# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Douglas W Stephan' 'Stephen J. Geier' 'Rebecca C. Neu' 'Eva Y. Ouyang' 'Alberto Ramos' 'Xiaoxi Zhao.' _publ_contact_author_name 'Douglas W Stephan' _publ_contact_author_email DSTEPHAN@CHEM.UTORONTO.CA _publ_section_title ; Probing Substituent Effects on The Activation of H2 by Phosphorus and Boron Frustrated Lewis Pairs ; # Attachment 'all-cifs.txt' data_[tBu3PH][HB(Ph)C6F5)2] _database_code_depnum_ccdc_archive 'CCDC 762375' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C30 H34 B F10 P' _chemical_formula_weight 626.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 9.508(2) _cell_length_b 16.170(4) _cell_length_c 19.191(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.518(10) _cell_angle_gamma 90.00 _cell_volume 2949.4(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.176 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5403 _exptl_absorpt_correction_T_max 0.7056 _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 25914 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 27.70 _reflns_number_total 6830 _reflns_number_gt 4590 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0951P)^2^+3.6907P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6830 _refine_ls_number_parameters 385 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1028 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.2054 _refine_ls_wR_factor_gt 0.1813 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.25742(9) 0.23446(5) 0.03267(4) 0.0312(2) Uani 1 1 d . . . F1 F 0.8319(2) 0.44322(12) 0.38135(9) 0.0419(5) Uani 1 1 d . . . F2 F 0.7058(2) 0.30485(13) 0.34273(12) 0.0562(6) Uani 1 1 d . . . F3 F 0.6748(2) 0.26527(14) 0.20681(13) 0.0578(6) Uani 1 1 d . . . F4 F 0.7741(3) 0.36910(16) 0.10854(11) 0.0622(7) Uani 1 1 d . . . F5 F 0.9083(2) 0.50583(14) 0.14564(9) 0.0502(6) Uani 1 1 d . . . F6 F 1.2149(2) 0.48611(12) 0.34907(9) 0.0424(5) Uani 1 1 d . . . F7 F 1.4665(2) 0.47215(13) 0.29424(11) 0.0464(5) Uani 1 1 d . . . F8 F 1.51548(19) 0.53426(13) 0.16641(11) 0.0458(5) Uani 1 1 d . . . F9 F 1.3115(2) 0.62212(13) 0.09882(10) 0.0465(5) Uani 1 1 d . . . F10 F 1.0622(2) 0.64175(12) 0.15414(9) 0.0403(5) Uani 1 1 d . . . C1 C 0.4214(5) 0.1747(3) 0.02100(19) 0.0546(10) Uani 1 1 d . . . C2 C 0.4312(6) 0.1020(4) 0.0680(2) 0.0911(19) Uani 1 1 d . . . H2A H 0.5175 0.0730 0.0602 0.137 Uiso 1 1 calc R . . H2B H 0.3530 0.0658 0.0586 0.137 Uiso 1 1 calc R . . H2C H 0.4297 0.1202 0.1156 0.137 Uiso 1 1 calc R . . C3 C 0.5517(6) 0.2292(5) 0.0485(4) 0.111(2) Uani 1 1 d . . . H3A H 0.6374 0.1989 0.0427 0.166 Uiso 1 1 calc R . . H3B H 0.5408 0.2417 0.0970 0.166 Uiso 1 1 calc R . . H3C H 0.5552 0.2797 0.0223 0.166 Uiso 1 1 calc R . . C4 C 0.4534(5) 0.1564(3) -0.0538(2) 0.0637(12) Uani 1 1 d . . . H4A H 0.5394 0.1255 -0.0557 0.096 Uiso 1 1 calc R . . H4B H 0.4634 0.2074 -0.0788 0.096 Uiso 1 1 calc R . . H4C H 0.3779 0.1247 -0.0746 0.096 Uiso 1 1 calc R . . C5 C 0.2748(5) 0.3457(2) 0.01722(19) 0.0525(10) Uani 1 1 d . . . C6 C 0.3579(9) 0.3857(3) 0.0728(3) 0.121(3) Uani 1 1 d . . . H6A H 0.3651 0.4438 0.0633 0.182 Uiso 1 1 calc R . . H6B H 0.4503 0.3618 0.0752 0.182 Uiso 1 1 calc R . . H6C H 0.3129 0.3777 0.1165 0.182 Uiso 1 1 calc R . . C7 C 0.3271(5) 0.3669(3) -0.05450(19) 0.0589(11) Uani 1 1 d . . . H7A H 0.3338 0.4259 -0.0592 0.088 Uiso 1 1 calc R . . H7B H 0.2625 0.3457 -0.0894 0.088 Uiso 1 1 calc R . . H7C H 0.4181 0.3426 -0.0604 0.088 Uiso 1 1 calc R . . C8 C 0.1193(6) 0.3822(3) 0.0177(3) 0.0838(16) Uani 1 1 d . . . H8A H 0.1223 0.4408 0.0098 0.126 Uiso 1 1 calc R . . H8B H 0.0787 0.3715 0.0620 0.126 Uiso 1 1 calc R . . H8C H 0.0632 0.3564 -0.0185 0.126 Uiso 1 1 calc R . . C9 C 0.1041(4) 0.1846(3) -0.01115(18) 0.0581(12) Uani 1 1 d . . . C10 C 0.0985(4) 0.2027(2) -0.08867(16) 0.0424(8) Uani 1 1 d . . . H10A H 0.0179 0.1759 -0.1097 0.064 Uiso 1 1 calc R . . H10B H 0.1824 0.1823 -0.1095 0.064 Uiso 1 1 calc R . . H10C H 0.0915 0.2613 -0.0959 0.064 Uiso 1 1 calc R . . C11 C -0.0274(5) 0.2028(4) 0.0241(2) 0.0827(17) Uani 1 1 d . . . H11A H -0.1043 0.1758 -0.0001 0.124 Uiso 1 1 calc R . . H11B H -0.0431 0.2614 0.0243 0.124 Uiso 1 1 calc R . . H11C H -0.0209 0.1829 0.0712 0.124 Uiso 1 1 calc R . . C12 C 0.1182(6) 0.0871(3) -0.0028(2) 0.0653(13) Uani 1 1 d . . . H12A H 0.0390 0.0606 -0.0254 0.098 Uiso 1 1 calc R . . H12B H 0.1208 0.0730 0.0458 0.098 Uiso 1 1 calc R . . H12C H 0.2034 0.0688 -0.0237 0.098 Uiso 1 1 calc R . . C13 C 0.8754(3) 0.64729(18) 0.27293(14) 0.0271(6) Uani 1 1 d . . . C14 C 0.9339(4) 0.7258(2) 0.27888(15) 0.0342(7) Uani 1 1 d . . . H14A H 1.0293 0.7307 0.2901 0.041 Uiso 1 1 calc R . . C15 C 0.8560(4) 0.7963(2) 0.26881(16) 0.0390(8) Uani 1 1 d . . . H15A H 0.8993 0.8477 0.2729 0.047 Uiso 1 1 calc R . . C16 C 0.7148(4) 0.7918(2) 0.25272(17) 0.0409(8) Uani 1 1 d . . . H16A H 0.6621 0.8397 0.2459 0.049 Uiso 1 1 calc R . . C17 C 0.6524(4) 0.7155(2) 0.24682(18) 0.0402(8) Uani 1 1 d . . . H17A H 0.5568 0.7114 0.2359 0.048 Uiso 1 1 calc R . . C18 C 0.7321(3) 0.6450(2) 0.25710(16) 0.0330(7) Uani 1 1 d . . . H18A H 0.6879 0.5938 0.2533 0.040 Uiso 1 1 calc R . . C19 C 0.8814(3) 0.48172(18) 0.26571(15) 0.0282(6) Uani 1 1 d . . . C20 C 0.8237(3) 0.42759(19) 0.31223(15) 0.0305(6) Uani 1 1 d . . . C21 C 0.7556(3) 0.3562(2) 0.29404(18) 0.0369(7) Uani 1 1 d . . . C22 C 0.7390(3) 0.3362(2) 0.22529(19) 0.0402(8) Uani 1 1 d . . . C23 C 0.7903(3) 0.3877(2) 0.17623(17) 0.0396(8) Uani 1 1 d . . . C24 C 0.8596(3) 0.4581(2) 0.19706(16) 0.0338(7) Uani 1 1 d . . . C25 C 1.1221(3) 0.56406(18) 0.25454(14) 0.0269(6) Uani 1 1 d . . . C26 C 1.2329(3) 0.52237(19) 0.28687(15) 0.0296(6) Uani 1 1 d . . . C27 C 1.3645(3) 0.51358(19) 0.25972(16) 0.0320(7) Uani 1 1 d . . . C28 C 1.3909(3) 0.54603(19) 0.19591(16) 0.0326(7) Uani 1 1 d . . . C29 C 1.2869(3) 0.58991(19) 0.16194(15) 0.0325(7) Uani 1 1 d . . . C30 C 1.1576(3) 0.59824(19) 0.19159(15) 0.0297(6) Uani 1 1 d . . . B1 B 0.9659(4) 0.5657(2) 0.28932(16) 0.0290(7) Uani 1 1 d . . . H1 H 0.985(4) 0.560(3) 0.348(2) 0.063 Uiso 1 1 d . . . H2 H 0.234(4) 0.233(3) 0.096(2) 0.061 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 P1 0.0361(4) 0.0384(5) 0.0192(3) -0.0010(3) 0.0017(3) -0.0039(4) F1 0.0558(12) 0.0380(11) 0.0325(9) 0.0028(8) 0.0118(8) -0.0055(9) F2 0.0621(14) 0.0429(13) 0.0647(14) 0.0056(11) 0.0212(11) -0.0176(11) F3 0.0465(13) 0.0504(13) 0.0767(15) -0.0181(12) 0.0039(11) -0.0220(11) F4 0.0651(15) 0.0763(17) 0.0447(12) -0.0184(11) -0.0062(10) -0.0236(13) F5 0.0643(14) 0.0577(13) 0.0282(9) 0.0030(9) -0.0031(9) -0.0168(11) F6 0.0422(11) 0.0474(12) 0.0372(10) 0.0199(9) -0.0053(8) -0.0012(9) F7 0.0311(10) 0.0442(12) 0.0632(13) 0.0083(10) -0.0136(9) 0.0043(9) F8 0.0266(10) 0.0563(13) 0.0550(12) -0.0102(10) 0.0086(8) -0.0034(9) F9 0.0492(12) 0.0580(13) 0.0329(10) 0.0065(9) 0.0140(8) -0.0024(10) F10 0.0409(10) 0.0500(12) 0.0301(9) 0.0137(8) 0.0030(8) 0.0138(9) C1 0.062(3) 0.066(3) 0.0355(18) -0.0010(18) 0.0038(16) 0.022(2) C2 0.089(4) 0.128(5) 0.057(3) 0.022(3) 0.009(2) 0.057(4) C3 0.058(3) 0.167(7) 0.106(5) -0.041(5) -0.024(3) 0.014(4) C4 0.057(3) 0.093(3) 0.042(2) -0.002(2) 0.0183(18) 0.016(2) C5 0.086(3) 0.035(2) 0.0374(18) -0.0008(15) 0.0188(18) -0.003(2) C6 0.243(9) 0.069(4) 0.050(3) -0.005(2) -0.019(4) -0.081(5) C7 0.086(3) 0.054(2) 0.0378(19) 0.0052(17) 0.0105(19) -0.025(2) C8 0.110(4) 0.057(3) 0.086(4) 0.012(3) 0.025(3) 0.023(3) C9 0.052(2) 0.093(3) 0.0288(17) 0.0021(19) -0.0017(15) -0.030(2) C10 0.054(2) 0.044(2) 0.0282(15) 0.0039(14) -0.0100(14) -0.0094(17) C11 0.044(2) 0.144(5) 0.060(3) -0.007(3) 0.006(2) -0.023(3) C12 0.097(4) 0.051(3) 0.048(2) 0.0093(19) -0.007(2) -0.019(2) C13 0.0315(15) 0.0299(16) 0.0200(12) -0.0017(11) 0.0051(11) -0.0012(12) C14 0.0377(17) 0.0350(18) 0.0301(14) 0.0006(13) 0.0048(12) -0.0049(14) C15 0.055(2) 0.0282(17) 0.0339(16) -0.0004(13) 0.0114(15) -0.0060(15) C16 0.055(2) 0.0297(17) 0.0379(17) 0.0003(13) 0.0078(15) 0.0139(16) C17 0.0380(18) 0.041(2) 0.0415(17) -0.0045(15) 0.0022(14) 0.0093(15) C18 0.0334(16) 0.0308(17) 0.0348(15) -0.0063(13) 0.0017(12) -0.0011(13) C19 0.0243(14) 0.0275(15) 0.0327(14) 0.0005(12) -0.0005(11) 0.0054(12) C20 0.0278(15) 0.0301(16) 0.0339(15) 0.0005(12) 0.0052(12) 0.0064(13) C21 0.0281(16) 0.0328(17) 0.0504(19) -0.0007(14) 0.0109(14) -0.0001(13) C22 0.0242(16) 0.0373(19) 0.059(2) -0.0103(16) 0.0012(14) -0.0068(14) C23 0.0296(16) 0.049(2) 0.0404(17) -0.0113(15) -0.0032(13) -0.0015(15) C24 0.0300(16) 0.0378(18) 0.0336(15) 0.0030(13) 0.0012(12) 0.0005(14) C25 0.0302(15) 0.0248(15) 0.0257(13) 0.0016(11) -0.0007(11) -0.0016(12) C26 0.0336(16) 0.0250(15) 0.0301(14) 0.0045(12) -0.0025(12) -0.0049(13) C27 0.0274(15) 0.0258(16) 0.0424(17) 0.0000(13) -0.0075(13) -0.0021(12) C28 0.0249(15) 0.0314(17) 0.0414(16) -0.0081(13) 0.0023(12) -0.0057(13) C29 0.0390(17) 0.0308(16) 0.0279(14) -0.0006(12) 0.0057(12) -0.0070(14) C30 0.0316(16) 0.0291(16) 0.0281(14) 0.0019(12) -0.0015(12) 0.0039(13) B1 0.0321(18) 0.0315(18) 0.0235(14) -0.0004(13) 0.0009(13) -0.0015(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C5 1.832(4) . ? P1 C9 1.849(4) . ? P1 C1 1.852(4) . ? P1 H2 1.25(4) . ? F1 C20 1.350(3) . ? F2 C21 1.345(4) . ? F3 C22 1.342(4) . ? F4 C23 1.339(4) . ? F5 C24 1.345(4) . ? F6 C26 1.345(3) . ? F7 C27 1.340(3) . ? F8 C28 1.340(4) . ? F9 C29 1.345(3) . ? F10 C30 1.341(3) . ? C1 C2 1.482(7) . ? C1 C4 1.505(5) . ? C1 C3 1.599(7) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.461(6) . ? C5 C7 1.515(5) . ? C5 C8 1.592(7) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C11 1.467(6) . ? C9 C10 1.516(5) . ? C9 C12 1.590(6) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C18 1.389(4) . ? C13 C14 1.390(4) . ? C13 B1 1.602(5) . ? C14 C15 1.370(5) . ? C14 H14A 0.9300 . ? C15 C16 1.372(5) . ? C15 H15A 0.9300 . ? C16 C17 1.371(5) . ? C16 H16A 0.9300 . ? C17 C18 1.381(5) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C19 C20 1.375(4) . ? C19 C24 1.382(4) . ? C19 B1 1.636(5) . ? C20 C21 1.364(5) . ? C21 C22 1.363(5) . ? C22 C23 1.358(5) . ? C23 C24 1.369(5) . ? C25 C30 1.378(4) . ? C25 C26 1.384(4) . ? C25 B1 1.645(5) . ? C26 C27 1.375(4) . ? C27 C28 1.362(4) . ? C28 C29 1.368(5) . ? C29 C30 1.376(4) . ? B1 H1 1.15(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 C5 P1 C9 115.4(2) . . ? C5 P1 C1 114.4(2) . . ? C9 P1 C1 111.9(2) . . ? C5 P1 H2 101.4(19) . . ? C9 P1 H2 105.9(19) . . ? C1 P1 H2 106.5(19) . . ? C2 C1 C4 114.4(4) . . ? C2 C1 C3 101.5(4) . . ? C4 C1 C3 104.4(4) . . ? C2 C1 P1 112.3(3) . . ? C4 C1 P1 114.2(3) . . ? C3 C1 P1 108.7(3) . