# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mx1984 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C76 H86 O20, 2(C16 H22 N2), 4(F6 P)' _chemical_formula_sum 'C108 H130 F24 N4 O20 P4' _chemical_formula_weight 2384.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.319(3) _cell_length_b 16.518(4) _cell_length_c 17.359(4) _cell_angle_alpha 101.304(3) _cell_angle_beta 95.454(3) _cell_angle_gamma 113.008(3) _cell_volume 3384.2(13) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9968 _cell_measurement_theta_min 1.22 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1242 _exptl_absorpt_coefficient_mu 0.146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7325 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type 'MM007-HF CCD(Saturn 724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30264 _diffrn_reflns_av_R_equivalents 0.0646 _diffrn_reflns_av_sigmaI/netI 0.0949 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 27.46 _reflns_number_total 15345 _reflns_number_gt 9417 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'Olex2 Ver 1.1' _computing_molecular_graphics 'Olex2 Ver 1.1' _computing_publication_material 'SHELX97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15345 _refine_ls_number_parameters 770 _refine_ls_number_restraints 76 _refine_ls_R_factor_all 0.1317 _refine_ls_R_factor_gt 0.1017 _refine_ls_wR_factor_ref 0.2749 _refine_ls_wR_factor_gt 0.2564 _refine_ls_goodness_of_fit_ref 1.327 _refine_ls_restrained_S_all 1.346 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.43091(9) 0.24761(7) 0.74982(6) 0.0510(3) Uani 1 1 d . . . P2 P 0.12463(10) 0.50947(8) 0.81386(8) 0.0663(3) Uani 1 1 d . . . F1 F 0.4533(3) 0.2385(3) 0.66161(16) 0.1049(11) Uani 1 1 d . . . F2 F 0.3094(2) 0.1698(2) 0.7183(2) 0.0946(9) Uani 1 1 d . . . F3 F 0.4087(3) 0.2536(2) 0.83780(16) 0.0980(10) Uani 1 1 d . . . F4 F 0.5523(3) 0.3231(3) 0.7805(2) 0.1197(13) Uani 1 1 d . . . F5 F 0.3850(3) 0.3204(2) 0.7404(2) 0.1029(11) Uani 1 1 d . . . F6 F 0.4751(3) 0.1728(2) 0.75952(18) 0.0879(9) Uani 1 1 d . . . F7 F 0.0816(4) 0.5366(4) 0.7440(3) 0.1554(18) Uani 1 1 d . . . F8 F 0.2022(2) 0.47753(19) 0.7633(2) 0.1010(11) Uani 1 1 d . . . F9 F 0.1703(4) 0.4813(3) 0.8869(2) 0.1415(16) Uani 1 1 d . . . F10 F 0.0528(3) 0.5410(3) 0.8695(2) 0.1248(14) Uani 1 1 d . . . F11 F 0.0302(3) 0.4094(2) 0.7842(2) 0.1314(16) Uani 1 1 d . . . F12 F 0.2207(3) 0.60861(19) 0.8461(2) 0.1015(11) Uani 1 1 d . . . O1 O 0.5427(2) 0.56034(17) 0.60340(14) 0.0498(6) Uani 1 1 d . . . O2 O 0.6749(3) 0.5101(2) 0.70613(17) 0.0673(8) Uani 1 1 d . . . O3 O 0.8357(2) 0.62757(17) 0.84181(15) 0.0561(7) Uani 1 1 d . . . O4 O 0.8075(2) 0.77002(16) 0.94041(14) 0.0487(6) Uani 1 1 d . . . O6 O 0.9079(2) 0.90901(19) 0.87021(15) 0.0551(7) Uani 1 1 d . . . O8 O 0.5912(2) 0.71471(17) 0.56924(15) 0.0514(6) Uani 1 1 d . A . O10 O 0.39969(17) 0.85447(14) 1.06647(12) 0.0342(5) Uani 1 1 d . . . O11 O 0.1927(2) 0.71002(19) 1.05007(18) 0.0616(7) Uani 1 1 d . . . O12 O 0.8084(3) 0.8360(3) 0.5599(2) 0.1022(13) Uani 1 1 d DU . . N1 N 0.5196(3) 0.6306(2) 0.79852(18) 0.0531(8) Uani 1 1 d . B . N2 N 0.6859(3) 1.0698(2) 0.74568(19) 0.0548(8) Uani 1 1 d . . . C1 C 0.8323(3) 1.2207(3) 1.2596(2) 0.0491(8) Uani 1 1 d . . . H1 H 0.8728 1.2805 1.2931 0.059 Uiso 1 1 calc R . . C2 C 0.7817(3) 1.1484(3) 1.2932(2) 0.0467(8) Uani 1 1 d . . . H2 H 0.7877 1.1591 1.3496 0.056 Uiso 1 1 calc R . . C3 C 0.7223(3) 1.0605(2) 1.24454(18) 0.0387(7) Uani 1 1 d . . . H3 H 0.6878 1.0111 1.2675 0.046 Uiso 1 1 calc R . . C4 C 0.7142(2) 1.0459(2) 1.16264(17) 0.0311(6) Uani 1 1 d . . . C5 C 0.7658(2) 1.1188(2) 1.12939(17) 0.0316(6) Uani 1 1 d . . . C6 C 0.8236(3) 1.2055(2) 1.1768(2) 0.0397(7) Uani 1 1 d . . . H6 H 0.8574 1.2547 1.1536 0.048 Uiso 1 1 calc R . . C7 C 0.6477(2) 0.9552(2) 1.10042(17) 0.0302(6) Uani 1 1 d . . . H7 H 0.6119 0.9032 1.1246 0.036 Uiso 1 1 calc R . . C8 C 0.5643(2) 0.9733(2) 1.04740(16) 0.0291(6) Uani 1 1 d . . . C9 C 0.4491(2) 0.92502(19) 1.03243(16) 0.0290(6) Uani 1 1 d . . . C10 C 0.3666(3) 0.7666(2) 1.0122(2) 0.0428(8) Uani 1 1 d . . . H10A H 0.4330 0.7556 1.0031 0.051 Uiso 1 1 calc R . . H10B H 0.3265 0.7640 0.9601 0.051 Uiso 1 1 calc R . . C11 C 0.2926(3) 0.6956(2) 1.0482(2) 0.0528(9) Uani 1 1 d . . . H11A H 0.2752 0.6340 1.0153 0.063 Uiso 1 1 calc R . . H11B H 0.3288 0.7022 1.1030 0.063 Uiso 1 1 calc R . . C12 C 0.1113(4) 0.6377(4) 1.0751(3) 0.0834(15) Uani 1 1 d . . . H12A H 0.0955 0.5793 1.0382 0.125 Uiso 1 1 calc R . . H12B H 0.0429 0.6468 1.0750 0.125 Uiso 1 1 calc R . . H12C H 0.1402 0.6379 1.1292 0.125 Uiso 1 1 calc R . . C13 C 0.6153(2) 1.04703(19) 1.01507(16) 0.0281(6) Uani 1 1 d . . . C14 C 0.7423(2) 1.0904(2) 1.03832(17) 0.0302(6) Uani 1 1 d . . . H14 H 0.7787 1.1421 1.0139 0.036 Uiso 1 1 calc R . . C15 C 0.7740(2) 1.0116(2) 1.01170(17) 0.0325(6) Uani 1 1 d . . . C16 C 0.7234(2) 0.9400(2) 1.04576(18) 0.0342(6) Uani 1 1 d . . . C17 C 0.7396(2) 0.8609(2) 1.02351(17) 0.0346(7) Uani 1 1 d . . . H17 H 0.7063 0.8120 1.0472 0.041 Uiso 1 1 calc R . . C18 C 0.8397(2) 1.0049(2) 0.95456(17) 0.0379(7) Uani 1 1 d . . . H18 H 0.8743 1.0546 0.9321 0.045 Uiso 1 1 calc R . . C19 C 0.8538(3) 0.9263(2) 0.93107(19) 0.0419(8) Uani 1 1 d . . . C20 C 0.8046(3) 0.8535(2) 0.96637(19) 0.0437(8) Uani 1 1 d . . . C21 C 0.9138(3) 0.7657(3) 0.9442(3) 0.0622(11) Uani 1 1 d . . . H21A H 0.9585 0.7955 0.9990 0.075 Uiso 1 1 calc R . . H21B H 0.9550 0.7976 0.9066 0.075 Uiso 1 1 calc R . . C22 C 0.8938(4) 0.6687(3) 0.9222(2) 0.0564(10) Uani 1 1 d . . . H22A H 0.9657 0.6637 0.9282 0.068 Uiso 1 1 calc R . . H22B H 0.8497 0.6367 0.9585 0.068 Uiso 1 1 calc R . . C23 C 0.8088(5) 0.5359(3) 0.8208(3) 0.0871(16) Uani 1 1 d . . . H23A H 0.7458 0.5028 0.8452 0.104 Uiso 1 1 calc R . . H23B H 0.8731 0.5241 0.8396 0.104 Uiso 1 1 calc R . . C24 C 0.7766(5) 0.5040(4) 0.7292(4) 0.113(3) Uani 1 1 d . . . H24A H 0.8354 0.5429 0.7050 0.136 Uiso 1 1 calc R . . H24B H 0.7674 0.4405 0.7107 0.136 Uiso 1 1 calc R . . C25 C 0.6251(4) 0.4618(3) 0.6241(2) 0.0609(11) Uani 1 1 d . . . H25A H 0.6120 0.3971 0.6155 0.073 Uiso 1 1 calc R . . H25B H 0.6745 0.4888 0.5881 0.073 Uiso 1 1 calc R . . C26 C 0.5177(4) 0.4695(3) 0.6075(2) 0.0547(9) Uani 1 1 d . . . H26A H 0.4721 0.4263 0.5563 0.066 Uiso 1 1 calc R . . H26B H 0.4754 0.4553 0.6507 0.066 Uiso 1 1 calc R . . C27 C 0.4572(3) 0.5853(3) 0.5959(2) 0.0494(9) Uani 1 1 d . . . C28 C 0.3495(4) 0.5364(3) 0.6061(3) 0.0667(11) Uani 1 1 d . . . H28 H 0.3294 0.4788 0.6175 0.080 Uiso 1 1 calc R . . C29 C 0.2708(4) 0.5729(4) 0.5994(3) 0.0815(15) Uani 1 1 d . . . H29 H 0.1971 0.5390 0.6056 0.098 Uiso 1 1 calc R . . C30 C 0.2971(4) 0.6530(4) 0.5848(3) 0.0758(13) Uani 1 1 d . . . H30 H 0.2424 0.6764 0.5817 0.091 Uiso 1 1 calc R . . C31 C 0.4031(4) 0.7042(3) 0.5737(2) 0.0591(10) Uani 1 1 d . . . H31 H 0.4206 0.7616 0.5622 0.071 Uiso 1 1 calc R . . C32 C 0.4829(3) 0.6704(3) 0.5797(2) 0.0486(8) Uani 1 1 d . . . C33 C 0.6129(3) 0.7830(3) 0.5252(2) 0.0510(9) Uani 1 1 d . . . H33A H 0.6185 0.8405 0.5599 0.061 Uiso 1 1 calc R A . H33B H 0.5519 0.7627 0.4787 0.061 Uiso 1 1 calc R . . C34 C 0.7184(4) 0.7970(3) 0.4981(3) 0.0691(12) Uani 1 1 d . A . H34A H 0.7140 0.7376 0.4686 0.083 Uiso 1 1 calc R . . H34B H 0.7293 0.8365 0.4606 0.083 Uiso 1 1 calc R . . O7 O 0.9158(4) 0.8755(4) 0.7158(3) 0.0495(16) Uani 0.484(6) 1 d PDU A 1 C35 C 0.8324(7) 0.7709(6) 0.5880(4) 0.055(2) Uani 0.484(6) 1 d PDU A 1 H35A H 0.8427 0.7292 0.5433 0.066 Uiso 0.484(6) 1 calc PR A 1 H35B H 0.7702 0.7347 0.6113 0.066 Uiso 0.484(6) 1 calc PR A 1 C36 C 0.9347(6) 0.8178(6) 0.6492(4) 0.053(2) Uani 0.484(6) 1 d PDU A 1 H36A H 0.9553 0.7726 0.6682 0.064 Uiso 0.484(6) 1 calc PR A 1 H36B H 0.9964 0.8552 0.6262 0.064 Uiso 0.484(6) 1 calc PR A 1 O7' O 0.9508(5) 0.9448(5) 0.7065(3) 0.0682(19) Uani 0.516(6) 1 d PDU A 2 C35' C 0.9020(7) 0.9101(6) 0.5677(4) 0.060(2) Uani 0.516(6) 1 d PDU A 2 H35C H 0.8812 0.9616 0.5687 0.072 Uiso 0.516(6) 1 calc PR A 2 H35D H 0.9323 0.9011 0.5184 0.072 Uiso 0.516(6) 1 calc PR A 2 C36' C 0.9902(6) 0.9383(7) 0.6334(4) 0.073(3) Uani 0.516(6) 1 d PDU A 2 H36C H 1.0483 0.9981 0.6333 0.088 Uiso 0.516(6) 1 calc PR A 2 H36D H 1.0237 0.8940 0.6282 0.088 Uiso 0.516(6) 1 calc PR A 2 C37 C 1.0202(4) 0.9460(4) 0.7753(2) 0.0884(19) Uani 1 1 d D . . H37A H 1.0677 0.9169 0.7927 0.106 Uiso 0.484(6) 1 calc PR A 1 H37B H 1.0637 0.9944 0.7505 0.106 Uiso 0.484(6) 1 calc PR A 1 H37C H 1.0992 0.9847 0.7766 0.106 Uiso 0.516(6) 1 calc PR A 2 H37D H 1.0119 0.8838 0.7754 0.106 Uiso 0.516(6) 1 calc PR A 2 C38 C 0.9796(3) 0.9853(3) 0.8459(2) 0.0544(10) Uani 1 1 d . A . H38A H 1.0428 1.0261 0.8900 0.065 Uiso 1 1 calc R . . H38B H 0.9389 1.0201 0.8299 0.065 Uiso 1 1 calc R . . C39 C 0.5073(12) 0.6055(7) 0.9644(6) 0.078(3) Uani 0.560(11) 1 d PDU B 1 H39A H 0.5460 0.6141 1.0184 0.118 Uiso 0.560(11) 1 calc PR B 1 H39B H 0.4273 0.5712 0.9603 0.118 Uiso 0.560(11) 1 calc PR B 1 H39C H 0.5218 0.6650 0.9542 0.118 Uiso 0.560(11) 1 calc PR B 1 C40 C 0.5481(7) 0.5544(6) 0.9047(4) 0.061(2) Uani 0.560(11) 1 d PDU B 1 H40A H 0.5336 0.4944 0.9152 0.073 Uiso 0.560(11) 1 calc PR B 1 H40B H 0.6294 0.5882 0.9101 0.073 Uiso 0.560(11) 1 calc PR B 1 C39' C 0.5710(10) 0.5977(10) 0.9571(8) 0.081(4) Uani 0.440(11) 1 d PDU B 2 H39D H 0.5601 0.6041 1.0126 0.122 Uiso 0.440(11) 1 calc PR B 2 H39E H 0.6072 0.6581 0.9475 0.122 Uiso 0.440(11) 1 calc PR B 2 H39F H 0.6179 0.5649 0.9474 0.122 Uiso 0.440(11) 1 calc PR B 2 C40' C 0.4609(7) 0.5458(6) 0.9018(4) 0.052(3) Uani 0.440(11) 1 d PDU B 2 H40C H 0.4124 0.5780 0.9103 0.063 Uiso 0.440(11) 1 calc PR B 2 H40D H 0.4232 0.4842 0.9101 0.063 Uiso 0.440(11) 1 calc PR B 2 C41 C 0.4887(5) 0.5402(3) 0.8162(3) 0.0751(14) Uani 1 1 d D . . H41 H 0.5123 0.5017 0.7776 0.090 Uiso 1 1 calc R B 1 H40' H 0.4071 0.5091 0.8111 0.090 Uiso 1 1 calc R B 1 C42 C 0.6268(3) 0.6799(2) 0.79198(19) 0.0454(8) Uani 1 1 d . . . H42 H 0.6799 0.6551 0.7967 0.055 Uiso 1 1 calc R B . C43 C 0.6578(3) 0.7638(2) 0.77876(18) 0.0398(7) Uani 1 1 d . B . H43 H 0.7321 0.7969 0.7734 0.048 Uiso 1 1 calc R . . C44 C 0.5813(3) 0.8017(3) 0.77291(18) 0.0414(8) Uani 1 1 d . . . C45 C 0.4737(3) 0.7490(3) 0.7800(2) 0.0514(9) Uani 1 1 d . B . H45 H 0.4196 0.7729 0.7770 0.062 Uiso 1 1 calc R . . C46 C 0.4439(3) 0.6646(3) 0.7911(2) 0.0584(10) Uani 1 1 d . . . H46 H 0.3689 0.6292 0.7936 0.070 Uiso 1 1 calc R B . C47 C 0.6164(3) 0.8945(2) 0.76145(17) 0.0386(7) Uani 1 1 d . B . C48 C 0.7083(3) 0.9332(3) 0.7266(2) 0.0480(8) Uani 1 1 d . . . H48 H 0.7474 0.8985 0.7073 0.058 Uiso 1 1 calc R B . C49 C 0.7422(3) 1.0204(3) 0.7200(2) 0.0534(9) Uani 1 1 d . B . H49 H 0.8057 1.0466 0.6973 0.064 Uiso 1 1 calc R . . C50 C 0.5943(4) 1.0326(3) 0.7773(2) 0.0578(10) Uani 1 1 d . B . H50 H 0.5541 1.0674 0.7938 0.069 Uiso 1 1 calc R . . C51 C 0.5600(3) 0.9480(3) 0.78555(19) 0.0510(9) Uani 1 1 d . . . H51 H 0.4960 0.9235 0.8082 0.061 Uiso 1 1 calc R B . C52 C 0.7260(4) 1.1651(3) 0.7388(3) 0.0764(14) Uani 1 1 d . . . H52A H 0.8078 1.1959 0.7557 0.092 Uiso 1 1 calc R . . H52B H 0.6934 1.1982 0.7747 0.092 Uiso 1 1 calc R . . C53 C 0.6926(5) 1.1671(4) 0.6503(3) 0.0843(15) Uani 1 1 d . . . H53A H 0.7231 1.1323 0.6142 0.101 Uiso 1 1 calc R . . H53B H 0.6107 1.1381 0.6341 0.101 Uiso 1 1 calc R . . C54 C 0.7361(6) 1.2626(5) 0.6429(5) 0.137(3) Uani 1 1 d . . . H54A H 0.7009 1.2956 0.6752 0.205 Uiso 1 1 calc R . . H54B H 0.7193 1.2626 0.5868 0.205 Uiso 1 1 calc R . . H54C H 0.8167 1.2923 0.6620 0.205 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0565(6) 0.0455(6) 0.0508(5) 0.0189(4) 0.0066(4) 0.0190(5) P2 0.0498(7) 0.0512(7) 0.0859(8) 0.0092(6) 0.0291(6) 0.0091(5) F1 0.120(3) 0.142(3) 0.0593(16) 0.0415(18) 0.0258(17) 0.052(2) F2 0.0608(18) 0.0641(18) 0.131(3) 0.0189(17) 0.0051(17) 0.0032(15) F3 0.135(3) 0.111(3) 0.0619(16) 0.0263(16) 0.0359(18) 0.061(2) F4 0.075(2) 0.107(3) 0.126(3) 0.040(2) -0.0220(19) -0.010(2) F5 0.122(3) 0.072(2) 0.146(3) 0.056(2) 0.032(2) 0.058(2) F6 0.102(2) 0.099(2) 0.104(2) 0.0507(18) 0.0360(18) 0.069(2) F7 0.201(5) 0.211(5) 0.126(3) 0.080(3) 0.045(3) 0.139(4) F8 0.0719(19) 0.0663(18) 0.144(3) -0.0014(18) 0.0591(19) 0.0125(16) F9 0.219(5) 0.122(3) 0.098(3) 0.022(2) 0.013(3) 0.093(4) F10 0.082(2) 0.122(3) 0.141(3) -0.019(2) 0.054(2) 0.029(2) F11 0.093(3) 0.081(2) 0.148(3) -0.014(2) 0.068(2) -0.0263(19) F12 0.072(2) 0.0530(17) 0.161(3) 0.0039(18) 0.053(2) 0.0112(15) O1 0.0548(16) 0.0400(14) 0.0520(14) 0.0117(11) 0.0072(12) 0.0180(13) O2 0.072(2) 0.0589(18) 0.0591(16) -0.0156(13) -0.0069(14) 0.0340(17) O3 0.0712(19) 0.0457(15) 0.0501(14) -0.0062(11) -0.0097(13) 0.0365(15) O4 0.0395(14) 0.0393(14) 0.0549(14) -0.0139(11) -0.0046(11) 0.0189(12) O6 0.0366(14) 0.0622(17) 0.0493(14) -0.0136(12) 0.0137(11) 0.0149(13) O8 0.0602(17) 0.0467(15) 0.0528(14) 0.0197(12) 0.0153(12) 0.0239(14) O10 0.0320(11) 0.0269(11) 0.0393(11) 0.0152(9) 0.0062(9) 0.0046(9) O11 0.0375(15) 0.0493(16) 0.0849(19) 0.0292(14) 0.0114(13) -0.0009(13) O12 0.069(2) 0.120(3) 0.098(3) 0.071(2) -0.0040(19) 0.004(2) N1 0.058(2) 0.0460(18) 0.0426(15) 0.0025(13) 0.0097(14) 0.0122(16) N2 0.061(2) 0.0484(19) 0.0524(17) 0.0085(14) -0.0020(15) 0.0254(18) C1 0.050(2) 0.045(2) 0.0454(18) 0.0002(16) 0.0082(16) 0.0184(18) C2 0.049(2) 0.051(2) 0.0350(16) -0.0006(15) 0.0090(15) 0.0205(18) C3 0.0320(17) 0.050(2) 0.0358(15) 0.0099(14) 0.0112(13) 0.0189(16) C4 0.0206(14) 0.0383(17) 0.0322(14) 0.0039(12) 0.0025(11) 0.0131(13) C5 0.0200(14) 0.0335(16) 0.0377(15) 0.0079(12) 0.0060(11) 0.0078(12) C6 0.0285(16) 0.0354(17) 0.0471(17) 0.0038(14) 0.0029(13) 0.0092(14) C7 0.0228(14) 0.0289(15) 0.0367(14) 0.0101(12) 0.0055(11) 0.0076(12) C8 0.0226(14) 0.0295(15) 0.0330(14) 0.0061(11) 0.0068(11) 0.0093(12) C9 0.0258(14) 0.0237(14) 0.0318(13) 0.0068(11) 0.0061(11) 0.0046(12) C10 0.0408(19) 0.0264(16) 0.0548(19) 0.0082(14) 0.0141(16) 0.0075(15) C11 0.055(2) 0.0286(18) 0.056(2) 0.0091(15) 0.0003(18) 0.0016(17) C12 0.061(3) 0.077(3) 0.079(3) 0.035(3) 0.018(2) -0.013(3) C13 0.0202(13) 0.0248(14) 0.0314(13) 0.0053(11) 0.0029(11) 0.0026(11) C14 0.0199(13) 0.0291(15) 0.0388(15) 0.0111(12) 0.0051(11) 0.0065(12) C15 0.0195(14) 0.0394(17) 0.0323(14) 0.0044(13) 0.0032(11) 0.0085(13) C16 0.0258(15) 0.0329(16) 0.0369(15) 0.0053(13) 0.0018(12) 0.0079(13) C17 0.0271(15) 0.0391(17) 0.0337(14) 0.0027(13) -0.0020(12) 0.0148(14) C18 0.0251(15) 0.0457(19) 0.0325(14) 0.0053(13) 0.0018(12) 0.0072(14) C19 0.0271(16) 0.051(2) 0.0377(16) -0.0069(15) 0.0029(13) 0.0152(15) C20 0.0379(18) 0.050(2) 0.0389(16) -0.0082(15) -0.0083(14) 0.0267(17) C21 0.037(2) 0.056(2) 0.074(3) -0.023(2) -0.0068(18) 0.0218(19) C22 0.062(3) 0.064(3) 0.049(2) 0.0017(18) -0.0019(18) 0.040(2) C23 0.092(4) 0.070(3) 0.095(4) -0.002(3) -0.012(3) 0.048(3) C24 0.096(4) 0.112(5) 0.106(4) -0.065(3) -0.034(3) 0.072(4) C25 0.078(3) 0.042(2) 0.048(2) -0.0100(16) 0.002(2) 0.022(2) C26 0.068(3) 0.038(2) 0.0439(18) 0.0067(15) 0.0051(18) 0.0109(19) C27 0.049(2) 0.048(2) 0.0379(17) 0.0095(16) 0.0055(15) 0.0077(18) C28 0.056(3) 0.069(3) 0.061(2) 0.020(2) 0.008(2) 0.011(2) C29 0.048(3) 0.108(5) 0.078(3) 0.020(3) 0.011(2) 0.024(3) C30 0.069(3) 0.088(4) 0.077(3) 0.025(3) 0.007(2) 0.039(3) C31 0.064(3) 0.063(3) 0.047(2) 0.0102(19) 0.0111(19) 0.025(2) C32 0.049(2) 0.051(2) 0.0401(17) 0.0146(16) 0.0068(16) 0.0144(18) C33 0.064(3) 0.042(2) 0.0413(17) 0.0111(15) 0.0099(17) 0.0169(19) C34 0.065(3) 0.079(3) 0.057(2) 0.027(2) 0.011(2) 0.019(3) O7 0.052(3) 0.063(4) 0.038(2) 0.004(2) 0.001(2) 0.034(3) C35 0.053(4) 0.067(5) 0.044(4) 0.000(3) 0.005(3) 0.030(4) C36 0.053(4) 0.065(5) 0.042(4) 0.002(3) 0.005(3) 0.031(4) O7' 0.057(3) 0.090(5) 0.037(3) 0.010(3) 0.018(2) 0.011(3) C35' 0.068(5) 0.053(4) 0.043(4) 0.010(3) 0.029(3) 0.007(4) C36' 0.055(5) 0.102(6) 0.062(4) 0.043(4) 0.024(4) 0.019(4) C37 0.075(3) 0.185(6) 0.041(2) 0.021(3) 0.020(2) 0.093(4) C38 0.045(2) 0.091(3) 0.0332(16) 0.0125(18) 0.0106(15) 0.034(2) C39 0.115(9) 0.066(6) 0.051(5) 0.003(4) 0.012(6) 0.042(6) C40 0.069(6) 0.049(4) 0.066(5) 0.014(4) 0.016(4) 0.027(4) C39' 0.078(9) 0.073(8) 0.057(7) 0.020(6) -0.004(7) -0.003(7) C40' 0.055(6) 0.040(5) 0.052(5) 0.016(4) 0.016(4) 0.006(4) C41 0.092(4) 0.044(2) 0.062(3) 0.0031(19) 0.026(3) 0.003(2) C42 0.0370(19) 0.046(2) 0.0386(17) -0.0021(15) -0.0011(14) 0.0109(17) C43 0.0301(16) 0.049(2) 0.0344(15) 0.0021(14) 0.0023(13) 0.0150(16) C44 0.0345(18) 0.055(2) 0.0302(15) 0.0035(14) 0.0020(13) 0.0181(17) C45 0.0372(19) 0.066(3) 0.0483(19) 0.0086(18) 0.0106(16) 0.0207(19) C46 0.042(2) 0.065(3) 0.061(2) 0.015(2) 0.0187(18) 0.014(2) C47 0.0331(17) 0.050(2) 0.0308(14) 0.0038(13) -0.0011(12) 0.0207(16) C48 0.040(2) 0.054(2) 0.0513(19) 0.0064(17) 0.0064(16) 0.0248(18) C49 0.042(2) 0.053(2) 0.070(2) 0.0179(19) 0.0063(18) 0.0245(19) C50 0.068(3) 0.075(3) 0.0454(19) 0.0150(19) 0.0148(19) 