# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1875 #============================================================================== data_global #============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name ; Dr Robin Pritchard ; _publ_contact_author_address ; Department of Chemistry University of Manchester Institute of Science and Technology PO Box 88 Manchester M60 1QD England ; _publ_contact_author_phone '0161 200 4568' _publ_contact_author_fax '0161 236 7677' _publ_contact_author_email 'Robin.Pritchard@UMIST.AC.UK' _publ_requested_journal 'J.Chem.Soc. DALTON' _publ_author_name 'S.M. Godfrey et al' _publ_section_title 'Paper ref. 9/09057F' data_ap98n _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H42 I8 O6 P2' _chemical_formula_weight 1719.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 10.594(5) _cell_length_b 18.425(6) _cell_length_c 28.120(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.65(3) _cell_angle_gamma 90.00 _cell_volume 5427(3) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'needle' _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.105 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3184 _exptl_absorpt_coefficient_mu 4.671 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3347 _exptl_absorpt_correction_T_max 0.4552 _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 5073 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.1095 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4798 _reflns_number_gt 2523 _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 w=1/[\s^2^(Fo^2^)+(0.0243P)^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 4798 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1373 _refine_ls_R_factor_gt 0.0533 _refine_ls_wR_factor_ref 0.0883 _refine_ls_wR_factor_gt 0.0684 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.956 _refine_ls_shift/su_max 0.103 _refine_ls_shift/su_mean 0.023 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.17417(7) 0.02508(4) 0.35321(3) 0.0471(2) Uani 1 d . . . I2 I -0.12923(7) 0.00149(5) 0.30224(3) 0.0528(2) Uani 1 d . . . I3 I -0.20046(7) 0.09306(4) 0.38171(3) 0.0458(2) Uani 1 d . . . I4 I -0.27830(9) 0.17711(5) 0.45628(3) 0.0673(3) Uani 1 d . . . P1 P 0.3794(3) 0.06161(18) 0.38997(12) 0.0494(9) Uani 1 d . . . O1 O 0.3724(7) 0.1196(4) 0.4287(3) 0.055(2) Uani 1 d . . . O2 O 0.4612(7) -0.0005(4) 0.4145(3) 0.054(2) Uani 1 d . . . O3 O 0.4587(7) 0.0957(4) 0.3536(3) 0.052(2) Uani 1 d . . . C1 C 0.2845(13) 0.1183(7) 0.4614(5) 0.060(4) Uani 1 d . . . C2 C 0.2878(13) 0.0651(9) 0.4937(5) 0.090(5) Uani 1 d . . . H2 H 0.3478 0.0273 0.4946 0.108 Uiso 1 calc R . . C3 C 0.1999(15) 0.0667(9) 0.5259(5) 0.094(5) Uani 1 d . . . H3 H 0.2024 0.0295 0.5490 0.113 Uiso 1 calc R . . C4 C 0.1114(14) 0.1196(9) 0.5253(5) 0.072(4) Uani 1 d . . . C5 C 0.1137(12) 0.1729(8) 0.4927(5) 0.067(4) Uani 1 d . . . H5 H 0.0549 0.2111 0.4922 0.080 Uiso 1 calc R . . C6 C 0.1983(12) 0.1736(7) 0.4604(5) 0.063(4) Uani 1 d . . . H6 H 0.1970 0.2114 0.4379 0.076 Uiso 1 calc R . . C7 C 0.0157(15) 0.1192(9) 0.5606(5) 0.109(6) Uani 1 d . . . H7A H -0.0367 0.1625 0.5560 0.164 Uiso 1 calc R . . H7B H 0.0611 0.1182 0.5932 0.164 Uiso 1 calc R . . H7C H -0.0382 0.0766 0.5550 0.164 Uiso 1 calc R . . C8 C 0.4822(11) -0.0671(7) 0.3910(4) 0.044(3) Uani 1 d . . . C9 C 0.4319(12) -0.1290(8) 0.4079(4) 0.058(4) Uani 1 d . . . H9 H 0.3827 -0.1269 0.4331 0.070 Uiso 1 calc R . . C10 C 0.4557(11) -0.1942(7) 0.3870(5) 0.060(4) Uani 1 d . . . H10 H 0.4227 -0.2372 0.3984 0.072 Uiso 1 calc R . . C11 C 0.5256(11) -0.1981(6) 0.3503(4) 0.049(3) Uani 1 d . . . C12 C 0.5725(11) -0.1351(7) 0.3342(5) 0.059(4) Uani 1 d . . . H12 H 0.6202 -0.1370 0.3086 0.071 Uiso 1 calc R . . C13 C 0.5519(11) -0.0696(7) 0.3544(5) 0.060(4) Uani 1 d . . . H13 H 0.5856 -0.0268 0.3431 0.073 Uiso 1 calc R . . C14 C 0.5465(12) -0.2691(6) 0.3265(5) 0.075(4) Uani 1 d . . . H14A H 0.5960 -0.2610 0.3006 0.112 Uiso 1 calc R . . H14B H 0.4647 -0.2902 0.3135 0.112 Uiso 1 calc R . . H14C H 0.5924 -0.3020 0.3499 0.112 Uiso 1 calc R . . C15 C 0.4151(10) 0.1524(7) 0.3219(5) 0.048(3) Uani 1 d . . . C16 C 0.3596(11) 0.1361(7) 0.2759(5) 0.055(4) Uani 1 d . . . H16 H 0.3468 0.0878 0.2656 0.066 Uiso 1 calc R . . C17 C 0.3235(11) 0.1931(7) 0.2454(5) 0.057(3) Uani 1 d . . . H17 H 0.2857 0.1829 0.2137 0.069 Uiso 1 calc R . . C18 C 0.3403(10) 0.2638(7) 0.2593(5) 0.051(3) Uani 1 d . . . C19 C 0.3939(12) 0.2789(7) 0.3064(5) 0.060(4) Uani 1 d . . . H19 H 0.4062 0.3274 0.3164 0.073 Uiso 1 calc R . . C20 C 0.4291(11) 0.2240(7) 0.3383(4) 0.054(3) Uani 1 d . . . H20 H 0.4619 0.2341 0.3706 0.065 Uiso 1 calc R . . C21 C 0.3028(12) 0.3233(7) 0.2245(4) 0.070(4) Uani 1 d . . . H21A H 0.3207 0.3697 0.2404 0.105 Uiso 1 calc R . . H21B H 0.2123 0.3199 0.2125 0.105 Uiso 1 calc R . . H21C H 0.3510 0.3194 0.1979 0.105 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0436(4) 0.0409(5) 0.0572(5) -0.0020(4) 0.0088(4) -0.0046(4) I2 0.0508(5) 0.0532(6) 0.0537(5) -0.0068(5) 0.0054(4) -0.0004(4) I3 0.0468(4) 0.0455(5) 0.0444(5) 0.0043(4) 0.0046(3) -0.0057(4) I4 0.0680(6) 0.0829(8) 0.0522(6) -0.0146(5) 0.0133(5) -0.0030(5) P1 0.0445(19) 0.038(2) 0.066(2) -0.0042(18) 0.0067(17) -0.0001(17) O1 0.062(5) 0.042(5) 0.059(5) -0.023(4) 0.006(4) -0.007(4) O2 0.053(5) 0.048(6) 0.061(5) -0.007(5) 0.009(4) 0.012(5) O3 0.047(5) 0.041(5) 0.070(6) 0.000(5) 0.012(4) 0.002(4) C1 0.077(10) 0.050(9) 0.047(9) -0.006(7) -0.006(7) 0.009(8) C2 0.079(11) 0.109(14) 0.085(11) 0.037(11) 0.019(9) 0.052(10) C3 0.110(13) 0.097(14) 0.081(12) 0.048(10) 0.033(10) 0.034(11) C4 0.093(12) 0.077(12) 0.046(9) 0.001(8) 0.013(8) 0.013(10) C5 0.066(9) 0.061(10) 0.078(10) -0.005(9) 0.027(8) 0.007(8) C6 0.075(10) 0.034(8) 0.081(10) 0.008(7) 0.015(8) 0.015(7) C7 0.143(15) 0.142(16) 0.048(9) 0.000(10) 0.031(10) 0.021(13) C8 0.043(7) 0.035(8) 0.053(8) 0.000(7) 0.006(6) 0.012(6) C9 0.068(9) 0.066(10) 0.044(8) 0.002(8) 0.019(7) 0.016(8) C10 0.053(8) 0.047(9) 0.084(10) 0.013(8) 0.020(7) -0.009(7) C11 0.050(7) 0.032(8) 0.069(9) 0.007(7) 0.021(7) 0.007(6) C12 0.067(9) 0.039(9) 0.078(10) 0.005(8) 0.031(7) -0.004(7) C13 0.060(8) 0.036(8) 0.093(11) 0.005(8) 0.034(8) 0.000(7) C14 0.089(11) 0.041(9) 0.098(11) -0.013(8) 0.028(9) 0.007(8) C15 0.026(6) 0.056(9) 0.065(9) 0.008(8) 0.013(6) 0.003(6) C16 0.051(8) 0.048(9) 0.072(10) -0.012(8) 0.029(7) -0.023(7) C17 0.072(9) 0.049(9) 0.052(8) -0.012(8) 0.011(7) -0.008(8) C18 0.041(7) 0.053(9) 0.060(9) -0.001(7) 0.012(6) 0.003(7) C19 0.079(10) 0.040(8) 0.058(9) -0.008(7) -0.002(7) -0.020(7) C20 0.061(8) 0.056(9) 0.045(8) -0.010(7) 0.008(6) -0.028(7) C21 0.081(10) 0.079(11) 0.050(8) 0.012(8) 0.011(7) 0.014(9) _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 P1 2.360(3) . ? I2 I3 2.9862(13) . ? I3 I4 2.8275(13) . ? P1 O2 1.535(8) . ? P1 O1 1.536(8) . ? P1 O3 1.550(8) . ? O1 C1 1.404(14) . ? O2 C8 1.428(12) . ? O3 C15 1.406(13) . ? C1 C2 1.333(17) . ? C1 C6 1.365(16) . ? C2 C3 1.395(17) . ? C3 C4 1.351(17) . ? C4 C5 1.345(17) . ? C4 C7 1.520(18) . ? C5 C6 1.369(15) . ? C8 C13 1.355(15) . ? C8 C9 1.374(15) . ? C9 C10 1.379(15) . ? C10 C11 1.360(15) . ? C11 C12 1.366(14) . ? C11 C14 1.501(14) . ? C12 C13 1.367(15) . ? C15 C16 1.370(14) . ? C15 C20 1.398(16) . ? C16 C17 1.372(15) . ? C17 C18 1.365(15) . ? C18 C19 1.389(15) . ? C18 C21 1.483(15) . ? C19 C20 1.366(15) . ? 