Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email K.B.DILLON@DURHAM.AC.UK _publ_contact_author_name 'Dr Keith Bernard Dillon' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_address ; Department of Chemistry University of Durham South Road Durham DH1 3LE UNITED KINGDOM ; _publ_section_title ; Synthesis and Characterisation of some new Boron Compounds containing the 2,4,6-(CF3)3C6H2 (fluoromes = Ar), 2,6-(CF3)2C6H3 (fluoroxyl = Ar') or 2,4-(CF3)2C6H3 (Ar'') Ligands. ; _publ_section_references ; Bruker (1999a). SMART-NT V5.0. Data Collection Software. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Bruker (1999b). SAINT-NT V5.0. Data Reduction Software. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Bruker (1999c). SHELXTL-NT V5.1. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Sheldrick, G.M. (1990) Acta Cryst. A46, 467-473 Sheldrick, G.M. (1998). SADABS. Empirical Absorption Correction Program. University of Gottingen, Germany. Sheldrick, G.M. (1997) SHELXL-97. Program for the Refinement of Crystal Structures. University of Gottingen, Germany. ; loop_ _publ_author_name 'Keith Bernard Dillon' 'Stephanie M. Cornet' 'Christopher D. Entwistle' 'Mark A. Fox' 'Andres Eduardo Goeta' ; H.P.Goodwin ; 'Todd B. Marder' 'Amber L. Thompson' #====================================================================== data_1 _database_code_CSD 217588 _chemical_name_common 'Bis-(2,4,6-tris-(trifluoromethyl)-phenyl)-boronic acid' _chemical_name_systematic ; Bis-(2,4,6-tris-(trifluoromethyl)-phenyl)-boronic acid ; _chemical_melting_point 'not measured' _chemical_formula_moiety 'C18 H5 B F18 O' _chemical_formula_sum 'C18 H5 B F18 O' _chemical_formula_weight 590.03 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' _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 9.1587(3) _cell_length_b 10.1298(3) _cell_length_c 12.5200(4) _cell_angle_alpha 112.5700(10) _cell_angle_beta 99.9530(10) _cell_angle_gamma 102.5760(10) _cell_volume 1003.60(5) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6847 _cell_measurement_theta_min 2.222 _cell_measurement_theta_max 27.467 _exptl_crystal_description shapeless _exptl_crystal_colour clear_light_colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.953 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.234 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9162 _exptl_absorpt_correction_T_max 0.9590 _exptl_absorpt_process_details 'SADABS (G.M.Sheldrick, 1998)' _exptl_special_details ; The data collection nominally covered full sphere of reciprocal Space, by a combination of 5 sets of \w scans each set at different \f and/or 2\q angles and each scan (20s exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 120(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 SMART CCD 1K area detector' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 11082 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0323 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4583 _reflns_number_gt 3844 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SMART-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _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^)+(0.0473P)^2^+0.4745P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 4583 _refine_ls_number_parameters 386 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0914 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.65856(19) -0.09448(19) -0.16012(15) 0.0195(3) Uani 1 1 d . . . O1 O 0.66254(14) -0.15434(13) -0.08146(10) 0.0252(2) Uani 1 1 d . . . H1 H 0.584(3) -0.212(3) -0.090(2) 0.039(6) Uiso 1 1 d . . . C11 C 0.50948(16) -0.15679(16) -0.27649(13) 0.0189(3) Uani 1 1 d . . . C12 C 0.43362(18) -0.31380(17) -0.34775(13) 0.0212(3) Uani 1 1 d . . . C13 C 0.30480(18) -0.36979(17) -0.44817(13) 0.0237(3) Uani 1 1 d . . . H13 H 0.2579 -0.4731 -0.4928 0.028 Uiso 1 1 calc R . . C14 C 0.24649(18) -0.27196(18) -0.48166(13) 0.0239(3) Uani 1 1 d . A . C15 C 0.31485(18) -0.11835(18) -0.41497(13) 0.0225(3) Uani 1 1 d . . . H15 H 0.2755 -0.0525 -0.4372 0.027 Uiso 1 1 calc R . . C16 C 0.44344(17) -0.06235(17) -0.31394(13) 0.0203(3) Uani 1 1 d . . . C17 C 0.4814(2) -0.43249(18) -0.31727(15) 0.0259(3) Uani 1 1 d . . . F11 F 0.41516(14) -0.57100(11) -0.40857(10) 0.0390(3) Uani 1 1 d . . . F12 F 0.63565(12) -0.40969(11) -0.29033(10) 0.0319(2) Uani 1 1 d . . . F13 F 0.43572(12) -0.43848(11) -0.22152(9) 0.0308(2) Uani 1 1 d . . . C18 C 0.10632(19) -0.3349(2) -0.59028(14) 0.0284(4) Uani 1 1 d D . . F14 F 0.13691(15) -0.41224(17) -0.69177(10) 0.0519(4) Uani 0.933(2) 1 d PD A 1 F15 F -0.01561(16) -0.42140(19) -0.57977(14) 0.0530(5) Uani 0.933(2) 1 d PD A 1 F16 F 0.05838(16) -0.22602(15) -0.60786(12) 0.0462(4) Uani 0.933(2) 1 d PD A 1 F14A F 0.111(2) -0.281(2) -0.6551(16) 0.036(2) Uiso 0.067(2) 1 d PD A 2 F15A F 0.097(2) -0.4934(18) -0.6618(15) 0.036(2) Uiso 0.07 1 d PD A 2 F16A F -0.017(3) -0.359(2) -0.564(2) 0.036(2) Uiso 0.07 1 d PD A 2 C19 C 0.50637(19) 0.10792(18) -0.24688(14) 0.0247(3) Uani 1 1 d . . . F17 F 0.63343(13) 0.16510(11) -0.27411(10) 0.0358(3) Uani 1 1 d . . . F18 F 0.40080(13) 0.17283(11) -0.27304(10) 0.0370(3) Uani 1 1 d . . . F19 F 0.54562(12) 0.15641(11) -0.12700(8) 0.0303(2) Uani 1 1 d . . . C21 C 0.81462(17) 0.04114(17) -0.12476(13) 0.0190(3) Uani 1 1 d . . . C22 C 0.87436(17) 0.15954(16) -0.00613(13) 0.0190(3) Uani 1 1 d . . . C23 C 1.00858(17) 0.27973(17) 0.02736(13) 0.0209(3) Uani 1 1 d . . . H23 H 1.0444 0.3563 0.1057 0.025 Uiso 1 1 calc R . . C24 C 1.08832(17) 0.28489(17) -0.05604(14) 0.0212(3) Uani 1 1 d . B . C25 C 1.03759(18) 0.16924(17) -0.17197(14) 0.0217(3) Uani 1 1 d . . . H25 H 1.0929 0.1713 -0.2273 0.026 Uiso 1 1 calc R . . C26 C 0.90313(17) 0.04990(17) -0.20503(13) 0.0206(3) Uani 1 1 d . . . C27 C 0.80048(18) 0.16434(17) 0.09505(13) 0.0219(3) Uani 1 1 d . . . F21 F 0.84267(12) 0.07823(12) 0.14585(8) 0.0298(2) Uani 1 1 d . . . F22 F 0.84438(13) 0.30380(11) 0.18456(8) 0.0330(2) Uani 1 1 d . . . F23 F 0.64375(10) 0.11927(11) 0.05987(8) 0.0274(2) Uani 1 1 d . . . C28 C 1.2322(2) 0.41459(18) -0.02262(15) 0.0265(3) Uani 1 1 d D . . F24 F 1.2752(10) 0.5156(10) 0.0942(6) 0.0381(15) Uani 0.67(6) 1 d PD B 1 F25 F 1.2188(9) 0.4891(13) -0.0886(12) 0.0431(15) Uani 0.67(6) 1 d PD B 1 F26 F 1.3563(9) 0.3677(9) -0.0382(10) 0.0403(15) Uani 0.67(6) 1 d PD B 1 F24A F 1.242(5) 0.526(3) 0.077(3) 0.066(6) Uani 0.33(6) 1 d PD B 2 F25A F 1.213(2) 0.468(4) -0.107(3) 0.063(5) Uani 0.33(6) 1 d PD B 2 F26A F 1.3605(19) 0.377(2) -0.020(2) 0.045(3) Uani 0.33(6) 1 d PD B 2 C29 C 0.85905(19) -0.07574(18) -0.33124(14) 0.0253(3) Uani 1 1 d . . . F27 F 0.73871(12) -0.07254(12) -0.40817(8) 0.0336(2) Uani 1 1 d . . . F28 F 0.81654(13) -0.21162(11) -0.33220(9) 0.0342(2) Uani 1 1 d . . . F29 F 0.97719(12) -0.07115(12) -0.38127(9) 0.0363(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0175(7) 0.0196(8) 0.0179(7) 0.0044(6) 0.0048(6) 0.0067(6) O1 0.0219(6) 0.0258(6) 0.0228(5) 0.0107(5) 0.0018(4) 0.0015(5) C11 0.0160(7) 0.0196(7) 0.0165(6) 0.0049(5) 0.0046(5) 0.0027(5) C12 0.0197(7) 0.0214(7) 0.0188(7) 0.0055(6) 0.0069(6) 0.0043(6) C13 0.0213(7) 0.0209(7) 0.0182(7) 0.0021(6) 0.0047(6) -0.0008(6) C14 0.0185(7) 0.0297(8) 0.0157(7) 0.0057(6) 0.0031(6) 0.0022(6) C15 0.0199(7) 0.0272(8) 0.0190(7) 0.0098(6) 0.0043(6) 0.0063(6) C16 0.0188(7) 0.0216(7) 0.0164(6) 0.0057(6) 0.0043(5) 0.0042(6) C17 0.0276(8) 0.0211(7) 0.0239(7) 0.0062(6) 0.0073(6) 0.0051(6) F11 0.0506(7) 0.0188(5) 0.0339(6) 0.0028(4) 0.0040(5) 0.0075(5) F12 0.0290(5) 0.0312(5) 0.0395(6) 0.0157(4) 0.0124(4) 0.0146(4) F13 0.0342(5) 0.0287(5) 0.0316(5) 0.0161(4) 0.0110(4) 0.0068(4) C18 0.0225(8) 0.0325(9) 0.0200(7) 0.0073(6) 0.0012(6) 0.0008(7) F14 0.0386(7) 0.0692(10) 0.0187(6) -0.0056(6) -0.0012(5) 0.0157(7) F15 0.0252(6) 0.0726(11) 0.0487(9) 0.0391(9) -0.0094(6) -0.0158(8) F16 0.0477(8) 0.0408(7) 0.0327(7) 0.0118(6) -0.0145(6) 0.0098(6) C19 0.0247(8) 0.0233(8) 0.0220(7) 0.0080(6) 0.0015(6) 0.0073(6) F17 0.0366(6) 0.0242(5) 0.0404(6) 0.0128(4) 0.0106(5) 0.0006(4) F18 0.0393(6) 0.0281(5) 0.0346(6) 0.0084(4) -0.0053(4) 0.0162(5) F19 0.0369(6) 0.0253(5) 0.0194(4) 0.0033(4) -0.0005(4) 0.0108(4) C21 0.0170(7) 0.0207(7) 0.0177(7) 0.0076(6) 0.0026(5) 0.0062(6) C22 0.0178(7) 0.0207(7) 0.0170(7) 0.0071(6) 0.0037(5) 0.0060(6) C23 0.0205(7) 0.0193(7) 0.0180(7) 0.0055(6) 0.0024(5) 0.0043(6) C24 0.0184(7) 0.0207(7) 0.0225(7) 0.0091(6) 0.0037(6) 0.0047(6) C25 0.0204(7) 0.0245(8) 0.0202(7) 0.0100(6) 0.0064(6) 0.0062(6) C26 0.0197(7) 0.0224(7) 0.0166(7) 0.0065(6) 0.0029(5) 0.0063(6) C27 0.0206(7) 0.0225(7) 0.0178(7) 0.0058(6) 0.0032(5) 0.0049(6) F21 0.0313(5) 0.0394(6) 0.0241(5) 0.0187(4) 0.0069(4) 0.0129(4) F22 0.0394(6) 0.0265(5) 0.0217(5) 0.0013(4) 0.0126(4) 0.0029(4) F23 0.0190(4) 0.0391(5) 0.0228(5) 0.0121(4) 0.0073(4) 0.0080(4) C28 0.0266(8) 0.0231(8) 0.0258(8) 0.0096(6) 0.0064(6) 0.0030(6) F24 0.034(2) 0.0311(15) 0.023(2) -0.0018(10) 0.0070(13) -0.0118(13) F25 0.037(2) 0.039(2) 0.054(3) 0.032(2) 0.0011(16) 0.001(2) F26 0.020(2) 0.030(2) 0.057(2) 0.006(2) 0.016(2) 0.0016(14) F24A 0.057(10) 0.035(4) 0.060(8) -0.011(5) 0.024(7) -0.018(5) F25A 0.061(6) 0.058(8) 0.060(7) 0.047(7) -0.004(4) -0.024(5) F26A 0.024(4) 0.048(7) 0.067(6) 0.043(6) -0.005(4) -0.002(4) C29 0.0218(7) 0.0283(8) 0.0197(7) 0.0064(6) 0.0065(6) 0.0035(6) F27 0.0307(5) 0.0412(6) 0.0172(4) 0.0064(4) 0.0002(4) 0.0062(4) F28 0.0428(6) 0.0229(5) 0.0270(5) 0.0036(4) 0.0112(4) 0.0044(4) F29 0.0288(5) 0.0401(6) 0.0256(5) 0.0014(4) 0.0145(4) 0.0029(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 B1 O1 1.340(2) . ? B1 C21 1.608(2) . ? B1 C11 1.618(2) . ? O1 H1 0.78(2) . ? C11 C16 1.414(2) . ? C11 C12 1.423(2) . ? C12 C13 1.394(2) . ? C12 C17 1.518(2) . ? C13 C14 1.384(2) . ? C13 H13 0.9300 . ? C14 C15 1.381(2) . ? C14 C18 1.509(2) . ? C15 C16 1.397(2) . ? C15 H15 0.9300 . ? C16 C19 1.517(2) . ? C17 F12 1.340(2) . ? C17 F11 1.3422(18) . ? C17 F13 1.3542(19) . ? C18 F14A 1.145(16) . ? C18 F16A 1.23(2) . ? C18 F15 1.321(2) . ? C18 F14 1.327(2) . ? C18 F16 1.350(2) . ? C18 F15A 1.483(16) . ? C19 F19 1.3394(18) . ? C19 F17 1.342(2) . ? C19 F18 1.3443(18) . ? C21 C26 1.412(2) . ? C21 C22 1.418(2) . ? C22 C23 1.395(2) . ? C22 C27 1.526(2) . ? C23 C24 1.384(2) . ? C23 H23 0.9300 . ? C24 C25 1.385(2) . ? C24 C28 1.507(2) . ? C25 C26 1.393(2) . ? C25 H25 0.9300 . ? C26 C29 1.514(2) . ? C27 F22 1.3398(17) . ? C27 F21 1.3425(18) . ? C27 F23 1.3434(18) . ? C28 F24A 1.296(18) . ? C28 F26A 1.312(15) . ? C28 F25 1.323(7) . ? C28 F26 1.340(6) . ? C28 F24 1.348(7) . ? C28 F25A 1.358(16) . ? C29 F28 1.341(2) . ? C29 F29 1.3416(18) . ? C29 F27 1.3476(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 B1 C21 112.65(13) . . ? O1 B1 C11 121.62(14) . . ? C21 B1 C11 125.73(13) . . ? B1 O1 H1 115.4(17) . . ? C16 C11 C12 115.19(13) . . ? C16 C11 B1 123.58(13) . . ? C12 C11 B1 121.23(13) . . ? C13 C12 C11 122.12(14) . . ? C13 C12 C17 114.95(14) . . ? C11 C12 C17 122.86(13) . . ? C14 C13 C12 120.16(14) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.10(14) . . ? C15 C14 C18 120.59(15) . . ? C13 C14 C18 119.30(14) . . ? C14 C15 C16 119.69(15) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C11 122.72(14) . . ? C15 C16 C19 114.80(14) . . ? C11 C16 C19 122.48(13) . . ? F12 C17 F11 106.36(13) . . ? F12 C17 F13 106.89(13) . . ? F11 C17 F13 106.14(13) . . ? F12 C17 C12 113.76(13) . . ? F11 C17 C12 112.04(13) . . ? F13 C17 C12 111.18(13) . . ? F14A C18 F16A 115.9(14) . . ? F14A C18 F15 129.0(9) . . ? F16A C18 F15 26.6(9) . . ? F14A C18 F14 64.3(10) . . ? F16A C18 F14 128.2(11) . . ? F15 C18 F14 108.99(16) . . ? F14A C18 F16 42.4(10) . . ? F16A C18 F16 82.0(10) . . ? F15 C18 F16 105.70(16) . . ? F14 C18 F16 104.99(15) . . ? F14A C18 F15A 105.5(12) . . ? F16A C18 F15A 98.4(12) . . ? F15 C18 F15A 72.6(7) . . ? F14 C18 F15A 43.5(7) . . ? F16 C18 F15A 138.5(7) . . ? F14A C18 C14 116.8(9) . . ? F16A C18 C14 111.9(11) . . ? F15 C18 C14 112.26(14) . . ? F14 C18 C14 112.06(14) . . ? F16 C18 C14 112.40(14) . . ? F15A C18 C14 105.9(7) . . ? F19 C19 F17 107.11(13) . . ? F19 C19 F18 106.46(13) . . ? F17 C19 F18 106.41(13) . . ? F19 C19 C16 112.10(13) . . ? F17 C19 C16 112.47(13) . . ? F18 C19 C16 111.90(13) . . ? C26 C21 C22 115.63(13) . . ? C26 C21 B1 123.91(13) . . ? C22 C21 B1 120.44(13) . . ? C23 C22 C21 121.96(14) . . ? C23 C22 C27 114.85(13) . . ? C21 C22 C27 123.17(13) . . ? C24 C23 C22 119.96(14) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.23(14) . . ? C23 C24 C28 120.98(14) . . ? C25 C24 C28 118.79(14) . . ? C24 C25 C26 119.52(14) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C25 C26 C21 122.63(13) . . ? C25 C26 C29 116.52(13) . . ? C21 C26 C29 120.80(13) . . ? F22 C27 F21 105.99(12) . . ? F22 C27 F23 105.81(12) . . ? F21 C27 F23 106.74(12) . . ? F22 C27 C22 111.68(13) . . ? F21 C27 C22 112.12(12) . . ? F23 C27 C22 113.95(12) . . ? F24A C28 F26A 112.5(18) . . ? F24A C28 F25 94(2) . . ? F26A C28 F25 111.2(8) . . ? F24A C28 F26 120(2) . . ? F26A C28 F26 8.8(12) . . ? F25 C28 F26 105.5(5) . . ? F24A C28 F24 17(3) . . ? F26A C28 F24 96.7(10) . . ? F25 C28 F24 107.4(6) . . ? F26 C28 F24 105.0(5) . . ? F24A C28 F25A 104.2(16) . . ? F26A C28 F25A 108.1(10) . . ? F25 C28 F25A 9.9(17) . . ? F26 C28 F25A 101.3(9) . . ? F24 C28 F25A 117.2(15) . . ? F24A C28 C24 110.3(10) . . ? F26A C28 C24 113.4(8) . . ? F25 C28 C24 113.5(5) . . ? F26 C28 C24 111.5(4) . . ? F24 C28 C24 113.4(4) . . ? F25A C28 C24 107.8(11) . . ? F28 C29 F29 106.80(13) . . ? F28 C29 F27 106.30(13) . . ? F29 C29 F27 106.01(13) . . ? F28 C29 C26 111.71(13) . . ? F29 C29 C26 112.34(13) . . ? F27 C29 C26 113.21(13) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.485 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.053 #====================================================================== data_2 _database_code_CSD 217589 _chemical_name_common 'Bis-(2,4,6,-tris-trifluoromethyl-phenyl) fluoroborane' _chemical_name_systematic ; Bis-(2,4,6,-tris-trifluoromethyl-phenyl) fluoroborane ; _chemical_melting_point 'not measured' _chemical_formula_moiety 'C18 H4 B F19' _chemical_formula_sum 'C18 H4 B F19' _chemical_formula_weight 592.02 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' _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 8.9564(6) _cell_length_b 9.4751(6) _cell_length_c 23.6514(15) _cell_angle_alpha 90.00 _cell_angle_beta 98.494(0) _cell_angle_gamma 90.00 _cell_volume 1985.