# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_shelxl _database_code_depnum_ccdc_archive 'CCDC 832576' #TrackingRef 'web_deposit_cif_file_0_ThomasHuhn_1309715271.ds02_fertig.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C26 H30 F4 O6), 0.5(C6 H14)' _chemical_formula_sum 'C55 H67 F8 O12' _chemical_formula_weight 1072.09 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9425(16) _cell_length_b 12.8801(16) _cell_length_c 20.430(3) _cell_angle_alpha 79.851(10) _cell_angle_beta 89.064(11) _cell_angle_gamma 73.078(6) _cell_volume 2709.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 19062 _cell_measurement_theta_min 1.66 _cell_measurement_theta_max 27.18 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.200 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1130 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7936 _exptl_absorpt_correction_T_max 0.9607 _exptl_absorpt_process_details ; 'X-SHAPE 2.07 (03-Aug-2005) Stoe & Cie, Darmstadt, Germany' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39119 _diffrn_reflns_av_R_equivalents 0.1199 _diffrn_reflns_av_sigmaI/netI 0.1227 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 26.90 _reflns_number_total 11518 _reflns_number_gt 6085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _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^)+(0.0457P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11518 _refine_ls_number_parameters 688 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1404 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1269 _refine_ls_wR_factor_gt 0.1060 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _refine_ls_shift/su_max 0.008 _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 C1 C 0.8031(3) -0.2901(3) 0.54010(16) 0.0403(9) Uani 1 1 d . . . H1A H 0.8526 -0.2770 0.5757 0.060 Uiso 1 1 calc R . . H1B H 0.8562 -0.3510 0.5200 0.060 Uiso 1 1 calc R . . H1C H 0.7277 -0.3093 0.5586 0.060 Uiso 1 1 calc R . . C2 C 0.6872(5) -0.2046(4) 0.42918(19) 0.0719(15) Uani 1 1 d . . . H2A H 0.6157 -0.2312 0.4466 0.108 Uiso 1 1 calc R . . H2B H 0.7446 -0.2600 0.4066 0.108 Uiso 1 1 calc R . . H2C H 0.6543 -0.1355 0.3975 0.108 Uiso 1 1 calc R . . C3 C 0.7603(3) -0.1848(3) 0.48646(15) 0.0339(8) Uani 1 1 d . . . C4 C 0.6781(3) -0.0921(3) 0.51771(16) 0.0364(8) Uani 1 1 d . . . H4A H 0.5957 -0.1065 0.5296 0.044 Uiso 1 1 calc R . . H4B H 0.7214 -0.0887 0.5591 0.044 Uiso 1 1 calc R . . C5 C 0.7694(3) 0.0337(2) 0.45405(15) 0.0261(7) Uani 1 1 d . . . H5 H 0.8180 0.0354 0.4947 0.031 Uiso 1 1 calc R . . C6 C 0.8791(3) -0.1521(3) 0.46164(19) 0.0436(9) Uani 1 1 d . . . H6A H 0.9322 -0.1514 0.5003 0.052 Uiso 1 1 calc R . . H6B H 0.9306 -0.2075 0.4364 0.052 Uiso 1 1 calc R . . C7 C 0.7360(3) 0.1443(2) 0.41028(14) 0.0247(7) Uani 1 1 d . . . C8 C 0.6251(3) 0.2166(2) 0.38526(14) 0.0255(7) Uani 1 1 d . . . H8 H 0.5424 0.2070 0.3904 0.031 Uiso 1 1 calc R . . C9 C 0.6560(3) 0.3123(2) 0.34893(14) 0.0231(6) Uani 1 1 d . . . C10 C 0.7849(3) 0.2894(2) 0.35539(14) 0.0265(7) Uani 1 1 d . . . C11 C 0.8775(3) 0.3517(3) 0.33199(17) 0.0353(8) Uani 1 1 d . . . H11A H 0.8548 0.3895 0.2859 0.053 Uiso 1 1 calc R . . H11B H 0.9639 0.3003 0.3343 0.053 Uiso 1 1 calc R . . H11C H 0.8746 0.4062 0.3604 0.053 Uiso 1 1 calc R . . C12 C 0.5677(3) 0.4164(2) 0.31804(14) 0.0240(6) Uani 1 1 d . . . C13 C 0.4417(3) 0.4529(2) 0.30017(14) 0.0230(6) Uani 1 1 d . . . C14 C 0.4403(3) 0.5708(3) 0.28506(15) 0.0290(7) Uani 1 1 d . . . C15 C 0.5848(3) 0.5292(3) 0.30091(15) 0.0286(7) Uani 1 1 d . . . C16 C 0.3417(3) 0.4009(2) 0.29357(14) 0.0237(7) Uani 1 1 d . . . C17 C 0.3611(3) 0.2889(2) 0.28441(14) 0.0243(7) Uani 1 1 d . . . H17 H 0.4406 0.2347 0.2824 0.029 Uiso 1 1 calc R . . C18 C 0.2448(3) 0.2766(2) 0.27923(14) 0.0245(7) Uani 1 1 d . . . C19 C 0.2131(3) 0.4486(2) 0.29296(14) 0.0252(7) Uani 1 1 d . . . C20 C 0.1284(3) 0.5585(3) 0.29991(17) 0.0353(8) Uani 1 1 d . . . H20A H 0.1796 0.6029 0.3131 0.053 Uiso 1 1 calc R . . H20B H 0.0661 0.5500 0.3339 0.053 Uiso 1 1 calc R . . H20C H 0.0832 0.5954 0.2573 0.053 Uiso 1 1 calc R . . C21 C 0.1970(3) 0.1822(2) 0.27002(14) 0.0245(7) Uani 1 1 d . . . H21 H 0.1261 0.2084 0.2353 0.029 Uiso 1 1 calc R . . C22 C 0.1000(3) 0.0525(2) 0.32470(15) 0.0266(7) Uani 1 1 d . . . H22A H 0.0262 0.0801 0.2925 0.032 Uiso 1 1 calc R . . H22B H 0.0695 0.0240 0.3681 0.032 Uiso 1 1 calc R . . C23 C 0.2006(3) -0.0403(2) 0.30100(14) 0.0244(7) Uani 1 1 d . . . C24 C 0.2555(3) 0.0101(2) 0.23792(15) 0.0282(7) Uani 1 1 d . . . H24A H 0.3284 -0.0469 0.2241 0.034 Uiso 1 1 calc R . . H24B H 0.1893 0.0355 0.2015 0.034 Uiso 1 1 calc R . . C25 C 0.3079(3) -0.0959(3) 