# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Science # This journal is © The Royal Society of Chemistry and Owner Societies 2012 data_global _journal_name_full Photochem.Photobiol.Sci. _journal_coden_cambridge 0171 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Nathan McClenaghan' _publ_contact_author_email n.mc-clenaghan@ism.u-bordeaux1.fr loop_ _publ_author_name 'Pinar Batat' 'Guillaume Vives' 'Robin Bofinger' 'Ren-Wei Chang' 'Brice Kauffmann' 'Reiko Oda' 'Gediminas Jonusauskas' 'Nathan McClenaghan' data_gv54correct _database_code_depnum_ccdc_archive 'CCDC 874436' #TrackingRef '- 1a_final.cif' _audit_update_record ; 2012-05-10 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H61 B F2 N4 O11' _chemical_formula_weight 894.80 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 11.339 _cell_length_b 30.546 _cell_length_c 13.560 _cell_angle_alpha 90.00 _cell_angle_beta 100.98 _cell_angle_gamma 90.00 _cell_volume 4610.6 _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_absorpt_coefficient_mu 0.802 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9241 _exptl_absorpt_correction_T_max 0.9241 _exptl_absorpt_process_details ? _exptl_special_details ? _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator 'Osmic mirrors' _diffrn_measurement_device_type 'four circles' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60783 _diffrn_reflns_av_R_equivalents 0.0969 _diffrn_reflns_av_sigmaI/netI 0.0865 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 72.60 _reflns_number_total 8890 _reflns_number_gt 6186 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SUPERFLIP (Palatinus, 2007)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0000 _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8890 _refine_ls_number_parameters 579 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2002 _refine_ls_R_factor_gt 0.1351 _refine_ls_wR_factor_ref 0.4437 _refine_ls_wR_factor_gt 0.3753 _refine_ls_goodness_of_fit_ref 1.526 _refine_ls_restrained_S_all 1.526 _refine_ls_shift/su_max 0.118 _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 F1 F 0.9325(3) 0.23721(11) 0.4793(2) 0.0513(8) Uani 1 1 d . . . F2 F 0.9320(3) 0.16362(11) 0.4632(2) 0.0529(9) Uani 1 1 d . . . O20 O 0.9627(3) 0.10901(11) 1.0650(2) 0.0411(8) Uani 1 1 d . . . O22 O 0.7555(3) 0.23886(13) 1.1997(3) 0.0512(10) Uani 1 1 d . . . O21 O 0.9772(3) 0.01768(12) 1.1270(3) 0.0440(9) Uani 1 1 d . . . O25 O 0.8983(3) 0.08800(12) 1.3240(2) 0.0459(9) Uani 1 1 d . . . O24 O 1.0743(3) 0.12047(13) 1.3097(3) 0.0490(10) Uani 1 1 d . . . O23 O 0.8889(3) 0.29193(12) 1.2596(3) 0.0460(9) Uani 1 1 d . . . O1 O 0.6781(3) 0.07165(14) 1.0798(3) 0.0568(11) Uani 1 1 d . . . O2 O 0.6848(4) -0.06070(18) 1.3244(3) 0.0746(14) Uani 1 1 d . . . C207 C 0.9376(4) 0.18572(15) 1.0716(3) 0.0353(11) Uani 1 1 d . . . C208 C 0.8839(4) 0.14855(18) 1.2184(4) 0.0414(12) Uani 1 1 d . . . H20A H 0.8371 0.1314 1.1645 0.050 Uiso 1 1 calc R . . H20B H 0.8283 0.1622 1.2553 0.050 Uiso 1 1 calc R . . O5 O 0.6958(4) 0.01054(15) 0.9891(3) 0.0658(12) Uani 1 1 d . . . N100 N 1.0434(4) 0.19433(14) 0.6167(3) 0.0410(10) Uani 1 1 d . . . N1 N 0.9482(3) 0.18290(14) 1.1746(3) 0.0374(10) Uani 1 1 d . . . C202 C 0.8213(4) 0.19361(17) 0.6834(4) 0.0403(12) Uani 1 1 d . . . O26 O 0.5607(4) -0.10574(16) 1.2227(4) 0.0783(14) Uani 1 1 d . . . C203 C 1.0389(4) 0.19316(17) 0.7194(3) 0.0386(12) Uani 1 1 d . . . C204 C 0.9298(4) 0.19044(15) 0.8612(3) 0.0351(11) Uani 1 1 d . . . C209 C 0.9689(4) 0.22243(17) 1.2327(4) 0.0411(12) Uani 1 1 d . . . H20C H 1.0316 0.2391 1.2101 0.049 Uiso 1 1 calc R . . H20D H 0.9980 0.2147 1.3025 0.049 Uiso 1 1 calc R . . N7 N 0.7995(4) -0.03379(16) 1.1696(3) 0.0496(12) Uani 1 1 d . . . N101 N 0.8203(4) 0.19438(15) 0.5795(3) 0.0427(11) Uani 1 1 d . . . C205 C 0.9303(5) 0.22848(18) 0.9188(4) 0.0445(12) Uani 1 1 d . . . H205 H 0.9295 0.2558 0.8884 0.053 Uiso 1 1 calc R . . C213 C 1.1307(5) -0.02358(18) 1.2398(4) 0.0450(13) Uani 1 1 d . . . H213 H 1.1912 -0.0055 1.2254 0.054 Uiso 1 1 calc R . . C210 C 1.0119(4) -0.01492(17) 1.1969(4) 0.0403(12) Uani 1 1 d . . . C211 C 0.9191(4) -0.04189(18) 1.2201(4) 0.0422(12) Uani 1 1 d . . . C206 C 0.9444(4) 0.14783(17) 1.0123(4) 0.0386(11) Uani 1 1 d . . . C212 C 1.0704(5) -0.0849(2) 1.3281(4) 0.0506(14) Uani 1 1 d . . . H212 H 1.0889 -0.1082 1.3725 0.061 Uiso 1 1 calc R . . C500 C 0.7042(5) 0.19278(19) 0.5311(4) 0.0482(14) Uani 1 1 d . . . C1 C 0.9319(4) 0.22556(19) 1.0209(4) 0.0451(13) Uani 1 1 d . . . H1 H 0.9291 0.2513 1.0572 0.054 Uiso 1 1 calc R . . C2 C 0.8592(4) 0.25129(17) 1.2264(4) 0.0394(12) Uani 1 1 d . . . C3 C 0.9359(4) 0.15034(17) 0.9101(4) 0.0399(12) Uani 1 1 d . . . H3 H 0.9341 0.1247 0.8729 0.048 Uiso 1 1 calc R . . C4 C 1.0700(4) 0.04183(17) 1.0970(4) 0.0416(12) Uani 1 1 d . . . H4A H 1.1238 0.0223 1.0704 0.050 Uiso 1 1 calc R . . H4B H 1.1161 0.0573 1.1541 0.050 Uiso 1 1 calc R . . C5 C 0.7485(5) 0.00964(19) 1.1712(4) 0.0479(13) Uani 1 1 d . . . H5A H 0.8083 0.0288 1.2098 0.058 Uiso 1 1 calc R . . H5B H 0.6809 0.0082 1.2055 0.058 Uiso 1 1 calc R . . C6 C 1.1583(5) 0.19235(17) 0.6055(4) 0.0426(12) Uani 1 1 d . . . C7 C 0.6298(5) 0.19083(18) 0.6023(4) 0.0498(14) Uani 1 1 d . . . H7 H 0.5464 0.1889 0.5883 0.060 Uiso 1 1 calc R . . C8 C 1.1610(5) -0.0598(2) 1.3055(4) 0.0490(13) Uani 1 1 d . . . C9 C 0.9293(4) 0.19299(15) 0.7518(3) 0.0367(11) Uani 1 1 d . . . C10 C 0.4561(4) 0.00676(19) 0.1996(4) 0.0442(12) Uani 1 1 d . . . H10A H 0.3975 -0.0046 0.1451 0.066 Uiso 1 1 calc R . . H10B H 0.4545 -0.0100 0.2592 0.066 Uiso 1 1 calc R . . H10C H 0.5345 0.0049 0.1829 0.066 Uiso 1 1 calc R . . C11 C 0.9499(5) -0.07647(19) 1.2858(4) 0.0472(13) Uani 1 1 d . . . H11 H 0.8900 -0.0943 1.3022 0.057 Uiso 1 1 calc R . . C12 C 0.6272(5) 0.0945(2) 0.9875(5) 0.0666(18) Uani 