data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H23 F3 N2 O6 S' _chemical_formula_weight 488.47 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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.4150(2) _cell_length_b 13.6880(5) _cell_length_c 16.8490(7) _cell_angle_alpha 65.8700(15) _cell_angle_beta 83.0860(15) _cell_angle_gamma 81.8920(18) _cell_volume 1125.62(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 0.209 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19760 _diffrn_reflns_av_R_equivalents 0.0793 _diffrn_reflns_av_sigmaI/netI 0.1001 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 27.90 _reflns_number_total 9897 _reflns_number_gt 7054 _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^)+(0.0506P)^2^+0.4106P] 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 0.06(8) _refine_ls_number_reflns 9897 _refine_ls_number_parameters 597 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0949 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1442 _refine_ls_wR_factor_gt 0.1264 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.019 _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 S1 S 0.64813(16) 0.14037(8) -0.11612(6) 0.0369(2) Uani 1 1 d . . . S2 S 1.07827(16) -0.35394(8) 0.58287(6) 0.0370(2) Uani 1 1 d . . . O3 O 1.1316(5) -0.2508(2) 0.09595(18) 0.0398(6) Uani 1 1 d . . . H3 H 1.0476 -0.2102 0.1158 0.060 Uiso 1 1 calc R . . O4 O 1.0767(5) -0.0205(2) 0.57613(18) 0.0476(7) Uani 1 1 d . . . O5 O 1.2444(5) -0.1476(3) -0.0771(2) 0.0549(9) Uani 1 1 d . . . F6 F 1.4327(5) 0.1919(2) 0.43017(19) 0.0587(7) Uani 1 1 d . . . O7 O 1.2323(5) -0.1047(2) 0.32784(17) 0.0382(6) Uani 1 1 d . . . O8 O 1.4323(5) 0.0323(2) 0.37339(17) 0.0393(6) Uani 1 1 d . . . H8 H 1.3969 -0.0079 0.3523 0.059 Uiso 1 1 calc R . . N9 N 0.8882(6) -0.2928(3) 0.5055(2) 0.0362(7) Uani 1 1 d . . . H9 H 0.7120 -0.2841 0.5202 0.043 Uiso 1 1 d R . . C10 C 1.0658(7) -0.1376(3) 0.3875(2) 0.0319(8) Uani 1 1 d . . . O11 O 0.7831(5) -0.1152(2) 0.13905(17) 0.0382(6) Uani 1 1 d . . . F12 F 0.9963(5) -0.4524(2) 0.13759(18) 0.0603(7) Uani 1 1 d . . . N13 N 0.6178(5) -0.1379(2) 0.0314(2) 0.0311(7) Uani 1 1 d . . . H13 H 0.5364 -0.1023 -0.0221 0.037 Uiso 1 1 d R . . F14 F 1.0338(5) 0.20411(19) 0.45380(18) 0.0576(7) Uani 1 1 d . . . O15 O 1.4767(5) -0.0638(2) 0.54091(18) 0.0443(7) Uani 1 1 d . . . F16 F 0.9482(5) -0.4168(2) 0.00352(19) 0.0597(7) Uani 1 1 d . . . N17 N 0.4449(6) 0.0765(2) -0.03997(19) 0.0342(7) Uani 1 1 d . . . H17 