0.35397(16) 0.0342(8) Uani 1 1 d . . . H25A H 0.3485 -0.0414 0.3636 0.051 Uiso 1 1 calc R . . H25B H 0.3716 -0.1555 0.3376 0.051 Uiso 1 1 calc R . . H25C H 0.2723 -0.1262 0.3947 0.051 Uiso 1 1 calc R . . C26 C 0.1369(3) -0.1236(3) 0.28331(16) 0.0331(8) Uani 1 1 d . . . H26A H 0.2004 -0.1815 0.2653 0.050 Uiso 1 1 calc R . . H26B H 0.0677 -0.0859 0.2499 0.050 Uiso 1 1 calc R . . H26C H 0.1019 -0.1568 0.3234 0.050 Uiso 1 1 calc R . . C31 C 0.2940(3) -0.2932(3) 0.01505(16) 0.0344(8) Uani 1 1 d . . . H31A H 0.2195 -0.3072 -0.0035 0.052 Uiso 1 1 calc R . . H31B H 0.3371 -0.3560 0.0495 0.052 Uiso 1 1 calc R . . H31C H 0.3532 -0.2834 -0.0204 0.052 Uiso 1 1 calc R . . C32 C 0.1619(3) -0.2025(3) 0.10293(15) 0.0362(8) Uani 1 1 d . . . H32A H 0.1361 -0.1347 0.1216 0.054 Uiso 1 1 calc R . . H32B H 0.2069 -0.2644 0.1375 0.054 Uiso 1 1 calc R . . H32C H 0.0859 -0.2170 0.0865 0.054 Uiso 1 1 calc R . . C33 C 0.2507(3) -0.1893(2) 0.04544(14) 0.0261(7) Uani 1 1 d . . . C34 C 0.1811(3) -0.0921(2) -0.00817(15) 0.0273(7) Uani 1 1 d . . . H34A H 0.2338 -0.0902 -0.0480 0.033 Uiso 1 1 calc R . . H34B H 0.0992 -0.1021 -0.0213 0.033 Uiso 1 1 calc R . . C35 C 0.2700(3) 0.0272(2) 0.03477(14) 0.0264(7) Uani 1 1 d . . . H35 H 0.3271 0.0295 -0.0039 0.032 Uiso 1 1 calc R . . C36 C 0.3690(3) -0.1624(3) 0.06879(16) 0.0333(8) Uani 1 1 d . . . H36A H 0.4119 -0.2194 0.1071 0.040 Uiso 1 1 calc R . . H36B H 0.4299 -0.1639 0.0324 0.040 Uiso 1 1 calc R . . C37 C 0.2335(3) 0.1350(2) 0.05733(14) 0.0245(7) Uani 1 1 d . . . C38 C 0.1215(3) 0.2025(2) 0.07039(13) 0.0235(7) Uani 1 1 d . . . H38 H 0.0400 0.1911 0.0672 0.028 Uiso 1 1 calc R . . C39 C 0.1477(3) 0.2962(2) 0.09031(13) 0.0222(6) Uani 1 1 d . . . C40 C 0.2769(3) 0.2775(2) 0.08621(14) 0.0251(7) Uani 1 1 d . . . C41 C 0.3677(3) 0.3398(3) 0.09815(16) 0.0345(8) Uani 1 1 d . . . H41A H 0.3768 0.3880 0.0567 0.052 Uiso 1 1 calc R . . H41B H 0.4512 0.2876 0.1133 0.052 Uiso 1 1 calc R . . H41C H 0.3346 0.3845 0.1323 0.052 Uiso 1 1 calc R . . C42 C 0.0556(3) 0.3929(2) 0.10512(13) 0.0248(7) Uani 1 1 d . . . C43 C -0.0704(3) 0.4215(2) 0.12054(14) 0.0246(7) Uani 1 1 d . . . C44 C -0.0793(3) 0.5399(3) 0.11745(16) 0.0340(8) Uani 1 1 d . . . C45 C 0.0619(3) 0.5088(2) 0.10144(15) 0.0307(7) Uani 1 1 d . . . C46 C -0.1634(3) 0.3617(2) 0.13796(14) 0.0241(6) Uani 1 1 d . . . C47 C -0.2933(3) 0.4044(3) 0.13368(16) 0.0317(7) Uani 1 1 d . . . C48 C -0.1387(3) 0.2460(2) 0.16597(14) 0.0251(7) Uani 1 1 d . . . H48 H -0.0572 0.1930 0.1752 0.030 Uiso 1 1 calc R . . C49 C -0.2521(3) 0.2277(3) 0.17638(15) 0.0276(7) Uani 1 1 d . . . C50 C -0.3852(3) 0.5127(3) 0.10506(19) 0.0435(9) Uani 1 1 d . . . H50A H -0.3444 0.5712 0.1043 0.065 Uiso 1 1 calc R . . H50B H -0.4607 0.5268 0.1324 0.065 Uiso 1 1 calc R . . H50C H -0.4112 0.5114 0.0596 0.065 Uiso 1 1 calc R . . C51 C -0.2944(3) 0.1286(3) 0.20410(14) 0.0281(7) Uani 1 1 d . . . H51 H -0.3531 0.1457 0.2413 0.034 Uiso 1 1 calc R . . C52 C -0.2254(3) -0.0534(3) 0.25694(17) 0.0424(9) Uani 1 1 d . . . H52A H -0.2802 -0.0368 0.2950 0.051 Uiso 1 1 calc R . . H52B H -0.1486 -0.1150 0.2738 0.051 Uiso 1 1 calc R . . C53 C -0.2980(3) -0.0881(3) 0.20618(15) 0.0311(7) Uani 1 1 d . . . C54 C -0.4059(3) 0.0116(3) 0.17745(17) 0.0338(8) Uani 1 1 d . . . H54A H -0.4499 -0.0057 0.1406 0.041 Uiso 1 1 calc R . . H54B H -0.4687 0.0302 0.2122 0.041 Uiso 1 1 calc R . . C55 C -0.2089(4) -0.1309(3) 0.15254(19) 0.0536(11) Uani 1 1 d . . . H55A H -0.2567 -0.1532 0.1201 0.080 Uiso 1 1 calc R . . H55B H -0.1387 -0.1946 0.1730 0.080 Uiso 1 1 calc R . . H55C H -0.1742 -0.0726 0.1300 0.080 Uiso 1 1 calc R . . C56 C -0.3538(3) -0.1799(3) 0.24116(17) 0.0404(9) Uani 1 1 d . . . H56A H -0.4080 -0.1536 0.2770 0.061 Uiso 1 1 calc R . . H56B H -0.2838 -0.2452 0.2598 0.061 Uiso 1 1 calc R . . H56C H -0.4049 -0.1990 0.2088 0.061 Uiso 1 1 calc R . . C101 C 0.7976(4) 0.3696(3) 0.52689(19) 0.0528(10) Uani 1 1 d . . . H10A H 0.8751 0.3897 0.5350 0.079 Uiso 1 1 calc R . . H10B H 0.8067 0.3368 0.4866 0.079 Uiso 1 1 calc R . . H10C H 0.7851 0.3161 0.5649 0.079 Uiso 1 1 calc R . . C102 C 0.6834(3) 0.4718(3) 0.51777(17) 0.0430(9) Uani 1 1 d . . . H10D H 0.6980 0.5260 0.4800 0.052 Uiso 1 1 calc R . . H10E H 0.6764 0.5053 0.5582 0.052 Uiso 1 1 calc R . . C103 C 0.5571(3) 0.4494(3) 0.50470(16) 0.0382(8) Uani 1 1 d . . . H10F H 0.5644 0.4155 0.4644 0.046 Uiso 1 1 calc R . . H10G H 0.5426 0.3953 0.5426 0.046 Uiso 1 1 calc R . . O1 O 0.6542(2) 0.01276(18) 0.47258(11) 0.0367(6) Uani 1 1 d . . . O2 O 0.8449(2) -0.04469(17) 0.41963(11) 0.0366(6) Uani 1 1 d . . . O3 O 0.83591(18) 0.18643(16) 0.39267(10) 0.0274(5) Uani 1 1 d . . . O4 O 