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 I4 I3 I2 177.58(4) . . ? O2 P1 O1 106.5(4) . . ? O2 P1 O3 105.9(4) . . ? O1 P1 O3 105.9(5) . . ? O2 P1 I1 113.9(3) . . ? O1 P1 I1 111.7(3) . . ? O3 P1 I1 112.4(3) . . ? C1 O1 P1 124.1(8) . . ? C8 O2 P1 123.3(7) . . ? C15 O3 P1 124.1(7) . . ? C2 C1 C6 120.8(14) . . ? C2 C1 O1 120.5(13) . . ? C6 C1 O1 118.8(12) . . ? C1 C2 C3 118.4(14) . . ? C4 C3 C2 122.4(14) . . ? C5 C4 C3 116.8(14) . . ? C5 C4 C7 122.0(15) . . ? C3 C4 C7 121.1(14) . . ? C4 C5 C6 122.7(14) . . ? C1 C6 C5 118.8(13) . . ? C13 C8 C9 121.3(11) . . ? C13 C8 O2 121.4(11) . . ? C9 C8 O2 117.2(11) . . ? C8 C9 C10 118.1(11) . . ? C11 C10 C9 121.7(12) . . ? C10 C11 C12 118.3(12) . . ? C10 C11 C14 121.2(12) . . ? C12 C11 C14 120.4(11) . . ? C13 C12 C11 121.6(12) . . ? C8 C13 C12 119.0(12) . . ? C16 C15 C20 121.8(12) . . ? C16 C15 O3 119.3(12) . . ? C20 C15 O3 118.9(12) . . ? C15 C16 C17 117.5(12) . . ? C18 C17 C16 122.7(12) . . ? C17 C18 C19 118.6(12) . . ? C17 C18 C21 120.5(12) . . ? C19 C18 C21 120.8(12) . . ? C20 C19 C18 120.7(12) . . ? C19 C20 C15 118.4(11) . . ? _diffrn_measured_fraction_theta_max 0.500 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.500 _refine_diff_density_max 0.751 _refine_diff_density_min -0.646 _refine_diff_density_rms 0.156 #===END data_ap98sb _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H63 I4 O3 P' _chemical_formula_weight 1154.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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 'P 212121' 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' _cell_length_a 11.7630(10) _cell_length_b 19.565(2) _cell_length_c 21.003(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4833.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'needle' _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.586 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2264 _exptl_absorpt_coefficient_mu 2.644 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.5043 _exptl_absorpt_correction_T_max 0.5578 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(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 4704 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1039 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 24.97 _reflns_number_total 4704 _reflns_number_gt 2908 _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^)+(0.0822P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(7) _refine_ls_number_reflns 4704 _refine_ls_number_parameters 451 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1247 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.1681 _refine_ls_wR_factor_gt 0.1379 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.054 _refine_ls_shift/su_mean 0.003 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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.08594(11) 0.93072(6) 0.42063(6) 0.0360(3) Uani 1 1 d . . . I2 I 0.01863(14) 0.90457(8) 0.27370(6) 0.0563(4) Uani 1 1 d . . . I3 I 0.25864(15) 0.84791(8) 0.27219(7) 0.0590(4) Uani 1 1 d . . . I4 I 0.47861(17) 0.79114(10) 0.27881(9) 0.0805(6) Uani 1 1 d . . . P1 P 0.1636(4) 0.9574(3) 0.5228(2) 0.0280(11) Uani 1 1 d . . . O1 O 0.2121(10) 0.8911(6) 0.5500(5) 0.028(3) Uani 1 1 d . . . O2 O 0.2586(12) 1.0125(6) 0.5221(6) 0.037(3) Uani 1 1 d . . . O3 O 0.0779(10) 0.9929(6) 0.5682(5) 0.030(3) Uani 1 1 d . . . C1 C 0.2447(16) 0.8747(9) 0.6142(8) 0.025(4) Uani 1 1 d . . . C2 C 0.2679(15) 0.8052(9) 0.6272(7) 0.026(4) Uani 1 1 d . . . C3 C 0.2950(14) 0.7948(10) 0.6894(8) 0.032(4) Uani 1 1 d . . . H3 H 0.3091 0.7493 0.7014 0.038 Uiso 1 1 calc R . . C4 C 0.3044(18) 0.8436(10) 0.7372(9) 0.041(5) Uani 1 1 d . . . C5 C 0.2854(16) 0.9100(9) 0.7187(9) 0.037(5) Uani 1 1 d . . . H5 H 0.2951 0.9452 0.7487 0.044 Uiso 1 1 calc R . . C6 C 0.2522(14) 0.9267(10) 0.6572(8) 0.033(4) Uani 1 1 d . . . H6 H 0.2357 0.9720 0.6457 0.039 Uiso 1 1 calc R . . C7 C 0.2578(16) 0.7504(9) 0.5760(10) 0.039(5) Uani 1 1 d . . . C8 C 0.3455(18) 0.7618(14) 0.5254(10) 