# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #TrackingRef '- InAllyl3-revised.cif' # 1. SUBMISSION DETAILS _publ_contact_autor ; Jun Okuda Institute of Inorganic Chemistry RWTH Aachen University Landoltweg 1 D-52056 Aachen Germany ; _publ_contact_author_phone '+49 241 80 94645' _publ_contact_author_fax '+49 241 80 92644' _publ_contact_author_email jun.okuda@ac.rwth-aachen.de _publ_requested_coeditor_name ? #============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; ; loop_ _publ_author_name _publ_author_address I.Peckermann ; Institut fur Anorganische Chemie RWTH Aachen Landoltweg 1 D-52056 Aachen Germany ; G.Raabe ; Institut fur Organische Chemie RWTH Aachen Landoltweg 1 D-52056 Aachen Germany ; T.P.Spaniol ; Institut fur Anorganische Chemie RWTH Aachen Landoltweg 1 D-52056 Aachen Germany ; J.Okuda ; Institut fur Anorganische Chemie RWTH Aachen Landoltweg 1 D-52056 Aachen Germany ; _publ_contact_author_name 'Jun Okuda' _publ_contact_author_address ; Institut fur Anorganische Chemie RWTH Aachen Landoltweg 1 Aachen D-52056 Germany ; _publ_contact_letter ; These three crystal structures are a part of a manuscript that is sent for publication in the Journal 'Chemical Communications. The individual structures are separated from each other by the sequence #===END at the beginning of a line. ; #================================================== data_1a _database_code_depnum_ccdc_archive 'CCDC 806342' #TrackingRef '- InAllyl3-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H23 In O2' _chemical_formula_sum 'C13 H23 In O2' _chemical_formula_weight 326.13 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 orthorhombic _symmetry_space_group_name_H-M 'P b c a' _space_group_name_Hall '-P 2ac 2ab' 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' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3250(11) _cell_length_b 12.7450(12) _cell_length_c 15.7313(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2872.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2516 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 23.63 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.632 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7919 _exptl_absorpt_correction_T_max 0.8538 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30534 _diffrn_reflns_av_R_equivalents 0.0648 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 30.77 _reflns_number_total 4278 _reflns_number_gt 2632 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (2001)' _computing_cell_refinement 'Bruker SMART (2001)' _computing_data_reduction 'Bruker SAINT+ (1999)' _computing_structure_solution 'SIR-92 (Altomare 1992)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2007)' _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^)+(0.0280P)^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 4278 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0734 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0574 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _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 O1 O 0.55538(12) 0.21653(14) 0.27704(10) 0.0170(4) Uani 1 1 d . . . O2 O 0.55833(13) 0.21756(15) 0.45698(10) 0.0168(4) Uani 1 1 d . . . In In 0.563729(11) 0.245455(13) 0.117775(9) 0.01193(6) Uani 1 1 d . . . C1 C 0.71704(18) 0.2625(2) 0.12716(14) 0.0152(5) Uani 1 1 d . . . H1A H 0.7397(19) 0.204(2) 0.1534(17) 0.018 Uiso 1 1 d . . . H1B H 0.7414(19) 0.2676(19) 0.0752(18) 0.018 Uiso 1 1 d . . . C2 C 0.74141(19) 0.3550(2) 0.17881(16) 0.0173(6) Uani 1 1 d . . . H2 H 0.7275(18) 0.349(2) 0.2390(16) 0.021 Uiso 1 1 d . . . C3 C 0.7762(2) 0.4439(2) 0.1510(2) 0.0252(7) Uani 1 1 d . . . H3A H 0.7906(19) 0.457(2) 0.0904(19) 0.030 Uiso 1 1 d . . . H3B H 0.7847(19) 0.503(2) 0.1882(19) 0.030 Uiso 1 1 d . . . C4 C 0.4778(2) 0.3859(2) 0.13510(16) 0.0164(6) Uani 1 1 d . . . H4A H 0.5089(19) 0.443(2) 0.1070(16) 0.020 Uiso 1 1 d . . . H4B H 0.4767(18) 0.401(2) 0.1945(17) 0.020 Uiso 1 1 d . . . C5 C 0.38193(19) 0.3751(2) 0.10197(17) 0.0176(6) Uani 1 1 d . . . H5 H 0.3399(19) 0.323(2) 0.1368(15) 0.021 Uiso 1 1 d . . . C6 C 0.3478(2) 0.4193(3) 0.03296(18) 0.0244(7) Uani 1 1 d . . . H6A H 0.380(2) 0.467(2) 0.0003(18) 0.029 Uiso 1 1 d . . . H6B H 0.289(2) 0.412(2) 0.0138(18) 0.029 Uiso 1 1 d . . . C7 C 0.51217(19) 0.0860(2) 0.09816(17) 0.0151(5) Uani 1 1 d . . . H7A H 0.5433(19) 0.050(2) 0.1450(16) 0.018 Uiso 1 1 d . . . H7B H 0.5384(18) 0.066(2) 0.0494(16) 0.018 Uiso 1 1 d . . . C8 C 0.41037(19) 0.0723(2) 0.09908(17) 0.0178(6) Uani 1 1 d . . . H8 H 0.3804(19) 0.093(2) 0.0483(17) 0.021 Uiso 1 1 d . . . C9 C 0.3601(2) 0.0289(2) 0.16081(19) 0.0228(6) Uani 1 1 d . . . H9A H 0.293(2) 0.024(2) 0.1568(18) 0.027 Uiso 1 1 d . . . H9B H 0.389(2) 0.004(2) 0.2090(18) 0.027 Uiso 1 1 d . . . C10 C 0.62625(19) 0.1626(2) 0.32393(15) 0.0168(6) Uani 1 1 d . . . H10A H 0.6850 0.1619 0.2907 0.020 Uiso 1 1 calc R . . H10B H 0.6068 0.0890 0.3336 0.020 Uiso 1 1 calc R . . C11 C 0.64277(19) 0.2156(2) 0.40818(16) 0.0183(6) Uani 1 1 d . . . H11A H 0.6917 0.1774 0.4400 0.022 Uiso 1 1 calc R . . H11B H 0.6648 0.2883 0.3986 0.022 Uiso 1 1 calc R . . C12 C 0.48633(17) 0.2712(2) 0.40965(15) 0.0158(6) Uani 1 1 d . . . H12A