# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound8 _vrf_PLAT222_compound8 ; PROBLEM: Large Non-Solvent H Uiso(max)/Uiso(min) .. 10.0 Ratio RESPONSE: Disorder of both thiophen rings on two positions (55:45, 56:44). They were restrained to be same and refined isotropically, all other non-hydrogen atoms were refined anisotropically. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H7 B F10 N2 S' _chemical_formula_sum 'C22 H7 B F10 N2 S' _chemical_formula_weight 532.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.234(2) _cell_length_b 15.755(9) _cell_length_c 22.977(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4067(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 31 _cell_measurement_theta_min 3.58 _cell_measurement_theta_max 12.54 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.738 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 0.266 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9439 _exptl_absorpt_correction_T_max 0.9688 _exptl_absorpt_process_details 'SADABS - Bruker Nonius area detector scaling and absorption correction - V2.10' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32223 _diffrn_reflns_av_R_equivalents 0.0686 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6853 _reflns_number_gt 5310 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EVALCCD (Duisenberg,1998,Thesis.Utrecht University.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Disorder of both thiophen rings on two positions (55:45, 56:44). They were restrained to be same and refined isotropically, all other non-hydrogen atoms were refined anisotropically. meroedric twin 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^)+(0.0580P)^2^+12.8640P] 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 0.0009(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.5(2) _refine_ls_number_reflns 6853 _refine_ls_number_parameters 635 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.1020 _refine_ls_R_factor_gt 0.0745 _refine_ls_wR_factor_ref 0.1753 _refine_ls_wR_factor_gt 0.1614 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.101 _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 S1A S 0.1442(3) 0.5816(3) 0.39410(18) 0.0283(11) Uiso 0.553(8) 1 d PD A 1 C20A C 0.0713(19) 0.5295(11) 0.3401(6) 0.029(7) Uiso 0.553(8) 1 d PD A 1 H20A H 0.0307 0.4774 0.3465 0.035 Uiso 0.553(8) 1 calc PR A 1 C21A C 0.0748(16) 0.5668(10) 0.2881(6) 0.031(6) Uiso 0.553(8) 1 d PD A 1 H21A H 0.0412 0.5450 0.2533 0.037 Uiso 0.553(8) 1 calc PR A 1 C22A C 0.1383(15) 0.6460(10) 0.2935(7) 0.045(5) Uiso 0.553(8) 1 d PD A 1 H22A H 0.1477 0.6837 0.2615 0.054 Uiso 0.553(8) 1 calc PR A 1 C19A C 0.1848(6) 0.6640(4) 0.3481(2) 0.0276(15) Uiso 0.553(8) 1 d PD A 1 S1B S 0.1516(4) 0.6462(3) 0.2763(2) 0.0292(15) Uiso 0.447(8) 1 d PD A 2 C20B C 0.0900(18) 0.5509(11) 0.2915(7) 0.023(6) Uiso 0.447(8) 1 d PD A 2 H20B H 0.0619 0.5145 0.2615 0.028 Uiso 0.447(8) 1 calc PR A 2 C21B C 0.083(2) 0.5293(13) 0.3474(8) 0.023(8) Uiso 0.447(8) 1 d PD A 2 H21B H 0.0496 0.4784 0.3626 0.028 Uiso 0.447(8) 1 calc PR A 2 C22B C 0.134(3) 0.5982(14) 0.3807(8) 0.077(11) Uiso 0.447(8) 1 d PD A 2 H22B H 0.1341 0.5986 0.4221 0.092 Uiso 0.447(8) 1 calc PR A 2 C19B C 0.1848(6) 0.6640(4) 0.3481(2) 0.0276(15) Uiso 0.447(8) 1 d PD A 2 F1 F 0.1796(4) 0.9272(3) 0.26204(17) 0.0443(11) Uani 1 1 d . . . F2 F 0.2074(5) 0.9267(3) 0.14464(19) 0.0571(13) Uani 1 1 d . A . F3 F 0.3581(4) 0.8144(3) 0.09398(15) 0.0496(12) Uani 1 1 d . . . F4 F 0.4761(4) 0.6999(3) 0.16029(17) 0.0480(12) Uani 1 1 d . A . F5 F 0.4481(4) 0.6996(3) 0.27716(17) 0.0409(11) Uani 1 1 d . . . F6 F 0.3793(3) 0.6196(2) 0.46612(18) 0.0386(10) Uani 1 1 d . . . F7 F 0.3313(4) 0.5511(3) 0.5710(2) 0.0591(14) Uani 1 1 d . A . F8 F 0.1703(4) 0.6267(3) 0.64244(16) 0.0629(16) Uani 1 1 d . . . F9 F 0.0563(4) 0.7713(3) 0.60767(18) 0.0565(14) Uani 1 1 d . A . F10 F 0.1033(4) 0.8377(3) 0.50229(19) 0.0440(11) Uani 1 1 d . . . N1 N 0.2984(5) 0.8102(4) 0.3337(2) 0.0308(14) Uani 1 1 d . A . N2 N 0.2726(4) 0.7701(3) 0.4284(2) 0.0236(12) Uani 1 1 d . A . B1 B 0.2503(7) 0.7441(5) 0.3695(3) 0.0259(17) Uani 1 1 d . . . C1 C 0.3501(5) 0.8737(4) 0.3694(3) 0.0241(15) Uani 1 1 d . . . C2 C 0.3350(5) 0.8492(4) 0.4264(3) 0.0210(14) Uani 1 1 d . A . C3 C 0.3765(5) 0.8942(4) 0.4729(2) 0.0213(14) Uani 1 1 d . . . H3 H 0.3650 0.8757 0.5119 0.026 Uiso 1 1 calc R A . C4 C 0.4382(6) 0.9707(4) 0.4593(3) 0.0262(15) Uani 1 1 d . A . H4 H 0.4702 1.0048 0.4897 0.031 Uiso 1 1 calc R . . C5 C 0.4518(6) 0.9956(4) 0.4007(3) 0.0282(15) Uani 1 1 d . . . H5 H 0.4920 1.0469 0.3916 0.034 Uiso 1 1 calc R A . C6 C 0.4058(6) 0.9445(4) 0.3557(3) 0.0228(14) Uani 1 1 d . A . H6 H 0.4148 0.9608 0.3161 0.027 Uiso 1 1 calc R . . C7 C 0.3111(6) 0.8128(4) 0.2722(3) 0.0247(14) Uani 1 1 d . . . C8 C 0.2517(6) 0.8701(4) 0.2382(3) 0.0273(15) Uani 1 1 d . A . C9 C 0.2705(7) 0.8722(5) 0.1773(3) 0.039(2) Uani 1 1 d . . . C10 C 0.3449(7) 0.8146(5) 0.1532(3) 0.0392(19) Uani 1 1 d . A . C11 C 0.4018(6) 0.7566(5) 0.1851(3) 0.0348(18) Uani 1 1 d . . . C12 C 0.3887(5) 0.7548(5) 0.2448(3) 0.0274(16) Uani 1 1 d . A . C13 C 0.2413(6) 0.7305(4) 0.4820(2) 0.0222(14) Uani 1 1 d . . . C14 C 0.2990(6) 0.6560(4) 0.5002(3) 0.0325(17) Uani 1 1 d . A . C15 C 0.2723(6) 0.6212(5) 0.5539(3) 0.0359(18) Uani 1 1 d . . . C16 C 0.1922(6) 0.6601(5) 0.5895(3) 0.0362(19) Uani 1 1 d . A . C17 C 0.1325(6) 0.7324(5) 0.5726(3) 0.0325(17) Uani 1 1 d . . . C18 C 0.1602(6) 0.7663(4) 0.5181(3) 0.0268(15) Uani 1 1 d . A . S2A S 0.1363(4) 0.0854(3) 0.35438(17) 0.0312(11) Uiso 0.559(9) 1 d PD B 1 C42A C 0.1022(11) 0.0150(8) 0.4070(5) 0.024(4) Uiso 0.559(9) 1 d PD B 1 H42A H 0.0702 -0.0394 0.3985 0.029 Uiso 0.559(9) 1 calc PR B 1 C43A C 0.1231(13) 0.0406(9) 0.4619(6) 0.031(4) Uiso 0.559(9) 1 d PD B 1 H43A H 0.1012 0.0117 0.4966 0.037 Uiso 0.559(9) 1 calc PR B 1 C44A C 0.1851(16) 0.1203(10) 0.4578(6) 0.031(6) Uiso 0.559(9) 1 d PD B 1 H44A H 0.2177 0.1473 0.4912 0.037 Uiso 0.559(9) 1 calc PR B 1 C41A C 0.1953(5) 0.1568(4) 0.4017(2) 0.0271(15) Uiso 0.559(9) 1 d PD B 1 S2B S 0.1789(5) 0.1226(4) 0.4697(3) 0.0253(17) Uiso 0.441(9) 1 d PD B 2 C42B C 0.1063(13) 0.0328(8) 0.4477(6) 0.011(4) Uiso 0.441(9) 1 d PD B 2 H42B H 0.0817 -0.0093 0.4747 0.013 Uiso 0.441(9) 1 calc PR B 2 C43B C 0.0856(14) 0.0246(10) 0.3905(6) 0.021(4) Uiso 0.441(9) 1 d PD B 2 H43B H 0.0449 -0.0204 0.3715 0.025 Uiso 0.441(9) 1 calc PR B 2 C44B C 0.139(4) 0.099(2) 0.3636(10) 0.15(3) Uiso 0.441(9) 1 d PD B 2 H44B H 0.1356 0.1090 0.3228 0.176 Uiso 0.441(9) 1 calc PR B 2 C41B C 0.1953(5) 0.1568(4) 0.4017(2) 0.0271(15) Uiso 0.441(9) 1 d PD B 2 F11 F 0.0741(4) 0.3606(3) 0.27226(19) 0.0467(11) Uani 1 1 d . . . F12 F 0.0025(4) 0.3253(3) 0.16341(19) 0.0529(13) Uani 1 1 d . B . F13 F 0.0994(4) 0.1950(4) 0.10365(17) 0.0650(16) Uani 1 1 d . . . F14 F 0.2679(4) 0.0962(3) 0.1552(2) 0.0706(17) Uani 1 1 d . B . F15 F 0.3435(4) 0.1315(3) 0.26508(19) 0.0469(11) Uani 1 1 d . . . F16 F 0.4758(3) 0.1790(2) 0.46468(16) 0.0331(9) Uani 1 1 d . . . F17 F 0.5240(3) 0.1668(3) 0.57966(17) 0.0379(10) Uani 1 1 d . B . F18 F 0.4204(4) 0.2740(3) 0.65608(16) 0.0439(11) Uani 1 1 d . . . F19 F 0.2631(4) 0.3929(3) 0.61779(16) 0.0447(11) Uani 1 1 d . B . F20 F 0.2116(4) 0.4045(3) 0.50257(16) 0.0376(10) Uani 1 1 d . . . N3 N 0.2604(5) 0.2753(3) 0.3259(2) 0.0273(13) Uani 1 1 d . B . N4 N 0.3167(4) 0.2988(3) 0.4203(2) 0.0250(12) Uani 1 1 d . B . B2 B 0.2559(6) 0.2397(5) 0.3824(3) 0.0273(18) Uani 1 1 d . . . C23 C 0.3236(5) 0.3555(4) 0.3296(3) 0.0250(15) Uani 1 1 d . . . C24 C 0.3576(6) 0.3684(4) 0.3862(3) 0.0284(15) Uani 1 1 d . B . C25 C 0.4166(6) 0.4380(4) 0.4017(3) 0.0210(14) Uani 1 1 d . . . H25 H 0.4357 0.4481 0.4414 0.025 Uiso 1 1 calc R B . C26 C 0.4502(6) 0.4963(5) 0.3585(3) 0.0322(17) Uani 1 1 d . B . H26 H 0.4949 0.5453 0.3685 0.039 Uiso 1 1 calc R . . C27 C 0.4181(6) 0.4820(4) 0.3014(3) 0.0297(16) Uani 1 1 d . . . H27 H 0.4394 0.5222 0.2725 0.036 Uiso 1 1 calc R B . C28 C 0.3540(5) 0.4085(4) 0.2852(2) 0.0179(13) Uani 1 1 d . B . H28 H 0.3334 0.3969 0.2458 0.021 Uiso 1 1 calc R . . C29 C 0.2146(6) 0.2478(4) 0.2719(3) 0.0289(16) Uani 1 1 d . . . C30 C 0.1219(6) 0.2946(5) 0.2438(3) 0.0294(16) Uani 1 1 d . B . C31 C 0.0871(7) 0.2772(5) 0.1888(3) 0.0340(17) Uani 1 1 d . . . C32 C 0.1339(7) 0.2112(6) 0.1590(3) 0.045(2) Uani 1 1 d . B . C33 C 0.2192(7) 0.1615(5) 0.1841(3) 0.039(2) Uani 1 1 d . . . C34 C 0.2596(6) 0.1781(4) 0.2405(3) 0.0298(15) Uani 1 1 d . B . C35 C 0.3407(6) 0.2915(4) 0.4806(2) 0.0245(15) Uani 1 1 d . . . C36 C 0.4204(6) 0.2329(4) 0.5016(3) 0.0264(15) Uani 1 1 d . B . C37 C 0.4475(5) 0.2265(4) 0.5604(3) 0.0231(15) Uani 1 1 d . . . C38 C 0.3937(6) 0.2812(4) 0.5990(3) 0.0284(16) Uani 1 1 d . B . C39 C 0.3139(5) 0.3404(4) 0.5798(3) 0.0233(14) Uani 1 1 d . . . C40 C 0.2891(6) 0.3457(4) 0.5200(3) 0.0260(15) Uani 1 1 d . B . 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 0.049(3) 0.034(3) 0.050(2) -0.006(2) -0.013(2) 0.015(2) F2 0.085(4) 0.036(3) 0.050(3) 0.018(2) -0.026(2) -0.018(3) F3 0.063(3) 0.072(3) 0.0137(18) 0.0052(19) 0.0001(18) -0.038(2) F4 0.043(2) 0.064(3) 0.037(2) -0.019(2) 0.0125(19) -0.012(2) F5 0.045(3) 0.040(3) 0.038(2) 0.0019(19) 0.0075(18) 0.015(2) F6 0.035(2) 0.026(2) 0.055(3) -0.0073(19) -0.0039(19) 0.0146(18) F7 0.063(3) 0.038(3) 0.076(3) 0.033(2) -0.038(3) -0.010(2) F8 0.071(3) 0.092(4) 0.026(2) 0.025(2) -0.014(2) -0.055(3) F9 0.050(3) 0.079(4) 0.041(2) -0.030(2) 0.026(2) -0.037(3) F10 0.037(2) 0.030(3) 0.064(3) -0.002(2) 0.020(2) 0.008(2) N1 0.035(3) 0.036(4) 0.021(3) 0.004(2) 0.008(2) 0.008(3) N2 0.027(3) 0.017(3) 0.027(3) 0.003(2) 0.003(2) 0.003(2) B1 0.019(4) 0.025(5) 0.034(4) 0.009(3) 0.002(3) 0.006(3) C1 0.017(3) 0.021(4) 0.035(4) -0.007(3) -0.003(3) 0.012(3) C2 0.020(3) 0.011(3) 0.032(3) 0.002(3) 0.006(3) 0.007(3) C3 0.028(3) 0.020(4) 0.016(3) -0.002(2) 0.001(2) 0.008(3) C4 0.035(4) 0.016(4) 0.027(3) -0.008(3) -0.005(3) 0.001(3) C5 0.036(4) 0.015(4) 0.034(4) 0.003(3) 0.002(3) -0.004(3) C6 0.029(3) 0.017(4) 0.023(3) 0.001(3) -0.001(3) 0.016(3) C7 0.027(3) 0.022(4) 0.025(3) -0.001(3) 0.004(3) 0.002(3) C8 0.027(3) 0.022(4) 0.033(3) -0.003(3) -0.011(3) 0.003(3) C9 0.047(5) 0.027(4) 0.041(4) 0.017(3) -0.028(4) -0.028(4) C10 0.038(4) 0.047(5) 0.032(4) -0.005(4) -0.002(3) -0.022(4) C11 0.026(4) 0.035(5) 0.043(4) -0.013(4) 0.008(3) -0.018(3) C12 0.024(4) 0.034(4) 0.025(3) 0.007(3) 0.005(3) 0.000(3) C13 0.029(3) 0.022(4) 0.015(3) 0.005(2) 0.001(2) -0.001(3) C14 0.038(4) 0.024(4) 0.035(4) -0.004(3) -0.008(3) -0.002(3) C15 0.038(4) 0.031(4) 0.039(4) 0.015(3) -0.016(3) -0.014(3) C16 0.044(4) 0.047(5) 0.018(3) 0.007(3) -0.009(3) -0.035(4) C17 0.028(4) 0.043(5) 0.026(3) -0.009(3) 0.012(3) -0.015(4) C18 0.039(4) 0.021(4) 0.021(3) 0.003(3) 0.000(3) 0.004(3) F11 0.043(3) 0.039(3) 0.058(3) -0.014(2) -0.017(2) 0.014(2) F12 0.050(3) 0.060(3) 0.049(3) 0.026(2) -0.026(2) -0.023(2) F13 0.066(3) 0.104(4) 0.024(2) -0.023(2) 0.002(2) -0.055(3) F14 0.062(3) 0.051(3) 0.099(4) -0.055(3) 0.048(3) -0.034(3) F15 0.047(3) 