1 1 d . . . H12A H 0.5628 0.0774 0.9482 0.080 Uiso 1 1 calc R . . H12B H 0.6882 0.0995 0.9475 0.080 Uiso 1 1 calc R . . C13 C 0.9655(5) 0.11831(19) 1.2879(4) 0.0439(12) Uani 1 1 d . . . C14 C 1.0143(5) 0.07362(16) 1.0183(4) 0.0418(12) Uani 1 1 d . . . H14A H 1.0748 0.0848 0.9829 0.050 Uiso 1 1 calc R . . H14B H 0.9526 0.0591 0.9699 0.050 Uiso 1 1 calc R . . C15 C 0.7004(5) 0.19225(18) 0.6960(4) 0.0447(13) Uani 1 1 d . . . B1 B 0.9306(5) 0.1974(2) 0.5303(4) 0.0384(13) Uani 1 1 d . . . C17 C 0.7507(5) 0.3410(2) 1.1543(4) 0.0569(15) Uani 1 1 d . . . H17A H 0.6846 0.3607 1.1539 0.085 Uiso 1 1 calc R . . H17B H 0.7257 0.3175 1.1081 0.085 Uiso 1 1 calc R . . H17C H 0.8161 0.3565 1.1345 0.085 Uiso 1 1 calc R . . C18 C 1.1597(5) 0.19031(17) 0.7724(4) 0.0424(12) Uani 1 1 d . . . C19 C 1.2295(5) 0.18974(19) 0.7003(4) 0.0492(14) Uani 1 1 d . . . H19 H 1.3129 0.1879 0.7133 0.059 Uiso 1 1 calc R . . C20 C 1.1948(5) 0.1920(2) 0.5046(4) 0.0576(16) Uani 1 1 d . . . H20E H 1.1246 0.1944 0.4527 0.086 Uiso 1 1 calc R . . H20F H 1.2357 0.1651 0.4966 0.086 Uiso 1 1 calc R . . H20G H 1.2474 0.2162 0.5002 0.086 Uiso 1 1 calc R . . C21 C 1.2069(5) 0.1880(2) 0.8833(4) 0.0507(14) Uani 1 1 d . . . H21A H 1.1409 0.1875 0.9183 0.076 Uiso 1 1 calc R . . H21B H 1.2562 0.2131 0.9041 0.076 Uiso 1 1 calc R . . H21C H 1.2539 0.1618 0.8986 0.076 Uiso 1 1 calc R . . C22 C 0.7903(5) 0.3230(2) 1.2572(4) 0.0489(13) Uani 1 1 d . . . H22A H 0.8163 0.3467 1.3037 0.059 Uiso 1 1 calc R . . H22B H 0.7233 0.3084 1.2783 0.059 Uiso 1 1 calc R . . C23 C 0.6505(5) 0.1888(2) 0.7918(4) 0.0507(14) Uani 1 1 d . . . H23A H 0.5643 0.1891 0.7756 0.076 Uiso 1 1 calc R . . H23B H 0.6783 0.2132 0.8347 0.076 Uiso 1 1 calc R . . H23C H 0.6773 0.1620 0.8257 0.076 Uiso 1 1 calc R . . C24 C 0.7068(5) 0.0295(2) 1.0694(4) 0.0529(15) Uani 1 1 d . . . C217 C 0.7142(5) -0.0687(2) 1.1551(5) 0.0587(16) Uani 1 1 d . . . H21D H 0.7564 -0.0949 1.1411 0.070 Uiso 1 1 calc R . . H21E H 0.6558 -0.0620 1.0949 0.070 Uiso 1 1 calc R . . C200 C 0.6682(5) 0.1907(2) 0.4201(4) 0.0563(16) Uani 1 1 d . . . H20H H 0.7373 0.1956 0.3902 0.084 Uiso 1 1 calc R . . H20I H 0.6089 0.2128 0.3975 0.084 Uiso 1 1 calc R . . H20J H 0.6351 0.1623 0.4008 0.084 Uiso 1 1 calc R . . C214 C 1.2894(5) -0.0688(2) 1.3488(5) 0.0595(16) Uani 1 1 d . . . H21F H 1.3395 -0.0495 1.3192 0.089 Uiso 1 1 calc R . . H21G H 1.3079 -0.0986 1.3349 0.089 Uiso 1 1 calc R . . H21H H 1.3035 -0.0643 1.4201 0.089 Uiso 1 1 calc R . . C300 C 0.9607(5) 0.0606(2) 1.4048(4) 0.0551(15) Uani 1 1 d . . . H30A H 1.0028 0.0785 1.4594 0.066 Uiso 1 1 calc R . . H30B H 1.0187 0.0420 1.3809 0.066 Uiso 1 1 calc R . . C301 C 0.8666(6) 0.0332(2) 1.4400(4) 0.0594(16) Uani 1 1 d . . . H30C H 0.9045 0.0137 1.4918 0.089 Uiso 1 1 calc R . . H30D H 0.8234 0.0166 1.3846 0.089 Uiso 1 1 calc R . . H30E H 0.8118 0.0520 1.4660 0.089 Uiso 1 1 calc R . . C216 C 0.6450(5) -0.0800(2) 1.2365(5) 0.0581(16) Uani 1 1 d . . . C302 C 0.4297(6) 0.0503(3) 0.2163(6) 0.089(2) Uani 1 1 d . . . H30F H 0.3518 0.0519 0.2356 0.107 Uiso 1 1 calc R . . H30G H 0.4253 0.0666 0.1544 0.107 Uiso 1 1 calc R . . C215 C 0.5797(6) 0.1374(2) 1.0185(5) 0.073(2) Uani 1 1 d . . . H21I H 0.5459 0.1539 0.9596 0.109 Uiso 1 1 calc R . . H21J H 0.6441 0.1537 1.0582 0.109 Uiso 1 1 calc R . . H21K H 0.5187 0.1319 1.0573 0.109 Uiso 1 1 calc R . . C218 C 0.6223(6) -0.0718(3) 1.4048(5) 0.097(3) Uani 1 1 d . . . H21L H 0.5476 -0.0555 1.3961 0.116 Uiso 1 1 calc R . . H21M H 0.6025 -0.1028 1.4009 0.116 Uiso 1 1 calc R . . O300 O 0.5251(8) 0.0715(4) 0.2994(9) 0.202(5) Uani 1 1 d . . . H300 H 0.4935 0.0908 0.3277 0.303 Uiso 1 1 calc R . . C219 C 0.6898(9) -0.0628(4) 1.4986(7) 0.132(4) Uani 1 1 d . . . H21N H 0.6474 -0.0726 1.5494 0.198 Uiso 1 1 calc R . . H21O H 0.7032 -0.0318 1.5053 0.198 Uiso 1 1 calc R . . H21P H 0.7656 -0.0777 1.5063 0.198 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0540(18) 0.052(2) 0.0449(17) 0.0121(14) 0.0026(14) -0.0003(15) F2 0.0569(18) 0.059(2) 0.0413(17) -0.0085(15) 0.0057(14) 0.0047(15) O20 0.0503(19) 0.035(2) 0.0388(18) 0.0030(15) 0.0103(15) 0.0066(15) O22 0.044(2) 0.048(2) 0.061(2) -0.0040(18) 0.0076(17) -0.0068(17) O21 0.0400(18) 0.039(2) 0.052(2) 0.0040(16) 0.0084(15) -0.0001(15) O25 0.049(2) 0.048(2) 0.0411(19) 0.0028(16) 0.0087(15) -0.0055(17) O24 0.045(2) 0.053(2) 0.049(2) 0.0064(18) 0.0069(16) 0.0025(17) O23 0.0435(19) 0.046(2) 0.048(2) -0.0032(17) 0.0069(16) 0.0024(16) O1 0.060(2) 0.058(3) 0.049(2) 0.0057(19) 0.0018(18) 0.006(2) O2 0.058(3) 0.109(4) 0.058(3) -0.004(3) 0.013(2) -0.016(2) C207 0.044(3) 0.025(3) 0.035(2) -0.0012(19) 0.003(2) -0.001(2) C208 0.040(3) 0.051(3) 0.035(3) 0.002(2) 0.009(2) -0.001(2) O5 0.062(3) 0.080(3) 0.051(2) -0.010(2) -0.0002(19) 0.013(2) N100 0.042(2) 0.049(3) 0.032(2) 0.0019(18) 0.0087(17) 0.0005(19) N1 0.045(2) 0.037(2) 0.031(2) -0.0042(17) 0.0087(17) 0.0016(18) C202 0.044(3) 0.043(3) 0.034(3) 0.005(2) 0.007(2) 0.006(2) O26 0.058(3) 0.078(4) 0.093(3) 0.016(3) -0.004(2) -0.020(2) C203 0.040(3) 0.042(3) 0.029(2) -0.001(2) -0.0029(19) -0.001(2) C204 0.044(3) 0.031(3) 0.029(2) -0.0018(19) 0.0027(19) 0.001(2) C209 0.044(3) 0.040(3) 0.038(3) 0.001(2) 0.007(2) 0.002(2) N7 0.038(2) 0.050(3) 0.059(3) -0.006(2) 0.005(2) -0.002(2) N101 0.037(2) 0.052(3) 0.035(2) 0.0071(18) -0.0037(17) 0.0028(19) C205 0.052(3) 0.042(3) 0.040(3) -0.004(2) 0.008(2) -0.004(2) C213 0.046(3) 0.043(3) 0.044(3) 0.001(2) 0.005(2) 0.002(2) C210 0.043(3) 0.034(3) 0.043(3) -0.001(2) 0.004(2) 0.001(2) C211 0.043(3) 0.040(3) 0.043(3) -0.001(2) 0.008(2) 0.000(2) C206 0.037(2) 0.036(3) 0.043(3) 0.001(2) 0.007(2) -0.001(2) C212 0.063(3) 0.047(4) 0.040(3) 0.002(2) 0.007(2) 0.002(3) C500 0.046(3) 0.054(4) 0.041(3) 0.002(2) -0.001(2) 0.010(2) C1 0.048(3) 0.046(3) 0.041(3) 0.004(2) 0.005(2) 0.007(2) C2 