Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'Kieran Molloy' 'Peter W. Haycock' 'Graeme A. Horley' 'Mary F. Mahon' 'Mohammed Mazhar' 'Christopher P. Myers' _publ_contact_author_name 'Dr Kieran Molloy' _publ_contact_author_address ; Department of Chemistry University of Bath Claverton Down Bath BaNES BA2 7AY UNITED KINGDOM ; _publ_contact_author_email 'CHSKCM@BATH.AC.UK' _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis and characterisation of antimony b-diketonates and alkoxide/b-diketonates : remarkable formation of a 3, 4-dihydro-2H-pyran ring by coupling of 1,1,1,5,5,5-hexafluoro-2,4-pentanedione ligands ; data_k00kcm22 _database_code_CSD 191922 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H30 F21 O6 Sb' _chemical_formula_weight 1007.29 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' 'F' 'F' 0.0171 0.0103 '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' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M Pa-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' '-z, -x, -y' '-z-1/2, x-1/2, y' 'z-1/2, x, -y-1/2' 'z, -x-1/2, y-1/2' '-y, -z, -x' 'y, -z-1/2, x-1/2' '-y-1/2, z-1/2, x' 'y-1/2, z, -x-1/2' _cell_length_a 19.8180(3) _cell_length_b 19.8180(3) _cell_length_c 19.8180(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7783.6(2) _cell_formula_units_Z 8 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Irregular _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.719 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3984 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_max 1.030 _exptl_absorpt_correction_T_min 0.985 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(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 KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47538 _diffrn_reflns_av_R_equivalents 0.0894 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.36 _diffrn_reflns_theta_max 26.36 _reflns_number_total 2642 _reflns_number_gt 2047 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _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^)+(0.0528P)^2^+12.9207P] 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 SHELXL _refine_ls_extinction_coef 0.0005(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2642 _refine_ls_number_parameters 179 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1151 _refine_ls_wR_factor_gt 0.1046 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.052758(11) 0.052758(11) 0.052758(11) 0.03100(18) Uani 1 3 d S . . O1 O 0.06766(13) 0.15581(13) 0.05152(12) 0.0370(6) Uani 1 1 d . . . F1 F 0.15409(17) 0.24539(16) 0.11095(16) 0.0815(9) Uani 1 1 d . . . F2 F 0.1622(2) 0.29981(18) 0.01735(17) 0.1081(14) Uani 1 1 d . . . F3 F 0.0305(2) 0.26872(17) 0.1288(3) 0.1146(15) Uani 1 1 d . . . F4 F 0.0138(2) 0.2949(2) 0.0236(3) 0.149(2) Uani 1 1 d . . . F5 F 0.0138(4) 0.3965(2) 0.1192(4) 0.189(3) Uani 1 1 d . . . F6 F 0.1173(3) 0.37879(17) 0.13543(18) 0.1217(17) Uani 1 1 d . . . F7 F 0.0833(5) 0.40806(19) 0.0406(2) 0.209(4) Uani 1 1 d . . . O2 O 0.09535(15) 0.07289(14) -0.06105(13) 0.0436(7) Uani 1 1 d . . . C1 C 0.10763(19) 0.19360(19) 0.0154(2) 0.0394(9) Uani 1 1 d . . . C2 C 0.1344(2) 0.1832(2) -0.0464(2) 0.0458(10) Uani 1 1 d . . . H2 H 0.1615 0.2178 -0.0654 0.055 Uiso 1 1 calc R . . C3 C 0.12409(19) 0.1223(2) -0.08513(19) 0.0392(9) Uani 1 1 d . . . C4 C 0.1499(2) 0.1187(2) -0.1577(2) 0.0503(11) Uani 1 1 d . . . C5 C 0.1407(4) 0.1861(3) -0.1947(3) 0.0810(18) Uani 1 1 d . . . H5A H 0.1696 0.2204 -0.1738 0.121 Uiso 1 1 calc R . . H5B H 0.0935 0.2003 -0.1915 0.121 Uiso 1 1 calc R . . H5C H 0.1532 0.1806 -0.2422 0.121 Uiso 1 1 calc R . . C6 C 0.1119(3) 0.0620(3) -0.1950(2) 0.0700(15) Uani 1 1 d . . . H6A H 0.0633 0.0704 -0.1926 0.105 Uiso 1 1 calc R . . H6B H 0.1222 0.0186 -0.1737 0.105 Uiso 1 1 calc R . . H6C H 0.1262 0.0610 -0.2423 0.105 Uiso 1 1 calc R . . C7 C 0.2248(3) 0.1004(4) -0.1531(3) 0.0840(18) Uani 1 1 d . . . H7A H 0.2487 0.1349 -0.1270 0.126 Uiso 1 1 calc R . . H7B H 0.2440 0.0980 -0.1987 0.126 Uiso 1 1 calc R . . H7C H 0.2297 0.0565 -0.1308 0.126 Uiso 1 1 calc R . . C8 C 0.1220(2) 0.2593(2) 0.0532(2) 0.0516(11) Uani 1 1 d . . . C9 C 0.0576(4) 0.2985(3) 0.0727(3) 0.0775(17) Uani 1 1 d . . . C10 C 0.0690(5) 0.3723(3) 0.0922(3) 0.108(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.03100(18) 0.03100(18) 0.03100(18) -0.00228(10) -0.00228(10) -0.00228(10) O1 0.0415(14) 0.0303(13) 0.0391(14) -0.0012(11) 0.0047(11) -0.0021(11) F1 0.098(2) 0.075(2) 0.071(2) -0.0170(16) -0.0395(18) -0.0092(18) F2 0.159(4) 0.088(2) 0.077(2) -0.0237(18) 0.039(2) -0.083(2) F3 0.133(3) 0.059(2) 0.152(4) -0.017(2) 0.064(3) -0.009(2) F4 0.153(4) 0.082(3) 0.213(5) -0.084(3) -0.116(4) 0.068(3) F5 0.237(7) 0.088(3) 0.242(7) -0.080(4) -0.006(6) 0.053(4) F6 0.236(5) 0.063(2) 0.067(2) -0.0133(17) -0.037(3) -0.031(3) F7 0.507(12) 0.041(2) 0.080(3) 0.0074(19) -0.067(5) -0.028(4) O2 0.0546(17) 0.0405(15) 0.0357(15) 0.0001(12) 0.0064(13) -0.0011(13) C1 0.040(2) 0.036(2) 0.042(2) 0.0026(17) -0.0051(17) -0.0026(16) C2 0.049(2) 0.048(2) 