Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Francesc Teixidor' _publ_contact_author_address ; ICMAB Consejo Superior de Investigaciones Cientificas Bellaterra 08193 SPAIN ; _publ_contact_author_email TEIXIDOR@ICMAB.ES _publ_section_title ; Borane reaction chemistry. Alkyne insertion reactions into boron-containing clusters. Products from the thermolysis of [6,9-(2-HC?C-C5H4N)2-arachno-B10H12] ; loop_ _publ_author_name 'Francesc Teixidor' 'Jonathan Bould' 'Neil J. Bullen' 'John Kennedy' 'Raikko Kivekas' 'Anna Laromaine' ; R.Sillanpaa ; 'M. Thornton-Pett' 'Clara Vinas' data_al31 _database_code_depnum_ccdc_archive 'CCDC 662713' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H22 B10 N2' _chemical_formula_sum 'C14 H22 B10 N2' _chemical_formula_weight 326.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 15.4408(10) _cell_length_b 8.1992(3) _cell_length_c 16.3940(10) _cell_angle_alpha 90.00 _cell_angle_beta 116.526(2) _cell_angle_gamma 90.00 _cell_volume 1857.03(18) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3637 _cell_measurement_theta_max 26.022 _cell_measurement_theta_min 0.407 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.168 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 0.060 _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 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6375 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3619 _reflns_number_gt 2534 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0334P)^2^+0.5992P] 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 0.0048(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3619 _refine_ls_number_parameters 292 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0798 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1052 _refine_ls_wR_factor_gt 0.0942 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 0.06375(10) 0.29781(16) 0.39056(10) 0.0251(3) Uani 1 1 d . . . N2 N 0.35445(10) -0.24216(16) 0.38223(9) 0.0223(3) Uani 1 1 d . . . C11 C 0.05921(12) 0.4282(2) 0.33705(11) 0.0252(4) Uani 1 1 d . . . C12 C -0.00913(13) 0.5493(2) 0.32004(12) 0.0329(4) Uani 1 1 d . . . H12 H -0.0087 0.6431 0.2862 0.039 Uiso 1 1 calc R . . C13 C -0.07767(13) 0.5353(2) 0.35160(13) 0.0358(5) Uani 1 1 d . . . H13 H -0.1255 0.6173 0.3388 0.043 Uiso 1 1 calc R . . C14 C -0.07562(14) 0.3993(2) 0.40236(14) 0.0359(5) Uani 1 1 d . . . H14 H -0.1229 0.3851 0.4239 0.043 Uiso 1 1 calc R . . C15 C -0.00401(13) 0.2852(2) 0.42114(13) 0.0316(4) Uani 1 1 d . . . H15 H -0.0021 0.1933 0.4572 0.038 Uiso 1 1 calc R . . C16 C 0.12375(13) 0.4381(2) 0.29593(12) 0.0280(4) Uani 1 1 d . . . C17 C 0.16714(15) 0.4598(2) 0.25258(14) 0.0379(5) Uani 1 1 d . . . C18 C 0.38547(12) -0.2057(2) 0.31818(11) 0.0239(4) Uani 1 1 d . . . C19 C 0.43485(13) -0.3201(2) 0.29298(13) 0.0301(4) Uani 1 1 d . . . H19 H 0.4564 -0.2929 0.2487 0.036 Uiso 1 1 calc R . . C20 C 0.45305(13) -0.4732(2) 0.33157(13) 0.0313(4) Uani 1 1 d . . . H20 H 0.4884 -0.5510 0.3155 0.038 Uiso 1 1 calc R . . C21 C 0.41902(13) -0.5113(2) 0.39380(12) 0.0290(4) Uani 1 1 d . . . H21 H 0.4287 -0.6173 0.4199 0.035 Uiso 1 1 calc R . . C22 C 0.37079(12) -0.39424(19) 0.41772(12) 0.0264(4) Uani 1 1 d . . . H22 H 0.3480 -0.4214 0.4611 0.032 Uiso 1 1 calc R . . C23 C 0.36478(13) -0.0484(2) 0.27574(12) 0.0298(4) Uani 1 1 d . . . C24 C 0.35001(15) 0.0740(3) 0.23339(15) 0.0435(5) Uani 1 1 d . . . B1 B 0.32637(15) 0.0735(2) 0.57560(14) 0.0262(4) Uani 1 1 d . . . B2 B 0.20225(15) 0.1205(2) 0.53000(14) 0.0254(4) Uani 1 1 d . . . B3 B 0.23735(15) -0.0842(2) 0.55845(14) 0.0256(4) Uani 1 1 d . . . B4 B 0.33166(15) -0.1148(2) 0.52676(13) 0.0236(4) Uani 1 1 d . . . B5 B 0.27421(15) 0.2220(2) 0.48862(14) 0.0262(4) Uani 1 1 d . . . B6 B 0.14485(14) 0.1644(2) 0.41451(14) 0.0248(4) Uani 1 1 d . . . B7 B 0.12924(15) -0.0358(2) 0.45917(14) 0.0256(4) Uani 1 1 d . . . B8 B 0.21615(14) -0.1936(2) 0.45798(14) 0.0246(4) Uani 1 1 d . . . B9 B 0.29640(14) -0.1145(2) 0.40987(13) 0.0231(4) Uani 1 1 d . . . B10 B 0.36076(15) 0.0646(2) 0.48567(14) 0.0257(4) Uani 1 1 d . . . H1 H 0.3777(12) 0.106(2) 0.6456(13) 0.032(5) Uiso 1 1 d . . . H2 H 0.1743(12) 0.193(2) 0.5680(12) 0.033(5) Uiso 1 1 d . . . H3 H 0.2382(12) -0.144(2) 0.6180(12) 0.025(4) Uiso 1 1 d . . . H4 H 0.3909(12) -0.203(2) 0.5638(11) 0.025(4) Uiso 1 1 d . . . H5A H 0.2965(13) 0.356(2) 0.5037(12) 0.037(5) Uiso 1 1 d . . . H5B H 0.3012(12) 0.166(2) 0.4317(12) 0.032(5) Uiso 1 1 d . . . H6 H 0.1515(12) 0.133(2) 0.3526(12) 0.029(5) Uiso 1 1 d . . . H7 H 0.0580(12) -0.0737(19) 0.4546(11) 0.026(4) Uiso 1 1 d . . . H8A H 0.1955(12) -0.326(2) 0.4545(11) 0.027(5) Uiso 1 1 d . . . H8B H 0.1470(13) -0.111(2) 0.3985(12) 0.037(5) Uiso 1 1 d . . . H9 H 0.2486(12) -0.0465(19) 0.3488(11) 0.023(4) Uiso 1 1 d . . . H10 H 0.4331(12) 0.102(2) 0.4986(11) 0.026(4) Uiso 1 1 d . . . H17 H 0.2050(17) 0.477(3) 0.2189(17) 0.072(8) Uiso 1 1 d . . . H24 H 0.3358(18) 0.177(3) 0.1975(17) 0.078(8) 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 0.0281(8) 0.0264(7) 0.0232(8) 0.0015(6) 0.0134(7) 0.0004(6) N2 0.0257(8) 0.0218(7) 0.0206(8) -0.0005(6) 0.0116(6) -0.0019(6) C11 0.0288(9) 0.0247(9) 0.0197(9) 0.0005(7) 0.0087(8) -0.0019(7) C12 0.0346(10) 0.0305(10) 0.0283(11) 0.0058(8) 0.0092(9) 0.0045(8) C13 0.0307(10) 0.0364(11) 0.0362(11) -0.0005(9) 0.0114(9) 0.0079(8) C14 0.0315(10) 0.0411(11) 0.0403(12) -0.0025(9) 0.0206(9) 0.0017(9) C15 0.0329(10) 0.0336(10) 0.0336(11) 0.0021(8) 0.0197(9) 0.0004(8) C16 0.0327(10) 0.0259(9) 0.0237(10) 0.0031(7) 0.0111(9) 0.0004(8) C17 0.0463(12) 0.0399(11) 0.0315(11) 0.0029(9) 0.0210(11) -0.0043(9) C18 0.0257(9) 0.0265(9) 0.0202(9) -0.0011(7) 0.0108(8) -0.0035(7) C19 0.0339(10) 0.0345(10) 0.0271(10) -0.0018(8) 0.0182(9) 0.0005(8) C20 0.0316(10) 0.0313(10) 0.0329(11) -0.0054(8) 0.0160(9) 0.0027(8) C21 0.0340(10) 0.0229(9) 0.0293(11) -0.0006(7) 0.0134(9) 0.0017(8) C22 0.0325(10) 0.0241(9) 0.0248(10) 0.0016(7) 0.0146(8) -0.0011(8) C23 0.0340(10) 0.0344(10) 0.0280(10) 0.0034(8) 0.0202(9) 