . . ? O1 In1 O2 91.7(3) . . ? O6 In1 O2 87.7(3) . . ? O4 In1 O2 91.0(2) . . ? O3 In1 O2 83.8(2) . . ? O1 In1 O5 92.8(3) . . ? O6 In1 O5 87.9(3) . . ? O4 In1 O5 93.0(2) . . ? O3 In1 O5 91.7(3) . . ? O2 In1 O5 173.8(2) . . ? In1 O1 In1 119.90(3) . 8_645 ? In1 O1 In1 119.90(3) . 10_556 ? In1 O1 In1 119.90(3) 8_645 10_556 ? C7 O2 In1 130.7(5) 10_556 . ? C7 O3 In1 129.7(5) . . ? C8 O4 In1 137.3(6) 10_556 . ? C8 O5 In1 127.6(6) . . ? C3 C2 C1 119.0(13) . 18_656 ? C3 C2 C1' 103(2) . 18_656 ? C1 C2 C1' 46.9(18) 18_656 18_656 ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 18_656 . ? C1' C2 H2 116.8 18_656 . ? C4 C3 C2 120.3(10) 18_656 . ? C4 C3 C8 118.9(8) 18_656 . ? C2 C3 C8 120.5(10) . . ? C3 C4 C5 120.8(8) 23_565 . ? C3 C4 H4 119.6 23_565 . ? C5 C4 H4 119.6 . . ? C6 C5 C4 119.1(9) . . ? C6 C5 C7 119.7(9) . . ? C4 C5 C7 120.5(8) . . ? C6 C5 C6' 41.3(14) . . ? C4 C5 C6' 113.2(17) . . ? C7 C5 C6' 116.0(16) . . ? O3 C7 O2 126.6(8) . 8_645 ? O3 C7 C5 117.1(8) . . ? O2 C7 C5 116.2(7) 8_645 . ? O5 C8 O4 127.1(8) . 8_645 ? O5 C8 C3 117.8(8) . . ? O4 C8 C3 115.1(8) 8_645 . ? C6 C1 C2 119.7(12) . 23_565 ? C6 C1 H1 120.1 . . ? C2 C1 H1 120.1 23_565 . ? C1 C6 C5 120.3(11) . . ? C1 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6' C1' C2 108(4) . 23_565 ? C6' C1' H1' 125.8 . . ? C2 C1' H1' 125.8 23_565 . ? C1' C6' C5 119(3) . . ? C1' C6' H6' 120.3 . . ? C5 C6' H6' 120.3 . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.012 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.132 _database_code_depnum_ccdc_archive 'CCDC 919517' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety In(C8H4O4)2 _chemical_formula_sum 'C16 H8 In O8' _chemical_formula_weight 443.04 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 hexagonal _symmetry_space_group_name_H-M 'P 62 2 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/3' '-y, x-y, z+2/3' '-x, -y, z' '-x+y, -x, z+1/3' 'y, -x+y, z+2/3' '-y, -x, -z+2/3' 'x-y, -y, -z' 'x, x-y, -z+1/3' 'y, x, -z+2/3' '-x+y, y, -z' '-x, -x+y, -z+1/3' _cell_length_a 14.682(6) _cell_length_b 14.682(6) _cell_length_c 12.178(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2273.4(19) _cell_formula_units_Z 3 _cell_measurement_temperature 120 _cell_measurement_reflns_used 2001 _cell_measurement_theta_min 2.775 _cell_measurement_theta_max 22.957 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.971 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 651 _exptl_absorpt_coefficient_mu 0.802 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7948 _exptl_absorpt_correction_T_max 0.9386 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120 _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-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15247 _diffrn_reflns_av_R_equivalents 0.0961 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 28.42 _reflns_number_total 1906 _reflns_number_gt 1592 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; 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^)+(0.1000P)^2^+0.0000P] 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 0.90(9) _refine_ls_number_reflns 1906 _refine_ls_number_parameters 58 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0539 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1325 _refine_ls_wR_factor_gt 0.1270 _refine_ls_goodness_of_fit_ref 0.901 _refine_ls_restrained_S_all 0.901 _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 -0.002 -0.003 -0.015 1333 351 ' ' _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 0.5000 0.5000 -0.1667 0.02492(18) Uani 1 4 d S . . O1 O 0.4194(4) 0.3490(3) -0.0672(3) 0.0441(9) Uani 1 1 d . . . O2 O 0.5872(3) 0.4584(3) -0.0416(3) 0.0414(10) Uani 1 1 d . . . C1 C 0.4079(5) 0.2320(5) 0.1221(4) 0.0452(14) Uani 1 1 d . . . H1 H 0.3449 0.2194 0.0906 0.054 Uiso 1 1 calc R . . C2 C 0.5059(5) 0.3102(4) 0.0779(3) 0.0361(10) Uani 1 1 d . . . C3 C 0.5980(5) 0.3281(4) 0.1227(4) 0.0389(13) Uani 1 1 d . . . H3 H 0.6614 0.3801 0.0936 0.047 Uiso 1 1 calc R . . C4 C 0.5065(5) 0.3776(4) -0.0171(3) 0.0379(11) 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 In1 0.0310(3) 0.0310(3) 0.0167(2) 0.000 0.000 0.0184(3) O1 0.060(3) 0.058(2) 0.0314(17) 0.0179(16) 0.0067(19) 0.042(2) O2 0.050(2) 0.041(2) 0.0300(17) 0.0126(14) -0.0013(15) 0.0198(19) C1 0.061(4) 0.049(3) 0.030(2) 0.009(2) -0.003(3) 0.031(3) C2 0.058(3) 0.039(3) 0.0190(18) 0.0036(19) 0.001(2) 0.031(3) C3 0.049(3) 0.044(3) 0.026(2) 0.006(2) 0.000(2) 0.025(2) C4 0.058(3) 0.048(3) 0.023(2) 0.001(2) -0.002(3) 0.037(3) _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 2.261(4) 7_664 ? In1 O2 2.261(4) 10_554 ? In1 O2 2.261(4) . ? In1 O2 2.261(4) 4_665 ? In1 O1 2.271(4) 10_554 ? In1 O1 2.271(4) 7_664 ? In1 O1 2.271(4) 4_665 ? In1 O1 2.271(4) . ? In1 C4 2.593(5) 10_554 ? In1 C4 2.593(5) 7_664 ? In1 C4 2.593(4) 4_665 ? In1 C4 2.593(4) . ? O1 C4 1.283(7) . ? O2 C4 1.222(7) . ? C1 C2 1.424(9) . ? C1 C1 1.363(10) 9 ? C1 H1 0.9300 . ? C2 C3 1.356(8) . ? C2 C4 1.520(6) . ? C3 C3 1.370(9) 9 ? C3 H3 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 O2 In1 O2 95.3(2) 7_664 10_554 ? O2 In1 O2 87.17(19) 7_664 . ? O2 In1 O2 162.98(19) 10_554 . ? O2 In1 O2 162.98(19) 7_664 4_665 ? O2 In1 O2 87.17(19) 10_554 4_665 ? O2 In1 O2 95.3(2) . 