H 0.5053 0.3449 0.3996 0.019 Uiso 1 1 calc R . . H12B H 0.4277 0.2717 0.4430 0.019 Uiso 1 1 calc R . . C13 C 0.47016(18) 0.2171(2) 0.32562(15) 0.0183(6) Uani 1 1 d . . . H13A H 0.4491 0.1442 0.3356 0.022 Uiso 1 1 calc R . . H13B H 0.4208 0.2543 0.2935 0.022 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 O1 0.0145(10) 0.0252(10) 0.0114(8) 0.0018(7) 0.0007(7) 0.0050(8) O2 0.0131(10) 0.0256(10) 0.0118(8) 0.0006(6) 0.0002(7) 0.0035(8) In 0.00967(9) 0.01382(10) 0.01230(8) -0.00126(7) -0.00023(6) -0.00065(9) C1 0.0101(11) 0.0199(16) 0.0156(11) 0.0009(11) -0.0004(9) 0.0023(11) C2 0.0140(15) 0.0216(15) 0.0161(12) -0.0004(10) -0.0010(10) 0.0004(11) C3 0.0202(17) 0.0230(17) 0.0322(16) -0.0030(13) 0.0024(13) -0.0021(13) C4 0.0180(15) 0.0143(14) 0.0169(13) -0.0008(10) 0.0013(11) 0.0002(11) C5 0.0143(15) 0.0170(14) 0.0214(13) -0.0028(11) 0.0026(11) 0.0013(11) C6 0.0205(18) 0.0273(18) 0.0255(16) 0.0014(12) -0.0029(13) 0.0054(14) C7 0.0128(14) 0.0149(14) 0.0178(13) -0.0018(10) 0.0007(11) 0.0008(11) C8 0.0157(15) 0.0182(14) 0.0194(13) -0.0030(11) -0.0034(11) -0.0002(11) C9 0.0167(16) 0.0244(17) 0.0273(15) 0.0014(13) -0.0013(12) 0.0001(13) C10 0.0171(15) 0.0176(15) 0.0156(13) 0.0025(10) 0.0018(10) 0.0050(11) C11 0.0141(14) 0.0250(15) 0.0159(12) 0.0008(11) 0.0017(10) -0.0004(11) C12 0.0111(13) 0.0201(15) 0.0161(11) 0.0003(10) 0.0013(9) 0.0030(10) C13 0.0101(13) 0.0293(16) 0.0156(12) -0.0004(10) 0.0004(10) 0.0003(11) _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 O1 C10 1.431(3) . ? O1 C13 1.440(3) . ? O1 In 2.5353(16) . ? O2 C11 1.433(3) . ? O2 C12 1.444(3) . ? O2 In 2.5743(16) 8_566 ? In C7 2.185(3) . ? In C4 2.190(3) . ? In C1 2.212(3) . ? In O2 2.5743(16) 8_565 ? C1 C2 1.474(3) . ? C1 H1A 0.91(3) . ? C1 H1B 0.89(3) . ? C2 C3 1.313(4) . ? C2 H2 0.97(2) . ? C3 H3A 0.99(3) . ? C3 H3B 0.96(3) . ? C4 C5 1.475(4) . ? C4 H4A 0.96(3) . ? C4 H4B 0.95(3) . ? C5 C6 1.317(4) . ? C5 H5 1.05(3) . ? C6 H6A 0.92(3) . ? C6 H6B 0.90(3) . ? C7 C8 1.469(4) . ? C7 H7A 0.98(3) . ? C7 H7B 0.89(3) . ? C8 C9 1.329(4) . ? C8 H8 0.94(3) . ? C9 H9A 0.96(3) . ? C9 H9B 0.92(3) . ? C10 C11 1.507(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.509(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? 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 C10 O1 C13 109.29(18) . . ? C10 O1 In 123.08(14) . . ? C13 O1 In 124.30(14) . . ? C11 O2 C12 109.56(18) . . ? C11 O2 In 120.28(14) . 8_566 ? C12 O2 In 116.18(13) . 8_566 ? C7 In C4 126.02(11) . . ? C7 In C1 115.89(10) . . ? C4 In C1 118.02(10) . . ? C7 In O1 89.33(8) . . ? C4 In O1 88.24(8) . . ? C1 In O1 89.72(7) . . ? C7 In O2 91.23(8) . 8_565 ? C4 In O2 87.46(8) . 8_565 ? C1 In O2 94.44(7) . 8_565 ? O1 In O2 175.06(6) . 8_565 ? C2 C1 In 110.52(17) . . ? C2 C1 H1A 108.4(17) . . ? In C1 H1A 107.8(17) . . ? C2 C1 H1B 110.8(17) . . ? In C1 H1B 109.5(17) . . ? H1A C1 H1B 110(2) . . ? C3 C2 C1 126.6(3) . . ? C3 C2 H2 117.9(16) . . ? C1 C2 H2 115.4(16) . . ? C2 C3 H3A 122.8(16) . . ? C2 C3 H3B 121.4(18) . . ? H3A C3 H3B 116(2) . . ? C5 C4 In 113.80(17) . . ? C5 C4 H4A 109.9(16) . . ? In C4 H4A 107.4(17) . . ? C5 C4 H4B 110.5(16) . . ? In C4 H4B 107.4(16) . . ? H4A C4 H4B 108(2) . . ? C6 C5 C4 126.7(3) . . ? C6 C5 H5 119.2(14) . . ? C4 C5 H5 114.1(14) . . ? C5 C6 H6A 123.7(19) . . ? C5 C6 H6B 125.3(19) . . ? H6A C6 H6B 111(3) . . ? C8 C7 In 116.42(18) . . ? C8 C7 H7A 112.9(16) . . ? In C7 H7A 100.4(16) . . ? C8 C7 H7B 113.2(17) . . ? In C7 H7B 103.9(18) . . ? H7A C7 H7B 109(2) . . ? C9 C8 C7 126.5(3) . . ? C9 C8 H8 119.1(17) . . ? C7 C8 H8 114.3(17) . . ? C8 C9 H9A 121.4(17) . . ? C8 C9 H9B 120.3(18) . . ? H9A C9 H9B 118(2) . . ? O1 C10 C11 110.4(2) . . ? O1 C10 H10A 109.6 . . ? C11 C10 H10A 109.6 . . ? O1 C10 H10B 109.6 . . ? C11 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? O2 C11 C10 110.3(2) . . ? O2 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? O2 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? O2 C12 C13 110.2(2) . . ? O2 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? O2 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? O1 C13 C12 109.7(2) . . ? O1 C13 H13A 109.7 . . ? C12 C13 H13A 109.7 . . ? O1 C13 H13B 109.7 . . ? C12 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 O1 In C7 81.21(19) . . . . ? C13 O1 In C7 -75.97(19) . . . . ? C10 O1 In C4 -152.73(19) . . . . ? C13 O1 In C4 50.09(19) . . . . ? C10 O1 In C1 -34.69(19) . . . . ? C13 O1 In C1 168.13(19) . . . . ? C7 In C1 C2 -152.78(17) . . . . ? C4 In C1 C2 24.2(2) . . . . ? O1 In C1 C2 -63.66(17) . . . . ? O2 In C1 C2 113.69(17) 8_565 . . . ? In C1 C2 C3 -107.8(3) . . . . ? C7 In C4 C5 -21.5(2) . . . . ? C1 In C4 C5 161.82(18) . . . . ? O1 In C4 C5 -109.43(19) . . . . ? O2 In C4 C5 68.14(19) 8_565 . . . ? In C4 C5 C6 -107.0(3) . . . . ? C4 In C7 C8 -1.7(3) . . . . ? C1 In C7 C8 174.97(18) . . . . ? O1 In C7 C8 85.6(2) . . . . ? O2 In C7 C8 -89.5(2) 8_565 . . . ? In C7 C8 C9 -106.3(3) . . . . ? C13 O1 C10 C11 -59.3(3) . . . . ? In O1 C10 C11 140.53(17) . . . . ? C12 O2 C11 C10 -58.0(3) . . . . ? In O2 C11 C10 163.47(15) 8_566 . . . ? O1 C10 C11 O2 59.1(3) . . . . ? C11 O2 C12 C13 58.4(3) . . . . ? In O2 C12 C13 -161.12(16) 8_566 . . . ? C10 O1 C13 C12 59.4(3) . . . . ? In O1 C13 C12 -140.73(17) . . . . ? O2 C12 C13 O1 -59.