0.027(2) 0.066(3) 0.000(2) 0.026(2) 0.009(2) F16 0.031(2) 0.029(2) 0.039(2) -0.0085(18) -0.0047(17) 0.0122(18) F17 0.035(2) 0.040(3) 0.039(2) 0.0171(19) -0.0101(17) 0.0031(19) F18 0.048(3) 0.058(3) 0.025(2) 0.006(2) -0.0021(17) -0.018(2) F19 0.065(3) 0.033(3) 0.036(2) -0.0094(18) 0.024(2) -0.015(2) F20 0.045(2) 0.028(2) 0.040(2) 0.0013(18) 0.0060(18) 0.013(2) N3 0.030(3) 0.031(3) 0.021(3) -0.007(2) -0.003(2) -0.005(3) N4 0.025(3) 0.021(3) 0.029(3) 0.006(2) 0.001(2) 0.000(2) B2 0.014(4) 0.029(5) 0.039(4) -0.006(3) 0.006(3) 0.004(3) C23 0.018(3) 0.012(3) 0.044(4) 0.002(3) 0.002(3) 0.002(3) C24 0.023(3) 0.033(4) 0.029(3) -0.001(3) 0.001(3) 0.006(3) C25 0.036(4) 0.007(3) 0.019(3) 0.001(2) 0.009(3) 0.008(3) C26 0.037(4) 0.014(4) 0.045(4) 0.000(3) 0.005(3) 0.001(3) C27 0.033(4) 0.021(4) 0.035(4) 0.009(3) 0.013(3) -0.001(3) C28 0.018(3) 0.026(4) 0.010(3) 0.007(2) 0.002(2) 0.002(3) C29 0.038(4) 0.028(4) 0.022(3) -0.002(3) 0.003(3) 0.001(3) C30 0.030(4) 0.036(4) 0.022(3) 0.004(3) -0.005(3) -0.001(3) C31 0.039(4) 0.026(4) 0.037(4) 0.011(3) -0.010(3) -0.019(3) C32 0.047(5) 0.064(6) 0.022(4) -0.012(4) 0.013(3) -0.044(5) C33 0.051(5) 0.031(4) 0.036(4) -0.016(3) 0.026(4) -0.020(4) C34 0.028(4) 0.025(4) 0.036(4) -0.003(3) 0.004(3) 0.006(3) C35 0.028(4) 0.027(4) 0.019(3) -0.004(3) -0.002(3) 0.006(3) C36 0.026(3) 0.021(4) 0.033(4) -0.001(3) 0.002(3) -0.008(3) C37 0.019(3) 0.028(4) 0.022(3) 0.012(3) -0.002(2) -0.009(3) C38 0.029(4) 0.035(4) 0.021(3) 0.007(3) 0.000(3) -0.025(3) C39 0.028(3) 0.017(4) 0.025(3) -0.003(3) 0.006(3) -0.006(3) C40 0.031(4) 0.017(4) 0.030(3) 0.001(3) 0.004(3) -0.004(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 S1A C20A 1.699(14) . ? S1A C19A 1.735(7) . ? C20A C21A 1.331(14) . ? C20A H20A 0.9500 . ? C21A C22A 1.442(17) . ? C21A H21A 0.9500 . ? C22A C19A 1.389(14) . ? C22A H22A 0.9500 . ? C19A B1 1.541(10) . ? S1B C20B 1.689(14) . ? C20B C21B 1.333(15) . ? C20B H20B 0.9500 . ? C21B C22B 1.450(19) . ? C21B H21B 0.9500 . ? C22B H22B 0.9500 . ? F1 C8 1.329(7) . ? F2 C9 1.343(8) . ? F3 C10 1.369(8) . ? F4 C11 1.350(8) . ? F5 C12 1.324(7) . ? F6 C14 1.325(8) . ? F7 C15 1.347(8) . ? F8 C16 1.349(7) . ? F9 C17 1.327(8) . ? F10 C18 1.344(7) . ? N1 C1 1.417(8) . ? N1 C7 1.422(8) . ? N1 B1 1.433(9) . ? N2 C13 1.423(7) . ? N2 C2 1.431(8) . ? N2 B1 1.436(9) . ? C1 C6 1.317(9) . ? C1 C2 1.376(8) . ? C2 C3 1.366(8) . ? C3 C4 1.425(9) . ? C3 H3 0.9500 . ? C4 C5 1.411(9) . ? C4 H4 0.9500 . ? C5 C6 1.410(9) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.368(9) . ? C7 C12 1.410(9) . ? C8 C9 1.415(10) . ? C9 C10 1.352(11) . ? C10 C11 1.334(11) . ? C11 C12 1.380(9) . ? C13 C18 1.356(9) . ? C13 C14 1.405(9) . ? C14 C15 1.383(9) . ? C15 C16 1.362(11) . ? C16 C17 1.377(11) . ? C17 C18 1.396(9) . ? S2A C42A 1.685(11) . ? S2A C41A 1.700(7) . ? C42A C43A 1.345(14) . ? C42A H42A 0.9500 . ? C43A C44A 1.440(17) . ? C43A H43A 0.9500 . ? C44A C41A 1.416(15) . ? C44A H44A 0.9500 . ? C41A B2 1.538(10) . ? S2B C42B 1.710(12) . ? C42B C43B 1.341(15) . ? C42B H42B 0.9500 . ? C43B C44B 1.46(2) . ? C43B H43B 0.9500 . ? C44B H44B 0.9500 . ? F11 C30 1.340(8) . ? F12 C31 1.349(8) . ? F13 C32 1.353(8) . ? F14 C33 1.341(8) . ? F15 C34 1.321(8) . ? F16 C36 1.352(7) . ? F17 C37 1.349(7) . ? F18 C38 1.350(7) . ? F19 C39 1.331(7) . ? F20 C40 1.334(7) . ? N3 C29 1.411(8) . ? N3 B2 1.415(9) . ? N3 C23 1.452(8) . ? N4 C35 1.416(8) . ? N4 C24 1.425(8) . ? N4 B2 1.446(9) . ? C23 C28 1.363(8) . ? C23 C24 1.371(9) . ? C24 C25 1.328(9) . ? C25 C26 1.404(9) . ? C25 H25 0.9500 . ? C26 C27 1.378(10) . ? C26 H26 0.9500 . ? C27 C28 1.414(9) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 C34 1.406(9) . ? C29 C30 1.431(9) . ? C30 C31 1.352(9) . ? C31 C32 1.352(11) . ? C32 C33 1.364(12) . ? C33 C34 1.400(10) . ? C35 C40 1.373(9) . ? C35 C36 1.374(9) . ? C36 C37 1.389(9) . ? C37 C38 1.376(10) . ? C38 C39 1.367(9) . ? C39 C40 1.404(8) . ? 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 C20A S1A C19A 92.5(6) . . ? C21A C20A S1A 115.3(12) . . ? C21A C20A H20A 122.3 . . ? S1A C20A H20A 122.3 . . ? C20A C21A C22A 108.7(14) . . ? C20A C21A H21A 125.7 . . ? C22A C21A H21A 125.7 . . ? C19A C22A C21A 116.1(12) . . ? C19A C22A H22A 122.0 . . ? C21A C22A H22A 122.0 . . ? C22A C19A B1 129.4(8) . . ? C22A C19A S1A 107.4(7) . . ? B1 C19A S1A 123.0(4) . . ? C21B C20B S1B 116.9(14) . . ? C21B C20B H20B 121.6 . . ? S1B C20B H20B 121.6 . . ? C20B C21B C22B 107.0(16) . . ? C20B C21B H21B 126.5 . . ? C22B C21B H21B 126.5 . . ? C21B C22B H22B 122.1 . . ? C1 N1 C7 120.9(5) . . ? C1 N1 B1 109.6(5) . . ? C7 N1 B1 129.0(6) . . ? C13 N2 C2 122.1(5) . . ? C13 N2 B1 130.3(6) . . ? C2 N2 B1 107.6(5) . . ? N1 B1 N2 105.6(6) . . ? N1 B1 C19A 126.3(6) . . ? N2 B1 C19A 128.1(6) . . ? C6 C1 C2 121.6(6) . . ? C6 C1 N1 130.8(6) . . ? C2 C1 N1 107.6(6) . . ? C3 C2 C1 123.9(6) . . ? C3 C2 N2 126.4(5) . . ? C1 C2 N2 109.6(5) . . ? C2 C3 C4 115.7(5) . . ? C2 C3 H3 122.2 . . ? C4 C3 H3 122.2 . . ? C5 C4 C3 119.8(6) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C6 C5 C4 120.2(6) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C1 C6 C5 118.8(6) . . ? C1 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? C8 C7 C12 118.4(6) . . ? C8 C7 N1 122.6(6) . . ? C12 C7 N1 119.1(6) . . ? F1 C8 C7 120.6(6) . . ? F1 C8 C9 118.9(6) . . ? C7 C8 C9 120.5(6) . . ? F2 C9 C10 121.8(7) . . ? F2 C9 C8 119.2(7) . . ? C10 C9 C8 118.8(6) . . ? C11 C10 C9 122.0(7) . . ? C11 C10 F3 119.5(7) . . ? C9 C10 F3 118.4(7) . . ? C10 C11 F4 121.1(7) . . ? C10 C11 C12 120.6(7) . . ? F4 C11 C12 118.2(7) . . ? F5 C12 C11 121.2(6) . . ? F5 C12 C7 119.1(5) . . ? C11 C12 C7 119.7(6) . . ? C18 C13 C14 118.3(6) . . ? C18 C13 N2 120.9(6) . . ? C14 C13 N2 120.6(6) . . ? F6 C14 C15 120.2(7) . . ? F6 C14 C13 120.0(6) . . ? C15 C14 C13 119.8(7) . . ? F7 C15 C16 121.3(6) . . ? F7 C15 C14 118.6(7) . . ? C16 C15 C14 120.0(7) . . ? F8 C16 C15 119.1(7) . . ? F8 C16 C17 119.2(7) . . ? C15 C16 C17 121.6(6) . . ? F9 C17 C16 121.7(6) . . ? F9 C17 C18 120.8(7) . . ? C16 C17 C18 117.4(6) . . ? F10 C18 C13 120.1(5) . . ? F10 C18 C17 117.2(6) . . ? C13 C18 C17 122.7(6) . . ? C42A S2A C41A 93.7(5) . . ? C43A C42A S2A 115.9(10) . . ? C43A C42A H42A 122.1 . . ? S2A C42A H42A 122.1 . . ? C42A C43A C44A 106.5(12) . . ? C42A C43A H43A 126.7 . . ? C44A C43A H43A 126.7 . . ? C41A C44A C43A 117.0(12) . . ? C41A C44A H44A 121.5 . . ? C43A C44A H44A 121.5 . . ? C44A C41A B2 130.0(8) . . ? C44A C41A S2A 106.4(7) . . ? B2 C41A S2A 123.4(5) . . ? C43B C42B S2B 116.9(11) . . ? C43B C42B H42B 121.6 . . ? S2B C42B H42B 121.6 . . ? C42B C43B C44B 105.4(13) . . ? C42B C43B H43B 127.3 . . ? C44B C43B H43B 127.3 . . ? C43B C44B H44B 121.9 . . ? C29 N3 B2 132.2(6) . . ? C29 N3 C23 119.8(5) . . ? B2 N3 C23 108.0(5) . . ? C35 N4 C24 122.5(5) . . ? C35 N4 B2 128.9(6) . . ? C24 N4 B2 108.5(5) . . ? N3 B2 N4 106.3(6) . . ? N3 B2 C41A 128.1(6) . . ? N4 B2 C41A 125.5(6) . . ? C28 C23 C24 123.4(6) . . ? C28 C23 N3 127.7(6) . . ? C24 C23 N3 108.8(5) . . ? C25 C24 C23 121.0(6) . . ? C25 C24 N4 130.5(6) . . ? C23 C24 N4 108.4(6) . . ? C24 C25 C26 119.0(6) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C27 C26 C25 119.7(7) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C26 C27 C28 121.3(6) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C23 C28 C27 115.5(5) . . ? C23 C28 H28 122.2 . . ? C27 C28 H28 122.2 . . ? C34 C29 N3 124.0(6) . . ? C34 C29 C30 115.7(6) . . ? N3 C29 C30 120.2(6) . . ? F11 C30 C31 119.8(6) . . ? F11 C30 C29 118.2(5) . . ? C31 C30 C29 121.8(7) . . ? F12 C31 C30 119.6(7) . . ? F12 C31 C32 119.2(7) . . ? C30 C31 C32 121.2(7) . . ? C31 C32 F13 120.7(8) . . ? C31 C32 C33 120.0(6) . . ? F13 C32 C33 119.3(7) . . ? F14 C33 C32 121.2(7) . . ? F14 C33 C34 118.0(8) . . ? C32 C33 C34 120.8(7) . . ? F15 C34 C33 121.6(6) . . ? F15 C34 C29 118.1(6) . . ? C33 C34 C29 120.3(7) . . ? C40 C35 C36 117.5(6) . . ? C40 C35 N4 121.0(6) . . ? C36 C35 N4 121.5(5) . . ? F16 C36 C35 120.1(6) . . ? F16 C36 C37 117.6(6) . . ? C35 C36 C37 122.2(6) . . ? F17 C37 C38 120.3(5) . . ? F17 C37 C36 120.6(6) . . ? C38 C37 C36 119.0(6) . . ? F18 C38 C39 121.1(6) . . ? F18 C38 C37 118.4(6) . . ? C39 C38 C37 120.5(6) . . ? F19 C39 C38 119.6(6) . . ? F19 C39 C40 121.3(6) . . ? C38 C39 C40 119.1(6) . . ? F20 C40 C35 120.6(5) . . ? F20 C40 C39 117.7(5) . . ? C35 C40 C39 121.7(6) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.620 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 961427' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound11 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H22 B2 F10 N4' _chemical_formula_sum 'C34 H22 B2 F10 N4' _chemical_formula_weight 698.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-p 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6356(3) _cell_length_b 12.0927(5) _cell_length_c 15.2734(5) _cell_angle_alpha 102.8230(17) _cell_angle_beta 91.6271(13) _cell_angle_gamma 93.3910(15) _cell_volume 1551.05(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4974 _cell_measurement_theta_min 4.237 _cell_measurement_theta_max 71.587 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 708 _exptl_absorpt_coefficient_mu 1.138 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7264 _exptl_absorpt_correction_T_max 0.8850 _exptl_absorpt_process_details 'TWINABS - Bruker AXS scaling for twinned crystals - Version 2008/4' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'I\mS Incoatec Microfocus' _diffrn_radiation_monochromator 'Quazar Montel multilayer optic Montel200' _diffrn_measurement_device_type 'Bruker AXS X8 Prospector Ultra with APEX II' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14335 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 67.00 _reflns_number_total 11776 _reflns_number_gt 11033 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2, Bruker AXS' _computing_cell_refinement 'APEX 2, Bruker AXS' _computing_data_reduction 'APEX 2, Bruker AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; twinned crystal, BASF 0.45135, reflections of both domains were used (HKLF 5) Rotated from first domain by 2.5 degrees about reciprocal axis -0.055 1.000 0.130 and real axis 0.002 1.000 0.249 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^)+(0.0547P)^2^+0.2954P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11776 _refine_ls_number_parameters 540 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0366 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0961 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 F1 F 0.36602(6) 0.47119(4) 0.26548(4) 0.03182(13) Uani 1 1 d . . . F2 F 0.30161(7) 0.53995(5) 0.11407(4) 0.03730(14) Uani 1 1 d . . . F3 F 0.53205(8) 0.63138(5) 0.02906(4) 0.04148(15) Uani 1 1 d . . . F4 F 0.83024(7) 0.64513(5) 0.09359(4) 0.04160(15) Uani 1 1 d . . . F5 F 0.89840(6) 0.57138(5) 0.24386(4) 0.03553(14) Uani 1 1 d . . . F6 F 0.55106(7) 0.32464(6) 0.58353(4) 0.04292(16) Uani 1 1 d . . . F7 F 0.54940(9) 0.12930(7) 0.64056(5) 0.0586(2) Uani 