Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Francois Gabbai' _publ_contact_author_address ; Chemistry TAMU 3255 Texas A&M University College Station Texas 77843-3255 UNITED STATES OF AMERICA ; _publ_contact_author_email FRANCOIS@TAMU.EDU _publ_section_title ; Reactivity of the dimesityl-1,8-naphthalenediylborate anion Isolation of the borataalkene isomer and synthesis of 1,8-diborylnaphthalenes ; loop_ _publ_author_name 'Francois Gabbai' 'James D. Hoefelmeyer' 'Stephane Sole' data_5 _database_code_depnum_ccdc_archive 'CCDC 227178' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H40 B2' _chemical_formula_weight 566.36 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.0226(14) _cell_length_b 11.1521(9) _cell_length_c 18.2407(16) _cell_angle_alpha 90.00 _cell_angle_beta 97.448(2) _cell_angle_gamma 90.00 _cell_volume 3231.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.164 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19987 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0771 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 28.85 _reflns_number_total 7472 _reflns_number_gt 2656 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0800P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7472 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1750 _refine_ls_R_factor_gt 0.0791 _refine_ls_wR_factor_ref 0.2132 _refine_ls_wR_factor_gt 0.1841 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.34395(19) 0.3492(3) 0.20817(18) 0.0558(8) Uani 1 1 d . . . B2 B 0.1713(2) 0.5153(3) 0.22740(18) 0.0627(9) Uani 1 1 d . . . C1 C 0.35678(16) 0.3918(2) 0.29057(15) 0.0563(7) Uani 1 1 d . . . C2 C 0.43542(18) 0.3625(2) 0.32614(17) 0.0661(8) Uani 1 1 d . . . H2A H 0.4771 0.3423 0.2973 0.079 Uiso 1 1 calc R . . C3 C 0.4563(2) 0.3614(3) 0.40279(18) 0.0783(9) Uani 1 1 d . . . H3A H 0.5098 0.3387 0.4240 0.094 Uiso 1 1 calc R . . C4 C 0.3977(2) 0.3937(3) 0.44547(17) 0.0759(9) Uani 1 1 d . . . H4A H 0.4107 0.3903 0.4966 0.091 Uiso 1 1 calc R . . C5 C 0.2603(2) 0.4691(3) 0.46290(17) 0.0812(9) Uani 1 1 d . . . H5A H 0.2759 0.4664 0.5138 0.097 Uiso 1 1 calc R . . C6 C 0.1825(2) 0.5082(3) 0.43501(18) 0.0849(10) Uani 1 1 d . . . H6A H 0.1451 0.5337 0.4667 0.102 Uiso 1 1 calc R . . C7 C 0.15890(19) 0.5102(3) 0.35933(17) 0.0767(9) Uani 1 1 d . . . H7A H 0.1047 0.5356 0.3417 0.092 Uiso 1 1 calc R . . C8 C 0.21189(17) 0.4761(2) 0.30788(15) 0.0620(7) Uani 1 1 d . . . C9 C 0.29470(17) 0.4342(2) 0.33631(15) 0.0577(7) Uani 1 1 d . . . C10 C 0.31747(19) 0.4323(2) 0.41467(16) 0.0659(8) Uani 1 1 d . . . C11 C 0.42475(16) 0.3461(2) 0.16598(14) 0.0590(7) Uani 1 1 d . . . C12 C 0.45849(17) 0.2358(3) 0.14716(15) 0.0644(8) Uani 1 1 d . . . C13 C 0.53119(19) 0.2324(3) 0.11280(17) 0.0753(9) Uani 1 1 d . . . H13A H 0.5533 0.1582 0.1023 0.090 Uiso 1 1 calc R . . C14 C 0.57105(19) 0.3331(4) 0.09409(17) 0.0821(9) Uani 1 1 d . . . C15 C 0.5374(2) 0.4429(3) 0.11170(17) 0.0818(9) Uani 1 1 d . . . H15A H 0.5633 0.5130 0.0988 0.098 Uiso 1 1 calc R . . C16 C 0.46658(18) 0.4512(3) 0.14785(16) 0.0675(8) Uani 1 1 d . . . C17 C 0.41848(19) 0.1181(2) 0.16571(18) 0.0815(9) Uani 1 1 d . . . H17A H 0.3694 0.1341 0.1892 0.122 Uiso 1 1 calc R . . H17B H 0.4581 0.0724 0.1985 0.122 Uiso 1 1 calc R . . H17C H 0.4027 0.0733 0.1211 0.122 Uiso 1 1 calc R . . C18 C 0.6500(2) 0.3273(4) 0.0563(2) 0.1246(14) Uani 1 1 d . . . H18A H 0.6644 0.2450 0.0489 0.187 Uiso 1 1 calc R . . H18B H 0.6955 0.3661 0.0867 0.187 Uiso 1 1 calc R . . H18C H 0.6400 0.3672 0.0093 0.187 Uiso 1 1 calc R . . C19 C 0.4334(2) 0.5724(3) 0.16482(19) 0.0862(10) Uani 1 1 d . . . H19A H 0.4691 0.6333 0.1486 0.129 Uiso 1 1 calc R . . H19B H 0.4325 0.5797 0.2172 0.129 Uiso 1 1 calc R . . H19C H 0.3774 0.5817 0.1396 0.129 Uiso 1 1 calc R . . C21 C 0.26085(17) 0.2875(2) 0.17125(16) 0.0627(7) Uani 1 1 d . . . C22 C 0.23104(18) 0.3089(3) 0.09596(18) 0.0706(8) Uani 1 1 d . . . C23 C 0.1573(2) 0.2546(3) 0.0630(2) 0.0884(10) Uani 1 1 d . . . H23A H 0.1365 0.2740 0.0144 0.106 Uiso 1 1 calc R . . C24 C 0.1146(2) 0.1729(3) 0.1008(2) 0.0952(11) Uani 1 1 d . . . C25 C 0.1471(2) 0.1436(3) 0.1720(2) 0.0928(11) Uani 1 1 d . . . H25A H 0.1208 0.0845 0.1967 0.111 Uiso 1 1 calc R . . C26 C 0.21898(19) 0.2002(3) 0.20833(19) 0.0751(9) Uani 1 1 d . . . C27 C 0.27550(19) 0.3874(3) 0.04674(17) 0.0870(10) Uani 1 1 d . . . H27A H 0.2445 0.3886 -0.0020 0.130 Uiso 1 1 calc R . . H27B H 0.3310 0.3564 0.0443 0.130 Uiso 1 1 calc R . . H27C H 0.2795 0.4673 0.0664 0.130 Uiso 1 1 calc R . . C28 C 0.0326(2) 0.1190(4) 0.0645(2) 0.1453(18) Uani 1 1 d . . . H28A H 0.0113 0.0640 0.0981 0.218 Uiso 1 1 calc R . . H28B H 0.0422 0.0771 0.0204 0.218 Uiso 1 1 calc R . . H28C H -0.0078 0.1818 0.0521 0.218 Uiso 1 1 calc R . . C29 C 0.2481(2) 0.1573(3) 0.2862(2) 0.0970(11) Uani 1 1 d . . . H29A H 0.2972 0.2014 0.3062 0.145 Uiso 1 1 calc R . . H29B H 0.2613 0.0734 0.2853 0.145 Uiso 1 1 calc R . . H29C H 0.2041 0.1699 0.3164 0.145 Uiso 1 1 calc R . . C31 C 0.08075(18) 0.4631(3) 0.19960(16) 0.0686(8) Uani 1 1 d . . . C32 C 0.0524(2) 0.3645(3) 0.23694(18) 0.0815(9) Uani 1 1 d . . . H32A H 0.0902 0.3276 0.2730 0.098 Uiso 1 1 calc R . . C33 C -0.0276(2) 0.3189(4) 0.2237(2) 0.1003(11) Uani 1 1 d . . . H33A H -0.0426 0.2524 0.2498 0.120 Uiso 1 1 calc R . . C34 C -0.0844(2) 0.3711(4) 0.1724(2) 0.1112(13) Uani 1 1 d . . . H34A H -0.1394 0.3427 0.1641 0.133 Uiso 1 1 calc R . . C35 C -0.0601(2) 0.4667(4) 0.1326(2) 0.1002(12) Uani 1 1 d . . . H35A H -0.0991 0.5014 0.0966 0.120 Uiso 1 1 calc R . . C36 C 0.0210(2) 0.5130(3) 0.14451(18) 0.0805(9) Uani 1 1 d . . . C37 C 0.0402(2) 0.6149(3) 0.09406(19) 0.0990(11) Uani 1 1 d . . . H37A H 0.0351 0.6901 0.1198 0.119 Uiso 1 1 calc R . . H37B H -0.0019 0.6148 0.0508 0.119 Uiso 1 1 calc R . . C41 C 0.21271(18) 0.6262(3) 0.19516(16) 0.0675(8) Uani 1 1 d . . . C42 C 0.27011(19) 0.6950(3) 0.24195(18) 0.0754(8) Uani 1 1 d . . . H42A H 0.2848 0.6687 0.2903 0.090 Uiso 1 1 calc R . . C43 C 0.3062(2) 0.7999(3) 0.2205(2) 0.0925(10) Uani 1 1 d . . . H43A H 0.3432 0.8439 0.2537 0.111 Uiso 1 1 calc R . . C44 C 0.2857(3) 0.8369(3) 0.1488(2) 0.1097(13) Uani 1 1 d . . . H44A H 0.3094 0.9068 0.1330 0.132 Uiso 1 1 calc R . . C45 C 0.2308(2) 0.7726(3) 0.1000(2) 0.0991(11) Uani 1 1 d . . . H45A H 0.2189 0.7984 