0.061(7) Uani 1 1 d . . . H8A H 0.4204 0.7629 0.5446 0.091 Uiso 1 1 calc R . . H8B H 0.3308 0.8050 0.5042 0.091 Uiso 1 1 calc R . . H8C H 0.3419 0.7250 0.4945 0.091 Uiso 1 1 calc R . . C9 C 0.284(2) 0.6811(10) 0.6066(10) 0.062(7) Uani 1 1 d . . . H9A H 0.2281 0.6718 0.6397 0.093 Uiso 1 1 calc R . . H9B H 0.3592 0.6820 0.6251 0.093 Uiso 1 1 calc R . . H9C H 0.2799 0.6455 0.5745 0.093 Uiso 1 1 calc R . . C10 C 0.1365(16) 0.7475(12) 0.5499(10) 0.047(6) Uani 1 1 d . . . H10A H 0.0837 0.7393 0.5845 0.070 Uiso 1 1 calc R . . H10B H 0.1306 0.7109 0.5189 0.070 Uiso 1 1 calc R . . H10C H 0.1182 0.7907 0.5296 0.070 Uiso 1 1 calc R . . C11 C 0.337(2) 0.8252(10) 0.8042(8) 0.039(5) Uani 1 1 d . . . C12 C 0.253(3) 0.7706(16) 0.8308(11) 0.143(19) Uani 1 1 d . . . H12A H 0.2738 0.7590 0.8741 0.214 Uiso 1 1 calc R . . H12B H 0.2559 0.7300 0.8044 0.214 Uiso 1 1 calc R . . H12C H 0.1762 0.7890 0.8303 0.214 Uiso 1 1 calc R . . C13 C 0.340(2) 0.8871(13) 0.8485(10) 0.076(9) Uani 1 1 d . . . H13A H 0.3613 0.8726 0.8910 0.114 Uiso 1 1 calc R . . H13B H 0.2655 0.9082 0.8497 0.114 Uiso 1 1 calc R . . H13C H 0.3953 0.9199 0.8329 0.114 Uiso 1 1 calc R . . C14 C 0.454(3) 0.7945(17) 0.8057(12) 0.096(11) Uani 1 1 d . . . H14A H 0.4744 0.7830 0.8492 0.144 Uiso 1 1 calc R . . H14B H 0.5088 0.8273 0.7890 0.144 Uiso 1 1 calc R . . H14C H 0.4558 0.7535 0.7797 0.144 Uiso 1 1 calc R . . C15 C 0.3490(18) 1.0229(11) 0.4778(8) 0.038(5) Uani 1 1 d . . . C16 C 0.4044(16) 1.0851(8) 0.4793(9) 0.034(4) Uani 1 1 d . . . C17 C 0.4916(15) 1.0911(10) 0.4334(8) 0.034(4) Uani 1 1 d . . . H17 H 0.5333 1.1321 0.4327 0.041 Uiso 1 1 calc R . . C18 C 0.5210(17) 1.0403(11) 0.3885(9) 0.041(5) Uani 1 1 d . . . C19 C 0.4653(19) 0.9771(10) 0.3942(9) 0.045(5) Uani 1 1 d . . . H19 H 0.4876 0.9406 0.3679 0.054 Uiso 1 1 calc R . . C20 C 0.3775(15) 0.9673(10) 0.4379(9) 0.034(5) Uani 1 1 d . . . H20 H 0.3389 0.9254 0.4407 0.041 Uiso 1 1 calc R . . C21 C 0.385(2) 1.1390(11) 0.5305(9) 0.046(6) Uani 1 1 d . . . C22 C 0.460(2) 1.2023(10) 0.5163(11) 0.056(6) Uani 1 1 d . . . H22A H 0.4436 1.2187 0.4736 0.084 Uiso 1 1 calc R . . H22B H 0.5394 1.1900 0.5195 0.084 Uiso 1 1 calc R . . H22C H 0.4427 1.2381 0.5469 0.084 Uiso 1 1 calc R . . C23 C 0.411(2) 1.1130(12) 0.5951(8) 0.056(6) Uani 1 1 d . . . H23A H 0.3988 1.1492 0.6260 0.084 Uiso 1 1 calc R . . H23B H 0.4891 1.0979 0.5970 0.084 Uiso 1 1 calc R . . H23C H 0.3607 1.0750 0.6048 0.084 Uiso 1 1 calc R . . C24 C 0.2552(16) 1.1640(10) 0.5260(9) 0.041(5) Uani 1 1 d . . . H24A H 0.2403 1.1815 0.4836 0.061 Uiso 1 1 calc R . . H24B H 0.2419 1.1998 0.5571 0.061 Uiso 1 1 calc R . . H24C H 0.2050 1.1257 0.5346 0.061 Uiso 1 1 calc R . . C25 C 0.6102(16) 1.0529(12) 0.3365(10) 0.049(6) Uani 1 1 d . . . C26 C 0.706(3) 1.0035(16) 0.3496(16) 0.113(13) Uani 1 1 d . . . H26A H 0.7375 1.0124 0.3915 0.170 Uiso 1 1 calc R . . H26B H 0.7654 1.0094 0.3178 0.170 Uiso 1 1 calc R . . H26C H 0.6778 0.9570 0.3478 0.170 Uiso 1 1 calc R . . C27 C 0.664(2) 1.1249(14) 0.3429(14) 0.089(10) Uani 1 1 d U . . H27A H 0.6992 1.1293 0.3846 0.134 Uiso 1 1 calc R . . H27B H 0.6059 1.1595 0.3380 0.134 Uiso 1 1 calc R . . H27C H 0.7218 1.1309 0.3102 0.134 Uiso 1 1 calc R . . C28 C 0.556(3) 1.045(2) 0.2746(11) 0.16(2) Uani 1 1 d . . . H28A H 0.4973 1.0792 0.2697 0.241 Uiso 1 1 calc R . . H28B H 0.5228 0.9997 0.2716 0.241 Uiso 1 1 calc R . . H28C H 0.6126 1.0505 0.2413 0.241 Uiso 1 1 calc R . . C29 C -0.0328(15) 0.9680(9) 0.5814(9) 0.031(4) Uani 1 1 d . . . C30 C -0.1213(15) 1.0126(8) 0.5741(8) 0.027(4) Uani 1 1 d . . . C31 C -0.2274(16) 0.9860(9) 0.5878(8) 0.032(4) Uani 1 1 d U . . H31 H -0.2901 1.0156 0.5840 0.038 Uiso 1 1 calc R . . C32 C -0.2492(17) 0.9188(10) 0.6070(8) 0.038(5) Uani 1 1 d . . . C33 C -0.1528(17) 0.8782(10) 0.6147(9) 0.035(5) Uani 1 1 