0.0013(8) C24 0.0465(13) 0.0416(12) 0.0493(14) 0.0155(11) 0.0277(11) 0.0056(10) B1 0.0338(11) 0.0223(10) 0.0213(11) -0.0018(8) 0.0113(9) 0.0004(9) B2 0.0351(11) 0.0223(10) 0.0234(11) -0.0004(8) 0.0172(9) 0.0016(9) B3 0.0357(11) 0.0233(10) 0.0231(11) 0.0028(8) 0.0179(9) 0.0011(9) B4 0.0314(11) 0.0223(10) 0.0188(10) 0.0012(8) 0.0128(9) 0.0016(8) B5 0.0323(11) 0.0213(10) 0.0280(11) 0.0006(8) 0.0163(9) -0.0003(8) B6 0.0283(11) 0.0245(10) 0.0233(11) 0.0029(8) 0.0132(9) 0.0025(8) B7 0.0298(11) 0.0246(10) 0.0273(11) -0.0012(8) 0.0170(9) -0.0017(8) B8 0.0305(11) 0.0219(10) 0.0236(11) -0.0016(8) 0.0140(9) -0.0017(8) B9 0.0262(10) 0.0232(10) 0.0213(11) 0.0006(8) 0.0120(9) 0.0010(8) B10 0.0284(11) 0.0223(10) 0.0273(11) 0.0016(8) 0.0131(9) 0.0013(8) _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 C15 1.351(2) . ? N1 C11 1.365(2) . ? N1 B6 1.574(2) . ? N2 C22 1.351(2) . ? N2 C18 1.368(2) . ? N2 B9 1.570(2) . ? C11 C12 1.384(2) . ? C11 C16 1.433(2) . ? C12 C13 1.375(3) . ? C12 H12 0.9500 . ? C13 C14 1.383(3) . ? C13 H13 0.9500 . ? C14 C15 1.374(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.188(3) . ? C17 H17 0.98(2) . ? C18 C19 1.383(2) . ? C18 C23 1.432(2) . ? C19 C20 1.377(2) . ? C19 H19 0.9500 . ? C20 C21 1.376(3) . ? C20 H20 0.9500 . ? C21 C22 1.375(2) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.183(3) . ? C24 H24 0.99(2) . ? B1 B4 1.758(3) . ? B1 B2 1.761(3) . ? B1 B5 1.772(3) . ? B1 B10 1.778(3) . ? B1 B3 1.815(3) . ? B1 H1 1.098(18) . ? B2 B6 1.732(3) . ? B2 B5 1.749(3) . ? B2 B7 1.759(3) . ? B2 B3 1.761(3) . ? B2 H2 1.079(17) . ? B3 B4 1.769(3) . ? B3 B8 1.773(3) . ? B3 B7 1.779(3) . ? B3 H3 1.088(17) . ? B4 B9 1.743(3) . ? B4 B8 1.753(3) . ? B4 B10 1.757(3) . ? B4 H4 1.112(16) . ? B5 B10 1.874(3) . ? B5 B6 1.876(3) . ? B5 H5A 1.145(18) . ? B5 H5B 1.265(17) . ? B6 B7 1.857(3) . ? B6 H6 1.096(18) . ? B7 B8 1.870(3) . ? B7 H7 1.113(17) . ? B7 H8B 1.299(18) . ? B8 B9 1.858(3) . ? B8 H8A 1.124(17) . ? B8 H8B 1.273(18) . ? B9 B10 1.894(3) . ? B9 H9 1.094(17) . ? B10 H5B 1.265(17) . ? B10 H10 1.084(17) . ? 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 C15 N1 C11 118.19(15) . . ? C15 N1 B6 121.05(14) . . ? C11 N1 B6 120.76(14) . . ? C22 N2 C18 118.03(14) . . ? C22 N2 B9 120.76(14) . . ? C18 N2 B9 121.12(13) . . ? N1 C11 C12 120.49(16) . . ? N1 C11 C16 119.96(15) . . ? C12 C11 C16 119.52(16) . . ? C13 C12 C11 120.67(17) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 118.65(17) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C15 C14 C13 118.91(17) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? N1 C15 C14 122.94(17) . . ? N1 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? C17 C16 C11 170.51(19) . . ? C16 C17 H17 177.9(15) . . ? N2 C18 C19 120.67(15) . . ? N2 C18 C23 119.40(15) . . ? C19 C18 C23 119.91(15) . . ? C20 C19 C18 120.49(16) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C21 C20 C19 118.75(16) . . ? C21 C20 H20 120.6 . . ? C19 C20 H20 120.6 . . ? C22 C21 C20 119.16(16) . . ? C22 C21 H21 120.4 . . ? C20 C21 H21 120.4 . . ? N2 C22 C21 122.84(16) . . ? N2 C22 H22 118.6 . . ? C21 C22 H22 118.6 . . ? C24 C23 C18 172.62(19) . . ? C23 C24 H24 178.5(14) . . ? B4 B1 B2 105.20(14) . . ? B4 B1 B5 109.50(14) . . ? B2 B1 B5 59.36(11) . . ? B4 B1 B10 59.61(11) . . ? B2 B1 B10 109.18(14) . . ? B5 B1 B10 63.74(11) . . ? B4 B1 B3 59.33(11) . . ? B2 B1 B3 59.00(11) . . ? B5 B1 B3 108.91(14) . . ? B10 B1 B3 109.15(14) . . ? B4 B1 H1 122.1(9) . . ? B2 B1 H1 122.1(9) . . ? B5 B1 H1 122.0(9) . . ? B10 B1 H1 122.2(9) . . ? B3 B1 H1 118.7(9) . . ? B6 B2 B5 65.22(12) . . ? B6 B2 B7 64.26(12) . . ? B5 B2 B7 114.93(14) . . ? B6 B2 B1 115.99(15) . . ? B5 B2 B1 60.62(11) . . ? B7 B2 B1 112.07(14) . . ? B6 B2 B3 115.73(14) . . ? B5 B2 B3 112.47(14) . . ? B7 B2 B3 60.71(11) . . ? B1 B2 B3 62.04(11) . . ? B6 B2 H2 112.1(9) . . ? B5 B2 H2 116.8(9) . . ? B7 B2 H2 118.5(9) . . ? B1 B2 H2 121.0(10) . . ? B3 B2 H2 121.6(9) . . ? B2 B3 B4 104.69(13) . . ? B2 B3 B8 109.19(14) . . ? B4 B3 B8 59.34(11) . . ? B2 B3 B7 59.57(11) . . ? B4 B3 B7 108.79(14) . . ? B8 B3 B7 63.53(11) . . ? B2 B3 B1 58.96(11) . . ? B4 B3 B1 58.72(11) . . ? B8 B3 B1 108.49(13) . . ? B7 B3 B1 108.62(13) . . ? B2 B3 H3 123.3(9) . . ? B4 B3 H3 121.1(9) . . ? B8 B3 H3 121.8(9) . . ? B7 B3 H3 123.5(9) . . ? B1 B3 H3 118.6(9) . . ? B9 B4 B8 64.19(11) . . ? B9 B4 B10 65.50(11) . . ? B8 B4 B10 115.00(14) . . ? B9 B4 B1 116.41(14) . . ? B8 B4 B1 112.07(14) . . ? B10 B4 B1 60.76(11) . . ? B9 B4 B3 115.40(14) . . ? B8 B4 B3 60.44(11) . . ? B10 B4 B3 112.26(14) . . ? B1 B4 B3 61.96(11) . . ? B9 B4 H4 112.2(9) . . ? B8 B4 H4 117.6(9) . . ? B10 B4 H4 117.8(8) . . ? B1 B4 H4 121.2(9) . . ? B3 B4 H4 121.1(8) . . ? B2 B5 B1 60.01(11) . . ? B2 B5 B10 105.44(13) . . ? B1 B5 B10 58.29(11) . . ? B2 B5 B6 56.95(11) . . ? B1 B5 B6 108.55(13) . . ? B10 B5 B6 112.04(13) . . ? B2 B5 H5A 123.6(9) . . ? B1 B5 H5A 120.0(9) . . ? B10 B5 H5A 121.2(9) . . ? B6 B5 H5A 120.8(9) . . ? B2 B5 H5B 126.2(8) . . ? B1 B5 H5B 99.5(8) . . ? B10 B5 H5B 42.2(8) . . ? B6 B5 H5B 92.1(8) . . ? H5A B5 H5B 109.9(12) . . ? N1 B6 B2 112.26(14) . . ? N1 B6 B7 118.94(14) . . ? B2 B6 B7 58.57(11) . . ? N1 B6 B5 119.00(14) . . ? B2 B6 B5 57.82(11) . . ? B7 B6 B5 104.78(13) . . ? N1 B6 H6 109.0(9) . . ? B2 B6 H6 138.5(9) . . ? B7 B6 H6 103.8(9) . . ? B5 B6 H6 98.4(9) . . ? B2 B7 B3 59.71(11) . . ? B2 B7 B6 57.17(11) . . ? B3 B7 B6 108.89(14) . . ? B2 B7 B8 105.05(14) . . ? B3 B7 B8 58.07(11) . . ? B6 B7 B8 112.79(13) . . ? B2 B7 H7 124.8(9) . . ? B3 B7 H7 119.6(9) . . ? B6 B7 H7 121.2(8) . . ? B8 B7 H7 119.9(8) . . ? B2 B7 H8B 123.9(8) . . ? B3 B7 H8B 99.3(8) . . ? B6 B7 H8B 90.4(8) . . ? B8 B7 H8B 42.8(8) . . ? H7 B7 H8B 110.9(12) . . ? B4 B8 B3 60.22(11) . . ? B4 B8 B9 57.63(10) . . ? B3 B8 B9 109.67(13) . . ? B4 B8 B7 105.50(13) . . ? B3 B8 B7 58.40(11) . . ? B9 B8 B7 112.41(13) . . ? B4 B8 H8A 124.9(9) . . ? B3 B8 H8A 117.8(9) . . ? B9 B8 H8A 122.8(8) . . ? B7 B8 H8A 118.6(8) . . ? B4 B8 H8B 