data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'G. Erker' _publ_contact_author_email ERKER@UNI-MUENSTER.DE _publ_section_title ; Remarkably Variable Reaction Modes of Frustrated Lewis Pairs with Non-Conjugated Terminal Diacetylenes ; loop_ _publ_author_name 'G. Erker' 'Chao Chen.' 'Roland Frohlich' 'Gerald Kehr' # Attachment '1.CIF' data_erk5202 _database_code_depnum_ccdc_archive 'CCDC 759353' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H19 B F21 O P' _chemical_formula_weight 1004.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.7019(9) _cell_length_b 20.5890(13) _cell_length_c 20.7265(10) _cell_angle_alpha 90.00 _cell_angle_beta 97.341(3) _cell_angle_gamma 90.00 _cell_volume 4106.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5934 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 1.817 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5302 _exptl_absorpt_correction_T_max 0.9475 _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 28157 _diffrn_reflns_av_R_equivalents 0.101 _diffrn_reflns_av_sigmaI/netI 0.0888 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 4.80 _diffrn_reflns_theta_max 66.84 _reflns_number_total 6488 _reflns_number_gt 3983 _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. Group C5-C6-C7 refined with split positions using PART command with geometrical (SADI) and thermal (ISOR) restraints. ; _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^)+(0.1015P)^2^+1.1930P] 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 6488 _refine_ls_number_parameters 632 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.1073 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.2063 _refine_ls_wR_factor_gt 0.1741 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.049 _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 0.01730(11) 0.62203(6) 0.24816(5) 0.0585(3) Uani 1 1 d . . . B1 B 0.1719(5) 0.7629(3) 0.1216(2) 0.0601(12) Uani 1 1 d . . . C1 C 0.0994(4) 0.6508(2) 0.18027(19) 0.0583(10) Uani 1 1 d . . . C2 C 0.1265(4) 0.7143(2) 0.17745(19) 0.0598(11) Uani 1 1 d . . . H2 H 0.1174 0.7360 0.2166 0.072 Uiso 1 1 calc R . . C3 C 0.1284(5) 0.6004(2) 0.1315(2) 0.0673(12) Uani 1 1 d . A . H3A H 0.0428 0.5772 0.1152 0.081 Uiso 1 1 calc R . . H3B H 0.1650 0.6209 0.0946 0.081 Uiso 1 1 calc R . . O4 O 0.2289(4) 0.55609(17) 0.16385(16) 0.0830(9) Uani 1 1 d . . . C5A C 0.2549(9) 0.5023(4) 0.1269(4) 0.135(3) Uani 0.599(11) 1 d PDU A 1 H5A1 H 0.3322 0.4790 0.1518 0.162 Uiso 0.599(11) 1 calc PR A 1 H5A2 H 0.1733 0.4741 0.1259 0.162 Uiso 0.599(11) 1 calc PR A 1 C6A C 0.2835(13) 0.5052(5) 0.0676(6) 0.106(4) Uani 0.599(11) 1 d PDU A 1 C7A C 0.3219(16) 0.5104(7) 0.0161(7) 0.153(6) Uani 0.599(11) 1 d PDU A 1 H7A H 0.3526 0.5145 -0.0249 0.183 Uiso 0.599(11) 1 calc PR A 1 C5B C 0.2549(9) 0.5023(4) 0.1269(4) 0.135(3) Uani 0.401(11) 1 d PDU A 2 H5B1 H 0.3386 0.5141 0.1077 0.162 Uiso 0.401(11) 1 calc PR A 2 H5B2 H 0.2845 0.4687 0.1592 0.162 Uiso 0.401(11) 1 calc PR A 2 C6B C 0.180(2) 0.4714(10) 0.0810(10) 0.136(7) Uani 0.401(11) 1 d PDU A 2 C7B C 0.092(2) 0.4404(12) 0.0507(11) 0.167(10) Uani 0.401(11) 1 d PDU A 2 H7B H 0.0223 0.4156 0.0265 0.200 Uiso 0.401(11) 1 calc PR A 2 C11 C 0.1457(4) 0.6021(2) 0.31691(19) 0.0577(10) Uani 1 1 d . . . C12 C 0.2820(4) 0.6202(2) 0.3102(2) 0.0627(11) Uani 1 1 d . . . H12 H 0.3009 0.6385 0.2707 0.075 Uiso 1 1 calc R . . C13 C 0.3894(4) 0.6121(2) 0.3598(2) 0.0648(11) Uani 1 1 d . . . C14 C 0.3648(5) 0.5819(2) 0.4173(2) 0.0699(12) Uani 1 1 d . . . H14 H 0.4381 0.5747 0.4508 0.084 Uiso 1 1 calc R . . C15 C 0.2319(5) 0.5629(2) 0.4245(2) 0.0629(11) Uani 1 1 d . . . H15 H 0.2154 0.5426 0.4634 0.075 Uiso 1 1 calc R . . C16 C 0.1224(4) 0.5727(2) 0.37645(19) 0.0581(10) Uani 1 1 d . . . C17 C 0.5293(5) 0.6359(3) 0.3518(3) 0.0842(15) Uani 1 1 d . . . F11 F 0.5359(4) 0.6999(3) 0.3541(3) 0.164(2) Uani 1 1 d . . . F12 F 0.5702(4) 0.6196(3) 0.2978(2) 0.176(2) Uani 1 1 d . . . F13 F 0.6272(3) 0.6188(2) 0.39811(19) 0.1270(14) Uani 1 1 d . . . C18 C -0.0175(5) 0.5551(2) 0.3944(2) 0.0673(12) Uani 1 1 d . . . F21 F -0.0447(3) 0.5885(2) 0.44609(15) 0.1196(13) Uani 1 1 d . . . F22 F -0.0240(3) 0.49412(18) 0.4122(2) 0.1271(14) Uani 1 1 d . . . F23 F -0.1231(3) 0.56623(18) 0.34979(13) 0.0932(9) Uani 1 1 d . . . C21 C -0.0846(4) 0.6883(2) 0.2728(2) 0.0612(11) Uani 1 1 d . . . C22 C -0.1860(5) 0.7174(3) 0.2281(3) 0.0789(14) Uani 1 1 d . . . H22 H -0.2060 0.7003 0.1859 0.095 Uiso 1 1 calc R . . C23 C -0.2570(6) 0.7715(3) 0.2461(3) 0.0936(17) Uani 1 1 d . . . H23 H -0.3284 0.7903 0.2171 0.112 Uiso 1 1 calc R . . C24 C -0.2212(6) 0.7975(3) 0.3076(3) 0.0985(18) Uani 1 1 d . . . H24 H -0.2680 0.8346 0.3198 0.118 Uiso 1 1 calc R . . C25 C -0.1208(6) 0.7709(3) 0.3502(3) 0.0875(15) Uani 1 1 d . . . H25 H -0.0979 0.7895 0.3916 0.105 Uiso 1 1 calc R . . C26 C -0.0516(5) 0.7161(3) 0.3332(2) 0.0736(13) Uani 1 1 d . . . H26 H 0.0187 0.6977 0.3631 0.088 Uiso 1 1 calc R . . C31 C -0.0814(4) 0.5510(2) 0.2215(2) 0.0647(11) Uani 1 1 d . . . C32 C -0.0171(6) 0.4904(3) 0.2261(2) 0.0811(14) Uani 1 1 d . . . H32 H 0.0738 0.4862 0.2476 0.097 Uiso 1 1 calc R . . C33 C -0.0867(7) 0.4366(3) 0.1991(3) 0.0916(16) Uani 1 1 d . . . H33 H -0.0424 0.3959 0.2017 0.110 Uiso 1 1 calc R . . C34 C -0.2178(8) 0.4419(4) 0.1689(3) 0.1019(19) Uani 1 1 d . . . H34 H -0.2626 0.4054 0.1486 0.122 Uiso 1 1 calc R . . C35 C -0.2857(7) 0.4996(4) 0.1678(3) 0.115(2) Uani 1 1 d . . . H35 H -0.3790 0.5022 0.1491 0.138 Uiso 1 1 calc R . . C36 C -0.2172(6) 0.5556(3) 0.1944(3) 0.0952(17) Uani 1 1 d . . . H36 H -0.2642 0.5956 0.1936 0.114 Uiso 1 1 calc R . . C41 C 0.2621(4) 0.7303(2) 0.06856(19) 0.0608(11) Uani 1 1 d . . . C42 C 0.2400(5) 0.7379(2) 0.0013(2) 0.0645(11) Uani 1 1 d . . . F42 F 0.1345(3) 0.77492(14) -0.02689(11) 0.0771(7) Uani 1 1 d . . . C43 C 0.3194(5) 0.7075(3) -0.0408(2) 0.0732(13) Uani 1 1 d . . . F43 F 0.2870(3) 0.71648(16) -0.10542(12) 0.0934(9) Uani 1 1 d . . . C44 C 0.4305(5) 0.6707(3) -0.0168(2) 0.0785(14) Uani 1 1 d . . . F44 F 0.5059(3) 0.63987(18) -0.05750(14) 0.1007(10) Uani 1 1 d . . . C45 C 0.4620(5) 0.6640(3) 0.0488(2) 0.0764(13) Uani 1 1 d . . . F45 F 0.5741(3) 0.62925(17) 0.07381(15) 0.1006(10) Uani 1 1 d . . . C46 C 0.3801(5) 0.6946(2) 0.0895(2) 0.0695(12) Uani 1 1 d . . . F46 F 0.4185(3) 0.68656(15) 0.15430(12) 0.0801(8) Uani 1 1 d . . . C51 C 0.0145(5) 0.7881(2) 0.0944(2) 0.0650(11) Uani 1 1 d . . . C52 C -0.0761(5) 0.7513(3) 0.0510(2) 0.0670(12) Uani 1 1 d . . . F52 F -0.0315(3) 0.69463(15) 0.02818(13) 0.0825(8) Uani 1 1 d . . . C53 C -0.2130(5) 0.7674(3) 0.0308(2) 0.0808(14) Uani 1 1 d . . . F53 F -0.2909(3) 0.72985(19) -0.01231(15) 0.1073(11) Uani 1 1 d . . . C54 C -0.2673(6) 0.8215(3) 0.0555(3) 0.0884(16) Uani 1 1 d . . . F54 F -0.4025(3) 0.8370(2) 0.03749(18) 0.1205(12) Uani 1 1 d . . . C55 C -0.1869(6) 0.8584(3) 0.1001(3) 0.0857(15) Uani 1 1 d . . . F55 F -0.2411(4) 0.91059(18) 0.12687(19) 0.1177(12) Uani 1 1 d . . . C56 C -0.0501(5) 0.8415(3) 0.1178(2) 0.0768(13) Uani 1 1 d . . . F56 F 0.0199(3) 0.87901(16) 0.16441(16) 0.0993(10) Uani 1 1 d . . . C61 C 0.2721(4) 0.8223(2) 0.15338(19) 0.0619(11) Uani 1 1 d . . . C62 C 0.2992(5) 0.8743(2) 0.1147(2) 0.0734(13) Uani 1 1 d . . . F62 F 0.2358(4) 0.87694(14) 0.05304(13) 0.0963(10) Uani 1 1 d . . . C63 C 0.3888(6) 0.9239(3) 0.1334(3) 0.0836(14) Uani 1 1 d . . . F63 F 0.4102(4) 0.97206(18) 0.09183(17) 0.1256(13) Uani 1 1 d . . . C64 C 0.4570(5) 0.9247(3) 0.1954(3) 0.0840(14) Uani 1 1 d . . . F64 F 0.5454(4) 0.97270(18) 0.21609(18) 0.1155(11) Uani 1 1 d . . . C65 C 0.4332(5) 0.8755(3) 0.2369(2) 0.0732(13) Uani 1 1 d . . . F65 F 0.4971(3) 0.87627(16) 0.29846(14) 0.0931(9) Uani 1 1 d . . . C66 C 0.3438(4) 0.8253(2) 0.2155(2) 0.0647(11) Uani 1 1 d . . . F66 F 0.3291(3) 0.77846(14) 0.25942(12) 0.0817(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0691(6) 0.0644(7) 0.0418(6) 0.0047(5) 0.0064(5) -0.0018(5) B1 0.077(3) 0.065(3) 0.039(2) 0.002(2) 0.008(2) -0.001(2) C1 0.072(2) 0.060(3) 0.043(2) 0.0053(19) 0.0053(19) 0.000(2) C2 0.072(2) 0.067(3) 0.039(2) 0.0029(19) 0.0031(18) 0.002(2) C3 0.096(3) 0.058(3) 0.050(2) 0.003(2) 0.014(2) -0.003(2) O4 0.110(2) 0.071(2) 0.068(2) -0.0068(17) 0.0131(18) 0.0189(19) C5A 0.165(5) 0.125(5) 0.113(5) -0.017(4) 0.005(4) 0.042(4) C6A 0.137(7) 0.095(7) 0.094(7) -0.006(5) 0.044(6) 0.010(6) C7A 0.193(9) 0.128(9) 0.147(9) -0.024(7) 0.057(8) 0.009(7) C5B 0.165(5) 0.125(5) 0.113(5) -0.017(4) 0.005(4) 0.042(4) C6B 0.137(10) 0.129(11) 0.139(11) 0.007(9) 0.004(8) -0.002(8) C7B 0.181(12) 0.161(13) 0.155(12) -0.006(9) 0.010(9) -0.006(9) C11 0.068(2) 0.063(3) 0.042(2) -0.0043(19) 0.0097(18) -0.003(2) C12 0.069(3) 0.072(3) 0.047(2) 0.000(2) 0.007(2) 0.005(2) C13 0.069(2) 0.071(3) 0.054(3) -0.009(2) 0.006(2) 0.004(2) C14 0.078(3) 0.076(3) 0.053(3) -0.011(2) -0.002(2) 0.012(2) C15 0.083(3) 0.064(3) 0.041(2) -0.001(2) 0.007(2) 0.005(2) C16 0.073(2) 0.060(3) 0.044(2) 0.0004(19) 0.013(2) 0.001(2) C17 0.074(3) 0.101(5) 0.075(4) -0.002(3) 0.000(3) 0.002(3) F11 0.090(2) 0.125(4) 0.279(6) 0.033(4) 0.026(3) -0.018(2) F12 0.100(2) 0.329(7) 0.107(3) -0.066(4) 0.047(2) -0.068(3) F13 0.0722(18) 0.184(4) 0.121(3) 0.014(3) -0.0025(19) 0.002(2) C18 0.088(3) 0.068(3) 0.045(2) 0.006(2) 0.005(2) 0.002(2) F21 0.107(2) 0.184(4) 0.075(2) -0.042(2) 0.0388(17) -0.025(2) F22 0.110(2) 0.096(3) 0.181(4) 0.047(3) 0.040(2) -0.0087(19) F23 0.0745(15) 0.147(3) 0.0584(16) 0.0225(17) 0.0111(13) -0.0088(16) C21 0.063(2) 0.072(3) 0.049(2) 0.005(2) 0.0085(19) -0.002(2) C22 0.080(3) 0.090(4) 0.068(3) -0.001(3) 0.010(2) 0.010(3) C23 0.085(3) 0.104(5) 0.092(4) 0.013(4) 0.008(3) 0.017(3) C24 0.103(4) 0.086(4) 0.110(5) -0.002(4) 0.032(4) 0.020(3) C25 0.101(4) 0.082(4) 0.079(4) -0.005(3) 0.009(3) 0.012(3) C26 0.089(3) 0.076(3) 0.055(3) -0.004(2) 0.005(2) 0.004(3) C31 0.074(3) 0.071(3) 0.048(2) 0.002(2) 0.002(2) -0.009(2) C32 0.102(3) 0.074(4) 0.066(3) 0.003(3) 0.004(3) -0.007(3) C33 0.135(5) 0.068(4) 0.074(3) -0.007(3) 0.023(3) -0.016(3) C34 0.126(5) 0.092(5) 0.086(4) -0.014(3) 0.008(4) -0.037(4) C35 0.108(4) 0.122(6) 0.106(5) -0.013(4) -0.016(4) -0.035(4) C36 0.096(4) 0.096(4) 0.088(4) 0.000(3) -0.009(3) -0.013(3) C41 0.072(3) 0.066(3) 0.043(2) 0.0045(19) 0.0012(19) -0.001(2) C42 0.074(3) 0.077(3) 0.041(2) 0.006(2) 0.004(2) -0.002(2) F42 0.0945(17) 0.094(2) 0.0423(13) 0.0067(13) 0.0051(12) -0.0008(15) C43 0.090(3) 0.092(4) 0.039(2) -0.008(2) 0.012(2) -0.012(3) F43 0.115(2) 0.126(3) 0.0408(14) -0.0085(15) 0.0152(14) -0.0092(18) C44 0.086(3) 0.090(4) 0.062(3) -0.017(3) 0.020(3) 0.000(3) F44 0.108(2) 0.124(3) 0.0741(19) -0.0246(18) 0.0303(16) 0.0103(18) C45 0.079(3) 0.089(4) 0.061(3) 0.003(3) 0.009(2) 0.007(3) F45 0.0964(19) 0.120(3) 0.087(2) -0.0003(18) 0.0151(16) 0.0273(18) C46 0.089(3) 0.081(3) 0.039(2) 0.004(2) 0.008(2) -0.003(3) F46 0.0898(16) 0.100(2) 0.0498(15) 0.0105(14) 0.0052(12) 0.0139(15) C51 0.084(3) 0.066(3) 0.046(2) 0.005(2) 0.011(2) -0.001(2) C52 0.076(3) 0.076(3) 0.049(2) 0.002(2) 0.011(2) -0.001(2) F52 0.0875(16) 0.091(2) 0.0688(17) -0.0097(15) 0.0080(13) -0.0109(15) C53 0.079(3) 0.103(4) 0.059(3) 0.003(3) 0.003(3) -0.012(3) F53 0.0844(18) 0.154(3) 0.081(2) -0.009(2) -0.0010(16) -0.0169(19) C54 0.079(3) 0.108(5) 0.080(4) 0.019(4) 0.014(3) 0.012(3) F54 0.0833(19) 0.165(4) 0.112(3) 0.029(2) 0.0093(17) 0.029(2) C55 0.095(4) 0.079(4) 0.085(4) 0.012(3) 0.019(3) 0.014(3) F55 0.116(2) 0.102(3) 0.139(3) -0.003(2) 0.027(2) 0.032(2) C56 0.089(3) 0.082(4) 0.060(3) 0.006(3) 0.013(3) 0.008(3) F56 0.108(2) 0.094(2) 0.094(2) -0.0306(18) 0.0043(18) 0.0138(17) C61 0.078(3) 0.064(3) 0.045(2) 0.006(2) 0.010(2) -0.001(2) C62 0.103(3) 0.074(3) 0.045(2) 0.001(2) 0.013(2) -0.012(3) F62 0.154(3) 0.081(2) 0.0513(16) 0.0159(14) 0.0036(16) -0.0258(18) C63 0.110(4) 0.072(4) 0.071(3) 0.002(3) 0.018(3) -0.019(3) F63 0.191(3) 0.092(2) 0.096(2) 0.017(2) 0.026(2) -0.056(2) C64 0.090(3) 0.080(4) 0.083(4) -0.012(3) 0.012(3) -0.023(3) F64 0.128(2) 0.100(2) 0.118(3) -0.019(2) 0.015(2) -0.041(2) C65 0.079(3) 0.083(4) 0.056(3) -0.009(3) 0.004(2) -0.005(3) F65 0.0933(18) 0.108(2) 0.0727(19) -0.0176(16) -0.0105(15) 0.0017(16) C66 0.075(3) 0.072(3) 0.047(2) 0.001(2) 0.008(2) 0.001(2) F66 0.1064(19) 0.087(2) 0.0480(14) 0.0134(13) -0.0031(13) -0.0082(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 C31 1.796(5) . ? P1 C21 1.797(5) . ? P1 C1 1.803(4) . ? P1 C11 1.816(4) . ? B1 C2 1.632(6) . ? B1 C41 1.634(7) . ? B1 C51 1.642(7) . ? B1 C61 1.648(7) . ? C1 C2 1.337(6) . ? C1 C3 1.500(6) . ? C2 H2 0.9400 . ? C3 O4 1.437(5) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? O4 C5A 1.389(8) . ? C5A C6A 1.295(11) . ? C5A H5A1 0.9800 . ? C5A H5A2 0.9800 . ? C6A C7A 1.179(15) . ? C7A H7A 0.9400 . ? C6B C7B 1.178(16) . ? C7B H7B 0.9400 . ? C11 C12 1.398(6) . ? C11 C16 1.419(6) . ? C12 C13 1.376(6) . ? C12 H12 0.9400 . ? C13 C14 1.392(7) . ? C13 C17 1.472(7) . ? C14 C15 1.374(6) . ? C14 H14 0.9400 . ? C15 C16 1.374(6) . ? C15 H15 0.9400 . ? C16 C18 1.497(6) . ? C17 F12 1.280(6) . ? C17 F13 1.309(6) . ? C17 F11 1.321(7) . ? C18 F23 1.309(5) . ? C18 F22 1.312(6) . ? C18 F21 1.329(5) . ? C21 C26 1.378(6) . ? C21 C22 1.397(6) . ? C22 C23 1.387(8) . ? C22 H22 0.9400 . ? C23 C24 1.383(8) . ? C23 H23 0.9400 . ? C24 C25 1.345(8) . ? C24 H24 0.9400 . ? C25 C26 1.381(7) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C36 1.368(7) . ? C31 C32 1.393(7) . ? C32 C33 1.379(7) . ? C32 H32 0.9400 . ? C33 C34 1.348(9) . ? C33 H33 0.9400 . ? C34 C35 1.357(10) . ? C34 H34 0.9400 . ? C35 C36 1.408(9) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C41 C46 1.383(6) . ? C41 C42 1.391(6) . ? C42 F42 1.348(5) . ? C42 C43 1.385(7) . ? C43 F43 1.349(5) . ? C43 C44 1.359(7) . ? C44 F44 1.344(5) . ? C44 C45 1.362(7) . ? C45 F45 1.348(6) . ? C45 C46 1.383(7) . ? C46 F46 1.356(5) . ? C51 C56 1.384(7) . ? C51 C52 1.398(6) . ? C52 F52 1.350(6) . ? C52 C53 1.381(7) . ? C53 F53 1.340(6) . ? C53 C54 1.359(8) . ? C54 F54 1.356(6) . ? C54 C55 1.361(8) . ? C55 F55 1.348(7) . ? C55 C56 1.375(7) . ? C56 F56 1.351(6) . ? C61 C62 1.381(6) . ? C61 C66 1.384(6) . ? C62 F62 1.348(5) . ? C62 C63 1.365(7) . ? C63 F63 1.346(6) . ? C63 C64 1.370(7) . ? C64 F64 1.342(6) . ? C64 C65 1.367(7) . ? C65 F65 1.345(5) . ? C65 C66 1.385(7) . ? C66 F66 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 C31 P1 C21 114.5(2) . . ? C31 P1 C1 107.4(2) . . ? C21 P1 C1 106.6(2) . . ? C31 P1 C11 110.0(2) . . ? C21 P1 C11 107.20(19) . . ? C1 P1 C11 111.08(19) . . ? C2 B1 C41 116.2(4) . . ? C2 B1 C51 96.5(3) . . ? C41 B1 C51 117.0(3) . . ? C2 B1 C61 111.7(3) . . ? C41 B1 C61 103.6(4) . . ? C51 B1 C61 112.2(4) . . ? C2 C1 C3 126.3(4) . . ? C2 C1 P1 117.7(3) . . ? C3 C1 P1 116.0(3) . . ? C1 C2 B1 134.6(4) . . ? C1 C2 H2 112.7 . . ? B1 C2 H2 112.7 . . ? O4 C3 C1 107.5(3) . . ? O4 C3 H3A 110.2 . . ? C1 C3 H3A 110.2 . . ? O4 C3 H3B 110.2 . . ? C1 C3 H3B 110.2 . . ? H3A C3 H3B 108.5 . . ? C5A O4 C3 114.2(4) . . ? C6A C5A O4 124.3(8) . . ? C6A C5A H5A1 106.3 . . ? O4 C5A H5A1 106.3 . . ? C6A C5A H5A2 106.3 . . ? O4 C5A H5A2 106.3 . . ? H5A1 C5A H5A2 106.4 . . ? C7A C6A C5A 173.5(15) . . ? C6A C7A H7A 180.0 . . ? C6B C7B H7B 180.0 . . ? C12 C11 C16 117.3(4) . . ? C12 C11 P1 115.1(3) . . ? C16 C11 P1 127.6(3) . . ? C13 C12 C11 121.9(4) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C12 C13 C14 119.9(4) . . ? C12 C13 C17 119.8(4) . . ? C14 C13 C17 120.4(4) . . ? C15 C14 C13 119.0(4) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 122.0(4) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C15 C16 C11 119.9(4) . . ? C15 C16 C18 115.2(4) . . ? C11 C16 C18 124.7(4) . . ? F12 C17 F13 107.1(5) . . ? F12 C17 F11 105.9(6) . . ? F13 C17 F11 102.4(5) . . ? F12 C17 C13 113.9(5) . . ? F13 C17 C13 114.9(5) . . ? F11 C17 C13 111.7(5) . . ? F23 C18 F22 107.8(4) . . ? F23 C18 F21 105.1(4) . . ? F22 C18 F21 104.3(4) . . ? F23 C18 C16 115.7(4) . . ? F22 C18 C16 112.3(4) . . ? F21 C18 C16 110.8(4) . . ? C26 C21 C22 119.1(5) . . ? C26 C21 P1 120.1(3) . . ? C22 C21 P1 120.2(4) . . ? C23 C22 C21 119.8(5) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 118.9(5) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? C25 C24 C23 121.5(6) . . ? C25 C24 H24 119.2 . . ? C23 C24 H24 119.2 . . ? C24 C25 C26 120.0(5) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 120.5(5) . . ? C21 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C36 C31 C32 119.3(5) . . ? C36 C31 P1 121.2(4) . . ? C32 C31 P1 119.5(3) . . ? C33 C32 C31 120.1(5) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C34 C33 C32 120.5(6) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 120.4(6) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C34 C35 C36 120.5(6) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C31 C36 C35 119.0(6) . . ? C31 C36 H36 120.5 . . ? C35 C36 H36 120.5 . . ? C46 C41 C42 113.0(4) . . ? C46 C41 B1 120.0(4) . . ? C42 C41 B1 126.9(4) . . ? F42 C42 C43 115.7(4) . . ? F42 C42 C41 120.7(4) . . ? C43 C42 C41 123.6(4) . . ? F43 C43 C44 120.9(4) . . ? F43 C43 C42 119.1(5) . . ? C44 C43 C42 120.0(4) . . ? F44 C44 C43 120.3(4) . . ? F44 C44 C45 120.5(5) . . ? C43 C44 C45 119.2(4) . . ? F45 C45 C44 120.3(5) . . ? F45 C45 C46 120.3(4) . . ? C44 C45 C46 119.3(5) . . ? F46 C46 C45 116.3(4) . . ? F46 C46 C41 119.1(4) . . ? C45 C46 C41 124.6(4) . . ? C56 C51 C52 112.3(4) . . ? C56 C51 B1 125.0(4) . . ? C52 C51 B1 122.0(4) . . ? F52 C52 C53 116.2(4) . . ? F52 C52 C51 119.3(4) . . ? C53 C52 C51 124.4(5) . . ? F53 C53 C54 120.8(5) . . ? F53 C53 C52 120.1(5) . . ? C54 C53 C52 119.2(5) . . ? F54 C54 C53 119.8(6) . . ? F54 C54 C55 120.4(6) . . ? C53 C54 C55 119.7(5) . . ? F55 C55 C54 120.3(5) . . ? F55 C55 C56 120.4(6) . . ? C54 C55 C56 119.3(6) . . ? F56 C56 C55 115.3(5) . . ? F56 C56 C51 119.7(4) . . ? C55 C56 C51 124.9(5) . . ? C62 C61 C66 113.3(4) . . ? C62 C61 B1 119.3(4) . . ? C66 C61 B1 127.3(4) . . ? F62 C62 C63 115.8(4) . . ? F62 C62 C61 119.0(4) . . ? C63 C62 C61 125.3(5) . . ? F63 C63 C62 121.0(5) . . ? F63 C63 C64 119.8(5) . . ? C62 C63 C64 119.2(5) . . ? F64 C64 C65 119.8(5) . . ? F64 C64 C63 121.4(5) . . ? C65 C64 C63 118.8(5) . . ? F65 C65 C64 119.5(5) . . ? F65 C65 C66 120.5(5) . . ? C64 C65 C66 120.0(4) . . ? F66 C66 C61 120.9(4) . . ? F66 C66 C65 115.7(4) . . ? C61 C66 C65 123.4(4) . . ? 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 C31 P1 C1 C2 151.8(3) . . . . ? C21 P1 C1 C2 28.6(4) . . . . ? C11 P1 C1 C2 -87.8(4) . . . . ? C31 P1 C1 C3 -27.2(4) . . . . ? C21 P1 C1 C3 -150.4(3) . . . . ? C11 P1 C1 C3 93.1(3) . . . . ? C3 C1 C2 B1 11.7(8) . . . . ? P1 C1 C2 B1 -167.2(4) . . . . ? C41 B1 C2 C1 -29.2(7) . . . . ? C51 B1 C2 C1 95.2(6) . . . . ? C61 B1 C2 C1 -147.7(5) . . . . ? C2 C1 C3 O4 116.1(5) . . . . ? P1 C1 C3 O4 -65.0(4) . . . . ? C1 C3 O4 C5A 173.1(5) . . . . ? C3 O4 C5A C6A 49.8(12) . . . . ? O4 C5A C6A C7A 71(12) . . . . ? C31 P1 C11 C12 127.3(3) . . . . ? C21 P1 C11 C12 -107.7(3) . . . . ? C1 P1 C11 C12 8.5(4) . . . . ? C31 P1 C11 C16 -54.9(4) . . . . ? C21 P1 C11 C16 70.1(4) . . . . ? C1 P1 C11 C16 -173.8(4) . . . . ? C16 C11 C12 C13 -2.2(7) . . . . ? P1 C11 C12 C13 175.9(3) . . . . ? C11 C12 C13 C14 3.4(7) . . . . ? C11 C12 C13 C17 -176.0(5) . . . . ? C12 C13 C14 C15 -2.4(7) . . . . ? C17 C13 C14 C15 177.1(5) . . . . ? C13 C14 C15 C16 0.1(7) . . . . ? C14 C15 C16 C11 1.2(7) . . . . ? C14 C15 C16 C18 -174.3(4) . . . . ? C12 C11 C16 C15 -0.2(6) . . . . ? P1 C11 C16 C15 -177.9(3) . . . . ? C12 C11 C16 C18 174.8(4) . . . . ? P1 C11 C16 C18 -2.9(7) . . . . ? C12 C13 C17 F12 -47.9(8) . . . . ? C14 C13 C17 F12 132.7(6) . . . . ? C12 C13 C17 F13 -172.0(5) . . . . ? C14 C13 C17 F13 8.6(8) . . . . ? C12 C13 C17 F11 72.0(7) . . . . ? C14 C13 C17 F11 -107.5(6) . . . . ? C15 C16 C18 F23 177.8(4) . . . . ? C11 C16 C18 F23 2.5(7) . . . . ? C15 C16 C18 F22 -57.9(5) . . . . ? C11 C16 C18 F22 126.9(5) . . . . ? C15 C16 C18 F21 58.3(5) . . . . ? C11 C16 C18 F21 -116.9(5) . . . . ? C31 P1 C21 C26 126.1(4) . . . . ? C1 P1 C21 C26 -115.3(4) . . . . ? C11 P1 C21 C26 3.7(4) . . . . ? C31 P1 C21 C22 -62.3(4) . . . . ? C1 P1 C21 C22 56.3(4) . . . . ? C11 P1 C21 C22 175.4(4) . . . . ? C26 C21 C22 C23 -3.5(7) . . . . ? P1 C21 C22 C23 -175.2(4) . . . . ? C21 C22 C23 C24 2.9(8) . . . . ? C22 C23 C24 C25 -1.0(9) . . . . ? C23 C24 C25 C26 -0.4(9) . . . . ? C22 C21 C26 C25 2.1(7) . . . . ? P1 C21 C26 C25 173.9(4) . . . . ? C24 C25 C26 C21 -0.2(8) . . . . ? C21 P1 C31 C36 28.1(5) . . . . ? C1 P1 C31 C36 -90.0(4) . . . . ? C11 P1 C31 C36 148.9(4) . . . . ? C21 P1 C31 C32 -154.5(4) . . . . ? C1 P1 C31 C32 87.3(4) . . . . ? C11 P1 C31 C32 -33.7(4) . . . . ? C36 C31 C32 C33 4.9(7) . . . . ? P1 C31 C32 C33 -172.6(4) . . . . ? C31 C32 C33 C34 -0.9(8) . . . . ? C32 C33 C34 C35 -3.5(9) . . . . ? C33 C34 C35 C36 4.0(10) . . . . ? C32 C31 C36 C35 -4.3(8) . . . . ? P1 C31 C36 C35 173.0(5) . . . . ? C34 C35 C36 C31 0.0(10) . . . . ? C2 B1 C41 C46 -51.6(6) . . . . ? C51 B1 C41 C46 -164.8(4) . . . . ? C61 B1 C41 C46 71.3(5) . . . . ? C2 B1 C41 C42 133.4(5) . . . . ? C51 B1 C41 C42 20.3(7) . . . . ? C61 B1 C41 C42 -103.7(5) . . . . ? C46 C41 C42 F42 -175.8(4) . . . . ? B1 C41 C42 F42 -0.5(7) . . . . ? C46 C41 C42 C43 6.2(7) . . . . ? B1 C41 C42 C43 -178.6(5) . . . . ? F42 C42 C43 F43 -0.1(6) . . . . ? C41 C42 C43 F43 178.0(4) . . . . ? F42 C42 C43 C44 178.0(4) . . . . ? C41 C42 C43 C44 -3.8(8) . . . . ? F43 C43 C44 F44 -3.5(8) . . . . ? C42 C43 C44 F44 178.4(5) . . . . ? F43 C43 C44 C45 178.4(5) . . . . ? C42 C43 C44 C45 0.3(8) . . . . ? F44 C44 C45 F45 3.8(8) . . . . ? C43 C44 C45 F45 -178.1(5) . . . . ? F44 C44 C45 C46 -177.9(5) . . . . ? C43 C44 C45 C46 0.1(8) . . . . ? F45 C45 C46 F46 -0.8(7) . . . . ? C44 C45 C46 F46 -179.1(5) . . . . ? F45 C45 C46 C41 -178.9(5) . . . . ? C44 C45 C46 C41 2.8(8) . . . . ? C42 C41 C46 F46 176.3(4) . . . . ? B1 C41 C46 F46 0.7(7) . . . . ? C42 C41 C46 C45 -5.7(7) . . . . ? B1 C41 C46 C45 178.7(5) . . . . ? C2 B1 C51 C56 89.8(5) . . . . ? C41 B1 C51 C56 -146.4(5) . . . . ? C61 B1 C51 C56 -26.9(6) . . . . ? C2 B1 C51 C52 -80.4(5) . . . . ? C41 B1 C51 C52 43.4(6) . . . . ? C61 B1 C51 C52 162.9(4) . . . . ? C56 C51 C52 F52 -174.5(4) . . . . ? B1 C51 C52 F52 -3.1(6) . . . . ? C56 C51 C52 C53 3.0(7) . . . . ? B1 C51 C52 C53 174.3(4) . . . . ? F52 C52 C53 F53 -4.2(7) . . . . ? C51 C52 C53 F53 178.3(4) . . . . ? F52 C52 C53 C54 175.6(4) . . . . ? C51 C52 C53 C54 -2.0(8) . . . . ? F53 C53 C54 F54 1.6(8) . . . . ? C52 C53 C54 F54 -178.2(4) . . . . ? F53 C53 C54 C55 178.9(5) . . . . ? C52 C53 C54 C55 -0.8(8) . . . . ? F54 C54 C55 F55 0.1(8) . . . . ? C53 C54 C55 F55 -177.2(5) . . . . ? F54 C54 C55 C56 179.6(5) . . . . ? C53 C54 C55 C56 2.2(8) . . . . ? F55 C55 C56 F56 2.3(7) . . . . ? C54 C55 C56 F56 -177.2(5) . . . . ? F55 C55 C56 C51 178.4(5) . . . . ? C54 C55 C56 C51 -1.0(8) . . . . ? C52 C51 C56 F56 174.5(4) . . . . ? B1 C51 C56 F56 3.5(7) . . . . ? C52 C51 C56 C55 -1.5(7) . . . . ? B1 C51 C56 C55 -172.5(5) . . . . ? C2 B1 C61 C62 -168.2(4) . . . . ? C41 B1 C61 C62 66.0(5) . . . . ? C51 B1 C61 C62 -61.0(5) . . . . ? C2 B1 C61 C66 16.8(6) . . . . ? C41 B1 C61 C66 -109.0(5) . . . . ? C51 B1 C61 C66 123.9(5) . . . . ? C66 C61 C62 F62 179.9(4) . . . . ? B1 C61 C62 F62 4.2(7) . . . . ? C66 C61 C62 C63 1.2(7) . . . . ? B1 C61 C62 C63 -174.5(5) . . . . ? F62 C62 C63 F63 0.3(8) . . . . ? C61 C62 C63 F63 178.9(5) . . . . ? F62 C62 C63 C64 179.8(5) . . . . ? C61 C62 C63 C64 -1.5(8) . . . . ? F63 C63 C64 F64 0.0(8) . . . . ? C62 C63 C64 F64 -179.6(5) . . . . ? F63 C63 C64 C65 179.6(5) . . . . ? C62 C63 C64 C65 0.0(8) . . . . ? F64 C64 C65 F65 1.0(8) . . . . ? C63 C64 C65 F65 -178.6(5) . . . . ? F64 C64 C65 C66 -178.9(5) . . . . ? C63 C64 C65 C66 1.5(8) . . . . ? C62 C61 C66 F66 179.9(4) . . . . ? B1 C61 C66 F66 -4.8(7) . . . . ? C62 C61 C66 C65 0.4(6) . . . . ? B1 C61 C66 C65 175.7(4) . . . . ? F65 C65 C66 F66 -1.2(6) . . . . ? C64 C65 C66 F66 178.7(4) . . . . ? F65 C65 C66 C61 178.3(4) . . . . ? C64 C65 C66 C61 -1.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.889 _diffrn_reflns_theta_full 66.84 _diffrn_measured_fraction_theta_full 0.889 _refine_diff_density_max 0.444 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.058 # Attachment '2a_rev.cif' data_erk5127 _database_code_depnum_ccdc_archive 'CCDC 759354' #TrackingRef '2a_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47.50 H32 B Cl F15 P' _chemical_formula_weight 964.