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.916 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.119 #==END data_1b _database_code_depnum_ccdc_archive 'CCDC 806343' #TrackingRef '- InAllyl3-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H21 In' _chemical_formula_sum 'C12 H21 In' _chemical_formula_weight 280.11 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' _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 11.9647(9) _cell_length_b 9.9110(9) _cell_length_c 10.7594(11) _cell_angle_alpha 90.00 _cell_angle_beta 95.407(4) _cell_angle_gamma 90.00 _cell_volume 1270.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6014 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 28.22 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 1.821 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6691 _exptl_absorpt_correction_T_max 0.8389 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21109 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.23 _reflns_number_total 3137 _reflns_number_gt 2965 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (2001)' _computing_cell_refinement 'Bruker SMART (2001)' _computing_data_reduction 'Bruker SAINT+ (1999)' _computing_structure_solution 'SIR-92 (Altomare 1992)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2007)' _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^)+(0.0272P)^2^+0.5584P] 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 3137 _refine_ls_number_parameters 180 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0200 _refine_ls_R_factor_gt 0.0185 _refine_ls_wR_factor_ref 0.0480 _refine_ls_wR_factor_gt 0.0462 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 In1 In 0.242195(8) 0.640645(11) 0.260303(9) 0.01678(5) Uani 1 1 d . . . C1 C 0.27105(15) 0.77425(17) 0.09566(15) 0.0220(3) Uani 1 1 d . . . H1A H 0.2139(19) 0.839(2) 0.096(2) 0.026(5) Uiso 1 1 d . . . H1B H 0.3426(19) 0.812(2) 0.120(2) 0.028(5) Uiso 1 1 d . . . C2 C 0.27065(13) 0.69033(16) -0.01431(14) 0.0195(3) Uani 1 1 d . . . C3 C 0.18146(15) 0.67964(19) -0.10361(16) 0.0239(3) Uani 1 1 d . . . H3A H 0.1121(16) 0.724(2) -0.0908(18) 0.022(5) Uiso 1 1 d . . . H3B H 0.1795(19) 0.609(2) -0.163(2) 0.032(6) Uiso 1 1 d . . . C4 C 0.37447(17) 0.6069(2) -0.02736(18) 0.0295(4) Uani 1 1 d . . . H4A H 0.372(2) 0.566(2) -0.109(2) 0.043(6) Uiso 1 1 d . . . H4B H 0.3771(19) 0.535(2) 0.032(2) 0.040(6) Uiso 1 1 d . . . H4C H 0.441(2) 0.662(3) -0.011(3) 0.054(8) Uiso 1 1 d . . . C5 C 0.39736(13) 0.53998(17) 0.33895(16) 0.0222(3) Uani 1 1 d . . . H5A H 0.4488(19) 0.546(2) 0.278(2) 0.037(6) Uiso 1 1 d . . . H5B H 0.4246(17) 0.588(2) 0.414(2) 0.028(5) Uiso 1 1 d . . . C6 C 0.37507(13) 0.39552(17) 0.36556(16) 0.0225(3) Uani 1 1 d . . . C7 C 0.3955(2) 0.2961(2) 0.2837(2) 0.0476(6) Uani 1 1 d . . . H7A H 0.370(2) 0.206(3) 0.300(3) 0.061(8) Uiso 1 1 d . . . H7B H 0.431(2) 0.311(2) 0.219(2) 0.042(6) Uiso 1 1 d . . . C8 C 0.32732(17) 0.36474(19) 0.48163(18) 0.0315(4) Uani 1 1 d . . . H8A H 0.3211 0.2667 0.4907 0.047 Uiso 1 1 calc R . . H8B H 0.2526 0.4056 0.4804 0.047 Uiso 1 1 calc R . . H8C H 0.3760 0.4012 0.5520 0.047 Uiso 1 1 calc R . . C9 C 0.08774(15) 0.51815(18) 0.24876(19) 0.0284(4) Uani 1 1 d . . . H9A H 0.092(2) 0.472(3) 0.180(2) 0.047(7) Uiso 1 1 d . . . H9B H 0.093(2) 0.461(3) 0.326(2) 0.051(7) Uiso 1 1 d . . . C10 C -0.01723(14) 0.59644(16) 0.24262(15) 0.0225(3) Uani 1 1 d . . . C11 C -0.07951(18) 0.6111(2) 0.3390(2) 0.0365(4) Uani 1 1 d . . . H11A H -0.056(2) 0.563(3) 0.408(2) 0.051(7) Uiso 1 1 d . . . H11B H -0.153(3) 0.667(3) 0.333(3) 0.065(9) Uiso 1 1 d . . . C12 C -0.05220(15) 0.66493(19) 0.12109(17) 0.0286(4) Uani 1 1 d . . . H12A H 0.0041 0.7326 0.1040 0.043 Uiso 1 1 calc R . . H12B H -0.1249 0.7092 0.1259 0.043 Uiso 1 1 calc R . . H12C H -0.0587 0.5979 0.0538 0.043 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 In1 0.01880(7) 0.01951(7) 0.01175(7) 0.00067(3) -0.00004(4) 0.00109(3) C1 0.0278(8) 0.0234(8) 0.0150(7) 0.0020(6) 0.0037(6) 0.0026(6) C2 0.0242(7) 0.0195(7) 0.0154(7) 0.0038(6) 0.0055(6) 0.0007(6) C3 0.0280(8) 0.0275(8) 0.0161(7) 0.0031(6) 0.0022(6) -0.0042(7) C4 0.0342(10) 0.0324(9) 0.0229(9) 0.0029(7) 0.0073(7) 0.0116(8) C5 0.0182(7) 0.0263(8) 0.0217(8) 0.0009(6) 0.0002(6) 0.0007(6) C6 0.0174(7) 0.0264(8) 0.0224(8) 0.0013(6) -0.0045(6) 0.0024(6) C7 0.0684(16) 0.0321(11) 0.0461(13) -0.0054(10) 0.0250(12) 0.0007(11) C8 0.0310(10) 0.0389(10) 0.0241(9) 0.0059(7) 0.0004(7) -0.0079(7) C9 0.0254(8) 0.0241(8) 0.0345(10) 0.0020(7) -0.0032(7) -0.0013(7) C10 0.0217(7) 0.0235(8) 0.0215(8) -0.0015(6) -0.0014(6) -0.0051(6) C11 0.0312(10) 0.0515(12) 0.0273(10) -0.0028(9) 0.0059(8) -0.0125(9) C12 0.0267(9) 0.0327(9) 0.0255(9) 0.0038(7) -0.0017(7) 0.0034(7) _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 C9 2.2048(18) . ? In1 C5 2.2050(16) . ? In1 C1 2.2641(16) . ? In1 C3 2.4586(17) 4_576 ? C1 C2 1.446(2) . ? C1 H1A 0.94(2) . ? C1 H1B 0.95(2) . ? C2 C3 1.371(2) . ? C2 C4 1.510(2) . ? C3 In1 2.4586(17) 4_575 ? C3 H3A 0.96(2) . ? C3 H3B 0.94(2) . ? C4 H4A 0.97(2) . ? C4 H4B 0.95(2) . ? C4 H4C 0.97(3) . ? C5 C6 1.489(2) . ? C5 H5A 0.94(2) . ? C5 H5B 0.96(2) . ? C6 C7 1.359(3) . ? C6 C8 1.454(3) . ? C7 H7A 0.97(3) . ? C7 H7B 0.86(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.472(2) . ? C9 H9A 0.88(3) . ? C9 H9B 1.01(3) . ? C10 C11 1.340(3) . ? C10 C12 1.498(2) . ? C11 H11A 0.90(3) . ? C11 H11B 1.04(3) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 C9 In1 C5 116.32(7) . . ? C9 In1 C1 117.82(7) . . ? C5 In1 C1 112.33(6) . . ? C9 In1 C3 98.01(7) . 