# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_compound8 _database_code_depnum_ccdc_archive 'CCDC 894654' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H33 B11 N2' _chemical_formula_sum 'C24 H33 B11 N2' _chemical_formula_weight 468.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 8.94210(10) _cell_length_b 18.1282(3) _cell_length_c 32.8942(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5332.29(13) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 87138 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 27.485 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.167 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9818 _exptl_absorpt_correction_T_max 0.9951 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40291 _diffrn_reflns_av_R_equivalents 0.055 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6108 _reflns_number_gt 4475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0524P)^2^+1.2750P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6108 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1170 _refine_ls_wR_factor_gt 0.1076 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.33206(12) 0.51348(6) 0.37599(3) 0.0196(3) Uani 1 1 d . . . N2 N 0.34486(12) 0.44067(6) 0.43324(3) 0.0182(2) Uani 1 1 d . . . B1 B 0.39706(17) 0.44686(8) 0.39203(5) 0.0201(3) Uani 1 1 d . . . B2 B 0.57079(18) 0.41127(9) 0.32073(5) 0.0242(4) Uani 1 1 d . . . H2 H 0.5534(16) 0.4659(8) 0.3090(5) 0.022(4) Uiso 1 1 d . . . B3 B 0.42430(19) 0.34527(9) 0.32706(6) 0.0269(4) Uani 1 1 d . . . H3 H 0.3104(18) 0.3607(8) 0.3183(5) 0.034(4) Uiso 1 1 d . . . B4 B 0.45775(19) 0.29795(9) 0.37330(6) 0.0251(4) Uani 1 1 d . . . H4 H 0.3649(16) 0.2857(7) 0.3935(5) 0.023(4) Uiso 1 1 d . . . B5 B 0.62547(18) 0.33499(8) 0.39499(6) 0.0228(4) Uani 1 1 d . . . H5 H 0.6381(16) 0.3438(8) 0.4274(5) 0.028(4) Uiso 1 1 d . . . B6 B 0.77364(18) 0.31298(9) 0.36118(6) 0.0255(4) Uani 1 1 d . . . H6 H 0.8861(18) 0.3085(8) 0.3733(5) 0.033(4) Uiso 1 1 d . . . B7 B 0.74141(18) 0.36141(9) 0.31518(5) 0.0258(4) Uani 1 1 d . . . H7 H 0.8334(17) 0.3864(8) 0.2985(5) 0.029(4) Uiso 1 1 d . . . B8 B 0.5741(2) 0.32663(10) 0.29323(6) 0.0308(4) Uani 1 1 d . . . H8 H 0.5548(18) 0.3284(8) 0.2594(5) 0.037(4) Uiso 1 1 d . . . B9 B 0.5043(2) 0.25550(10) 0.32631(6) 0.0313(4) Uani 1 1 d . . . H9 H 0.4418(16) 0.2084(8) 0.3154(4) 0.025(4) Uiso 1 1 d . . . B10 B 0.6280(2) 0.24896(9) 0.36865(6) 0.0296(4) Uani 1 1 d . . . H10 H 0.6499(17) 0.1974(8) 0.3862(5) 0.031(4) Uiso 1 1 d . . . B11 B 0.6994(2) 0.26596(10) 0.31892(6) 0.0321(4) Uani 1 1 d . . . H11 H 0.7698(18) 0.2256(9) 0.3024(5) 0.039(5) Uiso 1 1 d . . . C1 C 0.25053(14) 0.54765(7) 0.40722(4) 0.0186(3) Uani 1 1 d . . . C2 C 0.25734(14) 0.50335(7) 0.44194(4) 0.0182(3) Uani 1 1 d . . . C3 C 0.18266(15) 0.52264(7) 0.47724(4) 0.0206(3) Uani 1 1 d . . . H3A H 0.1860 0.4921 0.5007 0.025 Uiso 1 1 calc R . . C4 C 0.10223(15) 0.58859(7) 0.47712(5) 0.0235(3) Uani 1 1 d . . . H4A H 0.0512 0.6037 0.5011 0.028 Uiso 1 1 calc R . . C5 C 0.09545(15) 0.63274(8) 0.44248(5) 0.0240(3) Uani 1 1 d . . . H5A H 0.0396 0.6773 0.4432 0.029 Uiso 1 1 calc R . . C6 C 0.16872(14) 0.61287(7) 0.40684(4) 0.0215(3) Uani 1 1 d . . . H6A H 0.1631 0.6427 0.3831 0.026 Uiso 1 1 calc R . . C7 C 0.33317(15) 0.54681(7) 0.33638(4) 0.0214(3) Uani 1 1 d . . . C8 C 0.42240(16) 0.60840(8) 0.32878(5) 0.0262(3) Uani 1 1 d . . . H8A H 0.4819 0.6291 0.3498 0.031 Uiso 1 1 calc R . . C9 C 0.42316(18) 0.63914(8) 0.29008(5) 0.0341(4) Uani 1 1 d . . . H9A H 0.4835 0.6811 0.2846 0.041 Uiso 1 1 calc R . . C10 C 0.33657(18) 0.60897(9) 0.25950(5) 0.0367(4) Uani 1 1 d . . . H10A H 0.3401 0.6292 0.2329 0.044 Uiso 1 1 calc R . . C11 C 0.24504(18) 0.54956(9) 0.26759(5) 0.0340(4) Uani 1 1 d . . . H11A H 0.1837 0.5298 0.2467 0.041 Uiso 1 1 calc R . . C12 C 0.24229(16) 0.51863(8) 0.30609(5) 0.0258(3) Uani 1 1 d . . . H12 H 0.1781 0.4781 0.3117 0.031 Uiso 1 1 calc R . . C13 C 0.36067(14) 0.38707(7) 0.46548(4) 0.0182(3) Uani 1 1 d . . . C14 C 0.25568(15) 0.33132(7) 0.46972(5) 0.0228(3) Uani 1 1 d . . . H14 H 0.1789 0.3255 0.4500 0.027 Uiso 1 1 calc R . . C15 C 0.26317(16) 0.28387(8) 0.50293(5) 0.0262(3) Uani 1 1 d . . . H15 H 0.1913 0.2456 0.5059 0.031 Uiso 1 1 calc R . . C16 C 0.37491(16) 0.29219(7) 0.53166(5) 0.0255(3) Uani 1 1 d . . . H16 H 0.3799 0.2596 0.5543 0.031 Uiso 1 1 calc R . . C17 C 0.47951(16) 0.34800(7) 0.52746(4) 0.0237(3) Uani 1 1 d . . . H17 H 0.5565 0.3537 0.5471 0.028 Uiso 1 1 calc R . . C18 C 0.47181(15) 0.39572(7) 0.49446(4) 0.0208(3) Uani 1 1 d . . . H18 H 0.5429 0.4344 0.4918 0.025 Uiso 1 1 calc R . . C19 C 0.50062(15) 0.38967(7) 0.36828(4) 0.0210(3) Uani 1 1 d . . . C20 C 0.69342(15) 0.39985(7) 0.36115(4) 0.0218(3) Uani 1 1 d . . . C21 C 0.78052(15) 0.46849(8) 0.37816(5) 0.0238(3) Uani 1 1 d . . . C22 C 0.92727(17) 0.44238(9) 0.39770(6) 0.0341(4) Uani 1 1 d . . . H22A H 0.9905 0.4193 0.3770 0.051 Uiso 1 1 calc R . . H22B H 0.9052 0.4064 0.4191 0.051 Uiso 1 1 calc R . . H22C H 0.9797 0.4847 0.4095 0.051 Uiso 1 1 calc R . . C23 C 0.69343(17) 0.51046(8) 0.41098(5) 0.0283(3) Uani 1 1 d . . . H23A H 0.7565 0.5497 0.4222 0.042 Uiso 1 1 calc R . . H23B H 0.6647 0.4763 0.4327 0.042 Uiso 1 1 calc R . . H23C H 0.6034 0.5322 0.3990 0.042 Uiso 1 1 calc R . . C24 C 0.81915(17) 0.52351(8) 0.34433(5) 0.0294(3) Uani 1 1 d . . . H24A H 0.7268 0.5445 0.3332 0.044 Uiso 1 1 calc R . . H24B H 0.8738 0.4980 0.3227 0.044 Uiso 1 1 calc R . . H24C H 0.8815 0.5631 0.3555 0.044 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 0.0196(6) 0.0202(5) 0.0189(6) 0.0009(5) -0.0001(5) 0.0002(5) N2 0.0178(5) 0.0174(5) 0.0195(7) 0.0006(4) -0.0006(5) 0.0013(4) B1 0.0172(7) 0.0199(7) 0.0232(9) 0.0005(6) -0.0021(6) -0.0028(6) B2 0.0242(8) 0.0285(8) 0.0200(9) -0.0022(7) 0.0003(7) 0.0007(7) B3 0.0249(8) 0.0298(9) 0.0261(10) -0.0072(7) 0.0001(7) -0.0054(7) B4 0.0243(8) 0.0181(7) 0.0328(10) -0.0028(7) 0.0027(7) -0.0023(6) B5 0.0216(8) 0.0202(8) 0.0267(10) 0.0008(6) 0.0018(7) 0.0022(6) B6 0.0217(8) 0.0222(8) 0.0328(10) -0.0012(7) 0.0038(7) 0.0033(7) B7 0.0237(8) 0.0273(8) 0.0262(10) -0.0038(7) 0.0050(7) -0.0017(7) B8 0.0294(9) 0.0340(9) 0.0290(11) -0.0095(8) 0.0024(8) -0.0027(8) B9 0.0282(9) 0.0289(9) 0.0368(11) -0.0106(8) 0.0035(8) -0.0019(7) B10 0.0279(9) 0.0208(8) 0.0400(11) -0.0044(7) 0.0064(8) 0.0010(7) B11 0.0291(9) 0.0298(9) 0.0375(12) -0.0087(8) 0.0069(8) 0.0002(7) C1 0.0155(6) 0.0191(6) 0.0214(8) -0.0018(5) -0.0009(6) -0.0023(5) C2 0.0152(6) 0.0163(6) 0.0232(8) -0.0012(5) -0.0024(5) -0.0014(5) C3 0.0198(7) 0.0210(7) 0.0211(8) 0.0004(5) -0.0013(6) -0.0024(5) C4 0.0209(7) 0.0230(7) 0.0265(8) -0.0047(6) 0.0027(6) 0.0002(6) C5 0.0216(7) 0.0183(6) 0.0321(9) -0.0019(6) -0.0014(6) 0.0028(6) C6 0.0199(7) 0.0194(7) 0.0251(8) 0.0027(5) -0.0026(6) -0.0007(5) C7 0.0195(6) 0.0223(7) 0.0223(8) 0.0029(5) 0.0012(6) 0.0039(5) C8 0.0227(7) 0.0252(7) 0.0307(9) 0.0037(6) -0.0018(6) 0.0005(6) C9 0.0323(8) 0.0290(8) 0.0409(11) 0.0133(7) 0.0049(8) -0.0012(7) C10 0.0416(9) 0.0439(9) 0.0246(9) 0.0122(7) 0.0012(8) 0.0048(8) C11 0.0343(8) 0.0434(9) 0.0242(9) 0.0020(7) -0.0060(7) 0.0032(7) C12 0.0229(7) 0.0288(7) 0.0257(8) 0.0015(6) -0.0013(6) 0.0000(6) C13 0.0189(6) 0.0173(6) 0.0183(8) 0.0000(5) 0.0022(5) 0.0019(5) C14 0.0201(7) 0.0245(7) 0.0239(8) -0.0019(6) -0.0017(6) -0.0019(6) C15 0.0271(7) 0.0214(7) 0.0303(9) 0.0019(6) 0.0035(6) -0.0045(6) C16 0.0305(8) 0.0218(7) 0.0243(8) 0.0048(6) 0.0033(6) 0.0036(6) C17 0.0226(7) 0.0260(7) 0.0225(8) 0.0000(6) -0.0028(6) 0.0032(6) C18 0.0203(7) 0.0183(6) 0.0237(8) -0.0008(5) 0.0011(6) -0.0007(5) C19 0.0186(6) 0.0213(6) 0.0232(8) -0.0007(5) 0.0007(6) -0.0016(5) C20 0.0182(6) 0.0226(7) 0.0245(8) 0.0003(6) 0.0020(6) -0.0008(5) C21 0.0215(7) 0.0245(7) 0.0255(8) -0.0002(6) -0.0003(6) -0.0046(6) C22 0.0245(7) 0.0320(8) 0.0457(11) 0.0011(7) -0.0059(7) -0.0043(7) C23 0.0280(7) 0.0275(7) 0.0294(9) -0.0051(6) 0.0000(7) -0.0070(6) C24 0.0316(8) 0.0264(7) 0.0302(9) 0.0000(6) 0.0026(7) -0.0058(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 C1 1.4037(17) . ? N1 C7 1.4362(18) . ? N1 B1 1.4404(19) . ? N2 C2 1.4091(16) . ? N2 B1 1.438(2) . ? N2 C13 1.4454(17) . ? B1 C19 1.595(2) . ? B2 C19 1.730(2) . ? B2 C20 1.736(2) . ? B2 B8 1.781(2) . ? B2 B7 1.783(2) . ? B2 B3 1.786(2) . ? B2 H2 1.074(14) . ? B3 C19 1.718(2) . ? B3 B4 1.772(3) . ? B3 B8 1.774(2) . ? B3 B9 1.778(2) . ? B3 H3 1.095(16) . ? B4 C19 1.714(2) . ? B4 B10 1.769(2) . ? B4 B9 1.776(3) . ? B4 B5 1.791(2) . ? B4 H4 1.085(15) . ? B5 C20 1.729(2) . ? B5 C19 1.732(2) . ? B5 B6 1.775(2) . ? B5 B10 1.784(2) . ? B5 H5 1.085(16) . ? B6 C20 1.730(2) . ? B6 B11 1.761(3) . ? B6 B10 1.761(2) . ? B6 B7 1.773(3) . ? B6 H6 1.085(16) . ? B7 C20 1.720(2) . ? B7 B11 1.775(2) . ? B7 B8 1.777(2) . ? B7 H7 1.087(16) . ? B8 B11 1.783(3) . ? B8 B9 1.799(3) . ? B8 H8 1.127(17) . ? B9 B11 1.772(3) . ? B9 B10 1.783(3) . ? B9 H9 1.081(15) . ? B10 B11 1.783(3) . ? B10 H10 1.116(15) . ? B11 H11 1.108(17) . ? C1 C6 1.3904(18) . ? C1 C2 1.3975(19) . ? C2 C3 1.3844(19) . ? C3 C4 1.3952(19) . ? C3 H3A 0.9500 . ? C4 C5 1.394(2) . ? C4 H4A 0.9500 . ? C5 C6 1.391(2) . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 C12 1.384(2) . ? C7 C8 1.3949(19) . ? C8 C9 1.390(2) . ? C8 H8A 0.9500 . ? C9 C10 1.382(2) . ? C9 H9A 0.9500 . ? C10 C11 1.379(2) . ? C10 H10A 0.9500 . ? C11 C12 1.385(2) . ? C11 H11A 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.3859(19) . ? C13 C14 1.3864(18) . ? C14 C15 1.392(2) . ? C14 H14 0.9500 . ? C15 C16 1.384(2) . ? C15 H15 0.9500 . ? C16 C17 1.385(2) . ? C16 H16 0.9500 . ? C17 C18 1.3898(19) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.7497(19) . ? C20 C21 1.5710(19) . ? C21 C23 1.533(2) . ? C21 C24 1.534(2) . ? C21 C22 1.536(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C7 118.81(11) . . ? C1 N1 B1 108.15(12) . . ? C7 N1 B1 133.02(12) . . ? C2 N2 B1 107.98(11) . . ? C2 N2 C13 116.58(11) . . ? B1 N2 C13 135.44(11) . . ? N2 B1 N1 106.25(12) . . ? N2 B1 C19 126.84(12) . . ? N1 B1 C19 126.87(14) . . ? C19 B2 C20 60.64(9) . . ? C19 B2 B8 105.67(12) . . ? C20 B2 B8 106.00(12) . . ? C19 B2 B7 106.75(12) . . ? C20 B2 B7 58.49(9) . . ? B8 B2 B7 59.80(10) . . ? C19 B2 B3 58.47(9) . . ? C20 B2 B3 107.11(12) . . ? B8 B2 B3 59.63(10) . . ? B7 B2 B3 107.46(12) . . ? C19 B2 H2 118.8(8) . . ? C20 B2 H2 118.5(8) . . ? B8 B2 H2 127.8(8) . . ? B7 B2 H2 123.6(8) . . ? B3 B2 H2 123.6(8) . . ? C19 B3 B4 58.81(9) . . ? C19 B3 B8 106.52(12) . . ? B4 B3 B8 108.59(13) . . ? C19 B3 B9 106.26(12) . . ? B4 B3 B9 60.05(10) . . ? B8 B3 B9 60.87(10) . . ? C19 B3 B2 59.13(9) . . ? B4 B3 B2 107.49(12) . . ? B8 B3 B2 60.05(9) . . ? B9 B3 B2 108.45(12) . . ? C19 B3 H3 117.3(8) . . ? B4 B3 H3 120.5(9) . . ? B8 B3 H3 125.8(9) . . ? B9 B3 H3 127.2(8) . . ? B2 B3 H3 118.7(8) . . ? C19 B4 B10 106.62(11) . . ? C19 B4 B3 59.03(9) . . ? B10 B4 B3 108.30(13) . . ? C19 B4 B9 106.49(12) . . ? B10 B4 B9 60.38(10) . . ? B3 B4 B9 60.14(10) . . ? C19 B4 B5 59.18(9) . . ? B10 B4 B5 60.14(9) . . ? B3 B4 B5 107.56(12) . . ? B9 B4 B5 108.23(12) . . ? C19 B4 H4 115.4(7) . . ? B10 B4 H4 127.4(7) . . ? B3 B4 H4 119.7(8) . . ? B9 B4 H4 128.5(8) . . ? B5 B4 H4 118.3(8) . . ? C20 B5 C19 60.72(8) . . ? C20 B5 B6 59.16(9) . . ? C19 B5 B6 106.97(12) . . ? C20 B5 B10 106.09(12) . . ? C19 B5 B10 105.19(12) . . ? B6 B5 B10 59.32(9) . . ? C20 B5 B4 107.02(12) . . ? C19 B5 B4 58.19(9) . . ? B6 B5 B4 106.93(12) . . ? B10 B5 B4 59.32(9) . . ? C20 B5 H5 119.8(8) . . ? C19 B5 H5 118.8(8) . . ? B6 B5 H5 124.9(8) . . ? B10 B5 H5 127.2(8) . . ? B4 B5 H5 122.3(8) . . ? C20 B6 B11 106.49(12) . . ? C20 B6 B10 107.05(11) . . ? B11 B6 B10 60.81(10) . . ? C20 B6 B7 58.77(9) . . ? B11 B6 B7 60.30(10) . . ? B10 B6 B7 108.97(13) . . ? C20 B6 B5 59.10(9) . . ? B11 B6 B5 108.78(12) . . ? B10 B6 B5 60.59(9) . . ? B7 B6 B5 107.58(11) . . ? C20 B6 H6 116.9(8) . . ? B11 B6 H6 127.1(8) . . ? B10 B6 H6 125.8(8) . . ? B7 B6 H6 120.1(8) . . ? B5 B6 H6 118.5(9) . . ? C20 B7 B6 59.37(9) . . ? C20 B7 B11 106.33(12) . . ? B6 B7 B11 59.50(10) . . ? C20 B7 B8 106.92(12) . . ? B6 B7 B8 107.94(12) . . ? B11 B7 B8 60.27(10) . . ? C20 B7 B2 59.39(9) . . ? B6 B7 B2 107.62(12) . . ? B11 B7 B2 107.82(12) . . ? B8 B7 B2 60.06(9) . . ? C20 B7 H7 117.6(8) . . ? B6 B7 H7 120.9(8) . . ? B11 B7 H7 127.0(8) . . ? B8 B7 H7 125.4(8) . . ? B2 B7 H7 119.2(8) . . ? B3 B8 B7 108.27(12) . . ? B3 B8 B2 60.32(10) . . ? B7 B8 B2 60.14(9) . . ? B3 B8 B11 107.14(13) . . ? B7 B8 B11 59.81(10) . . ? B2 B8 B11 107.52(13) . . ? B3 B8 B9 59.67(10) . . ? B7 B8 B9 107.51(13) . . ? B2 B8 B9 107.72(13) . . ? B11 B8 B9 59.29(10) . . ? B3 B8 H8 119.9(8) . . ? B7 B8 H8 121.4(8) . . ? B2 B8 H8 118.3(8) . . ? B11 B8 H8 125.6(8) . . ? B9 B8 H8 124.4(8) . . ? B11 B9 B4 107.67(13) . . ? B11 B9 B3 107.46(12) . . ? B4 B9 B3 59.81(10) . . ? B11 B9 B10 60.19(11) . . ? B4 B9 B10 59.62(10) . . ? B3 B9 B10 107.44(12) . . ? B11 B9 B8 59.90(10) . . ? B4 B9 B8 107.29(12) . . ? B3 B9 B8 59.46(10) . . ? B10 B9 B8 107.74(12) . . ? B11 B9 H9 123.2(8) . . ? B4 B9 H9 120.7(8) . . ? B3 B9 H9 121.3(8) . . ? B10 B9 H9 121.8(8) . . ? B8 B9 H9 123.0(8) . . ? B6 B10 B4 108.51(11) . . ? B6 B10 B11 59.57(10) . . ? B4 B10 B11 107.50(13) . . ? B6 B10 B9 107.83(13) . . ? B4 B10 B9 60.00(10) . . ? B11 B10 B9 59.60(11) . . ? B6 B10 B5 60.09(9) . . ? B4 B10 B5 60.54(9) . . ? B11 B10 B5 107.41(12) . . ? B9 B10 B5 108.26(12) . . ? B6 B10 H10 119.6(8) . . ? B4 B10 H10 121.8(8) . . ? B11 B10 H10 123.8(8) . . ? B9 B10 H10 124.6(8) . . ? B5 B10 H10 118.9(8) . . ? B6 B11 B9 108.35(13) . . ? B6 B11 B7 60.20(10) . . ? B9 B11 B7 108.80(12) . . ? B6 B11 B10 59.61(10) . . ? B9 B11 B10 60.21(10) . . ? B7 B11 B10 107.94(12) . . ? B6 B11 B8 108.21(12) . . ? B9 B11 B8 60.80(11) . . ? B7 B11 B8 59.92(10) . . ? B10 B11 B8 108.46(12) . . ? B6 B11 H11 119.5(9) . . ? B9 B11 H11 123.8(8) . . ? B7 B11 H11 119.4(8) . . ? B10 B11 H11 122.6(9) . . ? B8 B11 H11 122.2(9) . . ? C6 C1 C2 121.27(12) . . ? C6 C1 N1 129.93(13) . . ? C2 C1 N1 108.77(11) . . ? C3 C2 C1 121.28(12) . . ? C3 C2 N2 129.94(12) . . ? C1 C2 N2 108.76(12) . . ? C2 C3 C4 117.56(13) . . ? C2 C3 H3A 121.2 . . ? C4 C3 H3A 121.2 . . ? C5 C4 C3 121.12(13) . . ? C5 C4 H4A 119.4 . . ? C3 C4 H4A 119.4 . . ? C6 C5 C4 121.33(13) . . ? C6 C5 H5A 119.3 . . ? C4 C5 H5A 119.3 . . ? C1 C6 C5 117.42(13) . . ? C1 C6 H6A 121.3 . . ? C5 C6 H6A 121.3 . . ? C12 C7 C8 120.15(14) . . ? C12 C7 N1 119.60(12) . . ? C8 C7 N1 120.23(13) . . ? C9 C8 C7 119.21(14) . . ? C9 C8 H8A 120.4 . . ? C7 C8 H8A 120.4 . . ? C10 C9 C8 120.34(14) . . ? C10 C9 H9A 119.8 . . ? C8 C9 H9A 119.8 . . ? C11 C10 C9 120.09(15) . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C12 120.22(15) . . ? C10 C11 H11A 119.9 . . ? C12 C11 H11A 119.9 . . ? C7 C12 C11 119.90(14) . . ? C7 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C18 C13 C14 119.93(13) . . ? C18 C13 N2 119.92(11) . . ? C14 C13 N2 119.84(12) . . ? C13 C14 C15 119.79(13) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 120.22(13) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 119.96(13) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 119.95(13) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C13 C18 C17 120.15(12) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? B1 C19 B4 116.97(11) . . ? B1 C19 B3 117.42(11) . . ? B4 C19 B3 62.16(10) . . ? B1 C19 B2 120.42(11) . . ? B4 C19 B2 112.82(11) . . ? B3 C19 B2 62.40(9) . . ? B1 C19 B5 119.85(12) . . ? B4 C19 B5 62.63(9) . . ? B3 C19 B5 112.85(11) . . ? B2 C19 B5 110.75(11) . . ? B1 C19 C20 124.69(11) . . ? B4 C19 C20 109.61(10) . . ? B3 C19 C20 109.58(11) . . ? B2 C19 C20 59.84(9) . . ? B5 C19 C20 59.56(8) . . ? C21 C20 B7 120.70(11) . . ? C21 C20 B5 118.91(12) . . ? B7 C20 B5 112.22(11) . . ? C21 C20 B6 121.00(11) . . ? B7 C20 B6 61.85(10) . . ? B5 C20 B6 61.74(9) . . ? C21 C20 B2 119.44(11) . . ? B7 C20 B2 62.12(9) . . ? B5 C20 B2 110.62(11) . . ? B6 C20 B2 111.77(11) . . ? C21 C20 C19 121.63(11) . . ? B7 C20 C19 108.72(11) . . ? B5 C20 C19 59.72(8) . . ? B6 C20 C19 108.20(10) . . ? B2 C20 C19 59.52(9) . . ? C23 C21 C24 107.61(12) . . ? C23 C21 C22 107.00(13) . . ? C24 C21 C22 108.16(12) . . ? C23 C21 C20 113.08(11) . . ? C24 C21 C20 111.61(12) . . ? C22 C21 C20 109.18(11) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.291 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.042 data_compound9 _database_code_depnum_ccdc_archive 'CCDC 894655' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H33 B11 N2 Si' _chemical_formula_sum 'C23 H33 B11 N2 Si' _chemical_formula_weight 484.51 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' Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' 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 32.7337(10) _cell_length_b 9.1743(3) _cell_length_c 17.9601(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.5270(10) _cell_angle_gamma 90.00 _cell_volume 5388.3(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9909 _cell_measurement_theta_min 2.703 _cell_measurement_theta_max 69.901 _exptl_crystal_description polyhedron _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 0.870 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8521 _exptl_absorpt_correction_T_max 0.8893 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'I\mS Incoatec Microfocus' _diffrn_radiation_monochromator 'Quazar Montel multilayer optic Montel200' _diffrn_measurement_device_type 'Bruker AXS X8 Prospector Ultra with APEX II' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 76989 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0124 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 39 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 69.99 _reflns_number_total 5031 _reflns_number_gt 4771 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2, Bruker AXS' _computing_cell_refinement 'APEX 2, Bruker AXS' _computing_data_reduction 'APEX 2, Bruker AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Hydrogens bonded to boron atoms were refined isotropically. 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^)+(0.0407P)^2^+5.1908P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5031 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.119055(10) 0.44287(3) 0.523548(17) 0.01838(9) Uani 1 1 d . . . N1 N 0.12711(3) 0.89170(10) 0.47496(5) 0.0145(2) Uani 1 1 d . . . N2 N 0.18282(3) 0.89158(10) 0.55723(5) 0.0142(2) Uani 1 1 d . . . B1 B 0.14178(4) 0.83703(14) 0.54610(7) 0.0143(2) Uani 1 1 d . . . B2 B 0.06619(4) 0.69814(14) 0.58517(7) 0.0158(3) Uani 1 1 d . . . H2A H 0.0539(4) 0.7090(15) 0.5292(7) 0.020(3) Uiso 1 1 d . . . B3 B 0.07806(4) 0.84688(14) 0.64604(7) 0.0163(3) Uani 1 1 d . . . H3A H 0.0725(4) 0.9573(15) 0.6251(8) 0.020(3) Uiso 1 1 d . . . B4 B 0.12429(4) 0.80490(14) 0.69667(7) 0.0161(3) Uani 1 1 d . . . H4A H 0.1465(4) 0.8873(15) 0.7077(7) 0.020(3) Uiso 1 1 d . . . B5 B 0.14095(4) 0.63084(14) 0.66616(7) 0.0157(3) Uani 1 1 d . . . H5A H 0.1719(4) 0.6013(15) 0.6570(7) 0.021(3) Uiso 1 1 d . . . B6 B 0.10357(4) 0.50191(14) 0.69178(7) 0.0172(3) Uani 1 1 d . . . H6A H 0.1132(4) 0.3909(16) 0.7016(8) 0.023(4) Uiso 1 1 d . . . B7 B 0.05746(4) 0.54311(14) 0.64113(7) 0.0173(3) Uani 1 1 d . . . H7A H 0.0391(4) 0.4578(16) 0.6181(8) 0.024(4) Uiso 1 1 d . . . B8 B 0.04048(4) 0.71713(15) 0.66974(7) 0.0177(3) Uani 1 1 d . . . H8A H 0.0080(4) 0.7451(15) 0.6674(8) 0.024(4) Uiso 1 1 d . . . B9 B 0.07675(4) 0.78301(15) 0.73925(7) 0.0182(3) Uani 1 1 d . . . H9A H 0.0676(5) 0.8571(17) 0.7831(8) 0.030(4) Uiso 1 1 d . . . B10 B 0.11609(4) 0.64867(15) 0.75205(7) 0.0178(3) Uani 1 1 d . . . H10A H 0.1330(4) 0.6293(16) 0.8050(8) 0.025(4) Uiso 1 1 d . . . B11 B 0.06390(4) 0.59519(15) 0.73620(7) 0.0184(3) Uani 1 1 d . . . H11A H 0.0462(4) 0.5405(16) 0.7786(8) 0.025(4) Uiso 1 1 d . . . C1 C 0.15800(3) 0.97669(12) 0.44511(6) 0.0149(2) Uani 1 1 d . . . C2 C 0.19178(3) 0.97662(12) 0.49517(6) 0.0148(2) Uani 1 1 d . . . C3 C 0.22658(3) 1.05650(12) 0.48118(6) 0.0172(2) Uani 1 1 d . . . H3 H 0.2495 1.0573 0.5155 0.021 Uiso 1 1 calc R . . C4 C 0.22674(4) 1.13529(13) 0.41510(7) 0.0198(2) Uani 1 1 d . . . H4 H 0.2503 1.1900 0.4038 0.024 Uiso 1 1 calc R . . C5 C 0.19298(4) 1.13550(13) 0.36526(7) 0.0202(2) Uani 1 1 d . . . H5 H 0.1939 1.1902 0.3205 0.024 Uiso 1 1 calc R . . C6 C 0.15785(4) 1.05710(12) 0.37978(6) 0.0179(2) Uani 1 1 d . . . H6 H 0.1346 1.0586 0.3462 0.022 Uiso 1 1 calc R . . C7 C 0.08827(3) 0.88573(12) 0.43449(6) 0.0153(2) Uani 1 1 d . . . C8 C 0.08204(4) 0.78906(13) 0.37578(7) 0.0214(3) Uani 1 1 d . . . H8 H 0.1032 0.7244 0.3627 0.026 Uiso 1 1 calc R . . C9 C 0.04461(4) 0.78740(14) 0.33613(7) 0.0262(3) Uani 1 1 d . . . H9 H 0.0401 0.7208 0.2961 0.031 Uiso 1 1 calc R . . C10 C 0.01388(4) 0.88253(14) 0.35482(7) 0.0244(3) Uani 1 1 d . . . H10 H -0.0118 0.8805 0.3280 0.029 Uiso 1 1 calc R . . C11 C 0.02060(4) 0.98055(14) 0.41251(7) 0.0209(3) Uani 1 1 d . . . H11 H -0.0004 1.0464 0.4250 0.025 Uiso 1 1 calc R . . C12 C 0.05787(3) 0.98318(13) 0.45214(6) 0.0173(2) Uani 1 1 d . . . H12 H 0.0626 1.0516 0.4913 0.021 Uiso 1 1 calc R . . C13 C 0.21509(3) 0.87907(12) 0.61405(6) 0.0147(2) Uani 1 1 d . . . C14 C 0.22175(4) 0.99122(13) 0.66503(7) 0.0186(2) Uani 1 1 d . . . H14 H 0.2031 1.0704 0.6665 0.022 Uiso 1 1 calc R . . C15 C 0.25580(4) 0.98730(14) 0.71391(7) 0.0224(3) Uani 1 1 d . . . H15 H 0.2604 1.0638 0.7489 0.027 Uiso 1 1 calc R . . C16 C 0.28303(4) 0.87185(14) 0.71174(7) 0.0218(3) Uani 1 1 d . . . H16 H 0.3063 0.8693 0.7452 0.026 Uiso 1 1 calc R . . C17 C 0.27634(4) 0.76050(13) 0.66093(7) 0.0215(3) Uani 1 1 d . . . H17 H 0.2949 0.6811 0.6597 0.026 Uiso 1 1 calc R . . C18 C 0.24244(3) 0.76439(13) 0.61158(6) 0.0181(2) Uani 1 1 d . . . H18 H 0.2381 0.6884 0.5762 0.022 Uiso 1 1 calc R . . C19 C 0.11628(3) 0.75123(12) 0.60580(6) 0.0141(2) Uani 1 1 d . . . C20 C 0.10390(3) 0.57055(12) 0.60256(6) 0.0152(2) Uani 1 1 d . . . C21 C 0.13727(5) 0.27159(15) 0.56881(8) 0.0358(3) Uani 1 1 d . . . H21A H 0.1149 0.2269 0.5952 0.054 Uiso 1 1 calc R . . H21B H 0.1600 0.2933 0.6044 0.054 Uiso 1 1 calc R . . H21C H 0.1465 0.2041 0.5308 0.054 Uiso 1 1 calc R . . C22 C 0.16178(4) 0.52347(15) 0.47286(7) 0.0247(3) Uani 1 1 d . . . H22A H 0.1717 0.4522 0.4372 0.037 Uiso 1 1 calc R . . H22B H 0.1841 0.5499 0.5085 0.037 Uiso 1 1 calc R . . H22C H 0.1521 0.6108 0.4460 0.037 Uiso 1 1 calc R . . C23 C 0.07352(4) 0.40800(15) 0.46105(7) 0.0267(3) Uani 1 1 d . . . H23A H 0.0641 0.4999 0.4384 0.040 Uiso 1 1 calc R . . H23B H 0.0517 0.3660 0.4899 0.040 Uiso 1 1 calc R . . H23C H 0.0807 0.3397 0.4218 0.040 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 Si1 0.02190(17) 0.01630(17) 0.01684(17) -0.00367(12) -0.00029(12) 0.00250(12) N1 0.0136(4) 0.0163(5) 0.0136(5) 0.0008(4) 0.0006(3) 0.0002(4) N2 0.0139(4) 0.0155(5) 0.0131(5) 0.0005(4) 0.0004(3) 0.0011(4) B1 0.0151(6) 0.0135(6) 0.0143(6) -0.0019(5) 0.0005(5) 0.0021(5) B2 0.0137(6) 0.0157(6) 0.0178(6) 0.0008(5) 0.0000(5) 0.0005(5) B3 0.0158(6) 0.0158(6) 0.0175(6) -0.0001(5) 0.0029(5) 0.0017(5) B4 0.0183(6) 0.0173(6) 0.0128(6) -0.0011(5) 0.0011(5) 0.0005(5) B5 0.0171(6) 0.0165(6) 0.0134(6) 0.0007(5) -0.0008(5) 0.0012(5) B6 0.0196(6) 0.0166(6) 0.0154(6) 0.0024(5) 0.0001(5) 0.0009(5) B7 0.0165(6) 0.0173(6) 0.0182(7) 0.0016(5) 0.0012(5) -0.0012(5) B8 0.0167(6) 0.0177(6) 0.0191(7) 0.0016(5) 0.0037(5) 0.0007(5) B9 0.0204(6) 0.0185(6) 0.0160(6) -0.0003(5) 0.0037(5) 0.0001(5) B10 0.0203(6) 0.0190(6) 0.0142(6) 0.0012(5) 0.0014(5) -0.0004(5) B11 0.0195(6) 0.0187(6) 0.0173(6) 0.0019(5) 0.0029(5) -0.0001(5) C1 0.0156(5) 0.0143(5) 0.0151(5) -0.0020(4) 0.0026(4) 0.0018(4) C2 0.0169(5) 0.0133(5) 0.0142(5) -0.0014(4) 0.0019(4) 0.0033(4) C3 0.0157(5) 0.0170(6) 0.0190(6) -0.0022(4) 0.0013(4) 0.0012(4) C4 0.0197(6) 0.0173(6) 0.0227(6) -0.0001(5) 0.0055(5) -0.0017(5) C5 0.0243(6) 0.0188(6) 0.0178(6) 0.0031(4) 0.0044(5) 0.0016(5) C6 0.0195(6) 0.0189(6) 0.0154(6) 0.0005(4) 0.0004(4) 0.0028(4) C7 0.0152(5) 0.0171(5) 0.0133(5) 0.0037(4) -0.0007(4) -0.0004(4) C8 0.0234(6) 0.0214(6) 0.0191(6) -0.0021(5) -0.0026(5) 0.0053(5) C9 0.0307(7) 0.0249(6) 0.0222(6) -0.0053(5) -0.0085(5) 0.0016(5) C10 0.0193(6) 0.0293(7) 0.0238(6) 0.0027(5) -0.0073(5) -0.0002(5) C11 