0.0513 0.119 Uiso 1 1 calc R . . C46 C 0.1923(2) 0.6689(3) 0.12240(18) 0.0780(9) Uani 1 1 d . . . C47 C 0.1267(2) 0.6099(3) 0.06852(17) 0.0869(10) Uani 1 1 d . . . H47A H 0.1423 0.5268 0.0622 0.104 Uiso 1 1 calc R . . H47B H 0.1246 0.6494 0.0209 0.104 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 B1 0.063(2) 0.0460(17) 0.056(2) 0.0055(15) 0.0001(16) 0.0010(15) B2 0.067(2) 0.065(2) 0.057(2) -0.0082(17) 0.0096(17) 0.0061(17) C1 0.0576(17) 0.0565(16) 0.0532(17) 0.0034(14) 0.0017(14) -0.0022(13) C2 0.069(2) 0.0664(18) 0.061(2) -0.0035(15) 0.0029(15) 0.0010(15) C3 0.069(2) 0.091(2) 0.071(2) 0.0040(18) -0.0060(18) 0.0100(17) C4 0.085(2) 0.093(2) 0.0464(18) 0.0073(17) -0.0030(17) 0.0042(18) C5 0.091(2) 0.099(2) 0.0531(19) -0.0034(18) 0.0091(19) 0.0027(19) C6 0.078(2) 0.117(3) 0.060(2) -0.005(2) 0.0106(18) 0.006(2) C7 0.0693(19) 0.095(2) 0.066(2) -0.0004(19) 0.0110(18) 0.0036(17) C8 0.0689(19) 0.0621(17) 0.0535(18) -0.0004(14) 0.0023(16) -0.0043(15) C9 0.0624(18) 0.0578(17) 0.0516(18) 0.0043(14) 0.0020(15) -0.0023(13) C10 0.072(2) 0.0677(19) 0.0563(19) 0.0027(15) 0.0022(16) 0.0061(15) C11 0.0581(17) 0.0638(18) 0.0525(17) -0.0016(15) -0.0027(13) -0.0047(15) C12 0.0580(18) 0.076(2) 0.0575(18) -0.0112(15) 0.0010(15) -0.0015(15) C13 0.071(2) 0.083(2) 0.071(2) -0.0093(18) 0.0071(17) 0.0022(18) C14 0.068(2) 0.110(3) 0.070(2) 0.001(2) 0.0144(17) 0.001(2) C15 0.066(2) 0.100(3) 0.078(2) 0.016(2) 0.0054(18) -0.0178(19) C16 0.0636(19) 0.071(2) 0.0654(19) 0.0045(16) 0.0005(16) -0.0073(16) C17 0.083(2) 0.067(2) 0.094(2) -0.0051(18) 0.0095(18) 0.0019(17) C18 0.093(3) 0.172(4) 0.117(3) 0.016(3) 0.047(2) -0.004(3) C19 0.088(2) 0.068(2) 0.100(3) 0.0068(18) 0.0037(19) -0.0145(17) C21 0.0610(18) 0.0587(17) 0.069(2) -0.0052(16) 0.0093(15) -0.0046(14) C22 0.0630(19) 0.076(2) 0.072(2) -0.0165(17) 0.0037(17) -0.0032(15) C23 0.071(2) 0.107(3) 0.085(3) -0.032(2) 0.002(2) -0.002(2) C24 0.084(2) 0.097(3) 0.106(3) -0.042(2) 0.019(2) -0.026(2) C25 0.086(2) 0.086(2) 0.112(3) -0.019(2) 0.033(2) -0.028(2) C26 0.077(2) 0.0663(19) 0.084(2) -0.0084(18) 0.0180(19) -0.0133(17) C27 0.084(2) 0.107(3) 0.066(2) -0.0028(19) -0.0034(18) -0.0006(19) C28 0.091(3) 0.190(4) 0.154(4) -0.082(3) 0.017(3) -0.063(3) C29 0.112(3) 0.072(2) 0.112(3) 0.010(2) 0.031(2) -0.0188(19) C31 0.0693(19) 0.076(2) 0.0577(19) -0.0044(16) -0.0023(16) 0.0018(16) C32 0.074(2) 0.091(2) 0.078(2) -0.005(2) 0.0044(18) -0.0071(18) C33 0.085(3) 0.118(3) 0.096(3) -0.005(2) 0.005(2) -0.030(2) C34 0.076(3) 0.144(4) 0.111(3) -0.019(3) 0.003(2) -0.027(3) C35 0.071(2) 0.129(3) 0.095(3) -0.017(3) -0.012(2) 0.011(2) C36 0.074(2) 0.090(2) 0.073(2) -0.0115(19) -0.0073(18) 0.0044(18) C37 0.095(3) 0.110(3) 0.083(3) 0.002(2) -0.024(2) 0.016(2) C41 0.0730(19) 0.0674(19) 0.060(2) 0.0026(16) -0.0008(16) 0.0040(16) C42 0.087(2) 0.0652(19) 0.071(2) 0.0028(17) -0.0007(18) -0.0004(17) C43 0.111(3) 0.068(2) 0.095(3) -0.001(2) 0.000(2) -0.012(2) C44 0.141(3) 0.066(2) 0.118(4) 0.020(2) 0.000(3) -0.020(2) C45 0.128(3) 0.085(3) 0.080(3) 0.024(2) 0.000(2) -0.003(2) C46 0.088(2) 0.073(2) 0.070(2) 0.0061(18) 0.0000(18) 0.0041(18) C47 0.104(3) 0.089(2) 0.063(2) 0.0057(18) -0.005(2) 0.007(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 B1 C1 1.565(4) . ? B1 C21 1.571(4) . ? B1 C11 1.590(4) . ? B1 B2 3.385(4) . ? B2 C41 1.554(4) . ? B2 C31 1.585(4) . ? B2 C8 1.588(4) . ? B2 C21 3.153(4) . ? C1 C2 1.380(3) . ? C1 C9 1.457(3) . ? C2 C3 1.395(4) . ? C3 C4 1.343(4) . ? C4 C10 1.402(4) . ? C5 C6 1.355(4) . ? C5 C10 1.411(4) . ? C6 C7 1.384(4) . ? C7 C8 1.397(4) . ? C8 C9 1.439(3) . ? C9 C10 1.429(4) . ? C11 C12 1.404(4) . ? C11 C16 1.410(4) . ? C12 C13 1.393(4) . ? C12 C17 1.518(4) . ? C13 C14 1.357(4) . ? C14 C15 1.392(4) . ? C14 C18 1.519(4) . ? C15 C16 1.388(4) . ? C16 C19 1.499(4) . ? C21 C26 1.405(4) . ? C21 C22 1.414(4) . ? C22 C23 1.393(4) . ? C22 C27 1.499(4) . ? C23 C24 1.378(5) . ? C24 C25 1.374(5) . ? C24 C28 1.517(5) . ? C25 C26 1.402(4) . ? C26 C29 1.513(4) . ? C31 C32 1.401(4) . ? C31 C36 1.409(4) . ? C32 C33 1.371(4) . ? C33 C34 1.349(5) . ? C34 C35 1.374(5) . ? C35 C36 1.389(4) . ? C36 C37 1.518(4) . ? C37 C47 1.520(4) . ? C41 C42 1.400(4) . ? C41 C46 1.408(4) . ? C42 C43 1.383(4) . ? C43 C44 1.371(5) . ? C44 C45 1.370(5) . ? C45 C46 1.397(4) . ? C46 C47 1.495(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 C1 B1 C21 122.9(3) . . ? C1 B1 C11 117.2(2) . . ? C21 B1 C11 118.8(2) . . ? C1 B1 B2 75.01(16) . . ? C21 B1 B2 68.00(15) . . ? C11 B1 B2 142.13(19) . . ? C41 B2 C31 126.1(3) . . ? C41 B2 C8 115.2(2) . . ? C31 B2 C8 116.3(3) . . ? C41 B2 C21 106.49(18) . . ? C31 B2 C21 92.09(17) . . ? C8 B2 C21 85.96(17) . . ? C41 B2 B1 90.11(17) . . ? C31 B2 B1 119.51(19) . . ? C8 B2 B1 72.73(16) . . ? C21 B2 B1 27.51(7) . . ? C2 C1 C9 117.2(2) . . ? C2 C1 B1 112.2(2) . . ? C9 C1 B1 129.4(2) . . ? C1 C2 C3 124.0(3) . . ? C4 C3 C2 119.0(3) . . ? C3 C4 C10 121.5(3) . . ? C6 C5 C10 119.9(3) . . ? C5 C6 C7 119.9(3) . . ? C6 C7 C8 123.7(3) . . ? C7 C8 C9 117.3(3) . . ? C7 C8 B2 109.5(2) . . ? C9 C8 B2 132.1(3) . . ? C10 C9 C8 118.0(3) . . ? C10 C9 C1 117.6(2) . . ? C8 C9 C1 124.4(2) . . ? C4 C10 C5 118.4(3) . . ? C4 C10 C9 120.5(3) . . ? C5 C10 C9 121.1(3) . . ? C12 C11 C16 117.4(3) . . ? C12 C11 B1 120.0(2) . . ? C16 C11 B1 122.5(3) . . ? C13 C12 C11 120.3(3) . . ? C13 C12 C17 118.6(3) . . ? C11 C12 C17 121.1(3) . . ? C14 C13 C12 122.6(3) . . ? C13 C14 C15 117.5(3) . . ? C13 C14 C18 121.7(4) . . ? C15 C14 C18 120.8(4) . . ? C16 C15 C14 122.2(3) . . ? C15 C16 C11 119.9(3) . . ? C15 C16 C19 119.4(3) . . ? C11 C16 C19 120.6(3) . . ? C26 C21 C22 117.5(3) . . ? C26 C21 B1 121.9(3) . . ? C22 C21 B1 120.2(3) . . ? C26 C21 B2 97.85(18) . . ? C22 C21 B2 93.97(18) . . ? B1 C21 B2 84.49(16) . . ? C23 C22 C21 120.5(3) . . ? C23 C22 C27 115.9(3) . . ? C21 C22 C27 123.6(3) . . ? C24 C23 C22 121.3(3) . . ? C25 C24 C23 118.6(3) . . ? C25 C24 C28 121.2(4) . . ? C23 C24 C28 120.1(4) . . ? C24 C25 C26 121.8(3) . . ? C25 C26 C21 119.9(3) . . ? C25 C26 C29 115.8(3) . . ? C21 C26 C29 124.2(3) . . ? C32 C31 C36 115.1(3) . . ? C32 C31 B2 118.3(3) . . ? C36 C31 B2 126.3(3) . . ? C33 C32 C31 124.1(3) . . ? C34 C33 C32 119.6(4) . . ? C33 C34 C35 119.3(4) . . ? C34 C35 C36 121.9(4) . . ? C35 C36 C31 120.0(3) . . ? C35 C36 