# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_erk6168 _database_code_depnum_ccdc_archive 'CCDC 919601' #TrackingRef 'all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H17 B F15 P' _chemical_formula_weight 812.31 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.9184(2) _cell_length_b 20.5507(4) _cell_length_c 17.2472(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.677(2) _cell_angle_gamma 90.00 _cell_volume 3442.74(13) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7871 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 0.192 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9395 _exptl_absorpt_correction_T_max 0.9501 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD ApexII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32085 _diffrn_reflns_av_R_equivalents 0.049 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6016 _reflns_number_gt 5230 _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^)+(0.0403P)^2^+2.4610P] 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 6016 _refine_ls_number_parameters 506 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1068 _refine_ls_wR_factor_gt 0.0996 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.004 _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 0.37108(5) 0.20099(2) 0.49416(3) 0.03316(14) Uani 1 1 d . . . B1 B 0.1976(2) 0.20018(11) 0.53826(13) 0.0342(5) Uani 1 1 d . . . C1 C 0.3078(2) 0.28184(10) 0.47278(12) 0.0341(4) Uani 1 1 d . . . C2 C 0.2046(2) 0.27747(10) 0.51400(11) 0.0331(4) Uani 1 1 d . . . C11 C 0.5319(2) 0.20378(10) 0.56547(12) 0.0382(5) Uani 1 1 d . . . C12 C 0.5528(3) 0.25303(12) 0.62192(14) 0.0522(6) Uani 1 1 d . . . H12 H 0.4869 0.2862 0.6200 0.063 Uiso 1 1 calc R . . C13 C 0.6708(3) 0.25334(15) 0.68106(16) 0.0651(7) Uani 1 1 d . . . H13 H 0.6851 0.2867 0.7191 0.078 Uiso 1 1 calc R . . C14 C 0.7661(3) 0.20484(16) 0.68376(16) 0.0665(8) Uani 1 1 d . . . H14 H 0.8464 0.2052 0.7235 0.080 Uiso 1 1 calc R . . C15 C 0.7453(3) 0.15575(16) 0.62883(17) 0.0675(8) Uani 1 1 d . . . H15 H 0.8108 0.1223 0.6319 0.081 Uiso 1 1 calc R . . C16 C 0.6290(2) 0.15489(13) 0.56895(15) 0.0549(6) Uani 1 1 d . . . H16 H 0.6160 0.1214 0.5310 0.066 Uiso 1 1 calc R . . C21 C 0.3948(2) 0.15124(10) 0.41229(12) 0.0366(5) Uani 1 1 d . . . C22 C 0.4502(3) 0.17586(12) 0.35110(14) 0.0525(6) Uani 1 1 d . . . H22 H 0.4787 0.2195 0.3520 0.063 Uiso 1 1 calc R . . C23 C 0.4635(3) 0.13629(13) 0.28873(16) 0.0632(7) Uani 1 1 d . . . H23 H 0.4994 0.1534 0.2466 0.076 Uiso 1 1 calc R . . C24 C 0.4252(3) 0.07286(13) 0.28751(15) 0.0601(7) Uani 1 1 d . . . H24 H 0.4354 0.0462 0.2448 0.072 Uiso 1 1 calc R . . C25 C 0.3717(3) 0.04760(12) 0.34826(16) 0.0635(7) Uani 1 1 d . . . H25 H 0.3462 0.0035 0.3474 0.076 Uiso 1 1 calc R . . C26 C 0.3551(3) 0.08659(12) 0.41060(15) 0.0543(6) Uani 1 1 d . . . H26 H 0.3170 0.0694 0.4519 0.065 Uiso 1 1 calc R . . C31 C 0.3540(2) 0.33350(9) 0.42539(12) 0.0346(4) Uani 1 1 d . . . C32 C 0.2596(2) 0.37355(11) 0.37731(13) 0.0440(5) Uani 1 1 d . . . H32 H 0.1650 0.3681 0.3758 0.053 Uiso 1 1 calc R . . C33 C 0.3030(2) 0.42127(12) 0.33175(14) 0.0488(6) Uani 1 1 d . . . H33 H 0.2371 0.4480 0.2999 0.059 Uiso 1 1 calc R . . C34 C 0.4412(3) 0.43080(11) 0.33176(14) 0.0488(6) Uani 1 1 d . . . C35 C 0.5350(2) 0.39073(12) 0.37948(15) 0.0513(6) Uani 1 1 d . . . H35 H 0.6295 0.3963 0.3808 0.062 Uiso 1 1 calc R . . C36 C 0.4927(2) 0.34272(11) 0.42523(14) 0.0444(5) Uani 1 1 d . . . H36 H 0.5587 0.3159 0.4567 0.053 Uiso 1 1 calc R . . C37 C 0.4881(3) 0.48291(15) 0.28103(19) 0.0738(8) Uani 1 1 d . . . H37A H 0.4825 0.5252 0.3053 0.111 Uiso 1 1 calc R . . H37B H 0.4293 0.4825 0.2287 0.111 Uiso 1 1 calc R . . H37C H 0.5825 0.4745 0.2766 0.111 Uiso 1 1 calc R . . C41 C 0.1235(2) 0.33363(10) 0.53274(11) 0.0342(4) Uani 1 1 d . . . F42 F 0.32111(14) 0.40024(7) 0.56791(9) 0.0585(4) Uani 1 1 d . . . C42 C 0.1844(2) 0.39280(11) 0.55907(13) 0.0417(5) Uani 1 1 d . . . F43 F 0.17452(17) 0.50077(7) 0.60306(10) 0.0711(4) Uani 1 1 d . . . C43 C 0.1111(3) 0.44436(11) 0.57954(14) 0.0477(6) Uani 1 1 d . . . F44 F -0.10039(16) 0.48933(7) 0.59250(9) 0.0654(4) Uani 1 1 d . . . C44 C -0.0278(3) 0.43870(11) 0.57455(13) 0.0459(5) Uani 1 1 d . . . F45 F -0.22722(14) 0.37471(8) 0.54755(10) 0.0685(4) Uani 1 1 d . . . C45 C -0.0919(2) 0.38061(12) 0.55115(13) 0.0442(5) Uani 1 1 d . . . F46 F -0.08330(13) 0.27383(7) 0.50842(9) 0.0538(3) Uani 1 1 d . . . C46 C -0.0166(2) 0.32962(10) 0.53089(12) 0.0379(5) Uani 1 1 d . . . C51 C 0.0758(2) 0.15711(10) 0.48439(12) 0.0369(5) Uani 1 1 d . . . F52 F 0.03462(14) 0.09164(7) 0.59085(8) 0.0570(4) Uani 1 1 d . . . C52 C 0.0048(2) 0.10783(11) 0.51330(14) 0.0428(5) Uani 1 1 d . . . F53 F -0.16409(16) 0.02542(8) 0.50160(11) 0.0746(5) Uani 1 1 d . . . C53 C -0.0996(2) 0.07168(11) 0.46777(17) 0.0522(6) Uani 1 1 d . . . F54 F -0.23353(17) 0.04669(8) 0.34238(11) 0.0822(5) Uani 1 1 d . . . C54 C -0.1357(2) 0.08271(12) 0.38791(16) 0.0544(6) Uani 1 1 d . . . F55 F -0.10291(18) 0.14239(9) 0.27732(9) 0.0755(5) Uani 1 1 d . . . C55 C -0.0694(3) 0.13036(12) 0.35542(14) 0.0525(6) Uani 1 1 d . . . F56 F 0.08990(16) 0.21315(7) 0.36597(8) 0.0620(4) Uani 1 1 d . . . C56 C 0.0321(2) 0.16642(11) 0.40322(13) 0.0438(5) Uani 1 1 d . . . C61 C 0.2397(2) 0.18160(10) 0.63163(12) 0.0351(4) Uani 1 1 d . . . F62 F 0.13088(16) 0.27194(7) 0.67748(8) 0.0606(4) Uani 1 1 d . . . C62 C 0.2118(2) 0.21878(10) 0.69295(12) 0.0404(5) Uani 1 1 d . . . F63 F 0.23035(17) 0.24360(7) 0.82885(8) 0.0617(4) Uani 1 1 d . . . C63 C 0.2615(2) 0.20495(11) 0.77206(12) 0.0430(5) Uani 1 1 d . . . F64 F 0.39246(15) 0.13740(7) 0.86838(7) 0.0572(4) Uani 1 1 d . . . C64 C 0.3420(2) 0.15151(11) 0.79217(12) 0.0416(5) Uani 1 1 d . . . F65 F 0.45066(15) 0.05931(7) 0.75332(8) 0.0606(4) Uani 1 1 d . . . C65 C 0.3718(2) 0.11213(11) 0.73381(13) 0.0417(5) Uani 1 1 d . . . F66 F 0.34998(14) 0.08609(6) 0.60099(7) 0.0492(3) Uani 1 1 d . . . C66 C 0.3193(2) 0.12736(10) 0.65599(12) 0.0379(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0349(3) 0.0321(3) 0.0324(3) -0.0013(2) 0.0066(2) 0.0017(2) B1 0.0346(12) 0.0345(12) 0.0337(12) -0.0020(9) 0.0070(9) 0.0020(9) C1 0.0336(10) 0.0330(10) 0.0334(10) -0.0025(8) 0.0014(8) -0.0003(8) C2 0.0325(10) 0.0354(11) 0.0291(10) -0.0019(8) 0.0009(8) -0.0006(8) C11 0.0348(11) 0.0434(12) 0.0362(11) 0.0017(9) 0.0066(9) 0.0004(9) C12 0.0485(14) 0.0535(14) 0.0500(14) -0.0076(11) -0.0012(11) 0.0030(11) C13 0.0586(16) 0.0781(19) 0.0518(15) -0.0132(14) -0.0048(12) -0.0045(14) C14 0.0449(14) 0.094(2) 0.0532(15) 0.0044(15) -0.0067(12) 0.0033(15) C15 0.0457(14) 0.087(2) 0.0645(17) 0.0023(15) -0.0008(12) 0.0211(14) C16 0.0466(13) 0.0630(16) 0.0530(14) -0.0037(12) 0.0051(11) 0.0124(12) C21 0.0384(11) 0.0368(11) 0.0345(10) -0.0032(9) 0.0071(9) 0.0025(9) C22 0.0727(17) 0.0400(13) 0.0505(14) -0.0014(11) 0.0262(12) -0.0064(12) C23 0.096(2) 0.0541(16) 0.0492(14) -0.0034(12) 0.0385(14) -0.0043(14) C24 0.086(2) 0.0497(15) 0.0491(14) -0.0122(12) 0.0241(13) 0.0036(13) C25 0.098(2) 0.0396(13) 0.0571(15) -0.0118(12) 0.0253(15) -0.0108(14) C26 0.0784(18) 0.0426(13) 0.0478(13) -0.0038(11) 0.0266(12) -0.0097(12) C31 0.0381(11) 0.0311(10) 0.0342(10) -0.0029(8) 0.0065(8) -0.0012(8) C32 0.0364(11) 0.0508(13) 0.0447(12) 0.0060(10) 0.0082(9) 0.0018(10) C33 0.0480(13) 0.0496(13) 0.0485(13) 0.0130(11) 0.0091(10) 0.0054(11) C34 0.0548(14) 0.0438(13) 0.0483(13) 0.0048(10) 0.0115(11) -0.0079(11) C35 0.0421(13) 0.0517(14) 0.0597(15) 0.0054(12) 0.0092(11) -0.0093(11) C36 0.0378(11) 0.0397(12) 0.0540(13) 0.0054(10) 0.0051(10) -0.0012(9) C37 0.076(2) 0.0701(19) 0.0748(19) 0.0233(16) 0.0138(15) -0.0169(15) C41 0.0391(11) 0.0332(10) 0.0292(10) 0.0017(8) 0.0047(8) 0.0035(9) F42 0.0448(8) 0.0528(8) 0.0777(10) -0.0231(7) 0.0121(7) -0.0086(6) C42 0.0430(12) 0.0403(12) 0.0411(12) -0.0033(9) 0.0067(9) 0.0007(10) F43 0.0820(11) 0.0423(8) 0.0897(12) -0.0243(8) 0.0187(9) -0.0039(7) C43 0.0612(15) 0.0358(12) 0.0459(13) -0.0070(10) 0.0103(11) 0.0041(11) F44 0.0775(10) 0.0574(9) 0.0628(9) -0.0048(7) 0.0181(8) 0.0325(8) C44 0.0575(14) 0.0438(13) 0.0365(11) 0.0009(10) 0.0098(10) 0.0179(11) F45 0.0399(8) 0.0830(11) 0.0822(11) -0.0096(9) 0.0118(7) 0.0141(7) C45 0.0378(12) 0.0560(14) 0.0377(11) 0.0046(10) 0.0055(9) 0.0121(10) F46 0.0396(7) 0.0513(8) 0.0702(9) -0.0090(7) 0.0102(6) -0.0043(6) C46 0.0399(11) 0.0378(11) 0.0342(11) 0.0007(9) 0.0034(9) 0.0031(9) C51 0.0352(11) 0.0343(11) 0.0410(11) -0.0040(9) 0.0067(9) 0.0005(9) F52 0.0523(8) 0.0604(9) 0.0570(8) 0.0158(7) 0.0080(6) -0.0116(7) C52 0.0378(11) 0.0401(12) 0.0501(13) 0.0038(10) 0.0078(10) 0.0010(9) F53 0.0582(9) 0.0570(9) 0.1051(13) 0.0107(9) 0.0080(9) -0.0220(7) C53 0.0392(12) 0.0368(12) 0.0792(18) 0.0009(12) 0.0090(12) -0.0065(10) F54 0.0614(10) 0.0708(10) 0.1001(13) -0.0206(9) -0.0173(9) -0.0212(8) C54 0.0402(13) 0.0464(14) 0.0693(17) -0.0141(12) -0.0060(12) -0.0056(11) F55 0.0810(11) 0.0895(12) 0.0455(8) -0.0126(8) -0.0122(7) -0.0107(9) C55 0.0502(14) 0.0554(15) 0.0460(13) -0.0095(11) -0.0041(11) -0.0006(12) F56 0.0725(10) 0.0721(10) 0.0371(7) 0.0045(7) 0.0010(6) -0.0234(8) C56 0.0450(12) 0.0428(12) 0.0423(12) -0.0027(10) 0.0060(10) -0.0052(10) C61 0.0372(11) 0.0355(11) 0.0329(10) 0.0014(8) 0.0078(8) -0.0009(9) F62 0.0831(10) 0.0597(9) 0.0405(7) 0.0048(6) 0.0164(7) 0.0351(8) C62 0.0448(12) 0.0399(12) 0.0365(11) 0.0038(9) 0.0086(9) 0.0070(10) F63 0.0867(11) 0.0633(9) 0.0362(7) -0.0048(6) 0.0153(7) 0.0147(8) C63 0.0506(13) 0.0461(13) 0.0332(11) -0.0049(9) 0.0110(10) 0.0005(10) F64 0.0651(9) 0.0696(9) 0.0317(6) 0.0056(6) -0.0026(6) 0.0067(7) C64 0.0420(12) 0.0507(13) 0.0289(10) 0.0062(9) -0.0003(9) -0.0025(10) F65 0.0680(9) 0.0561(8) 0.0548(8) 0.0122(7) 0.0054(7) 0.0255(7) C65 0.0398(12) 0.0415(12) 0.0425(12) 0.0078(10) 0.0055(9) 0.0063(9) F66 0.0661(9) 0.0403(7) 0.0430(7) -0.0006(6) 0.0153(6) 0.0109(6) C66 0.0418(11) 0.0364(11) 0.0366(11) -0.0008(9) 0.0107(9) 0.0000(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.788(2) . ? P1 C21 1.797(2) . ? P1 C11 1.807(2) . ? P1 B1 2.018(2) . ? B1 C61 1.625(3) . ? B1 C51 1.628(3) . ? B1 C2 1.648(3) . ? C1 C2 1.362(3) . ? C1 C31 1.469(3) . ? C2 C41 1.480(3) . ? C11 C16 1.385(3) . ? C11 C12 1.390(3) . ? C12 C13 1.388(3) . ? C12 H12 0.9400 . ? C13 C14 1.368(4) . ? C13 H13 0.9400 . ? C14 C15 1.371(4) . ? C14 H14 0.9400 . ? C15 C16 1.384(4) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C21 C22 1.381(3) . ? C21 C26 1.384(3) . ? C22 C23 1.376(3) . ? C22 H22 0.9400 . ? C23 C24 1.357(4) . ? C23 H23 0.9400 . ? C24 C25 1.369(4) . ? C24 H24 0.9400 . ? C25 C26 1.377(3) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C32 1.388(3) . ? C31 C36 1.389(3) . ? C32 C33 1.379(3) . ? C32 H32 0.9400 . ? C33 C34 1.385(3) . ? C33 H33 0.9400 . ? C34 C35 1.383(3) . ? C34 C37 1.515(3) . ? C35 C36 1.380(3) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? C41 C46 1.387(3) . ? C41 C42 1.392(3) . ? F42 C42 1.342(3) . ? C42 C43 1.371(3) . ? F43 C43 1.342(3) . ? C43 C44 1.367(3) . ? F44 C44 1.337(3) . ? C44 C45 1.374(3) . ? F45 C45 1.337(3) . ? C45 C46 1.372(3) . ? F46 C46 1.341(2) . ? C51 C52 1.383(3) . ? C51 C56 1.392(3) . ? F52 C52 1.352(3) . ? C52 C53 1.382(3) . ? F53 C53 1.343(3) . ? C53 C54 1.370(4) . ? F54 C54 1.341(3) . ? C54 C55 1.362(4) . ? F55 C55 1.343(3) . ? C55 C56 1.380(3) . ? F56 C56 1.347(3) . ? C61 C62 1.378(3) . ? C61 C66 1.381(3) . ? F62 C62 1.350(2) . ? C62 C63 1.383(3) . ? F63 C63 1.345(2) . ? C63 C64 1.361(3) . ? F64 C64 1.340(2) . ? C64 C65 1.370(3) . ? F65 C65 1.340(2) . ? C65 C66 1.374(3) . ? F66 C66 1.352(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C21 117.59(10) . . ? C1 P1 C11 109.62(10) . . ? C21 P1 C11 108.36(10) . . ? C1 P1 B1 78.15(10) . . ? C21 P1 B1 123.29(10) . . ? C11 P1 B1 116.50(10) . . ? C61 B1 C51 116.73(18) . . ? C61 B1 C2 117.55(17) . . ? C51 B1 C2 116.36(17) . . ? C61 B1 P1 107.92(14) . . ? C51 B1 P1 112.35(14) . . ? C2 B1 P1 79.21(12) . . ? C2 C1 C31 133.66(19) . . ? C2 C1 P1 95.78(14) . . ? C31 C1 P1 130.57(15) . . ? C1 C2 C41 124.18(18) . . ? C1 C2 B1 105.75(17) . . ? C41 C2 B1 130.05(17) . . ? C16 C11 C12 119.6(2) . . ? C16 C11 P1 121.12(17) . . ? C12 C11 P1 119.06(17) . . ? C13 C12 C11 120.1(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 119.7(3) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.4(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C16 120.7(3) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C15 C16 C11 119.4(2) . . ? C15 C16 H16 120.3 . . ? C11 C16 H16 120.3 . . ? C22 C21 C26 119.4(2) . . ? C22 C21 P1 121.85(17) . . ? C26 C21 P1 118.75(17) . . ? C23 C22 C21 119.8(2) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.6(2) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 120.2(2) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C26 120.2(2) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 119.8(2) . . ? C25 C26 H26 120.1 . . ? C21 C26 H26 120.1 . . ? C32 C31 C36 117.79(19) . . ? C32 C31 C1 120.82(18) . . ? C36 C31 C1 121.36(18) . . ? C33 C32 C31 120.8(2) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C32 C33 C34 121.6(2) . . ? C32 C33 H33 119.2 . . ? C34 C33 H33 119.2 . . ? C35 C34 C33 117.6(2) . . ? C35 C34 C37 121.1(2) . . ? C33 C34 C37 121.3(2) . . ? C36 C35 C34 121.3(2) . . ? C36 C35 H35 119.3 . . ? C34 C35 H35 119.3 . . ? C35 C36 C31 120.9(2) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C46 C41 C42 115.22(18) . . ? C46 C41 C2 122.39(18) . . ? C42 C41 C2 122.23(18) . . ? F42 C42 C43 117.3(2) . . ? F42 C42 C41 119.88(19) . . ? C43 C42 C41 122.8(2) . . ? F43 C43 C44 119.8(2) . . ? F43 C43 C42 120.3(2) . . ? C44 C43 C42 119.9(2) . . ? F44 C44 C43 120.1(2) . . ? F44 C44 C45 120.3(2) . . ? C43 C44 C45 119.5(2) . . ? F45 C45 C46 120.8(2) . . ? F45 C45 C44 119.5(2) . . ? C46 C45 C44 119.7(2) . . ? F46 C46 C45 117.70(19) . . ? F46 C46 C41 119.39(18) . . ? C45 C46 C41 122.9(2) . . ? C52 C51 C56 112.67(19) . . ? C52 C51 B1 124.43(19) . . ? C56 C51 B1 122.90(19) . . ? F52 C52 C53 114.7(2) . . ? F52 C52 C51 120.77(19) . . ? C53 C52 C51 124.5(2) . . ? F53 C53 C54 120.2(2) . . ? F53 C53 C52 120.1(2) . . ? C54 C53 C52 119.7(2) . . ? F54 C54 C55 120.6(2) . . ? F54 C54 C53 120.5(2) . . ? C55 C54 C53 118.9(2) . . ? F55 C55 C54 120.2(2) . . ? F55 C55 C56 120.2(2) . . ? C54 C55 C56 119.6(2) . . ? F56 C56 C55 115.3(2) . . ? F56 C56 C51 120.10(19) . . ? C55 C56 C51 124.6(2) . . ? C62 C61 C66 113.91(18) . . ? C62 C61 B1 125.39(18) . . ? C66 C61 B1 120.50(18) . . ? F62 C62 C61 120.06(18) . . ? F62 C62 C63 116.13(19) . . ? C61 C62 C63 123.8(2) . . ? F63 C63 C64 120.03(19) . . ? F63 C63 C62 120.6(2) . . ? C64 C63 C62 119.40(19) . . ? F64 C64 C63 120.5(2) . . ? F64 C64 C65 120.0(2) . . ? C63 C64 C65 119.49(19) . . ? F65 C65 C64 119.71(19) . . ? F65 C65 C66 121.1(2) . . ? C64 C65 C66 119.19(19) . . ? F66 C66 C65 116.60(18) . . ? F66 C66 C61 119.25(18) . . ? C65 C66 C61 124.16(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 P1 B1 C61 -122.11(15) . . . . ? C21 P1 B1 C61 122.53(14) . . . . ? C11 P1 B1 C61 -15.93(18) . . . . ? C1 P1 B1 C51 107.79(16) . . . . ? C21 P1 B1 C51 -7.6(2) . . . . ? C11 P1 B1 C51 -146.03(14) . . . . ? C1 P1 B1 C2 -6.44(11) . . . . ? C21 P1 B1 C2 -121.79(12) . . . . ? C11 P1 B1 C2 99.74(12) . . . . ? C21 P1 C1 C2 129.23(13) . . . . ? C11 P1 C1 C2 -106.46(14) . . . . ? B1 P1 C1 C2 7.70(13) . . . . ? C21 P1 C1 C31 -50.1(2) . . . . ? C11 P1 C1 C31 74.3(2) . . . . ? B1 P1 C1 C31 -171.6(2) . . . . ? C31 C1 C2 C41 -12.1(3) . . . . ? P1 C1 C2 C41 168.68(16) . . . . ? C31 C1 C2 B1 169.7(2) . . . . ? P1 C1 C2 B1 -9.60(16) . . . . ? C61 B1 C2 C1 113.32(19) . . . . ? C51 B1 C2 C1 -101.1(2) . . . . ? P1 B1 C2 C1 8.61(14) . . . . ? C61 B1 C2 C41 -64.8(3) . . . . ? C51 B1 C2 C41 80.7(3) . . . . ? P1 B1 C2 C41 -169.53(19) . . . . ? C1 P1 C11 C16 -153.52(19) . . . . ? C21 P1 C11 C16 -24.0(2) . . . . ? B1 P1 C11 C16 120.3(2) . . . . ? C1 P1 C11 C12 32.0(2) . . . . ? C21 P1 C11 C12 161.47(18) . . . . ? B1 P1 C11 C12 -54.3(2) . . . . ? C16 C11 C12 C13 0.4(4) . . . . ? P1 C11 C12 C13 175.0(2) . . . . ? C11 C12 C13 C14 -0.3(4) . . . . ? C12 C13 C14 C15 -0.5(5) . . . . ? C13 C14 C15 C16 1.1(5) . . . . ? C14 C15 C16 C11 -0.9(4) . . . . ? C12 C11 C16 C15 0.2(4) . . . . ? P1 C11 C16 C15 -174.3(2) . . . . ? C1 P1 C21 C22 41.4(2) . . . . ? C11 P1 C21 C22 -83.6(2) . . . . ? B1 P1 C21 C22 135.14(19) . . . . ? C1 P1 C21 C26 -138.09(19) . . . . ? C11 P1 C21 C26 97.0(2) . . . . ? B1 P1 C21 C26 -44.3(2) . . . . ? C26 C21 C22 C23 1.0(4) . . . . ? P1 C21 C22 C23 -178.5(2) . . . . ? C21 C22 C23 C24 -1.3(4) . . . . ? C22 C23 C24 C25 0.5(5) . . . . ? C23 C24 C25 C26 0.7(5) . . . . ? C24 C25 C26 C21 -1.0(4) . . . . ? C22 C21 C26 C25 0.2(4) . . . . ? P1 C21 C26 C25 179.7(2) . . . . ? C2 C1 C31 C32 -38.0(3) . . . . ? P1 C1 C31 C32 141.02(19) . . . . ? C2 C1 C31 C36 144.0(2) . . . . ? P1 C1 C31 C36 -37.0(3) . . . . ? C36 C31 C32 C33 -0.7(3) . . . . ? C1 C31 C32 C33 -178.8(2) . . . . ? C31 C32 C33 C34 0.4(4) . . . . ? C32 C33 C34 C35 -0.2(4) . . . . ? C32 C33 C34 C37 179.5(2) . . . . ? C33 C34 C35 C36 0.3(4) . . . . ? C37 C34 C35 C36 -179.3(2) . . . . ? C34 C35 C36 C31 -0.6(4) . . . . ? C32 C31 C36 C35 0.8(3) . . . . ? C1 C31 C36 C35 178.9(2) . . . . ? C1 C2 C41 C46 141.5(2) . . . . ? B1 C2 C41 C46 -40.7(3) . . . . ? C1 C2 C41 C42 -43.3(3) . . . . ? B1 C2 C41 C42 134.5(2) . . . . ? C46 C41 C42 F42 175.73(19) . . . . ? C2 C41 C42 F42 0.2(3) . . . . ? C46 C41 C42 C43 -1.9(3) . . . . ? C2 C41 C42 C43 -177.4(2) . . . . ? F42 C42 C43 F43 3.6(3) . . . . ? C41 C42 C43 F43 -178.7(2) . . . . ? F42 C42 C43 C44 -177.6(2) . . . . ? C41 C42 C43 C44 0.1(4) . . . . ? F43 C43 C44 F44 0.5(3) . . . . ? C42 C43 C44 F44 -178.3(2) . . . . ? F43 C43 C44 C45 -179.4(2) . . . . ? C42 C43 C44 C45 1.8(3) . . . . ? F44 C44 C45 F45 -1.0(3) . . . . ? C43 C44 C45 F45 178.9(2) . . . . ? F44 C44 C45 C46 178.26(19) . . . . ? C43 C44 C45 C46 -1.9(3) . . . . ? F45 C45 C46 F46 -0.8(3) . . . . ? C44 C45 C46 F46 179.98(19) . . . . ? F45 C45 C46 C41 179.20(19) . . . . ? C44 C45 C46 C41 0.0(3) . . . . ? C42 C41 C46 F46 -178.15(18) . . . . ? C2 C41 C46 F46 -2.7(3) . . . . ? C42 C41 C46 C45 1.9(3) . . . . ? C2 C41 C46 C45 177.36(19) . . . . ? C61 B1 C51 C52 1.9(3) . . . . ? C2 B1 C51 C52 -144.0(2) . . . . ? P1 B1 C51 C52 127.3(2) . . . . ? C61 B1 C51 C56 -178.09(19) . . . . ? C2 B1 C51 C56 36.1(3) . . . . ? P1 B1 C51 C56 -52.7(2) . . . . ? C56 C51 C52 F52 179.35(19) . . . . ? B1 C51 C52 F52 -0.6(3) . . . . ? C56 C51 C52 C53 -0.7(3) . . . . ? B1 C51 C52 C53 179.3(2) . . . . ? F52 C52 C53 F53 1.0(3) . . . . ? C51 C52 C53 F53 -178.9(2) . . . . ? F52 C52 C53 C54 -178.1(2) . . . . ? C51 C52 C53 C54 1.9(4) . . . . ? F53 C53 C54 F54 -1.4(4) . . . . ? C52 C53 C54 F54 177.8(2) . . . . ? F53 C53 C54 C55 179.4(2) . . . . ? C52 C53 C54 C55 -1.5(4) . . . . ? F54 C54 C55 F55 0.9(4) . . . . ? C53 C54 C55 F55 -179.8(2) . . . . ? F54 C54 C55 C56 -179.3(2) . . . . ? C53 C54 C55 C56 -0.1(4) . . . . ? F55 C55 C56 F56 0.9(3) . . . . ? C54 C55 C56 F56 -178.8(2) . . . . ? F55 C55 C56 C51 -178.9(2) . . . . ? C54 C55 C56 C51 1.3(4) . . . . ? C52 C51 C56 F56 179.3(2) . . . . ? B1 C51 C56 F56 -0.7(3) . . . . ? C52 C51 C56 C55 -0.9(3) . . . . ? B1 C51 C56 C55 179.1(2) . . . . ? C51 B1 C61 C62 -109.1(2) . . . . ? C2 B1 C61 C62 36.4(3) . . . . ? P1 B1 C61 C62 123.3(2) . . . . ? C51 B1 C61 C66 76.4(2) . . . . ? C2 B1 C61 C66 -138.2(2) . . . . ? P1 B1 C61 C66 -51.2(2) . . . . ? C66 C61 C62 F62 -177.65(19) . . . . ? B1 C61 C62 F62 7.5(3) . . . . ? C66 C61 C62 C63 1.9(3) . . . . ? B1 C61 C62 C63 -173.0(2) . . . . ? F62 C62 C63 F63 -0.7(3) . . . . ? C61 C62 C63 F63 179.8(2) . . . . ? F62 C62 C63 C64 179.0(2) . . . . ? C61 C62 C63 C64 -0.5(4) . . . . ? F63 C63 C64 F64 -0.9(3) . . . . ? C62 C63 C64 F64 179.4(2) . . . . ? F63 C63 C64 C65 179.3(2) . . . . ? C62 C63 C64 C65 -0.4(3) . . . . ? F64 C64 C65 F65 0.5(3) . . . . ? C63 C64 C65 F65 -179.7(2) . . . . ? F64 C64 C65 C66 -180.0(2) . . . . ? C63 C64 C65 C66 -0.2(3) . . . . ? F65 C65 C66 F66 0.8(3) . . . . ? C64 C65 C66 F66 -178.81(19) . . . . ? F65 C65 C66 C61 -178.7(2) . . . . ? C64 C65 C66 C61 1.7(3) . . . . ? C62 C61 C66 F66 178.07(19) . . . . ? B1 C61 C66 F66 -6.8(3) . . . . ? C62 C61 C66 C65 -2.5(3) . . . . ? B1 C61 C66 C65 172.