0.045(3) C51 0.062(2) 0.073(3) 0.0359(17) 0.0175(17) 0.0166(16) 0.043(2) C52 0.073(3) 0.048(3) 0.105(4) 0.019(2) -0.003(3) 0.028(3) C53 0.090(4) 0.070(3) 0.095(4) 0.035(3) 0.030(3) 0.027(3) C54 0.116(6) 0.121(6) 0.213(9) 0.101(6) 0.029(6) 0.064(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 F4 1.566(3) . ? P1 F3 1.575(3) . ? P1 F5 1.575(3) . ? P1 F1 1.577(3) . ? P1 F2 1.581(3) . ? P1 F6 1.592(3) . ? P2 F7 1.510(4) . ? P2 F10 1.576(3) . ? P2 F11 1.580(3) . ? P2 F12 1.581(3) . ? P2 F9 1.581(4) . ? P2 F8 1.591(3) . ? O1 C27 1.358(5) . ? O1 C26 1.422(4) . ? O2 C24 1.422(6) . ? O2 C25 1.437(4) . ? O3 C23 1.375(5) . ? O3 C22 1.422(4) . ? O4 C20 1.382(4) . ? O4 C21 1.440(4) . ? O6 C19 1.379(4) . ? O6 C38 1.422(5) . ? O8 C32 1.387(5) . ? O8 C33 1.437(4) . ? O10 C9 1.373(3) . ? O10 C10 1.440(4) . ? O11 C12 1.439(5) . ? O11 C11 1.442(5) . ? O12 C35' 1.334(8) . ? O12 C34 1.372(6) . ? O12 C35 1.393(9) . ? N1 C46 1.339(5) . ? N1 C42 1.368(5) . ? N1 C41 1.490(5) . ? N2 C49 1.351(5) . ? N2 C50 1.357(5) . ? N2 C52 1.485(5) . ? C1 C2 1.391(5) . ? C1 C6 1.395(5) . ? C1 H1 0.9500 . ? C2 C3 1.394(5) . ? C2 H2 0.9500 . ? C3 C4 1.381(4) . ? C3 H3 0.9500 . ? C4 C5 1.398(4) . ? C4 C7 1.531(4) . ? C5 C6 1.370(4) . ? C5 C14 1.522(4) . ? C6 H6 0.9500 . ? C7 C16 1.505(4) . ? C7 C8 1.531(4) . ? C7 H7 1.0000 . ? C8 C9 1.395(4) . ? C8 C13 1.398(4) . ? C9 C13 1.397(4) 2_677 ? C10 C11 1.495(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C9 1.397(4) 2_677 ? C13 C14 1.532(4) . ? C14 C15 1.523(4) . ? C14 H14 1.0000 . ? C15 C16 1.389(4) . ? C15 C18 1.399(4) . ? C16 C17 1.393(4) . ? C17 C20 1.395(4) . ? C17 H17 0.9500 . ? C18 C19 1.374(5) . ? C18 H18 0.9500 . ? C19 C20 1.414(5) . ? C21 C22 1.480(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.533(8) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.492(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.392(6) . ? C27 C32 1.403(5) . ? C28 C29 1.406(7) . ? C28 H28 0.9500 . ? C29 C30 1.312(7) . ? C29 H29 0.9500 . ? C30 C31 1.389(7) . ? C30 H30 0.9500 . ? C31 C32 1.385(5) . ? C31 H31 0.9500 . ? C33 C34 1.472(6) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? O7 C36 1.455(6) . ? O7 C37 1.531(6) . ? C35 C36 1.471(9) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? O7' C36' 1.421(7) . ? O7' C37 1.430(6) . ? C35' C36' 1.416(9) . ? C35' H35C 0.9900 . ? C35' H35D 0.9900 . ? C36' H36C 0.9900 . ? C36' H36D 0.9900 . ? C37 C38 1.519(5) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C37 H37C 0.9900 . ? C37 H37D 0.9900 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.486(9) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.588(8) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C39' C40' 1.495(9) . ? C39' H39D 0.9800 . ? C39' H39E 0.9800 . ? C39' H39F 0.9800 . ? C40' C41 1.558(8) . ? C40' H40C 0.9900 . ? C40' H40D 0.9900 . ? C41 H41 0.9900 . ? C41 H40' 0.9900 . ? C42 C43 1.356(5) . ? C42 H42 0.9500 . ? C43 C44 1.395(4) . ? C43 H43 0.9500 . ? C44 C45 1.388(5) . ? C44 C47 1.478(5) . ? C45 C46 1.351(6) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 C51 1.398(4) . ? C47 C48 1.398(5) . ? C48 C49 1.363(5) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? C50 C51 1.332(6) . ? C50 H50 0.9500 . ? C51 H51 0.9500 . ? C52 C53 1.569(7) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.488(7) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? 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 F4 P1 F3 91.5(2) . . ? F4 P1 F5 91.6(2) . . ? F3 P1 F5 91.40(18) . . ? F4 P1 F1 89.1(2) . . ? F3 P1 F1 178.13(18) . . ? F5 P1 F1 90.38(19) . . ? F4 P1 F2 178.7(2) . . ? F3 P1 F2 89.0(2) . . ? F5 P1 F2 89.59(19) . . ? F1 P1 F2 90.4(2) . . ? F4 P1 F6 89.4(2) . . ? F3 P1 F6 88.13(16) . . ? F5 P1 F6 178.94(19) . . ? F1 P1 F6 90.08(17) . . ? F2 P1 F6 89.45(18) . . ? F7 P2 F10 93.0(3) . . ? F7 P2 F11 91.6(3) . . ? F10 P2 F11 91.89(19) . . ? F7 P2 F12 90.4(3) . . ? F10 P2 F12 88.02(18) . . ? F11 P2 F12 178.0(3) . . ? F7 P2 F9 179.7(3) . . ? F10 P2 F9 87.2(2) . . ? F11 P2 F9 88.6(3) . . ? F12 P2 F9 89.4(2) . . ? F7 P2 F8 90.9(2) . . ? F10 P2 F8 175.9(2) . . ? F11 P2 F8 89.07(17) . . ? F12 P2 F8 90.88(16) . . ? F9 P2 F8 88.8(2) . . ? C27 O1 C26 117.9(3) . . ? C24 O2 C25 111.5(3) . . ? C23 O3 C22 111.8(3) . . ? C20 O4 C21 118.9(3) . . ? C19 O6 C38 116.9(3) . . ? C32 O8 C33 117.5(3) . . ? C9 O10 C10 112.9(2) . . ? C12 O11 C11 109.6(3) . . ? C35' O12 C34 127.8(4) . . ? C35' O12 C35 109.8(6) . . ? C34 O12 C35 111.9(5) . . ? C46 N1 C42 120.2(3) . . ? C46 N1 C41 120.4(4) . . ? C42 N1 C41 119.4(4) . . ? C49 N2 C50 120.3(3) . . ? C49 N2 C52 118.9(4) . . ? C50 N2 C52 120.7(4) . . ? C2 C1 C6 120.1(3) . . ? C2 C1 H1 120.0 . . ? C6 C1 H1 120.0 . . ? C1 C2 C3 120.4(3) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 119.2(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 120.1(3) . . ? C3 C4 C7 126.1(3) . . ? C5 C4 C7 113.8(2) . . ? C6 C5 C4 121.0(3) . . ? C6 C5 C14 126.4(3) . . ? C4 C5 C14 112.4(3) . . ? C5 C6 C1 119.2(3) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? C16 C7 C4 107.8(2) . . ? C16 C7 C8 103.8(2) . . ? C4 C7 C8 104.4(2) . . ? C16 C7 H7 113.3 . . ? C4 C7 H7 113.3 . . ? C8 C7 H7 113.3 . . ? C9 C8 C13 121.4(3) . . ? C9 C8 C7 125.8(3) . . ? C13 C8 C7 112.8(2) . . ? O10 C9 C8 120.9(3) . . ? O10 C9 C13 120.7(3) . 2_677 ? C8 C9 C13 118.4(3) . 2_677 ? O10 C10 C11 108.6(3) . . ? O10 C10 H10A 110.0 . . ? C11 C10 H10A 110.0 . . ? O10 C10 H10B 110.0 . . ? C11 C10 H10B 110.0 . . ? H10A C10 H10B 108.4 . . ? O11 C11 C10 106.0(3) . . ? O11 C11 H11A 110.5 . . ? C10 C11 H11A 110.5 . . ? O11 C11 H11B 110.5 . . ? C10 C11 H11B 110.5 . . ? H11A C11 H11B 108.7 . . ? O11 C12 H12A 109.5 . . ? O11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 C8 120.2(3) 2_677 . ? C9 C13 C14 126.5(3) 2_677 . ? C8 C13 C14 113.3(2) . . ? C5 C14 C15 108.4(2) . . ? C5 C14 C13 104.4(2) . . ? C15 C14 C13 104.0(2) . . ? C5 C14 H14 113.1 . . ? C15 C14 H14 113.1 . . ? C13 C14 H14 113.1 . . ? C16 C15 C18 121.0(3) . . ? C16 C15 C14 112.9(2) . . ? C18 C15 C14 125.9(3) . . ? C15 C16 C17 119.5(3) . . ? C15 C16 C7 114.1(3) . . ? C17 C16 C7 126.3(3) . . ? C16 C17 C20 119.9(3) . . ? C16 C17 H17 120.0 . . ? C20 C17 H17 120.0 . . ? C19 C18 C15 119.8(3) . . ? C19 C18 H18 120.1 . . ? C15 C18 H18 120.1 . . ? C18 C19 O6 124.7(3) . . ? C18 C19 C20 119.8(3) . . ? O6 C19 C20 115.3(3) . . ? O4 C20 C17 117.2(3) . . ? O4 C20 C19 122.5(3) . . ? C17 C20 C19 120.0(3) . . ? O4 C21 C22 108.0(3) . . ? O4 C21 H21A 110.1 . . ? C22 C21 H21A 110.1 . . ? O4 C21 H21B 110.1 . . ? C22 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? O3 C22 C21 110.0(3) . . ? O3 C22 H22A 109.7 . . ? C21 C22 H22A 109.7 . . ? O3 C22 H22B 109.7 . . ? C21 C22 H22B 109.7 . . ? H22A C22 H22B 108.2 . . ? O3 C23 C24 107.2(5) . . ? O3 C23 H23A 110.3 . . ? C24 C23 H23A 110.3 . . ? O3 C23 H23B 110.3 . . ? C24 C23 H23B 110.3 . . ? H23A C23 H23B 108.5 . . ? O2 C24 C23 108.0(4) . . ? O2 C24 H24A 110.1 . . ? C23 C24 H24A 110.1 . . ? O2 C24 H24B 110.1 . . ? C23 C24 H24B 110.1 . . ? H24A C24 H24B 108.4 . . ? O2 C25 C26 106.9(3) . . ? O2 C25 H25A 110.3 . . ? C26 C25 H25A 110.3 . . ? O2 C25 H25B 110.3 . . ? C26 C25 H25B 110.3 . . ? H25A C25 H25B 108.6 . . ? O1 C26 C25 107.7(3) . . ? O1 C26 H26A 110.2 . . ? C25 C26 H26A 110.2 . . ? O1 C26 H26B 110.2 . . ? C25 C26 H26B 110.2 . . ? H26A C26 H26B 108.5 . . ? O1 C27 C28 126.1(4) . . ? O1 C27 C32 115.8(3) . . ? C28 C27 C32 118.0(4) . . ? C27 C28 C29 119.6(4) . . ? C27 C28 H28 120.2 . . ? C29 C28 H28 120.2 . . ? C30 C29 C28 121.3(5) . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C29 C30 C31 121.4(5) . . ? C29 C30 H30 119.3 . . ? C31 C30 H30 119.3 . . ? C32 C31 C30 119.0(4) . . ? C32 C31 H31 120.5 . . ? C30 C31 H31 120.5 . . ? C31 C32 O8 124.4(3) . . ? C31 C32 C27 120.7(4) . . ? O8 C32 C27 114.9(3) . . ? O8 C33 C34 107.5(3) . . ? O8 C33 H33A 110.2 . . ? C34 C33 H33A 110.2 . . ? O8 C33 H33B 110.2 . . ? C34 C33 H33B 110.2 . . ? H33A C33 H33B 108.5 . . ? O12 C34 C33 112.9(4) . . ? O12 C34 H34A 109.0 . . ? C33 C34 H34A 109.0 . . ? O12 C34 H34B 109.0 . . ? C33 C34 H34B 109.0 . . ? H34A C34 H34B 107.8 . . ? C36 O7 C37 115.7(5) . . ? O12 C35 C36 108.5(7) . . ? O12 C35 H35A 110.0 . . ? C36 C35 H35A 110.0 . . ? O12 C35 H35B 110.0 . . ? C36 C35 H35B 110.0 . . ? H35A C35 H35B 108.4 . . ? O7 C36 C35 109.0(6) . . ? O7 C36 H36A 109.9 . . ? C35 C36 H36A 109.9 . . ? O7 C36 H36B 109.9 . . ? C35 C36 H36B 109.9 . . ? H36A C36 H36B 108.3 . . ? C36' O7' C37 116.8(5) . . ? O12 C35' C36' 120.7(6) . . ? O12 C35' H35C 107.2 . . ? C36' C35' H35C 107.2 . . ? O12 C35' H35D 107.2 . . ? C36' C35' H35D 107.2 . . ? H35C C35' H35D 106.8 . . ? C35' C36' O7' 110.4(6) . . ? C35' C36' H36C 109.6 . . ? O7' C36' H36C 109.6 . . ? C35' C36' H36D 109.6 . . ? O7' C36' H36D 109.6 . . ? H36C C36' H36D 108.1 . . ? O7' C37 C38 104.5(4) . . ? O7' C37 O7 43.7(3) . . ? C38 C37 O7 106.1(4) . . ? O7' C37 H37A 142.1 . . ? C38 C37 H37A 110.5 . . ? O7 C37 H37A 110.5 . . ? O7' C37 H37B 70.7 . . ? C38 C37 H37B 110.5 . . ? O7 C37 H37B 110.5 . . ? H37A C37 H37B 108.7 . . ? O7' C37 H37C 110.9 . . ? C38 C37 H37C 110.9 . . ? O7 C37 H37C 140.2 . . ? H37A C37 H37C 69.8 . . ? H37B C37 H37C 41.9 . . ? O7' C37 H37D 110.9 . . ? C38 C37 H37D 110.9 . . ? O7 C37 H37D 69.9 . . ? H37A C37 H37D 42.6 . . ? H37B C37 H37D 136.4 . . ? H37C C37 H37D 108.9 . . ? O6 C38 C37 105.4(4) . . ? O6 C38 H38A 110.7 . . ? C37 C38 H38A 110.7 . . ? O6 C38 H38B 110.7 . . ? C37 C38 H38B 110.7 . . ? H38A C38 H38B 108.8 . . ? C40 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C40 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C39 C40 C41 111.1(7) . . ? C39 C40 H40A 109.4 . . ? C41 C40 H40A 109.4 . . ? C39 C40 H40B 109.4 . . ? C41 C40 H40B 109.4 . . ? H40A C40 H40B 108.0 . . ? C40' C39' H39D 109.5 . . ? C40' C39' H39E 109.5 . . ? H39D C39' H39E 109.5 . . ? C40' C39' H39F 109.5 . . ? H39D C39' H39F 109.5 . . ? H39E C39' H39F 109.5 . . ? C39' C40' C41 104.8(8) . . ? C39' C40' H40C 110.8 . . ? C41 C40' H40C 110.8 . . ? C39' C40' H40D 110.8 . . ? C41 C40' H40D 110.8 . . ? H40C C40' H40D 108.9 . . ? N1 C41 C40' 109.3(4) . . ? N1 C41 C40 108.9(4) . . ? C40' C41 C40 41.2(4) . . ? N1 C41 H41 109.9 . . ? C40' C41 H41 137.9 . . ? C40 C41 H41 109.9 . . ? N1 C41 H40' 109.9 . . ? C40' C41 H40' 71.5 . . ? C40 C41 H40' 109.9 . . ? H41 C41 H40' 108.3 . . ? C43 C42 N1 120.5(3) . . ? C43 C42 H42 119.8 . . ? N1 C42 H42 119.8 . . ? C42 C43 C44 120.5(3) . . ? C42 C43 H43 119.8 . . ? C44 C43 H43 119.8 . . ? C45 C44 C43 116.7(3) . . ? C45 C44 C47 122.9(3) . . ? C43 C44 C47 120.3(3) . . ? C46 C45 C44 121.8(3) . . ? C46 C45 H45 119.1 . . ? C44 C45 H45 119.1 . . ? N1 C46 C45 120.2(4) . . ? N1 C46 H46 119.9 . . ? C45 C46 H46 119.9 . . ? C51 C47 C48 116.9(3) . . ? C51 C47 C44 121.6(3) . . ? C48 C47 C44 121.5(3) . . ? C49 C48 C47 120.4(3) . . ? C49 C48 H48 119.8 . . ? C47 C48 H48 119.8 . . ? N2 C49 C48 120.3(4) . . ? N2 C49 H49 119.9 . . ? C48 C49 H49 119.9 . . ? C51 C50 N2 120.8(3) . . ? C51 C50 H50 119.6 . . ? N2 C50 H50 119.6 . . ? C50 C51 C47 121.3(4) . . ? C50 C51 H51 119.4 . . ? C47 C51 H51 119.4 . . ? N2 C52 C53 110.5(4) . . ? N2 C52 H52A 109.6 . . ? C53 C52 H52A 109.6 . . ? N2 C52 H52B 109.6 . . ? C53 C52 H52B 109.6 . . ? H52A C52 H52B 108.1 . . ? C54 C53 C52 110.4(5) . . ? C54 C53 H53A 109.6 . . ? C52 C53 H53A 109.6 . . ? C54 C53 H53B 109.6 . . ? C52 C53 H53B 109.6 . . ? H53A C53 H53B 108.1 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.1(5) . . . . ? C1 C2 C3 C4 0.0(5) . . . . ? C2 C3 C4 C5 0.4(4) . . . . ? C2 C3 C4 C7 -176.7(3) . . . . ? C3 C4 C5 C6 -0.9(4) . . . . ? C7 C4 C5 C6 176.6(3) . . . . ? C3 C4 C5 C14 -176.8(2) . . . . ? C7 C4 C5 C14 0.6(3) . . . . ? C4 C5 C6 C1 1.0(4) . . . . ? C14 C5 C6 C1 176.3(3) . . . . ? C2 C1 C6 C5 -0.6(5) . . . . ? C3 C4 C7 C16 -129.8(3) . . . . ? C5 C4 C7 C16 53.0(3) . . . . ? C3 C4 C7 C8 120.3(3) . . . . ? C5 C4 C7 C8 -57.0(3) . . . . ? C16 C7 C8 C9 123.8(3) . . . . ? C4 C7 C8 C9 -123.4(3) . . . . ? C16 C7 C8 C13 -57.7(3) . . . . ? C4 C7 C8 C13 55.1(3) . . . . ? C10 O10 C9 C8 -100.8(3) . . . . ? C10 O10 C9 C13 82.2(3) . . . 2_677 ? C13 C8 C9 O10 -178.0(2) . . . . ? C7 C8 C9 O10 0.5(4) . . . . ? C13 C8 C9 C13 -0.9(4) . . . 2_677 ? C7 C8 C9 C13 177.5(3) . . . 2_677 ? C9 O10 C10 C11 -167.7(3) . . . . ? C12 O11 C11 C10 173.2(3) . . . . ? O10 C10 C11 O11 66.6(4) . . . . ? C9 C8 C13 C9 1.0(4) . . . 2_677 ? C7 C8 C13 C9 -177.7(2) . . . 2_677 ? C9 C8 C13 C14 -179.7(2) . . . . ? C7 C8 C13 C14 1.6(3) . . . . ? C6 C5 C14 C15 130.4(3) . . . . ? C4 C5 C14 C15 -53.9(3) . . . . ? C6 C5 C14 C13 -119.2(3) . . . . ? C4 C5 C14 C13 56.5(3) . . . . ? C9 C13 C14 C5 121.0(3) 2_677 . . . ? C8 C13 C14 C5 -58.2(3) . . . . ? C9 C13 C14 C15 -125.4(3) 2_677 . . . ? C8 C13 C14 C15 55.3(3) . . . . ? C5 C14 C15 C16 53.7(3) . . . . ? C13 C14 C15 C16 -56.9(3) . . . . ? C5 C14 C15 C18 -131.1(3) . . . . ? C13 C14 C15 C18 118.3(3) . . . . ? C18 C15 C16 C17 0.9(4) . . . . ? C14 C15 C16 C17 176.4(3) . . . . ? C18 C15 C16 C7 -174.8(3) . . . . ? C14 C15 C16 C7 0.7(4) . . . . ? C4 C7 C16 C15 -53.6(3) . . . . ? C8 C7 C16 C15 56.7(3) . . . . ? C4 C7 C16 C17 131.0(3) . . . . ? C8 C7 C16 C17 -118.7(3) . . . . ? C15 C16 C17 C20 -1.1(4) . . . . ? C7 C16 C17 C20 174.0(3) . . . . ? C16 C15 C18 C19 0.5(4) . . . . ? C14 C15 C18 C19 -174.3(3) . . . . ? C15 C18 C19 O6 173.7(3) . . . . ? C15 C18 C19 C20 -1.8(5) . . . . ? C38 O6 C19 C18 18.5(5) . . . . ? C38 O6 C19 C20 -165.8(3) . . . . ? C21 O4 C20 C17 -126.6(4) . . . . ? C21 O4 C20 C19 60.6(4) . . . . ? C16 C17 C20 O4 -173.1(3) . . . . ? C16 C17 C20 C19 -0.1(4) . . . . ? C18 C19 C20 O4 174.2(3) . . . . ? O6 C19 C20 O4 -1.7(4) . . . . ? C18 C19 C20 C17 1.5(5) . . . . ? O6 C19 C20 C17 -174.3(3) . . . . ? C20 O4 C21 C22 173.5(3) . . . . ? C23 O3 C22 C21 -175.8(4) . . . . ? O4 C21 C22 O3 63.4(5) . . . . ? C22 O3 C23 C24 -164.7(4) . . . . ? C25 O2 C24 C23 -166.1(4) . . . . ? O3 C23 C24 O2 -68.2(6) . . . . ? C24 O2 C25 C26 177.7(5) . . . . ? C27 O1 C26 C25 -174.1(3) . . . . ? O2 C25 C26 O1 72.6(4) . . . . ? C26 O1 C27 C28 12.3(5) . . . . ? C26 O1 C27 C32 -170.5(3) . . . . ? O1 C27 C28 C29 177.5(4) . . . . ? C32 C27 C28 C29 0.4(6) . . . . ? C27 C28 C29 C30 -0.9(7) . . . . ? C28 C29 C30 C31 1.3(8) . . . . ? C29 C30 C31 C32 -1.1(7) . . . . ? C30 C31 C32 O8 179.5(4) . . . . ? C30 C31 C32 C27 0.6(6) . . . . ? C33 O8 C32 C31 -21.0(5) . . . . ? C33 O8 C32 C27 158.0(3) . . . . ? O1 C27 C32 C31 -177.7(3) . . . . ? C28 C27 C32 C31 -0.2(5) . . . . ? O1 C27 C32 O8 3.3(4) . . . . ? C28 C27 C32 O8 -179.2(3) . . . . ? C32 O8 C33 C34 -160.7(3) . . . . ? C35' O12 C34 C33 -127.1(6) . . . . ? C35 O12 C34 C33 92.0(6) . . . . ? O8 C33 C34 O12 -67.5(5) . . . . ? C35' O12 C35 C36 27.4(8) . . . . ? C34 O12 C35 C36 175.4(5) . . . . ? C37 O7 C36 C35 -165.9(6) . . . . ? O12 C35 C36 O7 62.2(8) . . . . ? C34 O12 C35' C36' -176.1(7) . . . . ? C35 O12 C35' C36' -34.6(9) . . . . ? O12 C35' C36' O7' -52.0(11) . . . . ? C37 O7' C36' C35' 162.1(7) . . . . ? C36' O7' C37 C38 161.0(7) . . . . ? C36' O7' C37 O7 -100.7(8) . . . . ? C36 O7 C37 O7' 95.7(7) . . . . ? C36 O7 C37 C38 -170.0(5) . . . . ? C19 O6 C38 C37 -176.0(3) . . . . ? O7' C37 C38 O6 98.7(5) . . . . ? O7 C37 C38 O6 53.4(4) . . . . ? C46 N1 C41 C40' -66.6(6) . . . . ? C42 N1 C41 C40' 111.8(5) . . . . ? C46 N1 C41 C40 -110.3(5) . . . . ? C42 N1 C41 C40 68.0(5) . . . . ? C39' C40' C41 N1 -74.1(9) . . . . ? C39' C40' C41 C40 23.0(8) . . . . ? C39 C40 C41 N1 64.2(8) . . . . ? C39 C40 C41 C40' -33.8(7) . . . . ? C46 N1 C42 C43 0.7(5) . . . . ? C41 N1 C42 C43 -177.6(3) . . . . ? N1 C42 C43 C44 1.0(5) . . . . ? C42 C43 C44 C45 -1.0(5) . . . . ? C42 C43 C44 C47 177.8(3) . . . . ? C43 C44 C45 C46 -0.8(5) . . . . ? C47 C44 C45 C46 -179.5(3) . . . . ? C42 N1 C46 C45 -2.5(5) . . . . ? C41 N1 C46 C45 175.9(3) . . . . ? C44 C45 C46 N1 2.5(6) . . . . ? C45 C44 C47 C51 23.9(5) . . . . ? C43 C44 C47 C51 -154.7(3) . . . . ? C45 C44 C47 C48 -156.6(3) . . . . ? C43 C44 C47 C48 24.7(5) . . . . ? C51 C47 C48 C49 2.5(5) . . . . ? C44 C47 C48 C49 -177.0(3) . . . . ? C50 N2 C49 C48 -0.8(6) . . . . ? C52 N2 C49 C48 179.1(4) . . . . ? C47 C48 C49 N2 -1.3(6) . . . . ? C49 N2 C50 C51 1.7(6) . . . . ? C52 N2 C50 C51 -178.1(4) . . . . ? N2 C50 C51 C47 -0.5(6) . . . . ? C48 C47 C51 C50 -1.6(5) . . . . ? C44 C47 C51 C50 177.8(3) . . . . ? C49 N2 C52 C53 77.5(5) . . . . ? C50 N2 C52 C53 -102.7(5) . . . . ? N2 C52 C53 C54 -178.