d . . . H33 H -0.1608 0.8336 0.6309 0.042 Uiso 1 1 calc R . . C34 C -0.0478(14) 0.9016(9) 0.5994(8) 0.027(4) Uani 1 1 d . . . H34 H 0.0150 0.8719 0.6012 0.032 Uiso 1 1 calc R . . C35 C -0.1114(18) 1.0886(9) 0.5558(8) 0.040(5) Uani 1 1 d . . . C36 C -0.0450(18) 1.1243(10) 0.6077(10) 0.050(6) Uani 1 1 d . . . H36A H -0.0848 1.1195 0.6479 0.075 Uiso 1 1 calc R . . H36B H -0.0377 1.1724 0.5973 0.075 Uiso 1 1 calc R . . H36C H 0.0299 1.1040 0.6111 0.075 Uiso 1 1 calc R . . C37 C -0.0542(19) 1.0948(10) 0.4911(9) 0.048(6) Uani 1 1 d . . . H37A H -0.0994 1.0713 0.4593 0.071 Uiso 1 1 calc R . . H37B H 0.0210 1.0745 0.4930 0.071 Uiso 1 1 calc R . . H37C H -0.0476 1.1427 0.4797 0.071 Uiso 1 1 calc R . . C38 C -0.2277(18) 1.1238(11) 0.5512(12) 0.056(7) Uani 1 1 d . . . H38A H -0.2658 1.1213 0.5921 0.085 Uiso 1 1 calc R . . H38B H -0.2736 1.1009 0.5192 0.085 Uiso 1 1 calc R . . H38C H -0.2173 1.1713 0.5393 0.085 Uiso 1 1 calc R . . C39 C -0.3702(16) 0.8965(10) 0.6242(9) 0.034(5) Uani 1 1 d . . . C40 C -0.4059(17) 0.9355(12) 0.6817(10) 0.059(6) Uani 1 1 d . . . H40A H -0.4825 0.9222 0.6936 0.088 Uiso 1 1 calc R . . H40B H -0.4043 0.9841 0.6724 0.088 Uiso 1 1 calc R . . H40C H -0.3543 0.9257 0.7165 0.088 Uiso 1 1 calc R . . C41 C -0.3777(18) 0.8204(10) 0.6372(12) 0.053(6) Uani 1 1 d . . . H41A H -0.3558 0.7953 0.5993 0.079 Uiso 1 1 calc R . . H41B H -0.4552 0.8086 0.6487 0.079 Uiso 1 1 calc R . . H41C H -0.3271 0.8086 0.6719 0.079 Uiso 1 1 calc R . . C42 C -0.4513(16) 0.9122(10) 0.5689(10) 0.048(6) Uani 1 1 d . . . H42A H -0.4281 0.8865 0.5316 0.073 Uiso 1 1 calc R . . H42B H -0.4489 0.9607 0.5594 0.073 Uiso 1 1 calc R . . H42C H -0.5281 0.8993 0.5807 0.073 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0353(7) 0.0319(6) 0.0406(5) 0.0010(6) -0.0062(6) -0.0029(7) I2 0.0620(10) 0.0617(10) 0.0454(7) 0.0001(7) -0.0077(8) -0.0018(9) I3 0.0687(11) 0.0572(9) 0.0510(7) 0.0016(8) -0.0018(9) -0.0094(9) I4 0.0691(12) 0.0893(14) 0.0831(11) 0.0080(11) 0.0015(12) 0.0052(11) P1 0.022(3) 0.029(3) 0.033(2) -0.003(2) 0.000(2) -0.002(2) O1 0.014(6) 0.034(8) 0.036(6) 0.005(6) -0.004(5) 0.010(6) O2 0.040(8) 0.026(7) 0.046(7) -0.011(6) 0.019(7) -0.003(7) O3 0.022(6) 0.021(6) 0.045(7) 0.002(5) 0.020(6) 0.003(6) C1 0.023(10) 0.021(10) 0.031(8) 0.006(8) -0.006(9) 0.003(9) C2 0.025(10) 0.029(10) 0.023(7) 0.009(7) -0.009(8) -0.009(9) C3 0.012(9) 0.037(11) 0.045(10) 0.007(9) 0.004(8) 0.006(9) C4 0.038(12) 0.031(11) 0.053(12) -0.003(10) 0.017(10) -0.009(10) C5 0.036(11) 0.020(10) 0.053(11) -0.003(9) 0.014(10) -0.008(9) C6 0.016(9) 0.034(11) 0.047(10) 0.003(9) 0.010(9) -0.016(10) C7 0.031(11) 0.024(10) 0.062(11) -0.005(10) -0.018(12) -0.002(9) C8 0.038(14) 0.087(19) 0.058(13) -0.034(14) 0.019(12) 0.017(14) C9 0.10(2) 0.027(12) 0.055(12) -0.016(10) -0.025(14) 0.014(14) C10 0.025(11) 0.058(15) 0.056(12) -0.015(11) -0.005(10) 0.004(11) C11 0.057(15) 0.041(13) 0.020(8) 0.004(8) -0.002(10) -0.001(12) C12 0.25(5) 0.12(3) 0.051(14) 0.022(17) -0.02(2) -0.13(3) C13 0.11(2) 0.065(18) 0.055(13) -0.024(13) -0.004(15) -0.051(18) C14 0.11(3) 0.12(3) 0.061(15) -0.001(17) -0.025(17) 0.03(2) C15 0.047(13) 0.038(12) 0.028(8) -0.003(8) 0.020(9) -0.012(11) C16 0.026(10) 0.015(10) 0.062(11) 0.012(8) 0.011(10) 0.009(9) C17 0.019(10) 0.036(11) 0.048(10) -0.007(9) 0.011(9) -0.004(9) C18 0.020(10) 0.045(13) 0.059(12) 0.011(10) 0.009(10) 0.006(11) C19 0.051(14) 0.028(12) 0.056(11) 0.005(9) 0.008(12) 0.002(11) C20 0.023(10) 0.025(10) 0.054(11) 0.002(9) 0.004(9) -0.004(9) C21 0.053(16) 0.042(14) 0.043(10) -0.004(10) 0.003(11) -0.006(12) C22 0.067(17) 0.030(12) 0.070(14) 0.007(11) -0.004(13) -0.010(12) C23 0.060(15) 0.063(15) 0.045(11) 0.007(10) -0.020(12) 0.017(15) C24 0.029(11) 0.038(12) 0.056(11) -0.022(10) 0.018(11) 0.013(11) C25 0.019(11) 0.061(16) 