# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Neil Burford' _publ_contact_author_address ; Department of Chemistry Dalhousie University Halifax Nova Scotia B3H 4JS CANADA ; _publ_contact_author_email NEIL.BURFORD@DAL.CA _publ_section_title ; Synthesis and Characterization of Elusive Cyclo-di- and -tri-phosphino-1,3-diphosphonium Salts: Fundamental Frameworks in catena-Organophosphorus Chemistry ; _publ_section_references ; Bruker (2006). SAINT. Version 7.23A. Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (1999). SMART. Version 5.054. Bruker AXS Inc., Madison, Wisconsin, USA. Sheldrick, G.M. (2000). SHELXTL. Version 6.14. Bruker AXS Inc., Madison, Wisconsin, USA. Sheldrick, G.M. (1997). SHELXL97 & SHELXS97. University of Gottingen, Germany. Sheldrick, G.M. (1997b). SADABS. Version 2.10. Bruker AXS Inc., Madison, Wisconsin, USA. ; _publ_section_exptl_refinement ; Hydrogen atoms were placed in calculated positions and refined using a riding model. ; loop_ _publ_author_name 'Neil Burford' 'Andreas Decken' 'Michael D. Lumsden' 'Susanne D. Riegel' data_nb061014 _database_code_depnum_ccdc_archive 'CCDC 640152' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H53 F6 N O6 P4 S2' _chemical_formula_weight 825.73 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' P P 0.1023 0.0942 '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' N N 0.0061 0.0033 '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_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5943(18) _cell_length_b 13.159(2) _cell_length_c 15.941(3) _cell_angle_alpha 67.929(2) _cell_angle_beta 86.020(2) _cell_angle_gamma 76.438(2) _cell_volume 2001.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 198(1) _cell_measurement_reflns_used 6135 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 27.54 _exptl_crystal_description Irregular _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 0.360 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8619 _exptl_absorpt_correction_T_max 0.9479 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997b)' _exptl_special_details ; Crystal decay was monitored by repeating the initial 50 frames at the end of the data collection and analyzing duplicate reflections. ; _diffrn_ambient_temperature 198(1) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type K760 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14035 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0450 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8710 _reflns_number_gt 6862 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0504P)^2^+1.2618P] 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 8710 _refine_ls_number_parameters 445 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0564 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1180 _refine_ls_wR_factor_gt 0.1035 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.78310(5) 0.54779(4) 0.18100(3) 0.02488(12) Uani 1 1 d . . . P2 P 0.85919(5) 0.49746(5) 0.32047(3) 0.02641(12) Uani 1 1 d . . . P3 P 0.83284(5) 0.33065(4) 0.33157(3) 0.02376(12) Uani 1 1 d . . . P4 P 0.68603(5) 0.40567(4) 0.22022(3) 0.02610(12) Uani 1 1 d . . . C1 C 0.9049(2) 0.55247(19) 0.09586(14) 0.0325(5) Uani 1 1 d . . . H1A H 0.8632 0.5695 0.0376 0.049 Uiso 1 1 calc R . . H1B H 0.9667 0.4794 0.1132 0.049 Uiso 1 1 calc R . . H1C H 0.9510 0.6110 0.0904 0.049 Uiso 1 1 calc R . . C2 C 0.66094(19) 0.67982(17) 0.14647(13) 0.0268(4) Uani 1 1 d . . . H2 H 0.6088 0.6827 0.0953 0.032 Uiso 1 1 calc R . . C3 C 0.5671(2) 0.6853(2) 0.22350(16) 0.0396(5) Uani 1 1 d . . . H3A H 0.5241 0.6212 0.2424 0.048 Uiso 1 1 calc R . . H3B H 0.6163 0.6794 0.2763 0.048 Uiso 1 1 calc R . . C4 C 0.4644(2) 0.7957(2) 0.19246(17) 0.0411(6) Uani 1 1 d . . . H4A H 0.4091 0.7975 0.1442 0.049 Uiso 1 1 calc R . . H4B H 0.4083 0.7998 0.2439 0.049 Uiso 1 1 calc R . . C5 C 0.5257(3) 0.8970(2) 0.15699(19) 0.0480(6) Uani 1 1 d . . . H5A H 0.4568 0.9667 0.1341 0.058 Uiso 1 1 calc R . . H5B H 0.5733 0.9001 0.2070 0.058 Uiso 1 1 calc R . . C6 C 0.6184(3) 0.8904(2) 0.0816(2) 0.0496(7) Uani 1 1 d . . . H6A H 0.6601 0.9554 0.0619 0.060 Uiso 1 1 calc R . . H6B H 0.5690 0.8954 0.0292 0.060 Uiso 1 1 calc R . . C7 C 0.7241(2) 0.78093(19) 0.11125(17) 0.0380(5) Uani 1 1 d . . . H7A H 0.7794 0.7777 0.0593 0.046 Uiso 1 1 calc R . . H7B H 0.7798 0.7789 0.1595 0.046 Uiso 1 1 calc R . . C8 C 1.03754(19) 0.48685(17) 0.31004(13) 0.0263(4) Uani 1 1 d . . . H8 H 1.0736 0.4488 0.2670 0.032 Uiso 1 1 calc R . . C9 C 1.0601(2) 0.60701(19) 0.27498(17) 0.0377(5) Uani 1 1 d . . . H9A H 1.0226 0.6491 0.2130 0.045 Uiso 1 1 calc R . . H9B H 1.0162 0.6467 0.3145 0.045 Uiso 1 1 calc R . . C10 C 1.2056(2) 0.6031(2) 0.27385(18) 0.0468(6) Uani 1 1 d . . . H10A H 1.2482 0.5686 0.2307 0.056 Uiso 1 1 calc R . . H10B H 1.2190 0.6807 0.2530 0.056 Uiso 1 1 calc R . . C11 C 1.2676(2) 0.5357(2) 0.36722(18) 0.0437(6) Uani 1 1 d . . . H11A H 1.2296 0.5731 0.4096 0.052 Uiso 1 1 calc R . . H11B H 1.3620 0.5327 0.3643 0.052 Uiso 1 1 calc R . . C12 C 1.2455(2) 0.4165(2) 0.40198(18) 0.0435(6) Uani 1 1 d . . . H12A H 1.2843 0.3743 0.4636 0.052 Uiso 1 1 calc R . . H12B H 1.2891 0.3773 0.3620 0.052 Uiso 1 1 calc R . . C13 C 1.1002(2) 0.4183(2) 0.40460(15) 0.0366(5) Uani 1 1 d . . . H13A H 1.0575 0.4522 0.4482 0.044 Uiso 1 1 calc R . . H13B H 1.0880 0.3403 0.4252 0.044 Uiso 1 1 calc R . . C14 C 0.9776(2) 0.23919(18) 0.31360(14) 0.0290(4) Uani 1 1 d . . . H14A H 1.0375 0.2131 0.3654 0.043 Uiso 1 1 calc R . . H14B H 1.0192 0.2802 0.2584 0.043 Uiso 1 1 calc R . . H14C H 0.9553 0.1743 0.3071 0.043 Uiso 1 1 calc R . . C15 C 0.7593(2) 0.26183(18) 0.43778(13) 0.0294(4) Uani 1 1 d . . . H15 H 0.8230 0.2440 0.4876 0.035 Uiso 1 1 calc R . . C16 C 0.7350(3) 0.1503(2) 0.44083(18) 0.0457(6) Uani 1 1 d . . . H16A H 0.8176 0.1021 0.4317 0.055 Uiso 1 1 calc R . . H16B H 0.6733 0.1648 0.3916 0.055 Uiso 1 1 calc R . . C17 C 0.6790(3) 0.0899(3) 0.5328(2) 0.0601(8) Uani 1 1 d . . . H17A H 0.6577 0.0205 0.5328 0.072 Uiso 1 1 calc R . . H17B H 0.7453 0.0676 0.5811 0.072 