0.039(3) 0.040(3) 0.037(3) -0.001(2) 0.002(2) 0.001(2) C3 0.044(3) 0.032(3) 0.040(3) -0.001(2) 0.000(2) 0.000(2) C4 0.039(2) 0.038(3) 0.047(3) -0.002(2) 0.008(2) 0.000(2) C5 0.043(3) 0.049(4) 0.055(3) -0.009(3) 0.017(2) 0.002(2) C6 0.049(3) 0.040(3) 0.040(3) -0.003(2) 0.012(2) 0.002(2) C7 0.043(3) 0.052(4) 0.052(3) -0.004(3) 0.004(2) 0.003(2) C8 0.043(3) 0.050(4) 0.052(3) 0.005(3) 0.005(2) -0.002(2) C9 0.048(3) 0.025(3) 0.035(3) -0.0017(19) 0.003(2) -0.002(2) C10 0.034(2) 0.051(3) 0.043(3) -0.003(2) -0.005(2) 0.001(2) C11 0.046(3) 0.044(3) 0.053(3) -0.003(3) 0.013(2) -0.008(2) C12 0.049(3) 0.083(5) 0.066(4) 0.018(4) 0.005(3) 0.016(3) C13 0.050(3) 0.051(3) 0.033(2) 0.000(2) 0.013(2) 0.000(2) C14 0.055(3) 0.032(3) 0.042(3) -0.001(2) 0.018(2) 0.009(2) C15 0.043(3) 0.047(3) 0.046(3) 0.004(2) 0.013(2) 0.000(2) B1 0.044(3) 0.035(3) 0.033(3) -0.005(2) 0.000(2) 0.001(2) C17 0.051(3) 0.058(4) 0.060(4) 0.005(3) 0.007(3) 0.015(3) C18 0.045(3) 0.035(3) 0.042(3) 0.002(2) -0.003(2) 0.000(2) C19 0.041(3) 0.054(4) 0.053(3) 0.000(3) 0.009(2) -0.004(2) C20 0.051(3) 0.070(4) 0.054(3) -0.006(3) 0.016(3) -0.009(3) C21 0.050(3) 0.064(4) 0.035(3) 0.005(3) 0.001(2) -0.004(3) C22 0.043(3) 0.049(3) 0.055(3) -0.003(3) 0.011(2) 0.004(2) C23 0.042(3) 0.062(4) 0.049(3) -0.004(3) 0.011(2) -0.003(3) C24 0.039(3) 0.068(4) 0.050(3) -0.005(3) 0.003(2) -0.010(3) C217 0.048(3) 0.065(4) 0.060(4) -0.013(3) 0.001(3) -0.021(3) C200 0.050(3) 0.075(5) 0.038(3) 0.003(3) -0.004(2) -0.006(3) C214 0.057(3) 0.056(4) 0.060(4) 0.003(3) -0.001(3) 0.012(3) C300 0.062(3) 0.049(4) 0.053(3) 0.012(3) 0.006(3) 0.003(3) C301 0.079(4) 0.050(4) 0.049(3) 0.009(3) 0.011(3) -0.014(3) C216 0.037(3) 0.070(4) 0.064(4) 0.018(3) 0.002(3) -0.012(3) C302 0.060(4) 0.122(8) 0.087(5) -0.012(5) 0.019(4) -0.005(4) C215 0.069(4) 0.079(5) 0.070(4) 0.022(4) 0.010(3) 0.024(4) C218 0.045(3) 0.183(10) 0.065(4) 0.000(5) 0.017(3) -0.019(4) O300 0.135(7) 0.234(12) 0.226(11) -0.107(9) 0.010(7) -0.014(7) C219 0.118(8) 0.191(12) 0.091(7) 0.042(7) 0.031(6) -0.016(8) _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 F1 B1 1.401(7) . ? F2 B1 1.377(6) . ? O20 C206 1.379(6) . ? O20 C14 1.433(6) . ? O22 C2 1.223(6) . ? O21 C210 1.380(6) . ? O21 C4 1.407(6) . ? O25 C13 1.349(6) . ? O25 C300 1.452(6) . ? O24 C13 1.214(6) . ? O23 C2 1.342(6) . ? O23 C22 1.462(6) . ? O1 C24 1.342(7) . ? O1 C12 1.452(7) . ? O2 C216 1.330(7) . ? O2 C218 1.449(7) . ? C207 N1 1.382(6) . ? C207 C1 1.393(7) . ? C207 C206 1.419(7) . ? C208 N1 1.466(6) . ? C208 C13 1.505(7) . ? O5 C24 1.219(6) . ? N100 C6 1.341(6) . ? N100 C203 1.404(6) . ? N100 B1 1.564(6) . ? N1 C209 1.437(6) . ? C202 C9 1.388(6) . ? C202 N101 1.407(6) . ? C202 C15 1.414(7) . ? O26 C216 1.223(7) . ? C203 C9 1.395(7) . ? C203 C18 1.422(6) . ? C204 C3 1.388(7) . ? C204 C205 1.400(7) . ? C204 C9 1.484(6) . ? C209 C2 1.514(7) . ? N7 C211 1.419(6) . ? N7 C217 1.426(7) . ? N7 C5 1.449(7) . ? N101 C500 1.356(6) . ? N101 B1 1.528(7) . ? C205 C1 1.384(7) . ? C213 C210 1.387(7) . ? C213 C8 1.421(7) . ? C210 C211 1.418(7) . ? C211 C11 1.384(7) . ? C206 C3 1.373(7) . ? C212 C8 1.363(7) . ? C212 C11 1.401(7) . ? C500 C7 1.399(8) . ? C500 C200 1.484(7) . ? C4 C14 1.492(7) . ? C5 C24 1.498(8) . ? C6 C19 1.385(7) . ? C6 C20 1.502(7) . ? C7 C15 1.368(7) . ? C8 C214 1.488(7) . ? C10 C302 1.391(10) . ? C12 C215 1.507(10) . ? C15 C23 1.516(7) . ? C17 C22 1.487(7) . ? C18 C19 1.369(8) . ? C18 C21 1.500(7) . ? C217 C216 1.511(8) . ? C300 C301 1.502(8) . ? C302 O300 1.548(10) . ? C218 C219 1.381(11) . ? 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 C206 O20 C14 117.0(4) . . ? C210 O21 C4 116.5(4) . . ? C13 O25 C300 116.2(4) . . ? C2 O23 C22 116.8(4) . . ? C24 O1 C12 115.8(5) . . ? C216 O2 C218 116.1(5) . . ? N1 C207 C1 122.7(4) . . ? N1 C207 C206 121.2(4) . . ? C1 C207 C206 115.8(4) . . ? N1 C208 C13 113.5(4) . . ? C6 N100 C203 109.3(4) . . ? C6 N100 B1 126.2(4) . . ? C203 N100 B1 124.5(4) . . ? C207 N1 C209 118.4(4) . . ? C207 N1 C208 120.0(4) . . ? C209 N1 C208 114.9(4) . . ? C9 C202 N101 120.4(4) . . ? C9 C202 C15 132.1(5) . . ? N101 C202 C15 107.4(4) . . ? C9 C203 N100 121.0(4) . . ? C9 C203 C18 132.1(5) . . ? N100 C203 C18 106.8(4) . . ? C3 C204 C205 118.1(4) . . ? C3 C204 C9 121.0(4) . . ? C205 C204 C9 120.9(4) . . ? N1 C209 C2 114.3(4) . . ? C211 N7 C217 119.8(5) . . ? C211 N7 C5 120.0(4) . . ? C217 N7 C5 115.1(5) . . ? C500 N101 C202 107.8(4) . . ? C500 N101 B1 126.2(4) . . ? C202 N101 B1 126.0(4) . . ? C1 C205 C204 120.2(5) . . ? C210 C213 C8 120.7(5) . . ? O21 C210 C213 123.6(5) . . ? O21 C210 C211 116.4(4) . . ? C213 C210 C211 119.9(5) . . ? C11 C211 C210 118.6(5) . . ? C11 C211 N7 123.0(5) . . ? C210 C211 N7 118.3(5) . . ? C3 C206 O20 123.1(4) . . ? C3 C206 C207 121.6(5) . . ? O20 C206 C207 115.3(4) . . ? C8 C212 C11 121.5(5) . . ? N101 C500 C7 109.0(5) . . ? N101 C500 C200 123.1(5) . . ? C7 C500 C200 127.8(5) . . ? C205 C1 C207 122.7(5) . . ? O22 C2 O23 123.5(5) . . ? O22 C2 C209 124.7(5) . . ? O23 C2 C209 111.6(4) . . ? C206 C3 C204 121.3(5) . . ? O21 C4 C14 108.1(4) . . ? N7 C5 C24 114.5(5) . . ? N100 C6 C19 107.7(5) . . ? N100 C6 C20 123.1(5) . . ? C19 C6 C20 129.2(5) . . ? C15 C7 C500 108.5(5) . . ? C212 C8 C213 118.5(5) . . ? C212 C8 C214 122.0(5) . . ? C213 C8 C214 119.5(5) . . ? C202 C9 C203 121.0(4) . . ? C202 C9 C204 120.2(5) . . ? C203 C9 C204 118.7(4) . . ? C211 C11 C212 120.7(5) . . ? O1 C12 C215 106.4(5) . . ? O24 C13 O25 124.5(5) . . ? O24 C13 C208 126.4(5) . . ? O25 C13 C208 109.0(4) . . ? O20 C14 C4 109.1(4) . . ? C7 C15 C202 107.3(5) . . ? C7 C15 C23 123.1(5) . . ? C202 C15 C23 129.4(5) . . ? F2 B1 F1 108.7(4) . . ? F2 B1 N101 110.9(4) . . ? F1 B1 N101 111.0(4) . . ? F2 B1 N100 109.8(4) . . ? F1 B1 N100 109.6(4) . . ? N101 B1 N100 106.8(4) . . ? C19 C18 C203 105.8(4) . . ? C19 