# Electronic Supplementary Material (ESI) for Chemical Communications # 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_erk7032 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H46 B F10 P' _chemical_formula_weight 890.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3861(3) _cell_length_b 17.9307(5) _cell_length_c 22.6904(6) _cell_angle_alpha 95.861(4) _cell_angle_beta 100.979(3) _cell_angle_gamma 92.959(5) _cell_volume 4511.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 12748 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1848 _exptl_absorpt_coefficient_mu 1.198 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8896 _exptl_absorpt_correction_T_max 0.9649 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 62853 _diffrn_reflns_av_R_equivalents 0.139 _diffrn_reflns_av_sigmaI/netI 0.1012 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 67.17 _reflns_number_total 14637 _reflns_number_gt 7434 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. A disordered toluene molecule was found in the asymmetrical unit and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the effect of the solvent. The quoted formula and derived parameters are based on two molecule of toluene per asymmetric unit (one molecule of toluene was squeezed). ; 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 0.000 0.500 1.000 500 125 ' ' _platon_squeeze_details ; A disordered toluene molecule was found in the asymmetrical unit and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the effect of the solvent. The quoted formula and derived parameters are based on two molecule of toluene per asymmetric unit (one molecule of toluene was squeezed). ; _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^)+(0.1042P)^2^+0.0953P] 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 14637 _refine_ls_number_parameters 1090 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1575 _refine_ls_R_factor_gt 0.0743 _refine_ls_wR_factor_ref 0.2114 _refine_ls_wR_factor_gt 0.1746 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 P1A P 0.85198(11) 0.25318(7) 0.16821(5) 0.0486(3) Uani 1 1 d . . . C2A C 0.8236(4) 0.1917(3) 0.22213(19) 0.0445(11) Uani 1 1 d . . . C1A C 0.7534(4) 0.1369(3) 0.1830(2) 0.0489(12) Uani 1 1 d . . . C31A C 0.6957(4) 0.0695(3) 0.1986(2) 0.0519(12) Uani 1 1 d . . . H31A H 0.7105 0.0599 0.2392 0.062 Uiso 1 1 calc R . . C32A C 0.6234(4) 0.0210(3) 0.1583(2) 0.0550(13) Uani 1 1 d . . . H32A H 0.6099 0.0334 0.1184 0.066 Uiso 1 1 calc R . . C33A C 0.5594(5) -0.0515(3) 0.1671(2) 0.0607(14) Uani 1 1 d . . . C34A C 0.4286(5) -0.0520(4) 0.1368(3) 0.094(2) Uani 1 1 d . . . H34A H 0.3940 -0.0083 0.1536 0.141 Uiso 1 1 calc R . . H34B H 0.3854 -0.0973 0.1438 0.141 Uiso 1 1 calc R . . H34C H 0.4225 -0.0506 0.0937 0.141 Uiso 1 1 calc R . . C35A C 0.6194(6) -0.1164(3) 0.1362(3) 0.091(2) Uani 1 1 d . . . H35A H 0.6174 -0.1087 0.0943 0.137 Uiso 1 1 calc R . . H35B H 0.5762 -0.1640 0.1379 0.137 Uiso 1 1 calc R . . H35C H 0.7020 -0.1172 0.1570 0.137 Uiso 1 1 calc R . . C36A C 0.5705(5) -0.0618(3) 0.2337(2) 0.0770(17) Uani 1 1 d . . . H36A H 0.6546 -0.0611 0.2525 0.115 Uiso 1 1 calc R . . H36B H 0.5301 -0.1095 0.2374 0.115 Uiso 1 1 calc R . . H36C H 0.5339 -0.0213 0.2536 0.115 Uiso 1 1 calc R . . C11A C 0.7405(4) 0.3237(3) 0.1539(2) 0.0522(12) Uani 1 1 d . . . C12A C 0.6417(5) 0.3335(3) 0.1825(2) 0.0587(14) Uani 1 1 d . . . C13A C 0.5531(5) 0.3790(3) 0.1587(3) 0.0698(15) Uani 1 1 d . . . H13A H 0.4872 0.3849 0.1777 0.084 Uiso 1 1 calc R . . C14A C 0.5571(6) 0.4154(3) 0.1089(3) 0.0747(16) Uani 1 1 d . . . C15A C 0.6576(5) 0.4085(3) 0.0828(3) 0.0688(15) Uani 1 1 d . . . H15A H 0.6644 0.4356 0.0500 0.083 Uiso 1 1 calc R . . C16A C 0.7479(5) 0.3633(3) 0.1032(2) 0.0584(13) Uani 1 1 d . . . C17A C 0.6224(5) 0.2970(3) 0.2375(2) 0.0667(15) Uani 1 1 d . . . H17A H 0.6063 0.2432 0.2267 0.100 Uiso 1 1 calc R . . H17B H 0.5547 0.3176 0.2521 0.100 Uiso 1 1 calc R . . H17C H 0.6938 0.3068 0.2690 0.100 Uiso 1 1 calc R . . C18A C 0.4569(6) 0.4613(4) 0.0825(3) 0.107(2) Uani 1 1 d . . . H18A H 0.3903 0.4549 0.1030 0.161 Uiso 1 1 calc R . . H18B H 0.4305 0.4444 0.0398 0.161 Uiso 1 1 calc R . . H18C H 0.4853 0.5139 0.0877 0.161 Uiso 1 1 calc R . . C19A C 0.8518(5) 0.3583(3) 0.0698(2) 0.0716(16) Uani 1 1 d . . . H19A H 0.8307 0.3794 0.0318 0.107 Uiso 1 1 calc R . . H19B H 0.8684 0.3061 0.0620 0.107 Uiso 1 1 calc R . . H19C H 0.9225 0.3863 0.0944 0.107 Uiso 1 1 calc R . . C21A C 0.9964(4) 0.3083(3) 0.1893(2) 0.0496(12) Uani 1 1 d . . . C22A C 1.0901(4) 0.2997(3) 0.1569(2) 0.0507(12) Uani 1 1 d . . . C23A C 1.1945(5) 0.3465(3) 0.1753(2) 0.0608(14) Uani 1 1 d . . . H23A H 1.2562 0.3412 0.1532 0.073 Uiso 1 1 calc R . . C24A C 1.2110(5) 0.4007(3) 0.2249(2) 0.0643(14) Uani 1 1 d . . . C25A C 1.1205(5) 0.4081(3) 0.2567(2) 0.0615(14) Uani 1 1 d . . . H25A H 1.1321 0.4436 0.2911 0.074 Uiso 1 1 calc R . . C26A C 1.0124(4) 0.3651(3) 0.2398(2) 0.0530(12) Uani 1 1 d . . . C27A C 1.0813(5) 0.2448(3) 0.1006(2) 0.0599(14) Uani 1 1 d . . . H27A H 1.0011 0.2201 0.0895 0.090 Uiso 1 1 calc R . . H27B H 1.1392 0.2074 0.1085 0.090 Uiso 1 1 calc R . . H27C H 1.0981 0.2716 0.0678 0.090 Uiso 1 1 calc R . . C28A C 1.3262(5) 0.4511(3) 0.2440(3) 0.0833(18) Uani 1 1 d . . . H28A H 1.3891 0.4230 0.2645 0.125 Uiso 1 1 calc R . . H28B H 1.3134 0.4939 0.2712 0.125 Uiso 1 1 calc R . . H28C H 1.3498 0.4685 0.2086 0.125 Uiso 1 1 calc R . . C29A C 0.9191(5) 0.3818(3) 0.2774(2) 0.0668(15) Uani 1 1 d . . . H29A H 0.9568 0.4110 0.3153 0.100 Uiso 1 1 calc R . . H29B H 0.8822 0.3349 0.2856 0.100 Uiso 1 1 calc R . . H29C H 0.8582 0.4101 0.2556 0.100 Uiso 1 1 calc R . . C3A C 0.8722(4) 0.1922(3) 0.2878(2) 0.0492(12) Uani 1 1 d . . . C4A C 0.9955(5) 0.2046(3) 0.3097(2) 0.0559(13) Uani 1 1 d . . . H4A H 1.0465 0.2144 0.2829 0.067 Uiso 1 1 calc R . . C5A C 1.0437(5) 0.2026(3) 0.3699(2) 0.0651(15) Uani 1 1 d . . . H5A H 1.1266 0.2131 0.3840 0.078 Uiso 1 1 calc R . . C6A C 0.9715(5) 0.1855(3) 0.4095(2) 0.0643(14) Uani 1 1 d . . . H6A H 1.0051 0.1823 0.4502 0.077 Uiso 1 1 calc R . . C7A C 0.8498(5) 0.1730(3) 0.3888(2) 0.0628(14) Uani 1 1 d . . . H7A H 0.8004 0.1620 0.4161 0.075 Uiso 1 1 calc R . . C8A C 0.7988(5) 0.1763(3) 0.3290(2) 0.0579(13) Uani 1 1 d . . . H8A H 0.7153 0.1679 0.3158 0.070 Uiso 1 1 calc R . . B1A B 0.7692(5) 0.1520(3) 0.1152(2) 0.0524(14) Uani 1 1 d . . . C51A C 0.8504(4) 0.0881(3) 0.0927(2) 0.0490(12) Uani 1 1 d . . . F52A F 1.0205(2) 0.12540(17) 0.17055(12) 0.0669(8) Uani 1 1 d . . . C52A C 0.9650(5) 0.0754(3) 0.1227(2) 0.0551(13) Uani 1 1 d . . . F53A F 1.1417(3) 0.0112(2) 0.13813(15) 0.0900(10) Uani 1 1 d . . . C53A C 1.0288(5) 0.0168(3) 0.1082(3) 0.0672(15) Uani 1 1 d . . . F54A F 1.0365(4) -0.0980(2) 0.04823(17) 0.1060(12) Uani 1 1 d . . . C54A C 0.9758(7) -0.0384(3) 0.0632(3) 0.0777(18) Uani 1 1 d . . . F55A F 0.8084(4) -0.08421(19) -0.01281(16) 0.1009(12) Uani 1 1 d . . . C55A C 0.8619(6) -0.0304(3) 0.0323(3) 0.0692(15) Uani 1 1 d . . . F56A F 0.6905(3) 0.03292(17) 0.01470(13) 0.0736(9) Uani 1 1 d . . . C56A C 0.8038(5) 0.0309(3) 0.0468(2) 0.0603(14) Uani 1 1 d . . . C41A C 0.6633(4) 0.1774(3) 0.0662(2) 0.0470(11) Uani 1 1 d . . . F42A F 0.5156(3) 0.17362(17) 0.12715(12) 0.0679(8) Uani 1 1 d . . . C42A C 0.5499(5) 0.1926(3) 0.0765(2) 0.0580(13) Uani 1 1 d . . . F43A F 0.3600(3) 0.2424(2) 0.05288(15) 0.0837(10) Uani 1 1 d . . . C43A C 0.4671(5) 0.2284(3) 0.0386(3) 0.0628(14) Uani 1 1 d . . . F44A F 0.4175(3) 0.2874(2) -0.05010(15) 0.0912(10) Uani 1 1 d . . . C44A C 0.4954(5) 0.2504(3) -0.0135(3) 0.0647(14) Uani 1 1 d . . . F45A F 0.6333(3) 0.25686(19) -0.07824(13) 0.0838(10) Uani 1 1 d . . . C45A C 0.6041(5) 0.2359(3) -0.0267(2) 0.0626(14) Uani 1 1 d . . . F46A F 0.7909(3) 0.18760(17) -0.00413(12) 0.0677(8) Uani 1 1 d . . . C46A C 0.6840(4) 0.1994(3) 0.0120(2) 0.0535(13) Uani 1 1 d . . . P1B P 0.49917(10) 0.75804(6) 0.48556(5) 0.0415(3) Uani 1 1 d . . . C2B C 0.5933(4) 0.7996(2) 0.43979(19) 0.0397(10) Uani 1 1 d . . . C1B C 0.5773(4) 0.7417(2) 0.3949(2) 0.0402(11) Uani 1 1 d . . . C31B C 0.6294(4) 0.7361(3) 0.3408(2) 0.0472(11) Uani 1 1 d . . . H31B H 0.6828 0.7756 0.3356 0.057 Uiso 1 1 calc R . . C32B C 0.6042(4) 0.6776(3) 0.2986(2) 0.0502(12) Uani 1 1 d . . . H32B H 0.5465 0.6414 0.3049 0.060 Uiso 1 1 calc R . . C33B C 0.6531(5) 0.6601(3) 0.2425(2) 0.0614(14) Uani 1 1 d . . . C34B C 0.7490(6) 0.7191(4) 0.2355(3) 0.090(2) Uani 1 1 d . . . H34D H 0.7172 0.7682 0.2371 0.135 Uiso 1 1 calc R . . H34E H 0.7727 0.7074 0.1969 0.135 Uiso 1 1 calc R . . H34F H 0.8182 0.7191 0.2679 0.135 Uiso 1 1 calc R . . C35B C 0.5485(7) 0.6565(4) 0.1888(3) 0.105(2) Uani 1 1 d . . . H35D H 0.4875 0.6185 0.1927 0.158 Uiso 1 1 calc R . . H35E H 0.5769 0.6438 0.1516 0.158 Uiso 1 1 calc R . . H35F H 0.5146 0.7050 0.1880 0.158 Uiso 1 1 calc R . . C36B C 0.7060(7) 0.5833(4) 0.2441(3) 0.103(2) Uani 1 1 d . . . H36D H 0.7720 0.5855 0.2784 0.155 Uiso 1 1 calc R . . H36E H 0.7350 0.5704 0.2071 0.155 Uiso 1 1 calc R . . H36F H 0.6445 0.5455 0.2477 0.155 Uiso 1 1 calc R . . C11B C 0.5482(4) 0.7781(2) 0.5673(2) 0.0395(10) Uani 1 1 d . . . C12B C 0.5390(4) 0.8514(2) 0.5950(2) 0.0463(11) Uani 1 1 d . . . C13B C 0.5778(4) 0.8680(3) 0.6574(2) 0.0576(13) Uani 1 1 d . . . H13B H 0.5704 0.9167 0.6752 0.069 Uiso 1 1 calc R . . C14B C 0.6266(4) 0.8158(3) 0.6943(2) 0.0572(13) Uani 1 1 d . . . C15B C 0.6335(4) 0.7440(3) 0.6667(2) 0.0540(13) Uani 1 1 d . . . H15B H 0.6659 0.7075 0.6907 0.065 Uiso 1 1 calc R . . C16B C 0.5939(4) 0.7236(3) 0.6043(2) 0.0475(12) Uani 1 1 d . . . C17B C 0.4875(4) 0.9143(2) 0.5610(2) 0.0547(13) Uani 1 1 d . . . H17D H 0.4974 0.9605 0.5882 0.082 Uiso 1 1 calc R . . H17E H 0.4028 0.9018 0.5447 0.082 Uiso 1 1 calc R . . H17F H 0.5291 0.9210 0.5281 0.082 Uiso 1 1 calc R . . C18B C 0.6704(6) 0.8364(3) 0.7609(2) 0.0783(17) Uani 1 1 d . . . H18D H 0.7493 0.8627 0.7681 0.117 Uiso 1 1 calc R . . H18E H 0.6750 0.7911 0.7810 0.117 Uiso 1 1 calc R . . H18F H 0.6152 0.8687 0.7768 0.117 Uiso 1 1 calc R . . C19B C 0.5994(5) 0.6415(2) 0.5834(2) 0.0548(13) Uani 1 1 d . . . H19D H 0.5674 0.6320 0.5404 0.082 Uiso 1 1 calc R . . H19E H 0.5523 0.6113 0.6049 0.082 Uiso 1 1 calc R . . H19F H 0.6821 0.6285 0.5916 0.082 Uiso 1 1 calc R . . C21B C 0.3426(4) 0.7813(2) 0.4675(2) 0.0435(11) Uani 1 1 d . . . C22B C 0.2597(4) 0.7350(2) 0.4898(2) 0.0445(11) Uani 1 1 d . . . C23B C 0.1363(4) 0.7392(3) 0.4692(2) 0.0467(12) Uani 1 1 d . . . H23B H 0.0820 0.7076 0.4833 0.056 Uiso 1 1 calc R . . C24B C 0.0918(4) 0.7885(3) 0.4286(2) 0.0521(12) Uani 1 1 d . . . C25B C 0.1741(4) 0.8355(3) 0.4096(2) 0.0498(12) Uani 1 1 d . . . H25B H 0.1449 0.8707 0.3835 0.060 Uiso 1 1 calc R . . C26B C 0.2976(4) 0.8333(2) 0.4271(2) 0.0453(11) Uani 1 1 d . . . C27B C 0.2975(4) 0.6817(3) 0.5355(2) 0.0515(12) Uani 1 1 d . . . H27D H 0.3640 0.6550 0.5251 0.077 Uiso 1 1 calc R . . H27E H 0.2307 0.6459 0.5356 0.077 Uiso 1 1 calc R . . H27F H 0.3221 0.7097 0.5752 0.077 Uiso 1 1 calc R . . C28B C -0.0407(4) 0.7904(4) 0.4064(3) 0.0731(16) Uani 1 1 d . . . H28D H -0.0833 0.7555 0.4263 0.110 Uiso 1 1 calc R . . H28E H -0.0601 0.7761 0.3631 0.110 Uiso 1 1 calc R . . H28F H -0.0644 0.8408 0.4155 0.110 Uiso 1 1 calc R . . C29B C 0.3742(4) 0.8875(3) 0.4010(2) 0.0572(13) Uani 1 1 d . . . H29D H 0.3265 0.9274 0.3861 0.086 Uiso 1 1 calc R . . H29E H 0.4039 0.8610 0.3680 0.086 Uiso 1 1 calc R . . H29F H 0.4414 0.9089 0.4322 0.086 Uiso 1 1 calc R . . C3B C 0.6717(4) 0.8702(2) 0.4492(2) 0.0444(11) Uani 1 1 d . . . C4B C 0.7463(4) 0.8933(3) 0.5049(2) 0.0481(12) Uani 1 1 d . . . H4B H 0.7433 0.8652 0.5374 0.058 Uiso 1 1 calc R . . C5B C 0.8247(4) 0.9567(3) 0.5134(2) 0.0606(14) Uani 1 1 d . . . H5B H 0.8741 0.9712 0.5514 0.073 Uiso 1 1 calc R . . C6B C 0.8308(5) 0.9986(3) 0.4661(3) 0.0599(14) Uani 1 1 d . . . H6B H 0.8831 1.0422 0.4720 0.072 Uiso 1 1 calc R . . C7B C 0.7590(4) 0.9757(3) 0.4102(2) 0.0548(13) Uani 1 1 d . . . H7B H 0.7646 1.0033 0.3776 0.066 Uiso 1 1 calc R . . C8B C 0.6795(4) 0.9131(2) 0.4013(2) 0.0458(11) Uani 1 1 d . . . H8B H 0.6304 0.8989 0.3632 0.055 Uiso 1 1 calc R . . B1B B 0.5143(5) 0.6711(3) 0.4191(2) 0.0444(13) Uani 1 1 d . . . C51B C 0.6184(4) 0.6128(2) 0.43181(19) 0.0403(11) Uani 1 1 d . . . F52B F 0.7508(2) 0.69944(14) 0.50334(12) 0.0548(7) Uani 1 1 d . . . C52B C 0.7312(4) 0.6327(3) 0.4675(2) 0.0465(11) Uani 1 1 d . . . F53B F 0.9325(2) 0.61389(16) 0.50675(14) 0.0726(9) Uani 1 1 d . . . C53B C 0.8268(4) 0.5894(3) 0.4700(2) 0.0528(12) Uani 1 1 d . . . F54B F 0.9095(3) 0.47869(17) 0.43579(15) 0.0774(9) Uani 1 1 d . . . C54B C 0.8168(4) 0.5219(3) 0.4346(2) 0.0552(13) Uani 1 1 d . . . F55B F 0.6953(3) 0.43313(15) 0.36113(13) 0.0685(8) Uani 1 1 d . . . C55B C 0.7087(5) 0.4990(3) 0.3977(2) 0.0515(12) Uani 1 1 d . . . F56B F 0.5123(2) 0.51691(13) 0.35704(11) 0.0538(7) Uani 1 1 d . . . C56B C 0.6138(4) 0.5432(2) 0.3972(2) 0.0442(11) Uani 1 1 d . . . C41B C 0.3798(4) 0.6367(2) 0.3899(2) 0.0407(11) Uani 1 1 d . . . F42B F 0.3904(2) 0.54136(14) 0.45600(11) 0.0528(7) Uani 1 1 d . . . C42B C 0.3250(4) 0.5774(2) 0.4127(2) 0.0459(11) Uani 1 1 d . . . F43B F 0.1583(2) 0.49751(15) 0.42025(13) 0.0674(8) Uani 1 1 d . . . C43B C 0.2050(4) 0.5541(3) 0.3952(2) 0.0493(12) Uani 1 1 d . . . F44B F 0.0150(2) 0.56875(17) 0.33739(14) 0.0742(9) Uani 1 1 d . . . C44B C 0.1332(4) 0.5898(3) 0.3532(2) 0.0530(13) Uani 1 1 d . . . F45B F 0.1117(2) 0.68137(17) 0.28645(13) 0.0720(8) Uani 1 1 d . . . C45B C 0.1830(4) 0.6464(3) 0.3280(2) 0.0515(12) Uani 1 1 d . . . F46B F 0.3445(2) 0.72432(15) 0.31839(12) 0.0575(7) Uani 1 1 d . . . C46B C 0.3030(4) 0.6678(2) 0.3456(2) 0.0449(11) Uani 1 1 d . . . C71 C 0.1228(7) 0.8904(4) 0.2420(3) 0.0838(18) Uani 1 1 d . . . C72 C 0.1769(6) 0.9580(4) 0.2679(3) 0.089(2) Uani 1 1 d . . . H72 H 0.2571 0.9696 0.2653 0.107 Uiso 1 1 calc R . . C73 C 0.1185(7) 1.0101(4) 0.2978(3) 0.093(2) Uani 1 1 d . . . H73 H 0.1588 1.0565 0.3151 0.112 Uiso 1 1 calc R . . C74 C 0.0030(7) 0.9947(5) 0.3024(4) 0.108(2) Uani 1 1 d . . . H74 H -0.0375 1.0303 0.3227 0.129 Uiso 1 1 calc R . . C75 C -0.0532(7) 0.9275(6) 0.2773(4) 0.125(3) Uani 1 1 d . . . H75 H -0.1327 0.9160 0.2811 0.149 Uiso 1 1 calc R . . C76 C 0.0050(7) 0.8754(5) 0.2461(4) 0.113(2) Uani 1 1 d . . . H76 H -0.0361 0.8296 0.2277 0.136 Uiso 1 1 calc R . . C77 C 0.1855(8) 0.8334(5) 0.2080(4) 0.124(3) Uani 1 1 d . . . H77A H 0.1311 0.7893 0.1928 0.186 Uiso 1 1 calc R . . H77B H 0.2555 0.8192 0.2350 0.186 Uiso 1 1 calc R . . H77C H 0.2102 0.8551 0.1745 0.186 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 P1A 0.0462(7) 0.0493(7) 0.0497(7) 0.0030(6) 0.0107(6) -0.0007(6) C2A 0.042(3) 0.047(3) 0.041(3) 0.003(2) 0.005(2) -0.004(2) C1A 0.051(3) 0.049(3) 0.051(3) 0.010(2) 0.018(2) 0.002(2) C31A 0.051(3) 0.054(3) 0.045(3) 0.000(2) 0.003(2) -0.006(2) C32A 0.061(3) 0.056(3) 0.049(3) 0.009(3) 0.011(3) -0.001(3) C33A 0.066(4) 0.057(3) 0.053(3) 0.005(3) 0.003(3) -0.015(3) C34A 0.069(4) 0.102(5) 0.098(5) 0.024(4) -0.014(4) -0.022(4) C35A 0.125(6) 0.054(4) 0.089(4) -0.003(3) 0.016(4) -0.011(4) C36A 0.084(4) 0.078(4) 0.065(4) 0.017(3) 0.005(3) -0.023(3) C11A 0.052(3) 0.049(3) 0.055(3) 0.005(2) 0.009(2) 0.002(2) C12A 0.055(3) 0.059(3) 0.062(3) -0.007(3) 0.019(3) 0.000(3) C13A 0.060(4) 0.074(4) 0.075(4) 0.002(3) 0.010(3) 0.019(3) C14A 0.079(4) 0.062(4) 0.078(4) 0.000(3) 0.004(3) 0.020(3) C15A 0.073(4) 0.064(4) 0.069(4) 0.015(3) 0.007(3) 0.013(3) C16A 0.061(3) 0.048(3) 0.063(3) 0.003(3) 0.007(3) 0.002(3) C17A 0.058(3) 0.069(4) 0.078(4) 0.001(3) 0.027(3) 0.006(3) C18A 0.100(5) 0.105(5) 0.116(6) 0.017(4) 0.008(4) 0.052(4) C19A 0.068(4) 0.084(4) 0.068(4) 0.028(3) 0.019(3) 0.001(3) C21A 0.050(3) 0.051(3) 0.045(3) 0.005(2) 0.005(2) 0.000(2) C22A 0.048(3) 0.049(3) 0.054(3) 0.005(2) 0.009(2) -0.002(2) C23A 0.053(3) 0.061(3) 0.070(4) 0.005(3) 0.021(3) -0.003(3) C24A 0.055(3) 0.060(3) 0.072(4) -0.003(3) 0.008(3) -0.010(3) C25A 0.053(3) 0.059(3) 0.069(3) -0.006(3) 0.013(3) -0.006(3) C26A 0.054(3) 0.049(3) 0.054(3) -0.004(2) 0.013(2) -0.001(2) C27A 0.056(3) 0.070(4) 0.054(3) -0.003(3) 0.017(3) -0.002(3) C28A 0.052(3) 0.088(4) 0.100(5) -0.018(4) 0.009(3) -0.017(3) C29A 0.067(4) 0.060(3) 0.073(4) -0.011(3) 0.025(3) -0.006(3) C3A 0.059(3) 0.044(3) 0.043(3) 0.000(2) 0.012(2) -0.002(2) C4A 0.054(3) 0.062(3) 0.050(3) 0.005(2) 0.010(3) -0.005(3) C5A 0.062(4) 0.077(4) 0.052(3) 0.006(3) 0.003(3) 0.003(3) C6A 0.068(4) 0.069(4) 0.052(3) 0.006(3) 0.002(3) 0.010(3) C7A 0.081(4) 0.059(3) 0.053(3) 0.005(3) 0.022(3) 0.009(3) C8A 0.073(4) 0.052(3) 0.047(3) 0.002(2) 0.011(3) -0.002(3) B1A 0.054(4) 0.056(4) 0.044(3) 0.004(3) 0.005(3) 0.001(3) C51A 0.053(3) 0.047(3) 0.047(3) 0.002(2) 0.012(2) 0.002(2) F52A 0.0566(18) 0.079(2) 0.0627(18) 0.0061(16) 0.0049(14) 0.0082(15) C52A 0.058(3) 0.057(3) 0.049(3) 0.000(3) 0.012(3) 0.002(3) F53A 0.072(2) 0.108(3) 0.098(2) 0.027(2) 0.0197(19) 0.039(2) C53A 0.064(4) 0.073(4) 0.068(4) 0.006(3) 0.018(3) 0.017(3) F54A 0.140(3) 0.076(2) 0.118(3) 0.009(2) 0.056(3) 0.050(2) C54A 0.102(5) 0.060(4) 0.084(4) 0.016(4) 0.043(4) 0.024(4) F55A 0.134(3) 0.068(2) 0.097(3) -0.025(2) 0.030(2) 0.004(2) C55A 0.090(5) 0.053(3) 0.063(4) -0.010(3) 0.020(3) 0.005(3) F56A 0.075(2) 0.071(2) 0.0641(19) -0.0116(15) -0.0012(16) 0.0006(16) C56A 0.067(4) 0.056(3) 0.057(3) -0.001(3) 0.013(3) 0.007(3) C41A 0.044(3) 0.051(3) 0.044(3) 0.002(2) 0.008(2) 0.001(2) F42A 0.0614(19) 0.085(2) 0.0606(18) 0.0138(16) 0.0167(15) 0.0047(16) C42A 0.061(4) 0.064(3) 0.048(3) 0.006(3) 0.011(3) -0.003(3) F43A 0.0534(19) 0.106(3) 0.093(2) 0.016(2) 0.0121(17) 0.0243(18) C43A 0.049(3) 0.067(4) 0.071(4) 0.005(3) 0.009(3) 0.013(3) F44A 0.082(2) 0.105(3) 0.084(2) 0.027(2) -0.0056(19) 0.032(2) C44A 0.055(4) 0.071(4) 0.064(4) 0.011(3) -0.004(3) 0.014(3) F45A 0.098(3) 0.098(2) 0.0598(19) 0.0303(18) 0.0130(17) 0.013(2) C45A 0.076(4) 0.064(3) 0.047(3) 0.009(3) 0.007(3) 0.006(3) F46A 0.065(2) 0.084(2) 0.0603(18) 0.0159(15) 0.0207(15) 0.0111(16) C46A 0.048(3) 0.061(3) 0.053(3) 0.007(3) 0.010(3) 0.006(3) P1B 0.0360(6) 0.0351(6) 0.0528(7) 0.0081(5) 0.0064(5) 0.0006(5) C2B 0.033(2) 0.036(2) 0.049(3) 0.007(2) 0.005(2) 0.0000(19) C1B 0.031(2) 0.038(3) 0.051(3) 0.009(2) 0.006(2) 0.0040(19) C31B 0.048(3) 0.042(3) 0.052(3) 0.005(2) 0.011(2) 0.002(2) C32B 0.051(3) 0.049(3) 0.051(3) 0.010(3) 0.009(2) -0.001(2) C33B 0.075(4) 0.061(3) 0.048(3) 0.001(3) 0.019(3) -0.004(3) C34B 0.104(5) 0.095(5) 0.075(4) 0.003(3) 0.041(4) -0.018(4) C35B 0.118(6) 0.131(6) 0.055(4) 0.009(4) -0.004(4) -0.023(5) C36B 0.152(7) 0.076(5) 0.091(5) -0.002(4) 0.048(5) 0.023(5) C11B 0.030(2) 0.036(2) 0.054(3) 0.009(2) 0.009(2) 0.0030(19) C12B 0.043(3) 0.038(3) 0.056(3) 0.000(2) 0.009(2) -0.002(2) C13B 0.055(3) 0.048(3) 0.068(4) -0.004(3) 0.015(3) -0.004(3) C14B 0.053(3) 0.062(3) 0.050(3) -0.004(3) 0.005(2) -0.010(3) C15B 0.058(3) 0.058(3) 0.046(3) 0.010(3) 0.007(2) -0.002(3) C16B 0.039(3) 0.045(3) 0.058(3) 0.009(2) 0.008(2) -0.003(2) C17B 0.052(3) 0.038(3) 0.072(3) -0.003(2) 0.009(3) 0.006(2) C18B 0.091(4) 0.083(4) 0.056(3) -0.006(3) 0.012(3) -0.008(3) C19B 0.065(3) 0.040(3) 0.060(3) 0.008(2) 0.009(3) 0.005(2) C21B 0.043(3) 0.035(2) 0.053(3) 0.003(2) 0.010(2) 0.002(2) C22B 0.045(3) 0.039(3) 0.050(3) 0.004(2) 0.011(2) 0.004(2) C23B 0.037(3) 0.050(3) 0.052(3) -0.001(2) 0.013(2) -0.005(2) C24B 0.041(3) 0.059(3) 0.057(3) 0.006(3) 0.010(2) 0.004(2) C25B 0.042(3) 0.048(3) 0.059(3) 0.015(2) 0.005(2) 0.009(2) C26B 0.038(3) 0.039(3) 0.058(3) 0.008(2) 0.006(2) 0.002(2) C27B 0.046(3) 0.046(3) 0.065(3) 0.012(2) 0.012(2) -0.002(2) C28B 0.035(3) 0.099(5) 0.083(4) 0.017(3) 0.001(3) 0.010(3) C29B 0.046(3) 0.045(3) 0.081(4) 0.025(3) 0.004(3) 0.000(2) C3B 0.040(3) 0.038(3) 0.055(3) 0.004(2) 0.011(2) -0.003(2) C4B 0.046(3) 0.045(3) 0.052(3) 0.008(2) 0.009(2) -0.008(2) C5B 0.051(3) 0.057(3) 0.068(3) 0.001(3) 0.003(3) -0.008(3) C6B 0.053(3) 0.040(3) 0.086(4) 0.011(3) 0.012(3) -0.013(2) C7B 0.054(3) 0.048(3) 0.069(4) 0.020(3) 0.021(3) 0.004(2) C8B 0.042(3) 0.037(2) 0.058(3) 0.011(2) 0.006(2) -0.002(2) B1B 0.037(3) 0.042(3) 0.051(3) 0.009(3) 0.002(2) -0.001(2) C51B 0.039(3) 0.034(2) 0.048(3) 0.012(2) 0.004(2) -0.001(2) F52B 0.0476(16) 0.0402(15) 0.0708(17) 0.0055(13) -0.0012(13) -0.0022(12) C52B 0.038(3) 0.040(3) 0.059(3) 0.009(2) 0.002(2) 0.003(2) F53B 0.0372(16) 0.0666(19) 0.108(2) 0.0288(17) -0.0089(16) 0.0020(14) C53B 0.033(3) 0.050(3) 0.074(3) 0.016(3) 0.003(2) 0.003(2) F54B 0.0530(18) 0.073(2) 0.113(2) 0.0239(18) 0.0205(17) 0.0275(16) C54B 0.043(3) 0.053(3) 0.078(4) 0.025(3) 0.022(3) 0.021(3) F55B 0.079(2) 0.0518(17) 0.0767(19) 0.0008(15) 0.0215(16) 0.0140(15) C55B 0.054(3) 0.044(3) 0.057(3) 0.004(2) 0.012(3) 0.008(2) F56B 0.0518(16) 0.0434(15) 0.0617(16) -0.0025(13) 0.0043(13) 0.0044(12) C56B 0.035(3) 0.040(3) 0.055(3) 0.009(2) 0.002(2) 0.003(2) C41B 0.040(3) 0.032(2) 0.050(3) 0.008(2) 0.003(2) 0.005(2) F42B 0.0509(16) 0.0447(15) 0.0621(16) 0.0188(13) 0.0031(13) 0.0018(12) C42B 0.043(3) 0.038(3) 0.056(3) 0.002(2) 0.009(2) 0.002(2) F43B 0.0556(17) 0.0569(17) 0.091(2) 0.0188(16) 0.0170(15) -0.0115(14) C43B 0.047(3) 0.039(3) 0.064(3) 0.007(2) 0.017(3) -0.006(2) F44B 0.0350(16) 0.075(2) 0.107(2) 0.0102(17) 0.0020(15) -0.0116(14) C44B 0.036(3) 0.046(3) 0.073(3) 0.002(3) 0.005(3) 0.000(2) F45B 0.0513(17) 0.0708(19) 0.086(2) 0.0172(17) -0.0109(15) 0.0029(15) C45B 0.041(3) 0.050(3) 0.059(3) 0.013(3) -0.005(2) 0.008(2) F46B 0.0481(16) 0.0545(16) 0.0666(17) 0.0215(14) -0.0022(13) -0.0049(13) C46B 0.040(3) 0.036(2) 0.056(3) 0.006(2) 0.005(2) -0.003(2) C71 0.090(5) 0.075(4) 0.093(5) 0.025(4) 0.027(4) 0.005(4) C72 0.082(5) 0.092(5) 0.093(5) 0.026(4) 0.017(4) -0.015(4) C73 0.092(6) 0.093(5) 0.091(5) 0.014(4) 0.010(4) -0.011(4) C74 0.089(6) 0.099(6) 0.133(7) 0.016(5) 0.016(5) 0.009(5) C75 0.065(5) 0.132(8) 0.170(8) 0.004(7) 0.016(5) -0.001(5) C76 0.090(6) 0.098(6) 0.141(7) 0.002(5) 0.010(5) -0.014(5) C77 0.150(8) 0.111(6) 0.131(6) 0.032(5) 0.062(6) 0.020(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 P1A C2A 1.791(4) . ? P1A C21A 1.829(5) . ? P1A C11A 1.846(5) . ? P1A B1A 2.139(6) . ? C2A C1A 1.365(6) . ? C2A C3A 1.487(6) . ? C1A C31A 1.452(6) . ? C1A B1A 1.630(7) . ? C31A C32A 1.322(6) . ? C31A H31A 0.9400 . ? C32A C33A 1.507(6) . ? C32A H32A 0.9400 . ? C33A C34A 1.517(8) . ? C33A C36A 1.522(7) . ? C33A C35A 1.553(8) . ? C34A H34A 0.9700 . ? C34A H34B 0.9700 . ? C34A H34C 0.9700 . ? C35A H35A 0.9700 . ? C35A H35B 0.9700 . ? C35A H35C 0.9700 . ? C36A H36A 0.9700 . ? C36A H36B 0.9700 . ? C36A H36C 0.9700 . ? C11A C12A 1.412(7) . ? C11A C16A 1.425(7) . ? C12A C13A 1.394(7) . ? C12A C17A 1.513(7) . ? C13A C14A 1.368(8) . ? C13A H13A 0.9400 . ? C14A C15A 1.391(8) . ? C14A C18A 1.508(8) . ? C15A C16A 1.382(7) . ? C15A H15A 0.9400 . ? C16A C19A 1.524(7) . ? C17A H17A 0.9700 . ? C17A H17B 0.9700 . ? C17A H17C 0.9700 . ? C18A H18A 0.9700 . ? C18A H18B 0.9700 . ? C18A H18C 0.9700 . ? C19A H19A 0.9700 . ? C19A H19B 0.9700 . ? C19A H19C 0.9700 . ? C21A C22A 1.412(6) . ? C21A C26A 1.430(6) . ? C22A C23A 1.387(6) . ? C22A C27A 1.517(6) . ? C23A C24A 1.388(7) . ? C23A H23A 0.9400 . ? C24A C25A 1.370(7) . ? C24A C28A 1.519(7) . ? C25A C26A 1.384(7) . ? C25A H25A 0.9400 . ? C26A C29A 1.508(7) . ? C27A H27A 0.9700 . ? C27A H27B 0.9700 . ? C27A H27C 0.9700 . ? C28A H28A 0.9700 . ? C28A H28B 0.9700 . ? C28A H28C 0.9700 . ? C29A H29A 0.9700 . ? C29A H29B 0.9700 . ? C29A H29C 0.9700 . ? C3A C4A 1.395(7) . ? C3A C8A 1.408(6) . ? C4A C5A 1.377(7) . ? C4A H4A 0.9400 . ? C5A C6A 1.374(7) . ? C5A H5A 0.9400 . ? C6A C7A 1.374(7) . ? C6A H6A 0.9400 . ? C7A C8A 1.380(7) . ? C7A H7A 0.9400 . ? C8A H8A 0.9400 . ? B1A C41A 1.596(7) . ? B1A C51A 1.612(8) . ? C51A C56A 1.391(7) . ? C51A C52A 1.393(7) . ? F52A C52A 1.366(5) . ? C52A C53A 1.357(7) . ? F53A C53A 1.348(6) . ? C53A C54A 1.373(8) . ? F54A C54A 1.352(7) . ? C54A C55A 1.373(8) . ? F55A C55A 1.360(6) . ? C55A C56A 1.356(8) . ? F56A C56A 1.359(6) . ? C41A C46A 1.388(6) . ? C41A C42A 1.391(7) . ? F42A C42A 1.351(5) . ? C42A C43A 1.382(7) . ? F43A C43A 1.350(6) . ? C43A C44A 1.373(7) . ? F44A C44A 1.345(6) . ? C44A C45A 1.360(7) . ? F45A C45A 1.357(6) . ? C45A C46A 1.379(7) . ? F46A C46A 1.356(5) . ? P1B C2B 1.812(4) . ? P1B C11B 1.825(5) . ? P1B C21B 1.831(5) . ? P1B B1B 2.093(6) . ? C2B C1B 1.357(6) . ? C2B C3B 1.483(6) . ? C1B C31B 1.459(6) . ? C1B B1B 1.618(6) . ? C31B C32B 1.327(6) . ? C31B H31B 0.9400 . ? C32B C33B 1.493(7) . ? C32B H32B 0.9400 . ? C33B C34B 1.523(7) . ? C33B C35B 1.527(8) . ? C33B C36B 1.531(8) . ? C34B H34D 0.9700 . ? C34B H34E 0.9700 . ? C34B H34F 0.9700 . ? C35B H35D 0.9700 . ? C35B H35E 0.9700 . ? C35B H35F 0.9700 . ? C36B H36D 0.9700 . ? C36B H36E 0.9700 . ? C36B H36F 0.9700 . ? C11B C16B 1.408(6) . ? C11B C12B 1.415(6) . ? C12B C13B 1.397(7) . ? C12B C17B 1.513(6) . ? C13B C14B 1.386(7) . ? C13B H13B 0.9400 . ? C14B C15B 1.384(7) . ? C14B C18B 1.500(7) . ? C15B C16B 1.405(6) . ? C15B H15B 0.9400 . ? C16B C19B 1.508(6) . ? C17B H17D 0.9700 . ? C17B H17E 0.9700 . ? C17B H17F 0.9700 . ? C18B H18D 0.9700 . ? C18B H18E 0.9700 . ? C18B H18F 0.9700 . ? C19B H19D 0.9700 . ? C19B H19E 0.9700 . ? C19B H19F 0.9700 . ? C21B C26B 1.420(6) . ? C21B C22B 1.423(6) . ? C22B C23B 1.402(6) . ? C22B C27B 1.498(6) . ? C23B C24B 1.385(6) . ? C23B H23B 0.9400 . ? C24B C25B 1.386(6) . ? C24B C28B 1.501(7) . ? C25B C26B 1.390(6) . ? C25B H25B 0.9400 . ? C26B C29B 1.511(6) . ? C27B H27D 0.9700 . ? C27B H27E 0.9700 . ? C27B H27F 0.9700 . ? C28B H28D 0.9700 . ? C28B H28E 0.9700 . ? C28B H28F 0.9700 . ? C29B H29D 0.9700 . ? C29B H29E 0.9700 . ? C29B H29F 0.9700 . ? C3B C4B 1.391(6) . ? C3B C8B 1.407(6) . ? C4B C5B 1.382(6) . ? C4B H4B 0.9400 . ? C5B C6B 1.381(7) . ? C5B H5B 0.9400 . ? C6B C7B 1.383(7) . ? C6B H6B 0.9400 . ? C7B C8B 1.379(6) . ? C7B H7B 0.9400 . ? C8B H8B 0.9400 . ? B1B C41B 1.612(6) . ? B1B C51B 1.625(7) . ? C51B C52B 1.390(6) . ? C51B C56B 1.398(6) . ? F52B C52B 1.359(5) . ? C52B C53B 1.366(6) . ? F53B C53B 1.351(5) . ? C53B C54B 1.370(7) . ? F54B C54B 1.339(5) . ? C54B C55B 1.367(7) . ? F55B C55B 1.356(5) . ? C55B C56B 1.372(6) . ? F56B C56B 1.357(5) . ? C41B C46B 1.383(6) . ? C41B C42B 1.398(6) . ? F42B C42B 1.355(5) . ? C42B C43B 1.379(6) . ? F43B C43B 1.346(5) . ? C43B C44B 1.367(7) . ? F44B C44B 1.349(5) . ? C44B C45B 1.364(6) . ? F45B C45B 1.350(5) . ? C45B C46B 1.371(6) . ? F46B C46B 1.351(5) . ? C71 C72 1.354(9) . ? C71 C76 1.376(9) . ? C71 C77 1.507(9) . ? C72 C73 1.371(9) . ? C72 H72 0.9400 . ? C73 C74 1.356(9) . ? C73 H73 0.9400 . ? C74 C75 1.352(10) . ? C74 H74 0.9400 . ? C75 C76 1.385(11) . ? C75 H75 0.9400 . ? C76 H76 0.9400 . ? C77 H77A 0.9700 . ? C77 H77B 0.9700 . ? C77 H77C 0.9700 . ? 