# 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_3a(Et2O) _database_code_depnum_ccdc_archive 'CCDC 893415' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H58 B10 N2 O' _chemical_formula_weight 606.91 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.7151(7) _cell_length_b 21.9112(13) _cell_length_c 17.3089(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.661(2) _cell_angle_gamma 90.00 _cell_volume 3931.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 172 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.025 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.056 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6792 _exptl_absorpt_correction_T_max 0.7453 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 40827 _diffrn_reflns_av_R_equivalents 0.0635 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.25 _reflns_number_total 7108 _reflns_number_gt 4549 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0755P)^2^+1.5557P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7108 _refine_ls_number_parameters 415 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1025 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1887 _refine_ls_wR_factor_gt 0.1544 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.097 _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 0.17931(17) 0.19870(7) 0.44854(10) 0.0372(4) Uani 1 1 d . . . N2 N 0.25965(16) 0.27887(7) 0.51249(10) 0.0362(4) Uani 1 1 d . . . C7 C 0.1910(3) 0.10636(15) 0.70486(16) 0.0782(10) Uani 1 1 d . . . H7 H 0.0870 0.1105 0.6771 0.094 Uiso 1 1 calc R . . C8 C 0.2388(3) 0.16337(14) 0.75134(15) 0.0648(8) Uani 1 1 d . . . H8 H 0.1585 0.1956 0.7466 0.078 Uiso 1 1 calc R . . C11 C 0.23070(19) 0.22012(9) 0.52276(12) 0.0346(5) Uani 1 1 d . . . C12 C 0.1761(2) 0.24385(10) 0.39262(13) 0.0434(5) Uani 1 1 d . . . H12A H 0.1450 0.2400 0.3376 0.052 Uiso 1 1 calc R . . C13 C 0.2258(2) 0.29399(10) 0.43208(13) 0.0432(5) Uani 1 1 d . . . H13A H 0.2358 0.3318 0.4100 0.052 Uiso 1 1 calc R . . C14 C 0.1404(2) 0.13610(9) 0.42874(12) 0.0420(5) Uani 1 1 d . . . C15 C 0.2316(3) 0.09731(10) 0.40998(14) 0.0512(6) Uani 1 1 d . . . C16 C 0.1926(3) 0.03687(12) 0.39285(16) 0.0710(8) Uani 1 1 d . . . H16A H 0.2497 0.0091 0.3798 0.085 Uiso 1 1 calc R . . C17 C 0.0721(4) 0.01796(13) 0.39495(18) 0.0803(10) Uani 1 1 d . . . H17A H 0.0488 -0.0226 0.3839 0.096 Uiso 1 1 calc R . . C18 C -0.0148(3) 0.05744(13) 0.41289(16) 0.0683(8) Uani 1 1 d . . . H18A H -0.0962 0.0433 0.4138 0.082 Uiso 1 1 calc R . . C19 C 0.0161(2) 0.11848(11) 0.42982(14) 0.0510(6) Uani 1 1 d . . . C20 C -0.0829(3) 0.16208(13) 0.44693(16) 0.0624(7) Uani 1 1 d . . . H20A H -0.0411 0.2018 0.4603 0.075 Uiso 1 1 calc R . . C21 C -0.1957(3) 0.17056(18) 0.3732(2) 0.0929(11) Uani 1 1 d . . . H21A H -0.1636 0.1847 0.3293 0.139 Uiso 1 1 calc R . . H21B H -0.2549 0.2000 0.3846 0.139 Uiso 1 1 calc R . . H21C H -0.2393 0.1323 0.3594 0.139 Uiso 1 1 calc R . . C22 C -0.1332(3) 0.14150(19) 0.51757(19) 0.0943(11) Uani 1 1 d . . . H22A H -0.0621 0.1367 0.5638 0.141 Uiso 1 1 calc R . . H22B H -0.1774 0.1032 0.5052 0.141 Uiso 1 1 calc R . . H22C H -0.1918 0.1716 0.5283 0.141 Uiso 1 1 calc R . . C23 C 0.3642(3) 0.11833(13) 0.40705(16) 0.0617(7) Uani 1 1 d . . . H23A H 0.3783 0.1585 0.4326 0.074 Uiso 1 1 calc R . . C24 C 0.3729(4) 0.1263(2) 0.3212(2) 0.1094(13) Uani 1 1 d . . . H24A H 0.3058 0.1533 0.2936 0.164 Uiso 1 1 calc R . . H24B H 0.3630 0.0874 0.2949 0.164 Uiso 1 1 calc R . . H24C H 0.4554 0.1433 0.3209 0.164 Uiso 1 1 calc R . . C25 C 0.4716(3) 0.07656(16) 0.4523(2) 0.0919(11) Uani 1 1 d . . . H25A H 0.4660 0.0725 0.5065 0.138 Uiso 1 1 calc R . . H25B H 0.5537 0.0937 0.4516 0.138 Uiso 1 1 calc R . . H25C H 0.4627 0.0371 0.4273 0.138 Uiso 1 1 calc R . . C26 C 0.3126(2) 0.32246(9) 0.57508(12) 0.0398(5) Uani 1 1 d . . . C27 C 0.2274(3) 0.35540(11) 0.60759(15) 0.0525(6) Uani 1 1 d . . . C28 C 0.2815(3) 0.39804(13) 0.66568(18) 0.0732(9) Uani 1 1 d . . . H28A H 0.2278 0.4210 0.6891 0.088 Uiso 1 1 calc R . . C29 C 0.4114(4) 0.40714(14) 0.68925(18) 0.0791(9) Uani 1 1 d . . . H29A H 0.4449 0.4359 0.7285 0.095 Uiso 1 1 calc R . . C30 C 0.4926(3) 0.37453(13) 0.65600(17) 0.0677(8) Uani 1 1 d . . . H30A H 0.5809 0.3816 0.6727 0.081 Uiso 1 1 calc R . . C31 C 0.4459(2) 0.33058(10) 0.59735(14) 0.0479(6) Uani 1 1 d . . . C32 C 0.5373(2) 0.29582(12) 0.55973(17) 0.0610(7) Uani 1 1 d . . . H32A H 0.4887 0.2623 0.5285 0.073 Uiso 1 1 calc R . . C33 C 0.5878(4) 0.33612(18) 0.5026(2) 0.0980(11) Uani 1 1 d . . . H33A H 0.5164 0.3528 0.4631 0.147 Uiso 1 1 calc R . . H33B H 0.6405 0.3122 0.4767 0.147 Uiso 1 1 calc R . . H33C H 0.6383 0.3687 0.5319 0.147 Uiso 1 1 calc R . . C34 C 0.6490(3) 0.26766(17) 0.6229(2) 0.0948(11) Uani 1 1 d . . . H34A H 0.6152 0.2418 0.6575 0.142 Uiso 1 1 calc R . . H34B H 0.6997 0.2996 0.6538 0.142 Uiso 1 1 calc R . . H34C H 0.7022 0.2440 0.5971 0.142 Uiso 1 1 calc R . . C35 C 0.0825(3) 0.34630(14) 0.58273(18) 0.0699(8) Uani 1 1 d . . . H35A H 0.0650 0.3121 0.5451 0.084 Uiso 1 1 calc R . . C36 C 0.0127(4) 0.4022(2) 0.5394(3) 0.1146(14) Uani 1 1 d . . . H36A H -0.0785 0.3947 0.5244 0.172 Uiso 1 1 calc R . . H36B H 0.0424 0.4101 0.4925 0.172 Uiso 1 1 calc R . . H36C H 0.0304 0.4370 0.5743 0.172 Uiso 1 1 calc R . . C37 C 0.0315(4) 0.3291(2) 0.6536(3) 0.1239(16) Uani 1 1 d . . . H37A H 0.0755 0.2933 0.6786 0.186 Uiso 1 1 calc R . . H37B H -0.0593 0.3209 0.6359 0.186 Uiso 1 1 calc R . . H37C H 0.0458 0.3621 0.6912 0.186 Uiso 1 1 calc R . . C38 C 0.3005(6) 0.4803(2) 0.4601(5) 0.189(3) Uani 1 1 d D . . H38A H 0.2886 0.5221 0.4733 0.283 Uiso 1 1 calc R . . H38B H 0.3736 0.4636 0.4982 0.283 Uiso 1 1 calc R . . H38C H 0.2247 0.4572 0.4612 0.283 Uiso 1 1 calc R . . C39 C 0.3229(7) 0.4771(3) 0.3788(5) 0.201(4) Uani 1 1 d D . . H39A H 0.2503 0.4951 0.3405 0.241 Uiso 1 1 calc R . . H39B H 0.3996 0.5002 0.3777 0.241 Uiso 1 1 calc R . . C40 C 0.3588(7) 0.4091(4) 0.2804(4) 0.207(4) Uani 1 1 d D . . H40A H 0.4328 0.4331 0.2760 0.248 Uiso 1 1 calc R . . H40B H 0.2839 0.4236 0.2405 0.248 Uiso 1 1 calc R . . C41 C 0.3818(6) 0.3432(4) 0.2662(4) 0.209(4) Uani 1 1 d D . . H41A H 0.3955 0.3383 0.2139 0.314 Uiso 1 1 calc R . . H41B H 0.3080 0.3197 0.2702 0.314 Uiso 1 1 calc R . . H41C H 0.4566 0.3292 0.3055 0.314 Uiso 1 1 calc R . . B1 B 0.4346(4) 0.08345(17) 0.78766(19) 0.0767(11) Uani 1 1 d . . . H1 H 0.5056 0.0565 0.8314 0.092 Uiso 1 1 calc R . . B2 B 0.2972(5) 0.05104(18) 0.7198(2) 0.0999(16) Uani 1 1 d . . . H2 H 0.2746 0.0020 0.7180 0.120 Uiso 1 1 calc R . . B3 B 0.2803(4) 0.09642(19) 0.7997(2) 0.0832(12) Uani 1 1 d . . . H3 H 0.2485 0.0783 0.8509 0.100 Uiso 1 1 calc R . . B4 B 0.3877(3) 0.15752(15) 0.80723(18) 0.0624(8) Uani 1 1 d . . . H4 H 0.4264 0.1806 0.8647 0.075 Uiso 1 1 calc R . . B5 B 0.4804(3) 0.14732(15) 0.73873(18) 0.0592(8) Uani 1 1 d . . . H5 H 0.5813 0.1629 0.7533 0.071 Uiso 1 1 calc R . . B6 B 0.4250(4) 0.07976(15) 0.6842(2) 0.0749(10) Uani 1 1 d . . . H6 H 0.4880 0.0486 0.6616 0.090 Uiso 1 1 calc R . . B9 B 0.3468(3) 0.19979(13) 0.71292(16) 0.0493(7) Uani 1 1 d . . . H9 H 0.3480 0.2499 0.7163 0.059 Uiso 1 1 calc R . . B10 B 0.3855(3) 0.15181(12) 0.63918(16) 0.0491(7) Uani 1 1 d . . . H10 H 0.4340 0.1652 0.5929 0.059 Uiso 1 1 calc R . . B11 B 0.2603(4) 0.09661(14) 0.62921(18) 0.0703(10) Uani 1 1 d . . . H11 H 0.2017 0.0750 0.5746 0.084 Uiso 1 1 calc R . . B12 B 0.2359(3) 0.18460(12) 0.60567(15) 0.0444(6) Uani 1 1 d . . . H12 H 0.1405 0.2059 0.5838 0.053 Uiso 1 1 calc R . . O1 O 0.3384(3) 0.41632(16) 0.3573(2) 0.1281(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0448(10) 0.0320(9) 0.0321(9) -0.0005(7) 0.0048(8) -0.0048(8) N2 0.0409(10) 0.0309(9) 0.0356(9) -0.0027(7) 0.0078(8) -0.0060(7) C7 0.0744(19) 0.102(2) 0.0457(16) 0.0280(16) -0.0080(14) -0.0439(18) C8 0.0601(17) 0.090(2) 0.0417(14) 0.0122(14) 0.0073(12) -0.0106(15) C11 0.0347(11) 0.0338(11) 0.0335(11) -0.0031(9) 0.0054(9) -0.0042(9) C12 0.0595(15) 0.0374(12) 0.0308(11) 0.0033(9) 0.0066(10) -0.0024(10) C13 0.0557(14) 0.0343(11) 0.0379(12) 0.0069(10) 0.0090(10) -0.0022(10) C14 0.0595(14) 0.0322(11) 0.0288(11) -0.0015(9) 0.0007(10) -0.0081(10) C15 0.0753(17) 0.0383(13) 0.0360(12) -0.0007(10) 0.0066(12) 0.0008(12) C16 0.107(3) 0.0405(15) 0.0592(17) -0.0108(13) 0.0085(16) 0.0035(16) C17 0.120(3) 0.0395(15) 0.068(2) -0.0097(14) -0.0001(19) -0.0215(18) C18 0.083(2) 0.0568(17) 0.0552(16) -0.0025(13) -0.0012(15) -0.0334(16) C19 0.0601(15) 0.0495(14) 0.0373(13) -0.0010(11) 0.0012(11) -0.0178(12) C20 0.0518(15) 0.0691(17) 0.0629(17) -0.0015(14) 0.0079(13) -0.0149(13) C21 0.078(2) 0.114(3) 0.079(2) 0.022(2) 0.0047(18) 0.007(2) C22 0.076(2) 0.140(3) 0.068(2) 0.013(2) 0.0191(17) -0.001(2) C23 0.0700(18) 0.0578(16) 0.0573(16) -0.0011(13) 0.0159(14) 0.0108(14) C24 0.108(3) 0.155(4) 0.073(2) 0.019(2) 0.036(2) 0.004(3) C25 0.095(3) 0.090(2) 0.088(2) 0.0008(19) 0.019(2) 0.034(2) C26 0.0500(13) 0.0315(11) 0.0368(12) -0.0038(9) 0.0090(10) -0.0098(9) C27 0.0639(16) 0.0447(13) 0.0526(15) -0.0099(11) 0.0211(13) -0.0060(12) C28 0.094(2) 0.0633(18) 0.0688(19) -0.0296(15) 0.0326(17) -0.0133(16) C29 0.102(3) 0.0702(19) 0.0632(19) -0.0339(15) 0.0184(18) -0.0309(18) C30 0.0659(18) 0.0664(18) 0.0643(18) -0.0121(15) 0.0044(15) -0.0303(15) C31 0.0514(14) 0.0411(13) 0.0486(14) 0.0001(11) 0.0079(11) -0.0115(11) C32 0.0483(15) 0.0571(16) 0.0761(19) -0.0051(14) 0.0129(13) -0.0076(12) C33 0.095(3) 0.111(3) 0.104(3) 0.013(2) 0.053(2) 0.002(2) C34 0.0604(19) 0.100(3) 0.116(3) 0.011(2) 0.0081(19) 0.0082(18) C35 0.0616(17) 0.0743(19) 0.079(2) -0.0226(16) 0.0274(15) 0.0014(15) C36 0.089(3) 0.128(3) 0.118(3) 0.004(3) 0.010(2) 0.023(2) C37 0.086(3) 0.174(4) 0.128(3) 0.011(3) 0.058(3) -0.013(3) C38 0.163(6) 0.083(3) 0.323(11) 0.006(5) 0.067(6) -0.018(3) C39 0.176(6) 0.131(5) 0.290(10) 0.110(6) 0.048(6) -0.046(4) C40 0.189(7) 0.305(11) 0.127(5) 0.090(7) 0.040(5) -0.099(8) C41 0.133(5) 0.401(13) 0.110(4) -0.043(7) 0.062(4) -0.115(8) B1 0.100(3) 0.071(2) 0.0444(18) 0.0152(16) -0.0093(18) -0.002(2) B2 0.167(4) 0.062(2) 0.050(2) 0.0186(17) -0.009(2) -0.048(3) B3 0.098(3) 0.099(3) 0.0418(18) 0.0241(18) -0.0025(18) -0.038(2) B4 0.071(2) 0.072(2) 0.0366(15) 0.0042(14) 0.0006(14) -0.0154(17) B5 0.0545(18) 0.070(2) 0.0458(17) 0.0059(15) -0.0010(14) -0.0031(15) B6 0.114(3) 0.0519(19) 0.0509(19) 0.0079(15) 0.0059(19) 0.0159(19) B9 0.0580(17) 0.0484(15) 0.0395(15) -0.0009(12) 0.0087(13) -0.0071(13) B10 0.0575(17) 0.0457(15) 0.0414(15) 0.0013(12) 0.0073(13) -0.0022(13) B11 0.103(3) 0.0550(18) 0.0395(16) 0.0062(14) -0.0067(17) -0.0340(18) B12 0.0499(15) 0.0425(14) 0.0358(14) 0.0026(11) 0.0014(12) -0.0113(12) O1 0.103(2) 0.136(3) 0.138(3) 0.067(2) 0.0174(18) -0.0337(18) _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 C11 1.348(3) . ? N1 C12 1.378(3) . ? N1 C14 1.449(3) . ? N2 C11 1.347(2) . ? N2 C13 1.387(3) . ? N2 C26 1.448(3) . ? C7 C8 1.504(4) . ? C7 B2 1.638(6) . ? C7 B11 1.674(5) . ? C7 B3 1.692(4) . ? C8 B4 1.648(4) . ? C8 B9 1.675(4) . ? C8 B3 1.692(5) . ? C11 B12 1.621(3) . ? C12 C13 1.332(3) . ? C14 C19 1.391(3) . ? C14 C15 1.394(3) . ? C15 C16 1.397(3) . ? C15 C23 1.507(4) . ? C16 C17 1.366(4) . ? C17 C18 1.363(4) . ? C18 C19 1.391(3) . ? C19 C20 1.511(4) . ? C20 C22 1.524(4) . ? C20 C21 1.531(4) . ? C23 C25 1.522(4) . ? C23 C24 1.523(4) . ? C26 C27 1.390(3) . ? C26 C31 1.393(3) . ? C27 C28 1.387(4) . ? C27 C35 1.516(4) . ? C28 C29 1.362(4) . ? C29 C30 1.361(4) . ? C30 C31 1.397(3) . ? C31 C32 1.513(4) . ? C32 C33 1.523(4) . ? C32 C34 1.532(4) . ? C35 C37 1.511(4) . ? C35 C36 1.529(5) . ? C38 C39 1.488(7) . ? C39 O1 1.403(8) . ? C40 O1 1.410(8) . ? C40 C41 1.497(7) . ? B1 B3 1.742(6) . ? B1 B4 1.757(5) . ? B1 B5 1.768(5) . ? B1 B6 1.769(5) . ? B1 B2 1.783(5) . ? B2 B3 1.750(6) . ? B2 B6 1.754(6) . ? B2 B11 1.816(4) . ? B3 B4 1.749(5) . ? B4 B5 1.743(5) . ? B4 B9 1.831(4) . ? B5 B10 1.768(4) . ? B5 B6 1.775(5) . ? B5 B9 1.802(4) . ? B6 B10 1.764(4) . ? B6 B11 1.819(5) . ? B9 B10 1.782(4) . ? B9 B12 1.963(4) . ? B10 B12 1.718(4) . ? B10 B11 1.782(4) . ? B11 B12 1.974(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C12 110.56(17) . . ? C11 N1 C14 125.36(17) . . ? C12 N1 C14 123.96(17) . . ? C11 N2 C13 110.50(17) . . ? C11 N2 C26 126.27(17) . . ? C13 N2 C26 123.16(17) . . ? C8 C7 B2 113.7(2) . . ? C8 C7 B11 111.5(2) . . ? B2 C7 B11 66.5(2) . . ? C8 C7 B3 63.6(2) . . ? B2 C7 B3 63.4(2) . . ? B11 C7 B3 119.3(3) . . ? C7 C8 B4 113.4(3) . . ? C7 C8 B9 111.1(2) . . ? B4 C8 B9 66.85(18) . . ? C7 C8 B3 63.6(2) . . ? B4 C8 B3 63.1(2) . . ? B9 C8 B3 119.2(2) . . ? N2 C11 N1 105.02(17) . . ? N2 C11 B12 128.20(18) . . ? N1 C11 B12 126.23(18) . . ? C13 C12 N1 107.23(18) . . ? C12 C13 N2 106.68(18) . . ? C19 C14 C15 124.3(2) . . ? C19 C14 N1 118.6(2) . . ? C15 C14 N1 117.1(2) . . ? C14 C15 C16 116.0(3) . . ? C14 C15 C23 123.0(2) . . ? C16 C15 C23 121.1(3) . . ? C17 C16 C15 121.0(3) . . ? C18 C17 C16 121.2(3) . . ? C17 C18 C19 121.3(3) . . ? C18 C19 C14 116.2(3) . . ? C18 C19 C20 120.5(2) . . ? C14 C19 C20 123.3(2) . . ? C19 C20 C22 112.2(2) . . ? C19 C20 C21 111.0(2) . . ? C22 C20 C21 109.9(2) . . ? C15 C23 C25 113.3(2) . . ? C15 C23 C24 111.0(2) . . ? C25 C23 C24 110.2(3) . . ? C27 C26 C31 123.7(2) . . ? C27 C26 N2 118.2(2) . . ? C31 C26 N2 118.13(19) . . ? C28 C27 C26 116.5(2) . . ? C28 C27 C35 120.3(2) . . ? C26 C27 C35 123.2(2) . . ? C29 C28 C27 121.5(3) . . ? C30 C29 C28 120.7(3) . . ? C29 C30 C31 121.3(3) . . ? C26 C31 C30 116.3(2) . . ? C26 C31 C32 123.2(2) . . ? C30 C31 C32 120.5(2) . . ? C31 C32 C33 111.3(2) . . ? C31 C32 C34 111.7(2) . . ? C33 C32 C34 110.8(3) . . ? C37 C35 C27 111.0(3) . . ? C37 C35 C36 111.4(3) . . ? C27 C35 C36 111.9(3) . . ? O1 C39 C38 110.7(5) . . ? O1 C40 C41 109.5(5) . . ? B3 B1 B4 60.0(2) . . ? B3 B1 B5 108.4(3) . . ? B4 B1 B5 59.27(19) . . ? B3 B1 B6 108.3(3) . . ? B4 B1 B6 106.9(2) . . ? B5 B1 B6 60.24(19) . . ? B3 B1 B2 59.5(3) . . ? B4 B1 B2 105.4(3) . . ? B5 B1 B2 106.4(2) . . ? B6 B1 B2 59.2(2) . . ? C7 B2 B3 59.8(2) . . ? C7 B2 B6 104.6(2) . . ? B3 B2 B6 108.7(3) . . ? C7 B2 B1 103.5(3) . . ? B3 B2 B1 59.1(2) . . ? B6 B2 B1 60.0(2) . . ? C7 B2 B11 57.7(2) . . ? B3 B2 B11 109.0(3) . . ? B6 B2 B11 61.2(2) . . ? B1 B2 B11 108.2(2) . . ? C8 B3 C7 52.77(17) . . ? C8 B3 B1 102.8(2) . . ? C7 B3 B1 103.0(3) . . ? C8 B3 B4 57.22(18) . . ? C7 B3 B4 100.0(2) . . ? B1 B3 B4 60.4(2) . . ? C8 B3 B2 99.7(2) . . ? C7 B3 B2 56.8(2) . . ? B1 B3 B2 61.4(3) . . ? B4 B3 B2 107.2(3) . . ? C8 B4 B5 104.1(2) . . ? C8 B4 B3 59.6(2) . . ? B5 B4 B3 109.2(3) . . ? C8 B4 B1 103.9(2) . . ? B5 B4 B1 60.7(2) . . ? B3 B4 B1 59.6(2) . . ? C8 B4 B9 57.28(16) . . ? B5 B4 B9 60.50(17) . . ? B3 B4 B9 108.4(2) . . ? B1 B4 B9 108.1(2) . . ? B4 B5 B1 60.0(2) . . ? B4 B5 B10 111.7(2) . . ? B1 B5 B10 110.5(2) . . ? B4 B5 B6 107.3(2) . . ? B1 B5 B6 59.90(19) . . ? B10 B5 B6 59.73(17) . . ? B4 B5 B9 62.16(18) . . ? B1 B5 B9 108.9(2) . . ? B10 B5 B9 59.86(16) . . ? B6 B5 B9 105.2(2) . . ? B2 B6 B10 110.8(3) . . ? B2 B6 B1 60.8(2) . . ? B10 B6 B1 110.6(2) . . ? B2 B6 B5 107.4(3) . . ? B10 B6 B5 59.95(17) . . ? B1 B6 B5 59.86(19) . . ? B2 B6 B11 61.1(2) . . ? B10 B6 B11 59.61(17) . . ? B1 B6 B11 108.7(3) . . ? B5 B6 B11 105.0(2) . . ? C8 B9 B10 108.2(2) . . ? C8 B9 B5 100.5(2) . . ? B10 B9 B5 59.12(16) . . ? C8 B9 B4 55.86(16) . . ? B10 B9 B4 107.1(2) . . ? B5 B9 B4 57.34(17) . . ? C8 B9 B12 88.92(17) . . ? B10 B9 B12 54.35(15) . . ? B5 B9 B12 112.26(19) . . ? B4 B9 B12 135.1(2) . . ? B12 B10 B6 128.5(2) . . ? B12 B10 B5 127.6(2) . . ? B6 B10 B5 60.32(18) . . ? B12 B10 B9 68.20(16) . . ? B6 B10 B9 106.5(2) . . ? B5 B10 B9 61.02(17) . . ? B12 B10 B11 68.65(18) . . ? B6 B10 B11 61.7(2) . . ? B5 B10 B11 106.9(2) . . ? B9 B10 B11 99.4(2) . . ? C7 B11 B10 108.0(2) . . ? C7 B11 B2 55.8(2) . . ? B10 B11 B2 107.2(2) . . ? C7 B11 B6 100.4(2) . . ? B10 B11 B6 58.66(18) . . ? B2 B11 B6 57.7(2) . . ? C7 B11 B12 88.6(2) . . ? B10 B11 B12 54.13(14) . . ? B2 B11 B12 134.7(2) . . ? B6 B11 B12 111.5(2) . . ? C11 B12 B10 108.67(19) . . ? C11 B12 B9 129.27(18) . . ? B10 B12 B9 57.45(15) . . ? C11 B12 B11 128.7(2) . . ? B10 B12 B11 57.22(17) . . ? B9 B12 B11 87.35(16) . . ? C39 O1 C40 114.4(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.457 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.041 data_3b _database_code_depnum_ccdc_archive 