C18 C21 124.8(5) . . ? C203 C18 C21 129.4(5) . . ? C18 C19 C6 110.4(5) . . ? O23 C22 C17 110.8(4) . . ? O5 C24 O1 124.3(6) . . ? O5 C24 C5 126.2(6) . . ? O1 C24 C5 109.4(5) . . ? N7 C217 C216 120.2(5) . . ? O25 C300 C301 106.7(5) . . ? O26 C216 O2 122.9(6) . . ? O26 C216 C217 122.4(6) . . ? O2 C216 C217 114.7(5) . . ? C10 C302 O300 112.2(7) . . ? C219 C218 O2 112.4(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 C1 C207 N1 C209 -7.8(7) . . . . ? C206 C207 N1 C209 165.6(4) . . . . ? C1 C207 N1 C208 142.1(5) . . . . ? C206 C207 N1 C208 -44.5(6) . . . . ? C13 C208 N1 C207 120.0(5) . . . . ? C13 C208 N1 C209 -89.1(5) . . . . ? C6 N100 C203 C9 -177.4(5) . . . . ? B1 N100 C203 C9 2.5(8) . . . . ? C6 N100 C203 C18 0.0(6) . . . . ? B1 N100 C203 C18 180.0(5) . . . . ? C207 N1 C209 C2 75.4(5) . . . . ? C208 N1 C209 C2 -76.0(5) . . . . ? C9 C202 N101 C500 177.2(5) . . . . ? C15 C202 N101 C500 -1.0(6) . . . . ? C9 C202 N101 B1 -3.9(8) . . . . ? C15 C202 N101 B1 177.9(5) . . . . ? C3 C204 C205 C1 -2.6(7) . . . . ? C9 C204 C205 C1 -179.4(5) . . . . ? C4 O21 C210 C213 2.1(7) . . . . ? C4 O21 C210 C211 -174.3(4) . . . . ? C8 C213 C210 O21 -175.1(5) . . . . ? C8 C213 C210 C211 1.1(8) . . . . ? O21 C210 C211 C11 176.7(5) . . . . ? C213 C210 C211 C11 0.2(8) . . . . ? O21 C210 C211 N7 0.6(7) . . . . ? C213 C210 C211 N7 -175.9(5) . . . . ? C217 N7 C211 C11 -23.1(8) . . . . ? C5 N7 C211 C11 130.3(6) . . . . ? C217 N7 C211 C210 152.8(5) . . . . ? C5 N7 C211 C210 -53.8(7) . . . . ? C14 O20 C206 C3 21.5(7) . . . . ? C14 O20 C206 C207 -157.1(4) . . . . ? N1 C207 C206 C3 -179.0(4) . . . . ? C1 C207 C206 C3 -5.1(7) . . . . ? N1 C207 C206 O20 -0.4(7) . . . . ? C1 C207 C206 O20 173.5(4) . . . . ? C202 N101 C500 C7 -0.2(6) . . . . ? B1 N101 C500 C7 -179.1(5) . . . . ? C202 N101 C500 C200 -176.7(5) . . . . ? B1 N101 C500 C200 4.4(9) . . . . ? C204 C205 C1 C207 2.4(8) . . . . ? N1 C207 C1 C205 175.1(5) . . . . ? C206 C207 C1 C205 1.4(7) . . . . ? C22 O23 C2 O22 -3.8(7) . . . . ? C22 O23 C2 C209 180.0(4) . . . . ? N1 C209 C2 O22 19.7(7) . . . . ? N1 C209 C2 O23 -164.1(4) . . . . ? O20 C206 C3 C204 -173.3(4) . . . . ? C207 C206 C3 C204 5.2(7) . . . . ? C205 C204 C3 C206 -1.2(7) . . . . ? C9 C204 C3 C206 175.6(5) . . . . ? C210 O21 C4 C14 177.3(4) . . . . ? C211 N7 C5 C24 121.5(5) . . . . ? C217 N7 C5 C24 -83.9(6) . . . . ? C203 N100 C6 C19 0.2(6) . . . . ? B1 N100 C6 C19 -179.7(5) . . . . ? C203 N100 C6 C20 178.7(5) . . . . ? B1 N100 C6 C20 -1.2(8) . . . . ? N101 C500 C7 C15 1.4(7) . . . . ? C200 C500 C7 C15 177.7(6) . . . . ? C11 C212 C8 C213 1.8(9) . . . . ? C11 C212 C8 C214 -179.1(5) . . . . ? C210 C213 C8 C212 -2.1(8) . . . . ? C210 C213 C8 C214 178.7(5) . . . . ? N101 C202 C9 C203 0.1(8) . . . . ? C15 C202 C9 C203 177.7(6) . . . . ? N101 C202 C9 C204 -177.6(4) . . . . ? C15 C202 C9 C204 0.0(9) . . . . ? N100 C203 C9 C202 0.5(8) . . . . ? C18 C203 C9 C202 -176.1(5) . . . . ? N100 C203 C9 C204 178.3(4) . . . . ? C18 C203 C9 C204 1.6(9) . . . . ? C3 C204 C9 C202 92.3(6) . . . . ? C205 C204 C9 C202 -91.0(6) . . . . ? C3 C204 C9 C203 -85.4(6) . . . . ? C205 C204 C9 C203 91.3(6) . . . . ? C210 C211 C11 C212 -0.6(8) . . . . ? N7 C211 C11 C212 175.3(5) . . . . ? C8 C212 C11 C211 -0.5(9) . . . . ? C24 O1 C12 C215 168.9(5) . . . . ? C300 O25 C13 O24 9.2(7) . . . . ? C300 O25 C13 C208 -170.2(4) . . . . ? N1 C208 C13 O24 0.7(8) . . . . ? N1 C208 C13 O25 -179.9(4) . . . . ? C206 O20 C14 C4 158.4(4) . . . . ? O21 C4 C14 O20 75.5(5) . . . . ? C500 C7 C15 C202 -2.0(7) . . . . ? C500 C7 C15 C23 -177.3(5) . . . . ? C9 C202 C15 C7 -176.0(6) . . . . ? N101 C202 C15 C7 1.8(6) . . . . ? C9 C202 C15 C23 -1.1(10) . . . . ? N101 C202 C15 C23 176.8(5) . . . . ? C500 N101 B1 F2 -55.7(7) . . . . ? C202 N101 B1 F2 125.6(5) . . . . ? C500 N101 B1 F1 65.3(7) . . . . ? C202 N101 B1 F1 -113.4(5) . . . . ? C500 N101 B1 N100 -175.3(5) . . . . ? C202 N101 B1 N100 6.0(7) . . . . ? C6 N100 B1 F2 54.3(7) . . . . ? C203 N100 B1 F2 -125.6(5) . . . . ? C6 N100 B1 F1 -65.0(7) . . . . ? C203 N100 B1 F1 115.1(5) . . . . ? C6 N100 B1 N101 174.6(5) . . . . ? C203 N100 B1 N101 -5.3(7) . . . . ? C9 C203 C18 C19 176.8(6) . . . . ? N100 C203 C18 C19 -0.3(6) . . . . ? C9 C203 C18 C21 -2.8(10) . . . . ? N100 C203 C18 C21 -179.8(5) . . . . ? C203 C18 C19 C6 0.4(6) . . . . ? C21 C18 C19 C6 180.0(5) . . . . ? N100 C6 C19 C18 -0.3(6) . . . . ? C20 C6 C19 C18 -178.7(5) . . . . ? C2 O23 C22 C17 -80.1(6) . . . . ? C12 O1 C24 O5 2.1(8) . . . . ? C12 O1 C24 C5 -175.5(4) . . . . ? N7 C5 C24 O5 11.5(8) . . . . ? N7 C5 C24 O1 -171.0(4) . . . . ? C211 N7 C217 C216 85.4(7) . . . . ? C5 N7 C217 C216 -69.3(7) . . . . ? C13 O25 C300 C301 173.8(5) . . . . ? C218 O2 C216 O26 0.2(10) . . . . ? C218 O2 C216 C217 -178.4(6) . . . . ? N7 C217 C216 O26 170.5(6) . . . . ? N7 C217 C216 O2 -10.9(9) . . . . ? C216 O2 C218 C219 160.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 72.60 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.892 _refine_diff_density_min -0.989 _refine_diff_density_rms 0.181 # Attachment '- 2a_final.cif' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 874437' #TrackingRef '- 2a_final.