#------------------------------------------------------------------------------ #$Date: 2012-03-27 12:41:40 +0300 (Tue, 27 Mar 2012) $ #$Revision: 49105 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/07/51/4075182.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4075182 loop_ _publ_author_name 'Bolton, Paul D.' 'Clot, Eric' 'Adams, Nico' 'Dubberley, Stuart R.' 'Cowley, Andrew R.' 'Mountford, Philip' _publ_section_title ; Experimental and DFT Studies of Cationic Imido Titanium Alkyls:  Agostic Interactions and C−H Bond and Solvent Activation Reactions of Isolobal Analogues of Group 4 Metallocenium Cations ; _journal_issue 11 _journal_name_full Organometallics _journal_page_first 2806 _journal_volume 25 _journal_year 2006 _chemical_compound_source ; ? ; _chemical_formula_moiety ' C33 H13 B1 Cl1 F20 N1 ' _chemical_formula_sum 'C33 H13 B Cl F20 N' _chemical_formula_weight 849.70 _chemical_name_systematic ; [PhNMe2(CH2Cl)][B(ArF)4] ; _space_group_IT_number 61 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _atom_sites_solution_hydrogens geometric _atom_sites_solution_primary 'direct methods' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 13.8835(2) _cell_length_b 18.8229(3) _cell_length_c 24.5280(5) _cell_measurement_reflns_used 7675 _cell_measurement_temperature 150 _cell_measurement_theta_max 27.485 _cell_measurement_theta_min 2.910 _cell_volume 6409.85(19) _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_molecular_graphics ; CAMERON (Watkin et al 1996) ; _computing_publication_material ; CRYSTALS (Watkin et al 2001) ; _computing_structure_refinement ; CRYSTALS (Watkin et al 2001) ; _computing_structure_solution ; SIR97 (Altomare et al, 1999) ; _diffrn_ambient_temperature 150 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type ; Enraf Nonius Kappa CCD ; _diffrn_measurement_method '\f & \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.02 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 14358 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 2.93 _diffrn_standards_decay_% 'not measured' _diffrn_standards_interval_count 'not measured' _diffrn_standards_interval_time 'not measured' _diffrn_standards_number 'not measured' _exptl_absorpt_coefficient_mu 0.265 _exptl_absorpt_correction_T_max 0.97 _exptl_absorpt_correction_T_min 0.94 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour ' colourless ' _exptl_crystal_density_diffrn 1.761 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method none _exptl_crystal_description ' plate ' _exptl_crystal_F_000 3363.970 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.75 _refine_diff_density_min -0.60 _refine_ls_abs_structure_Flack