'CCDC 893416' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H50 B10 N2' _chemical_formula_weight 546.82 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.286(4) _cell_length_b 18.148(6) _cell_length_c 21.421(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.323(7) _cell_angle_gamma 90.00 _cell_volume 3999(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 427 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.908 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.048 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6120 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 26466 _diffrn_reflns_av_R_equivalents 0.1012 _diffrn_reflns_av_sigmaI/netI 0.1175 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.25 _reflns_number_total 7233 _reflns_number_gt 2892 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0942P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7233 _refine_ls_number_parameters 383 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1601 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.2108 _refine_ls_wR_factor_gt 0.1782 _refine_ls_goodness_of_fit_ref 0.910 _refine_ls_restrained_S_all 0.910 _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 0.3049(2) 0.19445(12) 0.24382(11) 0.0575(6) Uani 1 1 d . . . N2 N 0.3494(2) 0.18972(12) 0.34212(11) 0.0637(6) Uani 1 1 d . . . B1 B 0.5515(4) -0.12005(18) 0.24481(18) 0.0767(11) Uani 1 1 d . . . H1 H 0.5480 -0.1798 0.2366 0.092 Uiso 1 1 calc R . . B2 B 0.6114(4) -0.08029(19) 0.31475(17) 0.0751(10) Uani 1 1 d . . . H2 H 0.6494 -0.1131 0.3540 0.090 Uiso 1 1 calc R . . B3 B 0.6988(4) -0.07262(19) 0.24541(16) 0.0717(10) Uani 1 1 d . . . H3 H 0.7923 -0.1006 0.2378 0.086 Uiso 1 1 calc R . . B4 B 0.5862(4) -0.0550(2) 0.18486(17) 0.0774(11) Uani 1 1 d . . . H4 H 0.6076 -0.0705 0.1363 0.093 Uiso 1 1 calc R . . B5 B 0.4293(4) -0.06148(18) 0.21591(18) 0.0772(11) Uani 1 1 d . . . H5 H 0.3491 -0.0838 0.1874 0.093 Uiso 1 1 calc R . . B6 B 0.4464(3) -0.07670(17) 0.29782(18) 0.0733(10) Uani 1 1 d . . . H6 H 0.3778 -0.1093 0.3258 0.088 Uiso 1 1 calc R . . B9 B 0.4979(3) 0.02916(18) 0.20210(16) 0.0704(10) Uani 1 1 d . . . H9 H 0.4797 0.0672 0.1630 0.084 Uiso 1 1 calc R . . B10 B 0.3988(3) 0.01114(17) 0.26938(16) 0.0645(9) Uani 1 1 d . . . H10 H 0.2974 0.0281 0.2766 0.077 Uiso 1 1 calc R . . B11 B 0.5237(3) 0.00488(18) 0.32737(16) 0.0680(10) Uani 1 1 d . . . H11 H 0.5232 0.0269 0.3752 0.082 Uiso 1 1 calc R . . B12 B 0.4817(3) 0.09305(17) 0.27535(14) 0.0571(8) Uani 1 1 d . . . C7 C 0.6690(3) 0.00059(16) 0.29247(15) 0.0686(8) Uani 1 1 d . . . C8 C 0.6547(3) 0.01348(15) 0.22311(15) 0.0713(9) Uani 1 1 d . . . H8 H 0.7086 0.0636 0.2103 0.086 Uiso 1 1 calc R . . C12 C 0.7855(3) 0.0347(2) 0.32725(19) 0.1119(13) Uani 1 1 d . . . H12A H 0.7562 0.0754 0.3522 0.168 Uiso 1 1 calc R . . H12B H 0.8481 0.0518 0.2975 0.168 Uiso 1 1 calc R . . H12C H 0.8247 -0.0018 0.3538 0.168 Uiso 1 1 calc R . . C11 C 0.3765(2) 0.15729(13) 0.28681(13) 0.0534(7) Uani 1 1 d . . . C13 C 0.2354(3) 0.25047(16) 0.27252(17) 0.0773(9) Uani 1 1 d . . . H13A H 0.1808 0.2843 0.2530 0.093 Uiso 1 1 calc R . . C14 C 0.2620(3) 0.24644(16) 0.33312(17) 0.0803(9) Uani 1 1 d . . . H14A H 0.2277 0.2765 0.3641 0.096 Uiso 1 1 calc R . . C15 C 0.3071(3) 0.18327(15) 0.17727(14) 0.0613(7) Uani 1 1 d . . . C16 C 0.4049(3) 0.21671(15) 0.14365(15) 0.0701(8) Uani 1 1 d . . . C17 C 0.4055(4) 0.2038(2) 0.07928(17) 0.0944(11) Uani 1 1 d . . . H17A H 0.4696 0.2251 0.0547 0.113 Uiso 1 1 calc R . . C18 C 0.3119(5) 0.1598(2) 0.05192(19) 0.1055(12) Uani 1 1 d . . . H18A H 0.3147 0.1509 0.0092 0.127 Uiso 1 1 calc R . . C19 C 0.2156(4) 0.1294(2) 0.0868(2) 0.0996(11) Uani 1 1 d . . . H19A H 0.1523 0.1009 0.0671 0.119 Uiso 1 1 calc R . . C20 C 0.2093(3) 0.13959(16) 0.15048(16) 0.0717(8) Uani 1 1 d . . . C21 C 0.0990(3) 0.10785(18) 0.18807(18) 0.0903(10) Uani 1 1 d . . . H21A H 0.1258 0.1084 0.2320 0.108 Uiso 1 1 calc R . . C22 C -0.0226(3) 0.1573(2) 0.1818(2) 0.1360(16) Uani 1 1 d . . . H22A H -0.0004 0.2070 0.1930 0.204 Uiso 1 1 calc R . . H22B H -0.0893 0.1396 0.2092 0.204 Uiso 1 1 calc R . . H22C H -0.0537 0.1561 0.1395 0.204 Uiso 1 1 calc R . . C23 C 0.0663(3) 0.0279(2) 0.1708(2) 0.1147(13) Uani 1 1 d . . . H23A H 0.1426 -0.0021 0.1755 0.172 Uiso 1 1 calc R . . H23B H 0.0365 0.0259 0.1283 0.172 Uiso 1 1 calc R . . H23C H -0.0007 0.0099 0.1978 0.172 Uiso 1 1 calc R . . C24 C 0.5066(3) 0.26734(16) 0.17326(16) 0.0845(10) Uani 1 1 d . . . H24A H 0.4985 0.2638 0.2187 0.101 Uiso 1 1 calc R . . C25 C 0.6433(4) 0.2453(2) 0.1560(2) 0.1325(15) Uani 1 1 d . . . H25A H 0.6579 0.1949 0.1676 0.199 Uiso 1 1 calc R . . H25B H 0.7042 0.2764 0.1776 0.199 Uiso 1 1 calc R . . H25C H 0.6546 0.2508 0.1118 0.199 Uiso 1 1 calc R . . C26 C 0.4798(4) 0.34703(18) 0.1543(2) 0.1300(15) Uani 1 1 d . . . H26A H 0.5442 0.3786 0.1728 0.195 Uiso 1 1 calc R . . H26B H 0.3951 0.3613 0.1685 0.195 Uiso 1 1 calc R . . H26C H 0.4833 0.3513 0.1097 0.195 Uiso 1 1 calc R . . C27 C 0.4054(3) 0.16936(15) 0.40228(13) 0.0665(8) Uani 1 1 d . . . C28 C 0.5243(3) 0.20021(17) 0.41858(14) 0.0780(9) Uani 1 1 d . . . C29 C 0.5738(4) 0.1811(2) 0.47701(18) 0.1137(13) Uani 1 1 d . . . H29A H 0.6535 0.2000 0.4901 0.136 Uiso 1 1 calc R . . C30 C 0.5059(5) 0.1345(3) 0.51559(18) 0.1227(15) Uani 1 1 d . . . H30A H 0.5403 0.1224 0.5545 0.147 Uiso 1 1 calc R . . C31 C 0.3897(5) 0.1061(2) 0.49784(18) 0.1154(14) Uani 1 1 d . . . H31A H 0.3466 0.0744 0.5249 0.138 Uiso 1 1 calc R . . C32 C 0.3327(3) 0.12269(17) 0.44041(15) 0.0788(9) Uani 1 1 d . . . C33 C 0.2008(4) 0.0922(2) 0.42217(17) 0.0999(11) Uani 1 1 d . . . H33A H 0.1891 0.1013 0.3774 0.120 Uiso 1 1 calc R . . C34 C 0.0917(5) 0.1335(3) 0.4562(3) 0.169(2) Uani 1 1 d . . . H34A H 0.1001 0.1855 0.4488 0.254 Uiso 1 1 calc R . . H34B H 0.0980 0.1240 0.5002 0.254 Uiso 1 1 calc R . . H34C H 0.0089 0.1168 0.4409 0.254 Uiso 1 1 calc R . . C35 C 0.1889(5) 0.0099(2) 0.4323(2) 0.1496(18) Uani 1 1 d . . . H35A H 0.2579 -0.0149 0.4109 0.224 Uiso 1 1 calc R . . H35B H 0.1066 -0.0068 0.4164 0.224 Uiso 1 1 calc R . . H35C H 0.1945 -0.0007 0.4762 0.224 Uiso 1 1 calc R . . C36 C 0.5962(4) 0.25453(19) 0.37738(15) 0.0904(10) Uani 1 1 d . . . H36A H 0.5654 0.2477 0.3344 0.108 Uiso 1 1 calc R . . C37 C 0.7412(4) 0.2445(2) 0.3779(2) 0.1261(14) Uani 1 1 d . . . H37A H 0.7619 0.1950 0.3659 0.189 Uiso 1 1 calc R . . H37B H 0.7744 0.2539 0.4191 0.189 Uiso 1 1 calc R . . H37C H 0.7799 0.2784 0.3490 0.189 Uiso 1 1 calc R . . C38 C 0.5649(4) 0.3343(2) 0.3970(2) 0.1361(15) Uani 1 1 d . . . H38A H 0.6110 0.3680 0.3706 0.204 Uiso 1 1 calc R . . H38B H 0.5911 0.3417 0.4396 0.204 Uiso 1 1 calc R . . H38C H 0.4731 0.3428 0.3930 0.204 Uiso 1 1 calc R . . H12 H 0.579(2) 0.1208(13) 0.2756(11) 0.070(7) 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 0.0590(14) 0.0511(13) 0.0624(16) 0.0032(12) -0.0086(12) 0.0053(11) N2 0.0788(16) 0.0533(14) 0.0590(16) -0.0036(12) -0.0006(13) 0.0072(13) B1 0.089(3) 0.0474(18) 0.094(3) -0.0014(19) 0.014(2) 0.0081(19) B2 0.086(3) 0.061(2) 0.078(3) 0.0162(19) 0.008(2) 0.0208(19) B3 0.075(2) 0.063(2) 0.077(3) 0.0058(18) 0.006(2) 0.0177(19) B4 0.088(3) 0.076(2) 0.069(2) -0.0041(19) 0.008(2) 0.015(2) B5 0.082(3) 0.061(2) 0.089(3) -0.0120(19) -0.010(2) 0.0021(19) B6 0.076(2) 0.0512(19) 0.093(3) 0.0085(18) 0.020(2) 0.0007(18) B9 0.085(3) 0.062(2) 0.065(2) 0.0108(17) -0.0019(19) 0.0117(19) B10 0.057(2) 0.0568(19) 0.080(2) 0.0017(17) 0.0083(18) 0.0015(16) B11 0.078(2) 0.066(2) 0.060(2) 0.0001(17) 0.0051(18) 0.0140(18) B12 0.065(2) 0.0535(19) 0.053(2) 0.0045(15) -0.0006(16) 0.0033(17) C7 0.0581(19) 0.0665(19) 0.081(2) -0.0055(16) -0.0044(16) 0.0083(15) C8 0.077(2) 0.0542(17) 0.083(2) 0.0064(15) 0.0135(17) 0.0066(15) C12 0.087(3) 0.109(3) 0.139(3) -0.023(2) -0.021(2) 0.014(2) C11 0.0552(16) 0.0423(14) 0.0626(19) -0.0024(14) -0.0035(15) -0.0067(13) C13 0.081(2) 0.0593(19) 0.092(3) -0.0073(18) -0.0075(19) 0.0216(17) C14 0.092(2) 0.0574(19) 0.091(3) -0.0123(18) 0.006(2) 0.0231(18) C15 0.0647(19) 0.0562(17) 0.063(2) 0.0102(15) -0.0114(16) 0.0084(15) C16 0.076(2) 0.0626(19) 0.071(2) 0.0154(16) -0.0103(18) 0.0036(17) C17 0.108(3) 0.103(3) 0.072(3) 0.030(2) -0.004(2) -0.001(2) C18 0.131(4) 0.115(3) 0.071(3) 0.010(2) -0.027(3) 0.003(3) C19 0.102(3) 0.105(3) 0.091(3) -0.007(2) -0.033(2) -0.005(2) C20 0.069(2) 0.070(2) 0.076(2) -0.0058(17) -0.0215(18) 0.0043(17) C21 0.065(2) 0.088(2) 0.118(3) -0.005(2) -0.010(2) -0.0066(19) C22 0.075(3) 0.117(3) 0.215(5) -0.018(3) -0.009(3) 0.003(2) C23 0.085(2) 0.092(3) 0.167(4) -0.008(2) -0.013(2) -0.013(2) C24 0.088(3) 0.072(2) 0.094(2) 0.0227(18) -0.015(2) -0.0134(19) C25 0.085(3) 0.103(3) 0.209(5) 0.026(3) -0.015(3) -0.011(2) C26 0.151(4) 0.068(2) 0.171(4) 0.021(2) -0.021(3) -0.016(2) C27 0.094(2) 0.0580(17) 0.0476(18) -0.0054(14) 0.0028(17) 0.0017(17) C28 0.099(3) 0.078(2) 0.057(2) -0.0038(17) -0.0045(19) -0.0093(19) C29 0.122(3) 0.145(4) 0.074(3) 0.012(2) -0.014(2) -0.028(3) C30 0.159(4) 0.149(4) 0.060(2) 0.023(2) -0.017(3) -0.030(3) C31 0.169(4) 0.116(3) 0.062(3) 0.015(2) 0.015(3) -0.031(3) C32 0.098(3) 0.078(2) 0.060(2) -0.0104(17) 0.018(2) -0.010(2) C33 0.114(3) 0.097(3) 0.089(3) -0.016(2) 0.033(2) -0.025(2) C34 0.127(4) 0.155(4) 0.226(6) -0.039(4) 0.061(4) -0.006(3) C35 0.177(4) 0.099(3) 0.174(5) -0.013(3) 0.052(3) -0.050(3) C36 0.103(3) 0.095(3) 0.074(2) 0.0069(19) -0.007(2) -0.032(2) C37 0.126(4) 0.117(3) 0.136(4) -0.002(3) 0.026(3) -0.035(3) C38 0.148(4) 0.097(3) 0.163(4) 0.022(3) -0.002(3) -0.019(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 C11 1.356(3) . ? N1 C13 1.388(3) . ? N1 C15 1.440(3) . ? N2 C11 1.353(3) . ? N2 C14 1.379(3) . ? N2 C27 1.456(3) . ? B1 B3 1.743(5) . ? B1 B5 1.756(5) . ? B1 B6 1.758(5) . ? B1 B2 1.771(5) . ? B1 B4 1.782(5) . ? B2 C7 1.654(5) . ? B2 B6 1.735(5) . ? B2 B3 1.746(5) . ? B2 B11 1.811(5) . ? B3 C8 1.695(4) . ? B3 C7 1.697(5) . ? B3 B4 1.763(5) . ? B4 C8 1.646(5) . ? B4 B5 1.753(5) . ? B4 B9 1.817(5) . ? B5 B10 1.775(5) . ? B5 B6 1.784(5) . ? B5 B9 1.815(5) . ? B6 B10 1.774(4) . ? B6 B11 1.794(5) . ? B9 C8 1.696(5) . ? B9 B10 1.800(5) . ? B9 B12 1.959(5) . ? B10 B12 1.718(4) . ? B10 B11 1.785(5) . ? B11 C7 1.677(4) . ? B11 B12 1.996(4) . ? B12 C11 1.610(4) . ? C7 C8 1.510(4) . ? C7 C12 1.538(4) . ? C13 C14 1.327(4) . ? C15 C16 1.380(4) . ? C15 C20 1.402(4) . ? C16 C17 1.399(4) . ? C16 C24 1.528(4) . ? C17 C18 1.379(5) . ? C18 C19 1.361(5) . ? C19 C20 1.380(5) . ? C20 C21 1.509(4) . ? C21 C23 1.534(4) . ? C21 C22 1.545(5) . ? C24 C25 1.509(5) . ? C24 C26 1.527(4) . ? C27 C28 1.388(4) . ? C27 C32 1.397(4) . ? C28 C29 1.393(4) . ? C28 C36 1.518(4) . ? C29 C30 1.376(5) . ? C30 C31 1.355(5) . ? C31 C32 1.393(5) . ? C32 C33 1.514(5) . ? C33 C35 1.514(5) . ? C33 C34 1.537(5) . ? C36 C37 1.502(5) . ? C36 C38 1.541(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C13 110.0(2) . . ? C11 N1 C15 126.2(2) . . ? C13 N1 C15 123.5(2) . . ? C11 N2 C14 109.9(2) . . ? C11 N2 C27 125.6(2) . . ? C14 N2 C27 124.6(3) . . ? B3 B1 B5 108.9(2) . . ? B3 B1 B6 108.2(3) . . ? B5 B1 B6 61.0(2) . . ? B3 B1 B2 59.6(2) . . ? B5 B1 B2 107.3(2) . . ? B6 B1 B2 58.9(2) . . ? B3 B1 B4 60.0(2) . . ? B5 B1 B4 59.4(2) . . ? B6 B1 B4 107.2(2) . . ? B2 B1 B4 105.7(3) . . ? C7 B2 B6 104.9(2) . . ? C7 B2 B3 59.8(2) . . ? B6 B2 B3 109.1(3) . . ? C7 B2 B1 103.9(2) . . ? B6 B2 B1 60.2(2) . . ? B3 B2 B1 59.4(2) . . ? C7 B2 B11 57.67(18) . . ? B6 B2 B11 60.76(19) . . ? B3 B2 B11 108.6(2) . . ? B1 B2 B11 107.6(2) . . ? C8 B3 C7 52.89(17) . . ? C8 B3 B1 102.8(2) . . ? C7 B3 B1 103.4(2) . . ? C8 B3 B2 100.1(2) . . ? C7 B3 B2 57.41(19) . . ? B1 B3 B2 61.0(2) . . ? C8 B3 B4 56.79(19) . . ? C7 B3 B4 100.1(2) . . ? B1 B3 B4 61.1(2) . . ? B2 B3 B4 107.5(3) . . ? C8 B4 B5 104.7(2) . . ? C8 B4 B3 59.5(2) . . ? B5 B4 B3 108.1(3) . . ? C8 B4 B1 103.2(3) . . ? B5 B4 B1 59.6(2) . . ? B3 B4 B1 58.9(2) . . ? C8 B4 B9 58.42(19) . . ? B5 B4 B9 61.09(19) . . ? B3 B4 B9 109.2(3) . . ? B1 B4 B9 107.9(2) . . ? B4 B5 B1 61.0(2) . . ? B4 B5 B10 111.2(3) . . ? B1 B5 B10 110.5(3) . . ? B4 B5 B6 107.3(3) . . ? B1 B5 B6 59.6(2) . . ? B10 B5 B6 59.80(19) . . ? B4 B5 B9 61.2(2) . . ? B1 B5 B9 109.1(3) . . ? B10 B5 B9 60.17(18) . . ? B6 B5 B9 105.3(2) . . ? B2 B6 B1 60.9(2) . . ? B2 B6 B10 111.9(2) . . ? B1 B6 B10 110.5(3) . . ? B2 B6 B5 107.6(3) . . ? B1 B6 B5 59.4(2) . . ? B10 B6 B5 59.86(19) . . ? B2 B6 B11 61.7(2) . . ? B1 B6 B11 108.9(2) . . ? B10 B6 B11 60.04(18) . . ? B5 B6 B11 105.1(2) . . ? C8 B9 B10 107.4(2) . . ? C8 B9 B5 100.1(2) . . ? B10 B9 B5 58.82(19) . . ? C8 B9 B4 55.74(18) . . ? B10 B9 B4 107.2(2) . . ? B5 B9 B4 57.73(19) . . ? C8 B9 B12 88.4(2) . . ? B10 B9 B12 54.19(17) . . ? B5 B9 B12 111.8(2) . . ? B4 B9 B12 134.9(2) . . ? B12 B10 B6 128.0(3) . . ? B12 B10 B5 127.0(2) . . ? B6 B10 B5 60.3(2) . . ? B12 B10 B11 69.43(19) . . ? B6 B10 B11 60.54(19) . . ? B5 B10 B11 105.8(2) . . ? B12 B10 B9 67.63(19) . . ? B6 B10 B9 106.4(2) . . ? B5 B10 B9 61.01(19) . . ? B11 B10 B9 99.2(2) . . ? C7 B11 B10 109.4(2) . . ? C7 B11 B6 101.5(2) . . ? B10 B11 B6 59.42(18) . . ? C7 B11 B2 56.48(18) . . ? B10 B11 B2 107.9(2) . . ? B6 B11 B2 57.54(19) . . ? C7 B11 B12 88.8(2) . . ? B10 B11 B12 53.69(16) . . ? B6 B11 B12 111.7(2) . . ? B2 B11 B12 135.0(2) . . ? C11 B12 B10 107.7(2) . . ? C11 B12 B9 127.7(2) . . ? B10 B12 B9 58.18(18) . . ? C11 B12 B11 129.7(2) . . ? B10 B12 B11 56.88(18) . . ? B9 B12 B11 87.34(19) . . ? C8 C7 C12 119.0(3) . . ? C8 C7 B2 112.9(2) . . ? C12 C7 B2 119.8(3) . . ? C8 C7 B11 110.5(2) . . ? C12 C7 B11 117.3(3) . . ? B2 C7 B11 65.9(2) . . ? C8 C7 B3 63.49(19) . . ? C12 C7 B3 117.4(2) . . ? B2 C7 B3 62.8(2) . . ? B11 C7 B3 117.8(2) . . ? C7 C8 B4 114.3(2) . . ? C7 C8 B3 63.62(19) . . ? B4 C8 B3 63.7(2) . . ? C7 C8 B9 112.0(2) . . ? B4 C8 B9 65.8(2) . . ? B3 C8 B9 118.8(2) . . ? N2 C11 N1 105.3(2) . . ? N2 C11 B12 126.2(2) . . ? N1 C11 B12 128.3(2) . . ? C14 C13 N1 106.8(3) . . ? C13 C14 N2 107.9(3) . . ? C16 C15 C20 124.0(3) . . ? C16 C15 N1 118.0(3) . . ? C20 C15 N1 118.0(3) . . ? C15 C16 C17 116.6(3) . . ? C15 C16 C24 123.2(3) . . ? C17 C16 C24 120.2(3) . . ? C18 C17 C16 120.6(3) . . ? C19 C18 C17 120.7(4) . . ? C18 C19 C20 121.8(4) . . ? C19 C20 C15 116.3(3) . . ? C19 C20 C21 121.1(3) . . ? C15 C20 C21 122.5(3) . . ? C20 C21 C23 113.4(3) . . ? C20 C21 C22 110.0(3) . . ? C23 C21 C22 110.6(3) . . ? C25 C24 C26 110.6(3) . . ? C25 C24 C16 112.1(3) . . ? C26 C24 C16 109.7(3) . . ? C28 C27 C32 124.8(3) . . ? C28 C27 N2 117.6(3) . . ? C32 C27 N2 117.4(3) . . ? C27 C28 C29 116.3(3) . . ? C27 C28 C36 123.2(3) . . ? C29 C28 C36 120.5(3) . . ? C30 C29 C28 120.6(4) . . ? C31 C30 C29 121.1(4) . . ? C30 C31 C32 122.1(4) . . ? C31 C32 C27 115.1(3) . . ? C31 C32 C33 121.4(3) . . ? C27 C32 C33 123.5(3) . . ? C35 C33 C32 113.3(4) . . ? C35 C33 C34 110.6(3) . . ? C32 C33 C34 110.8(3) . . ? C37 C36 C28 113.9(3) . . ? C37 C36 C38 108.7(3) . . ? C28 C36 C38 110.4(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.277 _refine_diff_density_min -0.153 _refine_diff_density_rms 0.033 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.005 0.000 0.000 317.3 65.8 2 -0.011 0.322 0.821 11.3 0.2 3 -0.015 0.500 0.500 317.3 65.9 4 0.011 0.678 0.179 11.2 0.2 5 0.083 0.625 0.713 7.0 0.1 6 0.417 0.125 0.787 7.0 0.1 7 0.489 0.178 0.321 11.2 0.2 8 0.511 0.822 0.679 11.3 0.2 9 0.583 0.875 0.213 7.0 0.1 10 0.917 0.375 0.287 7.0 0.1 _platon_squeeze_details ; ; data_3c _database_code_depnum_ccdc_archive 'CCDC 893417' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H47 B10 Cl N2' _chemical_formula_weight 567.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 19.542(4) _cell_length_b 16.440(3) _cell_length_c 10.733(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3448.