# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 440/100 # This CIF contains only 5 of the 8 structures present in the paper, # which were unavailable in CIF format. The data for the other 3 # structures can be obtained on request from the CCDC data_FS9449 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C31 H26.50 F12 N3.50 P2' _chemical_formula_weight 738.00 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 27.842(6) _cell_length_b 27.842(6) _cell_length_c 12.445(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8354.6(38) _cell_formula_units_Z 9 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description blocks _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method ? _exptl_crystal_F_000 3375 _exptl_absorpt_coefficient_mu 1.847 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3114 _diffrn_reflns_av_R_equivalents 0.0187 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.00 _diffrn_reflns_theta_max 62.53 _reflns_number_total 2960 _reflns_number_observed 2463 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 156 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1429P)^2^+18.3256P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00042(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2804 _refine_ls_number_parameters 268 _refine_ls_number_restraints 342 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_obs 0.0754 _refine_ls_wR_factor_all 0.2404 _refine_ls_wR_factor_obs 0.2145 _refine_ls_goodness_of_fit_all 1.048 _refine_ls_goodness_of_fit_obs 1.088 _refine_ls_restrained_S_all 1.170 _refine_ls_restrained_S_obs 1.165 _refine_ls_shift/esd_max -0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 0.1626(2) 0.71251(14) 0.2575(3) 0.0571(10) Uani 1 d . . H1A H 0.1363(2) 0.69455(14) 0.3111(3) 0.068 Uiso 1 calc R . C2 C 0.2185(2) 0.7343(2) 0.2804(4) 0.0785(14) Uani 1 d . . H2A H 0.2298(2) 0.7313(2) 0.3491(4) 0.094 Uiso 1 calc R . C3 C 0.2571(2) 0.7605(2) 0.1991(5) 0.086(2) Uani 1 d . . H3A H 0.2946(2) 0.7745(2) 0.2129(5) 0.103 Uiso 1 calc R . C4 C 0.2402(2) 0.7658(2) 0.0989(5) 0.086(2) Uani 1 d . . H4A H 0.2665(2) 0.7841(2) 0.0454(5) 0.103 Uiso 1 calc R . C5 C 0.1854(2) 0.7446(2) 0.0768(4) 0.0660(11) Uani 1 d . . H5A H 0.1745(2) 0.7484(2) 0.0083(4) 0.079 Uiso 1 calc R . C6 C 0.14577(14) 0.71729(13) 0.1560(3) 0.0477(8) Uani 1 d . . C7 C 0.08516(15) 0.69325(13) 0.1310(3) 0.0533(9) Uani 1 d . . H7A H 0.08084(15) 0.71573(13) 0.0766(3) 0.064 Uiso 1 calc R . H7B H 0.06585(15) 0.69417(13) 0.1952(3) 0.064 Uiso 1 calc R . N8 N 0.05956(11) 0.63416(10) 0.0914(2) 0.0434(7) Uani 1 d . . C9 C 0.02972(14) 0.59269(14) 0.1603(3) 0.0458(8) Uani 1 d . . H9A H 0.02549(14) 0.60068(14) 0.2311(3) 0.055 Uiso 1 calc R . C10 C 0.00516(13) 0.53798(13) 0.1265(3) 0.0411(8) Uani 1 d . . C11 C 0.01243(12) 0.52756(12) 0.0192(3) 0.0367(7) Uani 1 d . . C12 C 0.04485(12) 0.57203(12) -0.0514(3) 0.0401(8) Uani 1 d . . C13 C 0.06773(13) 0.62532(13) -0.0113(3) 0.0443(8) Uani 1 d . . H13A H 0.08903(13) 0.65538(13) -0.0559(3) 0.053 Uiso 1 calc R . C14 C 0.05141(15) 0.56065(15) -0.1614(3) 0.0500(9) Uani 1 d . . H14A H 0.07242(15) 0.58987(15) -0.2080(3) 0.060 Uiso 1 calc R . C15 C -0.02723(15) 0.49237(14) 0.1980(3) 0.0506(9) Uani 1 d . . H15A H -0.03161(15) 0.49922(14) 0.2694(3) 0.061 Uiso 1 calc R . P10 P 0.03700(6) 0.61233(5) 0.50002(8) 0.0677(5) Uani 1 d D . F11 F 0.0357(3) 0.6503(2) 0.4027(4) 0.0873(15) Uani 0.70 d PD 1 F12 F 0.0979(2) 0.6560(3) 0.5184(6) 0.156(3) Uani 0.70 d PD 1 F13 F 0.0493(3) 0.5791(2) 0.4154(3) 0.115(2) Uani 0.70 d PD 1 F14 F -0.0275(2) 0.5718(3) 0.4797(7) 0.156(3) Uani 0.70 d PD 1 F15 F 0.0174(3) 0.6446(2) 0.5787(4) 0.102(2) Uani 0.70 d PD 1 F16 F 0.0356(5) 0.5752(3) 0.5923(4) 0.150(4) Uani 0.70 d PD 1 F11' F 0.0566(6) 0.6606(6) 0.4209(12) 0.111(7) Uiso 0.30 d PD 2 F12' F 0.0881(7) 0.6062(8) 0.4603(16) 0.171(7) Uiso 0.30 d PD 2 F13' F -0.0006(7) 0.5685(6) 0.4168(12) 0.139(5) Uiso 0.30 d PD 2 F14' F -0.0109(6) 0.6189(7) 0.5359(13) 0.142(6) Uiso 0.30 d PD 2 F15' F 0.0739(9) 0.6533(8) 0.5900(14) 0.211(10) Uiso 0.30 d PD 2 F16' F 0.0224(10) 0.5635(8) 0.5823(16) 0.210(15) Uiso 0.30 d PD 2 N20 N 0.0101(8) 0.8633(9) 0.1817(16) 0.134(6) Uani 0.50 d P 1 C21 C -0.0224(11) 0.8385(9) 0.1187(19) 0.114(8) Uani 0.50 d P 1 C22 C -0.0660(11) 0.8103(11) 0.0473(21) 0.181(10) Uani 0.50 d P 1 H22A H -0.0522(11) 0.8183(11) -0.0250(21) 0.271 Uiso 0.50 d PR 1 H22B H -0.0929(11) 0.8219(11) 0.0573(21) 0.271 Uiso 0.50 d PR 1 H22C H -0.0830(11) 0.7712(11) 0.0601(21) 0.271 Uiso 0.50 d PR 1 N20' N -0.0070(37) 0.8720(34) 0.1805(65) 0.214(34) Uiso 0.23 d P 2 C21' C -0.0293(19) 0.8483(20) 0.1388(39) 0.082(11) Uiso 0.23 d P 2 C22' C -0.0761(46) 0.8111(46) 0.1043(69) 0.275(55) Uiso 0.23 d P 2 H22D H -0.0710(46) 0.7874(46) 0.0554(69) 0.412 Uiso 0.23 d PR 2 H22E H -0.0935(46) 0.8286(46) 0.0674(69) 0.412 Uiso 0.23 d PR 2 H22F H -0.0991(46) 0.7895(46) 0.1630(69) 0.412 Uiso 0.23 d PR 2 N23 N 0.3333 0.6667 0.1667 0.141(43) Uiso 0.12 d SP . C24 C 0.3333 0.6667 0.2572(124) 0.087(39) Uiso 0.06 d SP . C25 C 0.3333 0.6667 0.3789(141) 0.106(50) Uiso 0.06 d SP . H25A H 0.3434 0.6404 0.4046(141) 0.159 Uiso 0.02 d PR . H25B H 0.2970 0.6566 0.4046(141) 0.159 Uiso 0.02 d PR . H25C H 0.3596 0.7030 0.4046(141) 0.159 Uiso 0.02 d PR . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.061(2) 0.041(2) 0.064(2) -0.006(2) -0.009(2) 0.022(2) C2 0.087(3) 0.054(2) 0.097(4) -0.017(2) -0.037(3) 0.036(2) C3 0.051(2) 0.057(3) 0.139(5) -0.014(3) -0.014(3) 0.019(2) C4 0.057(3) 0.065(3) 0.111(4) -0.002(3) 0.012(3) 0.012(2) C5 0.061(2) 0.049(2) 0.068(3) 0.000(2) 0.004(2) 0.012(2) C6 0.050(2) 0.031(2) 0.058(2) -0.0069(14) -0.004(2) 0.0171(15) C7 0.053(2) 0.032(2) 0.071(2) -0.011(2) -0.009(2) 0.019(2) N8 0.0415(14) 0.0346(14) 0.055(2) -0.0071(12) -0.0074(12) 0.0196(12) C9 0.050(2) 0.045(2) 0.044(2) -0.0066(14) -0.0056(14) 0.025(2) C10 0.042(2) 0.040(2) 0.041(2) -0.0025(13) -0.0065(13) 0.0194(14) C11 0.0331(15) 0.037(2) 0.043(2) -0.0012(12) -0.0070(12) 0.0190(13) C12 0.038(2) 0.037(2) 0.044(2) 0.0020(13) -0.0040(13) 0.0174(13) C13 0.042(2) 0.038(2) 0.051(2) 0.0022(14) -0.0041(14) 0.0188(14) C14 0.052(2) 0.047(2) 0.043(2) 0.0053(15) 0.0025(15) 0.019(2) C15 0.061(2) 0.046(2) 0.040(2) -0.0007(14) 0.002(2) 0.023(2) P10 0.0971(9) 0.0704(8) 0.0450(7) 0.0044(5) 0.0121(5) 0.0490(7) F11 0.127(5) 0.092(3) 0.062(2) 0.013(2) -0.001(3) 0.069(3) F12 0.076(3) 0.189(7) 0.149(6) -0.002(5) -0.031(4) 0.025(4) F13 0.217(6) 0.129(4) 0.058(2) -0.006(2) 0.026(3) 0.131(5) F14 0.082(3) 0.119(5) 0.214(7) -0.030(5) 0.020(4) 0.010(3) F15 0.149(4) 0.094(3) 0.079(3) 0.003(2) 0.047(3) 0.073(3) F16 0.317(11) 0.153(6) 0.049(2) 0.050(3) 0.039(4) 0.168(7) N20 0.119(10) 0.168(14) 0.137(12) -0.033(9) -0.054(9) 0.088(11) C21 0.121(15) 0.117(14) 0.125(16) -0.012(11) 0.003(12) 0.076(13) C22 0.140(16) 0.177(20) 0.155(20) -0.052(17) -0.046(16) 0.026(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.376(5) . ? C1 C2 1.388(6) . ? C2 C3 1.389(8) . ? C3 C4 1.366(8) . ? C4 C5 1.361(6) . ? C5 C6 1.389(5) . ? C6 C7 1.504(5) . ? C7 N8 1.512(4) . ? N8 C13 1.342(4) . ? N8 C9 1.342(4) . ? C9 C10 1.387(5) . ? C10 C11 1.402(5) . ? C10 C15 1.439(5) . ? C11 C11 1.415(6) 10_565 ? C11 C12 1.416(4) . ? C12 C13 1.383(4) . ? C12 C14 1.437(5) . ? C14 C15 1.358(5) 10_565 ? C15 C14 1.358(5) 10_565 ? P10 F14' 1.502(13) . ? P10 F11' 1.530(13) . ? P10 F12 1.531(5) . ? P10 F16 1.532(4) . ? P10 F13' 1.544(12) . ? P10 F13 1.549(4) . ? P10 F15' 1.561(15) . ? P10 F16' 1.584(15) . ? P10 F14 1.592(5) . ? P10 F12' 1.595(14) . ? P10 F15 1.600(4) . ? P10 F11 1.621(4) . ? N20 C21 1.13(3) . ? C21 C22 1.39(3) . ? N20' C21' 0.82(9) . ? C21' C22' 1.27(11) . ? N23 C24 1.13(15) . ? N23 C24 1.13(15) 13_565 ? C24 C25 1.51(22) . ? 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 C6 C1 C2 120.5(4) . . ? C1 C2 C3 119.0(5) . . ? C4 C3 C2 120.3(4) . . ? C5 C4 C3 120.6(5) . . ? C4 C5 C6 120.4(5) . . ? C1 C6 C5 119.2(4) . . ? C1 C6 C7 120.5(3) . . ? C5 C6 C7 120.3(4) . . ? C6 C7 N8 111.4(3) . . ? C13 N8 C9 122.7(3) . . ? C13 N8 C7 118.6(3) . . ? C9 N8 C7 118.7(3) . . ? N8 C9 C10 120.3(3) . . ? C9 C10 C11 118.2(3) . . ? C9 C10 C15 121.9(3) . . ? C11 C10 C15 119.8(3) . . ? C10 C11 C11 120.3(4) . 10_565 ? C10 C11 C12 120.4(3) . . ? C11 C11 C12 119.4(4) 10_565 . ? C13 C12 C11 117.6(3) . . ? C13 C12 C14 122.7(3) . . ? C11 C12 C14 119.7(3) . . ? N8 C13 C12 120.8(3) . . ? C15 C14 C12 120.7(3) 10_565 . ? C14 C15 C10 120.2(3) 10_565 . ? F14' P10 F11' 91.9(8) . . ? F12 P10 F16 93.9(5) . . ? F14' P10 F13' 90.2(8) . . ? F11' P10 F13' 93.7(8) . . ? F12 P10 F13 95.1(4) . . ? F16 P10 F13 92.6(3) . . ? F14' P10 F15' 89.9(9) . . ? F11' P10 F15' 90.3(8) . . ? F13' P10 F15' 176.0(9) . . ? F14' P10 F16' 92.9(9) . . ? F11' P10 F16' 174.7(10) . . ? F13' P10 F16' 88.5(9) . . ? F15' P10 F16' 87.4(9) . . ? F12 P10 F14 174.4(4) . . ? F16 P10 F14 90.1(5) . . ? F13 P10 F14 88.7(4) . . ? F14' P10 F12' 179.0(8) . . ? F11' P10 F12' 87.1(8) . . ? F13' P10 F12' 89.8(8) . . ? F15' P10 F12' 90.3(9) . . ? F16' P10 F12' 88.2(9) . . ? F12 P10 F15 90.9(4) . . ? F16 P10 F15 91.1(3) . . ? F13 P10 F15 172.7(4) . . ? F14 P10 F15 85.1(3) . . ? F12 P10 F11 88.3(4) . . ? F16 P10 F11 177.6(5) . . ? F13 P10 F11 88.0(2) . . ? F14 P10 F11 87.6(4) . . ? F15 P10 F11 88.0(3) . . ? N20 C21 C22 173.3(29) . . ? N20' C21' C22' 157.3(95) . . ? C24 N23 C24 179.994(15) . 