Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Michael Baird' 'Neda Bavarian' _publ_contact_author_name 'Prof Michael Baird' _publ_contact_author_address ; Department of Chemistry Queen's University Kingston Ontario K7L 3N6 CANADA ; _publ_contact_author_email BAIRDMC@CHEM.QUEENSU.CA _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Synthesis and Characterization of the New, Weakly Coordinating Anions [RB(C6F5)3]- (R = CH2Me, CHMe2, CH2CMe3); Utilization of [HNMe2Ph][Me3CH2B(C6F5)3] to Activate Zirconocene Catalysts for Propylene Polymerization ; data_aw71 _database_code_depnum_ccdc_archive 'CCDC 246648' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H35 B F15 N P2' _chemical_formula_weight 1079.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.854(2) _cell_length_b 18.717(3) _cell_length_c 20.397(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.713(3) _cell_angle_gamma 90.00 _cell_volume 4905.1(15) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 0.186 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.8453 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34522 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.1320 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 28.32 _reflns_number_total 11546 _reflns_number_gt 4877 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0448P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11546 _refine_ls_number_parameters 796 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1344 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.1082 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 0.799 _refine_ls_restrained_S_all 0.799 _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 N1 N -1.70130(16) 0.01038(10) 0.25001(10) 0.0362(5) Uani 1 1 d . . . P1 P -1.73590(6) 0.01816(4) 0.17522(3) 0.03468(19) Uani 1 1 d . . . P2 P -1.66262(6) -0.04367(4) 0.30454(4) 0.03657(19) Uani 1 1 d . . . B1 B -1.2789(3) 0.29519(16) 0.35047(16) 0.0402(8) Uani 1 1 d . . . C1 C -1.3034(2) 0.30925(13) 0.27045(13) 0.0375(7) Uani 1 1 d . . . C2 C -1.2421(2) 0.29126(15) 0.21922(16) 0.0472(8) Uani 1 1 d . . . C3 C -1.2636(3) 0.30746(17) 0.15387(16) 0.0576(9) Uani 1 1 d . . . C4 C -1.3502(3) 0.34555(17) 0.13791(15) 0.0564(9) Uani 1 1 d . . . C5 C -1.4140(2) 0.36659(15) 0.18607(15) 0.0480(8) Uani 1 1 d . . . C6 C -1.3901(2) 0.34786(14) 0.24976(14) 0.0394(7) Uani 1 1 d . . . C7 C -1.2693(2) 0.37786(13) 0.37976(13) 0.0359(7) Uani 1 1 d . . . C8 C -1.3398(2) 0.41461(14) 0.41824(13) 0.0351(7) Uani 1 1 d . . . C9 C -1.3277(2) 0.48374(15) 0.43951(13) 0.0375(7) Uani 1 1 d . . . C10 C -1.2424(2) 0.52243(15) 0.42198(13) 0.0418(7) Uani 1 1 d . . . C11 C -1.1711(2) 0.48995(16) 0.38352(14) 0.0451(8) Uani 1 1 d . . . C12 C -1.1851(2) 0.42105(15) 0.36359(13) 0.0414(7) Uani 1 1 d . . . C13 C -1.3729(2) 0.24963(13) 0.38444(13) 0.0375(7) Uani 1 1 d . . . C14 C -1.4507(2) 0.21130(13) 0.35266(14) 0.0378(7) Uani 1 1 d . . . C15 C -1.5271(2) 0.17311(13) 0.38317(15) 0.0409(7) Uani 1 1 d . . . C16 C -1.5276(2) 0.17055(14) 0.44997(15) 0.0441(8) Uani 1 1 d . . . C17 C -1.4503(2) 0.20523(14) 0.48491(14) 0.0451(8) Uani 1 1 d . . . C18 C -1.3760(2) 0.24239(14) 0.45213(15) 0.0419(7) Uani 1 1 d . . . C19 C -1.1706(2) 0.25181(14) 0.36812(14) 0.0462(8) Uani 1 1 d . . . H19A H -1.1140 0.2734 0.3429 0.055 Uiso 1 1 calc R . . H19B H -1.1530 0.2588 0.4153 0.055 Uiso 1 1 calc R . . C20 C -1.1734(3) 0.17208(16) 0.35404(17) 0.0761(11) Uani 1 1 d . . . H20A H -1.1057 0.1509 0.3661 0.114 Uiso 1 1 calc R . . H20B H -1.1886 0.1643 0.3072 0.114 Uiso 1 1 calc R . . H20C H -1.2277 0.1496 0.3798 0.114 Uiso 1 1 calc R . . C21 C -1.8649(2) 0.05500(13) 0.17040(14) 0.0390(7) Uani 1 1 d . . . C22 C -1.9346(2) 0.03645(16) 0.21828(18) 0.0511(8) Uani 1 1 d . . . H22 H -1.912(2) 0.0054(14) 0.2549(14) 0.060(9) Uiso 1 1 d . . . C23 C -2.0365(3) 0.06167(18) 0.2171(2) 0.0653(10) Uani 1 1 d . . . H23 H -2.103(3) 0.047(2) 0.273(2) 0.161(17) Uiso 1 1 d . . . C24 C -2.0664(3) 0.1063(2) 0.1667(2) 0.0698(12) Uani 1 1 d . . . H24 H -2.131(3) 0.1232(16) 0.1607(15) 0.075(12) Uiso 1 1 d . . . C25 C -2.0003(3) 0.12627(19) 0.1188(2) 0.0676(11) Uani 1 1 d . . . H25 H -2.016(2) 0.1563(17) 0.0836(15) 0.076(12) Uiso 1 1 d . . . C26 C -1.8977(3) 0.09999(17) 0.11968(17) 0.0550(9) Uani 1 1 d . . . H26 H -1.8486(19) 0.1132(12) 0.0875(12) 0.036(8) Uiso 1 1 d . . . C27 C -1.6518(2) 0.07865(14) 0.13442(13) 0.0372(7) Uani 1 1 d . . . C28 C -1.6373(3) 0.07421(19) 0.06719(16) 0.0602(10) Uani 1 1 d . . . H28 H -1.667(2) 0.0374(13) 0.0448(13) 0.048(9) Uiso 1 1 d . . . C29 C -1.5767(3) 0.1234(2) 0.03558(18) 0.0724(11) Uani 1 1 d . . . H29 H -1.561(2) 0.1200(15) -0.0119(16) 0.081(11) Uiso 1 1 d . . . C30 C -1.5286(3) 0.17649(19) 0.07048(18) 0.0640(10) Uani 1 1 d . . . H30 H -1.486(2) 0.2113(15) 0.0494(15) 0.074(10) Uiso 1 1 d . . . C31 C -1.5408(3) 0.18164(17) 0.13705(18) 0.0593(10) Uani 1 1 d . . . H31 H -1.506(2) 0.2180(14) 0.1612(14) 0.061(9) Uiso 1 1 d . . . C32 C -1.6019(2) 0.13267(16) 0.16855(17) 0.0452(8) Uani 1 1 d . . . H32 H -1.6085(18) 0.1342(11) 0.2113(11) 0.026(7) Uiso 1 1 d . . . C33 C -1.7373(2) -0.06417(13) 0.12973(12) 0.0332(7) Uani 1 1 d . . . C34 C -1.8294(2) -0.09397(14) 0.10517(14) 0.0375(7) Uani 1 1 d . . . H34 H -1.8982(18) -0.0701(11) 0.1117(10) 0.028(7) Uiso 1 1 d . . . C35 C -1.8277(3) -0.15932(15) 0.07320(15) 0.0440(8) Uani 1 1 d . . . H35 H -1.892(2) -0.1790(13) 0.0576(13) 0.052(9) Uiso 1 1 d . . . C36 C -1.7353(3) -0.19500(16) 0.06672(15) 0.0476(8) Uani 1 1 d . . . H36 H -1.7394(19) -0.2409(13) 0.0449(12) 0.046(8) Uiso 1 1 d . . . C37 C -1.6432(3) -0.16575(16) 0.09096(15) 0.0463(8) Uani 1 1 d . . . H37 H -1.579(2) -0.1909(13) 0.0883(12) 0.045(8) Uiso 1 1 d . . . C38 C -1.6443(2) -0.10028(16) 0.12229(14) 0.0425(8) Uani 1 1 d . . . H38 H -1.5824(19) -0.0793(12) 0.1400(12) 0.040(8) Uiso 1 1 d . . . C39 C -1.7426(2) -0.03640(15) 0.37499(13) 0.0406(7) Uani 1 1 d . . . C40 C -1.7584(3) -0.0950(2) 0.41538(17) 0.0580(9) Uani 1 1 d . . . H40 H -1.733(2) -0.1377(13) 0.4045(13) 0.045(9) Uiso 1 1 d . . . C41 C -1.8171(3) -0.0885(3) 0.47064(18) 0.0709(11) Uani 1 1 d . . . H41 H -1.827(2) -0.1332(16) 0.4936(16) 0.083(12) Uiso 1 1 d . . . C42 C -1.8613(3) -0.0234(3) 0.48494(19) 0.0762(13) Uani 1 1 d . . . H42 H -1.899(3) -0.0226(17) 0.5182(17) 0.082(13) Uiso 1 1 d . . . C43 C -1.8471(3) 0.0354(2) 0.44587(19) 0.0684(10) Uani 1 1 d . . . H43 H -1.884(3) 0.0846(18) 0.4543(16) 0.101(13) Uiso 1 1 d . . . C44 C -1.7872(3) 0.02813(18) 0.39064(16) 0.0543(9) Uani 1 1 d . . . H44 H -1.7786(19) 0.0676(13) 0.3643(12) 0.039(8) Uiso 1 1 d . . . C45 C -1.5308(2) -0.02334(13) 0.33011(14) 0.0379(7) Uani 1 1 d . . . C46 C -1.4927(3) -0.03513(19) 0.39292(19) 0.0718(12) Uani 1 1 d . . . H46 H -1.541(2) -0.0493(16) 0.4210(15) 0.073(12) Uiso 1 1 d . . . C47 C -1.3899(3) -0.0197(2) 0.4092(2) 0.0845(14) Uani 1 1 d . . . H47 H -1.370(2) -0.0269(15) 0.4514(16) 0.077(12) Uiso 1 1 d . . . C48 C -1.3249(3) 0.00690(18) 0.3636(2) 0.0680(11) Uani 1 1 d . . . H48 H -1.258(2) 0.0202(15) 0.3772(14) 0.071(11) Uiso 1 1 d . . . C49 C -1.3623(3) 0.0200(2) 0.3017(2) 0.0712(11) Uani 1 1 d . . . H49 H -1.319(3) 0.0356(18) 