0.15197(18) 0.37219(16) 0.28434(10) 0.0257(5) Uani 1 1 d . . . O5 O 0.15040(18) 0.14229(16) 0.33159(9) 0.0246(5) Uani 1 1 d . . . O6 O 0.29808(19) 0.10227(17) 0.24906(10) 0.0286(5) Uani 1 1 d . . . O7 O 0.15657(19) 0.01036(16) 0.01509(10) 0.0270(5) Uani 1 1 d . . . O8 O 0.33470(19) -0.05572(16) 0.08806(10) 0.0296(5) Uani 1 1 d . . . O9 O 0.33105(18) 0.17881(17) 0.06660(10) 0.0284(5) Uani 1 1 d . . . O10 O -0.34916(19) 0.32298(18) 0.15741(11) 0.0322(5) Uani 1 1 d . . . O11 O -0.1873(2) 0.04249(19) 0.22830(11) 0.0389(6) Uani 1 1 d . . . O12 O -0.36099(19) 0.10555(17) 0.15280(10) 0.0299(5) Uani 1 1 d . . . F1 F 0.40329(17) 0.62811(15) 0.22224(9) 0.0393(5) Uani 1 1 d . . . F2 F 0.37376(17) 0.63788(14) 0.32604(9) 0.0370(4) Uani 1 1 d . . . F3 F 0.65817(17) 0.54782(15) 0.24802(9) 0.0369(5) Uani 1 1 d . . . F4 F 0.62754(16) 0.56958(14) 0.35023(9) 0.0347(4) Uani 1 1 d . . . F5 F -0.15761(19) 0.61518(15) 0.06914(9) 0.0453(5) Uani 1 1 d . . . F6 F -0.10872(18) 0.58084(15) 0.17487(9) 0.0410(5) Uani 1 1 d . . . F7 F 0.09104(19) 0.55967(15) 0.04113(8) 0.0394(5) Uani 1 1 d . . . F8 F 0.14109(18) 0.52607(15) 0.14698(9) 0.0368(4) 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 C1 0.059(2) 0.0295(19) 0.0309(18) 0.0009(15) 0.0017(16) -0.0144(17) C2 0.132(4) 0.061(3) 0.036(2) 0.012(2) -0.029(2) -0.060(3) C3 0.053(2) 0.0297(19) 0.0215(16) 0.0007(14) -0.0037(14) -0.0186(17) C4 0.0378(19) 0.0302(19) 0.0329(18) 0.0128(15) 0.0003(14) -0.0080(15) C5 0.0263(16) 0.0237(17) 0.0273(16) -0.0063(13) -0.0012(12) -0.0044(13) C6 0.051(2) 0.0191(18) 0.052(2) -0.0002(16) 0.0157(18) -0.0009(16) C7 0.0258(16) 0.0223(16) 0.0246(16) -0.0030(13) 0.0017(12) -0.0056(13) C8 0.0260(16) 0.0247(17) 0.0261(16) -0.0045(13) 0.0012(12) -0.0080(14) C9 0.0270(16) 0.0233(16) 0.0210(15) -0.0075(12) 0.0019(12) -0.0084(13) C10 0.0307(17) 0.0224(16) 0.0251(16) -0.0027(13) -0.0013(13) -0.0067(14) C11 0.0299(17) 0.0303(19) 0.046(2) -0.0014(15) 0.0013(15) -0.0120(15) C12 0.0268(16) 0.0204(16) 0.0243(15) -0.0036(12) 0.0019(12) -0.0063(13) C13 0.0273(16) 0.0208(16) 0.0191(15) -0.0018(12) 0.0032(12) -0.0053(13) C14 0.0369(18) 0.0233(17) 0.0235(16) -0.0009(13) -0.0011(13) -0.0057(14) C15 0.0346(17) 0.0292(18) 0.0252(16) -0.0037(13) -0.0011(13) -0.0150(15) C16 0.0273(16) 0.0211(16) 0.0188(15) 0.0028(12) 0.0008(12) -0.0047(13) C17 0.0289(16) 0.0194(16) 0.0206(15) 0.0005(12) -0.0003(12) -0.0031(13) C18 0.0277(16) 0.0213(16) 0.0215(15) -0.0016(12) 0.0013(12) -0.0039(13) C19 0.0296(16) 0.0207(16) 0.0246(16) -0.0014(12) -0.0005(12) -0.0078(13) C20 0.0303(17) 0.0260(18) 0.046(2) -0.0046(15) 0.0001(15) -0.0042(14) C21 0.0266(16) 0.0246(17) 0.0210(15) 0.0007(12) -0.0009(12) -0.0084(13) C22 0.0301(16) 0.0241(17) 0.0250(16) -0.0003(13) 0.0009(13) -0.0094(14) C23 0.0263(16) 0.0199(16) 0.0240(16) -0.0008(12) -0.0010(12) -0.0038(13) C24 0.0346(17) 0.0262(17) 0.0275(17) -0.0080(13) 0.0023(13) -0.0126(14) C25 0.0423(19) 0.0242(18) 0.0335(18) -0.0025(14) -0.0048(15) -0.0070(15) C26 0.0399(19) 0.0286(18) 0.0328(18) -0.0054(14) -0.0013(14) -0.0130(15) C31 0.0381(19) 0.0284(18) 0.0375(19) -0.0083(15) -0.0012(15) -0.0093(15) C32 0.050(2) 0.036(2) 0.0258(17) -0.0050(14) 0.0070(15) -0.0180(17) C33 0.0294(16) 0.0245(17) 0.0243(16) -0.0024(13) 0.0004(12) -0.0088(14) C34 0.0321(17) 0.0244(17) 0.0260(16) -0.0038(13) -0.0014(13) -0.0095(14) C35 0.0253(16) 0.0297(18) 0.0235(16) 0.0000(13) -0.0005(12) -0.0098(14) C36 0.0367(18) 0.0255(18) 0.0343(18) -0.0053(14) -0.0061(14) -0.0035(15) C37 0.0279(16) 0.0281(17) 0.0188(15) 0.0015(13) -0.0002(12) -0.0135(14) C38 0.0273(16) 0.0241(16) 0.0214(15) 0.0015(12) -0.0015(12) -0.0143(14) C39 0.0276(16) 0.0233(16) 0.0177(14) 0.0007(12) 0.0004(12) -0.0128(13) C40 0.0321(17) 0.0246(17) 0.0206(15) -0.0013(13) 0.0012(12) -0.0133(14) C41 0.0347(18) 0.039(2) 0.0361(18) -0.0070(15) -0.0006(14) -0.0200(16) C42 0.0323(17) 0.0260(17) 0.0163(14) 0.0028(12) -0.0049(12) -0.0125(14) C43 0.0346(17) 0.0206(16) 0.0175(14) -0.0021(12) -0.0047(12) -0.0067(13) C44 0.049(2) 0.0257(18) 0.0259(17) 0.0000(14) -0.0028(15) -0.0110(16) C45 0.049(2) 0.0244(17) 0.0217(16) 0.0025(13) -0.0036(14) -0.0184(16) C46 0.0296(16) 0.0239(16) 0.0200(15) -0.0073(12) -0.0028(12) -0.0076(13) C47 0.0314(18) 0.0312(18) 0.0337(18) -0.0121(14) -0.0055(14) -0.0068(15) C48 0.0262(16) 0.0243(17) 0.0250(16) -0.0064(13) -0.0029(12) -0.0065(13) C49 0.0280(16) 0.0305(18) 0.0251(16) -0.0090(13) -0.0004(13) -0.0073(14) C50 0.0322(19) 0.034(2) 0.059(2) -0.0080(18) -0.0093(16) -0.0005(16) C51 0.0288(16) 0.0386(19) 0.0204(15) -0.0072(14) 0.0038(13) -0.0145(15) C52 0.044(2) 0.049(2) 0.037(2) 0.0144(17) -0.0072(16) -0.0302(18) C53 