# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_publication_text _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- 2a-3a.cif' _publ_section_title_ ; Carbonylation of styrenes catalyzed by bioxazoline Pd(II) complexes: mechanism of enantioselectivity ; _publ_contact_author_name 'Carla Carfagna' _publ_contact_author_address ;Institute of Chemical Sciences, University of Urbino, P.za Rinascimento 6, I-61029 Urbino, Italy ; _publ_contact_author_email schim@uniurb.it _publ_contact_author_phone +39-0722-303312 _publ_contact_author_fax +39-0722-303311 loop_ _publ_author_name _publ_author_address C.Carfagna ;Instituto di Scienze Chimiche, Universita di Urbino, P.za Rinascimento 6, I-61029 Urbino, Italy ; G.Gatti ;Instituto di Scienze Chimiche, Universita di Urbino, P.za Rinascimento 6, I-61029 Urbino, Italy ; L.Mosca ;Instituto di Scienze Chimiche, Universita di Urbino, P.za Rinascimento 6, I-61029 Urbino, Italy ; P.Natanti ;Instituto di Scienze Chimiche, Universita di Urbino, P.za Rinascimento 6, I-61029 Urbino, Italy ; P.Paoli ;Departimento di Energetica "S. Stecco", Universita di Firenze, Via S. Marta, 3 I-50139 Florence Italy ; P.Rossi ;Departimento di Energetica "S. Stecco", Universita di Firenze, Via S. Marta, 3 I-50139 Florence Italy ; ; B.Gabriele ; ;Dipartimento di Scienze Farmaceutiche, Universita della Calabria, I-87036 Arcavacata di Rende, Cosenza Italy ; G.Salerno ;Dipartimento di Chimica, Universita della Calabria, I-87036 Arcavacata di Rende, Cosenza Italy ; data_2a _database_code_depnum_ccdc_archive 'CCDC 735169' #TrackingRef '- 2a-3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H45 B F24 N2 O3 Pd' _chemical_formula_weight 1355.14 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 10.231(1) _cell_length_b 11.168(1) _cell_length_c 13.729(1) _cell_angle_alpha 72.340(2) _cell_angle_beta 75.249(2) _cell_angle_gamma 80.614(2) _cell_volume 1439.2(2) _cell_formula_units_Z 1 _cell_measurement_temperature 200 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 3.712 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.190 _exptl_absorpt_correction_T_max 0.328 _exptl_absorpt_process_details 'SADABS, SHELDRICK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Siemens Cu rotating anode' _diffrn_radiation_monochromator 'Gobel mirrors' _diffrn_measurement_device_type 'Siemens/SMART CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5458 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 56.94 _reflns_number_total 4376 _reflns_number_gt 4354 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SAINT' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SIR97 (Altomare,1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PARST97 (Nardelli, 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^)+(0.1754P)^2^+1.8046P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.050(11) _refine_ls_number_reflns 4376 _refine_ls_number_parameters 500 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0734 _refine_ls_wR_factor_ref 0.1912 _refine_ls_wR_factor_gt 0.1911 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.033 _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 Pd1 Pd 0.5667 0.4394 0.9577 0.0324(3) Uani 1 1 d . . . N1 N 0.6568(13) 0.3468(12) 1.0805(10) 0.042(3) Uani 1 1 d . . . N2 N 0.4668(12) 0.2641(10) 1.0217(10) 0.040(3) Uani 1 1 d . . . C1 C 0.6222(14) 0.2366(12) 1.1320(11) 0.033(3) Uiso 1 1 d . . . C2 C 0.5134(12) 0.1896(11) 1.0954(10) 0.034(3) Uiso 1 1 d . . . O1 O 0.6740(12) 0.1671(8) 1.2106(8) 0.049(2) Uani 1 1 d . . . O2 O 0.4817(10) 0.0751(8) 1.1381(7) 0.046(2) Uani 1 1 d . . . C3 C 0.3728(15) 0.1953(12) 0.9980(11) 0.048(3) Uiso 1 1 d . . . H3 H 0.2808 0.2375 1.0108 0.058 Uiso 1 1 calc R . . C4 C 0.3790(15) 0.0666(12) 1.0797(11) 0.051(3) Uiso 1 1 d . . . H4A H 0.2911 0.0517 1.1266 0.061 Uiso 1 1 calc R . . H4B H 0.4077 -0.0011 1.0460 0.061 Uiso 1 1 calc R . . C5 C 0.7724(14) 0.2431(11) 1.2155(11) 0.044(3) Uiso 1 1 d . . . H5A H 0.8639 0.2053 1.1956 0.052 Uiso 1 1 calc R . . H5B H 0.7587 0.2513 1.2859 0.052 Uiso 1 1 calc R . . C6 C 0.7491(13) 0.3742(11) 1.1372(10) 0.039(3) Uiso 1 1 d . . . H6 H 0.8351 0.3983 1.0886 0.046 Uiso 1 1 calc R . . C7 C 0.4148(14) 0.1900(12) 0.8830(11) 0.049(3) Uiso 1 1 d . . . H7 H 0.4126 0.2769 0.8381 0.058 Uiso 1 1 calc R . . C8 C 0.316(2) 0.1225(17) 0.8581(16) 0.078(5) Uiso 1 1 d . . . H8A H 0.2264 0.1381 0.8981 0.118 Uiso 1 1 calc R . . H8B H 0.3426 0.0334 0.8755 0.118 Uiso 1 1 calc R . . H8C H 0.3160 0.1531 0.7847 0.118 Uiso 1 1 calc R . . C9 C 0.5632(17) 0.1263(15) 0.8576(14) 0.065(4) Uiso 1 1 d . . . H9A H 0.5707 0.0444 0.9062 0.097 Uiso 1 1 calc R . . H9B H 0.6259 0.1778 0.8634 0.097 Uiso 1 1 calc R . . H9C H 0.5839 0.1179 0.7876 0.097 Uiso 1 1 calc R . . C10 C 0.6853(14) 0.4785(12) 1.1894(11) 0.047(3) Uiso 1 1 d . . . H10 H 0.6625 0.5528 1.1344 0.057 Uiso 1 1 calc R . . C11 C 0.5515(18) 0.4444(15) 1.2715(14) 0.064(4) Uiso 1 1 d . . . H11A H 0.5716 0.3781 1.3307 0.096 Uiso 1 1 calc R . . H11B H 0.4919 0.4167 1.2406 0.096 Uiso 1 1 calc R . . H11C H 0.5083 0.5175 1.2940 0.096 Uiso 1 1 calc R . . C12 C 0.7831(19) 0.5155(16) 1.2383(15) 0.072(4) Uiso 1 1 d . . . H12A H 0.8683 0.5289 1.1889 0.107 Uiso 1 1 calc R . . H12B H 0.7970 0.4493 