# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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_erk6716 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H36 B F10 P' _chemical_formula_weight 676.41 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 13.2615(8) _cell_length_b 14.2777(9) _cell_length_c 17.5650(15) _cell_angle_alpha 101.998(4) _cell_angle_beta 96.776(6) _cell_angle_gamma 91.480(6) _cell_volume 3226.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 10249 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.486 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6642 _exptl_absorpt_correction_T_max 0.9568 _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 40714 _diffrn_reflns_av_R_equivalents 0.059 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.98 _diffrn_reflns_theta_max 66.99 _reflns_number_total 11064 _reflns_number_gt 8445 _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. One t-Bu group was found disordered over two positions. Several restraints (SADI, SIMU, SAME, ISOR) 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^)+(0.0479P)^2^+2.5157P] 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 11064 _refine_ls_number_parameters 878 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1276 _refine_ls_wR_factor_gt 0.1141 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.035 _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 0.28505(5) 0.76183(4) 0.25987(4) 0.03806(16) Uani 1 1 d . . . B1A B 0.3346(2) 0.5596(2) 0.29975(18) 0.0388(6) Uani 1 1 d . . . C1A C 0.2281(2) 0.71777(18) 0.32348(16) 0.0436(6) Uani 1 1 d . . . H1A H 0.1728 0.7498 0.3435 0.052 Uiso 1 1 calc R . . C2A C 0.2592(2) 0.62920(18) 0.35158(16) 0.0429(6) Uani 1 1 d . . . H2A1 H 0.1974 0.5910 0.3534 0.051 Uiso 1 1 calc R . . H2A2 H 0.2933 0.6489 0.4055 0.051 Uiso 1 1 calc R . . C3A C 0.3862(2) 0.69216(19) 0.22238(17) 0.0445(6) Uani 1 1 d . . . H3A1 H 0.3616 0.6524 0.1706 0.053 Uiso 1 1 calc R . . H3A2 H 0.4422 0.7350 0.2164 0.053 Uiso 1 1 calc R . . C4A C 0.42429(19) 0.62784(18) 0.27864(16) 0.0404(6) Uani 1 1 d . . . H4A1 H 0.4577 0.6685 0.3275 0.048 Uiso 1 1 calc R . . H4A2 H 0.4754 0.5868 0.2551 0.048 Uiso 1 1 calc R . . C11A C 0.25079(18) 0.87630(17) 0.24026(14) 0.0354(5) Uani 1 1 d . . . C12A C 0.18684(18) 0.88221(17) 0.17043(14) 0.0366(5) Uani 1 1 d . . . C13A C 0.14964(19) 0.97135(17) 0.16541(15) 0.0395(6) Uani 1 1 d . . . H13A H 0.1084 0.9768 0.1193 0.047 Uiso 1 1 calc R . . C14A C 0.17023(19) 1.05200(17) 0.22468(14) 0.0384(6) Uani 1 1 d . . . C15A C 0.23621(19) 1.04408(18) 0.29052(15) 0.0400(6) Uani 1 1 d . . . H15A H 0.2516 1.0991 0.3306 0.048 Uiso 1 1 calc R . . C16A C 0.28049(18) 0.95990(17) 0.30046(14) 0.0356(5) Uani 1 1 d . . . C17A C 0.1659(2) 0.80114(18) 0.09583(15) 0.0421(6) Uani 1 1 d . . . C18A C 0.0865(3) 0.8274(2) 0.03383(18) 0.0659(9) Uani 1 1 d . . . H18A H 0.0768 0.7755 -0.0122 0.099 Uiso 1 1 calc R . . H18B H 0.1099 0.8854 0.0193 0.099 Uiso 1 1 calc R . . H18C H 0.0225 0.8379 0.0552 0.099 Uiso 1 1 calc R . . C19A C 0.1268(2) 0.7055(2) 0.11112(18) 0.0557(7) Uani 1 1 d . . . H19A H 0.0720 0.7167 0.1434 0.083 Uiso 1 1 calc R . . H19B H 0.1818 0.6766 0.1381 0.083 Uiso 1 1 calc R . . H19C H 0.1020 0.6627 0.0616 0.083 Uiso 1 1 calc R . . C20A C 0.2655(2) 0.7899(2) 0.05911(18) 0.0600(8) Uani 1 1 d . . . H20A H 0.2543 0.7432 0.0098 0.090 Uiso 1 1 calc R . . H20B H 0.3170 0.7683 0.0946 0.090 Uiso 1 1 calc R . . H20C H 0.2882 0.8511 0.0497 0.090 Uiso 1 1 calc R . . C21A C 0.1293(2) 1.14945(18) 0.21743(16) 0.0473(7) Uani 1 1 d . . . C22A C 0.0625(3) 1.1459(2) 0.1405(2) 0.0752(10) Uani 1 1 d . . . H22A H 0.1015 1.1252 0.0972 0.113 Uiso 1 1 calc R . . H22B H 0.0385 1.2092 0.1391 0.113 Uiso 1 1 calc R . . H22C H 0.0048 1.1011 0.1360 0.113 Uiso 1 1 calc R . . C23A C 0.0705(3) 1.1872(2) 0.2859(2) 0.0690(9) Uani 1 1 d . . . H23A H 0.0122 1.1440 0.2839 0.104 Uiso 1 1 calc R . . H23B H 0.0477 1.2504 0.2825 0.104 Uiso 1 1 calc R . . H23C H 0.1144 1.1913 0.3349 0.104 Uiso 1 1 calc R . . C24A C 0.2215(3) 1.2196(2) 0.2211(2) 0.0657(9) Uani 1 1 d . . . H24A H 0.2654 1.2238 0.2701 0.099 Uiso 1 1 calc R . . H24B H 0.1977 1.2826 0.2180 0.099 Uiso 1 1 calc R . . H24C H 0.2593 1.1965 0.1775 0.099 Uiso 1 1 calc R . . C25A C 0.36159(19) 0.96625(18) 0.37286(15) 0.0403(6) Uani 1 1 d . . . C26A C 0.3191(2) 0.9277(2) 0.43875(16) 0.0553(7) Uani 1 1 d . . . H26A H 0.3096 0.8584 0.4235 0.083 Uiso 1 1 calc R . . H26B H 0.2543 0.9552 0.4478 0.083 Uiso 1 1 calc R . . H26C H 0.3665 0.9451 0.4865 0.083 Uiso 1 1 calc R . . C27A C 0.4568(2) 0.9140(2) 0.35038(19) 0.0622(8) Uani 1 1 d . . . H27A H 0.4769 0.9318 0.3037 0.093 Uiso 1 1 calc R . . H27B H 0.4422 0.8453 0.3400 0.093 Uiso 1 1 calc R . . H27C H 0.5117 0.9319 0.3932 0.093 Uiso 1 1 calc R . . C28A C 0.3980(2) 1.0706(2) 0.40854(19) 0.0614(8) Uani 1 1 d . . . H28A H 0.4543 1.0723 0.4495 0.092 Uiso 1 1 calc R . . H28B H 0.3426 1.1053 0.4306 0.092 Uiso 1 1 calc R . . H28C H 0.4202 1.1003 0.3680 0.092 Uiso 1 1 calc R . . C31A C 0.27686(18) 0.49214(17) 0.21640(15) 0.0383(6) Uani 1 1 d . . . F32A F 0.10928(11) 0.54518(12) 0.22552(11) 0.0610(4) Uani 1 1 d . . . C32A C 0.1748(2) 0.48799(19) 0.18644(17) 0.0451(6) Uani 1 1 d . . . F33A F 0.03135(13) 0.42845(16) 0.09334(13) 0.0849(6) Uani 1 1 d . . . C33A C 0.1315(2) 0.4276(2) 0.11743(19) 0.0543(7) Uani 1 1 d . . . F34A F 0.15016(16) 0.30692(14) 0.00649(11) 0.0821(6) Uani 1 1 d . . . C34A C 0.1906(2) 0.3664(2) 0.07390(17) 0.0541(7) Uani 1 1 d . . . F35A F 0.35162(15) 0.30701(13) 0.05723(10) 0.0682(5) Uani 1 1 d . . . C35A C 0.2918(2) 0.36706(19) 0.09929(16) 0.0490(7) Uani 1 1 d . . . F36A F 0.43261(11) 0.42231(12) 0.18991(10) 0.0554(4) Uani 1 1 d . . . C36A C 0.33173(19) 0.42830(19) 0.16823(16) 0.0422(6) Uani 1 1 d . . . C41A C 0.37825(19) 0.48286(17) 0.35378(14) 0.0385(6) Uani 1 1 d . . . F42A F 0.20975(11) 0.42305(11) 0.35458(9) 0.0504(4) Uani 1 1 d . . . C42A C 0.31111(19) 0.42120(18) 0.37719(15) 0.0403(6) Uani 1 1 d . . . F43A F 0.26867(13) 0.29833(11) 0.44233(10) 0.0594(4) Uani 1 1 d . . . C43A C 0.3390(2) 0.35584(18) 0.42279(16) 0.0457(6) Uani 1 1 d . . . F44A F 0.46922(14) 0.28791(12) 0.49410(10) 0.0656(5) Uani 1 1 d . . . C44A C 0.4397(2) 0.34965(18) 0.44838(15) 0.0472(7) Uani 1 1 d . . . F45A F 0.60989(12) 0.40145(12) 0.45095(10) 0.0624(5) Uani 1 1 d . . . C45A C 0.5101(2) 0.40759(19) 0.42684(16) 0.0462(6) Uani 1 1 d . . . F46A F 0.55535(11) 0.52563(12) 0.36367(10) 0.0559(4) Uani 1 1 d . . . C46A C 0.4791(2) 0.47119(18) 0.38070(15) 0.0422(6) Uani 1 1 d . . . P1B P -0.20765(5) 0.61434(4) 0.26526(4) 0.03803(16) Uani 1 1 d . . . B1B B -0.1614(2) 0.8393(2) 0.30407(18) 0.0404(7) Uani 1 1 d . . . C1B C -0.2663(2) 0.68776(18) 0.32828(15) 0.0417(6) Uani 1 1 d . . . H1B H -0.3224 0.6633 0.3474 0.050 Uiso 1 1 calc R . . C2B C -0.2348(2) 0.79221(18) 0.35688(16) 0.0426(6) Uani 1 1 d . . . H2B1 H -0.1994 0.8011 0.4103 0.051 Uiso 1 1 calc R . . H2B2 H -0.2965 0.8285 0.3600 0.051 Uiso 1 1 calc R . . C3B C -0.1068(2) 0.67012(19) 0.22798(17) 0.0466(6) Uani 1 1 d . . . H3B1 H -0.0501 0.6275 0.2229 0.056 Uiso 1 1 calc R . . H3B2 H -0.1310 0.6811 0.1758 0.056 Uiso 1 1 calc R . . C4B C -0.07007(19) 0.76579(18) 0.28318(16) 0.0414(6) Uani 1 1 d . . . H4B1 H -0.0199 0.7977 0.2590 0.050 Uiso 1 1 calc R . . H4B2 H -0.0357 0.7529 0.3322 0.050 Uiso 1 1 calc R . . C11B C -0.24361(17) 0.48853(17) 0.24309(14) 0.0352(5) Uani 1 1 d . . . C12B C -0.30641(18) 0.44674(17) 0.17207(14) 0.0366(5) Uani 1 1 d . . . C13B C -0.34768(19) 0.35447(17) 0.16519(15) 0.0408(6) Uani 1 1 d . . . H13B H -0.3900 0.3261 0.1189 0.049 Uiso 1 1 calc R . . C14B C -0.3297(2) 0.30225(18) 0.22301(15) 0.0425(6) Uani 1 1 d . A . C15B C -0.26392(19) 0.34339(18) 0.28937(15) 0.0413(6) Uani 1 1 d . . . H15B H -0.2500 0.3077 0.3284 0.050 Uiso 1 1 calc R . . C16B C -0.21713(18) 0.43470(18) 0.30170(14) 0.0378(5) Uani 1 1 d . . . C17B C -0.3218(2) 0.49130(18) 0.09887(15) 0.0409(6) Uani 1 1 d . . . C18B C -0.3983(2) 0.4309(2) 0.03347(16) 0.0526(7) Uani 1 1 d . . . H18D H -0.3742 0.3669 0.0184 0.079 Uiso 1 1 calc R . . H18E H -0.4052 0.4607 -0.0116 0.079 Uiso 1 1 calc R . . H18F H -0.4638 0.4269 0.0523 0.079 Uiso 1 1 calc R . . C19B C -0.3621(2) 0.5924(2) 0.11459(17) 0.0522(7) Uani 1 1 d . . . H19D H -0.3809 0.6114 0.0651 0.078 Uiso 1 1 calc R . . H19E H -0.3096 0.6372 0.1463 0.078 Uiso 1 1 calc R . . H19F H -0.4212 0.5926 0.1423 0.078 Uiso 1 1 calc R . . C20B C -0.2189(2) 0.4909(2) 0.06662(17) 0.0547(7) Uani 1 1 d . . . H20D H -0.1948 0.4264 0.0581 0.082 Uiso 1 1 calc R . . H20E H -0.1700 0.5339 0.1041 0.082 Uiso 1 1 calc R . . H20F H -0.2271 0.5120 0.0173 0.082 Uiso 1 1 calc R . . C21B C -0.3758(2) 0.20034(19) 0.21297(17) 0.0538(7) Uani 1 1 d D . . C22B C -0.4420(4) 0.1652(3) 0.1355(3) 0.0829(16) Uani 0.887(6) 1 d PD A 1 H22D H -0.4996 0.2053 0.1324 0.124 Uiso 0.887(6) 1 calc PR A 1 H22E H -0.4662 0.0994 0.1316 0.124 Uiso 0.887(6) 1 calc PR A 1 H22F H -0.4027 0.1682 0.0928 0.124 Uiso 0.887(6) 1 calc PR A 1 C23B C -0.4334(4) 0.1945(3) 0.2818(3) 0.0836(16) Uani 0.887(6) 1 d PD A 1 H23D H -0.3886 0.2164 0.3305 0.125 Uiso 0.887(6) 1 calc PR A 1 H23E H -0.4572 0.1287 0.2779 0.125 Uiso 0.887(6) 1 calc PR A 1 H23F H -0.4911 0.2349 0.2809 0.125 Uiso 0.887(6) 1 calc PR A 1 C24B C -0.2856(3) 0.1324(2) 0.2154(3) 0.0735(13) Uani 0.887(6) 1 d PD A 1 H24D H -0.2478 0.1342 0.1716 0.110 Uiso 0.887(6) 1 calc PR A 1 H24E H -0.3120 0.0675 0.2119 0.110 Uiso 0.887(6) 1 calc PR A 1 H24F H -0.2410 0.1535 0.2643 0.110 Uiso 0.887(6) 1 calc PR A 1 C22C C -0.4939(11) 0.2132(18) 0.2176(16) 0.054(8) Uani 0.113(6) 1 d PDU A 2 H22G H -0.5264 0.1525 0.2203 0.082 Uiso 0.113(6) 1 calc PR A 2 H22H H -0.5244 0.2338 0.1712 0.082 Uiso 0.113(6) 1 calc PR A 2 H22I H -0.5028 0.2610 0.2640 0.082 Uiso 0.113(6) 1 calc PR A 2 C23C C -0.343(2) 0.139(2) 0.2716(16) 0.076(10) Uani 0.113(6) 1 d PDU A 2 H23G H -0.2695 0.1344 0.2756 0.115 Uiso 0.113(6) 1 calc PR A 2 H23H H -0.3757 0.0759 0.2542 0.115 Uiso 0.113(6) 1 calc PR A 2 H23I H -0.3614 0.1689 0.3225 0.115 Uiso 0.113(6) 1 calc PR A 2 C24C C -0.371(3) 0.143(2) 0.1286(11) 0.073(10) Uani 0.113(6) 1 d PDU A 2 H24G H -0.4044 0.1771 0.0913 0.110 Uiso 0.113(6) 1 calc PR A 2 H24H H -0.4046 0.0802 0.1218 0.110 Uiso 0.113(6) 1 calc PR A 2 H24I H -0.3003 0.1358 0.1199 0.110 Uiso 0.113(6) 1 calc PR A 2 C25B C -0.13646(19) 0.46634(19) 0.37513(15) 0.0410(6) Uani 1 1 d . . . C26B C -0.1767(2) 0.5381(2) 0.44087(16) 0.0564(7) Uani 1 1 d . . . H26D H -0.1316 0.5431 0.4893 0.085 Uiso 1 1 calc R . . H26E H -0.2442 0.5161 0.4478 0.085 Uiso 1 1 calc R . . H26F H -0.1799 0.6004 0.4271 0.085 Uiso 1 1 calc R . . C27B C -0.0400(2) 0.5095(3) 0.35298(19) 0.0648(9) Uani 1 1 d . . . H27D H -0.0529 0.5725 0.3427 0.097 Uiso 1 1 calc R . . H27E H -0.0205 0.4683 0.3063 0.097 Uiso 1 1 calc R . . H27F H 0.0145 0.5149 0.3959 0.097 Uiso 1 1 calc R . . C28B C -0.1039(3) 0.3797(2) 0.4101(2) 0.0660(9) Uani 1 1 d . . . H28D H -0.0818 0.3305 0.3695 0.099 Uiso 1 1 calc R . . H28E H -0.1610 0.3544 0.4307 0.099 Uiso 1 1 calc R . . H28F H -0.0483 0.3998 0.4520 0.099 Uiso 1 1 calc R . . C31B C -0.22116(18) 0.85826(17) 0.22016(15) 0.0391(6) Uani 1 1 d . . . F32B F -0.38742(11) 0.80117(12) 0.23300(11) 0.0626(5) Uani 1 1 d . . . C32B C -0.3230(2) 0.83917(19) 0.19109(17) 0.0468(6) Uani 1 1 d . . . F33B F -0.46751(14) 0.83294(16) 0.09679(14) 0.0919(7) Uani 1 1 d . . . C33B C -0.3676(2) 0.8552(2) 0.1206(2) 0.0580(8) Uani 1 1 d . . . F34B F -0.35207(18) 0.91132(16) 0.00492(12) 0.0908(7) Uani 1 1 d . . . C34B C -0.3100(3) 0.8938(2) 0.07389(18) 0.0598(8) Uani 1 1 d . . . F35B F -0.15125(16) 0.95643(16) 0.05503(11) 0.0803(6) Uani 1 1 d . . . C35B C -0.2095(2) 0.9159(2) 0.09915(17) 0.0542(7) Uani 1 1 d . . . F36B F -0.06809(12) 0.92436(14) 0.19131(10) 0.0629(5) Uani 1 1 d . . . C36B C -0.1682(2) 0.8981(2) 0.17010(16) 0.0454(6) Uani 1 1 d . . . C41B C -0.11776(19) 0.94598(18) 0.35686(14) 0.0393(6) Uani 1 1 d . . . F42B F -0.28569(11) 0.99942(11) 0.35501(10) 0.0533(4) Uani 1 1 d . . . C42B C -0.1845(2) 1.01727(19) 0.37873(15) 0.0432(6) Uani 1 1 d . . . F43B F -0.22629(14) 1.17229(11) 0.44189(10) 0.0633(5) Uani 1 1 d . . . C43B C -0.1560(2) 1.10702(18) 0.42378(16) 0.0474(7) Uani 1 1 d . . . F44B F -0.02604(15) 1.21670(11) 0.49709(10) 0.0692(5) Uani 1 1 d . . . C44B C -0.0554(2) 1.13027(19) 0.45129(16) 0.0496(7) Uani 1 1 d . . . F45B F 0.11381(13) 1.08569(12) 0.45671(10) 0.0632(5) Uani 1 1 d . . . C45B C 0.0147(2) 1.0636(2) 0.43128(16) 0.0469(7) Uani 1 1 d . . . F46B F 0.05896(11) 0.91447(11) 0.37042(10) 0.0557(4) Uani 1 1 d . . . C46B C -0.0170(2) 0.97467(18) 0.38567(15) 0.0430(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1A 0.0373(3) 0.0329(3) 0.0443(4) 0.0094(3) 0.0042(3) 0.0031(3) B1A 0.0374(15) 0.0355(15) 0.0445(16) 0.0100(13) 0.0059(13) 0.0041(12) C1A 0.0456(15) 0.0400(14) 0.0467(15) 0.0103(12) 0.0092(12) 0.0082(11) C2A 0.0453(15) 0.0370(14) 0.0497(15) 0.0133(12) 0.0116(12) 0.0061(11) C3A 0.0411(14) 0.0396(14) 0.0557(17) 0.0155(12) 0.0078(12) 0.0018(11) C4A 0.0387(14) 0.0358(13) 0.0469(15) 0.0097(11) 0.0046(11) 0.0033(11) C11A 0.0333(12) 0.0345(13) 0.0378(13) 0.0079(10) 0.0024(10) 0.0009(10) C12A 0.0360(13) 0.0354(13) 0.0362(13) 0.0046(10) 0.0023(10) -0.0013(10) C13A 0.0445(14) 0.0376(14) 0.0357(13) 0.0092(11) -0.0006(11) 0.0020(11) C14A 0.0431(14) 0.0359(13) 0.0374(14) 0.0110(11) 0.0038(11) 0.0014(11) C15A 0.0473(15) 0.0341(13) 0.0356(13) 0.0046(10) -0.0010(11) -0.0021(11) C16A 0.0357(13) 0.0353(13) 0.0363(13) 0.0100(10) 0.0034(10) -0.0012(10) C17A 0.0463(15) 0.0371(14) 0.0386(14) 0.0015(11) -0.0008(12) 0.0036(11) C18A 0.081(2) 0.0550(19) 0.0493(18) -0.0040(14) -0.0193(16) 0.0117(16) C19A 0.0646(19) 0.0434(16) 0.0518(17) 0.0005(13) -0.0016(14) -0.0114(14) C20A 0.066(2) 0.0616(19) 0.0483(17) -0.0012(14) 0.0136(15) 0.0035(15) C21A 0.0641(18) 0.0342(14) 0.0432(15) 0.0103(11) -0.0002(13) 0.0067(12) C22A 0.105(3) 0.0494(18) 0.066(2) 0.0183(16) -0.022(2) 0.0170(18) C23A 0.087(2) 0.059(2) 0.069(2) 0.0220(17) 0.0207(19) 0.0299(18) C24A 0.089(2) 0.0423(17) 0.069(2) 0.0194(15) 0.0086(18) 0.0004(16) C25A 0.0402(14) 0.0394(14) 0.0382(14) 0.0056(11) -0.0025(11) 0.0029(11) C26A 0.0597(18) 0.0644(19) 0.0402(15) 0.0145(14) -0.0051(13) -0.0011(15) C27A 0.0440(16) 0.071(2) 0.064(2) 0.0001(16) -0.0031(14) 0.0089(15) C28A 0.0636(19) 0.0497(17) 0.0607(19) 0.0058(14) -0.0211(16) -0.0078(14) C31A 0.0379(13) 0.0351(13) 0.0448(14) 0.0150(11) 0.0062(11) 0.0018(11) F32A 0.0370(8) 0.0626(10) 0.0856(13) 0.0186(9) 0.0106(8) 0.0099(7) C32A 0.0398(14) 0.0410(15) 0.0572(17) 0.0168(13) 0.0059(13) 0.0015(12) F33A 0.0490(10) 0.0935(15) 0.1030(16) 0.0210(12) -0.0249(10) -0.0103(10) C33A 0.0423(15) 0.0538(17) 0.0655(19) 0.0217(15) -0.0111(14) -0.0112(13) F34A 0.1011(15) 0.0740(13) 0.0583(11) 0.0043(10) -0.0183(10) -0.0257(11) C34A 0.067(2) 0.0477(16) 0.0442(16) 0.0118(13) -0.0080(15) -0.0134(15) F35A 0.0883(13) 0.0584(11) 0.0540(10) -0.0022(8) 0.0177(9) 0.0059(9) C35A 0.0625(18) 0.0401(15) 0.0455(16) 0.0098(12) 0.0104(14) 0.0005(13) F36A 0.0435(9) 0.0593(10) 0.0588(10) 0.0007(8) 0.0074(7) 0.0113(7) C36A 0.0378(14) 0.0437(15) 0.0465(15) 0.0131(12) 0.0047(12) 0.0010(11) C41A 0.0417(14) 0.0339(13) 0.0387(14) 0.0046(11) 0.0054(11) 0.0029(11) F42A 0.0439(9) 0.0475(9) 0.0627(10) 0.0175(7) 0.0081(7) 0.0007(7) C42A 0.0425(14) 0.0349(13) 0.0423(14) 0.0061(11) 0.0033(11) 0.0061(11) F43A 0.0728(11) 0.0456(9) 0.0657(11) 0.0221(8) 0.0149(9) -0.0026(8) C43A 0.0592(17) 0.0353(14) 0.0429(15) 0.0084(11) 0.0078(13) -0.0025(12) F44A 0.0903(13) 0.0469(9) 0.0607(11) 0.0240(8) -0.0088(9) 0.0066(9) C44A 0.0675(19) 0.0322(14) 0.0397(14) 0.0073(11) -0.0017(13) 0.0059(13) F45A 0.0538(10) 0.0616(10) 0.0699(11) 0.0203(9) -0.0131(8) 0.0090(8) C45A 0.0485(16) 0.0409(15) 0.0452(15) 0.0063(12) -0.0067(12) 0.0071(12) F46A 0.0401(8) 0.0584(10) 0.0738(11) 0.0278(8) 0.0012(8) 0.0003(7) C46A 0.0449(15) 0.0376(14) 0.0430(15) 0.0086(11) 0.0018(12) 0.0014(11) P1B 0.0379(3) 0.0336(3) 0.0422(4) 0.0076(3) 0.0045(3) 0.0009(3) B1B 0.0386(15) 0.0366(15) 0.0447(17) 0.0067(13) 0.0044(13) -0.0011(12) C1B 0.0437(14) 0.0392(14) 0.0432(14) 0.0097(11) 0.0090(12) -0.0033(11) C2B 0.0443(14) 0.0359(14) 0.0466(15) 0.0051(11) 0.0095(12) -0.0015(11) C3B 0.0409(14) 0.0389(14) 0.0587(17) 0.0061(12) 0.0079(13) 0.0046(11) C4B 0.0369(13) 0.0418(14) 0.0460(15) 0.0112(12) 0.0041(11) -0.0002(11) C11B 0.0323(12) 0.0363(13) 0.0377(13) 0.0089(10) 0.0046(10) 0.0046(10) C12B 0.0364(13) 0.0352(13) 0.0374(13) 0.0066(10) 0.0024(11) 0.0087(10) C13B 0.0445(14) 0.0341(13) 0.0403(14) 0.0043(11) -0.0025(11) 0.0029(11) C14B 0.0453(15) 0.0349(13) 0.0452(15) 0.0064(11) 0.0014(12) 0.0013(11) C15B 0.0460(15) 0.0370(14) 0.0417(14) 0.0121(11) 0.0020(12) 0.0030(11) C16B 0.0383(13) 0.0379(13) 0.0366(13) 0.0064(11) 0.0036(11) 0.0056(11) C17B 0.0479(15) 0.0375(14) 0.0359(13) 0.0070(11) 0.0003(11) 0.0068(11) C18B 0.0610(18) 0.0501(17) 0.0428(15) 0.0090(13) -0.0084(13) 0.0077(14) C19B 0.0642(18) 0.0444(16) 0.0477(16) 0.0131(13) -0.0032(14) 0.0134(13) C20B 0.0628(19) 0.0601(18) 0.0445(16) 0.0167(14) 0.0102(14) 0.0050(15) C21B 0.0689(19) 0.0344(14) 0.0556(17) 0.0081(13) 0.0019(15) -0.0046(13) C22B 0.106(4) 0.046(2) 0.085(3) 0.013(2) -0.026(3) -0.029(2) C23B 0.099(3) 0.063(3) 0.089(3) 0.010(2) 0.030(3) -0.029(2) C24B 0.097(3) 0.0359(19) 0.086(3) 0.0115(18) 0.006(2) 0.0097(19) C22C 0.053(10) 0.046(10) 0.066(11) 0.013(8) 0.010(8) -0.004(8) C23C 0.077(13) 0.070(12) 0.086(13) 0.024(9) 0.006(9) 0.008(9) C24C 0.076(13) 0.061(12) 0.079(13) 0.009(9) 0.006(9) 0.006(9) C25B 0.0382(14) 0.0454(15) 0.0396(14) 0.0135(11) -0.0021(11) 0.0014(11) C26B 0.0596(18) 0.0657(19) 0.0387(15) 0.0049(14) -0.0039(13) 0.0018(15) C27B 0.0425(16) 0.096(3) 0.0576(19) 0.0276(18) -0.0056(14) -0.0093(16) C28B 0.074(2) 0.0581(19) 0.063(2) 0.0223(16) -0.0203(17) 0.0070(16) C31B 0.0363(13) 0.0346(13) 0.0444(14) 0.0039(11) 0.0058(11) 0.0007(10) F32B 0.0364(8) 0.0653(11) 0.0881(13) 0.0210(9) 0.0083(8) -0.0030(7) C32B 0.0404(15) 0.0379(14) 0.0593(17) 0.0055(12) 0.0035(13) 0.0028(11) F33B 0.0540(11) 0.0966(16) 0.1161(18) 0.0279(13) -0.0329(11) -0.0054(10) C33B 0.0440(16) 0.0502(17) 0.071(2) 0.0052(15) -0.0150(15) 0.0035(13) F34B 0.1136(17) 0.0886(15) 0.0628(12) 0.0223(11) -0.0311(12) 0.0108(12) C34B 0.075(2) 0.0506(17) 0.0476(17) 0.0075(14) -0.0142(16) 0.0111(15) F35B 0.0931(14) 0.1003(15) 0.0588(11) 0.0388(11) 0.0157(10) 0.0055(12) C35B 0.0645(19) 0.0506(17) 0.0500(17) 0.0146(14) 0.0095(15) 0.0058(14) F36B 0.0453(9) 0.0878(13) 0.0618(11) 0.0315(9) 0.0072(8) -0.0084(8) C36B 0.0399(15) 0.0475(16) 0.0480(16) 0.0093(12) 0.0035(12) 0.0003(12) C41B 0.0429(14) 0.0384(14) 0.0376(14) 0.0111(11) 0.0048(11) -0.0027(11) F42B 0.0474(9) 0.0434(9) 0.0680(11) 0.0078(7) 0.0102(8) 0.0022(7) C42B 0.0457(15) 