Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'G.Erker' 'Klaus Bergander' 'Roland Frohlich' 'Stefan Grimme' 'Olga Kataeva' 'Gerald Kehr' 'Christian Muckl-Lichtenfeld' 'Dominik Vagedes' _publ_contact_author_name 'Prof G Erker' _publ_contact_author_address ; Organisch-Chemisches Institut der Universitat Munster Corrensstrasse 40 Munster D-48149 GERMANY ; _publ_contact_author_phone '49 251 83-33221' _publ_contact_author_fax '49 251 83-36503' _publ_contact-Author_email 'erker@uni-muenster.de' _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Tris(pentafluorophenyl)borane adducts of substituted imidazoles: conformational behaviour and their role as precursors for the generation of reactive anionic,,Arduengo"carbene analogues ; data_erk1639 _database_code_CSD 181962 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H10 B F15 N2' _chemical_formula_weight 622.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.791(1) _cell_length_b 19.826(1) _cell_length_c 12.529(1) _cell_angle_alpha 90.00 _cell_angle_beta 102.24(1) _cell_angle_gamma 90.00 _cell_volume 2376.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.739 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.185 _exptl_absorpt_correction_type 'SORTAV (Blessing, 1995 & 1997)' _exptl_absorpt_correction_T_min 0.9380 _exptl_absorpt_correction_T_max 0.9639 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22809 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5800 _reflns_number_gt 3695 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material 'SHELXL-97 (Shedlrick, 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^)+(0.0464P)^2^+0.5598P] 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 'refined as riding atoms' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5800 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0869 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1089 _refine_ls_wR_factor_gt 0.0930 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 N1 N -0.10076(14) 0.36513(7) 0.62246(11) 0.0248(3) Uani 1 1 d . . . C2 C -0.17808(17) 0.42048(9) 0.61212(15) 0.0263(4) Uani 1 1 d . . . H2 H -0.2170 0.4418 0.5446 0.032 Uiso 1 1 calc R . . N3 N -0.19383(15) 0.44210(8) 0.70860(13) 0.0308(4) Uani 1 1 d . . . C4 C -0.12236(19) 0.39872(11) 0.78784(15) 0.0340(5) Uani 1 1 d . . . C5 C -0.06296(18) 0.35141(10) 0.73418(14) 0.0313(4) Uani 1 1 d . . . C6 C -0.2794(2) 0.49952(11) 0.72671(18) 0.0433(5) Uani 1 1 d . . . H6A H -0.3204 0.5207 0.6565 0.065 Uiso 1 1 calc R . . H6B H -0.2211 0.5324 0.7741 0.065 Uiso 1 1 calc R . . H6C H -0.3543 0.4840 0.7617 0.065 Uiso 1 1 calc R . . C7 C -0.1226(3) 0.40738(15) 0.90531(17) 0.0570(7) Uani 1 1 d . . . H7A H -0.0706 0.3703 0.9471 0.085 Uiso 1 1 calc R . . H7B H -0.2191 0.4072 0.9155 0.085 Uiso 1 1 calc R . . H7C H -0.0783 0.4504 0.9310 0.085 Uiso 1 1 calc R . . C8 C 0.0256(2) 0.29286(11) 0.78086(16) 0.0431(5) Uani 1 1 d . . . H8A H 0.1244 0.3045 0.7881 0.065 Uiso 1 1 calc R . . H8B H 0.0028 0.2539 0.7322 0.065 Uiso 1 1 calc R . . H8C H 0.0077 0.2817 0.8529 0.065 Uiso 1 1 calc R . . B B -0.05590(19) 0.32554(11) 0.52522(16) 0.0245(4) Uani 1 1 d . . . C11 C -0.11311(16) 0.24760(9) 0.51573(13) 0.0245(4) Uani 1 1 d . . . C12 C -0.07528(18) 0.20471(10) 0.43915(14) 0.0306(4) Uani 1 1 d . . . F12 F 0.00978(12) 0.22821(6) 0.37550(9) 0.0411(3) Uani 1 1 d . . . C13 C -0.1171(2) 0.13876(10) 0.42332(16) 0.0368(5) Uani 1 1 d . . . F13 F -0.07159(15) 0.09971(7) 0.35013(11) 0.0580(4) Uani 1 1 d . . . C14 C -0.2066(2) 0.11264(10) 0.48336(17) 0.0387(5) Uani 1 1 d . . . F14 F -0.25055(15) 0.04877(6) 0.46937(12) 0.0628(4) Uani 1 1 d . . . C15 C -0.25134(18) 0.15292(10) 0.55746(15) 0.0320(4) Uani 1 1 d . . . F15 F -0.34024(12) 0.12849(6) 0.61589(10) 0.0478(3) Uani 1 1 d . . . C16 C -0.20496(17) 0.21850(9) 0.57217(14) 0.0267(4) Uani 1 1 d . . . F16 F -0.25638(10) 0.25367(6) 0.64633(9) 0.0362(3) Uani 1 1 d . . . C21 C 0.11630(17) 0.33187(9) 0.55333(13) 0.0251(4) Uani 1 1 d . . . C22 C 0.17731(18) 0.39538(9) 0.56319(15) 0.0291(4) Uani 1 1 d . . . F22 F 0.09530(10) 0.45081(5) 0.54283(9) 0.0380(3) Uani 1 1 d . . . C23 C 0.31820(18) 0.40703(10) 0.59201(15) 0.0321(4) Uani 1 1 d . . . F23 F 0.36860(11) 0.47051(6) 0.59851(11) 0.0482(3) Uani 1 1 d . . . C24 C 0.40875(17) 0.35360(10) 0.61500(16) 0.0336(4) Uani 1 1 d . . . F24 F 0.54594(10) 0.36452(6) 0.64605(10) 0.0477(3) Uani 1 1 d . . . C25 C 0.35536(18) 0.28965(10) 0.60774(16) 0.0319(4) Uani 1 1 d . . . F25 F 0.44087(11) 0.23637(6) 0.63006(11) 0.0480(3) Uani 1 1 d . . . C26 C 0.21267(18) 0.28040(9) 0.57853(15) 0.0280(4) Uani 1 1 d . . . F26 F 0.17200(10) 0.21541(5) 0.57936(9) 0.0400(3) Uani 1 1 d . . . C31 C -0.13460(17) 0.36077(9) 0.40897(14) 0.0247(4) Uani 1 1 d . . . C32 C -0.07316(18) 0.38752(10) 0.32896(14) 0.0289(4) Uani 1 1 d . . . F32 F 0.06698(11) 0.38897(6) 0.34131(9) 0.0422(3) Uani 1 1 d . . . C33 C -0.1466(2) 0.41340(10) 0.23129(15) 0.0331(4) Uani 1 1 d . . . F33 F -0.07821(13) 0.43929(7) 0.15844(9) 0.0508(3) Uani 1 1 d . . . C34 C -0.2894(2) 0.41223(10) 0.20833(15) 0.0336(4) Uani 1 1 d . . . F34 F -0.36289(13) 0.43562(7) 0.11306(9) 0.0506(3) Uani 1 1 d . . . C35 C -0.35685(18) 0.38594(9) 0.28369(15) 0.0303(4) Uani 1 1 d . . . F35 F -0.49723(11) 0.38458(6) 0.26328(9) 0.0447(3) Uani 1 1 d . . . C36 C -0.27983(17) 0.36090(9) 0.37990(14) 0.0265(4) Uani 1 1 d . . . F36 F -0.35430(10) 0.33550(6) 0.45039(8) 0.0342(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 N1 0.0231(7) 0.0253(8) 0.0250(8) -0.0012(6) 0.0028(6) -0.0013(6) C2 0.0240(8) 0.0236(10) 0.0307(10) -0.0032(8) 0.0041(7) -0.0017(7) N3 0.0277(8) 0.0284(9) 0.0358(9) -0.0096(7) 0.0058(6) -0.0013(6) C4 0.0322(10) 0.0405(12) 0.0283(10) -0.0061(9) 0.0041(8) -0.0031(8) C5 0.0287(9) 0.0372(12) 0.0256(9) -0.0019(8) 0.0004(7) -0.0017(8) C6 0.0403(11) 0.0354(13) 0.0557(13) -0.0155(10) 0.0139(10) 0.0020(9) C7 0.0608(14) 0.0765(19) 0.0321(12) -0.0124(11) 0.0066(10) 0.0083(13) C8 0.0449(12) 0.0490(14) 0.0307(11) 0.0030(9) -0.0027(9) 0.0108(10) B 0.0235(9) 0.0242(11) 0.0258(10) 0.0000(8) 0.0050(8) -0.0002(8) C11 0.0230(8) 0.0238(10) 0.0246(9) 0.0006(7) 0.0006(7) 0.0003(7) C12 0.0332(9) 0.0292(11) 0.0289(10) 0.0020(8) 0.0056(8) -0.0007(8) F12 0.0532(7) 0.0375(7) 0.0377(6) -0.0018(5) 0.0211(5) -0.0011(5) C13 0.0479(11) 0.0274(11) 0.0332(11) -0.0064(9) 0.0040(9) 0.0039(9) F13 0.0892(10) 0.0362(8) 0.0520(8) -0.0160(6) 0.0227(7) 0.0005(7) C14 0.0430(11) 0.0211(11) 0.0472(12) 0.0008(9) -0.0009(9) -0.0076(9) F14 0.0803(9) 0.0247(7) 0.0833(10) -0.0068(7) 0.0174(8) -0.0158(6) C15 0.0286(9) 0.0275(11) 0.0378(11) 0.0100(9) 0.0024(8) -0.0033(8) F15 0.0436(7) 0.0382(7) 0.0644(8) 0.0146(6) 0.0174(6) -0.0099(5) C16 0.0248(9) 0.0253(10) 0.0292(9) 0.0014(8) 0.0038(7) 0.0016(7) F16 0.0347(6) 0.0359(7) 0.0419(6) -0.0001(5) 0.0168(5) -0.0024(5) C21 0.0245(8) 0.0251(10) 0.0252(9) 0.0023(7) 0.0043(7) 0.0000(7) C22 0.0278(9) 0.0244(10) 0.0342(10) 0.0018(8) 0.0045(7) 0.0029(8) F22 0.0310(6) 0.0219(6) 0.0594(7) 0.0025(5) 0.0055(5) 0.0022(4) C23 0.0297(10) 0.0271(11) 0.0395(11) -0.0045(8) 0.0074(8) -0.0081(8) F23 0.0353(6) 0.0302(7) 0.0777(9) -0.0055(6) 0.0087(6) -0.0115(5) C24 0.0200(9) 0.0403(12) 0.0408(11) -0.0038(9) 0.0071(7) -0.0025(8) F24 0.0206(5) 0.0506(8) 0.0706(8) -0.0099(6) 0.0065(5) -0.0048(5) C25 