1.2995 0.107 Uiso 1 1 calc R . . H12C H 0.7465 0.5919 1.2578 0.107 Uiso 1 1 calc R . . O3 O 0.4624(10) 0.5322(9) 0.8410(8) 0.040(2) Uani 1 1 d . . . C13 C 0.5152(16) 0.6214(14) 0.7796(13) 0.047(4) Uiso 1 1 d . . . C14 C 0.446(2) 0.6955(19) 0.6954(18) 0.073(5) Uiso 1 1 d . . . H14A H 0.3646 0.6581 0.7021 0.109 Uiso 1 1 calc R . . H14B H 0.5048 0.6963 0.6286 0.109 Uiso 1 1 calc R . . H14C H 0.4223 0.7805 0.7007 0.109 Uiso 1 1 calc R . . C15 C 0.6527(15) 0.6509(13) 0.7830(12) 0.052(3) Uiso 1 1 d . . . H15 H 0.7209 0.6069 0.7381 0.062 Uiso 1 1 calc R . . C16 C 0.676(2) 0.7884(18) 0.7428(18) 0.077(5) Uiso 1 1 d . . . H16A H 0.6153 0.8337 0.7883 0.115 Uiso 1 1 calc R . . H16B H 0.6590 0.8212 0.6734 0.115 Uiso 1 1 calc R . . H16C H 0.7680 0.7981 0.7410 0.115 Uiso 1 1 calc R . . C17 C 0.6746(14) 0.5934(12) 0.8960(11) 0.032(3) Uiso 1 1 d . . . H17 H 0.6338 0.6548 0.9358 0.039 Uiso 1 1 calc R . . C18 C 0.8207(13) 0.5659(11) 0.9005(10) 0.044(3) Uiso 1 1 d . . . C19 C 0.9018(16) 0.4756(14) 0.8574(12) 0.058(3) Uiso 1 1 d . . . H19 H 0.8653 0.4325 0.8238 0.069 Uiso 1 1 calc R . . C20 C 1.035(2) 0.4483(19) 0.8632(17) 0.083(5) Uiso 1 1 d . . . H20 H 1.0892 0.3845 0.8373 0.100 Uiso 1 1 calc R . . C21 C 1.089(2) 0.522(2) 0.9110(18) 0.091(6) Uiso 1 1 d . . . H21 H 1.1792 0.5046 0.9173 0.110 Uiso 1 1 calc R . . C22 C 1.017(2) 0.6103(18) 0.9444(17) 0.085(5) Uiso 1 1 d . . . H22 H 1.0561 0.6589 0.9716 0.103 Uiso 1 1 calc R . . C23 C 0.8777(17) 0.6371(14) 0.9416(13) 0.061(4) Uiso 1 1 d . . . H23 H 0.8256 0.7020 0.9671 0.073 Uiso 1 1 calc R . . B1 B 0.9287(14) 0.8309(12) 1.3851(10) 0.034(3) Uani 1 1 d . . . C24 C 1.0041(11) 0.9282(10) 1.4179(9) 0.031(2) Uiso 1 1 d . . . C25 C 1.0527(11) 1.0403(9) 1.3448(9) 0.029(2) Uiso 1 1 d . . . H25 H 1.0535 1.0536 1.2744 0.034 Uiso 1 1 calc R . . C26 C 1.0991(12) 1.1308(10) 1.3745(9) 0.035(2) Uiso 1 1 d . . . C27 C 1.1003(12) 1.1134(11) 1.4791(10) 0.037(3) Uiso 1 1 d . . . H27 H 1.1301 1.1744 1.4997 0.045 Uiso 1 1 calc R . . C28 C 1.0568(12) 1.0051(10) 1.5508(9) 0.035(2) Uiso 1 1 d . . . C29 C 1.0079(12) 0.9167(10) 1.5218(9) 0.034(2) Uiso 1 1 d . . . H29 H 0.9758 0.8457 1.5735 0.041 Uiso 1 1 calc R . . C30 C 1.1489(14) 1.2478(12) 1.2962(11) 0.044(3) Uiso 1 1 d . . . F1 F 1.1101(14) 1.3507(8) 1.3282(9) 0.097(4) Uani 1 1 d . . . F2 F 1.1113(15) 1.2732(11) 1.2065(10) 0.105(4) Uani 1 1 d . . . F3 F 1.2834(12) 1.2420(12) 1.2668(11) 0.111(4) Uani 1 1 d . . . C31 C 1.0530(16) 0.9893(13) 1.6627(13) 0.056(4) Uiso 1 1 d . . . F4 F 1.0918(14) 1.0831(11) 1.6831(8) 0.090(4) Uani 1 1 d . . . F5 F 1.131(3) 0.8930(15) 1.7015(13) 0.166(9) Uani 1 1 d . . . F6 F 0.9346(15) 0.9668(19) 1.7250(9) 0.144(7) Uani 1 1 d . . . C32 C 0.7661(11) 0.8807(10) 1.4003(9) 0.031(2) Uiso 1 1 d . . . C33 C 0.6818(12) 0.8353(10) 1.3578(10) 0.034(2) Uiso 1 1 d . . . H33 H 0.7201 0.7778 1.3193 0.041 Uiso 1 1 calc R . . C34 C 0.5420(12) 0.8714(10) 1.3697(9) 0.034(2) Uiso 1 1 d . . . C35 C 0.4807(13) 0.9572(11) 1.4266(10) 0.037(3) Uiso 1 1 d . . . H35 H 0.3880 0.9812 1.4356 0.044 Uiso 1 1 calc R . . C36 C 0.5620(11) 1.0061(9) 1.4698(9) 0.030(2) Uiso 1 1 d . . . C37 C 0.6997(12) 0.9687(10) 1.4570(9) 0.032(2) Uiso 1 1 d . . . H37 H 0.7511 1.0029 1.4870 0.039 Uiso 1 1 calc R . . C38 C 0.4559(13) 0.8087(11) 1.3290(10) 0.041(3) Uiso 1 1 d . . . F7 F 0.4310(10) 0.6950(8) 1.3892(8) 0.069(2) Uani 1 1 d . . . F8 F 0.5210(8) 0.7958(8) 1.2321(6) 0.057(2) Uani 1 1 d . . . F9 F 0.3388(8) 0.8749(8) 1.3165(7) 0.059(2) Uani 1 1 d . . . C39 C 0.4992(14) 1.0970(12) 1.5297(11) 0.042(3) Uiso 1 1 d . . . F10 F 0.443(3) 1.0481(12) 1.6235(12) 0.215(13) Uani 1 1 d . . . F11 F 0.5802(13) 1.1704(16) 1.5363(17) 0.162(9) Uani 1 1 d . . . F12 F 0.3979(14) 1.1710(12) 1.4979(13) 0.125(6) Uani 1 1 d . . . C40 C 0.9887(12) 0.8395(10) 1.2602(10) 0.032(2) Uiso 1 1 d . . . C41 C 0.9341(12) 0.9221(10) 1.1822(9) 0.035(2) Uiso 1 1 d . . . H41 H 0.8565 0.9735 1.2012 0.042 Uiso 1 1 calc R . . C42 C 0.9864(13) 0.9353(11) 1.0749(10) 0.043(3) Uiso 1 1 d . . . C43 C 1.1013(14) 0.8599(11) 1.0437(11) 0.041(3) Uiso 1 1 d . . . H43 H 1.1377 0.8662 0.9732 0.050 Uiso 1 1 calc R . . C44 C 1.1609(12) 0.7740(10) 1.1217(10) 0.036(2) Uiso 1 1 d . . . C45 C 1.1103(12) 0.7655(11) 1.2243(10) 0.033(3) Uiso 1 1 d . . . H45 H 1.1555 0.7099 1.2734 0.039 Uiso 1 1 calc R . . C46 C 1.2866(13) 0.6955(11) 1.0882(10) 0.041(3) Uiso 1 1 d . . . F13 F 1.3175(14) 0.7057(18) 0.9858(11) 0.147(8) Uani 1 1 d . . . F14 F 1.3830(15) 0.695(2) 1.1226(19) 0.228(14) Uani 1 1 d . . . F15 F 1.2642(14) 0.5770(12) 1.1107(17) 0.152(7) Uani 1 1 d . . . C47 C 0.9156(18) 1.0254(14) 0.9986(13) 0.060(4) Uiso 1 1 d . . . F16 F 0.9731(15) 1.0342(14) 0.9007(8) 0.117(5) Uani 1 1 d . . . F17 F 0.917(2) 1.1469(12) 1.0062(11) 0.139(7) Uani 1 1 d . . . F18 F 0.7891(14) 1.021(2) 1.0183(12) 0.182(10) Uani 1 1 d . . . C48 C 0.9508(12) 0.6865(10) 1.4596(10) 0.037(3) Uiso 1 1 d . . . C49 C 1.0732(12) 0.6323(11) 1.4883(9) 0.037(3) Uiso 1 1 d . . . H49 H 1.1445 0.6830 1.4662 0.044 Uiso 1 1 calc R . . C50 C 1.0969(12) 0.5100(10) 1.5465(10) 0.035(3) Uiso 1 1 d . . . C51 C 0.9889(14) 0.4312(12) 1.5765(11) 0.045(3) Uiso 1 1 d . . . H51 H 1.0025 0.3471 1.6135 0.055 Uiso 1 1 calc R . . C52 C 0.8668(14) 0.4770(11) 1.5520(10) 0.045(3) Uiso 1 1 d . . . C53 