none _refine_ls_goodness_of_fit_ref 1.0698 _refine_ls_hydrogen_treatment 'riding model' _refine_ls_matrix_type full _refine_ls_number_parameters 506 _refine_ls_number_reflns 3795 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.0372 _refine_ls_shift/su_max 0.000284 _refine_ls_structure_factor_coef F _refine_ls_weighting_details ; Method= Tukey and Prince W = [weight] * [1-(deltaF/6*sigmaF)^2]^2 0.443 0.145 0.157 _refine_ls_extinction_coef 196.2(263) _refine_ls_extinction_method 'Larson 1970 Crystallographic Computing eq 22' ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.0396 _reflns_limit_h_max 24 _reflns_limit_h_min 0 _reflns_limit_k_max 17 _reflns_limit_k_min 0 _reflns_limit_l_max 31 _reflns_limit_l_min 0 _reflns_number_gt 3795 _reflns_number_total 7304 _reflns_threshold_expression >3.00\s(I) _[local]_cod_data_source_file om060096rsi20060131_031028.cif _[local]_cod_data_source_block compound_12-B(ArF)4 _[local]_cod_cif_authors_sg_H-M 'P b c a ' _[local]_cod_chemical_formula_sum_orig ' C33 H13 B1 Cl1 F20 N1 ' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic ' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 6409.8(2) _cod_database_code 4075182 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 x,-y+1/2,z+1/2 -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 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_occupancy _atom_site_adp_type N1 N 0.64688(14) 0.27223(19) -0.1057(1) 0.0368 1.0000 Uani B1 B 0.81520(16) 0.2039(2) 0.13033(13) 0.0248 1.0000 Uani Cl1 CL 0.64528(7) 0.10062(7) -0.15733(4) 0.0714 1.0000 Uani C1 C 0.62343(18) 0.2275(3) -0.05316(12) 0.0449 1.0000 Uani C2 C 0.6142(2) 0.3720(3) -0.10817(16) 0.0557 1.0000 Uani C3 C 0.6156(2) 0.2183(3) -0.15387(14) 0.0505 1.0000 Uani C4 C 0.72700(16) 0.2763(2) -0.11072(11) 0.0329 1.0000 Uani C5 C 0.76894(17) 0.2135(2) -0.08118(12) 0.0409 1.0000 Uani C6 C 0.84199(19) 0.2165(3) -0.08825(13) 0.0501 1.0000 Uani C7 C 0.8728(2) 0.2805(3) -0.12377(14) 0.0519 1.0000 Uani C8 C 0.8301(2) 0.3419(3) -0.15354(14) 0.0500 1.0000 Uani C9 C 0.7573(2) 0.3404(2) -0.14723(12) 0.0413 1.0000 Uani C10 C 0.85598(13) 0.09925(19) 0.12083(11) 0.0241 1.0000 Uani C11 C 0.86110(14) 0.03508(19) 0.16444(11) 0.0253 1.0000 Uani C12 C 0.89188(15) -0.0547(2) 0.16182(12) 0.0312 1.0000 Uani C13 C 0.91858(15) -0.0866(2) 0.11305(13) 0.0331 1.0000 Uani C14 C 0.91329(15) -0.0279(2) 0.06810(12) 0.0318 1.0000 Uani C15 C 0.88200(15) 0.06201(19) 0.07255(11) 0.0279 1.0000 Uani C16 C 0.73181(14) 0.17091(18) 0.1404(1) 0.0226 1.0000 Uani C17 C 0.69544(14) 0.16707(19) 0.18966(11) 0.0241 1.0000 Uani C18 C 0.62737(14) 0.1313(2) 0.19598(11) 0.0271 1.0000 Uani C19 C 0.59041(15) 