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 C7 112.3(4) . . ? C6 C5 C8 108.5(5) . . ? C7 C5 C8 104.4(4) . . ? C6 C5 P1 111.4(3) . . ? C7 C5 P1 113.7(3) . . ? C8 C5 P1 106.0(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C11 C9 C10 113.9(4) . . ? C11 C9 C12 102.9(4) . . ? C10 C9 C12 107.0(3) . . ? C11 C9 P1 112.0(3) . . ? C10 C9 P1 111.7(3) . . ? C12 C9 P1 108.8(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 115.5(3) . . ? C18 C13 B1 122.6(3) . . ? C14 C13 B1 121.6(3) . . ? C15 C14 C13 122.3(3) . . ? C15 C14 H14A 118.8 . . ? C13 C14 H14A 118.8 . . ? C14 C15 C16 120.6(3) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C17 C16 C15 119.0(3) . . ? C17 C16 H16A 120.5 . . ? C15 C16 H16A 120.5 . . ? C16 C17 C18 119.8(3) . . ? C16 C17 H17A 120.1 . . ? C18 C17 H17A 120.1 . . ? C17 C18 C13 122.7(3) . . ? C17 C18 H18A 118.7 . . ? C13 C18 H18A 118.7 . . ? C20 C19 C24 113.0(3) . . ? C20 C19 B1 123.4(3) . . ? C24 C19 B1 123.6(3) . . ? F1 C20 C21 115.1(3) . . ? F1 C20 C19 120.3(3) . . ? C21 C20 C19 124.6(3) . . ? F2 C21 C22 119.5(3) . . ? F2 C21 C20 121.2(3) . . ? C22 C21 C20 119.4(3) . . ? F3 C22 C23 120.7(3) . . ? F3 C22 C21 119.9(3) . . ? C23 C22 C21 119.4(3) . . ? F4 C23 C22 120.0(3) . . ? F4 C23 C24 120.8(3) . . ? C22 C23 C24 119.1(3) . . ? F5 C24 C23 115.8(3) . . ? F5 C24 C19 119.7(3) . . ? C23 C24 C19 124.5(3) . . ? C30 C25 C26 112.8(3) . . ? C30 C25 B1 126.4(3) . . ? C26 C25 B1 120.7(3) . . ? F6 C26 C27 115.4(3) . . ? F6 C26 C25 119.8(3) . . ? C27 C26 C25 124.7(3) . . ? F7 C27 C28 119.3(3) . . ? F7 C27 C26 121.2(3) . . ? C28 C27 C26 119.5(3) . . ? F8 C28 C27 120.8(3) . . ? F8 C28 C29 120.5(3) . . ? C27 C28 C29 118.7(3) . . ? F9 C29 C28 119.3(3) . . ? F9 C29 C30 120.9(3) . . ? C28 C29 C30 119.8(3) . . ? F10 C30 C29 115.4(3) . . ? F10 C30 C25 120.1(3) . . ? C29 C30 C25 124.4(3) . . ? C13 B1 C19 111.8(2) . . ? C13 B1 C25 114.8(3) . . ? C19 B1 C25 108.4(2) . . ? C13 B1 H1 110(2) . . ? C19 B1 H1 105(2) . . ? C25 B1 H1 106(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.70 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.262 _refine_diff_density_min -0.454 _refine_diff_density_rms 0.078 #===end data_B(OC6H3(CF3)2)3 _database_code_depnum_ccdc_archive 'CCDC 762376' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C24 H9 B F18 O3' _chemical_formula_weight 698.12 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' B B 0.0013 0.0007 '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' _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 8.9246(4) _cell_length_b 8.9972(4) _cell_length_c 16.6085(7) _cell_angle_alpha 86.400(2) _cell_angle_beta 77.376(2) _cell_angle_gamma 88.971(2) _cell_volume 1298.78(10) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _exptl_crystal_density_diffrn 1.785 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 0.202 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9057 _exptl_absorpt_correction_T_max 0.9235 _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 21720 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0208 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 27.51 _reflns_number_total 5928 _reflns_number_gt 4645 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1610P)^2^+3.5293P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5928 _refine_ls_number_parameters 469 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0608 _refine_ls_wR_factor_ref 0.1735 _refine_ls_wR_factor_gt 0.1599 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.101 _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 F1 F 0.7568(8) 0.6631(11) 0.1613(6) 0.076(3) Uani 0.50 1 d PD . . F1A F 0.9259(14) 0.6544(9) 0.1958(4) 0.119(5) Uani 0.50 1 d PD . . F2 F 0.9677(8) 0.6421(8) 0.1844(6) 0.082(3) Uani 0.50 1 d PD . . F2A F 0.9430(16) 0.6070(12) 0.0652(5) 0.121(6) Uani 0.50 1 d PD . . F3 F 0.9881(9) 0.6082(12) 0.0766(5) 0.080(3) Uani 0.50 1 d PD . . F3A F 0.7587(11) 0.6437(13) 0.1223(10) 0.139(7) Uani 0.50 1 d PD . . F4 F 1.0844(7) -0.0467(6) 0.2005(4) 0.0733(16) Uani 0.50 1 d PD . . F4A F 1.0373(10) -0.0618(8) 0.1148(8) 0.138(7) Uani 0.50 1 d PD . . F5 F 1.2107(6) 0.1114(7) 0.1257(10) 0.145(6) Uani 0.50 1 d PD . . F5A F 1.1654(8) 0.1093(7) 0.0560(4) 0.0802(17) Uani 0.50 1 d PD . . F6 F 1.0442(12) -0.0276(10) 0.0858(5) 0.102(4) Uani 0.50 1 d PD . . F6A F 1.1807(14) 0.0602(19) 0.1749(7) 0.176(7) Uani 0.50 1 d PD . . F7 F 0.5326(3) -0.2661(3) -0.05755(11) 0.0636(6) Uani 1 1 d . . . F8 F 0.3500(3) -0.4216(2) -0.02598(11) 0.0556(5) Uani 1 1 d . . . F9 F 0.3030(3) -0.1871(2) -0.03312(12) 0.0656(6) Uani 1 1 d . . . F10 F 0.2606(3) -0.63211(19) 0.24952(11) 0.0553(5) Uani 1 1 d . . . F11 F 0.1207(2) -0.4700(2) 0.32020(14) 0.0655(6) Uani 1 1 d . . . F12 F 0.3410(3) -0.5250(2) 0.34296(11) 0.0540(5) Uani 1 1 d . . . F13 F -0.2092(2) 0.1618(3) 0.42863(15) 0.0702(7) Uani 1 1 d . . . F14 F -0.2204(2) 0.2356(3) 0.54670(13) 0.0681(6) Uani 1 1 d . . . F15 F -0.1577(2) 0.3877(3) 0.4427(2) 0.1090(13) Uani 1 1 d . . . F16 F 0.2475(3) 0.3207(4) 0.64439(17) 0.1124(13) Uani 1 1 d . . . F17 F 0.4449(4) 0.3545(4) 0.55610(18) 0.1017(10) Uani 1 1 d . . . F18 F 0.4030(4) 0.1425(3) 0.61090(18) 0.1029(11) Uani 1 1 d . . . B1 B 0.4756(3) 0.0609(3) 0.27417(16) 0.0255(5) Uani 1 1 d . . . O1 O 0.5602(2) 0.17702(19) 0.28890(11) 0.0300(4) Uani 1 1 d . . . O2 O 0.53134(19) -0.02434(18) 0.20937(10) 0.0274(4) Uani 1 1 d . . . O3 O 0.3343(2) 0.03124(18) 0.32300(10) 0.0279(4) Uani 1 1 d . . . C1 C 0.6995(3) 0.2204(3) 0.23875(15) 0.0273(5) Uani 1 1 d . . . C2 C 0.7189(3) 0.3704(3) 0.21674(15) 0.0283(5) Uani 1 1 d . . . H2 H 0.6410 0.4379 0.2356 0.034 Uiso 1 1 calc R . . C3 C 0.8561(3) 0.4190(3) 0.16612(16) 0.0297(5) Uani 1 1 d . . . C4 C 0.8789(3) 0.5815(3) 0.14161(18) 0.0388(6) Uani 1 1 d D . . C5 C 0.9734(3) 0.3196(3) 0.13827(18) 0.0348(6) Uani 1 1 d . . . H5 H 1.0647 0.3526 0.1036 0.042 Uiso 1 1 calc R . . C6 C 0.9524(3) 0.1707(3) 0.16297(19) 0.0370(6) Uani 1 1 d . . . C7 C 1.0780(4) 0.0611(4) 0.1348(3) 0.0590(10) Uani 1 1 d D . . C8 C 0.8160(3) 0.1194(3) 0.21352(17) 0.0330(6) Uani 1 1 d . . . H8 H 0.8033 0.0189 0.2301 0.040 Uiso 1 1 calc R . . C9 C 0.4599(3) -0.1466(2) 0.18863(14) 0.0234(5) Uani 1 1 d . . . C10 C 0.4619(3) -0.1572(3) 0.10594(15) 0.0255(5) Uani 1 1 d . . . H10 H 0.5056 -0.0822 0.0673 0.031 Uiso 1 1 calc R . . C11 C 0.3979(3) -0.2812(3) 0.08114(14) 0.0261(5) Uani 1 1 d . . . C12 C 0.3953(3) -0.2894(3) -0.00847(16) 0.0356(6) Uani 1 1 d . . . C13 C 0.3339(3) -0.3943(3) 0.13787(15) 0.0266(5) Uani 1 1 d . . . H13 H 0.2913 -0.4773 0.1210 0.032 Uiso 1 1 calc R . . C14 C 0.3347(3) -0.3810(3) 0.22035(15) 0.0254(5) Uani 1 1 d . . . C15 C 0.2640(3) -0.5018(3) 0.28315(16) 0.0344(6) Uani 1 1 d . . . C16 C 0.3970(3) -0.2581(3) 0.24693(14) 0.0248(5) Uani 1 1 d . . . H16 H 0.3967 -0.2505 0.3026 0.030 Uiso 1 1 calc R . . C17 C 0.2615(3) 0.1084(2) 0.38962(14) 0.0258(5) Uani 1 1 d . . . C18 C 0.1071(3) 0.1395(3) 0.39567(15) 0.0274(5) Uani 1 1 d . . . H18 H 0.0580 0.1123 0.3549 0.033 Uiso 1 1 calc R . . C19 C 0.0267(3) 0.2118(3) 0.46331(16) 0.0294(5) Uani 1 1 d . . . C20 C -0.1391(3) 0.2519(3) 0.46908(19) 0.0396(6) Uani 1 1 d . . . C21 C 0.0982(3) 0.2517(3) 0.52480(16) 0.0313(5) Uani 1 1 d . . . H21 H 0.0437 0.3000 0.5701 0.038 Uiso 1 1 calc R . . C22 C 0.2523(3) 0.2184(3) 0.51754(16) 0.0310(5) Uani 1 1 d . . . C23 C 0.3328(4) 0.2569(4) 0.58365(18) 0.0435(7) Uani 1 1 d . . . C24 C 0.3359(3) 0.1464(3) 0.45017(15) 0.0279(5) Uani 1 1 d . . . H24 H 0.4394 0.1244 0.4460 0.034 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 0.034(4) 0.038(4) 0.135(6) 0.028(4) 0.016(4) 0.009(3) F1A 0.263(13) 0.056(4) 0.029(2) -0.011(2) -0.006(4) -0.064(6) F2 0.055(3) 0.033(3) 0.179(10) -0.002(4) -0.071(4) -0.011(2) F2A 0.272(16) 0.044(4) 0.024(3) 0.000(2) 0.020(5) -0.022(7) F3 0.061(3) 0.053(4) 0.097(8) 0.029(4) 0.038(3) 0.010(2) F3A 0.064(6) 0.036(4) 0.34(2) 0.050(8) -0.097(9) -0.015(3) F4 0.055(3) 0.053(3) 0.119(5) -0.010(3) -0.033(3) 0.028(2) F4A 0.058(4) 0.030(3) 0.286(17) -0.041(5) 0.060(7) -0.012(3) F5 0.017(2) 0.040(3) 0.353(19) -0.013(6) 0.015(6) -0.005(2) F5A 0.054(3) 0.070(3) 0.095(4) -0.008(3) 0.032(3) 0.022(3) F6 0.127(8) 0.116(8) 0.075(4) -0.062(4) -0.041(5) 0.082(6) F6A 0.150(11) 0.280(17) 0.146(9) -0.134(10) -0.116(8) 0.174(11) F7 0.0659(13) 0.0937(16) 0.0257(9) -0.0130(9) 0.0063(8) -0.0218(11) F8 0.0931(15) 0.0469(10) 0.0324(9) -0.0059(7) -0.0235(10) -0.0187(10) F9 0.1025(17) 0.0663(13) 0.0366(10) -0.0070(9) -0.0350(11) 0.0299(12) F10 0.0927(15) 0.0309(8) 0.0392(10) 0.0026(7) -0.0073(10) -0.0208(9) F11 0.0470(11) 0.0632(12) 0.0675(14) 0.0194(10) 0.0221(10) -0.0011(9) F12 0.0836(14) 0.0435(10) 0.0378(10) 0.0163(8) -0.0239(9) -0.0136(9) F13 0.0366(10) 0.1005(17) 0.0797(15) -0.0322(13) -0.0195(10) 0.0055(10) F14 0.0361(10) 0.1056(18) 0.0547(12) -0.0098(12) 0.0085(9) 0.0033(11) F15 0.0353(11) 0.0584(14) 0.216(4) 0.0630(18) -0.0114(16) 0.0079(10) F16 0.0843(18) 0.201(3) 0.0714(17) -0.088(2) -0.0413(15) 0.060(2) F17 0.112(2) 0.126(2) 0.0829(19) -0.0029(17) -0.0529(17) -0.0519(19) F18 0.172(3) 0.0715(16) 0.103(2) -0.0242(14) -0.111(2) 0.0459(17) B1 0.0280(13) 0.0258(12) 0.0224(13) 0.0009(10) -0.0059(10) 0.0004(10) O1 0.0301(9) 0.0300(9) 0.0281(9) -0.0060(7) -0.0006(7) -0.0046(7) O2 0.0285(9) 0.0286(8) 0.0240(8) -0.0048(6) -0.0021(7) -0.0052(7) O3 0.0297(9) 0.0269(8) 0.0255(9) -0.0047(6) -0.0013(7) -0.0012(7) C1 0.0261(12) 0.0322(12) 0.0252(12) -0.0056(9) -0.0076(9) -0.0033(9) C2 0.0266(12) 0.0293(12) 0.0296(12) -0.0070(9) -0.0059(10) 0.0006(9) C3 0.0257(12) 0.0319(12) 0.0328(13) -0.0053(10) -0.0080(10) -0.0028(9) C4 0.0322(14) 0.0346(13) 0.0463(16) -0.0037(12) -0.0009(12) -0.0040(11) C5 0.0212(12) 0.0399(14) 0.0429(15) -0.0095(11) -0.0040(11) -0.0043(10) C6 0.0261(13) 0.0354(13) 0.0522(17) -0.0130(12) -0.0113(12) 0.0019(10) C7 0.0333(16) 0.0487(19) 0.093(3) -0.0201(19) -0.0048(17) 0.0076(14) C8 0.0309(13) 0.0285(12) 0.0424(15) -0.0052(10) -0.0135(11) 0.0002(10) C9 0.0214(11) 0.0244(10) 0.0243(11) -0.0043(8) -0.0040(9) 0.0027(8) C10 0.0267(12) 0.0252(11) 0.0228(11) 0.0010(9) -0.0024(9) 0.0010(9) C11 0.0284(12) 0.0283(11) 0.0218(11) -0.0030(9) -0.0057(9) 0.0028(9) C12 0.0476(16) 0.0338(13) 0.0249(13) -0.0022(10) -0.0070(11) -0.0038(11) C13 0.0271(12) 0.0259(11) 0.0265(12) -0.0036(9) -0.0045(9) -0.0012(9) C14 0.0239(11) 0.0254(11) 0.0248(12) 0.0006(9) -0.0016(9) 0.0019(9) C15 0.0419(15) 0.0293(12) 0.0290(13) 0.0019(10) -0.0021(11) -0.0036(11) C16 0.0264(11) 0.0278(11) 0.0194(11) -0.0007(8) -0.0037(9) 0.0028(9) C17 0.0315(12) 0.0208(10) 0.0221(11) 0.0006(8) 0.0003(9) -0.0004(9) C18 0.0287(12) 0.0259(11) 0.0270(12) 0.0020(9) -0.0054(10) -0.0039(9) C19 0.0291(12) 0.0263(11) 0.0300(13) 0.0027(9) -0.0017(10) 0.0013(9) C20 0.0302(14) 0.0409(15) 0.0446(16) -0.0005(12) -0.0020(12) 0.0002(11) C21 0.0359(14) 0.0294(12) 0.0259(12) -0.0019(9) -0.0016(10) 0.0060(10) C22 0.0367(14) 0.0299(12) 0.0260(12) -0.0006(9) -0.0070(10) 0.0055(10) C23 0.0465(17) 0.0542(17) 0.0332(15) -0.0120(13) -0.0145(13) 0.0140(14) C24 0.0298(12) 0.0279(11) 0.0251(12) 0.0002(9) -0.0051(10) 0.0050(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 F1 F3A 0.68(2) . ? F1 C4 1.296(7) . ? F1 F1A 1.727(14) . ? F1A C4 1.290(6) . ? F2 C4 1.318(6) . ? F2A C4 1.281(7) . ? F2A F3A 1.747(15) . ? F3 C4 1.299(6) . ? F3A C4 1.294(8) . ? F4 F6A 1.290(18) . ? F4 C7 1.424(6) . ? F4 F4A 1.583(13) . ? F4A F6 0.548(16) . ? F4A C7 1.256(7) . ? F5 F6A 0.902(16) . ? F5 C7 1.250(6) . ? F5 F5A 1.309(14) . ? F5A C7 1.416(6) . ? F5A F6 1.634(11) . ? F6 C7 1.260(7) . ? F6A C7 1.245(7) . ? F7 C12 1.327(3) . ? F8 C12 1.333(3) . ? F9 C12 1.329(3) . ? F10 C15 1.333(3) . ? F11 C15 1.327(3) . ? F12 C15 1.330(3) . ? F13 C20 1.330(4) . ? F14 C20 1.334(4) . ? F15 C20 1.293(4) . ? F16 C23 1.284(4) . ? F17 C23 1.328(4) . ? F18 C23 1.304(4) . ? B1 O2 1.360(3) . ? B1 O3 1.363(3) . ? B1 O1 1.364(3) . ? O1 C1 1.384(3) . ? O2 C9 1.380(3) . ? O3 C17 1.376(3) . ? C1 C2 1.380(3) . ? C1 C8 1.381(4) . ? C2 C3 1.386(3) . ? C3 C5 1.384(4) . ? C3 C4 1.499(4) . ? C5 C6 1.381(4) . ? C6 C8 1.387(4) . ? C6 C7 1.495(4) . ? C9 C10 1.379(3) . ? C9 C16 1.385(3) . ? C10 C11 1.388(3) . ? C11 C13 1.383(3) . ? C11 C12 1.500(3) . ? C13 C14 1.384(3) . ? C14 C16 1.385(3) . ? C14 C15 1.504(3) . ? C17 C24 1.383(3) . ? C17 C18 1.384(4) . ? C18 C19 1.387(4) . ? C19 C21 1.385(4) . ? C19 C20 1.501(4) . ? C21 C22 1.383(4) . ? C22 C24 1.392(3) . ? C22 C23 1.498(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 F3A F1 C4 74.6(11) . . ? F3A F1 F1A 118.1(13) . . ? C4 F1 F1A 48.0(4) . . ? C4 F1A F1 48.3(5) . . ? C4 F2A F3A 47.6(5) . . ? F1 F3A C4 75.1(12) . . ? F1 F3A F2A 114.1(15) . . ? C4 F3A F2A 47.0(5) . . ? F6A F4 C7 54.3(4) . . ? F6A F4 F4A 95.8(6) . . ? C7 F4 F4A 49.0(3) . . ? F6 F4A C7 77.9(11) . . ? F6 F4A F4 135.4(14) . . ? C7 F4A F4 58.9(5) . . ? F6A F5 C7 68.5(7) . . ? F6A F5 F5A 132.5(11) . . ? C7 F5 F5A 67.2(6) . . ? F5 F5A C7 54.4(3) . . ? F5 F5A F6 95.8(5) . . ? C7 F5A F6 48.2(3) . . ? F4A F6 C7 77.0(12) . . ? F4A F6 F5A 125.8(16) . . ? C7 F6 F5A 56.8(5) . . ? F5 F6A C7 69.1(6) . . ? F5 F6A F4 133.0(12) . . ? C7 F6A F4 68.3(7) . . ? O2 B1 O3 119.6(2) . . ? O2 B1 O1 119.8(2) . . ? O3 B1 O1 120.5(2) . . ? B1 O1 C1 123.8(2) . . ? B1 O2 C9 125.87(19) . . ? B1 O3 C17 126.50(19) . . ? C2 C1 