13_565 ? N23 C24 C25 180.00(12) . . ? _refine_diff_density_max 0.479 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.070 data_FS9540 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C78 H90 F24 N10 O22 P4' _chemical_formula_weight 2099.48 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.925(3) _cell_length_b 13.5810(13) _cell_length_c 24.8718(14) _cell_angle_alpha 90.00 _cell_angle_beta 107.096(10) _cell_angle_gamma 90.00 _cell_volume 9338.8(14) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 40 _cell_measurement_theta_min 10.88 _cell_measurement_theta_max 22.45 _exptl_crystal_description Blocks _exptl_crystal_colour Red _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method ? _exptl_crystal_F_000 4320 _exptl_absorpt_coefficient_mu 1.840 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 100.03 _diffrn_reflns_number 7015 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_av_sigmaI/netI 0.0614 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 60.02 _reflns_number_total 6857 _reflns_number_observed 4292 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.2489P)^2^+47.7958P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0006(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6857 _refine_ls_number_parameters 724 _refine_ls_number_restraints 127 _refine_ls_R_factor_all 0.1733 _refine_ls_R_factor_obs 0.1274 _refine_ls_wR_factor_all 0.3945 _refine_ls_wR_factor_obs 0.3379 _refine_ls_goodness_of_fit_all 1.034 _refine_ls_goodness_of_fit_obs 1.137 _refine_ls_restrained_S_all 1.039 _refine_ls_restrained_S_obs 1.140 _refine_ls_shift/esd_max -0.175 _refine_ls_shift/esd_mean 0.015 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.4051(2) 0.7362(4) 0.1824(2) 0.0555(13) Uani 1 d . . C2 C 0.3948(3) 0.7364(5) 0.1224(3) 0.055(2) Uani 1 d . . H2A H 0.4057(3) 0.6740(5) 0.1096(3) 0.066 Uiso 1 calc R . H2B H 0.4118(3) 0.7916(5) 0.1105(3) 0.066 Uiso 1 calc R . C3 C 0.3411(3) 0.7477(5) 0.0975(3) 0.057(2) Uani 1 d . . H3A H 0.3317(3) 0.7319(5) 0.0568(3) 0.069 Uiso 1 calc R . H3B H 0.3240(3) 0.7020(5) 0.1161(3) 0.069 Uiso 1 calc R . O4 O 0.3286(2) 0.8465(3) 0.1055(2) 0.0567(13) Uani 1 d . . C5 C 0.2778(3) 0.8617(7) 0.0853(4) 0.072(2) Uani 1 d . . H5A H 0.2617(3) 0.8257(7) 0.1094(4) 0.086 Uiso 1 calc R . H5B H 0.2654(3) 0.8356(7) 0.0465(4) 0.086 Uiso 1 calc R . C6 C 0.2663(3) 0.9689(7) 0.0855(3) 0.074(2) Uani 1 d . . H6A H 0.2843(3) 1.0058(7) 0.0638(3) 0.088 Uiso 1 calc R . H6B H 0.2313(3) 0.9794(7) 0.0675(3) 0.088 Uiso 1 calc R . O7 O 0.2796(2) 1.0042(4) 0.1425(2) 0.067(2) Uani 1 d . . C8 C 0.2614(3) 1.1021(6) 0.1428(4) 0.070(2) Uani 1 d . . H8A H 0.2670(3) 1.1398(6) 0.1112(4) 0.083 Uiso 1 calc R . H8B H 0.2261(3) 1.0995(6) 0.1371(4) 0.083 Uiso 1 calc R . C9 C 0.2840(5) 1.1511(10) 0.1939(6) 0.116(5) Uani 1 d . . H9A H 0.2643(5) 1.2086(10) 0.1922(6) 0.139 Uiso 0.50 d PR 1 H9B H 0.3138(5) 1.1745(10) 0.1892(6) 0.139 Uiso 0.50 d PR 1 H9C H 0.2695(5) 1.1276(10) 0.2217(6) 0.139 Uiso 0.50 d PR 2 H9D H 0.2750(5) 1.2191(10) 0.1874(6) 0.139 Uiso 0.50 d PR 2 O10 O 0.2948(4) 1.1293(7) 0.2414(5) 0.064(3) Uani 0.50 d P -1 C11 C 0.3079(6) 1.2037(12) 0.2858(7) 0.066(4) Uani 0.50 d P -1 H11A H 0.2937(6) 1.1842(12) 0.3160(7) 0.079 Uiso 0.50 calc PR -1 H11B H 0.2928(6) 1.2669(12) 0.2701(7) 0.079 Uiso 0.50 calc PR -1 C12 C 0.3608(7) 1.2205(12) 0.3116(8) 0.067(5) Uani 0.50 d P -1 H12A H 0.3662(7) 1.2701(12) 0.3420(8) 0.080 Uiso 0.50 calc PR -1 H12B H 0.3768(7) 1.1585(12) 0.3279(8) 0.080 Uiso 0.50 calc PR -1 O13 O 0.3794(3) 1.2536(5) 0.2699(4) 0.066(3) Uani 0.50 d PD -1 C14 C 0.4256(3) 1.2448(3) 0.2700(3) 0.047(3) Uani 0.50 d PD -1 C15 C 0.4371(4) 1.2453(5) 0.2189(4) 0.055(6) Uani 0.50 d PD -1 H15A H 0.4121(4) 1.2519(5) 0.1844(4) 0.066 Uiso 0.50 calc PR -1 C16 C 0.4854(3) 1.2362(6) 0.2188(5) 0.052(6) Uani 0.50 d PD -1 H16A H 0.4931(3) 1.2365(6) 0.1842(5) 0.062 Uiso 0.50 calc PR -1 C17 C 0.5223(4) 1.2264(4) 0.2699(4) 0.044(5) Uani 0.50 d PD -1 C18 C 0.5109(4) 1.2259(6) 0.3210(4) 0.065(4) Uani 0.50 d PD -1 H18A H 0.5358(4) 1.2193(6) 0.3555(4) 0.078 Uiso 0.50 calc PR -1 C19 C 0.4625(3) 1.2351(6) 0.3210(3) 0.052(4) Uani 0.50 d PD -1 H19A H 0.4548(3) 1.2347(6) 0.3556(3) 0.062 Uiso 0.50 calc PR -1 O20 O 0.5684(5) 1.2177(6) 0.2697(6) 0.058(4) Uani 0.50 d PD -1 C21 C 0.6082(8) 1.2272(12) 0.3193(7) 0.079(6) Uani 0.50 d P -1 H21A H 0.6097(8) 1.1675(12) 0.3425(7) 0.094 Uiso 0.50 calc PR -1 H21B H 0.6021(8) 1.2840(12) 0.3411(7) 0.094 Uiso 0.50 calc PR -1 C22 C 0.6554(7) 1.2408(12) 0.3098(10) 0.080(5) Uani 0.50 d P -1 H22A H 0.6803(7) 1.2533(12) 0.3462(10) 0.096 Uiso 0.50 calc PR -1 H22B H 0.6543(7) 1.2987(12) 0.2853(10) 0.096 Uiso 0.50 calc PR -1 O23 O 0.6687(4) 1.1521(7) 0.2831(6) 0.074(3) Uani 0.50 d P -1 C24 C 0.4613(3) 0.7328(5) 0.2714(3) 0.049(2) Uani 1 d . . H24A H 0.4347(3) 0.7329(5) 0.2865(3) 0.059 Uiso 1 calc R . C25 C 0.4526(3) 0.7328(5) 0.2142(3) 0.049(2) Uani 1 d . . C26 C 0.4917(3) 0.7326(5) 0.1920(3) 0.051(2) Uani 1 d . . H26A H 0.4864(3) 0.7323(5) 0.1525(3) 0.061 Uiso 1 calc R . N41 N 0.6078(2) 0.9661(4) 0.2193(2) 0.052(2) Uani 1 d . . C42 C 0.5657(3) 0.9739(5) 0.1764(3) 0.055(2) Uani 1 d . . H42A H 0.5667(3) 0.9721(5) 0.1386(3) 0.066 Uiso 1 calc R . C43 C 0.5222(3) 0.9843(5) 0.1872(3) 0.047(2) Uani 1 d . . C44 C 0.5219(2) 0.9859(4) 0.2432(3) 0.041(2) Uani 1 d . . C45 C 0.5664(3) 0.9838(5) 0.2881(3) 0.050(2) Uani 1 d . . C46 C 0.6090(3) 0.9738(5) 0.2737(3) 0.049(2) Uani 1 d . . H46A H 0.6391(3) 0.9724(5) 0.3023(3) 0.059 Uiso 1 calc R . C47 C 0.4768(3) 0.9880(6) 0.1426(3) 0.057(2) Uani 1 d . . H47A H 0.4769(3) 0.9900(6) 0.1044(3) 0.069 Uiso 1 calc R . C48 C 0.5649(3) 0.9885(5) 0.3450(3) 0.056(2) Uani 1 d . . H48A H 0.5943(3) 0.9921(5) 0.3746(3) 0.067 Uiso 1 calc R . C49 C 0.6539(3) 0.9433(6) 0.2061(3) 0.061(2) Uani 1 d . . H49A H 0.6818(3) 0.9717(6) 0.2352(3) 0.073 Uiso 1 calc R . H49B H 0.6532(3) 0.9719(6) 0.1692(3) 0.073 Uiso 1 calc R . C50 C 0.6589(3) 0.8334(5) 0.2045(3) 0.050(2) Uani 1 d . . C51 C 0.6801(3) 0.7815(7) 0.2536(3) 0.060(2) Uani 1 d . . H51A H 0.6945(3) 0.8165(7) 0.2875(3) 0.072 Uiso 1 calc R . C52 C 0.6807(3) 0.6793(6) 0.2543(3) 0.059(2) Uani 1 d . . H52A H 0.6956(3) 0.6444(6) 0.2880(3) 0.071 Uiso 1 calc R . C53 C 0.6590(3) 0.6292(6) 0.2047(3) 0.052(2) Uani 1 d . . C54 C 0.6394(3) 0.6797(5) 0.1551(3) 0.052(2) Uani 1 d . . H54A H 0.6260(3) 0.6444(5) 0.1211(3) 0.063 Uiso 1 calc R . C55 C 0.6394(3) 0.7820(6) 0.1547(3) 0.052(2) Uani 1 d . . H55A H 0.6261(3) 0.8167(6) 0.1204(3) 0.063 Uiso 1 calc R . C56 C 0.6537(3) 0.5190(6) 0.2059(3) 0.063(2) Uani 1 d . . H56A H 0.6526(3) 0.4908(6) 0.1688(3) 0.076 Uiso 1 calc R . H56B H 0.6817(3) 0.4901(6) 0.2346(3) 0.076 Uiso 1 calc R . N57 N 0.6077(2) 0.4952(4) 0.2196(2) 0.055(2) Uani 1 d . . C58 C 0.5664(3) 0.4898(5) 0.1761(3) 0.054(2) Uani 1 d . . H58A H 0.5677(3) 0.4910(5) 0.1384(3) 0.065 Uiso 1 calc R . C59 C 0.5225(3) 0.4826(4) 0.1872(3) 0.049(2) Uani 1 d . . C60 C 0.5222(3) 0.4809(4) 0.2434(3) 0.045(2) Uani 1 d . . C61 C 0.5665(3) 0.4822(5) 0.2882(3) 0.052(2) Uani 1 d . . C62 C 0.6084(3) 0.4902(5) 0.2734(3) 0.056(2) Uani 1 d . . H62A H 0.6385(3) 0.4921(5) 0.3020(3) 0.067 Uiso 1 calc R . C63 C 0.4763(3) 0.4792(5) 0.1427(3) 0.054(2) Uani 1 d . . H63A H 0.4763(3) 0.4773(5) 0.1045(3) 0.065 Uiso 1 calc R . C64 C 0.5649(3) 0.4789(5) 0.3455(3) 0.055(2) Uani 1 d . . H64A H 0.5942(3) 0.4764(5) 0.3753(3) 0.066 Uiso 1 calc R . P10 P 0.10309(11) 0.9216(2) 0.02514(9) 0.0744(8) Uani 1 d . . F11 F 0.1435(4) 0.9779(11) 0.0730(4) 0.112(4) Uani 0.65 d P 1 F12 F 0.0848(6) 0.8737(10) 0.0723(4) 0.120(4) Uani 0.65 d P 1 F13 F 0.1342(9) 0.8308(10) 0.0314(8) 0.210(11) Uani 0.65 d P 1 F14 F 0.1234(6) 0.9631(10) -0.0213(4) 0.116(5) Uani 0.65 d P 1 F15 F 0.0657(7) 1.0016(16) 0.0187(11) 0.238(11) Uani 0.65 d P 1 F16 F 0.0606(5) 0.8812(12) -0.0257(4) 0.125(4) Uani 0.65 d P 1 F11' F 0.1206(11) 1.0058(22) 0.0606(13) 0.124(10) Uiso 0.35 d P 2 F12' F 0.0638(10) 0.9232(24) 0.0574(13) 0.135(10) Uiso 0.35 d P 2 F13' F 0.1431(19) 0.8576(40) 0.0615(22) 0.226(22) Uiso 0.35 d P 2 F14' F 0.1401(11) 0.9287(22) -0.0048(13) 0.123(11) Uiso 0.35 d P 2 F15' F 0.0861(14) 1.0284(29) -0.0018(17) 0.178(14) Uiso 0.35 d P 2 F16' F 0.0811(8) 0.8286(15) -0.0095(9) 0.090(6) Uiso 0.35 d P 2 P20 P 0.24593(9) 0.9591(2) 0.39202(9) 0.0684(7) Uani 1 d . . F21 F 0.2585(2) 0.9794(5) 0.4560(3) 0.111(2) Uiso 1 d . . F22 F 0.2993(4) 0.9303(14) 0.4017(5) 0.115(5) Uani 0.60 d P 1 F23 F 0.2621(7) 1.0716(9) 0.3826(7) 0.155(7) Uani 0.60 d P 1 F24 F 0.1938(4) 1.0057(12) 0.3827(4) 0.116(4) Uani 0.60 d P 1 F25 F 0.2308(7) 0.8556(9) 0.4038(6) 0.140(5) Uani 0.60 d P 1 F26 F 0.2326(2) 0.9379(5) 0.3266(3) 0.108(2) Uiso 1 d . . F22' F 0.2969(8) 0.9866(16) 0.3897(9) 0.103(7) Uiso 0.40 d P 2 F23' F 0.2327(9) 1.0614(19) 0.3765(10) 0.118(7) Uiso 0.40 d P 2 F24' F 0.1923(7) 0.9284(17) 0.3885(8) 0.107(5) Uiso 0.40 d P 2 F25' F 0.2619(8) 0.8440(15) 0.3974(8) 0.107(6) Uiso 0.40 d P 2 C71 C 0.1769(6) 0.7921(13) 0.5005(7) 0.150(6) Uani 1 d D 2 H71A H 0.1597(6) 0.8436(13) 0.5129(7) 0.225 Uiso 1 d R 2 H71B H 0.1879(6) 0.7444(13) 0.5300(7) 0.225 Uiso 1 d R 2 H71C H 0.2042(6) 0.8197(13) 0.4913(7) 0.225 Uiso 1 d R 2 N72 N 0.1468(6) 0.7458(10) 0.4510(7) 0.140(5) Uani 1 d D 2 O73 O 0.1075(5) 0.7761(10) 0.4303(6) 0.178(5) Uani 1 d D 2 O74 O 0.1646(5) 0.6781(9) 0.4333(6) 0.198(6) Uani 1 d D 2 C75 C -0.0121(8) 0.6911(16) -0.0697(8) 0.083(5) Uiso 0.50 d PD 3 H75A H 0.0078(8) 0.6350(16) -0.0709(8) 0.125 Uiso 0.50 d PR 3 H75B H -0.0444(8) 0.6793(16) -0.0933(8) 0.125 Uiso 0.50 d PR 3 H75C H 0.0008(8) 0.7481(16) -0.0830(8) 0.125 Uiso 0.50 d PR 3 N76 N -0.0078(45) 0.7002(65) -0.0124(14) 0.545(80) Uiso 0.50 d PD 3 C77 O 0.0143(10) 0.6468(18) 0.0201(10) 0.190(10) Uiso 0.50 d PD 3 C78 O -0.0291(8) 0.7720(14) 0.0011(9) 0.129(7) Uiso 0.50 d PD 3 C79 C -0.0123(14) 0.7441(26) 0.0214(10) 0.149(14) Uiso 0.50 d PD 4 H79A H 0.0057(14) 0.7062(26) 0.0533(10) 0.224 Uiso 0.50 d PR 4 H79B H 0.0021(14) 0.8081(26) 0.0227(10) 0.224 Uiso 0.50 d PR 4 H79C H -0.0451(14) 0.7510(26) 0.0223(10) 0.224 Uiso 0.50 d PR 4 N80 N -0.0098(6) 0.7067(12) -0.0286(7) 0.075(4) Uiso 0.50 d PD 4 O81 O 0.0120(8) 0.6503(15) -0.0400(9) 0.143(7) Uiso 0.50 d PD 4 O82 O -0.0324(8) 0.7624(16) -0.0710(9) 0.164(8) Uiso 0.50 d PD 4 C83 C 0.6312(31) 1.0844(37) 0.0167(23) 0.268(45) Uiso 0.40 d PD 5 H83A H 0.6380(31) 1.1207(37) 0.0513(23) 0.402 Uiso 0.40 d PR 5 H83B H 0.6608(31) 1.0582(37) 0.0125(23) 0.402 Uiso 0.40 d PR 5 H83C H 0.6166(31) 1.1273(37) -0.0143(23) 0.402 Uiso 0.40 d PR 5 N84 N 0.6069(5) 0.9954(12) 0.0207(6) 0.041(3) Uiso 0.40 d PD 5 O85 O 0.5943(5) 0.9759(10) 0.0583(5) 0.057(3) Uiso 0.40 d PD 5 O86 O 0.5986(7) 0.9440(12) -0.0204(7) 0.085(5) Uiso 0.40 d PD 5 C87 C 0.5922(14) 0.9451(20) 0.0034(15) 0.123(12) Uiso 0.40 d PD 6 H87A H 0.5735(14) 0.9032(20) 0.0201(15) 0.185 Uiso 0.40 d PR 6 H87B H 0.5754(14) 0.9543(20) -0.0357(15) 0.185 Uiso 0.40 d PR 6 H87C H 0.6230(14) 0.9151(20) 0.0071(15) 0.185 Uiso 0.40 d PR 6 N88 N 0.6032(8) 1.0359(16) 0.0294(9) 0.084(7) Uiso 0.40 d PD 6 O89 O 0.6012(9) 1.0454(19) 0.0743(9) 0.136(8) Uiso 0.40 d PD 6 O90 O 0.6288(6) 1.0919(11) 0.0101(6) 0.066(5) Uiso 0.40 d PD 6 C91 C 0.6760(9) 1.2353(26) 0.1606(16) 0.058(9) Uiso 0.20 d PD 7 H91A H 0.6822(9) 1.1766(26) 0.1424(16) 0.087 Uiso 0.20 d PR 7 H91B H 0.6844(9) 1.2919(26) 0.1424(16) 0.087 Uiso 0.20 d PR 7 H91C H 0.6950(9) 1.2345(26) 0.1994(16) 0.087 Uiso 0.20 d PR 7 N92 N 0.6263(9) 1.2336(19) 0.1563(13) 0.046(8) Uiso 0.20 d PD 7 O93 O 0.6019(11) 1.1724(23) 0.1357(16) 0.107(11) Uiso 0.20 d PD 7 O94 O 0.6128(11) 1.3059(21) 0.1773(14) 0.094(10) Uiso 0.20 d PD 7 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 0.074(4) 0.053(3) 0.045(3) 0.001(2) 0.027(3) 0.004(3) C2 0.079(5) 0.048(4) 0.043(4) 0.000(3) 0.025(4) 0.006(4) C3 0.085(6) 0.038(4) 0.051(4) -0.001(3) 0.022(4) -0.007(4) O4 0.069(3) 0.045(3) 0.054(3) -0.003(2) 0.016(2) -0.001(2) C5 0.071(6) 0.075(6) 0.065(5) -0.013(4) 0.014(4) -0.001(5) C6 0.073(6) 0.084(6) 0.054(5) -0.004(4) 0.004(4) 0.010(5) O7 0.072(4) 0.067(3) 0.060(3) 0.002(3) 0.017(3) 0.015(3) C8 0.079(6) 0.067(5) 0.066(5) 0.007(4) 0.025(4) 0.021(4) C9 0.116(10) 0.101(9) 