0.0982(2) 0.15164(12) 0.0304 1.0000 Uani C20 C 0.62342(15) 0.10043(19) 0.10167(12) 0.0285 1.0000 Uani C21 C 0.69229(14) 0.13301(18) 0.0976(1) 0.0241 1.0000 Uani C22 C 0.84872(13) 0.26544(19) 0.18254(11) 0.0248 1.0000 Uani C23 C 0.81330(15) 0.34638(19) 0.20150(11) 0.0273 1.0000 Uani C24 C 0.83467(15) 0.40138(18) 0.24530(12) 0.0290 1.0000 Uani C25 C 0.89696(16) 0.3788(2) 0.27156(12) 0.0329 1.0000 Uani C26 C 0.93573(15) 0.3017(2) 0.25359(12) 0.0327 1.0000 Uani C27 C 0.91207(14) 0.24812(19) 0.20955(11) 0.0271 1.0000 Uani C28 C 0.82541(14) 0.27950(18) 0.07888(11) 0.0254 1.0000 Uani C29 C 0.77328(15) 0.33275(19) 0.05272(11) 0.0277 1.0000 Uani C30 C 0.78685(17) 0.3992(2) 0.01187(12) 0.0337 1.0000 Uani C31 C 0.85481(19) 0.4166(2) -0.00459(12) 0.0376 1.0000 Uani C32 C 0.90908(17) 0.3675(2) 0.02057(13) 0.0375 1.0000 Uani C33 C 0.89334(15) 0.3028(2) 0.06143(12) 0.0300 1.0000 Uani F1 F 0.83548(8) 0.06147(11) 0.21372(6) 0.0316 1.0000 Uani F2 F 0.8935(1) -0.11168(12) 0.20604(7) 0.0442 1.0000 Uani F3 F 0.9469(1) -0.17525(12) 0.10830(8) 0.0472 1.0000 Uani F4 F 0.9364(1) -0.06020(13) 0.01910(7) 0.0439 1.0000 Uani F5 F 0.87820(9) 0.11267(12) 0.02531(6) 0.0366 1.0000 Uani F6 F 0.72572(8) 0.19895(11) 0.23646(6) 0.0305 1.0000 Uani F7 F 0.59738(8) 0.12805(12) 0.24589(7) 0.0366 1.0000 Uani F8 F 0.52361(9) 0.06516(13) 0.15669(8) 0.0445 1.0000 Uani F9 F 0.58756(9) 0.07193(13) 0.05691(7) 0.0405 1.0000 Uani F10 F 0.72181(8) 0.12831(11) 0.04694(6) 0.0305 1.0000 Uani F11 F 0.75200(9) 0.37337(11) 0.17696(7) 0.0349 1.0000 Uani F12 F 0.79532(9) 0.47619(11) 0.26288(7) 0.0391 1.0000 Uani F13 F 0.9189(1) 0.43065(13) 0.31486(8) 0.0466 1.0000 Uani F14 F 0.99593(9) 0.27613(13) 0.27934(8) 0.0473 1.0000 Uani F15 F 0.95598(8) 0.17541(11) 0.19443(7) 0.0346 1.0000 Uani F16 F 0.70362(8) 0.32147(11) 0.06521(7) 0.0335 1.0000 Uani F17 F 0.7323(1) 0.44687(12) -0.01212(7) 0.0430 1.0000 Uani F18 F 0.86863(11) 0.48038(13) -0.04413(7) 0.0518 1.0000 Uani F19 F 0.9768(1) 0.38374(14) 0.00624(8) 0.0548 1.0000 Uani F20 F 0.95002(8) 0.25855(12) 0.08535(7) 0.0384 1.0000 Uani H11 H 0.64407 0.1613 -0.04992 0.0531 1.0000 Uiso H12 H 0.64008 0.2679 -0.02195 0.0531 1.0000 Uiso H13 H 0.57040 0.2233 -0.05254 0.0531 1.0000 Uiso H21 H 0.6288 0.4043 -0.14285 0.0664 1.0000 Uiso H22 H 0.6310 0.4110 -0.07640 0.0664 1.0000 Uiso H23 H 0.5613 0.3663 -0.10698 0.0664 1.0000 Uiso H31 H 0.6293 0.2523 -0.18823 0.0606 1.0000 Uiso H32 H 0.5627 0.2179 -0.15029 0.0606 1.0000 Uiso H51 H 0.74697 0.1668 -0.05516 0.0490 1.0000 Uiso H61 H 0.87284 0.1711 -0.06721 0.0594 1.0000 Uiso H71 H 0.9256 0.2827 -0.12797 0.0619 1.0000 Uiso H81 H 0.8523 0.3880 -0.17985 0.0601 1.0000 Uiso H91 H 0.7266 0.3851 -0.16881 