1 1 d . . . F8 F 0.70547(11) -0.04754(7) 0.55070(6) 0.0684(2) Uani 1 1 d . . . F9 F 0.85515(10) -0.02882(6) 0.40042(6) 0.0615(2) Uani 1 1 d . . . F10 F 0.85117(7) 0.16375(5) 0.34046(4) 0.03780(14) Uani 1 1 d . . . N1 N 0.20402(9) -0.00751(6) -0.01544(5) 0.02454(16) Uani 1 1 d . . . N2 N 0.24416(9) -0.12092(6) 0.08414(5) 0.02487(16) Uani 1 1 d . . . N3 N 0.66958(9) 0.47140(6) 0.33280(5) 0.02744(17) Uani 1 1 d . . . N4 N 0.69426(9) 0.34909(6) 0.42594(5) 0.02752(17) Uani 1 1 d . . . B1 B 0.27071(12) -0.00737(9) 0.07134(7) 0.0246(2) Uani 1 1 d . . . B2 B 0.63499(12) 0.35558(9) 0.33841(7) 0.0270(2) Uani 1 1 d . . . C1 C 0.13750(10) -0.11655(8) -0.05262(6) 0.02530(19) Uani 1 1 d . . . C2 C 0.16410(10) -0.18647(8) 0.00734(6) 0.02562(19) Uani 1 1 d . . . C3 C 0.11069(11) -0.30034(8) -0.01286(7) 0.0298(2) Uani 1 1 d . . . H3 H 0.1278(13) -0.3486(10) 0.0282(8) 0.033(3) Uiso 1 1 d . . . C4 C 0.02474(12) -0.34161(8) -0.09320(7) 0.0334(2) Uani 1 1 d . . . H4 H -0.0150(13) -0.4227(10) -0.1078(8) 0.034(3) Uiso 1 1 d . . . C5 C -0.00612(12) -0.27147(9) -0.15115(7) 0.0342(2) Uani 1 1 d . . . H5 H -0.0688(15) -0.3014(11) -0.2045(9) 0.043(3) Uiso 1 1 d . . . C6 C 0.05117(11) -0.15827(9) -0.13258(6) 0.0300(2) Uani 1 1 d . . . H6 H 0.0264(13) -0.1117(9) -0.1744(8) 0.030(3) Uiso 1 1 d . . . C7 C 0.18996(11) 0.08526(8) -0.06155(6) 0.0275(2) Uani 1 1 d . . . H7B H 0.2102(12) 0.1566(9) -0.0170(7) 0.031(3) Uiso 1 1 d . . . H7A H 0.0846(13) 0.0834(8) -0.0850(7) 0.024(2) Uiso 1 1 d . . . C8 C 0.30166(12) 0.08037(9) -0.13731(7) 0.0324(2) Uani 1 1 d . . . H8A H 0.2902(14) 0.0071(11) -0.1812(9) 0.043(3) Uiso 1 1 d . . . H8B H 0.2862(14) 0.1376(11) -0.1718(9) 0.045(3) Uiso 1 1 d . . . H8C H 0.4091(15) 0.0926(10) -0.1124(8) 0.039(3) Uiso 1 1 d . . . C9 C 0.28232(12) -0.16922(8) 0.16063(7) 0.0296(2) Uani 1 1 d . . . H9B H 0.3652(13) -0.1189(9) 0.1963(7) 0.030(3) Uiso 1 1 d . . . H9A H 0.3280(13) -0.2404(10) 0.1386(7) 0.030(3) Uiso 1 1 d . . . C10 C 0.14345(14) -0.18502(10) 0.21680(7) 0.0392(2) Uani 1 1 d . . . H10A H 0.1038(15) -0.1087(11) 0.2438(8) 0.045(3) Uiso 1 1 d . . . H10B H 0.1708(15) -0.2216(11) 0.2639(9) 0.049(4) Uiso 1 1 d . . . H10C H 0.0571(16) -0.2352(11) 0.1813(9) 0.051(4) Uiso 1 1 d . . . C11 C 0.36175(10) 0.09234(7) 0.13995(6) 0.02458(19) Uani 1 1 d . . . C12 C 0.47801(10) 0.16190(7) 0.11300(6) 0.02500(19) Uani 1 1 d . . . H12 H 0.4985(11) 0.1520(8) 0.0516(7) 0.022(2) Uiso 1 1 d . . . C13 C 0.56716(11) 0.24415(7) 0.17494(6) 0.02515(19) Uani 1 1 d . . . H13 H 0.6487(13) 0.2875(9) 0.1540(7) 0.026(3) Uiso 1 1 d . . . C14 C 0.54349(11) 0.26094(7) 0.26726(6) 0.02561(19) Uani 1 1 d . . . C15 C 0.42596(11) 0.19279(8) 0.29450(6) 0.0276(2) Uani 1 1 d . . . H15 H 0.4057(12) 0.2032(9) 0.3568(8) 0.027(3) Uiso 1 1 d . . . C16 C 0.33718(11) 0.11083(8) 0.23241(6) 0.02701(19) Uani 1 1 d . . . H16 H 0.2557(13) 0.0678(9) 0.2540(7) 0.026(3) Uiso 1 1 d . . . C17 C 0.74352(11) 0.53226(8) 0.41452(6) 0.0282(2) Uani 1 1 d . . . C18 C 0.75829(11) 0.45804(8) 0.47162(6) 0.0282(2) Uani 1 1 d . . . C19 C 0.82758(11) 0.49444(9) 0.55686(7) 0.0328(2) Uani 1 1 d . . . H19 H 0.8401(13) 0.4446(10) 0.5957(8) 0.032(3) Uiso 1 1 d . . . C20 C 0.87916(12) 0.60853(9) 0.58362(7) 0.0367(2) Uani 1 1 d . . . H20 H 0.9263(14) 0.6337(10) 0.6450(8) 0.042(3) Uiso 1 1 d . . . C21 C 0.86173(12) 0.68279(9) 0.52754(7) 0.0359(2) Uani 1 1 d . . . H21 H 0.8978(15) 0.7632(12) 0.5472(9) 0.048(3) Uiso 1 1 d . . . C22 C 0.79454(11) 0.64619(8) 0.44144(7) 0.0323(2) Uani 1 1 d . . . H22 H 0.7843(13) 0.6973(10) 0.4008(8) 0.033(3) Uiso 1 1 d . . . C23 C 0.63466(11) 0.51916(7) 0.25942(6) 0.0267(2) Uani 1 1 d . . . C24 C 0.48251(11) 0.51372(7) 0.22458(6) 0.0272(2) Uani 1 1 d . . . C25 C 0.44841(11) 0.54975(8) 0.14729(7) 0.0297(2) Uani 1 1 d . . . C26 C 0.56517(12) 0.59555(8) 0.10365(7) 0.0319(2) Uani 1 1 d . . . C27 C 0.71647(12) 0.60332(8) 0.13726(7) 0.0322(2) Uani 1 1 d . . . C28 C 0.74994(11) 0.56555(8) 0.21397(7) 0.0295(2) Uani 1 1 d . . . C29 C 0.70075(11) 0.25077(8) 0.46016(6) 0.0286(2) Uani 1 1 d . . . C30 C 0.62724(12) 0.23865(9) 0.53751(7) 0.0339(2) Uani 1 1 d . . . C31 C 0.62729(13) 0.13919(11) 0.56769(7) 0.0425(3) Uani 1 1 d . . . C32 C 0.70378(15) 0.04917(10) 0.52142(8) 0.0466(3) Uani 1 1 d . . . C33 C 0.77915(14) 0.05849(9) 0.44504(8) 0.0427(3) Uani 1 1 d . . . C34 C 0.77695(12) 0.15779(8) 0.41488(7) 0.0326(2) 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 F1 0.0287(3) 0.0309(3) 0.0359(3) 0.0083(2) 0.0028(2) -0.0012(2) F2 0.0340(3) 0.0342(3) 0.0438(3) 0.0113(3) -0.0095(3) -0.0010(2) F3 0.0545(4) 0.0381(3) 0.0330(3) 0.0125(3) -0.0031(3) -0.0021(3) F4 0.0423(3) 0.0418(3) 0.0406(3) 0.0112(3) 0.0087(3) -0.0087(3) F5 0.0278(3) 0.0349(3) 0.0408(3) 0.0035(2) -0.0008(2) -0.0030(2) F6 0.0373(3) 0.0584(4) 0.0309(3) 0.0045(3) 0.0058(3) 0.0052(3) F7 0.0552(4) 0.0877(5) 0.0390(4) 0.0330(4) -0.0015(3) -0.0164(4) F8 0.0849(6) 0.0537(4) 0.0768(5) 0.0418(4) -0.0125(4) -0.0070(4) F9 0.0818(5) 0.0334(3) 0.0697(5) 0.0090(3) 0.0016(4) 0.0171(3) F10 0.0463(3) 0.0339(3) 0.0310(3) 0.0017(2) 0.0058(3) 0.0045(2) N1 0.0255(4) 0.0237(4) 0.0239(4) 0.0044(3) 0.0004(3) 0.0011(3) N2 0.0260(4) 0.0245(4) 0.0225(4) 0.0028(3) -0.0017(3) -0.0006(3) N3 0.0303(4) 0.0237(4) 0.0256(4) 0.0008(3) -0.0033(3) -0.0006(3) N4 0.0311(4) 0.0250(4) 0.0245(4) 0.0023(3) -0.0019(3) -0.0004(3) B1 0.0227(5) 0.0256(5) 0.0249(5) 0.0040(4) 0.0023(4) 0.0022(4) B2 0.0277(5) 0.0255(5) 0.0268(5) 0.0038(4) 0.0011(4) 0.0019(4) C1 0.0230(4) 0.0268(4) 0.0243(4) 0.0018(4) 0.0028(3) 0.0011(3) C2 0.0227(4) 0.0280(4) 0.0234(4) 0.0002(4) 0.0016(3) 0.0003(3) C3 0.0292(5) 0.0279(5) 0.0303(5) 0.0029(4) 0.0042(4) -0.0011(4) C4 0.0324(5) 0.0302(5) 0.0322(5) -0.0036(4) 0.0039(4) -0.0045(4) C5 0.0308(5) 0.0408(5) 0.0247(5) -0.0039(4) -0.0009(4) -0.0045(4) C6 0.0279(5) 0.0369(5) 0.0233(5) 0.0029(4) 0.0012(4) 0.0018(4) C7 0.0284(5) 0.0280(5) 0.0263(5) 0.0061(4) 0.0005(4) 0.0040(4) C8 0.0351(6) 0.0334(5) 0.0313(5) 0.0119(4) 0.0037(4) 0.0038(4) C9 0.0322(5) 0.0271(5) 0.0288(5) 0.0068(4) -0.0038(4) -0.0024(4) C10 0.0424(6) 0.0449(6) 0.0301(5) 0.0126(5) -0.0031(5) -0.0130(5) C11 0.0253(4) 0.0215(4) 0.0263(4) 0.0039(4) -0.0015(4) 0.0033(3) C12 0.0280(5) 0.0237(4) 0.0226(5) 0.0033(3) 0.0009(4) 0.0034(3) C13 0.0260(5) 0.0206(4) 0.0284(5) 0.0046(4) 0.0010(4) 0.0015(3) C14 0.0279(5) 0.0221(4) 0.0261(5) 0.0039(4) -0.0022(4) 0.0025(3) C15 0.0318(5) 0.0271(5) 0.0229(5) 0.0040(4) 0.0001(4) 0.0010(4) C16 0.0271(5) 0.0259(4) 0.0274(5) 0.0056(4) 0.0011(4) -0.0013(4) C17 0.0261(5) 0.0286(5) 0.0263(5) -0.0014(4) -0.0019(4) 0.0019(4) C18 0.0263(5) 0.0281(5) 0.0266(5) -0.0014(4) 0.0006(4) 0.0010(4) C19 0.0305(5) 0.0393(5) 0.0257(5) 0.0014(4) 0.0005(4) 0.0015(4) C20 0.0321(5) 0.0423(6) 0.0279(5) -0.0077(4) -0.0011(4) -0.0005(4) C21 0.0320(5) 0.0296(5) 0.0382(6) -0.0082(4) 0.0000(4) -0.0005(4) C22 0.0294(5) 0.0276(5) 0.0366(5) -0.0002(4) -0.0003(4) 0.0022(4) C23 0.0321(5) 0.0191(4) 0.0264(4) 0.0000(3) -0.0004(4) 0.0006(3) C24 0.0307(5) 0.0198(4) 0.0297(5) 0.0031(4) 0.0030(4) 0.0000(3) C25 0.0308(5) 0.0229(4) 0.0331(5) 0.0025(4) -0.0047(4) 0.0004(4) C26 0.0437(6) 0.0248(5) 0.0269(5) 0.0054(4) -0.0011(4) 0.0005(4) C27 0.0364(5) 0.0250(5) 0.0334(5) 0.0038(4) 0.0063(4) -0.0044(4) C28 0.0291(5) 0.0228(4) 0.0333(5) 0.0000(4) -0.0008(4) -0.0007(3) C29 0.0287(5) 0.0302(5) 0.0259(5) 0.0058(4) -0.0048(4) -0.0020(4) C30 0.0302(5) 0.0435(6) 0.0268(5) 0.0069(4) -0.0032(4) -0.0007(4) C31 0.0406(6) 0.0584(7) 0.0310(5) 0.0202(5) -0.0061(4) -0.0112(5) C32 0.0542(7) 0.0407(6) 0.0499(7) 0.0253(5) -0.0126(6) -0.0068(5) C33 0.0509(7) 0.0311(5) 0.0458(6) 0.0087(5) -0.0065(5) 0.0032(5) C34 0.0362(5) 0.0313(5) 0.0290(5) 0.0056(4) -0.0026(4) -0.0017(4) _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 C24 1.3356(11) . ? F2 C25 1.3408(11) . ? F3 C26 1.3352(11) . ? F4 C27 1.3394(11) . ? F5 C28 1.3412(11) . ? F6 C30 1.3382(12) . ? F7 C31 1.3407(13) . ? F8 C32 1.3424(14) . ? F9 C33 1.3409(13) . ? F10 C34 1.3342(12) . ? N1 C1 1.3966(11) . ? N1 B1 1.4297(13) . ? N1 C7 1.4599(12) . ? N2 C2 1.3995(11) . ? N2 B1 1.4355(13) . ? N2 C9 1.4555(12) . ? N3 C23 1.4034(13) . ? N3 C17 1.4138(12) . ? N3 B2 1.4364(13) . ? N4 C29 1.4042(13) . ? N4 C18 1.4185(12) . ? N4 B2 1.4379(13) . ? B1 C11 1.5654(13) . ? B2 C14 1.5515(13) . ? C1 C6 1.3900(13) . ? C1 C2 1.4005(14) . ? C2 C3 1.3900(13) . ? C3 C4 1.3923(14) . ? C3 H3 0.961(12) . ? C4 C5 1.3857(16) . ? C4 H4 0.994(12) . ? C5 C6 1.3924(14) . ? C5 H5 0.953(13) . ? C6 H6 0.968(12) . ? C7 C8 1.5206(14) . ? C7 H7B 0.976(11) . ? C7 H7A 0.965(11) . ? C8 H8A 0.983(13) . ? C8 H8B 0.971(14) . ? C8 H8C 0.983(13) . ? C9 C10 1.5213(15) . ? C9 H9B 0.979(11) . ? C9 H9A 0.964(11) . ? C10 H10A 1.008(13) . ? C10 H10B 0.956(14) . ? C10 H10C 0.998(14) . ? C11 C12 1.4008(13) . ? C11 C16 1.4041(13) . ? C12 C13 1.3883(13) . ? C12 H12 0.942(11) . ? C13 C14 1.4020(13) . ? C13 H13 0.958(11) . ? C14 C15 1.3998(13) . ? C15 C16 1.3860(13) . ? C15 H15 0.954(11) . ? C16 H16 0.959(11) . ? C17 C22 1.3885(13) . ? C17 C18 1.3918(14) . ? C18 C19 1.3846(14) . ? C19 C20 1.3913(15) . ? C19 H19 0.943(12) . ? C20 C21 1.3831(17) . ? C20 H20 0.987(12) . ? C21 C22 1.3891(15) . ? C21 H21 0.980(13) . ? C22 H22 0.974(12) . ? C23 C28 1.3905(14) . ? C23 C24 1.3958(13) . ? C24 C25 1.3761(14) . ? C25 C26 1.3797(14) . ? C26 C27 1.3804(15) . ? C27 C28 1.3779(15) . ? C29 C30 1.3887(14) . ? C29 C34 1.3942(14) . ? C30 C31 1.3803(16) . ? C31 C32 1.3751(18) . ? C32 C33 1.3747(18) . ? C33 C34 1.3792(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 108.14(8) . . ? C1 N1 C7 121.30(8) . . ? B1 N1 C7 130.42(8) . . ? C2 N2 B1 108.09(8) . . ? C2 N2 C9 121.23(7) . . ? B1 N2 C9 130.65(8) . . ? C23 N3 C17 124.40(8) . . ? C23 N3 B2 126.46(8) . . ? C17 N3 B2 109.13(8) . . ? C29 N4 C18 124.01(8) . . ? C29 N4 B2 126.79(8) . . ? C18 N4 B2 109.03(8) . . ? N1 B1 N2 106.44(8) . . ? N1 B1 C11 128.76(9) . . ? N2 B1 C11 124.76(9) . . ? N3 B2 N4 105.15(8) . . ? N3 B2 C14 126.85(9) . . ? N4 B2 C14 127.88(9) . . ? C6 C1 N1 130.42(9) . . ? C6 C1 C2 120.66(9) . . ? N1 C1 C2 108.86(8) . . ? C3 C2 N2 130.38(9) . . ? C3 C2 C1 121.17(9) . . ? N2 C2 C1 108.44(8) . . ? C2 C3 C4 117.79(10) . . ? C2 C3 H3 121.6(7) . . ? C4 C3 H3 120.6(7) . . ? C5 C4 C3 121.04(9) . . ? C5 C4 H4 120.7(7) . . ? C3 C4 H4 118.3(7) . . ? C4 C5 C6 121.39(9) . . ? C4 C5 H5 119.1(8) . . ? C6 C5 H5 119.5(8) . . ? C1 C6 C5 117.87(10) . . ? C1 C6 H6 123.0(6) . . ? C5 C6 H6 119.1(6) . . ? N1 C7 C8 112.82(8) . . ? N1 C7 H7B 107.7(6) . . ? C8 C7 H7B 109.7(6) . . ? N1 C7 H7A 109.2(6) . . ? C8 C7 H7A 109.7(6) . . ? H7B C7 H7A 107.6(8) . . ? C7 C8 H8A 112.0(7) . . ? C7 C8 H8B 113.2(7) . . ? H8A C8 H8B 105.5(10) . . ? C7 C8 H8C 109.7(7) . . ? H8A C8 H8C 108.9(10) . . ? H8B C8 H8C 107.3(10) . . ? N2 C9 C10 113.23(8) . . ? N2 C9 H9B 106.9(6) . . ? C10 C9 H9B 111.6(6) . . ? N2 C9 H9A 108.3(7) . . ? C10 C9 H9A 111.0(7) . . ? H9B C9 H9A 105.5(9) . . ? C9 C10 H10A 109.6(7) . . ? C9 C10 H10B 111.1(8) . . ? H10A C10 H10B 109.2(11) . . ? C9 C10 H10C 