C37 116.3(3) . . ? C31 C36 C37 123.7(3) . . ? C36 C37 C47 115.0(3) . . ? C42 C41 C46 116.3(3) . . ? C42 C41 B2 119.0(3) . . ? C46 C41 B2 124.5(3) . . ? C43 C42 C41 123.8(3) . . ? C44 C43 C42 117.8(3) . . ? C45 C44 C43 121.1(3) . . ? C44 C45 C46 121.0(3) . . ? C45 C46 C41 119.9(3) . . ? C45 C46 C47 118.1(3) . . ? C41 C46 C47 121.9(3) . . ? C46 C47 C37 111.9(3) . . ? _diffrn_measured_fraction_theta_max 0.882 _diffrn_reflns_theta_full 28.85 _diffrn_measured_fraction_theta_full 0.882 _refine_diff_density_max 0.304 _refine_diff_density_min -0.212 _refine_diff_density_rms 0.060 data_2 _database_code_depnum_ccdc_archive 'CCDC 227179' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H68 B Li N4' _chemical_formula_weight 706.80 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' Li Li -0.0003 0.0001 '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 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 18.007(2) _cell_length_b 14.3779(19) _cell_length_c 16.731(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.703(3) _cell_angle_gamma 90.00 _cell_volume 4292.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.094 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11105 _diffrn_reflns_av_R_equivalents 0.0540 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5499 _reflns_number_gt 3476 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. As indicated by the flack parameter, the handedness of the lattice could not be reliably determined; the only presence of light atoms in the structure can be held resopnsible for this limitation. ; _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^+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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -3(4) _refine_ls_number_reflns 5499 _refine_ls_number_parameters 478 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0917 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1394 _refine_ls_wR_factor_gt 0.1245 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _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 B B -0.2607(2) -0.7393(3) -0.0119(3) 0.0366(12) Uani 1 1 d . . . Li Li -0.1471(4) -1.2092(5) -0.0236(4) 0.0459(18) Uani 1 1 d . . . N1 N -0.24149(19) -1.2494(2) 0.0330(2) 0.0440(9) Uani 1 1 d . . . N2 N -0.13741(18) -1.0897(2) 0.0512(2) 0.0426(9) Uani 1 1 d . . . N3 N -0.06083(19) -1.3035(2) -0.0207(2) 0.0460(9) Uani 1 1 d . . . N4 N -0.1461(2) -1.2008(3) -0.1505(2) 0.0495(10) Uani 1 1 d . . . C1 C -0.2962(2) -0.8253(3) 0.0265(2) 0.0331(10) Uani 1 1 d . . . C2 C -0.2929(2) -0.8364(3) 0.1092(3) 0.0391(10) Uani 1 1 d . . . H2A H -0.2653 -0.7940 0.1430 0.047 Uiso 1 1 calc R . . C3 C -0.3296(2) -0.9090(3) 0.1441(3) 0.0395(10) Uani 1 1 d . . . H3A H -0.3279 -0.9121 0.1999 0.047 Uiso 1 1 calc R . . C4 C -0.3673(2) -0.9744(3) 0.0970(2) 0.0390(10) Uani 1 1 d . . . H4A H -0.3903 -1.0231 0.1208 0.047 Uiso 1 1 calc R . . C5 C -0.4090(2) -1.0399(3) -0.0377(3) 0.0432(11) Uani 1 1 d . . . H5A H -0.4316 -1.0895 -0.0147 0.052 Uiso 1 1 calc R . . C6 C -0.4113(2) -1.0350(3) -0.1189(3) 0.0455(12) Uani 1 1 d . . . H6A H -0.4338 -1.0824 -0.1514 0.055 Uiso 1 1 calc R . . C7 C -0.3800(2) -0.9586(3) -0.1538(3) 0.0410(11) Uani 1 1 d . . . H7A H -0.3835 -0.9559 -0.2097 0.049 Uiso 1 1 calc R . . C8 C -0.3444(2) -0.8874(3) -0.1094(2) 0.0352(10) Uani 1 1 d . . . C9 C -0.3376(2) -0.8939(3) -0.0226(2) 0.0348(10) Uani 1 1 d . . . C10 C -0.3723(2) -0.9697(3) 0.0124(2) 0.0368(10) Uani 1 1 d . . . C11 C -0.2094(2) -0.6735(3) 0.0506(2) 0.0364(10) Uani 1 1 d . . . C12 C -0.2397(2) -0.6061(3) 0.0964(2) 0.0383(10) Uani 1 1 d . . . C13 C -0.1943(3) -0.5525(3) 0.1518(2) 0.0413(11) Uani 1 1 d . . . H13A H -0.2162 -0.5080 0.1815 0.050 Uiso 1 1 calc R . . C14 C -0.1168(3) -0.5631(3) 0.1644(3) 0.0450(11) Uani 1 1 d . . . C15 C -0.0872(2) -0.6298(3) 0.1198(3) 0.0406(11) Uani 1 1 d . . . H15A H -0.0357 -0.6389 0.1276 0.049 Uiso 1 1 calc R . . C16 C -0.1308(2) -0.6848(3) 0.0630(3) 0.0409(11) Uani 1 1 d . . . C17 C -0.3236(2) -0.5872(3) 0.0831(3) 0.0472(11) Uani 1 1 d . . . H17A H -0.3353 -0.5391 0.1193 0.071 Uiso 1 1 calc R . . H17B H -0.3502 -0.6429 0.0933 0.071 Uiso 1 1 calc R . . H17C H -0.3384 -0.5675 0.0285 0.071 Uiso 1 1 calc R . . C18 C -0.0681(3) -0.5037(3) 0.2239(3) 0.0534(13) Uani 1 1 d . . . H18A H -0.0166 -0.5209 0.2242 0.080 Uiso 1 1 calc R . . H18B H -0.0821 -0.5127 0.2768 0.080 Uiso 1 1 calc R . . H18C H -0.0746 -0.4395 0.2089 0.080 Uiso 1 1 calc R . . C19 C -0.0936(2) -0.7569(3) 0.0169(3) 0.0554(13) Uani 1 1 d . . . H19A H -0.0404 -0.7550 0.0329 0.083 Uiso 1 1 calc R . . H19B H -0.1044 -0.7443 -0.0399 0.083 Uiso 1 1 calc R . . H19C H -0.1122 -0.8174 0.0280 0.083 Uiso 1 1 calc R . . C21 C -0.2788(2) -0.7257(3) -0.0998(2) 0.0362(10) Uani 1 1 d . . . C22 C -0.2682(2) -0.6429(3) -0.1433(3) 0.0414(11) Uani 1 1 d . . . C23 C -0.3098(2) -0.6250(3) -0.2163(3) 0.0443(11) Uani 1 1 d . . . H23A H -0.2982 -0.5736 -0.2460 0.053 Uiso 1 1 calc R . . C24 C -0.3712(2) -0.6843(3) -0.2482(2) 0.0416(11) Uani 1 1 d . . . C25 C -0.3759(2) -0.7670(3) -0.2164(2) 0.0398(11) Uani 1 1 d . . . H25A H -0.4182 -0.8030 -0.2325 0.048 Uiso 1 1 calc R . . C26 C -0.3142(2) -0.8065(3) -0.1535(2) 0.0370(10) Uani 1 1 d . . . C27 C -0.2142(3) -0.5672(3) -0.1089(3) 0.0538(12) Uani 1 1 d . . . H27A H -0.2149 -0.5173 -0.1470 0.081 Uiso 1 1 calc R . . H27B H -0.1645 -0.5924 -0.0984 0.081 Uiso 1 1 calc R . . H27C H -0.2291 -0.5442 -0.0596 0.081 Uiso 1 1 calc R . . C28 C -0.4296(2) -0.6457(3) -0.3125(3) 0.0536(13) Uani 1 1 d . . . H28A H -0.4670 -0.6922 -0.3281 0.080 Uiso 1 1 calc R . . H28B H -0.4063 -0.6280 -0.3586 0.080 Uiso 1 1 calc R . . H28C H -0.4527 -0.5922 -0.2920 0.080 Uiso 1 1 calc R . . C29 C -0.2513(2) -0.8458(3) -0.1985(3) 0.0486(12) Uani 1 1 d . . . H29A H -0.2708 -0.8962 -0.2327 0.073 Uiso 1 1 calc R . . H29B H -0.2108 -0.8679 -0.1600 0.073 Uiso 1 1 calc R . . H29C H -0.2334 -0.7977 -0.2308 0.073 Uiso 1 1 calc R . . C31 C -0.2583(2) -1.1616(3) 0.0710(3) 0.0482(12) Uani 1 1 d . . . H31A H -0.2901 -1.1741 0.1122 0.058 Uiso 1 1 calc R . . H31B H -0.2860 -1.1217 0.0308 0.058 Uiso 1 1 calc R . . C32 C -0.1894(2) -1.1109(3) 0.1087(3) 0.0469(11) Uani 1 1 d . . . H32D H -0.2043 -1.0533 0.1322 0.056 Uiso 1 1 calc R . . H32E H -0.1638 -1.1487 0.1519 