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 75 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.093 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.133 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6116 _exptl_absorpt_correction_T_max 0.7134 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEAG SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28890 _diffrn_reflns_av_R_equivalents 0.1992 _diffrn_reflns_av_sigmaI/netI 0.1106 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3241 _reflns_number_gt 1485 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0854P)^2^+2.4442P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0022(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3241 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1677 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.2267 _refine_ls_wR_factor_gt 0.1638 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _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 Cl1 Cl 0.46258(11) 0.2500 -0.1908(2) 0.1099(9) Uani 1 2 d S . . N1 N 0.09312(14) 0.18474(16) 0.0877(3) 0.0358(7) Uani 1 1 d . . . C8 C 0.32457(19) 0.2036(2) -0.0819(4) 0.0535(11) Uani 1 1 d . . . H8 H 0.2947 0.1806 -0.1612 0.064 Uiso 1 1 calc R . . C11 C 0.1344(3) 0.2500 0.0735(4) 0.0351(12) Uani 1 2 d S . . C12 C 0.02756(19) 0.2094(2) 0.1107(3) 0.0448(10) Uani 1 1 d . . . H12 H -0.0101 0.1758 0.1238 0.054 Uiso 1 1 calc R . . C13 C 0.11591(17) 0.1009(2) 0.0920(4) 0.0371(9) Uani 1 1 d . . . C14 C 0.11680(18) 0.0571(2) -0.0185(4) 0.0440(10) Uani 1 1 d . . . C15 C 0.1385(2) -0.0237(2) -0.0095(4) 0.0604(12) Uani 1 1 d . . . H15A H 0.1401 -0.0556 -0.0810 0.072 Uiso 1 1 calc R . . C16 C 0.1574(2) -0.0566(3) 0.1015(5) 0.0689(14) Uani 1 1 d . . . H16A H 0.1722 -0.1103 0.1048 0.083 Uiso 1 1 calc R . . C17 C 0.1551(2) -0.0115(3) 0.2081(4) 0.0623(13) Uani 1 1 d . . . H17A H 0.1677 -0.0354 0.2832 0.075 Uiso 1 1 calc R . . C18 C 0.13422(19) 0.0688(2) 0.2073(4) 0.0439(10) Uani 1 1 d . . . C19 C 0.1305(2) 0.1172(2) 0.3269(4) 0.0510(11) Uani 1 1 d . . . H19A H 0.1257 0.1747 0.3045 0.061 Uiso 1 1 calc R . . C20 C 0.1950(2) 0.1085(3) 0.4057(4) 0.0811(15) Uani 1 1 d . . . H20A H 0.2342 0.1241 0.3572 0.122 Uiso 1 1 calc R . . H20B H 0.1998 0.0530 0.4320 0.122 Uiso 1 1 calc R . . H20C H 0.1916 0.1431 0.4775 0.122 Uiso 1 1 calc R . . C21 C 0.0683(2) 0.0934(3) 0.4029(4) 0.0679(13) Uani 1 1 d . . . H21A H 0.0278 0.1004 0.3536 0.102 Uiso 1 1 calc R . . H21B H 0.0656 0.1271 0.4757 0.102 Uiso 1 1 calc R . . H21C H 0.0722 0.0374 0.4276 0.102 Uiso 1 1 calc R . . C22 C 0.0954(2) 0.0918(3) -0.1431(4) 0.0538(11) Uani 1 1 d . . . H22A H 0.0815 0.1485 -0.1300 0.065 Uiso 1 1 calc R . . C23 C 0.1539(3) 0.0914(4) -0.2367(4) 0.102(2) Uani 1 1 d . . . H23A H 0.1920 0.1211 -0.2033 0.153 Uiso 1 1 calc R . . H23B H 0.1391 0.1165 -0.3128 0.153 Uiso 1 1 calc R . . H23C H 0.1675 0.0363 -0.2531 0.153 Uiso 1 1 calc R . . C24 C 0.0351(3) 0.0465(3) -0.1967(5) 0.0966(18) Uani 1 1 d . . . H24A H -0.0023 0.0480 -0.1386 0.145 Uiso 1 1 calc R . . H24B H 0.0478 -0.0090 -0.2120 0.145 Uiso 1 1 calc R . . H24C H 0.0213 0.0716 -0.2735 0.145 Uiso 1 1 calc R . . B1 B 0.4151(4) 0.2500 0.0937(7) 0.060(2) Uani 1 2 d S . . H1 H 0.4670 0.2500 0.1335 0.073 Uiso 1 2 calc SR . . B3 B 0.4015(4) 0.2500 -0.0669(7) 0.060(2) Uani 1 2 d S . . B4 B 0.3787(2) 0.1642(3) 0.0198(5) 0.0603(14) Uani 1 1 d . . . H4 H 0.4064 0.1064 0.0090 0.072 Uiso 1 1 calc R . . B5 B 0.3471(3) 0.1961(3) 0.1635(5) 0.0628(15) Uani 1 1 d . . . H5 H 0.3559 0.1589 0.2471 0.075 Uiso 1 1 calc R . . B9 B 0.2867(2) 0.1678(3) 0.0442(5) 0.0559(14) Uani 1 1 d . . . H9 H 0.2584 0.1104 0.0332 0.067 Uiso 1 1 calc R . . B10 B 0.2704(4) 0.2500 0.1467(7) 0.0531(18) Uani 1 2 d S . . H10 H 0.2353 0.2500 0.2270 0.064 Uiso 1 2 calc SR . . B12 B 0.2137(3) 0.2500 0.0231(6) 0.0449(16) Uani 1 2 d S . . H12A H 0.1770 0.2500 -0.0546 0.054 Uiso 1 2 calc SR . . 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 Cl1 0.0748(14) 0.136(2) 0.1188(19) 0.000 0.0420(13) 0.000 N1 0.0368(17) 0.0351(17) 0.0355(17) 0.0009(14) -0.0005(14) -0.0031(14) C8 0.040(2) 0.058(2) 0.063(3) -0.014(2) -0.001(2) -0.0038(18) C11 0.045(3) 0.038(3) 0.022(3) 0.000 -0.006(2) 0.000 C12 0.037(2) 0.048(2) 0.049(3) 0.0002(17) 0.0083(18) -0.0036(16) C13 0.036(2) 0.029(2) 0.046(2) -0.0004(18) 0.0025(17) -0.0024(15) C14 0.041(2) 0.042(2) 0.049(3) -0.004(2) 0.0053(18) -0.0076(18) C15 0.068(3) 0.049(3) 0.064(3) -0.013(2) 0.012(2) 0.001(2) C16 0.081(3) 0.041(3) 0.085(4) 0.001(3) 0.018(3) 0.016(2) C17 0.070(3) 0.050(3) 0.067(3) 0.018(2) 0.008(3) 0.012(2) C18 0.043(2) 0.044(2) 0.045(2) 0.0086(18) 0.0016(18) 0.0007(18) C19 0.063(3) 0.047(2) 0.043(3) 0.0094(19) -0.006(2) -0.002(2) C20 0.076(3) 0.113(4) 0.054(3) 0.012(3) -0.011(3) -0.008(3) C21 0.068(3) 0.077(3) 0.058(3) -0.004(3) 0.006(2) 0.004(2) C22 0.062(3) 0.056(3) 0.043(2) -0.007(2) 0.001(2) -0.007(2) C23 0.094(4) 0.156(6) 0.055(3) 0.002(3) 0.013(3) -0.028(4) C24 0.075(4) 0.122(5) 0.093(4) 0.004(4) -0.024(3) -0.028(3) B1 0.047(4) 0.056(4) 0.079(5) 0.000 -0.016(4) 0.000 B3 0.043(4) 0.064(5) 0.074(5) 0.000 0.007(4) 0.000 B4 0.052(3) 0.043(3) 0.086(4) -0.001(3) -0.006(3) 0.006(2) B5 0.064(3) 0.064(3) 0.061(3) 0.018(3) -0.012(3) 0.000(3) B9 0.047(3) 0.043(3) 0.077(4) 0.002(3) -0.006(3) -0.002(2) B10 0.050(4) 0.064(5) 0.045(4) 0.000 -0.008(3) 0.000 B12 0.044(4) 0.038(4) 0.053(4) 0.000 -0.011(3) 0.000 _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 Cl1 B3 1.787(8) . ? N1 C11 1.351(4) . ? N1 C12 1.366(4) . ? N1 C13 1.449(4) . ? C8 C8 1.525(8) 7_565 ? C8 B9 1.650(6) . ? C8 B4 1.653(7) . ? C8 B3 1.693(7) . ? C11 N1 1.351(4) 7_565 ? C11 B12 1.641(8) . ? C12 C12 1.336(7) 7_565 ? C13 C14 1.387(5) . ? C13 C18 1.392(5) . ? C14 C15 1.397(5) . ? C14 C22 1.513(5) . ? C15 C16 1.360(6) . ? C16 C17 1.364(6) . ? C17 C18 1.382(5) . ? C18 C19 1.511(5) . ? C19 C21 1.516(6) . ? C19 C20 1.525(6) . ? C22 C24 1.509(6) . ? C22 C23 1.522(6) . ? B1 B3 1.745(11) . ? B1 B5 1.763(9) 7_565 ? B1 B5 1.763(9) . ? B1 B4 1.768(7) 7_565 ? B1 B4 1.768(7) . ? B3 C8 1.693(7) 7_565 ? B3 B4 1.748(7) 7_565 ? B3 B4 1.748(7) . ? B4 B5 1.742(8) . ? B4 B9 1.817(7) . ? B5 B10 1.751(8) . ? B5 B5 1.771(10) 7_565 ? B5 B9 1.802(7) . ? B9 B10 1.772(7) . ? B9 B12 1.978(6) . ? B10 B12 1.728(9) . ? B10 B5 1.751(8) 7_565 ? B10 B9 1.772(7) 7_565 ? B12 B9 1.978(6) 7_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C12 110.2(3) . . ? C11 N1 C13 125.1(3) . . ? C12 N1 C13 124.4(3) . . ? C8 C8 B9 110.9(2) 7_565 . ? C8 C8 B4 113.1(2) 7_565 . ? B9 C8 B4 66.8(3) . . ? C8 C8 B3 63.24(17) 7_565 . ? B9 C8 B3 118.7(4) . . ? B4 C8 B3 63.0(3) . . ? N1 C11 N1 105.1(4) . 7_565 ? N1 C11 B12 127.0(2) . . ? N1 C11 B12 127.0(2) 7_565 . ? C12 C12 N1 107.25(19) 7_565 . ? C14 C13 C18 124.1(3) . . ? C14 C13 N1 118.1(3) . . ? C18 C13 N1 117.8(3) . . ? C13 C14 C15 116.0(4) . . ? C13 C14 C22 123.8(3) . . ? C15 C14 C22 120.2(4) . . ? C16 C15 C14 121.4(4) . . ? C15 C16 C17 120.6(4) . . ? C16 C17 C18 121.6(4) . . ? C17 C18 C13 116.3(4) . . ? C17 C18 C19 120.8(4) . . ? C13 C18 C19 122.9(3) . . ? C18 C19 C21 111.1(3) . . ? C18 C19 C20 112.5(4) . . ? C21 C19 C20 109.9(3) . . ? C24 C22 C14 111.5(4) . . ? C24 C22 C23 109.4(4) . . ? C14 C22 C23 112.0(4) . . ? B3 B1 B5 107.8(4) . 7_565 ? B3 B1 B5 107.8(4) . . ? B5 B1 B5 60.3(4) 7_565 . ? B3 B1 B4 59.7(3) . 7_565 ? B5 B1 B4 59.1(3) 7_565 7_565 ? B5 B1 B4 106.8(4) . 7_565 ? B3 B1 B4 59.7(3) . . ? B5 B1 B4 106.8(4) 7_565 . ? B5 B1 B4 59.1(3) . . ? B4 B1 B4 105.9(5) 7_565 . ? C8 B3 C8 53.5(3) . 7_565 ? C8 B3 B1 103.2(4) . . ? C8 B3 B1 103.2(4) 7_565 . ? C8 B3 B4 100.8(4) . 7_565 ? C8 B3 B4 57.4(3) 7_565 7_565 ? B1 B3 B4 60.8(3) . 7_565 ? C8 B3 B4 57.4(3) . . ? C8 B3 B4 100.8(4) 7_565 . ? B1 B3 B4 60.8(3) . . ? B4 B3 B4 107.6(5) 7_565 . ? C8 B3 Cl1 121.5(4) . . ? C8 B3 Cl1 121.5(4) 7_565 . ? B1 B3 Cl1 129.3(5) . . ? B4 B3 Cl1 124.5(3) 7_565 . ? B4 B3 Cl1 124.5(3) . . ? C8 B4 B5 103.8(3) . . ? C8 B4 B3 59.6(3) . . ? B5 B4 B3 108.6(4) . . ? C8 B4 B1 103.9(3) . . ? B5 B4 B1 60.3(4) . . ? B3 B4 B1 59.5(4) . . ? C8 B4 B9 56.6(3) . . ? B5 B4 B9 60.8(3) . . ? B3 B4 B9 107.6(4) . . ? B1 B4 B9 107.9(4) . . ? B4 B5 B10 111.4(4) . . ? B4 B5 B1 60.6(3) . . ? B10 B5 B1 110.4(4) . . ? B4 B5 B5 107.5(2) . 7_565 ? B10 B5 B5 59.6(2) . 7_565 ? B1 B5 B5 59.9(2) . 7_565 ? B4 B5 B9 61.7(3) . . ? B10 B5 B9 59.8(3) . . ? B1 B5 B9 108.7(4) . . ? B5 B5 B9 105.0(2) 7_565 . ? C8 B9 B10 108.6(3) . . ? C8 B9 B5 101.4(3) . . ? B10 B9 B5 58.7(3) . . ? C8 B9 B4 56.7(3) . . ? B10 B9 B4 107.1(4) . . ? B5 B9 B4 57.5(3) . . ? C8 B9 B12 89.2(3) . . ? B10 B9 B12 54.5(3) . . ? B5 B9 B12 112.2(3) . . ? B4 B9 B12 136.0(3) . . ? B12 B10 B5 128.9(4) . . ? B12 B10 B5 128.9(4) . 7_565 ? B5 B10 B5 60.7(4) . 7_565 ? B12 B10 B9 68.8(3) . . ? B5 B10 B9 61.5(3) . . ? B5 B10 B9 107.1(4) 7_565 . ? B12 B10 B9 68.8(3) . 7_565 ? B5 B10 B9 107.1(4) . 7_565 ? B5 B10 B9 61.5(3) 7_565 7_565 ? B9 B10 B9 99.4(5) . 7_565 ? C11 B12 B10 110.6(5) . . ? C11 B12 B9 130.0(3) . . ? B10 B12 B9 56.6(3) . . ? C11 B12 B9 130.0(3) . 7_565 ? B10 B12 B9 56.6(3) . 7_565 ? B9 B12 B9 86.1(4) . 7_565 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.276 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.050 data_3d _database_code_depnum_ccdc_archive 'CCDC 893418' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H47 B10 Br N2' _chemical_formula_weight 611.70 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 19.6046(13) _cell_length_b 16.4270(10) _cell_length_c 10.7516(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3462.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 133 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.173 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 1.209 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5716 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24237 _diffrn_reflns_av_R_equivalents 0.0716 _diffrn_reflns_av_sigmaI/netI 0.0490 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3253 _reflns_number_gt 2255 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0670P)^2^+2.3547P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3253 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0777 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1441 _refine_ls_wR_factor_gt 0.1244 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 Br1 Br 0.03316(3) 0.2500 0.80163(6) 0.0857(3) Uani 1 2 d S . . N1 N 0.40652(10) 0.18470(11) 1.08886(18) 0.0290(5) Uani 1 1 d . . . C7 C 0.17657(14) 0.20353(16) 0.9195(3) 0.0418(7) Uani 1 1 d . . . H7 H 0.2060 0.1806 0.8398 0.050 Uiso 1 1 calc R . . C11 C 0.36546(18) 0.2500 1.0745(3) 0.0272(8) Uani 1 2 d S . . C12 C 0.47242(13) 0.20932(15) 1.1109(2) 0.0367(6) Uani 1 1 d . . . H12 H 0.5100 0.1757 1.1235 0.044 Uiso 1 1 calc R . . C13 C 0.38393(12) 0.10019(13) 1.0936(2) 0.0309(6) Uani 1 1 d . . . C14 C 0.38286(14) 0.05501(15) 0.9846(2) 0.0369(6) Uani 1 1 d . . . C15 C 0.36102(17) -0.02544(17) 0.9954(3) 0.0517(8) Uani 1 1 d . . . H15A H 0.3591 -0.0581 0.9248 0.062 Uiso 1 1 calc R . . C16 C 0.34237(18) -0.05728(18) 1.1082(3) 0.0617(9) Uani 1 1 d . . . H16A H 0.3277 -0.1110 1.1129 0.074 Uiso 1 1 calc R . . C17 C 0.34498(17) -0.01144(17) 1.2133(3) 0.0536(8) Uani 1 1 d . . . H17A H 0.3324 -0.0346 1.2888 0.064 Uiso 1 1 calc R . . C18 C 0.36611(14) 0.06950(15) 1.2103(2) 0.0374(6) Uani 1 1 d . . . C19 C 0.37001(16) 0.11869(17) 1.3289(2) 0.0442(7) Uani 1 1 d . . . H19A H 0.3746 0.1761 1.3056 0.053 Uiso 1 1 calc R . . C20 C 0.43285(18) 0.0954(2) 1.4047(3) 0.0608(9) Uani 1 1 d . . . H20A H 0.4729 0.1006 1.3539 0.091 Uiso 1 1 calc R . . H20B H 0.4286 0.0400 1.4325 0.091 Uiso 1 1 calc R . . H20C H 0.4366 0.1307 1.4754 0.091 Uiso 1 1 calc R . . C21 C 0.30557(19) 0.1105(2) 1.4088(3) 0.0694(10) Uani 1 1 d . . . H21A H 0.2664 0.1254 1.3603 0.104 Uiso 1 1 calc R . . H21B H 0.3090 0.1458 1.4797 0.104 Uiso 1 1 calc R . . H21C H 0.3010 0.0552 1.4364 0.104 Uiso 1 1 calc R . . C22 C 0.40392(16) 0.08876(17) 0.8595(3) 0.0457(7) Uani 1 1 d . . . H22A H 0.4188 0.1452 0.8712 0.055 Uiso 1 1 calc R . . C23 C 0.4632(2) 0.0407(3) 0.8051(4) 0.0802(12) Uani 1 1 d . . . H23A H 0.5007 0.0414 0.8623 0.120 Uiso 1 1 calc R . . H23B H 0.4770 0.0650 0.7278 0.120 Uiso 1 1 calc R . . H23C H 0.4492 -0.0145 0.7906 0.120 Uiso 1 1 calc R . . C24 C 0.3442(2) 0.0886(3) 0.7676(3) 0.0853(13) Uani 1 1 d . . . H24A H 0.3072 0.1198 0.8014 0.128 Uiso 1 1 calc R . . H24B H 0.3295 0.0336 0.7536 0.128 Uiso 1 1 calc R . . H24C H 0.3586 0.1122 0.6903 0.128 Uiso 1 1 calc R . . B1 B 0.0868(2) 0.2500 1.0965(5) 0.0461(12) Uani 1 2 d S . . H1 H 0.0351 0.2500 1.1363 0.055 Uiso 1 2 calc SR . . B2 B 0.12298(17) 0.16362(19) 1.0229(3) 0.0476(9) Uani 1 1 d . . . H2 H 0.0955 0.1057 1.0125 0.057 Uiso 1 1 calc R . . B3 B 0.0999(2) 0.2500 0.9355(5) 0.0470(12) Uani 1 2 d S . . B6 B 0.15444(18) 0.1953(2) 1.1662(3) 0.0486(8) Uani 1 1 d . . . H6 H 0.1457 0.1579 1.2495 0.058 Uiso 1 1 calc R . . B10 B 0.2317(2) 0.2500 1.1483(4) 0.0399(10) Uani 1 2 d S . . H10 H 0.2670 0.2500 1.2278 0.048 Uiso 1 2 calc SR . . B11 B 0.21508(16) 0.16672(18) 1.0468(3) 0.0411(7) Uani 1 1 d . . . H11 H 0.2433 0.1092 1.0364 0.049 Uiso 1 1 calc R . . B12 B 0.2872(2) 0.2500 1.0249(4) 0.0338(9) Uani 1 2 d S . . H12A H 0.3231 0.2500 0.9463 0.041 Uiso 1 2 calc SR . . 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 0.0584(4) 0.1054(5) 0.0933(5) 0.000 -0.0365(3) 0.000 N1 0.0295(12) 0.0263(10) 0.0312(11) 0.0007(9) 0.0012(9) 0.0016(9) C7 0.0337(16) 0.0441(15) 0.0476(16) -0.0077(13) -0.0019(13) 0.0013(12) C11 0.031(2) 0.0278(17) 0.0226(17) 0.000 0.0058(14) 0.000 C12 0.0270(15) 0.0376(13) 0.0455(15) 0.0025(12) -0.0021(12) 0.0039(11) C13 0.0266(14) 0.0260(12) 0.0401(15) 0.0017(11) -0.0058(11) 0.0012(10) C14 0.0330(16) 0.0325(13) 0.0451(16) -0.0052(12) -0.0068(12) 0.0061(11) C15 0.061(2) 0.0372(15) 0.0568(19) -0.0120(14) -0.0137(16) -0.0016(14) C16 0.074(3) 0.0342(15) 0.077(2) 0.0065(16) -0.0129(19) -0.0170(15) C17 0.065(2) 0.0396(16) 0.057(2) 0.0129(14) -0.0051(16) -0.0117(15) C18 0.0346(16) 0.0336(13) 0.0438(16) 0.0059(11) -0.0048(12) 0.0000(11) C19 0.0545(19) 0.0423(15) 0.0357(15) 0.0070(12) 0.0037(13) -0.0009(13) C20 0.061(2) 0.069(2) 0.0523(19) -0.0048(16) -0.0067(17) -0.0094(17) C21 0.063(2) 0.094(3) 0.051(2) 0.0127(19) 0.0092(17) 0.008(2) C22 0.0538(19) 0.0445(15) 0.0388(15) -0.0055(13) 0.0007(14) 0.0075(13) C23 0.070(3) 0.095(3) 0.076(3) 0.003(2) 0.020(2) 0.022(2) C24 0.083(3) 0.124(3) 0.050(2) 0.003(2) -0.0102(19) 0.027(3) B1 0.030(3) 0.048(3) 0.060(3) 0.000 0.011(2) 0.000 B2 0.0370(19) 0.0326(16) 0.073(2) 0.0020(16) 0.0003(17) -0.0037(14) B3 0.031(3) 0.046(3) 0.065(3) 0.000 -0.008(2) 0.000 B6 0.042(2) 0.050(2) 0.054(2) 0.0123(16) 0.0074(16) -0.0038(15) B10 0.035(3) 0.048(2) 0.037(2) 0.000 0.001(2) 0.000 B11 0.0373(19) 0.0307(15) 0.0552(19) -0.0003(14) 0.0019(15) 0.0019(13) B12 0.029(2) 0.029(2) 0.044(2) 0.000 0.0037(19) 0.000 _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 B3 1.945(5) . ? N1 C11 1.350(3) . ? N1 C12 1.375(3) . ? N1 C13 1.458(3) . ? C7 C7 1.527(5) 7_565 ? C7 B2 1.664(4) . ? C7 B11 1.676(4) . ? C7 B3 1.694(5) . ? C11 N1 1.350(3) 7_565 ? C11 B12 1.625(6) . ? C12 C12 1.336(5) 7_565 ? C13 C14 1.387(3) . ? C13 C18 1.397(3) . ? C14 C15 1.394(4) . ? C14 C22 1.513(4) . ? C15 C16 1.370(5) . ? C16 C17 1.359(4) . ? C17 C18 1.393(4) . ? C18 C19 1.512(4) . ? C19 C20 1.526(4) . ? C19 C21 1.534(4) . ? C22 C23 1.521(5) . ? C22 C24 1.531(5) . ? B1 B3 1.750(7) . ? B1 B6 1.768(6) 7_565 ? B1 B6 1.768(6) . ? B1 B2 1.773(4) . ? B1 B2 1.773(4) 7_565 ? B2 B6 1.739(5) . ? B2 B3 1.761(4) . ? B2 B11 1.825(5) . ? B3 C7 1.694(5) 7_565 ? B3 B2 1.761(4) 7_565 ? B6 B10 1.772(5) . ? B6 B6 1.798(7) 7_565 ? B6 B11 1.811(5) . ? B10 B12 1.715(6) . ? B10 B6 1.772(5) 7_565 ? B10 B11 1.780(4) 7_565 ? B10 B11 1.780(4) . ? B11 B12 1.981(4) . ? B12 B11 1.981(4) 7_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C12 110.3(2) . . ? C11 N1 C13 125.4(2) . . ? C12 N1 C13 124.0(2) . . ? C7 C7 B2 113.21(14) 7_565 . ? C7 C7 B11 111.15(14) 7_565 . ? B2 C7 B11 66.23(19) . . ? C7 C7 B3 63.22(12) 7_565 . ? B2 C7 B3 63.2(2) . . ? B11 C7 B3 118.6(3) . . ? N1 C11 N1 105.2(3) . 7_565 ? N1 C11 B12 126.92(15) . . ? N1 C11 B12 126.92(15) 7_565 . ? C12 C12 N1 107.12(13) 7_565 . ? C14 C13 C18 124.2(2) . . ? C14 C13 N1 119.0(2) . . ? C18 C13 N1 116.8(2) . . ? C13 C14 C15 116.2(3) . . ? C13 C14 C22 123.4(2) . . ? C15 C14 C22 120.3(2) . . ? C16 C15 C14 121.1(3) . . ? C17 C16 C15 121.0(3) . . ? C16 C17 C18 121.4(3) . . ? C17 C18 C13 116.1(2) . . ? C17 C18 C19 120.4(2) . . ? C13 C18 C19 123.5(2) . . ? C18 C19 C20 110.9(2) . . ? C18 C19 C21 112.6(3) . . ? C20 C19 C21 110.1(2) . . ? C14 C22 C23 111.1(3) . . ? C14 C22 C24 111.4(3) . . ? C23 C22 C24 109.6(3) . . ? B3 B1 B6 108.0(3) . 7_565 ? B3 B1 B6 108.0(3) . . ? B6 B1 B6 61.1(3) 7_565 . ? B3 B1 B2 59.99(19) . . ? B6 B1 B2 107.2(3) 7_565 . ? B6 B1 B2 58.8(2) . . ? B3 B1 B2 59.99(19) . 