H 0.2866 0.0680 -0.0553 0.041 Uiso 1 1 d R . . F18 F 1.3057(4) -0.4093(2) 0.04198(19) 0.0553(7) Uani 1 1 d . . . O19 O 0.8879(5) 0.0969(2) -0.08333(19) 0.0443(7) Uani 1 1 d . . . N20 N 0.9478(5) -0.0768(2) 0.4277(2) 0.0334(7) Uani 1 1 d . . . H20 H 0.8348 -0.1072 0.4778 0.040 Uiso 1 1 d R . . F21 F 1.1983(6) 0.2357(2) 0.32435(18) 0.0636(7) Uani 1 1 d . . . O22 O 1.3127(5) -0.3091(2) 0.54928(19) 0.0455(7) Uani 1 1 d . . . C23 C 0.9855(7) -0.2490(3) 0.4136(2) 0.0326(8) Uani 1 1 d . . . H23 H 1.1283 -0.2956 0.4063 0.039 Uiso 1 1 d R . . C24 C 1.0653(7) -0.1969(3) -0.0555(3) 0.0380(9) Uani 1 1 d . . . C25 C 1.1212(7) -0.4911(3) 0.6003(3) 0.0360(9) Uani 1 1 d . . . C26 C 0.2665(7) 0.0203(3) 0.1126(3) 0.0391(9) Uani 1 1 d . . . H26A H 0.3134 -0.0288 0.1697 0.047 Uiso 1 1 d R . . H26B H 0.1557 -0.0117 0.0920 0.047 Uiso 1 1 d R . . C27 C 0.7587(7) 0.3148(3) -0.0906(3) 0.0416(10) Uani 1 1 d . . . H27 H 0.8902 0.2668 -0.0569 0.050 Uiso 1 1 d R . . O28 O 0.9522(6) -0.3463(2) 0.66019(18) 0.0506(7) Uani 1 1 d . . . C29 C 0.9911(7) -0.2697(3) 0.0405(3) 0.0338(8) Uani 1 1 d . . . C30 C 0.1333(7) 0.1227(3) 0.1165(2) 0.0357(9) Uani 1 1 d . . . O31 O 0.9041(6) -0.1961(3) -0.10858(19) 0.0551(8) Uani 1 1 d . . . C32 C 0.5026(7) 0.0300(3) 0.0516(2) 0.0323(8) Uani 1 1 d . . . H32 H 0.6027 0.0776 0.0593 0.039 Uiso 1 1 d R . . C33 C -0.0991(7) 0.1176(3) 0.1643(2) 0.0368(9) Uani 1 1 d . . . H33 H -0.1720 0.0506 0.1908 0.044 Uiso 1 1 d R . . C34 C 1.0610(7) -0.3882(3) 0.0558(3) 0.0441(10) Uani 1 1 d . . . C35 C 0.2290(7) 0.2219(3) 0.0774(3) 0.0385(9) Uani 1 1 d . . . H35 H 0.3853 0.2281 0.0430 0.046 Uiso 1 1 d R . . C36 C 0.7071(7) -0.2515(3) 0.0603(3) 0.0376(9) Uani 1 1 d . . . H36A H 0.6717 -0.2858 0.1222 0.045 Uiso 1 1 d R . . H36B H 0.6236 -0.2840 0.0316 0.045 Uiso 1 1 d R . . O37 O 0.5872(6) 0.1365(2) -0.19490(17) 0.0473(7) Uani 1 1 d . . . C38 C 0.7298(7) -0.3459(3) 0.3513(2) 0.0356(9) Uani 1 1 d . . . C39 C -0.1249(8) 0.3056(4) 0.1349(3) 0.0479(11) Uani 1 1 d . . . H39 H -0.2162 0.3678 0.1412 0.058 Uiso 1 1 d R . . C40 C 1.2260(7) 0.0535(3) 0.4247(2) 0.0334(8) Uani 1 1 d . . . C41 C 0.8638(8) -0.4445(3) 0.3937(3) 0.0461(10) Uani 1 1 d . . . H41 H 0.9967 -0.4497 0.4286 0.055 Uiso 1 1 d R . . C42 C 0.9385(8) -0.5563(3) 0.6497(3) 0.0435(10) Uani 1 1 d . . . H42 H 0.7964 -0.5262 0.6753 0.052 Uiso 1 1 d R . . C43 C 1.2479(7) -0.0138(3) 0.5232(3) 0.0380(9) Uani 1 1 d . . . C44 C 0.7903(7) -0.2410(3) 0.3532(2) 0.0377(9) Uani 1 1 d . . . H44A H 0.6352 -0.2104 0.3717 0.045 Uiso 1 1 d R . . H44B H 0.8386 -0.1956 0.2942 0.045 Uiso 1 1 d R . . C45 C 0.6037(7) 0.2756(3) -0.1294(3) 0.0373(9) Uani 1 1 d . . . C46 C 0.6469(6) -0.0804(3) 0.0769(3) 0.0327(8) Uani 1 1 d . . . C47 C 0.3710(8) 0.4504(4) -0.1871(3) 0.0476(11) Uani 1 1 d . . . H47 H 0.2358 0.4971 -0.2195 0.057 Uiso 1 1 d R . . C48 C 1.3323(8) -0.5324(3) 0.5644(3) 0.0436(10) Uani 1 1 d . . . H48 H 1.4546 -0.4852 0.5290 0.052 Uiso 1 1 d R . . C49 C 0.9781(7) 0.0360(3) 0.3994(3) 0.0349(9) Uani 1 1 d . . . H49A H 0.9772 0.0703 0.3371 0.042 Uiso 1 1 d R . . H49B H 0.8440 0.0698 0.4252 0.042 Uiso 1 1 d R . . C50 C 0.5263(8) 0.4905(4) -0.1501(3) 0.0459(10) Uani 1 1 d . . . C51 C 1.3618(8) -0.6398(4) 0.5794(3) 0.0504(11) Uani 1 1 d . . . H51 H 1.5098 -0.6695 0.5562 0.061 Uiso 1 1 d R . . C52 C 0.5346(7) -0.3416(3) 0.3034(3) 0.0420(10) Uani 1 1 d . . . H52 H 0.4385 -0.2740 0.2745 0.050 Uiso 1 1 d R . . C53 C 1.2213(8) 0.1716(3) 0.4086(3) 0.0441(10) Uani 1 1 d . . . C54 C 1.1811(9) -0.7077(4) 0.6293(3) 0.0468(11) Uani 1 1 d . . . C55 C 0.9680(9) -0.6634(4) 0.6622(3) 0.0473(11) Uani 1 1 d . . . H55 H 0.8385 -0.7087 0.6938 0.057 Uiso 1 1 d R . . C56 C 0.6135(10) -0.5293(4) 0.3371(4) 0.0615(14) Uani 1 1 d . . . H56 H 0.5748 -0.5932 0.3326 0.074 Uiso 1 1 d R . . C57 C -0.2263(8) 0.2062(3) 0.1739(3) 0.0429(9) Uani 1 1 d . . . H57 H -0.3830 0.1999 0.2081 0.051 Uiso 1 1 d R . . C58 C 0.1030(8) 0.3116(3) 0.0877(3) 0.0475(11) Uani 1 1 d . . . H58 H 0.1738 0.3791 0.0616 0.057 Uiso 1 1 d R . . C59 C 0.4908(11) 0.6081(4) -0.1649(3) 0.0621(14) Uani 1 1 d . . . H59A H 0.6125 0.6222 -0.1350 0.075 Uiso 1 1 d R . . H59B H 0.3259 0.6253 -0.1431 0.075 Uiso 1 1 d R . . H59C H 0.5119 0.6514 -0.2263 0.075 Uiso 1 1 d R . . C60 C 1.5072(9) -0.1298(4) 0.6324(3) 0.0594(13) Uani 1 1 d . . . H60A H 1.6756 -0.1634 0.6403 0.071 Uiso 1 1 d R . . H60B H 1.3932 -0.1842 0.6536 0.071 Uiso 1 1 d R . . H60C H 1.4720 -0.0845 0.6642 0.071 Uiso 1 1 d R . . C61 C 0.4108(8) 0.3438(3) -0.1775(3) 0.0446(10) Uani 1 1 d . . . H61 H 0.3039 0.3168 -0.2037 0.054 Uiso 1 1 d R . . C62 C 0.8070(10) -0.5355(4) 0.3859(3) 0.0586(13) Uani 1 1 d . . . H62 H 0.9049 -0.6029 0.4141 0.070 Uiso 1 1 d R . . C63 C 0.7158(8) 0.4215(4) -0.1020(3) 0.0482(11) Uani 1 1 d . . . H63 H 0.8203 0.4505 -0.0765 0.058 Uiso 1 1 d R . . C64 C 1.2156(11) -0.8267(4) 0.6487(3) 0.0644(14) Uani 1 1 d . . . H64A H 1.0723 -0.8601 0.6830 0.077 Uiso 1 1 d R . . H64B H 1.3620 -0.8586 0.6807 0.077 Uiso 1 1 d R . . H64C