0.056 Uiso 1 1 calc R . . C33 C -0.2196(3) -1.3197(3) 0.0951(3) 0.0642(14) Uani 1 1 d . . . H33A H -0.2624 -1.3372 0.1201 0.096 Uiso 1 1 calc R . . H33B H -0.1816 -1.2946 0.1350 0.096 Uiso 1 1 calc R . . H33C H -0.2002 -1.3734 0.0707 0.096 Uiso 1 1 calc R . . C34 C -0.3105(3) -1.2831(3) -0.0172(3) 0.0604(14) Uani 1 1 d . . . H32A H -0.3476 -1.2983 0.0169 0.091 Uiso 1 1 calc R . . H32B H -0.2990 -1.3375 -0.0465 0.091 Uiso 1 1 calc R . . H32C H -0.3295 -1.2353 -0.0545 0.091 Uiso 1 1 calc R . . C35 C -0.0668(2) -1.0521(3) 0.0962(3) 0.0514(12) Uani 1 1 d . . . H35A H -0.0779 -0.9975 0.1255 0.077 Uiso 1 1 calc R . . H35B H -0.0328 -1.0362 0.0588 0.077 Uiso 1 1 calc R . . H35C H -0.0443 -1.0982 0.1332 0.077 Uiso 1 1 calc R . . C36 C -0.1687(3) -1.0186(3) -0.0057(3) 0.0531(12) Uani 1 1 d . . . H36A H -0.1678 -0.9595 0.0213 0.080 Uiso 1 1 calc R . . H36B H -0.2195 -1.0345 -0.0262 0.080 Uiso 1 1 calc R . . H36C H -0.1395 -1.0149 -0.0495 0.080 Uiso 1 1 calc R . . C37 C -0.0565(3) -1.3263(3) -0.1055(3) 0.0533(12) Uani 1 1 d . . . H37A H -0.0916 -1.3761 -0.1222 0.064 Uiso 1 1 calc R . . H37B H -0.0065 -1.3485 -0.1105 0.064 Uiso 1 1 calc R . . C38 C -0.0740(3) -1.2445(3) -0.1604(3) 0.0555(13) Uani 1 1 d . . . H38A H -0.0344 -1.1988 -0.1495 0.067 Uiso 1 1 calc R . . H38B H -0.0753 -1.2648 -0.2159 0.067 Uiso 1 1 calc R . . C39 C -0.0632(3) -1.3904(3) 0.0244(3) 0.0600(13) Uani 1 1 d . . . H39A H -0.0191 -1.4263 0.0195 0.090 Uiso 1 1 calc R . . H39B H -0.1069 -1.4253 0.0031 0.090 Uiso 1 1 calc R . . H39C H -0.0652 -1.3767 0.0802 0.090 Uiso 1 1 calc R . . C40 C 0.0055(2) -1.2493(3) 0.0123(3) 0.0555(13) Uani 1 1 d . . . H40A H 0.0492 -1.2881 0.0160 0.083 Uiso 1 1 calc R . . H40B H -0.0008 -1.2267 0.0650 0.083 Uiso 1 1 calc R . . H40C H 0.0114 -1.1975 -0.0226 0.083 Uiso 1 1 calc R . . C41 C -0.2082(3) -1.2649(3) -0.1818(3) 0.0593(14) Uani 1 1 d . . . H41A H -0.2131 -1.2666 -0.2397 0.089 Uiso 1 1 calc R . . H41B H -0.2542 -1.2432 -0.1652 0.089 Uiso 1 1 calc R . . H41C H -0.1974 -1.3263 -0.1608 0.089 Uiso 1 1 calc R . . C42 C -0.1541(3) -1.1147(3) -0.1965(3) 0.0610(14) Uani 1 1 d . . . H42A H -0.1522 -1.1279 -0.2524 0.092 Uiso 1 1 calc R . . H42B H -0.1141 -1.0731 -0.1768 0.092 Uiso 1 1 calc R . . H42C H -0.2013 -1.0864 -0.1905 0.092 Uiso 1 1 calc R . . C51 C -0.4596(2) -0.4067(3) -0.1612(3) 0.0481(12) Uani 1 1 d . . . C52 C -0.5236(3) -0.3542(3) -0.1608(3) 0.0551(13) Uani 1 1 d . . . H52A H -0.5597 -0.3740 -0.1296 0.066 Uiso 1 1 calc R . . C53 C -0.5359(3) -0.2733(4) -0.2051(3) 0.0577(13) Uani 1 1 d . . . H53A H -0.5795 -0.2390 -0.2033 0.069 Uiso 1 1 calc R . . C54 C -0.4833(3) -0.2440(3) -0.2516(3) 0.0543(13) Uani 1 1 d . . . H54A H -0.4910 -0.1898 -0.2818 0.065 Uiso 1 1 calc R . . C55 C -0.4188(3) -0.2953(3) -0.2533(3) 0.0549(13) Uani 1 1 d . . . H55A H -0.3830 -0.2757 -0.2848 0.066 Uiso 1 1 calc R . . C56 C -0.4074(2) -0.3755(3) -0.2086(3) 0.0509(12) Uani 1 1 d . . . H56A H -0.3637 -0.4095 -0.2102 0.061 Uiso 1 1 calc R . . C57 C -0.4449(3) -0.4919(4) -0.1097(3) 0.0661(15) Uani 1 1 d . . . H57A H -0.4868 -0.5032 -0.0812 0.099 Uiso 1 1 calc R . . H57B H -0.4006 -0.4826 -0.0718 0.099 Uiso 1 1 calc R . . H57C H -0.4378 -0.5445 -0.1433 0.099 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 B 0.030(3) 0.043(3) 0.037(3) -0.005(2) 0.004(2) 0.005(2) Li 0.036(4) 0.053(4) 0.048(5) -0.003(4) 0.003(3) 0.009(3) N1 0.043(2) 0.042(2) 0.047(2) 0.0034(18) 0.0053(16) 0.0015(16) N2 0.036(2) 0.047(2) 0.044(2) -0.0012(18) 0.0032(16) 0.0006(16) N3 0.040(2) 0.054(2) 0.044(2) -0.0017(19) 0.0018(17) 0.0045(17) N4 0.046(2) 0.059(2) 0.042(2) -0.001(2) 0.0008(17) -0.0042(19) C1 0.025(2) 0.040(2) 0.033(2) -0.0023(19) 0.0007(17) 0.0070(18) C2 0.034(2) 0.042(3) 0.040(3) -0.005(2) -0.0004(19) -0.0010(19) C3 0.041(3) 0.048(3) 0.030(2) -0.001(2) 0.0058(18) 0.004(2) C4 0.037(2) 0.041(3) 0.039(3) -0.001(2) 0.0042(19) 0.0008(19) C5 0.037(3) 0.041(3) 0.049(3) -0.003(2) -0.005(2) 0.0008(19) C6 0.041(3) 0.044(3) 0.048(3) -0.010(2) -0.004(2) 0.003(2) C7 0.040(3) 0.049(3) 0.033(3) -0.007(2) -0.0016(19) 0.010(2) C8 0.028(2) 0.041(2) 0.036(3) -0.006(2) 0.0006(18) 0.0069(18) C9 0.028(2) 0.038(2) 0.038(3) -0.004(2) 0.0015(18) 0.0064(18) C10 0.031(2) 0.040(2) 0.038(3) 0.002(2) -0.0002(18) 0.0058(19) C11 0.036(2) 0.040(2) 0.032(2) -0.001(2) -0.0007(18) 0.0015(18) C12 0.037(2) 0.042(2) 0.034(2) 0.001(2) -0.0001(18) 0.001(2) C13 0.053(3) 0.041(3) 0.030(2) 0.000(2) 0.0061(19) 0.001(2) C14 0.054(3) 0.049(3) 0.030(3) 0.001(2) -0.002(2) -0.005(2) C15 0.034(2) 0.046(3) 0.039(3) 0.002(2) -0.0033(19) -0.001(2) C16 0.035(3) 0.046(3) 0.041(3) -0.003(2) 0.0033(19) 0.002(2) C17 0.040(3) 0.051(3) 0.050(3) -0.002(2) 0.005(2) 0.005(2) C18 0.065(3) 0.053(3) 0.038(3) -0.002(2) -0.008(2) -0.011(2) C19 0.040(3) 0.071(3) 0.055(3) -0.014(3) 0.005(2) 0.003(2) C21 0.025(2) 0.045(3) 0.039(3) -0.001(2) 0.0061(18) 0.0013(17) C22 0.038(3) 0.048(3) 0.038(3) 0.000(2) 0.0084(19) -0.001(2) C23 0.042(3) 0.055(3) 0.036(3) 0.002(2) 0.007(2) -0.006(2) C24 0.038(3) 0.050(3) 0.036(3) 0.005(2) 0.0037(19) 0.006(2) C25 0.032(2) 0.048(3) 0.039(3) -0.002(2) 0.0048(19) 0.0019(19) C26 0.034(2) 0.043(2) 0.034(2) -0.001(2) 0.0032(18) 0.0058(19) C27 0.055(3) 0.057(3) 0.048(3) 0.001(2) 0.003(2) -0.010(2) C28 0.047(3) 0.064(3) 0.047(3) 0.007(2) -0.003(2) 0.003(2) C29 0.038(3) 0.068(3) 0.040(3) -0.003(2) 0.0056(19) 0.011(2) C31 0.038(3) 0.052(3) 0.055(3) -0.002(2) 0.009(2) 0.001(2) C32 0.042(3) 0.057(3) 0.043(3) -0.004(2) 0.009(2) 0.002(2) C33 0.069(4) 0.063(3) 0.065(4) 0.017(3) 0.024(3) 0.010(3) C34 0.044(3) 0.065(3) 0.073(4) -0.013(3) 0.015(2) -0.010(2) C35 0.039(3) 0.062(3) 0.051(3) -0.012(2) -0.001(2) -0.005(2) C36 0.055(3) 0.050(3) 0.054(3) 0.006(2) 0.004(2) 0.007(2) C37 0.044(3) 0.065(3) 0.051(3) -0.014(3) 0.008(2) 0.006(2) C38 0.051(3) 0.074(3) 0.044(3) -0.010(3) 0.013(2) -0.002(3) C39 0.051(3) 0.062(3) 0.067(3) 0.013(3) 0.007(2) 0.018(2) C40 0.035(3) 0.069(3) 0.060(3) -0.013(3) -0.005(2) 0.004(2) C41 0.052(3) 0.070(3) 0.054(3) 0.000(3) 0.000(2) -0.007(3) C42 0.071(4) 0.060(3) 0.047(3) 0.008(3) -0.010(2) -0.003(3) C51 0.046(3) 0.053(3) 0.044(3) -0.007(2) 0.001(2) -0.003(2) C52 0.047(3) 0.069(3) 0.050(3) -0.002(3) 0.010(2) 0.004(3) C53 0.049(3) 0.064(3) 0.058(3) -0.006(3) 0.002(3) 0.010(3) C54 0.070(4) 