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.3976(5) _cell_length_b 13.8705(4) _cell_length_c 15.1225(6) _cell_angle_alpha 108.590(1) _cell_angle_beta 99.318(2) _cell_angle_gamma 112.299(2) _cell_volume 2158.56(14) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6801 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 978 _exptl_absorpt_coefficient_mu 2.031 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5366 _exptl_absorpt_correction_T_max 0.6868 _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 26830 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 67.89 _reflns_number_total 7574 _reflns_number_gt 7062 _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 disordered solvent was refined with PART -1 and geometrical (DFIX) and thermal (ISOR) restraints. ; _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^)+(0.0791P)^2^+1.4489P] 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 7574 _refine_ls_number_parameters 607 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0529 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1421 _refine_ls_wR_factor_gt 0.1392 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.074 _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 0.19443(5) 0.93100(4) 0.26935(4) 0.02994(15) Uani 1 1 d . . . B1 B 0.5746(2) 1.3149(2) 0.19700(17) 0.0302(5) Uani 1 1 d . . . C1 C 0.31864(19) 1.05605(17) 0.27836(15) 0.0323(4) Uani 1 1 d . . . H1 H 0.2970 1.1044 0.2563 0.039 Uiso 1 1 calc R . . C2 C 0.43974(19) 1.08985(17) 0.31290(14) 0.0314(4) Uani 1 1 d . . . C3 C 0.4936(2) 1.03309(19) 0.36403(17) 0.0386(5) Uani 1 1 d . . . H3A H 0.5195 0.9853 0.3184 0.046 Uiso 1 1 calc R . . H3B H 0.4303 0.9832 0.3828 0.046 Uiso 1 1 calc R . . C4 C 0.6036(2) 1.1218(2) 0.45571(18) 0.0458(6) Uani 1 1 d . . . H4A H 0.5760 1.1637 0.5046 0.055 Uiso 1 1 calc R . . H4B H 0.6400 1.0829 0.4848 0.055 Uiso 1 1 calc R . . C5 C 0.6997(2) 1.2052(2) 0.4303(2) 0.0471(6) Uani 1 1 d . . . H5A H 0.7282 1.1635 0.3822 0.056 Uiso 1 1 calc R . . H5B H 0.7707 1.2602 0.4897 0.056 Uiso 1 1 calc R . . C6 C 0.6461(2) 1.26970(19) 0.38752(16) 0.0369(5) Uani 1 1 d . . . H6A H 0.6292 1.3203 0.4392 0.044 Uiso 1 1 calc R . . H6B H 0.7070 1.3177 0.3658 0.044 Uiso 1 1 calc R . . C7 C 0.52852(19) 1.18924(17) 0.30141(15) 0.0307(4) Uani 1 1 d . . . C8 C 0.50296(19) 1.20407(17) 0.21871(15) 0.0309(4) Uani 1 1 d . . . H8 H 0.4344 1.1421 0.1662 0.037 Uiso 1 1 calc R . . C11 C 0.22944(19) 0.81142(18) 0.23099(16) 0.0348(5) Uani 1 1 d . . . C12 C 0.2729(2) 0.7873(2) 0.15027(18) 0.0429(5) Uani 1 1 d . . . C13 C 0.3057(3) 0.6987(2) 0.1305(2) 0.0562(7) Uani 1 1 d . . . H13 H 0.3333 0.6797 0.0761 0.067 Uiso 1 1 calc R . . C14 C 0.2992(3) 0.6384(2) 0.1873(3) 0.0629(8) Uani 1 1 d . . . H14 H 0.3229 0.5798 0.1720 0.075 Uiso 1 1 calc R . . C15 C 0.2578(3) 0.6633(2) 0.2672(2) 0.0556(7) Uani 1 1 d . . . H15 H 0.2534 0.6221 0.3065 0.067 Uiso 1 1 calc R . . C16 C 0.2230(2) 0.74925(19) 0.28857(18) 0.0410(5) Uani 1 1 d . . . H16 H 0.1944 0.7663 0.3426 0.049 Uiso 1 1 calc R . . C17 C 0.2908(3) 0.8536(3) 0.08757(19) 0.0524(6) Uani 1 1 d . . . H17A H 0.3708 0.9208 0.1187 0.079 Uiso 1 1 calc R . . H17B H 0.2268 0.8772 0.0805 0.079 Uiso 1 1 calc R . . H17C H 0.2865 0.8055 0.0230 0.079 Uiso 1 1 calc R . . C21 C 0.1695(2) 0.95382(18) 0.38786(16) 0.0330(4) Uani 1 1 d . . . C22 C 0.0670(2) 0.8766(2) 0.40054(17) 0.0393(5) Uani 1 1 d . . . C23 C 0.0623(3) 0.9013(2) 0.4964(2) 0.0491(6) Uani 1 1 d . . . H23 H -0.0043 0.8500 0.5070 0.059 Uiso 1 1 calc R . . C24 C 0.1519(3) 0.9980(3) 0.57563(19) 0.0544(7) Uani 1 1 d . . . H24 H 0.1462 1.0117 0.6393 0.065 Uiso 1 1 calc R . . C25 C 0.2503(3) 1.0753(2) 0.56243(19) 0.0513(6) Uani 1 1 d . . . H25 H 0.3107 1.1423 0.6166 0.062 Uiso 1 1 calc R . . C26 C 0.2593(2) 1.0535(2) 0.46890(17) 0.0412(5) Uani 1 1 d . . . H26 H 0.3262 1.1059 0.4596 0.049 Uiso 1 1 calc R . . C27 C -0.0369(2) 0.7709(2) 0.3174(2) 0.0520(6) Uani 1 1 d . . . H27A H -0.0792 0.7167 0.3429 0.078 Uiso 1 1 calc R . . H27B H -0.0044 0.7363 0.2693 0.078 Uiso 1 1 calc R . . H27C H -0.0943 0.7914 0.2862 0.078 Uiso 1 1 calc R . . C31 C 0.06152(19) 0.90567(18) 0.17719(16) 0.0332(4) Uani 1 1 d . . . C32 C 0.0227(2) 0.99077(19) 0.18694(17) 0.0389(5) Uani 1 1 d . . . C33 C -0.0737(2) 0.9679(2) 0.1091(2) 0.0487(6) Uani 1 1 d . . . H33 H -0.1006 1.0236 0.1134 0.058 Uiso 1 1 calc R . . C34 C -0.1314(2) 0.8657(2) 0.0256(2) 0.0515(6) Uani 1 1 d . . . H34 H -0.1953 0.8535 -0.0262 0.062 Uiso 1 1 calc R . . C35 C -0.0955(2) 0.7819(2) 0.01840(18) 0.0468(6) Uani 1 1 d . . . H35 H -0.1358 0.7117 -0.0377 0.056 Uiso 1 1 calc R . . C36 C 0.0006(2) 0.8015(2) 0.09419(17) 0.0394(5) Uani 1 1 d . . . H36 H 0.0249 0.7440 0.0896 0.047 Uiso 1 1 calc R . . C37 C 0.0789(3) 1.1040(2) 0.2759(2) 0.0509(6) Uani 1 1 d . . . H37A H 0.1395 1.1627 0.2635 0.076 Uiso 1 1 calc R . . H37B H 0.1185 1.0971 0.3328 0.076 Uiso 1 1 calc R . . H37C H 0.0148 1.1249 0.2886 0.076 Uiso 1 1 calc R . . C41 C 0.49265(19) 1.29278(18) 0.08739(16) 0.0332(4) Uani 1 1 d . . . C42 C 0.4632(2) 1.1935(2) 0.00585(17) 0.0390(5) Uani 1 1 d . . . F42 F 0.49749(14) 1.11617(12) 0.01775(10) 0.0481(3) Uani 1 1 d . . . C43 C 0.4014(2) 1.1684(2) -0.08971(18) 0.0515(6) Uani 1 1 d . . . F43 F 0.37689(18) 1.07131(17) -0.16493(12) 0.0760(5) Uani 1 1 d . . . C44 C 0.3646(3) 1.2441(3) -0.10709(19) 0.0572(7) Uani 1 1 d . . . F44 F 0.30210(19) 1.2205(2) -0.19936(13) 0.0890(7) Uani 1 1 d . . . C45 C 0.3894(2) 1.3423(3) -0.0302(2) 0.0517(7) Uani 1 1 d . . . F45 F 0.35086(17) 1.41597(18) -0.04473(15) 0.0752(5) Uani 1 1 d . . . C46 C 0.4531(2) 1.3654(2) 0.06420(18) 0.0393(5) Uani 1 1 d . . . F46 F 0.47471(14) 1.46583(12) 0.13461(11) 0.0521(4) Uani 1 1 d . . . C51 C 0.5776(2) 1.42283(18) 0.28715(16) 0.0339(5) Uani 1 1 d . . . C52 C 0.4674(2) 1.4191(2) 0.29906(19) 0.0432(5) Uani 1 1 d . . . F52 F 0.35942(13) 1.32954(13) 0.23411(12) 0.0540(4) Uani 1 1 d . . . C53 C 0.4591(3) 1.5025(2) 0.3726(2) 0.0563(7) Uani 1 1 d . . . F53 F 0.34780(19) 1.49310(18) 0.37766(17) 0.0823(6) Uani 1 1 d . . . C54 C 0.5647(3) 1.5959(2) 0.4413(2) 0.0623(8) Uani 1 1 d . . . F54 F 0.5590(2) 1.67828(16) 0.51446(17) 0.0942(7) Uani 1 1 d . . . C55 C 0.6759(3) 1.6038(2) 0.4347(2) 0.0545(7) Uani 1 1 d . . . F55 F 0.78042(19) 1.69421(14) 0.50233(14) 0.0802(6) Uani 1 1 d . . . C56 C 0.6805(2) 1.51842(19) 0.35969(17) 0.0399(5) Uani 1 1 d . . . F56 F 0.79516(13) 1.53372(12) 0.36158(10) 0.0483(3) Uani 1 1 d . . . C61 C 0.71230(19) 1.33968(17) 0.18524(15) 0.0315(4) Uani 1 1 d . . . C62 C 0.7707(2) 1.27206(19) 0.18607(17) 0.0376(5) Uani 1 1 d . . . F62 F 0.72040(15) 1.17749(12) 0.20264(12) 0.0534(4) Uani 1 1 d . . . C63 C 0.8822(2) 1.2946(2) 0.1688(2) 0.0480(6) Uani 1 1 d . . . F63 F 0.93422(17) 1.22577(15) 0.17126(17) 0.0766(6) Uani 1 1 d . . . C64 C 0.9401(2) 1.3864(2) 0.1480(2) 0.0487(6) Uani 1 1 d . . . F64 F 1.04628(16) 1.40734(15) 0.12880(17) 0.0803(6) Uani 1 1 d . . . C65 C 0.8853(2) 1.45516(19) 0.14444(18) 0.0424(5) Uani 1 1 d . . . F65 F 0.93926(15) 1.54462(13) 0.12190(13) 0.0598(4) Uani 1 1 d . . . C66 C 0.7760(2) 1.43156(18) 0.16409(15) 0.0337(4) Uani 1 1 d . . . F66 F 0.72953(12) 1.50439(11) 0.16201(11) 0.0439(3) Uani 1 1 d . . . C100 C 1.0178(11) 1.5889(9) 0.5468(8) 0.163(7) Uani 0.50 1 d PDU A -1 H10A H 1.0972 1.6293 0.5994 0.196 Uiso 0.50 1 calc PR A -1 H10B H 1.0049 1.6438 0.5244 0.196 Uiso 0.50 1 calc PR A -1 Cl1 Cl 1.0136(4) 1.4699(4) 0.4428(2) 0.1406(13) Uani 0.50 1 d PDU A -1 Cl2 Cl 0.9004(3) 1.5252(4) 0.5878(2) 0.1686(16) Uani 0.50 1 d PDU A -1 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 0.0314(3) 0.0269(3) 0.0302(3) 0.0137(2) 0.0105(2) 0.0104(2) B1 0.0324(12) 0.0305(11) 0.0303(11) 0.0168(9) 0.0096(9) 0.0139(10) C1 0.0352(11) 0.0308(10) 0.0326(10) 0.0182(9) 0.0116(9) 0.0124(9) C2 0.0368(11) 0.0298(10) 0.0266(10) 0.0138(8) 0.0098(8) 0.0128(9) C3 0.0400(12) 0.0379(11) 0.0408(12) 0.0246(10) 0.0109(10) 0.0149(10) C4 0.0442(13) 0.0498(14) 0.0423(13) 0.0295(11) 0.0033(10) 0.0165(11) C5 0.0361(12) 0.0504(14) 0.0485(14) 0.0286(12) 0.0023(10) 0.0119(11) C6 0.0330(11) 0.0366(11) 0.0361(11) 0.0192(9) 0.0073(9) 0.0095(9) C7 0.0317(10) 0.0292(10) 0.0321(10) 0.0155(8) 0.0108(8) 0.0125(8) C8 0.0311(10) 0.0290(10) 0.0308(10) 0.0137(8) 0.0089(8) 0.0115(8) C11 0.0308(10) 0.0299(10) 0.0377(11) 0.0110(9) 0.0090(9) 0.0116(9) C12 0.0344(12) 0.0418(12) 0.0416(12) 0.0101(10) 0.0113(10) 0.0134(10) C13 0.0499(15) 0.0507(15) 0.0591(16) 0.0076(13) 0.0218(13) 0.0253(13) C14 0.0593(17) 0.0455(15) 0.083(2) 0.0171(14) 0.0209(15) 0.0322(14) C15 0.0561(16) 0.0410(14) 0.0701(18) 0.0242(13) 0.0129(14) 0.0248(12) C16 0.0399(12) 0.0329(11) 0.0455(13) 0.0160(10) 0.0094(10) 0.0142(10) C17 0.0534(15) 0.0608(16) 0.0393(13) 0.0170(12) 0.0221(12) 0.0229(13) C21 0.0385(11) 0.0302(10) 0.0344(11) 0.0162(9) 0.0137(9) 0.0168(9) C22 0.0429(12) 0.0382(12) 0.0432(12) 0.0218(10) 0.0195(10) 0.0187(10) C23 0.0543(15) 0.0548(15) 0.0510(15) 0.0302(12) 0.0302(12) 0.0256(13) C24 0.0667(17) 0.0663(17) 0.0394(13) 0.0259(13) 0.0266(13) 0.0326(15) C25 0.0605(16) 0.0492(14) 0.0352(12) 0.0125(11) 0.0138(11) 0.0213(13) C26 0.0464(13) 0.0360(11) 0.0368(12) 0.0151(10) 0.0137(10) 0.0146(10) C27 0.0459(14) 0.0445(14) 0.0542(15) 0.0210(12) 0.0200(12) 0.0078(11) C31 0.0309(10) 0.0331(11) 0.0351(11) 0.0165(9) 0.0125(9) 0.0116(9) C32 0.0371(12) 0.0362(11) 0.0438(12) 0.0185(10) 0.0130(10) 0.0157(10) C33 0.0449(13) 0.0471(14) 0.0559(15) 0.0224(12) 0.0103(12) 0.0244(12) C34 0.0387(13) 0.0610(16) 0.0473(14) 0.0198(12) 0.0051(11) 0.0214(12) C35 0.0356(12) 0.0481(14) 0.0395(13) 0.0064(10) 0.0064(10) 0.0146(11) C36 0.0344(11) 0.0374(12) 0.0400(12) 0.0117(10) 0.0101(10) 0.0146(10) C37 0.0535(15) 0.0389(13) 0.0558(15) 0.0128(11) 0.0110(12) 0.0253(12) C41 0.0308(10) 0.0372(11) 0.0341(11) 0.0215(9) 0.0112(9) 0.0124(9) C42 0.0377(12) 0.0441(12) 0.0358(11) 0.0208(10) 0.0142(9) 0.0153(10) F42 0.0602(9) 0.0436(7) 0.0437(7) 0.0161(6) 0.0197(7) 0.0274(7) C43 0.0475(14) 0.0598(16) 0.0312(12) 0.0152(11) 0.0099(11) 0.0133(12) F43 0.0840(13) 0.0772(12) 0.0351(8) 0.0059(8) 0.0095(8) 0.0246(10) C44 0.0466(14) 0.079(2) 0.0379(14) 0.0342(14) 0.0046(11) 0.0171(14) F44 0.0818(13) 0.1263(18) 0.0470(10) 0.0485(11) -0.0015(9) 0.0349(12) C45 0.0408(13) 0.0688(17) 0.0612(17) 0.0488(15) 0.0130(12) 0.0240(13) F45 0.0708(11) 0.0939(13) 0.0914(13) 0.0712(12) 0.0181(10) 0.0442(10) C46 0.0372(12) 0.0422(12) 0.0447(13) 0.0270(10) 0.0137(10) 0.0168(10) F46 0.0627(9) 0.0472(8) 0.0626(9) 0.0332(7) 0.0203(7) 0.0326(7) C51 0.0413(12) 0.0325(11) 0.0362(11) 0.0208(9) 0.0181(9) 0.0174(9) C52 0.0468(13) 0.0400(12) 0.0507(14) 0.0243(11) 0.0233(11) 0.0201(11) F52 0.0403(8) 0.0579(9) 0.0658(9) 0.0257(8) 0.0237(7) 0.0218(7) C53 0.0680(18) 0.0523(16) 0.0747(18) 0.0341(14) 0.0482(16) 0.0367(14) F53 0.0799(12) 0.0814(13) 0.1165(16) 0.0418(12) 0.0671(12) 0.0524(11) C54 0.089(2) 0.0370(14) 0.0700(19) 0.0194(13) 0.0517(17) 0.0302(15) F54 0.1272(18) 0.0499(10) 0.1063(16) 0.0149(10) 0.0806(15) 0.0389(11) C55 0.0690(18) 0.0320(12) 0.0513(15) 0.0124(11) 0.0293(14) 0.0124(12) F55 0.0887(13) 0.0404(9) 0.0641(11) -0.0048(8) 0.0307(10) 0.0031(9) C56 0.0481(13) 0.0340(11) 0.0395(12) 0.0180(10) 0.0201(10) 0.0161(10) F56 0.0425(8) 0.0420(7) 0.0430(7) 0.0094(6) 0.0114(6) 0.0104(6) C61 0.0341(11) 0.0305(10) 0.0273(10) 0.0115(8) 0.0091(8) 0.0131(9) C62 0.0430(12) 0.0321(11) 0.0386(11) 0.0145(9) 0.0145(10) 0.0178(10) F62 0.0653(9) 0.0447(8) 0.0764(10) 0.0383(8) 0.0356(8) 0.0348(7) C63 0.0462(14) 0.0399(13) 0.0576(15) 0.0113(11) 0.0185(12) 0.0262(11) F63 0.0669(11) 0.0605(10) 0.1247(16) 0.0364(11) 0.0440(11) 0.0475(9) C64 0.0371(12) 0.0384(12) 0.0578(15) 0.0055(11) 0.0228(11) 0.0139(10) F64 0.0537(10) 0.0540(10) 0.1261(17) 0.0193(10) 0.0547(11) 0.0225(8) C65 0.0422(12) 0.0310(11) 0.0427(12) 0.0108(9) 0.0190(10) 0.0077(10) F65 0.0595(9) 0.0425(8) 0.0759(11) 0.0283(8) 0.0396(8) 0.0120(7) C66 0.0349(11) 0.0329(10) 0.0317(10) 0.0137(9) 0.0094(9) 0.0144(9) F66 0.0443(7) 0.0405(7) 0.0589(8) 0.0329(6) 0.0190(6) 0.0201(6) C100 0.092(7) 0.207(10) 0.146(9) 0.131(9) -0.006(5) -0.003(6) Cl1 0.101(2) 0.191(4) 0.0943(19) 0.023(2) 0.0177(15) 0.068(2) Cl2 0.1024(19) 0.185(3) 0.1001(19) 0.0222(19) 0.0254(16) -0.016(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 C1 1.776(2) . ? P1 C31 1.813(2) . ? P1 C11 1.814(2) . ? P1 C21 1.817(2) . ? B1 C8 1.625(3) . ? B1 C51 1.655(3) . ? B1 C61 1.661(3) . ? B1 C41 1.663(3) . ? C1 C2 1.343(3) . ? C1 H1 0.9400 . ? C2 C7 1.485(3) . ? C2 C3 1.511(3) . ? C3 C4 1.524(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 C5 1.515(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 C6 1.530(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C6 C7 1.513(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C7 C8 1.339(3) . ? C8 H8 0.9400 . ? C11 C16 1.399(3) . ? C11 C12 1.408(3) . ? C12 C13 1.397(4) . ? C12 C17 1.504(4) . ? C13 C14 1.369(5) . ? C13 H13 0.9400 . ? C14 C15 1.383(5) . ? C14 H14 0.9400 . ? C15 C16 1.380(4) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C21 C26 1.401(3) . ? C21 C22 1.406(3) . ? C22 C23 1.396(3) . ? C22 C27 1.502(4) . ? C23 C24 1.372(4) . ? C23 H23 0.9400 . ? C24 C25 1.378(4) . ? C24 H24 0.9400 . ? C25 C26 1.381(3) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C31 C36 1.394(3) . ? C31 C32 1.410(3) . ? C32 C33 1.391(3) . ? C32 C37 1.511(3) . ? C33 C34 1.383(4) . ? C33 H33 0.9400 . ? C34 C35 1.375(4) . ? C34 H34 0.9400 . ? C35 C36 1.386(3) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? C41 C46 1.386(3) . ? C41 C42 1.393(3) . ? C42 F42 1.345(3) . ? C42 C43 1.384(3) . ? C43 F43 1.342(3) . ? C43 C44 1.371(4) . ? C44 F44 1.349(3) . ? C44 C45 1.362(4) . ? C45 F45 1.342(3) . ? C45 C46 1.385(3) . ? C46 F46 1.351(3) . ? C51 C56 1.387(3) . ? C51 C52 1.391(3) . ? C52 F52 1.354(3) . ? C52 C53 1.375(4) . ? C53 F53 1.353(3) . ? C53 C54 1.373(5) . ? C54 F54 1.347(3) . ? C54 C55 1.365(4) . ? C55 F55 1.348(3) . ? C55 C56 1.381(3) . ? C56 F56 1.349(3) . ? C61 C62 1.387(3) . ? C61 C66 1.389(3) . ? C62 F62 1.346(3) . ? C62 C63 1.385(3) . ? C63 F63 1.345(3) . ? C63 C64 1.367(4) . ? C64 F64 1.338(3) . ? C64 C65 1.373(4) . ? C65 F65 1.348(3) . ? C65 C66 1.374(3) . ? C66 F66 1.345(2) . ? C100 Cl2 1.718(8) . ? C100 Cl1 1.858(9) . ? C100 H10A 0.9800 . ? C100 H10B 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 C31 105.81(10) . . ? C1 P1 C11 109.52(10) . . ? C31 P1 C11 110.69(10) . . ? C1 P1 C21 110.11(10) . . ? C31 P1 C21 111.25(10) . . ? C11 P1 C21 109.40(10) . . ? C8 B1 C51 104.10(16) . . ? C8 B1 C61 117.10(17) . . ? C51 B1 C61 113.12(17) . . ? C8 B1 C41 107.89(17) . . ? C51 B1 C41 111.72(17) . . ? C61 B1 C41 102.99(16) . . ? C2 C1 P1 127.82(16) . . ? C2 C1 H1 116.1 . . ? P1 C1 H1 116.1 . . ? C1 C2 C7 119.19(18) . . ? C1 C2 C3 124.12(19) . . ? C7 C2 C3 116.69(18) . . ? C2 C3 C4 111.25(18) . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C5 C4 C3 110.75(19) . . ? C5 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? C4 C5 C6 110.5(2) . . ? C4 C5 H5A 109.6 . . ? C6 C5 H5A 109.6 . . ? C4 C5 H5B 109.6 . . ? C6 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? C7 C6 C5 112.20(18) . . ? C7 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? C7 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C8 C7 C2 120.43(18) . . ? C8 C7 C6 123.52(19) . . ? C2 C7 C6 116.05(17) . . ? C7 C8 B1 128.65(19) . . ? C7 C8 H8 115.7 . . ? B1 C8 H8 115.7 . . ? C16 C11 C12 120.1(2) . . ? C16 C11 P1 118.58(17) . . ? C12 C11 P1 121.11(18) . . ? C13 C12 C11 117.1(2) . . ? C13 C12 C17 118.6(2) . . ? C11 C12 C17 124.3(2) . . ? C14 C13 C12 122.4(3) . . ? C14 C13 H13 118.8 . . ? C12 C13 H13 118.8 . . ? C13 C14 C15 120.2(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 119.1(3) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C11 121.0(2) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 120.2(2) . . ? C26 C21 P1 116.70(16) . . ? C22 C21 P1 123.12(17) . . ? C23 C22 C21 117.3(2) . . ? C23 C22 C27 118.8(2) . . ? C21 C22 C27 123.9(2) . . ? C24 C23 C22 122.1(2) . . ? C24 C23 H23 119.0 . . ? C22 C23 H23 119.0 . . ? C23 C24 C25 120.4(2) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C24 C25 C26 119.4(2) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C25 C26 C21 120.6(2) . . ? C25 C26 H26 119.7 . . ? C21 C26 H26 119.7 . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C36 C31 C32 120.4(2) . . ? C36 C31 P1 118.58(17) . . ? C32 C31 P1 121.03(17) . . ? C33 C32 C31 117.3(2) . . ? C33 C32 C37 118.4(2) . . ? C31 C32 C37 124.3(2) . . ? C34 C33 C32 122.1(2) . . ? C34 C33 H33 118.9 . . ? C32 C33 H33 118.9 . . ? C35 C34 C33 120.1(2) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C34 C35 C36 119.7(2) . . ? C34 C35 H35 120.2 . . ? C36 C35 H35 120.2 . . ? C35 C36 C31 120.5(2) . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.8 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C46 C41 C42 113.4(2) . . ? C46 C41 B1 127.7(2) . . ? C42 C41 B1 118.80(19) . . ? F42 C42 C43 116.2(2) . . ? F42 C42 C41 119.62(19) . . ? C43 C42 C41 124.2(2) . . ? F43 C43 C44 119.9(2) . . ? F43 C43 C42 120.9(3) . . ? C44 C43 C42 119.1(3) . . ? F44 C44 C45 120.2(3) . . ? F44 C44 C43 120.2(3) . . ? C45 C44 C43 119.5(2) . . ? F45 C45 C44 120.7(2) . . ? F45 C45 C46 119.5(3) . . ? C44 C45 C46 119.8(2) . . ? F46 C46 C45 114.9(2) . . ? F46 C46 C41 121.2(2) . . ? C45 C46 C41 123.9(2) . . ? C56 C51 C52 113.0(2) . . ? C56 C51 B1 127.5(2) . . ? C52 C51 B1 119.4(2) . . ? F52 C52 C53 116.3(2) . . ? F52 C52 C51 119.3(2) . . ? C53 C52 C51 124.4(2) . . ? F53 C53 C54 119.8(2) . . ? F53 C53 C52 120.5(3) . . ? C54 C53 C52 119.7(3) . . ? F54 C54 C55 120.4(3) . . ? F54 C54 C53 120.8(3) . . ? C55 C54 C53 118.8(2) . . ? F55 C55 C54 119.6(2) . . ? F55 C55 C56 120.6(3) . . ? C54 C55 C56 119.8(3) . . ? F56 C56 C55 114.7(2) . . ? F56 C56 C51 121.0(2) . . ? C55 C56 C51 124.3(2) . . ? C62 C61 C66 113.3(2) . . ? C62 C61 B1 127.08(19) . . ? C66 C61 B1 119.41(18) . . ? F62 C62 C63 115.2(2) . . ? F62 C62 C61 121.4(2) . . ? C63 C62 C61 123.5(2) . . ? F63 C63 C64 119.3(2) . . ? F63 C63 C62 120.4(2) . . ? C64 C63 C62 120.3(2) . . ? F64 C64 C63 120.8(2) . . ? F64 C64 C65 120.4(2) . . ? C63 C64 C65 118.7(2) . . ? F65 C65 C64 119.8(2) . . ? F65 C65 C66 120.9(2) . . ? C64 C65 C66 119.3(2) . . ? F66 C66 C65 116.02(19) . . ? F66 C66 C61 119.10(19) . . ? C65 C66 C61 124.9(2) . . ? Cl2 C100 Cl1 105.5(6) . . ? Cl2 C100 H10A 110.6 . . ? Cl1 C100 H10A 110.6 . . ? Cl2 C100 H10B 110.6 . . ? Cl1 C100 H10B 110.6 . . ? H10A C100 H10B 108.8 . . ? 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 C31 P1 C1 C2 -158.6(2) . . . . ? C11 P1 C1 C2 -39.2(2) . . . . ? C21 P1 C1 C2 81.1(2) . . . . ? P1 C1 C2 C7 171.66(16) . . . . ? P1 C1 C2 C3 -8.5(3) . . . . ? C1 C2 C3 C4 -135.5(2) . . . . ? C7 C2 C3 C4 44.4(3) . . . . ? C2 C3 C4 C5 -55.3(3) . . . . ? C3 C4 C5 C6 60.8(3) . . . . ? C4 C5 C6 C7 -53.5(3) . . . . ? C1 C2 C7 C8 -38.8(3) . . . . ? C3 C2 C7 C8 141.3(2) . . . . ? C1 C2 C7 C6 141.2(2) . . . . ? C3 C2 C7 C6 -38.7(3) . . . . ? C5 C6 C7 C8 -137.6(2) . . . . ? C5 C6 C7 C2 42.4(3) . . . . ? C2 C7 C8 B1 169.3(2) . . . . ? C6 C7 C8 B1 -10.7(3) . . . . ? C51 B1 C8 C7 -54.1(3) . . . . ? C61 B1 C8 C7 71.6(3) . . . . ? C41 B1 C8 C7 -172.9(2) . . . . ? C1 P1 C11 C16 125.93(18) . . . . ? C31 P1 C11 C16 -117.78(18) . . . . ? C21 P1 C11 C16 5.2(2) . . . . ? C1 P1 C11 C12 -48.4(2) . . . . ? C31 P1 C11 C12 67.9(2) . . . . ? C21 P1 C11 C12 -169.21(18) . . . . ? C16 C11 C12 C13 1.3(3) . . . . ? P1 C11 C12 C13 175.58(18) . . . . ? C16 C11 C12 C17 -176.1(2) . . . . ? P1 C11 C12 C17 -1.8(3) . . . . ? C11 C12 C13 C14 -1.4(4) . . . . ? C17 C12 C13 C14 176.1(3) . . . . ? C12 C13 C14 C15 0.7(5) . . . . ? C13 C14 C15 C16 0.2(4) . . . . ? C14 C15 C16 C11 -0.2(4) . . . . ? C12 C11 C16 C15 -0.5(3) . . . . ? P1 C11 C16 C15 -174.94(19) . . . . ? C1 P1 C21 C26 -10.0(2) . . . . ? C31 P1 C21 C26 -127.00(18) . . . . ? C11 P1 C21 C26 110.39(18) . . . . ? C1 P1 C21 C22 170.66(18) . . . . ? C31 P1 C21 C22 53.7(2) . . . . ? C11 P1 C21 C22 -68.9(2) . . . . ? C26 C21 C22 C23 -2.7(3) . . . . ? P1 C21 C22 C23 176.61(18) . . . . ? C26 C21 C22 C27 176.7(2) . . . . ? P1 C21 C22 C27 -4.0(3) . . . . ? C21 C22 C23 C24 1.5(4) . . . . ? C27 C22 C23 C24 -178.0(3) . . . . ? C22 C23 C24 C25 0.5(4) . . . . ? C23 C24 C25 C26 -1.3(4) . . . . ? C24 C25 C26 C21 0.1(4) . . . . ? C22 C21 C26 C25 2.0(4) . . . . ? P1 C21 C26 C25 -177.4(2) . . . . ? C1 P1 C31 C36 121.42(18) . . . . ? C11 P1 C31 C36 2.9(2) . . . . ? C21 P1 C31 C36 -119.01(18) . . . . ? C1 P1 C31 C32 -56.3(2) . . . . ? C11 P1 C31 C32 -174.83(17) . . . . ? C21 P1 C31 C32 63.3(2) . . . . ? C36 C31 C32 C33 -2.8(3) . . . . ? P1 C31 C32 C33 174.87(18) . . . . ? C36 C31 C32 C37 177.1(2) . . . . ? P1 C31 C32 C37 -5.2(3) . . . . ? C31 C32 C33 C34 0.8(4) . . . . ? C37 C32 C33 C34 -179.0(3) . . . . ? C32 C33 C34 C35 1.3(4) . . . . ? C33 C34 C35 C36 -1.5(4) . . . . ? C34 C35 C36 C31 -0.5(4) . . . . ? C32 C31 C36 C35 2.7(3) . . . . ? P1 C31 C36 C35 -175.05(18) . . . . ? C8 B1 C41 C46 128.4(2) . . . . ? C51 B1 C41 C46 14.6(3) . . . . ? C61 B1 C41 C46 -107.1(2) . . . . ? C8 B1 C41 C42 -55.2(2) . . . . ? C51 B1 C41 C42 -169.06(18) . . . . ? C61 B1 C41 C42 69.2(2) . . . . ? C46 C41 C42 F42 179.18(19) . . . . ? B1 C41 C42 F42 2.3(3) . . . . ? C46 C41 C42 C43 0.4(3) . . . . ? B1 C41 C42 C43 -176.4(2) . . . . ? F42 C42 C43 F43 0.7(4) . . . . ? C41 C42 C43 F43 179.5(2) . . . . ? F42 C42 C43 C44 -179.5(2) . . . . ? C41 C42 C43 C44 -0.7(4) . . . . ? F43 C43 C44 F44 1.1(4) . . . . ? C42 C43 C44 F44 -178.7(2) . . . . ? F43 C43 C44 C45 179.8(2) . . . . ? C42 C43 C44 C45 0.0(4) . . . . ? F44 C44 C45 F45 0.9(4) . . . . ? C43 C44 C45 F45 -177.8(2) . . . . ? F44 C44 C45 C46 179.7(2) . . . . ? C43 C44 C45 C46 1.0(4) . . . . ? F45 C45 C46 F46 -2.3(3) . . . . ? C44 C45 C46 F46 178.9(2) . . . . ? F45 C45 C46 C41 177.4(2) . . . . ? C44 C45 C46 C41 -1.4(4) . . . . ? C42 C41 C46 F46 -179.67(19) . . . . ? B1 C41 C46 F46 -3.1(3) . . . . ? C42 C41 C46 C45 0.6(3) . . . . ? B1 C41 C46 C45 177.1(2) . . . . ? C8 B1 C51 C56 117.3(2) . . . . ? C61 B1 C51 C56 -10.8(3) . . . . ? C41 B1 C51 C56 -126.5(2) . . . . ? C8 B1 C51 C52 -58.4(2) . . . . ? C61 B1 C51 C52 173.40(18) . . . . ? C41 B1 C51 C52 57.7(2) . . . . ? C56 C51 C52 F52 -179.15(19) . . . . ? B1 C51 C52 F52 -2.8(3) . . . . ? C56 C51 C52 C53 2.0(3) . . . . ? B1 C51 C52 C53 178.4(2) . . . . ? F52 C52 C53 F53 -0.1(4) . . . . ? C51 C52 C53 F53 178.7(2) . . . . ? F52 C52 C53 C54 179.9(2) . . . . ? C51 C52 C53 C54 -1.2(4) . . . . ? F53 C53 C54 F54 0.5(5) . . . . ? C52 C53 C54 F54 -179.6(3) . . . . ? F53 C53 C54 C55 -179.8(3) . . . . ? C52 C53 C54 C55 0.1(4) . . . . ? F54 C54 C55 F55 0.6(4) . . . . ? C53 C54 C55 F55 -179.1(3) . . . . ? F54 C54 C55 C56 179.6(3) . . . . ? C53 C54 C55 C56 -0.1(4) . . . . ? F55 C55 C56 F56 0.5(4) . . . . ? C54 C55 C56 F56 -178.5(2) . . . . ? F55 C55 C56 C51 -179.9(2) . . . . ? C54 C55 C56 C51 1.1(4) . . . . ? C52 C51 C56 F56 177.6(2) . . . . ? B1 C51 C56 F56 1.6(3) . . . . ? C52 C51 C56 C55 -2.0(3) . . . . ? B1 C51 C56 C55 -178.0(2) . . . . ? C8 B1 C61 C62 4.2(3) . . . . ? C51 B1 C61 C62 125.2(2) . . . . ? C41 B1 C61 C62 -114.0(2) . . . . ? C8 B1 C61 C66 178.32(18) . . . . ? C51 B1 C61 C66 -60.6(2) . . . . ? C41 B1 C61 C66 60.1(2) . . . . ? C66 C61 C62 F62 -178.19(19) . . . . ? B1 C61 C62 F62 -3.7(3) . . . . ? C66 C61 C62 C63 0.8(3) . . . . ? B1 C61 C62 C63 175.2(2) . . . . ? F62 C62 C63 F63 -1.4(4) . . . . ? C61 C62 C63 F63 179.6(2) . . . . ? F62 C62 C63 C64 178.0(2) . . . . ? C61 C62 C63 C64 -1.1(4) . . . . ? F63 C63 C64 F64 1.0(4) . . . . ? C62 C63 C64 F64 -178.3(2) . . . . ? F63 C63 C64 C65 179.2(2) . . . . ? C62 C63 C64 C65 -0.2(4) . . . . ? F64 C64 C65 F65 -0.3(4) . . . . ? C63 C64 C65 F65 -178.5(2) . . . . ? F64 C64 C65 C66 179.7(2) . . . . ? C63 C64 C65 C66 1.6(4) . . . . ? F65 C65 C66 F66 -1.8(3) . . . . ? C64 C65 C66 F66 178.2(2) . . . . ? F65 C65 C66 C61 178.1(2) . . . . ? C64 C65 C66 C61 -1.9(4) . . . . ? C62 C61 C66 F66 -179.36(18) . . . . ? B1 C61 C66 F66 5.7(3) . . . . ? C62 C61 C66 C65 0.7(3) . . . . ? B1 C61 C66 C65 -174.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 67.89 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 1.043 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.053 # Attachment '2b_rev.cif' data_erk5258 _database_code_depnum_ccdc_archive 'CCDC 759355' #TrackingRef '2b_rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H23 B F21 P' _chemical_formula_weight 1016.42 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9971(5) _cell_length_b 11.1320(5) _cell_length_c 18.0736(7) _cell_angle_alpha 80.920(2) _cell_angle_beta 75.060(2) _cell_angle_gamma 75.741(2) _cell_volume 2061.38(15) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6706 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 1.798 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6621 _exptl_absorpt_correction_T_max 0.9155 _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 29925 _diffrn_reflns_av_R_equivalents 0.054 _diffrn_reflns_av_sigmaI/netI 0.0286 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.26 _diffrn_reflns_theta_max 67.62 _reflns_number_total 7197 _reflns_number_gt 6259 _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. Both CF3-groups are disordered, refined with split positions (PART) using thermal (ISOR) and geometrical (DFIX and SADI) restraints. ; _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^)+(0.0665P)^2^+2.7735P] 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 7197 _refine_ls_number_parameters 642 _refine_ls_number_restraints 150 _refine_ls_R_factor_all 0.0643 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1499 _refine_ls_wR_factor_gt 0.1433 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.136 _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 0.22764(7) 0.40870(6) 0.25029(4) 0.02991(19) Uani 1 1 d . . . B1 B 0.7021(3) -0.0491(3) 0.25840(19) 0.0329(7) Uani 1 1 d . . . C1 C 0.3687(3) 0.2883(3) 0.24133(16) 0.0311(6) Uani 1 1 d . . . H1 H 0.4213 0.2834 0.2758 0.037 Uiso 1 1 calc R . . C2 C 0.4079(3) 0.2032(3) 0.19006(16) 0.0292(6) Uani 1 1 d . . . C3 C 0.3351(3) 0.1885(3) 0.13318(17) 0.0345(6) Uani 1 1 d . . . H3A H 0.2562 0.2537 0.1371 0.041 Uiso 1 1 calc R . . H3B H 0.3105 0.1076 0.1455 0.041 Uiso 1 1 calc R . . C4 C 0.4172(3) 0.1972(3) 0.05082(17) 0.0398(7) Uani 1 1 d . . . H4A H 0.3722 0.1769 0.0157 0.048 Uiso 1 1 calc R . . H4B H 0.4293 0.2827 0.0353 0.048 Uiso 1 1 calc R . . C5 C 0.5482(3) 0.1081(3) 0.04479(18) 0.0430(8) Uani 1 1 d . . . H5A H 0.6010 0.1199 -0.0074 0.052 Uiso 1 1 calc R . . H5B H 0.5364 0.0221 0.0538 0.052 Uiso 1 1 calc R . . C6 C 0.6190(3) 0.1283(3) 0.10254(17) 0.0354(6) Uani 1 1 d . . . H6A H 0.6998 0.0656 0.0991 0.042 Uiso 1 1 calc R . . H6B H 0.6403 0.2107 0.0897 0.042 Uiso 1 1 calc R . . C7 C 0.5378(3) 0.1192(3) 0.18435(16) 0.0294(6) Uani 1 1 d . . . C8 C 0.5707(3) 0.0484(3) 0.24602(16) 0.0303(6) Uani 1 1 d . . . H8 H 0.5048 0.0567 0.2911 0.036 Uiso 1 1 calc R . . C11 C 0.2447(3) 0.5278(3) 0.30361(17) 0.0321(6) Uani 1 1 d . . . C12 C 0.2584(3) 0.5092(3) 0.38058(17) 0.0377(7) Uani 1 1 d . A . C13 C 0.2706(4) 0.6078(3) 0.41420(19) 0.0459(8) Uani 1 1 d . . . H13 H 0.2803 0.5947 0.4652 0.055 Uiso 1 1 calc R . . C14 C 0.2689(3) 0.7248(3) 0.3748(2) 0.0452(8) Uani 1 1 d . . . H14 H 0.2779 0.7904 0.3985 0.054 Uiso 1 1 calc R . . C15 C 0.2537(3) 0.7437(3) 0.30029(19) 0.0379(7) Uani 1 1 d . B . C16 C 0.2409(3) 0.6469(3) 0.26511(18) 0.0343(6) Uani 1 1 d . . . H16 H 0.2294 0.6619 0.2144 0.041 Uiso 1 1 calc R . . C17 C 0.2654(2) 0.3879(2) 0.43150(12) 0.0531(9) Uani 1 1 d D . . C18 C 0.24733(18) 0.8710(2) 0.25662(12) 0.0486(8) Uani 1 1 d D . . F1A F 0.1904(5) 0.3974(3) 0.50138(16) 0.0827(13) Uani 0.674(6) 1 d PDU A 1 F2A F 0.3851(3) 0.3468(4) 0.4410(3) 0.0860(13) Uani 0.674(6) 1 d PDU A 1 F3A F 0.2380(4) 0.2981(3) 0.4029(2) 0.0417(8) Uani 0.674(6) 1 d PDU A 1 F1B F 0.1463(4) 0.4067(7) 0.4744(4) 0.0827(13) Uani 0.326(6) 1 d PDU A 2 F2B F 0.3436(8) 0.3627(8) 0.4790(4) 0.0860(13) Uani 0.326(6) 1 d PDU A 2 F3B F 0.2828(7) 0.2862(5) 0.3976(5) 0.0417(8) Uani 0.326(6) 1 d PDU A 2 F4A F 0.2818(7) 0.8684(4) 0.18100(13) 0.0724(12) Uani 0.692(11) 1 d PDU B 1 F5A F 0.1271(2) 0.9365(4) 0.2721(4) 0.0700(11) Uani 0.692(11) 1 d PDU B 1 F6A F 0.3192(5) 0.9360(4) 0.2748(3) 0.0660(11) Uani 0.692(11) 1 d PDU B 1 F4B F 0.3333(10) 0.8607(10) 0.1903(4) 0.0724(12) Uani 0.308(11) 1 d PDU B 2 F5B F 0.1369(6) 0.9341(10) 0.2409(7) 0.0700(11) Uani 0.308(11) 1 d PDU B 2 F6B F 0.2834(11) 0.9413(10) 0.2960(6) 0.0660(11) Uani 0.308(11) 1 d PDU B 2 C21 C 0.2141(3) 0.4825(3) 0.15576(17) 0.0350(7) Uani 1 1 d . . . C22 C 0.3238(3) 0.5121(3) 0.10447(19) 0.0436(8) Uani 1 1 d . . . H22 H 0.4020 0.4957 0.1200 0.052 Uiso 1 1 calc R . . C23 C 0.3175(4) 0.5654(3) 0.0310(2) 0.0563(10) Uani 1 1 d . . . H23 H 0.3914 0.5855 -0.0035 0.068 Uiso 1 1 calc R . . C24 C 0.2030(5) 0.5892(4) 0.0081(2) 0.0628(11) Uani 1 1 d . . . H24 H 0.1991 0.6247 -0.0422 0.075 Uiso 1 1 calc R . . C25 C 0.0944(4) 0.5613(4) 0.0585(2) 0.0584(10) Uani 1 1 d . . . H25 H 0.0165 0.5784 0.0424 0.070 Uiso 1 1 calc R . . C26 C 0.0983(4) 0.5079(3) 0.1331(2) 0.0439(8) Uani 1 1 d . . . H26 H 0.0237 0.4893 0.1675 0.053 Uiso 1 1 calc R . . C31 C 0.0789(3) 0.3632(3) 0.29814(17) 0.0342(6) Uani 1 1 d . . . C32 C 0.0671(3) 0.2416(3) 0.30223(19) 0.0411(7) Uani 1 1 d . . . H32 H 0.1385 0.1801 0.2821 0.049 Uiso 1 1 calc R . . C33 C -0.0510(4) 0.2111(4) 0.3363(2) 0.0528(9) Uani 1 1 d . . . H33 H -0.0601 0.1286 0.3393 0.063 Uiso 1 1 calc R . . C34 C -0.1552(4) 0.3018(4) 0.3657(2) 0.0546(9) Uani 1 1 d . . . H34 H -0.2356 0.2811 0.3879 0.066 Uiso 1 1 calc R . . C35 C -0.1423(3) 0.4222(4) 0.3629(2) 0.0512(9) Uani 1 1 d . . . H35 H -0.2133 0.4830 0.3841 0.061 Uiso 1 1 calc R . . C36 C -0.0258(3) 0.4539(3) 0.3290(2) 0.0449(8) Uani 1 1 d . . . H36 H -0.0170 0.5364 0.3267 0.054 Uiso 1 1 calc R . . C41 C 0.7334(3) -0.0428(3) 0.34323(17) 0.0367(7) Uani 1 1 d . . . C42 C 0.8375(3) -0.1249(3) 0.36583(18) 0.0388(7) Uani 1 1 d . . . F42 F 0.90823(18) -0.21568(18) 0.32057(12) 0.0501(5) Uani 1 1 d . . . C43 C 0.8762(3) -0.1242(3) 0.4324(2) 0.0469(8) Uani 1 1 d . . . F43 F 0.9793(2) -0.2065(2) 0.44920(14) 0.0672(6) Uani 1 1 d . . . C44 C 0.8069(4) -0.0377(4) 0.4827(2) 0.0519(9) Uani 1 1 d . . . F44 F 0.8420(3) -0.0336(3) 0.54771(13) 0.0770(7) Uani 1 1 d . . . C45 C 0.7026(4) 0.0456(4) 0.4638(2) 0.0534(9) Uani 1 1 d . . . F45 F 0.6348(3) 0.1328(3) 0.51153(15) 0.0840(8) Uani 1 1 d . . . C46 C 0.6691(3) 0.0430(3) 0.3957(2) 0.0462(8) Uani 1 1 d . . . F46 F 0.5675(2) 0.1333(2) 0.38258(14) 0.0733(7) Uani 1 1 d . . . C51 C 0.8325(3) -0.0160(3) 0.19653(17) 0.0353(7) Uani 1 1 d . . . C52 C 0.8516(3) 0.1047(3) 0.18639(19) 0.0402(7) Uani 1 1 d . . . F52 F 0.76398(19) 0.19288(18) 0.22725(13) 0.0529(5) Uani 1 1 d . . . C53 C 0.9546(4) 0.1443(3) 0.1352(2) 0.0500(9) Uani 1 1 d . . . F53 F 0.9652(2) 0.2637(2) 0.12835(15) 0.0699(7) Uani 1 1 d . . . C54 C 1.0470(3) 0.0599(4) 0.0913(2) 0.0547(10) Uani 1 1 d . . . F54 F 1.1473(2) 0.0974(3) 0.04077(15) 0.0846(8) Uani 1 1 d . . . C55 C 1.0354(3) -0.0603(4) 0.1004(2) 0.0540(9) Uani 1 1 d . . . F55 F 1.1274(2) -0.1441(3) 0.05907(16) 0.0838(8) Uani 1 1 d . . . C56 C 0.9319(3) -0.0968(3) 0.15278(19) 0.0438(8) Uani 1 1 d . . . F56 F 0.9331(2) -0.21944(19) 0.15947(13) 0.0604(6) Uani 1 1 d . . . C61 C 0.6725(3) -0.1872(3) 0.25410(18) 0.0371(7) Uani 1 1 d . . . C62 C 0.6306(3) -0.2677(3) 0.31715(19) 0.0416(7) Uani 1 1 d . . . F62 F 0.6207(2) -0.2425(2) 0.38925(11) 0.0601(6) Uani 1 1 d . . . C63 C 0.5961(3) -0.3772(3) 0.3127(2) 0.0524(9) Uani 1 1 d . . . F63 F 0.5592(2) -0.4510(2) 0.37731(15) 0.0725(7) Uani 1 1 d . . . C64 C 0.5997(4) -0.4117(3) 0.2428(3) 0.0587(10) Uani 1 1 d . . . F64 F 0.5661(3) -0.5172(2) 0.23747(19) 0.0869(8) Uani 1 1 d . . . C65 C 0.6366(4) -0.3344(3) 0.1785(2) 0.0578(10) Uani 1 1 d . . . F65 F 0.6388(4) -0.3659(2) 0.10893(16) 0.0945(10) Uani 1 1 d . . . C66 C 0.6709(4) -0.2261(3) 0.1850(2) 0.0464(8) Uani 1 1 d . . . F66 F 0.7035(2) -0.15519(19) 0.11865(11) 0.0608(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 P1 0.0344(4) 0.0231(4) 0.0326(4) -0.0047(3) -0.0087(3) -0.0046(3) B1 0.0359(17) 0.0303(17) 0.0310(17) -0.0072(13) -0.0083(14) -0.0011(14) C1 0.0346(15) 0.0286(15) 0.0319(15) -0.0035(11) -0.0113(12) -0.0061(12) C2 0.0346(15) 0.0245(14) 0.0292(14) -0.0014(11) -0.0072(11) -0.0089(11) C3 0.0378(16) 0.0289(15) 0.0404(16) -0.0075(12) -0.0141(13) -0.0058(12) C4 0.0495(18) 0.0409(17) 0.0329(16) -0.0052(13) -0.0171(14) -0.0082(14) C5 0.0475(18) 0.0484(19) 0.0321(16) -0.0103(14) -0.0075(14) -0.0064(15) C6 0.0369(16) 0.0356(16) 0.0325(15) -0.0017(12) -0.0079(12) -0.0067(13) C7 0.0314(14) 0.0252(14) 0.0334(15) -0.0069(11) -0.0071(11) -0.0072(11) C8 0.0325(14) 0.0292(14) 0.0295(14) -0.0070(11) -0.0055(11) -0.0063(12) C11 0.0343(15) 0.0270(14) 0.0354(15) -0.0068(12) -0.0075(12) -0.0055(12) C12 0.0435(17) 0.0357(16) 0.0327(15) -0.0085(13) -0.0064(13) -0.0057(13) C13 0.058(2) 0.0453(19) 0.0363(17) -0.0101(14) -0.0146(15) -0.0080(16) C14 0.055(2) 0.0376(18) 0.0491(19) -0.0158(15) -0.0160(16) -0.0096(15) C15 0.0359(16) 0.0314(16) 0.0484(18) -0.0080(13) -0.0112(13) -0.0065(13) C16 0.0379(16) 0.0307(15) 0.0362(16) -0.0053(12) -0.0113(13) -0.0067(12) C17 0.076(3) 0.047(2) 0.0368(18) -0.0055(15) -0.0126(18) -0.0127(18) C18 0.060(2) 0.0312(17) 0.060(2) -0.0086(15) -0.0192(18) -0.0126(16) F1A 0.155(3) 0.0563(16) 0.0239(17) -0.0009(15) 0.0013(18) -0.0234(19) F2A 0.112(3) 0.078(2) 0.079(3) 0.024(2) -0.055(2) -0.0270(19) F3A 0.051(2) 0.0325(11) 0.0417(11) -0.0006(8) -0.0156(16) -0.0056(14) F1B 0.155(3) 0.0563(16) 0.0239(17) -0.0009(15) 0.0013(18) -0.0234(19) F2B 0.112(3) 0.078(2) 0.079(3) 0.024(2) -0.055(2) -0.0270(19) F3B 0.051(2) 0.0325(11) 0.0417(11) -0.0006(8) -0.0156(16) -0.0056(14) F4A 0.113(3) 0.0474(14) 0.0588(16) 0.0049(12) -0.0238(17) -0.024(2) F5A 0.0772(17) 0.0489(13) 0.080(3) 0.012(2) -0.0326(18) -0.0041(12) F6A 0.080(2) 0.0527(13) 0.080(3) 0.0041(15) -0.025(2) -0.0415(17) F4B 0.113(3) 0.0474(14) 0.0588(16) 0.0049(12) -0.0238(17) -0.024(2) F5B 0.0772(17) 0.0489(13) 0.080(3) 0.012(2) -0.0326(18) -0.0041(12) F6B 0.080(2) 0.0527(13) 0.080(3) 0.0041(15) -0.025(2) -0.0415(17) C21 0.0485(18) 0.0226(14) 0.0344(15) -0.0061(11) -0.0126(13) -0.0032(12) C22 0.0529(19) 0.0323(16) 0.0415(18) -0.0005(13) -0.0084(15) -0.0064(14) C23 0.073(3) 0.043(2) 0.0423(19) 0.0051(15) -0.0076(18) -0.0054(18) C24 0.098(3) 0.047(2) 0.041(2) 0.0034(16) -0.025(2) -0.006(2) C25 0.080(3) 0.048(2) 0.055(2) -0.0043(17) -0.040(2) -0.0050(19) C26 0.054(2) 0.0369(17) 0.0448(18) -0.0065(14) -0.0215(16) -0.0052(15) C31 0.0363(16) 0.0312(15) 0.0350(15) -0.0045(12) -0.0089(12) -0.0057(12) C32 0.0439(18) 0.0346(17) 0.0440(18) -0.0083(13) -0.0044(14) -0.0101(14) C33 0.055(2) 0.047(2) 0.061(2) -0.0098(17) -0.0063(17) -0.0235(17) C34 0.0426(19) 0.069(3) 0.054(2) -0.0072(18) -0.0033(16) -0.0221(18) C35 0.0375(18) 0.054(2) 0.055(2) -0.0094(17) -0.0049(15) -0.0008(16) C36 0.0403(18) 0.0373(17) 0.053(2) -0.0085(15) -0.0065(15) -0.0025(14) C41 0.0364(16) 0.0385(17) 0.0350(16) -0.0049(13) -0.0085(13) -0.0068(13) C42 0.0372(16) 0.0393(17) 0.0388(17) -0.0040(13) -0.0094(13) -0.0058(13) F42 0.0458(11) 0.0437(11) 0.0557(12) -0.0077(9) -0.0160(9) 0.0062(8) C43 0.0411(18) 0.050(2) 0.051(2) 0.0064(16) -0.0190(15) -0.0110(15) F43 0.0562(13) 0.0756(15) 0.0719(15) 0.0060(12) -0.0371(11) -0.0028(11) C44 0.056(2) 0.068(2) 0.0380(18) -0.0033(17) -0.0205(16) -0.0179(19) F44 0.0880(17) 0.105(2) 0.0521(13) -0.0114(13) -0.0400(13) -0.0198(15) C45 0.055(2) 0.066(2) 0.0416(19) -0.0214(17) -0.0113(16) -0.0075(18) F45 0.0823(17) 0.111(2) 0.0631(15) -0.0532(15) -0.0258(13) 0.0092(15) C46 0.0426(18) 0.051(2) 0.0443(19) -0.0155(15) -0.0145(15) 0.0030(15) F46 0.0713(15) 0.0790(16) 0.0686(15) -0.0434(13) -0.0373(12) 0.0306(12) C51 0.0350(16) 0.0372(16) 0.0338(15) -0.0046(12) -0.0113(12) -0.0039(13) C52 0.0369(16) 0.0425(18) 0.0436(18) -0.0067(14) -0.0154(14) -0.0053(14) F52 0.0476(11) 0.0393(11) 0.0766(14) -0.0177(10) -0.0178(10) -0.0071(9) C53 0.055(2) 0.053(2) 0.053(2) 0.0059(17) -0.0243(17) -0.0259(17) F53 0.0779(16) 0.0640(15) 0.0828(16) 0.0081(12) -0.0310(13) -0.0398(13) C54 0.0416(19) 0.084(3) 0.0409(19) -0.0029(18) -0.0054(15) -0.0245(19) F54 0.0669(16) 0.127(2) 0.0642(15) -0.0049(15) 0.0059(12) -0.0533(16) C55 0.0406(19) 0.070(3) 0.046(2) -0.0153(18) 0.0005(15) -0.0079(17) F55 0.0545(14) 0.104(2) 0.0784(17) -0.0377(15) 0.0198(12) -0.0084(13) C56 0.0407(18) 0.0455(19) 0.0410(18) -0.0089(14) -0.0051(14) -0.0029(14) F56 0.0575(13) 0.0424(11) 0.0667(14) -0.0159(10) 0.0039(10) 0.0039(9) C61 0.0353(16) 0.0320(16) 0.0421(17) -0.0024(13) -0.0132(13) -0.0001(12) C62 0.0351(16) 0.0450(18) 0.0442(18) 0.0019(14) -0.0138(14) -0.0064(14) F62 0.0649(13) 0.0767(15) 0.0406(11) 0.0066(10) -0.0087(10) -0.0299(11) C63 0.0383(18) 0.0440(19) 0.073(3) 0.0133(18) -0.0180(17) -0.0124(15) F63 0.0575(13) 0.0661(15) 0.0914(18) 0.0295(13) -0.0194(12) -0.0298(11) C64 0.059(2) 0.0356(19) 0.090(3) -0.0032(19) -0.031(2) -0.0130(17) F64 0.099(2) 0.0455(13) 0.133(2) -0.0030(14) -0.0437(18) -0.0334(13) C65 0.077(3) 0.041(2) 0.064(2) -0.0110(18) -0.030(2) -0.0124(18) F65 0.166(3) 0.0624(16) 0.0791(18) -0.0203(13) -0.0490(19) -0.0378(18) C66 0.061(2) 0.0327(17) 0.0464(19) -0.0027(14) -0.0174(16) -0.0069(15) F66 0.1051(18) 0.0441(11) 0.0387(11) -0.0038(9) -0.0214(11) -0.0215(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.773(3) . ? P1 C31 1.795(3) . ? P1 C21 1.801(3) . ? P1 C11 1.827(3) . ? B1 C8 1.623(4) . ? B1 C51 1.658(5) . ? B1 C61 1.665(5) . ? B1 C41 1.671(4) . ? C1 C2 1.346(4) . ? C1 H1 0.9400 . ? C2 C7 1.490(4) . ? C2 C3 1.505(4) . ? C3 C4 1.531(4) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 C5 1.524(5) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 C6 1.525(4) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C6 C7 1.520(4) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C7 C8 1.336(4) . ? C8 H8 0.9400 . ? C11 C16 1.393(4) . ? C11 C12 1.415(4) . ? C12 C13 1.385(5) . ? C12 C17 1.506(4) . ? C13 C14 1.380(5) . ? C13 H13 0.9400 . ? C14 C15 1.376(5) . ? C14 H14 0.9400 . ? C15 C16 1.387(4) . ? C15 C18 1.504(4) . ? C16 H16 0.9400 . ? C17 F2B 1.3193(11) . ? C17 F3B 1.3216(11) . ? C17 F3A 1.3223(11) . ? C17 F1A 1.3225(11) . ? C17 F1B 1.3244(11) . ? C17 F2A 1.3286(11) . ? C18 F5B 1.3208(12) . ? C18 F6A 1.3222(11) . ? C18 F4B 1.3224(11) . ? C18 F6B 1.3228(12) . ? C18 F4A 1.3237(11) . ? C18 F5A 1.3253(11) . ? C21 C26 1.387(5) . ? C21 C22 1.395(5) . ? C22 C23 1.378(5) . ? C22 H22 0.9400 . ? C23 C24 1.377(6) . ? C23 H23 0.9400 . ? C24 C25 1.372(6) . ? C24 H24 0.9400 . ? C25 C26 1.392(5) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C32 1.381(4) . ? C31 C36 1.389(4) . ? C32 C33 1.386(5) . ? C32 H32 0.9400 . ? C33 C34 1.378(5) . ? C33 H33 0.9400 . ? C34 C35 1.374(6) . ? C34 H34 0.9400 . ? C35 C36 1.375(5) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C41 C46 1.385(5) . ? C41 C42 1.386(4) . ? C42 F42 1.357(4) . ? C42 C43 1.377(5) . ? C43 F43 1.340(4) . ? C43 C44 1.376(5) . ? C44 F44 1.337(4) . ? C44 C45 1.368(5) . ? C45 F45 1.348(4) . ? C45 C46 1.380(5) . ? C46 F46 1.350(4) . ? C51 C52 1.386(5) . ? C51 C56 1.387(4) . ? C52 F52 1.354(4) . ? C52 C53 1.382(5) . ? C53 F53 1.347(4) . ? C53 C54 1.376(6) . ? C54 F54 1.347(4) . ? C54 C55 1.355(6) . ? C55 F55 1.348(4) . ? C55 C56 1.382(5) . ? C56 F56 1.348(4) . ? C61 C62 1.387(5) . ? C61 C66 1.390(5) . ? C62 F62 1.348(4) . ? C62 C63 1.382(5) . ? C63 F63 1.348(4) . ? C63 C64 1.366(6) . ? C64 F64 1.340(4) . ? C64 C65 1.367(6) . ? C65 F65 1.351(5) . ? C65 C66 1.378(5) . ? C66 F66 1.345(4) . ? 