# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 _journal_volume ? _journal_year ? _journal_page_first ? _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name 'John Protasiewicz' 'Barrett E. Eichler' 'P. Power' 'Shashin Shah' 'Rhett C. Smith' _publ_contact_author_name 'Prof John Protasiewicz' _publ_contact_author_address ; Prof John Protasiewicz Department of Chemistry Case Western Reserve Universty 10900 Euclid Avenue Cleveland Ohio 44106-7078 UNITED STATES OF AMERICA ; _publ_contact_author_email JDP5@PO.CWRU.EDU _publ_section_title ; Synthesis and Solid State Structures of a Series of Increasingly Sterically Crowded 1,4-Diiodo-2,3,5,6-tetraarylbenzenes ; data_be36a _database_code_CSD 198785 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ;2,3,5,6-Tetra-(4-t-Butylphenyl)-1,4-di-iodobenzene ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H52 I2' _chemical_formula_weight 858.68 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' 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, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.2005(5) _cell_length_b 10.6963(4) _cell_length_c 13.9689(5) _cell_angle_alpha 90.00 _cell_angle_beta 113.4060(10) _cell_angle_gamma 90.00 _cell_volume 1947.18(12) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5737 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 28.12 _exptl_crystal_description cube _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 1.646 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.853 _exptl_absorpt_correction_T_max 0.880 _exptl_absorpt_process_details ;SADABS: an empirical absorption program by G. M. Sheldrick using the method described by Blessing, R. H.; Acta Cryst. A51, 1995, 33. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method /w _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames remeasured' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <0.01 _diffrn_reflns_number 28187 _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_sigmaI/netI 0.0641 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 31.52 _reflns_number_total 6314 _reflns_number_gt 4269 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL v. 5.10' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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^)+(0.0341P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method '1,0,0 omitted' _refine_ls_extinction_coef ? _refine_ls_number_reflns 6313 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0758 _refine_ls_wR_factor_gt 0.0659 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.899 _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 I1 I 0.447973(14) 0.192142(16) 0.048913(14) 0.02106(6) Uani 1 1 d . . . C1 C 0.4762(2) 0.3786(2) 0.0167(2) 0.0153(5) Uani 1 1 d . . . C2 C 0.42484(19) 0.4771(3) 0.0408(2) 0.0171(5) Uani 1 1 d . . . C3 C 0.44956(19) 0.6005(2) 0.0240(2) 0.0170(5) Uani 1 1 d . . . C4 C 0.3441(2) 0.4566(2) 0.0838(2) 0.0166(5) Uani 1 1 d . . . C5 C 0.2503(2) 0.4047(2) 0.0219(2) 0.0168(5) Uani 1 1 d . . . H5A H 0.238(2) 0.381(3) -0.046(2) 0.020 Uiso 1 1 d . . . C6 C 0.1724(2) 0.3934(2) 0.0584(2) 0.0184(5) Uani 1 1 d . . . H6A H 0.108(2) 0.358(3) 0.012(2) 0.022 Uiso 1 1 d . . . C7 C 0.1860(2) 0.4325(2) 0.1581(2) 0.0179(5) Uani 1 1 d . . . C8 C 0.2817(2) 0.4830(3) 0.2199(2) 0.0210(6) Uani 1 1 d . . . H8A H 0.294(2) 0.508(3) 0.288(2) 0.025 Uiso 1 1 d . . . C9 C 0.3591(2) 0.4957(3) 0.1838(2) 0.0214(6) Uani 1 1 d . . . H9A H 0.422(2) 0.527(3) 0.228(2) 0.026 Uiso 1 1 d . . . C10 C 0.1009(2) 0.4275(3) 0.1992(2) 0.0202(6) Uani 1 1 d . . . C11 C 