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4390 _cell_measurement_theta_min 2.319 _cell_measurement_theta_max 26.8295 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.981 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 0.241 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9534 _exptl_absorpt_correction_T_max 0.9881 _exptl_absorpt_process_details 'SADABS (G.M.Sheldrick, 1998)' _exptl_special_details ; The data collection nominally covered full sphere of reciprocal Space, by a combination of 5 sets of \w scans each set at different \f and/or 2\q angles and each scan (25s exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _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 SMART CCD 1K area detector' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 20530 _diffrn_reflns_av_R_equivalents 0.0736 _diffrn_reflns_av_sigmaI/netI 0.0630 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4550 _reflns_number_gt 2748 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SMART-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _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^)+(0.0351P)^2^+1.5356P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 4550 _refine_ls_number_parameters 381 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 1.026 _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 B1 B 1.1926(3) 0.5598(3) 0.10177(13) 0.0194(6) Uani 1 1 d . . . F1 F 1.13016(18) 0.65574(17) 0.06584(7) 0.0320(4) Uani 1 1 d . . . C11 C 1.3340(3) 0.6117(3) 0.14593(11) 0.0177(6) Uani 1 1 d . . . C12 C 1.4484(3) 0.6935(3) 0.12644(11) 0.0209(6) Uani 1 1 d . . . C13 C 1.5759(3) 0.7358(3) 0.16354(12) 0.0238(6) Uani 1 1 d . . . H13A H 1.6497 0.7894 0.1497 0.029 Uiso 1 1 calc R . . C14 C 1.5938(3) 0.6993(3) 0.22038(12) 0.0239(6) Uani 1 1 d . A . C15 C 1.4828(3) 0.6229(3) 0.24140(12) 0.0246(6) Uani 1 1 d . . . H15A H 1.4937 0.5996 0.2800 0.030 Uiso 1 1 calc R . . C16 C 1.3547(3) 0.5810(3) 0.20476(11) 0.0191(6) Uani 1 1 d . . . C17 C 1.4391(3) 0.7419(3) 0.06544(12) 0.0243(6) Uani 1 1 d . . . F11 F 1.3494(2) 0.85495(18) 0.05477(7) 0.0380(4) Uani 1 1 d . . . F12 F 1.57356(19) 0.7781(2) 0.05249(7) 0.0405(5) Uani 1 1 d . . . F13 F 1.38503(18) 0.64367(18) 0.02702(6) 0.0293(4) Uani 1 1 d . . . C18 C 1.7310(3) 0.7458(3) 0.26044(12) 0.0319(7) Uani 1 1 d D . . F14 F 1.7046(3) 0.8687(3) 0.28612(12) 0.0528(8) Uani 0.85 1 d PD A 1 F15 F 1.7689(3) 0.6552(3) 0.30269(11) 0.0538(8) Uani 0.85 1 d PD A 1 F16 F 1.8501(3) 0.7662(4) 0.23409(15) 0.0488(11) Uani 0.85 1 d PD A 1 F14A F 1.710(2) 0.8143(16) 0.3023(6) 0.042(3) Uiso 0.15 1 d PD A 2 F15A F 1.8094(18) 0.6284(15) 0.2823(6) 0.042(3) Uiso 0.15 1 d PD A 2 F16A F 1.827(3) 0.810(2) 0.2320(11) 0.042(3) Uiso 0.15 1 d PD A 2 C19 C 1.2360(3) 0.5035(3) 0.23197(11) 0.0263(7) Uani 1 1 d . . . F17 F 1.2431(2) 0.36411(19) 0.22660(8) 0.0441(5) Uani 1 1 d . . . F18 F 1.2466(2) 0.5310(2) 0.28778(7) 0.0400(5) Uani 1 1 d . . . F19 F 1.09679(18) 0.5413(2) 0.20868(7) 0.0394(5) Uani 1 1 d . . . C21 C 1.1180(3) 0.4074(3) 0.09583(10) 0.0162(5) Uani 1 1 d . . . C22 C 1.2008(3) 0.2812(3) 0.09538(10) 0.0180(6) Uani 1 1 d . . . C23 C 1.1326(3) 0.1505(3) 0.09026(11) 0.0228(6) Uani 1 1 d . . . H23A H 1.1909 0.0693 0.0903 0.027 Uiso 1 1 calc R . . C24 C 0.9766(3) 0.1407(3) 0.08507(11) 0.0226(6) Uani 1 1 d . B . C25 C 0.8906(3) 0.2613(3) 0.08367(11) 0.0207(6) Uani 1 1 d . . . H25A H 0.7860 0.2546 0.0795 0.025 Uiso 1 1 calc R . . C26 C 0.9595(3) 0.3931(3) 0.08839(10) 0.0169(6) Uani 1 1 d . . . C27 C 1.3707(3) 0.2831(3) 0.09871(12) 0.0251(6) Uani 1 1 d . . . F21 F 1.42407(19) 0.16384(18) 0.07952(8) 0.0406(5) Uani 1 1 d . . . F22 F 1.44250(18) 0.3013(2) 0.15215(7) 0.0376(5) Uani 1 1 d . . . F23 F 1.41612(18) 0.38745(18) 0.06749(7) 0.0303(4) Uani 1 1 d . . . C28 C 0.9020(4) -0.0017(3) 0.08167(14) 0.0347(8) Uani 1 1 d D . . F24 F 0.7534(11) 0.0075(8) 0.0855(9) 0.072(4) Uani 0.50(2) 1 d PD B 1 F25 F 0.955(2) -0.0728(16) 0.1288(6) 0.086(5) Uani 0.50(2) 1 d PD B 1 F26 F 0.9199(16) -0.0775(13) 0.0401(3) 0.054(3) Uani 0.50(2) 1 d PD B 1 F24A F 0.7705(16) 0.0019(9) 0.0476(9) 0.089(6) Uani 0.50(2) 1 d PD B 2 F25A F 0.891(2) -0.0611(17) 0.1283(5) 0.071(4) Uani 0.50(2) 1 d PD B 2 F26A F 0.980(2) -0.0918(13) 0.0525(7) 0.078(4) Uani 0.50(2) 1 d PD B 2 C29 C 0.8550(3) 0.5191(3) 0.08415(11) 0.0196(6) Uani 1 1 d . . . F27 F 0.71585(17) 0.48269(18) 0.09304(7) 0.0322(4) Uani 1 1 d . . . F28 F 0.90076(18) 0.62068(17) 0.12180(7) 0.0290(4) Uani 1 1 d . . . F29 F 0.83949(18) 0.57756(17) 0.03212(6) 0.0277(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 B1 0.0165(15) 0.0201(16) 0.0231(15) 0.0013(13) 0.0076(12) 0.0016(13) F1 0.0218(9) 0.0265(9) 0.0444(10) 0.0136(8) -0.0061(7) -0.0068(7) C11 0.0160(13) 0.0148(13) 0.0224(13) -0.0034(11) 0.0037(10) -0.0005(11) C12 0.0212(15) 0.0179(14) 0.0242(14) -0.0051(11) 0.0058(11) -0.0031(11) C13 0.0191(14) 0.0241(16) 0.0295(15) -0.0075(12) 0.0079(11) -0.0069(12) C14 0.0195(15) 0.0271(16) 0.0251(15) -0.0087(12) 0.0032(11) -0.0030(12) C15 0.0265(16) 0.0261(16) 0.0207(14) -0.0042(12) 0.0019(11) -0.0018(13) C16 0.0196(14) 0.0161(13) 0.0223(13) -0.0014(11) 0.0055(10) -0.0013(11) C17 0.0220(15) 0.0214(15) 0.0298(16) -0.0030(12) 0.0042(11) -0.0100(12) F11 0.0498(12) 0.0229(10) 0.0418(10) 0.0068(8) 0.0088(9) 0.0034(9) F12 0.0281(10) 0.0632(13) 0.0316(10) 0.0050(9) 0.0088(7) -0.0215(9) F13 0.0338(10) 0.0320(10) 0.0210(8) -0.0026(7) 0.0000(7) -0.0093(8) C18 0.0250(16) 0.046(2) 0.0241(16) -0.0066(14) 0.0019(12) -0.0107(15) F14 0.0466(16) 0.0557(19) 0.0533(17) -0.0315(15) -0.0020(14) -0.0152(15) F15 0.0361(16) 0.080(2) 0.0388(15) 0.0125(15) -0.0152(12) -0.0230(14) F16 0.0146(14) 0.098(3) 0.0345(14) -0.0144(19) 0.0044(11) -0.0175(17) C19 0.0261(16) 0.0339(18) 0.0185(14) -0.0015(12) 0.0024(11) -0.0080(13) F17 0.0555(13) 0.0275(10) 0.0547(12) 0.0008(9) 