0.0405(14) 0.0445(15) 0.0123(12) 0.0052(12) -0.0037(12) F43B 0.0827(12) 0.0397(9) 0.0673(11) 0.0060(8) 0.0172(9) 0.0089(8) C43B 0.0666(19) 0.0334(14) 0.0438(15) 0.0092(12) 0.0111(14) 0.0045(13) F44B 0.1018(14) 0.0377(9) 0.0584(11) 0.0017(8) -0.0115(10) -0.0123(9) C44B 0.072(2) 0.0347(14) 0.0388(14) 0.0076(11) -0.0019(14) -0.0107(14) F45B 0.0614(10) 0.0591(10) 0.0619(11) 0.0116(8) -0.0150(8) -0.0184(8) C45B 0.0526(16) 0.0467(16) 0.0404(15) 0.0149(12) -0.0047(12) -0.0114(13) F46B 0.0423(8) 0.0518(9) 0.0673(11) 0.0045(8) -0.0004(8) -0.0023(7) C46B 0.0482(15) 0.0388(14) 0.0417(14) 0.0105(11) 0.0022(12) -0.0036(12) _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 C1A 1.637(3) . ? P1A C3A 1.796(3) . ? P1A C11A 1.798(2) . ? B1A C4A 1.643(4) . ? B1A C2A 1.645(4) . ? B1A C31A 1.663(4) . ? B1A C41A 1.664(4) . ? C1A C2A 1.500(3) . ? C1A H1A 0.9400 . ? C2A H2A1 0.9800 . ? C2A H2A2 0.9800 . ? C3A C4A 1.536(3) . ? C3A H3A1 0.9800 . ? C3A H3A2 0.9800 . ? C4A H4A1 0.9800 . ? C4A H4A2 0.9800 . ? C11A C12A 1.426(3) . ? C11A C16A 1.432(3) . ? C12A C13A 1.393(3) . ? C12A C17A 1.549(3) . ? C13A C14A 1.379(3) . ? C13A H13A 0.9400 . ? C14A C15A 1.392(3) . ? C14A C21A 1.531(3) . ? C15A C16A 1.385(3) . ? C15A H15A 0.9400 . ? C16A C25A 1.551(3) . ? C17A C19A 1.534(4) . ? C17A C20A 1.535(4) . ? C17A C18A 1.535(4) . ? C18A H18A 0.9700 . ? C18A H18B 0.9700 . ? C18A H18C 0.9700 . ? C19A H19A 0.9700 . ? C19A H19B 0.9700 . ? C19A H19C 0.9700 . ? C20A H20A 0.9700 . ? C20A H20B 0.9700 . ? C20A H20C 0.9700 . ? C21A C22A 1.517(4) . ? C21A C23A 1.523(4) . ? C21A C24A 1.548(4) . ? C22A H22A 0.9700 . ? C22A H22B 0.9700 . ? C22A H22C 0.9700 . ? C23A H23A 0.9700 . ? C23A H23B 0.9700 . ? C23A H23C 0.9700 . ? C24A H24A 0.9700 . ? C24A H24B 0.9700 . ? C24A H24C 0.9700 . ? C25A C28A 1.533(4) . ? C25A C27A 1.533(4) . ? C25A C26A 1.537(4) . ? C26A H26A 0.9700 . ? C26A H26B 0.9700 . ? C26A H26C 0.9700 . ? C27A H27A 0.9700 . ? C27A H27B 0.9700 . ? C27A H27C 0.9700 . ? C28A H28A 0.9700 . ? C28A H28B 0.9700 . ? C28A H28C 0.9700 . ? C31A C32A 1.388(4) . ? C31A C36A 1.391(4) . ? F32A C32A 1.356(3) . ? C32A C33A 1.385(4) . ? F33A C33A 1.347(3) . ? C33A C34A 1.364(4) . ? F34A C34A 1.349(3) . ? C34A C35A 1.362(4) . ? F35A C35A 1.349(3) . ? C35A C36A 1.377(4) . ? F36A C36A 1.357(3) . ? C41A C42A 1.390(4) . ? C41A C46A 1.391(4) . ? F42A C42A 1.359(3) . ? C42A C43A 1.381(4) . ? F43A C43A 1.348(3) . ? C43A C44A 1.368(4) . ? F44A C44A 1.347(3) . ? C44A C45A 1.369(4) . ? F45A C45A 1.352(3) . ? C45A C46A 1.377(4) . ? F46A C46A 1.358(3) . ? P1B C1B 1.641(3) . ? P1B C3B 1.794(3) . ? P1B C11B 1.796(2) . ? B1B C2B 1.644(4) . ? B1B C4B 1.647(4) . ? B1B C41B 1.659(4) . ? B1B C31B 1.666(4) . ? C1B C2B 1.503(3) . ? C1B H1B 0.9400 . ? C2B H2B1 0.9800 . ? C2B H2B2 0.9800 . ? C3B C4B 1.532(4) . ? C3B H3B1 0.9800 . ? C3B H3B2 0.9800 . ? C4B H4B1 0.9800 . ? C4B H4B2 0.9800 . ? C11B C12B 1.423(3) . ? C11B C16B 1.425(3) . ? C12B C13B 1.390(3) . ? C12B C17B 1.544(3) . ? C13B C14B 1.382(4) . ? C13B H13B 0.9400 . ? C14B C15B 1.383(4) . ? C14B C21B 1.531(4) . ? C15B C16B 1.393(3) . ? C15B H15B 0.9400 . ? C16B C25B 1.555(3) . ? C17B C19B 1.535(4) . ? C17B C18B 1.536(4) . ? C17B C20B 1.538(4) . ? C18B H18D 0.9700 . ? C18B H18E 0.9700 . ? C18B H18F 0.9700 . ? C19B H19D 0.9700 . ? C19B H19E 0.9700 . ? C19B H19F 0.9700 . ? C20B H20D 0.9700 . ? C20B H20E 0.9700 . ? C20B H20F 0.9700 . ? C21B C22B 1.512(5) . ? C21B C23C 1.515(14) . ? C21B C23B 1.520(5) . ? C21B C24C 1.546(14) . ? C21B C24B 1.561(5) . ? C21B C22C 1.591(13) . ? C22B H22D 0.9700 . ? C22B H22E 0.9700 . ? C22B H22F 0.9700 . ? C23B H23D 0.9700 . ? C23B H23E 0.9700 . ? C23B H23F 0.9700 . ? C24B H24D 0.9700 . ? C24B H24E 0.9700 . ? C24B H24F 0.9700 . ? C22C H22G 0.9700 . ? C22C H22H 0.9700 . ? C22C H22I 0.9700 . ? C23C H23G 0.9700 . ? C23C H23H 0.9700 . ? C23C H23I 0.9700 . ? C24C H24G 0.9700 . ? C24C H24H 0.9700 . ? C24C H24I 0.9700 . ? C25B C27B 1.531(4) . ? C25B C26B 1.533(4) . ? C25B C28B 1.540(4) . ? C26B H26D 0.9700 . ? C26B H26E 0.9700 . ? C26B H26F 0.9700 . ? C27B H27D 0.9700 . ? C27B H27E 0.9700 . ? C27B H27F 0.9700 . ? C28B H28D 0.9700 . ? C28B H28E 0.9700 . ? C28B H28F 0.9700 . ? C31B C32B 1.385(4) . ? C31B C36B 1.387(4) . ? F32B C32B 1.363(3) . ? C32B C33B 1.373(4) . ? F33B C33B 1.351(3) . ? C33B C34B 1.369(5) . ? F34B C34B 1.348(3) . ? C34B C35B 1.361(4) . ? F35B C35B 1.355(3) . ? C35B C36B 1.377(4) . ? F36B C36B 1.357(3) . ? C41B C42B 1.390(4) . ? C41B C46B 1.392(4) . ? F42B C42B 1.358(3) . ? C42B C43B 1.376(4) . ? F43B C43B 1.352(3) . ? C43B C44B 1.372(4) . ? F44B C44B 1.345(3) . ? C44B C45B 1.371(4) . ? F45B C45B 1.345(3) . ? C45B C46B 1.378(4) . ? F46B C46B 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 C1A P1A C3A 114.30(13) . . ? C1A P1A C11A 119.31(12) . . ? C3A P1A C11A 126.15(12) . . ? C4A B1A C2A 108.1(2) . . ? C4A B1A C31A 108.4(2) . . ? C2A B1A C31A 114.5(2) . . ? C4A B1A C41A 113.6(2) . . ? C2A B1A C41A 106.7(2) . . ? C31A B1A C41A 105.6(2) . . ? C2A C1A P1A 123.8(2) . . ? C2A C1A H1A 118.1 . . ? P1A C1A H1A 118.1 . . ? C1A C2A B1A 116.8(2) . . ? C1A C2A H2A1 108.1 . . ? B1A C2A H2A1 108.1 . . ? C1A C2A H2A2 108.1 . . ? B1A C2A H2A2 108.1 . . ? H2A1 C2A H2A2 107.3 . . ? C4A C3A P1A 110.08(18) . . ? C4A C3A H3A1 109.6 . . ? P1A C3A H3A1 109.6 . . ? C4A C3A H3A2 109.6 . . ? P1A C3A H3A2 109.6 . . ? H3A1 C3A H3A2 108.2 . . ? C3A C4A B1A 114.1(2) . . ? C3A C4A H4A1 108.7 . . ? B1A C4A H4A1 108.7 . . ? C3A C4A H4A2 108.7 . . ? B1A C4A H4A2 108.7 . . ? H4A1 C4A H4A2 107.6 . . ? C12A C11A C16A 121.2(2) . . ? C12A C11A P1A 120.61(18) . . ? C16A C11A P1A 117.88(18) . . ? C13A C12A C11A 117.2(2) . . ? C13A C12A C17A 117.0(2) . . ? C11A C12A C17A 125.3(2) . . ? C14A C13A C12A 123.3(2) . . ? C14A C13A H13A 118.4 . . ? C12A C13A H13A 118.4 . . ? C13A C14A C15A 117.6(2) . . ? C13A C14A C21A 122.3(2) . . ? C15A C14A C21A 119.9(2) . . ? C16A C15A C14A 123.9(2) . . ? C16A C15A H15A 118.0 . . ? C14A C15A H15A 118.0 . . ? C15A C16A C11A 116.5(2) . . ? C15A C16A C25A 117.2(2) . . ? C11A C16A C25A 126.3(2) . . ? C19A C17A C20A 111.2(2) . . ? C19A C17A C18A 106.1(2) . . ? C20A C17A C18A 106.3(2) . . ? C19A C17A C12A 114.0(2) . . ? C20A C17A C12A 106.8(2) . . ? C18A C17A C12A 112.2(2) . . ? C17A C18A H18A 109.5 . . ? C17A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C17A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C17A C19A H19A 109.5 . . ? C17A C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C17A C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C17A C20A H20A 109.5 . . ? C17A C20A H20B 109.5 . . ? H20A C20A H20B 109.5 . . ? C17A C20A H20C 109.5 . . ? H20A C20A H20C 109.5 . . ? H20B C20A H20C 109.5 . . ? C22A C21A C23A 109.9(3) . . ? C22A C21A C14A 112.9(2) . . ? C23A C21A C14A 109.7(2) . . ? C22A C21A C24A 107.7(3) . . ? C23A C21A C24A 108.8(3) . . ? C14A C21A C24A 107.8(2) . . ? C21A C22A H22A 109.5 . . ? C21A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C21A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C21A C23A H23A 109.5 . . ? C21A C23A H23B 109.5 . . ? H23A C23A H23B 109.5 . . ? C21A C23A H23C 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? C21A C24A H24A 109.5 . . ? C21A C24A H24B 109.5 . . ? H24A C24A H24B 109.5 . . ? C21A C24A H24C 109.5 . . ? H24A C24A H24C 109.5 . . ? H24B C24A H24C 109.5 . . ? C28A C25A C27A 105.8(2) . . ? C28A C25A C26A 106.0(2) . . ? C27A C25A C26A 110.2(2) . . ? C28A C25A C16A 111.0(2) . . ? C27A C25A C16A 111.5(2) . . ? C26A C25A C16A 112.0(2) . . ? C25A C26A H26A 109.5 . . ? C25A C26A H26B 109.5 . . ? H26A C26A H26B 109.5 . . ? C25A C26A H26C 109.5 . . ? H26A C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? C25A C27A H27A 109.5 . . ? C25A C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? C25A C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C25A C28A H28A 109.5 . . ? C25A C28A H28B 109.5 . . ? H28A C28A H28B 109.5 . . ? C25A C28A H28C 109.5 . . ? H28A C28A H28C 109.5 . . ? H28B C28A H28C 109.5 . . ? C32A C31A C36A 111.8(2) . . ? C32A C31A B1A 128.1(2) . . ? C36A C31A B1A 120.1(2) . . ? F32A C32A C33A 115.0(2) . . ? F32A C32A C31A 120.2(2) . . ? C33A C32A C31A 124.8(3) . . ? F33A C33A C34A 119.8(3) . . ? F33A C33A C32A 120.4(3) . . ? C34A C33A C32A 119.8(3) . . ? F34A C34A C35A 120.4(3) . . ? F34A C34A C33A 120.8(3) . . ? C35A C34A C33A 118.8(3) . . ? F35A C35A C34A 119.8(3) . . ? F35A C35A C36A 120.7(3) . . ? C34A C35A C36A 119.6(3) . . ? F36A C36A C35A 115.5(2) . . ? F36A C36A C31A 119.2(2) . . ? C35A C36A C31A 125.3(2) . . ? C42A C41A C46A 112.4(2) . . ? C42A C41A B1A 120.2(2) . . ? C46A C41A B1A 127.4(2) . . ? F42A C42A C43A 115.6(2) . . ? F42A C42A C41A 119.5(2) . . ? C43A C42A C41A 125.0(2) . . ? F43A C43A C44A 119.7(2) . . ? F43A C43A C42A 120.9(2) . . ? C44A C43A C42A 119.3(2) . . ? F44A C44A C43A 120.8(3) . . ? F44A C44A C45A 120.4(3) . . ? C43A C44A C45A 118.8(2) . . ? F45A C45A C44A 119.5(2) . . ? F45A C45A C46A 120.6(2) . . ? C44A C45A C46A 120.0(2) . . ? F46A C46A C45A 114.9(2) . . ? F46A C46A C41A 120.6(2) . . ? C45A C46A C41A 124.5(2) . . ? C1B P1B C3B 114.61(13) . . ? C1B P1B C11B 119.27(12) . . ? C3B P1B C11B 126.05(12) . . ? C2B B1B C4B 108.1(2) . . ? C2B B1B C41B 107.1(2) . . ? C4B B1B C41B 112.8(2) . . ? C2B B1B C31B 114.2(2) . . ? C4B B1B C31B 108.2(2) . . ? C41B B1B C31B 106.5(2) . . ? C2B C1B P1B 123.25(19) . . ? C2B C1B H1B 118.4 . . ? P1B C1B H1B 118.4 . . ? C1B C2B B1B 116.6(2) . . ? C1B C2B H2B1 108.1 . . ? B1B C2B H2B1 108.1 . . ? C1B C2B H2B2 108.1 . . ? B1B C2B H2B2 108.1 . . ? H2B1 C2B H2B2 107.3 . . ? C4B C3B P1B 110.37(19) . . ? C4B C3B H3B1 109.6 . . ? P1B C3B H3B1 109.6 . . ? C4B C3B H3B2 109.6 . . ? P1B C3B H3B2 109.6 . . ? H3B1 C3B H3B2 108.1 . . ? C3B C4B B1B 114.1(2) . . ? C3B C4B H4B1 108.7 . . ? B1B C4B H4B1 108.7 . . ? C3B C4B H4B2 108.7 . . ? B1B C4B H4B2 108.7 . . ? H4B1 C4B H4B2 107.6 . . ? C12B C11B C16B 121.1(2) . . ? C12B C11B P1B 120.21(18) . . ? C16B C11B P1B 118.34(18) . . ? C13B C12B C11B 117.3(2) . . ? C13B C12B C17B 117.5(2) . . ? C11B C12B C17B 124.8(2) . . ? C14B C13B C12B 123.3(2) . . ? C14B C13B H13B 118.3 . . ? C12B C13B H13B 118.3 . . ? C13B C14B C15B 117.6(2) . . ? C13B C14B C21B 121.8(2) . . ? C15B C14B C21B 120.5(2) . . ? C14B C15B C16B 123.8(2) . . ? C14B C15B H15B 118.1 . . ? C16B C15B H15B 118.1 . . ? C15B C16B C11B 116.6(2) . . ? C15B C16B C25B 117.4(2) . . ? C11B C16B C25B 125.9(2) . . ? C19B C17B C18B 105.8(2) . . ? C19B C17B C20B 111.2(2) . . ? C18B C17B C20B 106.8(2) . . ? C19B C17B C12B 114.0(2) . . ? C18B C17B C12B 112.0(2) . . ? C20B C17B C12B 106.9(2) . . ? C17B C18B H18D 109.5 . . ? C17B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C17B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C17B C19B H19D 109.5 . . ? C17B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C17B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C17B C20B H20D 109.5 . . ? C17B C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? C17B C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? C22B C21B C23C 125.4(13) . . ? C22B C21B C23B 111.4(3) . . ? C23C C21B C23B 57.7(12) . . ? C22B C21B C14B 113.4(3) . . ? C23C C21B C14B 120.6(13) . . ? C23B C21B C14B 109.5(3) . . ? C22B C21B C24C 38.8(12) . . ? C23C C21B C24C 109.9(16) . . ? C23B C21B C24C 138.2(13) . . ? C14B C21B C24C 110.2(13) . . ? C22B C21B C24B 107.3(3) . . ? C23C C21B C24B 50.0(12) . . ? C23B C21B C24B 107.7(3) . . ? C14B C21B C24B 107.2(3) . . ? C24C C21B C24B 71.8(13) . . ? C22B C21B C22C 66.1(10) . . ? C23C C21B C22C 105.4(14) . . ? C23B C21B C22C 52.7(10) . . ? C14B C21B C22C 104.9(9) . . ? C24C C21B C22C 104.4(15) . . ? C24B C21B C22C 146.9(9) . . ? C21B C22B H22D 109.5 . . ? C21B C22B H22E 109.5 . . ? C21B C22B H22F 109.5 . . ? C21B C23B H23D 109.5 . . ? C21B C23B H23E 109.5 . . ? C21B C23B H23F 109.5 . . ? C21B C24B H24D 109.5 . . ? C21B C24B H24E 109.5 . . ? C21B C24B H24F 109.5 . . ? C21B C22C H22G 109.5 . . ? C21B C22C H22H 109.5 . . ? H22G C22C H22H 109.5 . . ? C21B C22C H22I 109.5 . . ? H22G C22C H22I 109.5 . . ? H22H C22C H22I 109.5 . . ? C21B C23C H23G 109.5 . . ? C21B C23C H23H 109.5 . . ? H23G C23C H23H 109.5 . . ? C21B C23C H23I 109.5 . . ? H23G C23C H23I 109.5 . . ? H23H C23C H23I 109.5 . . ? C21B C24C H24G 109.5 . . ? C21B C24C H24H 109.5 . . ? H24G C24C H24H 109.5 . . ? C21B C24C H24I 109.5 . . ? H24G C24C H24I 109.5 . . ? H24H C24C H24I 109.5 . . ? C27B C25B C26B 109.7(2) . . ? C27B C25B C28B 106.4(2) . . ? C26B C25B C28B 106.5(2) . . ? C27B C25B C16B 110.6(2) . . ? C26B C25B C16B 112.5(2) . . ? C28B C25B C16B 110.9(2) . . ? C25B C26B H26D 109.5 . . ? C25B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C25B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? C25B C27B H27D 109.5 . . ? C25B C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? C25B C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 109.5 . . ? C25B C28B H28D 109.5 . . ? C25B C28B H28E 109.5 . . ? H28D C28B H28E 109.5 . . ? C25B C28B H28F 109.5 . . ? H28D C28B H28F 109.5 . . ? H28E C28B H28F 109.5 . . ? C32B C31B C36B 111.9(2) . . ? C32B C31B B1B 127.9(2) . . ? C36B C31B B1B 120.2(2) . . ? F32B C32B C33B 114.6(2) . . ? F32B C32B C31B 120.3(2) . . ? C33B C32B C31B 125.1(3) . . ? F33B C33B C34B 119.7(3) . . ? F33B C33B C32B 120.7(3) . . ? C34B C33B C32B 119.6(3) . . ? F34B C34B C35B 120.5(3) . . ? F34B C34B C33B 120.8(3) . . ? C35B C34B C33B 118.7(3) . . ? F35B C35B C34B 119.9(3) . . ? F35B C35B C36B 120.5(3) . . ? C34B C35B C36B 119.5(3) . . ? F36B C36B C35B 115.4(2) . . ? F36B C36B C31B 119.4(2) . . ? C35B C36B C31B 125.1(3) . . ? C42B C41B C46B 112.7(2) . . ? C42B C41B B1B 120.4(2) . . ? C46B C41B B1B 126.9(2) . . ? F42B C42B C43B 116.0(2) . . ? F42B C42B C41B 119.3(2) . . ? C43B C42B C41B 124.7(3) . . ? F43B C43B C44B 119.6(2) . . ? F43B C43B C42B 120.7(3) . . ? C44B C43B C42B 119.7(3) . . ? F44B C44B C45B 120.6(3) . . ? F44B C44B C43B 120.8(3) . . ? C45B C44B C43B 118.7(2) . . ? F45B C45B C44B 119.4(2) . . ? F45B C45B C46B 120.7(3) . . ? C44B C45B C46B 119.8(3) . . ? F46B C46B C45B 114.5(2) . . ? F46B C46B C41B 121.0(2) . . ? C45B C46B C41B 124.5(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3A P1A C1A C2A 2.5(3) . . . . ? C11A P1A C1A C2A -172.3(2) . . . . ? P1A C1A C2A B1A -15.6(4) . . . . ? C4A B1A C2A C1A 44.5(3) . . . . ? C31A B1A C2A C1A -76.5(3) . . . . ? C41A B1A C2A C1A 167.1(2) . . . . ? C1A P1A C3A C4A -21.0(2) . . . . ? C11A P1A C3A C4A 153.37(17) . . . . ? P1A C3A C4A B1A 53.9(3) . . . . ? C2A B1A C4A C3A -67.3(3) . . . . ? C31A B1A C4A C3A 57.4(3) . . . . ? C41A B1A C4A C3A 174.5(2) . . . . ? C1A P1A C11A C12A -102.9(2) . . . . ? C3A P1A C11A C12A 83.0(2) . . . . ? C1A P1A C11A C16A 70.5(2) . . . . ? C3A P1A C11A C16A -103.6(2) . . . . ? C16A C11A C12A C13A -3.8(3) . . . . ? P1A C11A C12A C13A 169.39(18) . . . . ? C16A C11A C12A C17A 168.3(2) . . . . ? P1A C11A C12A C17A -18.5(3) . . . . ? C11A C12A C13A C14A -1.2(4) . . . . ? C17A C12A C13A C14A -174.0(2) . . . . ? C12A C13A C14A C15A 3.8(4) . . . . ? C12A C13A C14A C21A 179.4(2) . . . . ? C13A C14A C15A C16A -1.3(4) . . . . ? C21A C14A C15A C16A -177.0(2) . . . . ? C14A C15A C16A C11A -3.4(4) . . . . ? C14A C15A C16A C25A 173.2(2) . . . . ? C12A C11A C16A C15A 6.0(3) . . . . ? P1A C11A C16A C15A -167.39(19) . . . . ? C12A C11A C16A C25A -170.3(2) . . . . ? P1A C11A C16A C25A 16.3(3) . . . . ? C13A C12A C17A C19A -133.5(3) . . . . ? C11A C12A C17A C19A 54.4(3) . . . . ? C13A C12A C17A C20A 103.3(3) . . . . ? C11A C12A C17A C20A -68.8(3) . . . . ? C13A C12A C17A C18A -12.8(3) . . . . ? C11A C12A C17A C18A 175.0(3) . . . . ? C13A C14A C21A C22A 1.8(4) . . . . ? C15A C14A C21A C22A 177.3(3) . . . . ? C13A C14A C21A C23A 124.8(3) . . . . ? C15A C14A C21A C23A -59.7(3) . . . . ? C13A C14A C21A C24A -117.0(3) . . . . ? C15A C14A C21A C24A 58.6(3) . . . . ? C15A C16A C25A C28A -15.1(3) . . . . ? C11A C16A C25A C28A 161.2(2) . . . . ? C15A C16A C25A C27A -132.8(3) . . . . ? C11A C16A C25A C27A 43.5(3) . . . . ? C15A C16A C25A C26A 103.2(3) . . . . ? C11A C16A C25A C26A -80.5(3) . . . . ? C4A B1A C31A C32A -121.0(3) . . . . ? C2A B1A C31A C32A -0.1(4) . . . . ? C41A B1A C31A C32A 116.9(3) . . . . ? C4A B1A C31A C36A 60.8(3) . . . . ? C2A B1A C31A C36A -178.3(2) . . . . ? C41A B1A C31A C36A -61.3(3) . . . . ? C36A C31A C32A F32A 179.9(2) . . . . ? B1A C31A C32A F32A 1.6(4) . . . . ? C36A C31A C32A C33A 0.4(4) . . . . ? B1A C31A C32A C33A -177.9(3) . . . . ? F32A C32A C33A F33A 0.1(4) . . . . ? C31A C32A C33A F33A 179.6(2) . . . . ? F32A C32A C33A C34A -179.4(2) . . . . ? C31A C32A C33A C34A 0.1(4) . . . . ? F33A C33A C34A F34A 0.5(4) . . . . ? C32A C33A C34A F34A 180.0(3) . . . . ? F33A C33A C34A C35A 179.8(3) . . . . ? C32A C33A C34A C35A -0.7(4) . . . . ? F34A C34A C35A F35A -0.8(4) . . . . ? C33A C34A C35A F35A 179.9(2) . . . . ? F34A C34A C35A C36A 180.0(2) . . . . ? C33A C34A C35A C36A 0.6(4) . . . . ? F35A C35A C36A F36A -0.8(4) . . . . ? C34A C35A C36A F36A 178.4(2) . . . . ? F35A C35A C36A C31A -179.3(2) . . . . ? C34A C35A C36A C31A 0.0(4) . . . . ? C32A C31A C36A F36A -178.9(2) . . . . ? B1A C31A C36A F36A -0.4(3) . . . . ? C32A C31A C36A C35A -0.5(4) . . . . ? B1A C31A C36A C35A 178.0(2) . . . . ? C4A B1A C41A C42A 179.1(2) . . . . ? C2A B1A C41A C42A 60.1(3) . . . . ? C31A B1A C41A C42A -62.2(3) . . . . ? C4A B1A C41A C46A -0.7(4) . . . . ? C2A B1A C41A C46A -119.8(3) . . . . ? C31A B1A C41A C46A 118.0(3) . . . . ? C46A C41A C42A F42A -179.1(2) . . . . ? B1A C41A C42A F42A 1.0(4) . . . . ? C46A C41A C42A C43A 0.7(4) . . . . ? B1A C41A C42A C43A -179.1(2) . . . . ? F42A C42A C43A F43A 0.3(4) . . . . ? C41A C42A C43A F43A -179.6(2) . . . . ? F42A C42A C43A C44A -179.7(2) . . . . ? C41A C42A C43A C44A 0.4(4) . . . . ? F43A C43A C44A F44A -1.2(4) . . . . ? C42A C43A C44A F44A 178.8(2) . . . . ? F43A C43A C44A C45A 179.0(2) . . . . ? C42A C43A C44A C45A -1.1(4) . . . . ? F44A C44A C45A F45A 0.9(4) . . . . ? C43A C44A C45A F45A -179.2(2) . . . . ? F44A C44A C45A C46A -179.4(2) . . . . ? C43A C44A C45A C46A 0.5(4) . . . . ? F45A C45A C46A F46A -0.9(4) . . . . ? C44A C45A C46A F46A 179.4(2) . . . . ? F45A C45A C46A C41A -179.5(2) . . . . ? C44A C45A C46A C41A 0.8(4) . . . . ? C42A C41A C46A F46A -179.8(2) . . . . ? B1A C41A C46A F46A 0.0(4) . . . . ? C42A C41A C46A C45A -1.4(4) . . . . ? B1A C41A C46A C45A 178.5(2) . . . . ? C3B P1B C1B C2B -3.7(3) . . . . ? C11B P1B C1B C2B 173.6(2) . . . . ? P1B C1B C2B B1B 17.9(3) . . . . ? C4B B1B C2B C1B -46.2(3) . . . . ? C41B B1B C2B C1B -168.1(2) . . . . ? C31B B1B C2B C1B 74.3(3) . . . . ? C1B P1B C3B C4B 20.7(2) . . . . ? C11B P1B C3B C4B -156.36(17) . . . . ? P1B C3B C4B B1B -52.9(3) . . . . ? C2B