# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Suvankar Dasgupta' _publ_contact_author_email ' g0700458@nus.edu.sg' loop_ _publ_author_name 'Suvankar Dasgupta' 'Jishan Wu' data_a734a _database_code_depnum_ccdc_archive 'CCDC 826734' #TrackingRef '4b.PF6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H42 F6 N O6 P' _chemical_formula_weight 633.60 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 13.4798(19) _cell_length_b 24.491(3) _cell_length_c 11.1040(12) _cell_angle_alpha 90.00 _cell_angle_beta 122.469(3) _cell_angle_gamma 90.00 _cell_volume 3092.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 892 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 23.39 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.46 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 0.166 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9217 _exptl_absorpt_correction_T_max 0.9276 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8958 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0497 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5044 _reflns_number_gt 4380 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0342P)^2^+2.2771P] 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 0.09(15) _refine_ls_number_reflns 5044 _refine_ls_number_parameters 442 _refine_ls_number_restraints 256 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.1096 _refine_ls_wR_factor_gt 0.1038 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.076 _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 O1 O 0.2306(2) 0.84129(10) 0.5713(3) 0.0512(7) Uani 1 1 d . . . O2 O 0.3603(2) 0.91936(11) 0.5114(2) 0.0507(6) Uani 1 1 d . . . O3 O 0.3048(2) 0.93281(10) 0.2188(3) 0.0500(6) Uani 1 1 d . . . O4 O 0.0893(2) 0.91433(9) -0.0549(2) 0.0441(6) Uani 1 1 d . . . O5 O -0.1098(2) 0.84689(10) -0.1021(2) 0.0433(6) Uani 1 1 d . . . O6 O -0.1286(2) 0.81731(13) 0.1240(3) 0.0717(9) Uani 1 1 d U . . N1 N 0.0849(2) 0.87339(9) 0.1773(2) 0.0272(5) Uani 1 1 d . . . H1A H 0.0126 0.8566 0.1280 0.033 Uiso 1 1 calc R . . H1B H 0.0983 0.8883 0.1112 0.033 Uiso 1 1 calc R . . C1 C 0.1924(3) 0.79336(13) 0.1644(3) 0.0338(7) Uani 1 1 d U . . C2 C 0.2948(3) 0.79461(18) 0.1649(4) 0.0574(11) Uani 1 1 d U . . H2 H 0.3551 0.8198 0.2245 0.069 Uiso 1 1 calc R . . C3 C 0.3103(4) 0.7594(2) 0.0792(5) 0.0754(14) Uani 1 1 d U . . H3 H 0.3823 0.7603 0.0826 0.090 Uiso 1 1 calc R . . C4 C 0.2259(4) 0.72400(17) -0.0091(4) 0.0558(11) Uani 1 1 d U . . H4 H 0.2373 0.7007 -0.0690 0.067 Uiso 1 1 calc R . . C5 C 0.1230(4) 0.72194(15) -0.0115(4) 0.0514(10) Uani 1 1 d U . . H5 H 0.0629 0.6970 -0.0730 0.062 Uiso 1 1 calc R . . C6 C 0.1072(3) 0.75657(14) 0.0764(4) 0.0462(9) Uani 1 1 d U . . H6 H 0.0363 0.7547 0.0754 0.055 Uiso 1 1 calc R . . C7 C 0.1764(3) 0.83088(12) 0.2599(3) 0.0340(7) Uani 1 1 d U . . H7A H 0.1534 0.8091 0.3163 0.041 Uiso 1 1 calc R . . H7B H 0.2521 0.8490 0.3276 0.041 Uiso 1 1 calc R . . C8 C 0.0800(3) 0.91889(13) 0.2646(3) 0.0319(7) Uani 1 1 d U . . H8A H 0.1555 0.9390 0.3138 0.038 Uiso 1 1 calc R . . H8B H 0.0676 0.9036 0.3380 0.038 Uiso 1 1 calc R . . C9 C -0.0186(3) 0.95730(12) 0.1699(3) 0.0304(7) Uani 1 1 d U . . C10 C -0.0055(4) 0.99729(15) 0.0939(4) 0.0560(10) Uani 1 1 d U . . H10 H 0.0686 1.0021 0.1041 0.067 Uiso 1 1 calc R . . C11 C -0.0986(5) 1.03121(16) 0.0018(5) 0.0668(12) Uani 1 1 d U . . H11 H -0.0881 1.0580 -0.0522 0.080 Uiso 1 1 calc R . . C12 C -0.2054(4) 1.02631(17) -0.0117(4) 0.0576(11) Uani 1 1 d U . . H12 H -0.2688 1.0498 -0.0735 0.069 Uiso 1 1 calc R . . C13 C -0.2187(4) 0.9876(2) 0.0642(5) 0.0817(16) Uani 1 1 d U . . H13 H -0.2920 0.9838 0.0565 0.098 Uiso 1 1 calc R . . C14 C -0.1263(4) 0.95311(18) 0.1536(4) 0.0634(12) Uani 1 1 d U . . H14 H -0.1381 0.9257 0.2052 0.076 Uiso 1 1 calc R . . C15 C 0.3171(4) 0.87750(18) 0.6734(4) 0.0635(12) Uani 1 1 d U . . H15A H 0.3545 0.8613 0.7699 0.076 Uiso 1 1 calc R . . H15B H 0.2796 0.9123 0.6731 0.076 Uiso 1 1 calc R . . C16 C 0.4088(4) 0.88828(19) 0.6388(4) 0.0664(12) Uani 1 1 d U . . H16A H 0.4754 0.9084 0.7186 0.080 Uiso 1 1 calc R . . H16B H 0.4390 0.8532 0.6269 0.080 Uiso 1 1 calc R . . C17 C 0.4430(3) 0.93034(19) 0.4720(4) 0.0621(11) Uani 1 1 d U . . H17A H 0.4719 0.8954 0.4573 0.075 Uiso 1 1 calc R . . H17B H 0.5112 0.9501 0.5507 0.075 Uiso 1 1 calc R . . C18 C 0.3905(4) 0.96344(18) 0.3397(4) 0.0578(11) Uani 1 1 d U . . H18A H 0.3531 0.9964 0.3501 0.069 Uiso 1 1 calc R . . H18B H 0.4532 0.9755 0.3248 0.069 Uiso 1 1 calc R . . C19 C 0.2778(4) 0.95701(19) 0.0881(4) 0.0669(13) Uani 1 1 d U . . H19A H 0.3516 0.9651 0.0923 0.080 Uiso 1 1 calc R . . H19B H 0.2355 0.9918 0.0735 0.080 Uiso 1 1 calc R . . C20 C 0.2031(4) 0.91931(19) -0.0342(4) 0.0616(12) Uani 1 1 d U . . H20A H 0.1954 0.9338 -0.1221 0.074 Uiso 1 1 calc R . . H20B H 0.2408 0.8829 -0.0142 0.074 Uiso 1 1 calc R . . C21 C 0.0096(4) 0.88256(16) -0.1783(4) 0.0527(10) Uani 1 1 d U . . H21A H 0.0387 0.8446 -0.1652 0.063 Uiso 1 1 calc R . . H21B H 0.0057 0.8979 -0.2633 0.063 Uiso 1 1 calc R . . C22 C -0.1097(3) 0.88273(15) -0.2017(4) 0.0514(10) Uani 1 1 d U . . H22A H -0.1305 0.9201 -0.1888 0.062 Uiso 1 1 calc R . . H22B H -0.1685 0.8706 -0.3001 0.062 Uiso 1 1 calc R . . C23 C -0.2203(4) 0.8439(3) -0.1168(5) 0.0883(15) Uani 1 1 d U . . H23A H -0.2817 0.8340 -0.2161 0.106 Uiso 1 1 calc R . . H23B H -0.2408 0.8798 -0.0951 0.106 Uiso 1 1 calc R . . C24 C -0.2153(4) 0.8025(3) -0.0180(5) 0.0921(13) Uani 1 1 d U . . H24A H -0.2929 0.7997 -0.0286 0.111 Uiso 1 1 calc R . . H24B H -0.1959 0.7665 -0.0407 0.111 Uiso 1 1 calc R . . C25 C -0.1318(4) 0.7862(2) 0.2293(5) 0.0737(12) Uani 1 1 d U . . H25A H -0.1039 0.7486 0.2324 0.088 Uiso 1 1 calc R . . H25B H -0.2130 0.7845 0.2086 0.088 Uiso 1 1 calc R . . C26 C -0.0525(4) 0.81467(17) 0.3680(4) 0.0537(11) Uani 1 1 d U . . H26 H -0.0785 0.8485 0.3831 0.064 Uiso 1 1 calc R . . C27 C 0.0504(4) 0.79655(16) 0.4704(5) 0.0568(11) Uani 1 1 d U . . H27 H 0.0700 0.7598 0.4645 0.068 Uiso 1 1 calc R . . C28 C 0.1392(4) 0.82962(17) 0.5960(4) 0.0585(11) Uani 1 1 d U . . H28A H 0.1035 0.8638 0.6030 0.070 Uiso 1 1 calc R . . H28B H 0.1704 0.8087 0.6856 0.070 Uiso 1 1 calc R . . P1 P 0.5639(3) 0.89369(17) 0.1201(4) 0.0393(9) Uani 0.50 1 d PD A 1 F1 F 0.4260(5) 0.8971(3) 0.0044(6) 0.078(2) Uani 0.50 1 d PD A 1 F2 F 0.5686(5) 0.9571(2) 0.1440(6) 0.0581(16) Uani 0.50 1 d PD A 1 F3 F 0.7033(7) 0.8883(5) 0.2300(14) 0.043(2) Uani 0.50 1 d PD A 1 F4 F 0.5589(6) 0.8280(3) 0.0973(9) 0.086(3) Uani 0.50 1 d PD A 1 F5 F 0.5449(14) 0.8844(5) 0.2496(14) 0.050(4) Uani 0.50 1 d PD A 1 F6 F 0.5902(5) 0.9003(3) -0.0034(5) 0.0773(18) Uani 0.50 1 d PD A 1 P2 P 0.5689(3) 0.86595(17) 0.1225(4) 0.0390(9) Uani 0.50 1 d PD B 2 F7 F 0.4322(4) 0.8557(3) 0.0150(5) 0.0728(19) Uani 0.50 1 d PD B 2 F8 F 0.5469(6) 0.9302(3) 0.0821(8) 0.080(2) Uani 0.50 1 d PD B 2 F9 F 0.7051(7) 0.8781(5) 0.2368(17) 0.055(3) Uani 0.50 1 d PD B 2 F10 F 0.5896(6) 0.8030(2) 0.1601(6) 0.0514(15) Uani 0.50 1 d PD B 2 F11 F 0.5401(17) 0.8770(5) 0.2433(15) 0.049(4) Uani 0.50 1 d PD B 2 F12 F 0.5910(5) 0.8563(3) -0.0035(5) 0.0656(15) Uani 0.50 1 d PD B 2 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 O1 0.0696(19) 0.0563(16) 0.0330(13) 0.0048(11) 0.0312(14) 0.0093(13) O2 0.0356(14) 0.0694(17) 0.0330(13) -0.0060(12) 0.0090(12) -0.0003(12) O3 0.0425(15) 0.0679(16) 0.0467(14) -0.0065(13) 0.0287(13) -0.0207(12) O4 0.0529(16) 0.0533(15) 0.0290(12) 0.0026(10) 0.0238(12) -0.0126(11) O5 0.0336(13) 0.0536(15) 0.0414(14) -0.0141(11) 0.0194(12) -0.0085(11) O6 0.0659(17) 0.102(2) 0.0724(17) -0.0461(16) 0.0540(16) -0.0564(15) N1 0.0319(14) 0.0295(14) 0.0206(12) 0.0000(9) 0.0143(12) -0.0060(10) C1 0.0386(19) 0.0362(18) 0.0258(16) 0.0089(13) 0.0167(15) 0.0065(14) C2 0.029(2) 0.074(3) 0.062(3) -0.014(2) 0.019(2) 0.0039(18) C3 0.046(3) 0.101(4) 0.088(3) -0.017(3) 0.043(3) 0.013(2) C4 0.069(3) 0.062(3) 0.049(2) 0.0098(19) 0.039(2) 0.030(2) C5 0.067(3) 0.045(2) 0.039(2) -0.0032(16) 0.027(2) 0.0028(18) C6 0.058(3) 0.047(2) 0.049(2) -0.0043(17) 0.038(2) -0.0063(17) C7 0.0407(19) 0.0354(18) 0.0255(16) 0.0061(13) 0.0174(15) -0.0008(14) C8 0.0363(18) 0.0353(17) 0.0262(16) -0.0051(13) 0.0183(15) -0.0055(14) C9 0.0367(18) 0.0353(17) 0.0208(14) -0.0085(12) 0.0165(14) -0.0030(13) C10 0.050(2) 0.049(2) 0.071(3) 0.012(2) 0.034(2) -0.0041(18) C11 0.089(4) 0.044(2) 0.058(3) 0.0180(19) 0.034(3) 0.004(2) C12 0.057(3) 0.058(3) 0.039(2) -0.0117(18) 0.013(2) 0.017(2) C13 0.056(3) 0.121(4) 0.084(3) 0.042(3) 0.048(3) 0.039(3) C14 0.063(3) 0.085(3) 0.064(3) 0.033(2) 0.048(3) 0.022(2) C15 0.082(3) 0.072(3) 0.0246(19) 0.0035(18) 0.021(2) 0.015(2) C16 0.055(3) 0.083(3) 0.029(2) -0.0041(19) 0.001(2) 0.007(2) C17 0.031(2) 0.086(3) 0.059(3) -0.024(2) 0.017(2) -0.014(2) C18 0.041(2) 0.076(3) 0.060(2) -0.020(2) 0.030(2) -0.024(2) C19 0.070(3) 0.089(3) 0.062(3) -0.012(2) 0.049(2) -0.042(2) C20 0.073(3) 0.086(3) 0.049(2) -0.010(2) 0.048(2) -0.036(2) C21 0.072(3) 0.059(2) 0.0263(18) 0.0040(16) 0.026(2) -0.013(2) C22 0.052(2) 0.041(2) 0.036(2) 0.0003(16) 0.0070(19) -0.0021(17) C23 0.044(2) 0.156(4) 0.064(3) -0.057(3) 0.028(2) -0.038(3) C24 0.064(2) 0.149(3) 0.076(3) -0.057(2) 0.046(2) -0.066(2) C25 0.076(3) 0.089(3) 0.094(3) -0.041(2) 0.070(2) -0.049(2) C26 0.067(3) 0.055(2) 0.069(3) -0.007(2) 0.057(3) -0.014(2) C27 0.096(3) 0.044(2) 0.068(3) 0.015(2) 0.069(3) 0.005(2) C28 0.092(3) 0.060(2) 0.046(2) 0.0192(19) 0.052(3) 0.024(2) P1 0.0261(12) 0.065(3) 0.0272(13) -0.0046(19) 0.0147(11) -0.0045(19) F1 0.036(3) 0.138(6) 0.047(3) -0.021(4) 0.014(3) 0.002(4) F2 0.050(3) 0.064(4) 0.054(4) 0.019(2) 0.025(3) 0.008(3) F3 0.040(5) 0.059(4) 0.036(4) 0.001(3) 0.025(4) 0.000(3) F4 0.068(5) 0.075(6) 0.136(8) -0.064(5) 0.068(6) -0.035(4) F5 0.026(5) 0.081(7) 0.046(6) -0.003(5) 0.021(4) -0.002(5) F6 0.053(3) 0.153(6) 0.031(3) -0.002(3) 0.026(2) -0.009(4) P2 0.0249(11) 0.067(3) 0.0272(12) 0.0103(19) 0.0155(9) 0.003(2) F7 0.031(3) 0.157(6) 0.028(2) 0.016(4) 0.014(2) -0.004(4) F8 0.081(5) 0.089(7) 0.095(6) 0.058(5) 0.065(5) 0.035(5) F9 0.024(5) 0.077(6) 0.052(6) 0.001(4) 0.011(4) -0.012(3) F10 0.053(3) 0.061(4) 0.045(3) -0.017(2) 0.030(3) -0.016(3) F11 0.070(8) 0.048(4) 0.049(6) 0.002(4) 0.045(6) -0.007(4) F12 0.046(3) 0.124(5) 0.034(3) 0.014(3) 0.026(2) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C15 1.419(5) . ? O1 C28 1.427(5) . ? O2 C16 1.420(5) . ? O2 C17 1.425(5) . ? O3 C19 1.423(5) . ? O3 C18 1.426(4) . ? O4 C20 1.429(5) . ? O4 C21 1.434(4) . ? O5 C23 1.411(5) . ? O5 C22 1.413(4) . ? O6 C25 1.416(5) . ? O6 C24 1.416(5) . ? N1 C7 1.494(4) . ? N1 C8 1.501(4) . ? C1 C6 1.372(5) . ? C1 C2 1.378(5) . ? C1 C7 1.504(4) . ? C2 C3 1.380(6) . ? C3 C4 1.346(6) . ? C4 C5 1.373(5) . ? C5 C6 1.394(5) . ? C8 C9 1.502(4) . ? C9 C10 1.365(5) . ? C9 C14 1.367(5) . ? C10 C11 1.391(6) . ? C11 C12 1.370(6) . ? C12 C13 1.343(6) . ? C13 C14 1.387(6) . ? C15 C16 1.501(6) . ? C17 C18 1.483(6) . ? C19 C20 1.498(6) . ? C21 C22 1.485(6) . ? C23 C24 1.467(8) . ? C25 C26 1.494(6) . ? C26 C27 1.312(6) . ? C27 C28 1.497(6) . ? P1 F2 1.571(6) . ? P1 F1 1.596(6) . ? P1 F6 1.598(5) . ? P1 F3 1.605(7) . ? P1 F5 1.606(7) . ? P1 F4 1.623(6) . ? P2 F10 1.582(6) . ? P2 F7 1.588(5) . ? P2 F12 1.597(5) . ? P2 F9 1.603(7) . ? P2 F11 1.607(7) . ? P2 F8 1.619(6) . ? 