data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H24 F N3 O3 S' _chemical_formula_sum 'C24 H24 F N3 O3 S' _chemical_formula_weight 453.52 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' 'N' 'N' 0.0061 0.0033 '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' 'S' 'S' 0.1246 0.1234 '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 10.1760(7) _cell_length_b 10.7150(6) _cell_length_c 21.5609(18) _cell_angle_alpha 99.229(6) _cell_angle_beta 100.256(8) _cell_angle_gamma 91.188(6) _cell_volume 2280.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 41687 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.181 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 1 0.019 -1 0 -1 0.076 -1 0 1 0.126 1 0 -1 0.134 0 -1 0 0.059 0 1 0 0.076 0 1 -1 0.094 0 0 -1 0.156 0 0 1 0.121 _exptl_absorpt_correction_type 'integration' _exptl_absorpt_correction_T_min 0.959 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _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 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41644 _diffrn_reflns_av_R_equivalents 0.0701 _diffrn_reflns_av_sigmaI/netI 0.0630 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10323 _reflns_number_gt 6104 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (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^)+(0.0618P)^2^+7.9557P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10323 _refine_ls_number_parameters 577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1556 _refine_ls_R_factor_gt 0.0915 _refine_ls_wR_factor_ref 0.2338 _refine_ls_wR_factor_gt 0.1922 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 0.22069(12) 0.00541(12) 0.32898(6) 0.0384(3) Uani 1 1 d . . . S2 S 0.73082(12) 0.97059(11) 0.17722(6) 0.0359(3) Uani 1 1 d . . . O3 O 0.0633(3) 0.4194(3) 0.20857(14) 0.0304(7) Uani 1 1 d . . . O6 O 0.8761(3) 0.5577(3) 0.30024(14) 0.0303(7) Uani 1 1 d . . . O5 O 0.7459(3) 0.3138(3) 0.22588(14) 0.0329(7) Uani 1 1 d . . . O2 O 0.1983(3) 0.6630(3) 0.28091(15) 0.0327(7) Uani 1 1 d . . . O1 O 0.2267(3) 0.3694(3) 0.41413(14) 0.0312(7) Uani 1 1 d . . . C11 C 0.1873(4) 0.5657(4) 0.30115(19) 0.0234(9) Uani 1 1 d . . . N6 N 0.7260(3) 0.4320(3) 0.14386(15) 0.0229(7) Uani 1 1 d . . . O4 O 0.7367(3) 0.6055(3) 0.09250(14) 0.0318(7) Uani 1 1 d . . . C110 C 0.7580(4) 0.5579(4) 0.1396(2) 0.0240(9) Uani 1 1 d . . . N2 N 0.1320(3) 0.3585(3) 0.30693(16) 0.0253(8) Uani 1 1 d . . . C111 C 0.7624(4) 0.4098(4) 0.20575(19) 0.0236(9) Uani 1 1 d . . . N3 N 0.2349(3) 0.5427(3) 0.36189(16) 0.0225(7) Uani 1 1 d . . . N4 