B1B C4B C3B 67.3(3) . . . . ? C41B B1B C4B C3B -174.5(2) . . . . ? C31B B1B C4B C3B -56.9(3) . . . . ? C1B P1B C11B C12B 102.1(2) . . . . ? C3B P1B C11B C12B -81.0(2) . . . . ? C1B P1B C11B C16B -71.2(2) . . . . ? C3B P1B C11B C16B 105.7(2) . . . . ? C16B C11B C12B C13B 5.3(3) . . . . ? P1B C11B C12B C13B -167.76(19) . . . . ? C16B C11B C12B C17B -167.2(2) . . . . ? P1B C11B C12B C17B 19.7(3) . . . . ? C11B C12B C13B C14B -0.7(4) . . . . ? C17B C12B C13B C14B 172.3(2) . . . . ? C12B C13B C14B C15B -2.6(4) . . . . ? C12B C13B C14B C21B -179.4(2) . . . . ? C13B C14B C15B C16B 1.5(4) . . . . ? C21B C14B C15B C16B 178.4(2) . . . . ? C14B C15B C16B C11B 2.9(4) . . . . ? C14B C15B C16B C25B -173.6(2) . . . . ? C12B C11B C16B C15B -6.3(3) . . . . ? P1B C11B C16B C15B 166.91(19) . . . . ? C12B C11B C16B C25B 169.8(2) . . . . ? P1B C11B C16B C25B -16.9(3) . . . . ? C13B C12B C17B C19B 130.3(3) . . . . ? C11B C12B C17B C19B -57.2(3) . . . . ? C13B C12B C17B C18B 10.3(3) . . . . ? C11B C12B C17B C18B -177.2(2) . . . . ? C13B C12B C17B C20B -106.3(3) . . . . ? C11B C12B C17B C20B 66.2(3) . . . . ? C13B C14B C21B C22B -0.6(4) . . . . ? C15B C14B C21B C22B -177.4(3) . . . . ? C13B C14B C21B C23C 170.9(15) . . . . ? C15B C14B C21B C23C -5.9(15) . . . . ? C13B C14B C21B C23B -125.8(3) . . . . ? C15B C14B C21B C23B 57.4(4) . . . . ? C13B C14B C21B C24C 41.1(14) . . . . ? C15B C14B C21B C24C -135.6(14) . . . . ? C13B C14B C21B C24B 117.6(3) . . . . ? C15B C14B C21B C24B -59.1(4) . . . . ? C13B C14B C21B C22C -70.7(11) . . . . ? C15B C14B C21B C22C 112.6(11) . . . . ? C15B C16B C25B C27B 132.1(3) . . . . ? C11B C16B C25B C27B -44.1(3) . . . . ? C15B C16B C25B C26B -104.9(3) . . . . ? C11B C16B C25B C26B 79.0(3) . . . . ? C15B C16B C25B C28B 14.3(3) . . . . ? C11B C16B C25B C28B -161.9(3) . . . . ? C2B B1B C31B C32B 0.0(4) . . . . ? C4B B1B C31B C32B 120.5(3) . . . . ? C41B B1B C31B C32B -117.9(3) . . . . ? C2B B1B C31B C36B 179.8(2) . . . . ? C4B B1B C31B C36B -59.7(3) . . . . ? C41B B1B C31B C36B 61.8(3) . . . . ? C36B C31B C32B F32B -179.0(2) . . . . ? B1B C31B C32B F32B 0.8(4) . . . . ? C36B C31B C32B C33B 1.2(4) . . . . ? B1B C31B C32B C33B -179.0(3) . . . . ? F32B C32B C33B F33B -0.7(4) . . . . ? C31B C32B C33B F33B 179.1(3) . . . . ? F32B C32B C33B C34B 179.6(3) . . . . ? C31B C32B C33B C34B -0.6(5) . . . . ? F33B C33B C34B F34B 1.1(5) . . . . ? C32B C33B C34B F34B -179.2(3) . . . . ? F33B C33B C34B C35B 179.9(3) . . . . ? C32B C33B C34B C35B -0.4(5) . . . . ? F34B C34B C35B F35B 0.5(4) . . . . ? C33B C34B C35B F35B -178.3(3) . . . . ? F34B C34B C35B C36B 179.5(3) . . . . ? C33B C34B C35B C36B 0.7(5) . . . . ? F35B C35B C36B F36B 0.5(4) . . . . ? C34B C35B C36B F36B -178.6(3) . . . . ? F35B C35B C36B C31B 179.0(3) . . . . ? C34B C35B C36B C31B 0.0(5) . . . . ? C32B C31B C36B F36B 177.6(2) . . . . ? B1B C31B C36B F36B -2.2(4) . . . . ? C32B C31B C36B C35B -0.9(4) . . . . ? B1B C31B C36B C35B 179.3(3) . . . . ? C2B B1B C41B C42B -62.1(3) . . . . ? C4B B1B C41B C42B 179.1(2) . . . . ? C31B B1B C41B C42B 60.5(3) . . . . ? C2B B1B C41B C46B 116.1(3) . . . . ? C4B B1B C41B C46B -2.7(4) . . . . ? C31B B1B C41B C46B -121.3(3) . . . . ? C46B C41B C42B F42B -179.8(2) . . . . ? B1B C41B C42B F42B -1.4(4) . . . . ? C46B C41B C42B C43B 0.1(4) . . . . ? B1B C41B C42B C43B 178.5(2) . . . . ? F42B C42B C43B F43B -0.5(4) . . . . ? C41B C42B C43B F43B 179.6(2) . . . . ? F42B C42B C43B C44B 178.9(2) . . . . ? C41B C42B C43B C44B -1.0(4) . . . . ? F43B C43B C44B F44B 1.1(4) . . . . ? C42B C43B C44B F44B -178.3(2) . . . . ? F43B C43B C44B C45B -179.1(2) . . . . ? C42B C43B C44B C45B 1.6(4) . . . . ? F44B C44B C45B F45B -1.2(4) . . . . ? C43B C44B C45B F45B 179.0(2) . . . . ? F44B C44B C45B C46B 178.7(2) . . . . ? C43B C44B C45B C46B -1.2(4) . . . . ? F45B C45B C46B F46B 0.5(4) . . . . ? C44B C45B C46B F46B -179.3(2) . . . . ? F45B C45B C46B C41B -179.9(2) . . . . ? C44B C45B C46B C41B 0.3(4) . . . . ? C42B C41B C46B F46B 179.9(2) . . . . ? B1B C41B C46B F46B 1.6(4) . . . . ? C42B C41B C46B C45B 0.3(4) . . . . ? B1B C41B C46B C45B -178.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 66.99 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.261 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.046 _database_code_depnum_ccdc_archive 'CCDC 952207' ####################################################################### # # 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_erk6852 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H38 B F10 P' _chemical_formula_weight 678.42 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 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 10.7438(4) _cell_length_b 17.8343(5) _cell_length_c 18.5450(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.201(2) _cell_angle_gamma 90.00 _cell_volume 3412.26(18) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5619 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 1.405 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7203 _exptl_absorpt_correction_T_max 0.8495 _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 23360 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.31 _diffrn_reflns_theta_max 66.92 _reflns_number_total 5881 _reflns_number_gt 4915 _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 hydrogens at P1 and B1 atoms were refined freely. Two tBu groups and the vinyl group are disordered over two positions. Several restraints (SADI, SIMU, ISOR and SAME) 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^)+(0.0728P)^2^+1.7672P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5881 _refine_ls_number_parameters 492 _refine_ls_number_restraints 153 _refine_ls_R_factor_all 0.0710 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1644 _refine_ls_wR_factor_gt 0.1550 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.158 _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 -0.10077(9) -0.45255(5) 0.29898(5) 0.0731(3) Uani 1 1 d D . . H01 H -0.023(3) -0.3902(17) 0.3255(16) 0.077(9) Uiso 1 1 d . . . C3 C -0.2428(6) -0.4228(4) 0.3162(4) 0.0747(18) Uani 0.651(10) 1 d PDU A 1 H3 H -0.2484 -0.4238 0.3659 0.090 Uiso 0.651(10) 1 calc PR A 1 C4 C -0.3408(7) -0.3996(5) 0.2645(4) 0.096(2) Uani 0.651(10) 1 d PDU A 1 H4A H -0.3375 -0.3981 0.2144 0.115 Uiso 0.651(10) 1 calc PR A 1 H4B H -0.4160 -0.3840 0.2766 0.115 Uiso 0.651(10) 1 calc PR A 1 C3A C -0.2826(12) -0.4305(8) 0.2774(7) 0.079(3) Uani 0.349(10) 1 d PDU A 2 H3A H -0.3315 -0.4227 0.2274 0.094 Uiso 0.349(10) 1 calc PR A 2 C4A C -0.3402(10) -0.4262(7) 0.3316(6) 0.093(4) Uani 0.349(10) 1 d PD A 2 H4A1 H -0.2921 -0.4339 0.3818 0.112 Uiso 0.349(10) 1 calc PR A 2 H4A2 H -0.4292 -0.4153 0.3199 0.112 Uiso 0.349(10) 1 calc PR A 2 B1 B 0.1901(3) -0.5810(2) 0.44774(18) 0.0671(8) Uani 1 1 d . A . H02 H 0.181(3) -0.5516(15) 0.5037(16) 0.068(8) Uiso 1 1 d . . . C1 C -0.0272(3) -0.52075(19) 0.36950(17) 0.0760(8) Uani 1 1 d . A . H1A H -0.0380 -0.5050 0.4180 0.091 Uiso 1 1 calc R . . H1B H -0.0707 -0.5692 0.3564 0.091 Uiso 1 1 calc R . . C2 C 0.1169(3) -0.52925(18) 0.37588(16) 0.0711(8) Uani 1 1 d . . . H2A H 0.1574 -0.4796 0.3811 0.085 Uiso 1 1 calc R A . H2B H 0.1271 -0.5521 0.3298 0.085 Uiso 1 1 calc R . . C11 C -0.0668(2) -0.47391(14) 0.21120(14) 0.0548(6) Uani 1 1 d . A . C12 C 0.0188(2) -0.42201(13) 0.19118(14) 0.0538(6) Uani 1 1 d . . . C13 C 0.1089(3) -0.45076(14) 0.15744(14) 0.0552(6) Uani 1 1 d . A . H13 H 0.1697 -0.4177 0.1469 0.066 Uiso 1 1 calc R . . C14 C 0.1139(3) -0.52546(14) 0.13851(13) 0.0551(6) Uani 1 1 d . . . C15 C 0.0149(3) -0.57088(14) 0.14723(14) 0.0583(6) Uani 1 1 d . A . H15 H 0.0095 -0.6200 0.1282 0.070 Uiso 1 1 calc R . . C16 C -0.0769(2) -0.54830(14) 0.18245(15) 0.0568(6) Uani 1 1 d . . . C17 C 0.0189(3) -0.33531(15) 0.20081(17) 0.0703(8) Uani 1 1 d . A . C18 C 0.0395(4) -0.29867(18) 0.1291(2) 0.0912(11) Uani 1 1 d . . . H18A H -0.0272 -0.3160 0.0854 0.137 Uiso 1 1 calc R A . H18B H 0.1240 -0.3126 0.1242 0.137 Uiso 1 1 calc R . . H18C H 0.0344 -0.2446 0.1328 0.137 Uiso 1 1 calc R . . C19 C 0.1334(5) -0.3109(2) 0.2660(2) 0.1057(13) Uani 1 1 d . . . H19A H 0.1394 -0.2567 0.2670 0.159 Uiso 1 1 calc R A . H19B H 0.2128 -0.3320 0.2596 0.159 Uiso 1 1 calc R . . H19C H 0.1206 -0.3286 0.3129 0.159 Uiso 1 1 calc R . . C20 C -0.1098(4) -0.3023(2) 0.2063(3) 0.1065(14) Uani 1 1 d . . . H20A H -0.1086 -0.2483 0.2006 0.160 Uiso 1 1 calc R A . H20B H -0.1219 -0.3144 0.2549 0.160 Uiso 1 1 calc R . . H20C H -0.1805 -0.3234 0.1670 0.160 Uiso 1 1 calc R . . C21 C 0.2210(3) -0.55661(16) 0.10716(16) 0.0661(7) Uani 1 1 d D A . C22 C 0.1659(5) -0.5828(4) 0.0266(3) 0.106(2) Uani 0.703(6) 1 d PD A 1 H22A H 0.1243 -0.5410 -0.0043 0.159 Uiso 0.703(6) 1 calc PR A 1 H22B H 0.1028 -0.6222 0.0249 0.159 Uiso 0.703(6) 1 calc PR A 1 H22C H 0.2354 -0.6020 0.0079 0.159 Uiso 0.703(6) 1 calc PR A 1 C23 C 0.2909(5) -0.6211(3) 0.1558(3) 0.0897(17) Uani 0.703(6) 1 d PD A 1 H23A H 0.2298 -0.6611 0.1558 0.135 Uiso 0.703(6) 1 calc PR A 1 H23B H 0.3281 -0.6035 0.2067 0.135 Uiso 0.703(6) 1 calc PR A 1 H23C H 0.3594 -0.6397 0.1358 0.135 Uiso 0.703(6) 1 calc PR A 1 C24 C 0.3297(5) -0.4984(3) 0.1054(4) 0.0956(18) Uani 0.703(6) 1 d PD A 1 H24A H 0.3948 -0.5224 0.0861 0.143 Uiso 0.703(6) 1 calc PR A 1 H24B H 0.3697 -0.4801 0.1558 0.143 Uiso 0.703(6) 1 calc PR A 1 H24C H 0.2918 -0.4566 0.0732 0.143 Uiso 0.703(6) 1 calc PR A 1 C22A C 0.2158(13) -0.5143(7) 0.0383(6) 0.090(4) Uiso 0.297(6) 1 d PD A 2 H22D H 0.2412 -0.4628 0.0511 0.135 Uiso 0.297(6) 1 calc PR A 2 H22E H 0.1282 -0.5155 0.0052 0.135 Uiso 0.297(6) 1 calc PR A 2 H22F H 0.2745 -0.5368 0.0131 0.135 Uiso 0.297(6) 1 calc PR A 2 C23A C 0.1938(13) -0.6418(6) 0.0913(7) 0.089(4) Uiso 0.297(6) 1 d PD A 2 H23D H 0.1076 -0.6483 0.0575 0.133 Uiso 0.297(6) 1 calc PR A 2 H23E H 0.1996 -0.6677 0.1381 0.133 Uiso 0.297(6) 1 calc PR A 2 H23F H 0.2574 -0.6623 0.0685 0.133 Uiso 0.297(6) 1 calc PR A 2 C24A C 0.3421(11) -0.5490(8) 0.1686(7) 0.091(4) Uiso 0.297(6) 1 d PD A 2 H24D H 0.4128 -0.5721 0.1538 0.137 Uiso 0.297(6) 1 calc PR A 2 H24E H 0.3320 -0.5735 0.2133 0.137 Uiso 0.297(6) 1 calc PR A 2 H24F H 0.3609 -0.4962 0.1791 0.137 Uiso 0.297(6) 1 calc PR A 2 C25 C -0.1845(3) -0.60662(17) 0.18099(19) 0.0758(8) Uani 1 1 d D A . C26 C -0.2442(18) -0.6213(13) 0.0967(7) 0.182(12) Uani 0.49(5) 1 d PDU A 1 H26A H -0.3097 -0.6601 0.0900 0.272 Uiso 0.49(5) 1 calc PR A 1 H26B H -0.1769 -0.6374 0.0745 0.272 Uiso 0.49(5) 1 calc PR A 1 H26C H -0.2836 -0.5755 0.0724 0.272 Uiso 0.49(5) 1 calc PR A 1 C27 C -0.123(2) -0.6792(10) 0.2194(14) 0.125(9) Uani 0.49(5) 1 d PDU A 1 H27A H -0.0755 -0.6686 0.2710 0.188 Uiso 0.49(5) 1 calc PR A 1 H27B H -0.0650 -0.6995 0.1928 0.188 Uiso 0.49(5) 1 calc PR A 1 H27C H -0.1911 -0.7154 0.2187 0.188 Uiso 0.49(5) 1 calc PR A 1 C28 C -0.2934(14) -0.5821(10) 0.2146(8) 0.086(5) Uani 0.49(5) 1 d PDU A 1 H28A H -0.3288 -0.5346 0.1926 0.130 Uiso 0.49(5) 1 calc PR A 1 H28B H -0.2589 -0.5764 0.2685 0.130 Uiso 0.49(5) 1 calc PR A 1 H28C H -0.3612 -0.6197 0.2038 0.130 Uiso 0.49(5) 1 calc PR A 1 C26A C -0.2515(14) -0.6313(9) 0.1010(6) 0.093(5) Uani 0.51(5) 1 d PDU A 2 H26D H -0.3288 -0.6597 0.1004 0.139 Uiso 0.51(5) 1 calc PR A 2 H26E H -0.1930 -0.6624 0.0825 0.139 Uiso 0.51(5) 1 calc PR A 2 H26F H -0.2754 -0.5874 0.0692 0.139 Uiso 0.51(5) 1 calc PR A 2 C27A C -0.1253(16) -0.6781(8) 0.2265(10) 0.084(5) Uani 0.51(5) 1 d PDU A 2 H27D H -0.1012 -0.6668 0.2798 0.126 Uiso 0.51(5) 1 calc PR A 2 H27E H -0.0491 -0.6937 0.2121 0.126 Uiso 0.51(5) 1 calc PR A 2 H27F H -0.1889 -0.7181 0.2158 0.126 Uiso 0.51(5) 1 calc PR A 2 C28A C -0.2901(16) -0.5776(11) 0.2150(12) 0.141(10) Uani 0.51(5) 1 d PDU A 2 H28D H -0.2531 -0.5691 0.2684 0.211 Uiso 0.51(5) 1 calc PR A 2 H28E H -0.3590 -0.6144 0.2074 0.211 Uiso 0.51(5) 1 calc PR A 2 H28F H -0.3249 -0.5309 0.1908 0.211 Uiso 0.51(5) 1 calc PR A 2 C31 C 0.1206(3) -0.66297(17) 0.44073(15) 0.0631(7) Uani 1 1 d . . . F32 F 0.03428(19) -0.64589(13) 0.54398(10) 0.0938(6) Uani 1 1 d U . . C32 C 0.0499(3) -0.68945(19) 0.48759(16) 0.0688(7) Uani 1 1 d . A . F33 F -0.0707(2) -0.78173(15) 0.53075(13) 0.1116(8) Uani 1 1 d U A . C33 C -0.0065(3) -0.7591(2) 0.48197(18) 0.0785(9) Uani 1 1 d . . . F34 F -0.0474(2) -0.87618(12) 0.42118(15) 0.1121(7) Uani 1 1 d U . . C34 C 0.0064(3) -0.8072(2) 0.4272(2) 0.0823(9) Uani 1 1 d . A . F35 F 0.0880(3) -0.83097(12) 0.32372(15) 0.1158(8) Uani 1 1 d U A . C35 C 0.0744(3) -0.78448(19) 0.3789(2) 0.0828(9) Uani 1 1 d . . . F36 F 0.1919(2) -0.69507(11) 0.33486(11) 0.0893(6) Uani 1 1 d U . . C36 C 0.1279(3) -0.71442(18) 0.38630(17) 0.0706(8) Uani 1 1 d . A . C41 C 0.3459(3) -0.59451(19) 0.45848(18) 0.0756(8) Uani 1 1 d . . . F42 F 0.3559(2) -0.67037(16) 0.56462(15) 0.1238(9) Uani 1 1 d U . . C42 C 0.4169(4) -0.6385(2) 0.5169(2) 0.0909(10) Uani 1 1 d . A . C43 C 0.5468(4) -0.6545(3) 0.5320(3) 0.1168(15) Uani 1 1 d . . . F43 F 0.6067(3) -0.6974(2) 0.5908(3) 0.1853(16) Uani 1 1 d U A . F44 F 0.7412(2) -0.6409(2) 0.4978(3) 0.1899(17) Uani 1 1 d U . . C44 C 0.6136(5) -0.6261(3) 0.4868(4) 0.1279(19) Uani 1 1 d U A . C45 C 0.5526(5) -0.5835(4) 0.4274(3) 0.1251(18) Uani 1 1 d U . . F45 F 0.6154(3) -0.5563(3) 0.3802(2) 0.211(2) Uani 1 1 d U A . F46 F 0.3668(3) -0.5236(2) 0.35506(16) 0.1553(13) Uani 1 1 d U . . C46 C 0.4207(4) -0.5673(3) 0.4147(2) 0.1027(13) Uani 1 1 d . A . 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 0.0894(6) 0.0691(5) 0.0720(5) 0.0096(4) 0.0412(4) 0.0189(4) C3 0.073(4) 0.094(4) 0.058(3) 0.002(3) 0.021(3) 0.020(3) C4 0.078(4) 0.120(6) 0.087(4) 0.011(4) 0.017(3) 0.026(4) C3A 0.079(8) 0.099(8) 0.057(7) 0.013(7) 0.017(6) 0.035(6) C4A 0.063(6) 0.147(10) 0.073(7) 0.005(6) 0.023(5) 0.032(6) B1 0.074(2) 0.077(2) 0.0539(17) -0.0005(15) 0.0236(15) 0.0036(16) C1 0.097(2) 0.0771(19) 0.0626(17) 0.0094(14) 0.0375(16) 0.0140(17) C2 0.086(2) 0.0731(18) 0.0598(16) 0.0020(13) 0.0290(15) -0.0013(15) C11 0.0566(14) 0.0525(13) 0.0549(14) 0.0045(11) 0.0148(11) 0.0045(11) C12 0.0616(15) 0.0474(13) 0.0494(13) -0.0003(10) 0.0104(11) 0.0017(11) C13 0.0621(15) 0.0501(13) 0.0533(14) 0.0015(11) 0.0161(11) -0.0013(11) C14 0.0626(15) 0.0543(14) 0.0448(13) 0.0019(10) 0.0089(11) 0.0079(11) C15 0.0693(16) 0.0454(13) 0.0546(14) -0.0044(11) 0.0079(12) 0.0004(12) C16 0.0563(14) 0.0506(14) 0.0580(15) 0.0063(11) 0.0068(11) 0.0003(11) C17 0.093(2) 0.0466(14) 0.0736(18) -0.0046(13) 0.0277(16) 0.0007(13) C18 0.128(3) 0.0532(17) 0.101(3) 0.0125(16) 0.047(2) 0.0016(18) C19 0.143(4) 0.072(2) 0.097(3) -0.0262(19) 0.025(2) -0.027(2) C20 0.133(3) 0.0583(19) 0.148(4) 0.020(2) 0.074(3) 0.030(2) C21 0.0709(17) 0.0655(16) 0.0629(16) 0.0004(13) 0.0206(13) 0.0135(13) C22 0.095(4) 0.161(6) 0.064(3) -0.023(3) 0.026(3) 0.030(4) C23 0.087(3) 0.088(3) 0.101(4) 0.022(3) 0.037(3) 0.035(3) C24 0.090(3) 0.085(3) 0.132(5) -0.003(3) 0.064(3) 0.002(3) C25 0.0654(18) 0.0622(17) 0.094(2) 0.0062(15) 0.0129(16) -0.0127(14) C26 0.163(15) 0.195(17) 0.140(13) 0.022(11) -0.035(11) -0.145(16) C27 0.141(16) 0.082(12) 0.149(16) 0.035(11) 0.035(12) -0.045(11) C28 0.065(9) 0.079(8) 0.112(10) 0.022(7) 0.020(7) 0.014(7) C26A 0.084(6) 0.088(6) 0.093(7) -0.010(5) 0.004(5) -0.009(6) C27A 0.076(8) 0.054(8) 0.124(10) 0.010(7) 0.032(7) 0.006(6) C28A 0.080(11) 0.125(13) 0.23(2) -0.008(12) 0.064(11) -0.049(10) C31 0.0596(15) 0.0751(17) 0.0566(15) 0.0083(13) 0.0194(12) 0.0119(13) F32 0.0916(13) 0.1322(17) 0.0695(11) -0.0076(11) 0.0420(10) -0.0095(11) C32 0.0582(16) 0.093(2) 0.0560(15) 0.0086(14) 0.0176(12) 0.0077(15) F33 0.0966(14) 0.145(2) 0.1058(15) 0.0304(14) 0.0492(12) -0.0170(13) C33 0.0608(17) 0.103(3) 0.074(2) 0.0254(18) 0.0211(15) 0.0006(17) F34 0.1060(16) 0.0895(14) 0.141(2) 0.0169(13) 0.0351(14) -0.0181(12) C34 0.0697(19) 0.077(2) 0.098(2) 0.0184(18) 0.0195(18) -0.0019(16) F35 0.141(2) 0.0844(14) 0.1392(19) -0.0248(13) 0.0672(16) -0.0118(13) C35 0.086(2) 0.074(2) 0.093(2) -0.0045(17) 0.0326(19) 0.0069(17) F36 0.1117(14) 0.0863(12) 0.0891(12) -0.0126(10) 0.0596(11) -0.0069(10) C36 0.0724(18) 0.0742(19) 0.0728(18) 0.0061(15) 0.0326(15) 0.0041(14) C41 0.0747(19) 0.085(2) 0.0715(19) -0.0207(16) 0.0277(16) -0.0093(16) F42 0.0961(15) 0.140(2) 0.1321(19) 0.0542(16) 0.0268(14) 0.0360(14) C42 0.074(2) 0.094(2) 0.106(3) -0.007(2) 0.026(2) 0.0140(18) C43 0.076(3) 0.113(3) 0.154(4) -0.027(3) 0.020(3) 0.013(2) F43 0.0998(19) 0.174(3) 0.254(4) 0.030(3) 0.002(2) 0.055(2) F44 0.0666(15) 0.220(3) 0.285(4) -0.095(3) 0.051(2) -0.0085(17) C44 0.076(3) 0.141(4) 0.169(5) -0.076(4) 0.038(3) -0.015(3) C45 0.089(3) 0.173(5) 0.131(4) -0.055(3) 0.060(3) -0.053(3) F45 0.126(2) 0.345(5) 0.194(3) -0.043(3) 0.097(2) -0.093(3) F46 0.120(2) 0.249(4) 0.1036(18) 0.030(2) 0.0415(15) -0.065(2) C46 0.091(3) 0.140(4) 0.085(3) -0.027(2) 0.037(2) -0.039(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C3 1.727(6) . ? P1 C1 1.799(3) . ? P1 C11 1.806(3) . ? P1 C3A 1.922(12) . ? P1 H01 1.40(3) . ? C3 C4 1.279(9) . ? C3 H3 0.9400 . ? C4 H4A 0.9400 . ? C4 H4B 0.9400 . ? C3A C4A 1.321(13) . ? C3A H3A 0.9400 . ? C4A H4A1 0.9400 . ? C4A H4A2 0.9400 . ? B1 C31 1.630(5) . ? B1 C2 1.631(5) . ? B1 C41 1.647(5) . ? B1 H02 1.19(3) . ? C1 C2 1.527(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C11 C16 1.423(4) . ? C11 C12 1.425(4) . ? C12 C13 1.390(4) . ? C12 C17 1.557(4) . ? C13 C14 1.382(4) . ? C13 H13 0.9400 . ? C14 C15 1.382(4) . ? C14 C21 1.530(4) . ? C15 C16 1.386(4) . ? C15 H15 0.9400 . ? C16 C25 1.549(4) . ? C17 C19 1.528(5) . ? C17 C20 1.532(5) . ? C17 C18 1.552(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C21 C22A 1.471(10) . ? C21 C24A 1.477(10) . ? C21 C22 1.518(5) . ? C21 C23 1.524(5) . ? C21 C23A 1.559(10) . ? C21 C24 1.570(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C22A H22D 0.9700 . ? C22A H22E 0.9700 . ? C22A H22F 0.9700 . ? C23A H23D 0.9700 . ? C23A H23E 0.9700 . ? C23A H23F 0.9700 . ? C24A H24D 0.9700 . ? C24A H24E 0.9700 . ? C24A H24F 0.9700 . ? C25 C26A 1.521(9) . ? C25 C28A 1.533(12) . ? C25 C28 1.534(10) . ? C25 C27 1.534(12) . ? C25 C26 1.537(12) . ? C25 C27A 1.563(10) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C26A H26D 0.9700 . ? C26A H26E 0.9700 . ? C26A H26F 0.9700 . ? C27A H27D 0.9700 . ? C27A H27E 0.9700 . ? C27A H27F 0.9700 . ? C28A H28D 0.9700 . ? C28A H28E 0.9700 . ? C28A H28F 0.9700 . ? C31 C36 1.383(4) . ? C31 C32 1.387(4) . ? F32 C32 1.350(4) . ? C32 C33 1.374(5) . ? F33 C33 1.343(3) . ? C33 C34 1.365(5) . ? F34 C34 1.351(4) . ? C34 C35 1.365(5) . ? F35 C35 1.357(4) . ? C35 C36 1.366(5) . ? F36 C36 1.367(3) . ? C41 C46 1.379(5) . ? C41 C42 1.382(5) . ? F42 C42 1.364(5) . ? C42 C43 1.375(6) . ? C43 F43 1.342(6) . ? C43 C44 1.345(8) . ? F44 C44 1.355(5) . ? C44 C45 1.348(8) . ? C45 F45 1.337(6) . ? C45 C46 1.400(7) . ? F46 C46 1.346(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 