7_565 ? B6 B1 B2 58.8(2) 7_565 7_565 ? B6 B1 B2 107.2(3) . 7_565 ? B2 B1 B2 106.4(3) . 7_565 ? C7 B2 B6 104.5(2) . . ? C7 B2 B3 59.2(2) . . ? B6 B2 B3 108.8(2) . . ? C7 B2 B1 103.6(2) . . ? B6 B2 B1 60.5(2) . . ? B3 B2 B1 59.4(2) . . ? C7 B2 B11 57.21(17) . . ? B6 B2 B11 61.03(19) . . ? B3 B2 B11 107.9(2) . . ? B1 B2 B11 108.1(3) . . ? C7 B3 C7 53.6(2) . 7_565 ? C7 B3 B1 103.3(3) . . ? C7 B3 B1 103.3(3) 7_565 . ? C7 B3 B2 57.53(18) . . ? C7 B3 B2 100.9(3) 7_565 . ? B1 B3 B2 60.7(2) . . ? C7 B3 B2 100.9(3) . 7_565 ? C7 B3 B2 57.53(18) 7_565 7_565 ? B1 B3 B2 60.7(2) . 7_565 ? B2 B3 B2 107.4(3) . 7_565 ? C7 B3 Br1 121.5(3) . . ? C7 B3 Br1 121.5(3) 7_565 . ? B1 B3 Br1 129.3(3) . . ? B2 B3 Br1 124.58(18) . . ? B2 B3 Br1 124.58(18) 7_565 . ? B2 B6 B1 60.7(2) . . ? B2 B6 B10 111.0(3) . . ? B1 B6 B10 109.7(2) . . ? B2 B6 B6 107.39(15) . 7_565 ? B1 B6 B6 59.44(14) . 7_565 ? B10 B6 B6 59.52(14) . 7_565 ? B2 B6 B11 61.82(19) . . ? B1 B6 B11 108.9(3) . . ? B10 B6 B11 59.55(19) . . ? B6 B6 B11 105.01(14) 7_565 . ? B12 B10 B6 128.7(3) . . ? B12 B10 B6 128.7(3) . 7_565 ? B6 B10 B6 61.0(3) . 7_565 ? B12 B10 B11 69.03(19) . 7_565 ? B6 B10 B11 107.4(3) . 7_565 ? B6 B10 B11 61.31(19) 7_565 7_565 ? B12 B10 B11 69.03(19) . . ? B6 B10 B11 61.31(19) . . ? B6 B10 B11 107.4(3) 7_565 . ? B11 B10 B11 100.5(3) 7_565 . ? C7 B11 B10 107.8(2) . . ? C7 B11 B6 100.9(2) . . ? B10 B11 B6 59.1(2) . . ? C7 B11 B2 56.56(18) . . ? B10 B11 B2 106.8(2) . . ? B6 B11 B2 57.15(19) . . ? C7 B11 B12 88.6(2) . . ? B10 B11 B12 53.9(2) . . ? B6 B11 B12 112.0(2) . . ? B2 B11 B12 135.1(2) . . ? C11 B12 B10 110.1(3) . . ? C11 B12 B11 129.39(18) . 7_565 ? B10 B12 B11 57.02(17) . 7_565 ? C11 B12 B11 129.39(18) . . ? B10 B12 B11 57.02(17) . . ? B11 B12 B11 87.3(2) 7_565 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.475 _refine_diff_density_min -0.672 _refine_diff_density_rms 0.050 data_3e _database_code_depnum_ccdc_archive 'CCDC 893419' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H47 B10 I N2' _chemical_formula_weight 658.69 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 19.8259(9) _cell_length_b 16.3334(6) _cell_length_c 10.7837(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3492.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 220 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.253 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 0.939 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6481 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 26629 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3280 _reflns_number_gt 2704 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+3.0636P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3280 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0497 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1062 _refine_ls_wR_factor_gt 0.0979 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _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 I1 I 0.469818(17) 0.2500 0.20529(4) 0.07118(17) Uani 1 2 d S . . N1 N 0.09362(10) 0.18445(11) -0.09185(18) 0.0267(4) Uani 1 1 d . . . B1 B 0.4098(2) 0.2500 -0.1038(5) 0.0415(10) Uani 1 2 d S . . H1 H 0.4608 0.2500 -0.1440 0.050 Uiso 1 2 calc SR . . B2 B 0.37382(16) 0.16291(19) -0.0295(3) 0.0420(7) Uani 1 1 d . . . H2 H 0.4010 0.1046 -0.0192 0.050 Uiso 1 1 calc R . . B3 B 0.3971(2) 0.2500 0.0576(5) 0.0386(10) Uani 1 2 d S . . B6 B 0.34249(16) 0.1949(2) -0.1727(3) 0.0429(8) Uani 1 1 d . . . H6 H 0.3510 0.1574 -0.2560 0.051 Uiso 1 1 calc R . . B10 B 0.2658(2) 0.2500 -0.1547(4) 0.0351(9) Uani 1 2 d S . . H10 H 0.2308 0.2500 -0.2338 0.042 Uiso 1 2 calc SR . . B11 B 0.28255(15) 0.16588(18) -0.0530(3) 0.0374(7) Uani 1 1 d . . . H11 H 0.2547 0.1081 -0.0423 0.045 Uiso 1 1 calc R . . B12 B 0.21202(19) 0.2500 -0.0308(4) 0.0297(8) Uani 1 2 d S . . H12A H 0.1770 0.2500 0.0484 0.036 Uiso 1 2 calc SR . . C7 C 0.32103(13) 0.20328(16) 0.0732(3) 0.0355(6) Uani 1 1 d . . . H7 H 0.2919 0.1804 0.1527 0.043 Uiso 1 1 calc R . . C11 C 0.13429(16) 0.2500 -0.0788(3) 0.0249(7) Uani 1 2 d S . . C12 C 0.02804(12) 0.20915(16) -0.1124(3) 0.0353(6) Uani 1 1 d . . . H12 H -0.0091 0.1753 -0.1240 0.042 Uiso 1 1 calc R . . C13 C 0.11611(12) 0.09946(14) -0.0983(2) 0.0292(5) Uani 1 1 d . . . C14 C 0.11815(12) 0.05317(15) 0.0097(2) 0.0339(6) Uani 1 1 d . . . C15 C 0.14043(15) -0.02738(17) -0.0023(3) 0.0472(7) Uani 1 1 d . . . H15A H 0.1430 -0.0605 0.0677 0.057 Uiso 1 1 calc R . . C16 C 0.15855(18) -0.05872(18) -0.1154(3) 0.0578(9) Uani 1 1 d . . . H16A H 0.1734 -0.1126 -0.1210 0.069 Uiso 1 1 calc R . . C17 C 0.15495(17) -0.01172(18) -0.2199(3) 0.0508(8) Uani 1 1 d . . . H17A H 0.1672 -0.0344 -0.2957 0.061 Uiso 1 1 calc R . . C18 C 0.13349(13) 0.06908(16) -0.2154(2) 0.0362(6) Uani 1 1 d . . . C19 C 0.12864(15) 0.11917(17) -0.3334(3) 0.0420(6) Uani 1 1 d . . . H19A H 0.1242 0.1768 -0.3095 0.050 Uiso 1 1 calc R . . C20 C 0.06557(17) 0.0956(2) -0.4068(3) 0.0585(8) Uani 1 1 d . . . H20A H 0.0265 0.1014 -0.3549 0.088 Uiso 1 1 calc R . . H20B H 0.0693 0.0399 -0.4340 0.088 Uiso 1 1 calc R . . H20C H 0.0613 0.1309 -0.4776 0.088 Uiso 1 1 calc R . . C21 C 0.19139(18) 0.1115(3) -0.4145(3) 0.0654(10) Uani 1 1 d . . . H21A H 0.2305 0.1271 -0.3675 0.098 Uiso 1 1 calc R . . H21B H 0.1870 0.1468 -0.4853 0.098 Uiso 1 1 calc R . . H21C H 0.1961 0.0559 -0.4418 0.098 Uiso 1 1 calc R . . C22 C 0.09750(15) 0.08532(17) 0.1355(3) 0.0424(6) Uani 1 1 d . . . H22A H 0.0816 0.1417 0.1251 0.051 Uiso 1 1 calc R . . C23 C 0.03981(19) 0.0348(3) 0.1902(4) 0.0682(10) Uani 1 1 d . . . H23A H 0.0024 0.0346 0.1335 0.102 Uiso 1 1 calc R . . H23B H 0.0259 0.0583 0.2676 0.102 Uiso 1 1 calc R . . H23C H 0.0548 -0.0204 0.2037 0.102 Uiso 1 1 calc R . . C24 C 0.1568(2) 0.0864(3) 0.2257(3) 0.0764(12) Uani 1 1 d . . . H24A H 0.1929 0.1183 0.1912 0.115 Uiso 1 1 calc R . . H24B H 0.1721 0.0314 0.2397 0.115 Uiso 1 1 calc R . . H24C H 0.1427 0.1101 0.3029 0.115 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 I1 0.0510(2) 0.0838(3) 0.0788(3) 0.000 -0.03008(16) 0.000 N1 0.0270(10) 0.0234(10) 0.0296(11) -0.0016(8) -0.0003(8) -0.0010(8) B1 0.027(2) 0.045(2) 0.052(3) 0.000 0.0057(19) 0.000 B2 0.0353(16) 0.0293(15) 0.062(2) -0.0026(14) -0.0007(15) 0.0034(12) B3 0.028(2) 0.037(2) 0.051(3) 0.000 -0.0037(19) 0.000 B6 0.0381(17) 0.0462(19) 0.0444(19) -0.0130(15) 0.0069(14) 0.0013(14) B10 0.032(2) 0.040(2) 0.033(2) 0.000 0.0023(18) 0.000 B11 0.0350(15) 0.0281(14) 0.0489(18) -0.0026(13) -0.0004(13) -0.0026(12) B12 0.0295(19) 0.0224(18) 0.037(2) 0.000 0.0017(17) 0.000 C7 0.0289(13) 0.0358(14) 0.0417(15) 0.0065(12) -0.0008(11) -0.0028(11) C11 0.0278(17) 0.0232(16) 0.0237(17) 0.000 0.0013(13) 0.000 C12 0.0281(13) 0.0332(12) 0.0447(15) -0.0010(12) -0.0024(11) -0.0028(10) C13 0.0275(12) 0.0219(12) 0.0382(14) -0.0011(10) -0.0038(10) -0.0011(9) C14 0.0324(13) 0.0305(13) 0.0389(15) 0.0029(11) -0.0064(11) -0.0057(10) C15 0.0547(18) 0.0333(15) 0.0535(19) 0.0083(13) -0.0120(14) 0.0041(12) C16 0.074(2) 0.0299(15) 0.070(2) -0.0060(15) -0.0098(18) 0.0170(14) C17 0.066(2) 0.0363(15) 0.050(2) -0.0127(14) -0.0042(15) 0.0102(14) C18 0.0389(14) 0.0302(13) 0.0394(16) -0.0052(11) -0.0034(11) 0.0009(11) C19 0.0569(17) 0.0350(14) 0.0341(15) -0.0047(12) 0.0041(13) 0.0013(13) C20 0.060(2) 0.065(2) 0.0508(19) 0.0057(16) -0.0107(16) 0.0091(16) C21 0.064(2) 0.084(3) 0.048(2) -0.0086(18) 0.0105(16) -0.0079(19) C22 0.0518(16) 0.0381(14) 0.0374(16) 0.0052(12) 0.0012(12) -0.0061(13) C23 0.062(2) 0.072(2) 0.071(3) 0.0017(19) 0.0191(18) -0.0157(18) C24 0.078(3) 0.107(3) 0.045(2) -0.001(2) -0.0085(18) -0.027(2) _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 I1 B3 2.149(4) . ? N1 C11 1.348(3) . ? N1 C12 1.379(3) . ? N1 C13 1.460(3) . ? B1 B3 1.759(7) . ? B1 B6 1.773(5) . ? B1 B6 1.773(5) 7_565 ? B1 B2 1.782(4) . ? B1 B2 1.782(4) 7_565 ? B2 C7 1.660(4) . ? B2 B6 1.745(5) . ? B2 B3 1.766(4) . ? B2 B11 1.828(4) . ? B3 C7 1.698(4) . ? B3 C7 1.698(4) 7_565 ? B3 B2 1.766(4) 7_565 ? B6 B10 1.777(5) . ? B6 B6 1.799(7) 7_565 ? B6 B11 1.818(5) . ? B10 B12 1.710(6) . ? B10 B6 1.777(5) 7_565 ? B10 B11 1.789(4) 7_565 ? B10 B11 1.789(4) . ? B11 C7 1.675(4) . ? B11 B12 1.975(4) . ? B12 C11 1.626(5) . ? B12 B11 1.975(4) 7_565 ? C7 C7 1.526(5) 7_565 ? C11 N1 1.348(3) 7_565 ? C12 C12 1.335(5) 7_565 ? C13 C14 1.389(4) . ? C13 C18 1.400(4) . ? C14 C15 1.394(4) . ? C14 C22 1.511(4) . ? C15 C16 1.370(5) . ? C16 C17 1.365(5) . ? C17 C18 1.388(4) . ? C18 C19 1.516(4) . ? C19 C21 1.526(4) . ? C19 C20 1.529(4) . ? C22 C24 1.525(5) . ? C22 C23 1.529(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C12 110.4(2) . . ? C11 N1 C13 125.3(2) . . ? C12 N1 C13 123.95(19) . . ? B3 B1 B6 107.9(3) . . ? B3 B1 B6 107.9(3) . 7_565 ? B6 B1 B6 61.0(3) . 7_565 ? B3 B1 B2 59.83(18) . . ? B6 B1 B2 58.80(18) . . ? B6 B1 B2 107.0(3) 7_565 . ? B3 B1 B2 59.83(18) . 7_565 ? B6 B1 B2 107.0(3) . 7_565 ? B6 B1 B2 58.80(18) 7_565 7_565 ? B2 B1 B2 106.0(3) . 7_565 ? C7 B2 B6 104.3(2) . . ? C7 B2 B3 59.3(2) . . ? B6 B2 B3 108.8(2) . . ? C7 B2 B1 103.6(2) . . ? B6 B2 B1 60.4(2) . . ? B3 B2 B1 59.5(2) . . ? C7 B2 B11 57.15(16) . . ? B6 B2 B11 61.14(18) . . ? B3 B2 B11 108.1(2) . . ? B1 B2 B11 108.3(2) . . ? C7 B3 C7 53.4(2) . 7_565 ? C7 B3 B1 103.0(3) . . ? C7 B3 B1 103.0(3) 7_565 . ? C7 B3 B2 57.25(17) . . ? C7 B3 B2 100.5(2) 7_565 . ? B1 B3 B2 60.72(19) . . ? C7 B3 B2 100.5(2) . 7_565 ? C7 B3 B2 57.25(17) 7_565 7_565 ? B1 B3 B2 60.72(19) . 7_565 ? B2 B3 B2 107.3(3) . 7_565 ? C7 B3 I1 121.5(2) . . ? C7 B3 I1 121.5(2) 7_565 . ? B1 B3 I1 129.6(3) . . ? B2 B3 I1 124.72(16) . . ? B2 B3 I1 124.72(16) 7_565 . ? B2 B6 B1 60.9(2) . . ? B2 B6 B10 111.1(2) . . ? B1 B6 B10 110.0(2) . . ? B2 B6 B6 107.44(15) . 7_565 ? B1 B6 B6 59.52(13) . 7_565 ? B10 B6 B6 59.59(13) . 7_565 ? B2 B6 B11 61.68(18) . . ? B1 B6 B11 109.1(3) . . ? B10 B6 B11 59.68(17) . . ? B6 B6 B11 105.13(14) 7_565 . ? B12 B10 B6 128.3(3) . 7_565 ? B12 B10 B6 128.3(3) . . ? B6 B10 B6 60.8(3) 7_565 . ? B12 B10 B11 68.68(19) . 7_565 ? B6 B10 B11 61.31(18) 7_565 7_565 ? B6 B10 B11 107.3(3) . 7_565 ? B12 B10 B11 68.68(19) . . ? B6 B10 B11 107.3(3) 7_565 . ? B6 B10 B11 61.31(18) . . ? B11 B10 B11 100.3(3) 7_565 . ? C7 B11 B10 107.6(2) . . ? C7 B11 B6 100.6(2) . . ? B10 B11 B6 59.01(19) . . ? C7 B11 B2 56.39(17) . . ? B10 B11 B2 106.8(2) . . ? B6 B11 B2 57.18(18) . . ? C7 B11 B12 88.3(2) . . ? B10 B11 B12 53.75(19) . . ? B6 B11 B12 111.5(2) . . ? B2 B11 B12 134.6(2) . . ? C11 B12 B10 110.0(3) . . ? C11 B12 B11 129.24(17) . 7_565 ? B10 B12 B11 57.56(16) . 7_565 ? C11 B12 B11 129.23(17) . . ? B10 B12 B11 57.56(16) . . ? B11 B12 B11 88.2(2) 7_565 . ? C7 C7 B2 113.39(14) 7_565 . ? C7 C7 B11 111.39(13) 7_565 . ? B2 C7 B11 66.46(18) . . ? C7 C7 B3 63.29(11) 7_565 . ? B2 C7 B3 63.44(18) . . ? B11 C7 B3 119.2(2) . . ? N1 C11 N1 105.2(3) 7_565 . ? N1 C11 B12 126.89(14) 7_565 . ? N1 C11 B12 126.90(14) . . ? C12 C12 N1 107.00(13) 7_565 . ? C14 C13 C18 123.8(2) . . ? C14 C13 N1 119.1(2) . . ? C18 C13 N1 117.1(2) . . ? C13 C14 C15 116.4(3) . . ? C13 C14 C22 123.7(2) . . ? C15 C14 C22 119.8(2) . . ? C16 C15 C14 121.2(3) . . ? C17 C16 C15 120.7(3) . . ? C16 C17 C18 121.5(3) . . ? C17 C18 C13 116.4(3) . . ? C17 C18 C19 120.2(2) . . ? C13 C18 C19 123.4(2) . . ? C18 C19 C21 112.7(3) . . ? C18 C19 C20 110.5(2) . . ? C21 C19 C20 110.4(3) . . ? C14 C22 C24 111.5(3) . . ? C14 C22 C23 111.2(3) . . ? C24 C22 C23 109.7(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.889 _refine_diff_density_min -0.791 _refine_diff_density_rms 0.058 data_3f _database_code_depnum_ccdc_archive 'CCDC 893420' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H52 B10 N2' _chemical_formula_weight 608.89 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 21.29(3) _cell_length_b 17.20(2) _cell_length_c 10.674(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3909(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 601 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.035 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 0.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5888 _exptl_absorpt_correction_T_max 0.7381 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 30910 _diffrn_reflns_av_R_equivalents 0.1290 _diffrn_reflns_av_sigmaI/netI 0.0734 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3668 _reflns_number_gt 2282 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1141P)^2^+0.5936P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.027(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3668 _refine_ls_number_parameters 230 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1151 _refine_ls_R_factor_gt 0.0668 _refine_ls_wR_factor_ref 0.2112 _refine_ls_wR_factor_gt 0.1724 _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 0.41392(8) 0.18673(11) 0.37392(16) 0.0374(5) Uani 1 1 d . . . C8 C 0.27542(11) 0.20566(14) 0.00750(19) 0.0417(6) Uani 1 1 d . . . H8 H 0.2437 0.1842 0.0812 0.050 Uiso 1 1 calc R . . C11 C 0.39666(14) 0.2500 0.3044(3) 0.0365(8) Uani 1 2 d S . . C12 C 0.44078(12) 0.21048(14) 0.4865(2) 0.0469(7) Uani 1 1 d . . . H12 H 0.4559 0.1783 0.5498 0.056 Uiso 1 1 calc R . . C13 C 0.40606(11) 0.10504(13) 0.3359(2) 0.0390(6) Uani 1 1 d . . . C14 C 0.45673(11) 0.06795(15) 0.2745(2) 0.0497(7) Uani 1 1 d . . . C15 C 0.44652(15) -0.00846(17) 0.2349(3) 0.0663(9) Uani 1 1 d . . . H15A H 0.4785 -0.0347 0.1933 0.080 Uiso 1 1 calc R . . C16 C 0.39025(16) -0.04599(18) 0.2559(3) 0.0713(9) Uani 1 1 d . . . H16A H 0.3848 -0.0968 0.2280 0.086 Uiso 1 1 calc R . . C17 C 0.34220(14) -0.00878(16) 0.3178(3) 0.0606(8) Uani 1 1 d . . . H17A H 0.3046 -0.0350 0.3313 0.073 Uiso 1 1 calc R . . C18 C 0.34857(12) 0.06780(14) 0.3611(2) 0.0434(6) Uani 1 1 d . . . C19 C 0.29431(11) 0.10647(16) 0.4330(2) 0.0510(7) Uani 1 1 d . . . H19A H 0.3060 0.1606 0.4497 0.061 Uiso 1 1 calc R . . C20 C 0.28459(17) 0.0655(2) 0.5595(3) 0.0890(11) Uani 1 1 d . . . H20A H 0.3231 0.0665 0.6062 0.133 Uiso 1 1 calc R . . H20B H 0.2722 0.0126 0.5453 0.133 Uiso 1 1 calc R . . H20C H 0.2524 0.0919 0.6059 0.133 Uiso 1 1 calc R . . C21 C 0.23309(14) 0.1067(2) 0.3562(3) 0.0811(10) Uani 1 1 d . . . H21A H 0.2398 0.1340 0.2789 0.122 Uiso 1 1 calc R . . H21B H 0.2006 0.1322 0.4032 0.122 Uiso 1 1 calc R . . H21C H 0.2207 0.0542 0.3387 0.122 Uiso 1 1 calc R . . C22 C 0.52000(12) 0.10857(19) 0.2518(3) 0.0672(9) Uani 1 1 d . . . H22A H 0.5137 0.1645 0.2644 0.081 Uiso 1 1 calc R . . C23 C 0.54414(16) 0.0965(2) 0.1176(4) 0.0943(12) Uani 1 1 d . . . H23A H 0.5135 0.1153 0.0591 0.141 Uiso 1 1 calc R . . H23B H 0.5513 0.0421 0.1033 0.141 Uiso 1 1 calc R . . H23C H 0.5828 0.1245 0.1065 0.141 Uiso 1 1 calc R . . C24 C 0.56898(16) 0.0805(3) 0.3492(4) 0.1213(17) Uani 1 1 d . . . H24A H 0.5533 0.0898 0.4322 0.182 Uiso 1 1 calc R . . H24B H 0.6076 0.1085 0.3376 0.182 Uiso 1 1 calc R . . H24C H 0.5764 0.0259 0.3382 0.182 Uiso 1 1 calc R . . C25 C 0.19714(15) 0.2500 -0.2048(3) 0.0408(8) Uani 1 2 d S . . C26 C 0.19351(17) 0.2500 -0.3368(3) 0.0460(9) Uani 1 2 d S . . H26A H 0.2306 0.2500 -0.3829 0.055 Uiso 1 2 calc SR . . C27 C 0.13636(17) 0.2500 -0.4007(4) 0.0524(10) Uani 1 2 d S . . H27A H 0.1360 0.2500 -0.4878 0.063 Uiso 1 2 calc SR . . C28 C 0.08023(18) 0.2500 -0.3356(4) 0.0555(10) Uani 1 2 d S . . H28A H 0.0420 0.2500 -0.3778 0.067 Uiso 1 2 calc SR . . C29 C 0.08224(17) 0.2500 -0.2057(4) 0.0635(11) Uani 1 2 d S . . H29A H 0.0449 0.2500 -0.1607 0.076 Uiso 1 2 calc SR . . C30 C 0.13931(17) 0.2500 -0.1413(3) 0.0543(10) Uani 1 2 d S . . H30A H 0.1390 0.2500 -0.0542 0.065 Uiso 1 2 calc SR . . B1 B 0.34096(18) 0.2500 -0.1999(4) 0.0474(10) Uani 1 2 d S . . H1 H 0.3481 0.2500 -0.3020 0.057 Uiso 1 2 calc SR . . B3 B 0.26320(19) 0.2500 -0.1357(3) 0.0414(9) Uani 1 2 d S . . B4 B 0.31315(14) 0.16672(18) -0.1148(3) 0.0472(7) Uani 1 1 d . . . H4 H 0.3014 0.1111 -0.1600 0.057 Uiso 1 1 calc R . . B5 B 0.39215(14) 0.19766(19) -0.0973(3) 0.0503(8) Uani 1 1 d . . . H5 H 0.4308 0.1623 -0.1351 0.060 Uiso 1 1 calc R . . B9 B 0.34774(13) 0.16926(18) 0.0440(3) 0.0464(7) Uani 1 1 d . . . H9 H 0.3495 0.1144 0.0968 0.056 Uiso 1 1 calc R . . B10 B 0.40249(18) 0.2500 0.0462(4) 0.0443(10) Uani 1 2 d S . . H10 H 0.4498 0.2500 0.0876 0.053 Uiso 1 2 calc SR . . B12 B 0.35384(18) 0.2500 0.1771(4) 0.0393(9) Uani 1 2 d S . . H12A H 0.3234 0.2500 0.2603 0.047 Uiso 1 2 calc SR . . 