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.257 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.040 data_erk6573 _database_code_depnum_ccdc_archive 'CCDC 919602' #TrackingRef 'all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H20 B F10 P' _chemical_formula_weight 660.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/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 8.3314(3) _cell_length_b 23.9142(9) _cell_length_c 14.7962(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.618(4) _cell_angle_gamma 90.00 _cell_volume 2947.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5075 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 65.25 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 1.624 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7927 _exptl_absorpt_correction_T_max 0.9682 _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 27732 _diffrn_reflns_av_R_equivalents 0.064 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.75 _diffrn_reflns_theta_max 67.04 _reflns_number_total 5156 _reflns_number_gt 3991 _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^)+(0.0578P)^2^+2.3539P] 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 5156 _refine_ls_number_parameters 417 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1368 _refine_ls_wR_factor_gt 0.1212 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.32153(8) 0.42395(3) 0.24101(5) 0.03936(18) Uani 1 1 d . . . B1 B 0.0814(4) 0.40879(13) 0.2391(2) 0.0467(7) Uani 1 1 d . . . C1 C 0.2397(3) 0.49287(10) 0.23505(18) 0.0424(6) Uani 1 1 d . . . C2 C 0.0841(3) 0.47608(11) 0.2225(2) 0.0507(7) Uani 1 1 d . . . C3 C -0.0584(4) 0.51122(14) 0.1962(3) 0.0844(13) Uani 1 1 d . . . H3A H -0.0801 0.5379 0.2438 0.127 Uiso 1 1 calc R . . H3B H -0.1513 0.4873 0.1871 0.127 Uiso 1 1 calc R . . H3C H -0.0358 0.5311 0.1406 0.127 Uiso 1 1 calc R . . C11 C 0.3202(3) 0.54762(10) 0.23930(18) 0.0426(6) Uani 1 1 d . . . C12 C 0.2369(4) 0.59800(11) 0.23696(19) 0.0474(6) Uani 1 1 d . . . H12 H 0.1244 0.5976 0.2318 0.057 Uiso 1 1 calc R . . C13 C 0.3164(4) 0.64870(11) 0.2420(2) 0.0549(7) Uani 1 1 d . . . H13 H 0.2567 0.6820 0.2402 0.066 Uiso 1 1 calc R . . C14 C 0.4822(4) 0.65151(12) 0.2497(2) 0.0587(8) Uani 1 1 d . . . C15 C 0.5665(4) 0.60162(13) 0.2530(2) 0.0601(8) Uani 1 1 d . . . H15 H 0.6791 0.6023 0.2582 0.072 Uiso 1 1 calc R . . C16 C 0.4874(3) 0.55066(12) 0.2488(2) 0.0536(7) Uani 1 1 d . . . H16 H 0.5473 0.5174 0.2525 0.064 Uiso 1 1 calc R . . C17 C 0.5697(5) 0.70704(15) 0.2542(3) 0.0912(13) Uani 1 1 d . . . H17A H 0.6421 0.7072 0.3060 0.137 Uiso 1 1 calc R . . H17B H 0.4923 0.7371 0.2602 0.137 Uiso 1 1 calc R . . H17C H 0.6305 0.7123 0.1994 0.137 Uiso 1 1 calc R . . C21 C 0.4331(3) 0.40194(11) 0.14382(19) 0.0454(6) Uani 1 1 d . . . C22 C 0.5245(4) 0.43799(14) 0.0912(2) 0.0584(8) Uani 1 1 d . . . H22 H 0.5358 0.4757 0.1078 0.070 Uiso 1 1 calc R . . C23 C 0.5982(4) 0.41817(19) 0.0145(2) 0.0757(11) Uani 1 1 d . . . H23 H 0.6604 0.4425 -0.0206 0.091 Uiso 1 1 calc R . . C24 C 0.5819(5) 0.3635(2) -0.0109(2) 0.0818(12) Uani 1 1 d . . . H24 H 0.6320 0.3506 -0.0635 0.098 Uiso 1 1 calc R . . C25 C 0.4923(4) 0.32709(16) 0.0405(2) 0.0717(10) Uani 1 1 d . . . H25 H 0.4816 0.2895 0.0229 0.086 Uiso 1 1 calc R . . C26 C 0.4177(4) 0.34614(13) 0.1183(2) 0.0556(7) Uani 1 1 d . . . H26 H 0.3571 0.3214 0.1535 0.067 Uiso 1 1 calc R . . C31 C 0.4394(3) 0.40938(11) 0.34071(19) 0.0430(6) Uani 1 1 d . . . C32 C 0.5496(3) 0.36561(12) 0.3440(2) 0.0509(7) Uani 1 1 d . . . H32 H 0.5779 0.3469 0.2906 0.061 Uiso 1 1 calc R . . C33 C 0.6174(4) 0.34959(14) 0.4260(2) 0.0639(8) Uani 1 1 d . . . H33 H 0.6907 0.3197 0.4281 0.077 Uiso 1 1 calc R . . C34 C 0.5778(4) 0.37725(16) 0.5041(2) 0.0689(9) Uani 1 1 d . . . H34 H 0.6232 0.3659 0.5595 0.083 Uiso 1 1 calc R . . C35 C 0.4718(4) 0.42167(15) 0.5016(2) 0.0641(8) Uani 1 1 d . . . H35 H 0.4468 0.4410 0.5550 0.077 Uiso 1 1 calc R . . C36 C 0.4024(4) 0.43767(12) 0.4200(2) 0.0523(7) Uani 1 1 d . . . H36 H 0.3299 0.4678 0.4183 0.063 Uiso 1 1 calc R . . C41 C 0.0163(3) 0.37023(11) 0.1568(2) 0.0472(6) Uani 1 1 d . . . F42 F 0.1309(2) 0.43073(7) 0.04733(12) 0.0641(5) Uani 1 1 d . . . C42 C 0.0512(3) 0.38274(11) 0.0671(2) 0.0510(7) Uani 1 1 d . . . F43 F 0.0588(3) 0.36341(8) -0.09017(13) 0.0773(6) Uani 1 1 d . . . C43 C 0.0137(4) 0.34941(13) -0.0058(2) 0.0557(7) Uani 1 1 d . . . F44 F -0.1130(3) 0.26861(8) -0.06281(13) 0.0767(6) Uani 1 1 d . . . C44 C -0.0709(4) 0.30096(12) 0.0078(2) 0.0582(8) Uani 1 1 d . . . F45 F -0.2018(2) 0.24024(7) 0.10688(14) 0.0749(6) Uani 1 1 d . . . C45 C -0.1146(4) 0.28704(11) 0.0938(2) 0.0549(7) Uani 1 1 d . . . F46 F -0.1213(2) 0.30367(7) 0.24742(12) 0.0621(5) Uani 1 1 d . . . C46 C -0.0718(3) 0.32099(11) 0.1652(2) 0.0491(7) Uani 1 1 d . . . C51 C 0.0452(3) 0.39012(11) 0.3421(2) 0.0483(7) Uani 1 1 d . . . F52 F -0.1148(2) 0.46867(8) 0.37900(16) 0.0787(6) Uani 1 1 d . . . C52 C -0.0326(4) 0.42286(12) 0.4060(2) 0.0586(8) Uani 1 1 d . . . F53 F -0.1071(3) 0.44599(10) 0.55519(17) 0.1016(8) Uani 1 1 d . . . C53 C -0.0308(4) 0.41182(16) 0.4971(3) 0.0709(10) Uani 1 1 d . . . F54 F 0.0531(3) 0.35463(12) 0.61866(14) 0.1056(8) Uani 1 1 d . . . C54 C 0.0480(4) 0.36590(18) 0.5292(2) 0.0728(10) Uani 1 1 d . . . F55 F 0.2008(3) 0.28519(9) 0.50068(15) 0.0841(6) Uani 1 1 d . . . C55 C 0.1225(4) 0.33062(14) 0.4697(2) 0.0624(8) Uani 1 1 d . . . F56 F 0.1968(2) 0.30796(6) 0.32314(12) 0.0577(4) Uani 1 1 d . . . C56 C 0.1177(3) 0.34313(11) 0.3789(2) 0.0489(7) 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 0.0386(3) 0.0344(3) 0.0451(4) 0.0013(3) 0.0024(3) 0.0022(3) B1 0.0426(16) 0.0373(15) 0.060(2) 0.0008(14) -0.0008(14) 0.0040(13) C1 0.0438(14) 0.0370(13) 0.0465(15) 0.0020(11) 0.0003(11) -0.0010(11) C2 0.0425(15) 0.0393(14) 0.070(2) 0.0038(13) -0.0021(13) 0.0055(11) C3 0.0518(19) 0.0471(18) 0.154(4) 0.012(2) -0.026(2) 0.0035(15) C11 0.0485(15) 0.0362(13) 0.0430(15) -0.0001(11) 0.0019(11) -0.0025(11) C12 0.0555(16) 0.0383(14) 0.0484(16) 0.0004(12) 0.0046(13) 0.0029(12) C13 0.078(2) 0.0357(14) 0.0514(17) -0.0023(12) 0.0064(15) 0.0015(14) C14 0.080(2) 0.0406(16) 0.0556(18) -0.0018(13) 0.0034(15) -0.0130(15) C15 0.0557(17) 0.0522(17) 0.072(2) -0.0018(15) 0.0021(15) -0.0129(14) C16 0.0510(16) 0.0405(15) 0.069(2) -0.0017(14) -0.0007(14) -0.0039(12) C17 0.109(3) 0.050(2) 0.114(3) -0.002(2) -0.001(3) -0.028(2) C21 0.0421(14) 0.0481(15) 0.0462(16) 0.0024(12) -0.0014(12) 0.0058(12) C22 0.0541(17) 0.0649(19) 0.0562(19) 0.0122(15) 0.0085(14) 0.0040(14) C23 0.065(2) 0.109(3) 0.053(2) 0.019(2) 0.0147(16) 0.016(2) C24 0.069(2) 0.127(4) 0.050(2) -0.011(2) 0.0037(17) 0.034(2) C25 0.073(2) 0.080(2) 0.063(2) -0.0265(19) -0.0060(18) 0.0233(19) C26 0.0588(18) 0.0533(17) 0.0548(18) -0.0087(14) -0.0011(14) 0.0104(14) C31 0.0386(13) 0.0404(13) 0.0500(16) 0.0013(12) 0.0022(11) -0.0028(11) C32 0.0467(15) 0.0497(16) 0.0563(18) 0.0031(13) -0.0028(13) 0.0043(12) C33 0.0578(18) 0.0624(19) 0.071(2) 0.0133(17) -0.0123(16) 0.0046(15) C34 0.067(2) 0.085(2) 0.054(2) 0.0135(18) -0.0141(16) -0.0157(19) C35 0.068(2) 0.078(2) 0.0464(18) -0.0042(15) -0.0034(15) -0.0107(17) C36 0.0531(16) 0.0506(16) 0.0532(18) -0.0059(13) 0.0030(13) -0.0017(13) C41 0.0396(14) 0.0409(14) 0.0610(18) 0.0049(13) -0.0028(12) 0.0010(11) F42 0.0710(11) 0.0558(10) 0.0652(11) 0.0178(8) -0.0135(9) -0.0187(8) C42 0.0490(16) 0.0414(14) 0.0623(19) 0.0088(13) -0.0103(13) -0.0037(12) F43 0.0985(15) 0.0778(13) 0.0554(12) 0.0131(10) -0.0117(10) -0.0074(11) C43 0.0605(18) 0.0551(17) 0.0512(18) 0.0087(14) -0.0107(14) 0.0010(14) F44 0.0998(15) 0.0601(11) 0.0696(13) -0.0101(9) -0.0224(11) -0.0041(10) C44 0.0628(19) 0.0467(16) 0.065(2) -0.0052(14) -0.0153(15) 0.0009(14) F45 0.0861(13) 0.0487(10) 0.0898(15) -0.0007(9) -0.0076(11) -0.0234(9) C45 0.0557(17) 0.0390(14) 0.070(2) -0.0009(14) -0.0044(15) -0.0071(13) F46 0.0654(10) 0.0545(10) 0.0666(12) 0.0018(8) 0.0101(8) -0.0166(8) C46 0.0452(15) 0.0414(14) 0.0608(18) 0.0045(13) 0.0019(13) -0.0019(12) C51 0.0395(14) 0.0433(15) 0.0622(18) -0.0054(13) 0.0060(12) -0.0053(11) F52 0.0649(11) 0.0578(11) 0.1139(17) -0.0198(11) 0.0215(11) 0.0082(9) C52 0.0498(17) 0.0499(17) 0.076(2) -0.0131(15) 0.0144(15) -0.0076(14) F53 0.0925(15) 0.1151(18) 0.0981(17) -0.0535(14) 0.0423(13) -0.0265(14) C53 0.063(2) 0.080(2) 0.071(2) -0.030(2) 0.0245(18) -0.0209(18) F54 0.1119(18) 0.151(2) 0.0546(13) -0.0012(13) 0.0159(12) -0.0424(16) C54 0.071(2) 0.095(3) 0.053(2) -0.0035(19) 0.0136(17) -0.032(2) F55 0.0849(14) 0.0859(14) 0.0813(14) 0.0335(11) -0.0054(11) -0.0122(11) C55 0.0589(18) 0.064(2) 0.064(2) 0.0100(16) 0.0011(15) -0.0151(15) F56 0.0604(10) 0.0432(9) 0.0696(11) 0.0040(8) 0.0091(8) 0.0065(7) C56 0.0495(15) 0.0448(15) 0.0525(17) 0.0005(13) 0.0091(13) -0.0054(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.785(3) . ? P1 C31 1.798(3) . ? P1 C21 1.799(3) . ? P1 B1 2.033(3) . ? B1 C41 1.616(4) . ? B1 C51 1.620(4) . ? B1 C2 1.628(4) . ? C1 C2 1.367(4) . ? C1 C11 1.472(3) . ? C2 C3 1.503(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? C11 C12 1.391(4) . ? C11 C16 1.401(4) . ? C12 C13 1.383(4) . ? C12 H12 0.9400 . ? C13 C14 1.386(5) . ? C13 H13 0.9400 . ? C14 C15 1.385(4) . ? C14 C17 1.516(4) . ? C15 C16 1.387(4) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C21 C26 1.392(4) . ? C21 C22 1.394(4) . ? C22 C23 1.379(5) . ? C22 H22 0.9400 . ? C23 C24 1.368(6) . ? C23 H23 0.9400 . ? C24 C25 1.380(6) . ? C24 H24 0.9400 . ? C25 C26 1.390(4) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C36 1.392(4) . ? C31 C32 1.393(4) . ? C32 C33 1.386(4) . ? C32 H32 0.9400 . ? C33 C34 1.375(5) . ? C33 H33 0.9400 . ? C34 C35 1.382(5) . ? C34 H34 0.9400 . ? C35 C36 1.387(4) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C41 C46 1.394(4) . ? C41 C42 1.394(4) . ? F42 C42 1.359(3) . ? C42 C43 1.374(4) . ? F43 C43 1.350(4) . ? C43 C44 1.372(4) . ? F44 C44 1.343(3) . ? C44 C45 1.369(4) . ? F45 C45 1.349(3) . ? C45 C46 1.376(4) . ? F46 C46 1.355(3) . ? C51 C56 1.385(4) . ? C51 C52 1.393(4) . ? F52 C52 1.350(4) . ? C52 C53 1.373(5) . ? F53 C53 1.350(4) . ? C53 C54 1.362(6) . ? F54 C54 1.352(4) . ? C54 C55 1.372(5) . ? F55 C55 1.345(4) . ? C55 C56 1.376(4) . ? F56 C56 1.354(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 C31 115.12(12) . . ? C1 P1 C21 115.53(13) . . ? C31 P1 C21 108.46(12) . . ? C1 P1 B1 77.79(12) . . ? C31 P1 B1 120.39(13) . . ? C21 P1 B1 116.96(13) . . ? C41 B1 C51 119.2(2) . . ? C41 B1 C2 117.1(3) . . ? C51 B1 C2 114.7(2) . . ? C41 B1 P1 115.7(2) . . ? C51 B1 P1 103.23(19) . . ? C2 B1 P1 79.07(16) . . ? C2 C1 C11 134.2(2) . . ? C2 C1 P1 95.54(18) . . ? C11 C1 P1 130.2(2) . . ? C1 C2 C3 128.0(3) . . ? C1 C2 B1 106.5(2) . . ? C3 C2 B1 125.4(3) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C12 C11 C16 116.9(2) . . ? C12 C11 C1 122.9(2) . . ? C16 C11 C1 120.2(2) . . ? C13 C12 C11 121.3(3) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C12 C13 C14 121.5(3) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C15 C14 C13 117.7(3) . . ? C15 C14 C17 120.7(3) . . ? C13 C14 C17 121.6(3) . . ? C14 C15 C16 121.0(3) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C15 C16 C11 121.5(3) . . ? C15 C16 H16 119.3 . . ? C11 C16 H16 119.3 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 119.4(3) . . ? C26 C21 P1 116.8(2) . . ? C22 C21 P1 123.8(2) . . ? C23 C22 C21 119.9(3) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C24 C23 C22 120.7(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 120.3(3) . . ? C23 C24 H24 119.8 . . ? C25 C24 H24 119.8 . . ? C24 C25 C26 119.9(3) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C21 119.9(3) . . ? C25 C26 H26 120.1 . . ? C21 C26 H26 120.1 . . ? C36 C31 C32 119.2(3) . . ? C36 C31 P1 118.3(2) . . ? C32 C31 P1 121.9(2) . . ? C33 C32 C31 120.0(3) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C34 C33 C32 120.2(3) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C35 120.4(3) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C34 C35 C36 119.7(3) . . ? C34 C35 H35 120.1 . . ? C36 C35 H35 120.1 . . ? C35 C36 C31 120.4(3) . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.8 . . ? C46 C41 C42 112.4(3) . . ? C46 C41 B1 126.0(3) . . ? C42 C41 B1 121.5(2) . . ? F42 C42 C43 115.3(3) . . ? F42 C42 C41 119.6(3) . . ? C43 C42 C41 125.1(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 120.2(3) . . ? C45 C44 C43 118.9(3) . . ? F45 C45 C44 119.0(3) . . ? F45 C45 C46 121.0(3) . . ? C44 C45 C46 120.0(3) . . ? F46 C46 C45 115.5(2) . . ? F46 C46 C41 120.3(3) . . ? C45 C46 C41 124.3(3) . . ? C56 C51 C52 113.2(3) . . ? C56 C51 B1 120.6(2) . . ? C52 C51 B1 125.2(3) . . ? F52 C52 C53 116.5(3) . . ? F52 C52 C51 119.6(3) . . ? C53 C52 C51 123.9(3) . . ? F53 C53 C54 119.6(4) . . ? F53 C53 C52 120.6(4) . . ? C54 C53 C52 119.8(3) . . ? F54 C54 C53 120.8(4) . . ? F54 C54 C55 119.7(4) . . ? C53 C54 C55 119.5(3) . . ? F55 C55 C54 119.9(3) . . ? F55 C55 C56 121.1(3) . . ? C54 C55 C56 118.9(3) . . ? F56 C56 C55 116.8(3) . . ? F56 C56 C51 118.5(3) . . ? C55 C56 C51 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 C1 P1 B1 C41 121.2(2) . . . . ? C31 P1 B1 C41 -126.6(2) . . . . ? C21 P1 B1 C41 8.6(3) . . . . ? C1 P1 B1 C51 -106.76(19) . . . . ? C31 P1 B1 C51 5.4(2) . . . . ? C21 P1 B1 C51 140.61(17) . . . . ? C1 P1 B1 C2 6.28(17) . . . . ? C31 P1 B1 C2 118.40(18) . . . . ? C21 P1 B1 C2 -106.34(18) . . . . ? C31 P1 C1 C2 -125.43(19) . . . . ? C21 P1 C1 C2 106.9(2) . . . . ? B1 P1 C1 C2 -7.4(2) . . . . ? C31 P1 C1 C11 56.6(3) . . . . ? C21 P1 C1 C11 -71.1(3) . . . . ? B1 P1 C1 C11 174.6(3) . . . . ? C11 C1 C2 C3 8.7(6) . . . . ? P1 C1 C2 C3 -169.1(3) . . . . ? C11 C1 C2 B1 -172.7(3) . . . . ? P1 C1 C2 B1 9.4(2) . . . . ? C41 B1 C2 C1 -121.8(3) . . . . ? C51 B1 C2 C1 91.3(3) . . . . ? P1 B1 C2 C1 -8.4(2) . . . . ? C41 B1 C2 C3 56.8(4) . . . . ? C51 B1 C2 C3 -90.1(4) . . . . ? P1 B1 C2 C3 170.2(3) . . . . ? C2 C1 C11 C12 5.3(5) . . . . ? P1 C1 C11 C12 -177.5(2) . . . . ? C2 C1 C11 C16 -176.7(3) . . . . ? P1 C1 C11 C16 0.5(4) . . . . ? C16 C11 C12 C13 1.3(4) . . . . ? C1 C11 C12 C13 179.3(3) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C12 C13 C14 C15 -0.5(5) . . . . ? C12 C13 C14 C17 179.3(3) . . . . ? C13 C14 C15 C16 -0.1(5) . . . . ? C17 C14 C15 C16 -179.9(3) . . . . ? C14 C15 C16 C11 1.3(5) . . . . ? C12 C11 C16 C15 -1.9(4) . . . . ? C1 C11 C16 C15 180.0(3) . . . . ? C1 P1 C21 C26 -143.0(2) . . . . ? C31 P1 C21 C26 86.1(2) . . . . ? B1 P1 C21 C26 -54.1(3) . . . . ? C1 P1 C21 C22 33.2(3) . . . . ? C31 P1 C21 C22 -97.7(3) . . . . ? B1 P1 C21 C22 122.1(3) . . . . ? C26 C21 C22 C23 0.1(4) . . . . ? P1 C21 C22 C23 -176.0(3) . . . . ? C21 C22 C23 C24 0.4(5) . . . . ? C22 C23 C24 C25 -0.6(6) . . . . ? C23 C24 C25 C26 0.2(6) . . . . ? C24 C25 C26 C21 0.4(5) . . . . ? C22 C21 C26 C25 -0.5(4) . . . . ? P1 C21 C26 C25 175.9(2) . . . . ? C1 P1 C31 C36 29.2(3) . . . . ? C21 P1 C31 C36 160.4(2) . . . . ? B1 P1 C31 C36 -61.0(3) . . . . ? C1 P1 C31 C32 -160.0(2) . . . . ? C21 P1 C31 C32 -28.9(3) . . . . ? B1 P1 C31 C32 109.7(2) . . . . ? C36 C31 C32 C33 1.9(4) . . . . ? P1 C31 C32 C33 -168.8(2) . . . . ? C31 C32 C33 C34 -0.8(5) . . . . ? C32 C33 C34 C35 -0.8(5) . . . . ? C33 C34 C35 C36 1.3(5) . . . . ? C34 C35 C36 C31 -0.2(5) . . . . ? C32 C31 C36 C35 -1.4(4) . . . . ? P1 C31 C36 C35 169.6(2) . . . . ? C51 B1 C41 C46 0.5(4) . . . . ? C2 B1 C41 C46 -144.9(3) . . . . ? P1 B1 C41 C46 124.5(3) . . . . ? C51 B1 C41 C42 -176.6(2) . . . . ? C2 B1 C41 C42 38.1(4) . . . . ? P1 B1 C41 C42 -52.5(3) . . . . ? C46 C41 C42 F42 177.3(2) . . . . ? B1 C41 C42 F42 -5.2(4) . . . . ? C46 C41 C42 C43 -4.0(4) . . . . ? B1 C41 C42 C43 173.5(3) . . . . ? F42 C42 C43 F43 2.0(4) . . . . ? C41 C42 C43 F43 -176.7(3) . . . . ? F42 C42 C43 C44 -178.1(3) . . . . ? C41 C42 C43 C44 3.2(5) . . . . ? F43 C43 C44 F44 -2.1(4) . . . . ? C42 C43 C44 F44 178.0(3) . . . . ? F43 C43 C44 C45 179.4(3) . . . . ? C42 C43 C44 C45 -0.5(5) . . . . ? F44 C44 C45 F45 -0.3(4) . . . . ? C43 C44 C45 F45 178.1(3) . . . . ? F44 C44 C45 C46 -179.3(3) . . . . ? C43 C44 C45 C46 -0.9(5) . . . . ? F45 C45 C46 F46 0.7(4) . . . . ? C44 C45 C46 F46 179.8(3) . . . . ? F45 C45 C46 C41 -179.2(3) . . . . ? C44 C45 C46 C41 -0.2(5) . . . . ? C42 C41 C46 F46 -177.5(2) . . . . ? B1 C41 C46 F46 5.2(4) . . . . ? C42 C41 C46 C45 2.5(4) . . . . ? B1 C41 C46 C45 -174.8(3) . . . . ? C41 B1 C51 C56 68.7(3) . . . . ? C2 B1 C51 C56 -145.2(3) . . . . ? P1 B1 C51 C56 -61.3(3) . . . . ? C41 B1 C51 C52 -123.7(3) . . . . ? C2 B1 C51 C52 22.4(4) . . . . ? P1 B1 C51 C52 106.3(3) . . . . ? C56 C51 C52 F52 -177.0(2) . . . . ? B1 C51 C52 F52 14.6(4) . . . . ? C56 C51 C52 C53 3.5(4) . . . . ? B1 C51 C52 C53 -164.9(3) . . . . ? F52 C52 C53 F53 -0.5(4) . . . . ? C51 C52 C53 F53 179.0(3) . . . . ? F52 C52 C53 C54 179.2(3) . . . . ? C51 C52 C53 C54 -1.3(5) . . . . ? F53 C53 C54 F54 -1.2(5) . . . . ? C52 C53 C54 F54 179.1(3) . . . . ? F53 C53 C54 C55 178.6(3) . . . . ? C52 C53 C54 C55 -1.1(5) . . . . ? F54 C54 C55 F55 -0.3(5) . . . . ? C53 C54 C55 F55 179.9(3) . . . . ? F54 C54 C55 C56 -179.2(3) . . . . ? C53 C54 C55 C56 1.0(5) . . . . ? F55 C55 C56 F56 -0.7(4) . . . . ? C54 C55 C56 F56 178.2(3) . . . . ? F55 C55 C56 C51 -177.4(3) . . . . ? C54 C55 C56 C51 1.5(5) . . . . ? C52 C51 C56 F56 179.8(2) . . . . ? B1 C51 C56 F56 -11.2(4) . . . . ? C52 C51 C56 C55 -3.6(4) . . . . ? B1 C51 C56 C55 165.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 67.04 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.263 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.048 data_erk6523 _database_code_depnum_ccdc_archive 'CCDC 919603' #TrackingRef 'all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H26 B F15 N P' _chemical_formula_weight 895.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 13.8351(8) _cell_length_b 11.5678(8) _cell_length_c 30.569(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.896(7) _cell_angle_gamma 90.00 _cell_volume 4787.