C8 121.1(2) . . ? C2 C1 O1 117.0(2) . . ? C8 C1 O1 121.8(2) . . ? C1 C2 C3 119.1(2) . . ? C5 C3 C2 121.0(2) . . ? C5 C3 C4 119.3(2) . . ? C2 C3 C4 119.7(2) . . ? F2A C4 F1A 118.4(7) . . ? F2A C4 F3A 85.5(9) . . ? F1A C4 F3A 111.1(8) . . ? F2A C4 F1 110.3(8) . . ? F1A C4 F1 83.8(7) . . ? F3A C4 F1 30.3(9) . . ? F2A C4 F3 21.5(10) . . ? F1A C4 F3 101.4(7) . . ? F3A C4 F3 104.4(8) . . ? F1 C4 F3 124.3(6) . . ? F2A C4 F2 106.5(8) . . ? F1A C4 F2 17.5(7) . . ? F3A C4 F2 125.2(7) . . ? F1 C4 F2 100.1(6) . . ? F3 C4 F2 87.1(7) . . ? F2A C4 C3 113.2(5) . . ? F1A C4 C3 113.2(4) . . ? F3A C4 C3 112.5(6) . . ? F1 C4 C3 114.8(5) . . ? F3 C4 C3 113.5(5) . . ? F2 C4 C3 110.9(4) . . ? C6 C5 C3 118.7(2) . . ? C5 C6 C8 121.3(2) . . ? C5 C6 C7 119.9(3) . . ? C8 C6 C7 118.8(3) . . ? F6A C7 F5 42.4(8) . . ? F6A C7 F4A 117.8(9) . . ? F5 C7 F4A 128.7(6) . . ? F6A C7 F6 132.8(7) . . ? F5 C7 F6 121.9(8) . . ? F4A C7 F6 25.2(8) . . ? F6A C7 F5A 99.3(8) . . ? F5 C7 F5A 58.4(7) . . ? F4A C7 F5A 97.1(6) . . ? F6 C7 F5A 75.0(6) . . ? F6A C7 F4 57.3(8) . . ? F5 C7 F4 97.6(7) . . ? F4A C7 F4 72.1(7) . . ? F6 C7 F4 96.9(5) . . ? F5A C7 F4 139.8(4) . . ? F6A C7 C6 113.3(5) . . ? F5 C7 C6 114.6(4) . . ? F4A C7 C6 116.3(5) . . ? F6 C7 C6 112.6(5) . . ? F5A C7 C6 110.0(3) . . ? F4 C7 C6 109.5(3) . . ? C1 C8 C6 118.7(2) . . ? C10 C9 O2 116.7(2) . . ? C10 C9 C16 121.3(2) . . ? O2 C9 C16 122.0(2) . . ? C9 C10 C11 119.1(2) . . ? C13 C11 C10 121.0(2) . . ? C13 C11 C12 120.1(2) . . ? C10 C11 C12 118.8(2) . . ? F7 C12 F9 105.8(2) . . ? F7 C12 F8 105.9(2) . . ? F9 C12 F8 107.4(2) . . ? F7 C12 C11 112.4(2) . . ? F9 C12 C11 112.0(2) . . ? F8 C12 C11 112.8(2) . . ? C11 C13 C14 118.5(2) . . ? C13 C14 C16 121.7(2) . . ? C13 C14 C15 119.3(2) . . ? C16 C14 C15 118.9(2) . . ? F11 C15 F12 106.3(2) . . ? F11 C15 F10 107.0(2) . . ? F12 C15 F10 106.5(2) . . ? F11 C15 C14 112.3(2) . . ? F12 C15 C14 112.2(2) . . ? F10 C15 C14 112.2(2) . . ? C9 C16 C14 118.4(2) . . ? O3 C17 C24 122.0(2) . . ? O3 C17 C18 116.7(2) . . ? C24 C17 C18 121.2(2) . . ? C17 C18 C19 119.1(2) . . ? C21 C19 C18 121.0(2) . . ? C21 C19 C20 119.2(2) . . ? C18 C19 C20 119.8(2) . . ? F15 C20 F13 108.6(3) . . ? F15 C20 F14 107.3(3) . . ? F13 C20 F14 103.4(2) . . ? F15 C20 C19 112.6(2) . . ? F13 C20 C19 112.7(2) . . ? F14 C20 C19 111.7(2) . . ? C22 C21 C19 118.7(2) . . ? C21 C22 C24 121.5(2) . . ? C21 C22 C23 120.3(2) . . ? C24 C22 C23 118.2(2) . . ? F16 C23 F18 110.2(3) . . ? F16 C23 F17 103.1(3) . . ? F18 C23 F17 103.5(3) . . ? F16 C23 C22 114.5(3) . . ? F18 C23 C22 112.3(3) . . ? F17 C23 C22 112.4(3) . . ? C17 C24 C22 118.5(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.874 _refine_diff_density_min -0.599 _refine_diff_density_rms 0.066 _vrf_PLAT601_B(OC6H3(CF3)2)3 ; PROBLEM:Check Low Ueq as Compared to Neighbors for C4 RESPONSE: This atoms is part of a disordered CF3 group. ; #===end data_B(OC6H4CF3)3 _database_code_depnum_ccdc_archive 'CCDC 762377' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C21 H12 B F9 O3' _chemical_formula_weight 494.12 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' B B 0.0013 0.0007 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.8692(7) _cell_length_b 13.4263(6) _cell_length_c 22.0941(11) _cell_angle_alpha 90.00 _cell_angle_beta 94.773(3) _cell_angle_gamma 90.00 _cell_volume 4099.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.601 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 0.159 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6939 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_process_details ? _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 28124 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.42 _reflns_number_total 3789 _reflns_number_gt 2551 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+4.6631P] 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 fixed _refine_ls_extinction_method none _refine_ls_number_reflns 3789 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1065 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.1488(2) 0.10711(13) 0.12511(9) 0.1111(9) Uani 1 1 d . . . F2 F 0.17138(15) 0.08038(12) 0.21934(9) 0.0810(6) Uani 1 1 d . . . F3 F 0.02955(15) 0.09577(13) 0.17935(13) 0.1103(8) Uani 1 1 d . . . F4 F 0.1810(4) 0.8402(5) 0.49760(17) 0.1197(14) Uani 0.70 1 d P . . F5 F 0.1026(4) 0.9622(3) 0.4648(2) 0.0880(18) Uani 0.70 1 d P . . F6 F 0.0297(5) 0.8305(6) 0.4877(3) 0.137(4) Uani 0.70 1 d P . . F4A F 0.0808(10) 0.8074(7) 0.4966(5) 0.076(4) Uani 0.30 1 d P . . F5A F 0.1562(8) 0.9264(9) 0.4716(4) 0.080(3) Uani 0.30 1 d P . . F6A F 0.0073(7) 0.9271(9) 0.4526(4) 0.099(3) Uani 0.30 1 d P . . F7 F 0.41257(13) 0.98878(11) 0.07620(7) 0.0638(5) Uani 1 1 d . . . F8 F 0.32485(13) 0.98015(13) -0.00737(8) 0.0729(5) Uani 1 1 d . . . F9 F 0.45271(13) 0.89379(11) 0.00590(9) 0.0743(6) Uani 1 1 d . . . O1 O 0.11137(12) 0.54318(11) 0.22757(7) 0.0392(4) Uani 1 1 d . . . O2 O 0.13802(12) 0.71680(11) 0.22444(7) 0.0423(4) Uani 1 1 d . . . O3 O 0.17728(12) 0.61786(11) 0.14305(7) 0.0432(4) Uani 1 1 d . . . C1 C 0.11765(16) 0.44359(16) 0.21204(10) 0.0350(5) Uani 1 1 d . . . C2 C 0.11455(18) 0.41010(18) 0.15277(11) 0.0414(6) Uani 1 1 d . . . H2 H 0.1108 0.4551 0.1207 0.050 Uiso 1 1 calc R . . C3 C 0.11715(18) 0.30880(18) 0.14186(11) 0.0447(6) Uani 1 1 d . . . H3 H 0.1163 0.2854 0.1022 0.054 Uiso 1 1 calc R . . C4 C 0.12096(18) 0.24197(18) 0.18975(11) 0.0425(6) Uani 1 1 d . . . C5 C 0.1180(2) 0.1326(2) 0.17814(14) 0.0567(7) Uani 1 1 d . . . C6 C 0.12475(18) 0.27657(18) 0.24868(11) 0.0446(6) Uani 1 1 d . . . H6 H 0.1281 0.2318 0.2809 0.053 Uiso 1 1 calc R . . C7 C 0.12353(17) 0.37760(17) 0.25979(11) 0.0393(6) Uani 1 1 d . . . H7 H 0.1267 0.4011 0.2995 0.047 Uiso 1 1 calc R . . C8 C 0.12292(16) 0.74700(16) 0.28243(10) 0.0359(5) Uani 1 1 d . . . C9 C 0.1161(2) 0.68405(18) 0.33115(11) 0.0535(7) Uani 1 1 d . . . H9 H 0.1178 0.6154 0.3257 0.064 Uiso 1 1 calc R . . C10 C 0.1068(2) 0.72357(18) 0.38796(12) 0.0541(7) Uani 1 1 d . . . H10 H 0.1022 0.6811 0.4209 0.065 Uiso 1 1 calc R . . C11 C 0.10411(17) 0.82490(17) 0.39665(11) 0.0395(6) Uani 1 1 d . . . C12 C 0.0972(2) 0.8662(2) 0.45866(13) 0.0573(8) Uani 1 1 d . . . C13 C 0.1091(2) 0.88701(17) 0.34727(12) 0.0484(7) Uani 1 1 d . . . H13 H 0.1059 0.9556 0.3524 0.058 Uiso 1 1 calc R . . C14 C 0.11876(19) 0.84826(17) 0.29035(11) 0.0442(6) Uani 1 1 d . . . H14 H 0.1225 0.8907 0.2573 0.053 Uiso 1 1 calc R . . C15 C 0.22242(17) 0.69548(16) 0.11494(9) 0.0355(5) Uani 1 1 d . . . C16 C 0.17886(18) 0.78683(18) 0.10428(11) 0.0421(6) Uani 1 1 d . . . H16 H 0.1168 0.7984 0.1157 0.050 Uiso 1 1 calc R . . C17 C 0.22839(18) 0.86101(18) 0.07645(10) 0.0409(6) Uani 1 1 d . . . H17 H 0.1996 0.9229 0.0693 0.049 Uiso 1 1 calc R . . C18 C 0.32076(17) 0.84345(16) 0.05919(9) 0.0343(5) Uani 1 1 d . . . C19 C 0.37661(18) 0.92558(18) 0.03332(11) 0.0418(6) Uani 1 1 d . . . C20 C 0.36236(18) 0.75078(17) 0.06883(11) 0.0405(6) Uani 1 1 d . . . H20 H 0.4238 0.7382 0.0567 0.049 Uiso 1 1 calc R . . C21 C 0.31278(19) 0.67678(17) 0.09650(10) 0.0417(6) Uani 1 1 d . . . H21 H 0.3406 0.6142 0.1027 0.050 Uiso 1 1 calc R . . B1 B 0.1418(2) 0.6251(2) 0.19875(12) 0.0366(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.218(3) 0.0438(10) 0.0751(14) -0.0101(9) 0.0308(15) 0.0086(13) F2 0.1038(15) 0.0380(9) 0.0971(14) 0.0138(9) -0.0159(11) 0.0044(9) F3 0.0790(14) 0.0462(10) 0.202(3) -0.0205(13) -0.0128(15) -0.0210(10) F4 0.146(4) 0.137(4) 0.070(2) -0.037(2) -0.022(2) 0.038(3) F5 0.164(6) 0.0415(17) 0.064(2) -0.0166(14) 0.044(3) -0.006(2) F6 0.150(6) 0.187(8) 0.088(4) -0.079(4) 0.087(4) -0.127(5) F4A 0.160(13) 0.041(3) 0.035(4) 0.002(3) 0.051(7) -0.034(6) F5A 0.087(7) 0.089(8) 0.066(5) -0.047(6) 0.026(5) -0.065(6) F6A 0.088(6) 0.121(7) 0.087(5) -0.065(5) 0.009(4) 0.041(5) F7 0.0945(13) 0.0412(8) 0.0564(10) -0.0070(7) 0.0098(9) -0.0266(8) F8 0.0768(12) 0.0677(11) 0.0727(11) 0.0399(9) -0.0028(9) -0.0166(9) F9 0.0862(13) 0.0444(9) 0.1010(14) -0.0009(9) 0.0595(11) -0.0126(8) O1 0.0498(10) 0.0332(9) 0.0361(9) 0.0022(7) 0.0127(7) -0.0061(7) O2 0.0598(11) 0.0340(9) 0.0348(9) 0.0034(7) 0.0147(8) -0.0014(8) O3 0.0615(11) 0.0351(9) 0.0347(9) 0.0013(7) 0.0151(8) -0.0111(8) C1 0.0358(13) 0.0333(12) 0.0362(13) 0.0018(10) 0.0046(10) -0.0058(10) C2 0.0519(15) 0.0375(13) 0.0346(13) 0.0071(10) 0.0021(11) -0.0095(11) C3 0.0562(16) 0.0419(14) 0.0356(13) -0.0022(11) 0.0015(11) -0.0090(12) C4 0.0436(14) 0.0356(13) 0.0475(15) 0.0046(11) -0.0021(11) -0.0048(11) C5 0.069(2) 0.0385(15) 0.0609(19) 0.0022(13) -0.0031(15) -0.0077(14) C6 0.0513(16) 0.0398(14) 0.0419(14) 0.0117(11) -0.0003(12) -0.0051(12) C7 0.0428(14) 0.0430(14) 0.0321(12) 0.0023(10) 0.0030(10) -0.0071(11) C8 0.0414(14) 0.0315(11) 0.0363(12) 0.0019(10) 0.0120(10) 0.0004(10) C9 0.094(2) 0.0249(12) 0.0450(15) 0.0027(11) 0.0265(14) 0.0031(13) C10 0.091(2) 0.0317(13) 0.0435(15) 0.0039(11) 0.0280(14) -0.0015(13) C11 0.0438(14) 0.0318(12) 0.0453(14) -0.0037(10) 0.0177(11) -0.0051(10) C12 0.079(2) 0.0427(16) 0.0540(18) -0.0107(14) 0.0260(17) -0.0157(16) C13 0.0661(18) 0.0261(12) 0.0541(16) -0.0015(11) 0.0115(13) -0.0025(12) C14 0.0594(17) 0.0293(12) 0.0443(14) 0.0064(11) 0.0062(12) -0.0027(11) C15 0.0500(15) 0.0316(12) 0.0259(11) 0.0008(9) 0.0090(10) -0.0092(11) C16 0.0408(14) 0.0468(14) 0.0397(13) 0.0092(11) 0.0100(11) 0.0006(11) C17 0.0488(15) 0.0353(12) 0.0391(13) 0.0075(10) 0.0066(11) 0.0031(11) C18 0.0456(14) 0.0313(12) 0.0268(11) -0.0013(9) 0.0071(10) -0.0051(10) C19 0.0537(16) 0.0336(13) 0.0393(13) 0.0002(11) 0.0110(12) -0.0040(11) C20 0.0468(15) 0.0336(12) 0.0433(14) -0.0012(10) 0.0167(11) 0.0009(11) C21 0.0617(17) 0.0264(11) 0.0392(13) 0.0001(10) 0.0161(12) 0.0018(11) B1 0.0405(16) 0.0350(14) 0.0349(14) 0.0024(11) 0.0059(12) -0.0028(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 F1 C5 1.325(3) . ? F2 C5 1.325(3) . ? F3 C5 1.325(3) . ? F4 F5A 1.324(12) . ? F4 C12 1.431(5) . ? F4 F4A 1.456(13) . ? F5 F5A 0.888(11) . ? F5 C12 1.298(4) . ? F5 F6A 1.408(10) . ? F6 F4A 0.784(14) . ? F6 C12 1.272(6) . ? F6 F6A 1.530(11) . ? F4A C12 1.188(8) . ? F5A C12 1.169(7) . ? F6A C12 1.487(7) . ? F7 C19 1.337(3) . ? F8 C19 1.324(3) . ? F9 C19 1.330(3) . ? O1 B1 1.356(3) . ? O1 C1 1.385(3) . ? O2 B1 1.358(3) . ? O2 C8 1.376(3) . ? O3 B1 1.367(3) . ? O3 C15 1.389(3) . ? C1 C7 1.375(3) . ? C1 C2 1.382(3) . ? C2 C3 1.382(3) . ? C2 H2 0.9300 . ? C3 C4 1.385(3) . ? C3 H3 0.9300 . ? C4 C6 1.379(3) . ? C4 C5 1.490(4) . ? C6 C7 1.379(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C14 1.373(3) . ? C8 C9 1.378(3) . ? C9 C10 1.379(3) . ? C9 H9 0.9300 . ? C10 C11 1.375(3) . ? C10 H10 0.9300 . ? C11 C13 1.380(3) . ? C11 C12 1.489(4) . ? C13 C14 1.378(3) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C21 1.373(3) . ? C15 C16 1.379(3) . ? C16 C17 1.383(3) . ? C16 H16 0.9300 . ? C17 C18 1.387(3) . ? C17 H17 0.9300 . ? C18 C20 1.381(3) . ? C18 C19 1.489(3) . ? C20 C21 1.380(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? 