Uiso 1 1 calc R . . C18 C 0.5577(3) 0.1645(3) 0.55292(19) 0.0570(8) Uani 1 1 d . . . H18A H 0.4878 0.1789 0.5090 0.068 Uiso 1 1 calc R . . H18B H 0.5279 0.1249 0.6143 0.068 Uiso 1 1 calc R . . C19 C 0.5820(3) 0.2752(3) 0.54751(17) 0.0496(7) Uani 1 1 d . . . H19A H 0.6453 0.2614 0.5956 0.060 Uiso 1 1 calc R . . H19B H 0.4999 0.3229 0.5580 0.060 Uiso 1 1 calc R . . C20 C 0.6347(2) 0.3376(2) 0.45497(15) 0.0372(5) Uani 1 1 d . . . H20A H 0.5691 0.3569 0.4069 0.045 Uiso 1 1 calc R . . H20B H 0.6533 0.4083 0.4540 0.045 Uiso 1 1 calc R . . C21 C 0.7443(2) 0.33516(18) 0.13823(13) 0.0288(4) Uani 1 1 d . . . H21 H 0.8386 0.3330 0.1265 0.035 Uiso 1 1 calc R . . C22 C 0.7219(2) 0.21552(19) 0.17816(15) 0.0351(5) Uani 1 1 d . . . H22A H 0.7767 0.1712 0.2334 0.042 Uiso 1 1 calc R . . H22B H 0.6299 0.2181 0.1952 0.042 Uiso 1 1 calc R . . C23 C 0.7556(3) 0.1589(2) 0.10889(18) 0.0469(6) Uani 1 1 d . . . H23A H 0.8496 0.1501 0.0963 0.056 Uiso 1 1 calc R . . H23B H 0.7368 0.0830 0.1343 0.056 Uiso 1 1 calc R . . C24 C 0.6782(3) 0.2277(2) 0.02100(18) 0.0496(7) Uani 1 1 d . . . H24A H 0.7058 0.1913 -0.0236 0.060 Uiso 1 1 calc R . . H24B H 0.5848 0.2293 0.0324 0.060 Uiso 1 1 calc R . . C25 C 0.6975(3) 0.3472(2) -0.01789(16) 0.0487(6) Uani 1 1 d . . . H25A H 0.6418 0.3908 -0.0728 0.058 Uiso 1 1 calc R . . H25B H 0.7890 0.3460 -0.0358 0.058 Uiso 1 1 calc R . . C26 C 0.6640(2) 0.4050(2) 0.05058(14) 0.0368(5) Uani 1 1 d . . . H26A H 0.5703 0.4134 0.0640 0.044 Uiso 1 1 calc R . . H26B H 0.6825 0.4810 0.0246 0.044 Uiso 1 1 calc R . . C27 C 0.8130(3) 0.8676(2) 0.34129(18) 0.0447(6) Uani 1 1 d . . . C28 C 0.3208(3) 0.1722(2) 0.2331(2) 0.0499(7) Uani 1 1 d . . . C29 C 0.0593(3) 0.9011(3) 0.1025(2) 0.0563(8) Uani 1 1 d . . . C30 C 0.1149(3) 0.9699(3) 0.1365(2) 0.0653(9) Uani 1 1 d . . . H30A H 0.0694 0.9747 0.1910 0.098 Uiso 1 1 calc R . . H30B H 0.1055 1.0456 0.0900 0.098 Uiso 1 1 calc R . . H30C H 0.2072 0.9356 0.1513 0.098 Uiso 1 1 calc R . . N1 N 0.0159(3) 0.8472(3) 0.0760(2) 0.0705(8) Uani 1 1 d . . . F1 F 0.70917(16) 0.94703(16) 0.34277(14) 0.0680(5) Uani 1 1 d . . . F2 F 0.7855(2) 0.76806(16) 0.38605(14) 0.0778(6) Uani 1 1 d . . . F3 F 0.82976(18) 0.87575(17) 0.25522(11) 0.0652(5) Uani 1 1 d . . . F4 F 0.29006(19) 0.17821(16) 0.31394(11) 0.0755(6) Uani 1 1 d . . . F5 F 0.44241(16) 0.11384(14) 0.23776(14) 0.0711(5) Uani 1 1 d . . . F6 F 0.2456(2) 0.11314(18) 0.21974(19) 0.0995(8) Uani 1 1 d . . . S1 S 0.95795(6) 0.88375(5) 0.38516(4) 0.03936(15) Uani 1 1 d . . . S2 S 0.29824(6) 0.31267(5) 0.14630(4) 0.04067(16) Uani 1 1 d . . . O1 O 0.96777(19) 0.99439(15) 0.32611(13) 0.0504(5) Uani 1 1 d . . . O2 O 0.9253(2) 0.87279(18) 0.47690(13) 0.0651(6) Uani 1 1 d . . . O3 O 1.0573(2) 0.79339(18) 0.37697(16) 0.0654(6) Uani 1 1 d . . . O4 O 0.3822(2) 0.36299(17) 0.17836(15) 0.0633(6) Uani 1 1 d . . . O5 O 0.3394(2) 0.2946(2) 0.06496(13) 0.0666(6) Uani 1 1 d . . . O6 O 0.16226(18) 0.35976(18) 0.14862(13) 0.0611(6) 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 P1 0.0242(3) 0.0234(3) 0.0236(2) -0.0058(2) -0.00029(19) -0.0033(2) P2 0.0270(3) 0.0261(3) 0.0258(3) -0.0090(2) -0.0012(2) -0.0061(2) P3 0.0236(3) 0.0243(3) 0.0213(2) -0.00576(19) 0.00061(18) -0.0063(2) P4 0.0263(3) 0.0276(3) 0.0234(2) -0.0077(2) -0.00136(19) -0.0064(2) C1 0.0275(11) 0.0354(12) 0.0289(10) -0.0082(9) 0.0031(8) -0.0033(9) C2 0.0251(10) 0.0253(10) 0.0256(9) -0.0068(8) -0.0021(8) -0.0013(8) C3 0.0347(12) 0.0412(13) 0.0335(12) -0.0104(10) 0.0049(9) 0.0019(10) C4 0.0317(12) 0.0500(15) 0.0382(12) -0.0213(11) -0.0030(9) 0.0063(10) C5 0.0461(15) 0.0415(14) 0.0560(16) -0.0260(12) -0.0114(12) 0.0075(11) C6 0.0525(16) 0.0251(12) 0.0629(17) -0.0100(11) 0.0025(13) -0.0038(11) C7 0.0352(12) 0.0265(11) 0.0499(14) -0.0122(10) 0.0034(10) -0.0064(9) C8 0.0252(10) 0.0255(10) 0.0282(10) -0.0088(8) -0.0018(8) -0.0068(8) C9 0.0363(12) 0.0271(11) 0.0458(13) -0.0051(10) -0.0095(10) -0.0110(9) C10 0.0416(14) 0.0399(14) 0.0538(15) -0.0035(12) -0.0030(11) -0.0221(11) C11 0.0323(12) 0.0481(15) 0.0527(15) -0.0160(12) -0.0072(10) -0.0150(11) C12 0.0349(13) 0.0401(14) 0.0483(14) -0.0059(11) -0.0131(10) -0.0084(10) C13 0.0355(12) 0.0350(12) 0.0333(11) -0.0023(9) -0.0073(9) -0.0117(10) C14 0.0259(10) 0.0281(11) 0.0316(10) -0.0100(9) 0.0019(8) -0.0058(8) C15 0.0271(10) 0.0343(11) 0.0208(9) -0.0031(8) 0.0012(8) -0.0082(9) C16 0.0503(15) 0.0342(13) 0.0481(14) -0.0084(11) 0.0171(12) -0.0172(11) C17 0.0640(19) 0.0495(17) 0.0539(17) 0.0000(13) 0.0184(14) -0.0259(15) C18 0.0510(16) 0.073(2) 0.0405(14) -0.0072(14) 0.0165(12) -0.0297(15) C19 0.0438(14) 0.0707(19) 0.0335(12) -0.0167(12) 0.0147(11) -0.0196(13) C20 0.0349(12) 0.0438(13) 0.0313(11) -0.0133(10) 0.0093(9) -0.0094(10) C21 0.0288(10) 0.0313(11) 0.0254(10) -0.0101(8) -0.0032(8) -0.0048(9) C22 0.0427(13) 0.0311(12) 0.0314(11) -0.0109(9) -0.0086(9) -0.0069(10) C23 0.0544(16) 0.0397(14) 0.0507(15) -0.0245(12) -0.0144(12) -0.0004(12) C24 0.0491(15) 0.0626(18) 0.0468(14) -0.0348(14) -0.0121(12) -0.0024(13) C25 0.0522(16) 0.0647(18) 0.0275(11) -0.0184(12) -0.0051(11) -0.0064(13) C26 0.0444(13) 0.0370(13) 0.0242(10) -0.0075(9) -0.0051(9) -0.0048(10) C27 0.0457(14) 0.0414(14) 0.0441(14) -0.0097(11) -0.0057(11) -0.0126(11) C28 0.0403(14) 0.0375(14) 0.0615(17) -0.0100(12) 0.0053(12) -0.0045(11) C29 0.0399(15) 0.063(2) 0.0447(15) -0.0014(14) 0.0065(12) -0.0043(14) C30 0.0450(17) 0.076(2) 0.066(2) -0.0228(17) 0.0000(14) -0.0023(15) N1 0.0666(18) 0.0719(19) 0.0612(17) -0.0074(15) 0.0100(14) -0.0250(16) F1 0.0383(9) 0.0741(12) 0.0886(13) -0.0305(10) -0.0029(8) -0.0054(8) F2 0.0935(15) 0.0597(11) 0.0825(13) -0.0108(10) -0.0022(11) -0.0467(11) F3 0.0714(12) 0.0844(13) 0.0476(9) -0.0280(9) -0.0153(8) -0.0217(10) F4 0.0793(13) 0.0708(12) 0.0414(9) 0.0089(8) 0.0118(8) -0.0044(10) F5 0.0463(9) 0.0404(9) 0.1005(14) -0.0070(9) 0.0032(9) 0.0069(7) F6 0.0779(15) 0.0620(13) 0.162(2) -0.0324(14) 0.0000(14) -0.0365(11) S1 0.0433(3) 0.0325(3) 0.0407(3) -0.0137(2) -0.0139(2) -0.0010(2) S2 0.0375(3) 0.0401(3) 0.0303(3) -0.0042(2) 0.0071(2) 0.0006(2) O1 0.0534(11) 