P1 C1 107.7(3) . . ? C3 P1 C11 130.0(3) . . ? C1 P1 C11 110.75(13) . . ? C3 P1 C3A 22.6(3) . . ? C1 P1 C3A 120.3(4) . . ? C11 P1 C3A 107.8(4) . . ? C3 P1 H01 99.5(12) . . ? C1 P1 H01 100.6(12) . . ? C11 P1 H01 103.5(12) . . ? C3A P1 H01 112.7(13) . . ? C4 C3 P1 123.1(6) . . ? C4 C3 H3 118.5 . . ? P1 C3 H3 118.5 . . ? C3 C4 H4A 120.0 . . ? C3 C4 H4B 120.0 . . ? H4A C4 H4B 120.0 . . ? C4A C3A P1 121.2(10) . . ? C4A C3A H3A 119.4 . . ? P1 C3A H3A 119.4 . . ? C3A C4A H4A1 120.0 . . ? C3A C4A H4A2 120.0 . . ? H4A1 C4A H4A2 120.0 . . ? C31 B1 C2 109.7(3) . . ? C31 B1 C41 107.8(3) . . ? C2 B1 C41 115.1(3) . . ? C31 B1 H02 108.5(14) . . ? C2 B1 H02 109.0(14) . . ? C41 B1 H02 106.6(14) . . ? C2 C1 P1 110.7(2) . . ? C2 C1 H1A 109.5 . . ? P1 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? P1 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? C1 C2 B1 111.5(2) . . ? C1 C2 H2A 109.3 . . ? B1 C2 H2A 109.3 . . ? C1 C2 H2B 109.3 . . ? B1 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C16 C11 C12 119.7(2) . . ? C16 C11 P1 121.40(19) . . ? C12 C11 P1 113.92(19) . . ? C13 C12 C11 117.3(2) . . ? C13 C12 C17 116.1(2) . . ? C11 C12 C17 126.5(2) . . ? C14 C13 C12 123.5(2) . . ? C14 C13 H13 118.3 . . ? C12 C13 H13 118.3 . . ? C15 C14 C13 116.7(2) . . ? C15 C14 C21 121.1(2) . . ? C13 C14 C21 122.2(2) . . ? C14 C15 C16 123.9(2) . . ? C14 C15 H15 118.1 . . ? C16 C15 H15 118.1 . . ? C15 C16 C11 117.2(2) . . ? C15 C16 C25 115.0(2) . . ? C11 C16 C25 127.7(3) . . ? C19 C17 C20 112.4(3) . . ? C19 C17 C18 106.4(3) . . ? C20 C17 C18 104.0(3) . . ? C19 C17 C12 110.4(3) . . ? C20 C17 C12 114.7(3) . . ? C18 C17 C12 108.4(2) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22A C21 C24A 115.7(8) . . ? C22A C21 C22 52.7(6) . . ? C24A C21 C22 143.6(6) . . ? C22A C21 C23 142.5(6) . . ? C24A C21 C23 55.3(6) . . ? C22 C21 C23 110.0(4) . . ? C22A C21 C14 107.1(6) . . ? C24A C21 C14 105.5(6) . . ? C22 C21 C14 110.9(3) . . ? C23 C21 C14 110.4(3) . . ? C22A C21 C23A 112.1(7) . . ? C24A C21 C23A 108.3(7) . . ? C22 C21 C23A 60.9(6) . . ? C23 C21 C23A 54.0(5) . . ? C14 C21 C23A 107.7(5) . . ? C22A C21 C24 59.4(6) . . ? C24A C21 C24 57.0(6) . . ? C22 C21 C24 105.7(4) . . ? C23 C21 C24 105.3(3) . . ? C14 C21 C24 114.2(3) . . ? C23A C21 C24 137.9(5) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? C21 C22A H22D 109.5 . . ? C21 C22A H22E 109.5 . . ? H22D C22A H22E 109.5 . . ? C21 C22A H22F 109.5 . . ? H22D C22A H22F 109.5 . . ? H22E C22A H22F 109.5 . . ? C21 C23A H23D 109.5 . . ? C21 C23A H23E 109.5 . . ? H23D C23A H23E 109.5 . . ? C21 C23A H23F 109.5 . . ? H23D C23A H23F 109.5 . . ? H23E C23A H23F 109.5 . . ? C21 C24A H24D 109.5 . . ? C21 C24A H24E 109.5 . . ? H24D C24A H24E 109.5 . . ? C21 C24A H24F 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? C26A C25 C28A 107.2(9) . . ? C26A C25 C28 105.7(9) . . ? C28A C25 C28 3.2(14) . . ? C26A C25 C27 103.5(12) . . ? C28A C25 C27 111.3(12) . . ? C28 C25 C27 109.2(8) . . ? C26A C25 C26 8.2(13) . . ? C28A C25 C26 109.2(13) . . ? C28 C25 C26 108.2(8) . . ? C27 C25 C26 109.4(9) . . ? C26A C25 C16 111.0(8) . . ? C28A C25 C16 113.6(8) . . ? C28 C25 C16 116.8(8) . . ? C27 C25 C16 109.7(9) . . ? C26 C25 C16 103.3(8) . . ? C26A C25 C27A 107.5(8) . . ? C28A C25 C27A 106.8(9) . . ? C28 C25 C27A 104.8(8) . . ? C27 C25 C27A 5.1(14) . . ? C26 C25 C27A 113.7(13) . . ? C16 C25 C27A 110.4(8) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C26A H26D 109.5 . . ? C25 C26A H26E 109.5 . . ? H26D C26A H26E 109.5 . . ? C25 C26A H26F 109.5 . . ? H26D C26A H26F 109.5 . . ? H26E C26A H26F 109.5 . . ? C25 C27A H27D 109.5 . . ? C25 C27A H27E 109.5 . . ? H27D C27A H27E 109.5 . . ? C25 C27A H27F 109.5 . . ? H27D C27A H27F 109.5 . . ? H27E C27A H27F 109.5 . . ? C25 C28A H28D 109.5 . . ? C25 C28A H28E 109.5 . . ? H28D C28A H28E 109.5 . . ? C25 C28A H28F 109.5 . . ? H28D C28A H28F 109.5 . . ? H28E C28A H28F 109.5 . . ? C36 C31 C32 112.6(3) . . ? C36 C31 B1 122.4(2) . . ? C32 C31 B1 125.0(3) . . ? F32 C32 C33 115.6(3) . . ? F32 C32 C31 119.8(3) . . ? C33 C32 C31 124.6(3) . . ? F33 C33 C34 119.4(3) . . ? F33 C33 C32 121.2(3) . . ? C34 C33 C32 119.3(3) . . ? F34 C34 C33 120.2(3) . . ? F34 C34 C35 120.7(4) . . ? C33 C34 C35 119.1(3) . . ? F35 C35 C34 120.3(3) . . ? F35 C35 C36 120.2(3) . . ? C34 C35 C36 119.5(3) . . ? C35 C36 F36 116.1(3) . . ? C35 C36 C31 124.9(3) . . ? F36 C36 C31 119.0(3) . . ? C46 C41 C42 112.1(4) . . ? C46 C41 B1 128.0(4) . . ? C42 C41 B1 119.8(3) . . ? F42 C42 C43 115.3(4) . . ? F42 C42 C41 119.0(3) . . ? C43 C42 C41 125.7(4) . . ? F43 C43 C44 120.2(5) . . ? F43 C43 C42 120.9(5) . . ? C44 C43 C42 118.9(5) . . ? C43 C44 C45 119.9(5) . . ? C43 C44 F44 121.7(7) . . ? C45 C44 F44 118.3(6) . . ? F45 C45 C44 121.4(6) . . ? F45 C45 C46 119.2(6) . . ? C44 C45 C46 119.5(5) . . ? F46 C46 C41 120.0(4) . . ? F46 C46 C45 116.1(4) . . ? C41 C46 C45 123.9(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 P1 C3 C4 -151.3(6) . . . . ? C11 P1 C3 C4 -12.4(8) . . . . ? C3A P1 C3 C4 -23.8(13) . . . . ? C3 P1 C3A C4A -21.5(9) . . . . ? C1 P1 C3A C4A 39.5(14) . . . . ? C11 P1 C3A C4A 167.6(11) . . . . ? C3 P1 C1 C2 -160.0(3) . . . . ? C11 P1 C1 C2 52.5(3) . . . . ? C3A P1 C1 C2 179.3(6) . . . . ? P1 C1 C2 B1 171.4(2) . . . . ? C31 B1 C2 C1 57.4(3) . . . . ? C41 B1 C2 C1 179.1(3) . . . . ? C3 P1 C11 C16 -93.6(4) . . . . ? C1 P1 C11 C16 44.4(3) . . . . ? C3A P1 C11 C16 -89.0(5) . . . . ? C3 P1 C11 C12 111.4(4) . . . . ? C1 P1 C11 C12 -110.6(2) . . . . ? C3A P1 C11 C12 116.0(5) . . . . ? C16 C11 C12 C13 -13.5(3) . . . . ? P1 C11 C12 C13 141.9(2) . . . . ? C16 C11 C12 C17 164.3(3) . . . . ? P1 C11 C12 C17 -40.2(3) . . . . ? C11 C12 C13 C14 4.1(4) . . . . ? C17 C12 C13 C14 -173.9(2) . . . . ? C12 C13 C14 C15 6.8(4) . . . . ? C12 C13 C14 C21 -175.0(2) . . . . ? C13 C14 C15 C16 -8.8(4) . . . . ? C21 C14 C15 C16 172.9(2) . . . . ? C14 C15 C16 C11 -0.3(4) . . . . ? C14 C15 C16 C25 176.0(2) . . . . ? C12 C11 C16 C15 11.7(4) . . . . ? P1 C11 C16 C15 -141.9(2) . . . . ? C12 C11 C16 C25 -164.0(3) . . . . ? P1 C11 C16 C25 42.4(4) . . . . ? C13 C12 C17 C19 -76.2(3) . . . . ? C11 C12 C17 C19 105.9(3) . . . . ? C13 C12 C17 C20 155.7(3) . . . . ? C11 C12 C17 C20 -22.2(4) . . . . ? C13 C12 C17 C18 40.0(4) . . . . ? C11 C12 C17 C18 -137.9(3) . . . . ? C15 C14 C21 C22A 119.8(6) . . . . ? C13 C14 C21 C22A -58.4(7) . . . . ? C15 C14 C21 C24A -116.4(6) . . . . ? C13 C14 C21 C24A 65.5(6) . . . . ? C15 C14 C21 C22 63.9(4) . . . . ? C13 C14 C21 C22 -114.2(4) . . . . ? C15 C14 C21 C23 -58.3(4) . . . . ? C13 C14 C21 C23 123.6(3) . . . . ? C15 C14 C21 C23A -0.9(6) . . . . ? C13 C14 C21 C23A -179.1(6) . . . . ? C15 C14 C21 C24 -176.7(3) . . . . ? C13 C14 C21 C24 5.2(4) . . . . ? C15 C16 C25 C26A -54.7(5) . . . . ? C11 C16 C25 C26A 121.1(5) . . . . ? C15 C16 C25 C28A -175.6(9) . . . . ? C11 C16 C25 C28A 0.2(10) . . . . ? C15 C16 C25 C28 -176.0(6) . . . . ? C11 C16 C25 C28 -0.2(7) . . . . ? C15 C16 C25 C27 59.1(10) . . . . ? C11 C16 C25 C27 -125.1(10) . . . . ? C15 C16 C25 C26 -57.4(9) . . . . ? C11 C16 C25 C26 118.4(9) . . . . ? C15 C16 C25 C27A 64.5(7) . . . . ? C11 C16 C25 C27A -119.7(7) . . . . ? C2 B1 C31 C36 68.7(4) . . . . ? C41 B1 C31 C36 -57.2(4) . . . . ? C2 B1 C31 C32 -111.9(3) . . . . ? C41 B1 C31 C32 122.1(3) . . . . ? C36 C31 C32 F32 179.7(3) . . . . ? B1 C31 C32 F32 0.3(4) . . . . ? C36 C31 C32 C33 0.5(4) . . . . ? B1 C31 C32 C33 -178.9(3) . . . . ? F32 C32 C33 F33 -1.0(4) . . . . ? C31 C32 C33 F33 178.1(3) . . . . ? F32 C32 C33 C34 -179.0(3) . . . . ? C31 C32 C33 C34 0.2(5) . . . . ? F33 C33 C34 F34 1.5(5) . . . . ? C32 C33 C34 F34 179.4(3) . . . . ? F33 C33 C34 C35 -178.4(3) . . . . ? C32 C33 C34 C35 -0.5(5) . . . . ? F34 C34 C35 F35 0.5(5) . . . . ? C33 C34 C35 F35 -179.6(3) . . . . ? F34 C34 C35 C36 -179.9(3) . . . . ? C33 C34 C35 C36 0.0(5) . . . . ? F35 C35 C36 F36 1.1(5) . . . . ? C34 C35 C36 F36 -178.5(3) . . . . ? F35 C35 C36 C31 -179.5(3) . . . . ? C34 C35 C36 C31 0.9(5) . . . . ? C32 C31 C36 C35 -1.1(5) . . . . ? B1 C31 C36 C35 178.3(3) . . . . ? C32 C31 C36 F36 178.3(3) . . . . ? B1 C31 C36 F36 -2.3(4) . . . . ? C31 B1 C41 C46 123.1(4) . . . . ? C2 B1 C41 C46 0.3(5) . . . . ? C31 B1 C41 C42 -56.2(4) . . . . ? C2 B1 C41 C42 -179.0(3) . . . . ? C46 C41 C42 F42 -179.1(3) . . . . ? B1 C41 C42 F42 0.3(5) . . . . ? C46 C41 C42 C43 0.4(6) . . . . ? B1 C41 C42 C43 179.8(4) . . . . ? F42 C42 C43 F43 -1.2(6) . . . . ? C41 C42 C43 F43 179.3(4) . . . . ? F42 C42 C43 C44 179.1(4) . . . . ? C41 C42 C43 C44 -0.5(7) . . . . ? F43 C43 C44 C45 179.4(5) . . . . ? C42 C43 C44 C45 -0.8(7) . . . . ? F43 C43 C44 F44 1.6(7) . . . . ? C42 C43 C44 F44 -178.6(4) . . . . ? C43 C44 C45 F45 -177.9(4) . . . . ? F44 C44 C45 F45 0.0(8) . . . . ? C43 C44 C45 C46 2.0(8) . . . . ? F44 C44 C45 C46 180.0(4) . . . . ? C42 C41 C46 F46 179.7(4) . . . . ? B1 C41 C46 F46 0.4(6) . . . . ? C42 C41 C46 C45 1.0(6) . . . . ? B1 C41 C46 C45 -178.4(4) . . . . ? F45 C45 C46 F46 -1.1(7) . . . . ? C44 C45 C46 F46 179.0(4) . . . . ? F45 C45 C46 C41 177.8(4) . . . . ? C44 C45 C46 C41 -2.2(7) . . . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 66.92 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.254 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.036 _database_code_depnum_ccdc_archive 'CCDC 952208' ####################################################################### # # 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_erk6882 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H41 B F10 N P' _chemical_formula_weight 755.51 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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8542(5) _cell_length_b 13.8552(5) _cell_length_c 14.0717(10) _cell_angle_alpha 102.350(2) _cell_angle_beta 96.684(6) _cell_angle_gamma 111.631(3) _cell_volume 1876.71(17) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6064 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 1.344 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7475 _exptl_absorpt_correction_T_max 0.9608 _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 26113 _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.57 _diffrn_reflns_theta_max 67.02 _reflns_number_total 6459 _reflns_number_gt 5426 _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. One t-Bu group was found disordered over two positions. Several restraints (SADI, SIMU, SAME, ISOR) 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^)+(0.0492P)^2^+1.0884P] 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 6459 _refine_ls_number_parameters 512 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1172 _refine_ls_wR_factor_gt 0.1093 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.016 _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 0.63019(5) 0.01869(4) 0.19213(4) 0.04104(15) Uani 1 1 d . . . C1 C 0.7237(2) -0.04332(17) 0.11695(16) 0.0469(5) Uani 1 1 d . . . H1A H 0.7210 -0.1128 0.1244 0.056 Uiso 1 1 calc R . . H1B H 0.7207 -0.0373 0.0486 0.056 Uiso 1 1 calc R . . B1 B 1.1266(2) 0.26445(17) 0.12144(17) 0.0361(5) Uani 1 1 d . . . C2 C 0.8134(2) 0.05582(15) 0.19924(15) 0.0393(4) Uani 1 1 d . . . H2 H 0.8600 0.0416 0.2560 0.047 Uiso 1 1 calc R . . C3 C 0.8962(2) 0.15888(16) 0.17487(16) 0.0410(5) Uani 1 1 d . . . H3A H 0.9050 0.2213 0.2279 0.049 Uiso 1 1 calc R . . H3B H 0.8483 0.1616 0.1127 0.049 Uiso 1 1 calc R . . C4 C 1.0378(2) 0.16644(15) 0.16383(15) 0.0375(4) Uani 1 1 d . . . H4A H 1.0281 0.0980 0.1192 0.045 Uiso 1 1 calc R . . H4B H 1.0891 0.1742 0.2291 0.045 Uiso 1 1 calc R . . C11 C 0.59995(19) -0.06078(16) 0.28448(15) 0.0381(4) Uani 1 1 d . A . C12 C 0.5172(2) -0.17347(16) 0.25259(15) 0.0403(5) Uani 1 1 d . . . C13 C 0.5320(2) -0.23556(17) 0.31518(15) 0.0437(5) Uani 1 1 d . A . H13 H 0.4825 -0.3108 0.2921 0.052 Uiso 1 1 calc R . . C14 C 0.6153(2) -0.19318(17) 0.40934(15) 0.0428(5) Uani 1 1 d . . . C15 C 0.6803(2) -0.08143(18) 0.44272(16) 0.0457(5) Uani 1 1 d . A . H15 H 0.7329 -0.0500 0.5080 0.055 Uiso 1 1 calc R . . C16 C 0.6722(2) -0.01321(16) 0.38507(15) 0.0408(5) Uani 1 1 d . . . C17 C 0.4073(10) -0.2353(6) 0.1554(7) 0.049(2) Uani 0.720(15) 1 d PDU A 1 C18 C 0.4492(5) -0.3103(6) 0.0827(4) 0.0706(15) Uani 0.720(15) 1 d PDU A 1 H18A H 0.3794 -0.3462 0.0220 0.106 Uiso 0.720(15) 1 calc PR A 1 H18B H 0.4608 -0.3641 0.1128 0.106 Uiso 0.720(15) 1 calc PR A 1 H18C H 0.5341 -0.2684 0.0671 0.106 Uiso 0.720(15) 1 calc PR A 1 C19 C 0.3622(6) -0.1667(5) 0.0982(6) 0.073(2) Uani 0.720(15) 1 d PDU A 1 H19A H 0.2966 -0.2137 0.0374 0.110 Uiso 0.720(15) 1 calc PR A 1 H19B H 0.4404 -0.1162 0.0818 0.110 Uiso 0.720(15) 1 calc PR A 1 H19C H 0.3211 -0.1271 0.1394 0.110 Uiso 0.720(15) 1 calc PR A 1 C20 C 0.2767(7) -0.3048(7) 0.1839(6) 0.069(2) Uani 0.720(15) 1 d PDU A 1 H20A H 0.2061 -0.3456 0.1241 0.103 Uiso 0.720(15) 1 calc PR A 1 H20B H 0.2471 -0.2581 0.2284 0.103 Uiso 0.720(15) 1 calc PR A 1 H20C H 0.2949 -0.3543 0.2169 0.103 Uiso 0.720(15) 1 calc PR A 1 C17A C 0.395(2) -0.2321(15) 0.1577(14) 0.045(6) Uani 0.280(15) 1 d PDU A 2 C18A C 0.4461(13) -0.2573(17) 0.0633(10) 0.076(5) Uani 0.280(15) 1 d PDU A 2 H18D H 0.4823 -0.3114 0.0654 0.113 Uiso 0.280(15) 1 calc PR A 2 H18E H 0.5169 -0.1919 0.0584 0.113 Uiso 0.280(15) 1 calc PR A 2 H18F H 0.3717 -0.2845 0.0059 0.113 Uiso 0.280(15) 1 calc PR A 2 C19A C 0.3255(16) -0.1559(12) 0.1514(17) 0.088(5) Uani 0.280(15) 1 d PDU A 2 H19D H 0.2905 -0.1426 0.2109 0.132 Uiso 0.280(15) 1 calc PR A 2 H19E H 0.2513 -0.1883 0.0934 0.132 Uiso 0.280(15) 1 calc PR A 2 H19F H 0.3904 -0.0881 0.1459 0.132 Uiso 0.280(15) 1 calc PR A 2 C20A C 0.294(2) -0.3378(14) 0.1671(18) 0.072(6) Uani 0.280(15) 1 d PDU A 2 H20D H 0.2518 -0.3232 0.2226 0.109 Uiso 0.280(15) 1 calc PR A 2 H20E H 0.3402 -0.3835 0.1786 0.109 Uiso 0.280(15) 1 calc PR A 2 H20F H 0.2244 -0.3742 0.1062 0.109 Uiso 0.280(15) 1 calc PR A 2 C21 C 0.6305(2) -0.26679(19) 0.47368(16) 0.0491(5) Uani 1 1 d . A . C22 C 0.7205(3) -0.3202(3) 0.4352(2) 0.0753(8) Uani 1 1 d . . . H22A H 0.7279 -0.3683 0.4745 0.113 Uiso 1 1 calc R A . H22B H 0.8099 -0.2654 0.4405 0.113 Uiso 1 1 calc R . . H22C H 0.6814 -0.3614 0.3661 0.113 Uiso 1 1 calc R . . C23 C 0.4913(3) -0.3552(3) 0.4683(3) 0.0830(9) Uani 1 1 d . . . H23A H 0.5010 -0.3965 0.5142 0.124 Uiso 1 1 calc R A . H23B H 0.4554 -0.4029 0.4011 0.124 Uiso 1 1 calc R . . H23C H 0.4296 -0.3220 0.4864 0.124 Uiso 1 1 calc R . . C24 C 0.6894(4) -0.2043(3) 0.5831(2) 0.0863(10) Uani 1 1 d . . . H24A H 0.6364 -0.1643 0.6057 0.129 Uiso 1 1 calc R A . H24B H 0.7827 -0.1543 0.5910 0.129 Uiso 1 1 calc R . . H24C H 0.6866 -0.2545 0.6223 0.129 Uiso 1 1 calc R . . C25 C 0.7404(2) 0.10979(18) 0.44128(17) 0.0501(5) Uani 1 1 d . A . C26 C 0.7002(3) 0.1835(2) 0.3897(2) 0.0692(7) Uani 1 1 d . . . H26A H 0.7304 0.2545 0.4361 0.104 Uiso 1 1 calc R A . H26B H 0.6023 0.1532 0.3672 0.104 Uiso 1 1 calc R . . H26C H 0.7424 0.1895 0.3329 0.104 Uiso 1 1 calc R . . C27 C 0.6977(3) 0.1259(2) 0.5428(2) 0.0722(8) Uani 1 1 d . . . H27A H 0.7301 0.0873 0.5824 0.108 Uiso 1 1 calc R A . H27B H 0.5995 0.0982 0.5317 0.108 Uiso 1 1 calc R . . H27C H 0.7366 0.2023 0.5779 0.108 Uiso 1 1 calc R . . C28 C 0.8958(3) 0.1509(2) 0.4629(2) 0.0672(7) Uani 1 1 d . . . H28A H 0.9358 0.2252 0.5040 0.101 Uiso 1 1 calc R A . H28B H 0.9264 0.1469 0.4007 0.101 Uiso 1 1 calc R . . H28C H 0.9233 0.1064 0.4978 0.101 Uiso 1 1 calc R . . C31 C 1.1020(2) 0.37177(15) 0.17425(15) 0.0368(4) Uani 1 1 d . . . F32 F 0.97210(14) 0.37318(11) 0.02682(10) 0.0595(4) Uani 1 1 d . . . C32 C 1.0181(2) 0.40995(16) 0.12656(16) 0.0423(5) Uani 1 1 d . . . F33 F 0.88771(18) 0.51342(14) 0.12219(13) 0.0819(5) Uani 1 1 d . . . C33 C 0.9712(2) 0.48265(18) 0.1745(2) 0.0537(6) Uani 1 1 d . . . F34 F 0.9673(2) 0.59657(14) 0.32329(14) 0.0955(6) Uani 1 1 d . . . C34 C 1.0108(3) 0.52453(19) 0.2759(2) 0.0602(7) Uani 1 1 d . . . F35 F 1.13439(19) 0.53032(14) 0.42753(11) 0.0868(5) Uani 1 1 d . . . C35 C 1.0951(3) 0.49147(19) 0.32764(18) 0.0571(6) Uani 1 1 d . . . F36 F 1.21664(15) 0.38527(11) 0.33347(9) 0.0626(4) Uani 1 1 d . . . C36 C 1.1377(2) 0.41702(17) 0.27699(16) 0.0452(5) Uani 1 1 d . . . C41 C 1.1018(2) 0.23699(15) -0.00140(14) 0.0365(4) Uani 1 1 d . . . F42 F 0.90557(13) 0.07166(10) -0.03806(9) 0.0541(3) Uani 1 1 d . . . C42 C 1.0007(2) 0.14623(16) -0.06916(15) 0.0410(5) Uani 1 1 d . . . F43 F 0.88398(17) 0.03455(11) -0.23155(10) 0.0717(4) Uani 1 1 d . . . C43 C 0.9860(2) 0.12428(18) -0.17129(16) 0.0503(5) Uani 1 1 d . . . F44 F 1.0639(2) 0.17275(14) -0.30995(10) 0.0829(5) Uani 1 1 d . . . C44 C 1.0762(3) 0.1941(2) -0.21108(16) 0.0550(6) Uani 1 1 d . . . F45 F 1.26675(16) 0.35708(12) -0.18574(11) 0.0686(4) Uani 1 1 d . . . C45 C 1.1778(2) 0.28598(19) -0.14872(17) 0.0493(5) Uani 1 1 d . . . F46 F 1.28631(13) 0.40050(10) 0.00949(10) 0.0558(3) Uani 1 1 d . . . C46 C 1.1873(2) 0.30586(16) -0.04717(16) 0.0425(5) Uani 1 1 d . . . N51 N 1.28652(16) 0.28489(13) 0.15543(12) 0.0376(4) Uani 1 1 d . . . C52 C 1.3159(2) 0.19728(17) 0.14347(16) 0.0436(5) Uani 1 1 d . . . H52 H 1.2446 0.1283 0.1184 0.052 Uiso 1 1 calc R . . C53 C 1.4458(3) 0.2049(2) 0.16651(19) 0.0570(6) Uani 1 1 d . . . H53 H 1.4628 0.1422 0.1570 0.068 Uiso 1 1 calc R . . C54 C 1.5508(3) 0.3049(2) 0.2035(2) 0.0665(7) Uani 1 1 d . . . H54 H 1.6406 0.3117 0.2201 0.080 Uiso 1 1 calc R . . C55 C 1.5223(2) 0.3946(2) 0.2158(2) 0.0657(7) Uani 1 1 d . . . H55 H 1.5928 0.4640 0.2409 0.079 Uiso 1 1 calc R . . C56 C 1.3897(2) 0.38265(18) 0.19121(17) 0.0506(5) Uani 1 1 d . . . H56 H 1.3711 0.4447 0.1997 0.061 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0398(3) 0.0390(3) 0.0467(3) 0.0150(2) 0.0103(2) 0.0167(2) C1 0.0533(13) 0.0383(11) 0.0468(12) 0.0113(9) 0.0172(10) 0.0142(10) B1 0.0382(12) 0.0316(11) 0.0366(12) 0.0076(9) 0.0047(9) 0.0140(9) C2 0.0418(11) 0.0331(10) 0.0441(11) 0.0118(9) 0.0118(9) 0.0151(9) C3 0.0441(11) 0.0346(10) 0.0435(11) 0.0114(9) 0.0119(9) 0.0141(9) C4 0.0414(11) 0.0338(10) 0.0371(10) 0.0104(8) 0.0072(8) 0.0149(8) C11 0.0321(10) 0.0392(10) 0.0417(11) 0.0099(9) 0.0083(8) 0.0137(8) C12 0.0370(11) 0.0400(11) 0.0370(11) 0.0083(9) 0.0050(9) 0.0101(9) C13 0.0451(12) 0.0367(11) 0.0410(11) 0.0110(9) 0.0045(9) 0.0086(9) C14 0.0421(11) 0.0470(12) 0.0380(11) 0.0120(9) 0.0081(9) 0.0166(10) C15 0.0418(11) 0.0503(12) 0.0354(11) 0.0072(9) 0.0029(9) 0.0122(10) C16 0.0353(10) 0.0413(11) 0.0404(11) 0.0074(9) 0.0090(9) 0.0115(9) C17 0.048(4) 0.042(4) 0.046(5) 0.019(3) -0.001(3) 0.004(3) C18 0.078(3) 0.058(3) 0.045(2) -0.003(2) -0.001(2) 0.007(2) C19 0.060(3) 0.064(3) 0.071(4) 0.024(3) -0.021(3) 0.005(2) C20 0.046(3) 0.078(5) 0.055(3) 0.026(3) -0.007(2) -0.005(3) C17A 0.034(7) 0.055(10) 0.024(9) -0.003(7) -0.011(6) 0.006(7) C18A 0.065(7) 0.074(10) 0.050(7) -0.004(6) -0.002(5) 