112.7(8) . . ? H10A C10 H10C 109.2(10) . . ? H10B C10 H10C 105.0(11) . . ? C12 C11 C16 117.06(8) . . ? C12 C11 B1 121.79(8) . . ? C16 C11 B1 121.01(8) . . ? C13 C12 C11 121.61(9) . . ? C13 C12 H12 118.6(6) . . ? C11 C12 H12 119.7(6) . . ? C12 C13 C14 120.99(9) . . ? C12 C13 H13 119.0(6) . . ? C14 C13 H13 120.0(6) . . ? C15 C14 C13 117.66(8) . . ? C15 C14 B2 119.54(8) . . ? C13 C14 B2 122.70(9) . . ? C16 C15 C14 121.14(9) . . ? C16 C15 H15 119.2(6) . . ? C14 C15 H15 119.6(6) . . ? C15 C16 C11 121.53(9) . . ? C15 C16 H16 118.2(6) . . ? C11 C16 H16 120.2(6) . . ? C22 C17 C18 121.37(9) . . ? C22 C17 N3 130.14(9) . . ? C18 C17 N3 108.47(8) . . ? C19 C18 C17 121.25(9) . . ? C19 C18 N4 130.56(10) . . ? C17 C18 N4 108.19(8) . . ? C18 C19 C20 117.31(10) . . ? C18 C19 H19 122.0(7) . . ? C20 C19 H19 120.7(7) . . ? C21 C20 C19 121.44(10) . . ? C21 C20 H20 122.1(7) . . ? C19 C20 H20 116.4(7) . . ? C20 C21 C22 121.42(10) . . ? C20 C21 H21 120.8(8) . . ? C22 C21 H21 117.7(8) . . ? C21 C22 C17 117.20(10) . . ? C21 C22 H22 122.1(7) . . ? C17 C22 H22 120.7(7) . . ? C28 C23 C24 117.06(9) . . ? C28 C23 N3 121.93(9) . . ? C24 C23 N3 120.82(8) . . ? F1 C24 C25 118.32(8) . . ? F1 C24 C23 120.13(9) . . ? C25 C24 C23 121.54(9) . . ? F2 C25 C24 120.00(9) . . ? F2 C25 C26 119.88(9) . . ? C24 C25 C26 120.11(9) . . ? F3 C26 C25 120.16(9) . . ? F3 C26 C27 120.27(9) . . ? C25 C26 C27 119.57(9) . . ? F4 C27 C28 120.51(9) . . ? F4 C27 C26 119.52(9) . . ? C28 C27 C26 119.95(9) . . ? F5 C28 C27 118.72(9) . . ? F5 C28 C23 119.51(9) . . ? C27 C28 C23 121.74(9) . . ? C30 C29 C34 116.66(9) . . ? C30 C29 N4 122.51(9) . . ? C34 C29 N4 120.77(9) . . ? F6 C30 C31 118.59(9) . . ? F6 C30 C29 119.46(9) . . ? C31 C30 C29 121.94(10) . . ? F7 C31 C32 120.07(11) . . ? F7 C31 C30 120.05(11) . . ? C32 C31 C30 119.86(10) . . ? F8 C32 C33 119.93(12) . . ? F8 C32 C31 120.25(11) . . ? C33 C32 C31 119.82(10) . . ? F9 C33 C32 119.85(10) . . ? F9 C33 C34 120.26(11) . . ? C32 C33 C34 119.88(10) . . ? F10 C34 C33 118.24(9) . . ? F10 C34 C29 119.92(9) . . ? C33 C34 C29 121.84(10) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.261 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.037 _database_code_depnum_ccdc_archive 'CCDC 961428' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H22 B2 F8 N6' _chemical_formula_sum 'C32 H22 B2 F8 N6' _chemical_formula_weight 664.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.4303(6) _cell_length_b 20.4508(14) _cell_length_c 17.5857(12) _cell_angle_alpha 90.00 _cell_angle_beta 94.393(4) _cell_angle_gamma 90.00 _cell_volume 3023.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9809 _cell_measurement_theta_min 2.423 _cell_measurement_theta_max 29.987 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 0.122 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9708 _exptl_absorpt_correction_T_max 0.9831 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device 'Bruker KAPPA APEX II ' _diffrn_radiation_source 'fine focus sealed tube ' _diffrn_radiation_monochromator 'graphite monochromator ' _diffrn_measurement_device_type 'four three circle diffractometer' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 103885 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0280 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 30.00 _reflns_number_total 17618 _reflns_number_gt 15046 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_cell_refinement 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 2.1 (Crystal Impact, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0564P)^2^+0.4270P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.1(2) _refine_ls_number_reflns 17618 _refine_ls_number_parameters 869 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0503 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0974 _refine_ls_wR_factor_gt 0.0907 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.20076(11) 0.35799(5) 0.74710(6) 0.0295(2) Uani 1 1 d . . . F2 F 0.16296(15) 0.24520(6) 0.67167(8) 0.0462(3) Uani 1 1 d . . . F3 F 0.68476(17) 0.19748(6) 0.70595(7) 0.0468(3) Uani 1 1 d . . . F4 F 0.74819(12) 0.31028(5) 0.78116(6) 0.0278(2) Uani 1 1 d . . . F5 F 0.41313(12) 0.60284(5) 0.91627(6) 0.0299(2) Uani 1 1 d . . . F6 F 0.43656(15) 0.73086(5) 0.88480(8) 0.0447(3) Uani 1 1 d . . . F7 F 0.71597(16) 0.69142(6) 0.68187(8) 0.0488(3) Uani 1 1 d . . . F8 F 0.70325(13) 0.56189(5) 0.70262(6) 0.0317(2) Uani 1 1 d . . . N1 N 0.06272(15) 0.45670(6) 0.41216(7) 0.0180(2) Uani 1 1 d . . . N2 N 0.10402(15) 0.56733(6) 0.42358(7) 0.0180(2) Uani 1 1 d . . . N3 N 0.50537(15) 0.40017(6) 0.80092(7) 0.0178(2) Uani 1 1 d . . . N4 N 0.54130(15) 0.50917(6) 0.82034(7) 0.0176(2) Uani 1 1 d . . . N5 N 0.4238(2) 0.22165(7) 0.68873(9) 0.0349(4) Uani 1 1 d . . . N6 N 0.5747(2) 0.71060(7) 0.78258(10) 0.0352(4) Uani 1 1 d . . . B1 B 0.12928(19) 0.50613(8) 0.46268(9) 0.0173(3) Uani 1 1 d . . . B2 B 0.4768(2) 0.46253(8) 0.76499(9) 0.0175(3) Uani 1 1 d . . . C1 C -0.00215(17) 0.48698(8) 0.34613(8) 0.0190(3) Uani 1 1 d . . . C2 C 0.02485(17) 0.55465(8) 0.35262(8) 0.0192(3) Uani 1 1 d . . . C3 C -0.02826(19) 0.59678(9) 0.29457(9) 0.0254(3) Uani 1 1 d . . . H3 H -0.0070 0.6424 0.2979 0.030 Uiso 1 1 calc R . . C4 C -0.1141(2) 0.57019(10) 0.23086(9) 0.0304(4) Uani 1 1 d . . . H4 H -0.1518 0.5980 0.1902 0.036 Uiso 1 1 calc R . . C5 C -0.1447(2) 0.50382(10) 0.22634(9) 0.0299(4) Uani 1 1 d . . . H5 H -0.2061 0.4871 0.1831 0.036 Uiso 1 1 calc R . . C6 C -0.08837(19) 0.46107(9) 0.28318(9) 0.0249(3) Uani 1 1 d . . . H6 H -0.1083 0.4154 0.2791 0.030 Uiso 1 1 calc R . . C7 C 0.04173(18) 0.38689(7) 0.42459(9) 0.0210(3) Uani 1 1 d . . . H7A H -0.0696 0.3749 0.4085 0.025 Uiso 1 1 calc R . . H7B H 0.0599 0.3776 0.4798 0.025 Uiso 1 1 calc R . . C8 C 0.1527(2) 0.34467(8) 0.38165(11) 0.0288(4) Uani 1 1 d . . . H8A H 0.1398 0.3553 0.3272 0.043 Uiso 1 1 calc R . . H8B H 0.1271 0.2985 0.3890 0.043 Uiso 1 1 calc R . . H8C H 0.2630 0.3529 0.4010 0.043 Uiso 1 1 calc R . . C9 C 0.13258(19) 0.63365(7) 0.44992(9) 0.0213(3) Uani 1 1 d . . . H9A H 0.1716 0.6600 0.4079 0.026 Uiso 1 1 calc R . . H9B H 0.2167 0.6333 0.4924 0.026 Uiso 1 1 calc R . . C10 C -0.0158(2) 0.66553(8) 0.47682(10) 0.0251(3) Uani 1 1 d . . . H10A H -0.1030 0.6617 0.4369 0.038 Uiso 1 1 calc R . . H10B H 0.0055 0.7118 0.4878 0.038 Uiso 1 1 calc R . . H10C H -0.0457 0.6436 0.5232 0.038 Uiso 1 1 calc R . . C11 C 0.21833(17) 0.49570(7) 0.54254(8) 0.0166(3) Uani 1 1 d . . . C12 C 0.33237(17) 0.44618(7) 0.55345(8) 0.0180(3) Uani 1 1 d . . . H12 H 0.3522 0.4184 0.5119 0.022 Uiso 1 1 calc R . . C13 C 0.41716(17) 0.43655(7) 0.62317(8) 0.0176(3) Uani 1 1 d . . . H13 H 0.4942 0.4026 0.6284 0.021 Uiso 1 1 calc R . . C14 C 0.39096(18) 0.47598(7) 0.68595(8) 0.0177(3) Uani 1 1 d . . . C15 C 0.27720(18) 0.52549(7) 0.67559(8) 0.0198(3) Uani 1 1 d . . . H15 H 0.2563 0.5528 0.7173 0.024 Uiso 1 1 calc R . . C16 C 0.19431(18) 0.53538(7) 0.60538(8) 0.0197(3) Uani 1 1 d . . . H16 H 0.1192 0.5700 0.5998 0.024 Uiso 1 1 calc R . . C17 C 0.58101(17) 0.40924(7) 0.87440(8) 0.0164(3) Uani 1 1 d . . . C18 C 0.60284(18) 0.47597(7) 0.88654(8) 0.0170(3) Uani 1 1 d . . . C19 C 0.68017(19) 0.49925(8) 0.95292(9) 0.0211(3) Uani 1 1 d . . . H19 H 0.6986 0.5447 0.9605 0.025 Uiso 1 1 calc R . . C20 C 0.73007(19) 0.45396(8) 1.00813(9) 0.0238(3) Uani 1 1 d . . . H20 H 0.7841 0.4686 1.0544 0.029 Uiso 1 1 calc R . . C21 C 0.70283(19) 0.38743(8) 0.99735(9) 0.0227(3) Uani 1 1 d . . . H21 H 0.7357 0.3576 1.0369 0.027 Uiso 1 1 calc R . . C22 C 0.62852(18) 0.36383(7) 0.92983(9) 0.0199(3) Uani 1 1 d . . . H22 H 0.6110 0.3184 0.9220 0.024 Uiso 1 1 calc R . . C23 C 0.47729(18) 0.33870(7) 0.76721(8) 0.0183(3) Uani 1 1 d . . . C24 C 0.32654(19) 0.32005(8) 0.73859(9) 0.0222(3) Uani 1 1 d . . . C25 C 0.3086(2) 0.26199(8) 0.69991(10) 0.0307(4) Uani 1 1 d . . . C26 C 0.5654(2) 0.23834(8) 0.71692(10) 0.0310(4) Uani 1 1 d . . . C27 C 0.5998(2) 0.29580(8) 0.75638(9) 0.0229(3) Uani 1 1 d . . . C28 C 0.55533(18) 0.57655(7) 0.80965(9) 0.0190(3) Uani 1 1 d . . . C29 C 0.48959(19) 0.62196(8) 0.85660(10) 0.0237(3) Uani 1 1 d . . . C30 C 0.5024(2) 0.68766(8) 0.84000(11) 0.0305(4) Uani 1 1 d . . . C31 C 0.6391(2) 0.66818(9) 0.73966(11) 0.0324(4) Uani 1 1 d . . . C32 C 0.6334(2) 0.60137(8) 0.74968(10) 0.0249(3) Uani 1 1 d . . . F9 F 1.00637(14) 0.85684(5) 0.85078(6) 0.0327(2) Uani 1 1 d . . . F10 F 1.02389(17) 0.72885(6) 0.81613(7) 0.0477(3) Uani 1 1 d . . . F11 F 0.71161(12) 0.67261(5) 1.00090(7) 0.0324(2) Uani 1 1 d . . . F12 F 0.68947(12) 0.79682(5) 1.04848(6) 0.0297(2) Uani 1 1 d . . . F13 F 1.02049(11) 1.10465(5) 0.95340(6) 0.0298(2) Uani 1 1 d . . . F14 F 0.93937(17) 1.22658(6) 0.90723(9) 0.0558(4) Uani 1 1 d . . . F15 F 0.42643(12) 1.17055(5) 0.85863(6) 0.0334(2) Uani 1 1 d . . . F16 F 0.48022(11) 1.04766(5) 0.90783(6) 0.0264(2) Uani 1 1 d . . . N7 N 0.39479(15) 0.85309(6) 0.57408(7) 0.0193(2) Uani 1 1 d . . . N8 N 0.35200(15) 0.96356(6) 0.56407(7) 0.0171(2) Uani 1 1 d . . . N9 N 0.82822(15) 0.89842(6) 0.96840(7) 0.0184(2) Uani 1 1 d . . . N10 N 0.78894(15) 1.00828(6) 0.96004(7) 0.0184(2) Uani 1 1 d . . . N11 N 0.87008(19) 0.70122(7) 0.90967(9) 0.0292(3) Uani 1 1 d . . . N12 N 0.6823(2) 1.19797(7) 0.88492(9) 0.0316(3) Uani 1 1 d . . . B3 B 0.42073(19) 0.91421(8) 0.61382(9) 0.0168(3) Uani 1 1 d . . . B4 B 0.7620(2) 0.94872(8) 0.91799(10) 0.0181(3) Uani 1 1 d . . . C33 C 0.31181(17) 0.86568(8) 0.50453(8) 0.0198(3) Uani 1 1 d . . . C34 C 0.28451(17) 0.93320(8) 0.49868(8) 0.0186(3) Uani 1 1 d . . . C35 C 0.19539(19) 0.95905(9) 0.43635(9) 0.0242(3) Uani 1 1 d . . . H35 H 0.1768 1.0048 0.4321 0.029 Uiso 1 1 calc R . . C36 C 0.1339(2) 0.91623(10) 0.38020(9) 0.0290(4) Uani 1 1 d . . . H36 H 0.0707 0.9328 0.3375 0.035 Uiso 1 1 calc R . . C37 C 0.1633(2) 0.85005(10) 0.38558(9) 0.0306(4) Uani 1 1 d . . . H37 H 0.1205 0.8220 0.3461 0.037 Uiso 1 1 calc R . . C38 C 0.2539(2) 0.82326(9) 0.44722(9) 0.0259(3) Uani 1 1 d . . . H38 H 0.2755 0.7777 0.4501 0.031 Uiso 1 1 calc R . . C39 C 0.4365(2) 0.78668(8) 0.59768(10) 0.0245(3) Uani 1 1 d . . . H39A H 0.5216 0.7884 0.6397 0.029 Uiso 1 1 calc R . . H39B H 0.4791 0.7633 0.5544 0.029 Uiso 1 1 calc R . . C40 C 0.2958(2) 0.74847(9) 0.62429(11) 0.0326(4) Uani 1 1 d . . . H40A H 0.2603 0.7687 0.6706 0.049 Uiso 1 1 calc R . . H40B H 0.3281 0.7032 0.6352 0.049 Uiso 1 1 calc R . . H40C H 0.2084 0.7490 0.5842 0.049 Uiso 1 1 calc R . . C41 C 0.33203(18) 1.03313(7) 0.57712(9) 0.0195(3) Uani 1 1 d . . . H41A H 0.3506 1.0420 0.6324 0.023 Uiso 1 1 calc R . . H41B H 0.2208 1.0454 0.5613 0.023 Uiso 1 1 calc R . . C42 C 0.4433(2) 1.07577(8) 0.53442(10) 0.0263(3) Uani 1 1 d . . . H42A H 0.5539 1.0649 0.5509 0.039 Uiso 1 1 calc R . . H42B H 0.4233 1.1219 0.5454 0.039 Uiso 1 1 calc R . . H42C H 0.4244 1.0680 0.4795 0.039 Uiso 1 1 calc R . . C43 C 0.50846(17) 0.92394(7) 0.69397(8) 0.0169(3) Uani 1 1 d . . . C44 C 0.48415(18) 0.88175(7) 0.75437(9) 0.0200(3) Uani 1 1 d . . . H44 H 0.4098 0.8470 0.7468 0.024 Uiso 1 1 calc R . . C45 C 