0.0258(10) -0.0139(9) F18 0.0377(11) 0.0643(13) 0.0193(9) -0.0044(8) 0.0084(7) -0.0214(10) F19 0.0193(9) 0.0665(13) 0.0328(10) 0.0054(9) 0.0052(7) -0.0070(9) C21 0.0157(13) 0.0187(14) 0.0141(12) -0.0020(10) 0.0023(10) -0.0032(11) C22 0.0182(13) 0.0204(14) 0.0155(13) -0.0013(11) 0.0030(10) 0.0001(11) C23 0.0269(16) 0.0206(15) 0.0211(14) 0.0017(12) 0.0042(11) 0.0015(12) C24 0.0269(16) 0.0190(14) 0.0219(14) 0.0001(12) 0.0037(11) -0.0060(12) C25 0.0186(14) 0.0238(15) 0.0199(14) -0.0002(11) 0.0042(10) -0.0062(12) C26 0.0139(13) 0.0228(14) 0.0142(12) -0.0002(11) 0.0025(10) -0.0030(11) C27 0.0228(15) 0.0269(16) 0.0250(15) -0.0015(13) 0.0018(12) 0.0048(13) F21 0.0300(10) 0.0279(10) 0.0662(13) -0.0117(9) 0.0148(9) 0.0076(8) F22 0.0220(9) 0.0547(12) 0.0333(10) -0.0002(9) -0.0060(7) 0.0086(8) F23 0.0212(9) 0.0323(10) 0.0390(10) 0.0009(8) 0.0095(7) -0.0027(7) C28 0.042(2) 0.0201(16) 0.042(2) -0.0030(15) 0.0071(16) -0.0092(14) F24 0.053(4) 0.035(3) 0.138(10) -0.021(5) 0.045(5) -0.027(3) F25 0.156(13) 0.043(4) 0.052(5) 0.019(4) -0.013(6) -0.065(7) F26 0.105(9) 0.040(4) 0.024(3) -0.018(2) 0.028(4) -0.043(5) F24A 0.062(7) 0.037(3) 0.144(12) 0.022(5) -0.064(7) -0.027(4) F25A 0.134(11) 0.057(5) 0.029(4) -0.010(3) 0.037(5) -0.067(6) F26A 0.103(9) 0.027(4) 0.118(9) -0.036(5) 0.059(7) -0.029(5) C29 0.0158(14) 0.0218(14) 0.0209(14) -0.0013(11) 0.0015(10) -0.0032(11) F27 0.0148(8) 0.0350(10) 0.0484(11) 0.0042(8) 0.0097(7) 0.0000(7) F28 0.0271(9) 0.0240(9) 0.0343(9) -0.0110(7) -0.0003(7) 0.0045(7) F29 0.0246(9) 0.0307(9) 0.0262(8) 0.0064(7) -0.0011(7) 0.0047(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 B1 F1 1.312(3) . ? B1 C21 1.588(4) . ? B1 C11 1.596(4) . ? C11 C16 1.407(4) . ? C11 C12 1.415(4) . ? C12 C13 1.392(4) . ? C12 C17 1.505(4) . ? C13 C14 1.375(4) . ? C13 H13A 0.9300 . ? C14 C15 1.380(4) . ? C14 C18 1.503(4) . ? C15 C16 1.390(4) . ? C15 H15A 0.9300 . ? C16 C19 1.512(4) . ? C17 F12 1.331(3) . ? C17 F11 1.340(3) . ? C17 F13 1.341(3) . ? C18 F14A 1.222(14) . ? C18 F16A 1.314(16) . ? C18 F15 1.323(4) . ? C18 F16 1.326(4) . ? C18 F14 1.350(4) . ? C18 F15A 1.374(13) . ? C19 F17 1.330(3) . ? C19 F19 1.335(3) . ? C19 F18 1.335(3) . ? C21 C22 1.407(4) . ? C21 C26 1.412(3) . ? C22 C23 1.379(4) . ? C22 C27 1.513(4) . ? C23 C24 1.387(4) . ? C23 H23A 0.9300 . ? C24 C25 1.376(4) . ? C24 C28 1.502(4) . ? C25 C26 1.389(4) . ? C25 H25A 0.9300 . ? C26 C29 1.512(4) . ? C27 F21 1.333(3) . ? C27 F23 1.333(3) . ? C27 F22 1.342(3) . ? C28 F26 1.247(9) . ? C28 F25A 1.255(11) . ? C28 F24A 1.326(6) . ? C28 F25 1.330(13) . ? C28 F24 1.350(8) . ? C28 F26A 1.354(11) . ? C29 F28 1.334(3) . ? C29 F29 1.338(3) . ? C29 F27 1.339(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 F1 B1 C21 116.1(2) . . ? F1 B1 C11 115.6(2) . . ? C21 B1 C11 128.4(2) . . ? C16 C11 C12 116.1(2) . . ? C16 C11 B1 124.0(2) . . ? C12 C11 B1 119.9(2) . . ? C13 C12 C11 121.2(2) . . ? C13 C12 C17 116.2(2) . . ? C11 C12 C17 122.6(2) . . ? C14 C13 C12 120.7(3) . . ? C14 C13 H13A 119.7 . . ? C12 C13 H13A 119.7 . . ? C13 C14 C15 119.9(3) . . ? C13 C14 C18 120.6(3) . . ? C15 C14 C18 119.5(3) . . ? C14 C15 C16 119.8(3) . . ? C14 C15 H15A 120.1 . . ? C16 C15 H15A 120.1 . . ? C15 C16 C11 122.3(2) . . ? C15 C16 C19 116.2(2) . . ? C11 C16 C19 121.5(2) . . ? F12 C17 F11 106.8(2) . . ? F12 C17 F13 105.8(2) . . ? F11 C17 F13 106.3(2) . . ? F12 C17 C12 112.0(2) . . ? F11 C17 C12 111.8(2) . . ? F13 C17 C12 113.7(2) . . ? F14A C18 F16A 111.2(14) . . ? F14A C18 F15 77.6(7) . . ? F16A C18 F15 124.9(11) . . ? F14A C18 F16 122.4(9) . . ? F16A C18 F16 20.1(10) . . ? F15 C18 F16 108.4(3) . . ? F14A C18 F14 28.3(7) . . ? F16A C18 F14 90.2(11) . . ? F15 C18 F14 105.2(3) . . ? F16 C18 F14 107.0(3) . . ? F14A C18 F15A 104.9(10) . . ? F16A C18 F15A 103.3(11) . . ? F15 C18 F15A 29.7(6) . . ? F16 C18 F15A 83.9(7) . . ? F14 C18 F15A 129.9(7) . . ? F14A C18 C14 117.2(9) . . ? F16A C18 C14 110.4(13) . . ? F15 C18 C14 112.3(3) . . ? F16 C18 C14 112.7(3) . . ? F14 C18 C14 110.8(3) . . ? F15A C18 C14 108.9(8) . . ? F17 C19 F19 106.4(2) . . ? F17 C19 F18 106.9(2) . . ? F19 C19 F18 106.4(2) . . ? F17 C19 C16 113.2(2) . . ? F19 C19 C16 111.5(2) . . ? F18 C19 C16 112.0(2) . . ? C22 C21 C26 116.0(2) . . ? C22 C21 B1 123.9(2) . . ? C26 C21 B1 120.0(2) . . ? C23 C22 C21 122.5(2) . . ? C23 C22 C27 116.4(2) . . ? C21 C22 C27 121.1(2) . . ? C22 C23 C24 119.7(3) . . ? C22 C23 H23A 120.2 . . ? C24 C23 H23A 120.2 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 C28 120.1(3) . . ? C23 C24 C28 120.0(3) . . ? C24 C25 C26 120.3(2) . . ? C24 C25 H25A 119.9 . . ? C26 C25 H25A 119.9 . . ? C25 C26 C21 121.5(2) . . ? C25 C26 C29 116.2(2) . . ? C21 C26 C29 122.3(2) . . ? F21 C27 F23 106.6(2) . . ? F21 C27 F22 106.5(2) . . ? F23 C27 F22 106.5(2) . . ? F21 C27 C22 112.4(2) . . ? F23 C27 C22 111.5(2) . . ? F22 C27 C22 112.9(2) . . ? F26 C28 F25A 118.0(9) . . ? F26 C28 F24A 75.0(8) . . ? F25A C28 F24A 111.6(8) . . ? F26 C28 F25 107.2(9) . . ? F25A C28 F25 26.0(11) . . ? F24A C28 F25 134.4(7) . . ? F26 C28 F24 109.5(6) . . ? F25A C28 F24 76.3(8) . . ? F24A C28 F24 40.9(5) . . ? F25 C28 F24 102.3(7) . . ? F26 C28 F26A 25.7(8) . . ? F25A C28 F26A 106.1(9) . . ? F24A C28 F26A 100.6(6) . . ? F25 C28 F26A 87.6(9) . . ? F24 C28 F26A 131.5(6) . . ? F26 C28 C24 116.8(6) . . ? F25A C28 C24 116.6(7) . . ? F24A C28 C24 111.0(4) . . ? F25 C28 C24 107.9(7) . . ? F24 C28 C24 112.0(4) . . ? F26A C28 C24 109.5(6) . . ? F28 C29 F29 107.2(2) . . ? F28 C29 F27 106.4(2) . . ? F29 C29 F27 106.2(2) . . ? F28 C29 C26 113.5(2) . . ? F29 C29 C26 111.5(2) . . ? F27 C29 C26 111.5(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.297 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.069 #====================================================================== data_3 _database_code_CSD 217590 _chemical_name_common 'Tris-(2,4,bis(trifluoromethyl)phenyl) borane' _chemical_name_systematic ; Tris-(2,4,bis(trifluoromethyl)phenyl) borane ; _chemical_melting_point 'not measured' _chemical_formula_moiety 'C24 H9 B1 F18' _chemical_formula_sum 'C24 H9 B1 F18' _chemical_formula_weight 650.1163 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' _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 10.1795(7) _cell_length_b 11.0533(8) _cell_length_c 11.4719(8) _cell_angle_alpha 94.9440(10) _cell_angle_beta 108.3620(10) _cell_angle_gamma 94.5490(10) _cell_volume 1212.75(15) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 11514 _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 27.43 _exptl_crystal_description plate _exptl_crystal_colour clear_light_colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas Not_measured _exptl_crystal_density_diffrn 1.78 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 