# 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_gm039_0m _database_code_depnum_ccdc_archive 'CCDC 915110' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C67 H32 Al2 Br F30 O2 P' _chemical_formula_weight 1603.77 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' O O 0.0106 0.0060 '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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.1156(7) _cell_length_b 12.9796(8) _cell_length_c 20.8875(13) _cell_angle_alpha 84.386(3) _cell_angle_beta 88.395(3) _cell_angle_gamma 77.233(3) _cell_volume 3188.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.671 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 0.832 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7943 _exptl_absorpt_correction_T_max 0.8512 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60419 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.98 _diffrn_reflns_theta_max 28.67 _reflns_number_total 16301 _reflns_number_gt 11840 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1085P)^2^+5.2350P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 16301 _refine_ls_number_parameters 923 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0974 _refine_ls_R_factor_gt 0.0712 _refine_ls_wR_factor_ref 0.2163 _refine_ls_wR_factor_gt 0.1970 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 1.09090(6) 0.78657(6) 0.26422(3) 0.01543(15) Uani 1 1 d . . . Al1 Al 0.70895(7) 0.85139(7) 0.28108(4) 0.01812(19) Uani 1 1 d . . . Al2 Al 0.92902(8) 0.52044(7) 0.23671(5) 0.0212(2) Uani 1 1 d . . . F1 F 0.61357(19) 1.31427(17) 0.34484(12) 0.0401(5) Uani 1 1 d . . . O5 O 0.94968(18) 0.65543(17) 0.24742(11) 0.0220(4) Uani 1 1 d . . . F3 F 0.57068(19) 0.5613(2) 0.02773(12) 0.0504(7) Uani 1 1 d . . . F4 F 0.5111(2) 0.8491(2) 0.01472(11) 0.0515(7) Uani 1 1 d . . . F5 F 0.43621(18) 0.7346(2) 0.11613(11) 0.0404(5) Uani 1 1 d . . . F6 F 0.52818(16) 0.72167(17) 0.23205(10) 0.0307(4) Uani 1 1 d . . . F7 F 0.9903(3) 0.2823(2) 0.46438(12) 0.0518(7) Uani 1 1 d . . . F8 F 0.69807(18) 0.56450(18) 0.30693(11) 0.0382(5) Uani 1 1 d . . . F9 F 0.6231(2) 0.4825(2) 0.41831(13) 0.0490(6) Uani 1 1 d . . . F10 F 0.7685(3) 0.3407(2) 0.49714(12) 0.0558(7) Uani 1 1 d . . . F11 F 1.06660(19) 0.36547(18) 0.35423(11) 0.0385(5) Uani 1 1 d . . . F12 F 0.7341(2) 0.6748(2) 0.01286(11) 0.0469(6) Uani 1 1 d . . . F13 F 0.7214(2) 0.40502(19) 0.22654(11) 0.0424(5) Uani 1 1 d . . . F14 F 0.56201(19) 0.4302(2) 0.13640(13) 0.0496(6) Uani 1 1 d . . . F15 F 0.88479(19) 0.66226(19) 0.10787(10) 0.0379(5) Uani 1 1 d . . . F16 F 1.31928(19) 0.4733(2) 0.10388(12) 0.0476(6) Uani 1 1 d . . . F17 F 1.2150(3) 0.1620(2) 0.19407(16) 0.0719(10) Uani 1 1 d . . . F18 F 1.3635(2) 0.2579(2) 0.12429(14) 0.0657(9) Uani 1 1 d . . . F19 F 1.13052(17) 0.59024(15) 0.15131(10) 0.0304(4) Uani 1 1 d . . . F20 F 0.55416(19) 1.06726(17) 0.20837(11) 0.0368(5) Uani 1 1 d . . . F21 F 0.5135(2) 1.26733(17) 0.24028(13) 0.0451(6) Uani 1 1 d . . . F22 F 0.7544(2) 1.16014(18) 0.41842(11) 0.0386(5) Uani 1 1 d . . . F23 F 0.79488(17) 0.95763(16) 0.38787(10) 0.0308(4) Uani 1 1 d . . . F24 F 0.5372(2) 0.6565(2) 0.53340(13) 0.0566(7) Uani 1 1 d . . . F25 F 0.7635(2) 0.6267(2) 0.51102(12) 0.0537(7) Uani 1 1 d . . . F26 F 0.84158(16) 0.70548(19) 0.40091(11) 0.0372(5) Uani 1 1 d . . . F27 F 0.38931(19) 0.7689(2) 0.44262(13) 0.0547(7) Uani 1 1 d . . . F28 F 0.46766(16) 0.85181(19) 0.33227(11) 0.0376(5) Uani 1 1 d . . . F29 F 0.77506(18) 0.93630(18) 0.14825(10) 0.0346(5) Uani 1 1 d . . . F30 F 0.6844(2) 0.9465(2) 0.03103(11) 0.0510(6) Uani 1 1 d . . . O1 O 0.86591(17) 0.81485(17) 0.27646(10) 0.0204(4) Uani 1 1 d . . . C100 C 1.2709(3) 0.5067(3) 0.34959(18) 0.0333(8) Uani 1 1 d . . . H100 H 1.2660 0.4576 0.3859 0.040 Uiso 1 1 calc R . . F100 F 1.0265(2) 0.27859(18) 0.24304(13) 0.0486(6) Uani 1 1 d . . . C1 C 0.6355(3) 1.2151(3) 0.32862(18) 0.0284(7) Uani 1 1 d . . . C2 C 0.7067(3) 1.1358(3) 0.36605(16) 0.0270(7) Uani 1 1 d . . . C3 C 0.7263(2) 1.0335(3) 0.34928(16) 0.0232(6) Uani 1 1 d . . . C4 C 0.6790(2) 1.0044(2) 0.29565(15) 0.0207(6) Uani 1 1 d . . . C5 C 0.9498(2) 0.7455(2) 0.26239(13) 0.0161(5) Uani 1 1 d . . . C6 C 0.8085(3) 0.5349(3) 0.17160(16) 0.0271(7) Uani 1 1 d . . . C7 C 0.7251(3) 0.4760(3) 0.17537(18) 0.0308(7) Uani 1 1 d . . . C8 C 0.6438(3) 0.4854(3) 0.1289(2) 0.0359(8) Uani 1 1 d . . . C9 C 0.6472(3) 0.5519(3) 0.07394(18) 0.0356(8) Uani 1 1 d . . . C10 C 0.5571(3) 0.8437(3) 0.07282(17) 0.0340(8) Uani 1 1 d . . . C11 C 0.5197(3) 0.7859(3) 0.12446(17) 0.0294(7) Uani 1 1 d . . . C12 C 0.5689(2) 0.7795(3) 0.18392(15) 0.0220(6) Uani 1 1 d . . . C13 C 0.6547(2) 0.8298(2) 0.19583(15) 0.0215(6) Uani 1 1 d . . . C14 C 1.1953(2) 0.6676(2) 0.28483(14) 0.0182(5) Uani 1 1 d . . . C15 C 1.1844(2) 0.5971(2) 0.33881(15) 0.0212(6) Uani 1 1 d . . . C16 C 1.3637(3) 0.4865(3) 0.3088(2) 0.0390(9) Uani 1 1 d . . . H16 H 1.4218 0.4248 0.3180 0.047 Uiso 1 1 calc R . . C17 C 1.3725(3) 0.5547(3) 0.25531(19) 0.0332(8) Uani 1 1 d . . . H17 H 1.4357 0.5396 0.2271 0.040 Uiso 1 1 calc R . . C18 C 1.2886(2) 0.6454(3) 0.24290(16) 0.0232(6) Uani 1 1 d . . . H18 H 1.2940 0.6929 0.2059 0.028 Uiso 1 1 calc R . . C19 C 1.0846(3) 0.6120(3) 0.38400(15) 0.0233(6) Uani 1 1 d . . . H19A H 1.0505 0.6879 0.3841 0.035 Uiso 1 1 calc R . . H19B H 1.1097 0.5828 0.4275 0.035 Uiso 1 1 calc R . . H19C H 1.0285 0.5752 0.3699 0.035 Uiso 1 1 calc R . . C20 C 1.0807(2) 0.8833(2) 0.32154(14) 0.0186(6) Uani 1 1 d . . . C21 C 1.0188(2) 0.9892(2) 0.30947(15) 0.0215(6) Uani 1 1 d . . . C22 C 1.0176(3) 1.0565(3) 0.35729(18) 0.0304(7) Uani 1 1 d . . . H22 H 0.9765 1.1279 0.3502 0.036 Uiso 1 1 calc R . . C23 C 1.0741(3) 1.0235(3) 0.41507(19) 0.0366(8) Uani 1 1 d . . . H23 H 1.0703 1.0715 0.4470 0.044 Uiso 1 1 calc R . . C24 C 1.1365(3) 0.9198(3) 0.42594(18) 0.0333(8) Uani 1 1 d . . . H24 H 1.1756 0.8964 0.4653 0.040 Uiso 1 1 calc R . . C25 C 1.1411(3) 0.8511(3) 0.37888(16) 0.0244(6) Uani 1 1 d . . . H25 H 1.1858 0.7810 0.3855 0.029 Uiso 1 1 calc R . . C26 C 0.9588(3) 1.0350(3) 0.24723(17) 0.0258(6) Uani 1 1 d . . . H26A H 0.9003 1.0979 0.2550 0.039 Uiso 1 1 calc R . . H26B H 0.9237 0.9819 0.2307 0.039 Uiso 1 1 calc R . . H26C H 1.0136 1.0549 0.2156 0.039 Uiso 1 1 calc R . . C27 C 1.1127(2) 0.8429(2) 0.18417(14) 0.0189(6) Uani 1 1 d . . . C28 C 1.1976(3) 0.9015(2) 0.17183(16) 0.0243(6) Uani 1 1 d . . . C29 C 1.2766(3) 0.9183(3) 0.22206(18) 0.0293(7) Uani 1 1 d . . . H29A H 1.3413 0.9419 0.2010 0.044 Uiso 1 1 calc R . . H29B H 1.3036 0.8516 0.2488 0.044 Uiso 1 1 calc R . . H29C H 1.2365 0.9725 0.2491 0.044 Uiso 1 1 calc R . . C30 C 1.2068(3) 0.9453(3) 0.10874(18) 0.0327(8) Uani 1 1 d . . . H30 H 1.2629 0.9853 0.0985 0.039 Uiso 1 1 calc R . . C31 C 1.1359(3) 0.9318(3) 0.06024(18) 0.0369(8) Uani 1 1 d . . . H31 H 1.1447 0.9624 0.0177 0.044 Uiso 1 1 calc R . . C32 C 1.0535(3) 0.8748(3) 0.07325(17) 0.0318(7) Uani 1 1 d . . . H32 H 1.0049 0.8665 0.0401 0.038 Uiso 1 1 calc R . . C33 C 1.0420(3) 0.8295(3) 0.13542(15) 0.0231(6) Uani 1 1 d . . . H33 H 0.9859 0.7893 0.1448 0.028 Uiso 1 1 calc R . . C34 C 0.8849(3) 0.4671(3) 0.32444(16) 0.0263(7) Uani 1 1 d . . . C35 C 0.9555(3) 0.3955(3) 0.36732(17) 0.0297(7) Uani 1 1 d . . . C36 C 0.9183(4) 0.3519(3) 0.42507(18) 0.0361(8) Uani 1 1 d . . . C37 C 0.8061(4) 0.3818(3) 0.44173(17) 0.0381(9) Uani 1 1 d . . . C38 C 0.7323(3) 0.4538(3) 0.40177(19) 0.0359(8) Uani 1 1 d . . . C39 C 0.7734(3) 0.4943(3) 0.34443(17) 0.0297(7) Uani 1 1 d . . . C40 C 0.8067(3) 0.6010(3) 0.11580(17) 0.0291(7) Uani 1 1 d . . . C41 C 0.7306(3) 0.6097(3) 0.06644(17) 0.0337(8) Uani 1 1 d . . . C42 C 1.0733(3) 0.4402(3) 0.20241(16) 0.0254(6) Uani 1 1 d . . . C43 C 1.1506(3) 0.4837(3) 0.16531(15) 0.0246(6) Uani 1 1 d . . . C44 C 1.2483(3) 0.4253(3) 0.13901(17) 0.0329(8) Uani 1 1 d . . . C45 C 1.2704(4) 0.3171(3) 0.1495(2) 0.0434(10) Uani 1 1 d . . . C46 C 1.1957(4) 0.2685(3) 0.1856(2) 0.0461(11) Uani 1 1 d . . . C47 C 1.1006(3) 0.3300(3) 0.21051(18) 0.0347(8) Uani 1 1 d . . . C48 C 0.5847(3) 1.1910(3) 0.27558(18) 0.0294(7) Uani 1 1 d . . . C49 C 0.6079(3) 1.0866(3) 0.26052(16) 0.0250(6) Uani 1 1 d . . . C50 C 0.6577(2) 0.7796(2) 0.36068(15) 0.0217(6) Uani 1 1 d . . . C51 C 0.5433(3) 0.7936(3) 0.37498(16) 0.0257(6) Uani 1 1 d . . . C52 C 0.5011(3) 0.7531(3) 0.43154(19) 0.0339(8) Uani 1 1 d . . . C53 C 0.5753(3) 0.6970(3) 0.47786(18) 0.0360(8) Uani 1 1 d . . . C54 C 0.6903(3) 0.6820(3) 0.46633(18) 0.0328(8) Uani 1 1 d . . . C55 C 0.7282(3) 0.7235(3) 0.40922(16) 0.0258(6) Uani 1 1 d . . . C56 C 0.6904(3) 0.8851(3) 0.14156(16) 0.0261(6) Uani 1 1 d . . . C57 C 0.6451(3) 0.8929(3) 0.08110(17) 0.0330(8) Uani 1 1 d . . . C58 C 0.8727(4) 0.2969(4) 0.0541(2) 0.0498(11) Uani 1 1 d . . . C59 C 0.8663(5) 0.2293(4) 0.1073(3) 0.0594(13) Uani 1 1 d . . . H59 H 0.9279 0.2093 0.1363 0.071 Uiso 1 1 calc R . . C60 C 0.7720(6) 0.1902(5) 0.1189(3) 0.0744(17) Uani 1 1 d . . . H60 H 0.7685 0.1442 0.1569 0.089 Uiso 1 1 calc R . . C61 C 0.6844(5) 0.2138(5) 0.0791(3) 0.0680(15) Uani 1 1 d . . . H61 H 0.6208 0.1828 0.0877 0.082 Uiso 1 1 calc R . . C62 C 0.6869(5) 0.2840(5) 0.0252(3) 0.076(2) Uani 1 1 d . . . H62 H 0.6239 0.3033 -0.0029 0.091 Uiso 1 1 calc R . . C63 C 0.7857(5) 0.3280(4) 0.0116(2) 0.0601(15) Uani 1 1 d . . . H63 H 0.7897 0.3763 -0.0251 0.072 Uiso 1 1 calc R . . Br1 Br 1.00075(8) 0.35607(9) 0.03861(4) 0.1144(4) Uani 1 1 d . . . C101 C 0.6487(10) 0.8702(9) 0.6144(5) 0.281(13) Uani 1 1 d D . . H10B H 0.7294 0.8505 0.6251 0.422 Uiso 1 1 calc R . . H10C H 0.6196 0.8058 0.6127 0.422 Uiso 1 1 calc R . . H10D H 0.6073 0.9123 0.6475 0.422 Uiso 1 1 calc R . . C102 C 0.6332(6) 0.9347(6) 0.5499(4) 0.241(11) Uani 1 1 d D . . H10E H 0.6942 0.9519 0.5246 0.289 Uiso 1 1 calc R . . C103 C 0.5090(6) 0.9697(6) 0.5293(4) 0.127(3) Uiso 1 1 d RD . . H10A H 0.4781 0.9056 0.5272 0.153 Uiso 1 1 calc R . . H10F H 0.4659 1.0110 0.5628 0.153 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0145(3) 0.0145(3) 0.0169(3) 0.0014(3) -0.0011(2) -0.0033(2) Al1 0.0156(4) 0.0189(4) 0.0197(4) -0.0018(3) -0.0003(3) -0.0033(3) Al2 0.0255(4) 0.0194(4) 0.0208(4) -0.0022(3) -0.0007(3) -0.0090(3) F1 0.0416(12) 0.0232(10) 0.0562(14) -0.0155(10) -0.0034(10) -0.0031(9) O5 0.0261(10) 0.0173(10) 0.0244(11) -0.0029(8) -0.0018(8) -0.0076(8) F3 0.0323(11) 0.0744(18) 0.0459(14) -0.0235(13) -0.0151(10) -0.0055(11) F4 0.0547(15) 0.0786(19) 0.0241(11) -0.0026(11) -0.0137(10) -0.0203(13) F5 0.0311(10) 0.0599(15) 0.0378(12) -0.0145(11) -0.0049(9) -0.0215(10) F6 0.0299(10) 0.0368(11) 0.0297(10) -0.0010(8) 0.0020(8) -0.0174(8) F7 0.0806(19) 0.0426(14) 0.0305(12) 0.0099(10) -0.0104(12) -0.0144(13) F8 0.0365(11) 0.0380(12) 0.0397(12) -0.0096(10) 0.0005(9) -0.0047(9) F9 0.0461(13) 0.0603(16) 0.0510(15) -0.0252(12) 0.0225(11) -0.0280(12) F10 0.086(2) 0.0651(17) 0.0289(12) -0.0019(12) 0.0146(12) -0.0473(16) F11 0.0375(11) 0.0406(12) 0.0350(12) 0.0002(10) -0.0037(9) -0.0051(9) F12 0.0461(13) 0.0646(17) 0.0280(11) -0.0007(11) -0.0094(10) -0.0084(12) F13 0.0533(14) 0.0429(13) 0.0396(13) -0.0036(10) -0.0005(10) -0.0291(11) F14 0.0338(11) 0.0640(17) 0.0628(16) -0.0274(13) 0.0037(11) -0.0273(11) F15 0.0403(11) 0.0499(14) 0.0287(11) 0.0023(10) -0.0042(9) -0.0230(10) F16 0.0330(11) 0.0638(16) 