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 0.0388(11) 0.0332(11) 0.0401(10) 0.0021(8) -0.0096(8) 0.0010(8) C8 0.0415(13) 0.0526(15) 0.0310(12) 0.0040(10) -0.0034(10) -0.0050(10) C11 0.0361(17) 0.0334(18) 0.0401(17) 0.000 0.0001(14) 0.000 C12 0.0540(15) 0.0427(14) 0.0439(13) 0.0046(11) -0.0168(12) 0.0013(11) C13 0.0451(14) 0.0316(13) 0.0405(12) 0.0028(10) -0.0048(10) 0.0037(10) C14 0.0462(15) 0.0482(16) 0.0548(15) 0.0054(13) 0.0013(12) 0.0084(12) C15 0.075(2) 0.0478(18) 0.076(2) -0.0078(15) 0.0150(16) 0.0197(15) C16 0.090(2) 0.0387(17) 0.085(2) -0.0137(15) 0.0161(18) -0.0032(16) C17 0.0686(19) 0.0432(16) 0.0700(19) -0.0049(14) 0.0080(15) -0.0137(14) C18 0.0488(15) 0.0394(14) 0.0421(13) 0.0024(11) -0.0025(11) -0.0018(11) C19 0.0464(15) 0.0515(16) 0.0551(15) -0.0032(13) 0.0041(12) -0.0035(12) C20 0.100(3) 0.107(3) 0.0601(19) 0.009(2) 0.0241(18) 0.021(2) C21 0.0511(18) 0.106(3) 0.086(2) 0.000(2) -0.0019(16) 0.0086(18) C22 0.0434(15) 0.070(2) 0.088(2) 0.0055(17) 0.0063(14) 0.0075(14) C23 0.070(2) 0.113(3) 0.100(3) 0.019(2) 0.031(2) 0.004(2) C24 0.059(2) 0.188(5) 0.117(3) 0.021(3) -0.011(2) 0.009(3) C25 0.0405(19) 0.041(2) 0.0408(18) 0.000 -0.0020(15) 0.000 C26 0.046(2) 0.050(2) 0.0413(19) 0.000 -0.0035(16) 0.000 C27 0.054(2) 0.055(2) 0.049(2) 0.000 -0.0175(18) 0.000 C28 0.047(2) 0.046(2) 0.074(3) 0.000 -0.019(2) 0.000 C29 0.039(2) 0.072(3) 0.079(3) 0.000 0.009(2) 0.000 C30 0.048(2) 0.070(3) 0.045(2) 0.000 0.0052(17) 0.000 B1 0.045(2) 0.065(3) 0.0323(19) 0.000 -0.0019(17) 0.000 B3 0.046(2) 0.048(2) 0.0301(19) 0.000 -0.0022(16) 0.000 B4 0.0516(17) 0.0489(18) 0.0411(15) -0.0065(13) -0.0077(13) 0.0017(14) B5 0.0431(16) 0.062(2) 0.0462(16) -0.0061(15) -0.0014(13) 0.0075(14) B9 0.0483(17) 0.0482(18) 0.0428(15) 0.0033(13) -0.0088(13) -0.0014(13) B10 0.039(2) 0.050(3) 0.044(2) 0.000 -0.0072(17) 0.000 B12 0.046(2) 0.032(2) 0.040(2) 0.000 -0.0050(17) 0.000 _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 C11 1.368(3) . ? N1 C12 1.392(3) . ? N1 C13 1.472(3) . ? C8 C8 1.526(5) 7_565 ? C8 B4 1.672(4) . ? C8 B9 1.707(4) . ? C8 B3 1.728(4) . ? C11 N1 1.368(3) 7_565 ? C11 B12 1.636(5) . ? C12 C12 1.360(5) 7_565 ? C13 C18 1.407(4) . ? C13 C14 1.414(4) . ? C14 C15 1.398(4) . ? C14 C22 1.537(4) . ? C15 C16 1.379(4) . ? C16 C17 1.376(4) . ? C17 C18 1.403(4) . ? C18 C19 1.538(4) . ? C19 C20 1.537(4) . ? C19 C21 1.539(4) . ? C22 C23 1.536(5) . ? C22 C24 1.549(5) . ? C25 C30 1.405(5) . ? C25 C26 1.411(5) . ? C25 B3 1.588(5) . ? C26 C27 1.395(5) . ? C27 C28 1.382(6) . ? C28 C29 1.386(6) . ? C29 C30 1.396(6) . ? B1 B5 1.789(5) 7_565 ? B1 B5 1.789(5) . ? B1 B3 1.792(6) . ? B1 B4 1.797(4) 7_565 ? B1 B4 1.797(4) . ? B3 C8 1.728(4) 7_565 ? B3 B4 1.798(4) 7_565 ? B3 B4 1.798(4) . ? B4 B5 1.774(5) . ? B4 B9 1.848(4) . ? B5 B10 1.790(5) . ? B5 B5 1.801(7) 7_565 ? B5 B9 1.846(5) . ? B9 B10 1.813(4) . ? B9 B12 1.991(4) . ? B10 B12 1.739(6) . ? B10 B5 1.790(5) 7_565 ? B10 B9 1.813(4) 7_565 ? B12 B9 1.991(4) 7_565 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C12 110.2(2) . . ? C11 N1 C13 125.4(2) . . ? C12 N1 C13 124.38(19) . . ? C8 C8 B4 113.61(14) 7_565 . ? C8 C8 B9 111.52(13) 7_565 . ? B4 C8 B9 66.30(18) . . ? C8 C8 B3 63.80(10) 7_565 . ? B4 C8 B3 63.83(18) . . ? B9 C8 B3 120.0(2) . . ? N1 C11 N1 105.5(3) 7_565 . ? N1 C11 B12 126.88(14) 7_565 . ? N1 C11 B12 126.88(14) . . ? C12 C12 N1 107.07(13) 7_565 . ? C18 C13 C14 123.1(2) . . ? C18 C13 N1 118.7(2) . . ? C14 C13 N1 118.1(2) . . ? C15 C14 C13 116.5(2) . . ? C15 C14 C22 121.1(3) . . ? C13 C14 C22 122.4(3) . . ? C16 C15 C14 121.8(3) . . ? C17 C16 C15 120.4(3) . . ? C16 C17 C18 121.6(3) . . ? C17 C18 C13 116.7(2) . . ? C17 C18 C19 119.9(2) . . ? C13 C18 C19 123.5(2) . . ? C20 C19 C18 109.9(2) . . ? C20 C19 C21 110.8(2) . . ? C18 C19 C21 111.8(2) . . ? C23 C22 C14 112.2(3) . . ? C23 C22 C24 111.0(3) . . ? C14 C22 C24 110.0(3) . . ? C30 C25 C26 115.7(3) . . ? C30 C25 B3 123.5(3) . . ? C26 C25 B3 120.8(3) . . ? C27 C26 C25 122.4(3) . . ? C28 C27 C26 120.5(4) . . ? C27 C28 C29 118.4(3) . . ? C28 C29 C30 121.3(4) . . ? C29 C30 C25 121.7(4) . . ? B5 B1 B5 60.5(3) 7_565 . ? B5 B1 B3 109.2(2) 7_565 . ? B5 B1 B3 109.2(2) . . ? B5 B1 B4 59.30(17) 7_565 7_565 ? B5 B1 B4 107.0(2) . 7_565 ? B3 B1 B4 60.13(16) . 7_565 ? B5 B1 B4 107.0(2) 7_565 . ? B5 B1 B4 59.30(17) . . ? B3 B1 B4 60.13(16) . . ? B4 B1 B4 105.7(3) 7_565 . ? C25 B3 C8 123.0(2) . . ? C25 B3 C8 123.0(2) . 7_565 ? C8 B3 C8 52.4(2) . 7_565 ? C25 B3 B1 129.8(3) . . ? C8 B3 B1 101.5(2) . . ? C8 B3 B1 101.5(2) 7_565 . ? C25 B3 B4 125.55(15) . 7_565 ? C8 B3 B4 98.8(2) . 7_565 ? C8 B3 B4 56.58(15) 7_565 7_565 ? B1 B3 B4 60.08(17) . 7_565 ? C25 B3 B4 125.55(15) . . ? C8 B3 B4 56.58(15) . . ? C8 B3 B4 98.8(2) 7_565 . ? B1 B3 B4 60.08(17) . . ? B4 B3 B4 105.6(3) 7_565 . ? C8 B4 B5 104.7(2) . . ? C8 B4 B1 103.5(2) . . ? B5 B4 B1 60.11(19) . . ? C8 B4 B3 59.58(18) . . ? B5 B4 B3 109.6(2) . . ? B1 B4 B3 59.8(2) . . ? C8 B4 B9 57.76(17) . . ? B5 B4 B9 61.24(16) . . ? B1 B4 B9 108.3(2) . . ? B3 B4 B9 109.3(2) . . ? B4 B5 B1 60.59(18) . . ? B4 B5 B10 110.9(2) . . ? B1 B5 B10 110.2(2) . . ? B4 B5 B5 107.46(14) . 7_565 ? B1 B5 B5 59.77(13) . 7_565 ? B10 B5 B5 59.80(13) . 7_565 ? B4 B5 B9 61.38(17) . . ? B1 B5 B9 108.8(2) . . ? B10 B5 B9 59.81(18) . . ? B5 B5 B9 105.35(14) 7_565 . ? C8 B9 B10 107.6(2) . . ? C8 B9 B5 100.3(2) . . ? B10 B9 B5 58.56(18) . . ? C8 B9 B4 55.94(14) . . ? B10 B9 B4 106.6(2) . . ? B5 B9 B4 57.39(18) . . ? C8 B9 B12 88.04(19) . . ? B10 B9 B12 54.17(19) . . ? B5 B9 B12 111.4(2) . . ? B4 B9 B12 134.1(2) . . ? B12 B10 B5 127.9(2) . 7_565 ? B12 B10 B5 127.9(2) . . ? B5 B10 B5 60.4(3) 7_565 . ? B12 B10 B9 68.12(18) . . ? B5 B10 B9 107.2(2) 7_565 . ? B5 B10 B9 61.63(16) . . ? B12 B10 B9 68.12(18) . 7_565 ? B5 B10 B9 61.63(16) 7_565 7_565 ? B5 B10 B9 107.2(2) . 7_565 ? B9 B10 B9 100.0(3) . 7_565 ? C11 B12 B10 109.6(3) . . ? C11 B12 B9 128.95(16) . . ? B10 B12 B9 57.71(16) . . ? C11 B12 B9 128.95(16) . 7_565 ? B10 B12 B9 57.71(16) . 7_565 ? B9 B12 B9 88.5(3) . 7_565 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.641 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.146 data_3g _database_code_depnum_ccdc_archive 'CCDC 893421' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H47 B10 I N2' _chemical_formula_weight 658.69 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 18.2026(10) _cell_length_b 12.9296(7) _cell_length_c 15.5215(8) _cell_angle_alpha 90.00 _cell_angle_beta 98.6560(10) _cell_angle_gamma 90.00 _cell_volume 3611.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 142 _cell_measurement_theta_min -14 _cell_measurement_theta_max 14 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 0.908 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.563325 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART CCD DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 9777 _diffrn_reflns_av_R_equivalents 0.0657 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 25.25 _reflns_number_total 5521 _reflns_number_gt 4583 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART CCD DIFFRACTOMETER' _computing_cell_refinement 'BRUKER SMART CCD DIFFRACTOMETER' _computing_data_reduction 'BRUKER SMART CCD DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1517P)^2^+3.0359P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.10(3) _refine_ls_number_reflns 5521 _refine_ls_number_parameters 379 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.2000 _refine_ls_wR_factor_gt 0.1574 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.973 _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 I1 I 0.35043(4) 0.32695(4) 0.24019(4) 0.0725(3) Uani 1 1 d . . . C7 C 0.5498(5) 0.1923(6) 0.1133(5) 0.052(2) Uani 1 1 d . . . H7 H 0.5838 0.1216 0.1172 0.063 Uiso 1 1 calc R . . C8 C 0.5971(5) 0.2842(7) 0.0970(5) 0.0520(18) Uani 1 1 d . . . H8 H 0.6540 0.2589 0.0923 0.062 Uiso 1 1 calc R . . C11 C 0.6647(4) 0.2522(5) 0.3578(4) 0.0335(14) Uani 1 1 d . . . C12 C 0.7101(6) 0.2076(8) 0.4966(5) 0.054(2) Uani 1 1 d . . . H12A H 0.7134 0.1793 0.5522 0.065 Uiso 1 1 calc R . . C13 C 0.7610(4) 0.2673(7) 0.4675(5) 0.0498(18) Uani 1 1 d . . . H13A H 0.8067 0.2873 0.4981 0.060 Uiso 1 1 calc R . . C14 C 0.7699(4) 0.3618(6) 0.3279(5) 0.0461(17) Uani 1 1 d . . . C15 C 0.8127(5) 0.3163(8) 0.2733(6) 0.060(2) Uani 1 1 d . . . C16 C 0.8507(8) 0.3829(10) 0.2228(7) 0.078(3) Uani 1 1 d . . . H16A H 0.8813 0.3551 0.1858 0.094 Uiso 1 1 calc R . . C17 C 0.8430(11) 0.4882(13) 0.2278(9) 0.119(6) Uani 1 1 d . . . H17A H 0.8668 0.5316 0.1929 0.142 Uiso 1 1 calc R . . C18 C 0.7982(7) 0.5307(8) 0.2871(7) 0.077(3) Uani 1 1 d . . . H18A H 0.7947 0.6021 0.2923 0.093 Uiso 1 1 calc R . . C19 C 0.7607(5) 0.4688(6) 0.3363(5) 0.056(2) Uani 1 1 d . . . C20 C 0.7099(6) 0.5133(8) 0.3962(6) 0.066(2) Uani 1 1 d . . . H20A H 0.6785 0.4575 0.4131 0.079 Uiso 1 1 calc R . . C21 C 0.7555(8) 0.5601(13) 0.4809(9) 0.108(5) Uani 1 1 d . . . H21A H 0.7861 0.5072 0.5114 0.163 Uiso 1 1 calc R . . H21B H 0.7220 0.5866 0.5178 0.163 Uiso 1 1 calc R . . H21C H 0.7865 0.6151 0.4655 0.163 Uiso 1 1 calc R . . C22 C 0.6599(10) 0.5955(9) 0.3479(11) 0.109(5) Uani 1 1 d . . . H22A H 0.6318 0.5657 0.2967 0.163 Uiso 1 1 calc R . . H22B H 0.6899 0.6511 0.3314 0.163 Uiso 1 1 calc R . . H22C H 0.6266 0.6216 0.3852 0.163 Uiso 1 1 calc R . . C23 C 0.8238(5) 0.1998(8) 0.2667(6) 0.062(2) Uani 1 1 d . . . H23A H 0.7868 0.1661 0.2970 0.074 Uiso 1 1 calc R . . C24 C 0.8088(13) 0.1635(13) 0.1682(11) 0.102(6) Uani 1 1 d . . . H24A H 0.8161 0.0901 0.1653 0.153 Uiso 1 1 calc R . . H24B H 0.8426 0.1982 0.1360 0.153 Uiso 1 1 calc R . . H24C H 0.7586 0.1803 0.1436 0.153 Uiso 1 1 calc R . . C25 C 0.8978(13) 0.1633(12) 0.3074(12) 0.104(7) Uani 1 1 d . . . H25A H 0.9066 0.1841 0.3675 0.156 Uiso 1 1 calc R . . H25B H 0.9353 0.1927 0.2774 0.156 Uiso 1 1 calc R . . H25C H 0.8997 0.0892 0.3039 0.156 Uiso 1 1 calc R . . C26 C 0.5870(4) 0.1318(5) 0.4329(4) 0.0388(14) Uani 1 1 d . . . C27 C 0.5898(5) 0.0301(5) 0.3993(5) 0.0501(18) Uani 1 1 d . . . C28 C 0.5263(6) -0.0310(6) 0.4017(7) 0.068(2) Uani 1 1 d . . . H28A H 0.5241 -0.0972 0.3781 0.082 Uiso 1 1 calc R . . C29 C 0.4680(6) 0.0055(8) 0.4382(7) 0.076(3) Uani 1 1 d . . . H29A H 0.4269 -0.0368 0.4392 0.092 Uiso 1 1 calc R . . C30 C 0.4679(6) 0.1054(8) 0.4745(7) 0.070(3) Uani 1 1 d . . . H30A H 0.4281 0.1282 0.5006 0.084 Uiso 1 1 calc R . . C31 C 0.5294(5) 0.1696(5) 0.4703(5) 0.0491(18) Uani 1 1 d . . . C32 C 0.5312(6) 0.2767(7) 0.5121(6) 0.061(2) Uani 1 1 d . . . H32A H 0.5685 0.3180 0.4882 0.073 Uiso 1 1 calc R . . C33 C 0.5545(9) 0.2700(11) 0.6089(8) 0.090(4) Uani 1 1 d . . . H33A H 0.6012 0.2345 0.6211 0.135 Uiso 1 1 calc R . . H33B H 0.5176 0.2328 0.6345 0.135 Uiso 1 1 calc R . . H33C H 0.5596 0.3385 0.6330 0.135 Uiso 1 1 calc R . . C34 C 0.4576(9) 0.3330(9) 0.4923(9) 0.083(4) Uani 1 1 d . . . H34A H 0.4618 0.3999 0.5193 0.125 Uiso 1 1 calc R . . H34B H 0.4198 0.2938 0.5146 0.125 Uiso 1 1 calc R . . H34C H 0.4445 0.3408 0.4304 0.125 Uiso 1 1 calc R . . C35 C 0.6554(6) -0.0138(7) 0.3623(6) 0.065(2) Uani 1 1 d . . . H35A H 0.6870 0.0449 0.3517 0.078 Uiso 1 1 calc R . . C36 C 0.6346(9) -0.0694(11) 0.2754(9) 0.101(4) Uani 1 1 d . . . H36A H 0.6049 -0.0245 0.2350 0.151 Uiso 1 1 calc R . . H36B H 0.6069 -0.1308 0.2840 0.151 Uiso 1 1 calc R . . H36C H 0.6790 -0.0880 0.2526 0.151 Uiso 1 1 calc R . . C37 C 0.7020(8) -0.0834(12) 0.4306(10) 0.103(4) Uani 1 1 d . . . H37A H 0.7146 -0.0458 0.4841 0.154 Uiso 1 1 calc R . . H37B H 0.7467 -0.1042 0.4094 0.154 Uiso 1 1 calc R . . H37C H 0.6737 -0.1437 0.4408 0.154 Uiso 1 1 calc R . . B1 B 0.4577(6) 0.3567(7) 0.0797(6) 0.050(2) Uani 1 1 d . . . H1 H 0.4102 0.3951 0.0401 0.060 Uiso 1 1 calc R . . B2 B 0.4590(5) 0.2214(7) 0.1058(7) 0.057(2) Uani 1 1 d . . . H2 H 0.4118 0.1696 0.0845 0.068 Uiso 1 1 calc R . . B3 B 0.5151(6) 0.2720(7) 0.0303(6) 0.057(2) Uani 1 1 d . . . H3 H 0.5063 0.2539 -0.0398 0.068 Uiso 1 1 calc R . . B4 B 0.5473(7) 0.3928(7) 0.0760(7) 0.062(3) Uani 1 1 d . . . H4 H 0.5601 0.4565 0.0337 0.075 Uiso 1 1 calc R . . B5 B 0.5111(5) 0.4193(7) 0.1685(6) 0.0470(19) Uani 1 1 d . . . H5 H 0.4992 0.4996 0.1853 0.056 Uiso 1 1 calc R . . B6 B 0.4540(5) 0.3108(6) 0.1872(6) 0.0451(19) Uani 1 1 d . . . B9 B 0.6052(5) 0.3684(7) 0.1812(5) 0.0428(17) Uani 1 1 d . . . H9 H 0.6581 0.4106 0.1966 0.051 Uiso 1 1 calc R . . B10 B 0.5427(5) 0.3275(6) 0.2547(6) 0.0416(17) Uani 1 1 d . . . H10 H 0.5428 0.3513 0.3228 0.050 Uiso 1 1 calc R . . B11 B 0.5185(5) 0.1989(6) 0.2090(6) 0.0431(18) Uani 1 1 d . . . H11 H 0.5117 0.1255 0.2429 0.052 Uiso 1 1 calc R . . B12 B 0.6203(4) 0.2495(6) 0.2600(5) 0.0375(15) Uani 1 1 d . . . H12 H 0.6684 0.1971 0.2650 0.045 Uiso 1 1 calc R . . N1 N 0.6523(4) 0.1956(5) 0.4299(4) 0.0396(13) Uani 1 1 d . . . N2 N 0.7321(3) 0.2936(5) 0.3826(4) 0.0419(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.0392(3) 0.0781(4) 0.1021(5) 0.0155(4) 0.0166(2) 0.0022(3) C7 0.062(5) 0.051(4) 0.040(4) -0.005(3) -0.005(4) 0.013(3) C8 0.057(5) 0.061(4) 0.038(4) 0.001(3) 0.009(3) 0.011(4) C11 0.030(3) 0.040(3) 0.032(3) 0.004(2) 0.010(2) -0.009(3) C12 0.057(5) 0.070(5) 0.031(4) 0.011(3) -0.003(4) -0.004(5) C13 0.035(4) 0.078(5) 0.033(4) -0.008(3) -0.005(3) -0.009(3) C14 0.039(4) 0.062(4) 0.037(4) 0.000(3) 0.004(3) -0.025(3) C15 0.035(4) 0.100(7) 0.047(5) -0.007(4) 0.010(3) -0.021(4) C16 0.072(6) 0.111(8) 0.060(7) -0.015(5) 0.037(5) -0.039(7) C17 0.138(13) 0.154(12) 0.071(8) 0.012(8) 0.040(8) -0.098(11) C18 0.093(8) 0.064(5) 0.074(6) 0.005(4) 0.012(6) -0.033(5) C19 0.049(5) 0.066(5) 0.054(4) -0.003(4) 0.006(3) -0.021(4) C20 0.068(6) 0.062(5) 0.069(5) -0.017(4) 0.019(4) -0.008(4) C21 0.089(9) 0.147(12) 0.090(9) -0.050(8) 0.017(7) -0.002(8) C22 0.113(11) 0.062(6) 0.146(12) -0.006(7) 0.001(9) 0.007(7) C23 0.047(5) 0.081(6) 0.058(6) -0.019(4) 0.011(4) -0.015(4) C24 0.099(15) 0.133(14) 0.073(9) -0.053(8) 0.012(9) 0.008(8) C25 0.089(15) 0.132(14) 0.083(10) -0.017(7) -0.013(9) 0.029(8) C26 0.040(4) 0.042(3) 0.035(3) 0.003(3) 0.007(3) -0.009(3) C27 0.058(5) 0.040(3) 0.051(4) 0.010(3) 0.003(3) -0.007(3) C28 0.074(6) 0.043(4) 0.090(7) 0.016(4) 0.017(5) -0.011(4) C29 0.059(6) 0.075(6) 0.099(7) 0.023(5) 0.023(5) -0.029(5) C30 0.056(5) 0.079(6) 0.084(6) 0.027(5) 0.035(5) -0.008(4) C31 0.050(5) 0.055(4) 0.045(4) 0.008(3) 0.014(3) -0.011(3) C32 0.074(7) 0.060(5) 0.053(5) 0.000(4) 0.024(4) 0.003(5) C33 0.109(11) 0.098(9) 0.066(7) -0.022(6) 0.022(7) 0.020(7) C34 0.082(9) 0.091(8) 0.084(8) -0.013(5) 0.037(7) 0.004(6) C35 0.070(6) 0.050(5) 0.074(6) 0.003(4) 0.009(5) 0.004(4) C36 0.119(12) 0.091(8) 0.095(9) -0.012(6) 0.024(8) 0.010(7) C37 0.083(9) 0.122(10) 0.105(9) 0.051(8) 0.021(7) 0.033(8) B1 0.052(5) 0.046(4) 0.047(5) 0.006(3) -0.010(4) 0.008(4) B2 0.047(5) 0.048(5) 0.066(6) 0.006(4) -0.026(4) -0.003(4) B3 0.070(7) 0.063(6) 0.032(4) -0.001(4) -0.010(4) 0.006(5) B4 0.073(7) 0.047(5) 0.066(6) 0.009(4) 0.008(5) 0.008(4) B5 0.048(5) 0.044(4) 0.047(5) 0.005(3) 0.002(4) 0.000(3) B6 0.042(5) 0.044(4) 0.046(5) 0.007(3) -0.002(4) -0.001(3) B9 0.041(4) 0.053(4) 0.037(4) 0.000(3) 0.016(3) 0.000(4) B10 0.033(4) 0.048(4) 0.043(4) 0.005(3) 0.005(3) 0.000(3) B11 0.038(4) 0.040(4) 0.048(5) 0.002(3) -0.005(3) 0.000(3) B12 0.034(4) 0.045(4) 0.033(4) 0.005(3) 0.003(3) -0.002(3) N1 0.044(4) 0.050(3) 0.026(3) 0.006(2) 0.008(2) -0.013(3) N2 0.032(3) 0.055(3) 0.037(3) -0.004(2) 0.001(2) -0.008(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 I1 B6 2.177(10) . ? C7 C8 1.511(13) . ? C7 B11 1.672(13) . ? C7 B2 1.683(14) . ? C7 B3 1.697(12) . ? C8 B4 1.677(13) . ? C8 B3 1.691(12) . ? C8 B9 1.691(11) . ? C11 N2 1.341(9) . ? C11 N1 1.384(9) . ? C11 B12 1.609(10) . ? C12 C13 1.336(12) . ? C12 N1 1.370(11) . ? C13 N2 1.385(9) . ? C14 C15 1.368(14) . ? C14 C19 1.401(12) . ? C14 N2 1.466(10) . ? C15 C16 1.414(13) . ? C15 C23 1.525(14) . ? C16 C17 1.37(2) . ? C17 C18 1.43(2) . ? C18 C19 1.358(13) . ? C19 C20 1.521(13) . ? C20 C22 1.521(17) . ? C20 C21 1.567(15) . ? C23 C25 1.48(2) . ? C23 C24 1.582(17) . ? C26 C31 1.364(12) . ? C26 C27 1.419(10) . ? C26 N1 1.453(9) . ? C27 C28 1.405(12) . ? C27 C35 1.511(13) . ? C28 C29 1.360(16) . ? C29 C30 1.409(16) . ? C30 C31 1.403(12) . ? C31 C32 1.528(12) . ? C32 C33 1.500(16) . ? C32 C34 1.516(18) . ? C35 C36 1.525(15) . ? C35 C37 1.545(14) . ? B1 B4 1.706(16) . ? B1 B5 1.759(12) . ? B1 B3 1.767(14) . ? B1 B6 1.783(13) . ? B1 B2 1.795(12) . ? B2 B6 1.725(14) . ? B2 B3 1.791(16) . ? B2 B11 1.817(11) . ? B3 B4 1.778(15) . ? B4 B5 1.702(15) . ? B4 B9 1.834(14) . ? B5 B6 1.796(12) . ? B5 B10 1.816(11) . ? B5 B9 1.817(13) . ? B6 B10 1.800(12) . ? B6 B11 1.862(12) . ? B9 B10 1.807(11) . ? B9 B12 1.958(11) . ? B10 B12 1.728(11) . ? B10 B11 1.836(11) . ? B11 B12 2.012(11) . ? 