0.2682(18) 0.106(14) Uiso 1 1 d . . . C50 C -1.4651(3) 0.00507(18) 0.28514(17) 0.0557(9) Uani 1 1 d . . . H50 H -1.489(2) 0.0131(14) 0.2413(14) 0.066(10) Uiso 1 1 d . . . C51 C -1.6693(2) -0.13568(13) 0.28019(13) 0.0361(7) Uani 1 1 d . . . C52 C -1.5831(3) -0.17964(15) 0.27749(15) 0.0458(8) Uani 1 1 d . . . H52 H -1.5184(18) -0.1606(11) 0.2890(11) 0.029(7) Uiso 1 1 d . . . C53 C -1.5946(3) -0.24909(16) 0.25532(16) 0.0537(9) Uani 1 1 d . . . H53 H -1.5356(19) -0.2758(12) 0.2559(12) 0.037(8) Uiso 1 1 d . . . C54 C -1.6905(3) -0.27491(16) 0.23658(16) 0.0522(9) Uani 1 1 d . . . H54 H -1.6931(19) -0.3241(14) 0.2215(12) 0.048(8) Uiso 1 1 d . . . C55 C -1.7770(3) -0.23142(17) 0.23915(16) 0.0512(9) Uani 1 1 d . . . H55 H -1.841(2) -0.2478(13) 0.2244(13) 0.044(8) Uiso 1 1 d . . . C56 C -1.7669(2) -0.16235(16) 0.26096(14) 0.0421(8) Uani 1 1 d . . . H56 H -1.8239(19) -0.1312(12) 0.2606(11) 0.033(7) Uiso 1 1 d . . . F2 F -1.15223(14) 0.25385(9) 0.22977(9) 0.0694(5) Uani 1 1 d . . . F3 F -1.19818(17) 0.28571(11) 0.10718(9) 0.0911(7) Uani 1 1 d . . . F4 F -1.37246(16) 0.36178(11) 0.07451(9) 0.0863(6) Uani 1 1 d . . . F5 F -1.50136(14) 0.40419(9) 0.17006(8) 0.0701(5) Uani 1 1 d . . . F6 F -1.46054(12) 0.36873(8) 0.29452(8) 0.0523(4) Uani 1 1 d . . . F8 F -1.42861(11) 0.38238(8) 0.43723(7) 0.0464(4) Uani 1 1 d . . . F9 F -1.39945(12) 0.51371(8) 0.47732(7) 0.0522(4) Uani 1 1 d . . . F10 F -1.22927(13) 0.59042(8) 0.44142(8) 0.0606(5) Uani 1 1 d . . . F11 F -1.08651(14) 0.52704(9) 0.36504(9) 0.0692(5) Uani 1 1 d . . . F12 F -1.11180(12) 0.39433(8) 0.32378(8) 0.0584(5) Uani 1 1 d . . . F14 F -1.45708(12) 0.20888(8) 0.28575(7) 0.0494(4) Uani 1 1 d . . . F15 F -1.60235(12) 0.13965(8) 0.34740(8) 0.0532(5) Uani 1 1 d . . . F16 F -1.60352(14) 0.13526(9) 0.48038(8) 0.0644(5) Uani 1 1 d . . . F17 F -1.44947(14) 0.20319(9) 0.55121(8) 0.0630(5) Uani 1 1 d . . . F18 F -1.30242(13) 0.27521(8) 0.49118(8) 0.0550(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0405(14) 0.0373(12) 0.0305(13) 0.0006(10) -0.0016(11) 0.0009(11) P1 0.0342(4) 0.0365(4) 0.0332(4) 0.0006(3) -0.0011(3) -0.0014(3) P2 0.0373(5) 0.0380(4) 0.0342(4) 0.0023(3) -0.0015(4) -0.0003(3) B1 0.034(2) 0.0447(19) 0.042(2) -0.0009(16) 0.0022(16) 0.0020(16) C1 0.0374(18) 0.0353(15) 0.0401(18) -0.0043(13) 0.0048(15) -0.0054(13) C2 0.041(2) 0.0464(18) 0.054(2) 0.0007(16) 0.0087(17) 0.0008(15) C3 0.070(3) 0.065(2) 0.039(2) -0.0005(17) 0.0226(19) -0.0019(19) C4 0.077(3) 0.060(2) 0.033(2) 0.0103(16) 0.0049(19) -0.0083(19) C5 0.051(2) 0.0467(18) 0.046(2) 0.0076(16) -0.0029(18) -0.0003(16) C6 0.0420(19) 0.0415(16) 0.0353(18) -0.0042(14) 0.0088(15) -0.0023(14) C7 0.0308(16) 0.0439(16) 0.0327(17) 0.0006(13) -0.0020(13) 0.0003(14) C8 0.0267(16) 0.0436(17) 0.0351(17) 0.0040(14) 0.0001(14) -0.0025(13) C9 0.0347(18) 0.0469(17) 0.0309(16) -0.0039(14) 0.0025(14) 0.0050(15) C10 0.048(2) 0.0423(17) 0.0348(17) -0.0062(14) -0.0018(15) -0.0028(15) C11 0.0380(19) 0.0533(19) 0.0441(19) -0.0036(16) 0.0045(15) -0.0173(16) C12 0.0323(18) 0.0550(19) 0.0373(18) -0.0031(15) 0.0081(15) -0.0015(15) C13 0.0394(18) 0.0376(15) 0.0353(18) 0.0024(13) -0.0023(14) 0.0032(13) C14 0.0449(19) 0.0337(15) 0.0350(18) 0.0037(13) 0.0027(15) 0.0030(14) C15 0.044(2) 0.0287(15) 0.050(2) 0.0018(14) -0.0044(16) -0.0019(14) C16 0.048(2) 0.0383(17) 0.047(2) 0.0113(15) 0.0072(17) -0.0038(15) C17 0.056(2) 0.0441(17) 0.0346(19) 0.0077(15) -0.0009(16) 0.0047(16) C18 0.0396(19) 0.0398(16) 0.046(2) 0.0026(14) -0.0066(16) -0.0039(14) C19 0.0446(19) 0.0499(18) 0.0444(19) -0.0035(15) 0.0058(15) 0.0045(15) C20 0.077(3) 0.070(2) 0.082(3) 0.020(2) 0.026(2) 0.024(2) C21 0.0401(19) 0.0339(15) 0.0426(18) -0.0059(14) -0.0066(15) 0.0007(13) C22 0.040(2) 0.0487(19) 0.065(2) -0.0026(18) 0.0020(18) 0.0010(16) C23 0.043(2) 0.057(2) 0.095(3) -0.016(2) -0.005(2) 0.0060(18) C24 0.043(3) 0.059(2) 0.106(4) -0.034(2) -0.014(3) 0.010(2) C25 0.070(3) 0.049(2) 0.081(3) -0.008(2) -0.033(3) 0.014(2) C26 0.059(3) 0.052(2) 0.054(2) 0.0008(18) -0.009(2) 0.0037(18) C27 0.0389(18) 0.0409(16) 0.0317(17) 0.0034(13) -0.0013(14) -0.0026(13) C28 0.068(3) 0.069(2) 0.042(2) 0.0014(19) -0.0064(18) -0.033(2) C29 0.090(3) 0.090(3) 0.036(2) 0.007(2) -0.001(2) -0.037(2) C30 0.076(3) 0.064(2) 0.052(2) 0.0149(19) 0.005(2) -0.026(2) C31 0.075(3) 0.049(2) 0.055(2) -0.0055(18) 0.009(2) -0.0217(19) C32 0.055(2) 0.0450(18) 0.036(2) -0.0008(16) 0.0075(17) -0.0051(15) C33 0.0335(17) 0.0372(15) 0.0289(16) 0.0030(12) 0.0028(13) -0.0004(13) C34 0.0351(18) 0.0372(16) 0.0401(18) 0.0022(14) -0.0006(15) -0.0001(14) C35 0.044(2) 0.0410(18) 0.047(2) -0.0011(15) -0.0068(17) -0.0039(16) C36 0.061(2) 0.0377(18) 0.044(2) -0.0056(15) 0.0038(17) -0.0031(17) C37 0.042(2) 0.0506(19) 0.047(2) 0.0001(16) 0.0096(17) 0.0090(17) C38 0.038(2) 0.0511(19) 0.0389(19) -0.0042(15) 0.0032(16) -0.0056(16) C39 0.0382(18) 0.0542(19) 0.0292(17) -0.0013(14) -0.0012(14) -0.0038(15) C40 0.059(2) 0.073(3) 0.042(2) 0.010(2) 0.0030(18) 0.005(2) C41 0.059(3) 0.108(3) 0.046(2) 0.020(3) 0.003(2) -0.003(2) C42 0.055(3) 0.135(4) 0.039(2) -0.011(3) 0.011(2) -0.013(3) C43 0.063(3) 0.088(3) 0.055(3) -0.018(2) 0.015(2) -0.006(2) C44 0.061(2) 0.057(2) 0.045(2) -0.0077(18) 0.0072(18) -0.0082(18) C45 0.0406(18) 0.0306(14) 0.0421(18) 0.0023(13) -0.0064(15) -0.0009(13) C46 0.065(3) 0.082(3) 0.067(3) 0.036(2) -0.021(2) -0.033(2) C47 0.076(3) 0.090(3) 0.085(3) 0.046(2) -0.049(3) -0.040(2) C48 0.048(2) 0.061(2) 0.093(3) 0.016(2) -0.028(2) -0.0121(19) C49 0.037(2) 0.110(3) 0.067(3) 0.000(2) 0.001(2) -0.007(2) C50 0.038(2) 0.089(3) 0.040(2) -0.0014(19) -0.0006(17) 0.0004(18) C51 0.0381(18) 0.0360(15) 0.0341(17) 0.0057(13) 0.0012(14) -0.0007(14) C52 0.040(2) 0.0409(18) 0.055(2) 0.0065(15) -0.0099(17) -0.0034(16) C53 0.057(2) 0.0402(19) 0.064(2) 0.0090(16) -0.0067(19) 0.0130(18) C54 0.067(3) 0.0303(17) 0.059(2) 0.0041(16) -0.0018(19) -0.0063(18) C55 0.050(2) 0.049(2) 0.054(2) 0.0084(16) -0.0045(18) -0.0150(18) C56 0.040(2) 0.0399(18) 0.047(2) 0.0072(15) 0.0028(16) -0.0013(16) F2 0.0630(13) 0.0823(13) 0.0640(13) 0.0009(10) 0.0221(10) 0.0203(11) F3 0.1007(17) 0.1193(16) 0.0555(13) 0.0029(12) 0.0376(12) 0.0154(14) F4 0.1101(18) 0.1069(15) 0.0422(12) 0.0213(11) 0.0071(12) -0.0039(13) F5 0.0718(14) 0.0824(13) 0.0554(12) 0.0135(10) -0.0108(10) 0.0137(11) F6 0.0442(11) 0.0681(11) 0.0447(10) -0.0018(9) 0.0007(9) 0.0127(9) F8 0.0338(9) 0.0517(9) 0.0541(11) -0.0002(8) 0.0094(8) -0.0017(8) F9 0.0480(11) 0.0590(10) 0.0503(11) -0.0104(9) 0.0143(9) 0.0041(8) F10 0.0709(13) 0.0516(10) 0.0599(12) -0.0183(9) 0.0094(10) -0.0175(9) F11 0.0595(12) 0.0773(12) 0.0722(13) -0.0224(10) 0.0247(10) -0.0334(10) F12 0.0427(11) 0.0647(11) 0.0691(12) -0.0161(9) 0.0223(9) -0.0095(9) F14 0.0566(11) 0.0524(9) 0.0392(10) -0.0018(8) -0.0012(8) -0.0140(8) F15 0.0532(11) 0.0465(9) 0.0594(11) 0.0039(8) -0.0039(9) -0.0139(8) F16 0.0680(13) 0.0634(11) 0.0623(12) 0.0167(9) 0.0135(10) -0.0151(10) F17 0.0770(13) 0.0730(12) 0.0392(11) 0.0132(9) 0.0029(9) -0.0047(10) F18 0.0588(12) 0.0634(11) 0.0420(10) 0.0024(8) -0.0104(9) -0.0096(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 P2 1.573(2) . ? N1 P1 1.583(2) . ? P1 C27 1.788(3) . ? P1 