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 C2A P1A C21A 114.3(2) . . ? C2A P1A C11A 114.1(2) . . ? C21A P1A C11A 104.5(2) . . ? C2A P1A B1A 75.0(2) . . ? C21A P1A B1A 141.1(2) . . ? C11A P1A B1A 105.0(2) . . ? C1A C2A C3A 128.9(4) . . ? C1A C2A P1A 98.2(3) . . ? C3A C2A P1A 132.4(3) . . ? C2A C1A C31A 126.8(4) . . ? C2A C1A B1A 106.7(4) . . ? C31A C1A B1A 125.4(4) . . ? C32A C31A C1A 123.1(4) . . ? C32A C31A H31A 118.4 . . ? C1A C31A H31A 118.4 . . ? C31A C32A C33A 129.2(5) . . ? C31A C32A H32A 115.4 . . ? C33A C32A H32A 115.4 . . ? C32A C33A C34A 108.6(5) . . ? C32A C33A C36A 112.0(4) . . ? C34A C33A C36A 110.4(5) . . ? C32A C33A C35A 107.0(4) . . ? C34A C33A C35A 110.0(5) . . ? C36A C33A C35A 108.8(5) . . ? C33A C34A H34A 109.5 . . ? C33A C34A H34B 109.5 . . ? H34A C34A H34B 109.5 . . ? C33A C34A H34C 109.5 . . ? H34A C34A H34C 109.5 . . ? H34B C34A H34C 109.5 . . ? C33A C35A H35A 109.5 . . ? C33A C35A H35B 109.5 . . ? H35A C35A H35B 109.5 . . ? C33A C35A H35C 109.5 . . ? H35A C35A H35C 109.5 . . ? H35B C35A H35C 109.5 . . ? C33A C36A H36A 109.5 . . ? C33A C36A H36B 109.5 . . ? H36A C36A H36B 109.5 . . ? C33A C36A H36C 109.5 . . ? H36A C36A H36C 109.5 . . ? H36B C36A H36C 109.5 . . ? C12A C11A C16A 118.5(5) . . ? C12A C11A P1A 126.0(4) . . ? C16A C11A P1A 114.8(4) . . ? C13A C12A C11A 118.8(5) . . ? C13A C12A C17A 116.3(5) . . ? C11A C12A C17A 124.9(5) . . ? C14A C13A C12A 123.4(5) . . ? C14A C13A H13A 118.3 . . ? C12A C13A H13A 118.3 . . ? C13A C14A C15A 117.5(5) . . ? C13A C14A C18A 122.0(6) . . ? C15A C14A C18A 120.5(6) . . ? C16A C15A C14A 122.3(5) . . ? C16A C15A H15A 118.9 . . ? C14A C15A H15A 118.9 . . ? C15A C16A C11A 119.5(5) . . ? C15A C16A C19A 117.6(5) . . ? C11A C16A C19A 122.9(5) . . ? C12A C17A H17A 109.5 . . ? C12A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C12A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C14A C18A H18A 109.5 . . ? C14A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C14A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C16A C19A H19A 109.5 . . ? C16A C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C16A C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C22A C21A C26A 118.7(4) . . ? C22A C21A P1A 123.5(4) . . ? C26A C21A P1A 117.8(4) . . ? C23A C22A C21A 119.0(5) . . ? C23A C22A C27A 117.2(4) . . ? C21A C22A C27A 123.7(4) . . ? C22A C23A C24A 122.4(5) . . ? C22A C23A H23A 118.8 . . ? C24A C23A H23A 118.8 . . ? C25A C24A C23A 118.5(5) . . ? C25A C24A C28A 120.3(5) . . ? C23A C24A C28A 121.3(5) . . ? C24A C25A C26A 122.3(5) . . ? C24A C25A H25A 118.9 . . ? C26A C25A H25A 118.9 . . ? C25A C26A C21A 119.2(4) . . ? C25A C26A C29A 116.4(4) . . ? C21A C26A C29A 124.4(4) . . ? C22A C27A H27A 109.5 . . ? C22A C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? C22A C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C24A C28A H28A 109.5 . . ? C24A C28A H28B 109.5 . . ? H28A C28A H28B 109.5 . . ? C24A C28A H28C 109.5 . . ? H28A C28A H28C 109.5 . . ? H28B C28A H28C 109.5 . . ? C26A C29A H29A 109.5 . . ? C26A C29A H29B 109.5 . . ? H29A C29A H29B 109.5 . . ? C26A C29A H29C 109.5 . . ? H29A C29A H29C 109.5 . . ? H29B C29A H29C 109.5 . . ? C4A C3A C8A 118.0(4) . . ? C4A C3A C2A 119.7(4) . . ? C8A C3A C2A 122.2(4) . . ? C5A C4A C3A 121.0(5) . . ? C5A C4A H4A 119.5 . . ? C3A C4A H4A 119.5 . . ? C6A C5A C4A 120.5(5) . . ? C6A C5A H5A 119.7 . . ? C4A C5A H5A 119.7 . . ? C5A C6A C7A 119.4(5) . . ? C5A C6A H6A 120.3 . . ? C7A C6A H6A 120.3 . . ? C6A C7A C8A 121.4(5) . . ? C6A C7A H7A 119.3 . . ? C8A C7A H7A 119.3 . . ? C7A C8A C3A 119.7(5) . . ? C7A C8A H8A 120.1 . . ? C3A C8A H8A 120.1 . . ? C41A B1A C51A 117.5(4) . . ? C41A B1A C1A 123.0(4) . . ? C51A B1A C1A 106.9(4) . . ? C41A B1A P1A 105.8(3) . . ? C51A B1A P1A 120.2(4) . . ? C1A B1A P1A 77.9(3) . . ? C56A C51A C52A 112.1(5) . . ? C56A C51A B1A 122.1(5) . . ? C52A C51A B1A 124.9(4) . . ? C53A C52A F52A 115.7(5) . . ? C53A C52A C51A 125.5(5) . . ? F52A C52A C51A 118.8(4) . . ? F53A C53A C52A 121.1(5) . . ? F53A C53A C54A 119.9(6) . . ? C52A C53A C54A 118.9(6) . . ? F54A C54A C53A 120.4(6) . . ? F54A C54A C55A 120.8(6) . . ? C53A C54A C55A 118.8(6) . . ? C56A C55A F55A 120.5(6) . . ? C56A C55A C54A 120.0(5) . . ? F55A C55A C54A 119.6(5) . . ? C55A C56A F56A 115.7(5) . . ? C55A C56A C51A 124.6(5) . . ? F56A C56A C51A 119.7(5) . . ? C46A C41A C42A 112.8(4) . . ? C46A C41A B1A 121.4(4) . . ? C42A C41A B1A 124.8(4) . . ? F42A C42A C43A 115.6(5) . . ? F42A C42A C41A 120.0(5) . . ? C43A C42A C41A 124.4(5) . . ? F43A C43A C44A 120.3(5) . . ? F43A C43A C42A 120.3(5) . . ? C44A C43A C42A 119.4(5) . . ? F44A C44A C45A 120.7(5) . . ? F44A C44A C43A 120.2(5) . . ? C45A C44A C43A 119.1(5) . . ? F45A C45A C44A 119.8(5) . . ? F45A C45A C46A 120.2(5) . . ? C44A C45A C46A 119.9(5) . . ? F46A C46A C45A 116.3(4) . . ? F46A C46A C41A 119.3(4) . . ? C45A C46A C41A 124.3(5) . . ? C2B P1B C11B 116.45(19) . . ? C2B P1B C21B 113.5(2) . . ? C11B P1B C21B 107.0(2) . . ? C2B P1B B1B 75.3(2) . . ? C11B P1B B1B 136.5(2) . . ? C21B P1B B1B 104.9(2) . . ? C1B C2B C3B 130.3(4) . . ? C1B C2B P1B 96.8(3) . . ? C3B C2B P1B 132.7(3) . . ? C2B C1B C31B 127.6(4) . . ? C2B C1B B1B 107.0(4) . . ? C31B C1B B1B 124.0(4) . . ? C32B C31B C1B 122.6(4) . . ? C32B C31B H31B 118.7 . . ? C1B C31B H31B 118.7 . . ? C31B C32B C33B 130.2(4) . . ? C31B C32B H32B 114.9 . . ? C33B C32B H32B 114.9 . . ? C32B C33B C34B 112.7(4) . . ? C32B C33B C35B 107.4(5) . . ? C34B C33B C35B 109.0(5) . . ? C32B C33B C36B 108.8(4) . . ? C34B C33B C36B 109.4(5) . . ? C35B C33B C36B 109.5(5) . . ? C33B C34B H34D 109.5 . . ? C33B C34B H34E 109.5 . . ? H34D C34B H34E 109.5 . . ? C33B C34B H34F 109.5 . . ? H34D C34B H34F 109.5 . . ? H34E C34B H34F 109.5 . . ? C33B C35B H35D 109.5 . . ? C33B C35B H35E 109.5 . . ? H35D C35B H35E 109.5 . . ? C33B C35B H35F 109.5 . . ? H35D C35B H35F 109.5 . . ? H35E C35B H35F 109.5 . . ? C33B C36B H36D 109.5 . . ? C33B C36B H36E 109.5 . . ? H36D C36B H36E 109.5 . . ? C33B C36B H36F 109.5 . . ? H36D C36B H36F 109.5 . . ? H36E C36B H36F 109.5 . . ? C16B C11B C12B 118.3(4) . . ? C16B C11B P1B 122.9(3) . . ? C12B C11B P1B 118.7(3) . . ? C13B C12B C11B 119.5(4) . . ? C13B C12B C17B 116.7(4) . . ? C11B C12B C17B 123.8(4) . . ? C14B C13B C12B 123.0(5) . . ? C14B C13B H13B 118.5 . . ? C12B C13B H13B 118.5 . . ? C15B C14B C13B 116.9(4) . . ? C15B C14B C18B 121.7(5) . . ? C13B C14B C18B 121.4(5) . . ? C14B C15B C16B 122.7(5) . . ? C14B C15B H15B 118.6 . . ? C16B C15B H15B 118.6 . . ? C15B C16B C11B 119.6(4) . . ? C15B C16B C19B 115.0(4) . . ? C11B C16B C19B 125.4(4) . . ? C12B C17B H17D 109.5 . . ? C12B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C12B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C14B C18B H18D 109.5 . . ? C14B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C14B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C16B C19B H19D 109.5 . . ? C16B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C16B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C26B C21B C22B 118.7(4) . . ? C26B C21B P1B 125.3(3) . . ? C22B C21B P1B 115.3(3) . . ? C23B C22B C21B 119.3(4) . . ? C23B C22B C27B 117.5(4) . . ? C21B C22B C27B 123.1(4) . . ? C24B C23B C22B 122.2(4) . . ? C24B C23B H23B 118.9 . . ? C22B C23B H23B 118.9 . . ? C23B C24B C25B 117.5(4) . . ? C23B C24B C28B 120.8(4) . . ? C25B C24B C28B 121.7(5) . . ? C24B C25B C26B 123.5(4) . . ? C24B C25B H25B 118.3 . . ? C26B C25B H25B 118.3 . . ? C25B C26B C21B 118.7(4) . . ? C25B C26B C29B 116.5(4) . . ? C21B C26B C29B 124.9(4) . . ? C22B C27B H27D 109.5 . . ? C22B C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? C22B C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 109.5 . . ? C24B C28B H28D 109.5 . . ? C24B C28B H28E 109.5 . . ? H28D C28B H28E 109.5 . . ? C24B C28B H28F 109.5 . . ? H28D C28B H28F 109.5 . . ? H28E C28B H28F 109.5 . . ? C26B C29B H29D 109.5 . . ? C26B C29B H29E 109.5 . . ? H29D C29B H29E 109.5 . . ? C26B C29B H29F 109.5 . . ? H29D C29B H29F 109.5 . . ? H29E C29B H29F 109.5 . . ? C4B C3B C8B 117.8(4) . . ? C4B C3B C2B 120.8(4) . . ? C8B C3B C2B 121.3(4) . . ? C5B C4B C3B 121.5(4) . . ? C5B C4B H4B 119.3 . . ? C3B C4B H4B 119.3 . . ? C6B C5B C4B 120.2(5) . . ? C6B C5B H5B 119.9 . . ? C4B C5B H5B 119.9 . . ? C5B C6B C7B 119.2(4) . . ? C5B C6B H6B 120.4 . . ? C7B C6B H6B 120.4 . . ? C8B C7B C6B 121.1(4) . . ? C8B C7B H7B 119.5 . . ? C6B C7B H7B 119.5 . . ? C7B C8B C3B 120.3(4) . . ? C7B C8B H8B 119.9 . . ? C3B C8B H8B 119.9 . . ? C41B B1B C1B 122.8(4) . . ? C41B B1B C51B 117.9(4) . . ? C1B B1B C51B 105.0(4) . . ? C41B B1B P1B 106.6(3) . . ? C1B B1B P1B 79.0(3) . . ? C51B B1B P1B 120.4(3) . . ? C52B C51B C56B 112.2(4) . . ? C52B C51B B1B 123.7(4) . . ? C56B C51B B1B 122.5(4) . . ? F52B C52B C53B 116.0(4) . . ? F52B C52B C51B 119.4(4) . . ? C53B C52B C51B 124.6(4) . . ? F53B C53B C52B 119.8(4) . . ? F53B C53B C54B 119.8(4) . . ? C52B C53B C54B 120.4(4) . . ? F54B C54B C55B 120.2(5) . . ? F54B C54B C53B 121.5(5) . . ? C55B C54B C53B 118.3(4) . . ? F55B C55B C54B 120.3(5) . . ? F55B C55B C56B 119.8(4) . . ? C54B C55B C56B 119.9(5) . . ? F56B C56B C55B 115.1(4) . . ? F56B C56B C51B 120.2(4) . . ? C55B C56B C51B 124.6(4) . . ? C46B C41B C42B 113.4(4) . . ? C46B C41B B1B 124.1(4) . . ? C42B C41B B1B 122.1(4) . . ? F42B C42B C43B 116.7(4) . . ? F42B C42B C41B 119.6(4) . . ? C43B C42B C41B 123.7(4) . . ? F43B C43B C44B 120.3(4) . . ? F43B C43B C42B 120.1(4) . . ? C44B C43B C42B 119.6(4) . . ? F44B C44B C45B 121.2(4) . . ? F44B C44B C43B 119.7(4) . . ? C45B C44B C43B 119.1(4) . . ? F45B C45B C44B 118.8(4) . . ? F45B C45B C46B 121.1(4) . . ? C44B C45B C46B 120.1(4) . . ? F46B C46B C45B 116.1(4) . . ? F46B C46B C41B 119.9(4) . . ? C45B C46B C41B 124.0(4) . . ? C72 C71 C76 117.5(7) . . ? C72 C71 C77 122.5(7) . . ? C76 C71 C77 120.0(7) . . ? C71 C72 C73 122.1(7) . . ? C71 C72 H72 118.9 . . ? C73 C72 H72 118.9 . . ? C74 C73 C72 120.2(7) . . ? C74 C73 H73 119.9 . . ? C72 C73 H73 119.9 . . ? C75 C74 C73 119.1(8) . . ? C75 C74 H74 120.5 . . ? C73 C74 H74 120.5 . . ? C74 C75 C76 120.8(8) . . ? C74 C75 H75 119.6 . . ? C76 C75 H75 119.6 . . ? C71 C76 C75 120.4(7) . . ? C71 C76 H76 119.8 . . ? C75 C76 H76 119.8 . . ? C71 C77 H77A 109.5 . . ? C71 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C71 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 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 C21A P1A C2A C1A -150.1(3) . . . . ? C11A P1A C2A C1A 89.7(3) . . . . ? B1A P1A C2A C1A -10.3(3) . . . . ? C21A P1A C2A C3A 22.5(5) . . . . ? C11A P1A C2A C3A -97.8(5) . . . . ? B1A P1A C2A C3A 162.2(5) . . . . ? C3A C2A C1A C31A 9.1(8) . . . . ? P1A C2A C1A C31A -178.0(4) . . . . ? C3A C2A C1A B1A -159.2(5) . . . . ? P1A C2A C1A B1A 13.7(4) . . . . ? C2A C1A C31A C32A 176.1(5) . . . . ? B1A C1A C31A C32A -17.7(8) . . . . ? C1A C31A C32A C33A 178.7(5) . . . . ? C31A C32A C33A C34A 130.8(6) . . . . ? C31A C32A C33A C36A 8.6(8) . . . . ? C31A C32A C33A C35A -110.5(6) . . . . ? C2A P1A C11A C12A 2.0(5) . . . . ? C21A P1A C11A C12A -123.6(4) . . . . ? B1A P1A C11A C12A 82.0(5) . . . . ? C2A P1A C11A C16A -168.4(3) . . . . ? C21A P1A C11A C16A 66.0(4) . . . . ? B1A P1A C11A C16A -88.3(4) . . . . ? C16A C11A C12A C13A 2.4(7) . . . . ? P1A C11A C12A C13A -167.6(4) . . . . ? C16A C11A C12A C17A -178.5(5) . . . . ? P1A C11A C12A C17A 11.4(7) . . . . ? C11A C12A C13A C14A -0.5(8) . . . . ? C17A C12A C13A C14A -179.6(5) . . . . ? C12A C13A C14A C15A -2.6(9) . . . . ? C12A C13A C14A C18A 177.1(6) . . . . ? C13A C14A C15A C16A 3.8(9) . . . . ? C18A C14A C15A C16A -175.9(5) . . . . ? C14A C15A C16A C11A -1.9(8) . . . . ? C14A C15A C16A C19A 178.2(5) . . . . ? C12A C11A C16A C15A -1.3(7) . . . . ? P1A C11A C16A C15A 169.9(4) . . . . ? C12A C11A C16A C19A 178.6(5) . . . . ? P1A C11A C16A C19A -10.2(6) . . . . ? C2A P1A C21A C22A 114.6(4) . . . . ? C11A P1A C21A C22A -119.9(4) . . . . ? B1A P1A C21A C22A 18.4(6) . . . . ? C2A P1A C21A C26A -68.3(4) . . . . ? C11A P1A C21A C26A 57.2(4) . . . . ? B1A P1A C21A C26A -164.5(4) . . . . ? C26A C21A C22A C23A 0.3(7) . . . . ? P1A C21A C22A C23A 177.4(4) . . . . ? C26A C21A C22A C27A -176.3(4) . . . . ? P1A C21A C22A C27A 0.8(7) . . . . ? C21A C22A C23A C24A 1.0(8) . . . . ? C27A C22A C23A C24A 177.8(5) . . . . ? C22A C23A C24A C25A -0.1(8) . . . . ? C22A C23A C24A C28A 179.9(5) . . . . ? C23A C24A C25A C26A -2.1(8) . . . . ? C28A C24A C25A C26A 177.9(5) . . . . ? C24A C25A C26A C21A 3.3(8) . . . . ? C24A C25A C26A C29A -177.4(5) . . . . ? C22A C21A C26A C25A -2.3(7) . . . . ? P1A C21A C26A C25A -179.6(4) . . . . ? C22A C21A C26A C29A 178.4(5) . . . . ? P1A C21A C26A C29A 1.2(7) . . . . ? C1A C2A C3A C4A 124.3(6) . . . . ? P1A C2A C3A C4A -46.2(7) . . . . ? C1A C2A C3A C8A -51.9(7) . . . . ? P1A C2A C3A C8A 137.6(4) . . . . ? C8A C3A C4A C5A -1.2(7) . . . . ? C2A C3A C4A C5A -177.5(5) . . . . ? C3A C4A C5A C6A 2.5(8) . . . . ? C4A C5A C6A C7A -2.4(8) . . . . ? C5A C6A C7A C8A 0.9(8) . . . . ? C6A C7A C8A C3A 0.4(8) . . . . ? C4A C3A C8A C7A -0.3(7) . . . . ? C2A C3A C8A C7A 175.9(4) . . . . ? C2A C1A B1A C41A -112.7(5) . . . . ? C31A C1A B1A C41A 78.8(7) . . . . ? C2A C1A B1A C51A 106.6(5) . . . . ? C31A C1A B1A C51A -61.9(6) . . . . ? C2A C1A B1A P1A -11.6(4) . . . . ? C31A C1A B1A P1A 179.9(5) . . . . ? C2A P1A B1A C41A 130.0(4) . . . . ? C21A P1A B1A C41A -119.7(4) . . . . ? C11A P1A B1A C41A 18.5(4) . . . . ? C2A P1A B1A C51A -94.0(4) . . . . ? C21A P1A B1A C51A 16.3(6) . . . . ? C11A P1A B1A C51A 154.5(4) . . . . ? C2A P1A B1A C1A 8.7(3) . . . . ? C21A P1A B1A C1A 119.0(4) . . . . ? C11A P1A B1A C1A -102.8(3) . . . . ? C41A B1A C51A C56A -32.7(7) . . . . ? C1A B1A C51A C56A 110.5(5) . . . . ? P1A B1A C51A C56A -163.9(4) . . . . ? C41A B1A C51A C52A 159.5(4) . . . . ? C1A B1A C51A C52A -57.3(6) . . . . ? P1A B1A C51A C52A 28.3(6) . . . . ? C56A C51A C52A C53A 3.1(7) . . . . ? B1A C51A C52A C53A 171.9(5) . . . . ? C56A C51A C52A F52A -177.4(4) . . . . ? B1A C51A C52A F52A -8.5(7) . . . . ? F52A C52A C53A F53A -2.9(7) . . . . ? C51A C52A C53A F53A 176.7(5) . . . . ? F52A C52A C53A C54A 175.7(5) . . . . ? C51A C52A C53A C54A -4.7(8) . . . . ? F53A C53A C54A F54A -0.6(8) . . . . ? C52A C53A C54A F54A -179.2(5) . . . . ? F53A C53A C54A C55A -178.2(5) . . . . ? C52A C53A C54A C55A 3.2(8) . . . . ? F54A C54A C55A C56A -178.1(5) . . . . ? C53A C54A C55A C56A -0.4(9) . . . . ? F54A C54A C55A F55A 1.8(8) . . . . ? C53A C54A C55A F55A 179.5(5) . . . . ? F55A C55A C56A F56A 1.7(8) . . . . ? C54A C55A C56A F56A -178.4(5) . . . . ? F55A C55A C56A C51A 178.9(5) . . . . ? C54A C55A C56A C51A -1.2(9) . . . . ? C52A C51A C56A C55A 0.0(7) . . . . ? B1A C51A C56A C55A -169.3(5) . . . . ? C52A C51A C56A F56A 177.1(4) . . . . ? B1A C51A C56A F56A 7.9(7) . . . . ? C51A B1A C41A C46A -51.9(6) . . . . ? C1A B1A C41A C46A 171.2(5) . . . . ? P1A B1A C41A C46A 85.6(5) . . . . ? C51A B1A C41A C42A 140.0(5) . . . . ? C1A B1A C41A C42A 3.1(8) . . . . ? P1A B1A C41A C42A -82.5(5) . . . . ? C46A C41A C42A F42A 179.2(4) . . . . ? B1A C41A C42A F42A -11.8(7) . . . . ? C46A C41A C42A C43A -2.3(7) . . . . ? B1A C41A C42A C43A 166.6(5) . . . . ? F42A C42A C43A F43A 0.0(7) . . . . ? C41A C42A C43A F43A -178.5(5) . . . . ? F42A C42A C43A C44A 179.3(5) . . . . ? C41A C42A C43A C44A 0.8(8) . . . . ? F43A C43A