0.0251(9) 0.0304(11) 0.0396(11) 0.0007(8) 0.0056(8) 0.0053(8) F25 0.0276(6) 0.0370(7) 0.0764(9) 0.0006(6) 0.0042(5) 0.0116(5) C26 0.0286(9) 0.0221(10) 0.0331(10) 0.0011(8) 0.0060(7) -0.0014(7) F26 0.0309(6) 0.0230(6) 0.0631(8) 0.0062(5) 0.0032(5) 0.0006(4) C31 0.0271(9) 0.0211(10) 0.0255(9) -0.0017(7) 0.0050(7) 0.0009(7) C32 0.0280(9) 0.0281(11) 0.0306(10) 0.0005(8) 0.0061(7) 0.0034(8) F32 0.0303(6) 0.0593(8) 0.0394(6) 0.0124(6) 0.0126(5) 0.0033(5) C33 0.0465(11) 0.0281(11) 0.0267(10) 0.0027(8) 0.0120(8) 0.0027(8) F33 0.0569(7) 0.0630(9) 0.0362(7) 0.0197(6) 0.0185(6) 0.0079(6) C34 0.0447(11) 0.0264(11) 0.0252(10) 0.0010(8) -0.0026(8) 0.0056(8) F34 0.0582(8) 0.0501(8) 0.0354(6) 0.0141(6) -0.0082(5) 0.0047(6) C35 0.0269(9) 0.0247(10) 0.0351(10) -0.0025(8) -0.0029(8) 0.0006(7) F35 0.0278(6) 0.0490(8) 0.0502(7) 0.0046(6) -0.0077(5) 0.0014(5) C36 0.0294(9) 0.0228(10) 0.0275(9) -0.0008(7) 0.0066(7) -0.0010(7) F36 0.0258(5) 0.0417(7) 0.0348(6) 0.0034(5) 0.0055(4) -0.0039(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 N1 C2 1.324(2) . ? N1 C5 1.397(2) . ? N1 B 1.588(2) . ? C2 N3 1.322(2) . ? N3 C4 1.386(3) . ? N3 C6 1.459(2) . ? C4 C5 1.355(3) . ? C4 C7 1.482(3) . ? C5 C8 1.492(3) . ? B C11 1.639(3) . ? B C31 1.651(3) . ? B C21 1.652(2) . ? C11 C16 1.383(2) . ? C11 C12 1.390(3) . ? C12 F12 1.352(2) . ? C12 C13 1.372(3) . ? C13 F13 1.346(2) . ? C13 C14 1.372(3) . ? C14 F14 1.337(2) . ? C14 C15 1.365(3) . ? C15 F15 1.341(2) . ? C15 C16 1.377(3) . ? C16 F16 1.342(2) . ? C21 C26 1.380(2) . ? C21 C22 1.388(3) . ? C22 F22 1.353(2) . ? C22 C23 1.369(2) . ? C23 F23 1.348(2) . ? C23 C24 1.372(3) . ? C24 F24 1.334(2) . ? C24 C25 1.367(3) . ? C25 F25 1.340(2) . ? C25 C26 1.379(3) . ? C26 F26 1.349(2) . ? C31 C32 1.380(2) . ? C31 C36 1.391(2) . ? C32 F32 1.348(2) . ? C32 C33 1.380(3) . ? C33 F33 1.343(2) . ? C33 C34 1.367(3) . ? C34 F34 1.339(2) . ? C34 C35 1.365(3) . ? C35 F35 1.344(2) . ? C35 C36 1.372(2) . ? C36 F36 1.356(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 N1 C5 106.51(15) . . ? C2 N1 B 125.47(14) . . ? C5 N1 B 127.96(15) . . ? N3 C2 N1 110.76(15) . . ? C2 N3 C4 108.35(15) . . ? C2 N3 C6 125.25(17) . . ? C4 N3 C6 126.30(16) . . ? C5 C4 N3 106.19(16) . . ? C5 C4 C7 131.6(2) . . ? N3 C4 C7 122.18(18) . . ? C4 C5 N1 108.18(16) . . ? C4 C5 C8 128.24(17) . . ? N1 C5 C8 123.56(17) . . ? N1 B C11 112.07(14) . . ? N1 B C31 108.33(14) . . ? C11 B C31 104.26(13) . . ? N1 B C21 103.57(13) . . ? C11 B C21 113.86(14) . . ? C31 B C21 114.84(14) . . ? C16 C11 C12 113.28(16) . . ? C16 C11 B 127.28(16) . . ? C12 C11 B 119.32(15) . . ? F12 C12 C13 116.45(17) . . ? F12 C12 C11 118.95(16) . . ? C13 C12 C11 124.60(17) . . ? F13 C13 C14 119.92(18) . . ? F13 C13 C12 120.99(18) . . ? C14 C13 C12 119.09(18) . . ? F14 C14 C15 120.15(18) . . ? F14 C14 C13 120.73(19) . . ? C15 C14 C13 119.12(18) . . ? F15 C15 C14 119.94(17) . . ? F15 C15 C16 120.12(17) . . ? C14 C15 C16 119.94(17) . . ? F16 C16 C15 114.96(15) . . ? F16 C16 C11 121.16(16) . . ? C15 C16 C11 123.89(17) . . ? C26 C21 C22 112.95(15) . . ? C26 C21 B 127.57(16) . . ? C22 C21 B 119.23(15) . . ? F22 C22 C23 115.92(16) . . ? F22 C22 C21 119.55(15) . . ? C23 C22 C21 124.54(17) . . ? F23 C23 C22 120.58(17) . . ? F23 C23 C24 119.74(16) . . ? C22 C23 C24 119.68(17) . . ? F24 C24 C25 121.12(17) . . ? F24 C24 C23 120.11(17) . . ? C25 C24 C23 118.75(16) . . ? F25 C25 C24 120.27(16) . . ? F25 C25 C26 120.23(17) . . ? C24 C25 C26 119.50(17) . . ? F26 C26 C25 114.13(15) . . ? F26 C26 C21 121.28(15) . . ? C25 C26 C21 124.57(17) . . ? C32 C31 C36 112.83(15) . . ? C32 C31 B 127.56(15) . . ? C36 C31 B 119.45(15) . . ? F32 C32 C31 120.98(15) . . ? F32 C32 C33 114.82(16) . . ? C31 C32 C33 124.19(16) . . ? F33 C33 C34 119.90(16) . . ? F33 C33 C32 120.27(17) . . ? C34 C33 C32 119.83(17) . . ? F34 C34 C35 120.07(17) . . ? F34 C34 C33 120.95(18) . . ? C35 C34 C33 118.97(16) . . ? F35 C35 C34 120.09(15) . . ? F35 C35 C36 120.62(17) . . ? C34 C35 C36 119.29(16) . . ? F36 C36 C35 115.80(15) . . ? F36 C36 C31 119.33(15) . . ? C35 C36 C31 124.86(17) . . ? 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 C5 N1 C2 N3 -1.01(19) . . . . ? B N1 C2 N3 -178.35(14) . . . . ? N1 C2 N3 C4 0.2(2) . . . . ? N1 C2 N3 C6 -176.30(16) . . . . ? C2 N3 C4 C5 0.7(2) . . . . ? C6 N3 C4 C5 177.16(17) . . . . ? C2 N3 C4 C7 -177.98(19) . . . . ? C6 N3 C4 C7 -1.5(3) . . . . ? N3 C4 C5 N1 -1.3(2) . . . . ? C7 C4 C5 N1 177.2(2) . . . . ? N3 C4 C5 C8 179.97(19) . . . . ? C7 C4 C5 C8 -1.5(4) . . . . ? C2 N1 C5 C4 1.4(2) . . . . ? B N1 C5 C4 178.69(16) . . . . ? C2 N1 C5 C8 -179.76(18) . . . . ? B N1 C5 C8 -2.5(3) . . . . ? C2 N1 B C11 -119.93(17) . . . . ? C5 N1 B C11 63.3(2) . . . . ? C2 N1 B C31 -5.5(2) . . . . ? C5 N1 B C31 177.78(15) . . . . ? C2 N1 B C21 116.90(17) . . . . ? C5 N1 B C21 -59.9(2) . . . . ? N1 B C11 C16 8.4(2) . . . . ? C31 B C11 C16 -108.59(18) . . . . ? C21 B C11 C16 125.50(18) . . . . ? N1 B C11 C12 -175.89(14) . . . . ? C31 B C11 C12 67.16(18) . . . . ? C21 B C11 C12 -58.7(2) . . . . ? C16 C11 C12 F12 177.36(15) . . . . ? B C11 C12 F12 1.0(2) . . . . ? C16 C11 C12 C13 -3.3(3) . . . . ? B C11 C12 C13 -179.67(17) . . . . ? F12 C12 C13 F13 1.8(3) . . . . ? C11 C12 C13 F13 -177.49(16) . . . . ? F12 C12 C13 C14 -178.19(16) . . . . ? C11 C12 C13 C14 2.5(3) . . . . ? F13 C13 C14 F14 -0.7(3) . . . . ? C12 C13 C14 F14 179.36(17) . . . . ? F13 C13 C14 C15 179.81(17) . . . . ? C12 C13 C14 C15 -0.2(3) . . . . ? F14 C14 C15 F15 -0.4(3) . . . . ? C13 C14 C15 F15 179.16(17) . . . . ? F14 C14 C15 C16 179.51(16) . . . . ? C13 C14 C15 C16 -0.9(3) . . . . ? F15 C15 C16 F16 -0.6(2) . . . . ? C14 C15 C16 F16 179.51(16) . . . . ? F15 C15 C16 C11 179.78(15) . . . . ? C14 C15 C16 C11 -0.1(3) . . . . ? C12 C11 C16 F16 -177.47(15) . . . . ? B C11 C16 F16 -1.5(3) . . . . ? C12 C11 C16 C15 2.1(2) . . . . ? B C11 C16 C15 178.10(16) . . . . ? N1 B C21 C26 115.68(19) . . . . ? C11 B C21 C26 -6.3(2) . . . . ? C31 B C21 C26 -126.40(19) . . . . ? N1 B C21 C22 -58.1(2) . . . . ? C11 B C21 C22 179.88(15) . . . . ? C31 B C21 C22 59.8(2) . . . . ? C26 C21 C22 F22 -178.89(15) . . . . ? B C21 C22 F22 -4.2(2) . . . . ? C26 C21 C22 C23 1.6(3) . . . . ? B C21 C22 C23 176.29(17) . . . . ? F22 C22 C23 F23 -0.2(3) . . . . ? C21 C22 C23 F23 179.28(17) . . . . ? F22 C22 C23 C24 179.43(16) . . . . ? C21 C22 C23 C24 -1.0(3) . . . . ? F23 C23 C24 F24 1.5(3) . . . . ? C22 C23 C24 F24 -178.16(17) . . . . ? F23 C23 C24 C25 -179.91(17) . . . . ? C22 C23 C24 C25 0.4(3) . . . . ? F24 C24 C25 F25 -1.2(3) . . . . ? C23 C24 C25 F25 -179.74(18) . . . . ? F24 C24 C25 C26 178.06(17) . . . . ? C23 C24 C25 C26 -0.5(3) . . . . ? F25 C25 C26 F26 2.4(3) . . . . ? C24 C25 C26 F26 -176.88(17) . . . . ? F25 C25 C26 C21 -179.53(17) . . . . ? C24 C25 C26 C21 1.2(3) . . . . ? C22 C21 C26 F26 176.30(16) . . . . ? B C21 C26 F26 2.1(3) . . . . ? C22 C21 C26 C25 -1.7(3) . . . . ? B C21 C26 C25 -175.85(17) . . . . ? N1 B C31 C32 123.01(19) . . . . ? C11 B C31 C32 -117.47(19) . . . . ? C21 B C31 C32 7.8(3) . . . . ? N1 B C31 C36 -62.0(2) . . . . ? C11 B C31 C36 57.5(2) . . . . ? C21 B C31 C36 -177.18(15) . . . . ? C36 C31 C32 F32 -177.34(16) . . . . ? B C31 C32 F32 -2.1(3) . . . . ? C36 C31 C32 C33 1.6(3) . . . . ? B C31 C32 C33 176.84(18) . . . . ? F32 C32 C33 F33 -1.9(3) . . . . ? C31 C32 C33 F33 179.15(17) . . . . ? F32 C32 C33 C34 177.64(17) . . . . ? C31 C32 C33 C34 -1.3(3) . . . . ? F33 C33 C34 F34 1.1(3) . . . . ? C32 C33 C34 F34 -178.44(18) . . . . ? F33 C33 C34 C35 -179.74(17) . . . . ? C32 C33 C34 C35 0.7(3) . . . . ? F34 C34 C35 F35 -1.2(3) . . . . ? C33 C34 C35 F35 179.62(17) . . . . ? F34 C34 C35 C36 178.62(17) . . . . ? C33 C34 C35 C36 -0.5(3) . . . . ? F35 C35 C36 F36 0.0(3) . . . . ? C34 C35 C36 F36 -179.82(16) . . . . ? F35 C35 C36 C31 -179.21(16) . . . . ? C34 C35 C36 C31 1.0(3) . . . . ? C32 C31 C36 F36 179.42(15) . . . . ? B C31 C36 F36 3.7(2) . . . . ? C32 C31 C36 C35 -1.4(3) . . . . ? B C31 C36 C35 -177.09(17) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.250 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.053 #========================================================================== data_erk1480 _database_code_CSD 181963 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H8 B F15 N2' _chemical_formula_weight 644.