0.040(2) 0.0030(18) 0.0063(19) -0.0119(19) C3 0.036(2) 0.047(2) 0.034(2) 0.0011(17) -0.0011(16) 0.0034(18) C4 0.061(3) 0.053(2) 0.037(2) 0.0013(19) 0.008(2) -0.001(2) C5 0.134(6) 0.065(3) 0.044(3) 0.010(2) 0.014(3) -0.005(3) C6 0.101(4) 0.075(3) 0.035(2) -0.010(2) 0.007(3) -0.009(3) C7 0.061(3) 0.117(5) 0.074(4) -0.003(3) 0.027(3) 0.007(3) C8 0.066(3) 0.044(2) 0.044(2) 0.0004(19) -0.003(2) -0.018(2) C9 0.114(5) 0.042(3) 0.077(4) -0.012(3) -0.018(4) 0.002(3) C10 0.218(9) 0.044(3) 0.062(4) -0.012(3) -0.026(5) 0.013(4) _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 Sb1 O1 2.064(2) . ? Sb1 O1 2.064(2) 9 ? Sb1 O1 2.064(2) 5 ? Sb1 O2 2.441(3) 5 ? Sb1 O2 2.441(3) . ? Sb1 O2 2.441(3) 9 ? O1 C1 1.304(4) . ? F1 C8 1.338(5) . ? F2 C8 1.335(5) . ? F3 C9 1.369(7) . ? F4 C9 1.307(7) . ? F5 C10 1.310(11) . ? F6 C10 1.290(9) . ? F7 C10 1.276(8) . ? O2 C3 1.230(5) . ? C1 C2 1.350(6) . ? C1 C8 1.528(6) . ? C2 C3 1.444(6) . ? C3 C4 1.528(5) . ? C4 C5 1.533(6) . ? C4 C7 1.533(7) . ? C4 C6 1.541(7) . ? C8 C9 1.544(8) . ? C9 C10 1.529(8) . ? 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 Sb1 O1 82.63(11) . 9 ? O1 Sb1 O1 82.63(11) . 5 ? O1 Sb1 O1 82.63(11) 9 5 ? O1 Sb1 O2 77.99(10) . 5 ? O1 Sb1 O2 153.52(10) 9 5 ? O1 Sb1 O2 77.16(9) 5 5 ? O1 Sb1 O2 77.16(9) . . ? O1 Sb1 O2 77.99(10) 9 . ? O1 Sb1 O2 153.52(10) 5 . ? O2 Sb1 O2 114.46(5) 5 . ? O1 Sb1 O2 153.52(10) . 9 ? O1 Sb1 O2 77.16(9) 9 9 ? O1 Sb1 O2 77.99(10) 5 9 ? O2 Sb1 O2 114.46(5) 5 9 ? O2 Sb1 O2 114.46(5) . 9 ? C1 O1 Sb1 131.5(2) . . ? C3 O2 Sb1 130.5(2) . . ? O1 C1 C2 130.4(4) . . ? O1 C1 C8 109.5(3) . . ? C2 C1 C8 120.0(4) . . ? C1 C2 C3 123.7(4) . . ? O2 C3 C2 121.6(3) . . ? O2 C3 C4 118.9(4) . . ? C2 C3 C4 119.5(4) . . ? C3 C4 C5 111.7(4) . . ? C3 C4 C7 106.2(4) . . ? C5 C4 C7 110.5(5) . . ? C3 C4 C6 108.8(4) . . ? C5 C4 C6 110.4(4) . . ? C7 C4 C6 109.1(4) . . ? F2 C8 F1 107.2(4) . . ? F2 C8 C1 111.3(4) . . ? F1 C8 C1 109.4(4) . . ? F2 C8 C9 108.8(4) . . ? F1 C8 C9 106.4(4) . . ? C1 C8 C9 113.4(4) . . ? F4 C9 F3 108.6(6) . . ? F4 C9 C10 109.9(5) . . ? F3 C9 C10 105.4(5) . . ? F4 C9 C8 109.6(5) . . ? F3 C9 C8 108.1(4) . . ? C10 C9 C8 115.0(6) . . ? F7 C10 F6 108.2(8) . . ? F7 C10 F5 108.1(7) . . ? F6 C10 F5 108.2(6) . . ? F7 C10 C9 111.2(5) . . ? F6 C10 C9 111.9(6) . . ? F5 C10 C9 109.2(8) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.495 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.066 data_99kcm14 _database_code_CSD 191923 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C33 H57 O6 Sb' _chemical_formula_weight 671.54 _chemical_melting_point ? _chemical_compound_source ? 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' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.146(3) _cell_length_b 13.272(3) _cell_length_c 14.361(4) _cell_angle_alpha 77.86(2) _cell_angle_beta 69.81(2) _cell_angle_gamma 78.49(2) _cell_volume 1757.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method ? _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 0.823 _exptl_absorpt_correction_type 'semi-empirical from equivalents' _exptl_absorpt_correction_T_min 0.985 _exptl_absorpt_correction_T_max 1.030 _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6677 _diffrn_reflns_av_R_equivalents 0.0142 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 24.98 _reflns_number_total 6166 _reflns_number_observed 5363 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.1532P)^2^+4.3998P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6161 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0400 _refine_ls_R_factor_obs 0.0315 _refine_ls_wR_factor_all 0.1261 _refine_ls_wR_factor_obs 0.1124 _refine_ls_goodness_of_fit_all 0.656 _refine_ls_goodness_of_fit_obs 0.647 _refine_ls_restrained_S_all 0.675 _refine_ls_restrained_S_obs 0.647 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sb1 Sb 0.18487(2) 0.21420(2) 0.35662(2) 0.01444(11) Uani 1 d . . O1 O 0.1206(3) 0.2526(2) 0.2304(2) 0.0199(5) Uani 1 d . . O2 O 0.1067(3) 0.0540(2) 0.3493(2) 0.0214(6) Uani 1 d . . O3 O 0.3574(3) 0.1345(2) 0.2630(2) 0.0201(5) Uani 1 d . . O4 O 0.3690(3) 0.1916(2) 0.4382(2) 0.0182(5) Uani 1 d . . O5 O 0.2966(3) 0.3386(2) 0.2900(2) 0.0192(5) Uani 1 d . . O6 O -0.0006(3) 0.3653(2) 0.3844(2) 0.0195(5) Uani 1 d . . C1 C 0.1012(4) 0.2016(3) 0.1687(3) 0.0191(8) Uani 1 d . . C2 C 0.0938(4) 0.0968(3) 0.1842(3) 0.0218(8) Uani 1 d . . H2 H 0.0885(4) 0.0685(3) 0.1303(3) 0.026 Uiso 1 calc R . C3 C 0.0935(4) 0.0275(3) 0.2741(3) 0.0198(8) Uani 1 d . . C4 C 0.0785(4) 0.2750(3) 0.0754(3) 0.0225(8) Uani 1 d . . C5 C 0.0793(6) 0.2166(4) -0.0058(3) 0.0347(10) Uani 1 d . . H5A H 0.1699(15) 0.1712(21) -0.0263(19) 0.052 Uiso 1 calc R . H5B H 0.0670(38) 0.2667(4) -0.0640(11) 0.052 Uiso 1 calc R . H5C H 0.0016(23) 0.1743(22) 0.0207(9) 0.052 Uiso 1 calc R . C6 C 0.1942(6) 0.3455(4) 0.0316(4) 0.0382(11) Uani 1 d . . H6A H 0.2872(6) 0.3028(4) 0.0117(26) 0.057 Uiso 1 calc R . H6B H 0.1907(26) 0.3862(21) 0.0822(10) 0.057 Uiso 1 calc R . H6C H 0.1791(23) 0.3928(20) -0.0273(17) 0.057 Uiso 1 calc R . C7 C -0.0661(5) 