0.1370(3) 0.3498(4) 0.2998(3) 0.0318(7) Uani 1 1 d . . . H11A H 0.155(3) 0.265(4) 0.283(3) 0.048 Uiso 1 1 d . . . H11B H 0.196(3) 0.380(3) 0.351(3) 0.048 Uiso 1 1 d . . . H11C H 0.086(3) 0.351(3) 0.325(3) 0.048 Uiso 1 1 d . . . C12 C 0.0022(2) 0.3679(3) 0.1204(3) 0.0253(6) Uani 1 1 d . . . H12A H 0.013(3) 0.285(3) 0.107(3) 0.038 Uiso 1 1 d . . . H12B H -0.047(3) 0.368(3) 0.149(3) 0.038 Uiso 1 1 d . . . H12C H -0.026(2) 0.412(3) 0.052(3) 0.038 Uiso 1 1 d . . . C13 C 0.0759(2) 0.5608(3) 0.2221(3) 0.0251(6) Uani 1 1 d . . . H13A H 0.053(3) 0.617(3) 0.159(3) 0.038 Uiso 1 1 d . . . H13B H 0.027(3) 0.560(3) 0.249(3) 0.038 Uiso 1 1 d . . . H13C H 0.138(3) 0.595(3) 0.273(3) 0.038 Uiso 1 1 d . . . C14 C 0.3948(2) 0.7054(3) 0.0507(2) 0.0182(5) Uani 1 1 d . . . C15 C 0.2911(2) 0.7262(3) -0.0078(2) 0.0205(6) Uani 1 1 d . . . H15A H 0.254(2) 0.675(3) -0.066(2) 0.025 Uiso 1 1 d . . . C16 C 0.2373(2) 0.8158(3) 0.0223(2) 0.0206(5) Uani 1 1 d . . . H16A H 0.168(2) 0.828(3) -0.023(2) 0.025 Uiso 1 1 d . . . C17 C 0.2856(2) 0.8859(2) 0.1128(2) 0.0183(5) Uani 1 1 d . . . C18 C 0.3902(2) 0.8673(3) 0.1697(2) 0.0203(6) Uani 1 1 d . . . H18A H 0.432(2) 0.914(3) 0.239(2) 0.024 Uiso 1 1 d . . . C19 C 0.4440(2) 0.7784(3) 0.1383(2) 0.0204(6) Uani 1 1 d . . . H19A H 0.506(2) 0.767(3) 0.177(2) 0.024 Uiso 1 1 d . . . C20 C 0.2229(2) 0.9750(3) 0.1499(2) 0.0211(6) Uani 1 1 d . . . C21 C 0.1505(3) 0.8958(3) 0.1831(3) 0.0400(9) Uani 1 1 d . . . H21A H 0.194(3) 0.834(4) 0.241(3) 0.060 Uiso 1 1 d . . . H21B H 0.111(3) 0.956(4) 0.210(3) 0.060 Uiso 1 1 d . . . H21C H 0.102(3) 0.852(4) 0.120(3) 0.060 Uiso 1 1 d . . . C22 C 0.2908(3) 1.0547(4) 0.2417(3) 0.0375(8) Uani 1 1 d . . . H22A H 0.324(3) 1.002(4) 0.306(3) 0.056 Uiso 1 1 d . . . H22B H 0.333(3) 1.105(4) 0.225(3) 0.056 Uiso 1 1 d . . . H22C H 0.248(3) 1.122(4) 0.261(3) 0.056 Uiso 1 1 d . . . C23 C 0.1577(3) 1.0619(3) 0.0618(3) 0.0336(8) Uani 1 1 d . . . H23A H 0.107(3) 1.015(4) 0.006(3) 0.050 Uiso 1 1 d . . . H23B H 0.119(3) 1.113(4) 0.086(3) 0.050 Uiso 1 1 d . . . H23C H 0.203(3) 1.118(4) 0.041(3) 0.050 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 I1 0.02171(9) 0.01905(8) 0.02525(9) 0.00065(9) 0.01232(7) 0.00180(8) C1 0.0159(12) 0.0173(12) 0.0145(12) -0.0040(10) 0.0078(11) 0.0012(10) C2 0.0147(13) 0.0226(13) 0.0144(12) -0.0033(10) 0.0060(11) 0.0015(10) C3 0.0139(12) 0.0185(12) 0.0172(13) -0.0037(10) 0.0047(11) 0.0006(10) C4 0.0158(13) 0.0180(12) 0.0188(13) -0.0026(10) 0.0098(11) 0.0023(10) C5 0.0169(13) 0.0173(12) 0.0158(12) -0.0028(10) 0.0063(11) -0.0004(10) C6 0.0146(13) 0.0174(12) 0.0231(14) -0.0003(11) 0.0073(12) -0.0018(10) C7 0.0155(13) 0.0184(12) 0.0231(14) 0.0032(11) 0.0110(11) 0.0021(10) C8 0.0205(14) 0.0269(14) 0.0180(13) -0.0019(11) 0.0101(12) 0.0023(12) C9 0.0121(13) 0.0302(15) 0.0206(14) -0.0032(12) 0.0052(12) 0.0000(11) C10 0.0199(14) 0.0198(13) 0.0249(14) 0.0033(11) 0.0133(12) 0.0002(11) C11 0.0296(18) 0.0394(18) 0.0346(18) 0.0124(15) 0.0214(16) 0.0072(15) C12 0.0217(15) 0.0246(15) 0.0350(18) 0.0000(13) 0.0169(14) -0.0009(12) C13 0.0215(15) 0.0232(15) 0.0368(18) -0.0024(13) 0.0182(15) 0.0014(12) C14 0.0177(12) 0.0201(13) 0.0203(13) -0.0007(11) 0.0111(11) 0.0020(11) C15 0.0184(14) 0.0212(13) 0.0211(14) -0.0052(11) 0.0070(12) 0.0010(11) C16 0.0152(12) 0.0255(14) 0.0200(13) 0.0004(12) 0.0057(11) 0.0034(12) C17 0.0221(14) 0.0161(12) 0.0204(13) -0.0003(10) 0.0125(12) 0.0009(10) C18 0.0176(14) 0.0198(13) 0.0224(14) -0.0073(11) 0.0068(12) -0.0037(11) C19 0.0158(13) 0.0231(14) 0.0217(14) -0.0048(11) 0.0069(12) 0.0010(11) C20 0.0216(14) 0.0198(13) 0.0297(16) 