0.0413(13) -0.0004(12) 0.0106(10) -0.0037(11) F17 0.114(3) 0.0198(12) 0.069(2) -0.0060(12) 0.0057(18) 0.0111(14) F18 0.0589(17) 0.0654(18) 0.0525(16) -0.0144(14) 0.0038(13) 0.0333(14) F19 0.0358(10) 0.0237(10) 0.0312(11) 0.0016(8) 0.0021(8) -0.0075(8) F20 0.0416(11) 0.0305(11) 0.0357(12) -0.0068(9) -0.0197(9) 0.0019(9) F21 0.0492(13) 0.0235(11) 0.0561(15) -0.0014(10) -0.0212(11) 0.0073(9) F22 0.0466(12) 0.0386(12) 0.0334(11) -0.0135(9) -0.0086(9) -0.0100(10) F23 0.0326(10) 0.0285(10) 0.0299(10) 0.0007(8) -0.0099(8) -0.0036(8) F24 0.0549(15) 0.0735(19) 0.0407(14) 0.0173(13) 0.0162(11) -0.0241(14) F25 0.0476(14) 0.0664(18) 0.0364(13) 0.0254(12) -0.0045(10) -0.0023(12) F26 0.0185(9) 0.0516(14) 0.0350(11) 0.0106(10) -0.0003(8) 0.0002(9) F27 0.0250(11) 0.084(2) 0.0565(16) 0.0003(14) 0.0143(10) -0.0184(12) F28 0.0202(9) 0.0533(14) 0.0352(11) -0.0019(10) -0.0043(8) 0.0005(9) F29 0.0352(11) 0.0410(12) 0.0338(11) -0.0014(9) 0.0027(8) -0.0225(9) F30 0.0640(16) 0.0680(17) 0.0250(11) 0.0105(11) 0.0016(10) -0.0300(14) O1 0.0157(9) 0.0196(10) 0.0253(11) -0.0013(8) 0.0015(8) -0.0032(8) C100 0.0329(17) 0.0259(17) 0.0337(19) 0.0116(14) 0.0004(14) 0.0027(14) F100 0.0765(18) 0.0260(11) 0.0483(14) -0.0018(10) 0.0079(12) -0.0233(11) C1 0.0273(15) 0.0199(15) 0.0388(19) -0.0092(14) 0.0015(13) -0.0039(12) C2 0.0257(15) 0.0305(17) 0.0266(16) -0.0080(13) 0.0001(12) -0.0076(13) C3 0.0201(13) 0.0228(15) 0.0261(16) -0.0023(12) -0.0003(11) -0.0037(11) C4 0.0166(12) 0.0219(15) 0.0234(15) -0.0020(12) 0.0006(10) -0.0041(11) C5 0.0158(12) 0.0183(13) 0.0137(12) 0.0034(10) -0.0018(9) -0.0046(10) C6 0.0273(15) 0.0316(17) 0.0250(16) -0.0105(13) 0.0009(12) -0.0087(13) C7 0.0324(17) 0.0316(18) 0.0324(18) -0.0125(15) 0.0014(13) -0.0113(14) C8 0.0252(16) 0.045(2) 0.043(2) -0.0236(18) 0.0013(14) -0.0109(15) C9 0.0241(15) 0.049(2) 0.0343(19) -0.0205(17) -0.0063(13) -0.0015(15) C10 0.0327(17) 0.044(2) 0.0242(17) -0.0029(15) -0.0060(13) -0.0048(15) C11 0.0231(14) 0.040(2) 0.0278(17) -0.0090(14) -0.0016(12) -0.0099(14) C12 0.0200(13) 0.0240(15) 0.0222(15) -0.0029(12) 0.0014(11) -0.0052(11) C13 0.0192(13) 0.0233(15) 0.0224(15) -0.0049(12) 0.0005(11) -0.0045(11) C14 0.0154(12) 0.0161(13) 0.0222(14) 0.0009(11) -0.0009(10) -0.0024(10) C15 0.0202(13) 0.0201(14) 0.0219(14) 0.0037(11) -0.0022(11) -0.0038(11) C16 0.0302(17) 0.0269(18) 0.050(2) 0.0080(16) -0.0005(16) 0.0108(14) C17 0.0213(15) 0.0297(18) 0.045(2) -0.0012(15) 0.0077(14) 0.0013(13) C18 0.0178(13) 0.0231(15) 0.0269(16) 0.0020(12) 0.0040(11) -0.0033(11) C19 0.0242(14) 0.0251(16) 0.0197(14) 0.0027(12) 0.0004(11) -0.0058(12) C20 0.0170(12) 0.0192(14) 0.0208(14) -0.0017(11) -0.0013(10) -0.0061(10) C21 0.0198(13) 0.0174(14) 0.0280(16) -0.0010(12) 0.0003(11) -0.0060(11) C22 0.0319(16) 0.0213(16) 0.0379(19) -0.0072(14) 0.0004(14) -0.0040(13) C23 0.048(2) 0.0310(19) 0.0342(19) -0.0137(16) -0.0053(16) -0.0100(16) C24 0.0401(19) 0.0333(19) 0.0283(18) -0.0048(15) -0.0086(14) -0.0100(15) C25 0.0263(14) 0.0211(15) 0.0260(16) -0.0003(12) -0.0049(12) -0.0059(12) C26 0.0256(15) 0.0181(15) 0.0319(17) 0.0007(12) 0.0004(12) -0.0024(12) C27 0.0201(13) 0.0162(13) 0.0184(14) 0.0032(11) 0.0016(10) -0.0022(10) C28 0.0213(13) 0.0190(14) 0.0307(17) 0.0024(12) 0.0026(12) -0.0027(11) C29 0.0207(14) 0.0265(17) 0.041(2) 0.0030(14) -0.0005(13) -0.0091(12) C30 0.0318(17) 0.0284(18) 0.0357(19) 0.0088(14) 0.0074(14) -0.0079(14) C31 0.044(2) 0.037(2) 0.0246(17) 0.0108(15) 0.0062(14) -0.0055(16) C32 0.0370(18) 0.0331(19) 0.0219(16) 0.0043(14) -0.0023(13) -0.0034(14) C33 0.0254(14) 0.0227(15) 0.0195(14) 0.0023(12) 0.0001(11) -0.0033(12) C34 0.0364(17) 0.0230(16) 0.0238(16) -0.0049(12) 0.0021(13) -0.0148(13) C35 0.0382(18) 0.0278(17) 0.0266(17) -0.0034(13) 0.0002(13) -0.0144(14) C36 0.060(2) 0.0280(18) 0.0241(17) -0.0001(14) -0.0035(16) -0.0179(17) C37 0.062(2) 0.040(2) 0.0217(17) -0.0053(15) 0.0082(16) -0.0322(19) C38 0.042(2) 0.039(2) 0.0349(19) -0.0167(16) 0.0116(15) -0.0227(16) C39 0.0380(18) 0.0263(17) 0.0292(17) -0.0081(14) 0.0023(14) -0.0142(14) C40 0.0257(15) 0.0374(19) 0.0269(17) -0.0099(14) -0.0006(12) -0.0098(13) C41 0.0316(17) 0.043(2) 0.0244(17) -0.0062(15) -0.0043(13) -0.0014(15) C42 0.0301(15) 0.0218(15) 0.0241(15) -0.0018(12) -0.0010(12) -0.0053(12) C43 0.0287(15) 0.0210(15) 0.0222(15) 0.0002(12) -0.0039(12) -0.0019(12) C44 0.0293(16) 0.042(2) 0.0246(17) -0.0027(15) -0.0004(13) -0.0011(15) C45 0.043(2) 0.042(2) 0.035(2) -0.0107(17) -0.0015(16) 0.0165(17) C46 0.068(3) 0.0210(18) 0.041(2) -0.0067(16) -0.005(2) 0.0086(18) C47 0.050(2) 0.0242(17) 0.0289(18) -0.0034(14) 0.0007(15) -0.0065(15) C48 0.0292(16) 0.0220(16) 0.0334(18) -0.0003(13) -0.0053(13) 0.0020(13) C49 0.0237(14) 0.0261(16) 0.0253(16) -0.0050(13) -0.0023(12) -0.0038(12) C50 0.0207(13) 0.0216(15) 0.0234(15) -0.0035(12) 0.0007(11) -0.0055(11) C51 0.0206(14) 0.0302(17) 0.0259(16) -0.0036(13) 0.0000(11) -0.0046(12) C52 0.0221(15) 0.043(2) 0.038(2) -0.0043(16) 0.0087(13) -0.0116(14) C53 0.0386(19) 0.043(2) 0.0280(18) 0.0042(15) 0.0103(14) -0.0160(16) C54 0.0325(17) 0.0352(19) 0.0281(17) 0.0072(15) -0.0021(14) -0.0060(14) C55 0.0194(13) 0.0272(16) 0.0295(17) 0.0008(13) 0.0013(12) -0.0042(12) C56 0.0258(15) 0.0284(17) 0.0260(16) -0.0028(13) 0.0021(12) -0.0104(13) C57 0.0381(18) 0.039(2) 0.0214(16) 0.0020(14) 0.0030(13) -0.0093(15) C58 0.053(3) 0.062(3) 0.037(2) -0.014(2) 0.0006(19) -0.016(2) C59 0.058(3) 0.060(3) 0.053(3) 0.018(2) -0.014(2) -0.007(2) C60 0.090(4) 0.064(4) 0.074(4) 0.012(3) -0.021(3) -0.032(3) C61 0.070(3) 0.080(4) 0.064(4) -0.018(3) 0.001(3) -0.031(3) C62 0.061(3) 0.086(4) 0.072(4) -0.048(3) -0.039(3) 0.024(3) C63 0.103(4) 0.041(3) 0.028(2) -0.0067(18) -0.012(2) 0.003(3) Br1 0.1224(7) 0.1922(10) 0.0663(4) -0.0466(5) 0.0399(4) -0.1052(7) C101 0.292(18) 0.246(16) 0.41(3) -0.256(18) 0.29(2) -0.222(15) C102 0.222(12) 0.227(13) 0.37(2) -0.235(15) 0.251(15) -0.195(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C14 1.791(3) . ? P1 C27 1.795(3) . ? P1 C20 1.801(3) . ? P1 C5 1.903(3) . ? Al1 O1 1.858(2) . ? Al1 C50 1.978(3) . ? Al1 C13 1.981(3) . ? Al1 C4 1.991(3) . ? Al2 O5 1.859(2) . ? Al2 C42 1.981(3) . ? Al2 C6 1.989(3) . ? Al2 C34 1.996(3) . ? F1 C1 1.331(4) . ? O5 C5 1.239(4) . ? F3 C9 1.335(4) . ? F4 C10 1.339(4) . ? F5 C11 1.351(4) . ? F6 C12 1.344(4) . ? F7 C36 1.341(5) . ? F8 C39 1.345(4) . ? F9 C38 1.339(4) . ? F10 C37 1.337(4) . ? F11 C35 1.345(4) . ? F12 C41 1.340(5) . ? F13 C7 1.347(4) . ? F14 C8 1.342(4) . ? F15 C40 1.362(4) . ? F16 C44 1.334(4) . ? F17 C46 1.344(5) . ? F18 C45 1.342(4) . ? F19 C43 1.355(4) . ? F20 C49 1.356(4) . ? F21 C48 1.336(4) . ? F22 C2 1.347(4) . ? F23 C3 1.353(4) . ? F24 C53 1.339(4) . ? F25 C54 1.344(4) . ? F26 C55 1.351(4) . ? F27 C52 1.342(4) . ? F28 C51 1.347(4) . ? F29 C56 1.357(4) . ? F30 C57 1.335(4) . ? O1 C5 1.249(3) . ? C100 C16 1.384(5) . ? C100 C15 1.394(4) . ? C100 H100 0.9500 . ? F100 C47 1.363(5) . ? C1 C48 1.376(5) . ? C1 C2 1.379(5) . ? C2 C3 1.375(5) . ? C3 C4 1.392(4) . ? C4 C49 1.376(4) . ? C6 C40 1.375(5) . ? C6 C7 1.392(5) . ? C7 C8 1.381(5) . ? C8 C9 1.372(6) . ? C9 C41 1.383(6) . ? C10 C11 1.377(5) . ? C10 C57 1.381(5) . ? C11 C12 1.380(5) . ? C12 C13 1.384(4) . ? C13 C56 1.392(5) . ? C14 C15 1.404(4) . ? C14 C18 1.406(4) . ? C15 C19 1.503(4) . ? C16 C17 1.374(5) . ? C16 H16 0.9500 . ? C17 C18 1.384(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C25 1.400(4) . ? C20 C21 1.414(4) . ? C21 C22 1.388(5) . ? C21 C26 1.511(5) . ? C22 C23 1.388(5) . ? C22 H22 0.9500 . ? C23 C24 1.391(5) . ? C23 H23 0.9500 . ? C24 C25 1.382(5) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C33 1.396(4) . ? C27 C28 1.414(4) . ? C28 C30 1.394(5) . ? C28 C29 1.503(5) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.394(6) . ? C30 H30 0.9500 . ? C31 C32 1.376(6) . ? C31 H31 0.9500 . ? C32 C33 1.389(5) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C39 1.383(5) . ? C34 C35 1.387(5) . ? C35 C36 1.388(5) . ? C36 C37 1.374(6) . ? C37 C38 1.374(6) . ? C38 C39 1.385(5) . ? C40 C41 1.381(5) . ? C42 C43 1.380(5) . ? C42 C47 1.389(5) . ? C43 C44 1.388(5) . ? C44 C45 1.367(6) . ? C45 C46 1.381(7) . ? C46 C47 1.370(6) . ? C48 C49 1.387(5) . ? C50 C55 1.384(4) . ? C50 C51 1.385(4) . ? C51 C52 1.377(5) . ? C52 C53 1.377(6) . ? C53 C54 1.382(5) . ? C54 C55 1.370(5) . ? C56 C57 1.377(5) . ? C58 C59 1.358(7) . ? C58 C63 1.362(7) . ? C58 Br1 1.885(5) . ? C59 C60 1.356(8) . ? C59 H59 0.9500 . ? C60 C61 1.330(8) . ? C60 H60 0.9500 . ? C61 C62 1.383(9) . ? C61 H61 0.9500 . ? C62 C63 1.445(9) . ? C62 H62 0.9500 . ? C63 H63 0.9500 . ? C101 C102 1.510(9) . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C101 H10D 0.9800 . ? C102 C103 1.5332 . ? C102 H10E 0.9500 . ? C103 C103 1.383(15) 2_676 ? C103 H10A 0.9900 . ? C103 H10F 0.9900 . ? 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 P1 C27 111.39(14) . . ? C14 P1 C20 113.27(14) . . ? C27 P1 C20 111.20(14) . . ? C14 P1 C5 106.37(13) . . ? C27 P1 C5 105.63(13) . . ? C20 P1 C5 108.52(13) . . ? O1 Al1 C50 109.12(12) . . ? O1 Al1 C13 105.79(12) . . ? C50 Al1 C13 120.69(14) . . ? O1 Al1 C4 102.56(11) . . ? C50 Al1 C4 105.38(13) . . ? C13 Al1 C4 111.86(13) . . ? O5 Al2 C42 106.88(12) . . ? O5 Al2 C6 108.01(13) . . ? C42 Al2 C6 108.90(14) . . ? O5 Al2 C34 103.63(12) . . ? C42 Al2 C34 115.57(15) . . ? C6 Al2 C34 113.29(14) . . ? C5 O5 Al2 169.4(2) . . ? C5 O1 Al1 145.3(2) . . ? C16 C100 C15 121.8(3) . . ? C16 C100 H100 119.1 . . ? C15 C100 H100 119.1 . . ? F1 C1 C48 120.1(3) . . ? F1 C1 C2 119.9(3) . . ? C48 C1 C2 119.9(3) . . ? F22 C2 C3 121.6(3) . . ? F22 C2 C1 119.4(3) . . ? C3 C2 C1 119.0(3) . . ? F23 C3 C2 117.3(3) . . ? F23 C3 C4 119.0(3) . . ? C2 C3 C4 123.7(3) . . ? C49 C4 C3 114.7(3) . . ? C49 C4 Al1 126.6(2) . . ? C3 C4 Al1 118.6(2) . . ? O5 C5 O1 127.1(3) . . ? O5 C5 P1 118.2(2) . . ? O1 C5 P1 114.7(2) . . ? C40 C6 C7 114.2(3) . . ? C40 C6 Al2 121.1(3) . . ? C7 C6 Al2 124.5(3) . . ? F13 C7 C8 116.7(3) . . ? F13 C7 C6 119.7(3) . . ? C8 C7 C6 123.6(4) . . ? F14 C8 C9 119.6(3) . . ? F14 C8 C7 121.1(4) . . ? C9 C8 C7 119.3(3) . . ? F3 C9 C8 120.6(4) . . ? F3 C9 C41 119.8(4) . . ? C8 C9 C41 119.7(3) . . ? F4 C10 C11 120.2(3) . . ? F4 C10 C57 120.4(3) . . ? C11 C10 C57 119.3(3) . . ? F5 C11 C10 119.6(3) . . ? F5 C11 C12 120.7(3) . . ? C10 C11 C12 119.7(3) . . ? F6 C12 C11 116.5(3) . . ? F6 C12 C13 119.8(3) . . ? C11 C12 C13 123.7(3) . . ? C12 C13 C56 113.8(3) . . ? C12 C13 Al1 126.9(2) . . ? C56 C13 Al1 118.3(2) . . ? C15 C14 C18 120.7(3) . . ? C15 C14 P1 122.5(2) . . ? C18 C14 P1 116.8(2) . . ? C100 C15 C14 117.2(3) . . ? C100 C15 C19 118.7(3) . . ? C14 C15 C19 124.1(3) . . ? C17 C16 C100 120.7(3) . . ? C17 C16 H16 119.7 . . ? C100 C16 H16 119.7 . . ? C16 C17 C18 119.4(3) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C17 C18 C14 120.2(3) . . ? C17 C18 H18 119.9 . . ? C14 C18 H18 119.9 . . ? C15 C19 H19A 109.5 . . ? C15 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C15 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C25 C20 C21 120.1(3) . . ? C25 C20 P1 117.2(2) . . ? C21 C20 P1 122.7(2) . . ? C22 C21 C20 117.4(3) . . ? C22 C21 C26 118.0(3) . . ? C20 C21 C26 124.6(3) . . ? C23 C22 C21 122.5(3) . . ? C23 C22 H22 118.8 . . ? C21 C22 H22 118.8 . . ? C22 C23 C24 119.6(3) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C25 C24 C23 119.3(3) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C20 121.0(3) . . ? C24 C25 H25 119.5 . . ? C20 C25 H25 119.