0.3410(4) 0.1102(4) 0.0379(11) Uani 1 d . . H7A H -0.1397(7) 0.2954(4) 0.1414(25) 0.057 Uiso 1 calc R . H7B H -0.0855(18) 0.3876(20) 0.0523(6) 0.057 Uiso 1 calc R . H7C H -0.0658(14) 0.3823(21) 0.1592(21) 0.057 Uiso 1 calc R . C8 C 0.0668(4) -0.0859(3) 0.2875(3) 0.0221(8) Uani 1 d . . C9 C 0.0970(6) -0.1236(3) 0.1870(3) 0.0345(10) Uani 1 d . . H9A H 0.0803(36) -0.1962(9) 0.1997(4) 0.052 Uiso 1 calc R . H9B H 0.1959(11) -0.1184(25) 0.1462(11) 0.052 Uiso 1 calc R . H9C H 0.0341(26) -0.0803(18) 0.1511(12) 0.052 Uiso 1 calc R . C10 C 0.1556(5) -0.1585(3) 0.3478(4) 0.0338(10) Uani 1 d . . H10A H 0.1309(27) -0.2290(6) 0.3613(23) 0.051 Uiso 1 calc R . H10B H 0.1365(27) -0.1338(15) 0.4115(12) 0.051 Uiso 1 calc R . H10C H 0.2565(5) -0.1592(21) 0.3093(11) 0.051 Uiso 1 calc R . C11 C -0.0909(5) -0.0867(3) 0.3482(3) 0.0296(9) Uani 1 d . . H11A H -0.1146(9) -0.1572(6) 0.3593(21) 0.044 Uiso 1 calc R . H11B H -0.1488(5) -0.0388(19) 0.3110(11) 0.044 Uiso 1 calc R . H11C H -0.1097(8) -0.0646(24) 0.4131(10) 0.044 Uiso 1 calc R . C12 C 0.4948(4) 0.1211(3) 0.2436(3) 0.0189(8) Uani 1 d . . C13 C 0.5650(4) 0.1433(3) 0.3010(3) 0.0237(8) Uani 1 d . . H13 H 0.6654(4) 0.1376(3) 0.2743(3) 0.028 Uiso 1 calc R . C14 C 0.5001(4) 0.1742(3) 0.3977(3) 0.0180(7) Uani 1 d . . C15 C 0.5716(4) 0.0722(3) 0.1479(3) 0.0229(8) Uani 1 d . . C16 C 0.5172(6) 0.1342(4) 0.0632(3) 0.0446(13) Uani 1 d . . H16A H 0.5627(32) 0.1013(18) 0.0028(9) 0.067 Uiso 1 calc R . H16B H 0.5395(37) 0.2055(10) 0.0492(20) 0.067 Uiso 1 calc R . H16C H 0.4142(8) 0.1357(26) 0.0833(12) 0.067 Uiso 1 calc R . C17 C 0.5320(6) -0.0382(4) 0.1703(4) 0.0470(13) Uani 1 d . . H17A H 0.5769(36) -0.0718(12) 0.1103(10) 0.071 Uiso 1 calc R . H17B H 0.4288(7) -0.0344(4) 0.1895(30) 0.071 Uiso 1 calc R . H17C H 0.5650(39) -0.0787(10) 0.2254(21) 0.071 Uiso 1 calc R . C18 C 0.7327(5) 0.0666(4) 0.1151(4) 0.0411(12) Uani 1 d . . H18A H 0.7754(5) 0.0350(27) 0.0537(16) 0.062 Uiso 1 calc R . H18B H 0.7682(6) 0.0243(24) 0.1684(12) 0.062 Uiso 1 calc R . H18C H 0.7577(5) 0.1370(5) 0.1022(27) 0.062 Uiso 1 calc R . C19 C 0.5941(4) 0.1819(3) 0.4596(3) 0.0180(7) Uani 1 d . . C20 C 0.6069(5) 0.0739(3) 0.5249(3) 0.0267(9) Uani 1 d . . H20A H 0.6759(25) 0.0709(9) 0.5596(18) 0.040 Uiso 1 calc R . H20B H 0.6386(32) 0.0196(4) 0.4820(4) 0.040 Uiso 1 calc R . H20C H 0.5143(9) 0.0629(10) 0.5745(15) 0.040 Uiso 1 calc R . C21 C 0.7420(4) 0.2065(3) 0.3931(3) 0.0226(8) Uani 1 d . . H21A H 0.7333(4) 0.2649(15) 0.3400(13) 0.034 Uiso 1 calc R . H21B H 0.7967(11) 0.1453(8) 0.3628(17) 0.034 Uiso 1 calc R . H21C H 0.7908(12) 0.2252(22) 0.4340(5) 0.034 Uiso 1 calc R . C22 C 0.5236(4) 0.2633(3) 0.5283(3) 0.0261(9) Uani 1 d . . H22A H 0.4302(15) 0.2460(14) 0.5721(16) 0.039 Uiso 1 calc R . H22B H 0.5123(31) 0.3318(5) 0.4878(3) 0.039 Uiso 1 calc R . H22C H 0.5826(17) 0.2647(17) 0.5694(17) 0.039 Uiso 1 calc R . C23 C 0.2678(4) 0.4375(3) 0.2615(3) 0.0203(8) Uani 1 d . . C24 C 0.1354(4) 0.4946(3) 0.2807(3) 0.0228(8) Uani 1 d . . H24 H 0.1293(4) 0.5653(3) 0.2499(3) 0.027 Uiso 1 calc R . C25 C 0.0049(4) 0.4567(3) 0.3436(3) 0.0212(8) Uani 1 d . . C26 C 0.4039(4) 0.4880(3) 0.2073(3) 0.0248(8) Uani 1 d . . C27 C 0.4995(5) 0.4227(4) 0.1269(3) 0.0342(10) Uani 1 d . . H27A H 0.5246(31) 0.3520(9) 0.1589(4) 0.051 Uiso 1 calc R . H27B H 0.5860(18) 0.4543(16) 0.0898(18) 0.051 Uiso 1 calc R . H27C H 0.4492(15) 0.4199(23) 0.0804(16) 0.051 Uiso 1 calc R . C28 C 0.4769(6) 0.4851(5) 0.2841(4) 0.0493(14) Uani 1 d . . H28A H 0.4940(41) 0.4132(6) 0.3165(23) 0.074 Uiso 1 calc R . H28B H 0.4163(21) 0.5280(27) 0.3349(18) 0.074 Uiso 1 calc R . H28C H 0.5675(22) 0.5122(31) 0.2506(6) 0.074 Uiso 1 calc R . C29 C 0.3743(5) 0.6002(4) 0.1563(4) 0.0412(12) Uani 1 d . . H29A H 0.3167(35) 0.6019(6) 0.1133(22) 0.062 Uiso 1 calc R . H29B H 0.4643(5) 0.6255(11) 0.1154(23) 0.062 Uiso 1 calc R . H29C H 0.3230(36) 0.6447(7) 0.2077(4) 0.062 Uiso 1 calc R . C30 C -0.1311(4) 0.5352(3) 0.3653(3) 0.0207(8) Uani 1 d . . C31 C -0.1229(5) 0.6013(3) 0.4384(4) 0.0309(9) Uani 1 d . . H31A H -0.1148(36) 0.5560(5) 0.5001(10) 0.046 Uiso 1 calc R . H31B H -0.2089(16) 0.6520(18) 0.4545(20) 0.046 Uiso 1 calc R . H31C H -0.0398(20) 0.6380(20) 0.4073(10) 0.046 Uiso 1 calc R . C32 C -0.1468(5) 0.6059(4) 0.2693(3) 0.0380(11) Uani 1 d . . H32A H -0.1389(40) 0.5631(4) 0.2193(11) 0.057 Uiso 1 calc R . H32B H -0.0718(24) 0.6506(20) 0.2425(16) 0.057 Uiso 1 calc R . H32C H -0.2396(17) 0.6493(21) 0.2848(7) 0.057 Uiso 1 calc R . C33 C -0.2601(5) 0.4783(4) 0.4142(4) 0.0380(11) Uani 1 d . . H33A H -0.2525(20) 0.4341(22) 0.4765(15) 0.057 Uiso 1 calc R . H33B H -0.2648(22) 0.4350(22) 0.3682(12) 0.057 Uiso 1 calc R . H33C H -0.3462(6) 0.5291(4) 0.4293(26) 0.057 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 Sb1 0.0144(2) 0.0141(2) 0.0144(2) -0.00134(9) -0.00434(10) -0.00233(9) O1 0.0241(14) 0.0188(13) 0.0193(13) -0.0024(10) -0.0109(11) -0.0022(11) O2 0.0250(14) 0.0194(13) 0.0218(13) -0.0007(11) -0.0092(11) -0.0068(11) O3 0.0163(13) 0.0242(14) 0.0217(13) -0.0078(11) -0.0066(11) -0.0018(11) O4 0.0161(13) 