124.1(8) . . ? B3 B8 H8B 100.7(8) . . ? B9 B8 H8B 88.8(8) . . ? B7 B8 H8B 43.9(8) . . ? H8A B8 H8B 110.7(12) . . ? N2 B9 B4 112.23(14) . . ? N2 B9 B8 117.72(13) . . ? B4 B9 B8 58.18(11) . . ? N2 B9 B10 120.41(14) . . ? B4 B9 B10 57.62(10) . . ? B8 B9 B10 104.24(13) . . ? N2 B9 H9 108.3(8) . . ? B4 B9 H9 139.3(9) . . ? B8 B9 H9 105.1(8) . . ? B10 B9 H9 98.5(8) . . ? B4 B10 B1 59.63(11) . . ? B4 B10 B5 105.01(13) . . ? B1 B10 B5 57.97(11) . . ? B4 B10 B9 56.87(10) . . ? B1 B10 B9 108.22(13) . . ? B5 B10 B9 112.32(14) . . ? B4 B10 H5B 126.2(8) . . ? B1 B10 H5B 99.2(8) . . ? B5 B10 H5B 42.2(8) . . ? B9 B10 H5B 92.7(8) . . ? B4 B10 H10 125.5(9) . . ? B1 B10 H10 119.3(9) . . ? B5 B10 H10 118.9(9) . . ? B9 B10 H10 122.8(9) . . ? H5B B10 H10 108.2(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 N1 C11 C12 4.3(2) . . . . ? B6 N1 C11 C12 -176.69(16) . . . . ? C15 N1 C11 C16 -173.94(16) . . . . ? B6 N1 C11 C16 5.1(2) . . . . ? N1 C11 C12 C13 -4.3(3) . . . . ? C16 C11 C12 C13 173.90(17) . . . . ? C11 C12 C13 C14 1.4(3) . . . . ? C12 C13 C14 C15 1.4(3) . . . . ? C11 N1 C15 C14 -1.4(3) . . . . ? B6 N1 C15 C14 179.55(17) . . . . ? C13 C14 C15 N1 -1.4(3) . . . . ? N1 C11 C16 C17 154.1(11) . . . . ? C12 C11 C16 C17 -24.1(13) . . . . ? C22 N2 C18 C19 -2.1(2) . . . . ? B9 N2 C18 C19 -178.69(16) . . . . ? C22 N2 C18 C23 176.73(16) . . . . ? B9 N2 C18 C23 0.1(2) . . . . ? N2 C18 C19 C20 0.4(3) . . . . ? C23 C18 C19 C20 -178.35(17) . . . . ? C18 C19 C20 C21 1.7(3) . . . . ? C19 C20 C21 C22 -2.1(3) . . . . ? C18 N2 C22 C21 1.6(2) . . . . ? B9 N2 C22 C21 178.27(16) . . . . ? C20 C21 C22 N2 0.5(3) . . . . ? N2 C18 C23 C24 -162.8(16) . . . . ? C19 C18 C23 C24 16.0(17) . . . . ? B4 B1 B2 B6 -67.99(18) . . . . ? B5 B1 B2 B6 35.96(14) . . . . ? B10 B1 B2 B6 -5.4(2) . . . . ? B3 B1 B2 B6 -106.74(16) . . . . ? B4 B1 B2 B5 -103.95(15) . . . . ? B10 B1 B2 B5 -41.38(13) . . . . ? B3 B1 B2 B5 -142.70(14) . . . . ? B4 B1 B2 B7 3.12(19) . . . . ? B5 B1 B2 B7 107.07(16) . . . . ? B10 B1 B2 B7 65.70(18) . . . . ? B3 B1 B2 B7 -35.62(13) . . . . ? B4 B1 B2 B3 38.74(13) . . . . ? B5 B1 B2 B3 142.70(14) . . . . ? B10 B1 B2 B3 101.32(15) . . . . ? B6 B2 B3 B4 68.81(18) . . . . ? B5 B2 B3 B4 -3.49(19) . . . . ? B7 B2 B3 B4 103.42(14) . . . . ? B1 B2 B3 B4 -38.34(13) . . . . ? B6 B2 B3 B8 6.6(2) . . . . ? B5 B2 B3 B8 -65.66(18) . . . . ? B7 B2 B3 B8 41.25(13) . . . . ? B1 B2 B3 B8 -100.51(15) . . . . ? B6 B2 B3 B7 -34.62(14) . . . . ? B5 B2 B3 B7 -106.91(16) . . . . ? B1 B2 B3 B7 -141.77(14) . . . . ? B6 B2 B3 B1 107.15(17) . . . . ? B5 B2 B3 B1 34.85(14) . . . . ? B7 B2 B3 B1 141.77(14) . . . . ? B4 B1 B3 B2 -135.40(15) . . . . ? B5 B1 B3 B2 -33.45(13) . . . . ? B10 B1 B3 B2 -101.36(15) . . . . ? B2 B1 B3 B4 135.40(15) . . . . ? B5 B1 B3 B4 101.95(15) . . . . ? B10 B1 B3 B4 34.04(13) . . . . ? B4 B1 B3 B8 -33.66(13) . . . . ? B2 B1 B3 B8 101.73(15) . . . . ? B5 B1 B3 B8 68.28(17) . . . . ? B10 B1 B3 B8 0.37(19) . . . . ? B4 B1 B3 B7 -101.13(15) . . . . ? B2 B1 B3 B7 34.27(13) . . . . ? B5 B1 B3 B7 0.82(18) . . . . ? B10 B1 B3 B7 -67.09(17) . . . . ? B2 B1 B4 B9 67.56(18) . . . . ? B5 B1 B4 B9 5.2(2) . . . . ? B10 B1 B4 B9 -36.05(15) . . . . ? B3 B1 B4 B9 106.14(17) . . . . ? B2 B1 B4 B8 -3.59(18) . . . . ? B5 B1 B4 B8 -65.94(18) . . . . ? B10 B1 B4 B8 -107.20(16) . . . . ? B3 B1 B4 B8 35.00(13) . . . . ? B2 B1 B4 B10 103.61(15) . . . . ? B5 B1 B4 B10 41.26(14) . . . . ? B3 B1 B4 B10 142.20(15) . . . . ? B2 B1 B4 B3 -38.58(13) . . . . ? B5 B1 B4 B3 -100.94(15) . . . . ? B10 B1 B4 B3 -142.20(15) . . . . ? B2 B3 B4 B9 -69.29(17) . . . . ? B8 B3 B4 B9 34.58(14) . . . . ? B7 B3 B4 B9 -6.92(19) . . . . ? B1 B3 B4 B9 -107.75(16) . . . . ? B2 B3 B4 B8 -103.87(15) . . . . ? B7 B3 B4 B8 -41.50(13) . . . . ? B1 B3 B4 B8 -142.33(14) . . . . ? B2 B3 B4 B10 3.15(19) . . . . ? B8 B3 B4 B10 107.02(16) . . . . ? B7 B3 B4 B10 65.52(18) . . . . ? B1 B3 B4 B10 -35.31(14) . . . . ? B2 B3 B4 B1 38.46(13) . . . . ? B8 B3 B4 B1 142.33(14) . . . . ? B7 B3 B4 B1 100.83(15) . . . . ? B6 B2 B5 B1 -144.45(14) . . . . ? B7 B2 B5 B1 -102.35(16) . . . . ? B3 B2 B5 B1 -35.40(14) . . . . ? B6 B2 B5 B10 -106.54(14) . . . . ? B7 B2 B5 B10 -64.44(18) . . . . ? B1 B2 B5 B10 37.91(13) . . . . ? B3 B2 B5 B10 2.51(19) . . . . ? B7 B2 B5 B6 42.10(14) . . . . ? B1 B2 B5 B6 144.45(14) . . . . ? B3 B2 B5 B6 109.05(16) . . . . ? B4 B1 B5 B2 96.51(15) . . . . ? B10 B1 B5 B2 135.88(14) . . . . ? B3 B1 B5 B2 33.30(13) . . . . ? B4 B1 B5 B10 -39.37(13) . . . . ? B2 B1 B5 B10 -135.88(14) . . . . ? B3 B1 B5 B10 -102.58(15) . . . . ? B4 B1 B5 B6 65.58(17) . . . . ? B2 B1 B5 B6 -30.93(13) . . . . ? B10 B1 B5 B6 104.95(15) . . . . ? B3 B1 B5 B6 2.37(18) . . . . ? C15 N1 B6 B2 -49.6(2) . . . . ? C11 N1 B6 B2 131.39(16) . . . . ? C15 N1 B6 B7 15.7(2) . . . . ? C11 N1 B6 B7 -163.29(15) . . . . ? C15 N1 B6 B5 -114.08(18) . . . . ? C11 N1 B6 B5 66.9(2) . . . . ? B5 B2 B6 N1 -111.19(15) . . . . ? B7 B2 B6 N1 111.26(15) . . . . ? B1 B2 B6 N1 -145.50(14) . . . . ? B3 B2 B6 N1 144.63(15) . . . . ? B5 B2 B6 B7 137.55(14) . . . . ? B1 B2 B6 B7 103.24(16) . . . . ? B3 B2 B6 B7 33.37(14) . . . . ? B7 B2 B6 B5 -137.55(14) . . . . ? B1 B2 B6 B5 -34.31(14) . . . . ? B3 B2 B6 B5 -104.18(16) . . . . ? B2 B5 B6 N1 99.37(17) . . . . ? B1 B5 B6 N1 131.46(15) . . . . ? B10 B5 B6 N1 -166.08(14) . . . . ? B1 B5 B6 B2 32.08(13) . . . . ? B10 B5 B6 B2 94.55(15) . . . . ? B2 B5 B6 B7 -36.56(12) . . . . ? B1 B5 B6 B7 -4.47(17) . . . . ? B10 B5 B6 B7 57.99(17) . . . . ? B6 B2 B7 B3 145.38(14) . . . . ? B5 B2 B7 B3 102.87(16) . . . . ? B1 B2 B7 B3 36.15(13) . . . . ? B5 B2 B7 B6 -42.51(14) . . . . ? B1 B2 B7 B6 -109.23(16) . . . . ? B3 B2 B7 B6 -145.38(14) . . . . ? B6 B2 B7 B8 107.69(14) . . . . ? B5 B2 B7 B8 65.18(18) . . . . ? B1 B2 B7 B8 -1.54(18) . . . . ? B3 B2 B7 B8 -37.69(12) . . . . ? B4 B3 B7 B2 -96.37(15) . . . . ? B8 B3 B7 B2 -135.92(14) . . . . ? B1 B3 B7 B2 -34.02(13) . . . . ? B2 B3 B7 B6 30.30(13) . . . . ? B4 B3 B7 B6 -66.06(16) . . . . ? B8 