C 0.8452(12) 0.6039(10) 1.4952(9) 0.035(2) Uiso 1 1 d . . . H53 H 0.7602 0.6347 1.4804 0.042 Uiso 1 1 calc R . . C54 C 1.2320(16) 0.4591(14) 1.5702(13) 0.058(4) Uiso 1 1 d . . . F19 F 1.2785(11) 0.5381(10) 1.6070(10) 0.089(3) Uani 1 1 d . . . F20 F 1.2306(10) 0.3474(8) 1.6375(8) 0.082(3) Uani 1 1 d . . . F21 F 1.3255(9) 0.4521(10) 1.4834(8) 0.080(3) Uani 1 1 d . . . C55 C 0.7587(19) 0.3966(16) 1.5871(15) 0.071(4) Uiso 1 1 d . . . F22 F 0.679(2) 0.401(2) 1.6773(15) 0.197(12) Uani 1 1 d . . . F23 F 0.7870(14) 0.2873(13) 1.581(3) 0.231(14) Uani 1 1 d . . . F24 F 0.664(2) 0.4312(18) 1.5326(19) 0.192(11) 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 Pd1 0.0274(4) 0.0403(4) 0.0266(4) -0.0083(3) -0.0016(2) -0.0040(3) N1 0.036(7) 0.047(6) 0.041(8) -0.023(6) 0.005(5) 0.000(5) N2 0.038(6) 0.036(5) 0.038(7) -0.003(5) 0.001(4) -0.011(4) O1 0.068(7) 0.038(4) 0.040(6) 0.001(4) -0.026(4) -0.004(4) O2 0.057(6) 0.048(5) 0.033(6) -0.007(4) -0.006(4) -0.019(4) O3 0.036(6) 0.050(5) 0.036(6) -0.004(5) -0.016(4) -0.008(4) B1 0.037(8) 0.038(6) 0.024(8) -0.009(6) -0.002(5) -0.003(5) F1 0.146(11) 0.057(5) 0.079(7) -0.031(5) 0.016(7) -0.025(6) F2 0.159(12) 0.083(6) 0.075(8) 0.008(6) -0.036(7) -0.058(7) F3 0.064(7) 0.105(8) 0.134(11) -0.014(7) 0.029(6) -0.039(6) F4 0.131(10) 0.110(8) 0.051(6) -0.029(6) -0.011(6) -0.070(7) F5 0.29(3) 0.141(12) 0.088(11) -0.040(10) -0.121(14) 0.063(14) F6 0.139(12) 0.278(19) 0.046(6) -0.062(9) 0.021(6) -0.141(13) F7 0.070(6) 0.056(4) 0.084(7) -0.009(5) -0.020(5) -0.027(4) F8 0.057(5) 0.074(5) 0.057(5) -0.036(4) -0.021(4) -0.004(4) F9 0.032(4) 0.075(5) 0.078(6) -0.032(5) -0.015(4) 0.001(4) F10 0.39(3) 0.076(7) 0.099(11) -0.053(8) 0.102(14) -0.004(12) F11 0.069(8) 0.197(15) 0.30(2) -0.221(18) -0.014(10) 0.006(8) F12 0.109(10) 0.115(9) 0.204(15) -0.119(11) -0.077(10) 0.059(8) F13 0.094(10) 0.248(18) 0.111(11) -0.120(13) -0.031(8) 0.103(12) F14 0.093(11) 0.37(3) 0.38(3) -0.35(3) -0.147(15) 0.159(15) F15 0.084(9) 0.087(8) 0.26(2) -0.084(11) 0.034(11) 0.018(7) F16 0.118(11) 0.170(12) 0.039(6) -0.037(7) -0.008(6) 0.053(9) F17 0.219(19) 0.090(8) 0.074(9) -0.009(7) -0.033(9) 0.058(10) F18 0.053(8) 0.33(2) 0.082(10) 0.053(12) -0.026(6) 0.031(11) F19 0.083(8) 0.094(7) 0.111(9) -0.048(7) -0.056(6) 0.027(6) F20 0.055(6) 0.066(5) 0.085(7) 0.020(5) -0.008(5) 0.018(4) F21 0.046(6) 0.102(7) 0.072(7) -0.024(5) 0.009(4) 0.010(5) F22 0.192(18) 0.28(2) 0.148(15) -0.119(16) 0.097(14) -0.192(19) F23 0.066(9) 0.083(8) 0.55(4) -0.143(16) 0.000(15) -0.032(7) F24 0.163(17) 0.163(14) 0.24(2) 0.065(15) -0.112(17) -0.117(14) _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 Pd1 C17 2.038(14) . ? Pd1 N1 2.045(14) . ? Pd1 O3 2.069(9) . ? Pd1 N2 2.191(12) . ? N1 C1 1.275(19) . ? N1 C6 1.485(17) . ? N2 C2 1.244(17) . ? N2 C3 1.474(18) . ? C1 O1 1.303(17) . ? C1 C2 1.550(17) . ? C2 O2 1.292(15) . ? O1 C5 1.444(17) . ? O2 C4 1.505(16) . ? C3 C4 1.54(2) . ? C3 C7 1.543(19) . ? C5 C6 1.555(17) . ? C6 C10 1.522(17) . ? C7 C8 1.51(2) . ? C7 C9 1.57(2) . ? C10 C12 1.51(2) . ? C10 C11 1.55(2) . ? O3 C13 1.196(19) . ? C13 C14 1.47(3) . ? C13 C15 1.51(2) . ? C15 C16 1.50(2) . ? C15 C17 1.55(2) . ? C17 C18 1.49(2) . ? C18 C23 1.372(19) . ? C18 C19 1.376(19) . ? C19 C20 1.37(3) . ? C20 C21 1.44(3) . ? C21 C22 1.26(3) . ? C22 C23 1.42(3) . ? B1 C48 1.642(17) . ? B1 C32 1.647(17) . ? B1 C40 1.647(17) . ? B1 C24 1.651(16) . ? C24 C29 1.403(17) . ? C24 C25 1.417(16) . ? C25 C26 1.386(15) . ? C26 C27 1.392(17) . ? C26 C30 1.486(18) . ? C27 C28 1.364(18) . ? C28 C29 1.373(16) . ? C28 C31 1.48(2) . ? C30 F2 1.318(17) . ? C30 F1 1.319(15) . ? C30 F3 1.328(18) . ? C31 F5 1.29(2) . ? C31 F6 1.30(2) . ? C31 F4 1.306(17) . ? C32 C33 1.385(16) . ? C32 C37 1.417(15) . ? C33 C34 1.403(17) . ? C34 C35 1.389(16) . ? C34 C38 1.506(16) . ? C35 C36 1.392(16) . ? C36 C37 1.384(17) . ? C36 C39 1.465(17) . ? C38 F7 1.312(16) . ? C38 F9 1.323(15) . ? C38 F8 1.366(16) . ? C39 F10 1.26(2) . ? C39 F11 1.293(18) . ? C39 F12 1.296(16) . ? C40 C41 1.359(18) . ? C40 C45 1.440(17) . ? C41 C42 1.404(19) . ? C42 C43 1.383(19) . ? C42 C47 1.46(2) . ? C43 C44 1.399(18) . ? C44 C45 1.351(18) . ? C44 C46 1.487(17) . ? C46 F14 1.194(16) . ? C46 F15 1.309(18) . ? C46 F13 1.333(18) . ? C47 F18 1.26(2) . ? C47 F16 1.30(2) . ? C47 F17 1.39(2) . ? C48 C49 1.396(17) . ? C48 C53 1.428(18) . ? C49 C50 1.375(17) . ? C50 C51 1.425(18) . ? C50 C54 1.48(2) . ? C51 C52 1.355(19) . ? C52 C53 1.408(18) . ? C52 C55 1.43(2) . ? C54 F20 1.307(18) . ? C54 F19 1.338(17) . ? C54 F21 1.339(18) . ? C55 F23 1.23(2) . ? C55 F22 1.31(2) . ? C55 F24 1.31(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 C17 Pd1 N1 99.6(5) . . ? C17 Pd1 O3 82.8(5) . . ? N1 Pd1 O3 175.9(6) . . ? C17 Pd1 N2 175.2(5) . . ? N1 Pd1 N2 78.0(5) . . ? O3 Pd1 N2 99.8(4) . . ? C1 N1 C6 105.1(12) . . ? C1 N1 Pd1 116.8(10) . . ? C6 N1 Pd1 137.9(10) . . ? C2 N2 C3 106.4(11) . . ? C2 N2 Pd1 112.4(9) . . ? C3 N2 Pd1 140.6(9) . . ? N1 C1 O1 122.7(12) . . ? N1 C1 C2 115.7(12) . . ? O1 C1 C2 121.6(11) . . ? N2 C2 O2 123.8(11) . . ? N2 C2 C1 116.9(11) . . ? O2 C2 C1 119.1(11) . . ? C1 O1 C5 103.6(10) . . ? C2 O2 C4 102.5(10) . . ? N2 C3 C4 102.7(11) . . ? N2 C3 C7 111.3(12) . . ? C4 C3 C7 114.8(11) . . ? O2 C4 C3 104.5(11) . . ? O1 