0.0197(13) 0.0181(12) -0.0023(10) -0.0056(10) -0.0015(10) O5 0.0204(13) 0.0158(13) 0.0207(13) 0.0016(10) -0.0061(11) -0.0060(10) O6 0.0199(13) 0.0155(13) 0.0226(13) -0.0037(10) -0.0062(11) -0.0014(10) C1 0.018(2) 0.022(2) 0.017(2) -0.0037(15) -0.0043(15) -0.0028(15) C2 0.023(2) 0.020(2) 0.023(2) -0.005(2) -0.007(2) -0.003(2) C3 0.020(2) 0.018(2) 0.022(2) -0.0050(15) -0.006(2) -0.0030(15) C4 0.027(2) 0.021(2) 0.021(2) 0.002(2) -0.012(2) -0.007(2) C5 0.051(3) 0.034(2) 0.022(2) -0.003(2) -0.015(2) -0.008(2) C6 0.047(3) 0.034(2) 0.031(2) 0.014(2) -0.015(2) -0.018(2) C7 0.045(3) 0.035(2) 0.037(2) -0.005(2) -0.023(2) 0.006(2) C8 0.026(2) 0.016(2) 0.025(2) -0.0025(15) -0.009(2) -0.004(2) C9 0.049(3) 0.019(2) 0.034(2) -0.006(2) -0.010(2) -0.006(2) C10 0.034(2) 0.020(2) 0.054(3) 0.005(2) -0.027(2) -0.005(2) C11 0.028(2) 0.021(2) 0.039(2) 0.003(2) -0.013(2) -0.006(2) C12 0.019(2) 0.016(2) 0.019(2) -0.0038(14) -0.0025(15) -0.0014(14) C13 0.023(2) 0.024(2) 0.023(2) -0.006(2) -0.007(2) 0.001(2) C14 0.019(2) 0.014(2) 0.019(2) 0.0006(14) -0.0061(15) -0.0028(14) C15 0.018(2) 0.032(2) 0.020(2) -0.009(2) -0.005(2) -0.001(2) C16 0.045(3) 0.062(3) 0.021(2) -0.015(2) -0.010(2) 0.014(3) C17 0.059(3) 0.042(3) 0.039(3) -0.026(2) 0.000(2) -0.010(2) C18 0.025(2) 0.066(3) 0.033(2) -0.027(2) -0.003(2) 0.001(2) C19 0.016(2) 0.022(2) 0.019(2) -0.0017(15) -0.0095(15) -0.0053(14) C20 0.031(2) 0.027(2) 0.029(2) 0.000(2) -0.018(2) -0.009(2) C21 0.016(2) 0.024(2) 0.028(2) -0.009(2) -0.005(2) -0.004(2) C22 0.022(2) 0.029(2) 0.028(2) -0.011(2) -0.006(2) -0.002(2) C23 0.023(2) 0.021(2) 0.017(2) -0.0015(14) -0.007(2) -0.002(2) C24 0.026(2) 0.015(2) 0.026(2) 0.0005(15) -0.009(2) -0.002(2) C25 0.028(2) 0.018(2) 0.019(2) -0.0055(15) -0.009(2) -0.003(2) C26 0.025(2) 0.025(2) 0.024(2) -0.001(2) -0.004(2) -0.011(2) C27 0.026(2) 0.036(2) 0.033(2) -0.002(2) 0.001(2) -0.008(2) C28 0.050(3) 0.071(4) 0.038(3) 0.002(3) -0.017(2) -0.038(3) C29 0.033(3) 0.027(2) 0.050(3) 0.001(2) 0.003(2) -0.009(2) C30 0.022(2) 0.017(2) 0.023(2) -0.0044(15) -0.008(2) -0.0015(15) C31 0.030(2) 0.025(2) 0.042(3) -0.014(2) -0.015(2) 0.000(2) C32 0.039(3) 0.035(2) 0.032(2) -0.002(2) -0.010(2) 0.010(2) C33 0.027(2) 0.026(2) 0.058(3) -0.012(2) -0.010(2) 0.001(2) _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 Sb1 O3 2.055(3) . ? Sb1 O5 2.064(3) . ? Sb1 O1 2.065(3) . ? Sb1 O2 2.446(3) . ? Sb1 O6 2.456(3) . ? Sb1 O4 2.468(3) . ? O1 C1 1.307(5) . ? O2 C3 1.260(5) . ? O3 C12 1.306(5) . ? O4 C14 1.249(5) . ? O5 C23 1.297(5) . ? O6 C25 1.235(5) . ? C1 C2 1.375(5) . ? C1 C4 1.539(5) . ? C2 C3 1.419(5) . ? C3 C8 1.543(5) . ? C4 C7 1.527(6) . ? C4 C5 1.528(6) . ? C4 C6 1.527(6) . ? C8 C10 1.527(6) . ? C8 C11 1.536(6) . ? C8 C9 1.537(6) . ? C12 C13 1.366(6) . ? C12 C15 1.534(5) . ? C13 C14 1.425(5) . ? C14 C19 1.540(5) . ? C15 C16 1.524(6) . ? C15 C18 1.527(6) . ? C15 C17 1.535(6) . ? C19 C22 1.518(5) . ? C19 C21 1.532(5) . ? C19 C20 1.548(5) . ? C23 C24 1.372(6) . ? C23 C26 1.540(5) . ? C24 C25 1.439(6) . ? C25 C30 1.533(5) . ? C26 C28 1.517(6) . ? C26 C27 1.529(6) . ? C26 C29 1.535(6) . ? C30 C33 1.521(6) . ? C30 C32 1.534(6) . ? C30 C31 1.534(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Sb1 O5 83.17(11) . . ? O3 Sb1 O1 82.72(11) . . ? O5 Sb1 O1 83.12(10) . . ? O3 Sb1 O2 74.37(10) . . ? O5 Sb1 O2 151.53(10) . . ? O1 Sb1 O2 76.97(10) . . ? O3 Sb1 O6 150.52(10) . . ? O5 Sb1 O6 77.00(10) . . ? O1 Sb1 O6 73.51(10) . . ? O2 Sb1 O6 115.58(9) . . ? O3 Sb1 O4 76.54(9) . . ? O5 Sb1 O4 74.52(9) . . ? O1 Sb1 O4 150.97(10) . . ? O2 Sb1 O4 115.70(9) . . ? O6 Sb1 O4 117.78(9) . . ? C1 O1 Sb1 136.1(2) . . ? C3 O2 Sb1 127.4(2) . . ? C12 O3 Sb1 136.4(2) . . ? C14 O4 Sb1 126.9(2) . . ? C23 O5 Sb1 137.0(2) . . ? C25 O6 Sb1 128.9(2) . . ? O1 C1 C2 126.1(3) . . ? O1 C1 C4 111.5(3) . . ? C2 C1 C4 122.3(3) . . ? C1 C2 C3 125.4(4) . . ? O2 C3 C2 123.6(3) . . ? O2 C3 C8 115.6(3) . . ? C2 C3 C8 120.7(3) . . ? C7 C4 C5 108.7(4) . . ? C7 C4 C6 109.6(4) . . ? C5 C4 C6 109.1(4) . . ? C7 C4 C1 107.1(3) . . ? C5 C4 C1 112.8(3) . . ? C6 C4 C1 109.5(3) . . ? C10 C8 C11 108.8(3) . . ? C10 C8 C9 109.8(4) . . ? C11 C8 C9 109.4(4) . . ? C10 C8 C3 110.3(3) . . ? C11 C8 C3 105.5(3) . . ? C9 C8 C3 112.8(3) . . ? O3 C12 C13 125.9(3) . . ? O3 C12 C15 111.4(3) . . ? C13 C12 C15 122.6(3) . . ? C12 C13 C14 125.4(4) . . ? O4 C14 C13 123.6(4) . . ? O4 C14 C19 117.0(3) . . ? C13 C14 C19 119.3(3) . . ? C16 C15 C18 109.4(4) . . ? C16 C15 C12 109.2(3) . . ? C18 C15 C12 113.4(3) . . ? C16 C15 C17 108.5(4) . . ? C18 C15 C17 109.5(4) . . ? C12 C15 C17 106.7(3) . . ? C22 C19 C21 109.8(3) . . ? C22 C19 C14 110.6(3) . . ? C21 C19 C14 112.3(3) . . ? C22 C19 C20 108.7(3) . . ? C21 C19 C20 109.6(3) . . ? C14 C19 C20 105.6(3) . . ? O5 C23 C24 126.3(4) . . ? O5 C23 C26 111.4(3) . . ? C24 C23 C26 122.2(4) . . ? C23 C24 C25 125.7(4) . . ? O6 C25 C24 122.7(4) . . ? O6 C25 C30 119.0(3) . . ? C24 C25 C30 118.1(3) . . ? C28 C26 C27 109.5(4) . . ? C28 C26 C29 110.5(4) . . ? C27 C26 C29 108.6(4) . . ? C28 C26 C23 107.8(3) . . ? C27 C26 C23 107.8(3) . . ? C29 