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.949(1) _cell_length_b 15.245(1) _cell_length_c 16.698(1) _cell_angle_alpha 90.00 _cell_angle_beta 100.61(1) _cell_angle_gamma 90.00 _cell_volume 2489.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 198(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'plate' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.719 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 0.180 _exptl_absorpt_correction_type 'SORTAV (Blessing, 1995 & 1997)' _exptl_absorpt_correction_T_min 0.8995 _exptl_absorpt_correction_T_max 0.9648 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 198(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15549 _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.90 _reflns_number_total 5909 _reflns_number_gt 3742 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material '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^)+(0.0508P)^2^+0.9996P] 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 'refined as riding atoms' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5909 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0921 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1311 _refine_ls_wR_factor_gt 0.1128 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 N1 N -0.00237(16) 0.83796(11) 0.16210(10) 0.0299(4) Uani 1 1 d . . . C2 C 0.0656(2) 0.89264(14) 0.12251(12) 0.0339(5) Uani 1 1 d . . . H2 H 0.1050 0.9462 0.1446 0.041 Uiso 1 1 calc R . . N3 N 0.07232(18) 0.86359(12) 0.04779(10) 0.0376(4) Uani 1 1 d . . . C4 C 0.0041(2) 0.78411(14) 0.03701(12) 0.0355(5) Uani 1 1 d . . . C5 C -0.0444(2) 0.76799(14) 0.10884(12) 0.0314(4) Uani 1 1 d . . . C6 C -0.0182(2) 0.72632(17) -0.02885(14) 0.0480(6) Uani 1 1 d . . . H6 H 0.0150 0.7380 -0.0776 0.058 Uiso 1 1 calc R . . C7 C -0.0906(3) 0.65184(18) -0.01946(15) 0.0549(7) Uani 1 1 d . . . H7 H -0.1083 0.6107 -0.0629 0.066 Uiso 1 1 calc R . . C8 C -0.1392(3) 0.63467(17) 0.05247(15) 0.0507(6) Uani 1 1 d . . . H8 H -0.1890 0.5822 0.0565 0.061 Uiso 1 1 calc R . . C9 C -0.1171(2) 0.69161(15) 0.11763(14) 0.0409(5) Uani 1 1 d . . . H9 H -0.1500 0.6793 0.1664 0.049 Uiso 1 1 calc R . . C10 C 0.1438(3) 0.90495(19) -0.01150(15) 0.0569(7) Uani 1 1 d . . . H10A H 0.1781 0.9626 0.0088 0.085 Uiso 1 1 calc R . . H10B H 0.0805 0.9121 -0.0635 0.085 Uiso 1 1 calc R . . H10C H 0.2207 0.8679 -0.0195 0.085 Uiso 1 1 calc R . . B B -0.0417(2) 0.85022(15) 0.25014(13) 0.0307(5) Uani 1 1 d . . . C11 C 0.0264(2) 0.77189(13) 0.31196(12) 0.0316(4) Uani 1 1 d . . . C12 C -0.0091(2) 0.76654(14) 0.38843(13) 0.0363(5) Uani 1 1 d . . . F12 F -0.10574(14) 0.82178(9) 0.40727(7) 0.0480(4) Uani 1 1 d . . . C13 C 0.0477(3) 0.70858(15) 0.44840(13) 0.0428(6) Uani 1 1 d . . . F13 F 0.00216(18) 0.70417(9) 0.51904(8) 0.0634(4) Uani 1 1 d . . . C14 C 0.1501(3) 0.65361(14) 0.43402(13) 0.0435(6) Uani 1 1 d . . . F14 F 0.20866(17) 0.59697(9) 0.49181(8) 0.0621(4) Uani 1 1 d . . . C15 C 0.1915(2) 0.65677(14) 0.36022(14) 0.0393(5) Uani 1 1 d . . . F15 F 0.29247(14) 0.60269(9) 0.34625(8) 0.0549(4) Uani 1 1 d . . . C16 C 0.1295(2) 0.71448(13) 0.30119(12) 0.0325(5) Uani 1 1 d . . . F16 F 0.17908(12) 0.71374(8) 0.23106(7) 0.0410(3) Uani 1 1 d . . . C21 C -0.2100(2) 0.85302(14) 0.22892(12) 0.0350(5) Uani 1 1 d . . . C22 C -0.2726(2) 0.92089(17) 0.18086(13) 0.0436(6) Uani 1 1 d . . . F22 F -0.19375(15) 0.98463(9) 0.15601(8) 0.0540(4) Uani 1 1 d . . . C23 C -0.4112(3) 0.9296(2) 0.15546(14) 0.0594(8) Uani 1 1 d . . . F23 F -0.46355(18) 0.99670(15) 0.10774(10) 0.0927(7) Uani 1 1 d . . . C24 C -0.4969(3) 0.8669(3) 0.17784(16) 0.0708(10) Uani 1 1 d . . . F24 F -0.63179(15) 0.87189(18) 0.14987(10) 0.1095(9) Uani 1 1 d . . . C25 C -0.4419(3) 0.7987(2) 0.22525(16) 0.0601(8) Uani 1 1 d . . . F25 F -0.52336(16) 0.73588(15) 0.24721(11) 0.0909(7) Uani 1 1 d . . . C26 C -0.3020(2) 0.79220(17) 0.24852(14) 0.0439(6) Uani 1 1 d . . . F26 F -0.25766(15) 0.71911(10) 0.29163(9) 0.0573(4) Uani 1 1 d . . . C31 C 0.0259(2) 0.94112(13) 0.29392(12) 0.0319(4) Uani 1 1 d . . . C32 C -0.0421(2) 1.00486(15) 0.33059(13) 0.0389(5) Uani 1 1 d . . . F32 F -0.17846(13) 1.00030(9) 0.32838(9) 0.0520(4) Uani 1 1 d . . . C33 C 0.0214(3) 1.07584(16) 0.37247(15) 0.0474(6) Uani 1 1 d . . . F33 F -0.05313(17) 1.13522(10) 0.40475(11) 0.0724(5) Uani 1 1 d . . . C34 C 0.1595(3) 1.08749(15) 0.38001(14) 0.0471(6) Uani 1 1 d . . . F34 F 0.22153(17) 1.15730(10) 0.41957(10) 0.0669(4) Uani 1 1 d . . . C35 C 0.2332(2) 1.02594(15) 0.34617(13) 0.0402(5) Uani 1 1 d . . . F35 F 0.36924(14) 1.03468(9) 0.35281(9) 0.0543(4) Uani 1 1 d . . . C36 C 0.1661(2) 0.95515(14) 0.30615(12) 0.0333(5) Uani 1 1 d . . . F36 F 0.24684(12) 0.89542(8) 0.27746(7) 0.0418(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 N1 0.0274(9) 0.0322(9) 0.0302(8) 0.0015(7) 0.0052(7) 0.0000(7) C2 0.0300(11) 0.0378(12) 0.0336(11) 0.0041(10) 0.0050(8) 0.0006(9) N3 0.0361(10) 0.0471(11) 0.0305(9) 0.0036(8) 0.0086(7) -0.0027(8) C4 0.0304(11) 0.0431(12) 0.0319(11) 0.0016(10) 0.0026(8) 0.0017(10) C5 0.0257(10) 0.0365(11) 0.0307(10) -0.0029(9) 0.0017(8) 0.0007(9) C6 0.0470(14) 0.0645(16) 0.0324(11) -0.0089(12) 0.0066(10) -0.0003(13) C7 0.0532(16) 0.0626(17) 0.0468(14) -0.0238(13) 0.0035(12) -0.0051(13) C8 0.0485(15) 0.0473(14) 0.0557(15) -0.0129(12) 0.0079(12) -0.0100(12) C9 0.0352(12) 0.0428(13) 0.0450(13) -0.0035(11) 0.0083(10) -0.0043(10) C10 0.0624(17) 0.0717(18) 0.0416(14) 0.0095(13) 0.0224(12) -0.0125(14) B 0.0296(12) 0.0336(12) 0.0296(11) 0.0002(10) 0.0072(9) -0.0004(10) C11 0.0320(11) 0.0303(11) 0.0317(10) -0.0018(9) 0.0040(8) -0.0040(9) C12 0.0406(12) 0.0332(11) 0.0361(11) -0.0025(9) 0.0094(9) 0.0016(10) F12 0.0618(9) 0.0469(8) 0.0399(7) 0.0002(6) 0.0215(6) 0.0110(7) C13 0.0645(16) 0.0348(12) 0.0299(11) 0.0000(10) 0.0109(10) -0.0019(11) F13 0.1112(13) 0.0495(8) 0.0341(7) 0.0069(6) 0.0251(8) 0.0094(8) C14 0.0609(16) 0.0313(12) 0.0338(12) 0.0049(10) -0.0029(11) 0.0024(11) F14 0.0919(12) 0.0447(8) 0.0444(8) 0.0127(7) -0.0014(7) 0.0145(8) C15 0.0377(12) 0.0303(11) 0.0475(13) -0.0016(10) 0.0016(10) 0.0059(9) F15 0.0527(9) 0.0482(8) 0.0619(9) 0.0048(7) 0.0058(7) 0.0201(7) C16 0.0310(11) 0.0329(11) 0.0331(11) -0.0017(9) 0.0046(8) -0.0017(9) F16 0.0364(7) 0.0479(7) 0.0410(7) 