B3 B7 B6 -105.61(14) . . . . ? B1 B3 B7 B6 -3.72(18) . . . . ? B2 B3 B7 B8 135.92(14) . . . . ? B4 B3 B7 B8 39.55(12) . . . . ? B1 B3 B7 B8 101.89(14) . . . . ? N1 B6 B7 B2 -99.75(17) . . . . ? B5 B6 B7 B2 36.22(13) . . . . ? N1 B6 B7 B3 -130.98(16) . . . . ? B2 B6 B7 B3 -31.23(13) . . . . ? B5 B6 B7 B3 4.98(17) . . . . ? N1 B6 B7 B8 166.58(14) . . . . ? B2 B6 B7 B8 -93.68(16) . . . . ? B5 B6 B7 B8 -57.46(17) . . . . ? B9 B4 B8 B3 -145.29(14) . . . . ? B10 B4 B8 B3 -102.48(16) . . . . ? B1 B4 B8 B3 -35.59(13) . . . . ? B10 B4 B8 B9 42.81(13) . . . . ? B1 B4 B8 B9 109.70(15) . . . . ? B3 B4 B8 B9 145.29(14) . . . . ? B9 B4 B8 B7 -107.01(14) . . . . ? B10 B4 B8 B7 -64.21(17) . . . . ? B1 B4 B8 B7 2.68(18) . . . . ? B3 B4 B8 B7 38.27(12) . . . . ? B2 B3 B8 B4 96.08(15) . . . . ? B7 B3 B8 B4 135.51(14) . . . . ? B1 B3 B8 B4 33.41(13) . . . . ? B2 B3 B8 B9 65.36(17) . . . . ? B4 B3 B8 B9 -30.72(12) . . . . ? B7 B3 B8 B9 104.79(14) . . . . ? B1 B3 B8 B9 2.70(18) . . . . ? B2 B3 B8 B7 -39.43(13) . . . . ? B4 B3 B8 B7 -135.51(14) . . . . ? B1 B3 B8 B7 -102.09(15) . . . . ? B2 B7 B8 B4 -0.67(17) . . . . ? B3 B7 B8 B4 -39.14(12) . . . . ? B6 B7 B8 B4 59.60(17) . . . . ? B2 B7 B8 B3 38.47(13) . . . . ? B6 B7 B8 B3 98.74(15) . . . . ? B2 B7 B8 B9 -61.55(17) . . . . ? B3 B7 B8 B9 -100.02(15) . . . . ? B6 B7 B8 B9 -1.3(2) . . . . ? C22 N2 B9 B4 43.8(2) . . . . ? C18 N2 B9 B4 -139.71(15) . . . . ? C22 N2 B9 B8 -20.9(2) . . . . ? C18 N2 B9 B8 155.68(15) . . . . ? C22 N2 B9 B10 108.23(18) . . . . ? C18 N2 B9 B10 -75.2(2) . . . . ? B8 B4 B9 N2 -109.74(15) . . . . ? B10 B4 B9 N2 112.86(15) . . . . ? B1 B4 B9 N2 147.21(15) . . . . ? B3 B4 B9 N2 -142.99(14) . . . . ? B10 B4 B9 B8 -137.41(13) . . . . ? B1 B4 B9 B8 -103.05(16) . . . . ? B3 B4 B9 B8 -33.25(13) . . . . ? B8 B4 B9 B10 137.41(13) . . . . ? B1 B4 B9 B10 34.36(14) . . . . ? B3 B4 B9 B10 104.16(15) . . . . ? B4 B8 B9 N2 100.19(16) . . . . ? B3 B8 B9 N2 131.85(15) . . . . ? B7 B8 B9 N2 -165.17(14) . . . . ? B3 B8 B9 B4 31.66(13) . . . . ? B7 B8 B9 B4 94.63(15) . . . . ? B4 B8 B9 B10 -36.13(12) . . . . ? B3 B8 B9 B10 -4.47(17) . . . . ? B7 B8 B9 B10 58.50(17) . . . . ? B9 B4 B10 B1 144.60(15) . . . . ? B8 B4 B10 B1 102.36(16) . . . . ? B3 B4 B10 B1 35.77(14) . . . . ? B9 B4 B10 B5 107.13(14) . . . . ? B8 B4 B10 B5 64.89(17) . . . . ? B1 B4 B10 B5 -37.47(13) . . . . ? B3 B4 B10 B5 -1.70(19) . . . . ? B8 B4 B10 B9 -42.24(13) . . . . ? B1 B4 B10 B9 -144.60(15) . . . . ? B3 B4 B10 B9 -108.83(16) . . . . ? B2 B1 B10 B4 -96.76(15) . . . . ? B5 B1 B10 B4 -136.12(15) . . . . ? B3 B1 B10 B4 -33.93(13) . . . . ? B4 B1 B10 B5 136.12(15) . . . . ? B2 B1 B10 B5 39.36(13) . . . . ? B3 B1 B10 B5 102.20(15) . . . . ? B4 B1 B10 B9 30.71(13) . . . . ? B2 B1 B10 B9 -66.05(16) . . . . ? B5 B1 B10 B9 -105.41(15) . . . . ? B3 B1 B10 B9 -3.21(18) . . . . ? B2 B5 B10 B4 -0.47(18) . . . . ? B1 B5 B10 B4 38.25(13) . . . . ? B6 B5 B10 B4 -60.57(17) . . . . ? B2 B5 B10 B1 -38.72(13) . . . . ? B6 B5 B10 B1 -98.82(15) . . . . ? B2 B5 B10 B9 59.43(17) . . . . ? B1 B5 B10 B9 98.15(15) . . . . ? B6 B5 B10 B9 -0.67(19) . . . . ? N2 B9 B10 B4 -98.46(17) . . . . ? B8 B9 B10 B4 36.39(12) . . . . ? N2 B9 B10 B1 -130.21(15) . . . . ? B4 B9 B10 B1 -31.75(13) . . . . ? B8 B9 B10 B1 4.65(17) . . . . ? N2 B9 B10 B5 167.72(14) . . . . ? B4 B9 B10 B5 -93.81(15) . . . . ? B8 B9 B10 B5 -57.42(16) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.212 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.038 data_jb126c1 _database_code_depnum_ccdc_archive 'CCDC 662714' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H16 B11 N' _chemical_formula_sum 'C7 H16 B11 N' _chemical_formula_weight 233.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' 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 7.0753(3) _cell_length_b 19.4319(10) _cell_length_c 10.0063(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.339(3) _cell_angle_gamma 90.00 _cell_volume 1326.72(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2395 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 25.028 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.167 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 0.055 _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 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4467 _diffrn_reflns_av_R_equivalents 0.0666 _diffrn_reflns_av_sigmaI/netI 0.0912 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2334 _reflns_number_gt 1427 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0579P)^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 SHELXL _refine_ls_extinction_coef 0.010(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2334 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0972 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1213 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 0.973 _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 C1 C 0.3540(3) 0.65917(11) -0.1264(2) 0.0248(5) Uani 1 1 d . . . C2 C 0.5194(3) 0.68913(13) -0.0113(2) 0.0302(6) Uani 1 1 d . . . H2A H 0.648(3) 0.6791(11) -0.024(2) 0.036 Uiso 1 1 d . . . H2B H 0.501(3) 0.7385(12) 0.000(2) 0.036 Uiso 1 1 d . . . C3 C 0.5071(3) 0.65447(11) 0.1212(2) 0.0251(5) Uani 1 1 d . . . N4 N 0.3536(2) 0.61023(8) 0.10347(16) 0.0213(4) Uani 1 1 d . . . C5 C 0.3132(3) 0.57732(11) 0.2117(2) 0.0267(5) Uani 1 1 d . . . H5 H 0.2044 0.5469 0.1963 0.032 Uiso 1 1 calc R . . C6 C 0.4292(3) 0.58769(12) 0.3437(2) 0.0303(6) Uani 1 1 d . . . H6 H 0.3995 0.5656 0.4205 0.036 Uiso 1 1 calc R . . C7 C 0.5893(3) 0.63058(11) 0.3633(2) 0.0313(6) Uani 1 1 d . . . H7 H 0.6730 0.6371 0.4538 0.038 Uiso 1 1 calc R . . C8 C 0.6290(3) 0.66417(11) 0.2519(2) 0.0300(6) Uani 1 1 d . . . H8 H 0.7395 0.6937 0.2655 0.036 Uiso 1 1 calc R . . B2 B 0.2374(3) 0.60386(12) -0.0488(2) 0.0215(6) Uani 1 1 d . . . B3 B 0.1225(3) 0.68159(13) -0.1148(3) 0.0278(6) Uani 1 1 d . . . H3 H 0.115(3) 0.7206(10) -0.038(2) 0.033 Uiso 1 1 d . . . B4 B 0.2033(4) 0.70157(14) -0.2628(3) 