C5 C6 105.8(10) . . ? N1 C6 C10 111.6(10) . . ? N1 C6 C5 101.5(10) . . ? C10 C6 C5 114.0(11) . . ? C8 C7 C3 111.2(13) . . ? C8 C7 C9 110.7(12) . . ? C3 C7 C9 111.3(11) . . ? C12 C10 C6 111.9(12) . . ? C12 C10 C11 110.2(13) . . ? C6 C10 C11 112.8(11) . . ? C13 O3 Pd1 113.4(10) . . ? O3 C13 C14 117.2(14) . . ? O3 C13 C15 121.4(13) . . ? C14 C13 C15 121.3(14) . . ? C16 C15 C13 114.7(13) . . ? C16 C15 C17 111.9(12) . . ? C13 C15 C17 108.6(13) . . ? C18 C17 C15 112.9(13) . . ? C18 C17 Pd1 114.1(9) . . ? C15 C17 Pd1 105.9(9) . . ? C23 C18 C19 119.4(13) . . ? C23 C18 C17 119.7(11) . . ? C19 C18 C17 120.8(11) . . ? C20 C19 C18 120.9(14) . . ? C19 C20 C21 117.5(17) . . ? C22 C21 C20 121(2) . . ? C21 C22 C23 122(2) . . ? C18 C23 C22 118.9(14) . . ? C48 B1 C32 110.6(9) . . ? C48 B1 C40 111.6(9) . . ? C32 B1 C40 107.6(9) . . ? C48 B1 C24 110.2(9) . . ? C32 B1 C24 107.4(8) . . ? C40 B1 C24 109.2(9) . . ? C29 C24 C25 114.5(9) . . ? C29 C24 B1 123.0(10) . . ? C25 C24 B1 122.0(9) . . ? C26 C25 C24 122.3(10) . . ? C25 C26 C27 120.3(10) . . ? C25 C26 C30 121.1(10) . . ? C27 C26 C30 118.6(10) . . ? C28 C27 C26 118.7(10) . . ? C27 C28 C29 121.0(11) . . ? C27 C28 C31 118.4(10) . . ? C29 C28 C31 120.3(11) . . ? C28 C29 C24 123.2(10) . . ? F2 C30 F1 105.4(12) . . ? F2 C30 F3 102.7(13) . . ? F1 C30 F3 106.2(12) . . ? F2 C30 C26 114.3(10) . . ? F1 C30 C26 114.2(11) . . ? F3 C30 C26 113.0(11) . . ? F5 C31 F6 102.7(19) . . ? F5 C31 F4 103.8(15) . . ? F6 C31 F4 106.2(13) . . ? F5 C31 C28 112.7(13) . . ? F6 C31 C28 114.3(13) . . ? F4 C31 C28 115.6(13) . . ? C33 C32 C37 114.4(10) . . ? C33 C32 B1 120.6(9) . . ? C37 C32 B1 125.0(9) . . ? C32 C33 C34 123.7(10) . . ? C35 C34 C33 120.1(10) . . ? C35 C34 C38 119.7(11) . . ? C33 C34 C38 120.0(10) . . ? C34 C35 C36 118.1(11) . . ? C37 C36 C35 120.5(10) . . ? C37 C36 C39 120.6(10) . . ? C35 C36 C39 118.9(11) . . ? C36 C37 C32 123.2(10) . . ? F7 C38 F9 108.4(11) . . ? F7 C38 F8 106.7(9) . . ? F9 C38 F8 105.5(10) . . ? F7 C38 C34 112.4(10) . . ? F9 C38 C34 113.2(9) . . ? F8 C38 C34 110.3(10) . . ? F10 C39 F11 104.0(17) . . ? F10 C39 F12 100.0(17) . . ? F11 C39 F12 105.6(13) . . ? F10 C39 C36 114.5(11) . . ? F11 C39 C36 115.6(12) . . ? F12 C39 C36 115.3(11) . . ? C41 C40 C45 114.4(11) . . ? C41 C40 B1 123.4(10) . . ? C45 C40 B1 122.1(10) . . ? C40 C41 C42 124.6(11) . . ? C43 C42 C41 119.3(12) . . ? C43 C42 C47 121.4(12) . . ? C41 C42 C47 119.3(12) . . ? C42 C43 C44 117.9(12) . . ? C45 C44 C43 121.6(11) . . ? C45 C44 C46 120.4(11) . . ? C43 C44 C46 117.9(11) . . ? C44 C45 C40 122.2(11) . . ? F14 C46 F15 105.6(17) . . ? F14 C46 F13 113.3(16) . . ? F15 C46 F13 91.6(14) . . ? F14 C46 C44 117.9(10) . . ? F15 C46 C44 111.3(11) . . ? F13 C46 C44 113.6(11) . . ? F18 C47 F16 113.1(16) . . ? F18 C47 F17 98.6(17) . . ? F16 C47 F17 103.0(15) . . ? F18 C47 C42 115.5(14) . . ? F16 C47 C42 115.3(14) . . ? F17 C47 C42 109.1(13) . . ? C49 C48 C53 114.8(10) . . ? C49 C48 B1 123.9(10) . . ? C53 C48 B1 121.2(10) . . ? C50 C49 C48 125.4(11) . . ? C49 C50 C51 117.0(11) . . ? C49 C50 C54 121.7(12) . . ? C51 C50 C54 121.1(11) . . ? C52 C51 C50 121.1(12) . . ? C51 C52 C53 120.1(12) . . ? C51 C52 C55 119.7(13) . . ? C53 C52 C55 120.2(13) . . ? C52 C53 C48 121.5(11) . . ? F20 C54 F19 109.1(13) . . ? F20 C54 F21 108.4(12) . . ? F19 C54 F21 104.1(13) . . ? F20 C54 C50 112.9(13) . . ? F19 C54 C50 110.4(11) . . ? F21 C54 C50 111.6(13) . . ? F23 C55 F22 111(2) . . ? F23 C55 F24 98.8(19) . . ? F22 C55 F24 96(2) . . ? F23 C55 C52 117.6(16) . . ? F22 C55 C52 114.9(14) . . ? F24 C55 C52 115.0(16) . . ? _diffrn_measured_fraction_theta_max 0.855 _diffrn_reflns_theta_full 56.94 _diffrn_measured_fraction_theta_full 0.855 _refine_diff_density_max 1.059 _refine_diff_density_min -2.219 _refine_diff_density_rms 0.141 #=== END data_3a _database_code_depnum_ccdc_archive 'CCDC 735170' #TrackingRef '- 2a-3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H45 B F24 N2 O3 Pd' _chemical_formula_weight 1355.14 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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd 0.1215 3.9337 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 10.193(1) _cell_length_b 11.051(1) _cell_length_c 13.743(1) _cell_angle_alpha 72.314(3) _cell_angle_beta 78.093(3) _cell_angle_gamma 81.707(3) _cell_volume 1437.6(2) _cell_formula_units_Z 1 _cell_measurement_temperature 200 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 3.716 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.226 _exptl_absorpt_correction_T_max 0.328 _exptl_absorpt_process_details 'SADABS, SHELDRICK' _exptl_special_details ; ? ; _diffrn_ambient_temperature 200 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Siemens Cu rotating anode' _diffrn_radiation_monochromator 'Gobel mirrors' _diffrn_measurement_device_type 'Siemens/SMART CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6533 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.43 _diffrn_reflns_theta_max 57.24 _reflns_number_total 4821 _reflns_number_gt 4571 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SAINT' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SIR97 (Altomare,1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'PARST97 (Nardelli, 