N 0.6051(4) 0.7733(4) 0.20660(18) 0.0399(11) Uani 1 1 d . . . C12 C 0.1174(4) 0.4402(4) 0.2635(2) 0.0246(9) Uani 1 1 d . . . N5 N 0.8199(3) 0.6171(3) 0.20074(16) 0.0248(7) Uani 1 1 d . . . C122 C 0.4404(4) 0.4681(4) 0.1145(2) 0.0259(9) Uani 1 1 d . . . H122 H 0.5100 0.5221 0.1448 0.031 Uiso 1 1 d R . . C113 C 0.6454(4) 0.3449(4) 0.09232(19) 0.0242(9) Uani 1 1 d . . . F2 F 0.2507(3) 1.1185(3) 0.12709(18) 0.0639(10) Uani 1 1 d . . . C7 C 0.2255(4) 0.1534(4) 0.3046(2) 0.0282(9) Uani 1 1 d . . . F1 F 0.7006(3) -0.1448(3) 0.37499(17) 0.0616(9) Uani 1 1 d . . . C13 C 0.3171(4) 0.6316(4) 0.41275(19) 0.0252(9) Uani 1 1 d . . . C10 C 0.2014(4) 0.4176(4) 0.3672(2) 0.0239(9) Uani 1 1 d . . . C103 C 0.5593(4) 0.9693(4) 0.1705(2) 0.0275(9) Uani 1 1 d . . . C107 C 0.7255(4) 0.8224(4) 0.20143(19) 0.0238(9) Uani 1 1 d . . . C8 C 0.0979(4) 0.2231(4) 0.2909(2) 0.0313(10) Uani 1 1 d . . . H8 H 0.0633 0.2032 0.2449 0.038 Uiso 1 1 d R . . C115 C 0.6271(5) 0.1632(4) 0.0112(2) 0.0341(10) Uani 1 1 d . . . H115 H 0.6650 0.0969 -0.0118 0.041 Uiso 1 1 d R . . C4 C 0.4409(5) 0.1150(4) 0.3168(2) 0.0305(10) Uani 1 1 d . . . C112 C 0.8279(4) 0.5363(4) 0.24404(19) 0.0227(8) Uani 1 1 d . . . C3 C 0.3920(4) 0.0052(4) 0.3343(2) 0.0283(9) Uani 1 1 d . . . C117 C 0.4319(4) 0.2720(4) 0.0307(2) 0.0286(9) Uani 1 1 d . . . H117 H 0.3400 0.2796 0.0202 0.034 Uiso 1 1 d R . . C118 C 0.5078(4) 0.3600(4) 0.07956(19) 0.0235(8) Uani 1 1 d . . . C18 C 0.2534(4) 0.7267(4) 0.4463(2) 0.0308(10) Uani 1 1 d . . . N1 N 0.3452(4) 0.2018(4) 0.29861(18) 0.0423(11) Uani 1 1 d . . . C14 C 0.4546(4) 0.6169(4) 0.4238(2) 0.0261(9) Uani 1 1 d . . . C108 C 0.8528(4) 0.7541(4) 0.2167(2) 0.0308(10) Uani 1 1 d . . . H108 H 0.8854 0.7746 0.2629 0.037 Uiso 1 1 d R . . C114 C 0.7090(4) 0.2472(4) 0.0586(2) 0.0303(10) Uani 1 1 d . . . C15 C 0.5310(5) 0.7059(4) 0.4717(2) 0.0331(10) Uani 1 1 d . . . H15 H 0.6232 0.6999 0.4811 0.040 Uiso 1 1 d R . . C21 C 0.5358(5) 0.5490(5) 0.3207(2) 0.0432(12) Uani 1 1 d . . . H21A H 0.4526 0.5765 0.2999 0.052 Uiso 1 1 d R . . H21B H 0.5627 0.4773 0.2939 0.052 Uiso 1 1 d R . . H21C H 0.6031 0.6166 0.3282 0.052 Uiso 1 1 d R . . C17 C 0.3352(5) 0.8150(5) 0.4922(2) 0.0386(11) Uani 1 1 d . . . H17 H 0.2977 0.8829 0.5142 0.046 Uiso 1 1 d R . . C19 C 0.5188(4) 0.5123(4) 0.3844(2) 0.0299(10) Uani 1 1 d . . . H19 H 0.4578 0.4369 0.3748 0.036 Uiso 1 1 d R . . C105 C 0.3751(5) 0.8401(5) 0.1853(2) 0.0399(12) Uani 1 1 d . . . H105 H 0.3421 0.7678 0.1973 0.048 Uiso 1 1 d R . . C2 C 0.4764(5) -0.0868(4) 0.3541(2) 0.0360(11) Uani 1 1 d . . . H2 H 