0.0483 1.0000 Uiso 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 N1 0.0434(14) 0.0413(14) 0.0258(12) 0.0013(11) -0.0086(12) -0.0005(12) B1 0.0272(16) 0.0239(15) 0.0232(16) 0.0002(12) -0.0009(13) 0.0019(13) Cl1 0.1086(9) 0.0472(5) 0.0584(6) -0.0083(5) -0.0201(6) -0.0024(6) C1 0.0454(19) 0.063(2) 0.0264(17) 0.0059(15) -0.0025(14) -0.0028(16) C2 0.059(2) 0.050(2) 0.058(2) 0.0046(18) -0.0102(19) 0.0163(18) C3 0.061(2) 0.054(2) 0.0371(19) -0.0043(16) -0.0120(17) -0.0049(18) C4 0.0442(17) 0.0326(15) 0.0218(14) -0.0012(12) -0.0021(13) -0.0019(14) C5 0.0478(19) 0.0481(19) 0.0269(15) 0.0085(14) 0.0033(14) 0.0041(16) C6 0.054(2) 0.064(2) 0.0314(17) -0.0025(16) -0.0016(16) 0.0138(19) C7 0.050(2) 0.073(3) 0.0327(18) -0.0124(18) 0.0049(16) -0.0045(19) C8 0.067(3) 0.048(2) 0.0354(19) -0.0045(16) 0.0128(17) -0.0175(18) C9 0.064(2) 0.0333(16) 0.0270(15) -0.0018(13) -0.0000(16) -0.0042(16) C10 0.0180(13) 0.0258(13) 0.0286(14) -0.0001(11) -0.0015(11) -0.0017(11) C11 0.0213(13) 0.0301(14) 0.0245(14) -0.0017(11) -0.0008(11) 0.0004(11) C12 0.0274(15) 0.0302(15) 0.0360(16) 0.0061(13) -0.0055(12) 0.0011(12) C13 0.0280(15) 0.0240(14) 0.0472(19) -0.0011(13) -0.0060(14) 0.0048(11) C14 0.0271(15) 0.0318(15) 0.0365(16) -0.0100(13) 0.0013(12) 0.0010(12) C15 0.0283(14) 0.0280(14) 0.0272(15) 0.0043(12) -0.0003(11) -0.0018(12) C16 0.0247(14) 0.0204(12) 0.0226(13) 0.003(1) -0.003(1) 0.0045(11) C17 0.0241(13) 0.0263(13) 0.0220(13) -0.0005(11) -0.0035(11) 0.0022(11) C18 0.0267(14) 0.0291(14) 0.0255(14) 0.0019(12) 0.0053(11) 0.0041(12) C19 0.0216(14) 0.0273(14) 0.0422(17) -0.0012(12) -0.0030(13) -0.0013(11) C20 0.0290(15) 0.0257(13) 0.0308(15) -0.0018(12) -0.0110(12) 0.0021(11) C21 0.0269(14) 0.0234(13) 0.0219(14) 0.0009(11) -0.0021(11) 0.0049(11) C22 0.0227(13) 0.0265(13) 0.0251(13) 0.0013(11) 0.0011(11) -0.0037(11) C23 0.0276(15) 0.0246(14) 0.0296(15) 0.0039(12) -0.0040(12) -0.0021(11) C24 0.0354(16) 0.0207(13) 0.0309(15) -0.0002(12) 0.0012(12) -0.0022(11) C25 0.0407(17) 0.0291(15) 0.0289(15) -0.0021(12) -0.0040(13) -0.0127(13) C26 0.0269(15) 0.0360(15) 0.0351(16) 0.0015(14) -0.0084(13) -0.0072(13) C27 0.0227(13) 0.0265(14) 0.0320(15) -0.0004(12) -0.0006(12) -0.0027(11) C28 0.0289(14) 0.0222(13) 0.0252(14) -0.0002(11) -0.0011(11) 0.0004(11) C29 0.0321(15) 0.0247(13) 0.0263(14) -0.0026(11) -0.0007(12) 0.0009(12) C30 0.0488(19) 0.0242(14) 0.0281(15) 0.0026(12) -0.0073(14) 0.0030(13) C31 0.061(2) 0.0252(15) 0.0262(15) 0.0053(12) 0.0043(15) -0.0087(14) C32 0.0410(18) 0.0350(16) 0.0365(17) 0.0027(14) 0.0085(14) -0.0098(15) C33 0.0315(16) 0.0272(14) 0.0314(15) 0.0027(12) 0.0018(12) 0.0025(12) F1 0.0346(9) 0.0336(9) 0.0266(8) 0.0052(7) 0.0002(7) 