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 C31 116.27(14) . . ? C1 P1 C21 108.81(14) . . ? C31 P1 C21 108.50(14) . . ? C1 P1 C11 109.05(13) . . ? C31 P1 C11 107.06(14) . . ? C21 P1 C11 106.74(13) . . ? C8 B1 C51 112.7(2) . . ? C8 B1 C61 103.5(2) . . ? C51 B1 C61 115.5(2) . . ? C8 B1 C41 112.3(2) . . ? C51 B1 C41 102.4(2) . . ? C61 B1 C41 110.7(2) . . ? C2 C1 P1 126.4(2) . . ? C2 C1 H1 116.8 . . ? P1 C1 H1 116.8 . . ? C1 C2 C7 118.7(3) . . ? C1 C2 C3 125.8(3) . . ? C7 C2 C3 115.3(2) . . ? C2 C3 C4 111.0(2) . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C5 C4 C3 110.9(3) . . ? C5 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 108.0 . . ? C4 C5 C6 112.0(3) . . ? C4 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? C4 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? C7 C6 C5 111.5(2) . . ? C7 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? C7 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C8 C7 C2 121.1(3) . . ? C8 C7 C6 127.9(3) . . ? C2 C7 C6 111.0(2) . . ? C7 C8 B1 132.6(3) . . ? C7 C8 H8 113.7 . . ? B1 C8 H8 113.7 . . ? C16 C11 C12 118.0(3) . . ? C16 C11 P1 116.6(2) . . ? C12 C11 P1 125.4(2) . . ? C13 C12 C11 119.5(3) . . ? C13 C12 C17 114.4(3) . . ? C11 C12 C17 126.1(3) . . ? C14 C13 C12 121.8(3) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C15 C14 C13 118.9(3) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 120.7(3) . . ? C14 C15 C18 120.3(3) . . ? C16 C15 C18 119.1(3) . . ? C15 C16 C11 121.1(3) . . ? C15 C16 H16 119.4 . . ? C11 C16 H16 119.4 . . ? F2B C17 F3B 107.25(18) . . ? F2B C17 F3A 121.3(5) . . ? F3B C17 F3A 20.3(3) . . ? F2B C17 F1A 74.0(3) . . ? F3B C17 F1A 119.5(5) . . ? F3A C17 F1A 107.01(16) . . ? F2B C17 F1B 106.91(18) . . ? F3B C17 F1B 106.67(18) . . ? F3A C17 F1B 87.9(4) . . ? F1A C17 F1B 33.0(3) . . ? F2B C17 F2A 32.5(3) . . ? F3B C17 F2A 87.1(4) . . ? F3A C17 F2A 106.41(16) . . ? F1A C17 F2A 106.07(17) . . ? F1B C17 F2A 138.4(3) . . ? F2B C17 C12 118.3(4) . . ? F3B C17 C12 116.7(5) . . ? F3A C17 C12 114.1(3) . . ? F1A C17 C12 113.9(2) . . ? F1B C17 C12 99.8(4) . . ? F2A C17 C12 108.8(3) . . ? F5B C18 F6A 116.6(7) . . ? F5B C18 F4B 107.03(18) . . ? F6A C18 F4B 86.4(5) . . ? F5B C18 F6B 106.90(18) . . ? F6A C18 F6B 20.6(5) . . ? F4B C18 F6B 106.80(18) . . ? F5B C18 F4A 82.3(4) . . ? F6A C18 F4A 107.05(17) . . ? F4B C18 F4A 26.9(4) . . ? F6B C18 F4A 125.5(6) . . ? F5B C18 F5A 24.0(4) . . ? F6A C18 F5A 106.69(16) . . ? F4B C18 F5A 130.1(5) . . ? F6B C18 F5A 91.1(6) . . ? F4A C18 F5A 106.31(16) . . ? F5B C18 C15 119.3(6) . . ? F6A C18 C15 113.4(3) . . ? F4B C18 C15 108.3(5) . . ? F6B C18 C15 107.9(6) . . ? F4A C18 C15 113.4(3) . . ? F5A C18 C15 109.5(3) . . ? C26 C21 C22 120.0(3) . . ? C26 C21 P1 121.4(3) . . ? C22 C21 P1 118.6(2) . . ? C23 C22 C21 120.0(3) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C24 C23 C22 120.0(4) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 120.3(3) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C26 120.7(4) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? C21 C26 C25 119.0(4) . . ? C21 C26 H26 120.5 . . ? C25 C26 H26 120.5 . . ? C32 C31 C36 120.5(3) . . ? C32 C31 P1 120.9(2) . . ? C36 C31 P1 118.6(2) . . ? C31 C32 C33 119.3(3) . . ? C31 C32 H32 120.3 . . ? C33 C32 H32 120.3 . . ? C34 C33 C32 120.0(3) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 120.4(3) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C34 C35 C36 120.2(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 119.5(3) . . ? C35 C36 H36 120.2 . . ? C31 C36 H36 120.2 . . ? C46 C41 C42 112.6(3) . . ? C46 C41 B1 127.0(3) . . ? C42 C41 B1 120.4(3) . . ? F42 C42 C43 115.6(3) . . ? F42 C42 C41 119.1(3) . . ? C43 C42 C41 125.3(3) . . ? F43 C43 C44 119.5(3) . . ? F43 C43 C42 121.3(3) . . ? C44 C43 C42 119.2(3) . . ? F44 C44 C45 120.9(3) . . ? F44 C44 C43 120.9(3) . . ? C45 C44 C43 118.2(3) . . ? F45 C45 C44 119.2(3) . . ? F45 C45 C46 120.2(3) . . ? C44 C45 C46 120.5(3) . . ? F46 C46 C45 114.6(3) . . ? F46 C46 C41 121.4(3) . . ? C45 C46 C41 124.1(3) . . ? C52 C51 C56 113.1(3) . . ? C52 C51 B1 119.2(3) . . ? C56 C51 B1 127.7(3) . . ? F52 C52 C53 115.9(3) . . ? F52 C52 C51 119.6(3) . . ? C53 C52 C51 124.5(3) . . ? F53 C53 C54 120.1(3) . . ? F53 C53 C52 120.7(4) . . ? C54 C53 C52 119.2(3) . . ? F54 C54 C55 121.2(4) . . ? F54 C54 C53 119.8(4) . . ? C55 C54 C53 119.0(3) . . ? F55 C55 C54 119.3(3) . . ? F55 C55 C56 120.4(4) . . ? C54 C55 C56 120.2(3) . . ? F56 C56 C55 115.1(3) . . ? F56 C56 C51 120.9(3) . . ? C55 C56 C51 123.9(3) . . ? C62 C61 C66 112.3(3) . . ? C62 C61 B1 125.3(3) . . ? C66 C61 B1 121.9(3) . . ? F62 C62 C63 114.7(3) . . ? F62 C62 C61 120.7(3) . . ? C63 C62 C61 124.6(3) . . ? F63 C63 C64 119.6(3) . . ? F63 C63 C62 120.3(4) . . ? C64 C63 C62 120.1(3) . . ? F64 C64 C63 120.9(4) . . ? F64 C64 C65 121.0(4) . . ? C63 C64 C65 118.1(3) . . ? F65 C65 C64 118.9(3) . . ? F65 C65 C66 120.9(4) . . ? C64 C65 C66 120.2(4) . . ? F66 C66 C65 115.8(3) . . ? F66 C66 C61 119.6(3) . . ? C65 C66 C61 124.6(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 C31 P1 C1 C2 77.9(3) . . . . ? C21 P1 C1 C2 -44.9(3) . . . . ? C11 P1 C1 C2 -161.0(3) . . . . ? P1 C1 C2 C7 172.2(2) . . . . ? P1 C1 C2 C3 -4.1(4) . . . . ? C1 C2 C3 C4 124.0(3) . . . . ? C7 C2 C3 C4 -52.4(3) . . . . ? C2 C3 C4 C5 52.0(3) . . . . ? C3 C4 C5 C6 -54.7(4) . . . . ? C4 C5 C6 C7 55.2(4) . . . . ? C1 C2 C7 C8 55.8(4) . . . . ? C3 C2 C7 C8 -127.5(3) . . . . ? C1 C2 C7 C6 -124.1(3) . . . . ? C3 C2 C7 C6 52.5(3) . . . . ? C5 C6 C7 C8 127.4(3) . . . . ? C5 C6 C7 C2 -52.7(3) . . . . ? C2 C7 C8 B1 -179.2(3) . . . . ? C6 C7 C8 B1 0.7(5) . . . . ? C51 B1 C8 C7 27.6(4) . . . . ? C61 B1 C8 C7 -97.9(4) . . . . ? C41 B1 C8 C7 142.6(3) . . . . ? C1 P1 C11 C16 119.0(2) . . . . ? C31 P1 C11 C16 -114.5(2) . . . . ? C21 P1 C11 C16 1.6(3) . . . . ? C1 P1 C11 C12 -62.5(3) . . . . ? C31 P1 C11 C12 64.1(3) . . . . ? C21 P1 C11 C12 -179.9(3) . . . . ? C16 C11 C12 C13 -1.5(5) . . . . ? P1 C11 C12 C13 179.9(3) . . . . ? C16 C11 C12 C17 -179.5(3) . . . . ? P1 C11 C12 C17 2.0(5) . . . . ? C11 C12 C13 C14 0.5(5) . . . . ? C17 C12 C13 C14 178.7(3) . . . . ? C12 C13 C14 C15 0.4(5) . . . . ? C13 C14 C15 C16 -0.2(5) . . . . ? C13 C14 C15 C18 178.1(3) . . . . ? C14 C15 C16 C11 -0.9(5) . . . . ? C18 C15 C16 C11 -179.3(3) . . . . ? C12 C11 C16 C15 1.8(4) . . . . ? P1 C11 C16 C15 -179.6(2) . . . . ? C13 C12 C17 F2B -35.3(6) . . . . ? C11 C12 C17 F2B 142.8(5) . . . . ? C13 C12 C17 F3B -165.6(4) . . . . ? C11 C12 C17 F3B 12.5(5) . . . . ? C13 C12 C17 F3A 172.1(3) . . . . ? C11 C12 C17 F3A -9.8(4) . . . . ? C13 C12 C17 F1A 48.8(4) . . . . ? C11 C12 C17 F1A -133.1(4) . . . . ? C13 C12 C17 F1B 80.1(5) . . . . ? C11 C12 C17 F1B -101.8(5) . . . . ? C13 C12 C17 F2A -69.2(4) . . . . ? C11 C12 C17 F2A 108.8(4) . . . . ? C14 C15 C18 F5B -110.0(7) . . . . ? C16 C15 C18 F5B 68.3(7) . . . . ? C14 C15 C18 F6A 33.3(4) . . . . ? C16 C15 C18 F6A -148.4(4) . . . . ? C14 C15 C18 F4B 127.4(7) . . . . ? C16 C15 C18 F4B -54.3(7) . . . . ? C14 C15 C18 F6B 12.1(6) . . . . ? C16 C15 C18 F6B -169.6(6) . . . . ? C14 C15 C18 F4A 155.6(4) . . . . ? C16 C15 C18 F4A -26.0(5) . . . . ? C14 C15 C18 F5A -85.8(4) . . . . ? C16 C15 C18 F5A 92.6(4) . . . . ? C1 P1 C21 C26 133.9(3) . . . . ? C31 P1 C21 C26 6.5(3) . . . . ? C11 P1 C21 C26 -108.6(3) . . . . ? C1 P1 C21 C22 -44.9(3) . . . . ? C31 P1 C21 C22 -172.3(2) . . . . ? C11 P1 C21 C22 72.6(3) . . . . ? C26 C21 C22 C23 -0.7(5) . . . . ? P1 C21 C22 C23 178.2(3) . . . . ? C21 C22 C23 C24 -0.1(5) . . . . ? C22 C23 C24 C25 0.7(6) . . . . ? C23 C24 C25 C26 -0.4(6) . . . . ? C22 C21 C26 C25 0.9(5) . . . . ? P1 C21 C26 C25 -177.9(3) . . . . ? C24 C25 C26 C21 -0.4(5) . . . . ? C1 P1 C31 C32 -22.7(3) . . . . ? C21 P1 C31 C32 100.3(3) . . . . ? C11 P1 C31 C32 -144.8(3) . . . . ? C1 P1 C31 C36 159.3(2) . . . . ? C21 P1 C31 C36 -77.7(3) . . . . ? C11 P1 C31 C36 37.2(3) . . . . ? C36 C31 C32 C33 1.2(5) . . . . ? P1 C31 C32 C33 -176.8(3) . . . . ? C31 C32 C33 C34 -0.1(6) . . . . ? C32 C33 C34 C35 -1.2(6) . . . . ? C33 C34 C35 C36 1.5(6) . . . . ? C34 C35 C36 C31 -0.4(6) . . . . ? C32 C31 C36 C35 -0.9(5) . . . . ? P1 C31 C36 C35 177.1(3) . . . . ? C8 B1 C41 C46 -7.7(5) . . . . ? C51 B1 C41 C46 113.4(4) . . . . ? C61 B1 C41 C46 -122.9(3) . . . . ? C8 B1 C41 C42 176.0(3) . . . . ? C51 B1 C41 C42 -62.8(3) . . . . ? C61 B1 C41 C42 60.8(4) . . . . ? C46 C41 C42 F42 178.8(3) . . . . ? B1 C41 C42 F42 -4.4(4) . . . . ? C46 C41 C42 C43 -0.2(5) . . . . ? B1 C41 C42 C43 176.5(3) . . . . ? F42 C42 C43 F43 1.7(5) . . . . ? C41 C42 C43 F43 -179.2(3) . . . . ? F42 C42 C43 C44 -177.9(3) . . . . ? C41 C42 C43 C44 1.2(5) . . . . ? F43 C43 C44 F44 0.8(6) . . . . ? C42 C43 C44 F44 -179.6(3) . . . . ? F43 C43 C44 C45 179.6(3) . . . . ? C42 C43 C44 C45 -0.8(6) . . . . ? F44 C44 C45 F45 0.1(6) . . . . ? C43 C44 C45 F45 -178.7(4) . . . . ? F44 C44 C45 C46 178.3(4) . . . . ? C43 C44 C45 C46 -0.5(6) . . . . ? F45 C45 C46 F46 0.7(6) . . . . ? C44 C45 C46 F46 -177.5(4) . . . . ? F45 C45 C46 C41 179.8(4) . . . . ? C44 C45 C46 C41 1.6(6) . . . . ? C42 C41 C46 F46 177.8(3) . . . . ? B1 C41 C46 F46 1.3(6) . . . . ? C42 C41 C46 C45 -1.2(5) . . . . ? B1 C41 C46 C45 -177.7(3) . . . . ? C8 B1 C51 C52 49.6(4) . . . . ? C61 B1 C51 C52 168.3(3) . . . . ? C41 B1 C51 C52 -71.3(3) . . . . ? C8 B1 C51 C56 -132.4(3) . . . . ? C61 B1 C51 C56 -13.6(4) . . . . ? C41 B1 C51 C56 106.8(3) . . . . ? C56 C51 C52 F52 -178.1(3) . . . . ? B1 C51 C52 F52 0.2(4) . . . . ? C56 C51 C52 C53 3.4(5) . . . . ? B1 C51 C52 C53 -178.3(3) . . . . ? F52 C52 C53 F53 0.7(5) . . . . ? C51 C52 C53 F53 179.3(3) . . . . ? F52 C52 C53 C54 -179.5(3) . . . . ? C51 C52 C53 C54 -0.9(5) . . . . ? F53 C53 C54 F54 -0.7(5) . . . . ? C52 C53 C54 F54 179.5(3) . . . . ? F53 C53 C54 C55 178.7(3) . . . . ? C52 C53 C54 C55 -1.1(5) . . . . ? F54 C54 C55 F55 1.2(6) . . . . ? C53 C54 C55 F55 -178.2(3) . . . . ? F54 C54 C55 C56 179.8(3) . . . . ? C53 C54 C55 C56 0.3(6) . . . . ? F55 C55 C56 F56 1.3(5) . . . . ? C54 C55 C56 F56 -177.2(3) . . . . ? F55 C55 C56 C51 -179.0(3) . . . . ? C54 C55 C56 C51 2.5(6) . . . . ? C52 C51 C56 F56 175.6(3) . . . . ? B1 C51 C56 F56 -2.6(5) . . . . ? C52 C51 C56 C55 -4.2(5) . . . . ? B1 C51 C56 C55 177.7(3) . . . . ? C8 B1 C61 C62 -97.5(3) . . . . ? C51 B1 C61 C62 138.8(3) . . . . ? C41 B1 C61 C62 23.0(4) . . . . ? C8 B1 C61 C66 73.5(4) . . . . ? C51 B1 C61 C66 -50.2(4) . . . . ? C41 B1 C61 C66 -166.0(3) . . . . ? C66 C61 C62 F62 -177.4(3) . . . . ? B1 C61 C62 F62 -5.6(5) . . . . ? C66 C61 C62 C63 2.6(5) . . . . ? B1 C61 C62 C63 174.3(3) . . . . ? F62 C62 C63 F63 -1.5(5) . . . . ? C61 C62 C63 F63 178.5(3) . . . . ? F62 C62 C63 C64 178.8(3) . . . . ? C61 C62 C63 C64 -1.2(5) . . . . ? F63 C63 C64 F64 0.6(6) . . . . ? C62 C63 C64 F64 -179.7(3) . . . . ? F63 C63 C64 C65 179.5(3) . . . . ? C62 C63 C64 C65 -0.8(6) . . . . ? F64 C64 C65 F65 0.0(6) . . . . ? C63 C64 C65 F65 -178.9(4) . . . . ? F64 C64 C65 C66 180.0(4) . . . . ? C63 C64 C65 C66 1.1(6) . . . . ? F65 C65 C66 F66 1.2(6) . . . . ? C64 C65 C66 F66 -178.9(4) . . . . ? F65 C65 C66 C61 -179.4(4) . . . . ? C64 C65 C66 C61 0.6(6) . . . . ? C62 C61 C66 F66 177.1(3) . . . . ? B1 C61 C66 F66 5.1(5) . . . . ? C62 C61 C66 C65 -2.3(5) . . . . ? B1 C61 C66 C65 -174.