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 C15 O1 C28 113.3(3) . . ? C16 O2 C17 112.9(3) . . ? C19 O3 C18 112.1(3) . . ? C20 O4 C21 112.9(3) . . ? C23 O5 C22 112.8(3) . . ? C25 O6 C24 114.2(3) . . ? C7 N1 C8 115.4(2) . . ? C6 C1 C2 118.1(3) . . ? C6 C1 C7 121.4(3) . . ? C2 C1 C7 120.4(3) . . ? C1 C2 C3 120.4(4) . . ? C4 C3 C2 121.5(4) . . ? C3 C4 C5 119.2(4) . . ? C4 C5 C6 119.8(4) . . ? C1 C6 C5 120.9(3) . . ? N1 C7 C1 112.1(2) . . ? N1 C8 C9 110.0(2) . . ? C10 C9 C14 116.9(3) . . ? C10 C9 C8 121.5(3) . . ? C14 C9 C8 121.5(3) . . ? C9 C10 C11 121.2(4) . . ? C12 C11 C10 120.6(4) . . ? C13 C12 C11 118.6(4) . . ? C12 C13 C14 120.6(4) . . ? C9 C14 C13 122.1(4) . . ? O1 C15 C16 110.0(3) . . ? O2 C16 C15 110.3(3) . . ? O2 C17 C18 111.8(3) . . ? O3 C18 C17 111.1(3) . . ? O3 C19 C20 110.3(3) . . ? O4 C20 C19 109.8(3) . . ? O4 C21 C22 110.5(3) . . ? O5 C22 C21 108.5(3) . . ? O5 C23 C24 109.1(5) . . ? O6 C24 C23 109.6(4) . . ? O6 C25 C26 106.2(3) . . ? C27 C26 C25 125.1(4) . . ? C26 C27 C28 124.7(4) . . ? O1 C28 C27 105.7(3) . . ? F2 P1 F1 90.5(4) . . ? F2 P1 F6 92.1(4) . . ? F1 P1 F6 90.2(4) . . ? F2 P1 F3 91.6(5) . . ? F1 P1 F3 176.7(6) . . ? F6 P1 F3 87.2(7) . . ? F2 P1 F5 90.0(5) . . ? F1 P1 F5 92.9(7) . . ? F6 P1 F5 176.2(6) . . ? F3 P1 F5 89.6(8) . . ? F2 P1 F4 179.2(5) . . ? F1 P1 F4 89.6(4) . . ? F6 P1 F4 88.7(4) . . ? F3 P1 F4 88.3(5) . . ? F5 P1 F4 89.2(5) . . ? F10 P2 F7 90.8(4) . . ? F10 P2 F12 89.9(3) . . ? F7 P2 F12 90.3(3) . . ? F10 P2 F9 90.4(5) . . ? F7 P2 F9 176.7(8) . . ? F12 P2 F9 92.7(8) . . ? F10 P2 F11 91.8(4) . . ? F7 P2 F11 87.2(8) . . ? F12 P2 F11 177.0(7) . . ? F9 P2 F11 89.7(10) . . ? F10 P2 F8 179.3(4) . . ? F7 P2 F8 88.8(4) . . ? F12 P2 F8 89.6(4) . . ? F9 P2 F8 90.0(5) . . ? F11 P2 F8 88.7(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B O3 0.92 2.61 3.107(3) 114.7 . N1 H1B O4 0.92 1.89 2.797(3) 166.8 . N1 H1A O5 0.92 2.19 2.863(3) 129.7 . N1 H1A O6 0.92 2.11 2.949(3) 150.6 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.245 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.038 # Attachment '4c.PF6.cif' data_b085 _database_code_depnum_ccdc_archive 'CCDC 826735' #TrackingRef '4c.PF6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H44 F6 N O6 P' _chemical_formula_weight 647.62 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.7552(15) _cell_length_b 13.8563(15) _cell_length_c 16.5085(17) _cell_angle_alpha 90.00 _cell_angle_beta 96.093(3) _cell_angle_gamma 90.00 _cell_volume 3128.7(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 883 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.33 _exptl_crystal_description Thin_Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.375 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.166 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9072 _exptl_absorpt_correction_T_max 0.9804 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22165 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 27.49 _reflns_number_total 7170 _reflns_number_gt 5719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0726P)^2^+1.9538P] 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 7170 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0736 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1481 _refine_ls_wR_factor_gt 0.1395 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 O1 O 0.87245(10) 0.43593(11) 0.56974(9) 0.0258(3) Uani 1 1 d . . . O2 O 0.95064(11) 0.31355(11) 0.44552(10) 0.0282(3) Uani 1 1 d . . . O3 O 0.85193(11) 0.21846(10) 0.30325(10) 0.0276(3) Uani 1 1 d . . . O4 O 0.66816(10) 0.25909(10) 0.20758(8) 0.0215(3) Uani 1 1 d . . . O5 O 0.55091(10) 0.42904(10) 0.23075(8) 0.0203(3) Uani 1 1 d . . . O6 O 0.55681(11) 0.53159(11) 0.37796(9) 0.0260(3) Uani 1 1 d . . . N1 N 0.72529(12) 0.38597(11) 0.34146(10) 0.0179(3) Uani 1 1 d . . . H1A H 0.6655 0.4039 0.3155 0.022 Uiso 1 1 calc R . . H1B H 0.7479 0.3351 0.3129 0.022 Uiso 1 1 calc R . . C1 C 0.64250(14) 0.26753(14) 0.42382(11) 0.0179(4) Uani 1 1 d . . . C2 C 0.67732(16) 0.17448(15) 0.43956(12) 0.0236(4) Uani 1 1 d . . . H2 H 0.7457 0.1637 0.4503 0.028 Uiso 1 1 calc R . . C3 C 0.61291(17) 0.09716(15) 0.43967(13) 0.0272(5) Uani 1 1 d . . . H3 H 0.6373 0.0338 0.4506 0.033 Uiso 1 1 calc R . . C4 C 0.51333(17) 0.11238(16) 0.42388(13) 0.0289(5) Uani 1 1 d . . . H4 H 0.4693 0.0595 0.4236 0.035 Uiso 1 1 calc R . . C5 C 0.47786(16) 0.20534(17) 0.40835(15) 0.0311(5) Uani 1 1 d . . . H5 H 0.4095 0.2161 0.3977 0.037 Uiso 1 1 calc R . . C6 C 0.54208(15) 0.28176(15) 0.40844(13) 0.0234(4) Uani 1 1 d . . . H6 H 0.5174 0.3451 0.3979 0.028 Uiso 1 1 calc R . . C7 C 0.71143(15) 0.35236(15) 0.42532(12) 0.0209(4) Uani 1 1 d . . . H7A H 0.6851 0.4060 0.4560 0.025 Uiso 1 1 calc R . . H7B H 0.7755 0.3337 0.4540 0.025 Uiso 1 1 calc R . . C8 C 0.79497(15) 0.46922(14) 0.33866(12) 0.0217(4) Uani 1 1 d . . . H8A H 0.8569 0.4543 0.3726 0.026 Uiso 1 1 calc R . . H8B H 0.7663 0.5276 0.3612 0.026 Uiso 1 1 calc R . . C9 C 0.81558(14) 0.48827(14) 0.25228(12) 0.0194(4) Uani 1 1 d . . . C10 C 0.88890(15) 0.43710(15) 0.21897(14) 0.0244(4) Uani 1 1 d . . . H10 H 0.9274 0.3921 0.2518 0.029 Uiso 1 1 calc R . . C11 C 0.90660(17) 0.45073(16) 0.13870(15) 0.0304(5) Uani 1 1 d . . . H11 H 0.9569 0.4153 0.1168 0.036 Uiso 1 1 calc R . . C12 C 0.85068(17) 0.51626(17) 0.09052(14) 0.0320(5) Uani 1 1 d . . . H12 H 0.8617 0.5251 0.0352 0.038 Uiso 1 1 calc R . . C13 C 0.77892(17) 0.56870(17) 0.12317(15) 0.0335(5) Uani 1 1 d . . . H13 H 0.7412 0.6142 0.0903 0.040 Uiso 1 1 calc R . . C14 C 0.76145(16) 0.55543(16) 0.20362(14) 0.0274(5) Uani 1 1 d . . . H14 H 0.7123 0.5923 0.2256 0.033 Uiso 1 1 calc R . . C15 C 0.96388(16) 0.3867(2) 0.57787(14) 0.0334(5) Uani 1 1 d . . . H15A H 0.9836 0.3727 0.6361 0.040 Uiso 1 1 calc R . . H15B H 1.0145 0.4285 0.5578 0.040 Uiso 1 1 calc R . . C16 C 0.95716(17) 0.29398(18) 0.53056(15) 0.0328(5) Uani 1 1 d . . . H16A H 1.0157 0.2540 0.5467 0.039 Uiso 1 1 calc R . . H16B H 0.8988 0.2574 0.5431 0.039 Uiso 1 1 calc R . . C17 C 0.99387(18) 0.24440(19) 0.39534(17) 0.0391(6) Uani 1 1 d . . . H17A H 1.0470 0.2103 0.4290 0.047 Uiso 1 1 calc R . . H17B H 1.0237 0.2794 0.3519 0.047 Uiso 1 1 calc R . . C18 C 0.92467(19) 0.17198(18) 0.35699(17) 0.0392(6) Uani 1 1 d . . . H18A H 0.9604 0.1246 0.3264 0.047 Uiso 1 1 calc R . . H18B H 0.8935 0.1369 0.3996 0.047 Uiso 1 1 calc R . . C19 C 0.79898(17) 0.15246(16) 0.24933(14) 0.0288(5) Uani 1 1 d . . . H19A H 0.7511 0.1168 0.2786 0.035 Uiso 1 1 calc R . . H19B H 0.8445 0.1051 0.2290 0.035 Uiso 1 1 calc R . . C20 C 0.74672(16) 0.20657(16) 0.17921(13) 0.0257(5) Uani 1 1 d . . . H20A H 0.7924 0.2515 0.1560 0.031 Uiso 1 1 calc R . . H20B H 0.7212 0.1609 0.1360 0.031 Uiso 1 1 calc R . . C21 C 0.61649(16) 0.31425(15) 0.14389(12) 0.0231(4) Uani 1 1 d . . . H21A H 0.5997 0.2728 0.0956 0.028 Uiso 1 1 calc R . . H21B H 0.6582 0.3678 0.1280 0.028 Uiso 1 1 calc R . . C22 C 0.52533(15) 0.35399(15) 0.17276(13) 0.0247(4) Uani 1 1 d . . . H22A H 0.4822 0.3801 0.1260 0.030 Uiso 1 1 calc R . . H22B H 0.4896 0.3021 0.1983 0.030 Uiso 1 1 calc R . . C23 C 0.46606(15) 0.47397(16) 0.25697(13) 0.0251(4) Uani 1 1 d . . . H23A H 0.4320 0.4284 0.2905 0.030 Uiso 1 1 calc R . . H23B H 0.4204 0.4927 0.2091 0.030 Uiso 1 1 calc R . . C24 C 0.49771(16) 0.56145(16) 0.30602(13) 0.0264(5) Uani 1 1 d . . . H24A H 0.5355 0.6050 0.2736 0.032 Uiso 1 1 calc R . . H24B H 0.4397 0.5970 0.3209 0.032 Uiso 1 1 calc R . . C25 C 0.58583(19) 0.61218(16) 0.42863(14) 0.0319(5) Uani 1 1 d . . . H25A H 0.5276 0.6502 0.4393 0.038 Uiso 1 1 calc R . . H25B H 0.6299 0.6545 0.4009 0.038 Uiso 1 1 calc R . . C26 C 0.63747(17) 0.57658(16) 0.50731(14) 0.0294(5) Uani 1 1 d . . . H26 H 0.6031 0.5345 0.5396 0.035 Uiso 1 1 calc R . . C27 C 0.72746(19) 0.60013(17) 0.53422(14) 0.0324(5) Uani 1 1 d . . . H27 H 0.7625 0.6394 0.5002 0.039 Uiso 1 1 calc R . . C28 C 0.77891(18) 0.56982(17) 0.61443(14) 0.0322(5) Uani 1 1 d . . . H28A H 0.7380 0.5214 0.6391 0.039 Uiso 1 1 calc R . . H28B H 0.7850 0.6266 0.6510 0.039 Uiso 1 1 calc R . . C29 C 0.87939(17) 0.52749(17) 0.61009(13) 0.0302(5) Uani 1 1 d . . . H29A H 0.9189 0.5722 0.5801 0.036 Uiso 1 1 calc R . . H29B H 0.9127 0.5195 0.6659 0.036 Uiso 1 1 calc R . . P1 P 0.21009(4) 0.32904(4) 0.15291(3) 0.02351(14) Uani 1 1 d . . . F1 F 0.29284(10) 0.33828(11) 0.09209(9) 0.0420(4) Uani 1 1 d . . . F2 F 0.28946(10) 0.28847(10) 0.22248(9) 0.0384(3) Uani 1 1 d . . . F3 F 0.12628(10) 0.31945(11) 0.21244(8) 0.0367(3) Uani 1 1 d . . . F4 F 0.13073(10) 0.36962(10) 0.08282(9) 0.0359(3) Uani 1 1 d . . . F5 F 0.18716(10) 0.22101(9) 0.12169(9) 0.0347(3) Uani 1 1 d . . . F6 F 0.23270(11) 0.43652(10) 0.18429(10) 0.0440(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 O1 0.0208(7) 0.0340(9) 0.0220(8) -0.0015(6) -0.0001(6) -0.0040(6) O2 0.0250(8) 0.0276(8) 0.0321(8) -0.0022(7) 0.0033(6) 0.0025(6) O3 0.0280(8) 0.0212(8) 0.0333(8) -0.0013(6) 0.0018(6) 0.0043(6) O4 0.0261(7) 0.0205(7) 0.0188(7) -0.0022(6) 0.0070(6) 0.0013(6) O5 0.0185(7) 0.0213(7) 0.0211(7) -0.0022(6) 0.0016(5) 0.0003(5) O6 0.0291(8) 0.0235(8) 0.0257(8) 0.0023(6) 0.0036(6) 0.0038(6) N1 0.0209(8) 0.0173(8) 0.0156(8) -0.0007(6) 0.0015(6) -0.0035(6) C1 0.0235(10) 0.0196(9) 0.0112(9) -0.0010(7) 0.0046(7) -0.0004(8) C2 0.0271(10) 0.0245(10) 0.0192(10) 0.0002(8) 0.0028(8) 0.0040(8) C3 0.0443(13) 0.0169(10) 0.0208(10) -0.0004(8) 0.0059(9) 0.0022(9) C4 0.0372(12) 0.0231(11) 0.0269(11) -0.0019(9) 0.0060(9) -0.0106(9) C5 0.0233(11) 0.0330(12) 0.0371(13) 0.0011(10) 0.0040(9) -0.0031(9) C6 0.0251(10) 0.0207(10) 0.0248(10) 0.0031(8) 0.0046(8) 0.0019(8) C7 0.0254(10) 0.0230(10) 0.0141(9) 0.0002(8) 0.0020(7) -0.0040(8) C8 0.0255(10) 0.0176(9) 0.0223(10) -0.0026(8) 0.0034(8) -0.0065(8) C9 0.0188(9) 0.0169(9) 0.0227(10) -0.0008(8) 0.0029(7) -0.0056(7) C10 0.0214(10) 0.0202(10) 0.0319(12) 0.0019(8) 0.0031(8) -0.0003(8) C11 0.0324(12) 0.0228(11) 0.0385(13) -0.0049(9) 0.0154(10) -0.0053(9) C12 0.0372(13) 0.0351(13) 0.0248(11) 0.0013(10) 0.0089(9) -0.0138(10) C13 0.0311(12) 0.0331(13) 0.0357(13) 0.0160(10) 0.0011(10) -0.0001(10) C14 0.0230(10) 0.0249(11) 0.0354(12) 0.0062(9) 0.0088(9) 0.0023(8) C15 0.0191(10) 0.0571(16) 0.0230(11) 0.0042(10) -0.0032(8) -0.0012(10) C16 0.0227(11) 0.0376(13) 0.0384(13) 0.0133(10) 0.0050(9) 0.0057(9) C17 0.0313(13) 0.0381(14) 0.0476(15) -0.0057(12) 0.0030(11) 0.0075(10) C18 0.0400(14) 0.0346(13) 0.0418(14) -0.0048(11) -0.0012(11) 0.0125(11) C19 0.0318(11) 0.0219(10) 0.0340(12) -0.0070(9) 0.0098(9) 0.0019(9) C20 0.0295(11) 0.0244(10) 0.0251(11) -0.0079(8) 0.0116(9) -0.0011(9) C21 0.0323(11) 0.0217(10) 0.0150(9) -0.0027(8) 0.0018(8) -0.0044(8) C22 0.0251(10) 0.0251(11) 0.0225(10) -0.0015(8) -0.0036(8) -0.0046(8) C23 0.0197(10) 0.0303(11) 0.0253(11) 0.0055(9) 0.0024(8) 0.0055(8) C24 0.0276(11) 0.0270(11) 0.0251(11) 0.0048(9) 0.0052(8) 0.0114(9) C25 0.0446(14) 0.0217(11) 0.0294(12) -0.0017(9) 0.0048(10) 0.0077(10) C26 0.0386(13) 0.0248(11) 0.0256(11) -0.0019(9) 0.0074(9) 0.0061(9) C27 0.0470(14) 0.0255(11) 0.0252(11) 0.0023(9) 0.0062(10) -0.0041(10) C28 0.0450(14) 0.0280(12) 0.0239(11) -0.0013(9) 0.0053(10) -0.0059(10) C29 0.0346(12) 0.0343(12) 0.0214(11) 0.0003(9) 0.0015(9) -0.0136(10) P1 0.0208(3) 0.0217(3) 0.0280(3) -0.0034(2) 0.0027(2) -0.0018(2) F1 0.0298(7) 0.0515(9) 0.0468(9) 0.0034(7) 0.0142(6) -0.0051(6) F2 0.0320(7) 0.0400(8) 0.0411(8) 0.0040(6) -0.0063(6) -0.0002(6) F3 0.0327(7) 0.0455(8) 0.0339(8) -0.0045(6) 0.0119(6) -0.0010(6) F4 0.0293(7) 0.0389(8) 0.0381(8) 0.0066(6) -0.0030(6) -0.0032(6) F5 0.0371(7) 0.0265(7) 0.0410(8) -0.0099(6) 0.0067(6) -0.0035(6) F6 0.0432(8) 0.0256(7) 0.0616(10) -0.0108(7) -0.0025(7) -0.0049(6) _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 O1 C15 1.425(3) . ? O1 C29 1.431(3) . ? O2 C16 1.423(3) . ? O2 C17 1.436(3) . ? O3 C18 1.419(3) . ? O3 C19 1.422(3) . ? O4 C20 1.423(2) . ? O4 C21 1.427(2) . ? O5 C23 1.430(2) . ? O5 C22 1.432(2) . ? O6 C25 1.427(3) . ? O6 C24 1.427(3) . ? N1 C7 1.492(2) . ? N1 C8 1.504(2) . ? C1 C2 1.390(3) . ? C1 C6 1.392(3) . ? C1 C7 1.509(3) . ? C2 C3 1.391(3) . ? C3 C4 1.383(3) . ? C4 C5 1.392(3) . ? C5 C6 1.379(3) . ? C8 C9 1.506(3) . ? C9 C14 1.392(3) . ? C9 C10 1.393(3) . ? C10 C11 1.385(3) . ? C11 C12 1.385(3) . ? C12 C13 1.380(3) . ? C13 C14 1.387(3) . ? C15 C16 1.501(4) . ? C17 C18 1.478(4) . ? C19 C20 1.497(3) . ? C21 C22 1.493(3) . ? C23 C24 1.497(3) . ? C25 C26 1.496(3) . ? C26 C27 1.311(3) . ? C27 C28 1.494(3) . ? C28 C29 1.510(3) . ? P1 F6 1.5965(14) . ? P1 F3 1.5978(14) . ? P1 F2 1.6002(14) . ? P1 F1 1.6008(14) . ? P1 F5 1.6036(14) . ? P1 F4 1.6058(14) . ? 