C44A F44A 1.3(8) . . . . ? C42A C43A C44A F44A -177.9(5) . . . . ? F43A C43A C44A C45A 179.7(5) . . . . ? C42A C43A C44A C45A 0.4(8) . . . . ? F44A C44A C45A F45A -2.0(8) . . . . ? C43A C44A C45A F45A 179.6(5) . . . . ? F44A C44A C45A C46A 178.5(5) . . . . ? C43A C44A C45A C46A 0.1(8) . . . . ? F45A C45A C46A F46A 1.0(7) . . . . ? C44A C45A C46A F46A -179.5(5) . . . . ? F45A C45A C46A C41A 178.5(5) . . . . ? C44A C45A C46A C41A -2.0(8) . . . . ? C42A C41A C46A F46A -179.6(4) . . . . ? B1A C41A C46A F46A 11.0(7) . . . . ? C42A C41A C46A C45A 3.0(7) . . . . ? B1A C41A C46A C45A -166.4(5) . . . . ? C11B P1B C2B C1B 144.5(3) . . . . ? C21B P1B C2B C1B -90.6(3) . . . . ? B1B P1B C2B C1B 9.5(3) . . . . ? C11B P1B C2B C3B -30.8(5) . . . . ? C21B P1B C2B C3B 94.1(4) . . . . ? B1B P1B C2B C3B -165.8(5) . . . . ? C3B C2B C1B C31B -4.2(8) . . . . ? P1B C2B C1B C31B -179.7(4) . . . . ? C3B C2B C1B B1B 163.0(4) . . . . ? P1B C2B C1B B1B -12.5(4) . . . . ? C2B C1B C31B C32B -177.6(5) . . . . ? B1B C1B C31B C32B 17.2(7) . . . . ? C1B C31B C32B C33B -176.2(5) . . . . ? C31B C32B C33B C34B 1.9(8) . . . . ? C31B C32B C33B C35B -118.2(6) . . . . ? C31B C32B C33B C36B 123.4(6) . . . . ? C2B P1B C11B C16B -109.1(4) . . . . ? C21B P1B C11B C16B 122.8(4) . . . . ? B1B P1B C11B C16B -12.6(5) . . . . ? C2B P1B C11B C12B 71.6(4) . . . . ? C21B P1B C11B C12B -56.6(4) . . . . ? B1B P1B C11B C12B 168.0(3) . . . . ? C16B C11B C12B C13B 1.5(6) . . . . ? P1B C11B C12B C13B -179.1(3) . . . . ? C16B C11B C12B C17B -177.7(4) . . . . ? P1B C11B C12B C17B 1.7(6) . . . . ? C11B C12B C13B C14B 0.6(7) . . . . ? C17B C12B C13B C14B 179.9(4) . . . . ? C12B C13B C14B C15B -1.5(7) . . . . ? C12B C13B C14B C18B 178.3(5) . . . . ? C13B C14B C15B C16B 0.2(7) . . . . ? C18B C14B C15B C16B -179.5(5) . . . . ? C14B C15B C16B C11B 1.9(7) . . . . ? C14B C15B C16B C19B -175.3(4) . . . . ? C12B C11B C16B C15B -2.7(6) . . . . ? P1B C11B C16B C15B 177.9(3) . . . . ? C12B C11B C16B C19B 174.1(4) . . . . ? P1B C11B C16B C19B -5.3(6) . . . . ? C2B P1B C21B C26B -7.0(5) . . . . ? C11B P1B C21B C26B 122.8(4) . . . . ? B1B P1B C21B C26B -87.2(4) . . . . ? C2B P1B C21B C22B 163.7(3) . . . . ? C11B P1B C21B C22B -66.4(4) . . . . ? B1B P1B C21B C22B 83.5(4) . . . . ? C26B C21B C22B C23B 3.1(6) . . . . ? P1B C21B C22B C23B -168.3(3) . . . . ? C26B C21B C22B C27B -176.1(4) . . . . ? P1B C21B C22B C27B 12.4(6) . . . . ? C21B C22B C23B C24B -1.5(7) . . . . ? C27B C22B C23B C24B 177.8(4) . . . . ? C22B C23B C24B C25B -1.4(7) . . . . ? C22B C23B C24B C28B 178.7(5) . . . . ? C23B C24B C25B C26B 2.9(7) . . . . ? C28B C24B C25B C26B -177.2(5) . . . . ? C24B C25B C26B C21B -1.3(7) . . . . ? C24B C25B C26B C29B 178.7(4) . . . . ? C22B C21B C26B C25B -1.8(6) . . . . ? P1B C21B C26B C25B 168.7(3) . . . . ? C22B C21B C26B C29B 178.2(4) . . . . ? P1B C21B C26B C29B -11.3(7) . . . . ? C1B C2B C3B C4B -130.9(5) . . . . ? P1B C2B C3B C4B 43.0(7) . . . . ? C1B C2B C3B C8B 44.4(7) . . . . ? P1B C2B C3B C8B -141.7(4) . . . . ? C8B C3B C4B C5B 0.8(7) . . . . ? C2B C3B C4B C5B 176.3(4) . . . . ? C3B C4B C5B C6B -0.2(8) . . . . ? C4B C5B C6B C7B -1.1(8) . . . . ? C5B C6B C7B C8B 1.8(8) . . . . ? C6B C7B C8B C3B -1.2(7) . . . . ? C4B C3B C8B C7B -0.1(7) . . . . ? C2B C3B C8B C7B -175.5(4) . . . . ? C2B C1B B1B C41B 113.7(5) . . . . ? C31B C1B B1B C41B -78.6(6) . . . . ? C2B C1B B1B C51B -107.8(4) . . . . ? C31B C1B B1B C51B 59.9(5) . . . . ? C2B C1B B1B P1B 10.9(3) . . . . ? C31B C1B B1B P1B 178.7(4) . . . . ? C2B P1B B1B C41B -129.3(3) . . . . ? C11B P1B B1B C41B 117.6(3) . . . . ? C21B P1B B1B C41B -18.4(3) . . . . ? C2B P1B B1B C1B -8.1(2) . . . . ? C11B P1B B1B C1B -121.2(3) . . . . ? C21B P1B B1B C1B 102.8(3) . . . . ? C2B P1B B1B C51B 93.0(4) . . . . ? C11B P1B B1B C51B -20.1(5) . . . . ? C21B P1B B1B C51B -156.1(3) . . . . ? C41B B1B C51B C52B -166.3(4) . . . . ? C1B B1B C51B C52B 52.7(5) . . . . ? P1B B1B C51B C52B -33.2(6) . . . . ? C41B B1B C51B C56B 29.0(6) . . . . ? C1B B1B C51B C56B -111.9(4) . . . . ? P1B B1B C51B C56B 162.2(3) . . . . ? C56B C51B C52B F52B 179.1(4) . . . . ? B1B C51B C52B F52B 13.0(6) . . . . ? C56B C51B C52B C53B -1.2(7) . . . . ? B1B C51B C52B C53B -167.3(4) . . . . ? F52B C52B C53B F53B 0.2(6) . . . . ? C51B C52B C53B F53B -179.5(4) . . . . ? F52B C52B C53B C54B -178.5(4) . . . . ? C51B C52B C53B C54B 1.8(8) . . . . ? F53B C53B C54B F54B 0.6(7) . . . . ? C52B C53B C54B F54B 179.4(4) . . . . ? F53B C53B C54B C55B -179.6(4) . . . . ? C52B C53B C54B C55B -0.9(7) . . . . ? F54B C54B C55B F55B -1.3(7) . . . . ? C53B C54B C55B F55B 178.9(4) . . . . ? F54B C54B C55B C56B 179.4(4) . . . . ? C53B C54B C55B C56B -0.4(7) . . . . ? F55B C55B C56B F56B -2.1(6) . . . . ? C54B C55B C56B F56B 177.2(4) . . . . ? F55B C55B C56B C51B -178.4(4) . . . . ? C54B C55B C56B C51B 0.9(7) . . . . ? C52B C51B C56B F56B -176.3(4) . . . . ? B1B C51B C56B F56B -10.0(6) . . . . ? C52B C51B C56B C55B -0.1(6) . . . . ? B1B C51B C56B C55B 166.1(4) . . . . ? C1B B1B C41B C46B -5.8(7) . . . . ? C51B B1B C41B C46B -139.4(4) . . . . ? P1B B1B C41B C46B 81.6(5) . . . . ? C1B B1B C41B C42B -177.6(4) . . . . ? C51B B1B C41B C42B 48.8(6) . . . . ? P1B B1B C41B C42B -90.2(4) . . . . ? C46B C41B C42B F42B 179.4(4) . . . . ? B1B C41B C42B F42B -8.0(6) . . . . ? C46B C41B C42B C43B -2.9(7) . . . . ? B1B C41B C42B C43B 169.7(4) . . . . ? F42B C42B C43B F43B -0.9(6) . . . . ? C41B C42B C43B F43B -178.7(4) . . . . ? F42B C42B C43B C44B 177.9(4) . . . . ? C41B C42B C43B C44B 0.1(7) . . . . ? F43B C43B C44B F44B 0.8(7) . . . . ? C42B C43B C44B F44B -177.9(4) . . . . ? F43B C43B C44B C45B -179.2(4) . . . . ? C42B C43B C44B C45B 2.0(7) . . . . ? F44B C44B C45B F45B -0.2(7) . . . . ? C43B C44B C45B F45B 179.9(4) . . . . ? F44B C44B C45B C46B 178.8(4) . . . . ? C43B C44B C45B C46B -1.1(7) . . . . ? F45B C45B C46B F46B -0.9(7) . . . . ? C44B C45B C46B F46B -179.9(4) . . . . ? F45B C45B C46B C41B 177.0(4) . . . . ? C44B C45B C46B C41B -2.0(7) . . . . ? C42B C41B C46B F46B -178.3(4) . . . . ? B1B C41B C46B F46B 9.3(7) . . . . ? C42B C41B C46B C45B 3.9(7) . . . . ? B1B C41B C46B C45B -168.5(5) . . . . ? C76 C71 C72 C73 0.5(10) . . . . ? C77 C71 C72 C73 178.8(7) . . . . ? C71 C72 C73 C74 0.2(11) . . . . ? C72 C73 C74 C75 0.3(11) . . . . ? C73 C74 C75 C76 -1.5(13) . . . . ? C72 C71 C76 C75 -1.7(11) . . . . ? C77 C71 C76 C75 179.9(8) . . . . ? C74 C75 C76 C71 2.2(14) . . . . ? _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 67.17 _diffrn_measured_fraction_theta_full 0.906 _refine_diff_density_max 0.459 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.065 _database_code_depnum_ccdc_archive 'CCDC 938709' ####################################################################### # # 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_erk7049 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H28 B F10 P' _chemical_formula_weight 728.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.6685(2) _cell_length_b 13.0796(5) _cell_length_c 13.1348(7) _cell_angle_alpha 102.092(4) _cell_angle_beta 100.916(2) _cell_angle_gamma 111.060(3) _cell_volume 1750.60(12) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5472 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 1.420 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7179 _exptl_absorpt_correction_T_max 0.8711 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23167 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 4.24 _diffrn_reflns_theta_max 67.04 _reflns_number_total 6007 _reflns_number_gt 5717 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The tBu group is disordered over two positions. Several restraints (SADI, SAME, ISOR and SIMU) were used in order to improve refinement stability. ; _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^)+(0.0598P)^2^+0.4511P] 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 6007 _refine_ls_number_parameters 498 _refine_ls_number_restraints 43 _refine_ls_R_factor_all 0.0406 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1080 _refine_ls_wR_factor_gt 0.1063 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.048 _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 0.72314(3) 0.10008(3) 0.32852(3) 0.03906(12) Uani 1 1 d . . . B1 B 0.82214(15) 0.16848(14) 0.22967(14) 0.0401(4) Uani 1 1 d . . . C1 C 0.92806(13) 0.24365(12) 0.34930(12) 0.0411(3) Uani 1 1 d . . . C2 C 0.86739(14) 0.21049(12) 0.42422(12) 0.0409(3) Uani 1 1 d . . . C3 C 0.90536(13) 0.25164(12) 0.54373(12) 0.0404(3) Uani 1 1 d . . . C4 C 0.86177(15) 0.17763(14) 0.60409(13) 0.0485(4) Uani 1 1 d . . . H4 H 0.8072 0.0999 0.5676 0.058 Uiso 1 1 calc R . . C5 C 0.89721(17) 0.21617(15) 0.71657(14) 0.0555(4) Uani 1 1 d . . . H5 H 0.8665 0.1641 0.7550 0.067 Uiso 1 1 calc R . . C6 C 0.97699(17) 0.32995(16) 0.77350(13) 0.0548(4) Uani 1 1 d . . . C7 C 1.01650(17) 0.40425(15) 0.71335(14) 0.0560(4) Uani 1 1 d . . . H7 H 1.0686 0.4824 0.7501 0.067 Uiso 1 1 calc R . . C8 C 0.98195(16) 0.36724(14) 0.60156(13) 0.0490(4) Uani 1 1 d . . . H8 H 1.0102 0.4204 0.5636 0.059 Uiso 1 1 calc R . . C9 C 1.0163(2) 0.3731(2) 0.89648(16) 0.0806(6) Uani 1 1 d . . . H9A H 1.1072 0.3934 0.9249 0.121 Uiso 1 1 calc R . . H9B H 0.9677 0.3132 0.9239 0.121 Uiso 1 1 calc R . . H9C H 0.9991 0.4403 0.9194 0.121 Uiso 1 1 calc R . . C10 C 0.71319(15) -0.04174(13) 0.32667(12) 0.0444(3) Uani 1 1 d . . . C11 C 0.82203(18) -0.05544(16) 0.37102(18) 0.0644(5) Uani 1 1 d . . . H11 H 0.8994 0.0095 0.4083 0.077 Uiso 1 1 calc R . . C12 C 0.8176(2) -0.1640(2) 0.3607(2) 0.0872(7) Uani 1 1 d . . . H12 H 0.8915 -0.1727 0.3924 0.105 Uiso 1 1 calc R . . C13 C 0.7057(3) -0.25963(18) 0.3045(2) 0.0855(7) Uani 1 1 d . . . H13 H 0.7030 -0.3335 0.2980 0.103 Uiso 1 1 calc R . . C14 C 0.5983(2) -0.24706(16) 0.25810(18) 0.0716(6) Uani 1 1 d . . . H14 H 0.5225 -0.3126 0.2181 0.086 Uiso 1 1 calc R . . C15 C 0.60025(17) -0.13904(15) 0.26948(15) 0.0561(4) Uani 1 1 d . . . H15 H 0.5255 -0.1312 0.2387 0.067 Uiso 1 1 calc R . . C16 C 0.57251(14) 0.10187(13) 0.34130(13) 0.0425(3) Uani 1 1 d . . . C17 C 0.47680(16) 0.07749(18) 0.24741(15) 0.0601(5) Uani 1 1 d . . . H17 H 0.4912 0.0605 0.1791 0.072 Uiso 1 1 calc R . . C18 C 0.36051(18) 0.0781(2) 0.25435(18) 0.0707(6) Uani 1 1 d . . . H18 H 0.2954 0.0601 0.1905 0.085 Uiso 1 1 calc R . . C19 C 0.33928(17) 0.10486(18) 0.35341(18) 0.0634(5) Uani 1 1 d . . . H19 H 0.2600 0.1057 0.3575 0.076 Uiso 1 1 calc R . . C20 C 0.43371(18) 0.13051(18) 0.44690(17) 0.0626(5) Uani 1 1 d . . . H20 H 0.4192 0.1492 0.5150 0.075 Uiso 1 1 calc R . . C21 C 0.55051(16) 0.12888(16) 0.44118(14) 0.0542(4) Uani 1 1 d . . . H21 H 0.6149 0.1462 0.5053 0.065 Uiso 1 1 calc R . . C31 C 1.05947(14) 0.32987(13) 0.37695(13) 0.0460(4) Uani 1 1 d . B . H31 H 1.1074 0.3599 0.4507 0.055 Uiso 1 1 calc R . . C32 C 1.11659(15) 0.36918(14) 0.30655(14) 0.0486(4) Uani 1 1 d D . . H32 H 1.0646 0.3422 0.2342 0.058 Uiso 1 1 calc R A 1 C33 C 1.2550(3) 0.4522(4) 0.3270(4) 0.0574(14) Uani 0.768(11) 1 d PDU B 1 C34 C 1.3320(5) 0.3818(4) 0.3107(5) 0.0791(14) Uani 0.768(11) 1 d PDU B 1 H34A H 1.4203 0.4324 0.3205 0.119 Uiso 0.768(11) 1 calc PR B 1 H34B H 1.2959 0.3281 0.2378 0.119 Uiso 0.768(11) 1 calc PR B 1 H34C H 1.3293 0.3395 0.3634 0.119 Uiso 0.768(11) 1 calc PR B 1 C35 C 1.2580(4) 0.5186(6) 0.2453(6) 0.110(2) Uani 0.768(11) 1 d PD B 1 H35A H 1.3457 0.5712 0.2560 0.164 Uiso 0.768(11) 1 calc PR B 1 H35B H 1.2064 0.5617 0.2553 0.164 Uiso 0.768(11) 1 calc PR B 1 H35C H 1.2236 0.4654 0.1722 0.164 Uiso 0.768(11) 1 calc PR B 1 C36 C 1.3057(4) 0.5328(4) 0.4425(5) 0.0890(18) Uani 0.768(11) 1 d PDU B 1 H36A H 1.3932 0.5872 0.4550 0.133 Uiso 0.768(11) 1 calc PR B 1 H36B H 1.3040 0.4887 0.4935 0.133 Uiso 0.768(11) 1 calc PR B 1 H36C H 1.2524 0.5741 0.4529 0.133 Uiso 0.768(11) 1 calc PR B 1 C33A C 1.2563(8) 0.4576(10) 0.3469(11) 0.051(4) Uani 0.232(11) 1 d PDU B 2 C34A C 1.3340(12) 0.4845(17) 0.4652(9) 0.084(4) Uani 0.232(11) 1 d PDU B 2 H34D H 1.2984 0.5217 0.5144 0.126 Uiso 0.232(11) 1 calc PR B 2 H34E H 1.4227 0.5352 0.4765 0.126 Uiso 0.232(11) 1 calc PR B 2 H34F H 1.3298 0.4136 0.4794 0.126 Uiso 0.232(11) 1 calc PR B 2 C35A C 1.2725(11) 0.5728(10) 0.326(2) 0.099(6) Uani 0.232(11) 1 d PD B 2 H35D H 1.2241 0.6055 0.3639 0.148 Uiso 0.232(11) 1 calc PR B 2 H35E H 1.2409 0.5600 0.2485 0.148 Uiso 0.232(11) 1 calc PR B 2 H35F H 1.3625 0.6254 0.3522 0.148 Uiso 0.232(11) 1 calc PR B 2 C36A C 1.328(2) 0.4103(16) 0.2760(16) 0.089(5) Uani 0.232(11) 1 d PDU B 2 H36D H 1.2774 0.3820 0.2002 0.134 Uiso 0.232(11) 1 calc PR B 2 H36E H 1.3406 0.3479 0.2979 0.134 Uiso 0.232(11) 1 calc PR B 2 H36F H 1.4104 0.4711 0.2851 0.134 Uiso 0.232(11) 1 calc PR B 2 C41 C 0.76390(13) 0.24125(13) 0.16620(12) 0.0423(3) Uani 1 1 d . . . F42 F 0.79829(11) 0.17006(10) -0.00212(8) 0.0651(3) Uani 1 1 d . . . C42 C 0.75515(15) 0.23657(14) 0.05813(13) 0.0482(4) Uani 1 1 d . . . F43 F 0.69903(13) 0.28777(12) -0.10049(9) 0.0792(3) Uani 1 1 d . . . C43 C 0.70419(17) 0.29764(16) 0.00465(15) 0.0566(4) Uani 1 1 d . . . F44 F 0.60981(13) 0.42947(12) 0.00790(12) 0.0870(4) Uani 1 1 d . . . C44 C 0.65886(17) 0.36916(16) 0.05874(17) 0.0599(5) Uani 1 1 d . . . F45 F 0.62190(13) 0.44796(10) 0.22076(11) 0.0801(4) Uani 1 1 d . . . C45 C 0.66522(16) 0.37817(14) 0.16566(16) 0.0561(4) Uani 1 1 d . . . F46 F 0.72380(11) 0.33320(9) 0.32275(8) 0.0617(3) Uani 1 1 d . . . C46 C 0.71766(15) 0.31646(13) 0.21676(13) 0.0474(4) Uani 1 1 d . . . C51 C 0.83705(14) 0.06214(13) 0.15281(12) 0.0408(3) Uani 1 1 d . . . F52 F 0.61455(8) -0.02010(9) 0.06307(8) 0.0582(3) Uani 1 1 d . . . C52 C 0.72894(14) -0.02763(14) 0.07707(12) 0.0449(3) Uani 1 1 d . . . F53 F 0.61883(11) -0.21010(10) -0.05557(9) 0.0737(3) Uani 1 1 d . . . C53 C 0.72803(16) -0.12652(14) 0.01489(13) 0.0515(4) Uani 1 1 d . . . F54 F 0.84412(13) -0.23411(10) -0.03519(10) 0.0805(4) Uani 1 1 d . . . C54 C 0.84095(18) -0.13961(15) 0.02552(14) 0.0539(4) Uani 1 1 d . . . F55 F 1.06251(10) -0.06516(10) 0.10910(9) 