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 C8 C7 B11 112.9(6) . . ? C8 C7 B2 113.0(7) . . ? B11 C7 B2 65.6(6) . . ? C8 C7 B3 63.3(6) . . ? B11 C7 B3 120.4(7) . . ? B2 C7 B3 64.0(6) . . ? C7 C8 B4 112.8(8) . . ? C7 C8 B3 63.7(6) . . ? B4 C8 B3 63.7(6) . . ? C7 C8 B9 111.3(6) . . ? B4 C8 B9 66.0(6) . . ? B3 C8 B9 120.0(7) . . ? N2 C11 N1 103.5(6) . . ? N2 C11 B12 126.0(6) . . ? N1 C11 B12 129.1(6) . . ? C13 C12 N1 107.6(7) . . ? C12 C13 N2 106.3(6) . . ? C15 C14 C19 124.7(8) . . ? C15 C14 N2 117.4(7) . . ? C19 C14 N2 117.9(7) . . ? C14 C15 C16 116.9(9) . . ? C14 C15 C23 124.1(8) . . ? C16 C15 C23 118.9(10) . . ? C17 C16 C15 120.7(12) . . ? C16 C17 C18 119.4(9) . . ? C19 C18 C17 121.3(10) . . ? C18 C19 C14 116.9(9) . . ? C18 C19 C20 121.6(9) . . ? C14 C19 C20 121.5(7) . . ? C22 C20 C19 109.7(10) . . ? C22 C20 C21 110.3(10) . . ? C19 C20 C21 111.4(9) . . ? C25 C23 C15 114.2(9) . . ? C25 C23 C24 109.4(12) . . ? C15 C23 C24 110.6(10) . . ? C31 C26 C27 124.1(7) . . ? C31 C26 N1 119.7(6) . . ? C27 C26 N1 116.1(7) . . ? C28 C27 C26 115.9(8) . . ? C28 C27 C35 120.0(8) . . ? C26 C27 C35 124.2(7) . . ? C29 C28 C27 120.8(8) . . ? C28 C29 C30 122.2(8) . . ? C31 C30 C29 118.3(9) . . ? C26 C31 C30 118.6(8) . . ? C26 C31 C32 122.5(7) . . ? C30 C31 C32 118.9(9) . . ? C33 C32 C34 109.8(9) . . ? C33 C32 C31 111.0(8) . . ? C34 C32 C31 112.8(9) . . ? C27 C35 C36 114.1(10) . . ? C27 C35 C37 110.0(9) . . ? C36 C35 C37 111.7(10) . . ? B4 B1 B5 58.8(6) . . ? B4 B1 B3 61.6(6) . . ? B5 B1 B3 109.3(7) . . ? B4 B1 B6 107.1(6) . . ? B5 B1 B6 60.9(5) . . ? B3 B1 B6 108.0(6) . . ? B4 B1 B2 107.1(7) . . ? B5 B1 B2 106.5(6) . . ? B3 B1 B2 60.4(6) . . ? B6 B1 B2 57.6(5) . . ? C7 B2 B6 105.0(6) . . ? C7 B2 B3 58.4(6) . . ? B6 B2 B3 109.5(6) . . ? C7 B2 B1 102.3(7) . . ? B6 B2 B1 60.8(5) . . ? B3 B2 B1 59.1(6) . . ? C7 B2 B11 56.9(5) . . ? B6 B2 B11 63.4(5) . . ? B3 B2 B11 108.2(6) . . ? B1 B2 B11 110.0(6) . . ? C8 B3 C7 53.0(5) . . ? C8 B3 B1 101.6(6) . . ? C7 B3 B1 102.9(7) . . ? C8 B3 B4 57.8(6) . . ? C7 B3 B4 99.7(6) . . ? B1 B3 B4 57.5(6) . . ? C8 B3 B2 99.8(6) . . ? C7 B3 B2 57.6(5) . . ? B1 B3 B2 60.6(6) . . ? B4 B3 B2 104.2(7) . . ? C8 B4 B5 105.7(7) . . ? C8 B4 B1 104.8(7) . . ? B5 B4 B1 62.2(6) . . ? C8 B4 B3 58.5(5) . . ? B5 B4 B3 111.5(8) . . ? B1 B4 B3 60.9(6) . . ? C8 B4 B9 57.4(5) . . ? B5 B4 B9 61.7(5) . . ? B1 B4 B9 110.3(7) . . ? B3 B4 B9 108.4(6) . . ? B4 B5 B1 59.0(6) . . ? B4 B5 B6 106.7(7) . . ? B1 B5 B6 60.2(5) . . ? B4 B5 B10 111.8(7) . . ? B1 B5 B10 110.7(6) . . ? B6 B5 B10 59.8(5) . . ? B4 B5 B9 62.7(6) . . ? B1 B5 B9 108.7(6) . . ? B6 B5 B9 105.0(6) . . ? B10 B5 B9 59.7(5) . . ? B2 B6 B1 61.5(5) . . ? B2 B6 B5 108.0(7) . . ? B1 B6 B5 58.9(5) . . ? B2 B6 B10 111.4(7) . . ? B1 B6 B10 110.3(7) . . ? B5 B6 B10 60.6(5) . . ? B2 B6 B11 60.7(5) . . ? B1 B6 B11 108.5(7) . . ? B5 B6 B11 105.8(6) . . ? B10 B6 B11 60.1(4) . . ? B2 B6 I1 119.0(6) . . ? B1 B6 I1 118.6(5) . . ? B5 B6 I1 122.8(5) . . ? B10 B6 I1 121.4(6) . . ? B11 B6 I1 124.4(5) . . ? C8 B9 B10 108.0(6) . . ? C8 B9 B5 100.2(6) . . ? B10 B9 B5 60.1(4) . . ? C8 B9 B4 56.6(5) . . ? B10 B9 B4 106.3(6) . . ? B5 B9 B4 55.6(5) . . ? C8 B9 B12 88.0(5) . . ? B10 B9 B12 54.5(4) . . ? B5 B9 B12 113.2(5) . . ? B4 B9 B12 134.4(6) . . ? B12 B10 B6 127.8(6) . . ? B12 B10 B9 67.2(5) . . ? B6 B10 B9 105.3(6) . . ? B12 B10 B5 125.6(7) . . ? B6 B10 B5 59.6(5) . . ? B9 B10 B5 60.2(5) . . ? B12 B10 B11 68.7(5) . . ? B6 B10 B11 61.6(5) . . ? B9 B10 B11 99.1(6) . . ? B5 B10 B11 106.1(6) . . ? C7 B11 B2 57.5(5) . . ? C7 B11 B10 107.2(6) . . ? B2 B11 B10 105.7(5) . . ? C7 B11 B6 99.7(6) . . ? B2 B11 B6 55.9(5) . . ? B10 B11 B6 58.3(4) . . ? C7 B11 B12 87.0(6) . . ? B2 B11 B12 133.3(6) . . ? B10 B11 B12 53.1(4) . . ? B6 B11 B12 109.7(5) . . ? C11 B12 B10 108.9(6) . . ? C11 B12 B9 125.1(6) . . ? B10 B12 B9 58.3(4) . . ? C11 B12 B11 132.9(6) . . ? B10 B12 B11 58.2(4) . . ? B9 B12 B11 88.6(5) . . ? C12 N1 C11 110.6(6) . . ? C12 N1 C26 125.4(6) . . ? C11 N1 C26 124.1(6) . . ? C11 N2 C13 112.0(6) . . ? C11 N2 C14 124.2(6) . . ? C13 N2 C14 123.7(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.591 _refine_diff_density_min -0.849 _refine_diff_density_rms 0.090 data_3h _database_code_depnum_ccdc_archive 'CCDC 893422' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H52 B10 N2' _chemical_formula_weight 572.86 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 Orthorhombic _symmetry_space_group_name_H-M Pbcm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y+1/2, -z' '-x, -y, -z' 'x, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y-1/2, z' _cell_length_a 10.7261(9) _cell_length_b 18.1929(15) _cell_length_c 20.3465(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3970.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 75 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.958 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.051 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5583 _exptl_absorpt_correction_T_max 0.6994 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 33571 _diffrn_reflns_av_R_equivalents 0.1225 _diffrn_reflns_av_sigmaI/netI 0.0784 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.25 _reflns_number_total 3709 _reflns_number_gt 2103 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1060P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0030(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3709 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1161 _refine_ls_R_factor_gt 0.0664 _refine_ls_wR_factor_ref 0.1982 _refine_ls_wR_factor_gt 0.1750 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.003 _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 0.08598(16) 0.05459(10) 0.30267(9) 0.0463(5) Uani 1 1 d . . . C8 C 0.39215(18) 0.25402(12) 0.28751(11) 0.0475(6) Uani 1 1 d . . . C11 C 0.1324(3) 0.09048(16) 0.2500 0.0392(7) Uani 1 2 d S . . C12 C 0.5096(2) 0.21665(17) 0.30990(14) 0.0697(8) Uani 1 1 d . . . H12A H 0.4916 0.1674 0.3256 0.084 Uiso 1 1 calc R . . H12B H 0.5486 0.2443 0.3451 0.084 Uiso 1 1 calc R . . C13 C 0.5947(4) 0.2137(3) 0.2500 0.0915(14) Uani 1 2 d S . . H13A H 0.6516 0.2552 0.2500 0.110 Uiso 1 2 calc SR . . H13B H 0.6431 0.1687 0.2500 0.110 Uiso 1 2 calc SR . . C14 C 0.0110(2) -0.00259(12) 0.28282(12) 0.0600(7) Uani 1 1 d . . . H14 H -0.0317 -0.0351 0.3100 0.072 Uiso 1 1 calc R . . C15 C 0.1086(2) 0.07044(12) 0.37153(11) 0.0497(6) Uani 1 1 d . . . C16 C 0.2135(2) 0.04003(14) 0.40149(13) 0.0585(7) Uani 1 1 d . . . C17 C 0.2281(3) 0.05278(18) 0.46787(15) 0.0839(9) Uani 1 1 d . . . H17A H 0.2968 0.0333 0.4896 0.101 Uiso 1 1 calc R . . C18 C 0.1428(4) 0.0938(2) 0.50234(15) 0.0958(11) Uani 1 1 d . . . H18A H 0.1550 0.1022 0.5470 0.115 Uiso 1 1 calc R . . C19 C 0.0398(3) 0.12245(19) 0.47171(14) 0.0824(9) Uani 1 1 d . . . H19A H -0.0171 0.1498 0.4960 0.099 Uiso 1 1 calc R . . C20 C 0.0192(2) 0.11131(13) 0.40514(12) 0.0591(7) Uani 1 1 d . . . C21 C -0.0987(2) 0.14043(15) 0.37254(14) 0.0679(8) Uani 1 1 d . . . H21A H -0.0870 0.1367 0.3249 0.081 Uiso 1 1 calc R . . C22 C -0.2105(3) 0.09348(19) 0.39048(18) 0.0995(11) Uani 1 1 d . . . H22A H -0.1934 0.0430 0.3800 0.149 Uiso 1 1 calc R . . H22B H -0.2820 0.1098 0.3661 0.149 Uiso 1 1 calc R . . H22C H -0.2270 0.0979 0.4367 0.149 Uiso 1 1 calc R . . C23 C -0.1231(3) 0.22138(17) 0.38865(18) 0.0953(11) Uani 1 1 d . . . H23A H -0.1981 0.2372 0.3671 0.143 Uiso 1 1 calc R . . H23B H -0.0543 0.2506 0.3737 0.143 Uiso 1 1 calc R . . H23C H -0.1323 0.2271 0.4353 0.143 Uiso 1 1 calc R . . C24 C 0.3040(2) -0.00894(16) 0.36437(14) 0.0734(8) Uani 1 1 d . . . H24A H 0.2972 0.0037 0.3177 0.088 Uiso 1 1 calc R . . C25 C 0.2678(4) -0.08982(18) 0.3712(2) 0.1180(14) Uani 1 1 d . . . H25A H 0.3261 -0.1197 0.3474 0.177 Uiso 1 1 calc R . . H25B H 0.1856 -0.0971 0.3537 0.177 Uiso 1 1 calc R . . H25C H 0.2689 -0.1034 0.4168 0.177 Uiso 1 1 calc R . . C26 C 0.4394(3) 0.0018(2) 0.3840(2) 0.1146(13) Uani 1 1 d . . . H26A H 0.4613 0.0527 0.3795 0.172 Uiso 1 1 calc R . . H26B H 0.4919 -0.0273 0.3561 0.172 Uiso 1 1 calc R . . H26C H 0.4506 -0.0131 0.4289 0.172 Uiso 1 1 calc R . . B1 B 0.2691(4) 0.3774(2) 0.2500 0.0654(12) Uani 1 2 d S . . H1 H 0.2586 0.4376 0.2500 0.078 Uiso 1 2 calc SR . . B3 B 0.4162(4) 0.3358(2) 0.2500 0.0549(10) Uani 1 2 d S . . H3 H 0.5027 0.3684 0.2500 0.066 Uiso 1 2 calc SR . . B4 B 0.3212(3) 0.32672(16) 0.31969(15) 0.0580(8) Uani 1 1 d . . . H4 H 0.3465 0.3528 0.3666 0.070 Uiso 1 1 calc R . . B6 B 0.1660(3) 0.31989(16) 0.20625(15) 0.0603(8) Uani 1 1 d . . . H6 H 0.0909 0.3437 0.1762 0.072 Uiso 1 1 calc R . . B9 B 0.2469(2) 0.23645(15) 0.31740(13) 0.0494(7) Uani 1 1 d . . . H9 H 0.2410 0.2057 0.3638 0.059 Uiso 1 1 calc R . . B10 B 0.1402(3) 0.23720(19) 0.2500 0.0469(9) Uani 1 2 d S . . H10 H 0.0449 0.2148 0.2500 0.056 Uiso 1 2 calc SR . . B12 B 0.2298(3) 0.15958(19) 0.2500 0.0407(8) Uani 1 2 d S . . H12 H 0.2879 0.1097 0.2500 0.049 Uiso 1 2 calc SR . . 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 0.0537(11) 0.0333(10) 0.0521(12) 0.0019(9) 0.0028(9) -0.0052(9) C8 0.0470(12) 0.0459(14) 0.0495(13) 0.0011(10) -0.0046(10) -0.0052(10) C11 0.0415(16) 0.0317(16) 0.0444(18) 0.000 0.000 0.0039(14) C12 0.0569(15) 0.0769(19) 0.0753(19) 0.0097(15) -0.0123(13) -0.0044(14) C13 0.062(2) 0.112(4) 0.101(4) 0.000 0.000 0.008(2) C14 0.0674(14) 0.0388(14) 0.0737(15) 0.0062(11) 0.0032(12) -0.0154(12) C15 0.0618(15) 0.0398(13) 0.0474(14) 0.0088(11) 0.0047(11) -0.0057(11) C16 0.0645(16) 0.0536(16) 0.0575(16) 0.0154(13) 0.0009(12) -0.0011(13) C17 0.089(2) 0.097(3) 0.065(2) 0.0192(18) -0.0071(16) 0.0065(19) C18 0.116(3) 0.121(3) 0.0503(18) -0.0030(18) -0.0013(18) 0.008(2) C19 0.096(2) 0.093(2) 0.0590(18) -0.0042(16) 0.0151(16) 0.0103(19) C20 0.0746(17) 0.0522(15) 0.0504(15) 0.0052(12) 0.0135(13) 0.0015(13) C21 0.0665(16) 0.0677(18) 0.0695(17) 0.0091(15) 0.0159(13) 0.0132(14) C22 0.074(2) 0.099(3) 0.126(3) 0.024(2) 0.0111(19) 0.0019(18) C23 0.098(2) 0.068(2) 0.120(3) 0.0073(19) 0.0270(19) 0.0186(18) C24 0.0754(18) 0.0690(19) 0.0759(19) 0.0181(15) 0.0033(15) 0.0193(15) C25 0.125(3) 0.061(2) 0.168(4) -0.002(2) 0.017(3) 0.010(2) C26 0.075(2) 0.104(3) 0.165(4) 0.009(3) -0.002(2) 0.020(2) B1 0.068(3) 0.036(2) 0.092(3) 0.000 0.000 -0.004(2) B3 0.059(2) 0.046(2) 0.060(2) 0.000 0.000 -0.021(2) B4 0.0695(18) 0.0475(17) 0.0571(17) -0.0115(14) 0.0054(14) -0.0126(14) B6 0.0595(17) 0.0346(16) 0.087(2) 0.0095(14) -0.0139(15) -0.0023(13) B9 0.0577(16) 0.0423(16) 0.0481(15) -0.0003(13) 0.0052(12) -0.0089(13) B10 0.0466(19) 0.0300(19) 0.064(2) 0.000 0.000 -0.0043(17) B12 0.055(2) 0.0283(18) 0.0390(19) 0.000 0.000 0.0017(16) _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 C11 1.350(2) . ? N1 C14 1.376(3) . ? N1 C15 1.451(3) . ? C8 C12 1.502(3) . ? C8 C8 1.527(4) 6_556 ? C8 B4 1.660(4) . ? C8 B3 1.692(4) . ? C8 B9 1.703(3) . ? C11 N1 1.350(2) 6_556 ? C11 B12 1.635(4) . ? C12 C13 1.523(3) . ? C13 C12 1.523(3) 6_556 ? C14 C14 1.336(5) 6_556 ? C15 C20 1.393(3) . ? C15 C16 1.394(3) . ? C16 C17 1.379(4) . ? C16 C24 1.519(4) . ? C17 C18 1.373(4) . ? C18 C19 1.371(4) . ? C19 C20 1.387(4) . ? C20 C21 1.523(4) . ? C21 C22 1.517(4) . ? C21 C23 1.531(4) . ? C24 C26 1.519(4) . ? C24 C25 1.528(4) . ? B1 B3 1.751(6) . ? B1 B6 1.764(5) 6_556 ? B1 B6 1.764(5) . ? B1 B4 1.782(4) 6_556 ? B1 B4 1.782(4) . ? B3 C8 1.692(4) 6_556 ? B3 B4 1.754(4) 6_556 ? B3 B4 1.754(4) . ? B4 B6 1.751(4) 6_556 ? B4 B9 1.826(4) . ? B6 B4 1.751(4) 6_556 ? B6 B10 1.770(4) . ? B6 B6 1.780(6) 6_556 ? B6 B9 1.814(4) 6_556 ? B9 B10 1.786(4) . ? B9 B6 1.814(4) 6_556 ? B9 B12 1.967(4) . ? B10 B12 1.708(5) . ? B10 B6 1.770(4) 6_556 ? B10 B9 1.786(4) 6_556 ? B12 B9 1.967(4) 6_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C14 110.39(19) . . ? C11 N1 C15 127.49(18) . . ? C14 N1 C15 122.12(18) . . ? C12 C8 C8 107.65(14) . 6_556 ? C12 C8 B4 128.7(2) . . ? C8 C8 B4 113.22(13) 6_556 . ? C12 C8 B3 114.0(2) . . ? C8 C8 B3 63.19(10) 6_556 . ? B4 C8 B3 63.09(16) . . ? C12 C8 B9 125.0(2) . . ? C8 C8 B9 110.92(12) 6_556 . ? B4 C8 B9 65.75(15) . . ? B3 C8 B9 117.8(2) . . ? N1 C11 N1 105.1(2) . 6_556 ? N1 C11 B12 127.43(12) . . ? N1 C11 B12 127.43(12) 6_556 . ? C8 C12 C13 106.0(2) . . ? C12 C13 C12 106.3(3) 6_556 . ? C14 C14 N1 107.07(12) 6_556 . ? C20 C15 C16 123.6(2) . . ? C20 C15 N1 117.7(2) . . ? C16 C15 N1 118.6(2) . . ? C17 C16 C15 116.9(2) . . ? C17 C16 C24 120.9(2) . . ? C15 C16 C24 122.1(2) . . ? C18 C17 C16 121.1(3) . . ? C19 C18 C17 120.7(3) . . ? C18 C19 C20 121.1(3) . . ? C19 C20 C15 116.6(3) . . ? C19 C20 C21 120.4(2) . . ? C15 C20 C21 122.9(2) . . ? C22 C21 C20 110.8(2) . . ? C22 C21 C23 110.8(2) . . ? C20 C21 C23 112.5(2) . . ? C16 C24 C26 113.9(3) . . ? C16 C24 C25 110.9(2) . . ? C26 C24 C25 110.1(3) . . ? B3 B1 B6 108.0(2) . 6_556 ? B3 B1 B6 108.0(2) . . ? B6 B1 B6 60.6(2) 6_556 . ? B3 B1 B4 59.55(16) . 6_556 ? B6 B1 B4 106.9(2) 6_556 6_556 ? B6 B1 B4 59.18(16) . 6_556 ? B3 B1 B4 59.55(16) . . ? B6 B1 B4 59.18(16) 6_556 . ? B6 B1 B4 106.9(2) . . ? B4 B1 B4 105.5(3) 6_556 . ? C8 B3 C8 53.63(19) 6_556 . ? C8 B3 B1 104.1(2) 6_556 . ? C8 B3 B1 104.1(2) . . ? C8 B3 B4 57.57(15) 6_556 6_556 ? C8 B3 B4 101.1(2) . 6_556 ? B1 B3 B4 61.11(16) . 6_556 ? C8 B3 B4 101.1(2) 6_556 . ? C8 B3 B4 57.57(15) . . ? B1 B3 B4 61.11(16) . . ? B4 B3 B4 107.9(3) 6_556 . ? C8 B4 B6 105.10(19) . 6_556 ? C8 B4 B3 59.34(18) . . ? B6 B4 B3 108.4(2) 6_556 . ? C8 B4 B1 104.0(2) . . ? B6 B4 B1 59.91(19) 6_556 . ? B3 B4 B1 59.3(2) . . ? C8 B4 B9 58.23(14) . . ? B6 B4 B9 60.90(16) 6_556 . ? B3 B4 B9 108.5(2) . . ? B1 B4 B9 108.0(2) . . ? B4 B6 B1 60.91(18) 6_556 . ? B4 B6 B10 111.1(2) 6_556 . ? B1 B6 B10 110.4(2) . . ? B4 B6 B6 107.54(14) 6_556 6_556 ? B1 B6 B6 59.70(12) . 6_556 ? B10 B6 B6 59.80(12) . 6_556 ? B4 B6 B9 61.60(16) 6_556 6_556 ? B1 B6 B9 109.3(2) . 6_556 ? B10 B6 B9 59.78(16) . 6_556 ? B6 B6 B9 105.39(13) 6_556 6_556 ? C8 B9 B10 108.09(19) . . ? C8 B9 B6 100.72(18) . 6_556 ? B10 B9 B6 58.88(16) . 6_556 ? C8 B9 B4 56.01(14) . . ? B10 B9 B4 107.0(2) . . ? B6 B9 B4 57.51(16) 6_556 . ? C8 B9 B12 88.26(17) . . ? B10 B9 B12 53.89(16) . . ? B6 B9 B12 111.44(19) 6_556 . ? B4 B9 B12 134.25(19) . . ? B12 B10 B6 127.9(2) . . ? B12 B10 B6 127.9(2) . 6_556 ? B6 B10 B6 60.4(2) . 6_556 ? B12 B10 B9 68.48(16) . . ? B6 B10 B9 107.0(2) . . ? B6 B10 B9 61.33(15) 6_556 . ? B12 B10 B9 68.48(16) . 6_556 ? B6 B10 B9 61.33(15) . 6_556 ? B6 B10 B9 107.0(2) 6_556 6_556 ? B9 B10 B9 100.3(2) . 6_556 ? C11 B12 B10 106.0(2) . . ? C11 B12 B9 127.32(15) . . ? B10 B12 B9 57.63(14) . . ? C11 B12 B9 127.31(15) . 6_556 ? B10 B12 B9 57.63(14) . 6_556 ? B9 B12 B9 88.4(2) . 6_556 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.338 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.038 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.124 0.678 0.750 15.3 0.3 2 0.124 0.822 0.250 15.3 0.3 3 0.482 0.250 0.000 120.0 25.7 4 0.482 0.250 0.500 119.9 25.7 5 0.518 0.750 0.500 120.0 25.7 6 0.518 0.750 1.000 120.0 25.7 7 0.453 0.541 0.250 14.6 0.8 8 0.453 0.959 0.750 14.6 0.8 9 0.546 0.041 0.250 14.6 0.8 10 0.546 0.459 0.750 14.6 0.8 11 0.875 0.178 0.750 15.3 0.4 12 0.875 0.322 0.250 15.3 0.4 _platon_squeeze_details ; ; data_3i _database_code_depnum_ccdc_archive 'CCDC 893423' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H52 B10 N2' _chemical_formula_weight 584.87 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.2685(7) _cell_length_b 16.9203(10) _cell_length_c 19.2291(12) _cell_angle_alpha 90.00 _cell_angle_beta 105.0860(10) _cell_angle_gamma 90.00 _cell_volume 3540.