H 1.2362 -0.8370 0.5952 0.077 Uiso 1 1 d R . . C65 C 0.4770(9) -0.4325(4) 0.2963(3) 0.0541(12) Uani 1 1 d . . . H65 H 0.3408 -0.4267 0.2625 0.065 Uiso 1 1 d R . . C66 C 0.9422(11) -0.1251(5) -0.1992(3) 0.0765(17) Uani 1 1 d . . . H66A H 0.8136 -0.1314 -0.2309 0.092 Uiso 1 1 d R . . H66B H 1.1027 -0.1459 -0.2220 0.092 Uiso 1 1 d R . . H66C H 0.9353 -0.0520 -0.2053 0.092 Uiso 1 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 S1 0.0358(5) 0.0377(6) 0.0327(5) -0.0091(4) -0.0013(4) -0.0057(4) S2 0.0349(5) 0.0386(6) 0.0330(5) -0.0090(4) -0.0062(4) -0.0029(4) O3 0.0350(15) 0.0465(18) 0.0421(17) -0.0212(13) -0.0041(12) -0.0058(12) O4 0.0387(15) 0.060(2) 0.0395(17) -0.0171(15) 0.0005(14) -0.0003(13) O5 0.0457(18) 0.068(2) 0.0439(19) -0.0095(16) -0.0043(14) -0.0204(16) F6 0.0558(16) 0.0446(15) 0.081(2) -0.0253(14) -0.0127(14) -0.0150(12) O7 0.0396(14) 0.0366(15) 0.0337(14) -0.0108(12) 0.0035(12) -0.0044(12) O8 0.0345(14) 0.0457(17) 0.0351(15) -0.0130(13) 0.0003(12) -0.0084(12) N9 0.0329(16) 0.0376(18) 0.0317(18) -0.0069(14) -0.0056(14) -0.0021(13) C10 0.033(2) 0.034(2) 0.0236(19) -0.0043(16) -0.0071(16) -0.0032(16) O11 0.0469(15) 0.0342(14) 0.0313(14) -0.0098(12) -0.0108(12) -0.0008(12) F12 0.0677(17) 0.0387(14) 0.0598(17) -0.0077(13) 0.0041(14) -0.0040(12) N13 0.0270(15) 0.0317(16) 0.0351(17) -0.0141(14) -0.0055(13) 0.0007(12) F14 0.0594(16) 0.0385(14) 0.0748(19) -0.0248(13) -0.0062(14) 0.0034(12) O15 0.0378(16) 0.0526(19) 0.0321(16) -0.0079(14) -0.0043(12) 0.0021(13) F16 0.0581(15) 0.0530(16) 0.087(2) -0.0453(15) -0.0190(14) -0.0008(12) N17 0.0310(16) 0.0375(18) 0.0301(17) -0.0068(14) -0.0056(14) -0.0085(13) F18 0.0405(14) 0.0494(15) 0.0778(19) -0.0302(14) -0.0023(13) 0.0035(11) O19 0.0313(14) 0.0455(17) 0.0503(18) -0.0144(14) -0.0022(13) -0.0005(12) N20 0.0294(16) 0.0320(17) 0.0361(17) -0.0117(14) 0.0002(13) -0.0028(13) F21 0.084(2) 0.0373(14) 0.0552(16) -0.0011(12) -0.0138(14) -0.0086(13) O22 0.0419(16) 0.0432(17) 0.0490(18) -0.0116(14) -0.0145(13) -0.0083(13) C23 0.0334(19) 0.0322(19) 0.030(2) -0.0105(16) -0.0015(15) -0.0016(15) C24 0.032(2) 0.044(2) 0.041(2) -0.0203(19) -0.0048(17) -0.0032(17) C25 0.036(2) 0.037(2) 0.028(2) -0.0035(17) -0.0080(16) -0.0019(17) C26 0.040(2) 0.037(2) 0.036(2) -0.0085(17) -0.0035(17) -0.0070(17) C27 0.041(2) 0.043(2) 0.034(2) -0.0059(18) -0.0067(18) -0.0103(18) O28 0.0603(19) 0.0537(19) 0.0344(16) -0.0156(14) -0.0077(14) 0.0028(14) C29 0.0266(18) 0.035(2) 0.041(2) -0.0147(17) -0.0031(15) -0.0067(15) C30 