C26 C23 112.6(4) . . ? C33 C30 C32 108.7(4) . . ? C33 C30 C25 110.1(3) . . ? C32 C30 C25 111.8(3) . . ? C33 C30 C31 109.2(4) . . ? C32 C30 C31 109.7(4) . . ? C25 C30 C31 107.3(3) . . ? _refine_diff_density_max 0.577 _refine_diff_density_min -0.847 _refine_diff_density_rms 0.105 data_c _database_code_CSD 191924 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H7 F12 O5 Sb' _chemical_formula_weight 580.93 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3580(3) _cell_length_b 9.9790(3) _cell_length_c 12.0670(4) _cell_angle_alpha 66.2050(10) _cell_angle_beta 87.4850(10) _cell_angle_gamma 70.4170(10) _cell_volume 862.74(5) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.236 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 1.749 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.75 _exptl_absorpt_correction_T_max 0.96 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(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 KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13303 _diffrn_reflns_av_R_equivalents 0.0587 _diffrn_reflns_av_sigmaI/netI 0.0524 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.77 _diffrn_reflns_theta_max 27.46 _reflns_number_total 3919 _reflns_number_gt 3451 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (Sheldrick,1997)' _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 [1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+1.8307*P+(0.0363P)^2^+0.0000sin\q/\l] where P = 0.00000Fo^2^ + 1.00000Fc^2^ ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0140(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3919 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0476 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0976 _refine_ls_wR_factor_gt 0.0932 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 Sb1 Sb 0.17398(4) 0.05947(3) -0.06207(2) 0.02643(13) Uani 1 1 d . . . O1 O -0.1140(4) 0.1323(3) -0.0313(3) 0.0326(7) Uani 1 1 d . . . O2 O 0.0587(4) 0.1026(4) -0.2181(3) 0.0287(6) Uani 1 1 d . . . O3 O 0.3938(4) -0.0801(4) -0.0982(3) 0.0315(7) Uani 1 1 d . . . O4 O 0.4289(4) -0.2367(4) -0.2049(3) 0.0365(7) Uani 1 1 d . . . O5 O 0.3034(4) 0.2521(4) -0.2592(3) 0.0342(7) Uani 1 1 d . . . C1 C -0.2391(7) 0.2807(6) -0.1127(5) 0.0478(13) Uani 1 1 d . . . H1A H -0.3411 0.3075 -0.0703 0.057 Uiso 1 1 calc R . . H1B H -0.2754 0.2703 -0.1850 0.057 Uiso 1 1 calc R . . C2 C -0.1668(9) 0.4081(6) -0.1527(6) 0.0585(16) Uani 1 1 d . . . H2A H -0.2530 0.5060 -0.2077 0.088 Uiso 1 1 calc R . . H2B H -0.0664 0.3821 -0.1953 0.088 Uiso 1 1 calc R . . H2C H -0.1335 0.4202 -0.0814 0.088 Uiso 1 1 calc R . . C3 C 0.1378(5) 0.0499(4) -0.3052(3) 0.0217(7) Uani 1 1 d . . . C4 C 0.3262(5) 0.0446(4) -0.3192(3) 0.0216(7) Uani 1 1 d . . . H4 H 0.3640 0.0249 -0.3927 0.026 Uiso 1 1 calc R . . C5 C 0.4361(5) -0.0946(4) -0.2034(3) 0.0227(8) Uani 1 1 d . . . C6 C 0.2710(6) -0.2345(5) -0.2310(4) 0.0274(8) Uani 1 1 d . . . C7 C 0.1336(5) -0.1090(5) -0.2795(4) 0.0251(8) Uani 1 1 d . . . H7 H 0.0304 -0.1192 -0.2984 0.030 Uiso 1 1 calc R . . C8 C 0.0269(6) 0.1651(5) -0.4258(4) 0.0295(9) Uani 1 1 d . . . C9 C 0.3445(5) 0.1959(5) -0.3318(4) 0.0270(8) Uani 1 1 d . . . C10 C 0.4215(7) 0.2848(6) -0.4449(5) 0.0404(11) Uani 1 1 d . . . C11 C 0.6274(5) -0.1213(5) -0.2121(4) 0.0275(8) Uani 1 1 d . . . C12 C 0.2739(8) -0.3948(6) -0.2069(5) 0.0462(13) Uani 1 1 d . . . F1 F -0.1326(3) 0.1634(3) -0.4218(2) 0.0408(6) Uani 1 1 d . . . F2 F 0.0179(4) 0.3110(3) -0.4526(3) 0.0431(7) Uani 1 1 d . . . F3 F 0.0892(3) 0.1304(3) -0.5184(2) 0.0396(6) Uani 1 1 d . . . F4 F 0.5219(5) 0.1865(4) -0.4917(3) 0.0627(10) Uani 1 1 d . . . F5 F 0.3045(5) 0.3942(6) -0.5291(4) 0.116(2) Uani 1 1 d . . . F6 F 0.5239(5) 0.3425(4) -0.4155(3) 0.0566(9) Uani 1 1 d . . . F7 F 0.6605(3) 0.0049(3) -0.2187(3) 0.0392(6) Uani 1 1 d . . . F8 F 0.7231(3) -0.2428(3) -0.1154(2) 0.0357(6) Uani 1 1 d . . . F9 F 0.6801(4) -0.1439(4) -0.3109(3) 0.0465(7) Uani 1 1 d . . . F10 F 0.3363(5) -0.4957(3) -0.0952(3) 0.0610(9) Uani 1 1 d . . . F11 F 0.1274(5) -0.3994(4) -0.2284(5) 0.0861(15) Uani 1 1 d . . . F12 F 0.3853(6) -0.4546(4) -0.2746(4) 0.0711(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sb1 0.03308(18) 0.02635(17) 0.02066(16) -0.01294(11) 0.00924(10) -0.00808(11) O1 0.0330(17) 0.0224(14) 0.0286(15) -0.0044(12) 0.0144(13) -0.0022(12) O2 0.0245(14) 0.0405(17) 0.0245(14) -0.0185(13) 0.0107(11) -0.0102(12) O3 0.0301(16) 0.0341(16) 0.0207(13) -0.0094(12) 0.0091(12) -0.0026(13) O4 0.0306(16) 0.0284(16) 0.052(2) -0.0202(15) -0.0040(14) -0.0069(13) O5 0.0395(18) 0.0315(16) 0.0387(17) -0.0195(14) 0.0107(14) -0.0153(14) C1 0.044(3) 0.030(2) 0.043(3) -0.001(2) 0.019(2) -0.001(2) C2 0.078(4) 0.027(2) 0.054(3) -0.011(2) 0.026(3) -0.007(3) C3 0.0227(19) 0.0227(18) 0.0205(17) -0.0106(15) 0.0062(14) -0.0072(15) C4 0.0205(18) 0.0281(19) 0.0197(17) -0.0130(15) 0.0075(14) -0.0094(15) C5 0.0229(19) 0.0226(18) 0.0236(18) -0.0109(15) 0.0050(15) -0.0077(15) C6 0.031(2) 0.027(2) 0.031(2) -0.0155(17) 0.0060(17) -0.0150(17) C7 0.0207(19) 0.031(2) 0.032(2) -0.0181(17) 