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 120 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.097 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.058 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5855 _exptl_absorpt_correction_T_max 0.7208 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEGA SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 39399 _diffrn_reflns_av_R_equivalents 0.1139 _diffrn_reflns_av_sigmaI/netI 0.0804 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.25 _reflns_number_total 6411 _reflns_number_gt 3929 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0805P)^2^+0.8043P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6411 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1068 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.1754 _refine_ls_wR_factor_gt 0.1456 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 0.74064(15) 0.12792(10) 0.08871(10) 0.0347(4) Uani 1 1 d . . . N2 N 0.56850(14) 0.17097(10) 0.10153(9) 0.0321(4) Uani 1 1 d . . . C7 C 0.7393(2) 0.43317(13) 0.07608(13) 0.0405(6) Uani 1 1 d . . . C8 C 0.8671(2) 0.40093(13) 0.07926(12) 0.0378(5) Uani 1 1 d . . . C12 C 0.9110(2) 0.39807(16) 0.01100(14) 0.0514(7) Uani 1 1 d . . . H12A H 0.9911 0.4231 0.0207 0.062 Uiso 1 1 calc R . . H12B H 0.9214 0.3432 -0.0007 0.062 Uiso 1 1 calc R . . C13 C 0.8291(3) 0.43645(18) -0.05254(16) 0.0687(9) Uani 1 1 d . . . H13A H 0.8573 0.4411 -0.0937 0.082 Uiso 1 1 calc R . . C14 C 0.7203(3) 0.46418(18) -0.05528(16) 0.0703(9) Uani 1 1 d . . . H14A H 0.6769 0.4871 -0.0984 0.084 Uiso 1 1 calc R . . C15 C 0.6596(2) 0.46243(16) 0.00457(16) 0.0601(8) Uani 1 1 d . . . H15A H 0.5875 0.4289 -0.0095 0.072 Uiso 1 1 calc R . . H15B H 0.6316 0.5154 0.0113 0.072 Uiso 1 1 calc R . . C11 C 0.67874(18) 0.19512(12) 0.09354(11) 0.0301(5) Uani 1 1 d . . . C16 C 0.6704(2) 0.06292(13) 0.09493(13) 0.0418(6) Uani 1 1 d . . . H16A H 0.6934 0.0102 0.0938 0.050 Uiso 1 1 calc R . . C17 C 0.5638(2) 0.08955(13) 0.10277(12) 0.0404(6) Uani 1 1 d . . . H17A H 0.4982 0.0590 0.1081 0.048 Uiso 1 1 calc R . . C18 C 0.85930(19) 0.12437(13) 0.07182(12) 0.0362(5) Uani 1 1 d . . . C19 C 0.8608(2) 0.13800(14) 0.00038(13) 0.0447(6) Uani 1 1 d . . . C20 C 0.9760(3) 0.13871(18) -0.01360(16) 0.0631(8) Uani 1 1 d . . . H20A H 0.9818 0.1488 -0.0601 0.076 Uiso 1 1 calc R . . C21 C 1.0812(2) 0.12484(19) 0.04004(17) 0.0682(9) Uani 1 1 d . . . H21A H 1.1573 0.1270 0.0297 0.082 Uiso 1 1 calc R . . C22 C 1.0749(2) 0.10788(16) 0.10836(15) 0.0555(7) Uani 1 1 d . . . H22A H 1.1469 0.0969 0.1436 0.067 Uiso 1 1 calc R . . C23 C 0.9633(2) 0.10661(14) 0.12640(13) 0.0425(6) Uani 1 1 d . . . C24 C 0.9610(2) 0.08435(17) 0.20254(14) 0.0556(7) Uani 1 1 d . . . H24A H 0.8759 0.0884 0.2058 0.067 Uiso 1 1 calc R . . C25 C 1.0388(3) 0.1392(2) 0.25836(17) 0.0841(10) Uani 1 1 d . . . H25A H 1.0116 0.1927 0.2478 0.126 Uiso 1 1 calc R . . H25B H 1.1234 0.1348 0.2574 0.126 Uiso 1 1 calc R . . H25C H 1.0309 0.1249 0.3053 0.126 Uiso 1 1 calc R . . C26 C 1.0031(3) -0.0012(2) 0.21903(19) 0.0850(10) Uani 1 1 d . . . H26A H 1.0002 -0.0144 0.2671 0.128 Uiso 1 1 calc R . . H26B H 1.0857 -0.0070 0.2149 0.128 Uiso 1 1 calc R . . H26C H 0.9497 -0.0359 0.1854 0.128 Uiso 1 1 calc R . . C27 C 0.7449(2) 0.14648(16) -0.06072(13) 0.0506(7) Uani 1 1 d . . . H27A H 0.6784 0.1620 -0.0393 0.061 Uiso 1 1 calc R . . C28 C 0.7520(3) 0.2079(2) -0.11542(18) 0.0927(11) Uani 1 1 d . . . H28A H 0.6754 0.2099 -0.1518 0.139 Uiso 1 1 calc R . . H28B H 0.8169 0.1947 -0.1373 0.139 Uiso 1 1 calc R . . H28C H 0.7684 0.2585 -0.0923 0.139 Uiso 1 1 calc R . . C29 C 0.7099(4) 0.0670(2) -0.0974(2) 0.1029(13) Uani 1 1 d . . . H29A H 0.6358 0.0727 -0.1354 0.154 Uiso 1 1 calc R . . H29B H 0.6968 0.0293 -0.0629 0.154 Uiso 1 1 calc R . . H29C H 0.7750 0.0489 -0.1172 0.154 Uiso 1 1 calc R . . C30 C 0.46420(18) 0.22209(13) 0.10037(12) 0.0344(5) Uani 1 1 d . . . C31 C 0.3988(2) 0.25270(14) 0.03391(13) 0.0409(6) Uani 1 1 d . . . C32 C 0.3007(2) 0.30200(16) 0.03398(15) 0.0563(7) Uani 1 1 d . . . H32A H 0.2555 0.3241 -0.0091 0.068 Uiso 1 1 calc R . . C33 C 0.2694(2) 0.31877(17) 0.09685(17) 0.0640(8) Uani 1 1 d . . . H33A H 0.2044 0.3530 0.0960 0.077 Uiso 1 1 calc R . . C34 C 0.3326(2) 0.28577(17) 0.16055(15) 0.0578(7) Uani 1 1 d . . . H34A H 0.3081 0.2967 0.2021 0.069 Uiso 1 1 calc R . . C35 C 0.4325(2) 0.23622(14) 0.16475(13) 0.0422(6) Uani 1 1 d . . . C36 C 0.4968(2) 0.19929(16) 0.23591(13) 0.0492(7) Uani 1 1 d . . . H36A H 0.5671 0.1690 0.2291 0.059 Uiso 1 1 calc R . . C37 C 0.4098(3) 0.14189(19) 0.25938(17) 0.0698(9) Uani 1 1 d . . . H37A H 0.3810 0.1032 0.2223 0.105 Uiso 1 1 calc R . . H37B H 0.3411 0.1705 0.2675 0.105 Uiso 1 1 calc R . . H37C H 0.4528 0.1159 0.3031 0.105 Uiso 1 1 calc R . . C38 C 0.5452(3) 0.2613(2) 0.29436(16) 0.0771(9) Uani 1 1 d . . . H38A H 0.6007 0.2962 0.2791 0.116 Uiso 1 1 calc R . . H38B H 0.5878 0.2354 0.3382 0.116 Uiso 1 1 calc R . . H38C H 0.4776 0.2911 0.3025 0.116 Uiso 1 1 calc R . . C39 C 0.4260(2) 0.22899(16) -0.03645(13) 0.0508(7) Uani 1 1 d . . . H39A H 0.5142 0.2176 -0.0258 0.061 Uiso 1 1 calc R . . C40 C 0.3982(3) 0.2921(2) -0.09440(16) 0.0826(10) Uani 1 1 d . . . H40A H 0.4414 0.3397 -0.0761 0.124 Uiso 1 1 calc R . . H40B H 0.3115 0.3023 -0.1084 0.124 Uiso 1 1 calc R . . H40C H 0.4242 0.2741 -0.1355 0.124 Uiso 1 1 calc R . . C41 C 0.3583(4) 0.15369(19) -0.06582(17) 0.0909(11) Uani 1 1 d . . . H41A H 0.3775 0.1394 -0.1100 0.136 Uiso 1 1 calc R . . H41B H 0.2714 0.1621 -0.0747 0.136 Uiso 1 1 calc R . . H41C H 0.3832 0.1119 -0.0313 0.136 Uiso 1 1 calc R . . B1 B 0.8816(3) 0.46768(19) 0.20986(18) 0.0571(8) Uani 1 1 d . . . H1 H 0.9221 0.5108 0.2522 0.068 Uiso 1 1 calc R . . B2 B 0.7319(3) 0.47703(18) 0.15245(18) 0.0538(8) Uani 1 1 d . . . H2 H 0.6711 0.5270 0.1558 0.065 Uiso 1 1 calc R . . B3 B 0.8605(3) 0.49061(17) 0.11784(16) 0.0462(7) Uani 1 1 d . . . H3 H 0.8866 0.5480 0.0995 0.055 Uiso 1 1 calc R . . B4 B 0.9671(3) 0.41810(17) 0.15815(16) 0.0480(7) Uani 1 1 d . . . H4 H 1.0661 0.4280 0.1655 0.058 Uiso 1 1 calc R . . B5 B 0.9125(3) 0.36590(18) 0.22213(16) 0.0518(8) Uani 1 1 d . . . H5 H 0.9769 0.3437 0.2715 0.062 Uiso 1 1 calc R . . B6 B 0.7635(3) 0.40345(18) 0.21819(17) 0.0540(8) Uani 1 1 d . . . H6 H 0.7249 0.4073 0.2651 0.065 Uiso 1 1 calc R . . B9 B 0.8980(2) 0.32122(16) 0.13453(15) 0.0402(6) Uani 1 1 d . . . H9 H 0.9552 0.2748 0.1196 0.048 Uiso 1 1 calc R . . B10 B 0.7805(3) 0.31083(16) 0.18077(15) 0.0425(7) Uani 1 1 d . . . H10 H 0.7619 0.2582 0.2098 0.051 Uiso 1 1 calc R . . B11 B 0.6700(3) 0.37833(16) 0.12908(16) 0.0448(7) Uani 1 1 d . . . H11 H 0.5696 0.3719 0.1106 0.054 Uiso 1 1 calc R . . B12 B 0.7291(2) 0.28454(14) 0.09077(14) 0.0326(6) Uani 1 1 d . . . H12 H 0.6969 0.2684 0.0335 0.039 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 0.0312(9) 0.0316(10) 0.0441(11) 0.0005(9) 0.0150(8) 0.0031(8) N2 0.0290(9) 0.0307(10) 0.0389(11) 0.0024(8) 0.0130(8) -0.0003(8) C7 0.0384(12) 0.0321(13) 0.0513(15) 0.0008(11) 0.0125(11) -0.0013(10) C8 0.0379(12) 0.0324(13) 0.0452(14) -0.0042(10) 0.0147(11) -0.0060(10) C12 0.0592(16) 0.0459(15) 0.0575(17) -0.0035(13) 0.0304(14) -0.0106(12) C13 0.097(2) 0.067(2) 0.0472(18) -0.0007(15) 0.0264(17) -0.0147(18) C14 0.090(2) 0.064(2) 0.0467(18) 0.0117(15) -0.0017(17) -0.0103(18) C15 0.0515(16) 0.0439(16) 0.077(2) 0.0148(14) 0.0028(14) -0.0013(12) C11 0.0275(10) 0.0333(12) 0.0308(12) 0.0003(9) 0.0097(9) 0.0007(9) C16 0.0437(13) 0.0272(12) 0.0575(16) -0.0001(11) 0.0188(12) -0.0037(10) C17 0.0380(12) 0.0323(13) 0.0531(15) 0.0035(11) 0.0160(11) -0.0051(10) C18 0.0333(12) 0.0312(12) 0.0485(14) -0.0030(11) 0.0183(10) 0.0020(9) C19 0.0451(14) 0.0434(15) 0.0511(16) 0.0020(12) 0.0226(12) 0.0086(11) C20 0.0570(17) 0.082(2) 0.0602(18) 0.0166(15) 0.0335(15) 0.0145(15) C21 0.0435(16) 0.094(2) 0.078(2) 0.0160(18) 0.0341(15) 0.0116(15) C22 0.0360(13) 0.0673(19) 0.0657(19) 0.0051(14) 0.0178(13) 0.0103(12) C23 0.0368(13) 0.0421(14) 0.0507(15) -0.0009(11) 0.0156(11) 0.0046(10) C24 0.0384(13) 0.077(2) 0.0533(17) 0.0038(15) 0.0156(12) 0.0104(13) C25 0.095(2) 0.089(3) 0.061(2) -0.0085(18) 0.0085(18) 0.014(2) C26 0.107(3) 0.073(2) 0.082(2) 0.0207(18) 0.038(2) 0.0048(19) C27 0.0503(15) 0.0578(17) 0.0467(15) 0.0013(13) 0.0179(12) 0.0093(12) C28 0.098(3) 0.094(3) 0.073(2) 0.029(2) 0.0007(19) -0.012(2) C29 0.108(3) 0.069(2) 0.105(3) -0.007(2) -0.019(2) -0.007(2) C30 0.0270(11) 0.0322(12) 0.0458(14) 0.0028(10) 0.0131(10) 0.0002(9) C31 0.0348(12) 0.0411(14) 0.0458(15) 0.0023(11) 0.0090(11) -0.0020(10) C32 0.0436(14) 0.0612(18) 0.0611(18) 0.0134(14) 0.0085(13) 0.0143(12) C33 0.0514(16) 0.0651(19) 0.077(2) 0.0072(16) 0.0203(15) 0.0276(14) C34 0.0501(15) 0.0691(19) 0.0610(18) 0.0011(15) 0.0268(14) 0.0188(14) C35 0.0354(12) 0.0462(15) 0.0487(15) 0.0013(12) 0.0176(11) 0.0018(10) C36 0.0406(13) 0.0675(18) 0.0435(15) 0.0060(13) 0.0180(11) 0.0107(12) C37 0.0566(17) 0.082(2) 0.076(2) 0.0266(17) 0.0280(15) 0.0084(15) C38 0.0664(19) 0.112(3) 0.0547(19) -0.0131(18) 0.0193(15) -0.0089(18) C39 0.0455(14) 0.0645(18) 0.0409(15) 0.0042(13) 0.0083(11) 0.0016(12) C40 0.108(3) 0.083(2) 0.059(2) 0.0101(18) 0.0265(19) -0.019(2) C41 0.153(3) 0.063(2) 0.055(2) -0.0105(17) 0.024(2) -0.023(2) B1 0.071(2) 0.0458(18) 0.056(2) -0.0176(15) 0.0208(17) -0.0180(16) B2 0.0600(18) 0.0349(16) 0.076(2) -0.0105(15) 0.0352(17) -0.0021(14) B3 0.0499(16) 0.0319(15) 0.0597(19) -0.0066(13) 0.0192(14) -0.0081(12) B4 0.0418(15) 0.0465(18) 0.0548(19) -0.0048(14) 0.0107(14) -0.0108(13) B5 0.0584(18) 0.0507(19) 0.0417(17) -0.0014(14) 0.0049(14) -0.0120(15) B6 0.072(2) 0.0447(18) 0.0546(19) -0.0119(15) 0.0328(17) -0.0104(15) B9 0.0360(14) 0.0372(15) 0.0480(17) -0.0022(13) 0.0122(12) 0.0001(11) B10 0.0510(16) 0.0373(16) 0.0426(16) -0.0009(13) 0.0182(13) -0.0063(12) B11 0.0419(15) 0.0354(15) 0.0628(19) -0.0016(14) 0.0240(14) -0.0020(12) B12 0.0281(12) 0.0292(13) 0.0415(15) -0.0044(11) 0.0109(11) 0.0011(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C11 1.350(3) . ? N1 C16 1.378(3) . ? N1 C18 1.457(3) . ? N2 C11 1.354(2) . ? N2 C17 1.379(3) . ? N2 C30 1.455(3) . ? C7 C15 1.516(4) . ? C7 C8 1.527(3) . ? C7 B2 1.667(4) . ? C7 B3 1.698(4) . ? C7 B11 1.709(3) . ? C8 C12 1.520(3) . ? C8 B4 1.663(4) . ? C8 B9 1.696(4) . ? C8 B3 1.699(3) . ? C12 C13 1.477(4) . ? C13 C14 1.300(4) . ? C14 C15 1.485(4) . ? C11 B12 1.622(3) . ? C16 C17 1.328(3) . ? C18 C23 1.388(3) . ? C18 C19 1.397(3) . ? C19 C20 1.392(3) . ? C19 C27 1.520(3) . ? C20 C21 1.374(4) . ? C21 C22 1.364(4) . ? C22 C23 1.389(3) . ? C23 C24 1.518(3) . ? C24 C25 1.514(4) . ? C24 C26 1.531(4) . ? C27 C28 1.495(4) . ? C27 C29 1.522(4) . ? C30 C35 1.396(3) . ? C30 C31 1.398(3) . ? C31 C32 1.384(3) . ? C31 C39 1.517(3) . ? C32 C33 1.374(4) . ? C33 C34 1.366(4) . ? C34 C35 1.389(3) . ? C35 C36 1.507(3) . ? C36 C37 1.529(4) . ? C36 C38 1.531(4) . ? C39 C40 1.516(4) . ? C39 C41 1.517(4) . ? B1 B6 1.758(4) . ? B1 B5 1.761(5) . ? B1 B3 1.766(4) . ? B1 B2 1.767(5) . ? B1 B4 1.767(4) . ? B2 B6 1.744(5) . ? B2 B3 1.760(4) . ? B2 B11 1.820(4) . ? B3 B4 1.751(4) . ? B4 B5 1.751(4) . ? B4 B9 1.821(4) . ? B5 B10 1.760(4) . ? B5 B6 1.779(5) . ? B5 B9 1.814(4) . ? B6 B10 1.756(4) . ? B6 B11 1.813(4) . ? B9 B10 1.785(4) . ? B9 B12 1.970(4) . ? B10 B12 1.734(4) . ? B10 B11 1.788(4) . ? B11 B12 1.939(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C16 110.35(17) . . ? C11 N1 C18 124.80(17) . . ? C16 N1 C18 124.56(18) . . ? C11 N2 C17 110.10(16) . . ? C11 N2 C30 125.46(17) . . ? C17 N2 C30 124.05(16) . . ? C15 C7 C8 118.9(2) . . ? C15 C7 B2 120.0(2) . . ? C8 C7 B2 112.8(2) . . ? C15 C7 B3 117.1(2) . . ? C8 C7 B3 63.33(15) . . ? B2 C7 B3 63.07(16) . . ? C15 C7 B11 117.6(2) . . ? C8 C7 B11 110.75(18) . . ? B2 C7 B11 65.24(16) . . ? B3 C7 B11 117.7(2) . . ? C12 C8 C7 119.5(2) . . ? C12 C8 B4 119.85(19) . . ? C7 C8 B4 112.50(19) . . ? C12 C8 B9 117.13(19) . . ? C7 C8 B9 110.29(17) . . ? B4 C8 B9 65.64(16) . . ? C12 C8 B3 117.83(19) . . ? C7 C8 B3 63.26(15) . . ? B4 C8 B3 62.76(17) . . ? B9 C8 B3 117.50(19) . . ? C13 C12 C8 115.2(2) . . ? C14 C13 C12 124.9(3) . . ? C13 C14 C15 125.5(3) . . ? C14 C15 C7 115.2(2) . . ? N1 C11 N2 105.04(17) . . ? N1 C11 B12 126.29(17) . . ? N2 C11 B12 128.67(18) . . ? C17 C16 N1 107.2(2) . . ? C16 C17 N2 107.29(18) . . ? C23 C18 C19 123.7(2) . . ? C23 C18 N1 118.9(2) . . ? C19 C18 N1 117.3(2) . . ? C20 C19 C18 116.2(2) . . ? C20 C19 C27 120.5(2) . . ? C18 C19 C27 123.2(2) . . ? C21 C20 C19 121.3(3) . . ? C22 C21 C20 120.5(2) . . ? C21 C22 C23 121.4(3) . . ? C18 C23 C22 116.7(2) . . ? C18 C23 C24 124.1(2) . . ? C22 C23 C24 119.2(2) . . ? C25 C24 C23 112.3(2) . . ? C25 C24 C26 110.0(3) . . ? C23 C24 C26 110.6(2) . . ? C28 C27 C19 114.6(2) . . ? C28 C27 C29 110.0(3) . . ? C19 C27 C29 110.0(2) . . ? C35 C30 C31 123.5(2) . . ? C35 C30 N2 118.71(19) . . ? C31 C30 N2 117.79(18) . . ? C32 C31 C30 117.0(2) . . ? C32 C31 C39 120.5(2) . . ? C30 C31 C39 122.4(2) . . ? C33 C32 C31 120.9(2) . . ? C34 C33 C32 120.7(2) . . ? C33 C34 C35 121.6(2) . . ? C34 C35 C30 116.3(2) . . ? C34 C35 C36 119.6(2) . . ? C30 C35 C36 124.1(2) . . ? C35 C36 C37 109.7(2) . . ? C35 C36 C38 112.2(2) . . ? C37 C36 C38 110.6(2) . . ? C40 C39 C41 109.3(2) . . ? C40 C39 C31 114.7(2) . . ? C41 C39 C31 110.8(2) . . ? B6 B1 B5 60.74(18) . . ? B6 B1 B3 108.6(2) . . ? B5 B1 B3 108.6(2) . . ? B6 B1 B2 59.31(18) . . ? B5 B1 B2 107.2(2) . . ? B3 B1 B2 59.76(17) . . ? B6 B1 B4 107.1(2) . . ? B5 B1 B4 59.54(17) . . ? B3 B1 B4 59.42(17) . . ? B2 B1 B4 105.2(2) . . ? C7 B2 B6 105.9(2) . . ? C7 B2 B3 59.33(15) . . ? B6 B2 B3 109.5(2) . . ? C7 B2 B1 104.6(2) . . ? B6 B2 B1 60.09(19) . . ? B3 B2 B1 60.11(17) . . ? C7 B2 B11 58.51(15) . . ? B6 B2 B11 61.10(17) . . ? B3 B2 B11 109.04(19) . . ? B1 B2 B11 108.3(2) . . ? C7 B3 C8 53.41(13) . . ? C7 B3 B4 100.56(18) . . ? C8 B3 B4 57.61(15) . . ? C7 B3 B2 57.60(16) . . ? C8 B3 B2 100.53(18) . . ? B4 B3 B2 106.2(2) . . ? C7 B3 B1 103.30(19) . . ? C8 B3 B1 103.4(2) . . ? B4 B3 B1 60.30(18) . . ? B2 B3 B1 60.13(18) . . ? C8 B4 B3 59.63(15) . . ? C8 B4 B5 105.91(19) . . ? B3 B4 B5 109.8(2) . . ? C8 B4 B1 104.9(2) . . ? B3 B4 B1 60.28(18) . . ? B5 B4 B1 60.06(18) . . ? C8 B4 B9 58.06(15) . . ? B3 B4 B9 108.69(19) . . ? B5 B4 B9 61.02(16) . . ? B1 B4 B9 107.89(19) . . ? B4 B5 B10 111.1(2) . . ? B4 B5 B1 60.40(17) . . ? B10 B5 B1 110.0(2) . . ? B4 B5 B6 106.9(2) . . ? B10 B5 B6 59.48(16) . . ? B1 B5 B6 59.54(18) . . ? B4 B5 B9 61.39(16) . . ? B10 B5 B9 59.90(15) . . ? B1 B5 B9 108.4(2) . . ? B6 B5 B9 104.7(2) . . ? B2 B6 B10 111.3(2) . . ? B2 B6 B1 60.60(18) . . ? B10 B6 B1 110.4(2) . . ? B2 B6 B5 107.4(2) . . ? B10 B6 B5 59.73(16) . . ? B1 B6 B5 59.72(18) . . ? B2 B6 B11 61.53(17) . . ? B10 B6 B11 60.12(16) . . ? B1 B6 B11 109.0(2) . . ? B5 B6 B11 105.4(2) . . ? C8 B9 B10 109.42(18) . . ? C8 B9 B5 101.81(18) . . ? B10 B9 B5 58.54(15) . . ? C8 B9 B4 56.30(15) . . ? B10 B9 B4 106.81(19) . . ? B5 B9 B4 57.60(16) . . ? C8 B9 B12 88.00(16) . . ? B10 B9 B12 54.73(14) . . ? B5 B9 B12 111.81(18) . . ? B4 B9 B12 133.88(19) . . ? B12 B10 B6 126.5(2) . . ? B12 B10 B5 127.60(19) . . ? B6 B10 B5 60.78(18) . . ? B12 B10 B9 68.06(15) . . ? B6 B10 B9 106.88(19) . . ? B5 B10 B9 61.56(16) . . ? B12 B10 B11 66.79(16) . . ? B6 B10 B11 61.52(17) . . ? B5 B10 B11 107.3(2) . . ? B9 B10 B11 99.17(18) . . ? C7 B11 B10 108.58(18) . . ? C7 B11 B6 101.15(19) . . ? B10 B11 B6 58.36(16) . . ? C7 B11 B2 56.25(15) . . ? B10 B11 B2 106.4(2) . . ? B6 B11 B2 57.37(17) . . ? C7 B11 B12 87.86(16) . . ? B10 B11 B12 55.27(14) . . ? B6 B11 B12 112.25(19) . . ? B2 B11 B12 134.22(19) . . ? C11 B12 B10 103.60(18) . . ? C11 B12 B11 126.38(17) . . ? B10 B12 B11 57.95(15) . . ? C11 B12 B9 125.98(18) . . ? B10 B12 B9 57.21(14) . . ? B11 B12 B9 88.22(16) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.432 _refine_diff_density_min -0.528 _refine_diff_density_rms 0.044 data_3j _database_code_depnum_ccdc_archive 'CCDC 893424' #TrackingRef 'CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H54 B10 N2' _chemical_formula_weight 634.92 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.1644(19) _cell_length_b 19.478(2) _cell_length_c 22.210(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7857.9(15) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 296 _cell_measurement_theta_min 15 _cell_measurement_theta_max 15 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.073 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2720 _exptl_absorpt_coefficient_mu 0.057 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6595 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _diffrn_measurement_method 'PHI & OMEAG SCAN' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 57937 _diffrn_reflns_av_R_equivalents 0.2035 _diffrn_reflns_av_sigmaI/netI 0.1270 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.25 _reflns_number_total 7122 _reflns_number_gt 2944 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_cell_refinement 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_data_reduction 'BRUKER KAPPA APEXII DUO DIFFRACTOMETER' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SIEMENS SHELXTL' _computing_publication_material 'SIEMENS SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0626P)^2^+2.7583P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0014(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7122 _refine_ls_number_parameters 443 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1942 _refine_ls_R_factor_gt 0.0635 _refine_ls_wR_factor_ref 0.1905 _refine_ls_wR_factor_gt 0.1305 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 0.45547(14) 0.13158(14) 0.72704(12) 0.0367(7) Uani 1 1 d . . . N2 N 0.39140(14) 0.12308(14) 0.80753(12) 0.0352(7) Uani 1 1 d . . . C7 C 0.59166(17) 0.23751(17) 0.91129(15) 0.0336(9) Uani 1 1 d . . . C8 C 0.63834(17) 0.24763(17) 0.85525(16) 0.0353(9) Uani 1 1 d . . . C11 C 0.45767(17) 0.14352(17) 0.78678(15) 0.0305(8) Uani 1 1 d . . . C12 C 0.55024(19) 0.30073(17) 0.93279(17) 0.0439(10) Uani 1 1 d . . . H12A H 0.5050 0.3049 0.9099 0.053 Uiso 1 1 calc R . . H12B H 0.5371 0.2946 0.9748 0.053 Uiso 1 1 calc R . . C13 C 0.5937(2) 0.36630(18) 0.92646(18) 0.0452(10) Uani 1 1 d . . . C14 C 0.5914(2) 0.4174(2) 0.9698(2) 0.0618(12) Uani 1 1 d . . . H14A H 0.5613 0.4122 1.0034 0.074 Uiso 1 1 calc R . . C15 C 0.6340(3) 0.4763(2) 0.9634(3) 0.0802(16) Uani 1 1 d . . . H15A H 0.6321 0.5106 0.9925 0.096 Uiso 1 1 calc R . . C16 C 0.6788(3) 0.4839(2) 0.9140(3) 0.0813(16) Uani 1 1 d . . . H16A H 0.7080 0.5230 0.9101 0.098 Uiso 1 1 calc R . . C17 C 0.6807(3) 0.4337(2) 0.8701(2) 0.0704(14) Uani 1 1 d . . . H17A H 0.7109 0.4393 0.8366 0.084 Uiso 1 1 calc R . . C18 C 0.6379(2) 0.37505(19) 0.87561(18) 0.0496(10) Uani 1 1 d . . . C19 C 0.6385(2) 0.31955(19) 0.82900(17) 0.0530(11) Uani 1 1 d . . . H19A H 0.6818 0.3250 0.8040 0.064 Uiso 1 1 calc R . . H19B H 0.5956 0.3249 0.8034 0.064 Uiso 1 1 calc R . . C20 C 0.38872(19) 0.1035(2) 0.71041(17) 0.0473(10) Uani 1 1 d . . . H20A H 0.3744 0.0907 0.6718 0.057 Uiso 1 1 calc R . . C21 C 0.34907(19) 0.09821(19) 0.76031(17) 0.0453(10) Uani 1 1 d . . . H21A H 0.3015 0.0810 0.7632 0.054 Uiso 1 1 calc R . . C22 C 0.51089(19) 0.1528(2) 0.68317(16) 0.0412(10) Uani 1 1 d . . . C23 C 0.5034(2) 0.2184(2) 0.65870(17) 0.0520(11) Uani 1 1 d . . . C24 C 0.5571(3) 0.2373(3) 0.61761(19) 0.0714(14) Uani 1 1 d . . . H24A H 0.5551 0.2807 0.6002 0.086 Uiso 1 1 calc R . . C25 C 0.6126(3) 0.1940(3) 0.6021(2) 0.0729(14) Uani 1 1 d . . . H25A H 0.6483 0.2090 0.5752 0.087 Uiso 1 1 calc R . . C26 C 0.6173(2) 0.1293(3) 0.62499(19) 0.0656(13) Uani 1 1 d . . . H26A H 0.6551 0.1003 0.6128 0.079 Uiso 1 1 calc R . . C27 C 0.5647(2) 0.1063(2) 0.66735(17) 0.0507(11) Uani 1 1 d . . . C28 C 0.5663(2) 0.0332(2) 0.69101(19) 0.0570(12) Uani 1 1 d . . . H28A H 0.5380 0.0322 0.7285 0.068 Uiso 1 1 calc R . . C29 C 0.5293(3) -0.0163(3) 0.6468(2) 0.0937(17) Uani 1 1 d . . . H29A H 0.4806 -0.0001 0.6377 0.141 Uiso 1 1 calc R . . H29B H 0.5263 -0.0611 0.6646 0.141 Uiso 1 1 calc R . . H29C H 0.5577 -0.0186 0.6104 0.141 Uiso 1 1 calc R . . C30 C 0.6437(2) 0.0073(3) 0.7051(2) 0.0926(17) Uani 1 1 d . . . H30A H 0.6672 0.0382 0.7328 0.139 Uiso 1 1 calc R . . H30B H 0.6719 0.0049 0.6686 0.139 Uiso 1 1 calc R . . H30C H 0.6407 -0.0376 0.7229 0.139 Uiso 1 1 calc R . . C31 C 0.4404(2) 0.2661(2) 0.6726(2) 0.0675(13) Uani 1 1 d . . . H31A H 0.4054 0.2409 0.6979 0.081 Uiso 1 1 calc R . . C32 C 0.3998(3) 0.2873(3) 0.6154(2) 0.1003(19) Uani 1 1 d . . . H32A H 0.3845 0.2471 0.5939 0.150 Uiso 1 1 calc R . . H32B H 0.4320 0.3141 0.5905 0.150 Uiso 1 1 calc R . . H32C H 0.3574 0.3142 0.6259 0.150 Uiso 1 1 calc R . . C33 C 0.4654(3) 0.3285(3) 0.7078(2) 0.0977(17) Uani 1 1 d . . . H33A H 0.4907 0.3140 0.7435 0.147 Uiso 1 1 calc R . . H33B H 0.4233 0.3556 0.7188 0.147 Uiso 1 1 calc R . . H33C H 0.4980 0.3555 0.6833 0.147 Uiso 1 1 calc R . . C34 C 0.36480(17) 0.12371(19) 0.86911(15) 0.0363(9) Uani 1 1 d . . . C35 C 0.33848(18) 0.1854(2) 0.89322(17) 0.0404(9) Uani 1 1 d . . . C36 C 0.3096(2) 0.1817(2) 0.95070(18) 0.0538(11) Uani 1 1 d . . . H36A H 0.2922 0.2216 0.9688 0.065 Uiso 1 1 calc R . . C37 C 0.3060(2) 0.1214(2) 0.98165(19) 0.0669(13) Uani 1 1 d . . . H37A H 0.2847 0.1205 1.0197 0.080 Uiso 1 1 calc R . . C38 C 0.3334(2) 0.0624(2) 0.9571(2) 0.0621(13) Uani 1 1 d . . . H38A H 0.3311 0.0218 0.9791 0.075 Uiso 1 1 calc R . . C39 C 0.36445(19) 0.0616(2) 0.89988(17) 0.0448(10) Uani 1 1 d . . . C40 C 0.3971(2) -0.0039(2) 0.87493(19) 0.0539(11) Uani 1 1 d . . . H40A H 0.4211 0.0072 0.8366 0.065 Uiso 1 1 calc R . . C41 C 0.3381(3) -0.0577(2) 0.8625(3) 0.1025(19) Uani 1 1 d . . . H41A H 0.3018 -0.0389 0.8358 0.154 Uiso 1 1 calc R . . H41B H 0.3151 -0.0708 0.8997 0.154 Uiso 1 1 calc R . . H41C H 0.3603 -0.0972 0.8442 0.154 Uiso 1 1 calc R . . C42 C 0.4556(2) -0.0328(2) 0.9174(2) 0.0718(13) Uani 1 1 d . . . H42A H 0.4924 0.0016 0.9249 0.108 Uiso 1 1 calc R . . H42B H 0.4782 -0.0722 0.8993 0.108 Uiso 1 1 calc R . . H42C H 0.4330 -0.0458 0.9548 0.108 Uiso 1 1 calc R . . C43 C 0.3400(2) 0.2525(2) 0.85869(19) 0.0513(11) Uani 1 1 d . . . H43A H 0.3864 0.2540 0.8362 0.062 Uiso 1 1 calc R . . C44 C 0.2779(2) 0.2573(2) 0.8133(2) 0.0804(15) Uani 1 1 d . . . H44A H 0.2789 0.2178 0.7876 0.121 Uiso 1 1 calc R . . H44B H 0.2839 0.2981 0.7895 0.121 Uiso 1 1 calc R . . H44C H 0.2317 0.2592 0.8341 0.121 Uiso 1 1 calc R . . C45 C 0.3381(2) 0.3156(2) 0.8994(2) 0.0804(15) Uani 1 1 d . . . H45A H 0.3392 0.3564 0.8752 0.121 Uiso 1 1 calc R . . H45B H 0.3801 0.3151 0.9257 0.121 Uiso 1 1 calc R . . H45C H 0.2939 0.3151 0.9231 0.121 Uiso 1 1 calc R . . B1 B 0.7064(2) 0.1492(2) 0.9207(2) 0.0544(14) Uani 1 1 d . . . H1 H 0.7550 0.1300 0.9449 0.065 Uiso 1 1 calc R . . B2 B 0.6260(2) 0.1785(2) 0.95760(19) 0.0423(11) Uani 1 1 d . . . H2 H 0.6202 0.1792 1.0069 0.051 Uiso 1 1 calc R . . B3 B 0.6847(2) 0.2366(2) 0.92078(19) 0.0431(12) Uani 1 1 d . . . H3 H 0.7187 0.2746 0.9447 0.052 Uiso 1 1 calc R . . B4 B 0.7116(2) 0.1974(2) 0.8531(2) 0.0504(13) Uani 1 1 d . . . H4 H 0.7641 0.2110 0.8315 0.061 Uiso 1 1 calc R . . B5 B 0.6779(2) 0.1137(2) 0.8513(2) 0.0500(13) Uani 1 1 d . . . H5 H 0.7101 0.0728 0.8296 0.060 Uiso 1 1 calc R . . B6 B 0.6242(2) 0.1014(2) 0.9172(2) 0.0490(12) Uani 1 1 d . . . H6 H 0.6195 0.0520 0.9408 0.059 Uiso 1 1 calc R . . B9 B 0.6304(2) 0.1790(2) 0.8086(2) 0.0430(11) Uani 1 1 d . . . H9 H 0.6331 0.1894 0.7600 0.052 Uiso 1 1 calc R . . B10 B 0.5809(2) 0.1124(2) 0.84707(18) 0.0398(11) Uani 1 1 d . . . H10 H 0.5551 0.0669 0.8268 0.048 Uiso 1 1 calc R . . B11 B 0.5472(2) 0.1612(2) 0.90982(19) 0.0381(10) Uani 1 1 d . . . H11 H 0.4927 0.1595 0.9314 0.046 Uiso 1 1 calc R . . B12 B 0.5242(2) 0.1787(2) 0.82570(17) 0.0346(10) Uani 1 1 d . . . H12 H 0.4883 0.2211 0.8114 0.041 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 0.0322(16) 0.051(2) 0.0264(18) -0.0025(15) 0.0015(14) -0.0127(14) N2 0.0268(16) 0.0487(19) 0.0300(17) 0.0005(15) 0.0029(14) -0.0057(14) C7 0.0330(19) 0.033(2) 0.035(2) -0.0010(17) -0.0031(16) 0.0004(15) C8 0.0313(19) 0.042(2) 0.033(2) -0.0010(18) -0.0049(17) -0.0074(17) C11 0.0279(19) 0.037(2) 0.027(2) 0.0036(17) 0.0014(16) -0.0030(16) C12 0.040(2) 0.046(2) 0.045(2) -0.0058(19) -0.0023(19) 0.0023(18) C13 0.049(2) 0.036(2) 0.051(3) 0.000(2) -0.013(2) 0.0035(19) C14 0.083(3) 0.044(3) 0.058(3) -0.004(2) -0.018(2) 0.007(2) C15 0.119(4) 0.042(3) 0.080(4) -0.004(3) -0.037(4) -0.002(3) C16 0.105(4) 0.053(3) 0.085(4) 0.013(3) -0.038(4) -0.029(3) C17 0.085(3) 0.054(3) 0.072(3) 0.013(3) -0.023(3) -0.024(3) C18 0.053(2) 0.041(2) 0.055(3) 0.009(2) -0.017(2) -0.011(2) C19 0.057(3) 0.057(3) 0.045(3) 0.007(2) -0.003(2) -0.018(2) C20 0.038(2) 0.072(3) 0.031(2) -0.005(2) -0.0037(19) -0.019(2) C21 0.031(2) 0.063(3) 0.042(3) -0.001(2) -0.0066(19) -0.0174(18) C22 0.032(2) 0.067(3) 0.024(2) -0.008(2) 0.0034(17) -0.016(2) C23 0.052(3) 0.073(3) 0.030(2) 0.013(2) 0.002(2) -0.017(2) C24 0.065(3) 0.099(4) 0.050(3) 0.014(3) 0.010(3) -0.023(3) C25 0.059(3) 0.110(5) 0.050(3) 0.003(3) 0.011(2) -0.022(3) C26 0.046(3) 0.103(4) 0.047(3) -0.020(3) 0.008(2) -0.008(3) C27 0.044(3) 0.074(3) 0.035(2) -0.016(2) -0.0008(19) -0.018(2) C28 0.044(3) 0.076(3) 0.051(3) -0.025(2) 0.002(2) 0.003(2) C29 0.083(4) 0.092(4) 0.105(4) -0.035(3) -0.021(3) -0.010(3) C30 0.067(3) 0.104(4) 0.107(5) -0.033(3) -0.017(3) 0.020(3) C31 0.069(3) 0.074(3) 0.060(3) 0.024(3) 0.004(3) -0.004(3) C32 0.078(4) 0.130(5) 0.093(4) 0.043(4) -0.024(3) -0.009(3) C33 0.114(4) 0.091(4) 0.088(4) 0.001(3) -0.012(3) 0.011(3) C34 0.0268(19) 0.050(2) 0.032(2) 0.007(2) 0.0059(16) -0.0006(17) C35 0.0266(19) 0.054(3) 0.041(2) 0.003(2) 0.0030(17) 0.0013(17) C36 0.053(3) 0.063(3) 0.046(3) 0.002(2) 0.017(2) 0.013(2) C37 0.075(3) 0.082(4) 0.043(3) 0.011(3) 0.024(2) 0.018(3) C38 0.067(3) 0.064(3) 0.056(3) 0.027(3) 0.019(2) 0.006(2) C39 0.042(2) 0.051(3) 0.041(3) 0.009(2) 0.009(2) 0.0028(19) C40 0.054(3) 0.048(3) 0.060(3) 0.006(2) 0.012(2) 0.000(2) C41 0.075(4) 0.064(3) 0.168(6) -0.011(4) -0.005(4) -0.011(3) C42 0.075(3) 0.063(3) 0.077(3) 0.010(3) 0.005(3) 0.018(2) C43 0.045(2) 0.053(3) 0.056(3) 0.004(2) 0.009(2) 0.001(2) C44 0.088(4) 0.082(4) 0.071(4) 0.025(3) -0.016(3) 0.008(3) C45 0.077(3) 0.057(3) 0.107(4) -0.005(3) 0.010(3) 0.004(2) B1 0.051(3) 0.056(3) 0.056(3) -0.016(3) -0.024(2) 0.016(2) B2 0.055(3) 0.043(3) 0.030(3) -0.001(2) -0.010(2) 0.001(2) B3 0.035(2) 0.055(3) 0.039(3) -0.005(2) -0.010(2) -0.001(2) B4 0.031(2) 0.075(3) 0.045(3) -0.017(3) -0.003(2) -0.001(2) B5 0.042(3) 0.060(3) 0.048(3) -0.018(3) -0.005(2) 0.010(2) B6 0.064(3) 0.044(3) 0.039(3) 0.000(2) -0.013(2) 0.012(2) B9 0.036(2) 0.062(3) 0.031(2) -0.007(2) -0.004(2) -0.003(2) B10 0.045(3) 0.042(3) 0.033(3) -0.004(2) -0.005(2) 0.001(2) B11 0.040(2) 0.039(3) 0.036(3) 0.004(2) -0.002(2) 0.001(2) B12 0.028(2) 0.049(3) 0.027(2) 0.004(2) -0.0006(18) -0.0031(19) _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 C11 1.348(4) . ? N1 C20 1.381(4) . ? N1 C22 1.461(4) . ? N2 C11 1.349(4) . ? N2 C21 1.388(4) . ? N2 C34 1.451(4) . ? C7 C8 1.519(5) . ? C7 C12 1.520(4) . ? C7 B2 1.663(5) . ? C7 B11 1.692(5) . ? C7 B3 1.704(5) . ? C8 C19 1.517(5) . ? C8 B4 1.653(5) . ? C8 B3 1.696(5) . ? C8 B9 1.698(5) . ? C11 B12 1.635(5) . ? C12 C13 1.508(5) . ? C13 C14 1.385(5) . ? C13 C18 1.396(5) . ? C14 C15 1.391(6) . ? C15 C16 1.374(6) . ? C16 C17 1.381(6) . ? C17 C18 1.388(5) . ? C18 C19 1.497(5) . ? C20 C21 1.326(5) . ? C22 C27 1.378(5) . ? C22 C23 1.395(5) . ? C23 C24 1.386(5) . ? C23 C31 1.506(6) . ? C24 C25 1.357(6) . ? C25 C26 1.362(6) . ? C26 C27 1.414(5) . ? C27 C28 1.519(6) . ? C28 C30 1.526(5) . ? C28 C29 1.531(5) . ? C31 C33 1.516(6) . ? C31 C32 1.525(6) . ? C34 C39 1.389(5) . ? C34 C35 1.400(5) . ? C35 C36 1.382(5) . ? C35 C43 1.516(5) . ? C36 C37 1.362(5) . ? C37 C38 1.367(5) . ? C38 C39 1.391(5) . ? C39 C40 1.512(5) . ? C40 C41 1.524(5) . ? C40 C42 1.529(5) . ? C43 C44 1.515(5) . ? C43 C45 1.526(5) . ? B1 B3 1.747(6) . ? B1 B6 1.760(7) . ? B1 B5 1.766(6) . ? B1 B2 1.770(6) . ? B1 B4 1.773(7) . ? B2 B6 1.750(6) . ? B2 B3 1.757(6) . ? B2 B11 1.813(6) . ? B3 B4 1.754(6) . ? B4 B5 1.742(6) . ? B4 B9 1.812(6) . ? B5 B10 1.765(6) . ? B5 B6 1.775(7) . ? B5 B9 1.806(6) . ? B6 B10 1.758(6) . ? B6 B11 1.828(6) . ? B9 B10 1.794(6) . ? B9 B12 1.967(6) . ? B10 B12 1.719(6) . ? B10 B11 1.795(6) . ? B11 B12 1.945(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 N1 C20 111.0(3) . . ? C11 N1 C22 126.0(3) . . ? C20 N1 C22 122.6(3) . . ? C11 N2 C21 109.8(3) . . ? C11 N2 C34 128.1(3) . . ? C21 N2 C34 122.1(3) . . ? C8 C7 C12 115.4(3) . . ? C8 C7 B2 112.8(3) . . ? C12 C7 B2 123.4(3) . . ? C8 C7 B11 111.4(3) . . ? C12 C7 B11 118.8(3) . . ? B2 C7 B11 65.4(2) . . ? C8 C7 B3 63.2(2) . . ? C12 C7 B3 117.4(3) . . ? B2 C7 B3 62.9(2) . . ? B11 C7 B3 117.8(3) . . ? C19 C8 C7 115.8(3) . . ? C19 C8 B4 122.3(3) . . ? C7 C8 B4 113.3(3) . . ? C19 C8 B3 116.5(3) . . ? C7 C8 B3 63.7(2) . . ? B4 C8 B3 63.2(2) . . ? C19 C8 B9 119.5(3) . . ? C7 C8 B9 110.5(3) . . ? B4 C8 B9 65.5(2) . . ? B3 C8 B9 117.8(3) . . ? N1 C11 N2 105.0(3) . . ? N1 C11 B12 127.9(3) . . ? N2 C11 B12 127.0(3) . . ? C13 C12 C7 113.4(3) . . ? C14 C13 C18 119.5(4) . . ? C14 C13 C12 121.8(4) . . ? C18 C13 C12 118.7(3) . . ? C13 C14 C15 120.3(5) . . ? C16 C15 C14 120.1(5) . . ? C15 C16 C17 120.1(5) . . ? C16 C17 C18 120.5(5) . . ? C17 C18 C13 119.6(4) . . ? C17 C18 C19 122.0(4) . . ? C13 C18 C19 118.4(3) . . ? C18 C19 C8 113.6(3) . . ? C21 C20 N1 106.5(3) . . ? C20 C21 N2 107.7(3) . . ? C27 C22 C23 124.9(4) . . ? C27 C22 N1 118.2(4) . . ? C23 C22 N1 116.9(3) . . ? C24 C23 C22 115.5(4) . . ? C24 C23 C31 120.4(4) . . ? C22 C23 C31 124.0(4) . . ? C25 C24 C23 121.6(5) . . ? C24 C25 C26 121.8(4) . . ? C25 C26 C27 119.9(4) . . ? C22 C27 C26 116.2(4) . . ? C22 C27 C28 122.8(3) . . ? C26 C27 C28 120.9(4) . . ? C27 C28 C30 113.5(4) . . ? C27 C28 C29 111.1(4) . . ? C30 C28 C29 109.2(4) . . ? C23 C31 C33 111.8(4) . . ? C23 C31 C32 111.4(4) . . ? C33 C31 C32 110.9(4) . . ? C39 C34 C35 123.9(3) . . ? C39 C34 N2 117.3(3) . . ? C35 C34 N2 118.8(3) . . ? C36 C35 C34 116.0(4) . . ? C36 C35 C43 121.3(4) . . ? C34 C35 C43 122.7(3) . . ? C37 C36 C35 122.0(4) . . ? C36 C37 C38 120.4(4) . . ? C37 C38 C39 121.4(4) . . ? C34 C39 C38 116.2(4) . . ? C34 C39 C40 123.5(3) . . ? C38 C39 C40 120.2(4) . . ? C39 C40 C41 111.7(3) . . ? C39 C40 C42 110.9(3) . . ? C41 C40 C42 110.3(4) . . ? C44 C43 C35 112.1(3) . . ? C44 C43 C45 109.1(4) . . ? C35 C43 C45 113.2(4) . . ? B3 B1 B6 108.9(3) . . ? B3 B1 B5 108.5(3) . . ? B6 B1 B5 60.4(3) . . ? B3 B1 B2 60.0(2) . . ? B6 B1 B2 59.4(2) . . ? B5 B1 B2 106.8(3) . . ? B3 B1 B4 59.8(3) . . ? B6 B1 B4 106.8(3) . . ? B5 B1 B4 59.0(3) . . ? B2 B1 B4 105.4(3) . . ? C7 B2 B6 105.6(3) . . ? C7 B2 B3 59.7(2) . . ? B6 B2 B3 108.9(3) . . ? C7 B2 B1 104.2(3) . . ? B6 B2 B1 60.0(3) . . ? B3 B2 B1 59.4(3) . . ? C7 B2 B11 58.1(2) . . ? B6 B2 B11 61.7(2) . . ? B3 B2 B11 109.1(3) . . ? B1 B2 B11 108.7(3) . . ? C8 B3 C7 53.1(2) . . ? C8 B3 B1 103.6(3) . . ? C7 B3 B1 103.5(3) . . ? C8 B3 B4 57.2(2) . . ? C7 B3 B4 100.1(3) . . ? B1 B3 B4 60.8(3) . . ? C8 B3 B2 100.3(3) . . ? C7 B3 B2 57.4(2) . . ? B1 B3 B2 60.7(3) . . ? B4 B3 B2 106.7(3) . . ? C8 B4 B5 105.8(3) . . ? C8 B4 B3 59.6(2) . . ? B5 B4 B3 109.2(3) . . ? C8 B4 B1 104.3(3) . . ? B5 B4 B1 60.3(3) . . ? B3 B4 B1 59.4(3) . . ? C8 B4 B9 58.5(2) . . ? B5 B4 B9 61.0(2) . . ? B3 B4 B9 109.1(3) . . ? B1 B4 B9 108.3(3) . . ? B4 B5 B10 111.4(3) . . ? B4 B5 B1 60.7(3) . . ? B10 B5 B1 110.1(3) . . ? B4 B5 B6 107.5(3) . . ? B10 B5 B6 59.6(2) . . ? B1 B5 B6 59.6(3) . . ? B4 B5 B9 61.4(3) . . ? B10 B5 B9 60.3(2) . . ? B1 B5 B9 108.8(3) . . ? B6 B5 B9 105.4(3) . . ? B2 B6 B10 110.9(3) . . ? B2 B6 B1 60.6(3) . . ? B10 B6 B1 110.7(3) . . ? B2 B6 B5 107.3(3) . . ? B10 B6 B5 59.9(2) . . ? B1 B6 B5 59.9(3) . . ? B2 B6 B11 60.8(2) . . ? B10 B6 B11 60.0(2) . . ? B1 B6 B11 108.4(3) . . ? B5 B6 B11 105.1(3) . . ? C8 B9 B10 108.7(3) . . ? C8 B9 B5 101.1(3) . . ? B10 B9 B5 58.7(2) . . ? C8 B9 B4 56.1(2) . . ? B10 B9 B4 106.9(3) . . ? B5 B9 B4 57.6(2) . . ? C8 B9 B12 88.2(2) . . ? B10 B9 B12 54.2(2) . . ? B5 B9 B12 111.4(3) . . ? B4 B9 B12 134.0(3) . . ? B12 B10 B6 127.2(3) . . ? B12 B10 B5 127.1(3) . . ? B6 B10 B5 60.5(3) . . ? B12 B10 B9 68.1(2) . . ? B6 B10 B9 106.6(3) . . ? B5 B10 B9 61.0(2) . . ? B12 B10 B11 67.2(2) . . ? B6 B10 B11 61.9(2) . . ? B5 B10 B11 107.0(3) . . ? B9 B10 B11 99.1(3) . . ? C7 B11 B10 108.5(3) . . ? C7 B11 B2 56.5(2) . . ? B10 B11 B2 106.5(3) . . ? C7 B11 B6 101.1(3) . . ? B10 B11 B6 58.0(2) . . ? B2 B11 B6 57.4(2) . . ? C7 B11 B12 88.1(2) . . ? B10 B11 B12 54.6(2) . . ? B2 B11 B12 134.4(3) . . ? B6 B11 B12 111.2(3) . . ? C11 B12 B10 105.9(3) . . ? C11 B12 B11 126.4(3) . . ? B10 B12 B11 58.3(2) . . ? C11 B12 B9 128.6(3) . . ? B10 B12 B9 57.8(2) . . ? B11 B12 B9 88.6(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.355 _refine_diff_density_min -0.455 _refine_diff_density_rms 0.048 #===END