0.0663(3) Uani 1 1 d . . . C55 C 0.95112(15) -0.05367(15) 0.09871(13) 0.0487(4) Uani 1 1 d . . . F56 F 1.05980(9) 0.12098(9) 0.23262(9) 0.0612(3) Uani 1 1 d . . . C56 C 0.94724(14) 0.04307(13) 0.16075(12) 0.0438(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.03030(19) 0.0390(2) 0.0406(2) 0.00912(15) 0.00854(15) 0.00887(15) B1 0.0303(8) 0.0417(8) 0.0427(9) 0.0105(7) 0.0101(7) 0.0103(7) C1 0.0334(7) 0.0394(7) 0.0449(8) 0.0107(6) 0.0096(6) 0.0110(6) C2 0.0337(7) 0.0386(7) 0.0443(8) 0.0102(6) 0.0088(6) 0.0109(6) C3 0.0321(7) 0.0406(7) 0.0413(8) 0.0099(6) 0.0065(6) 0.0107(6) C4 0.0457(8) 0.0414(8) 0.0471(9) 0.0126(7) 0.0075(7) 0.0091(7) C5 0.0576(10) 0.0543(10) 0.0481(9) 0.0201(8) 0.0117(8) 0.0154(8) C6 0.0491(9) 0.0601(10) 0.0427(9) 0.0105(7) 0.0067(7) 0.0150(8) C7 0.0490(9) 0.0467(9) 0.0509(9) 0.0035(7) 0.0094(7) 0.0052(7) C8 0.0466(9) 0.0427(8) 0.0476(9) 0.0118(7) 0.0127(7) 0.0089(7) C9 0.0867(15) 0.0827(15) 0.0453(10) 0.0095(10) 0.0085(10) 0.0160(12) C10 0.0401(8) 0.0414(8) 0.0456(8) 0.0109(6) 0.0139(6) 0.0108(6) C11 0.0456(9) 0.0490(10) 0.0909(14) 0.0158(9) 0.0116(9) 0.0182(8) C12 0.0696(14) 0.0606(12) 0.136(2) 0.0286(13) 0.0214(14) 0.0364(11) C13 0.0942(17) 0.0476(11) 0.1173(19) 0.0212(12) 0.0370(15) 0.0312(11) C14 0.0750(13) 0.0399(9) 0.0781(13) 0.0090(9) 0.0209(11) 0.0053(9) C15 0.0507(9) 0.0464(9) 0.0561(10) 0.0133(7) 0.0111(8) 0.0071(7) C16 0.0337(7) 0.0410(8) 0.0480(8) 0.0127(6) 0.0110(6) 0.0109(6) C17 0.0406(9) 0.0836(13) 0.0519(10) 0.0214(9) 0.0112(7) 0.0218(9) C18 0.0394(9) 0.1040(16) 0.0707(12) 0.0368(12) 0.0112(8) 0.0287(10) C19 0.0420(9) 0.0734(12) 0.0874(14) 0.0373(11) 0.0264(9) 0.0268(9) C20 0.0541(10) 0.0766(12) 0.0663(11) 0.0230(10) 0.0303(9) 0.0301(9) C21 0.0437(9) 0.0655(10) 0.0494(9) 0.0135(8) 0.0119(7) 0.0214(8) C31 0.0341(7) 0.0460(8) 0.0454(8) 0.0069(7) 0.0089(6) 0.0079(6) C32 0.0414(8) 0.0450(8) 0.0535(9) 0.0115(7) 0.0152(7) 0.0127(7) C33 0.045(2) 0.049(2) 0.071(2) 0.0116(16) 0.0280(16) 0.0106(17) C34 0.0447(16) 0.077(3) 0.099(3) 0.002(2) 0.0176(19) 0.0236(17) C35 0.073(2) 0.108(4) 0.166(5) 0.088(4) 0.056(3) 0.021(2) C36 0.0467(18) 0.063(2) 0.105(3) -0.022(2) 0.0238(19) -0.0087(15) C33A 0.040(7) 0.054(8) 0.064(7) 0.022(6) 0.035(5) 0.014(5) C34A 0.044(5) 0.097(8) 0.071(6) 0.003(5) 0.009(4) 0.002(5) C35A 0.055(6) 0.059(6) 0.169(18) 0.030(8) 0.044(8) 0.007(5) C36A 0.072(7) 0.077(8) 0.103(9) 0.004(6) 0.029(6) 0.024(6) C41 0.0325(7) 0.0409(8) 0.0477(8) 0.0116(6) 0.0112(6) 0.0100(6) F42 0.0831(7) 0.0830(7) 0.0538(6) 0.0296(5) 0.0341(5) 0.0498(6) C42 0.0414(8) 0.0523(9) 0.0518(9) 0.0171(7) 0.0157(7) 0.0187(7) F43 0.0887(8) 0.1015(9) 0.0609(7) 0.0422(6) 0.0200(6) 0.0455(7) C43 0.0484(9) 0.0624(10) 0.0567(10) 0.0255(8) 0.0112(8) 0.0185(8) F44 0.0880(9) 0.0846(8) 0.1060(10) 0.0486(7) 0.0153(7) 0.0507(7) C44 0.0470(9) 0.0556(10) 0.0766(12) 0.0286(9) 0.0084(8) 0.0211(8) F45 0.0861(8) 0.0637(7) 0.1078(9) 0.0237(6) 0.0364(7) 0.0475(6) C45 0.0458(9) 0.0428(8) 0.0784(12) 0.0147(8) 0.0169(8) 0.0194(7) F46 0.0772(7) 0.0550(6) 0.0581(6) 0.0118(5) 0.0270(5) 0.0326(5) C46 0.0422(8) 0.0407(8) 0.0526(9) 0.0098(7) 0.0139(7) 0.0120(7) C51 0.0361(7) 0.0441(8) 0.0394(7) 0.0128(6) 0.0102(6) 0.0139(6) F52 0.0345(5) 0.0640(6) 0.0611(6) 0.0035(5) 0.0053(4) 0.0168(4) C52 0.0361(8) 0.0508(9) 0.0438(8) 0.0118(7) 0.0100(6) 0.0158(7) F53 0.0547(6) 0.0594(6) 0.0704(7) -0.0101(5) -0.0020(5) 0.0099(5) C53 0.0450(9) 0.0478(9) 0.0457(9) 0.0040(7) 0.0050(7) 0.0110(7) F54 0.0830(8) 0.0645(7) 0.0794(8) -0.0092(6) 0.0102(6) 0.0384(6) C54 0.0600(10) 0.0484(9) 0.0497(9) 0.0061(7) 0.0134(8) 0.0246(8) F55 0.0541(6) 0.0698(7) 0.0787(7) 0.0127(5) 0.0156(5) 0.0372(5) C55 0.0443(8) 0.0543(9) 0.0520(9) 0.0158(7) 0.0139(7) 0.0256(7) F56 0.0363(5) 0.0556(6) 0.0736(7) 0.0008(5) 0.0003(4) 0.0174(4) C56 0.0354(7) 0.0446(8) 0.0442(8) 0.0106(6) 0.0071(6) 0.0128(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 P1 C2 1.7860(15) . ? P1 C16 1.8049(15) . ? P1 C10 1.8112(16) . ? P1 B1 2.0328(17) . ? B1 C51 1.624(2) . ? B1 C41 1.627(2) . ? B1 C1 1.645(2) . ? C1 C2 1.371(2) . ? C1 C31 1.459(2) . ? C2 C3 1.470(2) . ? C3 C4 1.394(2) . ? C3 C8 1.397(2) . ? C4 C5 1.384(2) . ? C4 H4 0.9400 . ? C5 C6 1.384(3) . ? C5 H5 0.9400 . ? C6 C7 1.385(3) . ? C6 C9 1.513(3) . ? C7 C8 1.375(2) . ? C7 H7 0.9400 . ? C8 H8 0.9400 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 C11 1.383(2) . ? C10 C15 1.393(2) . ? C11 C12 1.379(3) . ? C11 H11 0.9400 . ? C12 C13 1.374(3) . ? C12 H12 0.9400 . ? C13 C14 1.367(3) . ? C13 H13 0.9400 . ? C14 C15 1.381(3) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 C21 1.382(2) . ? C16 C17 1.388(2) . ? C17 C18 1.380(3) . ? C17 H17 0.9400 . ? C18 C19 1.368(3) . ? C18 H18 0.9400 . ? C19 C20 1.372(3) . ? C19 H19 0.9400 . ? C20 C21 1.387(2) . ? C20 H20 0.9400 . ? C21 H21 0.9400 . ? C31 C32 1.323(2) . ? C31 H31 0.9400 . ? C32 C33 1.521(4) . ? C32 C33A 1.528(8) . ? C32 H32 0.9400 . ? C33 C34 1.512(4) . ? C33 C35 1.514(5) . ? C33 C36 1.519(5) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C34 H34C 0.9700 . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C35 H35C 0.9700 . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C36 H36C 0.9700 . ? C33A C35A 1.539(8) . ? C33A C36A 1.539(9) . ? C33A C34A 1.540(8) . ? C34A H34D 0.9700 . ? C34A H34E 0.9700 . ? C34A H34F 0.9700 . ? C35A H35D 0.9700 . ? C35A H35E 0.9700 . ? C35A H35F 0.9700 . ? C36A H36D 0.9700 . ? C36A H36E 0.9700 . ? C36A H36F 0.9700 . ? C41 C42 1.390(2) . ? C41 C46 1.394(2) . ? F42 C42 1.3468(19) . ? C42 C43 1.380(2) . ? F43 C43 1.347(2) . ? C43 C44 1.371(3) . ? F44 C44 1.340(2) . ? C44 C45 1.370(3) . ? F45 C45 1.344(2) . ? C45 C46 1.379(2) . ? F46 C46 1.3470(19) . ? C51 C56 1.385(2) . ? C51 C52 1.389(2) . ? F52 C52 1.3543(18) . ? C52 C53 1.373(2) . ? F53 C53 1.3430(18) . ? C53 C54 1.374(2) . ? F54 C54 1.340(2) . ? C54 C55 1.371(2) . ? F55 C55 1.3461(18) . ? C55 C56 1.375(2) . ? F56 C56 1.3491(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 C16 117.88(7) . . ? C2 P1 C10 111.61(7) . . ? C16 P1 C10 106.95(7) . . ? C2 P1 B1 77.92(7) . . ? C16 P1 B1 126.18(7) . . ? C10 P1 B1 113.67(7) . . ? C51 B1 C41 115.66(13) . . ? C51 B1 C1 119.92(12) . . ? C41 B1 C1 115.24(12) . . ? C51 B1 P1 105.16(10) . . ? C41 B1 P1 115.10(10) . . ? C1 B1 P1 79.58(9) . . ? C2 C1 C31 124.32(14) . . ? C2 C1 B1 105.64(12) . . ? C31 C1 B1 130.04(13) . . ? C1 C2 C3 132.56(13) . . ? C1 C2 P1 96.56(10) . . ? C3 C2 P1 130.87(11) . . ? C4 C3 C8 117.08(14) . . ? C4 C3 C2 121.28(13) . . ? C8 C3 C2 121.59(14) . . ? C5 C4 C3 121.40(15) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 121.19(16) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C7 117.36(15) . . ? C5 C6 C9 121.65(17) . . ? C7 C6 C9 120.95(17) . . ? C8 C7 C6 122.07(16) . . ? C8 C7 H7 119.0 . . ? C6 C7 H7 119.0 . . ? C7 C8 C3 120.82(15) . . ? C7 C8 H8 119.6 . . ? C3 C8 H8 119.6 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 119.03(16) . . ? C11 C10 P1 120.05(12) . . ? C15 C10 P1 120.47(13) . . ? C12 C11 C10 120.27(18) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C13 C12 C11 120.4(2) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 119.82(19) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.62(19) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C14 C15 C10 119.87(18) . . ? C14 C15 H15 120.1 . . ? C10 C15 H15 120.1 . . ? C21 C16 C17 119.17(15) . . ? C21 C16 P1 122.24(12) . . ? C17 C16 P1 118.58(13) . . ? C18 C17 C16 120.03(17) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 120.52(18) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C20 119.99(17) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C19 C20 C21 120.16(18) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C16 C21 C20 120.12(16) . . ? C16 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C32 C31 C1 125.27(15) . . ? C32 C31 H31 117.4 . . ? C1 C31 H31 117.4 . . ? C31 C32 C33 128.7(2) . . ? C31 C32 C33A 119.6(5) . . ? C33 C32 C33A 9.5(7) . . ? C31 C32 H32 115.7 . . ? C33 C32 H32 115.7 . . ? C33A C32 H32 124.7 . . ? C34 C33 C35 110.3(4) . . ? C34 C33 C36 110.5(4) . . ? C35 C33 C36 110.8(4) . . ? C34 C33 C32 107.7(3) . . ? C35 C33 C32 108.1(3) . . ? C36 C33 C32 109.4(3) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C32 C33A C35A 112.7(8) . . ? C32 C33A C36A 106.4(11) . . ? C35A C33A C36A 104.5(10) . . ? C32 C33A C34A 118.9(8) . . ? C35A C33A C34A 107.7(11) . . ? C36A C33A C34A 105.4(10) . . ? C33A C34A H34D 109.5 . . ? C33A C34A H34E 109.5 . . ? H34D C34A H34E 109.5 . . ? C33A C34A H34F 109.5 . . ? H34D C34A H34F 109.5 . . ? H34E C34A H34F 109.5 . . ? C33A C35A H35D 109.5 . . ? C33A C35A H35E 109.5 . . ? H35D C35A H35E 109.5 . . ? C33A C35A H35F 109.5 . . ? H35D C35A H35F 109.5 . . ? H35E C35A H35F 109.5 . . ? C33A C36A H36D 109.5 . . ? C33A C36A H36E 109.5 . . ? H36D C36A H36E 109.5 . . ? C33A C36A H36F 109.5 . . ? H36D C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? C42 C41 C46 112.92(14) . . ? C42 C41 B1 124.72(14) . . ? C46 C41 B1 122.36(14) . . ? F42 C42 C43 115.04(15) . . ? F42 C42 C41 120.68(14) . . ? C43 C42 C41 124.27(16) . . ? F43 C43 C44 119.68(16) . . ? F43 C43 C42 120.41(17) . . ? C44 C43 C42 119.90(17) . . ? F44 C44 C45 120.73(18) . . ? F44 C44 C43 120.49(18) . . ? C45 C44 C43 118.78(16) . . ? F45 C45 C44 120.03(16) . . ? F45 C45 C46 120.23(17) . . ? C44 C45 C46 119.73(16) . . ? F46 C46 C45 115.79(15) . . ? F46 C46 C41 119.84(14) . . ? C45 C46 C41 124.37(16) . . ? C56 C51 C52 113.35(14) . . ? C56 C51 B1 126.70(13) . . ? C52 C51 B1 119.61(13) . . ? F52 C52 C53 116.27(14) . . ? F52 C52 C51 119.00(14) . . ? C53 C52 C51 124.72(14) . . ? F53 C53 C52 121.03(15) . . ? F53 C53 C54 119.84(15) . . ? C52 C53 C54 119.12(15) . . ? F54 C54 C55 120.33(16) . . ? F54 C54 C53 120.78(16) . . ? C55 C54 C53 118.89(15) . . ? F55 C55 C54 119.39(15) . . ? F55 C55 C56 120.56(15) . . ? C54 C55 C56 120.05(15) . . ? F56 C56 C55 115.54(13) . . ? F56 C56 C51 120.61(14) . . ? C55 C56 C51 123.85(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 P1 B1 C51 121.76(11) . . . . ? C16 P1 B1 C51 -122.39(10) . . . . ? C10 P1 B1 C51 13.25(12) . . . . ? C2 P1 B1 C41 -109.75(12) . . . . ? C16 P1 B1 C41 6.10(15) . . . . ? C10 P1 B1 C41 141.74(11) . . . . ? C2 P1 B1 C1 3.37(8) . . . . ? C16 P1 B1 C1 119.21(9) . . . . ? C10 P1 B1 C1 -105.14(9) . . . . ? C51 B1 C1 C2 -106.05(15) . . . . ? C41 B1 C1 C2 108.51(14) . . . . ? P1 B1 C1 C2 -4.45(11) . . . . ? C51 B1 C1 C31 74.8(2) . . . . ? C41 B1 C1 C31 -70.7(2) . . . . ? P1 B1 C1 C31 176.36(16) . . . . ? C31 C1 C2 C3 5.0(3) . . . . ? B1 C1 C2 C3 -174.22(15) . . . . ? C31 C1 C2 P1 -175.73(13) . . . . ? B1 C1 C2 P1 5.02(12) . . . . ? C16 P1 C2 C1 -128.74(10) . . . . ? C10 P1 C2 C1 106.90(10) . . . . ? B1 P1 C2 C1 -4.00(10) . . . . ? C16 P1 C2 C3 50.52(16) . . . . ? C10 P1 C2 C3 -73.84(15) . . . . ? B1 P1 C2 C3 175.26(15) . . . . ? C1 C2 C3 C4 -149.39(17) . . . . ? P1 C2 C3 C4 31.6(2) . . . . ? C1 C2 C3 C8 33.4(3) . . . . ? P1 C2 C3 C8 -145.58(14) . . . . ? C8 C3 C4 C5 -2.6(2) . . . . ? C2 C3 C4 C5 -179.91(15) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C4 C5 C6 C7 2.0(3) . . . . ? C4 C5 C6 C9 179.93(19) . . . . ? C5 C6 C7 C8 -1.9(3) . . . . ? C9 C6 C7 C8 -179.89(19) . . . . ? C6 C7 C8 C3 -0.4(3) . . . . ? C4 C3 C8 C7 2.7(2) . . . . ? C2 C3 C8 C7 179.96(15) . . . . ? C2 P1 C10 C11 -17.14(17) . . . . ? C16 P1 C10 C11 -147.42(15) . . . . ? B1 P1 C10 C11 68.73(16) . . . . ? C2 P1 C10 C15 170.62(13) . . . . ? C16 P1 C10 C15 40.33(15) . . . . ? B1 P1 C10 C15 -103.52(14) . . . . ? C15 C10 C11 C12 -1.5(3) . . . . ? P1 C10 C11 C12 -173.84(19) . . . . ? C10 C11 C12 C13 1.3(4) . . . . ? C11 C12 C13 C14 0.3(4) . . . . ? C12 C13 C14 C15 -1.6(4) . . . . ? C13 C14 C15 C10 1.4(3) . . . . ? C11 C10 C15 C14 0.1(3) . . . . ? P1 C10 C15 C14 172.47(15) . . . . ? C2 P1 C16 C21 -39.90(16) . . . . ? C10 P1 C16 C21 86.75(15) . . . . ? B1 P1 C16 C21 -135.27(14) . . . . ? C2 P1 C16 C17 138.76(14) . . . . ? C10 P1 C16 C17 -94.59(15) . . . . ? B1 P1 C16 C17 43.39(17) . . . . ? C21 C16 C17 C18 -1.3(3) . . . . ? P1 C16 C17 C18 180.00(16) . . . . ? C16 C17 C18 C19 1.3(3) . . . . ? C17 C18 C19 C20 -0.5(3) . . . . ? C18 C19 C20 C21 -0.3(3) . . . . ? C17 C16 C21 C20 0.5(3) . . . . ? P1 C16 C21 C20 179.19(14) . . . . ? C19 C20 C21 C16 0.3(3) . . . . ? C2 C1 C31 C32 -174.75(16) . . . . ? B1 C1 C31 C32 4.3(3) . . . . ? C1 C31 C32 C33 -175.3(3) . . . . ? C1 C31 C32 C33A -178.4(6) . . . . ? C31 C32 C33 C34 91.0(5) . . . . ? C33A C32 C33 C34 108(4) . . . . ? C31 C32 C33 C35 -149.9(4) . . . . ? C33A C32 C33 C35 -133(4) . . . . ? C31 C32 C33 C36 -29.1(6) . . . . ? C33A C32 C33 C36 -12(4) . . . . ? C31 C32 C33A C35A -117.7(10) . . . . ? C33 C32 C33A C35A 77(3) . . . . ? C31 C32 C33A C36A 128.3(11) . . . . ? C33 C32 C33A C36A -37(4) . . . . ? C31 C32 C33A C34A 9.7(15) . . . . ? C33 C32 C33A C34A -155(5) . . . . ? C51 B1 C41 C42 -15.6(2) . . . . ? C1 B1 C41 C42 131.31(15) . . . . ? P1 B1 C41 C42 -138.69(13) . . . . ? C51 B1 C41 C46 164.75(13) . . . . ? C1 B1 C41 C46 -48.31(19) . . . . ? P1 B1 C41 C46 41.69(18) . . . . ? C46 C41 C42 F42 178.48(14) . . . . ? B1 C41 C42 F42 -1.2(2) . . . . ? C46 C41 C42 C43 -1.1(2) . . . . ? B1 C41 C42 C43 179.21(15) . . . . ? F42 C42 C43 F43 0.6(2) . . . . ? C41 C42 C43 F43 -179.79(15) . . . . ? F42 C42 C43 C44 -179.21(15) . . . . ? C41 C42 C43 C44 0.4(3) . . . . ? F43 C43 C44 F44 -0.2(3) . . . . ? C42 C43 C44 F44 179.61(16) . . . . ? F43 C43 C44 C45 -179.86(16) . . . . ? C42 C43 C44 C45 -0.1(3) . . . . ? F44 C44 C45 F45 0.1(3) . . . . ? C43 C44 C45 F45 179.76(16) . . . . ? F44 C44 C45 C46 -179.14(16) . . . . ? C43 C44 C45 C46 0.6(3) . . . . ? F45 C45 C46 F46 -1.2(2) . . . . ? C44 C45 C46 F46 177.98(15) . . . . ? F45 C45 C46 C41 179.36(15) . . . . ? C44 C45 C46 C41 -1.4(3) . . . . ? C42 C41 C46 F46 -177.75(13) . . . . ? B1 C41 C46 F46 1.9(2) . . . . ? C42 C41 C46 C45 1.6(2) . . . . ? B1 C41 C46 C45 -178.69(14) . . . . ? C41 B1 C51 C56 126.32(16) . . . . ? C1 B1 C51 C56 -19.0(2) . . . . ? P1 B1 C51 C56 -105.53(15) . . . . ? C41 B1 C51 C52 -60.82(18) . . . . ? C1 B1 C51 C52 153.87(14) . . . . ? P1 B1 C51 C52 67.33(15) . . . . ? C56 C51 C52 F52 178.90(13) . . . . ? B1 C51 C52 F52 5.1(2) . . . . ? C56 C51 C52 C53 0.0(2) . . . . ? B1 C51 C52 C53 -173.81(15) . . . . ? F52 C52 C53 F53 0.1(2) . . . . ? C51 C52 C53 F53 179.06(15) . . . . ? F52 C52 C53 C54 -179.80(15) . . . . ? C51 C52 C53 C54 -0.8(3) . . . . ? F53 C53 C54 F54 1.3(3) . . . . ? C52 C53 C54 F54 -178.84(16) . . . . ? F53 C53 C54 C55 -179.38(16) . . . . ? C52 C53 C54 C55 0.5(3) . . . . ? F54 C54 C55 F55 -0.1(3) . . . . ? C53 C54 C55 F55 -179.43(15) . . . . ? F54 C54 C55 C56 179.99(16) . . . . ? C53 C54 C55 C56 0.6(3) . . . . ? F55 C55 C56 F56 -1.9(2) . . . . ? C54 C55 C56 F56 178.06(15) . . . . ? F55 C55 C56 C51 178.45(14) . . . . ? C54 C55 C56 C51 -1.6(3) . . . . ? C52 C51 C56 F56 -178.39(13) . . . . ? B1 C51 C56 F56 -5.1(2) . . . . ? C52 C51 C56 C55 1.3(2) . . . . ? B1 C51 C56 C55 174.51(15) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 67.04 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.179 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.033 _database_code_depnum_ccdc_archive 'CCDC 938710' ####################################################################### # # 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_erk7068 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H26 B F10 P' _chemical_formula_weight 714.