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 2.120 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.103 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.201 0.299 0.500 677 254 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 955795' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mx2040 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C76 H86 O20, 2(C24 H20 Br2 N2), 4(F6 P)' _chemical_formula_sum 'C124 H126 Br4 F24 N4 O20 P4' _chemical_formula_weight 2891.81 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.192(3) _cell_length_b 23.492(5) _cell_length_c 21.641(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.57(3) _cell_angle_gamma 90.00 _cell_volume 7440(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 18970 _cell_measurement_theta_min 1.31 _cell_measurement_theta_max 27.42 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2948 _exptl_absorpt_coefficient_mu 1.213 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6507 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type 'MM007-HF CCD(Saturn 724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 50142 _diffrn_reflns_av_R_equivalents 0.0887 _diffrn_reflns_av_sigmaI/netI 0.0949 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 25.00 _reflns_number_total 13068 _reflns_number_gt 7752 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'Olex2 Ver 1.1' _computing_molecular_graphics 'Olex2 Ver 1.1' _computing_publication_material 'SHELX97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13068 _refine_ls_number_parameters 811 _refine_ls_number_restraints 542 _refine_ls_R_factor_all 0.2400 _refine_ls_R_factor_gt 0.2053 _refine_ls_wR_factor_ref 0.5444 _refine_ls_wR_factor_gt 0.5146 _refine_ls_goodness_of_fit_ref 1.866 _refine_ls_restrained_S_all 1.967 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br -0.36481(18) 0.59335(12) 0.10800(16) 0.2091(15) Uani 1 1 d U . . Br2 Br 0.40333(12) 0.7134(2) 0.71728(10) 0.248(2) Uani 1 1 d U . . P1 P -0.3073(4) 0.95217(17) 0.1020(2) 0.1235(15) Uani 1 1 d U . . P2 P -0.4473(2) 0.8199(2) 0.41251(17) 0.1147(14) Uani 1 1 d U . . F1 F -0.2493(13) 0.9739(7) 0.0639(8) 0.233(6) Uani 1 1 d U . . F2 F -0.3620(11) 1.0071(7) 0.0847(8) 0.223(6) Uani 1 1 d U . . F3 F -0.3651(13) 0.9292(8) 0.0426(7) 0.249(7) Uani 1 1 d U . . F4 F -0.2480(10) 0.8957(5) 0.1173(6) 0.184(4) Uani 1 1 d U . . F5 F -0.2425(11) 0.9716(6) 0.1672(7) 0.212(6) Uani 1 1 d U . . F6 F -0.3678(11) 0.9321(7) 0.1447(8) 0.220(6) Uani 1 1 d U . . F7 F -0.3461(6) 0.8452(4) 0.4328(7) 0.179(5) Uani 1 1 d U . . F8 F -0.4171(5) 0.7682(4) 0.3735(4) 0.124(3) Uani 1 1 d U . . F9 F -0.4710(6) 0.8560(4) 0.3496(4) 0.124(3) Uani 1 1 d U . . F10 F -0.5484(6) 0.7907(6) 0.3877(7) 0.176(4) Uani 1 1 d U . . F11 F -0.4886(8) 0.8639(7) 0.4472(5) 0.199(5) Uani 1 1 d U . . F12 F -0.4308(12) 0.7770(7) 0.4704(7) 0.214(6) Uani 1 1 d U . . O1 O 0.1767(7) 0.7701(5) 0.2896(4) 0.119(3) Uani 1 1 d U . . O2 O 0.2545(6) 0.6825(5) 0.3758(4) 0.117(3) Uani 1 1 d U . . O3 O 0.1636(5) 0.6660(3) 0.4705(3) 0.0786(18) Uani 1 1 d U . . O4 O 0.0536(4) 0.7201(3) 0.5420(3) 0.0681(16) Uani 1 1 d U . . O5 O -0.1205(4) 0.7264(3) 0.5123(3) 0.0709(17) Uani 1 1 d U . . O6 O -0.2162(6) 0.6656(3) 0.3995(4) 0.088(2) Uani 1 1 d U . . O7 O -0.0974(6) 0.6747(3) 0.3161(4) 0.097(2) Uani 1 1 d U . . O8 O -0.0018(6) 0.7399(4) 0.2472(3) 0.090(2) Uani 1 1 d U . . O9 O 0.1885(4) 0.9884(3) 0.5379(3) 0.0620(15) Uani 1 1 d U . . O10 O 0.316(2) 0.9575(15) 0.6963(12) 0.321(13) Uani 1 1 d DU . . N1 N -0.2571(6) 0.8295(4) 0.2858(4) 0.080(2) Uani 1 1 d U . . N2 N 0.2058(7) 0.8433(5) 0.4354(5) 0.097(3) Uani 1 1 d U . . C1 C 0.0337(6) 0.9487(4) 0.6608(4) 0.062(2) Uani 1 1 d U . . C2 C 0.0828(7) 0.9663(4) 0.7233(4) 0.068(2) Uani 1 1 d U . . H2 H 0.1475 0.9636 0.7370 0.081 Uiso 1 1 calc R . . C3 C 0.0331(8) 0.9876(4) 0.7642(5) 0.076(3) Uani 1 1 d U . . H3 H 0.0645 0.9992 0.8064 0.091 Uiso 1 1 calc R . . C4 C -0.0563(9) 0.9919(4) 0.7448(6) 0.082(3) Uani 1 1 d U . . H4 H -0.0867 1.0074 0.7740 0.098 Uiso 1 1 calc R . . C5 C -0.1107(8) 0.9753(4) 0.6836(5) 0.075(3) Uani 1 1 d U . . H5 H -0.1754 0.9786 0.6713 0.090 Uiso 1 1 calc R . . C6 C -0.0605(6) 0.9529(3) 0.6417(4) 0.059(2) Uani 1 1 d U . . C7 C 0.0754(5) 0.9261(3) 0.6090(4) 0.0523(18) Uani 1 1 d U . . H7 H 0.1435 0.9224 0.6236 0.063 Uiso 1 1 calc R . . C8 C 0.0266(6) 0.8696(4) 0.5866(4) 0.061(2) Uani 1 1 d U . . C9 C -0.0659(6) 0.8729(3) 0.5673(4) 0.0517(19) Uani 1 1 d U . . C10 C -0.1017(7) 0.9326(4) 0.5720(4) 0.069(2) Uani 1 1 d U . . H10 H -0.1699 0.9352 0.5579 0.082 Uiso 1 1 calc R . . C11 C -0.0538(6) 0.9716(4) 0.5328(4) 0.068(2) Uani 1 1 d U . . C12 C 0.0430(6) 0.9646(4) 0.5525(4) 0.065(2) Uani 1 1 d U . . C13 C 0.0973(6) 0.9963(3) 0.5204(4) 0.057(2) Uani 1 1 d U . . C14 C 0.2412(8) 1.0317(5) 0.5721(6) 0.091(3) Uani 1 1 d U . . H14A H 0.2023 1.0627 0.5814 0.109 Uiso 1 1 calc R . . H14B H 0.2828 1.0477 0.5483 0.109 Uiso 1 1 calc R . . C15 C 0.301(4) 0.9989(19) 0.641(2) 0.34(2) Uani 1 1 d DU . . H15A H 0.3560 0.9886 0.6271 0.411 Uiso 1 1 calc R . . H15B H 0.3206 1.0337 0.6673 0.411 Uiso 1 1 calc R . . C16 C 0.3841(9) 0.9676(8) 0.7591(9) 0.134(5) Uani 1 1 d DU . . H16A H 0.3590 0.9546 0.7938 0.201 Uiso 1 1 calc R . . H16B H 0.3978 1.0084 0.7641 0.201 Uiso 1 1 calc R . . H16C H 0.4403 0.9465 0.7605 0.201 Uiso 1 1 calc R . . C17 C 0.0694(6) 0.8169(3) 0.5808(3) 0.0531(19) Uani 1 1 d U . . H17 H 0.1340 0.8137 0.5955 0.064 Uiso 1 1 calc R . . C18 C 0.0186(5) 0.7711(3) 0.5543(3) 0.0482(18) Uani 1 1 d U . . C19 C -0.0768(6) 0.7751(4) 0.5361(4) 0.058(2) Uani 1 1 d U . . C20 C -0.1181(5) 0.8258(4) 0.5424(4) 0.0538(19) Uani 1 1 d U . . H20 H -0.1829 0.8286 0.5296 0.065 Uiso 1 1 calc R . . C21 C 0.1489(5) 0.7098(4) 0.5649(4) 0.058(2) Uani 1 1 d U . . H21A H 0.1671 0.7076 0.6124 0.070 Uiso 1 1 calc R . . H21B H 0.1837 0.7410 0.5516 0.070 Uiso 1 1 calc R . . C22 C 0.1681(7) 0.6534(4) 0.5361(5) 0.078(3) Uani 1 1 d U . . H22A H 0.2294 0.6388 0.5589 0.093 Uiso 1 1 calc R . . H22B H 0.1218 0.6245 0.5388 0.093 Uiso 1 1 calc R . . C23 C 0.1882(11) 0.6202(6) 0.4392(7) 0.113(4) Uani 1 1 d U . . H23A H 0.1436 0.5890 0.4371 0.136 Uiso 1 1 calc R . . H23B H 0.2489 0.6063 0.4639 0.136 Uiso 1 1 calc R . . C24 C 0.1915(12) 0.6355(7) 0.3722(8) 0.126(5) Uani 1 1 d U . . H24A H 0.2122 0.6023 0.3517 0.151 Uiso 1 1 calc R . . H24B H 0.1299 0.6465 0.3460 0.151 Uiso 1 1 calc R . . C25 C 0.2729(13) 0.6852(9) 0.3183(8) 0.139(5) Uani 1 1 d U . . H25A H 0.2752 0.6460 0.3019 0.166 Uiso 1 1 calc R . . H25B H 0.3341 0.7024 0.3241 0.166 Uiso 1 1 calc R . . C26 C 0.1991(10) 0.7217(7) 0.2650(7) 0.117(4) Uani 1 1 d U . . H26A H 0.2251 0.7308 0.2288 0.140 Uiso 1 1 calc R . . H26B H 0.1435 0.6985 0.2481 0.140 Uiso 1 1 calc R . . C27 C 0.1136(10) 0.8074(6) 0.2421(6) 0.104(4) Uani 1 1 d U . . C28 C 0.1473(11) 0.8590(7) 0.2169(8) 0.116(4) Uani 1 1 d U . . H28 H 0.2087 0.8722 0.2297 0.139 Uiso 1 1 calc R . . C29 C 0.0779(13) 0.8854(7) 0.1724(8) 0.125(5) Uani 1 1 d U . . H29 H 0.0951 0.9192 0.1546 0.150 Uiso 1 1 calc R . . C30 C -0.0111(15) 0.8711(8) 0.1498(10) 0.141(6) Uani 1 1 d U . . H30 H -0.0526 0.8933 0.1184 0.169 Uiso 1 1 calc R . . C31 C -0.0378(10) 0.8229(6) 0.1747(6) 0.101(4) Uani 1 1 d U . . H31 H -0.0994 0.8105 0.1607 0.121 Uiso 1 1 calc R . . C32 C 0.0277(10) 0.7909(6) 0.2222(6) 0.095(3) Uani 1 1 d U . . C33 C -0.0861(10) 0.7175(6) 0.2192(6) 0.098(3) Uani 1 1 d U . . H33A H -0.0927 0.7100 0.1732 0.118 Uiso 1 1 calc R . . H33B H -0.1344 0.7447 0.2228 0.118 Uiso 1 1 calc R . . C34 C -0.0950(10) 0.6640(6) 0.2527(6) 0.105(4) Uani 1 1 d U . . H34A H -0.1517 0.6442 0.2294 0.126 Uiso 1 1 calc R . . H34B H -0.0427 0.6388 0.2529 0.126 Uiso 1 1 calc R . . C35 C -0.1096(10) 0.6262(6) 0.3466(7) 0.108(4) Uani 1 1 d U . . H35A H -0.0548 0.6018 0.3526 0.130 Uiso 1 1 calc R . . H35B H -0.1625 0.6050 0.3197 0.130 Uiso 1 1 calc R . . C36 C -0.1257(10) 0.6385(6) 0.4107(8) 0.112(4) Uani 1 1 d U . . H36A H -0.1240 0.6027 0.4352 0.134 Uiso 1 1 calc R . . H36B H -0.0777 0.6643 0.4357 0.134 Uiso 1 1 calc R . . C37 C -0.2417(8) 0.6707(5) 0.4587(6) 0.087(3) Uani 1 1 d U . . H37A H -0.2122 0.6395 0.4875 0.105 Uiso 1 1 calc R . . H37B H -0.3086 0.6653 0.4494 0.105 Uiso 1 1 calc R . . C38 C -0.2173(7) 0.7260(4) 0.4935(5) 0.075(3) Uani 1 1 d U . . H38A H -0.2415 0.7586 0.4650 0.090 Uiso 1 1 calc R . . H38B H -0.2419 0.7277 0.5315 0.090 Uiso 1 1 calc R . . C39 C -0.3423(12) 0.7162(7) 0.1232(9) 0.126(5) Uani 1 1 d U . . H39 H -0.3293 0.7148 0.0826 0.151 Uiso 1 1 calc R . . C40 C -0.3614(11) 0.6621(7) 0.1563(9) 0.126(5) Uani 1 1 d U . . C41 C -0.3844(11) 0.6649(7) 0.2131(9) 0.122(5) Uani 1 1 d U . . H41 H -0.3973 0.6314 0.2337 0.147 Uiso 1 1 calc R . . C42 C -0.3885(10) 0.7184(6) 0.2398(7) 0.107(4) Uani 1 1 d U . . H42 H -0.4091 0.7211 0.2774 0.129 Uiso 1 1 calc R . . C43 C -0.3634(7) 0.7684(5) 0.2134(5) 0.080(3) Uani 1 1 d U . . C44 C -0.3444(10) 0.7641(7) 0.1523(7) 0.109(4) Uani 1 1 d U . . H44 H -0.3327 0.7981 0.1320 0.131 Uiso 1 1 calc R . . C45 C -0.3572(9) 0.8221(5) 0.2472(6) 0.090(3) Uani 1 1 d U . . H45A H -0.3976 0.8218 0.2763 0.108 Uiso 1 1 calc R . . H45B H -0.3761 0.8538 0.2163 0.108 Uiso 1 1 calc R . . C46 C -0.2208(8) 0.7909(4) 0.3313(5) 0.074(3) Uani 1 1 d U . . H46 H -0.2581 0.7614 0.3404 0.089 Uiso 1 1 calc R . . C47 C -0.1353(8) 0.7937(4) 0.3630(5) 0.078(3) Uani 1 1 d U . . H47 H -0.1105 0.7658 0.3946 0.094 Uiso 1 1 calc R . . C48 C -0.0778(7) 0.8382(4) 0.3509(5) 0.075(3) Uani 1 1 d U . . C49 C -0.1166(7) 0.8790(4) 0.3039(5) 0.073(3) Uani 1 1 d U . . H49 H -0.0825 0.9104 0.2949 0.088 Uiso 1 1 calc R . . C50 C -0.2027(10) 0.8710(5) 0.2732(6) 0.094(3) Uani 1 1 d U . . H50 H -0.2291 0.8966 0.2392 0.113 Uiso 1 1 calc R . . C51 C 0.0183(7) 0.8397(4) 0.3820(5) 0.072(2) Uani 1 1 d U . . C52 C 0.0685(9) 0.8918(6) 0.3973(7) 0.098(3) Uani 1 1 d U . . H52 H 0.0361 0.9267 0.3878 0.117 Uiso 1 1 calc R . . C53 C 0.1596(9) 0.8938(7) 0.4246(7) 0.108(4) Uani 1 1 d U . . H53 H 0.1904 0.9290 0.4358 0.130 Uiso 1 1 calc R . . C54 C 0.1636(9) 0.7931(5) 0.4239(5) 0.085(3) Uani 1 1 d U . . H54 H 0.1993 0.7596 0.4347 0.102 Uiso 1 1 calc R . . C55 C 0.0709(9) 0.7875(4) 0.3971(5) 0.079(3) Uani 1 1 d U . . H55 H 0.0427 0.7512 0.3888 0.095 Uiso 1 1 calc R . . C56 C 0.3050(9) 0.8446(6) 0.4619(7) 0.106(4) Uani 1 1 d U . . H56A H 0.3255 0.8848 0.4680 0.127 Uiso 1 1 calc R . . H56B H 0.3341 0.8271 0.4307 0.127 Uiso 1 1 calc R . . C57 C 0.3366(8) 0.8134(6) 0.5256(6) 0.095(3) Uani 1 1 d U . . C58 C 0.3291(9) 0.8402(6) 0.5848(8) 0.107(4) Uani 1 1 d U . . H58 H 0.3085 0.8783 0.5861 0.129 Uiso 1 1 calc R . . C59 C 0.3542(10) 0.8066(8) 0.6385(7) 0.112(4) Uani 1 1 d U . . H59 H 0.3524 0.8240 0.6777 0.135 Uiso 1 1 calc R . . C60 C 0.3786(9) 0.7567(7) 0.6418(7) 0.100(4) Uani 1 1 d U . . C61 C 0.3913(11) 0.7320(8) 0.5874(8) 0.125(5) Uani 1 1 d U . . H61 H 0.4153 0.6945 0.5901 0.150 Uiso 1 1 calc R . . C62 C 0.3714(9) 0.7587(6) 0.5305(6) 0.095(3) Uani 1 1 d U . . H62 H 0.3812 0.7402 0.4939 0.114 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.163(2) 0.183(2) 0.268(3) -0.122(2) 0.035(2) -0.0176(15) Br2 0.0850(12) 0.537(6) 0.1034(14) 0.114(2) -0.0097(9) -0.0651(19) P1 0.153(4) 0.103(3) 0.091(2) 0.0060(19) -0.010(2) -0.017(2) P2 0.0766(19) 0.193(4) 0.083(2) 0.043(2) 0.0363(16) 0.060(2) F1 0.270(14) 0.228(12) 0.208(12) 0.053(10) 0.078(11) 0.014(11) F2 0.217(12) 0.191(11) 0.248(13) 0.071(10) 0.040(10) 0.045(9) F3 0.265(14) 0.234(12) 0.176(10) -0.030(9) -0.063(10) -0.005(11) F4 0.205(10) 0.174(9) 0.176(9) 0.020(7) 0.056(8) 0.048(8) F5 0.229(12) 0.212(11) 0.157(9) 0.009(8) -0.011(8) -0.035(9) F6 0.240(12) 0.216(11) 0.235(12) 0.058(10) 0.116(10) 0.021(10) F7 0.090(5) 0.145(7) 0.260(11) -0.044(7) -0.025(6) 0.032(5) F8 0.100(5) 0.148(6) 0.128(6) 0.035(5) 0.037(4) 0.018(4) F9 0.123(6) 0.156(6) 0.094(5) 0.009(4) 0.029(4) 0.031(5) F10 0.090(5) 0.222(10) 0.225(11) -0.023(9) 0.058(6) 0.021(6) F11 0.160(8) 0.298(13) 0.134(7) -0.031(8) 0.032(6) 0.118(9) F12 0.249(13) 0.272(13) 0.144(9) 0.064(9) 0.090(9) 0.079(10) O1 0.126(6) 0.152(7) 0.083(5) -0.042(5) 0.036(5) 0.013(5) O2 0.096(5) 0.183(7) 0.081(5) -0.016(5) 0.037(4) 0.027(5) O3 0.080(4) 0.090(4) 0.071(4) -0.016(3) 0.028(3) 0.023(3) O4 0.067(4) 0.072(4) 0.065(4) -0.016(3) 0.016(3) 0.007(3) O5 0.051(3) 0.084(4) 0.075(4) -0.007(3) 0.013(3) 0.009(3) O6 0.104(5) 0.073(4) 0.078(4) -0.010(3) 0.010(4) -0.016(4) O7 0.126(6) 0.074(4) 0.093(5) -0.011(4) 0.031(4) 0.005(4) O8 0.094(5) 0.109(5) 0.060(4) -0.018(4) 0.007(4) 0.003(4) O9 0.046(3) 0.073(3) 0.069(3) 0.006(3) 0.019(3) 0.007(3) O10 0.325(16) 0.328(16) 0.318(16) -0.020(10) 0.103(10) -0.010(10) N1 0.092(5) 0.078(5) 0.083(5) 0.003(4) 0.044(4) -0.003(4) N2 0.091(6) 0.120(7) 0.093(6) 0.005(5) 0.051(5) 0.018(5) C1 0.073(5) 0.063(4) 0.052(4) 0.025(4) 0.017(4) 0.020(4) C2 0.085(5) 0.055(4) 0.067(5) 0.019(4) 0.028(4) 0.005(4) C3 0.105(7) 0.053(4) 0.071(5) 0.009(4) 0.026(5) 0.002(4) C4 0.114(7) 0.049(4) 0.094(6) -0.018(4) 0.047(6) 0.001(4) C5 0.098(6) 0.057(5) 0.083(6) 0.017(4) 0.048(5) 0.005(4) C6 0.075(5) 0.046(4) 0.063(5) 0.014(3) 0.031(4) 0.009(3) C7 0.050(4) 0.066(4) 0.042(4) 0.009(3) 0.013(3) 0.005(3) C8 0.071(5) 0.079(5) 0.039(4) 0.012(4) 0.023(4) 0.022(4) C9 0.074(5) 0.047(4) 0.043(4) 0.010(3) 0.031(4) 0.019(3) C10 0.074(5) 0.081(5) 0.061(5) 0.019(4) 0.036(4) 0.005(4) C11 0.071(5) 0.082(5) 0.062(5) 0.018(4) 0.037(4) 0.009(4) C12 0.072(5) 0.068(5) 0.059(5) 0.019(4) 0.025(4) 0.030(4) C13 0.060(4) 0.051(4) 0.062(5) 0.009(3) 0.024(4) 0.014(3) C14 0.088(6) 0.091(6) 0.091(6) 0.020(5) 0.018(5) 0.026(5) C15 0.34(3) 0.34(3) 0.34(3) -0.014(11) 0.069(12) 0.001(11) C16 0.073(7) 0.170(12) 0.159(12) -0.057(10) 0.031(8) -0.055(8) C17 0.058(4) 0.067(5) 0.035(3) 0.002(3) 0.013(3) 0.000(4) C18 0.056(4) 0.058(4) 0.035(3) 0.005(3) 0.021(3) 0.013(3) C19 0.063(5) 0.074(5) 0.042(4) 0.010(4) 0.022(4) 0.011(4) C20 0.045(4) 0.073(5) 0.042(4) 0.014(3) 0.010(3) 0.007(4) C21 0.053(4) 0.064(4) 0.054(4) 0.011(4) 0.007(3) 0.001(4) C22 0.079(5) 0.074(5) 0.083(6) -0.002(4) 0.026(5) 0.015(4) C23 0.122(8) 0.106(7) 0.116(8) -0.024(6) 0.040(6) 0.031(6) C24 0.133(9) 0.145(9) 0.112(8) -0.028(7) 0.053(7) 0.027(7) C25 0.132(9) 0.172(10) 0.116(9) -0.004(8) 0.041(7) 0.024(8) C26 0.109(8) 0.154(9) 0.085(7) -0.004(7) 0.023(6) 0.032(7) C27 0.103(7) 0.123(8) 0.087(7) -0.043(6) 0.026(6) 0.019(6) C28 0.120(8) 0.118(8) 0.113(8) -0.029(7) 0.036(7) -0.001(7) C29 0.155(9) 0.113(8) 0.111(8) -0.038(6) 0.043(7) 0.033(7) C30 0.162(10) 0.128(9) 0.138(9) -0.040(7) 0.049(8) 0.020(8) C31 0.113(7) 0.107(7) 0.088(7) -0.009(6) 0.034(6) 0.000(6) C32 0.119(8) 0.095(7) 0.078(6) -0.013(5) 0.039(6) 0.011(6) C33 0.116(8) 0.109(7) 0.064(6) -0.023(5) 0.014(5) -0.005(6) C34 0.121(8) 0.103(7) 0.090(7) -0.020(6) 0.028(6) 0.000(6) C35 0.113(8) 0.095(7) 0.109(8) -0.009(6) 0.016(6) 0.003(6) C36 0.120(8) 0.090(7) 0.119(8) -0.006(6) 0.020(7) 0.004(6) C37 0.078(6) 0.095(6) 0.096(7) 0.011(5) 0.037(5) -0.003(5) C38 0.070(5) 0.081(6) 0.071(5) 0.012(4) 0.016(4) 0.024(4) C39 0.138(9) 0.126(8) 0.121(8) -0.022(7) 0.050(7) 0.007(7) C40 0.124(8) 0.122(8) 0.138(9) -0.017(7) 0.045(7) -0.021(7) C41 0.127(8) 0.102(8) 0.133(9) 0.011(7) 0.025(7) -0.007(6) C42 0.113(8) 0.096(7) 0.114(8) -0.015(6) 0.032(6) -0.020(6) C43 0.072(5) 0.084(6) 0.075(6) -0.007(5) 0.009(5) 0.002(5) C44 0.116(8) 0.122(8) 0.099(7) -0.020(6) 0.045(6) -0.031(6) C45 0.104(7) 0.085(6) 0.085(6) -0.006(5) 0.035(5) 0.013(5) C46 0.092(6) 0.067(5) 0.073(5) -0.008(4) 0.037(5) -0.008(5) C47 0.096(6) 0.074(5) 0.076(6) 0.004(4) 0.044(5) 0.005(5) C48 0.094(6) 0.075(5) 0.069(5) -0.001(4) 0.047(5) 0.016(5) C49 0.079(6) 0.052(4) 0.092(6) 0.020(4) 0.029(5) 0.014(4) C50 0.115(8) 0.077(6) 0.095(7) 0.022(5) 0.037(6) 0.000(5) C51 0.080(6) 0.080(5) 0.068(5) 0.004(4) 0.041(4) 0.002(4) C52 0.088(6) 0.094(6) 0.122(8) 0.007(6) 0.048(6) -0.010(5) C53 0.090(7) 0.121(8) 0.129(8) 0.024(6) 0.056(6) -0.006(6) C54 0.112(7) 0.089(6) 0.063(5) 0.001(5) 0.041(5) 0.022(6) C55 0.118(7) 0.062(5) 0.064(5) 0.006(4) 0.033(5) 0.029(5) C56 0.094(7) 0.115(7) 0.121(8) 0.009(6) 0.051(6) 0.001(6) C57 0.080(6) 0.131(8) 0.087(6) -0.007(6) 0.044(5) -0.007(6) C58 0.087(6) 0.114(7) 0.132(8) -0.009(7) 0.047(6) -0.024(6) C59 0.111(8) 0.145(9) 0.092(7) -0.018(7) 0.045(6) -0.032(7) C60 0.079(6) 0.134(8) 0.086(7) 0.007(6) 0.019(5) -0.027(6) C61 0.120(8) 0.142(9) 0.111(8) 0.006(7) 0.031(7) -0.015(7) C62 0.092(7) 0.109(7) 0.083(6) -0.017(6) 0.021(5) -0.009(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 C40 1.916(17) . ? Br2 C60 1.874(14) . ? P1 F1 1.451(18) . ? P1 F3 1.452(13) . ? P1 F2 1.526(14) . ? P1 F6 1.543(15) . ? P1 F5 1.557(13) . ? P1 F4 1.588(12) . ? P2 F11 1.509(11) . ? P2 F9 1.563(9) . ? P2 F12 1.575(13) . ? P2 F7 1.597(11) . ? P2 F8 1.615(10) . ? P2 F10 1.635(12) . ? O1 C26 1.338(16) . ? O1 C27 1.488(17) . ? O2 C25 1.350(18) . ? O2 C24 1.450(19) . ? O3 C23 1.376(13) . ? O3 C22 1.434(12) . ? O4 C18 1.366(9) . ? O4 C21 1.419(10) . ? O5 C19 1.354(11) . ? O5 C38 1.418(12) . ? O6 C37 1.438(13) . ? O6 C36 1.475(16) . ? O7 C35 1.354(16) . ? O7 C34 1.405(15) . ? O8 C33 1.367(15) . ? O8 C32 1.436(15) . ? O9 C13 1.347(9) . ? O9 C14 1.381(14) . ? O10 C16 1.489(19) . ? O10 C15 1.50(2) . ? N1 C46 1.342(14) . ? N1 C50 1.353(14) . ? N1 C45 1.536(15) . ? N2 C54 1.333(15) . ? N2 C53 1.364(17) . ? N2 C56 1.463(16) . ? C1 C6 1.383(12) . ? C1 C2 1.418(13) . ? C1 C7 1.525(12) . ? C2 C3 1.401(14) . ? C2 H2 0.9500 . ? C3 C4 1.313(15) . ? C3 H3 0.9500 . ? C4 C5 1.416(16) . ? C4 H4 0.9500 . ? C5 C6 1.432(13) . ? C5 H5 0.9500 . ? C6 C10 1.545(13) . ? C7 C12 1.494(11) . ? C7 C8 1.534(13) . ? C7 H7 1.0000 . ? C8 C9 1.357(12) . ? C8 C17 1.418(12) . ? C9 C20 1.385(12) . ? C9 C10 1.517(12) . ? C10 C11 1.556(12) . ? C10 H10 1.0000 . ? C11 C13 1.386(12) 3_576 ? C11 C12 1.426(13) . ? C12 C13 1.425(12) . ? C13 C11 1.386(12) 3_576 ? C14 C15 1.72(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 C18 1.359(11) . ? C17 H17 0.9500 . ? C18 C19 1.399(11) . ? C19 C20 1.370(12) . ? C20 H20 0.9500 . ? C21 C22 1.527(13) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.51(2) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.62(2) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C32 1.319(18) . ? C27 C28 1.48(2) . ? C28 C29 1.37(2) . ? C28 H28 0.9500 . ? C29 C30 1.35(2) . ? C29 H29 0.9500 . ? C30 C31 1.36(2) . ? C30 H30 0.9500 . ? C31 C32 1.436(19) . ? C31 H31 0.9500 . ? C33 C34 1.474(18) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.50(2) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.497(15) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C44 1.294(19) . ? C39 C40 1.52(2) . ? C39 H39 0.9500 . ? C40 C41 1.37(2) . ? C41 C42 1.39(2) . ? C41 H41 0.9500 . ? C42 C43 1.404(17) . ? C42 H42 0.9500 . ? C43 C44 1.432(18) . ? C43 C45 1.447(15) . ? C44 H44 0.9500 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 C47 1.298(15) . ? C46 H46 0.9500 . ? C47 C48 1.430(15) . ? C47 H47 0.9500 . ? C48 C49 1.408(14) . ? C48 C51 1.436(15) . ? C49 C50 1.312(16) . ? C49 H49 0.9500 . ? C50 H50 0.9500 . ? C51 C52 1.433(16) . ? C51 C55 1.451(14) . ? C52 C53 1.352(18) . ? C52 H52 0.9500 . ? C53 H53 0.9500 . ? C54 C55 1.378(16) . ? C54 H54 0.9500 . ? C55 H55 0.9500 . ? C56 C57 1.521(19) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C62 1.383(18) . ? C57 C58 1.461(18) . ? C58 C59 1.37(2) . ? C58 H58 0.9500 . ? C59 C60 1.227(19) . ? C59 H59 0.9500 . ? C60 C61 1.37(2) . ? C61 C62 1.34(2) . ? C61 H61 0.9500 . ? C62 H62 0.9500 . ? 