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7613 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 1.298 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6968 _exptl_absorpt_correction_T_max 0.9146 _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 33705 _diffrn_reflns_av_R_equivalents 0.059 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 67.11 _reflns_number_total 8139 _reflns_number_gt 6278 _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. An unidentified disordered solvent molecule was found in the asymmetrical unit and could not be satisfactorily refined. The program SQUEEZE was therefore used to remove mathematically the effect of the solvent. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 -0.071 0.000 588 128 ' ' 2 0.500 0.001 0.500 588 128 ' ' _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^)+(0.1181P)^2^+2.4834P] 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 SHELXL _refine_ls_extinction_coef 0.0025(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8139 _refine_ls_number_parameters 564 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.0858 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.2077 _refine_ls_wR_factor_gt 0.1936 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.298 _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 0.30919(6) 0.16792(8) 0.22037(3) 0.0429(3) Uani 1 1 d . . . C1 C 0.2361(2) 0.2772(3) 0.18358(12) 0.0443(8) Uani 1 1 d . . . C2 C 0.2143(3) 0.2542(3) 0.13935(12) 0.0448(8) Uani 1 1 d . . . C3 C 0.3607(3) 0.1214(3) 0.12755(12) 0.0489(8) Uani 1 1 d . . . N4 N 0.4449(2) 0.1100(3) 0.13586(10) 0.0513(7) Uani 1 1 d . . . C5 C 0.5517(3) 0.0877(4) 0.14161(14) 0.0571(10) Uani 1 1 d . . . C6 C 0.5961(4) 0.1975(5) 0.1281(2) 0.0837(15) Uani 1 1 d . . . H6A H 0.5660 0.2160 0.0974 0.126 Uiso 1 1 calc R . . H6B H 0.6667 0.1872 0.1308 0.126 Uiso 1 1 calc R . . H6C H 0.5843 0.2601 0.1475 0.126 Uiso 1 1 calc R . . C7 C 0.5899(3) 0.0573(5) 0.19026(16) 0.0703(12) Uani 1 1 d . . . H7A H 0.5789 0.1218 0.2089 0.105 Uiso 1 1 calc R . . H7B H 0.6600 0.0408 0.1952 0.105 Uiso 1 1 calc R . . H7C H 0.5552 -0.0102 0.1979 0.105 Uiso 1 1 calc R . . C8 C 0.5613(4) -0.0136(5) 0.11098(19) 0.0860(16) Uani 1 1 d . . . H8A H 0.5260 -0.0798 0.1193 0.129 Uiso 1 1 calc R . . H8B H 0.6305 -0.0332 0.1139 0.129 Uiso 1 1 calc R . . H8C H 0.5336 0.0076 0.0803 0.129 Uiso 1 1 calc R . . C11 C 0.2048(2) 0.3864(3) 0.20293(11) 0.0423(8) Uani 1 1 d . . . C12 C 0.2512(3) 0.4917(3) 0.19938(12) 0.0489(8) Uani 1 1 d . . . H12 H 0.3037 0.4957 0.1842 0.059 Uiso 1 1 calc R . . C13 C 0.2203(3) 0.5912(3) 0.21822(14) 0.0566(10) Uani 1 1 d . . . H13 H 0.2525 0.6616 0.2156 0.068 Uiso 1 1 calc R . . C14 C 0.1434(3) 0.5890(4) 0.24065(13) 0.0590(10) Uani 1 1 d . . . C15 C 0.0971(3) 0.4849(4) 0.24353(14) 0.0629(11) Uani 1 1 d . . . H15 H 0.0440 0.4816 0.2583 0.076 Uiso 1 1 calc R . . C16 C 0.1268(3) 0.3850(4) 0.22521(14) 0.0542(9) Uani 1 1 d . . . H16 H 0.0938 0.3151 0.2279 0.065 Uiso 1 1 calc R . . C17 C 0.1106(5) 0.6971(5) 0.2611(2) 0.0930(17) Uani 1 1 d . . . H17A H 0.0932 0.6781 0.2894 0.139 Uiso 1 1 calc R . . H17B H 0.0535 0.7295 0.2410 0.139 Uiso 1 1 calc R . . H17C H 0.1639 0.7531 0.2660 0.139 Uiso 1 1 calc R . . C21 C 0.4227(3) 0.2486(3) 0.24331(12) 0.0447(8) Uani 1 1 d . . . C22 C 0.4630(3) 0.3282(3) 0.21741(13) 0.0492(8) Uani 1 1 d . . . H22 H 0.4281 0.3470 0.1885 0.059 Uiso 1 1 calc R . . C23 C 0.5536(3) 0.3795(3) 0.23402(15) 0.0566(10) Uani 1 1 d . . . H23 H 0.5795 0.4331 0.2164 0.068 Uiso 1 1 calc R . . C24 C 0.6064(3) 0.3525(4) 0.27619(16) 0.0623(11) Uani 1 1 d . . . H24 H 0.6673 0.3886 0.2875 0.075 Uiso 1 1 calc R . . C25 C 0.5687(3) 0.2715(4) 0.30179(15) 0.0593(10) Uani 1 1 d . . . H25 H 0.6047 0.2514 0.3303 0.071 Uiso 1 1 calc R . . C26 C 0.4784(3) 0.2206(3) 0.28533(12) 0.0493(8) Uani 1 1 d . . . H26 H 0.4539 0.1657 0.3029 0.059 Uiso 1 1 calc R . . C31 C 0.2527(3) 0.1591(3) 0.26914(12) 0.0463(8) Uani 1 1 d . . . C32 C 0.2584(3) 0.2460(4) 0.30139(13) 0.0556(9) Uani 1 1 d . . . H32 H 0.2929 0.3146 0.2984 0.067 Uiso 1 1 calc R . . C33 C 0.2136(4) 0.2322(5) 0.33770(15) 0.0715(12) Uani 1 1 d . . . H33 H 0.2181 0.2910 0.3592 0.086 Uiso 1 1 calc R . . C34 C 0.1628(4) 0.1325(6) 0.34220(17) 0.0813(15) Uani 1 1 d . . . H34 H 0.1323 0.1233 0.3668 0.098 Uiso 1 1 calc R . . C35 C 0.1562(4) 0.0455(5) 0.31073(18) 0.0798(14) Uani 1 1 d . . . H35 H 0.1217 -0.0228 0.3141 0.096 Uiso 1 1 calc R . . C36 C 0.2004(3) 0.0588(4) 0.27423(15) 0.0607(10) Uani 1 1 d . . . H36 H 0.1951 -0.0004 0.2528 0.073 Uiso 1 1 calc R . . B1 B 0.2427(3) 0.1370(4) 0.11396(13) 0.0452(9) Uani 1 1 d . . . C41 C 0.2109(3) 0.1475(3) 0.05893(12) 0.0469(8) Uani 1 1 d . . . F42 F 0.37115(18) 0.1685(3) 0.04356(8) 0.0823(8) Uani 1 1 d . . . C42 C 0.2719(3) 0.1600(4) 0.02901(13) 0.0583(10) Uani 1 1 d . . . F43 F 0.3038(2) 0.1769(4) -0.04408(9) 0.1054(12) Uani 1 1 d . . . C43 C 0.2390(4) 0.1661(5) -0.01682(14) 0.0717(12) Uani 1 1 d . . . F44 F 0.1063(2) 0.1647(3) -0.07890(8) 0.0990(10) Uani 1 1 d . . . C44 C 0.1403(4) 0.1592(4) -0.03437(13) 0.0678(12) Uani 1 1 d . . . F45 F -0.02226(18) 0.1358(2) -0.02361(8) 0.0728(7) Uani 1 1 d . . . C45 C 0.0748(3) 0.1449(4) -0.00659(13) 0.0569(10) Uani 1 1 d . . . F46 F 0.04330(16) 0.1289(2) 0.06453(7) 0.0598(6) Uani 1 1 d . . . C46 C 0.1106(3) 0.1408(3) 0.03878(12) 0.0482(8) Uani 1 1 d . . . C51 C 0.1963(3) 0.0141(3) 0.12722(10) 0.0430(8) Uani 1 1 d . . . F52 F 0.30846(17) -0.0872(2) 0.09240(8) 0.0626(6) Uani 1 1 d . . . C52 C 0.2312(3) -0.0890(3) 0.11276(12) 0.0477(8) Uani 1 1 d . . . F53 F 0.2282(2) -0.2915(2) 0.10259(10) 0.0782(8) Uani 1 1 d . . . C53 C 0.1899(3) -0.1961(3) 0.11736(13) 0.0535(9) Uani 1 1 d . . . F54 F 0.0658(2) -0.3065(2) 0.13953(9) 0.0734(7) Uani 1 1 d . . . C54 C 0.1098(3) -0.2040(3) 0.13645(13) 0.0545(9) Uani 1 1 d . . . F55 F -0.00625(19) -0.1120(2) 0.17080(9) 0.0716(7) Uani 1 1 d . . . C55 C 0.0728(3) -0.1062(4) 0.15216(13) 0.0537(9) Uani 1 1 d . . . F56 F 0.07394(17) 0.0920(2) 0.16282(8) 0.0627(6) Uani 1 1 d . . . C56 C 0.1159(3) 0.0004(3) 0.14735(12) 0.0489(8) Uani 1 1 d . . . C61 C 0.1610(3) 0.3466(3) 0.10964(13) 0.0595(11) Uani 1 1 d . . . C62 C 0.0658(4) 0.3765(4) 0.10578(17) 0.0721(13) Uani 1 1 d U . . C63 C 0.0203(5) 0.4661(6) 0.0771(2) 0.0988(19) Uani 1 1 d U . . C64 C 0.0794(6) 0.5220(5) 0.0523(2) 0.0974(18) Uani 1 1 d U . . C65 C 0.1722(6) 0.4949(5) 0.05368(18) 0.0926(16) Uani 1 1 d U . . C66 C 0.2167(5) 0.4098(4) 0.08228(14) 0.0708(12) Uani 1 1 d U . . F62 F 0.0095(2) 0.3200(3) 0.13010(11) 0.0911(10) Uani 1 1 d U . . F63 F -0.0756(3) 0.4884(4) 0.07584(14) 0.1427(17) Uani 1 1 d U . . F64 F 0.0316(4) 0.6089(3) 0.02541(13) 0.1553(18) Uani 1 1 d U . . F65 F 0.2238(4) 0.5523(3) 0.02863(12) 0.1371(15) Uani 1 1 d U . . F66 F 0.3096(3) 0.3852(3) 0.08457(10) 0.0897(9) Uani 1 1 d U . . 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 0.0455(5) 0.0437(5) 0.0384(5) -0.0010(4) 0.0060(4) -0.0009(4) C1 0.0413(17) 0.0466(19) 0.0434(19) -0.0018(15) 0.0053(14) -0.0047(15) C2 0.0445(18) 0.0435(19) 0.0436(19) -0.0013(15) 0.0026(15) -0.0012(15) C3 0.056(2) 0.051(2) 0.0390(18) -0.0018(15) 0.0084(16) -0.0013(17) N4 0.0477(18) 0.0589(19) 0.0479(17) -0.0012(14) 0.0115(14) 0.0007(14) C5 0.0437(19) 0.068(3) 0.061(2) -0.0070(19) 0.0142(17) 0.0001(17) C6 0.071(3) 0.091(4) 0.099(4) 0.006(3) 0.040(3) -0.009(3) C7 0.053(2) 0.082(3) 0.071(3) -0.004(2) 0.001(2) 0.010(2) C8 0.070(3) 0.102(4) 0.087(3) -0.028(3) 0.017(3) 0.016(3) C11 0.0437(18) 0.0445(19) 0.0371(17) -0.0006(14) 0.0043(14) 0.0000(14) C12 0.0464(19) 0.049(2) 0.051(2) -0.0023(16) 0.0085(15) 0.0020(16) C13 0.058(2) 0.045(2) 0.064(2) -0.0031(17) 0.0043(19) 0.0034(17) C14 0.068(2) 0.059(2) 0.049(2) -0.0044(18) 0.0092(18) 0.016(2) C15 0.064(2) 0.071(3) 0.058(2) 0.010(2) 0.0233(19) 0.019(2) C16 0.052(2) 0.053(2) 0.059(2) 0.0053(18) 0.0153(18) 0.0017(17) C17 0.115(4) 0.075(3) 0.093(4) -0.013(3) 0.031(3) 0.036(3) C21 0.0472(18) 0.0429(19) 0.0446(18) -0.0019(15) 0.0106(15) 0.0053(15) C22 0.0476(19) 0.049(2) 0.051(2) -0.0013(16) 0.0109(16) 0.0034(16) C23 0.051(2) 0.049(2) 0.070(3) -0.0003(18) 0.0156(19) -0.0040(17) C24 0.048(2) 0.057(2) 0.079(3) -0.009(2) 0.005(2) -0.0010(18) C25 0.050(2) 0.063(3) 0.060(2) -0.0042(19) 0.0000(18) -0.0001(18) C26 0.0484(19) 0.051(2) 0.047(2) 0.0013(16) 0.0052(16) -0.0001(16) C31 0.0431(18) 0.053(2) 0.0405(18) 0.0065(15) 0.0046(14) 0.0026(15) C32 0.057(2) 0.062(2) 0.049(2) 0.0013(18) 0.0133(17) 0.0024(18) C33 0.074(3) 0.094(3) 0.051(2) -0.003(2) 0.025(2) 0.009(3) C34 0.072(3) 0.117(4) 0.063(3) 0.016(3) 0.032(2) 0.000(3) C35 0.067(3) 0.097(4) 0.078(3) 0.026(3) 0.020(2) -0.016(3) C36 0.054(2) 0.064(3) 0.060(2) 0.008(2) 0.0047(18) -0.0064(19) B1 0.051(2) 0.047(2) 0.036(2) -0.0029(16) 0.0049(17) -0.0038(17) C41 0.0507(19) 0.047(2) 0.0412(19) 0.0009(15) 0.0061(15) -0.0017(15) F42 0.0588(14) 0.134(3) 0.0552(14) 0.0131(15) 0.0141(11) -0.0117(15) C42 0.057(2) 0.071(3) 0.045(2) 0.0037(18) 0.0063(17) -0.0063(19) F43 0.091(2) 0.178(4) 0.0529(15) 0.0170(18) 0.0270(14) -0.020(2) C43 0.079(3) 0.095(3) 0.044(2) 0.007(2) 0.019(2) -0.007(3) F44 0.102(2) 0.153(3) 0.0366(13) 0.0142(15) 0.0002(13) -0.015(2) C44 0.082(3) 0.084(3) 0.0318(19) 0.0080(19) -0.0007(19) -0.007(2) F45 0.0647(15) 0.0886(18) 0.0550(14) 0.0034(12) -0.0112(11) -0.0031(13) C45 0.060(2) 0.055(2) 0.049(2) 0.0054(17) -0.0044(18) -0.0016(18) F46 0.0501(12) 0.0799(15) 0.0482(12) 0.0019(11) 0.0077(9) 0.0059(11) C46 0.055(2) 0.048(2) 0.0404(19) -0.0009(15) 0.0065(16) 0.0023(16) C51 0.0487(18) 0.0459(19) 0.0315(16) -0.0035(14) 0.0012(14) 0.0015(15) F52 0.0602(13) 0.0603(14) 0.0712(15) -0.0160(11) 0.0230(11) 0.0002(10) C52 0.0481(19) 0.052(2) 0.0414(18) -0.0052(15) 0.0063(15) -0.0010(16) F53 0.0796(17) 0.0509(14) 0.102(2) -0.0232(13) 0.0138(14) 0.0017(12) C53 0.060(2) 0.042(2) 0.054(2) -0.0108(16) 0.0016(18) -0.0002(17) F54 0.0800(16) 0.0561(14) 0.0796(17) 0.0003(12) 0.0056(13) -0.0210(12) C54 0.061(2) 0.048(2) 0.048(2) 0.0003(17) -0.0025(18) -0.0081(17) F55 0.0678(15) 0.0842(17) 0.0691(15) -0.0087(13) 0.0286(12) -0.0219(13) C55 0.053(2) 0.063(2) 0.044(2) -0.0030(17) 0.0072(16) -0.0091(18) F56 0.0607(13) 0.0606(14) 0.0716(15) -0.0151(11) 0.0251(11) -0.0030(10) C56 0.053(2) 0.050(2) 0.0428(19) -0.0073(15) 0.0071(16) 0.0003(16) C61 0.082(3) 0.044(2) 0.043(2) -0.0035(16) -0.0095(19) 0.0071(19) C62 0.076(3) 0.069(3) 0.062(2) -0.011(2) -0.007(2) 0.018(2) C63 0.101(3) 0.087(3) 0.089(3) -0.042(3) -0.026(3) 0.039(3) C64 0.136(4) 0.067(3) 0.075(3) -0.016(2) -0.014(3) 0.018(3) C65 0.141(4) 0.067(3) 0.063(3) 0.001(2) 0.004(3) -0.011(3) C66 0.109(3) 0.048(2) 0.048(2) 0.0012(18) -0.001(2) 0.002(2) F62 0.0623(15) 0.109(2) 0.091(2) -0.0325(17) -0.0092(14) 0.0282(15) F63 0.140(3) 0.139(3) 0.119(3) -0.045(2) -0.045(2) 0.087(2) F64 0.259(4) 0.075(2) 0.093(2) 0.0005(17) -0.054(3) 0.059(2) F65 0.254(4) 0.077(2) 0.0739(19) 0.0178(16) 0.019(2) -0.024(2) F66 0.114(2) 0.0813(18) 0.0759(18) 0.0054(14) 0.0238(16) -0.0287(17) _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 1.823(4) . ? P1 C21 1.837(4) . ? P1 C1 1.848(4) . ? C1 C2 1.350(5) . ? C1 C11 1.497(5) . ? C2 C61 1.495(5) . ? C2 B1 1.650(5) . ? C3 N4 1.147(5) . ? C3 B1 1.610(6) . ? N4 C5 1.474(5) . ? C5 C6 1.505(7) . ? C5 C7 1.513(6) . ? C5 C8 1.524(7) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C11 C16 1.390(5) . ? C11 C12 1.391(5) . ? C12 C13 1.394(5) . ? C12 H12 0.9400 . ? C13 C14 1.379(6) . ? C13 H13 0.9400 . ? C14 C15 1.374(6) . ? C14 C17 1.509(6) . ? C15 C16 1.383(6) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C21 C26 1.393(5) . ? C21 C22 1.403(5) . ? C22 C23 1.386(6) . ? C22 H22 0.9400 . ? C23 C24 1.380(6) . ? C23 H23 0.9400 . ? C24 C25 1.390(7) . ? C24 H24 0.9400 . ? C25 C26 1.378(6) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C36 1.393(6) . ? C31 C32 1.399(6) . ? C32 C33 1.387(6) . ? C32 H32 0.9400 . ? C33 C34 1.372(8) . ? C33 H33 0.9400 . ? C34 C35 1.382(8) . ? C34 H34 0.9400 . ? C35 C36 1.387(7) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? B1 C51 1.644(5) . ? B1 C41 1.653(5) . ? C41 C42 1.374(6) . ? C41 C46 1.400(5) . ? F42 C42 1.357(5) . ? C42 C43 1.383(6) . ? F43 C43 1.349(5) . ? C43 C44 1.363(7) . ? F44 C44 1.347(5) . ? C44 C45 1.374(7) . ? F45 C45 1.340(5) . ? C45 C46 1.374(5) . ? F46 C46 1.344(4) . ? C51 C56 1.386(5) . ? C51 C52 1.392(5) . ? F52 C52 1.344(4) . ? C52 C53 1.383(5) . ? F53 C53 1.342(4) . ? C53 C54 1.358(6) . ? F54 C54 1.345(5) . ? C54 C55 1.369(6) . ? F55 C55 1.335(5) . ? C55 C56 1.391(6) . ? F56 C56 1.341(4) . ? C61 C62 1.343(7) . ? C61 C66 1.446(7) . ? C62 F62 1.352(7) . ? C62 C63 1.418(8) . ? C63 F63 1.344(8) . ? C63 C64 1.385(10) . ? C64 C65 1.314(10) . ? C64 F64 1.379(7) . ? C65 F65 1.328(8) . ? C65 C66 1.375(8) . ? C66 F66 1.304(6) . ? 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 101.12(16) . . ? C31 P1 C1 105.25(16) . . ? C21 P1 C1 101.66(16) . . ? C2 C1 C11 122.6(3) . . ? C2 C1 P1 117.1(3) . . ? C11 C1 P1 120.2(2) . . ? C1 C2 C61 116.6(3) . . ? C1 C2 B1 127.4(3) . . ? C61 C2 B1 115.9(3) . . ? N4 C3 B1 177.9(4) . . ? C3 N4 C5 173.3(4) . . ? N4 C5 C6 106.0(4) . . ? N4 C5 C7 107.2(3) . . ? C6 C5 C7 112.7(4) . . ? N4 C5 C8 105.9(3) . . ? C6 C5 C8 112.9(4) . . ? C7 C5 C8 111.6(4) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C16 C11 C12 117.8(3) . . ? C16 C11 C1 120.1(3) . . ? C12 C11 C1 122.1(3) . . ? C11 C12 C13 120.3(4) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C14 C13 C12 121.6(4) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C15 C14 C13 117.7(4) . . ? C15 C14 C17 121.0(4) . . ? C13 C14 C17 121.2(5) . . ? C14 C15 C16 121.7(4) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C15 C16 C11 120.9(4) . . ? C15 C16 H16 119.6 . . ? C11 C16 H16 119.6 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 117.6(3) . . ? C26 C21 P1 120.1(3) . . ? C22 C21 P1 121.7(3) . . ? C23 C22 C21 120.6(4) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C24 C23 C22 120.7(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.4(4) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C26 C25 C24 120.0(4) . . ? C26 C25 H25 120.0 . . ? C24 C25 H25 120.0 . . ? C25 C26 C21 121.7(4) . . ? C25 C26 H26 119.2 . . ? C21 C26 H26 119.2 . . ? C36 C31 C32 118.4(4) . . ? C36 C31 P1 117.2(3) . . ? C32 C31 P1 124.4(3) . . ? C33 C32 C31 120.7(4) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C34 C33 C32 120.0(5) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C33 C34 C35 120.2(4) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.9 . . ? C34 C35 C36 120.2(5) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 120.5(5) . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.8 . . ? C3 B1 C51 105.5(3) . . ? C3 B1 C2 107.3(3) . . ? C51 B1 C2 116.8(3) . . ? C3 B1 C41 108.3(3) . . ? C51 B1 C41 106.2(3) . . ? C2 B1 C41 112.3(3) . . ? C42 C41 C46 113.7(3) . . ? C42 C41 B1 127.9(3) . . ? C46 C41 B1 118.3(3) . . ? F42 C42 C41 120.5(3) . . ? F42 C42 C43 115.3(4) . . ? C41 C42 C43 124.1(4) . . ? F43 C43 C44 120.1(4) . . ? F43 C43 C42 120.6(4) . . ? C44 C43 C42 119.3(4) . . ? F44 C44 C43 120.6(4) . . ? F44 C44 C45 119.5(4) . . ? C43 C44 C45 120.0(4) . . ? F45 C45 C46 120.9(4) . . ? F45 C45 C44 120.4(4) . . ? C46 C45 C44 118.8(4) . . ? F46 C46 C45 116.5(3) . . ? F46 C46 C41 119.4(3) . . ? C45 C46 C41 124.1(4) . . ? C56 C51 C52 113.9(3) . . ? C56 C51 B1 126.7(3) . . ? C52 C51 B1 118.9(3) . . ? F52 C52 C53 116.5(3) . . ? F52 C52 C51 119.6(3) . . ? C53 C52 C51 123.9(4) . . ? F53 C53 C54 120.2(4) . . ? F53 C53 C52 120.2(4) . . ? C54 C53 C52 119.7(4) . . ? F54 C54 C53 120.7(4) . . ? F54 C54 C55 119.8(4) . . ? C53 C54 C55 119.5(4) . . ? F55 C55 C54 120.5(4) . . ? F55 C55 C56 119.8(4) . . ? C54 C55 C56 119.7(4) . . ? F56 C56 C51 120.8(3) . . ? F56 C56 C55 115.9(3) . . ? C51 C56 C55 123.3(3) . . ? C62 C61 C66 116.7(4) . . ? C62 C61 C2 126.1(4) . . ? C66 C61 C2 117.3(4) . . ? C61 C62 F62 119.6(4) . . ? C61 C62 C63 123.0(6) . . ? F62 C62 C63 117.4(5) . . ? F63 C63 C64 125.8(6) . . ? F63 C63 C62 117.9(8) . . ? C64 C63 C62 116.3(6) . . ? C65 C64 F64 122.6(8) . . ? C65 C64 C63 123.7(6) . . ? F64 C64 C63 113.7(7) . . ? C64 C65 F65 120.1(6) . . ? C64 C65 C66 119.8(6) . . ? F65 C65 C66 120.1(7) . . ? F66 C66 C65 119.8(5) . . ? F66 C66 C61 119.7(4) . . ? C65 C66 C61 120.5(6) . . ? 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 -138.5(3) . . . . ? C21 P1 C1 C2 116.4(3) . . . . ? C31 P1 C1 C11 42.3(3) . . . . ? C21 P1 C1 C11 -62.8(3) . . . . ? C11 C1 C2 C61 3.1(5) . . . . ? P1 C1 C2 C61 -176.0(3) . . . . ? C11 C1 C2 B1 -179.0(3) . . . . ? P1 C1 C2 B1 1.9(5) . . . . ? B1 C3 N4 C5 -25(13) . . . . ? C3 N4 C5 C6 101(3) . . . . ? C3 N4 C5 C7 -139(3) . . . . ? C3 N4 C5 C8 -19(4) . . . . ? C2 C1 C11 C16 104.5(4) . . . . ? P1 C1 C11 C16 -76.4(4) . . . . ? C2 C1 C11 C12 -75.3(5) . . . . ? P1 C1 C11 C12 103.8(4) . . . . ? C16 C11 C12 C13 0.7(5) . . . . ? C1 C11 C12 C13 -179.5(3) . . . . ? C11 C12 C13 C14 -0.1(6) . . . . ? C12 C13 C14 C15 -0.6(6) . . . . ? C12 C13 C14 C17 179.8(4) . . . . ? C13 C14 C15 C16 0.8(6) . . . . ? C17 C14 C15 C16 -179.6(4) . . . . ? C14 C15 C16 C11 -0.3(6) . . . . ? C12 C11 C16 C15 -0.5(6) . . . . ? C1 C11 C16 C15 179.6(4) . . . . ? C31 P1 C21 C26 43.6(3) . . . . ? C1 P1 C21 C26 152.0(3) . . . . ? C31 P1 C21 C22 -145.1(3) . . . . ? C1 P1 C21 C22 -36.7(3) . . . . ? C26 C21 C22 C23 -2.1(5) . . . . ? P1 C21 C22 C23 -173.6(3) . . . . ? C21 C22 C23 C24 0.5(6) . . . . ? C22 C23 C24 C25 1.2(6) . . . . ? C23 C24 C25 C26 -1.3(6) . . . . ? C24 C25 C26 C21 -0.3(6) . . . . ? C22 C21 C26 C25 2.0(5) . . . . ? P1 C21 C26 C25 173.6(3) . . . . ? C21 P1 C31 C36 -145.0(3) . . . . ? C1 P1 C31 C36 109.5(3) . . . . ? C21 P1 C31 C32 35.1(3) . . . . ? C1 P1 C31 C32 -70.4(3) . . . . ? C36 C31 C32 C33 0.5(6) . . . . ? P1 C31 C32 C33 -179.7(3) . . . . ? C31 C32 C33 C34 -0.3(7) . . . . ? C32 C33 C34 C35 0.2(8) . . . . ? C33 C34 C35 C36 -0.5(8) . . . . ? C34 C35 C36 C31 0.7(7) . . . . ? C32 C31 C36 C35 -0.7(6) . . . . ? P1 C31 C36 C35 179.4(3) . . . . ? N4 C3 B1 C51 105(11) . . . . ? N4 C3 B1 C2 -130(11) . . . . ? N4 C3 B1 C41 -9(11) . . . . ? C1 C2 B1 C3 -56.1(5) . . . . ? C61 C2 B1 C3 121.8(4) . . . . ? C1 C2 B1 C51 62.0(5) . . . . ? C61 C2 B1 C51 -120.1(4) . . . . ? C1 C2 B1 C41 -174.9(3) . . . . ? C61 C2 B1 C41 3.0(5) . . . . ? C3 B1 C41 C42 -9.7(5) . . . . ? C51 B1 C41 C42 -122.6(4) . . . . ? C2 B1 C41 C42 108.5(4) . . . . ? C3 B1 C41 C46 168.7(3) . . . . ? C51 B1 C41 C46 55.9(4) . . . . ? C2 B1 C41 C46 -73.0(4) . . . . ? C46 C41 C42 F42 179.6(4) . . . . ? B1 C41 C42 F42 -1.9(6) . . . . ? C46 C41 C42 C43 0.2(6) . . . . ? B1 C41 C42 C43 178.8(4) . . . . ? F42 C42 C43 F43 1.5(7) . . . . ? C41 C42 C43 F43 -179.1(4) . . . . ? F42 C42 C43 C44 -179.6(4) . . . . ? C41 C42 C43 C44 -0.2(8) . . . . ? F43 C43 C44 F44 -1.0(8) . . . . ? C42 C43 C44 F44 -179.9(5) . . . . ? F43 C43 C44 C45 178.2(5) . . . . ? C42 C43 C44 C45 -0.7(8) . . . . ? F44 C44 C45 F45 0.5(7) . . . . ? C43 C44 C45 F45 -178.7(4) . . . . ? F44 C44 C45 C46 -179.3(4) . . . . ? C43 C44 C45 C46 1.5(7) . . . . ? F45 C45 C46 F46 -0.9(5) . . . . ? C44 C45 C46 F46 178.8(4) . . . . ? F45 C45 C46 C41 178.7(4) . . . . ? C44 C45 C46 C41 -1.5(6) . . . . ? C42 C41 C46 F46 -179.8(3) . . . . ? B1 C41 C46 F46 1.6(5) . . . . ? C42 C41 C46 C45 0.6(6) . . . . ? B1 C41 C46 C45 -178.0(4) . . . . ? C3 B1 C51 C56 138.3(3) . . . . ? C2 B1 C51 C56 19.2(5) . . . . ? C41 B1 C51 C56 -106.9(4) . . . . ? C3 B1 C51 C52 -50.0(4) . . . . ? C2 B1 C51 C52 -169.1(3) . . . . ? C41 B1 C51 C52 64.8(4) . . . . ? C56 C51 C52 F52 179.5(3) . . . . ? B1 C51 C52 F52 6.8(5) . . . . ? C56 C51 C52 C53 0.6(5) . . . . ? B1 C51 C52 C53 -172.1(3) . . . . ? F52 C52 C53 F53 1.2(5) . . . . ? C51 C52 C53 F53 -179.8(3) . . . . ? F52 C52 C53 C54 -178.1(3) . . . . ? C51 C52 C53 C54 0.9(6) . . . . ? F53 C53 C54 F54 -2.2(6) . . . . ? C52 C53 C54 F54 177.1(3) . . . . ? F53 C53 C54 C55 178.7(3) . . . . ? C52 C53 C54 C55 -2.0(6) . . . . ? F54 C54 C55 F55 0.5(6) . . . . ? C53 C54 C55 F55 179.6(3) . . . . ? F54 C54 C55 C56 -177.5(3) . . . . ? C53 C54 C55 C56 1.7(6) . . . . ? C52 C51 C56 F56 -179.7(3) . . . . ? B1 C51 C56 F56 -7.7(5) . . . . ? C52 C51 C56 C55 -0.9(5) . . . . ? B1 C51 C56 C55 171.1(3) . . . . ? F55 C55 C56 F56 0.8(5) . . . . ? C54 C55 C56 F56 178.7(3) . . . . ? F55 C55 C56 C51 -178.1(3) . . . . ? C54 C55 C56 C51 -0.2(6) . . . . ? C1 C2 C61 C62 -72.8(5) . . . . ? B1 C2 C61 C62 109.1(5) . . . . ? C1 C2 C61 C66 107.5(4) . . . . ? B1 C2 C61 C66 -70.7(4) . . . . ? C66 C61 C62 F62 179.3(4) . . . . ? C2 C61 C62 F62 -0.4(7) . . . . ? C66 C61 C62 C63 -0.8(6) . . . . ? C2 C61 C62 C63 179.4(4) . . . . ? C61 C62 C63 F63 179.8(4) . . . . ? F62 C62 C63 F63 -0.3(6) . . . . ? C61 C62 C63 C64 0.7(7) . . . . ? F62 C62 C63 C64 -179.4(4) . . . . ? F63 C63 C64 C65 -178.0(5) . . . . ? C62 C63 C64 C65 1.1(8) . . . . ? F63 C63 C64 F64 1.6(8) . . . . ? C62 C63 C64 F64 -179.3(4) . . . . ? F64 C64 C65 F65 0.1(8) . . . . ? C63 C64 C65 F65 179.6(5) . . . . ? F64 C64 C65 C66 177.9(4) . . . . ? C63 C64 C65 C66 -2.6(9) . . . . ? C64 C65 C66 F66 -178.1(5) . . . . ? F65 C65 C66 F66 -0.3(7) . . . . ? C64 C65 C66 C61 2.4(8) . . . . ? F65 C65 C66 C61 -179.9(4) . . . . ? C62 C61 C66 F66 179.8(4) . . . . ? C2 C61 C66 F66 -0.5(6) . . . . ? C62 C61 C66 C65 -0.7(6) . . . . ? C2 C61 C66 C65 179.