0.4445 -0.1603 0.3655 0.043 Uiso 1 1 d R . . C116 C 0.4907(5) 0.1746(4) -0.0022(2) 0.0355(11) Uani 1 1 d . . . H116 H 0.4378 0.1161 -0.0339 0.043 Uiso 1 1 d R . . C9 C -0.0106(5) 0.1848(5) 0.3251(3) 0.0431(12) Uani 1 1 d . . . H9A H 0.0229 0.1987 0.3703 0.052 Uiso 1 1 d R . . H9B H -0.0364 0.0967 0.3107 0.052 Uiso 1 1 d R . . H9C H -0.0867 0.2347 0.3161 0.052 Uiso 1 1 d R . . C102 C 0.4753(5) 1.0619(4) 0.1499(2) 0.0378(11) Uani 1 1 d . . . H102 H 0.5075 1.1355 0.1387 0.045 Uiso 1 1 d R . . C106 C 0.2905(5) 0.9280(5) 0.1647(3) 0.0435(13) Uani 1 1 d . . . H106 H 0.1988 0.9157 0.1624 0.052 Uiso 1 1 d R . . C16 C 0.4718(5) 0.8029(5) 0.5046(2) 0.0404(12) Uani 1 1 d . . . H16 H 0.5249 0.8611 0.5362 0.049 Uiso 1 1 d R . . C101 C 0.3410(5) 1.0359(5) 0.1476(2) 0.0430(13) Uani 1 1 d . . . C6 C 0.6597(5) 0.0467(5) 0.3385(2) 0.0406(12) Uani 1 1 d . . . H6 H 0.7512 0.0595 0.3408 0.049 Uiso 1 1 d R . . C124 C 0.3429(6) 0.4198(5) 0.1523(3) 0.0481(14) Uani 1 1 d . . . H124A H 0.2705 0.3715 0.1231 0.058 Uiso 1 1 d R . . H124B H 0.3085 0.4901 0.1769 0.058 Uiso 1 1 d R . . H124C H 0.3881 0.3670 0.1804 0.058 Uiso 1 1 d R . . C104 C 0.5101(5) 0.8607(4) 0.1879(2) 0.0298(10) Uani 1 1 d . . . C22 C 0.1021(5) 0.7334(5) 0.4361(2) 0.0383(11) Uani 1 1 d . . . H22 H 0.0660 0.6999 0.3911 0.046 Uiso 1 1 d R . . C119 C 0.8599(5) 0.2389(5) 0.0718(2) 0.0409(12) Uani 1 1 d . . . H119 H 0.8914 0.2656 0.1178 0.049 Uiso 1 1 d R . . C5 C 0.5757(5) 0.1346(5) 0.3188(2) 0.0394(12) Uani 1 1 d . . . H5 H 0.6083 0.2070 0.3067 0.047 Uiso 1 1 d R . . C1 C 0.6103(5) -0.0620(5) 0.3556(2) 0.0449(13) Uani 1 1 d . . . C20 C 0.6528(5) 0.4761(5) 0.4195(3) 0.0435(12) Uani 1 1 d . . . H20A H 0.7168 0.5463 0.4267 0.052 Uiso 1 1 d R . . H20B H 0.6839 0.4049 0.3939 0.052 Uiso 1 1 d R . . H20C H 0.6418 0.4539 0.4597 0.052 Uiso 1 1 d R . . C109 C 0.9635(5) 0.7928(5) 0.1835(3) 0.0414(12) Uani 1 1 d . . . H109A H 1.0398 0.7437 0.1937 0.050 Uiso 1 1 d R . . H109B H 0.9882 0.8811 0.1979 0.050 Uiso 1 1 d R . . H109C H 0.9325 0.7782 0.1381 0.050 Uiso 1 1 d R . . C123 C 0.3703(6) 0.5477(5) 0.0680(2) 0.0496(14) Uani 1 1 d . . . H123A H 0.4331 0.5777 0.0446 0.060 Uiso 1 1 d R . . H123B H 0.3334 0.6186 0.0910 0.060 Uiso 1 1 d R . . H123C H 0.2997 0.4971 0.0387 0.060 Uiso 1 1 d R . . C120 C 0.9036(6) 0.1046(6) 0.0540(3) 0.0645(17) Uani 1 1 d . . . H120A H 0.8964 0.0847 0.0084 0.077 Uiso 1 1 d R . . H120B H 0.8470 0.0461 0.0678 0.077 Uiso 1 1 d R . . H120C H 0.9946 0.0985 0.0743 0.077 Uiso 1 1 d R . . C121 C 0.9248(6) 0.3280(7) 0.0379(4) 0.076(2) Uani 1 1 d . . . H121A