0.002(7) C19A 0.060(8) 0.101(9) 0.085(11) -0.009(8) -0.034(7) 0.045(7) C20A 0.065(8) 0.056(8) 0.065(8) 0.019(6) -0.003(6) -0.006(5) C21 0.0574(14) 0.0538(13) 0.0409(12) 0.0185(10) 0.0095(10) 0.0252(11) C22 0.092(2) 0.095(2) 0.0723(18) 0.0431(17) 0.0316(16) 0.0606(18) C23 0.076(2) 0.086(2) 0.097(2) 0.0587(19) 0.0229(17) 0.0252(17) C24 0.140(3) 0.080(2) 0.0437(15) 0.0184(14) 0.0006(17) 0.055(2) C25 0.0499(13) 0.0420(12) 0.0446(12) 0.0013(10) 0.0101(10) 0.0094(10) C26 0.088(2) 0.0448(13) 0.0677(17) 0.0013(12) 0.0143(15) 0.0279(14) C27 0.085(2) 0.0546(15) 0.0580(16) -0.0021(12) 0.0277(14) 0.0133(14) C28 0.0525(14) 0.0581(15) 0.0603(16) -0.0024(12) 0.0067(12) 0.0006(12) C31 0.0381(10) 0.0280(9) 0.0411(11) 0.0101(8) 0.0085(8) 0.0095(8) F32 0.0691(9) 0.0672(9) 0.0491(8) 0.0110(6) -0.0001(6) 0.0418(7) C32 0.0420(11) 0.0339(10) 0.0479(12) 0.0093(9) 0.0085(9) 0.0135(9) F33 0.0881(11) 0.0818(11) 0.0978(12) 0.0215(9) 0.0117(9) 0.0631(10) C33 0.0519(13) 0.0430(12) 0.0715(16) 0.0142(11) 0.0123(12) 0.0262(11) F34 0.1110(14) 0.0821(12) 0.1019(13) -0.0075(10) 0.0282(11) 0.0650(11) C34 0.0634(15) 0.0437(13) 0.0739(17) 0.0023(12) 0.0207(13) 0.0280(12) F35 0.1072(13) 0.0889(12) 0.0521(9) -0.0138(8) 0.0122(8) 0.0463(10) C35 0.0648(15) 0.0473(13) 0.0474(13) -0.0034(11) 0.0127(11) 0.0188(12) F36 0.0823(10) 0.0682(9) 0.0406(7) 0.0085(6) 0.0017(7) 0.0411(8) C36 0.0517(13) 0.0381(11) 0.0430(12) 0.0078(9) 0.0081(10) 0.0176(10) C41 0.0412(11) 0.0340(10) 0.0379(11) 0.0107(8) 0.0087(8) 0.0189(9) F42 0.0558(8) 0.0416(7) 0.0462(7) 0.0080(5) 0.0056(6) 0.0031(6) C42 0.0466(12) 0.0358(10) 0.0407(11) 0.0106(9) 0.0080(9) 0.0174(9) F43 0.0895(11) 0.0569(8) 0.0430(8) -0.0015(6) -0.0086(7) 0.0168(8) C43 0.0627(14) 0.0461(12) 0.0379(12) 0.0047(10) 0.0008(10) 0.0243(11) F44 0.1190(14) 0.0956(12) 0.0355(7) 0.0200(8) 0.0181(8) 0.0437(11) C44 0.0794(17) 0.0624(15) 0.0325(11) 0.0153(11) 0.0124(11) 0.0377(14) F45 0.0814(10) 0.0769(10) 0.0624(9) 0.0399(8) 0.0341(8) 0.0318(8) C45 0.0618(14) 0.0550(13) 0.0479(13) 0.0280(11) 0.0227(11) 0.0315(12) F46 0.0577(8) 0.0439(7) 0.0554(8) 0.0189(6) 0.0116(6) 0.0066(6) C46 0.0482(12) 0.0360(11) 0.0448(12) 0.0125(9) 0.0094(9) 0.0182(9) N51 0.0402(9) 0.0353(9) 0.0358(9) 0.0097(7) 0.0071(7) 0.0140(7) C52 0.0464(12) 0.0429(11) 0.0448(12) 0.0115(9) 0.0095(9) 0.0221(10) C53 0.0553(14) 0.0655(15) 0.0618(15) 0.0213(12) 0.0134(12) 0.0349(13) C54 0.0442(13) 0.0841(19) 0.0719(18) 0.0218(15) 0.0062(12) 0.0285(14) C55 0.0417(13) 0.0585(15) 0.0772(18) 0.0103(13) -0.0008(12) 0.0075(12) C56 0.0453(12) 0.0399(12) 0.0571(14) 0.0087(10) 0.0062(10) 0.0108(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.842(2) . ? P1 C2 1.845(2) . ? P1 C11 1.858(2) . ? C1 C2 1.499(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? B1 C4 1.626(3) . ? B1 C31 1.644(3) . ? B1 N51 1.645(3) . ? B1 C41 1.655(3) . ? C2 C3 1.516(3) . ? C2 H2 0.9900 . ? C3 C4 1.530(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C11 C16 1.419(3) . ? C11 C12 1.421(3) . ? C12 C13 1.391(3) . ? C12 C17 1.546(11) . ? C12 C17A 1.59(2) . ? C13 C14 1.384(3) . ? C13 H13 0.9400 . ? C14 C15 1.386(3) . ? C14 C21 1.540(3) . ? C15 C16 1.390(3) . ? C15 H15 0.9400 . ? C16 C25 1.560(3) . ? C17 C18 1.529(8) . ? C17 C19 1.538(7) . ? C17 C20 1.546(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C17A C20A 1.517(14) . ? C17A C19A 1.518(14) . ? C17A C18A 1.519(13) . ? C18A H18D 0.9700 . ? C18A H18E 0.9700 . ? C18A H18F 0.9700 . ? C19A H19D 0.9700 . ? C19A H19E 0.9700 . ? C19A H19F 0.9700 . ? C20A H20D 0.9700 . ? C20A H20E 0.9700 . ? C20A H20F 0.9700 . ? C21 C22 1.510(4) . ? C21 C24 1.524(3) . ? C21 C23 1.535(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C26 1.527(4) . ? C25 C28 1.536(3) . ? C25 C27 1.549(3) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C31 C32 1.387(3) . ? C31 C36 1.391(3) . ? F32 C32 1.350(2) . ? C32 C33 1.377(3) . ? F33 C33 1.345(3) . ? C33 C34 1.369(4) . ? F34 C34 1.342(3) . ? C34 C35 1.369(4) . ? F35 C35 1.347(3) . ? C35 C36 1.378(3) . ? F36 C36 1.352(3) . ? C41 C42 1.386(3) . ? C41 C46 1.391(3) . ? F42 C42 1.355(2) . ? C42 C43 1.381(3) . ? F43 C43 1.344(3) . ? C43 C44 1.366(3) . ? F44 C44 1.339(3) . ? C44 C45 1.367(3) . ? F45 C45 1.345(3) . ? C45 C46 1.380(3) . ? F46 C46 1.351(2) . ? N51 C56 1.342(3) . ? N51 C52 1.347(3) . ? C52 C53 1.368(3) . ? C52 H52 0.9400 . ? C53 C54 1.370(4) . ? C53 H53 0.9400 . ? C54 C55 1.369(4) . ? C54 H54 0.9400 . ? C55 C56 1.380(3) . ? C55 H55 0.9400 . ? C56 H56 0.9400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C2 47.97(9) . . ? C1 P1 C11 101.09(10) . . ? C2 P1 C11 100.69(9) . . ? C2 C1 P1 66.14(11) . . ? C2 C1 H1A 117.1 . . ? P1 C1 H1A 117.1 . . ? C2 C1 H1B 117.1 . . ? P1 C1 H1B 117.1 . . ? H1A C1 H1B 114.1 . . ? C4 B1 C31 107.30(16) . . ? C4 B1 N51 106.66(15) . . ? C31 B1 N51 110.42(15) . . ? C4 B1 C41 115.37(16) . . ? C31 B1 C41 113.56(16) . . ? N51 B1 C41 103.24(15) . . ? C1 C2 C3 120.01(18) . . ? C1 C2 P1 65.88(11) . . ? C3 C2 P1 118.77(14) . . ? C1 C2 H2 114.5 . . ? C3 C2 H2 114.5 . . ? P1 C2 H2 114.5 . . ? C2 C3 C4 112.12(16) . . ? C2 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? C2 C3 H3B 109.2 . . ? C4 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? C3 C4 B1 116.06(16) . . ? C3 C4 H4A 108.3 . . ? B1 C4 H4A 108.3 . . ? C3 C4 H4B 108.3 . . ? B1 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? C16 C11 C12 118.88(18) . . ? C16 C11 P1 120.54(15) . . ? C12 C11 P1 120.11(15) . . ? C13 C12 C11 117.84(18) . . ? C13 C12 C17 115.6(3) . . ? C11 C12 C17 126.5(3) . . ? C13 C12 C17A 116.7(6) . . ? C11 C12 C17A 124.9(6) . . ? C17 C12 C17A 5.6(8) . . ? C14 C13 C12 123.95(19) . . ? C14 C13 H13 118.0 . . ? C12 C13 H13 118.0 . . ? C13 C14 C15 116.13(19) . . ? C13 C14 C21 121.35(19) . . ? C15 C14 C21 122.49(19) . . ? C14 C15 C16 123.71(19) . . ? C14 C15 H15 118.1 . . ? C16 C15 H15 118.1 . . ? C15 C16 C11 118.11(19) . . ? C15 C16 C25 114.96(18) . . ? C11 C16 C25 126.88(19) . . ? C18 C17 C19 107.8(6) . . ? C18 C17 C20 108.4(6) . . ? C19 C17 C20 104.0(7) . . ? C18 C17 C12 111.7(6) . . ? C19 C17 C12 116.9(5) . . ? C20 C17 C12 107.5(6) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C20A C17A C19A 109.4(15) . . ? C20A C17A C18A 107.7(14) . . ? C19A C17A C18A 110.2(14) . . ? C20A C17A C12 111.4(14) . . ? C19A C17A C12 107.0(12) . . ? C18A C17A C12 111.1(13) . . ? C17A C18A H18D 109.5 . . ? C17A C18A H18E 109.5 . . ? H18D C18A H18E 109.5 . . ? C17A C18A H18F 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C17A C19A H19D 109.5 . . ? C17A C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? C17A C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? C17A C20A H20D 109.5 . . ? C17A C20A H20E 109.5 . . ? H20D C20A H20E 109.5 . . ? C17A C20A H20F 109.5 . . ? H20D C20A H20F 109.5 . . ? H20E C20A H20F 109.5 . . ? C22 C21 C24 109.8(2) . . ? C22 C21 C23 108.6(2) . . ? C24 C21 C23 106.8(2) . . ? C22 C21 C14 109.40(19) . . ? C24 C21 C14 111.9(2) . . ? C23 C21 C14 110.3(2) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C28 108.4(2) . . ? C26 C25 C27 105.7(2) . . ? C28 C25 C27 107.5(2) . . ? C26 C25 C16 115.69(19) . . ? C28 C25 C16 110.91(19) . . ? C27 C25 C16 108.30(18) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C32 C31 C36 112.76(18) . . ? C32 C31 B1 123.85(18) . . ? C36 C31 B1 121.77(18) . . ? F32 C32 C33 114.97(19) . . ? F32 C32 C31 120.53(18) . . ? C33 C32 C31 124.5(2) . . ? F33 C33 C34 119.9(2) . . ? F33 C33 C32 120.3(2) . . ? C34 C33 C32 119.8(2) . . ? F34 C34 C33 120.4(2) . . ? F34 C34 C35 120.8(2) . . ? C33 C34 C35 118.8(2) . . ? F35 C35 C34 120.2(2) . . ? F35 C35 C36 120.3(2) . . ? C34 C35 C36 119.5(2) . . ? F36 C36 C35 116.1(2) . . ? F36 C36 C31 119.26(18) . . ? C35 C36 C31 124.6(2) . . ? C42 C41 C46 112.76(18) . . ? C42 C41 B1 126.07(18) . . ? C46 C41 B1 121.15(17) . . ? F42 C42 C43 114.65(18) . . ? F42 C42 C41 120.97(18) . . ? C43 C42 C41 124.4(2) . . ? F43 C43 C44 119.9(2) . . ? F43 C43 C42 120.3(2) . . ? C44 C43 C42 119.7(2) . . ? F44 C44 C43 120.1(2) . . ? F44 C44 C45 120.7(2) . . ? C43 C44 C45 119.1(2) . . ? F45 C45 C44 120.5(2) . . ? F45 C45 C46 120.2(2) . . ? C44 C45 C46 119.3(2) . . ? F46 C46 C45 115.96(19) . . ? F46 C46 C41 119.35(18) . . ? C45 C46 C41 124.7(2) . . ? C56 N51 C52 117.95(19) . . ? C56 N51 B1 124.52(17) . . ? C52 N51 B1 117.50(16) . . ? N51 C52 C53 122.4(2) . . ? N51 C52 H52 118.8 . . ? C53 C52 H52 118.8 . . ? C52 C53 C54 119.5(2) . . ? C52 C53 H53 120.3 . . ? C54 C53 H53 120.3 . . ? C55 C54 C53 118.7(2) . . ? C55 C54 H54 120.7 . . ? C53 C54 H54 120.7 . . ? C54 C55 C56 119.6(2) . . ? C54 C55 H55 120.2 . . ? C56 C55 H55 120.2 . . ? N51 C56 C55 121.8(2) . . ? N51 C56 H56 119.1 . . ? C55 C56 H56 119.1 . . ? 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 C11 P1 C1 C2 -94.47(12) . . . . ? P1 C1 C2 C3 -110.52(18) . . . . ? C11 P1 C2 C1 95.36(13) . . . . ? C1 P1 C2 C3 112.3(2) . . . . ? C11 P1 C2 C3 -152.36(16) . . . . ? C1 C2 C3 C4 -91.3(2) . . . . ? P1 C2 C3 C4 -168.54(14) . . . . ? C2 C3 C4 B1 171.10(17) . . . . ? C31 B1 C4 C3 40.6(2) . . . . ? N51 B1 C4 C3 158.98(16) . . . . ? C41 B1 C4 C3 -87.0(2) . . . . ? C1 P1 C11 C16 107.72(17) . . . . ? C2 P1 C11 C16 58.82(18) . . . . ? C1 P1 C11 C12 -64.32(18) . . . . ? C2 P1 C11 C12 -113.23(17) . . . . ? C16 C11 C12 C13 -12.8(3) . . . . ? P1 C11 C12 C13 159.34(16) . . . . ? C16 C11 C12 C17 165.2(4) . . . . ? P1 C11 C12 C17 -22.6(5) . . . . ? C16 C11 C12 C17A 158.6(7) . . . . ? P1 C11 C12 C17A -29.2(7) . . . . ? C11 C12 C13 C14 4.8(3) . . . . ? C17 C12 C13 C14 -173.5(4) . . . . ? C17A C12 C13 C14 -167.4(7) . . . . ? C12 C13 C14 C15 3.6(3) . . . . ? C12 C13 C14 C21 -178.1(2) . . . . ? C13 C14 C15 C16 -4.1(3) . . . . ? C21 C14 C15 C16 177.7(2) . . . . ? C14 C15 C16 C11 -4.0(3) . . . . ? C14 C15 C16 C25 173.6(2) . . . . ? C12 C11 C16 C15 12.5(3) . . . . ? P1 C11 C16 C15 -159.67(16) . . . . ? C12 C11 C16 C25 -164.81(19) . . . . ? P1 C11 C16 C25 23.0(3) . . . . ? C13 C12 C17 C18 -70.6(6) . . . . ? C11 C12 C17 C18 111.3(5) . . . . ? C17A C12 C17 C18 -173(9) . . . . ? C13 C12 C17 C19 164.6(5) . . . . ? C11 C12 C17 C19 -13.5(7) . . . . ? C17A C12 C17 C19 62(8) . . . . ? C13 C12 C17 C20 48.2(7) . . . . ? C11 C12 C17 C20 -129.9(5) . . . . ? C17A C12 C17 C20 -54(9) . . . . ? C13 C12 C17A C20A 15.2(15) . . . . ? C11 C12 C17A C20A -156.4(11) . . . . ? C17 C12 C17A C20A 95(9) . . . . ? C13 C12 C17A C19A 134.7(13) . . . . ? C11 C12 C17A C19A -36.9(16) . . . . ? C17 C12 C17A C19A -145(9) . . . . ? C13 C12 C17A C18A -104.9(13) . . . . ? C11 C12 C17A C18A 83.5(14) . . . . ? C17 C12 C17A C18A -25(8) . . . . ? C13 C14 C21 C22 75.9(3) . . . . ? C15 C14 C21 C22 -106.0(3) . . . . ? C13 C14 C21 C24 -162.2(2) . . . . ? C15 C14 C21 C24 15.9(3) . . . . ? C13 C14 C21 C23 -43.5(3) . . . . ? C15 C14 C21 C23 134.7(2) . . . . ? C15 C16 C25 C26 -163.8(2) . . . . ? C11 C16 C25 C26 13.6(3) . . . . ? C15 C16 C25 C28 72.3(2) . . . . ? C11 C16 C25 C28 -110.3(2) . . . . ? C15 C16 C25 C27 -45.4(3) . . . . ? C11 C16 C25 C27 132.0(2) . . . . ? C4 B1 C31 C32 -103.2(2) . . . . ? N51 B1 C31 C32 140.90(19) . . . . ? C41 B1 C31 C32 25.5(3) . . . . ? C4 B1 C31 C36 61.2(2) . . . . ? N51 B1 C31 C36 -54.6(2) . . . . ? C41 B1 C31 C36 -170.05(18) . . . . ? C36 C31 C32 F32 -178.99(18) . . . . ? B1 C31 C32 F32 -13.3(3) . . . . ? C36 C31 C32 C33 -1.6(3) . . . . ? B1 C31 C32 C33 164.1(2) . . . . ? F32 C32 C33 F33 -1.0(3) . . . . ? C31 C32 C33 F33 -178.6(2) . . . . ? F32 C32 C33 C34 179.6(2) . . . . ? C31 C32 C33 C34 2.0(4) . . . . ? F33 C33 C34 F34 -0.3(4) . . . . ? C32 C33 C34 F34 179.1(2) . . . . ? F33 C33 C34 C35 179.6(2) . . . . ? C32 C33 C34 C35 -1.0(4) . . . . ? F34 C34 C35 F35 0.7(4) . . . . ? C33 C34 C35 F35 -179.2(2) . . . . ? F34 C34 C35 C36 179.7(2) . . . . ? C33 C34 C35 C36 -0.2(4) . . . . ? F35 C35 C36 F36 1.4(3) . . . . ? C34 C35 C36 F36 -177.6(2) . . . . ? F35 C35 C36 C31 179.6(2) . . . . ? C34 C35 C36 C31 0.5(4) . . . . ? C32 C31 C36 F36 178.41(18) . . . . ? B1 C31 C36 F36 12.4(3) . . . . ? C32 C31 C36 C35 0.3(3) . . . . ? B1 C31 C36 C35 -165.7(2) . . . . ? C4 B1 C41 C42 9.9(3) . . . . ? C31 B1 C41 C42 -114.6(2) . . . . ? N51 B1 C41 C42 125.8(2) . . . . ? C4 B1 C41 C46 -168.61(18) . . . . ? C31 B1 C41 C46 66.9(2) . . . . ? N51 B1 C41 C46 -52.7(2) . . . . ? C46 C41 C42 F42 -178.09(18) . . . . ? B1 C41 C42 F42 3.3(3) . . . . ? C46 C41 C42 C43 1.0(3) . . . . ? B1 C41 C42 C43 -177.6(2) . . . . ? F42 C42 C43 F43 -0.3(3) . . . . ? C41 C42 C43 F43 -179.4(2) . . . . ? F42 C42 C43 C44 179.9(2) . . . . ? C41 C42 C43 C44 0.8(3) . . . . ? F43 C43 C44 F44 -0.7(4) . . . . ? C42 C43 C44 F44 179.1(2) . . . . ? F43 C43 C44 C45 178.8(2) . . . . ? C42 C43 C44 C45 -1.4(4) . . . . ? F44 C44 C45 F45 0.5(4) . . . . ? C43 C44 C45 F45 -178.9(2) . . . . ? F44 C44 C45 C46 179.6(2) . . . . ? C43 C44 C45 C46 0.2(4) . . . . ? F45 C45 C46 F46 2.1(3) . . . . ? C44 C45 C46 F46 -177.1(2) . . . . ? F45 C45 C46 C41 -179.08(19) . . . . ? C44 C45 C46 C41 1.8(3) . . . . ? C42 C41 C46 F46 176.53(18) . . . . ? B1 C41 C46 F46 -4.8(3) . . . . ? C42 C41 C46 C45 -2.3(3) . . . . ? B1 C41 C46 C45 176.4(2) . . . . ? C4 B1 N51 C56 -137.5(2) . . . . ? C31 B1 N51 C56 -21.2(3) . . . . ? C41 B1 N51 C56 100.5(2) . . . . ? C4 B1 N51 C52 44.7(2) . . . . ? C31 B1 N51 C52 160.96(17) . . . . ? C41 B1 N51 C52 -77.3(2) . . . . ? C56 N51 C52 C53 0.1(3) . . . . ? B1 N51 C52 C53 178.1(2) . . . . ? N51 C52 C53 C54 0.2(4) . . . . ? C52 C53 C54 C55 -0.4(4) . . . . ? C53 C54 C55 C56 0.2(4) . . . . ? C52 N51 C56 C55 -0.3(3) . . . . ? B1 N51 C56 C55 -178.1(2) . . . . ? C54 C55 C56 N51 0.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 67.02 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.301 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.039 #============================================================================= # end of cif data for "erk6882" #============================================================================= #============================================================================= # end of cif file #============================================================================= _database_code_depnum_ccdc_archive 'CCDC 952209' ####################################################################### # # 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_erk7074 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H35 P' _chemical_formula_weight 330.47 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' 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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.71840(10) _cell_length_b 11.6807(2) _cell_length_c 35.4816(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4027.79(10) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3820 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.090 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 1.168 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8000 _exptl_absorpt_correction_T_max 0.8921 _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 23395 _diffrn_reflns_av_R_equivalents 0.037 _diffrn_reflns_av_sigmaI/netI 0.0184 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 5.19 _diffrn_reflns_theta_max 66.51 _reflns_number_total 3477 _reflns_number_gt 3291 _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^)+(0.0495P)^2^+1.3760P] 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 3477 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0964 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.56167(3) 0.87845(3) 0.306447(9) 0.03064(13) Uani 1 1 d . . . C1 C 0.45497(15) 0.76914(13) 0.28083(4) 0.0388(3) Uani 1 1 d . . . H1A H 0.3797 0.7420 0.2969 0.047 Uiso 1 1 calc R . . H1B H 0.4156 0.8022 0.2578 0.047 Uiso 1 1 calc R . . C2 C 0.55021(17) 0.67303(14) 0.27131(4) 0.0426(4) Uani 1 1 d . . . H2 H 0.5236 0.6140 0.2548 0.051 Uiso 1 1 calc R . . C3 C 0.67273(17) 0.67444(14) 0.28696(4) 0.0439(4) Uani 1 1 d . . . H3 H 0.7379 0.6169 0.2820 0.053 Uiso 1 1 calc R . . C4 C 0.70379(15) 0.77144(14) 0.31289(4) 0.0426(4) Uani 1 1 d . . . H4A H 0.7929 0.8058 0.3066 0.051 Uiso 1 1 calc R . . H4B H 0.7068 0.7448 0.3391 0.051 Uiso 1 1 calc R . . C11 C 0.47899(13) 0.87515(10) 0.35412(3) 0.0270(3) Uani 1 1 d . . . C12 C 0.33388(13) 0.86614(10) 0.35803(3) 0.0274(3) Uani 1 1 d . . . C13 C 0.28148(13) 0.81270(11) 0.39029(3) 0.0301(3) Uani 1 1 d . . . H13 H 0.1859 0.8018 0.3921 0.036 Uiso 1 1 calc R . . C14 C 0.36332(13) 0.77516(11) 0.41969(3) 0.0304(3) Uani 1 1 d . . . C15 C 0.50056(14) 0.80857(12) 0.41833(3) 0.0322(3) Uani 1 1 d . . . H15 H 0.5564 0.7932 0.4394 0.039 Uiso 1 1 calc R . . C16 C 0.55959(13) 0.86346(11) 0.38761(4) 0.0289(3) Uani 1 1 d . . . C17 C 0.22444(13) 0.92471(12) 0.33235(3) 0.0312(3) Uani 1 1 d . . . C18 C 0.28157(15) 0.99809(13) 0.30022(4) 0.0410(3) Uani 1 1 d . . . H18A H 0.3210 0.9488 0.2811 0.062 Uiso 1 1 calc R . . H18B H 0.3521 1.0488 0.3100 0.062 Uiso 1 1 calc R . . H18C H 0.2078 1.0431 0.2893 0.062 Uiso 1 1 calc R . . C19 C 0.11912(15) 0.83973(14) 0.31617(4) 0.0430(4) Uani 1 1 d . . . H19A H 0.0465 0.8815 0.3034 0.064 Uiso 1 1 calc R . . H19B H 0.0799 0.7948 0.3365 0.064 Uiso 1 1 calc R . . H19C H 0.1645 0.7892 0.2984 0.064 Uiso 1 1 calc R . . C20 C 0.14656(16) 1.01011(13) 0.35786(4) 0.0420(3) Uani 1 1 d . . . H20A H 0.2108 1.0660 0.3678 0.063 Uiso 1 1 calc R . . H20B H 0.1037 0.9690 0.3785 0.063 Uiso 1 1 calc R . . H20C H 0.0763 1.0490 0.3432 0.063 Uiso 1 1 calc R . . C21 C 0.30618(14) 0.71416(12) 0.45469(4) 0.0359(3) Uani 1 1 d . . . C22 C 0.16378(17) 0.66242(18) 0.44770(5) 0.0583(5) Uani 1 1 d . . . H22A H 0.1350 0.6196 0.4698 0.087 Uiso 1 1 calc R . . H22B H 0.1678 0.6116 0.4261 0.087 Uiso 1 1 calc R . . H22C H 0.0983 0.7233 0.4428 0.087 Uiso 1 1 calc R . . C23 C 0.2963(2) 0.80149(16) 0.48659(4) 0.0608(5) Uani 1 1 d . . . H23A H 0.2606 0.7645 0.5090 0.091 Uiso 1 1 calc R . . H23B H 0.2350 0.8631 0.4792 0.091 Uiso 1 1 calc R . . H23C H 0.3869 0.8324 0.4918 0.091 Uiso 1 1 calc R . . C24 C 0.40209(18) 0.61676(15) 0.46672(5) 0.0538(4) Uani 1 1 d . . . H24A H 0.4926 0.6475 0.4722 0.081 Uiso 1 1 calc R . . H24B H 0.4089 0.5611 0.4465 0.081 Uiso 1 1 calc R . . H24C H 0.3654 0.5800 0.4891 0.081 Uiso 1 1 calc R . . C25 C 0.70069(13) 0.92244(12) 0.39547(4) 0.0327(3) Uani 1 1 d . . . C26 C 0.67847(16) 0.99956(14) 0.43042(4) 0.0449(4) Uani 1 1 d . . . H26A H 0.6549 0.9523 0.4520 0.067 Uiso 1 1 calc R . . H26B H 0.6043 1.0530 0.4255 0.067 Uiso 1 1 calc R . . H26C H 0.7623 1.0416 0.4357 0.067 Uiso 1 1 calc R . . C27 C 0.81623(14) 0.83728(14) 0.40503(4) 0.0407(3) Uani 1 1 d . . . H27A H 0.8419 0.7953 0.3825 0.061 Uiso 1 1 calc R . . H27B H 0.7842 0.7841 0.4241 0.061 Uiso 1 1 calc R . . H27C H 0.8955 0.8787 0.4145 0.061 Uiso 1 1 calc R . . C28 C 0.74879(15) 1.00375(13) 0.36432(4) 