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Aba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1, z+1/2' '-x+1/2, y+1, z+1/2' _cell_length_a 31.8747(6) _cell_length_b 21.7074(5) _cell_length_c 9.5693(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6621.2(2) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5355 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2912 _exptl_absorpt_coefficient_mu 1.490 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7548 _exptl_absorpt_correction_T_max 0.9428 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26345 _diffrn_reflns_av_R_equivalents 0.046 _diffrn_reflns_av_sigmaI/netI 0.0254 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.07 _diffrn_reflns_theta_max 66.85 _reflns_number_total 5588 _reflns_number_gt 5232 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0518P)^2^+1.8758P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.377(19) _refine_ls_number_reflns 5588 _refine_ls_number_parameters 454 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0890 _refine_ls_wR_factor_gt 0.0864 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.628501(16) 0.21439(2) 0.34838(6) 0.04221(12) Uani 1 1 d . . . B1 B 0.62474(8) 0.12119(10) 0.3736(2) 0.0427(5) Uani 1 1 d . . . C1 C 0.62276(7) 0.14328(9) 0.5376(2) 0.0432(4) Uani 1 1 d . . . C2 C 0.62456(7) 0.20638(10) 0.5335(2) 0.0448(5) Uani 1 1 d . . . C3 C 0.62907(7) 0.25347(9) 0.6435(2) 0.0453(5) Uani 1 1 d . . . C4 C 0.65537(8) 0.24411(10) 0.7565(2) 0.0522(5) Uani 1 1 d . . . H4 H 0.6687 0.2058 0.7675 0.063 Uiso 1 1 calc R . . C5 C 0.66228(8) 0.29021(12) 0.8534(3) 0.0605(6) Uani 1 1 d . . . H5 H 0.6804 0.2829 0.9291 0.073 Uiso 1 1 calc R . . C6 C 0.64295(8) 0.34695(10) 0.8408(3) 0.0575(6) Uani 1 1 d . . . C7 C 0.61634(9) 0.35637(11) 0.7302(3) 0.0615(6) Uani 1 1 d . . . H7 H 0.6027 0.3946 0.7209 0.074 Uiso 1 1 calc R . . C8 C 0.60910(8) 0.31064(11) 0.6317(3) 0.0569(6) Uani 1 1 d . . . H8 H 0.5907 0.3181 0.5567 0.068 Uiso 1 1 calc R . . C9 C 0.65160(13) 0.39757(13) 0.9466(3) 0.0829(9) Uani 1 1 d . . . H9A H 0.6739 0.4239 0.9122 0.124 Uiso 1 1 calc R . . H9B H 0.6600 0.3793 1.0347 0.124 Uiso 1 1 calc R . . H9C H 0.6264 0.4219 0.9603 0.124 Uiso 1 1 calc R . . C10 C 0.67450(7) 0.25611(10) 0.2891(2) 0.0485(5) Uani 1 1 d . . . C11 C 0.68334(8) 0.31450(11) 0.3405(3) 0.0612(6) Uani 1 1 d . . . H11 H 0.6654 0.3326 0.4068 0.073 Uiso 1 1 calc R . . C12 C 0.71841(10) 0.34615(13) 0.2948(4) 0.0759(8) Uani 1 1 d . . . H12 H 0.7243 0.3856 0.3301 0.091 Uiso 1 1 calc R . . C13 C 0.74461(9) 0.31999(13) 0.1980(4) 0.0740(8) Uani 1 1 d . . . H13 H 0.7683 0.3418 0.1670 0.089 Uiso 1 1 calc R . . C14 C 0.73641(8) 0.26155(14) 0.1453(3) 0.0692(7) Uani 1 1 d . . . H14 H 0.7545 0.2437 0.0791 0.083 Uiso 1 1 calc R . . C15 C 0.70113(8) 0.22976(11) 0.1918(3) 0.0564(6) Uani 1 1 d . . . H15 H 0.6954 0.1902 0.1568 0.068 Uiso 1 1 calc R . . C16 C 0.58357(7) 0.25321(9) 0.2732(2) 0.0455(5) Uani 1 1 d . . . C17 C 0.58579(9) 0.28169(11) 0.1437(3) 0.0601(6) Uani 1 1 d . . . H17 H 0.6113 0.2831 0.0948 0.072 Uiso 1 1 calc R . . C18 C 0.55006(11) 0.30797(14) 0.0870(3) 0.0803(9) Uani 1 1 d . . . H18 H 0.5515 0.3275 -0.0005 0.096 Uiso 1 1 calc R . . C19 C 0.51242(11) 0.30564(13) 0.1581(4) 0.0809(9) Uani 1 1 d . . . H19 H 0.4885 0.3245 0.1199 0.097 Uiso 1 1 calc R . . C20 C 0.50976(9) 0.27612(13) 0.2836(3) 0.0706(7) Uani 1 1 d . . . H20 H 0.4839 0.2733 0.3301 0.085 Uiso 1 1 calc R . . C21 C 0.54542(7) 0.25025(10) 0.3424(3) 0.0576(5) Uani 1 1 d . . . H21 H 0.5437 0.2306 0.4297 0.069 Uiso 1 1 calc R . . C31 C 0.62079(7) 0.10676(10) 0.6641(2) 0.0475(5) Uani 1 1 d . . . H31 H 0.6152 0.1277 0.7481 0.057 Uiso 1 1 calc R . . C32 C 0.62617(7) 0.04654(11) 0.6712(3) 0.0526(5) Uani 1 1 d . . . H32 H 0.6306 0.0252 0.5871 0.063 Uiso 1 1 calc R . . C33 C 0.62566(9) 0.00967(13) 0.8044(3) 0.0684(7) Uani 1 1 d . . . H33A H 0.6169 0.0365 0.8814 0.082 Uiso 1 1 calc R . . H33B H 0.6542 -0.0046 0.8244 0.082 Uiso 1 1 calc R . . C34 C 0.59641(13) -0.04614(15) 0.7991(4) 0.0961(12) Uani 1 1 d . . . H34A H 0.6063 -0.0741 0.7258 0.115 Uiso 1 1 calc R . . H34B H 0.5985 -0.0681 0.8883 0.115 Uiso 1 1 calc R . . C35 C 0.55268(15) -0.0322(2) 0.7729(5) 0.1202(16) Uani 1 1 d . . . H35A H 0.5418 -0.0071 0.8486 0.180 Uiso 1 1 calc R . . H35B H 0.5368 -0.0702 0.7670 0.180 Uiso 1 1 calc R . . H35C H 0.5502 -0.0098 0.6856 0.180 Uiso 1 1 calc R . . C41 C 0.66603(7) 0.08276(9) 0.3245(2) 0.0456(5) Uani 1 1 d . . . F42 F 0.71062(4) 0.14198(7) 0.47085(16) 0.0676(4) Uani 1 1 d . . . C42 C 0.70604(7) 0.09737(11) 0.3740(2) 0.0523(5) Uani 1 1 d . . . F43 F 0.77984(5) 0.08851(9) 0.3801(2) 0.0898(5) Uani 1 1 d . . . C43 C 0.74265(8) 0.07030(12) 0.3277(3) 0.0636(6) Uani 1 1 d . . . F44 F 0.77565(5) -0.00159(9) 0.1792(2) 0.0930(6) Uani 1 1 d . . . C44 C 0.74071(8) 0.02506(12) 0.2275(3) 0.0656(7) Uani 1 1 d . . . F45 F 0.69979(6) -0.03813(8) 0.08205(18) 0.0819(5) Uani 1 1 d . . . C45 C 0.70222(8) 0.00686(11) 0.1784(3) 0.0595(6) Uani 1 1 d . . . F46 F 0.63011(4) 0.01294(6) 0.17437(15) 0.0612(4) Uani 1 1 d . . . C46 C 0.66630(7) 0.03526(10) 0.2272(2) 0.0505(5) Uani 1 1 d . . . C51 C 0.58101(7) 0.10394(9) 0.2961(2) 0.0458(5) Uani 1 1 d . . . F52 F 0.54349(4) 0.07543(7) 0.50013(14) 0.0629(4) Uani 1 1 d . . . C52 C 0.54420(7) 0.08587(10) 0.3624(3) 0.0503(5) Uani 1 1 d . . . F53 F 0.47178(5) 0.06101(8) 0.3629(2) 0.0793(4) Uani 1 1 d . . . C53 C 0.50661(8) 0.07854(11) 0.2921(3) 0.0604(6) Uani 1 1 d . . . F54 F 0.46791(6) 0.08089(10) 0.0834(2) 0.0966(6) Uani 1 1 d . . . C54 C 0.50433(8) 0.08857(12) 0.1521(3) 0.0669(7) Uani 1 1 d . . . F55 F 0.53818(6) 0.11772(8) -0.05710(17) 0.0834(5) Uani 1 1 d . . . C55 C 0.53981(9) 0.10677(12) 0.0812(3) 0.0620(6) Uani 1 1 d . . . F56 F 0.61042(5) 0.13343(6) 0.08015(14) 0.0598(3) Uani 1 1 d . . . C56 C 0.57661(7) 0.11395(9) 0.1538(2) 0.0504(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0555(3) 0.0373(2) 0.0338(2) 0.0014(2) 0.0004(2) 0.0019(2) B1 0.0563(13) 0.0347(11) 0.0370(13) 0.0011(9) 0.0015(10) 0.0019(9) C1 0.0495(11) 0.0443(11) 0.0357(10) -0.0007(8) 0.0002(8) 0.0024(8) C2 0.0558(12) 0.0443(11) 0.0342(10) 0.0005(8) 0.0001(9) 0.0034(9) C3 0.0601(12) 0.0419(11) 0.0340(10) 0.0008(8) 0.0023(9) -0.0015(9) C4 0.0680(14) 0.0464(12) 0.0422(11) 0.0010(9) -0.0042(10) 0.0039(10) C5 0.0791(15) 0.0661(14) 0.0364(11) 0.0001(11) -0.0066(12) -0.0083(12) C6 0.0814(15) 0.0523(12) 0.0389(11) -0.0072(11) 0.0119(12) -0.0144(11) C7 0.0804(16) 0.0443(12) 0.0599(15) -0.0096(11) 0.0060(13) 0.0032(12) C8 0.0728(15) 0.0479(12) 0.0499(13) -0.0053(10) -0.0063(11) 0.0054(11) C9 0.136(3) 0.0642(15) 0.0487(14) -0.0159(13) 0.0074(17) -0.0205(17) C10 0.0565(12) 0.0482(11) 0.0408(11) 0.0093(9) -0.0028(10) 0.0013(9) C11 0.0713(14) 0.0524(12) 0.0598(14) 0.0030(12) -0.0007(13) -0.0048(11) C12 0.0829(19) 0.0614(15) 0.083(2) 0.0087(15) -0.0067(16) -0.0202(14) C13 0.0605(15) 0.0797(18) 0.0818(19) 0.0235(16) -0.0013(14) -0.0112(14) C14 0.0605(14) 0.0812(18) 0.0660(16) 0.0209(15) 0.0103(13) 0.0088(13) C15 0.0656(14) 0.0540(12) 0.0496(13) 0.0071(11) 0.0022(11) 0.0045(11) C16 0.0605(13) 0.0353(10) 0.0405(11) -0.0002(8) -0.0037(9) 0.0012(9) C17 0.0727(15) 0.0590(13) 0.0488(13) 0.0110(11) -0.0103(12) -0.0038(11) C18 0.100(2) 0.0716(17) 0.0690(17) 0.0192(15) -0.0318(17) -0.0003(16) C19 0.082(2) 0.0675(16) 0.093(2) -0.0072(17) -0.0400(18) 0.0119(14) C20 0.0634(16) 0.0658(15) 0.0825(19) -0.0123(14) -0.0107(14) 0.0101(12) C21 0.0634(13) 0.0543(12) 0.0552(14) -0.0035(11) 0.0010(12) 0.0078(10) C31 0.0603(13) 0.0468(12) 0.0353(10) 0.0006(9) 0.0020(9) -0.0004(9) C32 0.0617(13) 0.0500(12) 0.0460(12) 0.0051(10) 0.0048(10) 0.0006(10) C33 0.0741(17) 0.0639(15) 0.0673(17) 0.0250(13) 0.0081(13) 0.0049(12) C34 0.134(3) 0.0652(17) 0.089(2) 0.0105(16) 0.047(2) -0.0063(19) C35 0.135(4) 0.130(3) 0.096(3) 0.031(2) -0.009(3) -0.066(3) C41 0.0569(12) 0.0408(10) 0.0390(11) 0.0056(8) 0.0012(9) 0.0050(8) F42 0.0628(8) 0.0688(9) 0.0713(10) -0.0131(7) -0.0131(7) 0.0028(7) C42 0.0604(13) 0.0488(11) 0.0477(13) 0.0010(10) -0.0016(10) 0.0063(10) F43 0.0555(8) 0.1011(12) 0.1128(15) -0.0048(11) -0.0102(9) 0.0099(8) C43 0.0557(14) 0.0658(14) 0.0694(16) 0.0119(13) -0.0034(12) 0.0069(11) F44 0.0722(10) 0.0972(12) 0.1096(15) -0.0057(11) 0.0175(10) 0.0346(9) C44 0.0675(16) 0.0645(14) 0.0648(16) 0.0044(13) 0.0099(13) 0.0222(13) F45 0.0992(12) 0.0725(9) 0.0739(10) -0.0231(8) 0.0062(9) 0.0306(9) C45 0.0760(16) 0.0492(12) 0.0533(13) -0.0010(11) 0.0070(12) 0.0141(11) F46 0.0727(9) 0.0484(7) 0.0625(9) -0.0148(6) -0.0035(7) 0.0052(6) C46 0.0640(14) 0.0430(11) 0.0444(11) 0.0021(9) 0.0001(10) 0.0070(10) C51 0.0568(12) 0.0366(10) 0.0440(11) -0.0044(9) 0.0000(9) 0.0053(9) F52 0.0610(8) 0.0772(9) 0.0506(8) 0.0029(7) 0.0047(6) -0.0062(7) C52 0.0557(12) 0.0446(11) 0.0505(13) -0.0069(10) -0.0022(10) 0.0050(9) F53 0.0531(8) 0.0929(11) 0.0919(12) -0.0150(10) 0.0037(8) -0.0034(7) C53 0.0508(13) 0.0578(13) 0.0727(17) -0.0155(12) -0.0008(11) 0.0043(10) F54 0.0670(10) 0.1341(16) 0.0888(13) -0.0322(12) -0.0301(9) 0.0182(9) C54 0.0586(14) 0.0707(16) 0.0715(18) -0.0220(14) -0.0170(13) 0.0159(12) F55 0.1046(12) 0.0956(11) 0.0499(8) -0.0087(8) -0.0247(8) 0.0228(9) C55 0.0805(17) 0.0578(14) 0.0477(13) -0.0122(11) -0.0172(12) 0.0192(12) F56 0.0796(9) 0.0613(8) 0.0386(6) 0.0002(6) 0.0000(6) 0.0019(6) C56 0.0647(14) 0.0410(11) 0.0455(12) -0.0040(9) -0.0033(10) 0.0076(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C2 1.785(2) . ? P1 C16 1.810(2) . ? P1 C10 1.814(2) . ? P1 B1 2.041(2) . ? B1 C51 1.623(3) . ? B1 C41 1.628(3) . ? B1 C1 1.642(3) . ? C1 C2 1.372(3) . ? C1 C31 1.449(3) . ? C2 C3 1.474(3) . ? C3 C4 1.383(3) . ? C3 C8 1.399(3) . ? C4 C5 1.382(3) . ? C4 H4 0.9400 . ? C5 C6 1.382(4) . ? C5 H5 0.9400 . ? C6 C7 1.372(4) . ? C6 C9 1.519(3) . ? C7 C8 1.388(3) . ? C7 H7 0.9400 . ? C8 H8 0.9400 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 C15 1.384(3) . ? C10 C11 1.388(3) . ? C11 C12 1.383(4) . ? C11 H11 0.9400 . ? C12 C13 1.370(5) . ? C12 H12 0.9400 . ? C13 C14 1.390(4) . ? C13 H13 0.9400 . ? C14 C15 1.392(4) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 C21 1.386(3) . ? C16 C17 1.387(3) . ? C17 C18 1.384(4) . ? C17 H17 0.9400 . ? C18 C19 1.380(5) . ? C18 H18 0.9400 . ? C19 C20 1.363(5) . ? C19 H19 0.9400 . ? C20 C21 1.387(4) . ? C20 H20 0.9400 . ? C21 H21 0.9400 . ? C31 C32 1.320(3) . ? C31 H31 0.9400 . ? C32 C33 1.505(3) . ? C32 H32 0.9400 . ? C33 C34 1.529(5) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C34 C35 1.448(6) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C35 H35C 0.9700 . ? C41 C46 1.389(3) . ? C41 C42 1.397(3) . ? F42 C42 1.348(3) . ? C42 C43 1.380(3) . ? F43 C43 1.346(3) . ? C43 C44 1.374(4) . ? F44 C44 1.338(3) . ? C44 C45 1.372(4) . ? F45 C45 1.345(3) . ? C45 C46 1.382(3) . ? F46 C46 1.349(3) . ? C51 C56 1.386(3) . ? C51 C52 1.390(3) . ? F52 C52 1.337(3) . ? C52 C53 1.384(3) . ? F53 C53 1.355(3) . ? C53 C54 1.359(4) . ? F54 C54 1.345(3) . ? C54 C55 1.377(4) . ? F55 C55 1.346(3) . ? C55 C56 1.372(3) . ? F56 C56 1.355(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 C16 112.57(10) . . ? C2 P1 C10 114.57(10) . . ? C16 P1 C10 106.43(10) . . ? C2 P1 B1 77.40(10) . . ? C16 P1 B1 117.50(10) . . ? C10 P1 B1 125.40(10) . . ? C51 B1 C41 116.38(17) . . ? C51 B1 C1 118.11(18) . . ? C41 B1 C1 117.18(18) . . ? C51 B1 P1 103.02(13) . . ? C41 B1 P1 115.23(15) . . ? C1 B1 P1 79.97(12) . . ? C2 C1 C31 124.87(18) . . ? C2 C1 B1 105.26(17) . . ? C31 C1 B1 129.85(18) . . ? C1 C2 C3 132.59(19) . . ? C1 C2 P1 97.36(14) . . ? C3 C2 P1 129.36(16) . . ? C4 C3 C8 118.0(2) . . ? C4 C3 C2 121.01(19) . . ? C8 C3 C2 120.9(2) . . ? C5 C4 C3 121.0(2) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C4 C5 C6 121.0(2) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C7 C6 C5 118.4(2) . . ? C7 C6 C9 121.2(2) . . ? C5 C6 C9 120.3(3) . . ? C6 C7 C8 121.3(2) . . ? C6 C7 H7 119.3 . . ? C8 C7 H7 119.3 . . ? C7 C8 C3 120.2(2) . . ? C7 C8 H8 119.9 . . ? C3 C8 H8 119.9 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 119.4(2) . . ? C15 C10 P1 119.98(18) . . ? C11 C10 P1 120.60(19) . . ? C12 C11 C10 120.4(3) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C13 C12 C11 120.0(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.6(3) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C13 C14 C15 119.2(3) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C10 C15 C14 120.4(2) . . ? C10 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C21 C16 C17 119.5(2) . . ? C21 C16 P1 118.87(16) . . ? C17 C16 P1 