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C33 C27 C28 121.4(3) . . ? C33 C27 P1 118.3(2) . . ? C28 C27 P1 120.2(2) . . ? C30 C28 C27 116.6(3) . . ? C30 C28 C29 119.4(3) . . ? C27 C28 C29 124.0(3) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C28 121.8(3) . . ? C31 C30 H30 119.1 . . ? C28 C30 H30 119.1 . . ? C32 C31 C30 120.8(3) . . ? C32 C31 H31 119.6 . . ? C30 C31 H31 119.6 . . ? C31 C32 C33 119.2(3) . . ? C31 C32 H32 120.4 . . ? C33 C32 H32 120.4 . . ? C32 C33 C27 120.2(3) . . ? C32 C33 H33 119.9 . . ? C27 C33 H33 119.9 . . ? C39 C34 C35 114.5(3) . . ? C39 C34 Al2 119.7(3) . . ? C35 C34 Al2 125.6(3) . . ? F11 C35 C34 120.1(3) . . ? F11 C35 C36 116.3(3) . . ? C34 C35 C36 123.6(3) . . ? F7 C36 C37 120.2(3) . . ? F7 C36 C35 120.9(4) . . ? C37 C36 C35 118.9(4) . . ? F10 C37 C38 119.9(4) . . ? F10 C37 C36 119.8(4) . . ? C38 C37 C36 120.3(3) . . ? F9 C38 C37 120.0(4) . . ? F9 C38 C39 121.4(4) . . ? C37 C38 C39 118.6(4) . . ? F8 C39 C34 119.4(3) . . ? F8 C39 C38 116.5(3) . . ? C34 C39 C38 124.1(4) . . ? F15 C40 C6 118.5(3) . . ? F15 C40 C41 117.0(3) . . ? C6 C40 C41 124.5(3) . . ? F12 C41 C40 121.6(4) . . ? F12 C41 C9 119.8(3) . . ? C40 C41 C9 118.6(4) . . ? C43 C42 C47 113.6(3) . . ? C43 C42 Al2 125.5(2) . . ? C47 C42 Al2 120.7(3) . . ? F19 C43 C42 119.2(3) . . ? F19 C43 C44 116.2(3) . . ? C42 C43 C44 124.5(3) . . ? F16 C44 C45 120.3(3) . . ? F16 C44 C43 120.9(3) . . ? C45 C44 C43 118.7(4) . . ? F18 C45 C44 120.5(4) . . ? F18 C45 C46 119.8(4) . . ? C44 C45 C46 119.7(3) . . ? F17 C46 C47 120.9(4) . . ? F17 C46 C45 119.9(4) . . ? C47 C46 C45 119.1(4) . . ? F100 C47 C46 117.1(3) . . ? F100 C47 C42 118.5(3) . . ? C46 C47 C42 124.3(4) . . ? F21 C48 C1 120.0(3) . . ? F21 C48 C49 121.3(3) . . ? C1 C48 C49 118.7(3) . . ? F20 C49 C4 119.9(3) . . ? F20 C49 C48 116.1(3) . . ? C4 C49 C48 123.9(3) . . ? C55 C50 C51 114.3(3) . . ? C55 C50 Al1 125.0(2) . . ? C51 C50 Al1 120.3(2) . . ? F28 C51 C52 117.1(3) . . ? F28 C51 C50 119.1(3) . . ? C52 C51 C50 123.8(3) . . ? F27 C52 C53 119.6(3) . . ? F27 C52 C51 121.2(3) . . ? C53 C52 C51 119.2(3) . . ? F24 C53 C52 120.8(3) . . ? F24 C53 C54 120.0(4) . . ? C52 C53 C54 119.2(3) . . ? F25 C54 C55 120.9(3) . . ? F25 C54 C53 119.7(3) . . ? C55 C54 C53 119.4(3) . . ? F26 C55 C54 116.3(3) . . ? F26 C55 C50 119.7(3) . . ? C54 C55 C50 124.0(3) . . ? F29 C56 C57 117.0(3) . . ? F29 C56 C13 118.2(3) . . ? C57 C56 C13 124.8(3) . . ? F30 C57 C56 121.5(3) . . ? F30 C57 C10 119.9(3) . . ? C56 C57 C10 118.6(3) . . ? C59 C58 C63 121.7(5) . . ? C59 C58 Br1 120.8(4) . . ? C63 C58 Br1 117.5(4) . . ? C60 C59 C58 120.1(5) . . ? C60 C59 H59 120.0 . . ? C58 C59 H59 120.0 . . ? C61 C60 C59 122.4(6) . . ? C61 C60 H60 118.8 . . ? C59 C60 H60 118.8 . . ? C60 C61 C62 119.2(6) . . ? C60 C61 H61 120.4 . . ? C62 C61 H61 120.4 . . ? C61 C62 C63 119.9(5) . . ? C61 C62 H62 120.1 . . ? C63 C62 H62 120.1 . . ? C58 C63 C62 116.8(5) . . ? C58 C63 H63 121.6 . . ? C62 C63 H63 121.6 . . ? C102 C101 H10B 109.5 . . ? C102 C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C102 C101 H10D 109.5 . . ? H10B C101 H10D 109.5 . . ? H10C C101 H10D 109.5 . . ? C101 C102 C103 113.1(5) . . ? C101 C102 H10E 123.4 . . ? C103 C102 H10E 123.4 . . ? C103 C103 C102 115.0(6) 2_676 . ? C103 C103 H10A 108.5 2_676 . ? C102 C103 H10A 108.5 . . ? C103 C103 H10F 108.5 2_676 . ? C102 C103 H10F 108.5 . . ? H10A C103 H10F 107.5 . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.67 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.589 _refine_diff_density_min -2.995 _refine_diff_density_rms 0.104 data_gm067_0m _database_code_depnum_ccdc_archive 'CCDC 915111' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H12 Al B Br3 N' _chemical_formula_weight 339.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic? _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.7292(11) _cell_length_b 10.3051(9) _cell_length_c 16.6848(14) _cell_angle_alpha 90.00 _cell_angle_beta 108.256(4) _cell_angle_gamma 90.00 _cell_volume 2241.8(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.013 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 10.812 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2210 _exptl_absorpt_correction_T_max 0.3338 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20237 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 28.42 _reflns_number_total 5598 _reflns_number_gt 3852 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0417P)^2^+1.4815P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5598 _refine_ls_number_parameters 193 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0718 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0882 _refine_ls_wR_factor_gt 0.0784 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 Al1 Al 0.22842(8) 0.25524(11) 0.56973(7) 0.0250(3) Uani 1 1 d . . . Al2 Al 0.27762(8) 0.76247(11) 0.41141(7) 0.0256(3) Uani 1 1 d . . . Br1 Br 0.16597(4) 0.07217(5) 0.61325(3) 0.04549(14) Uani 1 1 d . . . Br2 Br 0.40161(3) 0.25232(5) 0.59920(3) 0.03880(12) Uani 1 1 d . . . Br3 Br 0.17320(4) 0.42691(5) 0.63144(3) 0.04962(15) Uani 1 1 d . . . Br4 Br 0.33265(4) 0.96279(4) 0.38797(3) 0.04892(14) Uani 1 1 d . . . Br5 Br 0.11493(3) 0.78624(6) 0.41923(3) 0.04899(14) Uani 1 1 d . . . Br6 Br 0.27557(3) 0.61859(4) 0.30734(3) 0.04050(13) Uani 1 1 d . . . N1 N 0.0644(2) 0.2689(3) 0.36535(19) 0.0232(7) Uani 1 1 d . . . N2 N 0.4425(2) 0.7151(3) 0.6167(2) 0.0280(7) Uani 1 1 d . . . B1 B 0.1790(3) 0.2733(5) 0.4244(3) 0.0268(10) Uani 1 1 d . . . H1 H 0.189(3) 0.361(4) 0.471(2) 0.027(10) Uiso 1 1 d . . . H2 H 0.196(2) 0.177(4) 0.460(2) 0.023(9) Uiso 1 1 d . . . H3 H 0.232(3) 0.285(4) 0.392(2) 0.034(11) Uiso 1 1 d . . . B2 B 0.3921(3) 0.6586(5) 0.5250(3) 0.0280(10) Uani 1 1 d . . . H4 H 0.415(3) 0.564(4) 0.521(3) 0.040(12) Uiso 1 1 d . . . H5 H 0.305(3) 0.660(4) 0.510(2) 0.032(10) Uiso 1 1 d . . . H6 H 0.414(3) 0.719(4) 0.482(3) 0.052(13) Uiso 1 1 d . . . C1 C 0.0506(4) 0.1548(4) 0.3084(3) 0.0499(13) Uani 1 1 d . . . H1A H -0.0208 0.1511 0.2717 0.075 Uiso 1 1 calc R . . H1B H 0.0671 0.0753 0.3422 0.075 Uiso 1 1 calc R . . H1C H 0.0962 0.1627 0.2738 0.075 Uiso 1 1 calc R . . C2 C 0.0410(3) 0.3897(4) 0.3138(3) 0.0340(10) Uani 1 1 d . . . H2A H 0.0881 0.3973 0.2804 0.051 Uiso 1 1 calc R . . H2B H 0.0492 0.4650 0.3512 0.051 Uiso 1 1 calc R . . H2C H -0.0298 0.3862 0.2758 0.051 Uiso 1 1 calc R . . C3 C -0.0096(3) 0.2566(5) 0.4143(3) 0.0416(11) Uani 1 1 d . . . H3A H -0.0798 0.2546 0.3753 0.062 Uiso 1 1 calc R . . H3B H -0.0018 0.3309 0.4525 0.062 Uiso 1 1 calc R . . H3C H 0.0042 0.1762 0.4474 0.062 Uiso 1 1 calc R . . C4 C 0.5559(3) 0.7064(5) 0.6371(3) 0.0485(12) Uani 1 1 d . . . H4A H 0.5775 0.7561 0.5956 0.073 Uiso 1 1 calc R . . H4B H 0.5759 0.6153 0.6357 0.073 Uiso 1 1 calc R . . H4C H 0.5889 0.7419 0.6936 0.073 Uiso 1 1 calc R . . C5 C 0.4101(4) 0.6351(5) 0.6779(3) 0.0508(13) Uani 1 1 d . . . H5A H 0.4459 0.6648 0.7354 0.076 Uiso 1 1 calc R . . H5B H 0.4271 0.5439 0.6722 0.076 Uiso 1 1 calc R . . H5C H 0.3359 0.6438 0.6666 0.076 Uiso 1 1 calc R . . C6 C 0.4143(4) 0.8532(5) 0.6241(3) 0.0478(12) Uani 1 1 d . . . H6A H 0.3400 0.8600 0.6125 0.072 Uiso 1 1 calc R . . H6B H 0.4349 0.9060 0.5833 0.072 Uiso 1 1 calc R . . H6C H 0.4495 0.8845 0.6813 0.072 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0233(5) 0.0309(7) 0.0213(6) 0.0017(5) 0.0078(4) 0.0027(5) Al2 0.0244(5) 0.0294(7) 0.0228(6) -0.0012(5) 0.0070(5) -0.0014(5) Br1 0.0505(3) 0.0425(3) 0.0485(3) 0.0231(2) 0.0227(2) 0.0043(2) Br2 0.02237(19) 0.0597(3) 0.0326(2) 0.0042(2) 0.00610(16) 0.00592(18) Br3 0.0487(3) 0.0491(3) 0.0615(3) -0.0226(2) 0.0323(2) -0.0046(2) Br4 0.0521(3) 0.0273(3) 0.0683(3) 0.0093(2) 0.0202(2) 0.0001(2) Br5 0.0307(2) 0.0816(4) 0.0393(3) 0.0047(2) 0.01778(19) 0.0083(2) Br6 0.0495(3) 0.0429(3) 0.0309(2) -0.01214(19) 0.01517(19) -0.0050(2) N1 0.0292(15) 0.0207(17) 0.0186(15) 0.0013(12) 0.0060(13) 0.0033(13) N2 0.0276(16) 0.0308(19) 0.0272(18) -0.0010(14) 0.0109(14) -0.0018(14) B1 0.028(2) 0.030(3) 0.024(2) 0.0008(19) 0.0105(18) 0.0018(19) B2 0.029(2) 0.028(3) 0.025(2) 0.0012(19) 0.0048(18) 0.002(2) C1 0.063(3) 0.037(3) 0.037(3) -0.012(2) -0.003(2) 0.008(2) C2 0.038(2) 0.032(2) 0.031(2) 0.0109(18) 0.0089(18) 0.0075(18) C3 0.028(2) 0.059(3) 0.041(3) 0.011(2) 0.0158(19) -0.002(2) C4 0.026(2) 0.065(3) 0.048(3) -0.001(2) 0.002(2) -0.001(2) C5 0.062(3) 0.061(3) 0.028(2) 0.004(2) 0.012(2) -0.023(3) C6 0.059(3) 0.043(3) 0.040(3) -0.014(2) 0.015(2) 0.004(2) _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 Al1 Br2 2.2724(11) . ? Al1 Br1 2.2828(12) . ? Al1 Br3 2.2921(12) . ? Al1 B1 2.312(5) . ? Al1 H1 1.90(4) . ? Al1 H2 1.92(3) . ? Al2 Br4 2.2739(12) . ? Al2 Br6 2.2767(12) . ? Al2 Br5 2.2909(12) . ? Al2 B2 2.311(5) . ? Al2 H5 1.89(4) . ? Al2 H6 1.93(4) . ? N1 C1 1.486(5) . ? N1 C2 1.490(5) . ? N1 C3 1.496(5) . ? N1 B1 1.574(5) . ? N2 C5 1.485(5) . ? N2 C4 1.488(5) . ? N2 C6 1.490(5) . ? N2 B2 1.580(5) . ? B1 H1 1.18(4) . ? B1 H2 1.14(4) . ? B1 H3 1.04(4) . ? B2 H4 1.03(4) . ? B2 H5 1.14(4) . ? B2 H6 1.06(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? 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 Br2 Al1 Br1 113.08(5) . . ? Br2 Al1 Br3 112.58(5) . . ? Br1 Al1 Br3 106.56(5) . . ? Br2 Al1 B1 99.87(12) . . ? Br1 Al1 B1 112.58(13) . . ? Br3 Al1 B1 112.30(12) . . ? Br2 Al1 H1 101.0(10) . . ? Br1 Al1 H1 135.6(11) . . ? Br3 Al1 H1 84.3(11) . . ? B1 Al1 H1 30.5(11) . . ? Br2 Al1 H2 96.7(10) . . ? Br1 Al1 H2 87.6(11) . . ? Br3 Al1 H2 137.8(11) . . ? B1 Al1 H2 29.5(11) . . ? H1 Al1 H2 60.0(16) . . ? Br4 Al2 Br6 112.67(5) . . ? Br4 Al2 Br5 107.16(5) . . ? Br6 Al2 Br5 109.49(5) . . ? Br4 Al2 B2 112.60(13) . . ? Br6 Al2 B2 99.58(13) . . ? Br5 Al2 B2 115.32(13) . . ? Br4 Al2 H5 132.0(12) . . ? Br6 Al2 H5 104.6(12) . . ? Br5 Al2 H5 86.7(11) . . ? B2 Al2 H5 29.4(11) . . ? Br4 Al2 H6 90.2(14) . . ? Br6 Al2 H6 95.4(13) . . ? Br5 Al2 H6 140.2(14) . . ? B2 Al2 H6 27.1(14) . . ? H5 Al2 H6 56.5(17) . . ? C1 N1 C2 109.3(3) . . ? C1 N1 C3 108.0(3) . . ? C2 N1 C3 109.0(3) . . ? C1 N1 B1 109.0(3) . . ? C2 N1 B1 109.3(3) . . ? C3 N1 B1 112.2(3) . . ? C5 N2 C4 109.0(3) . . ? C5 N2 C6 109.4(3) . . ? C4 N2 C6 108.6(3) . . ? C5 N2 B2 109.1(3) . . ? C4 N2 B2 108.0(3) . . ? C6 N2 B2 112.7(3) . . ? N1 B1 Al1 124.2(3) . . ? N1 B1 H1 108.9(17) . . ? Al1 B1 H1 55.2(17) . . ? N1 B1 H2 107.5(17) . . ? Al1 B1 H2 56.0(17) . . ? H1 B1 H2 111(3) . . ? N1 B1 H3 113(2) . . ? Al1 B1 H3 122(2) . . ? H1 B1 H3 108(3) . . ? H2 B1 H3 108(3) . . ? N2 B2 Al2 127.1(3) . . ? N2 B2 H4 111(2) . . ? Al2 B2 H4 122(2) . . ? N2 B2 H5 108.4(19) . . ? Al2 B2 H5 54.6(19) . . ? H4 B2 H5 109(3) . . ? N2 B2 H6 108(2) . . ? Al2 B2 H6 56(2) . . ? H4 B2 H6 110(3) . . ? H5 B2 H6 110(3) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.42 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.212 _refine_diff_density_min -1.060 _refine_diff_density_rms 0.116 data_gm070_0m _database_code_depnum_ccdc_archive 'CCDC 915112' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H9 Al B F15 N' _chemical_formula_weight 598.