data_global _journal_coden_Cambridge 207 loop_ _publ_author_name 'Anelli, Pier Lucio' 'Brocchetta, Marino' 'Paoli, Paola' 'Rossi, Patrizia' 'Uggeri, Fulvio ' 'Visigalli, Massimo' _publ_requested_journal 'J.of Chem. Soc., Perkin Trans. 1' _publ_contact_author_name 'Dr. Pier Lucio Anelli' _publ_contact_author_address ; Milano Research Centre, Bracco spa Via E. Folli 50 20134 Milano ITALY ; _publ_contact_author_phone '+39 02 21772353' _publ_contact_author_fax '+39 02 21772770' _publ_contact_autho_email 'panelli@bracco.it' _publ_section_title ; Syntheses and X-ray crystal structures of 2,2',4,4',6,6'- hexaiodobiphenyl ; data_1 _database_code_CSD 155439 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,2'4,4'6,6'-hexaiodo-1,1'-biphenyl-3,3',5,5'-tetrol ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H4 I6 O4, 3(C3 H6 O)' _chemical_formula_sum 'C21 H22 I6 O7' _chemical_formula_weight 1147.79 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 13.818(3) _cell_length_b 16.400(6) _cell_length_c 14.252(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.10(2) _cell_angle_gamma 90.00 _cell_volume 3103.0(15) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 14 _exptl_crystal_description 'parallepiped' _exptl_crystal_colour 'white' _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2088 _exptl_absorpt_coefficient_mu 6.041 _exptl_absorpt_correction_type 'refdelf' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'Difabs by Walker and Stuart' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS CAD4' _diffrn_measurement_method '\q/2\q method' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 4259 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 22.99 _reflns_number_total 4063 _reflns_number_gt 3163 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction 'NONIUS CAD4' _computing_structure_solution 'SIR97 (Altomare, et al 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'PARST (Nardelli, 1983)' _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^)+(0.0634P)^2^+39.0124P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4063 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0691 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1325 _refine_ls_wR_factor_gt 0.1202 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.076 _refine_ls_shift/su_mean 0.002 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 I1 I 0.75138(7) 0.45413(6) 0.66738(7) 0.0509(3) Uani 1 1 d . . . I2 I 0.57224(8) 0.16773(7) 0.41707(8) 0.0599(3) Uani 1 1 d . . . I3 I 0.38880(8) 0.27801(7) 0.73078(8) 0.0654(4) Uani 1 1 d . . . I4 I 0.42552(8) 0.51125(7) 0.60477(7) 0.0637(3) Uani 1 1 d . . . I5 I 0.59590(8) 0.61367(6) 1.02146(8) 0.0583(3) Uani 1 1 d . . . I6 I 0.71126(8) 0.28882(6) 0.89230(7) 0.0558(3) Uani 1 1 d . . . O1 O 0.7191(6) 0.3181(6) 0.5125(7) 0.046(2) Uani 1 1 d . . . H1 H 0.7018 0.2983 0.4576 0.09(4) Uiso 1 1 calc R . . O2 O 0.4313(8) 0.1786(7) 0.5487(8) 