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 F5A F4 C12 50.0(4) . . ? F5A F4 F4A 92.6(5) . . ? C12 F4 F4A 48.6(4) . . ? F5A F5 C12 61.3(6) . . ? F5A F5 F6A 127.6(8) . . ? C12 F5 F6A 66.5(4) . . ? F4A F6 C12 65.7(8) . . ? F4A F6 F6A 127.2(11) . . ? C12 F6 F6A 63.3(5) . . ? F6 F4A C12 77.3(10) . . ? F6 F4A F4 136.5(12) . . ? C12 F4A F4 64.6(5) . . ? F5 F5A C12 76.9(8) . . ? F5 F5A F4 136.9(10) . . ? C12 F5A F4 69.7(6) . . ? F5 F6A C12 53.2(3) . . ? F5 F6A F6 92.3(5) . . ? C12 F6A F6 49.8(3) . . ? B1 O1 C1 129.69(18) . . ? B1 O2 C8 132.06(18) . . ? B1 O3 C15 123.99(18) . . ? C7 C1 C2 120.8(2) . . ? C7 C1 O1 115.67(19) . . ? C2 C1 O1 123.4(2) . . ? C1 C2 C3 119.1(2) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 120.3(2) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C6 C4 C3 119.9(2) . . ? C6 C4 C5 119.5(2) . . ? C3 C4 C5 120.5(2) . . ? F3 C5 F1 106.8(3) . . ? F3 C5 F2 104.7(2) . . ? F1 C5 F2 105.5(3) . . ? F3 C5 C4 112.1(3) . . ? F1 C5 C4 113.6(2) . . ? F2 C5 C4 113.4(2) . . ? C7 C6 C4 120.0(2) . . ? C7 C6 H6 120.0 . . ? C4 C6 H6 120.0 . . ? C1 C7 C6 119.9(2) . . ? C1 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C14 C8 O2 114.9(2) . . ? C14 C8 C9 120.1(2) . . ? O2 C8 C9 124.9(2) . . ? C8 C9 C10 119.5(2) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 120.9(2) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C13 118.9(2) . . ? C10 C11 C12 120.1(2) . . ? C13 C11 C12 120.9(2) . . ? F5A C12 F4A 117.2(8) . . ? F5A C12 F6 131.8(6) . . ? F4A C12 F6 37.0(6) . . ? F5A C12 F5 41.8(6) . . ? F4A C12 F5 126.9(6) . . ? F6 C12 F5 111.2(4) . . ? F5A C12 F4 60.2(6) . . ? F4A C12 F4 66.8(7) . . ? F6 C12 F4 101.5(5) . . ? F5 C12 F4 98.2(4) . . ? F5A C12 F6A 102.0(7) . . ? F4A C12 F6A 102.8(7) . . ? F6 C12 F6A 66.8(5) . . ? F5 C12 F6A 60.3(5) . . ? F4 C12 F6A 145.2(3) . . ? F5A C12 C11 112.7(5) . . ? F4A C12 C11 115.6(6) . . ? F6 C12 C11 115.5(4) . . ? F5 C12 C11 117.3(3) . . ? F4 C12 C11 110.5(3) . . ? F6A C12 C11 103.9(3) . . ? C14 C13 C11 120.6(2) . . ? C14 C13 H13 119.7 . . ? C11 C13 H13 119.7 . . ? C8 C14 C13 119.9(2) . . ? C8 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C21 C15 C16 120.6(2) . . ? C21 C15 O3 116.9(2) . . ? C16 C15 O3 122.4(2) . . ? C15 C16 C17 119.3(2) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C16 C17 C18 120.3(2) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C20 C18 C17 119.6(2) . . ? C20 C18 C19 120.2(2) . . ? C17 C18 C19 120.1(2) . . ? F8 C19 F9 105.9(2) . . ? F8 C19 F7 106.2(2) . . ? F9 C19 F7 105.3(2) . . ? F8 C19 C18 113.6(2) . . ? F9 C19 C18 113.3(2) . . ? F7 C19 C18 111.92(19) . . ? C21 C20 C18 120.0(2) . . ? C21 C20 H20 120.0 . . ? C18 C20 H20 120.0 . . ? C15 C21 C20 120.1(2) . . ? C15 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? O1 B1 O2 121.0(2) . . ? O1 B1 O3 121.0(2) . . ? O2 B1 O3 118.0(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.42 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.278 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.047 #===end data_C6H4O2BC6F5 _database_code_depnum_ccdc_archive 'CCDC 762378' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C12 H4 B F5 O2' _chemical_formula_weight 285.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _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 7.4706(8) _cell_length_b 6.0946(6) _cell_length_c 23.464(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.603(6) _cell_angle_gamma 90.00 _cell_volume 1067.24(19) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.780 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.176 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7010 _exptl_absorpt_correction_T_max 0.7459 _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 20781 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 33.74 _reflns_number_total 4203 _reflns_number_gt 2634 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0525P)^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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4203 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0717 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1041 _refine_ls_wR_factor_gt 0.0962 _refine_ls_goodness_of_fit_ref 0.953 _refine_ls_restrained_S_all 0.953 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.44189(10) 0.39909(10) 0.05389(3) 0.03128(18) Uani 1 1 d . . . F2 F 0.56138(9) 0.51392(10) 0.15939(3) 0.03359(18) Uani 1 1 d . . . F3 F 0.52452(10) 0.23368(11) 0.24759(3) 0.03649(19) Uani 1 1 d . . . F4 F 0.35603(10) -0.15651(12) 0.23096(3) 0.03463(18) Uani 1 1 d . . . F5 F 0.23133(9) -0.27172(10) 0.12675(3) 0.02626(16) Uani 1 1 d . . . O1 O 0.27334(10) 0.11789(12) -0.02324(3) 0.02343(18) Uani 1 1 d . . . O2 O 0.18131(11) -0.21055(12) 0.01290(3) 0.02254(18) Uani 1 1 d . . . C1 C 0.33238(14) 0.05786(16) 0.08549(5) 0.0197(2) Uani 1 1 d . . . C2 C 0.41702(15) 0.25857(16) 0.09653(5) 0.0219(2) Uani 1 1 d . . . C3 C 0.47940(15) 0.31979(16) 0.15036(5) 0.0237(2) Uani 1 1 d . . . C4 C 0.46006(16) 0.17908(18) 0.19560(5) 0.0248(2) Uani 1 1 d . . . C5 C 0.37587(15) -0.02034(17) 0.18681(5) 0.0237(2) Uani 1 1 d . . . C6 C 0.31403(14) -0.07704(16) 0.13277(5) 0.0204(2) Uani 1 1 d . . . C7 C 0.19655(15) -0.00864(16) -0.06726(5) 0.0202(2) Uani 1 1 d . . . C8 C 0.14303(14) -0.20749(16) -0.04535(4) 0.0195(2) Uani 1 1 d . . . C9 C 0.06560(16) -0.36914(17) -0.07915(5) 0.0239(2) Uani 1 1 d . . . H9 H 0.0302 -0.5028 -0.0642 0.029 Uiso 1 1 calc R . . C10 C 0.04345(15) -0.32089(18) -0.13685(5) 0.0241(2) Uani 1 1 d . . . H10 H -0.0080 -0.4255 -0.1614 0.029 Uiso 1 1 calc R . . C11 C 0.09596(15) -0.12071(17) -0.15899(5) 0.0238(2) Uani 1 1 d . . . H11 H 0.0789 -0.0948 -0.1979 0.029 Uiso 1 1 calc R . . C12 C 0.17367(15) 0.04250(18) -0.12419(5) 0.0233(2) Uani 1 1 d . . . H12 H 0.2078 0.1775 -0.1386 0.028 Uiso 1 1 calc R . . B1 B 0.26183(17) -0.01096(19) 0.02493(5) 0.0207(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0390(4) 0.0238(3) 0.0309(4) 0.0058(3) 0.0008(3) -0.0060(3) F2 0.0330(4) 0.0223(3) 0.0450(4) -0.0087(3) -0.0030(3) -0.0059(3) F3 0.0448(5) 0.0393(4) 0.0246(4) -0.0102(3) -0.0070(3) -0.0038(3) F4 0.0453(5) 0.0378(4) 0.0206(4) 0.0053(3) -0.0017(3) -0.0062(3) F5 0.0315(4) 0.0211(3) 0.0258(3) 0.0014(3) -0.0026(3) -0.0065(3) O1 0.0273(4) 0.0225(4) 0.0204(4) 0.0000(3) -0.0008(3) -0.0035(3) O2 0.0286(4) 0.0210(3) 0.0180(4) 0.0012(3) -0.0005(3) -0.0018(3) C1 0.0187(5) 0.0197(4) 0.0208(5) -0.0014(4) 0.0009(4) 0.0023(4) C2 0.0214(6) 0.0194(5) 0.0251(6) 0.0023(4) 0.0017(4) 0.0013(4) C3 0.0218(6) 0.0184(5) 0.0307(6) -0.0062(4) 0.0003(5) -0.0002(4) C4 0.0237(6) 0.0287(5) 0.0216(5) -0.0079(5) -0.0025(4) 0.0018(5) C5 0.0262(6) 0.0250(5) 0.0201(5) 0.0019(4) 0.0018(4) 0.0014(4) C6 0.0198(6) 0.0183(4) 0.0231(6) -0.0013(4) -0.0001(4) -0.0002(4) C7 0.0197(5) 0.0193(5) 0.0215(5) -0.0005(4) 0.0003(4) 0.0017(4) C8 0.0207(5) 0.0214(5) 0.0164(5) 0.0022(4) 0.0008(4) 0.0025(4) C9 0.0299(6) 0.0201(5) 0.0216(6) 0.0011(4) -0.0004(5) -0.0016(4) C10 0.0263(6) 0.0233(5) 0.0225(6) -0.0032(4) -0.0016(4) 0.0009(4) C11 0.0249(6) 0.0279(6) 0.0186(5) 0.0026(4) -0.0005(4) 0.0037(5) C12 0.0262(6) 0.0221(5) 0.0218(6) 0.0042(4) 0.0017(4) 0.0012(4) B1 0.0187(6) 0.0208(5) 0.0228(6) -0.0001(5) 0.0013(5) 0.0021(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 C2 1.3364(13) . ? F2 C3 1.3446(12) . ? F3 C4 1.3332(13) . ? F4 C5 1.3409(12) . ? F5 C6 1.3422(12) . ? O1 B1 1.3820(15) . ? O1 C7 1.3917(13) . ? O2 B1 1.3805(14) . ? O2 C8 1.3838(13) . ? C1 C6 1.3926(15) . ? C1 C2 1.3958(14) . ? C1 B1 1.5509(16) . ? C2 C3 1.3778(16) . ? C3 C4 1.3773(16) . ? C4 C5 1.3797(15) . ? C5 C6 1.3737(15) . ? C7 C12 1.3748(15) . ? C7 C8 1.3825(14) . ? C8 C9 1.3756(15) . ? C9 C10 1.3881(15) . ? C9 H9 0.9300 . ? C10 C11 1.3894(16) . ? C10 H10 0.9300 . ? C11 C12 1.3965(15) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? 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 B1 O1 C7 104.67(8) . . ? B1 O2 C8 104.99(8) . . ? C6 C1 C2 115.45(10) . . ? C6 C1 B1 121.91(9) . . ? C2 C1 B1 122.64(10) . . ? F1 C2 C3 117.40(9) . . ? F1 C2 C1 119.99(10) . . ? C3 C2 C1 122.61(10) . . ? F2 C3 C4 119.31(10) . . ? F2 C3 C2 121.02(10) . . ? C4 C3 C2 119.67(9) . . ? F3 C4 C3 120.24(10) . . ? F3 C4 C5 120.00(10) . . ? C3 C4 C5 119.75(10) . . ? F4 C5 C6 120.87(10) . . ? F4 C5 C4 119.69(10) . . ? C6 C5 C4 119.45(10) . . ? F5 C6 C5 116.96(9) . . ? F5 C6 C1 119.97(9) . . ? C5 C6 C1 123.06(10) . . ? C12 C7 C8 122.32(10) . . ? C12 C7 O1 128.64(9) . . ? C8 C7 O1 109.04(9) . . ? C9 C8 C7 122.32(10) . . ? C9 C8 O2 128.49(9) . . ? C7 C8 O2 109.19(9) . . ? C8 C9 C10 116.04(10) . . ? C8 C9 H9 122.0 . . ? C10 C9 H9 122.0 . . ? C9 C10 C11 121.83(10) . . ? C9 C10 H10 119.1 . . ? C11 C10 H10 119.1 . . ? C10 C11 C12 121.59(10) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? C7 C12 C11 115.89(10) . . ? C7 C12 H12 122.1 . . ? C11 C12 H12 122.1 . . ? O2 B1 O1 112.10(10) . . ? O2 B1 C1 123.53(10) . . ? O1 B1 C1 124.36(10) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 33.74 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.371 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.054 #===end data_(MeO)P-B(C6F5)3 _database_code_depnum_ccdc_archive 'CCDC 762379' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C21 H9 B F15 O3 P' _chemical_formula_weight 636.06 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' 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 10.1164(4) _cell_length_b 10.9283(4) _cell_length_c 10.9799(4) _cell_angle_alpha 70.753(2) _cell_angle_beta 87.539(2) _cell_angle_gamma 81.346(2) _cell_volume 1132.96(7) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9074 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 34.90 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.865 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6858 _exptl_absorpt_correction_T_max 0.7469 _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 36566 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 35.04 _reflns_number_total 9906 _reflns_number_gt 8039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0601P)^2^+0.2650P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9906 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0467 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.1120 _refine_ls_wR_factor_gt 0.1051 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.29884(2) 0.26079(2) 0.28411(2) 0.01841(6) Uani 1 1 d . . . B1 B 0.37716(10) 0.15390(10) 0.17226(10) 0.01640(16) Uani 1 1 d . . . O1 O 0.22764(8) 0.40374(7) 0.21357(8) 0.02336(14) Uani 1 1 d . . . O2 O 0.18356(8) 0.19815(8) 0.36977(8) 0.02718(16) Uani 1 1 d . . . O3 O 0.41182(8) 0.26924(8) 0.37279(7) 0.02469(14) Uani 1 1 d . . . F2 F 0.10618(6) 0.26345(7) 0.08664(7) 0.02636(13) Uani 1 1 d . . . F3 F 0.02240(7) 0.42225(8) -0.14769(8) 0.03705(17) Uani 1 1 d . . . F4 F 0.20047(9) 0.48907(7) -0.34334(7) 0.03654(17) Uani 1 1 d . . . F5 F 0.46537(8) 0.39878(7) -0.29641(6) 0.03074(15) Uani 1 1 d . . . F6 F 0.55120(6) 0.24182(7) -0.06687(6) 0.02464(12) Uani 1 1 d . . . F8 F 0.55186(6) 0.35033(6) 0.14269(7) 0.02395(12) Uani 1 1 d . . . F9 F 0.81266(7) 0.31216(7) 0.18951(8) 0.03209(15) Uani 1 1 d . . . F10 F 0.95142(7) 0.06394(8) 0.26911(9) 0.03794(18) Uani 1 1 d . . . F11 F 0.82025(7) -0.14254(7) 0.29161(8) 0.03367(16) Uani 1 1 d . . . F12 F 0.56187(7) -0.10748(6) 0.24498(7) 0.02689(13) Uani 1 1 d . . . F14 F 0.37735(7) -0.02385(7) 0.43408(6) 0.02717(13) Uani 1 1 d . . . F15 F 0.26476(9) -0.24286(7) 0.52240(7) 0.03683(17) Uani 1 1 d . . . F16 F 0.13424(9) -0.32402(7) 0.35777(9) 0.04063(19) Uani 1 1 d . . . F17 F 0.11723(9) -0.17837(8) 0.10178(8) 0.03711(17) Uani 1 1 d . . . F18 F 0.22968(8) 0.03535(7) 0.01209(6) 0.02908(14) Uani 1 1 d . . . C1 C 0.33347(9) 0.24853(9) 0.02560(9) 0.01697(15) Uani 1 1 d . . . C2 C 0.19913(9) 0.29781(9) -0.00498(9) 0.01985(16) Uani 1 1 d . . . C3 C 0.15278(10) 0.37811(10) -0.12581(10) 0.02379(18) Uani 1 1 d . . . C4 C 0.24274(11) 0.41310(10) -0.22481(10) 0.02437(19) Uani 1 1 d . . . C5 C 0.37658(11) 0.36688(10) -0.20064(9) 0.02171(17) Uani 1 1 d . . . C6 C 0.41917(9) 0.28576(9) -0.07822(9) 0.01817(15) Uani 1 1 d . . . C7 C 0.53905(9) 0.12402(9) 0.19827(9) 0.01683(15) Uani 1 1 d . . . C8 C 0.61370(9) 0.22492(9) 0.18442(9) 0.01880(15) Uani 1 1 d . . . C9 C 0.74949(10) 0.20852(10) 0.20614(10) 0.02183(17) Uani 1 1 d . . . C10 C 0.82008(10) 0.08337(11) 0.24519(11) 0.02416(18) Uani 1 1 d . . . C11 C 0.75277(10) -0.02039(10) 0.25816(10) 0.02257(17) Uani 1 1 d . . . C12 C 0.61613(10) 0.00102(9) 0.23408(9) 0.01924(16) Uani 1 1 d . . . C13 C 0.30515(9) 0.02156(9) 0.21967(9) 0.01784(15) Uani 1 1 d . . . C14 C 0.31018(10) -0.05704(9) 0.34901(9) 0.02096(17) Uani 1 1 d . . . C15 C 0.25450(11) -0.17124(10) 0.39687(10) 0.02523(19) Uani 1 1 d . . . C16 C 0.18818(11) -0.21305(10) 0.31352(12) 0.0270(2) Uani 1 1 d . . . C17 C 0.18043(11) -0.13969(10) 