0.0008(11) 0.0184(13) 0.0045(11) C21 0.049(2) 0.0337(19) 0.057(3) 0.0032(17) 0.043(2) 0.0042(17) C22 0.042(2) 0.036(2) 0.038(2) -0.0140(16) 0.0196(18) 0.0063(16) C23 0.0373(19) 0.0273(17) 0.041(2) -0.0001(15) 0.0202(17) 0.0110(15) _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 2.118(3) . ? C1 C2 1.397(3) . ? C1 C3 1.400(3) 3_665 ? C2 C3 1.409(4) . ? C2 C4 1.506(3) . ? C3 C1 1.400(3) 3_665 ? C3 C14 1.495(4) . ? C4 C5 1.384(4) . ? C4 C9 1.392(4) . ? C5 C6 1.396(4) . ? C6 C7 1.392(4) . ? C7 C8 1.397(4) . ? C7 C10 1.531(4) . ? C8 C9 1.386(4) . ? C10 C13 1.533(4) . ? C10 C11 1.535(4) . ? C10 C12 1.535(4) . ? C14 C19 1.384(4) . ? C14 C15 1.390(4) . ? C15 C16 1.389(4) . ? C16 C17 1.393(4) . ? C17 C18 1.393(4) . ? C17 C20 1.530(4) . ? C18 C19 1.395(4) . ? C20 C22 1.523(4) . ? C20 C23 1.526(4) . ? C20 C21 1.539(4) . ? 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 C1 C3 121.8(2) . 3_665 ? C2 C1 I1 119.87(19) . . ? C3 C1 I1 118.28(18) 3_665 . ? C1 C2 C3 118.5(2) . . ? C1 C2 C4 122.6(2) . . ? C3 C2 C4 118.9(2) . . ? C1 C3 C2 119.7(2) 3_665 . ? C1 C3 C14 122.1(2) 3_665 . ? C2 C3 C14 118.2(2) . . ? C5 C4 C9 118.3(2) . . ? C5 C4 C2 120.4(2) . . ? C9 C4 C2 121.3(2) . . ? C4 C5 C6 120.8(2) . . ? C7 C6 C5 121.6(3) . . ? C6 C7 C8 116.7(2) . . ? C6 C7 C10 123.2(2) . . ? C8 C7 C10 120.1(2) . . ? C9 C8 C7 122.1(3) . . ? C8 C9 C4 120.5(3) . . ? C7 C10 C13 109.1(2) . . ? C7 C10 C11 109.6(2) . . ? C13 C10 C11 109.5(3) . . ? C7 C10 C12 112.2(2) . . ? C13 C10 C12 108.4(2) . . ? C11 C10 C12 108.0(3) . . ? C19 C14 C15 118.3(2) . . ? C19 C14 C3 121.0(2) . . ? C15 C14 C3 120.6(2) . . ? C16 C15 C14 120.9(3) . . ? C15 C16 C17 120.9(3) . . ? C18 C17 C16 118.0(2) . . ? C18 C17 C20 121.9(2) . . ? C16 C17 C20 120.0(2) . . ? C17 C18 C19 120.7(3) . . ? C14 C19 C18 121.0(3) . . ? C22 C20 C23 108.5(3) . . ? C22 C20 C17 112.0(2) . . ? C23 C20 C17 110.8(2) . . ? C22 C20 C21 109.2(3) . . ? C23 C20 C21 108.3(3) . . ? C17 C20 C21 107.9(2) . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 31.52 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 1.014 _refine_diff_density_min -0.823 _refine_diff_density_rms 0.119 data_be14 _database_code_CSD 198786 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ;2,3,5,6-Tetramesityl-1,4-di-iodobenzene.0.5toluene ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45.50 H48 I2' _chemical_formula_weight 848.64 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' 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 Fddd loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+3/4, -y+3/4, z' '-x+3/4, y, -z+3/4' 'x, -y+3/4, -z+3/4' 'x, y+1/2, z+1/2' '-x+3/4, -y+5/4, z+1/2' '-x+3/4, y+1/2, -z+5/4' 'x, -y+5/4, -z+5/4' 'x+1/2, y, z+1/2' '-x+5/4, -y+3/4, z+1/2' '-x+5/4, y, -z+5/4' 'x+1/2, -y+3/4, -z+5/4' 'x+1/2, y+1/2, z' '-x+5/4, -y+5/4, z' '-x+5/4, y+1/2, -z+3/4' 'x+1/2, -y+5/4, -z+3/4' '-x, -y, -z' 'x-3/4, y-3/4, -z' 'x-3/4, -y, z-3/4' '-x, y-3/4, z-3/4' '-x, -y+1/2, -z+1/2' 'x-3/4, y-1/4, -z+1/2' 'x-3/4, -y+1/2, z-1/4' '-x, y-1/4, z-1/4' '-x+1/2, -y, -z+1/2' 'x-1/4, y-3/4, -z+1/2' 'x-1/4, -y, z-1/4' '-x+1/2, y-3/4, z-1/4' '-x+1/2, -y+1/2, -z' 'x-1/4, y-1/4, -z' 'x-1/4, -y+1/2, z-3/4' '-x+1/2, y-1/4, z-3/4' _cell_length_a 8.3261(6) _cell_length_b 31.196(2) _cell_length_c 31.772(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8252.5(10) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3129 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 28.