0.0180(6) 0.0247(6) 0.0199(6) 0.0044(5) 0.0005(5) 0.0044(5) C12 0.0190(6) 0.0183(6) 0.0145(6) 0.0011(4) 0.0010(4) 0.0006(4) C13 0.0129(5) 0.0179(6) 0.0134(5) 0.0021(4) 0.0006(4) -0.0012(4) C14 0.0177(5) 0.0186(6) 0.0195(6) -0.0019(4) 0.0009(4) 0.0015(4) C15 0.0224(6) 0.0260(6) 0.0186(6) -0.0046(5) -0.0013(5) -0.0033(5) C16 0.0162(6) 0.0299(7) 0.0189(6) 0.0034(5) -0.0034(4) -0.0022(5) C17 0.0170(6) 0.0228(6) 0.0245(6) 0.0037(5) 0.0004(5) 0.0037(5) C18 0.0177(6) 0.0179(6) 0.0189(6) -0.0015(4) 0.0008(4) 0.0007(4) C19 0.0142(5) 0.0134(5) 0.0146(5) -0.0009(4) -0.0007(4) 0.0013(4) C20 0.0164(5) 0.0135(5) 0.0156(6) 0.0002(4) -0.0002(4) 0.0005(4) C21 0.0580(10) 0.0214(7) 0.0278(7) -0.0045(5) -0.0005(6) 0.0146(6) C22 0.0214(6) 0.0293(7) 0.0235(6) -0.0086(5) 0.0035(5) 0.0030(5) C23 0.0294(7) 0.0293(7) 0.0211(6) -0.0064(5) -0.0012(5) -0.0055(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 Si1 C23 1.8537(13) . ? Si1 C22 1.8557(13) . ? Si1 C21 1.8554(14) . ? Si1 C20 1.9220(12) . ? N1 C1 1.4021(14) . ? N1 B1 1.4355(15) . ? N1 C7 1.4374(14) . ? N2 C2 1.4021(14) . ? N2 B1 1.4392(15) . ? N2 C13 1.4406(13) . ? B1 C19 1.5954(16) . ? B2 C20 1.7196(16) . ? B2 C19 1.7345(16) . ? B2 B7 1.7720(18) . ? B2 B8 1.7772(18) . ? B2 B3 1.7806(18) . ? B2 H2A 1.071(13) . ? B3 C19 1.7137(16) . ? B3 B4 1.7730(18) . ? B3 B8 1.7770(18) . ? B3 B9 1.7760(18) . ? B3 H3A 1.093(14) . ? B4 C19 1.7138(16) . ? B4 B10 1.7718(18) . ? B4 B9 1.7753(18) . ? B4 B5 1.7817(18) . ? B4 H4A 1.061(14) . ? B5 C20 1.7203(16) . ? B5 C19 1.7234(16) . ? B5 B6 1.7770(18) . ? B5 B10 1.7831(18) . ? B5 H5A 1.070(14) . ? B6 C20 1.7222(17) . ? B6 B10 1.7645(19) . ? B6 B7 1.7684(18) . ? B6 B11 1.7737(19) . ? B6 H6A 1.078(15) . ? B7 C20 1.7167(17) . ? B7 B8 1.7740(18) . ? B7 B11 1.7767(19) . ? B7 H7A 1.060(15) . ? B8 B11 1.7841(19) . ? B8 B9 1.7895(19) . ? B8 H8A 1.093(14) . ? B9 B11 1.7740(19) . ? B9 B10 1.7899(19) . ? B9 H9A 1.093(15) . ? B10 B11 1.7881(18) . ? B10 H10A 1.094(14) . ? B11 H11A 1.099(14) . ? C1 C6 1.3859(16) . ? C1 C2 1.3939(15) . ? C2 C3 1.3869(16) . ? C3 C4 1.3897(17) . ? C3 H3 0.9500 . ? C4 C5 1.3911(17) . ? C4 H4 0.9500 . ? C5 C6 1.3909(17) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.3849(16) . ? C7 C8 1.3860(16) . ? C8 C9 1.3898(17) . ? C8 H8 0.9500 . ? C9 C10 1.3842(18) . ? C9 H9 0.9500 . ? C10 C11 1.3823(18) . ? C10 H10 0.9500 . ? C11 C12 1.3851(16) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.3835(16) . ? C13 C14 1.3881(16) . ? C14 C15 1.3884(16) . ? C14 H14 0.9500 . ? C15 C16 1.3860(18) . ? C15 H15 0.9500 . ? C16 C17 1.3808(18) . ? C16 H16 0.9500 . ? C17 C18 1.3899(16) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.7068(15) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 Si1 C22 112.02(6) . . ? C23 Si1 C21 110.70(7) . . ? C22 Si1 C21 108.53(7) . . ? C23 Si1 C20 108.99(6) . . ? C22 Si1 C20 110.12(5) . . ? C21 Si1 C20 106.33(6) . . ? C1 N1 B1 108.41(9) . . ? C1 N1 C7 117.69(9) . . ? B1 N1 C7 133.67(9) . . ? C2 N2 B1 108.04(9) . . ? C2 N2 C13 115.79(9) . . ? B1 N2 C13 136.17(9) . . ? N1 B1 N2 106.01(10) . . ? N1 B1 C19 127.30(10) . . ? N2 B1 C19 126.24(10) . . ? C20 B2 C19 59.22(6) . . ? C20 B2 B7 58.88(7) . . ? C19 B2 B7 106.19(9) . . ? C20 B2 B8 105.95(9) . . ? C19 B2 B8 105.59(9) . . ? B7 B2 B8 59.98(7) . . ? C20 B2 B3 105.95(9) . . ? C19 B2 B3 58.34(7) . . ? B7 B2 B3 107.65(9) . . ? B8 B2 B3 59.93(7) . . ? C20 B2 H2A 118.0(7) . . ? C19 B2 H2A 119.1(7) . . ? B7 B2 H2A 123.0(8) . . ? B8 B2 H2A 128.4(7) . . ? B3 B2 H2A 124.6(8) . . ? C19 B3 B4 58.85(7) . . ? C19 B3 B8 106.49(9) . . ? B4 B3 B8 108.41(9) . . ? C19 B3 B9 106.08(9) . . ? B4 B3 B9 60.03(7) . . ? B8 B3 B9 60.49(7) . . ? C19 B3 B2 59.49(7) . . ? B4 B3 B2 107.85(9) . . ? B8 B3 B2 59.94(7) . . ? B9 B3 B2 108.19(9) . . ? C19 B3 H3A 116.3(7) . . ? B4 B3 H3A 120.2(7) . . ? B8 B3 H3A 126.6(7) . . ? B9 B3 H3A 128.3(7) . . ? B2 B3 H3A 118.0(7) . . ? C19 B4 B3 58.85(7) . . ? C19 B4 B10 106.35(9) . . ? B3 B4 B10 108.46(9) . . ? C19 B4 B9 106.11(9) . . ? B3 B4 B9 60.07(7) . . ? B10 B4 B9 60.61(7) . . ? C19 B4 B5 59.04(7) . . ? B3 B4 B5 107.63(9) . . ? B10 B4 B5 60.24(7) . . ? B9 B4 B5 108.49(9) . . ? C19 B4 H4A 117.2(7) . . ? B3 B4 H4A 120.2(7) . . ? B10 B4 H4A 126.2(7) . . ? B9 B4 H4A 127.3(7) . . ? B5 B4 H4A 118.7(8) . . ? C20 B5 C19 59.42(6) . . ? C20 B5 B6 58.98(7) . . ? C19 B5 B6 106.29(9) . . ? C20 B5 B10 105.59(9) . . ? C19 B5 B10 105.44(9) . . ? B6 B5 B10 59.42(7) . . ? C20 B5 B4 106.02(9) . . ? C19 B5 B4 58.51(7) . . ? B6 B5 B4 107.06(9) . . ? B10 B5 B4 59.61(7) . . ? C20 B5 H5A 117.5(7) . . ? C19 B5 H5A 119.1(7) . . ? B6 B5 H5A 122.7(8) . . ? B10 B5 H5A 128.9(7) . . ? B4 B5 H5A 125.4(8) . . ? C20 B6 B10 106.32(9) . . ? C20 B6 B7 58.90(7) . . ? B10 B6 B7 108.81(9) . . ? C20 B6 B11 106.07(9) . . ? B10 B6 B11 60.71(7) . . ? B7 B6 B11 60.21(7) . . ? C20 B6 B5 58.87(7) . . ? B10 B6 B5 60.46(7) . . ? B7 B6 B5 107.84(9) . . ? B11 B6 B5 108.75(9) . . ? C20 B6 H6A 118.9(7) . . ? B10 B6 H6A 124.2(7) . . ? B7 B6 H6A 121.5(7) . . ? B11 B6 H6A 126.6(8) . . ? B5 B6 H6A 118.2(8) . . ? C20 B7 B6 59.21(7) . . ? C20 B7 B2 59.04(7) . . ? B6 B7 B2 107.93(9) . . ? C20 B7 B8 106.21(9) . . ? B6 B7 B8 108.33(9) . . ? B2 B7 B8 60.16(7) . . ? C20 B7 B11 106.19(9) . . ? B6 B7 B11 60.04(7) . . ? B2 B7 B11 108.30(9) . . ? B8 B7 B11 60.33(7) . . ? C20 B7 H7A 116.7(8) . . ? B6 B7 H7A 120.0(8) . . ? B2 B7 H7A 118.4(8) . . ? B8 B7 H7A 126.7(8) . . ? B11 B7 H7A 127.9(8) . . ? B7 B8 B2 59.86(7) . . ? B7 B8 B3 107.72(9) . . ? B2 B8 B3 60.13(7) . . ? B7 B8 B11 59.91(7) . . ? B2 B8 B11 107.73(9) . . ? B3 B8 B11 107.38(9) . . ? B7 B8 B9 107.42(9) . . ? B2 B8 B9 107.74(9) . . ? B3 B8 B9 59.73(7) . . ? B11 B8 B9 59.53(7) . . ? B7 B8 H8A 121.1(8) . . ? B2 B8 H8A 119.2(7) . . ? B3 B8 H8A 121.1(8) . . ? B11 B8 H8A 124.1(7) . . ? B9 B8 H8A 124.2(7) . . ? B11 B9 B4 107.92(9) . . ? B11 B9 B3 107.87(9) . . ? B4 B9 B3 59.90(7) . . ? B11 B9 B8 60.09(7) . . ? B4 B9 B8 107.75(9) . . ? B3 B9 B8 59.78(7) . . ? B11 B9 B10 60.22(7) . . ? B4 B9 B10 59.60(7) . . ? B3 B9 B10 107.52(9) . . ? B8 B9 B10 107.96(9) . . ? B11 B9 H9A 123.6(8) . . ? B4 B9 H9A 121.0(8) . . ? B3 B9 H9A 119.6(8) . . ? B8 B9 H9A 121.2(8) . . ? B10 B9 H9A 123.7(8) . . ? B6 B10 B4 108.04(9) . . ? B6 B10 B5 60.12(7) . . ? B4 B10 B5 60.16(7) . . ? B6 B10 B11 59.90(7) . . ? B4 B10 B11 107.45(9) . . ? B5 B10 B11 107.84(9) . . ? B6 B10 B9 107.47(9) . . ? B4 B10 B9 59.79(7) . . ? B5 B10 B9 107.77(9) . . ? B11 B10 B9 59.45(7) . . ? B6 B10 H10A 120.3(8) . . ? B4 B10 H10A 122.4(8) . . ? B5 B10 H10A 120.3(8) . . ? B11 B10 H10A 122.5(8) . . ? B9 B10 H10A 123.9(8) . . ? B6 B11 B9 107.77(9) . . ? B6 B11 B7 59.75(7) . . ? B9 B11 B7 107.99(9) . . ? B6 B11 B8 107.64(9) . . ? B9 B11 B8 60.39(7) . . ? B7 B11 B8 59.76(7) . . ? B6 B11 B10 59.39(7) . . ? B9 B11 B10 60.33(7) . . ? B7 B11 B10 107.39(9) . . ? B8 B11 B10 108.29(9) . . ? B6 B11 H11A 120.7(8) . . ? B9 B11 H11A 123.6(8) . . ? B7 B11 H11A 119.9(8) . . ? B8 B11 H11A 121.7(8) . . ? B10 B11 H11A 123.0(8) . . ? C6 C1 C2 121.30(10) . . ? C6 C1 N1 130.09(10) . . ? C2 C1 N1 108.55(10) . . ? C3 C2 C1 121.16(11) . . ? C3 C2 N2 129.82(10) . . ? C1 C2 N2 108.98(10) . . ? C2 C3 C4 117.62(10) . . ? C2 C3 H3 121.2 . . ? C4 C3 H3 121.2 . . ? C5 C4 C3 121.16(11) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C6 C5 C4 121.24(11) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C1 117.50(11) . . ? C5 C6 H6 121.2 . . ? C1 C6 H6 121.2 . . ? C12 C7 C8 120.28(10) . . ? C12 C7 N1 119.21(10) . . ? C8 C7 N1 120.42(10) . . ? C7 C8 C9 119.57(11) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 120.17(12) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C11 C10 C9 119.90(11) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 120.27(11) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C7 C12 C11 119.77(11) . . ? C7 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C18 C13 C14 120.12(10) . . ? C18 C13 N2 119.55(10) . . ? C14 C13 N2 119.82(10) . . ? C13 C14 C15 119.75(11) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 120.09(11) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C17 C16 C15 120.04(11) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 120.08(11) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C13 C18 C17 119.92(11) . . ? C13 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? B1 C19 C20 125.92(9) . . ? B1 C19 B4 115.82(9) . . ? C20 C19 B4 109.74(8) . . ? B1 C19 B3 116.37(9) . . ? C20 C19 B3 109.58(8) . . ? B4 C19 B3 62.30(7) . . ? B1 C19 B5 119.63(9) . . ? C20 C19 B5 60.20(7) . . ? B4 C19 B5 62.44(7) . . ? B3 C19 B5 113.17(9) . . ? B1 C19 B2 120.85(9) . . ? C20 C19 B2 59.95(7) . . ? B4 C19 B2 112.80(9) . . ? B3 C19 B2 62.17(7) . . ? B5 C19 B2 111.51(9) . . ? C19 C20 B7 109.98(8) . . ? C19 C20 B5 60.38(7) . . ? B7 C20 B5 112.96(9) . . ? C19 C20 B6 109.55(8) . . ? B7 C20 B6 61.89(7) . . ? B5 C20 B6 62.15(7) . . ? C19 C20 B2 60.82(7) . . ? B7 C20 B2 62.08(7) . . ? B5 C20 B2 112.40(9) . . ? B6 C20 B2 112.57(9) . . ? C19 C20 Si1 123.27(7) . . ? B7 C20 Si1 118.07(8) . . ? B5 C20 Si1 119.26(7) . . ? B6 C20 Si1 118.46(7) . . ? B2 C20 Si1 119.17(7) . . ? Si1 C21 H21A 109.5 . . ? Si1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? Si1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? Si1 C22 H22A 109.5 . . ? Si1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? Si1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? Si1 C23 H23A 109.5 . . ? Si1 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? Si1 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 69.99 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.285 _refine_diff_density_min -0.307 _refine_diff_density_rms 0.039 data_compound10 _database_code_depnum_ccdc_archive 'CCDC 894656' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H29 B11 N2' _chemical_formula_sum 'C22 H29 B11 N2' _chemical_formula_weight 440.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5999(9) _cell_length_b 10.7239(8) _cell_length_c 11.4518(9) _cell_angle_alpha 77.059(4) _cell_angle_beta 73.511(4) _cell_angle_gamma 86.154(4) _cell_volume 1216.51(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7117 _cell_measurement_theta_min 2.412 _cell_measurement_theta_max 25.046 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9863 _exptl_absorpt_correction_T_max 0.9956 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite monochromator' _diffrn_measurement_device 'Bruker KAPPA APEX II' _diffrn_measurement_device_type 'four three circle diffractometer' _diffrn_measurement_method 'omega- and phi-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10676 _diffrn_reflns_av_R_equivalents 0.0154 _diffrn_reflns_av_sigmaI/netI 0.0179 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 24.99 _reflns_number_total 4276 _reflns_number_gt 3889 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2, Bruker AXS' _computing_cell_refinement 'APEX 2, Bruker AXS' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0481P)^2^+0.3930P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.010(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4276 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0371 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0918 _refine_ls_wR_factor_gt 0.0884 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 0.79845(9) -0.08421(8) 0.46801(8) 0.0160(2) Uani 1 1 d . . . N2 N 0.74165(9) 0.08530(8) 0.56495(8) 0.0155(2) Uani 1 1 d . . . B1 B 0.76241(12) 0.04823(11) 0.44828(11) 0.0155(3) Uani 1 1 d . . . B2 B 0.86659(12) 0.14592(12) 0.18766(11) 0.0171(3) Uani 1 1 d . . . H2 H 0.9551(13) 0.0950(12) 0.1939(12) 0.022(3) Uiso 1 1 d . . . B3 B 0.78883(13) 0.14438(12) 0.06903(12) 0.0180(3) Uani 1 1 d . . . H3 H 0.8387(13) 0.0917(13) -0.0026(13) 0.027(3) Uiso 1 1 d . . . B4 B 0.61648(13) 0.12644(12) 0.13895(12) 0.0190(3) Uani 1 1 d . . . H4 H 0.5607(14) 0.0633(13) 0.1102(12) 0.027(3) Uiso 1 1 d . . . B5 B 0.58578(12) 0.11656(12) 0.30210(12) 0.0184(3) Uani 1 1 d . . . H5 H 0.5192(13) 0.0501(12) 0.3730(12) 0.022(3) Uiso 1 1 d . . . B6 B 0.63477(12) 0.26342(12) 0.32272(12) 0.0176(3) Uani 1 1 d . . . H6 H 0.5921(12) 0.2918(12) 0.4098(12) 0.020(3) Uiso 1 1 d . . . B7 B 0.80683(12) 0.28140(12) 0.25232(11) 0.0166(3) Uani 1 1 d . . . H7 H 0.8690(13) 0.3204(13) 0.2947(13) 0.027(3) Uiso 1 1 d . . . B8 B 0.83737(13) 0.29117(12) 0.08998(12) 0.0181(3) Uani 1 1 d . . . H8 H 0.9194(13) 0.3453(13) 0.0240(12) 0.025(3) Uiso 1 1 d . . . B9 B 0.68266(13) 0.27952(12) 0.05914(12) 0.0190(3) Uani 1 1 d . . . H9 H 0.6633(13) 0.3245(13) -0.0287(13) 0.026(3) Uiso 1 1 d . . . B10 B 0.55709(13) 0.26168(12) 0.20403(12) 0.0198(3) Uani 1 1 d . . . H10 H 0.4573(14) 0.2974(13) 0.2120(13) 0.028(3) Uiso 1 1 d . . . B11 B 0.69378(13) 0.36414(12) 0.17325(12) 0.0182(3) Uani 1 1 d . . . H11 H 0.6827(13) 0.4681(13) 0.1602(12) 0.025(3) Uiso 1 1 d . . . C1 C 0.79712(10) -0.12562(10) 0.59367(10) 0.0156(2) Uani 1 1 d . . . C2 C 0.76123(10) -0.02390(10) 0.65316(10) 0.0154(2) Uani 1 1 d . . . C3 C 0.74788(10) -0.04131(10) 0.77977(10) 0.0168(2) Uani 1 1 d . . . H3A H 0.7238 0.0282 0.8206 0.020 Uiso 1 1 calc R . . C4 C 0.77043(10) -0.16259(11) 0.84623(10) 0.0174(2) Uani 1 1 d . . . C5 C 0.81004(10) -0.26455(10) 0.78490(10) 0.0169(2) Uani 1 1 d . . . C6 C 0.82428(10) -0.24545(10) 0.65771(10) 0.0163(2) Uani 1 1 d . . . H6A H 0.8522 -0.3135 0.6154 0.020 Uiso 1 1 calc R . . C7 C 0.74986(12) -0.18447(11) 0.98479(11) 0.0238(3) Uani 1 1 d . . . H7A H 0.8349 -0.2004 1.0034 0.036 Uiso 1 1 calc R . . H7B H 0.6926 -0.2587 1.0267 0.036 Uiso 1 1 calc R . . H7C H 0.7086 -0.1086 1.0144 0.036 Uiso 1 1 calc R . . C8 C 0.83150(12) -0.39629(11) 0.85651(11) 0.0218(3) Uani 1 1 d . . . H8A H 0.8663 -0.4528 0.7982 0.033 Uiso 1 1 calc R . . H8B H 0.7477 -0.4301 0.9142 0.033 Uiso 1 1 calc R . . H8C H 0.8945 -0.3917 0.9037 0.033 Uiso 1 1 calc R . . C9 C 0.82597(11) -0.17642(10) 0.39065(10) 0.0158(2) Uani 1 1 d . . . C10 C 0.72811(11) -0.26108(10) 0.40007(10) 0.0196(2) Uani 1 1 d . . . H10A H 0.6428 -0.2556 0.4549 0.023 Uiso 1 1 calc R . . C11 C 0.75570(12) -0.35365(11) 0.32895(11) 0.0225(3) Uani 1 1 d . . . H11A H 0.6890 -0.4114 0.3347 0.027 Uiso 1 1 calc R . . C12 C 0.88021(12) -0.36220(11) 0.24966(10) 0.0217(3) Uani 1 1 d . . . H12 H 0.8987 -0.4255 0.2008 0.026 Uiso 1 1 calc R . . C13 C 0.97754(12) -0.27869(11) 0.24160(10) 0.0220(3) Uani 1 1 d . . . H13 H 1.0631 -0.2851 0.1875 0.026 Uiso 1 1 calc R . . C14 C 0.95087(11) -0.18543(10) 0.31215(10) 0.0184(2) Uani 1 1 d . . . H14 H 1.0179 -0.1281 0.3066 0.022 Uiso 1 1 calc R . . C15 C 0.71351(11) 0.20640(10) 0.60017(10) 0.0163(2) Uani 1 1 d . . . C16 C 0.80731(11) 0.30161(10) 0.55352(10) 0.0187(2) Uani 1 1 d . . . H16 H 0.8896 0.2869 0.4979 0.022 Uiso 1 1 calc R . . C17 C 0.78128(12) 0.41869(11) 0.58798(11) 0.0241(3) Uani 1 1 d . . . H17 H 0.8451 0.4848 0.5544 0.029 Uiso 1 1 calc R . . C18 C 0.66283(13) 0.43956(11) 0.67113(11) 0.0262(3) Uani 1 1 d . . . H18 H 0.6450 0.5200 0.6944 0.031 Uiso 1 1 calc R . . C19 C 0.57063(12) 0.34312(12) 0.72020(11) 0.0253(3) Uani 1 1 d . . . H19 H 0.4900 0.3568 0.7787 0.030 Uiso 1 1 calc R . . C20 C 0.59498(11) 0.22618(11) 0.68469(10) 0.0207(3) Uani 1 1 d . . . H20 H 0.5310 0.1603 0.7180 0.025 Uiso 1 1 calc R . . C21 C 0.73915(10) 0.13347(10) 0.32383(10) 0.0153(2) Uani 1 1 d . . . C22 C 0.72777(11) 0.05855(10) 0.21557(10) 0.0166(2) Uani 1 1 d . . . H22 H 0.7407(12) -0.0326(13) 0.2332(11) 0.017(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0190(5) 0.0144(5) 0.0143(4) -0.0030(4) -0.0042(4) 0.0003(4) N2 0.0190(5) 0.0116(4) 0.0154(4) -0.0020(4) -0.0048(4) 0.0006(3) B1 0.0147(6) 0.0140(6) 0.0166(6) -0.0024(5) -0.0030(5) -0.0014(4) B2 0.0170(6) 0.0168(6) 0.0161(6) -0.0028(5) -0.0026(5) -0.0017(5) B3 0.0214(6) 0.0165(6) 0.0154(6) -0.0028(5) -0.0043(5) -0.0013(5) B4 0.0197(6) 0.0191(6) 0.0192(6) -0.0031(5) -0.0073(5) -0.0009(5) B5 0.0166(6) 0.0201(6) 0.0184(6) -0.0040(5) -0.0044(5) -0.0014(5) B6 0.0187(6) 0.0160(6) 0.0178(6) -0.0035(5) -0.0050(5) 0.0023(5) B7 0.0194(6) 0.0142(6) 0.0158(6) -0.0021(5) -0.0048(5) -0.0014(5) B8 0.0212(6) 0.0167(6) 0.0155(6) -0.0016(5) -0.0045(5) -0.0022(5) B9 0.0240(7) 0.0165(6) 0.0174(6) -0.0027(5) -0.0079(5) -0.0004(5) B10 0.0198(6) 0.0196(6) 0.0203(6) -0.0036(5) -0.0070(5) 0.0015(5) B11 0.0239(6) 0.0142(6) 0.0170(6) -0.0026(5) -0.0071(5) 0.0010(5) C1 0.0150(5) 0.0161(5) 0.0151(5) -0.0027(4) -0.0035(4) -0.0018(4) C2 0.0145(5) 0.0131(5) 0.0177(5) -0.0012(4) -0.0047(4) -0.0009(4) C3 0.0175(5) 0.0152(5) 0.0184(5) -0.0052(4) -0.0046(4) -0.0010(4) C4 0.0159(5) 0.0185(6) 0.0177(6) -0.0019(4) -0.0052(4) -0.0022(4) C5 0.0143(5) 0.0154(5) 0.0202(6) -0.0010(4) -0.0054(4) -0.0019(4) C6 0.0156(5) 0.0136(5) 0.0196(6) -0.0047(4) -0.0041(4) 0.0001(4) C7 0.0321(7) 0.0202(6) 0.0184(6) -0.0024(5) -0.0069(5) -0.0005(5) C8 0.0268(6) 0.0167(6) 0.0219(6) -0.0021(5) -0.0087(5) 0.0007(5) C9 0.0215(6) 0.0118(5) 0.0143(5) -0.0018(4) -0.0063(4) 0.0027(4) C10 0.0194(6) 0.0182(6) 0.0194(6) -0.0028(4) -0.0038(4) 0.0004(4) C11 0.0283(6) 0.0175(6) 0.0241(6) -0.0045(5) -0.0103(5) -0.0025(5) C12 0.0329(6) 0.0159(5) 0.0177(6) -0.0060(4) -0.0087(5) 0.0050(5) C13 0.0241(6) 0.0218(6) 0.0172(5) -0.0038(5) -0.0025(5) 0.0048(5) C14 0.0199(6) 0.0161(5) 0.0183(5) -0.0015(4) -0.0057(4) 0.0004(4) C15 0.0221(6) 0.0133(5) 0.0156(5) -0.0035(4) -0.0091(4) 0.0029(4) C16 0.0217(6) 0.0179(6) 0.0179(5) -0.0038(4) -0.0077(4) 0.0006(4) C17 0.0329(7) 0.0165(6) 0.0259(6) -0.0046(5) -0.0123(5) -0.0031(5) C18 0.0380(7) 0.0168(6) 0.0288(6) -0.0101(5) -0.0144(6) 0.0066(5) C19 0.0259(6) 0.0269(6) 0.0239(6) -0.0100(5) -0.0065(5) 0.0081(5) C20 0.0218(6) 0.0194(6) 0.0209(6) -0.0049(5) -0.0054(5) 0.0004(4) C21 0.0167(5) 0.0138(5) 0.0153(5) -0.0041(4) -0.0034(4) -0.0003(4) C22 0.0203(6) 0.0138(5) 0.0160(5) -0.0031(4) -0.0053(4) -0.0010(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.4039(14) . ? N1 B1 1.4307(15) . ? N1 C9 1.4334(14) . ? N2 C2 1.4111(14) . ? N2 B1 1.4320(15) . ? N2 C15 1.4327(14) . ? B1 C21 1.5853(16) . ? B2 C22 1.7114(16) . ? B2 C21 1.7348(16) . ? B2 B8 1.7678(17) . ? B2 B7 1.7756(17) . ? B2 B3 1.7812(17) . ? B2 H2 1.066(13) . ? B3 C22 1.6893(16) . ? B3 B8 1.7743(18) . ? B3 B9 1.7775(18) . ? B3 B4 1.7786(18) . ? B3 H3 1.092(14) . ? B4 C22 1.6965(16) . ? B4 B9 1.7722(18) . ? B4 B10 1.7750(18) . ? B4 B5 1.7829(18) . ? B4 H4 1.086(14) . ? B5 C22 1.7141(16) . ? B5 C21 1.7399(16) . ? B5 B10 1.7673(18) . ? B5 B6 1.7753(18) . ? B5 H5 1.072(13) . ? B6 C21 1.7204(16) . ? B6 B11 1.7727(17) . ? B6 B7 1.7765(17) . ? B6 B10 1.7818(18) . ? B6 H6 1.073(13) . ? B7 C21 1.7144(15) . ? B7 B8 1.7742(17) . ? B7 B11 1.7766(17) . ? B7 H7 1.074(14) . ? B8 B11 1.7857(18) . ? B8 B9 1.7904(18) . ? B8 H8 1.078(14) . ? B9 B11 1.7827(17) . ? B9 B10 1.7888(18) . ? B9 H9 1.083(14) . ? B10 B11 1.7836(18) . ? B10 H10 1.086(14) . ? B11 H11 1.094(13) . ? C1 C6 1.3857(15) . ? C1 C2 1.3889(15) . ? C2 C3 1.3867(15) . ? C3 C4 1.3951(15) . ? C3 H3A 0.9500 . ? C4 C5 1.4072(16) . ? C4 C7 1.5047(15) . ? C5 C6 1.3900(15) . ? C5 C8 1.5047(15) . ? C6 H6A 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.3844(16) . ? C9 C10 1.3896(16) . ? C10 C11 1.3865(16) . ? C10 H10A 0.9500 . ? C11 C12 1.3840(17) . ? C11 H11A 0.9500 . ? C12 C13 1.3812(17) . ? C12 H12 0.9500 . ? C13 C14 1.3883(16) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.3809(16) . ? C15 C20 1.3879(16) . ? C16 C17 1.3863(16) . ? C16 H16 0.9500 . ? C17 C18 1.3829(18) . ? C17 H17 0.9500 . ? C18 C19 1.3799(18) . ? C18 H18 0.9500 . ? C19 C20 1.3892(16) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.6556(14) . ? C22 H22 0.961(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 107.84(9) . . ? C1 N1 C9 118.35(9) . . ? B1 N1 C9 133.70(9) . . ? C2 N2 B1 107.76(9) . . ? C2 N2 C15 119.89(9) . . ? B1 N2 C15 132.27(9) . . ? N1 B1 N2 106.73(9) . . ? N1 B1 C21 126.16(10) . . ? N2 B1 C21 126.94(10) . . ? C22 B2 C21 57.42(6) . . ? C22 B2 B8 103.58(8) . . ? C21 B2 B8 105.18(8) . . ? C22 B2 B7 103.59(8) . . ? C21 B2 B7 58.45(6) . . ? B8 B2 B7 60.09(7) . . ? C22 B2 B3 57.81(7) . . ? C21 B2 B3 105.06(8) . . ? B8 B2 B3 59.99(7) . . ? B7 B2 B3 107.69(9) . . ? C22 B2 H2 117.8(7) . . ? C21 B2 H2 117.2(7) . . ? B8 B2 H2 131.7(7) . . ? B7 B2 H2 125.6(7) . . ? B3 B2 H2 123.4(7) . . ? C22 B3 B8 104.22(8) . . ? C22 B3 B9 104.19(9) . . ? B8 B3 B9 60.54(7) . . ? C22 B3 B4 58.51(7) . . ? B8 B3 B4 108.20(9) . . ? B9 B3 B4 59.78(7) . . ? C22 B3 B2 59.02(7) . . ? B8 B3 B2 59.63(7) . . ? B9 B3 B2 108.39(9) . . ? B4 B3 B2 108.53(9) . . ? C22 B3 H3 117.4(7) . . ? B8 B3 H3 127.5(7) . . ? B9 B3 H3 129.4(7) . . ? B4 B3 H3 120.0(7) . . ? B2 B3 H3 116.9(7) . . ? C22 B4 B9 104.12(9) . . ? C22 B4 B10 104.28(9) . . ? B9 B4 B10 60.57(7) . . ? C22 B4 B3 58.11(7) . . ? B9 B4 B3 60.08(7) . . ? B10 B4 B3 108.40(9) . . ? C22 B4 B5 58.97(7) . . ? B9 B4 B5 108.17(9) . . ? B10 B4 B5 59.57(7) . . ? B3 B4 B5 108.11(9) . . ? C22 B4 H4 117.6(7) . . ? B9 B4 H4 129.2(7) . . ? B10 B4 H4 127.4(7) . . ? B3 B4 H4 120.0(7) . . ? B5 B4 H4 117.4(7) . . ? C22 B5 C21 57.28(6) . . ? C22 B5 B10 103.87(9) . . ? C21 B5 B10 105.55(8) . . ? C22 B5 B6 103.73(8) . . ? C21 B5 B6 58.59(6) . . ? B10 B5 B6 60.39(7) . . ? C22 B5 B4 58.00(7) . . ? C21 B5 B4 105.14(8) . . ? B10 B5 B4 59.99(7) . . ? B6 B5 B4 107.93(9) . . ? C22 B5 H5 118.5(7) . . ? C21 B5 H5 116.9(7) . . ? B10 B5 H5 131.2(7) . . ? B6 B5 H5 124.4(7) . . ? B4 B5 H5 124.3(7) . . ? C21 B6 B11 105.43(9) . . ? C21 B6 B5 59.68(7) . . ? B11 B6 B5 107.92(9) . . ? C21 B6 B7 58.69(6) . . ? B11 B6 B7 60.07(7) . . ? B5 B6 B7 108.27(9) . . ? C21 B6 B10 105.76(9) . . ? B11 B6 B10 60.24(7) . . ? B5 B6 B10 59.58(7) . . ? B7 B6 B10 108.28(9) . . ? C21 B6 H6 117.3(7) . . ? B11 B6 H6 127.5(7) . . ? B5 B6 H6 119.1(7) . . ? B7 B6 H6 119.2(7) . . ? B10 B6 H6 127.3(7) . . ? C21 B7 B8 105.78(8) . . ? C21 B7 B2 59.58(6) . . ? B8 B7 B2 59.74(7) . . ? C21 B7 B6 59.02(7) . . ? B8 B7 B6 108.32(9) . . ? B2 B7 B6 108.58(8) . . ? C21 B7 B11 105.51(8) . . ? B8 B7 B11 60.39(7) . . ? B2 B7 B11 108.23(9) . . ? B6 B7 B11 59.86(7) . . ? C21 B7 H7 118.2(7) . . ? B8 B7 H7 125.1(7) . . ? B2 B7 H7 117.3(7) . . ? B6 B7 H7 121.5(7) . . ? B11 B7 H7 128.0(7) . . ? B2 B8 B7 60.17(7) . . ? B2 B8 B3 60.38(7) . . ? B7 B8 B3 108.06(9) . . ? B2 B8 B11 108.17(9) . . ? B7 B8 B11 59.87(7) . . ? B3 B8 B11 107.59(9) . . ? B2 B8 B9 108.41(9) . . ? B7 B8 B9 107.87(9) . . ? B3 B8 B9 59.82(7) . . ? B11 B8 B9 59.80(7) . . ? B2 B8 H8 119.6(7) . . ? B7 B8 H8 120.8(7) . . ? B3 B8 H8 121.7(7) . . ? B11 B8 H8 123.1(7) . . ? B9 B8 H8 123.4(7) . . ? B4 B9 B3 60.14(7) . . ? B4 B9 B11 107.66(9) . . ? B3 B9 B11 107.59(9) . . ? B4 B9 B10 59.79(7) . . ? B3 B9 B10 107.84(9) . . ? B11 B9 B10 59.92(7) . . ? B4 B9 B8 107.77(9) . . ? B3 B9 B8 59.64(7) . . ? B11 B9 B8 59.97(7) . . ? B10 B9 B8 107.87(9) . . ? B4 B9 H9 119.7(7) . . ? B3 B9 H9 120.5(7) . . ? B11 B9 H9 124.1(7) . . ? B10 B9 H9 121.9(7) . . ? B8 B9 H9 123.1(7) . . ? B5 B10 B4 60.44(7) . . ? B5 B10 B6 60.03(7) . . ? B4 B10 B6 107.99(9) . . ? B5 B10 B11 107.80(9) . . ? B4 B10 B11 107.49(9) . . ? B6 B10 B11 59.63(7) . . ? B5 B10 B9 108.13(9) . . ? B4 B10 B9 59.64(7) . . ? B6 B10 B9 107.65(9) . . ? B11 B10 B9 59.87(7) . . ? B5 B10 H10 120.1(7) . . ? B4 B10 H10 122.1(7) . . ? B6 B10 H10 120.7(7) . . ? B11 B10 H10 122.8(7) . . ? B9 B10 H10 123.5(7) . . ? B6 B11 B7 60.07(7) . . ? B6 B11 B9 108.32(9) . . ? B7 B11 B9 108.10(9) . . ? B6 B11 B10 60.13(7) . . ? B7 B11 B10 108.20(9) . . ? B9 B11 B10 60.21(7) . . ? B6 B11 B8 107.98(9) . . ? B7 B11 B8 59.74(7) . . ? B9 B11 B8 60.23(7) . . ? B10 B11 B8 108.31(9) . . ? B6 B11 H11 120.8(7) . . ? B7 B11 H11 120.7(7) . . ? B9 B11 H11 122.6(7) . . ? B10 B11 H11 122.0(7) . . ? B8 B11 H11 121.9(7) . . ? C6 C1 C2 121.24(10) . . ? C6 C1 N1 129.68(10) . . ? C2 C1 N1 109.07(9) . . ? C3 C2 C1 120.38(10) . . ? C3 C2 N2 131.04(10) . . ? C1 C2 N2 108.56(9) . . ? C2 C3 C4 118.92(10) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C5 120.45(10) . . ? C3 C4 C7 119.52(10) . . ? C5 C4 C7 120.01(10) . . ? C6 C5 C4 120.00(10) . . ? C6 C5 C8 119.22(10) . . ? C4 C5 C8 120.72(10) . . ? C1 C6 C5 118.93(10) . . ? C1 C6 H6A 120.5 . . ? C5 C6 H6A 120.