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4136(6) _cell_length_b 10.9685(6) _cell_length_c 12.1639(7) _cell_angle_alpha 110.843(3) _cell_angle_beta 111.842(3) _cell_angle_gamma 94.792(3) _cell_volume 1167.31(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 590 _exptl_absorpt_coefficient_mu 0.218 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9374 _exptl_absorpt_correction_T_max 0.9474 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19319 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_sigmaI/netI 0.0256 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5642 _reflns_number_gt 4330 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5642 _refine_ls_number_parameters 367 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1417 _refine_ls_wR_factor_gt 0.1240 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 Al1 Al 0.32932(5) 0.92788(5) 0.12141(5) 0.02107(14) Uani 1 1 d . . . C1 C 0.21353(17) 0.84822(16) -0.07126(16) 0.0215(3) Uani 1 1 d . . . C2 C 0.13684(17) 0.71443(16) -0.13637(16) 0.0218(3) Uani 1 1 d . . . C3 C 0.05105(18) 0.65049(17) -0.26816(16) 0.0249(4) Uani 1 1 d . . . C4 C 0.03950(18) 0.72238(19) -0.34238(16) 0.0273(4) Uani 1 1 d . . . C13 C 0.47996(17) 0.83097(16) 0.17199(16) 0.0214(3) Uani 1 1 d . . . C17 C 0.61210(17) 0.66497(16) 0.11277(17) 0.0248(4) Uani 1 1 d . . . C5 C 0.1116(2) 0.85515(19) -0.28371(17) 0.0276(4) Uani 1 1 d . . . C7 C 0.38227(18) 1.12741(16) 0.20211(16) 0.0238(3) Uani 1 1 d . . . C6 C 0.19684(18) 0.91455(16) -0.15108(17) 0.0238(3) Uani 1 1 d . . . C15 C 0.65620(18) 0.77532(18) 0.33496(17) 0.0273(4) Uani 1 1 d . . . C16 C 0.68163(18) 0.68151(17) 0.23972(18) 0.0271(4) Uani 1 1 d . . . C14 C 0.55754(17) 0.84724(16) 0.29901(16) 0.0231(3) Uani 1 1 d . . . C18 C 0.51322(17) 0.73750(16) 0.08156(16) 0.0229(3) Uani 1 1 d . . . C12 C 0.51649(19) 1.20743(18) 0.29231(18) 0.0278(4) Uani 1 1 d . . . C8 C 0.28055(19) 1.19732(17) 0.16860(17) 0.0269(4) Uani 1 1 d . . . C9 C 0.3090(2) 1.33561(18) 0.21778(19) 0.0334(4) Uani 1 1 d . . . C10 C 0.4451(2) 1.41049(18) 0.3077(2) 0.0383(5) Uani 1 1 d . . . C11 C 0.5512(2) 1.34697(19) 0.34649(19) 0.0373(5) Uani 1 1 d . . . F11 F 0.53785(11) 0.93743(11) 0.39717(10) 0.0333(3) Uani 1 1 d . . . F1 F 0.14630(12) 0.63946(10) -0.06643(10) 0.0302(2) Uani 1 1 d . . . F14 F 0.63954(11) 0.57598(10) 0.01977(10) 0.0341(3) Uani 1 1 d . . . F5 F 0.26804(13) 1.04515(11) -0.10036(11) 0.0378(3) Uani 1 1 d . . . F15 F 0.44960(11) 0.71462(11) -0.04519(9) 0.0333(3) Uani 1 1 d . . . F2 F -0.02007(12) 0.52038(10) -0.32441(10) 0.0363(3) Uani 1 1 d . . . F6 F 0.14455(11) 1.12920(10) 0.08149(11) 0.0350(3) Uani 1 1 d . . . F12 F 0.72473(13) 0.79470(13) 0.45941(10) 0.0421(3) Uani 1 1 d . . . F4 F 0.10157(14) 0.92604(12) -0.35586(11) 0.0416(3) Uani 1 1 d . . . F10 F 0.62496(11) 1.14959(11) 0.33276(11) 0.0397(3) Uani 1 1 d . . . F13 F 0.77391(12) 0.60791(12) 0.27025(11) 0.0402(3) Uani 1 1 d . . . F3 F -0.04191(13) 0.66255(13) -0.47115(10) 0.0430(3) Uani 1 1 d . . . F7 F 0.20592(14) 1.39782(11) 0.18001(13) 0.0479(3) Uani 1 1 d . . . F8 F 0.47492(16) 1.54550(11) 0.35837(15) 0.0611(4) Uani 1 1 d . . . F9 F 0.68352(14) 1.41885(13) 0.43409(14) 0.0613(4) Uani 1 1 d . . . B1 B 0.1789(2) 0.91734(19) 0.23845(19) 0.0241(4) Uani 1 1 d . . . N1 N 0.12059(15) 0.79234(14) 0.25876(14) 0.0232(3) Uani 1 1 d . . . C19 C 0.1037(2) 0.84324(19) 0.38210(18) 0.0336(4) Uani 1 1 d . . . H19A H 0.0653 0.7670 0.3945 0.050 Uiso 1 1 calc R . . H19B H 0.0378 0.9020 0.3776 0.050 Uiso 1 1 calc R . . H19C H 0.1968 0.8942 0.4555 0.050 Uiso 1 1 calc R . . C20 C 0.2206(3) 0.7041(2) 0.2682(3) 0.0469(6) Uani 1 1 d . . . H20A H 0.1834 0.6302 0.2842 0.070 Uiso 1 1 calc R . . H20B H 0.3141 0.7566 0.3403 0.070 Uiso 1 1 calc R . . H20C H 0.2305 0.6671 0.1864 0.070 Uiso 1 1 calc R . . C21 C -0.0212(2) 0.7126(2) 0.1483(2) 0.0441(5) Uani 1 1 d . . . H21A H -0.0107 0.6767 0.0668 0.066 Uiso 1 1 calc R . . H21B H -0.0878 0.7706 0.1423 0.066 Uiso 1 1 calc R . . H21C H -0.0585 0.6378 0.1633 0.066 Uiso 1 1 calc R . . H1 H 0.171(2) 0.8687(18) 0.1333(18) 0.025(5) Uiso 1 1 d . . . H3 H 0.108(2) 0.983(2) 0.238(2) 0.036(6) Uiso 1 1 d . . . H2 H 0.289(2) 0.967(2) 0.311(2) 0.036(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0211(3) 0.0179(2) 0.0194(3) 0.0068(2) 0.0050(2) 0.00388(19) C1 0.0211(8) 0.0229(8) 0.0205(8) 0.0098(6) 0.0078(6) 0.0067(6) C2 0.0233(8) 0.0229(8) 0.0211(8) 0.0109(6) 0.0097(6) 0.0071(6) C3 0.0237(8) 0.0245(8) 0.0210(8) 0.0056(7) 0.0080(7) 0.0055(6) C4 0.0264(9) 0.0378(10) 0.0156(8) 0.0092(7) 0.0075(7) 0.0140(7) C13 0.0198(7) 0.0197(8) 0.0212(8) 0.0076(6) 0.0065(6) 0.0029(6) C17 0.0215(8) 0.0205(8) 0.0260(9) 0.0037(7) 0.0097(7) 0.0032(6) C5 0.0339(9) 0.0373(10) 0.0273(9) 0.0225(8) 0.0184(8) 0.0205(8) C7 0.0252(8) 0.0211(8) 0.0229(8) 0.0078(7) 0.0100(7) 0.0031(6) C6 0.0290(9) 0.0219(8) 0.0259(9) 0.0122(7) 0.0151(7) 0.0071(7) C15 0.0222(8) 0.0320(9) 0.0220(8) 0.0112(7) 0.0041(7) 0.0060(7) C16 0.0200(8) 0.0261(8) 0.0315(10) 0.0122(7) 0.0065(7) 0.0081(7) C14 0.0211(8) 0.0219(8) 0.0214(8) 0.0056(7) 0.0077(6) 0.0048(6) C18 0.0229(8) 0.0213(8) 0.0195(8) 0.0069(6) 0.0063(6) 0.0019(6) C12 0.0264(9) 0.0253(9) 0.0299(9) 0.0123(7) 0.0102(7) 0.0048(7) C8 0.0255(8) 0.0228(8) 0.0272(9) 0.0082(7) 0.0086(7) 0.0035(7) C9 0.0410(11) 0.0239(9) 0.0372(11) 0.0132(8) 0.0175(9) 0.0124(8) C10 0.0483(12) 0.0194(9) 0.0398(11) 0.0073(8) 0.0176(10) 0.0015(8) C11 0.0330(10) 0.0267(9) 0.0338(11) 0.0035(8) 0.0075(8) -0.0081(8) F11 0.0323(6) 0.0391(6) 0.0208(5) 0.0054(5) 0.0092(4) 0.0147(5) F1 0.0432(6) 0.0221(5) 0.0236(5) 0.0119(4) 0.0112(5) 0.0046(4) F14 0.0309(6) 0.0296(6) 0.0327(6) 0.0020(5) 0.0143(5) 0.0108(4) F5 0.0507(7) 0.0265(6) 0.0400(6) 0.0176(5) 0.0214(6) 0.0023(5) F15 0.0352(6) 0.0411(6) 0.0196(5) 0.0093(5) 0.0097(4) 0.0147(5) F2 0.0377(6) 0.0257(5) 0.0265(6) -0.0004(4) 0.0072(5) -0.0017(4) F6 0.0255(5) 0.0275(5) 0.0401(6) 0.0119(5) 0.0041(5) 0.0062(4) F12 0.0394(6) 0.0563(8) 0.0235(6) 0.0162(5) 0.0046(5) 0.0225(6) F4 0.0599(8) 0.0521(7) 0.0374(6) 0.0341(6) 0.0279(6) 0.0301(6) F10 0.0227(5) 0.0387(6) 0.0461(7) 0.0166(5) 0.0045(5) 0.0055(5) F13 0.0352(6) 0.0436(7) 0.0402(7) 0.0181(5) 0.0114(5) 0.0230(5) F3 0.0468(7) 0.0546(7) 0.0166(5) 0.0111(5) 0.0048(5) 0.0188(6) F7 0.0524(8) 0.0298(6) 0.0608(8) 0.0191(6) 0.0211(7) 0.0216(6) F8 0.0724(10) 0.0169(6) 0.0720(10) 0.0058(6) 0.0230(8) 0.0010(6) F9 0.0395(7) 0.0375(7) 0.0647(9) 0.0059(6) -0.0008(7) -0.0148(6) B1 0.0259(9) 0.0225(9) 0.0262(10) 0.0117(8) 0.0120(8) 0.0072(7) N1 0.0253(7) 0.0215(7) 0.0246(7) 0.0100(6) 0.0123(6) 0.0056(5) C19 0.0464(11) 0.0316(10) 0.0286(10) 0.0140(8) 0.0207(9) 0.0090(8) C20 0.0547(13) 0.0372(11) 0.0862(18) 0.0429(12) 0.0488(13) 0.0284(10) C21 0.0389(11) 0.0459(12) 0.0308(11) 0.0106(9) 0.0082(9) -0.0139(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C7 1.9809(17) . ? Al1 C1 1.9934(17) . ? Al1 C13 1.9988(17) . ? Al1 B1 2.4978(19) . ? C1 C6 1.379(2) . ? C1 C2 1.387(2) . ? C2 F1 1.3633(18) . ? C2 C3 1.375(2) . ? C3 F2 1.343(2) . ? C3 C4 1.376(3) . ? C4 F3 1.3380(19) . ? C4 C5 1.369(3) . ? C13 C18 1.386(2) . ? C13 C14 1.387(2) . ? C17 F14 1.3474(19) . ? C17 C16 1.374(2) . ? C17 C18 1.378(2) . ? C5 F4 1.348(2) . ? C5 C6 1.380(2) . ? C7 C12 1.377(2) . ? C7 C8 1.383(2) . ? C6 F5 1.355(2) . ? C15 F12 1.337(2) . ? C15 C16 1.377(2) . ? C15 C14 1.384(2) . ? C16 F13 1.338(2) . ? C14 F11 1.3497(18) . ? C18 F15 1.3476(19) . ? C12 F10 1.360(2) . ? C12 C11 1.386(3) . ? C8 F6 1.353(2) . ? C8 C9 1.376(3) . ? C9 F7 1.344(2) . ? C9 C10 1.376(3) . ? C10 F8 1.342(2) . ? C10 C11 1.379(3) . ? C11 F9 1.336(2) . ? B1 N1 1.589(2) . ? N1 C20 1.481(2) . ? N1 C19 1.487(2) . ? N1 C21 1.491(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 C7 Al1 C1 113.36(7) . . ? C7 Al1 C13 118.71(7) . . ? C1 Al1 C13 111.32(7) . . ? C7 Al1 B1 92.50(7) . . ? C1 Al1 B1 111.86(7) . . ? C13 Al1 B1 107.37(7) . . ? C6 C1 C2 113.88(15) . . ? C6 C1 Al1 126.32(12) . . ? C2 C1 Al1 119.78(12) . . ? F1 C2 C3 116.83(15) . . ? F1 C2 C1 118.61(14) . . ? C3 C2 C1 124.56(15) . . ? F2 C3 C2 121.16(16) . . ? F2 C3 C4 120.21(15) . . ? C2 C3 C4 118.63(16) . . ? F3 C4 C5 120.34(16) . . ? F3 C4 C3 120.04(17) . . ? C5 C4 C3 119.62(15) . . ? C18 C13 C14 113.73(15) . . ? C18 C13 Al1 122.60(12) . . ? C14 C13 Al1 123.64(12) . . ? F14 C17 C16 119.52(15) . . ? F14 C17 C18 120.74(15) . . ? C16 C17 C18 119.73(15) . . ? F4 C5 C4 119.98(16) . . ? F4 C5 C6 120.51(17) . . ? C4 C5 C6 119.49(15) . . ? C12 C7 C8 114.65(15) . . ? C12 C7 Al1 125.30(13) . . ? C8 C7 Al1 120.06(12) . . ? F5 C6 C1 119.96(15) . . ? F5 C6 C5 116.22(15) . . ? C1 C6 C5 123.82(16) . . ? F12 C15 C16 120.21(15) . . ? F12 C15 C14 121.00(15) . . ? C16 C15 C14 118.78(16) . . ? F13 C16 C17 120.19(15) . . ? F13 C16 C15 120.53(16) . . ? C17 C16 C15 119.28(15) . . ? F11 C14 C15 115.67(15) . . ? F11 C14 C13 119.84(14) . . ? C15 C14 C13 124.49(15) . . ? F15 C18 C17 115.82(14) . . ? F15 C18 C13 120.25(15) . . ? C17 C18 C13 123.91(16) . . ? F10 C12 C7 119.79(15) . . ? F10 C12 C11 116.00(16) . . ? C7 C12 C11 124.22(17) . . ? F6 C8 C9 116.33(16) . . ? F6 C8 C7 119.89(14) . . ? C9 C8 C7 123.78(17) . . ? F7 C9 C10 119.94(16) . . ? F7 C9 C8 121.03(17) . . ? C10 C9 C8 119.02(17) . . ? F8 C10 C9 120.09(19) . . ? F8 C10 C11 119.81(18) . . ? C9 C10 C11 120.09(17) . . ? F9 C11 C10 120.50(17) . . ? F9 C11 C12 121.28(19) . . ? C10 C11 C12 118.23(17) . . ? N1 B1 Al1 128.07(11) . . ? C20 N1 C19 108.36(15) . . ? C20 N1 C21 109.36(17) . . ? C19 N1 C21 108.90(15) . . ? C20 N1 B1 111.56(13) . . ? C19 N1 B1 108.73(13) . . ? C21 N1 B1 109.88(14) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.350 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.053 data_gm078_0m _database_code_depnum_ccdc_archive 'CCDC 915113' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H3 Al B F15 N' _chemical_formula_weight 556.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.9492(14) _cell_length_b 12.0774(18) _cell_length_c 17.098(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.863(6) _cell_angle_gamma 90.00 _cell_volume 2029.