0.56570(18) 0.88942(7) 0.82490(9) 0.0201(3) Uani 1 1 d . . . H45 H 0.5462 0.8601 0.8650 0.024 Uiso 1 1 calc R . . C46 C 0.67690(17) 0.93985(7) 0.83819(8) 0.0171(3) Uani 1 1 d . . . C47 C 0.70212(18) 0.98204(7) 0.77800(8) 0.0178(3) Uani 1 1 d . . . H47 H 0.7772 1.0165 0.7855 0.021 Uiso 1 1 calc R . . C48 C 0.61911(17) 0.97436(7) 0.70747(8) 0.0167(3) Uani 1 1 d . . . H48 H 0.6377 1.0039 0.6675 0.020 Uiso 1 1 calc R . . C49 C 0.88880(18) 0.92706(7) 1.03766(8) 0.0183(3) Uani 1 1 d . . . C50 C 0.86672(18) 0.99430(7) 1.03221(8) 0.0181(3) Uani 1 1 d . . . C51 C 0.91678(18) 1.03529(8) 1.09159(9) 0.0210(3) Uani 1 1 d . . . H51 H 0.9004 1.0812 1.0882 0.025 Uiso 1 1 calc R . . C52 C 0.9920(2) 1.00701(9) 1.15660(9) 0.0240(3) Uani 1 1 d . . . H52 H 1.0268 1.0340 1.1986 0.029 Uiso 1 1 calc R . . C53 C 1.01708(19) 0.94023(8) 1.16108(9) 0.0239(3) Uani 1 1 d . . . H53 H 1.0711 0.9223 1.2057 0.029 Uiso 1 1 calc R . . C54 C 0.96499(19) 0.89871(8) 1.10184(9) 0.0215(3) Uani 1 1 d . . . H54 H 0.9810 0.8528 1.1053 0.026 Uiso 1 1 calc R . . C55 C 0.84529(18) 0.83229(7) 0.95108(9) 0.0190(3) Uani 1 1 d . . . C56 C 0.9321(2) 0.81306(8) 0.89102(9) 0.0241(3) Uani 1 1 d . . . C57 C 0.9402(2) 0.74732(9) 0.87349(10) 0.0298(4) Uani 1 1 d . . . C58 C 0.78877(19) 0.71926(7) 0.96584(10) 0.0243(3) Uani 1 1 d . . . C59 C 0.77404(18) 0.78320(7) 0.99019(9) 0.0211(3) Uani 1 1 d . . . C60 C 0.75291(19) 1.07158(7) 0.93481(8) 0.0184(3) Uani 1 1 d . . . C61 C 0.8694(2) 1.11903(8) 0.93313(9) 0.0236(3) Uani 1 1 d . . . C62 C 0.8260(2) 1.18078(8) 0.90846(11) 0.0327(4) Uani 1 1 d . . . C63 C 0.5727(2) 1.15310(8) 0.88427(9) 0.0247(3) Uani 1 1 d . . . C64 C 0.59990(19) 1.08976(7) 0.90881(8) 0.0201(3) 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 F1 0.0228(5) 0.0288(5) 0.0360(6) -0.0049(4) -0.0041(4) -0.0005(4) F2 0.0510(7) 0.0335(6) 0.0509(7) -0.0091(5) -0.0180(6) -0.0167(5) F3 0.0659(8) 0.0332(6) 0.0422(7) -0.0084(5) 0.0088(6) 0.0240(6) F4 0.0251(5) 0.0302(5) 0.0281(5) 0.0044(4) 0.0011(4) 0.0063(4) F5 0.0301(5) 0.0292(5) 0.0305(5) -0.0088(4) 0.0038(4) -0.0014(4) F6 0.0498(7) 0.0218(5) 0.0603(8) -0.0144(5) -0.0093(6) 0.0101(5) F7 0.0581(8) 0.0382(7) 0.0501(7) 0.0255(6) 0.0036(6) -0.0110(6) F8 0.0384(6) 0.0335(6) 0.0237(5) 0.0041(4) 0.0046(4) 0.0005(4) N1 0.0176(6) 0.0213(6) 0.0149(6) -0.0009(5) -0.0001(4) 0.0005(5) N2 0.0188(6) 0.0192(6) 0.0157(6) -0.0004(5) -0.0011(5) 0.0019(5) N3 0.0221(6) 0.0140(5) 0.0163(6) -0.0014(4) -0.0047(5) -0.0006(5) N4 0.0237(6) 0.0123(5) 0.0160(6) 0.0007(4) -0.0041(5) -0.0008(5) N5 0.0586(10) 0.0189(6) 0.0261(7) -0.0059(5) -0.0030(7) -0.0003(7) N6 0.0401(9) 0.0161(6) 0.0467(9) 0.0065(6) -0.0146(7) -0.0032(6) B1 0.0148(7) 0.0195(7) 0.0176(7) -0.0008(6) 0.0002(6) 0.0010(6) B2 0.0217(8) 0.0149(7) 0.0153(7) 0.0001(5) -0.0021(6) 0.0006(6) C1 0.0156(7) 0.0257(7) 0.0155(6) -0.0021(5) 0.0004(5) 0.0029(5) C2 0.0171(7) 0.0247(7) 0.0155(6) -0.0006(5) 0.0001(5) 0.0023(6) C3 0.0248(8) 0.0312(8) 0.0201(7) 0.0044(6) 0.0016(6) 0.0075(6) C4 0.0286(8) 0.0455(10) 0.0164(7) 0.0051(7) -0.0027(6) 0.0120(8) C5 0.0239(8) 0.0485(11) 0.0163(7) -0.0067(7) -0.0044(6) 0.0039(7) C6 0.0202(7) 0.0359(9) 0.0185(7) -0.0082(6) -0.0001(6) 0.0017(6) C7 0.0203(7) 0.0184(7) 0.0243(7) -0.0021(6) 0.0016(6) -0.0013(5) C8 0.0265(8) 0.0207(7) 0.0399(10) -0.0075(7) 0.0081(7) 0.0006(6) C9 0.0232(7) 0.0191(7) 0.0213(7) 0.0001(6) 0.0001(6) -0.0014(6) C10 0.0279(8) 0.0198(7) 0.0270(8) -0.0013(6) -0.0016(6) 0.0044(6) C11 0.0165(6) 0.0192(7) 0.0140(6) 0.0013(5) -0.0009(5) -0.0014(5) C12 0.0188(7) 0.0193(7) 0.0156(6) -0.0011(5) -0.0001(5) -0.0002(5) C13 0.0180(7) 0.0164(6) 0.0179(7) 0.0019(5) -0.0014(5) 0.0020(5) C14 0.0210(7) 0.0166(6) 0.0150(6) 0.0010(5) -0.0029(5) -0.0015(5) C15 0.0233(7) 0.0184(7) 0.0170(7) -0.0024(5) -0.0022(5) 0.0019(6) C16 0.0210(7) 0.0186(7) 0.0190(7) -0.0006(5) -0.0025(5) 0.0035(6) C17 0.0186(6) 0.0160(6) 0.0142(6) 0.0002(5) -0.0018(5) -0.0007(5) C18 0.0199(7) 0.0161(6) 0.0145(6) 0.0015(5) -0.0012(5) 0.0005(5) C19 0.0236(7) 0.0201(7) 0.0193(7) -0.0044(5) -0.0014(6) -0.0001(6) C20 0.0264(8) 0.0280(8) 0.0162(7) -0.0041(6) -0.0037(6) 0.0040(6) C21 0.0243(7) 0.0275(8) 0.0158(7) 0.0036(6) -0.0014(6) 0.0050(6) C22 0.0221(7) 0.0177(7) 0.0197(7) 0.0029(5) 0.0002(5) 0.0013(5) C23 0.0248(7) 0.0133(6) 0.0164(6) 0.0003(5) -0.0007(5) -0.0014(5) C24 0.0266(8) 0.0182(7) 0.0213(7) -0.0014(6) -0.0022(6) -0.0018(6) C25 0.0422(10) 0.0222(8) 0.0261(8) -0.0024(6) -0.0077(7) -0.0086(7) C26 0.0493(11) 0.0204(8) 0.0237(8) -0.0006(6) 0.0052(7) 0.0112(7) C27 0.0288(8) 0.0205(7) 0.0191(7) 0.0019(5) 0.0006(6) 0.0040(6) C28 0.0211(7) 0.0144(6) 0.0201(7) 0.0010(5) -0.0066(5) -0.0010(5) C29 0.0228(7) 0.0182(7) 0.0289(8) -0.0022(6) -0.0052(6) -0.0004(6) C30 0.0318(9) 0.0165(7) 0.0407(10) -0.0068(7) -0.0136(7) 0.0047(6) C31 0.0351(9) 0.0227(8) 0.0379(10) 0.0137(7) -0.0078(8) -0.0061(7) C32 0.0266(8) 0.0211(7) 0.0264(8) 0.0050(6) -0.0033(6) -0.0013(6) F9 0.0463(6) 0.0284(5) 0.0242(5) 0.0048(4) 0.0088(4) -0.0034(5) F10 0.0738(9) 0.0376(6) 0.0340(6) -0.0073(5) 0.0190(6) 0.0096(6) F11 0.0322(5) 0.0168(4) 0.0475(6) 0.0090(4) -0.0024(5) -0.0026(4) F12 0.0303(5) 0.0243(5) 0.0357(6) 0.0062(4) 0.0115(4) 0.0039(4) F13 0.0250(5) 0.0293(5) 0.0328(5) 0.0059(4) -0.0121(4) -0.0079(4) F14 0.0601(8) 0.0255(5) 0.0753(10) 0.0210(6) -0.0362(7) -0.0244(6) F15 0.0322(5) 0.0321(5) 0.0347(6) 0.0065(4) -0.0050(4) 0.0132(4) F16 0.0213(5) 0.0279(5) 0.0294(5) 0.0082(4) -0.0007(4) -0.0026(4) N7 0.0188(6) 0.0186(6) 0.0199(6) -0.0018(5) -0.0028(5) -0.0013(5) N8 0.0169(6) 0.0191(6) 0.0151(5) -0.0002(4) -0.0010(4) -0.0013(5) N9 0.0242(6) 0.0136(5) 0.0164(6) 0.0011(4) -0.0048(5) 0.0003(5) N10 0.0228(6) 0.0147(5) 0.0168(6) 0.0015(4) -0.0052(5) 0.0000(5) N11 0.0361(8) 0.0197(6) 0.0303(7) -0.0016(6) -0.0066(6) 0.0038(6) N12 0.0453(9) 0.0160(6) 0.0310(8) 0.0036(5) -0.0128(7) 0.0008(6) B3 0.0160(7) 0.0182(7) 0.0159(7) 0.0005(6) -0.0003(6) -0.0017(6) B4 0.0222(8) 0.0140(7) 0.0175(7) 0.0010(6) -0.0027(6) -0.0003(6) C33 0.0167(7) 0.0269(8) 0.0157(7) -0.0026(5) 0.0004(5) -0.0025(6) C34 0.0146(6) 0.0269(7) 0.0144(6) -0.0006(5) 0.0012(5) -0.0016(5) C35 0.0208(7) 0.0349(9) 0.0169(7) 0.0032(6) 0.0015(6) 0.0003(6) C36 0.0219(8) 0.0506(11) 0.0140(7) -0.0005(7) -0.0026(6) -0.0010(7) C37 0.0246(8) 0.0499(11) 0.0169(7) -0.0084(7) -0.0007(6) -0.0078(8) C38 0.0235(8) 0.0326(9) 0.0219(8) -0.0074(6) 0.0028(6) -0.0063(6) C39 0.0266(8) 0.0167(7) 0.0292(8) -0.0015(6) -0.0035(6) -0.0011(6) C40 0.0370(10) 0.0245(8) 0.0347(10) 0.0031(7) -0.0072(8) -0.0096(7) C41 0.0180(7) 0.0203(7) 0.0203(7) 0.0022(5) 0.0013(5) 0.0021(5) C42 0.0243(8) 0.0222(8) 0.0327(9) 0.0050(6) 0.0050(7) -0.0003(6) C43 0.0173(7) 0.0157(6) 0.0172(7) -0.0005(5) -0.0016(5) 0.0017(5) C44 0.0218(7) 0.0159(6) 0.0212(7) 0.0011(5) -0.0046(6) -0.0031(5) C45 0.0255(7) 0.0163(7) 0.0178(7) 0.0039(5) -0.0028(6) -0.0028(6) C46 0.0197(7) 0.0146(6) 0.0161(6) 0.0000(5) -0.0037(5) -0.0001(5) C47 0.0190(7) 0.0159(6) 0.0179(7) -0.0005(5) -0.0020(5) -0.0024(5) C48 0.0180(7) 0.0166(6) 0.0153(6) 0.0007(5) -0.0011(5) -0.0010(5) C49 0.0193(7) 0.0187(7) 0.0164(7) 0.0012(5) -0.0022(5) 0.0004(5) C50 0.0192(7) 0.0197(7) 0.0148(6) 0.0022(5) -0.0035(5) 0.0013(5) C51 0.0227(7) 0.0199(7) 0.0198(7) -0.0029(5) -0.0025(6) 0.0006(6) C52 0.0244(7) 0.0314(8) 0.0156(7) -0.0040(6) -0.0025(6) 0.0008(6) C53 0.0249(8) 0.0311(8) 0.0150(7) 0.0048(6) -0.0030(6) 0.0026(6) C54 0.0233(7) 0.0231(7) 0.0176(7) 0.0036(6) -0.0019(5) 0.0033(6) C55 0.0219(7) 0.0149(6) 0.0189(7) 0.0021(5) -0.0066(5) 0.0000(5) C56 0.0310(8) 0.0219(7) 0.0188(7) 0.0027(6) -0.0009(6) 0.0009(6) C57 0.0393(10) 0.0247(8) 0.0251(8) -0.0039(6) 0.0005(7) 0.0050(7) C58 0.0248(8) 0.0153(7) 0.0313(8) 0.0053(6) -0.0081(6) -0.0005(6) C59 0.0198(7) 0.0173(7) 0.0254(8) 0.0043(6) -0.0033(6) 0.0023(5) C60 0.0263(7) 0.0145(6) 0.0137(6) -0.0006(5) -0.0033(5) 0.0000(5) C61 0.0281(8) 0.0189(7) 0.0221(7) 0.0018(6) -0.0091(6) -0.0034(6) C62 0.0439(10) 0.0177(7) 0.0334(9) 0.0035(6) -0.0172(8) -0.0094(7) C63 0.0320(8) 0.0209(7) 0.0202(7) 0.0007(6) -0.0045(6) 0.0068(6) C64 0.0237(7) 0.0199(7) 0.0164(7) 0.0009(5) -0.0007(5) 0.0006(6) _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 C24 1.3316(19) . ? F2 C25 1.334(2) . ? F3 C26 1.333(2) . ? F4 C27 1.326(2) . ? F5 C29 1.332(2) . ? F6 C30 1.333(2) . ? F7 C31 1.334(2) . ? F8 C32 1.326(2) . ? N1 C1 1.3906(19) . ? N1 B1 1.432(2) . ? N1 C7 1.457(2) . ? N2 C2 1.3936(19) . ? N2 B1 1.436(2) . ? N2 C9 1.447(2) . ? N3 C23 1.4022(18) . ? N3 C17 1.4086(19) . ? N3 B2 1.435(2) . ? N4 C28 1.3970(19) . ? N4 C18 1.4118(18) . ? N4 B2 1.439(2) . ? N5 C25 1.301(3) . ? N5 C26 1.303(3) . ? N6 C31 1.296(3) . ? N6 C30 1.306(3) . ? B1 C11 1.556(2) . ? B2 C14 1.542(2) . ? C1 C6 1.383(2) . ? C1 C2 1.406(2) . ? C2 C3 1.384(2) . ? C3 C4 1.396(2) . ? C3 H3 0.9500 . ? C4 C5 1.383(3) . ? C4 H4 0.9500 . ? C5 C6 1.384(2) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.517(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.518(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C16 1.398(2) . ? C11 C12 1.399(2) . ? C12 C13 1.385(2) . ? C12 H12 0.9500 . ? C13 C14 1.398(2) . ? C13 H13 0.9500 . ? C14 C15 1.397(2) . ? C15 C16 1.386(2) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C22 1.383(2) . ? C17 C18 1.391(2) . ? C18 C19 1.378(2) . ? C19 C20 1.384(2) . ? C19 H19 0.9500 . ? C20 C21 1.390(2) . ? C20 H20 0.9500 . ? C21 C22 1.386(2) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C27 1.379(2) . ? C23 C24 1.384(2) . ? C24 C25 1.371(2) . ? C26 C27 1.384(2) . ? C28 C32 1.382(2) . ? C28 C29 1.386(2) . ? C29 C30 1.381(2) . ? C31 C32 1.379(2) . ? F9 C56 1.3273(19) . ? F10 C57 1.330(2) . ? F11 C58 1.3323(19) . ? F12 C59 1.3224(19) . ? F13 C61 1.3292(19) . ? F14 C62 1.339(2) . ? F15 C63 1.3286(19) . ? F16 C64 1.3255(18) . ? N7 C33 1.3858(19) . ? N7 B3 1.441(2) . ? N7 C39 1.455(2) . ? N8 C34 1.3898(18) . ? N8 B3 1.429(2) . ? N8 C41 1.453(2) . ? N9 C55 1.3960(19) . ? N9 C49 1.4115(19) . ? N9 B4 1.442(2) . ? N10 C60 1.3944(18) . ? N10 C50 1.4126(18) . ? N10 B4 1.434(2) . ? N11 C58 1.298(2) . ? N11 C57 1.304(2) . ? N12 C62 1.299(2) . ? N12 C63 1.302(2) . ? B3 C43 1.553(2) . ? B4 C46 1.537(2) . ? C33 C38 1.390(2) . ? C33 C34 1.402(2) . ? C34 C35 1.385(2) . ? C35 C36 1.390(2) . ? C35 H35 0.9500 . ? C36 C37 1.378(3) . ? C36 H36 0.9500 . ? C37 C38 1.390(3) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.524(2) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.521(2) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.396(2) . ? C43 C48 1.399(2) . ? C44 C45 1.380(2) . ? C44 H44 0.9500 . ? C45 C46 1.401(2) . ? C45 H45 0.9500 . ? C46 C47 1.394(2) . ? C47 C48 1.386(2) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 C54 1.383(2) . ? C49 C50 1.390(2) . ? C50 C51 1.380(2) . ? C51 C52 1.390(2) . ? C51 H51 0.9500 . ? C52 C53 1.383(2) . ? C52 H52 0.9500 . ? C53 C54 1.389(2) . ? C53 H53 0.9500 . ? C54 H54 0.9500 . ? C55 C59 1.380(2) . ? C55 C56 1.387(2) . ? C56 C57 1.382(2) . ? C58 C59 1.384(2) . ? C60 C61 1.383(2) . ? C60 