0.111(10) -0.034(8) 0.001(8) 0.049(8) O10 0.080(8) 0.045(6) 0.061(7) -0.001(5) 0.011(6) -0.006(5) C11 0.072(11) 0.054(9) 0.080(11) -0.005(8) 0.036(9) 0.007(8) C12 0.084(12) 0.043(9) 0.063(11) 0.015(8) 0.005(9) -0.005(8) O13 0.073(7) 0.048(6) 0.077(7) 0.016(5) 0.024(6) 0.005(5) C14 0.051(9) 0.020(6) 0.068(10) 0.000(6) 0.016(8) 0.000(6) C15 0.080(14) 0.021(9) 0.065(13) 0.014(8) 0.023(10) 0.000(8) C16 0.073(13) 0.044(11) 0.043(12) 0.008(8) 0.025(12) -0.010(9) C17 0.080(13) 0.022(8) 0.038(10) -0.011(6) 0.030(9) -0.005(8) C18 0.078(12) 0.034(8) 0.080(13) -0.004(8) 0.020(10) 0.002(7) C19 0.061(9) 0.037(7) 0.059(9) -0.002(6) 0.020(7) -0.002(7) O20 0.080(9) 0.034(7) 0.060(8) -0.012(6) 0.019(7) -0.001(6) C21 0.127(18) 0.045(9) 0.060(10) 0.005(8) 0.022(11) 0.010(10) C22 0.078(12) 0.046(9) 0.121(16) -0.008(9) 0.036(12) 0.004(8) O23 0.075(8) 0.030(5) 0.118(10) 0.002(6) 0.030(8) 0.004(5) C24 0.071(5) 0.034(3) 0.052(4) 0.002(3) 0.032(4) -0.005(3) C25 0.080(5) 0.026(3) 0.047(4) 0.002(3) 0.031(4) 0.002(3) C26 0.084(6) 0.035(4) 0.042(4) -0.001(3) 0.033(4) 0.006(3) N41 0.074(4) 0.038(3) 0.048(3) -0.002(2) 0.026(3) -0.009(3) C42 0.082(6) 0.048(4) 0.038(4) -0.007(3) 0.022(4) -0.018(4) C43 0.068(5) 0.034(4) 0.038(4) -0.001(3) 0.015(3) -0.010(3) C44 0.062(4) 0.022(3) 0.039(3) -0.001(2) 0.016(3) -0.002(3) C45 0.076(5) 0.030(4) 0.043(4) 0.001(3) 0.018(4) 0.003(3) C46 0.064(5) 0.037(4) 0.045(4) -0.005(3) 0.014(3) 0.000(3) C47 0.078(6) 0.059(5) 0.038(4) 0.000(3) 0.021(4) -0.005(4) C48 0.072(5) 0.050(4) 0.043(4) 0.001(3) 0.011(4) 0.015(4) C49 0.074(5) 0.063(5) 0.056(4) -0.009(4) 0.032(4) -0.015(4) C50 0.051(4) 0.058(4) 0.047(4) -0.003(3) 0.025(3) -0.002(3) C51 0.056(5) 0.089(6) 0.037(4) -0.007(4) 0.017(3) -0.002(4) C52 0.064(5) 0.070(5) 0.044(4) 0.001(4) 0.015(3) 0.012(4) C53 0.059(4) 0.064(5) 0.039(4) 0.005(3) 0.024(3) 0.018(4) C54 0.061(5) 0.057(5) 0.042(4) -0.006(3) 0.021(3) 0.007(4) C55 0.058(4) 0.065(5) 0.038(4) 0.003(3) 0.021(3) 0.004(4) C56 0.078(6) 0.062(5) 0.052(4) 0.005(4) 0.023(4) 0.029(4) N57 0.081(5) 0.042(3) 0.045(3) 0.001(2) 0.020(3) 0.012(3) C58 0.084(6) 0.045(4) 0.032(4) -0.004(3) 0.013(4) 0.012(4) C59 0.088(6) 0.025(3) 0.030(3) -0.002(2) 0.010(3) 0.004(3) C60 0.079(5) 0.022(3) 0.030(3) 0.000(2) 0.010(3) 0.006(3) C61 0.087(6) 0.026(3) 0.037(4) 0.004(3) 0.010(4) 0.006(3) C62 0.079(6) 0.036(4) 0.048(4) -0.001(3) 0.012(4) 0.011(4) C63 0.084(6) 0.042(4) 0.028(3) -0.004(3) 0.004(4) 0.004(4) C64 0.083(6) 0.044(4) 0.033(4) 0.002(3) 0.009(4) 0.005(4) P10 0.113(2) 0.0638(14) 0.0484(12) -0.0117(10) 0.0266(12) -0.0015(13) F11 0.094(8) 0.172(12) 0.064(6) -0.064(6) 0.011(5) -0.022(8) F12 0.198(13) 0.126(9) 0.048(5) -0.004(5) 0.058(6) -0.023(9) F13 0.386(31) 0.095(9) 0.159(14) 0.027(9) 0.096(17) 0.140(14) F14 0.195(14) 0.100(8) 0.054(6) -0.001(5) 0.036(7) -0.059(9) F15 0.187(18) 0.189(17) 0.379(31) 0.099(21) 0.146(21) 0.129(15) F16 0.141(10) 0.176(12) 0.048(5) -0.010(6) 0.010(5) -0.044(9) P20 0.077(2) 0.0731(15) 0.0549(13) 0.0105(10) 0.0183(11) 0.0140(12) F22 0.081(7) 0.185(14) 0.083(7) 0.002(8) 0.029(5) 0.063(9) F23 0.172(15) 0.080(8) 0.175(14) 0.040(8) -0.009(11) -0.050(9) F24 0.079(7) 0.149(11) 0.094(7) -0.054(7) -0.015(5) 0.048(7) F25 0.216(17) 0.083(8) 0.137(11) 0.007(7) 0.078(11) -0.052(10) C71 0.156(15) 0.189(17) 0.113(11) 0.027(12) 0.052(10) 0.046(13) N72 0.149(12) 0.126(10) 0.176(14) 0.021(9) 0.095(11) 0.044(9) O73 0.147(10) 0.183(12) 0.218(13) 0.029(9) 0.075(10) 0.043(9) O74 0.264(15) 0.126(9) 0.264(15) -0.003(9) 0.169(13) 0.053(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C25 1.371(9) . ? O1 C2 1.432(8) . ? C2 C3 1.499(11) . ? C3 O4 1.420(8) . ? O4 C5 1.421(10) . ? C5 C6 1.493(12) . ? C6 O7 1.438(9) . ? O7 C8 1.432(9) . ? C8 C9 1.413(14) . ? C9 O10 1.17(2) . ? C9 O23 1.32(2) 2_655 ? O10 C11 1.46(2) . ? C11 C12 1.49(2) . ? C12 O13 1.38(2) . ? O13 C14 1.341(12) . ? C14 C19 1.404(8) . ? C14 C15 1.404(8) . ? C15 C16 1.404(8) . ? C16 C17 1.404(8) . ? C17 O20 1.341(12) . ? C17 C18 1.404(8) . ? C18 C19 1.404(8) . ? O20 C21 1.42(2) . ? C21 C22 1.46(3) . ? C22 O23 1.48(2) . ? O23 C9 1.32(2) 2_655 ? C24 C25 1.369(9) . ? C24 C26 1.396(11) 2_655 ? C25 C26 1.398(10) . ? C26 C24 1.395(11) 2_655 ? N41 C46 1.347(9) . ? N41 C42 1.366(10) . ? N41 C49 1.499(10) . ? C42 C43 1.371(11) . ? C43 C44 1.396(9) . ? C43 C47 1.449(10) . ? C44 C44 1.405(13) 2_655 ? C44 C45 1.434(10) . ? C45 C46 1.385(10) . ? C45 C48 1.432(10) . ? C47 C48 1.330(11) 2_655 ? C48 C47 1.330(11) 2_655 ? C49 C50 1.501(11) . ? C50 C51 1.387(10) . ? C50 C55 1.390(10) . ? C51 C52 1.387(11) . ? C52 C53 1.387(10) . ? C53 C54 1.379(10) . ? C53 C56 1.506(11) . ? C54 C55 1.390(10) . ? C56 N57 1.501(10) . ? N57 C62 1.335(9) . ? N57 C58 1.358(10) . ? C58 C59 1.380(11) . ? C59 C60 1.402(9) . ? C59 C63 1.463(10) . ? C60 C60 1.412(15) 2_655 ? C60 C61 1.431(10) . ? C61 C62 1.369(11) . ? C61 C64 1.442(10) . ? C63 C64 1.308(11) 2_655 ? C64 C63 1.308(11) 2_655 ? P10 F11' 1.44(3) . ? P10 F14' 1.48(3) . ? P10 F13' 1.52(5) . ? P10 F15 1.508(13) . ? P10 F13 1.509(12) . ? P10 F14 1.548(11) . ? P10 F16' 1.56(2) . ? P10 F12 1.564(9) . ? P10 F12' 1.57(3) . ? P10 F16 1.579(10) . ? P10 F11 1.597(9) . ? P10 F15' 1.61(4) . ? F11' F15' 1.61(4) . ? P20 F23' 1.46(2) . ? P20 F25 1.525(11) . ? P20 F22' 1.54(2) . ? P20 F22 1.541(10) . ? P20 F21 1.548(7) . ? P20 F26 1.584(7) . ? P20 F24' 1.58(2) . ? P20 F24 1.588(10) . ? P20 F25' 1.62(2) . ? P20 F23 1.634(11) . ? C71 N72 1.43(2) . ? N72 O73 1.177(13) . ? N72 O74 1.199(12) . ? C75 N76 1.40(3) . ? N76 C77 1.13(2) . ? N76 C78 1.25(2) . ? C79 N80 1.37(2) . ? N80 O81 1.08(2) . ? N80 O82 1.31(2) . ? C83 N84 1.42(2) . ? N84 O85 1.130(14) . ? N84 O86 1.20(2) . ? C87 N88 1.39(2) . ? N88 O89 1.14(2) . ? N88 O90 1.25(2) . ? C91 N92 1.41(2) . ? N92 O93 1.11(2) . ? N92 O94 1.23(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 C25 O1 C2 117.9(5) . . ? O1 C2 C3 107.7(6) . . ? O4 C3 C2 108.3(6) . . ? C3 O4 C5 111.5(6) . . ? O4 C5 C6 110.4(7) . . ? O7 C6 C5 109.5(7) . . ? C8 O7 C6 108.8(6) . . ? C9 C8 O7 111.6(8) . . ? O10 C9 O23 68.2(10) . 2_655 ? O10 C9 C8 134.9(15) . . ? O23 C9 C8 122.7(12) 2_655 . ? C9 O10 C11 121.4(12) . . ? O10 C11 C12 115.9(14) . . ? O13 C12 C11 107.7(14) . . ? C14 O13 C12 125.4(9) . . ? O13 C14 C19 120.2(2) . . ? O13 C14 C15 119.8(2) . . ? C19 C14 C15 120.0(2) . . ? C16 C15 C14 120.02(12) . . ? C15 C16 C17 119.99(12) . . ? O20 C17 C16 119.9(2) . . ? O20 C17 C18 120.1(2) . . ? C16 C17 C18 120.0(2) . . ? C19 C18 C17 120.00(12) . . ? C18 C19 C14 120.00(12) . . ? C17 O20 C21 122.8(11) . . ? O20 C21 C22 115.3(16) . . ? C21 C22 O23 110.3(14) . . ? C9 O23 C22 100.8(14) 2_655 . ? C25 C24 C26 121.6(7) . 2_655 ? C24 C25 O1 116.6(6) . . ? C24 C25 C26 119.1(7) . . ? O1 C25 C26 124.3(6) . . ? C24 C26 C25 119.2(6) 2_655 . ? C46 N41 C42 122.2(7) . . ? C46 N41 C49 118.4(6) . . ? C42 N41 C49 119.3(6) . . ? N41 C42 C43 120.9(6) . . ? C42 C43 C44 118.1(7) . . ? C42 C43 C47 122.1(6) . . ? C44 C43 C47 119.7(7) . . ? C43 C44 C44 120.5(8) . 2_655 ? C43 C44 C45 120.6(7) . . ? C44 C44 C45 118.8(7) 2_655 . ? C46 C45 C48 123.2(7) . . ? C46 C45 C44 117.6(6) . . ? C48 C45 C44 119.1(7) . . ? N41 C46 C45 120.3(7) . . ? C48 C47 C43 120.0(7) 2_655 . ? C47 C48 C45 121.6(7) 2_655 . ? N41 C49 C50 108.0(6) . . ? C51 C50 C55 119.2(7) . . ? C51 C50 C49 120.3(7) . . ? C55 C50 C49 120.4(7) . . ? C52 C51 C50 121.3(7) . . ? C51 C52 C53 118.7(7) . . ? C54 C53 C52 120.7(7) . . ? C54 C53 C56 119.6(7) . . ? C52 C53 C56 119.5(7) . . ? C53 C54 C55 120.2(7) . . ? C54 C55 C50 119.7(7) . . ? N57 C56 C53 108.7(6) . . ? C62 N57 C58 123.1(7) . . ? C62 N57 C56 119.1(7) . . ? C58 N57 C56 117.5(6) . . ? N57 C58 C59 119.4(6) . . ? C58 C59 C60 118.5(7) . . ? C58 C59 C63 122.7(6) . . ? C60 C59 C63 118.8(8) . . ? C59 C60 C60 120.2(8) . 2_655 ? C59 C60 C61 120.5(7) . . ? C60 C60 C61 119.2(7) 2_655 . ? C62 C61 C60 117.1(6) . . ? C62 C61 C64 123.9(7) . . ? C60 C61 C64 119.0(8) . . ? N57 C62 C61 121.3(7) . . ? C64 C63 C59 121.4(7) 2_655 . ? C63 C64 C61 121.3(7) 2_655 . ? F11' P10 F14' 94.7(17) . . ? F11' P10 F13' 91.2(22) . . ? F14' P10 F13' 78.4(22) . . ? F15 P10 F13 171.1(14) . . ? F15 P10 F14 94.4(11) . . ? F13 P10 F14 91.6(10) . . ? F11' P10 F16' 174.6(14) . . ? F14' P10 F16' 90.6(14) . . ? F13' P10 F16' 88.8(21) . . ? F15 P10 F12 89.3(10) . . ? F13 P10 F12 84.6(10) . . ? F14 P10 F12 176.2(9) . . ? F11' P10 F12' 81.5(16) . . ? F14' P10 F12' 175.5(17) . . ? F13' P10 F12' 104.0(23) . . ? F16' P10 F12' 93.2(13) . . ? F15 P10 F16 78.5(12) . . ? F13 P10 F16 95.7(11) . . ? F14 P10 F16 84.5(6) . . ? F12 P10 F16 95.8(6) . . ? F15 P10 F11 94.6(12) . . ? F13 P10 F11 91.7(11) . . ? F14 P10 F11 91.6(6) . . ? F12 P10 F11 88.6(6) . . ? F16 P10 F11 171.7(8) . . ? F11' P10 F15' 63.2(17) . . ? F14' P10 F15' 84.8(17) . . ? F13' P10 F15' 148.2(24) . . ? F16' P10 F15' 118.4(16) . . ? F12' P10 F15' 91.3(19) . . ? P10 F11' F15' 63.6(19) . . ? F11' F15' P10 53.2(17) . . ? F23' P20 F22' 86.5(12) . . ? F25 P20 F22 93.8(10) . . ? F23' P20 F21 93.8(9) . . ? F25 P20 F21 87.8(6) . . ? F22' P20 F21 93.2(8) . . ? F22 P20 F21 87.8(5) . . ? F23' P20 F26 86.3(9) . . ? F25 P20 F26 91.9(6) . . ? F22' P20 F26 87.3(8) . . ? F22 P20 F26 92.6(5) . . ? F21 P20 F26 179.5(4) . . ? F23' P20 F24' 93.4(12) . . ? F22' P20 F24' 174.8(10) . . ? F21 P20 F24' 92.0(7) . . ? F26 P20 F24' 87.6(7) . . ? F25 P20 F24 94.7(9) . . ? F22 P20 F24 171.2(10) . . ? F21 P20 F24 90.3(4) . . ? F26 P20 F24 89.3(4) . . ? F23' P20 F25' 169.1(11) . . ? F22' P20 F25' 89.2(11) . . ? F21 P20 F25' 96.4(7) . . ? F26 P20 F25' 83.5(7) . . ? F24' P20 F25' 90.1(11) . . ? F25 P20 F23 177.1(8) . . ? F22 P20 F23 86.8(10) . . ? F21 P20 F23 89.4(7) . . ? F26 P20 F23 90.9(6) . . ? F24 P20 F23 84.5(9) . . ? O73 N72 O74 124.8(17) . . ? O73 N72 C71 119.2(13) . . ? O74 N72 C71 116.0(14) . . ? C77 N76 C78 121.9(25) . . ? C77 N76 C75 122.2(24) . . ? C78 N76 C75 116.0(22) . . ? O81 N80 O82 113.0(17) . . ? O81 N80 C79 133.9(21) . . ? O82 N80 C79 111.8(18) . . ? O85 N84 O86 122.5(15) . . ? O85 N84 C83 123.0(21) . . ? O86 N84 C83 114.4(19) . . ? O89 N88 O90 120.8(20) . . ? O89 N88 C87 119.0(20) . . ? O90 N88 C87 116.3(19) . . ? O93 N92 O94 123.6(23) . . ? O93 N92 C91 122.9(23) . . ? O94 N92 C91 113.5(20) . . ? _refine_diff_density_max 0.786 _refine_diff_density_min -0.770 _refine_diff_density_rms 0.107 data_FS9537 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C40 H32 F24 N4 P4' _chemical_formula_weight 1148.58 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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 15.109(2) _cell_length_b 24.2235(15) _cell_length_c 12.5179(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4581.