640 _exptl_absorpt_coefficient_mu 0.200 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9064 _exptl_absorpt_correction_T_max 0.9802 _exptl_absorpt_process_details 'SADABS (G.M.Sheldrick, 1998)' _exptl_special_details ; The data collection nominally covered full sphere of reciprocal Space, by a combination of 5 sets of \w scans each set at different \f and/or 2\q angles and each scan (14s exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 120(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 SMART CCD 1K area detector' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 11514 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0522 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 27.43 _reflns_number_total 5131 _reflns_number_gt 3840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SMART-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _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^)+(0.0577P)^2^+0.8102P] 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 5131 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0741 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1362 _refine_ls_wR_factor_gt 0.1255 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 B1 B 0.3919(3) 0.2910(2) 0.2290(2) 0.0221(6) Uani 1 1 d . . . C11 C 0.3306(2) 0.2454(2) 0.3303(2) 0.0208(5) Uani 1 1 d . . . C12 C 0.3173(3) 0.1243(2) 0.3591(2) 0.0223(5) Uani 1 1 d . . . C13 C 0.2634(3) 0.0948(2) 0.4514(2) 0.0251(5) Uani 1 1 d . . . H13A H 0.2549 0.0142 0.4681 0.030 Uiso 1 1 calc R . . C14 C 0.2221(3) 0.1860(2) 0.5188(2) 0.0258(5) Uani 1 1 d . . . C15 C 0.2313(3) 0.3062(2) 0.4915(2) 0.0266(5) Uani 1 1 d . . . H15A H 0.2029 0.3672 0.5361 0.032 Uiso 1 1 calc R . . C16 C 0.2832(3) 0.3345(2) 0.3973(2) 0.0241(5) Uani 1 1 d . . . H16A H 0.2865 0.4145 0.3782 0.029 Uiso 1 1 calc R . . C17 C 0.3548(3) 0.0213(2) 0.2856(2) 0.0286(6) Uani 1 1 d . . . F11 F 0.49128(19) 0.00809(16) 0.32430(16) 0.0468(5) Uani 1 1 d . . . F12 F 0.2870(2) -0.08642(13) 0.28790(17) 0.0498(5) Uani 1 1 d . . . F13 F 0.32269(16) 0.03840(13) 0.16502(13) 0.0325(4) Uani 1 1 d . . . C18 C 0.1650(3) 0.1559(2) 0.6193(3) 0.0334(6) Uani 1 1 d . . . F14 F 0.2400(3) 0.2129(2) 0.72813(17) 0.0804(8) Uani 1 1 d . . . F15 F 0.0374(2) 0.1903(2) 0.6007(2) 0.0733(7) Uani 1 1 d . . . F16 F 0.1502(3) 0.03748(16) 0.62863(19) 0.0653(6) Uani 1 1 d . . . C21 C 0.2949(2) 0.3588(2) 0.1244(2) 0.0205(5) Uani 1 1 d . . . C22 C 0.3200(3) 0.4782(2) 0.0957(2) 0.0231(5) Uani 1 1 d . . . C23 C 0.2325(3) 0.5206(2) -0.0083(2) 0.0246(5) Uani 1 1 d . . . H23A H 0.2497 0.6003 -0.0246 0.030 Uiso 1 1 calc R . . C24 C 0.1197(2) 0.4443(2) -0.0877(2) 0.0220(5) Uani 1 1 d . . . C25 C 0.0904(3) 0.3266(2) -0.0616(2) 0.0236(5) Uani 1 1 d . . . H25A H 0.0144 0.2753 -0.1147 0.028 Uiso 1 1 calc R . . C26 C 0.1765(3) 0.2865(2) 0.0452(2) 0.0234(5) Uani 1 1 d . . . H26A H 0.1544 0.2091 0.0643 0.028 Uiso 1 1 calc R . . C27 C 0.4426(3) 0.5621(2) 0.1791(2) 0.0312(6) Uani 1 1 d . . . F21 F 0.5576(2) 0.5493(2) 0.1507(2) 0.0815(8) Uani 1 1 d . . . F22 F 0.4246(2) 0.67920(15) 0.1746(2) 0.0684(7) Uani 1 1 d . . . F23 F 0.4739(2) 0.54216(19) 0.29577(17) 0.0653(6) Uani 1 1 d . . . C28 C 0.0307(3) 0.4880(2) -0.2044(2) 0.0268(5) Uani 1 1 d . . . F24 F -0.09774(17) 0.42921(15) -0.24672(15) 0.0411(4) Uani 1 1 d . . . F25 F 0.08576(18) 0.47457(17) -0.29583(14) 0.0436(4) Uani 1 1 d . . . F26 F 0.01656(17) 0.60776(14) -0.18844(14) 0.0377(4) Uani 1 1 d . . . C31 C 0.5332(3) 0.2563(2) 0.2121(2) 0.0221(5) Uani 1 1 d . . . C32 C 0.6632(3) 0.2560(2) 0.3030(2) 0.0223(5) Uani 1 1 d . . . C33 C 0.7734(3) 0.2081(2) 0.2759(2) 0.0232(5) Uani 1 1 d . . . H33A H 0.8592 0.2112 0.3374 0.028 Uiso 1 1 calc R . . C34 C 0.7553(2) 0.1554(2) 0.1566(2) 0.0223(5) Uani 1 1 d . . . C35 C 0.6294(3) 0.1569(2) 0.0634(2) 0.0236(5) Uani 1 1 d . . . H35A H 0.6176 0.1231 -0.0168 0.028 Uiso 1 1 calc R . . C36 C 0.5215(3) 0.2087(2) 0.0903(2) 0.0238(5) Uani 1 1 d . . . H36A H 0.4390 0.2123 0.0266 0.029 Uiso 1 1 calc R . . C37 C 0.6926(3) 0.3088(2) 0.4354(2) 0.0284(6) Uani 1 1 d . . . F31 F 0.81848(18) 0.3715(2) 0.48269(16) 0.0556(5) Uani 1 1 d . . . F32 F 0.60415(17) 0.38686(15) 0.44953(15) 0.0424(4) Uani 1 1 d . . . F33 F 0.6855(3) 0.22320(17) 0.50785(16) 0.0687(7) Uani 1 1 d . . . C38 C 0.8705(3) 0.0973(2) 0.1260(2) 0.0263(5) Uani 1 1 d . . . F34 F 0.99324(15) 0.12147(15) 0.21616(15) 0.0374(4) Uani 1 1 d . . . F35 F 0.84260(17) -0.02518(13) 0.10392(15) 0.0353(4) Uani 1 1 d . . . F36 F 0.88943(16) 0.13451(14) 0.02277(14) 0.0337(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 B1 0.0296(14) 0.0160(12) 0.0184(13) -0.0007(10) 0.0060(11) 0.0001(11) C11 0.0251(12) 0.0187(11) 0.0174(11) 0.0029(9) 0.0048(10) 0.0031(9) C12 0.0271(12) 0.0196(11) 0.0204(12) 0.0040(9) 0.0066(10) 0.0058(10) C13 0.0345(14) 0.0191(12) 0.0228(12) 0.0077(9) 0.0090(11) 0.0051(10) C14 0.0309(13) 0.0249(13) 0.0222(12) 0.0052(10) 0.0089(11) 0.0027(10) C15 0.0377(14) 0.0200(12) 0.0259(13) 0.0021(10) 0.0152(11) 0.0057(10) C16 0.0316(13) 0.0173(11) 0.0251(13) 0.0043(9) 0.0111(11) 0.0036(10) C17 0.0418(15) 0.0198(12) 0.0275(13) 0.0055(10) 0.0149(12) 0.0051(11) F11 0.0527(11) 0.0456(10) 0.0450(10) 0.0043(8) 0.0142(9) 0.0307(9) F12 0.0947(15) 0.0153(8) 0.0544(11) 0.0016(7) 0.0470(11) 0.0015(8) F13 0.0496(10) 0.0262(8) 0.0232(8) -0.0007(6) 0.0152(7) 0.0032(7) C18 0.0485(17) 0.0264(14) 0.0321(15) 0.0062(11) 0.0217(13) 0.0046(12) F14 0.1073(18) 0.0997(18) 0.0286(10) -0.0111(11) 0.0329(12) -0.0458(15) F15 0.0747(15) 0.0886(17) 0.0919(17) 0.0473(14) 0.0616(14) 0.0335(13) F16 0.1262(19) 0.0318(10) 0.0684(13) 0.0192(9) 0.0696(14) 0.0140(11) C21 0.0243(12) 0.0194(11) 0.0215(12) 0.0039(9) 0.0119(10) 0.0048(9) C22 0.0280(13) 0.0203(12) 0.0235(12) 0.0031(9) 0.0119(10) 0.0014(10) C23 0.0329(13) 0.0197(12) 0.0239(12) 0.0055(9) 0.0122(11) 0.0033(10) C24 0.0263(12) 0.0239(12) 0.0199(12) 0.0051(9) 0.0114(10) 0.0072(10) C25 0.0254(12) 0.0225(12) 0.0229(12) 0.0013(9) 0.0086(10) 0.0018(10) C26 0.0271(13) 0.0198(12) 0.0265(13) 0.0075(9) 0.0117(11) 0.0038(10) C27 0.0357(15) 0.0238(13) 0.0310(14) 0.0069(11) 0.0060(12) 0.0017(11) F21 0.0386(11) 0.0907(17) 0.1034(19) -0.0448(14) 0.0297(12) -0.0277(11) F22 0.0773(15) 0.0204(9) 0.0723(14) 0.0043(9) -0.0232(11) -0.0037(9) F23 0.0796(14) 0.0627(13) 0.0291(10) 0.0132(9) -0.0093(9) -0.0334(11) C28 0.0320(14) 0.0268(13) 0.0234(13) 0.0054(10) 0.0096(11) 0.0089(11) F24 0.0352(9) 0.0453(10) 0.0338(9) 0.0134(7) -0.0021(7) -0.0019(7) F25 0.0576(11) 0.0577(11) 0.0274(9) 0.0175(8) 0.0226(8) 0.0253(9) F26 0.0471(10) 0.0280(8) 0.0355(9) 0.0083(7) 0.0063(8) 0.0145(7) C31 0.0283(13) 0.0165(11) 0.0211(12) 0.0053(9) 0.0071(10) 0.0007(9) C32 0.0290(13) 0.0181(11) 0.0192(12) 0.0038(9) 0.0067(10) 0.0014(10) C33 0.0243(12) 0.0197(11) 