C21 1.795(3) . ? P1 C33 1.799(3) . ? P2 C51 1.794(3) . ? P2 C39 1.797(3) . ? P2 C45 1.798(3) . ? B1 C19 1.642(4) . ? B1 C13 1.649(4) . ? B1 C7 1.662(4) . ? B1 C1 1.674(4) . ? C1 C2 1.369(4) . ? C1 C6 1.383(4) . ? C2 F2 1.363(3) . ? C2 C3 1.387(4) . ? C3 F3 1.352(3) . ? C3 C4 1.354(4) . ? C4 F4 1.351(3) . ? C4 C5 1.357(4) . ? C5 F5 1.356(3) . ? C5 C6 1.372(4) . ? C6 F6 1.362(3) . ? C7 C8 1.397(3) . ? C7 C12 1.399(3) . ? C8 F8 1.358(3) . ? C8 C9 1.372(3) . ? C9 F9 1.343(3) . ? C9 C10 1.371(4) . ? C10 F10 1.342(3) . ? C10 C11 1.366(4) . ? C11 F11 1.353(3) . ? C11 C12 1.363(4) . ? C12 F12 1.357(3) . ? C13 C14 1.377(4) . ? C13 C18 1.389(4) . ? C14 F14 1.366(3) . ? C14 C15 1.377(4) . ? C15 F15 1.349(3) . ? C15 C16 1.364(4) . ? C16 F16 1.345(3) . ? C16 C17 1.369(4) . ? C17 F17 1.353(3) . ? C17 C18 1.372(4) . ? C18 F18 1.364(3) . ? C19 C20 1.520(4) . ? C21 C22 1.389(4) . ? C21 C26 1.390(4) . ? C22 C23 1.392(4) . ? C23 C24 1.369(5) . ? C24 C25 1.367(5) . ? C25 C26 1.407(5) . ? C27 C32 1.376(4) . ? C27 C28 1.392(4) . ? C28 C29 1.379(4) . ? C29 C30 1.360(4) . ? C30 C31 1.375(4) . ? C31 C32 1.378(4) . ? C33 C38 1.386(4) . ? C33 C34 1.389(3) . ? C34 C35 1.387(4) . ? C35 C36 1.372(4) . ? C36 C37 1.381(4) . ? C37 C38 1.382(4) . ? C39 C44 1.378(4) . ? C39 C40 1.390(4) . ? C40 C41 1.381(5) . ? C41 C42 1.379(5) . ? C42 C43 1.374(5) . ? C43 C44 1.390(4) . ? C45 C50 1.372(4) . ? C45 C46 1.376(4) . ? C46 C47 1.384(5) . ? C47 C48 1.363(5) . ? C48 C49 1.360(5) . ? C49 C50 1.383(4) . ? C51 C52 1.382(4) . ? C51 C56 1.395(4) . ? C52 C53 1.383(4) . ? C53 C54 1.368(4) . ? C54 C55 1.380(4) . ? C55 C56 1.372(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 P2 N1 P1 144.52(14) . . ? N1 P1 C27 110.53(12) . . ? N1 P1 C21 108.69(13) . . ? C27 P1 C21 107.53(13) . . ? N1 P1 C33 114.62(11) . . ? C27 P1 C33 107.41(12) . . ? C21 P1 C33 107.81(12) . . ? N1 P2 C51 114.21(12) . . ? N1 P2 C39 109.91(12) . . ? C51 P2 C39 105.68(13) . . ? N1 P2 C45 110.13(12) . . ? C51 P2 C45 108.69(12) . . ? C39 P2 C45 107.97(13) . . ? C19 B1 C13 106.2(2) . . ? C19 B1 C7 109.2(2) . . ? C13 B1 C7 112.2(2) . . ? C19 B1 C1 115.1(2) . . ? C13 B1 C1 111.9(2) . . ? C7 B1 C1 102.3(2) . . ? C2 C1 C6 111.9(3) . . ? C2 C1 B1 127.6(3) . . ? C6 C1 B1 120.4(2) . . ? F2 C2 C1 120.7(3) . . ? F2 C2 C3 114.0(3) . . ? C1 C2 C3 125.3(3) . . ? F3 C3 C4 120.9(3) . . ? F3 C3 C2 120.1(3) . . ? C4 C3 C2 119.0(3) . . ? F4 C4 C3 119.9(3) . . ? F4 C4 C5 120.8(3) . . ? C3 C4 C5 119.3(3) . . ? F5 C5 C4 119.4(3) . . ? F5 C5 C6 121.4(3) . . ? C4 C5 C6 119.2(3) . . ? F6 C6 C5 115.2(3) . . ? F6 C6 C1 119.4(3) . . ? C5 C6 C1 125.3(3) . . ? C8 C7 C12 111.5(2) . . ? C8 C7 B1 128.2(2) . . ? C12 C7 B1 120.2(2) . . ? F8 C8 C9 114.6(2) . . ? F8 C8 C7 120.4(2) . . ? C9 C8 C7 125.0(3) . . ? F9 C9 C10 119.9(2) . . ? F9 C9 C8 120.2(3) . . ? C10 C9 C8 120.0(3) . . ? F10 C10 C11 120.7(3) . . ? F10 C10 C9 121.2(3) . . ? C11 C10 C9 118.1(3) . . ? F11 C11 C12 120.2(3) . . ? F11 C11 C10 119.3(3) . . ? C12 C11 C10 120.5(3) . . ? F12 C12 C11 116.1(3) . . ? F12 C12 C7 119.0(2) . . ? C11 C12 C7 124.9(3) . . ? C14 C13 C18 112.1(3) . . ? C14 C13 B1 127.1(3) . . ? C18 C13 B1 120.7(2) . . ? F14 C14 C13 120.6(2) . . ? F14 C14 C15 114.4(2) . . ? C13 C14 C15 125.1(3) . . ? F15 C15 C16 119.9(3) . . ? F15 C15 C14 120.4(3) . . ? C16 C15 C14 119.7(3) . . ? F16 C16 C15 120.3(3) . . ? F16 C16 C17 121.2(3) . . ? C15 C16 C17 118.6(3) . . ? F17 C17 C16 119.4(3) . . ? F17 C17 C18 121.1(3) . . ? C16 C17 C18 119.5(3) . . ? F18 C18 C17 115.1(3) . . ? F18 C18 C13 119.8(3) . . ? C17 C18 C13 125.1(3) . . ? C20 C19 B1 115.4(2) . . ? C22 C21 C26 119.1(3) . . ? C22 C21 P1 118.7(2) . . ? C26 C21 P1 122.2(3) . . ? C21 C22 C23 121.9(3) . . ? C24 C23 C22 117.6(4) . . ? C25 C24 C23 122.5(4) . . ? C24 C25 C26 119.8(4) . . ? C21 C26 C25 119.0(4) . . ? C32 C27 C28 117.9(3) . . ? C32 C27 P1 120.6(2) . . ? C28 C27 P1 121.5(2) . . ? C29 C28 C27 121.0(3) . . ? C30 C29 C28 119.8(4) . . ? C29 C30 C31 120.3(3) . . ? C30 C31 C32 119.8(3) . . ? C27 C32 C31 121.1(3) . . ? C38 C33 C34 119.6(3) . . ? C38 C33 P1 118.6(2) . . ? C34 C33 P1 121.7(2) . . ? C35 C34 C33 119.9(3) . . ? C36 C35 C34 120.1(3) . . ? C35 C36 C37 120.5(3) . . ? C36 C37 C38 119.8(3) . . ? C37 C38 C33 120.2(3) . . ? C44 C39 C40 119.0(3) . . ? C44 C39 P2 120.2(2) . . ? C40 C39 P2 120.8(2) . . ? C41 C40 C39 120.6(4) . . ? C42 C41 C40 119.2(4) . . ? C43 C42 C41 121.5(4) . . ? C42 C43 C44 118.6(4) . . ? C39 C44 C43 121.1(4) . . ? C50 C45 C46 118.4(3) . . ? C50 C45 P2 118.8(2) . . ? C46 C45 P2 122.8(3) . . ? C45 C46 C47 120.1(4) . . ? C48 C47 C46 120.9(4) . . ? C49 C48 C47 119.5(4) . . ? C48 C49 C50 119.9(4) . . ? C45 C50 C49 121.2(3) . . ? C52 C51 C56 119.4(3) . . ? C52 C51 P2 123.4(2) . . ? C56 C51 P2 117.2(2) . . ? C51 C52 C53 119.7(3) . . ? C54 C53 C52 120.6(3) . . ? C53 C54 C55 120.1(3) . . ? C56 C55 C54 120.0(3) . . ? C55 C56 C51 120.3(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 P2 N1 P1 C27 -119.6(2) . . . . ? P2 N1 P1 C21 122.6(2) . . . . ? P2 N1 P1 C33 2.0(3) . . . . ? P1 N1 P2 C51 -9.4(3) . . . . ? P1 N1 P2 C39 -127.9(2) . . . . ? P1 N1 P2 C45 113.2(3) . . . . ? C19 B1 C1 C2 -2.7(4) . . . . ? C13 B1 C1 C2 -124.1(3) . . . . ? C7 B1 C1 C2 115.6(3) . . . . ? C19 B1 C1 C6 -177.2(2) . . . . ? C13 B1 C1 C6 61.3(3) . . . . ? C7 B1 C1 C6 -59.0(3) . . . . ? C6 C1 C2 F2 179.2(2) . . . . ? B1 C1 C2 F2 4.2(4) . . . . ? C6 C1 C2 C3 -1.5(4) . . . . ? B1 C1 C2 C3 -176.5(3) . . . . ? F2 C2 C3 F3 0.6(4) . . . . ? C1 C2 C3 F3 -178.7(3) . . . . ? F2 C2 C3 C4 -178.9(3) . . . . ? C1 C2 C3 C4 1.7(5) . . . . ? F3 C3 C4 F4 0.5(5) . . . . ? C2 C3 C4 F4 -179.9(3) . . . . ? F3 C3 C4 C5 -179.9(3) . . . . ? C2 C3 C4 C5 -0.3(5) . . . . ? F4 C4 C5 F5 0.2(4) . . . . ? C3 C4 C5 F5 -179.4(3) . . . . ? F4 C4 C5 C6 178.6(3) . . . . ? C3 C4 C5 C6 -0.9(5) . . . . ? F5 C5 C6 F6 1.0(4) . . . . ? C4 C5 C6 F6 -177.5(3) . . . . ? F5 C5 C6 C1 179.5(2) . . . . ? C4 C5 C6 C1 1.1(5) . . . . ? C2 C1 C6 F6 178.6(2) . . . . ? B1 C1 C6 F6 -6.0(4) . . . . ? C2 C1 C6 C5 0.1(4) . . . . ? B1 C1 C6 C5 175.5(3) . . . . ? C19 B1 C7 C8 -130.0(3) . . . . ? C13 B1 C7 C8 -12.5(4) . . . . ? C1 B1 C7 C8 107.6(3) . . . . ? C19 B1 C7 C12 53.6(3) . . . . ? C13 B1 C7 C12 171.0(2) . . . . ? C1 B1 C7 C12 -68.9(3) . . . . ? C12 C7 C8 F8 177.9(2) . . . . ? B1 C7 C8 F8 1.2(4) . . . . ? C12 C7 C8 C9 -1.7(4) . . . . ? B1 C7 C8 C9 -178.4(3) . . . . ? F8 C8 C9 F9 1.5(3) . . . . ? C7 C8 C9 F9 -178.9(2) . . . . ? F8 C8 C9 C10 -178.3(2) . . . . ? C7 C8 C9 C10 1.3(4) . . . . ? F9 C9 C10 F10 -0.6(4) . . . . ? C8 C9 C10 F10 179.2(2) . . . . ? F9 C9 C10 C11 179.9(2) . . . . ? C8 C9 C10 C11 -0.3(4) . . . . ? F10 C10 C11 F11 0.1(4) . . . . ? C9 C10 C11 F11 179.5(2) . . . . ? F10 C10 C11 C12 -179.6(2) . . . . ? C9 C10 C11 C12 -0.1(4) . . . . ? F11 C11 C12 F12 -1.7(4) . . . . ? C10 C11 C12 F12 177.9(2) . . . . ? F11 C11 C12 C7 180.0(2) . . . . ? C10 C11 C12 C7 -0.4(5) . . . . ? C8 C7 C12 F12 -177.0(2) . . . . ? B1 C7 C12 F12 0.0(4) . . . . ? C8 C7 C12 C11 1.3(4) . . . . ? B1 C7 C12 C11 178.3(3) . . . . ? C19 B1 C13 C14 -111.1(3) . . . . ? C7 B1 C13 C14 129.7(3) . . . . ? C1 B1 C13 C14 15.3(4) . . . . ? C19 B1 C13 C18 