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 C15 O1 C29 111.48(17) . . ? C16 O2 C17 117.08(18) . . ? C18 O3 C19 112.31(17) . . ? C20 O4 C21 111.57(15) . . ? C23 O5 C22 111.59(15) . . ? C25 O6 C24 111.11(16) . . ? C7 N1 C8 114.37(15) . . ? C2 C1 C6 118.76(19) . . ? C2 C1 C7 121.06(18) . . ? C6 C1 C7 120.16(18) . . ? C1 C2 C3 120.5(2) . . ? C4 C3 C2 120.0(2) . . ? C3 C4 C5 119.8(2) . . ? C6 C5 C4 119.9(2) . . ? C5 C6 C1 121.0(2) . . ? N1 C7 C1 111.71(16) . . ? N1 C8 C9 110.37(15) . . ? C14 C9 C10 118.53(19) . . ? C14 C9 C8 121.36(18) . . ? C10 C9 C8 120.09(18) . . ? C11 C10 C9 121.1(2) . . ? C12 C11 C10 119.7(2) . . ? C13 C12 C11 119.8(2) . . ? C12 C13 C14 120.5(2) . . ? C13 C14 C9 120.3(2) . . ? O1 C15 C16 110.85(18) . . ? O2 C16 C15 110.12(19) . . ? O2 C17 C18 114.4(2) . . ? O3 C18 C17 109.8(2) . . ? O3 C19 C20 109.50(17) . . ? O4 C20 C19 108.71(17) . . ? O4 C21 C22 109.38(16) . . ? O5 C22 C21 109.03(16) . . ? O5 C23 C24 108.45(17) . . ? O6 C24 C23 108.82(17) . . ? O6 C25 C26 109.18(18) . . ? C27 C26 C25 123.8(2) . . ? C26 C27 C28 124.9(2) . . ? C27 C28 C29 114.65(19) . . ? O1 C29 C28 110.50(18) . . ? F6 P1 F3 90.37(8) . . ? F6 P1 F2 90.01(8) . . ? F3 P1 F2 90.64(8) . . ? F6 P1 F1 90.11(8) . . ? F3 P1 F1 179.11(9) . . ? F2 P1 F1 90.11(8) . . ? F6 P1 F5 179.78(9) . . ? F3 P1 F5 89.42(8) . . ? F2 P1 F5 89.93(8) . . ? F1 P1 F5 90.10(8) . . ? F6 P1 F4 90.07(8) . . ? F3 P1 F4 89.58(8) . . ? F2 P1 F4 179.77(9) . . ? F1 P1 F4 89.67(8) . . ? F5 P1 F4 89.99(8) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B O4 0.92 2.22 2.868(2) 126.8 . N1 H1B O3 0.92 2.18 3.009(2) 150.1 . N1 H1A O6 0.92 2.60 3.178(2) 121.5 . N1 H1A O5 0.92 2.02 2.919(2) 163.8 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.924 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.073 # Attachment '4d.PF6.cif' data_a749n _database_code_depnum_ccdc_archive 'CCDC 826736' #TrackingRef '4d.PF6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H46 F6 N O6 P' _chemical_formula_weight 661.65 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.538(5) _cell_length_b 33.09(2) _cell_length_c 11.751(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.90(2) _cell_angle_gamma 90.00 _cell_volume 3288(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 742 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 20.60 _exptl_crystal_description Thin_Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.336 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 0.159 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7428 _exptl_absorpt_correction_T_max 0.9703 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19121 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.0725 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5782 _reflns_number_gt 3647 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0892P)^2^+4.4548P] 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 5782 _refine_ls_number_parameters 466 _refine_ls_number_restraints 141 _refine_ls_R_factor_all 0.1210 _refine_ls_R_factor_gt 0.0754 _refine_ls_wR_factor_ref 0.2115 _refine_ls_wR_factor_gt 0.1873 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.109 _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 O1 O 0.2931(6) 0.01406(15) 0.9020(6) 0.0344(13) Uani 0.589(4) 1 d P A 1 O2 O 0.2722(6) 0.08023(17) 1.0098(5) 0.0473(16) Uani 0.589(4) 1 d P A 1 O3 O 0.3513(6) 0.16918(15) 0.9777(4) 0.0394(14) Uani 0.589(4) 1 d P A 1 O4 O 0.5899(6) 0.19662(14) 0.8570(4) 0.0365(13) Uani 0.589(4) 1 d P A 1 O5 O 0.5976(6) 0.18022(17) 0.6158(6) 0.0449(15) Uani 0.589(4) 1 d P A 1 O6 O 0.4282(7) 0.1137(2) 0.4891(5) 0.0540(17) Uani 0.589(4) 1 d PD A 1 C21 C 0.2589(9) 0.0117(2) 1.0205(8) 0.0386(19) Uani 0.589(4) 1 d PU A 1 H21A H 0.2899 -0.0154 1.0518 0.046 Uiso 0.589(4) 1 calc PR A 1 H21B H 0.1435 0.0146 1.0205 0.046 Uiso 0.589(4) 1 calc PR A 1 C22 C 0.3420(11) 0.0430(2) 1.0974(9) 0.053(2) Uani 0.589(4) 1 d PU A 1 H22A H 0.4586 0.0406 1.1062 0.063 Uiso 0.589(4) 1 calc PR A 1 H22B H 0.3049 0.0444 1.1735 0.063 Uiso 0.589(4) 1 calc PR A 1 C23 C 0.3188(11) 0.1094(4) 1.0951(10) 0.056(3) Uani 0.589(4) 1 d PU A 1 H23A H 0.4356 0.1101 1.1118 0.068 Uiso 0.589(4) 1 calc PR A 1 H23B H 0.2766 0.1020 1.1667 0.068 Uiso 0.589(4) 1 calc PR A 1 C24 C 0.2587(10) 0.1496(3) 1.0554(7) 0.046(2) Uani 0.589(4) 1 d PU A 1 H24A H 0.1488 0.1467 1.0167 0.055 Uiso 0.589(4) 1 calc PR A 1 H24B H 0.2560 0.1672 1.1232 0.055 Uiso 0.589(4) 1 calc PR A 1 C25 C 0.4844(11) 0.1908(3) 1.0336(9) 0.053(3) Uani 0.589(4) 1 d PU A 1 H25A H 0.5692 0.1716 1.0633 0.064 Uiso 0.589(4) 1 calc PR A 1 H25B H 0.4538 0.2062 1.0993 0.064 Uiso 0.589(4) 1 calc PR A 1 C26 C 0.5435(10) 0.2192(3) 0.9501(8) 0.047(2) Uani 0.589(4) 1 d PU A 1 H26A H 0.4592 0.2386 0.9209 0.056 Uiso 0.589(4) 1 calc PR A 1 H26B H 0.6349 0.2347 0.9888 0.056 Uiso 0.589(4) 1 calc PR A 1 C27 C 0.6620(10) 0.2216(3) 0.7816(8) 0.051(2) Uani 0.589(4) 1 d PU A 1 H27A H 0.7491 0.2372 0.8255 0.062 Uiso 0.589(4) 1 calc PR A 1 H27B H 0.5835 0.2410 0.7432 0.062 Uiso 0.589(4) 1 calc PR A 1 C28 C 0.7248(10) 0.1961(3) 0.6942(8) 0.046(2) Uani 0.589(4) 1 d PU A 1 H28A H 0.7948 0.2125 0.6518 0.056 Uiso 0.589(4) 1 calc PR A 1 H28B H 0.7880 0.1737 0.7326 0.056 Uiso 0.589(4) 1 calc PR A 1 C29 C 0.6552(11) 0.1580(4) 0.5255(8) 0.057(3) Uani 0.589(4) 1 d PU A 1 H29A H 0.7158 0.1342 0.5578 0.068 Uiso 0.589(4) 1 calc PR A 1 H29B H 0.7265 0.1753 0.4869 0.068 Uiso 0.589(4) 1 calc PR A 1 C30 C 0.5190(12) 0.1447(4) 0.4409(8) 0.065(3) Uani 0.589(4) 1 d PU A 1 H30A H 0.4499 0.1681 0.4177 0.077 Uiso 0.589(4) 1 calc PR A 1 H30B H 0.5586 0.1340 0.3714 0.077 Uiso 0.589(4) 1 calc PR A 1 C31 C 0.3231(15) 0.0874(4) 0.4122(9) 0.087(3) Uani 0.589(4) 1 d PDU A 1 H31A H 0.3889 0.0725 0.3629 0.104 Uiso 0.589(4) 1 calc PR A 1 H31B H 0.2504 0.1049 0.3610 0.104 Uiso 0.589(4) 1 calc PR A 1 C32 C 0.2234(13) 0.0565(3) 0.4656(8) 0.076(2) Uani 0.589(4) 1 d PDU A 1 H32A H 0.1697 0.0436 0.3949 0.091 Uiso 0.589(4) 1 calc PR A 1 H32B H 0.1420 0.0748 0.4897 0.091 Uiso 0.589(4) 1 calc PR A 1 C33 C 0.2138(11) 0.0216(3) 0.5518(6) 0.0571(18) Uani 0.589(4) 1 d PDU A 1 H33 H 0.2214 -0.0043 0.5181 0.069 Uiso 0.589(4) 1 calc PR A 1 C34 C 0.1971(9) 0.0198(2) 0.6646(5) 0.0407(16) Uani 0.589(4) 1 d PDU A 1 H34 H 0.1460 0.0400 0.7036 0.049 Uiso 0.589(4) 1 calc PR A 1 C35 C 0.2691(9) -0.0180(2) 0.7210(7) 0.0386(15) Uani 0.589(4) 1 d PDU A 1 H35A H 0.2293 -0.0422 0.6770 0.046 Uiso 0.589(4) 1 calc PR A 1 H35B H 0.3858 -0.0172 0.7263 0.046 Uiso 0.589(4) 1 calc PR A 1 C36 C 0.2194(9) -0.0184(2) 0.8383(7) 0.0368(16) Uani 0.589(4) 1 d PDU A 1 H36A H 0.1030 -0.0158 0.8323 0.044 Uiso 0.589(4) 1 calc PR A 1 H36B H 0.2507 -0.0443 0.8773 0.044 Uiso 0.589(4) 1 calc PR A 1 O11 O 0.5010(9) 0.1821(2) 0.9594(7) 0.0413(11) Uiso 0.411(4) 1 d P A 2 O12 O 0.6214(9) 0.1926(2) 0.7510(6) 0.0413(11) Uiso 0.411(4) 1 d P A 2 O13 O 0.5306(8) 0.1409(2) 0.5481(6) 0.0413(11) Uiso 0.411(4) 1 d P A 2 O14 O 0.2657(8) 0.08964(19) 0.5108(6) 0.0413(11) Uiso 0.411(4) 1 d PD A 2 O15 O 0.2186(9) 0.0115(2) 0.6209(7) 0.0413(11) Uiso 0.411(4) 1 d PD A 2 O16 O 0.2869(10) 0.0118(3) 0.8390(8) 0.0413(11) Uiso 0.411(4) 1 d P A 2 C41 C 0.6107(16) 0.2135(4) 0.9434(12) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H41A H 0.6776 0.2192 1.0174 0.051 Uiso 0.411(4) 1 calc PR A 2 H41B H 0.5519 0.2385 0.9186 0.051 Uiso 0.411(4) 1 calc PR A 2 C42 C 0.7132(14) 0.2021(4) 0.8559(9) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H42A H 0.7850 0.2248 0.8446 0.051 Uiso 0.411(4) 1 calc PR A 2 H42B H 0.7787 0.1785 0.8836 0.051 Uiso 0.411(4) 1 calc PR A 2 C43 C 0.719(2) 0.1818(5) 0.6643(11) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H43A H 0.7752 0.1562 0.6854 0.051 Uiso 0.411(4) 1 calc PR A 2 H43B H 0.7982 0.2032 0.6583 0.051 Uiso 0.411(4) 1 calc PR A 2 C44 C 0.6147(17) 0.1771(4) 0.5518(13) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H44A H 0.5397 0.2000 0.5406 0.051 Uiso 0.411(4) 1 calc PR A 2 H44B H 0.6803 0.1776 0.4886 0.051 Uiso 0.411(4) 1 calc PR A 2 C45 C 0.4474(16) 0.1331(4) 0.4374(14) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H45A H 0.5243 0.1350 0.3817 0.051 Uiso 0.411(4) 1 calc PR A 2 H45B H 0.3699 0.1552 0.4189 0.051 Uiso 0.411(4) 1 calc PR A 2 C46 C 0.3624(16) 0.0948(4) 0.4164(10) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H46A H 0.4380 0.0722 0.4158 0.051 Uiso 0.411(4) 1 calc PR A 2 H46B H 0.2938 0.0956 0.3413 0.051 Uiso 0.411(4) 1 calc PR A 2 C47 C 0.1573(11) 0.0563(3) 0.4847(9) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H47A H 0.1142 0.0544 0.4022 0.051 Uiso 0.411(4) 1 calc PR A 2 H47B H 0.0711 0.0557 0.5330 0.051 Uiso 0.411(4) 1 calc PR A 2 C48 C 0.2904(12) 0.0252(3) 0.5224(9) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H48A H 0.2972 0.0036 0.4647 0.051 Uiso 0.411(4) 1 calc PR A 2 H48B H 0.3951 0.0379 0.5442 0.051 Uiso 0.411(4) 1 calc PR A 2 C49 C 0.2875(14) -0.0194(4) 0.6620(11) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H49A H 0.4039 -0.0166 0.6681 0.051 Uiso 0.411(4) 1 calc PR A 2 H49B H 0.2531 -0.0438 0.6166 0.051 Uiso 0.411(4) 1 calc PR A 2 C50 C 0.2326(15) -0.0200(4) 0.7782(12) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H50A H 0.1156 -0.0201 0.7688 0.051 Uiso 0.411(4) 1 calc PR A 2 H50B H 0.2705 -0.0450 0.8194 0.051 Uiso 0.411(4) 1 calc PR A 2 C51 C 0.2576(18) 0.0086(4) 0.9581(14) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H51A H 0.2967 -0.0179 0.9885 0.051 Uiso 0.411(4) 1 calc PR A 2 H51B H 0.1419 0.0092 0.9593 0.051 Uiso 0.411(4) 1 calc PR A 2 C52 C 0.3320(16) 0.0410(3) 1.0378(10) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H52A H 0.4283 0.0481 1.0039 0.051 Uiso 0.411(4) 1 calc PR A 2 H52B H 0.3707 0.0256 1.1084 0.051 Uiso 0.411(4) 1 calc PR A 2 C53 C 0.2842(14) 0.0811(3) 1.0848(12) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H53 H 0.1870 0.0817 1.1156 0.051 Uiso 0.411(4) 1 calc PR A 2 C54 C 0.3641(18) 0.1154(3) 1.0874(18) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H54 H 0.4758 0.1125 1.0993 0.051 Uiso 0.411(4) 1 calc PR A 2 C55 C 0.3069(15) 0.1583(3) 1.0743(15) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H55A H 0.2238 0.1597 1.0069 0.051 Uiso 0.411(4) 1 calc PR A 2 H55B H 0.2572 0.1655 1.1429 0.051 Uiso 0.411(4) 1 calc PR A 2 C56 C 0.4306(16) 0.1893(4) 1.0599(14) 0.0427(10) Uiso 0.411(4) 1 d PD A 2 H56A H 0.3819 0.2165 1.0553 0.051 Uiso 0.411(4) 1 calc PR A 2 H56B H 0.5133 0.1887 1.1277 0.051 Uiso 0.411(4) 1 calc PR A 2 P1 P 0.88694(14) 0.13831(3) 0.24709(9) 0.0374(3) Uani 1 1 d . . . F1 F 0.8051(3) 0.17883(8) 0.2827(2) 0.0487(7) Uani 1 1 d . . . F2 F 0.9699(3) 0.09784(7) 0.2120(2) 0.0488(7) Uani 1 1 d . . . F3 F 0.7160(3) 0.11895(8) 0.2053(2) 0.0499(7) Uani 1 1 d . . . F4 F 