4_576 ? C5 In1 C3 112.62(6) . 4_576 ? C1 In1 C3 96.76(6) . 4_576 ? C2 C1 In1 108.35(11) . . ? C2 C1 H1A 116.7(13) . . ? In1 C1 H1A 103.6(13) . . ? C2 C1 H1B 112.7(14) . . ? In1 C1 H1B 102.7(13) . . ? H1A C1 H1B 111.4(18) . . ? C3 C2 C1 124.07(15) . . ? C3 C2 C4 119.04(16) . . ? C1 C2 C4 116.86(15) . . ? C2 C3 In1 96.16(11) . 4_575 ? C2 C3 H3A 119.3(12) . . ? In1 C3 H3A 93.4(12) 4_575 . ? C2 C3 H3B 119.9(14) . . ? In1 C3 H3B 97.1(14) 4_575 . ? H3A C3 H3B 118.0(18) . . ? C2 C4 H4A 111.4(14) . . ? C2 C4 H4B 108.7(14) . . ? H4A C4 H4B 106.9(19) . . ? C2 C4 H4C 110.1(16) . . ? H4A C4 H4C 111(2) . . ? H4B C4 H4C 109(2) . . ? C6 C5 In1 110.44(10) . . ? C6 C5 H5A 109.6(14) . . ? In1 C5 H5A 106.6(14) . . ? C6 C5 H5B 111.6(12) . . ? In1 C5 H5B 107.6(12) . . ? H5A C5 H5B 110.9(18) . . ? C7 C6 C8 120.94(18) . . ? C7 C6 C5 121.72(18) . . ? C8 C6 C5 117.32(15) . . ? C6 C7 H7A 118.3(18) . . ? C6 C7 H7B 122.2(17) . . ? H7A C7 H7B 119(2) . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 In1 114.79(12) . . ? C10 C9 H9A 110.9(16) . . ? In1 C9 H9A 102.5(17) . . ? C10 C9 H9B 108.8(15) . . ? In1 C9 H9B 105.9(14) . . ? H9A C9 H9B 114(2) . . ? C11 C10 C9 123.81(18) . . ? C11 C10 C12 119.75(17) . . ? C9 C10 C12 116.42(15) . . ? C10 C11 H11A 114.9(17) . . ? C10 C11 H11B 122.9(17) . . ? H11A C11 H11B 122(2) . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 In1 C1 C2 -57.75(13) . . . . ? C5 In1 C1 C2 81.61(12) . . . . ? C3 In1 C1 C2 -160.52(11) 4_576 . . . ? In1 C1 C2 C3 101.80(16) . . . . ? In1 C1 C2 C4 -76.18(16) . . . . ? C1 C2 C3 In1 92.24(15) . . . 4_575 ? C4 C2 C3 In1 -89.82(15) . . . 4_575 ? C9 In1 C5 C6 4.03(15) . . . . ? C1 In1 C5 C6 -135.98(11) . . . . ? C3 In1 C5 C6 116.02(12) 4_576 . . . ? In1 C5 C6 C7 96.6(2) . . . . ? In1 C5 C6 C8 -81.68(16) . . . . ? C5 In1 C9 C10 157.81(12) . . . . ? C1 In1 C9 C10 -64.42(15) . . . . ? C3 In1 C9 C10 37.62(14) 4_576 . . . ? In1 C9 C10 C11 -104.39(19) . . . . ? In1 C9 C10 C12 74.07(18) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.23 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.957 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.077 #==END data_4 _database_code_depnum_ccdc_archive 'CCDC 806344' #TrackingRef '- InAllyl3-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H56 Cl4 In4 O4' _chemical_formula_sum 'C32 H56 Cl4 In4 O4' _chemical_formula_weight 1105.85 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' Cl Cl 0.1484 0.1585 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/c' _space_group_name_Hall '-P 2ybc' 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 13.681(5) _cell_length_b 18.530(6) _cell_length_c 17.295(6) _cell_angle_alpha 90.00 _cell_angle_beta 110.340(5) _cell_angle_gamma 90.00 _cell_volume 4111(2) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 6185 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 28.34 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.787 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 2.507 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5963 _exptl_absorpt_correction_T_max 0.6752 _exptl_absorpt_process_details 'Bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'INCOATEC microsource' _diffrn_radiation_monochromator 'multilayer optics' _diffrn_measurement_device_type 'APEX Area Detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 50674 _diffrn_reflns_av_R_equivalents 0.1434 _diffrn_reflns_av_sigmaI/netI 0.1158 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 29.05 _reflns_number_total 10641 _reflns_number_gt 5324 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (2001)' _computing_cell_refinement 'Bruker SMART (2001)' _computing_data_reduction 'Bruker SAINT+ (1999)' _computing_structure_solution 'SIR-92 (Altomare 1992)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 2007)' _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 carbon atoms C10, C11 and C12 that belong to a methylallyl fragment were refined with split positions as C10A, C10B, C11A, C11B, C12A, and C12B. These atoms were refined with isotropic displacement parameters. ; _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^)+(0.0599P)^2^+39.7946P] 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 10641 _refine_ls_number_parameters 404 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1622 _refine_ls_R_factor_gt 0.0725 _refine_ls_wR_factor_ref 0.2078 _refine_ls_wR_factor_gt 0.1553 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 O1 O 0.9148(5) 0.2513(4) 0.5286(5) 0.037(2) Uani 1 1 d . . . O2 O 0.6602(5) 0.2518(4) 0.4359(5) 0.0333(19) Uani 1 1 d . . . O3 O 0.7956(5) 0.1229(4) 0.3999(5) 0.0347(19) Uani 1 1 d . . . O4 O 0.7748(5) 0.1301(4) 0.5788(5) 0.0308(18) Uani 1 1 d . . . In1 In 0.91062(5) 0.19247(5) 0.63131(5) 0.0338(2) Uani 1 1 d . . . In2 