0.040(2) 0.036(2) 0.031(2) -0.0116(17) -0.0075(17) -0.0037(16) O31 0.0504(18) 0.076(2) 0.0420(18) -0.0224(16) -0.0089(14) -0.0167(16) C32 0.0313(19) 0.034(2) 0.031(2) -0.0112(16) -0.0033(15) -0.0070(15) C33 0.034(2) 0.043(2) 0.031(2) -0.0114(17) -0.0051(16) -0.0051(17) C34 0.035(2) 0.039(2) 0.057(3) -0.019(2) -0.005(2) -0.0005(18) C35 0.039(2) 0.033(2) 0.042(2) -0.0145(18) -0.0013(18) -0.0025(17) C36 0.0303(19) 0.038(2) 0.049(2) -0.0219(19) -0.0017(17) -0.0043(16) O37 0.0583(18) 0.0518(18) 0.0333(16) -0.0176(14) -0.0017(14) -0.0099(14) C38 0.040(2) 0.033(2) 0.030(2) -0.0089(17) 0.0039(17) -0.0089(17) C39 0.051(3) 0.041(2) 0.053(3) -0.022(2) -0.011(2) 0.0085(19) C40 0.0298(19) 0.035(2) 0.032(2) -0.0102(17) -0.0019(16) -0.0033(15) C41 0.051(3) 0.036(2) 0.049(3) -0.015(2) -0.001(2) -0.0043(19) C42 0.046(2) 0.042(2) 0.035(2) -0.0071(19) -0.0018(19) -0.0081(19) C43 0.032(2) 0.040(2) 0.047(2) -0.0214(19) -0.0070(19) -0.0042(17) C44 0.044(2) 0.032(2) 0.033(2) -0.0076(17) -0.0077(17) -0.0015(16) C45 0.034(2) 0.039(2) 0.033(2) -0.0078(18) 0.0010(17) -0.0060(17) C46 0.0251(18) 0.038(2) 0.035(2) -0.0131(18) 0.0005(16) -0.0079(15) C47 0.048(2) 0.046(3) 0.037(2) -0.0070(19) -0.0037(19) 0.002(2) C48 0.036(2) 0.042(2) 0.045(2) -0.0105(19) -0.0008(18) -0.0022(18) C49 0.034(2) 0.030(2) 0.036(2) -0.0093(17) -0.0063(16) 0.0005(15) C50 0.055(3) 0.041(2) 0.033(2) -0.0072(19) 0.003(2) -0.006(2) C51 0.048(3) 0.054(3) 0.048(3) -0.021(2) -0.010(2) 0.009(2) C52 0.042(2) 0.050(3) 0.037(2) -0.019(2) 0.0014(18) -0.0103(19) C53 0.047(2) 0.038(2) 0.046(3) -0.014(2) -0.008(2) -0.0052(19) C54 0.064(3) 0.041(2) 0.037(2) -0.014(2) -0.016(2) -0.002(2) C55 0.059(3) 0.047(3) 0.035(2) -0.0108(19) -0.006(2) -0.017(2) C56 0.077(3) 0.049(3) 0.069(3) -0.032(3) 0.008(3) -0.025(3) C57 0.041(2) 0.048(2) 0.041(2) -0.019(2) -0.0045(18) 0.0001(18) C58 0.050(3) 0.033(2) 0.056(3) -0.015(2) -0.007(2) -0.0007(18) C59 0.084(4) 0.045(3) 0.047(3) -0.013(2) 0.010(3) -0.004(3) C60 0.057(3) 0.068(3) 0.037(2) -0.009(2) -0.010(2) 0.015(2) C61 0.042(2) 0.050(3) 0.035(2) -0.010(2) -0.0041(18) -0.0059(19) C62 0.075(3) 0.035(2) 0.063(3) -0.020(2) 0.004(3) -0.004(2) C63 0.055(3) 0.044(3) 0.049(3) -0.018(2) -0.003(2) -0.014(2) C64 0.102(4) 0.045(3) 0.051(3) -0.020(2) -0.024(3) -0.001(3) C65 0.052(3) 0.063(3) 0.055(3) -0.029(3) 0.007(2) -0.023(2) C66 0.074(4) 0.112(5) 0.035(3) -0.017(3) -0.011(2) -0.013(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 S1 O19 1.425(3) . ? S1 O37 