1.0581(3) 0.15739(7) 0.2890(2) 0.0463(7) Uani 1 1 d . . . F5 F 0.8816(3) 0.12038(8) 0.3733(2) 0.0488(7) Uani 1 1 d . . . F6 F 0.8921(3) 0.15610(8) 0.1211(2) 0.0511(7) Uani 1 1 d . . . N1 N 0.3864(3) 0.13347(9) 0.7412(3) 0.0252(7) Uani 1 1 d . . . H1A H 0.4203 0.1366 0.6707 0.030 Uiso 1 1 calc R . . H1B H 0.4355 0.1528 0.7899 0.030 Uiso 1 1 calc R . . C1 C 0.4323(4) 0.09245(11) 0.7873(4) 0.0324(9) Uani 1 1 d . . . H1C H 0.3756 0.0718 0.7365 0.039 Uiso 1 1 calc R . . H1D H 0.3989 0.0895 0.8643 0.039 Uiso 1 1 calc R . . C2 C 0.6075(4) 0.08484(12) 0.7964(3) 0.0298(9) Uani 1 1 d . . . C3 C 0.7097(5) 0.09806(13) 0.8902(4) 0.0360(10) Uani 1 1 d . . . H3 H 0.6699 0.1130 0.9490 0.043 Uiso 1 1 calc R . . C4 C 0.8703(5) 0.08972(14) 0.8993(4) 0.0440(12) Uani 1 1 d . . . H4 H 0.9396 0.0992 0.9640 0.053 Uiso 1 1 calc R . . C5 C 0.9300(5) 0.06785(15) 0.8155(5) 0.0520(13) Uani 1 1 d . . . H5 H 1.0398 0.0620 0.8222 0.062 Uiso 1 1 calc R . . C6 C 0.8290(6) 0.05450(17) 0.7221(5) 0.0616(15) Uani 1 1 d . . . H6 H 0.8694 0.0395 0.6636 0.074 Uiso 1 1 calc R . . C7 C 0.6688(6) 0.06266(15) 0.7124(4) 0.0479(12) Uani 1 1 d . . . H7 H 0.6001 0.0530 0.6476 0.057 Uiso 1 1 calc R . . C8 C 0.2105(4) 0.13970(11) 0.7286(3) 0.0258(8) Uani 1 1 d . . . H8A H 0.1750 0.1379 0.8052 0.031 Uiso 1 1 calc R . . H8B H 0.1574 0.1179 0.6800 0.031 Uiso 1 1 calc R . . C9 C 0.1622(4) 0.17995(11) 0.6758(3) 0.0243(8) Uani 1 1 d . . . C10 C 0.1092(4) 0.18294(12) 0.5598(3) 0.0298(9) Uani 1 1 d . . . H10 H 0.1060 0.1595 0.5128 0.036 Uiso 1 1 calc R . . C11 C 0.0608(5) 0.21967(12) 0.5113(4) 0.0340(10) Uani 1 1 d . . . H11 H 0.0248 0.2214 0.4313 0.041 Uiso 1 1 calc R . . C12 C 0.0648(5) 0.25375(12) 0.5790(4) 0.0374(10) Uani 1 1 d . . . H12 H 0.0306 0.2790 0.5461 0.045 Uiso 1 1 calc R . . C13 C 0.1186(6) 0.25097(13) 0.6941(4) 0.0442(12) Uani 1 1 d . . . H13 H 0.1229 0.2746 0.7404 0.053 Uiso 1 1 calc R . . C14 C 0.1668(5) 0.21444(12) 0.7439(3) 0.0342(10) Uani 1 1 d . . . H14 H 0.2027 0.2129 0.8239 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.031(3) 0.029(3) 0.041(3) 0.002(3) -0.003(3) -0.002(2) O2 0.029(3) 0.063(4) 0.050(4) 0.031(3) 0.005(3) 0.011(3) O3 0.042(3) 0.050(3) 0.025(3) -0.009(2) 0.001(2) -0.003(2) O4 0.035(3) 0.034(3) 0.040(3) 0.002(2) 0.002(2) -0.004(2) O5 0.035(3) 0.065(4) 0.036(3) 0.013(3) 0.009(3) 0.004(3) O6 0.050(4) 0.076(5) 0.036(3) -0.003(3) 0.009(3) 0.014(3) C21 0.035(4) 0.032(4) 0.046(4) -0.008(4) -0.002(4) 0.007(3) C22 0.041(4) 0.039(4) 0.074(6) -0.017(4) -0.007(4) 0.006(3) C23 0.049(6) 0.092(7) 0.027(4) 0.004(5) 0.000(5) 0.013(5) C24 0.038(5) 0.072(6) 0.031(4) -0.007(4) 0.010(4) 0.008(4) C25 0.050(5) 0.061(5) 0.044(6) -0.016(4) -0.011(4) -0.004(5) C26 0.046(5) 0.039(4) 0.051(5) -0.025(4) -0.009(4) -0.009(4) C27 0.046(4) 0.045(5) 0.060(5) 0.017(4) -0.001(4) -0.014(4) C28 0.026(4) 0.062(6) 0.054(5) 0.016(4) 0.014(4) -0.010(4) C29 0.044(5) 0.082(6) 0.051(5) 0.008(4) 0.026(4) 0.000(4) C30 0.059(5) 0.098(7) 0.040(5) 0.003(5) 0.020(5) 0.002(5) C31 0.089(4) 0.090(4) 0.081(4) -0.025(3) 0.015(4) 0.008(4) C32 0.076(4) 0.081(4) 0.071(3) -0.031(3) 0.009(3) -0.006(3) C33 0.064(3) 0.062(3) 0.045(3) -0.010(3) 0.008(3) -0.004(3) C34 0.051(3) 0.044(3) 0.031(3) -0.023(2) 0.019(2) 0.004(2) C35 0.050(3) 0.039(3) 0.028(3) 0.000(2) 0.012(2) -0.004(2) C36 0.042(4) 0.032(3) 0.036(3) 0.006(3) 0.005(3) -0.009(3) P1 0.0428(7) 0.0344(7) 0.0327(6) -0.0015(5) -0.0030(5) -0.0105(5) F1 0.0615(17) 0.0406(15) 0.0427(15) -0.0041(11) 0.0030(13) -0.0007(12) F2 0.0489(16) 0.0385(15) 0.0561(17) -0.0134(12) -0.0035(12) -0.0093(12) F3 0.0441(15) 0.0498(17) 0.0515(16) -0.0011(12) -0.0090(12) -0.0126(12) F4 0.0496(16) 0.0447(15) 0.0418(15) -0.0081(11) -0.0037(12) -0.0178(12) F5 0.0578(17) 0.0481(16) 0.0384(15) 0.0082(12) -0.0013(12) -0.0117(13) F6 0.0653(18) 0.0529(17) 0.0333(15) 0.0010(12) 0.0010(13) -0.0121(13) N1 0.0207(16) 0.0285(18) 0.0264(17) -0.0042(13) 0.0031(13) -0.0005(13) C1 0.027(2) 0.025(2) 0.044(3) -0.0038(18) -0.0024(18) 0.0013(17) C2 0.026(2) 0.029(2) 0.034(2) -0.0016(17) 0.0023(17) 0.0067(17) C3 0.033(2) 0.043(3) 0.032(2) -0.0016(19) 0.0023(18) -0.0009(19) C4 0.029(2) 0.049(3) 0.051(3) 0.017(2) -0.007(2) -0.001(2) C5 0.025(2) 0.045(3) 0.086(4) 0.023(3) 0.011(3) 0.011(2) C6 0.052(3) 0.064(4) 0.073(4) -0.010(3) 0.027(3) 0.020(3) C7 0.046(3) 0.052(3) 0.045(3) -0.014(2) 0.002(2) 0.013(2) C8 0.0166(18) 0.024(2) 0.036(2) -0.0074(17) 0.0012(16) 0.0001(15) C9 0.0159(18) 0.026(2) 0.032(2) -0.0035(16) 0.0058(16) -0.0019(15) C10 0.025(2) 0.027(2) 0.035(2) -0.0105(17) 0.0001(17) 0.0001(17) C11 0.031(2) 0.035(2) 0.035(2) 0.0002(18) 0.0020(18) 0.0005(18) C12 0.047(3) 0.024(2) 0.043(3) 0.0043(18) 0.011(2) 0.0027(19) C13 0.070(3) 0.024(2) 0.040(3) -0.0049(19) 0.014(2) 0.003(2) C14 0.048(3) 0.029(2) 0.027(2) -0.0050(17) 0.0088(19) -0.0022(19) _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 O1 C36 1.408(9) . ? O1 C21 1.464(9) . ? O2 C23 1.408(13) . ? O2 C22 1.662(10) . ? O3 C25 1.424(10) . ? O3 C24 1.441(11) . ? O4 C27 1.413(9) . ? O4 C26 1.425(10) . ? O5 C28 1.425(11) . ? O5 C29 1.432(11) . ? O6 C30 1.448(12) . ? O6 C31 1.469(8) . ? C21 C22 1.490(12) . ? C23 C24 1.480(13) . ? C25 C26 1.494(14) . ? C27 C28 1.485(13) . ? C29 C30 1.489(14) . ? C31 C32 1.518(5) . ? C32 C33 1.546(5) . ? C33 C34 1.354(5) . ? C34 C35 1.505(5) . ? C35 C36 1.497(5) . ? O11 C56 1.416(16) . ? O11 C41 1.430(16) . ? O12 C42 1.403(13) . ? O12 C43 1.445(18) . ? O13 C44 1.393(15) . ? O13 C45 1.418(16) . ? O14 C47 1.445(9) . ? O14 C46 1.481(9) . ? O15 C49 1.243(13) . ? O15 C48 1.455(9) . ? O16 C50 1.320(15) . ? O16 C51 1.459(18) . ? C41 C42 1.488(9) . ? C43 C44 1.496(10) . ? C45 C46 1.464(10) . ? C47 C48 1.552(9) . ? C49 C50 1.504(9) . ? C51 C52 1.504(5) . ? C52 C53 1.516(5) . ? C53 C54 1.322(5) . ? C54 C55 1.500(5) . ? C55 C56 1.499(5) . ? P1 F1 1.594(3) . ? P1 F2 1.595(3) . ? P1 F6 1.600(3) . ? P1 F5 1.603(3) . ? P1 F4 1.606(3) . ? P1 F3 1.607(3) . ? N1 C1 1.494(5) . ? N1 C8 1.503(4) . ? C1 C2 1.506(5) . ? C2 C3 1.379(6) . ? C2 C7 1.389(6) . ? C3 C4 1.389(6) . ? C4 C5 1.375(7) . ? C5 C6 1.372(7) . ? C6 C7 1.384(7) . ? C8 C9 1.503(5) . ? C9 C10 1.380(5) . ? C9 C14 1.391(5) . ? C10 C11 1.381(6) . ? C11 C12 1.378(6) . ? C12 C13 1.370(6) . ? C13 C14 1.381(6) . ? 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 C36 O1 C21 109.4(6) . . ? C23 O2 C22 91.4(7) . . ? C25 O3 C24 114.0(6) . . ? C27 O4 C26 111.5(6) . . ? C28 O5 C29 111.1(6) . . ? C30 O6 C31 119.6(7) . . ? O1 C21 C22 113.5(7) . . ? C21 C22 O2 92.2(6) . . ? O2 C23 C24 109.9(9) . . ? O3 C24 C23 114.0(7) . . ? O3 C25 C26 109.5(7) . . ? O4 C26 C25 109.3(7) . . ? O4 C27 C28 109.4(7) . . ? O5 C28 C27 109.9(7) . . ? O5 C29 C30 109.4(8) . . ? O6 C30 C29 111.1(8) . . ? O6 C31 C32 118.3(9) . . ? C31 C32 C33 148.8(11) . . ? C34 C33 C32 134.2(8) . . ? C33 C34 C35 112.2(7) . . ? C36 C35 C34 105.3(6) . . ? O1 C36 C35 108.6(6) . . ? C56 O11 C41 110.4(9) . . ? C42 O12 C43 111.6(9) . . ? C44 O13 C45 112.1(10) . . ? C47 O14 C46 109.6(8) . . ? C49 O15 C48 109.6(9) . . ? C50 O16 C51 111.7(10) . . ? O11 C41 C42 111.3(11) . . ? O12 C42 C41 110.7(11) . . ? O12 C43 C44 108.6(14) . . ? O13 C44 C43 111.0(12) . . ? O13 C45 C46 119.1(13) . . ? C45 C46 O14 106.8(11) . . ? O14 C47 C48 91.3(6) . . ? O15 C48 C47 93.5(6) . . ? O15 C49 C50 100.1(10) . . ? O16 C50 C49 110.5(11) . . ? O16 C51 C52 115.7(12) . . ? C51 C52 C53 137.6(12) . . ? C54 C53 C52 126.6(12) . . ? C53 C54 C55 130.5(12) . . ? C56 C55 C54 115.7(11) . . ? O11 C56 C55 111.5(12) . . ? F1 P1 F2 179.63(16) . . ? F1 P1 F6 90.13(15) . . ? F2 P1 F6 89.97(15) . . ? F1 P1 F5 89.97(15) . . ? F2 P1 F5 89.94(15) . . ? F6 P1 F5 179.87(17) . . ? F1 P1 F4 90.12(15) . . ? F2 P1 F4 89.52(15) . . ? F6 P1 F4 89.96(14) . . ? F5 P1 F4 90.12(14) . . ? F1 P1 F3 90.17(15) . . ? F2 P1 F3 90.18(15) . . ? F6 P1 F3 90.18(14) . . ? F5 P1 F3 89.73(14) . . ? F4 P1 F3 179.67(16) . . ? C1 N1 C8 111.7(3) . . ? N1 C1 C2 112.7(3) . . ? C3 C2 C7 118.5(4) . . ? C3 C2 C1 121.1(4) . . ? C7 C2 C1 120.3(4) . . ? C2 C3 C4 120.6(4) . . ? C5 C4 C3 120.6(4) . . ? C6 C5 C4 119.2(4) . . ? C5 C6 C7 120.6(5) . . ? C6 C7 C2 120.6(4) . . ? N1 C8 C9 112.1(3) . . ? C10 C9 C14 119.3(4) . . ? C10 C9 C8 120.4(3) . . ? C14 C9 C8 120.4(4) . . ? C9 C10 C11 120.7(4) . . ? C12 C11 C10 119.9(4) . . ? C13 C12 C11 119.6(4) . . ? C12 C13 C14 121.1(4) . . ? C13 C14 C9 119.5(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B O3 0.92 2.47 3.073(6) 123.0 . N1 H1B O11 0.92 2.22 3.072(9) 154.2 . N1 H1B O12 0.92 2.16 2.793(9) 125.3 . N1 H1A O14 0.92 2.65 3.119(8) 112.6 . N1 H1A O6 0.92 2.28 3.102(6) 149.3 . N1 H1A O5 0.92 2.25 2.923(6) 129.7 . N1 H1A O13 0.92 1.83 2.737(8) 167.5 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.997 _refine_diff_density_min -0.865 _refine_diff_density_rms 0.082 # Attachment '4f.PF6.cif' data_b205 _database_code_depnum_ccdc_archive 'CCDC 826737' #TrackingRef '4f.PF6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H46 F6 N O7 P' _chemical_formula_weight 677.65 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7020(7) _cell_length_b 32.962(3) _cell_length_c 11.4583(10) _cell_angle_alpha 90.00 _cell_angle_beta 93.616(3) _cell_angle_gamma 90.00 _cell_volume 3280.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1018 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 21.88 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.163 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9083 _exptl_absorpt_correction_T_max 0.9681 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23572 _diffrn_reflns_av_R_equivalents 0.0563 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 42 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7513 _reflns_number_gt 5490 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0609P)^2^+1.3217P] 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 7513 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0864 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1396 _refine_ls_wR_factor_gt 0.1283 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 O1 O 0.19635(19) 0.02021(5) 0.93379(14) 0.0249(4) Uani 1 1 d . . . O2 O 0.11327(18) 0.01044(5) 0.68146(14) 0.0217(4) Uani 1 1 d . . . O3 O 0.24191(18) 0.06957(5) 0.53760(13) 0.0200(4) Uani 1 1 d . . . O4 O 0.13601(18) 0.15414(5) 0.55444(13) 0.0218(4) Uani 1 1 d . . . O5 O -0.09109(17) 0.19811(5) 0.66153(13) 0.0189(3) Uani 1 1 d . . . O6 O -0.0913(2) 0.20669(7) 0.90734(15) 0.0429(5) Uani 1 1 d . . . O7 O 0.03730(19) 0.14897(5) 1.05357(13) 0.0215(4) Uani 1 1 d . . . N1 N 0.0893(2) 0.13969(5) 0.80983(15) 0.0141(4) Uani 1 1 d . . . H1A H 0.0481 0.1584 0.7572 0.017 Uiso 1 1 calc R . . H1B H 0.0517 0.1450 0.8815 0.017 Uiso 1 1 calc R . . C1 C -0.1300(3) 0.09151(6) 0.76512(19) 0.0160(5) Uani 1 1 d . . . C2 C -0.2051(3) 0.07761(7) 0.6620(2) 0.0227(5) Uani 1 1 d . . . H2 H -0.1477 0.0732 0.5954 0.027 Uiso 1 1 calc R . . C3 C -0.3622(3) 0.07017(8) 0.6548(2) 0.0277(6) Uani 1 1 d . . . H3 H -0.4118 0.0609 0.5835 0.033 Uiso 1 1 calc R . . C4 C -0.4463(3) 0.07628(7) 0.7515(2) 0.0260(6) Uani 1 1 d . . . H4 H -0.5537 0.0708 0.7472 0.031 Uiso 1 1 calc R . . C5 C -0.3737(3) 0.09054(7) 0.8550(2) 0.0214(5) Uani 1 1 d . . . H5 H -0.4318 0.0951 0.9212 0.026 Uiso 1 1 calc R . . C6 C -0.2167(3) 0.09814(7) 0.86202(19) 0.0173(5) Uani 1 1 d . . . H6 H -0.1678 0.1079 0.9330 0.021 Uiso 1 1 calc R . . C7 C 0.0417(2) 0.09779(7) 0.77099(19) 0.0165(5) Uani 1 1 d . . . H7A H 0.0908 0.0778 0.8259 0.020 Uiso 1 1 calc R . . H7B H 0.0799 0.0926 0.6928 0.020 Uiso 1 1 calc R . . C8 C 