In 0.78900(6) 0.32310(4) 0.47970(6) 0.0346(2) Uani 1 1 d . A . In3 In 0.66135(5) 0.18448(5) 0.34029(5) 0.0329(2) Uani 1 1 d . . . In4 In 0.78331(6) 0.05339(4) 0.49163(6) 0.0322(2) Uani 1 1 d . . . Cl1 Cl 0.7919(2) 0.30384(17) 0.6283(2) 0.0391(7) Uani 1 1 d . . . Cl2 Cl 0.7838(2) 0.28890(17) 0.3304(2) 0.0394(7) Uani 1 1 d . . . Cl3 Cl 0.58910(18) 0.08112(16) 0.40742(19) 0.0360(7) Uani 1 1 d . . . Cl4 Cl 0.98076(19) 0.08136(16) 0.57430(19) 0.0373(7) Uani 1 1 d . . . C1 C 1.0101(9) 0.1912(7) 0.7578(8) 0.039(3) Uani 1 1 d . . . H1A H 0.9729 0.2139 0.7915 0.047 Uiso 1 1 calc R . . H1B H 1.0247 0.1404 0.7760 0.047 Uiso 1 1 calc R . . C2 C 1.1086(9) 0.2287(8) 0.7730(8) 0.046(3) Uani 1 1 d . . . C3 C 1.1294(12) 0.2949(8) 0.8086(10) 0.062(4) Uani 1 1 d . . . H3A H 1.1936 0.3180 0.8150 0.074 Uiso 1 1 calc R . . H3B H 1.0797 0.3180 0.8273 0.074 Uiso 1 1 calc R . . C4 C 1.1853(9) 0.1940(9) 0.7449(10) 0.066(5) Uani 1 1 d . . . H4A H 1.1651 0.2000 0.6851 0.098 Uiso 1 1 calc R . . H4B H 1.1888 0.1425 0.7584 0.098 Uiso 1 1 calc R . . H4C H 1.2537 0.2161 0.7723 0.098 Uiso 1 1 calc R . . C5 C 1.0019(8) 0.2512(6) 0.5023(8) 0.037(3) Uani 1 1 d . . . H5A H 0.9772 0.2581 0.4418 0.044 Uiso 1 1 calc R . . H5B H 1.0363 0.2035 0.5146 0.044 Uiso 1 1 calc R . . C6 C 1.0807(8) 0.3087(7) 0.5424(8) 0.040(3) Uani 1 1 d . . . C7 C 1.0691(10) 0.3551(8) 0.5935(9) 0.053(4) Uani 1 1 d . . . H7A H 1.0081 0.3542 0.6079 0.063 Uiso 1 1 calc R . . H7B H 1.1214 0.3903 0.6171 0.063 Uiso 1 1 calc R . . C8 C 1.1743(9) 0.3034(8) 0.5159(10) 0.059(4) Uani 1 1 d . . . H8A H 1.2229 0.3426 0.5413 0.088 Uiso 1 1 calc R . . H8B H 1.1519 0.3074 0.4558 0.088 Uiso 1 1 calc R . . H8C H 1.2089 0.2569 0.5335 0.088 Uiso 1 1 calc R . . C9 C 0.7870(13) 0.4364(8) 0.4540(10) 0.064(4) Uani 1 1 d . . . H9A H 0.8565 0.4510 0.4539 0.076 Uiso 0.59(2) 1 calc PR A 1 H9B H 0.7359 0.4456 0.3982 0.076 Uiso 0.59(2) 1 calc PR A 1 H9C H 0.8274 0.4440 0.4171 0.076 Uiso 0.41(2) 1 calc PR A 2 H9D H 0.7139 0.4501 0.4226 0.076 Uiso 0.41(2) 1 calc PR A 2 C10A C 0.757(2) 0.4853(13) 0.5194(16) 0.045(6) Uiso 0.59(2) 1 d P A 1 C11A C 0.823(2) 0.5334(14) 0.5616(16) 0.058(7) Uiso 0.59(2) 1 d P A 1 H11A H 0.8075 0.5610 0.6022 0.069 Uiso 0.59(2) 1 calc PR A 1 H11B H 0.8864 0.5410 0.5521 0.069 Uiso 0.59(2) 1 calc PR A 1 C12A C 0.6567(17) 0.4725(12) 0.5337(14) 0.043(6) Uiso 0.59(2) 1 d P A 1 H12A H 0.6580 0.4246 0.5580 0.064 Uiso 0.59(2) 1 calc PR A 1 H12B H 0.5986 0.4752 0.4810 0.064 Uiso 0.59(2) 1 calc PR A 1 H12C H 0.6477 0.5093 0.5713 0.064 Uiso 0.59(2) 1 calc PR A 1 C10B C 0.827(3) 0.487(2) 0.523(2) 0.057(10) Uiso 0.41(2) 1 d P A 2 C11B C 0.921(3) 0.512(2) 0.556(2) 0.059(11) Uiso 0.41(2) 1 d P A 2 H11C H 0.9382 0.5423 0.6026 0.071 Uiso 0.41(2) 1 calc PR A 2 H11D H 0.9721 0.5001 0.5321 0.071 Uiso 0.41(2) 1 calc PR A 2 C12B C 0.741(3) 0.499(2) 0.551(2) 0.048(9) Uiso 0.41(2) 1 d P A 2 H12D H 0.7246 0.4550 0.5751 0.072 Uiso 0.41(2) 1 calc PR A 2 H12E H 0.6793 0.5142 0.5042 0.072 Uiso 0.41(2) 1 calc PR A 2 H12F H 0.7591 0.5376 0.5927 0.072 Uiso 0.41(2) 1 calc PR A 2 C13 C 0.5735(8) 0.2573(7) 0.4646(8) 0.035(3) Uani 1 1 d . . . H13A H 0.6002 0.2712 0.5235 0.042 Uiso 1 1 calc R . . H13B H 0.5407 0.2092 0.4606 0.042 Uiso 1 1 calc R . . C14 C 0.4911(9) 0.3110(7) 0.4177(8) 0.038(3) Uani 1 1 d . . . C15 C 0.5004(10) 0.3484(8) 0.3556(9) 0.054(4) Uani 1 1 d . . . H15A H 0.4480 0.3820 0.3269 0.065 Uiso 1 1 calc R . . H15B H 0.5596 0.3416 0.3396 0.065 Uiso 1 1 calc R . . C16 C 0.4030(9) 0.3165(8) 0.4486(9) 0.051(4) Uani 1 1 d . . . H16A H 0.4287 0.3343 0.5055 0.076 Uiso 1 1 calc R . . H16B H 0.3713 0.2689 0.4469 0.076 Uiso 1 1 calc R . . H16C H 0.3508 0.3501 0.4138 0.076 Uiso 1 1 calc R . . C17 C 0.5628(8) 0.1856(7) 0.2137(8) 0.040(3) Uani 1 1 d . . . H17A H 0.5381 0.2356 0.1982 0.048 Uiso 1 1 calc R . . H17B H 0.6043 0.1712 0.1794 0.048 Uiso 1 1 calc R . . C18 C 0.4695(9) 0.1365(8) 0.1944(8) 0.045(3) Uani 1 1 d . . . C19 C 0.4638(12) 0.0769(9) 0.1530(9) 0.066(4) Uani 1 1 d . . . H19A H 0.4037 0.0472 0.1402 0.079 Uiso 1 1 calc R . . H19B H 0.5198 0.0632 0.1356 0.079 Uiso 1 1 calc R . . C20 C 0.3864(10) 0.1619(9) 0.2237(9) 0.060(4) Uani 1 1 d . . . H20A H 0.3299 0.1263 0.2095 0.090 Uiso 1 1 calc R . . H20B H 0.3593 0.2081 0.1975 0.090 Uiso 1 1 calc R . . H20C H 0.4148 0.1681 0.2837 0.090 Uiso 1 1 calc R . . C21 C 0.8723(8) 0.1112(6) 0.3624(7) 0.033(3) Uani 1 1 d . . . H21A H 0.9386 0.0969 0.4056 0.039 Uiso 1 1 calc R . . H21B H 0.8846 0.1572 0.3381 0.039 Uiso 1 1 calc R . . C22 C 0.8426(9) 0.0556(7) 0.2979(8) 0.041(3) Uani 1 1 d . . . C23 C 0.7549(10) 0.0199(7) 0.2747(9) 0.049(3) Uani 1 1 d . . . H23A H 0.7047 0.0291 0.3000 0.059 Uiso 1 1 calc R . . H23B H 0.7412 -0.0154 0.2324 0.059 Uiso 1 1 calc R . . C24 C 0.9245(10) 0.0452(8) 0.2599(8) 0.048(3) Uani 1 1 d . . . H24A H 0.9132 -0.0010 0.2305 0.071 Uiso 1 1 calc R . . H24B H 0.9935 0.0452 0.3032 0.071 Uiso 1 1 calc R . . H24C H 0.9205 0.0846 0.2210 0.071 Uiso 1 1 calc R . . C25 C 0.7916(9) -0.0619(6) 0.4987(9) 0.045(3) Uani 1 1 d . . . H25A H 0.8370 -0.0791 0.4688 0.054 Uiso 1 1 calc R . . H25B H 0.8245 -0.0762 0.5572 0.054 Uiso 1 1 calc R . . C26 C 0.6908(9) -0.0977(7) 0.4647(9) 0.045(3) Uani 1 1 d . . . C27 C 0.6579(13) -0.1307(8) 