0.0380(18) 0.0308(18) 0.0249(16) 0.0023(14) 0.0029(14) -0.0153(15) C54 0.0345(18) 0.0313(19) 0.0408(19) -0.0075(15) -0.0028(15) -0.0170(15) C55 0.072(3) 0.029(2) 0.049(2) 0.0032(17) 0.020(2) -0.0051(19) C56 0.050(2) 0.042(2) 0.0332(19) 0.0033(16) -0.0033(16) -0.0259(18) C101 0.053(2) 0.057(3) 0.044(2) -0.0101(19) 0.0009(18) -0.009(2) C102 0.054(2) 0.044(2) 0.0315(19) -0.0034(16) 0.0008(16) -0.0160(18) C103 0.054(2) 0.035(2) 0.0265(18) -0.0062(15) 0.0044(16) -0.0143(17) O1 0.0296(12) 0.0324(13) 0.0391(13) 0.0116(10) 0.0015(10) -0.0055(10) O2 0.0473(14) 0.0197(12) 0.0371(13) -0.0015(10) 0.0156(11) -0.0042(10) O3 0.0265(11) 0.0256(12) 0.0282(11) -0.0001(9) -0.0004(9) -0.0076(9) O4 0.0258(11) 0.0231(11) 0.0267(11) -0.0014(9) -0.0001(8) -0.0069(9) O5 0.0320(11) 0.0225(11) 0.0200(10) -0.0024(8) 0.0028(8) -0.0103(9) O6 0.0307(12) 0.0265(12) 0.0322(12) -0.0089(9) 0.0062(9) -0.0122(10) O7 0.0309(11) 0.0232(12) 0.0271(11) -0.0046(9) -0.0046(9) -0.0079(9) O8 0.0344(12) 0.0237(12) 0.0294(12) -0.0048(9) -0.0073(9) -0.0059(10) O9 0.0259(11) 0.0330(13) 0.0293(12) -0.0061(10) 0.0017(9) -0.0131(10) O10 0.0265(11) 0.0335(13) 0.0383(13) -0.0105(10) -0.0004(9) -0.0089(10) O11 0.0353(13) 0.0419(14) 0.0390(13) 0.0145(11) -0.0091(10) -0.0226(11) O12 0.0329(12) 0.0289(12) 0.0298(12) -0.0049(9) -0.0068(9) -0.0117(10) F1 0.0460(11) 0.0327(11) 0.0326(10) 0.0130(8) -0.0082(8) -0.0120(9) F2 0.0388(10) 0.0232(10) 0.0475(12) -0.0093(9) 0.0008(9) -0.0050(8) F3 0.0389(10) 0.0377(11) 0.0355(10) 0.0017(8) 0.0062(8) -0.0182(9) F4 0.0395(10) 0.0280(10) 0.0393(11) -0.0067(8) -0.0039(8) -0.0136(9) F5 0.0554(12) 0.0274(11) 0.0427(11) 0.0084(9) -0.0058(9) -0.0043(9) F6 0.0571(12) 0.0321(11) 0.0395(11) -0.0148(9) 0.0091(9) -0.0175(10) F7 0.0615(13) 0.0314(11) 0.0271(10) 0.0045(8) 0.0042(9) -0.0223(10) F8 0.0493(11) 0.0370(11) 0.0320(10) -0.0069(8) -0.0026(8) -0.0243(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C3 1.544(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.526(5) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.506(5) . ? C3 C6 1.532(4) . ? C4 O1 1.451(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 O2 1.394(4) . ? C5 O1 1.397(3) . ? C5 C7 1.490(4) . ? C5 H5 1.0000 . ? C6 O2 1.442(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.340(4) . ? C7 O3 1.372(3) . ? C8 C9 1.448(4) . ? C8 H8 0.9500 . ? C9 C10 1.358(4) . ? C9 C12 1.449(4) . ? C10 O3 1.370(3) . ? C10 C11 1.490(4) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.354(4) . ? C12 C15 1.497(4) . ? C13 C16 1.458(4) . ? C13 C14 1.491(4) . ? C14 F2 1.359(4) . ? C14 F1 1.366(3) . ? C14 C15 1.534(4) . ? C15 F4 1.359(3) . ? C15 F3 1.365(3) . ? C16 C19 1.361(4) . ? C16 C17 1.442(4) . ? C17 C18 1.336(4) . ? C17 H17 0.9500 . ? C18 O4 1.369(3) . ? C18 C21 1.496(4) . ? C19 O4 1.377(3) . ? C19 C20 1.478(4) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 O6 1.394(3) . ? C21 O5 1.418(3) . ? C21 H21 1.0000 . ? C22 O5 1.447(3) . ? C22 C23 1.515(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C25 1.530(4) . ? C23 C26 1.532(4) . ? C23 C24 1.534(4) . ? C24 O6 1.448(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C31 C33 1.522(4) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.530(4) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.528(4) . ? C33 C36 1.537(4) . ? C34 O7 1.431(4) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 O7 1.398(3) . ? C35 O8 1.415(3) . ? C35 C37 1.482(4) . ? C35 H35 1.0000 . ? C36 O8 1.439(4) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.334(4) . ? C37 O9 1.375(3) . ? C38 C39 1.443(4) . ? C38 H38 0.9500 . ? C39 C40 1.367(4) . ? C39 C42 1.432(4) . ? C40 O9 1.364(4) . ? C40 C41 1.493(4) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.367(4) . ? C42 C45 1.503(4) . ? C43 C46 1.449(4) . ? C43 C44 1.490(4) . ? C44 F5 1.362(3) . ? C44 F6 1.365(4) . ? C44 C45 1.524(5) . ? C45 F7 1.369(3) . ? C45 F8 1.370(3) . ? C46 C47 1.365(4) . ? C46 C48 1.447(4) . ? C47 O10 1.376(4) . ? C47 C50 1.488(4) . ? C48 C49 1.336(4) . ? C48 H48 0.9500 . ? C49 O10 1.368(4) . ? C49 C51 1.498(4) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 O11 1.385(4) . ? C51 O12 1.406(3) . ? C51 H51 1.0000 . ? C52 O11 1.442(4) . ? C52 C53 1.517(5) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.504(4) . ? C53 C55 1.523(5) . ? C53 C56 1.546(4) . ? C54 O12 1.443(3) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? C101 C102 1.515(5) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C102 C103 1.527(5) . ? C102 H10D 0.9900 . ? C102 H10E 0.9900 . ? C103 C103 1.507(7) 2_666 ? C103 H10F 0.9900 . ? C103 H10G 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 