0.049(3) 0.041(3) -0.008(2) -0.004(2) 0.004(3) C55 0.053(3) 0.061(3) 0.049(3) -0.003(3) 0.001(2) -0.012(3) C56 0.035(3) 0.063(3) 0.055(3) 0.002(3) 0.008(2) 0.000(2) C57 0.059(3) 0.074(4) 0.064(4) 0.013(3) 0.005(3) -0.004(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 B C21 1.475(6) . ? B C1 1.570(6) . ? B C11 1.608(6) . ? Li N3 2.057(8) . ? Li N2 2.119(8) . ? Li N4 2.130(9) . ? Li N1 2.134(9) . ? N1 C31 1.463(5) . ? N1 C33 1.465(5) . ? N1 C34 1.485(5) . ? N2 C36 1.458(5) . ? N2 C32 1.461(5) . ? N2 C35 1.489(5) . ? N3 C39 1.463(6) . ? N3 C37 1.468(6) . ? N3 C40 1.471(5) . ? N4 C42 1.454(5) . ? N4 C38 1.471(6) . ? N4 C41 1.489(5) . ? C1 C2 1.386(5) . ? C1 C9 1.429(5) . ? C2 C3 1.404(6) . ? C3 C4 1.349(5) . ? C4 C10 1.408(6) . ? C5 C6 1.356(6) . ? C5 C10 1.418(5) . ? C6 C7 1.398(6) . ? C7 C8 1.372(5) . ? C8 C9 1.444(6) . ? C8 C26 1.517(6) . ? C9 C10 1.421(5) . ? C11 C12 1.391(6) . ? C11 C16 1.412(5) . ? C12 C13 1.386(5) . ? C12 C17 1.523(5) . ? C13 C14 1.391(6) . ? C14 C15 1.367(6) . ? C14 C18 1.501(6) . ? C15 C16 1.393(5) . ? C16 C19 1.502(6) . ? C21 C22 1.422(6) . ? C21 C26 1.552(5) . ? C22 C23 1.370(6) . ? C22 C27 1.519(6) . ? C23 C24 1.440(5) . ? C24 C25 1.310(6) . ? C24 C28 1.506(5) . ? C25 C26 1.534(5) . ? C26 C29 1.547(6) . ? C31 C32 1.502(5) . ? C37 C38 1.499(7) . ? C51 C52 1.378(6) . ? C51 C56 1.382(6) . ? C51 C57 1.502(6) . ? C52 C53 1.382(6) . ? C53 C54 1.370(7) . ? C54 C55 1.379(7) . ? C55 C56 1.375(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 C21 B C1 117.7(4) . . ? C21 B C11 127.0(4) . . ? C1 B C11 115.3(4) . . ? N3 Li N2 121.2(3) . . ? N3 Li N4 87.3(3) . . ? N2 Li N4 122.1(4) . . ? N3 Li N1 117.1(4) . . ? N2 Li N1 88.0(3) . . ? N4 Li N1 124.9(3) . . ? C31 N1 C33 109.9(4) . . ? C31 N1 C34 108.8(3) . . ? C33 N1 C34 107.5(4) . . ? C31 N1 Li 100.5(3) . . ? C33 N1 Li 110.3(3) . . ? C34 N1 Li 119.5(4) . . ? C36 N2 C32 110.5(3) . . ? C36 N2 C35 107.7(3) . . ? C32 N2 C35 108.8(3) . . ? C36 N2 Li 100.9(3) . . ? C32 N2 Li 102.1(3) . . ? C35 N2 Li 126.2(3) . . ? C39 N3 C37 108.5(4) . . ? C39 N3 C40 109.8(3) . . ? C37 N3 C40 109.6(4) . . ? C39 N3 Li 120.1(4) . . ? C37 N3 Li 105.2(3) . . ? C40 N3 Li 103.4(3) . . ? C42 N4 C38 109.3(4) . . ? C42 N4 C41 108.9(3) . . ? C38 N4 C41 109.2(4) . . ? C42 N4 Li 124.2(4) . . ? C38 N4 Li 102.3(3) . . ? C41 N4 Li 102.1(3) . . ? C2 C1 C9 116.4(4) . . ? C2 C1 B 122.3(3) . . ? C9 C1 B 121.2(4) . . ? C1 C2 C3 122.8(4) . . ? C4 C3 C2 120.2(4) . . ? C3 C4 C10 120.9(4) . . ? C6 C5 C10 120.3(4) . . ? C5 C6 C7 120.0(4) . . ? C8 C7 C6 123.1(4) . . ? C7 C8 C9 117.8(4) . . ? C7 C8 C26 118.7(4) . . ? C9 C8 C26 123.5(3) . . ? C10 C9 C1 121.1(4) . . ? C10 C9 C8 118.8(3) . . ? C1 C9 C8 120.1(4) . . ? C4 C10 C5 121.5(4) . . ? C4 C10 C9 118.6(4) . . ? C5 C10 C9 119.9(4) . . ? C12 C11 C16 117.3(3) . . ? C12 C11 B 122.3(3) . . ? C16 C11 B 120.3(4) . . ? C13 C12 C11 121.0(4) . . ? C13 C12 C17 118.9(4) . . ? C11 C12 C17 120.0(3) . . ? C12 C13 C14 122.1(4) . . ? C15 C14 C13 116.7(4) . . ? C15 C14 C18 121.8(4) . . ? C13 C14 C18 121.5(4) . . ? C14 C15 C16 123.1(4) . . ? C15 C16 C11 119.7(4) . . ? C15 C16 C19 119.5(4) . . ? C11 C16 C19 120.7(4) . . ? C22 C21 B 126.4(4) . . ? C22 C21 C26 113.8(3) . . ? B C21 C26 119.8(4) . . ? C23 C22 C21 121.2(4) . . ? C23 C22 C27 116.7(4) . . ? C21 C22 C27 122.0(4) . . ? C22 C23 C24 121.4(4) . . ? C25 C24 C23 118.3(4) . . ? C25 C24 C28 123.3(4) . . ? C23 C24 C28 118.3(4) . . ? C24 C25 C26 122.3(4) . . ? C8 C26 C25 110.1(3) . . ? C8 C26 C29 106.8(3) . . ? C25 C26 C29 108.2(3) . . ? C8 C26 C21 116.0(3) . . ? C25 C26 C21 108.9(3) . . ? C29 C26 C21 106.6(3) . . ? N1 C31 C32 113.2(3) . . ? N2 C32 C31 113.0(4) . . ? N3 C37 C38 112.6(4) . . ? N4 C38 C37 112.4(4) . . ? C52 C51 C56 117.4(4) . . ? C52 C51 C57 121.8(5) . . ? C56 C51 C57 120.8(4) . . ? C51 C52 C53 122.1(5) . . ? C54 C53 C52 119.3(5) . . ? C53 C54 C55 119.7(5) . . ? C56 C55 C54 120.1(5) . . ? C55 C56 C51 121.4(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.213 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.046 data_4 _database_code_depnum_ccdc_archive 'CCDC 227180' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H36 B2' _chemical_formula_weight 538.31 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' _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 15.8947(14) _cell_length_b 10.8667(10) _cell_length_c 17.9558(16) _cell_angle_alpha 90.00 _cell_angle_beta 101.358(2) _cell_angle_gamma 90.00 _cell_volume 3040.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Multiply truncated prisms' _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.176 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14345 _diffrn_reflns_av_R_equivalents 0.0656 _diffrn_reflns_av_sigmaI/netI 0.0499 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 24.00 _reflns_number_total 4766 _reflns_number_gt 3410 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1434P)^2^+0.1177P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.006(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4766 _refine_ls_number_parameters 380 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0820 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.2126 _refine_ls_wR_factor_gt 0.1843 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 B1 B 0.82152(15) 0.2664(2) 0.00072(14) 0.0566(6) Uani 1 1 d . . . B2 B 0.79004(16) 0.1234(2) 0.14941(13) 0.0638(7) Uani 1 1 d . . . C1 C 0.91330(13) 0.2701(2) 0.05256(12) 0.0608(6) Uani 1 1 d . . . C2 C 0.97443(14) 0.3275(2) 0.01938(14) 0.0756(7) Uani 1 1 d . . . H2A H 0.9605 0.3460 -0.0322 0.091 Uiso 1 1 calc R . . C3 C 1.05618(16) 0.3591(3) 0.05968(18) 0.0921(8) Uani 1 1 d . . . H3A H 1.0942 0.4012 0.0356 0.110 Uiso 1 1 calc R . . C4 C 1.07932(15) 0.3285(3) 0.13317(18) 0.0899(8) Uani 1 1 d . . . H4A H 1.1340 0.3487 0.1594 0.108 Uiso 1 1 calc R . . C5 C 1.04913(16) 0.2375(3) 0.24859(16) 0.0884(9) Uani 1 1 d . . . H5A H 1.1057 0.2521 0.2725 0.106 Uiso 1 1 calc R . . C6 C 0.99370(18) 0.1886(3) 0.28881(16) 0.0929(9) Uani 1 1 d . . . H6A H 1.0114 0.1711 0.3402 0.111 Uiso 1 1 calc R . . C7 C 0.90943(17) 0.1650(3) 0.25185(13) 0.0832(7) Uani 1 1 d . . . H7A H 0.8712 0.1352 0.2806 0.100 Uiso 1 1 calc R . . C8 C 0.87971(14) 0.1833(2) 0.17538(12) 0.0652(6) Uani 1 1 d . . . C9 C 