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 67.62 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.075 _refine_diff_density_min -0.895 _refine_diff_density_rms 0.060 # Attachment '4.CIF' data_erk5199 _database_code_depnum_ccdc_archive 'CCDC 759356' #TrackingRef '4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H35 B F15 P' _chemical_formula_weight 986.58 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 10.6583(3) _cell_length_b 12.9039(5) _cell_length_c 17.8377(10) _cell_angle_alpha 106.182(2) _cell_angle_beta 103.094(4) _cell_angle_gamma 98.528(4) _cell_volume 2235.44(16) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7035 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1004 _exptl_absorpt_coefficient_mu 1.439 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6720 _exptl_absorpt_correction_T_max 0.8694 _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 29409 _diffrn_reflns_av_R_equivalents 0.052 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.44 _diffrn_reflns_theta_max 66.83 _reflns_number_total 7651 _reflns_number_gt 6557 _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^)+(0.0534P)^2^+1.1559P] 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 7651 _refine_ls_number_parameters 625 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0429 _refine_ls_wR_factor_ref 0.1126 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 0.22093(5) 0.61703(4) 0.29152(3) 0.03109(12) Uani 1 1 d . . . B1 B 0.0488(2) 0.26409(17) 0.20689(12) 0.0307(4) Uani 1 1 d . . . C1 C 0.16221(17) 0.47853(15) 0.21919(11) 0.0303(4) Uani 1 1 d . . . C2 C 0.11073(17) 0.39821(15) 0.24517(11) 0.0297(4) Uani 1 1 d . . . H2 H 0.1100 0.4262 0.2996 0.036 Uiso 1 1 calc R . . C3 C 0.1822(2) 0.46970(16) 0.13572(11) 0.0380(4) Uani 1 1 d . . . H3A H 0.2041 0.5446 0.1327 0.046 Uiso 1 1 calc R . . H3B H 0.0984 0.4307 0.0941 0.046 Uiso 1 1 calc R . . C4 C 0.2902(2) 0.40993(17) 0.11517(13) 0.0429(5) Uani 1 1 d . . . H4A H 0.2920 0.4049 0.0596 0.051 Uiso 1 1 calc R . . H4B H 0.3763 0.4539 0.1521 0.051 Uiso 1 1 calc R . . C5 C 0.2696(2) 0.29371(17) 0.12193(13) 0.0410(5) Uani 1 1 d . . . H5A H 0.3335 0.2557 0.1007 0.049 Uiso 1 1 calc R . . H5B H 0.2853 0.2990 0.1793 0.049 Uiso 1 1 calc R . . C6 C 0.1326(2) 0.22791(16) 0.07555(12) 0.0374(4) Uani 1 1 d . . . H6 H 0.1144 0.1948 0.0190 0.045 Uiso 1 1 calc R . . C7 C 0.03438(18) 0.21306(15) 0.10915(11) 0.0330(4) Uani 1 1 d . . . C11 C 0.2101(2) 0.62295(15) 0.39274(12) 0.0375(4) Uani 1 1 d . . . C12 C 0.3272(2) 0.64998(18) 0.45544(13) 0.0491(5) Uani 1 1 d . . . H12 H 0.4090 0.6640 0.4444 0.059 Uiso 1 1 calc R . . C13 C 0.3239(3) 0.6563(2) 0.53366(14) 0.0663(7) Uani 1 1 d . . . H13 H 0.4031 0.6725 0.5752 0.080 Uiso 1 1 calc R . . C14 C 0.2045(3) 0.6389(2) 0.55035(15) 0.0700(8) Uani 1 1 d . . . H14 H 0.2019 0.6425 0.6033 0.084 Uiso 1 1 calc R . . C15 C 0.0886(3) 0.61628(18) 0.48982(15) 0.0590(7) Uani 1 1 d . . . H15 H 0.0078 0.6063 0.5027 0.071 Uiso 1 1 calc R . . C16 C 0.0872(2) 0.60758(16) 0.40991(13) 0.0426(5) Uani 1 1 d . . . C17 C -0.0446(2) 0.5859(2) 0.34849(16) 0.0544(6) Uani 1 1 d . . . H17A H -0.1129 0.5472 0.3652 0.082 Uiso 1 1 calc R . . H17B H -0.0416 0.5409 0.2957 0.082 Uiso 1 1 calc R . . H17C H -0.0642 0.6558 0.3451 0.082 Uiso 1 1 calc R . . C21 C 0.39049(18) 0.66487(16) 0.29299(11) 0.0358(4) Uani 1 1 d . . . C22 C 0.4204(2) 0.75901(17) 0.27049(13) 0.0433(5) Uani 1 1 d . . . H22 H 0.3541 0.7972 0.2582 0.052 Uiso 1 1 calc R . . C23 C 0.5459(2) 0.7970(2) 0.26601(14) 0.0528(6) Uani 1 1 d . . . H23 H 0.5651 0.8609 0.2515 0.063 Uiso 1 1 calc R . . C24 C 0.6419(2) 0.7404(2) 0.28292(15) 0.0613(7) Uani 1 1 d . . . H24 H 0.7276 0.7657 0.2801 0.074 Uiso 1 1 calc R . . C25 C 0.6131(2) 0.6463(2) 0.30406(15) 0.0562(6) Uani 1 1 d . . . H25 H 0.6802 0.6082 0.3147 0.067 Uiso 1 1 calc R . . C26 C 0.4889(2) 0.60584(18) 0.31015(12) 0.0430(5) Uani 1 1 d . . . C27 C 0.4686(2) 0.5020(2) 0.33332(15) 0.0531(6) Uani 1 1 d . . . H27A H 0.4811 0.4408 0.2917 0.080 Uiso 1 1 calc R . . H27B H 0.3796 0.4850 0.3382 0.080 Uiso 1 1 calc R . . H27C H 0.5320 0.5132 0.3850 0.080 Uiso 1 1 calc R . . C31 C 0.1219(2) 0.70821(16) 0.25969(14) 0.0410(5) Uani 1 1 d . . . C34 C -0.0451(3) 0.8358(3) 0.2089(3) 0.0838(11) Uani 1 1 d . . . H34 H -0.1011 0.8797 0.1919 0.101 Uiso 1 1 calc R . . C35 C 0.0500(3) 0.8784(2) 0.2816(2) 0.0745(9) Uani 1 1 d . . . H35 H 0.0574 0.9516 0.3139 0.089 Uiso 1 1 calc R . . C33 C -0.0598(3) 0.7288(3) 0.1603(2) 0.0713(8) Uani 1 1 d . . . H33 H -0.1254 0.6993 0.1100 0.086 Uiso 1 1 calc R . . C32 C 0.0234(2) 0.6648(2) 0.18625(15) 0.0516(6) Uani 1 1 d . . . H32 H 0.0130 0.5912 0.1537 0.062 Uiso 1 1 calc R . . C36 C 0.1370(2) 0.81793(18) 0.31012(17) 0.0544(6) Uani 1 1 d . . . C37 C 0.2364(3) 0.8709(2) 0.39153(18) 0.0713(8) Uani 1 1 d . . . H37A H 0.2445 0.9505 0.4082 0.107 Uiso 1 1 calc R . . H37B H 0.3214 0.8549 0.3881 0.107 Uiso 1 1 calc R . . H37C H 0.2079 0.8419 0.4311 0.107 Uiso 1 1 calc R . . C41 C 0.14862(18) 0.21251(15) 0.26676(11) 0.0334(4) Uani 1 1 d . . . C42 C 0.1822(2) 0.25720(17) 0.35111(12) 0.0406(5) Uani 1 1 d . . . F42 F 0.11827(14) 0.33225(10) 0.38684(7) 0.0538(3) Uani 1 1 d . . . C43 C 0.2752(2) 0.22876(19) 0.40509(14) 0.0525(6) Uani 1 1 d . . . F43 F 0.30391(17) 0.28045(13) 0.48589(8) 0.0785(5) Uani 1 1 d . . . C44 C 0.3378(2) 0.1483(2) 0.37578(17) 0.0568(6) Uani 1 1 d . . . F44 F 0.42961(15) 0.11983(14) 0.42696(12) 0.0863(6) Uani 1 1 d . . . C45 C 0.3046(2) 0.09637(19) 0.29390(17) 0.0513(6) Uani 1 1 d . . . F45 F 0.36161(14) 0.01390(12) 0.26349(11) 0.0736(5) Uani 1 1 d . . . C46 C 0.2131(2) 0.12859(17) 0.24182(13) 0.0410(5) Uani 1 1 d . . . F46 F 0.18910(14) 0.07145(11) 0.16251(8) 0.0583(4) Uani 1 1 d . . . C51 C -0.10115(18) 0.24632(14) 0.22063(10) 0.0302(4) Uani 1 1 d . . . C52 C -0.15542(18) 0.17173(15) 0.25429(11) 0.0336(4) Uani 1 1 d . . . F52 F -0.08363(11) 0.10477(9) 0.28198(8) 0.0464(3) Uani 1 1 d . . . C53 C -0.28203(19) 0.15884(16) 0.26222(12) 0.0381(4) Uani 1 1 d . . . F53 F -0.32629(13) 0.08549(11) 0.29621(9) 0.0589(4) Uani 1 1 d . . . C54 C -0.36272(19) 0.22325(17) 0.23671(12) 0.0397(5) Uani 1 1 d . . . F54 F -0.48434(12) 0.21545(12) 0.24675(9) 0.0584(3) Uani 1 1 d . . . C55 C -0.31567(18) 0.29808(16) 0.20265(12) 0.0377(4) Uani 1 1 d . . . F55 F -0.39343(12) 0.36221(11) 0.17776(9) 0.0566(3) Uani 1 1 d . . . C56 C -0.18977(18) 0.30689(15) 0.19449(11) 0.0328(4) Uani 1 1 d . . . F56 F -0.15261(11) 0.37959(9) 0.15708(7) 0.0423(3) Uani 1 1 d . . . C61 C -0.09894(19) 0.14998(16) 0.05234(11) 0.0385(4) Uani 1 1 d . . . C62 C -0.1632(2) 0.05176(18) 0.05716(13) 0.0483(5) Uani 1 1 d . . . F62 F -0.10168(15) 0.00831(10) 0.11179(9) 0.0618(4) Uani 1 1 d . . . C63 C -0.2880(3) -0.0047(2) 0.00955(17) 0.0637(7) Uani 1 1 d . . . F63 F -0.34574(17) -0.09953(13) 0.01802(12) 0.0955(6) Uani 1 1 d . . . C64 C -0.3539(2) 0.0357(3) -0.04723(17) 0.0736(9) Uani 1 1 d . . . F64 F -0.47632(15) -0.01896(19) -0.09527(12) 0.1159(8) Uani 1 1 d . . . C65 C -0.2950(3) 0.1320(3) -0.05495(14) 0.0665(8) Uani 1 1 d . . . F65 F -0.35879(18) 0.17414(19) -0.10984(10) 0.1034(7) Uani 1 1 d . . . C66 C -0.1688(2) 0.1879(2) -0.00597(13) 0.0491(5) Uani 1 1 d . . . F66 F -0.11679(15) 0.28388(13) -0.01488(8) 0.0658(4) Uani 1 1 d . . . C71 C -0.3990(3) 0.5276(3) 0.06985(18) 0.0740(8) Uani 1 1 d . . . H71 H -0.3298 0.5470 0.1180 0.089 Uiso 1 1 calc R . . C72 C -0.4248(3) 0.4265(3) 0.01316(18) 0.0763(8) Uani 1 1 d . . . H72 H -0.3733 0.3754 0.0218 0.092 Uiso 1 1 calc R . . C73 C -0.5259(4) 0.3989(3) -0.05671(18) 0.0807(9) Uani 1 1 d . . . H73 H -0.5438 0.3287 -0.0960 0.097 Uiso 1 1 calc R . . C81 C 0.1030(4) 0.0907(3) 0.53148(18) 0.0815(9) Uani 1 1 d . . . H81 H 0.1740 0.1530 0.5530 0.098 Uiso 1 1 calc R . . C82 C -0.0050(4) 0.0880(2) 0.47191(18) 0.0813(9) Uani 1 1 d . . . H82 H -0.0085 0.1486 0.4527 0.098 Uiso 1 1 calc R . . C83 C -0.1080(4) -0.0031(3) 0.44021(18) 0.0824(9) Uani 1 1 d . . . H83 H -0.1821 -0.0054 0.3990 0.099 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 0.0331(3) 0.0273(2) 0.0354(3) 0.01159(19) 0.0127(2) 0.00680(19) B1 0.0338(11) 0.0294(10) 0.0310(10) 0.0106(8) 0.0113(9) 0.0086(9) C1 0.0287(9) 0.0307(9) 0.0329(9) 0.0110(8) 0.0097(7) 0.0079(7) C2 0.0292(9) 0.0326(9) 0.0295(9) 0.0101(7) 0.0106(7) 0.0100(7) C3 0.0471(11) 0.0351(10) 0.0330(10) 0.0131(8) 0.0131(9) 0.0060(9) C4 0.0443(11) 0.0468(12) 0.0388(11) 0.0111(9) 0.0219(9) 0.0041(9) C5 0.0409(11) 0.0433(11) 0.0415(11) 0.0089(9) 0.0211(9) 0.0121(9) C6 0.0457(11) 0.0363(10) 0.0321(10) 0.0085(8) 0.0153(9) 0.0133(9) C7 0.0388(10) 0.0288(9) 0.0310(9) 0.0079(7) 0.0100(8) 0.0096(8) C11 0.0495(12) 0.0270(9) 0.0364(10) 0.0086(8) 0.0167(9) 0.0064(8) C12 0.0580(14) 0.0430(12) 0.0384(11) 0.0099(9) 0.0101(10) -0.0007(10) C13 0.0828(19) 0.0615(16) 0.0372(12) 0.0114(11) 0.0060(12) -0.0099(14) C14 0.107(2) 0.0530(15) 0.0370(13) 0.0056(11) 0.0257(15) -0.0116(15) C15 0.0868(18) 0.0371(12) 0.0560(15) 0.0063(10) 0.0447(15) 0.0014(12) C16 0.0557(13) 0.0288(10) 0.0483(12) 0.0094(9) 0.0289(10) 0.0086(9) C17 0.0466(13) 0.0538(14) 0.0744(16) 0.0231(12) 0.0333(12) 0.0163(11) C21 0.0343(10) 0.0359(10) 0.0345(10) 0.0084(8) 0.0109(8) 0.0040(8) C22 0.0433(11) 0.0425(11) 0.0437(11) 0.0138(9) 0.0156(9) 0.0033(9) C23 0.0495(13) 0.0566(14) 0.0485(13) 0.0191(11) 0.0161(11) -0.0062(11) C24 0.0372(12) 0.0816(18) 0.0551(14) 0.0172(13) 0.0136(11) -0.0075(12) C25 0.0327(11) 0.0740(17) 0.0573(14) 0.0173(12) 0.0085(10) 0.0123(11) C26 0.0369(11) 0.0469(12) 0.0394(11) 0.0087(9) 0.0076(9) 0.0075(9) C27 0.0454(12) 0.0543(14) 0.0595(14) 0.0199(11) 0.0065(11) 0.0205(11) C31 0.0428(11) 0.0367(10) 0.0585(13) 0.0262(10) 0.0254(10) 0.0154(9) C34 0.072(2) 0.080(2) 0.155(3) 0.087(2) 0.061(2) 0.0479(17) C35 0.082(2) 0.0483(15) 0.136(3) 0.0527(18) 0.069(2) 0.0366(15) C33 0.0525(15) 0.094(2) 0.099(2) 0.0678(19) 0.0257(14) 0.0319(14) C32 0.0475(13) 0.0578(14) 0.0660(15) 0.0362(12) 0.0211(11) 0.0216(11) C36 0.0626(14) 0.0370(11) 0.0849(18) 0.0290(12) 0.0461(14) 0.0179(11) C37 0.097(2) 0.0329(12) 0.086(2) 0.0062(12) 0.0485(18) 0.0107(13) C41 0.0303(9) 0.0336(10) 0.0392(10) 0.0159(8) 0.0115(8) 0.0056(8) C42 0.0428(11) 0.0398(11) 0.0397(11) 0.0170(9) 0.0100(9) 0.0054(9) F42 0.0792(9) 0.0536(7) 0.0341(6) 0.0151(5) 0.0217(6) 0.0214(7) C43 0.0509(13) 0.0516(13) 0.0471(13) 0.0269(11) -0.0034(10) -0.0067(11) F43 0.0964(11) 0.0762(10) 0.0428(8) 0.0272(7) -0.0138(7) -0.0040(9) C44 0.0375(12) 0.0550(14) 0.0794(18) 0.0447(14) -0.0036(11) 0.0019(10) F44 0.0547(9) 0.0844(11) 0.1163(14) 0.0673(11) -0.0189(9) 0.0050(8) C45 0.0364(11) 0.0468(12) 0.0876(18) 0.0410(13) 0.0223(12) 0.0155(10) F45 0.0603(8) 0.0653(9) 0.1274(14) 0.0566(9) 0.0409(9) 0.0390(7) C46 0.0400(11) 0.0392(11) 0.0528(12) 0.0223(10) 0.0196(9) 0.0117(9) F46 0.0804(9) 0.0516(7) 0.0593(8) 0.0201(6) 0.0338(7) 0.0383(7) C51 0.0341(10) 0.0277(9) 0.0270(9) 0.0067(7) 0.0084(7) 0.0064(7) C52 0.0364(10) 0.0295(9) 0.0356(10) 0.0116(8) 0.0097(8) 0.0083(8) F52 0.0461(7) 0.0427(6) 0.0644(8) 0.0330(6) 0.0193(6) 0.0155(5) C53 0.0388(11) 0.0361(10) 0.0399(10) 0.0150(9) 0.0133(9) 0.0009(8) F53 0.0511(7) 0.0625(8) 0.0794(9) 0.0443(7) 0.0277(7) 0.0061(6) C54 0.0298(10) 0.0461(11) 0.0419(11) 0.0123(9) 0.0126(8) 0.0042(9) F54 0.0348(6) 0.0763(9) 0.0768(9) 0.0358(8) 0.0261(6) 0.0133(6) C55 0.0327(10) 0.0420(11) 0.0389(10) 0.0144(9) 0.0073(8) 0.0122(8) F55 0.0407(7) 0.0693(9) 0.0784(9) 0.0423(7) 0.0203(6) 0.0273(6) C56 0.0356(10) 0.0313(9) 0.0319(9) 0.0115(8) 0.0102(8) 0.0056(8) F56 0.0396(6) 0.0481(7) 0.0515(7) 0.0318(6) 0.0148(5) 0.0132(5) C61 0.0397(11) 0.0404(11) 0.0312(10) 0.0031(8) 0.0123(8) 0.0098(9) C62 0.0504(13) 0.0397(12) 0.0444(12) -0.0032(10) 0.0185(10) 0.0037(10) F62 0.0818(10) 0.0377(7) 0.0679(9) 0.0167(6) 0.0296(8) 0.0078(6) C63 0.0545(15) 0.0505(14) 0.0632(16) -0.0173(12) 0.0284(13) -0.0057(12) F63 0.0856(11) 0.0522(9) 0.1184(14) -0.0217(9) 0.0560(11) -0.0223(8) C64 0.0408(14) 0.086(2) 0.0557(16) -0.0270(15) 0.0089(12) 0.0031(14) F64 0.0460(9) 0.1407(17) 0.0870(12) -0.0490(12) -0.0006(8) -0.0037(10) C65 0.0550(15) 0.096(2) 0.0344(12) 0.0005(13) 0.0021(11) 0.0321(16) F65 0.0851(12) 0.1546(18) 0.0510(9) 0.0125(10) -0.0110(8) 0.0561(12) C66 0.0499(13) 0.0576(14) 0.0345(11) 0.0071(10) 0.0093(10) 0.0152(11) F66 0.0769(10) 0.0792(10) 0.0502(8) 0.0329(7) 0.0130(7) 0.0283(8) C71 0.0753(18) 0.092(2) 0.0569(16) 0.0365(16) 0.0152(14) 0.0065(16) C72 0.097(2) 0.088(2) 0.0666(18) 0.0391(17) 0.0373(17) 0.0406(18) C73 0.121(3) 0.0662(18) 0.0554(17) 0.0181(14) 0.0331(18) 0.0135(18) C81 0.107(2) 0.0718(19) 0.0530(16) 0.0105(14) 0.0266(17) -0.0066(17) C82 0.138(3) 0.0580(17) 0.0591(17) 0.0242(14) 0.0393(19) 0.0292(19) C83 0.095(2) 0.096(2) 0.0575(17) 0.0257(17) 0.0191(16) 0.027(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 C1 1.8076(18) . ? P1 C21 1.8129(19) . ? P1 C31 1.814(2) . ? P1 C11 1.8165(19) . ? B1 C2 1.642(3) . ? B1 C7 1.645(3) . ? B1 C51 1.663(3) . ? B1 C41 1.676(3) . ? C1 C2 1.343(3) . ? C1 C3 1.527(3) . ? C2 H2 0.9400 . ? C3 C4 1.533(3) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C4 