C1 H1A 109.5 . . ? C3 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C3 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 H2A 109.5 . . ? C3 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C3 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 C2 110.6(3) . . ? C4 C3 C6 107.3(3) . . ? C2 C3 C6 110.8(3) . . ? C4 C3 C1 109.0(3) . . ? C2 C3 C1 110.5(3) . . ? C6 C3 C1 108.5(3) . . ? O1 C4 C3 111.0(3) . . ? O1 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? O1 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? O2 C5 O1 112.4(2) . . ? O2 C5 C7 109.3(2) . . ? O1 C5 C7 106.8(2) . . ? O2 C5 H5 109.4 . . ? O1 C5 H5 109.4 . . ? C7 C5 H5 109.4 . . ? O2 C6 C3 111.4(3) . . ? O2 C6 H6A 109.3 . . ? C3 C6 H6A 109.3 . . ? O2 C6 H6B 109.3 . . ? C3 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C8 C7 O3 110.5(2) . . ? C8 C7 C5 133.3(3) . . ? O3 C7 C5 116.1(2) . . ? C7 C8 C9 106.5(2) . . ? C7 C8 H8 126.7 . . ? C9 C8 H8 126.7 . . ? C10 C9 C8 106.1(3) . . ? C10 C9 C12 126.2(3) . . ? C8 C9 C12 127.5(3) . . ? C9 C10 O3 110.0(2) . . ? C9 C10 C11 134.0(3) . . ? O3 C10 C11 116.0(3) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C9 135.7(3) . . ? C13 C12 C15 93.4(2) . . ? C9 C12 C15 130.6(3) . . ? C12 C13 C16 135.3(3) . . ? C12 C13 C14 93.4(2) . . ? C16 C13 C14 131.2(3) . . ? F2 C14 F1 104.9(2) . . ? F2 C14 C13 117.0(2) . . ? F1 C14 C13 118.1(3) . . ? F2 C14 C15 113.9(3) . . ? F1 C14 C15 116.1(2) . . ? C13 C14 C15 86.7(2) . . ? F4 C15 F3 105.2(2) . . ? F4 C15 C12 117.6(2) . . ? F3 C15 C12 117.1(3) . . ? F4 C15 C14 116.1(3) . . ? F3 C15 C14 114.5(2) . . ? C12 C15 C14 86.3(2) . . ? C19 C16 C17 106.8(3) . . ? C19 C16 C13 127.2(3) . . ? C17 C16 C13 126.1(3) . . ? C18 C17 C16 106.3(3) . . ? C18 C17 H17 126.8 . . ? C16 C17 H17 126.8 . . ? C17 C18 O4 110.8(3) . . ? C17 C18 C21 133.9(3) . . ? O4 C18 C21 115.3(2) . . ? C16 C19 O4 109.0(3) . . ? C16 C19 C20 135.5(3) . . ? O4 C19 C20 115.5(3) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O6 C21 O5 112.3(2) . . ? O6 C21 C18 108.0(2) . . ? O5 C21 C18 107.9(2) . . ? O6 C21 H21 109.5 . . ? O5 C21 H21 109.5 . . ? C18 C21 H21 109.5 . . ? O5 C22 C23 111.3(2) . . ? O5 C22 H22A 109.4 . . ? C23 C22 H22A 109.4 . . ? O5 C22 H22B 109.4 . . ? C23 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C22 C23 C25 111.0(3) . . ? C22 C23 C26 109.0(2) . . ? C25 C23 C26 111.0(2) . . ? C22 C23 C24 107.4(2) . . ? C25 C23 C24 109.5(2) . . ? C26 C23 C24 108.8(2) . . ? O6 C24 C23 111.2(2) . . ? O6 C24 H24A 109.4 . . ? C23 C24 H24A 109.4 . . ? O6 C24 H24B 109.4 . . ? C23 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C33 C31 H31A 109.5 . . ? C33 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C33 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 H32A 109.5 . . ? C33 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C33 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 C34 109.3(3) . . ? C31 C33 C32 111.3(3) . . ? C34 C33 C32 109.6(3) . . ? C31 C33 C36 109.0(2) . . ? C34 C33 C36 106.6(2) . . ? C32 C33 C36 111.0(3) . . ? O7 C34 C33 111.3(2) . . ? O7 C34 H34A 109.4 . . ? C33 C34 H34A 109.4 . . ? O7 C34 H34B 109.4 . . ? C33 C34 H34B 109.4 . . ? H34A C34 H34B 108.0 . . ? O7 C35 O8 111.9(2) . . ? O7 C35 C37 106.5(2) . . ? O8 C35 C37 108.8(2) . . ? O7 C35 H35 109.9 . . ? O8 C35 H35 109.9 . . ? C37 C35 H35 109.9 . . ? O8 C36 C33 111.3(2) . . ? O8 C36 H36A 109.4 . . ? C33 C36 H36A 109.4 . . ? O8 C36 H36B 109.4 . . ? C33 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? C38 C37 O9 110.5(3) . . ? C38 C37 C35 133.0(3) . . ? O9 C37 C35 116.5(2) . . ? C37 C38 C39 107.0(2) . . ? C37 C38 H38 126.5 . . ? C39 C38 H38 126.5 . . ? C40 C39 C42 127.4(3) . . ? C40 C39 C38 105.6(3) . . ? C42 C39 C38 126.7(3) . . ? O9 C40 C39 110.0(2) . . ? O9 C40 C41 115.3(3) . . ? C39 C40 C41 134.6(3) . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C43 C42 C39 136.1(3) . . ? C43 C42 C45 92.3(3) . . ? C39 C42 C45 131.3(3) . . ? C42 C43 C46 135.0(3) . . ? C42 C43 C44 93.8(2) . . ? C46 C43 C44 131.2(3) . . ? F5 C44 F6 105.5(3) . . ? F5 C44 C43 117.7(3) . . ? F6 C44 C43 116.6(2) . . ? F5 C44 C45 114.5(3) . . ? F6 C44 C45 115.6(3) . . ? C43 C44 C45 86.8(2) . . ? F7 C45 F8 105.2(2) . . ? F7 C45 C42 116.2(3) . . ? F8 C45 C42 117.3(2) . . ? F7 C45 C44 115.8(2) . . ? F8 C45 C44 115.1(3) . . ? C42 C45 C44 87.2(2) . . ? C47 C46 C48 105.5(3) . . ? C47 C46 C43 126.9(3) . . ? C48 C46 C43 127.5(3) . . ? C46 C47 O10 109.9(3) . . ? C46 C47 C50 135.4(3) . . ? O10 C47 C50 114.5(3) . . ? C49 C48 C46 107.1(3) . . ? C49 C48 H48 126.5 . . ? C46 C48 H48 126.5 . . ? C48 C49 O10 110.6(3) . . ? C48 C49 C51 134.5(3) . . ? O10 C49 C51 114.9(2) . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O11 C51 O12 112.8(3) . . ? O11 C51 C49 108.3(2) . . ? O12 C51 C49 107.7(2) . . ? O11 C51 H51 109.3 . . ? O12 C51 H51 109.3 . . ? C49 C51 H51 109.3 . . ? O11 C52 C53 111.3(2) . . ? O11 C52 H52A 109.4 . . ? C53 C52 H52A 109.4 . . ? O11 C52 H52B 109.4 . . ? C53 C52 H52B 109.4 . . ? H52A C52 H52B 108.0 . . ? C54 C53 C52 107.1(3) . . ? C54 C53 C55 111.5(3) . . ? C52 C53 C55 110.1(3) . . ? C54 C53 C56 109.1(3) . . ? C52 C53 C56 109.6(2) . . ? C55 C53 C56 109.4(3) . . ? O12 C54 C53 111.7(2) . . ? O12 C54 H54A 109.3 . . ? C53 C54 H54A 109.3 . . ? O12 C54 H54B 109.3 . . ? C53 C54 H54B 109.3 . . ? H54A C54 H54B 107.9 . . ? C53 C55 H55A 109.5 . . ? C53 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C53 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C53 C56 H56A 109.5 . . ? C53 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C53 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? C102 C101 H10A 109.5 . . ? C102 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C102 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C101 C102 C103 113.7(3) . . ? C101 C102 H10D 108.8 . . ? C103 C102 H10D 108.8 . . ? C101 C102 H10E 108.8 . . ? C103 C102 H10E 108.8 . . ? H10D C102 H10E 107.7 . . ? C103 C103 C102 114.1(4) 2_666 . ? C103 C103 H10F 108.7 2_666 . ? C102 C103 H10F 108.7 . . ? C103 C103 H10G 108.7 2_666 . ? C102 C103 H10G 108.7 . . ? H10F C103 H10G 107.6 . . ? C5 O1 C4 110.4(2) . . ? C5 O2 C6 109.9(2) . . ? C7 O3 C10 107.0(2) . . ? C18 O4 C19 107.1(2) . . ? C21 O5 C22 109.9(2) . . ? C21 O6 C24 110.0(2) . . ? C35 O7 C34 111.2(2) . . ? C35 O8 C36 110.6(2) . . ? C40 O9 C37 106.9(2) . . ? C49 O10 C47 106.9(2) . . ? C51 O11 C52 109.6(2) . . ? C51 O12 C54 109.8(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 C3 C4 O1 -68.5(3) . . . . ? C6 C3 C4 O1 52.5(3) . . . . ? C1 C3 C4 O1 169.9(3) . . . . ? C4 C3 C6 O2 -52.8(4) . . . . ? C2 C3 C6 O2 68.1(4) . . . . ? C1 C3 C6 O2 -170.4(3) . . . . ? O2 C5 C7 C8 117.7(4) . . . . ? O1 C5 C7 C8 -4.2(5) . . . . ? O2 C5 C7 O3 -65.4(3) . . . . ? O1 C5 C7 O3 172.7(2) . . . . ? O3 C7 C8 C9 0.0(3) . . . . ? C5 C7 C8 C9 177.0(3) . . . . ? C7 C8 C9 C10 -0.2(3) . . . . ? C7 C8 C9 C12 -174.0(3) . . . . ? C8 C9 C10 O3 0.4(3) . . . . ? C12 C9 C10 O3 174.2(3) . . . . ? C8 C9 C10 C11 -178.6(3) . . . . ? C12 C9 C10 C11 -4.7(6) . . . . ? C10 C9 C12 C13 171.3(3) . . . . ? C8 C9 C12 C13 -16.1(6) . . . . ? C10 C9 C12 C15 -16.5(5) . . . . ? C8 C9 C12 C15 156.0(3) . . . . ? C9 C12 C13 C16 -12.5(6) . . . . ? C15 C12 C13 C16 173.5(3) . . . . ? C9 C12 C13 C14 170.5(3) . . . . ? C15 C12 C13 C14 -3.5(2) . . . . ? C12 C13 C14 F2 -111.8(3) . . . . ? C16 C13 C14 F2 71.0(4) . . . . ? C12 C13 C14 F1 121.4(3) . . . . ? C16 C13 C14 F1 -55.8(4) . . . . ? C12 C13 C14 C15 3.4(2) . . . . ? C16 C13 C14 C15 -173.8(3) . . . . ? C13 C12 C15 F4 121.0(3) . . . . ? C9 C12 C15 F4 -53.5(4) . . . . ? C13 C12 C15 F3 -112.2(3) . . . . ? C9 C12 C15 F3 73.3(4) . . . . ? C13 C12 C15 C14 3.4(2) . . . . ? C9 C12 C15 C14 -171.1(3) . . . . ? F2 C14 C15 F4 -4.0(3) . . . . ? F1 C14 C15 F4 118.1(3) . . . . ? C13 C14 C15 F4 -122.1(3) . . . . ? F2 C14 C15 F3 -126.8(3) . . . . ? F1 C14 C15 F3 -4.8(4) . . . . ? C13 C14 C15 F3 115.0(3) . . . . ? F2 C14 C15 C12 115.0(3) . . . . ? F1 C14 C15 C12 -122.9(3) . . . . ? C13 C14 C15 C12 -3.1(2) . . . . ? C12 C13 C16 C19 160.0(3) . . . . ? C14 C13 C16 C19 -23.9(5) . . . . ? C12 C13 C16 C17 -21.9(5) . . . . ? C14 C13 C16 C17 154.1(3) . . . . ? C19 C16 C17 C18 -0.2(3) . . . . ? C13 C16 C17 C18 -178.6(3) . . . . ? C16 C17 C18 O4 0.0(3) . . . . ? C16 C17 C18 C21 -179.2(3) . . . . ? C17 C16 C19 O4 0.4(3) . . . . ? C13 C16 C19 O4 178.7(2) . . . . ? C17 C16 C19 C20 179.5(3) . . . . ? C13 C16 C19 C20 -2.1(6) . . . . ? C17 C18 C21 O6 -15.6(4) . . . . ? O4 C18 C21 O6 165.2(2) . . . . ? C17 C18 C21 O5 106.0(4) . . . . ? O4 C18 C21 O5 -73.2(3) . . . . ? O5 C22 C23 C25 66.9(3) . . . . ? O5 C22 C23 C26 -170.5(2) . . . . ? O5 C22 C23 C24 -52.8(3) . . . . ? C22 C23 C24 O6 52.6(3) . . . . ? C25 C23 C24 O6 -68.0(3) . . . . ? C26 C23 C24 O6 170.5(2) . . . . ? C31 C33 C34 O7 -170.7(2) . . . . ? C32 C33 C34 O7 67.1(3) . . . . ? C36 C33 C34 O7 -53.0(3) . . . . ? C31 C33 C36 O8 170.7(2) . . . . ? C34 C33 C36 O8 52.9(3) . . . . ? C32 C33 C36 O8 -66.4(3) . . . . ? O7 C35 C37 C38 11.4(4) . . . . ? O8 C35 C37 C38 -109.3(3) . . . . ? O7 C35 C37 O9 -167.5(2) . . . . ? O8 C35 C37 O9 71.7(3) . . . . ? O9 C37 C38 C39 -0.7(3) . . . . ? C35 C37 C38 C39 -179.7(3) . . . . ? C37 C38 C39 C40 1.1(3) . . . . ? C37 C38 C39 C42 