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H59 B F2 N4 O10' _chemical_formula_weight 924.82 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 31.941(6) _cell_length_b 13.922(3) _cell_length_c 23.065(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.67(3) _cell_angle_gamma 90.00 _cell_volume 10044(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.223 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3920 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _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 28521 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 6.58 _diffrn_reflns_theta_max 58.93 _reflns_number_total 7048 _reflns_number_gt 4846 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00000(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7048 _refine_ls_number_parameters 605 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1743 _refine_ls_R_factor_gt 0.1475 _refine_ls_wR_factor_ref 0.4489 _refine_ls_wR_factor_gt 0.4223 _refine_ls_goodness_of_fit_ref 1.821 _refine_ls_restrained_S_all 1.825 _refine_ls_shift/su_max 3.138 _refine_ls_shift/su_mean 0.008 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 O20 O 0.00080(15) 0.2433(3) 0.0420(2) 0.0928(15) Uani 1 1 d . . . O21 O 0.03695(15) 0.4294(3) 0.0527(2) 0.0920(15) Uani 1 1 d . . . O6 O -0.03901(16) 0.4735(3) 0.13356(19) 0.0870(13) Uani 1 1 d . . . O7 O -0.01675(15) 0.3319(3) 0.1753(2) 0.0960(15) Uani 1 1 d . . . C005 C -0.0293(2) 0.1719(4) 0.0434(3) 0.0790(18) Uani 1 1 d . . . N3 N 0.04701(19) 0.5362(3) 0.1535(2) 0.0837(16) Uani 1 1 d . . . N4 N 0.03195(18) 0.0767(3) 0.0932(2) 0.0818(16) Uani 1 1 d . . . O10 O 0.04762(19) -0.1715(4) 0.1312(2) 0.1116(18) Uani 1 1 d . . . C009 C -0.0832(2) 0.0166(4) 0.0421(3) 0.0758(17) Uani 1 1 d . . . H009 H -0.1011 -0.0364 0.0410 0.091 Uiso 1 1 calc R . . O9 O 0.10881(18) 0.2605(3) 0.1541(2) 0.1163(19) Uani 1 1 d . . . C011 C -0.0407(2) 0.0082(4) 0.0681(3) 0.0759(18) Uani 1 1 d . . . H011 H -0.0306 -0.0502 0.0849 0.091 Uiso 1 1 calc R . . C012 C 0.1301(2) 0.5748(4) 0.0330(3) 0.0799(19) Uani 1 1 d . . . O4 O 0.10468(18) 0.5488(4) 0.2646(2) 0.1012(17) Uani 1 1 d . . . C014 C -0.0112(2) 0.3175(4) -0.0010(3) 0.091(2) Uani 1 1 d . . . H01A H -0.0335 0.3574 0.0093 0.109 Uiso 1 1 calc R . . H01B H -0.0217 0.2901 -0.0399 0.109 Uiso 1 1 calc R . . C015 C -0.0998(2) 0.1027(4) 0.0173(3) 0.0716(16) Uani 1 1 d . . . C016 C 0.0526(2) -0.0150(4) 0.0897(3) 0.0815(19) Uani 1 1 d . . . H01C H 0.0825 -0.0028 0.0898 0.098 Uiso 1 1 calc R . . H01D H 0.0403 -0.0435 0.0517 0.098 Uiso 1 1 calc R . . C017 C 0.2116(3) 0.6216(5) -0.0928(3) 0.092(2) Uani 1 1 d . . . C018 C 0.1353(2) 0.6287(5) 0.0832(3) 0.086(2) Uani 1 1 d . . . H018 H 0.1570 0.6743 0.0908 0.103 Uiso 1 1 calc R . . C019 C 0.1587(2) 0.5890(4) -0.0109(3) 0.0814(19) Uani 1 1 d . . . C020 C 0.0768(2) 0.5478(4) 0.1146(3) 0.084(2) Uani 1 1 d . . . C021 C -0.0105(2) 0.4206(5) 0.1568(3) 0.0804(19) Uani 1 1 d . . . O5 O 0.0678(2) 0.6712(3) 0.2901(2) 0.130(2) Uani 1 1 d . . . C023 C -0.0715(2) 0.1811(4) 0.0196(3) 0.0799(18) Uani 1 1 d . . . H023 H -0.0820 0.2403 0.0044 0.096 Uiso 1 1 calc R . . C024 C 0.0712(2) 0.4928(4) 0.0615(3) 0.0804(19) Uani 1 1 d . . . C025 C -0.0121(2) 0.0855(4) 0.0700(3) 0.0774(18) Uani 1 1 d . . . C026 C 0.0973(2) 0.5051(4) 0.0220(3) 0.085(2) Uani 1 1 d . . . H026 H 0.0936 0.4678 -0.0121 0.102 Uiso 1 1 calc R . . C027 C 0.2441(2) 0.7281(6) -0.1577(3) 0.083(2) Uani 1 1 d . . . C028 C 0.1079(2) 0.6159(4) 0.1235(3) 0.0781(18) Uani 1 1 d . . . H028 H 0.1113 0.6548 0.1569 0.094 Uiso 1 1 calc R . . C029 C 0.2275(3) 0.6402(5) -0.0328(3) 0.091(2) Uani 1 1 d . . . H029 H 0.2552 0.6625 -0.0197 0.109 Uiso 1 1 calc R . . C030 C 0.2237(2) 0.8175(5) -0.1512(3) 0.0836(19) Uani 1 1 d . . . C031 C 0.0283(3) 0.3752(5) -0.0007(3) 0.098(2) Uani 1 1 d . . . H03A H 0.0521 0.3331 -0.0027 0.117 Uiso 1 1 calc R . . H03B H 0.0240 0.4179 -0.0346 0.117 Uiso 1 1 calc R . . C032 C 0.0438(2) 0.6105(5) 0.1939(3) 0.087(2) Uani 1 1 d . . . H03C H 0.0151 0.6102 0.2016 0.105 Uiso 1 1 calc R . . H03D H 0.0479 0.6714 0.1754 0.105 Uiso 1 1 calc R . . C033 C 0.0363(2) 0.4409(4) 0.1709(3) 0.086(2) Uani 1 1 d . . . H03E H 0.0467 0.4334 0.2131 0.103 Uiso 1 1 calc R . . H03F H 0.0508 0.3939 0.1509 0.103 Uiso 1 1 calc R . . C034 C 0.2410(2) 0.6401(6) -0.1347(3) 0.092(2) Uani 1 1 d . . . C035 C 0.0504(2) -0.0884(5) 0.1368(3) 0.0829(19) Uani 1 1 d . . . O8 O 0.10098(18) 0.1865(4) 0.0662(3) 0.1078(17) Uani 1 1 d . . . C037 C -0.1453(2) 0.1117(5) -0.0141(3) 0.0862(19) Uani 1 1 d . . . H03G H -0.1505 0.1760 -0.0289 0.129 Uiso 1 1 calc R . . H03H H -0.1637 0.0978 0.0129 0.129 Uiso 1 1 calc R . . H03I H -0.1508 0.0672 -0.0465 0.129 Uiso 1 1 calc R . . C038 C 0.2000(2) 0.6241(5) 0.0077(3) 0.088(2) Uani 1 1 d . . . H038 H 0.2099 0.6374 0.0477 0.106 Uiso 1 1 calc R . . C039 C 0.1894(2) 0.8344(5) -0.1173(3) 0.0876(19) Uani 1 1 d . . . H03J H 0.1805 0.9003 -0.1214 0.131 Uiso 1 1 calc R . . H03K H 0.2001 0.8202 -0.0762 0.131 Uiso 1 1 calc R . . H03L H 0.1655 0.7935 -0.1323 0.131 Uiso 1 1 calc R . . C040 C 0.0534(2) 0.1483(5) 0.1333(3) 0.088(2) Uani 1 1 d . . . H04A H 0.0643 0.1184 0.1714 0.106 Uiso 1 1 calc R . . H04B H 0.0327 0.1967 0.1391 0.106 Uiso 1 1 calc R . . C041 C 0.1450(3) 0.5699(5) -0.0712(3) 0.095(2) Uani 1 1 d . . . H041 H 0.1177 0.5454 -0.0850 0.114 Uiso 1 1 calc R . . O11 O 0.0535(3) -0.0482(4) 0.1891(3) 0.169(4) Uani 1 1 d . . . N2 N 0.2735(2) 0.7500(8) -0.1956(3) 0.110(2) Uani 1 1 d . . . C044 C 0.1715(3) 0.5869(5) -0.1105(3) 0.091(2) Uani 1 1 d . . . H044 H 0.1614 0.5742 -0.1505 0.109 Uiso 1 1 calc R . . C046 C 0.0752(3) 0.6046(6) 0.2525(3) 0.096(2) Uani 1 1 d . . . C047 C 0.0901(3) 0.1975(5) 0.1123(4) 0.100(3) Uani 1 1 d . . . C048 C -0.0623(2) 0.3018(5) 0.1685(3) 0.087(2) Uani 1 1 d . . . H04C H -0.0760 0.2989 0.1270 0.104 Uiso 1 1 calc R . . H04D H -0.0778 0.3468 0.1884 0.104 Uiso 1 1 calc R . . C049 C -0.0612(3) 0.2043(6) 0.1964(4) 0.113(3) Uani 1 1 d . . . H04E H -0.0899 0.1814 0.1936 0.170 Uiso 1 1 calc R . . H04F H -0.0472 0.2084 0.2373 0.170 Uiso 1 1 calc R . . H04G H -0.0458 0.1608 0.1761 0.170 Uiso 1 1 calc R . . N10 N 0.2961(3) 0.5905(13) -0.1914(6) 0.235(10) Uani 1 1 d D . . C051 C 0.1445(3) 0.3140(6) 0.1436(5) 0.133(3) Uani 1 1 d . . . H05A H 0.1355 0.3646 0.1150 0.159 Uiso 1 1 calc R . . H05B H 0.1648 0.2727 0.1295 0.159 Uiso 1 1 calc R . . C052 C 0.2419(3) 0.8849(7) -0.1832(3) 