0.067(13) 0.012(12) 0.020(10) 0.016(11) C26 0.11(3) 0.09(2) 0.14(3) 0.03(2) 0.08(2) 0.01(2) C27 0.083(17) 0.062(15) 0.122(18) 0.025(14) 0.035(15) -0.050(14) C28 0.09(2) 0.35(6) 0.043(13) 0.00(3) 0.017(16) -0.06(3) C29 0.014(9) 0.033(11) 0.047(10) 0.001(10) -0.002(10) 0.002(9) C30 0.029(10) 0.015(9) 0.037(9) 0.008(8) 0.009(9) -0.011(8) C31 0.022(8) 0.027(8) 0.048(8) 0.006(7) -0.002(7) 0.018(7) C32 0.032(11) 0.038(13) 0.043(9) -0.008(9) -0.002(9) 0.006(11) C33 0.040(13) 0.018(10) 0.046(10) -0.001(9) 0.006(10) 0.002(10) C34 0.014(9) 0.013(9) 0.054(11) 0.003(8) -0.003(8) 0.007(8) C35 0.050(14) 0.024(11) 0.045(10) 0.006(8) -0.008(10) 0.001(10) C36 0.048(15) 0.022(11) 0.080(14) -0.021(10) -0.013(12) 0.010(11) C37 0.064(16) 0.017(10) 0.062(12) -0.001(9) -0.012(12) 0.025(11) C38 0.042(14) 0.027(12) 0.100(17) 0.005(12) -0.002(13) 0.023(11) C39 0.024(10) 0.031(11) 0.046(10) -0.004(9) -0.009(9) 0.007(9) C40 0.033(12) 0.068(16) 0.075(14) -0.038(13) 0.038(12) -0.005(14) C41 0.026(12) 0.037(13) 0.094(17) -0.001(13) -0.013(12) -0.012(10) C42 0.033(12) 0.039(13) 0.074(14) -0.014(11) 0.003(11) -0.004(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 P1 2.390(5) . ? I2 I3 3.033(2) . ? I3 I4 2.819(3) . ? P1 O1 1.530(12) . ? P1 O2 1.552(14) . ? P1 O3 1.552(12) . ? O1 C1 1.437(18) . ? O2 C15 1.43(2) . ? O3 C29 1.42(2) . ? C1 C6 1.36(2) . ? C1 C2 1.41(2) . ? C2 C3 1.36(2) . ? C2 C7 1.52(2) . ? C3 C4 1.39(3) . ? C4 C5 1.37(3) . ? C4 C11 1.50(2) . ? C5 C6 1.39(2) . ? C7 C8 1.50(3) . ? C7 C10 1.53(3) . ? C7 C9 1.53(3) . ? C11 C14 1.50(3) . ? C11 C13 1.53(3) . ? C11 C12 1.56(3) . ? C15 C16 1.38(3) . ? C15 C20 1.41(2) . ? C16 C17 1.41(2) . ? C16 C21 1.52(3) . ? C17 C18 1.41(3) . ? C18 C19 1.40(3) . ? C18 C25 1.54(3) . ? C19 C20 1.39(3) . ? C21 C23 1.48(3) . ? C21 C22 1.55(3) . ? C21 C24 1.61(3) . ? C25 C28 1.45(3) . ? C25 C26 1.51(3) . ? C25 C27 1.55(3) . ? C29 C34 1.37(2) . ? C29 C30 1.37(2) . ? C30 C31 1.38(2) . ? C30 C35 1.54(2) . ? C31 C32 1.40(3) . ? C32 C33 1.39(3) . ? C32 C39 1.53(3) . ? C33 C34 1.36(3) . ? C35 C36 1.51(3) . ? C35 C37 1.52(3) . ? C35 C38 1.54(3) . ? C39 C40 1.49(2) . ? C39 C41 1.52(3) . ? C39 C42 1.53(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag I4 I3 I2 176.13(8) . . ? O1 P1 O2 108.9(7) . . ? O1 P1 O3 113.1(6) . . ? O2 P1 O3 99.4(7) . . ? O1 P1 I1 107.0(5) . . ? O2 P1 I1 114.7(5) . . ? O3 P1 I1 113.7(5) . . ? C1 O1 P1 129.7(11) . . ? C15 O2 P1 129.9(11) . . ? C29 O3 P1 124.3(11) . . ? C6 C1 C2 125.1(16) . . ? C6 C1 O1 118.2(16) . . ? C2 C1 O1 116.6(14) . . ? C3 C2 C1 112.1(16) . . ? C3 C2 C7 126.2(17) . . ? C1 C2 C7 121.7(14) . . ? C2 C3 C4 127.6(19) . . ? C5 C4 C3 115.6(19) . . ? C5 C4 C11 122.1(18) . . ? C3 C4 C11 122.2(18) . . ? C4 C5 C6 122.0(18) . . ? C1 C6 C5 117.4(18) . . ? C8 C7 C2 110.0(16) . . ? C8 C7 C10 113.1(17) . . ? C2 C7 C10 110.5(16) . . ? C8 C7 C9 107.1(19) . . ? C2 C7 C9 108.2(15) . . ? C10 C7 C9 107.7(18) . . ? C4 C11 C14 110.5(18) . . ? C4 C11 C13 112.7(18) . . ? C14 C11 C13 106(2) . . ? C4 C11 C12 109.5(19) . . ? C14 C11 C12 108(2) . . ? C13 C11 C12 109.8(19) . . ? C16 C15 C20 125.4(17) . . ? C16 C15 O2 117.6(16) . . ? C20 C15 O2 116.9(16) . . ? C15 C16 C17 113.6(16) . . ? C15 C16 C21 123.8(17) . . ? C17 C16 C21 122.1(17) . . ? C16 C17 C18 125.1(18) . . ? C19 C18 C17 116.7(18) . . ? C19 C18 C25 121.4(19) . . ? C17 C18 C25 122.0(19) . . ? C20 C19 C18 121.5(19) . . ? C19 C20 C15 117.4(18) . . ? C23 C21 C16 112.4(18) . . ? C23 C21 C22 109.8(19) . . ? C16 C21 C22 109.6(17) . . ? C23 C21 C24 110.4(18) . . ? C16 C21 C24 107.9(17) . . ? C22 C21 C24 106.4(17) . . ? C28 C25 C26 115(3) . . ? C28 C25 C18 108.7(19) . . ? C26 C25 C18 106.2(18) . . ? C28 C25 C27 111(3) . . ? C26 C25 C27 105(2) . . ? C18 C25 C27 111(2) . . ? C34 C29 C30 122.7(17) . . ? C34 C29 