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 39 _cell_measurement_theta_min 10.73 _cell_measurement_theta_max 22.47 _exptl_crystal_description Octahedron _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.665 _exptl_crystal_density_method ? _exptl_crystal_F_000 2304 _exptl_absorpt_coefficient_mu 2.775 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 10.00 _diffrn_reflns_number 3557 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.65 _diffrn_reflns_theta_max 60.02 _reflns_number_total 3557 _reflns_number_observed 2769 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1235P)^2^+7.2174P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0009(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(6) _refine_ls_number_reflns 3557 _refine_ls_number_parameters 661 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0950 _refine_ls_R_factor_obs 0.0730 _refine_ls_wR_factor_all 0.2066 _refine_ls_wR_factor_obs 0.1844 _refine_ls_goodness_of_fit_all 1.047 _refine_ls_goodness_of_fit_obs 1.090 _refine_ls_restrained_S_all 1.047 _refine_ls_restrained_S_obs 1.089 _refine_ls_shift/esd_max -0.003 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group N1 N 0.6228(7) 0.6272(4) 0.2040(9) 0.065(3) Uani 1 d . . C2 C 0.5535(8) 0.6591(5) 0.1881(11) 0.064(3) Uani 1 d . . H2A H 0.4969(8) 0.6481(5) 0.2135(11) 0.077 Uiso 1 calc R . C3 C 0.5631(8) 0.7082(5) 0.1348(10) 0.056(3) Uani 1 d . . H3A H 0.5129(8) 0.7307(5) 0.1214(10) 0.067 Uiso 1 calc R . C4 C 0.6452(7) 0.7249(4) 0.1009(8) 0.044(2) Uani 1 d . . C5 C 0.7151(8) 0.6888(6) 0.1092(14) 0.078(4) Uani 1 d . . H5A H 0.7710(8) 0.6972(6) 0.0788(14) 0.094 Uiso 1 calc R . C6 C 0.7015(10) 0.6402(5) 0.1627(13) 0.077(4) Uani 1 d . . H6A H 0.7494(10) 0.6150(5) 0.1706(13) 0.092 Uiso 1 calc R . C7 C 0.6608(7) 0.7801(4) 0.0521(8) 0.042(2) Uani 1 d . . C8 C 0.5980(7) 0.8228(4) 0.0686(10) 0.055(3) Uani 1 d . . H8A H 0.5453(7) 0.8163(4) 0.1081(10) 0.066 Uiso 1 calc R . C9 C 0.6156(8) 0.8737(5) 0.0261(11) 0.062(3) Uani 1 d . . H9A H 0.5734(8) 0.9024(5) 0.0355(11) 0.074 Uiso 1 calc R . N10 N 0.6878(6) 0.8843(4) -0.0267(7) 0.051(2) Uani 1 d . . C11 C 0.7480(8) 0.8451(6) -0.0440(10) 0.062(3) Uani 1 d . . H11A H 0.8003(8) 0.8537(6) -0.0827(10) 0.074 Uiso 1 calc R . C12 C 0.7352(8) 0.7915(5) -0.0059(10) 0.057(3) Uani 1 d . . H12A H 0.7775(8) 0.7634(5) -0.0200(10) 0.069 Uiso 1 calc R . C13 C 0.7063(10) 0.9424(5) -0.0623(9) 0.066(3) Uani 1 d . . H13A H 0.6569(10) 0.9566(5) -0.1065(9) 0.080 Uiso 1 calc R . H13B H 0.7614(10) 0.9440(5) -0.1049(9) 0.080 Uiso 1 calc R . C14 C 0.7160(8) 0.9771(4) 0.0411(9) 0.051(3) Uani 1 d . . C15 C 0.6541(9) 1.0146(5) 0.0717(10) 0.060(3) Uani 1 d . . H15A H 0.6078(9) 1.0240(5) 0.0236(10) 0.072 Uiso 1 calc R . C16 C 0.6569(8) 1.0389(4) 0.1702(9) 0.055(3) Uani 1 d . . H16A H 0.6127(8) 1.0648(4) 0.1903(9) 0.066 Uiso 1 calc R . C17 C 0.7237(7) 1.0260(4) 0.2398(9) 0.047(3) Uani 1 d . . C18 C 0.7908(8) 0.9909(5) 0.2055(10) 0.061(3) Uani 1 d . . H18A H 0.8397(8) 0.9835(5) 0.2510(10) 0.073 Uiso 1 calc R . C19 C 0.7869(8) 0.9671(5) 0.1070(11) 0.067(3) Uani 1 d . . H19A H 0.8334(8) 0.9436(5) 0.0838(11) 0.080 Uiso 1 calc R . C20 C 0.7214(7) 1.0433(4) 0.3571(9) 0.045(2) Uani 1 d . . H20A H 0.7782(7) 1.0607(4) 0.3779(9) 0.055 Uiso 1 calc R . H20B H 0.6730(7) 1.0701(4) 0.3697(9) 0.055 Uiso 1 calc R . N21 N 0.7060(5) 0.9912(3) 0.4211(7) 0.040(2) Uani 1 d . . C22 C 0.6310(7) 0.9636(4) 0.4007(9) 0.045(2) Uani 1 d . . H22A H 0.5899(7) 0.9778(4) 0.3503(9) 0.054 Uiso 1 calc R . C23 C 0.6131(6) 0.9140(4) 0.4536(8) 0.038(2) Uani 1 d . . C24 C 0.5352(7) 0.8823(4) 0.4321(9) 0.052(3) Uani 1 d . . H24A H 0.4922(7) 0.8961(4) 0.3836(9) 0.062 Uiso 1 calc R . C25 C 0.5226(7) 0.8333(5) 0.4797(10) 0.057(3) Uani 1 d . . H25A H 0.4696(7) 0.8132(5) 0.4669(10) 0.069 Uiso 1 calc R . C26 C 0.5879(7) 0.8115(4) 0.5489(9) 0.045(2) Uani 1 d . . C27 C 0.5796(8) 0.7594(5) 0.5942(9) 0.051(3) Uani 1 d . . H27A H 0.5277(8) 0.7382(5) 0.5818(9) 0.061 Uiso 1 calc R . N28 N 0.6442(6) 0.7388(3) 0.6549(7) 0.047(2) Uani 1 d . . C29 C 0.7169(7) 0.7689(4) 0.6845(9) 0.045(2) Uani 1 d . . H29A H 0.7588(7) 0.7538(4) 0.7330(9) 0.054 Uiso 1 calc R . C30 C 0.7291(7) 0.8214(4) 0.6433(8) 0.041(2) Uani 1 d . . C31 C 0.8048(7) 0.8539(4) 0.6699(8) 0.048(3) Uani 1 d . . H31A H 0.8466(7) 0.8408(4) 0.7205(8) 0.058 Uiso 1 calc R . C32 C 0.8168(7) 0.9053(4) 0.6207(9) 0.047(3) Uani 1 d . . H32A H 0.8673(7) 0.9270(4) 0.6373(9) 0.057 Uiso 1 calc R . C33 C 0.7534(6) 0.9247(4) 0.5462(8) 0.042(2) Uani 1 d . . C34 C 0.7660(7) 0.9741(4) 0.4901(9) 0.043(2) Uani 1 d . . H34A H 0.8179(7) 0.9953(4) 0.5018(9) 0.051 Uiso 1 calc R . C35 C 0.6763(6) 0.8940(4) 0.5243(8) 0.039(2) Uani 1 d . . C36 C 0.6643(6) 0.8421(4) 0.5741(7) 0.038(2) Uani 1 d . . C37 C 0.6366(9) 0.6796(4) 0.6914(10) 0.061(3) Uani 1 d . . H37A H 0.5822(9) 0.6744(4) 0.7342(10) 0.073 Uiso 1 calc R . H37B H 0.6883(9) 0.6693(4) 0.7357(10) 0.073 Uiso 1 calc R . C38 C 0.6333(8) 0.6444(4) 0.5904(9) 0.049(3) Uani 1 d . . C39 C 0.5543(9) 0.6253(5) 0.5522(11) 0.066(3) Uani 1 d . . H39A H 0.5024(9) 0.6296(5) 0.5942(11) 0.080 Uiso 1 calc R . C40 C 0.5484(10) 0.6002(5) 0.4547(12) 0.072(4) Uani 1 d . . H40A H 0.4933(10) 0.5858(5) 0.4311(12) 0.086 Uiso 1 calc R . C41 C 0.6213(9) 0.5956(4) 0.3913(12) 0.062(3) Uani 1 d . . C42 C 0.7031(9) 0.6141(5) 0.4305(13) 0.073(4) Uani 1 d . . H42A H 0.7551(9) 0.6104(5) 0.3883(13) 0.088 Uiso 1 calc R . C43 C 0.7078(9) 0.6380(4) 0.5311(12) 0.065(4) Uani 1 d . . H43A H 0.7632(9) 0.6500(4) 0.5585(12) 0.078 Uiso 1 calc R . C44 C 0.6132(11) 0.5767(5) 0.2766(13) 0.077(4) Uani 1 d . . H44A H 0.5549(11) 0.5591(5) 0.2649(13) 0.093 Uiso 1 calc R . H44B H 0.6600(11) 0.5494(5) 0.2601(13) 0.093 Uiso 1 calc R . P10 P 0.4282(2) 0.80423(11) -0.1616(3) 0.0508(7) Uani 1 d . . F11 F 0.4508(5) 0.8649(3) -0.1249(8) 0.091(3) Uani 1 d . . F12 F 0.5311(5) 0.7910(3) -0.1668(7) 0.084(2) Uani 1 d . . F13 F 0.4283(5) 0.7856(4) -0.0410(7) 0.088(3) Uani 1 d . . F14 F 0.3247(4) 0.8181(3) -0.1541(7) 0.078(2) Uani 1 d . . F15 F 0.4270(6) 0.8234(5) -0.2801(7) 0.113(4) Uani 1 d . . F16 F 0.4051(7) 0.7439(3) -0.1954(10) 0.134(5) Uani 1 d . . P20 P 0.5913(2) 1.03751(13) 0.6937(3) 0.0578(8) Uani 1 d . . F21 F 0.6881(7) 1.0108(5) 0.7054(11) 0.131(4) Uani 1 d . . F22 F 0.5612(7) 1.0093(5) 0.8041(8) 0.122(4) Uani 1 d . . F23 F 0.6233(6) 1.0863(5) 0.7623(10) 0.152(6) Uani 1 d . . F24 F 0.6230(10) 1.0619(5) 0.5916(7) 0.148(5) Uani 1 d . . F25 F 0.5649(7) 0.9841(4) 0.6390(12) 0.145(5) Uani 1 d . . F26 F 0.4967(5) 1.0608(4) 0.6922(7) 0.094(3) Uani 1 d . . P30 P 0.8367(3) 0.7836(2) 0.3409(4) 0.0816(11) Uani 1 d . . F31 F 0.8409(9) 0.8466(4) 0.3709(15) 0.176(7) Uani 1 d . . F32 F 0.8290(10) 0.7692(7) 0.4633(10) 0.171(6) Uani 1 d . . F33 F 0.7359(7) 0.7878(7) 0.3322(18) 0.197(7) Uani 1 d . . F34 F 0.8462(8) 0.7953(6) 0.2219(9) 0.130(4) Uani 1 d . . F35 F 0.9393(5) 0.7814(4) 0.3545(10) 0.106(3) Uani 1 d . . F36 F 0.8352(9) 0.7203(4) 0.3203(13) 0.155(5) Uani 1 d . . P40 P 1.0035(2) 0.92404(11) -0.0875(3) 0.0514(7) Uani 1 d . . F41 F 0.9165(5) 0.9591(3) -0.1051(7) 0.084(2) Uiso 1 d . . F42 F 1.0155(17) 0.9500(9) 0.0305(11) 0.141(8) Uani 0.65 d P 1 F43 F 0.9485(9) 0.8779(6) -0.0230(19) 0.109(6) Uani 0.65 d P 1 F44 F 0.9837(14) 0.8964(10) -0.1937(13) 0.132(9) Uani 0.65 d P 1 F45 F 1.0534(7) 0.9761(6) -0.1312(16) 0.100(6) Uani 0.65 d P 1 F46 F 1.0904(5) 0.8894(4) -0.0729(9) 0.100(3) Uani 1 d . . F42' F 1.0436(24) 0.9697(17) -0.0259(40) 0.126(12) Uiso 0.35 d P 2 F43' F 0.9678(22) 0.9034(15) 0.0129(27) 0.091(9) Uiso 0.35 d P 2 F44' F 0.9580(22) 0.8725(13) -0.1392(33) 0.097(10) Uiso 0.35 d P 2 F45' F 1.0547(22) 0.9385(16) -0.1917(28) 0.116(10) Uiso 0.35 d P 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 N1 0.084(7) 0.046(5) 0.063(7) -0.006(5) -0.006(6) 0.018(5) C2 0.065(7) 0.066(7) 0.063(7) 0.005(7) 0.009(6) 0.007(6) C3 0.060(7) 0.055(7) 0.051(7) -0.001(6) -0.005(6) 0.007(5) C4 0.047(6) 0.048(6) 0.036(5) -0.005(5) -0.009(5) 0.008(5) C5 0.053(7) 0.073(8) 0.109(12) -0.002(9) 0.006(8) 0.008(6) C6 0.074(9) 0.056(8) 0.101(12) 0.011(8) 0.009(8) 0.018(7) C7 0.044(6) 0.052(6) 0.030(5) -0.003(5) -0.008(4) -0.001(5) C8 0.047(6) 0.047(6) 0.071(8) -0.010(6) 0.006(6) -0.005(5) C9 0.059(7) 0.059(7) 0.067(8) -0.008(6) -0.007(6) 0.016(6) N10 0.056(6) 0.064(6) 0.035(5) -0.012(4) -0.001(4) -0.007(5) C11 0.059(7) 0.080(8) 0.047(7) -0.007(6) 0.016(6) 0.005(6) C12 0.059(7) 0.063(8) 0.050(7) -0.003(6) 0.007(6) 0.006(6) C13 0.100(10) 0.066(7) 0.033(6) 0.006(6) 0.013(6) -0.014(7) C14 0.062(7) 0.050(6) 0.042(6) 0.008(5) 0.013(5) -0.008(5) C15 0.075(8) 0.057(7) 0.048(7) 0.019(6) 0.002(6) 0.003(6) C16 0.072(8) 0.039(6) 0.053(8) 0.019(5) 0.012(6) 0.004(5) C17 0.049(6) 0.032(5) 0.058(7) 0.011(5) 0.006(5) -0.013(4) C18 0.052(7) 0.080(8) 0.051(7) -0.014(7) 0.001(6) -0.003(6) C19 0.056(7) 0.076(8) 0.069(9) -0.019(7) 0.019(7) 0.004(6) C20 0.058(6) 0.029(5) 0.049(6) 0.009(5) 0.012(5) -0.001(4) N21 0.048(5) 0.032(4) 0.041(5) 0.004(4) 0.003(4) 0.005(4) C22 0.047(6) 0.043(5) 0.045(6) 0.007(5) 0.000(5) 0.004(4) C23 0.043(5) 0.036(5) 0.036(5) 0.003(4) -0.002(4) 0.004(4) C24 0.055(6) 0.050(6) 0.050(7) 0.007(5) -0.006(5) -0.006(5) C25 0.049(6) 0.064(7) 0.058(7) 0.022(6) -0.011(6) -0.014(5) C26 0.046(6) 0.038(5) 0.051(6) 0.013(5) -0.001(5) -0.005(4) C27 0.058(6) 0.056(6) 0.040(6) 0.010(5) -0.001(5) -0.014(5) N28 0.060(6) 0.040(5) 0.042(5) 0.019(4) -0.008(4) -0.001(4) C29 0.051(6) 0.037(5) 0.046(6) 0.010(5) 0.002(5) -0.005(4) C30 0.047(6) 0.042(5) 0.035(5) 0.002(5) 0.004(5) -0.001(5) C31 0.059(6) 0.043(6) 0.043(6) -0.003(5) -0.008(5) 0.007(5) C32 0.039(5) 0.049(6) 0.055(7) -0.008(5) 0.002(5) 0.002(5) C33 0.050(6) 0.034(5) 0.041(6) -0.013(5) 0.004(5) 0.001(4) C34 0.047(6) 0.033(5) 0.049(6) -0.010(5) 0.005(5) 0.003(4) C35 0.045(5) 0.034(5) 0.037(5) -0.004(4) 0.002(4) 0.010(4) C36 0.048(5) 0.039(5) 0.027(5) -0.006(4) 0.005(4) -0.001(4) C37 0.082(8) 0.051(6) 0.050(7) 0.031(6) -0.008(6) -0.006(6) C38 0.064(7) 0.026(5) 0.056(7) 0.020(5) 0.000(6) -0.003(5) C39 0.075(9) 0.063(7) 0.062(8) 0.014(7) -0.005(7) -0.025(6) C40 0.083(9) 0.056(7) 0.076(9) 0.014(7) -0.007(8) -0.038(7) C41 0.075(8) 0.025(5) 0.087(9) 0.006(6) -0.018(7) 0.005(5) C42 0.075(9) 0.058(7) 0.086(10) -0.001(8) -0.003(8) 0.015(7) C43 0.074(9) 0.036(6) 0.085(10) 0.007(6) -0.022(8) -0.001(6) C44 0.103(11) 0.039(6) 0.091(10) 0.006(7) -0.006(9) 0.000(7) P10 0.062(2) 0.0390(14) 0.052(2) -0.0081(14) -0.0061(15) -0.0002(12) F11 0.090(5) 0.046(4) 0.138(8) -0.022(4) -0.026(5) -0.012(3) F12 0.078(5) 0.107(6) 0.067(5) -0.022(5) -0.006(4) 0.037(4) F13 0.072(5) 0.124(7) 0.067(5) 0.036(5) -0.012(4) -0.024(4) F14 0.066(4) 0.072(4) 0.097(6) -0.019(5) -0.015(4) 0.002(3) F15 0.099(6) 0.190(11) 0.050(5) 0.010(6) -0.007(4) 0.037(7) F16 0.133(7) 0.052(5) 0.218(13) -0.057(6) -0.109(8) 0.020(5) P20 0.065(2) 0.060(2) 