H 0.9071 0.2963 -0.0072 0.092 Uiso 1 1 d R . . H121B H 1.0196 0.3347 0.0533 0.092 Uiso 1 1 d R . . H121C H 0.8889 0.4100 0.0457 0.092 Uiso 1 1 d R . . C24 C 0.0538(7) 0.8655(7) 0.4511(5) 0.090(3) Uani 1 1 d . . . H24A H 0.0572 0.8873 0.4964 0.108 Uiso 1 1 d R . . H24B H -0.0365 0.8684 0.4291 0.108 Uiso 1 1 d R . . H24C H 0.1103 0.9246 0.4375 0.108 Uiso 1 1 d R . . C23 C 0.0477(7) 0.6507(8) 0.4755(4) 0.091(3) Uani 1 1 d . . . H23A H 0.0898 0.5712 0.4717 0.109 Uiso 1 1 d R . . H23B H -0.0471 0.6364 0.4612 0.109 Uiso 1 1 d R . . H23C H 0.0655 0.6915 0.5194 0.109 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 0.0325(6) 0.0354(6) 0.0491(8) 0.0106(6) 0.0094(6) 0.0011(5) S2 0.0328(6) 0.0332(6) 0.0419(7) 0.0080(5) 0.0060(5) 0.0006(5) O3 0.0250(15) 0.0424(18) 0.0220(16) 0.0027(13) 0.0023(13) 0.0026(13) O6 0.0297(16) 0.0381(17) 0.0203(15) 0.0017(13) -0.0003(13) 0.0026(13) O5 0.0424(18) 0.0268(16) 0.0296(17) 0.0079(13) 0.0044(14) 0.0002(14) O2 0.0338(17) 0.0357(18) 0.0298(17) 0.0124(14) 0.0026(14) 0.0032(14) O1 0.0312(16) 0.0356(17) 0.0268(16) 0.0115(14) 0.0001(13) 0.0005(14) C11 0.0185(19) 0.030(2) 0.022(2) 0.0041(17) 0.0039(16) 0.0039(17) N6 0.0242(17) 0.0248(17) 0.0178(17) 0.0034(14) -0.0010(14) 0.0004(14) O4 0.0385(18) 0.0309(16) 0.0248(16) 0.0084(13) -0.0004(14) 0.0006(14) C110 0.021(2) 0.023(2) 0.025(2) 0.0015(17) 0.0008(17) 0.0016(16) N2 0.0244(18) 0.0255(18) 0.0236(18) 0.0028(14) -0.0008(15) 0.0026(14) C111 0.0190(19) 0.029(2) 0.022(2) 0.0008(17) 0.0050(16) 0.0054(17) N3 0.0202(16) 0.0253(18) 0.0206(17) 0.0028(14) 0.0009(14) 0.0000(14) N4 0.056(3) 0.032(2) 0.0217(19) -0.0095(16) -0.0115(18) 0.0271(19) C12 0.020(2) 0.030(2) 0.024(2) 0.0040(17) 0.0064(17) 0.0057(17) N5 0.0260(18) 0.0213(17) 0.0247(18) 0.0026(14) -0.0007(15) 0.0031(14) C122 0.024(2) 0.029(2) 0.024(2) -0.0001(17) 0.0053(17) -0.0008(17) C113 0.029(2) 0.023(2) 0.020(2) 0.0041(16) -0.0009(17) -0.0005(17) F2 0.0443(18) 0.058(2) 0.088(3) 0.0249(19) -0.0018(18) 0.0125(16) C7 0.026(2) 0.025(2) 0.034(2) 0.0034(18) 0.0067(19) 0.0003(18) F1 0.0484(19) 0.062(2) 0.074(2) 0.0200(18) 0.0011(17) 0.0185(16) C13 0.025(2) 0.031(2) 0.019(2) 0.0062(17) 0.0003(17) 0.0013(18) C10 0.0180(19) 0.027(2) 0.026(2) 0.0038(17) 0.0018(17) 0.0035(16) C103 0.026(2) 0.029(2) 0.026(2) 0.0021(18) 0.0043(18) -0.0032(18) C107 0.026(2) 0.021(2) 0.023(2) 0.0024(16) 0.0022(17) -0.0045(17) C8 0.029(2) 0.025(2) 0.037(3) 0.0026(19) -0.001(2) -0.0038(18) C115 0.042(3) 0.026(2) 0.031(2) -0.0043(18) 0.004(2) 0.005(2) C4 0.040(3) 0.025(2) 0.026(2) 0.0020(18) 0.006(2) -0.0040(19) C112 