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 120.31(10) . . ? C14 C9 N1 120.24(10) . . ? C10 C9 N1 119.36(10) . . ? C11 C10 C9 119.60(10) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? C12 C11 C10 120.19(11) . . ? C12 C11 H11A 119.9 . . ? C10 C11 H11A 119.9 . . ? C13 C12 C11 119.99(10) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.29(10) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C9 C14 C13 119.61(10) . . ? C9 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C16 C15 C20 120.13(10) . . ? C16 C15 N2 119.56(10) . . ? C20 C15 N2 120.26(10) . . ? C15 C16 C17 119.92(11) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 120.25(11) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 119.73(11) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C18 C19 C20 120.43(11) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C15 C20 C19 119.51(11) . . ? C15 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? B1 C21 C22 117.36(9) . . ? B1 C21 B7 124.80(9) . . ? C22 C21 B7 108.80(8) . . ? B1 C21 B6 122.74(9) . . ? C22 C21 B6 108.78(8) . . ? B7 C21 B6 62.29(7) . . ? B1 C21 B2 118.04(9) . . ? C22 C21 B2 60.58(6) . . ? B7 C21 B2 61.96(7) . . ? B6 C21 B2 113.18(8) . . ? B1 C21 B5 115.22(8) . . ? C22 C21 B5 60.58(7) . . ? B7 C21 B5 112.88(8) . . ? B6 C21 B5 61.73(7) . . ? B2 C21 B5 113.08(8) . . ? C21 C22 B3 113.09(8) . . ? C21 C22 B4 113.14(9) . . ? B3 C22 B4 63.38(7) . . ? C21 C22 B2 62.00(7) . . ? B3 C22 B2 63.17(7) . . ? B4 C22 B2 115.97(9) . . ? C21 C22 B5 62.15(7) . . ? B3 C22 B5 115.81(9) . . ? B4 C22 B5 63.03(7) . . ? B2 C22 B5 115.61(9) . . ? C21 C22 H22 116.0(7) . . ? B3 C22 H22 119.6(7) . . ? B4 C22 H22 121.2(7) . . ? B2 C22 H22 114.5(7) . . ? B5 C22 H22 116.9(7) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.241 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.033 data_compound11 _database_code_depnum_ccdc_archive 'CCDC 894657' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H37 B11 N2' _chemical_formula_sum 'C26 H37 B11 N2' _chemical_formula_weight 496.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 24.2528(8) _cell_length_b 11.4383(4) _cell_length_c 21.4261(7) _cell_angle_alpha 90.00 _cell_angle_beta 106.751(2) _cell_angle_gamma 90.00 _cell_volume 5691.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 137055 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 25.028 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.159 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9819 _exptl_absorpt_correction_T_max 0.9879 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 61515 _diffrn_reflns_av_R_equivalents 0.098 _diffrn_reflns_av_sigmaI/netI 0.0599 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 24.97 _reflns_number_total 9870 _reflns_number_gt 6819 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0627P)^2^+1.7264P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9870 _refine_ls_number_parameters 793 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1388 _refine_ls_wR_factor_gt 0.1214 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 0.13827(7) 0.11011(14) 0.31963(7) 0.0294(4) Uani 1 1 d . . . N2 N 0.15091(7) 0.22382(14) 0.23610(7) 0.0285(4) Uani 1 1 d . . . B1 B 0.13142(10) 0.1111(2) 0.25056(11) 0.0294(5) Uani 1 1 d . . . B2 B 0.07968(10) -0.1171(2) 0.22611(11) 0.0317(5) Uani 1 1 d . . . H2 H 0.0691(8) -0.1145(16) 0.2720(9) 0.026(5) Uiso 1 1 d . . . B3 B 0.15094(11) -0.1222(2) 0.21989(12) 0.0321(5) Uani 1 1 d . . . H3 H 0.1851(10) -0.1235(19) 0.2647(10) 0.043(6) Uiso 1 1 d . . . B4 B 0.15370(11) -0.0336(2) 0.15328(11) 0.0332(6) Uani 1 1 d . . . H4 H 0.1913(9) 0.0208(18) 0.1574(9) 0.034(5) Uiso 1 1 d . . . B5 B 0.08329(10) 0.0268(2) 0.11819(11) 0.0320(5) Uani 1 1 d . . . H5 H 0.0766(8) 0.1164(18) 0.0995(9) 0.033(5) Uiso 1 1 d . . . B6 B 0.03635(11) -0.0927(2) 0.08713(12) 0.0346(6) Uani 1 1 d . . . H6 H -0.0007(10) -0.0781(19) 0.0471(10) 0.043(6) Uiso 1 1 d . . . B7 B 0.03324(11) -0.1804(2) 0.15445(12) 0.0365(6) Uani 1 1 d . . . H7 H -0.0074(10) -0.2215(19) 0.1560(10) 0.042(6) Uiso 1 1 d . . . B8 B 0.10283(11) -0.2404(2) 0.18977(12) 0.0372(6) Uani 1 1 d . . . H8 H 0.1097(8) -0.3271(19) 0.2139(9) 0.034(5) Uiso 1 1 d . . . B9 B 0.14903(11) -0.1879(2) 0.14440(12) 0.0372(6) Uani 1 1 d . . . H9 H 0.1846(10) -0.2398(19) 0.1370(10) 0.046(6) Uiso 1 1 d . . . B10 B 0.10750(10) -0.0953(2) 0.08153(12) 0.0327(6) Uani 1 1 d . . . H10 H 0.1161(9) -0.0870(17) 0.0344(10) 0.037(6) Uiso 1 1 d . . . B11 B 0.07624(12) -0.2240(2) 0.10395(12) 0.0383(6) Uani 1 1 d . . . H11 H 0.0617(9) -0.301(2) 0.0699(10) 0.042(6) Uiso 1 1 d . . . C1 C 0.15989(8) 0.22011(17) 0.34511(9) 0.0280(4) Uani 1 1 d . . . C2 C 0.16778(8) 0.28839(18) 0.29485(9) 0.0291(5) Uani 1 1 d . . . C3 C 0.18935(8) 0.40128(18) 0.30730(10) 0.0317(5) Uani 1 1 d . . . H3A H 0.1953 0.4479 0.2732 0.038 Uiso 1 1 calc R . . C4 C 0.20203(8) 0.44502(19) 0.37048(10) 0.0337(5) Uani 1 1 d . . . C5 C 0.19348(9) 0.37634(19) 0.42126(10) 0.0335(5) Uani 1 1 d . . . C6 C 0.17242(8) 0.26232(18) 0.40847(10) 0.0321(5) Uani 1 1 d . . . H6A H 0.1668 0.2147 0.4424 0.038 Uiso 1 1 calc R . . C7 C 0.22348(10) 0.5692(2) 0.38397(11) 0.0440(6) Uani 1 1 d . . . H7A H 0.2202 0.6093 0.3426 0.066 Uiso 1 1 calc R . . H7B H 0.2639 0.5684 0.4104 0.066 Uiso 1 1 calc R . . H7C H 0.2003 0.6104 0.4076 0.066 Uiso 1 1 calc R . . C8 C 0.20661(10) 0.4255(2) 0.48946(10) 0.0406(5) Uani 1 1 d . . . H8A H 0.1945 0.3695 0.5175 0.061 Uiso 1 1 calc R . . H8B H 0.1857 0.4992 0.4884 0.061 Uiso 1 1 calc R . . H8C H 0.2481 0.4397 0.5067 0.061 Uiso 1 1 calc R . . C9 C 0.12604(9) 0.02523(18) 0.36353(9) 0.0297(5) Uani 1 1 d . . . C10 C 0.07447(9) 0.03061(19) 0.37923(10) 0.0345(5) Uani 1 1 d . . . H10A H 0.0477 0.0912 0.3617 0.041 Uiso 1 1 calc R . . C11 C 0.06190(10) -0.0517(2) 0.42026(10) 0.0387(5) Uani 1 1 d . . . H11A H 0.0263 -0.0484 0.4305 0.046 Uiso 1 1 calc R . . C12 C 0.10136(10) -0.1391(2) 0.44654(10) 0.0406(6) Uani 1 1 d . . . H12A H 0.0924 -0.1973 0.4738 0.049 Uiso 1 1 calc R . . C13 C 0.15343(10) -0.14154(19) 0.43316(10) 0.0379(5) Uani 1 1 d . . . H13A H 0.1809 -0.2000 0.4524 0.046 Uiso 1 1 calc R . . C14 C 0.16624(9) -0.05926(19) 0.39174(9) 0.0340(5) Uani 1 1 d . . . H14A H 0.2024 -0.0610 0.3829 0.041 Uiso 1 1 calc R . . C15 C 0.15207(8) 0.28413(18) 0.17715(9) 0.0287(5) Uani 1 1 d . . . C16 C 0.19607(8) 0.26534(18) 0.14927(9) 0.0307(5) Uani 1 1 d . . . H16A H 0.2243 0.2071 0.1666 0.037 Uiso 1 1 calc R . . C17 C 0.19923(9) 0.33106(19) 0.09613(9) 0.0334(5) Uani 1 1 d . . . H17A H 0.2298 0.3181 0.0774 0.040 Uiso 1 1 calc R . . C18 C 0.15838(10) 0.41503(19) 0.07029(10) 0.0393(5) Uani 1 1 d . . . H18A H 0.1604 0.4594 0.0335 0.047 Uiso 1 1 calc R . . C19 C 0.11430(10) 0.4345(2) 0.09816(11) 0.0411(5) Uani 1 1 d . . . H19A H 0.0860 0.4922 0.0804 0.049 Uiso 1 1 calc R . . C20 C 0.11136(9) 0.36999(19) 0.15186(10) 0.0362(5) Uani 1 1 d . . . H20A H 0.0815 0.3846 0.1714 0.043 Uiso 1 1 calc R . . C21 C 0.11107(8) 0.00358(18) 0.20184(9) 0.0288(5) Uani 1 1 d . . . C22 C 0.03959(8) -0.03116(18) 0.16198(9) 0.0311(5) Uani 1 1 d . . . C23 C -0.01179(9) 0.04306(19) 0.17175(10) 0.0354(5) Uani 1 1 d . . . C24 C 0.00681(9) 0.16678(19) 0.19548(11) 0.0396(5) Uani 1 1 d . . . H24A H -0.0271 0.2128 0.1960 0.059 Uiso 1 1 calc R . . H24B H 0.0261 0.2035 0.1661 0.059 Uiso 1 1 calc R . . H24C H 0.0335 0.1634 0.2396 0.059 Uiso 1 1 calc R . . C25 C -0.03883(9) -0.0158(2) 0.22005(11) 0.0424(6) Uani 1 1 d . . . H25A H -0.0103 -0.0201 0.2630 0.064 Uiso 1 1 calc R . . H25B H -0.0514 -0.0949 0.2048 0.064 Uiso 1 1 calc R . . H25C H -0.0721 0.0299 0.2232 0.064 Uiso 1 1 calc R . . C26 C -0.05830(9) 0.0536(2) 0.10573(10) 0.0415(6) Uani 1 1 d . . . H26A H -0.0904 0.1008 0.1110 0.062 Uiso 1 1 calc R . . H26B H -0.0723 -0.0245 0.0901 0.062 Uiso 1 1 calc R . . H26C H -0.0418 0.0913 0.0741 0.062 Uiso 1 1 calc R . . N3 N 0.35008(7) 0.42342(15) 0.18661(8) 0.0316(4) Uani 1 1 d . . . N4 N 0.36755(7) 0.30150(15) 0.10936(8) 0.0315(4) Uani 1 1 d . . . B12 B 0.36607(10) 0.4225(2) 0.12729(11) 0.0324(5) Uani 1 1 d . . . B13 B 0.37810(11) 0.6734(2) 0.11962(12) 0.0344(6) Uani 1 1 d . . . H13 H 0.3798(8) 0.6839(17) 0.1706(9) 0.029(5) Uiso 1 1 d . . . B14 B 0.31565(11) 0.6251(2) 0.05887(12) 0.0347(6) Uani 1 1 d . . . H14 H 0.2790(9) 0.6045(18) 0.0727(10) 0.038(6) Uiso 1 1 d . . . B15 B 0.33815(11) 0.5329(2) 0.00443(11) 0.0349(6) Uani 1 1 d . . . H15 H 0.3127(8) 0.4502(18) -0.0153(9) 0.033(5) Uiso 1 1 d . . . B16 B 0.41510(11) 0.5253(2) 0.03230(11) 0.0344(6) Uani 1 1 d . . . H16 H 0.4390(9) 0.446(2) 0.0302(10) 0.043(6) Uiso 1 1 d . . . B17 B 0.44118(11) 0.6683(2) 0.02496(12) 0.0378(6) Uani 1 1 d . . . H17 H 0.4845(9) 0.6768(18) 0.0182(9) 0.034(5) Uiso 1 1 d . . . B18 B 0.41908(12) 0.7602(2) 0.08022(12) 0.0375(6) Uani 1 1 d . . . H18 H 0.4496(9) 0.8314(19) 0.1099(10) 0.042(6) Uiso 1 1 d . . . B19 B 0.34251(12) 0.7672(2) 0.05421(12) 0.0388(6) Uani 1 1 d . . . H19 H 0.3200(9) 0.848(2) 0.0645(10) 0.042(6) Uiso 1 1 d . . . B20 B 0.31830(11) 0.6792(2) -0.01772(12) 0.0369(6) Uani 1 1 d . . . H20 H 0.2794(9) 0.6991(18) -0.0579(10) 0.038(6) Uiso 1 1 d . . . B21 B 0.37951(11) 0.6174(2) -0.03430(12) 0.0363(6) Uani 1 1 d . . . H21 H 0.3811(9) 0.5951(18) -0.0835(10) 0.040(6) Uiso 1 1 d . . . B22 B 0.38196(12) 0.7635(2) -0.00421(12) 0.0392(6) Uani 1 1 d . . . H22 H 0.3865(10) 0.839(2) -0.0303(11) 0.048(6) Uiso 1 1 d . . . C27 C 0.34245(8) 0.30708(18) 0.20416(9) 0.0306(5) Uani 1 1 d . . . C28 C 0.35262(8) 0.23347(18) 0.15702(9) 0.0303(5) Uani 1 1 d . . . C29 C 0.34631(8) 0.11383(19) 0.16189(10) 0.0335(5) Uani 1 1 d . . . H29 H 0.3536 0.0632 0.1300 0.040 Uiso 1 1 calc R . . C30 C 0.32930(9) 0.06791(19) 0.21364(10) 0.0338(5) Uani 1 1 d . . . C31 C 0.31795(8) 0.14349(19) 0.26061(10) 0.0336(5) Uani 1 1 d . . . C32 C 0.32527(9) 0.26392(19) 0.25581(10) 0.0327(5) Uani 1 1 d . . . H32 H 0.3185 0.3154 0.2876 0.039 Uiso 1 1 calc R . . C33 C 0.32402(10) -0.0623(2) 0.21952(11) 0.0442(6) Uani 1 1 d . . . H33A H 0.3331 -0.1008 0.1828 0.066 Uiso 1 1 calc R . . H33B H 0.2846 -0.0820 0.2190 0.066 Uiso 1 1 calc R . . H33C H 0.3509 -0.0890 0.2605 0.066 Uiso 1 1 calc R . . C34 C 0.29645(9) 0.0965(2) 0.31501(10) 0.0389(5) Uani 1 1 d . . . H34A H 0.2907 0.1613 0.3424 0.058 Uiso 1 1 calc R . . H34B H 0.3248 0.0418 0.3415 0.058 Uiso 1 1 calc R . . H34C H 0.2598 0.0557 0.2966 0.058 Uiso 1 1 calc R . . C35 C 0.34220(9) 0.51514(18) 0.22923(9) 0.0318(5) Uani 1 1 d . . . C36 C 0.38671(9) 0.54185(19) 0.28475(10) 0.0369(5) Uani 1 1 d . . . H36 H 0.4218 0.4992 0.2945 0.044 Uiso 1 1 calc R . . C37 C 0.37997(10) 0.6306(2) 0.32582(10) 0.0377(5) Uani 1 1 d . . . H37 H 0.4108 0.6509 0.3629 0.045 Uiso 1 1 calc R . . C38 C 0.32817(10) 0.6896(2) 0.31273(11) 0.0421(6) Uani 1 1 d . . . H38 H 0.3232 0.7502 0.3409 0.051 Uiso 1 1 calc R . . C39 C 0.28337(10) 0.65995(19) 0.25809(10) 0.0387(5) Uani 1 1 d . . . H39 H 0.2477 0.7001 0.2495 0.046 Uiso 1 1 calc R . . C40 C 0.28994(9) 0.57375(19) 0.21650(10) 0.0336(5) Uani 1 1 d . . . H40 H 0.2591 0.5542 0.1793 0.040 Uiso 1 1 calc R . . C41 C 0.38297(9) 0.24066(18) 0.05794(10) 0.0315(5) Uani 1 1 d . . . C42 C 0.34201(9) 0.21923(18) -0.00109(10) 0.0359(5) Uani 1 1 d . . . H42 H 0.3040 0.2487 -0.0088 0.043 Uiso 1 1 calc R . . C43 C 0.35653(11) 0.1548(2) -0.04876(11) 0.0427(6) Uani 1 1 d . . . H43 H 0.3284 0.1401 -0.0891 0.051 Uiso 1 1 calc R . . C44 C 0.41147(11) 0.1121(2) -0.03798(12) 0.0478(6) Uani 1 1 d . . . H44 H 0.4215 0.0697 -0.0712 0.057 Uiso 1 1 calc R . . C45 C 0.45219(11) 0.1313(2) 0.02158(12) 0.0477(6) Uani 1 1 d . . . H45 H 0.4900 0.1008 0.0294 0.057 Uiso 1 1 calc R . . C46 C 0.43785(10) 0.1945(2) 0.06961(11) 0.0405(5) Uani 1 1 d . . . H46 H 0.4656 0.2064 0.1106 0.049 Uiso 1 1 calc R . . C47 C 0.37438(8) 0.53417(18) 0.08633(9) 0.0318(5) Uani 1 1 d . . . C48 C 0.43709(9) 0.61599(19) 0.09954(10) 0.0345(5) Uani 1 1 d . . . C49 C 0.49323(9) 0.5853(2) 0.15550(10) 0.0402(5) Uani 1 1 d . . . C50 C 0.49394(10) 0.4590(2) 0.17801(12) 0.0523(7) Uani 1 1 d . . . H50A H 0.4881 0.4067 0.1404 0.078 Uiso 1 1 calc R . . H50B H 0.4630 0.4471 0.1984 0.078 Uiso 1 1 calc R . . H50C H 0.5311 0.4419 0.2097 0.078 Uiso 1 1 calc R . . C51 C 0.50016(11) 0.6647(2) 0.21499(11) 0.0534(7) Uani 1 1 d . . . H51A H 0.5379 0.6512 0.2464 0.080 Uiso 1 1 calc R . . H51B H 0.4699 0.6470 0.2355 0.080 Uiso 1 1 calc R . . H51C H 0.4971 0.7467 0.2011 0.080 Uiso 1 1 calc R . . C52 C 0.54481(10) 0.6038(3) 0.12979(12) 0.0533(7) Uani 1 1 d . . . H52A H 0.5803 0.5871 0.1644 0.080 Uiso 1 1 calc R . . H52B H 0.5454 0.6851 0.1155 0.080 Uiso 1 1 calc R . . H52C H 0.5420 0.5513 0.0929 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 0.0293(9) 0.0314(10) 0.0273(9) 0.0004(7) 0.0076(7) -0.0013(7) N2 0.0296(9) 0.0315(10) 0.0252(8) -0.0012(7) 0.0091(7) -0.0008(7) B1 0.0247(12) 0.0329(14) 0.0305(12) 0.0008(10) 0.0079(10) 0.0028(10) B2 0.0332(13) 0.0311(13) 0.0305(13) 0.0001(10) 0.0088(10) -0.0017(11) B3 0.0330(13) 0.0296(13) 0.0341(13) 0.0001(11) 0.0104(11) 0.0037(11) B4 0.0325(13) 0.0365(14) 0.0322(13) -0.0034(11) 0.0117(10) 0.0008(11) B5 0.0332(13) 0.0357(15) 0.0274(12) -0.0010(11) 0.0091(10) -0.0039(11) B6 0.0358(14) 0.0380(15) 0.0307(13) -0.0051(11) 0.0107(11) -0.0057(11) B7 0.0418(15) 0.0349(15) 0.0338(13) -0.0052(11) 0.0123(11) -0.0071(12) B8 0.0451(15) 0.0320(14) 0.0371(14) 0.0010(11) 0.0160(12) 0.0023(12) B9 0.0419(15) 0.0365(15) 0.0353(13) -0.0020(11) 0.0143(11) 0.0030(12) B10 0.0367(14) 0.0348(14) 0.0286(12) -0.0034(10) 0.0127(10) -0.0051(11) B11 0.0465(15) 0.0359(15) 0.0343(13) -0.0055(12) 0.0147(12) -0.0045(12) C1 0.0260(10) 0.0286(11) 0.0291(10) 0.0001(9) 0.0074(8) 0.0006(9) C2 0.0240(10) 0.0326(12) 0.0311(11) -0.0012(9) 0.0086(8) 0.0026(9) C3 0.0285(11) 0.0337(12) 0.0356(11) 0.0012(9) 0.0134(9) -0.0022(9) C4 0.0265(11) 0.0371(12) 0.0385(12) -0.0049(10) 0.0109(9) -0.0032(9) C5 0.0283(11) 0.0382(13) 0.0342(11) -0.0033(10) 0.0092(9) 0.0016(9) C6 0.0299(11) 0.0368(13) 0.0299(11) 0.0017(9) 0.0093(9) 0.0012(9) C7 0.0478(14) 0.0431(14) 0.0461(13) -0.0118(11) 0.0217(11) -0.0139(11) C8 0.0421(13) 0.0443(14) 0.0355(12) -0.0082(10) 0.0115(10) 0.0001(11) C9 0.0343(11) 0.0314(12) 0.0231(10) -0.0004(9) 0.0076(8) -0.0023(9) C10 0.0344(12) 0.0371(13) 0.0314(11) -0.0022(10) 0.0086(9) -0.0005(10) C11 0.0412(13) 0.0452(14) 0.0328(11) -0.0039(10) 0.0156(10) -0.0098(11) C12 0.0580(15) 0.0354(13) 0.0318(11) -0.0021(10) 0.0183(11) -0.0098(11) C13 0.0500(14) 0.0313(12) 0.0320(11) 0.0012(9) 0.0110(10) 0.0039(10) C14 0.0377(12) 0.0373(13) 0.0280(11) -0.0026(9) 0.0109(9) 0.0011(10) C15 0.0284(11) 0.0305(11) 0.0261(10) -0.0006(9) 0.0061(8) -0.0034(9) C16 0.0271(11) 0.0318(12) 0.0314(11) 0.0003(9) 0.0057(9) -0.0014(9) C17 0.0294(11) 0.0406(13) 0.0316(11) -0.0012(10) 0.0111(9) -0.0028(10) C18 0.0470(14) 0.0380(13) 0.0317(11) 0.0062(10) 0.0094(10) -0.0046(11) C19 0.0383(13) 0.0378(13) 0.0466(13) 0.0097(11) 0.0114(11) 0.0065(10) C20 0.0361(12) 0.0382(13) 0.0377(12) 0.0025(10) 0.0160(10) 0.0018(10) C21 0.0276(11) 0.0321(12) 0.0276(10) 0.0012(9) 0.0095(8) -0.0013(9) C22 0.0292(11) 0.0338(12) 0.0295(10) -0.0017(9) 0.0071(9) -0.0055(9) C23 0.0302(11) 0.0397(13) 0.0361(11) -0.0011(10) 0.0094(9) 0.0006(10) C24 0.0348(12) 0.0395(13) 0.0441(13) -0.0021(10) 0.0109(10) 0.0056(10) C25 0.0361(12) 0.0495(15) 0.0463(13) -0.0007(11) 0.0195(10) -0.0019(11) C26 0.0306(12) 0.0480(14) 0.0410(12) -0.0023(11) 0.0025(10) 0.0034(10) N3 0.0346(10) 0.0304(10) 0.0308(9) -0.0004(8) 0.0110(7) 0.0006(8) N4 0.0330(9) 0.0331(10) 0.0288(9) 0.0009(8) 0.0094(7) 0.0008(8) B12 0.0279(12) 0.0364(14) 0.0309(12) 0.0012(11) 0.0054(10) 0.0007(11) B13 0.0380(14) 0.0320(14) 0.0349(13) -0.0015(11) 0.0134(11) 0.0002(11) B14 0.0316(13) 0.0351(14) 0.0381(13) 0.0058(11) 0.0113(11) 0.0042(11) B15 0.0372(14) 0.0372(15) 0.0287(12) 0.0003(11) 0.0071(10) -0.0009(11) B16 0.0377(14) 0.0374(15) 0.0316(13) -0.0018(11) 0.0155(11) -0.0011(12) B17 0.0376(15) 0.0405(15) 0.0373(14) -0.0012(11) 0.0141(11) -0.0038(12) B18 0.0441(15) 0.0333(14) 0.0364(13) -0.0005(11) 0.0138(12) -0.0051(12) B19 0.0468(16) 0.0346(15) 0.0352(14) 0.0022(11) 0.0122(12) 0.0022(12) B20 0.0393(15) 0.0362(15) 0.0350(13) 0.0030(11) 0.0102(11) -0.0012(12) B21 0.0464(15) 0.0350(14) 0.0290(13) 0.0013(11) 0.0131(11) 0.0005(12) B22 0.0477(16) 0.0367(15) 0.0353(14) 0.0032(12) 0.0154(12) -0.0032(12) C27 0.0268(11) 0.0324(12) 0.0301(11) 0.0026(9) 0.0043(9) 0.0023(9) C28 0.0254(10) 0.0357(13) 0.0272(10) 0.0020(9) 0.0036(8) 0.0026(9) C29 0.0290(11) 0.0354(13) 0.0348(11) -0.0006(9) 0.0073(9) 0.0003(9) C30 0.0294(11) 0.0338(12) 0.0356(11) 0.0042(10) 0.0053(9) 0.0015(9) C31 0.0255(11) 0.0383(13) 0.0338(11) 0.0049(10) 0.0035(9) 0.0018(9) C32 0.0324(11) 0.0360(13) 0.0291(11) 0.0029(9) 0.0079(9) 0.0030(9) C33 0.0476(14) 0.0382(14) 0.0478(13) 0.0048(11) 0.0154(11) -0.0018(11) C34 0.0353(12) 0.0385(13) 0.0436(12) 0.0087(10) 0.0126(10) 0.0019(10) C35 0.0377(12) 0.0314(12) 0.0287(11) 0.0027(9) 0.0133(9) -0.0014(10) C36 0.0378(12) 0.0417(13) 0.0327(11) 0.0023(10) 0.0126(10) 0.0016(10) C37 0.0437(13) 0.0435(13) 0.0255(11) -0.0022(10) 0.0091(10) -0.0040(11) C38 0.0601(16) 0.0350(13) 0.0368(12) -0.0042(10) 0.0227(11) -0.0037(11) C39 0.0440(13) 0.0364(13) 0.0399(12) 0.0040(10) 0.0187(11) 0.0052(10) C40 0.0341(12) 0.0385(13) 0.0306(11) 0.0016(10) 0.0130(9) -0.0019(10) C41 0.0354(12) 0.0286(11) 0.0328(11) -0.0011(9) 0.0132(9) 0.0002(9) C42 0.0394(12) 0.0331(12) 0.0349(12) 0.0001(10) 0.0102(10) -0.0015(10) C43 0.0557(15) 0.0370(13) 0.0335(12) -0.0012(10) 0.0097(11) -0.0049(11) C44 0.0675(17) 0.0362(14) 0.0492(14) -0.0076(11) 0.0319(13) -0.0049(12) C45 0.0466(14) 0.0402(14) 0.0627(16) -0.0083(12) 0.0260(13) -0.0010(11) C46 0.0391(13) 0.0394(13) 0.0431(13) -0.0070(10) 0.0119(10) -0.0016(10) C47 0.0278(11) 0.0349(12) 0.0325(11) -0.0024(9) 0.0083(9) -0.0019(9) C48 0.0331(12) 0.0358(12) 0.0359(11) -0.0019(9) 0.0121(9) -0.0034(10) C49 0.0313(12) 0.0486(14) 0.0382(12) -0.0015(11) 0.0061(10) -0.0016(10) C50 0.0361(13) 0.0576(17) 0.0539(15) 0.0060(13) -0.0018(11) 0.0021(12) C51 0.0470(15) 0.0694(18) 0.0378(13) -0.0068(12) 0.0024(11) -0.0020(13) C52 0.0343(13) 0.077(2) 0.0474(14) -0.0033(13) 0.0107(11) -0.0045(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.411(3) . ? N1 B1 1.441(3) . ? N1 C9 1.441(3) . ? N2 C2 1.415(2) . ? N2 B1 1.437(3) . ? N2 C15 1.446(2) . ? B1 C21 1.597(3) . ? B2 C21 1.727(3) . ? B2 C22 1.740(3) . ? B2 B3 1.772(3) . ? B2 B7 1.776(3) . ? B2 B8 1.779(4) . ? B2 H2 1.086(19) . ? B3 C21 1.715(3) . ? B3 B4 1.768(3) . ? B3 B9 1.772(3) . ? B3 B8 1.781(4) . ? B3 H3 1.07(2) . ? B4 C21 1.718(3) . ? B4 B10 1.768(3) . ? B4 B9 1.775(4) . ? B4 B5 1.794(3) . ? B4 H4 1.09(2) . ? B5 C22 1.737(3) . ? B5 C21 1.744(3) . ? B5 B6 1.781(3) . ? B5 B10 1.783(3) . ? B5 H5 1.10(2) . ? B6 C22 1.732(3) . ? B6 B10 1.764(3) . ? B6 B11 1.766(4) . ? B6 B7 1.776(4) . ? B6 H6 1.06(2) . ? B7 C22 1.717(3) . ? B7 B8 1.776(4) . ? B7 B11 1.777(4) . ? B7 H7 1.10(2) . ? B8 B11 1.775(3) . ? B8 B9 1.786(4) . ? B8 H8 1.11(2) . ? B9 B11 1.777(4) . ? B9 B10 1.780(4) . ? B9 H9 1.09(2) . ? B10 B11 1.784(4) . ? B10 H10 1.09(2) . ? B11 H11 1.14(2) . ? C1 C2 1.387(3) . ? C1 C6 1.390(3) . ? C2 C3 1.390(3) . ? C3 C4 1.392(3) . ? C3 H3A 0.9500 . ? C4 C5 1.405(3) . ? C4 C7 1.511(3) . ? C5 C6 1.399(3) . ? C5 C8 1.512(3) . ? C6 H6A 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.382(3) . ? C9 C10 1.387(3) . ? C10 C11 1.381(3) . ? C10 H10A 0.9500 . ? C11 C12 1.387(3) . ? C11 H11A 0.9500 . ? C12 C13 1.374(3) . ? C12 H12A 0.9500 . ? C13 C14 1.389(3) . ? C13 H13A 0.9500 . ? C14 H14A 0.9500 . ? C15 C16 1.382(3) . ? C15 C20 1.387(3) . ? C16 C17 1.385(3) . ? C16 H16A 0.9500 . ? C17 C18 1.377(3) . ? C17 H17A 0.9500 . ? C18 C19 1.384(3) . ? C18 H18A 0.9500 . ? C19 C20 1.386(3) . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? C21 C22 1.743(3) . ? C22 C23 1.571(3) . ? C23 C24 1.527(3) . ? C23 C25 1.531(3) . ? C23 C26 1.539(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N3 C27 1.409(3) . ? N3 B12 1.432(3) . ? N3 C35 1.439(3) . ? N4 C28 1.412(3) . ? N4 B12 1.440(3) . ? N4 C41 1.441(3) . ? B12 C47 1.595(3) . ? B13 C47 1.737(3) . ? B13 C48 1.737(3) . ? B13 B14 1.777(3) . ? B13 B19 1.778(4) . ? B13 B18 1.780(4) . ? B13 H13 1.089(19) . ? B14 C47 1.725(3) . ? B14 B19 1.764(4) . ? B14 B15 1.771(4) . ? B14 B20 1.772(3) . ? B14 H14 1.04(2) . ? B15 C47 1.721(3) . ? B15 B21 1.763(4) . ? B15 B20 1.768(4) . ? B15 B16 1.790(3) . ? B15 H15 1.14(2) . ? B16 C47 1.728(3) . ? B16 C48 1.730(3) . ? B16 B17 1.777(4) . ? B16 B21 1.784(3) . ? B16 H16 1.08(2) . ? B17 C48 1.736(3) . ? B17 B21 1.759(4) . ? B17 B22 1.767(4) . ? B17 B18 1.777(4) . ? B17 H17 1.11(2) . ? B18 C48 1.725(3) . ? B18 B22 1.774(4) . ? B18 B19 1.780(4) . ? B18 H18 1.16(2) . ? B19 B22 1.782(4) . ? B19 B20 1.792(4) . ? B19 H19 1.13(2) . ? B20 B21 1.770(4) . ? B20 B22 1.772(4) . ? B20 H20 1.10(2) . ? B21 B22 1.785(4) . ? B21 H21 1.10(2) . ? B22 H22 1.06(2) . ? C27 C32 1.381(3) . ? C27 C28 1.391(3) . ? C28 C29 1.384(3) . ? C29 C30 1.392(3) . ? C29 H29 0.9500 . ? C30 C31 1.413(3) . ? C30 C33 1.503(3) . ? C31 C32 1.396(3) . ? C31 C34 1.507(3) . ? C32 H32 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C40 1.390(3) . ? C35 C36 1.390(3) . ? C36 C37 1.384(3) . ? C36 H36 0.9500 . ? C37 C38 1.382(3) . ? C37 H37 0.9500 . ? C38 C39 1.390(3) . ? C38 H38 0.9500 . ? C39 C40 1.369(3) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? C41 C46 1.386(3) . ? C41 C42 1.386(3) . ? C42 C43 1.385(3) . ? C42 H42 0.9500 . ? C43 C44 1.375(3) . ? C43 H43 0.9500 . ? C44 C45 1.388(3) . ? C44 H44 0.9500 . ? C45 C46 1.382(3) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 C48 1.738(3) . ? C48 C49 1.573(3) . ? C49 C52 1.520(3) . ? C49 C50 1.522(3) . ? C49 C51 1.534(3) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 108.07(16) . . ? C1 N1 C9 118.14(15) . . ? B1 N1 C9 133.74(17) . . ? C2 N2 B1 107.77(16) . . ? C2 N2 C15 117.04(16) . . ? B1 N2 C15 134.94(17) . . ? N2 B1 N1 106.32(17) . . ? N2 B1 C21 127.51(18) . . ? N1 B1 C21 125.99(19) . . ? C21 B2 C22 60.36(12) . . ? C21 B2 B3 58.66(13) . . ? C22 B2 B3 107.12(16) . . ? C21 B2 B7 106.88(16) . . ? C22 B2 B7 58.46(13) . . ? B3 B2 B7 108.10(17) . . ? C21 B2 B8 106.25(17) . . ? C22 B2 B8 106.09(16) . . ? B3 B2 B8 60.20(14) . . ? B7 B2 B8 59.97(14) . . ? C21 B2 H2 119.4(10) . . ? C22 B2 H2 118.3(10) . . ? B3 B2 H2 124.0(10) . . ? B7 B2 H2 122.5(10) . . ? B8 B2 H2 127.3(10) . . ? C21 B3 B4 59.10(13) . . ? C21 B3 B9 106.56(17) . . ? B4 B3 B9 60.20(14) . . ? C21 B3 B2 59.36(13) . . ? B4 B3 B2 107.84(17) . . ? B9 B3 B2 108.26(17) . . ? C21 B3 B8 106.70(17) . . ? B4 B3 B8 108.43(17) . . ? B9 B3 B8 60.36(14) . . ? B2 B3 B8 60.08(14) . . ? C21 B3 H3 116.9(12) . . ? B4 B3 H3 122.1(12) . . ? B9 B3 H3 128.5(12) . . ? B2 B3 H3 116.9(11) . . ? B8 B3 H3 124.8(12) . . ? C21 B4 B10 106.51(16) . . ? C21 B4 B3 58.91(13) . . ? B10 B4 B3 108.11(18) . . ? C21 B4 B9 106.25(17) . . ? B10 B4 B9 60.31(14) . . ? B3 B4 B9 60.01(14) . . ? C21 B4 B5 59.50(12) . . ? B10 B4 B5 60.06(14) . . ? B3 B4 B5 107.83(17) . . ? B9 B4 B5 108.30(18) . . ? C21 B4 H4 116.5(10) . . ? B10 B4 H4 127.4(10) . . ? B3 B4 H4 119.3(10) . . ? B9 B4 H4 127.2(11) . . ? B5 B4 H4 119.3(11) . . ? C22 B5 C21 60.12(12) . . ? C22 B5 B6 59.00(13) . . ? C21 B5 B6 106.46(16) . . ? C22 B5 B10 105.59(17) . . ? C21 B5 B10 104.76(17) . . ? B6 B5 B10 59.35(14) . . ? C22 B5 B4 106.38(16) . . ? C21 B5 B4 58.09(12) . . ? B6 B5 B4 106.87(18) . . ? B10 B5 B4 59.24(13) . . ? C22 B5 H5 120.3(10) . . ? C21 B5 H5 119.4(10) . . ? B6 B5 H5 124.8(10) . . ? B10 B5 H5 127.3(10) . . ? B4 B5 H5 122.4(11) . . ? C22 B6 B10 106.59(16) . . ? C22 B6 B11 106.29(17) . . ? B10 B6 B11 60.69(14) . . ? C22 B6 B7 58.60(13) . . ? B10 B6 B7 108.48(18) . . ? B11 B6 B7 60.21(15) . . ? C22 B6 B5 59.24(13) . . ? B10 B6 B5 60.39(14) . . ? B11 B6 B5 108.83(18) . . ? B7 B6 B5 107.59(17) . . ? C22 B6 H6 119.1(12) . . ? B10 B6 H6 124.4(11) . . ? B11 B6 H6 125.8(12) . . ? B7 B6 H6 121.4(12) . . ? B5 B6 H6 118.9(12) . . ? C22 B7 B2 59.74(13) . . ? C22 B7 B6 59.43(13) . . ? B2 B7 B6 107.88(17) . . ? C22 B7 B8 107.20(17) . . ? B2 B7 B8 60.10(14) . . ? B6 B7 B8 107.86(18) . . ? C22 