64.1(3) . . . . ? C7 B1 C13 C18 -55.1(3) . . . . ? C1 B1 C13 C18 -169.5(2) . . . . ? C18 C13 C14 F14 -176.6(2) . . . . ? B1 C13 C14 F14 -1.0(4) . . . . ? C18 C13 C14 C15 3.4(4) . . . . ? B1 C13 C14 C15 179.0(3) . . . . ? F14 C14 C15 F15 -2.6(4) . . . . ? C13 C14 C15 F15 177.3(2) . . . . ? F14 C14 C15 C16 178.9(2) . . . . ? C13 C14 C15 C16 -1.2(4) . . . . ? F15 C15 C16 F16 -0.5(4) . . . . ? C14 C15 C16 F16 178.0(2) . . . . ? F15 C15 C16 C17 -179.8(2) . . . . ? C14 C15 C16 C17 -1.3(4) . . . . ? F16 C16 C17 F17 0.9(4) . . . . ? C15 C16 C17 F17 -179.9(2) . . . . ? F16 C16 C17 C18 -178.1(2) . . . . ? C15 C16 C17 C18 1.2(4) . . . . ? F17 C17 C18 F18 0.9(4) . . . . ? C16 C17 C18 F18 179.9(2) . . . . ? F17 C17 C18 C13 -177.5(2) . . . . ? C16 C17 C18 C13 1.5(4) . . . . ? C14 C13 C18 F18 178.1(2) . . . . ? B1 C13 C18 F18 2.2(4) . . . . ? C14 C13 C18 C17 -3.6(4) . . . . ? B1 C13 C18 C17 -179.5(3) . . . . ? C13 B1 C19 C20 49.6(3) . . . . ? C7 B1 C19 C20 170.8(2) . . . . ? C1 B1 C19 C20 -74.8(3) . . . . ? N1 P1 C21 C22 -34.4(3) . . . . ? C27 P1 C21 C22 -154.1(2) . . . . ? C33 P1 C21 C22 90.4(2) . . . . ? N1 P1 C21 C26 147.1(2) . . . . ? C27 P1 C21 C26 27.4(3) . . . . ? C33 P1 C21 C26 -88.2(2) . . . . ? C26 C21 C22 C23 -0.1(4) . . . . ? P1 C21 C22 C23 -178.6(2) . . . . ? C21 C22 C23 C24 -0.4(5) . . . . ? C22 C23 C24 C25 0.0(5) . . . . ? C23 C24 C25 C26 0.7(5) . . . . ? C22 C21 C26 C25 0.9(4) . . . . ? P1 C21 C26 C25 179.4(2) . . . . ? C24 C25 C26 C21 -1.2(5) . . . . ? N1 P1 C27 C32 -27.9(3) . . . . ? C21 P1 C27 C32 90.6(3) . . . . ? C33 P1 C27 C32 -153.6(2) . . . . ? N1 P1 C27 C28 154.1(2) . . . . ? C21 P1 C27 C28 -87.4(3) . . . . ? C33 P1 C27 C28 28.4(3) . . . . ? C32 C27 C28 C29 -1.5(5) . . . . ? P1 C27 C28 C29 176.5(3) . . . . ? C27 C28 C29 C30 1.3(6) . . . . ? C28 C29 C30 C31 -0.6(6) . . . . ? C29 C30 C31 C32 0.2(6) . . . . ? C28 C27 C32 C31 1.1(5) . . . . ? P1 C27 C32 C31 -176.9(2) . . . . ? C30 C31 C32 C27 -0.4(5) . . . . ? N1 P1 C33 C38 -63.4(2) . . . . ? C27 P1 C33 C38 59.8(2) . . . . ? C21 P1 C33 C38 175.4(2) . . . . ? N1 P1 C33 C34 113.1(2) . . . . ? C27 P1 C33 C34 -123.6(2) . . . . ? C21 P1 C33 C34 -8.0(3) . . . . ? C38 C33 C34 C35 -0.3(4) . . . . ? P1 C33 C34 C35 -176.8(2) . . . . ? C33 C34 C35 C36 1.0(4) . . . . ? C34 C35 C36 C37 -1.0(5) . . . . ? C35 C36 C37 C38 0.3(5) . . . . ? C36 C37 C38 C33 0.4(4) . . . . ? C34 C33 C38 C37 -0.4(4) . . . . ? P1 C33 C38 C37 176.2(2) . . . . ? N1 P2 C39 C44 -31.1(3) . . . . ? C51 P2 C39 C44 -154.8(2) . . . . ? C45 P2 C39 C44 89.1(3) . . . . ? N1 P2 C39 C40 150.5(2) . . . . ? C51 P2 C39 C40 26.9(3) . . . . ? C45 P2 C39 C40 -89.3(3) . . . . ? C44 C39 C40 C41 -0.5(5) . . . . ? P2 C39 C40 C41 177.9(3) . . . . ? C39 C40 C41 C42 0.8(5) . . . . ? C40 C41 C42 C43 -0.8(6) . . . . ? C41 C42 C43 C44 0.4(6) . . . . ? C40 C39 C44 C43 0.1(5) . . . . ? P2 C39 C44 C43 -178.3(3) . . . . ? C42 C43 C44 C39 0.0(5) . . . . ? N1 P2 C45 C50 -31.8(3) . . . . ? C51 P2 C45 C50 94.0(2) . . . . ? C39 P2 C45 C50 -151.8(2) . . . . ? N1 P2 C45 C46 148.3(3) . . . . ? C51 P2 C45 C46 -85.9(3) . . . . ? C39 P2 C45 C46 28.3(3) . . . . ? C50 C45 C46 C47 -1.2(5) . . . . ? P2 C45 C46 C47 178.7(3) . . . . ? C45 C46 C47 C48 -0.3(6) . . . . ? C46 C47 C48 C49 1.5(6) . . . . ? C47 C48 C49 C50 -1.1(6) . . . . ? C46 C45 C50 C49 1.6(5) . . . . ? P2 C45 C50 C49 -178.3(3) . . . . ? C48 C49 C50 C45 -0.5(6) . . . . ? N1 P2 C51 C52 118.7(2) . . . . ? C39 P2 C51 C52 -120.4(2) . . . . ? C45 P2 C51 C52 -4.7(3) . . . . ? N1 P2 C51 C56 -59.0(2) . . . . ? C39 P2 C51 C56 62.0(2) . . . . ? C45 P2 C51 C56 177.7(2) . . . . ? C56 C51 C52 C53 0.5(4) . . . . ? P2 C51 C52 C53 -177.1(2) . . . . ? C51 C52 C53 C54 -0.6(5) . . . . ? C52 C53 C54 C55 0.6(5) . . . . ? C53 C54 C55 C56 -0.5(5) . . . . ? C54 C55 C56 C51 0.4(5) . . . . ? C52 C51 C56 C55 -0.5(4) . . . . ? P2 C51 C56 C55 177.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 0.427 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.046 data_aw49a _database_code_depnum_ccdc_archive 'CCDC 246649' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H29 B F15 P' _chemical_formula_weight 860.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 16.000(8) _cell_length_b 13.449(7) _cell_length_c 17.474(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3760(3) _cell_formula_units_Z 4 _cell_measurement_temperature 453(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.180 _exptl_absorpt_correction_type 'Empirical (Bruker SADABS)' _exptl_absorpt_correction_T_min 0.8510 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 453(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25612 _diffrn_reflns_av_R_equivalents 0.1039 _diffrn_reflns_av_sigmaI/netI 0.2760 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 28.30 _reflns_number_total 8484 _reflns_number_gt 2825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.09(9) _refine_ls_number_reflns 8484 _refine_ls_number_parameters 636 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1796 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0494 _refine_ls_wR_factor_gt 0.0365 _refine_ls_goodness_of_fit_ref 0.593 _refine_ls_restrained_S_all 0.593 _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 0.48488(7) 0.50643(8) 0.10372(7) 0.0377(3) Uani 1 1 d . . . B1 B 0.0141(3) 0.4527(3) -0.0358(3) 0.0333(13) Uani 1 1 d . . . C1 C 0.4762(3) 0.6230(3) 0.1507(2) 0.0374(12) Uani 1 1 d . . . C2 C 0.4125(3) 0.6371(4) 0.2024(3) 0.0658(17) Uani 1 1 d . . . H2 H 0.377(2) 0.576(3) 0.213(2) 0.050 Uiso 1 1 d . . . C3 C 0.4073(3) 0.7290(6) 0.2403(3) 0.078(2) Uani 1 1 d . . . H3 H 0.370(2) 0.725(3) 0.2800(19) 0.050 Uiso 1 1 d . . . C4 C 0.4639(4) 0.8013(4) 0.2279(3) 0.0635(17) Uani 1 1 d . . . H4 H 0.459(2) 0.877(3) 0.2478(18) 0.040(12) Uiso 1 1 d . . . C5 C 0.5271(4) 0.7885(4) 0.1752(3) 0.0587(15) Uani 1 1 d . . . H5 H 0.572(2) 0.849(2) 0.1598(19) 0.050 Uiso 1 1 d . . . C6 C 0.5327(3) 0.6979(3) 0.1372(3) 0.0421(13) Uani 1 1 d . . . H6 H 0.5840(18) 0.691(2) 0.0978(17) 0.029(10) Uiso 1 1 d . . . C7 C 0.5497(3) 0.5193(3) 0.0217(2) 0.0376(11) Uani 1 1 d . . . C8 C 0.6290(3) 0.4792(4) 0.0184(3) 0.0490(14) Uani 1 1 d . . . H8 H 0.648(2) 0.448(2) 0.0610(18) 0.035(13) Uiso 1 1 d . . . C9 C 0.6810(3) 0.4951(4) -0.0450(3) 0.0621(16) Uani 1 1 d . . . H9 H 0.7378(19) 0.466(2) -0.0406(19) 0.042(13) Uiso 1 1 d . . . C10 C 0.6505(4) 0.5453(4) -0.1071(3) 0.0526(14) Uani 1 1 d . . . H10 H 0.687(2) 0.561(2) -0.1530(19) 0.045(13) Uiso 1 1 d . . . C11 C 0.5718(4) 0.5841(4) -0.1039(3) 0.0604(17) Uani 1 1 d . . . H11 H 0.554(2) 0.613(2) -0.1436(17) 0.017(11) Uiso 1 1 d . . . C12 C 0.5196(3) 0.5711(4) -0.0426(3) 0.0506(14) Uani 1 1 d . . . H12 H 0.468(2) 0.613(3) -0.032(2) 0.074(17) Uiso 1 1 d . . . C13 C 0.5270(3) 0.4183(3) 0.1688(2) 0.0341(11) Uani 1 1 d . . . C14 C 0.4969(3) 0.3219(4) 0.1725(3) 0.0401(13) Uani 1 1 d . . . H14 H 0.461(2) 0.295(3) 0.144(2) 0.049(16) Uiso 1 1 d . . . C15 C 0.5305(3) 0.2557(3) 0.2247(3) 0.0504(14) Uani 1 1 d . . . H15A H 0.5106 0.1908 0.2268 0.060 Uiso 1 1 calc R . . C16 C 0.5931(4) 0.2854(4) 0.2735(3) 0.0522(15) Uani 1 1 d . . . H16 H 0.6162(19) 0.237(2) 0.3048(17) 0.021(12) Uiso 1 1 d . . . C17 C 0.6233(3) 0.3805(4) 0.2704(3) 0.0618(17) Uani 1 1 d . . . H17 H 0.666(2) 0.408(3) 0.304(2) 0.052(15) Uiso 1 1 d . . . C18 C 0.5901(3) 0.4470(4) 0.2182(3) 0.0493(15) Uani 1 1 d . . . H18 H 0.605(2) 0.511(2) 0.2229(19) 0.028(13) Uiso 1 1 d . . . C19 C 0.3828(3) 0.4677(5) 0.0745(3) 0.0539(16) Uani 1 1 d . . . H19B H 0.359(2) 0.515(3) 0.045(2) 0.046(15) Uiso 1 1 d . . . H19A H 0.351(2) 0.456(2) 0.128(2) 0.050 Uiso 1 1 d . . . H19C H 0.383(3) 0.403(3) 0.047(2) 0.078(17) Uiso 1 1 d . . . C21 C -0.0483(2) 0.3710(3) -0.0811(2) 0.0315(11) Uani 1 1 d . . . C22 C -0.0520(3) 0.2676(3) -0.0718(2) 0.0343(11) Uani 1 1 d . . . C23 C -0.1030(3) 0.2055(3) -0.1145(3) 0.0408(12) Uani 1 1 d . . . C24 C -0.1547(3) 0.2443(4) -0.1682(2) 0.0411(12) Uani 1 1 d . . . C25 C -0.1578(3) 0.3445(4) -0.1781(2) 0.0419(13) Uani 1 1 d . . . C26 C -0.1046(3) 0.4027(3) -0.1355(3) 0.0400(12) Uani 1 1 d . . . C27 C -0.0573(2) 0.5176(3) 0.0125(2) 0.0325(10) Uani 1 1 d . . . C28 C -0.1031(3) 0.4737(3) 0.0714(2) 0.0400(12) Uani 1 1 d . . . C29 C -0.1653(3) 0.5190(4) 0.1111(3) 0.0453(12) Uani 1 1 d . . . C30 C -0.1891(3) 0.6135(3) 0.0935(3) 0.0484(13) Uani 1 1 d . . . C31 C -0.1470(3) 0.6609(3) 0.0374(3) 0.0420(13) Uani 1 1 d . . . C32 C -0.0845(3) 0.6134(3) -0.0012(2) 0.0395(12) Uani 1 1 d . . . C33 C 0.0830(2) 0.3963(3) 0.0200(2) 0.0303(11) Uani 1 1 d . . . C34 C 0.1384(3) 0.3248(3) -0.0084(2) 0.0376(12) Uani 1 1 d . . . C35 C 0.2020(3) 0.2828(3) 0.0307(3) 0.0357(11) Uani 1 1 d . . . C36 C 0.2179(3) 0.3089(3) 0.1036(3) 0.0416(12) Uani 1 1 d . . . C37 C 0.1676(3) 0.3782(3) 0.1368(3) 0.0367(11) Uani 1 1 d . . . C38 C 0.1020(2) 0.4194(3) 0.0957(3) 0.0338(11) Uani 1 1 d . . . C39 C 0.0677(3) 0.5135(3) -0.1008(2) 0.0331(12) Uani 1 1 d . . . H39A H 0.031(2) 0.544(3) -0.130(2) 0.050 Uiso 1 1 d . . . H39B H 0.089(2) 0.449(2) -0.1422(19) 0.050 Uiso 1 1 d . . . C40 C 0.1414(2) 0.5855(3) -0.0829(2) 0.0357(11) Uani 1 1 d . . . C41 C 0.1299(3) 0.6475(4) -0.0100(3) 0.0505(15) Uani 1 1 d . . . H41B H 0.183(2) 0.691(2) -0.005(2) 0.050 Uiso 1 1 d . . . H41A H 0.127(3) 0.603(3) 0.042(2) 0.068(15) Uiso 1 1 d . . . H41C H 0.081(2) 0.693(2) -0.008(2) 0.052(15) Uiso 1 1 d . . . C42 C 0.2239(3) 0.5282(4) -0.0750(3) 0.0458(14) Uani 1 1 d . . . H42C H 0.2403(17) 0.479(2) -0.1172(15) 0.010(9) Uiso 1 1 d . . . H42B H 0.272(2) 0.580(3) -0.064(2) 0.065(15) Uiso 1 1 d . . . H42A H 0.216(2) 0.488(3) -0.025(2) 0.071(16) Uiso 1 1 d . . . C43 C 0.1530(4) 0.6566(4) -0.1508(3) 0.0468(15) Uani 1 1 d . . . H43A H 0.107(2) 0.700(3) -0.157(2) 0.050 Uiso 1 1 d . . . H43B H 0.1915(19) 0.710(2) -0.1395(18) 0.026(12) Uiso 1 1 d . . . H43C H 0.159(2) 0.623(3) -0.196(2) 0.052(15) Uiso 1 1 d . . . F22 F -0.00679(14) 0.22153(15) -0.01638(13) 0.0510(7) Uani 1 1 d . . . F23 F -0.09949(15) 0.10658(19) -0.10227(13) 0.0607(8) Uani 1 1 d . . . F24 F -0.20366(16) 0.18366(17) -0.20985(14) 0.0673(9) Uani 1 1 d . . . F25 F -0.21096(16) 0.38432(18) -0.22932(14) 0.0678(8) Uani 1 1 d . . . F26 F -0.11306(13) 0.50214(19) -0.14966(13) 0.0517(7) Uani 1 1 d . . . F28 F -0.08477(13) 0.37827(17) 0.09107(13) 0.0459(7) Uani 1 1 d . . . F29 F -0.20738(15) 0.4695(2) 0.16671(13) 0.0731(9) Uani 1 1 d . . . F30 F -0.25056(15) 0.65951(19) 0.13142(14) 0.0732(9) Uani 1 1 d . . . F31 F -0.16709(14) 0.75633(17) 0.01853(14) 0.0688(8) Uani 1 1 d . . . F32 F -0.04975(15) 0.66869(16) -0.06016(13) 0.0506(7) Uani 1 1 d . . . F34 F 0.13061(14) 0.29605(15) -0.08277(12) 0.0500(7) Uani 1 1 d . . . F35 F 0.25337(14) 0.21516(16) -0.00328(14) 0.0580(7) Uani 1 1 d . . . F36 F 0.28172(15) 0.26917(16) 0.14440(14) 0.0561(7) Uani 1 1 d . . . F37 F 0.18233(14) 0.40919(16) 0.20922(13) 0.0498(7) Uani 1 1 d . . . F38 F 0.05639(14) 0.48814(15) 0.13473(11) 0.0409(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 0.0331(7) 0.0396(7) 0.0405(7) 0.0001(6) -0.0032(7) -0.0015(6) B1 0.033(3) 0.036(3) 0.031(3) -0.014(2) -0.006(3) 0.012(3) C1 0.037(3) 0.040(3) 0.035(3) 0.004(2) 0.002(3) 0.011(3) C2 0.072(5) 0.059(4) 0.067(4) -0.027(3) 0.016(3) -0.015(3) C3 0.035(4) 0.126(6) 0.073(4) -0.039(5) 0.014(3) 0.001(4) C4 0.076(5) 0.067(5) 0.048(4) -0.025(3) -0.012(4) 0.031(4) C5 0.079(5) 0.047(4) 0.050(3) 0.008(3) -0.003(3) -0.007(3) C6 0.053(4) 0.042(3) 0.031(3) 0.001(3) 0.007(3) -0.006(3) C7 0.037(3) 0.039(3) 0.037(3) 0.000(2) -0.001(3) -0.006(2) C8 0.048(4) 0.053(3) 0.046(4) 0.015(3) -0.004(3) 0.002(3) C9 0.057(4) 0.071(4) 0.057(4) 0.028(3) 0.010(4) 0.029(3) C10 0.065(4) 0.054(4) 0.038(3) 0.003(3) 0.009(3) 0.002(3) C11 0.074(5) 0.065(4) 0.041(4) 0.016(3) -0.005(4) 0.009(4) C12 0.051(4) 0.054(4) 0.046(3) 0.004(3) -0.007(3) 0.010(3) C13 0.032(3) 0.034(3) 0.036(3) -0.005(2) 0.004(2) -0.009(2) C14 0.038(4) 0.045(4) 0.038(3) 0.002(3) -0.003(3) 0.003(3) C15 0.054(4) 0.048(4) 0.050(3) -0.006(3) 0.021(3) 0.005(3) C16 0.063(4) 0.051(4) 0.043(4) 0.008(3) 0.010(3) 0.019(4) C17 0.068(5) 0.064(4) 0.053(4) 0.004(3) -0.018(3) -0.002(4) C18 0.047(4) 0.045(4) 0.055(4) -0.005(3) -0.001(3) -0.009(3) C19 0.043(4) 0.063(5) 0.055(4) 0.001(3) -0.018(3) -0.008(3) C21 0.020(3) 0.040(3) 0.035(3) 0.006(2) 0.003(2) -0.002(2) C22 0.033(3) 0.041(3) 0.029(3) 0.005(2) -0.004(2) -0.001(2) C23 0.047(3) 0.030(3) 0.046(3) -0.008(2) 0.000(3) -0.007(3) C24 0.035(3) 0.051(4) 0.037(3) -0.010(3) -0.004(3) -0.012(3) C25 0.029(3) 0.057(4) 0.039(3) 0.005(3) -0.019(3) 0.002(3) C26 0.045(3) 0.033(3) 0.042(3) 0.006(2) 0.001(3) 0.000(3) C27 0.030(3) 0.042(3) 0.025(3) 0.002(2) -0.002(2) 0.001(2) C28 0.035(3) 0.041(3) 0.045(3) 0.002(3) 0.000(3) 0.011(3) C29 0.029(3) 0.065(4) 0.042(3) 0.014(3) 0.002(3) -0.010(3) C30 0.037(3) 0.052(3) 0.056(4) -0.008(3) 0.012(3) 0.023(3) C31 0.037(3) 0.041(3) 0.048(3) 0.003(3) -0.002(3) 0.010(3) C32 0.029(3) 0.047(3) 0.043(3) 0.012(3) -0.008(3) -0.005(3) C33 0.023(3) 0.037(3) 0.030(3) 0.000(2) 0.002(2) 0.000(2) C34 0.045(3) 0.041(3) 0.027(3) -0.013(2) 0.003(3) -0.005(3) C35 0.029(3) 0.032(3) 0.046(3) -0.002(2) -0.001(3) 0.011(2) C36 0.028(3) 0.045(3) 0.052(4) 0.016(3) -0.002(3) 0.001(2) C37 0.037(3) 0.045(3) 0.029(3) -0.003(2) -0.009(3) -0.009(2) C38 0.027(3) 0.030(3) 0.044(3) 0.001(2) 0.009(3) 0.001(2) C39 0.038(3) 0.034(3) 0.028(3) 0.001(2) -0.003(2) -0.008(2) C40 0.023(3) 0.044(3) 0.040(3) 0.008(2) 0.000(2) -0.004(2) C41 0.051(4) 0.053(4) 0.047(4) -0.006(3) 0.008(3) -0.007(3) C42 0.031(3) 0.044(4) 0.062(4) 0.007(3) 0.006(3) -0.001(3) C43 0.055(4) 0.037(4) 0.048(4) 0.008(3) 0.012(3) -0.006(3) F22 0.0557(18) 0.0465(16) 0.0507(16) 0.0117(14) -0.0161(14) -0.0075(15) F23 0.0657(19) 0.0498(19) 0.0667(19) -0.0052(14) -0.0116(16) -0.0114(15) F24 0.067(2) 0.069(2) 0.066(2) -0.0037(15) -0.0220(16) -0.0277(17) F25 0.058(2) 0.079(2) 0.066(2) 0.0060(16) -0.0325(16) -0.0035(17) F26 0.0454(16) 0.0516(16) 0.0583(15) 0.0108(14) -0.0174(14) 0.0001(14) F28 0.0431(16) 0.0455(16) 0.0491(17) 0.0092(13) 0.0040(14) 0.0036(13) F29 0.0515(19) 0.102(2) 0.0655(19) 0.0209(17) 0.0227(16) 0.0088(17) F30 0.0444(19) 0.101(2) 0.074(2) -0.0076(18) 0.0168(16) 0.0292(17) F31 0.058(2) 0.0552(19) 0.094(2) 0.0058(17) -0.0011(17) 0.0190(16) F32 0.0544(17) 0.0370(16) 0.060(2) 0.0184(14) 0.0067(14) 0.0059(13) F34 0.0490(18) 0.0600(18) 0.0411(17) -0.0084(15) 0.0060(14) 