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 67.11 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.734 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.075 data_erk6519 _database_code_depnum_ccdc_archive 'CCDC 919604' #TrackingRef 'all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H29 B F10 N P' _chemical_formula_weight 743.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1806(5) _cell_length_b 10.4896(3) _cell_length_c 17.7612(8) _cell_angle_alpha 94.693(3) _cell_angle_beta 95.330(5) _cell_angle_gamma 112.360(3) _cell_volume 1732.34(13) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5265 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 1.455 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6948 _exptl_absorpt_correction_T_max 0.9308 _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 20969 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.74 _diffrn_reflns_theta_max 66.74 _reflns_number_total 5917 _reflns_number_gt 5387 _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^)+(0.0479P)^2^+0.7991P] 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 5917 _refine_ls_number_parameters 474 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1085 _refine_ls_wR_factor_gt 0.1050 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 0.74797(5) 0.48989(5) 0.29484(3) 0.04136(13) Uani 1 1 d . . . C1 C 0.64691(19) 0.58077(17) 0.33964(10) 0.0399(4) Uani 1 1 d . . . C2 C 0.53840(19) 0.59425(18) 0.29600(10) 0.0415(4) Uani 1 1 d . . . C3 C 0.4896(2) 0.3961(2) 0.17965(10) 0.0444(4) Uani 1 1 d . . . N4 N 0.46661(17) 0.28196(16) 0.16066(9) 0.0471(4) Uani 1 1 d . . . C5 C 0.4479(2) 0.13958(19) 0.13365(11) 0.0502(5) Uani 1 1 d . . . C6 C 0.3615(4) 0.0460(3) 0.18690(16) 0.0979(11) Uani 1 1 d . . . H6A H 0.4133 0.0732 0.2381 0.147 Uiso 1 1 calc R . . H6B H 0.3459 -0.0495 0.1700 0.147 Uiso 1 1 calc R . . H6C H 0.2698 0.0544 0.1867 0.147 Uiso 1 1 calc R . . C7 C 0.5966(3) 0.1389(3) 0.1351(2) 0.1016(11) Uani 1 1 d . . . H7A H 0.6521 0.2084 0.1051 0.152 Uiso 1 1 calc R . . H7B H 0.5893 0.0479 0.1138 0.152 Uiso 1 1 calc R . . H7C H 0.6436 0.1599 0.1873 0.152 Uiso 1 1 calc R . . C8 C 0.3687(3) 0.1039(3) 0.05351(13) 0.0777(7) Uani 1 1 d . . . H8A H 0.2767 0.1114 0.0541 0.117 Uiso 1 1 calc R . . H8B H 0.3538 0.0097 0.0340 0.117 Uiso 1 1 calc R . . H8C H 0.4248 0.1679 0.0211 0.117 Uiso 1 1 calc R . . C9 C 0.4472(2) 0.6608(2) 0.33202(11) 0.0513(5) Uani 1 1 d . . . H9A H 0.4808 0.6869 0.3862 0.077 Uiso 1 1 calc R . . H9B H 0.3481 0.5953 0.3246 0.077 Uiso 1 1 calc R . . H9C H 0.4544 0.7430 0.3084 0.077 Uiso 1 1 calc R . . C11 C 0.69999(19) 0.65087(18) 0.42022(10) 0.0410(4) Uani 1 1 d . . . C12 C 0.6892(2) 0.5816(2) 0.48416(11) 0.0523(5) Uani 1 1 d . . . H12 H 0.6425 0.4843 0.4784 0.063 Uiso 1 1 calc R . . C13 C 0.7461(2) 0.6537(2) 0.55622(11) 0.0557(5) Uani 1 1 d . . . H13 H 0.7379 0.6040 0.5984 0.067 Uiso 1 1 calc R . . C14 C 0.8147(2) 0.7971(2) 0.56780(11) 0.0476(4) Uani 1 1 d . . . C15 C 0.8236(2) 0.8662(2) 0.50435(11) 0.0519(5) Uani 1 1 d . . . H15 H 0.8676 0.9637 0.5104 0.062 Uiso 1 1 calc R . . C16 C 0.7688(2) 0.7944(2) 0.43206(11) 0.0507(5) Uani 1 1 d . . . H16 H 0.7787 0.8443 0.3899 0.061 Uiso 1 1 calc R . . C17 C 0.8749(3) 0.8747(2) 0.64667(12) 0.0611(5) Uani 1 1 d . . . H17A H 0.9379 0.9696 0.6428 0.092 Uiso 1 1 calc R . . H17B H 0.9285 0.8294 0.6738 0.092 Uiso 1 1 calc R . . H17C H 0.7970 0.8749 0.6742 0.092 Uiso 1 1 calc R . . C21 C 0.70199(19) 0.33339(18) 0.34319(10) 0.0422(4) Uani 1 1 d . . . C22 C 0.5701(2) 0.27384(19) 0.36959(11) 0.0472(4) Uani 1 1 d . . . H22 H 0.5067 0.3197 0.3673 0.057 Uiso 1 1 calc R . . C23 C 0.5305(2) 0.1483(2) 0.39916(12) 0.0525(5) Uani 1 1 d . . . H23 H 0.4420 0.1109 0.4178 0.063 Uiso 1 1 calc R . . C24 C 0.6208(2) 0.0782(2) 0.40122(13) 0.0568(5) Uani 1 1 d . . . H24 H 0.5941 -0.0072 0.4210 0.068 Uiso 1 1 calc R . . C25 C 0.7511(2) 0.1344(2) 0.37398(13) 0.0582(5) Uani 1 1 d . . . H25 H 0.8125 0.0864 0.3749 0.070 Uiso 1 1 calc R . . C26 C 0.7919(2) 0.2608(2) 0.34537(12) 0.0500(5) Uani 1 1 d . . . H26 H 0.8810 0.2980 0.3273 0.060 Uiso 1 1 calc R . . C31 C 0.9331(2) 0.59676(18) 0.33560(11) 0.0435(4) Uani 1 1 d . . . C32 C 0.9971(2) 0.5924(2) 0.40767(12) 0.0539(5) Uani 1 1 d . . . H32 H 0.9454 0.5264 0.4380 0.065 Uiso 1 1 calc R . . C33 C 1.1354(2) 0.6836(2) 0.43512(14) 0.0617(5) Uani 1 1 d . . . H33 H 1.1768 0.6792 0.4839 0.074 Uiso 1 1 calc R . . C34 C 1.2124(2) 0.7801(2) 0.39206(15) 0.0636(6) Uani 1 1 d . . . H34 H 1.3061 0.8427 0.4113 0.076 Uiso 1 1 calc R . . C35 C 1.1528(3) 0.7855(2) 0.32059(17) 0.0699(7) Uani 1 1 d . . . H35 H 1.2063 0.8516 0.2908 0.084 Uiso 1 1 calc R . . C36 C 1.0132(2) 0.6936(2) 0.29166(13) 0.0561(5) Uani 1 1 d . . . H36 H 0.9736 0.6975 0.2424 0.067 Uiso 1 1 calc R . . B1 B 0.5028(2) 0.5535(2) 0.20255(12) 0.0421(4) Uani 1 1 d . . . C41 C 0.3431(2) 0.54611(18) 0.16954(10) 0.0443(4) Uani 1 1 d . . . F42 F 0.23667(13) 0.35251(13) 0.23430(7) 0.0648(3) Uani 1 1 d . . . C42 C 0.2211(2) 0.4441(2) 0.18829(11) 0.0504(5) Uani 1 1 d . . . F43 F -0.02882(14) 0.32564(15) 0.18491(9) 0.0796(4) Uani 1 1 d . . . C43 C 0.0831(2) 0.4282(2) 0.16436(13) 0.0567(5) Uani 1 1 d . . . F44 F -0.07337(14) 0.50463(16) 0.09374(9) 0.0829(4) Uani 1 1 d . . . C44 C 0.0606(2) 0.5186(2) 0.11838(13) 0.0592(5) Uani 1 1 d . . . F45 F 0.15620(16) 0.71411(15) 0.05395(9) 0.0826(4) Uani 1 1 d . . . C45 C 0.1761(2) 0.6235(2) 0.09849(12) 0.0572(5) Uani 1 1 d . . . F46 F 0.42072(13) 0.74163(12) 0.10057(8) 0.0652(3) Uani 1 1 d . . . C46 C 0.3134(2) 0.63527(19) 0.12353(11) 0.0493(4) Uani 1 1 d . . . C51 C 0.6329(2) 0.65689(18) 0.16035(10) 0.0427(4) Uani 1 1 d . . . F52 F 0.67173(18) 0.85181(12) 0.25013(7) 0.0764(4) Uani 1 1 d . . . C52 C 0.7093(2) 0.7953(2) 0.18888(11) 0.0520(5) Uani 1 1 d . . . F53 F 0.89145(19) 1.01712(14) 0.18908(8) 0.0929(5) Uani 1 1 d . . . C53 C 0.8224(3) 0.8845(2) 0.15770(12) 0.0603(6) Uani 1 1 d . . . F54 F 0.97162(16) 0.92243(16) 0.06085(9) 0.0885(5) Uani 1 1 d . . . C54 C 0.8625(2) 0.8373(2) 0.09256(13) 0.0602(5) Uani 1 1 d . . . F55 F 0.82071(17) 0.65831(15) -0.00553(7) 0.0786(4) Uani 1 1 d . . . C55 C 0.7869(2) 0.7034(2) 0.05974(11) 0.0545(5) Uani 1 1 d . . . F56 F 0.60724(14) 0.48579(12) 0.05781(6) 0.0624(3) Uani 1 1 d . . . C56 C 0.6758(2) 0.61693(19) 0.09362(10) 0.0462(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0461(3) 0.0374(2) 0.0432(3) 0.00491(18) 0.00623(19) 0.0192(2) C1 0.0459(9) 0.0333(9) 0.0422(9) 0.0072(7) 0.0081(7) 0.0164(7) C2 0.0481(10) 0.0352(9) 0.0447(10) 0.0077(7) 0.0086(8) 0.0189(8) C3 0.0477(10) 0.0432(11) 0.0440(10) 0.0064(8) 0.0051(8) 0.0197(8) N4 0.0538(9) 0.0374(9) 0.0493(9) 0.0029(7) 0.0055(7) 0.0179(7) C5 0.0651(12) 0.0354(10) 0.0480(10) -0.0023(8) 0.0026(9) 0.0200(9) C6 0.167(3) 0.0420(13) 0.0709(16) 0.0071(11) 0.0371(18) 0.0212(16) C7 0.088(2) 0.086(2) 0.135(3) -0.0354(19) -0.0135(19) 0.0554(17) C8 0.108(2) 0.0624(15) 0.0544(13) -0.0043(11) -0.0056(13) 0.0306(14) C9 0.0566(11) 0.0542(11) 0.0504(11) 0.0034(9) 0.0072(9) 0.0305(10) C11 0.0436(9) 0.0397(9) 0.0432(9) 0.0063(7) 0.0076(7) 0.0197(8) C12 0.0689(13) 0.0385(10) 0.0476(11) 0.0068(8) 0.0102(9) 0.0182(9) C13 0.0768(14) 0.0501(12) 0.0419(10) 0.0099(9) 0.0107(9) 0.0254(10) C14 0.0476(10) 0.0506(11) 0.0457(10) 0.0004(8) 0.0065(8) 0.0215(9) C15 0.0579(12) 0.0390(10) 0.0533(11) 0.0030(8) 0.0064(9) 0.0137(9) C16 0.0627(12) 0.0400(10) 0.0474(11) 0.0085(8) 0.0075(9) 0.0171(9) C17 0.0683(14) 0.0607(13) 0.0500(12) -0.0051(10) 0.0021(10) 0.0244(11) C21 0.0439(10) 0.0355(9) 0.0452(10) -0.0005(7) 0.0009(8) 0.0155(8) C22 0.0438(10) 0.0394(10) 0.0572(11) 0.0032(8) 0.0038(8) 0.0162(8) C23 0.0462(10) 0.0398(10) 0.0634(12) 0.0065(9) 0.0048(9) 0.0085(8) C24 0.0619(13) 0.0345(10) 0.0687(13) 0.0102(9) 0.0034(10) 0.0135(9) C25 0.0626(13) 0.0434(11) 0.0751(14) 0.0077(10) 0.0040(11) 0.0291(10) C26 0.0501(11) 0.0418(10) 0.0619(12) 0.0074(9) 0.0103(9) 0.0213(9) C31 0.0462(10) 0.0358(9) 0.0518(10) 0.0059(8) 0.0139(8) 0.0180(8) C32 0.0480(11) 0.0500(11) 0.0566(12) 0.0106(9) 0.0061(9) 0.0107(9) C33 0.0491(11) 0.0562(13) 0.0700(14) 0.0021(10) 0.0015(10) 0.0125(10) C34 0.0458(11) 0.0474(12) 0.0910(17) 0.0014(11) 0.0119(11) 0.0119(9) C35 0.0589(13) 0.0491(12) 0.105(2) 0.0245(12) 0.0379(14) 0.0156(11) C36 0.0600(12) 0.0495(11) 0.0655(13) 0.0174(10) 0.0210(10) 0.0240(10) B1 0.0489(11) 0.0370(11) 0.0436(11) 0.0055(8) 0.0038(9) 0.0208(9) C41 0.0527(11) 0.0393(10) 0.0429(10) 0.0020(8) 0.0037(8) 0.0216(8) F42 0.0604(7) 0.0651(8) 0.0740(8) 0.0308(6) 0.0151(6) 0.0245(6) C42 0.0574(12) 0.0481(11) 0.0497(11) 0.0088(9) 0.0070(9) 0.0245(9) F43 0.0519(7) 0.0825(10) 0.1015(11) 0.0216(8) 0.0184(7) 0.0192(7) C43 0.0493(11) 0.0588(13) 0.0611(12) 0.0022(10) 0.0081(9) 0.0212(10) F44 0.0578(8) 0.0941(10) 0.1003(11) 0.0017(8) -0.0109(7) 0.0405(8) C44 0.0531(12) 0.0651(14) 0.0625(13) -0.0056(10) -0.0063(10) 0.0325(11) F45 0.0868(10) 0.0716(9) 0.0974(11) 0.0228(8) -0.0154(8) 0.0435(8) C45 0.0674(13) 0.0517(12) 0.0582(12) 0.0026(9) -0.0074(10) 0.0342(11) F46 0.0668(8) 0.0482(7) 0.0822(9) 0.0239(6) 0.0028(6) 0.0227(6) C46 0.0564(11) 0.0390(10) 0.0526(11) 0.0041(8) 0.0010(9) 0.0204(9) C51 0.0499(10) 0.0409(10) 0.0402(9) 0.0056(7) 0.0020(8) 0.0218(8) F52 0.1259(12) 0.0403(6) 0.0579(7) 0.0024(5) 0.0307(8) 0.0237(7) C52 0.0719(13) 0.0416(10) 0.0401(10) 0.0058(8) 0.0058(9) 0.0199(10) F53 0.1220(13) 0.0471(7) 0.0708(9) 0.0068(6) 0.0054(8) -0.0081(8) C53 0.0724(14) 0.0412(11) 0.0515(12) 0.0105(9) -0.0027(10) 0.0065(10) F54 0.0790(9) 0.0880(10) 0.0860(10) 0.0389(8) 0.0264(8) 0.0098(8) C54 0.0587(12) 0.0614(13) 0.0575(13) 0.0262(10) 0.0102(10) 0.0158(10) F55 0.1045(11) 0.0852(10) 0.0599(8) 0.0175(7) 0.0379(7) 0.0447(8) C55 0.0647(13) 0.0616(13) 0.0456(11) 0.0149(9) 0.0131(9) 0.0309(11) F56 0.0840(9) 0.0492(7) 0.0488(6) -0.0031(5) 0.0118(6) 0.0216(6) C56 0.0553(11) 0.0427(10) 0.0432(10) 0.0051(8) 0.0034(8) 0.0230(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C31 1.827(2) . ? P1 C21 1.8364(18) . ? P1 C1 1.8370(18) . ? C1 C2 1.349(3) . ? C1 C11 1.504(2) . ? C2 C9 1.513(2) . ? C2 B1 1.650(3) . ? C3 N4 1.143(2) . ? C3 B1 1.620(3) . ? N4 C5 1.465(2) . ? C5 C6 1.510(3) . ? C5 C8 1.512(3) . ? C5 C7 1.514(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 H7C 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C11 C16 1.385(3) . ? C11 C12 1.388(3) . ? C12 C13 1.384(3) . ? C12 H12 0.9400 . ? C13 C14 1.384(3) . ? C13 H13 0.9400 . ? C14 C15 1.381(3) . ? C14 C17 1.508(3) . ? C15 C16 1.384(3) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C21 C22 1.393(3) . ? C21 C26 1.396(3) . ? C22 C23 1.386(3) . ? C22 H22 0.9400 . ? C23 C24 1.378(3) . ? C23 H23 0.9400 . ? C24 C25 1.382(3) . ? C24 H24 0.9400 . ? C25 C26 1.385(3) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C36 1.387(3) . ? C31 C32 1.394(3) . ? C32 C33 1.381(3) . ? C32 H32 0.9400 . ? C33 C34 1.363(3) . ? C33 H33 0.9400 . ? C34 C35 1.370(4) . ? C34 H34 0.9400 . ? C35 C36 1.398(3) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? B1 C41 1.647(3) . ? B1 C51 1.648(3) . ? C41 C42 1.387(3) . ? C41 C46 1.389(3) . ? F42 C42 1.355(2) . ? C42 C43 1.371(3) . ? F43 C43 1.341(3) . ? C43 C44 1.370(3) . ? F44 C44 1.341(2) . ? C44 C45 1.370(3) . ? F45 C45 1.345(2) . ? C45 C46 1.382(3) . ? F46 C46 1.355(2) . ? C51 C52 1.384(3) . ? C51 C56 1.387(3) . ? F52 C52 1.351(2) . ? C52 C53 1.376(3) . ? F53 C53 1.340(2) . ? C53 C54 1.378(3) . ? F54 C54 1.339(2) . ? C54 C55 1.366(3) . ? F55 C55 1.340(2) . ? C55 C56 1.378(3) . ? F56 C56 1.352(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C31 P1 C21 104.23(8) . . ? C31 P1 C1 102.71(8) . . ? C21 P1 C1 102.26(8) . . ? C2 C1 C11 123.05(16) . . ? C2 C1 P1 118.17(13) . . ? C11 C1 P1 118.37(12) . . ? C1 C2 C9 119.59(16) . . ? C1 C2 B1 124.55(16) . . ? C9 C2 B1 115.70(15) . . ? N4 C3 B1 173.3(2) . . ? C3 N4 C5 175.40(19) . . ? N4 C5 C6 107.43(17) . . ? N4 C5 C8 107.32(17) . . ? C6 C5 C8 111.2(2) . . ? N4 C5 C7 106.80(18) . . ? C6 C5 C7 112.3(3) . . ? C8 C5 C7 111.5(2) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C2 C9 H9A 109.5 . . ? C2 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C2 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C16 C11 C12 117.04(17) . . ? C16 C11 C1 118.31(16) . . ? C12 C11 C1 124.62(16) . . ? C13 C12 C11 121.00(18) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C14 C13 C12 121.77(18) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C15 C14 C13 117.26(18) . . ? C15 C14 C17 121.43(18) . . ? C13 C14 C17 121.31(18) . . ? C14 C15 C16 121.17(18) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 121.75(18) . . ? C15 C16 H16 119.1 . . ? C11 C16 H16 119.1 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C22 C21 C26 117.94(17) . . ? C22 C21 P1 121.61(14) . . ? C26 C21 P1 119.92(14) . . ? C23 C22 C21 121.24(18) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C24 C23 C22 120.06(19) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 119.52(19) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C26 120.61(19) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C21 120.60(19) . . ? C25 C26 H26 119.7 . . ? C21 C26 H26 119.7 . . ? C36 C31 C32 118.09(18) . . ? C36 C31 P1 116.43(16) . . ? C32 C31 P1 125.42(14) . . ? C33 C32 C31 121.0(2) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C34 C33 C32 120.5(2) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 119.8(2) . . ? C33 C34 H34 120.1 . . ? C35 C34 H34 120.1 . . ? C34 C35 C36 120.6(2) . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C31 C36 C35 120.1(2) . . ? C31 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? C3 B1 C41 102.80(15) . . ? C3 B1 C51 107.46(15) . . ? C41 B1 C51 113.50(15) . . ? C3 B1 C2 109.83(14) . . ? C41 B1 C2 112.02(15) . . ? C51 B1 C2 110.80(15) . . ? C42 C41 C46 113.26(18) . . ? C42 C41 B1 120.02(16) . . ? C46 C41 B1 126.71(17) . . ? F42 C42 C43 116.28(18) . . ? F42 C42 C41 118.63(17) . . ? C43 C42 C41 125.09(19) . . ? F43 C43 C44 120.00(19) . . ? F43 C43 C42 121.0(2) . . ? C44 C43 C42 119.0(2) . . ? F44 C44 C45 120.6(2) . . ? F44 C44 C43 120.1(2) . . ? C45 C44 C43 119.25(19) . . ? F45 C45 C44 120.13(19) . . ? F45 C45 C46 120.0(2) . . ? C44 C45 C46 119.89(19) . . ? F46 C46 C45 115.65(17) . . ? F46 C46 C41 120.80(17) . . ? C45 C46 C41 123.55(19) . . ? C52 C51 C56 113.42(17) . . ? C52 C51 B1 121.96(16) . . ? C56 C51 B1 124.61(16) . . ? F52 C52 C53 115.62(18) . . ? F52 C52 C51 120.04(18) . . ? C53 C52 C51 124.32(19) . . ? F53 C53 C52 120.7(2) . . ? F53 C53 C54 119.9(2) . . ? C52 C53 C54 119.38(19) . . ? F54 C54 C55 120.5(2) . . ? F54 C54 C53 120.5(2) . . ? C55 C54 C53 118.97(19) . . ? F55 C55 C54 119.47(19) . . ? F55 C55 C56 120.87(19) . . ? C54 C55 C56 119.66(19) . . ? F56 C56 C55 115.90(17) . . ? F56 C56 C51 119.96(17) . . ? C55 C56 C51 124.14(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C31 P1 C1 C2 138.46(15) . . . . ? C21 P1 C1 C2 -113.67(15) . . . . ? C31 P1 C1 C11 -34.40(15) . . . . ? C21 P1 C1 C11 73.47(14) . . . . ? C11 C1 C2 C9 -11.1(3) . . . . ? P1 C1 C2 C9 176.36(13) . . . . ? C11 C1 C2 B1 163.97(16) . . . . ? P1 C1 C2 B1 -8.5(2) . . . . ? B1 C3 N4 C5 133(2) . . . . ? C3 N4 C5 C6 152(2) . . . . ? C3 N4 C5 C8 -89(2) . . . . ? C3 N4 C5 C7 31(2) . . . . ? C2 C1 C11 C16 -67.9(2) . . . . ? P1 C1 C11 C16 104.58(17) . . . . ? C2 C1 C11 C12 114.3(2) . . . . ? P1 C1 C11 C12 -73.2(2) . . . . ? C16 C11 C12 C13 -0.5(3) . . . . ? C1 C11 C12 C13 177.33(19) . . . . ? C11 C12 C13 C14 0.5(3) . . . . ? C12 C13 C14 C15 0.4(3) . . . . ? C12 C13 C14 C17 179.3(2) . . . . ? C13 C14 C15 C16 -1.5(3) . . . . ? C17 C14 C15 C16 179.6(2) . . . . ? C14 C15 C16 C11 1.6(3) . . . . ? C12 C11 C16 C15 -0.5(3) . . . . ? C1 C11 C16 C15 -178.50(18) . . . . ? C31 P1 C21 C22 137.19(15) . . . . ? C1 P1 C21 C22 30.48(17) . . . . ? C31 P1 C21 C26 -51.26(17) . . . . ? C1 P1 C21 C26 -157.96(15) . . . . ? C26 C21 C22 C23 1.8(3) . . . . ? P1 C21 C22 C23 173.51(15) . . . . ? C21 C22 C23 C24 -1.6(3) . . . . ? C22 C23 C24 C25 0.3(3) . . . . ? C23 C24 C25 C26 0.6(3) . . . . ? C24 C25 C26 C21 -0.3(3) . . . . ? C22 C21 C26 C25 -0.9(3) . . . . ? P1 C21 C26 C25 -172.74(16) . . . . ? C21 P1 C31 C36 156.41(15) . . . . ? C1 P1 C31 C36 -97.23(15) . . . . ? C21 P1 C31 C32 -26.37(19) . . . . ? C1 P1 C31 C32 79.99(18) . . . . ? C36 C31 C32 C33 1.2(3) . . . . ? P1 C31 C32 C33 -175.99(17) . . . . ? C31 C32 C33 C34 0.0(3) . . . . ? C32 C33 C34 C35 -0.8(4) . . . . ? C33 C34 C35 C36 0.5(3) . . . . ? C32 C31 C36 C35 -1.5(3) . . . . ? P1 C31 C36 C35 175.96(16) . . . . ? C34 C35 C36 C31 0.6(3) . . . . ? N4 C3 B1 C41 -2.1(17) . . . . ? N4 C3 B1 C51 -122.1(16) . . . . ? N4 C3 B1 C2 117.3(16) . . . . ? C1 C2 B1 C3 52.6(2) . . . . ? C9 C2 B1 C3 -132.15(17) . . . . ? C1 C2 B1 C41 166.15(16) . . . . ? C9 C2 B1 C41 -18.6(2) . . . . ? C1 C2 B1 C51 -66.0(2) . . . . ? C9 C2 B1 C51 109.28(18) . . . . ? C3 B1 C41 C42 51.5(2) . . . . ? C51 B1 C41 C42 167.28(16) . . . . ? C2 B1 C41 C42 -66.3(2) . . . . ? C3 B1 C41 C46 -129.45(19) . . . . ? C51 B1 C41 C46 -13.7(3) . . . . ? C2 B1 C41 C46 112.7(2) . . . . ? C46 C41 C42 F42 -178.70(17) . . . . ? B1 C41 C42 F42 0.4(3) . . . . ? C46 C41 C42 C43 0.7(3) . . . . ? B1 C41 C42 C43 179.83(19) . . . . ? F42 C42 C43 F43 -1.1(3) . . . . ? C41 C42 C43 F43 179.52(19) . . . . ? F42 C42 C43 C44 179.32(18) . . . . ? C41 C42 C43 C44 -0.1(3) . . . . ? F43 C43 C44 F44 -0.1(3) . . . . ? C42 C43 C44 F44 179.51(19) . . . . ? F43 C43 C44 C45 179.42(19) . . . . ? C42 C43 C44 C45 -1.0(3) . . . . ? F44 C44 C45 F45 0.1(3) . . . . ? C43 C44 C45 F45 -179.40(19) . . . . ? F44 C44 C45 C46 -179.13(19) . . . . ? C43 C44 C45 C46 1.4(3) . . . . ? F45 C45 C46 F46 0.3(3) . . . . ? C44 C45 C46 F46 179.58(18) . . . . ? F45 C45 C46 C41 -179.97(19) . . . . ? C44 C45 C46 C41 -0.7(3) . . . . ? C42 C41 C46 F46 179.40(17) . . . . ? B1 C41 C46 F46 0.3(3) . . . . ? C42 C41 C46 C45 -0.3(3) . . . . ? B1 C41 C46 C45 -179.35(19) . . . . ? C3 B1 C51 C52 -154.45(17) . . . . ? C41 B1 C51 C52 92.6(2) . . . . ? C2 B1 C51 C52 -34.5(2) . . . . ? C3 B1 C51 C56 26.5(2) . . . . ? C41 B1 C51 C56 -86.5(2) . . . . ? C2 B1 C51 C56 146.46(17) . . . . ? C56 C51 C52 F52 174.67(18) . . . . ? B1 C51 C52 F52 -4.5(3) . . . . ? C56 C51 C52 C53 -3.5(3) . . . . ? B1 C51 C52 C53 177.29(19) . . . . ? F52 C52 C53 F53 2.2(3) . . . . ? C51 C52 C53 F53 -179.6(2) . . . . ? F52 C52 C53 C54 -176.4(2) . . . . ? C51 C52 C53 C54 1.8(3) . . . . ? F53 C53 C54 F54 1.0(3) . . . . ? C52 C53 C54 F54 179.6(2) . . . . ? F53 C53 C54 C55 -177.3(2) . . . . ? C52 C53 C54 C55 1.3(3) . . . . ? F54 C54 C55 F55 -1.4(3) . . . . ? C53 C54 C55 F55 176.9(2) . . . . ? F54 C54 C55 C56 179.39(19) . . . . ? C53 C54 C55 C56 -2.3(3) . . . . ? F55 C55 C56 F56 1.3(3) . . . . ? C54 C55 C56 F56 -179.50(18) . . . . ? F55 C55 C56 C51 -178.78(18) . . . . ? C54 C55 C56 C51 0.4(3) . . . . ? C52 C51 C56 F56 -177.70(17) . . . . ? B1 C51 C56 F56 1.5(3) . . . . ? C52 C51 C56 C55 2.4(3) . . . . ? B1 C51 C56 C55 -178.44(18) . . . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 66.74 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.271 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.035 data_erk6536 _database_code_depnum_ccdc_archive 'CCDC 919605' #TrackingRef 'all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H30 B Cl4 F15 N P' _chemical_formula_weight 1065.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.6472(7) _cell_length_b 14.6343(4) _cell_length_c 18.4267(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.288(2) _cell_angle_gamma 90.00 _cell_volume 4631.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7616 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 3.513 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4187 _exptl_absorpt_correction_T_max 0.8169 _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 33466 _diffrn_reflns_av_R_equivalents 0.056 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.35 _diffrn_reflns_theta_max 66.95 _reflns_number_total 7877 _reflns_number_gt 5891 _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. C5-C8 refined with split positions (using SADI and EADP), also the solvent molecules. The n-Butyl group at N4 atom and the two dichloromethane molecule were found disordered over two positions. Several restraints (EADP, SADI and ISOR) were used in order to improve refinement stability. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1487P)^2^+7.6265P] 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 7877 _refine_ls_number_parameters 646 _refine_ls_number_restraints 127 _refine_ls_R_factor_all 0.1130 _refine_ls_R_factor_gt 0.0898 _refine_ls_wR_factor_ref 0.2724 _refine_ls_wR_factor_gt 0.2467 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.050 _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 0.61034(7) 0.17463(7) 0.24303(6) 0.0466(3) Uani 1 1 d . . . B1 B 0.4869(3) 0.2951(4) 0.2517(3) 0.0494(12) Uani 1 1 d . . . C1 C 0.6386(3) 0.2813(3) 0.2892(2) 0.0497(10) Uani 1 1 d . . . C2 C 0.5750(3) 0.3317(3) 0.2914(2) 0.0467(10) Uani 1 1 d . . . C3 C 0.5057(3) 0.1932(3) 0.2214(2) 0.0490(10) Uani 1 1 d . A . N4 N 0.4658(2) 0.1248(3) 0.1899(2) 0.0585(10) Uani 1 1 d . . . C5A C 0.3822(3) 0.1329(4) 0.1697(3) 0.0676(14) Uani 0.595(7) 1 d PD A 1 H5AA H 0.3640 0.1235 0.1158 0.081 Uiso 0.595(7) 1 calc PR A 1 H5AB H 0.3674 0.1948 0.1811 0.081 Uiso 0.595(7) 1 calc PR A 1 C6A C 0.3438(5) 0.0671(7) 0.2089(6) 0.083(2) Uani 0.595(7) 1 d PD A 1 H6AA H 0.3633 0.0762 0.2626 0.100 Uiso 0.595(7) 1 calc PR A 1 H6AB H 0.3591 0.0054 0.1971 0.100 Uiso 0.595(7) 1 calc PR A 1 C7A C 0.2571(6) 0.0715(10) 0.1915(7) 0.101(3) Uani 0.595(7) 1 d PD A 1 H7AA H 0.2383 0.0347 0.2282 0.122 Uiso 0.595(7) 1 calc PR A 1 H7AB H 0.2412 0.1349 0.1967 0.122 Uiso 0.595(7) 1 calc PR A 1 C8A C 0.2195(10) 0.039(2) 0.1153(10) 0.155(7) Uani 0.595(7) 1 d PD A 1 H8AA H 0.2389 0.0735 0.0786 0.232 Uiso 0.595(7) 1 calc PR A 1 H8AB H 0.1635 0.0463 0.1066 0.232 Uiso 0.595(7) 1 calc PR A 1 H8AC H 0.2315 -0.0256 0.1109 0.232 Uiso 0.595(7) 1 calc PR A 1 C5B C 0.3822(3) 0.1329(4) 0.1697(3) 0.0676(14) Uani 0.405(7) 1 d PD A 2 H5BA H 0.3680 0.1909 0.1436 0.081 Uiso 0.405(7) 1 calc PR A 2 H5BB H 0.3622 0.1337 0.2151 0.081 Uiso 0.405(7) 1 calc PR A 2 C6B C 0.3461(7) 0.0584(10) 0.1223(8) 0.083(2) Uani 0.405(7) 1 d PD A 2 H6BA H 0.3592 0.0009 0.1497 0.100 Uiso 0.405(7) 1 calc PR A 2 H6BB H 0.3688 0.0560 0.0786 0.100 Uiso 0.405(7) 1 calc PR A 2 C7B C 0.2588(8) 0.0639(15) 0.0958(10) 0.101(3) Uani 0.405(7) 1 d PD A 2 H7BA H 0.2449 0.1242 0.0735 0.122 Uiso 0.405(7) 1 calc PR A 2 H7BB H 0.2415 0.0180 0.0567 0.122 Uiso 0.405(7) 1 calc PR A 2 C8B C 0.2169(15) 0.049(4) 0.1554(17) 0.155(7) Uani 0.405(7) 1 d PD A 2 H8BA H 0.2338 0.0942 0.1944 0.232 Uiso 0.405(7) 1 calc PR A 2 H8BB H 0.2280 -0.0116 0.1759 0.232 Uiso 0.405(7) 1 calc PR A 2 H8BC H 0.1614 0.0556 0.1350 0.232 Uiso 0.405(7) 1 calc PR A 2 C11 C 0.6427(3) 0.0782(3) 0.3027(2) 0.0514(11) Uani 1 1 d . . . C12 C 0.5903(3) 0.0168(3) 0.3213(3) 0.0632(13) Uani 1 1 d . . . H12 H 0.5364 0.0247 0.3025 0.076 Uiso 1 1 calc R . . C13 C 0.6180(4) -0.0564(4) 0.3680(3) 0.0780(17) Uani 1 1 d . . . H13 H 0.5829 -0.0985 0.3805 0.094 Uiso 1 1 calc R . . C14 C 0.6967(5) -0.0673(4) 0.3958(3) 0.0826(18) Uani 1 1 d . . . H14 H 0.7149 -0.1168 0.4275 0.099 Uiso 1 1 calc R . . C15 C 0.7488(4) -0.0069(4) 0.3778(3) 0.0731(15) Uani 1 1 d . . . H15 H 0.8025 -0.0148 0.3972 0.088 Uiso 1 1 calc R . . C16 C 0.7219(3) 0.0660(3) 0.3308(3) 0.0632(13) Uani 1 1 d . . . H16 H 0.7575 0.1073 0.3181 0.076 Uiso 1 1 calc R . . C21 C 0.6457(3) 0.1610(3) 0.1598(3) 0.0494(10) Uani 1 1 d . . . C22 C 0.6658(3) 0.0755(3) 0.1389(3) 0.0607(13) Uani 1 1 d . . . H22 H 0.6662 0.0250 0.1706 0.073 Uiso 1 1 calc R . . C23 C 0.6855(4) 0.0646(4) 0.0707(3) 0.0710(15) Uani 1 1 d . . . H23 H 0.6996 0.0064 0.0565 0.085 Uiso 1 1 calc R . . C24 C 0.6846(3) 0.1375(4) 0.0238(3) 0.0651(13) Uani 1 1 d . . . H24 H 0.6968 0.1289 -0.0228 0.078 Uiso 1 1 calc R . . C25 C 0.6657(3) 0.2234(3) 0.0449(3) 0.0583(12) Uani 1 1 d . . . H25 H 0.6664 0.2738 0.0134 0.070 Uiso 1 1 calc R . . C26 C 0.6458(3) 0.2351(3) 0.1127(3) 0.0522(11) Uani 1 1 d . . . H26 H 0.6323 0.2935 0.1270 0.063 Uiso 1 1 calc R . . C31 C 0.7214(3) 0.3015(3) 0.3236(3) 0.0495(10) Uani 1 1 d . . . C32 C 0.7483(3) 0.2959(4) 0.4005(3) 0.0618(12) Uani 1 1 d . . . H32 H 0.7130 0.2828 0.4303 0.074 Uiso 1 1 calc R . . C33 C 0.8249(3) 0.3090(4) 0.4336(3) 0.0704(14) Uani 1 1 d . . . H33 H 0.8417 0.3028 0.4856 0.084 Uiso 1 1 calc R . . C34 C 0.8787(3) 0.3316(4) 0.3918(3) 0.0670(14) Uani 1 1 d . . . C35 C 0.8523(3) 0.3371(3) 0.3157(3) 0.0624(13) Uani 1 1 d . . . H35 H 0.8878 0.3515 0.2863 0.075 Uiso 1 1 calc R . . C36 C 0.7752(3) 0.3220(3) 0.2810(3) 0.0542(11) Uani 1 1 d . . . H36 H 0.7590 0.3255 0.2288 0.065 Uiso 1 1 calc R . . C37 C 0.9635(4) 0.3489(6) 0.4285(4) 0.098(2) Uani 1 1 d . . . H37A H 0.9856 0.3904 0.3978 0.147 Uiso 1 1 calc R . . H37B H 0.9918 0.2916 0.4339 0.147 Uiso 1 1 calc R . . H37C H 0.9673 0.3760 0.4773 0.147 Uiso 1 1 calc R . . C41 C 0.5889(3) 0.4250(3) 0.3248(3) 0.0531(11) Uani 1 1 d . . . C42 C 0.6087(3) 0.4965(3) 0.2836(3) 0.0641(13) Uani 1 1 d . . . F42 F 0.6182(2) 0.4799(2) 0.2145(2) 0.0836(10) Uani 1 1 d . . . C43 C 0.6194(4) 0.5849(4) 0.3104(4) 0.0831(18) Uani 1 1 d . . . F43 F 0.6390(3) 0.6510(2) 0.2675(3) 0.1259(17) Uani 1 1 d . . . C44 C 0.6105(4) 0.6037(4) 0.3810(5) 0.087(2) Uani 1 1 d . . . F44 F 0.6223(3) 0.6899(3) 0.4064(3) 0.1321(19) Uani 1 1 d . . . C45 C 0.5910(4) 0.5353(5) 0.4236(4) 0.0837(18) Uani 1 1 d . . . F45 F 0.5827(3) 0.5543(3) 0.4930(2) 0.1172(15) Uani 1 1 d . . . C46 C 0.5804(3) 0.4474(4) 0.3958(3) 0.0652(13) Uani 1 1 d . . . F46 F 0.5627(2) 0.3830(2) 0.43995(17) 0.0852(10) Uani 1 1 d . . . C51 C 0.4320(3) 0.2765(3) 0.3118(3) 0.0516(11) Uani 1 1 d . . . C52 C 0.4614(3) 0.2265(3) 0.3765(3) 0.0577(12) Uani 1 1 d . . . F52 F 0.53623(18) 0.1982(2) 0.39204(16) 0.0670(8) Uani 1 1 d . . . C53 C 0.4191(4) 0.2027(4) 0.4276(3) 0.0671(14) Uani 1 1 d . . . F53 F 0.4511(2) 0.1545(3) 0.48826(19) 0.0958(11) Uani 1 1 d . . . C54 C 0.3423(4) 0.2261(4) 0.4141(3) 0.0771(17) Uani 1 1 d . . . F54 F 0.2977(2) 0.2021(3) 0.4615(2) 0.1084(14) Uani 1 1 d . . . C55 C 0.3088(3) 0.2742(4) 0.3510(3) 0.0707(15) Uani 1 1 d . . . F55 F 0.2336(2) 0.2962(3) 0.3374(2) 0.0976(12) Uani 1 1 d . . . C56 C 0.3541(3) 0.2969(4) 0.3017(3) 0.0597(12) Uani 1 1 d . . . F56 F 0.31485(17) 0.3392(2) 0.23882(18) 0.0756(9) Uani 1 1 d . . . C61 C 0.4520(3) 0.3699(3) 0.1855(3) 0.0524(11) Uani 1 1 d . . . C62 C 0.4520(3) 0.3589(3) 0.1111(3) 0.0549(11) Uani 1 1 d . . . F62 F 0.47396(18) 0.2788(2) 0.08612(15) 0.0693(8) Uani 1 1 d . . . C63 C 0.4301(4) 0.4258(4) 0.0577(3) 0.0719(15) Uani 1 1 d . . . F63 F 0.4331(2) 0.4094(3) -0.01441(18) 0.0962(11) Uani 1 1 d . . . C64 C 0.4071(4) 0.5086(4) 0.0771(4) 0.0845(18) Uani 1 1 d . . . F64 F 0.3861(3) 0.5752(3) 0.0257(2) 0.1267(17) Uani 1 1 d . . . C65 C 0.4042(4) 0.5238(4) 0.1502(4) 0.0794(17) Uani 1 1 d . . . F65 F 0.3791(3) 0.6051(2) 0.1697(3) 0.1164(15) Uani 1 1 d . . . C66 C 0.4265(3) 0.4561(3) 0.2016(3) 0.0605(12) Uani 1 1 d . . . F66 F 0.42350(19) 0.4765(2) 0.27261(18) 0.0758(9) Uani 1 1 d . . . C101 C 0.3970(7) 0.7493(10) 0.3020(5) 0.156(5) Uani 0.839(4) 1 d PDU B 1 H10A H 0.3705 0.6981 0.2724 0.187 Uiso 0.839(4) 1 calc PR B 1 H10B H 0.3573 0.7948 0.3056 0.187 Uiso 0.839(4) 1 calc PR B 1 Cl11 Cl 0.4376(2) 0.7112(3) 0.3881(3) 0.1953(19) Uani 0.839(4) 1 d PDU B 1 Cl12 Cl 0.4593(4) 0.7959(5) 0.2568(4) 0.255(3) Uani 0.839(4) 1 d PDU B 1 C102 C 0.364(2) 0.902(5) 0.2720(18) 0.156(5) Uani 0.161(4) 1 d PDU . 2 H10C H 0.3531 0.9675 0.2718 0.187 Uiso 0.161(4) 1 calc PR B 2 H10D H 0.3167 0.8708 0.2458 0.187 Uiso 0.161(4) 1 calc PR B 2 Cl13 Cl 0.3874(13) 0.8654(18) 0.3604(12) 0.1953(19) Uani 0.161(4) 1 d PDU . 2 Cl14 Cl 0.4336(19) 0.884(3) 0.2248(16) 0.255(3) Uani 0.161(4) 1 d PDU . 2 C201 C 0.3517(6) -0.0860(8) 0.4577(6) 0.158(5) Uani 0.868(5) 1 d PDU C 1 H20A H 0.3944 -0.1297 0.4734 0.189 Uiso 0.868(5) 1 calc PR C 1 H20B H 0.3536 -0.0431 0.4989 0.189 Uiso 0.868(5) 1 calc PR C 1 Cl21 Cl 0.2673(2) -0.1430(4) 0.4426(3) 0.194(2) Uani 0.868(5) 1 d PDU C 1 Cl22 Cl 0.3664(5) -0.0275(4) 0.3836(4) 0.283(4) Uani 0.868(5) 1 d PDU C 1 C202 C 0.281(4) -0.098(3) 0.427(6) 0.158(5) Uani 0.132(5) 1 d PDU . 2 H20C H 0.2306 -0.1194 0.3969 0.189 Uiso 0.132(5) 1 calc PR C 2 H20D H 0.2758 -0.0924 0.4784 0.189 Uiso 0.132(5) 1 calc PR C 2 Cl23 Cl 0.3489(16) -0.176(2) 0.4230(16) 0.194(2) Uani 0.132(5) 1 d PDU . 2 Cl24 Cl 0.298(3) 0.006(2) 0.396(3) 0.283(4) Uani 0.132(5) 1 d PDU . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0579(7) 0.0367(6) 0.0501(6) 0.0010(4) 0.0222(5) 0.0011(5) B1 0.058(3) 0.045(3) 0.051(3) 0.003(2) 0.024(2) 0.003(2) C1 0.064(3) 0.043(2) 0.048(2) 0.0021(18) 0.024(2) 0.000(2) C2 0.059(3) 0.038(2) 0.049(2) 0.0025(18) 0.025(2) 0.0002(19) C3 0.064(3) 0.041(2) 0.046(2) 0.0014(18) 0.023(2) -0.002(2) N4 0.066(3) 0.046(2) 0.067(3) -0.0005(18) 0.022(2) -0.0062(18) C5A 0.062(3) 0.061(3) 0.080(4) -0.005(3) 0.015(3) -0.007(2) C6A 0.076(5) 0.083(6) 0.096(6) 0.000(5) 0.031(5) -0.014(4) C7A 0.082(7) 0.110(8) 0.117(8) -0.013(6) 0.033(6) -0.023(6) C8A 0.116(9) 0.187(16) 0.17(2) -0.05(2) 0.049(13) -0.062(9) C5B 0.062(3) 0.061(3) 0.080(4) -0.005(3) 0.015(3) -0.007(2) C6B 0.076(5) 0.083(6) 0.096(6) 0.000(5) 0.031(5) -0.014(4) C7B 0.082(7) 0.110(8) 0.117(8) -0.013(6) 0.033(6) -0.023(6) C8B 0.116(9) 0.187(16) 0.17(2) -0.05(2) 0.049(13) -0.062(9) C11 0.068(3) 0.043(2) 0.047(2) 0.0017(19) 0.022(2) 0.002(2) C12 0.077(3) 0.053(3) 0.066(3) 0.005(2) 0.030(3) 0.003(2) C13 0.113(5) 0.055(3) 0.079(4) 0.019(3) 0.048(4) 0.005(3) C14 0.125(6) 0.065(4) 0.066(3) 0.021(3) 0.040(4) 0.028(4) C15 0.091(4) 0.069(3) 0.059(3) 0.008(3) 0.018(3) 0.027(3) C16 0.077(4) 0.054(3) 0.062(3) 0.006(2) 0.023(3) 0.012(2) C21 0.056(3) 0.041(2) 0.054(2) 0.0000(19) 0.019(2) -0.0006(19) C22 0.088(4) 0.038(2) 0.063(3) 0.001(2) 0.032(3) 0.005(2) C23 0.100(4) 0.054(3) 0.070(3) -0.009(2) 0.043(3) 0.005(3) C24 0.082(4) 0.063(3) 0.058(3) 0.000(2) 0.032(3) -0.001(3) C25 0.072(3) 0.055(3) 0.053(3) 0.007(2) 0.025(2) -0.005(2) C26 0.065(3) 0.039(2) 0.057(3) 0.0011(19) 0.025(2) 0.002(2) C31 0.060(3) 0.034(2) 0.057(3) -0.0020(18) 0.019(2) 0.0013(19) C32 0.066(3) 0.066(3) 0.055(3) 0.001(2) 0.017(2) 0.000(2) C33 0.071(4) 0.079(4) 0.058(3) -0.001(3) 0.008(3) 0.000(3) C34 0.063(3) 0.056(3) 0.080(4) 0.000(3) 0.010(3) -0.006(2) C35 0.064(3) 0.053(3) 0.074(3) 0.005(2) 0.023(3) -0.003(2) C36 0.060(3) 0.046(2) 0.062(3) -0.002(2) 0.024(2) -0.003(2) C37 0.068(4) 0.117(6) 0.102(5) 0.005(4) 0.006(4) -0.012(4) C41 0.053(3) 0.042(2) 0.067(3) -0.007(2) 0.019(2) 0.0007(19) C42 0.063(3) 0.046(3) 0.090(4) -0.001(2) 0.031(3) -0.001(2) F42 0.109(3) 0.0592(18) 0.099(2) 0.0120(16) 0.059(2) -0.0079(17) C43 0.078(4) 0.042(3) 0.133(6) 0.006(3) 0.031(4) -0.008(3) F43 0.139(4) 0.0477(19) 0.208(5) 0.012(2) 0.075(3) -0.014(2) C44 0.076(4) 0.056(4) 0.130(6) -0.029(4) 0.023(4) 0.000(3) F44 0.122(3) 0.059(2) 0.208(5) -0.060(3) 0.022(3) -0.008(2) C45 0.079(4) 0.078(4) 0.094(4) -0.034(4) 0.019(3) 0.008(3) F45 0.142(4) 0.111(3) 0.098(3) -0.057(2) 0.025(2) 0.011(3) C46 0.074(3) 0.055(3) 0.067(3) -0.015(3) 0.018(3) 0.003(2) F46 0.123(3) 0.078(2) 0.0614(18) -0.0086(16) 0.0360(18) 0.0004(19) C51 0.059(3) 0.048(2) 0.053(3) -0.002(2) 0.024(2) -0.002(2) C52 0.064(3) 0.054(3) 0.059(3) -0.001(2) 0.024(2) -0.006(2) F52 0.076(2) 0.0687(18) 0.0618(17) 0.0158(14) 0.0272(14) 0.0087(14) C53 0.085(4) 0.067(3) 0.058(3) 0.004(2) 0.033(3) -0.004(3) F53 0.124(3) 0.110(3) 0.0637(19) 0.0251(19) 0.0420(19) -0.001(2) C54 0.092(4) 0.083(4) 0.074(4) -0.002(3) 0.054(3) -0.017(3) F54 0.121(3) 0.135(3) 0.097(3) 0.003(2) 0.080(2) -0.018(3) C55 0.065(3) 0.075(4) 0.084(4) -0.009(3) 0.040(3) -0.005(3) F55 0.069(2) 0.125(3) 0.112(3) -0.003(2) 0.048(2) -0.001(2) C56 0.060(3) 0.065(3) 0.059(3) 0.000(2) 0.025(2) -0.001(2) F56 0.0617(18) 0.091(2) 0.079(2) 0.0095(17) 0.0256(15) 0.0116(15) C61 0.056(3) 0.043(2) 0.060(3) 0.002(2) 0.018(2) 0.000(2) C62 0.061(3) 0.051(3) 0.054(3) 0.008(2) 0.018(2) 0.001(2) F62 0.089(2) 0.0701(19) 0.0538(16) 0.0021(13) 0.0269(15) 0.0117(15) C63 0.083(4) 0.069(4) 0.062(3) 0.014(3) 0.013(3) -0.005(3) F63 0.123(3) 0.107(3) 0.0578(19) 0.0240(18) 0.0195(18) -0.001(2) C64 0.099(5) 0.057(3) 0.087(4) 0.027(3) 0.000(3) -0.003(3) F64 0.176(4) 0.073(2) 0.110(3) 0.044(2) -0.011(3) 0.007(3) C65 0.100(5) 0.045(3) 0.087(4) 0.001(3) 0.008(3) 0.011(3) F65 0.152(4) 0.0511(19) 0.134(3) 0.003(2) 0.009(3) 0.031(2) C66 0.069(3) 0.048(3) 0.065(3) -0.002(2) 0.017(2) 0.004(2) F66 0.090(2) 0.0577(17) 0.082(2) -0.0114(15) 0.0238(17) 0.0153(15) C101 0.144(9) 0.184(10) 0.143(9) -0.015(8) 0.039(7) -0.026(8) Cl11 0.154(3) 0.215(4) 0.200(4) -0.041(3) 0.003(3) 0.044(3) Cl12 0.200(5) 0.295(7) 0.283(6) -0.026(5) 0.083(4) -0.108(5) C102 0.144(9) 0.184(10) 0.143(9) -0.015(8) 0.039(7) -0.026(8) Cl13 0.154(3) 0.215(4) 0.200(4) -0.041(3) 0.003(3) 0.044(3) Cl14 0.200(5) 0.295(7) 0.283(6) -0.026(5) 0.083(4) -0.108(5) C201 0.175(10) 0.169(10) 0.125(8) -0.038(8) 0.025(7) 0.023(8) Cl21 0.149(3) 0.279(5) 0.162(3) 0.052(3) 0.053(2) 0.027(3) Cl22 0.409(9) 0.163(4) 0.291(6) -0.007(4) 0.105(6) -0.067(5) C202 0.175(10) 0.169(10) 0.125(8) -0.038(8) 0.025(7) 0.023(8) Cl23 0.149(3) 0.279(5) 0.162(3) 0.052(3) 0.053(2) 0.027(3) Cl24 0.409(9) 0.163(4) 0.291(6) -0.007(4) 0.105(6) -0.067(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C1 1.793(5) . ? P1 C21 1.796(4) . ? P1 C11 1.799(5) . ? P1 C3 1.818(5) . ? B1 C2 1.648(7) . ? B1 C61 1.650(7) . ? B1 C51 1.652(6) . ? B1 C3 1.652(7) . ? C1 C2 1.352(6) . ? C1 C31 1.483(7) . ? C2 C41 1.494(6) . ? C3 N4 1.283(6) . ? N4 C5A 1.441(7) . ? C5A C6A 1.460(9) . ? C5A H5AA 0.9800 . ? C5A H5AB 0.9800 . ? C6A C7A 1.490(11) . ? C6A H6AA 0.9800 . ? C6A H6AB 0.9800 . ? C7A C8A 1.490(13) . ? C7A H7AA 0.9800 . ? C7A H7AB 0.9800 . ? C8A H8AA 0.9700 . ? C8A H8AB 0.9700 . ? C8A H8AC 0.9700 . ? C6B C7B 1.508(14) . ? C6B H6BA 0.9800 . ? C6B H6BB 0.9800 . ? C7B C8B 1.473(16) . ? C7B H7BA 0.9800 . ? C7B H7BB 0.9800 . ? C8B H8BA 0.9700 . ? C8B H8BB 0.9700 . ? C8B H8BC 0.9700 . ? C11 C16 1.386(7) . ? C11 C12 1.388(7) . ? C12 C13 1.391(8) . ? C12 H12 0.9400 . ? C13 C14 1.374(9) . ? C13 H13 0.9400 . ? C14 C15 1.370(9) . ? C14 H14 0.9400 . ? C15 C16 1.388(7) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C21 C22 1.379(6) . ? C21 C26 1.390(6) . ? C22 C23 1.388(7) . ? C22 H22 0.9400 . ? C23 C24 1.372(7) . ? C23 H23 0.9400 . ? C24 C25 1.379(7) . ? C24 H24 0.9400 . ? C25 C26 1.384(6) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C32 1.389(7) . ? C31 C36 1.397(6) . ? C32 C33 1.362(8) . ? C32 H32 0.9400 . ? C33 C34 1.392(8) . ? C33 H33 0.9400 . ? C34 C35 1.376(8) . ? C34 C37 1.515(8) . ? C35 C36 1.382(7) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? C41 C42 1.384(7) . ? C41 C46 1.391(7) . ? C42 F42 1.343(6) . ? C42 C43 1.383(8) . ? C43 F43 1.344(7) . ? C43 C44 1.372(10) . ? C44 F44 1.345(7) . ? C44 C45 1.363(10) . ? C45 F45 1.350(8) . ? C45 C46 1.382(8) . ? C46 F46 1.328(6) . ? C51 C56 1.377(7) . ? C51 C52 1.394(7) . ? C52 F52 1.350(6) . ? C52 C53 1.374(7) . ? C53 F53 1.333(6) . ? C53 C54 1.364(8) . ? C54 F54 1.352(6) . ? C54 C55 1.371(9) . ? C55 F55 1.332(7) . ? C55 C56 1.383(7) . ? C56 F56 1.355(6) . ? C61 C62 1.380(7) . ? C61 C66 1.394(7) . ? C62 F62 1.349(6) . ? C62 C63 1.378(7) . ? C63 C64 1.352(9) . ? C63 F63 1.363(7) . ? C64 F64 1.351(6) . ? C64 C65 1.378(9) . ? C65 F65 1.346(7) . ? C65 C66 1.364(8) . ? C66 F66 1.356(6) . ? C101 Cl12 1.669(8) . ? C101 Cl11 1.679(8) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C102 Cl13 1.674(10) . ? C102 Cl14 1.674(10) . ? C102 H10C 0.9800 . ? C102 H10D 0.9800 . ? Cl13 Cl23 1.59(3) 1_565 ? C201 Cl21 1.673(8) . ? C201 Cl22 1.681(8) . ? C201 H20A 0.9800 . ? C201 H20B 0.9800 . ? C202 Cl24 1.671(10) . ? C202 Cl23 1.675(10) . ? C202 H20C 0.9800 . ? C202 H20D 0.9800 . ? Cl23 Cl13 1.59(3) 1_545 ? 