0.064(3) Uani 1 1 d . . . H2 H 0.3922 0.1769 0.5826 0.09(4) Uiso 1 1 calc R . . O3 O 0.4705(9) 0.6135(6) 0.8055(8) 0.063(3) Uani 1 1 d . . . H3 H 0.4454 0.6214 0.7470 0.09(4) Uiso 1 1 calc R . . O4 O 0.7041(8) 0.4376(7) 1.0206(7) 0.062(3) Uani 1 1 d . . . H4 H 0.7189 0.4792 1.0535 0.09(4) Uiso 1 1 calc R . . C1 C 0.6427(8) 0.3621(7) 0.6316(8) 0.032(3) Uani 1 1 d . . . C2 C 0.6449(9) 0.3072(8) 0.5565(9) 0.039(3) Uani 1 1 d . . . C3 C 0.5725(9) 0.2462(8) 0.5298(9) 0.040(3) Uani 1 1 d . . . C4 C 0.4989(9) 0.2393(9) 0.5807(10) 0.047(4) Uani 1 1 d . . . C5 C 0.4985(9) 0.2950(8) 0.6560(9) 0.038(3) Uani 1 1 d . . . C6 C 0.5713(10) 0.3556(8) 0.6820(9) 0.039(3) Uani 1 1 d . . . C7 C 0.5708(9) 0.4141(8) 0.7641(9) 0.039(3) Uani 1 1 d . . . C8 C 0.5163(9) 0.4854(8) 0.7436(10) 0.042(3) Uani 1 1 d . . . C9 C 0.5227(10) 0.5421(9) 0.8185(11) 0.047(3) Uani 1 1 d . . . C10 C 0.5872(9) 0.5276(8) 0.9107(10) 0.043(3) Uani 1 1 d . . . C11 C 0.6418(9) 0.4570(8) 0.9313(9) 0.038(3) Uani 1 1 d . . . C12 C 0.6329(9) 0.3998(7) 0.8571(9) 0.034(3) Uani 1 1 d . . . C20 C 0.2697(17) 0.2376(12) 0.2884(16) 0.086(6) Uani 1 1 d . . . O20 O 0.2141(10) 0.1962(7) 0.3244(8) 0.072(3) Uani 1 1 d . . . C21 C 0.3258(15) 0.3069(12) 0.3419(15) 0.082(5) Uani 1 1 d . . . C22 C 0.269(3) 0.2218(16) 0.1807(18) 0.155(13) Uani 1 1 d . . . C30 C 0.844(3) 0.524(2) 0.255(3) 0.19(2) Uani 1 1 d . . . O30 O 0.758(2) 0.4875(13) 0.2131(13) 0.164(8) Uani 1 1 d . . . C31 C 0.852(2) 0.506(2) 0.367(2) 0.149(11) Uani 1 1 d . . . C32 C 0.899(4) 0.564(3) 0.226(5) 0.34(5) Uani 1 1 d . . . C40 C 0.0738(16) 0.3947(14) 0.1316(17) 0.090(6) Uani 1 1 d . . . O40 O 0.0861(12) 0.4107(10) 0.2163(14) 0.110(5) Uani 1 1 d . . . C41 C -0.001(2) 0.335(2) 0.074(3) 0.192(16) Uani 1 1 d . . . C42 C 0.135(2) 0.437(2) 0.074(2) 0.160(13) 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 I1 0.0452(5) 0.0422(5) 0.0658(7) -0.0033(5) 0.0160(5) -0.0068(4) I2 0.0594(6) 0.0647(7) 0.0602(7) -0.0242(5) 0.0243(5) -0.0066(5) I3 0.0584(6) 0.0822(8) 0.0663(7) -0.0316(6) 0.0353(5) -0.0270(6) I4 0.0684(7) 0.0728(7) 0.0429(6) 0.0045(5) 0.0035(5) 0.0277(6) I5 0.0641(6) 0.0489(6) 0.0623(7) -0.0206(5) 0.0180(5) -0.0089(5) I6 0.0641(6) 0.0497(6) 0.0499(6) 0.0048(5) 0.0095(5) 0.0187(5) O1 0.029(5) 0.056(6) 0.057(7) -0.007(5) 0.015(4) -0.004(4) O2 0.056(7) 0.076(8) 0.066(7) -0.030(6) 0.028(6) -0.024(6) O3 0.076(7) 0.057(7) 0.053(7) 0.000(5) 0.015(6) 0.032(6) O4 0.073(7) 0.064(7) 0.039(6) 0.000(5) -0.002(5) 0.011(6) C1 0.027(6) 0.038(7) 0.024(7) 0.006(6) -0.006(5) -0.003(5) C2 0.031(7) 0.043(8) 0.040(8) 0.005(6) 0.008(6) 0.010(6) C3 0.029(7) 0.044(8) 0.042(8) 0.009(6) -0.001(6) 0.005(6) C4 0.024(7) 0.056(9) 0.047(9) 0.005(7) -0.011(6) -0.007(6) C5 0.025(6) 0.051(8) 0.036(8) -0.013(6) 0.005(5) 0.001(6) C6 0.048(8) 0.036(7) 0.036(8) 0.002(6) 0.017(6) 0.014(6) C7 0.037(7) 0.047(8) 0.031(8) -0.011(6) 0.004(6) -0.007(6) C8 0.035(7) 0.040(8) 0.047(9) -0.001(6) 0.007(6) 