0.18465(11) 0.02470(19) Uani 1 1 d . . . C18 C 0.23900(10) -0.02611(9) 0.14034(9) 0.02035(16) Uani 1 1 d . . . C19 C 0.29134(11) 0.51383(10) 0.13686(12) 0.0278(2) Uani 1 1 d . . . H19A H 0.2235 0.5912 0.1043 0.042 Uiso 1 1 calc R . . H19B H 0.3373 0.4933 0.0641 0.042 Uiso 1 1 calc R . . H19C H 0.3563 0.5316 0.1903 0.042 Uiso 1 1 calc R . . C20 C 0.06227(11) 0.26704(13) 0.40395(13) 0.0322(2) Uani 1 1 d . . . H20A H 0.0075 0.2036 0.4586 0.048 Uiso 1 1 calc R . . H20B H 0.0122 0.3210 0.3254 0.048 Uiso 1 1 calc R . . H20C H 0.0848 0.3233 0.4511 0.048 Uiso 1 1 calc R . . C21 C 0.38790(14) 0.33754(13) 0.46623(11) 0.0314(2) Uani 1 1 d . . . H21A H 0.4717 0.3310 0.5111 0.047 Uiso 1 1 calc R . . H21B H 0.3218 0.2979 0.5290 0.047 Uiso 1 1 calc R . . H21C H 0.3540 0.4299 0.4219 0.047 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 0.01824(11) 0.01711(10) 0.01938(11) -0.00592(8) 0.00169(8) -0.00156(8) B1 0.0164(4) 0.0149(4) 0.0170(4) -0.0044(3) 0.0004(3) -0.0015(3) O1 0.0213(3) 0.0170(3) 0.0300(4) -0.0064(3) 0.0015(3) -0.0004(2) O2 0.0246(4) 0.0241(3) 0.0300(4) -0.0066(3) 0.0110(3) -0.0028(3) O3 0.0260(3) 0.0272(4) 0.0233(3) -0.0123(3) -0.0019(3) -0.0015(3) F2 0.0168(3) 0.0302(3) 0.0292(3) -0.0062(3) 0.0029(2) -0.0038(2) F3 0.0234(3) 0.0370(4) 0.0421(4) -0.0036(3) -0.0122(3) 0.0043(3) F4 0.0479(4) 0.0304(4) 0.0226(3) 0.0024(3) -0.0116(3) -0.0011(3) F5 0.0390(4) 0.0357(4) 0.0178(3) -0.0061(2) 0.0065(2) -0.0141(3) F6 0.0180(3) 0.0321(3) 0.0226(3) -0.0083(2) 0.0034(2) -0.0022(2) F8 0.0213(3) 0.0151(2) 0.0327(3) -0.0048(2) -0.0003(2) -0.0009(2) F9 0.0230(3) 0.0273(3) 0.0473(4) -0.0111(3) -0.0020(3) -0.0093(2) F10 0.0158(3) 0.0381(4) 0.0572(5) -0.0133(4) -0.0070(3) 0.0014(3) F11 0.0252(3) 0.0219(3) 0.0481(4) -0.0082(3) -0.0046(3) 0.0083(2) F12 0.0247(3) 0.0162(3) 0.0402(4) -0.0104(2) -0.0007(3) -0.0014(2) F14 0.0328(3) 0.0268(3) 0.0203(3) -0.0041(2) -0.0037(2) -0.0063(3) F15 0.0490(5) 0.0277(3) 0.0266(3) 0.0026(3) 0.0070(3) -0.0118(3) F16 0.0500(5) 0.0243(3) 0.0493(5) -0.0091(3) 0.0127(4) -0.0206(3) F17 0.0454(4) 0.0304(4) 0.0443(4) -0.0192(3) -0.0027(3) -0.0156(3) F18 0.0427(4) 0.0255(3) 0.0211(3) -0.0079(2) -0.0025(3) -0.0102(3) C1 0.0170(4) 0.0156(3) 0.0178(4) -0.0047(3) -0.0003(3) -0.0023(3) C2 0.0177(4) 0.0182(4) 0.0222(4) -0.0046(3) -0.0005(3) -0.0023(3) C3 0.0218(4) 0.0201(4) 0.0269(4) -0.0047(3) -0.0069(3) -0.0002(3) C4 0.0329(5) 0.0178(4) 0.0199(4) -0.0022(3) -0.0070(4) -0.0029(4) C5 0.0291(5) 0.0200(4) 0.0165(4) -0.0051(3) 0.0014(3) -0.0075(3) C6 0.0186(4) 0.0179(4) 0.0181(4) -0.0058(3) 0.0000(3) -0.0030(3) C7 0.0168(3) 0.0156(3) 0.0172(3) -0.0048(3) -0.0001(3) -0.0008(3) C8 0.0177(4) 0.0165(4) 0.0210(4) -0.0052(3) -0.0003(3) -0.0008(3) C9 0.0180(4) 0.0217(4) 0.0264(4) -0.0080(3) -0.0005(3) -0.0043(3) C10 0.0159(4) 0.0268(5) 0.0282(5) -0.0084(4) -0.0019(3) 0.0008(3) C11 0.0200(4) 0.0191(4) 0.0260(4) -0.0065(3) -0.0020(3) 0.0038(3) C12 0.0199(4) 0.0164(4) 0.0209(4) -0.0061(3) 0.0000(3) -0.0010(3) C13 0.0177(4) 0.0153(3) 0.0194(4) -0.0044(3) 0.0018(3) -0.0024(3) C14 0.0227(4) 0.0183(4) 0.0204(4) -0.0042(3) 0.0016(3) -0.0035(3) C15 0.0291(5) 0.0185(4) 0.0242(4) -0.0020(3) 0.0065(4) -0.0050(3) C16 0.0283(5) 0.0174(4) 0.0353(5) -0.0076(4) 0.0094(4) -0.0080(4) C17 0.0256(5) 0.0205(4) 0.0318(5) -0.0127(4) 0.0032(4) -0.0064(3) C18 0.0223(4) 0.0175(4) 0.0216(4) -0.0070(3) 0.0016(3) -0.0032(3) C19 0.0265(5) 0.0172(4) 0.0359(5) -0.0044(4) 0.0015(4) -0.0022(3) C20 0.0199(4) 0.0396(6) 0.0359(6) -0.0132(5) 0.0067(4) -0.0003(4) C21 0.0405(6) 0.0351(6) 0.0242(5) -0.0162(4) 0.0023(4) -0.0084(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O2 1.5604(8) . ? P1 O3 1.5650(8) . ? P1 O1 1.5719(8) . ? P1 B1 2.0209(11) . ? B1 C13 1.6376(13) . ? B1 C1 1.6382(13) . ? B1 C7 1.6395(13) . ? O1 C19 1.4460(13) . ? O2 C20 1.4429(14) . ? O3 C21 1.4483(13) . ? F2 C2 1.3466(12) . ? F3 C3 1.3377(12) . ? F4 C4 1.3396(11) . ? F5 C5 1.3438(12) . ? F6 C6 1.3462(11) . ? F8 C8 1.3536(11) . ? F9 C9 1.3401(12) . ? F10 C10 1.3371(12) . ? F11 C11 1.3442(11) . ? F12 C12 1.3484(11) . ? F14 C14 1.3482(12) . ? F15 C15 1.3415(12) . ? F16 C16 1.3388(12) . ? F17 C17 1.3418(13) . ? F18 C18 1.3460(12) . ? C1 C6 1.3900(13) . ? C1 C2 1.3962(13) . ? C2 C3 1.3828(14) . ? C3 C4 1.3790(16) . ? C4 C5 1.3767(16) . ? C5 C6 1.3883(13) . ? C7 C12 1.3899(13) . ? C7 C8 1.3927(13) . ? C8 C9 1.3791(13) . ? C9 C10 1.3821(14) . ? C10 C11 1.3738(15) . ? C11 C12 1.3888(14) . ? C13 C18 1.3899(13) . ? C13 C14 1.3950(13) . ? C14 C15 1.3802(13) . ? C15 C16 1.3846(16) . ? C16 C17 1.3762(16) . ? C17 C18 1.3882(14) . ? 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 O2 P1 O3 109.32(5) . . ? O2 P1 O1 101.50(4) . . ? O3 P1 O1 108.11(4) . . ? O2 P1 B1 111.35(4) . . ? O3 P1 B1 108.95(4) . . ? O1 P1 B1 117.24(4) . . ? C13 B1 C1 112.89(7) . . ? C13 B1 C7 113.19(7) . . ? C1 B1 C7 114.01(7) . . ? C13 B1 P1 105.23(6) . . ? C1 B1 P1 103.81(6) . . ? C7 B1 P1 106.61(6) . . ? C19 O1 P1 126.52(7) . . ? C20 O2 P1 126.63(8) . . ? C21 O3 P1 122.78(8) . . ? C6 C1 C2 113.79(8) . . ? C6 C1 B1 125.99(8) . . ? C2 C1 B1 120.21(8) . . ? F2 C2 C3 116.55(9) . . ? F2 C2 C1 119.07(8) . . ? C3 C2 C1 124.35(9) . . ? F3 C3 C4 119.76(9) . . ? F3 C3 C2 120.97(10) . . ? C4 C3 C2 119.27(9) . . ? F4 C4 C5 120.40(10) . . ? F4 C4 C3 120.57(10) . . ? C5 C4 C3 119.02(9) . . ? F5 C5 C4 119.76(9) . . ? F5 C5 C6 120.21(9) . . ? C4 C5 C6 120.02(9) . . ? F6 C6 C5 115.00(8) . . ? F6 C6 C1 121.44(8) . . ? C5 C6 C1 123.54(9) . . ? C12 C7 C8 113.07(8) . . ? C12 C7 B1 125.62(8) . . ? C8 C7 B1 121.31(8) . . ? F8 C8 C9 115.81(8) . . ? F8 C8 C7 119.02(8) . . ? C9 C8 C7 125.14(9) . . ? F9 C9 C8 120.71(9) . . ? F9 C9 C10 120.22(9) . . ? C8 C9 C10 119.07(9) . . ? F10 C10 C11 120.75(9) . . ? F10 C10 C9 120.56(10) . . ? C11 C10 C9 118.68(9) . . ? F11 C11 C10 119.70(9) . . ? F11 C11 C12 120.10(9) . . ? C10 C11 C12 120.18(9) . . ? F12 C12 C11 114.91(8) . . ? F12 C12 C7 121.27(8) . . ? C11 C12 C7 123.81(9) . . ? C18 C13 C14 113.76(8) . . ? C18 C13 B1 125.71(8) . . ? C14 C13 B1 120.51(8) . . ? F14 C14 C15 116.55(9) . . ? F14 C14 C13 119.05(8) . . ? C15 C14 C13 124.36(9) . . ? F15 C15 C14 121.08(10) . . ? F15 C15 C16 119.58(9) . . ? C14 C15 C16 119.34(9) . . ? F16 C16 C17 120.78(11) . . ? F16 C16 C15 120.31(10) . . ? C17 C16 C15 118.90(9) . . ? F17 C17 C16 120.07(9) . . ? F17 C17 C18 120.04(10) . . ? C16 C17 C18 119.89(10) . . ? F18 C18 C17 114.92(9) . . ? F18 C18 C13 121.32(8) . . ? C17 C18 C13 123.75(9) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 35.04 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.600 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.060 #===end data_(tBu)2(H)P=O-B(C6F5)3 _database_code_depnum_ccdc_archive 'CCDC 762380' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H19 B F15 O P' _chemical_formula_weight 674.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Pc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' _cell_length_a 10.6660(5) _cell_length_b 9.8862(4) _cell_length_c 16.6408(6) _cell_angle_alpha 90.00 _cell_angle_beta 129.863(2) _cell_angle_gamma 90.00 _cell_volume 1346.88(10) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9919 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 30.79 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 0.228 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6269 _exptl_absorpt_correction_T_max 0.7462 _exptl_absorpt_process_details ? _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 13084 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0774 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 31.27 _reflns_number_total 5947 _reflns_number_gt 4386 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0082P)^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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.14(6) _refine_ls_number_reflns 5947 _refine_ls_number_parameters 407 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0537 _refine_ls_wR_factor_gt 0.0519 _refine_ls_goodness_of_fit_ref 0.791 _refine_ls_restrained_S_all 0.790 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P -0.68319(6) -0.15889(5) -0.52979(4) 0.01885(10) Uani 1 1 d . . . F2 F -0.67343(14) -0.30432(11) -0.74431(10) 0.0306(3) Uani 1 1 d . . . F3 F -0.57323(15) -0.51590(14) -0.78849(10) 0.0385(3) Uani 1 1 d . . . F4 F -0.71249(15) -0.76288(12) -0.82402(10) 0.0395(3) Uani 1 1 d . . . F5 F -0.95836(16) -0.79092(11) -0.81368(11) 0.0365(3) Uani 1 1 d . . . F6 F -1.05374(14) -0.58703(10) -0.76582(10) 0.0285(3) Uani 1 1 d . . . F8 F -0.82884(13) -0.49671(12) -0.56346(9) 0.0301(3) Uani 1 1 d . . . F9 F -0.99078(15) -0.56866(12) -0.49871(10) 0.0370(3) Uani 1 1 d . . . F10 F -1.26384(16) -0.43216(13) -0.56531(11) 0.0421(4) Uani 1 1 d . . . F11 F -1.37936(15) -0.22827(13) -0.70780(11) 0.0397(3) Uani 1 1 d . . . F12 F -1.22897(13) -0.16267(11) -0.78104(9) 0.0281(3) Uani 1 1 d . . . F14 F -0.83637(13) -0.04718(11) -0.78952(9) 0.0259(3) Uani 1 1 d . . . F15 F -1.02318(16) 0.05936(12) -0.98020(10) 0.0358(3) Uani 1 1 d . . . F16 F -1.31513(18) -0.05329(12) -1.13835(10) 0.0434(4) Uani 1 1 d . . . F17 F -1.42069(15) -0.27610(13) -1.09965(10) 0.0412(3) Uani 1 1 d . . . F18 F -1.24324(13) -0.37768(11) -0.90705(9) 0.0306(3) Uani 1 1 d . . . O1 O -0.77506(15) -0.21128(13) -0.64160(10) 0.0204(3) Uani 1 1 d . . . C1 C -0.8622(2) -0.43274(18) -0.74577(15) 0.0182(4) Uani 1 1 d . . . C2 C -0.7428(2) -0.42471(19) -0.75584(16) 0.0228(4) Uani 1 1 d . . . C3 C -0.6897(2) -0.5328(2) -0.77992(17) 0.0258(5) Uani 1 1 d . . . C4 C -0.7608(3) -0.6567(2) -0.79920(17) 0.0286(5) Uani 1 1 d . . . C5 C -0.8840(2) -0.6703(2) -0.79437(16) 0.0251(5) Uani 1 1 d . . . C6 C -0.9304(2) -0.56116(19) -0.76767(16) 0.0229(4) Uani 1 1 d . . . C7 C -1.0216(2) -0.32886(18) -0.67954(15) 0.0197(4) Uani 1 1 d . . . C8 C -0.9673(2) -0.4285(2) -0.60385(15) 0.0236(4) Uani 1 1 d . . . C9 C -1.0467(3) -0.4664(2) -0.56706(16) 0.0252(4) Uani 1 1 d . . . C10 C -1.1868(3) -0.3980(2) -0.60196(17) 0.0293(5) Uani 1 1 d . . . C11 C -1.2433(3) -0.2967(2) -0.67324(18) 0.0252(5) Uani 1 1 d . . . C12 C -1.1625(2) -0.26466(19) -0.71040(16) 0.0219(4) Uani 1 1 d . . . C13 C -1.0328(2) -0.21680(19) -0.83655(15) 0.0191(4) Uani 1 1 d . . . C14 C -0.9822(2) -0.10609(19) -0.86205(15) 0.0193(4) Uani 1 1 d . . . C15 C -1.0760(3) -0.0508(2) -0.96143(17) 0.0258(5) Uani 1 1 d . . . C16 C -1.2231(3) -0.1069(2) -1.04207(16) 0.0295(5) Uani 1 1 d . . . C17 C -1.2770(2) -0.2178(2) -1.02164(16) 0.0274(5) Uani 1 1 d . . . C18 C -1.1828(2) -0.26880(19) -0.92153(17) 0.0224(4) Uani 1 1 d . . . C19 C -0.7231(2) 0.02186(19) -0.53035(16) 0.0236(4) Uani 1 1 d . . . C20 C -0.6741(3) 0.0605(2) -0.42369(19) 0.0347(5) Uani 1 1 d . . . H20A H -0.7108 0.1508 -0.4274 0.052 Uiso 1 1 calc R . . H20B H -0.5575 0.0563 -0.3705 0.052 Uiso 1 1 calc R . . H20C H -0.7236 -0.0014 -0.4069 0.052 Uiso 1 1 calc R . . C21 C -0.9078(2) 0.0404(2) -0.61661(17) 0.0287(5) Uani 1 1 d . . . H21A H -0.9363 0.1330 -0.6179 0.043 Uiso 1 1 calc R . . H21B H -0.9645 -0.0173 -0.6028 0.043 Uiso 1 1 calc R . . H21C H -0.9383 0.0172 -0.6831 0.043 Uiso 1 1 calc R . . C22 C -0.6321(3) 0.1115(2) -0.55376(19) 0.0327(5) Uani 1 1 d . . . H22A H -0.6717 0.2027 -0.5662 0.049 Uiso 1 1 calc R . . H22B H -0.6505 0.0779 -0.6147 0.049 Uiso 1 1 calc R . . H22C H -0.5172 0.1099 -0.4950 0.049 Uiso 1 1 calc R . . C23 C -0.4723(2) -0.2160(2) -0.45125(16) 0.0249(4) Uani 1 1 d . . . C24 C -0.3922(3) -0.1629(2) -0.4953(2) 0.0374(6) Uani 1 1 d . . . H24A H -0.2876 -0.2052 -0.4593 0.056 Uiso 1 1 calc R . . H24B H -0.3783 -0.0667 -0.4857 0.056 Uiso 1 1 calc R . . H24C H -0.4606 -0.1836 -0.5686 0.056 Uiso 1 1 calc R . . C25 C -0.4802(3) -0.3710(2) -0.45631(19) 0.0337(5) Uani 1 1 d . . . H25A H -0.3719 -0.4070 -0.4175 0.051 Uiso 1 1 calc R . . H25B H -0.5460 -0.3996 -0.5280 0.051 Uiso 1 1 calc R . . H25C H -0.5277 -0.4033 -0.4267 0.051 Uiso 1 1 calc R . . C26 C -0.3744(3) -0.1735(2) -0.33659(17) 0.0367(6) Uani 1 1 d . . . H26A H -0.2688 -0.2155 -0.2945 0.055 Uiso 1 1 calc R . . H26B H -0.4315 -0.2015 -0.3125 0.055 Uiso 1 1 calc R . . H26C H -0.3618 -0.0770 -0.3310 0.055 Uiso 1 1 calc R . . B1 B -0.9248(3) -0.2959(2) -0.72375(17) 0.0171(4) Uani 1 1 d . . . H1 H -0.727(3) -0.2181(18) -0.4791(17) 0.025(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 P1 0.0182(2) 0.0210(3) 0.0176(2) -0.0025(2) 0.0115(2) -0.0026(2) F2 0.0351(7) 0.0286(6) 0.0417(8) -0.0051(6) 0.0309(7) -0.0050(5) F3 0.0401(8) 0.0472(8) 0.0436(8) -0.0051(7) 0.0339(7) 0.0041(6) F4 0.0446(8) 0.0332(7) 0.0383(8) -0.0080(6) 0.0256(7) 0.0110(6) F5 0.0440(8) 0.0170(6) 0.0426(8) -0.0070(6) 0.0251(7) -0.0026(5) F6 0.0280(6) 0.0213(6) 0.0384(7) -0.0056(6) 0.0222(6) -0.0049(5) F8 0.0232(6) 0.0367(7) 0.0260(6) 0.0092(5) 0.0138(6) 0.0068(5) F9 0.0417(8) 0.0397(8) 0.0284(7) 0.0105(6) 0.0219(7) -0.0035(6) F10 0.0469(8) 0.0528(9) 0.0465(9) 0.0027(7) 0.0392(8) -0.0064(7) F11 0.0355(7) 0.0430(8) 0.0570(9) 0.0053(7) 0.0373(8) 0.0079(6) F12 0.0293(6) 0.0248(6) 0.0366(7) 0.0078(5) 0.0241(6) 0.0077(5) F14 0.0277(6) 0.0245(6) 0.0264(6) 0.0007(5) 0.0178(6) -0.0051(5) F15 0.0552(8) 0.0271(6) 0.0368(8) 0.0090(5) 0.0348(8) 0.0042(6) F16 0.0556(9) 0.0418(8) 0.0191(6) 0.0091(6) 0.0176(7) 0.0110(7) F17 0.0301(7) 0.0447(8) 0.0220(7) -0.0066(6) 0.0044(6) -0.0001(6) F18 0.0258(6) 0.0289(7) 0.0276(7) -0.0012(6) 0.0128(6) -0.0078(5) O1 0.0183(6) 0.0240(7) 0.0168(6) -0.0047(6) 0.0104(6) -0.0044(5) C1 0.0186(9) 0.0179(10) 0.0142(9) -0.0002(8) 0.0086(8) 0.0014(7) C2 0.0245(10) 0.0220(11) 0.0209(10) -0.0012(8) 0.0140(9) 0.0009(8) C3 0.0212(10) 0.0356(12) 0.0213(10) -0.0014(9) 0.0139(9) 0.0039(9) C4 0.0331(11) 0.0255(11) 0.0218(10) 0.0000(9) 0.0151(10) 0.0128(9) C5 0.0244(10) 0.0203(11) 0.0202(10) -0.0003(8) 0.0095(9) 0.0025(8) C6 0.0205(10) 0.0244(11) 0.0202(10) 0.0009(8) 0.0113(9) 0.0005(8) C7 0.0202(9) 0.0190(9) 0.0201(10) -0.0042(8) 0.0131(9) -0.0050(8) C8 0.0203(10) 0.0279(11) 0.0202(10) -0.0010(9) 0.0119(9) -0.0013(8) C9 0.0290(11) 0.0245(11) 0.0210(10) 0.0031(9) 0.0155(10) -0.0039(8) C10 0.0314(11) 0.0362(12) 0.0300(12) -0.0064(10) 0.0241(11) -0.0097(10) C11 0.0242(10) 0.0256(11) 0.0318(12) -0.0036(9) 0.0207(10) -0.0018(8) C12 0.0240(10) 0.0202(10) 0.0241(10) -0.0030(9) 0.0166(9) -0.0025(8) C13 0.0204(10) 0.0180(10) 0.0205(10) -0.0016(8) 0.0138(9) 0.0014(7) C14 0.0200(9) 0.0189(10) 0.0197(10) -0.0026(8) 0.0131(9) -0.0003(8) C15 0.0391(12) 0.0199(10) 0.0288(12) 0.0033(9) 0.0265(11) 0.0042(9) C16 0.0367(12) 0.0310(12) 0.0157(10) 0.0024(9) 0.0144(10) 0.0133(9) C17 0.0243(11) 0.0261(12) 0.0210(10) -0.0056(9) 0.0096(10) 0.0035(9) C18 0.0244(10) 0.0188(10) 0.0221(10) -0.0015(8) 0.0140(9) 0.0021(8) C19 0.0225(10) 0.0224(11) 0.0236(10) -0.0044(9) 0.0137(9) -0.0016(8) C20 0.0368(12) 0.0353(13) 0.0285(11) -0.0100(10) 0.0194(11) -0.0002(10) C21 0.0286(11) 0.0262(11) 0.0297(12) 0.0006(9) 0.0180(11) 0.0024(9) C22 0.0352(12) 0.0254(11) 0.0386(13) 0.0005(10) 0.0241(12) -0.0049(9) C23 0.0205(10) 0.0261(11) 0.0222(10) -0.0038(9) 0.0110(9) -0.0005(8) C24 0.0225(11) 0.0478(14) 0.0435(14) -0.0006(12) 0.0219(11) -0.0001(10) C25 0.0247(11) 0.0303(12) 0.0325(12) -0.0030(10) 0.0120(10) 0.0028(9) C26 0.0266(12) 0.0396(13) 0.0247(12) -0.0067(10) 0.0077(11) -0.0008(10) B1 0.0159(10) 0.0193(11) 0.0146(10) -0.0024(8) 0.0091(9) -0.0033(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.5340(14) . ? P1 C23 1.822(2) . ? P1 C19 1.836(2) . ? P1 H1 1.33(2) . ? F2 C2 1.349(2) . ? F3 C3 1.349(2) . ? F4 C4 1.346(2) . ? F5 C5 1.352(2) . ? F6 C6 1.360(2) . ? F8 C8 1.347(2) . ? F9 C9 1.342(2) . ? F10 C10 1.343(2) . ? F11 C11 1.351(2) . ? F12 C12 1.354(2) . ? F14 C14 1.345(2) . ? F15 C15 1.352(2) . ? F16 C16 1.340(2) . ? F17 C17 1.347(2) . ? F18 C18 1.353(2) . ? O1 B1 1.524(2) . ? C1 C2 1.388(3) . ? C1 C6 1.391(2) . ? C1 B1 1.651(3) . ? C2 C3 1.383(3) . ? C3 C4 1.366(3) . ? C4 C5 1.374(3) . ? C5 C6 1.374(3) . ? C7 C12 1.391(3) . ? C7 C8 1.399(3) . ? C7 B1 1.639(3) . ? C8 C9 1.378(3) . ? C9 C10 1.384(3) . ? C10 C11 1.363(3) . ? C11 C12 1.381(3) . ? C13 C18 1.387(3) . ? C13 C14 1.401(3) . ? C13 B1 1.640(3) . ? C14 C15 1.383(3) . ? C15 C16 1.368(3) . ? C16 C17 1.378(3) . ? C17 C18 1.376(3) . ? C19 C22 1.537(3) . ? C19 C21 1.533(3) . ? C19 C20 1.543(3) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.531(3) . ? C23 C26 1.534(3) . ? C23 C25 1.534(3) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? 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 P1 C23 107.50(9) . . ? O1 P1 C19 110.90(9) . . ? C23 P1 C19 118.74(9) . . ? O1 P1 H1 114.1(9) . . ? C23 P1 H1 100.5(9) . . ? C19 P1 H1 104.9(8) . . ? B1 O1 P1 139.55(13) . . ? C2 C1 C6 112.74(16) . . ? C2 C1 B1 120.87(16) . . ? C6 C1 B1 126.01(17) . . ? F2 C2 C1 119.69(17) . . ? F2 C2 C3 115.69(18) . . ? C1 C2 C3 124.61(19) . . ? F3 C3 C4 119.72(18) . . ? F3 C3 C2 120.74(19) . . ? C4 C3 C2 119.50(19) . . ? F4 C4 C3 120.5(2) . . ? F4 C4 C5 120.7(2) . . ? C3 C4 C5 118.78(19) . . ? F5 C5 C6 119.45(19) . . ? F5 C5 C4 120.68(19) . . ? C6 C5 C4 119.86(19) . . ? F6 C6 C5 114.43(17) . . ? F6 C6 C1 121.12(16) . . ? C5 C6 C1 124.44(19) . . ? C12 C7 C8 112.33(18) . . ? C12 C7 B1 125.86(17) . . ? C8 C7 B1 121.81(17) . . ? F8 C8 C9 115.55(17) . . ? F8 C8 C7 119.42(18) . . ? C9 C8 C7 125.02(18) . . ? F9 C9 C8 121.06(19) . . ? F9 C9 C10 119.83(19) . . ? C8 C9 C10 119.10(18) . . ? F10 C10 C11 121.49(19) . . ? F10 C10 C9 119.80(19) . . ? C11 C10 C9 118.7(2) . . ? F11 C11 C10 119.56(19) . . ? F11 C11 C12 120.20(19) . . ? C10 C11 C12 120.24(19) . . ? F12 C12 C11 115.46(17) . . ? F12 C12 C7 120.05(17) . . ? C11 C12 C7 124.49(18) . . ? C18 C13 C14 113.41(17) . . ? C18 C13 B1 119.66(17) . . ? C14 C13 B1 126.52(17) . . ? F14 C14 C15 115.86(17) . . ? F14 C14 C13 120.99(17) . . ? C15 C14 C13 123.15(18) . . ? F15 C15 C16 119.08(19) . . ? F15 C15 C14 120.35(19) . . ? C16 C15 C14 120.57(19) . . ? F16 C16 C15 120.9(2) . . ? F16 C16 C17 120.54(19) . . ? C15 C16 C17 118.57(19) . . ? F17 C17 C18 120.46(19) . . ? F17 C17 C16 119.96(19) . . ? C18 C17 C16 119.58(19) . . ? F18 C18 C17 116.44(17) . . ? F18 C18 C13 118.89(17) . . ? C17 C18 C13 124.67(18) . . ? C22 C19 C21 109.58(18) . . ? C22 C19 C20 110.21(18) . . ? C21 C19 C20 109.36(18) . . ? C22 C19 P1 112.36(14) . . ? C21 C19 P1 106.01(13) . . ? C20 C19 P1 109.21(15) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C26 111.01(18) . . ? C24 C23 C25 110.12(17) . . ? C26 C23 C25 108.13(18) . . ? C24 C23 P1 111.19(15) . . ? C26 C23 P1 110.50(15) . . ? C25 C23 P1 105.70(13) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O1 B1 C7 107.83(15) . . ? O1 B1 C13 109.15(15) . . ? C7 B1 C13 115.23(15) . . ? O1 B1 C1 107.95(14) . . ? C7 B1 C1 113.46(16) . . ? C13 B1 C1 102.93(15) . . ? 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 C23 P1 O1 B1 124.1(2) . . . . ? C19 P1 O1 B1 -104.56(19) . . . . ? C6 C1 C2 F2 175.37(17) . . . . ? B1 C1 C2 F2 2.1(3) . . . . ? C6 C1 C2 C3 -3.0(3) . . . . ? B1 C1 C2 C3 -176.31(19) . . . . ? F2 C2 C3 F3 1.4(3) . . . . ? C1 C2 C3 F3 179.82(19) . . . . ? F2 C2 C3 C4 -176.05(18) . . . . ? C1 C2 C3 C4 2.4(3) . . . . ? F3 C3 C4 F4 1.7(3) . . . . ? C2 C3 C4 F4 179.19(19) . . . . ? F3 C3 C4 C5 -177.3(2) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? F4 C4 C5 F5 0.5(3) . . . . ? C3 C4 C5 F5 179.50(18) . . . . ? F4 C4 C5 C6 179.22(18) . . . . ? C3 C4 C5 C6 -1.8(3) . . . . ? F5 C5 C6 F6 -1.4(3) . . . . ? C4 C5 C6 F6 179.83(18) . . . . ? F5 C5 C6 C1 179.74(17) . . . . ? C4 C5 C6 C1 1.0(3) . . . . ? C2 C1 C6 F6 -177.45(19) . . . . ? B1 C1 C6 F6 -4.6(3) . . . . ? C2 C1 C6 C5 1.3(3) . . . . ? B1 C1 C6 C5 174.2(2) . . . . ? C12 C7 C8 F8 -177.82(17) . . . . ? B1 C7 C8 F8 2.1(3) . . . . ? C12 C7 C8 C9 3.6(3) . . . . ? B1 C7 C8 C9 -176.46(19) . . . . ? F8 C8 C9 F9 -2.6(3) . . . . ? C7 C8 C9 F9 176.05(18) . . . . ? F8 C8 C9 C10 177.77(18) . . . . ? C7 C8 C9 C10 -3.6(3) . . . . ? F9 C9 C10 F10 1.6(3) . . . . ? C8 C9 C10 F10 -178.74(18) . . . . ? F9 C9 C10 C11 -178.48(19) . . . . ? C8 C9 C10 C11 1.2(3) . . . . ? F10 C10 C11 F11 0.3(3) . . . . ? C9 C10 C11 F11 -179.66(18) . . . . ? F10 C10 C11 C12 -179.32(18) . . . . ? C9 C10 C11 C12 0.7(3) . . . . ? F11 C11 C12 F12 0.3(3) . . . . ? C10 C11 C12 F12 179.87(18) . . . . ? F11 C11 C12 C7 179.86(18) . . . . ? C10 C11 C12 C7 -0.5(3) . . . . ? C8 C7 C12 F12 178.06(17) . . . . ? B1 C7 C12 F12 -1.9(3) . . . . ? C8 C7 C12 C11 -1.5(3) . . . . ? B1 C7 C12 C11 178.58(19) . . . . ? C18 C13 C14 F14 -177.26(17) . . . . ? B1 C13 C14 F14 -4.7(3) . . . . ? C18 C13 C14 C15 2.5(3) . . . . ? B1 C13 C14 C15 175.12(19) . . . . ? F14 C14 C15 F15 -2.8(3) . . . . ? C13 C14 C15 F15 177.44(17) . . . . ? F14 C14 C15 C16 177.01(18) . . . . ? C13 C14 C15 C16 -2.8(3) . . . . ? F15 C15 C16 F16 -0.7(3) . . . . ? C14 C15 C16 F16 179.52(18) . . . . ? F15 C15 C16 C17 -178.93(18) . . . . ? C14 C15 C16 C17 1.3(3) . . . . ? F16 C16 C17 F17 2.4(3) . . . . ? C15 C16 C17 F17 -179.40(17) . . . . ? F16 C16 C17 C18 -178.06(18) . . . . ? C15 C16 C17 C18 0.2(3) . . . . ? F17 C17 C18 F18 -0.5(3) . . . . ? C16 C17 C18 F18 179.92(18) . . . . ? F17 C17 C18 C13 179.29(18) . . . . ? C16 C17 C18 C13 -0.3(3) . . . . ? C14 C13 C18 F18 178.79(17) . . . . ? B1 C13 C18 F18 5.6(3) . . . . ? C14 C13 C18 C17 -1.0(3) . . . . ? B1 C13 C18 C17 -174.16(18) . . . . ? O1 P1 C19 C22 -74.41(17) . . . . ? C23 P1 C19 C22 50.80(19) . . . . ? O1 P1 C19 C21 45.27(17) . . . . ? C23 P1 C19 C21 170.47(14) . . . . ? O1 P1 C19 C20 162.98(14) . . . . ? C23 P1 C19 C20 -71.81(18) . . . . ? O1 P1 C23 C24 59.21(16) . . . . ? C19 P1 C23 C24 -67.63(18) . . . . ? O1 P1 C23 C26 -177.04(14) . . . . ? C19 P1 C23 C26 56.12(19) . . . . ? O1 P1 C23 C25 -60.28(16) . . . . ? C19 P1 C23 C25 172.88(14) . . . . ? P1 O1 B1 C7 6.3(3) . . . . ? P1 O1 B1 C13 132.18(17) . . . . ? P1 O1 B1 C1 -116.63(18) . . . . ? C12 C7 B1 O1 102.3(2) . . . . ? C8 C7 B1 O1 -77.6(2) . . . . ? C12 C7 B1 C13 -19.9(3) . . . . ? C8 C7 B1 C13 160.23(17) . . . . ? C12 C7 B1 C1 -138.17(19) . . . . ? C8 C7 B1 C1 41.9(2) . . . . ? C18 C13 B1 O1 -174.40(16) . . . . ? C14 C13 B1 O1 13.4(3) . . . . ? C18 C13 B1 C7 -52.9(2) . . . . ? C14 C13 B1 C7 134.89(19) . . . . ? C18 C13 B1 C1 71.1(2) . . . . ? C14 C13 B1 C1 -101.1(2) . . . . ? C2 C1 B1 O1 -43.1(2) . . . . ? C6 C1 B1 O1 144.54(18) . . . . ? C2 C1 B1 C7 -162.53(18) . . . . ? C6 C1 B1 C7 25.1(3) . . . . ? C2 C1 B1 C13 72.3(2) . . . . ? C6 C1 B1 C13 -100.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.887 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.843 _refine_diff_density_max 0.248 _refine_diff_density_min -0.212 _refine_diff_density_rms 0.040 #===end data_[(tBu2)(2,6-Me2C6H3)PH][HB(C6F5)3] _database_code_depnum_ccdc_archive 'CCDC 762381' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C34 H29 B F15 O P' _chemical_formula_weight 780.