1.429(3) . ? S1 N17 1.624(3) . ? S1 C45 1.756(4) . ? S2 O28 1.433(3) . ? S2 O22 1.439(3) . ? S2 N9 1.626(3) . ? S2 C25 1.763(4) . ? O3 C29 1.394(4) . ? O3 H3 0.8200 . ? O4 C43 1.192(5) . ? O5 C24 1.194(4) . ? F6 C53 1.339(5) . ? O7 C10 1.246(4) . ? O8 C40 1.400(4) . ? O8 H8 0.8200 . ? N9 C23 1.473(5) . ? N9 H9 0.9600 . ? C10 N20 1.329(5) . ? C10 C23 1.517(5) . ? O11 C46 1.243(4) . ? F12 C34 1.333(5) . ? N13 C46 1.337(5) . ? N13 C36 1.453(5) . ? N13 H13 0.9601 . ? F14 C53 1.331(5) . ? O15 C43 1.332(5) . ? O15 C60 1.450(5) . ? F16 C34 1.334(5) . ? N17 C32 1.463(5) . ? N17 H17 0.9601 . ? F18 C34 1.329(5) . ? N20 C49 1.447(5) . ? N20 H20 0.9599 . ? F21 C53 1.340(5) . ? C23 C44 1.516(5) . ? C23 H23 0.9599 . ? C24 O31 1.319(5) . ? C24 C29 1.552(6) . ? C25 C42 1.383(6) . ? C25 C48 1.387(6) . ? C26 C30 1.506(5) . ? C26 C32 1.526(5) . ? C26 H26A 0.9599 . ? C26 H26B 0.9602 . ? C27 C63 1.383(6) . ? C27 C45 1.402(6) . ? C27 H27 0.9601 . ? C29 C34 1.533(6) . ? C29 C36 1.541(5) . ? C30 C35 1.389(5) . ? C30 C33 1.404(5) . ? O31 C66 1.445(6) . ? C32 C46 1.515(5) . ? C32 H32 0.9600 . ? C33 C57 1.368(6) . ? C33 H33 0.9599 . ? C35 C58 1.383(6) . ? C35 H35 0.9599 . ? C36 H36A 0.9599 . ? C36 H36B 0.9600 . ? C38 C41 1.386(6) . ? C38 C52 1.387(5) . ? C38 C44 1.530(5) . ? C39 C58 1.378(6) . ? C39 C57 1.406(6) . ? C39 H39 0.9600 . ? C40 C53 1.522(6) . ? C40 C49 1.533(5) . ? C40 C43 1.544(5) . ? C41 C62 1.384(6) . ? C41 H41 0.9599 . ? C42 C55 1.382(6) . ? C42 H42 0.9600 . ? C44 H44A 0.9600 . ? C44 H44B 0.9598 . ? C45 C61 1.389(6) . ? C47 C61 1.389(6) . ? C47 C50 1.390(6) . ? C47 H47 0.9601 . ? C48 C51 1.375(6) . ? C48 H48 0.9600 . ? C49 H49A 0.9601 . ? C49 H49B 0.9599 . ? C50 C63 1.379(6) . ? C50 C59 1.511(6) . ? C51 C54 1.396(6) . ? C51 H51 0.9600 . ? C52 C65 1.379(6) . ? C52 H52 0.9600 . ? C54 C55 1.390(6) . ? C54 C64 1.512(6) . ? C55 H55 0.9600 . ? C56 C65 1.370(7) . ? C56 C62 1.381(7) . ? C56 H56 0.9599 . ? C57 H57 0.9599 . ? C58 H58 0.9600 . ? C59 H59A 0.9599 . ? C59 H59B 0.9599 . ? C59 H59C 0.9600 . ? C60 H60A 0.9601 . ? C60 H60B 0.9599 . ? C60 H60C 0.9600 . ? C61 H61 0.9600 . ? C62 H62 0.9600 . ? C63 H63 0.9600 . ? C64 H64A 0.9600 . ? C64 H64B 0.9600 . ? C64 H64C 0.9600 . ? C65 H65 0.9600 . ? C66 H66A 0.9601 . ? C66 H66B 0.9600 . ? C66 H66C 0.9599 . ? 