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3416 _exptl_absorpt_coefficient_mu 1.552 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.679 _exptl_absorpt_correction_T_max 0.831 _exptl_absorpt_process_details ;SADABS: an empirical absorption program by G. M. Sheldrick using the method described by Blessing, R. H.; Acta Cryst. A51, 1995, 33. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 frames remeasured' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <0.01 _diffrn_reflns_number 18444 _diffrn_reflns_av_R_equivalents 0.0905 _diffrn_reflns_av_sigmaI/netI 0.0708 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -44 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 30.00 _reflns_number_total 3005 _reflns_number_gt 2109 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL v. 5.10' _computing_structure_solution 'XS, Bruker SHELXTL v. 5.10' _computing_structure_refinement 'XL, Bruker SHELXTL v. 5.10' _computing_molecular_graphics 'XP, Bruker SHELXTL v. 5.10' _computing_publication_material 'XCIF, Bruker SHELXTL v. 5.10' _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. The fragment C12-C15 was modeled as one half of a disordered toluene molecule at 0.125 occupancy for C12 (methyl carbon) and 0.25 occupancy for C13-C15 (aryl carbons). The 1-2, 1-3 and 1-4 distances of the toluene fragment were restrained using the DFIX feature of SHELXL. Thermal parameters for these atoms were kept isotropic, and no hydrogen atoms were included. The largest features in the final difference map are in this region. ; _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^)+(0.0696P)^2^] 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 3004 _refine_ls_number_parameters 118 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1268 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.075 _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 0.8750 0.263876(13) 0.8750 0.02219(14) Uani 1 2 d S . . C1 C 0.8750 0.33144(18) 0.8750 0.0164(11) Uani 1 2 d S . . C2 C 0.8857(5) 0.35268(13) 0.91341(14) 0.0142(8) Uani 1 1 d . . . C3 C 0.9298(5) 0.32973(14) 0.95280(15) 0.0147(8) Uani 1 1 d . . . C4 C 0.8204(5) 0.31579(14) 0.98276(16) 0.0176(9) Uani 1 1 d . . . C5 C 0.8745(7) 0.29663(14) 1.01955(15) 0.0223(9) Uani 1 1 d . . . H5A H 0.8004 0.2871 1.0394 0.027 Uiso 1 1 calc R . . C6 C 1.0393(6) 0.29137(15) 1.02731(16) 0.0211(10) Uani 1 1 d . . . C7 C 1.1471(5) 0.30372(15) 0.99591(17) 0.0209(10) Uani 1 1 d . . . H7A H 1.2565 0.2993 1.0000 0.025 Uiso 1 1 calc R . . C8 C 1.0946(5) 0.32227(14) 0.95911(16) 0.0170(9) Uani 1 1 d . . . C9 C 0.6409(6) 0.31976(16) 0.97615(18) 0.0254(11) Uani 1 1 d . . . H9A H 0.6158 0.3142 0.9472 0.038 Uiso 1 1 calc R . . H9B H 0.6069 0.3482 0.9834 0.038 Uiso 1 1 calc R . . H9C H 0.5862 0.2994 0.9937 0.038 Uiso 1 1 calc R . . C10 C 1.0972(7) 0.27392(18) 1.06836(18) 0.0306(12) Uani 1 1 d . . . H10A H 1.2085 0.2662 1.0660 0.046 Uiso 1 1 calc R . . H10B H 1.0355 0.2490 1.0757 0.046 Uiso 1 1 calc R . . H10C H 1.0850 0.2953 1.0898 0.046 Uiso 1 1 calc R . . C11 C 1.2155(5) 0.33305(16) 0.92524(17) 0.0215(10) Uani 1 1 d . . . H11A H 1.3222 0.3301 0.9363 0.032 Uiso 1 1 calc R . . H11B H 1.1992 0.3620 0.9160 0.032 Uiso 1 1 calc R . . H11C H 1.2019 0.3139 0.9019 0.032 Uiso 1 1 calc R . . C12 C 0.3750 0.3750 0.0641(4) 0.039(7) Uiso 0.25 2 d SPD . . C13 C 0.5024(11) 0.3624(10) 0.0950(3) 0.067(10) Uiso 0.25 1 d PD . . C14 C 0.6617(12) 0.3606(15) 0.0825(2) 0.106(16) Uiso 0.25 1 d PD . . C15 C 0.7844(9) 0.3654(11) 0.1119(3) 0.073(11) Uiso 0.25 1 d PD . . 