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.819 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1084 _exptl_absorpt_coefficient_mu 0.244 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9644 _exptl_absorpt_correction_T_max 0.9808 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 17744 _diffrn_reflns_av_R_equivalents 0.0551 _diffrn_reflns_av_sigmaI/netI 0.0615 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 27.67 _reflns_number_total 4691 _reflns_number_gt 2950 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4691 _refine_ls_number_parameters 349 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1445 _refine_ls_wR_factor_gt 0.1149 _refine_ls_goodness_of_fit_ref 0.854 _refine_ls_restrained_S_all 0.854 _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 Al1 Al 0.93642(7) 0.37937(6) 0.22844(5) 0.02175(19) Uani 1 1 d . . . C1 C 0.7398(2) 0.4083(2) 0.19134(15) 0.0230(5) Uani 1 1 d . . . C13 C 0.9989(2) 0.2679(2) 0.15532(15) 0.0226(5) Uani 1 1 d . . . C6 C 0.6971(2) 0.4854(2) 0.13413(16) 0.0240(5) Uani 1 1 d . . . C18 C 1.0466(2) 0.2917(2) 0.08575(15) 0.0241(5) Uani 1 1 d . . . C9 C 1.1732(3) 0.2837(2) 0.44711(17) 0.0298(6) Uani 1 1 d . . . C5 C 0.5632(3) 0.5096(2) 0.10587(16) 0.0280(6) Uani 1 1 d . . . C8 C 1.1197(2) 0.2992(2) 0.36901(16) 0.0278(6) Uani 1 1 d . . . C7 C 0.9961(2) 0.3488(2) 0.34282(16) 0.0236(5) Uani 1 1 d . . . C3 C 0.4999(2) 0.3714(2) 0.19149(18) 0.0310(6) Uani 1 1 d . . . C12 C 0.9270(2) 0.3810(2) 0.40322(16) 0.0261(6) Uani 1 1 d . . . C17 C 1.0952(2) 0.2134(2) 0.03878(16) 0.0282(6) Uani 1 1 d . . . C11 C 0.9749(3) 0.3649(2) 0.48243(16) 0.0276(6) Uani 1 1 d . . . C16 C 1.0962(2) 0.1042(2) 0.06098(17) 0.0281(6) Uani 1 1 d . . . C2 C 0.6352(3) 0.3520(2) 0.21855(16) 0.0258(6) Uani 1 1 d . . . C14 C 1.0009(3) 0.1567(2) 0.17344(17) 0.0314(6) Uani 1 1 d . . . C10 C 1.0998(3) 0.3169(2) 0.50408(16) 0.0295(6) Uani 1 1 d . . . C4 C 0.4636(2) 0.4512(2) 0.13518(17) 0.0318(6) Uani 1 1 d . . . C15 C 1.0488(3) 0.0757(2) 0.12923(18) 0.0335(7) Uani 1 1 d . . . F15 F 1.04377(16) 0.39836(12) 0.05931(10) 0.0351(4) Uani 1 1 d . . . F10 F 0.80636(15) 0.43315(14) 0.38488(10) 0.0372(4) Uani 1 1 d . . . F5 F 0.79126(15) 0.54382(13) 0.10121(10) 0.0367(4) Uani 1 1 d . . . F14 F 1.13810(18) 0.24224(14) -0.02948(10) 0.0418(4) Uani 1 1 d . . . F1 F 0.66419(16) 0.27209(13) 0.27409(10) 0.0379(4) Uani 1 1 d . . . F13 F 1.14079(16) 0.02633(13) 0.01578(10) 0.0396(4) Uani 1 1 d . . . F6 F 1.19745(15) 0.26418(15) 0.31506(10) 0.0423(5) Uani 1 1 d . . . F9 F 0.90301(16) 0.39626(15) 0.53904(10) 0.0430(4) Uani 1 1 d . . . F4 F 0.52967(16) 0.58926(13) 0.05138(10) 0.0407(4) Uani 1 1 d . . . F8 F 1.14942(17) 0.30248(15) 0.58129(10) 0.0442(4) Uani 1 1 d . . . F7 F 1.29418(16) 0.23371(16) 0.46764(11) 0.0501(5) Uani 1 1 d . . . F12 F 1.0484(2) -0.03170(14) 0.14997(12) 0.0566(6) Uani 1 1 d . . . F2 F 0.40198(15) 0.31420(15) 0.21966(12) 0.0479(5) Uani 1 1 d . . . F3 F 0.33237(14) 0.47410(16) 0.10940(12) 0.0523(5) Uani 1 1 d . . . F11 F 0.9524(2) 0.12477(14) 0.24005(11) 0.0516(5) Uani 1 1 d . . . B1 B 1.0612(3) 0.5456(3) 0.2316(2) 0.0309(7) Uani 1 1 d . . . N1 N 1.0565(3) 0.6245(2) 0.15739(18) 0.0384(6) Uani 1 1 d . . . H1 H 0.950(2) 0.538(2) 0.2465(16) 0.023(7) Uiso 1 1 d . . . H2 H 1.095(3) 0.457(2) 0.2152(18) 0.039(8) Uiso 1 1 d . . . H3 H 1.137(3) 0.570(2) 0.2817(18) 0.036(8) Uiso 1 1 d . . . H6 H 1.025(5) 0.593(4) 0.114(3) 0.108(19) Uiso 1 1 d . . . H4 H 1.016(4) 0.691(4) 0.164(2) 0.072(12) Uiso 1 1 d . . . H5 H 1.138(4) 0.642(3) 0.146(3) 0.081(14) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0186(3) 0.0243(4) 0.0218(4) 0.0029(3) 0.0012(3) 0.0008(3) C1 0.0223(11) 0.0225(13) 0.0226(13) -0.0042(10) -0.0019(10) 0.0023(10) C13 0.0163(11) 0.0266(13) 0.0238(14) 0.0023(11) -0.0008(10) -0.0007(9) C6 0.0203(11) 0.0263(13) 0.0250(14) -0.0035(11) 0.0021(10) -0.0008(10) C18 0.0202(11) 0.0267(13) 0.0243(14) 0.0061(11) -0.0001(10) 0.0000(10) C9 0.0223(12) 0.0351(15) 0.0301(15) 0.0042(12) -0.0018(11) 0.0016(11) C5 0.0317(14) 0.0237(13) 0.0260(14) -0.0020(11) -0.0038(11) 0.0089(11) C8 0.0211(12) 0.0364(15) 0.0265(14) -0.0004(12) 0.0054(11) 0.0027(11) C7 0.0194(12) 0.0257(13) 0.0251(14) 0.0030(11) 0.0017(10) 0.0000(10) C3 0.0206(12) 0.0349(15) 0.0384(17) -0.0058(13) 0.0076(12) -0.0045(11) C12 0.0204(12) 0.0273(14) 0.0300(15) 0.0015(11) 0.0024(11) 0.0011(10) C17 0.0225(12) 0.0411(16) 0.0212(14) 0.0036(12) 0.0043(11) 0.0003(11) C11 0.0310(14) 0.0297(14) 0.0229(14) -0.0010(11) 0.0070(12) -0.0052(11) C16 0.0239(12) 0.0298(14) 0.0314(15) -0.0069(12) 0.0063(11) 0.0006(10) C2 0.0289(13) 0.0235(13) 0.0237(14) -0.0008(11) -0.0003(11) 0.0006(10) C14 0.0400(15) 0.0333(15) 0.0238(15) 0.0029(12) 0.0135(12) -0.0035(12) C10 0.0332(14) 0.0309(15) 0.0215(14) 0.0056(11) -0.0051(12) -0.0079(11) C4 0.0161(12) 0.0398(16) 0.0374(17) -0.0094(13) -0.0024(11) 0.0069(11) C15 0.0445(16) 0.0221(14) 0.0353(17) 0.0020(12) 0.0103(14) -0.0005(12) F15 0.0438(9) 0.0295(9) 0.0331(9) 0.0111(7) 0.0095(7) 0.0039(7) F10 0.0289(8) 0.0506(10) 0.0315(9) -0.0028(8) 0.0033(7) 0.0162(7) F5 0.0309(8) 0.0434(10) 0.0345(10) 0.0127(8) 0.0014(7) -0.0054(7) F14 0.0536(10) 0.0464(10) 0.0303(10) 0.0055(8) 0.0222(8) 0.0022(8) F1 0.0394(9) 0.0334(9) 0.0396(10) 0.0110(7) 0.0018(8) -0.0049(7) F13 0.0411(9) 0.0383(9) 0.0424(10) -0.0124(8) 0.0164(8) -0.0010(7) F6 0.0265(8) 0.0681(12) 0.0326(10) 0.0023(8) 0.0055(7) 0.0189(8) F9 0.0442(10) 0.0603(12) 0.0259(9) -0.0061(8) 0.0102(8) 0.0041(8) F4 0.0426(9) 0.0350(9) 0.0390(10) 0.0039(8) -0.0109(8) 0.0108(7) F8 0.0486(10) 0.0573(11) 0.0226(9) 0.0071(8) -0.0078(8) 0.0003(8) F7 0.0304(9) 0.0745(14) 0.0412(11) 0.0076(10) -0.0081(8) 0.0220(8) F12 0.0976(15) 0.0231(9) 0.0566(13) 0.0034(9) 0.0354(11) 0.0015(9) F2 0.0276(8) 0.0564(12) 0.0609(13) 0.0000(10) 0.0105(8) -0.0133(8) F3 0.0192(8) 0.0671(13) 0.0668(14) -0.0015(10) -0.0057(8) 0.0104(8) F11 0.0905(14) 0.0327(10) 0.0399(11) 0.0061(8) 0.0368(10) -0.0054(9) B1 0.0307(16) 0.0299(17) 0.0310(18) 0.0021(14) 0.0006(14) -0.0049(13) N1 0.0381(15) 0.0372(16) 0.0390(16) 0.0037(13) 0.0026(13) -0.0125(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C7 1.989(3) . ? Al1 C1 1.993(2) . ? Al1 C13 2.000(3) . ? Al1 B1 2.357(3) . ? C1 C6 1.370(4) . ? C1 C2 1.382(3) . ? C13 C18 1.377(4) . ? C13 C14 1.378(4) . ? C6 F5 1.362(3) . ? C6 C5 1.377(3) . ? C18 F15 1.364(3) . ? C18 C17 1.376(4) . ? C9 F7 1.344(3) . ? C9 C10 1.365(4) . ? C9 C8 1.372(4) . ? C5 F4 1.345(3) . ? C5 C4 1.372(4) . ? C8 F6 1.359(3) . ? C8 C7 1.379(3) . ? C7 C12 1.382(4) . ? C3 F2 1.343(3) . ? C3 C4 1.371(4) . ? C3 C2 1.374(4) . ? C12 F10 1.349(3) . ? C12 C11 1.379(4) . ? C17 F14 1.349(3) . ? C17 C16 1.372(4) . ? C11 F9 1.344(3) . ? C11 C10 1.369(4) . ? C16 F13 1.335(3) . ? C16 C15 1.368(4) . ? C2 F1 1.354(3) . ? C14 F11 1.359(3) . ? C14 C15 1.367(4) . ? C10 F8 1.348(3) . ? C4 F3 1.341(3) . ? C15 F12 1.344(3) . ? B1 N1 1.582(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 Al1 C1 118.39(11) . . ? C7 Al1 C13 114.54(11) . . ? C1 Al1 C13 107.67(10) . . ? C7 Al1 B1 93.38(11) . . ? C1 Al1 B1 110.23(11) . . ? C13 Al1 B1 111.98(11) . . ? C6 C1 C2 114.1(2) . . ? C6 C1 Al1 121.85(19) . . ? C2 C1 Al1 124.03(19) . . ? C18 C13 C14 113.7(2) . . ? C18 C13 Al1 125.53(19) . . ? C14 C13 Al1 120.69(19) . . ? F5 C6 C1 119.3(2) . . ? F5 C6 C5 115.8(2) . . ? C1 C6 C5 124.9(2) . . ? F15 C18 C17 116.6(2) . . ? F15 C18 C13 119.4(2) . . ? C17 C18 C13 124.0(2) . . ? F7 C9 C10 120.1(2) . . ? F7 C9 C8 120.9(2) . . ? C10 C9 C8 119.0(2) . . ? F4 C5 C4 120.3(2) . . ? F4 C5 C6 121.2(2) . . ? C4 C5 C6 118.5(2) . . ? F6 C8 C9 116.2(2) . . ? F6 C8 C7 119.1(2) . . ? C9 C8 C7 124.6(2) . . ? C8 C7 C12 113.7(2) . . ? C8 C7 Al1 121.07(19) . . ? C12 C7 Al1 125.10(18) . . ? F2 C3 C4 119.1(2) . . ? F2 C3 C2 121.2(3) . . ? C4 C3 C2 119.7(2) . . ? F10 C12 C11 117.1(2) . . ? F10 C12 C7 119.0(2) . . ? C11 C12 C7 123.9(2) . . ? F14 C17 C16 119.9(2) . . ? F14 C17 C18 120.9(2) . . ? C16 C17 C18 119.2(2) . . ? F9 C11 C10 119.1(2) . . ? F9 C11 C12 121.7(2) . . ? C10 C11 C12 119.2(2) . . ? F13 C16 C15 120.3(2) . . ? F13 C16 C17 120.4(2) . . ? C15 C16 C17 119.3(2) . . ? F1 C2 C3 116.7(2) . . ? F1 C2 C1 119.8(2) . . ? C3 C2 C1 123.5(2) . . ? F11 C14 C15 117.3(2) . . ? F11 C14 C13 118.1(2) . . ? C15 C14 C13 124.6(2) . . ? F8 C10 C9 120.4(2) . . ? F8 C10 C11 120.0(2) . . ? C9 C10 C11 119.6(2) . . ? F3 C4 C3 120.9(2) . . ? F3 C4 C5 119.7(3) . . ? C3 C4 C5 119.4(2) . . ? F12 C15 C14 121.9(3) . . ? F12 C15 C16 118.9(2) . . ? C14 C15 C16 119.1(3) . . ? N1 B1 Al1 123.0(2) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.67 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.310 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.057 data_gm076_0m _database_code_depnum_ccdc_archive 'CCDC 915114' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H11 B F5 N' _chemical_formula_weight 239.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.9549(5) _cell_length_b 9.8224(5) _cell_length_c 11.8944(5) _cell_angle_alpha 90.00 _cell_angle_beta 113.294(3) _cell_angle_gamma 90.00 _cell_volume 1068.24(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 0.148 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9782 _exptl_absorpt_correction_T_max 0.9912 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13048 _diffrn_reflns_av_R_equivalents 0.0416 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 30.90 _reflns_number_total 3374 _reflns_number_gt 2181 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.2470P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3374 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0812 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1214 _refine_ls_wR_factor_gt 0.1049 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F -0.25038(9) 0.92819(10) 0.16588(9) 0.0313(2) Uani 1 1 d . . . F2 F 0.01310(11) 1.04705(10) 0.29608(9) 0.0351(3) Uani 1 1 d . . . F3 F 0.24411(9) 0.99222(11) 0.24415(10) 0.0372(3) Uani 1 1 d . . . F4 F -0.27974(9) 0.76042(11) -0.02353(10) 0.0345(3) Uani 1 1 d . . . F5 F -0.05152(10) 0.70597(10) -0.08041(9) 0.0325(3) Uani 1 1 d . . . N1 N 0.34445(12) 0.68940(13) 0.11154(11) 0.0214(3) Uani 1 1 d . . . C1 C 0.40352(19) 0.70547(19) 0.24646(15) 0.0338(4) Uani 1 1 d . . . H1 H 0.3226 0.7075 0.2737 0.051 Uiso 1 1 calc R . . H8 H 0.4588 0.7908 0.2696 0.051 Uiso 1 1 calc R . . H9 H 0.4682 0.6288 0.2853 0.051 Uiso 1 1 calc R . . C2 C 0.10947(15) 0.84509(15) 0.07950(13) 0.0195(3) Uani 1 1 d . . . C3 C 0.11632(15) 0.93056(16) 0.17402(14) 0.0225(3) Uani 1 1 d . . . C4 C -0.00153(16) 0.96082(16) 0.20423(14) 0.0229(3) Uani 1 1 d . . . C5 C -0.13475(15) 0.90222(16) 0.13786(14) 0.0215(3) Uani 1 1 d . . . C6 C 0.25858(17) 0.56110(17) 0.07868(16) 0.0290(4) Uani 1 1 d . . . H2 H 0.2207 0.5477 -0.0101 0.043 Uiso 1 1 calc R . . H3 H 0.1768 0.5667 0.1046 0.043 Uiso 1 1 calc R . . H4 H 0.3217 0.4843 0.1199 0.043 Uiso 1 1 calc R . . C7 C 0.46929(18) 0.6776(2) 0.07294(19) 0.0383(4) Uani 1 1 d . . . H6 H 0.5308 0.6001 0.1148 0.057 Uiso 1 1 calc R . . H5 H 0.5275 0.7613 0.0944 0.057 Uiso 1 1 calc R . . H7 H 0.4317 0.6635 -0.0158 0.057 Uiso 1 1 calc R . . C8 C -0.02836(15) 0.79067(15) 0.01519(13) 0.0200(3) Uani 1 1 d . . . C9 C -0.14874(15) 0.81715(16) 0.04232(14) 0.0217(3) Uani 1 1 d . . . B1 B 0.24720(17) 0.82022(19) 0.04098(17) 0.0233(4) Uani 1 1 d . . . H11 H 0.3098 0.9024 0.0610 0.028 Uiso 1 1 calc R . . H10 H 0.2104 0.8054 -0.0485 0.028 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0273(5) 0.0367(6) 0.0381(6) -0.0012(4) 0.0216(4) 0.0038(4) F2 0.0389(5) 0.0360(6) 0.0290(5) -0.0146(4) 0.0121(4) 0.0016(4) F3 0.0212(5) 0.0399(6) 0.0426(6) -0.0165(5) 0.0041(4) -0.0081(4) F4 0.0173(4) 0.0384(6) 0.0447(6) -0.0143(5) 0.0088(4) -0.0074(4) F5 0.0261(5) 0.0395(6) 0.0303(5) -0.0169(4) 0.0092(4) -0.0012(4) N1 0.0172(5) 0.0239(7) 0.0231(6) 0.0026(5) 0.0080(5) 0.0029(5) C1 0.0343(9) 0.0357(10) 0.0217(8) -0.0008(7) 0.0006(7) 0.0044(7) C2 0.0171(6) 0.0194(7) 0.0215(7) 0.0029(6) 0.0070(6) 0.0017(5) C3 0.0181(6) 0.0208(8) 0.0244(7) -0.0010(6) 0.0037(6) -0.0024(5) C4 0.0284(7) 0.0198(8) 0.0200(7) -0.0037(6) 0.0091(6) 0.0014(6) C5 0.0206(6) 0.0226(8) 0.0244(7) 0.0037(6) 0.0122(6) 0.0037(6) C6 0.0307(8) 0.0213(8) 0.0313(9) -0.0004(7) 0.0084(7) 0.0011(6) C7 0.0248(8) 0.0473(11) 0.0492(11) 0.0130(9) 0.0215(8) 0.0129(7) C8 0.0206(7) 0.0199(8) 0.0187(7) -0.0032(6) 0.0069(6) 0.0011(5) C9 0.0159(6) 0.0215(8) 0.0260(8) -0.0017(6) 0.0064(6) -0.0023(5) B1 0.0197(7) 0.0251(9) 0.0269(9) 0.0069(7) 0.0111(7) 0.0022(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 C5 1.3433(15) . ? F2 C4 1.3441(16) . ? F3 C3 1.3571(17) . ? F4 C9 1.3479(16) . ? F5 C8 1.3531(16) . ? N1 C1 1.483(2) . ? N1 C6 1.486(2) . ? N1 C7 1.4899(18) . ? N1 B1 1.628(2) . ? C1 H1 0.9800 . ? C1 H8 0.9800 . ? C1 H9 0.9800 . ? C2 C3 1.383(2) . ? C2 C8 1.387(2) . ? C2 B1 1.627(2) . ? C3 C4 1.3882(19) . ? C4 C5 1.373(2) . ? C5 C9 1.373(2) . ? C6 H2 0.9800 . ? C6 H3 0.9800 . ? C6 H4 0.9800 . ? C7 H6 0.9800 . ? C7 H5 0.9800 . ? C7 H7 0.9800 . ? C8 C9 1.3835(18) . ? B1 H11 0.9900 . ? B1 H10 0.9900 . ? 