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^)+(0.1894P)^2^+0.5234P] 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 ? _chemical_absolute_configuration ad _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.059(13) _refine_ls_number_reflns 4821 _refine_ls_number_parameters 512 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_gt 0.0829 _refine_ls_wR_factor_ref 0.2172 _refine_ls_wR_factor_gt 0.2122 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.001 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 Pd1 Pd -0.18912(3) -0.70946(3) -0.26824(3) 0.0427(3) Uani 1 1 d . . . N1 N -0.0993(12) -0.8067(12) -0.1420(11) 0.045(3) Uani 1 1 d . . . N2 N -0.2848(15) -0.8867(13) -0.2105(13) 0.056(4) Uani 1 1 d . . . C1 C -0.1320(16) -0.9107(16) -0.0984(13) 0.048(4) Uiso 1 1 d . . . C2 C -0.2343(16) -0.9640(16) -0.1346(14) 0.048(4) Uiso 1 1 d . . . O1 O -0.0695(12) -0.9874(10) -0.0186(9) 0.057(3) Uani 1 1 d . . . O2 O -0.2712(10) -1.0796(10) -0.0936(8) 0.059(3) Uani 1 1 d . . . C3 C -0.3767(15) -0.9627(16) -0.2360(13) 0.061(4) Uiso 1 1 d . . . H3 H -0.4687 -0.9224 -0.2257 0.074 Uiso 1 1 calc R . . C4 C -0.3695(16) -1.0875(16) -0.1565(13) 0.062(4) Uiso 1 1 d . . . H4A H -0.4570 -1.1037 -0.1135 0.074 Uiso 1 1 calc R . . H4B H -0.3399 -1.1556 -0.1891 0.074 Uiso 1 1 calc R . . C5 C 0.0288(16) -0.9128(16) -0.0128(14) 0.065(4) Uiso 1 1 d . . . H5A H 0.1185 -0.9513 -0.0317 0.078 Uiso 1 1 calc R . . H5B H 0.0190 -0.9059 0.0571 0.078 Uiso 1 1 calc R . . C6 C 0.0060(15) -0.7803(15) -0.0893(13) 0.057(3) Uiso 1 1 d . . . H6 H 0.0885 -0.7570 -0.1391 0.068 Uiso 1 1 calc R . . C7 C -0.3370(15) -0.9634(16) -0.3494(13) 0.062(4) Uiso 1 1 d . . . H7 H -0.3422 -0.8749 -0.3929 0.075 Uiso 1 1 calc R . . C8 C -0.4403(18) -1.0343(19) -0.3747(16) 0.078(5) Uiso 1 1 d . . . H8A H -0.4391 -1.1205 -0.3310 0.118 Uiso 1 1 calc R . . H8B H -0.4170 -1.0343 -0.4460 0.118 Uiso 1 1 calc R . . H8C H -0.5286 -0.9919 -0.3628 0.118 Uiso 1 1 calc R . . C9 C -0.1907(18) -1.024(2) -0.3741(17) 0.083(5) Uiso 1 1 d . . . H9A H -0.1277 -0.9664 -0.3761 0.124 Uiso 1 1 calc R . . H9B H -0.1773 -1.0412 -0.4401 0.124 Uiso 1 1 calc R . . H9C H -0.1770 -1.1026 -0.3212 0.124 Uiso 1 1 calc R . . C10 C -0.0508(17) -0.6741(18) -0.0376(15) 0.070(4) Uiso 1 1 d . . . H10 H -0.0781 -0.5978 -0.0905 0.084 Uiso 1 1 calc R . . C11 C -0.175(2) -0.713(2) 0.049(2) 0.099(6) Uiso 1 1 d . . . H11A H -0.2452 -0.7311 0.0200 0.149 Uiso 1 1 calc R . . H11B H -0.2072 -0.6445 0.0798 0.149 Uiso 1 1 calc R . . H11C H -0.1493 -0.7877 0.1017 0.149 Uiso 1 1 calc R . . C12 C 0.064(2) -0.643(2) 0.008(2) 0.100(6) Uiso 1 1 d . . . H12A H 0.0980 -0.7199 0.0540 0.151 Uiso 1 1 calc R . . H12B H 0.0291 -0.5815 0.0449 0.151 Uiso 1 1 calc R . . H12C H 0.1348 -0.6098 -0.0478 0.151 Uiso 1 1 calc R . . O3' O -0.247(2) -0.635(2) -0.4023(19) 0.052(6) Uiso 0.50 1 d P . . O3'' O -0.312(2) -0.614(2) -0.3832(17) 0.039(5) Uiso 0.50 1 d P . . C13' C -0.215(4) -0.524(4) -0.455(3) 0.063(9) Uiso 0.50 1 d P . . C13'' C -0.282(3) -0.502(3) -0.434(2) 0.045(7) Uiso 0.50 1 d P . . C14' C -0.263(6) -0.468(6) -0.553(5) 0.116(17) Uiso 0.50 1 d P . . C14'' C -0.361(5) -0.423(6) -0.500(5) 0.101(15) Uiso 0.50 1 d P . . C15' C -0.138(4) -0.458(4) -0.404(3) 0.048(11) Uiso 0.50 1 d P . . C15'' C -0.152(3) -0.477(4) -0.428(3) 0.053(10) Uiso 0.50 1 d P . . C16' C -0.033(5) -0.375(5) -0.493(4) 0.093(11) Uiso 0.50 1 d P . . C16'' C -0.066(5) -0.506(6) -0.533(5) 0.114(15) Uiso 0.50 1 d P . . C17 C -0.0906(18) -0.5471(19) -0.3185(16) 0.058(4) Uiso 1 1 d . . . C18 C 0.0630(13) -0.5887(14) -0.3329(12) 0.053(3) Uiso 1 1 d . . . C19 C 0.1187(16) -0.6755(17) -0.3821(14) 0.067(4) Uiso 1 1 d . . . H19 H 0.0630 -0.7113 -0.4096 0.081 Uiso 1 1 calc R . . C20 C 0.259(2) -0.717(2) -0.395(2) 0.101(6) Uiso 1 1 d . . . H20 H 0.2956 -0.7816 -0.4252 0.121 Uiso 1 1 calc R . . C21 C 0.337(3) -0.651(3) -0.358(3) 0.133(9) Uiso 1 1 d . . . H21 H 0.4302 -0.6707 -0.3682 0.159 Uiso 1 1 calc R . . C22 C 0.289(3) -0.567(3) -0.313(2) 0.112(7) Uiso 1 1 d . . . H22 H 0.3455 -0.5307 -0.2867 0.135 Uiso 1 1 calc R . . C23 C 0.145(2) -0.527(2) -0.3005(18) 0.091(6) Uiso 1 1 d . . . H23 H 0.1104 -0.4614 -0.2712 0.109 Uiso 1 1 calc R . . B1 B 0.1867(12) -0.3241(13) 0.1537(11) 0.036(3) Uani 1 1 d . . . C24 C 0.0269(11) -0.2808(12) 0.1694(9) 0.037(3) Uiso 1 1 d . . . C25 C -0.0624(12) -0.3195(12) 0.1193(10) 0.034(3) Uiso 1 1 d . . . H25 H -0.0271 -0.3658 0.0721 0.041 Uiso 1 1 calc R . . C26 C -0.1977(12) -0.2905(12) 0.1388(10) 0.036(3) Uiso 1 1 d . . . C27 C -0.2574(13) -0.2061(12) 0.1958(10) 0.041(3) Uiso 1 1 d . . . H27 H -0.3490 -0.1807 0.2018 0.049 Uiso 1 1 calc R . . C28 C -0.1736(12) -0.1611(12) 0.2437(10) 0.037(3) Uiso 1 1 d . . . C29 C -0.0343(11) -0.1943(11) 0.2278(10) 0.037(2) Uiso 1 1 d . . . H29 H 0.0201 -0.1585 0.2563 0.044 Uiso 1 1 calc R . . C30 C -0.2859(13) -0.3472(13) 0.0925(11) 0.044(3) Uiso 1 1 d . . . F1 F -0.4056(7) -0.2771(8) 0.0796(8) 0.065(2) Uani 1 1 d . . . F2 F -0.2312(7) -0.3590(9) -0.0011(7) 0.063(2) Uani 1 1 d . . . F3 F -0.3181(9) -0.4627(8) 0.1518(8) 0.075(3) Uani 1 1 d . . . C31 C -0.2293(13) -0.0691(14) 0.3009(11) 0.044(3) Uiso 1 1 d . . . F4 F -0.1576(13) 0.004(2) 0.3088(19) 0.168(10) Uani 1 1 d . . . F5 F -0.3441(14) -0.035(3) 0.304(3) 