C64 1.386(2) . ? C61 C62 1.375(2) . ? C63 C64 1.379(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 108.31(13) . . ? C1 N1 C7 121.14(13) . . ? B1 N1 C7 130.17(13) . . ? C2 N2 B1 108.06(12) . . ? C2 N2 C9 121.15(13) . . ? B1 N2 C9 130.43(13) . . ? C23 N3 C17 123.76(12) . . ? C23 N3 B2 126.38(12) . . ? C17 N3 B2 109.62(12) . . ? C28 N4 C18 123.77(12) . . ? C28 N4 B2 126.45(13) . . ? C18 N4 B2 109.56(12) . . ? C25 N5 C26 116.71(15) . . ? C31 N6 C30 116.81(15) . . ? N1 B1 N2 106.35(13) . . ? N1 B1 C11 127.05(14) . . ? N2 B1 C11 126.54(14) . . ? N3 B2 N4 104.43(12) . . ? N3 B2 C14 127.35(13) . . ? N4 B2 C14 128.19(13) . . ? C6 C1 N1 130.32(15) . . ? C6 C1 C2 120.94(15) . . ? N1 C1 C2 108.65(13) . . ? C3 C2 N2 130.58(15) . . ? C3 C2 C1 120.78(15) . . ? N2 C2 C1 108.62(13) . . ? C2 C3 C4 117.89(17) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 120.77(16) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C4 C5 C6 121.73(16) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C1 C6 C5 117.81(17) . . ? C1 C6 H6 121.1 . . ? C5 C6 H6 121.1 . . ? N1 C7 C8 113.36(13) . . ? N1 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? N1 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 112.42(13) . . ? N2 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N2 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.9 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 116.83(13) . . ? C16 C11 B1 123.01(13) . . ? C12 C11 B1 120.12(13) . . ? C13 C12 C11 121.78(13) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 120.98(13) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C15 C14 C13 117.62(13) . . ? C15 C14 B2 121.13(13) . . ? C13 C14 B2 121.14(13) . . ? C16 C15 C14 121.07(14) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C11 121.72(14) . . ? C15 C16 H16 119.1 . . ? C11 C16 H16 119.1 . . ? C22 C17 C18 121.50(14) . . ? C22 C17 N3 130.12(13) . . ? C18 C17 N3 108.37(12) . . ? C19 C18 C17 121.17(13) . . ? C19 C18 N4 130.74(13) . . ? C17 C18 N4 108.01(12) . . ? C18 C19 C20 117.51(14) . . ? C18 C19 H19 121.2 . . ? C20 C19 H19 121.2 . . ? C19 C20 C21 121.41(15) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C22 C21 C20 121.10(14) . . ? C22 C21 H21 119.4 . . ? C20 C21 H21 119.4 . . ? C17 C22 C21 117.23(14) . . ? C17 C22 H22 121.4 . . ? C21 C22 H22 121.4 . . ? C27 C23 C24 116.79(14) . . ? C27 C23 N3 121.65(14) . . ? C24 C23 N3 121.42(14) . . ? F1 C24 C25 120.13(15) . . ? F1 C24 C23 121.02(13) . . ? C25 C24 C23 118.84(16) . . ? N5 C25 F2 117.21(15) . . ? N5 C25 C24 124.67(17) . . ? F2 C25 C24 118.11(17) . . ? N5 C26 F3 117.41(16) . . ? N5 C26 C27 124.33(16) . . ? F3 C26 C27 118.26(18) . . ? F4 C27 C23 120.65(14) . . ? F4 C27 C26 120.69(15) . . ? C23 C27 C26 118.63(16) . . ? C32 C28 C29 116.37(14) . . ? C32 C28 N4 121.01(14) . . ? C29 C28 N4 122.60(15) . . ? F5 C29 C30 120.19(16) . . ? F5 C29 C28 120.83(14) . . ? C30 C29 C28 118.98(16) . . ? N6 C30 F6 117.34(16) . . ? N6 C30 C29 124.18(17) . . ? F6 C30 C29 118.48(18) . . ? N6 C31 F7 117.06(16) . . ? N6 C31 C32 124.64(18) . . ? F7 C31 C32 118.31(18) . . ? F8 C32 C31 120.13(16) . . ? F8 C32 C28 120.86(14) . . ? C31 C32 C28 119.01(16) . . ? C33 N7 B3 108.33(13) . . ? C33 N7 C39 121.31(13) . . ? B3 N7 C39 130.32(13) . . ? C34 N8 B3 108.19(12) . . ? C34 N8 C41 121.54(13) . . ? B3 N8 C41 129.89(13) . . ? C55 N9 C49 123.63(12) . . ? C55 N9 B4 126.75(13) . . ? C49 N9 B4 109.38(12) . . ? C60 N10 C50 123.28(12) . . ? C60 N10 B4 127.05(13) . . ? C50 N10 B4 109.61(12) . . ? C58 N11 C57 116.82(15) . . ? C62 N12 C63 117.16(14) . . ? N8 B3 N7 106.05(13) . . ? N8 B3 C43 127.41(14) . . ? N7 B3 C43 126.54(14) . . ? N10 B4 N9 104.51(13) . . ? N10 B4 C46 127.98(13) . . ? N9 B4 C46 127.49(14) . . ? N7 C33 C38 130.50(16) . . ? N7 C33 C34 108.46(13) . . ? C38 C33 C34 121.00(15) . . ? C35 C34 N8 130.32(15) . . ? C35 C34 C33 120.65(14) . . ? N8 C34 C33 108.95(13) . . ? C34 C35 C36 118.16(17) . . ? C34 C35 H35 120.9 . . ? C36 C35 H35 120.9 . . ? C37 C36 C35 120.98(16) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C38 121.73(16) . . ? C36 C37 H37 119.1 . . ? C38 C37 H37 119.1 . . ? C33 C38 C37 117.45(17) . . ? C33 C38 H38 121.3 . . ? C37 C38 H38 121.3 . . ? N7 C39 C40 112.93(14) . . ? N7 C39 H39A 109.0 . . ? C40 C39 H39A 109.0 . . ? N7 C39 H39B 109.0 . . ? C40 C39 H39B 109.0 . . ? H39A C39 H39B 107.8 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N8 C41 C42 113.59(13) . . ? N8 C41 H41A 108.8 . . ? C42 C41 H41A 108.8 . . ? N8 C41 H41B 108.8 . . ? C42 C41 H41B 108.8 . . ? H41A C41 H41B 107.7 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 C48 117.49(13) . . ? C44 C43 B3 121.59(13) . . ? C48 C43 B3 120.89(13) . . ? C45 C44 C43 121.44(14) . . ? C45 C44 H44 119.3 . . ? C43 C44 H44 119.3 . . ? C44 C45 C46 120.95(14) . . ? C44 C45 H45 119.5 . . ? C46 C45 H45 119.5 . . ? C47 C46 C45 117.89(13) . . ? C47 C46 B4 122.16(13) . . ? C45 C46 B4 119.92(13) . . ? C48 C47 C46 120.90(13) . . ? C48 C47 H47 119.6 . . ? C46 C47 H47 119.6 . . ? C47 C48 C43 121.34(13) . . ? C47 C48 H48 119.3 . . ? C43 C48 H48 119.3 . . ? C54 C49 C50 121.51(14) . . ? C54 C49 N9 130.17(14) . . ? C50 C49 N9 108.27(12) . . ? C51 C50 C49 121.16(14) . . ? C51 C50 N10 130.62(14) . . ? C49 C50 N10 108.23(13) . . ? C50 C51 C52 117.61(15) . . ? C50 C51 H51 121.2 . . ? C52 C51 H51 121.2 . . ? C53 C52 C51 121.04(15) . . ? C53 C52 H52 119.5 . . ? C51 C52 H52 119.5 . . ? C52 C53 C54 121.51(14) . . ? C52 C53 H53 119.2 . . ? C54 C53 H53 119.2 . . ? C49 C54 C53 117.15(15) . . ? C49 C54 H54 121.4 . . ? C53 C54 H54 121.4 . . ? C59 C55 C56 116.64(14) . . ? C59 C55 N9 122.67(15) . . ? C56 C55 N9 120.66(14) . . ? F9 C56 C57 120.27(15) . . ? F9 C56 C55 120.84(14) . . ? C57 C56 C55 118.89(15) . . ? N11 C57 F10 116.85(16) . . ? N11 C57 C56 124.25(17) . . ? F10 C57 C56 118.91(16) . . ? N11 C58 F11 116.97(14) . . ? N11 C58 C59 124.67(15) . . ? F11 C58 C59 118.34(16) . . ? F12 C59 C55 120.93(14) . . ? F12 C59 C58 120.34(14) . . ? C55 C59 C58 118.70(15) . . ? C61 C60 C64 116.70(14) . . ? C61 C60 N10 121.38(14) . . ? C64 C60 N10 121.91(14) . . ? F13 C61 C62 120.91(15) . . ? F13 C61 C60 120.44(14) . . ? C62 C61 C60 118.64(15) . . ? N12 C62 F14 117.06(15) . . ? N12 C62 C61 124.60(16) . . ? F14 C62 C61 118.33(16) . . ? N12 C63 F15 116.96(14) . . ? N12 C63 C64 123.93(15) . . ? F15 C63 C64 119.11(15) . . ? F16 C64 C63 119.85(14) . . ? F16 C64 C60 121.22(14) . . ? C63 C64 C60 118.92(15) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.349 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.046 _database_code_depnum_ccdc_archive 'CCDC 961429' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound13 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H20 B2 F10 N4 S' _chemical_formula_sum 'C32 H20 B2 F10 N4 S' _chemical_formula_weight 704.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.5530(8) _cell_length_b 15.9823(10) _cell_length_c 16.9069(10) _cell_angle_alpha 106.763(3) _cell_angle_beta 106.383(3) _cell_angle_gamma 107.713(3) _cell_volume 3053.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9259 _cell_measurement_theta_min 2.608 _cell_measurement_theta_max 30.668 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.532 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.199 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9451 _exptl_absorpt_correction_T_max 0.9754 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device 'Bruker KAPPA APEX II ' _diffrn_radiation_source 'fine focus sealed tube ' _diffrn_radiation_monochromator 'graphite monochromator ' _diffrn_measurement_device_type 'four three circle diffractometer' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 121751 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 14001 _reflns_number_gt 11528 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_cell_refinement 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 2.1 (Crystal Impact, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0382P)^2^+1.8042P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14001 _refine_ls_number_parameters 887 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0882 _refine_ls_wR_factor_gt 0.0806 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.61753(3) 0.72111(3) 0.24118(2) 0.02041(8) Uani 1 1 d . . . F1 F 0.88181(7) 0.86758(6) 0.34285(6) 0.02463(18) Uani 1 1 d . . . F2 F 0.88204(8) 0.94194(7) 0.21914(7) 0.0329(2) Uani 1 1 d . . . F3 F 0.87451(9) 0.83803(8) 0.05775(7) 0.0373(2) Uani 1 1 d . . . F4 F 0.86085(8) 0.65756(7) 0.01894(6) 0.0336(2) Uani 1 1 d . . . F5 F 0.85989(8) 0.58165(6) 0.14231(6) 0.02650(19) Uani 1 1 d . . . F6 F 0.71929(8) 0.43233(7) 0.38119(6) 0.0307(2) Uani 1 1 d . . . F7 F 0.61775(10) 0.37591(8) 0.48459(8) 0.0470(3) Uani 1 1 d . . . F8 F 0.59329(10) 0.50604(10) 0.61151(8) 0.0530(3) Uani 1 1 d . . . F9 F 0.67329(11) 0.69344(10) 0.63714(7) 0.0521(3) Uani 1 1 d . . . F10 F 0.78134(10) 0.75117(7) 0.53760(7) 0.0382(2) Uani 1 1 d . . . N1 N 0.41663(10) 0.79785(8) 0.16144(8) 0.0187(2) Uani 1 1 d . . . N2 N 0.27308(10) 0.65395(9) 0.12629(8) 0.0189(2) Uani 1 1 d . . . N3 N 0.86131(10) 0.68222(8) 0.30889(8) 0.0176(2) Uani 1 1 d . . . N4 N 0.80799(10) 0.62262(9) 0.40434(8) 0.0185(2) Uani 1 1 d . . . B1 B 0.39313(13) 0.71026(11) 0.17400(11) 0.0181(3) Uani 1 1 d . . . B2 B 0.76916(13) 0.65525(12) 0.33589(11) 0.0187(3) Uani 1 1 d . . . C1 C 0.31557(12) 0.79236(10) 0.10480(9) 0.0194(3) Uani 1 1 d . . . C2 C 0.22757(12) 0.70461(10) 0.08383(10) 0.0198(3) Uani 1 1 d . . . C3 C 0.11722(12) 0.67993(12) 0.02764(10) 0.0256(3) Uani 1 1 d . . . H3 H 0.0574 0.6209 0.0137 0.031 Uiso 1 1 calc R . . C4 C 0.09677(13) 0.74438(12) -0.00776(11) 0.0291(3) Uani 1 1 d . . . H4 H 0.0218 0.7287 -0.0469 0.035 Uiso 1 1 calc R . . C5 C 0.18352(13) 0.83111(12) 0.01296(11) 0.0273(3) Uani 1 1 d . . . H5 H 0.1670 0.8738 -0.0121 0.033 Uiso 1 1 calc R . . C6 C 0.29438(13) 0.85660(11) 0.06995(10) 0.0234(3) Uani 1 1 d . . . H6 H 0.3537 0.9162 0.0845 0.028 Uiso 1 1 calc R . . C7 C 0.52319(12) 0.88132(10) 0.19415(10) 0.0216(3) Uani 1 1 d . . . H7A H 0.5780 0.8845 0.2492 0.026 Uiso 1 1 calc R . . H7B H 0.5101 0.9404 0.2110 0.026 Uiso 1 1 calc R . . C8 C 0.57421(13) 0.87848(12) 0.12455(11) 0.0278(3) Uani 1 1 d . . . H8A H 0.5872 0.8200 0.1075 0.042 Uiso 1 1 calc R . . H8B H 0.6464 0.9352 0.1504 0.042 Uiso 1 1 calc R . . H8C H 0.5219 0.8784 0.0709 0.042 Uiso 1 1 calc R . . C9 C 0.20267(12) 0.55699(10) 0.11174(10) 0.0228(3) Uani 1 1 d . . . H9A H 0.2512 0.5225 0.1223 0.027 Uiso 1 1 calc R . . H9B H 0.1471 0.5220 0.0480 0.027 Uiso 1 1 calc R . . C10 C 0.13940(14) 0.55564(13) 0.17288(12) 0.0327(4) Uani 1 1 d . . . H10A H 0.1939 0.5887 0.2362 0.049 Uiso 1 1 calc R . . H10B H 0.0935 0.4888 0.1601 0.049 Uiso 1 1 calc R . . H10C H 0.0900 0.5885 0.1619 0.049 Uiso 1 1 calc R . . C11 C 0.47781(11) 0.67858(10) 0.22641(9) 0.0181(3) Uani 1 1 d . . . C12 C 0.45937(12) 0.61476(11) 0.26587(11) 0.0234(3) Uani 1 1 d . . . H12 H 0.3877 0.5824 0.2657 0.028 Uiso 1 1 