0.0096(14) F35 0.0458(17) 0.0540(17) 0.074(2) -0.0061(16) 0.0126(15) 0.0173(14) F36 0.0398(18) 0.0506(17) 0.0778(19) 0.0152(14) -0.0140(16) 0.0103(14) F37 0.056(2) 0.0493(17) 0.0438(17) -0.0027(13) -0.0177(15) -0.0008(13) F38 0.0450(16) 0.0400(15) 0.0376(14) -0.0066(13) -0.0013(11) 0.0091(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C13 1.776(4) . ? P1 C1 1.775(4) . ? P1 C7 1.779(4) . ? P1 C19 1.789(5) . ? B1 C39 1.640(6) . ? B1 C33 1.656(5) . ? B1 C27 1.667(5) . ? B1 C21 1.683(5) . ? C1 C2 1.375(6) . ? C1 C6 1.374(5) . ? C2 C3 1.404(7) . ? C3 C4 1.346(7) . ? C4 C5 1.377(7) . ? C5 C6 1.391(6) . ? C7 C8 1.379(6) . ? C7 C12 1.406(5) . ? C8 C9 1.402(6) . ? C9 C10 1.366(6) . ? C10 C11 1.365(6) . ? C11 C12 1.370(6) . ? C13 C14 1.384(5) . ? C13 C18 1.384(6) . ? C14 C15 1.383(6) . ? C15 C16 1.374(6) . ? C16 C17 1.368(7) . ? C17 C18 1.384(6) . ? C21 C26 1.378(5) . ? C21 C22 1.401(5) . ? C22 F22 1.359(4) . ? C22 C23 1.386(5) . ? C23 F23 1.349(5) . ? C23 C24 1.354(5) . ? C24 F24 1.345(4) . ? C24 C25 1.359(5) . ? C25 F25 1.345(4) . ? C25 C26 1.375(5) . ? C26 F26 1.367(4) . ? C27 C32 1.380(5) . ? C27 C28 1.395(5) . ? C28 C29 1.357(5) . ? C28 F28 1.361(4) . ? C29 F29 1.358(4) . ? C29 C30 1.362(5) . ? C30 F30 1.337(4) . ? C30 C31 1.349(5) . ? C31 C32 1.365(5) . ? C31 F31 1.363(4) . ? C32 F32 1.388(4) . ? C33 C38 1.393(5) . ? C33 C34 1.400(5) . ? C34 C35 1.349(5) . ? C34 F34 1.361(4) . ? C35 C36 1.345(5) . ? C35 F35 1.363(4) . ? C36 F36 1.356(4) . ? C36 C37 1.360(5) . ? C37 F37 1.353(4) . ? C37 C38 1.387(5) . ? C38 F38 1.361(4) . ? C39 C40 1.559(5) . ? C40 C43 1.535(6) . ? C40 C41 1.534(6) . ? C40 C42 1.535(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 C13 P1 C1 108.8(2) . . ? C13 P1 C7 111.1(2) . . ? C1 P1 C7 109.5(2) . . ? C13 P1 C19 109.6(3) . . ? C1 P1 C19 108.5(2) . . ? C7 P1 C19 109.3(2) . . ? C39 B1 C33 106.8(3) . . ? C39 B1 C27 116.6(3) . . ? C33 B1 C27 113.4(3) . . ? C39 B1 C21 108.0(3) . . ? C33 B1 C21 111.8(3) . . ? C27 B1 C21 100.0(3) . . ? C2 C1 C6 119.9(4) . . ? C2 C1 P1 119.0(4) . . ? C6 C1 P1 121.1(4) . . ? C1 C2 C3 118.4(5) . . ? C4 C3 C2 121.3(5) . . ? C3 C4 C5 120.8(5) . . ? C4 C5 C6 118.4(5) . . ? C1 C6 C5 121.2(5) . . ? C8 C7 C12 118.5(4) . . ? C8 C7 P1 122.1(4) . . ? C12 C7 P1 119.4(4) . . ? C7 C8 C9 121.2(5) . . ? C10 C9 C8 119.4(5) . . ? C11 C10 C9 119.1(5) . . ? C10 C11 C12 123.1(5) . . ? C11 C12 C7 118.6(5) . . ? C14 C13 C18 119.1(4) . . ? C14 C13 P1 121.6(4) . . ? C18 C13 P1 119.3(4) . . ? C13 C14 C15 120.0(5) . . ? C16 C15 C14 120.3(5) . . ? C17 C16 C15 120.3(5) . . ? C16 C17 C18 119.7(5) . . ? C13 C18 C17 120.7(5) . . ? C26 C21 C22 111.1(4) . . ? C26 C21 B1 120.7(4) . . ? C22 C21 B1 128.2(4) . . ? F22 C22 C23 115.0(4) . . ? F22 C22 C21 120.9(4) . . ? C23 C22 C21 124.1(4) . . ? F23 C23 C24 121.1(4) . . ? F23 C23 C22 118.9(4) . . ? C24 C23 C22 120.0(4) . . ? F24 C24 C23 119.7(4) . . ? F24 C24 C25 120.7(4) . . ? C23 C24 C25 119.5(4) . . ? F25 C25 C24 120.2(4) . . ? F25 C25 C26 121.6(4) . . ? C24 C25 C26 118.2(4) . . ? F26 C26 C25 113.5(4) . . ? F26 C26 C21 119.5(4) . . ? C25 C26 C21 127.1(4) . . ? C32 C27 C28 110.9(4) . . ? C32 C27 B1 128.1(4) . . ? C28 C27 B1 120.8(4) . . ? C29 C28 F28 116.9(4) . . ? C29 C28 C27 124.9(4) . . ? F28 C28 C27 118.2(4) . . ? C28 C29 F29 120.6(4) . . ? C28 C29 C30 120.6(4) . . ? F29 C29 C30 118.7(4) . . ? F30 C30 C31 120.5(4) . . ? F30 C30 C29 121.7(5) . . ? C31 C30 C29 117.7(4) . . ? C30 C31 C32 120.2(4) . . ? C30 C31 F31 120.2(4) . . ? C32 C31 F31 119.6(4) . . ? C31 C32 C27 125.7(4) . . ? C31 C32 F32 114.2(4) . . ? C27 C32 F32 120.1(4) . . ? C38 C33 C34 110.6(4) . . ? C38 C33 B1 127.1(4) . . ? C34 C33 B1 121.8(4) . . ? C35 C34 F34 115.7(4) . . ? C35 C34 C33 125.8(4) . . ? F34 C34 C33 118.4(4) . . ? C36 C35 C34 120.8(4) . . ? C36 C35 F35 118.2(4) . . ? C34 C35 F35 120.9(4) . . ? C35 C36 F36 122.5(4) . . ? C35 C36 C37 118.1(4) . . ? F36 C36 C37 119.4(5) . . ? F37 C37 C36 120.4(4) . . ? F37 C37 C38 119.5(4) . . ? C36 C37 C38 120.0(4) . . ? F38 C38 C37 114.7(4) . . ? F38 C38 C33 120.7(4) . . ? C37 C38 C33 124.6(4) . . ? C40 C39 B1 124.5(3) . . ? C43 C40 C41 108.6(4) . . ? C43 C40 C42 106.2(4) . . ? C41 C40 C42 107.5(4) . . ? C43 C40 C39 108.9(4) . . ? C41 C40 C39 114.4(4) . . ? C42 C40 C39 110.9(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 C13 P1 C1 C2 -75.8(4) . . . . ? C7 P1 C1 C2 162.7(4) . . . . ? C19 P1 C1 C2 43.4(4) . . . . ? C13 P1 C1 C6 103.0(4) . . . . ? C7 P1 C1 C6 -18.5(4) . . . . ? C19 P1 C1 C6 -137.8(4) . . . . ? C6 C1 C2 C3 0.0(7) . . . . ? P1 C1 C2 C3 178.9(4) . . . . ? C1 C2 C3 C4 -1.4(9) . . . . ? C2 C3 C4 C5 2.6(10) . . . . ? C3 C4 C5 C6 -2.3(8) . . . . ? C2 C1 C6 C5 0.2(7) . . . . ? P1 C1 C6 C5 -178.6(4) . . . . ? C4 C5 C6 C1 0.9(7) . . . . ? C13 P1 C7 C8 -11.3(5) . . . . ? C1 P1 C7 C8 108.9(4) . . . . ? C19 P1 C7 C8 -132.3(4) . . . . ? C13 P1 C7 C12 168.2(4) . . . . ? C1 P1 C7 C12 -71.6(4) . . . . ? C19 P1 C7 C12 47.1(4) . . . . ? C12 C7 C8 C9 4.3(7) . . . . ? P1 C7 C8 C9 -176.2(4) . . . . ? C7 C8 C9 C10 -4.7(8) . . . . ? C8 C9 C10 C11 4.1(8) . . . . ? C9 C10 C11 C12 -3.4(9) . . . . ? C10 C11 C12 C7 3.1(8) . . . . ? C8 C7 C12 C11 -3.4(7) . . . . ? P1 C7 C12 C11 177.1(4) . . . . ? C1 P1 C13 C14 139.0(3) . . . . ? C7 P1 C13 C14 -100.4(4) . . . . ? C19 P1 C13 C14 20.5(4) . . . . ? C1 P1 C13 C18 -39.5(4) . . . . ? C7 P1 C13 C18 81.1(4) . . . . ? C19 P1 C13 C18 -158.0(4) . . . . ? C18 C13 C14 C15 -0.6(6) . . . . ? P1 C13 C14 C15 -179.1(3) . . . . ? C13 C14 C15 C16 0.7(7) . . . . ? C14 C15 C16 C17 -0.6(7) . . . . ? C15 C16 C17 C18 0.4(8) . . . . ? C14 C13 C18 C17 0.4(7) . . . . ? P1 C13 C18 C17 178.9(4) . . . . ? C16 C17 C18 C13 -0.3(8) . . . . ? C39 B1 C21 C26 -56.8(5) . . . . ? C33 B1 C21 C26 -174.0(4) . . . . ? C27 B1 C21 C26 65.6(5) . . . . ? C39 B1 C21 C22 122.8(4) . . . . ? C33 B1 C21 C22 5.6(6) . . . . ? C27 B1 C21 C22 -114.8(4) . . . . ? C26 C21 C22 F22 -174.3(3) . . . . ? B1 C21 C22 F22 6.0(6) . . . . ? C26 C21 C22 C23 2.8(6) . . . . ? B1 C21 C22 C23 -176.9(4) . . . . ? F22 C22 C23 F23 -4.9(6) . . . . ? C21 C22 C23 F23 177.9(4) . . . . ? F22 C22 C23 C24 175.9(4) . . . . ? C21 C22 C23 C24 -1.3(7) . . . . ? F23 C23 C24 F24 0.3(6) . . . . ? C22 C23 C24 F24 179.5(4) . . . . ? F23 C23 C24 C25 178.9(4) . . . . ? C22 C23 C24 C25 -1.9(7) . . . . ? F24 C24 C25 F25 1.0(7) . . . . ? C23 C24 C25 F25 -177.7(4) . . . . ? F24 C24 C25 C26 -178.1(4) . . . . ? C23 C24 C25 C26 3.2(7) . . . . ? F25 C25 C26 F26 1.2(6) . . . . ? C24 C25 C26 F26 -179.7(4) . . . . ? F25 C25 C26 C21 179.3(4) . . . . ? C24 C25 C26 C21 -1.6(7) . . . . ? C22 C21 C26 F26 176.6(4) . . . . ? B1 C21 C26 F26 -3.6(6) . . . . ? C22 C21 C26 C25 -1.3(6) . . . . ? B1 C21 C26 C25 178.4(4) . . . . ? C39 B1 C27 C32 8.5(6) . . . . ? C33 B1 C27 C32 133.2(4) . . . . ? C21 B1 C27 C32 -107.6(5) . . . . ? C39 B1 C27 C28 -176.8(4) . . . . ? C33 B1 C27 C28 -52.1(5) . . . . ? C21 B1 C27 C28 67.1(4) . . . . ? C32 C27 C28 C29 -0.9(6) . . . . ? B1 C27 C28 C29 -176.4(4) . . . . ? C32 C27 C28 F28 178.9(3) . . . . ? B1 C27 C28 F28 3.4(6) . . . . ? F28 C28 C29 F29 -1.0(6) . . . . ? C27 C28 C29 F29 178.8(4) . . . . ? F28 C28 C29 C30 -178.1(4) . . . . ? C27 