0.0231(12) 0.0043(9) 0.0036(10) 0.0022(9) C34 0.0255(12) 0.0177(11) 0.0250(12) 0.0035(9) 0.0105(10) -0.0009(9) C35 0.0284(13) 0.0233(12) 0.0191(12) 0.0008(9) 0.0084(10) 0.0007(10) C36 0.0237(12) 0.0251(12) 0.0211(12) 0.0034(9) 0.0050(10) 0.0026(10) C37 0.0333(14) 0.0285(13) 0.0209(12) 0.0010(10) 0.0054(11) 0.0055(11) F31 0.0354(10) 0.0853(15) 0.0336(10) -0.0231(9) 0.0046(8) -0.0055(9) F32 0.0425(10) 0.0450(10) 0.0334(9) -0.0138(7) 0.0064(8) 0.0127(8) F33 0.151(2) 0.0364(10) 0.0263(9) 0.0104(7) 0.0361(12) 0.0194(12) C38 0.0265(13) 0.0248(12) 0.0280(13) 0.0029(10) 0.0098(11) 0.0013(10) F34 0.0239(8) 0.0483(10) 0.0359(9) -0.0020(7) 0.0048(7) 0.0083(7) F35 0.0444(9) 0.0221(8) 0.0444(9) 0.0020(7) 0.0208(8) 0.0080(7) F36 0.0337(8) 0.0396(9) 0.0337(8) 0.0070(7) 0.0189(7) 0.0022(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 B1 C11 1.582(4) . ? B1 C21 1.582(4) . ? B1 C31 1.582(4) . ? C11 C16 1.405(3) . ? C11 C12 1.412(3) . ? C12 C13 1.388(3) . ? C12 C17 1.504(3) . ? C13 C14 1.388(3) . ? C13 H13A 0.9300 . ? C14 C15 1.393(3) . ? C14 C18 1.496(4) . ? C15 C16 1.392(3) . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 F12 1.335(3) . ? C17 F11 1.343(3) . ? C17 F13 1.351(3) . ? C18 F14 1.314(3) . ? C18 F16 1.323(3) . ? C18 F15 1.339(3) . ? C21 C26 1.396(3) . ? C21 C22 1.410(3) . ? C22 C23 1.389(3) . ? C22 C27 1.498(4) . ? C23 C24 1.384(3) . ? C23 H23A 0.9300 . ? C24 C25 1.389(3) . ? C24 C28 1.505(3) . ? C25 C26 1.395(3) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 F23 1.317(3) . ? C27 F21 1.325(3) . ? C27 F22 1.325(3) . ? C28 F24 1.333(3) . ? C28 F25 1.339(3) . ? C28 F26 1.346(3) . ? C31 C32 1.404(3) . ? C31 C36 1.416(3) . ? C32 C33 1.386(3) . ? C32 C37 1.506(3) . ? C33 C34 1.391(3) . ? C33 H33A 0.9300 . ? C34 C35 1.389(3) . ? C34 C38 1.500(3) . ? C35 C36 1.382(3) . ? C35 H35A 0.9300 . ? C36 H36A 0.9300 . ? C37 F33 1.325(3) . ? C37 F32 1.331(3) . ? C37 F31 1.332(3) . ? C38 F34 1.337(3) . ? C38 F35 1.346(3) . ? C38 F36 1.351(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 C11 B1 C21 117.6(2) . . ? C11 B1 C31 124.7(2) . . ? C21 B1 C31 117.0(2) . . ? C16 C11 C12 116.8(2) . . ? C16 C11 B1 116.4(2) . . ? C12 C11 B1 126.7(2) . . ? C13 C12 C11 121.8(2) . . ? C13 C12 C17 117.5(2) . . ? C11 C12 C17 120.6(2) . . ? C12 C13 C14 119.8(2) . . ? C12 C13 H13A 120.1 . . ? C14 C13 H13A 120.1 . . ? C13 C14 C15 120.1(2) . . ? C13 C14 C18 120.4(2) . . ? C15 C14 C18 119.5(2) . . ? C16 C15 C14 119.7(2) . . ? C16 C15 H15A 120.1 . . ? C14 C15 H15A 120.1 . . ? C15 C16 C11 121.7(2) . . ? C15 C16 H16A 119.1 . . ? C11 C16 H16A 119.1 . . ? F12 C17 F11 106.9(2) . . ? F12 C17 F13 106.0(2) . . ? F11 C17 F13 105.8(2) . . ? F12 C17 C12 112.6(2) . . ? F11 C17 C12 113.3(2) . . ? F13 C17 C12 111.6(2) . . ? F14 C18 F16 108.5(2) . . ? F14 C18 F15 104.6(2) . . ? F16 C18 F15 104.7(2) . . ? F14 C18 C14 112.8(2) . . ? F16 C18 C14 113.5(2) . . ? F15 C18 C14 112.1(2) . . ? C26 C21 C22 116.9(2) . . ? C26 C21 B1 114.8(2) . . ? C22 C21 B1 128.0(2) . . ? C23 C22 C21 121.4(2) . . ? C23 C22 C27 118.9(2) . . ? C21 C22 C27 119.7(2) . . ? C24 C23 C22 119.9(2) . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 120.0 . . ? C23 C24 C25 120.4(2) . . ? C23 C24 C28 119.7(2) . . ? C25 C24 C28 119.9(2) . . ? C24 C25 C26 119.1(2) . . ? C24 C25 H25A 120.5 . . ? C26 C25 H25A 120.5 . . ? C25 C26 C21 122.2(2) . . ? C25 C26 H26A 118.9 . . ? C21 C26 H26A 118.9 . . ? F23 C27 F21 105.2(2) . . ? F23 C27 F22 107.2(2) . . ? F21 C27 F22 105.4(2) . . ? F23 C27 C22 112.7(2) . . ? F21 C27 C22 112.5(2) . . ? F22 C27 C22 113.2(2) . . ? F24 C28 F25 107.1(2) . . ? F24 C28 F26 106.6(2) . . ? F25 C28 F26 105.7(2) . . ? F24 C28 C24 112.9(2) . . ? F25 C28 C24 112.0(2) . . ? F26 C28 C24 112.1(2) . . ? C32 C31 C36 116.6(2) . . ? C32 C31 B1 128.6(2) . . ? C36 C31 B1 114.5(2) . . ? C33 C32 C31 121.8(2) . . ? C33 C32 C37 115.8(2) . . ? C31 C32 C37 122.4(2) . . ? C32 C33 C34 119.9(2) . . ? C32 C33 H33A 120.1 . . ? C34 C33 H33A 120.1 . . ? C35 C34 C33 119.9(2) . . ? C35 C34 C38 119.1(2) . . ? C33 C34 C38 121.0(2) . . ? C36 C35 C34 119.8(2) . . ? C36 C35 H35A 120.1 . . ? C34 C35 H35A 120.1 . . ? C35 C36 C31 121.8(2) . . ? C35 C36 H36A 119.1 . . ? C31 C36 H36A 119.1 . . ? F33 C37 F32 106.1(2) . . ? F33 C37 F31 107.3(2) . . ? F32 C37 F31 105.3(2) . . ? F33 C37 C32 112.2(2) . . ? F32 C37 C32 113.4(2) . . ? F31 C37 C32 112.1(2) . . ? F34 C38 F35 106.8(2) . . ? F34 C38 F36 106.9(2) . . ? F35 C38 F36 106.02(19) . . ? F34 C38 C34 113.2(2) . . ? F35 C38 C34 111.6(2) . . ? F36 C38 C34 111.9(2) . . ? _diffrn_measured_fraction_theta_max 0.928 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.928 _refine_diff_density_max 0.642 _refine_diff_density_min -0.474 _refine_diff_density_rms 0.064 #====================================================================== data_4 _database_code_CSD 217591 _chemical_name_common '(2,6--Bis-trifluoromethyl-phenyl)-boronic acid' _chemical_name_systematic ; (2,6--Bis-trifluoromethyl-phenyl)-boronic acid ; _chemical_melting_point 'not measured' _chemical_formula_moiety 'C8 H5 B F6 O2' _chemical_formula_sum 'C8 H5 B F6 O2' _chemical_formula_weight 257.93 _chemical_absolute_configuration Unknown 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 14.0859(14) _cell_length_b 14.4620(14) _cell_length_c 5.0028(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1019.12(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 934 _cell_measurement_theta_min 4.309892 _cell_measurement_theta_max 21.00188 _exptl_crystal_description block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.681 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 548 _exptl_absorpt_coefficient_mu 0.187 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9189 _exptl_absorpt_correction_T_max 0.9796 _exptl_absorpt_process_details 'SADABS (G.M.Sheldrick, 1998)' _exptl_special_details ; The data collection nominally covered full sphere of reciprocal Space, by a combination of 5 sets of \w scans each set at different \f and/or 2\q angles and each scan (20s exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 1K area detector' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 10797 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0177 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2346 _reflns_number_gt 2209 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SMART-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _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^)+(0.0310P)^2^+0.3210P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(4) _refine_ls_number_reflns 2346 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0735 _refine_ls_wR_factor_gt 0.0717 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _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 