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 0.0266(2) 0.01346(19) 0.0265(2) 0.000 0.0052(2) 0.000 C1 0.008(2) 0.015(3) 0.026(3) 0.000 -0.001(3) 0.000 C2 0.0063(17) 0.0158(19) 0.021(2) 0.0042(15) 0.0015(18) -0.0001(16) C3 0.0129(18) 0.0124(19) 0.019(2) -0.0003(16) -0.0024(16) 0.0018(14) C4 0.0134(18) 0.017(2) 0.023(3) 0.0006(18) 0.0015(17) 0.0001(15) C5 0.023(2) 0.022(2) 0.021(2) 0.0031(17) 0.005(2) -0.001(2) C6 0.027(2) 0.018(2) 0.018(2) 0.0000(18) -0.0029(19) 0.0034(18) C7 0.013(2) 0.021(2) 0.029(3) 0.0026(18) -0.0060(19) 0.0044(16) C8 0.007(2) 0.017(2) 0.027(3) 0.0038(18) -0.0018(16) -0.0006(14) C9 0.016(2) 0.026(2) 0.034(3) 0.003(2) 0.009(2) -0.0046(19) C10 0.035(3) 0.032(3) 0.025(3) 0.005(2) -0.007(2) 0.003(2) C11 0.010(2) 0.028(2) 0.027(3) 0.008(2) 0.0002(18) 0.0010(17) _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 2.108(6) . ? C1 C2 1.392(5) . ? C1 C2 1.392(5) 3_656 ? C2 C2 1.404(8) 2_655 ? C2 C3 1.488(6) . ? C3 C4 1.387(6) . ? C3 C8 1.406(6) . ? C4 C5 1.388(7) . ? C4 C9 1.514(7) . ? C5 C6 1.404(7) . ? C6 C7 1.396(7) . ? C6 C10 1.494(7) . ? C7 C8 1.376(7) . ? C8 C11 1.511(6) . ? C12 C13 1.499(9) . ? C12 C13 1.499(9) 2 ? C13 C14 1.386(8) . ? C13 C15 1.406(8) 11_554 ? C14 C15 1.392(8) . ? C15 C13 1.406(8) 11_554 ? C15 C15 1.62(3) 2_655 ? 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 C1 C2 123.1(5) . 3_656 ? C2 C1 I1 118.4(3) . . ? C2 C1 I1 118.4(3) 3_656 . ? C1 C2 C2 117.7(3) . 2_655 ? C1 C2 C3 121.6(4) . . ? C2 C2 C3 120.6(3) 2_655 . ? C4 C3 C8 119.4(4) . . ? C4 C3 C2 124.5(4) . . ? C8 C3 C2 116.1(4) . . ? C3 C4 C5 120.0(4) . . ? C3 C4 C9 121.8(4) . . ? C5 C4 C9 118.2(5) . . ? C4 C5 C6 121.0(5) . . ? C7 C6 C5 118.1(4) . . ? C7 C6 C10 121.1(5) . . ? C5 C6 C10 120.8(5) . . ? C8 C7 C6 121.2(4) . . ? C7 C8 C3 120.1(4) . . ? C7 C8 C11 119.1(4) . . ? C3 C8 C11 120.8(4) . . ? C13 C12 C13 98.0(10) . 2 ? C14 C13 C15 119.4(6) . 11_554 ? C14 C13 C12 119.9(9) . . ? C15 C13 C12 117.9(9) 11_554 . ? C13 C14 C15 120.4(8) . . ? C14 C15 C13 119.1(7) . 11_554 ? C14 C15 C15 136.2(17) . 2_655 ? C13 C15 C15 103.1(7) 11_554 2_655 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.773 _refine_diff_density_min -0.969 _refine_diff_density_rms 0.157 data_tetra _database_code_CSD 199202 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C69 H52 I2' _chemical_formula_weight 1134.91 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 16.229(2) _cell_length_b 16.500(2) _cell_length_c 13.1236(16) _cell_angle_alpha 90.00 _cell_angle_beta 110.941(9) _cell_angle_gamma 90.00 _cell_volume 3282.0(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.148 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.992 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 6622 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0724 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 24.50 _reflns_number_total 5385 _reflns_number_gt 3434 _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 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^)+(0.1135P)^2^+7.6741P] 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 5385 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1188 _refine_ls_R_factor_gt 0.0721 _refine_ls_wR_factor_ref 0.2103 _refine_ls_wR_factor_gt 0.1791 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 1.527 _refine_ls_shift/su_mean 0.080 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 0.35089(4) 0.58434(4) 0.10614(4) 0.0613(3) Uani 1 1 d . . . C1 C 0.4421(4) 0.5368(4) 0.0402(5) 0.0340(16) Uani 1 1 d . . . C2 C 0.5301(4) 0.5283(4) 0.1094(5) 0.0326(15) Uani 1 1 d . . . C3 C 0.4108(4) 0.5099(4) -0.0687(5) 0.0294(15) Uani 1 1 d . . . C4 C 0.3168(4) 0.5237(4) -0.1404(5) 0.0342(16) Uani 1 1 d . . . C5 C 0.2864(5) 