0.93721(13) 0.2376(2) 0.13176(12) 0.0610(6) Uani 1 1 d . . . C10 C 1.02275(14) 0.2665(2) 0.17147(14) 0.0738(7) Uani 1 1 d . . . C11 C 0.81567(13) 0.2721(2) -0.08892(12) 0.0583(5) Uani 1 1 d . . . C12 C 0.85650(14) 0.1861(2) -0.12857(12) 0.0650(6) Uani 1 1 d . . . C13 C 0.85472(15) 0.2011(2) -0.20600(13) 0.0707(6) Uani 1 1 d . . . H13A H 0.8815 0.1425 -0.2311 0.085 Uiso 1 1 calc R . . C14 C 0.81460(14) 0.2999(2) -0.24701(12) 0.0684(6) Uani 1 1 d . . . C15 C 0.77408(14) 0.3828(2) -0.20787(13) 0.0678(6) Uani 1 1 d . . . H15A H 0.7466 0.4500 -0.2341 0.081 Uiso 1 1 calc R . . C16 C 0.77228(12) 0.3709(2) -0.13159(12) 0.0609(5) Uani 1 1 d . . . C17 C 0.90099(18) 0.0736(3) -0.09107(15) 0.0872(8) Uani 1 1 d . . . H17A H 0.9246 0.0272 -0.1276 0.131 Uiso 1 1 calc R . . H17B H 0.8605 0.0236 -0.0715 0.131 Uiso 1 1 calc R . . H17C H 0.9463 0.0981 -0.0501 0.131 Uiso 1 1 calc R . . C18 C 0.81515(18) 0.3171(3) -0.32966(13) 0.0926(8) Uani 1 1 d . . . H18A H 0.7841 0.3905 -0.3476 0.139 Uiso 1 1 calc R . . H18B H 0.7884 0.2475 -0.3577 0.139 Uiso 1 1 calc R . . H18C H 0.8733 0.3242 -0.3367 0.139 Uiso 1 1 calc R . . C19 C 0.72435(16) 0.4698(2) -0.09711(13) 0.0784(7) Uani 1 1 d . . . H19A H 0.7001 0.5278 -0.1357 0.118 Uiso 1 1 calc R . . H19B H 0.7634 0.5115 -0.0575 0.118 Uiso 1 1 calc R . . H19C H 0.6793 0.4326 -0.0763 0.118 Uiso 1 1 calc R . . C21 C 0.73581(12) 0.2819(2) 0.03174(11) 0.0550(5) Uani 1 1 d . . . C22 C 0.72631(13) 0.3823(2) 0.07995(11) 0.0607(6) Uani 1 1 d . . . C23 C 0.64519(15) 0.4098(2) 0.09371(13) 0.0727(6) Uani 1 1 d . . . H23A H 0.6395 0.4772 0.1242 0.087 Uiso 1 1 calc R . . C24 C 0.57361(14) 0.3426(3) 0.06460(14) 0.0757(7) Uani 1 1 d . . . C25 C 0.58300(14) 0.2436(2) 0.01802(13) 0.0708(7) Uani 1 1 d . . . H25A H 0.5353 0.1954 -0.0013 0.085 Uiso 1 1 calc R . . C26 C 0.66108(13) 0.2144(2) -0.00054(11) 0.0600(6) Uani 1 1 d . . . C27 C 0.79885(15) 0.4641(2) 0.11638(14) 0.0741(6) Uani 1 1 d . . . H27A H 0.7777 0.5256 0.1464 0.111 Uiso 1 1 calc R . . H27B H 0.8232 0.5034 0.0777 0.111 Uiso 1 1 calc R . . H27C H 0.8420 0.4157 0.1483 0.111 Uiso 1 1 calc R . . C28 C 0.48773(18) 0.3734(4) 0.08315(19) 0.1107(11) Uani 1 1 d . . . H28A H 0.4933 0.4443 0.1156 0.166 Uiso 1 1 calc R . . H28B H 0.4677 0.3049 0.1086 0.166 Uiso 1 1 calc R . . H28C H 0.4474 0.3905 0.0371 0.166 Uiso 1 1 calc R . . C29 C 0.66295(15) 0.1096(2) -0.05516(12) 0.0708(6) Uani 1 1 d . . . H29A H 0.6062 0.0764 -0.0705 0.106 Uiso 1 1 calc R . . H29B H 0.7009 0.0466 -0.0308 0.106 Uiso 1 1 calc R . . H29C H 0.6829 0.1391 -0.0990 0.106 Uiso 1 1 calc R . . C31 C 0.70968(14) 0.1399(2) 0.18717(11) 0.0658(6) Uani 1 1 d . . . C32 C 0.68586(17) 0.2268(3) 0.23517(12) 0.0781(7) Uani 1 1 d . . . H32A H 0.7216 0.2936 0.2508 0.094 Uiso 1 1 calc R . . C33 C 0.6095(2) 0.2152(3) 0.26008(15) 0.0965(9) Uani 1 1 d . . . H33A H 0.5940 0.2740 0.2926 0.116 Uiso 1 1 calc R . . C34 C 0.55619(18) 0.1174(4) 0.23705(16) 0.0988(10) Uani 1 1 d . . . H34A H 0.5045 0.1114 0.2537 0.119 Uiso 1 1 calc R . . C35 C 0.57744(16) 0.0283(3) 0.18994(14) 0.0858(8) Uani 1 1 d . . . H35A H 0.5410 -0.0381 0.1753 0.103 Uiso 1 1 calc R . . C36 C 0.65389(14) 0.0386(2) 0.16445(11) 0.0673(6) Uani 1 1 d . . . C37 C 0.66178(19) -0.1589(3) 0.08678(14) 0.0840(8) Uani 1 1 d . . . H37A H 0.6090 -0.1884 0.0939 0.101 Uiso 1 1 calc R . . C38 C 0.7114(2) -0.2270(3) 0.04638(17) 0.0994(9) Uani 1 1 d . . . H38A H 0.6908 -0.3020 0.0253 0.119 Uiso 1 1 calc R . . C39 C 0.7898(2) -0.1863(3) 0.03690(15) 0.0947(9) Uani 1 1 d . . . H39A H 0.8225 -0.2340 0.0103 0.114 Uiso 1 1 calc R . . C40 C 0.82054(17) -0.0738(2) 0.06690(13) 0.0771(7) Uani 1 1 d . . . H40A H 0.8743 -0.0466 0.0610 0.093 Uiso 1 1 calc R . . C41 C 0.77184(14) -0.0020(2) 0.10540(11) 0.0641(6) Uani 1 1 d . . . C42 C 0.69204(15) -0.0462(2) 0.11637(12) 0.0678(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0544(13) 0.0519(13) 0.0621(13) -0.0008(11) 0.0083(10) 0.0010(10) B2 0.0639(14) 0.0706(16) 0.0523(12) 0.0097(12) 0.0005(10) 0.0021(12) C1 0.0490(11) 0.0642(13) 0.0682(13) -0.0050(10) 0.0094(10) 0.0013(10) C2 0.0567(13) 0.0862(17) 0.0849(16) -0.0047(13) 0.0164(12) -0.0028(12) C3 0.0583(14) 0.108(2) 0.112(2) -0.0079(18) 0.0206(14) -0.0119(14) C4 0.0464(12) 0.104(2) 0.116(2) -0.0213(18) 0.0073(14) -0.0085(13) C5 0.0599(15) 0.103(2) 0.0900(18) -0.0218(16) -0.0147(14) 0.0133(14) C6 0.0794(18) 0.110(2) 0.0755(16) -0.0013(16) -0.0184(14) 0.0141(16) C7 0.0751(15) 0.100(2) 0.0667(14) 0.0068(13) -0.0048(12) 0.0006(14) C8 0.0589(12) 0.0674(14) 0.0637(12) 0.0001(11) -0.0015(10) 0.0046(10) C9 0.0485(11) 0.0624(13) 0.0681(13) -0.0066(10) 0.0014(9) 0.0038(9) C10 0.0503(12) 0.0782(16) 0.0859(16) -0.0176(13) -0.0035(11) 0.0056(11) C11 0.0504(11) 0.0622(13) 0.0622(12) 0.0021(10) 0.0107(9) -0.0018(10) C12 0.0602(12) 0.0699(14) 0.0664(13) 0.0007(11) 0.0161(10) 0.0038(11) C13 0.0701(14) 0.0762(15) 0.0687(14) -0.0068(12) 0.0207(11) -0.0010(12) C14 0.0654(13) 0.0786(16) 0.0613(12) -0.0013(12) 0.0130(10) -0.0113(12) C15 0.0609(13) 0.0737(15) 0.0665(13) 0.0116(11) 0.0067(10) -0.0015(11) C16 0.0499(11) 0.0655(13) 0.0661(12) 0.0019(10) 0.0086(9) -0.0028(10) C17 0.0992(19) 0.0820(17) 0.0833(16) 0.0032(13) 0.0251(14) 0.0246(15) C18 0.106(2) 0.106(2) 0.0678(15) 0.0078(14) 0.0213(14) -0.0069(17) C19 0.0808(16) 0.0758(16) 0.0799(15) 0.0109(12) 0.0188(12) 0.0164(13) C21 0.0501(11) 0.0611(12) 0.0518(11) 0.0037(9) 0.0053(8) 0.0010(9) C22 0.0610(13) 0.0620(13) 0.0584(11) 0.0005(10) 0.0101(9) 0.0052(10) C23 0.0711(15) 0.0766(16) 0.0716(14) 0.0002(12) 0.0168(11) 0.0162(12) C24 0.0555(13) 0.0952(19) 0.0770(14) 0.0149(14) 0.0147(11) 0.0133(13) C25 0.0501(12) 0.0849(17) 0.0742(14) 0.0111(13) 0.0047(10) -0.0006(11) C26 0.0549(12) 0.0644(13) 0.0562(11) 0.0084(10) -0.0001(9) 0.0003(10) C27 0.0754(15) 0.0655(14) 0.0777(14) -0.0087(12) 0.0060(12) 0.0009(12) C28 0.0710(17) 0.140(3) 0.127(2) 0.017(2) 0.0357(16) 0.0332(17) C29 0.0728(14) 0.0690(15) 0.0632(13) -0.0004(11) -0.0047(10) -0.0093(12) C31 0.0665(13) 0.0744(15) 0.0528(11) 0.0036(11) 0.0029(10) 0.0031(11) C32 0.0834(17) 0.0874(18) 0.0604(13) 0.0004(12) 0.0064(12) 0.0095(14) C33 0.091(2) 0.128(3) 0.0696(16) 0.0033(17) 0.0156(15) 0.030(2) C34 0.0700(17) 0.147(3) 0.0807(18) 0.0196(19) 0.0182(14) 0.0190(19) C35 0.0638(14) 0.113(2) 0.0776(16) 