0.2610(2) 0.14362(7) 0.81868(19) 0.0162(5) Uani 1 1 d . . . H8A H 0.3003 0.1390 0.7406 0.019 Uiso 1 1 calc R . . H8B H 0.3050 0.1223 0.8719 0.019 Uiso 1 1 calc R . . C9 C 0.3153(2) 0.18457(7) 0.86321(19) 0.0154(4) Uani 1 1 d . . . C10 C 0.2989(3) 0.21908(7) 0.7935(2) 0.0215(5) Uani 1 1 d . . . H10 H 0.2510 0.2171 0.7168 0.026 Uiso 1 1 calc R . . C11 C 0.3521(3) 0.25632(7) 0.8352(2) 0.0255(5) Uani 1 1 d . . . H11 H 0.3405 0.2798 0.7872 0.031 Uiso 1 1 calc R . . C12 C 0.4222(3) 0.25934(7) 0.9470(2) 0.0262(6) Uani 1 1 d . . . H12 H 0.4586 0.2849 0.9756 0.031 Uiso 1 1 calc R . . C13 C 0.4390(3) 0.22543(8) 1.0164(2) 0.0254(5) Uani 1 1 d . . . H13 H 0.4872 0.2276 1.0929 0.030 Uiso 1 1 calc R . . C14 C 0.3859(3) 0.18805(7) 0.9751(2) 0.0208(5) Uani 1 1 d . . . H14 H 0.3978 0.1647 1.0235 0.025 Uiso 1 1 calc R . . C15 C 0.2210(3) -0.01613(7) 0.8706(2) 0.0262(6) Uani 1 1 d . . . H15A H 0.2149 -0.0399 0.9230 0.031 Uiso 1 1 calc R . . H15B H 0.3244 -0.0157 0.8392 0.031 Uiso 1 1 calc R . . C16 C 0.0987(3) -0.01907(7) 0.7717(2) 0.0254(5) Uani 1 1 d . . . H16A H 0.1028 -0.0465 0.7367 0.030 Uiso 1 1 calc R . . H16B H -0.0036 -0.0159 0.8039 0.030 Uiso 1 1 calc R . . C17 C 0.2317(3) 0.00133(7) 0.6055(2) 0.0244(5) Uani 1 1 d . . . H17A H 0.2239 -0.0273 0.5801 0.029 Uiso 1 1 calc R . . H17B H 0.3339 0.0055 0.6469 0.029 Uiso 1 1 calc R . . C18 C 0.2139(3) 0.02886(7) 0.5014(2) 0.0245(5) Uani 1 1 d . . . H18A H 0.2877 0.0210 0.4431 0.029 Uiso 1 1 calc R . . H18B H 0.1084 0.0264 0.4644 0.029 Uiso 1 1 calc R . . C19 C 0.2270(3) 0.09713(7) 0.44182(19) 0.0221(5) Uani 1 1 d . . . H19A H 0.1219 0.0954 0.4037 0.027 Uiso 1 1 calc R . . H19B H 0.3016 0.0901 0.3833 0.027 Uiso 1 1 calc R . . C20 C 0.2573(3) 0.13947(7) 0.4869(2) 0.0210(5) Uani 1 1 d . . . H20A H 0.3552 0.1397 0.5359 0.025 Uiso 1 1 calc R . . H20B H 0.2691 0.1579 0.4199 0.025 Uiso 1 1 calc R . . C21 C 0.0266(3) 0.17854(7) 0.48807(19) 0.0229(5) Uani 1 1 d . . . H21A H 0.0076 0.1670 0.4087 0.027 Uiso 1 1 calc R . . H21B H 0.0675 0.2064 0.4802 0.027 Uiso 1 1 calc R . . C22 C -0.1198(3) 0.17982(7) 0.54848(19) 0.0221(5) Uani 1 1 d . . . H22A H -0.1978 0.1958 0.5016 0.026 Uiso 1 1 calc R . . H22B H -0.1601 0.1520 0.5573 0.026 Uiso 1 1 calc R . . C23 C -0.2291(3) 0.20351(8) 0.7204(2) 0.0265(6) Uani 1 1 d . . . H23A H -0.2717 0.1768 0.7408 0.032 Uiso 1 1 calc R . . H23B H -0.3068 0.2178 0.6685 0.032 Uiso 1 1 calc R . . C24 C -0.1945(4) 0.22781(9) 0.8289(2) 0.0394(8) Uani 1 1 d . . . H24A H -0.1486 0.2541 0.8082 0.047 Uiso 1 1 calc R . . H24B H -0.2912 0.2334 0.8671 0.047 Uiso 1 1 calc R . . C25 C -0.1355(3) 0.20469(8) 1.0211(2) 0.0319(6) Uani 1 1 d . . . H25A H -0.2287 0.1876 1.0241 0.038 Uiso 1 1 calc R . . H25B H -0.1606 0.2322 1.0487 0.038 Uiso 1 1 calc R . . C26 C -0.0077(3) 0.18704(7) 1.0985(2) 0.0233(5) Uani 1 1 d . . . H26A H 0.0813 0.2058 1.1029 0.028 Uiso 1 1 calc R . . H26B H -0.0424 0.1834 1.1785 0.028 Uiso 1 1 calc R . . C27 C 0.1054(3) 0.12209(7) 1.14006(19) 0.0207(5) Uani 1 1 d . . . H27A H 0.0327 0.1168 1.2014 0.025 Uiso 1 1 calc R . . H27B H 0.2003 0.1342 1.1773 0.025 Uiso 1 1 calc R . . C28 C 0.1422(3) 0.08377(7) 1.07979(19) 0.0199(5) Uani 1 1 d . . . H28 H 0.0619 0.0713 1.0325 0.024 Uiso 1 1 calc R . . C29 C 0.2782(3) 0.06556(7) 1.0867(2) 0.0218(5) Uani 1 1 d . . . H29 H 0.3585 0.0775 1.1351 0.026 Uiso 1 1 calc R . . C30 C 0.3132(3) 0.02747(7) 1.0235(2) 0.0251(5) Uani 1 1 d . . . H30A H 0.4142 0.0300 0.9889 0.030 Uiso 1 1 calc R . . H30B H 0.3186 0.0044 1.0789 0.030 Uiso 1 1 calc R . . P1 P 0.63766(7) 0.129561(19) 0.28424(5) 0.01967(15) Uani 1 1 d . . . F1 F 0.70160(18) 0.17495(4) 0.27472(13) 0.0352(4) Uani 1 1 d . . . F2 F 0.47001(16) 0.14440(4) 0.23513(12) 0.0301(3) Uani 1 1 d . . . F3 F 0.57417(16) 0.08420(4) 0.29404(13) 0.0306(4) Uani 1 1 d . . . F4 F 0.80480(16) 0.11482(5) 0.33455(14) 0.0355(4) Uani 1 1 d . . . F5 F 0.59165(16) 0.13872(4) 0.41413(12) 0.0291(3) Uani 1 1 d . . . F6 F 0.68339(19) 0.12040(5) 0.15403(13) 0.0401(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 O1 0.0273(10) 0.0200(9) 0.0265(9) -0.0020(7) -0.0070(7) 0.0044(7) O2 0.0249(9) 0.0177(8) 0.0223(8) 0.0013(7) 0.0006(7) -0.0007(7) O3 0.0248(9) 0.0180(8) 0.0172(8) -0.0017(6) 0.0003(6) -0.0026(6) O4 0.0241(9) 0.0262(9) 0.0155(8) 0.0015(7) 0.0043(6) 0.0056(7) O5 0.0180(9) 0.0207(9) 0.0180(8) -0.0003(6) 0.0005(6) 0.0011(6) O6 0.0457(13) 0.0624(14) 0.0213(9) 0.0064(9) 0.0084(8) 0.0362(10) O7 0.0332(10) 0.0176(9) 0.0138(8) 0.0000(6) 0.0025(7) 0.0041(7) N1 0.0166(10) 0.0126(9) 0.0132(9) -0.0006(7) 0.0007(7) 0.0005(7) C1 0.0188(12) 0.0101(10) 0.0186(11) 0.0020(8) -0.0022(9) 0.0009(8) C2 0.0255(13) 0.0203(12) 0.0221(12) -0.0047(10) 0.0003(10) 0.0019(10) C3 0.0261(14) 0.0254(14) 0.0305(14) -0.0122(11) -0.0059(11) 0.0000(10) C4 0.0166(13) 0.0179(13) 0.0432(15) -0.0041(11) -0.0014(11) -0.0002(9) C5 0.0174(12) 0.0192(12) 0.0279(13) -0.0013(10) 0.0025(10) 0.0030(9) C6 0.0189(12) 0.0151(11) 0.0175(11) 0.0017(9) -0.0024(9) 0.0014(9) C7 0.0192(12) 0.0152(11) 0.0154(11) 0.0001(9) 0.0026(9) -0.0001(9) C8 0.0122(11) 0.0182(11) 0.0182(11) 0.0002(9) 0.0002(8) 0.0015(8) C9 0.0088(11) 0.0179(11) 0.0199(11) -0.0011(9) 0.0036(8) 0.0015(8) C10 0.0195(12) 0.0244(13) 0.0204(12) -0.0008(10) -0.0013(9) 0.0019(9) C11 0.0257(14) 0.0165(12) 0.0345(14) 0.0028(10) 0.0036(11) 0.0028(10) C12 0.0185(13) 0.0211(13) 0.0390(15) -0.0093(11) 0.0026(11) -0.0029(9) C13 0.0212(13) 0.0322(15) 0.0223(12) -0.0057(10) -0.0016(10) -0.0032(10) C14 0.0173(12) 0.0244(13) 0.0207(12) 0.0023(10) 0.0013(9) -0.0007(9) C15 0.0353(15) 0.0156(12) 0.0271(13) 0.0031(10) -0.0019(11) 0.0025(10) C16 0.0343(15) 0.0141(12) 0.0275(13) 0.0011(10) -0.0001(11) -0.0052(10) C17 0.0277(14) 0.0174(12) 0.0280(13) -0.0056(10) 0.0007(10) 0.0008(10) C18 0.0301(14) 0.0219(13) 0.0214(12) -0.0053(10) 0.0017(10) -0.0026(10) C19 0.0246(13) 0.0270(13) 0.0151(11) -0.0004(9) 0.0040(9) -0.0010(10) C20 0.0221(13) 0.0224(13) 0.0192(12) -0.0007(9) 0.0069(9) -0.0018(9) C21 0.0284(14) 0.0249(13) 0.0151(11) 0.0016(9) -0.0010(9) 0.0019(10) C22 0.0239(13) 0.0210(12) 0.0204(12) -0.0008(10) -0.0050(10) -0.0006(10) C23 0.0199(13) 0.0302(14) 0.0299(13) 0.0133(11) 0.0053(10) 0.0119(10) C24 0.0517(19) 0.0426(18) 0.0249(14) 0.0076(12) 0.0099(13) 0.0303(14) C25 0.0410(17) 0.0292(15) 0.0264(14) 0.0004(11) 0.0083(12) 0.0076(12) C26 0.0234(13) 0.0257(13) 0.0207(12) -0.0075(10) 0.0014(10) 0.0007(10) C27 0.0196(12) 0.0277(13) 0.0146(11) 0.0017(9) 0.0011(9) 0.0026(9) C28 0.0208(12) 0.0231(13) 0.0156(11) 0.0049(9) 0.0004(9) -0.0014(9) C29 0.0197(13) 0.0248(13) 0.0202(12) 0.0025(10) -0.0033(9) -0.0001(9) C30 0.0210(13) 0.0266(14) 0.0271(13) 0.0038(11) -0.0035(10) 0.0018(10) P1 0.0171(3) 0.0213(3) 0.0207(3) -0.0040(2) 0.0014(2) -0.0031(2) F1 0.0395(10) 0.0252(8) 0.0419(9) -0.0060(7) 0.0098(7) -0.0125(7) F2 0.0269(8) 0.0294(8) 0.0325(8) 0.0015(6) -0.0099(6) 0.0020(6) F3 0.0277(8) 0.0226(8) 0.0409(9) 0.0017(6) -0.0033(6) -0.0034(6) F4 0.0159(8) 0.0414(9) 0.0489(10) -0.0127(8) -0.0009(7) 0.0018(6) F5 0.0226(8) 0.0428(9) 0.0219(7) -0.0038(6) 0.0011(6) 0.0005(6) F6 0.0490(11) 0.0455(10) 0.0271(8) -0.0127(7) 0.0123(7) -0.0105(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 O1 C30 1.419(3) . ? O1 C15 1.423(3) . ? O2 C17 1.422(3) . ? O2 C16 1.431(3) . ? O3 C18 1.421(3) . ? O3 C19 1.424(3) . ? O4 C21 1.428(3) . ? O4 C20 1.431(3) . ? O5 C23 1.425(3) . ? O5 C22 1.436(3) . ? O6 C25 1.383(3) . ? O6 C24 1.413(3) . ? O7 C26 1.421(3) . ? O7 C27 1.430(3) . ? N1 C8 1.497(3) . ? N1 C7 1.502(3) . ? C1 C2 1.391(3) . ? C1 C6 1.398(3) . ? C1 C7 1.506(3) . ? C2 C3 1.386(3) . ? C3 C4 1.381(3) . ? C4 C5 1.391(3) . ? C5 C6 1.386(3) . ? C8 C9 1.508(3) . ? C9 C14 1.391(3) . ? C9 C10 1.392(3) . ? C10 C11 1.386(3) . ? C11 C12 1.387(4) . ? C12 C13 1.374(4) . ? C13 C14 1.389(3) . ? C15 C16 1.508(3) . ? C17 C18 1.500(3) . ? C19 C20 1.506(3) . ? C21 C22 1.489(3) . ? C23 C24 1.494(4) . ? C25 C26 1.496(4) . ? C27 C28 1.484(3) . ? C28 C29 1.325(3) . ? C29 C30 1.491(3) . ? P1 F5 1.5942(14) . ? P1 F6 1.5970(15) . ? P1 F3 1.6003(15) . ? P1 F1 1.6025(15) . ? P1 F4 1.6057(16) . ? P1 F2 1.6065(15) . ? 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 C30 O1 C15 112.71(18) . . ? C17 O2 C16 113.52(18) . . ? C18 O3 C19 111.81(17) . . ? C21 O4 C20 113.06(17) . . ? C23 O5 C22 112.02(18) . . ? C25 O6 C24 114.80(19) . . ? C26 O7 C27 114.05(17) . . ? C8 N1 C7 110.82(16) . . ? C2 C1 C6 118.6(2) . . ? C2 C1 C7 119.6(2) . . ? C6 C1 C7 121.77(19) . . ? C3 C2 C1 121.2(2) . . ? C4 C3 C2 119.8(2) . . ? C3 C4 C5 119.9(2) . . ? C6 C5 C4 120.3(2) . . ? C5 C6 C1 120.3(2) . . ? N1 C7 C1 113.22(17) . . ? N1 C8 C9 112.96(17) . . ? C14 C9 C10 119.0(2) . . ? C14 C9 C8 119.7(2) . . ? C10 C9 C8 121.2(2) . . ? C11 C10 C9 120.4(2) . . ? C10 C11 C12 120.0(2) . . ? C13 C12 C11 120.1(2) . . ? C12 C13 C14 120.2(2) . . ? C13 C14 C9 120.4(2) . . ? O1 C15 C16 108.35(19) . . ? O2 C16 C15 114.12(19) . . ? O2 C17 C18 108.45(19) . . ? O3 C18 C17 109.37(19) . . ? O3 C19 C20 108.74(18) . . ? O4 C20 C19 112.29(19) . . ? O4 C21 C22 109.25(18) . . ? O5 C22 C21 109.01(19) . . ? O5 C23 C24 109.2(2) . . ? O6 C24 C23 110.6(2) . . ? O6 C25 C26 109.7(2) . . ? O7 C26 C25 109.87(19) . . ? O7 C27 C28 107.28(17) . . ? C29 C28 C27 125.2(2) . . ? C28 C29 C30 124.2(2) . . ? O1 C30 C29 109.57(19) . . ? F5 P1 F6 179.89(11) . . ? F5 P1 F3 90.19(8) . . ? F6 P1 F3 89.79(8) . . ? F5 P1 F1 89.74(8) . . ? F6 P1 F1 90.28(8) . . ? F3 P1 F1 179.84(10) . . ? F5 P1 F4 89.85(8) . . ? F6 P1 F4 90.27(9) . . ? F3 P1 F4 90.06(8) . . ? F1 P1 F4 89.80(9) . . ? F5 P1 F2 89.62(8) . . ? F6 P1 F2 90.26(9) . . ? F3 P1 F2 89.96(8) . . ? F1 P1 F2 90.19(8) . . ? F4 P1 F2 179.47(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B O6 0.92 2.41 2.969(2) 119.2 . N1 H1B O7 0.92 1.99 2.874(2) 161.0 . N1 H1A O4 0.92 2.50 3.017(2) 116.3 . N1 H1A O5 0.92 2.05 2.954(2) 166.1 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.039 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.067 # Attachment '5c.PF6.cif' data_b114a _database_code_depnum_ccdc_archive 'CCDC 826738' #TrackingRef '5c.PF6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H46 F6 N O6 P' _chemical_formula_weight 649.64 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.9763(8) _cell_length_b 13.6353(7) _cell_length_c 15.3457(7) _cell_angle_alpha 90.00 _cell_angle_beta 104.633(2) _cell_angle_gamma 90.00 _cell_volume 3234.