0.048(2) -0.0152(14) 0.0051(15) 0.0073(14) F21 0.095(7) 0.152(10) 0.147(10) -0.048(8) 0.018(7) 0.046(6) F22 0.137(8) 0.137(8) 0.092(7) 0.035(6) 0.042(6) 0.068(7) F23 0.096(7) 0.186(11) 0.175(11) -0.132(10) 0.061(7) -0.068(7) F24 0.245(15) 0.138(9) 0.060(6) 0.021(6) 0.065(8) 0.026(9) F25 0.132(8) 0.094(7) 0.208(13) -0.091(8) 0.064(9) -0.038(6) F26 0.090(5) 0.102(6) 0.089(6) -0.027(5) -0.017(5) 0.036(5) P30 0.086(2) 0.082(2) 0.077(2) -0.035(2) 0.013(2) -0.006(2) F31 0.193(12) 0.091(7) 0.245(18) -0.073(10) -0.059(12) 0.031(7) F32 0.188(13) 0.240(17) 0.085(8) -0.025(9) 0.045(9) 0.006(12) F33 0.076(7) 0.255(18) 0.259(19) -0.025(15) 0.024(10) -0.012(8) F34 0.128(8) 0.179(11) 0.082(7) 0.005(7) -0.007(6) 0.002(8) F35 0.088(5) 0.101(6) 0.128(9) 0.015(6) 0.003(6) -0.002(5) F36 0.182(11) 0.090(7) 0.192(14) -0.049(8) 0.000(10) -0.051(7) P40 0.059(2) 0.0451(14) 0.050(2) -0.0024(14) 0.0069(14) -0.0116(13) F42 0.253(24) 0.138(15) 0.031(7) -0.020(9) -0.029(11) 0.072(16) F43 0.075(9) 0.072(9) 0.178(18) 0.070(11) 0.000(10) -0.036(7) F44 0.157(16) 0.174(19) 0.065(10) -0.085(12) -0.061(11) 0.096(16) F45 0.056(6) 0.072(8) 0.173(16) 0.072(10) 0.013(8) -0.011(5) F46 0.070(5) 0.105(6) 0.126(8) 0.028(6) 0.007(5) 0.021(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.317(15) . ? N1 C6 1.33(2) . ? N1 C44 1.53(2) . ? C2 C3 1.37(2) . ? C3 C4 1.37(2) . ? C4 C5 1.37(2) . ? C4 C7 1.490(14) . ? C5 C6 1.37(2) . ? C7 C12 1.37(2) . ? C7 C8 1.418(15) . ? C8 C9 1.37(2) . ? C9 N10 1.302(15) . ? N10 C11 1.332(15) . ? N10 C13 1.503(15) . ? C11 C12 1.40(2) . ? C13 C14 1.55(2) . ? C14 C15 1.36(2) . ? C14 C19 1.37(2) . ? C15 C16 1.37(2) . ? C16 C17 1.37(2) . ? C17 C18 1.39(2) . ? C17 C20 1.53(2) . ? C18 C19 1.36(2) . ? C20 N21 1.513(12) . ? N21 C34 1.319(13) . ? N21 C22 1.340(12) . ? C22 C23 1.399(13) . ? C23 C35 1.388(13) . ? C23 C24 1.429(14) . ? C24 C25 1.341(15) . ? C25 C26 1.416(15) . ? C26 C27 1.391(14) . ? C26 C36 1.407(14) . ? C27 N28 1.333(14) . ? N28 C29 1.369(13) . ? N28 C37 1.508(13) . ? C29 C30 1.386(14) . ? C30 C36 1.400(14) . ? C30 C31 1.428(15) . ? C31 C32 1.400(15) . ? C32 C33 1.418(15) . ? C33 C34 1.399(14) . ? C33 C35 1.410(14) . ? C35 C36 1.415(13) . ? C37 C38 1.53(2) . ? C38 C43 1.36(2) . ? C38 C39 1.37(2) . ? C39 C40 1.37(2) . ? C40 C41 1.36(2) . ? C41 C42 1.40(2) . ? C41 C44 1.51(2) . ? C42 C43 1.39(2) . ? P10 F15 1.555(9) . ? P10 F16 1.560(8) . ? P10 F13 1.575(8) . ? P10 F11 1.578(7) . ? P10 F12 1.589(7) . ? P10 F14 1.601(7) . ? P20 F24 1.487(9) . ? P20 F25 1.517(9) . ? P20 F26 1.537(8) . ? P20 F23 1.538(9) . ? P20 F21 1.605(10) . ? P20 F22 1.608(10) . ? P30 F34 1.524(12) . ? P30 F33 1.530(12) . ? P30 F36 1.556(10) . ? P30 F35 1.561(9) . ? P30 F31 1.573(11) . ? P30 F32 1.576(14) . ? P40 F43' 1.46(3) . ? P40 F42' 1.48(4) . ? P40 F44 1.517(11) . ? P40 F45' 1.56(3) . ? P40 F44' 1.57(3) . ? P40 F45 1.567(10) . ? P40 F46 1.568(8) . ? P40 F41 1.580(8) . ? P40 F43 1.610(12) . ? P40 F42 1.616(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C6 120.9(11) . . ? C2 N1 C44 118.9(12) . . ? C6 N1 C44 120.2(11) . . ? N1 C2 C3 119.8(12) . . ? C2 C3 C4 120.2(11) . . ? C3 C4 C5 118.8(11) . . ? C3 C4 C7 122.3(9) . . ? C5 C4 C7 118.8(10) . . ? C6 C5 C4 118.0(13) . . ? N1 C6 C5 121.6(12) . . ? C12 C7 C8 118.7(10) . . ? C12 C7 C4 121.9(10) . . ? C8 C7 C4 119.4(9) . . ? C9 C8 C7 118.0(11) . . ? N10 C9 C8 122.6(11) . . ? C9 N10 C11 121.0(11) . . ? C9 N10 C13 119.4(10) . . ? C11 N10 C13 119.5(10) . . ? N10 C11 C12 120.8(11) . . ? C7 C12 C11 118.9(11) . . ? N10 C13 C14 106.1(8) . . ? C15 C14 C19 119.0(11) . . ? C15 C14 C13 122.2(12) . . ? C19 C14 C13 118.7(11) . . ? C14 C15 C16 121.4(12) . . ? C15 C16 C17 119.9(11) . . ? C16 C17 C18 118.7(11) . . ? C16 C17 C20 122.1(10) . . ? C18 C17 C20 118.8(10) . . ? C19 C18 C17 120.4(12) . . ? C18 C19 C14 120.2(11) . . ? N21 C20 C17 106.4(8) . . ? C34 N21 C22 123.2(8) . . ? C34 N21 C20 120.2(8) . . ? C22 N21 C20 116.5(8) . . ? N21 C22 C23 120.2(9) . . ? C35 C23 C22 117.8(9) . . ? C35 C23 C24 120.0(9) . . ? C22 C23 C24 122.1(9) . . ? C25 C24 C23 120.5(10) . . ? C24 C25 C26 120.1(10) . . ? C27 C26 C36 117.5(9) . . ? C27 C26 C25 121.7(10) . . ? C36 C26 C25 120.8(9) . . ? N28 C27 C26 120.4(10) . . ? C27 N28 C29 122.9(9) . . ? C27 N28 C37 118.1(9) . . ? C29 N28 C37 119.0(9) . . ? N28 C29 C30 119.7(10) . . ? C29 C30 C36 117.8(9) . . ? C29 C30 C31 121.7(10) . . ? C36 C30 C31 120.5(9) . . ? C32 C31 C30 119.4(10) . . ? C31 C32 C33 119.8(10) . . ? C34 C33 C35 117.7(9) . . ? C34 C33 C32 121.5(9) . . ? C35 C33 C32 120.7(9) . . ? N21 C34 C33 120.3(9) . . ? C23 C35 C33 120.6(9) . . ? C23 C35 C36 120.1(9) . . ? C33 C35 C36 119.3(9) . . ? C30 C36 C26 121.5(9) . . ? C30 C36 C35 120.1(9) . . ? C26 C36 C35 118.3(9) . . ? N28 C37 C38 106.5(8) . . ? C43 C38 C39 119.6(12) . . ? C43 C38 C37 119.3(11) . . ? C39 C38 C37 120.6(11) . . ? C40 C39 C38 121.4(13) . . ? C41 C40 C39 120.3(13) . . ? C40 C41 C42 118.8(13) . . ? C40 C41 C44 120.9(13) . . ? C42 C41 C44 120.0(14) . . ? C43 C42 C41 119.7(14) . . ? C38 C43 C42 120.1(13) . . ? C41 C44 N1 108.4(10) . . ? F15 P10 F16 91.0(7) . . ? F15 P10 F13 179.1(6) . . ? F16 P10 F13 89.5(6) . . ? F15 P10 F11 90.1(6) . . ? F16 P10 F11 178.8(7) . . ? F13 P10 F11 89.4(5) . . ? F15 P10 F12 91.8(5) . . ? F16 P10 F12 91.0(5) . . ? F13 P10 F12 88.9(5) . . ? F11 P10 F12 89.3(4) . . ? F15 P10 F14 89.0(5) . . ? F16 P10 F14 89.7(5) . . ? F13 P10 F14 90.3(5) . . ? F11 P10 F14 89.9(4) . . ? F12 P10 F14 178.9(5) . . ? F24 P20 F25 92.1(8) . . ? F24 P20 F26 98.2(7) . . ? F25 P20 F26 93.6(6) . . ? F24 P20 F23 94.2(8) . . ? F25 P20 F23 171.7(9) . . ? F26 P20 F23 90.9(6) . . ? F24 P20 F21 86.9(7) . . ? F25 P20 F21 86.5(6) . . ? F26 P20 F21 174.9(7) . . ? F23 P20 F21 88.4(6) . . ? F24 P20 F22 177.3(6) . . ? F25 P20 F22 87.2(7) . . ? F26 P20 F22 84.4(5) . . ? F23 P20 F22 86.3(7) . . ? F21 P20 F22 90.5(6) . . ? F34 P30 F33 90.7(10) . . ? F34 P30 F36 91.3(8) . . ? F33 P30 F36 92.3(8) . . ? F34 P30 F35 91.1(6) . . ? F33 P30 F35 177.1(9) . . ? F36 P30 F35 89.9(6) . . ? F34 P30 F31 92.8(9) . . ? F33 P30 F31 89.6(9) . . ? F36 P30 F31 175.5(10) . . ? F35 P30 F31 88.1(7) . . ? F34 P30 F32 177.7(8) . . ? F33 P30 F32 90.6(10) . . ? F36 P30 F32 86.7(9) . . ? F35 P30 F32 87.7(7) . . ? F31 P30 F32 89.2(10) . . ? F43' P40 F42' 87.6(22) . . ? F43' P40 F45' 170.0(18) . . ? F42' P40 F45' 93.7(22) . . ? F43' P40 F44' 85.4(18) . . ? F42' P40 F44' 173.0(24) . . ? F45' P40 F44' 93.0(20) . . ? F44 P40 F45 98.3(14) . . ? F43' P40 F46 91.5(13) . . ? F42' P40 F46 89.8(15) . . ? F44 P40 F46 91.8(7) . . ? F45' P40 F46 78.6(13) . . ? F44' P40 F46 89.4(13) . . ? F45 P40 F46 93.9(6) . . ? F43' P40 F41 89.8(13) . . ? F42' P40 F41 90.6(15) . . ? F44 P40 F41 87.2(7) . . ? F45' P40 F41 100.1(13) . . ? F44' P40 F41 90.4(13) . . ? F45 P40 F41 85.4(5) . . ? F46 P40 F41 178.7(6) . . ? F44 P40 F43 91.8(13) . . ? F45 P40 F43 169.0(12) . . ? F46 P40 F43 90.1(6) . . ? F41 P40 F43 90.8(6) . . ? F44 P40 F42 173.9(15) . . ? F45 P40 F42 87.2(12) . . ? F46 P40 F42 90.4(8) . . ? F41 P40 F42 90.6(8) . . ? F43 P40 F42 82.5(12) . . ? _refine_diff_density_max 0.583 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.074 data_fs9510 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C64 H66 F12 N2 O10 P2' _chemical_formula_weight 1313.13 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.799(3) _cell_length_b 14.407(4) _cell_length_c 16.336(5) _cell_angle_alpha 110.09(2) _cell_angle_beta 90.33(2) _cell_angle_gamma 91.12(2) _cell_volume 3049.2(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description blocks _exptl_crystal_colour Red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method ? _exptl_crystal_F_000 1364 _exptl_absorpt_coefficient_mu 1.503 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9056 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1163 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 59.99 _reflns_number_total 9056 _reflns_number_observed 4034 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 968 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1852P)^2^+2.2644P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8088 _refine_ls_number_parameters 847 _refine_ls_number_restraints 93 _refine_ls_R_factor_all 0.2247 _refine_ls_R_factor_obs 0.1141 _refine_ls_wR_factor_all 0.4470 _refine_ls_wR_factor_obs 0.2968 _refine_ls_goodness_of_fit_all 1.044 _refine_ls_goodness_of_fit_obs 1.317 _refine_ls_restrained_S_all 1.318 _refine_ls_restrained_S_obs 1.323 _refine_ls_shift/esd_max 0.082 _refine_ls_shift/esd_mean 0.007 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group P10 P 0.3622(2) 0.4653(2) 0.2731(2) 0.0688(8) Uani 1 d . . F11 F 0.3767(11) 0.5768(6) 0.3070(7) 0.208(6) Uani 1 d . . F12 F 0.2708(6) 0.4683(10) 0.2207(5) 0.203(6) Uani 1 d . . F13 F 0.3518(8) 0.3521(6) 0.2377(7) 0.168(4) Uani 1 d . . F14 F 0.4547(5) 0.4550(7) 0.3237(5) 0.124(3) Uani 1 d . . F15 F 0.4249(5) 0.4587(6) 0.1913(4) 0.115(3) Uani 1 d . . F16 F 0.2997(5) 0.4737(6) 0.3557(4) 0.116(3) Uani 1 d . . P20 P 0.1571(2) -0.0024(3) 0.2975(2) 0.0842(10) Uani 1 d D . F22 F 0.0746(6) -0.0362(8) 0.3448(7) 0.161(4) Uani 1 d D . F21 F 0.1718(25) 0.1082(13) 0.3470(22) 0.205(12) Uani 0.50 d PDU 1 F23 F 0.2208(32) -0.0883(28) 0.2597(22) 0.220(15) Uani 0.50 d PDU 1 F24 F 0.2160(13) 0.0701(22) 0.2615(20) 0.145(10) Uani 0.50 d PDU 1 F25 F 0.2186(22) 0.0302(28) 0.3824(14) 0.153(14) Uani 0.50 d PDU 1 F21' F 0.0825(13) 0.0896(10) 0.3284(12) 0.117(6) Uani 0.50 d PDU 2 F23' F 0.1532(16) -0.1187(14) 0.2544(21) 0.161(11) Uani 0.50 d PDU 2 F24' F 0.2490(13) -0.0048(28) 0.2391(10) 0.134(9) Uani 0.50 d PDU 2 F25' F 0.2284(24) -0.0274(19) 0.3612(20) 0.124(10) Uani 0.50 d PDU 2 F26 F 0.0925(6) -0.0205(8) 0.2124(5) 0.151(4) Uani 1 d D . C1 C 0.5880(8) 0.1715(9) 0.3970(6) 0.074(3) Uani 1 d . . H1A H 0.6333(8) 0.1221(9) 0.3772(6) 0.088 Uiso 1 calc R . C2 C 0.6162(15) 0.2694(15) 0.4559(8) 0.130(7) Uani 1 d . . H2A H 0.6787(15) 0.2830(15) 0.4791(8) 0.156 Uiso 1 calc R . C3 C 0.5481(24) 0.3406(16) 0.4759(13) 0.149(10) Uani 1 d . . H3A H 0.5668(24) 0.4045(16) 0.5106(13) 0.179 Uiso 1 calc R . C4 C 0.4587(20) 0.3241(16) 0.4493(12) 0.139(8) Uani 1 d . . H4A H 0.4140(20) 0.3745(16) 0.4657(12) 0.167 Uiso 1 calc R . C5 C 0.4309(12) 0.2277(12) 0.3948(8) 0.105(4) Uani 1 d . . H5A H 0.3670(12) 0.2155(12) 0.3748(8) 0.126 Uiso 1 calc R . C6 C 0.4925(7) 0.1539(7) 0.3712(5) 0.052(2) Uani 1 d . . C7 C 0.4588(8) 0.0525(7) 0.3137(6) 0.069(3) Uani 1 d . . H7A H 0.3906(8) 0.0436(7) 0.3239(6) 0.083 Uiso 1 calc R . H7B H 0.4943(8) 0.0034(7) 0.3292(6) 0.083 Uiso 1 calc R . N8 N 0.4730(6) 0.0358(6) 0.2180(5) 0.058(2) Uani 1 d . . C9 C 0.5414(8) -0.0201(7) 0.1755(7) 0.063(3) Uani 1 d . . H9A H 0.5827(8) -0.0479(7) 0.2056(7) 0.076 Uiso 1 