4_665 ? O2 In1 O1 79.35(14) 7_664 10_554 ? O2 In1 O1 57.75(14) 10_554 10_554 ? O2 In1 O1 139.05(15) . 10_554 ? O2 In1 O1 87.89(15) 4_665 10_554 ? O2 In1 O1 57.75(14) 7_664 7_664 ? O2 In1 O1 79.35(14) 10_554 7_664 ? O2 In1 O1 87.89(15) . 7_664 ? O2 In1 O1 139.05(15) 4_665 7_664 ? O1 In1 O1 115.51(19) 10_554 7_664 ? O2 In1 O1 139.05(15) 7_664 4_665 ? O2 In1 O1 87.89(15) 10_554 4_665 ? O2 In1 O1 79.35(14) . 4_665 ? O2 In1 O1 57.75(14) 4_665 4_665 ? O1 In1 O1 133.6(2) 10_554 4_665 ? O1 In1 O1 83.1(2) 7_664 4_665 ? O2 In1 O1 87.89(15) 7_664 . ? O2 In1 O1 139.05(15) 10_554 . ? O2 In1 O1 57.75(14) . . ? O2 In1 O1 79.35(14) 4_665 . ? O1 In1 O1 83.1(2) 10_554 . ? O1 In1 O1 133.6(2) 7_664 . ? O1 In1 O1 115.51(19) 4_665 . ? O2 In1 C4 86.34(14) 7_664 10_554 ? O2 In1 C4 28.12(17) 10_554 10_554 ? O2 In1 C4 168.26(17) . 10_554 ? O2 In1 C4 88.09(14) 4_665 10_554 ? O1 In1 C4 29.65(17) 10_554 10_554 ? O1 In1 C4 96.87(15) 7_664 10_554 ? O1 In1 C4 111.81(17) 4_665 10_554 ? O1 In1 C4 112.20(18) . 10_554 ? O2 In1 C4 28.12(17) 7_664 7_664 ? O2 In1 C4 86.34(14) 10_554 7_664 ? O2 In1 C4 88.09(14) . 7_664 ? O2 In1 C4 168.26(17) 4_665 7_664 ? O1 In1 C4 96.87(15) 10_554 7_664 ? O1 In1 C4 29.65(17) 7_664 7_664 ? O1 In1 C4 112.20(18) 4_665 7_664 ? O1 In1 C4 111.81(17) . 7_664 ? C4 In1 C4 90.8(2) 10_554 7_664 ? O2 In1 C4 168.26(17) 7_664 4_665 ? O2 In1 C4 88.09(14) 10_554 4_665 ? O2 In1 C4 86.34(14) . 4_665 ? O2 In1 C4 28.12(17) 4_665 4_665 ? O1 In1 C4 111.81(17) 10_554 4_665 ? O1 In1 C4 112.20(18) 7_664 4_665 ? O1 In1 C4 29.65(17) 4_665 4_665 ? O1 In1 C4 96.87(15) . 4_665 ? C4 In1 C4 101.6(2) 10_554 4_665 ? C4 In1 C4 141.7(3) 7_664 4_665 ? O2 In1 C4 88.09(14) 7_664 . ? O2 In1 C4 168.26(17) 10_554 . ? O2 In1 C4 28.12(17) . . ? O2 In1 C4 86.34(14) 4_665 . ? O1 In1 C4 112.20(18) 10_554 . ? O1 In1 C4 111.81(17) 7_664 . ? O1 In1 C4 96.87(15) 4_665 . ? O1 In1 C4 29.65(17) . . ? C4 In1 C4 141.7(3) 10_554 . ? C4 In1 C4 101.6(2) 7_664 . ? C4 In1 C4 90.8(2) 4_665 . ? C4 O1 In1 89.2(3) . . ? C4 O2 In1 91.2(3) . . ? C2 C1 C1 118.9(3) . 9 ? C2 C1 H1 120.5 . . ? C1 C1 H1 120.5 9 . ? C3 C2 C1 120.8(4) . . ? C3 C2 C4 120.0(6) . . ? C1 C2 C4 119.2(6) . . ? C3 C3 C2 120.3(3) 9 . ? C3 C3 H3 119.8 9 . ? C2 C3 H3 119.8 . . ? O2 C4 O1 121.7(4) . . ? O2 C4 C2 120.3(5) . . ? O1 C4 C2 117.9(5) . . ? O2 C4 In1 60.7(3) . . ? O1 C4 In1 61.1(2) . . ? C2 C4 In1 174.6(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.42 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.632 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.091 _database_code_depnum_ccdc_archive 'CCDC 919518'