0.6013(4) -0.1735(6) 0.0400(18) Uani 1 1 d . . . H5 H 0.3249 0.6447 -0.1487 0.048 Uiso 1 1 calc R . . C6 C 0.1999(5) 0.6165(5) -0.2428(6) 0.0426(18) Uani 1 1 d . . . C7 C 0.1446(5) 0.5487(5) -0.2803(7) 0.049(2) Uani 1 1 d . . . H7 H 0.0870 0.5566 -0.3279 0.059 Uiso 1 1 calc R . . C8 C 0.1738(5) 0.4702(5) -0.2482(6) 0.0456(19) Uani 1 1 d . . . C9 C 0.2598(5) 0.4590(5) -0.1798(6) 0.0415(18) Uani 1 1 d . . . H9 H 0.2802 0.4066 -0.1595 0.050 Uiso 1 1 calc R . . C10 C 0.1119(6) 0.3965(6) -0.2956(9) 0.073(3) Uani 1 1 d . . . C11 C 0.012(2) 0.4216(19) -0.311(3) 0.100(10) Uiso 0.50 1 d P . . C12 C 0.1397(15) 0.3182(15) -0.2286(19) 0.082(6) Uiso 0.50 1 d P . . C13 C 0.1255(15) 0.3757(15) -0.414(2) 0.075(6) Uiso 0.50 1 d P . . C14 C 0.1666(5) 0.7028(5) -0.2747(8) 0.058(2) Uani 1 1 d . . . C15 C 0.0661(14) 0.7055(13) -0.3427(18) 0.071(5) Uiso 0.50 1 d P . . C16 C 0.1657(16) 0.7435(14) -0.1613(19) 0.070(6) Uiso 0.50 1 d P . . C17 C 0.2245(19) 0.7433(19) -0.336(2) 0.109(9) Uiso 0.50 1 d P . . C18 C 0.5644(4) 0.5594(4) 0.2252(5) 0.0342(16) Uani 1 1 d . . . C19 C 0.5652(5) 0.6437(4) 0.2418(6) 0.0406(17) Uani 1 1 d . . . H19 H 0.5449 0.6782 0.1820 0.049 Uiso 1 1 calc R . . C20 C 0.5958(5) 0.6755(5) 0.3456(6) 0.0444(19) Uani 1 1 d . . . C21 C 0.6281(5) 0.6212(5) 0.4326(6) 0.050(2) Uani 1 1 d . . . H21 H 0.6504 0.6419 0.5031 0.060 Uiso 1 1 calc R . . C22 C 0.6284(5) 0.5374(5) 0.4186(6) 0.0448(19) Uani 1 1 d . . . C23 C 0.5948(5) 0.5076(4) 0.3126(5) 0.0355(16) Uani 1 1 d . . . H23 H 0.5929 0.4519 0.3008 0.043 Uiso 1 1 calc R . . C24 C 0.6683(6) 0.4807(6) 0.5155(6) 0.060(2) Uani 1 1 d . . . C25 C 0.7724(16) 0.4821(17) 0.543(2) 0.090(7) Uiso 0.50 1 d P . . C26 C 0.6292(17) 0.3926(15) 0.492(2) 0.088(7) Uiso 0.50 1 d P . . C27 C 0.646(2) 0.5097(18) 0.616(2) 0.108(8) Uiso 0.50 1 d P . . C28 C 0.5959(7) 0.7667(6) 0.3659(7) 0.067(3) Uani 1 1 d . . . C29 C 0.545(2) 0.7825(19) 0.451(3) 0.114(9) Uiso 0.50 1 d P . . C30 C 0.5447(18) 0.8159(15) 0.261(2) 0.091(7) Uiso 0.50 1 d P . . C31 C 0.6912(19) 0.7985(17) 0.421(2) 0.104(8) Uiso 0.50 1 d P . . C50 C 0.0586(18) 0.5283(17) 0.976(2) 0.199(9) Uiso 1 1 d . . . C51 C 0.101(2) 0.463(2) 1.059(3) 0.257(13) Uiso 1 1 d . . . C52 C -0.028(3) 0.5728(19) 0.916(3) 0.256(14) Uiso 1 1 d . . . C11A C 0.0153(14) 0.4175(13) -0.3593(19) 0.068(5) Uiso 0.50 1 d P . . C12A C 0.1114(15) 0.3434(15) -0.1909(19) 0.083(6) Uiso 0.50 1 d P . . C13A C 0.141(2) 0.346(2) -0.367(3) 0.119(10) Uiso 0.50 1 d P . . C15A C 0.090(2) 0.7083(19) -0.389(3) 0.109(9) Uiso 0.50 1 d P . . C16A C 0.126(3) 0.739(3) -0.191(4) 0.158(17) Uiso 0.50 1 d P . . C17A C 0.2390(13) 0.7614(13) -0.2761(18) 0.066(5) Uiso 0.50 1 d P . . C25A C 0.7522(17) 0.4386(16) 0.507(2) 0.089(7) Uiso 0.50 1 d P . . C26A C 0.5989(17) 0.4236(15) 0.523(2) 0.087(7) Uiso 0.50 1 d P . . C27A C 0.7023(18) 0.5271(16) 0.628(2) 0.091(7) Uiso 0.50 1 d P . . C29A C 0.504(2) 0.7873(19) 0.379(3) 0.120(10) Uiso 0.50 1 d P . . C30A C 0.6075(16) 0.8157(15) 0.271(2) 0.086(7) Uiso 0.50 1 d P . . C31A C 0.6644(17) 0.7906(15) 0.475(2) 0.092(7) Uiso 0.50 1 d P . . 