0.0053(15) -0.0128(16) C8 0.028(2) 0.035(2) 0.026(2) -0.0133(17) 0.0067(16) -0.0106(18) C9 0.025(2) 0.026(2) 0.028(2) -0.0101(17) 0.0013(16) -0.0092(16) C10 0.043(3) 0.039(3) 0.036(2) -0.007(2) 0.009(2) -0.022(2) C11 0.024(2) 0.034(2) 0.027(2) -0.0143(17) 0.0062(16) -0.0114(17) C12 0.068(4) 0.035(3) 0.045(3) -0.018(2) 0.011(3) -0.028(3) F1 0.0233(13) 0.0567(17) 0.0369(15) -0.0145(13) 0.0019(11) -0.0131(12) F2 0.0438(16) 0.0281(13) 0.0434(16) -0.0062(12) -0.0053(13) -0.0049(12) F3 0.0346(14) 0.0580(17) 0.0223(12) -0.0171(12) 0.0041(10) -0.0109(13) F4 0.085(3) 0.080(2) 0.0526(19) -0.0372(18) 0.0430(19) -0.056(2) F5 0.042(2) 0.132(4) 0.070(3) 0.057(3) -0.0007(19) -0.025(2) F6 0.062(2) 0.0533(19) 0.070(2) -0.0262(17) 0.0272(17) -0.0400(17) F7 0.0329(14) 0.0399(15) 0.0442(15) -0.0091(12) -0.0015(12) -0.0214(12) F8 0.0232(12) 0.0360(14) 0.0384(14) -0.0111(11) -0.0025(11) -0.0034(11) F9 0.0271(14) 0.074(2) 0.0404(16) -0.0329(15) 0.0119(12) -0.0094(14) F10 0.070(2) 0.0291(15) 0.064(2) -0.0007(14) 0.0122(18) -0.0170(15) F11 0.068(3) 0.0409(19) 0.145(4) -0.022(2) -0.026(3) -0.0296(18) F12 0.097(3) 0.054(2) 0.088(3) -0.050(2) 0.036(2) -0.035(2) _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 Sb1 O2 1.971(3) . ? Sb1 O1 2.009(3) 2 ? Sb1 O3 2.052(3) . ? Sb1 O1 2.329(3) . ? O1 C1 1.459(6) . ? O1 Sb1 2.009(3) 2 ? O2 C3 1.405(4) . ? O3 C5 1.353(5) . ? O4 C6 1.361(5) . ? O4 C5 1.447(5) . ? O5 C9 1.200(5) . ? C1 C2 1.486(8) . ? C3 C7 1.500(5) . ? C3 C8 1.534(6) . ? C3 C4 1.562(5) . ? C4 C9 1.514(5) . ? C4 C5 1.555(5) . ? C5 C11 1.536(6) . ? C6 C7 1.316(6) . ? C6 C12 1.498(6) . ? C8 F3 1.334(5) . ? C8 F2 1.334(5) . ? C8 F1 1.337(5) . ? C9 C10 1.547(6) . ? C10 F5 1.288(6) . ? C10 F6 1.309(6) . ? C10 F4 1.356(6) . ? C11 F8 1.327(5) . ? C11 F9 1.330(5) . ? C11 F7 1.349(5) . ? C12 F11 1.282(7) . ? C12 F10 1.310(6) . ? C12 F12 1.358(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Sb1 O1 93.95(13) . 2 ? O2 Sb1 O3 89.78(12) . . ? O1 Sb1 O3 88.43(12) 2 . ? O2 Sb1 O1 76.83(11) . . ? O1 Sb1 O1 70.37(12) 2 . ? O3 Sb1 O1 153.72(12) . . ? C1 O1 Sb1 122.9(3) . 2 ? C1 O1 Sb1 122.0(3) . . ? Sb1 O1 Sb1 109.63(12) 2 . ? C3 O2 Sb1 125.0(2) . . ? C5 O3 Sb1 129.9(3) . . ? C6 O4 C5 116.0(3) . . ? O1 C1 C2 111.2(5) . . ? O2 C3 C7 111.1(3) . . ? O2 C3 C8 104.9(3) . . ? C7 C3 C8 107.7(3) . . ? O2 C3 C4 115.3(3) . . ? C7 C3 C4 108.4(3) . . ? C8 C3 C4 109.3(3) . . ? C9 C4 C5 110.8(3) . . ? C9 C4 C3 111.6(3) . . ? C5 C4 C3 106.5(3) . . ? O3 C5 O4 113.2(3) . . ? O3 C5 C11 109.1(3) . . ? O4 C5 C11 100.6(3) . . ? O3 C5 C4 114.0(3) . . ? O4 C5 C4 107.8(3) . . ? C11 C5 C4 111.3(3) . . ? C7 C6 O4 125.9(4) . . ? C7 C6 C12 122.7(4) . . ? O4 C6 C12 111.2(4) . . ? C6 C7 C3 120.9(4) . . ? F3 C8 F2 107.5(4) . . ? F3 C8 F1 107.0(3) . . ? F2 C8 F1 107.7(4) . . ? F3 C8 C3 111.5(3) . . ? F2 C8 C3 111.3(3) . . ? F1 C8 C3 111.6(3) . . ? O5 C9 C4 124.3(4) . . ? O5 C9 C10 117.3(4) . . ? C4 C9 C10 118.5(4) . . ? F5 C10 F6 110.0(5) . . ? F5 C10 F4 108.3(5) . . ? F6 C10 F4 104.6(4) . . ? F5 C10 C9 111.7(4) . . ? F6 C10 C9 111.0(4) . . ? F4 C10 C9 111.0(4) . . ? F8 C11 F9 108.1(3) . . ? F8 C11 F7 107.2(3) . . ? F9 C11 F7 106.7(4) . . ? F8 C11 C5 111.9(3) . . ? F9 C11 C5 112.5(3) . . ? F7 C11 C5 110.1(3) . . ? F11 C12 F10 108.6(5) . . ? F11 C12 F12 108.7(5) . . ? F10 C12 F12 102.7(5) . . ? F11 C12 C6 113.6(5) . . ? F10 C12 C6 112.4(4) . . ? F12 C12 C6 110.2(4) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.333 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.121 data_k00kcm6 _database_code_CSD 191925 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H43 O5 Sb' _chemical_formula_weight 533.33 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' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 26.4980(5) _cell_length_b 11.7800(2) _cell_length_c 18.3430(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.5830(11) _cell_angle_gamma 90.00 _cell_volume 5458.20(16) _cell_formula_units_Z 8 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2224 _exptl_absorpt_coefficient_mu 1.038 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6815 _exptl_absorpt_correction_T_max 0.7813 _exptl_absorpt_process_details ? _exptl_special_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71070 _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 41874 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.0398 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 4.66 _diffrn_reflns_theta_max 30.06 _reflns_number_total 7957 _reflns_number_gt 6143 _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^)+(0.0982P)^2^+17.9881P] 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 SHELXL _refine_ls_extinction_coef 0.00025(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 7957 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0558 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.1219 _refine_ls_wR_factor_gt 0.1011 _refine_ls_goodness_of_fit_ref 0.755 _refine_ls_restrained_S_all 0.755 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sb1 Sb 0.129343(7) 