0.0020(6) 0.0133(5) 0.0089(6) C21 0.0318(11) 0.0434(12) 0.0302(10) -0.0072(9) 0.0068(8) -0.0020(10) C22 0.0388(13) 0.0593(15) 0.0325(11) -0.0031(11) 0.0063(9) 0.0121(12) F22 0.0601(9) 0.0530(8) 0.0490(8) 0.0136(7) 0.0101(7) 0.0159(7) C23 0.0437(15) 0.098(2) 0.0341(12) -0.0083(14) -0.0003(11) 0.0316(16) F23 0.0739(12) 0.1396(18) 0.0593(10) 0.0080(11) -0.0019(9) 0.0649(12) C24 0.0259(13) 0.148(3) 0.0377(14) -0.0303(18) 0.0038(11) 0.0099(17) F24 0.0254(8) 0.240(3) 0.0614(10) -0.0388(14) 0.0035(7) 0.0195(12) C25 0.0335(14) 0.104(2) 0.0458(14) -0.0291(16) 0.0161(11) -0.0226(15) F25 0.0508(10) 0.1470(18) 0.0830(12) -0.0414(12) 0.0332(9) -0.0503(11) C26 0.0366(13) 0.0560(15) 0.0408(12) -0.0111(12) 0.0117(10) -0.0072(11) F26 0.0561(9) 0.0543(9) 0.0660(9) -0.0027(8) 0.0230(7) -0.0193(7) C31 0.0329(11) 0.0329(11) 0.0299(10) 0.0037(9) 0.0058(8) 0.0007(9) C32 0.0359(13) 0.0388(12) 0.0426(12) -0.0031(10) 0.0087(9) 0.0008(10) F32 0.0379(8) 0.0535(8) 0.0672(9) -0.0202(7) 0.0162(6) 0.0022(6) C33 0.0522(15) 0.0374(13) 0.0539(14) -0.0127(11) 0.0131(12) 0.0017(11) F33 0.0702(11) 0.0544(9) 0.0956(12) -0.0383(9) 0.0230(9) 0.0002(8) C34 0.0564(16) 0.0376(13) 0.0450(13) -0.0080(11) 0.0033(11) -0.0116(11) F34 0.0707(11) 0.0525(9) 0.0752(10) -0.0239(8) 0.0075(8) -0.0228(8) C35 0.0351(12) 0.0444(13) 0.0386(12) 0.0044(10) 0.0007(9) -0.0091(10) F35 0.0372(8) 0.0565(9) 0.0658(9) 0.0001(7) 0.0006(6) -0.0140(6) C36 0.0338(11) 0.0343(11) 0.0319(10) 0.0009(9) 0.0065(8) 0.0014(9) F36 0.0310(7) 0.0484(7) 0.0461(7) -0.0048(6) 0.0072(5) 0.0016(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.324(3) . ? N1 C5 1.402(3) . ? N1 B 1.600(3) . ? C2 N3 1.337(3) . ? N3 C4 1.384(3) . ? N3 C10 1.464(3) . ? C4 C6 1.395(3) . ? C4 C5 1.395(3) . ? C5 C9 1.393(3) . ? C6 C7 1.369(4) . ? C7 C8 1.400(4) . ? C8 C9 1.378(3) . ? B C11 1.641(3) . ? B C21 1.647(3) . ? B C31 1.651(3) . ? C11 C16 1.385(3) . ? C11 C12 1.389(3) . ? C12 F12 1.358(2) . ? C12 C13 1.377(3) . ? C13 F13 1.341(2) . ? C13 C14 1.374(3) . ? C14 F14 1.345(2) . ? C14 C15 1.370(3) . ? C15 F15 1.353(2) . ? C15 C16 1.379(3) . ? C16 F16 1.351(2) . ? C21 C26 1.384(3) . ? C21 C22 1.385(3) . ? C22 F22 1.361(3) . ? C22 C23 1.373(3) . ? C23 F23 1.342(3) . ? C23 C24 1.377(5) . ? C24 F24 1.340(3) . ? C24 C25 1.359(5) . ? C25 F25 1.348(3) . ? C25 C26 1.378(3) . ? C26 F26 1.356(3) . ? C31 C36 1.389(3) . ? C31 C32 1.389(3) . ? C32 F32 1.352(2) . ? C32 C33 1.377(3) . ? C33 F33 1.344(3) . ? C33 C34 1.368(4) . ? C34 F34 1.341(3) . ? C34 C35 1.375(3) . ? C35 F35 1.344(3) . ? C35 C36 1.376(3) . ? C36 F36 1.359(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 N1 C5 106.39(16) . . ? C2 N1 B 128.22(17) . . ? C5 N1 B 125.23(16) . . ? N1 C2 N3 112.03(19) . . ? C2 N3 C4 107.68(17) . . ? C2 N3 C10 127.0(2) . . ? C4 N3 C10 125.22(19) . . ? N3 C4 C6 131.2(2) . . ? N3 C4 C5 106.34(18) . . ? C6 C4 C5 122.5(2) . . ? C9 C5 C4 120.44(19) . . ? C9 C5 N1 131.99(19) . . ? C4 C5 N1 107.55(18) . . ? C7 C6 C4 116.4(2) . . ? C6 C7 C8 121.7(2) . . ? C9 C8 C7 122.0(2) . . ? C8 C9 C5 117.0(2) . . ? N1 B C11 110.51(16) . . ? N1 B C21 102.48(15) . . ? C11 B C21 116.10(17) . . ? N1 B C31 110.87(16) . . ? C11 B C31 104.18(16) . . ? C21 B C31 112.86(17) . . ? C16 C11 C12 113.73(19) . . ? C16 C11 B 127.45(18) . . ? C12 C11 B 118.39(18) . . ? F12 C12 C13 116.31(18) . . ? F12 C12 C11 119.19(18) . . ? C13 C12 C11 124.5(2) . . ? F13 C13 C14 120.3(2) . . ? F13 C13 C12 120.8(2) . . ? C14 C13 C12 118.9(2) . . ? F14 C14 C15 120.4(2) . . ? F14 C14 C13 120.2(2) . . ? C15 C14 C13 119.4(2) . . ? F15 C15 C14 119.30(19) . . ? F15 C15 C16 120.91(19) . . ? C14 C15 C16 119.8(2) . . ? F16 C16 C15 115.33(18) . . ? F16 C16 C11 120.98(18) . . ? C15 C16 C11 123.66(19) . . ? C26 C21 C22 113.0(2) . . ? C26 C21 B 128.5(2) . . ? C22 C21 B 118.37(19) . . ? F22 C22 C23 116.1(2) . . ? F22 C22 C21 119.1(2) . . ? C23 C22 C21 124.8(3) . . ? F23 C23 C22 121.0(3) . . ? F23 C23 C24 119.9(3) . . ? C22 C23 C24 119.1(3) . . ? F24 C24 C25 121.0(3) . . ? F24 C24 C23 119.8(3) . . ? C25 C24 C23 119.1(2) . . ? F25 C25 C24 120.3(3) . . ? F25 C25 C26 119.9(3) . . ? C24 C25 C26 119.8(3) . . ? F26 C26 C25 115.0(2) . . ? F26 C26 C21 120.8(2) . . ? C25 C26 C21 124.3(3) . . ? C36 C31 C32 112.64(19) . . ? C36 C31 B 120.70(18) . . ? C32 C31 B 126.21(19) . . ? F32 C32 C33 114.71(19) . . ? F32 C32 C31 121.31(19) . . ? C33 C32 C31 124.0(2) . . ? F33 C33 C34 119.6(2) . . ? F33 C33 C32 119.9(2) . . ? C34 C33 C32 120.5(2) . . ? F34 C34 C33 120.8(2) . . ? F34 C34 C35 120.8(2) . . ? C33 C34 C35 118.5(2) . . ? F35 C35 C34 120.2(2) . . ? F35 C35 C36 120.6(2) . . ? C34 C35 C36 119.1(2) . . ? F36 C36 C35 115.56(19) . . ? F36 C36 C31 119.21(18) . . ? C35 C36 C31 125.2(2) . . ? 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 C5 N1 C2 N3 -0.5(2) . . . . ? B N1 C2 N3 -175.95(18) . . . . ? N1 C2 N3 C4 0.0(2) . . . . ? N1 C2 N3 C10 -177.3(2) . . . . ? C2 N3 C4 C6 -179.4(2) . . . . ? C10 N3 C4 C6 -2.1(4) . . . . ? C2 N3 C4 C5 0.5(2) . . . . ? C10 N3 C4 C5 177.9(2) . . . . ? N3 C4 C5 C9 -179.33(19) . . . . ? C6 C4 C5 C9 0.6(3) . . . . ? N3 C4 C5 N1 -0.8(2) . . . . ? C6 C4 C5 N1 179.1(2) . . . . ? C2 N1 C5 C9 179.1(2) . . . . ? B N1 C5 C9 -5.3(3) . . . . ? C2 N1 C5 C4 0.8(2) . . . . ? B N1 C5 C4 176.44(17) . . . . ? N3 C4 C6 C7 179.7(2) . . . . ? C5 C4 C6 C7 -0.2(3) . . . . ? C4 C6 C7 C8 -0.1(4) . . . . ? C6 C7 C8 C9 0.0(4) . . . . ? C7 C8 C9 C5 0.4(4) . . . . ? C4 C5 C9 C8 -0.7(3) . . . . ? N1 C5 C9 C8 -178.8(2) . . . . ? C2 N1 B C11 -119.8(2) . . . . ? C5 N1 B C11 65.6(2) . . . . ? C2 N1 B C21 115.9(2) . . . . ? C5 N1 B C21 -58.7(2) . . . . ? C2 N1 B C31 -4.8(3) . . . . ? C5 N1 B C31 -179.42(17) . . . . ? N1 B C11 C16 15.0(3) . . . . ? C21 B C11 C16 131.1(2) . . . . ? C31 B C11 C16 -104.1(2) . . . . ? N1 B C11 C12 -173.06(18) . . . . ? C21 B C11 C12 -56.9(2) . . . . ? C31 B C11 C12 67.8(2) . . . . ? C16 C11 C12 F12 177.71(18) . . . . ? B C11 C12 F12 4.7(3) . . . . ? C16 C11 C12 C13 -1.9(3) . . . . ? B C11 C12 C13 -174.9(2) . . . . ? F12 C12 C13 F13 4.2(3) . . . . ? C11 C12 C13 F13 -176.2(2) . . . . ? F12 C12 C13 C14 -177.3(2) . . . . ? C11 C12 C13 C14 2.3(4) . . . . ? F13 C13 C14 F14 -2.3(4) . . . . ? C12 C13 C14 F14 179.2(2) . . . . ? F13 C13 C14 C15 177.4(2) . . . . ? C12 C13 C14 C15 -1.0(4) . . . . ? F14 C14 C15 F15 -0.4(3) . . . . ? C13 C14 C15 F15 179.9(2) . . . . ? F14 C14 C15 C16 179.3(2) . . . . ? C13 C14 C15 C16 -0.4(3) . . . . ? F15 C15 C16 F16 -1.4(3) . . . . ? C14 C15 C16 F16 178.91(19) . . . . ? F15 C15 C16 C11 -179.50(19) . . . . ? C14 C15 C16 C11 0.8(3) . . . . ? C12 C11 C16 F16 -177.70(18) . . . . ? B C11 C16 F16 -5.4(3) . . . . ? C12 C11 C16 C15 0.3(3) . . . . ? B C11 C16 C15 172.6(2) . . . . ? N1 B C21 C26 112.2(2) . . . . ? C11 B C21 C26 -8.3(3) . . . . ? C31 B C21 C26 -128.5(2) . . . . ? N1 B C21 C22 -63.2(2) . . . . ? C11 B C21 C22 176.30(18) . . . . ? C31 B C21 C22 56.1(2) . . . . ? C26 C21 C22 F22 -178.96(18) . . . . ? B C21 C22 F22 -2.9(3) . . . . ? C26 C21 C22 C23 1.1(3) . . . . ? B C21 C22 C23 177.1(2) . . . . ? F22 C22 C23 F23 1.2(3) . . . . ? C21 C22 C23 F23 -178.9(2) . . . . ? F22 C22 C23 C24 179.4(2) . . . . ? C21 C22 C23 C24 -0.6(4) . . . . ? F23 C23 C24 F24 2.0(4) . . . . ? C22 C23 C24 F24 -176.3(2) . . . . ? F23 C23 C24 C25 179.1(2) . . . . ? C22 