0.007(6) C9 0.033(7) 0.046(8) 0.060(10) -0.010(7) 0.012(7) 0.002(6) C10 0.024(7) 0.047(8) 0.055(9) -0.002(7) 0.007(6) -0.013(6) C11 0.030(7) 0.043(8) 0.037(8) -0.001(6) 0.001(6) -0.013(6) C12 0.034(7) 0.028(7) 0.036(8) 0.005(6) 0.003(6) 0.005(5) C20 0.109(16) 0.058(12) 0.104(17) 0.018(11) 0.048(14) 0.024(11) O20 0.102(9) 0.058(7) 0.055(7) -0.009(6) 0.022(7) -0.003(7) C21 0.079(13) 0.067(12) 0.097(15) 0.010(11) 0.017(11) -0.003(10) C22 0.32(4) 0.096(18) 0.088(18) -0.007(14) 0.12(2) -0.02(2) C30 0.17(3) 0.13(3) 0.15(3) -0.08(2) -0.13(3) 0.09(2) O30 0.23(2) 0.149(17) 0.090(13) -0.016(12) 0.011(14) 0.023(17) C31 0.095(19) 0.17(3) 0.16(3) -0.03(2) -0.009(18) -0.010(18) C32 0.42(8) 0.19(4) 0.56(10) 0.23(6) 0.41(8) 0.13(5) C40 0.081(14) 0.091(15) 0.091(16) -0.014(13) 0.009(12) -0.032(11) O40 0.108(12) 0.092(11) 0.133(14) 0.006(11) 0.038(11) -0.034(9) C41 0.15(3) 0.17(3) 0.23(4) -0.10(3) 0.01(3) -0.10(2) C42 0.16(3) 0.22(4) 0.11(2) 0.02(2) 0.06(2) -0.06(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 I1 C1 2.089(12) . ? I2 C3 2.057(14) . ? I3 C5 2.099(13) . ? I4 C8 2.072(13) . ? I5 C10 2.096(14) . ? I6 C12 2.106(11) . ? O1 C2 1.353(15) . ? O2 C4 1.354(16) . ? O3 C9 1.361(16) . ? O4 C11 1.361(15) . ? C1 C6 1.376(17) . ? C1 C2 1.405(18) . ? C2 C3 1.392(18) . ? C3 C4 1.408(19) . ? C4 C5 1.411(19) . ? C5 C6 1.390(18) . ? C6 C7 1.515(18) . ? C7 C8 1.377(18) . ? C7 C12 1.385(17) . ? C8 C9 1.399(19) . ? C9 C10 1.388(19) . ? C10 C11 1.368(18) . ? C11 C12 1.394(17) . ? C20 O20 1.24(2) . ? C20 C21 1.47(3) . ? C20 C22 1.55(3) . ? C30 C32 1.17(6) . ? C30 O30 1.31(4) . ? C30 C31 1.59(5) . ? C40 O40 1.20(2) . ? C40 C41 1.50(3) . ? C40 C42 1.50(3) . ? 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 C6 C1 C2 121.1(11) . . ? C6 C1 I1 120.0(9) . . ? C2 C1 I1 118.9(9) . . ? O1 C2 C3 123.2(12) . . ? O1 C2 C1 116.5(11) . . ? C3 C2 C1 120.3(12) . . ? C2 C3 C4 118.9(12) . . ? C2 C3 I2 120.6(10) . . ? C4 C3 I2 120.5(10) . . ? O2 C4 C3 114.5(13) . . ? O2 C4 C5 125.7(13) . . ? C3 C4 C5 119.8(12) . . ? C6 C5 C4 120.7(11) . . ? C6 C5 I3 122.1(9) . . ? C4 C5 I3 117.2(9) . . ? C1 C6 C5 119.2(11) . . ? C1 C6 C7 120.8(12) . . ? C5 C6 C7 120.0(11) . . ? C8 C7 C12 120.2(12) . . ? C8 C7 C6 119.6(11) . . ? C12 C7 C6 119.9(12) . . ? C7 C8 C9 119.2(12) . . ? C7 C8 I4 121.8(10) . . ? C9 C8 I4 119.1(10) . . ? O3 C9 C10 116.9(12) . . ? O3 C9 C8 123.3(13) . . ? C10 C9 C8 119.8(13) . . ? C11 C10 C9 121.3(13) . . ? C11 C10 I5 119.6(10) . . ? C9 C10 I5 119.0(10) . . ? O4 C11 C10 124.5(12) . . ? O4 C11 C12 116.8(12) . . ? C10 C11 C12 118.6(11) . . ? C7 C12 C11 120.9(11) . . ? C7 C12 I6 121.0(9) . . ? C11 C12 I6 118.0(9) . . ? O20 C20 C21 120.7(19) . . ? O20 C20 C22 119(2) . . ? C21 C20 C22 120(2) . . ? C32 C30 O30 133(5) . . ? C32 C30 C31 127(4) . . ? O30 C30 C31 100(4) . . ? O40 C40 C41 125(3) . . ? O40 C40 C42 121(2) . . ? C41 C40 C42 114(3) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 22.99 