0.3907(11) 0.067(5) Uani 1 1 d . . . H27A H 0.7012 -0.1315 0.3581 0.080 Uiso 1 1 calc R . . H27B H 0.5914 -0.1533 0.3712 0.080 Uiso 1 1 calc R . . C28 C 0.6255(9) -0.0972(8) 0.5174(9) 0.050(4) Uani 1 1 d . . . H28A H 0.6058 -0.0475 0.5245 0.075 Uiso 1 1 calc R . . H28B H 0.6650 -0.1179 0.5714 0.075 Uiso 1 1 calc R . . H28C H 0.5626 -0.1260 0.4912 0.075 Uiso 1 1 calc R . . C29 C 0.6975(7) 0.1244(7) 0.6160(7) 0.035(3) Uani 1 1 d . . . H29A H 0.6289 0.1172 0.5721 0.042 Uiso 1 1 calc R . . H29B H 0.6945 0.1705 0.6439 0.042 Uiso 1 1 calc R . . C30 C 0.7153(8) 0.0643(7) 0.6774(8) 0.038(3) Uani 1 1 d . . . C31 C 0.8020(10) 0.0267(8) 0.7054(10) 0.055(4) Uani 1 1 d . . . H31A H 0.8092 -0.0101 0.7452 0.066 Uiso 1 1 calc R . . H31B H 0.8575 0.0364 0.6858 0.066 Uiso 1 1 calc R . . C32 C 0.6242(10) 0.0531(8) 0.7043(9) 0.052(4) Uani 1 1 d . . . H32A H 0.5670 0.0311 0.6593 0.078 Uiso 1 1 calc R . . H32B H 0.6014 0.0997 0.7189 0.078 Uiso 1 1 calc R . . H32C H 0.6441 0.0212 0.7525 0.078 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 O1 0.014(3) 0.044(5) 0.054(6) 0.003(4) 0.014(4) -0.001(3) O2 0.018(4) 0.044(5) 0.039(5) 0.002(4) 0.012(4) -0.002(3) O3 0.015(3) 0.042(5) 0.050(5) -0.002(4) 0.015(4) 0.003(3) O4 0.014(3) 0.043(5) 0.038(5) 0.002(4) 0.012(3) 0.003(3) In1 0.0129(3) 0.0438(5) 0.0411(5) -0.0007(4) 0.0048(3) -0.0013(3) In2 0.0197(3) 0.0361(5) 0.0475(5) 0.0004(4) 0.0109(3) -0.0003(3) In3 0.0146(3) 0.0410(5) 0.0406(5) 0.0031(4) 0.0063(3) 0.0014(3) In4 0.0138(3) 0.0363(4) 0.0451(5) 0.0013(4) 0.0083(3) 0.0008(3) Cl1 0.0235(13) 0.0487(18) 0.0445(18) -0.0061(14) 0.0112(12) 0.0007(12) Cl2 0.0242(13) 0.0492(18) 0.0481(19) 0.0041(14) 0.0167(13) -0.0009(11) Cl3 0.0129(11) 0.0425(16) 0.0501(18) 0.0000(14) 0.0077(11) -0.0020(10) Cl4 0.0132(11) 0.0458(17) 0.0514(19) 0.0011(14) 0.0095(12) 0.0035(11) C1 0.028(6) 0.055(8) 0.038(7) -0.005(6) 0.017(5) -0.007(5) C2 0.020(5) 0.066(9) 0.049(8) 0.001(7) 0.008(5) -0.003(6) C3 0.048(8) 0.062(10) 0.072(11) -0.010(9) 0.018(8) -0.008(7) C4 0.019(6) 0.102(13) 0.071(11) -0.009(10) 0.009(7) 0.006(7) C5 0.023(5) 0.039(7) 0.045(8) -0.004(6) 0.009(5) -0.004(5) C6 0.015(5) 0.055(8) 0.039(7) 0.004(6) -0.003(5) -0.002(5) C7 0.031(7) 0.070(10) 0.060(10) -0.008(8) 0.020(7) -0.018(6) C8 0.019(6) 0.061(9) 0.092(12) 0.008(8) 0.015(7) -0.013(6) C9 0.075(11) 0.047(9) 0.059(10) 0.002(8) 0.010(9) -0.001(8) C13 0.020(5) 0.043(7) 0.042(7) 0.004(6) 0.011(5) -0.005(5) C14 0.024(5) 0.039(7) 0.049(8) -0.004(6) 0.009(5) 0.001(5) C15 0.037(7) 0.063(10) 0.063(10) 0.015(8) 0.017(7) 0.020(7) C16 0.027(6) 0.065(9) 0.063(10) -0.008(8) 0.019(6) 0.015(6) C17 0.021(5) 0.043(7) 0.055(8) 0.006(6) 0.012(5) 0.003(5) C18 0.023(6) 0.069(10) 0.033(7) 0.014(7) -0.001(5) -0.007(6) C19 0.054(9) 0.081(12) 0.051(10) -0.009(9) 0.005(8) -0.017(8) C20 0.023(6) 0.097(12) 0.049(9) 0.008(8) -0.002(6) 0.005(7) C21 0.017(5) 0.040(6) 0.045(7) 0.000(5) 0.014(5) 0.002(4) C22 0.029(6) 0.047(8) 0.044(7) -0.003(6) 0.011(5) 0.011(5) C23 0.038(7) 0.052(8) 0.063(10) -0.015(7) 0.025(7) 0.004(6) C24 0.044(7) 0.062(9) 0.033(7) 0.023(6) 0.009(6) 0.025(6) C25 0.026(6) 0.039(7) 0.074(10) 0.003(7) 0.023(6) 0.005(5) C26 0.027(6) 0.041(7) 0.063(10) -0.001(7) 0.012(6) 0.000(5) C27 0.055(9) 0.052(10) 0.087(13) -0.001(9) 0.018(9) -0.003(7) C28 0.025(6) 0.063(9) 0.068(10) 0.011(7) 0.023(7) -0.001(6) C29 0.006(4) 0.051(7) 0.044(7) 0.004(6) 0.003(5) 0.001(4) C30 0.024(5) 0.048(7) 0.042(7) -0.003(6) 0.012(5) -0.010(5) C31 0.036(7) 0.055(9) 0.080(11) 0.018(8) 0.029(8) 0.011(6) C32 0.041(7) 0.066(10) 0.053(9) 0.006(7) 0.022(7) -0.016(7) _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 O1 C5 1.415(12) . ? O1 In1 2.103(8) . ? O1 In2 2.106(8) . ? O2 C13 1.439(12) . ? O2 In3 2.077(8) . ? O2 In2 2.120(7) . ? O3 C21 1.429(11) . ? O3 In4 2.094(8) . ? O3 In3 2.103(7) . ? O4 C29 1.420(12) . ? O4 In4 2.105(8) . ? O4 In1 2.107(7) . ? In1 C1 2.137(12) . ? In1 Cl4 2.606(3) . ? In1 Cl1 2.615(3) . ? In2 C9 2.144(15) . ? In2 Cl1 2.580(3) . ? In2 Cl2 2.635(3) . ? In3 C17 2.135(13) . ? In3 Cl2 2.603(3) . ? In3 Cl3 2.606(3) . ? In4 C25 2.141(12) . ? In4 Cl3 2.599(3) . ? In4 Cl4 2.632(3) . ? C1 C2 1.457(15) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.357(19) . ? C2 C4 1.450(17) . ? C3 H3A 0.9500 . ? C3 H3B 0.9500 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.502(16) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.283(18) . ? C6 C8 1.504(16) . ? C7 H7A 0.9500 . ? C7 H7B 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10B 1.46(4) . ? C9 C10A 1.61(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C9 H9C 0.9900 . ? C9 H9D 0.9900 . ? C10A C11A 1.29(4) . ? C10A C12A 1.50(3) . ? C11A H11A 0.9500 . ? C11A H11B 0.9500 . ? C12A H12A 0.9800 . ? C12A H12B 0.9800 . ? C12A H12C 0.9800 . ? C10B C11B 1.30(5) . ? C10B C12B 1.44(5) . ? C11B H11C 0.9500 . ? C11B H11D 0.9500 . ? C12B H12D 0.9800 . ? C12B H12E 0.9800 . ? C12B H12F 0.9800 . ? C13 C14 1.510(16) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.321(18) . ? C14 C16 1.482(15) . ? C15 H15A 0.9500 . ? C15 H15B 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.508(16) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.30(2) . ? C18 C20 1.474(18) . ? C19 H19A 0.9500 . ? C19 H19B 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.468(17) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.306(17) . ? C22 C24 1.497(16) . ? C23 H23A 0.9500 . ? C23 H23B 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.456(16) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.35(2) . ? C26 C28 1.481(17) . ? C27 H27A 0.9500 . ? C27 H27B 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.500(17) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.314(17) . ? C30 C32 1.488(15) . ? C31 H31A 0.9500 . ? C31 H31B 0.9500 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? 