0.0414(3) Uani 1 1 d . . . H28A H 0.8248 1.0497 0.3735 0.062 Uiso 1 1 calc R . . H28B H 0.6734 1.0535 0.3570 0.062 Uiso 1 1 calc R . . H28C H 0.7786 0.9596 0.3427 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0295(2) 0.0360(2) 0.0265(2) 0.00475(12) 0.00416(12) -0.00057(13) C1 0.0397(8) 0.0456(8) 0.0310(7) -0.0038(6) 0.0026(6) -0.0006(6) C2 0.0523(9) 0.0423(8) 0.0331(7) -0.0046(6) 0.0111(6) -0.0002(7) C3 0.0510(9) 0.0457(9) 0.0351(7) 0.0024(6) 0.0128(7) 0.0121(7) C4 0.0364(8) 0.0536(9) 0.0379(7) -0.0013(7) 0.0039(6) 0.0106(7) C11 0.0284(6) 0.0260(6) 0.0266(6) 0.0026(5) 0.0022(5) -0.0007(5) C12 0.0288(7) 0.0286(6) 0.0248(6) -0.0005(5) -0.0005(5) -0.0007(5) C13 0.0257(6) 0.0360(7) 0.0287(6) 0.0008(5) 0.0023(5) -0.0030(5) C14 0.0314(7) 0.0339(7) 0.0258(6) 0.0016(5) 0.0033(5) -0.0015(5) C15 0.0313(7) 0.0400(7) 0.0254(6) 0.0037(5) -0.0028(5) -0.0015(6) C16 0.0263(7) 0.0312(7) 0.0293(7) 0.0012(5) 0.0009(5) -0.0007(5) C17 0.0274(6) 0.0368(7) 0.0295(6) 0.0017(5) -0.0020(5) 0.0020(5) C18 0.0398(8) 0.0452(8) 0.0382(7) 0.0124(6) 0.0013(6) 0.0093(7) C19 0.0354(8) 0.0528(9) 0.0406(8) -0.0016(7) -0.0093(6) -0.0022(7) C20 0.0394(8) 0.0459(8) 0.0408(8) -0.0004(6) 0.0017(6) 0.0094(7) C21 0.0353(7) 0.0446(8) 0.0279(7) 0.0075(6) 0.0043(5) -0.0033(6) C22 0.0433(9) 0.0856(13) 0.0460(9) 0.0234(9) 0.0046(7) -0.0185(9) C23 0.0852(13) 0.0629(11) 0.0342(8) 0.0011(7) 0.0188(8) -0.0030(10) C24 0.0523(10) 0.0564(10) 0.0527(10) 0.0254(8) 0.0062(8) 0.0000(8) C25 0.0261(6) 0.0369(7) 0.0349(7) 0.0028(6) -0.0020(5) -0.0023(6) C26 0.0401(8) 0.0486(9) 0.0459(8) -0.0081(7) -0.0024(7) -0.0073(7) C27 0.0301(7) 0.0490(9) 0.0431(8) 0.0060(7) -0.0029(6) 0.0005(6) C28 0.0341(7) 0.0425(8) 0.0475(8) 0.0082(6) -0.0027(6) -0.0105(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 C11 1.8729(13) . ? P1 C4 1.8767(15) . ? P1 C1 1.8793(15) . ? C1 C2 1.494(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 C3 1.314(2) . ? C2 H2 0.9400 . ? C3 C4 1.490(2) . ? C3 H3 0.9400 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C11 C12 1.4209(18) . ? C11 C16 1.4300(18) . ? C12 C13 1.3998(17) . ? C12 C17 1.5587(17) . ? C13 C14 1.3830(18) . ? C13 H13 0.9400 . ? C14 C15 1.3905(19) . ? C14 C21 1.5357(17) . ? C15 C16 1.3885(18) . ? C15 H15 0.9400 . ? C16 C25 1.5597(17) . ? C17 C18 1.5305(18) . ? C17 C19 1.537(2) . ? C17 C20 1.5449(19) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C21 C23 1.527(2) . ? C21 C22 1.530(2) . ? C21 C24 1.531(2) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C28 1.5304(18) . ? C25 C27 1.538(2) . ? C25 C26 1.548(2) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 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 C11 P1 C4 101.07(6) . . ? C11 P1 C1 100.73(6) . . ? C4 P1 C1 90.72(7) . . ? C2 C1 P1 106.14(10) . . ? C2 C1 H1A 110.5 . . ? P1 C1 H1A 110.5 . . ? C2 C1 H1B 110.5 . . ? P1 C1 H1B 110.5 . . ? H1A C1 H1B 108.7 . . ? C3 C2 C1 117.17(14) . . ? C3 C2 H2 121.4 . . ? C1 C2 H2 121.4 . . ? C2 C3 C4 116.99(14) . . ? C2 C3 H3 121.5 . . ? C4 C3 H3 121.5 . . ? C3 C4 P1 106.38(10) . . ? C3 C4 H4A 110.5 . . ? P1 C4 H4A 110.5 . . ? C3 C4 H4B 110.5 . . ? P1 C4 H4B 110.5 . . ? H4A C4 H4B 108.6 . . ? C12 C11 C16 117.09(11) . . ? C12 C11 P1 121.03(9) . . ? C16 C11 P1 121.17(9) . . ? C13 C12 C11 118.29(11) . . ? C13 C12 C17 115.18(11) . . ? C11 C12 C17 125.99(11) . . ? C14 C13 C12 123.29(12) . . ? C14 C13 H13 118.4 . . ? C12 C13 H13 118.4 . . ? C13 C14 C15 115.88(11) . . ? C13 C14 C21 123.30(12) . . ? C15 C14 C21 120.34(11) . . ? C16 C15 C14 123.58(12) . . ? C16 C15 H15 118.2 . . ? C14 C15 H15 118.2 . . ? C15 C16 C11 118.04(11) . . ? C15 C16 C25 115.28(11) . . ? C11 C16 C25 126.01(11) . . ? C18 C17 C19 108.97(11) . . ? C18 C17 C20 104.63(11) . . ? C19 C17 C20 108.03(12) . . ? C18 C17 C12 115.70(11) . . ? C19 C17 C12 112.91(11) . . ? C20 C17 C12 105.98(10) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C23 C21 C22 109.09(14) . . ? C23 C21 C24 109.15(14) . . ? C22 C21 C24 107.58(14) . . ? C23 C21 C14 108.20(12) . . ? C22 C21 C14 112.29(12) . . ? C24 C21 C14 110.49(12) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C28 C25 C27 109.73(11) . . ? C28 C25 C26 105.08(12) . . ? C27 C25 C26 107.55(11) . . ? C28 C25 C16 114.43(11) . . ? C27 C25 C16 113.30(11) . . ? C26 C25 C16 106.12(11) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 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 C11 P1 C1 C2 -115.26(10) . . . . ? C4 P1 C1 C2 -13.85(11) . . . . ? P1 C1 C2 C3 10.63(17) . . . . ? C1 C2 C3 C4 0.5(2) . . . . ? C2 C3 C4 P1 -11.36(17) . . . . ? C11 P1 C4 C3 115.19(10) . . . . ? C1 P1 C4 C3 14.12(11) . . . . ? C4 P1 C11 C12 -132.69(11) . . . . ? C1 P1 C11 C12 -39.82(11) . . . . ? C4 P1 C11 C16 37.37(12) . . . . ? C1 P1 C11 C16 130.25(11) . . . . ? C16 C11 C12 C13 -19.52(17) . . . . ? P1 C11 C12 C13 150.93(10) . . . . ? C16 C11 C12 C17 151.64(12) . . . . ? P1 C11 C12 C17 -37.91(17) . . . . ? C11 C12 C13 C14 4.48(19) . . . . ? C17 C12 C13 C14 -167.62(12) . . . . ? C12 C13 C14 C15 9.36(19) . . . . ? C12 C13 C14 C21 -178.60(12) . . . . ? C13 C14 C15 C16 -8.1(2) . . . . ? C21 C14 C15 C16 179.65(13) . . . . ? C14 C15 C16 C11 -7.0(2) . . . . ? C14 C15 C16 C25 164.20(12) . . . . ? C12 C11 C16 C15 20.70(18) . . . . ? P1 C11 C16 C15 -149.73(11) . . . . ? C12 C11 C16 C25 -149.43(12) . . . . ? P1 C11 C16 C25 40.13(17) . . . . ? C13 C12 C17 C18 171.42(12) . . . . ? C11 C12 C17 C18 0.01(19) . . . . ? C13 C12 C17 C19 -62.08(15) . . . . ? C11 C12 C17 C19 126.52(14) . . . . ? C13 C12 C17 C20 55.99(15) . . . . ? C11 C12 C17 C20 -115.41(14) . . . . ? C13 C14 C21 C23 -100.12(16) . . . . ? C15 C14 C21 C23 71.58(17) . . . . ? C13 C14 C21 C22 20.3(2) . . . . ? C15 C14 C21 C22 -167.97(14) . . . . ? C13 C14 C21 C24 140.44(15) . . . . ? C15 C14 C21 C24 -47.86(18) . . . . ? C15 C16 C25 C28 -167.26(12) . . . . ? C11 C16 C25 C28 3.11(19) . . . . ? C15 C16 C25 C27 65.91(15) . . . . ? C11 C16 C25 C27 -123.72(14) . . . . ? C15 C16 C25 C26 -51.88(15) . . . . ? C11 C16 C25 C26 118.50(14) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 66.51 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.247 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.034 _database_code_depnum_ccdc_archive 'CCDC 967611' ####################################################################### # # 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_erk7252 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H41 B F10 N P' _chemical_formula_weight 755.51 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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 38.3733(7) _cell_length_b 9.7770(2) _cell_length_c 22.7086(6) _cell_angle_alpha 90.00 _cell_angle_beta 117.1950(10) _cell_angle_gamma 90.00 _cell_volume 7577.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6475 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3136 _exptl_absorpt_coefficient_mu 1.331 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8784 _exptl_absorpt_correction_T_max 0.9739 _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 36118 _diffrn_reflns_av_R_equivalents 0.079 _diffrn_reflns_av_sigmaI/netI 0.0568 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 45 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.94 _diffrn_reflns_theta_max 67.12 _reflns_number_total 6534 _reflns_number_gt 4516 _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. One tBu groups 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^)+(0.0573P)^2^+8.5137P] 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 6534 _refine_ls_number_parameters 509 _refine_ls_number_restraints 81 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1419 _refine_ls_wR_factor_gt 0.1232 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.110 _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 0.10491(2) 0.74734(8) 0.43091(4) 0.0412(2) Uani 1 1 d . . . B1 B 0.20329(9) 0.9482(3) 0.59104(17) 0.0347(7) Uani 1 1 d . . . C1 C 0.13248(8) 0.8716(3) 0.49843(15) 0.0399(7) Uani 1 1 d . . . H1A H 0.1250 0.9648 0.4814 0.048 Uiso 1 1 calc R . . H1B H 0.1253 0.8583 0.5343 0.048 Uiso 1 1 calc R . . C2 C 0.17722(8) 0.8551(3) 0.52619(14) 0.0385(7) Uani 1 1 d . . . H2A H 0.1844 0.8785 0.4912 0.046 Uiso 1 1 calc R . . H2B H 0.1840 0.7588 0.5377 0.046 Uiso 1 1 calc R . . C3 C 0.08685(9) 0.8446(4) 0.35583(16) 0.0500(8) Uani 1 1 d . . . H3 H 0.0641 0.8106 0.3200 0.060 Uiso 1 1 calc R . . C4 C 0.10145(11) 0.9576(5) 0.34465(19) 0.0689(11) Uani 1 1 d . . . H4A H 0.1241 0.9966 0.3785 0.083 Uiso 1 1 calc R . . H4B H 0.0892 0.9994 0.3028 0.083 Uiso 1 1 calc R . . C11 C 0.05852(9) 0.6799(3) 0.42760(16) 0.0412(7) Uani 1 1 d . . . C12 C 0.05890(9) 0.5356(3) 0.43800(19) 0.0564(10) Uani 1 1 d . A . C13 C 0.02444(10) 0.4619(3) 0.4045(2) 0.0670(12) Uani 1 1 d . . . H13 H 0.0254 0.3667 0.4108 0.080 Uiso 1 1 calc R . . C14 C -0.01113(9) 0.5202(3) 0.3625(2) 0.0550(9) Uani 1 1 d . . . C15 C -0.01176(9) 0.6607(3) 0.36152(17) 0.0465(8) Uani 1 1 d . . . H15 H -0.0360 0.7041 0.3368 0.056 Uiso 1 1 calc R . . C16 C 0.02123(8) 0.7433(3) 0.39479(15) 0.0380(7) Uani 1 1 d . . . C17 C 0.09462(11) 0.4516(4) 0.4867(2) 0.0810(15) Uani 1 1 d D . . C18 C 0.0866(6) 0.3198(17) 0.5068(11) 0.113(7) Uani 0.40(2) 1 d PDU A 1 H18A H 0.0775 0.2570 0.4697 0.169 Uiso 0.40(2) 1 calc PR A 1 H18B H 0.0665 0.3298 0.5212 0.169 Uiso 0.40(2) 1 calc PR A 1 H18C H 0.1103 0.2843 0.5430 0.169 Uiso 0.40(2) 1 calc PR A 1 C19 C 0.1131(6) 0.405(2) 0.4353(10) 0.116(7) Uani 0.40(2) 1 d PDU A 1 H19A H 0.1199 0.4859 0.4180 0.174 Uiso 0.40(2) 1 calc PR A 1 H19B H 0.0938 0.3520 0.3989 0.174 Uiso 0.40(2) 1 calc PR A 1 H19C H 0.1364 0.3498 0.4593 0.174 Uiso 0.40(2) 1 calc PR A 1 C20 C 0.1303(7) 0.522(3) 0.5385(11) 0.093(9) Uani 0.40(2) 1 d PDU A 1 H20A H 0.1504 0.4546 0.5626 0.139 Uiso 0.40(2) 1 calc PR A 1 H20B H 0.1234 0.5705 0.5690 0.139 Uiso 0.40(2) 1 calc PR A 1 H20C H 0.1402 0.5867 0.5173 0.139 Uiso 0.40(2) 1 calc PR A 1 C18A C 0.0792(2) 0.3576(8) 0.5301(5) 0.056(2) Uani 0.60(2) 1 d PDU A 2 H18D H 0.0619 0.2866 0.5021 0.083 Uiso 0.60(2) 1 calc PR A 2 H18E H 0.0651 0.4148 0.5470 0.083 Uiso 0.60(2) 1 calc PR A 2 H18F H 0.1014 0.3160 0.5669 0.083 Uiso 0.60(2) 1 calc PR A 2 C19A C 0.1115(3) 0.3606(11) 0.4565(6) 0.083(3) Uani 0.60(2) 1 d PDU A 2 H19D H 0.1199 0.4130 0.4290 0.124 Uiso 0.60(2) 1 calc PR A 2 H19E H 0.0921 0.2938 0.4295 0.124 Uiso 0.60(2) 1 calc PR A 2 H19F H 0.1339 0.3139 0.4908 0.124 Uiso 0.60(2) 1 calc PR A 2 C20A C 0.1252(5) 0.5398(19) 0.5434(7) 0.074(4) Uani 0.60(2) 1 d PDU A 2 H20D H 0.1416 0.4812 0.5801 0.111 Uiso 0.60(2) 1 calc PR A 2 H20E H 0.1117 0.6052 0.5580 0.111 Uiso 0.60(2) 1 calc PR A 2 H20F H 0.1413 0.5884 0.5276 0.111 Uiso 0.60(2) 1 calc PR A 2 C21 C -0.04717(10) 0.4309(4) 0.3234(2) 0.0697(12) Uani 1 1 d . . . C22 C -0.05272(13) 0.3310(5) 0.3708(3) 0.0940(16) Uani 1 1 d . . . H22A H -0.0551 0.3821 0.4053 0.141 Uiso 1 1 calc R . . H22B H -0.0303 0.2705 0.3905 0.141 Uiso 1 1 calc R . . H22C H -0.0763 0.2774 0.3463 0.141 Uiso 1 1 calc R . . C23 C -0.04057(14) 0.3473(5) 0.2725(3) 0.0979(17) Uani 1 1 d . . . H23A H -0.0628 0.2872 0.2489 0.147 Uiso 1 1 calc R . . H23B H -0.0170 0.2930 0.2949 0.147 Uiso 1 1 calc R . . H23C H -0.0378 0.4086 0.2413 0.147 Uiso 1 1 calc R . . C24 C -0.08416(11) 0.5141(5) 0.2876(3) 0.0970(17) Uani 1 1 d U . . H24A H -0.0888 0.5672 0.3195 0.145 Uiso 1 1 calc R . . H24B H -0.1062 0.4533 0.2639 0.145 Uiso 1 1 calc R . . H24C H -0.0813 0.5754 0.2565 0.145 Uiso 1 1 calc R . . C25 C 0.01107(9) 0.8961(3) 0.39555(15) 0.0402(7) Uani 1 1 d . . . C26 C -0.01996(10) 0.9027(4) 0.42152(19) 0.0568(9) Uani 1 1 d . . . H26A H -0.0100 0.8564 0.4639 0.085 Uiso 1 1 calc R . . H26B H -0.0439 0.8583 0.3901 0.085 Uiso 1 1 calc R . . H26C H -0.0254 0.9975 0.4268 0.085 Uiso 1 1 calc R . . C27 C -0.00659(11) 0.9584(4) 0.32620(17) 0.0580(9) Uani 1 1 d . . . H27A H -0.0159 1.0501 0.3275 0.087 Uiso 1 1 calc R . . H27B H -0.0283 0.9024 0.2962 0.087 Uiso 1 1 calc R . . H27C H 0.0132 0.9622 0.3109 0.087 Uiso 1 1 calc R . . C28 C 0.04504(10) 0.9848(3) 0.44215(18) 0.0514(9) Uani 1 1 d . . . H28A H 0.0637 0.9953 0.4246 0.077 Uiso 1 1 calc R . . H28B H 0.0578 0.9418 0.4854 0.077 Uiso 1 1 calc R . . H28C H 0.0353 1.0740 0.4462 0.077 Uiso 1 1 calc R . . C31 C 0.18560(8) 0.9218(3) 0.64378(14) 0.0333(6) Uani 1 1 d . . . F32 F 0.15554(5) 1.14001(18) 0.63093(9) 0.0509(5) Uani 1 1 d . . . C32 C 0.16270(8) 1.0129(3) 0.65789(15) 0.0384(7) Uani 1 1 d . . . F33 F 0.12418(6) 1.0809(2) 0.70957(11) 0.0629(6) Uani 1 1 d . . . C33 C 0.14573(9) 0.9856(3) 0.69824(16) 0.0431(8) Uani 1 1 d . . . F34 F 0.13520(6) 0.8302(2) 0.76816(11) 0.0676(6) Uani 1 1 d . . . C34 C 0.15052(9) 0.8590(4) 0.72681(16) 0.0478(8) Uani 1 1 d . . . F35 F 0.17592(6) 0.6361(2) 0.73974(11) 0.0646(6) Uani 1 1 d . . . C35 C 0.17140(9) 0.7617(3) 0.71321(16) 0.0443(8) Uani 1 1 d . . . F36 F 0.20751(5) 0.69148(17) 0.66017(9) 0.0482(5) Uani 1 1 d . . . C36 C 0.18772(8) 0.7938(3) 0.67212(15) 0.0388(7) Uani 1 1 d . . . C41 C 0.20983(8) 1.1114(3) 0.57887(14) 0.0352(7) Uani 1 1 d . . . F42 F 0.23681(5) 1.16045(17) 0.69350(8) 0.0482(5) Uani 1 1 d . . . C42 C 0.22723(8) 1.2024(3) 0.63110(15) 0.0384(7) Uani 1 1 d . . . F43 F 0.25204(6) 1.41897(19) 0.67885(10) 0.0619(6) Uani 1 1 d . . . C43 C 0.23598(9) 1.3373(3) 0.62522(16) 0.0433(7) Uani 1 1 d . . . F44 F 0.23616(7) 1.51885(19) 0.55717(11) 0.0676(6) Uani 1 1 d . . . C44 C 0.22783(10) 1.3873(3) 0.56418(18) 0.0477(8) Uani 1 1 d . . . F45 F 0.20359(6) 1.3503(2) 0.44998(10) 0.0645(6) Uani 1 1 d . . . C45 C 0.21168(9) 1.3035(3) 0.51066(17) 0.0451(8) Uani 1 1 d . . . F46 F 0.18733(6) 1.0947(2) 0.46234(9) 0.0568(5) Uani 1 1 d . . . C46 C 0.20313(8) 1.1685(3) 0.51883(15) 0.0396(7) Uani 1 1 d . . . N51 N 0.24862(7) 0.8915(2) 0.62426(12) 0.0342(5) Uani 1 1 d . . . C52 C 0.27089(8) 0.8744(3) 0.68930(15) 0.0408(7) Uani 1 1 d . . . H52 H 0.2601 0.8924 0.7182 0.049 Uiso 1 1 calc R . . C53 C 0.30939(9) 0.8312(3) 0.71538(17) 0.0476(8) Uani 1 1 d . . . H53 H 0.3243 0.8184 0.7613 0.057 Uiso 1 1 calc R . . C54 C 0.32566(10) 0.8071(3) 0.67371(19) 0.0536(9) Uani 1 1 d . . . H54 H 0.3517 0.7767 0.6905 0.064 Uiso 1 1 calc R . . C55 C 0.30324(10) 0.8281(3) 0.60694(18) 0.0509(9) Uani 1 1 d . . . H55 H 0.3139 0.8148 0.5774 0.061 Uiso 1 1 calc R . . C56 C 0.26511(9) 0.8689(3) 0.58413(16) 0.0415(7) Uani 1 1 d . . . H56 H 0.2498 0.8817 0.5383 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0298(4) 0.0413(4) 0.0483(5) -0.0073(4) 0.0141(3) -0.0033(4) B1 0.0301(16) 0.0353(17) 0.0364(18) 0.0005(15) 0.0133(15) 0.0019(15) C1 0.0316(15) 0.0430(17) 0.0397(17) 0.0002(14) 0.0117(14) -0.0017(14) C2 0.0323(15) 0.0424(16) 0.0391(17) -0.0018(14) 0.0147(14) -0.0033(14) C3 0.0366(16) 0.071(2) 0.0451(19) -0.0109(18) 0.0205(15) -0.0112(17) C4 0.054(2) 0.097(3) 0.051(2) 0.009(2) 0.0193(18) -0.020(2) C11 0.0336(15) 0.0352(16) 0.0486(19) -0.0019(15) 0.0133(14) -0.0035(13) C12 0.0348(17) 0.0373(17) 0.077(3) 0.0053(18) 0.0085(17) -0.0001(15) C13 0.0386(19) 0.0321(17) 0.104(3) 0.012(2) 0.010(2) -0.0041(15) C14 0.0354(17) 0.0379(18) 0.079(3) 0.0034(18) 0.0152(18) -0.0051(15) C15 0.0294(15) 0.0428(18) 0.058(2) 0.0041(16) 0.0122(15) -0.0012(14) C16 0.0327(15) 0.0372(15) 0.0430(17) 0.0022(14) 0.0165(14) 0.0003(14) C17 0.043(2) 0.042(2) 0.118(4) 0.014(2) 0.002(2) 0.0031(18) C18 0.089(9) 0.065(8) 0.131(10) 0.027(7) 0.004(7) -0.003(7) C19 0.078(8) 0.068(8) 0.142(10) 0.013(8) -0.003(7) 0.042(7) C20 0.065(12) 0.065(10) 0.106(11) 0.026(8) 0.003(7) -0.003(8) C18A 0.049(4) 0.034(3) 0.072(5) 0.009(3) 0.017(3) 0.000(3) C19A 0.065(5) 0.071(6) 0.109(7) 0.026(5) 0.037(5) 0.034(4) C20A 0.031(4) 0.060(6) 0.090(7) 0.029(5) -0.009(4) -0.005(5) C21 0.0355(18) 0.049(2) 0.102(3) 0.001(2) 0.012(2) -0.0085(17) C22 0.057(3) 0.074(3) 0.132(4) 0.012(3) 0.026(3) -0.024(2) C23 0.068(3) 0.080(3) 0.122(4) -0.027(3) 0.023(3) -0.024(3) C24 0.041(2) 0.071(3) 0.137(4) 0.004(3) 0.005(2) -0.011(2) C25 0.0364(16) 0.0372(16) 0.0419(18) -0.0038(14) 0.0136(14) 0.0010(14) C26 0.0407(18) 0.063(2) 0.068(2) -0.0106(19) 0.0262(18) 0.0027(17) C27 0.060(2) 0.0471(19) 0.052(2) 0.0073(17) 0.0127(18) 0.0056(18) C28 0.0427(18) 0.0405(17) 0.066(2) -0.0137(17) 0.0210(17) 0.0026(15) C31 0.0260(13) 0.0360(15) 0.0340(16) -0.0017(13) 0.0103(12) -0.0001(13) F32 0.0493(10) 0.0417(10) 0.0656(12) 0.0081(9) 0.0296(10) 0.0129(9) C32 0.0314(15) 0.0370(16) 0.0430(17) 0.0025(14) 0.0139(14) -0.0004(13) F33 0.0569(12) 0.0662(13) 0.0825(15) -0.0153(11) 0.0465(12) 0.0014(10) C33 0.0361(16) 0.0481(18) 0.0507(19) -0.0111(16) 0.0246(15) -0.0040(15) F34 0.0719(14) 0.0799(14) 0.0735(14) -0.0030(12) 0.0526(12) -0.0169(12) C34 0.0401(17) 0.060(2) 0.050(2) -0.0031(17) 0.0269(16) -0.0125(17) F35 0.0651(13) 0.0534(12) 0.0840(15) 0.0217(11) 0.0417(12) -0.0034(10) C35 0.0387(16) 0.0438(17) 0.0491(19) 0.0079(16) 0.0188(15) -0.0058(15) F36 0.0479(10) 0.0358(9) 0.0656(12) 0.0038(9) 0.0299(9) 0.0047(8) C36 0.0311(14) 0.0399(16) 0.0426(18) 0.0009(14) 0.0144(14) 0.0001(13) C41 0.0259(14) 0.0384(16) 0.0382(17) 0.0034(14) 0.0121(13) 0.0054(13) F42 0.0541(11) 0.0435(10) 0.0375(10) 0.0000(8) 0.0127(8) -0.0044(9) C42 0.0346(15) 0.0395(16) 0.0390(17) 0.0031(14) 0.0151(14) 0.0016(14) F43 0.0759(14) 0.0396(10) 0.0631(13) -0.0076(10) 0.0258(11) -0.0087(10) C43 0.0401(17) 0.0365(16) 0.0478(19) -0.0040(15) 0.0153(15) -0.0019(14) F44 0.0861(15) 0.0398(10) 0.0866(16) 0.0107(11) 0.0477(13) -0.0050(11) C44 0.0442(18) 0.0332(16) 0.066(2) 0.0087(17) 0.0256(17) 0.0003(15) F45 0.0761(14) 0.0622(12) 0.0596(13) 0.0204(11) 0.0349(11) -0.0006(11) C45 0.0404(17) 0.0475(18) 0.049(2) 0.0145(17) 0.0218(15) 0.0003(15) F46 0.0678(13) 0.0605(12) 0.0401(11) -0.0007(9) 0.0229(10) -0.0140(10) C46 0.0323(15) 0.0449(17) 0.0375(17) -0.0017(15) 0.0124(14) -0.0024(14) N51 0.0297(12) 0.0323(12) 0.0398(14) -0.0030(11) 0.0150(11) -0.0019(10) C52 0.0338(15) 0.0429(17) 0.0420(18) 0.0003(15) 0.0141(14) -0.0014(14) C53 0.0358(16) 0.0469(18) 0.051(2) 0.0040(16) 0.0118(15) 0.0048(15) C54 0.0345(16) 0.0476(19) 0.074(3) -0.0020(19) 0.0205(18) 0.0040(16) C55 0.0415(17) 0.053(2) 0.067(2) -0.0090(18) 0.0315(18) 0.0014(16) C56 0.0391(16) 0.0458(17) 0.0438(18) -0.0033(15) 0.0226(15) -0.0015(15) _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 C3 1.792(4) . ? P1 C1 1.861(3) . ? P1 C11 1.867(3) . ? B1 C2 1.628(4) . ? B1 N51 1.644(4) . ? B1 C31 1.644(4) . ? B1 C41 1.658(4) . ? C1 C2 1.543(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 C4 1.315(5) . ? C3 H3 0.9400 . ? C4 H4A 0.9400 . ? C4 H4B 0.9400 . ? C11 C16 1.419(4) . ? C11 C12 1.429(4) . ? C12 C13 1.388(5) . ? C12 C17 1.546(5) . ? C13 C14 1.381(5) . ? C13 H13 0.9400 . ? C14 C15 1.374(5) . ? C14 C21 1.530(5) . ? C15 C16 1.397(4) . ? C15 H15 0.9400 . ? C16 C25 1.546(4) . ? C17 C19A 1.446(9) . ? C17 C18 1.446(11) . ? C17 C20 1.504(13) . ? C17 C20A 1.548(9) . ? C17 C18A 1.644(8) . ? C17 C19 1.684(14) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C18A H18D 0.9700 . ? C18A H18E 0.9700 . ? C18A H18F 0.9700 . ? C19A H19D 0.9700 . ? C19A H19E 0.9700 . ? C19A H19F 0.9700 . ? C20A H20D 0.9700 . ? C20A H20E 0.9700 . ? C20A H20F 0.9700 . ? C21 C24 1.511(5) . ? C21 C23 1.529(7) . ? C21 C22 1.538(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C28 1.520(4) . ? C25 C27 1.528(5) . ? C25 C26 1.553(4) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C31 C32 1.388(4) . ? C31 C36 1.393(4) . ? F32 C32 1.357(3) . ? C32 C33 1.371(4) . ? F33 C33 1.346(3) . ? C33 C34 1.370(5) . ? F34 C34 1.346(4) . ? C34 C35 1.367(5) . ? F35 C35 1.344(4) . ? C35 C36 1.377(4) . ? F36 C36 1.356(3) . ? C41 C46 1.385(4) . ? C41 C42 1.386(4) . ? F42 C42 1.355(3) . ? C42 C43 1.382(4) . ? F43 C43 1.347(4) . ? C43 C44 1.364(5) . ? F44 C44 1.352(4) . ? C44 C45 1.358(5) . ? F45 C45 1.346(4) . ? C45 C46 1.393(4) . ? F46 C46 1.350(4) . ? N51 C52 1.336(4) . ? N51 C56 1.344(4) . ? C52 C53 1.383(4) . ? C52 H52 0.9400 . ? C53 C54 1.372(5) . ? C53 H53 0.9400 . ? C54 C55 1.375(5) . ? C54 H54 0.9400 . ? C55 C56 1.370(4) . ? C55 H55 0.9400 . ? C56 H56 0.9400 . ? 