O3 120.0(16) . . ? C30 C29 O3 117.3(15) . . ? C29 C30 C31 115.1(15) . . ? C29 C30 C35 125.9(16) . . ? C31 C30 C35 118.9(17) . . ? C30 C31 C32 125.4(17) . . ? C33 C32 C31 114.8(18) . . ? C33 C32 C39 124.5(18) . . ? C31 C32 C39 120.4(17) . . ? C34 C33 C32 121.4(18) . . ? C33 C34 C29 120.3(17) . . ? C36 C35 C37 112.2(18) . . ? C36 C35 C38 107.3(17) . . ? C37 C35 C38 107.6(16) . . ? C36 C35 C30 107.8(15) . . ? C37 C35 C30 109.6(15) . . ? C38 C35 C30 112.4(17) . . ? C40 C39 C41 110.0(19) . . ? C40 C39 C32 107.9(16) . . ? C41 C39 C32 112.1(16) . . ? C40 C39 C42 109.6(17) . . ? C41 C39 C42 107.2(17) . . ? C32 C39 C42 110.0(16) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.914 _refine_diff_density_min -0.901 _refine_diff_density_rms 0.167 #===END data_ap1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H15 I4 O3 P' _chemical_formula_weight 817.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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 'P 212121' 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' _cell_length_a 9.3386(10) _cell_length_b 10.000(2) _cell_length_c 24.168(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2257.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'needle' _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 5.608 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3345 _exptl_absorpt_correction_T_max 0.4001 _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 2243 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0110 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 24.96 _reflns_number_total 2243 _reflns_number_gt 2185 _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 w=1/[\s^2^(Fo^2^)+(0.0575P)^2^+3.5410P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(5) _refine_ls_number_reflns 2243 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0738 _refine_ls_goodness_of_fit_ref 1.115 _refine_ls_restrained_S_all 1.115 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I1 I 0.42812(5) 0.12594(5) 0.85522(2) 0.02388(15) Uani 1 d . . . P1 P 0.2009(2) 0.2288(2) 0.84685(8) 0.0184(4) Uani 1 d . . . O1 O 0.0914(6) 0.1347(5) 0.8194(2) 0.0233(12) Uani 1 d . . . O2 O 0.1327(6) 0.2742(5) 0.9025(2) 0.0251(12) Uani 1 d . . . C6 C 0.1455(9) -0.0915(8) 0.7958(3) 0.0233(17) Uiso 1 d . . . H6 H 0.1430 -0.1137 0.8335 0.028 Uiso 1 calc R . . C8 C 0.0634(9) 0.0902(9) 0.9604(3) 0.0265(18) Uani 1 d . . . H8 H 0.0136 0.0518 0.9306 0.032 Uiso 1 calc R . . C3 C 0.1477(9) -0.0221(9) 0.6844(3) 0.0267(18) Uani 1 d . . . H3 H 0.1475 0.0004 0.6466 0.032 Uiso 1 calc R . . C9 C 0.0610(10) 0.0302(9) 1.0123(3) 0.0300(19) Uani 1 d . . . H9 H 0.0107 -0.0502 1.0178 0.036 Uiso 1 calc R . . C1 C 0.1227(8) 0.0375(7) 0.7780(3) 0.0186(15) Uani 1 d . . . C2 C 0.1218(8) 0.0758(8) 0.7240(3) 0.0227(17) Uani 1 d . . . H2 H 0.1044 0.1651 0.7138 0.027 Uiso 1 calc R . . C7 C 0.1376(9) 0.2030(8) 0.9536(3) 0.0209(16) Uani 1 d . . . C5 C 0.1727(9) -0.1884(8) 0.7553(3) 0.0256(18) Uani 1 d . . . H5 H 0.1901 -0.2775 0.7657 0.031 Uiso 1 calc R . . C4 C 0.1738(9) -0.1532(8) 0.7006(3) 0.0252(18) Uani 1 d . . . H4 H 0.1925 -0.2186 0.6736 0.030 Uiso 1 calc R . . O3 O 0.2047(6) 0.3570(6) 0.8108(2) 0.0220(12) Uani 1 d . . . C12 C 0.2110(9) 0.2668(9) 0.9953(4) 0.0253(18) Uani 1 d . . . H12 H 0.2608 0.3471 0.9891 0.030 Uiso 1 calc R . . C10 C 0.1326(10) 0.0891(9) 1.0553(4) 0.0305(19) Uani 1 d . . . H10 H 0.1307 0.0497 1.0906 0.037 Uiso 1 calc R . . C13 C 0.2858(8) 0.4722(8) 0.8283(3) 0.0211(17) Uani 1 d . . . C11 C 0.2077(11) 0.2068(10) 1.0468(4) 0.034(2) Uani 1 d . . . H11 H 0.2571 0.2463 1.0765 0.040 Uiso 1 calc R . . C14 C 0.2298(9) 0.5515(8) 0.8700(3) 0.0229(17) Uani 1 d . . . H14 H 0.1413 0.5308 0.8864 0.027 Uiso 1 calc R . . C17 C 0.4875(9) 0.6109(9) 0.8188(4) 0.0301(19) Uani 