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 O19 S1 O37 120.40(19) . . ? O19 S1 N17 106.32(16) . . ? O37 S1 N17 106.88(17) . . ? O19 S1 C45 107.60(18) . . ? O37 S1 C45 107.61(19) . . ? N17 S1 C45 107.44(18) . . ? O28 S2 O22 120.00(19) . . ? O28 S2 N9 106.66(18) . . ? O22 S2 N9 105.97(16) . . ? O28 S2 C25 107.60(19) . . ? O22 S2 C25 108.45(18) . . ? N9 S2 C25 107.57(18) . . ? C29 O3 H3 109.5 . . ? C40 O8 H8 109.5 . . ? C23 N9 S2 120.4(3) . . ? C23 N9 H9 120.0 . . ? S2 N9 H9 119.5 . . ? O7 C10 N20 122.2(3) . . ? O7 C10 C23 119.7(3) . . ? N20 C10 C23 118.0(3) . . ? C46 N13 C36 122.1(3) . . ? C46 N13 H13 118.4 . . ? C36 N13 H13 119.5 . . ? C43 O15 C60 114.6(3) . . ? C32 N17 S1 120.7(2) . . ? C32 N17 H17 119.7 . . ? S1 N17 H17 119.6 . . ? C10 N20 C49 123.3(3) . . ? C10 N20 H20 120.1 . . ? C49 N20 H20 116.6 . . ? N9 C23 C44 111.5(3) . . ? N9 C23 C10 110.8(3) . . ? C44 C23 C10 108.1(3) . . ? N9 C23 H23 108.8 . . ? C44 C23 H23 109.0 . . ? C10 C23 H23 108.6 . . ? O5 C24 O31 125.2(4) . . ? O5 C24 C29 123.6(4) . . ? O31 C24 C29 111.2(3) . . ? C42 C25 C48 120.7(4) . . ? C42 C25 S2 118.6(3) . . ? C48 C25 S2 120.7(3) . . ? C30 C26 C32 117.2(3) . . ? C30 C26 H26A 109.9 . . ? C32 C26 H26A 106.6 . . ? C30 C26 H26B 108.7 . . ? C32 C26 H26B 104.7 . . ? H26A C26 H26B 109.5 . . ? C63 C27 C45 118.7(4) . . ? C63 C27 H27 122.2 . . ? C45 C27 H27 119.1 . . ? O3 C29 C34 105.7(3) . . ? O3 C29 C36 112.9(3) . . ? C34 C29 C36 108.9(3) . . ? O3 C29 C24 109.4(3) . . ? C34 C29 C24 109.7(3) . . ? C36 C29 C24 110.2(3) . . ? C35 C30 C33 117.7(4) . . ? C35 C30 C26 124.0(3) . . ? C33 C30 C26 118.2(3) . . ? C24 O31 C66 116.6(3) . . ? N17 C32 C46 111.9(3) . . ? N17 C32 C26 111.8(3) . . ? C46 C32 C26 108.4(3) . . ? N17 C32 H32 107.3 . . ? C46 C32 H32 109.1 . . ? C26 C32 H32 108.2 . . ? C57 C33 C30 121.6(4) . . ? C57 C33 H33 118.7 . . ? C30 C33 H33 119.7 . . ? F18 C34 F12 107.4(3) . . ? F18 C34 F16 107.1(4) . . ? F12 C34 F16 107.3(3) . . ? F18 C34 C29 111.5(3) . . ? F12 C34 C29 110.8(3) . . ? F16 C34 C29 112.4(3) . . ? C58 C35 C30 121.0(4) . . ? C58 C35 H35 119.5 . . ? C30 C35 H35 119.5 . . ? N13 C36 C29 112.2(3) . . ? N13 C36 H36A 108.8 . . ? C29 C36 H36A 108.2 . . ? N13 C36 H36B 109.8 . . ? C29 C36 H36B 108.3 . . ? H36A C36 H36B 109.5 . . ? C41 C38 C52 118.4(4) . . ? C41 C38 C44 123.2(4) . . ? C52 C38 C44 118.4(3) . . ? C58 C39 C57 119.0(4) . . ? C58 C39 H39 121.5 . . ? C57 C39 H39 119.4 . . ? O8 C40 C53 105.8(3) . . ? O8 C40 C49 112.7(3) . . ? C53 C40 C49 108.7(3) . . ? O8 C40 C43 113.0(3) . . ? C53 C40 C43 107.9(3) . . ? C49 C40 C43 108.5(3) . . ? C62 C41 C38 120.3(4) . . ? C62 C41 H41 119.9 . . ? C38 C41 H41 119.8 . . ? C55 C42 C25 119.0(4) . . ? C55 