B7 B11 106.48(18) . . ? B2 B7 B11 107.68(18) . . ? B6 B7 B11 59.62(14) . . ? B8 B7 B11 59.92(14) . . ? C22 B7 H7 118.6(11) . . ? B2 B7 H7 119.9(11) . . ? B6 B7 H7 120.9(11) . . ? B8 B7 H7 124.8(11) . . ? B11 B7 H7 125.9(11) . . ? B11 B8 B7 60.06(14) . . ? B11 B8 B2 107.66(18) . . ? B7 B8 B2 59.94(14) . . ? B11 B8 B3 107.44(18) . . ? B7 B8 B3 107.69(18) . . ? B2 B8 B3 59.72(13) . . ? B11 B8 B9 59.86(14) . . ? B7 B8 B9 107.82(18) . . ? B2 B8 B9 107.33(18) . . ? B3 B8 B9 59.56(14) . . ? B11 B8 H8 122.6(10) . . ? B7 B8 H8 122.8(10) . . ? B2 B8 H8 122.0(10) . . ? B3 B8 H8 121.0(10) . . ? B9 B8 H8 121.4(10) . . ? B3 B9 B4 59.79(14) . . ? B3 B9 B11 107.75(18) . . ? B4 B9 B11 107.90(18) . . ? B3 B9 B10 107.41(18) . . ? B4 B9 B10 59.64(14) . . ? B11 B9 B10 60.21(14) . . ? B3 B9 B8 60.07(14) . . ? B4 B9 B8 107.88(18) . . ? B11 B9 B8 59.74(14) . . ? B10 B9 B8 107.76(18) . . ? B3 B9 H9 123.2(11) . . ? B4 B9 H9 121.7(12) . . ? B11 B9 H9 121.1(12) . . ? B10 B9 H9 120.7(11) . . ? B8 B9 H9 122.7(11) . . ? B6 B10 B4 108.75(17) . . ? B6 B10 B9 108.06(17) . . ? B4 B10 B9 60.05(14) . . ? B6 B10 B5 60.27(14) . . ? B4 B10 B5 60.69(13) . . ? B9 B10 B5 108.60(16) . . ? B6 B10 B11 59.72(14) . . ? B4 B10 B11 107.92(17) . . ? B9 B10 B11 59.81(14) . . ? B5 B10 B11 107.97(17) . . ? B6 B10 H10 120.8(11) . . ? B4 B10 H10 121.8(11) . . ? B9 B10 H10 122.3(11) . . ? B5 B10 H10 120.9(11) . . ? B11 B10 H10 122.0(11) . . ? B6 B11 B8 108.39(18) . . ? B6 B11 B9 108.09(18) . . ? B8 B11 B9 60.39(14) . . ? B6 B11 B7 60.17(14) . . ? B8 B11 B7 60.03(14) . . ? B9 B11 B7 108.22(17) . . ? B6 B11 B10 59.59(14) . . ? B8 B11 B10 108.10(18) . . ? B9 B11 B10 59.98(14) . . ? B7 B11 B10 107.57(18) . . ? B6 B11 H11 118.8(11) . . ? B8 B11 H11 122.4(11) . . ? B9 B11 H11 125.1(11) . . ? B7 B11 H11 118.8(11) . . ? B10 B11 H11 123.2(11) . . ? C2 C1 C6 121.50(19) . . ? C2 C1 N1 108.71(16) . . ? C6 C1 N1 129.80(18) . . ? C1 C2 C3 120.17(18) . . ? C1 C2 N2 109.12(17) . . ? C3 C2 N2 130.71(18) . . ? C2 C3 C4 119.09(19) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C5 120.76(19) . . ? C3 C4 C7 119.42(19) . . ? C5 C4 C7 119.79(18) . . ? C6 C5 C4 119.78(19) . . ? C6 C5 C8 119.98(19) . . ? C4 C5 C8 120.23(19) . . ? C1 C6 C5 118.69(19) . . ? C1 C6 H6A 120.7 . . ? C5 C6 H6A 120.7 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 119.78(19) . . ? C14 C9 N1 120.32(18) . . ? C10 C9 N1 119.87(18) . . ? C11 C10 C9 120.3(2) . . ? C11 C10 H10A 119.9 . . ? C9 C10 H10A 119.9 . . ? C10 C11 C12 119.8(2) . . ? C10 C11 H11A 120.1 . . ? C12 C11 H11A 120.1 . . ? C13 C12 C11 119.9(2) . . ? C13 C12 H12A 120.1 . . ? C11 C12 H12A 120.1 . . ? C12 C13 C14 120.5(2) . . ? C12 C13 H13A 119.7 . . ? C14 C13 H13A 119.7 . . ? C9 C14 C13 119.6(2) . . ? C9 C14 H14A 120.2 . . ? C13 C14 H14A 120.2 . . ? C16 C15 C20 119.51(18) . . ? C16 C15 N2 121.01(17) . . ? C20 C15 N2 119.21(17) . . ? C15 C16 C17 120.25(19) . . ? C15 C16 H16A 119.9 . . ? C17 C16 H16A 119.9 . . ? C18 C17 C16 120.4(2) . . ? C18 C17 H17A 119.8 . . ? C16 C17 H17A 119.8 . . ? C17 C18 C19 119.6(2) . . ? C17 C18 H18A 120.2 . . ? C19 C18 H18A 120.2 . . ? C18 C19 C20 120.2(2) . . ? C18 C19 H19A 119.9 . . ? C20 C19 H19A 119.9 . . ? C19 C20 C15 120.0(2) . . ? C19 C20 H20A 120.0 . . ? C15 C20 H20A 120.0 . . ? B1 C21 B3 116.82(16) . . ? B1 C21 B4 117.38(16) . . ? B3 C21 B4 61.99(13) . . ? B1 C21 B2 119.92(16) . . ? B3 C21 B2 61.98(13) . . ? B4 C21 B2 112.28(16) . . ? B1 C21 C22 124.90(16) . . ? B3 C21 C22 109.61(15) . . ? B4 C21 C22 109.51(14) . . ? B2 C21 C22 60.19(12) . . ? B1 C21 B5 120.65(17) . . ? B3 C21 B5 112.67(16) . . ? B4 C21 B5 62.41(13) . . ? B2 C21 B5 110.97(15) . . ? C22 C21 B5 59.74(12) . . ? C23 C22 B7 119.78(17) . . ? C23 C22 B6 121.12(16) . . ? B7 C22 B6 61.98(14) . . ? C23 C22 B5 119.78(17) . . ? B7 C22 B5 112.38(17) . . ? B6 C22 B5 61.76(13) . . ? C23 C22 B2 118.95(16) . . ? B7 C22 B2 61.80(13) . . ? B6 C22 B2 111.56(16) . . ? B5 C22 B2 110.68(16) . . ? C23 C22 C21 121.77(16) . . ? B7 C22 C21 108.80(16) . . ? B6 C22 C21 108.64(15) . . ? B5 C22 C21 60.14(12) . . ? B2 C22 C21 59.44(12) . . ? C24 C23 C25 109.00(18) . . ? C24 C23 C26 107.52(18) . . ? C25 C23 C26 108.20(18) . . ? C24 C23 C22 112.06(17) . . ? C25 C23 C22 111.29(18) . . ? C26 C23 C22 108.63(17) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C27 N3 B12 108.67(17) . . ? C27 N3 C35 117.86(16) . . ? B12 N3 C35 133.46(18) . . ? C28 N4 B12 107.80(16) . . ? C28 N4 C41 117.66(16) . . ? B12 N4 C41 134.46(17) . . ? N3 B12 N4 106.11(18) . . ? N3 B12 C47 126.3(2) . . ? N4 B12 C47 127.31(19) . . ? C47 B13 C48 60.03(12) . . ? C47 B13 B14 58.77(13) . . ? C48 B13 B14 106.84(17) . . ? C47 B13 B19 105.87(17) . . ? C48 B13 B19 106.28(17) . . ? B14 B13 B19 59.50(14) . . ? C47 B13 B18 106.63(17) . . ? C48 B13 B18 58.74(14) . . ? B14 B13 B18 107.48(17) . . ? B19 B13 B18 60.05(15) . . ? C47 B13 H13 119.7(10) . . ? C48 B13 H13 119.7(10) . . ? B14 B13 H13 123.2(10) . . ? B19 B13 H13 126.5(10) . . ? B18 B13 H13 123.4(10) . . ? C47 B14 B19 107.04(17) . . ? C47 B14 B15 58.97(13) . . ? B19 B14 B15 108.82(18) . . ? C47 B14 B20 106.23(17) . . ? B19 B14 B20 60.91(14) . . ? B15 B14 B20 59.85(14) . . ? C47 B14 B13 59.47(13) . . ? B19 B14 B13 60.29(14) . . ? B15 B14 B13 107.96(17) . . ? B20 B14 B13 108.61(18) . . ? C47 B14 H14 117.1(11) . . ? B19 B14 H14 125.7(11) . . ? B15 B14 H14 120.1(11) . . ? B20 B14 H14 127.1(11) . . ? B13 B14 H14 118.7(11) . . ? C47 B15 B21 106.42(17) . . ? C47 B15 B20 106.57(17) . . ? B21 B15 B20 60.16(14) . . ? C47 B15 B14 59.16(13) . . ? B21 B15 B14 107.96(18) . . ? B20 B15 B14 60.09(14) . . ? C47 B15 B16 58.90(13) . . ? B21 B15 B16 60.26(14) . . ? B20 B15 B16 108.21(18) . . ? B14 B15 B16 107.37(17) . . ? C47 B15 H15 116.6(10) . . ? B21 B15 H15 126.9(10) . . ? B20 B15 H15 127.4(10) . . ? B14 B15 H15 120.0(10) . . ? B16 B15 H15 119.0(10) . . ? C47 B16 C48 60.35(12) . . ? C47 B16 B17 106.99(17) . . ? C48 B16 B17 59.32(13) . . ? C47 B16 B21 105.25(17) . . ? C48 B16 B21 105.90(17) . . ? B17 B16 B21 59.20(14) . . ? C47 B16 B15 58.56(13) . . ? C48 B16 B15 106.87(17) . . ? B17 B16 B15 106.82(18) . . ? B21 B16 B15 59.12(14) . . ? C47 B16 H16 119.6(11) . . ? C48 B16 H16 119.7(11) . . ? B17 B16 H16 123.9(12) . . ? B21 B16 H16 127.0(11) . . ? B15 B16 H16 123.1(12) . . ? C48 B17 B21 106.76(17) . . ? C48 B17 B22 106.36(17) . . ? B21 B17 B22 60.85(15) . . ? C48 B17 B16 59.00(13) . . ? B21 B17 B16 60.60(14) . . ? B22 B17 B16 108.95(18) . . ? C48 B17 B18 58.82(13) . . ? B21 B17 B18 108.63(18) . . ? B22 B17 B18 60.06(14) . . ? B16 B17 B18 107.57(17) . . ? C48 B17 H17 117.4(10) . . ? B21 B17 H17 125.2(10) . . ? B22 B17 H17 127.3(10) . . ? B16 B17 H17 118.0(11) . . ? B18 B17 H17 121.1(10) . . ? C48 B18 B22 106.50(17) . . ? C48 B18 B17 59.38(14) . . ? B22 B18 B17 59.67(14) . . ? C48 B18 B13 59.40(13) . . ? B22 B18 B13 107.87(18) . . ? B17 B18 B13 107.65(18) . . ? C48 B18 B19 106.70(17) . . ? B22 B18 B19 60.18(15) . . ? B17 B18 B19 107.81(18) . . ? B13 B18 B19 59.93(14) . . ? C48 B18 H18 117.5(10) . . ? B22 B18 H18 126.9(10) . . ? B17 B18 H18 120.9(10) . . ? B13 B18 H18 119.1(10) . . ? B19 B18 H18 125.7(11) . . ? B14 B19 B13 60.21(14) . . ? B14 B19 B18 108.02(18) . . ? B13 B19 B18 60.02(14) . . ? B14 B19 B22 107.42(18) . . ? B13 B19 B22 107.59(19) . . ? B18 B19 B22 59.72(14) . . ? B14 B19 B20 59.76(14) . . ? B13 B19 B20 107.65(18) . . ? B18 B19 B20 107.29(18) . . ? B22 B19 B20 59.43(14) . . ? B14 B19 H19 122.4(11) . . ? B13 B19 H19 119.5(11) . . ? B18 B19 H19 119.8(11) . . ? B22 B19 H19 123.1(11) . . ? B20 B19 H19 124.8(11) . . ? B15 B20 B21 59.80(14) . . ? B15 B20 B22 108.31(18) . . ? B21 B20 B22 60.55(15) . . ? B15 B20 B14 60.06(14) . . ? B21 B20 B14 107.64(18) . . ? B22 B20 B14 107.52(18) . . ? B15 B20 B19 107.73(17) . . ? B21 B20 B19 108.12(18) . . ? B22 B20 B19 59.98(15) . . ? B14 B20 B19 59.33(14) . . ? B15 B20 H20 120.7(11) . . ? B21 B20 H20 120.4(11) . . ? B22 B20 H20 121.7(11) . . ? B14 B20 H20 122.9(11) . . ? B19 B20 H20 123.3(11) . . ? B17 B21 B15 108.81(17) . . ? B17 B21 B20 108.12(18) . . ? B15 B21 B20 60.04(14) . . ? B17 B21 B16 60.20(14) . . ? B15 B21 B16 60.62(14) . . ? B20 B21 B16 108.40(17) . . ? B17 B21 B22 59.80(15) . . ? B15 B21 B22 107.90(18) . . ? B20 B21 B22 59.78(15) . . ? B16 B21 B22 107.80(17) . . ? B17 B21 H21 120.8(11) . . ? B15 B21 H21 120.5(11) . . ? B20 B21 H21 123.4(11) . . ? B16 B21 H21 119.2(11) . . ? B22 B21 H21 124.0(11) . . ? B17 B22 B20 107.68(19) . . ? B17 B22 B18 60.27(15) . . ? B20 B22 B18 108.51(18) . . ? B17 B22 B19 108.23(18) . . ? B20 B22 B19 60.58(15) . . ? B18 B22 B19 60.10(14) . . ? B17 B22 B21 59.36(15) . . ? B20 B22 B21 59.67(15) . . ? B18 B22 B21 107.62(18) . . ? B19 B22 B21 107.91(18) . . ? B17 B22 H22 119.7(12) . . ? B20 B22 H22 125.5(12) . . ? B18 B22 H22 117.2(12) . . ? B19 B22 H22 120.8(12) . . ? B21 B22 H22 125.2(12) . . ? C32 C27 C28 121.54(19) . . ? C32 C27 N3 130.11(19) . . ? C28 C27 N3 108.27(17) . . ? C29 C28 C27 119.82(19) . . ? C29 C28 N4 131.04(19) . . ? C27 C28 N4 109.13(18) . . ? C28 C29 C30 119.8(2) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C29 C30 C31 120.0(2) . . ? C29 C30 C33 119.5(2) . . ? C31 C30 C33 120.51(19) . . ? C32 C31 C30 119.74(19) . . ? C32 C31 C34 119.27(19) . . ? C30 C31 C34 120.97(19) . . ? C27 C32 C31 119.06(19) . . ? C27 C32 H32 120.5 . . ? C31 C32 H32 120.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C40 C35 C36 120.08(19) . . ? C40 C35 N3 120.50(18) . . ? C36 C35 N3 119.39(18) . . ? C37 C36 C35 120.0(2) . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? C38 C37 C36 119.8(2) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C39 119.7(2) . . ? C37 C38 H38 120.1 . . ? C39 C38 H38 120.1 . . ? C40 C39 C38 121.0(2) . . ? C40 C39 H39 119.5 . . ? C38 C39 H39 119.5 . . ? C39 C40 C35 119.37(19) . . ? C39 C40 H40 120.3 . . ? C35 C40 H40 120.3 . . ? C46 C41 C42 119.72(19) . . ? C46 C41 N4 119.56(18) . . ? C42 C41 N4 120.48(18) . . ? C43 C42 C41 119.9(2) . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C44 C43 C42 120.4(2) . . ? C44 C43 H43 119.8 . . ? C42 C43 H43 119.8 . . ? C43 C44 C45 119.8(2) . . ? C43 C44 H44 120.1 . . ? C45 C44 H44 120.1 . . ? C46 C45 C44 120.2(2) . . ? C46 C45 H45 119.9 . . ? C44 C45 H45 119.9 . . ? C45 C46 C41 120.0(2) . . ? C45 C46 H46 120.0 . . ? C41 C46 H46 120.0 . . ? B12 C47 B15 116.48(17) . . ? B12 C47 B14 116.60(17) . . ? B15 C47 B14 61.87(14) . . ? B12 C47 B16 120.61(18) . . ? B15 C47 B16 62.54(13) . . ? B14 C47 B16 112.47(16) . . ? B12 C47 B13 120.54(17) . . ? B15 C47 B13 112.16(17) . . ? B14 C47 B13 61.76(14) . . ? B16 C47 B13 110.91(16) . . ? B12 C47 C48 125.80(16) . . ? B15 C47 C48 109.65(15) . . ? B14 C47 C48 109.18(16) . . ? B16 C47 C48 59.89(12) . . ? B13 C47 C48 59.99(13) . . ? C49 C48 B18 119.97(17) . . ? C49 C48 B16 119.50(18) . . ? B18 C48 B16 112.16(17) . . ? C49 C48 B17 120.80(17) . . ? B18 C48 B17 61.80(14) . . ? B16 C48 B17 61.68(14) . . ? C49 C48 B13 119.30(17) . . ? B18 C48 B13 61.86(14) . . ? B16 C48 B13 110.79(16) . . ? B17 C48 B13 111.55(17) . . ? C49 C48 C47 121.92(17) . . ? B18 C48 C47 109.06(16) . . ? B16 C48 C47 59.76(12) . . ? B17 C48 C47 108.37(15) . . ? B13 C48 C47 59.98(13) . . ? C52 C49 C50 108.2(2) . . ? C52 C49 C51 108.31(19) . . ? C50 C49 C51 108.05(19) . . ? C52 C49 C48 108.35(18) . . ? C50 C49 C48 112.43(18) . . ? C51 C49 C48 111.41(19) . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C49 C52 H52A 109.5 . . ? C49 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C49 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.319 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.041 data_compound12 _database_code_depnum_ccdc_archive 'CCDC 894658' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H37 B11 N2 Si' _chemical_formula_sum 'C25 H37 B11 N2 Si' _chemical_formula_weight 512.57 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 10.5981(3) _cell_length_b 21.2614(6) _cell_length_c 25.8359(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5821.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9481 _cell_measurement_theta_min 2.664 _cell_measurement_theta_max 30.087 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9723 _exptl_absorpt_correction_T_max 0.9860 _exptl_absorpt_process_details 'SADABS 2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device 'Bruker KAPPA APEX II ' _diffrn_radiation_source 'fine focus sealed tube ' _diffrn_radiation_monochromator 'graphite monochromator ' _diffrn_measurement_device_type 'four three circle diffractometer' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 163059 _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_sigmaI/netI 0.0116 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6464 _reflns_number_gt 5712 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_cell_refinement 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 2.1 (Crystal Impact, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Hydrogens bonded to boron atoms were refined isotropically. 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^)+(0.0654P)^2^+2.5151P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6464 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.1104 _refine_ls_wR_factor_gt 0.1035 _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 Si1 Si 0.34423(3) 0.129086(16) 0.023123(13) 0.01949(10) Uani 1 1 d . . . N1 N 0.28452(9) 0.18750(4) 0.16943(4) 0.0152(2) Uani 1 1 d . . . N2 N 0.37364(9) 0.27784(4) 0.13723(4) 0.0152(2) Uani 1 1 d . . . B1 B 0.39405(12) 0.21143(6) 0.14323(5) 0.0150(2) Uani 1 1 d . . . B2 B 0.50893(12) 0.09141(6) 0.11935(5) 0.0165(3) Uani 1 1 d . . . H2 H 0.4277(14) 0.0677(6) 0.1323(6) 0.019(3) Uiso 1 1 d . . . B3 B 0.61417(12) 0.13339(6) 0.16056(5) 0.0173(3) Uani 1 1 d . . . H3 H 0.5937(13) 0.1337(6) 0.2017(6) 0.017(3) Uiso 1 1 d . . . B4 B 0.65979(12) 0.20290(6) 0.12735(5) 0.0180(3) Uani 1 1 d . . . H4 H 0.6679(13) 0.2473(7) 0.1477(6) 0.020(3) Uiso 1 1 d . . . B5 B 0.58157(12) 0.20341(6) 0.06621(5) 0.0173(3) Uani 1 1 d . . . H5 H 0.5411(14) 0.2433(7) 0.0488(6) 0.025(4) Uiso 1 1 d . . . B6 B 0.64019(13) 0.13859(6) 0.03010(5) 0.0198(3) Uani 1 1 d . . . H6 H 0.6380(15) 0.1408(7) -0.0103(7) 0.028(4) Uiso 1 1 d . . . B7 B 0.59366(13) 0.06928(6) 0.06296(5) 0.0198(3) Uani 1 1 d . . . H7 H 0.5593(14) 0.0292(7) 0.0414(6) 0.027(4) Uiso 1 1 d . . . B8 B 0.66909(13) 0.06786(6) 0.12432(5) 0.0193(3) Uani 1 1 d . . . H8 H 0.6923(15) 0.0230(7) 0.1433(6) 0.031(4) Uiso 1 1 d . . . B9 B 0.76350(13) 0.13734(6) 0.12910(6) 0.0203(3) Uani 1 1 d . . . H9 H 0.8496(16) 0.1395(7) 0.1501(6) 0.031(4) Uiso 1 1 d . . . B10 B 0.74356(13) 0.18142(6) 0.07064(6) 0.0205(3) Uani 1 1 d . . . H10 H 0.8150(15) 0.2119(7) 0.0559(6) 0.029(4) Uiso 1 1 d . . . B11 B 0.75086(13) 0.09764(6) 0.06876(6) 0.0211(3) Uani 1 1 d . . . H11 H 0.8292(15) 0.0743(7) 0.0499(6) 0.031(4) Uiso 1 1 d . . . C1 C 0.19830(11) 0.23725(5) 0.17573(4) 0.0155(2) Uani 1 1 d . . . C2 C 0.25250(10) 0.29192(5) 0.15623(4) 0.0157(2) Uani 1 1 d . . . C3 C 0.18933(11) 0.34912(5) 0.15815(5) 0.0178(2) Uani 1 1 d . . . H3A H 0.2279 0.3863 0.1453 0.021 Uiso 1 1 calc R . . C4 C 0.06869(11) 0.35098(6) 0.17921(5) 0.0188(2) Uani 1 1 d . . . C5 C 0.01270(11) 0.29551(6) 0.19878(4) 0.0184(2) Uani 1 1 d . . . C6 C 0.07823(11) 0.23872(6) 0.19737(4) 0.0177(2) Uani 1 1 d . . . H6A H 0.0414 0.2015 0.2110 0.021 Uiso 1 1 calc R . . C7 C -0.00183(12) 0.41247(6) 0.18087(6) 0.0253(3) Uani 1 1 d . . . H7A H 0.0482 0.4451 0.1636 0.038 Uiso 1 1 calc R . . H7B H -0.0166 0.4245 0.2170 0.038 Uiso 1 1 calc R . . H7C H -0.0830 0.4078 0.1631 0.038 Uiso 1 1 calc R . . C8 C -0.11955(11) 0.29708(6) 0.22007(5) 0.0235(3) Uani 1 1 d . . . H8A H -0.1431 0.2550 0.2322 0.035 Uiso 1 1 calc R . . H8B H -0.1781 0.3104 0.1928 0.035 Uiso 1 1 calc R . . H8C H -0.1236 0.3268 0.2490 0.035 Uiso 1 1 calc R . . C9 C 0.25532(11) 0.12592(5) 0.18846(5) 0.0164(2) Uani 1 1 d . . . C10 C 0.15618(12) 0.09178(6) 0.16729(5) 0.0231(3) Uani 1 1 d . . . H10A H 0.1038 0.1099 0.1415 0.028 Uiso 1 1 calc R . . C11 C 0.13457(13) 0.03054(7) 0.18445(6) 0.0310(3) Uani 1 1 d . . . H11A H 0.0675 0.0067 0.1700 0.037 Uiso 1 1 calc R . . C12 C 0.21016(14) 0.00431(6) 0.22240(6) 0.0319(3) Uani 1 1 d . . . H12 H 0.1963 -0.0378 0.2332 0.038 Uiso 1 1 calc R . . C13 C 0.30562(13) 0.03929(6) 0.24452(5) 0.0271(3) Uani 1 1 d . . . H13 H 0.3562 0.0215 0.2711 0.033 Uiso 1 1 calc R . . C14 C 0.32792(12) 0.10031(6) 0.22801(5) 0.0203(3) Uani 1 1 d . . . H14 H 0.3927 0.1246 0.2437 0.024 Uiso 1 1 calc R . . C15 C 0.45074(10) 0.33002(5) 0.12157(5) 0.0159(2) Uani 1 1 d . . . C16 C 0.42851(11) 0.35979(5) 0.07448(5) 0.0202(2) Uani 1 1 d . . . H16 H 0.3667 0.3438 0.0513 0.024 Uiso 1 1 calc R . . C17 C 0.49755(12) 0.41319(6) 0.06158(5) 0.0247(3) Uani 1 1 d . . . H17 H 0.4825 0.4338 0.0296 0.030 Uiso 1 1 calc R . . C18 C 0.58807(12) 0.43638(6) 0.09520(5) 0.0245(3) Uani 1 1 d . . . H18 H 0.6356 0.4726 0.0861 0.029 Uiso 1 1 calc R . . C19 C 0.60935(11) 0.40678(6) 0.14210(5) 0.0212(3) Uani 1 1 d . . . H19 H 0.6716 0.4227 0.1651 0.025 Uiso 1 1 calc R . . C20 C 0.54009(11) 0.35380(5) 0.15580(5) 0.0180(2) Uani 1 1 d . . . H20 H 0.5537 0.3340 0.1883 0.022 Uiso 1 1 calc R . . C21 C 0.51103(10) 0.17277(5) 0.12104(4) 0.0144(2) Uani 1 1 d . . . C22 C 0.49854(11) 0.13415(5) 0.06283(4) 0.0164(2) Uani 1 1 d . . . C23 C 0.23322(12) 0.19404(6) 0.03861(5) 0.0248(3) Uani 1 1 d . . . H23A H 0.2770 0.2344 0.0353 0.037 Uiso 1 1 calc R . . H23B H 0.2023 0.1891 0.0741 0.037 Uiso 1 1 calc R . . H23C H 0.1618 0.1929 0.0145 0.037 Uiso 1 1 calc R . . C24 C 0.26918(13) 0.05176(6) 0.03732(5) 0.0261(3) Uani 1 1 d . . . H24A H 0.2437 0.0504 0.0738 0.039 Uiso 1 1 calc R . . H24B H 0.3296 0.0179 0.0304 0.039 Uiso 1 1 calc R . . H24C H 0.1948 0.0463 0.0153 0.039 Uiso 1 1 calc R . . C25 C 0.39009(14) 0.13441(7) -0.04632(5) 0.0294(3) Uani 1 1 d . . . H25A H 0.3140 0.1344 -0.0679 0.044 Uiso 1 1 calc R . . H25B H 0.4430 0.0983 -0.0554 0.044 Uiso 1 1 calc R . . H25C H 0.4374 0.1734 -0.0522 0.044 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 Si1 0.02267(18) 0.02015(18) 0.01565(17) -0.00078(12) -0.00172(12) -0.00184(13) N1 0.0144(4) 0.0135(5) 0.0176(5) 0.0003(4) 0.0005(4) 0.0001(4) N2 0.0129(4) 0.0135(5) 0.0191(5) -0.0008(4) 0.0012(4) -0.0001(3) B1 0.0150(6) 0.0151(6) 0.0149(6) -0.0004(5) -0.0014(4) -0.0007(5) B2 0.0194(6) 0.0132(6) 0.0168(6) 0.0003(5) 0.0015(5) 0.0019(5) B3 0.0158(6) 0.0172(6) 0.0190(6) 0.0011(5) -0.0005(5) 0.0030(5) B4 0.0142(6) 0.0166(6) 0.0232(7) 0.0004(5) 0.0002(5) 0.0000(5) B5 0.0172(6) 0.0146(6) 0.0201(6) 0.0024(5) 0.0031(5) 0.0007(5) B6 0.0214(6) 0.0187(6) 0.0193(7) 0.0015(5) 0.0066(5) 0.0026(5) B7 0.0237(7) 0.0153(6) 0.0204(6) -0.0003(5) 0.0054(5) 0.0031(5) B8 0.0200(6) 0.0168(6) 0.0211(6) 0.0027(5) 0.0033(5) 0.0044(5) B9 0.0158(6) 0.0204(6) 0.0246(7) 0.0027(5) 0.0016(5) 0.0034(5) B10 0.0168(6) 0.0191(6) 0.0255(7) 0.0035(5) 0.0051(5) 0.0023(5) B11 0.0208(6) 0.0180(6) 0.0245(7) 0.0025(5) 0.0057(5) 0.0047(5) C1 0.0153(5) 0.0155(5) 0.0156(5) -0.0011(4) -0.0020(4) 0.0007(4) C2 0.0133(5) 0.0172(5) 0.0166(5) -0.0015(4) -0.0005(4) -0.0011(4) C3 0.0180(5) 0.0152(5) 0.0202(6) -0.0012(4) -0.0004(4) 0.0004(4) C4 0.0173(5) 0.0191(6) 0.0199(6) -0.0042(4) -0.0026(4) 0.0034(4) C5 0.0150(5) 0.0244(6) 0.0159(5) -0.0028(4) 0.0002(4) 0.0000(4) C6 0.0165(5) 0.0198(6) 0.0167(5) 0.0003(4) 0.0008(4) -0.0030(4) C7 0.0208(6) 0.0221(6) 0.0331(7) -0.0038(5) 0.0024(5) 0.0051(5) C8 0.0173(6) 0.0287(7) 0.0244(6) -0.0013(5) 0.0031(5) 0.0005(5) C9 0.0173(5) 0.0137(5) 0.0182(6) -0.0007(4) 0.0060(4) -0.0009(4) C10 0.0203(6) 0.0239(6) 0.0250(6) -0.0028(5) 0.0037(5) -0.0046(5) C11 0.0305(7) 0.0246(7) 0.0380(8) -0.0068(6) 0.0121(6) -0.0129(5) C12 0.0406(8) 0.0176(6) 0.0376(8) 0.0037(5) 0.0185(6) -0.0022(5) C13 0.0320(7) 0.0227(6) 0.0267(7) 0.0080(5) 0.0120(5) 0.0069(5) C14 0.0212(6) 0.0200(6) 0.0198(6) 0.0010(5) 0.0053(5) 0.0016(5) C15 0.0137(5) 0.0112(5) 0.0227(6) -0.0005(4) 0.0032(4) 0.0007(4) C16 0.0194(6) 0.0170(6) 0.0241(6) 0.0006(5) -0.0016(5) -0.0004(4) C17 0.0266(6) 0.0192(6) 0.0284(7) 0.0068(5) 0.0034(5) 0.0002(5) C18 0.0224(6) 0.0143(6) 0.0367(7) 0.0008(5) 0.0065(5) -0.0034(5) C19 0.0165(5) 0.0173(6) 0.0298(7) -0.0062(5) 0.0014(5) -0.0021(4) C20 0.0166(5) 0.0163(5) 0.0212(6) -0.0019(4) 0.0018(4) 0.0015(4) C21 0.0151(5) 0.0126(5) 0.0156(5) -0.0004(4) 0.0002(4) -0.0005(4) C22 0.0198(6) 0.0141(5) 0.0154(5) -0.0002(4) 0.0021(4) 0.0002(4) C23 0.0241(6) 0.0261(6) 0.0242(6) 0.0004(5) -0.0064(5) 0.0027(5) C24 0.0290(7) 0.0238(6) 0.0255(6) -0.0035(5) -0.0012(5) -0.0062(5) C25 0.0355(7) 0.0350(7) 0.0175(6) -0.0003(5) -0.0015(5) -0.0040(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 Si1 C23 1.8578(13) . ? Si1 C25 1.8623(14) . ? Si1 C24 1.8628(13) . ? Si1 C22 1.9336(12) . ? N1 C1 1.4073(14) . ? N1 C9 1.4324(14) . ? N1 B1 1.4368(15) . ? N2 C2 1.4067(14) . ? N2 C15 1.4361(14) . ? N2 B1 1.4366(15) . ? B1 C21 1.5942(16) . ? B2 C22 1.7233(17) . ? B2 C21 1.7305(16) . ? B2 B8 1.7743(19) . ? B2 B7 1.7749(19) . ? B2 B3 1.7815(19) . ? B2 H2 1.054(15) . ? B3 C21 1.7143(17) . ? B3 B4 1.7761(19) . ? B3 B8 1.7767(19) . ? B3 B9 1.7812(19) . ? B3 H3 1.084(14) . ? B4 C21 1.7096(16) . ? B4 B10 1.7729(19) . ? B4 B9 1.7758(18) . ? B4 B5 1.7838(19) . ? B4 H4 1.084(15) . ? B5 C22 1.7177(17) . ? B5 C21 1.7290(17) . ? B5 B6 1.7765(19) . ? B5 B10 1.7830(19) . ? B5 H5 1.052(15) . ? B6 C22 1.7257(18) . ? B6 B10 1.768(2) . ? B6 B11 1.770(2) . ? B6 B7 1.7708(19) . ? B6 H6 1.045(17) . ? B7 C22 1.7083(17) . ? B7 B8 1.776(2) . ? B7 B11 1.778(2) . ? B7 H7 1.082(15) . ? B8 B9 1.788(2) . ? B8 B11 1.7922(19) . ? B8 H8 1.100(16) . ? B9 B11 1.778(2) . ? B9 B10 1.790(2) . ? B9 H9 1.062(17) . ? B10 B11 1.7835(19) . ? B10 H10 1.067(16) . ? B11 H11 1.083(16) . ? C1 C6 1.3903(16) . ? C1 C2 1.3911(16) . ? C2 C3 1.3892(16) . ? C3 C4 1.3901(17) . ? C3 H3A 0.9500 . ? C4 C5 1.4137(17) . ? C4 C7 1.5066(16) . ? C5 C6 1.3933(17) . ? C5 C8 1.5061(16) . ? C6 H6A 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.3892(17) . ? C9 C14 1.3902(17) . ? C10 C11 1.3944(19) . ? C10 H10A 0.9500 . ? C11 C12 1.383(2) . ? C11 H11A 0.9500 . ? C12 C13 1.380(2) . ? C12 H12 0.9500 . ? C13 C14 1.3860(17) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.3916(17) . ? C15 C20 1.3908(16) . ? C16 C17 1.3912(17) . ? C16 H16 0.9500 . ? C17 C18 1.3848(19) . ? C17 H17 0.9500 . ? C18 C19 1.3839(19) . ? C18 H18 0.9500 . ? C19 C20 1.3903(17) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.7186(16) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 Si1 C25 109.12(6) . . ? C23 Si1 C24 110.08(6) . . ? C25 Si1 C24 110.78(6) . . ? C23 Si1 C22 112.33(5) . . ? C25 Si1 C22 106.68(6) . . ? C24 Si1 C22 107.81(6) . . ? C1 N1 C9 120.46(9) . . ? C1 N1 B1 108.23(9) . . ? C9 N1 B1 131.31(10) . . ? C2 N2 C15 116.94(9) . . ? C2 N2 B1 107.99(9) . . ? C15 N2 B1 134.75(10) . . ? N2 B1 N1 106.10(10) . . ? N2 B1 C21 125.80(10) . . ? N1 B1 C21 127.96(10) . . ? C22 B2 C21 59.68(7) . . ? C22 B2 B8 105.73(9) . . ? C21 B2 B8 105.55(9) . . ? C22 B2 B7 58.44(7) . . ? C21 B2 B7 106.21(9) . . ? B8 B2 B7 60.03(8) . . ? C22 B2 B3 106.40(9) . . ? C21 B2 B3 58.41(7) . . ? B8 B2 B3 59.95(7) . . ? B7 B2 B3 107.85(9) . . ? C22 B2 H2 118.1(8) . . ? C21 B2 H2 118.8(8) . . ? B8 B2 H2 128.6(8) . . ? B7 B2 H2 123.2(8) . . ? B3 B2 H2 124.2(8) . . ? C21 B3 B4 58.62(7) . . ? C21 B3 B8 106.14(9) . . ? B4 B3 B8 107.98(9) . . ? C21 B3 B2 59.31(7) . . ? B4 B3 B2 107.37(9) . . ? B8 B3 B2 59.82(7) . . ? C21 B3 B9 105.77(9) . . ? B4 B3 B9 59.89(7) . . ? B8 B3 B9 60.35(8) . . ? B2 B3 B9 107.89(9) . . ? C21 B3 H3 116.9(7) . . ? B4 B3 H3 121.5(7) . . ? B8 B3 H3 126.0(7) . . ? B2 B3 H3 117.6(7) . . ? B9 B3 H3 128.7(7) . . ? C21 B4 B10 106.65(9) . . ? C21 B4 B9 106.20(9) . . ? B10 B4 B9 60.58(8) . . ? C21 B4 B3 58.88(7) . . ? B10 B4 B3 108.73(9) . . ? B9 B4 B3 60.19(7) . . ? C21 B4 B5 59.29(7) . . ? B10 B4 B5 60.17(8) . . ? B9 B4 B5 108.35(9) . . ? B3 B4 B5 107.83(9) . . ? C21 B4 H4 116.5(8) . . ? B10 B4 H4 125.8(8) . . ? B9 B4 H4 128.5(8) . . ? B3 B4 H4 120.8(8) . . ? B5 B4 H4 117.5(8) . . ? C22 B5 C21 59.82(7) . . ? C22 B5 B6 59.16(7) . . ? C21 B5 B6 106.82(9) . . ? C22 B5 B10 105.77(9) . . ? C21 B5 B10 105.37(9) . . ? B6 B5 B10 59.57(8) . . ? C22 B5 B4 106.14(9) . . ? C21 B5 B4 58.22(7) . . ? B6 B5 B4 107.33(9) . . ? B10 B5 B4 59.61(8) . . ? C22 B5 H5 117.4(8) . . ? C21 B5 H5 118.6(8) . . ? B6 B5 H5 122.9(8) . . ? B10 B5 H5 129.1(8) . . ? B4 B5 H5 125.0(8) . . ? C22 B6 B10 106.07(9) . . ? C22 B6 B11 105.84(9) . . ? B10 B6 B11 60.55(8) . . ? C22 B6 B7 58.48(7) . . ? B10 B6 B7 108.48(10) . . ? B11 B6 B7 60.30(8) . . ? C22 B6 B5 58.72(7) . . ? B10 B6 B5 60.40(8) . . ? B11 B6 B5 108.47(10) . . ? B7 B6 B5 107.23(9) . . ? C22 B6 H6 118.2(9) . . ? B10 B6 H6 125.6(9) . . ? B11 B6 H6 126.9(9) . . ? B7 B6 H6 120.7(9) . . ? B5 B6 H6 118.8(9) . . ? C22 B7 B6 59.44(7) . . ? C22 B7 B2 59.27(7) . . ? B6 B7 B2 108.29(9) . . ? C22 B7 B8 106.33(9) . . ? B6 B7 B8 108.48(10) . . ? B2 B7 B8 59.97(7) . . ? C22 B7 B11 106.22(9) . . ? B6 B7 B11 59.82(8) . . ? B2 B7 B11 108.36(10) . . ? B8 B7 B11 60.57(8) . . ? C22 B7 H7 115.9(8) . . ? B6 B7 H7 120.2(8) . . ? B2 B7 H7 117.5(8) . . ? B8 B7 H7 126.7(8) . . ? B11 B7 H7 128.8(8) . . ? B2 B8 B7 60.00(8) . . ? B2 B8 B3 60.22(7) . . ? B7 B8 B3 108.04(9) . . ? B2 B8 B9 107.88(9) . . ? B7 B8 B9 107.42(9) . . ? B3 B8 B9 59.95(8) . . ? B2 B8 B11 107.75(9) . . ? B7 B8 B11 59.79(8) . . ? B3 B8 B11 107.66(9) . . ? B9 B8 B11 59.53(8) . . ? B2 B8 H8 119.4(8) . . ? B7 B8 H8 120.9(8) . . ? B3 B8 H8 121.2(8) . . ? B9 B8 H8 124.0(8) . . ? B11 B8 H8 123.7(8) . . ? B4 B9 B11 107.68(10) . . ? B4 B9 B3 59.91(7) . . ? B11 B9 B3 108.11(10) . . ? B4 B9 B8 107.48(9) . . ? B11 B9 B8 60.34(8) . . ? B3 B9 B8 59.70(7) . . ? B4 B9 B10 59.63(8) . . ? B11 B9 B10 59.99(8) . . ? B3 B9 B10 107.75(9) . . ? B8 B9 B10 107.95(10) . . ? B4 B9 H9 120.7(9) . . ? B11 B9 H9 122.2(9) . . ? B3 B9 H9 122.1(9) . . ? B8 B9 H9 123.4(9) . . ? B10 B9 H9 120.7(9) . . ? B6 B10 B4 108.18(9) . . ? B6 B10 B11 59.76(8) . . ? B4 B10 B11 107.55(9) . . ? B6 B10 B5 60.03(8) . . ? B4 B10 B5 60.22(7) . . ? B11 B10 B5 107.57(9) . . ? B6 B10 B9 107.66(10) . . ? B4 B10 B9 59.79(8) . . ? B11 B10 B9 59.66(8) . . ? B5 B10 B9 107.76(9) . . ? B6 B10 H10 122.7(9) . . ? B4 B10 H10 119.6(9) . . ? B11 B10 H10 124.5(8) . . ? B5 B10 H10 120.0(8) . . ? B9 B10 H10 122.4(9) . . ? B6 B11 B9 108.15(9) . . ? B6 B11 B7 59.88(8) . . ? B9 B11 B7 107.79(9) . . ? B6 B11 B10 59.69(8) . . ? B9 B11 B10 60.35(8) . . ? B7 B11 B10 107.48(9) . . ? B6 B11 B8 107.78(9) . . ? B9 B11 B8 60.13(8) . . ? B7 B11 B8 59.64(8) . . ? B10 B11 B8 108.07(9) . . ? B6 B11 H11 118.6(9) . . ? B9 B11 H11 123.7(9) . . ? B7 B11 H11 121.7(8) . . ? B10 B11 H11 120.2(8) . . ? B8 B11 H11 124.7(9) . . ? C6 C1 C2 120.32(10) . . ? C6 C1 N1 131.14(10) . . ? C2 C1 N1 108.54(10) . . ? C3 C2 C1 121.31(10) . . ? C3 C2 N2 129.69(10) . . ? C1 C2 N2 108.99(10) . . ? C2 C3 C4 118.82(11) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? C3 C4 C5 120.16(11) . . ? C3 C4 C7 119.48(11) . . ? C5 C4 C7 120.37(11) . . ? C6 C5 C4 120.29(10) . . ? C6 C5 C8 119.51(11) . . ? C4 C5 C8 120.18(11) . . ? C1 C6 C5 119.09(11) . . ? C1 C6 H6A 120.5 . . ? C5 C6 H6A 120.