0.0311(7) Uani 1 1 d . . . H4 H 0.239(3) 0.7559(12) -0.283(2) 0.037 Uiso 1 1 d . . . B5 B 0.3621(4) 0.63448(14) -0.2884(3) 0.0312(7) Uani 1 1 d . . . H5A H 0.484(3) 0.6480(11) -0.329(2) 0.037 Uiso 1 1 d . . . B6 B 0.3823(3) 0.57287(14) -0.1552(2) 0.0259(6) Uani 1 1 d . . . H6A H 0.522(3) 0.5511(10) -0.103(2) 0.031 Uiso 1 1 d . . . B7 B -0.0111(3) 0.60368(14) -0.1406(3) 0.0274(6) Uani 1 1 d . . . H7A H -0.123(3) 0.5947(10) -0.083(2) 0.033 Uiso 1 1 d . . . B8 B -0.0322(4) 0.66467(13) -0.2777(3) 0.0279(6) Uani 1 1 d . . . H8A H -0.169(3) 0.6945(11) -0.324(2) 0.033 Uiso 1 1 d . . . B9 B 0.1131(4) 0.63563(14) -0.3869(3) 0.0285(6) Uani 1 1 d . . . H9 H 0.071(3) 0.6462(10) -0.498(2) 0.034 Uiso 1 1 d . . . B10 B 0.2252(4) 0.55668(14) -0.3185(3) 0.0295(6) Uani 1 1 d . . . H10 H 0.257(3) 0.5155(11) -0.386(2) 0.035 Uiso 1 1 d . . . B11 B 0.1511(4) 0.53634(13) -0.1646(3) 0.0272(6) Uani 1 1 d . . . H11 H 0.138(3) 0.4835(11) -0.128(2) 0.033 Uiso 1 1 d . . . B12 B -0.0184(4) 0.57524(13) -0.3094(3) 0.0274(6) Uani 1 1 d . . . H12 H -0.146(3) 0.5457(10) -0.377(2) 0.033 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 C1 0.0251(11) 0.0262(13) 0.0209(12) 0.0013(9) 0.0021(9) -0.0056(9) C2 0.0281(12) 0.0304(14) 0.0270(13) 0.0040(11) -0.0017(10) -0.0091(11) C3 0.0244(11) 0.0219(12) 0.0262(13) -0.0021(10) 0.0018(10) -0.0001(9) N4 0.0210(9) 0.0227(10) 0.0199(10) 0.0002(8) 0.0048(7) 0.0022(8) C5 0.0297(12) 0.0282(13) 0.0238(13) 0.0029(10) 0.0099(10) 0.0000(10) C6 0.0353(13) 0.0348(15) 0.0196(13) 0.0013(10) 0.0048(11) 0.0056(11) C7 0.0363(13) 0.0293(13) 0.0219(13) -0.0015(10) -0.0033(10) 0.0061(11) C8 0.0305(12) 0.0271(13) 0.0275(13) -0.0011(11) -0.0009(10) -0.0039(10) B2 0.0214(12) 0.0251(14) 0.0173(13) 0.0028(11) 0.0040(10) -0.0005(10) B3 0.0287(14) 0.0256(15) 0.0260(15) -0.0020(12) 0.0021(11) 0.0050(11) B4 0.0360(15) 0.0282(16) 0.0243(15) 0.0065(12) -0.0005(12) -0.0055(12) B5 0.0278(14) 0.0445(18) 0.0226(14) 0.0033(12) 0.0091(12) -0.0037(12) B6 0.0231(13) 0.0308(15) 0.0225(14) -0.0010(12) 0.0040(11) 0.0054(11) B7 0.0220(12) 0.0366(16) 0.0230(14) 0.0015(12) 0.0049(11) -0.0004(12) B8 0.0275(13) 0.0287(15) 0.0243(14) -0.0022(12) 0.0014(11) 0.0043(12) B9 0.0327(14) 0.0328(16) 0.0193(14) 0.0012(12) 0.0054(12) -0.0030(12) B10 0.0342(14) 0.0326(16) 0.0215(14) -0.0055(12) 0.0068(11) 0.0059(12) B11 0.0314(14) 0.0228(15) 0.0248(14) 0.0022(11) 0.0027(11) -0.0043(12) B12 0.0277(13) 0.0284(15) 0.0213(13) -0.0002(12) -0.0017(11) -0.0051(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 C1 C2 1.523(3) . ? C1 B2 1.667(3) . ? C1 B4 1.705(3) . ? C1 B5 1.706(3) . ? C1 B6 1.722(3) . ? C1 B3 1.728(3) . ? C2 C3 1.511(3) . ? C2 H2A 0.97(2) . ? C2 H2B 0.98(2) . ? C3 N4 1.359(3) . ? C3 C8 1.376(3) . ? N4 C5 1.351(2) . ? N4 B2 1.533(3) . ? C5 C6 1.374(3) . ? C5 H5 0.9500 . ? C6 C7 1.378(3) . ? C6 H6 0.9500 . ? C7 C8 1.383(3) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? B2 B11 1.750(3) . ? B2 B7 1.756(3) . ? B2 B3 1.759(3) . ? B2 B6 1.767(3) . ? B3 B8 1.738(3) . ? B3 B4 1.766(3) . ? B3 B7 1.767(4) . ? B3 H3 1.09(2) . ? B4 B9 1.781(4) . ? B4 B5 1.783(4) . ? B4 B8 1.784(4) . ? B4 H4 1.12(2) . ? B5 B6 1.769(4) . ? B5 B9 1.776(4) . ? B5 B10 1.778(4) . ? B5 H5A 1.08(2) . ? B6 B10 1.745(4) . ? B6 B11 1.762(3) . ? B6 H6A 1.08(2) . ? B7 B12 1.765(4) . ? B7 B8 1.789(4) . ? B7 B11 1.798(4) . ? B7 H7A 1.113(19) . ? B8 B12 1.774(4) . ? B8 B9 1.779(3) . ? B8 H8A 1.12(2) . ? B9 B10 1.778(4) . ? B9 B12 1.796(3) . ? B9 H9 1.09(2) . ? B10 B12 1.786(3) . ? B10 B11 1.798(3) . ? B10 H10 1.11(2) . ? B11 B12 1.786(4) . ? B11 H11 1.10(2) . ? B12 H12 1.13(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 B2 105.70(16) . . ? C2 C1 B4 127.78(19) . . ? B2 C1 B4 113.75(16) . . ? C2 C1 B5 127.83(18) . . ? B2 C1 B5 113.98(17) . . ? B4 C1 B5 63.02(15) . . ? C2 C1 B6 113.49(18) . . ? B2 C1 B6 62.85(13) . . ? B4 C1 B6 114.34(17) . . ? B5 C1 B6 62.13(14) . . ? C2 C1 B3 113.93(17) . . ? B2 C1 B3 62.40(14) . . ? B4 C1 B3 61.88(14) . . ? B5 C1 B3 113.89(17) . . ? B6 C1 B3 114.25(17) . . ? C3 C2 C1 106.35(18) . . ? C3 C2 H2A 107.3(12) . . ? C1 C2 H2A 112.6(13) . . ? C3 C2 H2B 107.4(12) . . ? C1 C2 H2B 111.2(13) . . ? H2A C2 H2B 111.6(19) . . ? N4 C3 C8 119.27(19) . . ? N4 C3 C2 113.41(18) . . ? C8 C3 C2 127.30(19) . . ? C5 N4 C3 121.71(18) . . ? C5 N4 B2 125.92(17) . . ? C3 N4 B2 112.37(16) . . ? N4 C5 C6 120.1(2) . . ? N4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C7 119.0(2) . . ? C5 C6 H6 120.5 . . ? C7 C6 H6 120.5 . . ? C6 C7 C8 120.4(2) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C3 C8 C7 119.4(2) . . ? C3 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? N4 B2 C1 102.10(16) . . ? N4 B2 B11 136.06(19) . . ? C1 B2 B11 107.70(16) . . ? N4 B2 B7 136.04(17) . . ? C1 B2 B7 107.95(17) . . ? B11 B2 B7 61.72(14) . . ? N4 B2 B3 112.15(17) . . ? C1 B2 B3 60.52(13) . . ? B11 B2 B3 110.44(18) . . ? B7 B2 B3 60.37(14) . . ? N4 B2 B6 112.48(17) . . ? C1 B2 B6 60.11(13) . . ? B11 B2 B6 60.13(13) . . ? B7 B2 B6 110.13(17) . . ? B3 B2 B6 110.50(17) . . ? C1 B3 B8 105.23(17) . . ? C1 B3 B2 57.08(13) . . ? B8 B3 B2 107.69(18) . . ? C1 B3 B4 58.43(13) . . ? B8 B3 B4 61.22(14) . . ? B2 B3 B4 106.48(17) . . ? C1 B3 B7 104.73(17) . . ? B8 B3 B7 61.39(14) . . ? B2 B3 B7 59.71(14) . . ? B4 B3 B7 110.22(18) . . ? C1 B3 H3 116.3(11) . . ? B8 B3 H3 131.1(11) . . ? B2 B3 H3 115.8(11) . . ? B4 B3 H3 121.5(10) . . ? B7 B3 H3 125.2(10) . . ? C1 B4 B3 59.69(13) . . ? C1 B4 B9 104.08(18) . . ? B3 B4 B9 106.89(18) . . ? C1 B4 B5 58.50(14) . . ? B3 B4 B5 108.40(18) . . ? B9 B4 B5 59.80(14) . . ? C1 B4 B8 104.20(17) . . ? B3 B4 B8 58.62(13) . . ? B9 B4 B8 59.85(14) . . ? B5 B4 B8 107.70(18) . . ? C1 B4 H4 118.6(11) . . ? B3 B4 H4 119.8(10) . . ? B9 B4 H4 127.7(10) . . ? B5 B4 H4 119.0(11) . . ? B8 B4 H4 128.0(11) . . ? C1 B5 B6 59.39(13) . . ? C1 B5 B9 104.26(17) . . ? B6 B5 B9 107.29(17) . . ? C1 B5 B10 104.30(16) . . ? B6 B5 B10 58.95(14) . . ? B9 B5 B10 60.05(14) . . ? C1 B5 B4 58.48(14) . . ? B6 