C42 H42 121.9 . . ? C25 C42 H42 119.1 . . ? O4 C43 O15 124.8(4) . . ? O4 C43 C40 123.0(3) . . ? O15 C43 C40 112.1(3) . . ? C23 C44 C38 117.5(3) . . ? C23 C44 H44A 107.8 . . ? C38 C44 H44A 105.0 . . ? C23 C44 H44B 110.4 . . ? C38 C44 H44B 106.4 . . ? H44A C44 H44B 109.5 . . ? C61 C45 C27 119.8(4) . . ? C61 C45 S1 119.7(3) . . ? C27 C45 S1 120.5(3) . . ? O11 C46 N13 122.3(4) . . ? O11 C46 C32 119.9(3) . . ? N13 C46 C32 117.7(3) . . ? C61 C47 C50 120.5(4) . . ? C61 C47 H47 120.1 . . ? C50 C47 H47 119.5 . . ? C51 C48 C25 119.5(4) . . ? C51 C48 H48 121.1 . . ? C25 C48 H48 119.3 . . ? N20 C49 C40 112.2(3) . . ? N20 C49 H49A 109.2 . . ? C40 C49 H49A 107.6 . . ? N20 C49 H49B 110.0 . . ? C40 C49 H49B 108.3 . . ? H49A C49 H49B 109.5 . . ? C63 C50 C47 118.6(4) . . ? C63 C50 C59 121.2(4) . . ? C47 C50 C59 120.2(4) . . ? C48 C51 C54 121.0(4) . . ? C48 C51 H51 120.0 . . ? C54 C51 H51 118.9 . . ? C65 C52 C38 121.2(4) . . ? C65 C52 H52 119.5 . . ? C38 C52 H52 119.3 . . ? F14 C53 F6 106.8(3) . . ? F14 C53 F21 107.0(4) . . ? F6 C53 F21 106.5(3) . . ? F14 C53 C40 113.0(3) . . ? F6 C53 C40 111.7(3) . . ? F21 C53 C40 111.5(3) . . ? C55 C54 C51 118.2(4) . . ? C55 C54 C64 120.3(4) . . ? C51 C54 C64 121.5(5) . . ? C42 C55 C54 121.5(4) . . ? C42 C55 H55 119.8 . . ? C54 C55 H55 118.7 . . ? C65 C56 C62 119.7(5) . . ? C65 C56 H56 120.7 . . ? C62 C56 H56 119.6 . . ? C33 C57 C39 119.8(4) . . ? C33 C57 H57 119.7 . . ? C39 C57 H57 120.4 . . ? C39 C58 C35 120.8(4) . . ? C39 C58 H58 119.3 . . ? C35 C58 H58 120.0 . . ? C50 C59 H59A 109.4 . . ? C50 C59 H59B 109.6 . . ? H59A C59 H59B 109.5 . . ? C50 C59 H59C 109.4 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? O15 C60 H60A 110.0 . . ? O15 C60 H60B 109.9 . . ? H60A C60 H60B 109.5 . . ? O15 C60 H60C 108.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C47 C61 C45 120.2(4) . . ? C47 C61 H61 120.1 . . ? C45 C61 H61 119.7 . . ? C56 C62 C41 120.4(5) . . ? C56 C62 H62 120.3 . . ? C41 C62 H62 119.3 . . ? C50 C63 C27 122.3(4) . . ? C50 C63 H63 117.5 . . ? C27 C63 H63 120.2 . . ? C54 C64 H64A 109.8 . . ? C54 C64 H64B 108.8 . . ? H64A C64 H64B 109.5 . . ? C54 C64 H64C 109.8 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C56 C65 C52 120.0(5) . . ? C56 C65 H65 120.9 . . ? C52 C65 H65 119.1 . . ? O31 C66 H66A 108.8 . . ? O31 C66 H66B 109.2 . . ? H66A C66 H66B 109.5 . . ? O31 C66 H66C 110.4 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.220 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.051