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.848 _refine_diff_density_min -1.030 _refine_diff_density_rms 0.195 #===END data_2 _database_code_CSD 155440 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 3,3',5,5'-tetraethoxy-2,2',4,4',6,6'-hexaiodo-1,1'-biphenyl ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H20 I6 O4' _chemical_formula_sum 'C20 H20 I6 O4' _chemical_formula_weight 1085.76 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.10(3) _cell_length_b 9.30(2) _cell_length_c 24.230(10) _cell_angle_alpha 90.00 _cell_angle_beta 124.92(7) _cell_angle_gamma 90.00 _cell_volume 6116(14) _cell_formula_units_Z 8 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 14 _exptl_crystal_description 'parallepiped' _exptl_crystal_colour 'white' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.358 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3920 _exptl_absorpt_coefficient_mu 6.116 _exptl_absorpt_correction_type 'refdelf' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'DIFABS (Walker and Stuart)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS CAD4' _diffrn_measurement_method '\q/2\q method' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 3382 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.0938 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 22.47 _reflns_number_total 3285 _reflns_number_gt 2289 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction 'NONIUS CAD4' _computing_structure_solution 'SIR97 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'PARST (Nardelli, 1983)' _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^)+(0.1177P)^2^+345.7485P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3285 _refine_ls_number_parameters 172 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1311 _refine_ls_R_factor_gt 0.0974 _refine_ls_wR_factor_ref 0.2391 _refine_ls_wR_factor_gt 0.2147 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.000 _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 I1 I 0.43036(8) 0.4321(3) 0.21317(11) 0.0607(7) Uani 1 1 d . . . I2 I 0.21108(7) 0.4252(3) 0.01675(13) 0.0621(7) Uani 1 1 d . . . I3 I 0.33716(9) 0.5585(3) -0.08002(12) 0.0725(8) Uani 1 1 d . . . I4 I 0.42689(8) 0.1969(2) 0.05931(14) 0.0660(8) Uani 1 1 d . . . I5 I 0.58997(8) 0.6151(3) 0.14511(13) 0.0631(8) Uani 1 1 d . . . I6 I 0.40071(8) 0.8249(2) 0.09311(14) 0.0621(8) Uani 1 1 d . . . O1 O 0.3167(7) 0.411(2) 0.1514(10) 0.047(5) Uani 1 1 d . . . O2 O 0.2446(7) 0.520(2) -0.0778(9) 0.049(6) Uani 1 1 d . . . O3 O 0.5294(7) 0.327(2) 0.1054(10) 0.049(6) Uani 1 1 d . . . O4 O 0.5088(7) 0.817(2) 0.1314(9) 0.044(5) Uani 1 1 d . . . C1 C 0.3692(8) 0.452(3) 0.1145(12) 0.025(6) Uiso 1 1 d . . . C2 C 0.3220(9) 0.439(3) 0.1030(13) 0.027(6) Uiso 1 1 d . . . C3 C 0.2809(10) 0.463(3) 0.0374(15) 0.045(8) Uiso 1 1 d . . . C4 C 0.2846(9) 0.507(3) -0.0138(13) 0.029(6) Uiso 1 1 d . . . C5 C 0.3304(9) 0.510(3) -0.0056(14) 