0.110(3) Uani 1 1 d . . . H052 H 0.2347 0.9496 -0.1861 0.132 Uiso 1 1 calc R . . C055 C 0.0544(8) -0.1183(6) 0.2342(5) 0.297(13) Uani 1 1 d . . . H05C H 0.0800 -0.1574 0.2393 0.357 Uiso 1 1 calc R . . H05D H 0.0295 -0.1598 0.2255 0.357 Uiso 1 1 calc R . . C056 C 0.3075(3) 0.4510(7) -0.1694(4) 0.115(3) Uani 1 1 d . . . H056 H 0.3185 0.3892 -0.1698 0.138 Uiso 1 1 calc R . . C057 C 0.2711(3) 0.8447(12) -0.2093(4) 0.125(3) Uani 1 1 d . . . C059 C 0.3203(5) 0.5171(14) -0.2003(6) 0.303(17) Uani 1 1 d D . . C060 C 0.0933(5) 0.6741(6) 0.3483(5) 0.173(6) Uani 1 1 d . . . H06A H 0.1221 0.6935 0.3461 0.208 Uiso 1 1 calc R . . H06B H 0.0948 0.6102 0.3653 0.208 Uiso 1 1 calc R . . C061 C 0.2774(6) 0.4709(13) -0.1352(5) 0.39(3) Uani 1 1 d D . . C062 C 0.2684(5) 0.5676(7) -0.1535(5) 0.145(5) Uani 1 1 d D . . C063 C 0.2978(3) 0.8856(12) -0.2497(5) 0.190(6) Uani 1 1 d . . . H06C H 0.3155 0.8360 -0.2608 0.285 Uiso 1 1 calc R . . H06D H 0.3155 0.9361 -0.2296 0.285 Uiso 1 1 calc R . . H06E H 0.2795 0.9109 -0.2845 0.285 Uiso 1 1 calc R . . C064 C 0.0540(13) -0.0562(8) 0.2897(7) 0.48(3) Uani 1 1 d . . . H06F H 0.0470 -0.0957 0.3205 0.721 Uiso 1 1 calc R . . H06G H 0.0331 -0.0061 0.2799 0.721 Uiso 1 1 calc R . . H06H H 0.0817 -0.0282 0.3031 0.721 Uiso 1 1 calc R . . F1 F 0.28698(19) 0.6605(6) -0.2787(3) 0.206(4) Uani 1 1 d . . . F2 F 0.34336(17) 0.6991(8) -0.2067(4) 0.277(6) Uani 1 1 d . . . C104 C 0.1645(4) 0.3571(10) 0.2068(6) 0.190(6) Uani 1 1 d . . . H10A H 0.1891 0.3953 0.2040 0.284 Uiso 1 1 calc R . . H10B H 0.1730 0.3057 0.2344 0.284 Uiso 1 1 calc R . . H10C H 0.1437 0.3966 0.2201 0.284 Uiso 1 1 calc R . . B1 B 0.2982(6) 0.6879(14) -0.2225(8) 0.166(7) Uani 1 1 d D . . C103 C 0.0759(7) 0.7420(10) 0.3877(5) 0.239(9) Uani 1 1 d . . . H10D H 0.0943 0.7422 0.4263 0.359 Uiso 1 1 calc R . . H10E H 0.0478 0.7220 0.3910 0.359 Uiso 1 1 calc R . . H10F H 0.0747 0.8055 0.3713 0.359 Uiso 1 1 calc R . . C101 C 0.3527(5) 0.498(2) -0.2349(9) 0.338(16) Uani 1 1 d D . . H10G H 0.3579 0.5556 -0.2554 0.507 Uiso 1 1 calc R . . H10H H 0.3429 0.4483 -0.2632 0.507 Uiso 1 1 calc R . . H10I H 0.3787 0.4782 -0.2091 0.507 Uiso 1 1 calc R . . C105 C 0.2536(6) 0.4327(10) -0.0972(8) 0.265(12) Uani 1 1 d . . . H10G H 0.2623 0.3676 -0.0879 0.398 Uiso 1 1 calc R . . H10H H 0.2238 0.4341 -0.1158 0.398 Uiso 1 1 calc R . . H10I H 0.2580 0.4700 -0.0614 0.398 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O20 0.100(3) 0.053(2) 0.103(3) 0.025(2) -0.034(2) -0.024(2) O21 0.110(4) 0.058(2) 0.091(3) 0.016(2) -0.021(3) -0.035(2) O6 0.096(3) 0.070(3) 0.085(3) 0.008(2) -0.005(3) -0.017(3) O7 0.101(4) 0.072(3) 0.101(3) 0.026(2) -0.013(3) -0.035(2) C005 0.083(5) 0.055(4) 0.084(4) 0.014(3) -0.019(3) -0.021(3) N3 0.105(4) 0.052(3) 0.083(3) 0.022(3) -0.007(3) -0.021(3) N4 0.083(4) 0.051(3) 0.094(3) 0.015(2) -0.024(3) -0.012(3) O10 0.149(5) 0.064(3) 0.108(4) 0.026(3) -0.006(3) -0.018(3) C009 0.077(5) 0.066(4) 0.078(4) 0.006(3) 0.002(3) -0.017(3) O9 0.111(4) 0.077(3) 0.136(4) 0.009(3) -0.034(3) -0.028(3) C011 0.092(5) 0.055(3) 0.077(4) 0.014(3) 0.009(4) -0.009(3) C012 0.094(5) 0.058(4) 0.074(4) 0.016(3) -0.015(4) -0.017(3) O4 0.092(4) 0.122(4) 0.079(3) 0.030(3) -0.009(3) -0.032(3) C014 0.107(5) 0.057(4) 0.090(4) 0.026(3) -0.026(4) -0.023(3) C015 0.073(4) 0.063(4) 0.072(4) 0.006(3) -0.001(3) -0.014(3) C016 0.089(5) 0.072(4) 0.078(4) 0.024(3) 0.004(3) -0.010(3) C017 0.116(6) 0.070(4) 0.075(4) 0.000(3) -0.017(4) 0.004(4) C018 0.107(5) 0.069(4) 0.064(4) 0.019(3) -0.021(4) -0.030(4) C019 0.100(5) 0.053(3) 0.077(4) 0.009(3) -0.015(4) -0.015(3) C020 0.104(5) 0.057(4) 0.074(4) 0.019(3) -0.021(4) -0.025(4) C021 0.092(5) 0.064(4) 0.075(4) 0.019(3) -0.007(4) -0.011(4) O5 0.223(7) 0.066(3) 0.072(3) 0.006(2) -0.038(3) -0.018(3) C023 0.090(5) 0.059(4) 0.079(4) 0.003(3) -0.009(4) -0.001(3) C024 0.094(5) 0.055(3) 0.077(4) 0.017(3) -0.022(4) -0.018(3) C025 0.090(5) 0.053(3) 0.077(4) 0.015(3) -0.012(3) -0.014(3) C026 0.105(5) 0.054(4) 0.080(4) 0.015(3) -0.018(4) -0.018(3) C027 0.064(4) 0.115(6) 0.066(4) -0.024(4) 0.005(3) 0.013(4) C028 0.099(5) 0.063(4) 0.060(3) 0.014(3) -0.011(3) -0.020(3) C029 0.106(5) 0.088(5) 0.067(4) 0.006(3) -0.009(4) -0.013(4) C030 0.081(5) 0.096(5) 0.070(4) 0.003(3) 0.005(3) -0.010(4) C031 0.135(7) 0.066(4) 0.072(4) 0.011(3) -0.028(4) -0.036(4) C032 0.110(6) 0.071(4) 0.072(4) 0.014(3) -0.003(4) -0.023(4) C033 0.094(5) 0.065(4) 0.084(4) 0.029(3) -0.014(4) -0.023(3) C034 0.091(5) 0.095(6) 0.076(4) -0.018(4) -0.019(4) 0.015(4) C035 0.085(5) 0.062(4) 0.099(5) 0.027(4) 0.011(4) 0.002(3) O8 0.104(4) 0.089(4) 0.115(4) 0.020(3) -0.013(3) -0.026(3) C037 0.081(5) 0.086(5) 0.092(4) -0.003(4) 0.018(4) -0.008(4) C038 0.102(5) 0.075(4) 0.071(4) 0.004(3) -0.022(4) -0.015(4) C039 0.087(5) 0.093(5) 0.084(4) 0.002(4) 0.020(4) 0.002(4) C040 0.096(5) 0.067(4) 0.084(4) 0.024(3) -0.022(4) -0.016(4) C041 0.114(6) 0.069(4) 0.081(5) 0.018(3) -0.027(4) -0.015(4) O11 0.361(11) 0.069(3) 0.115(4) 0.026(3) 0.139(6) 0.042(5) N2 0.062(4) 0.191(8) 0.073(4) -0.036(5) 0.006(3) -0.003(5) C044 0.111(6) 0.082(4) 0.067(4) 0.005(3) -0.015(4) -0.020(4) C046 0.121(7) 0.078(5) 0.076(5) 0.029(4) -0.011(5) -0.039(5) C047 0.104(6) 0.070(4) 0.102(6) 0.017(4) -0.035(5) -0.015(4) C048 0.091(5) 0.076(4) 0.084(4) 0.009(3) -0.002(4) -0.029(4) C049 0.122(7) 0.098(5) 0.109(5) 0.027(4) -0.002(5) -0.033(5) N10 0.092(7) 0.41(2) 0.176(11) -0.216(14) -0.044(7) 0.134(10) C051 0.114(7) 0.081(5) 0.172(9) 0.016(5) -0.043(6) -0.037(5) C052 0.100(6) 0.144(7) 0.084(5) 0.034(5) 0.017(5) -0.018(5) C055 0.75(4) 0.071(6) 0.137(9) 0.030(6) 0.245(17) 0.067(12) C056 0.108(7) 0.138(7) 0.101(6) -0.030(5) 0.024(5) 0.022(6) C057 0.076(6) 0.222(12) 0.078(5) 0.002(7) 0.015(4) -0.002(7) C059 0.199(18) 0.60(5) 0.100(9) 0.039(17) 0.012(10) -0.22(3) C060 0.278(15) 0.071(5) 0.118(7) 