0.0391(10) 0.0615(12) -0.0182(9) -0.0014(9) -0.0152(8) O2 0.0953(17) 0.0591(13) 0.0373(10) -0.0170(9) -0.0171(10) -0.0067(12) O3 0.0556(12) 0.0532(12) 0.0931(16) -0.0438(12) -0.0314(11) 0.0149(10) O4 0.0684(14) 0.0497(12) 0.0726(14) -0.0175(11) 0.0005(11) -0.0231(11) O5 0.0588(13) 0.0939(17) 0.0365(10) -0.0248(11) 0.0100(9) 0.0009(12) O6 0.0397(10) 0.0615(13) 0.0502(11) 0.0002(9) 0.0093(8) 0.0106(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 P1 C1 1.801(2) . ? P1 C2 1.823(2) . ? P1 P4 2.2090(8) . ? P1 P2 2.2188(8) . ? P2 C8 1.862(2) . ? P2 P3 2.2172(8) . ? P3 C14 1.793(2) . ? P3 C15 1.8135(19) . ? P3 P4 2.2114(8) . ? P4 C21 1.866(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C7 1.528(3) . ? C2 C3 1.538(3) . ? C2 H2 1.0000 . ? C3 C4 1.527(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.518(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.513(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.535(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C13 1.537(3) . ? C8 C9 1.538(3) . ? C8 H8 1.0000 . ? C9 C10 1.529(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.518(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.525(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.532(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.531(3) . ? C15 C20 1.533(3) . ? C15 H15 1.0000 . ? C16 C17 1.536(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.519(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.508(4) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.533(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.530(3) . ? C21 C26 1.534(3) . ? C21 H21 1.0000 . ? C22 C23 1.530(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.521(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.516(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.529(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 F2 1.326(3) . ? C27 F1 1.334(3) . ? C27 F3 1.338(3) . ? C27 S1 1.818(3) . ? C28 F6 1.312(4) . ? C28 F5 1.327(3) . ? C28 F4 1.334(3) . ? C28 S2 1.818(3) . ? C29 N1 1.140(4) . ? C29 C30 1.456(5) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? S1 O1 1.4297(19) . ? S1 O3 1.431(2) . ? S1 O2 1.440(2) . ? S2 O5 1.4256(19) . ? S2 O6 1.4325(19) . ? S2 O4 1.444(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 C1 P1 C2 110.23(10) . . ? C1 P1 P4 116.10(8) . . ? C2 P1 P4 109.37(7) . . ? C1 P1 P2 115.10(8) . . ? C2 P1 P2 112.24(7) . . ? P4 P1 P2 92.76(3) . . ? C8 P2 P3 104.87(7) . . ? C8 P2 P1 105.92(7) . . ? P3 P2 P1 82.29(3) . . ? C14 P3 C15 111.05(10) . . ? C14 P3 P4 115.91(8) . . ? C15 P3 P4 110.32(7) . . ? C14 P3 P2 114.25(7) . . ? C15 P3 P2 111.39(8) . . ? P4 P3 P2 92.74(3) . . ? C21 P4 P1 104.87(7) . . ? C21 P4 P3 105.82(7) . . ? P1 P4 P3 82.64(3) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C7 C2 C3 111.53(19) . . ? C7 C2 P1 111.19(14) . . ? C3 C2 P1 111.43(14) . . ? C7 C2 H2 107.5 . . ? C3 C2 H2 107.5 . . ? P1 C2 H2 107.5 . . ? C4 C3 C2 110.44(18) . . ? C4 C3 H3A 109.6 . . ? C2 C3 H3A 109.6 . . ? C4 C3 H3B 109.6 . . ? C2 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? C5 C4 C3 111.6(2) . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? C5 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C6 C5 C4 110.9(2) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C5 C6 C7 112.1(2) . . ? C5 C6 H6A 109.2 . . ? C7 C6 H6A 109.2 . . ? C5 C6 H6B 109.2 . . ? C7 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C2 C7 C6 109.75(19) . . ? C2 C7 H7A 109.7 . . ? C6 C7 H7A 109.7 . . ? C2 C7 H7B 109.7 . . ? C6 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? C13 C8 C9 110.56(18) . . ? C13 C8 P2 107.81(14) . . ? C9 C8 P2 107.73(14) . . ? C13 C8 H8 110.2 . . ? C9 C8 H8 110.2 . . ? P2 C8 H8 110.2 . . ? C10 C9 C8 110.06(19) . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.2 . . ? C11 C10 C9 111.2(2) . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C10 C11 C12 110.5(2) . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? C11 C12 C13 110.8(2) . . ? C11 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C12 C13 C8 110.14(18) . . ? C12 C13 H13A 109.6 . . ? C8 C13 H13A 109.6 . . ? C12 C13 H13B 109.6 . . ? C8 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? P3 C14 H14A 109.5 . . ? P3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? P3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C20 111.45(19) . . ? C16 C15 P3 110.04(15) . . ? C20 C15 P3 112.39(15) . . ? C16 C15 H15 107.6 . . ? C20 C15 H15 107.6 . . ? P3 C15 H15 107.6 . . ? C15 C16 C17 109.7(2) . . ? C15 C16 H16A 109.7 . . ? C17 C16 H16A 109.7 . . ? C15 C16 H16B 109.7 . . ? C17 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? C18 C17 C16 111.5(2) . . ? C18 C17 H17A 109.3 . . ? C16 C17 H17A 109.3 . . ? C18 C17 H17B 109.3 . . ? C16 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C19 C18 C17 111.8(2) . . ? C19 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? C19 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 107.9 . . ? C18 C19 C20 111.4(2) . . ? C18 C19 H19A 109.4 . . ? C20 C19 H19A 109.4 . . ? C18 C19 H19B 109.4 . . ? C20 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? C15 C20 C19 109.1(2) . . ? C15 C20 H20A 109.9 . . ? C19 C20 H20A 109.9 . . ? C15 C20 H20B 109.9 . . ? C19 C20 H20B 109.9 . . ? H20A C20 H20B 108.3 . . ? C22 C21 C26 110.95(18) . . ? C22 C21 P4 108.51(14) . . ? C26 C21 P4 106.66(15) . . ? C22 C21 H21 110.2 . . ? C26 C21 H21 110.2 . . ? P4 C21 H21 110.2 . . ? C23 C22 C21 110.08(19) . . ? C23 C22 H22A 109.6 . . ? C21 C22 H22A 109.6 . . ? C23 C22 H22B 109.6 . . ? C21 C22 H22B 109.6 . . ? H22A C22 H22B 108.2 . . ? C24 C23 C22 111.3(2) . . ? C24 C23 H23A 109.4 . . ? C22 C23 H23A 109.4 . . ? C24 C23 H23B 109.4 . . ? C22 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C25 C24 C23 111.4(2) . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24B 109.3 . . ? C23 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C24 C25 C26 111.5(2) . . ? C24 C25 H25A 109.3 . . ? C26 C25 H25A 109.3 . . ? C24 C25 H25B 109.3 . . ? C26 C25 H25B 109.3 . . ? H25A C25 H25B 108.0 . . ? C25 C26 C21 110.1(2) . . ? C25 C26 H26A 109.6 . . ? C21 C26 H26A 109.6 . . ? C25 C26 H26B 109.6 . . ? C21 C26 H26B 109.6 . . ? H26A C26 H26B 108.2 . . ? F2 C27 F1 108.1(2) . . ? F2 C27 F3 106.1(2) . . ? F1 C27 F3 107.4(2) . . ? F2 C27 S1 112.93(19) . . ? F1 C27 S1 111.90(19) . . ? F3 C27 S1 110.11(18) . . ? F6 C28 F5 107.4(2) . . ? F6 C28 F4 106.0(2) . . ? F5 C28 F4 108.4(2) . . ? F6 C28 S2 112.6(2) . . ? F5 C28 S2 111.93(18) . . ? F4 C28 S2 110.27(19) . . ? N1 C29 C30 179.9(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O1 S1 O3 115.75(14) . . ? O1 S1 O2 114.68(13) . . ? O3 S1 O2 114.63(14) . . ? O1 S1 C27 102.26(12) . . ? O3 S1 C27 103.58(13) . . ? O2 S1 C27 103.46(13) . . ? O5 S2 O6 114.75(13) . . ? O5 S2 O4 114.26(14) . . ? O6 S2 O4 114.80(14) . . ? O5 S2 C28 104.66(14) . . ? O6 S2 C28 103.78(12) . . ? O4 S2 C28 102.54(13) . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.847 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.060 # Attachment 'NB061021.cif' data_nb061021 _database_code_depnum_ccdc_archive 'CCDC 640153' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H25 F6 O6 P5 S2' _chemical_formula_weight 682.36 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' 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' P P 0.1023 0.0942 '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' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.925(6) _cell_length_b 11.951(10) _cell_length_c 16.193(15) _cell_angle_alpha 72.451(16) _cell_angle_beta 78.848(11) _cell_angle_gamma 84.629(12) _cell_volume 1434(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(1) _cell_measurement_reflns_used 3344 _cell_measurement_theta_min 2.523 _cell_measurement_theta_max 27.639 _exptl_crystal_description Irregular _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.537 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8138 _exptl_absorpt_correction_T_max 0.9482 _exptl_absorpt_process_details 'TWINABS (Sheldrick, 2004)' _exptl_special_details ; Crystal decay was monitored by repeating the initial 50 frames at the end of the data collection and analyzing duplicate reflections. ; _diffrn_ambient_temperature 173(1) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type K760 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6370 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0788 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6370 _reflns_number_gt 4321 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1232P)^2^+0.0180P] 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 6370 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0968 _refine_ls_R_factor_gt 0.0646 _refine_ls_wR_factor_ref 0.2079 _refine_ls_wR_factor_gt 0.1926 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 P1 P 0.7721(2) 0.25142(14) 0.26226(10) 0.0256(4) Uani 1 1 d . . . P2 P 0.9219(2) 0.08611(15) 0.31644(10) 0.0292(4) Uani 1 1 d . . . P3 P 0.8604(2) -0.00918(15) 0.22689(10) 0.0278(4) Uani 1 1 d . . . P4 P 0.6447(2) 0.08672(16) 0.16117(11) 0.0334(4) Uani 1 1 d . . . P5 P 0.7605(2) 0.26246(16) 0.12540(11) 0.0349(4) Uani 1 1 d . . . C1 C 0.5655(8) 0.2459(6) 0.3339(4) 0.0297(14) Uani 1 1 d . . . C2 C 0.5009(8) 0.1389(6) 0.3860(4) 0.0326(14) Uani 1 1 d . . . H2 H 0.5651 0.0681 0.3845 0.039 Uiso 1 1 calc R . . C3 C 0.3393(9) 0.1353(7) 0.4413(4) 0.0428(17) Uani 1 1 d . . . H3 H 0.2948 0.0620 0.4774 0.051 Uiso 1 1 calc R . . C4 C 0.2447(9) 0.2393(7) 0.4428(5) 0.0444(18) Uani 1 1 d . . . H4 H 0.1373 0.2370 0.4813 0.053 Uiso 1 1 calc R . . C5 C 0.3063(9) 0.3453(7) 0.3887(5) 0.0476(19) Uani 1 1 d . . . H5 H 0.2399 0.4158 0.3885 0.057 Uiso 1 1 calc R . . C6 C 0.4670(8) 0.3493(6) 0.3339(5) 0.0382(16) Uani 1 1 d . . . H6 H 0.5093 0.4226 0.2965 0.046 Uiso 1 1 calc R . . C7 C 0.8839(8) 0.3799(5) 0.2561(4) 0.0264(13) Uani 1 1 d . . . C8 C 0.8570(8) 0.4252(6) 0.3287(4) 0.0335(15) Uani 1 1 d . . . H8 H 0.7828 0.3874 0.3815 0.040 Uiso 1 1 calc R . . C9 C 0.9397(9) 0.5252(6) 0.3226(5) 0.0408(17) Uani 1 1 d . . . H9 H 0.9213 0.5569 0.3710 0.049 Uiso 1 1 calc R . . C10 C 1.0486(9) 0.5785(6) 0.2463(5) 0.0430(17) Uani 1 1 d . . . H10 H 1.1060 0.6465 0.2429 0.052 Uiso 1 1 calc R . . C11 C 1.0761(9) 0.5357(6) 0.1748(5) 0.0438(18) Uani 1 1 d . . . H11 H 1.1506 0.5744 0.1224 0.053 Uiso 1 1 calc R . . C12 C 0.9944(8) 0.4352(6) 0.1793(4) 0.0340(15) Uani 1 1 d . . . H12 H 1.0139 0.4046 0.1304 0.041 Uiso 1 1 calc R . . C13 C 1.1392(8) 0.1394(6) 0.2580(5) 0.0385(16) Uani 1 1 d . . . H13A H 1.1367 0.1738 0.1951 0.058 Uiso 1 1 calc R . . H13B H 1.2237 0.0734 0.2662 0.058 Uiso 1 1 calc R . . H13C H 1.1714 0.1990 0.2819 0.058 Uiso 1 1 calc R . . C14 C 0.7789(9) -0.1494(6) 0.2927(4) 0.0364(15) Uani 1 1 d . . . H14A H 0.7505 -0.1921 0.2544 0.055 Uiso 1 1 calc R . . H14B H 0.6752 -0.1380 0.3338 0.055 Uiso 1 1 calc R . . H14C H 0.8665 -0.1949 0.3257 0.055 Uiso 1 1 calc R . . C15 C 1.0522(8) -0.0370(6) 0.1541(4) 0.0392(16) Uani 1 1 d . . . H15A H 1.1413 -0.0754 0.1887 0.059 Uiso 1 1 calc R . . H15B H 1.0937 0.0375 0.1127 0.059 Uiso 1 1 calc R . . H15C H 1.0257 -0.0883 0.1215 0.059 Uiso 1 1 calc R . . C16 C 0.7145(10) 0.0629(7) 0.0514(4) 0.0463(18) Uani 1 1 d . . . H16A H 0.8343 0.0854 0.0289 0.069 Uiso 1 1 calc R . . H16B H 0.6409 0.1110 0.0108 0.069 Uiso 1 1 calc R . . H16C H 0.7053 -0.0202 0.0565 0.069 Uiso 1 1 calc R . . C17 C 0.5669(10) 0.3599(6) 0.1083(5) 0.050(2) Uani 1 1 d . . . H17A H 0.4783 0.3381 0.1611 0.075 Uiso 1 1 calc R . . H17B H 0.5230 0.3518 0.0579 0.075 Uiso 1 1 calc R . . H17C H 0.5970 0.4416 0.0969 0.075 Uiso 1 1 calc R . . C18 C 0.6761(10) 0.3237(7) 0.5831(5) 0.0458(18) Uani 1 1 d . . . C19 C 0.4196(9) 0.2952(6) 0.8760(4) 0.0362(15) Uani 1 1 d . . . F1 F 0.8021(7) 0.3993(4) 0.5453(3) 0.0759(16) Uani 1 1 d . . . F2 F 0.6210(7) 0.3332(5) 0.6643(3) 0.0805(17) Uani 1 1 d . . . F3 F 0.5485(7) 0.3589(5) 0.5386(4) 0.0773(16) Uani 1 1 d . . . F4 F 0.5541(5) 0.3398(4) 0.8933(3) 0.0636(13) Uani 1 1 d . . . F5 F 0.3715(6) 0.3718(4) 0.8053(3) 0.0595(13) Uani 1 1 d . . . F6 