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3575 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 22.39 _exptl_crystal_description BLOCK _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.334 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 0.160 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9100 _exptl_absorpt_correction_T_max 0.9779 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22527 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 27.48 _reflns_number_total 7394 _reflns_number_gt 5387 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0782P)^2^+1.4673P] 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 7394 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0947 _refine_ls_R_factor_gt 0.0685 _refine_ls_wR_factor_ref 0.1806 _refine_ls_wR_factor_gt 0.1630 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 N1 N 0.75052(11) 0.14425(14) 0.61333(12) 0.0280(4) Uani 1 1 d . . . H1A H 0.7933 0.0984 0.6251 0.034 Uiso 1 1 calc R . . H1B H 0.7638 0.1900 0.6578 0.034 Uiso 1 1 calc R . . O1 O 0.55041(10) 0.31326(13) 0.50971(11) 0.0385(4) Uani 1 1 d . . . O2 O 0.68299(12) 0.33413(14) 0.68444(13) 0.0505(5) Uani 1 1 d . . . O3 O 0.83903(11) 0.23570(13) 0.77233(12) 0.0410(4) Uani 1 1 d . . . O4 O 0.90740(11) 0.05728(12) 0.70731(11) 0.0390(4) Uani 1 1 d . . . O5 O 0.81801(10) -0.05375(13) 0.55958(11) 0.0375(4) Uani 1 1 d . . . O6 O 0.65863(11) -0.01581(13) 0.41120(11) 0.0390(4) Uani 1 1 d . . . C1 C 0.83258(15) 0.24835(18) 0.53254(15) 0.0315(5) Uani 1 1 d . . . C2 C 0.83310(18) 0.3495(2) 0.53301(18) 0.0423(6) Uani 1 1 d . . . H2 H 0.7808 0.3837 0.5263 0.051 Uiso 1 1 calc R . . C3 C 0.9096(2) 0.4017(2) 0.5433(2) 0.0568(8) Uani 1 1 d . . . H3 H 0.9089 0.4707 0.5434 0.068 Uiso 1 1 calc R . . C4 C 0.9857(2) 0.3526(3) 0.5532(2) 0.0623(9) Uani 1 1 d . . . H4 H 1.0375 0.3878 0.5598 0.075 Uiso 1 1 calc R . . C5 C 0.98720(19) 0.2522(3) 0.5536(2) 0.0620(9) Uani 1 1 d . . . H5 H 1.0401 0.2187 0.5620 0.074 Uiso 1 1 calc R . . C6 C 0.91048(18) 0.2000(2) 0.54148(19) 0.0475(7) Uani 1 1 d . . . H6 H 0.9115 0.1311 0.5393 0.057 Uiso 1 1 calc R . . C7 C 0.74987(15) 0.19275(19) 0.52591(15) 0.0351(5) Uani 1 1 d . . . H7A H 0.7007 0.2380 0.5095 0.042 Uiso 1 1 calc R . . H7B H 0.7428 0.1430 0.4785 0.042 Uiso 1 1 calc R . . C8 C 0.66764(14) 0.09594(18) 0.61672(15) 0.0299(5) Uani 1 1 d . . . H8A H 0.6530 0.0458 0.5696 0.036 Uiso 1 1 calc R . . H8B H 0.6211 0.1448 0.6049 0.036 Uiso 1 1 calc R . . C9 C 0.67405(13) 0.04925(17) 0.70684(15) 0.0289(5) Uani 1 1 d . . . C10 C 0.70558(15) -0.04515(18) 0.72506(17) 0.0351(5) Uani 1 1 d . . . H10 H 0.7233 -0.0809 0.6805 0.042 Uiso 1 1 calc R . . C11 C 0.71120(17) -0.0873(2) 0.80845(19) 0.0462(7) Uani 1 1 d . . . H11 H 0.7335 -0.1511 0.8205 0.055 Uiso 1 1 calc R . . C12 C 0.68430(18) -0.0362(2) 0.87379(18) 0.0485(7) Uani 1 1 d . . . H12 H 0.6882 -0.0651 0.9303 0.058 Uiso 1 1 calc R . . C13 C 0.65156(18) 0.0575(2) 0.85637(17) 0.0458(7) Uani 1 1 d . . . H13 H 0.6325 0.0922 0.9007 0.055 Uiso 1 1 calc R . . C14 C 0.64685(16) 0.10023(19) 0.77358(16) 0.0372(6) Uani 1 1 d . . . H14 H 0.6251 0.1643 0.7621 0.045 Uiso 1 1 calc R . . C15 C 0.54468(17) 0.3705(2) 0.58463(18) 0.0425(6) Uani 1 1 d . . . H15A H 0.5205 0.3306 0.6255 0.051 Uiso 1 1 calc R . . H15B H 0.5054 0.4257 0.5641 0.051 Uiso 1 1 calc R . . C16 C 0.63094(17) 0.40868(19) 0.63414(18) 0.0404(6) Uani 1 1 d . . . H16A H 0.6604 0.4365 0.5910 0.048 Uiso 1 1 calc R . . H16B H 0.6231 0.4613 0.6749 0.048 Uiso 1 1 calc R . . C17 C 0.74098(19) 0.3667(3) 0.7665(2) 0.0629(9) Uani 1 1 d . . . H17A H 0.7219 0.3395 0.8174 0.075 Uiso 1 1 calc R . . H17B H 0.7376 0.4383 0.7698 0.075 Uiso 1 1 calc R . . C18 C 0.83115(19) 0.3386(2) 0.7755(2) 0.0512(7) Uani 1 1 d . . . H18A H 0.8519 0.3683 0.7267 0.061 Uiso 1 1 calc R . . H18B H 0.8671 0.3632 0.8329 0.061 Uiso 1 1 calc R . . C19 C 0.92645(16) 0.2024(2) 0.79709(19) 0.0450(6) Uani 1 1 d . . . H19A H 0.9553 0.2272 0.8571 0.054 Uiso 1 1 calc R . . H19B H 0.9575 0.2275 0.7542 0.054 Uiso 1 1 calc R . . C20 C 0.92853(18) 0.0928(2) 0.79744(18) 0.0470(7) Uani 1 1 d . . . H20A H 0.9863 0.0699 0.8292 0.056 Uiso 1 1 calc R . . H20B H 0.8869 0.0674 0.8291 0.056 Uiso 1 1 calc R . . C21 C 0.92226(17) -0.04522(19) 0.70193(19) 0.0439(6) Uani 1 1 d . . . H21A H 0.8838 -0.0817 0.7309 0.053 Uiso 1 1 calc R . . H21B H 0.9822 -0.0607 0.7335 0.053 Uiso 1 1 calc R . . C22 C 0.90572(16) -0.0747(2) 0.60571(19) 0.0425(6) Uani 1 1 d . . . H22A H 0.9449 -0.0390 0.5771 0.051 Uiso 1 1 calc R . . H22B H 0.9169 -0.1451 0.6018 0.051 Uiso 1 1 calc R . . C23 C 0.79432(18) -0.0985(2) 0.47286(18) 0.0461(7) Uani 1 1 d . . . H23A H 0.8205 -0.1638 0.4764 0.055 Uiso 1 1 calc R . . H23B H 0.8171 -0.0593 0.4305 0.055 Uiso 1 1 calc R . . C24 C 0.69861(18) -0.1077(2) 0.43827(18) 0.0433(6) Uani 1 1 d . . . H24A H 0.6856 -0.1527 0.3868 0.052 Uiso 1 1 calc R . . H24B H 0.6745 -0.1357 0.4855 0.052 Uiso 1 1 calc R . . C25 C 0.57301(17) -0.0279(2) 0.35545(18) 0.0430(6) Uani 1 1 d . . . H25A H 0.5376 -0.0633 0.3888 0.052 Uiso 1 1 calc R . . H25B H 0.5748 -0.0667 0.3022 0.052 Uiso 1 1 calc R . . C26 C 0.53297(16) 0.0709(2) 0.32647(17) 0.0410(6) Uani 1 1 d . . . H26A H 0.5728 0.1087 0.3004 0.049 Uiso 1 1 calc R . . H26B H 0.4796 0.0609 0.2791 0.049 Uiso 1 1 calc R . . C27 C 0.51200(16) 0.1301(2) 0.40124(16) 0.0393(6) Uani 1 1 d . . . H27A H 0.5645 0.1361 0.4504 0.047 Uiso 1 1 calc R . . H27B H 0.4692 0.0941 0.4245 0.047 Uiso 1 1 calc R . . C28 C 0.47718(17) 0.2321(2) 0.37381(18) 0.0462(7) Uani 1 1 d . . . H28A H 0.5163 0.2654 0.3435 0.055 Uiso 1 1 calc R . . H28B H 0.4207 0.2261 0.3304 0.055 Uiso 1 1 calc R . . C29 C 0.46727(16) 0.2941(2) 0.45132(19) 0.0468(7) Uani 1 1 d . . . H29A H 0.4389 0.3561 0.4288 0.056 Uiso 1 1 calc R . . H29B H 0.4311 0.2598 0.4845 0.056 Uiso 1 1 calc R . . P1 P 0.19855(5) 0.34553(5) 0.32534(5) 0.0466(2) Uani 1 1 d . . . F1 F 0.14070(17) 0.42789(19) 0.2700(2) 0.1202(10) Uani 1 1 d . . . F2 F 0.12858(14) 0.32606(17) 0.3808(2) 0.0985(8) Uani 1 1 d . . . F3 F 0.25554(13) 0.26037(18) 0.37871(18) 0.0964(8) Uani 1 1 d . . . F4 F 0.26992(15) 0.36613(17) 0.27265(15) 0.0875(7) Uani 1 1 d . . . F5 F 0.2431(2) 0.4220(2) 0.39727(17) 0.1184(10) Uani 1 1 d . . . F6 F 0.1530(2) 0.2681(2) 0.2541(2) 0.1392(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 N1 0.0260(9) 0.0321(10) 0.0251(9) 0.0006(8) 0.0047(7) -0.0020(8) O1 0.0293(9) 0.0492(11) 0.0355(9) -0.0044(8) 0.0054(7) -0.0019(8) O2 0.0484(11) 0.0415(11) 0.0500(11) -0.0180(9) -0.0089(9) 0.0081(9) O3 0.0328(9) 0.0405(10) 0.0449(10) -0.0074(8) 0.0009(7) -0.0019(7) O4 0.0379(9) 0.0353(10) 0.0388(10) 0.0018(8) 0.0001(7) 0.0045(7) O5 0.0348(9) 0.0399(10) 0.0380(10) -0.0035(8) 0.0094(7) 0.0088(7) O6 0.0352(9) 0.0404(10) 0.0385(10) -0.0026(8) 0.0040(7) -0.0034(7) C1 0.0346(12) 0.0385(13) 0.0225(11) 0.0023(10) 0.0094(9) -0.0023(10) C2 0.0458(15) 0.0411(15) 0.0415(15) 0.0061(12) 0.0138(12) -0.0003(12) C3 0.072(2) 0.0490(18) 0.0535(18) -0.0047(14) 0.0244(16) -0.0222(16) C4 0.0531(19) 0.088(3) 0.0511(18) -0.0037(17) 0.0239(15) -0.0318(18) C5 0.0380(16) 0.092(3) 0.062(2) 0.0110(18) 0.0241(14) 0.0053(16) C6 0.0452(15) 0.0507(17) 0.0530(17) 0.0067(14) 0.0245(13) 0.0066(13) C7 0.0361(13) 0.0408(14) 0.0265(12) 0.0052(10) 0.0041(9) -0.0047(11) C8 0.0242(11) 0.0363(13) 0.0280(12) 0.0004(10) 0.0047(9) -0.0050(9) C9 0.0219(10) 0.0359(13) 0.0277(11) -0.0042(10) 0.0039(8) -0.0078(9) C10 0.0299(12) 0.0379(14) 0.0387(14) -0.0014(11) 0.0110(10) -0.0026(10) C11 0.0429(15) 0.0470(16) 0.0475(16) 0.0119(13) 0.0091(12) 0.0005(12) C12 0.0483(16) 0.069(2) 0.0275(13) 0.0100(13) 0.0077(11) -0.0092(14) C13 0.0489(16) 0.0588(18) 0.0319(14) -0.0086(13) 0.0146(12) -0.0072(13) C14 0.0390(13) 0.0396(14) 0.0339(13) -0.0033(11) 0.0108(10) -0.0028(11) C15 0.0405(14) 0.0468(16) 0.0409(15) 0.0010(12) 0.0117(11) 0.0099(12) C16 0.0496(15) 0.0328(13) 0.0408(14) -0.0036(11) 0.0153(12) -0.0049(11) C17 0.0489(17) 0.070(2) 0.060(2) -0.0373(17) -0.0035(14) 0.0089(15) C18 0.0499(17) 0.0472(17) 0.0489(17) -0.0142(13) -0.0013(13) -0.0012(13) C19 0.0323(13) 0.0479(16) 0.0468(15) -0.0077(13) -0.0049(11) -0.0030(11) C20 0.0418(15) 0.0488(17) 0.0410(15) 0.0009(13) -0.0068(12) 0.0048(12) C21 0.0379(14) 0.0383(14) 0.0509(16) 0.0055(12) 0.0024(12) 0.0075(11) C22 0.0328(13) 0.0355(14) 0.0580(17) 0.0000(12) 0.0092(12) 0.0085(11) C23 0.0506(16) 0.0490(16) 0.0419(15) -0.0056(13) 0.0178(12) 0.0077(13) C24 0.0516(16) 0.0385(15) 0.0393(15) -0.0061(12) 0.0106(12) -0.0028(12) C25 0.0379(14) 0.0520(16) 0.0379(14) -0.0063(12) 0.0070(11) -0.0123(12) C26 0.0305(13) 0.0587(17) 0.0322(13) 0.0022(12) 0.0047(10) -0.0094(11) C27 0.0328(13) 0.0507(16) 0.0312(13) 0.0046(11) 0.0023(10) -0.0062(11) C28 0.0391(14) 0.0517(17) 0.0388(15) 0.0052(12) -0.0066(11) -0.0088(12) C29 0.0309(13) 0.0495(17) 0.0532(17) 0.0013(13) -0.0020(11) 0.0007(12) P1 0.0402(4) 0.0328(4) 0.0632(5) -0.0006(3) 0.0065(3) -0.0017(3) F1 0.1036(19) 0.0928(18) 0.165(3) 0.0649(18) 0.0362(18) 0.0448(15) F2 0.0636(13) 0.0795(15) 0.166(2) 0.0318(15) 0.0550(15) 0.0044(11) F3 0.0617(13) 0.0915(16) 0.135(2) 0.0547(15) 0.0234(13) 0.0236(12) F4 0.0996(17) 0.0897(16) 0.0895(16) 0.0112(12) 0.0539(13) 0.0115(13) F5 0.163(3) 0.111(2) 0.0958(18) -0.0526(15) 0.0589(17) -0.0817(19) F6 0.152(3) 0.095(2) 0.136(2) -0.0398(18) -0.028(2) -0.0365(18) _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 N1 C8 1.491(3) . ? N1 C7 1.493(3) . ? O1 C15 1.412(3) . ? O1 C29 1.426(3) . ? O2 C16 1.413(3) . ? O2 C17 1.433(3) . ? O3 C18 1.410(3) . ? O3 C19 1.426(3) . ? O4 C20 1.423(3) . ? O4 C21 1.424(3) . ? O5 C23 1.426(3) . ? O5 C22 1.430(3) . ? O6 C24 1.419(3) . ? O6 C25 1.428(3) . ? C1 C2 1.380(4) . ? C1 C6 1.384(3) . ? C1 C7 1.504(3) . ? C2 C3 1.388(4) . ? C3 C4 1.363(5) . ? C4 C5 1.369(5) . ? C5 C6 1.389(4) . ? C8 C9 1.502(3) . ? C9 C10 1.385(3) . ? C9 C14 1.395(3) . ? C10 C11 1.385(4) . ? C11 C12 1.376(4) . ? C12 C13 1.381(4) . ? C13 C14 1.382(4) . ? C15 C16 1.489(4) . ? C17 C18 1.463(4) . ? C19 C20 1.495(4) . ? C21 C22 1.488(4) . ? C23 C24 1.492(4) . ? C25 C26 1.509(4) . ? C26 C27 1.508(4) . ? C27 C28 1.518(4) . ? C28 C29 1.500(4) . ? P1 F5 1.554(2) . ? P1 F6 1.561(3) . ? P1 F1 1.562(2) . ? P1 F3 1.572(2) . ? P1 F4 1.581(2) . ? P1 F2 1.589(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 C8 N1 C7 114.97(17) . . ? C15 O1 C29 111.80(19) . . ? C16 O2 C17 114.7(2) . . ? C18 O3 C19 113.4(2) . . ? C20 O4 C21 112.83(19) . . ? C23 O5 C22 111.86(18) . . ? C24 O6 C25 111.44(19) . . ? C2 C1 C6 118.2(2) . . ? C2 C1 C7 120.5(2) . . ? C6 C1 C7 121.3(2) . . ? C1 C2 C3 121.1(3) . . ? C4 C3 C2 119.7(3) . . ? C3 C4 C5 120.4(3) . . ? C4 C5 C6 119.9(3) . . ? C1 C6 C5 120.7(3) . . ? N1 C7 C1 110.84(18) . . ? N1 C8 C9 111.38(17) . . ? C10 C9 C14 118.7(2) . . ? C10 C9 C8 121.1(2) . . ? C14 C9 C8 120.2(2) . . ? C9 C10 C11 120.5(2) . . ? C12 C11 C10 120.3(3) . . ? C11 C12 C13 120.0(2) . . ? C12 C13 C14 119.8(2) . . ? C13 C14 C9 120.7(2) . . ? O1 C15 C16 111.5(2) . . ? O2 C16 C15 111.6(2) . . ? O2 C17 C18 113.9(2) . . ? O3 C18 C17 110.6(3) . . ? O3 C19 C20 109.8(2) . . ? O4 C20 C19 109.7(2) . . ? O4 C21 C22 109.4(2) . . ? O5 C22 C21 110.1(2) . . ? O5 C23 C24 112.0(2) . . ? O6 C24 C23 112.1(2) . . ? O6 C25 C26 110.1(2) . . ? C27 C26 C25 114.4(2) . . ? C26 C27 C28 114.6(2) . . ? C29 C28 C27 113.7(2) . . ? O1 C29 C28 109.5(2) . . ? F5 P1 F6 179.08(18) . . ? F5 P1 F1 90.33(19) . . ? F6 P1 F1 89.92(18) . . ? F5 P1 F3 91.41(17) . . ? F6 P1 F3 88.34(17) . . ? F1 P1 F3 178.26(18) . . ? F5 P1 F4 89.09(13) . . ? F6 P1 F4 91.79(18) . . ? F1 P1 F4 89.90(14) . . ? F3 P1 F4 90.01(12) . . ? F5 P1 F2 89.39(15) . . ? F6 P1 F2 89.73(18) . . ? F1 P1 F2 90.67(14) . . ? F3 P1 F2 89.47(12) . . ? F4 P1 F2 178.38(15) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.469 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.056 # Attachment '5f.PF6.cif' data_b299 _database_code_depnum_ccdc_archive 'CCDC 826739' #TrackingRef '5f.PF6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H48 F6 N O7 P' _chemical_formula_weight 679.66 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.3591(10) _cell_length_b 33.576(4) _cell_length_c 12.1989(15) _cell_angle_alpha 90.00 _cell_angle_beta 99.083(3) _cell_angle_gamma 90.00 _cell_volume 3380.