0.0185(16) 0.0060(12) -0.0058(14) C36 0.0591(12) 0.0828(16) 0.0556(12) 0.0111(11) 0.0002(10) -0.0022(12) C37 0.0939(18) 0.0776(18) 0.0712(15) 0.0062(14) -0.0064(13) -0.0144(15) C38 0.131(3) 0.0731(18) 0.0816(18) -0.0032(15) -0.0101(18) -0.0043(18) C39 0.123(3) 0.0796(19) 0.0773(17) -0.0034(15) 0.0095(16) 0.0184(18) C40 0.0832(16) 0.0774(17) 0.0681(14) 0.0063(12) 0.0083(12) 0.0152(13) C41 0.0669(13) 0.0672(14) 0.0547(11) 0.0095(10) 0.0037(10) 0.0044(11) C42 0.0724(14) 0.0685(14) 0.0551(12) 0.0089(11) -0.0057(10) -0.0055(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 C1 1.569(3) . ? B1 C21 1.579(3) . ? B1 C11 1.595(3) . ? B2 C8 1.552(3) . ? B2 C31 1.570(3) . ? B2 C41 1.574(4) . ? B2 C21 2.730(3) . ? C1 C2 1.384(3) . ? C1 C9 1.442(3) . ? C2 C3 1.400(3) . ? C3 C4 1.340(4) . ? C4 C10 1.407(4) . ? C5 C6 1.353(4) . ? C5 C10 1.401(4) . ? C6 C7 1.397(4) . ? C7 C8 1.376(3) . ? C8 C9 1.442(3) . ? C9 C10 1.440(3) . ? C11 C12 1.409(3) . ? C11 C16 1.417(3) . ? C12 C13 1.395(3) . ? C12 C17 1.504(3) . ? C13 C14 1.385(4) . ? C14 C15 1.377(3) . ? C14 C18 1.497(3) . ? C15 C16 1.382(3) . ? C16 C19 1.518(3) . ? C21 C26 1.419(3) . ? C21 C22 1.419(3) . ? C22 C23 1.392(3) . ? C22 C27 1.500(3) . ? C23 C24 1.366(4) . ? C24 C25 1.389(4) . ? C24 C28 1.505(3) . ? C25 C26 1.384(3) . ? C26 C29 1.507(3) . ? C31 C32 1.381(3) . ? C31 C36 1.422(3) . ? C32 C33 1.380(4) . ? C33 C34 1.371(4) . ? C34 C35 1.371(4) . ? C35 C36 1.385(3) . ? C36 C42 1.473(3) . ? C37 C42 1.382(3) . ? C37 C38 1.386(4) . ? C38 C39 1.364(4) . ? C39 C40 1.386(4) . ? C40 C41 1.377(3) . ? C41 C42 1.406(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 B1 C21 123.64(18) . . ? C1 B1 C11 117.40(18) . . ? C21 B1 C11 117.96(17) . . ? C8 B2 C31 126.8(2) . . ? C8 B2 C41 125.5(2) . . ? C31 B2 C41 103.4(2) . . ? C8 B2 C21 95.72(15) . . ? C31 B2 C21 95.89(14) . . ? C41 B2 C21 99.14(13) . . ? C2 C1 C9 117.6(2) . . ? C2 C1 B1 113.9(2) . . ? C9 C1 B1 127.77(19) . . ? C1 C2 C3 123.2(2) . . ? C4 C3 C2 119.7(3) . . ? C3 C4 C10 121.5(2) . . ? C6 C5 C10 121.1(2) . . ? C5 C6 C7 118.9(2) . . ? C8 C7 C6 123.8(3) . . ? C7 C8 C9 118.1(2) . . ? C7 C8 B2 110.7(2) . . ? C9 C8 B2 130.62(19) . . ? C10 C9 C8 117.3(2) . . ? C10 C9 C1 118.3(2) . . ? C8 C9 C1 124.33(18) . . ? C5 C10 C4 119.7(2) . . ? C5 C10 C9 120.6(2) . . ? C4 C10 C9 119.6(2) . . ? C12 C11 C16 116.97(19) . . ? C12 C11 B1 122.88(18) . . ? C16 C11 B1 120.05(18) . . ? C13 C12 C11 120.3(2) . . ? C13 C12 C17 117.2(2) . . ? C11 C12 C17 122.43(19) . . ? C14 C13 C12 122.5(2) . . ? C15 C14 C13 116.6(2) . . ? C15 C14 C18 121.3(2) . . ? C13 C14 C18 122.1(2) . . ? C14 C15 C16 123.2(2) . . ? C15 C16 C11 120.2(2) . . ? C15 C16 C19 116.7(2) . . ? C11 C16 C19 123.08(19) . . ? C26 C21 C22 117.74(18) . . ? C26 C21 B1 120.78(19) . . ? C22 C21 B1 120.00(18) . . ? C26 C21 B2 95.81(14) . . ? C22 C21 B2 93.90(13) . . ? B1 C21 B2 92.46(13) . . ? C23 C22 C21 119.1(2) . . ? C23 C22 C27 117.0(2) . . ? C21 C22 C27 123.82(18) . . ? C24 C23 C22 123.2(2) . . ? C23 C24 C25 117.7(2) . . ? C23 C24 C28 121.4(3) . . ? C25 C24 C28 121.0(3) . . ? C26 C25 C24 122.0(2) . . ? C25 C26 C21 120.1(2) . . ? C25 C26 C29 117.6(2) . . ? C21 C26 C29 122.29(19) . . ? C32 C31 C36 118.4(2) . . ? C32 C31 B2 134.0(2) . . ? C36 C31 B2 107.6(2) . . ? C33 C32 C31 120.5(3) . . ? C34 C33 C32 120.2(3) . . ? C33 C34 C35 121.4(3) . . ? C34 C35 C36 119.0(3) . . ? C35 C36 C31 120.4(2) . . ? C35 C36 C42 129.2(2) . . ? C31 C36 C42 110.33(19) . . ? C42 C37 C38 118.9(3) . . ? C39 C38 C37 121.3(3) . . ? C38 C39 C40 119.9(3) . . ? C41 C40 C39 120.3(3) . . ? C40 C41 C42 119.2(2) . . ? C40 C41 B2 132.6(2) . . ? C42 C41 B2 107.9(2) . . ? C37 C42 C41 120.3(2) . . ? C37 C42 C36 128.9(2) . . ? C41 C42 C36 110.8(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.282 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.047 data_2_b _database_code_depnum_ccdc_archive 'CCDC 227181' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H29 B' _chemical_formula_weight 376.32 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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 21.9952(19) _cell_length_b 8.0123(7) _cell_length_c 12.4897(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2201.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'triangular prism' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 0.063 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10972 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3867 _reflns_number_gt 2424 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0700P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(9) _refine_ls_number_reflns 3867 _refine_ls_number_parameters 263 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0877 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1472 _refine_ls_wR_factor_gt 0.1353 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.258 _refine_ls_shift/su_mean 0.001 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 B B -0.18285(16) 0.3497(5) -0.1671(3) 0.0435(9) Uani 1 1 d . . . C1 C -0.14938(15) 0.4571(4) -0.0804(3) 0.0481(8) Uani 1 1 d . . . C2 C -0.18433(16) 0.5080(4) 0.0058(3) 0.0537(9) Uani 1 1 d . . . H2A H -0.2255 0.4821 0.0061 0.064 Uiso 1 1 calc R . . C3 C -0.16038(17) 0.5964(5) 0.0921(3) 0.0596(10) Uani 1 1 d . . . H3A H -0.1850 0.6269 0.1495 0.072 Uiso 1 1 calc R . . C4 C -0.10003(17) 0.6376(5) 0.0908(3) 0.0567(10) Uani 1 1 d . . . H4A H -0.0840 0.6969 0.1483 0.068 Uiso 1 1 calc R . . C5 C -0.00028(16) 0.6422(5) 0.0049(3) 0.0592(10) Uani 1 1 d . . . H5A H 0.0156 0.7025 0.0620 0.071 Uiso 1 1 calc R . . C6 C 0.03625(16) 0.6015(5) -0.0792(4) 0.0621(10) Uani 1 1 d . . . H6A H 0.0770 0.6330 -0.0790 0.075 Uiso 1 1 calc R . . C7 C 0.01245(15) 0.5128(4) -0.1654(3) 0.0558(9) Uani 1 1 d . . . H7A H 0.0375 0.4865 -0.2230 0.067 Uiso 1 1 calc R . . C8 C -0.04694(14) 0.4637(4) -0.1668(3) 0.0491(8) Uani 1 1 d . . . H8A H -0.0616 0.4040 -0.2252 0.059 Uiso 1 1 calc R . . C9 C -0.08681(14) 0.5017(4) -0.0812(3) 0.0451(8) Uani 1 1 d . . . C10 C -0.06185(14) 0.5939(4) 0.0065(3) 0.0454(8) Uani 1 1 d . . . C11 C -0.25253(14) 0.3956(4) -0.1856(3) 0.0458(8) Uani 1 1 d . . . C12 C -0.29877(15) 0.2828(4) -0.1564(3) 0.0519(9) Uani 1 1 d . . . C13 C -0.35929(15) 0.3258(5) -0.1686(3) 0.0615(10) Uani 1 1 d . . . H13A H -0.3892 0.2507 -0.1473 0.074 Uiso 1 1 calc R . . C14 C -0.37653(15) 0.4787(5) -0.2120(3) 0.0649(11) Uani 1 1 d . . . C15 C -0.33146(16) 0.5882(5) -0.2397(3) 0.0610(10) Uani 1 1 d . . . H15A H -0.3423 0.6905 -0.2693 0.073 Uiso 1 1 calc R . . C16 C -0.27020(15) 0.5530(4) -0.2254(3) 0.0534(9) Uani 1 1 d . . . C17 C -0.28428(17) 0.1147(5) -0.1086(3) 0.0729(12) Uani 1 1 d . . . H17A H -0.3214 0.0564 -0.0935 0.109 Uiso 1 1 calc R . . H17B H -0.2617 0.1296 -0.0436 0.109 Uiso 1 1 calc R . . H17C H -0.2605 0.0510 -0.1585 0.109 Uiso 1 1 calc R . . C18 C -0.44304(16) 0.5191(6) -0.2293(4) 0.0937(15) Uani 1 1 d . . . H18A H -0.4467 0.6294 -0.2587 0.140 Uiso 1 1 calc R . . H18B H -0.4641 0.5140 -0.1620 0.140 Uiso 1 1 calc R . . H18C H -0.4604 0.4397 -0.2780 0.140 Uiso 1 1 calc R . . C19 C -0.22360(16) 0.6821(5) -0.2548(3) 0.0708(12) Uani 1 1 d . . . H19A H -0.1836 0.6385 -0.2417 0.106 Uiso 1 1 calc R . . H19B H -0.2297 0.7804 -0.2122 0.106 Uiso 1 1 calc R . . H19C H -0.2276 0.7098 -0.3292 0.106 Uiso 1 1 calc R . . C21 C -0.15292(13) 0.1963(4) -0.2278(3) 0.0429(8) Uani 1 1 d . . . C22 C -0.12156(14) 0.0721(4) -0.1706(3) 0.0466(8) Uani 1 1 d . . . C23 C -0.09549(15) -0.0620(4) -0.2264(3) 0.0474(8) Uani 1 1 d . . . H23A H -0.0759 -0.1451 -0.1875 0.057 Uiso 1 1 calc R . . C24 C -0.09772(15) -0.0761(4) -0.3363(3) 0.0483(8) Uani 1 1 d . . . C25 C -0.12847(15) 0.0483(4) -0.3914(3) 0.0461(8) Uani 1 1 d . . . H25A H -0.1304 0.0420 -0.4657 0.055 Uiso 1 1 calc R . . C26 C -0.15646(14) 0.1817(4) -0.3405(3) 0.0423(8) Uani 1 1 d . . . C27 C -0.11462(17) 0.0728(4) -0.0511(3) 0.0617(11) Uani 1 1 d . . . H27A H -0.1342 0.1698 -0.0220 0.093 Uiso 1 1 calc R . . H27B H -0.0722 0.0747 -0.0330 0.093 Uiso 1 1 calc R . . H27C H -0.1330 -0.0258 -0.0218 0.093 Uiso 1 1 calc R . . C28 C -0.06861(18) -0.2186(5) -0.3947(3) 0.0676(11) Uani 1 1 d . . . H28A H -0.0492 -0.2915 -0.3442 0.101 Uiso 1 1 calc R . . H28B H -0.0389 -0.1762 -0.4440 0.101 Uiso 1 1 calc R . . H28C H -0.0991 -0.2794 -0.4334 0.101 Uiso 1 1 calc R . . C29 C -0.18642(16) 0.3119(4) -0.4096(3) 0.0521(9) Uani 1 1 d . . . H29A H -0.1841 0.2785 -0.4833 0.078 Uiso 1 1 calc R . . H29B H -0.1660 0.4168 -0.4005 0.078 Uiso 1 1 calc R . . H29C H -0.2283 0.3234 -0.3890 0.078 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 B 0.052(2) 0.043(2) 0.036(2) 0.0048(18) 0.0022(19) -0.0038(17) C1 0.055(2) 0.044(2) 0.045(2) -0.0013(17) -0.0007(17) 0.0034(16) C2 0.057(2) 0.058(2) 0.047(2) -0.0038(19) -0.0003(18) 0.0033(18) C3 0.069(3) 0.069(3) 0.041(2) -0.0118(19) -0.0017(18) 0.007(2) C4 0.071(3) 0.054(2) 0.045(2) -0.0113(18) -0.0160(19) 0.003(2) C5 0.060(2) 0.054(2) 0.064(3) -0.003(2) -0.016(2) -0.001(2) C6 0.045(2) 0.061(2) 0.081(3) 0.004(2) -0.015(2) -0.0007(18) C7 0.045(2) 0.054(2) 0.068(3) 0.000(2) 0.0026(18) 0.0006(16) C8 0.050(2) 0.0449(19) 0.053(2) -0.0012(18) -0.0037(18) 0.0058(16) C9 0.048(2) 0.0396(19) 0.048(2) 0.0005(16) -0.0056(17) 0.0087(15) C10 0.053(2) 0.0359(18) 0.047(2) 0.0015(16) -0.0103(17) 0.0034(16) C11 0.0478(18) 0.0487(19) 0.0409(18) -0.0086(17) 0.0015(15) -0.0035(17) C12 0.053(2) 0.057(2) 0.045(2) -0.0066(19) 0.0028(16) -0.0078(18) C13 0.052(2) 0.071(3) 0.061(2) -0.025(2) 0.012(2) -0.0100(19) C14 0.047(2) 0.075(3) 0.073(3) -0.032(2) -0.0037(19) 0.006(2) C15 0.060(2) 0.056(2) 0.067(3) -0.016(2) -0.0114(19) 0.012(2) C16 0.050(2) 0.053(2) 0.057(2) -0.0112(19) 0.0016(17) 0.0022(17) C17 0.083(3) 0.071(3) 0.065(3) 0.012(2) 0.003(2) -0.022(2) C18 0.050(2) 0.096(3) 0.135(4) -0.040(3) -0.010(3) 0.015(2) C19 0.072(2) 0.052(2) 0.088(3) -0.004(2) 0.004(2) -0.007(2) C21 0.0413(17) 0.0452(19) 0.0422(19) -0.0007(17) -0.0031(16) -0.0044(15) C22 0.0488(19) 0.046(2) 0.045(2) -0.0040(18) -0.0002(17) -0.0063(16) C23 0.054(2) 0.0353(19) 0.053(2) 0.0055(17) -0.0067(18) -0.0016(15) C24 0.047(2) 0.040(2) 0.058(2) -0.0051(18) -0.0001(17) -0.0016(17) C25 0.053(2) 0.045(2) 0.0411(19) 0.0001(17) 0.0014(16) -0.0017(17) C26 0.0435(19) 0.041(2) 0.043(2) 0.0027(17) 0.0014(15) -0.0044(15) C27 0.081(3) 0.058(3) 0.046(2) 0.0067(19) -0.0089(18) 0.007(2) C28 0.080(3) 0.061(2) 0.062(3) -0.006(2) -0.003(2) 0.009(2) C29 0.065(2) 0.050(2) 0.042(2) -0.0022(18) 0.0007(17) 0.0002(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 B C1 1.567(5) . ? B C21 1.587(5) . ? B C11 1.593(5) . ? C1 C2 1.385(5) . ? C1 C9 1.422(4) . ? C2 C3 1.394(5) . ? C3 C4 1.368(5) . ? C4 C10 1.392(5) . ? C5 C6 1.362(5) . ? C5 C10 1.408(5) . ? C6 C7 1.393(5) . ? C7 C8 1.364(4) . ? C8 C9 1.416(5) . ? C9 C10 1.432(5) . ? C11 C12 1.409(4) . ? C11 C16 1.410(5) . ? C12 C13 1.383(4) . ? C12 C17 1.507(5) . ? C13 C14 1.392(6) . ? C14 C15 1.369(5) . ? C14 C18 1.514(5) . ? C15 C16 1.388(5) . ? C16 C19 1.501(5) . ? C21 C22 1.406(5) . ? C21 C26 1.415(4) . ? C22 C23 1.404(5) . ? C22 C27 1.500(5) . ? C23 C24 1.377(5) . ? C24 C25 1.387(5) . ? C24 C28 1.499(5) . ? C25 C26 1.388(4) . ? C26 C29 1.505(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 C1 B C21 124.1(3) . . ? C1 B C11 115.2(3) . . ? C21 B C11 120.6(3) . . ? C2 C1 C9 118.0(3) . . ? C2 C1 B 116.0(3) . . ? C9 C1 B 126.0(3) . . ? C1 C2 C3 122.8(3) . . ? C4 C3 C2 118.7(3) . . ? C3 C4 C10 122.2(3) . . ? C6 C5 C10 120.8(4) . . ? C5 C6 C7 119.8(3) . . ? C8 C7 C6 121.1(4) . . ? C7 C8 C9 121.4(3) . . ? C8 C9 C1 123.4(3) . . ? C8 C9 C10 116.8(3) . . ? C1 C9 C10 119.7(3) . . ? C4 C10 C5 121.5(3) . . ? C4 C10 C9 118.5(3) . . ? C5 C10 C9 120.0(3) . . ? C12 C11 C16 117.8(3) . . ? C12 C11 B 120.6(3) . . ? C16 C11 B 121.5(3) . . ? C13 C12 C11 120.4(3) . . ? C13 C12 C17 118.0(3) . . ? C11 C12 C17 121.5(3) . . ? C12 C13 C14 121.6(4) . . ? C15 C14 C13 117.7(3) . . ? C15 C14 C18 121.8(4) . . ? C13 C14 C18 120.5(4) . . ? C14 C15 C16 122.7(4) . . ? C15 C16 C11 119.7(3) . . ? C15 C16 C19 119.4(3) . . ? C11 C16 C19 120.9(3) . . ? C22 C21 C26 118.3(3) . . ? C22 C21 B 120.6(3) . . ? C26 C21 B 121.1(3) . . ? C23 C22 C21 119.3(3) . . ? C23 C22 C27 117.1(3) . . ? C21 C22 C27 123.6(3) . . ? C24 C23 C22 122.9(3) . . ? C23 C24 C25 116.9(3) . . ? C23 C24 C28 122.2(3) . . ? C25 C24 C28 120.9(3) . . ? C24 C25 C26 122.8(3) . . ? C25 C26 C21 119.7(3) . . ? C25 C26 C29 117.7(3) . . ? C21 C26 C29 122.5(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.214 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.050