C23 C24 C25 0.8(4) . . . . ? F24 C24 C25 F25 -2.1(4) . . . . ? C23 C24 C25 F25 -179.2(2) . . . . ? F24 C24 C25 C26 175.6(2) . . . . ? C23 C24 C25 C26 -1.5(4) . . . . ? F25 C25 C26 F26 1.4(3) . . . . ? C24 C25 C26 F26 -176.3(2) . . . . ? F25 C25 C26 C21 179.8(2) . . . . ? C24 C25 C26 C21 2.2(4) . . . . ? C22 C21 C26 F26 176.51(19) . . . . ? B C21 C26 F26 0.9(3) . . . . ? C22 C21 C26 C25 -1.8(3) . . . . ? B C21 C26 C25 -177.4(2) . . . . ? N1 B C31 C36 -57.0(2) . . . . ? C11 B C31 C36 61.9(2) . . . . ? C21 B C31 C36 -171.32(17) . . . . ? N1 B C31 C32 131.3(2) . . . . ? C11 B C31 C32 -109.8(2) . . . . ? C21 B C31 C32 17.0(3) . . . . ? C36 C31 C32 F32 -177.12(19) . . . . ? B C31 C32 F32 -4.8(3) . . . . ? C36 C31 C32 C33 1.9(3) . . . . ? B C31 C32 C33 174.1(2) . . . . ? F32 C32 C33 F33 -2.2(3) . . . . ? C31 C32 C33 F33 178.8(2) . . . . ? F32 C32 C33 C34 179.2(2) . . . . ? C31 C32 C33 C34 0.2(4) . . . . ? F33 C33 C34 F34 0.3(4) . . . . ? C32 C33 C34 F34 178.9(2) . . . . ? F33 C33 C34 C35 -179.8(2) . . . . ? C32 C33 C34 C35 -1.2(4) . . . . ? F34 C34 C35 F35 0.5(3) . . . . ? C33 C34 C35 F35 -179.5(2) . . . . ? F34 C34 C35 C36 179.9(2) . . . . ? C33 C34 C35 C36 0.0(3) . . . . ? F35 C35 C36 F36 2.2(3) . . . . ? C34 C35 C36 F36 -177.30(19) . . . . ? F35 C35 C36 C31 -178.13(19) . . . . ? C34 C35 C36 C31 2.4(3) . . . . ? C32 C31 C36 F36 176.50(17) . . . . ? B C31 C36 F36 3.8(3) . . . . ? C32 C31 C36 C35 -3.2(3) . . . . ? B C31 C36 C35 -175.95(19) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.308 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.049 #========================================================================== data_erk1632 _database_code_CSD 181964 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H23 B N2' _chemical_formula_weight 374.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 20.155(2) _cell_length_b 14.400(1) _cell_length_c 17.119(2) _cell_angle_alpha 90.00 _cell_angle_beta 123.12(1) _cell_angle_gamma 90.00 _cell_volume 4161.2(7) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 39.88 _cell_measurement_theta_max 44.70 _exptl_crystal_description 'plate' _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 0.527 _exptl_absorpt_correction_type 'empirical via \y scan data' _exptl_absorpt_correction_T_min 0.8796 _exptl_absorpt_correction_T_max 0.9492 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method '\w/2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0.7 _diffrn_reflns_number 8590 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 4.04 _diffrn_reflns_theta_max 74.20 _reflns_number_total 4241 _reflns_number_gt 2791 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Express (Nonius B.V., 1994)' _computing_cell_refinement 'Express (Nonius B.V., 1994)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material '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^)+(0.0665P)^2^+0.9894P] 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 'refined as ridign atoms' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00051(8) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4241 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0753 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1308 _refine_ls_wR_factor_gt 0.1101 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 N1 N 0.22359(7) 0.26214(9) 0.29290(9) 0.0438(3) Uani 1 1 d . . . C2 C 0.28998(10) 0.21346(11) 0.33180(11) 0.0483(4) Uani 1 1 d . . . H2 H 0.3265 0.2179 0.3141 0.058 Uiso 1 1 calc R . . N3 N 0.29915(8) 0.15733(10) 0.39901(9) 0.0491(3) Uani 1 1 d . . . C4 C 0.23409(9) 0.16877(11) 0.40527(10) 0.0452(4) Uani 1 1 d . . . C5 C 0.18612(9) 0.23501(11) 0.33829(10) 0.0432(4) Uani 1 1 d . . . C6 C 0.21375(11) 0.12596(13) 0.46203(11) 0.0556(4) Uani 1 1 d . . . H6 H 0.2469 0.0817 0.5071 0.067 Uiso 1 1 calc R . . C7 C 0.14285(11) 0.15164(14) 0.44877(12) 0.0598(5) Uani 1 1 d . . . H7 H 0.1267 0.1242 0.4856 0.072 Uiso 1 1 calc R . . C8 C 0.09395(11) 0.21758(14) 0.38190(13) 0.0579(4) Uani 1 1 d . . . H8 H 0.0457 0.2332 0.3748 0.069 Uiso 1 1 calc R . . C9 C 0.11443(9) 0.26046(13) 0.32599(11) 0.0510(4) Uani 1 1 d . . . H9 H 0.0813 0.3050 0.2814 0.061 Uiso 1 1 calc R . . C10 C 0.36449(11) 0.09348(14) 0.45527(14) 0.0671(5) Uani 1 1 d . . . H10A H 0.4045 0.1016 0.4409 0.101 Uiso 1 1 calc R . . H10B H 0.3450 0.0301 0.4415 0.101 Uiso 1 1 calc R . . H10C H 0.3875 0.1062 0.5209 0.101 Uiso 1 1 calc R . . B B 0.18631(11) 0.32669(13) 0.20043(12) 0.0449(4) Uani 1 1 d . . . C11 C 0.15182(9) 0.41779(11) 0.22306(11) 0.0444(4) Uani 1 1 d . . . C12 C 0.07515(10) 0.45202(12) 0.16412(12) 0.0529(4) Uani 1 1 d . . . H12 H 0.0405 0.4206 0.1079 0.063 Uiso 1 1 calc R . . C13 C 0.04804(11) 0.53031(14) 0.18514(14) 0.0634(5) Uani 1 1 d . . . H13 H -0.0042 0.5509 0.1434 0.076 Uiso 1 1 calc R . . C14 C 0.09688(13) 0.57829(14) 0.26668(14) 0.0656(5) Uani 1 1 d . . . H14 H 0.0787 0.6322 0.2803 0.079 Uiso 1 1 calc R . . C15 C 0.17283(12) 0.54644(13) 0.32823(13) 0.0599(5) Uani 1 1 d . . . H15 H 0.2066 0.5778 0.3847 0.072 Uiso 1 1 calc R . . C16 C 0.19890(10) 0.46764(12) 0.30608(12) 0.0516(4) Uani 1 1 d . . . H16 H 0.2508 0.4467 0.3489 0.062 Uiso 1 1 calc R . . C21 C 0.11870(9) 0.26404(11) 0.11397(11) 0.0470(4) Uani 1 1 d . . . C22 C 0.09949(12) 0.17323(12) 0.12225(12) 0.0586(5) Uani 1 1 d . . . H22 H 0.1264 0.1456 0.1817 0.070 Uiso 1 1 calc R . . C23 C 0.04232(14) 0.12173(15) 0.04657(14) 0.0730(6) Uani 1 1 d . . . H23 H 0.0311 0.0608 0.0557 0.088 Uiso 1 1 calc R . . C24 C 0.00216(12) 0.15889(15) -0.04117(14) 0.0699(6) Uani 1 1 d . . . H24 H -0.0368 0.1242 -0.0925 0.084 Uiso 1 1 calc R . . C25 C 0.01960(11) 0.24746(15) -0.05303(13) 0.0653(5) Uani 1 1 d . . . H25 H -0.0073 0.2737 -0.1130 0.078 Uiso 1 1 calc R . . C26 C 0.07674(11) 0.29895(13) 0.02292(12) 0.0570(4) Uani 1 1 d . . . H26 H 0.0876 0.3596 0.0127 0.068 Uiso 1 1 calc R . . C31 C 0.25746(10) 0.35267(11) 0.18503(11) 0.0469(4) Uani 1 1 d . . . C32 C 0.30520(10) 0.43170(13) 0.22062(12) 0.0556(4) Uani 1 1 d . . . H32 H 0.2960 0.4740 0.2555 0.067 Uiso 1 1 calc R . . C33 C 0.36538(11) 0.45069(15) 0.20690(14) 0.0648(5) Uani 1 1 d . . . H33 H 0.3961 0.5046 0.2327 0.078 Uiso 1 1 calc R . . C34 C 0.38032(12) 0.39127(16) 0.15590(15) 0.0691(6) Uani 1 1 d . . . H34 H 0.4214 0.4038 0.1467 0.083 Uiso 1 1 calc R . . C35 C 0.33449(14) 0.31319(17) 0.11844(16) 0.0784(6) Uani 1 1 d . . . H35 H 0.3438 0.2721 0.0828 0.094 Uiso 1 1 calc R . . C36 C 0.27440(12) 0.29451(14) 0.13288(15) 0.0667(5) Uani 1 1 d . . . H36 H 0.2439 0.2405 0.1065 0.080 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 N1 0.0416(7) 0.0477(7) 0.0383(7) 0.0023(6) 0.0194(6) 0.0027(6) C2 0.0474(8) 0.0532(9) 0.0418(8) 0.0018(7) 0.0228(7) 0.0070(7) N3 0.0510(8) 0.0523(8) 0.0401(7) 0.0053(6) 0.0223(6) 0.0140(6) C4 0.0497(9) 0.0449(8) 0.0351(7) -0.0013(7) 0.0194(7) 0.0039(7) C5 0.0442(8) 0.0457(8) 0.0335(7) -0.0011(6) 0.0172(6) 0.0005(7) C6 0.0675(11) 0.0551(10) 0.0403(9) 0.0078(8) 0.0271(8) 0.0082(9) C7 0.0684(12) 0.0681(12) 0.0474(9) 0.0059(9) 0.0346(9) -0.0009(10) C8 0.0515(9) 0.0725(12) 0.0510(10) 0.0028(9) 0.0288(8) 0.0008(9) C9 0.0445(8) 0.0597(10) 0.0429(9) 0.0059(7) 0.0200(7) 0.0045(8) C10 0.0659(12) 0.0715(13) 0.0580(11) 0.0164(10) 0.0300(10) 0.0314(10) B 0.0469(10) 0.0454(10) 0.0380(9) 0.0049(7) 