0.008(5) -0.083(8) -0.033(7) C061 0.28(3) 0.79(7) 0.062(7) 0.089(18) -0.045(10) -0.30(4) C062 0.191(12) 0.109(7) 0.095(7) -0.035(5) -0.067(8) 0.052(8) C063 0.086(7) 0.357(19) 0.131(8) 0.036(10) 0.030(6) -0.072(9) C064 1.26(10) 0.101(8) 0.189(13) 0.021(8) 0.40(3) 0.04(2) F1 0.149(5) 0.343(10) 0.141(5) -0.150(6) 0.066(4) -0.089(5) F2 0.062(4) 0.430(13) 0.336(10) -0.291(10) 0.031(5) -0.023(5) C104 0.148(10) 0.203(12) 0.189(11) -0.016(10) -0.035(8) -0.095(9) B1 0.136(14) 0.184(15) 0.168(15) -0.055(13) 0.007(10) 0.045(11) C103 0.41(3) 0.165(12) 0.103(8) -0.024(8) -0.052(11) -0.005(14) C101 0.187(15) 0.53(4) 0.28(2) -0.25(2) -0.005(14) 0.159(19) C105 0.32(2) 0.157(11) 0.235(15) -0.131(12) -0.137(15) 0.149(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O20 C005 1.387(7) . ? O20 C014 1.430(7) . ? O21 C024 1.389(8) . ? O21 C031 1.422(8) . ? O6 C021 1.208(8) . ? O7 C021 1.334(7) . ? O7 C048 1.490(8) . ? C005 C023 1.355(9) . ? C005 C025 1.409(8) . ? N3 C032 1.410(8) . ? N3 C020 1.442(9) . ? N3 C033 1.448(7) . ? N4 C025 1.407(8) . ? N4 C016 1.446(8) . ? N4 C040 1.437(8) . ? O10 C035 1.166(7) . ? C009 C011 1.373(9) . ? C009 C015 1.388(9) . ? O9 C047 1.350(9) . ? O9 C051 1.422(10) . ? C011 C025 1.407(8) . ? C012 C018 1.360(9) . ? C012 C026 1.411(9) . ? C012 C019 1.511(10) . ? O4 C046 1.210(10) . ? C014 C031 1.493(10) . ? C015 C023 1.413(8) . ? C015 C037 1.489(9) . ? C016 C035 1.504(8) . ? C017 C044 1.354(10) . ? C017 C029 1.398(10) . ? C017 C034 1.500(11) . ? C018 C028 1.411(9) . ? C019 C038 1.389(9) . ? C019 C041 1.397(10) . ? C020 C028 1.360(8) . ? C020 C024 1.426(9) . ? C021 C033 1.491(10) . ? O5 C046 1.322(10) . ? O5 C060 1.421(10) . ? C024 C026 1.364(10) . ? C027 C034 1.347(11) . ? C027 C030 1.427(10) . ? C027 N2 1.439(9) . ? C029 C038 1.424(10) . ? C030 C052 1.392(10) . ? C030 C039 1.487(9) . ? C032 C046 1.512(10) . ? C034 C062 1.458(15) . ? C035 O11 1.315(9) . ? O8 C047 1.192(9) . ? C040 C047 1.521(11) . ? C041 C044 1.379(11) . ? O11 C055 1.423(9) . ? N2 C057 1.354(13) . ? N2 B1 1.397(18) . ? C048 C049 1.499(9) . ? N10 C059 1.323(18) . ? N10 C062 1.40(2) . ? N10 B1 1.543(16) . ? N10 C056 2.02(2) . ? C051 C104 1.585(15) . ? C052 C057 1.329(13) . ? C055 C064 1.546(14) . ? C056 C061 1.39(2) . ? C056 C059 1.281(16) . ? C057 C063 1.497(13) . ? C059 C101 1.452(15) . ? C060 C103 1.495(17) . ? C061 C105 1.38(3) . ? C061 C062 1.424(14) . ? F1 B1 1.328(18) . ? F2 B1 1.423(19) . ? 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 C005 O20 C014 116.4(5) . . ? C024 O21 C031 118.3(5) . . ? C021 O7 C048 115.5(5) . . ? C023 C005 O20 124.0(5) . . ? C023 C005 C025 121.6(6) . . ? O20 C005 C025 114.3(6) . . ? C032 N3 C020 118.3(5) . . ? C032 N3 C033 115.9(5) . . ? C020 N3 C033 119.8(6) . . ? C025 N4 C016 119.2(5) . . ? C025 N4 C040 119.6(6) . . ? C016 N4 C040 119.1(5) . . ? C011 C009 C015 121.1(6) . . ? C047 O9 C051 118.2(8) . . ? C009 C011 C025 121.7(6) . . ? C018 C012 C026 119.4(7) . . ? C018 C012 C019 120.8(6) . . ? C026 C012 C019 119.7(6) . . ? O20 C014 C031 106.1(5) . . ? C009 C015 C023 117.6(6) . . ? C009 C015 C037 121.8(5) . . ? C023 C015 C037 120.5(6) . . ? N4 C016 C035 118.0(6) . . ? C044 C017 C029 119.7(8) . . ? C044 C017 C034 123.0(6) . . ? C029 C017 C034 117.3(7) . . ? C012 C018 C028 120.4(6) . . ? C038 C019 C041 117.6(7) . . ? C038 C019 C012 120.2(6) . . ? C041 C019 C012 122.2(7) . . ? C028 C020 C024 117.6(7) . . ? C028 C020 N3 122.6(6) . . ? C024 C020 N3 119.5(6) . . ? O6 C021 O7 124.0(7) . . ? O6 C021 C033 127.8(6) . . ? O7 C021 C033 108.3(6) . . ? C046 O5 C060 119.7(8) . . ? C005 C023 C015 121.3(6) . . ? C026 C024 O21 123.6(6) . . ? C026 C024 C020 121.4(6) . . ? O21 C024 C020 115.1(6) . . ? C011 C025 N4 122.5(5) . . ? C011 C025 C005 116.6(6) . . ? N4 C025 C005 120.8(5) . . ? C024 C026 C012 119.8(7) . . ? C034 C027 C030 132.9(6) . . ? C034 C027 N2 122.7(8) . . ? C030 C027 N2 104.4(8) . . ? C020 C028 C018 121.4(6) . . ? C017 C029 C038 118.2(7) . . ? C052 C030 C027 106.4(7) . . ? C052 C030 C039 127.2(7) . . ? C027 C030 C039 126.4(6) . . ? O21 C031 C014 107.9(6) . . ? N3 C032 C046 115.3(7) . . ? N3 C033 C021 113.4(6) . . ? C027 C034 C062 114.6(9) . . ? C027 C034 C017 121.0(6) . . ? C062 C034 C017 124.3(9) . . ? O10 C035 O11 121.0(6) . . ? O10 C035 C016 127.4(7) . . ? O11 C035 C016 111.6(6) . . ? C019 C038 C029 121.6(6) . . ? N4 C040 C047 113.9(6) . . ? C044 C041 C019 120.7(7) . . ? C035 O11 C055 111.5(6) . . ? C057 N2 B1 120.6(11) . . ? C057 N2 C027 109.5(7) . . ? B1 N2 C027 129.5(12) . . ? C017 C044 C041 122.2(7) . . ? O4 C046 O5 122.2(7) . . ? O4 C046 C032 125.8(8) . . ? O5 C046 C032 112.0(8) . . ? O8 C047 O9 123.6(8) . . ? O8 C047 C040 127.5(7) . . ? O9 C047 C040 108.8(8) . . ? O7 C048 C049 105.8(6) . . ? C059 N10 C062 112.6(17) . . ? C059 N10 B1 121.6(16) . . ? C062 N10 B1 125.7(9) . . ? C059 N10 C056 38.3(8) . . ? C062 N10 C056 74.3(11) . . ? B1 N10 C056 159.8(11) . . ? O9 C051 C104 103.4(8) . . ? C057 C052 C030 111.3(10) . . ? O11 C055 C064 102.7(7) . . ? C061 C056 C059 120.5(13) . . ? C061 C056 N10 80.8(8) . . ? C059 C056 N10 39.8(10) . . ? C052 C057 N2 108.5(9) . . ? C052 C057 C063 131.3(14) . . ? N2 C057 C063 120.2(11) . . ? N10 C059 C056 101.9(15) . . ? N10 C059 C101 136.9(19) . . ? C056 C059 C101 121(2) . . ? O5 C060 C103 112.4(10) . . ? C105 C061 C056 145.0(17) . . ? C105 C061 C062 116.7(19) . . ? C056 C061 C062 98.1(11) . . ? N10 C062 C061 106.6(15) . . ? N10 C062 C034 121.4(11) . . ? C061 C062 C034 131.6(17) . . ? F1 B1 F2 109.9(12) . . ? F1 B1 N2 123.1(15) . . ? F2 B1 N2 116.9(13) . . ? F1 B1 N10 99.9(13) . . ? F2 B1 N10 96.6(14) . . ? N2 B1 N10 104.8(12) . . ? 