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 F1 P1 F3 86.7(12) . . ? F1 P1 F2 86.4(9) . . ? F3 P1 F2 86.4(10) . . ? F1 P1 F6 176.8(11) . . ? F3 P1 F6 95.8(12) . . ? F2 P1 F6 91.8(9) . . ? F1 P1 F5 94.6(10) . . ? F3 P1 F5 175.2(10) . . ? F2 P1 F5 98.3(9) . . ? F6 P1 F5 83.1(10) . . ? F1 P1 F4 90.9(9) . . ? F3 P1 F4 92.8(9) . . ? F2 P1 F4 177.3(9) . . ? F6 P1 F4 90.9(8) . . ? F5 P1 F4 82.6(8) . . ? F11 P2 F9 91.8(6) . . ? F11 P2 F12 92.4(8) . . ? F9 P2 F12 172.5(8) . . ? F11 P2 F7 96.1(8) . . ? F9 P2 F7 91.0(7) . . ? F12 P2 F7 94.8(9) . . ? F11 P2 F8 171.8(7) . . ? F9 P2 F8 89.1(5) . . ? F12 P2 F8 85.9(7) . . ? F7 P2 F8 92.0(5) . . ? F11 P2 F10 88.4(7) . . ? F9 P2 F10 88.0(6) . . ? F12 P2 F10 85.9(9) . . ? F7 P2 F10 175.4(6) . . ? F8 P2 F10 83.5(5) . . ? C26 O1 C27 114.3(10) . . ? C25 O2 C24 106.5(13) . . ? C23 O3 C22 112.2(9) . . ? C18 O4 C21 119.6(6) . . ? C19 O5 C38 118.6(7) . . ? C37 O6 C36 110.6(9) . . ? C35 O7 C34 111.7(10) . . ? C33 O8 C32 120.2(10) . . ? C13 O9 C14 117.0(7) . . ? C16 O10 C15 122(3) . . ? C46 N1 C50 118.8(10) . . ? C46 N1 C45 118.3(9) . . ? C50 N1 C45 122.7(10) . . ? C54 N2 C53 122.5(11) . . ? C54 N2 C56 119.0(11) . . ? C53 N2 C56 118.5(12) . . ? C6 C1 C2 120.1(8) . . ? C6 C1 C7 114.0(8) . . ? C2 C1 C7 125.9(8) . . ? C3 C2 C1 118.1(10) . . ? C3 C2 H2 120.9 . . ? C1 C2 H2 120.9 . . ? C4 C3 C2 120.8(10) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 124.9(10) . . ? C3 C4 H4 117.5 . . ? C5 C4 H4 117.5 . . ? C4 C5 C6 114.6(10) . . ? C4 C5 H5 122.7 . . ? C6 C5 H5 122.7 . . ? C1 C6 C5 121.4(9) . . ? C1 C6 C10 112.7(7) . . ? C5 C6 C10 125.9(9) . . ? C12 C7 C1 106.2(6) . . ? C12 C7 C8 104.0(7) . . ? C1 C7 C8 105.8(7) . . ? C12 C7 H7 113.4 . . ? C1 C7 H7 113.4 . . ? C8 C7 H7 113.4 . . ? C9 C8 C17 119.0(8) . . ? C9 C8 C7 114.9(7) . . ? C17 C8 C7 126.0(8) . . ? C8 C9 C20 120.7(7) . . ? C8 C9 C10 113.2(8) . . ? C20 C9 C10 126.0(8) . . ? C9 C10 C6 107.0(7) . . ? C9 C10 C11 106.1(7) . . ? C6 C10 C11 102.9(8) . . ? C9 C10 H10 113.3 . . ? C6 C10 H10 113.3 . . ? C11 C10 H10 113.3 . . ? C13 C11 C12 122.4(8) 3_576 . ? C13 C11 C10 125.7(8) 3_576 . ? C12 C11 C10 111.4(7) . . ? C13 C12 C11 118.7(7) . . ? C13 C12 C7 127.5(8) . . ? C11 C12 C7 113.7(7) . . ? O9 C13 C11 122.3(7) . 3_576 ? O9 C13 C12 118.5(7) . . ? C11 C13 C12 118.7(8) 3_576 . ? O9 C14 C15 103.6(18) . . ? O9 C14 H14A 111.0 . . ? C15 C14 H14A 111.0 . . ? O9 C14 H14B 111.0 . . ? C15 C14 H14B 111.1 . . ? H14A C14 H14B 109.0 . . ? O10 C15 C14 156(4) . . ? O10 C15 H15A 97.4 . . ? C14 C15 H15A 97.5 . . ? O10 C15 H15B 97.5 . . ? C14 C15 H15B 97.5 . . ? H15A C15 H15B 103.6 . . ? O10 C16 H16A 109.5 . . ? O10 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O10 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C8 120.5(8) . . ? C18 C17 H17 119.8 . . ? C8 C17 H17 119.8 . . ? C17 C18 O4 124.8(7) . . ? C17 C18 C19 119.6(7) . . ? O4 C18 C19 115.6(7) . . ? O5 C19 C20 125.6(8) . . ? O5 C19 C18 114.5(7) . . ? C20 C19 C18 119.9(8) . . ? C19 C20 C9 120.3(7) . . ? C19 C20 H20 119.9 . . ? C9 C20 H20 119.9 . . ? O4 C21 C22 107.1(7) . . ? O4 C21 H21A 110.3 . . ? C22 C21 H21A 110.3 . . ? O4 C21 H21B 110.3 . . ? C22 C21 H21B 110.3 . . ? H21A C21 H21B 108.6 . . ? O3 C22 C21 105.1(8) . . ? O3 C22 H22A 110.7 . . ? C21 C22 H22A 110.7 . . ? O3 C22 H22B 110.7 . . ? C21 C22 H22B 110.7 . . ? H22A C22 H22B 108.8 . . ? O3 C23 C24 111.8(12) . . ? O3 C23 H23A 109.3 . . ? C24 C23 H23A 109.3 . . ? O3 C23 H23B 109.3 . . ? C24 C23 H23B 109.3 . . ? H23A C23 H23B 107.9 . . ? O2 C24 C23 108.8(13) . . ? O2 C24 H24A 109.9 . . ? C23 C24 H24A 109.9 . . ? O2 C24 H24B 109.9 . . ? C23 C24 H24B 109.9 . . ? H24A C24 H24B 108.3 . . ? O2 C25 C26 113.9(13) . . ? O2 C25 H25A 108.8 . . ? C26 C25 H25A 108.8 . . ? O2 C25 H25B 108.8 . . ? C26 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? O1 C26 C25 111.7(13) . . ? O1 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? O1 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C32 C27 C28 122.2(14) . . ? C32 C27 O1 116.7(14) . . ? C28 C27 O1 121.1(13) . . ? C29 C28 C27 110.7(16) . . ? C29 C28 H28 124.7 . . ? C27 C28 H28 124.7 . . ? C30 C29 C28 130(2) . . ? C30 C29 H29 114.8 . . ? C28 C29 H29 114.8 . . ? C29 C30 C31 116.0(19) . . ? C29 C30 H30 122.0 . . ? C31 C30 H30 122.0 . . ? C30 C31 C32 119.8(16) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? C27 C32 C31 120.9(14) . . ? C27 C32 O8 120.3(13) . . ? C31 C32 O8 118.8(12) . . ? O8 C33 C34 107.9(11) . . ? O8 C33 H33A 110.1 . . ? C34 C33 H33A 110.1 . . ? O8 C33 H33B 110.1 . . ? C34 C33 H33B 110.1 . . ? H33A C33 H33B 108.4 . . ? O7 C34 C33 111.0(10) . . ? O7 C34 H34A 109.4 . . ? C33 C34 H34A 109.4 . . ? O7 C34 H34B 109.4 . . ? C33 C34 H34B 109.4 . . ? H34A C34 H34B 108.0 . . ? O7 C35 C36 111.5(11) . . ? O7 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? O7 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 108.0 . . ? O6 C36 C35 108.0(11) . . ? O6 C36 H36A 110.1 . . ? C35 C36 H36A 110.1 . . ? O6 C36 H36B 110.1 . . ? C35 C36 H36B 110.1 . . ? H36A C36 H36B 108.4 . . ? O6 C37 C38 115.6(9) . . ? O6 C37 H37A 108.4 . . ? C38 C37 H37A 108.4 . . ? O6 C37 H37B 108.4 . . ? C38 C37 H37B 108.4 . . ? H37A C37 H37B 107.5 . . ? O5 C38 C37 104.3(8) . . ? O5 C38 H38A 110.9 . . ? C37 C38 H38A 110.9 . . ? O5 C38 H38B 110.9 . . ? C37 C38 H38B 110.9 . . ? H38A C38 H38B 108.9 . . ? C44 C39 C40 117.6(16) . . ? C44 C39 H39 121.2 . . ? C40 C39 H39 121.2 . . ? C41 C40 C39 120.6(14) . . ? C41 C40 Br1 123.7(13) . . ? C39 C40 Br1 115.3(13) . . ? C40 C41 C42 117.9(15) . . ? C40 C41 H41 121.1 . . ? C42 C41 H41 121.1 . . ? C41 C42 C43 122.8(14) . . ? C41 C42 H42 118.6 . . ? C43 C42 H42 118.6 . . ? C42 C43 C44 117.3(11) . . ? C42 C43 C45 120.9(12) . . ? C44 C43 C45 121.8(11) . . ? C39 C44 C43 123.4(15) . . ? C39 C44 H44 118.3 . . ? C43 C44 H44 118.3 . . ? C43 C45 N1 107.1(9) . . ? C43 C45 H45A 110.3 . . ? N1 C45 H45A 110.3 . . ? C43 C45 H45B 110.3 . . ? N1 C45 H45B 110.3 . . ? H45A C45 H45B 108.6 . . ? C47 C46 N1 120.6(10) . . ? C47 C46 H46 119.7 . . ? N1 C46 H46 119.7 . . ? C46 C47 C48 120.9(10) . . ? C46 C47 H47 119.5 . . ? C48 C47 H47 119.5 . . ? C49 C48 C47 118.2(10) . . ? C49 C48 C51 119.9(9) . . ? C47 C48 C51 121.7(9) . . ? C50 C49 C48 115.8(10) . . ? C50 C49 H49 122.1 . . ? C48 C49 H49 122.1 . . ? C49 C50 N1 125.5(11) . . ? C49 C50 H50 117.2 . . ? N1 C50 H50 117.2 . . ? C52 C51 C48 122.7(10) . . ? C52 C51 C55 116.3(10) . . ? C48 C51 C55 120.9(10) . . ? C53 C52 C51 123.3(12) . . ? C53 C52 H52 118.4 . . ? C51 C52 H52 118.4 . . ? C52 C53 N2 117.6(13) . . ? C52 C53 H53 121.2 . . ? N2 C53 H53 121.2 . . ? N2 C54 C55 123.3(11) . . ? N2 C54 H54 118.3 . . ? C55 C54 H54 118.3 . . ? C54 C55 C51 116.8(10) . . ? C54 C55 H55 121.6 . . ? C51 C55 H55 121.6 . . ? N2 C56 C57 112.7(10) . . ? N2 C56 H56A 109.0 . . ? C57 C56 H56A 109.0 . . ? N2 C56 H56B 109.0 . . ? C57 C56 H56B 109.0 . . ? H56A C56 H56B 107.8 . . ? C62 C57 C58 116.8(12) . . ? C62 C57 C56 122.6(11) . . ? C58 C57 C56 120.5(13) . . ? C59 C58 C57 115.2(14) . . ? C59 C58 H58 122.4 . . ? C57 C58 H58 122.4 . . ? C60 C59 C58 127.7(15) . . ? C60 C59 H59 116.1 . . ? C58 C59 H59 116.1 . . ? C59 C60 C61 117.6(15) . . ? C59 C60 Br2 123.8(13) . . ? C61 C60 Br2 118.5(13) . . ? C62 C61 C60 122.8(16) . . ? C62 C61 H61 118.6 . . ? C60 C61 H61 118.6 . . ? C61 C62 C57 119.5(13) . . ? C61 C62 H62 120.3 . . ? C57 C62 H62 120.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.0(12) . . . . ? C7 C1 C2 C3 178.1(8) . . . . ? C1 C2 C3 C4 -0.8(13) . . . . ? C2 C3 C4 C5 1.2(15) . . . . ? C3 C4 C5 C6 -0.6(14) . . . . ? C2 C1 C6 C5 0.6(12) . . . . ? C7 C1 C6 C5 -177.8(7) . . . . ? C2 C1 C6 C10 179.2(7) . . . . ? C7 C1 C6 C10 0.9(10) . . . . ? C4 C5 C6 C1 -0.3(12) . . . . ? C4 C5 C6 C10 -178.8(8) . . . . ? C6 C1 C7 C12 56.1(9) . . . . ? C2 C1 C7 C12 -122.1(9) . . . . ? C6 C1 C7 C8 -53.9(8) . . . . ? C2 C1 C7 C8 127.8(8) . . . . ? C12 C7 C8 C9 -57.2(8) . . . . ? C1 C7 C8 C9 54.4(8) . . . . ? C12 C7 C8 C17 118.3(8) . . . . ? C1 C7 C8 C17 -130.0(8) . . . . ? C17 C8 C9 C20 0.3(11) . . . . ? C7 C8 C9 C20 176.2(7) . . . . ? C17 C8 C9 C10 -176.0(6) . . . . ? C7 C8 C9 C10 -0.1(9) . . . . ? C8 C9 C10 C6 -54.2(8) . . . . ? C20 C9 C10 C6 129.7(8) . . . . ? C8 C9 C10 C11 55.2(9) . . . . ? C20 C9 C10 C11 -120.8(9) . . . . ? C1 C6 C10 C9 53.9(9) . . . . ? C5 C6 C10 C9 -127.5(8) . . . . ? C1 C6 C10 C11 -57.8(9) . . . . ? C5 C6 C10 C11 120.8(9) . . . . ? C9 C10 C11 C13 119.5(10) . . . 3_576 ? C6 C10 C11 C13 -128.2(10) . . . 3_576 ? C9 C10 C11 C12 -52.3(10) . . . . ? C6 C10 C11 C12 60.0(10) . . . . ? C13 C11 C12 C13 6.4(15) 3_576 . . . ? C10 C11 C12 C13 178.5(8) . . . . ? C13 C11 C12 C7 -177.1(8) 3_576 . . . ? C10 C11 C12 C7 -5.0(11) . . . . ? C1 C7 C12 C13 123.3(9) . . . . ? C8 C7 C12 C13 -125.4(9) . . . . ? C1 C7 C12 C11 -52.9(10) . . . . ? C8 C7 C12 C11 58.5(9) . . . . ? C14 O9 C13 C11 80.9(11) . . . 3_576 ? C14 O9 C13 C12 -107.5(10) . . . . ? C11 C12 C13 O9 -178.1(8) . . . . ? C7 C12 C13 O9 5.9(14) . . . . ? C11 C12 C13 C11 -6.2(15) . . . 3_576 ? C7 C12 C13 C11 177.9(9) . . . 3_576 ? C13 O9 C14 C15 123(2) . . . . ? C16 O10 C15 C14 -155(8) . . . . ? O9 C14 C15 O10 -35(10) . . . . ? C9 C8 C17 C18 2.0(11) . . . . ? C7 C8 C17 C18 -173.3(7) . . . . ? C8 C17 C18 O4 174.6(7) . . . . ? C8 C17 C18 C19 -3.6(11) . . . . ? C21 O4 C18 C17 8.6(11) . . . . ? C21 O4 C18 C19 -173.2(7) . . . . ? C38 O5 C19 C20 -1.9(12) . . . . ? C38 O5 C19 C18 178.9(7) . . . . ? C17 C18 C19 O5 -177.9(7) . . . . ? O4 C18 C19 O5 3.8(10) . . . . ? C17 C18 C19 C20 2.9(11) . . . . ? O4 C18 C19 C20 -175.4(7) . . . . ? O5 C19 C20 C9 -179.7(7) . . . . ? C18 C19 C20 C9 -0.6(11) . . . . ? C8 C9 C20 C19 -0.9(11) . . . . ? C10 C9 C20 C19 174.8(7) . . . . ? C18 O4 C21 C22 -172.6(7) . . . . ? C23 O3 C22 C21 174.2(10) . . . . ? O4 C21 C22 O3 75.5(9) . . . . ? C22 O3 C23 C24 -174.8(12) . . . . ? C25 O2 C24 C23 164.9(12) . . . . ? O3 C23 C24 O2 56.9(16) . . . . ? C24 O2 C25 C26 85.4(17) . . . . ? C27 O1 C26 C25 176.2(13) . . . . ? O2 C25 C26 O1 44(2) . . . . ? C26 O1 C27 C32 73.7(15) . . . . ? C26 O1 C27 C28 -103.9(14) . . . . ? C32 C27 C28 C29 0.5(17) . . . . ? O1 C27 C28 C29 178.0(10) . . . . ? C27 C28 C29 C30 -1(2) . . . . ? C28 C29 C30 C31 0(2) . . . . ? C29 C30 C31 C32 0(2) . . . . ? C28 C27 C32 C31 -0.2(17) . . . . ? O1 C27 C32 C31 -177.8(10) . . . . ? C28 C27 C32 O8 178.9(10) . . . . ? O1 C27 C32 O8 1.3(15) . . . . ? C30 C31 C32 C27 -0.1(18) . . . . ? C30 C31 C32 O8 -179.3(11) . . . . ? C33 O8 C32 C27 -168.9(10) . . . . ? C33 O8 C32 C31 10.2(15) . . . . ? C32 O8 C33 C34 176.9(9) . . . . ? C35 O7 C34 C33 177.3(11) . . . . ? O8 C33 C34 O7 67.2(14) . . . . ? C34 O7 C35 C36 -171.7(12) . . . . ? C37 O6 C36 C35 171.3(10) . . . . ? O7 C35 C36 O6 69.3(14) . . . . ? C36 O6 C37 C38 93.1(11) . . . . ? C19 O5 C38 C37 169.5(8) . . . . ? O6 C37 C38 O5 -65.8(11) . . . . ? C44 C39 C40 C41 3(2) . . . . ? C44 C39 C40 Br1 176.2(13) . . . . ? C39 C40 C41 C42 -1(2) . . . . ? Br1 C40 C41 C42 -173.2(12) . . . . ? C40 C41 C42 C43 -5(2) . . . . ? C41 C42 C43 C44 8(2) . . . . ? C41 C42 C43 C45 -171.9(13) . . . . ? C40 C39 C44 C43 0(2) . . . . ? C42 C43 C44 C39 -6(2) . . . . ? C45 C43 C44 C39 174.4(14) . . . . ? C42 C43 C45 N1 94.2(13) . . . . ? C44 C43 C45 N1 -85.8(13) . . . . ? C46 N1 C45 C43 -61.7(12) . . . . ? C50 N1 C45 C43 114.1(12) . . . . ? C50 N1 C46 C47 0.5(15) . . . . ? C45 N1 C46 C47 176.5(9) . . . . ? N1 C46 C47 C48 0.8(15) . . . . ? C46 C47 C48 C49 0.2(14) . . . . ? C46 C47 C48 C51 -175.5(9) . . . . ? C47 C48 C49 C50 -2.6(14) . . . . ? C51 C48 C49 C50 173.2(10) . . . . ? C48 C49 C50 N1 4.2(17) . . . . ? C46 N1 C50 C49 -3.3(17) . . . . ? C45 N1 C50 C49 -179.1(11) . . . . ? C49 C48 C51 C52 35.8(14) . . . . ? C47 C48 C51 C52 -148.6(10) . . . . ? C49 C48 C51 C55 -141.2(9) . . . . ? C47 C48 C51 C55 34.4(13) . . . . ? C48 C51 C52 C53 -177.5(11) . . . . ? C55 C51 C52 C53 -0.4(17) . . . . ? C51 C52 C53 N2 2.7(19) . . . . ? C54 N2 C53 C52 -4.3(18) . . . . ? C56 N2 C53 C52 177.0(11) . . . . ? C53 N2 C54 C55 3.5(17) . . . . ? C56 N2 C54 C55 -177.8(10) . . . . ? N2 C54 C55 C51 -0.9(15) . . . . ? C52 C51 C55 C54 -0.6(13) . . . . ? C48 C51 C55 C54 176.6(9) . . . . ? C54 N2 C56 C57 -58.2(15) . . . . ? C53 N2 C56 C57 120.6(13) . . . . ? N2 C56 C57 C62 100.0(14) . . . . ? N2 C56 C57 C58 -78.5(15) . . . . ? C62 C57 C58 C59 -2.8(16) . . . . ? C56 C57 C58 C59 175.9(11) . . . . ? C57 C58 C59 C60 -3(2) . . . . ? C58 C59 C60 C61 7(2) . . . . ? C58 C59 C60 Br2 -175.5(11) . . . . ? C59 C60 C61 C62 -5(2) . . . . ? Br2 C60 C61 C62 176.8(11) . . . . ? C60 C61 C62 C57 0(2) . . . . ? C58 C57 C62 C61 3.8(18) . . . . ? C56 C57 C62 C61 -174.8(12) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.622 _refine_diff_density_min -1.012 _refine_diff_density_rms 0.168 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.015 0.000 -0.004 785 223 ' ' 2 -0.048 0.500 0.480 786 222 ' ' _database_code_depnum_ccdc_archive 'CCDC 955798' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mx2052 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C104 H116 F24 N4 O24 P4' _chemical_formula_weight 2385.