0.0154(18) 0.027(2) 0.024(2) 0.0007(17) 0.0007(16) 0.0025(16) C3 0.026(2) 0.032(2) 0.027(2) 0.0011(18) 0.0075(18) -0.0002(18) C117 0.031(2) 0.026(2) 0.026(2) 0.0044(18) -0.0011(18) -0.0058(18) C118 0.026(2) 0.024(2) 0.022(2) 0.0088(16) 0.0042(17) -0.0004(17) C18 0.032(2) 0.035(2) 0.024(2) 0.0015(19) 0.0050(19) 0.005(2) N1 0.055(3) 0.034(2) 0.027(2) -0.0118(17) -0.0122(19) 0.026(2) C14 0.026(2) 0.029(2) 0.023(2) 0.0058(17) 0.0014(17) -0.0005(18) C108 0.032(2) 0.023(2) 0.032(2) 0.0007(18) -0.0037(19) 0.0030(18) C114 0.033(2) 0.028(2) 0.027(2) 0.0028(18) -0.0004(19) 0.0071(19) C15 0.029(2) 0.040(3) 0.026(2) 0.0042(19) -0.0049(19) -0.002(2) C21 0.038(3) 0.062(3) 0.033(3) 0.008(2) 0.013(2) 0.016(2) C17 0.049(3) 0.036(3) 0.028(2) -0.004(2) 0.006(2) 0.007(2) C19 0.025(2) 0.032(2) 0.032(2) 0.0027(19) 0.0045(19) 0.0015(18) C105 0.042(3) 0.039(3) 0.038(3) 0.002(2) 0.010(2) -0.010(2) C2 0.045(3) 0.029(2) 0.034(3) 0.007(2) 0.007(2) 0.000(2) C116 0.042(3) 0.032(2) 0.028(2) 0.0005(19) -0.002(2) -0.005(2) C9 0.028(2) 0.038(3) 0.064(4) 0.013(3) 0.007(2) -0.002(2) C102 0.050(3) 0.028(2) 0.035(3) 0.009(2) 0.005(2) 0.001(2) C106 0.027(2) 0.054(3) 0.047(3) -0.005(3) 0.011(2) -0.006(2) C16 0.045(3) 0.043(3) 0.026(2) -0.002(2) -0.004(2) -0.004(2) C101 0.038(3) 0.047(3) 0.038(3) 0.000(2) -0.003(2) 0.021(2) C6 0.029(2) 0.058(3) 0.030(3) -0.007(2) 0.006(2) -0.005(2) C124 0.059(3) 0.044(3) 0.046(3) 0.001(2) 0.029(3) 0.000(3) C104 0.037(2) 0.027(2) 0.023(2) 0.0019(17) 0.0030(19) -0.0035(19) C22 0.035(3) 0.043(3) 0.032(3) -0.007(2) 0.006(2) 0.010(2) C119 0.030(2) 0.053(3) 0.036(3) -0.002(2) 0.002(2) 0.016(2) C5 0.034(3) 0.046(3) 0.036(3) 0.001(2) 0.008(2) -0.010(2) C1 0.043(3) 0.050(3) 0.034(3) -0.002(2) -0.006(2) 0.025(3) C20 0.032(3) 0.050(3) 0.046(3) 0.008(2) 0.000(2) 0.009(2) C109 0.031(2) 0.034(3) 0.060(3) 0.010(2) 0.007(2) -0.003(2) C123 0.069(4) 0.044(3) 0.036(3) 0.005(2) 0.010(3) 0.028(3) C120 0.051(4) 0.066(4) 0.079(5) 0.012(3) 0.015(3) 0.023(3) C121 0.039(3) 0.083(5) 0.115(6) 0.033(5) 0.020(4) 0.006(3) C24 0.059(4) 0.076(5) 0.152(8) 0.047(5) 0.037(5) 0.033(4) C23 0.039(4) 0.111(6) 0.140(8) 0.060(6) 0.029(4) 0.002(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 S1 C3 1.727(4) . ? S1 C7 1.751(4) . ? S2 C103 1.726(4) . ? S2 C107 1.751(4) . ? O3 C12 1.197(5) . ? O6 C112 1.207(5) . ? O5 C111 1.198(5) . ? O2 C11 1.203(5) . ? O1 C10 1.199(5) . ? C11 N3 1.376(5) . ? C11 C12 1.542(6) . ? N6 C111 1.380(5) . ? N6 C110 1.403(5) . ? N6 C113 1.446(5) . ? O4 C110 1.195(5) . ? C110 N5 1.399(5) . ? N2 C12 