121.48(19) . . ? C18 C17 C16 119.5(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C19 C18 C17 120.5(3) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C20 C19 C18 120.3(3) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 119.8(3) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C16 C21 C20 120.4(3) . . ? C16 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C32 C31 C1 125.4(2) . . ? C32 C31 H31 117.3 . . ? C1 C31 H31 117.3 . . ? C31 C32 C33 124.7(2) . . ? C31 C32 H32 117.7 . . ? C33 C32 H32 117.7 . . ? C32 C33 C34 113.6(3) . . ? C32 C33 H33A 108.9 . . ? C34 C33 H33A 108.9 . . ? C32 C33 H33B 108.9 . . ? C34 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? C35 C34 C33 115.2(3) . . ? C35 C34 H34A 108.5 . . ? C33 C34 H34A 108.5 . . ? C35 C34 H34B 108.5 . . ? C33 C34 H34B 108.5 . . ? H34A C34 H34B 107.5 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C46 C41 C42 113.0(2) . . ? C46 C41 B1 125.4(2) . . ? C42 C41 B1 121.58(19) . . ? F42 C42 C43 115.8(2) . . ? F42 C42 C41 119.68(19) . . ? C43 C42 C41 124.5(2) . . ? F43 C43 C44 120.6(2) . . ? F43 C43 C42 120.0(3) . . ? C44 C43 C42 119.4(2) . . ? F44 C44 C45 120.1(3) . . ? F44 C44 C43 120.9(3) . . ? C45 C44 C43 119.0(2) . . ? F45 C45 C44 119.7(2) . . ? F45 C45 C46 120.5(2) . . ? C44 C45 C46 119.8(2) . . ? F46 C46 C45 115.0(2) . . ? F46 C46 C41 120.8(2) . . ? C45 C46 C41 124.2(2) . . ? C56 C51 C52 114.0(2) . . ? C56 C51 B1 120.0(2) . . ? C52 C51 B1 125.56(19) . . ? F52 C52 C53 116.4(2) . . ? F52 C52 C51 120.8(2) . . ? C53 C52 C51 122.8(2) . . ? F53 C53 C54 119.6(2) . . ? F53 C53 C52 119.9(2) . . ? C54 C53 C52 120.5(3) . . ? F54 C54 C53 120.6(3) . . ? F54 C54 C55 120.3(3) . . ? C53 C54 C55 119.2(2) . . ? F55 C55 C56 120.7(3) . . ? F55 C55 C54 120.2(2) . . ? C56 C55 C54 119.1(2) . . ? F56 C56 C55 116.9(2) . . ? F56 C56 C51 118.6(2) . . ? C55 C56 C51 124.5(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 P1 B1 C51 116.20(15) . . . . ? C16 P1 B1 C51 7.10(17) . . . . ? C10 P1 B1 C51 -132.47(15) . . . . ? C2 P1 B1 C41 -115.99(17) . . . . ? C16 P1 B1 C41 134.91(16) . . . . ? C10 P1 B1 C41 -4.7(2) . . . . ? C2 P1 B1 C1 -0.56(12) . . . . ? C16 P1 B1 C1 -109.65(13) . . . . ? C10 P1 B1 C1 110.78(14) . . . . ? C51 B1 C1 C2 -98.8(2) . . . . ? C41 B1 C1 C2 114.1(2) . . . . ? P1 B1 C1 C2 0.73(16) . . . . ? C51 B1 C1 C31 82.9(3) . . . . ? C41 B1 C1 C31 -64.3(3) . . . . ? P1 B1 C1 C31 -177.6(2) . . . . ? C31 C1 C2 C3 6.8(4) . . . . ? B1 C1 C2 C3 -171.7(2) . . . . ? C31 C1 C2 P1 177.61(19) . . . . ? B1 C1 C2 P1 -0.83(18) . . . . ? C16 P1 C2 C1 115.47(14) . . . . ? C10 P1 C2 C1 -122.74(15) . . . . ? B1 P1 C2 C1 0.66(14) . . . . ? C16 P1 C2 C3 -73.3(2) . . . . ? C10 P1 C2 C3 48.5(2) . . . . ? B1 P1 C2 C3 171.9(2) . . . . ? C1 C2 C3 C4 38.7(4) . . . . ? P1 C2 C3 C4 -129.4(2) . . . . ? C1 C2 C3 C8 -145.7(2) . . . . ? P1 C2 C3 C8 46.1(3) . . . . ? C8 C3 C4 C5 -1.1(3) . . . . ? C2 C3 C4 C5 174.6(2) . . . . ? C3 C4 C5 C6 0.3(4) . . . . ? C4 C5 C6 C7 0.6(4) . . . . ? C4 C5 C6 C9 -178.7(3) . . . . ? C5 C6 C7 C8 -0.7(4) . . . . ? C9 C6 C7 C8 178.6(3) . . . . ? C6 C7 C8 C3 -0.1(4) . . . . ? C4 C3 C8 C7 1.0(4) . . . . ? C2 C3 C8 C7 -174.7(2) . . . . ? C2 P1 C10 C15 126.04(19) . . . . ? C16 P1 C10 C15 -108.87(18) . . . . ? B1 P1 C10 C15 34.3(2) . . . . ? C2 P1 C10 C11 -54.0(2) . . . . ? C16 P1 C10 C11 71.1(2) . . . . ? B1 P1 C10 C11 -145.76(18) . . . . ? C15 C10 C11 C12 0.1(4) . . . . ? P1 C10 C11 C12 -179.9(2) . . . . ? C10 C11 C12 C13 0.1(4) . . . . ? C11 C12 C13 C14 -0.3(5) . . . . ? C12 C13 C14 C15 0.2(4) . . . . ? C11 C10 C15 C14 -0.2(4) . . . . ? P1 C10 C15 C14 179.77(19) . . . . ? C13 C14 C15 C10 0.1(4) . . . . ? C2 P1 C16 C21 -26.2(2) . . . . ? C10 P1 C16 C21 -152.47(17) . . . . ? B1 P1 C16 C21 60.97(19) . . . . ? C2 P1 C16 C17 158.70(18) . . . . ? C10 P1 C16 C17 32.4(2) . . . . ? B1 P1 C16 C17 -114.16(19) . . . . ? C21 C16 C17 C18 1.5(4) . . . . ? P1 C16 C17 C18 176.6(2) . . . . ? C16 C17 C18 C19 -0.4(4) . . . . ? C17 C18 C19 C20 -1.6(5) . . . . ? C18 C19 C20 C21 2.3(4) . . . . ? C17 C16 C21 C20 -0.7(3) . . . . ? P1 C16 C21 C20 -175.93(18) . . . . ? C19 C20 C21 C16 -1.2(4) . . . . ? C2 C1 C31 C32 -167.8(2) . . . . ? B1 C1 C31 C32 10.2(4) . . . . ? C1 C31 C32 C33 177.5(2) . . . . ? C31 C32 C33 C34 129.1(3) . . . . ? C32 C33 C34 C35 -59.7(4) . . . . ? C51 B1 C41 C46 -2.9(3) . . . . ? C1 B1 C41 C46 144.8(2) . . . . ? P1 B1 C41 C46 -123.7(2) . . . . ? C51 B1 C41 C42 173.95(19) . . . . ? C1 B1 C41 C42 -38.3(3) . . . . ? P1 B1 C41 C42 53.2(2) . . . . ? C46 C41 C42 F42 -178.92(19) . . . . ? B1 C41 C42 F42 3.8(3) . . . . ? C46 C41 C42 C43 3.1(3) . . . . ? B1 C41 C42 C43 -174.1(2) . . . . ? F42 C42 C43 F43 0.6(3) . . . . ? C41 C42 C43 F43 178.6(2) . . . . ? F42 C42 C43 C44 -179.1(2) . . . . ? C41 C42 C43 C44 -1.0(4) . . . . ? F43 C43 C44 F44 -0.4(4) . . . . ? C42 C43 C44 F44 179.2(2) . . . . ? F43 C43 C44 C45 178.8(2) . . . . ? C42 C43 C44 C45 -1.5(4) . . . . ? F44 C44 C45 F45 0.4(4) . . . . ? C43 C44 C45 F45 -178.9(2) . . . . ? F44 C44 C45 C46 -179.0(2) . . . . ? C43 C44 C45 C46 1.7(4) . . . . ? F45 C45 C46 F46 2.0(3) . . . . ? C44 C45 C46 F46 -178.6(2) . . . . ? F45 C45 C46 C41 -178.8(2) . . . . ? C44 C45 C46 C41 0.6(4) . . . . ? C42 C41 C46 F46 176.27(19) . . . . ? B1 C41 C46 F46 -6.6(3) . . . . ? C42 C41 C46 C45 -2.9(3) . . . . ? B1 C41 C46 C45 174.2(2) . . . . ? C41 B1 C51 C56 -63.7(2) . . . . ? C1 B1 C51 C56 148.84(19) . . . . ? P1 B1 C51 C56 63.4(2) . . . . ? C41 B1 C51 C52 124.3(2) . . . . ? C1 B1 C51 C52 -23.1(3) . . . . ? P1 B1 C51 C52 -108.56(19) . . . . ? C56 C51 C52 F52 -179.00(18) . . . . ? B1 C51 C52 F52 -6.6(3) . . . . ? C56 C51 C52 C53 0.0(3) . . . . ? B1 C51 C52 C53 172.4(2) . . . . ? F52 C52 C53 F53 -0.7(3) . . . . ? C51 C52 C53 F53 -179.78(19) . . . . ? F52 C52 C53 C54 179.6(2) . . . . ? C51 C52 C53 C54 0.5(4) . . . . ? F53 C53 C54 F54 -0.4(4) . . . . ? C52 C53 C54 F54 179.4(2) . . . . ? F53 C53 C54 C55 179.6(2) . . . . ? C52 C53 C54 C55 -0.7(4) . . . . ? F54 C54 C55 F55 0.8(4) . . . . ? C53 C54 C55 F55 -179.2(2) . . . . ? F54 C54 C55 C56 -179.7(2) . . . . ? C53 C54 C55 C56 0.4(4) . . . . ? F55 C55 C56 F56 1.2(3) . . . . ? C54 C55 C56 F56 -178.4(2) . . . . ? F55 C55 C56 C51 179.7(2) . . . . ? C54 C55 C56 C51 0.2(3) . . . . ? C52 C51 C56 F56 178.16(17) . . . . ? B1 C51 C56 F56 5.3(3) . . . . ? C52 C51 C56 C55 -0.4(3) . . . . ? B1 C51 C56 C55 -173.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 66.85 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.200 _refine_diff_density_min -0.191 _refine_diff_density_rms 0.033 _database_code_depnum_ccdc_archive 'CCDC 938711' ####################################################################### # # 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_erk7077 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41.50 H25 B Cl F10 P' _chemical_formula_weight 790.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.8469(4) _cell_length_b 18.4534(4) _cell_length_c 14.8031(7) _cell_angle_alpha 90.00 _cell_angle_beta 106.575(2) _cell_angle_gamma 90.00 _cell_volume 3625.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6055 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1604 _exptl_absorpt_coefficient_mu 2.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6030 _exptl_absorpt_correction_T_max 0.9030 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27693 _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.93 _diffrn_reflns_theta_max 67.01 _reflns_number_total 6278 _reflns_number_gt 5284 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. A disordered half dichloromethane molecule was found in the asymmetrical unit and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the effect of the solvent. The quoted formula and derived parameters are based on one half molecule of dichloromethane per asymmetric unit. ; 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 0.000 0.500 0.000 91 30 ' ' 2 0.500 1.000 0.500 91 30 ' ' _platon_squeeze_details ; A disordered half dichloromethane molecule was found in the asymmetrical unit and could not be satisfactorily refined. The program SQUEEZE (A. L. Spek J. Appl. Cryst., 2003, 36, 7-13) was therefore used to remove mathematically the effect of the solvent. The quoted formula and derived parameters are based on one half molecule of dichloromethane per asymmetric unit. ; _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^)+(0.0412P)^2^+1.2492P] 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 6278 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1038 _refine_ls_wR_factor_gt 0.0999 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 0.75594(3) 0.11656(2) 0.11764(3) 0.04260(13) Uani 1 1 d . . . B1 B 0.63478(15) 0.17801(11) 0.04920(15) 0.0442(5) Uani 1 1 d . . . C1 C 0.72645(13) 0.23505(9) 0.05253(13) 0.0438(4) Uani 1 1 d . . . C2 C 0.81362(13) 0.19894(9) 0.09542(12) 0.0435(4) Uani 1 1 d . . . C3 C 0.92071(13) 0.21761(9) 0.11027(13) 0.0432(4) Uani 1 1 d . . . C4 C 0.95275(14) 0.24912(11) 0.03890(14) 0.0519(5) Uani 1 1 d . . . H4 H 0.9057 0.2581 -0.0198 0.062 Uiso 1 1 calc R . . C5 C 1.05263(15) 0.26756(11) 0.05243(16) 0.0572(5) Uani 1 1 d . . . H5 H 1.0722 0.2890 0.0028 0.069 Uiso 1 1 calc R . . C6 C 1.12431(15) 0.25509(10) 0.13764(16) 0.0543(5) Uani 1 1 d . . . C7 C 1.09300(15) 0.22190(11) 0.20806(15) 0.0563(5) Uani 1 1 d . . . H7 H 1.1407 0.2119 0.2661 0.068 Uiso 1 1 calc R . . C8 C 0.99320(14) 0.20292(10) 0.19544(14) 0.0516(5) Uani 1 1 d . . . H8 H 0.9742 0.1800 0.2445 0.062 Uiso 1 1 calc R . . C9 C 1.23301(17) 0.27630(15) 0.1517(2) 0.0779(7) Uani 1 1 d . . . H9A H 1.2682 0.2768 0.2185 0.117 Uiso 1 1 calc R . . H9B H 1.2359 0.3241 0.1254 0.117 Uiso 1 1 calc R . . H9C H 1.2648 0.2415 0.1201 0.117 Uiso 1 1 calc R . . C10 C 0.77306(14) 0.10222(10) 0.24204(13) 0.0478(4) Uani 1 1 d . . . C11 C 0.78415(16) 0.16173(12) 0.30214(14) 0.0570(5) Uani 1 1 d . . . H11 H 0.7877 0.2087 0.2788 0.068 Uiso 1 1 calc R . . C12 C 0.78993(19) 0.15168(15) 0.39584(16) 0.0739(7) Uani 1 1 d . . . H12 H 0.7973 0.1919 0.4362 0.089 Uiso 1 1 calc R . . C13 C 0.7849(2) 0.08295(17) 0.43064(17) 0.0836(8) Uani 1 1 d . . . H13 H 0.7895 0.0764 0.4947 0.100 Uiso 1 1 calc R . . C14 C 0.77313(19) 0.02410(15) 0.37203(17) 0.0772(7) Uani 1 1 d . . . H14 H 0.7691 -0.0226 0.3960 0.093 Uiso 1 1 calc R . . C15 C 0.76710(15) 0.03303(12) 0.27757(15) 0.0581(5) Uani 1 1 d . . . H15 H 0.7590 -0.0075 0.2376 0.070 Uiso 1 1 calc R . . C16 C 0.79922(14) 0.03504(10) 0.07476(13) 0.0469(4) Uani 1 1 d . . . C17 C 0.90139(16) 0.01902(12) 0.09846(16) 0.0621(5) Uani 1 1 d . . . H17 H 0.9485 0.0509 0.1369 0.074 Uiso 1 1 calc R . . C18 C 0.9336(2) -0.04366(13) 0.06559(19) 0.0763(7) Uani 1 1 d . . . H18 H 1.0028 -0.0544 0.0816 0.092 Uiso 1 1 calc R . . C19 C 0.8654(2) -0.09038(14) 0.0097(2) 0.0870(8) Uani 1 1 d . . . H19 H 0.8877 -0.1328 -0.0131 0.104 Uiso 1 1 calc R . . C20 C 0.7637(2) -0.07506(14) -0.0130(2) 0.0883(8) Uani 1 1 d . . . H20 H 0.7169 -0.1075 -0.0507 0.106 Uiso 1 1 calc R . . C21 C 0.73052(18) -0.01248(12) 0.01916(17) 0.0676(6) Uani 1 1 d . . . H21 H 0.6612 -0.0022 0.0033 0.081 Uiso 1 1 calc R . . C31 C 0.72102(14) 0.30640(9) 0.00996(13) 0.0464(4) Uani 1 1 d . . . H31 H 0.7817 0.3316 0.0168 0.056 Uiso 1 1 calc R . . C32 C 0.63539(14) 0.33867(10) -0.03832(13) 0.0467(4) Uani 1 1 d . . . H32 H 0.5747 0.3154 -0.0394 0.056 Uiso 1 1 calc R . . C33 C 0.62818(14) 0.40724(10) -0.08967(13) 0.0475(4) Uani 1 1 d . . . C34 C 0.54229(16) 0.44986(11) -0.10629(16) 0.0632(6) Uani 1 1 d . . . H34 H 0.4887 0.4347 -0.0836 0.076 Uiso 1 1 calc R . . C35 C 0.5343(2) 0.51424(12) -0.1557(2) 0.0824(8) Uani 1 1 d . . . H35 H 0.4760 0.5428 -0.1656 0.099 Uiso 1 1 calc R . . C36 C 0.6110(2) 0.53636(13) -0.19032(19) 0.0863(9) Uani 1 1 d . . . H36 H 0.6055 0.5802 -0.2238 0.104 Uiso 1 1 calc R . . C37 C 0.6955(2) 0.49479(14) -0.17613(18) 0.0811(7) Uani 1 1 d . . . H37 H 0.7479 0.5098 -0.2005 0.097 Uiso 1 1 calc R . . C38 C 0.70440(18) 0.43063(12) -0.12617(17) 0.0652(6) Uani 1 1 d . . . H38 H 0.7630 0.4025 -0.1168 0.078 Uiso 1 1 calc R . . C41 C 0.56968(13) 0.18486(10) 0.12434(13) 0.0469(4) Uani 1 1 d . . . F42 F 0.60374(10) 0.30864(6) 0.16222(9) 0.0688(3) Uani 1 1 d . . . C42 C 0.56143(15) 0.24550(10) 0.17662(14) 0.0515(5) Uani 1 1 d . . . F43 F 0.50577(12) 0.30605(8) 0.29382(10) 0.0842(4) Uani 1 1 d . . . C43 C 0.51139(16) 0.24526(12) 0.24539(14) 0.0594(5) Uani 1 1 d . . . F44 F 0.41611(11) 0.18262(9) 0.32889(10) 0.0851(4) Uani 1 1 d . . . C44 C 0.46700(17) 0.18286(13) 0.26350(15) 0.0617(5) Uani 1 1 d . . . F45 F 0.42905(12) 0.05973(8) 0.23179(11) 0.0847(4) Uani 1 1 d . . . C45 C 0.47305(16) 0.12124(12) 0.21455(15) 0.0598(5) Uani 1 1 d . . . F46 F 0.52846(10) 0.06081(6) 0.10139(9) 0.0657(3) Uani 1 1 d . . . C46 C 0.52380(15) 0.12359(10) 0.14729(14) 0.0512(4) Uani 1 1 d . . . C51 C 0.57100(14) 0.15404(9) -0.05653(13) 0.0449(4) Uani 1 1 d . . . F52 F 0.41075(8) 0.18297(7) -0.03647(9) 0.0674(3) Uani 1 1 d . . . C52 C 0.46660(14) 0.15800(10) -0.09151(14) 0.0494(4) Uani 1 1 d . . . F53 F 0.31176(9) 0.14492(8) -0.20993(10) 0.0766(4) Uani 1 1 d . . . C53 C 0.41288(15) 0.13888(11) -0.18193(15) 0.0569(5) Uani 1 1 d . . . F54 F 0.41156(11) 0.09663(8) -0.33185(9) 0.0821(4) Uani 1 1 d . . . C54 C 0.46291(17) 0.11479(11) -0.24358(14) 0.0588(5) Uani 1 1 d . . . F55 F 0.61607(11) 0.08871(7) -0.27443(9) 0.0735(4) Uani 1 1 d . . . C55 C 0.56571(17) 0.11066(10) -0.21417(14) 0.0550(5) Uani 1 1 d . . . F56 F 0.71856(8) 0.12806(7) -0.10158(8) 0.0621(3) Uani 1 1 d . . . C56 C 0.61697(14) 0.13101(10) -0.12369(13) 0.0482(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0431(2) 0.0365(2) 0.0473(3) 0.00329(18) 0.01134(19) 0.00147(18) B1 0.0427(11) 0.0375(10) 0.0508(11) 0.0018(9) 0.0109(9) 0.0037(8) C1 0.0457(10) 0.0374(9) 0.0466(10) 0.0008(7) 0.0105(8) 0.0017(7) C2 0.0458(10) 0.0390(9) 0.0448(10) 0.0017(7) 0.0113(8) 0.0013(7) C3 0.0423(9) 0.0355(8) 0.0506(10) 0.0016(8) 0.0111(8) 0.0014(7) C4 0.0465(10) 0.0545(11) 