B5 B4 108.37(17) . . ? B9 B5 B4 60.05(14) . . ? B10 B5 B4 108.10(17) . . ? C1 B5 H5A 121.4(11) . . ? B6 B5 H5A 122.4(11) . . ? B9 B5 H5A 124.2(11) . . ? B10 B5 H5A 126.7(11) . . ? B4 B5 H5A 118.2(11) . . ? C1 B6 B10 105.01(18) . . ? C1 B6 B11 104.72(16) . . ? B10 B6 B11 61.66(14) . . ? C1 B6 B2 57.04(12) . . ? B10 B6 B2 107.38(17) . . ? B11 B6 B2 59.44(13) . . ? C1 B6 B5 58.48(14) . . ? B10 B6 B5 60.77(15) . . ? B11 B6 B5 110.09(18) . . ? B2 B6 B5 106.21(17) . . ? C1 B6 H6A 115.8(11) . . ? B10 B6 H6A 131.2(11) . . ? B11 B6 H6A 126.0(11) . . ? B2 B6 H6A 116.6(10) . . ? B5 B6 H6A 120.9(10) . . ? B2 B7 B12 105.84(17) . . ? B2 B7 B3 59.92(14) . . ? B12 B7 B3 106.66(17) . . ? B2 B7 B8 105.59(17) . . ? B12 B7 B8 59.86(14) . . ? B3 B7 B8 58.49(14) . . ? B2 B7 B11 58.99(14) . . ? B12 B7 B11 60.16(14) . . ? B3 B7 B11 107.88(16) . . ? B8 B7 B11 107.84(16) . . ? B2 B7 H7A 118.9(10) . . ? B12 B7 H7A 127.1(11) . . ? B3 B7 H7A 119.1(11) . . ? B8 B7 H7A 125.2(11) . . ? B11 B7 H7A 121.6(11) . . ? B3 B8 B12 107.59(18) . . ? B3 B8 B9 108.24(18) . . ? B12 B8 B9 60.73(14) . . ? B3 B8 B4 60.17(14) . . ? B12 B8 B4 108.31(18) . . ? B9 B8 B4 59.99(14) . . ? B3 B8 B7 60.12(14) . . ? B12 B8 B7 59.39(14) . . ? B9 B8 B7 108.44(18) . . ? B4 B8 B7 108.38(18) . . ? B3 B8 H8A 123.5(10) . . ? B12 B8 H8A 121.1(11) . . ? B9 B8 H8A 119.1(10) . . ? B4 B8 H8A 120.8(10) . . ? B7 B8 H8A 123.4(10) . . ? B5 B9 B10 60.00(15) . . ? B5 B9 B8 108.22(17) . . ? B10 B9 B8 107.99(17) . . ? B5 B9 B4 60.16(15) . . ? B10 B9 B4 108.15(19) . . ? B8 B9 B4 60.15(14) . . ? B5 B9 B12 107.64(18) . . ? B10 B9 B12 59.96(14) . . ? B8 B9 B12 59.50(14) . . ? B4 B9 B12 107.47(17) . . ? B5 B9 H9 122.2(11) . . ? B10 B9 H9 122.0(11) . . ? B8 B9 H9 121.1(11) . . ? B4 B9 H9 121.7(11) . . ? B12 B9 H9 121.9(11) . . ? B6 B10 B5 60.27(15) . . ? B6 B10 B9 108.26(19) . . ? B5 B10 B9 59.94(14) . . ? B6 B10 B12 107.44(16) . . ? B5 B10 B12 108.01(17) . . ? B9 B10 B12 60.50(14) . . ? B6 B10 B11 59.64(14) . . ? B5 B10 B11 108.10(17) . . ? B9 B10 B11 108.54(17) . . ? B12 B10 B11 59.79(13) . . ? B6 B10 H10 121.1(11) . . ? B5 B10 H10 121.8(10) . . ? B9 B10 H10 122.2(11) . . ? B12 B10 H10 122.3(10) . . ? B11 B10 H10 121.0(10) . . ? B2 B11 B6 60.42(13) . . ? B2 B11 B12 105.18(18) . . ? B6 B11 B12 106.69(17) . . ? B2 B11 B10 105.84(17) . . ? B6 B11 B10 58.70(14) . . ? B12 B11 B10 59.79(14) . . ? B2 B11 B7 59.29(13) . . ? B6 B11 B7 108.42(17) . . ? B12 B11 B7 59.01(14) . . ? B10 B11 B7 107.19(17) . . ? B2 B11 H11 121.4(10) . . ? B6 B11 H11 121.0(10) . . ? B12 B11 H11 124.7(10) . . ? B10 B11 H11 124.1(10) . . ? B7 B11 H11 121.3(10) . . ? B7 B12 B8 60.74(14) . . ? B7 B12 B11 60.83(14) . . ? B8 B12 B11 109.06(18) . . ? B7 B12 B10 109.15(18) . . ? B8 B12 B10 107.86(18) . . ? B11 B12 B10 60.42(14) . . ? B7 B12 B9 108.75(18) . . ? B8 B12 B9 59.77(14) . . ? B11 B12 B9 108.27(17) . . ? B10 B12 B9 59.53(14) . . ? B7 B12 H12 123.3(9) . . ? B8 B12 H12 122.1(10) . . ? B11 B12 H12 122.0(10) . . ? B10 B12 H12 119.6(10) . . ? B9 B12 H12 119.6(10) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.204 _refine_diff_density_min -0.171 _refine_diff_density_rms 0.041 data_jb144b2 _database_code_depnum_ccdc_archive 'CCDC 662715' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H36 B11 N2 1+,C6 H16 N 1-' _chemical_formula_sum 'C22 H52 B11 N3' _chemical_formula_weight 477.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3648(2) _cell_length_b 11.51200(10) _cell_length_c 19.9629(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.8834(0) _cell_angle_gamma 90.00 _cell_volume 3158.93(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5636 _cell_measurement_theta_max 24.713 _cell_measurement_theta_min 1.018 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.004 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 0.053 _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 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10412 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 24.70 _reflns_number_total 5373 _reflns_number_gt 3941 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0535P)^2^+0.9121P] 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 5373 _refine_ls_number_parameters 373 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1085 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 0.33858(9) 0.63677(10) 0.54361(6) 0.0231(3) Uani 1 1 d . . . N2 N 0.17042(12) 0.85532(13) 0.53927(8) 0.0441(4) Uani 1 1 d . . . C2 C 0.30296(11) 0.70027(13) 0.58807(8) 0.0252(4) Uani 1 1 d . . . C3 C 0.33126(12) 0.68256(15) 0.65899(8) 0.0318(4) Uani 1 1 d . . . H3C H 0.3059 0.7294 0.6887 0.038 Uiso 1 1 calc R . . C4 C 0.39771(12) 0.59486(15) 0.68658(9) 0.0345(4) Uani 1 1 d . . . H4C H 0.4173 0.5795 0.7354 0.041 Uiso 1 1 calc R . . C5 C 0.43467(12) 0.53059(15) 0.64227(9) 0.0346(4) Uani 1 1 d . . . H5C H 0.4806 0.4706 0.6602 0.042 Uiso 1 1 calc R . . C6 C 0.40445(12) 0.55398(14) 0.57150(9) 0.0309(4) Uani 1 1 d . . . H6C H 0.4312 0.5099 0.5413 0.037 Uiso 1 1 calc R . . C7 C 0.23006(12) 0.78671(14) 0.55689(9) 0.0305(4) Uani 1 1 d . . . B1 B 0.31191(15) 0.58705(19) 0.33009(11) 0.0363(5) Uani 1 1 d . . . H1 H 0.3479(14) 0.5360(17) 0.2985(11) 0.058(6) Uiso 1 1 d . . . B2 B 0.37732(14) 0.64863(19) 0.41146(10) 0.0348(5) Uani 1 1 d . . . H2 H 0.4578(15) 0.6412(16) 0.4377(10) 0.054(6) Uiso 1 1 d . . . B3 B 0.29488(15) 0.53682(16) 0.40878(10) 0.0322(5) Uani 1 1 d . . . H3 H 0.3183(13) 0.4504(16) 0.4332(10) 0.049(5) Uiso 1 1 d . . . B4 B 0.19247(14) 0.55480(16) 0.33415(10) 0.0299(4) Uani 1 1 d . . . H4 H 0.1527(13) 0.4805(16) 0.3049(10) 0.046(5) Uiso 1 1 d . . . B5 B 0.21571(14) 0.67988(16) 0.29016(10) 0.0276(4) Uani 1 1 d . . . H5 H 0.1872(12) 0.6912(14) 0.2323(9) 0.034(4) Uiso 1 1 d . . . B6 B 0.32879(17) 0.7407(2) 0.33851(11) 0.0455(6) Uani 1 1 d . . . H6 H 0.3780(16) 0.7807(19) 0.3115(12) 0.072(7) Uiso 1 1 d . . . B7 B 0.29837(13) 0.65648(15) 0.46294(9) 0.0230(4) Uani 1 1 d . . . B8 B 0.18434(14) 0.59942(19) 0.41783(10) 0.0351(5) Uani 