C28 C29 C30 1.7(7) . . . . ? C28 C29 C30 F30 179.6(4) . . . . ? F29 C29 C30 F30 2.4(7) . . . . ? C28 C29 C30 C31 -2.1(7) . . . . ? F29 C29 C30 C31 -179.2(4) . . . . ? F30 C30 C31 C32 -179.8(4) . . . . ? C29 C30 C31 C32 1.9(7) . . . . ? F30 C30 C31 F31 -0.3(7) . . . . ? C29 C30 C31 F31 -178.7(4) . . . . ? C30 C31 C32 C27 -1.2(7) . . . . ? F31 C31 C32 C27 179.3(4) . . . . ? C30 C31 C32 F32 176.5(4) . . . . ? F31 C31 C32 F32 -2.9(6) . . . . ? C28 C27 C32 C31 0.6(6) . . . . ? B1 C27 C32 C31 175.7(4) . . . . ? C28 C27 C32 F32 -177.0(3) . . . . ? B1 C27 C32 F32 -1.9(6) . . . . ? C39 B1 C33 C38 109.7(4) . . . . ? C27 B1 C33 C38 -20.1(6) . . . . ? C21 B1 C33 C38 -132.3(4) . . . . ? C39 B1 C33 C34 -61.6(5) . . . . ? C27 B1 C33 C34 168.6(4) . . . . ? C21 B1 C33 C34 56.4(5) . . . . ? C38 C33 C34 C35 0.0(6) . . . . ? B1 C33 C34 C35 172.6(4) . . . . ? C38 C33 C34 F34 -177.7(3) . . . . ? B1 C33 C34 F34 -5.1(6) . . . . ? F34 C34 C35 C36 177.1(4) . . . . ? C33 C34 C35 C36 -0.7(7) . . . . ? F34 C34 C35 F35 -0.9(6) . . . . ? C33 C34 C35 F35 -178.7(4) . . . . ? C34 C35 C36 F36 -179.3(4) . . . . ? F35 C35 C36 F36 -1.2(6) . . . . ? C34 C35 C36 C37 0.5(7) . . . . ? F35 C35 C36 C37 178.5(4) . . . . ? C35 C36 C37 F37 -178.0(4) . . . . ? F36 C36 C37 F37 1.7(6) . . . . ? C35 C36 C37 C38 0.3(6) . . . . ? F36 C36 C37 C38 -180.0(4) . . . . ? F37 C37 C38 F38 -1.3(5) . . . . ? C36 C37 C38 F38 -179.7(3) . . . . ? F37 C37 C38 C33 177.4(4) . . . . ? C36 C37 C38 C33 -1.0(6) . . . . ? C34 C33 C38 F38 179.4(3) . . . . ? B1 C33 C38 F38 7.3(6) . . . . ? C34 C33 C38 C37 0.8(6) . . . . ? B1 C33 C38 C37 -171.3(4) . . . . ? C33 B1 C39 C40 -50.7(5) . . . . ? C27 B1 C39 C40 77.3(5) . . . . ? C21 B1 C39 C40 -171.1(4) . . . . ? B1 C39 C40 C43 -158.4(4) . . . . ? B1 C39 C40 C41 -36.6(6) . . . . ? B1 C39 C40 C42 85.1(5) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.210 _refine_diff_density_min -0.177 _refine_diff_density_rms 0.042 data_aw54 _database_code_depnum_ccdc_archive 'CCDC 246650' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H23 B F15 N' _chemical_formula_weight 705.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.340(2) _cell_length_b 15.235(4) _cell_length_c 23.409(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2974.5(13) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.157 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13268 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.1087 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 28.32 _reflns_number_total 6690 _reflns_number_gt 3439 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0302P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.4(5) _refine_ls_number_reflns 6690 _refine_ls_number_parameters 525 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1021 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.0836 _refine_ls_wR_factor_gt 0.0728 _refine_ls_goodness_of_fit_ref 0.810 _refine_ls_restrained_S_all 0.810 _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 N1 N 0.2882(4) 0.51044(16) 0.65981(13) 0.0433(7) Uani 1 1 d . . . B1 B 0.0902(4) 0.54545(19) 0.89476(14) 0.0269(8) Uani 1 1 d . . . C1 C -0.0216(4) 0.56477(17) 0.83720(12) 0.0278(7) Uani 1 1 d . . . C2 C -0.0610(4) 0.50595(15) 0.79405(13) 0.0290(7) Uani 1 1 d . . . C3 C -0.1743(4) 0.51995(19) 0.75246(13) 0.0358(8) Uani 1 1 d . . . C4 C -0.2611(4) 0.5953(2) 0.75216(14) 0.0396(8) Uani 1 1 d . . . C5 C -0.2275(4) 0.65767(17) 0.79355(15) 0.0389(8) Uani 1 1 d . . . C6 C -0.1137(4) 0.64120(17) 0.83350(13) 0.0328(8) Uani 1 1 d . . . C7 C 0.2149(4) 0.46120(16) 0.88466(12) 0.0269(7) Uani 1 1 d . . . C8 C 0.2539(4) 0.39345(18) 0.92300(14) 0.0347(8) Uani 1 1 d . . . C9 C 0.3615(4) 0.32840(19) 0.91273(17) 0.0432(9) Uani 1 1 d . . . C10 C 0.4444(4) 0.32504(19) 0.86244(17) 0.0450(10) Uani 1 1 d . . . C11 C 0.4170(4) 0.39041(19) 0.82322(14) 0.0390(8) Uani 1 1 d . . . C12 C 0.3095(4) 0.45530(17) 0.83590(13) 0.0306(7) Uani 1 1 d . . . C13 C 0.2197(4) 0.62593(16) 0.90907(12) 0.0274(7) Uani 1 1 d . . . C14 C 0.3103(4) 0.62741(17) 0.95870(13) 0.0293(7) Uani 1 1 d . . . C15 C 0.4209(4) 0.68859(18) 0.97412(13) 0.0327(7) Uani 1 1 d . . . C16 C 0.4557(4) 0.75643(17) 0.93689(13) 0.0337(8) Uani 1 1 d . . . C17 C 0.3727(4) 0.75900(17) 0.88589(14) 0.0358(8) Uani 1 1 d . . . C18 C 0.2623(4) 0.69620(18) 0.87325(13) 0.0334(8) Uani 1 1 d . . . C19 C -0.0354(4) 0.5372(2) 0.94918(14) 0.0333(8) Uani 1 1 d . . . C20 C -0.1914(4) 0.48144(19) 0.94934(13) 0.0368(8) Uani 1 1 d . . . C21 C -0.1669(5) 0.3880(2) 0.92717(19) 0.0463(10) Uani 1 1 d . . . C22 C -0.2498(6) 0.4759(3) 1.01104(17) 0.0591(12) Uani 1 1 d . . . C23 C -0.3275(5) 0.5231(3) 0.91490(19) 0.0454(9) Uani 1 1 d . . . C24 C 0.2110(6) 0.4217(2) 0.6563(2) 0.0548(11) Uani 1 1 d . . . C25 C 0.4147(5) 0.5210(2) 0.61486(17) 0.0484(10) Uani 1 1 d . . . C26 C 0.1703(4) 0.58446(17) 0.65847(13) 0.0374(8) Uani 1 1 d . . . C27 C 0.0560(5) 0.5892(2) 0.61806(19) 0.0670(14) Uani 1 1 d . . . C28 C -0.0475(6) 0.6596(3) 0.6177(2) 0.0754(15) Uani 1 1 d . . . C29 C -0.0312(5) 0.7250(2) 0.65743(15) 0.0474(10) Uani 1 1 d . . . C30 C 0.0849(5) 0.71916(19) 0.69754(15) 0.0392(9) Uani 1 1 d . . . C31 C 0.1900(4) 0.64899(19) 0.69852(14) 0.0374(8) Uani 1 1 d . . . F2 F 0.0141(2) 0.42634(9) 0.79082(7) 0.0373(4) Uani 1 1 d . . . F3 F -0.2023(2) 0.45813(10) 0.71218(8) 0.0514(5) Uani 1 1 d . . . F4 F -0.3757(3) 0.60991(12) 0.71280(9) 0.0632(6) Uani 1 1 d . . . F5 F -0.3122(3) 0.73340(11) 0.79334(9) 0.0642(6) Uani 1 1 d . . . F6 F -0.0951(2) 0.70509(10) 0.87386(8) 0.0476(5) Uani 1 1 d . . . F8 F 0.1815(2) 0.39004(10) 0.97539(8) 0.0455(5) Uani 1 1 d . . . F9 F 0.3879(3) 0.26508(11) 0.95250(9) 0.0632(6) Uani 1 1 d . . . F10 F 0.5476(3) 0.25983(11) 0.85130(9) 0.0644(6) Uani 1 1 d . . . F11 F 0.4985(2) 0.39190(12) 0.77284(8) 0.0592(6) Uani 1 1 d . . . F12 F 0.2956(2) 0.51923(9) 0.79485(7) 0.0417(5) Uani 1 1 d . . . F14 F 0.2923(2) 0.56077(10) 0.99772(7) 0.0387(4) Uani 1 1 d . . . F15 F 0.5023(2) 0.68293(11) 1.02384(7) 0.0478(5) Uani 1 1 d . . . F16 F 0.5684(2) 0.81648(10) 0.94834(8) 0.0487(5) Uani 1 1 d . . . F17 F 0.4040(3) 0.82491(10) 0.84851(8) 0.0498(5) Uani 1 1 d . . . F18 F 0.1929(2) 0.70464(10) 0.82109(7) 0.0430(5) Uani 1 1 d . . . H23C H -0.433(4) 0.4941(16) 0.9223(11) 0.024(7) Uiso 1 1 d . . . H22C H -0.353(4) 0.446(2) 1.0141(13) 0.052(10) Uiso 1 1 d . . . H19B H 0.023(3) 0.5215(15) 0.9823(11) 0.024(8) Uiso 1 1 d . . . H21C H -0.088(4) 0.361(2) 0.9500(14) 0.054(11) Uiso 1 1 d . . . H25B H 0.518(5) 0.476(3) 0.6214(16) 0.098(14) Uiso 1 1 d . . . H31 H 0.274(3) 0.6464(14) 0.7243(10) 0.006(6) Uiso 1 1 d . . . H23B H -0.338(5) 0.588(3) 0.9189(16) 0.089(13) Uiso 1 1 d . . . H25A H 0.466(4) 0.581(2) 0.6185(13) 0.053(10) Uiso 1 1 d . . . H28 H -0.128(4) 0.6654(19) 0.5905(13) 0.043(9) Uiso 1 1 d . . . H19A H -0.081(4) 0.5985(19) 0.9583(13) 0.048(9) Uiso 1 1 d . . . H24B H 0.303(4) 0.381(2) 0.6563(13) 0.051(10) Uiso 1 1 d . . . H27 H 0.035(4) 0.545(2) 0.5937(15) 0.072(12) Uiso 1 1 d . . . H23A H -0.309(4) 0.516(2) 0.8753(15) 0.054(11) Uiso 1 1 d . . . H24A H 0.119(4) 0.4191(17) 0.6847(13) 0.044(9) Uiso 1 1 d . . . H22B H -0.264(4) 0.542(2) 