calc R . . C13 C 0.55585(12) 0.60143(11) 0.30668(11) 0.0244(3) Uani 1 1 d . . . H13 H 0.5551 0.5592 0.3365 0.029 Uiso 1 1 calc R . . C14 C 0.65141(12) 0.65482(10) 0.29970(10) 0.0191(3) Uani 1 1 d . . . C15 C 0.95035(11) 0.66526(9) 0.35829(9) 0.0165(3) Uani 1 1 d . . . C16 C 0.91726(11) 0.62899(10) 0.41693(9) 0.0170(3) Uani 1 1 d . . . C17 C 0.98847(12) 0.60679(10) 0.47571(10) 0.0199(3) Uani 1 1 d . . . H17 H 0.9662 0.5826 0.5161 0.024 Uiso 1 1 calc R . . C18 C 1.09370(12) 0.62129(10) 0.47327(10) 0.0218(3) Uani 1 1 d . . . H18 H 1.1445 0.6067 0.5127 0.026 Uiso 1 1 calc R . . C19 C 1.12626(12) 0.65665(10) 0.41441(10) 0.0220(3) Uani 1 1 d . . . H19 H 1.1986 0.6652 0.4140 0.026 Uiso 1 1 calc R . . C20 C 1.05492(12) 0.67977(10) 0.35597(10) 0.0193(3) Uani 1 1 d . . . H20 H 1.0774 0.7046 0.3160 0.023 Uiso 1 1 calc R . . C21 C 0.86911(11) 0.72220(10) 0.24550(9) 0.0164(3) Uani 1 1 d . . . C22 C 0.87632(11) 0.81458(10) 0.26332(9) 0.0184(3) Uani 1 1 d . . . C23 C 0.87694(12) 0.85338(10) 0.20055(10) 0.0225(3) Uani 1 1 d . . . C24 C 0.87327(13) 0.80071(11) 0.11889(10) 0.0243(3) Uani 1 1 d . . . C25 C 0.86784(12) 0.70948(11) 0.09974(10) 0.0229(3) Uani 1 1 d . . . C26 C 0.86620(11) 0.67091(10) 0.16275(10) 0.0188(3) Uani 1 1 d . . . C27 C 0.75431(12) 0.59332(11) 0.45790(9) 0.0196(3) Uani 1 1 d . . . C28 C 0.71115(12) 0.49786(11) 0.44546(10) 0.0230(3) Uani 1 1 d . . . C29 C 0.65794(14) 0.46817(13) 0.49737(12) 0.0305(4) Uani 1 1 d . . . C30 C 0.64579(14) 0.53448(15) 0.56153(12) 0.0348(4) Uani 1 1 d . . . C31 C 0.68631(15) 0.62964(14) 0.57472(11) 0.0334(4) Uani 1 1 d . . . C32 C 0.74135(14) 0.65871(12) 0.52365(10) 0.0264(3) Uani 1 1 d . . . S2 S 0.67015(3) 0.18645(3) 0.33227(2) 0.01974(8) Uani 1 1 d . . . F11 F 0.65106(7) 0.09831(6) 0.11958(6) 0.0274(2) Uani 1 1 d . . . F12 F 0.84535(8) 0.08197(7) 0.18609(8) 0.0361(2) Uani 1 1 d . . . F13 F 1.04170(8) 0.24221(8) 0.29541(7) 0.0346(2) Uani 1 1 d . . . F14 F 1.04282(8) 0.41801(7) 0.32817(7) 0.0355(2) Uani 1 1 d . . . F15 F 0.84577(8) 0.43530(6) 0.26769(6) 0.0290(2) Uani 1 1 d . . . F16 F 0.36816(8) 0.38315(6) 0.20834(6) 0.0299(2) Uani 1 1 d . . . F17 F 0.15441(8) 0.32634(7) 0.19552(7) 0.0334(2) Uani 1 1 d . . . F18 F 0.01638(7) 0.13490(7) 0.12440(6) 0.0317(2) Uani 1 1 d . . . F19 F 0.09517(7) 0.00301(7) 0.06765(7) 0.0297(2) Uani 1 1 d . . . F20 F 0.30680(8) 0.06022(6) 0.07271(6) 0.0281(2) Uani 1 1 d . . . N5 N 0.74916(10) 0.07488(9) 0.47805(8) 0.0196(2) Uani 1 1 d . . . N6 N 0.66290(10) 0.14296(9) 0.55916(8) 0.0199(2) Uani 1 1 d . . . N7 N 0.63696(10) 0.27271(9) 0.17036(8) 0.0189(2) Uani 1 1 d . . . N8 N 0.45556(10) 0.25207(9) 0.14816(8) 0.0202(2) Uani 1 1 d . . . B3 B 0.67424(13) 0.12143(11) 0.47498(11) 0.0187(3) Uani 1 1 d . . . B4 B 0.54639(14) 0.23245(12) 0.19568(11) 0.0195(3) Uani 1 1 d . . . C33 C 0.77825(12) 0.06547(11) 0.55984(10) 0.0229(3) Uani 1 1 d . . . C34 C 0.72614(12) 0.10809(11) 0.60984(10) 0.0232(3) Uani 1 1 d . . . C35 C 0.74088(14) 0.10939(13) 0.69494(11) 0.0314(4) Uani 1 1 d . . . H35 H 0.7079 0.1402 0.7297 0.038 Uiso 1 1 calc R . . C36 C 0.80539(15) 0.06428(15) 0.72767(12) 0.0405(5) Uani 1 1 d . . . H36 H 0.8172 0.0647 0.7859 0.049 Uiso 1 1 calc R . . C37 C 0.85276(15) 0.01878(14) 0.67674(13) 0.0408(5) Uani 1 1 d . . . H37 H 0.8940 -0.0136 0.6998 0.049 Uiso 1 1 calc R . . C38 C 0.84128(13) 0.01953(12) 0.59254(12) 0.0312(4) Uani 1 1 d . . . H38 H 0.8755 -0.0105 0.5585 0.037 Uiso 1 1 calc R . . C39 C 0.79224(12) 0.04021(11) 0.41171(10) 0.0231(3) Uani 1 1 d . . . H39A H 0.7426 0.0324 0.3520 0.028 Uiso 1 1 calc R . . H39B H 0.7893 -0.0238 0.4067 0.028 Uiso 1 1 calc R . . C40 C 0.91323(13) 0.10768(12) 0.43565(11) 0.0295(3) Uani 1 1 d . . . H40A H 0.9168 0.1713 0.4406 0.044 Uiso 1 1 calc R . . H40B H 0.9375 0.0818 0.3883 0.044 Uiso 1 1 calc R . . H40C H 0.9634 0.1135 0.4935 0.044 Uiso 1 1 calc R . . C41 C 0.59878(13) 0.19169(11) 0.59257(10) 0.0235(3) Uani 1 1 d . . . H41A H 0.5827 0.2299 0.5579 0.028 Uiso 1 1 calc R . . H41B H 0.6454 0.2369 0.6567 0.028 Uiso 1 1 calc R . . C42 C 0.48752(13) 0.12209(12) 0.58498(11) 0.0286(3) Uani 1 1 d . . . H42A H 0.4410 0.0770 0.5217 0.043 Uiso 1 1 calc R . . H42B H 0.4468 0.1582 0.6068 0.043 Uiso 1 1 calc R . . H42C H 0.5031 0.0862 0.6216 0.043 Uiso 1 1 calc R . . C43 C 0.60939(12) 0.14101(10) 0.39582(9) 0.0182(3) Uani 1 1 d . . . C44 C 0.49791(13) 0.12704(12) 0.36521(11) 0.0268(3) Uani 1 1 d . . . H44 H 0.4481 0.1020 0.3908 0.032 Uiso 1 1 calc R . . C45 C 0.46408(13) 0.15305(13) 0.29266(11) 0.0282(3) Uani 1 1 d . . . H45 H 0.3894 0.1473 0.2651 0.034 Uiso 1 1 calc R . . C46 C 0.54837(12) 0.18749(10) 0.26501(10) 0.0197(3) Uani 1 1 d . . . C47 C 0.60333(12) 0.31757(10) 0.11379(9) 0.0197(3) Uani 1 1 d . . . C48 C 0.49261(12) 0.30472(10) 0.10019(10) 0.0205(3) Uani 1 1 d . . . C49 C 0.43583(13) 0.34015(11) 0.04623(10) 0.0241(3) Uani 1 1 d . . . H49 H 0.3601 0.3309 0.0368 0.029 Uiso 1 1 calc R . . C50 C 0.49350(14) 0.38963(11) 0.00639(10) 0.0274(3) Uani 1 1 d . . . H50 H 0.4565 0.4144 -0.0314 0.033 Uiso 1 1 calc R . . C51 C 0.60446(14) 0.40372(11) 0.02077(10) 0.0270(3) Uani 1 1 d . . . H51 H 0.6424 0.4391 -0.0064 0.032 Uiso 1 1 calc R . . C52 C 0.66128(13) 0.36706(11) 0.07431(10) 0.0232(3) Uani 1 1 d . . . H52 H 0.7368 0.3757 0.0833 0.028 Uiso 1 1 calc R . . C53 C 0.74229(12) 0.26717(10) 0.19459(9) 0.0188(3) Uani 1 1 d . . . C54 C 0.74617(12) 0.17801(10) 0.17209(10) 0.0205(3) Uani 1 1 d . . . C55 C 0.84577(13) 0.16890(11) 0.20547(11) 0.0243(3) Uani 1 1 d . . . C56 C 0.94504(13) 0.24987(12) 0.25979(10) 0.0249(3) Uani 1 1 d . . . C57 C 0.94513(12) 0.33944(11) 0.27766(10) 0.0247(3) Uani 1 1 d . . . C58 C 0.84452(13) 0.34781(10) 0.24612(10) 0.0216(3) Uani 1 1 d . . . C59 C 0.34395(12) 0.22316(11) 0.14178(9) 0.0198(3) Uani 1 1 d . . . C60 C 0.30160(13) 0.28919(11) 0.17156(10) 0.0221(3) Uani 1 1 d . . . C61 C 0.19195(13) 0.26028(11) 0.16543(10) 0.0237(3) Uani 1 1 d . . . C62 C 0.12243(12) 0.16383(12) 0.13044(10) 0.0233(3) Uani 1 1 d . . . C63 C 0.16216(12) 0.09632(11) 0.10059(10) 0.0220(3) Uani 1 1 d . . . C64 C 0.27107(12) 0.12661(11) 0.10461(10) 0.0206(3) 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 S1 0.01388(16) 0.02783(18) 0.02580(18) 0.01833(15) 0.00822(14) 0.00944(14) F1 0.0282(5) 0.0231(4) 0.0237(4) 0.0074(4) 0.0118(4) 0.0130(4) F2 0.0380(5) 0.0230(5) 0.0422(6) 0.0198(4) 0.0122(5) 0.0162(4) F3 0.0430(6) 0.0437(6) 0.0298(5) 0.0282(5) 0.0124(4) 0.0138(5) F4 0.0384(5) 0.0384(6) 0.0192(4) 0.0080(4) 0.0138(4) 0.0116(5) F5 0.0307(5) 0.0182(4) 0.0300(5) 0.0075(4) 0.0131(4) 0.0108(4) F6 0.0390(5) 0.0252(5) 0.0340(5) 0.0152(4) 0.0180(4) 0.0151(4) F7 0.0497(7) 0.0414(6) 0.0559(7) 0.0351(6) 0.0251(6) 0.0090(5) F8 0.0487(7) 0.0875(10) 0.0450(6) 0.0445(7) 0.0339(6) 0.0261(7) F9 0.0713(8) 0.0741(9) 0.0331(6) 0.0222(6) 0.0343(6) 0.0458(7) F10 0.0531(7) 0.0299(5) 0.0333(5) 0.0108(4) 0.0187(5) 0.0206(5) N1 0.0143(5) 0.0188(6) 0.0209(6) 0.0085(5) 0.0042(5) 0.0066(5) N2 0.0144(5) 0.0188(6) 0.0224(6) 0.0091(5) 0.0059(5) 0.0066(5) N3 0.0152(5) 0.0212(6) 0.0205(6) 0.0127(5) 0.0072(5) 0.0088(5) N4 0.0156(5) 0.0234(6) 0.0209(6) 0.0134(5) 0.0080(5) 0.0091(5) B1 0.0159(7) 0.0194(7) 0.0196(7) 0.0079(6) 0.0076(6) 0.0076(6) B2 0.0181(7) 0.0197(7) 0.0202(7) 0.0101(6) 0.0080(6) 0.0080(6) C1 0.0178(7) 0.0208(7) 0.0182(7) 0.0065(5) 0.0058(5) 0.0092(6) C2 0.0169(7) 0.0216(7) 0.0205(7) 0.0081(6) 0.0065(5) 0.0093(6) C3 0.0160(7) 0.0276(8) 0.0274(8) 0.0095(6) 0.0045(6) 0.0078(6) C4 0.0194(7) 0.0364(9) 0.0288(8) 0.0134(7) 0.0034(6) 0.0138(7) C5 0.0272(8) 0.0312(8) 0.0285(8) 0.0154(7) 0.0084(7) 0.0181(7) C6 0.0225(7) 0.0224(7) 0.0251(7) 0.0103(6) 0.0073(6) 0.0108(6) C7 0.0171(7) 0.0164(7) 0.0256(7) 0.0088(6) 0.0035(6) 0.0044(6) C8 0.0227(8) 0.0259(8) 0.0344(9) 0.0161(7) 0.0110(7) 0.0067(6) C9 0.0168(7) 0.0190(7) 0.0271(7) 0.0087(6) 0.0059(6) 0.0040(6) C10 0.0241(8) 0.0335(9) 0.0380(9) 0.0164(8) 0.0145(7) 0.0055(7) C11 0.0133(6) 0.0195(7) 0.0204(7) 0.0082(5) 0.0062(5) 0.0063(5) C12 0.0158(7) 0.0279(8) 0.0318(8) 0.0180(7) 0.0108(6) 0.0092(6) C13 0.0190(7) 0.0291(8) 0.0329(8) 0.0218(7) 0.0110(6) 0.0107(6) C14 0.0180(7) 0.0232(7) 0.0204(7) 0.0134(6) 0.0077(5) 0.0101(6) C15 0.0155(6) 0.0145(6) 0.0177(6) 0.0071(5) 0.0041(5) 0.0060(5) C16 0.0149(6) 0.0153(6) 0.0186(6) 0.0064(5) 0.0051(5) 0.0058(5) C17 0.0194(7) 0.0188(7) 0.0201(7) 0.0098(6) 0.0049(6) 0.0074(6) C18 0.0172(7) 0.0190(7) 0.0250(7) 0.0090(6) 0.0024(6) 0.0081(6) C19 0.0148(6) 0.0186(7) 0.0300(8) 0.0086(6) 0.0067(6) 0.0072(5) C20 0.0162(6) 0.0168(7) 0.0243(7) 0.0089(6) 0.0080(6) 0.0057(5) C21 0.0115(6) 0.0196(7) 0.0197(6) 0.0114(5) 0.0057(5) 0.0057(5) C22 0.0154(6) 0.0200(7) 0.0194(7) 0.0079(5) 0.0066(5) 0.0076(5) C23 0.0196(7) 0.0188(7) 0.0292(8) 0.0136(6) 0.0059(6) 0.0083(6) C24 0.0205(7) 0.0302(8) 0.0226(7) 0.0181(6) 0.0060(6) 0.0071(6) C25 0.0187(7) 0.0281(8) 0.0171(7) 0.0077(6) 0.0066(6) 0.0061(6) C26 0.0155(6) 0.0170(7) 0.0226(7) 0.0077(5) 0.0072(5) 0.0060(5) C27 0.0173(7) 0.0279(7) 0.0182(7) 0.0142(6) 0.0072(5) 0.0108(6) C28 0.0199(7) 0.0291(8) 0.0242(7) 0.0159(6) 0.0086(6) 0.0112(6) C29 0.0260(8) 0.0373(9) 0.0336(9) 0.0251(8) 0.0121(7) 0.0101(7) C30 0.0272(8) 0.0597(12) 0.0295(8) 0.0306(9) 0.0163(7) 0.0170(8) C31 0.0350(9) 0.0536(11) 0.0206(8) 0.0158(8) 0.0148(7) 0.0258(9) C32 0.0283(8) 0.0310(8) 0.0217(7) 0.0120(6) 0.0087(6) 0.0145(7) S2 0.01569(16) 0.02662(18) 0.02075(17) 0.01394(14) 0.00824(13) 0.00886(14) F11 0.0202(4) 0.0177(4) 0.0391(5) 0.0097(4) 0.0103(4) 0.0049(3) F12 0.0308(5) 0.0288(5) 0.0627(7) 0.0268(5) 0.0223(5) 0.0191(4) F13 0.0221(5) 0.0506(6) 0.0355(5) 0.0211(5) 0.0096(4) 0.0194(5) F14 0.0194(5) 0.0336(5) 0.0323(5) 0.0008(4) 0.0057(4) 0.0010(4) F15 0.0293(5) 0.0183(4) 0.0339(5) 0.0044(4) 0.0143(4) 0.0077(4) F16 0.0295(5) 0.0207(4) 0.0330(5) 0.0055(4) 0.0108(4) 0.0097(4) F17 0.0310(5) 0.0347(5) 0.0365(5) 0.0081(4) 0.0147(4) 0.0216(4) F18 0.0175(4) 0.0423(6) 0.0330(5) 0.0118(4) 0.0098(4) 0.0132(4) F19 0.0206(4) 0.0250(5) 0.0369(5) 0.0116(4) 0.0079(4) 0.0059(4) F20 0.0261(5) 0.0231(4) 0.0390(5) 0.0121(4) 0.0146(4) 0.0143(4) N5 0.0173(6) 0.0195(6) 0.0198(6) 0.0086(5) 0.0056(5) 0.0062(5) N6 0.0188(6) 0.0199(6) 0.0190(6) 0.0086(5) 0.0077(5) 0.0048(5) N7 0.0198(6) 0.0201(6) 0.0202(6) 0.0108(5) 0.0092(5) 0.0091(5) N8 0.0193(6) 0.0228(6) 0.0217(6) 0.0123(5) 0.0084(5) 0.0099(5) B3 0.0159(7) 0.0166(7) 0.0200(7) 0.0077(6) 0.0064(6) 0.0031(6) B4 0.0189(7) 0.0193(8) 0.0201(7) 0.0081(6) 0.0080(6) 0.0078(6) C33 0.0161(7) 0.0212(7) 0.0232(7) 0.0108(6) 0.0025(6) 0.0010(6) C34 0.0177(7) 0.0215(7) 0.0206(7) 0.0091(6) 0.0033(6) -0.0001(6) C35 0.0246(8) 0.0366(9) 0.0227(8) 0.0150(7) 0.0054(6) 0.0011(7) C36 0.0269(9) 0.0535(12) 0.0306(9) 0.0283(9) 0.0019(7) 0.0026(8) C37 0.0239(8) 0.0472(11) 0.0466(11) 0.0331(9) 0.0012(8) 0.0079(8) C38 0.0195(7) 0.0310(9) 0.0387(9) 0.0195(7) 0.0044(7) 0.0070(7) C39 0.0204(7) 0.0216(7) 0.0239(7) 0.0060(6) 0.0072(6) 0.0093(6) C40 0.0222(8) 0.0325(9) 0.0284(8) 0.0071(7) 0.0112(6) 0.0090(7) C41 0.0232(7) 0.0204(7) 0.0227(7) 0.0051(6) 0.0120(6) 