0.0039(7) F2 0.0508(11) 0.037(1) 0.0449(11) 0.0151(8) -0.0059(9) 0.0126(8) F3 0.0490(11) 0.0311(9) 0.0616(13) -0.0042(9) -0.0053(9) 0.0150(8) F4 0.0500(11) 0.042(1) 0.040(1) -0.0122(8) 0.0068(8) 0.0055(9) F5 0.048(1) 0.0359(9) 0.0260(8) 0.0008(7) 0.0056(7) 0.0038(8) F6 0.0302(8) 0.0408(9) 0.0205(8) -0.0020(7) -0.0018(6) -0.0027(7) F7 0.0302(9) 0.0464(9) 0.0333(9) 0.0004(8) 0.0089(7) 0.0007(8) F8 0.0238(9) 0.0525(11) 0.0573(12) -0.0054(9) 0.0014(8) -0.0084(8) F9 0.0343(9) 0.048(1) 0.039(1) -0.0097(8) -0.0157(8) -0.0016(8) F10 0.0353(9) 0.0355(9) 0.0207(8) -0.0026(7) -0.0002(7) -0.0001(7) F11 0.0340(9) 0.0321(8) 0.0386(9) -0.0036(7) -0.0092(8) 0.0087(7) F12 0.050(1) 0.0264(8) 0.041(1) -0.0077(7) -0.0009(8) 0.0027(8) F13 0.0569(12) 0.041(1) 0.042(1) -0.0131(9) -0.0152(9) -0.0104(9) F14 0.0347(9) 0.0527(11) 0.0544(12) -0.0066(9) -0.0211(9) -0.0026(8) F15 0.0244(8) 0.0378(9) 0.042(1) -0.0054(7) -0.0057(7) 0.0041(7) F16 0.0306(9) 0.0337(9) 0.0362(9) 0.0047(7) -0.0062(7) 0.0067(7) F17 0.0613(12) 0.0303(9) 0.037(1) 0.0075(8) -0.0148(9) 0.0043(8) F18 0.0804(14) 0.039(1) 0.036(1) 0.0149(8) 0.005(1) -0.013(1) F19 0.0487(12) 0.0546(12) 0.0610(13) 0.015(1) 0.021(1) -0.0111(9) F20 0.0272(9) 0.041(1) 0.047(1) 0.0093(8) 0.0045(8) -0.0002(7) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997 0.0030 International_Tables_Vol_IV_Table_2.2B 'B ' 0.0000 0.0010 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403 -0.1932 International_Tables_Vol_IV_Table_2.2B 'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 International_Tables_Vol_IV_Table_2.2B 'F ' 0.0140 0.0100 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 International_Tables_Vol_IV_Table_2.2B 'Cl ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 International_Tables_Vol_IV_Table_2.2B loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C1 N1 C2 107.1(3) yes C1 N1 C3 110.5(3) yes C2 N1 C3 105.2(2) yes C1 N1 C4 112.3(2) yes C2 N1 C4 111.5(3) yes C3 N1 C4 110.0(2) yes C10 B1 C16 102.6(2) yes C10 B1 C22 112.5(2) yes C16 B1 C22 112.8(2) yes C10 B1 C28 113.3(2) yes C16 B1 C28 113.6(2) yes C22 B1 C28 102.5(2) yes N1 C3 Cl1 112.3(2) yes N1 C4 C5 120.2(3) yes N1 C4 C9 119.1(3) yes C5 C4 C9 120.6(3) yes C4 C5 C6 118.9(3) yes C5 C6 C7 121.2(3) yes C6 C7 C8 119.3(3) yes C7 C8 C9 120.6(3) yes C4 C9 C8 119.5(3) yes B1 C10 C11 118.9(2) yes B1 C10 C15 127.7(2) yes C11 C10 C15 113.2(2) yes C10 C11 C12 124.9(3) yes C10 C11 F1 119.2(2) yes C12 C11 F1 115.9(2) yes C11 C12 C13 119.2(3) yes C11 C12 F2 120.4(3) yes C13 C12 F2 120.4(3) yes C12 C13 C14 118.8(3) yes C12 C13 F3 121.1(3) yes C14 C13 F3 120.1(3) yes C13 C14 C15 120.1(3) yes C13 C14 F4 119.5(3) yes C15 C14 F4 120.3(3) yes