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 0.0466(3) 0.0931(5) 0.0451(4) -0.0155(3) 0.0174(2) 0.0121(3) C1 0.038(4) 0.033(4) 0.033(4) -0.001(3) 0.015(3) 0.000(3) C2 0.041(4) 0.027(4) 0.024(3) 0.002(3) 0.004(3) 0.000(3) C3 0.039(4) 0.023(4) 0.024(3) -0.001(3) 0.008(3) -0.002(3) C4 0.031(3) 0.041(4) 0.027(3) -0.004(3) 0.005(3) -0.003(3) C5 0.033(4) 0.041(5) 0.040(4) -0.005(3) 0.005(3) -0.004(3) C6 0.040(4) 0.041(4) 0.044(4) -0.002(4) 0.012(3) 0.004(3) C7 0.030(4) 0.058(5) 0.053(5) 0.002(4) 0.007(3) 0.001(4) C8 0.037(4) 0.047(5) 0.044(4) -0.001(4) 0.004(3) -0.012(4) C9 0.046(4) 0.036(4) 0.035(4) 0.003(3) 0.005(3) -0.007(3) C10 0.053(5) 0.053(6) 0.091(7) 0.007(5) 0.000(5) -0.021(4) C14 0.041(4) 0.047(5) 0.071(6) 0.006(4) 0.001(4) 0.014(4) C18 0.038(4) 0.033(4) 0.030(4) -0.002(3) 0.010(3) 0.000(3) C19 0.056(5) 0.030(4) 0.028(4) -0.002(3) 0.006(3) 0.006(3) C20 0.056(5) 0.035(4) 0.033(4) -0.009(3) 0.006(4) 0.006(4) C21 0.062(5) 0.060(5) 0.024(4) -0.008(4) 0.009(4) 0.003(4) C22 0.054(5) 0.046(5) 0.033(4) 0.002(4) 0.014(3) 0.012(4) C23 0.050(4) 0.025(4) 0.029(4) 0.001(3) 0.011(3) 0.009(3) C24 0.084(6) 0.061(6) 0.033(4) 0.013(4) 0.017(4) 0.018(5) C28 0.090(7) 0.047(5) 0.052(5) -0.016(4) 0.011(5) 0.009(5) _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 2.116(7) . ? C1 C2 1.398(9) . ? C1 C3 1.406(9) . ? C2 C3 1.403(9) 3_665 ? C2 C18 1.508(9) . ? C3 C2 1.403(9) 3_665 ? C3 C4 1.496(9) . ? C4 C9 1.386(10) . ? C4 C5 1.385(10) . ? C5 C6 1.396(10) . ? C6 C7 1.409(11) . ? C6 C14 1.527(11) . ? C7 C8 1.391(11) . ? C8 C9 1.375(10) . ? C8 C10 1.558(11) . ? C10 C13A 1.46(3) . ? C10 C12 1.54(3) . ? C10 C11A 1.53(2) . ? C10 C12A 1.63(3) . ? C10 C13 1.68(3) . ? C10 C11 1.62(3) . ? C11 C11A 0.66(3) . ? C12 C12A 0.89(3) . ? C12 C13A 1.88(4) . ? C13 C13A 0.76(4) . ? C14 C15 1.55(2) . ? C14 C17A 1.53(2) . ? C14 C17 1.59(3) . ? C14 C16A 1.58(5) . ? C14 C15A 1.57(3) . ? C14 C16 1.64(2) . ? C15 C15A 0.83(3) . ? C15 C16A 1.96(5) . ? C16 C16A 0.62(5) . ? C17 C17A 0.79(3) . ? C18 C23 1.373(9) . ? C18 C19 1.407(10) . ? C19 C20 1.376(10) . ? C20 C21 1.397(11) . ? C20 C28 1.528(12) . ? C21 C22 1.396(12) . ? C22 C23 1.390(10) . ? C22 C24 1.524(11) . ? C24 C26A 1.50(3) . ? C24 C26 1.57(3) . ? C24 C27 1.57(3) . ? C24 C25A 1.57(3) . ? C24 C25 1.60(3) . ? C24 C27A 1.58(3) . ? C25 C25A 0.86(3) . ? C25 C27A 2.00(4) . ? C26 C26A 0.90(3) . ? C27 C27A 0.92(3) . ? C27 C26A 1.85(4) . ? C28 C31A 1.52(3) . ? C28 C31 1.55(3) . ? C28 C30 1.56(3) . ? C28 C30A 1.56(3) . ? C28 C29A 1.60(3) . ? C28 C29 1.63(3) . ? C29 C29A 0.95(4) . ? C29 C31A 1.85(4) . ? C30 C30A 0.98(3) . ? C30 C29A 1.95(4) . ? C31 C31A 0.97(3) . ? C31 C30A 1.97(4) . ? C50 C52 1.53(3) . ? C50 C51 1.51(3) . ? C51 C52 1.47(4) 3_567 ? C52 C51 1.47(4) 3_567 ? 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 C1 C3 122.9(6) . . ? C2 C1 I1 118.2(5) . . ? C3 C1 I1 118.8(5) . . ? C1 C2 C3 118.4(6) . 3_665 ? C1 C2 C18 123.0(6) . . ? C3 C2 C18 118.6(6) 3_665 . ? C2 C3 C1 118.7(6) 3_665 . ? C2 C3 C4 120.7(6) 3_665 . ? C1 C3 C4 120.5(6) . . ? C9 C4 C5 118.6(6) . . ? C9 C4 C3 120.9(6) . . ? C5 C4 C3 120.5(6) . . ? C6 C5 C4 122.3(7) . . ? C5 C6 C7 116.8(7) . . ? C5 C6 C14 121.5(7) . . ? C7 C6 C14 121.7(7) . . ? C8 C7 C6 121.9(7) . . ? C9 C8 C7 118.5(7) . . ? C9 C8 C10 121.0(7) . . ? C7 C8 C10 120.3(7) . . ? C8 C9 C4 121.8(7) . . ? C13A C10 C12 77.9(18) . . ? C13A C10 C11A 106.3(17) . . ? C12 C10 C11A 122.5(13) . . ? C13A C10 C8 113.5(15) . . ? C12 C10 C8 114.3(11) . . ? C11A C10 C8 115.4(11) . . ? C13A C10 C12A 109.5(18) . . ? C12 C10 C12A 32.4(10) . . ? C11A C10 C12A 105.6(13) . . ? C8 C10 C12A 106.2(11) . . ? C13A C10 C13 26.7(14) . . ? C12 C10 C13 104.4(15) . . ? C11A C10 C13 89.4(13) . . ? C8 C10 C13 104.4(10) . . ? C12A C10 C13 135.3(14) . . ? C13A C10 C11 127.4(19) . . ? C12 C10 C11 111.3(16) . . ? C11A C10 C11 24.0(12) . . ? C8 C10 C11 108.9(13) . . ? C12A C10 C11 86.3(16) . . ? C13 C10 C11 113.3(16) . . ? C11A C11 C10 71(4) . . ? C12A C12 C10 80(3) . . ? C12A C12 C13A 128(3) . . ? C10 C12 C13A 49.2(13) . . ? C13A C13 C10 60(3) . . ? C6 C14 C15 112.4(10) . . ? C6 C14 C17A 