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.000(3) _cell_length_b 30.563(6) _cell_length_c 15.580(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.39(3) _cell_angle_gamma 90.00 _cell_volume 5723(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 18770 _cell_measurement_theta_min 1.3325 _cell_measurement_theta_max 31.2860 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2472 _exptl_absorpt_coefficient_mu 0.175 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3429 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type 'MM007HF + CCD (Saturn724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38652 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -39 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 27.46 _reflns_number_total 13041 _reflns_number_gt 10825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELX-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Mercury: visualization and analysis of crystal structures, C. F. Macrae, P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor, M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006. ; _computing_publication_material 'SHELX-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13041 _refine_ls_number_parameters 756 _refine_ls_number_restraints 1182 _refine_ls_R_factor_all 0.1528 _refine_ls_R_factor_gt 0.1379 _refine_ls_wR_factor_ref 0.4314 _refine_ls_wR_factor_gt 0.4134 _refine_ls_goodness_of_fit_ref 1.743 _refine_ls_restrained_S_all 1.788 _refine_ls_shift/su_max 0.094 _refine_ls_shift/su_mean 0.011 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.5431(3) 0.74278(14) 0.5001(3) 0.0891(11) Uani 1 1 d U . . F2 F 0.3994(4) 0.70394(12) 0.4049(4) 0.1083(15) Uani 1 1 d U . . F3 F 0.3900(5) 0.73386(16) 0.5344(4) 0.1239(17) Uani 1 1 d U . . F4 F 0.2842(3) 0.76096(17) 0.3956(4) 0.1125(15) Uani 1 1 d U . . F5 F 0.4308(3) 0.79920(11) 0.4893(3) 0.0903(11) Uani 1 1 d U . . F6 F 0.4381(4) 0.76893(15) 0.3626(3) 0.0977(12) Uani 1 1 d U . . F7 F 0.1222(6) 0.4286(3) 0.2840(5) 0.169(3) Uani 1 1 d U . . F8 F 0.0534(8) 0.4687(2) 0.3682(5) 0.192(3) Uani 1 1 d U . . F9 F -0.0530(5) 0.43706(15) 0.2494(3) 0.1066(14) Uani 1 1 d U . . F10 F -0.0365(6) 0.4141(3) 0.3874(4) 0.173(3) Uani 1 1 d U . . F11 F 0.0175(7) 0.37363(16) 0.3002(5) 0.190(3) Uani 1 1 d U . . F12 F 0.1451(4) 0.3960(2) 0.4204(3) 0.141(2) Uani 1 1 d U . . P1 P 0.41304(10) 0.75136(4) 0.44997(9) 0.0570(4) Uani 1 1 d U . . P2 P 0.04555(16) 0.41830(5) 0.33590(10) 0.0731(5) Uani 1 1 d U . . O1 O 0.3207(5) 0.61702(15) -0.2986(3) 0.0921(14) Uani 1 1 d U . . O2 O 0.3902(2) 0.55555(9) -0.1487(2) 0.0446(7) Uani 1 1 d U . . O3 O 0.9179(2) 0.60752(8) -0.03571(18) 0.0375(6) Uani 1 1 d U . . O4 O 1.0800(3) 0.67270(9) 0.0434(2) 0.0462(7) Uani 1 1 d U . . O5 O 1.0296(3) 0.74451(10) 0.1403(2) 0.0511(7) Uani 1 1 d U . . O6 O 0.8806(4) 0.72778(10) 0.2270(2) 0.0628(9) Uani 1 1 d U . . O7 O 0.9483(3) 0.69183(10) 0.3922(2) 0.0533(7) Uani 1 1 d U . . O8 O 1.1375(3) 0.63089(10) 0.4517(2) 0.0575(8) Uani 1 1 d U . . O9 O 1.1336(2) 0.58312(10) 0.2947(2) 0.0466(7) Uani 1 1 d U . . O10 O 1.0238(2) 0.55308(8) 0.10832(18) 0.0398(6) Uani 1 1 d U . . O11 O 0.6220(3) 0.67206(11) -0.1272(2) 0.0608(9) Uani 1 1 d U . . H11A H 0.6177 0.6465 -0.1479 0.091 Uiso 1 1 calc R . . N2 N 0.7742(3) 0.66454(10) 0.0717(2) 0.0404(7) Uani 1 1 d U . . C1 C 0.3824(8) 0.6466(4) -0.3306(7) 0.128(3) Uani 1 1 d U . . H1A H 0.3872 0.6353 -0.3878 0.192 Uiso 1 1 calc R . . H1B H 0.4575 0.6499 -0.2831 0.192 Uiso 1 1 calc R . . H1C H 0.3452 0.6752 -0.3430 0.192 Uiso 1 1 calc R . . C2 C 0.3259(6) 0.62595(17) -0.2111(4) 0.0727(15) Uani 1 1 d U . . H2 H 0.2763 0.6459 -0.2000 0.087 Uiso 1 1 calc R . . C3 C 0.4164(4) 0.60193(14) -0.1326(3) 0.0559(11) Uani 1 1 d U . . H3B H 0.4906 0.6082 -0.1337 0.067 Uiso 1 1 calc R . . H3A H 0.4161 0.6110 -0.0717 0.067 Uiso 1 1 calc R . . C4 C 0.4458(3) 0.52910(13) -0.0746(3) 0.0444(9) Uani 1 1 d U . . C5 C 0.5389(3) 0.50470(14) -0.0709(3) 0.0449(9) Uani 1 1 d U . . C6 C 0.5914(3) 0.47637(13) 0.0015(3) 0.0446(9) Uani 1 1 d U . . C7 C 0.6919(3) 0.45321(13) -0.0055(3) 0.0404(8) Uani 1 1 d U . . H7 H 0.7300 0.4329 0.0476 0.049 Uiso 1 1 calc R . . C8 C 0.6466(3) 0.43024(14) -0.0995(3) 0.0459(9) Uani 1 1 d U . . C9 C 0.6491(4) 0.38561(15) -0.1142(4) 0.0553(11) Uani 1 1 d U . . H9 H 0.6849 0.3663 -0.0639 0.066 Uiso 1 1 calc R . . C10 C 0.5985(5) 0.36992(19) -0.2037(4) 0.0686(13) Uani 1 1 d U . . H10 H 0.5995 0.3394 -0.2148 0.082 Uiso 1 1 calc R . . C11 C 0.5468(5) 0.39754(18) -0.2767(4) 0.0683(13) Uani 1 1 d U . . H11 H 0.5130 0.3859 -0.3377 0.082 Uiso 1 1 calc R . . C12 C 0.5431(4) 0.44241(17) -0.2630(4) 0.0578(11) Uani 1 1 d U . . H12 H 0.5073 0.4615 -0.3139 0.069 Uiso 1 1 calc R . . C13 C 0.5933(3) 0.45888(15) -0.1726(3) 0.0482(9) Uani 1 1 d U . . C14 C 0.5924(3) 0.50631(13) -0.1432(3) 0.0428(8) Uani 1 1 d U . . H14 H 0.5539 0.5266 -0.1962 0.051 Uiso 1 1 calc R . . C15 C 0.7132(3) 0.51927(12) -0.0857(3) 0.0369(7) Uani 1 1 d U . . C16 C 0.7666(3) 0.55742(12) -0.0949(3) 0.0374(8) Uani 1 1 d U . . H16 H 0.7313 0.5768 -0.1452 0.045 Uiso 1 1 calc R . . C17 C 0.8712(3) 0.56690(11) -0.0302(2) 0.0335(7) Uani 1 1 d U . . C18 C 0.9244(3) 0.53900(11) 0.0449(2) 0.0340(7) Uani 1 1 d U . . C19 C 0.8723(3) 0.50030(11) 0.0531(2) 0.0346(7) Uani 1 1 d U . . H19 H 0.9084 0.4805 0.1024 0.042 Uiso 1 1 calc R . . C20 C 0.7661(3) 0.49097(12) -0.0123(3) 0.0382(8) Uani 1 1 d U . . C21 C 1.0248(3) 0.60749(13) -0.0452(3) 0.0427(8) Uani 1 1 d U . . H21A H 1.0187 0.5929 -0.1037 0.051 Uiso 1 1 calc R . . H21B H 1.0810 0.5918 0.0075 0.051 Uiso 1 1 calc R . . C22 C 1.0570(4) 0.65389(13) -0.0457(3) 0.0437(8) Uani 1 1 d U . . H22B H 1.1237 0.6559 -0.0615 0.052 Uiso 1 1 calc R . . H22A H 0.9958 0.6702 -0.0933 0.052 Uiso 1 1 calc R . . C23 C 1.1252(4) 0.71518(15) 0.0518(4) 0.0571(11) Uani 1 1 d U . . H23A H 1.0759 0.7338 0.0005 0.069 Uiso 1 1 calc R . . H23B H 1.1988 0.7138 0.0469 0.069 Uiso 1 1 calc R . . C24 C 1.1373(4) 0.73494(14) 0.1423(3) 0.0525(10) Uani 1 1 d U . . H24 H 1.2056 0.7403 0.1929 0.063 Uiso 1 1 calc R . . C25 C 1.0328(5) 0.76620(19) 0.2228(4) 0.0689(14) Uani 1 1 d U . . H25B H 1.0655 0.7957 0.2264 0.083 Uiso 1 1 calc R . . H25A H 1.0799 0.7494 0.2782 0.083 Uiso 1 1 calc R . . C26 C 0.9192(5) 0.76972(15) 0.2207(4) 0.0594(11) Uani 1 1 d U . . H26B H 0.9190 0.7879 0.2733 0.071 Uiso 1 1 calc R . . H26A H 0.8701 0.7838 0.1621 0.071 Uiso 1 1 calc R . . C27 C 0.8030(5) 0.72194(15) 0.2670(3) 0.0557(11) Uani 1 1 d U . . C28 C 0.6946(5) 0.73377(18) 0.2201(4) 0.0684(14) Uani 1 1 d U . . H28 H 0.6724 0.7484 0.1621 0.082 Uiso 1 1 calc R . . C29 C 0.6132(5) 0.72322(19) 0.2615(5) 0.0733(15) Uani 1 1 d U . . H29 H 0.5369 0.7304 0.2300 0.088 Uiso 1 1 calc R . . C30 C 0.6470(5) 0.70389(18) 0.3419(5) 0.0720(14) Uani 1 1 d U . . H30 H 0.5947 0.6976 0.3692 0.086 Uiso 1 1 calc R . . C31 C 0.7595(5) 0.69197(15) 0.3895(4) 0.0613(11) Uani 1 1 d U . . H31 H 0.7814 0.6773 0.4475 0.074 Uiso 1 1 calc R . . C32 C 0.8370(4) 0.70153(13) 0.3524(3) 0.0486(9) Uani 1 1 d U . . C33 C 0.9881(5) 0.66850(15) 0.4785(3) 0.0589(11) Uani 1 1 d U . . H33A H 0.9496 0.6400 0.4709 0.071 Uiso 1 1 calc R . . H33B H 0.9724 0.6855 0.5263 0.071 Uiso 1 1 calc R . . C34 C 1.1080(5) 0.66160(16) 0.5080(3) 0.0621(12) Uani 1 1 d U . . H34 H 1.1614 0.6762 0.5596 0.075 Uiso 1 1 calc R . . C35 C 1.1534(4) 0.65002(14) 0.3750(3) 0.0554(11) Uani 1 1 d U . . H35B H 1.1997 0.6767 0.3954 0.066 Uiso 1 1 calc R . . H35A H 1.0805 0.6587 0.3275 0.066 Uiso 1 1 calc R . . C36 C 1.2090(4) 0.61842(14) 0.3341(3) 0.0513(10) Uani 1 1 d U . . H36B H 1.2284 0.6330 0.2855 0.062 Uiso 1 1 calc R . . H36A H 1.2782 0.6073 0.3827 0.062 Uiso 1 1 calc R . . C37 C 1.1784(3) 0.55152(14) 0.2508(3) 0.0447(9) Uani 1 1 d U . . H37A H 1.2315 0.5321 0.2979 0.054 Uiso 1 1 calc R . . H37B H 1.2180 0.5663 0.2159 0.054 Uiso 1 1 calc R . . C38 C 1.0823(3) 0.52549(12) 0.1861(3) 0.0416(8) Uani 1 1 d U . . H38B H 1.1094 0.4988 0.1653 0.050 Uiso 1 1 calc R . . H38A H 1.0325 0.5165 0.2178 0.050 Uiso 1 1 calc R . . C39 C 0.7348(4) 0.68583(13) -0.0915(3) 0.0449(9) Uani 1 1 d U . . H39B H 0.7439 0.7100 -0.1302 0.054 Uiso 1 1 calc R . . H39A H 0.7824 0.6612 -0.0954 0.054 Uiso 1 1 calc R . . C40 C 0.7728(4) 0.70096(13) 0.0077(3) 0.0476(9) Uani 1 1 d U . . H40B H 0.8485 0.7135 0.0270 0.057 Uiso 1 1 calc R . . H40A H 0.7224 0.7243 0.0124 0.057 Uiso 1 1 calc R . . C41 C 0.6791(3) 0.65214(14) 0.0802(3) 0.0472(9) Uani 1 1 d U . . H41 H 0.6115 0.6665 0.0443 0.057 Uiso 1 1 calc R . . C42 C 0.6780(4) 0.61931(16) 0.1396(3) 0.0542(10) Uani 1 1 d U . . H42 H 0.6101 0.6104 0.1438 0.065 Uiso 1 1 calc R . . C43 C 0.7787(4) 0.59890(13) 0.1944(3) 0.0485(9) Uani 1 1 d U A . C44 C 0.8743(4) 0.61311(15) 0.1836(3) 0.0491(10) Uani 1 1 d U . . H44 H 0.9435 0.5998 0.2195 0.059 Uiso 1 1 calc R . . C45 C 0.8717(3) 0.64528(13) 0.1236(3) 0.0432(8) Uani 1 1 d U . . H45 H 0.9386 0.6544 0.1178 0.052 Uiso 1 1 calc R . . C46 C 0.7811(5) 0.56526(14) 0.2652(3) 0.0636(12) Uani 1 1 d DU . . N1 N 0.8197(6) 0.4978(2) 0.3856(5) 0.0493(12) Uani 0.501(4) 1 d PDU A 1 C47 C 0.7240(9) 0.5280(3) 0.2353(6) 0.0529(19) Uani 0.501(4) 1 d PDU A 1 H47 H 0.6789 0.5233 0.1718 0.063 Uiso 0.501(4) 1 calc PR A 1 C48 C 0.7350(9) 0.4968(3) 0.3026(5) 0.0529(14) Uani 0.501(4) 1 d PDU A 1 H48 H 0.6812 0.4741 0.2897 0.063 Uiso 0.501(4) 1 calc PR A 1 C49 C 0.8972(7) 0.5298(2) 0.4080(6) 0.0507(13) Uani 0.501(4) 1 d PDU A 1 H49 H 0.9581 0.5298 0.4663 0.061 Uiso 0.501(4) 1 calc PR A 1 C50 C 0.8852(7) 0.5624(3) 0.3435(5) 0.0525(13) Uani 0.501(4) 1 d PDU A 1 H50 H 0.9439 0.5824 0.3507 0.063 Uiso 0.501(4) 1 calc PR A 1 C51 C 0.8252(9) 0.4644(3) 0.4563(7) 0.0593(16) Uani 0.501(4) 1 d PDU A 1 H51B H 0.9000 0.4641 0.5067 0.071 Uiso 0.501(4) 1 calc PR A 1 H51A H 0.8093 0.4350 0.4279 0.071 Uiso 0.501(4) 1 calc PR A 1 C52 C 0.7371(8) 0.4775(4) 0.4942(8) 0.0713(18) Uani 0.501(4) 1 d PDU A 1 H52A H 0.7434 0.4564 0.5442 0.086 Uiso 0.501(4) 1 calc PR A 1 H52B H 0.7599 0.5063 0.5245 0.086 Uiso 0.501(4) 1 calc PR A 1 O12 O 0.6222(9) 0.4808(4) 0.4379(8) 0.102(2) Uani 0.501(4) 1 d PDU A 1 H12A H 0.5873 0.4895 0.4703 0.154 Uiso 0.501(4) 1 calc PR A 1 N1A N 0.7653(7) 0.5052(2) 0.3958(5) 0.0493(12) Uani 0.499(4) 1 d PDU A 2 C47A C 0.7878(10) 0.5219(2) 0.2550(6) 0.0525(18) Uani 0.499(4) 1 d PDU A 2 H47A H 0.7943 0.5113 0.1999 0.063 Uiso 0.499(4) 1 calc PR A 2 C48A C 0.7859(9) 0.4919(3) 0.3210(6) 0.0529(14) Uani 0.499(4) 1 d PDU A 2 H48A H 0.7990 0.4618 0.3138 0.063 Uiso 0.499(4) 1 calc PR A 2 C49A C 0.7387(8) 0.5475(2) 0.4043(6) 0.0507(13) Uani 0.499(4) 1 d PDU A 2 H49A H 0.7192 0.5566 0.4544 0.061 Uiso 0.499(4) 1 calc PR A 2 C50A C 0.7410(8) 0.5768(3) 0.3377(5) 0.0525(13) Uani 0.499(4) 1 d PDU A 2 H50A H 0.7153 0.6057 0.3392 0.063 Uiso 0.499(4) 1 calc PR A 2 C51A C 0.7638(9) 0.4707(3) 0.4605(7) 0.0593(16) Uani 0.499(4) 1 d PDU A 2 H51D H 0.8050 0.4804 0.5253 0.071 Uiso 0.499(4) 1 calc PR A 2 H51C H 0.7998 0.4439 0.4494 0.071 Uiso 0.499(4) 1 calc PR A 2 C52A C 0.6419(9) 0.4612(5) 0.4448(8) 0.0713(18) Uani 0.499(4) 1 d PDU A 2 H52C H 0.6398 0.4348 0.4810 0.086 Uiso 0.499(4) 1 calc PR A 2 H52D H 0.6133 0.4860 0.4702 0.086 Uiso 0.499(4) 1 calc PR A 2 O12A O 0.5689(10) 0.4545(4) 0.3517(7) 0.102(2) Uani 0.499(4) 1 d PDU A 2 H12B H 0.5641 0.4276 0.3397 0.154 Uiso 0.499(4) 1 calc PR A 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 F1 0.062(2) 0.108(3) 0.079(2) -0.002(2) 0.0063(17) 0.0024(19) F2 0.101(3) 0.073(2) 0.161(4) -0.042(3) 0.061(3) -0.030(2) F3 0.161(5) 0.114(3) 0.136(4) 0.036(3) 0.102(4) 0.009(3) F4 0.0452(19) 0.139(4) 0.135(4) -0.024(3) 0.013(2) -0.001(2) F5 0.086(2) 0.067(2) 0.121(3) -0.028(2) 0.043(2) -0.0195(18) F6 0.094(3) 0.124(3) 0.085(2) 0.023(2) 0.045(2) 0.014(2) F7 0.130(5) 0.232(6) 0.171(5) 0.094(5) 0.085(4) 0.030(4) F8 0.244(8) 0.147(5) 0.158(5) -0.053(4) 0.047(5) -0.043(5) F9 0.130(4) 0.111(3) 0.092(3) 0.029(2) 0.058(3) 0.034(3) F10 0.178(6) 0.230(6) 0.136(4) 0.115(4) 0.089(4) 0.066(5) F11 0.220(7) 0.065(3) 0.193(6) -0.006(3) -0.025(5) 0.008(3) F12 0.097(4) 0.238(6) 0.078(3) 0.051(3) 0.022(2) -0.006(4) P1 0.0451(7) 0.0597(7) 0.0648(8) -0.0040(5) 0.0193(6) -0.0159(5) P2 0.0929(12) 0.0689(9) 0.0614(8) 0.0097(7) 0.0338(8) -0.0137(8) O1 0.114(4) 0.080(3) 0.063(2) 0.009(2) 0.013(2) -0.018(2) O2 0.0360(13) 0.0408(13) 0.0562(15) 0.0125(12) 0.0166(12) 0.0032(10) O3 0.0343(13) 0.0322(12) 0.0488(13) 0.0027(10) 0.0190(11) 0.0003(9) O4 0.0518(16) 0.0379(13) 0.0529(15) -0.0028(11) 0.0244(13) -0.0069(12) O5 0.0492(16) 0.0471(15) 0.0526(16) -0.0123(12) 0.0146(13) -0.0028(12) O6 0.092(2) 0.0484(16) 0.0614(18) 0.0046(14) 0.0438(18) 0.0085(16) O7 0.0594(18) 0.0564(16) 0.0487(15) 0.0111(13) 0.0257(14) 0.0134(14) O8 0.077(2) 0.0378(14) 0.0461(15) 0.0005(12) 0.0103(15) 0.0074(14) O9 0.0354(14) 0.0510(15) 0.0500(14) -0.0123(12) 0.0124(12) -0.0049(11) O10 0.0361(13) 0.0391(13) 0.0394(13) -0.0015(10) 0.0090(11) -0.0008(10) O11 0.0496(18) 0.0553(18) 0.0634(19) -0.0020(15) 0.0058(15) -0.0113(14) N2 0.0375(15) 0.0405(15) 0.0425(15) -0.0041(12) 0.0145(13) -0.0013(12) C1 0.081(5) 0.182(8) 0.111(6) -0.010(6) 0.024(4) -0.037(5) C2 0.095(4) 0.048(2) 0.058(2) 0.009(2) 0.010(3) 0.008(2) C3 0.063(3) 0.048(2) 0.049(2) 0.0092(17) 0.014(2) -0.0132(19) C4 0.0332(17) 0.0462(19) 0.054(2) 0.0166(16) 0.0175(16) 0.0048(15) C5 0.0323(17) 0.051(2) 0.056(2) 0.0144(17) 0.0231(16) 0.0019(15) C6 0.0305(17) 0.0470(19) 0.061(2) 0.0123(17) 0.0226(17) 0.0069(14) C7 0.0275(15) 0.0455(18) 0.0507(19) 0.0087(15) 0.0176(15) 0.0044(14) C8 0.0310(17) 0.0464(19) 0.061(2) 0.0021(17) 0.0185(17) -0.0045(15) C9 0.038(2) 0.050(2) 0.076(3) -0.001(2) 0.019(2) -0.0092(16) C10 0.052(2) 0.060(3) 0.089(3) -0.010(2) 0.021(2) -0.018(2) C11 0.052(3) 0.068(3) 0.074(3) -0.006(2) 0.011(2) -0.019(2) C12 0.041(2) 0.064(2) 0.059(2) -0.002(2) 0.0090(19) -0.0132(18) C13 0.0297(17) 0.053(2) 0.058(2) 0.0023(18) 0.0123(16) -0.0038(15) C14 0.0301(17) 0.0499(19) 0.0487(18) 0.0114(16) 0.0153(15) -0.0001(14) C15 0.0298(16) 0.0441(17) 0.0398(16) 0.0035(14) 0.0166(14) 0.0048(13) C16 0.0365(17) 0.0389(17) 0.0398(16) 0.0066(14) 0.0179(15) 0.0085(14) C17 0.0343(16) 0.0302(15) 0.0376(15) -0.0024(12) 0.0156(14) 0.0032(12) C18 0.0365(17) 0.0324(15) 0.0355(15) -0.0029(12) 0.0163(14) -0.0003(13) C19 0.0323(16) 0.0330(15) 0.0394(16) 0.0009(13) 0.0146(14) 0.0024(12) C20 0.0339(17) 0.0377(16) 0.0486(18) 0.0027(14) 0.0217(15) 0.0045(13) C21 0.0421(19) 0.0445(19) 0.0444(18) 0.0016(15) 0.0197(16) 0.0028(15) C22 0.048(2) 0.0432(18) 0.0439(18) 0.0057(15) 0.0220(16) -0.0002(16) C23 0.055(2) 0.048(2) 0.073(3) 0.001(2) 0.029(2) -0.0141(19) C24 0.044(2) 0.047(2) 0.063(2) -0.0067(18) 0.0164(19) -0.0108(17) C25 0.069(3) 0.066(3) 0.065(3) -0.027(2) 0.017(2) -0.006(2) C26 0.071(3) 0.048(2) 0.064(2) -0.0182(19) 0.031(2) -0.004(2) C27 0.068(3) 0.048(2) 0.052(2) -0.0109(17) 0.024(2) 0.0074(19) C28 0.069(3) 0.067(3) 0.057(2) -0.018(2) 0.010(2) 0.010(2) C29 0.054(3) 0.066(3) 0.092(3) -0.026(3) 0.019(3) 0.000(2) C30 0.064(3) 0.054(2) 0.104(4) -0.014(3) 0.038(3) -0.009(2) C31 0.067(3) 0.049(2) 0.079(3) -0.004(2) 0.040(2) -0.006(2) C32 0.056(2) 0.0422(18) 0.054(2) -0.0058(16) 0.0283(18) 0.0001(16) C33 0.083(3) 0.046(2) 0.050(2) 0.0048(17) 0.027(2) 0.005(2) C34 0.080(3) 0.051(2) 0.043(2) -0.0081(18) 0.009(2) 0.004(2) C35 0.053(2) 0.044(2) 0.061(2) -0.0011(18) 0.013(2) -0.0043(17) C36 0.041(2) 0.045(2) 0.061(2) -0.0043(18) 0.0112(18) -0.0059(16) C37 0.0350(18) 0.050(2) 0.0445(18) 0.0000(16) 0.0101(16) 0.0095(15) C38 0.0413(19) 0.0413(17) 0.0405(17) 0.0020(14) 0.0138(15) 0.0067(15) C39 0.043(2) 0.0395(18) 0.049(2) 0.0042(15) 0.0144(17) 0.0023(15) C40 0.050(2) 0.0420(19) 0.050(2) -0.0017(16) 0.0184(17) -0.0040(16) C41 0.0342(18) 0.052(2) 0.051(2) 0.0054(17) 0.0121(16) 0.0031(15) C42 0.045(2) 0.064(2) 0.049(2) 0.0094(19) 0.0126(18) -0.0047(19) C43 0.057(2) 0.0404(18) 0.0424(18) -0.0019(15) 0.0132(17) 0.0039(16) C44 0.042(2) 0.055(2) 0.0436(18) -0.0082(17) 0.0094(16) 0.0140(17) C45 0.0333(17) 0.052(2) 0.0396(17) -0.0111(15) 0.0091(15) 0.0052(15) C46 0.078(3) 0.045(2) 0.046(2) -0.0026(17) -0.002(2) -0.006(2) N1 0.053(3) 0.046(2) 0.047(2) -0.0020(17) 0.016(2) -0.006(2) C47 0.059(4) 0.048(3) 0.046(3) 0.007(3) 0.014(3) -0.006(3) C48 0.058(3) 0.048(2) 0.049(2) -0.001(2) 0.016(3) -0.009(3) C49 0.054(3) 0.047(2) 0.046(2) -0.005(2) 0.014(2) -0.009(2) C50 0.059(3) 0.047(3) 0.048(2) -0.001(2) 0.017(2) -0.004(2) C51 0.064(3) 0.056(3) 0.056(3) 0.002(2) 0.021(3) -0.009(3) C52 0.074(3) 0.070(3) 0.068(3) 0.004(3) 0.025(3) -0.008(3) O12 0.103(5) 0.098(5) 0.094(4) 0.020(4) 0.024(4) -0.011(4) N1A 0.053(3) 0.046(2) 0.047(2) -0.0020(17) 0.016(2) -0.006(2) C47A 0.066(4) 0.044(3) 0.048(3) -0.002(3) 0.022(3) 0.004(3) C48A 0.058(3) 0.048(2) 0.049(2) -0.001(2) 0.016(3) -0.009(3) C49A 0.054(3) 0.047(2) 0.046(2) -0.005(2) 0.014(2) -0.009(2) C50A 0.059(3) 0.047(3) 0.048(2) -0.001(2) 0.017(2) -0.004(2) C51A 0.064(3) 0.056(3) 0.056(3) 0.002(2) 0.021(3) -0.009(3) C52A 0.074(3) 0.070(3) 0.068(3) 0.004(3) 0.025(3) -0.008(3) O12A 0.103(5) 0.098(5) 0.094(4) 0.020(4) 0.024(4) -0.011(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 F1 P1 1.591(4) . ? F2 P1 1.591(4) . ? F3 P1 1.551(4) . ? F4 P1 1.590(4) . ? F5 P1 1.568(3) . ? F6 P1 1.608(4) . ? F7 P2 1.536(6) . ? F8 P2 1.611(7) . ? F9 P2 1.571(5) . ? F10 P2 1.566(6) . ? F11 P2 1.467(5) . ? F12 P2 1.604(5) . ? O1 C2 1.366(7) . ? O1 C1 1.420(10) . ? O2 C4 1.368(5) . ? O2 C3 1.457(5) . ? O3 C17 1.399(4) . ? O3 C21 1.452(5) . ? O4 C23 1.411(5) . ? O4 C22 1.425(5) . ? O5 C24 1.419(6) . ? O5 C25 1.432(6) . ? O6 C27 1.385(6) . ? O6 C26 1.393(6) . ? O7 C32 1.371(6) . ? O7 C33 1.434(5) . ? O8 C35 1.414(6) . ? O8 C34 1.432(6) . ? O9 C36 1.429(5) . ? O9 C37 1.429(5) . ? O10 C18 1.362(4) . ? O10 C38 1.434(4) . ? O11 C39 1.420(5) . ? O11 H11A 0.8400 . ? N2 C41 1.347(5) . ? N2 C45 1.351(5) . ? N2 C40 1.489(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.524(7) . ? C2 H2 0.9500 . ? C3 H3B 0.9900 . ? C3 H3A 0.9900 . ? C4 C5 1.404(6) . ? C4 C6 1.407(6) 3_665 ? C5 C6 1.379(6) . ? C5 C14 1.535(6) . ? C6 C4 1.407(6) 3_665 ? C6 C7 1.526(5) . ? C7 C8 1.526(6) . ? C7 C20 1.534(5) . ? C7 H7 1.0000 . ? C8 C9 1.386(6) . ? C8 C13 1.393(6) . ? C9 C10 1.381(8) . ? C9 H9 0.9500 . ? C10 C11 1.370(8) . ? C10 H10 0.9500 . ? C11 C12 1.391(8) . ? C11 H11 0.9500 . ? C12 C13 1.401(7) . ? C12 H12 0.9500 . ? C13 C14 1.522(6) . ? C14 C15 1.534(5) . ? C14 H14 1.0000 . ? C15 C20 1.389(5) . ? C15 C16 1.392(5) . ? C16 C17 1.380(5) . ? C16 H16 0.9500 . ? C17 C18 1.400(5) . ? C18 C19 1.393(5) . ? C19 C20 1.398(5) . ? C19 H19 0.9500 . ? C21 C22 1.480(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22B 0.9900 . ? C22 H22A 0.9900 . ? C23 C24 1.486(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24 0.9500 . ? C25 C26 1.470(8) . ? C25 H25B 0.9900 . ? C25 H25A 0.9900 . ? C26 H26B 0.9900 . ? C26 H26A 0.9900 . ? C27 C28 1.366(8) . ? C27 C32 1.381(6) . ? C28 C29 1.470(9) . ? C28 H28 0.9500 . ? C29 C30 1.300(9) . ? C29 H29 0.9500 . ? C30 C31 1.412(8) . ? C30 H30 0.9500 . ? C31 C32 1.371(7) . ? C31 H31 0.9500 . ? C33 C34 1.464(8) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34 0.9500 . ? C35 C36 1.488(7) . ? C35 H35B 0.9900 . ? C35 H35A 0.9900 . ? C36 H36B 0.9900 . ? C36 H36A 0.9900 . ? C37 C38 1.500(6) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38B 0.9900 . ? C38 H38A 0.9900 . ? C39 C40 1.505(6) . ? C39 H39B 0.9900 . ? C39 H39A 0.9900 . ? C40 H40B 0.9900 . ? C40 H40A 0.9900 . ? C41 C42 1.369(6) . ? C41 H41 0.9500 . ? C42 C43 1.407(6) . ? C42 H42 0.9500 . ? C43 C44 1.385(7) . ? C43 C46 1.499(6) . ? C44 C45 1.348(6) . ? C44 H44 0.9500 . ? C45 H45 0.9500 . ? C46 C47A 1.342(7) . ? C46 C47 1.343(7) . ? C46 C50 1.438(7) . ? C46 C50A 1.455(8) . ? N1 C48 1.342(8) . ? N1 C49 1.351(8) . ? N1 C51 1.483(8) . ? C47 C48 1.383(8) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 C50 1.382(8) . ? C49 H49 0.9500 . ? C50 H50 0.9500 . ? C51 C52 1.528(9) . ? C51 H51B 0.9900 . ? C51 H51A 0.9900 . ? C52 O12 1.419(9) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? O12 H12A 0.8400 . ? N1A C48A 1.353(8) . ? N1A C49A 1.356(8) . ? N1A C51A 1.464(8) . ? C47A C48A 1.386(8) . ? C47A H47A 0.9500 . ? C48A H48A 0.9500 . ? C49A C50A 1.380(8) . ? C49A H49A 0.9500 . ? C50A H50A 0.9500 . ? C51A C52A 1.536(9) . ? C51A H51D 0.9900 . ? C51A H51C 0.9900 . ? C52A O12A 1.413(9) . ? C52A H52C 0.9900 . ? C52A H52D 0.9900 . ? O12A H12B 0.8400 . ? 