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 112.9(2) . . ? C1 P1 C11 112.2(2) . . ? C21 P1 C11 108.1(2) . . ? C1 P1 C3 97.6(2) . . ? C21 P1 C3 111.3(2) . . ? C11 P1 C3 114.6(2) . . ? C2 B1 C61 105.5(4) . . ? C2 B1 C51 113.2(4) . . ? C61 B1 C51 115.3(4) . . ? C2 B1 C3 101.7(4) . . ? C61 B1 C3 114.7(4) . . ? C51 B1 C3 105.8(3) . . ? C2 C1 C31 128.4(4) . . ? C2 C1 P1 110.3(4) . . ? C31 C1 P1 121.0(3) . . ? C1 C2 C41 116.8(4) . . ? C1 C2 B1 120.9(4) . . ? C41 C2 B1 122.0(4) . . ? N4 C3 B1 136.5(4) . . ? N4 C3 P1 114.0(3) . . ? B1 C3 P1 109.5(3) . . ? C3 N4 C5A 118.4(4) . . ? N4 C5A C6A 112.5(6) . . ? N4 C5A H5AA 109.1 . . ? C6A C5A H5AA 109.1 . . ? N4 C5A H5AB 109.1 . . ? C6A C5A H5AB 109.1 . . ? H5AA C5A H5AB 107.8 . . ? C5A C6A C7A 115.8(8) . . ? C5A C6A H6AA 108.3 . . ? C7A C6A H6AA 108.3 . . ? C5A C6A H6AB 108.3 . . ? C7A C6A H6AB 108.3 . . ? H6AA C6A H6AB 107.4 . . ? C8A C7A C6A 113.6(10) . . ? C8A C7A H7AA 108.8 . . ? C6A C7A H7AA 108.8 . . ? C8A C7A H7AB 108.8 . . ? C6A C7A H7AB 108.8 . . ? H7AA C7A H7AB 107.7 . . ? C7B C6B H6BA 108.4 . . ? C7B C6B H6BB 108.4 . . ? H6BA C6B H6BB 107.5 . . ? C8B C7B C6B 113.6(14) . . ? C8B C7B H7BA 108.8 . . ? C6B C7B H7BA 108.8 . . ? C8B C7B H7BB 108.8 . . ? C6B C7B H7BB 108.8 . . ? H7BA C7B H7BB 107.7 . . ? C7B C8B H8BA 109.5 . . ? C7B C8B H8BB 109.5 . . ? H8BA C8B H8BB 109.5 . . ? C7B C8B H8BC 109.5 . . ? H8BA C8B H8BC 109.5 . . ? H8BB C8B H8BC 109.5 . . ? C16 C11 C12 119.8(5) . . ? C16 C11 P1 118.7(4) . . ? C12 C11 P1 121.5(4) . . ? C11 C12 C13 119.4(5) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 120.2(6) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.8(5) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 119.6(6) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C11 C16 C15 120.2(5) . . ? C11 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C22 C21 C26 119.9(4) . . ? C22 C21 P1 120.1(3) . . ? C26 C21 P1 119.8(3) . . ? C21 C22 C23 119.4(4) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C24 C23 C22 120.8(5) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C25 120.0(4) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C26 119.7(4) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C25 C26 C21 120.2(4) . . ? C25 C26 H26 119.9 . . ? C21 C26 H26 119.9 . . ? C32 C31 C36 117.9(5) . . ? C32 C31 C1 119.8(4) . . ? C36 C31 C1 122.2(4) . . ? C33 C32 C31 121.4(5) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 C34 121.2(5) . . ? C32 C33 H33 119.4 . . ? C34 C33 H33 119.4 . . ? C35 C34 C33 117.7(5) . . ? C35 C34 C37 120.9(5) . . ? C33 C34 C37 121.5(6) . . ? C34 C35 C36 121.9(5) . . ? C34 C35 H35 119.1 . . ? C36 C35 H35 119.1 . . ? C35 C36 C31 120.0(5) . . ? C35 C36 H36 120.0 . . ? C31 C36 H36 120.0 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C42 C41 C46 115.7(4) . . ? C42 C41 C2 120.3(4) . . ? C46 C41 C2 124.0(4) . . ? F42 C42 C43 118.2(5) . . ? F42 C42 C41 119.0(4) . . ? C43 C42 C41 122.8(6) . . ? F43 C43 C44 121.0(6) . . ? F43 C43 C42 119.6(7) . . ? C44 C43 C42 119.4(6) . . ? F44 C44 C45 121.8(7) . . ? F44 C44 C43 118.3(7) . . ? C45 C44 C43 119.9(5) . . ? F45 C45 C44 119.4(6) . . ? F45 C45 C46 120.5(7) . . ? C44 C45 C46 120.1(6) . . ? F46 C46 C45 117.8(5) . . ? F46 C46 C41 120.1(4) . . ? C45 C46 C41 122.2(6) . . ? C56 C51 C52 113.1(4) . . ? C56 C51 B1 126.5(4) . . ? C52 C51 B1 120.0(4) . . ? F52 C52 C53 115.8(5) . . ? F52 C52 C51 119.7(4) . . ? C53 C52 C51 124.4(5) . . ? F53 C53 C54 119.8(5) . . ? F53 C53 C52 121.1(5) . . ? C54 C53 C52 119.0(5) . . ? F54 C54 C53 121.3(6) . . ? F54 C54 C55 118.6(6) . . ? C53 C54 C55 120.1(5) . . ? F55 C55 C54 120.1(5) . . ? F55 C55 C56 121.4(6) . . ? C54 C55 C56 118.5(5) . . ? F56 C56 C51 120.9(4) . . ? F56 C56 C55 114.3(5) . . ? C51 C56 C55 124.8(5) . . ? C62 C61 C66 113.0(4) . . ? C62 C61 B1 124.9(4) . . ? C66 C61 B1 121.8(4) . . ? F62 C62 C63 115.4(4) . . ? F62 C62 C61 120.4(4) . . ? C63 C62 C61 124.2(5) . . ? C64 C63 F63 119.8(5) . . ? C64 C63 C62 119.9(5) . . ? F63 C63 C62 120.3(5) . . ? F64 C64 C63 120.8(6) . . ? F64 C64 C65 120.2(6) . . ? C63 C64 C65 119.0(5) . . ? F65 C65 C66 121.2(6) . . ? F65 C65 C64 119.5(5) . . ? C66 C65 C64 119.4(5) . . ? F66 C66 C65 116.2(5) . . ? F66 C66 C61 119.3(4) . . ? C65 C66 C61 124.5(5) . . ? Cl12 C101 Cl11 114.8(7) . . ? Cl12 C101 H10A 108.6 . . ? Cl11 C101 H10A 108.6 . . ? Cl12 C101 H10B 108.6 . . ? Cl11 C101 H10B 108.6 . . ? H10A C101 H10B 107.5 . . ? Cl13 C102 Cl14 114.4(11) . . ? Cl13 C102 H10C 108.6 . . ? Cl14 C102 H10C 108.6 . . ? Cl13 C102 H10D 108.6 . . ? Cl14 C102 H10D 108.6 . . ? H10C C102 H10D 107.6 . . ? Cl23 Cl13 C102 141(2) 1_565 . ? Cl21 C201 Cl22 114.6(7) . . ? Cl21 C201 H20A 108.6 . . ? Cl22 C201 H20A 108.6 . . ? Cl21 C201 H20B 108.6 . . ? Cl22 C201 H20B 108.6 . . ? H20A C201 H20B 107.6 . . ? Cl24 C202 Cl23 114.5(11) . . ? Cl24 C202 H20C 108.6 . . ? Cl23 C202 H20C 108.6 . . ? Cl24 C202 H20D 108.6 . . ? Cl23 C202 H20D 108.6 . . ? H20C C202 H20D 107.6 . . ? Cl13 Cl23 C202 101(2) 1_545 . ? 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 118.1(3) . . . . ? C11 P1 C1 C2 -119.5(3) . . . . ? C3 P1 C1 C2 1.0(3) . . . . ? C21 P1 C1 C31 -66.5(4) . . . . ? C11 P1 C1 C31 55.9(4) . . . . ? C3 P1 C1 C31 176.4(3) . . . . ? C31 C1 C2 C41 8.1(7) . . . . ? P1 C1 C2 C41 -176.9(3) . . . . ? C31 C1 C2 B1 -177.7(4) . . . . ? P1 C1 C2 B1 -2.7(5) . . . . ? C61 B1 C2 C1 -116.9(4) . . . . ? C51 B1 C2 C1 116.1(4) . . . . ? C3 B1 C2 C1 3.1(5) . . . . ? C61 B1 C2 C41 57.0(5) . . . . ? C51 B1 C2 C41 -70.0(5) . . . . ? C3 B1 C2 C41 177.0(4) . . . . ? C2 B1 C3 N4 174.7(5) . . . . ? C61 B1 C3 N4 -72.0(7) . . . . ? C51 B1 C3 N4 56.3(7) . . . . ? C2 B1 C3 P1 -2.0(4) . . . . ? C61 B1 C3 P1 111.2(4) . . . . ? C51 B1 C3 P1 -120.5(3) . . . . ? C1 P1 C3 N4 -176.7(3) . . . . ? C21 P1 C3 N4 65.0(4) . . . . ? C11 P1 C3 N4 -58.0(4) . . . . ? C1 P1 C3 B1 0.8(3) . . . . ? C21 P1 C3 B1 -117.4(3) . . . . ? C11 P1 C3 B1 119.5(3) . . . . ? B1 C3 N4 C5A 4.0(8) . . . . ? P1 C3 N4 C5A -179.4(3) . . . . ? C3 N4 C5A C6A -117.7(7) . . . . ? N4 C5A C6A C7A 179.5(8) . . . . ? C5A C6A C7A C8A 70.9(19) . . . . ? C1 P1 C11 C16 -60.9(4) . . . . ? C21 P1 C11 C16 64.2(4) . . . . ? C3 P1 C11 C16 -171.0(4) . . . . ? C1 P1 C11 C12 118.5(4) . . . . ? C21 P1 C11 C12 -116.3(4) . . . . ? C3 P1 C11 C12 8.5(5) . . . . ? C16 C11 C12 C13 -0.1(7) . . . . ? P1 C11 C12 C13 -179.6(4) . . . . ? C11 C12 C13 C14 0.5(8) . . . . ? C12 C13 C14 C15 -0.3(9) . . . . ? C13 C14 C15 C16 -0.2(9) . . . . ? C12 C11 C16 C15 -0.4(7) . . . . ? P1 C11 C16 C15 179.1(4) . . . . ? C14 C15 C16 C11 0.5(8) . . . . ? C1 P1 C21 C22 146.7(4) . . . . ? C11 P1 C21 C22 21.9(5) . . . . ? C3 P1 C21 C22 -104.8(4) . . . . ? C1 P1 C21 C26 -39.4(5) . . . . ? C11 P1 C21 C26 -164.2(4) . . . . ? C3 P1 C21 C26 69.1(4) . . . . ? C26 C21 C22 C23 -0.4(8) . . . . ? P1 C21 C22 C23 173.5(4) . . . . ? C21 C22 C23 C24 -0.5(9) . . . . ? C22 C23 C24 C25 1.5(9) . . . . ? C23 C24 C25 C26 -1.7(8) . . . . ? C24 C25 C26 C21 0.8(8) . . . . ? C22 C21 C26 C25 0.2(7) . . . . ? P1 C21 C26 C25 -173.7(4) . . . . ? C2 C1 C31 C32 71.4(6) . . . . ? P1 C1 C31 C32 -103.1(5) . . . . ? C2 C1 C31 C36 -111.8(5) . . . . ? P1 C1 C31 C36 73.7(5) . . . . ? C36 C31 C32 C33 -0.7(7) . . . . ? C1 C31 C32 C33 176.3(5) . . . . ? C31 C32 C33 C34 2.2(8) . . . . ? C32 C33 C34 C35 -2.1(8) . . . . ? C32 C33 C34 C37 178.2(6) . . . . ? C33 C34 C35 C36 0.7(8) . . . . ? C37 C34 C35 C36 -179.6(5) . . . . ? C34 C35 C36 C31 0.7(7) . . . . ? C32 C31 C36 C35 -0.8(7) . . . . ? C1 C31 C36 C35 -177.7(4) . . . . ? C1 C2 C41 C42 78.9(6) . . . . ? B1 C2 C41 C42 -95.2(5) . . . . ? C1 C2 C41 C46 -103.8(5) . . . . ? B1 C2 C41 C46 82.1(6) . . . . ? C46 C41 C42 F42 179.8(5) . . . . ? C2 C41 C42 F42 -2.7(7) . . . . ? C46 C41 C42 C43 -0.1(8) . . . . ? C2 C41 C42 C43 177.5(5) . . . . ? F42 C42 C43 F43 -0.2(9) . . . . ? C41 C42 C43 F43 179.6(5) . . . . ? F42 C42 C43 C44 -179.6(5) . . . . ? C41 C42 C43 C44 0.3(9) . . . . ? F43 C43 C44 F44 -0.3(10) . . . . ? C42 C43 C44 F44 179.1(6) . . . . ? F43 C43 C44 C45 -179.6(6) . . . . ? C42 C43 C44 C45 -0.3(10) . . . . ? F44 C44 C45 F45 0.4(10) . . . . ? C43 C44 C45 F45 179.8(6) . . . . ? F44 C44 C45 C46 -179.2(6) . . . . ? C43 C44 C45 C46 0.1(10) . . . . ? F45 C45 C46 F46 -0.7(9) . . . . ? C44 C45 C46 F46 178.9(6) . . . . ? F45 C45 C46 C41 -179.6(5) . . . . ? C44 C45 C46 C41 0.0(10) . . . . ? C42 C41 C46 F46 -179.0(5) . . . . ? C2 C41 C46 F46 3.6(8) . . . . ? C42 C41 C46 C45 -0.1(8) . . . . ? C2 C41 C46 C45 -177.5(5) . . . . ? C2 B1 C51 C56 139.9(5) . . . . ? C61 B1 C51 C56 18.4(7) . . . . ? C3 B1 C51 C56 -109.6(5) . . . . ? C2 B1 C51 C52 -47.9(6) . . . . ? C61 B1 C51 C52 -169.5(4) . . . . ? C3 B1 C51 C52 62.6(6) . . . . ? C56 C51 C52 F52 177.1(4) . . . . ? B1 C51 C52 F52 3.9(7) . . . . ? C56 C51 C52 C53 -2.7(7) . . . . ? B1 C51 C52 C53 -175.9(5) . . . . ? F52 C52 C53 F53 0.0(7) . . . . ? C51 C52 C53 F53 179.8(5) . . . . ? F52 C52 C53 C54 -177.6(5) . . . . ? C51 C52 C53 C54 2.2(8) . . . . ? F53 C53 C54 F54 0.6(9) . . . . ? C52 C53 C54 F54 178.2(5) . . . . ? F53 C53 C54 C55 -178.8(5) . . . . ? C52 C53 C54 C55 -1.1(9) . . . . ? F54 C54 C55 F55 -0.1(9) . . . . ? C53 C54 C55 F55 179.3(5) . . . . ? F54 C54 C55 C56 -178.5(5) . . . . ? C53 C54 C55 C56 0.8(9) . . . . ? C52 C51 C56 F56 -175.0(4) . . . . ? B1 C51 C56 F56 -2.4(8) . . . . ? C52 C51 C56 C55 2.3(7) . . . . ? B1 C51 C56 C55 175.0(5) . . . . ? F55 C55 C56 F56 -2.4(8) . . . . ? C54 C55 C56 F56 176.0(5) . . . . ? F55 C55 C56 C51 -180.0(5) . . . . ? C54 C55 C56 C51 -1.5(9) . . . . ? C2 B1 C61 C62 98.1(5) . . . . ? C51 B1 C61 C62 -136.2(5) . . . . ? C3 B1 C61 C62 -12.9(7) . . . . ? C2 B1 C61 C66 -75.0(5) . . . . ? C51 B1 C61 C66 50.7(6) . . . . ? C3 B1 C61 C66 174.1(4) . . . . ? C66 C61 C62 F62 -179.0(4) . . . . ? B1 C61 C62 F62 7.4(7) . . . . ? C66 C61 C62 C63 0.6(7) . . . . ? B1 C61 C62 C63 -173.0(5) . . . . ? F62 C62 C63 C64 -180.0(5) . . . . ? C61 C62 C63 C64 0.4(9) . . . . ? F62 C62 C63 F63 -1.4(8) . . . . ? C61 C62 C63 F63 179.0(5) . . . . ? F63 C63 C64 F64 0.9(10) . . . . ? C62 C63 C64 F64 179.5(5) . . . . ? F63 C63 C64 C65 179.7(6) . . . . ? C62 C63 C64 C65 -1.7(10) . . . . ? F64 C64 C65 F65 0.9(10) . . . . ? C63 C64 C65 F65 -178.0(6) . . . . ? F64 C64 C65 C66 -179.2(6) . . . . ? C63 C64 C65 C66 1.9(10) . . . . ? F65 C65 C66 F66 -1.3(9) . . . . ? C64 C65 C66 F66 178.8(5) . . . . ? F65 C65 C66 C61 179.0(5) . . . . ? C64 C65 C66 C61 -0.9(10) . . . . ? C62 C61 C66 F66 180.0(4) . . . . ? B1 C61 C66 F66 -6.2(7) . . . . ? C62 C61 C66 C65 -0.4(8) . . . . ? B1 C61 C66 C65 173.4(5) . . . . ? Cl14 C102 Cl13 Cl23 -148(4) . . . 1_565 ? Cl24 C202 Cl23 Cl13 -23(8) . . . 1_545 ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 66.95 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.603 _refine_diff_density_min -0.815 _refine_diff_density_rms 0.083 data_erk6623 _database_code_depnum_ccdc_archive 'CCDC 919606' #TrackingRef 'all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39.50 H30 B Cl F10 N P' _chemical_formula_weight 785.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 39.1199(4) _cell_length_b 16.3061(2) _cell_length_c 23.4811(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.4210(10) _cell_angle_gamma 90.00 _cell_volume 14853.0(3) _cell_formula_units_Z 16 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 12881 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.406 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6416 _exptl_absorpt_coefficient_mu 2.034 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5621 _exptl_absorpt_correction_T_max 0.7109 _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 68796 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.0236 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 67.00 _reflns_number_total 12969 _reflns_number_gt 11402 _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 two n-Butyl groups was found disordered ower two positions. Several restraints (SIMU, SADI, ISOR and SAME) were used in order to improve refinement stability. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0715P)^2^+24.4007P] 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 12969 _refine_ls_number_parameters 1024 _refine_ls_number_restraints 124 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1498 _refine_ls_wR_factor_gt 0.1445 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.073 _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 P1A P -0.116030(16) 0.70494(4) 0.56218(3) 0.03740(15) Uani 1 1 d . . . B1A B -0.13555(7) 0.68893(17) 0.44300(11) 0.0375(6) Uani 1 1 d . . . Cl1A Cl 0.24250(3) 0.16909(6) 0.45334(4) 0.0820(3) Uani 1 1 d . . . Cl2A Cl 0.23948(3) 0.03781(7) 0.36954(5) 0.0929(3) Uani 1 1 d . . . C61A C 0.22491(11) 0.0741(2) 0.43205(17) 0.0790(10) Uani 1 1 d . . . H61A H 0.1997 0.0788 0.4256 0.095 Uiso 1 1 calc R . . H61B H 0.2309 0.0344 0.4630 0.095 Uiso 1 1 calc R . . C1A C -0.14288(6) 0.62028(15) 0.54042(10) 0.0377(5) Uani 1 1 d . . . C2A C -0.14971(6) 0.61651(15) 0.48227(10) 0.0383(5) Uani 1 1 d . . . C3A C -0.11200(6) 0.74653(15) 0.49095(10) 0.0390(5) Uani 1 1 d . . . N4A N -0.09154(6) 0.80744(14) 0.49269(10) 0.0512(6) Uani 1 1 d . A . C5A C -0.08679(11) 0.8481(2) 0.43871(15) 0.0762(10) Uani 1 1 d DU . . H501 H -0.0898 0.9074 0.4425 0.091 Uiso 0.680(14) 1 calc PR A 1 H502 H -0.1041 0.8283 0.4079 0.091 Uiso 0.680(14) 1 calc PR A 1 H503 H -0.1021 0.8957 0.4321 0.091 Uiso 0.320(14) 1 calc PR A 2 H504 H -0.0918 0.8102 0.4063 0.091 Uiso 0.320(14) 1 calc PR A 2 C6A C -0.0492(2) 0.8292(7) 0.4233(5) 0.125(4) Uani 0.680(14) 1 d PDU A 1 H6A1 H -0.0459 0.7696 0.4225 0.150 Uiso 0.680(14) 1 calc PR A 1 H6A2 H -0.0322 0.8516 0.4535 0.150 Uiso 0.680(14) 1 calc PR A 1 C7A C -0.0426(5) 0.8668(14) 0.3628(7) 0.238(8) Uani 0.680(14) 1 d PDU A 1 H7A1 H -0.0357 0.9240 0.3700 0.285 Uiso 0.680(14) 1 calc PR A 1 H7A2 H -0.0649 0.8681 0.3387 0.285 Uiso 0.680(14) 1 calc PR A 1 C8A C -0.0153(6) 0.8276(16) 0.3239(10) 0.385(16) Uani 0.680(14) 1 d PDU A 1 H8A1 H -0.0153 0.8598 0.2891 0.578 Uiso 0.680(14) 1 calc PR A 1 H8A2 H -0.0219 0.7717 0.3138 0.578 Uiso 0.680(14) 1 calc PR A 1 H8A3 H 0.0076 0.8280 0.3454 0.578 Uiso 0.680(14) 1 calc PR A 1 C6C C -0.0483(4) 0.8754(16) 0.4454(6) 0.122(7) Uani 0.320(14) 1 d PDU A 2 H6C1 H -0.0457 0.9151 0.4770 0.146 Uiso 0.320(14) 1 calc PR A 2 H6C2 H -0.0349 0.8270 0.4595 0.146 Uiso 0.320(14) 1 calc PR A 2 C7C C -0.0296(5) 0.9114(16) 0.3998(7) 0.155(9) Uani 0.320(14) 1 d PDU A 2 H7C1 H -0.0054 0.8950 0.4086 0.186 Uiso 0.320(14) 1 calc PR A 2 H7C2 H -0.0303 0.9711 0.4043 0.186 Uiso 0.320(14) 1 calc PR A 2 C8C C -0.0406(13) 0.893(3) 0.3347(10) 0.244(16) Uani 0.320(14) 1 d PDU A 2 H8C1 H -0.0340 0.9382 0.3118 0.367 Uiso 0.320(14) 1 calc PR A 2 H8C2 H -0.0654 0.8855 0.3277 0.367 Uiso 0.320(14) 1 calc PR A 2 H8C3 H -0.0293 0.8431 0.3242 0.367 Uiso 0.320(14) 1 calc PR A 2 C9A C -0.16979(8) 0.54587(16) 0.45386(11) 0.0488(6) Uani 1 1 d . . . H9A1 H -0.1927 0.5642 0.4387 0.073 Uiso 1 1 calc R . . H9A2 H -0.1714 0.5027 0.4818 0.073 Uiso 1 1 calc R . . H9A3 H -0.1582 0.5250 0.4228 0.073 Uiso 1 1 calc R . . C11A C -0.15397(7) 0.55894(14) 0.58147(10) 0.0391(5) Uani 1 1 d . . . C12A C -0.13000(8) 0.50902(17) 0.61403(11) 0.0499(6) Uani 1 1 d . . . H12A H -0.1064 0.5157 0.6115 0.060 Uiso 1 1 calc R . . C13A C -0.14068(9) 0.44969(18) 0.65013(12) 0.0586(8) Uani 1 1 d . . . H13A H -0.1241 0.4162 0.6714 0.070 Uiso 1 1 calc R . . C14A C -0.17495(9) 0.43862(17) 0.65558(11) 0.0539(7) Uani 1 1 d . . . C15A C -0.19879(8) 0.48852(17) 0.62380(12) 0.0524(7) Uani 1 1 d . . . H15A H -0.2223 0.4820 0.6270 0.063 Uiso 1 1 calc R . . C16A C -0.18865(7) 0.54818(16) 0.58714(11) 0.0464(6) Uani 1 1 d . . . H16A H -0.2053 0.5815 0.5660 0.056 Uiso 1 1 calc R . . C17A C -0.18608(12) 0.3736(2) 0.69552(14) 0.0774(11) Uani 1 1 d . . . H17A H -0.2110 0.3719 0.6920 0.116 Uiso 1 1 calc R . . H17B H -0.1769 0.3867 0.7348 0.116 Uiso 1 1 calc R . . H17C H -0.1774 0.3205 0.6853 0.116 Uiso 1 1 calc R . . C21A C -0.13388(7) 0.77534(16) 0.60948(11) 0.0430(6) Uani 1 1 d . . . C22A C -0.15927(8) 0.75150(19) 0.64170(13) 0.0568(7) Uani 1 1 d . . . H22A H -0.1691 0.6989 0.6367 0.068 Uiso 1 1 calc R . . C23A C -0.17043(9) 0.8050(2) 0.68154(14) 0.0649(8) Uani 1 1 d . . . H23A H -0.1874 0.7880 0.7039 0.078 Uiso 1 1 calc R . . C24A C -0.15701(9) 0.8816(2) 0.68838(14) 0.0653(8) Uani 1 1 d . . . H24A H -0.1646 0.9175 0.7155 0.078 Uiso 1 1 calc R . . C25A C -0.13238(11) 0.9064(2) 0.6557(2) 0.0915(14) Uani 1 1 d . . . H25A H -0.1233 0.9598 0.6602 0.110 Uiso 1 1 calc R . . C26A C -0.12059(10) 0.8538(2) 0.61614(18) 0.0778(11) Uani 1 1 d . . . H26A H -0.1036 0.8714 0.5939 0.093 Uiso 1 1 calc R . . C31A C -0.07453(7) 0.67669(17) 0.59954(11) 0.0473(6) Uani 1 1 d . . . C32A C -0.06903(10) 0.6731(3) 0.65854(15) 0.0865(13) Uani 1 1 d . . . H32A H -0.0867 0.6881 0.6800 0.104 Uiso 1 1 calc R . . C33A C -0.03760(13) 0.6476(4) 0.68616(18) 0.119(2) Uani 1 1 d . . . H33A H -0.0341 0.6443 0.7265 0.143 Uiso 1 1 calc R . . C34A C -0.01142(12) 0.6269(3) 0.6556(2) 0.1064(17) Uani 1 1 d . . . H34A H 0.0100 0.6103 0.6749 0.128 Uiso 1 1 calc R . . C35A C -0.01640(10) 0.6305(3) 0.59728(19) 0.0938(14) Uani 1 1 d . . . H35A H 0.0015 0.6158 0.5762 0.113 Uiso 1 1 calc R . . C36A C -0.04795(9) 0.6557(2) 0.56896(15) 0.0684(9) Uani 1 1 d . . . H36A H -0.0513 0.6585 0.5286 0.082 Uiso 1 1 calc R . . C41A C -0.17016(6) 0.73537(15) 0.41010(10) 0.0372(5) Uani 1 1 d . . . F42A F -0.16928(4) 0.84157(9) 0.47990(6) 0.0487(4) Uani 1 1 d . . . C42A C -0.18429(7) 0.80592(15) 0.43076(10) 0.0387(5) Uani 1 1 d . . . F43A F -0.22569(4) 0.91284(9) 0.42642(7) 0.0520(4) Uani 1 1 d . . . C43A C -0.21366(7) 0.84373(15) 0.40457(11) 0.0409(5) Uani 1 1 d . . . F44A F -0.25998(4) 0.84645(11) 0.32948(7) 0.0593(4) Uani 1 1 d . . . C44A C -0.23115(7) 0.81070(17) 0.35539(11) 0.0440(6) Uani 1 1 d . . . F45A F -0.23614(4) 0.70634(11) 0.28583(7) 0.0598(4) Uani 1 1 d . . . C45A C -0.21898(7) 0.73984(17) 0.33361(10) 0.0446(6) Uani 1 1 d . . . F46A F -0.17934(4) 0.63424(10) 0.33700(6) 0.0518(4) Uani 1 1 d . . . C46A C -0.18945(7) 0.70415(16) 0.36102(10) 0.0417(6) Uani 1 1 d . . . C51A C -0.11105(7) 0.64930(15) 0.39782(11) 0.0413(5) Uani 1 1 d . . . F52A F -0.12527(4) 0.74669(10) 0.32309(7) 0.0555(4) Uani 1 1 d . . . C52A C -0.10855(7) 0.67778(16) 0.34275(11) 0.0448(6) Uani 1 1 d . . . F53A F -0.08931(5) 0.67102(13) 0.25129(7) 0.0735(5) Uani 1 1 d . . . C53A C -0.08984(8) 0.63963(19) 0.30400(12) 0.0540(7) Uani 1 1 d . . . F54A F -0.05472(7) 0.52992(15) 0.28208(10) 0.0982(7) Uani 1 1 d . . . C54A C -0.07248(9) 0.5687(2) 0.31961(15) 0.0646(8) Uani 1 1 d . . . F55A F -0.05584(6) 0.46902(13) 0.38974(10) 0.0878(7) Uani 1 1 d . . . C55A C -0.07316(8) 0.53818(19) 0.37334(15) 0.0622(8) Uani 1 1 d . . . F56A F -0.08994(5) 0.54504(11) 0.46400(7) 0.0633(5) Uani 1 1 d . . . C56A C -0.09150(7) 0.57880(17) 0.41124(12) 0.0496(6) Uani 1 1 d . . . P1B P 0.120118(17) 0.78628(4) 0.60595(3) 0.04007(16) Uani 1 1 d . . . B1B B 0.13607(8) 0.80958(17) 0.49335(12) 0.0405(6) Uani 1 1 d . . . C1B C 0.14569(7) 0.87343(15) 0.59516(10) 0.0396(5) Uani 1 1 d . . . C2B C 0.15045(6) 0.88056(15) 0.53932(10) 0.0396(5) Uani 1 1 d . . . C3B C 0.11386(7) 0.74973(15) 0.53164(11) 0.0410(5) Uani 1 1 d . . . C9B C 0.16882(8) 0.95480(16) 0.52010(12) 0.0490(6) Uani 1 1 d . . . H9B1 H 0.1700 0.9967 0.5496 0.074 Uiso 1 1 calc R . . H9B2 H 0.1563 0.9759 0.4848 0.074 Uiso 1 1 calc R . . H9B3 H 0.1920 0.9396 0.5135 0.074 Uiso 1 1 calc R . . C11B C 0.15659(7) 0.93417(15) 0.64145(10) 0.0419(6) Uani 1 1 d . . . C12B C 0.13267(8) 0.98815(17) 0.65934(12) 0.0520(7) Uani 1 1 d . . . H12B H 0.1093 0.9833 0.6442 0.062 Uiso 1 1 calc R . . C13B C 0.14276(9) 1.04910(17) 0.69928(13) 0.0586(8) Uani 1 1 d . . . H13B H 0.1261 1.0852 0.7105 0.070 Uiso 1 1 calc R . . C14B C 0.17682(9) 1.05767(17) 0.72283(11) 0.0544(7) Uani 1 1 d . . . C15B C 0.20037(8) 1.0040(2) 0.70530(12) 0.0574(7) Uani 1 1 d . . . H15B H 0.2237 1.0086 0.7208 0.069 Uiso 1 1 calc R . . C16B C 0.19063(8) 0.94288(18) 0.66508(12) 0.0520(7) Uani 1 1 d . . . H16B H 