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' P P 0.1023 0.0942 '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, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.3248(13) _cell_length_b 18.6811(13) _cell_length_c 19.3253(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6615.6(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9501 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 25.35 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3168 _exptl_absorpt_coefficient_mu 0.197 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6437 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52794 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7578 _reflns_number_gt 5442 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0456P)^2^+3.4121P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7578 _refine_ls_number_parameters 477 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1045 _refine_ls_wR_factor_gt 0.0923 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 B1 B 0.78685(11) 0.37555(11) 0.66934(11) 0.0244(4) Uani 1 1 d . . . H2 H 0.8277(9) 0.4194(9) 0.6663(9) 0.019(5) Uiso 1 1 d . . . P1 P 0.58310(2) 0.07571(2) 0.71232(3) 0.02366(11) Uani 1 1 d . . . H1 H 0.6362(10) 0.0364(10) 0.6942(10) 0.029(5) Uiso 1 1 d . . . O1 O 0.61090(7) 0.14760(6) 0.74583(7) 0.0279(3) Uani 1 1 d . . . F2 F 0.87004(6) 0.28738(7) 0.77015(6) 0.0417(3) Uani 1 1 d . . . F3 F 0.85091(7) 0.28257(7) 0.90547(6) 0.0450(3) Uani 1 1 d . . . F4 F 0.74293(7) 0.36065(7) 0.96743(6) 0.0430(3) Uani 1 1 d . . . F5 F 0.65348(7) 0.44326(8) 0.88759(7) 0.0496(3) Uani 1 1 d . . . F6 F 0.67198(6) 0.44997(6) 0.75190(6) 0.0387(3) Uani 1 1 d . . . F8 F 0.74200(6) 0.22336(6) 0.69050(6) 0.0396(3) Uani 1 1 d . . . F9 F 0.79460(7) 0.10907(6) 0.62470(7) 0.0460(3) Uani 1 1 d . . . F10 F 0.90421(7) 0.12329(7) 0.53092(7) 0.0449(3) Uani 1 1 d . . . F11 F 0.96062(7) 0.25582(7) 0.50479(6) 0.0456(3) Uani 1 1 d . . . F12 F 0.90861(7) 0.37050(6) 0.56848(7) 0.0436(3) Uani 1 1 d . . . F14 F 0.63181(6) 0.32281(6) 0.68068(6) 0.0349(3) Uani 1 1 d . . . F15 F 0.52368(6) 0.35186(7) 0.59370(7) 0.0414(3) Uani 1 1 d . . . F16 F 0.54614(6) 0.44113(7) 0.48379(7) 0.0453(3) Uani 1 1 d . . . F17 F 0.67900(7) 0.50330(7) 0.46606(7) 0.0462(3) Uani 1 1 d . . . F18 F 0.78770(6) 0.47640(7) 0.55312(7) 0.0452(3) Uani 1 1 d . . . C1 C 0.77025(10) 0.36665(9) 0.75218(10) 0.0256(4) Uani 1 1 d . . . C2 C 0.81378(10) 0.32624(10) 0.79630(10) 0.0284(4) Uani 1 1 d . . . C3 C 0.80585(11) 0.32330(10) 0.86706(10) 0.0312(4) Uani 1 1 d . . . C4 C 0.75203(11) 0.36278(10) 0.89847(10) 0.0323(4) Uani 1 1 d . . . C5 C 0.70711(11) 0.40389(11) 0.85801(11) 0.0331(4) Uani 1 1 d . . . C6 C 0.71715(10) 0.40539(10) 0.78736(10) 0.0289(4) Uani 1 1 d . . . C7 C 0.82136(9) 0.30360(10) 0.63281(9) 0.0250(4) Uani 1 1 d . . . C8 C 0.79595(10) 0.23462(10) 0.64393(10) 0.0279(4) Uani 1 1 d . . . C9 C 0.82233(11) 0.17456(10) 0.61081(11) 0.0315(4) Uani 1 1 d . . . C10 C 0.87779(11) 0.18117(11) 0.56364(10) 0.0316(4) Uani 1 1 d . . . C11 C 0.90531(10) 0.24788(11) 0.55036(10) 0.0310(4) Uani 1 1 d . . . C12 C 0.87723(10) 0.30684(10) 0.58436(10) 0.0291(4) Uani 1 1 d . . . C13 C 0.71616(10) 0.39772(9) 0.62172(9) 0.0243(4) Uani 1 1 d . . . C14 C 0.64660(10) 0.36834(9) 0.62801(10) 0.0256(4) Uani 1 1 d . . . C15 C 0.58924(10) 0.38281(10) 0.58382(10) 0.0283(4) Uani 1 1 d . . . C16 C 0.59995(11) 0.42857(10) 0.52913(10) 0.0310(4) Uani 1 1 d . . . C17 C 0.66733(11) 0.45998(10) 0.52062(10) 0.0311(4) Uani 1 1 d . . . C18 C 0.72293(10) 0.44412(10) 0.56632(10) 0.0293(4) Uani 1 1 d . . . C20 C 0.53063(10) 0.01937(10) 0.77162(10) 0.0276(4) Uani 1 1 d . . . C21 C 0.58418(12) -0.00777(11) 0.82705(11) 0.0379(5) Uani 1 1 d . . . H21A H 0.5581 -0.0384 0.8600 0.057 Uiso 1 1 calc R . . H21B H 0.6054 0.0331 0.8516 0.057 Uiso 1 1 calc R . . H21C H 0.6232 -0.0354 0.8048 0.057 Uiso 1 1 calc R . . C22 C 0.50247(12) -0.04576(11) 0.73081(12) 0.0386(5) Uani 1 1 d . . . H22A H 0.4743 -0.0768 0.7617 0.058 Uiso 1 1 calc R . . H22B H 0.5440 -0.0725 0.7120 0.058 Uiso 1 1 calc R . . H22C H 0.4712 -0.0294 0.6928 0.058 Uiso 1 1 calc R . . C23 C 0.46797(12) 0.06015(12) 0.80609(12) 0.0395(5) Uani 1 1 d . . . H23A H 0.4416 0.0280 0.8374 0.059 Uiso 1 1 calc R . . H23B H 0.4345 0.0780 0.7705 0.059 Uiso 1 1 calc R . . H23C H 0.4877 0.1005 0.8325 0.059 Uiso 1 1 calc R . . C24 C 0.54293(11) 0.10564(11) 0.63078(10) 0.0319(4) Uani 1 1 d . . . C25 C 0.59950(14) 0.15531(14) 0.59788(12) 0.0493(6) Uani 1 1 d . . . H25A H 0.5808 0.1732 0.5536 0.074 Uiso 1 1 calc R . . H25B H 0.6449 0.1288 0.5900 0.074 Uiso 1 1 calc R . . H25C H 0.6090 0.1957 0.6289 0.074 Uiso 1 1 calc R . . C26 C 0.53203(15) 0.04121(13) 0.58268(12) 0.0514(6) Uani 1 1 d . . . H26A H 0.5103 0.0573 0.5391 0.077 Uiso 1 1 calc R . . H26B H 0.4995 0.0065 0.6049 0.077 Uiso 1 1 calc R . . H26C H 0.5793 0.0187 0.5734 0.077 Uiso 1 1 calc R . . C27 C 0.47074(14) 0.14495(17) 0.64314(14) 0.0655(8) Uani 1 1 d . . . H27A H 0.4503 0.1603 0.5987 0.098 Uiso 1 1 calc R . . H27B H 0.4794 0.1870 0.6724 0.098 Uiso 1 1 calc R . . H27C H 0.4363 0.1128 0.6663 0.098 Uiso 1 1 calc R . . C28 C 0.63534(11) 0.16714(10) 0.81310(10) 0.0309(4) Uani 1 1 d . . . C29 C 0.70022(12) 0.13917(11) 0.83893(11) 0.0362(5) Uani 1 1 d . . . C30 C 0.71993(15) 0.16124(14) 0.90536(12) 0.0516(7) Uani 1 1 d . . . H30A H 0.7630 0.1426 0.9260 0.062 Uiso 1 1 calc R . . C31 C 0.67781(18) 0.20972(15) 0.94160(13) 0.0605(8) Uani 1 1 d . . . H31A H 0.6911 0.2228 0.9874 0.073 Uiso 1 1 calc R . . C32 C 0.61704(17) 0.23904(13) 0.91190(13) 0.0544(7) Uani 1 1 d . . . H32A H 0.5898 0.2737 0.9369 0.065 Uiso 1 1 calc R . . C33 C 0.59420(13) 0.21924(11) 0.84599(11) 0.0395(5) Uani 1 1 d . . . C34 C 0.52973(14) 0.25450(12) 0.81165(13) 0.0501(6) Uani 1 1 d . . . H34A H 0.5082 0.2896 0.8433 0.075 Uiso 1 1 calc R . . H34B H 0.4932 0.2181 0.8000 0.075 Uiso 1 1 calc R . . H34C H 0.5458 0.2787 0.7693 0.075 Uiso 1 1 calc R . . C35 C 0.74774(12) 0.08885(12) 0.79897(13) 0.0446(6) Uani 1 1 d . . . H35A H 0.7906 0.0763 0.8268 0.067 Uiso 1 1 calc R . . H35B H 0.7635 0.1119 0.7560 0.067 Uiso 1 1 calc R . . H35C H 0.7202 0.0453 0.7880 0.067 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 B1 0.0215(10) 0.0251(9) 0.0265(11) 0.0005(8) -0.0031(8) -0.0022(8) P1 0.0219(2) 0.0240(2) 0.0251(2) -0.00191(19) 0.00300(19) 0.00017(18) O1 0.0314(7) 0.0256(6) 0.0268(7) -0.0021(6) 0.0034(6) -0.0026(5) F2 0.0395(7) 0.0526(7) 0.0331(7) 0.0005(6) -0.0046(5) 0.0202(6) F3 0.0542(8) 0.0489(7) 0.0319(7) 0.0085(6) -0.0124(6) 0.0087(6) F4 0.0518(8) 0.0537(7) 0.0235(6) -0.0016(5) 0.0011(6) -0.0094(6) F5 0.0435(7) 0.0691(9) 0.0361(7) -0.0160(7) 0.0016(6) 0.0151(6) F6 0.0378(6) 0.0456(7) 0.0328(6) -0.0080(5) -0.0101(5) 0.0164(5) F8 0.0401(7) 0.0303(6) 0.0482(7) -0.0029(5) 0.0184(6) -0.0070(5) F9 0.0568(8) 0.0271(6) 0.0542(8) -0.0047(6) 0.0095(7) -0.0031(5) F10 0.0479(7) 0.0448(7) 0.0419(7) -0.0129(6) 0.0026(6) 0.0143(6) F11 0.0377(7) 0.0639(8) 0.0351(7) -0.0026(6) 0.0135(6) 0.0020(6) F12 0.0454(7) 0.0396(6) 0.0458(8) 0.0051(6) 0.0154(6) -0.0098(6) F14 0.0316(6) 0.0389(6) 0.0343(6) 0.0075(5) -0.0020(5) -0.0101(5) F15 0.0253(6) 0.0508(7) 0.0481(8) -0.0036(6) -0.0062(5) -0.0075(5) F16 0.0378(7) 0.0546(8) 0.0436(7) 0.0019(6) -0.0189(6) 0.0083(6) F17 0.0507(8) 0.0470(7) 0.0410(7) 0.0195(6) -0.0072(6) 0.0011(6) F18 0.0318(6) 0.0520(7) 0.0517(8) 0.0240(6) -0.0039(6) -0.0104(5) C1 0.0228(9) 0.0271(9) 0.0268(10) -0.0019(8) -0.0030(8) -0.0030(7) C2 0.0256(9) 0.0307(9) 0.0290(10) -0.0016(8) -0.0021(8) 0.0007(7) C3 0.0333(10) 0.0318(9) 0.0286(10) 0.0040(8) -0.0082(9) -0.0018(8) C4 0.0379(11) 0.0372(10) 0.0216(9) -0.0017(8) -0.0019(9) -0.0099(9) C5 0.0288(10) 0.0390(10) 0.0314(11) -0.0079(9) -0.0009(9) -0.0014(8) C6 0.0252(9) 0.0317(9) 0.0296(10) -0.0033(8) -0.0076(8) 0.0010(7) C7 0.0208(9) 0.0311(9) 0.0232(9) -0.0001(8) -0.0046(7) 0.0008(7) C8 0.0246(9) 0.0320(9) 0.0270(10) -0.0005(8) 0.0014(8) -0.0005(7) C9 0.0339(10) 0.0277(9) 0.0328(11) -0.0016(8) -0.0028(9) 0.0001(8) C10 0.0303(10) 0.0367(10) 0.0279(10) -0.0073(9) -0.0042(8) 0.0099(8) C11 0.0235(9) 0.0487(12) 0.0207(9) -0.0007(9) 0.0018(8) 0.0043(8) C12 0.0272(10) 0.0334(10) 0.0267(10) 0.0038(8) -0.0024(8) -0.0028(8) C13 0.0249(9) 0.0233(8) 0.0246(9) -0.0030(7) -0.0014(7) 0.0016(7) C14 0.0290(10) 0.0245(8) 0.0234(9) -0.0024(7) -0.0008(8) 0.0002(7) C15 0.0227(9) 0.0310(9) 0.0313(10) -0.0092(8) -0.0018(8) -0.0002(7) C16 0.0319(10) 0.0327(10) 0.0286(10) -0.0053(8) -0.0100(8) 0.0081(8) C17 0.0376(11) 0.0296(10) 0.0262(10) 0.0042(8) -0.0027(9) 0.0052(8) C18 0.0259(10) 0.0291(9) 0.0328(11) 0.0015(8) -0.0008(8) -0.0016(7) C20 0.0271(10) 0.0264(9) 0.0293(10) 0.0009(8) 0.0040(8) -0.0028(7) C21 0.0411(12) 0.0349(10) 0.0376(12) 0.0102(9) -0.0024(10) -0.0057(9) C22 0.0368(11) 0.0357(10) 0.0433(13) -0.0042(9) 0.0062(10) -0.0126(9) C23 0.0381(12) 0.0385(11) 0.0420(13) 0.0034(10) 0.0174(10) 0.0029(9) C24 0.0318(10) 0.0368(10) 0.0272(10) 0.0016(8) 0.0012(8) 0.0011(8) C25 0.0618(16) 0.0563(14) 0.0296(12) 0.0073(11) 0.0009(11) -0.0173(12) C26 0.0648(16) 0.0539(14) 0.0355(13) -0.0049(11) -0.0126(12) -0.0110(12) C27 0.0555(16) 0.095(2) 0.0456(15) 0.0203(15) 0.0056(13) 0.0417(15) C28 0.0395(11) 0.0283(9) 0.0250(10) -0.0012(8) 0.0062(9) -0.0133(8) C29 0.0388(12) 0.0359(10) 0.0339(11) 0.0050(9) -0.0010(9) -0.0174(9) C30 0.0589(15) 0.0559(14) 0.0400(13) 0.0134(12) -0.0099(12) -0.0329(12) C31 0.093(2) 0.0592(16) 0.0293(12) -0.0052(12) 0.0095(14) -0.0447(16) C32 0.086(2) 0.0411(13) 0.0366(13) -0.0113(11) 0.0238(14) -0.0257(13) C33 0.0534(13) 0.0278(10) 0.0373(12) -0.0032(9) 0.0181(10) -0.0121(9) C34 0.0636(15) 0.0291(10) 0.0577(15) 0.0020(11) 0.0307(13) 0.0072(10) C35 0.0301(11) 0.0480(13) 0.0556(15) 0.0107(11) -0.0033(11) -0.0042(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 B1 C1 1.638(3) . ? B1 C13 1.642(3) . ? B1 C7 1.645(3) . ? P1 O1 1.5757(13) . ? P1 C24 1.827(2) . ? P1 C20 1.8290(19) . ? O1 C28 1.423(2) . ? F2 C2 1.358(2) . ? F3 C3 1.346(2) . ? F4 C4 1.344(2) . ? F5 C5 1.354(2) . ? F6 C6 1.359(2) . ? F8 C8 1.353(2) . ? F9 C9 1.352(2) . ? F10 C10 1.343(2) . ? F11 C11 1.351(2) . ? F12 C12 1.356(2) . ? F14 C14 1.354(2) . ? F15 C15 1.347(2) . ? F16 C16 1.340(2) . ? F17 C17 1.346(2) . ? F18 C18 1.356(2) . ? C1 C6 1.390(3) . ? C1 C2 1.390(3) . ? C2 C3 1.376(3) . ? C3 C4 1.373(3) . ? C4 C5 1.371(3) . ? C5 C6 1.378(3) . ? C7 C8 1.387(3) . ? C7 C12 1.389(3) . ? C8 C9 1.379(3) . ? C9 C10 1.371(3) . ? C10 C11 1.369(3) . ? C11 C12 1.382(3) . ? C13 C18 1.383(3) . ? C13 C14 1.393(3) . ? C14 C15 1.381(3) . ? C15 C16 1.373(3) . ? C16 C17 1.377(3) . ? C17 C18 1.381(3) . ? C20 C23 1.530(3) . ? C20 C21 1.539(3) . ? C20 C22 1.539(3) . ? C24 C25 1.530(3) . ? C24 C27 1.532(3) . ? C24 C26 1.534(3) . ? C28 C33 1.385(3) . ? C28 C29 1.391(3) . ? C29 C30 1.396(3) . ? C29 C35 1.496(3) . ? C30 C31 1.381(4) . ? C31 C32 1.367(4) . ? C32 C33 1.391(3) . ? C33 C34 1.507(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 B1 C13 115.27(15) . . ? C1 B1 C7 114.07(15) . . ? C13 B1 C7 105.60(14) . . ? O1 P1 C24 102.94(8) . . ? O1 P1 C20 113.75(8) . . ? C24 P1 C20 120.32(9) . . ? C28 O1 P1 134.12(12) . . ? C6 C1 C2 112.59(17) . . ? C6 C1 B1 123.72(16) . . ? C2 C1 B1 123.23(16) . . ? F2 C2 C3 115.37(16) . . ? F2 C2 C1 119.82(17) . . ? C3 C2 C1 124.79(18) . . ? F3 C3 C4 120.04(18) . . ? F3 C3 C2 120.38(18) . . ? C4 C3 C2 119.58(18) . . ? F4 C4 C5 120.51(18) . . ? F4 C4 C3 120.78(18) . . ? C5 C4 C3 118.70(18) . . ? F5 C5 C4 119.96(18) . . ? F5 C5 C6 120.28(18) . . ? C4 C5 C6 119.76(18) . . ? F6 C6 C5 115.51(17) . . ? F6 C6 C1 119.90(17) . . ? C5 C6 C1 124.57(18) . . ? C8 C7 C12 113.11(17) . . ? C8 C7 B1 124.31(16) . . ? C12 C7 B1 122.50(16) . . ? F8 C8 C9 115.99(16) . . ? F8 C8 C7 119.52(16) . . ? C9 C8 C7 124.48(18) . . ? F9 C9 C10 119.50(17) . . ? F9 C9 C8 120.82(18) . . ? C10 C9 C8 119.68(18) . . ? F10 C10 C11 120.80(18) . . ? F10 C10 C9 120.51(18) . . ? C11 C10 C9 118.69(18) . . ? F11 C11 C10 119.92(18) . . ? F11 C11 C12 120.12(18) . . ? C10 C11 C12 119.95(17) . . ? F12 C12 C11 115.69(17) . . ? F12 C12 C7 120.22(17) . . ? C11 C12 C7 124.08(18) . . ? C18 C13 C14 113.35(17) . . ? C18 C13 B1 121.41(16) . . ? C14 C13 B1 125.00(16) . . ? F14 C14 C15 115.82(16) . . ? F14 C14 C13 119.76(16) . . ? C15 C14 C13 124.42(18) . . ? F15 C15 C16 120.25(17) . . ? F15 C15 C14 120.47(18) . . ? C16 C15 C14 119.28(18) . . ? F16 C16 C15 120.47(18) . . ? F16 C16 C17 120.47(18) . . ? C15 C16 C17 119.04(17) . . ? F17 C17 C16 119.49(17) . . ? F17 C17 C18 120.85(18) . . ? C16 C17 C18 119.59(18) . . ? F18 C18 C17 115.49(17) . . ? F18 C18 C13 120.19(17) . . ? C17 C18 C13 124.30(18) . . ? C23 C20 C21 109.84(17) . . ? C23 C20 C22 111.41(17) . . ? C21 C20 C22 108.06(16) . . ? C23 C20 P1 112.38(13) . . ? C21 C20 P1 106.89(13) . . ? C22 C20 P1 108.07(13) . . ? C25 C24 C27 111.0(2) . . ? C25 C24 C26 108.21(18) . . ? C27 C24 C26 111.0(2) . . ? C25 C24 P1 105.74(15) . . ? C27 C24 P1 111.10(15) . . ? C26 C24 P1 109.57(15) . . ? C33 C28 C29 