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 C5 O1 In1 123.0(7) . . ? C5 O1 In2 122.3(7) . . ? In1 O1 In2 114.1(3) . . ? C13 O2 In3 123.5(7) . . ? C13 O2 In2 121.0(7) . . ? In3 O2 In2 115.0(3) . . ? C21 O3 In4 121.0(7) . . ? C21 O3 In3 120.9(7) . . ? In4 O3 In3 114.8(3) . . ? C29 O4 In4 120.6(7) . . ? C29 O4 In1 122.0(7) . . ? In4 O4 In1 114.8(3) . . ? O1 In1 O4 101.5(3) . . ? O1 In1 C1 132.5(4) . . ? O4 In1 C1 126.0(4) . . ? O1 In1 Cl4 88.2(2) . . ? O4 In1 Cl4 77.8(2) . . ? C1 In1 Cl4 101.0(4) . . ? O1 In1 Cl1 76.9(2) . . ? O4 In1 Cl1 88.6(2) . . ? C1 In1 Cl1 101.5(4) . . ? Cl4 In1 Cl1 157.46(10) . . ? O1 In2 O2 102.2(3) . . ? O1 In2 C9 130.7(5) . . ? O2 In2 C9 125.9(5) . . ? O1 In2 Cl1 77.6(2) . . ? O2 In2 Cl1 89.6(2) . . ? C9 In2 Cl1 109.7(4) . . ? O1 In2 Cl2 88.9(2) . . ? O2 In2 Cl2 76.4(2) . . ? C9 In2 Cl2 92.2(4) . . ? Cl1 In2 Cl2 158.12(10) . . ? O2 In3 O3 100.5(3) . . ? O2 In3 C17 129.3(4) . . ? O3 In3 C17 129.8(4) . . ? O2 In3 Cl2 77.8(2) . . ? O3 In3 Cl2 87.9(2) . . ? C17 In3 Cl2 96.7(3) . . ? O2 In3 Cl3 88.7(2) . . ? O3 In3 Cl3 77.5(2) . . ? C17 In3 Cl3 105.2(3) . . ? Cl2 In3 Cl3 158.09(10) . . ? O3 In4 O4 99.6(3) . . ? O3 In4 C25 129.8(4) . . ? O4 In4 C25 130.4(4) . . ? O3 In4 Cl3 77.8(2) . . ? O4 In4 Cl3 88.1(2) . . ? C25 In4 Cl3 104.6(3) . . ? O3 In4 Cl4 87.3(2) . . ? O4 In4 Cl4 77.28(19) . . ? C25 In4 Cl4 98.1(3) . . ? Cl3 In4 Cl4 157.22(10) . . ? In2 Cl1 In1 85.63(9) . . ? In3 Cl2 In2 85.04(9) . . ? In4 Cl3 In3 85.57(8) . . ? In1 Cl4 In4 85.28(8) . . ? C2 C1 In1 113.6(9) . . ? C2 C1 H1A 108.9 . . ? In1 C1 H1A 108.9 . . ? C2 C1 H1B 108.9 . . ? In1 C1 H1B 108.9 . . ? H1A C1 H1B 107.7 . . ? C3 C2 C4 119.4(13) . . ? C3 C2 C1 123.2(12) . . ? C4 C2 C1 117.4(13) . . ? C2 C3 H3A 120.0 . . ? C2 C3 H3B 120.0 . . ? H3A C3 H3B 120.0 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O1 C5 C6 113.6(10) . . ? O1 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? O1 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C7 C6 C5 123.5(11) . . ? C7 C6 C8 125.2(12) . . ? C5 C6 C8 111.4(11) . . ? C6 C7 H7A 120.0 . . ? C6 C7 H7B 120.0 . . ? H7A C7 H7B 120.0 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10B C9 In2 118.7(18) . . ? C10A C9 In2 113.3(12) . . ? C10B C9 H9A 75.1 . . ? C10A C9 H9A 108.9 . . ? In2 C9 H9A 108.9 . . ? C10B C9 H9B 128.6 . . ? C10A C9 H9B 108.9 . . ? In2 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C10B C9 H9C 107.6 . . ? In2 C9 H9C 107.6 . . ? C10B C9 H9D 107.6 . . ? In2 C9 H9D 107.6 . . ? H9C C9 H9D 107.1 . . ? C11A C10A C12A 121(3) . . ? C11A C10A C9 119(2) . . ? C12A C10A C9 119.7(19) . . ? C10A C11A H11A 120.0 . . ? C10A C11A H11B 120.0 . . ? H11A C11A H11B 120.0 . . ? C11B C10B C12B 127(4) . . ? C11B C10B C9 128(4) . . ? C12B C10B C9 105(3) . . ? C10B C11B H11C 120.0 . . ? C10B C11B H11D 120.0 . . ? H11C C11B H11D 120.0 . . ? C10B C12B H12D 109.5 . . ? C10B C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? C10B C12B H12F 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? O2 C13 C14 114.3(9) . . ? O2 C13 H13A 108.7 . . ? C14 C13 H13A 108.7 . . ? O2 C13 H13B 108.7 . . ? C14 C13 H13B 108.7 . . ? H13A C13 H13B 107.6 . . ? C15 C14 C16 125.2(12) . . ? C15 C14 C13 121.1(11) . . ? C16 C14 C13 113.6(11) . . ? C14 C15 H15A 120.0 . . ? C14 C15 H15B 120.0 . . ? H15A C15 H15B 120.0 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 In3 113.9(9) . . ? C18 C17 H17A 108.8 . . ? In3 C17 H17A 108.8 . . ? C18 C17 H17B 108.8 . . ? In3 C17 H17B 108.8 . . ? H17A C17 H17B 107.7 . . ? C19 C18 C20 123.6(13) . . ? C19 C18 C17 121.2(13) . . ? C20 C18 C17 115.2(13) . . ? C18 C19 H19A 120.0 . . ? C18 C19 H19B 120.0 . . ? H19A C19 H19B 120.0 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O3 C21 C22 113.4(9) . . ? O3 C21 H21A 108.9 . . ? C22 C21 H21A 108.9 . . ? O3 C21 H21B 108.9 . . ? C22 C21 H21B 108.9 . . ? H21A C21 H21B 107.7 . . ? C23 C22 C21 124.9(11) . . ? C23 C22 C24 123.2(13) . . ? C21 C22 C24 111.9(11) . . ? C22 C23 H23A 120.0 . . ? C22 C23 H23B 120.0 . . ? H23A C23 H23B 120.0 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 In4 114.0(8) . . ? C26 C25 H25A 108.8 . . ? In4 C25 H25A 108.8 . . ? C26 C25 H25B 108.8 . . ? In4 C25 H25B 108.8 . . ? H25A C25 H25B 107.6 . . ? C27 C26 C25 123.2(13) . . ? C27 C26 C28 120.9(13) . . ? C25 C26 C28 115.9(13) . . ? C26 C27 H27A 120.0 . . ? C26 C27 H27B 120.0 . . ? H27A C27 H27B 120.0 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O4 C29 C30 114.4(9) . . ? O4 C29 H29A 108.7 . . ? C30 C29 H29A 108.7 . . ? O4 C29 H29B 108.7 . . ? C30 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? C31 