1.373(5) . ? N2 C10 1.407(5) . ? N2 C8 1.457(5) . ? C111 C112 1.540(6) . ? N3 C10 1.404(5) . ? N3 C13 1.454(5) . ? N4 C107 1.353(6) . ? N4 C104 1.413(6) . ? N5 C112 1.365(5) . ? N5 C108 1.470(5) . ? C122 C123 1.513(6) . ? C122 C124 1.521(6) . ? C122 C118 1.522(6) . ? C122 H122 0.9800 . ? C113 C118 1.396(6) . ? C113 C114 1.412(6) . ? F2 C101 1.355(5) . ? C7 N1 1.350(6) . ? C7 C8 1.518(6) . ? F1 C1 1.350(5) . ? C13 C14 1.393(6) . ? C13 C18 1.394(6) . ? C103 C104 1.388(6) . ? C103 C102 1.398(6) . ? C107 C108 1.513(6) . ? C8 C9 1.516(6) . ? C8 H8 0.9799 . ? C115 C116 1.379(7) . ? C115 C114 1.385(6) . ? C115 H115 0.9300 . ? C4 C5 1.375(6) . ? C4 C3 1.400(6) . ? C4 N1 1.409(6) . ? C3 C2 1.390(6) . ? C117 C116 1.375(6) . ? C117 C118 1.399(6) . ? C117 H117 0.9300 . ? C18 C17 1.393(6) . ? C18 C22 1.520(6) . ? C14 C15 1.395(6) . ? C14 C19 1.526(6) . ? C108 C109 1.521(7) . ? C108 H108 0.9799 . ? C114 C119 1.519(6) . ? C15 C16 1.374(7) . ? C15 H15 0.9300 . ? C21 C19 1.527(6) . ? C21 H21A 0.9599 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C17 C16 1.381(7) . ? C17 H17 0.9299 . ? C19 C20 1.526(6) . ? C19 H19 0.9800 . ? C105 C106 1.362(7) . ? C105 C104 1.376(7) . ? C105 H105 0.9301 . ? C2 C1 1.376(7) . ? C2 H2 0.9300 . ? C116 H116 0.9301 . ? C9 H9A 0.9601 . ? C9 H9B 0.9601 . ? C9 H9C 0.9598 . ? C102 C101 1.380(7) . ? C102 H102 0.9302 . ? C106 C101 1.385(8) . ? C106 H106 0.9300 . ? C16 H16 0.9299 . ? C6 C5 1.353(7) . ? C6 C1 1.388(8) . ? C6 H6 0.9300 . ? C124 H124A 0.9600 . ? C124 H124B 0.9600 . ? C124 H124C 0.9599 . ? C22 C23 1.484(8) . ? C22 C24 1.513(8) . ? C22 H22 0.9800 . ? C119 C121 1.501(8) . ? C119 C120 1.525(7) . ? C119 H119 0.9799 . ? C5 H5 0.9300 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9599 . ? C109 H109A 0.9600 . ? C109 H109B 0.9600 . ? C109 H109C 0.9605 . ? C123 H123A 0.9600 . ? C123 H123B 0.9600 . ? C123 H123C 0.9600 . ? C120 H120A 0.9599 . ? C120 H120B 0.9600 . ? C120 H120C 0.9601 . ? C121 H121A 0.9601 . ? C121 H121B 0.9597 . ? C121 H121C 0.9601 . ? C24 H24A 0.9599 . ? C24 H24B 0.9601 . ? C24 H24C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9601 . ? 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 C3 S1 C7 88.1(2) . . ? C103 S2 C107 87.9(2) . . ? O2 C11 N3 127.6(4) . . ? O2 C11 C12 126.5(4) . . ? N3 C11 C12 105.9(3) . . ? C111 N6 C110 111.1(3) . . ? C111 N6 C113 124.7(3) . . ? C110 N6 C113 123.4(3) . . ? O4 C110 N5 126.5(4) . . ? O4 C110 N6 126.5(4) . . ? N5 C110 N6 107.0(3) . . ? C12 N2 C10 111.7(3) . . ? C12 N2 C8 124.4(4) . . ? C10 N2 C8 123.3(3) . . ? O5 C111 N6 