124.3(2) . . ? C33 C28 O1 115.35(19) . . ? C29 C28 O1 120.03(17) . . ? C28 C29 C30 116.1(2) . . ? C28 C29 C35 123.25(19) . . ? C30 C29 C35 120.6(2) . . ? C31 C30 C29 121.0(3) . . ? C32 C31 C30 120.3(2) . . ? C31 C32 C33 121.5(2) . . ? C28 C33 C32 116.3(2) . . ? C28 C33 C34 122.1(2) . . ? C32 C33 C34 121.5(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.332 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.049 #===end data_[tBu2PH2][HB(C6F5)3] _database_code_depnum_ccdc_archive 'CCDC 762382' #TrackingRef 'all-cifs.txt' _audit_creation_method SHELXL-97 _chemical_formula_sum 'C26 H20 B Cl F15 P' _chemical_formula_weight 694.65 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 11.1779(4) _cell_length_b 11.5522(4) _cell_length_c 11.7279(5) _cell_angle_alpha 81.855(2) _cell_angle_beta 70.451(2) _cell_angle_gamma 77.021(2) _cell_volume 1387.01(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9819 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 27.55 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.314 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6935 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22915 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.60 _reflns_number_total 6312 _reflns_number_gt 5260 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0398P)^2^+1.1695P] 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 fixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6312 _refine_ls_number_parameters 405 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.0999 _refine_ls_wR_factor_gt 0.0940 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.68931(5) 0.28221(5) 0.42860(5) 0.02736(12) Uani 1 1 d . . . H1 H 0.655(2) 0.390(2) 0.384(2) 0.049(7) Uiso 1 1 d . . . H2 H 0.619(2) 0.280(2) 0.538(2) 0.044(7) Uiso 1 1 d . . . B1 B 0.57503(19) 0.67791(18) 0.16926(18) 0.0204(4) Uani 1 1 d . . . Cl1 Cl 0.49395(4) 0.55484(4) 0.27692(4) 0.02601(11) Uani 1 1 d . . . F1 F 0.78390(11) 0.47880(10) 0.15545(11) 0.0323(3) Uani 1 1 d . . . F2 F 0.94980(12) 0.37650(11) -0.03983(12) 0.0401(3) Uani 1 1 d . . . F3 F 0.92449(13) 0.45035(13) -0.26431(12) 0.0442(3) Uani 1 1 d . . . F4 F 0.73743(12) 0.63935(13) -0.28735(10) 0.0401(3) Uani 1 1 d . . . F5 F 0.57548(10) 0.75023(10) -0.09492(10) 0.0301(3) Uani 1 1 d . . . F6 F 0.71490(11) 0.85552(10) 0.04307(10) 0.0303(3) Uani 1 1 d . . . F7 F 0.89994(11) 0.93202(11) 0.09169(11) 0.0339(3) Uani 1 1 d . . . F8 F 0.96397(11) 0.84485(12) 0.29800(11) 0.0345(3) Uani 1 1 d . . . F9 F 0.83875(12) 0.68009(13) 0.45057(11) 0.0403(3) Uani 1 1 d . . . F10 F 0.65755(12) 0.60054(11) 0.40422(11) 0.0361(3) Uani 1 1 d . . . F11 F 0.48982(11) 0.92519(11) 0.26844(12) 0.0336(3) Uani 1 1 d . . . F12 F 0.27467(12) 1.07602(10) 0.26777(12) 0.0379(3) Uani 1 1 d . . . F13 F 0.10910(11) 1.02482(11) 0.16501(12) 0.0365(3) Uani 1 1 d . . . F14 F 0.16577(11) 0.81142(12) 0.06394(11) 0.0365(3) Uani 1 1 d . . . F15 F 0.37979(10) 0.65631(10) 0.06511(11) 0.0300(3) Uani 1 1 d . . . C1 C 0.85541(18) 0.26749(18) 0.4310(2) 0.0296(4) Uani 1 1 d . . . C2 C 0.8483(3) 0.3596(4) 0.5148(5) 0.114(2) Uani 1 1 d . . . H2A H 0.9346 0.3563 0.5201 0.170 Uiso 1 1 calc R . . H2B H 0.7893 0.3426 0.5957 0.170 Uiso 1 1 calc R . . H2C H 0.8164 0.4391 0.4825 0.170 Uiso 1 1 calc R . . C3 C 0.9055(3) 0.1435(3) 0.4805(3) 0.0635(9) Uani 1 1 d . . . H3A H 0.9941 0.1387 0.4806 0.095 Uiso 1 1 calc R . . H3B H 0.9046 0.0840 0.4292 0.095 Uiso 1 1 calc R . . H3C H 0.8500 0.1282 0.5635 0.095 Uiso 1 1 calc R . . C4 C 0.9451(3) 0.2904(4) 0.3054(3) 0.0788(12) Uani 1 1 d . . . H4A H 1.0331 0.2821 0.3086 0.118 Uiso 1 1 calc R . . H4B H 0.9166 0.3713 0.2737 0.118 Uiso 1 1 calc R . . H4C H 0.9438 0.2328 0.2522 0.118 Uiso 1 1 calc R . . C5 C 0.64371(19) 0.17852(18) 0.35313(18) 0.0283(4) Uani 1 1 d . . . C6 C 0.4969(2) 0.2169(2) 0.3806(3) 0.0467(6) Uani 1 1 d . . . H6A H 0.4656 0.1646 0.3427 0.070 Uiso 1 1 calc R . . H6B H 0.4766 0.2993 0.3482 0.070 Uiso 1 1 calc R . . H6C H 0.4546 0.2113 0.4686 0.070 Uiso 1 1 calc R . . C7 C 0.6730(2) 0.0511(2) 0.4076(3) 0.0446(6) Uani 1 1 d . . . H7A H 0.6481 -0.0031 0.3663 0.067 Uiso 1 1 calc R . . H7B H 0.6239 0.0467 0.4942 0.067 Uiso 1 1 calc R . . H7C H 0.7657 0.0282 0.3973 0.067 Uiso 1 1 calc R . . C8 C 0.7114(4) 0.1890(3) 0.2166(2) 0.0754(11) Uani 1 1 d . . . H8A H 0.6862 0.1330 0.1776 0.113 Uiso 1 1 calc R . . H8B H 0.8052 0.1705 0.2005 0.113 Uiso 1 1 calc R . . H8C H 0.6861 0.2704 0.1841 0.113 Uiso 1 1 calc R . . C9 C 0.66507(16) 0.61651(16) 0.04275(16) 0.0210(4) Uani 1 1 d . . . C10 C 0.76548(18) 0.52126(16) 0.04734(17) 0.0241(4) Uani 1 1 d . . . C11 C 0.85360(18) 0.46586(17) -0.05248(19) 0.0278(4) Uani 1 1 d . . . C12 C 0.84217(19) 0.50405(19) -0.16547(18) 0.0298(4) Uani 1 1 d . . . C13 C 0.74634(18) 0.59901(18) -0.17654(17) 0.0272(4) Uani 1 1 d . . . C14 C 0.66180(17) 0.65381(17) -0.07426(17) 0.0231(4) Uani 1 1 d . . . C15 C 0.67724(16) 0.72280(16) 0.21878(16) 0.0209(4) Uani 1 1 d . . . C16 C 0.74517(17) 0.80766(16) 0.14435(16) 0.0218(4) Uani 1 1 d . . . C17 C 0.84090(17) 0.84877(16) 0.16682(17) 0.0236(4) Uani 1 1 d . . . C18 C 0.87331(16) 0.80489(17) 0.27066(17) 0.0244(4) Uani 1 1 d . . . C19 C 0.80922(18) 0.72209(18) 0.34834(17) 0.0262(4) Uani 1 1 d . . . C20 C 0.71377(18) 0.68282(17) 0.32156(17) 0.0242(4) Uani 1 1 d . . . C21 C 0.45047(16) 0.78205(16) 0.16253(16) 0.0210(4) Uani 1 1 d . . . C22 C 0.41547(17) 0.89163(17) 0.21261(17) 0.0238(4) Uani 1 1 d . . . C23 C 0.30327(18) 0.97343(17) 0.21392(18) 0.0262(4) Uani 1 1 d . . . C24 C 0.21856(17) 0.94747(18) 0.16279(17) 0.0265(4) Uani 1 1 d . . . C25 C 0.24738(17) 0.83965(19) 0.11277(17) 0.0263(4) Uani 1 1 d . . . C26 C 0.35992(17) 0.76065(17) 0.11379(16) 0.0233(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0222(2) 0.0290(3) 0.0327(3) -0.0112(2) -0.0090(2) -0.00224(19) B1 0.0203(9) 0.0223(10) 0.0201(9) 0.0013(8) -0.0081(8) -0.0061(7) Cl1 0.0272(2) 0.0251(2) 0.0256(2) 0.00213(17) -0.00681(18) -0.00952(17) F1 0.0346(6) 0.0318(6) 0.0289(6) 0.0004(5) -0.0150(5) 0.0032(5) F2 0.0320(6) 0.0336(7) 0.0497(8) -0.0119(6) -0.0134(6) 0.0103(5) F3 0.0378(7) 0.0542(8) 0.0332(7) -0.0211(6) -0.0019(6) 0.0028(6) F4 0.0373(7) 0.0609(9) 0.0198(6) -0.0023(6) -0.0086(5) -0.0054(6) F5 0.0255(5) 0.0365(6) 0.0246(6) 0.0031(5) -0.0095(5) 0.0009(5) F6 0.0329(6) 0.0346(6) 0.0297(6) 0.0106(5) -0.0180(5) -0.0143(5) F7 0.0303(6) 0.0360(6) 0.0400(7) 0.0073(5) -0.0140(5) -0.0172(5) F8 0.0255(6) 0.0500(7) 0.0358(7) -0.0075(6) -0.0141(5) -0.0130(5) F9 0.0401(7) 0.0621(9) 0.0270(6) 0.0048(6) -0.0206(5) -0.0160(6) F10 0.0446(7) 0.0459(7) 0.0250(6) 0.0103(5) -0.0161(5) -0.0229(6) F11 0.0278(6) 0.0328(6) 0.0473(7) -0.0164(5) -0.0177(5) -0.0024(5) F12 0.0326(6) 0.0243(6) 0.0536(8) -0.0106(5) -0.0101(6) 0.0003(5) F13 0.0215(5) 0.0400(7) 0.0415(7) 0.0032(5) -0.0098(5) 0.0035(5) F14 0.0213(5) 0.0587(8) 0.0339(7) -0.0107(6) -0.0129(5) -0.0054(5) F15 0.0256(5) 0.0347(6) 0.0343(6) -0.0120(5) -0.0100(5) -0.0077(5) C1 0.0227(9) 0.0304(10) 0.0380(11) -0.0022(8) -0.0142(8) -0.0029(8) C2 0.0454(17) 0.114(3) 0.219(5) -0.124(4) -0.071(3) 0.0250(18) C3 0.0556(16) 0.0666(18) 0.082(2) 0.0393(16) -0.0491(16) -0.0257(14) C4 0.0312(13) 0.138(3) 0.0617(19) 0.045(2) -0.0206(13) -0.0284(16) C5 0.0312(10) 0.0290(10) 0.0273(10) -0.0070(8) -0.0092(8) -0.0078(8) C6 0.0409(13) 0.0341(12) 0.0796(19) -0.0119(12) -0.0370(13) -0.0034(10) C7 0.0490(14) 0.0289(11) 0.0636(16) -0.0127(11) -0.0288(12) 0.0003(10) C8 0.111(3) 0.097(2) 0.0287(13) -0.0180(14) 0.0030(15) -0.071(2) C9 0.0190(8) 0.0229(9) 0.0229(9) -0.0023(7) -0.0072(7) -0.0062(7) C10 0.0256(9) 0.0242(9) 0.0250(9) -0.0004(7) -0.0114(7) -0.0053(7) C11 0.0219(9) 0.0253(9) 0.0359(11) -0.0070(8) -0.0091(8) -0.0008(7) C12 0.0246(9) 0.0357(11) 0.0271(10) -0.0121(8) -0.0014(8) -0.0061(8) C13 0.0259(9) 0.0379(11) 0.0197(9) -0.0016(8) -0.0073(7) -0.0102(8) C14 0.0186(8) 0.0269(9) 0.0248(9) 0.0004(7) -0.0084(7) -0.0053(7) C15 0.0189(8) 0.0225(9) 0.0213(9) -0.0037(7) -0.0067(7) -0.0022(7) C16 0.0212(8) 0.0236(9) 0.0210(9) -0.0013(7) -0.0085(7) -0.0020(7) C17 0.0189(8) 0.0237(9) 0.0266(9) -0.0025(7) -0.0052(7) -0.0035(7) C18 0.0164(8) 0.0305(10) 0.0283(10) -0.0102(8) -0.0080(7) -0.0021(7) C19 0.0241(9) 0.0351(10) 0.0209(9) -0.0037(8) -0.0109(7) -0.0015(8) C20 0.0240(9) 0.0268(9) 0.0217(9) -0.0006(7) -0.0065(7) -0.0062(7) C21 0.0188(8) 0.0235(9) 0.0200(9) 0.0008(7) -0.0048(7) -0.0060(7) C22 0.0209(8) 0.0274(9) 0.0248(9) -0.0014(7) -0.0077(7) -0.0075(7) C23 0.0242(9) 0.0222(9) 0.0287(10) -0.0009(7) -0.0042(8) -0.0041(7) C24 0.0172(8) 0.0317(10) 0.0252(9) 0.0054(8) -0.0043(7) -0.0020(7) C25 0.0190(8) 0.0401(11) 0.0207(9) -0.0004(8) -0.0056(7) -0.0092(8) C26 0.0208(8) 0.0280(9) 0.0211(9) -0.0037(7) -0.0039(7) -0.0072(7) _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 C5 1.832(2) . ? P1 C1 1.835(2) . ? B1 C21 1.639(3) . ? B1 C9 1.642(3) . ? B1 C15 1.645(3) . ? B1 Cl1 1.934(2) . ? F1 C10 1.358(2) . ? F2 C11 1.345(2) . ? F3 C12 1.345(2) . ? F4 C13 1.345(2) . ? F5 C14 1.352(2) . ? F6 C16 1.353(2) . ? F7 C17 1.339(2) . ? F8 C18 1.346(2) . ? F9 C19 1.345(2) . ? F10 C20 1.356(2) . ? F11 C22 1.360(2) . ? F12 C23 1.346(2) . ? F13 C24 1.338(2) . ? F14 C25 1.343(2) . ? F15 C26 1.348(2) . ? C1 C4 1.505(3) . ? C1 C3 1.524(3) . ? C1 C2 1.519(3) . ? C5 C7 1.529(3) . ? C5 C8 1.525(3) . ? C5 C6 1.534(3) . ? C9 C14 1.389(3) . ? C9 C10 1.394(3) . ? C10 C11 1.381(3) . ? C11 C12 1.375(3) . ? C12 C13 1.376(3) . ? C13 C14 1.386(3) . ? C15 C20 1.386(3) . ? C15 C16 1.396(2) . ? C16 C17 1.376(3) . ? C17 C18 1.382(3) . ? C18 C19 1.372(3) . ? C19 C20 1.387(3) . ? C21 C22 1.391(3) . ? C21 C26 1.397(3) . ? C22 C23 1.387(3) . ? C23 C24 1.380(3) . ? C24 C25 1.378(3) . ? C25 C26 1.381(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 P1 C1 122.09(10) . . ? C21 B1 C9 117.06(15) . . ? C21 B1 C15 113.46(15) . . ? C9 B1 C15 104.66(14) . . ? C21 B1 Cl1 102.42(11) . . ? C9 B1 Cl1 106.59(12) . . ? C15 B1 Cl1 112.69(13) . . ? C4 C1 C3 108.4(2) . . ? C4 C1 C2 111.2(3) . . ? C3 C1 C2 109.7(3) . . ? C4 C1 P1 110.70(16) . . ? C3 C1 P1 111.54(15) . . ? C2 C1 P1 105.31(15) . . ? C7 C5 C8 111.7(2) . . ? C7 C5 C6 108.66(18) . . ? C8 C5 C6 110.2(2) . . ? C7 C5 P1 110.51(15) . . ? C8 C5 P1 110.42(15) . . ? C6 C5 P1 105.10(14) . . ? C14 C9 C10 113.45(16) . . ? C14 C9 B1 127.88(16) . . ? C10 C9 B1 118.43(16) . . ? F1 C10 C11 115.32(16) . . ? F1 C10 C9 119.89(16) . . ? C11 C10 C9 124.77(18) . . ? F2 C11 C12 120.33(17) . . ? F2 C11 C10 120.71(18) . . ? C12 C11 C10 118.96(18) . . ? F3 C12 C11 120.54(19) . . ? F3 C12 C13 120.29(19) . . ? C11 C12 C13 119.17(17) . . ? F4 C13 C12 119.43(17) . . ? F4 C13 C14 120.60(18) . . ? C12 C13 C14 119.95(18) . . ? F5 C14 C9 120.75(16) . . ? F5 C14 C13 115.60(16) . . ? C9 C14 C13 123.63(17) . . ? C20 C15 C16 113.53(16) . . ? C20 C15 B1 129.40(16) . . ? C16 C15 B1 116.91(16) . . ? F6 C16 C17 116.49(16) . . ? F6 C16 C15 118.65(16) . . ? C17 C16 C15 124.85(17) . . ? F7 C17 C18 120.06(16) . . ? F7 C17 C16 121.11(17) . . ? C18 C17 C16 118.80(17) . . ? F8 C18 C17 120.87(17) . . ? F8 C18 C19 119.84(17) . . ? C17 C18 C19 119.26(17) . . ? F9 C19 C18 119.73(17) . . ? F9 C19 C20 120.39(17) . . ? C18 C19 C20 119.88(17) . . ? F10 C20 C15 121.52(16) . . ? F10 C20 C19 114.80(17) . . ? C15 C20 C19 123.68(17) . . ? C22 C21 C26 113.21(16) . . ? C22 C21 B1 126.07(16) . . ? C26 C21 B1 120.41(16) . . ? F11 C22 C23 114.43(16) . . ? F11 C22 C21 121.18(16) . . ? C23 C22 C21 124.36(17) . . ? F12 C23 C24 119.87(17) . . ? F12 C23 C22 120.55(17) . . ? C24 C23 C22 119.54(18) . . ? F13 C24 C25 121.05(18) . . ? F13 C24 C23 120.15(18) . . ? C25 C24 C23 118.77(17) . . ? F14 C25 C24 120.00(17) . . ? F14 C25 C26 120.23(18) . . ? C24 C25 C26 119.77(17) . . ? F15 C26 C25 116.09(16) . . ? F15 C26 C21 119.57(16) . . ? C25 C26 C21 124.34(18) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.815 _refine_diff_density_min -0.739 _refine_diff_density_rms 0.055 #===end