F 0.4784(5) 0.1968(4) 0.8550(3) 0.0519(11) Uani 1 1 d . . . S1 S 0.7557(2) 0.17499(16) 0.58407(12) 0.0367(4) Uani 1 1 d . . . S2 S 0.2424(2) 0.26841(15) 0.96964(10) 0.0331(4) Uani 1 1 d . . . O1 O 0.8895(7) 0.1532(6) 0.6361(4) 0.0653(16) Uani 1 1 d . . . O2 O 0.8145(6) 0.1840(5) 0.4933(3) 0.0487(13) Uani 1 1 d . . . O3 O 0.6064(7) 0.1047(5) 0.6251(4) 0.0680(17) Uani 1 1 d . . . O4 O 0.1995(7) 0.3839(4) 0.9810(3) 0.0482(13) Uani 1 1 d . . . O5 O 0.3188(7) 0.1873(5) 1.0390(3) 0.0506(13) Uani 1 1 d . . . O6 O 0.1157(6) 0.2176(4) 0.9398(3) 0.0462(12) 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 P1 0.0283(8) 0.0271(9) 0.0233(8) -0.0101(7) -0.0037(6) -0.0027(7) P2 0.0353(9) 0.0312(9) 0.0230(8) -0.0105(7) -0.0066(7) 0.0011(7) P3 0.0305(8) 0.0279(9) 0.0258(8) -0.0105(7) -0.0020(6) -0.0026(7) P4 0.0390(10) 0.0316(9) 0.0324(9) -0.0118(8) -0.0086(7) -0.0022(8) P5 0.0515(11) 0.0324(10) 0.0229(8) -0.0094(7) -0.0058(7) -0.0087(8) C1 0.028(3) 0.036(4) 0.030(3) -0.014(3) -0.010(3) -0.001(3) C2 0.030(3) 0.040(4) 0.027(3) -0.006(3) -0.006(3) -0.003(3) C3 0.036(4) 0.058(5) 0.030(4) -0.008(3) 0.000(3) -0.011(4) C4 0.030(4) 0.069(6) 0.039(4) -0.027(4) 0.000(3) -0.003(4) C5 0.034(4) 0.058(5) 0.058(5) -0.031(4) -0.002(3) 0.002(4) C6 0.033(4) 0.042(4) 0.044(4) -0.019(3) -0.007(3) 0.002(3) C7 0.032(3) 0.020(3) 0.027(3) -0.005(2) -0.004(2) -0.005(3) C8 0.037(4) 0.038(4) 0.028(3) -0.014(3) -0.003(3) -0.010(3) C9 0.048(4) 0.042(4) 0.042(4) -0.020(3) -0.015(3) -0.005(3) C10 0.048(4) 0.034(4) 0.049(4) -0.008(3) -0.011(3) -0.015(3) C11 0.038(4) 0.043(4) 0.043(4) -0.004(3) 0.001(3) -0.013(3) C12 0.033(3) 0.035(4) 0.034(4) -0.011(3) -0.004(3) -0.004(3) C13 0.030(3) 0.042(4) 0.048(4) -0.017(3) -0.011(3) -0.002(3) C14 0.039(4) 0.030(4) 0.038(4) -0.005(3) -0.008(3) -0.007(3) C15 0.039(4) 0.044(4) 0.037(4) -0.023(3) 0.003(3) -0.003(3) C16 0.066(5) 0.043(4) 0.037(4) -0.017(3) -0.021(4) 0.003(4) C17 0.081(6) 0.031(4) 0.050(5) -0.013(3) -0.039(4) 0.004(4) C18 0.064(5) 0.042(4) 0.035(4) -0.018(3) -0.004(4) -0.009(4) C19 0.046(4) 0.034(4) 0.028(3) -0.008(3) -0.002(3) -0.009(3) F1 0.113(4) 0.055(3) 0.062(3) -0.030(3) 0.017(3) -0.040(3) F2 0.113(4) 0.084(4) 0.043(3) -0.035(3) 0.018(3) -0.008(3) F3 0.079(4) 0.066(3) 0.093(4) -0.030(3) -0.035(3) 0.031(3) F4 0.044(3) 0.083(4) 0.069(3) -0.033(3) 0.008(2) -0.032(2) F5 0.073(3) 0.061(3) 0.030(2) 0.001(2) 0.002(2) 0.004(2) F6 0.057(3) 0.047(3) 0.048(3) -0.017(2) 0.005(2) 0.002(2) S1 0.0297(9) 0.0390(10) 0.0395(9) -0.0082(8) -0.0059(7) -0.0029(8) S2 0.0366(9) 0.0366(10) 0.0258(8) -0.0097(7) -0.0006(6) -0.0081(7) O1 0.060(4) 0.077(4) 0.060(4) -0.012(3) -0.029(3) 0.000(3) O2 0.056(3) 0.049(3) 0.047(3) -0.024(3) -0.010(3) 0.004(3) O3 0.045(3) 0.048(4) 0.101(5) -0.015(3) 0.006(3) -0.014(3) O4 0.059(3) 0.042(3) 0.045(3) -0.022(2) 0.003(2) -0.005(3) O5 0.059(3) 0.060(4) 0.028(3) -0.001(2) -0.007(2) -0.012(3) O6 0.041(3) 0.048(3) 0.053(3) -0.019(3) -0.007(2) -0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.809(7) . ? P1 C7 1.811(6) . ? P1 P5 2.199(3) . ? P1 P2 2.236(3) . ? P2 C13 1.865(7) . ? P2 P3 2.238(2) . ? P3 C14 1.795(7) . ? P3 C15 1.805(6) . ? P3 P4 2.229(3) . ? P4 C16 1.855(7) . ? P4 P5 2.238(3) . ? P5 C17 1.850(8) . ? C1 C2 1.383(9) . ? C1 C6 1.399(9) . ? C2 C3 1.409(9) . ? C2 H2 0.9500 . ? C3 C4 1.395(11) . ? C3 H3 0.9500 . ? C4 C5 1.376(11) . ? C4 H4 0.9500 . ? C5 C6 1.400(10) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.394(9) . ? C7 C8 1.409(8) . ? C8 C9 1.385(9) . ? C8 H8 0.9500 . ? C9 C10 1.376(10) . ? C9 H9 0.9500 . ? C10 C11 1.375(10) . ? C10 H10 0.9500 . ? C11 C12 1.393(9) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 F3 1.319(8) . ? C18 F1 1.337(8) . ? C18 F2 1.338(8) . ? C18 S1 1.826(8) . ? C19 F5 1.328(8) . ? C19 F6 1.340(8) . ? C19 F4 1.345(7) . ? C19 S2 1.829(7) . ? S1 O2 1.427(5) . ? S1 O1 1.437(5) . ? S1 O3 1.446(5) . ? S2 O5 1.437(5) . ? S2 O6 1.446(5) . ? S2 O4 1.448(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C7 110.3(3) . . ? C1 P1 P5 114.94(19) . . ? C7 P1 P5 105.6(2) . . ? C1 P1 P2 107.6(2) . . ? C7 P1 P2 111.3(2) . . ? P5 P1 P2 107.17(9) . . ? C13 P2 P1 97.1(2) . . ? C13 P2 P3 100.4(2) . . ? P1 P2 P3 95.84(10) . . ? C14 P3 C15 107.0(3) . . ? C14 P3 P4 105.4(2) . . ? C15 P3 P4 115.5(3) . . ? C14 P3 P2 108.5(2) . . ? C15 P3 P2 110.8(2) . . ? P4 P3 P2 109.25(10) . . ? C16 P4 P3 99.4(3) . . ? C16 P4 P5 95.9(3) . . ? P3 P4 P5 93.99(10) . . ? C17 P5 P1 100.7(2) . . ? C17 P5 P4 100.3(3) . . ? P1 P5 P4 93.96(9) . . ? C2 C1 C6 119.8(6) . . ? C2 C1 P1 120.1(5) . . ? C6 C1 P1 120.1(5) . . ? C1 C2 C3 119.7(7) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 120.0(7) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 120.2(7) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 120.0(7) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 120.3(7) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C12 C7 C8 119.8(6) . . ? C12 C7 P1 120.2(4) . . ? C8 C7 P1 120.0(5) . . ? C9 C8 C7 119.5(6) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C10 C9 C8 119.8(6) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 121.5(6) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 119.8(7) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C7 119.5(6) . . ? C11 C12 H12 120.2 . . ? C7 C12 H12 120.2 . . ? P2 C13 H13A 109.5 . . ? P2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? P2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? P3 C14 H14A 109.5 . . ? P3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? P3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? P3 C15 H15A 109.5 . . ? P3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? P3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? P4 C16 H16A 109.5 . . ? P4 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? P4 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? P5 C17 H17A 109.5 . . ? P5 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? P5 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? F3 C18 F1 107.4(7) . . ? F3 C18 F2 107.8(7) . . ? F1 C18 F2 107.0(6) . . ? F3 C18 S1 112.1(5) . . ? F1 C18 S1 110.1(5) . . ? F2 C18 S1 112.2(5) . . ? F5 C19 F6 108.0(5) . . ? F5 C19 F4 107.3(6) . . ? F6 C19 F4 106.7(6) . . ? F5 C19 S2 111.1(5) . . ? F6 C19 S2 112.3(5) . . ? F4 C19 S2 111.3(4) . . ? O2 S1 O1 114.7(3) . . ? O2 S1 O3 115.1(4) . . ? O1 S1 O3 114.2(4) . . ? O2 S1 C18 103.8(3) . . ? O1 S1 C18 103.3(4) . . ? O3 S1 C18 103.6(4) . . ? O5 S2 O6 114.0(3) . . ? O5 S2 O4 114.6(3) . . ? O6 S2 O4 116.6(3) . . ? O5 S2 C19 103.1(3) . . ? O6 S2 C19 102.8(3) . . ? O4 S2 C19 103.2(3) . . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.702 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.111 # Attachment 'NB070159.cif' data_nb070159 _database_code_depnum_ccdc_archive 'CCDC 640154' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H53 F6 O6 P5 S2' _chemical_formula_weight 830.68 _chemical_absolute_configuration ad 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' P P 0.1023 0.0942 '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 'P 21' _symmetry_int_tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.716(7) _cell_length_b 9.356(6) _cell_length_c 18.017(11) _cell_angle_alpha 90.00 _cell_angle_beta 92.307(9) _cell_angle_gamma 90.00 _cell_volume 1973(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(1) _cell_measurement_reflns_used 7099 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.92 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.404 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8716 _exptl_absorpt_correction_T_max 0.9801 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1997b)' _exptl_special_details ; Crystal decay was monitored by repeating the initial 50 frames at the end of the data collection and analyzing duplicate reflections. ; _diffrn_ambient_temperature 173(1) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type K760 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12874 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.0722 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7004 _reflns_number_gt 5750 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.1144P)^2^] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.10(12) _refine_ls_number_reflns 7004 _refine_ls_number_parameters 437 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0835 _refine_ls_R_factor_gt 0.0637 _refine_ls_wR_factor_ref 0.1729 _refine_ls_wR_factor_gt 0.1538 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 P1 P 0.44636(11) 0.35064(14) 0.30991(7) 0.0219(3) Uani 1 1 d . . . P2 P 0.31992(11) 0.48485(13) 0.36520(7) 0.0208(3) Uani 1 1 d . . . P3 P 0.17321(10) 0.41718(14) 0.29213(7) 0.0206(3) Uani 1 1 d . . . P4 P 0.23429(11) 0.41909(14) 0.17751(7) 0.0226(3) Uani 1 1 d . . . P5 P 0.42054(11) 0.36888(14) 0.18908(7) 0.0233(3) Uani 1 1 d . . . C1 C 0.4424(5) 0.1606(6) 0.3321(3) 0.0292(12) Uani 1 1 d . . . H1A H 0.5043 0.1113 0.3076 0.044 Uiso 1 1 calc R . . H1B H 0.3688 0.1204 0.3147 0.044 Uiso 1 1 calc R . . H1C H 0.4518 0.1478 0.3860 0.044 Uiso 1 1 calc R . . C2 C 0.5870(4) 0.4184(7) 0.3382(3) 0.0310(11) Uani 1 1 d . . . H2A H 0.6026 0.3973 0.3909 0.047 Uiso 1 1 calc R . . H2B H 0.5891 0.5220 0.3304 0.047 Uiso 1 1 calc R . . H2C H 0.6449 0.3724 0.3085 0.047 Uiso 1 1 calc R . . C3 C 0.2939(4) 0.3900(4) 0.4553(2) 0.0154(9) Uani 1 1 d . . . H3 H 0.2751 0.2869 0.4466 0.018 Uiso 1 1 calc R . . C4 C 0.4087(4) 0.4069(6) 0.5023(3) 0.0272(11) Uani 1 1 d . . . H4A H 0.4692 0.3492 0.4798 0.033 Uiso 1 1 calc R . . H4B H 0.4330 0.5082 0.5023 0.033 Uiso 1 1 calc R . . C5 C 0.3924(5) 0.3570(7) 0.5823(3) 0.0340(12) Uani 1 1 d . . . H5A H 0.3770 0.2530 0.5822 0.041 Uiso 1 1 calc R . . H5B H 0.4639 0.3737 0.6121 0.041 Uiso 1 1 calc R . . C6 C 0.2955(5) 0.4335(8) 0.6183(3) 0.0374(14) Uani 1 1 d . . . H6A H 0.3140 0.5364 0.6232 0.045 Uiso 1 1 calc R . . H6B H 0.2859 0.3943 0.6687 0.045 Uiso 1 1 calc R . . C7 C 0.1828(4) 0.4156(7) 0.5716(3) 0.0323(12) Uani 1 1 d . . . H7A H 0.1608 0.3134 0.5706 0.039 Uiso 1 1 calc R . . H7B H 0.1213 0.4696 0.5953 0.039 Uiso 1 1 calc R . . C8 C 0.1944(4) 0.4688(6) 0.4924(3) 0.0260(11) Uani 1 1 d . . . H8A H 0.2093 0.5730 0.4928 0.031 Uiso 1 1 calc R . . H8B H 0.1221 0.4516 0.4633 0.031 Uiso 1 1 calc R . . C9 C 0.1041(5) 0.2531(6) 0.3216(3) 0.0281(12) Uani 1 1 d . . . H9A H 0.0651 0.2707 0.3678 0.042 Uiso 1 1 calc R . . H9B H 0.1617 0.1783 0.3298 0.042 Uiso 1 1 calc R . . H9C H 0.0482 0.2222 0.2829 0.042 Uiso 1 1 calc R . . C10 C 0.0663(4) 0.5626(5) 0.2947(3) 0.0216(10) Uani 1 1 d . . . H10 H 0.0430 0.5719 0.3472 0.026 Uiso 1 1 calc R . . C11 C -0.0419(5) 0.5241(6) 0.2469(4) 0.0361(14) Uani 1 1 d . . . H11A H -0.0213 0.5099 0.1947 0.043 Uiso 1 1 calc R . . H11B H -0.0745 0.4336 0.2651 0.043 Uiso 1 1 calc R . . C12 C -0.1319(5) 0.6443(6) 0.2509(4) 0.0365(14) Uani 1 1 d . . . H12A H -0.1982 0.6211 0.2173 0.044 Uiso 1 1 calc R . . H12B H -0.1590 0.6506 0.3022 0.044 Uiso 1 1 calc R . . C13 C -0.0825(5) 0.7875(6) 0.2289(4) 0.0340(13) Uani 1 1 d . . . H13A H -0.1405 0.8631 0.2349 0.041 Uiso 1 1 calc R . . H13B H -0.0634 0.7845 0.1759 0.041 Uiso 1 1 calc R . . C14 C 0.0244(5) 0.8240(6) 0.2759(3) 0.0312(12) Uani 1 1 d . . . H14A H 0.0037 0.8369 0.3282 0.037 Uiso 1 1 calc R . . H14B H 0.0564 0.9154 0.2584 0.037 Uiso 1 1 calc R . . C15 C 0.1155(5) 0.7065(5) 0.2719(3) 0.0278(12) Uani 1 1 d . . . H15A H 0.1424 0.7001 0.2206 0.033 Uiso 1 1 calc R . . H15B H 0.1818 0.7310 0.3053 0.033 Uiso 1 1 calc R . . C16 C 0.1691(5) 0.2561(6) 0.1324(3) 0.0291(12) Uani 1 1 d . . . H16 H 0.0865 0.2551 0.1443 0.035 Uiso 1 1 calc R . . C17 C 0.2188(6) 0.1078(6) 0.1538(4) 0.0349(13) Uani 1 1 d . . . H17A H 0.3015 0.1052 0.1446 0.042 Uiso 1 1 calc R . . H17B H 0.2087 0.0894 0.2073 0.042 Uiso 1 1 calc R . . C18 C 0.1561(7) -0.0066(7) 0.1069(4) 0.0494(17) Uani 1 1 d . . . H18A H 0.1886 -0.1015 0.1198 0.059 Uiso 1 1 calc R . . H18B H 0.0746 -0.0075 0.1195 0.059 Uiso 1 1 calc R . . C19 C 0.1641(8) 0.0172(8) 0.0260(4) 0.059(2) Uani 1 1 d . . . H19A H 0.1196 -0.0575 -0.0012 0.071 Uiso 1 1 calc R . . H19B H 0.2448 0.0083 