0.034(7) Uiso 1 1 d . . . C6 C 0.3744(9) 0.491(3) 0.0656(14) 0.034(7) Uiso 1 1 d . . . C7 C 0.4230(10) 0.516(3) 0.0801(15) 0.042(8) Uiso 1 1 d . . . C8 C 0.4527(9) 0.411(3) 0.0824(13) 0.031(6) Uiso 1 1 d . . . C9 C 0.5002(10) 0.436(3) 0.0998(15) 0.045(8) Uiso 1 1 d . . . C10 C 0.5195(9) 0.571(3) 0.1177(12) 0.027(6) Uiso 1 1 d . . . C11 C 0.4912(10) 0.680(3) 0.1149(14) 0.037(7) Uiso 1 1 d . . . C12 C 0.4430(9) 0.659(3) 0.0958(13) 0.030(7) Uiso 1 1 d . . . C13 C 0.3162(15) 0.266(4) 0.166(2) 0.081(12) Uiso 1 1 d . . . H13A H 0.2875 0.2195 0.1283 0.07(2) Uiso 1 1 calc R . . H13B H 0.3453 0.2188 0.1746 0.07(2) Uiso 1 1 calc R . . C14 C 0.3153(19) 0.253(6) 0.223(2) 0.132(19) Uiso 1 1 d . . . H14A H 0.3154 0.1525 0.2330 0.07(2) Uiso 1 1 calc R . . H14B H 0.2861 0.2973 0.2145 0.07(2) Uiso 1 1 calc R . . H14C H 0.3438 0.2984 0.2609 0.07(2) Uiso 1 1 calc R . . C15 C 0.2285(13) 0.672(4) -0.0898(18) 0.068(10) Uiso 1 1 d . . . H15A H 0.2552 0.7349 -0.0800 0.07(2) Uiso 1 1 calc R . . H15B H 0.2175 0.6997 -0.0619 0.07(2) Uiso 1 1 calc R . . C16 C 0.1863(15) 0.680(4) -0.164(2) 0.089(13) Uiso 1 1 d . . . H16A H 0.1739 0.7765 -0.1750 0.07(2) Uiso 1 1 calc R . . H16B H 0.1605 0.6159 -0.1728 0.07(2) Uiso 1 1 calc R . . H16C H 0.1979 0.6524 -0.1907 0.07(2) Uiso 1 1 calc R . . C17 C 0.5269(13) 0.292(4) 0.0457(18) 0.067(10) Uiso 1 1 d . . . H17A H 0.5402 0.3709 0.0345 0.07(2) Uiso 1 1 calc R . . H17B H 0.4928 0.2781 0.0083 0.07(2) Uiso 1 1 calc R . . C18 C 0.5559(13) 0.157(4) 0.057(2) 0.077(12) Uiso 1 1 d . . . H18A H 0.5538 0.1343 0.0163 0.07(2) Uiso 1 1 calc R . . H18B H 0.5426 0.0786 0.0673 0.07(2) Uiso 1 1 calc R . . H18C H 0.5898 0.1713 0.0930 0.07(2) Uiso 1 1 calc R . . C19 C 0.5366(13) 0.857(4) 0.2041(18) 0.066(10) Uiso 1 1 d . . . H19A H 0.5148 0.8539 0.2186 0.07(2) Uiso 1 1 calc R . . H19B H 0.5631 0.7891 0.2309 0.07(2) Uiso 1 1 calc R . . C20 C 0.5565(17) 0.998(5) 0.214(2) 0.105(15) Uiso 1 1 d . . . H20A H 0.5741 1.0228 0.2611 0.07(2) Uiso 1 1 calc R . . H20B H 0.5303 1.0656 0.1880 0.07(2) Uiso 1 1 calc R . . H20C H 0.5787 1.0008 0.2008 0.07(2) Uiso 1 1 calc R . . 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 I1 0.0483(12) 0.0692(16) 0.0467(14) 0.0024(13) 0.0167(11) -0.0036(12) I2 0.0427(12) 0.0585(15) 0.0880(18) 0.0026(14) 0.0392(13) -0.0006(11) I3 0.0653(15) 0.106(2) 0.0555(15) 0.0051(15) 0.0400(13) 0.0024(15) I4 0.0596(14) 0.0346(13) 0.108(2) -0.0109(13) 0.0506(15) -0.0052(11) I5 0.0425(12) 0.0773(17) 0.0746(17) -0.0031(14) 0.0366(12) -0.0080(12) I6 0.0584(13) 0.0337(12) 0.102(2) 0.0007(13) 0.0509(14) 0.0047(11) O1 0.047(11) 0.031(12) 0.048(13) 0.004(10) 0.019(10) 0.003(10) O2 0.063(13) 0.037(12) 0.018(11) -0.024(10) 0.007(10) -0.016(10) O3 0.048(11) 0.067(14) 0.045(13) 0.017(11) 0.034(11) 0.041(11) O4 0.044(11) 0.042(12) 0.040(13) -0.002(10) 0.020(10) -0.009(10) _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 I1 C1 2.08(2) . ? I2 C3 2.09(3) . ? I3 C5 