C1 C 0.79491(10) 0.15641(10) 0.7609(3) 0.0172(3) Uani 1 1 d . . . C2 C 0.70581(11) 0.13086(11) 0.8609(3) 0.0197(3) Uani 1 1 d . . . C3 C 0.62886(12) 0.19178(12) 0.8656(4) 0.0259(4) Uani 1 1 d . . . H3 H 0.5685(14) 0.1716(13) 0.930(4) 0.022(5) Uiso 1 1 d . . . C4 C 0.63932(12) 0.28056(12) 0.7680(4) 0.0303(4) Uani 1 1 d . . . H4 H 0.5847(15) 0.3212(14) 0.768(4) 0.030(5) Uiso 1 1 d . . . C5 C 0.72605(13) 0.30836(11) 0.6637(4) 0.0262(4) Uani 1 1 d . . . H5 H 0.7342(13) 0.3667(14) 0.589(4) 0.023(5) Uiso 1 1 d . . . C6 C 0.80228(11) 0.24718(11) 0.6615(3) 0.0202(3) Uani 1 1 d . . . C7 C 0.89477(12) 0.28011(11) 0.5465(3) 0.0248(3) Uani 1 1 d . . . C8 C 0.69129(12) 0.03632(12) 0.9778(3) 0.0244(3) Uani 1 1 d . . . F1 F 0.90410(8) 0.37194(8) 0.5527(3) 0.0410(3) Uani 1 1 d . . . F2 F 0.96991(7) 0.24485(8) 0.6762(2) 0.0316(2) Uani 1 1 d . . . F3 F 0.90477(7) 0.25493(8) 0.28758(19) 0.0323(2) Uani 1 1 d . . . F4 F 0.74261(8) -0.02888(7) 0.8501(2) 0.0309(2) Uani 1 1 d . . . F5 F 0.60140(8) 0.00806(8) 0.9705(3) 0.0407(3) Uani 1 1 d . . . F6 F 0.71873(8) 0.03277(7) 1.2367(2) 0.0329(2) Uani 1 1 d . . . B1 B 0.88320(12) 0.08709(12) 0.7604(4) 0.0191(3) Uani 1 1 d . . . O1 O 0.92449(9) 0.06030(9) 0.9924(2) 0.0251(3) Uani 1 1 d . . . H1A H 0.9681 0.0245 0.9601 0.038 Uiso 0.50(3) 1 calc PR . . H1B H 0.9031 0.0748 1.1364 0.038 Uiso 0.50(3) 1 d PR . . O2 O 0.91924(9) 0.05361(9) 0.5276(2) 0.0266(3) Uani 1 1 d . . . H2A H 0.9670 0.0231 0.5591 0.040 Uiso 0.49(3) 1 calc PR . . H2B H 0.9006 0.0701 0.3718 0.040 Uiso 0.51(3) 1 d PR . . 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 C1 0.0176(7) 0.0216(7) 0.0125(6) -0.0034(6) -0.0025(6) 0.0035(5) C2 0.0196(7) 0.0237(7) 0.0157(7) -0.0027(6) -0.0007(6) 0.0012(6) C3 0.0162(7) 0.0332(9) 0.0283(8) -0.0032(7) 0.0005(7) 0.0041(7) C4 0.0236(8) 0.0291(8) 0.0381(10) -0.0049(8) -0.0032(8) 0.0100(6) C5 0.0302(9) 0.0197(7) 0.0289(9) -0.0001(7) -0.0041(7) 0.0036(6) C6 0.0201(7) 0.0235(7) 0.0169(7) -0.0016(6) -0.0027(6) 0.0007(6) C7 0.0258(8) 0.0263(8) 0.0224(8) -0.0011(6) -0.0006(7) -0.0011(6) C8 0.0226(8) 0.0282(8) 0.0223(8) -0.0004(7) 0.0007(7) -0.0007(7) F1 0.0412(6) 0.0260(5) 0.0558(7) -0.0025(5) 0.0116(6) -0.0091(5) F2 0.0190(4) 0.0485(6) 0.0274(6) 0.0020(5) -0.0037(4) -0.0038(5) F3 0.0299(5) 0.0471(6) 0.0199(5) -0.0003(4) 0.0029(4) -0.0032(5) F4 0.0392(6) 0.0224(5) 0.0311(5) -0.0021(4) 0.0019(5) 0.0017(4) F5 0.0259(5) 0.0403(6) 0.0558(7) 0.0094(5) -0.0007(5) -0.0097(5) F6 0.0453(6) 0.0332(5) 0.0202(5) 0.0045(4) 0.0004(5) 0.0000(5) B1 0.0178(8) 0.0229(8) 0.0166(8) -0.0002(7) 0.0005(7) 0.0025(6) O1 0.0239(6) 0.0360(7) 0.0155(6) 0.0009(5) -0.0027(5) 0.0094(5) O2 0.0274(7) 0.0369(7) 0.0154(5) -0.0036(5) 0.0007(5) 0.0112(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 C1 C2 1.401(2) . ? C1 C6 1.408(2) . ? C1 B1 1.597(2) . ? C2 C3 1.397(2) . ? C2 C8 1.501(2) . ? C3 C4 1.381(3) . ? C4 C5 1.388(3) . ? C5 C6 1.391(2) . ? C6 C7 1.502(2) . ? C7 F1 1.335(2) . ? C7 F2 1.342(2) . ? C7 F3 1.353(2) . ? C8 F5 1.331(2) . ? C8 F4 1.3491(19) . ? C8 F6 1.353(2) . ? B1 O1 1.355(2) . ? B1 O2 1.360(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 115.99(13) . . ? C2 C1 B1 122.18(14) . . ? C6 C1 B1 121.82(13) . . ? C3 C2 C1 122.34(15) . . ? C3 C2 C8 117.52(15) . . ? C1 C2 C8 120.10(14) . . ? C4 C3 C2 119.82(16) . . ? C3 C4 C5 119.74(15) . . ? C4 C5 C6 119.86(15) . . ? C5 C6 C1 122.24(14) . . ? C5 C6 C7 118.09(15) . . ? C1 C6 C7 119.67(14) . . ? F1 C7 F2 106.81(14) . . ? F1 C7 F3 106.24(14) . . ? F2 C7 F3 106.17(13) . . ? F1 C7 C6 113.08(14) . . ? F2 C7 C6 112.24(14) . . ? F3 C7 C6 111.83(14) . . ? F5 C8 F4 106.38(14) . . ? F5 C8 F6 106.65(14) . . ? F4 C8 F6 105.90(14) . . ? F5 C8 C2 113.48(14) . . ? F4 C8 C2 112.26(13) . . ? F6 C8 C2 111.65(14) . . ? O1 B1 O2 118.15(14) . . ? O1 B1 C1 120.82(14) . . ? O2 B1 C1 121.03(14) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.287 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.041 #====================================================================== data_5 _database_code_CSD 217592 _chemical_name_common Bis-(2,4,6-trimethyl-phenyl)-fluoroborane _chemical_name_systematic ; Bis-(2,4,6-trimethyl-phenyl)-fluoroborane ; _chemical_melting_point 'not measured' _chemical_formula_moiety 'C18 H22 B F' _chemical_formula_sum 'C18 H22 B F' _chemical_formula_weight 268.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 8.2080(5) _cell_length_b 7.8003(5) _cell_length_c 24.0891(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.3380(10) _cell_angle_gamma 90.00 _cell_volume 1542.27(17) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3401 _cell_measurement_theta_min 5.490 _cell_measurement_theta_max 56.563 _exptl_crystal_description block _exptl_crystal_colour clear_light_colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.155 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type Integration _exptl_absorpt_correction_T_min 0.9786 _exptl_absorpt_correction_T_max 0.9857 _exptl_absorpt_process_details 'XPREP (SHELXTL,1997)' _exptl_special_details ; The data collection nominally covered half a sphere of reciprocal Space, by a combination of 4 sets of \w scans each set at different \f and/or 2\q angles and each scan (8s exposure) covering 0.3\% in \w. Crystal to detector distance 4.51 cm. ; _diffrn_ambient_temperature 120(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 SMART CCD 1K area detector' _diffrn_measurement_method \w-scans _diffrn_detector_area_resol_mean 8 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 10456 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 28.28 _reflns_number_total 3802 _reflns_number_gt 2719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART-NT V5.0 (Bruker, 1998)' _computing_cell_refinement 'SMART-NT V5.0 (Bruker, 1998)' _computing_data_reduction 'SMART-NT V5.0 (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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^)+(0.0669P)^2^+0.4422P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 3802 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1274 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.1105(2) 0.3916(2) 0.11222(8) 0.0244(4) Uani 1 1 d . . . F1 F 0.14296(13) 0.55482(13) 0.12542(4) 0.0366(3) Uani 1 1 d . . . C11 C 0.00273(18) 0.2849(2) 0.15332(6) 0.0222(3) Uani 1 1 d . . . C12 C -0.13901(18) 0.3586(2) 0.17649(6) 0.0245(3) Uani 1 1 d . . . C13 C -0.24257(19) 0.2588(2) 0.20858(7) 0.0278(4) Uani 1 1 d . . . H13 H -0.346(3) 0.315(2) 0.2231(8) 0.041(5) Uiso 1 1 d . . . C14 C -0.20886(19) 0.0887(2) 0.22062(6) 0.0278(4) Uani 1 1 d . . . C15 C -0.0646(2) 0.0193(2) 0.20065(7) 0.0273(4) Uani 1 1 d . . . H15 H -0.033(2) -0.101(3) 0.2105(8) 0.037(5) Uiso 1 1 d . . . C16 