1 1 d . . . H8 H 0.1393(14) 0.5508(17) 0.4427(10) 0.054(6) Uiso 1 1 d . . . B11 B 0.31946(18) 0.78366(17) 0.42228(11) 0.0407(5) Uani 1 1 d . . . H11 H 0.3618(15) 0.8567(18) 0.4500(11) 0.059(6) Uiso 1 1 d . . . B9 B 0.12893(15) 0.68574(19) 0.33609(11) 0.0372(5) Uani 1 1 d . . . H9A H 0.0481(15) 0.6901(17) 0.3076(11) 0.059(6) Uiso 1 1 d . . . H9B H 0.1412(14) 0.6969(17) 0.4004(11) 0.056(6) Uiso 1 1 d . . . B10 B 0.2171(2) 0.80610(18) 0.33874(11) 0.0494(6) Uani 1 1 d . . . H10B H 0.2251(14) 0.8159(16) 0.4026(10) 0.052(5) Uiso 1 1 d . . . H10A H 0.1986(16) 0.889(2) 0.3108(12) 0.072(7) Uiso 1 1 d . . . N3 N 0.12185(10) 0.17533(11) 0.40174(7) 0.0270(3) Uani 1 1 d . A 2 C12 C 0.18077(12) 0.12721(14) 0.35579(9) 0.0315(4) Uani 1 1 d . A 2 H12A H 0.2079 0.0511 0.3751 0.038 Uiso 1 1 calc R A 2 H12B H 0.1358 0.1129 0.3085 0.038 Uiso 1 1 calc R A 2 C13 C 0.26400(13) 0.20247(15) 0.34798(10) 0.0367(4) Uani 1 1 d . A 2 H13A H 0.2383 0.2780 0.3269 0.044 Uiso 1 1 calc R A 2 H13B H 0.3103 0.2176 0.3947 0.044 Uiso 1 1 calc R A 2 C14 C 0.31620(15) 0.14183(18) 0.30198(12) 0.0530(6) Uani 1 1 d . A 2 H14A H 0.3367 0.0636 0.3212 0.064 Uiso 1 1 calc R A 2 H14B H 0.2707 0.1320 0.2545 0.064 Uiso 1 1 calc R A 2 C15 C 0.40433(19) 0.2085(2) 0.29694(16) 0.0808(9) Uani 1 1 d . A 2 H15A H 0.3853 0.2882 0.2818 0.121 Uiso 1 1 calc R A 2 H15B H 0.4316 0.1707 0.2629 0.121 Uiso 1 1 calc R A 2 H15C H 0.4533 0.2098 0.3429 0.121 Uiso 1 1 calc R A 2 C16 C 0.05745(12) 0.27258(13) 0.36177(9) 0.0300(4) Uani 1 1 d . A 2 H16A H 0.0993 0.3290 0.3466 0.036 Uiso 1 1 calc R A 2 H16B H 0.0121 0.2390 0.3190 0.036 Uiso 1 1 calc R A 2 C17 C -0.00184(13) 0.33824(14) 0.40079(9) 0.0345(4) Uani 1 1 d . A 2 H17A H 0.0423 0.3769 0.4422 0.041 Uiso 1 1 calc R A 2 H17B H -0.0432 0.2831 0.4174 0.041 Uiso 1 1 calc R A 2 C18 C -0.06558(13) 0.42863(15) 0.35357(9) 0.0368(4) Uani 1 1 d . A 2 H18A H -0.0258 0.4731 0.3295 0.044 Uiso 1 1 calc R A 2 H18B H -0.1177 0.3887 0.3174 0.044 Uiso 1 1 calc R A 2 C19 C -0.11140(14) 0.51236(16) 0.39361(11) 0.0453(5) Uani 1 1 d . A 2 H19A H -0.1433 0.4684 0.4227 0.068 Uiso 1 1 calc R A 2 H19B H -0.1596 0.5606 0.3604 0.068 Uiso 1 1 calc R A 2 H19C H -0.0608 0.5621 0.4235 0.068 Uiso 1 1 calc R A 2 C20 C 0.18800(13) 0.22315(14) 0.46981(9) 0.0333(4) Uani 1 1 d . A 2 H20A H 0.2227 0.2916 0.4588 0.040 Uiso 1 1 calc R A 2 H20B H 0.1470 0.2505 0.4988 0.040 Uiso 1 1 calc R A 2 C21 C 0.26290(13) 0.13894(17) 0.51296(10) 0.0418(5) Uani 1 1 d . A 2 H21A H 0.2966 0.0999 0.4824 0.050 Uiso 1 1 calc R A 2 H21B H 0.2298 0.0786 0.5331 0.050 Uiso 1 1 calc R A 2 C22 C 0.33699(15) 0.2021(2) 0.57171(11) 0.0601(6) Uani 1 1 d . A 2 H22A H 0.3743 0.2570 0.5513 0.072 Uiso 1 1 calc R A 2 H22B H 0.3025 0.2476 0.5992 0.072 Uiso 1 1 calc R A 2 C23 C 0.40669(18) 0.1181(3) 0.61981(14) 0.0941(10) Uani 1 1 d . A 2 H23A H 0.3724 0.0753 0.6479 0.141 Uiso 1 1 calc R A 2 H23B H 0.4609 0.1615 0.6509 0.141 Uiso 1 1 calc R A 2 H23C H 0.4318 0.0633 0.5917 0.141 Uiso 1 1 calc R A 2 C24 C 0.06148(12) 0.07723(13) 0.41913(8) 0.0289(4) Uani 1 1 d . A 2 H24A H 0.1068 0.0190 0.4476 0.035 Uiso 1 1 calc R A 2 H24B H 0.0233 0.1095 0.4488 0.035 Uiso 1 1 calc R A 2 C25 C -0.00791(12) 0.01473(14) 0.35825(9) 0.0300(4) Uani 1 1 d . A 2 H25A H 0.0280 -0.0175 0.3270 0.036 Uiso 1 1 calc R A 2 H25B H -0.0576 0.0695 0.3308 0.036 Uiso 1 1 calc R A 2 C26 C -0.05675(12) -0.08312(14) 0.38718(9) 0.0317(4) Uani 1 1 d . A 2 H26A H -0.0063 -0.1388 0.4126 0.038 Uiso 1 1 calc R A 2 H26B H -0.0876 -0.0501 0.4213 0.038 Uiso 1 1 calc R A 2 C27 C -0.13309(13) -0.14801(16) 0.33136(10) 0.0427(5) Uani 1 1 d . A 2 H27A H -0.1827 -0.0933 0.3053 0.064 Uiso 1 1 calc R A 2 H27B H -0.1636 -0.2069 0.3535 0.064 Uiso 1 1 calc R A 2 H27C H -0.1024 -0.1858 0.2992 0.064 Uiso 1 1 calc R A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0233(7) 0.0251(7) 0.0214(7) 0.0000(5) 0.0074(6) 0.0014(5) N2 0.0501(10) 0.0422(9) 0.0432(10) 0.0079(7) 0.0185(8) 0.0197(8) C2 0.0241(8) 0.0267(8) 0.0259(9) -0.0008(7) 0.0089(7) 0.0014(7) C3 0.0329(9) 0.0398(10) 0.0238(9) -0.0032(7) 0.0099(7) 0.0057(8) C4 0.0340(9) 0.0461(10) 0.0210(9) 0.0018(8) 0.0038(7) 0.0054(8) C5 0.0337(10) 0.0406(10) 0.0277(10) 0.0047(8) 0.0062(8) 0.0124(8) C6 0.0309(9) 0.0357(9) 0.0258(9) 0.0006(7) 0.0078(7) 0.0113(7) C7 0.0346(10) 0.0327(9) 0.0268(9) 0.0006(7) 0.0128(8) 0.0048(8) B1 0.0310(11) 0.0514(13) 0.0263(11) -0.0096(9) 0.0079(9) 0.0067(9) B2 0.0259(10) 0.0556(13) 0.0238(10) -0.0053(9) 0.0089(8) -0.0015(9) B3 0.0438(12) 0.0220(9) 0.0257(10) -0.0001(8) 0.0017(9) 0.0054(8) B4 0.0359(11) 0.0243(9) 0.0257(10) 0.0016(8) 0.0028(8) -0.0098(8) B5 0.0339(11) 0.0262(9) 0.0222(10) 0.0016(8) 0.0071(8) -0.0076(8) B6 0.0507(14) 0.0624(15) 0.0225(11) 0.0015(10) 0.0092(10) -0.0340(12) B7 0.0260(9) 0.0244(9) 0.0189(9) 0.0013(7) 0.0069(7) 0.0031(7) B8 0.0279(11) 0.0506(13) 0.0272(11) 0.0084(9) 0.0089(9) -0.0075(9) B11 0.0641(15) 0.0265(10) 0.0259(11) -0.0018(8) 0.0043(10) -0.0154(10) B9 0.0321(11) 0.0533(13) 0.0244(11) 0.0025(9) 0.0053(9) 0.0130(10) B10 0.0900(19) 0.0215(10) 0.0255(12) 0.0028(9) -0.0008(11) 0.0019(11) N3 0.0342(8) 0.0205(7) 0.0267(7) 0.0002(6) 0.0093(6) -0.0032(6) C12 0.0374(10) 0.0230(8) 0.0362(10) -0.0034(7) 0.0140(8) -0.0019(7) C13 0.0413(10) 0.0290(9) 0.0430(11) -0.0049(8) 0.0172(9) -0.0054(8) C14 0.0551(13) 0.0468(12) 0.0675(15) -0.0156(10) 0.0343(11) -0.0109(10) C15 0.0784(18) 0.0704(16) 0.119(2) -0.0233(16) 0.0691(18) -0.0227(14) C16 0.0409(10) 0.0203(8) 0.0295(9) 0.0047(7) 0.0111(8) -0.0011(7) C17 0.0422(10) 0.0276(9) 0.0366(10) 0.0039(7) 0.0160(8) -0.0003(7) C18 0.0386(10) 0.0312(9) 0.0375(10) -0.0002(8) 0.0063(8) -0.0011(8) C19 0.0450(11) 0.0350(10) 0.0544(13) -0.0010(9) 0.0122(10) 0.0047(8) C20 0.0384(10) 0.0308(9) 0.0298(9) -0.0040(7) 0.0084(8) -0.0079(7) C21 0.0350(10) 0.0465(11) 0.0386(11) 0.0026(9) 0.0025(8) -0.0068(8) C22 0.0372(12) 0.0849(17) 0.0499(13) -0.0009(12) -0.0004(10) -0.0193(11) C23 0.0444(14) 0.143(3) 0.0706(18) 0.0185(18) -0.0211(13) -0.0091(16) C24 0.0350(9) 