0.0203(8) 0.0037(8) C11 0.0483(9) 0.0450(8) 0.0410(8) 0.0057(7) 0.0251(7) 0.0018(7) C12 0.0502(9) 0.0556(10) 0.0514(10) 0.0039(8) 0.0268(8) 0.0043(8) C13 0.0605(11) 0.0623(11) 0.0658(12) 0.0068(10) 0.0334(10) 0.0140(9) C14 0.0811(13) 0.0554(11) 0.0732(13) 0.0036(10) 0.0505(12) 0.0124(10) C15 0.0765(12) 0.0529(10) 0.0540(10) -0.0036(8) 0.0381(10) -0.0004(9) C16 0.0582(10) 0.0507(9) 0.0453(9) 0.0028(7) 0.0280(8) 0.0031(8) C21 0.0497(9) 0.0485(9) 0.0431(8) 0.0011(7) 0.0256(7) 0.0044(7) C22 0.0731(12) 0.0510(10) 0.0465(9) -0.0049(8) 0.0293(9) -0.0054(9) C23 0.0943(15) 0.0583(11) 0.0627(12) -0.0158(10) 0.0405(12) -0.0189(11) C24 0.0676(12) 0.0749(13) 0.0581(12) -0.0229(10) 0.0286(10) -0.0118(10) C25 0.0644(11) 0.0718(13) 0.0425(9) -0.0041(9) 0.0182(9) 0.0056(10) C26 0.0620(11) 0.0536(10) 0.0433(9) 0.0003(8) 0.0210(8) 0.0019(8) C31 0.0491(9) 0.0487(9) 0.0395(8) 0.0060(7) 0.0219(7) 0.0056(7) C32 0.0552(10) 0.0586(10) 0.0551(10) -0.0019(8) 0.0314(8) -0.0005(8) C33 0.0607(11) 0.0681(12) 0.0697(12) 0.0033(10) 0.0383(10) -0.0038(10) C34 0.0653(12) 0.0838(14) 0.0730(13) 0.0107(11) 0.0473(11) 0.0018(11) C35 0.0889(15) 0.0874(15) 0.0845(15) -0.0105(13) 0.0637(14) 0.0004(13) C36 0.0745(12) 0.0638(12) 0.0756(13) -0.0102(10) 0.0498(11) -0.0045(10) _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 N1 C2 1.324(2) . ? N1 C5 1.403(2) . ? N1 B 1.623(2) . ? C2 N3 1.334(2) . ? N3 C4 1.383(2) . ? N3 C10 1.456(2) . ? C4 C6 1.388(2) . ? C4 C5 1.396(2) . ? C5 C9 1.391(2) . ? C6 C7 1.370(3) . ? C7 C8 1.397(3) . ? C8 C9 1.378(2) . ? B C11 1.627(2) . ? B C21 1.630(2) . ? B C31 1.637(2) . ? C11 C12 1.395(2) . ? C11 C16 1.401(2) . ? C12 C13 1.383(2) . ? C13 C14 1.376(3) . ? C14 C15 1.379(3) . ? C15 C16 1.388(2) . ? C21 C22 1.393(2) . ? C21 C26 1.399(2) . ? C22 C23 1.387(3) . ? C23 C24 1.367(3) . ? C24 C25 1.367(3) . ? C25 C26 1.389(3) . ? C31 C36 1.396(2) . ? C31 C32 1.397(2) . ? C32 C33 1.383(2) . ? C33 C34 1.368(3) . ? C34 C35 1.372(3) . ? C35 C36 1.388(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 C2 N1 C5 106.04(13) . . ? C2 N1 B 126.57(13) . . ? C5 N1 B 126.67(12) . . ? N1 C2 N3 112.36(15) . . ? C2 N3 C4 107.72(13) . . ? C2 N3 C10 127.02(14) . . ? C4 N3 C10 125.25(14) . . ? N3 C4 C6 131.04(15) . . ? N3 C4 C5 106.17(14) . . ? C6 C4 C5 122.79(16) . . ? C9 C5 C4 120.04(15) . . ? C9 C5 N1 132.23(15) . . ? C4 C5 N1 107.72(13) . . ? C7 C6 C4 116.39(16) . . ? C6 C7 C8 121.63(17) . . ? C9 C8 C7 121.93(17) . . ? C8 C9 C5 117.22(16) . . ? N1 B C11 105.05(12) . . ? N1 B C21 106.29(13) . . ? C11 B C21 114.10(13) . . ? N1 B C31 107.97(12) . . ? C11 B C31 112.33(13) . . ? C21 B C31 110.58(13) . . ? C12 C11 C16 114.93(15) . . ? C12 C11 B 124.14(15) . . ? C16 C11 B 120.93(14) . . ? C13 C12 C11 122.60(17) . . ? C14 C13 C12 120.52(18) . . ? C13 C14 C15 119.23(18) . . ? C14 C15 C16 119.42(18) . . ? C15 C16 C11 123.27(17) . . ? C22 C21 C26 114.73(16) . . ? C22 C21 B 124.62(15) . . ? C26 C21 B 120.62(15) . . ? C23 C22 C21 122.82(18) . . ? C24 C23 C22 120.5(2) . . ? C23 C24 C25 118.83(18) . . ? C24 C25 C26 120.52(19) . . ? C25 C26 C21 122.57(18) . . ? C36 C31 C32 114.65(16) . . ? C36 C31 B 120.52(15) . . ? C32 C31 B 124.83(15) . . ? C33 C32 C31 123.09(17) . . ? C34 C33 C32 120.26(19) . . ? C33 C34 C35 118.95(18) . . ? C34 C35 C36 120.39(19) . . ? C35 C36 C31 122.66(19) . . ? 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 C5 N1 C2 N3 -0.35(18) . . . . ? B N1 C2 N3 -171.13(14) . . . . ? N1 C2 N3 C4 0.37(19) . . . . ? N1 C2 N3 C10 179.18(16) . . . . ? C2 N3 C4 C6 178.56(17) . . . . ? C10 N3 C4 C6 -0.3(3) . . . . ? C2 N3 C4 C5 -0.22(17) . . . . ? C10 N3 C4 C5 -179.06(16) . . . . ? N3 C4 C5 C9 178.67(14) . . . . ? C6 C4 C5 C9 -0.2(2) . . . . ? N3 C4 C5 N1 0.01(17) . . . . ? C6 C4 C5 N1 -178.89(14) . . . . ? C2 N1 C5 C9 -178.24(17) . . . . ? B N1 C5 C9 -7.5(3) . . . . ? C2 N1 C5 C4 0.20(17) . . . . ? B N1 C5 C4 170.96(14) . . . . ? N3 C4 C6 C7 -178.19(17) . . . . ? C5 C4 C6 C7 0.4(3) . . . . ? C4 C6 C7 C8 -0.2(3) . . . . ? C6 C7 C8 C9 -0.2(3) . . . . ? C7 C8 C9 C5 0.4(3) . . . . ? C4 C5 C9 C8 -0.2(2) . . . . ? N1 C5 C9 C8 178.11(16) . . . . ? C2 N1 B C11 -140.49(15) . . . . ? C5 N1 B C11 50.58(19) . . . . ? C2 N1 B C21 98.24(17) . . . . ? C5 N1 B C21 -70.68(18) . . . . ? C2 N1 B C31 -20.4(2) . . . . ? C5 N1 B C31 170.64(14) . . . . ? N1 B C11 C12 -128.87(15) . . . . ? C21 B C11 C12 -12.9(2) . . . . ? C31 B C11 C12 114.01(17) . . . . ? N1 B C11 C16 50.63(19) . . . . ? C21 B C11 C16 166.63(14) . . . . ? C31 B C11 C16 -66.49(18) . . . . ? C16 C11 C12 C13 1.2(2) . . . . ? B C11 C12 C13 -179.29(16) . . . . ? C11 C12 C13 C14 0.1(3) . . . . ? C12 C13 C14 C15 -1.2(3) . . . . ? C13 C14 C15 C16 1.0(3) . . . . ? C14 C15 C16 C11 0.3(3) . . . . ? C12 C11 C16 C15 -1.4(2) . . . . ? B C11 C16 C15 179.08(15) . . . . ? N1 B C21 C22 -0.1(2) . . . . ? C11 B C21 C22 -115.38(18) . . . . ? C31 B C21 C22 116.85(18) . . . . ? N1 B C21 C26 -177.90(14) . . . . ? C11 B C21 C26 66.8(2) . . . . ? C31 B C21 C26 -61.0(2) . . . . ? C26 C21 C22 C23 -1.1(3) . . . . ? B C21 C22 C23 -178.97(18) . . . . ? C21 C22 C23 C24 0.5(3) . . . . ? C22 C23 C24 C25 0.3(3) . . . . ? C23 C24 C25 C26 -0.5(3) . . . . ? C24 C25 C26 C21 -0.1(3) . . . . ? C22 C21 C26 C25 0.9(3) . . . . ? B C21 C26 C25 178.89(17) . . . . ? N1 B C31 C36 88.52(18) . . . . ? C11 B C31 C36 -156.12(16) . . . . ? C21 B C31 C36 -27.4(2) . . . . ? N1 B C31 C32 -91.72(18) . . . . ? C11 B C31 C32 23.6(2) . . . . ? C21 B C31 C32 152.38(16) . . . . ? C36 C31 C32 C33 -1.0(3) . . . . ? B C31 C32 C33 179.27(17) . . . . ? C31 C32 C33 C34 0.5(3) . . . . ? C32 C33 C34 C35 0.3(3) . . . . ? C33 C34 C35 C36 -0.6(3) . . . . ? C34 C35 C36 C31 0.0(3) . . . . ? C32 C31 C36 C35 0.7(3) . . . . ? B C31 C36 C35 -179.52(18) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 74.20 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.218 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.033 #========================================================================== data_erk1551 _database_code_CSD 181965 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H7 B F14 N2' _chemical_formula_weight 624.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M 'P21/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 11.259(3) _cell_length_b 11.878(4) _cell_length_c 17.461(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.00(2) _cell_angle_gamma 90.00 _cell_volume 2306.