1.99(3) . ? I4 C8 2.11(3) . ? I5 C10 2.07(2) . ? I6 C12 2.06(3) . ? O1 C2 1.31(3) . ? O1 C13 1.40(4) . ? O2 C4 1.35(3) . ? O2 C15 1.47(4) . ? O3 C9 1.36(3) . ? O3 C17 1.44(4) . ? O4 C11 1.37(3) . ? O4 C19 1.49(4) . ? C1 C6 1.34(3) . ? C1 C2 1.42(3) . ? C2 C3 1.40(4) . ? C3 C4 1.38(4) . ? C4 C5 1.41(3) . ? C5 C6 1.50(4) . ? C6 C7 1.46(4) . ? C7 C8 1.36(4) . ? C7 C12 1.44(4) . ? C8 C9 1.39(4) . ? C9 C10 1.36(4) . ? C10 C11 1.36(4) . ? C11 C12 1.40(4) . ? C13 C14 1.40(6) . ? C15 C16 1.52(5) . ? C17 C18 1.51(5) . ? C19 C20 1.42(5) . ? 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 C2 O1 C13 117(3) . . ? C4 O2 C15 109(2) . . ? C9 O3 C17 116(2) . . ? C11 O4 C19 117(2) . . ? C6 C1 C2 122(2) . . ? C6 C1 I1 120.4(18) . . ? C2 C1 I1 117.1(18) . . ? O1 C2 C3 121(2) . . ? O1 C2 C1 122(2) . . ? C3 C2 C1 117(2) . . ? C4 C3 C2 123(3) . . ? C4 C3 I2 119(2) . . ? C2 C3 I2 118(2) . . ? O2 C4 C3 122(2) . . ? O2 C4 C5 115(2) . . ? C3 C4 C5 121(2) . . ? C4 C5 C6 115(2) . . ? C4 C5 I3 123.0(19) . . ? C6 C5 I3 122.0(18) . . ? C1 C6 C7 121(2) . . ? C1 C6 C5 121(2) . . ? C7 C6 C5 118(2) . . ? C8 C7 C12 116(2) . . ? C8 C7 C6 124(3) . . ? C12 C7 C6 119(3) . . ? C7 C8 C9 124(3) . . ? C7 C8 I4 119.4(19) . . ? C9 C8 I4 117(2) . . ? O3 C9 C10 119(2) . . ? O3 C9 C8 121(3) . . ? C10 C9 C8 120(3) . . ? C11 C10 C9 119(2) . . ? C11 C10 I5 119.1(19) . . ? C9 C10 I5 122(2) . . ? C10 C11 O4 121(2) . . ? C10 C11 C12 122(3) . . ? O4 C11 C12 116(2) . . ? C11 C12 C7 119(2) . . ? C11 C12 I6 122(2) . . ? C7 C12 I6 119.0(18) . . ? C14 C13 O1 111(4) . . ? O2 C15 C16 105(3) . . ? O3 C17 C18 110(3) . . ? C20 C19 O4 110(3) . . ? _diffrn_measured_fraction_theta_max 0.826 _diffrn_reflns_theta_full 22.47 _diffrn_measured_fraction_theta_full 0.826 _refine_diff_density_max 1.394 _refine_diff_density_min -1.702 _refine_diff_density_rms 0.279 #===END data_3 _database_code_CSD 155441 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 3,3'-[(2,2',4,4',6,6'-hexaiodo-1,1'-biphenyl)-3,3' diylbis(oxy)]bis(1,2-propanediol) ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H16 I6 O6' _chemical_formula_sum 'C18 H16 I6 O6' _chemical_formula_weight 1089.71 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'orthorhombic' _symmetry_space_group_name_H-M 'C cc2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, z+1/2' 'x, -y, z+1/2' '-x, -y, z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, -y+1/2, z' _cell_length_a 21.361(6) _cell_length_b 29.226(6) _cell_length_c 8.776(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5479(3) _cell_formula_units_Z 8 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9 _cell_measurement_theta_max 14 _exptl_crystal_description 'parallepiped' _exptl_crystal_colour 'white' _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.642 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3920 _exptl_absorpt_coefficient_mu 6.832 _exptl_absorpt_correction_type 