calc R . C10 C 0.5558(6) -0.0407(6) 0.0862(6) 0.050(2) Uani 1 d . . C11 C 0.4948(6) 0.0076(6) 0.0452(5) 0.047(2) Uani 1 d . . C12 C 0.4210(7) 0.0700(7) 0.0923(6) 0.056(2) Uani 1 d . . C13 C 0.4141(7) 0.0838(7) 0.1796(6) 0.065(3) Uani 1 d . . H13A H 0.3683(7) 0.1267(7) 0.2129(6) 0.078 Uiso 1 calc R . C14 C 0.6278(7) -0.1046(8) 0.0383(6) 0.064(3) Uani 1 d . . H14A H 0.6679(7) -0.1361(8) 0.0659(6) 0.077 Uiso 1 calc R . C15 C 0.3613(7) 0.1202(7) 0.0483(6) 0.062(3) Uani 1 d . . H15A H 0.3148(7) 0.1637(7) 0.0795(6) 0.074 Uiso 1 calc R . C16 C 0.3348(10) 0.1384(11) -0.3941(11) 0.117(5) Uani 1 d . . H16A H 0.3382(10) 0.1529(11) -0.4478(11) 0.141 Uiso 1 calc R . H16B H 0.3100(10) 0.1961(11) -0.3492(11) 0.141 Uiso 1 calc R . O17 O 0.4268(6) 0.1196(6) -0.3703(5) 0.091(3) Uani 1 d . . C18 C 0.4903(10) 0.2002(10) -0.3613(8) 0.097(4) Uani 1 d . . H18A H 0.4608(10) 0.2609(10) -0.3253(8) 0.117 Uiso 1 calc R . H18B H 0.5026(10) 0.2051(10) -0.4181(8) 0.117 Uiso 1 calc R . C19 C 0.5800(10) 0.1877(10) -0.3220(8) 0.097(4) Uani 1 d . . H19A H 0.6258(10) 0.2394(10) -0.3225(8) 0.117 Uiso 1 calc R . H19B H 0.6069(10) 0.1246(10) -0.3558(8) 0.117 Uiso 1 calc R . O20 O 0.5665(6) 0.1914(5) -0.2334(5) 0.083(2) Uani 1 d . . C21 C 0.5872(9) 0.2852(8) -0.1701(7) 0.085(4) Uani 1 d . . H21A H 0.5472(9) 0.3343(8) -0.1812(7) 0.102 Uiso 1 calc R . H21B H 0.6546(9) 0.3034(8) -0.1742(7) 0.102 Uiso 1 calc R . C22 C 0.5688(8) 0.2840(7) -0.0819(7) 0.073(3) Uani 1 d . . H22A H 0.5724(8) 0.3509(7) -0.0403(7) 0.088 Uiso 1 calc R . H22B H 0.5043(8) 0.2571(7) -0.0797(7) 0.088 Uiso 1 calc R . O23 O 0.6395(5) 0.2247(5) -0.0601(4) 0.072(2) Uani 1 d . . C24 C 0.6413(7) 0.2213(7) 0.0233(7) 0.059(3) Uani 1 d . . C25 C 0.5778(7) 0.2691(7) 0.0869(7) 0.066(3) Uani 1 d . . H25A H 0.5286(7) 0.3065(7) 0.0757(7) 0.079 Uiso 1 calc R . C26 C 0.5881(8) 0.2606(7) 0.1697(6) 0.066(3) Uani 1 d . . H26A H 0.5478(8) 0.2969(7) 0.2142(6) 0.079 Uiso 1 calc R . C27 C 0.6538(7) 0.2021(6) 0.1872(6) 0.056(2) Uani 1 d . . H27A H 0.6565(7) 0.1959(6) 0.2420(6) 0.067 Uiso 1 calc R . C28 C 0.7184(6) 0.1507(6) 0.1222(5) 0.048(2) Uani 1 d . . C29 C 0.7124(7) 0.1614(6) 0.0379(6) 0.050(2) Uani 1 d . . C30 C 0.7784(7) 0.1100(7) -0.0262(6) 0.060(3) Uani 1 d . . H30A H 0.7745(7) 0.1147(7) -0.0814(6) 0.072 Uiso 1 calc R . C31 C 0.8474(8) 0.0540(7) -0.0087(6) 0.064(3) Uani 1 d . . H31A H 0.8919(8) 0.0227(7) -0.0513(6) 0.076 Uiso 1 calc R . C32 C 0.8523(7) 0.0425(8) 0.0722(7) 0.069(3) Uani 1 d . . H32A H 0.8998(7) 0.0031(8) 0.0828(7) 0.083 Uiso 1 calc R . C33 C 0.7892(6) 0.0876(7) 0.1358(6) 0.052(2) Uani 1 d . . O34 O 0.7861(5) 0.0791(5) 0.2171(4) 0.064(2) Uani 1 d . . C35 C 0.8500(8) 0.0108(8) 0.2347(7) 0.070(3) Uani 1 d . . H35A H 0.9168(8) 0.0301(8) 0.2295(7) 0.084 Uiso 1 calc R . H35B H 0.8383(8) -0.0549(8) 0.1927(7) 0.084 Uiso 1 calc R . C36 C 0.8336(8) 0.0099(9) 0.3228(7) 0.077(3) Uani 1 d . . H36A H 0.8862(8) -0.0237(9) 0.3399(7) 0.092 Uiso 1 calc R . H36B H 0.8325(8) 0.0772(9) 0.3635(7) 0.092 Uiso 1 calc R . O37 O 0.7456(5) -0.0386(6) 0.3256(5) 0.086(2) Uani 1 d . . C38 C 0.7317(9) -0.0536(11) 0.4065(8) 0.097(4) Uani 1 d . . H38A H 0.7051(9) 0.0053(11) 0.4485(8) 0.117 Uiso 1 calc R . H38B H 0.7936(9) -0.0658(11) 0.4290(8) 0.117 Uiso 1 calc R . C1' C 0.0419(10) -0.6781(10) -0.3964(7) 0.083(4) Uani 1 d . . H1B H 0.0931(10) -0.6322(10) -0.3821(7) 0.100 Uiso 1 calc R . C2' C 0.0576(15) -0.7766(12) -0.4490(8) 0.123(6) Uani 1 d . . H2B H 0.1196(15) -0.7964(12) -0.4684(8) 0.147 Uiso 1 calc R . C3' C -0.0148(23) -0.8403(12) -0.4705(9) 0.141(10) Uani 1 d . . H3B H -0.0038(23) -0.9049(12) -0.5065(9) 0.170 Uiso 1 calc R . C4' C -0.1054(20) -0.8144(13) -0.4416(11) 0.148(9) Uani 1 d . . H4B H -0.1553(20) -0.8618(13) -0.4566(11) 0.178 Uiso 1 calc R . C5' C -0.1250(10) -0.7164(9) -0.3888(7) 0.094(4) Uani 1 d . . H5B H -0.1874(10) -0.6975(9) -0.3698(7) 0.112 Uiso 1 calc R . C6' C -0.0484(9) -0.6503(7) -0.3668(5) 0.058(3) Uani 1 d . . C7' C -0.0670(8) -0.5461(7) -0.3090(6) 0.068(3) Uani 1 d . . H7C H -0.1344(8) -0.5314(7) -0.3150(6) 0.082 Uiso 1 calc R . H7D H -0.0273(8) -0.5009(7) -0.3276(6) 0.082 Uiso 1 calc R . N8' N -0.0447(6) -0.5303(5) -0.2147(5) 0.053(2) Uani 1 d . . C9' C -0.1063(7) -0.5739(7) -0.1729(6) 0.061(3) Uani 1 d . . H9B H -0.1593(7) -0.6113(7) -0.2031(6) 0.073 Uiso 1 calc R . C10' C -0.0913(6) -0.5634(6) -0.0873(5) 0.045(2) Uani 1 d . . C11' C -0.0088(6) -0.5059(6) -0.0451(5) 0.043(2) Uani 1 d . . C12' C 0.0543(6) -0.4630(6) -0.0900(5) 0.048(2) Uani 1 d . . C13' C 0.0332(6) -0.4783(6) -0.1756(5) 0.051(2) Uani 1 d . . H13B H 0.0744(6) -0.4516(6) -0.2070(5) 0.061 Uiso 1 calc R . C14' C -0.1537(7) -0.6063(7) -0.0400(6) 0.061(3) Uani 1 d . . H14B H -0.2083(7) -0.6429(7) -0.0677(6) 0.073 Uiso 1 calc R . C15' C 0.1350(7) -0.4053(7) -0.0441(6) 0.060(2) Uani 1 d . . H15B H 0.1758(7) -0.3748(7) -0.0728(6) 0.072 Uiso 1 calc R . C16' C 0.1463(12) -0.3750(13) -0.4063(10) 0.124(5) Uani 1 d . . H16C H 0.1811(12) -0.3187(13) -0.3657(10) 0.149 Uiso 1 calc R . H16D H 0.1379(12) -0.3628(13) -0.4607(10) 0.149 Uiso 1 calc R . O17' O 0.0566(7) -0.3857(6) -0.3730(5) 0.087(2) Uani 1 d . . C18' C 0.0029(11) -0.2967(9) -0.3567(8) 0.098(4) Uani 1 d . . H18C H -0.0104(11) -0.2862(9) -0.4112(8) 0.118 Uiso 1 calc R . H18D H 0.0406(11) -0.2404(9) -0.3193(8) 0.118 Uiso 1 calc R . C19' C -0.0910(11) -0.3063(8) -0.3132(7) 0.091(4) Uani 1 d . . H19C H -0.1316(11) -0.2506(8) -0.3088(7) 0.109 Uiso 1 calc R . H19D H -0.1256(11) -0.3664(8) -0.3478(7) 0.109 Uiso 1 calc R . O20' O -0.0707(6) -0.3089(5) -0.2285(4) 0.087(2) Uani 1 d . . C21' C -0.0775(9) -0.2146(7) -0.1646(7) 0.080(3) Uani 1 d . . H21C H -0.1428(9) -0.1910(7) -0.1647(7) 0.096 Uiso 1 calc R . H21D H -0.0333(9) -0.1689(7) -0.1783(7) 0.096 Uiso 1 calc R . C22' C -0.0533(9) -0.2173(8) -0.0768(7) 0.075(3) Uani 1 d . . H22C H 0.0090(9) -0.2476(8) -0.0779(7) 0.090 Uiso 1 calc R . H22D H -0.0494(9) -0.1506(8) -0.0349(7) 0.090 Uiso 1 calc R . O23' O -0.1274(5) -0.2734(5) -0.0519(4) 0.074(2) Uani 1 d . . C24' C -0.1223(8) -0.2761(7) 0.0309(6) 0.062(3) Uani 1 d . . C25' C -0.0511(7) -0.2328(6) 0.0912(6) 0.061(3) Uani 1 d . . H25B H -0.0003(7) -0.1981(6) 0.0768(6) 0.073 Uiso 1 calc R . C26' C -0.0539(7) -0.2402(7) 0.1746(6) 0.062(3) Uani 1 d . . H26B H -0.0054(7) -0.2097(7) 0.2153(6) 0.075 Uiso 1 calc R . C27' C -0.1269(7) -0.2915(6) 0.1964(6) 0.057(2) Uani 1 d . . H27 H -0.1281(7) -0.2952(6) 0.2522(6) 0.068 Uiso 1 calc R . C28' C -0.2014(6) -0.3397(6) 0.1354(5) 0.045(2) Uani 1 d . . C29' C -0.2005(7) -0.3293(6) 0.0515(6) 0.051(2) Uani 1 d . . C30' C -0.2757(7) -0.3764(7) -0.0088(6) 0.054(2) Uani 1 d . . H30B H -0.2749(7) -0.3731(7) -0.0646(6) 0.065 Uiso 1 calc R . C31' C -0.3480(8) -0.4259(8) 0.0141(6) 0.070(3) Uani 1 d . . H31B H -0.3995(8) -0.4518(8) -0.0245(6) 0.084 Uiso 1 calc R . C32' C -0.3473(7) -0.4391(7) 0.0953(6) 0.060(3) Uani 1 d . . H32B H -0.3956(7) -0.4780(7) 0.1078(6) 0.072 Uiso 1 calc R . C33' C -0.2771(7) -0.3962(7) 0.1561(6) 0.054(2) Uani 1 d . . O34' O -0.2676(5) -0.4059(5) 0.2353(4) 0.064(2) Uani 1 d . . C35' C -0.3352(8) -0.4665(9) 0.2590(7) 0.078(3) Uani 1 d . . H35C H -0.3348(8) -0.5329(9) 0.2166(7) 0.093 Uiso 1 calc R . H35D H -0.3997(8) -0.4409(9) 0.2596(7) 0.093 Uiso 1 calc R . C36' C -0.3104(9) -0.4693(10) 0.3459(7) 0.089(4) Uani 1 d . . H36C H -0.3032(9) -0.4023(10) 0.3869(7) 0.107 Uiso 1 calc R . H36D H -0.3627(9) -0.5019(10) 0.3658(7) 0.107 Uiso 1 calc R . O37' O -0.2250(6) -0.5192(7) 0.3440(5) 0.093(3) Uani 1 d . . C38' C -0.2014(11) -0.5372(13) 0.4212(9) 0.119(5) Uani 1 d . . H38C H -0.2608(11) -0.5431(13) 0.4506(9) 0.143 Uiso 1 calc R . H38D H -0.1644(11) -0.4809(13) 0.4595(9) 0.143 Uiso 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 P10 0.070(2) 0.085(2) 0.052(2) 0.0233(14) -0.0154(13) 0.0086(15) F11 0.424(18) 0.057(5) 0.145(8) 0.034(5) 0.078(10) 0.011(7) F12 0.114(6) 0.414(17) 0.064(5) 0.054(7) -0.005(4) 0.122(9) F13 0.201(10) 0.098(6) 0.167(9) -0.002(6) 0.007(7) -0.043(6) F14 0.084(5) 0.200(8) 0.095(5) 0.060(5) -0.035(4) -0.004(5) F15 0.106(5) 0.181(8) 0.063(4) 0.048(5) 0.011(4) 0.021(5) F16 0.082(5) 0.204(8) 0.064(4) 0.049(5) 0.007(3) 0.002(5) P20 0.065(2) 0.127(3) 0.082(2) 0.062(2) 0.001(2) -0.003(2) F22 0.106(6) 0.250(11) 0.179(9) 0.140(9) 0.050(6) 0.013(7) F21 0.233(28) 0.118(17) 0.294(31) 0.108(19) 0.098(28) 0.004(18) F23 0.235(33) 0.246(32) 0.179(25) 0.066(28) 0.007(29) 0.169(26) F24 0.074(12) 0.220(24) 0.215(24) 0.169(21) 0.041(12) -0.004(13) F25 0.137(21) 0.265(38) 0.061(10) 0.068(19) -0.041(12) -0.095(25) F21' 0.143(14) 0.063(9) 0.153(15) 0.047(9) 0.002(13) 0.007(10) F23' 0.112(17) 0.163(21) 0.197(23) 0.052(17) -0.027(18) -0.049(16) F24' 0.076(12) 0.233(27) 0.070(10) 0.025(15) -0.009(9) -0.032(16) F25' 0.122(15) 0.128(19) 0.150(25) 0.084(18) -0.041(15) -0.002(15) F26 0.107(6) 0.261(11) 0.109(6) 0.095(7) -0.018(5) -0.001(7) C1 0.075(8) 0.098(9) 0.049(6) 0.028(6) 0.011(5) -0.011(6) C2 0.182(18) 0.165(17) 0.051(8) 0.053(10) -0.046(10) -0.103(15) C3 0.284(35) 0.087(13) 0.076(12) 0.030(10) 0.002(17) -0.028(18) C4 0.240(26) 0.118(17) 0.076(12) 0.054(12) 0.010(13) 0.034(16) C5 0.154(14) 0.104(11) 0.058(7) 0.029(8) -0.013(8) 0.020(10) C6 0.070(7) 0.047(6) 0.042(5) 0.018(4) 0.010(5) 0.007(5) C7 0.101(8) 0.066(7) 0.047(6) 0.028(5) -0.001(5) -0.017(6) N8 0.073(6) 0.052(5) 0.046(4) 0.014(4) -0.004(4) -0.012(4) C9 0.068(7) 0.056(6) 0.061(6) 0.015(5) -0.011(5) -0.019(5) C10 0.056(6) 0.043(5) 0.047(5) 0.010(4) -0.013(4) -0.011(4) C11 0.045(5) 0.043(5) 0.048(5) 0.012(4) -0.008(4) -0.019(4) C12 0.053(6) 0.064(6) 0.046(5) 0.012(5) -0.005(4) -0.010(5) C13 0.074(7) 0.059(6) 0.049(6) 0.004(5) 0.003(5) -0.012(5) C14 0.059(6) 0.075(7) 0.056(6) 0.018(5) -0.015(5) 0.007(5) C15 0.059(6) 0.059(6) 0.063(7) 0.015(5) -0.012(5) 0.004(5) C16 0.112(11) 0.124(12) 0.152(14) 0.094(11) -0.035(10) -0.020(9) O17 0.098(6) 0.107(6) 0.089(5) 0.062(5) -0.033(5) -0.036(5) C18 0.119(11) 0.106(10) 0.091(9) 0.065(8) -0.002(8) 0.003(9) C19 0.110(10) 0.112(10) 0.094(9) 0.068(8) -0.010(8) -0.020(8) O20 0.112(6) 0.067(5) 0.074(5) 0.030(4) -0.025(4) -0.031(4) C21 0.110(9) 0.078(8) 0.084(8) 0.053(7) -0.035(7) -0.026(7) C22 0.097(8) 0.045(6) 0.084(8) 0.031(6) -0.023(6) -0.002(6) O23 0.081(5) 0.083(5) 0.062(4) 0.036(4) -0.015(4) 0.001(4) C24 0.061(6) 0.058(6) 0.069(7) 0.035(5) -0.010(5) -0.002(5) C25 0.066(7) 0.056(6) 0.088(8) 0.039(6) -0.013(6) 0.003(5) C26 0.098(8) 0.039(6) 0.057(6) 0.012(5) -0.004(6) 0.004(5) C27 0.079(7) 0.042(5) 0.046(5) 0.012(4) -0.005(5) 0.002(5) C28 0.046(5) 0.049(5) 0.046(5) 0.016(4) -0.011(4) -0.009(4) C29 0.061(6) 0.043(5) 0.047(5) 0.017(4) -0.008(5) -0.010(5) C30 0.061(6) 0.069(7) 0.044(5) 0.012(5) 0.001(5) -0.004(5) C31 0.075(7) 0.060(6) 0.056(6) 0.020(5) 0.009(5) 0.007(5) C32 