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C14 120.22(11) . . ? C10 C9 N1 120.39(11) . . ? C14 C9 N1 119.39(11) . . ? C9 C10 C11 119.14(13) . . ? C9 C10 H10A 120.4 . . ? C11 C10 H10A 120.4 . . ? C12 C11 C10 120.44(13) . . ? C12 C11 H11A 119.8 . . ? C10 C11 H11A 119.8 . . ? C13 C12 C11 120.06(12) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.14(13) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C13 C14 C9 119.90(12) . . ? C13 C14 H14 120.1 . . ? C9 C14 H14 120.1 . . ? C16 C15 C20 120.38(11) . . ? C16 C15 N2 120.10(10) . . ? C20 C15 N2 119.28(10) . . ? C15 C16 C17 119.45(11) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 120.31(12) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 C17 120.01(11) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 120.35(11) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C19 C20 C15 119.49(11) . . ? C19 C20 H20 120.3 . . ? C15 C20 H20 120.3 . . ? B1 C21 B4 119.32(9) . . ? B1 C21 B3 122.25(9) . . ? B4 C21 B3 62.50(7) . . ? B1 C21 C22 120.08(9) . . ? B4 C21 C22 109.48(8) . . ? B3 C21 C22 109.68(8) . . ? B1 C21 B5 115.89(9) . . ? B4 C21 B5 62.49(7) . . ? B3 C21 B5 113.34(9) . . ? C22 C21 B5 59.76(7) . . ? B1 C21 B2 120.96(9) . . ? B4 C21 B2 112.88(9) . . ? B3 C21 B2 62.28(7) . . ? C22 C21 B2 59.95(7) . . ? B5 C21 B2 111.19(9) . . ? B7 C22 B5 112.94(9) . . ? B7 C22 C21 109.79(9) . . ? B5 C22 C21 60.42(7) . . ? B7 C22 B2 62.29(7) . . ? B5 C22 B2 112.10(9) . . ? C21 C22 B2 60.37(7) . . ? B7 C22 B6 62.08(8) . . ? B5 C22 B6 62.12(7) . . ? C21 C22 B6 109.62(9) . . ? B2 C22 B6 112.87(9) . . ? B7 C22 Si1 117.08(8) . . ? B5 C22 Si1 120.53(8) . . ? C21 C22 Si1 123.78(7) . . ? B2 C22 Si1 118.31(8) . . ? B6 C22 Si1 118.60(8) . . ? Si1 C23 H23A 109.5 . . ? Si1 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? Si1 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? Si1 C24 H24A 109.5 . . ? Si1 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? Si1 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? Si1 C25 H25A 109.5 . . ? Si1 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? Si1 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.383 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.045 data_compound13 _database_code_depnum_ccdc_archive 'CCDC 894659' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H29 B11 N2' _chemical_formula_sum 'C14 H29 B11 N2' _chemical_formula_weight 344.30 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 22.0316(11) _cell_length_b 14.1828(7) _cell_length_c 13.5281(6) _cell_angle_alpha 90.00 _cell_angle_beta 107.725(2) _cell_angle_gamma 90.00 _cell_volume 4026.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9515 _cell_measurement_theta_min 2.544 _cell_measurement_theta_max 29.463 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 0.058 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9775 _exptl_absorpt_correction_T_max 0.9888 _exptl_absorpt_process_details 'SADABS 2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device 'Bruker KAPPA APEX II ' _diffrn_radiation_source 'fine focus sealed tube ' _diffrn_radiation_monochromator 'graphite monochromator ' _diffrn_measurement_device_type 'four three circle diffractometer' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 256297 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0099 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9244 _reflns_number_gt 8165 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_cell_refinement 'APEX2 v2009.11-0 (Bruker AXS, 2009)' _computing_data_reduction 'SAINT (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'DIAMOND 2.1 (Crystal Impact, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Disorder of one i-propyl and corresponding carborane-group on two positions (61:39). 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^)+(0.0587P)^2^+1.4343P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9244 _refine_ls_number_parameters 584 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0498 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1206 _refine_ls_wR_factor_gt 0.1142 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _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 0.37047(4) 0.46686(6) 0.77070(6) 0.01502(18) Uani 1 1 d . . . N2 N 0.36889(4) 0.46650(6) 0.59915(6) 0.01482(18) Uani 1 1 d . . . B1 B 0.37535(5) 0.52580(8) 0.68731(8) 0.0144(2) Uani 1 1 d . . . B2 B 0.31204(5) 0.70442(8) 0.66644(9) 0.0166(2) Uani 1 1 d . . . H2D H 0.2686(6) 0.6690(9) 0.6570(10) 0.021(3) Uiso 1 1 d . . . B3 B 0.35577(5) 0.70500(8) 0.57659(9) 0.0155(2) Uani 1 1 d . . . H3D H 0.3351(6) 0.6704(9) 0.5023(10) 0.022(3) Uiso 1 1 d . . . B4 B 0.43831(5) 0.69506(8) 0.64613(9) 0.0161(2) Uani 1 1 d . . . H4D H 0.4702(6) 0.6530(9) 0.6171(10) 0.021(3) Uiso 1 1 d . . . B5 B 0.44618(6) 0.68964(8) 0.78046(9) 0.0166(2) Uani 1 1 d . . . H5D H 0.4778(6) 0.6435(10) 0.8362(10) 0.025(3) Uiso 1 1 d . . . B6 B 0.41693(6) 0.79747(8) 0.81577(9) 0.0190(2) Uani 1 1 d . . . H6D H 0.4344(7) 0.8161(10) 0.8969(11) 0.028(4) Uiso 1 1 d . . . B7 B 0.33455(6) 0.80652(8) 0.74552(10) 0.0189(2) Uani 1 1 d . . . H7D H 0.3014(6) 0.8313(10) 0.7852(10) 0.025(3) Uiso 1 1 d . . . B8 B 0.32649(6) 0.81188(8) 0.61158(9) 0.0183(2) Uani 1 1 d . . . H8D H 0.2866(7) 0.8475(10) 0.5564(10) 0.026(3) Uiso 1 1 d . . . B9 B 0.40498(6) 0.80634(8) 0.59907(9) 0.0178(2) Uani 1 1 d . . . H9D H 0.4176(6) 0.8406(9) 0.5340(10) 0.023(3) Uiso 1 1 d . . . B10 B 0.46108(6) 0.79711(9) 0.72565(9) 0.0193(2) Uani 1 1 d . . . H10D H 0.5096(7) 0.8241(10) 0.7458(11) 0.028(4) Uiso 1 1 d . . . B11 B 0.39173(6) 0.87007(8) 0.70372(10) 0.0202(2) Uani 1 1 d . . . H11D H 0.3951(7) 0.9465(10) 0.7113(11) 0.028(4) Uiso 1 1 d . . . C1 C 0.35671(5) 0.37547(7) 0.73087(8) 0.0155(2) Uani 1 1 d . . . C2 C 0.35630(5) 0.37516(7) 0.62688(8) 0.0153(2) Uani 1 1 d . . . C3 C 0.34300(5) 0.29256(7) 0.56883(8) 0.0194(2) Uani 1 1 d . . . H3 H 0.3419 0.2922 0.4981 0.023 Uiso 1 1 calc R . . C4 C 0.33137(6) 0.21068(8) 0.61612(9) 0.0225(2) Uani 1 1 d . . . H4 H 0.3235 0.1534 0.5779 0.027 Uiso 1 1 calc R . . C5 C 0.33115(6) 0.21124(8) 0.71859(9) 0.0228(2) Uani 1 1 d . . . H5 H 0.3227 0.1545 0.7494 0.027 Uiso 1 1 calc R . . C6 C 0.34308(5) 0.29378(7) 0.77661(8) 0.0198(2) Uani 1 1 d . . . H6 H 0.3419 0.2943 0.8462 0.024 Uiso 1 1 calc R . . C7 C 0.38112(5) 0.48775(7) 0.88132(8) 0.0169(2) Uani 1 1 d . . . H7 H 0.3992 0.5529 0.8931 0.020 Uiso 1 1 calc R . . C8 C 0.43056(5) 0.42312(8) 0.95427(8) 0.0223(2) Uani 1 1 d . . . H8A H 0.4116 0.3611 0.9570 0.033 Uiso 1 1 calc R . . H8B H 0.4444 0.4507 1.0240 0.033 Uiso 1 1 calc R . . H8C H 0.4674 0.4163 0.9285 0.033 Uiso 1 1 calc R . . C9 C 0.31836(6) 0.49097(8) 0.90724(9) 0.0223(2) Uani 1 1 d . . . H9A H 0.2905 0.5390 0.8644 0.033 Uiso 1 1 calc R . . H9B H 0.3268 0.5067 0.9807 0.033 Uiso 1 1 calc R . . H9C H 0.2975 0.4293 0.8932 0.033 Uiso 1 1 calc R . . C10 C 0.37620(5) 0.48725(7) 0.49662(8) 0.0161(2) Uani 1 1 d . . . H10 H 0.3905 0.5544 0.4990 0.019 Uiso 1 1 calc R . . C11 C 0.31256(5) 0.48120(8) 0.41018(8) 0.0198(2) Uani 1 1 d . . . H11A H 0.2955 0.4171 0.4073 0.030 Uiso 1 1 calc R . . H11B H 0.3191 0.4967 0.3435 0.030 Uiso 1 1 calc R . . H11C H 0.2823 0.5260 0.4243 0.030 Uiso 1 1 calc R . . C12 C 0.42839(5) 0.42765(8) 0.47421(9) 0.0213(2) Uani 1 1 d . . . H12A H 0.4670 0.4302 0.5339 0.032 Uiso 1 1 calc R . . H12B H 0.4377 0.4524 0.4127 0.032 Uiso 1 1 calc R . . H12C H 0.4139 0.3622 0.4616 0.032 Uiso 1 1 calc R . . C13 C 0.38195(5) 0.63843(7) 0.68800(7) 0.01356(19) Uani 1 1 d . . . C14 C 0.36934(5) 0.70122(7) 0.78378(8) 0.0155(2) Uani 1 1 d . . . H14 H 0.3579(6) 0.6672(10) 0.8366(10) 0.023(3) Uiso 1 1 d . . . N3 N 0.13848(4) 0.46603(6) 0.40617(7) 0.01607(18) Uani 1 1 d . . . N4 N 0.13893(4) 0.46739(6) 0.23560(6) 0.01476(18) Uani 1 1 d . . . B12 B 0.12783(5) 0.52419(8) 0.31580(8) 0.0146(2) Uani 1 1 d . A . B13A B 0.02311(13) 0.65599(19) 0.2758(2) 0.0215(5) Uani 0.6078(16) 1 d P A 1 H13A H -0.0140 0.5998 0.2652 0.026 Uiso 0.6078(16) 1 calc PR A 1 B15A B 0.1433(6) 0.7102(9) 0.2478(6) 0.0179(11) Uani 0.6078(16) 1 d P A 1 H15A H 0.1822 0.6913 0.2140 0.021 Uiso 0.6078(16) 1 calc PR A 1 B14A B 0.0567(5) 0.6771(10) 0.1914(11) 0.0191(12) Uani 0.6078(16) 1 d P A 1 H14A H 0.0382 0.6332 0.1198 0.023 Uiso 0.6078(16) 1 calc PR A 1 B16A B 0.15265(14) 0.7122(2) 0.3842(2) 0.0216(5) Uani 0.6078(16) 1 d P A 1 H16A H 0.1987 0.6940 0.4444 0.026 Uiso 0.6078(16) 1 calc PR A 1 B17A B 0.09989(15) 0.79828(16) 0.40768(18) 0.0266(5) Uani 0.6078(16) 1 d P A 1 H17A H 0.1121 0.8371 0.4833 0.032 Uiso 0.6078(16) 1 calc PR A 1 B18A B 0.02055(13) 0.76406(17) 0.3416(2) 0.0265(5) Uani 0.6078(16) 1 d P A 1 H18A H -0.0195 0.7804 0.3739 0.032 Uiso 0.6078(16) 1 calc PR A 1 B19A B 0.01011(19) 0.7631(3) 0.2068(2) 0.0253(6) Uani 0.6078(16) 1 d P A 1 H19A H -0.0361 0.7808 0.1469 0.030 Uiso 0.6078(16) 1 calc PR A 1 B20A B 0.0843(8) 0.8007(18) 0.1890(19) 0.0228(9) Uani 0.6078(16) 1 d P A 1 H20A H 0.0873 0.8406 0.1192 0.027 Uiso 0.6078(16) 1 calc PR A 1 B21A B 0.1402(2) 0.8199(4) 0.3145(3) 0.0281(8) Uani 0.6078(16) 1 d P A 1 H21A H 0.1790 0.8738 0.3271 0.034 Uiso 0.6078(16) 1 calc PR A 1 B22A B 0.05773(19) 0.8529(5) 0.2886(6) 0.0263(10) Uani 0.6078(16) 1 d P A 1 H22A H 0.0421 0.9284 0.2843 0.032 Uiso 0.6078(16) 1 calc PR A 1 B16B B 0.1713(2) 0.7168(4) 0.3624(4) 0.0216(5) Uani 0.3922(16) 1 d P A 2 H16B H 0.2216 0.6949 0.4028 0.026 Uiso 0.3922(16) 1 calc PR A 2 B15B B 0.1372(10) 0.7134(15) 0.2268(11) 0.0179(11) Uani 0.3922(16) 1 d P A 2 H15B H 0.1685 0.6912 0.1795 0.021 Uiso 0.3922(16) 1 calc PR A 2 B14B B 0.0658(9) 0.6830(17) 0.1829(19) 0.0191(12) Uani 0.3922(16) 1 d P A 2 H14B H 0.0499 0.6438 0.1075 0.023 Uiso 0.3922(16) 1 calc PR A 2 B13B B 0.0385(2) 0.6703(3) 0.3170(3) 0.0215(5) Uani 0.3922(16) 1 d P A 2 H13B H 0.0016 0.6206 0.3280 0.026 Uiso 0.3922(16) 1 calc PR A 2 B17B B 0.1328(2) 0.8110(3) 0.4066(3) 0.0266(5) Uani 0.3922(16) 1 d P A 2 H17B H 0.1580 0.8532 0.4772 0.032 Uiso 0.3922(16) 1 calc PR A 2 B21B B 0.1509(4) 0.8211(6) 0.2890(6) 0.0281(8) Uani 0.3922(16) 1 d P A 2 H21B H 0.1884 0.8711 0.2804 0.034 Uiso 0.3922(16) 1 calc PR A 2 B20B B 0.0798(13) 0.796(3) 0.188(3) 0.0228(9) Uani 0.3922(16) 1 d P A 2 H20B H 0.0667 0.8326 0.1108 0.027 Uiso 0.3922(16) 1 calc PR A 2 B19B B 0.0177(3) 0.7759(5) 0.2420(4) 0.0253(6) Uani 0.3922(16) 1 d P A 2 H19B H -0.0337 0.7933 0.2045 0.030 Uiso 0.3922(16) 1 calc PR A 2 B18B B 0.0513(2) 0.7826(3) 0.3780(3) 0.0265(5) Uani 0.3922(16) 1 d P A 2 H18B H 0.0228 0.8059 0.4294 0.032 Uiso 0.3922(16) 1 calc PR A 2 B22B B 0.0770(4) 0.8613(9) 0.2973(10) 0.0263(10) Uani 0.3922(16) 1 d P A 2 H22B H 0.0655 0.9384 0.2933 0.032 Uiso 0.3922(16) 1 calc PR A 2 C15 C 0.15479(5) 0.37590(7) 0.38010(8) 0.0153(2) Uani 1 1 d . A . C16 C 0.15458(5) 0.37665(7) 0.27621(8) 0.0155(2) Uani 1 1 d . A . C17 C 0.16812(5) 0.29496(8) 0.23040(8) 0.0206(2) Uani 1 1 d . . . H17 H 0.1682 0.2951 0.1602 0.025 Uiso 1 1 calc R A . C18 C 0.18160(6) 0.21292(8) 0.28922(9) 0.0248(2) Uani 1 1 d . A . H18 H 0.1905 0.1564 0.2586 0.030 Uiso 1 1 calc R . . C19 C 0.18228(6) 0.21246(8) 0.39200(9) 0.0245(2) Uani 1 1 d . . . H19 H 0.1918 0.1557 0.4310 0.029 Uiso 1 1 calc R A . C20 C 0.16927(5) 0.29402(8) 0.43864(8) 0.0199(2) Uani 1 1 d . A . H20 H 0.1703 0.2937 0.5093 0.024 Uiso 1 1 calc R . . C21A C 0.14303(11) 0.4896(3) 0.5140(3) 0.0159(6) Uani 0.6078(16) 1 d P A 1 H21C H 0.1373 0.5595 0.5155 0.019 Uiso 0.6078(16) 1 calc PR A 1 C22A C 0.20742(10) 0.46852(16) 0.59397(15) 0.0181(3) Uani 0.6078(16) 1 d P A 1 H22C H 0.2142 0.4002 0.5992 0.027 Uiso 0.6078(16) 1 calc PR A 1 H22D H 0.2078 0.4935 0.6617 0.027 Uiso 0.6078(16) 1 calc PR A 1 H22E H 0.2414 0.4983 0.5723 0.027 Uiso 0.6078(16) 1 calc PR A 1 C23A C 0.08705(12) 0.44630(18) 0.54366(17) 0.0245(4) Uani 0.6078(16) 1 d P A 1 H23A H 0.0469 0.4621 0.4906 0.037 Uiso 0.6078(16) 1 calc PR A 1 H23B H 0.0865 0.4715 0.6108 0.037 Uiso 0.6078(16) 1 calc PR A 1 H23C H 0.0920 0.3776 0.5485 0.037 Uiso 0.6078(16) 1 calc PR A 1 C21B C 0.1235(2) 0.4827(6) 0.5059(6) 0.0159(6) Uani 0.3922(16) 1 d P A 2 H21D H 0.1034 0.5465 0.4997 0.019 Uiso 0.3922(16) 1 calc PR A 2 C22B C 0.07618(18) 0.4148(3) 0.5269(3) 0.0181(3) Uani 0.3922(16) 1 d P A 2 H22F H 0.0951 0.3517 0.5393 0.027 Uiso 0.3922(16) 1 calc PR A 2 H22G H 0.0377 0.4130 0.4668 0.027 Uiso 0.3922(16) 1 calc PR A 2 H22H H 0.0650 0.4356 0.5882 0.027 Uiso 0.3922(16) 1 calc PR A 2 C23B C 0.18589(19) 0.4899(3) 0.5924(3) 0.0245(4) Uani 0.3922(16) 1 d P A 2 H23D H 0.2074 0.4286 0.6022 0.037 Uiso 0.3922(16) 1 calc PR A 2 H23E H 0.1775 0.5085 0.6568 0.037 Uiso 0.3922(16) 1 calc PR A 2 H23F H 0.2131 0.5372 0.5742 0.037 Uiso 0.3922(16) 1 calc PR A 2 C24 C 0.13770(5) 0.49190(7) 0.12910(8) 0.0172(2) Uani 1 1 d . A . H24 H 0.1268 0.5605 0.1202 0.021 Uiso 1 1 calc R . . C25 C 0.08496(5) 0.44010(8) 0.04692(8) 0.0230(2) Uani 1 1 d . . . H25A H 0.0956 0.3729 0.0477 0.034 Uiso 1 1 calc R A . H25B H 0.0810 0.4665 -0.0217 0.034 Uiso 1 1 calc R . . H25C H 0.0445 0.4476 0.0622 0.034 Uiso 1 1 calc R . . C26 C 0.20322(6) 0.48152(9) 0.11345(9) 0.0243(2) Uani 1 1 d . . . H26A H 0.2346 0.5184 0.1662 0.036 Uiso 1 1 calc R A . H26B H 0.2014 0.5045 0.0443 0.036 Uiso 1 1 calc R . . H26C H 0.2158 0.4150 0.1198 0.036 Uiso 1 1 calc R . . C27 C 0.10706(5) 0.63298(7) 0.30271(8) 0.0169(2) Uani 1 1 d . . . C28A C 0.07834(11) 0.68410(14) 0.39019(15) 0.0193(4) Uani 0.6078(16) 1 d P A 1 H28A H 0.0751 0.6430 0.4591 0.023 Uiso 0.6078(16) 1 calc PR A 1 C28B C 0.10870(17) 0.6991(2) 0.4072(3) 0.0193(4) Uani 0.3922(16) 1 d P A 2 H28B H 0.1208 0.6645 0.4852 0.023 Uiso 0.3922(16) 1 calc PR A 2 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 0.0193(4) 0.0135(4) 0.0117(4) -0.0001(3) 0.0038(3) -0.0011(3) N2 0.0186(4) 0.0133(4) 0.0129(4) 0.0001(3) 0.0053(3) -0.0005(3) B1 0.0156(5) 0.0141(5) 0.0128(5) 0.0004(4) 0.0034(4) 0.0001(4) B2 0.0157(5) 0.0166(5) 0.0171(5) -0.0007(4) 0.0046(4) 0.0013(4) B3 0.0180(5) 0.0148(5) 0.0135(5) 0.0008(4) 0.0043(4) 0.0011(4) B4 0.0164(5) 0.0177(5) 0.0148(5) 0.0011(4) 0.0056(4) -0.0010(4) B5 0.0165(5) 0.0185(5) 0.0137(5) -0.0007(4) 0.0028(4) -0.0019(4) B6 0.0244(6) 0.0163(5) 0.0161(5) -0.0030(4) 0.0058(5) -0.0045(4) B7 0.0237(6) 0.0148(5) 0.0200(6) -0.0010(4) 0.0092(5) 0.0009(4) B8 0.0216(6) 0.0149(5) 0.0180(5) 0.0014(4) 0.0054(5) 0.0032(4) B9 0.0232(6) 0.0154(5) 0.0154(5) 0.0014(4) 0.0068(4) -0.0017(4) B10 0.0206(6) 0.0201(6) 0.0174(5) -0.0007(4) 0.0059(4) -0.0054(4) B11 0.0277(6) 0.0141(5) 0.0195(6) -0.0007(4) 0.0084(5) -0.0019(5) C1 0.0158(5) 0.0145(5) 0.0149(5) -0.0006(4) 0.0030(4) 0.0000(4) C2 0.0164(5) 0.0138(5) 0.0154(5) 0.0012(4) 0.0044(4) 0.0005(4) C3 0.0247(5) 0.0173(5) 0.0168(5) -0.0027(4) 0.0071(4) -0.0014(4) C4 0.0298(6) 0.0148(5) 0.0228(5) -0.0036(4) 0.0078(5) -0.0033(4) C5 0.0305(6) 0.0152(5) 0.0225(5) 0.0016(4) 0.0077(5) -0.0046(4) C6 0.0250(5) 0.0179(5) 0.0163(5) 0.0016(4) 0.0059(4) -0.0026(4) C7 0.0234(5) 0.0158(5) 0.0104(4) 0.0000(4) 0.0037(4) -0.0017(4) C8 0.0253(5) 0.0212(5) 0.0164(5) 0.0026(4) 0.0004(4) -0.0008(4) C9 0.0279(6) 0.0234(5) 0.0177(5) -0.0011(4) 0.0101(4) -0.0002(4) C10 0.0208(5) 0.0161(5) 0.0124(5) -0.0005(4) 0.0068(4) -0.0009(4) C11 0.0238(5) 0.0206(5) 0.0140(5) -0.0006(4) 0.0044(4) -0.0002(4) C12 0.0230(5) 0.0210(5) 0.0227(5) -0.0022(4) 0.0114(4) -0.0003(4) C13 0.0158(4) 0.0139(5) 0.0108(4) -0.0006(3) 0.0038(4) 0.0001(4) C14 0.0196(5) 0.0146(5) 0.0131(4) -0.0012(4) 0.0062(4) -0.0015(4) N3 0.0211(4) 0.0154(4) 0.0128(4) 0.0003(3) 0.0068(3) 0.0009(3) N4 0.0187(4) 0.0141(4) 0.0120(4) 0.0004(3) 0.0055(3) 0.0004(3) B12 0.0152(5) 0.0161(5) 0.0127(5) -0.0004(4) 0.0044(4) -0.0003(4) B13A 0.0181(13) 0.0237(11) 0.0252(16) -0.0007(11) 0.0103(12) 0.0025(9) B15A 0.018(2) 0.0162(10) 0.019(4) 0.008(2) 0.004(2) 0.0010(13) B14A 0.014(3) 0.0199(18) 0.021(2) 0.0048(14) 0.0013(17) -0.001(2) B16A 0.0310(17) 0.0165(7) 0.0142(13) -0.0023(8) 0.0021(8) -0.0020(10) B17A 0.0471(18) 0.0148(9) 0.0193(8) -0.0020(6) 0.0123(12) 0.0024(11) B18A 0.0322(15) 0.0232(10) 0.0294(13) 0.0032(9) 0.0174(10) 0.0107(10) B19A 0.0251(13) 0.0247(14) 0.025(2) -0.0011(15) 0.0062(16) 0.0105(10) B20A 0.034(2) 0.018(2) 0.0183(7) 0.0043(10) 0.0106(16) 0.0046(16) B21A 0.038(2) 0.0170(7) 0.027(2) -0.0003(14) 0.0064(12) -0.0060(11) B22A 0.039(3) 0.0196(15) 0.0230(14) 0.0038(11) 0.014(2) 0.010(2) B16B 0.0310(17) 0.0165(7) 0.0142(13) -0.0023(8) 0.0021(8) -0.0020(10) B15B 0.018(2) 0.0162(10) 0.019(4) 0.008(2) 0.004(2) 0.0010(13) B14B 0.014(3) 0.0199(18) 0.021(2) 0.0048(14) 0.0013(17) -0.001(2) B13B 0.0181(13) 0.0237(11) 0.0252(16) -0.0007(11) 0.0103(12) 0.0025(9) B17B 0.0471(18) 0.0148(9) 0.0193(8) -0.0020(6) 0.0123(12) 0.0024(11) B21B 0.038(2) 0.0170(7) 0.027(2) -0.0003(14) 0.0064(12) -0.0060(11) B20B 0.034(2) 0.018(2) 0.0183(7) 0.0043(10) 0.0106(16) 0.0046(16) B19B 0.0251(13) 0.0247(14) 0.025(2) -0.0011(15) 0.0062(16) 0.0105(10) B18B 0.0322(15) 0.0232(10) 0.0294(13) 0.0032(9) 0.0174(10) 0.0107(10) B22B 0.039(3) 0.0196(15) 0.0230(14) 0.0038(11) 0.014(2) 0.010(2) C15 0.0145(4) 0.0158(5) 0.0156(5) -0.0010(4) 0.0046(4) -0.0010(4) C16 0.0154(5) 0.0154(5) 0.0154(5) 0.0009(4) 0.0042(4) -0.0003(4) C17 0.0265(5) 0.0189(5) 0.0171(5) -0.0008(4) 0.0078(4) 0.0022(4) C18 0.0333(6) 0.0172(5) 0.0249(6) -0.0006(4) 0.0104(5) 0.0056(4) C19 0.0317(6) 0.0176(5) 0.0240(6) 0.0052(4) 0.0080(5) 0.0060(4) C20 0.0231(5) 0.0195(5) 0.0174(5) 0.0031(4) 0.0069(4) 0.0020(4) C21A 0.0176(18) 0.0193(9) 0.0137(9) 0.0008(6) 0.0092(16) 0.0003(15) C22A 0.0156(9) 0.0256(10) 0.0136(7) 0.0000(6) 0.0051(6) 0.0005(6) C23A 0.0234(10) 0.0314(12) 0.0195(9) -0.0026(7) 0.0080(7) -0.0045(8) C21B 0.0176(18) 0.0193(9) 0.0137(9) 0.0008(6) 0.0092(16) 0.0003(15) C22B 0.0156(9) 0.0256(10) 0.0136(7) 0.0000(6) 0.0051(6) 0.0005(6) C23B 0.0234(10) 0.0314(12) 0.0195(9) -0.0026(7) 0.0080(7) -0.0045(8) C24 0.0245(5) 0.0166(5) 0.0116(5) 0.0005(4) 0.0074(4) 0.0003(4) C25 0.0252(6) 0.0258(6) 0.0153(5) -0.0019(4) 0.0023(4) 0.0016(4) C26 0.0278(6) 0.0280(6) 0.0212(5) -0.0047(4) 0.0136(5) -0.0062(5) C27 0.0225(5) 0.0168(5) 0.0126(4) 0.0001(4) 0.0074(4) 0.0035(4) C28A 0.0274(12) 0.0172(8) 0.0179(9) 0.0010(6) 0.0138(11) 0.0042(9) C28B 0.0274(12) 0.0172(8) 0.0179(9) 0.0010(6) 0.0138(11) 0.0042(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.4010(13) . ? N1 B1 1.4342(14) . ? N1 C7 1.4725(12) . ? N2 C2 1.3998(13) . ? N2 B1 1.4307(14) . ? N2 C10 1.4739(12) . ? B1 C13 1.6037(15) . ? B2 C14 1.7015(15) . ? B2 C13 1.7492(15) . ? B2 B8 1.7660(17) . ? B2 B3 1.7660(16) . ? B2 B7 1.7789(17) . ? B2 H2D 1.053(13) . ? B3 C13 1.7222(15) . ? B3 B8 1.7675(17) . ? B3 B9 1.7701(17) . ? B3 B4 1.7805(16) . ? B3 H3D 1.086(13) . ? B4 C13 1.7136(15) . ? B4 B5 1.7738(16) . ? B4 B9 1.7750(17) . ? B4 B10 1.7818(17) . ? B4 H4D 1.083(13) . ? B5 C14 1.7149(16) . ? B5 C13 1.7369(15) . ? B5 B10 1.7690(17) . ? B5 B6 1.7804(17) . ? B5 H5D 1.078(14) . ? B6 C14 1.6951(15) . ? B6 B10 1.7762(17) . ? B6 B11 1.7760(18) . ? B6 B7 1.7785(18) . ? B6 H6D 1.080(14) . ? B7 C14 1.6865(16) . ? B7 B8 1.7675(17) . ? B7 B11 1.7756(18) . ? B7 H7D 1.088(14) . ? B8 B9 1.7899(17) . ? B8 B11 1.7917(18) . ? B8 H8D 1.089(14) . ? B9 B11 1.7771(17) . ? B9 B10 1.7854(17) . ? B9 H9D 1.112(13) . ? B10 B11 1.7936(18) . ? B10 H10D 1.090(14) . ? B11 H11D 1.089(14) . ? C1 C6 1.3887(14) . ? C1 C2 1.4040(14) . ? C2 C3 1.3909(14) . ? C3 C4 1.3870(15) . ? C3 H3 0.9500 . ? C4 C5 1.3876(16) . ? C4 H4 0.9500 . ? C5 C6 1.3891(15) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C9 1.5273(15) . ? C7 C8 1.5317(14) . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C12 1.5300(14) . ? C10 C11 1.5305(14) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.6638(14) . ? C14 H14 0.957(14) . ? N3 C15 1.4018(13) . ? N3 B12 1.4337(14) . ? N3 C21A 1.470(5) . ? N3 C21B 1.502(8) . ? N4 C16 1.4006(13) . ? N4 B12 1.4309(14) . ? N4 C24 1.4743(12) . ? B12 C27 1.6037(15) . ? B13A B14A 1.567(10) . ? B13A C28A 1.700(3) . ? B13A B19A 1.760(5) . ? B13A B18A 1.782(4) . ? B13A C27 1.803(3) . ? B13A H13A 1.1200 . ? B15A C27 1.659(12) . ? B15A B16A 1.793(10) . ? B15A B21A 1.810(14) . ? B15A B20A 1.83(3) . ? B15A B14A 1.886(17) . ? B15A H15A 1.1200 . ? B14A B19A 1.648(15) . ? B14A C27 1.694(15) . ? B14A B20A 1.86(3) . ? B14A H14A 1.1200 . ? B16A C27 1.676(3) . ? B16A C28A 1.711(3) . ? B16A B21A 1.773(6) . ? B16A B17A 1.780(4) . ? B16A H16A 1.1200 . ? B17A C28A 1.684(3) . ? B17A B18A 1.772(4) . ? B17A B22A 1.774(7) . ? B17A B21A 1.776(4) . ? B17A H17A 1.1200 . ? B18A C28A 1.682(3) . ? B18A B19A 1.768(4) . ? B18A B22A 1.770(7) . ? B18A H18A 1.1200 . ? B19A B22A 1.800(7) . ? B19A B20A 1.804(19) . ? B19A H19A 1.1200 . ? B20A B22A 1.79(3) . ? B20A B21A 1.79(2) . ? B20A H20A 1.1200 . ? B21A B22A 1.805(7) . ? B21A H21A 1.1200 . ? B22A H22A 1.1200 . ? B16B C28B 1.686(5) . ? B16B B15B 1.759(16) . ? B16B B21B 1.763(10) . ? B16B B17B 1.780(6) . ? B16B C27 1.837(5) . ? B16B H16B 1.1200 . ? B15B B14B 1.56(3) . ? B15B B20B 1.69(4) . ? B15B B21B 1.73(2) . ? B15B C27 1.79(2) . ? B15B H15B 1.1200 . ? B14B B20B 1.64(5) . ? B14B C27 1.75(2) . ? B14B B19B 2.00(2) . ? B14B B13B 2.08(2) . ? B14B H14B 1.1200 . ? B13B C27 1.666(4) . ? B13B C28B 1.703(5) . ? B13B B18B 1.776(6) . ? B13B B19B 1.787(9) . ? B13B H13B 1.1200 . ? B17B C28B 1.674(5) . ? B17B B21B 1.760(7) . ? B17B B22B 1.761(12) . ? B17B B18B 1.765(7) . ? B17B H17B 1.1200 . ? B21B B22B 1.760(13) . ? B21B B20B 1.77(3) . ? B21B H21B 1.1200 . ? B20B B22B 1.76(4) . ? B20B B19B 1.76(3) . ? B20B H20B 1.1200 . ? B19B B18B 1.764(7) . ? B19B B22B 1.772(12) . ? B19B H19B 1.1200 . ? B18B C28B 1.690(5) . ? B18B B22B 1.770(12) . ? B18B H18B 1.1200 . ? B22B H22B 1.1200 . ? C15 C20 1.3870(14) . ? C15 C16 1.4040(14) . ? C16 C17 1.3885(14) . ? C17 C18 1.3897(15) . ? C17 H17 0.9500 . ? C18 C19 1.3859(16) . ? C18 H18 0.9500 . ? C19 C20 1.3887(16) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21A C22A 1.529(4) . ? C21A C23A 1.537(3) . ? C21A H21C 1.0000 . ? C22A H22C 0.9800 . ? C22A H22D 0.9800 . ? C22A H22E 0.9800 . ? C23A H23A 0.9800 . ? C23A H23B 0.9800 . ? C23A H23C 0.9800 . ? C21B C22B 1.509(6) . ? C21B C23B 1.512(7) . ? C21B H21D 1.0000 . ? C22B H22F 0.9800 . ? C22B H22G 0.9800 . ? C22B H22H 0.9800 . ? C23B H23D 0.9800 . ? C23B H23E 0.9800 . ? C23B H23F 0.9800 . ? C24 C26 1.5286(15) . ? C24 C25 1.5294(15) . ? C24 H24 1.0000 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28A 1.668(2) . ? C27 C28B 1.688(4) . ? C28A H28A 1.1200 . ? C28B H28B 1.1200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 107.22(8) . . ? C1 N1 C7 121.74(8) . . ? B1 N1 C7 130.92(9) . . ? C2 N2 B1 107.35(8) . . ? C2 N2 C10 121.62(8) . . ? B1 N2 C10 130.96(9) . . ? N2 B1 N1 107.50(9) . . ? N2 B1 C13 125.18(9) . . ? N1 B1 C13 127.19(9) . . ? C14 B2 C13 57.63(6) . . ? C14 B2 B8 103.74(8) . . ? C13 B2 B8 105.64(8) . . ? C14 B2 B3 103.70(8) . . ? C13 B2 B3 58.67(6) . . ? B8 B2 B3 60.06(7) . . ? C14 B2 B7 57.92(6) . . ? C13 B2 B7 105.38(8) . . ? B8 B2 B7 59.81(7) . . ? B3 B2 B7 107.42(8) . . ? C14 B2 H2D 119.3(7) . . ? C13 B2 H2D 119.1(7) . . ? B8 B2 H2D 129.3(7) . . ? B3 B2 H2D 125.7(7) . . ? B7 B2 H2D 122.6(7) . . ? C13 B3 B2 60.18(6) . . ? C13 B3 B8 106.75(8) . . ? B2 B3 B8 59.97(7) . . ? C13 B3 B9 105.69(8) . . ? B2 B3 B9 108.63(8) . . ? B8 B3 B9 60.79(7) . . ? C13 B3 B4 58.55(6) . . ? B2 B3 B4 108.63(8) . . ? B8 B3 B4 108.89(8) . . ? B9 B3 B4 59.99(7) . . ? C13 B3 H3D 119.7(7) . . ? B2 B3 H3D 118.2(7) . . ? B8 B3 H3D 123.5(7) . . ? B9 B3 H3D 126.0(7) . . ? B4 B3 H3D 121.7(7) . . ? C13 B4 B5 59.71(6) . . ? C13 B4 B9 105.85(8) . . ? B5 B4 B9 107.86(8) . . ? C13 B4 B3 59.03(6) . . ? B5 B4 B3 108.07(8) . . ? B9 B4 B3 59.72(7) . . ? C13 B4 B10 106.28(8) . . ? B5 B4 B10 59.67(7) . . ? B9 B4 B10 60.26(7) . . ? B3 B4 B10 108.01(8) . . ? C13 B4 H4D 118.5(7) . . ? B5 B4 H4D 118.4(7) . . ? B9 B4 H4D 127.1(7) . . ? B3 B4 H4D 121.6(7) . . ? B10 B4 H4D 124.9(7) . . ? C14 B5 C13 57.63(6) . . ? C14 B5 B10 103.83(8) . . ? C13 B5 B10 105.84(8) . . ? C14 B5 B4 103.49(8) . . ? C13 B5 B4 58.42(6) . . ? B10 B5 B4 60.39(7) . . ? C14 B5 B6 57.98(6) . . ? C13 B5 B6 105.69(8) . . ? B10 B5 B6 60.05(7) . . ? B4 B5 B6 107.89(8) . . ? C14 B5 H5D 118.2(7) . . ? C13 B5 H5D 117.5(7) . . ? B10 B5 H5D 130.8(7) . . ? B4 B5 H5D 125.8(7) . . ? B6 B5 H5D 122.9(7) . . ? C14 B6 B10 104.35(8) . . ? C14 B6 B11 103.93(8) . . ? B10 B6 B11 60.65(7) . . ? C14 B6 B7 58.03(6) . . ? B10 B6 B7 108.44(8) . . ? B11 B6 B7 59.94(7) . . ? C14 B6 B5 59.07(6) . . ? B10 B6 B5 59.65(7) . . ? B11 B6 B5 108.28(8) . . ? B7 B6 B5 108.21(8) . . ? C14 B6 H6D 117.2(8) . . ? B10 B6 H6D 126.8(8) . . ? B11 B6 H6D 130.4(8) . . ? B7 B6 H6D 121.0(8) . . ? B5 B6 H6D 115.9(8) . . ? C14 B7 B8 104.31(8) . . ? C14 B7 B11 104.30(8) . . ? B8 B7 B11 60.75(7) . . ? C14 B7 B6 58.50(7) . . ? B8 B7 B6 108.58(9) . . ? B11 B7 B6 59.96(7) . . ? C14 B7 B2 58.74(6) . . ? B8 B7 B2 59.73(7) . . ? B11 B7 B2 108.46(8) . . ? B6 B7 B2 108.36(8) . . ? C14 B7 H7D 116.4(7) . . ? B8 B7 H7D 128.2(7) . . ? B11 B7 H7D 129.8(7) . . ? B6 B7 H7D 119.2(7) . . ? B2 B7 H7D 117.0(7) . . ? B2 B8 B3 59.97(7) . . ? B2 B8 B7 60.45(7) . . ? B3 B8 B7 107.86(8) . . ? B2 B8 B9 107.75(8) . . ? B3 B8 B9 59.68(7) . . ? B7 B8 B9 107.25(8) . . ? B2 B8 B11 108.32(8) . . ? B3 B8 B11 107.49(8) . . ? B7 B8 B11 59.85(7) . . ? B9 B8 B11 59.49(7) . . ? B2 B8 H8D 118.5(7) . . ? B3 B8 H8D 119.9(7) . . ? B7 B8 H8D 122.1(7) . . ? B9 B8 H8D 123.8(7) . . ? B11 B8 H8D 124.9(7) . . ? B3 B9 B4 60.30(6) . . ? B3 B9 B11 108.02(8) . . ? B4 B9 B11 108.48(8) . . ? B3 B9 B10 108.31(8) . . ? B4 B9 B10 60.06(7) . . ? B11 B9 B10 60.46(7) . . ? B3 B9 B8 59.53(7) . . ? B4 B9 B8 108.13(8) . . ? B11 B9 B8 60.30(7) . . ? B10 B9 B8 108.61(8) . . ? B3 B9 H9D 120.4(7) . . ? B4 B9 H9D 119.8(7) . . ? B11 B9 H9D 123.3(7) . . ? B10 B9 H9D 121.6(7) . . ? B8 B9 H9D 122.5(7) . . ? B5 B10 B6 60.29(7) . . ? B5 B10 B4 59.94(7) . . ? B6 B10 B4 107.72(8) . . ? B5 B10 B9 107.61(8) . . ? B6 B10 B9 107.12(9) . . ? B4 B10 B9 59.68(7) . . ? B5 B10 B11 108.00(8) . . ? B6 B10 B11 59.67(7) . . ? B4 B10 B11 107.44(8) . . ? B9 B10 B11 59.54(7) . . ? B5 B10 H10D 119.4(8) . . ? B6 B10 H10D 121.9(7) . . ? B4 B10 H10D 120.7(7) . . ? B9 B10 H10D 123.7(7) . . ? B11 B10 H10D 124.1(8) . . ? B7 B11 B6 60.10(7) . . ? B7 B11 B9 107.46(8) . . ? B6 B11 B9 107.49(8) . . ? B7 B11 B8 59.40(7) . . ? B6 B11 B8 107.62(8) . . ? B9 B11 B8 60.20(7) . . ? B7 B11 B10 107.80(8) . . ? B6 B11 B10 59.68(7) . . ? B9 B11 B10 60.00(7) . . ? B8 B11 B10 108.17(8) . . ? B7 B11 H11D 120.6(7) . . ? B6 B11 H11D 120.1(7) . . ? B9 B11 H11D 124.0(7) . . ? B8 B11 H11D 122.8(8) . . ? B10 B11 H11D 121.9(8) . . ? C6 C1 N1 130.64(9) . . ? C6 C1 C2 120.50(9) . . ? N1 C1 C2 108.84(9) . . ? C3 C2 N2 130.77(9) . . ? C3 C2 C1 120.29(9) . . ? N2 C2 C1 108.92(9) . . ? C4 C3 C2 118.78(10) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 120.89(10) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 120.78(10) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 118.72(10) . . ? C1 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? N1 C7 C9 111.34(8) . . ? N1 C7 C8 113.35(9) . . ? C9 C7 C8 112.70(9) . . ? N1 C7 H7 106.3 . . ? C9 C7 H7 106.3 . . ? C8 C7 H7 106.3 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N2 C10 C12 112.35(8) . . ? N2 C10 C11 111.75(8) . . ? C12 C10 C11 112.74(9) . . ? N2 C10 H10 106.5 . . ? C12 C10 H10 106.5 . . ? C11 C10 H10 106.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? B1 C13 C14 120.09(8) . . ? B1 C13 B4 122.59(8) . . ? C14 C13 B4 108.42(8) . . ? B1 C13 B3 122.37(8) . . ? C14 C13 B3 107.29(8) . . ? B4 C13 B3 62.43(6) . . ? B1 C13 B5 118.24(8) . . ? C14 C13 B5 60.52(6) . . ? B4 C13 B5 61.87(6) . . ? B3 C13 B5 112.54(8) . . ? B1 C13 B2 117.28(8) . . ? C14 C13 B2 59.74(6) . . ? B4 C13 B2 112.58(8) . . ? B3 C13 B2 61.15(6) . . ? B5 C13 B2 112.29(8) . . ? C13 C14 B7 113.77(8) . . ? C13 C14 B6 113.14(8) . . ? B7 C14 B6 63.46(7) . . ? C13 C14 B2 62.62(6) . . ? B7 C14 B2 63.34(7) . . ? B6 C14 B2 116.25(8) . . ? C13 C14 B5 61.85(6) . . ? B7 C14 B5 115.90(8) . . ? B6 C14 B5 62.95(7) . . ? B2 C14 B5 115.86(8) . . ? C13 C14 H14 117.1(8) . . ? B7 C14 H14 118.5(8) . . ? B6 C14 H14 119.9(8) . . ? B2 C14 H14 114.8(8) . . ? B5 C14 H14 117.2(8) . . ? C15 N3 B12 107.34(8) . . ? C15 N3 C21A 120.80(19) . . ? B12 N3 C21A 131.2(2) . . ? C15 N3 C21B 120.8(3) . . ? B12 N3 C21B 130.7(3) . . ? C21A N3 C21B 16.3(2) . . ? C16 N4 B12 107.36(8) . . ? C16 N4 C24 121.94(8) . . ? B12 N4 C24 130.67(9) . . ? N4 B12 N3 107.53(9) . . ? N4 B12 C27 124.53(9) . . ? N3 B12 C27 127.94(9) . . ? B14A B13A C28A 104.6(6) . . ? B14A B13A B19A 59.0(6) . . ? C28A B13A B19A 103.65(18) . . ? B14A B13A B18A 107.1(6) . . ? C28A B13A B18A 57.72(14) . . ? B19A B13A B18A 59.86(14) . . ? B14A B13A C27 59.9(5) . . ? C28A B13A C27 56.79(11) . . ? B19A B13A C27 104.76(19) . . ? B18A B13A C27 103.97(16) . . ? B14A B13A H13A 122.1 . . ? C28A B13A H13A 125.2 . . ? B19A B13A H13A 123.5 . . ? B18A B13A H13A 122.9 . . ? C27 B13A H13A 124.2 . . ? C27 B15A B16A 58.0(3) . . ? C27 B15A B21A 104.4(7) . . ? B16A B15A B21A 58.9(4) . . ? C27 B15A B20A 106.4(9) . . ? B16A B15A B20A 106.3(11) . . ? B21A B15A B20A 58.9(9) . . ? C27 B15A B14A 56.7(5) . . ? B16A B15A B14A 101.8(7) . . ? B21A B15A B14A 103.2(8) . . ? B20A B15A B14A 60.0(8) . . ? C27 B15A H15A 123.8 . . ? B16A B15A H15A 124.1 . . ? B21A B15A H15A 124.0 . . ? B20A B15A H15A 121.5 . . ? B14A B15A H15A 125.5 . . ? B13A B14A B19A 66.3(5) . . ? B13A B14A C27 67.0(5) . . ? B19A B14A C27 115.2(8) . . ? B13A B14A B20A 115.0(12) . . ? B19A B14A B20A 61.6(8) . . ? C27 B14A B20A 103.6(10) . . ? B13A B14A B15A 113.4(9) . . ? B19A B14A B15A 111.0(9) . . ? C27 B14A B15A 54.9(5) . . ? B20A B14A B15A 58.4(8) . . ? B13A B14A H14A 113.3 . . ? B19A B14A H14A 116.4 . . ? C27 B14A H14A 122.0 . . ? B20A B14A H14A 123.0 . . ? B15A B14A H14A 123.1 . . ? C27 B16A C28A 58.99(12) . . ? C27 B16A B21A 105.3(2) . . ? C28A B16A B21A 103.3(2) . . ? C27 B16A B17A 106.49(18) . . ? C28A B16A B17A 57.64(14) . . ? B21A B16A B17A 59.99(17) . . ? C27 B16A B15A 57.0(4) . . ? C28A B16A B15A 103.5(4) . . ? B21A B16A B15A 61.0(4) . . ? B17A B16A B15A 108.5(4) . . ? C27 B16A H16A 123.5 . . ? C28A B16A H16A 125.4 . . ? B21A B16A H16A 123.0 . . ? B17A B16A H16A 121.6 . . ? B15A B16A H16A 122.6 . . ? C28A B17A B18A 58.19(14) . . ? C28A B17A B22A 104.2(3) . . ? B18A B17A B22A 59.89(18) . . ? C28A B17A B21A 104.3(2) . . ? B18A B17A B21A 108.6(2) . . ? B22A B17A B21A 61.1(3) . . ? C28A B17A B16A 59.11(14) . . ? B18A B17A B16A 108.64(17) . . ? B22A B17A B16A 109.1(3) . . ? B21A B17A B16A 59.8(2) . . ? C28A B17A H17A 125.4 . . ? B18A B17A H17A 121.3 . . ? B22A B17A H17A 121.9 . . ? B21A B17A H17A 122.1 . . ? B16A B17A H17A 120.8 . . ? C28A B18A B19A 104.06(18) . . ? C28A B18A B22A 104.5(2) . . ? B19A B18A B22A 61.2(3) . . ? C28A B18A B17A 58.29(14) . . ? B19A B18A B17A 108.7(2) . . ? B22A B18A B17A 60.1(2) . . ? C28A B18A B13A 58.67(13) . . ? B19A B18A B13A 59.45(17) . . ? B22A B18A B13A 108.7(3) . . ? B17A B18A B13A 108.13(16) . . ? C28A B18A H18A 125.4 . . ? B19A B18A H18A 122.2 . . ? B22A B18A H18A 121.8 . . ? B17A B18A H18A 121.3 . . ? B13A B18A H18A 121.4 . . ? B14A B19A B13A 54.6(4) . . ? B14A B19A B18A 104.2(5) . . ? B13A B19A B18A 60.69(17) . . ? B14A B19A B22A 109.4(5) . . ? B13A B19A B22A 108.3(3) . . ? B18A B19A B22A 59.5(3) . . ? B14A B19A B20A 64.9(9) . . ? B13A B19A B20A 108.5(8) . . ? B18A B19A B20A 107.3(8) . . ? B22A B19A B20A 59.4(8) . . ? B14A B19A H19A 122.6 . . ? B13A B19A H19A 122.9 . . ? B18A B19A H19A 123.3 . . ? B22A B19A H19A 121.2 . . ? B20A B19A H19A 119.9 . . ? B22A B20A B21A 60.6(8) . . ? B22A B20A B19A 60.2(7) . . ? B21A B20A B19A 108.0(13) . . ? B22A B20A B15A 108.4(13) . . ? B21A B20A B15A 60.1(8) . . ? B19A B20A B15A 106.8(13) . . ? B22A B20A B14A 101.2(12) . . ? B21A B20A B14A 105.2(13) . . ? B19A B20A B14A 53.5(7) . . ? B15A B20A B14A 61.5(10) . . ? B22A B20A H20A 122.9 . . ? B21A B20A H20A 121.5 . . ? B19A B20A H20A 123.4 . . ? B15A B20A H20A 120.3 . . ? B14A B20A H20A 126.5 . . ? B16A B21A B17A 60.22(16) . . ? B16A B21A B20A 108.8(8) . . ? B17A B21A B20A 107.4(7) . . ? B16A B21A B22A 108.1(3) . . ? B17A B21A B22A 59.4(3) . . ? B20A B21A B22A 59.6(8) . . ? B16A B21A B15A 60.0(3) . . ? B17A B21A B15A 107.9(5) . . ? B20A B21A B15A 61.0(9) . . ? B22A B21A B15A 108.3(5) . . ? B16A B21A H21A 121.3 . . ? B17A B21A H21A 122.2 . . ? B20A B21A H21A 121.5 . . ? B22A B21A H21A 122.0 . . ? B15A B21A H21A 121.3 . . ? B18A B22A B17A 60.0(3) . . ? B18A B22A B20A 108.0(8) . . ? B17A B22A B20A 107.6(8) . . ? B18A B22A B19A 59.3(2) . . ? B17A B22A B19A 107.2(4) . . ? B20A B22A B19A 60.4(6) . . ? B18A B22A B21A 107.4(4) . . ? B17A B22A B21A 59.5(2) . . ? B20A B22A B21A 59.8(7) . . ? B19A B22A B21A 107.4(4) . . ? B18A B22A H22A 121.9 . . ? B17A B22A H22A 122.2 . . ? B20A B22A H22A 121.6 . . ? B19A B22A H22A 122.1 . . ? B21A B22A H22A 122.2 . . ? C28B B16B B15B 103.6(8) . . ? C28B B16B B21B 103.4(4) . . ? B15B B16B B21B 58.7(8) . . ? C28B B16B B17B 57.7(2) . . ? B15B B16B B17B 105.9(8) . . ? B21B B16B B17B 59.6(3) . . ? C28B B16B C27 57.08(18) . . ? B15B B16B C27 59.8(7) . . ? B21B B16B C27 105.4(4) . . ? B17B B16B C27 104.6(3) . . ? C28B B16B H16B 125.5 . . ? B15B B16B H16B 123.1 . . ? B21B B16B H16B 123.5 . . ? B17B B16B H16B 123.1 . . ? C27 B16B H16B 123.5 . . ? B14B B15B B20B 60.2(16) . . ? B14B B15B B21B 115.9(16) . . ? B20B B15B B21B 62.5(14) . . ? B14B B15B B16B 117.7(14) . . ? B20B B15B B16B 110.3(18) . . ? B21B B15B B16B 60.8(7) . . ? B14B B15B C27 62.4(11) . . ? B20B B15B C27 104.4(17) . . ? B21B B15B C27 109.0(11) . . ? B16B B15B C27 62.3(6) . . ? B14B B15B H15B 115.4 . . ? B20B B15B H15B 123.5 . . ? B21B B15B H15B 118.7 . . ? B16B B15B H15B 117.5 . . ? C27 B15B H15B 123.3 . . ? B15B B14B B20B 63.7(15) . . ? B15B B14B C27 65.2(11) . . ? B20B B14B C27 108.8(19) . . ? B15B B14B B19B 105.1(16) . . ? B20B B14B B19B 56.8(15) . . ? C27 B14B B19B 94.9(11) . . ? B15B B14B B13B 102.5(14) . . ? B20B B14B B13B 98.6(18) . . ? C27 B14B B13B 50.6(6) . . ? B19B B14B B13B 51.8(6) . . ? B15B B14B H14B 118.8 . . ? B20B B14B H14B 121.9 . . ? C27 B14B H14B 124.9 . . ? B19B B14B H14B 129.3 . . ? B13B B14B H14B 131.1 . . ? C27 B13B C28B 60.14(19) . . ? C27 B13B B18B 108.5(3) . . ? C28B B13B B18B 58.1(2) . . ? C27 B13B B19B 106.6(3) . . ? C28B B13B B19B 103.0(3) . . ? B18B B13B B19B 59.3(2) . . ? C27 B13B B14B 54.2(7) . . ? C28B B13B B14B 99.4(7) . . ? B18B B13B B14B 106.3(7) . . ? B19B B13B B14B 61.7(7) . . ? C27 B13B H13B 122.3 . . ? C28B B13B H13B 126.3 . . ? B18B B13B H13B 121.4 . . ? B19B B13B H13B 122.2 . . ? B14B B13B H13B 125.7 . . ? C28B B17B B21B 104.0(4) . . ? C28B B17B B22B 104.3(4) . . ? B21B B17B B22B 60.0(5) . . ? C28B B17B B18B 58.8(2) . . ? B21B B17B B18B 108.4(4) . . ? B22B B17B B18B 60.3(4) . . ? C28B B17B B16B 58.3(2) . . ? B21B B17B B16B 59.7(3) . . ? B22B B17B B16B 107.7(5) . . ? B18B B17B B16B 108.2(3) . . ? C28B B17B H17B 125.3 . . ? B21B B17B H17B 122.5 . . ? B22B B17B H17B 122.5 . . ? B18B B17B H17B 121.0 . . ? B16B B17B H17B 121.7 . . ? B15B B21B B17B 108.3(8) . . ? B15B B21B B22B 106.8(9) . . ? B17B B21B B22B 60.0(5) . . ? B15B B21B B16B 60.5(6) . . ? B17B B21B B16B 60.7(3) . . ? B22B B21B B16B 108.5(5) . . ? B15B B21B B20B 57.8(15) . . ? B17B B21B B20B 106.9(12) . . ? B22B B21B B20B 59.7(13) . . ? B16B B21B B20B 106.4(14) . . ? B15B B21B H21B 122.4 . . ? B17B B21B H21B 121.4 . . ? B22B B21B H21B 121.8 . . ? B16B B21B H21B 121.3 . . ? B20B B21B H21B 123.5 . . ? B14B B20B B15B 56.0(17) . . ? B14B B20B B22B 120(2) . . ? B15B B20B B22B 108(2) . . ? B14B B20B B19B 72.2(15) . . ? B15B B20B B19B 111(2) . . ? B22B B20B B19B 60.5(13) . . ? B14B B20B B21B 110(2) . . ? B15B B20B B21B 59.7(13) . . ? B22B B20B B21B 59.8(12) . . ? B19B B20B B21B 109(2) . . ? B14B B20B H20B 114.8 . . ? B15B B20B H20B 124.3 . . ? B22B B20B H20B 118.7 . . ? B19B B20B H20B 116.9 . . ? B21B B20B H20B 123.0 . . ? B20B B19B B18B 107.0(12) . . ? B20B B19B B22B 59.7(13) . . ? B18B B19B B22B 60.1(5) . . ? B20B B19B B13B 106.1(13) . . ? B18B B19B B13B 60.0(3) . . ? B22B B19B B13B 107.7(5) . . ? B20B B19B B14B 51.1(14) . . ? B18B B19B B14B 110.3(8) . . ? B22B B19B B14B 101.9(8) . . ? B13B B19B B14B 66.4(6) . . ? B20B B19B H19B 125.6 . . ? B18B B19B H19B 120.4 . . ? B22B B19B H19B 123.8 . . ? B13B B19B H19B 119.4 . . ? B14B B19B H19B 123.3 . . ? C28B B18B B17B 57.9(2) . . ? C28B B18B B19B 104.6(3) . . ? B17B B18B B19B 108.5(4) . . ? C28B B18B B22B 103.2(4) . . ? B17B B18B B22B 59.7(4) . . ? B19B B18B B22B 60.2(5) . . ? C28B B18B B13B 58.8(2) . . ? B17B B18B B13B 108.2(3) . . ? B19B B18B B13B 60.7(3) . . ? B22B B18B B13B 108.3(5) . . ? C28B B18B H18B 125.7 . . ? B17B B18B H18B 121.5 . . ? B19B B18B H18B 121.8 . . ? B22B B18B H18B 122.9 . . ? B13B B18B H18B 120.9 . . ? B20B B22B B17B 107.5(14) . . ? B20B B22B B21B 60.5(10) . . ? B17B B22B B21B 60.0(4) . . ? B20B B22B B18B 106.8(14) . . ? B17B B22B B18B 60.0(5) . . ? B21B B22B B18B 108.2(7) . . ? B20B B22B B19B 59.8(10) . . ? B17B B22B B19B 108.3(7) . . ? B21B B22B B19B 109.2(8) . . ? B18B B22B B19B 59.7(4) . . ? B20B B22B H22B 122.3 . . ? B17B B22B H22B 121.8 . . ? B21B B22B H22B 120.9 . . ? B18B B22B H22B 122.3 . . ? B19B B22B H22B 121.3 . . ? C20 C15 N3 130.68(9) . . ? C20 C15 C16 120.54(9) . . ? N3 C15 C16 108.78(9) . . ? C17 C16 N4 130.72(9) . . ? C17 C16 C15 120.31(9) . . ? N4 C16 C15 108.97(9) . . ? C16 C17 C18 118.73(10) . . ? C16 C17 H17 120.6 . . ? C18 C17 H17 120.6 . . ? C19 C18 C17 120.89(10) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C18 C19 C20 120.75(10) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? C15 C20 C19 118.77(10) . . ? C15 C20 H20 120.6 . . ? C19 C20 H20 120.6 . . ? N3 C21A C22A 115.2(2) . . ? N3 C21A C23A 110.5(2) . . ? C22A C21A C23A 112.5(3) . . ? N3 C21A H21C 106.0 . . ? C22A C21A H21C 106.0 . . ? C23A C21A H21C 106.0 . . ? N3 C21B C22B 115.0(5) . . ? N3 C21B C23B 108.0(3) . . ? C22B C21B C23B 114.5(6) . . ? N3 C21B H21D 106.2 . . ? C22B C21B H21D 106.2 . . ? C23B C21B H21D 106.2 . . ? C21B C22B H22F 109.5 . . ? C21B C22B H22G 109.5 . . ? H22F C22B H22G 109.5 . . ? C21B C22B H22H 109.5 . . ? H22F C22B H22H 109.5 . . ? H22G C22B H22H 109.5 . . ? C21B C23B H23D 109.5 . . ? C21B C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C21B C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? N4 C24 C26 112.05(9) . . ? N4 C24 C25 112.39(9) . . ? C26 C24 C25 113.18(9) . . ? N4 C24 H24 106.2 . . ? C26 C24 H24 106.2 . . ? C25 C24 H24 106.2 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? B12 C27 B15A 121.6(5) . . ? B12 C27 B13B 122.11(18) . . ? B15A C27 B13B 114.8(5) . . ? B12 C27 C28A 119.80(10) . . ? B15A C27 C28A 111.7(5) . . ? B13B C27 C28A 39.35(16) . . ? B12 C27 B16A 118.56(13) . . ? B15A C27 B16A 65.0(4) . . ? B13B C27 B16A 95.38(18) . . ? C28A C27 B16A 61.53(12) . . ? B12 C27 C28B 120.63(14) . . ? B15A C27 C28B 96.8(4) . . ? B13B C27 C28B 61.01(18) . . ? C28A C27 C28B 23.10(11) . . ? B16A C27 C28B 38.87(15) . . ? B12 C27 B14A 122.8(5) . . ? B15A C27 B14A 68.4(4) . . ? B13B C27 B14A 67.3(4) . . ? C28A C27 B14A 100.5(5) . . ? B16A C27 B14A 115.8(5) . . ? C28B C27 B14A 112.3(5) . . ? B12 C27 B14B 122.9(8) . . ? B15A C27 B14B 60.2(6) . . ? B13B C27 B14B 75.2(6) . . ? C28A C27 B14B 106.2(8) . . ? B16A C27 B14B 112.1(8) . . ? C28B C27 B14B 115.0(8) . . ? B14A C27 B14B 8.9(8) . . ? B12 C27 B15B 122.2(7) . . ? B15A C27 B15B 8.1(8) . . ? B13B C27 B15B 111.8(7) . . ? C28A C27 B15B 114.6(7) . . ? B16A C27 B15B 72.4(6) . . ? C28B C27 B15B 102.1(7) . . ? B14A C27 B15B 60.8(6) . . ? B14B C27 B15B 52.4(8) . . ? B12 C27 B13A 115.93(11) . . ? B15A C27 B13A 113.2(4) . . ? B13B C27 B13A 19.17(13) . . ? C28A C27 B13A 58.49(11) . . ? B16A C27 B13A 112.59(14) . . ? C28B C27 B13A 80.08(15) . . ? B14A C27 B13A 53.1(3) . . ? B14B C27 B13A 61.8(5) . . ? B15B C27 B13A 107.8(6) . . ? B12 C27 B16B 114.71(18) . . ? B15A C27 B16B 50.0(3) . . ? B13B C27 B16B 110.3(2) . . ? C28A C27 B16B 79.32(16) . . ? B16A C27 B16B 18.19(13) . . ? C28B C27 B16B 56.96(18) . . ? B14A C27 B16B 111.1(4) . . ? B14B C27 B16B 105.0(7) . . ? B15B C27 B16B 58.0(6) . . ? B13A C27 B16B 125.29(18) . . ? C27 C28A B18A 114.93(15) . . ? C27 C28A B17A 111.47(15) . . ? B18A C28A B17A 63.51(15) . . ? C27 C28A B13A 64.72(12) . . ? B18A C28A B13A 63.61(15) . . ? B17A C28A B13A 116.52(17) . . ? C27 C28A B16A 59.48(12) . . ? B18A C28A B16A 116.50(17) . . ? B17A C28A B16A 63.26(16) . . ? B13A C28A B16A 116.20(16) . . ? C27 C28A H28A 119.9 . . ? B18A C28A H28A 116.4 . . ? B17A C28A H28A 118.1 . . ? B13A C28A H28A 115.3 . . ? B16A C28A H28A 117.7 . . ? B17B C28B B16B 64.0(3) . . ? B17B C28B C27 116.6(2) . . ? B16B C28B C27 66.0(2) . . ? B17B C28B B18B 63.3(2) . . ? B16B C28B B18B 116.6(3) . . ? C27 C28B B18B 111.7(3) . . ? B17B C28B B13B 116.4(3) . . ? B16B C28B B13B 116.2(3) . . ? C27 C28B B13B 58.85(18) . . ? B18B C28B B13B 63.2(3) . . ? B17B C28B H28B 115.8 . . ? B16B C28B H28B 114.7 . . ? C27 C28B H28B 119.0 . . ? B18B C28B H28B 118.3 . . ? B13B C28B H28B 118.3 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.380 _refine_diff_density_min -0.203 _refine_diff_density_rms 0.041 data_compound15 _database_code_depnum_ccdc_archive 'CCDC 894660' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H19 B11 N2' _chemical_formula_sum 'C9 H19 B11 N2' _chemical_formula_weight 274.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3743(2) _cell_length_b 10.17270(10) _cell_length_c 10.6391(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.9814(8) _cell_angle_gamma 90.00 _cell_volume 1521.82(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 30542 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 30.034 _exptl_crystal_description fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9823 _exptl_absorpt_correction_T_max 0.9835 _exptl_absorpt_process_details 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39681 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 29.99 _reflns_number_total 4434 _reflns_number_gt 3857 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect, Bruker AXS, 2004' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0655P)^2^+0.2769P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4434 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.1046 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 0.36946(5) 0.36212(7) 0.12000(7) 0.01640(15) Uani 1 1 d . . . H1 H 0.3951(10) 0.3061(14) 0.1837(13) 0.037(3) Uiso 1 1 d . . . N2 N 0.28571(5) 0.51718(7) -0.01143(7) 0.01684(15) Uani 1 1 d . . . H2 H 0.2491(10) 0.5828(15) -0.0447(13) 0.036(4) Uiso 1 1 d . . . C1 C 0.40493(6) 0.36712(8) 0.00761(8) 0.01572(16) Uani 1 1 d . . . C2 C 0.35308(6) 0.46253(8) -0.07393(8) 0.01591(16) Uani 1 1 d . . . C3 C 0.37303(7) 0.48974(9) -0.19349(8) 0.02032(18) Uani 1 1 d . . . H3 H 0.3358(9) 0.5555(13) -0.2509(12) 0.027(3) Uiso 1 1 d . . . C4 C 0.44761(7) 0.42132(9) -0.22909(9) 0.02215(19) Uani 1 1 d . . . H4 H 0.4635(9) 0.4394(13) -0.3109(12) 0.029(3) Uiso 1 1 d . . . C5 C 0.49977(6) 0.32735(9) -0.14797(9) 0.02203(19) Uani 1 1 d . . . H5 H 0.5502(9) 0.2808(13) -0.1765(12) 0.030(3) Uiso 1 1 d . . . C6 C 0.47881(6) 0.29842(9) -0.02879(9) 0.01991(18) Uani 1 1 d . . . H6 H 0.5164(9) 0.2328(13) 0.0284(12) 0.031(3) Uiso 1 1 d . . . C7 C 0.24229(5) 0.49298(8) 0.22195(7) 0.01429(15) Uani 1 1 d . . . C8 C 0.13064(6) 0.44159(8) 0.21093(8) 0.01466(16) Uani 1 1 d . . . C9 C 0.08660(6) 0.35949(8) 0.09483(8) 0.01846(17) Uani 1 1 d . . . H9A H 0.0365 0.3037 0.1161 0.028 Uiso 0.50 1 calc PR . . H9B H 0.1356 0.3041 0.0701 0.028 Uiso 0.50 1 calc PR . . H9C H 0.0593 0.4176 0.0232 0.028 Uiso 0.50 1 calc PR . . H9D H 0.1178 0.3799 0.0235 0.028 Uiso 0.50 1 calc PR . . H9E H 0.0186 0.3795 0.0695 0.028 Uiso 0.50 1 calc PR . . H9F H 0.0950 0.2660 0.1164 0.028 Uiso 0.50 1 calc PR . . B1 B 0.29652(6) 0.45704(9) 0.11173(9) 0.01494(17) Uani 1 1 d . . . B2 B 0.22042(7) 0.36809(9) 0.32205(9) 0.01626(18) Uani 1 1 d . . . H2A H 0.2391(8) 0.2694(12) 0.3012(11) 0.027(3) Uiso 1 1 d . . . B3 B 0.30145(7) 0.49674(9) 0.37965(9) 0.01653(18) Uani 1 1 d . . . H3A H 0.3772(9) 0.4739(12) 0.3985(12) 0.026(3) Uiso 1 1 d . . . B4 B 0.25885(6) 0.64282(9) 0.29587(9) 0.01578(17) Uani 1 1 d . . . H4A H 0.3064(8) 0.7102(12) 0.2636(11) 0.023(3) Uiso 1 1 d . . . B5 B 0.15113(6) 0.60571(9) 0.18595(9) 0.01546(17) Uani 1 1 d . . . H5A H 0.1333(8) 0.6403(12) 0.0866(11) 0.021(3) Uiso 1 1 d . . . B6 B 0.06601(7) 0.55485(9) 0.27580(9) 0.01653(18) Uani 1 1 d . . . H6A H -0.0089(9) 0.5665(12) 0.2324(11) 0.024(3) Uiso 1 1 d . . . B7 B 0.10881(7) 0.40828(9) 0.35936(9) 0.01694(18) Uani 1 1 d . . . H7A H 0.0604(8) 0.3300(12) 0.3658(11) 0.022(3) Uiso 1 1 d . . . B8 B 0.21662(7) 0.44510(9) 0.46996(9) 0.01778(18) Uani 1 1 d . . . H8A H 0.2387(9) 0.3896(14) 0.5599(13) 0.037(4) Uiso 1 1 d . . . B9 B 0.24039(7) 0.61638(9) 0.45415(9) 0.01747(18) Uani 1 1 d . . . H9G H 0.2801(9) 0.6775(13) 0.5346(12) 0.029(3) Uiso 1 1 d . . . B10 B 0.14740(7) 0.68393(9) 0.33299(9) 0.01702(18) Uani 1 1 d . . . H10A H 0.1232(9) 0.7871(13) 0.3330(12) 0.031(3) Uiso 1 1 d . . . B11 B 0.12089(7) 0.56174(10) 0.44193(9) 0.01813(18) Uani 1 1 d . . . H11A H 0.0791(8) 0.5836(12) 0.5142(11) 0.027(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0162(3) 