C30 C32 123.9(13) . . ? C31 C30 C29 123.9(11) . . ? C32 C30 C29 112.2(10) . . ? C30 C31 H31A 120.0 . . ? C30 C31 H31B 120.0 . . ? H31A C31 H31B 120.0 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 O1 In1 O4 -124.7(8) . . . . ? In2 O1 In1 O4 64.6(4) . . . . ? C5 O1 In1 C1 55.9(10) . . . . ? In2 O1 In1 C1 -114.8(5) . . . . ? C5 O1 In1 Cl4 -47.5(8) . . . . ? In2 O1 In1 Cl4 141.8(4) . . . . ? C5 O1 In1 Cl1 149.5(8) . . . . ? In2 O1 In1 Cl1 -21.2(3) . . . . ? C29 O4 In1 O1 -132.3(8) . . . . ? In4 O4 In1 O1 65.9(4) . . . . ? C29 O4 In1 C1 47.2(9) . . . . ? In4 O4 In1 C1 -114.6(5) . . . . ? C29 O4 In1 Cl4 142.1(8) . . . . ? In4 O4 In1 Cl4 -19.7(3) . . . . ? C29 O4 In1 Cl1 -56.0(7) . . . . ? In4 O4 In1 Cl1 142.2(3) . . . . ? C5 O1 In2 O2 123.8(8) . . . . ? In1 O1 In2 O2 -65.4(4) . . . . ? C5 O1 In2 C9 -44.0(11) . . . . ? In1 O1 In2 C9 126.8(6) . . . . ? C5 O1 In2 Cl1 -149.4(8) . . . . ? In1 O1 In2 Cl1 21.4(3) . . . . ? C5 O1 In2 Cl2 48.0(8) . . . . ? In1 O1 In2 Cl2 -141.2(4) . . . . ? C13 O2 In2 O1 122.8(8) . . . . ? In3 O2 In2 O1 -64.5(4) . . . . ? C13 O2 In2 C9 -68.7(10) . . . . ? In3 O2 In2 C9 104.1(6) . . . . ? C13 O2 In2 Cl1 45.5(7) . . . . ? In3 O2 In2 Cl1 -141.7(3) . . . . ? C13 O2 In2 Cl2 -151.4(8) . . . . ? In3 O2 In2 Cl2 21.4(3) . . . . ? C13 O2 In3 O3 -123.5(8) . . . . ? In2 O2 In3 O3 64.0(4) . . . . ? C13 O2 In3 C17 62.3(9) . . . . ? In2 O2 In3 C17 -110.2(5) . . . . ? C13 O2 In3 Cl2 151.0(8) . . . . ? In2 O2 In3 Cl2 -21.5(3) . . . . ? C13 O2 In3 Cl3 -46.4(8) . . . . ? In2 O2 In3 Cl3 141.1(3) . . . . ? C21 O3 In3 O2 -132.3(7) . . . . ? In4 O3 In3 O2 67.9(4) . . . . ? C21 O3 In3 C17 41.9(9) . . . . ? In4 O3 In3 C17 -117.9(5) . . . . ? C21 O3 In3 Cl2 -55.2(7) . . . . ? In4 O3 In3 Cl2 145.1(4) . . . . ? C21 O3 In3 Cl3 141.3(8) . . . . ? In4 O3 In3 Cl3 -18.4(3) . . . . ? C21 O3 In4 O4 132.7(7) . . . . ? In3 O3 In4 O4 -67.6(4) . . . . ? C21 O3 In4 C25 -42.3(9) . . . . ? In3 O3 In4 C25 117.4(5) . . . . ? C21 O3 In4 Cl3 -141.3(8) . . . . ? In3 O3 In4 Cl3 18.4(3) . . . . ? C21 O3 In4 Cl4 56.1(7) . . . . ? In3 O3 In4 Cl4 -144.2(4) . . . . ? C29 O4 In4 O3 132.4(7) . . . . ? In1 O4 In4 O3 -65.5(4) . . . . ? C29 O4 In4 C25 -52.6(9) . . . . ? In1 O4 In4 C25 109.4(5) . . . . ? C29 O4 In4 Cl3 55.1(7) . . . . ? In1 O4 In4 Cl3 -142.9(3) . . . . ? C29 O4 In4 Cl4 -142.5(7) . . . . ? In1 O4 In4 Cl4 19.5(3) . . . . ? O1 In2 Cl1 In1 -15.6(2) . . . . ? O2 In2 Cl1 In1 87.0(2) . . . . ? C9 In2 Cl1 In1 -144.6(5) . . . . ? Cl2 In2 Cl1 In1 37.7(3) . . . . ? O1 In1 Cl1 In2 15.7(2) . . . . ? O4 In1 Cl1 In2 -86.5(2) . . . . ? C1 In1 Cl1 In2 147.0(3) . . . . ? Cl4 In1 Cl1 In2 -34.0(3) . . . . ? O2 In3 Cl2 In2 15.6(2) . . . . ? O3 In3 Cl2 In2 -85.7(2) . . . . ? C17 In3 Cl2 In2 144.4(3) . . . . ? Cl3 In3 Cl2 In2 -37.7(3) . . . . ? O1 In2 Cl2 In3 87.5(2) . . . . ? O2 In2 Cl2 In3 -15.3(2) . . . . ? C9 In2 Cl2 In3 -141.8(5) . . . . ? Cl1 In2 Cl2 In3 36.0(3) . . . . ? O3 In4 Cl3 In3 -13.4(2) . . . . ? O4 In4 Cl3 In3 86.8(2) . . . . ? C25 In4 Cl3 In3 -141.8(4) . . . . ? Cl4 In4 Cl3 In3 37.1(3) . . . . ? O2 In3 Cl3 In4 -87.7(2) . . . . ? O3 In3 Cl3 In4 13.4(2) . . . . ? C17 In3 Cl3 In4 141.7(3) . . . . ? Cl2 In3 Cl3 In4 -36.2(3) . . . . ? O1 In1 Cl4 In4 -88.0(2) . . . . ? O4 In1 Cl4 In4 14.2(2) . . . . ? C1 In1 Cl4 In4 139.0(3) . . . . ? Cl1 In1 Cl4 In4 -40.0(3) . . . . ? O3 In4 Cl4 In1 86.2(2) . . . . ? O4 In4 Cl4 In1 -14.2(2) . . . . ? C25 In4 Cl4 In1 -144.0(4) . . . . ? Cl3 In4 Cl4 In1 37.2(3) . . . . ? O1 In1 C1 C2 -12.3(12) . . . . ? O4 In1 C1 C2 168.4(8) . . . . ? Cl4 In1 C1 C2 85.5(10) . . . . ? Cl1 In1 C1 C2 -94.9(9) . . . . ? In1 C1 C2 C3 104.7(15) . . . . ? In1 C1 C2 C4 -72.5(15) . . . . ? In1 O1 C5 C6 -89.0(11) . . . . ? In2 O1 C5 C6 81.0(12) . . . . ? O1 C5 C6 C7 -2.1(19) . . . . ? O1 C5 C6 C8 176.8(11) . . . . ? O1 In2 C9 C10B -67(2) . . . . ? O2 In2 C9 C10B 128(2) . . . . ? Cl1 In2 C9 C10B 23(2) . . . . ? Cl2 In2 C9 C10B -158(2) . . . . ? O1 In2 C9 C10A -105.6(13) . . . . ? O2 In2 C9 C10A 89.2(14) . . . . ? Cl1 In2 C9 C10A -15.2(14) . . . . ? Cl2 In2 C9 C10A 164.0(13) . . . . ? In2 C9 C10A C11A 121(2) . . . . ? C10B C9 C10A C12A -164(4) . . . . ? In2 C9 C10A C12A -57(2) . . . . ? In2 C9 C10B C11B 92(4) . . . . ? In2 C9 C10B C12B -84(3) . . . . ? In3 O2 C13 C14 -86.3(11) . . . . ? In2 O2 C13 C14 85.8(11) . . . . ? O2 C13 C14 C15 0.4(18) . . . . ? O2 C13 C14 C16 -179.4(10) . . . . ? O2 In3 C17 C18 -93.4(10) . . . . ? O3 In3 C17 C18 94.0(9) . . . . ? Cl2 In3 C17 C18 -173.1(9) . . . . ? Cl3 In3 C17 C18 7.7(10) . . . . ? In3 C17 C18 C19 -107.9(14) . . . . ? In3 C17 C18 C20 73.5(13) . . . . ? In4 O3 C21 C22 80.1(11) . . . . ? In3 O3 C21 C22 -78.3(11) . . . . ? O3 C21 C22 C23 0.9(19) . . . . ? O3 C21 C22 C24 179.7(10) . . . . ? O3 In4 C25 C26 -92.2(10) . . . . ? O4 In4 C25 C26 94.3(11) . . . . ? Cl3 In4 C25 C26 -6.0(11) . . . . ? Cl4 In4 C25 C26 174.5(10) . . . . ? In4 C25 C26 C27 103.9(14) . . . . ? In4 C25 C26 C28 -77.4(14) . . . . ? In4 O4 C29 C30 72.1(11) . . . . ? In1 O4 C29 C30 -88.6(11) . . . . ? O4 C29 C30 C31 10.4(19) . . . . ? O4 C29 C30 C32 -170.8(10) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.805 _refine_diff_density_min -1.672 _refine_diff_density_rms 0.214 #==END