0.27(2) Uani 1 1 d . . . F6 F -0.246(5) -0.1296(18) 0.4018(17) 0.29(2) Uani 1 1 d . . . C32 C 0.2415(11) -0.3205(12) 0.0309(10) 0.033(3) Uiso 1 1 d . . . C33 C 0.3599(12) -0.3937(12) -0.0034(10) 0.039(3) Uiso 1 1 d . . . H33 H 0.4073 -0.4490 0.0459 0.046 Uiso 1 1 calc R . . C34 C 0.4058(12) -0.3858(12) -0.1050(10) 0.043(3) Uiso 1 1 d . . . C35 C 0.3433(15) -0.2989(15) -0.1825(14) 0.056(4) Uiso 1 1 d . . . H35 H 0.3786 -0.2904 -0.2520 0.067 Uiso 1 1 calc R . . C36 C 0.2277(13) -0.2253(14) -0.1543(12) 0.051(3) Uiso 1 1 d . . . C37 C 0.1842(12) -0.2348(12) -0.0499(10) 0.040(3) Uiso 1 1 d . . . H37 H 0.1112 -0.1798 -0.0325 0.048 Uiso 1 1 calc R . . C38 C 0.5269(14) -0.4706(15) -0.1357(12) 0.055(3) Uiso 1 1 d . . . F7 F 0.6279(19) -0.460(2) -0.1017(19) 0.075(5) Uiso 0.50 1 d P . . F8 F 0.4988(18) -0.5755(18) -0.1365(15) 0.070(4) Uiso 0.50 1 d P . . F9 F 0.582(3) -0.414(3) -0.241(2) 0.096(7) Uiso 0.50 1 d P . . F7B F 0.590(2) -0.538(2) -0.0526(18) 0.078(5) Uiso 0.50 1 d P . . F8B F 0.641(2) -0.399(3) -0.176(2) 0.100(7) Uiso 0.50 1 d P . . F9B F 0.540(2) -0.470(2) -0.2383(17) 0.078(5) Uiso 0.50 1 d P . . C39 C 0.1596(18) -0.1337(18) -0.2324(15) 0.073(5) Uiso 1 1 d . . . F10 F 0.2156(15) -0.1240(17) -0.3270(8) 0.126(6) Uani 1 1 d . . . F11 F 0.0343(17) -0.148(4) -0.2186(18) 0.241(17) Uani 1 1 d . . . F12 F 0.137(4) -0.022(2) -0.2205(13) 0.27(2) Uani 1 1 d . . . C40 C 0.2133(12) -0.4752(12) 0.2262(10) 0.041(3) Uiso 1 1 d . . . C41 C 0.3365(13) -0.5238(13) 0.2543(11) 0.046(3) Uiso 1 1 d . . . H41 H 0.4058 -0.4703 0.2336 0.055 Uiso 1 1 calc R . . C42 C 0.3622(13) -0.6495(14) 0.3124(12) 0.052(3) Uiso 1 1 d . . . C43 C 0.2609(15) -0.7341(17) 0.3396(14) 0.064(4) Uiso 1 1 d . . . H43 H 0.2776 -0.8194 0.3754 0.077 Uiso 1 1 calc R . . C44 C 0.1358(14) -0.6878(15) 0.3120(12) 0.056(3) Uiso 1 1 d . . . C45 C 0.1144(13) -0.5614(13) 0.2569(11) 0.048(3) Uiso 1 1 d . . . H45 H 0.0298 -0.5320 0.2394 0.057 Uiso 1 1 calc R . . C46 C 0.4983(16) -0.7019(17) 0.3382(14) 0.065(4) Uiso 1 1 d . . . F13 F 0.5488(12) -0.6206(14) 0.3695(13) 0.122(5) Uani 1 1 d . . . F14 F 0.4984(10) -0.8116(14) 0.4077(14) 0.138(7) Uani 1 1 d . . . F15 F 0.5879(10) -0.7113(13) 0.2570(12) 0.116(5) Uani 1 1 d . . . C47 C 0.027(2) -0.776(2) 0.3442(18) 0.084(5) Uiso 1 1 d . . . F16 F -0.001(4) -0.820(4) 0.4349(17) 0.39(3) Uani 1 1 d . . . F17 F 0.064(2) -0.8706(17) 0.297(3) 0.226(15) Uani 1 1 d . . . F18 F -0.0797(14) -0.7308(15) 0.3079(17) 0.149(7) Uani 1 1 d . . . C48 C 0.2657(11) -0.2276(12) 0.1870(10) 0.035(2) Uiso 1 1 d . . . C49 C 0.3167(11) -0.1171(11) 0.1148(10) 0.036(2) Uiso 1 1 d . . . H49 H 0.3161 -0.1047 0.0449 0.043 Uiso 1 1 calc R . . C50 C 0.3676(11) -0.0263(12) 0.1437(10) 0.041(3) Uiso 1 1 d . . . C51 C 0.3686(11) -0.0426(12) 0.2481(10) 0.040(3) Uiso 1 1 d . . . H51 H 0.3997 0.0190 0.2690 0.048 Uiso 1 1 calc R . . C52 C 0.3225(13) -0.1518(14) 0.3199(12) 0.049(3) Uiso 1 1 d . . . C53 C 0.2696(11) -0.2411(13) 0.2892(10) 0.039(3) Uiso 1 1 d . . . H53 H 0.2357 -0.3122 0.3396 0.047 Uiso 1 1 calc R . . C54 C 0.4198(14) 0.0885(15) 0.0667(12) 0.057(4) Uiso 1 1 d . . . F19 F 0.3922(14) 0.1917(9) 0.0960(10) 0.101(4) Uani 1 1 d . . . F20 F 0.5545(11) 0.0775(13) 0.0447(12) 0.115(5) Uani 1 1 d . . . F21 F 0.3808(17) 0.1131(12) -0.0236(10) 0.115(5) Uani 1 1 d . . . C55 C 0.3172(17) -0.1689(18) 0.4332(15) 0.070(4) Uiso 1 1 d . . . F22 F 0.388(4) -0.2691(16) 0.4757(15) 0.217(14) Uani 1 1 d . . . F23 F 0.3568(15) -0.0746(14) 0.4542(8) 0.107(5) Uani 1 1 d . . . F24 F 0.198(2) -0.190(3) 0.4863(11) 0.242(17) 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 Pd1 0.0463(5) 0.0379(5) 0.0353(5) -0.0021(3) -0.0038(3) 0.0008(3) N1 0.038(6) 0.036(7) 0.057(8) -0.007(6) -0.014(6) 0.002(5) N2 0.062(7) 0.036(7) 0.064(9) 0.000(6) -0.022(6) -0.009(5) O1 0.066(6) 0.044(6) 0.050(7) 0.005(5) -0.019(5) 0.000(5) O2 0.066(6) 0.047(6) 0.056(7) 0.009(5) -0.023(5) -0.017(5) B1 0.028(6) 0.037(8) 0.039(8) -0.008(6) -0.003(5) 0.000(5) F1 0.040(4) 0.065(5) 0.092(7) -0.020(5) -0.031(4) 0.007(4) F2 0.054(4) 0.082(6) 0.067(6) -0.036(5) -0.019(4) -0.013(4) F3 0.073(5) 0.054(5) 0.096(8) 0.002(5) -0.034(5) -0.019(4) F4 0.084(8) 0.206(18) 0.28(2) -0.20(2) 0.027(11) -0.020(10) F5 0.071(8) 0.45(4) 0.47(5) -0.41(4) -0.110(15) 0.115(15) F6 0.62(6) 0.102(13) 0.106(15) -0.070(12) 0.11(3) -0.05(2) F10 0.127(10) 0.198(16) 0.032(5) -0.033(8) -0.022(6) 0.062(10) F11 0.092(10) 0.37(4) 0.154(17) 0.09(2) -0.065(10) 0.015(16) F12 0.52(5) 0.158(18) 0.070(10) -0.033(12) -0.088(19) 0.19(3) F13 0.087(7) 0.115(10) 0.174(14) -0.041(9) -0.082(8) 0.041(7) F14 0.056(6) 0.105(10) 0.171(14) 0.071(9) -0.011(7) 0.006(6) F15 0.064(6) 0.094(9) 0.148(12) -0.008(9) 0.013(7) 0.025(6) F16 0.45(4) 0.60(6) 0.110(16) 0.14(3) -0.09(2) -0.49(5) F17 0.170(16) 0.081(11) 0.46(5) -0.068(18) -0.13(2) -0.023(11) F18 0.091(9) 0.109(11) 0.23(2) 0.004(11) -0.046(10) -0.051(8) F19 0.161(11) 0.045(6) 0.087(8) -0.018(5) 0.013(7) -0.026(6) F20 0.067(6) 0.113(9) 0.132(12) -0.005(8) 0.030(7) -0.030(6) F21 0.190(13) 0.074(7) 0.078(8) 0.019(6) -0.040(8) -0.062(8) F22 0.48(4) 0.087(11) 0.117(14) -0.011(9) -0.18(2) 0.029(17) F23 0.152(11) 0.146(11) 0.048(7) -0.044(7) -0.004(6) -0.078(9) F24 0.25(2) 0.49(4) 0.049(8) -0.094(16) 