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 F3 P1 F5 92.1(3) . . ? F3 P1 F4 90.6(3) . . ? F5 P1 F4 90.2(3) . . ? F3 P1 F1 92.3(3) . . ? F5 P1 F1 89.5(2) . . ? F4 P1 F1 177.1(3) . . ? F3 P1 F2 92.0(3) . . ? F5 P1 F2 175.7(3) . . ? F4 P1 F2 90.9(3) . . ? F1 P1 F2 89.1(2) . . ? F3 P1 F6 179.2(3) . . ? F5 P1 F6 88.4(2) . . ? F4 P1 F6 90.0(3) . . ? F1 P1 F6 87.1(2) . . ? F2 P1 F6 87.4(3) . . ? F11 P2 F7 96.2(5) . . ? F11 P2 F10 90.0(5) . . ? F7 P2 F10 172.7(4) . . ? F11 P2 F9 90.6(3) . . ? F7 P2 F9 87.4(3) . . ? F10 P2 F9 88.7(3) . . ? F11 P2 F12 85.6(4) . . ? F7 P2 F12 92.1(3) . . ? F10 P2 F12 92.2(3) . . ? F9 P2 F12 176.1(3) . . ? F11 P2 F8 170.1(5) . . ? F7 P2 F8 89.6(5) . . ? F10 P2 F8 83.8(5) . . ? F9 P2 F8 81.6(4) . . ? F12 P2 F8 102.3(4) . . ? C2 O1 C1 113.8(6) . . ? C4 O2 C3 114.6(3) . . ? C17 O3 C21 117.4(3) . . ? C23 O4 C22 112.7(3) . . ? C24 O5 C25 112.6(4) . . ? C27 O6 C26 119.6(4) . . ? C32 O7 C33 118.2(4) . . ? C35 O8 C34 113.9(3) . . ? C36 O9 C37 112.2(3) . . ? C18 O10 C38 118.6(3) . . ? C39 O11 H11A 109.5 . . ? C41 N2 C45 120.3(4) . . ? C41 N2 C40 119.9(3) . . ? C45 N2 C40 119.7(4) . . ? O1 C1 H1A 109.5 . . ? O1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? O1 C1 H1C 109.4 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 115.8(5) . . ? O1 C2 H2 122.1 . . ? C3 C2 H2 122.1 . . ? O2 C3 C2 105.8(4) . . ? O2 C3 H3B 110.6 . . ? C2 C3 H3B 110.6 . . ? O2 C3 H3A 110.6 . . ? C2 C3 H3A 110.6 . . ? H3B C3 H3A 108.7 . . ? O2 C4 C5 121.2(4) . . ? O2 C4 C6 121.3(4) . 3_665 ? C5 C4 C6 117.4(4) . 3_665 ? C6 C5 C4 121.2(4) . . ? C6 C5 C14 113.5(3) . . ? C4 C5 C14 125.3(4) . . ? C5 C6 C4 121.4(4) . 3_665 ? C5 C6 C7 113.8(4) . . ? C4 C6 C7 124.8(4) 3_665 . ? C8 C7 C6 104.7(3) . . ? C8 C7 C20 107.6(3) . . ? C6 C7 C20 103.5(3) . . ? C8 C7 H7 113.4 . . ? C6 C7 H7 113.4 . . ? C20 C7 H7 113.4 . . ? C9 C8 C13 121.3(4) . . ? C9 C8 C7 125.9(4) . . ? C13 C8 C7 112.7(4) . . ? C10 C9 C8 118.5(5) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? C11 C10 C9 121.3(5) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? C10 C11 C12 121.0(5) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C13 118.6(5) . . ? C11 C12 H12 120.7 . . ? C13 C12 H12 120.7 . . ? C8 C13 C12 119.5(4) . . ? C8 C13 C14 114.3(4) . . ? C12 C13 C14 126.2(4) . . ? C13 C14 C15 107.4(3) . . ? C13 C14 C5 104.4(3) . . ? C15 C14 C5 103.2(3) . . ? C13 C14 H14 113.6 . . ? C15 C14 H14 113.6 . . ? C5 C14 H14 113.6 . . ? C20 C15 C16 119.7(3) . . ? C20 C15 C14 113.3(3) . . ? C16 C15 C14 126.6(3) . . ? C17 C16 C15 119.5(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 O3 118.2(3) . . ? C16 C17 C18 121.2(3) . . ? O3 C17 C18 120.2(3) . . ? O10 C18 C19 124.2(3) . . ? O10 C18 C17 116.4(3) . . ? C19 C18 C17 119.4(3) . . ? C18 C19 C20 119.1(3) . . ? C18 C19 H19 120.4 . . ? C20 C19 H19 120.4 . . ? C15 C20 C19 121.0(3) . . ? C15 C20 C7 113.5(3) . . ? C19 C20 C7 125.2(3) . . ? O3 C21 C22 106.5(3) . . ? O3 C21 H21A 110.4 . . ? C22 C21 H21A 110.4 . . ? O3 C21 H21B 110.4 . . ? C22 C21 H21B 110.4 . . ? H21A C21 H21B 108.6 . . ? O4 C22 C21 109.6(3) . . ? O4 C22 H22B 109.7 . . ? C21 C22 H22B 109.7 . . ? O4 C22 H22A 109.7 . . ? C21 C22 H22A 109.7 . . ? H22B C22 H22A 108.2 . . ? O4 C23 C24 110.6(4) . . ? O4 C23 H23A 109.5 . . ? C24 C23 H23A 109.5 . . ? O4 C23 H23B 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? O5 C24 C23 108.4(4) . . ? O5 C24 H24 125.8 . . ? C23 C24 H24 125.8 . . ? O5 C25 C26 109.2(4) . . ? O5 C25 H25B 109.8 . . ? C26 C25 H25B 109.8 . . ? O5 C25 H25A 109.8 . . ? C26 C25 H25A 109.8 . . ? H25B C25 H25A 108.3 . . ? O6 C26 C25 108.5(4) . . ? O6 C26 H26B 110.0 . . ? C25 C26 H26B 110.0 . . ? O6 C26 H26A 110.0 . . ? C25 C26 H26A 110.0 . . ? H26B C26 H26A 108.4 . . ? C28 C27 C32 121.5(5) . . ? C28 C27 O6 120.3(5) . . ? C32 C27 O6 118.1(5) . . ? C27 C28 C29 118.4(5) . . ? C27 C28 H28 120.8 . . ? C29 C28 H28 120.8 . . ? C30 C29 C28 119.1(6) . . ? C30 C29 H29 120.4 . . ? C28 C29 H29 120.4 . . ? C29 C30 C31 121.7(6) . . ? C29 C30 H30 119.1 . . ? C31 C30 H30 119.1 . . ? C32 C31 C30 120.2(6) . . ? C32 C31 H31 119.9 . . ? C30 C31 H31 119.9 . . ? O7 C32 C31 125.6(5) . . ? O7 C32 C27 115.3(4) . . ? C31 C32 C27 119.0(5) . . ? O7 C33 C34 109.0(4) . . ? O7 C33 H33A 109.9 . . ? C34 C33 H33A 109.9 . . ? O7 C33 H33B 109.9 . . ? C34 C33 H33B 109.9 . . ? H33A C33 H33B 108.3 . . ? O8 C34 C33 113.9(4) . . ? O8 C34 H34 123.1 . . ? C33 C34 H34 123.1 . . ? O8 C35 C36 110.2(4) . . ? O8 C35 H35B 109.6 . . ? C36 C35 H35B 109.6 . . ? O8 C35 H35A 109.6 . . ? C36 C35 H35A 109.6 . . ? H35B C35 H35A 108.1 . . ? O9 C36 C35 108.0(4) . . ? O9 C36 H36B 110.1 . . ? C35 C36 H36B 110.1 . . ? O9 C36 H36A 110.1 . . ? C35 C36 H36A 110.1 . . ? H36B C36 H36A 108.4 . . ? O9 C37 C38 107.0(3) . . ? O9 C37 H37A 110.3 . . ? C38 C37 H37A 110.3 . . ? O9 C37 H37B 110.3 . . ? C38 C37 H37B 110.3 . . ? H37A C37 H37B 108.6 . . ? O10 C38 C37 107.1(3) . . ? O10 C38 H38B 110.3 . . ? C37 C38 H38B 110.3 . . ? O10 C38 H38A 110.3 . . ? C37 C38 H38A 110.3 . . ? H38B C38 H38A 108.5 . . ? O11 C39 C40 112.3(4) . . ? O11 C39 H39B 109.1 . . ? C40 C39 H39B 109.1 . . ? O11 C39 H39A 109.1 . . ? C40 C39 H39A 109.1 . . ? H39B C39 H39A 107.9 . . ? N2 C40 C39 111.9(3) . . ? N2 C40 H40B 109.2 . . ? C39 C40 H40B 109.2 . . ? N2 C40 H40A 109.2 . . ? C39 C40 H40A 109.2 . . ? H40B C40 H40A 107.9 . . ? N2 C41 C42 121.3(4) . . ? N2 C41 H41 119.4 . . ? C42 C41 H41 119.4 . . ? C41 C42 C43 119.3(4) . . ? C41 C42 H42 120.4 . . ? C43 C42 H42 120.4 . . ? C44 C43 C42 117.2(4) . . ? C44 C43 C46 122.4(4) . . ? C42 C43 C46 120.3(5) . . ? C45 C44 C43 121.7(4) . . ? C45 C44 H44 119.1 . . ? C43 C44 H44 119.1 . . ? C44 C45 N2 120.2(4) . . ? C44 C45 H45 119.9 . . ? N2 C45 H45 119.9 . . ? C47A C46 C47 34.2(6) . . ? C47A C46 C50 87.6(7) . . ? C47 C46 C50 117.4(6) . . ? C47A C46 C50A 112.9(6) . . ? C47 C46 C50A 99.2(7) . . ? C50 C46 C50A 81.7(6) . . ? C47A C46 C43 125.0(5) . . ? C47 C46 C43 118.2(5) . . ? C50 C46 C43 114.5(5) . . ? C50A C46 C43 119.5(5) . . ? C48 N1 C49 121.5(7) . . ? C48 N1 C51 119.4(7) . . ? C49 N1 C51 119.1(7) . . ? C46 C47 C48 116.0(8) . . ? C46 C47 H47 122.0 . . ? C48 C47 H47 122.0 . . ? N1 C48 C47 121.7(8) . . ? N1 C48 H48 119.2 . . ? C47 C48 H48 119.2 . . ? N1 C49 C50 117.9(7) . . ? N1 C49 H49 121.1 . . ? C50 C49 H49 121.1 . . ? C49 C50 C46 118.0(7) . . ? C49 C50 H50 121.0 . . ? C46 C50 H50 121.0 . . ? N1 C51 C52 106.1(9) . . ? N1 C51 H51B 110.5 . . ? C52 C51 H51B 110.5 . . ? N1 C51 H51A 110.5 . . ? C52 C51 H51A 110.5 . . ? H51B C51 H51A 108.7 . . ? O12 C52 C51 123.2(11) . . ? O12 C52 H52A 106.5 . . ? C51 C52 H52A 106.5 . . ? O12 C52 H52B 106.5 . . ? C51 C52 H52B 106.5 . . ? H52A C52 H52B 106.5 . . ? C48A N1A C49A 120.8(7) . . ? C48A N1A C51A 115.8(8) . . ? C49A N1A C51A 123.2(8) . . ? C46 C47A C48A 123.0(8) . . ? C46 C47A H47A 118.5 . . ? C48A C47A H47A 118.5 . . ? N1A C48A C47A 120.4(8) . . ? N1A C48A H48A 119.8 . . ? C47A C48A H48A 119.8 . . ? N1A C49A C50A 117.7(8) . . ? N1A C49A H49A 121.1 . . ? C50A C49A H49A 121.1 . . ? C49A C50A C46 122.9(7) . . ? C49A C50A H50A 118.6 . . ? C46 C50A H50A 118.5 . . ? N1A C51A C52A 108.1(9) . . ? N1A C51A H51D 110.1 . . ? C52A C51A H51D 110.1 . . ? N1A C51A H51C 110.1 . . ? C52A C51A H51C 110.1 . . ? H51D C51A H51C 108.4 . . ? O12A C52A C51A 116.0(11) . . ? O12A C52A H52C 108.3 . . ? C51A C52A H52C 108.3 . . ? O12A C52A H52D 108.3 . . ? C51A C52A H52D 108.3 . . ? H52C C52A H52D 107.4 . . ? C52A O12A H12B 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 O1 C2 C3 -93.3(8) . . . . ? C4 O2 C3 C2 -165.4(4) . . . . ? O1 C2 C3 O2 -62.2(6) . . . . ? C3 O2 C4 C5 -101.3(5) . . . . ? C3 O2 C4 C6 81.9(5) . . . 3_665 ? O2 C4 C5 C6 -176.7(4) . . . . ? C6 C4 C5 C6 0.2(7) 3_665 . . . ? O2 C4 C5 C14 3.6(7) . . . . ? C6 C4 C5 C14 -179.5(4) 3_665 . . . ? C4 C5 C6 C4 -0.3(7) . . . 3_665 ? C14 C5 C6 C4 179.5(4) . . . 3_665 ? C4 C5 C6 C7 -179.2(4) . . . . ? C14 C5 C6 C7 0.6(5) . . . . ? C5 C6 C7 C8 -56.4(5) . . . . ? C4 C6 C7 C8 124.7(4) 3_665 . . . ? C5 C6 C7 C20 56.2(5) . . . . ? C4 C6 C7 C20 -122.7(4) 3_665 . . . ? C6 C7 C8 C9 -120.2(4) . . . . ? C20 C7 C8 C9 130.1(4) . . . . ? C6 C7 C8 C13 55.6(4) . . . . ? C20 C7 C8 C13 -54.1(4) . . . . ? C13 C8 C9 C10 0.8(7) . . . . ? C7 C8 C9 C10 176.2(4) . . . . ? C8 C9 C10 C11 0.0(8) . . . . ? C9 C10 C11 C12 -0.4(9) . . . . ? C10 C11 C12 C13 -0.1(8) . . . . ? C9 C8 C13 C12 -1.3(6) . . . . ? C7 C8 C13 C12 -177.3(4) . . . . ? C9 C8 C13 C14 176.4(4) . . . . ? C7 C8 C13 C14 0.3(5) . . . . ? C11 C12 C13 C8 0.9(7) . . . . ? C11 C12 C13 C14 -176.4(4) . . . . ? C8 C13 C14 C15 53.5(4) . . . . ? C12 C13 C14 C15 -129.1(4) . . . . ? C8 C13 C14 C5 -55.6(4) . . . . ? C12 C13 C14 C5 121.8(5) . . . . ? C6 C5 C14 C13 55.0(5) . . . . ? C4 C5 C14 C13 -125.2(4) . . . . ? C6 C5 C14 C15 -57.1(4) . . . . ? C4 C5 C14 C15 122.7(4) . . . . ? C13 C14 C15 C20 -53.5(4) . . . . ? C5 C14 C15 C20 56.4(4) . . . . ? C13 C14 C15 C16 133.5(4) . . . . ? C5 C14 C15 C16 -116.5(4) . . . . ? C20 C15 C16 C17 -0.7(5) . . . . ? C14 C15 C16 C17 171.9(4) . . . . ? C15 C16 C17 O3 -173.5(3) . . . . ? C15 C16 C17 C18 -0.5(5) . . . . ? C21 O3 C17 C16 -122.8(4) . . . . ? C21 O3 C17 C18 64.1(4) . . . . ? C38 O10 C18 C19 3.6(5) . . . . ? C38 O10 C18 C17 -179.4(3) . . . . ? C16 C17 C18 O10 -175.2(3) . . . . ? O3 C17 C18 O10 -2.3(5) . . . . ? C16 C17 C18 C19 1.9(5) . . . . ? O3 C17 C18 C19 174.8(3) . . . . ? O10 C18 C19 C20 174.7(3) . . . . ? C17 C18 C19 C20 -2.3(5) . . . . ? C16 C15 C20 C19 0.3(5) . . . . ? C14 C15 C20 C19 -173.2(3) . . . . ? C16 C15 C20 C7 173.6(3) . . . . ? C14 C15 C20 C7 0.1(5) . . . . ? C18 C19 C20 C15 1.2(5) . . . . ? C18 C19 C20 C7 -171.3(3) . . . . ? C8 C7 C20 C15 54.0(4) . . . . ? C6 C7 C20 C15 -56.5(4) . . . . ? C8 C7 C20 C19 -133.0(4) . . . . ? C6 C7 C20 C19 116.4(4) . . . . ? C17 O3 C21 C22 -177.9(3) . . . . ? C23 O4 C22 C21 172.2(4) . . . . ? O3 C21 C22 O4 67.9(4) . . . . ? C22 O4 C23 C24 174.5(4) . . . . ? C25 O5 C24 C23 -176.4(4) . . . . ? O4 C23 C24 O5 -70.5(5) . . . . ? C24 O5 C25 C26 -172.6(4) . . . . ? C27 O6 C26 C25 151.3(4) . . . . ? O5 C25 C26 O6 66.7(6) . . . . ? C26 O6 C27 C28 74.1(6) . . . . ? C26 O6 C27 C32 -109.8(5) . . . . ? C32 C27 C28 C29 -1.6(7) . . . . ? O6 C27 C28 C29 174.4(4) . . . . ? C27 C28 C29 C30 1.4(7) . . . . ? C28 C29 C30 C31 -1.3(8) . . . . ? C29 C30 C31 C32 1.4(8) . . . . ? C33 O7 C32 C31 2.0(6) . . . . ? C33 O7 C32 C27 -176.7(4) . . . . ? C30 C31 C32 O7 179.7(4) . . . . ? C30 C31 C32 C27 -1.6(7) . . . . ? C28 C27 C32 O7 -179.5(4) . . . . ? O6 C27 C32 O7 4.5(6) . . . . ? C28 C27 C32 C31 1.7(7) . . . . ? O6 C27 C32 C31 -174.3(4) . . . . ? C32 O7 C33 C34 179.9(4) . . . . ? C35 O8 C34 C33 89.5(5) . . . . ? O7 C33 C34 O8 -70.0(5) . . . . ? C34 O8 C35 C36 166.6(4) . . . . ? C37 O9 C36 C35 178.2(3) . . . . ? O8 C35 C36 O9 66.8(5) . . . . ? C36 O9 C37 C38 -161.1(3) . . . . ? C18 O10 C38 C37 -171.7(3) . . . . ? O9 C37 C38 O10 73.4(4) . . . . ? C41 N2 C40 C39 -81.0(5) . . . . ? C45 N2 C40 C39 101.6(4) . . . . ? O11 C39 C40 N2 65.7(5) . . . . ? C45 N2 C41 C42 -1.5(6) . . . . ? C40 N2 C41 C42 -178.8(4) . . . . ? N2 C41 C42 C43 1.6(7) . . . . ? C41 C42 C43 C44 -1.0(7) . . . . ? C41 C42 C43 C46 175.3(4) . . . . ? C42 C43 C44 C45 0.3(6) . . . . ? C46 C43 C44 C45 -175.9(4) . . . . ? C43 C44 C45 N2 -0.2(6) . . . . ? C41 N2 C45 C44 0.8(6) . . . . ? C40 N2 C45 C44 178.1(4) . . . . ? C44 C43 C46 C47A -80.5(9) . . . . ? C42 C43 C46 C47A 103.4(9) . . . . ? C44 C43 C46 C47 -120.1(8) . . . . ? C42 C43 C46 C47 63.8(8) . . . . ? C44 C43 C46 C50 24.8(7) . . . . ? C42 C43 C46 C50 -151.3(6) . . . . ? C44 C43 C46 C50A 119.1(6) . . . . ? C42 C43 C46 C50A -57.0(7) . . . . ? C47A C46 C47 C48 64.1(11) . . . . ? C50 C46 C47 C48 31.9(13) . . . . ? C50A C46 C47 C48 -53.5(11) . . . . ? C43 C46 C47 C48 175.7(8) . . . . ? C49 N1 C48 C47 1.3(17) . . . . ? C51 N1 C48 C47 177.9(10) . . . . ? C46 C47 C48 N1 -18.6(16) . . . . ? C48 N1 C49 C50 1.7(15) . . . . ? C51 N1 C49 C50 -174.9(9) . . . . ? N1 C49 C50 C46 12.0(13) . . . . ? C47A C46 C50 C49 -47.0(9) . . . . ? C47 C46 C50 C49 -29.5(12) . . . . ? C50A C46 C50 C49 66.6(8) . . . . ? C43 C46 C50 C49 -174.7(7) . . . . ? C48 N1 C51 C52 -74.9(12) . . . . ? C49 N1 C51 C52 101.8(11) . . . . ? N1 C51 C52 O12 60.1(14) . . . . ? C47 C46 C47A C48A -87.9(14) . . . . ? C50 C46 C47A C48A 63.8(12) . . . . ? C50A C46 C47A C48A -16.1(14) . . . . ? C43 C46 C47A C48A -177.7(9) . . . . ? C49A N1A C48A C47A 4.6(16) . . . . ? C51A N1A C48A C47A 179.3(10) . . . . ? C46 C47A C48A N1A 6.9(17) . . . . ? C48A N1A C49A C50A -4.4(14) . . . . ? C51A N1A C49A C50A -178.7(9) . . . . ? N1A C49A C50A C46 -6.4(13) . . . . ? C47A C46 C50A C49A 16.2(12) . . . . ? C47 C46 C50A C49A 48.9(10) . . . . ? C50 C46 C50A C49A -67.7(9) . . . . ? C43 C46 C50A C49A 178.9(7) . . . . ? C48A N1A C51A C52A -103.6(11) . . . . ? C49A N1A C51A C52A 71.0(12) . . . . ? N1A C51A C52A O12A 49.1(14) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.127 _refine_diff_density_min -0.825 _refine_diff_density_rms 0.170 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.367 0.116 0.892 102 26 ' ' 2 0.367 0.384 0.392 102 26 ' ' 3 0.633 0.616 0.608 102 26 ' ' 4 0.633 0.884 0.108 102 26 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 955799' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_mx2006 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C76 H88 O20, 2(C26 H26 N2), 4(F6 P)' _chemical_formula_sum 'C128 H140 F24 N4 O20 P4' _chemical_formula_weight 2634.