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 949 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 27.20 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 'Not measured' _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.159 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9108 _exptl_absorpt_correction_T_max 0.9659 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24161 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 27.50 _reflns_number_total 12712 _reflns_number_gt 11433 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0653P)^2^+0.2488P] 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 0.47(7) _refine_ls_number_reflns 12712 _refine_ls_number_parameters 811 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0520 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1123 _refine_ls_wR_factor_gt 0.1085 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.030 _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 O1 O 1.0467(2) 0.14246(6) 0.31786(15) 0.0238(4) Uani 1 1 d . . . O2 O 0.8342(2) 0.21107(6) 0.27936(16) 0.0276(4) Uani 1 1 d . . . O3 O 0.6974(2) 0.26666(6) 0.42401(15) 0.0244(4) Uani 1 1 d . . . O4 O 0.7984(2) 0.27026(5) 0.66137(15) 0.0198(4) Uani 1 1 d . . . O5 O 0.7814(2) 0.20025(5) 0.79463(14) 0.0188(4) Uani 1 1 d . . . O6 O 0.8395(2) 0.11353(5) 0.74533(15) 0.0207(4) Uani 1 1 d . . . O7 O 1.0533(2) 0.07892(6) 0.62291(16) 0.0232(4) Uani 1 1 d . . . O8 O 0.2271(2) 0.29942(5) 0.85990(15) 0.0189(4) Uani 1 1 d . . . O9 O 0.2254(2) 0.36996(5) 0.73318(14) 0.0185(4) Uani 1 1 d . . . O10 O 0.1671(2) 0.45611(5) 0.79293(14) 0.0198(4) Uani 1 1 d . . . O11 O -0.0723(2) 0.47876(5) 0.91572(15) 0.0218(4) Uani 1 1 d . . . O12 O -0.0662(2) 0.46024(5) 1.15277(15) 0.0212(4) Uani 1 1 d . . . O13 O 0.1134(2) 0.39701(6) 1.25637(15) 0.0234(4) Uani 1 1 d . . . O14 O 0.2005(2) 0.31753(5) 1.21212(15) 0.0219(4) Uani 1 1 d . . . N1 N 0.8863(2) 0.15085(6) 0.50881(17) 0.0142(4) Uani 1 1 d . . . H1B H 0.9259 0.1491 0.4427 0.017 Uiso 1 1 calc R . . H1A H 0.9348 0.1312 0.5552 0.017 Uiso 1 1 calc R . . N2 N 0.1424(2) 0.41861(6) 1.02295(17) 0.0149(4) Uani 1 1 d . . . H2A H 0.0936 0.4371 0.9730 0.018 Uiso 1 1 calc R . . H2B H 0.1043 0.4223 1.0890 0.018 Uiso 1 1 calc R . . C1 C 0.7061(3) 0.14445(8) 0.4881(2) 0.0184(5) Uani 1 1 d . . . H1D H 0.6646 0.1461 0.5596 0.022 Uiso 1 1 calc R . . H1C H 0.6545 0.1660 0.4397 0.022 Uiso 1 1 calc R . . C2 C 0.6585(3) 0.10510(7) 0.4347(2) 0.0163(5) Uani 1 1 d . . . C3 C 0.6649(3) 0.07051(8) 0.4993(2) 0.0195(5) Uani 1 1 d . . . H3A H 0.7052 0.0716 0.5766 0.023 Uiso 1 1 calc R . . C4 C 0.6117(3) 0.03451(8) 0.4496(2) 0.0228(5) Uani 1 1 d . . . H4A H 0.6173 0.0109 0.4930 0.027 Uiso 1 1 calc R . . C5 C 0.5508(3) 0.03298(8) 0.3372(2) 0.0240(6) Uani 1 1 d . . . H5A H 0.5130 0.0084 0.3042 0.029 Uiso 1 1 calc R . . C6 C 0.5449(3) 0.06698(8) 0.2732(2) 0.0240(6) Uani 1 1 d . . . H6A H 0.5037 0.0658 0.1961 0.029 Uiso 1 1 calc R . . C7 C 0.5995(3) 0.10280(8) 0.3219(2) 0.0191(5) Uani 1 1 d . . . H7A H 0.5965 0.1261 0.2775 0.023 Uiso 1 1 calc R . . C8 C 0.9275(3) 0.19094(7) 0.5605(2) 0.0181(5) Uani 1 1 d . . . H8A H 0.8913 0.1920 0.6339 0.022 Uiso 1 1 calc R . . H8B H 0.8688 0.2119 0.5131 0.022 Uiso 1 1 calc R . . C9 C 1.1076(3) 0.19911(7) 0.5747(2) 0.0147(5) Uani 1 1 d . . . C10 C 1.1732(3) 0.21805(8) 0.4909(2) 0.0195(5) Uani 1 1 d . . . H10A H 1.1048 0.2260 0.4248 0.023 Uiso 1 1 calc R . . C11 C 1.3393(3) 0.22543(8) 0.5035(2) 0.0213(5) Uani 1 1 d . . . H11A H 1.3840 0.2382 0.4457 0.026 Uiso 1 1 calc R . . C12 C 1.4396(3) 0.21412(8) 0.6005(2) 0.0207(5) Uani 1 1 d . . . H12A H 1.5529 0.2190 0.6090 0.025 Uiso 1 1 calc R . . C13 C 1.3732(3) 0.19571(8) 0.6848(2) 0.0208(5) Uani 1 1 d . . . H13A H 1.4410 0.1882 0.7516 0.025 Uiso 1 1 calc R . . C14 C 1.2089(3) 0.18826(7) 0.6719(2) 0.0190(5) Uani 1 1 d . . . H14A H 1.1645 0.1756 0.7299 0.023 Uiso 1 1 calc R . . C15 C 1.0266(3) 0.16612(9) 0.2198(2) 0.0265(6) Uani 1 1 d . . . H15A H 1.0469 0.1496 0.1562 0.032 Uiso 1 1 calc R . . H15B H 1.1067 0.1881 0.2289 0.032 Uiso 1 1 calc R . . C16 C 0.8579(3) 0.18329(9) 0.1957(2) 0.0266(6) Uani 1 1 d . . . H16A H 0.8421 0.1967 0.1225 0.032 Uiso 1 1 calc R . . H16B H 0.7772 0.1616 0.1931 0.032 Uiso 1 1 calc R . . C17 C 0.6859(3) 0.23205(9) 0.2501(2) 0.0309(6) Uani 1 1 d . . . H17A H 0.5957 0.2163 0.2716 0.037 Uiso 1 1 calc R . . H17B H 0.6640 0.2362 0.1688 0.037 Uiso 1 1 calc R . . C18 C 0.6968(4) 0.27187(9) 0.3091(2) 0.0291(6) Uani 1 1 d . . . H18A H 0.7971 0.2857 0.2971 0.035 Uiso 1 1 calc R . . H18B H 0.6033 0.2886 0.2776 0.035 Uiso 1 1 calc R . . C19 C 0.7478(4) 0.30219(8) 0.4835(2) 0.0276(6) Uani 1 1 d . . . H19A H 0.6935 0.3254 0.4436 0.033 Uiso 1 1 calc R . . H19B H 0.8662 0.3056 0.4874 0.033 Uiso 1 1 calc R . . C20 C 0.7070(3) 0.30063(8) 0.5986(2) 0.0221(5) Uani 1 1 d . . . H20A H 0.7311 0.3267 0.6354 0.027 Uiso 1 1 calc R . . H20B H 0.5899 0.2952 0.5950 0.027 Uiso 1 1 calc R . . C21 C 0.7709(3) 0.27089(8) 0.7734(2) 0.0216(5) Uani 1 1 d . . . H21A H 0.6531 0.2695 0.7752 0.026 Uiso 1 1 calc R . . H21B H 0.8124 0.2962 0.8088 0.026 Uiso 1 1 calc R . . C22 C 0.8536(3) 0.23663(8) 0.8364(2) 0.0216(5) Uani 1 1 d . . . H22A H 0.9699 0.2366 0.8293 0.026 Uiso 1 1 calc R . . H22B H 0.8447 0.2393 0.9161 0.026 Uiso 1 1 calc R . . C23 C 0.8126(3) 0.16896(8) 0.8742(2) 0.0191(5) Uani 1 1 d . . . H23A H 0.7606 0.1751 0.9397 0.023 Uiso 1 1 calc R . . H23B H 0.9307 0.1664 0.8991 0.023 Uiso 1 1 calc R . . C24 C 0.7458(3) 0.13040(8) 0.8220(2) 0.0209(5) Uani 1 1 d . . . H24A H 0.7388 0.1108 0.8817 0.025 Uiso 1 1 calc R . . H24B H 0.6344 0.1352 0.7829 0.025 Uiso 1 1 calc R . . C25 C 0.9878(3) 0.09598(9) 0.7992(2) 0.0243(6) Uani 1 1 d . . . H25A H 0.9731 0.0853 0.8726 0.029 Uiso 1 1 calc R . . H25B H 1.0744 0.1164 0.8108 0.029 Uiso 1 1 calc R . . C26 C 1.0345(3) 0.06320(8) 0.7280(2) 0.0271(6) Uani 1 1 d . . . H26A H 1.1374 0.0509 0.7636 0.033 Uiso 1 1 calc R . . H26B H 0.9496 0.0424 0.7187 0.033 Uiso 1 1 calc R . . C27 C 1.1071(4) 0.04874(8) 0.5538(2) 0.0273(6) Uani 1 1 d . . . H27A H 1.0318 0.0258 0.5472 0.033 Uiso 1 1 calc R . . H27B H 1.2163 0.0392 0.5867 0.033 Uiso 1 1 calc R . . C28 C 1.1117(3) 0.06650(8) 0.4418(2) 0.0267(6) Uani 1 1 d . . . H28A H 1.0011 0.0751 0.4092 0.032 Uiso 1 1 calc R . . H28B H 1.1465 0.0458 0.3927 0.032 Uiso 1 1 calc R . . C29 C 1.2247(3) 0.10169(8) 0.4455(2) 0.0222(5) Uani 1 1 d . . . H29A H 1.3378 0.0921 0.4629 0.027 Uiso 1 1 calc R . . H29B H 1.2051 0.1196 0.5064 0.027 Uiso 1 1 calc R . . C30 C 1.2055(3) 0.12544(8) 0.3376(2) 0.0269(6) Uani 1 1 d . . . H30A H 1.2881 0.1468 0.3433 0.032 Uiso 1 1 calc R . . H30B H 1.2210 0.1077 0.2752 0.032 Uiso 1 1 calc R . . C31 C 0.0984(3) 0.37739(7) 0.9798(2) 0.0182(5) Uani 1 1 d . . . H31A H 0.1511 0.3575 1.0336 0.022 Uiso 1 1 calc R . . H31B H 0.1396 0.3734 0.9089 0.022 Uiso 1 1 calc R . . C32 C -0.0827(3) 0.37086(7) 0.9616(2) 0.0166(5) Uani 1 1 d . . . C33 C -0.1552(3) 0.35245(8) 1.0435(2) 0.0203(5) Uani 1 1 d . . . H33A H -0.0914 0.3450 1.1119 0.024 Uiso 1 1 calc R . . C34 C -0.3205(3) 0.34503(9) 1.0254(2) 0.0241(6) Uani 1 1 d . . . H34A H -0.3694 0.3325 1.0816 0.029 Uiso 1 1 calc R . . C35 C -0.4151(3) 0.35577(8) 0.9257(2) 0.0212(5) Uani 1 1 d . . . H35A H -0.5281 0.3504 0.9136 0.025 Uiso 1 1 calc R . . C36 C -0.3441(3) 0.37437(8) 0.8442(2) 0.0214(5) Uani 1 1 d . . . H36A H -0.4086 0.3819 0.7762 0.026 Uiso 1 1 calc R . . C37 C -0.1780(3) 0.38200(8) 0.8620(2) 0.0193(5) Uani 1 1 d . . . H37A H -0.1296 0.3948 0.8061 0.023 Uiso 1 1 calc R . . C38 C 0.3225(3) 0.42481(7) 1.0408(2) 0.0168(5) Uani 1 1 d . . . H38A H 0.3624 0.4222 0.9689 0.020 Uiso 1 1 calc R . . H38B H 0.3753 0.4039 1.0911 0.020 Uiso 1 1 calc R . . C39 C 0.3690(3) 0.46542(7) 1.0902(2) 0.0147(5) Uani 1 1 d . . . C40 C 0.4127(3) 0.46967(8) 1.2045(2) 0.0190(5) Uani 1 1 d . . . H40A H 0.4092 0.4473 1.2518 0.023 Uiso 1 1 calc R . . C41 C 0.4614(3) 0.50658(8) 1.2495(2) 0.0216(5) Uani 1 1 d . . . H41A H 0.4907 0.5094 1.3275 0.026 Uiso 1 1 calc R . . C42 C 0.4674(3) 0.53935(8) 1.1808(2) 0.0229(6) Uani 1 1 d . . . H42A H 0.5012 0.5645 1.2117 0.027 Uiso 1 1 calc R . . C43 C 0.4241(3) 0.53517(8) 1.0674(2) 0.0221(5) Uani 1 1 d . . . H43A H 0.4278 0.5576 1.0205 0.026 Uiso 1 1 calc R . . C44 C 0.3753(3) 0.49859(8) 1.0213(2) 0.0198(5) Uani 1 1 d . . . H44A H 0.3462 0.4960 0.9431 0.024 Uiso 1 1 calc R . . C45 C 0.2361(3) 0.29893(8) 0.7447(2) 0.0210(5) Uani 1 1 d . . . H45A H 0.1868 0.2741 0.7110 0.025 Uiso 1 1 calc R . . H45B H 0.3509 0.2996 0.7337 0.025 Uiso 1 1 calc R . . C46 C 0.1480(3) 0.33429(8) 0.6896(2) 0.0214(5) Uani 1 1 d . . . H46A H 0.1479 0.3330 0.6085 0.026 Uiso 1 1 calc R . . H46B H 0.0342 0.3341 0.7028 0.026 Uiso 1 1 calc R . . C47 C 0.1919(3) 0.40263(8) 0.6585(2) 0.0182(5) Uani 1 1 d . . . H47A H 0.0734 0.4054 0.6357 0.022 Uiso 1 1 calc R . . H47B H 0.2413 0.3977 0.5911 0.022 Uiso 1 1 calc R . . C48 C 0.2593(3) 0.44004(8) 0.7138(2) 0.0209(5) Uani 1 1 d . . . H48A H 0.3708 0.4347 0.7519 0.025 Uiso 1 1 calc R . . H48B H 0.2664 0.4604 0.6560 0.025 Uiso 1 1 calc R . . C49 C 0.0270(3) 0.47730(9) 0.7428(2) 0.0256(6) Uani 1 1 d . . . H49A H -0.0595 0.4583 0.7126 0.031 Uiso 1 1 calc R . . H49B H 0.0533 0.4938 0.6809 0.031 Uiso 1 1 calc R . . C50 C -0.0301(4) 0.50342(9) 0.8294(2) 0.0288(6) Uani 1 1 d . . . H50A H 0.0569 0.5222 0.8603 0.035 Uiso 1 1 calc R . . H50B H -0.1254 0.5191 0.7956 0.035 Uiso 1 1 calc R . . C51 C -0.1480(4) 0.50149(9) 0.9933(3) 0.0282(6) Uani 1 1 d . . . H51A H -0.2418 0.5163 0.9532 0.034 Uiso 1 1 calc R . . H51B H -0.0699 0.5210 1.0318 0.034 Uiso 1 1 calc R . . C52 C -0.2035(3) 0.47407(9) 1.0763(2) 0.0265(6) Uani 1 1 d . . . H52A H -0.2794 0.4883 1.1173 0.032 Uiso 1 1 calc R . . H52B H -0.2614 0.4511 1.0377 0.032 Uiso 1 1 calc R . . C53 C -0.1164(3) 0.43911(9) 1.2432(2) 0.0287(6) Uani 1 1 d . . . H53A H -0.1868 0.4165 1.2146 0.034 Uiso 1 1 calc R . . H53B H -0.1793 0.4570 1.2849 0.034 Uiso 1 1 calc R . . C54 C 0.0290(3) 0.42414(9) 1.3180(2) 0.0286(6) Uani 1 1 d . . . H54A H 0.1006 0.4467 1.3456 0.034 Uiso 1 1 calc R . . H54B H -0.0040 0.4104 1.3826 0.034 Uiso 1 1 calc R . . C55 C 0.2400(3) 0.37525(8) 1.3232(2) 0.0240(5) Uani 1 1 d . . . H55A H 0.2536 0.3853 1.4004 0.029 Uiso 1 1 calc R . . H55B H 0.3431 0.3795 1.2946 0.029 Uiso 1 1 calc R . . C56 C 0.2018(3) 0.33144(8) 1.3221(2) 0.0259(6) Uani 1 1 d . . . H56A H 0.2849 0.3170 1.3742 0.031 Uiso 1 1 calc R . . H56B H 0.0948 0.3270 1.3451 0.031 Uiso 1 1 calc R . . C57 C 0.1631(3) 0.27644(8) 1.1983(2) 0.0241(6) Uani 1 1 d . . . H57A H 0.0566 0.2708 1.2208 0.029 Uiso 1 1 calc R . . H57B H 0.2464 0.2602 1.2449 0.029 Uiso 1 1 calc R . . C58 C 0.1588(3) 0.26638(8) 1.0772(2) 0.0198(5) Uani 1 1 d . . . H58A H 0.0779 0.2836 1.0317 0.024 Uiso 1 1 calc R . . H58B H 0.1236 0.2384 1.0644 0.024 Uiso 1 1 calc R . . C59 C 0.3229(3) 0.27189(8) 1.0394(2) 0.0216(5) Uani 1 1 d . . . H59A H 0.3647 0.2988 1.0618 0.026 Uiso 1 1 calc R . . H59B H 0.3999 0.2522 1.0782 0.026 Uiso 1 1 calc R . . C60 C 0.3183(3) 0.26728(8) 0.9156(2) 0.0204(5) Uani 1 1 d . . . H60A H 0.4299 0.2675 0.8980 0.024 Uiso 1 1 calc R . . H60B H 0.2673 0.2416 0.8905 0.024 Uiso 1 1 calc R . . P1 P 0.38383(7) 0.147205(19) 0.01431(5) 0.01593(13) Uani 1 1 d . . . F1 F 0.37928(19) 0.12814(5) -0.10704(13) 0.0256(3) Uani 1 1 d . . . F2 F 0.38888(18) 0.16650(5) 0.13531(13) 0.0262(3) Uani 1 1 d . . . F3 F 0.21494(17) 0.16950(5) -0.02780(13) 0.0263(3) Uani 1 1 d . . . F4 F 0.48054(17) 0.18495(5) -0.02207(13) 0.0245(3) Uani 1 1 d . . . F5 F 0.28837(19) 0.10934(5) 0.05123(14) 0.0284(4) Uani 1 1 d . . . F6 F 0.55342(17) 0.12518(5) 0.05592(13) 0.0228(3) Uani 1 1 d . . . P2 P 0.62938(7) 0.422290(19) 0.51436(5) 0.01754(13) Uani 1 1 d . . . F7 F 0.63434(19) 0.40399(5) 0.39333(13) 0.0276(4) Uani 1 1 d . . . F8 F 0.6247(2) 0.44057(5) 0.63509(13) 0.0290(4) Uani 1 1 d . . . F9 F 0.46078(19) 0.44392(5) 0.46811(13) 0.0264(4) Uani 1 1 d . . . F10 F 0.7272(2) 0.46050(5) 0.48299(15) 0.0346(4) Uani 