C10 C15 C14 123.8(3) yes C10 C15 F5 121.3(2) yes C14 C15 F5 115.0(2) yes B1 C16 C17 127.4(2) yes B1 C16 C21 120.0(2) yes C17 C16 C21 112.2(2) yes C16 C17 C18 124.6(2) yes C16 C17 F6 121.1(2) yes C18 C17 F6 114.3(2) yes C17 C18 C19 120.1(3) yes C17 C18 F7 120.1(2) yes C19 C18 F7 119.8(2) yes C18 C19 C20 118.1(3) yes C18 C19 F8 121.1(3) yes C20 C19 F8 120.8(3) yes C19 C20 C21 119.8(2) yes C19 C20 F9 119.6(2) yes C21 C20 F9 120.6(3) yes C16 C21 C20 125.1(2) yes C16 C21 F10 119.2(2) yes C20 C21 F10 115.7(2) yes B1 C22 C23 119.5(2) yes B1 C22 C27 127.3(2) yes C23 C22 C27 113.2(2) yes C22 C23 C24 124.8(3) yes C22 C23 F11 119.0(2) yes C24 C23 F11 116.2(2) yes C23 C24 C25 119.2(3) yes C23 C24 F12 121.1(3) yes C25 C24 F12 119.7(2) yes C24 C25 C26 118.9(3) yes C24 C25 F13 120.6(3) yes C26 C25 F13 120.6(3) yes C25 C26 C27 120.0(3) yes C25 C26 F14 120.3(3) yes C27 C26 F14 119.7(3) yes C22 C27 C26 123.8(3) yes C22 C27 F15 121.5(2) yes C26 C27 F15 114.6(2) yes B1 C28 C29 127.6(2) yes B1 C28 C33 119.4(2) yes C29 C28 C33 112.7(2) yes C28 C29 C30 124.0(3) yes C28 C29 F16 121.2(2) yes C30 C29 F16 114.7(2) yes C29 C30 C31 120.3(3) yes C29 C30 F17 120.0(3) yes C31 C30 F17 119.7(3) yes C30 C31 C32 118.5(3) yes C30 C31 F18 120.9(3) yes C32 C31 F18 120.6(3) yes C31 C32 C33 119.3(3) yes C31 C32 F19 120.4(3) yes C33 C32 F19 120.3(3) yes C28 C33 C32 125.1(3) yes C28 C33 F20 118.9(2) yes C32 C33 F20 116.0(2) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C1 1.498(4) yes N1 C2 1.516(4) yes N1 C3 1.518(4) yes N1 C4 1.514(4) yes B1 C10 1.659(4) yes B1 C16 1.653(4) yes B1 C22 1.664(4) yes B1 C28 1.653(4) yes Cl1 C3 1.728(4) yes C4 C5 1.381(4) yes C4 C9 1.386(4) yes C5 C6 1.386(5) yes C6 C7 1.373(5) yes C7 C8 1.380(5) yes C8 C9 1.379(5) yes C10 C11 1.395(4) yes C10 C15 1.382(4) yes C11 C12 1.376(4) yes C11 F1 1.352(3) yes C12 C13 1.371(4) yes C12 F2 1.343(3) yes C13 C14 1.374(4) yes C13 F3 1.347(3) yes C14 C15 1.385(4) yes C14 F4 1.355(3) yes C15 F5 1.357(3) yes C16 C17 1.390(4) yes C16 C21 1.389(4) yes C17 C18 1.383(4) yes C17 F6 1.356(3) yes C18 C19 1.370(4) yes C18 F7 1.349(3) yes C19 C20 1.374(4) yes C19 F8 1.344(3) yes C20 C21 1.377(4) yes C20 F9 1.348(3) yes C21 F10 1.364(3) yes C22 C23 1.387(4) yes C22 C27 1.385(4) yes C23 C24 1.378(4) yes C23 F11 1.354(3) yes C24 C25 1.374(4) yes C24 F12 1.347(3) yes C25 C26 1.368(4) yes C25 F13 1.348(3) yes C26 C27 1.385(4) yes C26 F14 1.345(3) yes C27 F15 1.356(3) yes C28 C29 1.386(4) yes C28 C33 1.387(4) yes C29 C30 1.386(4) yes C29 F16 1.356(3) yes C30 C31 1.363(4) yes C30 F17 1.356(3) yes C31 C32 1.374(5) yes C31 F18 1.339(3) yes C32 C33 1.378(4) yes C32 F19 1.342(4) yes C33 F20 1.364(3) yes