0.048(6) 0.078(7) 0.093(8) 0.043(7) -0.005(6) 0.009(5) C33 0.040(5) 0.062(6) 0.053(6) 0.019(5) -0.007(4) -0.012(5) O34 0.074(4) 0.072(4) 0.056(4) 0.035(3) -0.005(3) 0.003(4) C35 0.075(7) 0.072(7) 0.074(7) 0.037(6) -0.003(6) 0.014(6) C36 0.070(7) 0.096(9) 0.077(8) 0.048(7) -0.013(6) -0.006(6) O37 0.080(5) 0.120(7) 0.079(5) 0.063(5) -0.012(4) -0.008(5) C38 0.086(9) 0.138(12) 0.098(9) 0.080(9) -0.026(7) -0.014(8) C1' 0.101(10) 0.104(10) 0.043(6) 0.023(6) -0.023(6) 0.013(8) C2' 0.213(19) 0.087(11) 0.057(8) 0.007(8) -0.031(10) 0.065(12) C3' 0.336(35) 0.053(9) 0.030(7) 0.007(7) -0.012(12) 0.018(15) C4' 0.294(29) 0.083(13) 0.061(10) 0.021(9) -0.044(13) -0.074(15) C5' 0.146(12) 0.091(9) 0.042(6) 0.022(6) -0.019(7) -0.050(8) C6' 0.097(8) 0.046(6) 0.029(5) 0.011(4) -0.024(5) -0.010(6) C7' 0.090(8) 0.079(7) 0.044(5) 0.032(5) -0.018(5) 0.003(6) N8' 0.058(5) 0.046(4) 0.055(5) 0.017(4) -0.008(4) 0.008(4) C9' 0.055(6) 0.068(7) 0.046(6) 0.004(5) -0.012(5) -0.003(5) C10' 0.058(5) 0.038(5) 0.035(5) 0.005(4) -0.008(4) 0.009(4) C11' 0.036(4) 0.043(5) 0.041(4) 0.003(4) 0.001(4) 0.004(4) C12' 0.051(5) 0.049(5) 0.040(5) 0.011(4) -0.013(4) 0.000(4) C13' 0.054(6) 0.055(6) 0.045(5) 0.018(4) -0.011(4) -0.001(5) C14' 0.060(6) 0.065(7) 0.052(6) 0.016(5) -0.004(5) -0.014(5) C15' 0.064(6) 0.060(6) 0.056(6) 0.020(5) 0.004(5) -0.001(5) C16' 0.123(13) 0.173(16) 0.117(12) 0.101(12) -0.007(10) 0.001(12) O17' 0.113(7) 0.090(6) 0.071(5) 0.045(4) -0.006(5) -0.006(5) C18' 0.159(13) 0.077(9) 0.078(8) 0.052(7) -0.020(9) -0.010(9) C19' 0.145(12) 0.056(7) 0.073(8) 0.022(6) -0.013(8) 0.013(7) O20' 0.141(7) 0.072(5) 0.054(4) 0.031(4) -0.011(4) 0.015(5) C21' 0.131(10) 0.051(7) 0.063(7) 0.027(6) 0.014(7) 0.010(6) C22' 0.106(9) 0.059(7) 0.065(7) 0.028(5) 0.010(6) -0.012(6) O23' 0.098(5) 0.079(5) 0.051(4) 0.031(4) -0.007(4) -0.014(4) C24' 0.092(8) 0.045(6) 0.044(5) 0.010(5) 0.000(5) 0.004(5) C25' 0.076(7) 0.042(6) 0.061(6) 0.014(5) -0.005(5) -0.007(5) C26' 0.076(7) 0.048(6) 0.057(6) 0.012(5) -0.027(5) -0.012(5) C27' 0.082(7) 0.044(6) 0.040(5) 0.009(4) -0.013(5) 0.001(5) C28' 0.056(5) 0.038(5) 0.040(5) 0.011(4) 0.000(4) 0.014(4) C29' 0.056(6) 0.051(6) 0.044(5) 0.013(4) -0.003(4) 0.005(5) C30' 0.061(6) 0.058(6) 0.045(5) 0.020(5) -0.015(5) 0.002(5) C31' 0.075(7) 0.079(7) 0.058(6) 0.029(6) -0.025(5) -0.007(6) C32' 0.049(6) 0.064(6) 0.073(7) 0.032(5) -0.015(5) -0.011(5) C33' 0.061(6) 0.060(6) 0.048(5) 0.026(5) -0.007(5) 0.011(5) O34' 0.075(5) 0.071(4) 0.054(4) 0.032(3) -0.006(3) -0.011(4) C35' 0.063(7) 0.110(9) 0.076(7) 0.052(7) -0.001(6) -0.007(6) C36' 0.079(8) 0.132(11) 0.070(8) 0.053(8) 0.011(6) 0.009(8) O37' 0.085(6) 0.151(8) 0.067(5) 0.068(5) 0.004(4) 0.010(5) C38' 0.113(11) 0.191(16) 0.102(10) 0.112(11) 0.024(8) 0.026(11) _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 P10 F11 1.517(8) . ? P10 F12 1.531(7) . ? P10 F13 1.534(9) . ? P10 F14 1.554(7) . ? P10 F15 1.573(7) . ? P10 F16 1.577(7) . ? P20 F23 1.49(2) . ? P20 F21 1.53(2) . ? P20 F22 1.542(8) . ? P20 F25 1.55(2) . ? P20 F25' 1.56(2) . ? P20 F23' 1.58(2) . ? P20 F24 1.579(14) . ? P20 F24' 1.585(14) . ? P20 F26 1.588(8) . ? P20 F21' 1.634(13) . ? C1 C6 1.372(13) . ? C1 C2 1.45(2) . ? C2 C3 1.36(3) . ? C3 C4 1.30(3) . ? C4 C5 1.41(2) . ? C5 C6 1.33(2) . ? C6 C7 1.503(13) . ? C7 N8 1.513(11) . ? N8 C9 1.294(12) . ? N8 C13 1.359(12) . ? C9 C10 1.402(13) . ? C10 C11 1.407(12) . ? C10 C14 1.413(13) . ? C11 C12 1.417(12) . ? C11 C11 1.43(2) 2_655 ? C12 C13 1.375(13) . ? C12 C15 1.445(13) . ? C14 C15 1.362(13) 2_655 ? C15 C14 1.362(13) 2_655 ? C16 O17 1.384(14) . ? C16 C38 1.47(2) 2_655 ? O17 C18 1.407(13) . ? C18 C19 1.43(2) . ? C19 O20 1.443(13) . ? O20 C21 1.414(12) . ? C21 C22 1.470(14) . ? C22 O23 1.431(11) . ? O23 C24 1.380(11) . ? C24 C25 1.365(13) . ? C24 C29 1.391(12) . ? C25 C26 1.406(13) . ? C26 C27 1.344(12) . ? C27 C28 1.403(12) . ? C28 C33 1.415(12) . ? C28 C29 1.439(12) . ? C29 C30 1.406(12) . ? C30 C31 1.350(13) . ? C31 C32 1.389(13) . ? C32 C33 1.353(13) . ? C33 O34 1.374(10) . ? O34 C35 1.434(10) . ? C35 C36 1.462(13) . ? C36 O37 1.397(11) . ? O37 C38 1.423(12) . ? C38 C16 1.47(2) 2_655 ? C1' C6' 1.356(14) . ? C1' C2' 1.41(2) . ? C2' C3' 1.30(3) . ? C3' C4' 1.35(3) . ? C4' C5' 1.41(2) . ? C5' C6' 1.369(14) . ? C6' C7' 1.501(13) . ? C7' N8' 1.507(11) . ? N8' C13' 1.326(10) . ? N8' C9' 1.365(11) . ? C9' C10' 1.368(11) . ? C10' C11' 1.421(11) . ? C10' C14' 1.427(12) . ? C11' C12' 1.405(12) . ? C11' C11' 1.44(2) 2_545 ? C12' C13' 1.368(11) . ? C12' C15' 1.421(12) . ? C14' C15' 1.349(12) 2_545 ? C15' C14' 1.349(12) 2_545 ? C16' O17' 1.382(15) . ? C16' C38' 1.44(2) 2_545 ? O17' C18' 1.438(14) . ? C18' C19' 1.51(2) . ? C19' O20' 1.424(12) . ? O20' C21' 1.406(11) . ? C21' C22' 1.484(14) . ? C22' O23' 1.436(11) . ? O23' C24' 1.369(11) . ? C24' C25' 1.366(13) . ? C24' C29' 1.420(13) . ? C25' C26' 1.404(13) . ? C26' C27' 1.358(13) . ? C27' C28' 1.421(12) . ? C28' C33' 1.423(12) . ? C28' C29' 1.430(11) . ? C29' C30' 1.417(12) . ? C30' C31' 1.343(13) . ? C31' C32' 1.403(13) . ? C32' C33' 1.360(12) . ? C33' O34' 1.354(10) . ? O34' C35' 1.410(11) . ? C35' C36' 1.471(14) . ? C36' O37' 1.388(12) . ? O37' C38' 1.409(13) . ? C38' C16' 1.44(2) 2_545 ? 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 F11 P10 F12 93.6(8) . . ? F11 P10 F13 177.8(7) . . ? F12 P10 F13 87.8(7) . . ? F11 P10 F14 89.9(7) . . ? F12 P10 F14 176.5(6) . . ? F13 P10 F14 88.6(6) . . ? F11 P10 F15 89.8(5) . . ? F12 P10 F15 89.2(4) . . ? F13 P10 F15 88.5(5) . . ? F14 P10 F15 90.4(4) . . ? F11 P10 F16 89.2(5) . . ? F12 P10 F16 90.9(4) . . ? F13 P10 F16 92.5(5) . . ? F14 P10 F16 89.6(4) . . ? F15 P10 F16 179.1(5) . . ? F23 P20 F21 136.1(24) . . ? F23 P20 F22 107.2(22) . . ? F21 P20 F22 105.5(12) . . ? F23 P20 F25 89.9(19) . . ? F21 P20 F25 61.7(16) . . ? F22 P20 F25 89.8(12) . . ? F22 P20 F25' 86.8(15) . . ? F22 P20 F23' 75.2(11) . . ? F25' P20 F23' 81.5(15) . . ? F23 P20 F24 95.8(20) . . ? F21 P20 F24 55.9(13) . . ? F22 P20 F24 157.0(12) . . ? F25 P20 F24 91.6(15) . . ? F22 P20 F24' 161.3(15) . . ? F25' P20 F24' 86.1(18) . . ? F23' P20 F24' 86.6(15) . . ? F23 P20 F26 96.3(15) . . ? F21 P20 F26 110.6(15) . . ? F22 P20 F26 92.7(5) . . ? F25 P20 F26 172.3(15) . . ? F25' P20 F26 157.8(12) . . ? F23' P20 F26 76.9(12) . . ? F24 P20 F26 83.3(10) . . ? F24' P20 F26 87.4(8) . . ? F22 P20 F21' 74.4(8) . . ? F25' P20 F21' 123.4(14) . . ? F23' P20 F21' 138.9(11) . . ? F24' P20 F21' 123.7(16) . . ? F26 P20 F21' 77.5(8) . . ? C6 C1 C2 118.2(13) . . ? C3 C2 C1 117.8(18) . . ? C4 C3 C2 123.5(23) . . ? C3 C4 C5 118.3(22) . . ? C6 C5 C4 122.4(16) . . ? C5 C6 C1 119.6(11) . . ? C5 C6 C7 120.1(11) . . ? C1 C6 C7 120.2(10) . . ? C6 C7 N8 112.4(7) . . ? C9 N8 C13 121.7(9) . . ? C9 N8 C7 120.3(9) . . ? C13 N8 C7 117.9(9) . . ? N8 C9 C10 122.7(10) . . ? C9 C10 C11 116.2(9) . . ? C9 C10 C14 123.4(9) . . ? C11 C10 C14 120.4(8) . . ? C10 C11 C12 120.8(8) . . ? C10 C11 C11 120.1(11) . 2_655 ? C12 C11 C11 119.0(10) . 2_655 ? C13 C12 C11 117.3(9) . . ? C13 C12 C15 123.5(10) . . ? C11 C12 C15 119.1(8) . . ? N8 C13 C12 121.1(10) . . ? C15 C14 C10 120.3(9) 2_655 . ? C14 C15 C12 121.0(9) 2_655 . ? O17 C16 C38 111.3(11) . 2_655 ? C16 O17 C18 110.6(9) . . ? O17 C18 C19 110.2(10) . . ? C18 C19 O20 111.4(11) . . ? C21 O20 C19 114.0(8) . . ? O20 C21 C22 110.8(8) . . ? O23 C22 C21 109.2(9) . . ? C24 O23 C22 118.8(8) . . ? C25 C24 O23 124.2(9) . . ? C25 C24 C29 121.4(9) . . ? O23 C24 C29 114.4(9) . . ? C24 C25 C26 118.7(9) . . ? C27 C26 C25 122.7(10) . . ? C26 C27 C28 119.4(9) . . ? C27 C28 C33 122.5(8) . . ? C27 C28 C29 119.2(8) . . ? C33 C28 C29 118.3(8) . . ? C24 C29 C30 123.1(9) . . ? C24 C29 C28 118.6(9) . . ? C30 C29 C28 118.3(8) . . ? C31 C30 C29 121.1(9) . . ? C30 C31 C32 120.6(10) . . ? C33 C32 C31 121.2(9) . . ? C32 C33 O34 125.9(9) . . ? C32 C33 C28 120.3(9) . . ? O34 C33 C28 113.8(8) . . ? C33 O34 C35 117.9(7) . . ? O34 C35 C36 109.7(9) . . ? O37 C36 C35 110.1(9) . . ? C36 O37 C38 112.6(8) . . ? O37 C38 C16 109.9(11) . 2_655 ? C6' C1' C2' 119.7(14) . . ? C3' C2' C1' 120.0(18) . . ? C2' C3' C4' 121.4(18) . . ? C3' C4' C5' 120.7(18) . . ? C6' C5' C4' 117.2(15) . . ? C1' C6' C5' 120.9(11) . . ? C1' C6' C7' 120.9(10) . . ? C5' C6' C7' 118.2(11) . . ? C6' C7' N8' 111.9(7) . . ? C13' N8' C9' 122.1(8) . . ? C13' N8' C7' 120.7(8) . . ? C9' N8' C7' 117.2(8) . . ? N8' C9' C10' 121.0(8) . . ? C9' C10' C11' 116.8(8) . . ? C9' C10' C14' 123.4(8) . . ? C11' C10' C14' 119.8(7) . . ? C12' C11' C10' 121.1(7) . . ? C12' C11' C11' 121.1(9) . 2_545 ? C10' C11' C11' 117.8(9) . 2_545 ? C13' C12' C11' 117.6(8) . . ? C13' C12' C15' 123.7(9) . . ? C11' C12' C15' 118.7(8) . . ? N8' C13' C12' 121.4(9) . . ? C15' C14' C10' 121.1(9) 2_545 . ? C14' C15' C12' 121.6(9) 2_545 . ? O17' C16' C38' 110.2(13) . 2_545 ? C16' O17' C18' 109.8(11) . . ? O17' C18' C19' 109.1(9) . . ? O20' C19' C18' 109.2(10) . . ? C21' O20' C19' 111.3(8) . . ? O20' C21' C22' 111.0(8) . . ? O23' C22' C21' 108.9(9) . . ? C24' O23' C22' 117.2(8) . . ? C25' C24' O23' 125.7(9) . . ? C25' C24' C29' 120.7(9) . . ? O23' C24' C29' 113.6(8) . . ? C24' C25' C26' 120.6(9) . . ? C27' C26' C25' 120.5(9) . . ? C26' C27' C28' 121.0(8) . . ? C27' C28' C33' 122.0(8) . . ? C27' C28' C29' 118.5(8) . . ? C33' C28' C29' 119.5(8) . . ? C30' C29' C24' 123.0(8) . . ? C30' C29' C28' 118.3(9) . . ? C24' C29' C28' 118.6(8) . . ? C31' C30' C29' 120.5(9) . . ? C30' C31' C32' 121.2(9) . . ? C33' C32' C31' 121.2(9) . . ? O34' C33' C32' 126.3(9) . . ? O34' C33' C28' 114.4(8) . . ? C32' C33' C28' 119.1(8) . . ? C33' O34' C35' 118.6(8) . . ? O34' C35' C36' 110.0(9) . . ? O37' C36' C35' 111.0(9) . . ? C36' O37' C38' 115.5(9) . . ? O37' C38' C16' 113.3(13) . 2_545 ? _refine_diff_density_max 0.424 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.087 data_FS9430 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C44 H54 N2 O10 F12 P2 . 