1 1 d . . . F11 F 0.53135(17) 0.38393(5) 0.54560(13) 0.0241(3) Uani 1 1 d . . . F12 F 0.79635(18) 0.40020(5) 0.56084(15) 0.0316(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 O1 0.0215(9) 0.0262(10) 0.0248(9) 0.0010(8) 0.0067(7) 0.0018(8) O2 0.0265(10) 0.0340(11) 0.0205(10) -0.0055(8) -0.0018(8) 0.0079(8) O3 0.0284(10) 0.0216(10) 0.0226(10) -0.0003(8) 0.0021(8) -0.0011(8) O4 0.0219(9) 0.0169(9) 0.0205(9) -0.0004(7) 0.0031(7) 0.0032(7) O5 0.0203(9) 0.0179(9) 0.0167(9) -0.0009(7) -0.0019(7) -0.0024(7) O6 0.0202(9) 0.0177(9) 0.0225(9) 0.0002(7) -0.0019(7) 0.0055(7) O7 0.0285(10) 0.0196(10) 0.0220(10) -0.0016(7) 0.0052(8) 0.0081(8) O8 0.0222(9) 0.0148(9) 0.0201(9) 0.0011(7) 0.0044(7) 0.0034(7) O9 0.0226(9) 0.0155(9) 0.0159(9) 0.0019(7) -0.0019(7) -0.0022(7) O10 0.0223(9) 0.0179(9) 0.0180(9) 0.0010(7) -0.0012(7) 0.0033(7) O11 0.0233(9) 0.0183(9) 0.0244(10) 0.0007(7) 0.0055(7) 0.0053(7) O12 0.0194(8) 0.0248(10) 0.0202(9) 0.0002(7) 0.0057(7) 0.0022(7) O13 0.0262(9) 0.0251(10) 0.0179(9) -0.0037(7) 0.0006(8) 0.0043(8) O14 0.0329(10) 0.0160(9) 0.0166(9) -0.0003(7) 0.0030(8) -0.0043(7) N1 0.0143(9) 0.0114(10) 0.0172(10) -0.0004(7) 0.0035(7) 0.0010(8) N2 0.0143(9) 0.0137(10) 0.0165(10) -0.0018(8) 0.0019(7) -0.0004(8) C1 0.0139(11) 0.0176(12) 0.0244(13) 0.0009(10) 0.0048(9) 0.0021(10) C2 0.0094(10) 0.0181(13) 0.0218(13) 0.0020(10) 0.0042(9) 0.0004(9) C3 0.0189(12) 0.0197(13) 0.0200(13) 0.0026(10) 0.0031(10) 0.0023(10) C4 0.0239(13) 0.0137(12) 0.0313(15) 0.0039(10) 0.0064(11) 0.0019(10) C5 0.0221(13) 0.0180(13) 0.0310(15) -0.0060(11) 0.0016(11) 0.0004(11) C6 0.0249(13) 0.0273(15) 0.0187(13) -0.0003(11) 0.0000(10) 0.0001(11) C7 0.0184(12) 0.0200(13) 0.0194(13) 0.0049(10) 0.0050(10) 0.0005(10) C8 0.0167(11) 0.0131(12) 0.0248(13) -0.0018(9) 0.0046(10) 0.0005(10) C9 0.0168(11) 0.0081(11) 0.0187(12) -0.0020(9) 0.0014(9) -0.0005(9) C10 0.0196(12) 0.0214(14) 0.0160(12) 0.0014(10) -0.0026(10) -0.0030(10) C11 0.0203(12) 0.0245(14) 0.0203(13) 0.0013(10) 0.0063(10) -0.0051(11) C12 0.0168(12) 0.0173(13) 0.0278(14) -0.0069(10) 0.0032(10) -0.0010(10) C13 0.0227(12) 0.0160(12) 0.0215(13) -0.0004(10) -0.0030(10) 0.0051(10) C14 0.0251(12) 0.0144(12) 0.0180(12) -0.0008(9) 0.0049(10) -0.0006(10) C15 0.0279(14) 0.0327(16) 0.0208(13) 0.0008(11) 0.0093(11) 0.0015(12) C16 0.0309(14) 0.0290(15) 0.0200(13) -0.0032(11) 0.0047(11) -0.0042(12) C17 0.0243(13) 0.0400(17) 0.0256(15) -0.0003(12) -0.0049(11) 0.0078(12) C18 0.0317(14) 0.0303(15) 0.0250(14) 0.0016(12) 0.0034(12) 0.0052(12) C19 0.0380(15) 0.0135(13) 0.0306(15) 0.0003(11) 0.0033(12) 0.0025(11) C20 0.0228(12) 0.0146(13) 0.0287(14) -0.0009(10) 0.0032(11) 0.0033(10) C21 0.0248(13) 0.0194(13) 0.0206(13) -0.0060(10) 0.0035(10) -0.0032(11) C22 0.0205(12) 0.0244(14) 0.0185(13) -0.0051(10) -0.0012(10) -0.0038(10) C23 0.0189(12) 0.0224(13) 0.0157(12) 0.0006(10) 0.0020(9) 0.0008(10) C24 0.0177(12) 0.0198(13) 0.0263(14) 0.0039(10) 0.0069(10) 0.0000(10) C25 0.0201(12) 0.0302(15) 0.0218(13) 0.0073(11) 0.0011(10) 0.0082(11) C26 0.0290(14) 0.0210(14) 0.0312(15) 0.0082(11) 0.0042(12) 0.0074(11) C27 0.0298(14) 0.0205(14) 0.0312(15) -0.0029(11) 0.0030(12) 0.0052(11) C28 0.0267(14) 0.0254(14) 0.0289(15) -0.0051(12) 0.0069(11) 0.0033(12) C29 0.0152(11) 0.0273(14) 0.0244(14) -0.0005(11) 0.0045(10) 0.0041(10) C30 0.0243(13) 0.0264(15) 0.0329(15) -0.0014(12) 0.0132(12) 0.0008(11) C31 0.0180(11) 0.0156(12) 0.0211(13) -0.0052(10) 0.0039(10) -0.0019(10) C32 0.0145(11) 0.0136(12) 0.0214(13) -0.0045(9) 0.0024(9) -0.0008(9) C33 0.0184(12) 0.0216(13) 0.0197(13) 0.0015(10) -0.0009(10) -0.0025(10) C34 0.0195(12) 0.0271(15) 0.0262(14) 0.0021(11) 0.0056(11) -0.0051(11) C35 0.0156(11) 0.0176(13) 0.0298(14) -0.0031(10) 0.0022(10) -0.0009(10) C36 0.0225(12) 0.0178(13) 0.0214(13) -0.0035(10) -0.0043(10) 0.0058(10) C37 0.0250(13) 0.0151(12) 0.0186(13) 0.0007(9) 0.0061(10) 0.0017(10) C38 0.0126(10) 0.0154(12) 0.0224(12) -0.0001(10) 0.0029(9) 0.0016(9) C39 0.0112(10) 0.0138(11) 0.0197(12) -0.0005(9) 0.0045(9) 0.0003(9) C40 0.0167(12) 0.0172(13) 0.0228(13) 0.0039(10) 0.0023(10) -0.0021(10) C41 0.0201(12) 0.0235(14) 0.0204(13) -0.0028(10) 0.0010(10) 0.0006(10) C42 0.0215(12) 0.0146(13) 0.0314(15) -0.0043(10) 0.0007(11) -0.0012(10) C43 0.0228(12) 0.0158(13) 0.0266(14) 0.0047(10) 0.0007(11) -0.0008(10) C44 0.0213(12) 0.0210(13) 0.0158(12) 0.0013(10) -0.0011(10) 0.0011(10) C45 0.0272(13) 0.0171(13) 0.0193(12) -0.0029(10) 0.0057(10) 0.0003(11) C46 0.0249(13) 0.0192(13) 0.0191(13) -0.0018(10) -0.0001(10) -0.0045(10) C47 0.0198(12) 0.0183(13) 0.0167(12) 0.0039(10) 0.0030(10) 0.0020(10) C48 0.0190(12) 0.0207(13) 0.0242(13) 0.0044(10) 0.0068(10) -0.0036(10) C49 0.0259(13) 0.0295(15) 0.0208(13) 0.0069(11) 0.0019(11) 0.0094(12) C50 0.0328(15) 0.0212(14) 0.0330(16) 0.0073(12) 0.0070(12) 0.0101(12) C51 0.0311(15) 0.0204(14) 0.0340(16) 0.0001(12) 0.0082(12) 0.0080(12) C52 0.0191(12) 0.0332(16) 0.0272(15) -0.0020(12) 0.0036(11) 0.0065(11) C53 0.0266(14) 0.0373(17) 0.0246(14) -0.0014(12) 0.0115(11) 0.0025(12) C54 0.0328(14) 0.0338(16) 0.0210(13) -0.0016(12) 0.0098(11) 0.0040(13) C55 0.0265(13) 0.0247(14) 0.0185(13) -0.0040(10) -0.0034(10) -0.0026(11) C56 0.0350(15) 0.0242(14) 0.0182(13) 0.0014(10) 0.0031(11) -0.0042(12) C57 0.0293(14) 0.0178(13) 0.0256(14) 0.0022(10) 0.0055(11) -0.0031(11) C58 0.0209(12) 0.0155(12) 0.0223(13) 0.0018(10) 0.0014(10) -0.0052(10) C59 0.0208(12) 0.0196(13) 0.0232(13) 0.0007(10) -0.0006(10) 0.0013(10) C60 0.0193(12) 0.0172(13) 0.0247(13) 0.0005(10) 0.0034(10) 0.0023(10) P1 0.0162(3) 0.0162(3) 0.0153(3) 0.0003(2) 0.0019(2) 0.0015(2) F1 0.0288(8) 0.0302(9) 0.0168(7) -0.0054(6) 0.0002(6) 0.0044(7) F2 0.0279(8) 0.0303(9) 0.0211(8) -0.0051(7) 0.0059(6) 0.0020(7) F3 0.0172(7) 0.0281(9) 0.0323(9) -0.0009(7) -0.0003(6) 0.0059(6) F4 0.0211(7) 0.0198(8) 0.0336(9) 0.0059(6) 0.0069(7) 0.0009(6) F5 0.0282(8) 0.0244(9) 0.0333(9) 0.0032(7) 0.0066(7) -0.0065(7) F6 0.0204(7) 0.0223(8) 0.0242(8) -0.0001(6) -0.0009(6) 0.0054(6) P2 0.0174(3) 0.0163(3) 0.0186(3) 0.0011(2) 0.0019(2) -0.0004(2) F7 0.0335(9) 0.0269(9) 0.0231(8) -0.0056(7) 0.0070(7) -0.0009(7) F8 0.0347(9) 0.0324(9) 0.0192(8) -0.0038(7) 0.0016(7) 0.0003(7) F9 0.0289(8) 0.0190(8) 0.0291(9) 0.0012(6) -0.0023(7) 0.0090(7) F10 0.0426(10) 0.0268(9) 0.0359(10) 0.0008(7) 0.0105(8) -0.0164(8) F11 0.0202(7) 0.0194(8) 0.0322(9) 0.0069(6) 0.0025(6) -0.0002(6) F12 0.0156(7) 0.0356(10) 0.0416(10) 0.0001(8) -0.0016(7) 0.0021(7) _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 O1 C15 1.424(3) . ? O1 C30 1.430(3) . ? O2 C16 1.419(3) . ? O2 C17 1.421(3) . ? O3 C18 1.412(3) . ? O3 C19 1.425(3) . ? O4 C21 1.421(3) . ? O4 C20 1.423(3) . ? O5 C22 1.421(3) . ? O5 C23 1.426(3) . ? O6 C24 1.428(3) . ? O6 C25 1.435(3) . ? O7 C26 1.418(3) . ? O7 C27 1.435(3) . ? O8 C45 1.419(3) . ? O8 C60 1.430(3) . ? O9 C46 1.424(3) . ? O9 C47 1.425(3) . ? O10 C49 1.423(3) . ? O10 C48 1.433(3) . ? O11 C50 1.427(3) . ? O11 C51 1.438(3) . ? O12 C53 1.429(3) . ? O12 C52 1.437(3) . ? O13 C55 1.430(3) . ? O13 C54 1.435(3) . ? O14 C57 1.419(3) . ? O14 C56 1.419(3) . ? N1 C1 1.503(3) . ? N1 C8 1.503(3) . ? N2 C38 1.501(3) . ? N2 C31 1.506(3) . ? C1 C2 1.499(4) . ? C2 C7 1.389(4) . ? C2 C3 1.400(3) . ? C3 C4 1.393(4) . ? C4 C5 1.386(4) . ? C5 C6 1.380(4) . ? C6 C7 1.387(4) . ? C8 C9 1.513(3) . ? C9 C10 1.388(3) . ? C9 C14 1.392(3) . ? C10 C11 1.395(3) . ? C11 C12 1.391(4) . ? C12 C13 1.389(4) . ? C13 C14 1.380(4) . ? C15 C16 1.509(4) . ? C17 C18 1.514(4) . ? C19 C20 1.497(4) . ? C21 C22 1.491(4) . ? C23 C24 1.510(4) . ? C25 C26 1.492(4) . ? C27 C28 1.497(4) . ? C28 C29 1.509(4) . ? C29 C30 1.526(4) . ? C31 C32 1.511(3) . ? C32 C33 1.393(4) . ? C32 C37 1.394(4) . ? C33 C34 1.387(4) . ? C34 C35 1.389(4) . ? C35 C36 1.385(4) . ? C36 C37 1.395(4) . ? C38 C39 1.517(3) . ? C39 C40 1.391(4) . ? C39 C44 1.402(3) . ? C40 C41 1.390(4) . ? C41 C42 1.388(4) . ? C42 C43 1.381(4) . ? C43 C44 1.385(4) . ? C45 C46 1.499(4) . ? C47 C48 1.493(4) . ? C49 C50 1.508(4) . ? C51 C52 1.496(4) . ? C53 C54 1.487(4) . ? C55 C56 1.505(4) . ? C57 C58 1.511(4) . ? C58 C59 1.526(3) . ? C59 C60 1.512(4) . ? P1 F5 1.6030(17) . ? P1 F4 1.6030(16) . ? P1 F2 1.6064(16) . ? P1 F1 1.6078(16) . ? P1 F6 1.6084(15) . ? P1 F3 1.6088(16) . ? P2 F10 1.6000(17) . ? P2 F8 1.6016(17) . ? P2 F12 1.6030(17) . ? P2 F11 1.6045(16) . ? P2 F7 1.6058(16) . ? P2 F9 1.6066(16) . ? 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 C15 O1 C30 110.4(2) . . ? C16 O2 C17 111.1(2) . . ? C18 O3 C19 110.9(2) . . ? C21 O4 C20 110.63(19) . . ? C22 O5 C23 111.58(18) . . ? C24 O6 C25 112.7(2) . . ? C26 O7 C27 111.0(2) . . ? C45 O8 C60 110.77(19) . . ? C46 O9 C47 112.16(18) . . ? C49 O10 C48 113.11(19) . . ? C50 O11 C51 111.3(2) . . ? C53 O12 C52 111.1(2) . . ? C55 O13 C54 114.0(2) . . ? C57 O14 C56 113.6(2) . . ? C1 N1 C8 110.84(18) . . ? C38 N2 C31 111.23(18) . . ? C2 C1 N1 112.91(19) . . ? C7 C2 C3 119.2(2) . . ? C7 C2 C1 120.5(2) . . ? C3 C2 C1 120.2(2) . . ? C4 C3 C2 119.6(2) . . ? C5 C4 C3 120.3(2) . . ? C6 C5 C4 120.3(3) . . ? C5 C6 C7 119.6(2) . . ? C6 C7 C2 121.0(2) . . ? N1 C8 C9 111.62(19) . . ? C10 C9 C14 119.3(2) . . ? C10 C9 C8 120.0(2) . . ? C14 C9 C8 120.7(2) . . ? C9 C10 C11 120.2(2) . . ? C12 C11 C10 120.1(2) . . ? C13 C12 C11 119.6(2) . . ? C14 C13 C12 120.2(2) . . ? C13 C14 C9 120.7(2) . . ? O1 C15 C16 111.1(2) . . ? O2 C16 C15 110.1(2) . . ? O2 C17 C18 109.5(2) . . ? O3 C18 C17 110.7(2) . . ? O3 C19 C20 110.8(2) . . ? O4 C20 C19 110.3(2) . . ? O4 C21 C22 110.6(2) . . ? O5 C22 C21 110.0(2) . . ? O5 C23 C24 109.2(2) . . ? O6 C24 C23 114.3(2) . . ? O6 C25 C26 108.8(2) . . ? O7 C26 C25 109.2(2) . . ? O7 C27 C28 108.1(2) . . ? C27 C28 C29 113.0(2) . . ? C28 C29 C30 113.8(2) . . ? O1 C30 C29 108.8(2) . . ? N2 C31 C32 111.63(19) . . ? C33 C32 C37 119.4(2) . . ? C33 C32 C31 119.9(2) . . ? C37 C32 C31 120.7(2) . . ? C34 C33 C32 120.0(2) . . ? C33 C34 C35 120.6(2) . . ? C36 C35 C34 119.7(2) . . ? C35 C36 C37 120.0(2) . . ? C32 C37 C36 120.3(2) . . ? N2 C38 C39 111.73(19) . . ? C40 C39 C44 119.4(2) . . ? C40 C39 C38 120.1(2) . . ? C44 C39 C38 120.5(2) . . ? C41 C40 C39 120.1(2) . . ? C42 C41 C40 120.3(2) . . ? C43 C42 C41 119.7(2) . . ? C42 C43 C44 120.7(2) . . ? C43 C44 C39 119.8(2) . . ? O8 C45 C46 109.6(2) . . ? O9 C46 C45 109.7(2) . . ? O9 C47 C48 109.67(19) . . ? O10 C48 C47 114.6(2) . . ? O10 C49 C50 108.6(2) . . ? O11 C50 C49 108.8(2) . . ? O11 C51 C52 109.5(2) . . ? O12 C52 C51 109.7(2) . . ? O12 C53 C54 109.3(2) . . ? O13 C54 C53 108.4(2) . . ? O13 C55 C56 111.0(2) . . ? O14 C56 C55 107.5(2) . . ? O14 C57 C58 107.7(2) . . ? C57 C58 C59 112.6(2) . . ? C60 C59 C58 114.0(2) . . ? O8 C60 C59 109.0(2) . . ? F5 P1 F4 179.56(10) . . ? F5 P1 F2 90.22(9) . . ? F4 P1 F2 89.67(9) . . ? F5 P1 F1 90.14(9) . . ? F4 P1 F1 89.97(9) . . ? F2 P1 F1 179.64(10) . . ? F5 P1 F6 89.98(9) . . ? F4 P1 F6 89.59(8) . . ? F2 P1 F6 90.08(8) . . ? F1 P1 F6 89.95(8) . . ? F5 P1 F3 90.46(9) . . ? F4 P1 F3 89.96(9) . . ? F2 P1 F3 90.01(9) . . ? F1 P1 F3 89.95(9) . . ? F6 P1 F3 179.54(10) . . ? F10 P2 F8 90.02(9) . . ? F10 P2 F12 90.35(10) . . ? F8 P2 F12 89.89(9) . . ? F10 P2 F11 179.88(11) . . ? F8 P2 F11 90.10(9) . . ? F12 P2 F11 89.62(9) . . ? F10 P2 F7 89.92(9) . . ? F8 P2 F7 179.91(12) . . ? F12 P2 F7 90.04(9) . . ? F11 P2 F7 89.97(9) . . ? F10 P2 F9 90.38(10) . . ? F8 P2 F9 90.14(9) . . ? F12 P2 F9 179.27(10) . . ? F11 P2 F9 89.65(9) . . ? F7 P2 F9 89.93(9) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.456 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.062