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 C6 108.39(13) . . ? C1 N1 C7 108.64(13) . . ? C6 N1 C7 108.42(13) . . ? C1 N1 B1 111.98(12) . . ? C6 N1 B1 111.77(12) . . ? C7 N1 B1 107.53(12) . . ? N1 C1 H1 109.5 . . ? N1 C1 H8 109.5 . . ? H1 C1 H8 109.5 . . ? N1 C1 H9 109.5 . . ? H1 C1 H9 109.5 . . ? H8 C1 H9 109.5 . . ? C3 C2 C8 113.73(12) . . ? C3 C2 B1 122.95(13) . . ? C8 C2 B1 123.16(13) . . ? F3 C3 C2 120.23(12) . . ? F3 C3 C4 115.35(13) . . ? C2 C3 C4 124.42(13) . . ? F2 C4 C5 120.06(13) . . ? F2 C4 C3 120.95(14) . . ? C5 C4 C3 118.98(13) . . ? F1 C5 C4 120.36(13) . . ? F1 C5 C9 120.31(13) . . ? C4 C5 C9 119.33(12) . . ? N1 C6 H2 109.5 . . ? N1 C6 H3 109.5 . . ? H2 C6 H3 109.5 . . ? N1 C6 H4 109.5 . . ? H2 C6 H4 109.5 . . ? H3 C6 H4 109.5 . . ? N1 C7 H6 109.5 . . ? N1 C7 H5 109.5 . . ? H6 C7 H5 109.5 . . ? N1 C7 H7 109.5 . . ? H6 C7 H7 109.5 . . ? H5 C7 H7 109.5 . . ? F5 C8 C9 115.86(12) . . ? F5 C8 C2 120.21(12) . . ? C9 C8 C2 123.93(13) . . ? F4 C9 C5 119.40(12) . . ? F4 C9 C8 121.00(13) . . ? C5 C9 C8 119.60(13) . . ? C2 B1 N1 111.66(11) . . ? C2 B1 H11 109.3 . . ? N1 B1 H11 109.3 . . ? C2 B1 H10 109.3 . . ? N1 B1 H10 109.3 . . ? H11 B1 H10 108.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 C2 C3 F3 -179.37(13) . . . . ? B1 C2 C3 F3 -3.8(2) . . . . ? C8 C2 C3 C4 0.2(2) . . . . ? B1 C2 C3 C4 175.69(14) . . . . ? F3 C3 C4 F2 0.8(2) . . . . ? C2 C3 C4 F2 -178.72(14) . . . . ? F3 C3 C4 C5 -179.81(14) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? F2 C4 C5 F1 -1.5(2) . . . . ? C3 C4 C5 F1 179.16(14) . . . . ? F2 C4 C5 C9 178.32(14) . . . . ? C3 C4 C5 C9 -1.0(2) . . . . ? C3 C2 C8 F5 179.51(13) . . . . ? B1 C2 C8 F5 4.0(2) . . . . ? C3 C2 C8 C9 -0.6(2) . . . . ? B1 C2 C8 C9 -176.09(14) . . . . ? F1 C5 C9 F4 0.3(2) . . . . ? C4 C5 C9 F4 -179.47(14) . . . . ? F1 C5 C9 C8 -179.54(13) . . . . ? C4 C5 C9 C8 0.7(2) . . . . ? F5 C8 C9 F4 0.2(2) . . . . ? C2 C8 C9 F4 -179.69(14) . . . . ? F5 C8 C9 C5 -179.91(14) . . . . ? C2 C8 C9 C5 0.2(2) . . . . ? C3 C2 B1 N1 92.29(18) . . . . ? C8 C2 B1 N1 -92.59(17) . . . . ? C1 N1 B1 C2 -59.21(17) . . . . ? C6 N1 B1 C2 62.63(17) . . . . ? C7 N1 B1 C2 -178.48(14) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.90 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.339 _refine_diff_density_min -0.236 _refine_diff_density_rms 0.054 data_gm068 _database_code_depnum_ccdc_archive 'CCDC 915115' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H12 Al B F15 N O2' _chemical_formula_weight 645.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 19.5240(7) _cell_length_b 12.5631(5) _cell_length_c 19.7628(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4847.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.768 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 0.223 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9567 _exptl_absorpt_correction_T_max 0.9651 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34677 _diffrn_reflns_av_R_equivalents 0.0456 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 27.55 _reflns_number_total 5584 _reflns_number_gt 3916 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+1.5757P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5584 _refine_ls_number_parameters 394 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0742 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 Al1 Al 0.07347(3) 0.36069(4) 0.28109(3) 0.02138(13) Uani 1 1 d . . . B1 B 0.08508(11) 0.05653(17) 0.46004(11) 0.0264(5) Uani 1 1 d . . . H2 H 0.0422(9) 0.0227(15) 0.4300(9) 0.027(5) Uiso 1 1 d . . . H3 H 0.0714(9) 0.0864(15) 0.5103(9) 0.026(5) Uiso 1 1 d . . . N1 N 0.14294(8) -0.03133(12) 0.46783(7) 0.0253(3) Uani 1 1 d . . . F1 F 0.19186(5) 0.32585(10) 0.17664(6) 0.0381(3) Uani 1 1 d . . . F2 F 0.19776(6) 0.22489(10) 0.05754(6) 0.0422(3) Uani 1 1 d . . . F3 F 0.08545(7) 0.12523(10) 0.00798(6) 0.0463(3) Uani 1 1 d . . . F4 F -0.03465(6) 0.13244(11) 0.07762(6) 0.0515(4) Uani 1 1 d . . . F5 F -0.04109(6) 0.23288(10) 0.19686(6) 0.0470(3) Uani 1 1 d . . . F6 F 0.14992(6) 0.48300(8) 0.39933(5) 0.0334(3) Uani 1 1 d . . . F7 F 0.21275(6) 0.67266(9) 0.40155(5) 0.0387(3) Uani 1 1 d . . . F8 F 0.22673(6) 0.78710(9) 0.28636(6) 0.0399(3) Uani 1 1 d . . . F9 F 0.17852(6) 0.70714(9) 0.16684(5) 0.0352(3) Uani 1 1 d . . . F10 F 0.11289(6) 0.52166(8) 0.16459(5) 0.0314(3) Uani 1 1 d . . . F11 F -0.02563(6) 0.30579(9) 0.41640(5) 0.0370(3) Uani 1 1 d . . . F12 F -0.15035(6) 0.37997(9) 0.44585(6) 0.0413(3) Uani 1 1 d . . . F13 F -0.21654(5) 0.51180(9) 0.35851(6) 0.0356(3) Uani 1 1 d . . . F14 F -0.15558(5) 0.56949(9) 0.24091(5) 0.0353(3) Uani 1 1 d . . . F15 F -0.02914(6) 0.49776(9) 0.21136(5) 0.0366(3) Uani 1 1 d . . . C1 C 0.07544(9) 0.28308(14) 0.19291(9) 0.0231(4) Uani 1 1 d . . . C2 C 0.13424(9) 0.27767(14) 0.15396(9) 0.0246(4) Uani 1 1 d . . . C3 C 0.13881(10) 0.22661(15) 0.09264(9) 0.0275(4) Uani 1 1 d . . . C4 C 0.08193(11) 0.17697(15) 0.06691(9) 0.0308(5) Uani 1 1 d . . . C5 C 0.02157(10) 0.18021(15) 0.10270(10) 0.0324(5) Uani 1 1 d . . . C6 C 0.01992(10) 0.23267(15) 0.16378(9) 0.0282(4) Uani 1 1 d . . . C7 C 0.12933(9) 0.49229(14) 0.28169(9) 0.0220(4) Uani 1 1 d . . . C8 C 0.15636(9) 0.53613(14) 0.34029(9) 0.0236(4) Uani 1 1 d . . . C9 C 0.18910(9) 0.63303(14) 0.34279(9) 0.0260(4) Uani 1 1 d . . . C10 C 0.19664(9) 0.69105(14) 0.28430(10) 0.0265(4) Uani 1 1 d . . . C11 C 0.17164(9) 0.65147(14) 0.22446(9) 0.0237(4) Uani 1 1 d . . . C12 C 0.13860(9) 0.55471(14) 0.22489(9) 0.0226(4) Uani 1 1 d . . . C13 C -0.02140(9) 0.39862(13) 0.31213(9) 0.0221(4) Uani 1 1 d . . . C14 C -0.05528(10) 0.37248(14) 0.37124(9) 0.0242(4) Uani 1 1 d . . . C15 C -0.11989(10) 0.40886(14) 0.38785(9) 0.0262(4) Uani 1 1 d . . . C16 C -0.15401(9) 0.47488(14) 0.34366(9) 0.0251(4) Uani 1 1 d . . . C17 C -0.12295(9) 0.50401(14) 0.28420(9) 0.0250(4) Uani 1 1 d . . . C18 C -0.05838(9) 0.46592(14) 0.27051(8) 0.0245(4) Uani 1 1 d . . . C19 C 0.08786(10) 0.19178(14) 0.37330(9) 0.0238(4) Uani 1 1 d . . . H1 H 0.0437(11) 0.1619(16) 0.3576(10) 0.035(6) Uiso 1 1 d . . . C20 C 0.20113(10) 0.00837(16) 0.50983(10) 0.0337(5) Uani 1 1 d . . . H20A H 0.2360 -0.0473 0.5136 0.051 Uiso 1 1 calc R . . H20B H 0.1844 0.0271 0.5550 0.051 Uiso 1 1 calc R . . H20C H 0.2211 0.0715 0.4884 0.051 Uiso 1 1 calc R . . C21 C 0.16997(11) -0.06726(16) 0.40143(9) 0.0356(5) Uani 1 1 d . . . H21A H 0.2051 -0.1219 0.4086 0.053 Uiso 1 1 calc R . . H21B H 0.1901 -0.0066 0.3775 0.053 Uiso 1 1 calc R . . H21C H 0.1325 -0.0971 0.3744 0.053 Uiso 1 1 calc R . . C22 C 0.11140(12) -0.12477(15) 0.50277(10) 0.0379(5) Uani 1 1 d . . . H22A H 0.0738 -0.1528 0.4752 0.057 Uiso 1 1 calc R . . H22B H 0.0936 -0.1025 0.5469 0.057 Uiso 1 1 calc R . . H22C H 0.1461 -0.1803 0.5091 0.057 Uiso 1 1 calc R . . O1 O 0.11122(6) 0.27252(9) 0.34415(6) 0.0261(3) Uani 1 1 d . . . O2 O 0.11888(6) 0.14886(10) 0.42159(6) 0.0270(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 Al1 0.0240(3) 0.0205(3) 0.0196(3) 0.0036(2) 0.0012(2) 0.0009(2) B1 0.0298(12) 0.0220(11) 0.0275(11) 0.0046(9) 0.0009(9) -0.0012(9) N1 0.0353(9) 0.0193(8) 0.0211(8) 0.0036(6) -0.0011(6) -0.0012(7) F1 0.0223(6) 0.0492(7) 0.0427(7) -0.0096(6) -0.0006(5) 0.0006(5) F2 0.0387(7) 0.0479(8) 0.0400(7) -0.0043(6) 0.0149(5) 0.0073(6) F3 0.0630(9) 0.0475(8) 0.0282(6) -0.0128(6) 0.0032(6) 0.0013(6) F4 0.0480(8) 0.0610(9) 0.0456(7) -0.0174(6) -0.0016(6) -0.0217(7) F5 0.0340(7) 0.0601(9) 0.0470(7) -0.0185(6) 0.0149(6) -0.0200(6) F6 0.0474(7) 0.0314(6) 0.0215(5) 0.0065(5) -0.0021(5) -0.0015(5) F7 0.0527(8) 0.0340(7) 0.0293(6) -0.0042(5) -0.0100(5) -0.0051(6) F8 0.0519(8) 0.0279(6) 0.0400(7) -0.0012(5) 0.0056(5) -0.0146(5) F9 0.0467(7) 0.0293(6) 0.0297(6) 0.0105(5) 0.0050(5) -0.0057(5) F10 0.0417(7) 0.0322(6) 0.0203(5) 0.0036(5) -0.0030(5) -0.0051(5) F11 0.0426(7) 0.0390(7) 0.0293(6) 0.0146(5) 0.0076(5) 0.0115(5) F12 0.0450(7) 0.0426(7) 0.0364(7) 0.0117(5) 0.0209(5) 0.0076(6) F13 0.0258(6) 0.0383(7) 0.0428(7) -0.0014(5) 0.0077(5) 0.0055(5) F14 0.0334(6) 0.0406(7) 0.0320(6) 0.0054(5) -0.0044(5) 0.0112(5) F15 0.0368(7) 0.0478(7) 0.0252(6) 0.0143(5) 0.0075(5) 0.0100(5) C1 0.0271(10) 0.0199(9) 0.0223(9) 0.0024(7) 0.0015(7) 0.0022(7) C2 0.0250(10) 0.0216(9) 0.0272(10) 0.0013(8) -0.0021(8) 0.0029(8) C3 0.0304(11) 0.0248(10) 0.0274(10) 0.0048(8) 0.0067(8) 0.0094(8) C4 0.0447(13) 0.0253(10) 0.0223(9) -0.0022(8) 0.0001(9) 0.0037(9) C5 0.0359(12) 0.0294(11) 0.0320(10) -0.0027(9) -0.0036(9) -0.0075(9) C6 0.0284(11) 0.0287(10) 0.0276(10) 0.0007(8) 0.0063(8) -0.0037(8) C7 0.0219(9) 0.0219(9) 0.0224(9) 0.0033(7) 0.0019(7) 0.0047(7) C8 0.0253(10) 0.0253(10) 0.0203(9) 0.0060(7) 0.0007(7) 0.0043(8) C9 0.0268(10) 0.0260(10) 0.0253(9) -0.0015(8) -0.0032(8) 0.0015(8) C10 0.0248(10) 0.0199(9) 0.0349(10) -0.0014(8) 0.0052(8) -0.0024(7) C11 0.0241(10) 0.0222(9) 0.0249(9) 0.0064(7) 0.0064(7) 0.0033(8) C12 0.0230(10) 0.0247(9) 0.0200(9) -0.0004(7) 0.0003(7) 0.0023(7) C13 0.0248(10) 0.0195(9) 0.0220(9) -0.0014(7) 0.0003(7) -0.0012(7) C14 0.0304(10) 0.0192(9) 0.0230(9) 0.0029(7) -0.0001(8) 0.0012(8) C15 0.0312(11) 0.0228(10) 0.0246(9) 0.0009(7) 0.0094(8) -0.0026(8) C16 0.0218(10) 0.0224(9) 0.0309(10) -0.0064(8) 0.0041(8) -0.0008(7) C17 0.0276(10) 0.0226(9) 0.0248(9) -0.0017(7) -0.0053(8) 0.0024(8) C18 0.0280(10) 0.0267(10) 0.0189(9) 0.0000(7) 0.0021(7) -0.0015(8) C19 0.0279(11) 0.0196(9) 0.0239(9) -0.0028(7) 0.0000(8) 0.0046(8) C20 0.0353(12) 0.0337(11) 0.0321(11) 0.0041(9) -0.0081(9) 0.0016(9) C21 0.0487(13) 0.0306(11) 0.0276(10) -0.0005(9) 0.0039(9) 0.0063(10) C22 0.0562(14) 0.0220(10) 0.0357(11) 0.0091(9) 0.0007(10) -0.0053(10) O1 0.0286(7) 0.0225(7) 0.0272(7) 0.0067(5) 0.0013(5) 0.0029(5) O2 0.0294(7) 0.0230(7) 0.0285(7) 0.0085(5) -0.0051(6) -0.0006(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 O1 1.8230(13) . ? Al1 C7 1.9807(18) . ? Al1 C1 1.9973(18) . ? Al1 C13 2.0086(18) . ? B1 O2 1.536(2) . ? B1 N1 1.587(3) . ? N1 C21 1.485(2) . ? N1 C20 1.493(2) . ? N1 C22 1.495(2) . ? F1 C2 1.354(2) . ? F2 C3 1.344(2) . ? F3 C4 1.335(2) . ? F4 C5 1.346(2) . ? F5 C6 1.359(2) . ? F6 C8 1.3502(19) . ? F7 C9 1.345(2) . ? F8 C10 1.343(2) . ? F9 C11 1.3431(19) . ? F10 C12 1.3581(19) . ? F11 C14 1.354(2) . ? F12 C15 1.3413(19) . ? F13 C16 1.339(2) . ? F14 C17 1.347(2) . ? F15 C18 1.3610(19) . ? C1 C6 1.381(3) . ? C1 C2 1.384(2) . ? C2 C3 1.374(3) . ? C3 C4 1.371(3) . ? C4 C5 1.375(3) . ? C5 C6 1.376(3) . ? C7 C12 1.381(2) . ? C7 C8 1.387(2) . ? C8 C9 1.376(3) . ? C9 C10 1.375(3) . ? C10 C11 1.372(3) . ? C11 C12 1.376(2) . ? C13 C14 