0.0542(11) 0.0110(9) 0.0133(9) 0.0042(9) C5 0.0526(12) 0.0535(11) 0.0697(13) 0.0119(10) 0.0245(10) 0.0035(9) C6 0.0462(11) 0.0425(10) 0.0746(14) -0.0012(9) 0.0181(10) 0.0002(8) C7 0.0468(11) 0.0543(11) 0.0600(12) 0.0015(9) 0.0027(9) 0.0006(9) C8 0.0499(11) 0.0483(10) 0.0529(11) 0.0069(8) 0.0089(9) -0.0003(8) C9 0.0506(13) 0.0769(16) 0.1057(19) -0.0024(14) 0.0212(13) -0.0061(11) C10 0.0427(10) 0.0490(10) 0.0501(10) 0.0059(8) 0.0106(8) 0.0000(8) C11 0.0606(12) 0.0556(12) 0.0553(12) -0.0009(9) 0.0175(10) -0.0013(9) C12 0.0790(16) 0.0882(18) 0.0545(13) -0.0111(12) 0.0190(11) -0.0094(13) C13 0.0898(18) 0.110(2) 0.0493(13) 0.0109(14) 0.0174(12) -0.0205(16) C14 0.0812(16) 0.0843(17) 0.0606(14) 0.0253(13) 0.0112(12) -0.0200(13) C15 0.0553(12) 0.0560(12) 0.0595(12) 0.0101(10) 0.0109(10) -0.0088(9) C16 0.0524(11) 0.0383(9) 0.0497(10) 0.0056(8) 0.0139(8) 0.0027(8) C17 0.0575(12) 0.0531(12) 0.0736(14) -0.0036(10) 0.0154(10) 0.0068(10) C18 0.0738(15) 0.0635(14) 0.0941(18) -0.0039(13) 0.0280(14) 0.0210(12) C19 0.109(2) 0.0602(14) 0.0894(18) -0.0162(13) 0.0243(16) 0.0214(15) C20 0.102(2) 0.0560(14) 0.0948(19) -0.0239(13) 0.0085(16) 0.0012(14) C21 0.0661(14) 0.0495(12) 0.0802(15) -0.0082(11) 0.0093(12) 0.0012(10) C31 0.0449(10) 0.0381(9) 0.0540(11) 0.0025(8) 0.0104(8) 0.0003(8) C32 0.0471(10) 0.0400(9) 0.0513(10) 0.0000(8) 0.0114(8) -0.0016(8) C33 0.0491(10) 0.0383(9) 0.0489(10) 0.0007(8) 0.0039(8) -0.0003(8) C34 0.0523(12) 0.0486(11) 0.0762(14) 0.0044(10) -0.0016(10) 0.0022(9) C35 0.0702(16) 0.0458(12) 0.105(2) 0.0137(12) -0.0170(14) 0.0069(11) C36 0.099(2) 0.0502(13) 0.0837(17) 0.0222(12) -0.0166(15) -0.0158(14) C37 0.0940(19) 0.0674(15) 0.0784(16) 0.0197(13) 0.0192(14) -0.0165(14) C38 0.0687(14) 0.0529(12) 0.0755(14) 0.0114(10) 0.0227(11) 0.0001(10) C41 0.0415(9) 0.0491(10) 0.0475(10) -0.0011(8) 0.0085(8) 0.0041(8) F42 0.0835(9) 0.0465(6) 0.0799(8) -0.0094(6) 0.0291(7) -0.0008(6) C42 0.0508(11) 0.0446(10) 0.0558(11) -0.0020(8) 0.0101(9) 0.0023(8) F43 0.1091(11) 0.0727(9) 0.0756(9) -0.0185(7) 0.0344(8) 0.0173(8) C43 0.0612(13) 0.0623(13) 0.0521(11) -0.0102(10) 0.0121(10) 0.0150(10) F44 0.0952(10) 0.1056(11) 0.0690(8) -0.0009(7) 0.0468(8) 0.0102(8) C44 0.0604(13) 0.0760(15) 0.0526(12) 0.0016(11) 0.0224(10) 0.0083(11) F45 0.1002(10) 0.0791(9) 0.0910(10) 0.0021(7) 0.0535(8) -0.0215(8) C45 0.0599(13) 0.0637(13) 0.0585(12) 0.0018(10) 0.0211(10) -0.0043(10) F46 0.0802(8) 0.0502(6) 0.0759(8) -0.0112(6) 0.0371(7) -0.0136(6) C46 0.0495(11) 0.0496(11) 0.0549(11) -0.0040(9) 0.0157(9) -0.0016(8) C51 0.0475(10) 0.0350(9) 0.0507(10) 0.0024(8) 0.0117(8) 0.0003(7) F52 0.0464(6) 0.0820(8) 0.0717(8) -0.0060(6) 0.0136(6) 0.0096(6) C52 0.0477(10) 0.0426(10) 0.0565(11) 0.0001(8) 0.0125(9) 0.0008(8) F53 0.0510(7) 0.0783(9) 0.0843(9) -0.0011(7) -0.0071(6) -0.0027(6) C53 0.0501(11) 0.0479(11) 0.0630(13) 0.0042(9) 0.0005(10) -0.0019(9) F54 0.0971(10) 0.0786(9) 0.0544(7) -0.0081(6) -0.0045(7) -0.0133(8) C54 0.0721(14) 0.0456(11) 0.0484(11) -0.0006(9) 0.0004(10) -0.0070(10) F55 0.0976(10) 0.0711(8) 0.0569(7) -0.0049(6) 0.0300(7) 0.0043(7) C55 0.0733(14) 0.0427(10) 0.0504(11) 0.0013(8) 0.0199(10) 0.0029(9) F56 0.0537(7) 0.0754(8) 0.0598(7) 0.0008(6) 0.0203(5) 0.0063(6) C56 0.0482(10) 0.0434(10) 0.0521(11) 0.0034(8) 0.0131(8) 0.0025(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C2 1.7908(18) . ? P1 C16 1.8006(19) . ? P1 C10 1.8079(19) . ? P1 B1 2.039(2) . ? B1 C51 1.624(3) . ? B1 C41 1.624(3) . ? B1 C1 1.639(3) . ? C1 C2 1.366(2) . ? C1 C31 1.452(2) . ? C2 C3 1.476(2) . ? C3 C4 1.385(3) . ? C3 C8 1.396(3) . ? C4 C5 1.382(3) . ? C4 H4 0.9400 . ? C5 C6 1.384(3) . ? C5 H5 0.9400 . ? C6 C7 1.381(3) . ? C6 C9 1.511(3) . ? C7 C8 1.386(3) . ? C7 H7 0.9400 . ? C8 H8 0.9400 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C10 C15 1.392(3) . ? C10 C11 1.394(3) . ? C11 C12 1.379(3) . ? C11 H11 0.9400 . ? C12 C13 1.378(4) . ? C12 H12 0.9400 . ? C13 C14 1.370(4) . ? C13 H13 0.9400 . ? C14 C15 1.387(3) . ? C14 H14 0.9400 . ? C15 H15 0.9400 . ? C16 C21 1.380(3) . ? C16 C17 1.389(3) . ? C17 C18 1.378(3) . ? C17 H17 0.9400 . ? C18 C19 1.369(4) . ? C18 H18 0.9400 . ? C19 C20 1.380(4) . ? C19 H19 0.9400 . ? C20 C21 1.377(3) . ? C20 H20 0.9400 . ? C21 H21 0.9400 . ? C31 C32 1.337(3) . ? C31 H31 0.9400 . ? C32 C33 1.465(3) . ? C32 H32 0.9400 . ? C33 C38 1.385(3) . ? C33 C34 1.388(3) . ? C34 C35 1.383(3) . ? C34 H34 0.9400 . ? C35 C36 1.366(4) . ? C35 H35 0.9400 . ? C36 C37 1.364(4) . ? C36 H36 0.9400 . ? C37 C38 1.383(3) . ? C37 H37 0.9400 . ? C38 H38 0.9400 . ? C41 C42 1.384(3) . ? C41 C46 1.386(3) . ? F42 C42 1.348(2) . ? C42 C43 1.385(3) . ? F43 C43 1.346(2) . ? C43 C44 1.367(3) . ? F44 C44 1.350(2) . ? C44 C45 1.364(3) . ? F45 C45 1.347(2) . ? C45 C46 1.373(3) . ? F46 C46 1.354(2) . ? C51 C56 1.391(3) . ? C51 C52 1.392(3) . ? F52 C52 1.354(2) . ? C52 C53 1.379(3) . ? F53 C53 1.347(2) . ? C53 C54 1.368(3) . ? F54 C54 1.340(2) . ? C54 C55 1.367(3) . ? F55 C55 1.342(2) . ? C55 C56 1.377(3) . ? F56 C56 1.351(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 C16 115.70(9) . . ? C2 P1 C10 112.07(9) . . ? C16 P1 C10 106.06(9) . . ? C2 P1 B1 77.50(8) . . ? C16 P1 B1 126.79(9) . . ? C10 P1 B1 115.96(9) . . ? C51 B1 C41 115.21(15) . . ? C51 B1 C1 114.05(16) . . ? C41 B1 C1 120.39(16) . . ? C51 B1 P1 118.14(13) . . ? C41 B1 P1 103.99(12) . . ? C1 B1 P1 79.73(10) . . ? C2 C1 C31 124.98(17) . . ? C2 C1 B1 105.95(15) . . ? C31 C1 B1 128.71(16) . . ? C1 C2 C3 132.22(16) . . ? C1 C2 P1 96.78(12) . . ? C3 C2 P1 130.72(13) . . ? C4 C3 C8 117.78(17) . . ? C4 C3 C2 120.73(16) . . ? C8 C3 C2 121.47(16) . . ? C5 C4 C3 121.18(18) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C4 C5 C6 121.27(19) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C7 C6 C5 117.63(18) . . ? C7 C6 C9 121.7(2) . . ? C5 C6 C9 120.6(2) . . ? C6 C7 C8 121.74(18) . . ? C6 C7 H7 119.1 . . ? C8 C7 H7 119.1 . . ? C7 C8 C3 120.35(18) . . ? C7 C8 H8 119.8 . . ? C3 C8 H8 119.8 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 119.28(18) . . ? C15 C10 P1 120.95(15) . . ? C11 C10 P1 119.56(15) . . ? C12 C11 C10 120.0(2) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 120.3(2) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 120.1(2) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 120.4(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C10 119.8(2) . . ? C14 C15 H15 120.1 . . ? C10 C15 H15 120.1 . . ? C21 C16 C17 119.64(19) . . ? C21 C16 P1 119.93(16) . . ? C17 C16 P1 120.42(15) . . ? C18 C17 C16 119.9(2) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C19 C18 C17 120.3(2) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 119.9(2) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C21 C20 C19 120.3(2) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C16 119.9(2) . . ? C20 C21 H21 120.1 . . ? C16 C21 H21 120.1 . . ? C32 C31 C1 124.33(17) . . ? C32 C31 H31 117.8 . . ? C1 C31 H31 117.8 . . ? C31 C32 C33 125.52(18) . . ? C31 C32 H32 117.2 . . ? C33 C32 H32 117.2 . . ? C38 C33 C34 117.65(19) . . ? C38 C33 C32 121.67(18) . . ? C34 C33 C32 120.64(19) . . ? C35 C34 C33 121.0(2) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C36 C35 C34 120.1(2) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C37 C36 C35 119.9(2) . . ? C37 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C36 C37 C38 120.4(3) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C37 C38 C33 120.9(2) . . ? C37 C38 H38 119.5 . . ? C33 C38 H38 119.5 . . ? C42 C41 C46 113.95(17) . . ? C42 C41 B1 126.62(17) . . ? C46 C41 B1 119.16(16) . . ? F42 C42 C41 120.11(18) . . ? F42 C42 C43 116.75(17) . . ? C41 C42 C43 123.15(19) . . ? F43 C43 C44 120.02(19) . . ? F43 C43 C42 120.4(2) . . ? C44 C43 C42 119.60(19) . . ? F44 C44 C45 120.1(2) . . ? F44 C44 C43 119.9(2) . . ? C45 C44 C43 119.92(19) . . ? F45 C45 C44 120.16(19) . . ? F45 C45 C46 121.11(19) . . ? C44 C45 C46 118.7(2) . . ? F46 C46 C45 116.38(17) . . ? F46 C46 C41 118.96(17) . . ? C45 C46 C41 124.65(19) . . ? C56 C51 C52 112.88(17) . . ? C56 C51 B1 122.56(16) . . ? C52 C51 B1 124.47(17) . . ? F52 C52 C53 115.38(17) . . ? F52 C52 C51 120.33(17) . . ? C53 C52 C51 124.28(19) . . ? F53 C53 C54 120.10(18) . . ? F53 C53 C52 120.2(2) . . ? C54 C53 C52 119.68(19) . . ? F54 C54 C55 120.8(2) . . ? F54 C54 C53 120.2(2) . . ? C55 C54 C53 119.03(18) . . ? F55 C55 C54 119.77(18) . . ? F55 C55 C56 120.49(19) . . ? C54 C55 C56 119.71(19) . . ? F56 C56 C55 115.90(17) . . ? F56 C56 C51 119.74(16) . . ? C55 C56 C51 124.36(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 P1 B1 C51 110.73(15) . . . . ? C16 P1 B1 C51 -2.15(19) . . . . ? C10 P1 B1 C51 -140.61(14) . . . . ? C2 P1 B1 C41 -120.15(13) . . . . ? C16 P1 B1 C41 126.97(13) . . . . ? C10 P1 B1 C41 -11.49(15) . . . . ? C2 P1 B1 C1 -1.16(10) . . . . ? C16 P1 B1 C1 -114.04(12) . . . . ? C10 P1 B1 C1 107.50(11) . . . . ? C51 B1 C1 C2 -114.81(17) . . . . ? C41 B1 C1 C2 101.83(19) . . . . ? P1 B1 C1 C2 1.54(13) . . . . ? C51 B1 C1 C31 58.5(2) . . . . ? C41 B1 C1 C31 -84.9(2) . . . . ? P1 B1 C1 C31 174.82(18) . . . . ? C31 C1 C2 C3 -1.0(3) . . . . ? B1 C1 C2 C3 172.59(19) . . . . ? C31 C1 C2 P1 -175.34(16) . . . . ? B1 C1 C2 P1 -1.74(15) . . . . ? C16 P1 C2 C1 126.42(12) . . . . ? C10 P1 C2 C1 -111.82(12) . . . . ? B1 P1 C2 C1 1.38(12) . . . . ? C16 P1 C2 C3 -48.04(19) . . . . ? C10 P1 C2 C3 73.72(19) . . . . ? B1 P1 C2 C3 -173.08(19) . . . . ? C1 C2 C3 C4 -42.4(3) . . . . ? P1 C2 C3 C4 130.11(18) . . . . ? C1 C2 C3 C8 138.9(2) . . . . ? P1 C2 C3 C8 -48.5(3) . . . . ? C8 C3 C4 C5 -2.0(3) . . . . ? C2 C3 C4 C5 179.26(18) . . . . ? C3 C4 C5 C6 0.1(3) . . . . ? C4 C5 C6 C7 1.6(3) . . . . ? C4 C5 C6 C9 -179.3(2) . . . . ? C5 C6 C7 C8 -1.4(3) . . . . ? C9 C6 C7 C8 179.5(2) . . . . ? C6 C7 C8 C3 -0.5(3) . . . . ? C4 C3 C8 C7 2.2(3) . . . . ? C2 C3 C8 C7 -179.09(18) . . . . ? C2 P1 C10 C15 -157.12(16) . . . . ? C16 P1 C10 C15 -29.99(18) . . . . ? B1 P1 C10 C15 116.46(17) . . . . ? C2 P1 C10 C11 28.18(19) . . . . ? C16 P1 C10 C11 155.31(16) . . . . ? B1 P1 C10 C11 -58.24(18) . . . . ? C15 C10 C11 C12 0.5(3) . . . . ? P1 C10 C11 C12 175.30(17) . . . . ? C10 C11 C12 C13 0.1(4) . . . . ? C11 C12 C13 C14 -0.6(4) . . . . ? C12 C13 C14 C15 0.6(4) . . . . ? C13 C14 C15 C10 0.0(4) . . . . ? C11 C10 C15 C14 -0.6(3) . . . . ? P1 C10 C15 C14 -175.28(17) . . . . ? C2 P1 C16 C21 -128.03(17) . . . . ? C10 P1 C16 C21 107.05(18) . . . . ? B1 P1 C16 C21 -34.6(2) . . . . ? C2 P1 C16 C17 52.97(19) . . . . ? C10 P1 C16 C17 -71.95(18) . . . . ? B1 P1 C16 C17 146.40(16) . . . . ? C21 C16 C17 C18 0.7(3) . . . . ? P1 C16 C17 C18 179.72(19) . . . . ? C16 C17 C18 C19 -0.1(4) . . . . ? C17 C18 C19 C20 -0.7(4) . . . . ? C18 C19 C20 C21 0.9(5) . . . . ? C19 C20 C21 C16 -0.2(4) . . . . ? C17 C16 C21 C20 -0.5(4) . . . . ? P1 C16 C21 C20 -179.5(2) . . . . ? C2 C1 C31 C32 174.41(19) . . . . ? B1 C1 C31 C32 2.3(3) . . . . ? C1 C31 C32 C33 -173.70(18) . . . . ? C31 C32 C33 C38 27.2(3) . . . . ? C31 C32 C33 C34 -155.1(2) . . . . ? C38 C33 C34 C35 -1.4(3) . . . . ? C32 C33 C34 C35 -179.2(2) . . . . ? C33 C34 C35 C36 0.9(4) . . . . ? C34 C35 C36 C37 0.1(4) . . . . ? C35 C36 C37 C38 -0.6(4) . . . . ? C36 C37 C38 C33 0.1(4) . . . . ? C34 C33 C38 C37 0.9(3) . . . . ? C32 C33 C38 C37 178.7(2) . . . . ? C51 B1 C41 C42 -123.1(2) . . . . ? C1 B1 C41 C42 19.9(3) . . . . ? P1 B1 C41 C42 106.04(18) . . . . ? C51 B1 C41 C46 63.3(2) . . . . ? C1 B1 C41 C46 -153.72(17) . . . . ? P1 B1 C41 C46 -67.55(19) . . . . ? C46 C41 C42 F42 179.23(17) . . . . ? B1 C41 C42 F42 5.4(3) . . . . ? C46 C41 C42 C43 -0.3(3) . . . . ? B1 C41 C42 C43 -174.21(18) . . . . ? F42 C42 C43 F43 0.5(3) . . . . ? C41 C42 C43 F43 -179.89(18) . . . . ? F42 C42 C43 C44 -179.89(18) . . . . ? C41 C42 C43 C44 -0.3(3) . . . . ? F43 C43 C44 F44 1.1(3) . . . . ? C42 C43 C44 F44 -178.47(18) . . . . ? F43 C43 C44 C45 -179.79(19) . . . . ? C42 C43 C44 C45 0.6(3) . . . . ? F44 C44 C45 F45 -0.6(3) . . . . ? C43 C44 C45 F45 -179.7(2) . . . . ? F44 C44 C45 C46 178.83(19) . . . . ? C43 C44 C45 C46 -0.3(3) . . . . ? F45 C45 C46 F46 -1.2(3) . . . . ? C44 C45 C46 F46 179.37(19) . . . . ? F45 C45 C46 C41 178.96(19) . . . . ? C44 C45 C46 C41 -0.4(3) . . . . ? C42 C41 C46 F46 -179.08(16) . . . . ? B1 C41 C46 F46 -4.7(3) . . . . ? C42 C41 C46 C45 0.7(3) . . . . ? B1 C41 C46 C45 175.10(19) . . . . ? C41 B1 C51 C56 -166.18(16) . . . . ? C1 B1 C51 C56 48.5(2) . . . . ? P1 B1 C51 C56 -42.5(2) . . . . ? C41 B1 C51 C52 17.6(2) . . . . ? C1 B1 C51 C52 -127.70(18) . . . . ? P1 B1 C51 C52 141.31(16) . . . . ? C56 C51 C52 F52 -176.70(16) . . . . ? B1 C51 C52 F52 -0.2(3) . . . . ? C56 C51 C52 C53 2.2(3) . . . . ? B1 C51 C52 C53 178.71(18) . . . . ? F52 C52 C53 F53 -0.6(3) . . . . ? C51 C52 C53 F53 -179.58(17) . . . . ? F52 C52 C53 C54 178.34(17) . . . . ? C51 C52 C53 C54 -0.6(3) . . . . ? F53 C53 C54 F54 -0.5(3) . . . . ? C52 C53 C54 F54 -179.45(18) . . . . ? F53 C53 C54 C55 178.54(18) . . . . ? C52 C53 C54 C55 -0.4(3) . . . . ? F54 C54 C55 F55 0.5(3) . . . . ? C53 C54 C55 F55 -178.49(18) . . . . ? F54 C54 C55 C56 178.69(18) . . . . ? C53 C54 C55 C56 -0.3(3) . . . . ? F55 C55 C56 F56 0.8(3) . . . . ? C54 C55 C56 F56 -177.40(17) . . . . ? F55 C55 C56 C51 -179.63(17) . . . . ? C54 C55 C56 C51 2.2(3) . . . . ? C52 C51 C56 F56 176.59(16) . . . . ? B1 C51 C56 F56 0.0(3) . . . . ? C52 C51 C56 C55 -3.0(3) . . . . ? B1 C51 C56 C55 -179.60(17) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 67.01 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 0.245 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.033 #============================================================================= # end of cif data for "erk7077" (compound 3e) #============================================================================= #============================================================================= # end of cif file #============================================================================= _database_code_depnum_ccdc_archive 'CCDC 938712'