128.0(4) . . ? O5 C111 C112 127.1(4) . . ? N6 C111 C112 104.9(3) . . ? C11 N3 C10 110.7(3) . . ? C11 N3 C13 125.2(3) . . ? C10 N3 C13 123.9(3) . . ? C107 N4 C104 106.4(4) . . ? O3 C12 N2 128.1(4) . . ? O3 C12 C11 127.4(4) . . ? N2 C12 C11 104.5(3) . . ? C112 N5 C110 111.8(3) . . ? C112 N5 C108 125.0(4) . . ? C110 N5 C108 122.6(3) . . ? C123 C122 C124 110.6(4) . . ? C123 C122 C118 110.5(4) . . ? C124 C122 C118 111.7(4) . . ? C123 C122 H122 108.0 . . ? C124 C122 H122 107.9 . . ? C118 C122 H122 108.1 . . ? C118 C113 C114 123.4(4) . . ? C118 C113 N6 118.0(4) . . ? C114 C113 N6 118.6(4) . . ? N1 C7 C8 122.0(4) . . ? N1 C7 S1 117.8(3) . . ? C8 C7 S1 120.2(3) . . ? C14 C13 C18 124.5(4) . . ? C14 C13 N3 117.7(4) . . ? C18 C13 N3 117.8(4) . . ? O1 C10 N3 126.8(4) . . ? O1 C10 N2 126.0(4) . . ? N3 C10 N2 107.2(3) . . ? C104 C103 C102 122.0(4) . . ? C104 C103 S2 111.3(3) . . ? C102 C103 S2 126.7(4) . . ? N4 C107 C108 121.9(4) . . ? N4 C107 S2 117.9(3) . . ? C108 C107 S2 120.2(3) . . ? N2 C8 C9 111.7(4) . . ? N2 C8 C7 108.2(3) . . ? C9 C8 C7 113.6(4) . . ? N2 C8 H8 107.8 . . ? C9 C8 H8 107.7 . . ? C7 C8 H8 107.7 . . ? C116 C115 C114 121.6(4) . . ? C116 C115 H115 119.2 . . ? C114 C115 H115 119.2 . . ? C5 C4 C3 120.3(4) . . ? C5 C4 N1 123.5(4) . . ? C3 C4 N1 116.2(4) . . ? O6 C112 N5 128.1(4) . . ? O6 C112 C111 126.7(4) . . ? N5 C112 C111 105.2(3) . . ? C2 C3 C4 121.8(4) . . ? C2 C3 S1 127.2(4) . . ? C4 C3 S1 111.0(3) . . ? C116 C117 C118 121.2(4) . . ? C116 C117 H117 119.4 . . ? C118 C117 H117 119.4 . . ? C113 C118 C117 116.8(4) . . ? C113 C118 C122 123.1(4) . . ? C117 C118 C122 120.1(4) . . ? C17 C18 C13 116.7(4) . . ? C17 C18 C22 120.6(4) . . ? C13 C18 C22 122.7(4) . . ? C7 N1 C4 106.9(4) . . ? C13 C14 C15 116.2(4) . . ? C13 C14 C19 122.0(4) . . ? C15 C14 C19 121.7(4) . . ? N5 C108 C107 108.3(3) . . ? N5 C108 C109 111.6(4) . . ? C107 C108 C109 113.6(4) . . ? N5 C108 H108 107.7 . . ? C107 C108 H108 107.7 . . ? C109 C108 H108 107.7 . . ? C115 C114 C113 116.5(4) . . ? C115 C114 C119 122.0(4) . . ? C113 C114 C119 121.4(4) . . ? C16 C15 C14 120.8(4) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.5 . . ? C19 C21 H21A 109.6 . . ? C19 C21 H21B 109.6 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.3 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C16 C17 C18 120.2(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.8 . . ? C14 C19 C20 113.3(4) . . ? C14 C19 C21 110.9(4) . . ? C20 C19 C21 109.8(4) . . ? C14 C19 H19 107.7 . . ? C20 C19 H19 107.6 . . ? C21 C19 H19 107.3 . . ? C106 C105 C104 