1 d . . . H17 H 0.5744 0.6318 0.8011 0.036 Uiso 1 calc R . . C16 C 0.4372(10) 0.6913(9) 0.8607(4) 0.032(2) Uani 1 d . . . H16 H 0.4903 0.7665 0.8719 0.039 Uiso 1 calc R . . C15 C 0.3072(10) 0.6615(9) 0.8867(4) 0.0285(18) Uani 1 d . . . H15 H 0.2730 0.7161 0.9154 0.034 Uiso 1 calc R . . C18 C 0.41105(3) 0.49983(3) 0.802651(13) 0.0261(18) Uani 1 d . . . H18 H 0.4453 0.4441 0.7743 0.031 Uiso 1 calc R . . I2 I 0.74664(3) -0.03420(3) 0.844201(13) 0.02634(15) Uani 1 d R . . I3 I 0.86148(3) -0.23877(3) 0.926581(13) 0.02327(14) Uani 1 d R . . I4 I 0.97872(3) -0.42194(3) 1.001421(13) 0.03248(16) Uani 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0213(3) 0.0267(3) 0.0236(3) 0.0026(2) -0.0040(2) 0.0004(2) P1 0.0201(8) 0.0188(9) 0.0164(9) 0.0002(8) 0.0000(8) 0.0008(8) O1 0.020(3) 0.023(3) 0.027(3) -0.006(2) 0.003(2) -0.001(2) O2 0.032(3) 0.023(3) 0.020(3) 0.002(2) 0.002(2) 0.002(3) C8 0.029(4) 0.033(4) 0.017(4) -0.001(4) 0.002(4) -0.009(4) C3 0.027(4) 0.035(5) 0.018(4) 0.002(4) 0.001(3) 0.002(4) C9 0.036(4) 0.029(4) 0.024(4) 0.007(4) -0.001(4) -0.005(4) C1 0.018(3) 0.019(4) 0.018(4) -0.004(3) 0.002(3) 0.000(3) C2 0.018(4) 0.023(4) 0.026(4) 0.008(3) -0.001(3) -0.001(3) C7 0.026(4) 0.026(4) 0.010(3) -0.001(3) 0.007(3) 0.000(4) C5 0.032(4) 0.018(4) 0.028(4) -0.002(3) 0.002(4) 0.006(3) C4 0.025(4) 0.024(4) 0.027(4) -0.006(3) 0.005(4) -0.002(4) O3 0.028(3) 0.025(3) 0.013(2) 0.002(2) -0.001(2) -0.001(3) C12 0.033(4) 0.024(4) 0.019(4) -0.002(3) -0.003(3) -0.007(4) C10 0.036(4) 0.034(4) 0.021(4) 0.005(4) 0.010(4) 0.007(4) C13 0.023(4) 0.018(4) 0.023(4) 0.011(3) -0.006(3) 0.000(3) C11 0.043(5) 0.036(5) 0.021(4) -0.007(4) -0.005(4) 0.009(4) C14 0.026(4) 0.026(4) 0.017(4) 0.006(3) 0.002(3) -0.001(4) C17 0.018(4) 0.038(5) 0.034(5) 0.013(4) -0.002(4) -0.011(4) C16 0.035(5) 0.024(4) 0.038(5) 0.008(4) -0.011(4) -0.003(4) C15 0.037(4) 0.027(4) 0.021(4) 0.000(3) -0.003(4) -0.005(4) C18 0.026(4) 0.031(5) 0.021(4) 0.007(4) 0.002(3) 0.002(4) I2 0.0214(3) 0.0259(3) 0.0318(3) 0.0055(2) -0.0022(2) 0.0008(2) I3 0.0244(3) 0.0221(3) 0.0233(3) -0.0029(2) -0.0002(2) -0.0003(2) I4 0.0367(3) 0.0354(3) 0.0254(3) 0.0056(2) -0.0021(2) 0.0050(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I1 P1 2.366(2) . ? P1 O1 1.540(6) . ? P1 O3 1.550(6) . ? P1 O2 1.556(6) . ? O1 C1 1.425(9) . ? O2 C7 1.428(9) . ? C6 C1 1.376(11) . ? C6 C5 1.400(11) . ? C8 C7 1.334(12) . ? C8 C9 1.390(12) . ? C3 C2 1.389(12) . ? C3 C4 1.390(12) . ? C9 C10 1.369(13) . ? C1 C2 1.361(11) . ? C7 C12 1.375(12) . ? C5 C4 1.368(12) . ? O3 C13 1.442(10) . ? C12 C11 1.383(13) . ? C10 C11 1.385(14) . ? C13 C18 1.352(8) . ? C13 C14 1.385(12) . ? C14 C15 1.377(12) . ? C17 C18 1.377(9) . ? C17 C16 1.376(13) . ? C16 C15 1.399(13) . ? I2 I3 3.0494 . ? I3 I4 2.7974 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 O3 106.2(3) . . ? O1 P1 O2 106.2(3) . . ? O3 P1 O2 104.7(3) . . ? O1 P1 I1 111.5(2) . . ? O3 P1 I1 112.8(2) . . ? O2 P1 I1 114.9(2) . . ? C1 O1 P1 125.7(5) . . ? C7 O2 P1 126.2(5) . . ? C1 C6 C5 117.3(8) . . ? C7 C8 C9 119.0(8) . . ? C2 C3 C4 120.1(8) . . ? C10 C9 C8 119.4(9) . . ? C2 C1 C6 124.3(7) . . ? C2 C1 O1 118.7(7) . . ? C6 C1 O1 116.9(7) . . ? C1 C2 C3 117.5(7) . . ? C8 C7 C12 124.2(8) . . ? C8 C7 O2 120.8(7) . . ? C12 C7 O2 114.8(7) . . ? C4 C5 C6 119.9(8) . . ? C5 C4 C3 120.9(8) . . ? C13 O3 P1 120.5(5) . . ? C7 C12 C11 116.5(8) . . ? C9 C10 C11 120.0(8) . . ? C18 C13 C14 122.9(7) . . ? C18 C13 O3 118.9(7) . . ? C14 C13 O3 118.2(7) . . ? C12 C11 C10 120.9(8) . . ? C15 C14 C13 118.2(8) . . ? C18 C17 C16 120.2(7) . . ? C17 C16 C15 120.1(9) . . ? C14 C15 C16 119.6(9) . . ? C13 C18 C17 118.9(5) . . ? I4 I3 I2 177.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.894 _refine_diff_density_min -2.038 _refine_diff_density_rms 0.167 #===END