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 '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 13.353(3) _cell_length_b 14.777(3) _cell_length_c 19.768(4) _cell_angle_alpha 106.30(3) _cell_angle_beta 101.90(3) _cell_angle_gamma 90.79(3) _cell_volume 3652.6(13) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9857 _cell_measurement_theta_min 1.54 _cell_measurement_theta_max 27.45 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1372 _exptl_absorpt_coefficient_mu 0.141 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6378 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2007)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator Confocal _diffrn_measurement_device_type 'MM007-HF CCD(Saturn 724+)' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27814 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.0829 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.10 _diffrn_reflns_theta_max 25.00 _reflns_number_total 12789 _reflns_number_gt 5946 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'Olex2 Ver 1.1' _computing_molecular_graphics 'Olex2 Ver 1.1' _computing_publication_material 'SHELX97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12789 _refine_ls_number_parameters 839 _refine_ls_number_restraints 91 _refine_ls_R_factor_all 0.2028 _refine_ls_R_factor_gt 0.1466 _refine_ls_wR_factor_ref 0.3759 _refine_ls_wR_factor_gt 0.3529 _refine_ls_goodness_of_fit_ref 1.592 _refine_ls_restrained_S_all 1.599 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.1906(3) 0.2343(3) 0.05268(19) 0.1538(13) Uani 1 1 d . . . P2 P 0.6394(3) 0.02907(16) 0.29423(16) 0.1285(10) Uani 1 1 d . . . F1 F 0.5373(8) 0.0756(7) 0.2577(4) 0.252(5) Uani 1 1 d . . . F2 F 0.5642(7) 0.0088(5) 0.3423(6) 0.241(4) Uani 1 1 d . . . F3 F 0.6600(7) 0.1221(5) 0.3437(7) 0.318(7) Uani 1 1 d . . . F4 F 0.7224(5) -0.0230(5) 0.3275(4) 0.199(3) Uani 1 1 d . . . F5 F 0.6992(9) 0.0381(10) 0.2359(7) 0.312(6) Uani 1 1 d . . . F6 F 0.5948(7) -0.0570(6) 0.2386(5) 0.266(5) Uani 1 1 d . . . F7 F 0.2336(8) 0.1527(5) 0.0856(5) 0.230(4) Uani 1 1 d . . . F8 F 0.2440(7) 0.3071(5) 0.1290(4) 0.231(4) Uani 1 1 d . . . F9 F 0.0888(7) 0.2039(9) 0.0742(6) 0.301(6) Uani 1 1 d . . . F10 F 0.1480(9) 0.3159(6) 0.0283(8) 0.352(8) Uani 1 1 d . . . F11 F 0.1478(7) 0.1570(6) -0.0202(4) 0.253(4) Uani 1 1 d . . . F12 F 0.2944(6) 0.2533(6) 0.0319(4) 0.218(3) Uani 1 1 d . . . O1 O 0.0668(3) 0.4873(2) 0.6137(2) 0.0634(11) Uani 1 1 d . . . O2 O 0.0619(3) 0.3751(3) 0.7085(2) 0.0834(13) Uani 1 1 d . . . O3 O 0.1669(4) 0.2634(3) 0.7877(2) 0.0887(14) Uani 1 1 d . . . O4 O 0.3768(5) 0.3234(3) 0.8275(3) 0.0981(16) Uani 1 1 d . . . O5 O 0.3767(3) 0.5101(3) 0.8960(2) 0.0790(13) Uani 1 1 d . . . O6 O 0.2121(3) 0.6304(3) 0.8776(2) 0.0880(14) Uani 1 1 d . . . O7 O 0.0948(4) 0.7417(4) 0.7964(2) 0.0999(17) Uani 1 1 d . . . O8 O 0.1263(4) 0.6747(3) 0.6584(2) 0.0867(14) Uani 1 1 d . . . O9 O 0.4393(3) 0.3076(2) 0.4576(2) 0.0703(12) Uani 1 1 d D B . N1 N 0.5479(8) 0.2060(6) 0.1641(4) 0.122(3) Uani 1 1 d . . . N2 N 0.6470(4) 0.6840(3) 0.3454(3) 0.0757(16) Uani 1 1 d . . . C1 C 0.5715(6) 0.4365(5) 0.5118(4) 0.092(2) Uani 1 1 d . . . C2 C 0.4712(4) 0.4037(3) 0.4767(3) 0.0550(14) Uani 1 1 d . . . C3 C 0.3987(4) 0.4654(4) 0.4665(3) 0.0618(16) Uani 1 1 d . . . C4 C 0.2850(4) 0.4424(3) 0.4296(3) 0.0480(13) Uani 1 1 d . . . H4A H 0.2636 0.3732 0.4128 0.058 Uiso 1 1 calc R . . C5 C 0.2287(4) 0.4993(3) 0.4857(3) 0.0524(14) Uani 1 1 d . . . C6 C 0.2572(4) 0.5960(4) 0.5098(3) 0.0568(15) Uani 1 1 d . . . C7 C 0.3369(4) 0.6232(4) 0.4725(3) 0.0572(15) Uani 1 1 d . . . H7B H 0.3480 0.6908 0.4858 0.069 Uiso 1 1 d R . . C8 C 0.2951(4) 0.5858(4) 0.3929(3) 0.0493(13) Uani 1 1 d . . . C9 C 0.2827(5) 0.6364(5) 0.3428(4) 0.0786(19) Uani 1 1 d . . . H9A H 0.3002 0.7027 0.3593 0.094 Uiso 1 1 calc R . . C10 C 0.2462(6) 0.5945(5) 0.2702(4) 0.085(2) Uani 1 1 d . . . H10A H 0.2384 0.6310 0.2370 0.103 Uiso 1 1 calc R . . C11 C 0.2216(5) 0.4997(6) 0.2470(4) 0.087(2) Uani 1 1 d . . . H11A H 0.1972 0.4700 0.1968 0.104 Uiso 1 1 calc R . . C12 C 0.2312(4) 0.4435(4) 0.2954(4) 0.0753(19) Uani 1 1 d . . . H12A H 0.1626 0.4127 0.2901 0.090 Uiso 1 1 calc R . . H12B H 0.2763 0.3928 0.2799 0.090 Uiso 1 1 calc R . . C13 C 0.2695(4) 0.4891(4) 0.3685(3) 0.0571(15) Uani 1 1 d . . . C14 C 0.2186(4) 0.6535(4) 0.5654(3) 0.0564(15) Uani 1 1 d . . . H14A H 0.2375 0.7195 0.5815 0.068 Uiso 1 1 calc R . . C15 C 0.1522(5) 0.6151(4) 0.5976(3) 0.0613(15) Uani 1 1 d . . . C16 C 0.1260(4) 0.5182(4) 0.5736(3) 0.0561(14) Uani 1 1 d . . . C17 C 0.1622(4) 0.4612(4) 0.5178(3) 0.0556(14) Uani 1 1 d . . . H17A H 0.1418 0.3954 0.5010 0.067 Uiso 1 1 calc R . . C18 C 0.0305(8) 0.6847(6) 0.6640(5) 0.120(3) Uani 1 1 d . . . H18A H -0.0016 0.6259 0.6674 0.144 Uiso 1 1 calc R . . H18B H -0.0101 0.7016 0.6220 0.144 Uiso 1 1 calc R . . C19 C 0.0380(7) 0.7664(7) 0.7347(4) 0.130(4) Uani 1 1 d . . . H19A H 0.0721 0.8238 0.7305 0.156 Uiso 1 1 calc R . . H19B H -0.0320 0.7809 0.7417 0.156 Uiso 1 1 calc R . . C20 C 0.0557(6) 0.6646(7) 0.8102(5) 0.114(3) Uani 1 1 d . . . H20A H 0.0637 0.6069 0.7721 0.136 Uiso 1 1 calc R . . H20B H -0.0187 0.6696 0.8084 0.136 Uiso 1 1 calc R . . C21 C 0.1065(6) 0.6557(6) 0.8808(4) 0.106(3) Uani 1 1 d . . . H21A H 0.0689 0.6060 0.8927 0.128 Uiso 1 1 calc R . . H21B H 0.1077 0.7162 0.9187 0.128 Uiso 1 1 calc R . . C22 C 0.2671(5) 0.6270(5) 0.9462(3) 0.084(2) Uani 1 1 d . . . H22A H 0.2332 0.5784 0.9614 0.101 Uiso 1 1 calc R . . H22B H 0.2678 0.6889 0.9825 0.101 Uiso 1 1 calc R . . C23 C 0.3718(6) 0.6044(6) 0.9420(4) 0.096(2) Uani 1 1 d . . . H23A H 0.4032 0.6507 0.9232 0.115 Uiso 1 1 calc R . . H23B H 0.4124 0.6102 0.9912 0.115 Uiso 1 1 calc R . . C24 C 0.4679(5) 0.4776(6) 0.8930(4) 0.0774(19) Uani 1 1 d . . . C25 C 0.5625(6) 0.5362(7) 0.9211(4) 0.108(3) Uani 1 1 d . . . H25A H 0.5645 0.6018 0.9455 0.130 Uiso 1 1 calc R . . C26 C 0.6517(7) 0.4904(9) 0.9103(5) 0.117(3) Uani 1 1 d . . . H26A H 0.7150 0.5281 0.9268 0.141 Uiso 1 1 calc R . . C27 C 0.6551(10) 0.3974(11) 0.8786(6) 0.145(4) Uani 1 1 d . . . H27A H 0.7187 0.3701 0.8758 0.174 Uiso 1 1 calc R . . C28 C 0.5623(9) 0.3427(8) 0.8499(5) 0.124(4) Uani 1 1 d . . . H28A H 0.5625 0.2774 0.8254 0.149 Uiso 1 1 calc R . . C29 C 0.4692(7) 0.3816(8) 0.8562(4) 0.101(3) Uani 1 1 d . . . C30 C 0.3302(5) 0.3039(5) 0.8799(4) 0.084(2) Uani 1 1 d . . . H30A H 0.3062 0.3623 0.9089 0.101 Uiso 1 1 calc R . . H30B H 0.3791 0.2773 0.9127 0.101 Uiso 1 1 calc R . . C31 C 0.2396(7) 0.2323(5) 0.8381(4) 0.107(3) Uani 1 1 d . . . H31A H 0.2663 0.1736 0.8120 0.128 Uiso 1 1 calc R . . H31B H 0.2041 0.2166 0.8731 0.128 Uiso 1 1 calc R . . C32 C 0.1221(6) 0.3417(6) 0.8209(4) 0.099(2) Uani 1 1 d . . . H32A H 0.1716 0.3980 0.8374 0.119 Uiso 1 1 calc R . . H32B H 0.1001 0.3323 0.8635 0.119 Uiso 1 1 calc R . . C33 C 0.0273(6) 0.3560(6) 0.7650(4) 0.107(3) Uani 1 1 d . . . H33A H -0.0202 0.2982 0.7465 0.128 Uiso 1 1 calc R . . H33B H -0.0100 0.4093 0.7881 0.128 Uiso 1 1 calc R . . C34 C -0.0171(5) 0.3728(5) 0.6476(4) 0.082(2) Uani 1 1 d . . . H34A H -0.0655 0.4212 0.6616 0.099 Uiso 1 1 calc R . . H34B H -0.0558 0.3100 0.6291 0.099 Uiso 1 1 calc R . . C35 C 0.0298(4) 0.3919(4) 0.5902(3) 0.0560(14) Uani 1 1 d . . . H35A H 0.0868 0.3509 0.5821 0.067 Uiso 1 1 calc R . . H35B H -0.0221 0.3787 0.5443 0.067 Uiso 1 1 calc R . . C36 C 0.4708(6) 0.2502(5) 0.3956(4) 0.095(2) Uani 1 1 d D . . H36A H 0.5382 0.2267 0.4114 0.114 Uiso 1 1 calc R A 1 H36B H 0.4799 0.2896 0.3640 0.114 Uiso 1 1 calc R A 1 O10 O 0.2983(9) 0.2009(8) 0.3267(7) 0.115(5) Uani 0.56(2) 1 d PDU B 1 C37 C 0.3936(10) 0.1649(10) 0.3518(11) 0.161(10) Uani 0.56(2) 1 d PDU B 1 H37A H 0.4197 0.1264 0.3103 0.193 Uiso 0.56(2) 1 calc PR B 1 H37B H 0.3837 0.1245 0.3826 0.193 Uiso 0.56(2) 1 calc PR B 1 C38 C 0.235(2) 0.1534(17) 0.2588(10) 0.164(10) Uani 0.56(2) 1 d PDU B 1 H38A H 0.1683 0.1808 0.2541 0.246 Uiso 0.56(2) 1 calc PR B 1 H38B H 0.2247 0.0861 0.2550 0.246 Uiso 0.56(2) 1 calc PR B 1 H38C H 0.2676 0.1602 0.2203 0.246 Uiso 0.56(2) 1 calc PR B 1 O10' O 0.313(3) 0.181(3) 0.3477(18) 0.30(2) Uani 0.44(2) 1 d PDU B 2 C37' C 0.3849(14) 0.2361(15) 0.3278(8) 0.114(8) Uani 0.44(2) 1 d PDU B 2 H37C H 0.3584 0.2966 0.3226 0.137 Uiso 0.44(2) 1 calc PR B 2 H37D H 0.4064 0.2010 0.2832 0.137 Uiso 0.44(2) 1 calc PR B 2 C38' C 0.246(3) 0.121(2) 0.2861(18) 0.152(12) Uani 0.44(2) 1 d PDU B 2 H38D H 0.1839 0.1024 0.2997 0.228 Uiso 0.44(2) 1 calc PR B 2 H38E H 0.2800 0.0638 0.2665 0.228 Uiso 0.44(2) 1 calc PR B 2 H38F H 0.2276 0.1540 0.2494 0.228 Uiso 0.44(2) 1 calc PR B 2 C39 C 1.0591(9) 0.8946(8) 0.5845(7) 0.220(7) Uani 1 1 d . . . H39A H 1.0565 0.8847 0.6311 0.330 Uiso 1 1 calc R . . H39B H 1.0730 0.9622 0.5910 0.330 Uiso 1 1 calc R . . H39C H 1.1137 0.8595 0.5653 0.330 Uiso 1 1 calc R . . C40 C 0.9538(9) 0.8589(6) 0.5304(6) 0.119(3) Uani 1 1 d . . . C41 C 0.9511(6) 0.8705(4) 0.4618(6) 0.109(3) Uani 1 1 d . . . H41A H 1.0100 0.8944 0.4505 0.130 Uiso 1 1 calc R . . C42 C 0.8558(6) 0.8451(4) 0.4097(4) 0.092(2) Uani 1 1 d . . . H42A H 0.8522 0.8490 0.3622 0.110 Uiso 1 1 calc R . . C43 C 0.7695(5) 0.8150(4) 0.4274(4) 0.081(2) Uani 1 1 d . . . C44 C 0.7753(7) 0.8056(5) 0.4964(5) 0.113(3) Uani 1 1 d . . . H44A H 0.7176 0.7807 0.5084 0.135 Uiso 1 1 calc R . . C45 C 0.8676(8) 0.8334(5) 0.5473(5) 0.103(3) Uani 1 1 d . . . H45A H 0.8694 0.8344 0.5958 0.124 Uiso 1 1 calc R . . C46 C 0.6659(6) 0.7886(5) 0.3746(5) 0.103(2) Uani 1 1 d . . . H46A H 0.6109 0.8146 0.3995 0.124 Uiso 1 1 calc R . . H46B H 0.6645 0.8164 0.3343 0.124 Uiso 1 1 calc R . . C47 C 0.7100(5) 0.6362(5) 0.3087(4) 0.0770(19) Uani 1 1 d . . . H47A H 0.7672 0.6693 0.3024 0.092 Uiso 1 1 calc R . . C48 C 0.6960(4) 0.5400(5) 0.2791(3) 0.0697(17) Uani 1 1 d . . . H48A H 0.7424 0.5053 0.2531 0.084 Uiso 1 1 calc R . . C49 C 0.6095(5) 0.4961(5) 0.2894(4) 0.0737(19) Uani 1 1 d . . . C50 C 0.5467(5) 0.5495(5) 0.3304(4) 0.084(2) Uani 1 1 d . . . H50A H 0.4882 0.5188 0.3372 0.100 Uiso 1 1 calc R . . C51 C 0.5652(5) 0.6402(5) 0.3599(4) 0.089(2) Uani 1 1 d . . . H51A H 0.5240 0.6751 0.3904 0.106 Uiso 1 1 calc R . . C52 C 0.5856(5) 0.3914(5) 0.2480(3) 0.078(2) Uani 1 1 d . . . C53 C 0.6667(5) 0.3301(6) 0.2343(4) 0.085(2) Uani 1 1 d . . . H53A H 0.7366 0.3533 0.2529 0.102 Uiso 1 1 calc R . . C54 C 0.6416(8) 0.2399(6) 0.1947(4) 0.110(3) Uani 1 1 d . . . H54A H 0.6951 0.1986 0.1888 0.132 Uiso 1 1 calc R . . C55 C 0.4686(9) 0.2597(9) 0.1733(7) 0.153(5) Uani 1 1 d . . . H55A H 0.4003 0.2348 0.1498 0.183 Uiso 1 1 calc R . . C56 C 0.4886(6) 0.3528(7) 0.2179(5) 0.107(3) Uani 1 1 d . . . H56A H 0.4327 0.3899 0.2273 0.129 Uiso 1 1 calc R . . C57 C 0.5270(9) 0.1058(6) 0.1124(6) 0.141(4) Uani 1 1 d U . . H57A H 0.5593 0.0599 0.1366 0.169 Uiso 1 1 calc R . . H57B H 0.4522 0.0884 0.0968 0.169 Uiso 1 1 calc R . . C58 C 0.5707(9) 0.1050(6) 0.0502(7) 0.121(3) Uani 1 1 d U . . C59 C 0.6594(11) 0.0722(8) 0.0370(8) 0.164(4) Uani 1 1 d U . . H59A H 0.7002 0.0443 0.0700 0.197 Uiso 1 1 calc R . . C60 C 0.6966(11) 0.0777(8) -0.0276(9) 0.174(5) Uani 1 1 d U . . H60A H 0.7645 0.0603 -0.0292 0.209 Uiso 1 1 calc R . . C61 C 0.6469(13) 0.1038(8) -0.0827(9) 0.170(5) Uani 1 1 d U . . C62 C 0.5520(9) 0.1316(6) -0.0694(6) 0.131(3) Uani 1 1 d U . . H62A H 0.5073 0.1508 -0.1060 0.157 Uiso 1 1 calc R . . C63 C 0.5154(9) 0.1339(5) -0.0066(6) 0.127(3) Uani 1 1 d U . . H63A H 0.4498 0.1564 -0.0033 0.152 Uiso 1 1 calc R . . C64 C 0.6826(10) 0.1042(8) -0.1511(7) 0.183(5) Uani 1 1 d U . . H64A H 0.7510 0.0805 -0.1491 0.275 Uiso 1 1 calc R . . H64B H 0.6853 0.1688 -0.1549 0.275 Uiso 1 1 calc R . . H64C H 0.6343 0.0634 -0.1934 0.275 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.129(3) 0.170(3) 0.134(3) 0.000(3) 0.024(2) 0.030(2) P2 0.198(3) 0.0771(14) 0.117(2) 0.0351(15) 0.039(2) 0.0336(17) F1 0.318(11) 0.327(10) 0.204(7) 0.164(7) 0.127(7) 0.237(9) F2 0.262(10) 0.222(7) 0.317(11) 0.176(8) 0.100(8) 0.026(6) F3 0.178(8) 0.123(5) 0.548(18) -0.059(7) 0.069(10) -0.008(5) F4 0.173(6) 0.234(6) 0.204(6) 0.126(5) -0.020(5) 0.076(5) F5 0.280(11) 0.498(16) 0.381(13) 0.360(13) 0.228(10) 0.251(11) F6 0.237(9) 0.220(8) 0.214(8) -0.067(7) -0.054(7) 0.018(7) F7 0.309(11) 0.135(5) 0.231(8) 0.025(5) 0.067(7) -0.003(6) F8 0.297(10) 0.167(5) 0.153(6) -0.028(5) -0.020(6) 0.085(6) F9 0.144(7) 0.406(14) 0.386(14) 0.086(11) 0.168(8) 0.075(8) F10 0.263(11) 0.193(7) 0.482(17) 0.062(9) -0.138(11) 0.089(7) F11 0.273(10) 0.267(8) 0.168(7) -0.023(6) 0.058(6) -0.095(7) F12 0.126(6) 0.320(9) 0.217(7) 0.090(7) 0.045(5) -0.032(6) O1 0.082(3) 0.053(2) 0.060(3) 0.0171(19) 0.024(2) 0.018(2) O2 0.053(3) 0.136(4) 0.077(3) 0.055(3) 0.015(2) 0.031(2) O3 0.100(4) 0.100(3) 0.073(3) 0.036(3) 0.016(3) 0.043(3) O4 0.117(4) 0.103(3) 0.077(3) 0.036(3) 0.011(3) 0.038(3) O5 0.063(3) 0.095(3) 0.068(3) 0.015(2) 0.002(2) 0.022(2) O6 0.073(3) 0.106(3) 0.076(3) 0.020(3) 0.003(2) 0.025(3) O7 0.118(4) 0.115(4) 0.055(3) 0.014(3) 0.004(3) 0.060(3) O8 0.086(3) 0.111(3) 0.066(3) 0.020(3) 0.026(2) 0.048(3) O9 0.060(2) 0.053(2) 0.087(3) 0.007(2) 0.011(2) 0.0072(19) N1 0.146(8) 0.113(6) 0.097(5) 0.049(5) -0.017(5) -0.018(6) N2 0.063(4) 0.063(3) 0.089(4) 0.016(3) -0.002(3) 0.016(3) C1 0.072(5) 0.097(5) 0.113(6) 0.043(5) 0.012(4) 0.013(4) C2 0.057(3) 0.032(3) 0.077(4) 0.015(3) 0.016(3) 0.010(2) C3 0.046(3) 0.092(4) 0.045(3) 0.019(3) 0.003(2) 0.025(3) C4 0.039(3) 0.045(3) 0.053(3) 0.001(2) 0.011(2) 0.005(2) C5 0.049(3) 0.038(3) 0.066(4) 0.014(3) 0.004(3) -0.002(2) C6 0.037(3) 0.062(3) 0.067(4) 0.020(3) 0.001(3) 0.015(3) C7 0.047(3) 0.050(3) 0.073(4) 0.016(3) 0.013(3) 0.015(2) C8 0.039(3) 0.057(3) 0.054(4) 0.019(3) 0.009(2) 0.000(2) C9 0.069(4) 0.080(4) 0.087(5) 0.009(4) 0.036(4) 0.027(3) C10 0.094(5) 0.088(5) 0.088(6) 0.037(5) 0.034(4) 0.022(4) C11 0.067(4) 0.153(7) 0.060(4) 0.047(5) 0.029(3) 0.045(5) C12 0.042(3) 0.093(4) 0.093(5) 0.018(4) 0.030(3) 0.025(3) C13 0.032(3) 0.078(4) 0.051(4) 0.002(3) 0.010(2) 0.007(3) C14 0.054(3) 0.048(3) 0.062(4) 0.019(3) -0.004(3) 0.025(3) C15 0.062(4) 0.065(4) 0.064(4) 0.031(3) 0.012(3) 0.023(3) C16 0.062(4) 0.069(4) 0.034(3) 0.015(3) 0.003(3) 0.012(3) C17 0.053(3) 0.052(3) 0.050(4) 0.009(3) -0.005(3) -0.003(3) C18 0.119(8) 0.122(7) 0.109(7) 0.035(6) 0.001(6) 0.045(6) C19 0.150(8) 0.167(8) 0.074(5) 0.024(5) 0.036(5) 0.111(7) C20 0.081(6) 0.146(8) 0.101(7) 0.026(6) 0.001(5) 0.062(5) C21 0.087(6) 0.139(7) 0.083(5) 0.027(5) 0.001(4) 0.011(5) C22 0.079(5) 0.114(5) 0.062(4) 0.036(4) 0.002(4) 0.014(4) C23 0.072(5) 0.136(7) 0.088(5) 0.058(5) -0.001(4) 0.004(5) C24 0.062(4) 0.122(6) 0.055(4) 0.044(4) 0.000(3) 0.010(4) C25 0.079(5) 0.184(8) 0.086(5) 0.081(6) 0.016(4) 0.048(6) C26 0.084(6) 0.185(9) 0.103(7) 0.065(7) 0.033(5) 0.022(7) C27 0.117(9) 0.249(14) 0.119(9) 0.089(9) 0.083(7) 0.085(10) C28 0.128(8) 0.208(10) 0.082(6) 0.084(6) 0.058(6) 0.093(8) C29 0.086(6) 0.180(9) 0.058(5) 0.061(6) 0.023(4) 0.040(6) C30 0.066(4) 0.131(6) 0.066(5) 0.040(4) 0.021(4) 0.028(4) C31 0.146(8) 0.100(5) 0.096(6) 0.064(5) 0.023(5) 0.055(5) C32 0.092(6) 0.149(7) 0.077(5) 0.057(5) 0.030(4) 0.035(5) C33 0.080(5) 0.182(8) 0.092(6) 0.076(6) 0.042(4) 0.052(5) C34 0.065(4) 0.092(4) 0.094(5) 0.029(4) 0.021(4) 0.045(3) C35 0.052(3) 0.066(3) 0.059(4) 0.028(3) 0.018(3) 0.010(3) C36 0.089(5) 0.074(4) 0.109(6) 0.002(4) 0.028(5) 0.001(4) O10 0.105(8) 0.111(7) 0.092(7) -0.002(5) -0.013(5) 0.014(6) C37 0.152(12) 0.159(12) 0.166(12) 0.027(8) 0.055(9) 0.004(9) C38 0.166(13) 0.156(12) 0.165(13) 0.042(9) 0.029(9) 0.018(9) O10' 0.30(2) 0.30(2) 0.30(2) 0.077(11) 0.057(11) 0.026(10) C37' 0.130(12) 0.107(11) 0.115(11) 0.036(8) 0.044(8) 0.025(8) C38' 0.152(14) 0.148(14) 0.150(14) 0.035(9) 0.033(9) 0.018(9) C39 0.158(10) 0.151(9) 0.258(14) 0.039(9) -0.129(10) -0.007(7) C40 0.144(9) 0.080(5) 0.113(8) 0.027(5) -0.011(7) -0.006(5) C41 0.098(6) 0.057(4) 0.171(9) 0.043(5) 0.019(6) -0.008(4) C42 0.078(5) 0.069(4) 0.120(6) 0.025(4) 0.009(5) -0.018(4) C43 0.071(5) 0.078(4) 0.096(6) 0.035(4) 0.011(4) 0.020(4) C44 0.114(7) 0.095(5) 0.111(7) 0.022(5) -0.005(6) 0.023(5) C45 0.106(7) 0.098(6) 0.109(7) 0.049(5) 0.005(6) 0.008(5) C46 0.069(5) 0.106(6) 0.143(7) 0.059(5) 0.011(5) 0.008(4) C47 0.065(4) 0.080(5) 0.078(5) 0.027(4) -0.007(4) -0.014(4) C48 0.049(4) 0.093(5) 0.066(4) 0.033(4) -0.003(3) -0.002(3) C49 0.050(4) 0.092(5) 0.077(5) 0.043(4) -0.017(3) 0.001(3) C50 0.049(4) 0.083(5) 0.136(7) 0.045(4) 0.040(4) 0.009(3) C51 0.060(4) 0.084(5) 0.130(7) 0.039(4) 0.030(4) -0.009(4) C52 0.083(5) 0.094(5) 0.065(4) 0.048(4) -0.005(4) 0.002(4) C53 0.059(4) 0.114(6) 0.084(5) 0.049(5) -0.007(4) 0.012(4) C54 0.143(9) 0.091(6) 0.081(6) 0.025(5) -0.012(5) 0.012(5) C55 0.107(8) 0.158(10) 0.209(12) 0.120(10) -0.023(8) -0.033(8) C56 0.062(5) 0.137(7) 0.134(7) 0.080(6) -0.010(4) -0.029(5) C57 0.169(8) 0.106(6) 0.143(7) 0.046(5) 0.012(6) -0.004(5) C58 0.115(6) 0.090(5) 0.140(7) 0.023(5) 0.002(6) 0.013(5) C59 0.165(8) 0.141(7) 0.176(8) 0.053(6) 0.002(7) 0.019(6) C60 0.167(8) 0.147(7) 0.189(9) 0.023(7) 0.034(7) 0.021(6) C61 0.169(9) 0.151(7) 0.181(9) 0.046(7) 0.022(7) 0.021(7) C62 0.126(7) 0.114(6) 0.136(7) 0.017(5) 0.018(6) 0.001(5) C63 0.155(7) 0.084(5) 0.130(7) 0.022(5) 0.015(6) 0.019(5) C64 0.175(8) 0.174(8) 0.180(8) 0.017(7) 0.041(7) 0.018(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 F10 1.498(9) . ? P1 F11 1.556(7) . ? P1 F12 1.568(7) . ? P1 F7 1.584(9) . ? P1 F9 1.599(9) . ? P1 F8 1.602(7) . ? P2 F3 1.430(7) . ? P2 F6 1.451(7) . ? P2 F4 1.504(6) . ? P2 F5 1.565(8) . ? P2 F2 1.597(9) . ? P2 F1 1.659(8) . ? O1 C16 1.384(7) . ? O1 C35 1.402(6) . ? O2 C33 1.387(8) . ? O2 C34 1.420(7) . ? O3 C32 1.372(8) . ? O3 C31 1.421(8) . ? O4 C30 1.404(8) . ? O4 C29 1.411(10) . ? O5 