1.382(2) . ? C13 C18 1.383(2) . ? C14 C15 1.381(3) . ? C15 C16 1.376(3) . ? C16 C17 1.372(3) . ? C17 C18 1.375(3) . ? C19 O2 1.252(2) . ? C19 O1 1.252(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 O1 Al1 C7 106.30(7) . . ? O1 Al1 C1 106.99(7) . . ? C7 Al1 C1 113.71(7) . . ? O1 Al1 C13 107.95(7) . . ? C7 Al1 C13 107.93(7) . . ? C1 Al1 C13 113.58(7) . . ? O2 B1 N1 105.52(15) . . ? C21 N1 C20 108.81(15) . . ? C21 N1 C22 108.42(15) . . ? C20 N1 C22 108.61(15) . . ? C21 N1 B1 112.26(14) . . ? C20 N1 B1 111.30(15) . . ? C22 N1 B1 107.33(15) . . ? C6 C1 C2 113.37(16) . . ? C6 C1 Al1 124.92(13) . . ? C2 C1 Al1 121.69(13) . . ? F1 C2 C3 116.54(16) . . ? F1 C2 C1 118.89(16) . . ? C3 C2 C1 124.56(17) . . ? F2 C3 C4 119.65(17) . . ? F2 C3 C2 121.22(17) . . ? C4 C3 C2 119.13(17) . . ? F3 C4 C3 120.20(18) . . ? F3 C4 C5 120.47(18) . . ? C3 C4 C5 119.32(17) . . ? F4 C5 C4 119.76(17) . . ? F4 C5 C6 121.19(18) . . ? C4 C5 C6 119.05(18) . . ? F5 C6 C5 116.33(16) . . ? F5 C6 C1 119.12(16) . . ? C5 C6 C1 124.55(17) . . ? C12 C7 C8 113.79(16) . . ? C12 C7 Al1 122.77(13) . . ? C8 C7 Al1 123.09(13) . . ? F6 C8 C9 116.72(16) . . ? F6 C8 C7 119.34(16) . . ? C9 C8 C7 123.94(16) . . ? F7 C9 C10 119.53(16) . . ? F7 C9 C8 121.20(16) . . ? C10 C9 C8 119.25(16) . . ? F8 C10 C11 120.49(16) . . ? F8 C10 C9 119.86(17) . . ? C11 C10 C9 119.63(17) . . ? F9 C11 C10 120.42(16) . . ? F9 C11 C12 120.79(16) . . ? C10 C11 C12 118.78(16) . . ? F10 C12 C11 115.97(15) . . ? F10 C12 C7 119.42(16) . . ? C11 C12 C7 124.60(16) . . ? C14 C13 C18 113.46(16) . . ? C14 C13 Al1 130.03(13) . . ? C18 C13 Al1 116.42(13) . . ? F11 C14 C15 116.01(15) . . ? F11 C14 C13 119.97(16) . . ? C15 C14 C13 124.01(16) . . ? F12 C15 C16 119.39(16) . . ? F12 C15 C14 121.23(16) . . ? C16 C15 C14 119.38(16) . . ? F13 C16 C17 119.90(17) . . ? F13 C16 C15 120.74(16) . . ? C17 C16 C15 119.36(17) . . ? F14 C17 C16 119.85(16) . . ? F14 C17 C18 121.40(16) . . ? C16 C17 C18 118.75(17) . . ? F15 C18 C17 116.83(16) . . ? F15 C18 C13 118.12(16) . . ? C17 C18 C13 125.04(16) . . ? O2 C19 O1 121.54(18) . . ? C19 O1 Al1 131.25(13) . . ? C19 O2 B1 119.64(15) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.281 _refine_diff_density_min -0.235 _refine_diff_density_rms 0.050 data_gm079_0m _database_code_depnum_ccdc_archive 'CCDC 915116' #TrackingRef 'CIF_compiled.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C49 H29 Al2 F30 O2 P' _chemical_formula_weight 1304.65 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' O O 0.0106 0.0060 '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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6630(8) _cell_length_b 13.8558(8) _cell_length_c 15.7986(10) _cell_angle_alpha 92.518(3) _cell_angle_beta 100.938(3) _cell_angle_gamma 108.147(3) _cell_volume 2570.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1300 _exptl_absorpt_coefficient_mu 0.238 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9629 _exptl_absorpt_correction_T_max 0.9720 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42599 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0552 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 27.61 _reflns_number_total 11687 _reflns_number_gt 7442 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0660P)^2^+2.6085P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11687 _refine_ls_number_parameters 774 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1031 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.1560 _refine_ls_wR_factor_gt 0.1340 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 Al1 Al 0.54979(7) 0.72937(6) 0.91898(6) 0.0248(2) Uani 1 1 d . . . Al2 Al 0.52000(7) 0.98374(6) 0.70471(6) 0.0263(2) Uani 1 1 d . . . P1 P -0.00679(7) 0.29878(6) 0.28349(6) 0.0318(2) Uani 1 1 d . . . H2 H -0.118(3) 0.285(2) 0.282(2) 0.045(9) Uiso 1 1 d . . . O1 O 0.56063(17) 0.83882(15) 0.85734(13) 0.0291(5) Uani 1 1 d . . . O2 O 0.55541(18) 0.99071(15) 0.82327(13) 0.0317(5) Uani 1 1 d . . . F1 F 0.76916(17) 0.91706(14) 1.00449(14) 0.0497(5) Uani 1 1 d . . . F2 F 0.98022(18) 0.92689(17) 1.08194(16) 0.0675(7) Uani 1 1 d . . . F3 F 1.03205(16) 0.75044(19) 1.10259(16) 0.0619(6) Uani 1 1 d . . . F4 F 0.87432(18) 0.56780(16) 1.03736(15) 0.0549(6) Uani 1 1 d . . . F5 F 0.66438(17) 0.55792(14) 0.95609(15) 0.0516(5) Uani 1 1 d . . . F6 F 0.52669(17) 0.62341(15) 1.08373(14) 0.0501(5) Uani 1 1 d . . . F7 F 0.3886(2) 0.61258(18) 1.19575(15) 0.0620(7) Uani 1 1 d . . . F8 F 0.24039(15) 0.71830(14) 1.17733(12) 0.0395(4) Uani 1 1 d . . . F9 F 0.24046(17) 0.84684(16) 1.05148(14) 0.0510(5) Uani 1 1 d . . . F10 F 0.37442(18) 0.85674(19) 0.93819(15) 0.0630(7) Uani 1 1 d . . . F11 F 0.63444(15) 0.65384(14) 0.76705(13) 0.0440(5) Uani 1 1 d . . . F12 F 0.54656(18) 0.48973(16) 0.64822(13) 0.0513(5) Uani 1 1 d . . . F13 F 0.33425(18) 0.35676(15) 0.64340(14) 0.0539(6) Uani 1 1 d . . . F14 F 0.21278(16) 0.39212(15) 0.75864(15) 0.0563(6) Uani 1 1 d . . . F15 F 0.30018(15) 0.55513(16) 0.87760(14) 0.0509(5) Uani 1 1 d . . . F16 F 0.63864(16) 0.86531(14) 0.58839(14) 0.0467(5) Uani 1 1 d . . . F17 F 0.55992(18) 0.67636(16) 0.50586(14) 0.0542(6) Uani 1 1 d . . . F18 F 0.35545(17) 0.54558(14) 0.52113(14) 0.0512(5) Uani 1 1 d . . . F19 F 0.23202(16) 0.60664(14) 0.62317(14) 0.0506(5) Uani 1 1 d . . . F20 F 0.31216(15) 0.79615(14) 0.70836(13) 0.0439(5) Uani 1 1 d . . . F21 F 0.3489(2) 0.96556(19) 0.53267(13) 0.0600(6) Uani 1 1 d . . . F22 F 0.16984(19) 1.03272(19) 0.48762(13) 0.0601(6) Uani 1 1 d . . . F23 F 0.11406(18) 1.14277(19) 0.60771(16) 0.0609(6) Uani 1 1 d . . . F24 F 0.2339(2) 1.17888(19) 0.77478(16) 0.0671(7) Uani 1 1 d . . . F25 F 0.40742(18) 1.10788(17) 0.82091(13) 0.0555(6) Uani 1 1 d . . . F26 F 0.76785(16) 0.98912(15) 0.76343(14) 0.0490(5) Uani 1 1 d . . . F27 F 0.96782(16) 1.11873(17) 0.74279(16) 0.0569(6) Uani 1 1 d . . . F28 F 0.97129(16) 1.27995(15) 0.65105(13) 0.0486(5) Uani 1 1 d . . . F29 F 0.77464(18) 1.31077(15) 0.57860(14) 0.0558(6) Uani 1 1 d . . . F30 F 0.57430(16) 1.18236(16) 0.59834(14) 0.0518(5) Uani 1 1 d . . . C1 C 0.7071(2) 0.7365(2) 0.97619(19) 0.0279(6) Uani 1 1 d . . . C2 C 0.7922(3) 0.8276(2) 1.0107(2) 0.0335(7) Uani 1 1 d . . . C3 C 0.9004(3) 0.8347(3) 1.0516(2) 0.0410(8) Uani 1 1 d . . . C4 C 0.9278(3) 0.7472(3) 1.0614(2) 0.0406(8) Uani 1 1 d . . . C5 C 0.8469(3) 0.6537(3) 1.0292(2) 0.0386(8) Uani 1 1 d . . . C6 C 0.7400(3) 0.6511(2) 0.9874(2) 0.0325(7) Uani 1 1 d . . . C7 C 0.4722(2) 0.6109(2) 0.8282(2) 0.0278(6) Uani 1 1 d . . . C8 C 0.5283(3) 0.5889(2) 0.7671(2) 0.0308(7) Uani 1 1 d . . . C9 C 0.4863(3) 0.5061(2) 0.7056(2) 0.0355(7) Uani 1 1 d . . . C10 C 0.3791(3) 0.4392(2) 0.7029(2) 0.0368(8) Uani 1 1 d . . . C11 C 0.3179(3) 0.4569(2) 0.7608(2) 0.0365(8) Uani 1 1 d . . . C12 C 0.3653(3) 0.5416(2) 0.8218(2) 0.0329(7) Uani 1 1 d . . . C13 C 0.4555(2) 0.7380(2) 1.00514(19) 0.0255(6) Uani 1 1 d . . . C14 C 0.4549(3) 0.6790(2) 1.0729(2) 0.0292(7) Uani 1 1 d . . . C15 C 0.3855(3) 0.6719(2) 1.1310(2) 0.0340(7) Uani 1 1 d . . . C16 C 0.3105(2) 0.7260(2) 1.12222(19) 0.0285(7) Uani 1 1 d . . . C17 C 0.3092(2) 0.7889(2) 1.0578(2) 0.0317(7) Uani 1 1 d . . . C18 C 0.3805(3) 0.7930(2) 1.0009(2) 0.0334(7) Uani 1 1 d . . . C19 C 0.4778(2) 0.8400(2) 0.65108(19) 0.0264(6) Uani 1 1 d . . . C20 C 0.3763(3) 0.7690(2) 0.6569(2) 0.0302(7) Uani 1 1 d . . . C21 C 0.3337(3) 0.6716(2) 0.6150(2) 0.0339(7) Uani 1 1 d . . . C22 C 0.3957(3) 0.6401(2) 0.5639(2) 0.0345(7) Uani 1 1 d . . . C23 C 0.4996(3) 0.7065(2) 0.5561(2) 0.0350(7) Uani 1 1 d . . . C24 C 0.5369(2) 0.8031(2) 0.5995(2) 0.0297(7) Uani 1 1 d . . . C25 C 0.3869(2) 1.0344(2) 0.6784(2) 0.0282(7) Uani 1 1 d . . . C26 C 0.3223(3) 1.0186(2) 0.5948(2) 0.0355(7) Uani 1 1 d . . . C27 C 0.2315(3) 1.0527(3) 0.5698(2) 0.0387(8) Uani 1 1 d . . . C28 C 0.2034(3) 1.1089(3) 0.6310(2) 0.0399(8) Uani 1 1 d . . . C29 C 0.2633(3) 1.1264(2) 0.7148(2) 0.0404(8) Uani 1 1 d . . . C30 C 0.3525(3) 1.0888(2) 0.7365(2) 0.0340(7) Uani 1 1 d . . . C31 C 0.6621(2) 1.0797(2) 0.68158(19) 0.0283(7) Uani 1 1 d . . . C32 C 0.7663(3) 1.0683(2) 0.7165(2) 0.0323(7) Uani 1 1 d . . . C33 C 0.8694(3) 1.1330(2) 0.7067(2) 0.0345(7) Uani 1 1 d . . . C34 C 0.8715(3) 1.2148(2) 0.6603(2) 0.0326(7) Uani 1 1 d . . . C35 C 0.7716(3) 1.2300(2) 0.6238(2) 0.0350(7) Uani 1 1 d . . . C36 C 0.6703(3) 1.1629(2) 0.6354(2) 0.0322(7) Uani 1 1 d . . . C37 C 0.0590(3) 0.3148(3) 0.4015(2) 0.0554(11) Uani 1 1 d . . . C38 C -0.0224(6) 0.2352(5) 0.4444(3) 0.109(2) Uani 1 1 d . . . H38A H 0.0038 0.2484 0.5076 0.164 Uiso 1 1 calc R . . H38B H -0.0239 0.1666 0.4249 0.164 Uiso 1 1 calc R . . H38C H -0.0991 0.2400 0.4281 0.164 Uiso 1 1 calc R . . C39 C 0.1778(4) 0.3018(5) 0.4158(4) 0.100(2) Uani 1 1 d . . . H39A H 0.2270 0.3527 0.3867 0.150 Uiso 1 1 calc R . . H39B H 0.1704 0.2330 0.3917 0.150 Uiso 1 1 calc R . . H39C H 0.2112 0.3115 0.4781 0.150 Uiso 1 1 calc R . . C40 C 0.0720(5) 0.4218(4) 0.4427(4) 0.103(2) Uani 1 1 d . . . H40A H -0.0030 0.4307 0.4347 0.155 Uiso 1 1 calc R . . H40B H 0.1215 0.4739 0.4147 0.155 Uiso 1 1 calc R . . H40C H 0.1056 0.4289 0.5048 0.155 Uiso 1 1 calc R . . C41 C -0.0068(3) 0.1794(3) 0.2241(2) 0.0441(9) Uani 1 1 d . . . C42 C 0.1020(3) 0.1907(3) 0.1925(3) 0.0521(10) Uani 1 1 d . . . H42A H 0.1666 0.2092 0.2423 0.078 Uiso 1 1 calc R . . H42B H 0.1137 0.2443 0.1535 0.078 Uiso 1 1 calc R . . H42C H 0.0961 0.1258 0.1614 0.078 Uiso 1 1 calc R . . C43 C -0.0284(5) 0.0917(3) 0.2799(4) 0.0881(18) Uani 1 1 d . . . H43A H -0.0429 0.0274 0.2442 0.132 Uiso 1 1 calc R . . H43B H -0.0947 0.0882 0.3046 0.132 Uiso 1 1 calc R . . H43C H 0.0385 0.1030 0.3268 0.132 Uiso 1 1 calc R . . C44 C -0.1095(5) 0.1496(5) 0.1458(4) 0.122(3) Uani 1 1 d . . . H44A H -0.1038 0.2070 0.1109 0.182 Uiso 1 1 calc R . . H44B H -0.1803 0.1330 0.1670 0.182 Uiso 1 1 calc R . . H44C H -0.1093 0.0900 0.1102 0.182 Uiso 1 1 calc R . . C45 C 0.0345(4) 0.4136(3) 0.2265(4) 0.0713(15) Uani 1 1 d . . . C46 C 0.1656(5) 0.4631(4) 0.2465(7) 0.170(5) Uani 1 1 d . . . H46A H 0.1974 0.4291 0.2071 0.255 Uiso 1 1 calc R . . H46B H 0.1969 0.4555 0.3066 0.255 Uiso 1 1 calc R . . H46C H 0.1853 0.5358 0.2386 0.255 Uiso 1 1 calc R . . C47 C -0.0137(8) 0.3892(6) 0.1290(4) 0.155(4) Uani 1 1 d . . . H47A H -0.0967 0.3584 0.1182 0.233 Uiso 1 1 calc R . . H47B H 0.0188 0.3413 0.1051 0.233 Uiso 1 1 calc R . . H47C H 0.0057 0.4523 0.1011 0.233 Uiso 1 1 calc R . . C48 C -0.0185(5) 0.4920(4) 0.2588(4) 0.0941(19) Uani 1 1 d . . . H48A H -0.0013 0.5516 0.2264 0.141 Uiso 1 1 calc R . . H48B H 0.0136 0.5136 0.3208 0.141 Uiso 1 1 calc R . . H48C H -0.1012 0.4600 0.2496 0.141 Uiso 1 1 calc R . . C49 C 0.5711(3) 0.9306(2) 0.8775(2) 0.0296(7) Uani 1 1 d . . . H1 H 0.597(3) 0.964(2) 0.941(2) 0.039(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0217(4) 0.0279(4) 0.0247(5) 0.0036(4) 0.0027(4) 0.0091(4) Al2 0.0262(5) 0.0268(4) 0.0267(5) 0.0035(4) 0.0036(4) 0.0108(4) P1 0.0286(4) 0.0317(4) 0.0357(5) 0.0058(3) 0.0077(4) 0.0098(3) O1 0.0312(11) 0.0307(11) 0.0272(11) 0.0042(9) 0.0060(9) 0.0124(9) O2 0.0393(12) 0.0295(11) 0.0287(11) 0.0064(9) 0.0040(10) 0.0159(9) F1 0.0466(12) 0.0347(10) 0.0572(13) -0.0070(9) -0.0121(10) 0.0135(9) F2 0.0398(12) 0.0582(14) 0.0779(17) -0.0013(12) -0.0194(12) -0.0012(10) F3 