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 C3 P1 C1 105.34(15) . . ? C3 P1 C11 101.66(15) . . ? C1 P1 C11 115.87(14) . . ? C2 B1 N51 108.1(2) . . ? C2 B1 C31 106.5(2) . . ? N51 B1 C31 108.4(2) . . ? C2 B1 C41 117.7(3) . . ? N51 B1 C41 101.1(2) . . ? C31 B1 C41 114.6(2) . . ? C2 C1 P1 112.1(2) . . ? C2 C1 H1A 109.2 . . ? P1 C1 H1A 109.2 . . ? C2 C1 H1B 109.2 . . ? P1 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? C1 C2 B1 114.8(2) . . ? C1 C2 H2A 108.6 . . ? B1 C2 H2A 108.6 . . ? C1 C2 H2B 108.6 . . ? B1 C2 H2B 108.6 . . ? H2A C2 H2B 107.5 . . ? C4 C3 P1 128.0(3) . . ? C4 C3 H3 116.0 . . ? P1 C3 H3 116.0 . . ? C3 C4 H4A 120.0 . . ? C3 C4 H4B 120.0 . . ? H4A C4 H4B 120.0 . . ? C16 C11 C12 116.7(3) . . ? C16 C11 P1 125.5(2) . . ? C12 C11 P1 113.9(2) . . ? C13 C12 C11 119.1(3) . . ? C13 C12 C17 115.3(3) . . ? C11 C12 C17 125.5(3) . . ? C14 C13 C12 123.9(3) . . ? C14 C13 H13 118.0 . . ? C12 C13 H13 118.0 . . ? C15 C14 C13 115.3(3) . . ? C15 C14 C21 123.8(3) . . ? C13 C14 C21 120.8(3) . . ? C14 C15 C16 124.4(3) . . ? C14 C15 H15 117.8 . . ? C16 C15 H15 117.8 . . ? C15 C16 C11 118.6(3) . . ? C15 C16 C25 113.2(3) . . ? C11 C16 C25 128.0(3) . . ? C19A C17 C18 78.9(10) . . ? C19A C17 C20 102.0(15) . . ? C18 C17 C20 114.3(12) . . ? C19A C17 C12 115.5(6) . . ? C18 C17 C12 116.8(8) . . ? C20 C17 C12 120.6(14) . . ? C19A C17 C20A 113.8(9) . . ? C18 C17 C20A 115.1(12) . . ? C20 C17 C20A 11.9(19) . . ? C12 C17 C20A 112.7(8) . . ? C19A C17 C18A 107.7(5) . . ? C18 C17 C18A 29.0(10) . . ? C20 C17 C18A 103.7(11) . . ? C12 C17 C18A 106.3(4) . . ? C20A C17 C18A 99.0(7) . . ? C19A C17 C19 23.2(6) . . ? C18 C17 C19 101.3(9) . . ? C20 C17 C19 98.3(10) . . ? C12 C17 C19 99.5(7) . . ? C20A C17 C19 109.2(12) . . ? C18A C17 C19 130.3(7) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? C17 C18A H18D 109.5 . . ? C17 C18A H18E 109.5 . . ? H18D C18A H18E 109.5 . . ? C17 C18A H18F 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C17 C19A H19D 109.5 . . ? C17 C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? C17 C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? C17 C20A H20D 109.5 . . ? C17 C20A H20E 109.5 . . ? H20D C20A H20E 109.5 . . ? C17 C20A H20F 109.5 . . ? H20D C20A H20F 109.5 . . ? H20E C20A H20F 109.5 . . ? C24 C21 C23 108.7(4) . . ? C24 C21 C14 112.5(3) . . ? C23 C21 C14 109.0(3) . . ? C24 C21 C22 108.8(4) . . ? C23 C21 C22 108.2(4) . . ? C14 C21 C22 109.5(4) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C28 C25 C27 109.0(3) . . ? C28 C25 C16 114.8(3) . . ? C27 C25 C16 111.7(3) . . ? C28 C25 C26 105.9(3) . . ? C27 C25 C26 108.6(3) . . ? C16 C25 C26 106.6(3) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C32 C31 C36 112.3(3) . . ? C32 C31 B1 125.7(3) . . ? C36 C31 B1 121.4(3) . . ? F32 C32 C33 114.8(3) . . ? F32 C32 C31 120.2(3) . . ? C33 C32 C31 125.0(3) . . ? F33 C33 C34 119.7(3) . . ? F33 C33 C32 120.9(3) . . ? C34 C33 C32 119.4(3) . . ? F34 C34 C35 120.0(3) . . ? F34 C34 C33 120.8(3) . . ? C35 C34 C33 119.2(3) . . ? F35 C35 C34 120.2(3) . . ? F35 C35 C36 120.4(3) . . ? C34 C35 C36 119.3(3) . . ? F36 C36 C35 115.9(3) . . ? F36 C36 C31 119.4(3) . . ? C35 C36 C31 124.7(3) . . ? C46 C41 C42 112.5(3) . . ? C46 C41 B1 125.3(3) . . ? C42 C41 B1 121.7(3) . . ? F42 C42 C43 115.4(3) . . ? F42 C42 C41 119.6(3) . . ? C43 C42 C41 125.0(3) . . ? F43 C43 C44 120.3(3) . . ? F43 C43 C42 120.6(3) . . ? C44 C43 C42 119.1(3) . . ? F44 C44 C45 120.3(3) . . ? F44 C44 C43 120.2(3) . . ? C45 C44 C43 119.5(3) . . ? F45 C45 C44 120.6(3) . . ? F45 C45 C46 120.0(3) . . ? C44 C45 C46 119.4(3) . . ? F46 C46 C41 121.4(3) . . ? F46 C46 C45 114.3(3) . . ? C41 C46 C45 124.4(3) . . ? C52 N51 C56 117.9(3) . . ? C52 N51 B1 123.9(2) . . ? C56 N51 B1 118.1(2) . . ? N51 C52 C53 122.0(3) . . ? N51 C52 H52 119.0 . . ? C53 C52 H52 119.0 . . ? C54 C53 C52 119.4(3) . . ? C54 C53 H53 120.3 . . ? C52 C53 H53 120.3 . . ? C53 C54 C55 118.8(3) . . ? C53 C54 H54 120.6 . . ? C55 C54 H54 120.6 . . ? C56 C55 C54 118.9(3) . . ? C56 C55 H55 120.6 . . ? C54 C55 H55 120.6 . . ? N51 C56 C55 123.0(3) . . ? N51 C56 H56 118.5 . . ? C55 C56 H56 118.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 P1 C1 C2 -104.2(2) . . . . ? C11 P1 C1 C2 144.4(2) . . . . ? P1 C1 C2 B1 -173.2(2) . . . . ? N51 B1 C2 C1 166.4(2) . . . . ? C31 B1 C2 C1 50.2(3) . . . . ? C41 B1 C2 C1 -80.0(3) . . . . ? C1 P1 C3 C4 25.7(4) . . . . ? C11 P1 C3 C4 147.0(4) . . . . ? C3 P1 C11 C16 -27.4(3) . . . . ? C1 P1 C11 C16 86.2(3) . . . . ? C3 P1 C11 C12 129.5(3) . . . . ? C1 P1 C11 C12 -116.9(3) . . . . ? C16 C11 C12 C13 13.3(6) . . . . ? P1 C11 C12 C13 -145.8(3) . . . . ? C16 C11 C12 C17 -163.8(4) . . . . ? P1 C11 C12 C17 37.2(5) . . . . ? C11 C12 C13 C14 -2.0(7) . . . . ? C17 C12 C13 C14 175.3(4) . . . . ? C12 C13 C14 C15 -7.6(7) . . . . ? C12 C13 C14 C21 175.4(4) . . . . ? C13 C14 C15 C16 5.9(6) . . . . ? C21 C14 C15 C16 -177.2(4) . . . . ? C14 C15 C16 C11 5.4(5) . . . . ? C14 C15 C16 C25 -169.6(3) . . . . ? C12 C11 C16 C15 -14.8(5) . . . . ? P1 C11 C16 C15 141.5(3) . . . . ? C12 C11 C16 C25 159.3(3) . . . . ? P1 C11 C16 C25 -44.4(5) . . . . ? C13 C12 C17 C19A 72.8(7) . . . . ? C11 C12 C17 C19A -110.0(7) . . . . ? C13 C12 C17 C18 -17.4(14) . . . . ? C11 C12 C17 C18 159.8(14) . . . . ? C13 C12 C17 C20 -163.9(12) . . . . ? C11 C12 C17 C20 13.2(13) . . . . ? C13 C12 C17 C20A -154.0(8) . . . . ? C11 C12 C17 C20A 23.2(9) . . . . ? C13 C12 C17 C18A -46.6(6) . . . . ? C11 C12 C17 C18A 130.6(5) . . . . ? C13 C12 C17 C19 90.5(8) . . . . ? C11 C12 C17 C19 -92.3(9) . . . . ? C15 C14 C21 C24 -4.4(7) . . . . ? C13 C14 C21 C24 172.4(4) . . . . ? C15 C14 C21 C23 116.3(5) . . . . ? C13 C14 C21 C23 -66.9(5) . . . . ? C15 C14 C21 C22 -125.4(4) . . . . ? C13 C14 C21 C22 51.3(5) . . . . ? C15 C16 C25 C28 168.6(3) . . . . ? C11 C16 C25 C28 -5.8(5) . . . . ? C15 C16 C25 C27 -66.7(4) . . . . ? C11 C16 C25 C27 118.9(4) . . . . ? C15 C16 C25 C26 51.7(4) . . . . ? C11 C16 C25 C26 -122.6(3) . . . . ? C2 B1 C31 C32 -105.6(3) . . . . ? N51 B1 C31 C32 138.3(3) . . . . ? C41 B1 C31 C32 26.3(4) . . . . ? C2 B1 C31 C36 64.7(3) . . . . ? N51 B1 C31 C36 -51.4(3) . . . . ? C41 B1 C31 C36 -163.4(3) . . . . ? C36 C31 C32 F32 -176.1(2) . . . . ? B1 C31 C32 F32 -5.0(4) . . . . ? C36 C31 C32 C33 3.8(4) . . . . ? B1 C31 C32 C33 174.9(3) . . . . ? F32 C32 C33 F33 -0.7(4) . . . . ? C31 C32 C33 F33 179.4(3) . . . . ? F32 C32 C33 C34 178.7(3) . . . . ? C31 C32 C33 C34 -1.2(5) . . . . ? F33 C33 C34 F34 -2.6(5) . . . . ? C32 C33 C34 F34 178.1(3) . . . . ? F33 C33 C34 C35 177.9(3) . . . . ? C32 C33 C34 C35 -1.5(5) . . . . ? F34 C34 C35 F35 1.6(5) . . . . ? C33 C34 C35 F35 -178.9(3) . . . . ? F34 C34 C35 C36 -178.4(3) . . . . ? C33 C34 C35 C36 1.1(5) . . . . ? F35 C35 C36 F36 0.9(4) . . . . ? C34 C35 C36 F36 -179.1(3) . . . . ? F35 C35 C36 C31 -178.1(3) . . . . ? C34 C35 C36 C31 1.9(5) . . . . ? C32 C31 C36 F36 176.8(2) . . . . ? B1 C31 C36 F36 5.4(4) . . . . ? C32 C31 C36 C35 -4.1(4) . . . . ? B1 C31 C36 C35 -175.6(3) . . . . ? C2 B1 C41 C46 -16.0(4) . . . . ? N51 B1 C41 C46 101.4(3) . . . . ? C31 B1 C41 C46 -142.3(3) . . . . ? C2 B1 C41 C42 171.6(3) . . . . ? N51 B1 C41 C42 -71.0(3) . . . . ? C31 B1 C41 C42 45.3(4) . . . . ? C46 C41 C42 F42 -177.9(2) . . . . ? B1 C41 C42 F42 -4.6(4) . . . . ? C46 C41 C42 C43 2.3(4) . . . . ? B1 C41 C42 C43 175.5(3) . . . . ? F42 C42 C43 F43 -1.5(4) . . . . ? C41 C42 C43 F43 178.3(3) . . . . ? F42 C42 C43 C44 179.0(3) . . . . ? C41 C42 C43 C44 -1.2(5) . . . . ? F43 C43 C44 F44 0.6(5) . . . . ? C42 C43 C44 F44 -179.9(3) . . . . ? F43 C43 C44 C45 179.9(3) . . . . ? C42 C43 C44 C45 -0.6(5) . . . . ? F44 C44 C45 F45 -0.3(5) . . . . ? C43 C44 C45 F45 -179.6(3) . . . . ? F44 C44 C45 C46 -179.7(3) . . . . ? C43 C44 C45 C46 1.0(5) . . . . ? C42 C41 C46 F46 178.2(3) . . . . ? B1 C41 C46 F46 5.3(4) . . . . ? C42 C41 C46 C45 -1.8(4) . . . . ? B1 C41 C46 C45 -174.8(3) . . . . ? F45 C45 C46 F46 0.9(4) . . . . ? C44 C45 C46 F46 -179.7(3) . . . . ? F45 C45 C46 C41 -179.1(3) . . . . ? C44 C45 C46 C41 0.3(5) . . . . ? C2 B1 N51 C52 -136.7(3) . . . . ? C31 B1 N51 C52 -21.7(4) . . . . ? C41 B1 N51 C52 99.1(3) . . . . ? C2 B1 N51 C56 47.5(3) . . . . ? C31 B1 N51 C56 162.5(2) . . . . ? C41 B1 N51 C56 -76.7(3) . . . . ? C56 N51 C52 C53 -1.8(4) . . . . ? B1 N51 C52 C53 -177.6(3) . . . . ? N51 C52 C53 C54 1.2(5) . . . . ? C52 C53 C54 C55 0.7(5) . . . . ? C53 C54 C55 C56 -1.7(5) . . . . ? C52 N51 C56 C55 0.7(4) . . . . ? B1 N51 C56 C55 176.7(3) . . . . ? C54 C55 C56 N51 1.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 67.12 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.397 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.050 _database_code_depnum_ccdc_archive 'CCDC 967612' ####################################################################### # # 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_erk7282 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H37 B Cl2 F15 P' _chemical_formula_weight 927.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 15.4992(3) _cell_length_b 17.1040(3) _cell_length_c 15.7066(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.5550(10) _cell_angle_gamma 90.00 _cell_volume 4155.78(13) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8215 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 28.28 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.482 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1888 _exptl_absorpt_coefficient_mu 0.293 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9492 _exptl_absorpt_correction_T_max 0.9884 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _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 24986 _diffrn_reflns_av_R_equivalents 0.066 _diffrn_reflns_av_sigmaI/netI 0.0657 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.08 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7211 _reflns_number_gt 4760 _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. Two tBu groups and one dichloromethane molecule were found disordered over two positionsin in the asymmetrical unit. 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^)+(0.0188P)^2^+10.6405P] 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 7211 _refine_ls_number_parameters 631 _refine_ls_number_restraints 125 _refine_ls_R_factor_all 0.1258 _refine_ls_R_factor_gt 0.0798 _refine_ls_wR_factor_ref 0.1680 _refine_ls_wR_factor_gt 0.1433 _refine_ls_goodness_of_fit_ref 1.101 _refine_ls_restrained_S_all 1.131 _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 0.75548(8) 0.20455(7) 0.41889(8) 0.0384(3) Uani 1 1 d . . . B1 B 0.4999(3) 0.1971(3) 0.3393(3) 0.0383(12) Uani 1 1 d . . . C1 C 0.6717(3) 0.1852(3) 0.3539(3) 0.0418(11) Uani 1 1 d . . . H1 H 0.6770 0.2009 0.2971 0.050 Uiso 1 1 calc R . . C2 C 0.5890(3) 0.1468(3) 0.3706(3) 0.0417(11) Uani 1 1 d . . . H2A H 0.5881 0.1369 0.4320 0.050 Uiso 1 1 calc R . . H2B H 0.5868 0.0960 0.3416 0.050 Uiso 1 1 calc R . . C3 C 0.7576(3) 0.1731(3) 0.5245(3) 0.0468(12) Uani 1 1 d . . . H3 H 0.7104 0.1442 0.5423 0.056 Uiso 1 1 calc R . . C4 C 0.8227(3) 0.1879(3) 0.5808(4) 0.0639(16) Uani 1 1 d . . . H4A H 0.8706 0.2167 0.5645 0.077 Uiso 1 1 calc R . . H4B H 0.8209 0.1697 0.6371 0.077 Uiso 1 1 calc R . . C11 C 0.8504(3) 0.2470(3) 0.3793(3) 0.0356(10) Uani 1 1 d . . . C12 C 0.9136(3) 0.1962(3) 0.3457(3) 0.0378(11) Uani 1 1 d . A . C13 C 0.9841(3) 0.2330(3) 0.3113(3) 0.0433(12) Uani 1 1 d . . . H13 H 1.0256 0.2013 0.2871 0.052 Uiso 1 1 calc R . . C14 C 0.9966(3) 0.3129(3) 0.3106(3) 0.0419(11) Uani 1 1 d . . . C15 C 0.9340(3) 0.3587(3) 0.3449(3) 0.0453(12) Uani 1 1 d . . . H15 H 0.9418 0.4132 0.3443 0.054 Uiso 1 1 calc R . . C16 C 0.8611(3) 0.3301(3) 0.3800(3) 0.0393(11) Uani 1 1 d . B . C17 C 0.9147(3) 0.1053(3) 0.3442(3) 0.0445(12) Uani 1 1 d D . . C18 C 0.8283(6) 0.0591(6) 0.3475(10) 0.071(5) Uani 0.497(10) 1 d PD A 1 H18A H 0.7895 0.0741 0.2994 0.106 Uiso 0.497(10) 1 calc PR A 1 H18B H 0.8017 0.0711 0.4003 0.106 Uiso 0.497(10) 1 calc PR A 1 H18C H 0.8399 0.0035 0.3449 0.106 Uiso 0.497(10) 1 calc PR A 1 C19 C 0.9536(9) 0.0736(7) 0.2616(8) 0.076(5) Uani 0.497(10) 1 d PD A 1 H19A H 0.9177 0.0901 0.2121 0.115 Uiso 0.497(10) 1 calc PR A 1 H19B H 0.9557 0.0169 0.2637 0.115 Uiso 0.497(10) 1 calc PR A 1 H19C H 1.0116 0.0940 0.2578 0.115 Uiso 0.497(10) 1 calc PR A 1 C20 C 0.9732(8) 0.0778(6) 0.4186(8) 0.076(5) Uani 0.497(10) 1 d PD A 1 H20A H 0.9748 0.0211 0.4193 0.113 Uiso 0.497(10) 1 calc PR A 1 H20B H 0.9514 0.0966 0.4714 0.113 Uiso 0.497(10) 1 calc PR A 1 H20C H 1.0311 0.0979 0.4130 0.113 Uiso 0.497(10) 1 calc PR A 1 C18A C 0.8561(9) 0.0780(8) 0.2716(9) 0.084(5) Uani 0.503(10) 1 d PD A 2 H18D H 0.8559 0.0213 0.2700 0.126 Uiso 0.503(10) 1 calc PR A 2 H18E H 0.8761 0.0982 0.2186 0.126 Uiso 0.503(10) 1 calc PR A 2 H18F H 0.7980 0.0968 0.2789 0.126 Uiso 0.503(10) 1 calc PR A 2 C19A C 1.0072(7) 0.0752(7) 0.3331(10) 0.073(5) Uani 0.503(10) 1 d PD A 2 H19D H 1.0453 0.0933 0.3803 0.109 Uiso 0.503(10) 1 calc PR A 2 H19E H 1.0274 0.0948 0.2799 0.109 Uiso 0.503(10) 1 calc PR A 2 H19F H 1.0070 0.0185 0.3321 0.109 Uiso 0.503(10) 1 calc PR A 2 C20A C 0.8910(9) 0.0703(6) 0.4311(7) 0.066(4) Uani 0.503(10) 1 d PD A 2 H20D H 0.9313 0.0894 0.4761 0.099 Uiso 0.503(10) 1 calc PR A 2 H20E H 0.8942 0.0137 0.4286 0.099 Uiso 0.503(10) 1 calc PR A 2 H20F H 0.8328 0.0860 0.4428 0.099 Uiso 0.503(10) 1 calc PR A 2 C21 C 1.0755(3) 0.3500(3) 0.2735(3) 0.0525(13) Uani 1 1 d . . . C22 C 1.0452(4) 0.3942(5) 0.1918(4) 0.094(2) Uani 1 1 d . . . H22A H 1.0945 0.4187 0.1675 0.141 Uiso 1 1 calc R . . H22B H 1.0037 0.4340 0.2054 0.141 Uiso 1 1 calc R . . H22C H 1.0184 0.3578 0.1508 0.141 Uiso 1 1 calc R . . C23 C 1.1440(4) 0.2906(4) 0.2521(5) 0.089(2) Uani 1 1 d . . . H23A H 1.1925 0.3175 0.2290 0.133 Uiso 1 1 calc R . . H23B H 1.1195 0.2539 0.2102 0.133 Uiso 1 1 calc R . . H23C H 1.1637 0.2626 0.3034 0.133 Uiso 1 1 calc R . . C24 C 1.1169(3) 0.4088(4) 0.3372(4) 0.0686(17) Uani 1 1 d . . . H24A H 1.1353 0.3821 0.3896 0.103 Uiso 1 1 calc R . . H24B H 1.0751 0.4489 0.3491 0.103 Uiso 1 1 calc R . . H24C H 1.1666 0.4328 0.3130 0.103 Uiso 1 1 calc R . . C25 C 0.7975(3) 0.3903(3) 0.4145(4) 0.0509(13) Uani 1 1 d D . . C26 C 0.8344(5) 0.4729(4) 0.4144(6) 0.079(3) Uani 0.812(8) 1 d PDU B 1 H26A H 0.7941 0.5088 0.4386 0.119 Uiso 0.812(8) 1 calc PR B 1 H26B H 0.8438 0.4885 0.3563 0.119 Uiso 0.812(8) 1 calc PR B 1 H26C H 0.8890 0.4741 0.4482 0.119 Uiso 0.812(8) 1 calc PR B 1 C27 C 0.7724(5) 0.3729(4) 0.5040(4) 0.064(2) Uani 0.812(8) 1 d PDU B 1 H27A H 0.8242 0.3665 0.5413 0.096 Uiso 0.812(8) 1 calc PR B 1 H27B H 0.7387 0.3251 0.5038 0.096 Uiso 0.812(8) 1 calc PR B 1 H27C H 0.7383 0.4158 0.5244 0.096 Uiso 0.812(8) 1 calc PR B 1 C28 C 0.7132(4) 0.3928(4) 0.3547(5) 0.068(2) Uani 0.812(8) 1 d PDU B 1 H28A H 0.6743 0.4320 0.3751 0.102 Uiso 0.812(8) 1 calc PR B 1 H28B H 0.6852 0.3420 0.3546 0.102 Uiso 0.812(8) 1 calc PR B 1 H28C H 0.7276 0.4058 0.2972 0.102 Uiso 0.812(8) 1 calc PR B 1 C26A C 0.779(2) 0.4571(15) 0.3507(17) 0.070(10) Uani 0.188(8) 1 d PDU B 2 H26D H 0.8326 0.4723 0.3259 0.105 Uiso 0.188(8) 1 calc PR B 2 H26E H 0.7559 0.5016 0.3799 0.105 Uiso 0.188(8) 1 calc PR B 2 H26F H 0.7378 0.4398 0.3058 0.105 Uiso 0.188(8) 1 calc PR B 2 C27A C 0.8489(18) 0.4342(18) 0.4895(16) 0.073(10) Uani 0.188(8) 1 d PDU B 2 H27D H 0.8649 0.3974 0.5347 0.109 Uiso 0.188(8) 1 calc PR B 2 H27E H 0.8129 0.4750 0.5115 0.109 Uiso 0.188(8) 1 calc PR B 2 H27F H 0.9007 0.4573 0.4687 0.109 Uiso 0.188(8) 1 calc PR B 2 C28A C 0.7120(14) 0.3691(16) 0.4555(18) 0.059(9) Uani 0.188(8) 1 d PDU B 2 H28D H 0.7232 0.3289 0.4984 0.088 Uiso 0.188(8) 1 calc PR B 2 H28E H 0.6704 0.3498 0.4118 0.088 Uiso 0.188(8) 1 calc PR B 2 H28F H 0.6890 0.4152 0.4820 0.088 Uiso 0.188(8) 1 calc PR B 2 C31 C 0.5161(3) 0.2204(3) 0.2389(3) 0.0400(11) Uani 1 1 d . . . F32 F 0.5398(2) 0.35653(16) 0.25912(19) 0.0648(9) Uani 1 1 d . . . C32 C 0.5376(3) 0.2928(3) 0.2078(3) 0.0449(12) Uani 1 1 d . . . F33 F 0.5794(2) 0.37991(19) 0.1010(2) 0.0773(10) Uani 1 1 d . . . C33 C 0.5589(3) 0.3078(3) 0.1256(3) 0.0489(13) Uani 1 1 d . . . F34 F 0.5826(2) 0.2608(2) -0.01151(19) 0.0753(10) Uani 1 1 d . . . C34 C 0.5595(3) 0.2478(3) 0.0679(3) 0.0520(13) Uani 1 1 d . . . F35 F 0.5400(2) 0.11471(19) 0.0389(2) 0.0735(10) Uani 1 1 d . . . C35 C 0.5394(3) 0.1745(3) 0.0942(3) 0.0501(13) Uani 1 1 d . . . F36 F 0.5010(2) 0.08742(16) 0.19758(19) 0.0588(8) Uani 1 1 d . . . C36 C 0.5189(3) 0.1624(3) 0.1769(3) 0.0449(12) Uani 1 1 d . . . C41 C 0.4136(3) 0.1411(3) 0.3467(3) 0.0388(11) Uani 1 1 d . . . F42 F 0.34422(18) 0.17347(18) 0.21198(19) 0.0608(8) Uani 1 1 d . . . C42 C 0.3443(3) 0.1343(3) 0.2866(3) 0.0487(13) Uani 1 1 d . . . F43 F 0.2093(2) 0.0848(2) 0.2340(2) 0.0813(11) Uani 1 1 d . . . C43 C 0.2727(3) 0.0881(3) 0.2966(4) 0.0581(15) Uani 1 1 d . . . F44 F 0.1974(2) 0.0001(2) 0.3795(3) 0.0934(13) Uani 1 1 d . . . C44 C 0.2661(3) 0.0456(3) 0.3692(4) 0.0620(16) Uani 1 1 d . . . F45 F 0.3263(2) 0.0097(2) 0.5047(2) 0.0854(11) Uani 1 1 d . . . C45 C 0.3311(3) 0.0507(3) 0.4324(4) 0.0579(15) Uani 1 1 d . . . F46 F 0.46069(19) 0.10231(19) 0.48750(18) 0.0640(9) Uani 1 1 d . . . C46 C 0.4015(3) 0.0981(3) 0.4200(3) 0.0487(13) Uani 1 1 d . . . C51 C 0.4814(3) 0.2745(3) 0.3984(3) 0.0398(11) Uani 1 1 d . . . F52 F 0.3694(2) 0.31514(19) 0.2998(2) 0.0744(10) Uani 1 1 d . . . C52 C 0.4163(3) 0.3273(3) 0.3744(4) 0.0543(14) Uani 1 1 d . . . F53 F 0.3320(2) 0.4405(2) 0.3907(3) 0.0903(12) Uani 1 1 d . . . C53 C 0.3954(3) 0.3920(3) 0.4194(4) 0.0588(15) Uani 1 1 d . . . F54 F 0.4207(2) 0.47126(19) 0.5410(2) 0.0772(10) Uani 1 1 d . . . C54 C 0.4398(3) 0.4077(3) 0.4958(4) 0.0558(14) Uani 1 1 d . . . F55 F 0.5489(2) 0.3723(2) 0.5982(2) 0.0795(11) Uani 1 1 d . . . C55 C 0.5045(3) 0.3577(3) 0.5234(3) 0.0515(13) Uani 1 1 d . . . F56 F 0.58627(17) 0.24704(18) 0.51162(18) 0.0571(8) Uani 1 1 d . . . C56 C 0.5225(3) 0.2935(3) 0.4765(3) 0.0431(12) Uani 1 1 d . . . C61 C 0.2905(15) 0.2336(8) 0.5529(14) 0.092(7) Uani 0.394(16) 1 d PDU C 1 H61A H 0.3528 0.2368 0.5458 0.111 Uiso 0.394(16) 1 calc PR C 1 H61B H 0.2644 0.2185 0.4969 0.111 Uiso 0.394(16) 1 calc PR C 1 Cl1 Cl 0.2611(9) 0.3242(7) 0.5639(10) 0.115(3) Uani 0.394(16) 1 d PDU C 1 Cl2 Cl 0.2798(6) 0.1542(5) 0.6131(8) 0.108(3) Uani 0.394(16) 1 d PDU C 1 C61A C 0.3339(9) 0.2465(7) 0.6034(11) 0.105(5) Uani 0.606(16) 1 d PDU C 2 H61C H 0.3394 0.2310 0.5439 0.126 Uiso 0.606(16) 1 calc PR C 2 H61D H 0.3916 0.2599 0.6283 0.126 Uiso 0.606(16) 1 calc PR C 2 Cl1A Cl 0.2682(5) 0.3251(5) 0.6072(8) 0.121(2) Uani 0.606(16) 1 d PDU C 2 Cl2A Cl 0.2964(5) 0.1777(7) 0.6535(7) 0.160(3) Uani 0.606(16) 1 d PDU C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0333(6) 0.0381(7) 0.0440(7) 0.0025(6) 0.0047(5) -0.0030(5) B1 0.033(3) 0.037(3) 0.045(3) 0.002(3) 0.000(2) -0.003(2) C1 0.040(2) 0.041(3) 0.045(3) -0.002(2) 0.005(2) 0.003(2) C2 0.033(2) 0.039(3) 0.052(3) -0.002(2) 0.006(2) -0.001(2) C3 0.034(2) 0.050(3) 0.057(3) 0.010(3) 0.008(2) 0.000(2) C4 0.055(3) 0.079(4) 0.057(3) 0.014(3) -0.007(3) -0.003(3) C11 0.031(2) 0.036(2) 0.040(3) 0.002(2) 0.002(2) 0.000(2) C12 0.033(2) 0.039(3) 0.042(3) 0.005(2) 0.005(2) 0.001(2) C13 0.040(3) 0.046(3) 0.044(3) 0.000(2) 0.007(2) 0.004(2) C14 0.036(2) 0.048(3) 0.042(3) 0.000(2) 0.003(2) -0.005(2) C15 0.043(3) 0.033(3) 0.060(3) 0.002(2) 0.005(2) -0.003(2) C16 0.035(2) 0.035(3) 0.048(3) 0.001(2) 0.004(2) 0.001(2) C17 0.044(3) 0.033(3) 0.058(3) 0.002(2) 0.007(2) 0.005(2) C18 0.063(8) 0.033(6) 0.116(14) -0.007(7) 0.008(8) -0.014(5) C19 0.091(11) 0.040(7) 0.102(11) -0.023(7) 0.039(9) -0.007(7) C20 0.093(11) 0.039(6) 0.090(11) 0.005(7) -0.031(10) 0.006(7) C18A 0.082(10) 0.056(8) 0.111(12) -0.038(8) -0.016(9) 0.002(7) C19A 0.066(8) 0.052(7) 0.103(13) 0.003(8) 0.019(8) 0.010(6) C20A 0.086(10) 0.032(6) 0.083(9) 0.009(6) 0.031(8) 0.013(6) C21 0.042(3) 0.060(3) 0.057(3) 0.002(3) 0.012(3) -0.013(3) C22 0.087(5) 0.123(6) 0.071(4) 0.038(4) 0.005(4) -0.036(5) C23 0.059(4) 0.089(5) 0.124(6) -0.010(5) 0.046(4) -0.013(4) C24 0.046(3) 0.080(4) 0.081(4) 0.003(4) 0.012(3) -0.021(3) C25 0.045(3) 0.036(3) 0.072(4) 0.002(3) 0.011(3) 0.004(2) C26 0.071(5) 0.044(4) 0.126(7) -0.002(4) 0.030(5) 0.008(4) C27 0.066(4) 0.056(4) 0.071(5) -0.014(4) 0.016(4) 0.007(4) C28 0.061(4) 0.062(4) 0.081(5) 0.004(4) 0.004(4) 0.020(4) C26A 0.074(13) 0.067(13) 0.069(13) 0.006(9) 0.006(9) 0.015(9) C27A 0.072(13) 0.074(13) 0.074(13) -0.010(9) 0.017(9) 0.010(9) C28A 0.057(12) 0.053(11) 0.066(12) -0.007(9) 0.004(9) 0.004(9) C31 0.033(2) 0.035(3) 0.051(3) 0.000(2) -0.003(2) 0.001(2) F32 0.095(2) 0.0387(16) 0.0602(19) -0.0006(15) -0.0023(18) -0.0143(16) C32 0.044(3) 0.042(3) 0.047(3) -0.003(2) -0.008(2) -0.002(2) F33 0.108(3) 0.054(2) 0.068(2) 0.0227(17) -0.003(2) -0.0077(19) C33 0.051(3) 0.040(3) 0.055(3) 0.015(3) -0.008(3) -0.001(2) F34 0.094(2) 0.084(2) 0.0479(19) 0.0140(18) 0.0073(17) 0.012(2) C34 0.054(3) 0.063(4) 0.038(3) 0.012(3) 0.002(2) 0.008(3) F35 0.103(3) 0.063(2) 0.0551(19) -0.0114(17) 0.0078(18) 0.0141(19) C35 0.056(3) 0.049(3) 0.045(3) -0.009(3) 0.001(3) 0.009(3) F36 0.076(2) 0.0387(16) 0.0622(19) -0.0038(15) 0.0108(16) -0.0053(15) C36 0.040(3) 0.037(3) 0.057(3) 0.000(2) 0.002(2) 0.002(2) C41 0.036(2) 0.035(2) 0.046(3) -0.003(2) 0.003(2) -0.001(2) F42 0.0492(16) 0.072(2) 0.0594(19) 0.0078(17) -0.0114(15) -0.0091(16) C42 0.042(3) 0.047(3) 0.056(3) -0.002(3) 0.001(3) -0.001(2) F43 0.0504(18) 0.085(2) 0.105(3) 0.003(2) -0.0229(19) -0.0192(18) C43 0.039(3) 0.049(3) 0.084(4) -0.007(3) -0.011(3) -0.007(3) F44 0.056(2) 0.074(2) 0.150(4) 0.025(2) 0.002(2) -0.0292(19) C44 0.041(3) 0.046(3) 0.099(5) 0.007(3) 0.007(3) -0.012(3) F45 0.075(2) 0.083(3) 0.099(3) 0.035(2) 0.013(2) -0.017(2) C45 0.053(3) 0.047(3) 0.075(4) 0.011(3) 0.011(3) -0.003(3) F46 0.0557(18) 0.083(2) 0.0527(18) 0.0163(17) -0.0026(15) -0.0146(17) C46 0.039(3) 0.050(3) 0.058(3) 0.000(3) 0.003(3) -0.003(2) C51 0.032(2) 0.035(2) 0.053(3) 0.001(2) 0.004(2) -0.001(2) F52 0.066(2) 0.069(2) 0.084(2) -0.0162(19) -0.0288(18) 0.0231(17) C52 0.045(3) 0.057(3) 0.060(3) -0.008(3) -0.005(3) 0.001(3) F53 0.078(2) 0.071(2) 0.120(3) -0.016(2) -0.012(2) 0.037(2) C53 0.044(3) 0.048(3) 0.084(4) -0.006(3) 0.003(3) 0.012(3) F54 0.082(2) 0.059(2) 0.093(3) -0.0257(19) 0.019(2) 0.0125(18) C54 0.052(3) 0.044(3) 0.072(4) -0.016(3) 0.018(3) 0.003(3) F55 0.084(2) 0.091(3) 0.061(2) -0.032(2) -0.0085(19) 0.013(2) C55 0.046(3) 0.060(3) 0.049(3) -0.013(3) 0.005(3) -0.001(3) F56 0.0515(16) 0.067(2) 0.0515(17) -0.0075(15) -0.0046(14) 0.0159(15) C56 0.034(2) 0.044(3) 0.052(3) 0.000(2) 0.003(2) 0.004(2) C61 0.079(10) 0.100(10) 0.102(10) -0.020(8) 0.034(8) -0.008(8) Cl1 0.089(4) 0.122(5) 0.136(7) 0.005(5) 0.020(5) -0.026(4) Cl2 0.092(4) 0.123(5) 0.111(6) -0.009(4) 0.027(4) -0.012(3) C61A 0.084(7) 0.105(8) 0.127(9) -0.015(7) 0.024(7) -0.028(6) Cl1A 0.084(3) 0.117(4) 0.164(6) -0.031(4) 0.025(4) -0.005(2) Cl2A 0.146(4) 0.197(6) 0.133(5) 0.037(5) -0.020(4) 0.023(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.635(5) . ? P1 C3 1.742(5) . ? P1 C11 1.786(4) . ? B1 C51 1.652(7) . ? B1 C41 1.655(7) . ? B1 C31 1.660(7) . ? B1 C2 1.674(6) . ? C1 C2 1.478(6) . ? C1 H1 0.9400 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 C4 1.323(7) . ? C3 H3 0.9400 . ? C4 H4A 0.9400 . ? C4 H4B 0.9400 . ? C11 C16 1.432(6) . ? C11 C12 1.435(6) . ? C12 C13 1.398(6) . ? C12 C17 1.555(6) . ? C13 C14 1.381(7) . ? C13 H13 0.9400 . ? C14 C15 1.382(6) . ? C14 C21 1.525(6) . ? C15 C16 1.378(6) . ? C15 H15 0.9400 . ? C16 C25 1.547(6) . ? C17 C18A 1.489(10) . ? C17 C20 1.509(9) . ? C17 C19A 1.542(10) . ? C17 C20A 1.555(10) . ? C17 C18 1.559(9) . ? C17 C19 1.561(10) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C18A H18D 0.9700 . ? C18A H18E 0.9700 . ? C18A H18F 0.9700 . ? C19A H19D 0.9700 . ? C19A H19E 0.9700 . ? C19A H19F 0.9700 . ? C20A H20D 0.9700 . ? C20A H20E 0.9700 . ? C20A H20F 0.9700 . ? C21 C23 1.522(8) . ? C21 C24 1.531(7) . ? C21 C22 1.538(8) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 C27 1.512(8) . ? C25 C26 1.525(7) . ? C25 C26A 1.535(15) . ? C25 C28A 1.552(17) . ? C25 C28 1.561(8) . ? C25 C27A 1.572(15) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C26A H26D 0.9700 . ? C26A H26E 0.9700 . ? C26A H26F 0.9700 . ? C27A H27D 0.9700 . ? C27A H27E 0.9700 . ? C27A H27F 0.9700 . ? C28A H28D 0.9700 . ? C28A H28E 0.9700 . ? C28A H28F 0.9700 . ? C31 C32 1.381(6) . ? C31 C36 1.392(6) . ? F32 C32 1.355(5) . ? C32 C33 1.377(7) . ? F33 C33 1.337(5) . ? C33 C34 1.369(7) . ? F34 C34 1.337(6) . ? C34 C35 1.362(7) . ? F35 C35 1.341(6) . ? C35 C36 1.372(7) . ? F36 C36 1.355(5) . ? C41 C46 1.389(7) . ? C41 C42 1.391(6) . ? F42 C42 1.349(6) . ? C42 C43 1.379(7) . ? F43 C43 1.347(6) . ? C43 C44 1.362(8) . ? F44 C44 1.337(6) . ? C44 C45 1.373(8) . ? F45 C45 1.341(6) . ? C45 C46 1.383(7) . ? F46 C46 1.360(5) . ? C51 C56 1.385(6) . ? C51 C52 1.388(6) . ? F52 C52 1.356(6) . ? C52 C53 1.364(7) . ? F53 C53 1.344(6) . ? C53 C54 1.371(7) . ? F54 C54 1.342(6) . ? C54 C55 1.367(7) . ? F55 C55 1.348(5) . ? C55 C56 1.362(7) . ? F56 C56 1.358(5) . ? C61 Cl1 1.628(13) . ? C61 Cl2 1.669(12) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61A Cl2A 1.549(11) . ? C61A Cl1A 1.689(11) . ? C61A H61C 0.9800 . ? C61A H61D 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C3 120.0(2) . . ? C1 P1 C11 120.3(2) . . ? C3 P1 C11 119.3(2) . . ? C51 B1 C41 104.7(4) . . ? C51 B1 C31 112.6(4) . . ? C41 B1 C31 112.0(4) . . ? C51 B1 C2 114.6(4) . . ? C41 B1 C2 109.7(4) . . ? C31 B1 C2 103.4(4) . . ? C2 C1 P1 130.0(4) . . ? C2 C1 H1 115.0 . . ? P1 C1 H1 115.0 . . ? C1 C2 B1 115.4(4) . . ? C1 C2 H2A 108.4 . . ? B1 C2 H2A 108.4 . . ? C1 C2 H2B 108.4 . . ? B1 C2 H2B 108.4 . . ? H2A C2 H2B 107.5 . . ? C4 C3 P1 123.1(4) . . ? C4 C3 H3 118.5 . . ? P1 C3 H3 118.5 . . ? C3 C4 H4A 120.0 . . ? C3 C4 H4B 120.0 . . ? H4A C4 H4B 120.0 . . ? C16 C11 C12 121.5(4) . . ? C16 C11 P1 119.9(3) . . ? C12 C11 P1 118.5(3) . . ? C13 C12 C11 115.9(4) . . ? C13 C12 C17 115.7(4) . . ? C11 C12 C17 128.3(4) . . ? C14 C13 C12 124.2(5) . . ? C14 C13 H13 117.9 . . ? C12 C13 H13 117.9 . . ? C13 C14 C15 117.1(4) . . ? C13 C14 C21 122.1(5) . . ? C15 C14 C21 120.8(4) . . ? C16 C15 C14 124.6(4) . . ? C16 C15 H15 117.7 . . ? C14 C15 H15 117.7 . . ? C15 C16 C11 116.6(4) . . ? C15 C16 C25 117.4(4) . . ? C11 C16 C25 126.0(4) . . ? C18A C17 C20 143.6(8) . . ? C18A C17 C19A 109.7(8) . . ? C20 C17 C19A 57.7(7) . . ? C18A C17 C20A 112.7(9) . . ? C20 C17 C20A 50.5(6) . . ? C19A C17 C20A 104.0(7) . . ? C18A C17 C12 108.5(6) . . ? C20 C17 C12 107.9(5) . . ? C19A C17 C12 110.3(6) . . ? C20A C17 C12 111.6(5) . . ? C18A C17 C18 51.8(7) . . ? C20 C17 C18 107.0(7) . . ? C19A C17 C18 129.9(7) . . ? C20A C17 C18 61.7(7) . . ? C12 C17 C18 119.7(5) . . ? C18A C17 C19 60.2(7) . . ? C20 C17 C19 106.9(7) . . ? C19A C17 C19 51.8(6) . . ? C20A C17 C19 136.1(7) . . ? C12 C17 C19 111.4(6) . . ? C18 C17 C19 103.2(6) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C17 C18A H18D 109.5 . . ? C17 C18A H18E 109.5 . . ? H18D C18A H18E 109.5 . . ? C17 C18A H18F 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C17 C19A H19D 109.5 . . ? C17 C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? C17 C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? C17 C20A H20D 109.5 . . ? C17 C20A H20E 109.5 . . ? H20D C20A H20E 109.5 . . ? C17 C20A H20F 109.5 . . ? H20D C20A H20F 109.5 . . ? H20E C20A H20F 109.5 . . ? C23 C21 C14 113.2(5) . . ? C23 C21 C24 108.2(5) . . ? C14 C21 C24 109.7(4) . . ? C23 C21 C22 108.9(5) . . ? C14 C21 C22 108.3(4) . . ? C24 C21 C22 108.4(5) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C27 C25 C26 107.6(5) . . ? C27 C25 C26A 135.0(13) . . ? C26 C25 C26A 50.4(12) . . ? C27 C25 C16 113.6(4) . . ? C26 C25 C16 111.6(4) . . ? C26A C25 C16 111.3(12) . . ? C27 C25 C28A 45.0(11) . . ? C26 C25 C28A 123.2(11) . . ? C26A C25 C28A 108.6(15) . . ? C16 C25 C28A 124.6(11) . . ? C27 C25 C28 108.1(5) . . ? C26 C25 C28 106.0(5) . . ? C26A C25 C28 58.3(13) . . ? C16 C25 C28 109.6(5) . . ? C28A C25 C28 63.4(11) . . ? C27 C25 C27A 62.9(12) . . ? C26 C25 C27A 52.1(12) . . ? C26A C25 C27A 101.4(16) . . ? C16 C25 C27A 106.0(12) . . ? C28A C25 C27A 101.9(15) . . ? C28 C25 C27A 143.6(12) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? C25 C28 H28A 109.5 . . ? C25 C28 H28B 109.5 . . ? C25 C28 H28C 109.5 . . ? C25 C26A H26D 109.5 . . ? C25 C26A H26E 109.5 . . ? H26D C26A H26E 109.5 . . ? C25 C26A H26F 109.5 . . ? H26D C26A H26F 109.5 . . ? H26E C26A H26F 109.5 . . ? C25 C27A H27D 109.5 . . ? C25 C27A H27E 109.5 . . ? H27D C27A H27E 109.5 . . ? C25 C27A H27F 109.5 . . ? H27D C27A H27F 109.5 . . ? H27E C27A H27F 109.5 . . ? C25 C28A H28D 109.5 . . ? C25 C28A H28E 109.5 . . ? H28D C28A H28E 109.5 . . ? C25 C28A H28F 109.5 . . ? H28D C28A H28F 109.5 . . ? H28E C28A H28F 109.5 . . ? C32 C31 C36 111.9(4) . . ? C32 C31 B1 127.2(4) . . ? C36 C31 B1 120.5(4) . . ? F32 C32 C33 114.2(4) . . ? F32 C32 C31 120.6(4) . . ? C33 C32 C31 125.2(5) . . ? F33 C33 C34 119.3(5) . . ? F33 C33 C32 121.1(5) . . ? C34 C33 C32 119.5(5) . . ? F34 C34 C35 121.0(5) . . ? F34 C34 C33 120.4(5) . . ? C35 C34 C33 118.6(5) . . ? F35 C35 C34 119.6(5) . . ? F35 C35 C36 120.6(5) . . ? C34 C35 C36 119.8(5) . . ? F36 C36 C35 115.6(4) . . ? F36 C36 C31 119.4(5) . . ? C35 C36 C31 125.0(5) . . ? C46 C41 C42 112.3(4) . . ? C46 C41 B1 121.1(4) . . ? C42 C41 B1 126.4(4) . . ? F42 C42 C43 115.2(4) . . ? F42 C42 C41 120.5(4) . . ? C43 C42 C41 124.3(5) . . ? F43 C43 C44 119.9(5) . . ? F43 C43 C42 119.8(5) . . ? C44 C43 C42 120.3(5) . . ? F44 C44 C43 120.9(5) . . ? F44 C44 C45 120.2(6) . . ? C43 C44 C45 118.8(5) . . ? F45 C45 C44 120.2(5) . . ? F45 C45 C46 120.7(5) . . ? C44 C45 C46 119.0(5) . . ? F46 C46 C45 114.9(5) . . ? F46 C46 C41 119.9(4) . . ? C45 C46 C41 125.2(5) . . ? C56 C51 C52 112.0(4) . . ? C56 C51 B1 126.8(4) . . ? C52 C51 B1 121.1(4) . . ? F52 C52 C53 116.1(5) . . ? F52 C52 C51 118.5(5) . . ? C53 C52 C51 125.3(5) . . ? F53 C53 C52 121.3(5) . . ? F53 C53 C54 119.3(5) . . ? C52 C53 C54 119.4(5) . . ? F54 C54 C55 121.3(5) . . ? F54 C54 C53 120.4(5) . . ? C55 C54 C53 118.2(5) . . ? F55 C55 C56 120.7(5) . . ? F55 C55 C54 119.1(5) . . ? C56 C55 C54 120.2(5) . . ? F56 C56 C55 114.9(4) . . ? F56 C56 C51 120.4(4) . . ? C55 C56 C51 124.7(4) . . ? Cl1 C61 Cl2 132.6(12) . . ? Cl1 C61 H61A 104.1 . . ? Cl2 C61 H61A 104.1 . . ? Cl1 C61 H61B 104.1 . . ? Cl2 C61 H61B 104.1 . . ? H61A C61 H61B 105.5 . . ? Cl2A C61A Cl1A 109.9(10) . . ? Cl2A C61A H61C 109.7 . . ? Cl1A C61A H61C 109.7 . . ? Cl2A C61A H61D 109.7 . . ? Cl1A C61A H61D 109.7 . . ? H61C C61A H61D 108.2 . . ? 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 C3 P1 C1 C2 4.2(6) . . . . ? C11 P1 C1 C2 176.4(4) . . . . ? P1 C1 C2 B1 126.5(4) . . . . ? C51 B1 C2 C1 -72.2(5) . . . . ? C41 B1 C2 C1 170.3(4) . . . . ? C31 B1 C2 C1 50.7(5) . . . . ? C1 P1 C3 C4 -178.8(4) . . . . ? C11 P1 C3 C4 9.0(6) . . . . ? C1 P1 C11 C16 93.2(4) . . . . ? C3 P1 C11 C16 -94.6(4) . . . . ? C1 P1 C11 C12 -85.5(4) . . . . ? C3 P1 C11 C12 86.7(4) . . . . ? C16 C11 C12 C13 -2.2(6) . . . . ? P1 C11 C12 C13 176.5(3) . . . . ? C16 C11 C12 C17 176.5(4) . . . . ? P1 C11 C12 C17 -4.8(6) . . . . ? C11 C12 C13 C14 2.1(7) . . . . ? C17 C12 C13 C14 -176.8(4) . . . . ? C12 C13 C14 C15 -1.3(7) . . . . ? C12 C13 C14 C21 179.0(4) . . . . ? C13 C14 C15 C16 0.5(7) . . . . ? C21 C14 C15 C16 -179.7(5) . . . . ? C14 C15 C16 C11 -0.7(7) . . . . ? C14 C15 C16 C25 -179.3(4) . . . . ? C12 C11 C16 C15 1.5(7) . . . . ? P1 C11 C16 C15 -177.1(3) . . . . ? C12 C11 C16 C25 180.0(4) . . . . ? P1 C11 C16 C25 1.3(7) . . . . ? C13 C12 C17 C18A -100.9(8) . . . . ? C11 C12 C17 C18A 80.4(9) . . . . ? C13 C12 C17 C20 80.6(8) . . . . ? C11 C12 C17 C20 -98.1(8) . . . . ? C13 C12 C17 C19A 19.2(8) . . . . ? C11 C12 C17 C19A -159.5(7) . . . . ? C13 C12 C17 C20A 134.4(7) . . . . ? C11 C12 C17 C20A -44.3(8) . . . . ? C13 C12 C17 C18 -156.8(7) . . . . ? C11 C12 C17 C18 24.5(9) . . . . ? C13 C12 C17 C19 -36.4(8) . . . . ? C11 C12 C17 C19 144.9(7) . . . . ? C13 C14 C21 C23 -9.6(7) . . . . ? C15 C14 C21 C23 170.6(5) . . . . ? C13 C14 C21 C24 -130.7(5) . . . . ? C15 C14 C21 C24 49.6(6) . . . . ? C13 C14 C21 C22 111.2(6) . . . . ? C15 C14 C21 C22 -68.5(6) . . . . ? C15 C16 C25 C27 -130.0(5) . . . . ? C11 C16 C25 C27 51.6(7) . . . . ? C15 C16 C25 C26 -8.1(7) . . . . ? C11 C16 C25 C26 173.5(5) . . . . ? C15 C16 C25 C26A 46.4(15) . . . . ? C11 C16 C25 C26A -132.0(14) . . . . ? C15 C16 C25 C28A 179.6(14) . . . . ? C11 C16 C25 C28A 1.2(15) . . . . ? C15 C16 C25 C28 109.0(5) . . . . ? C11 C16 C25 C28 -69.4(6) . . . . ? C15 C16 C25 C27A -63.1(14) . . . . ? C11 C16 C25 C27A 118.5(14) . . . . ? C51 B1 C31 C32 18.3(6) . . . . ? C41 B1 C31 C32 136.0(5) . . . . ? C2 B1 C31 C32 -105.9(5) . . . . ? C51 B1 C31 C36 -169.7(4) . . . . ? C41 B1 C31 C36 -51.9(6) . . . . ? C2 B1 C31 C36 66.1(5) . . . . ? C36 C31 C32 F32 -178.9(4) . . . . ? B1 C31 C32 F32 -6.3(7) . . . . ? C36 C31 C32 C33 0.4(7) . . . . ? B1 C31 C32 C33 173.1(4) . . . . ? F32 C32 C33 F33 -0.2(7) . . . . ? C31 C32 C33 F33 -179.6(4) . . . . ? F32 C32 C33 C34 179.5(4) . . . . ? C31 C32 C33 C34 0.1(8) . . . . ? F33 C33 C34 F34 1.7(7) . . . . ? C32 C33 C34 F34 -178.0(4) . . . . ? F33 C33 C34 C35 179.3(5) . . . . ? C32 C33 C34 C35 -0.4(7) . . . . ? F34 C34 C35 F35 -2.2(8) . . . . ? C33 C34 C35 F35 -179.7(4) . . . . ? F34 C34 C35 C36 177.7(4) . . . . ? C33 C34 C35 C36 0.2(8) . . . . ? F35 C35 C36 F36 0.8(7) . . . . ? C34 C35 C36 F36 -179.1(4) . . . . ? F35 C35 C36 C31 -179.7(4) . . . . ? C34 C35 C36 C31 0.4(8) . . . . ? C32 C31 C36 F36 178.8(4) . . . . ? B1 C31 C36 F36 5.6(6) . . . . ? C32 C31 C36 C35 -0.7(7) . . . . ? B1 C31 C36 C35 -173.9(4) . . . . ? C51 B1 C41 C46 -75.3(5) . . . . ? C31 B1 C41 C46 162.4(4) . . . . ? C2 B1 C41 C46 48.2(6) . . . . ? C51 B1 C41 C42 100.7(5) . . . . ? C31 B1 C41 C42 -21.7(7) . . . . ? C2 B1 C41 C42 -135.9(5) . . . . ? C46 C41 C42 F42 178.7(4) . . . . ? B1 C41 C42 F42 2.4(8) . . . . ? C46 C41 C42 C43 -2.1(7) . . . . ? B1 C41 C42 C43 -178.4(5) . . . . ? F42 C42 C43 F43 0.0(7) . . . . ? C41 C42 C43 F43 -179.3(5) . . . . ? F42 C42 C43 C44 179.6(5) . . . . ? C41 C42 C43 C44 0.4(9) . . . . ? F43 C43 C44 F44 0.2(9) . . . . ? C42 C43 C44 F44 -179.5(5) . . . . ? F43 C43 C44 C45 -179.2(5) . . . . ? C42 C43 C44 C45 1.1(9) . . . . ? F44 C44 C45 F45 0.4(9) . . . . ? C43 C44 C45 F45 179.8(5) . . . . ? F44 C44 C45 C46 179.9(5) . . . . ? C43 C44 C45 C46 -0.7(9) . . . . ? F45 C45 C46 F46 -3.3(8) . . . . ? C44 C45 C46 F46 177.2(5) . . . . ? F45 C45 C46 C41 178.2(5) . . . . ? C44 C45 C46 C41 -1.4(9) . . . . ? C42 C41 C46 F46 -175.8(4) . . . . ? B1 C41 C46 F46 0.7(7) . . . . ? C42 C41 C46 C45 2.6(7) . . . . ? B1 C41 C46 C45 179.1(5) . . . . ? C41 B1 C51 C56 108.8(5) . . . . ? C31 B1 C51 C56 -129.2(5) . . . . ? C2 B1 C51 C56 -11.4(7) . . . . ? C41 B1 C51 C52 -67.8(6) . . . . ? C31 B1 C51 C52 54.2(6) . . . . ? C2 B1 C51 C52 172.0(4) . . . . ? C56 C51 C52 F52 -178.8(4) . . . . ? B1 C51 C52 F52 -1.8(7) . . . . ? C56 C51 C52 C53 2.0(8) . . . . ? B1 C51 C52 C53 179.0(5) . . . . ? F52 C52 C53 F53 -0.1(8) . . . . ? C51 C52 C53 F53 179.1(5) . . . . ? F52 C52 C53 C54 179.6(5) . . . . ? C51 C52 C53 C54 -1.2(9) . . . . ? F53 C53 C54 F54 -0.6(8) . . . . ? C52 C53 C54 F54 179.7(5) . . . . ? F53 C53 C54 C55 -179.6(5) . . . . ? C52 C53 C54 C55 0.7(9) . . . . ? F54 C54 C55 F55 0.9(8) . . . . ? C53 C54 C55 F55 179.9(5) . . . . ? F54 C54 C55 C56 179.8(5) . . . . ? C53 C54 C55 C56 -1.2(8) . . . . ? F55 C55 C56 F56 0.7(7) . . . . ? C54 C55 C56 F56 -178.2(5) . . . . ? F55 C55 C56 C51 -178.8(5) . . . . ? C54 C55 C56 C51 2.4(8) . . . . ? C52 C51 C56 F56 178.0(4) . . . . ? B1 C51 C56 F56 1.1(7) . . . . ? C52 C51 C56 C55 -2.6(7) . . . . ? B1 C51 C56 C55 -179.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.398 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.058 #============================================================================= # end of cif data for "erk7282" #============================================================================= #============================================================================= # end of cif file #============================================================================= _database_code_depnum_ccdc_archive 'CCDC 967613'