0.2074 0.9071 0.6539 0.062 Uiso 1 1 calc R . . C17B C 0.18744(12) 1.1233(2) 0.76687(13) 0.0753(11) Uani 1 1 d . . . H17D H 0.1804 1.1074 0.8034 0.113 Uiso 1 1 calc R . . H17E H 0.1765 1.1747 0.7544 0.113 Uiso 1 1 calc R . . H17F H 0.2123 1.1299 0.7711 0.113 Uiso 1 1 calc R . . C21B C 0.14243(8) 0.71315(16) 0.65456(11) 0.0475(6) Uani 1 1 d . . . C22B C 0.17795(8) 0.7128(2) 0.66401(13) 0.0571(7) Uani 1 1 d . . . H22B H 0.1904 0.7528 0.6464 0.069 Uiso 1 1 calc R . . C23B C 0.19543(10) 0.6544(2) 0.69902(16) 0.0751(10) Uani 1 1 d . . . H23B H 0.2197 0.6548 0.7051 0.090 Uiso 1 1 calc R . . C24B C 0.17777(12) 0.5963(3) 0.72478(18) 0.0902(13) Uani 1 1 d . . . H24B H 0.1898 0.5564 0.7484 0.108 Uiso 1 1 calc R . . C25B C 0.14193(13) 0.5958(3) 0.7161(2) 0.0999(15) Uani 1 1 d . . . H25B H 0.1298 0.5562 0.7344 0.120 Uiso 1 1 calc R . . C26B C 0.12405(10) 0.6534(2) 0.68050(16) 0.0746(10) Uani 1 1 d . . . H26B H 0.0998 0.6522 0.6739 0.090 Uiso 1 1 calc R . . C31B C 0.08062(8) 0.81222(18) 0.63305(12) 0.0513(7) Uani 1 1 d . . . C32B C 0.08097(11) 0.8281(3) 0.69121(16) 0.0779(10) Uani 1 1 d . . . H32B H 0.1014 0.8211 0.7166 0.093 Uiso 1 1 calc R . . C33B C 0.05107(14) 0.8542(3) 0.7117(2) 0.1043(15) Uani 1 1 d . . . H33B H 0.0512 0.8653 0.7511 0.125 Uiso 1 1 calc R . . C34B C 0.02142(14) 0.8639(3) 0.6743(3) 0.1134(18) Uani 1 1 d . . . H34B H 0.0012 0.8815 0.6884 0.136 Uiso 1 1 calc R . . C35B C 0.02054(11) 0.8483(3) 0.6164(2) 0.0980(14) Uani 1 1 d . . . H35B H 0.0000 0.8547 0.5913 0.118 Uiso 1 1 calc R . . C36B C 0.05047(9) 0.8229(2) 0.59584(16) 0.0698(9) Uani 1 1 d . . . H36B H 0.0503 0.8129 0.5564 0.084 Uiso 1 1 calc R . . C41B C 0.17060(7) 0.76615(15) 0.47272(10) 0.0408(5) Uani 1 1 d . . . F42B F 0.17094(5) 0.65490(9) 0.53796(7) 0.0566(4) Uani 1 1 d . . . C42B C 0.18549(7) 0.69483(15) 0.49678(10) 0.0428(6) Uani 1 1 d . . . F43B F 0.22865(5) 0.59191(10) 0.50847(8) 0.0644(5) Uani 1 1 d . . . C43B C 0.21547(7) 0.66080(16) 0.48228(12) 0.0475(6) Uani 1 1 d . . . F44B F 0.26158(4) 0.66584(12) 0.42695(8) 0.0676(5) Uani 1 1 d . . . C44B C 0.23229(7) 0.69778(18) 0.44185(12) 0.0497(6) Uani 1 1 d . . . F45B F 0.23634(5) 0.80738(13) 0.37818(8) 0.0685(5) Uani 1 1 d . . . C45B C 0.21939(7) 0.76968(19) 0.41727(11) 0.0495(6) Uani 1 1 d . . . F46B F 0.17855(4) 0.87315(10) 0.40685(7) 0.0561(4) Uani 1 1 d . . . C46B C 0.18939(7) 0.80165(16) 0.43302(11) 0.0446(6) Uani 1 1 d . . . C51B C 0.10986(7) 0.85011(16) 0.43986(11) 0.0438(6) Uani 1 1 d . . . F52B F 0.12536(5) 0.76248(11) 0.36648(7) 0.0622(4) Uani 1 1 d . . . C52B C 0.10704(8) 0.82664(17) 0.38255(12) 0.0500(6) Uani 1 1 d . . . F53B F 0.08569(6) 0.83997(14) 0.28384(8) 0.0855(6) Uani 1 1 d . . . C53B C 0.08621(9) 0.8652(2) 0.33865(13) 0.0609(8) Uani 1 1 d . . . F54B F 0.04652(7) 0.97002(15) 0.30796(11) 0.1017(8) Uani 1 1 d . . . C54B C 0.06627(9) 0.9309(2) 0.35063(15) 0.0682(9) Uani 1 1 d . . . F55B F 0.04796(6) 1.02020(13) 0.41916(11) 0.0931(7) Uani 1 1 d . . . C55B C 0.06724(8) 0.95563(19) 0.40620(16) 0.0647(8) Uani 1 1 d . . . F56B F 0.08675(5) 0.94285(11) 0.50315(8) 0.0673(5) Uani 1 1 d . . . C56B C 0.08795(8) 0.91529(17) 0.44890(13) 0.0518(7) Uani 1 1 d . . . N4B N 0.09375(7) 0.68828(15) 0.52396(10) 0.0558(6) Uani 1 1 d . B . C5B C 0.08869(12) 0.6506(2) 0.46690(15) 0.0820(12) Uani 1 1 d DU . . H511 H 0.0938 0.5919 0.4703 0.098 Uiso 0.705(9) 1 calc PR B 1 H512 H 0.1047 0.6753 0.4429 0.098 Uiso 0.705(9) 1 calc PR B 1 H513 H 0.1077 0.6128 0.4631 0.098 Uiso 0.295(9) 1 calc PR B 2 H514 H 0.0889 0.6933 0.4376 0.098 Uiso 0.295(9) 1 calc PR B 2 C6B C 0.0518(2) 0.6624(6) 0.4382(4) 0.127(4) Uani 0.705(9) 1 d PDU B 1 H6B1 H 0.0472 0.7215 0.4353 0.153 Uiso 0.705(9) 1 calc PR B 1 H6B2 H 0.0362 0.6394 0.4637 0.153 Uiso 0.705(9) 1 calc PR B 1 C7B C 0.0424(4) 0.6249(10) 0.3787(6) 0.249(8) Uani 0.705(9) 1 d PDU B 1 H7B1 H 0.0642 0.6193 0.3628 0.299 Uiso 0.705(9) 1 calc PR B 1 H7B2 H 0.0346 0.5690 0.3854 0.299 Uiso 0.705(9) 1 calc PR B 1 C8B C 0.0168(6) 0.6581(16) 0.3300(10) 0.404(16) Uani 0.705(9) 1 d PDU B 1 H8B1 H 0.0175 0.6246 0.2960 0.606 Uiso 0.705(9) 1 calc PR B 1 H8B2 H 0.0229 0.7141 0.3218 0.606 Uiso 0.705(9) 1 calc PR B 1 H8B3 H -0.0062 0.6567 0.3411 0.606 Uiso 0.705(9) 1 calc PR B 1 C6D C 0.0551(3) 0.6048(9) 0.4572(7) 0.117(7) Uani 0.295(9) 1 d PDU B 2 H6D1 H 0.0547 0.5680 0.4241 0.140 Uiso 0.295(9) 1 calc PR B 2 H6D2 H 0.0518 0.5721 0.4911 0.140 Uiso 0.295(9) 1 calc PR B 2 C7D C 0.0279(4) 0.6674(12) 0.4464(11) 0.133(8) Uani 0.295(9) 1 d PDU B 2 H7D1 H 0.0331 0.7059 0.4166 0.159 Uiso 0.295(9) 1 calc PR B 2 H7D2 H 0.0255 0.6982 0.4815 0.159 Uiso 0.295(9) 1 calc PR B 2 C8D C -0.0040(4) 0.6192(13) 0.4269(10) 0.132(8) Uani 0.295(9) 1 d PDU B 2 H8D1 H -0.0235 0.6563 0.4195 0.198 Uiso 0.295(9) 1 calc PR B 2 H8D2 H -0.0082 0.5805 0.4566 0.198 Uiso 0.295(9) 1 calc PR B 2 H8D3 H -0.0011 0.5897 0.3920 0.198 Uiso 0.295(9) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1A 0.0429(3) 0.0381(3) 0.0309(3) -0.0003(2) 0.0034(2) 0.0026(3) B1A 0.0465(15) 0.0345(14) 0.0317(13) 0.0020(11) 0.0064(11) 0.0032(11) Cl1A 0.1010(7) 0.0718(5) 0.0794(6) 0.0030(4) 0.0351(5) -0.0169(5) Cl2A 0.0908(7) 0.0917(7) 0.0925(7) -0.0178(6) -0.0021(5) -0.0010(5) C61A 0.082(2) 0.079(2) 0.077(2) 0.013(2) 0.0136(19) -0.016(2) C1A 0.0451(13) 0.0362(12) 0.0319(12) 0.0023(10) 0.0061(10) 0.0051(10) C2A 0.0438(13) 0.0353(12) 0.0357(12) 0.0005(10) 0.0049(10) 0.0060(10) C3A 0.0445(13) 0.0360(13) 0.0368(12) 0.0005(10) 0.0059(10) 0.0041(10) N4A 0.0602(14) 0.0463(13) 0.0483(13) 0.0018(10) 0.0108(11) -0.0079(11) C5A 0.116(3) 0.0584(19) 0.0569(19) 0.0106(16) 0.0198(19) -0.027(2) C6A 0.168(8) 0.116(7) 0.110(7) 0.000(5) 0.089(6) -0.039(6) C7A 0.225(13) 0.248(15) 0.243(16) 0.038(13) 0.044(13) -0.064(12) C8A 0.32(2) 0.37(2) 0.43(2) 0.105(17) -0.055(17) -0.037(17) C6C 0.173(14) 0.136(13) 0.073(9) -0.025(9) 0.079(9) -0.063(11) C7C 0.133(13) 0.201(17) 0.127(14) -0.029(12) 0.001(10) -0.083(12) C8C 0.26(2) 0.24(2) 0.23(2) 0.018(18) 0.010(17) -0.021(17) C9A 0.0660(17) 0.0411(14) 0.0384(14) 0.0002(11) 0.0038(12) -0.0069(12) C11A 0.0556(15) 0.0332(12) 0.0292(11) 0.0012(9) 0.0073(10) 0.0030(11) C12A 0.0617(17) 0.0456(15) 0.0423(14) 0.0068(12) 0.0059(12) 0.0091(13) C13A 0.088(2) 0.0448(16) 0.0418(15) 0.0109(12) 0.0027(14) 0.0116(15) C14A 0.094(2) 0.0397(14) 0.0295(13) -0.0002(11) 0.0125(13) -0.0055(14) C15A 0.0699(18) 0.0458(15) 0.0440(15) -0.0012(12) 0.0173(13) -0.0074(13) C16A 0.0547(15) 0.0429(14) 0.0419(14) 0.0040(11) 0.0075(11) 0.0011(12) C17A 0.132(3) 0.0596(19) 0.0424(16) 0.0117(15) 0.0198(19) -0.017(2) C21A 0.0473(14) 0.0440(14) 0.0373(13) -0.0040(11) 0.0035(11) 0.0036(11) C22A 0.0729(19) 0.0488(16) 0.0524(17) -0.0071(13) 0.0221(14) -0.0044(14) C23A 0.075(2) 0.068(2) 0.0561(18) -0.0108(16) 0.0267(16) 0.0007(16) C24A 0.074(2) 0.065(2) 0.0577(18) -0.0254(16) 0.0136(16) 0.0048(16) C25A 0.103(3) 0.064(2) 0.117(3) -0.049(2) 0.047(3) -0.027(2) C26A 0.085(2) 0.059(2) 0.098(3) -0.0304(19) 0.046(2) -0.0204(18) C31A 0.0518(15) 0.0473(15) 0.0402(14) -0.0017(12) -0.0037(11) 0.0033(12) C32A 0.077(2) 0.136(4) 0.0431(17) -0.002(2) -0.0080(16) 0.032(2) C33A 0.098(3) 0.196(6) 0.054(2) -0.007(3) -0.026(2) 0.055(4) C34A 0.080(3) 0.144(4) 0.084(3) -0.021(3) -0.033(2) 0.051(3) C35A 0.064(2) 0.129(4) 0.084(3) -0.015(3) -0.0081(19) 0.041(2) C36A 0.0586(18) 0.089(2) 0.0553(18) -0.0064(17) -0.0006(14) 0.0239(17) C41A 0.0462(13) 0.0360(12) 0.0300(11) 0.0042(10) 0.0073(10) 0.0018(10) F42A 0.0559(9) 0.0414(8) 0.0463(8) -0.0104(6) -0.0027(7) 0.0070(7) C42A 0.0480(14) 0.0345(12) 0.0336(12) 0.0016(10) 0.0055(10) -0.0009(10) F43A 0.0541(9) 0.0412(8) 0.0602(9) -0.0022(7) 0.0052(7) 0.0106(7) C43A 0.0475(14) 0.0340(12) 0.0424(13) 0.0040(10) 0.0102(11) 0.0041(10) F44A 0.0519(9) 0.0674(11) 0.0558(10) 0.0056(8) -0.0042(7) 0.0147(8) C44A 0.0414(13) 0.0507(15) 0.0397(13) 0.0099(11) 0.0045(10) 0.0047(11) F45A 0.0624(10) 0.0749(11) 0.0389(8) -0.0089(8) -0.0061(7) 0.0069(8) C45A 0.0500(14) 0.0545(16) 0.0286(12) 0.0008(11) 0.0025(10) -0.0001(12) F46A 0.0650(10) 0.0515(9) 0.0377(8) -0.0116(7) 0.0025(7) 0.0099(7) C46A 0.0541(15) 0.0410(13) 0.0311(12) -0.0003(10) 0.0101(11) 0.0035(11) C51A 0.0481(14) 0.0396(13) 0.0362(12) -0.0011(10) 0.0062(10) 0.0036(11) F52A 0.0731(10) 0.0533(9) 0.0426(8) 0.0119(7) 0.0167(7) 0.0108(8) C52A 0.0510(15) 0.0450(14) 0.0393(13) 0.0005(11) 0.0090(11) 0.0011(12) F53A 0.0940(14) 0.0864(13) 0.0453(9) -0.0017(9) 0.0290(9) -0.0002(11) C53A 0.0608(17) 0.0628(18) 0.0410(15) -0.0057(13) 0.0160(13) -0.0031(14) F54A 0.1140(18) 0.1017(17) 0.0885(15) -0.0231(13) 0.0497(13) 0.0310(14) C54A 0.068(2) 0.068(2) 0.0617(19) -0.0162(16) 0.0242(16) 0.0120(16) F55A 0.0957(15) 0.0702(13) 0.1015(16) 0.0031(11) 0.0283(12) 0.0435(11) C55A 0.0645(19) 0.0538(17) 0.070(2) -0.0035(15) 0.0157(16) 0.0201(15) F56A 0.0761(11) 0.0602(10) 0.0541(10) 0.0147(8) 0.0107(8) 0.0268(9) C56A 0.0565(16) 0.0488(15) 0.0440(15) 0.0037(12) 0.0082(12) 0.0097(13) P1B 0.0501(4) 0.0378(3) 0.0335(3) -0.0007(3) 0.0097(3) -0.0056(3) B1B 0.0548(17) 0.0340(14) 0.0337(14) 0.0009(11) 0.0090(12) 0.0013(12) C1B 0.0501(14) 0.0337(12) 0.0357(12) -0.0016(10) 0.0081(10) -0.0035(10) C2B 0.0466(13) 0.0346(12) 0.0382(13) 0.0017(10) 0.0085(10) 0.0013(10) C3B 0.0505(14) 0.0356(13) 0.0372(13) -0.0014(10) 0.0070(11) 0.0003(11) C9B 0.0690(18) 0.0378(13) 0.0413(14) 0.0021(11) 0.0111(12) -0.0104(12) C11B 0.0593(15) 0.0371(13) 0.0303(12) 0.0010(10) 0.0101(11) -0.0054(11) C12B 0.0644(17) 0.0426(14) 0.0469(15) -0.0057(12) -0.0004(13) 0.0058(13) C13B 0.090(2) 0.0406(15) 0.0457(15) -0.0040(12) 0.0087(15) 0.0111(15) C14B 0.093(2) 0.0408(14) 0.0301(13) 0.0001(11) 0.0111(14) -0.0141(14) C15B 0.0641(18) 0.0668(19) 0.0422(15) -0.0083(14) 0.0107(13) -0.0219(15) C16B 0.0565(16) 0.0557(17) 0.0463(15) -0.0122(13) 0.0160(12) -0.0104(13) C17B 0.128(3) 0.0591(19) 0.0392(16) -0.0125(14) 0.0104(18) -0.023(2) C21B 0.0648(17) 0.0428(14) 0.0349(13) 0.0000(11) 0.0062(12) -0.0072(12) C22B 0.0632(18) 0.0595(18) 0.0480(16) 0.0074(14) 0.0044(13) -0.0039(14) C23B 0.077(2) 0.079(2) 0.065(2) 0.0166(18) -0.0051(17) 0.0059(19) C24B 0.104(3) 0.077(3) 0.081(3) 0.034(2) -0.020(2) -0.003(2) C25B 0.117(4) 0.078(3) 0.098(3) 0.050(2) -0.012(3) -0.030(2) C26B 0.079(2) 0.069(2) 0.073(2) 0.0289(18) -0.0017(18) -0.0229(18) C31B 0.0597(17) 0.0488(15) 0.0491(15) -0.0027(12) 0.0203(13) -0.0050(13) C32B 0.083(2) 0.097(3) 0.059(2) -0.0107(19) 0.0304(18) -0.003(2) C33B 0.103(3) 0.139(4) 0.081(3) -0.014(3) 0.053(3) 0.009(3) C34B 0.093(3) 0.130(4) 0.131(4) -0.003(3) 0.068(3) 0.019(3) C35B 0.063(2) 0.123(4) 0.111(4) 0.009(3) 0.025(2) 0.018(2) C36B 0.0602(19) 0.083(2) 0.069(2) 0.0016(18) 0.0200(16) 0.0058(17) C41B 0.0533(14) 0.0371(13) 0.0318(12) -0.0017(10) 0.0045(10) 0.0006(11) F42B 0.0774(11) 0.0407(8) 0.0547(9) 0.0120(7) 0.0202(8) 0.0088(7) C42B 0.0585(16) 0.0356(13) 0.0343(12) -0.0028(10) 0.0062(11) 0.0008(11) F43B 0.0718(11) 0.0471(9) 0.0723(11) 0.0045(8) 0.0018(9) 0.0172(8) C43B 0.0566(16) 0.0395(14) 0.0440(14) -0.0033(11) -0.0030(12) 0.0077(12) F44B 0.0557(10) 0.0782(12) 0.0702(11) -0.0089(9) 0.0133(8) 0.0173(9) C44B 0.0475(15) 0.0580(17) 0.0431(14) -0.0097(13) 0.0040(12) 0.0074(13) F45B 0.0661(11) 0.0883(13) 0.0557(10) 0.0157(9) 0.0257(8) 0.0092(9) C45B 0.0530(15) 0.0619(17) 0.0350(13) -0.0005(12) 0.0105(11) -0.0004(13) F46B 0.0694(10) 0.0546(9) 0.0470(9) 0.0175(7) 0.0182(7) 0.0113(8) C46B 0.0559(15) 0.0452(14) 0.0327(12) 0.0035(11) 0.0052(11) 0.0055(12) C51B 0.0520(15) 0.0381(13) 0.0408(14) 0.0014(11) 0.0047(11) -0.0005(11) F52B 0.0848(12) 0.0617(10) 0.0387(8) -0.0088(7) 0.0029(8) 0.0115(9) C52B 0.0616(17) 0.0451(15) 0.0427(14) -0.0011(12) 0.0037(12) 0.0012(13) F53B 0.1104(16) 0.0996(16) 0.0413(10) 0.0044(10) -0.0107(10) -0.0003(13) C53B 0.074(2) 0.0646(19) 0.0406(15) 0.0067(14) -0.0042(14) -0.0045(16) F54B 0.1065(17) 0.0960(16) 0.0915(16) 0.0324(13) -0.0304(13) 0.0193(13) C54B 0.071(2) 0.063(2) 0.065(2) 0.0209(17) -0.0149(16) 0.0019(16) F55B 0.0890(15) 0.0708(13) 0.1138(18) 0.0018(12) -0.0088(13) 0.0358(11) C55B 0.0594(18) 0.0489(17) 0.082(2) 0.0080(16) -0.0033(16) 0.0129(14) F56B 0.0751(12) 0.0640(11) 0.0628(11) -0.0122(9) 0.0086(9) 0.0224(9) C56B 0.0563(16) 0.0452(15) 0.0532(16) -0.0012(13) 0.0048(13) 0.0034(12) N4B 0.0763(17) 0.0454(13) 0.0455(13) -0.0055(10) 0.0067(11) -0.0184(12) C5B 0.134(3) 0.060(2) 0.0512(18) -0.0170(16) 0.006(2) -0.034(2) C6B 0.148(8) 0.131(7) 0.090(5) -0.031(5) -0.029(5) -0.048(6) C7B 0.260(14) 0.213(12) 0.243(14) -0.080(11) -0.086(11) 0.003(11) C8B 0.32(2) 0.41(2) 0.49(2) -0.082(18) 0.092(18) 0.004(17) C6D 0.182(15) 0.066(9) 0.083(10) -0.018(8) -0.057(10) 0.000(10) C7D 0.120(14) 0.133(14) 0.149(15) -0.031(12) 0.032(12) 0.029(12) C8D 0.071(9) 0.153(14) 0.164(15) -0.045(12) -0.013(9) -0.020(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 P1A C1A 1.770(3) . ? P1A C21A 1.800(3) . ? P1A C31A 1.803(3) . ? P1A C3A 1.830(2) . ? B1A C2A 1.638(4) . ? B1A C51A 1.651(4) . ? B1A C3A 1.653(4) . ? B1A C41A 1.653(4) . ? Cl1A C61A 1.742(4) . ? Cl2A C61A 1.745(4) . ? C61A H61A 0.9800 . ? C61A H61B 0.9800 . ? C1A C2A 1.358(3) . ? C1A C11A 1.492(3) . ? C2A C9A 1.501(4) . ? C3A N4A 1.273(3) . ? N4A C5A 1.463(4) . ? C5A C6C 1.558(13) . ? C5A C6A 1.588(9) . ? C5A H501 0.9800 . ? C5A H502 0.9800 . ? C5A H503 0.9800 . ? C5A H504 0.9800 . ? C6A C7A 1.599(13) . ? C6A H6A1 0.9800 . ? C6A H6A2 0.9800 . ? C7A C8A 1.623(16) . ? C7A H7A1 0.9800 . ? C7A H7A2 0.9800 . ? C8A H8A1 0.9700 . ? C8A H8A2 0.9700 . ? C8A H8A3 0.9700 . ? C6C C7C 1.493(14) . ? C6C H6C1 0.9800 . ? C6C H6C2 0.9800 . ? C7C C8C 1.563(16) . ? C7C H7C1 0.9800 . ? C7C H7C2 0.9800 . ? C8C H8C1 0.9700 . ? C8C H8C2 0.9700 . ? C8C H8C3 0.9700 . ? C9A H9A1 0.9700 . ? C9A H9A2 0.9700 . ? C9A H9A3 0.9700 . ? C11A C16A 1.391(4) . ? C11A C12A 1.393(4) . ? C12A C13A 1.386(4) . ? C12A H12A 0.9400 . ? C13A C14A 1.375(5) . ? C13A H13A 0.9400 . ? C14A C15A 1.381(4) . ? C14A C17A 1.516(4) . ? C15A C16A 1.390(4) . ? C15A H15A 0.9400 . ? C16A H16A 0.9400 . ? C17A H17A 0.9700 . ? C17A H17B 0.9700 . ? C17A H17C 0.9700 . ? C21A C22A 1.380(4) . ? C21A C26A 1.382(4) . ? C22A C23A 1.390(4) . ? C22A H22A 0.9400 . ? C23A C24A 1.356(5) . ? C23A H23A 0.9400 . ? C24A C25A 1.368(5) . ? C24A H24A 0.9400 . ? C25A C26A 1.388(5) . ? C25A H25A 0.9400 . ? C26A H26A 0.9400 . ? C31A C32A 1.376(4) . ? C31A C36A 1.381(4) . ? C32A C33A 1.379(5) . ? C32A H32A 0.9400 . ? C33A C34A 1.367(7) . ? C33A H33A 0.9400 . ? C34A C35A 1.359(6) . ? C34A H34A 0.9400 . ? C35A C36A 1.387(5) . ? C35A H35A 0.9400 . ? C36A H36A 0.9400 . ? C41A C46A 1.390(4) . ? C41A C42A 1.390(3) . ? F42A C42A 1.356(3) . ? C42A C43A 1.377(4) . ? F43A C43A 1.348(3) . ? C43A C44A 1.374(4) . ? F44A C44A 1.343(3) . ? C44A C45A 1.374(4) . ? F45A C45A 1.347(3) . ? C45A C46A 1.377(4) . ? F46A C46A 1.353(3) . ? C51A C52A 1.389(4) . ? C51A C56A 1.394(4) . ? F52A C52A 1.351(3) . ? C52A C53A 1.387(4) . ? F53A C53A 1.342(3) . ? C53A C54A 1.367(5) . ? F54A C54A 1.348(3) . ? C54A C55A 1.360(5) . ? F55A C55A 1.346(4) . ? C55A C56A 1.382(4) . ? F56A C56A 1.350(3) . ? P1B C1B 1.775(2) . ? P1B C31B 1.796(3) . ? P1B C21B 1.797(3) . ? P1B C3B 1.830(3) . ? B1B C2B 1.632(4) . ? B1B C3B 1.648(4) . ? B1B C41B 1.652(4) . ? B1B C51B 1.653(4) . ? C1B C2B 1.353(3) . ? C1B C11B 1.491(3) . ? C2B C9B 1.507(3) . ? C3B N4B 1.273(3) . ? C9B H9B1 0.9700 . ? C9B H9B2 0.9700 . ? C9B H9B3 0.9700 . ? C11B C16B 1.382(4) . ? C11B C12B 1.389(4) . ? C12B C13B 1.388(4) . ? C12B H12B 0.9400 . ? C13B C14B 1.382(5) . ? C13B H13B 0.9400 . ? C14B C15B 1.372(5) . ? C14B C17B 1.508(4) . ? C15B C16B 1.392(4) . ? C15B H15B 0.9400 . ? C16B H16B 0.9400 . ? C17B H17D 0.9700 . ? C17B H17E 0.9700 . ? C17B H17F 0.9700 . ? C21B C22B 1.379(4) . ? C21B C26B 1.397(4) . ? C22B C23B 1.380(5) . ? C22B H22B 0.9400 . ? C23B C24B 1.360(6) . ? C23B H23B 0.9400 . ? C24B C25B 1.391(6) . ? C24B H24B 0.9400 . ? C25B C26B 1.385(5) . ? C25B H25B 0.9400 . ? C26B H26B 0.9400 . ? C31B C36B 1.385(5) . ? C31B C32B 1.388(4) . ? C32B C33B 1.388(6) . ? C32B H32B 0.9400 . ? C33B C34B 1.371(7) . ? C33B H33B 0.9400 . ? C34B C35B 1.379(7) . ? C34B H34B 0.9400 . ? C35B C36B 1.386(5) . ? C35B H35B 0.9400 . ? C36B H36B 0.9400 . ? C41B C46B 1.386(4) . ? C41B C42B 1.388(4) . ? F42B C42B 1.351(3) . ? C42B C43B 1.379(4) . ? F43B C43B 1.350(3) . ? C43B C44B 1.364(4) . ? F44B C44B 1.345(3) . ? C44B C45B 1.374(4) . ? F45B C45B 1.348(3) . ? C45B C46B 1.377(4) . ? F46B C46B 1.360(3) . ? C51B C52B 1.390(4) . ? C51B C56B 1.399(4) . ? F52B C52B 1.349(3) . ? C52B C53B 1.380(4) . ? F53B C53B 1.349(4) . ? C53B C54B 1.375(5) . ? F54B C54B 1.345(4) . ? C54B C55B 1.362(5) . ? F55B C55B 1.352(4) . ? C55B C56B 1.373(4) . ? F56B C56B 1.357(3) . ? N4B C5B 1.464(4) . ? C5B C6D 1.504(13) . ? C5B C6B 1.525(9) . ? C5B H511 0.9800 . ? C5B H512 0.9800 . ? C5B H513 0.9800 . ? C5B H514 0.9800 . ? C6B C7B 1.528(11) . ? C6B H6B1 0.9800 . ? C6B H6B2 0.9800 . ? C7B C8B 1.516(15) . ? C7B H7B1 0.9800 . ? C7B H7B2 0.9800 . ? C8B H8B1 0.9700 . ? C8B H8B2 0.9700 . ? C8B H8B3 0.9700 . ? C6D C7D 1.472(15) . ? C6D H6D1 0.9800 . ? C6D H6D2 0.9800 . ? C7D C8D 1.498(15) . ? C7D H7D1 0.9800 . ? C7D H7D2 0.9800 . ? C8D H8D1 0.9700 . ? C8D H8D2 0.9700 . ? C8D H8D3 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A P1A C21A 114.36(12) . . ? C1A P1A C31A 113.88(12) . . ? C21A P1A C31A 105.05(12) . . ? C1A P1A C3A 98.23(11) . . ? C21A P1A C3A 114.44(12) . . ? C31A P1A C3A 111.15(12) . . ? C2A B1A C51A 110.2(2) . . ? C2A B1A C3A 103.02(19) . . ? C51A B1A C3A 110.0(2) . . ? C2A B1A C41A 106.1(2) . . ? C51A B1A C41A 112.80(19) . . ? C3A B1A C41A 114.1(2) . . ? Cl1A C61A Cl2A 112.5(2) . . ? Cl1A C61A H61A 109.1 . . ? Cl2A C61A H61A 109.1 . . ? Cl1A C61A H61B 109.1 . . ? Cl2A C61A H61B 109.1 . . ? H61A C61A H61B 107.8 . . ? C2A C1A C11A 125.7(2) . . ? C2A C1A P1A 110.96(18) . . ? C11A C1A P1A 123.22(18) . . ? C1A C2A C9A 120.3(2) . . ? C1A C2A B1A 119.8(2) . . ? C9A C2A B1A 119.9(2) . . ? N4A C3A B1A 139.3(2) . . ? N4A C3A P1A 112.81(19) . . ? B1A C3A P1A 107.81(16) . . ? C3A N4A C5A 118.4(3) . . ? N4A C5A C6C 105.7(6) . . ? N4A C5A C6A 109.5(4) . . ? C6C C5A C6A 33.7(7) . . ? N4A C5A H501 109.8 . . ? C6C C5A H501 80.5 . . ? C6A C5A H501 109.8 . . ? N4A C5A H502 109.8 . . ? C6C C5A H502 137.3 . . ? C6A C5A H502 109.8 . . ? H501 C5A H502 108.2 . . ? N4A C5A H503 110.6 . . ? C6C C5A H503 110.6 . . ? C6A C5A H503 133.0 . . ? H501 C5A H503 32.2 . . ? H502 C5A H503 78.2 . . ? N4A C5A H504 110.6 . . ? C6C C5A H504 110.6 . . ? C6A C5A H504 78.4 . . ? H501 C5A H504 132.8 . . ? H502 C5A H504 33.8 . . ? H503 C5A H504 108.7 . . ? C5A C6A C7A 112.9(10) . . ? C5A C6A H6A1 109.0 . . ? C7A C6A H6A1 109.0 . . ? C5A C6A H6A2 109.0 . . ? C7A C6A H6A2 109.0 . . ? H6A1 C6A H6A2 107.8 . . ? C6A C7A C8A 123.0(18) . . ? C6A C7A H7A1 106.6 . . ? C8A C7A H7A1 106.6 . . ? C6A C7A H7A2 106.6 . . ? C8A C7A H7A2 106.6 . . ? H7A1 C7A H7A2 106.5 . . ? C7A C8A H8A1 109.5 . . ? C7A C8A H8A2 109.5 . . ? H8A1 C8A H8A2 109.5 . . ? C7A C8A H8A3 109.5 . . ? H8A1 C8A H8A3 109.5 . . ? H8A2 C8A H8A3 109.5 . . ? C7C C6C C5A 126.6(13) . . ? C7C C6C H6C1 105.7 . . ? C5A C6C H6C1 105.7 . . ? C7C C6C H6C2 105.7 . . ? C5A C6C H6C2 105.7 . . ? H6C1 C6C H6C2 106.1 . . ? C6C C7C C8C 122(2) . . ? C6C C7C H7C1 106.9 . . ? C8C C7C H7C1 106.9 . . ? C6C C7C H7C2 106.9 . . ? C8C C7C H7C2 106.9 . . ? H7C1 C7C H7C2 106.7 . . ? C7C C8C H8C1 109.5 . . ? C7C C8C H8C2 109.5 . . ? H8C1 C8C H8C2 109.5 . . ? C7C C8C H8C3 109.5 . . ? H8C1 C8C H8C3 109.5 . . ? H8C2 C8C H8C3 109.5 . . ? C2A C9A H9A1 109.5 . . ? C2A C9A H9A2 109.5 . . ? H9A1 C9A H9A2 109.5 . . ? C2A C9A H9A3 109.5 . . ? H9A1 C9A H9A3 109.5 . . ? H9A2 C9A H9A3 109.5 . . ? C16A C11A C12A 118.0(2) . . ? C16A C11A C1A 121.0(2) . . ? C12A C11A C1A 121.0(2) . . ? C13A C12A C11A 120.6(3) . . ? C13A C12A H12A 119.7 . . ? C11A C12A H12A 119.7 . . ? C14A C13A C12A 121.5(3) . . ? C14A C13A H13A 119.2 . . ? C12A C13A H13A 119.2 . . ? C13A C14A C15A 118.1(3) . . ? C13A C14A C17A 120.7(3) . . ? C15A C14A C17A 121.2(3) . . ? C14A C15A C16A 121.3(3) . . ? C14A C15A H15A 119.3 . . ? C16A C15A H15A 119.3 . . ? C15A C16A C11A 120.5(3) . . ? C15A C16A H16A 119.8 . . ? C11A C16A H16A 119.8 . . ? C14A C17A H17A 109.5 . . ? C14A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C14A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C22A C21A C26A 119.1(3) . . ? C22A C21A P1A 121.5(2) . . ? C26A C21A P1A 119.3(2) . . ? C21A C22A C23A 120.2(3) . . ? C21A C22A H22A 119.9 . . ? C23A C22A H22A 119.9 . . ? C24A C23A C22A 120.5(3) . . ? C24A C23A H23A 119.8 . . ? C22A C23A H23A 119.8 . . ? C23A C24A C25A 119.8(3) . . ? C23A C24A H24A 120.1 . . ? C25A C24A H24A 120.1 . . ? C24A C25A C26A 120.8(3) . . ? C24A C25A H25A 119.6 . . ? C26A C25A H25A 119.6 . . ? C21A C26A C25A 119.7(3) . . ? C21A C26A H26A 120.1 . . ? C25A C26A H26A 120.1 . . ? C32A C31A C36A 118.9(3) . . ? C32A C31A P1A 121.0(2) . . ? C36A C31A P1A 120.1(2) . . ? C31A C32A C33A 120.0(4) . . ? C31A C32A H32A 120.0 . . ? C33A C32A H32A 120.0 . . ? C34A C33A C32A 120.7(4) . . ? C34A C33A H33A 119.6 . . ? C32A C33A H33A 119.6 . . ? C35A C34A C33A 119.9(4) . . ? C35A C34A H34A 120.0 . . ? C33A C34A H34A 120.0 . . ? C34A C35A C36A 119.9(4) . . ? C34A C35A H35A 120.0 . . ? C36A C35A H35A 120.0 . . ? C31A C36A C35A 120.5(3) . . ? C31A C36A H36A 119.7 . . ? C35A C36A H36A 119.7 . . ? C46A C41A C42A 113.2(2) . . ? C46A C41A B1A 122.9(2) . . ? C42A C41A B1A 123.7(2) . . ? F42A C42A C43A 115.6(2) . . ? F42A C42A C41A 120.2(2) . . ? C43A C42A C41A 124.1(2) . . ? F43A C43A C44A 119.1(2) . . ? F43A C43A C42A 121.1(2) . . ? C44A C43A C42A 119.7(2) . . ? F44A C44A C45A 120.5(2) . . ? F44A C44A C43A 120.6(2) . . ? C45A C44A C43A 118.9(2) . . ? F45A C45A C44A 119.5(2) . . ? F45A C45A C46A 121.1(2) . . ? C44A C45A C46A 119.5(2) . . ? F46A C46A C45A 115.7(2) . . ? F46A C46A C41A 119.8(2) . . ? C45A C46A C41A 124.4(2) . . ? C52A C51A C56A 112.6(2) . . ? C52A C51A B1A 125.7(2) . . ? C56A C51A B1A 121.6(2) . . ? F52A C52A C53A 115.0(2) . . ? F52A C52A C51A 120.5(2) . . ? C53A C52A C51A 124.6(3) . . ? F53A C53A C54A 120.2(3) . . ? F53A C53A C52A 120.4(3) . . ? C54A C53A C52A 119.3(3) . . ? F54A C54A C55A 120.6(3) . . ? F54A C54A C53A 120.1(3) . . ? C55A C54A C53A 119.3(3) . . ? F55A C55A C54A 120.2(3) . . ? F55A C55A C56A 120.1(3) . . ? C54A C55A C56A 119.7(3) . . ? F56A C56A C55A 115.5(2) . . ? F56A C56A C51A 120.2(2) . . ? C55A C56A C51A 124.4(3) . . ? C1B P1B C31B 112.87(13) . . ? C1B P1B C21B 112.67(13) . . ? C31B P1B C21B 107.50(14) . . ? C1B P1B C3B 97.65(11) . . ? C31B P1B C3B 113.54(13) . . ? C21B P1B C3B 112.56(12) . . ? C2B B1B C3B 102.71(19) . . ? C2B B1B C41B 105.8(2) . . ? C3B B1B C41B 114.5(2) . . ? C2B B1B C51B 110.2(2) . . ? C3B B1B C51B 109.4(2) . . ? C41B B1B C51B 113.5(2) . . ? C2B C1B C11B 126.0(2) . . ? C2B C1B P1B 110.95(19) . . ? C11B C1B P1B 122.76(18) . . ? C1B C2B C9B 119.3(2) . . ? C1B C2B B1B 120.1(2) . . ? C9B C2B B1B 120.6(2) . . ? N4B C3B B1B 138.5(2) . . ? N4B C3B P1B 113.31(19) . . ? B1B C3B P1B 108.19(17) . . ? C2B C9B H9B1 109.5 . . ? C2B C9B H9B2 109.5 . . ? H9B1 C9B H9B2 109.5 . . ? C2B C9B H9B3 109.5 . . ? H9B1 C9B H9B3 109.5 . . ? H9B2 C9B H9B3 109.5 . . ? C16B C11B C12B 117.7(2) . . ? C16B C11B C1B 122.1(2) . . ? C12B C11B C1B 120.1(2) . . ? C13B C12B C11B 120.9(3) . . ? C13B C12B H12B 119.5 . . ? C11B C12B H12B 119.5 . . ? C14B C13B C12B 121.2(3) . . ? C14B C13B H13B 119.4 . . ? C12B C13B H13B 119.4 . . ? C15B C14B C13B 117.7(3) . . ? C15B C14B C17B 121.5(3) . . ? C13B C14B C17B 120.8(3) . . ? C14B C15B C16B 121.6(3) . . ? C14B C15B H15B 119.2 . . ? C16B C15B H15B 119.2 . . ? C11B C16B C15B 120.7(3) . . ? C11B C16B H16B 119.6 . . ? C15B C16B H16B 119.6 . . ? C14B C17B H17D 109.5 . . ? C14B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C14B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C22B C21B C26B 119.5(3) . . ? C22B C21B P1B 120.1(2) . . ? C26B C21B P1B 120.3(2) . . ? C21B C22B C23B 120.7(3) . . ? C21B C22B H22B 119.7 . . ? C23B C22B H22B 119.7 . . ? C24B C23B C22B 120.3(4) . . ? C24B C23B H23B 119.8 . . ? C22B C23B H23B 119.8 . . ? C23B C24B C25B 119.9(3) . . ? C23B C24B H24B 120.0 . . ? C25B C24B H24B 120.0 . . ? C26B C25B C24B 120.4(4) . . ? C26B C25B H25B 119.8 . . ? C24B C25B H25B 119.8 . . ? C25B C26B C21B 119.2(4) . . ? C25B C26B H26B 120.4 . . ? C21B C26B H26B 120.4 . . ? C36B C31B C32B 119.8(3) . . ? C36B C31B P1B 120.5(2) . . ? C32B C31B P1B 119.5(3) . . ? C31B C32B C33B 119.8(4) . . ? C31B C32B H32B 120.1 . . ? C33B C32B H32B 120.1 . . ? C34B C33B C32B 119.6(4) . . ? C34B C33B H33B 120.2 . . ? C32B C33B H33B 120.2 . . ? C33B C34B C35B 121.5(4) . . ? C33B C34B H34B 119.3 . . ? C35B C34B H34B 119.3 . . ? C34B C35B C36B 118.9(4) . . ? C34B C35B H35B 120.5 . . ? C36B C35B H35B 120.5 . . ? C31B C36B C35B 120.4(4) . . ? C31B C36B H36B 119.8 . . ? C35B C36B H36B 119.8 . . ? C46B C41B C42B 113.1(2) . . ? C46B C41B B1B 122.9(2) . . ? C42B C41B B1B 123.8(2) . . ? F42B C42B C43B 115.7(2) . . ? F42B C42B C41B 120.1(2) . . ? C43B C42B C41B 124.2(2) . . ? F43B C43B C44B 119.7(3) . . ? F43B C43B C42B 120.6(3) . . ? C44B C43B C42B 119.7(2) . . ? F44B C44B C43B 120.9(3) . . ? F44B C44B C45B 120.0(3) . . ? C43B C44B C45B 119.1(3) . . ? F45B C45B C44B 119.3(3) . . ? F45B C45B C46B 121.4(3) . . ? C44B C45B C46B 119.3(3) . . ? F46B C46B C45B 115.5(2) . . ? F46B C46B C41B 120.0(2) . . ? C45B C46B C41B 124.5(2) . . ? C52B C51B C56B 112.5(2) . . ? C52B C51B B1B 126.1(2) . . ? C56B C51B B1B 121.4(2) . . ? F52B C52B C53B 115.3(3) . . ? F52B C52B C51B 120.4(2) . . ? C53B C52B C51B 124.3(3) . . ? F53B C53B C54B 119.6(3) . . ? F53B C53B C52B 120.5(3) . . ? C54B C53B C52B 119.9(3) . . ? F54B C54B C55B 121.0(3) . . ? F54B C54B C53B 120.3(3) . . ? C55B C54B C53B 118.7(3) . . ? F55B C55B C54B 119.9(3) . . ? F55B C55B C56B 120.2(3) . . ? C54B C55B C56B 119.9(3) . . ? F56B C56B C55B 116.0(3) . . ? F56B C56B C51B 119.4(2) . . ? C55B C56B C51B 124.7(3) . . ? C3B N4B C5B 117.9(3) . . ? N4B C5B C6D 111.1(7) . . ? N4B C5B C6B 111.0(5) . . ? C6D C5B C6B 40.2(6) . . ? N4B C5B H511 109.4 . . ? C6D C5B H511 72.1 . . ? C6B C5B H511 109.4 . . ? N4B C5B H512 109.4 . . ? C6D C5B H512 136.6 . . ? C6B C5B H512 109.4 . . ? H511 C5B H512 108.0 . . ? N4B C5B H513 109.4 . . ? C6D C5B H513 109.4 . . ? C6B C5B H513 136.7 . . ? H511 C5B H513 40.6 . . ? H512 C5B H513 70.1 . . ? N4B C5B H514 109.4 . . ? C6D C5B H514 109.4 . . ? C6B C5B H514 72.1 . . ? H511 C5B H514 137.1 . . ? H512 C5B H514 40.6 . . ? H513 C5B H514 108.0 . . ? C5B C6B C7B 117.1(9) . . ? C5B C6B H6B1 108.0 . . ? C7B C6B H6B1 108.0 . . ? C5B C6B H6B2 108.0 . . ? C7B C6B H6B2 108.0 . . ? H6B1 C6B H6B2 107.3 . . ? C8B C7B C6B 127.2(16) . . ? C8B C7B H7B1 105.5 . . ? C6B C7B H7B1 105.5 . . ? C8B C7B H7B2 105.5 . . ? C6B C7B H7B2 105.5 . . ? H7B1 C7B H7B2 106.1 . . ? C7B C8B H8B1 109.5 . . ? C7B C8B H8B2 109.5 . . ? H8B1 C8B H8B2 109.5 . . ? C7B C8B H8B3 109.5 . . ? H8B1 C8B H8B3 109.5 . . ? H8B2 C8B H8B3 109.5 . . ? C7D C6D C5B 106.1(12) . . ? C7D C6D H6D1 110.5 . . ? C5B C6D H6D1 110.5 . . ? C7D C6D H6D2 110.5 . . ? C5B C6D H6D2 110.5 . . ? H6D1 C6D H6D2 108.7 . . ? C6D C7D C8D 104.1(14) . . ? C6D C7D H7D1 110.9 . . ? C8D C7D H7D1 110.9 . . ? C6D C7D H7D2 110.9 . . ? C8D C7D H7D2 110.9 . . ? H7D1 C7D H7D2 109.0 . . ? C7D C8D H8D1 109.5 . . ? C7D C8D H8D2 109.5 . . ? H8D1 C8D H8D2 109.5 . . ? C7D C8D H8D3 109.5 . . ? H8D1 C8D H8D3 109.5 . . ? H8D2 C8D H8D3 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C21A P1A C1A C2A 122.73(19) . . . . ? C31A P1A C1A C2A -116.45(19) . . . . ? C3A P1A C1A C2A 1.1(2) . . . . ? C21A P1A C1A C11A -61.4(2) . . . . ? C31A P1A C1A C11A 59.5(2) . . . . ? C3A P1A C1A C11A 177.0(2) . . . . ? C11A C1A C2A C9A -0.5(4) . . . . ? P1A C1A C2A C9A 175.3(2) . . . . ? C11A C1A C2A B1A -179.8(2) . . . . ? P1A C1A C2A B1A -4.0(3) . . . . ? C51A B1A C2A C1A 122.4(2) . . . . ? C3A B1A C2A C1A 5.1(3) . . . . ? C41A B1A C2A C1A -115.1(2) . . . . ? C51A B1A C2A C9A -56.9(3) . . . . ? C3A B1A C2A C9A -174.2(2) . . . . ? C41A B1A C2A C9A 65.6(3) . . . . ? C2A B1A C3A N4A 172.9(3) . . . . ? C51A B1A C3A N4A 55.4(4) . . . . ? C41A B1A C3A N4A -72.5(4) . . . . ? C2A B1A C3A P1A -3.7(2) . . . . ? C51A B1A C3A P1A -121.20(18) . . . . ? C41A B1A C3A P1A 110.88(19) . . . . ? C1A P1A C3A N4A -175.8(2) . . . . ? C21A P1A C3A N4A 62.7(2) . . . . ? C31A P1A C3A N4A -56.1(2) . . . . ? C1A P1A C3A B1A 1.85(18) . . . . ? C21A P1A C3A B1A -119.72(17) . . . . ? C31A P1A C3A B1A 121.49(17) . . . . ? B1A C3A N4A C5A 5.3(5) . . . . ? P1A C3A N4A C5A -178.2(2) . . . . ? C3A N4A C5A C6C -144.9(10) . . . . ? C3A N4A C5A C6A -109.6(6) . . . . ? N4A C5A C6A C7A 176.5(10) . . . . ? C6C C5A C6A C7A -94.2(17) . . . . ? C5A C6A C7A C8A -152.8(18) . . . . ? N4A C5A C6C C7C 173(2) . . . . ? C6A C5A C6C C7C 71.1(19) . . . . ? C5A C6C C7C C8C -27(5) . . . . ? C2A C1A C11A C16A -66.5(3) . . . . ? P1A C1A C11A C16A 118.2(2) . . . . ? C2A C1A C11A C12A 111.6(3) . . . . ? P1A C1A C11A C12A -63.7(3) . . . . ? C16A C11A C12A C13A 1.1(4) . . . . ? C1A C11A C12A C13A -177.1(2) . . . . ? C11A C12A C13A C14A -0.7(4) . . . . ? C12A C13A C14A C15A 0.1(4) . . . . ? C12A C13A C14A C17A -179.7(3) . . . . ? C13A C14A C15A C16A 0.2(4) . . . . ? C17A C14A C15A C16A -180.0(3) . . . . ? C14A C15A C16A C11A 0.2(4) . . . . ? C12A C11A C16A C15A -0.8(4) . . . . ? C1A C11A C16A C15A 177.4(2) . . . . ? C1A P1A C21A C22A 22.1(3) . . . . ? C31A P1A C21A C22A -103.5(3) . . . . ? C3A P1A C21A C22A 134.3(2) . . . . ? C1A P1A C21A C26A -161.5(3) . . . . ? C31A P1A C21A C26A 72.9(3) . . . . ? C3A P1A C21A C26A -49.3(3) . . . . ? C26A C21A C22A C23A -2.0(5) . . . . ? P1A C21A C22A C23A 174.4(3) . . . . ? C21A C22A C23A C24A 1.3(5) . . . . ? C22A C23A C24A C25A 0.2(6) . . . . ? C23A C24A C25A C26A -0.9(7) . . . . ? C22A C21A C26A C25A 1.3(6) . . . . ? P1A C21A C26A C25A -175.1(3) . . . . ? C24A C25A C26A C21A 0.1(7) . . . . ? C1A P1A C31A C32A -94.3(3) . . . . ? C21A P1A C31A C32A 31.5(3) . . . . ? C3A P1A C31A C32A 155.8(3) . . . . ? C1A P1A C31A C36A 83.6(3) . . . . ? C21A P1A C31A C36A -150.5(3) . . . . ? C3A P1A C31A C36A -26.2(3) . . . . ? C36A C31A C32A C33A -1.1(7) . . . . ? P1A C31A C32A C33A 176.9(4) . . . . ? C31A C32A C33A C34A 1.2(9) . . . . ? C32A C33A C34A C35A -0.9(10) . . . . ? C33A C34A C35A C36A 0.6(9) . . . . ? C32A C31A C36A C35A 0.8(6) . . . . ? P1A C31A C36A C35A -177.2(3) . . . . ? C34A C35A C36A C31A -0.5(7) . . . . ? C2A B1A C41A C46A -80.4(3) . . . . ? C51A B1A C41A C46A 40.4(3) . . . . ? C3A B1A C41A C46A 166.9(2) . . . . ? C2A B1A C41A C42A 94.9(3) . . . . ? C51A B1A C41A C42A -144.3(2) . . . . ? C3A B1A C41A C42A -17.9(3) . . . . ? C46A C41A C42A F42A 177.0(2) . . . . ? B1A C41A C42A F42A 1.3(4) . . . . ? C46A C41A C42A C43A -2.4(4) . . . . ? B1A C41A C42A C43A -178.1(2) . . . . ? F42A C42A C43A F43A 1.6(3) . . . . ? C41A C42A C43A F43A -179.0(2) . . . . ? F42A C42A C43A C44A -178.3(2) . . . . ? C41A C42A C43A C44A 1.2(4) . . . . ? F43A C43A C44A F44A -0.3(4) . . . . ? C42A C43A C44A F44A 179.5(2) . . . . ? F43A C43A C44A C45A -179.4(2) . . . . ? C42A C43A C44A C45A 0.5(4) . . . . ? F44A C44A C45A F45A 0.2(4) . . . . ? C43A C44A C45A F45A 179.2(2) . . . . ? F44A C44A C45A C46A -179.8(2) . . . . ? C43A C44A C45A C46A -0.7(4) . . . . ? F45A C45A C46A F46A -0.3(4) . . . . ? C44A C45A C46A F46A 179.6(2) . . . . ? F45A C45A C46A C41A 179.4(2) . . . . ? C44A C45A C46A C41A -0.7(4) . . . . ? C42A C41A C46A F46A -178.1(2) . . . . ? B1A C41A C46A F46A -2.5(4) . . . . ? C42A C41A C46A C45A 2.2(4) . . . . ? B1A C41A C46A C45A 177.9(2) . . . . ? C2A B1A C51A C52A 146.1(3) . . . . ? C3A B1A C51A C52A -100.9(3) . . . . ? C41A B1A C51A C52A 27.7(4) . . . . ? C2A B1A C51A C56A -30.5(3) . . . . ? C3A B1A C51A C56A 82.4(3) . . . . ? C41A B1A C51A C56A -148.9(2) . . . . ? C56A C51A C52A F52A -178.5(2) . . . . ? B1A C51A C52A F52A 4.5(4) . . . . ? C56A C51A C52A C53A 2.2(4) . . . . ? B1A C51A C52A C53A -174.7(3) . . . . ? F52A C52A C53A F53A -0.3(4) . . . . ? C51A C52A C53A F53A 179.0(3) . . . . ? F52A C52A C53A C54A -178.9(3) . . . . ? C51A C52A C53A C54A 0.4(5) . . . . ? F53A C53A C54A F54A 0.0(5) . . . . ? C52A C53A C54A F54A 178.7(3) . . . . ? F53A C53A C54A C55A 179.6(3) . . . . ? C52A C53A C54A C55A -1.8(5) . . . . ? F54A C54A C55A F55A 0.4(5) . . . . ? C53A C54A C55A F55A -179.1(3) . . . . ? F54A C54A C55A C56A 180.0(3) . . . . ? C53A C54A C55A C56A 0.4(5) . . . . ? F55A C55A C56A F56A 1.1(5) . . . . ? C54A C55A C56A F56A -178.4(3) . . . . ? F55A C55A C56A C51A -178.0(3) . . . . ? C54A C55A C56A C51A 2.5(5) . . . . ? C52A C51A C56A F56A 177.3(3) . . . . ? B1A C51A C56A F56A -5.6(4) . . . . ? C52A C51A C56A C55A -3.6(4) . . . . ? B1A C51A C56A C55A 173.5(3) . . . . ? C31B P1B C1B C2B -119.0(2) . . . . ? C21B P1B C1B C2B 119.1(2) . . . . ? C3B P1B C1B C2B 0.7(2) . . . . ? C31B P1B C1B C11B 54.8(3) . . . . ? C21B P1B C1B C11B -67.2(2) . . . . ? C3B P1B C1B C11B 174.4(2) . . . . ? C11B C1B C2B C9B 1.1(4) . . . . ? P1B C1B C2B C9B 174.6(2) . . . . ? C11B C1B C2B B1B -178.4(2) . . . . ? P1B C1B C2B B1B -4.9(3) . . . . ? C3B B1B C2B C1B 7.0(3) . . . . ? C41B B1B C2B C1B -113.4(3) . . . . ? C51B B1B C2B C1B 123.5(3) . . . . ? C3B B1B C2B C9B -172.5(2) . . . . ? C41B B1B C2B C9B 67.1(3) . . . . ? C51B B1B C2B C9B -56.0(3) . . . . ? C2B B1B C3B N4B 172.7(3) . . . . ? C41B B1B C3B N4B -73.1(4) . . . . ? C51B B1B C3B N4B 55.6(4) . . . . ? C2B B1B C3B P1B -5.6(2) . . . . ? C41B B1B C3B P1B 108.6(2) . . . . ? C51B B1B C3B P1B -122.68(19) . . . . ? C1B P1B C3B N4B -175.4(2) . . . . ? C31B P1B C3B N4B -56.3(2) . . . . ? C21B P1B C3B N4B 66.1(2) . . . . ? C1B P1B C3B B1B 3.36(19) . . . . ? C31B P1B C3B B1B 122.45(18) . . . . ? C21B P1B C3B B1B -115.13(18) . . . . ? C2B C1B C11B C16B -75.0(4) . . . . ? P1B C1B C11B C16B 112.2(3) . . . . ? C2B C1B C11B C12B 100.4(3) . . . . ? P1B C1B C11B C12B -72.3(3) . . . . ? C16B C11B C12B C13B 0.5(4) . . . . ? C1B C11B C12B C13B -175.2(3) . . . . ? C11B C12B C13B C14B -0.5(5) . . . . ? C12B C13B C14B C15B 0.2(4) . . . . ? C12B C13B C14B C17B -179.1(3) . . . . ? C13B C14B C15B C16B 0.2(4) . . . . ? C17B C14B C15B C16B 179.4(3) . . . . ? C12B C11B C16B C15B -0.2(4) . . . . ? C1B C11B C16B C15B 175.4(3) . . . . ? C14B C15B C16B C11B -0.2(4) . . . . ? C1B P1B C21B C22B -21.6(3) . . . . ? C31B P1B C21B C22B -146.6(2) . . . . ? C3B P1B C21B C22B 87.7(3) . . . . ? C1B P1B C21B C26B 162.0(3) . . . . ? C31B P1B C21B C26B 37.1(3) . . . . ? C3B P1B C21B C26B -88.7(3) . . . . ? C26B C21B C22B C23B -0.4(5) . . . . ? P1B C21B C22B C23B -176.8(3) . . . . ? C21B C22B C23B C24B -0.1(6) . . . . ? C22B C23B C24B C25B -0.3(7) . . . . ? C23B C24B C25B C26B 1.1(8) . . . . ? C24B C25B C26B C21B -1.5(7) . . . . ? C22B C21B C26B C25B 1.2(6) . . . . ? P1B C21B C26B C25B 177.6(3) . . . . ? C1B P1B C31B C36B 94.5(3) . . . . ? C21B P1B C31B C36B -140.7(3) . . . . ? C3B P1B C31B C36B -15.5(3) . . . . ? C1B P1B C31B C32B -80.3(3) . . . . ? C21B P1B C31B C32B 44.5(3) . . . . ? C3B P1B C31B C32B 169.7(3) . . . . ? C36B C31B C32B C33B 0.2(6) . . . . ? P1B C31B C32B C33B 175.1(4) . . . . ? C31B C32B C33B C34B 0.2(8) . . . . ? C32B C33B C34B C35B -0.1(9) . . . . ? C33B C34B C35B C36B -0.5(8) . . . . ? C32B C31B C36B C35B -0.9(6) . . . . ? P1B C31B C36B C35B -175.7(3) . . . . ? C34B C35B C36B C31B 1.0(7) . . . . ? C2B B1B C41B C46B -78.1(3) . . . . ? C3B B1B C41B C46B 169.6(2) . . . . ? C51B B1B C41B C46B 43.0(3) . . . . ? C2B B1B C41B C42B 95.9(3) . . . . ? C3B B1B C41B C42B -16.4(4) . . . . ? C51B B1B C41B C42B -143.1(2) . . . . ? C46B C41B C42B F42B 177.3(2) . . . . ? B1B C41B C42B F42B 2.8(4) . . . . ? C46B C41B C42B C43B -1.4(4) . . . . ? B1B C41B C42B C43B -175.9(2) . . . . ? F42B C42B C43B F43B 0.0(4) . . . . ? C41B C42B C43B F43B 178.8(2) . . . . ? F42B C42B C43B C44B -178.8(2) . . . . ? C41B C42B C43B C44B -0.1(4) . . . . ? F43B C43B C44B F44B 1.1(4) . . . . ? C42B C43B C44B F44B 180.0(2) . . . . ? F43B C43B C44B C45B -177.3(2) . . . . ? C42B C43B C44B C45B 1.6(4) . . . . ? F44B C44B C45B F45B 0.2(4) . . . . ? C43B C44B C45B F45B 178.6(3) . . . . ? F44B C44B C45B C46B -179.9(2) . . . . ? C43B C44B C45B C46B -1.5(4) . . . . ? F45B C45B C46B F46B -0.4(4) . . . . ? C44B C45B C46B F46B 179.7(2) . . . . ? F45B C45B C46B C41B 179.8(2) . . . . ? C44B C45B C46B C41B -0.1(4) . . . . ? C42B C41B C46B F46B -178.3(2) . . . . ? B1B C41B C46B F46B -3.7(4) . . . . ? C42B C41B C46B C45B 1.5(4) . . . . ? B1B C41B C46B C45B 176.1(3) . . . . ? C2B B1B C51B C52B 143.5(3) . . . . ? C3B B1B C51B C52B -104.3(3) . . . . ? C41B B1B C51B C52B 25.0(4) . . . . ? C2B B1B C51B C56B -35.3(3) . . . . ? C3B B1B C51B C56B 76.9(3) . . . . ? C41B B1B C51B C56B -153.8(2) . . . . ? C56B C51B C52B F52B -177.4(3) . . . . ? B1B C51B C52B F52B 3.7(4) . . . . ? C56B C51B C52B C53B 2.8(4) . . . . ? B1B C51B C52B C53B -176.1(3) . . . . ? F52B C52B C53B F53B -1.7(4) . . . . ? C51B C52B C53B F53B 178.1(3) . . . . ? F52B C52B C53B C54B 179.4(3) . . . . ? C51B C52B C53B C54B -0.7(5) . . . . ? F53B C53B C54B F54B -0.4(5) . . . . ? C52B C53B C54B F54B 178.4(3) . . . . ? F53B C53B C54B C55B -179.8(3) . . . . ? C52B C53B C54B C55B -0.9(5) . . . . ? F54B C54B C55B F55B 0.4(5) . . . . ? C53B C54B C55B F55B 179.8(3) . . . . ? F54B C54B C55B C56B -179.2(3) . . . . ? C53B C54B C55B C56B 0.2(5) . . . . ? F55B C55B C56B F56B 1.8(5) . . . . ? C54B C55B C56B F56B -178.6(3) . . . . ? F55B C55B C56B C51B -177.3(3) . . . . ? C54B C55B C56B C51B 2.3(5) . . . . ? C52B C51B C56B F56B 177.3(3) . . . . ? B1B C51B C56B F56B -3.8(4) . . . . ? C52B C51B C56B C55B -3.6(4) . . . . ? B1B C51B C56B C55B 175.4(3) . . . . ? B1B C3B N4B C5B 5.7(5) . . . . ? P1B C3B N4B C5B -176.1(3) . . . . ? C3B N4B C5B C6D -156.7(7) . . . . ? C3B N4B C5B C6B -113.5(5) . . . . ? N4B C5B C6B C7B -178.9(9) . . . . ? C6D C5B C6B C7B -80.7(15) . . . . ? C5B C6B C7B C8B -147(2) . . . . ? N4B C5B C6D C7D 75.5(15) . . . . ? C6B C5B C6D C7D -22.6(12) . . . . ? C5B C6D C7D C8D 170.4(15) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.599 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.053 #============================================================================= # end of cif data for "erk6623" (compound 7b) #============================================================================= #============================================================================= # end of cif file #=============================================================================