C 0.03975(18) 0.1131(2) 0.16661(6) 0.0239(3) Uani 1 1 d . . . C17 C -0.1840(2) 0.5443(2) 0.16709(8) 0.0345(4) Uani 1 1 d . . . H17A H -0.177(2) 0.580(3) 0.1271(9) 0.040(5) Uiso 1 1 d . . . H17B H -0.111(3) 0.628(3) 0.1872(8) 0.044(6) Uiso 1 1 d . . . H17C H -0.298(3) 0.572(3) 0.1815(9) 0.058(7) Uiso 1 1 d . . . C18 C -0.3277(2) -0.0198(3) 0.25255(9) 0.0400(5) Uani 1 1 d . . . H18A H -0.372(3) 0.043(3) 0.2820(10) 0.063(7) Uiso 1 1 d . . . H18B H -0.417(3) -0.057(3) 0.2281(11) 0.073(8) Uiso 1 1 d . . . H18C H -0.277(3) -0.121(4) 0.2708(10) 0.066(7) Uiso 1 1 d . . . C19 C 0.1929(2) 0.0247(3) 0.14666(9) 0.0332(4) Uani 1 1 d . . . H19A H 0.202(3) -0.091(3) 0.1620(9) 0.053(6) Uiso 1 1 d . . . H19B H 0.198(3) 0.022(3) 0.1054(11) 0.068(8) Uiso 1 1 d . . . H19C H 0.292(3) 0.092(3) 0.1587(8) 0.048(6) Uiso 1 1 d . . . C21 C 0.18357(18) 0.3231(2) 0.05649(6) 0.0230(3) Uani 1 1 d . . . C22 C 0.08154(18) 0.2575(2) 0.01422(6) 0.0234(3) Uani 1 1 d . . . C23 C 0.15015(19) 0.1898(2) -0.03381(7) 0.0258(3) Uani 1 1 d . . . H23 H 0.079(2) 0.145(2) -0.0616(8) 0.031(5) Uiso 1 1 d . . . C24 C 0.31827(19) 0.1820(2) -0.04105(6) 0.0262(4) Uani 1 1 d . . . C25 C 0.4176(2) 0.2495(2) 0.00034(7) 0.0279(4) Uani 1 1 d . . . H25 H 0.534(3) 0.249(2) -0.0047(8) 0.035(5) Uiso 1 1 d . . . C26 C 0.35402(18) 0.3218(2) 0.04838(6) 0.0255(4) Uani 1 1 d . . . C27 C -0.10161(19) 0.2649(3) 0.01897(8) 0.0293(4) Uani 1 1 d . . . H27A H -0.158(3) 0.215(3) -0.0136(11) 0.066(7) Uiso 1 1 d . . . H27B H -0.142(3) 0.378(3) 0.0245(9) 0.061(7) Uiso 1 1 d . . . H27C H -0.141(3) 0.202(3) 0.0508(10) 0.062(7) Uiso 1 1 d . . . C28 C 0.3910(2) 0.1015(3) -0.09209(8) 0.0347(4) Uani 1 1 d . . . H28A H 0.312(4) 0.058(4) -0.1168(13) 0.102(11) Uiso 1 1 d . . . H28B H 0.459(3) 0.010(4) -0.0837(10) 0.069(8) Uiso 1 1 d . . . H28C H 0.450(4) 0.179(5) -0.1128(14) 0.111(12) Uiso 1 1 d . . . C29 C 0.4693(2) 0.3920(3) 0.09168(8) 0.0346(4) Uani 1 1 d . . . H29A H 0.456(3) 0.345(3) 0.1278(11) 0.063(7) Uiso 1 1 d . . . H29B H 0.578(3) 0.381(3) 0.0817(10) 0.067(7) Uiso 1 1 d . . . H29C H 0.456(3) 0.517(4) 0.0988(10) 0.070(8) 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 B1 0.0198(8) 0.0254(9) 0.0280(9) 0.0023(7) -0.0006(7) 0.0002(7) F1 0.0422(6) 0.0275(5) 0.0403(6) -0.0040(4) 0.0102(5) -0.0079(4) C11 0.0199(7) 0.0260(8) 0.0207(7) -0.0017(6) 0.0002(6) -0.0009(6) C12 0.0230(7) 0.0302(8) 0.0204(7) -0.0033(6) -0.0003(6) 0.0017(6) C13 0.0202(7) 0.0411(10) 0.0220(8) -0.0047(7) 0.0015(6) 0.0008(7) C14 0.0241(8) 0.0398(10) 0.0196(7) 0.0021(7) 0.0001(6) -0.0063(7) C15 0.0277(8) 0.0287(9) 0.0254(8) 0.0036(7) -0.0016(6) -0.0038(7) C16 0.0212(7) 0.0267(8) 0.0237(8) -0.0022(6) -0.0003(6) -0.0012(6) C17 0.0305(9) 0.0331(10) 0.0400(11) -0.0039(8) 0.0036(8) 0.0075(8) C18 0.0324(10) 0.0566(13) 0.0309(10) 0.0086(9) 0.0050(8) -0.0111(9) C19 0.0277(9) 0.0297(10) 0.0422(11) 0.0030(8) 0.0066(8) 0.0039(7) C21 0.0215(7) 0.0242(8) 0.0231(7) 0.0052(6) 0.0015(6) -0.0015(6) C22 0.0193(7) 0.0233(8) 0.0275(8) 0.0043(6) 0.0007(6) -0.0009(6) C23 0.0245(8) 0.0281(9) 0.0249(8) 0.0023(7) -0.0026(6) -0.0001(6) C24 0.0258(8) 0.0305(9) 0.0225(8) 0.0023(7) 0.0015(6) 0.0033(7) C25 0.0195(7) 0.0377(10) 0.0264(8) 0.0031(7) 0.0024(6) 0.0005(7) C26 0.0214(7) 0.0325(9) 0.0225(8) 0.0042(6) 0.0008(6) -0.0035(6) C27 0.0195(7) 0.0354(10) 0.0329(9) 0.0009(8) -0.0005(7) -0.0009(7) C28 0.0338(9) 0.0431(11) 0.0274(9) -0.0040(8) 0.0039(7) 0.0071(9) C29 0.0224(8) 0.0537(13) 0.0277(9) -0.0029(8) -0.0007(7) -0.0077(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 B1 F1 1.339(2) . ? B1 C21 1.568(2) . ? B1 C11 1.570(2) . ? C11 C16 1.411(2) . ? C11 C12 1.415(2) . ? C12 C13 1.391(2) . ? C12 C17 1.511(2) . ? C13 C14 1.386(2) . ? C13 H13 1.02(2) . ? C14 C15 1.390(2) . ? C14 C18 1.506(2) . ? C15 C16 1.396(2) . ? C15 H15 1.00(2) . ? C16 C19 1.515(2) . ? C17 H17A 1.00(2) . ? C17 H17B 1.01(2) . ? C17 H17C 1.02(2) . ? C18 H18A 0.94(3) . ? C18 H18B 0.98(3) . ? C18 H18C 0.99(3) . ? C19 H19A 0.98(2) . ? C19 H19B 1.00(3) . ? C19 H19C 1.01(2) . ? C21 C22 1.411(2) . ? C21 C26 1.414(2) . ? C22 C23 1.394(2) . ? C22 C27 1.509(2) . ? C23 C24 1.393(2) . ? C23 H23 0.955(19) . ? C24 C25 1.388(2) . ? C24 C28 1.507(2) . ? C25 C26 1.392(2) . ? C25 H25 0.96(2) . ? C26 C29 1.507(2) . ? C27 H27A 0.99(3) . ? C27 H27B 0.96(3) . ? C27 H27C 0.97(2) . ? C28 H28A 0.94(4) . ? C28 H28B 0.92(3) . ? C28 H28C 0.92(4) . ? C29 H29A 0.95(3) . ? C29 H29B 0.93(3) . ? C29 H29C 0.99(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 F1 B1 C21 116.82(14) . . ? F1 B1 C11 117.79(14) . . ? C21 B1 C11 125.39(14) . . ? C16 C11 C12 118.21(14) . . ? C16 C11 B1 121.69(13) . . ? C12 C11 B1 120.07(14) . . ? C13 C12 C11 119.91(15) . . ? C13 C12 C17 118.05(14) . . ? C11 C12 C17 122.03(15) . . ? C14 C13 C12 122.03(15) . . ? C14 C13 H13 120.3(11) . . ? C12 C13 H13 117.6(11) . . ? C13 C14 C15 118.02(15) . . ? C13 C14 C18 121.06(16) . . ? C15 C14 C18 120.88(17) . . ? C14 C15 C16 121.72(16) . . ? C14 C15 H15 120.3(11) . . ? C16 C15 H15 118.0(11) . . ? C15 C16 C11 119.94(14) . . ? C15 C16 C19 117.45(15) . . ? C11 C16 C19 122.59(14) . . ? C12 C17 H17A 113.3(11) . . ? C12 C17 H17B 114.1(12) . . ? H17A C17 H17B 104.1(16) . . ? C12 C17 H17C 112.1(13) . . ? H17A C17 H17C 108.8(17) . . ? H17B C17 H17C 103.7(17) . . ? C14 C18 H18A 110.3(15) . . ? C14 C18 H18B 110.2(15) . . ? H18A C18 H18B 108(2) . . ? C14 C18 H18C 113.9(14) . . ? H18A C18 H18C 104(2) . . ? H18B C18 H18C 110(2) . . ? C16 C19 H19A 111.4(13) . . ? C16 C19 H19B 111.6(15) . . ? H19A C19 H19B 110.5(19) . . ? C16 C19 H19C 109.8(12) . . ? H19A C19 H19C 108.1(18) . . ? H19B C19 H19C 105.2(19) . . ? C22 C21 C26 118.78(14) . . ? C22 C21 B1 120.88(13) . . ? C26 C21 B1 120.31(14) . . ? C23 C22 C21 119.71(14) . . ? C23 C22 C27 119.01(14) . . ? C21 C22 C27 121.25(14) . . ? C24 C23 C22 121.72(15) . . ? C24 C23 H23 120.1(11) . . ? C22 C23 H23 118.1(11) . . ? C25 C24 C23 118.14(15) . . ? C25 C24 C28 120.69(15) . . ? C23 C24 C28 121.17(15) . . ? C24 C25 C26 121.97(14) . . ? C24 C25 H25 119.1(11) . . ? C26 C25 H25 118.9(11) . . ? C25 C26 C21 119.61(15) . . ? C25 C26 C29 119.07(14) . . ? C21 C26 C29 121.30(15) . . ? C22 C27 H27A 112.8(15) . . ? C22 C27 H27B 113.3(14) . . ? H27A C27 H27B 108(2) . . ? C22 C27 H27C 112.4(15) . . ? H27A C27 H27C 106(2) . . ? H27B C27 H27C 103.8(19) . . ? C24 C28 H28A 113(2) . . ? C24 C28 H28B 112.6(15) . . ? H28A C28 H28B 106(2) . . ? C24 C28 H28C 112(2) . . ? H28A C28 H28C 105(3) . . ? H28B C28 H28C 108(3) . . ? C26 C29 H29A 114.6(15) . . ? C26 C29 H29B 112.8(15) . . ? H29A C29 H29B 109(2) . . ? C26 C29 H29C 114.1(15) . . ? H29A C29 H29C 102(2) . . ? H29B C29 H29C 104(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.354 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.046