1.0284(15) 0.070(12) Uiso 1 1 d . . . H21B H -0.273(4) 0.3521(19) 0.9301(13) 0.053(10) Uiso 1 1 d . . . H29 H -0.103(4) 0.7744(18) 0.6576(11) 0.036(8) Uiso 1 1 d . . . H22A H -0.163(4) 0.438(2) 1.0334(14) 0.067(12) Uiso 1 1 d . . . H21A H -0.121(4) 0.3890(18) 0.8890(15) 0.049(10) Uiso 1 1 d . . . H1 H 0.354(4) 0.508(2) 0.6943(14) 0.059(11) Uiso 1 1 d . . . H30 H 0.098(4) 0.7605(18) 0.7243(13) 0.047(10) Uiso 1 1 d . . . H24C H 0.147(4) 0.415(2) 0.6195(15) 0.060(12) Uiso 1 1 d . . . H25C H 0.348(4) 0.513(2) 0.5786(15) 0.060(11) Uiso 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 N1 0.052(2) 0.0380(14) 0.0405(18) -0.0014(13) -0.0002(17) 0.0117(15) B1 0.023(2) 0.0267(15) 0.031(2) -0.0014(14) -0.0023(17) 0.0007(16) C1 0.0255(19) 0.0277(13) 0.0303(17) -0.0007(13) 0.0043(15) 0.0014(14) C2 0.0312(19) 0.0232(13) 0.0324(18) 0.0027(13) -0.0005(16) -0.0041(14) C3 0.040(2) 0.0374(16) 0.0302(18) -0.0069(14) -0.0092(17) -0.0097(17) C4 0.036(2) 0.0420(18) 0.041(2) 0.0001(16) -0.0177(17) -0.0018(17) C5 0.038(2) 0.0303(15) 0.048(2) 0.0020(15) -0.0076(19) 0.0103(16) C6 0.036(2) 0.0281(14) 0.035(2) -0.0059(14) -0.0044(17) -0.0015(15) C7 0.0232(18) 0.0230(13) 0.0344(18) -0.0005(13) -0.0037(15) -0.0067(13) C8 0.030(2) 0.0322(15) 0.042(2) 0.0021(15) -0.0051(17) -0.0090(16) C9 0.040(2) 0.0258(15) 0.064(3) 0.0043(16) -0.018(2) -0.0015(16) C10 0.032(2) 0.0312(17) 0.072(3) -0.0121(18) -0.011(2) 0.0087(17) C11 0.029(2) 0.0430(17) 0.045(2) -0.0106(17) 0.0036(18) -0.0025(17) C12 0.0233(19) 0.0329(15) 0.0355(19) -0.0002(14) -0.0006(16) -0.0056(15) C13 0.0272(19) 0.0265(14) 0.0283(17) -0.0013(12) 0.0025(15) -0.0012(14) C14 0.0290(19) 0.0300(15) 0.0290(19) 0.0037(13) 0.0021(16) 0.0020(15) C15 0.025(2) 0.0406(16) 0.0327(19) -0.0059(15) -0.0032(17) -0.0021(16) C16 0.031(2) 0.0303(15) 0.040(2) -0.0096(15) -0.0012(17) -0.0074(16) C17 0.039(2) 0.0281(15) 0.041(2) 0.0012(15) 0.0074(18) -0.0098(15) C18 0.037(2) 0.0308(15) 0.0327(19) -0.0047(14) -0.0058(17) -0.0002(15) C19 0.035(2) 0.0359(16) 0.0293(19) -0.0023(14) -0.0050(17) 0.0000(16) C20 0.028(2) 0.0448(17) 0.038(2) 0.0052(14) 0.0052(17) -0.0079(17) C21 0.042(3) 0.0420(18) 0.055(3) 0.0059(19) -0.002(2) -0.006(2) C22 0.043(3) 0.087(3) 0.047(3) 0.001(2) 0.017(2) -0.025(3) C23 0.029(2) 0.050(2) 0.057(3) -0.0013(19) 0.003(2) -0.007(2) C24 0.063(3) 0.0351(18) 0.066(3) 0.0036(18) 0.023(3) 0.010(2) C25 0.050(3) 0.049(2) 0.046(3) -0.0050(18) 0.012(2) 0.005(2) C26 0.040(2) 0.0288(15) 0.043(2) 0.0001(14) -0.0047(18) 0.0068(15) C27 0.080(3) 0.047(2) 0.074(3) -0.025(2) -0.038(3) 0.019(2) C28 0.082(4) 0.057(2) 0.087(4) -0.017(2) -0.057(3) 0.023(2) C29 0.050(3) 0.0302(16) 0.062(3) 0.0018(17) -0.014(2) 0.0135(18) C30 0.049(3) 0.0295(16) 0.039(2) 0.0008(16) 0.001(2) 0.0032(17) C31 0.039(2) 0.0417(17) 0.031(2) 0.0045(15) -0.0090(18) 0.0033(18) F2 0.0422(12) 0.0275(8) 0.0422(11) -0.0057(8) -0.0056(9) 0.0013(8) F3 0.0592(14) 0.0494(10) 0.0454(11) -0.0111(9) -0.0142(11) -0.0076(10) F4 0.0657(15) 0.0629(11) 0.0609(14) -0.0003(11) -0.0337(13) 0.0073(11) F5 0.0707(16) 0.0435(10) 0.0785(15) -0.0042(10) -0.0263(13) 0.0233(11) F6 0.0545(14) 0.0353(9) 0.0530(12) -0.0125(9) -0.0097(11) 0.0093(9) F8 0.0506(13) 0.0444(9) 0.0413(12) 0.0115(9) -0.0017(10) -0.0045(10) F9 0.0654(16) 0.0388(9) 0.0853(16) 0.0184(10) -0.0242(13) 0.0047(10) F10 0.0466(15) 0.0440(10) 0.1026(18) -0.0174(10) -0.0100(12) 0.0175(11) F11 0.0484(14) 0.0673(12) 0.0621(14) -0.0196(10) 0.0196(12) 0.0024(11) F12 0.0494(12) 0.0407(9) 0.0351(10) 0.0055(8) 0.0060(10) 0.0009(9) F14 0.0443(12) 0.0397(9) 0.0321(10) 0.0064(8) -0.0048(9) -0.0067(9) F15 0.0502(14) 0.0559(11) 0.0374(12) -0.0045(9) -0.0160(11) -0.0084(10) F16 0.0520(14) 0.0418(9) 0.0522(12) -0.0061(9) -0.0078(11) -0.0187(10) F17 0.0596(15) 0.0358(9) 0.0539(13) 0.0074(8) -0.0034(11) -0.0160(10) F18 0.0551(13) 0.0401(9) 0.0338(11) 0.0058(8) -0.0113(10) -0.0140(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C26 1.497(4) . ? N1 C25 1.499(5) . ? N1 C24 1.499(4) . ? B1 C19 1.654(5) . ? B1 C1 1.665(4) . ? B1 C13 1.668(4) . ? B1 C7 1.669(4) . ? C1 C2 1.390(4) . ? C1 C6 1.398(4) . ? C2 F2 1.367(3) . ? C2 C3 1.373(4) . ? C3 F3 1.353(3) . ? C3 C4 1.357(4) . ? C4 F4 1.346(4) . ? C4 C5 1.386(4) . ? C5 F5 1.353(3) . ? C5 C6 1.356(4) . ? C6 F6 1.365(3) . ? C7 C12 1.391(4) . ? C7 C8 1.406(4) . ? C8 C9 1.358(4) . ? C8 F8 1.368(3) . ? C9 F9 1.359(3) . ? C9 C10 1.366(5) . ? C10 F10 1.340(4) . ? C10 C11 1.374(4) . ? C11 F11 1.361(4) . ? C11 C12 1.367(4) . ? C12 F12 1.373(3) . ? C13 C14 1.386(4) . ? C13 C18 1.405(4) . ? C14 C15 1.360(4) . ? C14 F14 1.374(3) . ? C15 F15 1.350(3) . ? C15 C16 1.383(4) . ? C16 F16 1.338(3) . ? C16 C17 1.381(4) . ? C17 F17 1.357(3) . ? C17 C18 1.360(4) . ? C18 F18 1.357(3) . ? C19 C20 1.554(5) . ? C20 C22 1.527(5) . ? C20 C21 1.528(4) . ? C20 C23 1.530(5) . ? C26 C27 1.345(5) . ? C26 C31 1.368(4) . ? C27 C28 1.377(5) . ? C28 C29 1.369(5) . ? C29 C30 1.352(5) . ? C30 C31 1.382(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 C26 N1 C25 111.5(3) . . ? C26 N1 C24 113.3(3) . . ? C25 N1 C24 111.1(3) . . ? C19 B1 C1 106.4(3) . . ? C19 B1 C13 108.1(2) . . ? C1 B1 C13 113.3(2) . . ? C19 B1 C7 116.5(2) . . ? C1 B1 C7 111.7(2) . . ? C13 B1 C7 101.0(2) . . ? C2 C1 C6 111.2(3) . . ? C2 C1 B1 127.3(2) . . ? C6 C1 B1 120.4(2) . . ? F2 C2 C3 114.5(2) . . ? F2 C2 C1 120.3(3) . . ? C3 C2 C1 125.3(3) . . ? F3 C3 C4 119.5(3) . . ? F3 C3 C2 120.3(3) . . ? C4 C3 C2 120.1(3) . . ? F4 C4 C3 121.5(3) . . ? F4 C4 C5 120.6(3) . . ? C3 C4 C5 117.9(3) . . ? F5 C5 C6 121.7(3) . . ? F5 C5 C4 118.5(3) . . ? C6 C5 C4 119.8(3) . . ? C5 C6 F6 115.1(3) . . ? C5 C6 C1 125.6(3) . . ? F6 C6 C1 119.3(3) . . ? C12 C7 C8 110.2(3) . . ? C12 C7 B1 121.3(2) . . ? C8 C7 B1 128.2(3) . . ? C9 C8 F8 115.0(3) . . ? C9 C8 C7 125.1(3) . . ? F8 C8 C7 119.9(3) . . ? C8 C9 F9 120.3(4) . . ? C8 C9 C10 120.9(3) . . ? F9 C9 C10 118.8(3) . . ? F10 C10 C9 121.4(3) . . ? F10 C10 C11 121.0(4) . . ? C9 C10 C11 117.7(3) . . ? F11 C11 C12 120.2(3) . . ? F11 C11 C10 120.5(3) . . ? C12 C11 C10 119.2(3) . . ? C11 C12 F12 114.6(3) . . ? C11 C12 C7 126.7(3) . . ? F12 C12 C7 118.7(3) . . ? C14 C13 C18 110.5(3) . . ? C14 C13 B1 122.2(2) . . ? C18 C13 B1 127.1(3) . . ? C15 C14 F14 113.8(3) . . ? C15 C14 C13 127.1(3) . . ? F14 C14 C13 119.0(3) . . ? F15 C15 C14 121.8(3) . . ? F15 C15 C16 119.0(3) . . ? C14 C15 C16 119.2(3) . . ? F16 C16 C17 120.4(3) . . ? F16 C16 C15 122.2(3) . . ? C17 C16 C15 117.4(3) . . ? F17 C17 C18 120.7(3) . . ? F17 C17 C16 118.8(3) . . ? C18 C17 C16 120.5(3) . . ? F18 C18 C17 114.7(3) . . ? F18 C18 C13 120.1(3) . . ? C17 C18 C13 125.2(3) . . ? C20 C19 B1 125.0(3) . . ? C22 C20 C21 108.2(3) . . ? C22 C20 C23 106.5(3) . . ? C21 C20 C23 107.8(3) . . ? C22 C20 C19 107.5(3) . . ? C21 C20 C19 113.4(3) . . ? C23 C20 C19 113.2(3) . . ? C27 C26 C31 121.9(3) . . ? C27 C26 N1 121.4(3) . . ? C31 C26 N1 116.6(3) . . ? C26 C27 C28 119.4(3) . . ? C29 C28 C27 120.1(4) . . ? C30 C29 C28 119.6(4) . . ? C29 C30 C31 121.1(3) . . ? C26 C31 C30 117.9(3) . . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.936 _refine_diff_density_max 0.193 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.045