'refdelf' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'DIFABS, Walker and Stuart' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'NONIUS CAD4' _diffrn_measurement_method 'q/2\q' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 2161 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 24.96 _reflns_number_total 2161 _reflns_number_gt 1570 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction 'NONIUS CAD4' _computing_structure_solution 'SIR97 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'PARST (Nardelli, 1983)' _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^)+(0.1367P)^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 refall _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 -0.06(15) _refine_ls_number_reflns 2161 _refine_ls_number_parameters 152 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0869 _refine_ls_R_factor_gt 0.0680 _refine_ls_wR_factor_ref 0.2101 _refine_ls_wR_factor_gt 0.1952 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.002 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 I1 I 0.73561(10) 0.16606(9) -0.0611(4) 0.1321(11) Uani 1 1 d . . . I2 I 0.88857(15) 0.01059(7) -0.3082(3) 0.1298(10) Uani 1 1 d . . . I3 I 1.00362(13) 0.14189(10) 0.1293(3) 0.1254(9) Uani 1 1 d . . . I4 I 0.90268(12) 0.24089(8) -0.1367(3) 0.1114(7) Uani 1 1 d . . . I5 I 0.84431(17) 0.30932(8) 0.4902(3) 0.1314(10) Uani 1 1 d . . . I6 I 0.82361(14) 0.11077(8) 0.3640(3) 0.1264(9) Uani 1 1 d . . . O1 O 0.7776(10) 0.0779(7) -0.246(3) 0.104(6) Uiso 1 1 d . . . O2 O 0.643(3) -0.006(4) -0.238(14) 0.36(4) Uiso 1 1 d . . . O3 O 0.612(4) 0.040(3) -0.483(11) 0.32(4) Uiso 1 1 d . . . O4 O 0.8885(8) 0.3063(6) 0.139(2) 0.085(5) Uiso 1 1 d . . . O5 O 1.012(4) 0.380(2) 0.120(11) 0.31(3) Uiso 1 1 d . . . O6 O 0.921(2) 0.4434(18) 0.076(7) 0.23(2) Uiso 1 1 d . . . C1 C 0.8195(13) 0.1286(10) -0.066(4) 0.087(7) Uiso 1 1 d . . . C2 C 0.8253(12) 0.0899(9) -0.154(3) 0.078(6) Uiso 1 1 d . . . C3 C 0.8779(13) 0.0673(9) -0.159(3) 0.086(7) Uiso 1 1 d . . . C4 C 0.9266(14) 0.0819(10) -0.080(4) 0.096(8) Uiso 1 1 d . . . H4 H 0.9643 0.0661 -0.0868 0.09(3) Uiso 1 1 calc R . . C5 C 0.9227(13) 0.1197(9) 0.011(3) 0.077(6) Uiso 1 1 d . . . C6 C 0.8698(12) 0.1445(8) 0.016(3) 0.073(6) Uiso 1 1 d . . . C7 C 0.8657(10) 0.1832(7) 0.127(3) 0.063(5) Uiso 1 1 d . . . C8 C 0.8760(12) 0.2262(9) 0.086(3) 0.074(6) Uiso 1 1 d . . . C9 C 0.8763(11) 0.2643(8) 0.183(3) 0.072(6) Uiso 1 1 d . . . C10 C 0.8558(15) 0.2566(11) 0.335(4) 0.100(9) Uiso 1 1 d . . . C11 C 0.8348(11) 0.2112(8) 0.384(3) 0.076(6) Uiso 1 1 d . . . H11 H 0.8166 0.2070 0.4796 0.09(3) Uiso 1 1 calc R . . C12 C 0.8429(14) 0.1739(11) 0.283(4) 0.089(7) Uiso 1 1 d . . . C13 C 0.733(2) 0.0466(15) -0.161(6) 0.137(14) Uiso 1 1 d . . . H13A H 0.7026 0.0637 -0.1009 0.09(3) Uiso 1 1 calc R . . H13B H 0.7542 0.0247 -0.0975 0.09(3) Uiso 1 1 calc R . . C14 C 0.700(4) 0.022(3) -0.311(14) 0.26(4) Uiso 1 1 d . . . C15 C 0.649(2) 0.0636(17) -0.349(7) 