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 C014 O20 C005 C023 -18.6(10) . . . . ? C014 O20 C005 C025 158.8(6) . . . . ? C015 C009 C011 C025 -1.1(10) . . . . ? C005 O20 C014 C031 -171.0(6) . . . . ? C011 C009 C015 C023 0.3(9) . . . . ? C011 C009 C015 C037 176.6(6) . . . . ? C025 N4 C016 C035 -83.7(8) . . . . ? C040 N4 C016 C035 79.7(8) . . . . ? C026 C012 C018 C028 -0.6(10) . . . . ? C019 C012 C018 C028 179.1(6) . . . . ? C018 C012 C019 C038 27.1(9) . . . . ? C026 C012 C019 C038 -153.2(6) . . . . ? C018 C012 C019 C041 -151.4(6) . . . . ? C026 C012 C019 C041 28.3(9) . . . . ? C032 N3 C020 C028 14.5(9) . . . . ? C033 N3 C020 C028 -137.3(6) . . . . ? C032 N3 C020 C024 -159.2(6) . . . . ? C033 N3 C020 C024 49.1(8) . . . . ? C048 O7 C021 O6 -3.1(9) . . . . ? C048 O7 C021 C033 176.0(5) . . . . ? O20 C005 C023 C015 173.6(6) . . . . ? C025 C005 C023 C015 -3.6(10) . . . . ? C009 C015 C023 C005 2.1(9) . . . . ? C037 C015 C023 C005 -174.3(6) . . . . ? C031 O21 C024 C026 -0.7(9) . . . . ? C031 O21 C024 C020 177.2(5) . . . . ? C028 C020 C024 C026 2.6(9) . . . . ? N3 C020 C024 C026 176.6(6) . . . . ? C028 C020 C024 O21 -175.4(5) . . . . ? N3 C020 C024 O21 -1.4(8) . . . . ? C009 C011 C025 N4 -176.0(6) . . . . ? C009 C011 C025 C005 -0.4(10) . . . . ? C016 N4 C025 C011 29.6(9) . . . . ? C040 N4 C025 C011 -133.7(6) . . . . ? C016 N4 C025 C005 -145.8(6) . . . . ? C040 N4 C025 C005 50.8(9) . . . . ? C023 C005 C025 C011 2.7(10) . . . . ? O20 C005 C025 C011 -174.8(6) . . . . ? C023 C005 C025 N4 178.5(6) . . . . ? O20 C005 C025 N4 0.9(9) . . . . ? O21 C024 C026 C012 176.6(5) . . . . ? C020 C024 C026 C012 -1.2(10) . . . . ? C018 C012 C026 C024 0.2(9) . . . . ? C019 C012 C026 C024 -179.5(6) . . . . ? C024 C020 C028 C018 -3.0(9) . . . . ? N3 C020 C028 C018 -176.8(6) . . . . ? C012 C018 C028 C020 2.1(10) . . . . ? C044 C017 C029 C038 -1.6(10) . . . . ? C034 C017 C029 C038 179.3(6) . . . . ? C034 C027 C030 C052 176.4(8) . . . . ? N2 C027 C030 C052 -1.2(7) . . . . ? C034 C027 C030 C039 -4.1(12) . . . . ? N2 C027 C030 C039 178.3(6) . . . . ? C024 O21 C031 C014 -176.8(5) . . . . ? O20 C014 C031 O21 -72.2(7) . . . . ? C020 N3 C032 C046 -87.0(7) . . . . ? C033 N3 C032 C046 65.9(8) . . . . ? C032 N3 C033 C021 83.5(7) . . . . ? C020 N3 C033 C021 -124.1(6) . . . . ? O6 C021 C033 N3 -0.1(10) . . . . ? O7 C021 C033 N3 -179.2(6) . . . . ? C030 C027 C034 C062 -179.9(7) . . . . ? N2 C027 C034 C062 -2.6(10) . . . . ? C030 C027 C034 C017 -0.5(12) . . . . ? N2 C027 C034 C017 176.7(6) . . . . ? C044 C017 C034 C027 95.2(9) . . . . ? C029 C017 C034 C027 -85.8(8) . . . . ? C044 C017 C034 C062 -85.5(9) . . . . ? C029 C017 C034 C062 93.5(9) . . . . ? N4 C016 C035 O10 144.6(8) . . . . ? N4 C016 C035 O11 -37.7(9) . . . . ? C041 C019 C038 C029 -0.1(10) . . . . ? C012 C019 C038 C029 -178.7(6) . . . . ? C017 C029 C038 C019 1.3(10) . . . . ? C025 N4 C040 C047 -121.6(6) . . . . ? C016 N4 C040 C047 74.9(7) . . . . ? C038 C019 C041 C044 -0.9(10) . . . . ? C012 C019 C041 C044 177.6(6) . . . . ? O10 C035 O11 C055 1.8(15) . . . . ? C016 C035 O11 C055 -176.0(12) . . . . ? C034 C027 N2 C057 -176.7(7) . . . . ? C030 C027 N2 C057 1.1(8) . . . . ? C034 C027 N2 B1 10.6(14) . . . . ? C030 C027 N2 B1 -171.5(12) . . . . ? C029 C017 C044 C041 0.6(11) . . . . ? C034 C017 C044 C041 179.7(7) . . . . ? C019 C041 C044 C017 0.7(11) . . . . ? C060 O5 C046 O4 -4.5(12) . . . . ? C060 O5 C046 C032 177.7(8) . . . . ? N3 C032 C046 O4 8.1(10) . . . . ? N3 C032 C046 O5 -174.2(6) . . . . ? C051 O9 C047 O8 -2.6(11) . . . . ? C051 O9 C047 C040 179.4(6) . . . . ? N4 C040 C047 O8 4.3(11) . . . . ? N4 C040 C047 O9 -177.8(6) . . . . ? C021 O7 C048 C049 -175.6(6) . . . . ? C047 O9 C051 C104 -165.7(8) . . . . ? C027 C030 C052 C057 0.9(9) . . . . ? C039 C030 C052 C057 -178.6(7) . . . . ? C035 O11 C055 C064 -175.1(17) . . . . ? C059 N10 C056 C061 176.6(14) . . . . ? C062 N10 C056 C061 -2.7(8) . . . . ? B1 N10 C056 C061 -176(3) . . . . ? C062 N10 C056 C059 -179.3(13) . . . . ? B1 N10 C056 C059 7(3) . . . . ? C030 C052 C057 N2 -0.1(10) . . . . ? C030 C052 C057 C063 177.3(9) . . . . ? B1 N2 C057 C052 172.7(10) . . . . ? C027 N2 C057 C052 -0.7(10) . . . . ? B1 N2 C057 C063 -5.0(15) . . . . ? C027 N2 C057 C063 -178.4(7) . . . . ? C062 N10 C059 C056 0.7(14) . . . . ? B1 N10 C059 C056 -177.1(11) . . . . ? C062 N10 C059 C101 178.1(16) . . . . ? B1 N10 C059 C101 0(3) . . . . ? C056 N10 C059 C101 177(3) . . . . ? C061 C056 C059 N10 -3.9(16) . . . . ? C061 C056 C059 C101 178.2(13) . . . . ? N10 C056 C059 C101 -178(2) . . . . ? C046 O5 C060 C103 -170.0(9) . . . . ? C059 C056 C061 C105 179(2) . . . . ? N10 C056 C061 C105 176(2) . . . . ? C059 C056 C061 C062 5.1(15) . . . . ? N10 C056 C061 C062 2.6(8) . . . . ? C059 N10 C062 C061 2.2(13) . . . . ? B1 N10 C062 C061 180.0(13) . . . . ? C056 N10 C062 C061 2.7(8) . . . . ? C059 N10 C062 C034 175.8(9) . . . . ? B1 N10 C062 C034 -6.5(16) . . . . ? C056 N10 C062 C034 176.3(8) . . . . ? C105 C061 C062 N10 -179.9(11) . . . . ? C056 C061 C062 N10 -3.9(12) . . . . ? C105 C061 C062 C034 7(2) . . . . ? C056 C061 C062 C034 -176.5(9) . . . . ? C027 C034 C062 N10 1.3(11) . . . . ? C017 C034 C062 N10 -178.0(7) . . . . ? C027 C034 C062 C061 173.0(12) . . . . ? C017 C034 C062 C061 -6.3(16) . . . . ? C057 N2 B1 F1 -72.6(19) . . . . ? C027 N2 B1 F1 99.3(18) . . . . ? C057 N2 B1 F2 69.3(19) . . . . ? C027 N2 B1 F2 -118.8(14) . . . . ? C057 N2 B1 N10 174.8(9) . . . . ? C027 N2 B1 N10 -13.3(18) . . . . ? C059 N10 B1 F1 60.5(17) . . . . ? C062 N10 B1 F1 -117.0(12) . . . . ? C056 N10 B1 F1 55(3) . . . . ? C059 N10 B1 F2 -51.1(16) . . . . ? C062 N10 B1 F2 131.4(10) . . . . ? C056 N10 B1 F2 -56(3) . . . . ? C059 N10 B1 N2 -171.2(11) . . . . ? C062 N10 B1 N2 11.2(18) . . . . ? C056 N10 B1 N2 -176(2) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 58.93 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.275 _refine_diff_density_min -0.617 _refine_diff_density_rms 0.119