0.034(11) -0.26(3) _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 Pd1 O3' 1.95(2) . ? Pd1 C17 2.045(19) . ? Pd1 N1 2.059(13) . ? Pd1 O3'' 2.15(2) . ? Pd1 N2 2.169(13) . ? N1 C1 1.18(2) . ? N1 C6 1.517(19) . ? N2 C2 1.28(2) . ? N2 C3 1.50(2) . ? C1 O1 1.38(2) . ? C1 C2 1.50(2) . ? C2 O2 1.305(19) . ? O1 C5 1.414(19) . ? O2 C4 1.479(19) . ? C3 C4 1.48(2) . ? C3 C7 1.53(2) . ? C5 C6 1.54(2) . ? C6 C10 1.54(2) . ? C7 C8 1.55(2) . ? C7 C9 1.56(2) . ? C10 C12 1.55(3) . ? C10 C11 1.56(3) . ? O3' O3'' 0.70(2) . ? O3' C13' 1.27(4) . ? O3' C13'' 1.42(4) . ? O3'' C13'' 1.27(4) . ? O3'' C13' 1.49(4) . ? C13' C13'' 0.72(4) . ? C13' C15'' 1.06(5) . ? C13' C14' 1.45(8) . ? C13' C15' 1.52(5) . ? C13' C16'' 1.67(7) . ? C13' C14'' 1.82(7) . ? C13'' C14'' 1.36(7) . ? C13'' C15'' 1.42(5) . ? C13'' C14' 1.54(7) . ? C13'' C15' 1.77(5) . ? C14' C14'' 1.25(7) . ? C15' C17 1.41(4) . ? C15' C16' 1.60(6) . ? C15' C16'' 1.96(7) . ? C15'' C16'' 1.61(7) . ? C15'' C17 1.67(4) . ? C15'' C16' 1.70(6) . ? C16' C16'' 1.79(7) . ? C17 C18 1.56(2) . ? C18 C19 1.33(2) . ? C18 C23 1.36(3) . ? C19 C20 1.43(3) . ? C20 C21 1.40(4) . ? C21 C22 1.26(4) . ? C22 C23 1.46(3) . ? B1 C24 1.619(17) . ? B1 C48 1.641(17) . ? B1 C32 1.655(19) . ? B1 C40 1.68(2) . ? C24 C25 1.427(16) . ? C24 C29 1.426(17) . ? C25 C26 1.359(18) . ? C26 C27 1.392(18) . ? C26 C30 1.499(17) . ? C27 C28 1.401(17) . ? C28 C29 1.403(17) . ? C28 C31 1.453(19) . ? C30 F2 1.329(16) . ? C30 F3 1.333(17) . ? C30 F1 1.362(16) . ? C31 F5 1.173(19) . ? C31 F4 1.209(18) . ? C31 F6 1.33(3) . ? C32 C37 1.393(19) . ? C32 C33 1.430(17) . ? C33 C34 1.358(18) . ? C34 C35 1.39(2) . ? C34 C38 1.507(19) . ? C35 C36 1.39(2) . ? C36 C37 1.39(2) . ? C36 C39 1.45(3) . ? C38 F8 1.24(2) . ? C38 F7 1.25(2) . ? C38 F9B 1.39(3) . ? C38 F7B 1.38(3) . ? C38 F8B 1.42(3) . ? C38 F9 1.42(3) . ? F7 F7B 0.99(3) . ? F7 F8B 1.03(3) . ? F8 F9B 1.55(3) . ? F9 F9B 0.78(3) . ? F9 F8B 1.24(4) . ? C39 F11 1.28(2) . ? C39 F12 1.28(3) . ? C39 F10 1.29(2) . ? C40 C41 1.376(18) . ? C40 C45 1.400(18) . ? C41 C42 1.39(2) . ? C42 C43 1.41(2) . ? C42 C46 1.49(2) . ? C43 C44 1.39(2) . ? C44 C45 1.38(2) . ? C44 C47 1.49(3) . ? C46 F14 1.30(2) . ? C46 F15 1.31(2) . ? C46 F13 1.31(2) . ? C47 F16 1.18(3) . ? C47 F18 1.26(3) . ? C47 F17 1.36(3) . ? C48 C53 1.375(19) . ? C48 C49 1.407(18) . ? C49 C50 1.383(17) . ? C50 C51 1.394(19) . ? C50 C54 1.47(2) . ? C51 C52 1.38(2) . ? C52 C53 1.394(19) . ? C52 C55 1.50(2) . ? C54 F19 1.297(18) . ? C54 F21 1.32(2) . ? C54 F20 1.339(18) . ? C55 F22 1.28(3) . ? C55 F23 1.30(2) . ? C55 F24 1.30(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 O3' Pd1 C17 80.6(8) . . ? O3' Pd1 N1 168.9(8) . . ? C17 Pd1 N1 99.9(7) . . ? O3' Pd1 O3'' 18.9(7) . . ? C17 Pd1 O3'' 85.8(8) . . ? N1 Pd1 O3'' 170.9(7) . . ? O3' Pd1 N2 102.0(7) . . ? C17 Pd1 N2 176.9(8) . . ? N1 Pd1 N2 77.2(5) . . ? O3'' Pd1 N2 97.2(7) . . ? C1 N1 C6 108.4(14) . . ? C1 N1 Pd1 115.8(11) . . ? C6 N1 Pd1 135.7(10) . . ? C2 N2 C3 104.8(13) . . ? C2 N2 Pd1 111.6(11) . . ? C3 N2 Pd1 142.7(12) . . ? N1 C1 O1 120.3(14) . . ? N1 C1 C2 120.4(16) . . ? O1 C1 C2 119.1(14) . . ? N2 C2 O2 121.2(14) . . ? N2 C2 C1 114.7(15) . . ? O2 C2 C1 124.1(15) . . ? C1 O1 C5 104.0(12) . . ? C2 O2 C4 103.8(12) . . ? C4 C3 N2 104.0(13) . . ? C4 C3 C7 116.9(13) . . ? N2 C3 C7 110.3(13) . . ? O2 C4 C3 106.1(12) . . ? O1 C5 C6 106.7(13) . . ? N1 C6 C10 109.7(12) . . ? N1 C6 C5 100.0(11) . . ? C10 C6 C5 114.4(14) . . ? C3 C7 C8 108.7(13) . . ? C3 C7 C9 112.3(14) . . ? C8 C7 C9 111.2(14) . . ? C6 C10 C12 107.7(15) . . ? C6 C10 C11 112.1(15) . . ? C12 C10 C11 110.5(17) . . ? O3'' O3' C13' 94(4) . . ? O3'' O3' C13'' 63(3) . . ? C13' O3' C13'' 30.5(18) . . ? O3'' O3' Pd1 97(3) . . ? C13' O3' Pd1 118(2) . . ? C13'' O3' Pd1 118.5(17) . . ? O3' O3'' C13'' 87(3) . . ? O3' O3'' C13' 58(3) . . ? C13'' O3'' C13' 28.8(18) . . ? O3' O3'' Pd1 64(3) . . ? C13'' O3'' Pd1 114.0(18) . . ? C13' O3'' Pd1 98.4(18) . . ? C13'' C13' C15'' 104(5) . . ? C13'' C13' O3' 86(5) . . ? C15'' C13' O3' 120(4) . . ? C13'' C13' C14' 83(5) . . ? C15'' C13' C14' 122(4) . . ? O3' C13' C14' 118(4) . . ? C13'' C13' O3'' 58(4) . . ? C15'' C13' O3'' 123(4) . . ? O3' C13' O3'' 28.0(14) . . ? C14' C13' O3'' 109(3) . . ? C13'' C13' C15' 98(4) . . ? C15'' C13' C15' 7(3) . . ? O3' C13' C15' 116(3) . . ? C14' C13' C15' 126(4) . . ? O3'' C13' C15' 117(3) . . ? C13'' C13' C16'' 154(6) . . ? C15'' C13' C16'' 68(3) . . ? O3' C13' C16'' 119(3) . . ? C14' C13' C16'' 82(4) . . ? O3'' C13' C16'' 147(3) . . ? C15' C13' C16'' 76(3) . . ? C13'' C13' C14'' 41(4) . . ? C15'' C13' C14'' 114(4) . . ? O3' C13' C14'' 111(3) . . ? C14' C13' C14'' 43(3) . . ? O3'' C13' C14'' 87(3) . . ? C15' C13' C14'' 112(3) . . ? C16'' C13' C14'' 118(4) . . ? C13' C13'' O3'' 93(5) . . ? C13' C13'' C14'' 119(5) . . ? O3'' C13'' C14'' 122(3) . . ? C13' C13'' O3' 64(4) . . ? O3'' C13'' O3' 29.7(13) . . ? C14'' C13'' O3' 136(3) . . ? C13' C13'' C15'' 46(4) . . ? O3'' C13'' C15'' 114(3) . . ? C14'' C13'' C15'' 124(4) . . ? O3' C13'' C15'' 91(3) . . ? C13' C13'' C14' 70(5) . . ? O3'' C13'' C14' 117(3) . . ? C14'' C13'' C14' 51(3) . . ? O3' C13'' C14' 105(3) . . ? C15'' C13'' C14' 97(3) . . ? C13' C13'' C15' 58(4) . . ? O3'' C13'' C15' 114(3) . . ? C14'' C13'' C15' 