0.0125 0.071 Uiso 1 1 calc R . . C20 C 0.1194(7) 0.1636(8) 0.0025(4) 0.0529(19) Uani 1 1 d . . . H20A H 0.0358 0.1666 0.0084 0.063 Uiso 1 1 calc R . . H20B H 0.1336 0.1784 -0.0508 0.063 Uiso 1 1 calc R . . C21 C 0.1753(6) 0.2848(7) 0.0476(3) 0.0354(13) Uani 1 1 d . . . H21A H 0.1361 0.3760 0.0351 0.042 Uiso 1 1 calc R . . H21B H 0.2562 0.2942 0.0345 0.042 Uiso 1 1 calc R . . C22 C 0.4875(5) 0.5458(6) 0.1708(3) 0.0297(12) Uani 1 1 d . . . H22 H 0.5691 0.5395 0.1891 0.036 Uiso 1 1 calc R . . C23 C 0.4879(6) 0.5611(7) 0.0863(4) 0.0424(15) Uani 1 1 d . . . H23A H 0.4082 0.5612 0.0658 0.051 Uiso 1 1 calc R . . H23B H 0.5278 0.4783 0.0651 0.051 Uiso 1 1 calc R . . C24 C 0.5477(7) 0.7005(9) 0.0636(4) 0.054(2) Uani 1 1 d . . . H24A H 0.6294 0.6964 0.0798 0.065 Uiso 1 1 calc R . . H24B H 0.5431 0.7102 0.0089 0.065 Uiso 1 1 calc R . . C25 C 0.4924(7) 0.8281(9) 0.0985(4) 0.058(2) Uani 1 1 d . . . H25A H 0.4120 0.8357 0.0797 0.070 Uiso 1 1 calc R . . H25B H 0.5328 0.9163 0.0842 0.070 Uiso 1 1 calc R . . C26 C 0.4960(7) 0.8147(8) 0.1831(4) 0.0517(18) Uani 1 1 d . . . H26A H 0.5765 0.8131 0.2020 0.062 Uiso 1 1 calc R . . H26B H 0.4584 0.8988 0.2047 0.062 Uiso 1 1 calc R . . C27 C 0.4359(6) 0.6786(6) 0.2073(4) 0.0368(14) Uani 1 1 d . . . H27A H 0.3536 0.6848 0.1932 0.044 Uiso 1 1 calc R . . H27B H 0.4436 0.6693 0.2620 0.044 Uiso 1 1 calc R . . S1 S 0.27418(10) 0.92755(14) 0.45889(7) 0.0247(3) Uani 1 1 d . . . S2 S 0.76220(16) 0.20760(18) 0.18856(10) 0.0450(4) Uani 1 1 d . . . C28 C 0.1371(5) 0.9290(8) 0.5051(4) 0.0400(14) Uani 1 1 d . . . C29 C 0.7486(8) 0.1336(8) 0.0965(4) 0.055(2) Uani 1 1 d . . . F1 F 0.1522(4) 0.9246(7) 0.5787(2) 0.0728(14) Uani 1 1 d . . . F2 F 0.0706(3) 0.8218(4) 0.4829(3) 0.0527(11) Uani 1 1 d . . . F3 F 0.0796(4) 1.0523(5) 0.4886(3) 0.0677(14) Uani 1 1 d . . . F4 F 0.8268(9) 0.1822(9) 0.0528(5) 0.160(4) Uani 1 1 d . . . F5 F 0.7619(6) -0.0093(5) 0.0980(3) 0.0840(17) Uani 1 1 d . . . F6 F 0.6482(7) 0.1605(7) 0.0653(4) 0.120(3) Uani 1 1 d . . . O1 O 0.3342(4) 1.0492(4) 0.4915(2) 0.0327(9) Uani 1 1 d . . . O2 O 0.3214(4) 0.7914(4) 0.4806(3) 0.0434(12) Uani 1 1 d . . . O3 O 0.2409(4) 0.9437(5) 0.3820(2) 0.0468(12) Uani 1 1 d . . . O4 O 0.7365(5) 0.3581(6) 0.1752(4) 0.081(2) Uani 1 1 d . . . O5 O 0.8789(5) 0.1721(6) 0.2116(5) 0.093(3) Uani 1 1 d . . . O6 O 0.6751(7) 0.1329(9) 0.2258(4) 0.099(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0206(6) 0.0228(6) 0.0223(6) 0.0006(5) 0.0005(5) 0.0026(5) P2 0.0203(6) 0.0200(5) 0.0221(6) 0.0002(5) 0.0005(5) -0.0001(5) P3 0.0203(6) 0.0171(5) 0.0241(6) 0.0011(5) -0.0002(5) 0.0008(6) P4 0.0246(6) 0.0198(5) 0.0233(6) 0.0009(6) -0.0004(5) -0.0001(6) P5 0.0241(7) 0.0228(6) 0.0229(6) -0.0003(5) 0.0012(5) -0.0005(6) C1 0.035(3) 0.023(2) 0.030(3) 0.006(2) 0.005(2) 0.008(2) C2 0.019(2) 0.042(3) 0.032(3) -0.006(3) 0.002(2) 0.003(3) C3 0.021(2) 0.011(2) 0.014(2) -0.0009(15) -0.0019(17) 0.0032(16) C4 0.022(2) 0.032(3) 0.028(3) 0.002(2) -0.001(2) 0.001(2) C5 0.041(3) 0.032(3) 0.028(3) -0.001(3) -0.008(2) -0.004(3) C6 0.038(3) 0.049(3) 0.025(3) -0.007(3) 0.001(2) -0.014(3) C7 0.030(3) 0.041(3) 0.027(3) -0.003(3) 0.009(2) -0.005(3) C8 0.024(3) 0.022(2) 0.033(3) 0.003(2) 0.007(2) -0.002(2) C9 0.028(3) 0.021(2) 0.036(3) 0.002(2) 0.002(2) -0.005(2) C10 0.022(3) 0.017(2) 0.026(3) -0.0017(19) -0.001(2) 0.004(2) C11 0.023(3) 0.023(3) 0.061(4) 0.002(3) -0.003(3) -0.004(2) C12 0.024(3) 0.024(3) 0.060(4) 0.002(3) -0.005(3) 0.001(2) C13 0.033(3) 0.024(3) 0.044(4) 0.006(2) 0.001(3) 0.007(2) C14 0.032(3) 0.020(2) 0.041(3) -0.003(2) 0.005(3) 0.004(2) C15 0.032(3) 0.018(2) 0.033(3) -0.004(2) 0.001(2) 0.000(2) C16 0.029(3) 0.028(2) 0.030(3) -0.009(2) 0.002(2) -0.006(2) C17 0.041(3) 0.022(2) 0.042(3) -0.001(2) 0.001(3) -0.004(3) C18 0.058(4) 0.032(3) 0.059(4) -0.010(3) 0.012(4) -0.014(3) C19 0.078(6) 0.037(4) 0.063(5) -0.015(3) 0.006(4) -0.019(4) C20 0.069(5) 0.059(4) 0.030(3) -0.017(3) -0.003(3) -0.007(4) C21 0.046(4) 0.038(3) 0.021(3) 0.001(2) -0.004(2) -0.002(3) C22 0.024(3) 0.032(3) 0.033(3) -0.002(2) -0.002(2) -0.008(2) C23 0.045(4) 0.045(4) 0.037(4) 0.009(3) 0.007(3) -0.001(3) C24 0.050(4) 0.071(5) 0.043(4) 0.021(4) 0.001(3) -0.020(4) C25 0.045(4) 0.059(4) 0.071(5) 0.035(4) 0.000(4) -0.015(4) C26 0.055(4) 0.040(3) 0.061(5) 0.009(3) 0.011(4) -0.008(3) C27 0.041(4) 0.027(3) 0.043(4) 0.000(2) 0.008(3) -0.003(3) S1 0.0223(6) 0.0187(5) 0.0329(7) -0.0010(6) -0.0004(5) -0.0028(6) S2 0.0462(10) 0.0403(8) 0.0469(10) -0.0184(7) -0.0158(8) 0.0098(8) C28 0.030(3) 0.036(3) 0.055(4) -0.002(3) 0.001(3) -0.006(3) C29 0.081(6) 0.047(4) 0.037(4) -0.004(3) 0.007(4) 0.000(4) F1 0.060(3) 0.113(4) 0.047(2) 0.000(3) 0.022(2) -0.013(3) F2 0.0297(19) 0.0354(19) 0.093(3) 0.0059(19) 0.007(2) -0.0104(16) F3 0.037(2) 0.038(2) 0.130(4) -0.006(2) 0.015(2) 0.0143(19) F4 0.245(10) 0.124(6) 0.120(6) 0.034(5) 0.125(7) 0.022(7) F5 0.132(5) 0.044(2) 0.074(3) -0.024(2) -0.017(3) 0.020(3) F6 0.183(7) 0.083(4) 0.086(4) -0.023(3) -0.085(5) 0.035(5) O1 0.036(2) 0.0201(17) 0.041(2) -0.0008(17) -0.0052(18) -0.0073(17) O2 0.027(2) 0.0205(19) 0.083(4) 0.006(2) 0.004(2) 0.0036(17) O3 0.051(3) 0.054(3) 0.035(2) -0.003(2) -0.0048(19) -0.018(2) O4 0.071(4) 0.035(3) 0.133(6) -0.032(3) -0.043(4) 0.026(3) O5 0.064(4) 0.049(3) 0.161(7) -0.032(4) -0.073(4) 0.015(3) O6 0.112(6) 0.122(6) 0.066(4) 0.026(4) 0.045(4) 0.021(5) _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 P1 C2 1.819(5) . ? P1 C1 1.824(5) . ? P1 P5 2.193(2) . ? P1 P2 2.210(2) . ? P2 C3 1.886(4) . ? P2 P3 2.215(2) . ? P3 C9 1.824(5) . ? P3 C10 1.851(5) . ? P3 P4 2.213(2) . ? P4 C16 1.876(6) . ? P4 P5 2.234(2) . ? P5 C22 1.867(6) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C8 1.553(6) . ? C3 C4 1.569(7) . ? C3 H3 1.0000 . ? C4 C5 1.534(7) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.510(9) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.545(8) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.523(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C15 1.527(7) . ? C10 C11 1.545(8) . ? C10 H10 1.0000 . ? C11 C12 