0.156686(14) 0.610993(9) 0.02846(8) Uani 1 1 d . . . O1 O 0.05745(10) 0.14361(18) 0.49904(13) 0.0411(5) Uani 1 1 d . . . O2 O 0.15029(8) 0.27838(18) 0.54246(11) 0.0357(4) Uani 1 1 d . . . O3 O 0.12565(10) 0.0724(2) 0.72810(12) 0.0449(6) Uani 1 1 d . . . O4 O 0.19273(9) 0.2370(2) 0.69055(11) 0.0402(5) Uani 1 1 d . . . O5 O 0.07793(11) 0.2569(2) 0.63135(17) 0.0573(7) Uani 1 1 d . . . C1 C 0.03821(11) 0.2267(3) 0.45682(15) 0.0323(6) Uani 1 1 d . . . C2 C 0.06919(12) 0.3199(3) 0.44631(18) 0.0369(6) Uani 1 1 d . . . H2 H 0.0520 0.3757 0.4099 0.044 Uiso 1 1 calc R . . C3 C 0.12184(12) 0.3365(2) 0.48415(16) 0.0311(5) Uani 1 1 d . . . C4 C -0.02130(12) 0.2245(3) 0.41379(17) 0.0360(6) Uani 1 1 d . . . C5 C -0.03184(16) 0.2550(4) 0.3296(2) 0.0584(10) Uani 1 1 d . . . H5A H -0.0136 0.2007 0.3057 0.088 Uiso 1 1 calc R . . H5B H -0.0187 0.3317 0.3255 0.088 Uiso 1 1 calc R . . H5C H -0.0700 0.2521 0.3034 0.088 Uiso 1 1 calc R . . C6 C -0.04744(17) 0.3101(4) 0.4533(3) 0.0631(11) Uani 1 1 d . . . H6A H -0.0857 0.3108 0.4280 0.095 Uiso 1 1 calc R . . H6B H -0.0330 0.3859 0.4503 0.095 Uiso 1 1 calc R . . H6C H -0.0404 0.2887 0.5071 0.095 Uiso 1 1 calc R . . C7 C -0.04389(14) 0.1065(3) 0.4193(2) 0.0528(9) Uani 1 1 d . . . H7A H -0.0271 0.0510 0.3943 0.079 Uiso 1 1 calc R . . H7B H -0.0822 0.1070 0.3940 0.079 Uiso 1 1 calc R . . H7C H -0.0369 0.0860 0.4733 0.079 Uiso 1 1 calc R . . C8 C 0.15423(12) 0.4293(3) 0.46014(18) 0.0362(6) Uani 1 1 d . . . C9 C 0.12251(19) 0.4981(5) 0.3909(3) 0.0884(19) Uani 1 1 d . . . H9A H 0.1113 0.4485 0.3460 0.133 Uiso 1 1 calc R . . H9B H 0.1446 0.5595 0.3812 0.133 Uiso 1 1 calc R . . H9C H 0.0912 0.5305 0.4011 0.133 Uiso 1 1 calc R . . C10 C 0.1752(2) 0.5114(4) 0.5271(3) 0.0711(13) Uani 1 1 d . . . H10A H 0.1453 0.5467 0.5396 0.107 Uiso 1 1 calc R . . H10B H 0.1966 0.5704 0.5129 0.107 Uiso 1 1 calc R . . H10C H 0.1971 0.4697 0.5717 0.107 Uiso 1 1 calc R . . C11 C 0.20051(18) 0.3726(4) 0.4418(3) 0.0609(11) Uani 1 1 d . . . H11A H 0.2215 0.3297 0.4865 0.091 Uiso 1 1 calc R . . H11B H 0.2228 0.4308 0.4288 0.091 Uiso 1 1 calc R . . H11C H 0.1871 0.3210 0.3984 0.091 Uiso 1 1 calc R . . C12 C 0.14585(11) 0.1084(2) 0.79453(16) 0.0311(5) Uani 1 1 d . A . C13 C 0.18835(12) 0.1882(3) 0.81438(16) 0.0328(6) Uani 1 1 d . . . H13 H 0.2034 0.2048 0.8672 0.039 Uiso 1 1 calc R . . C14 C 0.20958(11) 0.2430(2) 0.76471(15) 0.0297(5) Uani 1 1 d . . . C15 C 0.12408(13) 0.0608(3) 0.85681(17) 0.0398(7) Uani 1 1 d . . . C16 C 0.1709(3) -0.0055(8) 0.9161(4) 0.074(2) Uani 0.60 1 d P A 1 H16A H 0.2015 0.0450 0.9346 0.111 Uiso 0.60 1 calc PR A 1 H16B H 0.1808 -0.0715 0.8909 0.111 Uiso 0.60 1 calc PR A 1 H16C H 0.1592 -0.0308 0.9593 0.111 Uiso 0.60 1 calc PR A 1 C17 C 0.1077(7) 0.1557(9) 0.8991(9) 0.114(5) Uani 0.60 1 d P A 1 H17A H 0.0924 0.1241 0.9371 0.171 Uiso 0.60 1 calc PR A 1 H17B H 0.0813 0.2030 0.8629 0.171 Uiso 0.60 1 calc PR A 1 H17C H 0.1387 0.2019 0.9249 0.171 Uiso 0.60 1 calc PR A 1 C18 C 0.0841(4) -0.0293(10) 0.8248(5) 0.085(3) Uani 0.60 1 d P A 1 H18A H 0.0690 -0.0555 0.8644 0.127 Uiso 0.60 1 calc PR A 1 H18B H 0.1011 -0.0932 0.8073 0.127 Uiso 0.60 1 calc PR A 1 H18C H 0.0559 0.0014 0.7816 0.127 Uiso 0.60 1 calc PR A 1 C16A C 0.1344(8) -0.0651(9) 0.8622(8) 0.083(5) Uani 0.40 1 d P A 2 H16D H 0.1676 -0.0811 0.8509 0.124 Uiso 0.40 1 calc PR A 2 H16E H 0.1052 -0.1047 0.8251 0.124 Uiso 0.40 1 calc PR A 2 H16F H 0.1372 -0.0914 0.9139 0.124 Uiso 0.40 1 calc PR A 2 C17A C 0.1470(5) 0.1065(13) 0.9350(5) 0.067(3) Uani 0.40 1 d P A 2 H17D H 0.1485 0.1896 0.9328 0.100 Uiso 0.40 1 calc PR A 2 H17E H 0.1828 0.0763 0.9572 0.100 Uiso 0.40 1 calc PR A 2 H17F H 0.1248 0.0840 0.9667 0.100 Uiso 0.40 1 calc PR A 2 C18A C 0.0640(4) 0.083(3) 0.8286(8) 0.121(8) Uani 0.40 1 d P A 2 H18D H 0.0476 0.0506 0.8654 0.182 Uiso 0.40 1 calc PR A 2 H18E H 0.0488 0.0464 0.7787 0.182 Uiso 0.40 1 calc PR A 2 H18F H 0.0573 0.1644 0.8239 0.182 Uiso 0.40 1 calc PR A 2 C19 C 0.25697(12) 0.3240(3) 0.79268(18) 0.0353(6) Uani 1 1 d . . . C20 C 0.30033(16) 0.2821(4) 0.7602(3) 0.0661(12) Uani 1 1 d . . . H20A H 0.3308 0.3335 0.7762 0.099 Uiso 1 1 calc R . . H20B H 0.2868 0.2805 0.7043 0.099 Uiso 1 1 calc R . . H20C H 0.3113 0.2055 0.7794 0.099 Uiso 1 1 calc R . . C21 C 0.27921(15) 0.3312(3) 0.8801(2) 0.0476(8) Uani 1 1 d . . . H21A H 0.2515 0.3576 0.9012 0.071 Uiso 1 1 calc R . . H21B H 0.3090 0.3845 0.8940 0.071 Uiso 1 1 calc R . . H21C H 0.2914 0.2559 0.9008 0.071 Uiso 1 1 calc R . . C22 C 0.23854(17) 0.4428(3) 0.7611(2) 0.0542(9) Uani 1 1 d . . . H22A H 0.2095 0.4678 0.7801 0.081 Uiso 1 1 calc R . . H22B H 0.2262 0.4401 0.7051 0.081 Uiso 1 1 calc R . . H22C H 0.2681 0.4962 0.7780 0.081 Uiso 1 1 calc R . . C23 C 0.0824(3) 0.3486(5) 0.6752(5) 0.109(3) Uani 1 1 d . . . H23A H 0.1038 0.4055 0.6579 0.131 Uiso 1 1 calc R . . H23B H 0.1025 0.3272 0.7283 0.131 Uiso 1 1 calc R . . C24 C 0.0348(3) 0.4011(5) 0.6766(4) 0.0959(19) Uani 1 1 d . . . H24A H 0.0211 0.4478 0.6307 0.144 Uiso 1 1 calc R . . H24B H 0.0417 0.4492 0.7222 0.144 Uiso 1 1 calc R . . H24C H 0.0088 0.3427 