124(3) . . ? O3' C13'' C15' 96(2) . . ? C15'' C13'' C15' 12(2) . . ? C14' C13'' C15' 106(3) . . ? C14'' C14' C13' 84(5) . . ? C14'' C14' C13'' 57(4) . . ? C13' C14' C13'' 27.7(19) . . ? C14' C14'' C13'' 72(4) . . ? C14' C14'' C13' 53(4) . . ? C13'' C14'' C13' 20.1(18) . . ? C17 C15' C13' 110(3) . . ? C17 C15' C16' 119(3) . . ? C13' C15' C16' 108(4) . . ? C17 C15' C13'' 113(3) . . ? C13' C15' C13'' 23.7(16) . . ? C16' C15' C13'' 121(3) . . ? C17 C15' C16'' 111(3) . . ? C13' C15' C16'' 56(3) . . ? C16' C15' C16'' 59(3) . . ? C13'' C15' C16'' 78(3) . . ? C13' C15'' C13'' 29(2) . . ? C13' C15'' C16'' 74(4) . . ? C13'' C15'' C16'' 101(4) . . ? C13' C15'' C17 121(3) . . ? C13'' C15'' C17 119(3) . . ? C16'' C15'' C17 117(3) . . ? C13' C15'' C16' 131(4) . . ? C13'' C15'' C16' 140(3) . . ? C16'' C15'' C16' 65(3) . . ? C17 C15'' C16' 101(3) . . ? C15' C16' C15'' 16.7(17) . . ? C15' C16' C16'' 71(3) . . ? C15'' C16' C16'' 55(3) . . ? C15'' C16'' C13' 38(2) . . ? C15'' C16'' C16' 60(3) . . ? C13' C16'' C16' 94(3) . . ? C15'' C16'' C15' 11.1(18) . . ? C13' C16'' C15' 49(2) . . ? C16' C16'' C15' 50(3) . . ? C15' C17 C18 116(2) . . ? C15' C17 C15'' 15.5(19) . . ? C18 C17 C15'' 115.3(17) . . ? C15' C17 Pd1 112.2(19) . . ? C18 C17 Pd1 107.3(12) . . ? C15'' C17 Pd1 99.2(16) . . ? C19 C18 C23 118.6(15) . . ? C19 C18 C17 122.6(13) . . ? C23 C18 C17 118.6(14) . . ? C18 C19 C20 123.7(16) . . ? C21 C20 C19 114(2) . . ? C22 C21 C20 124(3) . . ? C21 C22 C23 121(3) . . ? C18 C23 C22 119(2) . . ? C24 B1 C48 109.3(9) . . ? C24 B1 C32 109.1(10) . . ? C48 B1 C32 110.7(9) . . ? C24 B1 C40 109.4(9) . . ? C48 B1 C40 110.7(10) . . ? C32 B1 C40 107.6(9) . . ? C25 C24 C29 114.6(10) . . ? C25 C24 B1 122.1(10) . . ? C29 C24 B1 123.1(10) . . ? C26 C25 C24 121.8(11) . . ? C25 C26 C27 122.9(10) . . ? C25 C26 C30 118.4(11) . . ? C27 C26 C30 118.5(11) . . ? C26 C27 C28 117.2(12) . . ? C27 C28 C29 120.2(11) . . ? C27 C28 C31 119.7(12) . . ? C29 C28 C31 119.7(10) . . ? C28 C29 C24 122.4(10) . . ? F2 C30 F3 106.9(11) . . ? F2 C30 F1 104.7(11) . . ? F3 C30 F1 105.2(10) . . ? F2 C30 C26 113.7(10) . . ? F3 C30 C26 112.2(11) . . ? F1 C30 C26 113.4(11) . . ? F5 C31 F4 116.5(19) . . ? F5 C31 F6 93(2) . . ? F4 C31 F6 93(2) . . ? F5 C31 C28 117.8(12) . . ? F4 C31 C28 119.7(12) . . ? F6 C31 C28 108.6(14) . . ? C37 C32 C33 113.6(12) . . ? C37 C32 B1 122.3(10) . . ? C33 C32 B1 123.7(11) . . ? C34 C33 C32 122.7(12) . . ? C33 C34 C35 121.0(12) . . ? C33 C34 C38 120.1(12) . . ? C35 C34 C38 118.9(13) . . ? C36 C35 C34 119.0(15) . . ? C35 C36 C37 118.4(14) . . ? C35 C36 C39 120.8(15) . . ? C37 C36 C39 120.6(13) . . ? C36 C37 C32 125.0(12) . . ? F8 C38 F7 121.3(19) . . ? F8 C38 F9B 72.3(15) . . ? F7 C38 F9B 119.4(17) . . ? F8 C38 F7B 86.0(16) . . ? F7 C38 F7B 43.7(13) . . ? F9B C38 F7B 136.0(16) . . ? F8 C38 F8B 135.0(18) . . ? F7 C38 F8B 45.0(14) . . ? F9B C38 F8B 82.0(16) . . ? F7B C38 F8B 87.7(16) . . ? F8 C38 F9 102.8(18) . . ? F7 C38 F9 94.5(17) . . ? F9B C38 F9 32.3(11) . . ? F7B C38 F9 130.3(17) . . ? F8B C38 F9 51.6(16) . . ? F8 C38 C34 113.5(14) . . ? F7 C38 C34 112.9(14) . . ? F9B C38 C34 111.4(14) . . ? F7B C38 C34 112.4(14) . . ? F8B C38 C34 110.1(15) . . ? F9 C38 C34 108.3(16) . . ? F7B F7 F8B 149(3) . . ? F7B F7 C38 75.6(19) . . ? F8B F7 C38 77(2) . . ? C38 F8 F9B 58.3(14) . . ? F9B F9 F8B 130(4) . . ? F9B F9 C38 71(3) . . ? F8B F9 C38 64.2(19) . . ? F7 F7B C38 60.7(18) . . ? F7 F8B F9 119(3) . . ? F7 F8B C38 58.5(19) . . ? F9 F8B C38 64.2(18) . . ? F9 F9B C38 76(3) . . ? F9 F9B F8 123(3) . . ? C38 F9B F8 49.4(12) . . ? F11 C39 F12 93(3) . . ? F11 C39 F10 111(2) . . ? F12 C39 F10 108(2) . . ? F11 C39 C36 112.7(17) . . ? F12 C39 C36 114.2(18) . . ? F10 C39 C36 115.6(16) . . ? C41 C40 C45 115.8(12) . . ? C41 C40 B1 121.9(10) . . ? C45 C40 B1 122.3(11) . . ? C40 C41 C42 123.0(12) . . ? C41 C42 C43 119.4(13) . . ? C41 C42 C46 122.2(13) . . ? C43 C42 C46 118.1(14) . . ? C44 C43 C42 118.7(16) . . ? C45 C44 C43 119.5(13) . . ? C45 C44 C47 121.7(15) . . ? C43 C44 C47 118.8(16) . . ? C44 C45 C40 123.5(12) . . ? F14 C46 F15 108.5(15) . . ? F14 C46 F13 109.3(17) . . ? F15 C46 F13 101.7(15) . . ? F14 C46 C42 113.6(13) . . ? F15 C46 C42 113.1(15) . . ? F13 C46 C42 109.9(13) . . ? F16 C47 F18 109(3) . . ? F16 C47 F17 110(3) . . ? F18 C47 F17 98.5(19) . . ? F16 C47 C44 114.2(18) . . ? F18 C47 C44 115.1(19) . . ? F17 C47 C44 108.9(18) . . ? C53 C48 C49 116.1(10) . . ? C53 C48 B1 121.4(11) . . ? C49 C48 B1 121.9(11) . . ? C50 C49 C48 122.6(12) . . ? C49 C50 C51 119.6(12) . . ? C49 C50 C54 121.5(12) . . ? C51 C50 C54 118.8(11) . . ? C52 C51 C50 118.7(11) . . ? C51 C52 C53 120.6(13) . . ? C51 C52 C55 119.6(12) . . ? C53 C52 C55 119.5(13) . . ? C48 C53 C52 122.3(13) . . ? F19 C54 F21 107.4(15) . . ? F19 C54 F20 103.4(13) . . ? F21 C54 F20 104.7(14) . . ? F19 C54 C50 114.9(12) . . ? F21 C54 C50 113.7(12) . . ? F20 C54 C50 111.7(13) . . ? F22 C55 F23 106.5(18) . . ? F22 C55 F24 102(2) . . ? F23 C55 F24 107.9(18) . . ? F22 C55 C52 112.5(16) . . ? F23 C55 C52 114.7(16) . . ? F24 C55 C52 112.1(15) . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 57.24 _diffrn_measured_fraction_theta_full 0.907 _refine_diff_density_max 1.467 _refine_diff_density_min -1.557 _refine_diff_density_rms 0.133