0.0174(3) 0.0159(3) 0.0011(2) 0.0040(2) 0.0020(2) N2 0.0193(3) 0.0160(3) 0.0157(3) 0.0007(2) 0.0048(3) 0.0032(3) C1 0.0152(3) 0.0161(4) 0.0159(4) -0.0028(3) 0.0034(3) -0.0025(3) C2 0.0170(4) 0.0150(3) 0.0160(4) -0.0029(3) 0.0042(3) -0.0021(3) C3 0.0265(4) 0.0182(4) 0.0168(4) -0.0023(3) 0.0058(3) -0.0034(3) C4 0.0258(4) 0.0237(4) 0.0192(4) -0.0067(3) 0.0099(3) -0.0080(3) C5 0.0177(4) 0.0256(4) 0.0244(4) -0.0100(3) 0.0083(3) -0.0046(3) C6 0.0159(4) 0.0218(4) 0.0219(4) -0.0050(3) 0.0037(3) -0.0003(3) C7 0.0143(3) 0.0137(3) 0.0146(3) 0.0005(3) 0.0024(3) 0.0003(3) C8 0.0139(3) 0.0144(3) 0.0155(3) 0.0002(3) 0.0025(3) -0.0004(3) C9 0.0188(4) 0.0187(4) 0.0168(4) -0.0033(3) 0.0013(3) -0.0020(3) B1 0.0147(4) 0.0146(4) 0.0154(4) -0.0010(3) 0.0031(3) -0.0004(3) B2 0.0175(4) 0.0152(4) 0.0154(4) 0.0016(3) 0.0019(3) 0.0005(3) B3 0.0167(4) 0.0168(4) 0.0153(4) 0.0002(3) 0.0013(3) 0.0002(3) B4 0.0166(4) 0.0144(4) 0.0164(4) -0.0009(3) 0.0035(3) -0.0010(3) B5 0.0164(4) 0.0144(4) 0.0154(4) 0.0007(3) 0.0030(3) 0.0014(3) B6 0.0160(4) 0.0168(4) 0.0171(4) -0.0004(3) 0.0042(3) 0.0009(3) B7 0.0190(4) 0.0169(4) 0.0154(4) 0.0008(3) 0.0046(3) -0.0014(3) B8 0.0205(4) 0.0185(4) 0.0142(4) 0.0010(3) 0.0030(3) -0.0013(3) B9 0.0197(4) 0.0175(4) 0.0152(4) -0.0015(3) 0.0035(3) -0.0015(3) B10 0.0186(4) 0.0150(4) 0.0179(4) -0.0014(3) 0.0050(3) 0.0008(3) B11 0.0204(4) 0.0187(4) 0.0162(4) -0.0016(3) 0.0060(3) -0.0016(3) _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 C1 1.3948(10) . ? N1 B1 1.4147(11) . ? N1 H1 0.903(14) . ? N2 C2 1.3987(10) . ? N2 B1 1.4251(11) . ? N2 H2 0.878(15) . ? C1 C6 1.3916(11) . ? C1 C2 1.4078(11) . ? C2 C3 1.3886(12) . ? C3 C4 1.3950(13) . ? C3 H3 0.986(13) . ? C4 C5 1.3972(14) . ? C4 H4 0.963(13) . ? C5 C6 1.3942(13) . ? C5 H5 0.966(13) . ? C6 H6 0.985(13) . ? C7 B1 1.5798(12) . ? C7 C8 1.6687(11) . ? C7 B4 1.7091(12) . ? C7 B3 1.7168(12) . ? C7 B5 1.7235(12) . ? C7 B2 1.7281(12) . ? C8 C9 1.5163(11) . ? C8 B7 1.7067(12) . ? C8 B6 1.7126(12) . ? C8 B5 1.7255(12) . ? C8 B2 1.7287(12) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C9 H9D 0.9800 . ? C9 H9E 0.9800 . ? C9 H9F 0.9800 . ? B2 B8 1.7688(13) . ? B2 B3 1.7745(13) . ? B2 B7 1.7785(14) . ? B2 H2A 1.074(13) . ? B3 B4 1.7752(13) . ? B3 B9 1.7800(14) . ? B3 B8 1.7811(14) . ? B3 H3A 1.090(12) . ? B4 B5 1.7765(13) . ? B4 B10 1.7776(13) . ? B4 B9 1.7787(13) . ? B4 H4A 1.073(12) . ? B5 B10 1.7658(13) . ? B5 B6 1.7788(13) . ? B5 H5A 1.093(12) . ? B6 B7 1.7789(13) . ? B6 B10 1.7798(13) . ? B6 B11 1.7810(13) . ? B6 H6A 1.086(12) . ? B7 B8 1.7803(13) . ? B7 B11 1.7820(14) . ? B7 H7A 1.070(12) . ? B8 B9 1.7901(14) . ? B8 B11 1.7944(14) . ? B8 H8A 1.100(14) . ? B9 B11 1.7843(14) . ? B9 B10 1.7903(13) . ? B9 H9G 1.115(12) . ? B10 B11 1.7936(14) . ? B10 H10A 1.106(13) . ? B11 H11A 1.093(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 108.66(7) . . ? C1 N1 H1 120.1(9) . . ? B1 N1 H1 131.2(9) . . ? C2 N2 B1 108.20(7) . . ? C2 N2 H2 121.8(9) . . ? B1 N2 H2 129.7(9) . . ? C6 C1 N1 131.00(8) . . ? C6 C1 C2 120.78(8) . . ? N1 C1 C2 108.21(7) . . ? C3 C2 N2 130.64(8) . . ? C3 C2 C1 121.22(8) . . ? N2 C2 C1 108.14(7) . . ? C2 C3 C4 117.76(8) . . ? C2 C3 H3 121.0(7) . . ? C4 C3 H3 121.3(7) . . ? C3 C4 C5 121.18(8) . . ? C3 C4 H4 119.4(8) . . ? C5 C4 H4 119.5(7) . . ? C6 C5 C4 121.11(8) . . ? C6 C5 H5 120.0(8) . . ? C4 C5 H5 118.9(8) . . ? C1 C6 C5 117.94(8) . . ? C1 C6 H6 121.4(7) . . ? C5 C6 H6 120.7(7) . . ? B1 C7 C8 119.40(6) . . ? B1 C7 B4 120.33(6) . . ? C8 C7 B4 110.60(6) . . ? B1 C7 B3 120.66(7) . . ? C8 C7 B3 110.47(6) . . ? B4 C7 B3 62.42(5) . . ? B1 C7 B5 117.30(6) . . ? C8 C7 B5 61.12(5) . . ? B4 C7 B5 62.33(5) . . ? B3 C7 B5 113.69(6) . . ? B1 C7 B2 117.92(7) . . ? C8 C7 B2 61.15(5) . . ? B4 C7 B2 113.45(6) . . ? B3 C7 B2 62.01(5) . . ? B5 C7 B2 113.51(6) . . ? C9 C8 C7 117.55(7) . . ? C9 C8 B7 121.23(7) . . ? C7 C8 B7 110.86(6) . . ? C9 C8 B6 121.95(7) . . ? C7 C8 B6 110.80(6) . . ? B7 C8 B6 62.70(5) . . ? C9 C8 B5 117.59(6) . . ? C7 C8 B5 61.00(5) . . ? B7 C8 B5 113.87(6) . . ? B6 C8 B5 62.31(5) . . ? C9 C8 B2 116.42(7) . . ? C7 C8 B2 61.12(5) . . ? B7 C8 B2 62.35(5) . . ? B6 C8 B2 113.94(6) . . ? B5 C8 B2 113.38(6) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C9 H9D 109.5 . . ? H9A C9 H9D 141.1 . . ? H9B C9 H9D 56.3 . . ? H9C C9 H9D 56.3 . . ? C8 C9 H9E 109.5 . . ? H9A C9 H9E 56.3 . . ? H9B C9 H9E 141.1 . . ? H9C C9 H9E 56.3 . . ? H9D C9 H9E 109.5 . . ? C8 C9 H9F 109.5 . . ? H9A C9 H9F 56.3 . . ? H9B C9 H9F 56.3 . . ? H9C C9 H9F 141.1 . . ? H9D C9 H9F 109.5 . . ? H9E C9 H9F 109.5 . . ? N1 B1 N2 106.75(7) . . ? N1 B1 C7 125.83(7) . . ? N2 B1 C7 127.35(7) . . ? C7 B2 C8 57.73(5) . . ? C7 B2 B8 105.42(6) . . ? C8 B2 B8 105.09(6) . . ? C7 B2 B3 58.68(5) . . ? C8 B2 B3 105.10(6) . . ? B8 B2 B3 60.35(5) . . ? C7 B2 B7 104.86(6) . . ? C8 B2 B7 58.22(5) . . ? B8 B2 B7 60.25(5) . . ? B3 B2 B7 108.14(6) . . ? C7 B2 H2A 118.3(6) . . ? C8 B2 H2A 116.5(6) . . ? B8 B2 H2A 130.8(6) . . ? B3 B2 H2A 125.9(6) . . ? B7 B2 H2A 122.5(6) . . ? C7 B3 B2 59.31(5) . . ? C7 B3 B4 58.58(5) . . ? B2 B3 B4 108.10(6) . . ? C7 B3 B9 105.09(6) . . ? B2 B3 B9 108.00(6) . . ? B4 B3 B9 60.04(5) . . ? C7 B3 B8 105.36(6) . . ? B2 B3 B8 59.66(5) . . ? B4 B3 B8 108.32(6) . . ? B9 B3 B8 60.35(5) . . ? C7 B3 H3A 116.6(6) . . ? B2 B3 H3A 117.7(7) . . ? B4 B3 H3A 119.9(7) . . ? B9 B3 H3A 129.0(7) . . ? B8 B3 H3A 127.4(7) . . ? C7 B4 B3 59.00(5) . . ? C7 B4 B5 59.23(5) . . ? B3 B4 B5 108.38(6) . . ? C7 B4 B10 105.44(6) . . ? B3 B4 B10 108.56(6) . . ? B5 B4 B10 59.58(5) . . ? C7 B4 B9 105.48(6) . . ? B3 B4 B9 60.11(5) . . ? B5 B4 B9 108.07(6) . . ? B10 B4 B9 60.45(5) . . ? C7 B4 H4A 117.3(6) . . ? B3 B4 H4A 121.3(6) . . ? B5 B4 H4A 116.8(6) . . ? B10 B4 H4A 125.7(6) . . ? B9 B4 H4A 129.0(6) . . ? C7 B5 C8 57.87(5) . . ? C7 B5 B10 105.34(6) . . ? C8 B5 B10 105.19(6) . . ? C7 B5 B4 58.44(5) . . ? C8 B5 B4 104.93(6) . . ? B10 B5 B4 60.24(5) . . ? C7 B5 B6 105.25(6) . . ? C8 B5 B6 58.49(5) . . ? B10 B5 B6 60.28(5) . . ? B4 B5 B6 108.11(6) . . ? C7 B5 H5A 116.4(6) . . ? C8 B5 H5A 116.6(6) . . ? B10 B5 H5A 131.9(6) . . ? B4 B5 H5A 124.5(6) . . ? B6 B5 H5A 124.3(6) . . ? C8 B6 B5 59.20(5) . . ? C8 B6 B7 58.49(5) . . ? B5 B6 B7 107.90(6) . . ? C8 B6 B10 105.13(6) . . ? B5 B6 B10 59.50(5) . . ? B7 B6 B10 108.24(6) . . ? C8 B6 B11 105.12(6) . . ? B5 B6 B11 108.03(6) . . ? B7 B6 B11 60.08(5) . . ? B10 B6 B11 60.49(5) . . ? C8 B6 H6A 118.3(6) . . ? B5 B6 H6A 118.1(6) . . ? B7 B6 H6A 120.9(7) . . ? B10 B6 H6A 126.0(7) . . ? B11 B6 H6A 127.8(6) . . ? C8 B7 B2 59.43(5) . . ? C8 B7 B6 58.81(5) . . ? B2 B7 B6 108.39(6) . . ? C8 B7 B8 105.53(6) . . ? B2 B7 B8 59.61(5) . . ? B6 B7 B8 108.49(6) . . ? C8 B7 B11 105.33(6) . . ? B2 B7 B11 108.14(6) . . ? B6 B7 B11 60.02(5) . . ? B8 B7 B11 60.49(5) . . ? C8 B7 H7A 117.0(6) . . ? B2 B7 H7A 118.2(6) . . ? B6 B7 H7A 119.6(6) . . ? B8 B7 H7A 127.1(6) . . ? B11 B7 H7A 128.2(6) . . ? B2 B8 B7 60.14(5) . . ? B2 B8 B3 59.98(5) . . ? B7 B8 B3 107.76(6) . . ? B2 B8 B9 107.80(6) . . ? B7 B8 B9 107.43(6) . . ? B3 B8 B9 59.79(5) . . ? B2 B8 B11 108.01(6) . . ? B7 B8 B11 59.80(5) . . ? B3 B8 B11 107.61(6) . . ? B9 B8 B11 59.71(5) . . ? B2 B8 H8A 119.3(7) . . ? B7 B8 H8A 121.4(7) . . ? B3 B8 H8A 121.0(7) . . ? B9 B8 H8A 123.7(7) . . ? B11 B8 H8A 123.9(7) . . ? B4 B9 B3 59.84(5) . . ? B4 B9 B11 107.98(6) . . ? B3 B9 B11 108.11(6) . . ? B4 B9 B8 107.76(6) . . ? B3 B9 B8 59.85(5) . . ? B11 B9 B8 60.27(5) . . ? B4 B9 B10 59.74(5) . . ? B3 B9 B10 107.78(6) . . ? B11 B9 B10 60.23(5) . . ? B8 B9 B10 108.23(6) . . ? B4 B9 H9G 119.3(7) . . ? B3 B9 H9G 120.1(6) . . ? B11 B9 H9G 124.2(6) . . ? B8 B9 H9G 123.2(7) . . ? B10 B9 H9G 121.7(6) . . ? B5 B10 B4 60.18(5) . . ? B5 B10 B6 60.22(5) . . ? B4 B10 B6 108.01(6) . . ? B5 B10 B9 108.03(6) . . ? B4 B10 B9 59.81(5) . . ? B6 B10 B9 107.60(6) . . ? B5 B10 B11 108.04(6) . . ? B4 B10 B11 107.62(6) . . ? B6 B10 B11 59.79(5) . . ? B9 B10 B11 59.72(5) . . ? B5 B10 H10A 119.7(7) . . ? B4 B10 H10A 121.4(7) . . ? B6 B10 H10A 121.1(7) . . ? B9 B10 H10A 123.5(7) . . ? B11 B10 H10A 123.3(7) . . ? B6 B11 B7 59.90(5) . . ? B6 B11 B9 107.81(6) . . ? B7 B11 B9 107.62(7) . . ? B6 B11 B10 59.72(5) . . ? B7 B11 B10 107.49(6) . . ? B9 B11 B10 60.05(5) . . ? B6 B11 B8 107.77(6) . . ? B7 B11 B8 59.71(5) . . ? B9 B11 B8 60.03(5) . . ? B10 B11 B8 107.89(7) . . ? B6 B11 H11A 120.8(6) . . ? B7 B11 H11A 120.9(7) . . ? B9 B11 H11A 123.2(6) . . ? B10 B11 H11A 122.4(7) . . ? B8 B11 H11A 122.2(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.367 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.044 data_compound19 _database_code_depnum_ccdc_archive 'CCDC 894661' #TrackingRef 'compound8_9_10_11_12_13_15_19.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H30 B Br N2' _chemical_formula_sum 'C26 H30 B Br N2' _chemical_formula_weight 461.24 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' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 29.9617(19) _cell_length_b 8.7549(5) _cell_length_c 37.433(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.214(2) _cell_angle_gamma 90.00 _cell_volume 9559.1(10) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9537 _cell_measurement_theta_min 9.280 _cell_measurement_theta_max 138.408 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3840 _exptl_absorpt_coefficient_mu 2.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6104 _exptl_absorpt_correction_T_max 0.8328 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction ' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'I\mS Incoatec Microfocus' _diffrn_radiation_monochromator 'Quazar Montel multilayer optic Montel200' _diffrn_measurement_device_type 'Bruker AXS X8 Prospector Ultra with APEX II' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 307958 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0123 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 69.76 _reflns_number_total 17786 _reflns_number_gt 17436 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX 2, Bruker AXS' _computing_cell_refinement 'APEX 2, Bruker AXS' _computing_data_reduction 'APEX 2, Bruker AXS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (1990)' _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^)+(0.0417P)^2^+9.5498P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 17786 _refine_ls_number_parameters 1113 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0875 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.004 _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 Br1 Br 0.083337(7) 0.65729(3) 0.350560(5) 0.03140(6) Uani 1 1 d . . . N1 N 0.12116(5) 0.71567(18) 0.42963(4) 0.0203(3) Uani 1 1 d . . . N2 N 0.15115(5) 0.87659(18) 0.39261(4) 0.0209(3) Uani 1 1 d . . . B1 B 0.12008(7) 0.7551(2) 0.39273(5) 0.0220(4) Uani 1 1 d . . . C1 C 0.15327(6) 0.8119(2) 0.45193(5) 0.0193(3) Uani 1 1 d . . . C2 C 0.17157(6) 0.9094(2) 0.42939(5) 0.0197(3) Uani 1 1 d . . . C3 C 0.20482(6) 1.0152(2) 0.44415(5) 0.0219(4) Uani 1 1 d . . . H3 H 0.2172 1.0809 0.4286 0.026 Uiso 1 1 calc R . . C4 C 0.22006(6) 1.0244(2) 0.48224(5) 0.0228(4) Uani 1 1 d . . . C5 C 0.20136(6) 0.9280(2) 0.50497(5) 0.0225(4) Uani 1 1 d . . . C6 C 0.16787(6) 0.8207(2) 0.48977(5) 0.0212(4) Uani 1 1 d . . . H6 H 0.1553 0.7549 0.5051 0.025 Uiso 1 1 calc R . . C7 C 0.25704(7) 1.1376(2) 0.49839(6) 0.0320(4) Uani 1 1 d . . . H7A H 0.2654 1.1962 0.4786 0.048 Uiso 1 1 calc R . . H7B H 0.2840 1.0829 0.5123 0.048 Uiso 1 1 calc R . . H7C H 0.2457 1.2073 0.5148 0.048 Uiso 1 1 calc R . . C8 C 0.21737(8) 0.9395(2) 0.54603(5) 0.0305(4) Uani 1 1 d . . . H8A H 0.2023 0.8604 0.5576 0.046 Uiso 1 1 calc R . . H8B H 0.2096 1.0404 0.5541 0.046 Uiso 1 1 calc R . . H8C H 0.2507 0.9251 0.5531 0.046 Uiso 1 1 calc R . . C9 C 0.09646(6) 0.5967(2) 0.44303(5) 0.0201(4) Uani 1 1 d . . . C10 C 0.05189(6) 0.6249(2) 0.44656(5) 0.0250(4) Uani 1 1 d . . . C11 C 0.02721(7) 0.5030(3) 0.45638(5) 0.0286(4) Uani 1 1 d . . . H11 H -0.0032 0.5198 0.4589 0.034 Uiso 1 1 calc R . . C12 C 0.04591(7) 0.3581(2) 0.46247(5) 0.0281(4) Uani 1 1 d . . . C13 C 0.09105(7) 0.3357(2) 0.45998(5) 0.0257(4) Uani 1 1 d . . . H13 H 0.1045 0.2376 0.4651 0.031 Uiso 1 1 calc R . . C14 C 0.11690(6) 0.4538(2) 0.45017(5) 0.0223(4) Uani 1 1 d . . . C15 C 0.03062(8) 0.7802(3) 0.43908(7) 0.0396(5) Uani 1 1 d . . . H15A H 0.0504 0.8563 0.4542 0.059 Uiso 1 1 calc R . . H15B H 0.0005 0.7804 0.4451 0.059 Uiso 1 1 calc R . . H15C H 0.0271 0.8053 0.4131 0.059 Uiso 1 1 calc R . . C16 C 0.01734(8) 0.2262(3) 0.47033(7) 0.0424(5) Uani 1 1 d . . . H16A H -0.0086 0.2651 0.4795 0.064 Uiso 1 1 calc R . . H16B H 0.0362 0.1595 0.4888 0.064 Uiso 1 1 calc R . . H16C H 0.0058 0.1680 0.4477 0.064 Uiso 1 1 calc R . . C17 C 0.16520(7) 0.4278(2) 0.44636(6) 0.0307(4) Uani 1 1 d . . . H17A H 0.1750 0.3246 0.4548 0.046 Uiso 1 1 calc R . . H17B H 0.1856 0.5029 0.4612 0.046 Uiso 1 1 calc R . . H17C H 0.1665 0.4390 0.4206 0.046 Uiso 1 1 calc R . . C18 C 0.16105(6) 0.9621(2) 0.36274(5) 0.0211(4) Uani 1 1 d . . . C19 C 0.19239(6) 0.9049(2) 0.34396(5) 0.0261(4) Uani 1 1 d . . . C20 C 0.20102(7) 0.9906(3) 0.31475(5) 0.0330(5) Uani 1 1 d . . . H20 H 0.2218 0.9522 0.3012 0.040 Uiso 1 1 calc R . . C21 C 0.18002(7) 1.1302(3) 0.30510(5) 0.0344(5) Uani 1 1 d . . . C22 C 0.14938(7) 1.1843(2) 0.32471(5) 0.0311(4) Uani 1 1 d . . . H22 H 0.1350 1.2804 0.3183 0.037 Uiso 1 1 calc R . . C23 C 0.13898(6) 1.1021(2) 0.35353(5) 0.0245(4) Uani 1 1 d . . . C24 C 0.21620(8) 0.7551(3) 0.35434(6) 0.0388(5) Uani 1 1 d . . . H24A H 0.2288 0.7525 0.3809 0.058 Uiso 1 1 calc R . . H24B H 0.2411 0.7437 0.3416 0.058 Uiso 1 1 calc R . . H24C H 0.1942 0.6714 0.3473 0.058 Uiso 1 1 calc R . . C25 C 0.19001(10) 1.2208(4) 0.27366(6) 0.0564(8) Uani 1 1 d . . . H25A H 0.2213 1.1987 0.2712 0.085 Uiso 1 1 calc R . . H25B H 0.1872 1.3300 0.2784 0.085 Uiso 1 1 calc R . . H25C H 0.1681 1.1925 0.2509 0.085 Uiso 1 1 calc R . . C26 C 0.10450(7) 1.1607(3) 0.37358(6) 0.0337(5) Uani 1 1 d . . . H26A H 0.0955 1.2648 0.3653 0.051 Uiso 1 1 calc R . . H26B H 0.1181 1.1613 0.4000 0.051 Uiso 1 1 calc R . . H26C H 0.0775 1.0943 0.3685 0.051 Uiso 1 1 calc R . . Br2 Br 0.409903(7) 0.10166(2) 0.405557(5) 0.03029(6) Uani 1 1 d . . . N3 N 0.34891(5) 0.32612(18) 0.35834(4) 0.0209(3) Uani 1 1 d . . . N4 N 0.37812(5) 0.14637(18) 0.32494(4) 0.0222(3) Uani 1 1 d . . . B2 B 0.37796(7) 0.1968(2) 0.36104(6) 0.0230(4) Uani 1 1 d . . . C27 C 0.33054(6) 0.3513(2) 0.32082(5) 0.0206(4) Uani 1 1 d . . . C28 C 0.34831(6) 0.2428(2) 0.30050(5) 0.0213(4) Uani 1 1 d . . . C29 C 0.33495(6) 0.2410(2) 0.26250(5) 0.0227(4) Uani 1 1 d . . . H29 H 0.3471 0.1673 0.2487 0.027 Uiso 1 1 calc R . . C30 C 0.30329(6) 0.3494(2) 0.24493(5) 0.0225(4) Uani 1 1 d . . . C31 C 0.28532(6) 0.4574(2) 0.26547(5) 0.0221(4) Uani 1 1 d . . . C32 C 0.29894(6) 0.4579(2) 0.30369(5) 0.0215(4) Uani 1 1 d . . . H32 H 0.2866 0.5306 0.3177 0.026 Uiso 1 1 calc R . . C33 C 0.28806(7) 0.3489(2) 0.20365(5) 0.0273(4) Uani 1 1 d . . . H33A H 0.3020 0.2619 0.1938 0.041 Uiso 1 1 calc R . . H33B H 0.2977 0.4441 0.1939 0.041 Uiso 1 1 calc R . . H33C H 0.2546 0.3401 0.1964 0.041 Uiso 1 1 calc R . . C34 C 0.25063(7) 0.5734(2) 0.24654(5) 0.0291(4) Uani 1 1 d . . . H34A H 0.2407 0.6359 0.2650 0.044 Uiso 1 1 calc R . . H34B H 0.2241 0.5204 0.2314 0.044 Uiso 1 1 calc R . . H34C H 0.2646 0.6390 0.2309 0.044 Uiso 1 1 calc R . . C35 C 0.33734(6) 0.4243(2) 0.38550(5) 0.0204(3) Uani 1 1 d . . . C36 C 0.29790(7) 0.3943(2) 0.39789(5) 0.0277(4) Uani 1 1 d . . . C37 C 0.28649(7) 0.4942(3) 0.42341(5) 0.0358(5) Uani 1 1 d . . . H37 H 0.2600 0.4739 0.4325 0.043 Uiso 1 1 calc R . . C38 C 0.31247(8) 0.6216(3) 0.43578(5) 0.0365(5) Uani 1 1 d . . . C39 C 0.35114(8) 0.6493(2) 0.42243(5) 0.0327(5) Uani 1 1 d . . . H39 H 0.3690 0.7376 0.4305 0.039 Uiso 1 1 calc R . . C40 C 0.36455(6) 0.5516(2) 0.39754(5) 0.0249(4) Uani 1 1 d . . . C41 C 0.26884(8) 0.2577(3) 0.38418(7) 0.0445(6) Uani 1 1 d . . . H41A H 0.2632 0.2532 0.3574 0.067 Uiso 1 1 calc R . . H41B H 0.2395 0.2660 0.3915 0.067 Uiso 1 1 calc R . . H41C H 0.2848 0.1647 0.3948 0.067 Uiso 1 1 calc R . . C42 C 0.29961(11) 0.7282(4) 0.46351(7) 0.0607(8) Uani 1 1 d . . . H42A H 0.2678 0.7094 0.4648 0.091 Uiso 1 1 calc R . . H42B H 0.3029 0.8342 0.4561 0.091 Uiso 1 1 calc R . . H42C H 0.3199 0.7101 0.4877 0.091 Uiso 1 1 calc R . . C43 C 0.40800(7) 0.5806(3) 0.38505(6) 0.0370(5) Uani 1 1 d . . . H43A H 0.4180 0.6861 0.3909 0.055 Uiso 1 1 calc R . . H43B H 0.4025 0.5646 0.3585 0.055 Uiso 1 1 calc R . . H43C H 0.4319 0.5101 0.3976 0.055 Uiso 1 1 calc R . . C44 C 0.40065(6) 0.0190(2) 0.31285(5) 0.0230(4) Uani 1 1 d . . . C45 C 0.44488(7) 0.0357(2) 0.30782(5) 0.0280(4) Uani 1 1 d . . . C46 C 0.46634(7) -0.0917(2) 0.29711(6) 0.0322(4) Uani 1 1 d . . . H46 H 0.4966 -0.0815 0.2935 0.039 Uiso 1 1 calc R . . C47 C 0.44515(7) -0.2324(2) 0.29155(5) 0.0302(4) Uani 1 1 d . . . C48 C 0.40041(8) -0.2441(2) 0.29555(6) 0.0326(4) Uani 1 1 d . . . H48 H 0.3850 -0.3393 0.2908 0.039 Uiso 1 1 calc R . . C49 C 0.37755(7) -0.1199(2) 0.30630(6) 0.0291(4) Uani 1 1 d . . . C50 C 0.46957(8) 0.1855(3) 0.31470(8) 0.0486(6) Uani 1 1 d . . . H50A H 0.4520 0.2639 0.2987 0.073 Uiso 1 1 calc R . . H50B H 0.5000 0.1756 0.3094 0.073 Uiso 1 1 calc R . . H50C H 0.4728 0.2150 0.3404 0.073 Uiso 1 1 calc R . . C51 C 0.47076(9) -0.3698(3) 0.28210(6) 0.0432(6) Uani 1 1 d . . . H51A H 0.4834 -0.3462 0.2608 0.065 Uiso 1 1 calc R . . H51B H 0.4497 -0.4567 0.2763 0.065 Uiso 1 1 calc R . . H51C H 0.4958 -0.3957 0.3031 0.065 Uiso 1 1 calc R . . C52 C 0.32947(9) -0.1355(3) 0.31154(8) 0.0471(6) Uani 1 1 d . . . H52A H 0.3298 -0.1276 0.3377 0.071 Uiso 1 1 calc R . . H52B H 0.3170 -0.2350 0.3022 0.071 Uiso 1 1 calc R . . H52C H 0.3103 -0.0540 0.2981 0.071 Uiso 1 1 calc R . . Br3 Br 0.517833(7) 0.91354(3) 0.402710(6) 0.03364(6) Uani 1 1 d . . . N5 N 0.61144(5) 0.88314(18) 0.38951(4) 0.0226(3) Uani 1 1 d . . . N6 N 0.59530(5) 0.69728(18) 0.42790(4) 0.0216(3) Uani 1 1 d . . . B3 B 0.57726(7) 0.8268(3) 0.40685(6) 0.0238(4) Uani 1 1 d . . . C53 C 0.64998(6) 0.7892(2) 0.40019(5) 0.0204(3) Uani 1 1 d . . . C54 C 0.64031(6) 0.6771(2) 0.42383(5) 0.0201(3) Uani 1 1 d . . . C55 C 0.67331(6) 0.5709(2) 0.43945(5) 0.0218(4) Uani 1 1 d . . . H55 H 0.6670 0.4965 0.4561 0.026 Uiso 1 1 calc R . . C56 C 0.71595(6) 0.5747(2) 0.43035(5) 0.0229(4) Uani 1 1 d . . . C57 C 0.72508(6) 0.6844(2) 0.40554(5) 0.0222(4) Uani 1 1 d . . . C58 C 0.69201(6) 0.7932(2) 0.39080(5) 0.0223(4) Uani 1 1 d . . . H58 H 0.6983 0.8691 0.3745 0.027 Uiso 1 1 calc R . . C59 C 0.75250(7) 0.4631(2) 0.44827(6) 0.0298(4) Uani 1 1 d . . . H59A H 0.7396 0.3901 0.4630 0.045 Uiso 1 1 calc R . . H59B H 0.7779 0.5185 0.4641 0.045 Uiso 1 1 calc R . . H59C H 0.7638 0.4080 0.4293 0.045 Uiso 1 1 calc R . . C60 C 0.77090(6) 0.6872(2) 0.39547(6) 0.0277(4) Uani 1 1 d . . . H60A H 0.7707 0.7658 0.3768 0.042 Uiso 1 1 calc R . . H60B H 0.7769 0.5873 0.3857 0.042 Uiso 1 1 calc R . . H60C H 0.7950 0.7104 0.4173 0.042 Uiso 1 1 calc R . . C61 C 0.61198(6) 1.0188(2) 0.36839(5) 0.0229(4) Uani 1 1 d . . . C62 C 0.60449(6) 1.0087(2) 0.33024(5) 0.0233(4) Uani 1 1 d . . . C63 C 0.60547(6) 1.1427(2) 0.31044(5) 0.0251(4) Uani 1 1 d . . . H63 H 0.6005 1.1375 0.2845 0.030 Uiso 1 1 calc R . . C64 C 0.61354(6) 1.2837(2) 0.32769(6) 0.0272(4) Uani 1 1 d . . . C65 C 0.62165(7) 1.2889(2) 0.36563(6) 0.0285(4) Uani 1 1 d . . . H65 H 0.6277 1.3847 0.3777 0.034 Uiso 1 1 calc R . . C66 C 0.62114(7) 1.1582(2) 0.38664(5) 0.0268(4) Uani 1 1 d . . . C67 C 0.59576(7) 0.8561(2) 0.31146(6) 0.0285(4) Uani 1 1 d . . . H67A H 0.5899 0.8705 0.2848 0.043 Uiso 1 1 calc R . . H67B H 0.5690 0.8080 0.3178 0.043 Uiso 1 1 calc R . . H67C H 0.6227 0.7905 0.3195 0.043 Uiso 1 1 calc R . . C68 C 0.61417(8) 1.4277(2) 0.30571(7) 0.0367(5) Uani 1 1 d . . . H68A H 0.5849 1.4815 0.3031 0.055 Uiso 1 1 calc R . . H68B H 0.6188 1.4015 0.2814 0.055 Uiso 1 1 calc R . . H68C H 0.6392 1.4938 0.3184 0.055 Uiso 1 1 calc R . . C69 C 0.63064(8) 1.1669(3) 0.42777(6) 0.0373(5) Uani 1 1 d . . . H69A H 0.6426 1.2684 0.4359 0.056 Uiso 1 1 calc R . . H69B H 0.6533 1.0891 0.4384 0.056 Uiso 1 1 calc R . . H69C H 0.6022 1.1490 0.4358 0.056 Uiso 1 1 calc R . . C70 C 0.57361(6) 0.5856(2) 0.44625(5) 0.0237(4) Uani 1 1 d . . . C71 C 0.58469(7) 0.5786(2) 0.48441(6) 0.0297(4) Uani 1 1 d . . . C72 C 0.56482(8) 0.4620(3) 0.50095(7) 0.0418(6) Uani 1 1 d . . . H72 H 0.5718 0.4552 0.5270 0.050 Uiso 1 1 calc R . . C73 C 0.53526(8) 0.3561(3) 0.48060(8) 0.0440(6) Uani 1 1 d . . . C74 C 0.52423(7) 0.3690(3) 0.44290(7) 0.0405(5) Uani 1 1 d . . . H74 H 0.5035 0.2979 0.4288 0.049 Uiso 1 1 calc R . . C75 C 0.54279(7) 0.4835(2) 0.42506(6) 0.0304(4) Uani 1 1 d . . . C76 C 0.61641(8) 0.6938(3) 0.50687(6) 0.0402(5) Uani 1 1 d . . . H76A H 0.6469 0.6844 0.5018 0.060 Uiso 1 1 calc R . . H76B H 0.6184 0.6752 0.5330 0.060 Uiso 1 1 calc R . . H76C H 0.6045 0.7969 0.5005 0.060 Uiso 1 1 calc R . . C77 C 0.51600(10) 0.2269(4) 0.49937(11) 0.0695(10) Uani 1 1 d . . . H77A H 0.4863 0.1955 0.4842 0.104 Uiso 1 1 calc R . . H77B H 0.5121 0.2614 0.5234 0.104 Uiso 1 1 calc R . . H77C H 0.5372 0.1401 0.5027 0.104 Uiso 1 1 calc R . . C78 C 0.52963(8) 0.4954(3) 0.38383(6) 0.0398(5) Uani 1 1 d . . . H78A H 0.5178 0.3968 0.3734 0.060 Uiso 1 1 calc R . . H78B H 0.5566 0.5236 0.3746 0.060 Uiso 1 1 calc R . . H78C H 0.5059 0.5737 0.3766 0.060 Uiso 1 1 calc R . . Br4 Br 0.979961(7) -0.02653(3) 0.343387(7) 0.03925(7) Uani 1 1 d . . . N7 N 0.88915(5) 0.01766(18) 0.36128(4) 0.0224(3) Uani 1 1 d . . . N8 N 0.90424(5) 0.19871(18) 0.32113(4) 0.0227(3) Uani 1 1 d . . . B4 B 0.92216(7) 0.0692(3) 0.34214(6) 0.0252(4) Uani 1 1 d . . . C79 C 0.85111(6) 0.1140(2) 0.35139(5) 0.0206(4) Uani 1 1 d . . . C80 C 0.86006(6) 0.2237(2) 0.32683(5) 0.0206(3) Uani 1 1 d . . . C81 C 0.82752(6) 0.3317(2) 0.31193(5) 0.0216(4) Uani 1 1 d . . . H81 H 0.8336 0.4045 0.2948 0.026 Uiso 1 1 calc R . . C82 C 0.78580(6) 0.3328(2) 0.32226(5) 0.0223(4) Uani 1 1 d . . . C83 C 0.77684(6) 0.2242(2) 0.34744(5) 0.0218(4) Uani 1 1 d . . . C84 C 0.80948(6) 0.1139(2) 0.36172(5) 0.0212(4) Uani 1 1 d . . . H84 H 0.8033 0.0393 0.3784 0.025 Uiso 1 1 calc R . . C85 C 0.74973(7) 0.4484(2) 0.30531(5) 0.0283(4) Uani 1 1 d . . . H85A H 0.7624 0.5192 0.2899 0.042 Uiso 1 1 calc R . . H85B H 0.7401 0.5055 0.3248 0.042 Uiso 1 1 calc R . . H85C H 0.7232 0.3954 0.2902 0.042 Uiso 1 1 calc R . . C86 C 0.73140(6) 0.2236(2) 0.35802(5) 0.0263(4) Uani 1 1 d . . . H86A H 0.7317 0.1456 0.3769 0.039 Uiso 1 1 calc R . . H86B H 0.7070 0.2005 0.3364 0.039 Uiso 1 1 calc R . . H86C H 0.7259 0.3241 0.3677 0.039 Uiso 1 1 calc R . . C87 C 0.88844(6) -0.1196(2) 0.38204(5) 0.0220(4) Uani 1 1 d . . . C88 C 0.87937(7) -0.2577(2) 0.36326(5) 0.0266(4) Uani 1 1 d . . . C89 C 0.87921(7) -0.3904(2) 0.38332(6) 0.0277(4) Uani 1 1 d . . . H89 H 0.8734 -0.4851 0.3707 0.033 Uiso 1 1 calc R . . C90 C 0.88729(6) -0.3890(2) 0.42135(5) 0.0242(4) Uani 1 1 d . . . C91 C 0.89515(6) -0.2498(2) 0.43910(5) 0.0236(4) Uani 1 1 d . . . H91 H 0.9001 -0.2471 0.4651 0.028 Uiso 1 1 calc R . . C92 C 0.89598(6) -0.1135(2) 0.42020(5) 0.0219(4) Uani 1 1 d . . . C93 C 0.86896(9) -0.2626(3) 0.32204(6) 0.0393(5) Uani 1 1 d . . . H93A H 0.8972 -0.2450 0.3136 0.059 Uiso 1 1 calc R . . H93B H 0.8465 -0.1831 0.3121 0.059 Uiso 1 1 calc R . . H93C H 0.8564 -0.3629 0.3135 0.059 Uiso 1 1 calc R . . C94 C 0.88616(7) -0.5353(2) 0.44238(6) 0.0333(5) Uani 1 1 d . . . H94A H 0.8885 -0.5117 0.4683 0.050 Uiso 1 1 calc R . . H94B H 0.9120 -0.6003 0.4400 0.050 Uiso 1 1 calc R . . H94C H 0.8573 -0.5891 0.4325 0.050 Uiso 1 1 calc R . . C95 C 0.90486(8) 0.0356(2) 0.44034(6) 0.0314(4) Uani 1 1 d . . . H95A H 0.9110 0.0168 0.4668 0.047 Uiso 1 1 calc R . . H95B H 0.8779 0.1017 0.4330 0.047 Uiso 1 1 calc R . . H95C H 0.9315 0.0856 0.4343 0.047 Uiso 1 1 calc R . . C96 C 0.92361(6) 0.3046(2) 0.29953(5) 0.0228(4) Uani 1 1 d . . . C97 C 0.95482(6) 0.4139(2) 0.31721(5) 0.0261(4) Uani 1 1 d . . . C98 C 0.96905(7) 0.5252(2) 0.29571(6) 0.0292(4) Uani 1 1 d . . . H98 H 0.9902 0.6009 0.3073 0.035 Uiso 1 1 calc R . . C99 C 0.95342(7) 0.5293(2) 0.25781(6) 0.0285(4) Uani 1 1 d . . . C100 