0.6780 0.144 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 Sb1 0.03494(12) 0.02504(11) 0.02422(11) 0.00014(6) 0.00718(7) -0.00214(7) O1 0.0450(13) 0.0356(11) 0.0346(11) 0.0056(8) 0.0002(9) -0.0086(9) O2 0.0382(11) 0.0362(11) 0.0313(10) 0.0067(8) 0.0083(8) -0.0044(9) O3 0.0532(14) 0.0496(13) 0.0274(10) 0.0038(9) 0.0055(9) -0.0237(11) O4 0.0457(12) 0.0440(12) 0.0272(9) 0.0015(8) 0.0051(8) -0.0176(10) O5 0.0604(16) 0.0477(14) 0.0752(18) -0.0112(13) 0.0377(14) 0.0054(12) C1 0.0352(14) 0.0343(14) 0.0267(12) 0.0000(11) 0.0082(10) -0.0011(11) C2 0.0338(15) 0.0341(14) 0.0397(15) 0.0106(12) 0.0064(12) 0.0012(11) C3 0.0375(15) 0.0278(13) 0.0295(13) 0.0040(10) 0.0125(11) 0.0038(11) C4 0.0332(14) 0.0381(15) 0.0355(14) 0.0010(12) 0.0084(11) -0.0004(12) C5 0.049(2) 0.076(3) 0.0420(18) 0.0052(18) 0.0016(15) -0.0097(19) C6 0.049(2) 0.063(2) 0.079(3) -0.018(2) 0.023(2) 0.0075(19) C7 0.0386(18) 0.048(2) 0.068(2) 0.0034(18) 0.0100(16) -0.0091(15) C8 0.0372(15) 0.0328(14) 0.0407(15) 0.0096(12) 0.0149(12) 0.0006(12) C9 0.056(3) 0.088(4) 0.107(4) 0.070(3) 0.003(2) -0.013(2) C10 0.098(4) 0.047(2) 0.084(3) -0.019(2) 0.051(3) -0.029(2) C11 0.068(3) 0.0454(19) 0.089(3) 0.007(2) 0.053(2) 0.0001(19) C12 0.0318(13) 0.0295(13) 0.0302(13) 0.0031(10) 0.0070(10) -0.0018(11) C13 0.0374(15) 0.0340(14) 0.0261(12) -0.0036(10) 0.0081(11) -0.0050(12) C14 0.0302(13) 0.0262(12) 0.0303(12) -0.0024(10) 0.0055(10) -0.0010(10) C15 0.0419(16) 0.0476(18) 0.0335(14) -0.0009(13) 0.0166(12) -0.0084(14) C16 0.077(5) 0.092(6) 0.053(4) 0.026(4) 0.020(4) -0.006(4) C17 0.183(14) 0.082(7) 0.135(11) 0.002(6) 0.135(12) 0.017(7) C18 0.082(6) 0.117(8) 0.056(4) 0.011(5) 0.022(4) -0.056(6) C16A 0.158(15) 0.044(6) 0.072(8) 0.005(5) 0.071(10) -0.015(7) C17A 0.080(8) 0.096(9) 0.032(4) -0.012(5) 0.028(5) -0.037(7) C18A 0.033(5) 0.28(3) 0.059(7) 0.051(12) 0.020(5) 0.011(10) C19 0.0352(15) 0.0354(14) 0.0357(14) -0.0029(11) 0.0112(12) -0.0081(11) C20 0.045(2) 0.081(3) 0.081(3) -0.032(3) 0.032(2) -0.021(2) C21 0.0474(19) 0.049(2) 0.0387(17) -0.0029(14) 0.0021(14) -0.0158(15) C22 0.063(2) 0.0365(17) 0.056(2) 0.0031(15) 0.0082(17) -0.0177(16) C23 0.081(4) 0.084(4) 0.144(6) -0.065(4) 0.005(4) 0.021(3) C24 0.123(5) 0.074(3) 0.101(4) -0.009(3) 0.051(4) 0.038(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 Sb1 O5 1.923(2) . ? Sb1 O2 2.089(2) . ? Sb1 O4 2.089(2) . ? Sb1 O1 2.346(2) . ? Sb1 O3 2.395(2) . ? O1 C1 1.257(4) . ? O2 C3 1.301(3) . ? O3 C12 1.248(3) . ? O4 C14 1.299(3) . ? O5 C23 1.330(5) . ? C1 C2 1.418(4) . ? C1 C4 1.536(4) . ? C2 C3 1.372(4) . ? C3 C8 1.535(4) . ? C4 C6 1.525(5) . ? C4 C5 1.528(5) . ? C4 C7 1.529(5) . ? C8 C11 1.520(5) . ? C8 C9 1.527(5) . ? C8 C10 1.530(5) . ? C12 C13 1.427(4) . ? C12 C15 1.533(4) . ? C13 C14 1.369(4) . ? C14 C19 1.536(4) . ? C15 C17A 1.480(10) . ? C15 C18 1.490(9) . ? C15 C17 1.497(9) . ? C15 C16A 1.506(13) . ? C15 C18A 1.540(12) . ? C15 C16 1.586(9) . ? C19 C20 1.526(5) . ? C19 C21 1.534(5) . ? C19 C22 1.537(5) . ? C23 C24 1.411(8) . ? 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 O5 Sb1 O2 91.61(11) . . ? O5 Sb1 O4 93.06(11) . . ? O2 Sb1 O4 78.81(8) . . ? O5 Sb1 O1 76.98(11) . . ? O2 Sb1 O1 79.13(8) . . ? O4 Sb1 O1 155.48(8) . . ? O5 Sb1 O3 81.78(11) . . ? O2 Sb1 O3 156.11(8) . . ? O4 Sb1 O3 78.66(8) . . ? O1 Sb1 O3 121.02(8) . . ? C1 O1 Sb1 123.99(19) . . ? C3 O2 Sb1 131.46(19) . . ? C12 O3 Sb1 127.82(19) . . ? C14 O4 Sb1 134.86(19) . . ? C23 O5 Sb1 132.6(3) . . ? O1 C1 C2 122.9(3) . . ? O1 C1 C4 117.8(3) . . ? C2 C1 C4 119.3(3) . . ? C3 C2 C1 125.7(3) . . ? O2 C3 C2 126.1(3) . . ? O2 C3 C8 112.0(3) . . ? C2 C3 C8 121.8(3) . . ? C6 C4 C5 110.8(3) . . ? C6 C4 C7 109.0(3) . . ? C5 C4 C7 109.0(3) . . ? C6 C4 C1 106.7(3) . . ? C5 C4 C1 111.2(3) . . ? C7 C4 C1 110.1(3) . . ? C11 C8 C9 109.1(4) . . ? C11 C8 C10 109.5(3) . . ? C9 C8 C10 107.9(4) . . ? C11 C8 C3 108.0(3) . . ? C9 C8 C3 113.7(3) . . ? C10 C8 C3 108.6(3) . . ? O3 C12 C13 123.1(3) . . ? O3 C12 C15 117.2(3) . . ? C13 C12 C15 119.8(3) . . ? C14 C13 C12 126.3(3) . . ? O4 C14 C13 126.2(3) . . ? O4 C14 C19 111.8(2) . . ? C13 C14 C19 122.0(3) . . ? C17A C15 C18 132.5(6) . . ? C17A C15 C17 47.5(8) . . ? C18 C15 C17 116.9(8) . . ? C17A C15 C16A 106.4(9) . . ? C18 C15 C16A 54.4(8) . . ? C17 C15 C16A 140.9(7) . . ? C17A C15 C12 116.9(5) . . ? C18 C15 C12 110.5(4) . . ? C17 C15 C12 110.3(4) . . ? C16A C15 C12 107.9(5) . . ? C17A C15 C18A 110.2(10) . . ? C18 C15 C18A 56.3(10) . . ? C17 C15 C18A 67.5(11) . . ? C16A C15 C18A 109.5(13) . . ? C12 C15 C18A 105.8(6) . . ? C17A C15 C16 60.5(7) . . ? C18 C15 C16 103.6(7) . . ? C17 C15 C16 107.5(8) . . ? C16A C15 C16 51.8(8) . . ? C12 C15 C16 107.4(4) . . ? C18A C15 C16 145.8(8) . . ? C20 C19 C21 109.2(3) . . ? C20 C19 C14 107.8(3) . . ? C21 C19 C14 113.6(3) . . ? C20 C19 C22 109.7(3) . . ? C21 C19 C22 108.8(3) . . ? C14 C19 C22 107.7(3) . . ? O5 C23 C24 116.7(6) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.06 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.837 _refine_diff_density_min -0.653 _refine_diff_density_rms 0.077