C5 1.525(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 C6 1.494(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C6 C7 1.334(3) . ? C6 H6 0.9400 . ? C7 C61 1.501(3) . ? C11 C12 1.397(3) . ? C11 C16 1.410(3) . ? C12 C13 1.383(3) . ? C12 H12 0.9400 . ? C13 C14 1.372(4) . ? C13 H13 0.9400 . ? C14 C15 1.375(4) . ? C14 H14 0.9400 . ? C15 C16 1.395(3) . ? C15 H15 0.9400 . ? C16 C17 1.506(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C21 C22 1.398(3) . ? C21 C26 1.412(3) . ? C22 C23 1.382(3) . ? C22 H22 0.9400 . ? C23 C24 1.369(4) . ? C23 H23 0.9400 . ? C24 C25 1.381(4) . ? C24 H24 0.9400 . ? C25 C26 1.390(3) . ? C25 H25 0.9400 . ? C26 C27 1.509(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C31 C32 1.387(3) . ? C31 C36 1.413(3) . ? C34 C35 1.361(5) . ? C34 C33 1.375(5) . ? C34 H34 0.9400 . ? C35 C36 1.397(4) . ? C35 H35 0.9400 . ? C33 C32 1.389(3) . ? C33 H33 0.9400 . ? C32 H32 0.9400 . ? C36 C37 1.495(4) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? C41 C46 1.391(3) . ? C41 C42 1.391(3) . ? C42 F42 1.363(2) . ? C42 C43 1.385(3) . ? C43 F43 1.349(3) . ? C43 C44 1.363(4) . ? C44 F44 1.347(3) . ? C44 C45 1.363(4) . ? C45 F45 1.348(3) . ? C45 C46 1.382(3) . ? C46 F46 1.345(3) . ? C51 C52 1.391(3) . ? C51 C56 1.394(3) . ? C52 F52 1.356(2) . ? C52 C53 1.379(3) . ? C53 F53 1.343(2) . ? C53 C54 1.372(3) . ? C54 F54 1.341(2) . ? C54 C55 1.369(3) . ? C55 F55 1.345(2) . ? C55 C56 1.374(3) . ? C56 F56 1.357(2) . ? C61 C62 1.383(3) . ? C61 C66 1.384(3) . ? C62 F62 1.348(3) . ? C62 C63 1.370(3) . ? C63 F63 1.349(3) . ? C63 C64 1.368(5) . ? C64 F64 1.348(3) . ? C64 C65 1.364(5) . ? C65 F65 1.350(3) . ? C65 C66 1.386(4) . ? C66 F66 1.346(3) . ? C71 C72 1.354(4) . ? C71 C73 1.363(4) 2_465 ? C71 H71 0.9400 . ? C72 C73 1.368(4) . ? C72 H72 0.9400 . ? C73 C71 1.363(4) 2_465 ? C73 H73 0.9400 . ? C81 C83 1.362(5) 2_556 ? C81 C82 1.367(5) . ? C81 H81 0.9400 . ? C82 C83 1.368(5) . ? C82 H82 0.9400 . ? C83 C81 1.362(5) 2_556 ? C83 H83 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 C21 107.13(8) . . ? C1 P1 C31 110.14(9) . . ? C21 P1 C31 109.31(9) . . ? C1 P1 C11 112.72(8) . . ? C21 P1 C11 110.89(9) . . ? C31 P1 C11 106.64(9) . . ? C2 B1 C7 113.50(15) . . ? C2 B1 C51 105.20(14) . . ? C7 B1 C51 108.79(15) . . ? C2 B1 C41 103.47(14) . . ? C7 B1 C41 115.08(15) . . ? C51 B1 C41 110.29(14) . . ? C2 C1 C3 128.91(17) . . ? C2 C1 P1 117.46(14) . . ? C3 C1 P1 113.61(13) . . ? C1 C2 B1 136.82(16) . . ? C1 C2 H2 111.6 . . ? B1 C2 H2 111.6 . . ? C1 C3 C4 115.22(16) . . ? C1 C3 H3A 108.5 . . ? C4 C3 H3A 108.5 . . ? C1 C3 H3B 108.5 . . ? C4 C3 H3B 108.5 . . ? H3A C3 H3B 107.5 . . ? C5 C4 C3 112.98(16) . . ? C5 C4 H4A 109.0 . . ? C3 C4 H4A 109.0 . . ? C5 C4 H4B 109.0 . . ? C3 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? C6 C5 C4 111.20(17) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? C7 C6 C5 124.24(17) . . ? C7 C6 H6 117.9 . . ? C5 C6 H6 117.9 . . ? C6 C7 C61 116.81(17) . . ? C6 C7 B1 124.41(17) . . ? C61 C7 B1 118.70(16) . . ? C12 C11 C16 119.83(19) . . ? C12 C11 P1 118.56(16) . . ? C16 C11 P1 121.49(16) . . ? C13 C12 C11 120.7(2) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 C12 119.7(2) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.2(2) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C16 122.0(2) . . ? C14 C15 H15 119.0 . . ? C16 C15 H15 119.0 . . ? C15 C16 C11 117.5(2) . . ? C15 C16 C17 118.1(2) . . ? C11 C16 C17 124.43(19) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C22 C21 C26 119.85(18) . . ? C22 C21 P1 117.85(15) . . ? C26 C21 P1 122.13(15) . . ? C23 C22 C21 121.1(2) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C24 C23 C22 119.4(2) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C23 C24 C25 120.1(2) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C26 122.5(2) . . ? C24 C25 H25 118.7 . . ? C26 C25 H25 118.7 . . ? C25 C26 C21 117.0(2) . . ? C25 C26 C27 117.9(2) . . ? C21 C26 C27 125.05(19) . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C32 C31 C36 120.3(2) . . ? C32 C31 P1 117.95(16) . . ? C36 C31 P1 121.61(18) . . ? C35 C34 C33 120.4(3) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C34 C35 C36 122.7(3) . . ? C34 C35 H35 118.6 . . ? C36 C35 H35 118.6 . . ? C34 C33 C32 119.2(3) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C31 C32 C33 120.8(3) . . ? C31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C35 C36 C31 116.7(3) . . ? C35 C36 C37 118.9(2) . . ? C31 C36 C37 124.4(2) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C46 C41 C42 111.91(18) . . ? C46 C41 B1 126.82(17) . . ? C42 C41 B1 121.17(16) . . ? F42 C42 C43 114.62(19) . . ? F42 C42 C41 120.16(17) . . ? C43 C42 C41 125.2(2) . . ? F43 C43 C44 120.3(2) . . ? F43 C43 C42 120.3(2) . . ? C44 C43 C42 119.4(2) . . ? F44 C44 C45 120.8(2) . . ? F44 C44 C43 120.5(3) . . ? C45 C44 C43 118.7(2) . . ? F45 C45 C44 119.9(2) . . ? F45 C45 C46 119.8(2) . . ? C44 C45 C46 120.2(2) . . ? F46 C46 C45 114.57(19) . . ? F46 C46 C41 120.96(18) . . ? C45 C46 C41 124.5(2) . . ? C52 C51 C56 112.50(16) . . ? C52 C51 B1 127.17(16) . . ? C56 C51 B1 120.30(15) . . ? F52 C52 C53 114.97(16) . . ? F52 C52 C51 120.53(16) . . ? C53 C52 C51 124.50(17) . . ? F53 C53 C54 119.62(17) . . ? F53 C53 C52 120.68(18) . . ? C54 C53 C52 119.69(17) . . ? F54 C54 C55 120.31(18) . . ? F54 C54 C53 120.84(18) . . ? C55 C54 C53 118.83(17) . . ? F55 C55 C54 119.48(17) . . ? F55 C55 C56 120.88(17) . . ? C54 C55 C56 119.64(18) . . ? F56 C56 C55 116.00(16) . . ? F56 C56 C51 119.18(16) . . ? C55 C56 C51 124.82(17) . . ? C62 C61 C66 115.2(2) . . ? C62 C61 C7 121.99(19) . . ? C66 C61 C7 122.72(19) . . ? F62 C62 C63 117.3(2) . . ? F62 C62 C61 119.13(19) . . ? C63 C62 C61 123.6(2) . . ? F63 C63 C64 120.0(3) . . ? F63 C63 C62 120.7(3) . . ? C64 C63 C62 119.4(3) . . ? F64 C64 C65 120.0(3) . . ? F64 C64 C63 120.4(3) . . ? C65 C64 C63 119.5(2) . . ? F65 C65 C64 120.6(3) . . ? F65 C65 C66 119.3(3) . . ? C64 C65 C66 120.1(3) . . ? F66 C66 C61 120.28(19) . . ? F66 C66 C65 117.6(2) . . ? C61 C66 C65 122.1(2) . . ? C72 C71 C73 119.7(3) . 2_465 ? C72 C71 H71 120.2 . . ? C73 C71 H71 120.2 2_465 . ? C71 C72 C73 119.7(3) . . ? C71 C72 H72 120.1 . . ? C73 C72 H72 120.1 . . ? C71 C73 C72 120.6(3) 2_465 . ? C71 C73 H73 119.7 2_465 . ? C72 C73 H73 119.7 . . ? C83 C81 C82 120.2(3) 2_556 . ? C83 C81 H81 119.9 2_556 . ? C82 C81 H81 119.9 . . ? C81 C82 C83 119.9(3) . . ? C81 C82 H82 120.0 . . ? C83 C82 H82 120.0 . . ? C81 C83 C82 119.9(3) 2_556 . ? C81 C83 H83 120.1 2_556 . ? C82 C83 H83 120.1 . . ? 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 C21 P1 C1 C2 126.19(15) . . . . ? C31 P1 C1 C2 -115.02(15) . . . . ? C11 P1 C1 C2 3.95(17) . . . . ? C21 P1 C1 C3 -52.39(15) . . . . ? C31 P1 C1 C3 66.40(15) . . . . ? C11 P1 C1 C3 -174.63(13) . . . . ? C3 C1 C2 B1 -0.1(3) . . . . ? P1 C1 C2 B1 -178.47(17) . . . . ? C7 B1 C2 C1 -5.7(3) . . . . ? C51 B1 C2 C1 -124.5(2) . . . . ? C41 B1 C2 C1 119.8(2) . . . . ? C2 C1 C3 C4 -70.2(3) . . . . ? P1 C1 C3 C4 108.16(16) . . . . ? C1 C3 C4 C5 55.5(2) . . . . ? C3 C4 C5 C6 51.0(2) . . . . ? C4 C5 C6 C7 -99.3(2) . . . . ? C5 C6 C7 C61 176.49(18) . . . . ? C5 C6 C7 B1 -0.4(3) . . . . ? C2 B1 C7 C6 52.9(2) . . . . ? C51 B1 C7 C6 169.62(17) . . . . ? C41 B1 C7 C6 -66.1(2) . . . . ? C2 B1 C7 C61 -123.96(18) . . . . ? C51 B1 C7 C61 -7.2(2) . . . . ? C41 B1 C7 C61 117.09(18) . . . . ? C1 P1 C11 C12 113.40(16) . . . . ? C21 P1 C11 C12 -6.71(19) . . . . ? C31 P1 C11 C12 -125.62(17) . . . . ? C1 P1 C11 C16 -70.48(17) . . . . ? C21 P1 C11 C16 169.41(15) . . . . ? C31 P1 C11 C16 50.50(18) . . . . ? C16 C11 C12 C13 3.3(3) . . . . ? P1 C11 C12 C13 179.51(19) . . . . ? C11 C12 C13 C14 -1.8(4) . . . . ? C12 C13 C14 C15 -0.6(4) . . . . ? C13 C14 C15 C16 1.5(4) . . . . ? C14 C15 C16 C11 0.0(3) . . . . ? C14 C15 C16 C17 -178.2(2) . . . . ? C12 C11 C16 C15 -2.4(3) . . . . ? P1 C11 C16 C15 -178.45(15) . . . . ? C12 C11 C16 C17 175.7(2) . . . . ? P1 C11 C16 C17 -0.4(3) . . . . ? C1 P1 C21 C22 118.99(16) . . . . ? C31 P1 C21 C22 -0.33(19) . . . . ? C11 P1 C21 C22 -117.63(16) . . . . ? C1 P1 C21 C26 -56.31(18) . . . . ? C31 P1 C21 C26 -175.64(16) . . . . ? C11 P1 C21 C26 67.07(18) . . . . ? C26 C21 C22 C23 -1.1(3) . . . . ? P1 C21 C22 C23 -176.56(16) . . . . ? C21 C22 C23 C24 0.8(3) . . . . ? C22 C23 C24 C25 0.1(4) . . . . ? C23 C24 C25 C26 -0.8(4) . . . . ? C24 C25 C26 C21 0.5(3) . . . . ? C24 C25 C26 C27 179.7(2) . . . . ? C22 C21 C26 C25 0.5(3) . . . . ? P1 C21 C26 C25 175.68(16) . . . . ? C22 C21 C26 C27 -178.7(2) . . . . ? P1 C21 C26 C27 -3.5(3) . . . . ? C1 P1 C31 C32 -2.99(19) . . . . ? C21 P1 C31 C32 114.46(17) . . . . ? C11 P1 C31 C32 -125.61(17) . . . . ? C1 P1 C31 C36 172.57(16) . . . . ? C21 P1 C31 C36 -69.98(19) . . . . ? C11 P1 C31 C36 49.95(19) . . . . ? C33 C34 C35 C36 0.5(4) . . . . ? C35 C34 C33 C32 0.1(4) . . . . ? C36 C31 C32 C33 1.4(3) . . . . ? P1 C31 C32 C33 176.99(18) . . . . ? C34 C33 C32 C31 -1.0(4) . . . . ? C34 C35 C36 C31 -0.2(4) . . . . ? C34 C35 C36 C37 -178.7(2) . . . . ? C32 C31 C36 C35 -0.7(3) . . . . ? P1 C31 C36 C35 -176.20(17) . . . . ? C32 C31 C36 C37 177.7(2) . . . . ? P1 C31 C36 C37 2.2(3) . . . . ? C2 B1 C41 C46 -128.02(19) . . . . ? C7 B1 C41 C46 -3.6(3) . . . . ? C51 B1 C41 C46 119.90(19) . . . . ? C2 B1 C41 C42 48.0(2) . . . . ? C7 B1 C41 C42 172.34(17) . . . . ? C51 B1 C41 C42 -64.1(2) . . . . ? C46 C41 C42 F42 -173.09(17) . . . . ? B1 C41 C42 F42 10.4(3) . . . . ? C46 C41 C42 C43 4.3(3) . . . . ? B1 C41 C42 C43 -172.20(18) . . . . ? F42 C42 C43 F43 -5.0(3) . . . . ? C41 C42 C43 F43 177.43(19) . . . . ? F42 C42 C43 C44 175.17(19) . . . . ? C41 C42 C43 C44 -2.4(3) . . . . ? F43 C43 C44 F44 -0.4(3) . . . . ? C42 C43 C44 F44 179.36(19) . . . . ? F43 C43 C44 C45 178.8(2) . . . . ? C42 C43 C44 C45 -1.4(3) . . . . ? F44 C44 C45 F45 1.5(3) . . . . ? C43 C44 C45 F45 -177.73(19) . . . . ? F44 C44 C45 C46 -178.04(19) . . . . ? C43 C44 C45 C46 2.7(3) . . . . ? F45 C45 C46 F46 0.2(3) . . . . ? C44 C45 C46 F46 179.72(19) . . . . ? F45 C45 C46 C41 -179.98(18) . . . . ? C44 C45 C46 C41 -0.5(3) . . . . ? C42 C41 C46 F46 176.92(17) . . . . ? B1 C41 C46 F46 -6.8(3) . . . . ? C42 C41 C46 C45 -2.9(3) . . . . ? B1 C41 C46 C45 173.40(18) . . . . ? C2 B1 C51 C52 -130.46(18) . . . . ? C7 B1 C51 C52 107.6(2) . . . . ? C41 B1 C51 C52 -19.5(2) . . . . ? C2 B1 C51 C56 52.1(2) . . . . ? C7 B1 C51 C56 -69.8(2) . . . . ? C41 B1 C51 C56 163.07(16) . . . . ? C56 C51 C52 F52 179.13(16) . . . . ? B1 C51 C52 F52 1.5(3) . . . . ? C56 C51 C52 C53 -0.7(3) . . . . ? B1 C51 C52 C53 -178.26(18) . . . . ? F52 C52 C53 F53 0.8(3) . . . . ? C51 C52 C53 F53 -179.35(18) . . . . ? F52 C52 C53 C54 179.46(17) . . . . ? C51 C52 C53 C54 -0.7(3) . . . . ? F53 C53 C54 F54 1.3(3) . . . . ? C52 C53 C54 F54 -177.30(18) . . . . ? F53 C53 C54 C55 179.60(18) . . . . ? C52 C53 C54 C55 1.0(3) . . . . ? F54 C54 C55 F55 -1.4(3) . . . . ? C53 C54 C55 F55 -179.65(18) . . . . ? F54 C54 C55 C56 178.50(18) . . . . ? C53 C54 C55 C56 0.2(3) . . . . ? F55 C55 C56 F56 -2.8(3) . . . . ? C54 C55 C56 F56 177.32(17) . . . . ? F55 C55 C56 C51 178.06(17) . . . . ? C54 C55 C56 C51 -1.8(3) . . . . ? C52 C51 C56 F56 -177.16(15) . . . . ? B1 C51 C56 F56 0.6(2) . . . . ? C52 C51 C56 C55 2.0(3) . . . . ? B1 C51 C56 C55 179.74(17) . . . . ? C6 C7 C61 C62 119.3(2) . . . . ? B1 C7 C61 C62 -63.6(2) . . . . ? C6 C7 C61 C66 -63.6(3) . . . . ? B1 C7 C61 C66 113.5(2) . . . . ? C66 C61 C62 F62 179.34(18) . . . . ? C7 C61 C62 F62 -3.4(3) . . . . ? C66 C61 C62 C63 -1.2(3) . . . . ? C7 C61 C62 C63 176.09(19) . . . . ? F62 C62 C63 F63 0.3(3) . . . . ? C61 C62 C63 F63 -179.18(19) . . . . ? F62 C62 C63 C64 -179.5(2) . . . . ? C61 C62 C63 C64 1.1(3) . . . . ? F63 C63 C64 F64 -0.3(3) . . . . ? C62 C63 C64 F64 179.4(2) . . . . ? F63 C63 C64 C65 179.6(2) . . . . ? C62 C63 C64 C65 -0.7(4) . . . . ? F64 C64 C65 F65 0.8(4) . . . . ? C63 C64 C65 F65 -179.1(2) . . . . ? F64 C64 C65 C66 -179.6(2) . . . . ? C63 C64 C65 C66 0.5(4) . . . . ? C62 C61 C66 F66 178.68(18) . . . . ? C7 C61 C66 F66 1.4(3) . . . . ? C62 C61 C66 C65 1.0(3) . . . . ? C7 C61 C66 C65 -176.28(19) . . . . ? F65 C65 C66 F66 1.2(3) . . . . ? C64 C65 C66 F66 -178.4(2) . . . . ? F65 C65 C66 C61 179.0(2) . . . . ? C64 C65 C66 C61 -0.7(4) . . . . ? C73 C71 C72 C73 -0.1(5) 2_465 . . . ? C71 C72 C73 C71 0.1(5) . . . 2_465 ? C83 C81 C82 C83 -0.4(5) 2_556 . . . ? C81 C82 C83 C81 0.4(5) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 66.83 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.246 _refine_diff_density_min -0.333 _refine_diff_density_rms 0.045