0.0263(10) 0.0890(17) 0.0698(16) 0.0205(13) -0.0020(10) 0.0237(11) F4 0.0506(13) 0.0595(13) 0.0709(15) 0.0260(11) 0.0155(11) 0.0369(11) F5 0.0440(11) 0.0321(10) 0.0723(15) 0.0085(10) -0.0039(10) 0.0126(9) F6 0.0569(13) 0.0503(12) 0.0696(15) 0.0336(11) 0.0345(11) 0.0388(10) F7 0.0735(15) 0.0828(16) 0.0635(15) 0.0519(13) 0.0413(13) 0.0515(13) F8 0.0400(10) 0.0502(11) 0.0357(10) 0.0070(9) 0.0185(9) 0.0185(9) F9 0.0419(11) 0.0643(13) 0.0665(14) 0.0272(11) 0.0237(10) 0.0353(10) F10 0.0533(13) 0.0991(18) 0.0712(16) 0.0600(14) 0.0345(12) 0.0542(13) F11 0.0314(10) 0.0483(11) 0.0456(12) -0.0063(9) 0.0148(9) 0.0015(8) F12 0.0579(13) 0.0543(12) 0.0435(12) -0.0093(10) 0.0180(10) 0.0188(10) F13 0.0595(13) 0.0374(11) 0.0529(13) -0.0143(9) -0.0019(11) 0.0102(10) F14 0.0324(11) 0.0446(12) 0.0765(16) -0.0090(11) 0.0045(10) -0.0026(9) F15 0.0298(10) 0.0571(12) 0.0584(13) -0.0121(10) 0.0143(10) 0.0034(9) F16 0.0376(11) 0.0434(11) 0.0608(14) -0.0032(9) 0.0260(10) 0.0076(9) F17 0.0532(13) 0.0559(13) 0.0582(14) -0.0148(10) 0.0182(11) 0.0236(10) F18 0.0534(12) 0.0327(10) 0.0572(13) -0.0113(9) -0.0041(10) 0.0111(9) F19 0.0344(11) 0.0395(11) 0.0653(14) 0.0022(10) 0.0085(10) -0.0038(9) F20 0.0346(10) 0.0448(11) 0.0531(12) -0.0009(9) 0.0223(9) 0.0071(8) F21 0.0792(16) 0.0918(17) 0.0290(11) 0.0023(11) 0.0067(11) 0.0597(14) F22 0.0538(13) 0.0966(17) 0.0372(12) 0.0178(12) 0.0001(10) 0.0393(13) F23 0.0464(12) 0.0859(16) 0.0730(16) 0.0285(13) 0.0202(11) 0.0463(12) F24 0.0679(15) 0.0799(16) 0.0697(16) -0.0136(13) 0.0156(13) 0.0494(13) F25 0.0506(12) 0.0699(14) 0.0428(12) -0.0245(11) -0.0092(10) 0.0306(11) F26 0.0392(11) 0.0462(11) 0.0705(15) 0.0291(10) 0.0132(10) 0.0227(9) F27 0.0315(11) 0.0706(14) 0.0780(16) 0.0257(12) 0.0142(11) 0.0264(10) F28 0.0382(11) 0.0496(12) 0.0522(13) 0.0069(10) 0.0164(10) 0.0017(9) F29 0.0546(13) 0.0469(12) 0.0593(14) 0.0323(11) 0.0057(11) 0.0074(10) F30 0.0389(11) 0.0556(12) 0.0580(13) 0.0314(10) -0.0030(10) 0.0158(10) C1 0.0239(15) 0.0361(16) 0.0251(15) 0.0054(13) 0.0062(12) 0.0107(13) C2 0.0310(17) 0.0378(17) 0.0302(17) 0.0006(14) 0.0011(14) 0.0130(14) C3 0.0292(17) 0.049(2) 0.0362(19) 0.0032(16) -0.0024(15) 0.0064(16) C4 0.0190(16) 0.064(2) 0.041(2) 0.0136(17) 0.0031(14) 0.0169(16) C5 0.0360(18) 0.052(2) 0.041(2) 0.0183(16) 0.0136(16) 0.0280(17) C6 0.0280(16) 0.0354(17) 0.0339(18) 0.0060(14) 0.0062(14) 0.0101(14) C7 0.0233(15) 0.0289(15) 0.0293(16) 0.0033(12) -0.0021(13) 0.0105(12) C8 0.0268(16) 0.0327(16) 0.0315(17) 0.0033(13) 0.0027(13) 0.0097(13) C9 0.0417(19) 0.0400(18) 0.0287(17) 0.0018(14) 0.0063(15) 0.0198(15) C10 0.0416(19) 0.0289(16) 0.0335(18) -0.0052(14) -0.0055(15) 0.0117(14) C11 0.0256(16) 0.0316(17) 0.046(2) 0.0023(15) -0.0035(15) 0.0070(13) C12 0.0259(16) 0.0372(17) 0.0358(18) 0.0032(14) 0.0050(14) 0.0115(13) C13 0.0223(14) 0.0284(15) 0.0245(15) -0.0016(12) 0.0023(12) 0.0088(12) C14 0.0298(16) 0.0256(15) 0.0356(17) 0.0059(13) 0.0076(14) 0.0131(13) C15 0.0384(18) 0.0361(17) 0.0323(18) 0.0118(14) 0.0115(15) 0.0155(14) C16 0.0276(15) 0.0311(15) 0.0273(16) 0.0018(13) 0.0091(13) 0.0088(13) C17 0.0244(15) 0.0382(17) 0.0380(18) 0.0059(14) 0.0065(14) 0.0178(14) C18 0.0309(17) 0.0421(18) 0.0293(17) 0.0148(14) 0.0051(14) 0.0142(14) C19 0.0259(15) 0.0280(15) 0.0258(15) 0.0049(12) 0.0028(12) 0.0107(12) C20 0.0273(15) 0.0357(17) 0.0300(17) 0.0059(13) 0.0067(13) 0.0131(13) C21 0.0258(16) 0.0317(16) 0.0396(19) 0.0078(14) 0.0016(14) 0.0056(13) C22 0.0383(18) 0.0256(15) 0.0346(18) -0.0002(13) -0.0064(15) 0.0120(14) C23 0.0377(18) 0.0403(18) 0.0327(18) 0.0008(14) 0.0065(15) 0.0219(15) C24 0.0267(15) 0.0311(16) 0.0323(17) 0.0050(13) 0.0059(13) 0.0107(13) C25 0.0272(15) 0.0270(15) 0.0313(17) 0.0051(13) 0.0062(13) 0.0098(12) C26 0.0388(18) 0.0405(18) 0.0337(18) 0.0068(14) 0.0105(15) 0.0201(15) C27 0.0340(18) 0.051(2) 0.0335(19) 0.0160(16) 0.0070(15) 0.0153(16) C28 0.0310(17) 0.0422(19) 0.057(2) 0.0208(17) 0.0169(17) 0.0206(15) C29 0.0378(19) 0.0358(18) 0.052(2) -0.0007(16) 0.0159(17) 0.0150(15) C30 0.0278(16) 0.0321(16) 0.0381(19) -0.0048(14) 0.0026(14) 0.0081(13) C31 0.0300(16) 0.0267(15) 0.0267(16) -0.0003(12) 0.0042(13) 0.0088(12) C32 0.0357(17) 0.0298(16) 0.0360(18) 0.0094(13) 0.0090(14) 0.0156(14) C33 0.0266(16) 0.0406(18) 0.0408(19) 0.0053(15) 0.0081(14) 0.0166(14) C34 0.0324(17) 0.0344(17) 0.0278(17) 0.0000(13) 0.0086(14) 0.0056(14) C35 0.0435(19) 0.0303(16) 0.0275(17) 0.0063(13) 0.0065(15) 0.0071(14) C36 0.0332(17) 0.0354(17) 0.0270(16) 0.0060(13) -0.0019(14) 0.0140(14) C37 0.057(2) 0.078(3) 0.034(2) -0.0120(19) -0.0153(18) 0.043(2) C38 0.158(6) 0.174(6) 0.052(3) 0.052(4) 0.058(4) 0.107(5) C39 0.083(4) 0.132(5) 0.087(4) -0.040(3) -0.044(3) 0.081(4) C40 0.088(4) 0.128(5) 0.089(4) -0.074(4) -0.038(3) 0.072(4) C41 0.045(2) 0.0371(18) 0.047(2) -0.0083(16) 0.0085(17) 0.0119(16) C42 0.063(2) 0.054(2) 0.058(2) 0.0168(19) 0.027(2) 0.035(2) C43 0.109(4) 0.027(2) 0.140(5) 0.015(2) 0.073(4) 0.010(2) C44 0.077(4) 0.144(5) 0.125(5) -0.085(4) -0.044(4) 0.062(4) C45 0.082(3) 0.056(2) 0.122(4) 0.057(3) 0.071(3) 0.052(2) C46 0.098(4) 0.066(3) 0.412(14) 0.116(6) 0.164(7) 0.045(3) C47 0.292(11) 0.211(8) 0.100(5) 0.123(5) 0.133(6) 0.209(8) C48 0.102(4) 0.065(3) 0.161(6) 0.050(3) 0.070(4) 0.062(3) C49 0.0302(16) 0.0343(17) 0.0277(17) 0.0077(14) 0.0056(13) 0.0150(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 O1 1.821(2) . ? Al1 C7 1.993(3) . ? Al1 C1 1.995(3) . ? Al1 C13 1.996(3) . ? Al2 O2 1.832(2) . ? Al2 C31 1.985(3) . ? Al2 C19 1.997(3) . ? Al2 C25 2.001(3) . ? P1 C45 1.844(4) . ? P1 C37 1.864(4) . ? P1 C41 1.866(3) . ? O1 C49 1.256(4) . ? O2 C49 1.252(4) . ? F1 C2 1.362(4) . ? F2 C3 1.357(4) . ? F3 C4 1.342(4) . ? F4 C5 1.345(4) . ? F5 C6 1.350(4) . ? F6 C14 1.356(3) . ? F7 C15 1.342(4) . ? F8 C16 1.342(3) . ? F9 C17 1.349(3) . ? F10 C18 1.363(4) . ? F11 C8 1.365(3) . ? F12 C9 1.344(4) . ? F13 C10 1.345(3) . ? F14 C11 1.347(4) . ? F15 C12 1.360(4) . ? F16 C24 1.357(3) . ? F17 C23 1.337(4) . ? F18 C22 1.345(3) . ? F19 C21 1.355(4) . ? F20 C20 1.369(3) . ? F21 C26 1.354(4) . ? F22 C27 1.350(4) . ? F23 C28 1.350(4) . ? F24 C29 1.345(4) . ? F25 C30 1.355(4) . ? F26 C32 1.353(4) . ? F27 C33 1.345(4) . ? F28 C34 1.343(3) . ? F29 C35 1.348(4) . ? F30 C36 1.356(4) . ? C1 C6 1.379(4) . ? C1 C2 1.387(4) . ? C2 C3 1.372(4) . ? C3 C4 1.368(5) . ? C4 C5 1.379(5) . ? C5 C6 1.378(4) . ? C7 C12 1.377(4) . ? C7 C8 1.379(4) . ? C8 C9 1.367(4) . ? C9 C10 1.377(5) . ? C10 C11 1.366(5) . ? C11 C12 1.381(4) . ? C13 C14 1.376(4) . ? C13 C18 1.385(4) . ? C14 C15 1.372(4) . ? C15 C16 1.373(4) . ? C16 C17 1.370(4) . ? C17 C18 1.381(4) . ? C19 C20 1.376(4) . ? C19 C24 1.385(4) . ? C20 C21 1.372(4) . ? C21 C22 1.371(5) . ? C22 C23 1.383(5) . ? C23 C24 1.374(4) . ? C25 C30 1.377(4) . ? C25 C26 1.384(4) . ? C26 C27 1.372(5) . ? C27 C28 1.380(5) . ? C28 C29 1.365(5) . ? C29 C30 1.378(5) . ? C31 C36 1.380(4) . ? C31 C32 1.390(4) . ? C32 C33 1.376(4) . ? C33 C34 1.373(5) . ? C34 C35 1.371(5) . ? C35 C36 1.380(4) . ? C37 C38 1.537(7) . ? C37 C40 1.540(6) . ? C37 C39 1.546(6) . ? C41 C42 1.518(5) . ? C41 C43 1.519(6) . ? C41 C44 1.549(6) . ? C45 C47 1.526(9) . ? C45 C46 1.549(8) . ? C45 C48 1.556(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Al1 C7 102.96(11) . . ? O1 Al1 C1 107.86(12) . . ? C7 Al1 C1 113.46(12) . . ? O1 Al1 C13 107.44(11) . . ? C7 Al1 C13 112.40(12) . . ? C1 Al1 C13 112.03(12) . . ? O2 Al2 C31 101.18(12) . . ? O2 Al2 C19 110.74(11) . . ? C31 Al2 C19 115.28(12) . . ? O2 Al2 C25 104.78(12) . . ? C31 Al2 C25 113.48(13) . . ? C19 Al2 C25 110.47(12) . . ? C45 P1 C37 115.9(2) . . ? C45 P1 C41 114.5(2) . . ? C37 P1 C41 113.63(18) . . ? C49 O1 Al1 133.3(2) . . ? C49 O2 Al2 135.8(2) . . ? C6 C1 C2 113.9(3) . . ? C6 C1 Al1 123.1(2) . . ? C2 C1 Al1 122.9(2) . . ? F1 C2 C3 116.6(3) . . ? F1 C2 C1 119.3(3) . . ? C3 C2 C1 124.2(3) . . ? F2 C3 C4 119.9(3) . . ? F2 C3 C2 120.9(3) . . ? C4 C3 C2 119.2(3) . . ? F3 C4 C3 121.2(3) . . ? F3 C4 C5 119.2(3) . . ? C3 C4 C5 119.7(3) . . ? F4 C5 C6 121.4(3) . . ? F4 C5 C4 119.8(3) . . ? C6 C5 C4 118.8(3) . . ? F5 C6 C5 116.5(3) . . ? F5 C6 C1 119.3(3) . . ? C5 C6 C1 124.2(3) . . ? C12 C7 C8 113.8(3) . . ? C12 C7 Al1 125.9(2) . . ? C8 C7 Al1 120.2(2) . . ? F11 C8 C9 116.5(3) . . ? F11 C8 C7 118.3(3) . . ? C9 C8 C7 125.2(3) . . ? F12 C9 C8 121.6(3) . . ? F12 C9 C10 120.1(3) . . ? C8 C9 C10 118.3(3) . . ? F13 C10 C11 119.9(3) . . ? F13 C10 C9 120.3(3) . . ? C11 C10 C9 119.8(3) . . ? F14 C11 C10 120.2(3) . . ? F14 C11 C12 120.5(3) . . ? C10 C11 C12 119.2(3) . . ? F15 C12 C7 119.7(3) . . ? F15 C12 C11 116.5(3) . . ? C7 C12 C11 123.8(3) . . ? C14 C13 C18 113.9(3) . . ? C14 C13 Al1 119.5(2) . . ? C18 C13 Al1 126.4(2) . . ? F6 C14 C15 117.1(3) . . ? F6 C14 C13 118.6(3) . . ? C15 C14 C13 124.3(3) . . ? F7 C15 C14 121.5(3) . . ? F7 C15 C16 119.2(3) . . ? C14 C15 C16 119.2(3) . . ? F8 C16 C17 120.4(3) . . ? F8 C16 C15 120.0(3) . . ? C17 C16 C15 119.5(3) . . ? F9 C17 C16 120.1(3) . . ? F9 C17 C18 121.0(3) . . ? C16 C17 C18 118.8(3) . . ? F10 C18 C17 115.8(3) . . ? F10 C18 C13 120.1(3) . . ? C17 C18 C13 124.1(3) . . ? C20 C19 C24 113.3(3) . . ? C20 C19 Al2 120.2(2) . . ? C24 C19 Al2 126.2(2) . . ? F20 C20 C21 116.7(3) . . ? F20 C20 C19 118.4(3) . . ? C21 C20 C19 124.9(3) . . ? F19 C21 C22 119.8(3) . . ? F19 C21 C20 121.2(3) . . ? C22 C21 C20 119.0(3) . . ? F18 C22 C21 120.3(3) . . ? F18 C22 C23 120.1(3) . . ? C21 C22 C23 119.6(3) . . ? F17 C23 C24 121.9(3) . . ? F17 C23 C22 119.7(3) . . ? C24 C23 C22 118.4(3) . . ? F16 C24 C23 115.7(3) . . ? F16 C24 C19 119.4(3) . . ? C23 C24 C19 124.9(3) . . ? C30 C25 C26 113.9(3) . . ? C30 C25 Al2 126.0(2) . . ? C26 C25 Al2 120.1(2) . . ? F21 C26 C27 116.9(3) . . ? F21 C26 C25 118.6(3) . . ? C27 C26 C25 124.5(3) . . ? F22 C27 C26 121.8(3) . . ? F22 C27 C28 119.7(3) . . ? C26 C27 C28 118.5(3) . . ? F23 C28 C29 120.8(3) . . ? F23 C28 C27 119.4(3) . . ? C29 C28 C27 119.8(3) . . ? F24 C29 C28 119.7(3) . . ? F24 C29 C30 121.1(3) . . ? C28 C29 C30 119.2(3) . . ? F25 C30 C25 119.8(3) . . ? F25 C30 C29 116.1(3) . . ? C25 C30 C29 124.1(3) . . ? C36 C31 C32 114.0(3) . . ? C36 C31 Al2 126.1(2) . . ? C32 C31 Al2 119.8(2) . . ? F26 C32 C33 117.2(3) . . ? F26 C32 C31 118.7(3) . . ? C33 C32 C31 124.0(3) . . ? F27 C33 C34 119.6(3) . . ? F27 C33 C32 121.4(3) . . ? C34 C33 C32 119.0(3) . . ? F28 C34 C35 120.1(3) . . ? F28 C34 C33 120.1(3) . . ? C35 C34 C33 119.8(3) . . ? F29 C35 C34 119.3(3) . . ? F29 C35 C36 121.6(3) . . ? C34 C35 C36 119.1(3) . . ? F30 C36 C35 116.4(3) . . ? F30 C36 C31 119.5(3) . . ? C35 C36 C31 124.1(3) . . ? C38 C37 C40 108.1(4) . . ? C38 C37 C39 111.6(4) . . ? C40 C37 C39 108.6(4) . . ? C38 C37 P1 107.4(3) . . ? C40 C37 P1 110.3(3) . . ? C39 C37 P1 110.8(3) . . ? C42 C41 C43 109.3(3) . . ? C42 C41 C44 109.9(4) . . ? C43 C41 C44 106.2(4) . . ? C42 C41 P1 113.6(2) . . ? C43 C41 P1 110.8(3) . . ? C44 C41 P1 106.8(3) . . ? C47 C45 C46 111.2(5) . . ? C47 C45 C48 106.2(4) . . ? C46 C45 C48 108.8(5) . . ? C47 C45 P1 111.4(4) . . ? C46 C45 P1 110.4(4) . . ? C48 C45 P1 108.6(3) . . ? O2 C49 O1 123.8(3) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.61 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.946 _refine_diff_density_min -0.606 _refine_diff_density_rms 0.068 #===end