1.545(8) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.518(8) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.522(9) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.536(8) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.548(8) . ? C16 C21 1.556(8) . ? C16 H16 1.0000 . ? C17 C18 1.533(8) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.482(10) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.520(11) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.528(9) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.529(8) . ? C22 C27 1.541(8) . ? C22 H22 1.0000 . ? C23 C24 1.543(9) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.508(12) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.529(11) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.527(9) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? S1 O3 1.433(5) . ? S1 O2 1.437(4) . ? S1 O1 1.450(4) . ? S1 C28 1.838(6) . ? S2 O6 1.427(7) . ? S2 O5 1.452(6) . ? S2 O4 1.458(6) . ? S2 C29 1.798(8) . ? C28 F2 1.322(7) . ? C28 F1 1.331(8) . ? C28 F3 1.362(8) . ? C29 F6 1.309(11) . ? C29 F4 1.313(10) . ? C29 F5 1.345(9) . ? 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 C2 P1 C1 108.0(3) . . ? C2 P1 P5 109.75(19) . . ? C1 P1 P5 106.9(2) . . ? C2 P1 P2 107.0(2) . . ? C1 P1 P2 115.57(19) . . ? P5 P1 P2 109.58(8) . . ? C3 P2 P1 104.79(15) . . ? C3 P2 P3 103.21(16) . . ? P1 P2 P3 95.05(8) . . ? C9 P3 C10 107.6(3) . . ? C9 P3 P4 116.2(2) . . ? C10 P3 P4 105.17(17) . . ? C9 P3 P2 114.3(2) . . ? C10 P3 P2 106.55(18) . . ? P4 P3 P2 106.26(8) . . ? C16 P4 P3 104.87(19) . . ? C16 P4 P5 104.41(19) . . ? P3 P4 P5 105.23(7) . . ? C22 P5 P1 101.66(19) . . ? C22 P5 P4 102.3(2) . . ? P1 P5 P4 101.79(7) . . ? P1 C1 H1A 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? P1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? P1 C2 H2A 109.5 . . ? P1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? P1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C8 C3 C4 111.3(4) . . ? C8 C3 P2 107.3(3) . . ? C4 C3 P2 104.6(3) . . ? C8 C3 H3 111.1 . . ? C4 C3 H3 111.1 . . ? P2 C3 H3 111.1 . . ? C5 C4 C3 109.8(4) . . ? C5 C4 H4A 109.7 . . ? C3 C4 H4A 109.7 . . ? C5 C4 H4B 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? C6 C5 C4 112.6(5) . . ? C6 C5 H5A 109.1 . . ? C4 C5 H5A 109.1 . . ? C6 C5 H5B 109.1 . . ? C4 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? C5 C6 C7 110.8(5) . . ? C5 C6 H6A 109.5 . . ? C7 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? C7 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? C8 C7 C6 111.6(4) . . ? C8 C7 H7A 109.3 . . ? C6 C7 H7A 109.3 . . ? C8 C7 H7B 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? C7 C8 C3 110.2(4) . . ? C7 C8 H8A 109.6 . . ? C3 C8 H8A 109.6 . . ? C7 C8 H8B 109.6 . . ? C3 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? P3 C9 H9A 109.5 . . ? P3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? P3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 111.5(4) . . ? C15 C10 P3 112.2(4) . . ? C11 C10 P3 110.8(3) . . ? C15 C10 H10 107.3 . . ? C11 C10 H10 107.3 . . ? P3 C10 H10 107.3 . . ? C12 C11 C10 110.5(5) . . ? C12 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C13 C12 C11 111.2(5) . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C12 C13 C14 111.4(5) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? C13 C14 C15 111.8(5) . . ? C13 C14 H14A 109.3 . . ? C15 C14 H14A 109.3 . . ? C13 C14 H14B 109.3 . . ? C15 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? C10 C15 C14 110.3(4) . . ? C10 C15 H15A 109.6 . . ? C14 C15 H15A 109.6 . . ? C10 C15 H15B 109.6 . . ? C14 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C17 C16 C21 111.6(5) . . ? C17 C16 P4 118.5(4) . . ? C21 C16 P4 104.5(4) . . ? C17 C16 H16 107.2 . . ? C21 C16 H16 107.2 . . ? P4 C16 H16 107.2 . . ? C18 C17 C16 108.7(5) . . ? C18 C17 H17A 109.9 . . ? C16 C17 H17A 109.9 . . ? C18 C17 H17B 109.9 . . ? C16 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? C19 C18 C17 112.9(5) . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 C20 112.0(6) . . ? C18 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? C18 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C19 C20 C21 112.6(6) . . ? C19 C20 H20A 109.1 . . ? C21 C20 H20A 109.1 . . ? C19 C20 H20B 109.1 . . ? C21 C20 H20B 109.1 . . ? H20A C20 H20B 107.8 . . ? C20 C21 C16 111.0(5) . . ? C20 C21 H21A 109.4 . . ? C16 C21 H21A 109.4 . . ? C20 C21 H21B 109.4 . . ? C16 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C27 111.5(5) . . ? C23 C22 P5 106.1(4) . . ? C27 C22 P5 117.7(4) . . ? C23 C22 H22 107.0 . . ? C27 C22 H22 107.0 . . ? P5 C22 H22 107.0 . . ? C22 C23 C24 111.2(6) . . ? C22 C23 H23A 109.4 . . ? C24 C23 H23A 109.4 . . ? C22 C23 H23B 109.4 . . ? C24 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C25 C24 C23 110.6(6) . . ? C25 C24 H24A 109.5 . . ? C23 C24 H24A 109.5 . . ? C25 C24 H24B 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C24 C25 C26 110.8(6) . . ? C24 C25 H25A 109.5 . . ? C26 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? C27 C26 C25 111.0(6) . . ? C27 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? C27 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C26 C27 C22 110.9(5) . . ? C26 C27 H27A 109.5 . . ? C22 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 108.0 . . ? O3 S1 O2 116.4(3) . . ? O3 S1 O1 114.7(3) . . ? O2 S1 O1 114.2(2) . . ? O3 S1 C28 103.2(3) . . ? O2 S1 C28 102.6(3) . . ? O1 S1 C28 103.2(3) . . ? O6 S2 O5 115.9(5) . . ? O6 S2 O4 113.8(5) . . ? O5 S2 O4 117.0(4) . . ? O6 S2 C29 101.9(5) . . ? O5 S2 C29 102.9(4) . . ? O4 S2 C29 102.1(4) . . ? F2 C28 F1 109.3(6) . . ? F2 C28 F3 107.2(5) . . ? F1 C28 F3 106.7(6) . . ? F2 C28 S1 111.9(5) . . ? F1 C28 S1 111.6(4) . . ? F3 C28 S1 110.0(5) . . ? F6 C29 F4 108.2(8) . . ? F6 C29 F5 107.5(7) . . ? F4 C29 F5 105.8(7) . . ? F6 C29 S2 111.5(6) . . ? F4 C29 S2 112.4(7) . . ? F5 C29 S2 111.0(6) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.690 _refine_diff_density_min -0.519 _refine_diff_density_rms 0.121