0.153(16) Uiso 1 1 d . . . H15A H 0.6226 0.0704 -0.2628 0.09(3) Uiso 1 1 calc R . . H15B H 0.6702 0.0913 -0.3822 0.09(3) Uiso 1 1 calc R . . C16 C 0.9508(15) 0.3210(10) 0.156(4) 0.104(9) Uiso 1 1 d . . . H16A H 0.9797 0.2974 0.1228 0.09(3) Uiso 1 1 calc R . . H16B H 0.9597 0.3285 0.2613 0.09(3) Uiso 1 1 calc R . . C17 C 0.957(3) 0.370(2) 0.039(7) 0.17(2) Uiso 1 1 d . . . C18 C 0.919(3) 0.403(2) 0.169(9) 0.20(2) Uiso 1 1 d . . . H18A H 0.8774 0.3918 0.1906 0.09(3) Uiso 1 1 calc R . . H18B H 0.9428 0.4060 0.2636 0.09(3) Uiso 1 1 calc R . . 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 I1 0.0836(12) 0.1366(18) 0.176(3) -0.0449(19) -0.0306(16) 0.0328(13) I2 0.178(2) 0.0847(13) 0.127(2) -0.0213(13) 0.0362(19) 0.0078(14) I3 0.0919(12) 0.174(2) 0.1108(15) -0.0050(16) -0.0272(13) 0.0448(16) I4 0.1358(18) 0.1109(14) 0.0875(11) 0.0075(12) 0.0142(13) 0.0075(13) I5 0.190(3) 0.1040(14) 0.0998(14) -0.0199(13) -0.0125(17) 0.0237(16) I6 0.158(2) 0.0893(13) 0.1316(18) 0.0109(13) 0.0430(18) 0.0047(14) _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 I1 C1 2.10(3) . ? I2 C3 2.12(3) . ? I3 C5 2.12(3) . ? I4 C8 2.08(3) . ? I5 C10 2.07(3) . ? I6 C12 2.02(3) . ? O1 C2 1.35(3) . ? O1 C13 1.52(5) . ? O2 C14 1.58(11) . ? O3 C15 1.58(10) . ? O4 C9 1.31(3) . ? O4 C16 1.41(4) . ? O5 C17 1.41(9) . ? O6 C18 1.45(8) . ? C1 C6 1.37(4) . ? C1 C2 1.37(4) . ? C2 C3 1.30(4) . ? C3 C4 1.32(4) . ? C4 C5 1.37(4) . ? C5 C6 1.34(4) . ? C6 C7 1.50(3) . ? C7 C8 1.32(3) . ? C7 C12 1.48(4) . ? C8 C9 1.40(4) . ? C9 C10 1.42(4) . ? C10 C11 1.47(4) . ? C11 C12 1.42(4) . ? C13 C14 1.65(12) . ? C14 C15 1.65(9) . ? C16 C17 1.77(7) . ? C17 C18 1.69(9) . ? 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 C2 O1 C13 110(3) . . ? C9 O4 C16 116(2) . . ? C6 C1 C2 120(3) . . ? C6 C1 I1 119(2) . . ? C2 C1 I1 121(2) . . ? C3 C2 O1 120(3) . . ? C3 C2 C1 121(3) . . ? O1 C2 C1 119(2) . . ? C2 C3 C4 120(3) . . ? C2 C3 I2 121(2) . . ? C4 C3 I2 119(2) . . ? C3 C4 C5 121(3) . . ? C6 C5 C4 120(3) . . ? C6 C5 I3 120.5(18) . . ? C4 C5 I3 119(2) . . ? C5 C6 C1 117(2) . . ? C5 C6 C7 119(2) . . ? C1 C6 C7 123(2) . . ? C8 C7 C12 119(2) . . ? C8 C7 C6 122(2) . . ? C12 C7 C6 119(2) . . ? C7 C8 C9 126(2) . . ? C7 C8 I4 119.6(19) . . ? C9 C8 I4 113.8(18) . . ? O4 C9 C8 125(2) . . ? O4 C9 C10 119(2) . . ? C8 C9 C10 116(2) . . ? C9 C10 C11 121(3) . . ? C9 C10 I5 122(2) . . ? C11 C10 I5 116(2) . . ? C12 C11 C10 118(3) . . ? C11 C12 C7 119(3) . . ? C11 C12 I6 117(2) . . ? C7 C12 I6 124(2) . . ? O1 C13 C14 98(5) . . ? O2 C14 C13 103(8) . . ? O2 C14 C15 88(6) . . ? C13 C14 C15 97(6) . . ? O3 C15 C14 100(6) . . ? O4 C16 C17 105(3) . . ? O5 C17 C18 87(5) . . ? O5 C17 C16 86(5) . . ? C18 C17 C16 91(4) . . ? O6 C18 C17 94(5) . . ? _diffrn_measured_fraction_theta_max 0.836 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.836 _refine_diff_density_max 0.964 _refine_diff_density_min -1.350 _refine_diff_density_rms 0.187