0.0049(6) C42 0.0234(8) 0.0285(8) 0.0263(8) 0.0067(7) 0.0131(6) 0.0031(6) C43 0.0190(7) 0.0177(7) 0.0187(7) 0.0088(5) 0.0089(5) 0.0064(5) C44 0.0196(7) 0.0380(9) 0.0300(8) 0.0218(7) 0.0129(6) 0.0111(7) C45 0.0178(7) 0.0425(9) 0.0317(8) 0.0237(7) 0.0106(6) 0.0133(7) C46 0.0161(6) 0.0229(7) 0.0208(7) 0.0107(6) 0.0063(5) 0.0083(6) C47 0.0243(7) 0.0174(7) 0.0174(6) 0.0071(5) 0.0077(6) 0.0094(6) C48 0.0241(7) 0.0177(7) 0.0198(7) 0.0082(6) 0.0089(6) 0.0086(6) C49 0.0263(8) 0.0231(7) 0.0229(7) 0.0102(6) 0.0071(6) 0.0122(6) C50 0.0370(9) 0.0237(8) 0.0227(7) 0.0123(6) 0.0092(7) 0.0144(7) C51 0.0386(9) 0.0215(7) 0.0227(7) 0.0121(6) 0.0142(7) 0.0107(7) C52 0.0273(8) 0.0203(7) 0.0221(7) 0.0085(6) 0.0116(6) 0.0087(6) C53 0.0191(7) 0.0226(7) 0.0191(7) 0.0109(6) 0.0105(6) 0.0096(6) C54 0.0181(7) 0.0195(7) 0.0241(7) 0.0106(6) 0.0098(6) 0.0055(6) C55 0.0264(8) 0.0249(8) 0.0327(8) 0.0179(7) 0.0166(7) 0.0147(6) C56 0.0193(7) 0.0370(9) 0.0248(7) 0.0170(7) 0.0106(6) 0.0141(7) C57 0.0186(7) 0.0282(8) 0.0193(7) 0.0056(6) 0.0075(6) 0.0040(6) C58 0.0244(7) 0.0204(7) 0.0207(7) 0.0074(6) 0.0120(6) 0.0085(6) C59 0.0185(7) 0.0253(7) 0.0181(7) 0.0115(6) 0.0061(5) 0.0110(6) C60 0.0231(7) 0.0216(7) 0.0182(7) 0.0070(6) 0.0052(6) 0.0095(6) C61 0.0255(7) 0.0293(8) 0.0204(7) 0.0095(6) 0.0089(6) 0.0176(7) C62 0.0159(7) 0.0344(8) 0.0196(7) 0.0117(6) 0.0059(6) 0.0115(6) C63 0.0190(7) 0.0236(7) 0.0198(7) 0.0099(6) 0.0040(6) 0.0070(6) C64 0.0211(7) 0.0240(7) 0.0217(7) 0.0116(6) 0.0087(6) 0.0135(6) _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 S1 C14 1.7196(14) . ? S1 C11 1.7212(14) . ? F1 C22 1.3339(16) . ? F2 C23 1.3336(17) . ? F3 C24 1.3355(16) . ? F4 C25 1.3376(17) . ? F5 C26 1.3365(16) . ? F6 C28 1.3308(18) . ? F7 C29 1.334(2) . ? F8 C30 1.3382(18) . ? F9 C31 1.334(2) . ? F10 C32 1.3314(19) . ? N1 C1 1.3926(18) . ? N1 B1 1.4299(19) . ? N1 C7 1.4569(18) . ? N2 C2 1.3930(18) . ? N2 B1 1.4345(19) . ? N2 C9 1.4562(18) . ? N3 C21 1.4092(17) . ? N3 C15 1.4100(17) . ? N3 B2 1.4358(19) . ? N4 C16 1.4024(17) . ? N4 C27 1.4062(18) . ? N4 B2 1.4352(19) . ? B1 C11 1.548(2) . ? B2 C14 1.537(2) . ? C1 C6 1.384(2) . ? C1 C2 1.404(2) . ? C2 C3 1.385(2) . ? C3 C4 1.390(2) . ? C3 H3 0.9500 . ? C4 C5 1.386(2) . ? C4 H4 0.9500 . ? C5 C6 1.392(2) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.521(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.519(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.371(2) . ? C12 C13 1.406(2) . ? C12 H12 0.9500 . ? C13 C14 1.375(2) . ? C13 H13 0.9500 . ? C15 C20 1.3786(19) . ? C15 C16 1.3943(19) . ? C16 C17 1.3841(19) . ? C17 C18 1.388(2) . ? C17 H17 0.9500 . ? C18 C19 1.387(2) . ? C18 H18 0.9500 . ? C19 C20 1.392(2) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C26 1.385(2) . ? C21 C22 1.3854(19) . ? C22 C23 1.376(2) . ? C23 C24 1.372(2) . ? C24 C25 1.373(2) . ? C25 C26 1.378(2) . ? C27 C32 1.382(2) . ? C27 C28 1.384(2) . ? C28 C29 1.380(2) . ? C29 C30 1.368(3) . ? C30 C31 1.375(3) . ? C31 C32 1.379(2) . ? S2 C43 1.7161(14) . ? S2 C46 1.7280(14) . ? F11 C54 1.3323(17) . ? F12 C55 1.3301(17) . ? F13 C56 1.3374(17) . ? F14 C57 1.3383(17) . ? F15 C58 1.3328(17) . ? F16 C60 1.3328(17) . ? F17 C61 1.3399(17) . ? F18 C62 1.3324(17) . ? F19 C63 1.3305(17) . ? F20 C64 1.3346(16) . ? N5 C33 1.3924(18) . ? N5 B3 1.428(2) . ? N5 C39 1.4539(19) . ? N6 C34 1.3896(19) . ? N6 B3 1.429(2) . ? N6 C41 1.4546(19) . ? N7 C53 1.4075(18) . ? N7 C47 1.4090(18) . ? N7 B4 1.4418(19) . ? N8 C59 1.4025(18) . ? N8 C48 1.4087(18) . ? N8 B4 1.443(2) . ? B3 C43 1.551(2) . ? B4 C46 1.540(2) . ? C33 C38 1.387(2) . ? C33 C34 1.405(2) . ? C34 C35 1.389(2) . ? C35 C36 1.390(3) . ? C35 H35 0.9500 . ? C36 C37 1.385(3) . ? C36 H36 0.9500 . ? C37 C38 1.392(3) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 C40 1.521(2) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.522(2) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 C44 1.374(2) . ? C44 C45 1.407(2) . ? C44 H44 0.9500 . ? C45 C46 1.376(2) . ? C45 H45 0.9500 . ? C47 C52 1.382(2) . ? C47 C48 1.392(2) . ? C48 C49 1.383(2) . ? C49 C50 1.385(2) . ? C49 H49 0.9500 . ? C50 C51 1.388(2) . ? C50 H50 0.9500 . ? C51 C52 1.394(2) . ? C51 H51 0.9500 . ? C52 H52 0.9500 . ? C53 C54 1.386(2) . ? C53 C58 1.387(2) . ? C54 C55 1.378(2) . ? C55 C56 1.373(2) . ? C56 C57 1.375(2) . ? C57 C58 1.380(2) . ? C59 C64 1.384(2) . ? C59 C60 1.386(2) . ? C60 C61 1.379(2) . ? C61 C62 1.375(2) . ? C62 C63 1.379(2) . ? C63 C64 1.381(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 C14 S1 C11 94.52(7) . . ? C1 N1 B1 108.18(12) . . ? C1 N1 C7 120.97(12) . . ? B1 N1 C7 130.79(12) . . ? C2 N2 B1 108.02(12) . . ? C2 N2 C9 121.00(12) . . ? B1 N2 C9 130.72(12) . . ? C21 N3 C15 122.39(11) . . ? C21 N3 B2 128.10(12) . . ? C15 N3 B2 109.49(11) . . ? C16 N4 C27 121.53(11) . . ? C16 N4 B2 109.57(11) . . ? C27 N4 B2 128.79(12) . . ? N1 B1 N2 106.45(12) . . ? N1 B1 C11 128.25(13) . . ? N2 B1 C11 125.29(13) . . ? N4 B2 N3 104.59(12) . . ? N4 B2 C14 125.30(13) . . ? N3 B2 C14 130.05(13) . . ? C6 C1 N1 130.46(14) . . ? C6 C1 C2 120.91(13) . . ? N1 C1 C2 108.62(12) . . ? C3 C2 N2 130.44(14) . . ? C3 C2 C1 120.90(13) . . ? N2 C2 C1 108.65(12) . . ? C2 C3 C4 117.86(14) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C5 C4 C3 121.32(14) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 121.05(14) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 117.95(14) . . ? C1 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? N1 C7 C8 112.79(12) . . ? N1 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N1 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 113.05(13) . . ? N2 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N2 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 B1 129.25(13) . . ? C12 C11 S1 108.71(10) . . ? B1 C11 S1 122.03(10) . . ? C11 C12 C13 114.09(13) . . ? C11 C12 H12 123.0 . . ? C13 C12 H12 123.0 . . ? C14 C13 C12 114.10(13) . . ? C14 C13 H13 123.0 . . ? C12 C13 H13 123.0 . . ? C13 C14 B2 126.69(13) . . ? C13 C14 S1 108.58(10) . . ? B2 C14 S1 124.72(11) . . ? C20 C15 C16 121.40(12) . . ? C20 C15 N3 130.67(13) . . ? C16 C15 N3 107.93(12) . . ? C17 C16 C15 121.33(13) . . ? C17 C16 N4 130.24(13) . . ? C15 C16 N4 108.42(11) . . ? C16 C17 C18 117.26(13) . . ? C16 C17 H17 121.4 . . ? C18 C17 H17 121.4 . . ? C19 C18 C17 121.41(13) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C20 121.22(13) . . ? C18 C19 H19 119.4 . . ? C20 C19 H19 119.4 . . ? C15 C20 C19 117.39(13) . . ? C15 C20 H20 121.3 . . ? C19 C20 H20 121.3 . . ? C26 C21 C22 117.45(12) . . ? C26 C21 N3 122.19(12) . . ? C22 C21 N3 120.33(12) . . ? F1 C22 C23 118.63(13) . . ? F1 C22 C21 119.68(12) . . ? C23 C22 C21 121.69(13) . . ? F2 C23 C24 120.13(13) . . ? F2 C23 C22 120.28(14) . . ? C24 C23 C22 119.59(13) . . ? F3 C24 C23 119.99(14) . . ? F3 C24 C25 119.92(14) . . ? C23 C24 C25 120.09(13) . . ? F4 C25 C24 119.68(13) . . ? F4 C25 C26 120.41(14) . . ? C24 C25 C26 119.88(14) . . ? F5 C26 C25 118.82(13) . . ? F5 C26 C21 119.90(12) . . ? C25 C26 C21 121.27(13) . . ? C32 C27 C28 117.91(13) . . ? C32 C27 N4 121.01(13) . . ? C28 C27 N4 121.07(13) . . ? F6 C28 C29 118.69(14) . . ? F6 C28 C27 119.69(13) . . ? C29 C28 C27 121.61(15) . . ? F7 C29 C30 120.35(15) . . ? F7 C29 C28 120.54(16) . . ? C30 C29 C28 119.10(16) . . ? F8 C30 C29 119.44(17) . . ? F8 C30 C31 119.84(17) . . ? C29 C30 C31 120.72(15) . . ? F9 C31 C30 120.10(16) . . ? F9 C31 C32 120.31(17) . . ? C30 C31 C32 119.59(16) . . ? F10 C32 C31 119.13(15) . . ? F10 C32 C27 119.82(14) . . ? C31 C32 C27 121.05(15) . . ? C43 S2 C46 94.69(7) . . ? C33 N5 B3 108.07(12) . . ? C33 N5 C39 122.07(12) . . ? B3 N5 C39 129.85(12) . . ? C34 N6 B3 108.11(12) . . ? C34 N6 C41 122.08(12) . . ? B3 N6 C41 129.81(13) . . ? C53 N7 C47 123.72(12) . . ? C53 N7 B4 126.85(12) . . ? C47 N7 B4 109.40(12) . . ? C59 N8 C48 120.94(12) . . ? C59 N8 B4 129.89(12) . . ? C48 N8 B4 109.10(12) . . ? N5 B3 N6 106.64(12) . . ? N5 B3 C43 128.72(13) . . ? N6 B3 C43 124.53(13) . . ? N7 B4 N8 104.60(12) . . ? N7 B4 C46 128.34(13) . . ? N8 B4 C46 126.81(13) . . ? C38 C33 N5 130.76(15) . . ? C38 C33 C34 120.67(15) . . ? N5 C33 C34 108.49(13) . . ? C35 C34 N6 130.41(15) . . ? C35 C34 C33 120.95(15) . . ? N6 C34 C33 108.64(12) . . ? C34 C35 C36 117.94(17) . . ? C34 C35 H35 121.0 . . ? C36 C35 H35 121.0 . . ? C37 C36 C35 121.04(16) . . ? C37 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C36 C37 C38 121.44(17) . . ? C36 C37 H37 119.3 . . ? C38 C37 H37 119.3 . . ? C33 C38 C37 117.88(17) . . ? C33 C38 H38 121.1 . . ? C37 C38 H38 121.1 . . ? N5 C39 C40 112.78(12) . . ? N5 C39 H39A 109.0 . . ? C40 C39 H39A 109.0 . . ? N5 C39 H39B 109.0 . . ? C40 C39 H39B 109.0 . . ? H39A C39 H39B 107.8 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N6 C41 C42 112.68(13) . . ? N6 C41 H41A 109.1 . . ? C42 C41 H41A 109.1 . . ? N6 C41 H41B 109.1 . . ? C42 C41 H41B 109.1 . . ? H41A C41 H41B 107.8 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C44 C43 B3 127.47(13) . . ? C44 C43 S2 108.78(11) . . ? B3 C43 S2 123.75(10) . . ? C43 C44 C45 114.05(13) . . ? C43 C44 H44 123.0 . . ? C45 C44 H44 123.0 . . ? C46 C45 C44 114.28(13) . . ? C46 C45 H45 122.9 . . ? C44 C45 H45 122.9 . . ? C45 C46 B4 128.70(13) . . ? C45 C46 S2 108.20(11) . . ? B4 C46 S2 122.69(11) . . ? C52 C47 C48 121.18(13) . . ? C52 C47 N7 130.63(14) . . ? C48 C47 N7 108.19(12) . . ? C49 C48 C47 121.52(14) . . ? C49 C48 N8 129.82(14) . . ? C47 C48 N8 108.66(12) . . ? C48 C49 C50 117.50(14) . . ? C48 C49 H49 121.3 . . ? C50 C49 H49 121.3 . . ? C49 C50 C51 121.16(14) . . ? C49 C50 H50 119.4 . . ? C51 C50 H50 119.4 . . ? C50 C51 C52 121.34(14) . . ? C50 C51 H51 119.3 . . ? C52 C51 H51 119.3 . . ? C47 C52 C51 117.29(14) . . ? C47 C52 H52 121.4 . . ? C51 C52 H52 121.4 . . ? C54 C53 C58 117.22(13) . . ? C54 C53 N7 119.85(13) . . ? C58 C53 N7 122.78(13) . . ? F11 C54 C55 118.51(13) . . ? F11 C54 C53 119.75(13) . . ? C55 C54 C53 121.69(14) . . ? F12 C55 C56 120.22(14) . . ? F12 C55 C54 120.05(14) . . ? C56 C55 C54 119.72(14) . . ? F13 C56 C55 120.47(14) . . ? F13 C56 C57 119.74(14) . . ? C55 C56 C57 119.80(14) . . ? F14 C57 C56 119.47(14) . . ? F14 C57 C58 120.52(14) . . ? C56 C57 C58 119.98(14) . . ? F15 C58 C57 119.04(13) . . ? F15 C58 C53 119.62(13) . . ? C57 C58 C53 121.32(14) . . ? C64 C59 C60 117.18(13) . . ? C64 C59 N8 120.88(13) . . ? C60 C59 N8 121.94(13) . . ? F16 C60 C61 118.56(13) . . ? F16 C60 C59 119.79(13) . . ? C61 C60 C59 121.65(14) . . ? F17 C61 C62 120.27(14) . . ? F17 C61 C60 119.84(14) . . ? C62 C61 C60 119.87(14) . . ? F18 C62 C61 120.50(14) . . ? F18 C62 C63 119.60(14) . . ? C61 C62 C63 119.90(13) . . ? F19 C63 C62 119.82(13) . . ? F19 C63 C64 120.78(13) . . ? C62 C63 C64 119.40(14) . . ? F20 C64 C63 118.55(13) . . ? F20 C64 C59 119.51(13) . . ? C63 C64 C59 121.93(13) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.381 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.045 #===END _database_code_depnum_ccdc_archive 'CCDC 924348'