113.3(10) . . ? C15 C14 C17A 128.9(13) . . ? C6 C14 C17 108.4(13) . . ? C15 C14 C17 112.7(14) . . ? C17A C14 C17 29.5(11) . . ? C6 C14 C16A 111.0(19) . . ? C15 C14 C16A 77.2(18) . . ? C17A C14 C16A 106(2) . . ? C17 C14 C16A 131(2) . . ? C6 C14 C15A 113.5(13) . . ? C15 C14 C15A 30.6(11) . . ? C17A C14 C15A 107.6(15) . . ? C17 C14 C15A 84.5(16) . . ? C16A C14 C15A 105(2) . . ? C6 C14 C16 104.5(10) . . ? C15 C14 C16 99.3(13) . . ? C17A C14 C16 90.5(13) . . ? C17 C14 C16 119.2(15) . . ? C16A C14 C16 22.2(17) . . ? C15A C14 C16 125.5(15) . . ? C15A C15 C14 76(3) . . ? C15A C15 C16A 122(3) . . ? C14 C15 C16A 52.1(15) . . ? C16A C16 C14 74(5) . . ? C17A C17 C14 71(3) . . ? C23 C18 C19 120.3(6) . . ? C23 C18 C2 121.5(6) . . ? C19 C18 C2 118.2(6) . . ? C20 C19 C18 120.7(7) . . ? C19 C20 C21 117.5(7) . . ? C19 C20 C28 121.7(7) . . ? C21 C20 C28 120.8(7) . . ? C20 C21 C22 123.1(7) . . ? C23 C22 C21 117.6(7) . . ? C23 C22 C24 121.1(7) . . ? C21 C22 C24 121.3(7) . . ? C18 C23 C22 120.8(7) . . ? C26A C24 C22 109.5(12) . . ? C26A C24 C26 34.0(11) . . ? C22 C24 C26 112.5(11) . . ? C26A C24 C27 74.3(15) . . ? C22 C24 C27 111.1(12) . . ? C26 C24 C27 104.3(16) . . ? C26A C24 C25A 114.8(15) . . ? C22 C24 C25A 109.4(11) . . ? C26 C24 C25A 82.9(15) . . ? C27 C24 C25A 131.8(16) . . ? C26A C24 C25 139.0(15) . . ? C22 C24 C25 106.2(11) . . ? C26 C24 C25 112.2(15) . . ? C27 C24 C25 110.8(16) . . ? C25A C24 C25 31.4(11) . . ? C26A C24 C27A 105.4(15) . . ? C22 C24 C27A 112.7(11) . . ? C26 C24 C27A 127.9(15) . . ? C27 C24 C27A 34.1(12) . . ? C25A C24 C27A 105.1(15) . . ? C25 C24 C27A 78.2(14) . . ? C25A C25 C24 72(3) . . ? C25A C25 C27A 116(3) . . ? C24 C25 C27A 50.5(11) . . ? C26A C26 C24 68(2) . . ? C27A C27 C24 73(3) . . ? C27A C27 C26A 120(3) . . ? C24 C27 C26A 51.0(12) . . ? C31A C28 C20 112.0(12) . . ? C31A C28 C31 36.9(12) . . ? C20 C28 C31 110.7(13) . . ? C31A C28 C30 132.6(15) . . ? C20 C28 C30 113.2(11) . . ? C31 C28 C30 111.3(16) . . ? C31A C28 C30A 111.5(15) . . ? C20 C28 C30A 111.4(11) . . ? C31 C28 C30A 79.0(15) . . ? C30 C28 C30A 36.7(11) . . ? C31A C28 C29A 103.8(16) . . ? C20 C28 C29A 106.6(14) . . ? C31 C28 C29A 134.0(17) . . ? C30 C28 C29A 76.2(16) . . ? C30A C28 C29A 111.3(16) . . ? C31A C28 C29 71.9(16) . . ? C20 C28 C29 107.9(13) . . ? C31 C28 C29 107.1(17) . . ? C30 C28 C29 106.4(16) . . ? C30A C28 C29 134.8(16) . . ? C29A C28 C29 34.1(13) . . ? C29A C29 C28 71(3) . . ? C29A C29 C31A 119(4) . . ? C28 C29 C31A 51.3(12) . . ? C30A C30 C28 72(2) . . ? C30A C30 C29A 122(3) . . ? C28 C30 C29A 52.9(13) . . ? C31A C31 C28 70(2) . . ? C31A C31 C30A 115(3) . . ? C28 C31 C30A 50.7(12) . . ? C52 C50 C51 145(3) . . ? C52 C51 C50 104(3) 3_567 . ? C50 C52 C51 111(3) . 3_567 ? C11 C11A C10 85(4) . . ? C12 C12A C10 68(2) . . ? C13 C13A C10 93(4) . . ? C13 C13A C12 145(4) . . ? C10 C13A C12 52.9(14) . . ? C15 C15A C14 73(3) . . ? C16 C16A C14 84(6) . . ? C16 C16A C15 134(6) . . ? C14 C16A C15 50.7(15) . . ? C17 C17A C14 79(3) . . ? C25 C25A C24 76(3) . . ? C26 C26A C24 78(3) . . ? C26 C26A C27 125(3) . . ? C24 C26A C27 54.7(13) . . ? C27 C27A C24 73(3) . . ? C27 C27A C25 122(3) . . ? C24 C27A C25 51.4(11) . . ? C29 C29A C28 75(3) . . ? C29 C29A C30 120(4) . . ? C28 C29A C30 50.9(12) . . ? C30 C30A C28 72(2) . . ? C30 C30A C31 116(3) . . ? C28 C30A C31 50.3(12) . . ? C31 C31A C28 73(2) . . ? C31 C31A C29 127(3) . . ? C28 C31A C29 56.8(14) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 24.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.784 _refine_diff_density_min -0.973 _refine_diff_density_rms 0.123