175.9(3) . . . . ? C42 C39 C40 O9 -175.8(3) . . . . ? C38 C39 C40 O9 -1.2(3) . . . . ? C42 C39 C40 C41 4.1(5) . . . . ? C38 C39 C40 C41 178.8(3) . . . . ? C40 C39 C42 C43 -168.6(3) . . . . ? C38 C39 C42 C43 17.8(5) . . . . ? C40 C39 C42 C45 19.5(5) . . . . ? C38 C39 C42 C45 -154.1(3) . . . . ? C39 C42 C43 C46 10.5(6) . . . . ? C45 C42 C43 C46 -175.6(3) . . . . ? C39 C42 C43 C44 -172.9(3) . . . . ? C45 C42 C43 C44 1.0(2) . . . . ? C42 C43 C44 F5 115.1(3) . . . . ? C46 C43 C44 F5 -68.1(4) . . . . ? C42 C43 C44 F6 -118.1(3) . . . . ? C46 C43 C44 F6 58.7(4) . . . . ? C42 C43 C44 C45 -1.0(2) . . . . ? C46 C43 C44 C45 175.8(3) . . . . ? C43 C42 C45 F7 -118.4(3) . . . . ? C39 C42 C45 F7 56.0(4) . . . . ? C43 C42 C45 F8 115.9(3) . . . . ? C39 C42 C45 F8 -69.7(4) . . . . ? C43 C42 C45 C44 -1.0(2) . . . . ? C39 C42 C45 C44 173.4(3) . . . . ? F5 C44 C45 F7 -0.3(4) . . . . ? F6 C44 C45 F7 -123.2(3) . . . . ? C43 C44 C45 F7 118.8(3) . . . . ? F5 C44 C45 F8 122.9(3) . . . . ? F6 C44 C45 F8 0.0(4) . . . . ? C43 C44 C45 F8 -118.0(2) . . . . ? F5 C44 C45 C42 -118.2(3) . . . . ? F6 C44 C45 C42 118.9(3) . . . . ? C43 C44 C45 C42 0.9(2) . . . . ? C42 C43 C46 C47 -159.8(3) . . . . ? C44 C43 C46 C47 24.8(5) . . . . ? C42 C43 C46 C48 23.0(5) . . . . ? C44 C43 C46 C48 -152.4(3) . . . . ? C48 C46 C47 O10 0.3(3) . . . . ? C43 C46 C47 O10 -177.4(3) . . . . ? C48 C46 C47 C50 -173.6(4) . . . . ? C43 C46 C47 C50 8.7(6) . . . . ? C47 C46 C48 C49 -0.1(3) . . . . ? C43 C46 C48 C49 177.6(3) . . . . ? C46 C48 C49 O10 -0.2(3) . . . . ? C46 C48 C49 C51 -179.4(3) . . . . ? C48 C49 C51 O11 6.3(5) . . . . ? O10 C49 C51 O11 -172.9(2) . . . . ? C48 C49 C51 O12 -116.0(4) . . . . ? O10 C49 C51 O12 64.8(3) . . . . ? O11 C52 C53 C54 -53.6(4) . . . . ? O11 C52 C53 C55 67.8(4) . . . . ? O11 C52 C53 C56 -171.8(3) . . . . ? C52 C53 C54 O12 52.9(3) . . . . ? C55 C53 C54 O12 -67.6(4) . . . . ? C56 C53 C54 O12 171.4(3) . . . . ? C101 C102 C103 C103 -179.8(4) . . . 2_666 ? O2 C5 O1 C4 62.4(3) . . . . ? C7 C5 O1 C4 -177.7(3) . . . . ? C3 C4 O1 C5 -57.9(3) . . . . ? O1 C5 O2 C6 -62.1(3) . . . . ? C7 C5 O2 C6 179.4(3) . . . . ? C3 C6 O2 C5 57.5(4) . . . . ? C8 C7 O3 C10 0.3(3) . . . . ? C5 C7 O3 C10 -177.3(3) . . . . ? C9 C10 O3 C7 -0.4(3) . . . . ? C11 C10 O3 C7 178.7(3) . . . . ? C17 C18 O4 C19 0.2(3) . . . . ? C21 C18 O4 C19 179.6(2) . . . . ? C16 C19 O4 C18 -0.3(3) . . . . ? C20 C19 O4 C18 -179.7(3) . . . . ? O6 C21 O5 C22 -62.5(3) . . . . ? C18 C21 O5 C22 178.5(2) . . . . ? C23 C22 O5 C21 57.8(3) . . . . ? O5 C21 O6 C24 62.5(3) . . . . ? C18 C21 O6 C24 -178.6(2) . . . . ? C23 C24 O6 C21 -57.7(3) . . . . ? O8 C35 O7 C34 -61.6(3) . . . . ? C37 C35 O7 C34 179.7(2) . . . . ? C33 C34 O7 C35 58.5(3) . . . . ? O7 C35 O8 C36 61.0(3) . . . . ? C37 C35 O8 C36 178.5(2) . . . . ? C33 C36 O8 C35 -57.5(3) . . . . ? C39 C40 O9 C37 0.8(3) . . . . ? C41 C40 O9 C37 -179.2(2) . . . . ? C38 C37 O9 C40 0.0(3) . . . . ? C35 C37 O9 C40 179.2(2) . . . . ? C48 C49 O10 C47 0.4(3) . . . . ? C51 C49 O10 C47 179.8(3) . . . . ? C46 C47 O10 C49 -0.4(3) . . . . ? C50 C47 O10 C49 174.9(3) . . . . ? O12 C51 O11 C52 -62.4(3) . . . . ? C49 C51 O11 C52 178.5(3) . . . . ? C53 C52 O11 C51 58.5(4) . . . . ? O11 C51 O12 C54 61.6(3) . . . . ? C49 C51 O12 C54 -179.0(2) . . . . ? C53 C54 O12 C51 -56.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.90 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.241 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.051 data_2 _database_code_depnum_ccdc_archive 'CCDC 832577' #TrackingRef 'web_deposit_cif_file_1_ThomasHuhn_1309715271.ds03_fertig.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H10 F4 O2 S2' _chemical_formula_sum 'C16 H10 F4 O2 S2' _chemical_formula_weight 374.36 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 21.146(3) _cell_length_b 8.0742(8) _cell_length_c 9.9346(17) _cell_angle_alpha 90.00 _cell_angle_beta 112.593(12) _cell_angle_gamma 90.00 _cell_volume 1566.