2MeCN' _chemical_formula_weight 1142.94 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.222(2) _cell_length_b 11.277(3) _cell_length_c 12.033(3) _cell_angle_alpha 106.20(2) _cell_angle_beta 99.94(2) _cell_angle_gamma 107.196(15) _cell_volume 1342.0(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Blocks _exptl_crystal_colour Orange/red _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method ? _exptl_crystal_F_000 594 _exptl_absorpt_coefficient_mu 1.626 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3979 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0462 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.98 _diffrn_reflns_theta_max 59.99 _reflns_number_total 3979 _reflns_number_observed 2850 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 8 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0987P)^2^+1.6731P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0040(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3971 _refine_ls_number_parameters 374 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_obs 0.0681 _refine_ls_wR_factor_all 0.2188 _refine_ls_wR_factor_obs 0.1807 _refine_ls_goodness_of_fit_all 1.046 _refine_ls_goodness_of_fit_obs 1.109 _refine_ls_restrained_S_all 1.123 _refine_ls_restrained_S_obs 1.110 _refine_ls_shift/esd_max 0.041 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.6478(3) 0.6238(3) 0.1686(3) 0.0579(9) Uani 1 d . . C2 C 0.5728(5) 0.4954(5) 0.1624(5) 0.0676(15) Uani 1 d . . H2A H 0.4814(5) 0.4781(5) 0.1312(5) 0.081 Uiso 1 calc R . H2B H 0.5868(5) 0.4904(5) 0.2425(5) 0.081 Uiso 1 calc R . C3 C 0.6101(4) 0.3949(5) 0.0833(5) 0.0570(12) Uani 1 d . . H3A H 0.5480(4) 0.3069(5) 0.0663(5) 0.068 Uiso 1 calc R . H3B H 0.6108(4) 0.4093(5) 0.0076(5) 0.068 Uiso 1 calc R . O4 O 0.7348(3) 0.4060(3) 0.1427(3) 0.0627(9) Uani 1 d . . C5 C 0.7741(5) 0.3048(4) 0.0794(5) 0.0613(13) Uani 1 d . . H5A H 0.7855(5) 0.3150(4) 0.0041(5) 0.074 Uiso 1 calc R . H5B H 0.7079(5) 0.2188(4) 0.0611(5) 0.074 Uiso 1 calc R . C6 C 0.8966(5) 0.3131(4) 0.1535(5) 0.0558(12) Uani 1 d . . H6A H 0.8885(5) 0.3153(4) 0.2329(5) 0.067 Uiso 1 calc R . H6B H 0.9161(5) 0.2353(4) 0.1170(5) 0.067 Uiso 1 calc R . O7 O 0.9994(3) 0.4291(3) 0.1640(3) 0.0518(8) Uani 1 d . . C8 C 1.1181(5) 0.4412(5) 0.2379(4) 0.0573(12) Uani 1 d . . H8A H 1.1334(5) 0.3590(5) 0.2107(4) 0.069 Uiso 1 calc R . H8B H 1.1136(5) 0.4583(5) 0.3204(4) 0.069 Uiso 1 calc R . C9 C 1.2260(5) 0.5509(5) 0.2325(5) 0.0620(13) Uani 1 d . . H9A H 1.3082(5) 0.5497(5) 0.2725(5) 0.074 Uiso 1 calc R . H9B H 1.2237(5) 0.5391(5) 0.1491(5) 0.074 Uiso 1 calc R . O10 O 1.2161(3) 0.6752(3) 0.2891(3) 0.0533(8) Uani 1 d . . C11 C 1.3267(4) 0.7828(4) 0.2990(4) 0.0536(12) Uani 1 d . . H11A H 1.3330(4) 0.7805(4) 0.2191(4) 0.064 Uiso 1 calc R . H11B H 1.4042(4) 0.7745(4) 0.3406(4) 0.064 Uiso 1 calc R . C12 C 1.3188(4) 0.9108(4) 0.3657(4) 0.0486(11) Uani 1 d . . H12A H 1.3896(4) 0.9834(4) 0.3632(4) 0.058 Uiso 1 calc R . H12B H 1.2376(4) 0.9163(4) 0.3287(4) 0.058 Uiso 1 calc R . O13 O 1.3261(3) 0.9204(3) 0.4876(3) 0.0530(8) Uani 1 d . . C14 C 1.3324(4) 1.0374(4) 0.5664(4) 0.0426(10) Uani 1 d . . C15 C 1.3423(4) 1.0450(4) 0.6851(4) 0.0500(11) Uani 1 d . . H15A H 1.3421(4) 0.9716(4) 0.7060(4) 0.060 Uiso 1 calc R . C16 C 1.3523(4) 1.1589(4) 0.7718(4) 0.0473(11) Uani 1 d . . H16A H 1.3601(4) 1.1628(4) 0.8510(4) 0.057 Uiso 1 calc R . C17 C 1.3508(4) 1.2687(4) 0.7413(4) 0.0439(10) Uani 1 d . . C18 C 1.3405(4) 1.2616(4) 0.6242(4) 0.0492(11) Uani 1 d . . H18A H 1.3401(4) 1.3352(4) 0.6037(4) 0.059 Uiso 1 calc R . C19 C 1.3307(4) 1.1472(4) 0.5358(4) 0.0450(10) Uani 1 d . . H19A H 1.3230(4) 1.1438(4) 0.4567(4) 0.054 Uiso 1 calc R . N20 N 0.9562(3) 0.7788(3) 0.2194(3) 0.0402(8) Uani 1 d . . C21 C 0.9639(4) 0.7376(4) 0.3135(4) 0.0415(10) Uani 1 d . . H21A H 0.9572(4) 0.6505(4) 0.3018(4) 0.050 Uiso 1 calc R . C22 C 0.9818(4) 0.8231(4) 0.4281(3) 0.0355(9) Uani 1 d . . C23 C 0.9921(3) 0.9547(4) 0.4427(3) 0.0324(8) Uani 1 d . . C24 C 0.9854(4) 0.9962(4) 0.3423(3) 0.0366(9) Uani 1 d . . C25 C 0.9659(4) 0.9046(4) 0.2314(4) 0.0421(10) Uani 1 d . . H25A H 0.9593(4) 0.9293(4) 0.1637(4) 0.050 Uiso 1 calc R . C26 C 0.9891(4) 0.7838(4) 0.5321(4) 0.0480(11) Uani 1 d . . H26A H 0.9834(4) 0.6977(4) 0.5239(4) 0.058 Uiso 1 calc R . C27 C 0.9960(4) 1.1301(4) 0.3588(4) 0.0485(11) Uani 1 d . . H27A H 0.9925(4) 1.1580(4) 0.2929(4) 0.058 Uiso 1 calc R . C28 C 0.9358(5) 0.6854(5) 0.0984(4) 0.0574(12) Uani 1 d . . H28A H 0.9039(5) 0.5960(5) 0.0973(4) 0.086 Uiso 1 d R . H28B H 0.8745(5) 0.6969(5) 0.0399(4) 0.086 Uiso 1 d R . H28C H 1.0163(5) 0.7026(5) 0.0775(4) 0.086 Uiso 1 d R . P10 P 0.25708(13) 1.09957(13) 0.11026(12) 0.0597(4) Uani 1 d . . F11 F 0.3094(4) 1.2398(4) 0.0994(5) 0.137(2) Uani 1 d . . F12 F 0.3918(5) 1.0872(8) 0.1219(9) 0.139(3) Uani 0.75 d P 1 F13 F 0.2195(7) 1.0294(5) -0.0325(4) 0.095(2) Uani 0.75 d P 1 F14 F 0.1166(4) 1.1125(5) 0.0955(6) 0.090(2) Uani 0.75 d P 1 F15 F 0.2834(9) 1.1629(6) 0.2503(4) 0.117(2) Uani 0.75 d P 1 F16 F 0.1980(4) 0.9560(3) 0.1159(3) 0.1028(12) Uani 1 d . . F12' F 0.3078(26) 1.0510(24) 0.0025(25) 0.138(9) Uiso 0.25 d P 2 F13' F 0.1363(36) 1.0822(34) 0.0404(31) 0.182(14) Uiso 0.25 d P 2 F14' F 0.2103(24) 1.1388(24) 0.2163(25) 0.127(9) Uiso 0.25 d P 2 F15' F 0.3903(36) 1.1316(35) 0.1928(32) 0.183(14) Uiso 0.25 d P 2 N30 N 0.8600(14) 1.4475(13) 0.4468(12) 0.135(5) Uani 0.60 d PD 1 C31 C 0.7532(15) 1.3863(13) 0.4262(11) 0.104(5) Uani 0.60 d PD 1 C32 C 0.6165(18) 1.3104(18) 0.4022(30) 0.121(8) Uani 0.60 d PD 1 H32A H 0.5720(29) 1.3696(21) 0.4272(116) 0.181 Uiso 0.60 calc PR 1 H32B H 0.6069(19) 1.2505(94) 0.4461(91) 0.181 Uiso 0.60 calc PR 1 H32C H 0.5801(33) 1.2608(99) 0.3175(31) 0.181 Uiso 0.60 calc PR 1 N40 N 0.5457(18) 1.4740(19) 0.4942(18) 0.138(6) Uiso 0.40 d PD 2 C41 C 0.5922(17) 1.4051(18) 0.4547(17) 0.089(5) Uiso 0.40 d PD 2 C42 C 0.6514(37) 1.3160(36) 0.3962(52) 0.124(13) Uiso 0.40 d PD 2 H42A H 0.5878(63) 1.2277(52) 0.3594(170) 0.185 Uiso 0.40 calc PR 2 H42B H 0.7217(132) 1.3168(154) 0.4550(57) 0.185 Uiso 0.40 calc PR 2 H42C H 0.6839(176) 1.3444(123) 0.3356(128) 0.185 Uiso 0.40 calc PR 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 0.068(2) 0.041(2) 0.065(2) 0.013(2) 0.029(2) 0.020(2) C2 0.059(3) 0.045(3) 0.094(4) 0.015(3) 0.031(3) 0.015(2) C3 0.048(3) 0.046(3) 0.066(3) 0.009(2) 0.009(2) 0.016(2) O4 0.060(2) 0.044(2) 0.071(2) 0.002(2) 0.008(2) 0.023(2) C5 0.063(3) 0.033(2) 0.074(3) 0.001(2) 0.014(3) 0.018(2) C6 0.066(3) 0.038(2) 0.067(3) 0.018(2) 0.021(2) 0.023(2) O7 0.054(2) 0.043(2) 0.056(2) 0.0190(14) 0.0073(14) 0.0173(14) C8 0.060(3) 0.050(3) 0.055(3) 0.013(2) 0.001(2) 0.024(2) C9 0.054(3) 0.054(3) 0.065(3) 0.000(2) 0.011(2) 0.024(2) O10 0.042(2) 0.041(2) 0.065(2) 0.0035(14) 0.0151(14) 0.0129(14) C11 0.042(2) 0.055(3) 0.052(3) 0.008(2) 0.012(2) 0.013(2) C12 0.047(3) 0.052(3) 0.039(2) 0.014(2) 0.008(2) 0.011(2) O13 0.067(2) 0.043(2) 0.045(2) 0.0112(14) 0.0110(15) 0.0219(15) C14 0.037(2) 0.043(2) 0.043(2) 0.012(2) 0.006(2) 0.012(2) C15 0.058(3) 0.042(2) 0.054(3) 0.023(2) 0.017(2) 0.018(2) C16 0.051(3) 0.044(2) 0.048(3) 0.018(2) 0.016(2) 0.014(2) C17 0.038(2) 0.041(2) 0.051(3) 0.014(2) 0.013(2) 0.015(2) C18 0.048(3) 0.042(2) 0.062(3) 0.024(2) 0.012(2) 0.018(2) C19 0.042(2) 0.048(3) 0.044(2) 0.018(2) 0.009(2) 0.015(2) N20 0.041(2) 0.039(2) 0.039(2) 0.0089(15) 0.0118(15) 0.016(2) C21 0.045(2) 0.034(2) 0.048(2) 0.014(2) 0.015(2) 0.017(2) C22 0.035(2) 0.032(2) 0.043(2) 0.014(2) 0.011(2) 0.014(2) C23 0.027(2) 0.033(2) 0.036(2) 0.015(2) 0.008(2) 0.009(2) C24 0.039(2) 0.042(2) 0.034(2) 0.019(2) 0.009(2) 0.017(2) C25 0.044(2) 0.050(3) 0.036(2) 0.019(2) 0.012(2) 0.019(2) C26 0.064(3) 0.036(2) 0.050(3) 0.022(2) 0.013(2) 0.021(2) C27 0.066(3) 0.046(3) 0.044(3) 0.027(2) 0.016(2) 0.025(2) C28 0.071(3) 0.051(3) 0.045(3) 0.006(2) 0.020(2) 0.022(2) P10 0.0591(8) 0.0606(8) 0.0601(8) 0.0284(6) 0.0173(6) 0.0154(6) F11 0.138(4) 0.074(3) 0.220(5) 0.076(3) 0.090(4) 0.020(2) F12 0.056(3) 0.154(6) 0.199(9) 0.038(6) 0.024(4) 0.055(4) F13 0.140(5) 0.098(4) 0.047(2) 0.031(2) 0.024(3) 0.039(3) F14 0.058(3) 0.084(3) 0.135(5) 0.036(3) 0.028(3) 0.036(2) F15 0.155(6) 0.118(5) 0.043(3) 0.002(3) -0.001(3) 0.041(4) F16 0.152(3) 0.064(2) 0.111(3) 0.050(2) 0.057(3) 0.034(2) N30 0.168(13) 0.096(9) 0.109(9) 0.008(7) 0.029(9) 0.036(8) C31 0.166(15) 0.073(8) 0.059(7) 0.016(6) 0.011(9) 0.044(9) C32 0.129(17) 0.112(14) 0.150(18) 0.076(12) 0.034(14) 0.057(13) _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 C17 1.377(5) 2_776 ? O1 C2 1.418(5) . ? C2 C3 1.477(6) . ? C3 O4 1.410(5) . ? O4 C5 1.416(5) . ? C5 C6 1.465(7) . ? C6 O7 1.422(5) . ? O7 C8 1.414(5) . ? C8 C9 1.479(7) . ? C9 O10 1.423(5) . ? O10 C11 1.415(5) . ? C11 C12 1.480(6) . ? C12 O13 1.426(5) . ? O13 C14 1.367(5) . ? C14 C15 1.389(6) . ? C14 C19 1.391(6) . ? C15 C16 1.370(6) . ? C16 C17 1.390(6) . ? C17 C18 1.371(6) . ? C17 O1 1.377(5) 2_776 ? C18 C19 1.385(6) . ? N20 C21 1.338(5) . ? N20 C25 1.354(5) . ? N20 C28 1.472(5) . ? C21 C22 1.386(5) . ? C22 C23 1.412(5) . ? C22 C26 1.436(6) . ? C23 C24 1.411(5) . ? C23 C23 1.414(7) 2_776 ? C24 C25 1.376(5) . ? C24 C27 1.432(6) . ? C26 C27 1.346(6) 2_776 ? C27 C26 1.346(6) 2_776 ? P10 F13' 1.39(4) . ? P10 F14' 1.47(3) . ? P10 F15' 1.52(4) . ? P10 F12' 1.53(2) . ? P10 F12 1.545(5) . ? P10 F11 1.567(4) . ? P10 F15 1.571(5) . ? P10 F16 1.584(3) . ? P10 F13 1.597(4) . ? P10 F14 1.610(5) . ? N30 C31 1.134(9) . ? C31 C32 1.450(10) . ? N40 C41 1.105(9) . ? N40 N40 1.33(3) 2_686 ? C41 C42 1.452(10) . ? 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 C17 O1 C2 118.1(3) 2_776 . ? O1 C2 C3 110.0(4) . . ? O4 C3 C2 108.3(4) . . ? C3 O4 C5 112.7(3) . . ? O4 C5 C6 109.4(4) . . ? O7 C6 C5 110.3(4) . . ? C8 O7 C6 111.3(3) . . ? O7 C8 C9 109.9(4) . . ? O10 C9 C8 110.7(4) . . ? C11 O10 C9 111.9(3) . . ? O10 C11 C12 111.0(3) . . ? O13 C12 C11 109.1(4) . . ? C14 O13 C12 117.7(3) . . ? O13 C14 C15 116.5(4) . . ? O13 C14 C19 124.6(4) . . ? C15 C14 C19 118.9(4) . . ? C16 C15 C14 121.1(4) . . ? C15 C16 C17 120.0(4) . . ? C18 C17 O1 124.2(4) . 2_776 ? C18 C17 C16 119.2(4) . . ? O1 C17 C16 116.5(4) 2_776 . ? C17 C18 C19 121.4(4) . . ? C18 C19 C14 119.4(4) . . ? C21 N20 C25 122.0(3) . . ? C21 N20 C28 119.6(3) . . ? C25 N20 C28 118.4(3) . . ? N20 C21 C22 120.8(4) . . ? C21 C22 C23 118.2(4) . . ? C21 C22 C26 123.1(4) . . ? C23 C22 C26 118.7(4) . . ? C24 C23 C22 120.0(3) . . ? C24 C23 C23 119.5(4) . 2_776 ? C22 C23 C23 120.5(4) . 2_776 ? C25 C24 C23 118.1(4) . . ? C25 C24 C27 122.7(4) . . ? C23 C24 C27 119.2(4) . . ? N20 C25 C24 121.0(4) . . ? C27 C26 C22 120.9(4) 2_776 . ? C26 C27 C24 121.2(4) 2_776 . ? F13' P10 F14' 87.3(16) . . ? F13' P10 F15' 174.7(19) . . ? F14' P10 F15' 89.7(16) . . ? F13' P10 F12' 94.9(16) . . ? F14' P10 F12' 175.9(14) . . ? F15' P10 F12' 88.4(16) . . ? F13' P10 F11 87.6(14) . . ? F14' P10 F11 97.4(10) . . ? F15' P10 F11 88.4(14) . . ? F12' P10 F11 86.1(9) . . ? F12 P10 F11 91.9(3) . . ? F12 P10 F15 93.1(5) . . ? F11 P10 F15 91.4(3) . . ? F13' P10 F16 89.6(14) . . ? F14' P10 F16 83.2(10) . . ? F15' P10 F16 94.4(14) . . ? F12' P10 F16 93.4(9) . . ? F12 P10 F16 90.1(3) . . ? F11 P10 F16 177.2(3) . . ? F15 P10 F16 90.4(3) . . ? F12 P10 F13 90.2(4) . . ? F11 P10 F13 91.1(3) . . ? F15 P10 F13 175.8(4) . . ? F16 P10 F13 87.0(2) . . ? F12 P10 F14 178.9(5) . . ? F11 P10 F14 87.6(3) . . ? F15 P10 F14 87.9(4) . . ? F16 P10 F14 90.3(2) . . ? F13 P10 F14 88.8(4) . . ? N30 C31 C32 178.7(17) . . ? C41 N40 N40 158.6(31) . 2_686 ? N40 C41 C42 176.7(32) . . ? _refine_diff_density_max 0.377 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.060