C 0.92350(7) 0.4162(2) 0.24111(5) 0.0267(4) Uani 1 1 d . . . H100 H 0.9132 0.4162 0.2151 0.032 Uiso 1 1 calc R . . C101 C 0.90823(6) 0.3026(2) 0.26137(5) 0.0247(4) Uani 1 1 d . . . C102 C 0.97293(8) 0.4138(3) 0.35828(6) 0.0352(5) Uani 1 1 d . . . H10A H 0.9977 0.3386 0.3649 0.053 Uiso 1 1 calc R . . H10B H 0.9481 0.3874 0.3703 0.053 Uiso 1 1 calc R . . H10C H 0.9848 0.5155 0.3663 0.053 Uiso 1 1 calc R . . C103 C 0.96879(8) 0.6551(3) 0.23573(7) 0.0409(5) Uani 1 1 d . . . H10D H 0.9561 0.6372 0.2095 0.061 Uiso 1 1 calc R . . H10E H 1.0023 0.6560 0.2406 0.061 Uiso 1 1 calc R . . H10F H 0.9579 0.7537 0.2428 0.061 Uiso 1 1 calc R . . C104 C 0.87604(7) 0.1802(3) 0.24257(5) 0.0327(4) Uani 1 1 d . . . H10G H 0.8704 0.1936 0.2159 0.049 Uiso 1 1 calc R . . H10H H 0.8470 0.1876 0.2502 0.049 Uiso 1 1 calc R . . H10I H 0.8898 0.0796 0.2493 0.049 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 Br1 0.03108(11) 0.04147(12) 0.01944(10) -0.00128(8) 0.00122(8) -0.01284(9) N1 0.0212(7) 0.0230(7) 0.0166(7) 0.0004(6) 0.0040(6) -0.0043(6) N2 0.0223(8) 0.0255(8) 0.0145(7) 0.0009(6) 0.0034(6) -0.0050(6) B1 0.0203(10) 0.0271(10) 0.0180(9) -0.0004(8) 0.0030(7) -0.0030(8) C1 0.0195(8) 0.0199(8) 0.0186(8) -0.0002(7) 0.0044(7) -0.0005(7) C2 0.0210(9) 0.0218(9) 0.0162(8) 0.0001(7) 0.0044(7) 0.0002(7) C3 0.0235(9) 0.0211(9) 0.0209(8) 0.0024(7) 0.0050(7) -0.0016(7) C4 0.0248(9) 0.0195(9) 0.0223(9) -0.0020(7) 0.0020(7) -0.0006(7) C5 0.0286(10) 0.0200(9) 0.0182(8) -0.0009(7) 0.0034(7) 0.0027(7) C6 0.0261(9) 0.0207(8) 0.0176(8) 0.0017(7) 0.0064(7) 0.0011(7) C7 0.0358(11) 0.0295(10) 0.0268(10) -0.0014(8) -0.0011(8) -0.0109(9) C8 0.0437(12) 0.0273(10) 0.0184(9) -0.0014(8) 0.0028(8) -0.0025(9) C9 0.0202(9) 0.0244(9) 0.0154(8) 0.0006(7) 0.0036(6) -0.0052(7) C10 0.0228(9) 0.0316(10) 0.0210(9) 0.0040(8) 0.0057(7) -0.0004(8) C11 0.0188(9) 0.0418(11) 0.0250(9) 0.0054(8) 0.0047(7) -0.0046(8) C12 0.0294(10) 0.0325(10) 0.0213(9) 0.0009(8) 0.0036(7) -0.0124(8) C13 0.0320(10) 0.0224(9) 0.0223(9) -0.0005(7) 0.0055(7) -0.0040(8) C14 0.0237(9) 0.0248(9) 0.0183(8) -0.0015(7) 0.0046(7) -0.0024(7) C15 0.0308(11) 0.0425(13) 0.0492(13) 0.0164(11) 0.0169(10) 0.0111(10) C16 0.0365(12) 0.0443(13) 0.0449(13) 0.0068(11) 0.0062(10) -0.0186(10) C17 0.0255(10) 0.0301(10) 0.0383(11) 0.0004(9) 0.0111(8) 0.0025(8) C18 0.0204(9) 0.0276(9) 0.0145(8) 0.0015(7) 0.0021(6) -0.0063(7) C19 0.0215(9) 0.0372(11) 0.0194(9) -0.0014(8) 0.0039(7) -0.0046(8) C20 0.0280(10) 0.0531(13) 0.0198(9) -0.0032(9) 0.0094(8) -0.0118(9) C21 0.0358(11) 0.0470(13) 0.0177(9) 0.0047(9) 0.0006(8) -0.0207(10) C22 0.0334(11) 0.0308(10) 0.0242(9) 0.0069(8) -0.0035(8) -0.0104(8) C23 0.0235(9) 0.0274(10) 0.0200(9) -0.0002(7) -0.0003(7) -0.0069(7) C24 0.0353(12) 0.0462(13) 0.0362(11) -0.0006(10) 0.0110(9) 0.0093(10) C25 0.0666(18) 0.0746(19) 0.0260(11) 0.0148(12) 0.0062(11) -0.0337(15) C26 0.0320(11) 0.0334(11) 0.0346(11) -0.0021(9) 0.0055(9) 0.0032(9) Br2 0.03096(11) 0.03481(12) 0.02282(10) 0.00368(8) 0.00146(8) 0.01092(8) N3 0.0217(8) 0.0228(8) 0.0176(7) 0.0005(6) 0.0033(6) 0.0029(6) N4 0.0243(8) 0.0216(8) 0.0198(7) 0.0010(6) 0.0032(6) 0.0053(6) B2 0.0212(10) 0.0249(10) 0.0213(10) 0.0024(8) 0.0019(8) 0.0032(8) C27 0.0215(9) 0.0211(9) 0.0191(8) 0.0007(7) 0.0044(7) -0.0018(7) C28 0.0213(9) 0.0195(8) 0.0225(9) 0.0016(7) 0.0035(7) 0.0008(7) C29 0.0259(9) 0.0216(9) 0.0212(9) -0.0011(7) 0.0065(7) 0.0001(7) C30 0.0249(9) 0.0219(9) 0.0200(9) 0.0020(7) 0.0040(7) -0.0038(7) C31 0.0220(9) 0.0202(9) 0.0235(9) 0.0033(7) 0.0041(7) -0.0004(7) C32 0.0226(9) 0.0194(8) 0.0227(9) -0.0005(7) 0.0056(7) 0.0014(7) C33 0.0336(11) 0.0265(10) 0.0203(9) 0.0019(7) 0.0029(8) 0.0010(8) C34 0.0305(10) 0.0286(10) 0.0259(9) 0.0043(8) 0.0015(8) 0.0063(8) C35 0.0202(9) 0.0241(9) 0.0163(8) 0.0018(7) 0.0026(7) 0.0047(7) C36 0.0215(9) 0.0406(11) 0.0207(9) 0.0068(8) 0.0042(7) 0.0023(8) C37 0.0275(11) 0.0586(14) 0.0235(9) 0.0076(10) 0.0103(8) 0.0144(10) C38 0.0410(12) 0.0458(13) 0.0211(9) 0.0004(9) 0.0036(8) 0.0238(10) C39 0.0396(12) 0.0286(10) 0.0258(10) -0.0036(8) -0.0011(8) 0.0067(9) C40 0.0242(9) 0.0268(9) 0.0217(9) 0.0014(7) 0.0013(7) 0.0031(8) C41 0.0361(12) 0.0585(15) 0.0401(12) 0.0042(11) 0.0109(10) -0.0181(11) C42 0.079(2) 0.0702(19) 0.0337(12) -0.0082(13) 0.0137(13) 0.0395(16) C43 0.0301(11) 0.0424(12) 0.0394(12) -0.0021(10) 0.0101(9) -0.0107(9) C44 0.0269(10) 0.0212(9) 0.0195(8) 0.0001(7) 0.0021(7) 0.0057(7) C45 0.0256(10) 0.0270(10) 0.0298(10) -0.0032(8) 0.0030(8) 0.0032(8) C46 0.0257(10) 0.0359(11) 0.0335(11) -0.0048(9) 0.0035(8) 0.0075(8) C47 0.0368(11) 0.0289(10) 0.0219(9) -0.0009(8) 0.0004(8) 0.0131(9) C48 0.0453(12) 0.0203(9) 0.0309(10) -0.0005(8) 0.0056(9) 0.0006(9) C49 0.0322(11) 0.0255(10) 0.0302(10) 0.0009(8) 0.0085(8) -0.0001(8) C50 0.0312(12) 0.0372(13) 0.0792(19) -0.0170(12) 0.0165(12) -0.0070(10) C51 0.0516(14) 0.0359(12) 0.0367(12) -0.0077(10) -0.0012(10) 0.0200(11) C52 0.0413(13) 0.0332(12) 0.0728(18) -0.0065(12) 0.0255(12) -0.0075(10) Br3 0.02278(11) 0.03820(12) 0.04068(12) 0.00837(9) 0.00880(9) 0.00981(8) N5 0.0194(8) 0.0221(8) 0.0257(8) 0.0026(6) 0.0039(6) 0.0043(6) N6 0.0164(7) 0.0240(8) 0.0239(7) 0.0009(6) 0.0034(6) 0.0010(6) B3 0.0187(10) 0.0272(11) 0.0245(10) -0.0004(8) 0.0030(8) 0.0036(8) C53 0.0199(9) 0.0196(8) 0.0202(8) -0.0020(7) 0.0011(7) 0.0019(7) C54 0.0187(9) 0.0213(9) 0.0195(8) -0.0032(7) 0.0028(7) -0.0007(7) C55 0.0217(9) 0.0199(8) 0.0217(8) -0.0021(7) 0.0008(7) -0.0003(7) C56 0.0214(9) 0.0218(9) 0.0229(9) -0.0054(7) -0.0003(7) 0.0018(7) C57 0.0190(9) 0.0239(9) 0.0227(9) -0.0072(7) 0.0026(7) -0.0005(7) C58 0.0222(9) 0.0228(9) 0.0214(8) -0.0017(7) 0.0040(7) -0.0011(7) C59 0.0249(10) 0.0292(10) 0.0331(10) 0.0010(8) 0.0022(8) 0.0074(8) C60 0.0209(9) 0.0300(10) 0.0327(10) -0.0051(8) 0.0068(8) 0.0007(8) C61 0.0187(9) 0.0224(9) 0.0269(9) 0.0036(7) 0.0041(7) 0.0041(7) C62 0.0172(9) 0.0233(9) 0.0280(9) -0.0003(7) 0.0020(7) 0.0025(7) C63 0.0207(9) 0.0271(10) 0.0262(9) 0.0031(8) 0.0025(7) 0.0028(7) C64 0.0206(9) 0.0232(9) 0.0366(10) 0.0043(8) 0.0041(8) 0.0028(7) C65 0.0261(10) 0.0209(9) 0.0370(11) -0.0029(8) 0.0038(8) 0.0016(8) C66 0.0235(9) 0.0253(10) 0.0303(10) -0.0008(8) 0.0034(8) 0.0039(7) C67 0.0281(10) 0.0249(10) 0.0308(10) -0.0017(8) 0.0031(8) 0.0011(8) C68 0.0378(12) 0.0256(10) 0.0457(13) 0.0084(9) 0.0075(10) 0.0022(9) C69 0.0477(13) 0.0320(11) 0.0298(11) -0.0039(9) 0.0040(9) 0.0034(10) C70 0.0175(9) 0.0253(9) 0.0288(9) 0.0038(8) 0.0067(7) 0.0024(7) C71 0.0227(10) 0.0377(11) 0.0287(10) 0.0067(8) 0.0055(8) 0.0053(8) C72 0.0311(12) 0.0569(15) 0.0397(12) 0.0238(11) 0.0130(9) 0.0132(11) C73 0.0251(11) 0.0375(12) 0.0733(17) 0.0221(12) 0.0194(11) 0.0054(9) C74 0.0227(11) 0.0313(11) 0.0681(16) 0.0036(11) 0.0114(10) -0.0022(9) C75 0.0202(9) 0.0304(10) 0.0411(11) -0.0029(9) 0.0079(8) 0.0007(8) C76 0.0367(12) 0.0575(15) 0.0238(10) -0.0032(10) 0.0016(9) 0.0012(11) C77 0.0441(16) 0.0577(18) 0.114(3) 0.0482(19) 0.0331(17) 0.0082(13) C78 0.0287(11) 0.0484(13) 0.0405(12) -0.0142(10) 0.0041(9) -0.0062(10) Br4 0.02569(12) 0.04684(14) 0.04649(13) 0.01505(10) 0.01086(9) 0.00972(9) N7 0.0201(8) 0.0234(8) 0.0233(7) 0.0039(6) 0.0039(6) 0.0016(6) N8 0.0182(7) 0.0262(8) 0.0238(7) 0.0038(6) 0.0046(6) 0.0000(6) B4 0.0192(10) 0.0300(11) 0.0259(10) 0.0024(9) 0.0042(8) 0.0035(8) C79 0.0213(9) 0.0211(8) 0.0179(8) -0.0015(7) 0.0014(7) -0.0010(7) C80 0.0198(9) 0.0222(9) 0.0193(8) -0.0019(7) 0.0034(7) -0.0027(7) C81 0.0242(9) 0.0191(8) 0.0201(8) -0.0006(7) 0.0020(7) -0.0022(7) C82 0.0238(9) 0.0201(9) 0.0210(8) -0.0046(7) 0.0011(7) -0.0002(7) C83 0.0215(9) 0.0241(9) 0.0192(8) -0.0062(7) 0.0031(7) -0.0017(7) C84 0.0239(9) 0.0222(9) 0.0178(8) -0.0016(7) 0.0049(7) -0.0027(7) C85 0.0275(10) 0.0264(10) 0.0301(10) -0.0003(8) 0.0048(8) 0.0054(8) C86 0.0231(9) 0.0302(10) 0.0258(9) -0.0041(8) 0.0060(7) 0.0010(8) C87 0.0187(9) 0.0221(9) 0.0242(9) 0.0035(7) 0.0032(7) 0.0013(7) C88 0.0273(10) 0.0275(10) 0.0235(9) -0.0014(8) 0.0027(7) 0.0029(8) C89 0.0282(10) 0.0211(9) 0.0320(10) -0.0040(8) 0.0028(8) 0.0014(7) C90 0.0180(9) 0.0230(9) 0.0304(10) 0.0046(8) 0.0031(7) 0.0010(7) C91 0.0198(9) 0.0277(10) 0.0222(9) 0.0029(7) 0.0025(7) 0.0001(7) C92 0.0170(8) 0.0239(9) 0.0234(9) 0.0000(7) 0.0020(7) -0.0002(7) C93 0.0553(14) 0.0354(12) 0.0250(10) -0.0039(9) 0.0047(9) 0.0026(10) C94 0.0309(11) 0.0252(10) 0.0424(12) 0.0082(9) 0.0053(9) 0.0000(8) C95 0.0363(11) 0.0261(10) 0.0295(10) -0.0032(8) 0.0024(8) -0.0046(8) C96 0.0191(9) 0.0256(9) 0.0245(9) 0.0042(7) 0.0070(7) 0.0002(7) C97 0.0195(9) 0.0337(10) 0.0240(9) 0.0005(8) 0.0031(7) -0.0003(8) C98 0.0200(9) 0.0345(11) 0.0322(10) -0.0003(8) 0.0039(8) -0.0060(8) C99 0.0210(9) 0.0338(11) 0.0315(10) 0.0068(8) 0.0073(8) -0.0004(8) C100 0.0225(9) 0.0350(11) 0.0225(9) 0.0044(8) 0.0049(7) 0.0010(8) C101 0.0194(9) 0.0288(10) 0.0250(9) 0.0012(8) 0.0034(7) 0.0008(7) C102 0.0309(11) 0.0473(13) 0.0255(10) -0.0013(9) 0.0023(8) -0.0089(9) C103 0.0367(12) 0.0447(13) 0.0419(12) 0.0113(10) 0.0099(10) -0.0112(10) C104 0.0355(11) 0.0358(11) 0.0252(10) -0.0010(8) 0.0038(8) -0.0081(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 B1 1.909(2) . ? N1 C1 1.402(2) . ? N1 B1 1.417(2) . ? N1 C9 1.433(2) . ? N2 C2 1.402(2) . ? N2 B1 1.414(3) . ? N2 C18 1.432(2) . ? C1 C6 1.386(2) . ? C1 C2 1.397(2) . ? C2 C3 1.380(3) . ? C3 C4 1.397(3) . ? C3 H3 0.9500 . ? C4 C5 1.403(3) . ? C4 C7 1.507(3) . ? C5 C6 1.397(3) . ? C5 C8 1.505(2) . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C14 1.392(3) . ? C9 C10 1.393(3) . ? C10 C11 1.395(3) . ? C10 C15 1.501(3) . ? C11 C12 1.384(3) . ? C11 H11 0.9500 . ? C12 C13 1.390(3) . ? C12 C16 1.506(3) . ? C13 C14 1.391(3) . ? C13 H13 0.9500 . ? C14 C17 1.504(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.389(3) . ? C18 C23 1.398(3) . ? C19 C20 1.398(3) . ? C19 C24 1.501(3) . ? C20 C21 1.384(3) . ? C20 H20 0.9500 . ? C21 C22 1.384(3) . ? C21 C25 1.505(3) . ? C22 C23 1.390(3) . ? C22 H22 0.9500 . ? C23 C26 1.499(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? Br2 B2 1.912(2) . ? N3 C27 1.404(2) . ? N3 B2 1.418(3) . ? N3 C35 1.433(2) . ? N4 C28 1.405(2) . ? N4 B2 1.423(3) . ? N4 C44 1.429(2) . ? C27 C32 1.379(3) . ? C27 C28 1.396(3) . ? C28 C29 1.387(3) . ? C29 C30 1.396(3) . ? C29 H29 0.9500 . ? C30 C31 1.401(3) . ? C30 C33 1.508(2) . ? C31 C32 1.395(3) . ? C31 C34 1.509(3) . ? C32 H32 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.390(3) . ? C35 C40 1.394(3) . ? C36 C37 1.394(3) . ? C36 C41 1.499(3) . ? C37 C38 1.378(4) . ? C37 H37 0.9500 . ? C38 C39 1.384(3) . ? C38 C42 1.510(3) . ? C39 C40 1.390(3) . ? C39 H39 0.9500 . ? C40 C43 1.502(3) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 C45 1.388(3) . ? C44 C49 1.393(3) . ? C45 C46 1.391(3) . ? C45 C50 1.499(3) . ? C46 C47 1.379(3) . ? C46 H46 0.9500 . ? C47 C48 1.386(3) . ? C47 C51 1.512(3) . ? C48 C49 1.393(3) . ? C48 H48 0.9500 . ? C49 C52 1.504(3) . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? Br3 B3 1.909(2) . ? N5 C53 1.400(2) . ? N5 B3 1.420(3) . ? N5 C61 1.429(2) . ? N6 C54 1.402(2) . ? N6 B3 1.415(3) . ? N6 C70 1.433(2) . ? C53 C58 1.383(3) . ? C53 C54 1.395(3) . ? C54 C55 1.386(3) . ? C55 C56 1.396(3) . ? C55 H55 0.9500 . ? C56 C57 1.406(3) . ? C56 C59 1.506(3) . ? C57 C58 1.394(3) . ? C57 C60 1.505(3) . ? C58 H58 0.9500 . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C61 C66 1.395(3) . ? C61 C62 1.397(3) . ? C62 C63 1.391(3) . ? C62 C67 1.504(3) . ? C63 C64 1.389(3) . ? C63 H63 0.9500 . ? C64 C65 1.386(3) . ? C64 C68 1.508(3) . ? C65 C66 1.390(3) . ? C65 H65 0.9500 . ? C66 C69 1.502(3) . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? C69 H69A 0.9800 . ? C69 H69B 0.9800 . ? C69 H69C 0.9800 . ? C70 C71 1.392(3) . ? C70 C75 1.395(3) . ? C71 C72 1.395(3) . ? C71 C76 1.504(3) . ? C72 C73 1.384(4) . ? C72 H72 0.9500 . ? C73 C74 1.379(4) . ? C73 C77 1.514(3) . ? C74 C75 1.390(3) . ? C74 H74 0.9500 . ? C75 C78 1.507(3) . ? C76 H76A 0.9800 . ? C76 H76B 0.9800 . ? C76 H76C 0.9800 . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 H78A 0.9800 . ? C78 H78B 0.9800 . ? C78 H78C 0.9800 . ? Br4 B4 1.915(2) . ? N7 C79 1.398(2) . ? N7 B4 1.421(3) . ? N7 C87 1.434(2) . ? N8 C80 1.405(2) . ? N8 B4 1.414(3) . ? N8 C96 1.437(2) . ? C79 C84 1.388(3) . ? C79 C80 1.397(3) . ? C80 C81 1.381(3) . ? C81 C82 1.390(3) . ? C81 H81 0.9500 . ? C82 C83 1.407(3) . ? C82 C85 1.510(3) . ? C83 C84 1.391(3) . ? C83 C86 1.502(3) . ? C84 H84 0.9500 . ? C85 H85A 0.9800 . ? C85 H85B 0.9800 . ? C85 H85C 0.9800 . ? C86 H86A 0.9800 . ? C86 H86B 0.9800 . ? C86 H86C 0.9800 . ? C87 C88 1.394(3) . ? C87 C92 1.395(3) . ? C88 C89 1.384(3) . ? C88 C93 1.503(3) . ? C89 C90 1.389(3) . ? C89 H89 0.9500 . ? C90 C91 1.382(3) . ? C90 C94 1.508(3) . ? C91 C92 1.390(3) . ? C91 H91 0.9500 . ? C92 C95 1.500(3) . ? C93 H93A 0.9800 . ? C93 H93B 0.9800 . ? C93 H93C 0.9800 . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? C95 H95A 0.9800 . ? C95 H95B 0.9800 . ? C95 H95C 0.9800 . ? C96 C97 1.395(3) . ? C96 C101 1.397(3) . ? C97 C98 1.391(3) . ? C97 C102 1.509(3) . ? C98 C99 1.389(3) . ? C98 H98 0.9500 . ? C99 C100 1.385(3) . ? C99 C103 1.511(3) . ? C100 C101 1.390(3) . ? C100 H100 0.9500 . ? C101 C104 1.505(3) . ? C102 H10A 0.9800 . ? C102 H10B 0.9800 . ? C102 H10C 0.9800 . ? C103 H10D 0.9800 . ? C103 H10E 0.9800 . ? C103 H10F 0.9800 . ? C104 H10G 0.9800 . ? C104 H10H 0.9800 . ? C104 H10I 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 B1 107.08(15) . . ? C1 N1 C9 124.56(14) . . ? B1 N1 C9 128.30(15) . . ? C2 N2 B1 106.88(14) . . ? C2 N2 C18 122.54(15) . . ? B1 N2 C18 130.53(15) . . ? N2 B1 N1 108.55(16) . . ? N2 B1 Br1 126.19(14) . . ? N1 B1 Br1 125.25(15) . . ? C6 C1 C2 120.49(17) . . ? C6 C1 N1 130.97(16) . . ? C2 C1 N1 108.54(15) . . ? C3 C2 C1 121.01(16) . . ? C3 C2 N2 130.04(16) . . ? C1 C2 N2 108.94(15) . . ? C2 C3 C4 119.00(17) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 120.13(17) . . ? C3 C4 C7 119.10(17) . . ? C5 C4 C7 120.77(17) . . ? C6 C5 C4 120.45(16) . . ? C6 C5 C8 119.49(17) . . ? C4 C5 C8 120.06(17) . . ? C1 C6 C5 118.91(16) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 122.00(17) . . ? C14 C9 N1 118.72(16) . . ? C10 C9 N1 119.18(17) . . ? C9 C10 C11 117.84(18) . . ? C9 C10 C15 121.18(18) . . ? C11 C10 C15 120.96(18) . . ? C12 C11 C10 121.70(18) . . ? C12 C11 H11 119.2 . . ? C10 C11 H11 119.2 . . ? C11 C12 C13 118.78(18) . . ? C11 C12 C16 120.52(19) . . ? C13 C12 C16 120.7(2) . . ? C12 C13 C14 121.46(18) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C13 C14 C9 118.15(17) . . ? C13 C14 C17 121.24(18) . . ? C9 C14 C17 120.59(17) . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 H16A 109.5 . . ? C12 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C12 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 121.86(17) . . ? C19 C18 N2 119.43(17) . . ? C23 C18 N2 118.70(16) . . ? C18 C19 C20 117.99(19) . . ? C18 C19 C24 121.35(18) . . ? C20 C19 C24 120.66(19) . . ? C21 C20 C19 121.6(2) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C22 118.76(18) . . ? C20 C21 C25 120.6(2) . . ? C22 C21 C25 120.6(2) . . ? C21 C22 C23 121.9(2) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C22 C23 C18 117.90(18) . . ? C22 C23 C26 120.90(19) . . ? C18 C23 C26 121.19(17) . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25A 109.5 . . ? C21 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C21 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C27 N3 B2 106.89(15) . . ? C27 N3 C35 120.83(15) . . ? B2 N3 C35 132.28(15) . . ? C28 N4 B2 107.01(15) . . ? C28 N4 C44 122.58(15) . . ? B2 N4 C44 130.32(15) . . ? N3 B2 N4 108.39(16) . . ? N3 B2 Br2 125.92(15) . . ? N4 B2 Br2 125.66(15) . . ? C32 C27 C28 120.93(16) . . ? C32 C27 N3 129.93(17) . . ? C28 C27 N3 109.11(16) . . ? C29 C28 C27 120.66(17) . . ? C29 C28 N4 130.74(17) . . ? C27 C28 N4 108.59(15) . . ? C28 C29 C30 118.78(17) . . ? C28 C29 H29 120.6 . . ? C30 C29 H29 120.6 . . ? C29 C30 C31 120.34(16) . . ? C29 C30 C33 119.65(17) . . ? C31 C30 C33 120.01(17) . . ? C32 C31 C30 120.40(17) . . ? C32 C31 C34 119.20(17) . . ? C30 C31 C34 120.40(16) . . ? C27 C32 C31 118.89(17) . . ? C27 C32 H32 120.6 . . ? C31 C32 H32 120.6 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 C40 121.49(17) . . ? C36 C35 N3 119.04(17) . . ? C40 C35 N3 119.39(16) . . ? C35 C36 C37 118.1(2) . . ? C35 C36 C41 120.54(19) . . ? C37 C36 C41 121.40(19) . . ? C38 C37 C36 122.0(2) . . ? C38 C37 H37 119.0 . . ? C36 C37 H37 119.0 . . ? C37 C38 C39 118.39(19) . . ? C37 C38 C42 121.2(2) . . ? C39 C38 C42 120.4(2) . . ? C38 C39 C40 121.9(2) . . ? C38 C39 H39 119.0 . . ? C40 C39 H39 119.0 . . ? C39 C40 C35 118.13(18) . . ? C39 C40 C43 120.57(19) . . ? C35 C40 C43 121.27(18) . . ? C36 C41 H41A 109.5 . . ? C36 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C36 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C38 C42 H42A 109.5 . . ? C38 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C38 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C40 C43 H43A 109.5 . . ? C40 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C40 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C45 C44 C49 121.28(18) . . ? C45 C44 N4 119.71(17) . . ? C49 C44 N4 119.01(17) . . ? C44 C45 C46 118.24(19) . . ? C44 C45 C50 121.17(18) . . ? C46 C45 C50 120.58(19) . . ? C47 C46 C45 122.2(2) . . ? C47 C46 H46 118.9 . . ? C45 C46 H46 118.9 . . ? C46 C47 C48 118.21(18) . . ? C46 C47 C51 120.3(2) . . ? C48 C47 C51 121.4(2) . . ? C47 C48 C49 121.7(2) . . ? C47 C48 H48 119.2 . . ? C49 C48 H48 119.2 . . ? C48 C49 C44 118.37(19) . . ? C48 C49 C52 121.1(2) . . ? C44 C49 C52 120.56(19) . . ? C45 C50 H50A 109.5 . . ? C45 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C45 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C47 C51 H51A 109.5 . . ? C47 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C47 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C49 C52 H52A 109.5 . . ? C49 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C49 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C53 N5 B3 107.40(15) . . ? C53 N5 C61 122.26(15) . . ? B3 N5 C61 129.95(16) . . ? C54 N6 B3 107.13(15) . . ? C54 N6 C70 121.26(15) . . ? B3 N6 C70 130.99(16) . . ? N6 B3 N5 108.02(16) . . ? N6 B3 Br3 126.45(15) . . ? N5 B3 Br3 125.53(15) . . ? C58 C53 C54 120.82(17) . . ? C58 C53 N5 130.69(17) . . ? C54 C53 N5 108.49(15) . . ? C55 C54 C53 120.53(16) . . ? C55 C54 N6 130.52(17) . . ? C53 C54 N6 108.95(15) . . ? C54 C55 C56 119.04(17) . . ? C54 C55 H55 120.5 . . ? C56 C55 H55 120.5 . . ? C55 C56 C57 120.31(17) . . ? C55 C56 C59 119.26(17) . . ? C57 C56 C59 120.40(17) . . ? C58 C57 C56 120.02(17) . . ? C58 C57 C60 119.77(17) . . ? C56 C57 C60 120.20(17) . . ? C53 C58 C57 119.21(17) . . ? C53 C58 H58 120.4 . . ? C57 C58 H58 120.4 . . ? C56 C59 H59A 109.5 . . ? C56 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C56 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C57 C60 H60A 109.5 . . ? C57 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C57 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C66 C61 C62 121.59(17) . . ? C66 C61 N5 118.83(17) . . ? C62 C61 N5 119.56(17) . . ? C63 C62 C61 118.24(17) . . ? C63 C62 C67 121.47(17) . . ? C61 C62 C67 120.29(17) . . ? C64 C63 C62 121.64(18) . . ? C64 C63 H63 119.2 . . ? C62 C63 H63 119.2 . . ? C65 C64 C63 118.45(18) . . ? C65 C64 C68 120.72(19) . . ? C63 C64 C68 120.83(18) . . ? C64 C65 C66 122.07(18) . . ? C64 C65 H65 119.0 . . ? C66 C65 H65 119.0 . . ? C65 C66 C61 117.99(18) . . ? C65 C66 C69 120.92(18) . . ? C61 C66 C69 121.09(18) . . ? C62 C67 H67A 109.5 . . ? C62 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? C62 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C64 C68 H68A 109.5 . . ? C64 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C64 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C66 C69 H69A 109.5 . . ? C66 C69 H69B 109.5 . . ? H69A C69 H69B 109.5 . . ? C66 C69 H69C 109.5 . . ? H69A C69 H69C 109.5 . . ? H69B C69 H69C 109.5 . . ? C71 C70 C75 121.79(18) . . ? C71 C70 N6 119.62(17) . . ? C75 C70 N6 118.56(17) . . ? C70 C71 C72 117.5(2) . . ? C70 C71 C76 121.05(19) . . ? C72 C71 C76 121.4(2) . . ? C73 C72 C71 122.0(2) . . ? C73 C72 H72 119.0 . . ? C71 C72 H72 119.0 . . ? C74 C73 C72 118.8(2) . . ? C74 C73 C77 120.6(3) . . ? C72 C73 C77 120.6(3) . . ? C73 C74 C75 121.5(2) . . ? C73 C74 H74 119.3 . . ? C75 C74 H74 119.3 . . ? C74 C75 C70 118.3(2) . . ? C74 C75 C78 120.2(2) . . ? C70 C75 C78 121.49(19) . . ? C71 C76 H76A 109.5 . . ? C71 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C71 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? C73 C77 H77A 109.5 . . ? C73 C77 H77B 109.5 . . ? H77A C77 H77B 109.5 . . ? C73 C77 H77C 109.5 . . ? H77A C77 H77C 109.5 . . ? H77B C77 H77C 109.5 . . ? C75 C78 H78A 109.5 . . ? C75 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C75 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? C79 N7 B4 107.11(15) . . ? C79 N7 C87 122.48(15) . . ? B4 N7 C87 129.62(16) . . ? C80 N8 B4 106.94(15) . . ? C80 N8 C96 120.05(15) . . ? B4 N8 C96 132.80(16) . . ? N8 B4 N7 108.40(16) . . ? N8 B4 Br4 126.21(15) . . ? N7 B4 Br4 125.35(15) . . ? C84 C79 C80 120.22(17) . . ? C84 C79 N7 131.01(17) . . ? C80 C79 N7 108.76(16) . . ? C81 C80 C79 120.84(17) . . ? C81 C80 N8 130.37(17) . . ? C79 C80 N8 108.77(16) . . ? C80 C81 C82 119.29(17) . . ? C80 C81 H81 120.4 . . ? C82 C81 H81 120.4 . . ? C81 C82 C83 120.17(17) . . ? C81 C82 C85 119.38(17) . . ? C83 C82 C85 120.42(17) . . ? C84 C83 C82 120.10(17) . . ? C84 C83 C86 119.72(17) . . ? C82 C83 C86 120.15(17) . . ? C79 C84 C83 119.36(17) . . ? C79 C84 H84 120.3 . . ? C83 C84 H84 120.3 . . ? C82 C85 H85A 109.5 . . ? C82 C85 H85B 109.5 . . ? H85A C85 H85B 109.5 . . ? C82 C85 H85C 109.5 . . ? H85A C85 H85C 109.5 . . ? H85B C85 H85C 109.5 . . ? C83 C86 H86A 109.5 . . ? C83 C86 H86B 109.5 . . ? H86A C86 H86B 109.5 . . ? C83 C86 H86C 109.5 . . ? H86A C86 H86C 109.5 . . ? H86B C86 H86C 109.5 . . ? C88 C87 C92 121.10(17) . . ? C88 C87 N7 118.62(16) . . ? C92 C87 N7 120.27(17) . . ? C89 C88 C87 118.62(17) . . ? C89 C88 C93 120.50(18) . . ? C87 C88 C93 120.86(18) . . ? C88 C89 C90 121.83(18) . . ? C88 C89 H89 119.1 . . ? C90 C89 H89 119.1 . . ? C91 C90 C89 118.13(17) . . ? C91 C90 C94 121.32(18) . . ? C89 C90 C94 120.53(18) . . ? C90 C91 C92 122.19(17) . . ? C90 C91 H91 118.9 . . ? C92 C91 H91 118.9 . . ? C91 C92 C87 118.09(17) . . ? C91 C92 C95 120.82(17) . . ? C87 C92 C95 121.08(17) . . ? C88 C93 H93A 109.5 . . ? C88 C93 H93B 109.5 . . ? H93A C93 H93B 109.5 . . ? C88 C93 H93C 109.5 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 109.5 . . ? C90 C94 H94A 109.5 . . ? C90 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? C90 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? C92 C95 H95A 109.5 . . ? C92 C95 H95B 109.5 . . ? H95A C95 H95B 109.5 . . ? C92 C95 H95C 109.5 . . ? H95A C95 H95C 109.5 . . ? H95B C95 H95C 109.5 . . ? C97 C96 C101 121.47(17) . . ? C97 C96 N8 119.28(16) . . ? C101 C96 N8 119.08(17) . . ? C98 C97 C96 117.84(17) . . ? C98 C97 C102 120.21(18) . . ? C96 C97 C102 121.95(18) . . ? C99 C98 C97 122.18(19) . . ? C99 C98 H98 118.9 . . ? C97 C98 H98 118.9 . . ? C100 C99 C98 118.33(18) . . ? C100 C99 C103 121.40(19) . . ? C98 C99 C103 120.27(19) . . ? C99 C100 C101 121.65(18) . . ? C99 C100 H100 119.2 . . ? C101 C100 H100 119.2 . . ? C100 C101 C96 118.46(18) . . ? C100 C101 C104 120.66(17) . . ? C96 C101 C104 120.89(17) . . ? C97 C102 H10A 109.5 . . ? C97 C102 H10B 109.5 . . ? H10A C102 H10B 109.5 . . ? C97 C102 H10C 109.5 . . ? H10A C102 H10C 109.5 . . ? H10B C102 H10C 109.5 . . ? C99 C103 H10D 109.5 . . ? C99 C103 H10E 109.5 . . ? H10D C103 H10E 109.5 . . ? C99 C103 H10F 109.5 . . ? H10D C103 H10F 109.5 . . ? H10E C103 H10F 109.5 . . ? C101 C104 H10G 109.5 . . ? C101 C104 H10H 109.5 . . ? H10G C104 H10H 109.5 . . ? C101 C104 H10I 109.5 . . ? H10G C104 H10I 109.5 . . ? H10H C104 H10I 109.5 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 69.76 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.208 _refine_diff_density_min -1.158 _refine_diff_density_rms 0.057 #===END