C24 1.321(8) . ? O5 C23 1.445(8) . ? O6 C22 1.418(7) . ? O6 C21 1.472(9) . ? O7 C20 1.365(10) . ? O7 C19 1.439(8) . ? O8 C18 1.314(10) . ? O8 C15 1.387(7) . ? O9 C2 1.399(6) . ? O9 C36 1.426(6) . ? N1 C54 1.297(11) . ? N1 C55 1.343(13) . ? N1 C57 1.529(11) . ? N2 C47 1.309(8) . ? N2 C51 1.380(8) . ? N2 C46 1.488(8) . ? C1 C2 1.386(8) . ? C1 C3 1.417(9) 2_666 ? C1 C7 1.549(8) 2_666 ? C2 C3 1.362(7) . ? C3 C1 1.417(9) 2_666 ? C3 C4 1.532(7) . ? C4 C5 1.530(7) . ? C4 C13 1.531(8) . ? C4 H4A 1.0000 . ? C5 C17 1.388(7) . ? C5 C6 1.394(7) . ? C6 C14 1.383(8) . ? C6 C7 1.522(8) . ? C7 C8 1.495(7) . ? C7 C1 1.549(8) 2_666 ? C7 H7B 0.9600 . ? C8 C9 1.385(8) . ? C8 C13 1.388(7) . ? C9 C10 1.372(9) . ? C9 H9A 0.9500 . ? C10 C11 1.360(9) . ? C10 H10A 0.9500 . ? C11 C12 1.420(9) . ? C11 H11A 0.9500 . ? C12 C13 1.394(8) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C14 C15 1.392(8) . ? C14 H14A 0.9500 . ? C15 C16 1.392(7) . ? C16 C17 1.367(7) . ? C17 H17A 0.9500 . ? C18 C19 1.553(10) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.463(10) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.456(9) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C29 1.403(11) . ? C24 C25 1.437(10) . ? C25 C26 1.403(11) . ? C25 H25A 0.9500 . ? C26 C27 1.347(13) . ? C26 H26A 0.9500 . ? C27 C28 1.392(14) . ? C27 H27A 0.9500 . ? C28 C29 1.390(11) . ? C28 H28A 0.9500 . ? C30 C31 1.525(10) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.560(9) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.492(8) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37' 1.536(10) . ? C36 C37 1.544(9) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? O10 C38 1.413(9) . ? O10 C37 1.433(10) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? O10' C38' 1.413(10) . ? O10' C37' 1.433(10) . ? C37' H37C 0.9900 . ? C37' H37D 0.9900 . ? C38' H38D 0.9800 . ? C38' H38E 0.9800 . ? C38' H38F 0.9800 . ? C39 C40 1.562(12) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C45 1.341(12) . ? C40 C41 1.407(12) . ? C41 C42 1.431(10) . ? C41 H41A 0.9500 . ? C42 C43 1.373(9) . ? C42 H42A 0.9500 . ? C43 C44 1.396(10) . ? C43 C46 1.522(9) . ? C44 C45 1.394(11) . ? C44 H44A 0.9500 . ? C45 H45A 0.9500 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.372(8) . ? C47 H47A 0.9500 . ? C48 C49 1.395(8) . ? C48 H48A 0.9500 . ? C49 C50 1.387(9) . ? C49 C52 1.527(9) . ? C50 C51 1.299(8) . ? C50 H50A 0.9500 . ? C51 H51A 0.9500 . ? C52 C56 1.352(9) . ? C52 C53 1.440(9) . ? C53 C54 1.341(9) . ? C53 H53A 0.9500 . ? C54 H54A 0.9500 . ? C55 C56 1.399(13) . ? C55 H55A 0.9500 . ? C56 H56A 0.9500 . ? C57 C58 1.464(13) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 C59 1.334(15) . ? C58 C63 1.388(12) . ? C59 C60 1.484(16) . ? C59 H59A 0.9500 . ? C60 C61 1.312(16) . ? C60 H60A 0.9500 . ? C61 C62 1.392(15) . ? C61 C64 1.525(17) . ? C62 C63 1.416(13) . ? C62 H62A 0.9500 . ? C63 H63A 0.9500 . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? 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 F10 P1 F11 96.1(6) . . ? F10 P1 F12 90.1(7) . . ? F11 P1 F12 93.6(5) . . ? F10 P1 F7 174.7(7) . . ? F11 P1 F7 88.2(5) . . ? F12 P1 F7 92.7(5) . . ? F10 P1 F9 95.9(7) . . ? F11 P1 F9 84.2(5) . . ? F12 P1 F9 173.8(6) . . ? F7 P1 F9 81.5(6) . . ? F10 P1 F8 89.0(5) . . ? F11 P1 F8 174.1(6) . . ? F12 P1 F8 83.5(5) . . ? F7 P1 F8 86.9(4) . . ? F9 P1 F8 98.2(6) . . ? F3 P2 F6 166.2(6) . . ? F3 P2 F4 101.6(6) . . ? F6 P2 F4 91.6(5) . . ? F3 P2 F5 101.0(8) . . ? F6 P2 F5 82.3(7) . . ? F4 P2 F5 92.2(5) . . ? F3 P2 F2 86.8(6) . . ? F6 P2 F2 88.8(6) . . ? F4 P2 F2 92.0(4) . . ? F5 P2 F2 170.2(7) . . ? F3 P2 F1 82.9(5) . . ? F6 P2 F1 83.6(5) . . ? F4 P2 F1 172.6(5) . . ? F5 P2 F1 92.7(4) . . ? F2 P2 F1 82.3(5) . . ? C16 O1 C35 117.8(4) . . ? C33 O2 C34 114.2(5) . . ? C32 O3 C31 111.8(5) . . ? C30 O4 C29 114.1(5) . . ? C24 O5 C23 118.5(6) . . ? C22 O6 C21 110.4(5) . . ? C20 O7 C19 116.2(7) . . ? C18 O8 C15 122.2(6) . . ? C2 O9 C36 114.8(5) . . ? C54 N1 C55 121.1(9) . . ? C54 N1 C57 119.9(10) . . ? C55 N1 C57 118.9(10) . . ? C47 N2 C51 122.1(6) . . ? C47 N2 C46 119.0(6) . . ? C51 N2 C46 118.8(6) . . ? C2 C1 C3 120.2(6) . 2_666 ? C2 C1 C7 127.4(6) . 2_666 ? C3 C1 C7 112.3(5) 2_666 2_666 ? C3 C2 C1 120.5(5) . . ? C3 C2 O9 118.2(5) . . ? C1 C2 O9 121.0(5) . . ? C2 C3 C1 119.2(5) . 2_666 ? C2 C3 C4 127.8(5) . . ? C1 C3 C4 112.9(5) 2_666 . ? C5 C4 C13 106.5(4) . . ? C5 C4 C3 104.1(4) . . ? C13 C4 C3 104.6(4) . . ? C5 C4 H4A 113.6 . . ? C13 C4 H4A 113.6 . . ? C3 C4 H4A 113.6 . . ? C17 C5 C6 119.8(5) . . ? C17 C5 C4 125.3(4) . . ? C6 C5 C4 114.5(5) . . ? C14 C6 C5 119.8(5) . . ? C14 C6 C7 128.0(5) . . ? C5 C6 C7 112.1(5) . . ? C8 C7 C6 107.5(4) . . ? C8 C7 C1 104.8(5) . 2_666 ? C6 C7 C1 105.4(5) . 2_666 ? C8 C7 H7B 109.5 . . ? C6 C7 H7B 109.6 . . ? C1 C7 H7B 119.4 2_666 . ? C9 C8 C13 118.5(5) . . ? C9 C8 C7 127.2(5) . . ? C13 C8 C7 114.2(5) . . ? C10 C9 C8 122.6(6) . . ? C10 C9 H9A 118.7 . . ? C8 C9 H9A 118.7 . . ? C11 C10 C9 118.4(7) . . ? C11 C10 H10A 120.8 . . ? C9 C10 H10A 120.8 . . ? C10 C11 C12 122.1(7) . . ? C10 C11 H11A 118.9 . . ? C12 C11 H11A 118.9 . . ? C13 C12 C11 117.4(6) . . ? C13 C12 H12A 107.9 . . ? C11 C12 H12A 107.9 . . ? C13 C12 H12B 107.9 . . ? C11 C12 H12B 107.9 . . ? H12A C12 H12B 107.2 . . ? C8 C13 C12 121.0(6) . . ? C8 C13 C4 113.0(4) . . ? C12 C13 C4 126.0(5) . . ? C6 C14 C15 120.3(5) . . ? C6 C14 H14A 119.8 . . ? C15 C14 H14A 119.8 . . ? O8 C15 C14 117.1(5) . . ? O8 C15 C16 123.3(6) . . ? C14 C15 C16 119.0(6) . . ? C17 C16 O1 125.2(5) . . ? C17 C16 C15 121.0(6) . . ? O1 C16 C15 113.7(5) . . ? C16 C17 C5 120.0(5) . . ? C16 C17 H17A 120.0 . . ? C5 C17 H17A 120.0 . . ? O8 C18 C19 104.2(7) . . ? O8 C18 H18A 110.9 . . ? C19 C18 H18A 110.9 . . ? O8 C18 H18B 110.9 . . ? C19 C18 H18B 110.9 . . ? H18A C18 H18B 108.9 . . ? O7 C19 C18 111.4(6) . . ? O7 C19 H19A 109.4 . . ? C18 C19 H19A 109.4 . . ? O7 C19 H19B 109.4 . . ? C18 C19 H19B 109.4 . . ? H19A C19 H19B 108.0 . . ? O7 C20 C21 112.2(7) . . ? O7 C20 H20A 109.2 . . ? C21 C20 H20A 109.2 . . ? O7 C20 H20B 109.2 . . ? C21 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C20 C21 O6 108.1(7) . . ? C20 C21 H21A 110.1 . . ? O6 C21 H21A 110.1 . . ? C20 C21 H21B 110.1 . . ? O6 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? O6 C22 C23 109.3(6) . . ? O6 C22 H22A 109.8 . . ? C23 C22 H22A 109.8 . . ? O6 C22 H22B 109.8 . . ? C23 C22 H22B 109.8 . . ? H22A C22 H22B 108.3 . . ? O5 C23 C22 112.5(6) . . ? O5 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? O5 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? O5 C24 C29 116.6(6) . . ? O5 C24 C25 123.5(8) . . ? C29 C24 C25 119.8(8) . . ? C26 C25 C24 115.7(9) . . ? C26 C25 H25A 122.2 . . ? C24 C25 H25A 122.2 . . ? C27 C26 C25 125.5(10) . . ? C27 C26 H26A 117.3 . . ? C25 C26 H26A 117.3 . . ? C26 C27 C28 117.7(11) . . ? C26 C27 H27A 121.1 . . ? C28 C27 H27A 121.1 . . ? C29 C28 C27 121.3(11) . . ? C29 C28 H28A 119.3 . . ? C27 C28 H28A 119.3 . . ? C28 C29 C24 119.9(10) . . ? C28 C29 O4 119.6(10) . . ? C24 C29 O4 120.4(7) . . ? O4 C30 C31 105.8(6) . . ? O4 C30 H30A 110.6 . . ? C31 C30 H30A 110.6 . . ? O4 C30 H30B 110.6 . . ? C31 C30 H30B 110.6 . . ? H30A C30 H30B 108.7 . . ? O3 C31 C30 114.6(6) . . ? O3 C31 H31A 108.6 . . ? C30 C31 H31A 108.6 . . ? O3 C31 H31B 108.6 . . ? C30 C31 H31B 108.6 . . ? H31A C31 H31B 107.6 . . ? O3 C32 C33 107.8(6) . . ? O3 C32 H32A 110.2 . . ? C33 C32 H32A 110.2 . . ? O3 C32 H32B 110.2 . . ? C33 C32 H32B 110.2 . . ? H32A C32 H32B 108.5 . . ? O2 C33 C32 108.4(6) . . ? O2 C33 H33A 110.0 . . ? C32 C33 H33A 110.0 . . ? O2 C33 H33B 110.0 . . ? C32 C33 H33B 110.0 . . ? H33A C33 H33B 108.4 . . ? O2 C34 C35 109.1(5) . . ? O2 C34 H34A 109.9 . . ? C35 C34 H34A 109.9 . . ? O2 C34 H34B 109.9 . . ? C35 C34 H34B 109.9 . . ? H34A C34 H34B 108.3 . . ? O1 C35 C34 107.6(5) . . ? O1 C35 H35A 110.2 . . ? C34 C35 H35A 110.2 . . ? O1 C35 H35B 110.2 . . ? C34 C35 H35B 110.2 . . ? H35A C35 H35B 108.5 . . ? O9 C36 C37' 110.3(10) . . ? O9 C36 C37 113.2(9) . . ? C37' C36 C37 48.6(10) . . ? O9 C36 H36A 108.9 . . ? C37' C36 H36A 140.3 . . ? C37 C36 H36A 108.9 . . ? O9 C36 H36B 108.9 . . ? C37' C36 H36B 64.4 . . ? C37 C36 H36B 108.9 . . ? H36A C36 H36B 107.8 . . ? C38 O10 C37 120.5(16) . . ? O10 C37 C36 107.9(10) . . ? O10 C37 H37A 110.1 . . ? C36 C37 H37A 110.1 . . ? O10 C37 H37B 110.1 . . ? C36 C37 H37B 110.1 . . ? H37A C37 H37B 108.4 . . ? O10 C38 H38A 109.5 . . ? O10 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O10 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C38' O10' C37' 111(3) . . ? O10' C37' C36 96.9(18) . . ? O10' C37' H37C 112.4 . . ? C36 C37' H37C 112.4 . . ? O10' C37' H37D 112.4 . . ? C36 C37' H37D 112.4 . . ? H37C C37' H37D 109.9 . . ? O10' C38' H38D 109.5 . . ? O10' C38' H38E 109.5 . . ? H38D C38' H38E 109.5 . . ? O10' C38' H38F 109.5 . . ? H38D C38' H38F 109.5 . . ? H38E C38' H38F 109.5 . . ? C40 C39 H39A 109.5 . . ? C40 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C40 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C45 C40 C41 120.3(9) . . ? C45 C40 C39 125.8(11) . . ? C41 C40 C39 113.1(11) . . ? C40 C41 C42 117.3(8) . . ? C40 C41 H41A 121.4 . . ? C42 C41 H41A 121.4 . . ? C43 C42 C41 121.1(8) . . ? C43 C42 H42A 119.4 . . ? C41 C42 H42A 119.4 . . ? C42 C43 C44 119.7(7) . . ? C42 C43 C46 123.4(7) . . ? C44 C43 C46 117.0(7) . . ? C45 C44 C43 118.6(9) . . ? C45 C44 H44A 120.7 . . ? C43 C44 H44A 120.7 . . ? C40 C45 C44 122.5(9) . . ? C40 C45 H45A 118.8 . . ? C44 C45 H45A 118.8 . . ? N2 C46 C43 110.4(6) . . ? N2 C46 H46A 109.6 . . ? C43 C46 H46A 109.6 . . ? N2 C46 H46B 109.6 . . ? C43 C46 H46B 109.6 . . ? H46A C46 H46B 108.1 . . ? N2 C47 C48 122.1(6) . . ? N2 C47 H47A 118.9 . . ? C48 C47 H47A 118.9 . . ? C47 C48 C49 116.0(7) . . ? C47 C48 H48A 122.0 . . ? C49 C48 H48A 122.0 . . ? C50 C49 C48 119.6(6) . . ? C50 C49 C52 124.1(6) . . ? C48 C49 C52 116.1(7) . . ? C51 C50 C49 122.3(6) . . ? C51 C50 H50A 118.9 . . ? C49 C50 H50A 118.9 . . ? C50 C51 N2 117.7(7) . . ? C50 C51 H51A 121.2 . . ? N2 C51 H51A 121.2 . . ? C56 C52 C53 116.4(7) . . ? C56 C52 C49 122.3(7) . . ? C53 C52 C49 121.1(6) . . ? C54 C53 C52 118.7(7) . . ? C54 C53 H53A 120.6 . . ? C52 C53 H53A 120.6 . . ? N1 C54 C53 123.3(9) . . ? N1 C54 H54A 118.4 . . ? C53 C54 H54A 118.4 . . ? N1 C55 C56 118.7(9) . . ? N1 C55 H55A 120.6 . . ? C56 C55 H55A 120.6 . . ? C52 C56 C55 121.5(9) . . ? C52 C56 H56A 119.3 . . ? C55 C56 H56A 119.3 . . ? C58 C57 N1 107.1(8) . . ? C58 C57 H57A 110.3 . . ? N1 C57 H57A 110.3 . . ? C58 C57 H57B 110.3 . . ? N1 C57 H57B 110.3 . . ? H57A C57 H57B 108.5 . . ? C59 C58 C63 111.7(13) . . ? C59 C58 C57 127.5(12) . . ? C63 C58 C57 120.6(11) . . ? C58 C59 C60 122.3(13) . . ? C58 C59 H59A 118.9 . . ? C60 C59 H59A 118.9 . . ? C61 C60 C59 127.7(16) . . ? C61 C60 H60A 116.2 . . ? C59 C60 H60A 116.2 . . ? C60 C61 C62 108.3(16) . . ? C60 C61 C64 127.8(17) . . ? C62 C61 C64 123.9(15) . . ? C61 C62 C63 126.4(13) . . ? C61 C62 H62A 116.8 . . ? C63 C62 H62A 116.8 . . ? C58 C63 C62 123.3(12) . . ? C58 C63 H63A 118.4 . . ? C62 C63 H63A 118.4 . . ? C61 C64 H64A 109.5 . . ? C61 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C61 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C1 C2 C3 -4.0(11) 2_666 . . . ? C7 C1 C2 C3 -179.7(6) 2_666 . . . ? C3 C1 C2 O9 -177.3(6) 2_666 . . . ? C7 C1 C2 O9 7.0(11) 2_666 . . . ? C36 O9 C2 C3 109.8(6) . . . . ? C36 O9 C2 C1 -76.7(8) . . . . ? C1 C2 C3 C1 3.9(11) . . . 2_666 ? O9 C2 C3 C1 177.4(6) . . . 2_666 ? C1 C2 C3 C4 -179.7(6) . . . . ? O9 C2 C3 C4 -6.2(9) . . . . ? C2 C3 C4 C5 125.8(6) . . . . ? C1 C3 C4 C5 -57.7(6) 2_666 . . . ? C2 C3 C4 C13 -122.6(6) . . . . ? C1 C3 C4 C13 53.9(6) 2_666 . . . ? C13 C4 C5 C17 132.5(5) . . . . ? C3 C4 C5 C17 -117.3(5) . . . . ? C13 C4 C5 C6 -54.1(5) . . . . ? C3 C4 C5 C6 56.1(6) . . . . ? C17 C5 C6 C14 -0.3(7) . . . . ? C4 C5 C6 C14 -174.1(4) . . . . ? C17 C5 C6 C7 175.4(5) . . . . ? C4 C5 C6 C7 1.6(6) . . . . ? C14 C6 C7 C8 -131.0(5) . . . . ? C5 C6 C7 C8 53.7(5) . . . . ? C14 C6 C7 C1 117.6(6) . . . 2_666 ? C5 C6 C7 C1 -57.6(6) . . . 2_666 ? C6 C7 C8 C9 125.1(6) . . . . ? C1 C7 C8 C9 -123.1(6) 2_666 . . . ? C6 C7 C8 C13 -56.8(6) . . . . ? C1 C7 C8 C13 55.0(6) 2_666 . . . ? C13 C8 C9 C10 0.0(9) . . . . ? C7 C8 C9 C10 178.0(6) . . . . ? C8 C9 C10 C11 -0.1(10) . . . . ? C9 C10 C11 C12 0.9(10) . . . . ? C10 C11 C12 C13 -1.4(9) . . . . ? C9 C8 C13 C12 -0.6(8) . . . . ? C7 C8 C13 C12 -178.9(5) . . . . ? C9 C8 C13 C4 -178.9(5) . . . . ? C7 C8 C13 C4 2.8(6) . . . . ? C11 C12 C13 C8 1.3(8) . . . . ? C11 C12 C13 C4 179.4(5) . . . . ? C5 C4 C13 C8 51.6(5) . . . . ? C3 C4 C13 C8 -58.3(5) . . . . ? C5 C4 C13 C12 -126.6(5) . . . . ? C3 C4 C13 C12 123.5(5) . . . . ? C5 C6 C14 C15 0.5(7) . . . . ? C7 C6 C14 C15 -174.4(5) . . . . ? C18 O8 C15 C14 128.0(7) . . . . ? C18 O8 C15 C16 -60.4(9) . . . . ? C6 C14 C15 O8 172.5(5) . . . . ? C6 C14 C15 C16 0.5(8) . . . . ? C35 O1 C16 C17 -8.4(7) . . . . ? C35 O1 C16 C15 175.1(4) . . . . ? O8 C15 C16 C17 -173.3(5) . . . . ? C14 C15 C16 C17 -1.9(8) . . . . ? O8 C15 C16 O1 3.4(8) . . . . ? C14 C15 C16 O1 174.8(5) . . . . ? O1 C16 C17 C5 -174.1(5) . . . . ? C15 C16 C17 C5 2.1(8) . . . . ? C6 C5 C17 C16 -1.0(7) . . . . ? C4 C5 C17 C16 172.1(5) . . . . ? C15 O8 C18 C19 -172.7(6) . . . . ? C20 O7 C19 C18 -60.3(10) . . . . ? O8 C18 C19 O7 -62.0(10) . . . . ? C19 O7 C20 C21 -169.0(6) . . . . ? O7 C20 C21 O6 -69.4(9) . . . . ? C22 O6 C21 C20 176.1(6) . . . . ? C21 O6 C22 C23 -178.5(6) . . . . ? C24 O5 C23 C22 -173.7(6) . . . . ? O6 C22 C23 O5 -66.0(7) . . . . ? C23 O5 C24 C29 171.0(6) . . . . ? C23 O5 C24 C25 -12.8(9) . . . . ? O5 C24 C25 C26 -177.3(6) . . . . ? C29 C24 C25 C26 -1.2(10) . . . . ? C24 C25 C26 C27 -2.3(13) . . . . ? C25 C26 C27 C28 4.2(15) . . . . ? C26 C27 C28 C29 -2.6(14) . . . . ? C27 C28 C29 C24 -0.7(12) . . . . ? C27 C28 C29 O4 -178.9(7) . . . . ? O5 C24 C29 C28 179.0(6) . . . . ? C25 C24 C29 C28 2.6(10) . . . . ? O5 C24 C29 O4 -2.8(9) . . . . ? C25 C24 C29 O4 -179.2(6) . . . . ? C30 O4 C29 C28 107.7(7) . . . . ? C30 O4 C29 C24 -70.5(8) . . . . ? C29 O4 C30 C31 -173.8(6) . . . . ? C32 O3 C31 C30 -62.0(9) . . . . ? O4 C30 C31 O3 -58.2(8) . . . . ? C31 O3 C32 C33 -167.1(6) . . . . ? C34 O2 C33 C32 169.1(6) . . . . ? O3 C32 C33 O2 -63.7(8) . . . . ? C33 O2 C34 C35 -178.5(6) . . . . ? C16 O1 C35 C34 171.4(5) . . . . ? O2 C34 C35 O1 -70.5(6) . . . . ? C2 O9 C36 C37' -95.9(10) . . . . ? C2 O9 C36 C37 -148.4(9) . . . . ? C38 O10 C37 C36 145.5(18) . . . . ? O9 C36 C37 O10 61.4(17) . . . . ? C37' C36 C37 O10 -35.8(15) . . . . ? C38' O10' C37' C36 -153(3) . . . . ? O9 C36 C37' O10' -67(2) . . . . ? C37 C36 C37' O10' 36(2) . . . . ? C45 C40 C41 C42 -6.1(12) . . . . ? C39 C40 C41 C42 -176.3(7) . . . . ? C40 C41 C42 C43 3.2(11) . . . . ? C41 C42 C43 C44 -2.5(10) . . . . ? C41 C42 C43 C46 179.0(6) . . . . ? C42 C43 C44 C45 4.4(11) . . . . ? C46 C43 C44 C45 -176.9(7) . . . . ? C41 C40 C45 C44 8.5(13) . . . . ? C39 C40 C45 C44 177.5(8) . . . . ? C43 C44 C45 C40 -7.6(12) . . . . ? C47 N2 C46 C43 -61.1(9) . . . . ? C51 N2 C46 C43 116.9(7) . . . . ? C42 C43 C46 N2 101.5(8) . . . . ? C44 C43 C46 N2 -77.1(8) . . . . ? C51 N2 C47 C48 3.4(10) . . . . ? C46 N2 C47 C48 -178.7(5) . . . . ? N2 C47 C48 C49 1.0(9) . . . . ? C47 C48 C49 C50 -2.9(8) . . . . ? C47 C48 C49 C52 172.0(5) . . . . ? C48 C49 C50 C51 0.3(10) . . . . ? C52 C49 C50 C51 -174.1(6) . . . . ? C49 C50 C51 N2 4.0(11) . . . . ? C47 N2 C51 C50 -5.9(10) . . . . ? C46 N2 C51 C50 176.1(6) . . . . ? C50 C49 C52 C56 33.3(9) . . . . ? C48 C49 C52 C56 -141.3(7) . . . . ? C50 C49 C52 C53 -151.8(7) . . . . ? C48 C49 C52 C53 33.6(8) . . . . ? C56 C52 C53 C54 -1.6(10) . . . . ? C49 C52 C53 C54 -176.8(6) . . . . ? C55 N1 C54 C53 -3.1(14) . . . . ? C57 N1 C54 C53 172.5(8) . . . . ? C52 C53 C54 N1 4.6(12) . . . . ? C54 N1 C55 C56 -1.3(15) . . . . ? C57 N1 C55 C56 -177.0(8) . . . . ? C53 C52 C56 C55 -2.7(11) . . . . ? C49 C52 C56 C55 172.4(7) . . . . ? N1 C55 C56 C52 4.3(14) . . . . ? C54 N1 C57 C58 -64.6(11) . . . . ? C55 N1 C57 C58 111.1(11) . . . . ? N1 C57 C58 C59 101.1(12) . . . . ? N1 C57 C58 C63 -84.2(11) . . . . ? C63 C58 C59 C60 6.5(15) . . . . ? C57 C58 C59 C60 -178.4(9) . . . . ? C58 C59 C60 C61 -8.1(19) . . . . ? C59 C60 C61 C62 3.2(18) . . . . ? C59 C60 C61 C64 -176.1(11) . . . . ? C60 C61 C62 C63 1.5(16) . . . . ? C64 C61 C62 C63 -179.1(9) . . . . ? C59 C58 C63 C62 -2.2(13) . . . . ? C57 C58 C63 C62 -177.7(8) . . . . ? C61 C62 C63 C58 -2.1(15) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.732 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.099 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.003 0.006 -0.003 761 274 ' ' _database_code_depnum_ccdc_archive 'CCDC 955829'