118.6(5) . . ? C106 C105 H105 120.5 . . ? C104 C105 H105 120.8 . . ? C1 C2 C3 115.5(4) . . ? C1 C2 H2 122.3 . . ? C3 C2 H2 122.2 . . ? C117 C116 C115 120.5(4) . . ? C117 C116 H116 119.6 . . ? C115 C116 H116 119.9 . . ? C8 C9 H9A 109.3 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C101 C102 C103 114.8(4) . . ? C101 C102 H102 122.6 . . ? C103 C102 H102 122.6 . . ? C105 C106 C101 120.0(5) . . ? C105 C106 H106 120.0 . . ? C101 C106 H106 120.0 . . ? C15 C16 C17 121.5(4) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.3 . . ? F2 C101 C102 119.6(5) . . ? F2 C101 C106 116.6(5) . . ? C102 C101 C106 123.8(5) . . ? C5 C6 C1 120.5(5) . . ? C5 C6 H6 119.7 . . ? C1 C6 H6 119.8 . . ? C122 C124 H124A 109.2 . . ? C122 C124 H124B 109.7 . . ? H124A C124 H124B 109.5 . . ? C122 C124 H124C 109.5 . . ? H124A C124 H124C 109.5 . . ? H124B C124 H124C 109.5 . . ? C105 C104 C103 120.8(4) . . ? C105 C104 N4 122.8(4) . . ? C103 C104 N4 116.5(4) . . ? C23 C22 C24 109.2(5) . . ? C23 C22 C18 109.3(5) . . ? C24 C22 C18 114.3(5) . . ? C23 C22 H22 107.8 . . ? C24 C22 H22 108.0 . . ? C18 C22 H22 108.0 . . ? C121 C119 C114 110.6(4) . . ? C121 C119 C120 110.3(5) . . ? C114 C119 C120 112.6(5) . . ? C121 C119 H119 107.7 . . ? C114 C119 H119 107.8 . . ? C120 C119 H119 107.7 . . ? C6 C5 C4 118.9(5) . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.4 . . ? F1 C1 C2 120.1(5) . . ? F1 C1 C6 116.9(5) . . ? C2 C1 C6 123.1(5) . . ? C19 C20 H20A 109.6 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C108 C109 H109A 109.4 . . ? C108 C109 H109B 109.5 . . ? H109A C109 H109B 109.5 . . ? C108 C109 H109C 109.6 . . ? H109A C109 H109C 109.4 . . ? H109B C109 H109C 109.5 . . ? C122 C123 H123A 109.6 . . ? C122 C123 H123B 109.5 . . ? H123A C123 H123B 109.5 . . ? C122 C123 H123C 109.3 . . ? H123A C123 H123C 109.5 . . ? H123B C123 H123C 109.5 . . ? C119 C120 H120A 109.3 . . ? C119 C120 H120B 109.4 . . ? H120A C120 H120B 109.5 . . ? C119 C120 H120C 109.6 . . ? H120A C120 H120C 109.5 . . ? H120B C120 H120C 109.5 . . ? C119 C121 H121A 109.3 . . ? C119 C121 H121B 109.7 . . ? H121A C121 H121B 109.5 . . ? C119 C121 H121C 109.4 . . ? H121A C121 H121C 109.5 . . ? H121B C121 H121C 109.5 . . ? C22 C24 H24A 109.4 . . ? C22 C24 H24B 109.6 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.4 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C23 H23A 109.6 . . ? C22 C23 H23B 109.8 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.1 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.295 _refine_diff_density_min -0.538 _refine_diff_density_rms 0.082