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 40.06 _cell_measurement_theta_max 46.08 _exptl_crystal_description 'plate' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.797 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 1.683 _exptl_absorpt_correction_type 'empirical via \y scan data' _exptl_absorpt_correction_T_min 0.6784 _exptl_absorpt_correction_T_max 0.8498 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method '\w/2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0.6 _diffrn_reflns_number 9465 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0373 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 4.38 _diffrn_reflns_theta_max 74.48 _reflns_number_total 4708 _reflns_number_gt 3474 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Express (Nonius B.V., 1994)' _computing_cell_refinement 'Express (Nonius B.V., 1994)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material '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^)+(0.0605P)^2^+0.6260P] 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 'refined as riding atoms' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4708 _refine_ls_number_parameters 389 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0586 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 N1 N 0.58030(13) 0.47785(13) 0.34220(8) 0.0310(3) Uani 1 1 d . . . C2 C 0.69085(16) 0.50901(15) 0.37634(10) 0.0313(4) Uani 1 1 d . . . N3 N 0.68426(14) 0.58196(13) 0.43404(9) 0.0362(3) Uani 1 1 d . . . C4 C 0.56305(17) 0.60108(16) 0.43664(11) 0.0370(4) Uani 1 1 d . . . C5 C 0.49740(17) 0.53570(15) 0.37814(10) 0.0338(4) Uani 1 1 d . . . C6 C 0.5068(2) 0.67153(18) 0.48350(12) 0.0484(5) Uani 1 1 d . . . H6 H 0.5510 0.7149 0.5231 0.058 Uiso 1 1 calc R . . C7 C 0.3830(2) 0.6745(2) 0.46901(14) 0.0554(6) Uani 1 1 d . . . H7 H 0.3420 0.7213 0.4996 0.066 Uiso 1 1 calc R . . C8 C 0.3169(2) 0.6105(2) 0.41048(13) 0.0499(5) Uani 1 1 d . . . H8 H 0.2325 0.6154 0.4024 0.060 Uiso 1 1 calc R . . C9 C 0.37251(18) 0.53949(17) 0.36390(12) 0.0402(4) Uani 1 1 d . . . H9 H 0.3279 0.4960 0.3245 0.048 Uiso 1 1 calc R . . C10 C 0.7822(2) 0.6357(2) 0.48676(13) 0.0514(5) Uani 1 1 d . . . H10A H 0.8454 0.5811 0.5026 0.077 Uiso 1 1 calc R . . H10B H 0.7517 0.6635 0.5322 0.077 Uiso 1 1 calc R . . H10C H 0.8143 0.6979 0.4604 0.077 Uiso 1 1 calc R . . B B 0.58284(17) 0.38991(17) 0.27385(11) 0.0296(4) Uani 1 1 d . . . C11 C 0.51708(15) 0.43900(15) 0.19083(10) 0.0304(4) Uani 1 1 d . . . C12 C 0.45882(17) 0.37359(16) 0.13092(11) 0.0368(4) Uani 1 1 d . . . F12 F 0.45822(12) 0.26023(10) 0.13747(7) 0.0499(3) Uani 1 1 d . . . C13 C 0.39891(17) 0.41725(19) 0.06211(11) 0.0432(5) Uani 1 1 d . . . F13 F 0.34309(13) 0.34886(13) 0.00708(7) 0.0634(4) Uani 1 1 d . . . C14 C 0.39891(18) 0.5312(2) 0.05012(12) 0.0443(5) Uani 1 1 d . . . F14 F 0.34003(12) 0.57575(14) -0.01585(8) 0.0633(4) Uani 1 1 d . . . C15 C 0.46100(18) 0.59973(18) 0.10516(12) 0.0418(4) Uani 1 1 d . . . F15 F 0.46314(13) 0.71145(11) 0.09365(8) 0.0598(4) Uani 1 1 d . . . C16 C 0.51840(16) 0.55275(16) 0.17337(11) 0.0351(4) Uani 1 1 d . . . F16 F 0.57783(11) 0.62550(9) 0.22493(7) 0.0483(3) Uani 1 1 d . . . C21 C 0.52545(16) 0.27216(16) 0.30172(10) 0.0323(4) Uani 1 1 d . . . C22 C 0.59257(17) 0.18783(16) 0.34244(11) 0.0369(4) Uani 1 1 d . . . F22 F 0.71361(10) 0.19499(10) 0.35717(7) 0.0486(3) Uani 1 1 d . . . C23 C 0.5438(2) 0.09340(18) 0.37213(12) 0.0460(5) Uani 1 1 d . . . F23 F 0.61509(15) 0.01582(12) 0.41182(9) 0.0670(4) Uani 1 1 d . . . C24 C 0.4212(2) 0.07952(19) 0.36078(14) 0.0529(6) Uani 1 1 d . . . F24 F 0.37226(16) -0.01096(13) 0.38969(11) 0.0787(5) Uani 1 1 d . . . C25 C 0.35015(19) 0.1599(2) 0.32022(14) 0.0486(5) Uani 1 1 d . . . F25 F 0.22986(12) 0.14756(14) 0.30744(10) 0.0720(4) Uani 1 1 d . . . C26 C 0.40195(17) 0.25308(17) 0.29209(12) 0.0391(4) Uani 1 1 d . . . F26 F 0.32492(10) 0.32804(11) 0.25321(8) 0.0499(3) Uani 1 1 d . . . C31 C 0.72792(15) 0.39133(15) 0.27713(10) 0.0311(4) Uani 1 1 d . . . C32 C 0.79793(17) 0.34290(16) 0.22889(11) 0.0361(4) Uani 1 1 d . . . F32 F 0.74812(11) 0.27612(10) 0.16999(7) 0.0474(3) Uani 1 1 d . . . C33 C 0.92123(17) 0.35940(17) 0.23843(13) 0.0418(5) Uani 1 1 d . . . F33 F 0.98811(11) 0.31193(12) 0.19040(9) 0.0586(4) Uani 1 1 d . . . C34 C 0.97568(16) 0.42419(18) 0.29900(13) 0.0440(5) Uani 1 1 d . . . F34 F 1.09561(11) 0.43834(13) 0.30995(10) 0.0649(4) Uani 1 1 d . . . C35 C 0.90838(17) 0.47446(17) 0.34882(12) 0.0398(4) Uani 1 1 d . . . F35 F 0.96755(11) 0.53609(12) 0.40741(8) 0.0576(4) Uani 1 1 d . . . C36 C 0.78454(16) 0.46008(15) 0.33797(11) 0.0325(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 N1 0.0285(7) 0.0341(8) 0.0294(7) -0.0046(6) 0.0018(6) -0.0005(6) C2 0.0320(8) 0.0315(8) 0.0281(8) -0.0006(7) -0.0025(7) -0.0015(7) N3 0.0410(8) 0.0349(8) 0.0302(7) -0.0040(6) -0.0023(6) -0.0032(6) C4 0.0447(10) 0.0362(9) 0.0289(9) -0.0007(7) 0.0019(7) 0.0035(8) C5 0.0374(9) 0.0349(9) 0.0286(8) -0.0009(7) 0.0040(7) 0.0041(7) C6 0.0632(13) 0.0447(12) 0.0366(11) -0.0094(9) 0.0052(10) 0.0078(10) C7 0.0643(14) 0.0599(14) 0.0434(12) -0.0074(11) 0.0132(10) 0.0236(11) C8 0.0462(11) 0.0568(13) 0.0473(12) -0.0012(10) 0.0088(9) 0.0163(10) C9 0.0376(10) 0.0459(11) 0.0367(10) -0.0017(8) 0.0043(8) 0.0077(8) C10 0.0531(12) 0.0553(13) 0.0412(11) -0.0141(10) -0.0075(9) -0.0103(10) B 0.0279(9) 0.0320(10) 0.0281(9) -0.0050(8) 0.0021(7) -0.0010(7) C11 0.0261(8) 0.0343(9) 0.0306(8) -0.0037(7) 0.0035(6) 0.0000(6) C12 0.0376(9) 0.0389(10) 0.0333(9) -0.0030(8) 0.0033(7) -0.0035(8) F12 0.0684(8) 0.0379(6) 0.0404(6) -0.0092(5) -0.0009(6) -0.0102(6) C13 0.0364(10) 0.0595(13) 0.0317(10) -0.0049(9) -0.0012(8) -0.0076(9) F13 0.0702(9) 0.0768(10) 0.0370(7) -0.0071(7) -0.0113(6) -0.0238(7) C14 0.0356(10) 0.0603(13) 0.0350(10) 0.0102(9) -0.0001(8) 0.0059(9) F14 0.0564(8) 0.0820(10) 0.0454(7) 0.0180(7) -0.0106(6) 0.0069(7) C15 0.0418(10) 0.0410(10) 0.0433(11) 0.0061(9) 0.0086(8) 0.0071(8) F15 0.0748(9) 0.0416(7) 0.0609(9) 0.0142(6) 0.0041(7) 0.0096(6) C16 0.0335(9) 0.0359(9) 0.0352(9) -0.0026(7) 0.0033(7) 0.0015(7) F16 0.0652(8) 0.0340(6) 0.0433(7) -0.0041(5) 0.0005(6) -0.0095(5) C21 0.0328(9) 0.0364(9) 0.0281(8) -0.0053(7) 0.0056(7) -0.0040(7) C22 0.0385(10) 0.0375(10) 0.0343(10) -0.0035(8) 0.0042(8) -0.0033(8) F22 0.0388(6) 0.0500(7) 0.0539(7) 0.0137(6) -0.0022(5) 0.0023(5) C23 0.0605(13) 0.0374(11) 0.0406(11) 0.0025(8) 0.0095(9) -0.0023(9) F23 0.0836(10) 0.0470(7) 0.0683(9) 0.0189(7) 0.0056(8) -0.0001(7) C24 0.0656(14) 0.0444(12) 0.0533(13) -0.0033(10) 0.0236(11) -0.0190(11) F24 0.0933(12) 0.0570(9) 0.0928(12) 0.0096(8) 0.0363(10) -0.0288(8) C25 0.0413(11) 0.0552(13) 0.0522(13) -0.0102(10) 0.0160(9) -0.0162(10) F25 0.0443(7) 0.0872(11) 0.0879(11) -0.0055(9) 0.0209(7) -0.0281(7) C26 0.0364(9) 0.0438(11) 0.0376(10) -0.0069(8) 0.0069(8) -0.0051(8) F26 0.0304(6) 0.0592(8) 0.0592(8) -0.0001(6) 0.0042(5) -0.0014(5) C31 0.0302(8) 0.0299(8) 0.0327(9) 0.0021(7) 0.0031(7) 0.0002(7) C32 0.0368(9) 0.0346(9) 0.0367(10) 0.0015(8) 0.0052(7) 0.0031(7) F32 0.0472(7) 0.0505(7) 0.0450(7) -0.0140(6) 0.0090(5) 0.0048(5) C33 0.0362(10) 0.0418(11) 0.0506(12) 0.0087(9) 0.0167(8) 0.0079(8) F33 0.0469(7) 0.0638(8) 0.0717(9) 0.0020(7) 0.0293(7) 0.0100(6) C34 0.0246(9) 0.0493(11) 0.0576(13) 0.0114(10) 0.0053(8) -0.0017(8) F34 0.0262(6) 0.0797(10) 0.0887(10) 0.0047(8) 0.0084(6) -0.0058(6) C35 0.0307(9) 0.0402(10) 0.0455(11) 0.0034(9) -0.0030(8) -0.0057(8) F35 0.0382(6) 0.0659(8) 0.0635(8) -0.0105(7) -0.0081(6) -0.0151(6) C36 0.0296(8) 0.0327(9) 0.0339(9) 0.0031(7) 0.0006(7) -0.0020(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 N1 C2 1.345(2) . ? N1 C5 1.386(2) . ? N1 B 1.590(2) . ? C2 N3 1.340(2) . ? C2 C36 1.456(3) . ? N3 C4 1.391(3) . ? N3 C10 1.467(2) . ? C4 C6 1.390(3) . ? C4 C5 1.399(3) . ? C5 C9 1.390(3) . ? C6 C7 1.377(3) . ? C7 C8 1.393(3) . ? C8 C9 1.387(3) . ? B C31 1.625(3) . ? B C11 1.629(3) . ? B C21 1.646(3) . ? C11 C12 1.383(2) . ? C11 C16 1.386(3) . ? C12 F12 1.351(2) . ? C12 C13 1.384(3) . ? C13 F13 1.338(2) . ? C13 C14 1.369(3) . ? C14 F14 1.344(2) . ? C14 C15 1.366(3) . ? C15 F15 1.343(2) . ? C15 C16 1.381(3) . ? C16 F16 1.348(2) . ? C21 