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 13320 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 27.23 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.200 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 0.390 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.9073 _exptl_absorpt_correction_T_max 0.9834 _exptl_absorpt_process_details ; 'X-SHAPE 2.07 (03-Aug-2005) Stoe & Cie, Darmstadt, Germany' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS 2T' _diffrn_measurement_method 'rotation method' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9953 _diffrn_reflns_av_R_equivalents 0.0813 _diffrn_reflns_av_sigmaI/netI 0.0688 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 26.71 _reflns_number_total 1648 _reflns_number_gt 1437 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'STOE X-AREA' _computing_cell_refinement 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _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^)+(0.0429P)^2^+2.0850P] 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 1648 _refine_ls_number_parameters 110 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0500 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0902 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.004 _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 F1 F 0.03943(7) 0.36556(16) 0.43941(14) 0.0410(4) Uani 1 1 d . . . F2 F 0.08559(7) 0.35359(16) 0.27912(16) 0.0399(3) Uani 1 1 d . . . O1 O 0.29159(8) 0.9268(2) 0.73179(17) 0.0400(4) Uani 1 1 d . . . S1 S 0.17254(2) 0.97609(6) 0.43536(5) 0.02649(16) Uani 1 1 d . . . C1 C 0.24842(11) 0.8192(3) 0.6974(2) 0.0322(5) Uani 1 1 d . . . H1 H 0.2541 0.7316 0.7618 0.039 Uiso 1 1 calc R . . C2 C 0.18803(10) 0.8180(3) 0.5613(2) 0.0260(4) Uani 1 1 d . . . C3 C 0.13955(10) 0.6971(3) 0.5140(2) 0.0249(4) Uani 1 1 d . . . H3 H 0.1401 0.6016 0.5668 0.030 Uiso 1 1 calc R . . C4 C 0.08774(9) 0.7331(2) 0.3741(2) 0.0213(4) Uani 1 1 d . . . C5 C 0.09963(10) 0.8807(2) 0.3175(2) 0.0228(4) Uani 1 1 d . . . C6 C 0.06110(11) 0.9524(3) 0.1695(2) 0.0285(4) Uani 1 1 d . . . H6A H 0.0525 0.8673 0.0972 0.043 Uiso 1 1 calc R . . H6B H 0.0878 1.0390 0.1508 0.043 Uiso 1 1 calc R . . H6C H 0.0184 0.9970 0.1656 0.043 Uiso 1 1 calc R . . C7 C 0.03280(10) 0.6168(2) 0.2994(2) 0.0219(4) Uani 1 1 d . . . C8 C 0.03611(11) 0.4310(2) 0.3108(2) 0.0277(4) 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 F1 0.0508(8) 0.0302(7) 0.0388(7) 0.0143(6) 0.0138(6) 0.0010(6) F2 0.0362(7) 0.0258(7) 0.0588(9) -0.0035(6) 0.0195(6) 0.0072(5) O1 0.0306(8) 0.0467(10) 0.0349(8) -0.0132(7) 0.0039(6) -0.0032(7) S1 0.0234(3) 0.0265(3) 0.0276(3) -0.0038(2) 0.00749(19) -0.0033(2) C1 0.0265(11) 0.0378(12) 0.0282(10) -0.0069(9) 0.0062(8) 0.0054(9) C2 0.0232(10) 0.0301(11) 0.0229(9) -0.0022(8) 0.0069(8) 0.0053(8) C3 0.0254(10) 0.0252(10) 0.0236(9) 0.0015(8) 0.0088(8) 0.0056(8) C4 0.0201(9) 0.0222(10) 0.0220(9) -0.0001(7) 0.0087(7) 0.0026(7) C5 0.0218(9) 0.0225(10) 0.0240(9) -0.0024(7) 0.0088(7) 0.0003(7) C6 0.0320(11) 0.0262(11) 0.0246(9) 0.0020(8) 0.0078(8) -0.0051(9) C7 0.0260(10) 0.0190(9) 0.0217(9) 0.0012(7) 0.0104(7) 0.0014(8) C8 0.0312(11) 0.0189(10) 0.0335(11) 0.0032(8) 0.0130(9) 0.0039(8) _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 F1 C8 1.360(2) . ? F2 C8 1.356(2) . ? O1 C1 1.211(3) . ? S1 C5 1.7188(19) . ? S1 C2 1.729(2) . ? C1 C2 1.460(3) . ? C1 H1 0.9300 . ? C2 C3 1.362(3) . ? C3 C4 1.431(3) . ? C3 H3 0.9300 . ? C4 C5 1.381(3) . ? C4 C7 1.456(3) . ? C5 C6 1.497(3) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C7 1.357(4) 2 ? C7 C8 1.503(3) . ? C8 C8 1.540(4) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 S1 C2 91.90(10) . . ? O1 C1 C2 124.3(2) . . ? O1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? C3 C2 C1 126.8(2) . . ? C3 C2 S1 111.80(15) . . ? C1 C2 S1 121.35(17) . . ? C2 C3 C4 112.55(18) . . ? C2 C3 H3 123.7 . . ? C4 C3 H3 123.7 . . ? C5 C4 C3 112.32(17) . . ? C5 C4 C7 125.70(17) . . ? C3 C4 C7 121.80(18) . . ? C4 C5 C6 128.18(18) . . ? C4 C5 S1 111.41(14) . . ? C6 C5 S1 120.21(15) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C7 C7 C4 139.67(10) 2 . ? C7 C7 C8 93.41(11) 2 . ? C4 C7 C8 126.89(17) . . ? F2 C8 F1 105.84(16) . . ? F2 C8 C7 117.43(18) . . ? F1 C8 C7 116.26(17) . . ? F2 C8 C8 116.1(2) . 2 ? F1 C8 C8 114.5(2) . 2 ? C7 C8 C8 86.42(11) . 2 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 176.9(2) . . . . ? O1 C1 C2 S1 -0.6(3) . . . . ? C5 S1 C2 C3 0.45(16) . . . . ? C5 S1 C2 C1 178.23(17) . . . . ? C1 C2 C3 C4 -178.73(19) . . . . ? S1 C2 C3 C4 -1.1(2) . . . . ? C2 C3 C4 C5 1.4(2) . . . . ? C2 C3 C4 C7 176.81(17) . . . . ? C3 C4 C5 C6 173.81(19) . . . . ? C7 C4 C5 C6 -1.4(3) . . . . ? C3 C4 C5 S1 -1.0(2) . . . . ? C7 C4 C5 S1 -176.24(15) . . . . ? C2 S1 C5 C4 0.34(15) . . . . ? C2 S1 C5 C6 -174.95(17) . . . . ? C5 C4 C7 C7 -32.3(4) . . . 2 ? C3 C4 C7 C7 152.9(3) . . . 2 ? C5 C4 C7 C8 144.7(2) . . . . ? C3 C4 C7 C8 -30.1(3) . . . . ? C7 C7 C8 F2 122.1(2) 2 . . . ? C4 C7 C8 F2 -56.0(3) . . . . ? C7 C7 C8 F1 -111.1(2) 2 . . . ? C4 C7 C8 F1 70.8(3) . . . . ? C7 C7 C8 C8 4.4(2) 2 . . 2 ? C4 C7 C8 C8 -173.65(19) . . . 2 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.71 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.312 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.051