C22 1.383(3) . ? C21 C26 1.393(3) . ? C22 F22 1.349(2) . ? C22 C23 1.385(3) . ? C23 F23 1.342(3) . ? C23 C24 1.373(3) . ? C24 F24 1.342(2) . ? C24 C25 1.370(3) . ? C25 F25 1.346(2) . ? C25 C26 1.377(3) . ? C26 F26 1.350(2) . ? C31 C32 1.367(3) . ? C31 C36 1.411(2) . ? C32 F32 1.349(2) . ? C32 C33 1.386(3) . ? C33 F33 1.336(2) . ? C33 C34 1.372(3) . ? C34 F34 1.344(2) . ? C34 C35 1.376(3) . ? C35 F35 1.347(2) . ? C35 C36 1.388(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 N1 C5 107.76(15) . . ? C2 N1 B 112.92(14) . . ? C5 N1 B 139.32(15) . . ? N3 C2 N1 110.79(16) . . ? N3 C2 C36 137.18(16) . . ? N1 C2 C36 111.90(15) . . ? C2 N3 C4 107.47(15) . . ? C2 N3 C10 128.94(17) . . ? C4 N3 C10 123.59(17) . . ? C6 C4 N3 131.06(19) . . ? C6 C4 C5 121.79(19) . . ? N3 C4 C5 107.13(16) . . ? N1 C5 C9 132.01(18) . . ? N1 C5 C4 106.83(16) . . ? C9 C5 C4 121.12(17) . . ? C7 C6 C4 116.6(2) . . ? C6 C7 C8 122.0(2) . . ? C9 C8 C7 121.6(2) . . ? C8 C9 C5 116.9(2) . . ? N1 B C31 95.90(13) . . ? N1 B C11 111.95(15) . . ? C31 B C11 110.00(15) . . ? N1 B C21 106.39(14) . . ? C31 B C21 115.92(15) . . ? C11 B C21 114.99(14) . . ? C12 C11 C16 113.66(17) . . ? C12 C11 B 124.59(16) . . ? C16 C11 B 121.72(16) . . ? F12 C12 C11 120.24(17) . . ? F12 C12 C13 116.02(17) . . ? C11 C12 C13 123.74(19) . . ? F13 C13 C14 120.11(19) . . ? F13 C13 C12 120.4(2) . . ? C14 C13 C12 119.44(19) . . ? F14 C14 C15 119.8(2) . . ? F14 C14 C13 120.6(2) . . ? C15 C14 C13 119.59(18) . . ? F15 C15 C14 120.20(19) . . ? F15 C15 C16 120.76(19) . . ? C14 C15 C16 119.02(19) . . ? F16 C16 C15 115.69(17) . . ? F16 C16 C11 119.97(16) . . ? C15 C16 C11 124.34(18) . . ? C22 C21 C26 113.53(17) . . ? C22 C21 B 124.02(16) . . ? C26 C21 B 122.23(17) . . ? F22 C22 C21 120.45(17) . . ? F22 C22 C23 115.32(18) . . ? C21 C22 C23 124.22(19) . . ? F23 C23 C24 119.93(19) . . ? F23 C23 C22 120.6(2) . . ? C24 C23 C22 119.5(2) . . ? F24 C24 C25 120.8(2) . . ? F24 C24 C23 120.3(2) . . ? C25 C24 C23 118.91(19) . . ? F25 C25 C24 120.1(2) . . ? F25 C25 C26 120.0(2) . . ? C24 C25 C26 119.9(2) . . ? F26 C26 C25 115.78(18) . . ? F26 C26 C21 120.28(17) . . ? C25 C26 C21 123.9(2) . . ? C32 C31 C36 118.12(16) . . ? C32 C31 B 130.31(16) . . ? C36 C31 B 111.46(15) . . ? F32 C32 C31 120.39(16) . . ? F32 C32 C33 117.63(17) . . ? C31 C32 C33 121.98(18) . . ? F33 C33 C34 119.51(18) . . ? F33 C33 C32 121.1(2) . . ? C34 C33 C32 119.35(18) . . ? F34 C34 C33 119.8(2) . . ? F34 C34 C35 119.7(2) . . ? C33 C34 C35 120.44(17) . . ? F35 C35 C34 117.40(17) . . ? F35 C35 C36 122.53(19) . . ? C34 C35 C36 120.07(18) . . ? C35 C36 C31 120.00(17) . . ? C35 C36 C2 132.27(18) . . ? C31 C36 C2 107.64(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 C5 N1 C2 N3 1.6(2) . . . . ? B N1 C2 N3 -179.27(15) . . . . ? C5 N1 C2 C36 -174.94(15) . . . . ? B N1 C2 C36 4.2(2) . . . . ? N1 C2 N3 C4 -1.2(2) . . . . ? C36 C2 N3 C4 174.1(2) . . . . ? N1 C2 N3 C10 179.06(18) . . . . ? C36 C2 N3 C10 -5.6(4) . . . . ? C2 N3 C4 C6 -177.8(2) . . . . ? C10 N3 C4 C6 2.0(3) . . . . ? C2 N3 C4 C5 0.3(2) . . . . ? C10 N3 C4 C5 -179.93(18) . . . . ? C2 N1 C5 C9 176.6(2) . . . . ? B N1 C5 C9 -2.1(4) . . . . ? C2 N1 C5 C4 -1.4(2) . . . . ? B N1 C5 C4 179.9(2) . . . . ? C6 C4 C5 N1 178.94(18) . . . . ? N3 C4 C5 N1 0.6(2) . . . . ? C6 C4 C5 C9 0.7(3) . . . . ? N3 C4 C5 C9 -177.62(17) . . . . ? N3 C4 C6 C7 177.3(2) . . . . ? C5 C4 C6 C7 -0.6(3) . . . . ? C4 C6 C7 C8 0.0(4) . . . . ? C6 C7 C8 C9 0.4(4) . . . . ? C7 C8 C9 C5 -0.3(3) . . . . ? N1 C5 C9 C8 -178.0(2) . . . . ? C4 C5 C9 C8 -0.3(3) . . . . ? C2 N1 B C31 -4.37(18) . . . . ? C5 N1 B C31 174.3(2) . . . . ? C2 N1 B C11 -118.72(16) . . . . ? C5 N1 B C11 60.0(3) . . . . ? C2 N1 B C21 114.88(16) . . . . ? C5 N1 B C21 -66.4(3) . . . . ? N1 B C11 C12 -150.18(17) . . . . ? C31 B C11 C12 104.47(19) . . . . ? C21 B C11 C12 -28.6(2) . . . . ? N1 B C11 C16 31.9(2) . . . . ? C31 B C11 C16 -73.5(2) . . . . ? C21 B C11 C16 153.45(16) . . . . ? C16 C11 C12 F12 175.05(16) . . . . ? B C11 C12 F12 -3.0(3) . . . . ? C16 C11 C12 C13 -4.9(3) . . . . ? B C11 C12 C13 177.04(17) . . . . ? F12 C12 C13 F13 1.0(3) . . . . ? C11 C12 C13 F13 -179.07(18) . . . . ? F12 C12 C13 C14 -177.86(18) . . . . ? C11 C12 C13 C14 2.1(3) . . . . ? F13 C13 C14 F14 2.0(3) . . . . ? C12 C13 C14 F14 -179.12(18) . . . . ? F13 C13 C14 C15 -176.89(18) . . . . ? C12 C13 C14 C15 2.0(3) . . . . ? F14 C14 C15 F15 0.2(3) . . . . ? C13 C14 C15 F15 179.07(18) . . . . ? F14 C14 C15 C16 178.37(18) . . . . ? C13 C14 C15 C16 -2.7(3) . . . . ? F15 C15 C16 F16 -1.8(3) . . . . ? C14 C15 C16 F16 180.00(17) . . . . ? F15 C15 C16 C11 177.73(18) . . . . ? C14 C15 C16 C11 -0.5(3) . . . . ? C12 C11 C16 F16 -176.40(16) . . . . ? B C11 C16 F16 1.8(3) . . . . ? C12 C11 C16 C15 4.1(3) . . . . ? B C11 C16 C15 -177.76(17) . . . . ? N1 B C21 C22 -90.3(2) . . . . ? C31 B C21 C22 14.9(2) . . . . ? C11 B C21 C22 145.12(17) . . . . ? N1 B C21 C26 83.8(2) . . . . ? C31 B C21 C26 -171.02(16) . . . . ? C11 B C21 C26 -40.8(2) . . . . ? C26 C21 C22 F22 -179.27(17) . . . . ? B C21 C22 F22 -4.7(3) . . . . ? C26 C21 C22 C23 -0.7(3) . . . . ? B C21 C22 C23 173.86(18) . . . . ? F22 C22 C23 F23 -0.6(3) . . . . ? C21 C22 C23 F23 -179.24(18) . . . . ? F22 C22 C23 C24 179.28(19) . . . . ? C21 C22 C23 C24 0.7(3) . . . . ? F23 C23 C24 F24 0.5(3) . . . . ? C22 C23 C24 F24 -179.4(2) . . . . ? F23 C23 C24 C25 179.9(2) . . . . ? C22 C23 C24 C25 0.0(3) . . . . ? F24 C24 C25 F25 -1.5(3) . . . . ? C23 C24 C25 F25 179.1(2) . . . . ? F24 C24 C25 C26 178.9(2) . . . . ? C23 C24 C25 C26 -0.4(3) . . . . ? F25 C25 C26 F26 0.8(3) . . . . ? C24 C25 C26 F26 -179.68(19) . . . . ? F25 C25 C26 C21 -179.21(19) . . . . ? C24 C25 C26 C21 0.3(3) . . . . ? C22 C21 C26 F26 -179.76(16) . . . . ? B C21 C26 F26 5.6(3) . . . . ? C22 C21 C26 C25 0.2(3) . . . . ? B C21 C26 C25 -174.48(18) . . . . ? N1 B C31 C32 -172.67(18) . . . . ? C11 B C31 C32 -56.7(2) . . . . ? C21 B C31 C32 75.9(2) . . . . ? N1 B C31 C36 3.26(18) . . . . ? C11 B C31 C36 119.21(16) . . . . ? C21 B C31 C36 -108.19(17) . . . . ? C36 C31 C32 F32 179.77(16) . . . . ? B C31 C32 F32 -4.5(3) . . . . ? C36 C31 C32 C33 0.2(3) . . . . ? B C31 C32 C33 175.86(19) . . . . ? F32 C32 C33 F33 0.8(3) . . . . ? C31 C32 C33 F33 -179.57(18) . . . . ? F32 C32 C33 C34 -178.18(17) . . . . ? C31 C32 C33 C34 1.4(3) . . . . ? F33 C33 C34 F34 -0.7(3) . . . . ? C32 C33 C34 F34 178.29(18) . . . . ? F33 C33 C34 C35 179.55(18) . . . . ? C32 C33 C34 C35 -1.5(3) . . . . ? F34 C34 C35 F35 -0.3(3) . . . . ? C33 C34 C35 F35 179.44(18) . . . . ? F34 C34 C35 C36 -179.88(18) . . . . ? C33 C34 C35 C36 -0.1(3) . . . . ? F35 C35 C36 C31 -177.79(17) . . . . ? C34 C35 C36 C31 1.8(3) . . . . ? F35 C35 C36 C2 6.2(3) . . . . ? C34 C35 C36 C2 -174.23(19) . . . . ? C32 C31 C36 C35 -1.8(3) . . . . ? B C31 C36 C35 -178.24(17) . . . . ? C32 C31 C36 C2 175.13(16) . . . . ? B C31 C36 C2 -1.3(2) . . . . ? N3 C2 C36 C35 -0.6(4) . . . . ? N1 C2 C36 C35 174.65(19) . . . . ? N3 C2 C36 C31 -177.0(2) . . . . ? N1 C2 C36 C31 -1.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 74.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.244 _refine_diff_density_min -0.274 _refine_diff_density_rms 0.054 #======================================================================