0.0229(8) 0.0282(9) 0.0053(7) 0.0082(7) -0.0033(7) C25 0.0290(9) 0.0280(8) 0.0310(9) 0.0033(7) 0.0055(7) -0.0034(7) C26 0.0347(9) 0.0268(9) 0.0342(10) 0.0041(7) 0.0110(8) -0.0011(7) C27 0.0385(11) 0.0389(10) 0.0484(12) 0.0045(9) 0.0091(9) -0.0112(8) _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 C6 1.3444(19) . ? N1 C2 1.3595(19) . ? N1 B7 1.561(2) . ? N2 C7 1.143(2) . ? C2 C3 1.370(2) . ? C2 C7 1.448(2) . ? C3 C4 1.389(2) . ? C3 H3C 0.9500 . ? C4 C5 1.373(2) . ? C4 H4C 0.9500 . ? C5 C6 1.379(2) . ? C5 H5C 0.9500 . ? C6 H6C 0.9500 . ? B1 B5 1.746(3) . ? B1 B3 1.757(3) . ? B1 B2 1.771(3) . ? B1 B4 1.780(3) . ? B1 B6 1.786(3) . ? B1 H1 1.10(2) . ? B2 B3 1.739(3) . ? B2 B7 1.740(3) . ? B2 B6 1.772(3) . ? B2 B11 1.805(3) . ? B2 H2 1.13(2) . ? B3 B7 1.743(3) . ? B3 B4 1.776(3) . ? B3 B8 1.800(3) . ? B3 H3 1.116(19) . ? B4 B5 1.768(2) . ? B4 B9 1.768(3) . ? B4 B8 1.784(3) . ? B4 H4 1.098(19) . ? B5 B10 1.744(3) . ? B5 B9 1.750(3) . ? B5 B6 1.775(3) . ? B5 H5 1.115(17) . ? B6 B10 1.774(4) . ? B6 B11 1.786(3) . ? B6 H6 1.11(2) . ? B7 B11 1.743(3) . ? B7 B8 1.752(3) . ? B8 B9 1.879(3) . ? B8 H8 1.08(2) . ? B8 H9B 1.280(19) . ? B11 B10 1.894(3) . ? B11 H11 1.09(2) . ? B11 H10B 1.349(19) . ? B9 B10 1.868(3) . ? B9 H9A 1.14(2) . ? B9 H9B 1.25(2) . ? B10 H10B 1.251(19) . ? B10 H10A 1.10(2) . ? N3 C20 1.517(2) . ? N3 C12 1.522(2) . ? N3 C16 1.522(2) . ? N3 C24 1.5241(19) . ? C12 C13 1.521(2) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.514(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.509(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.513(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.519(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.519(2) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.517(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.520(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.517(3) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.511(2) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.526(2) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.514(2) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 N1 C2 117.64(13) . . ? C6 N1 B7 122.37(13) . . ? C2 N1 B7 119.90(12) . . ? N1 C2 C3 122.66(14) . . ? N1 C2 C7 116.83(14) . . ? C3 C2 C7 120.48(14) . . ? C2 C3 C4 118.80(15) . . ? C2 C3 H3C 120.6 . . ? C4 C3 H3C 120.6 . . ? C5 C4 C3 119.09(15) . . ? C5 C4 H4C 120.5 . . ? C3 C4 H4C 120.5 . . ? C4 C5 C6 119.30(15) . . ? C4 C5 H5C 120.4 . . ? C6 C5 H5C 120.4 . . ? N1 C6 C5 122.50(15) . . ? N1 C6 H6C 118.8 . . ? C5 C6 H6C 118.8 . . ? N2 C7 C2 172.42(18) . . ? B5 B1 B3 108.21(14) . . ? B5 B1 B2 108.21(14) . . ? B3 B1 B2 59.08(11) . . ? B5 B1 B4 60.19(11) . . ? B3 B1 B4 60.28(11) . . ? B2 B1 B4 107.66(14) . . ? B5 B1 B6 60.32(12) . . ? B3 B1 B6 106.99(14) . . ? B2 B1 B6 59.75(12) . . ? B4 B1 B6 107.97(15) . . ? B5 B1 H1 120.6(11) . . ? B3 B1 H1 123.4(11) . . ? B2 B1 H1 121.9(11) . . ? B4 B1 H1 122.5(11) . . ? B6 B1 H1 120.8(10) . . ? B3 B2 B7 60.12(11) . . ? B3 B2 B1 60.04(12) . . ? B7 B2 B1 107.42(14) . . ? B3 B2 B6 108.39(14) . . ? B7 B2 B6 106.62(15) . . ? B1 B2 B6 60.55(12) . . ? B3 B2 B11 107.94(14) . . ? B7 B2 B11 58.86(11) . . ? B1 B2 B11 108.32(14) . . ? B6 B2 B11 59.90(13) . . ? B3 B2 H2 123.8(10) . . ? B7 B2 H2 119.1(10) . . ? B1 B2 H2 126.6(10) . . ? B6 B2 H2 122.3(10) . . ? B11 B2 H2 117.1(10) . . ? B2 B3 B7 59.96(11) . . ? B2 B3 B1 60.88(12) . . ? B7 B3 B1 107.95(14) . . ? B2 B3 B4 109.28(14) . . ? B7 B3 B4 107.21(13) . . ? B1 B3 B4 60.52(11) . . ? B2 B3 B8 108.25(14) . . ? B7 B3 B8 59.24(11) . . ? B1 B3 B8 108.30(13) . . ? B4 B3 B8 59.84(11) . . ? B2 B3 H3 122.0(10) . . ? B7 B3 H3 118.9(10) . . ? B1 B3 H3 125.5(10) . . ? B4 B3 H3 122.8(10) . . ? B8 B3 H3 118.4(10) . . ? B5 B4 B9 59.33(11) . . ? B5 B4 B3 106.36(13) . . ? B9 B4 B3 112.83(14) . . ? B5 B4 B1 58.94(11) . . ? B9 B4 B1 109.49(14) . . ? B3 B4 B1 59.20(11) . . ? B5 B4 B8 107.69(13) . . ? B9 B4 B8 63.86(12) . . ? B3 B4 B8 60.75(11) . . ? B1 B4 B8 107.98(13) . . ? B5 B4 H4 120.9(10) . . ? B9 B4 H4 118.9(10) . . ? B3 B4 H4 122.1(10) . . ? B1 B4 H4 119.8(10) . . ? B8 B4 H4 123.9(10) . . ? B10 B5 B1 112.12(14) . . ? B10 B5 B9 64.62(14) . . ? B1 B5 B9 111.97(14) . . ? B10 B5 B4 112.07(14) . . ? B1 B5 B4 60.88(11) . . ? B9 B5 B4 60.34(11) . . ? B10 B5 B6 60.54(14) . . ? B1 B5 B6 60.98(13) . . ? B9 B5 B6 112.25(15) . . ? B4 B5 B6 109.03(14) . . ? B10 B5 H5 114.8(8) . . ? B1 B5 H5 123.3(8) . . ? B9 B5 H5 115.7(8) . . ? B4 B5 H5 122.9(8) . . ? B6 B5 H5 121.4(8) . . ? B2 B6 B10 113.08(15) . . ? B2 B6 B5 106.90(14) . . ? B10 B6 B5 58.87(12) . . ? B2 B6 B11 60.97(12) . . ? B10 B6 B11 64.27(14) . . ? B5 B6 B11 108.23(15) . . ? B2 B6 B1 59.71(12) . . ? B10 B6 B1 108.81(15) . . ? B5 B6 B1 58.71(11) . . ? B11 B6 B1 108.51(14) . . ? B2 B6 H6 119.6(12) . . ? B10 B6 H6 122.1(12) . . ? B5 B6 H6 120.9(12) . . ? B11 B6 H6 125.0(12) . . ? B1 B6 H6 117.1(11) . . ? N1 B7 B2 119.49(13) . . ? N1 B7 B11 122.70(14) . . ? B2 B7 B11 62.43(12) . . ? N1 B7 B3 117.40(13) . . ? B2 B7 B3 59.92(11) . . ? B11 B7 B3 110.65(13) . . ? N1 B7 B8 119.10(13) . . ? B2 B7 B8 110.45(13) . . ? B11 B7 B8 109.80(14) . . ? B3 B7 B8 62.00(12) . . ? B7 B8 B4 106.48(13) . . ? B7 B8 B3 58.76(10) . . ? B4 B8 B3 59.41(11) . . ? B7 B8 B9 110.20(14) . . ? B4 B8 B9 57.68(11) . . ? B3 B8 B9 106.75(13) . . ? B7 B8 H8 123.6(11) . . ? B4 B8 H8 119.5(10) . . ? B3 B8 H8 120.2(10) . . ? B9 B8 H8 121.0(11) . . ? B7 B8 H9B 96.7(9) . . ? B4 B8 H9B 99.0(9) . . ? B3 B8 H9B 134.0(9) . . ? B9 B8 H9B 41.5(9) . . ? H8 B8 H9B 105.8(13) . . ? B7 B11 B6 105.89(14) . . ? B7 B11 B2 58.71(11) . . ? B6 B11 B2 59.13(13) . . ? B7 B11 B10 109.22(15) . . ? B6 B11 B10 57.55(13) . . ? B2 B11 B10 106.19(14) . . ? B7 B11 H11 123.9(11) . . ? B6 B11 H11 120.5(11) . . ? B2 B11 H11 121.1(11) . . ? B10 B11 H11 121.2(11) . . ? B7 B11 H10B 94.1(8) . . ? B6 B11 H10B 98.4(8) . . ? B2 B11 H10B 131.3(8) . . ? B10 B11 H10B 41.2(8) . . ? H11 B11 H10B 107.5(13) . . ? B5 B9 B4 60.33(11) . . ? B5 B9 B10 57.53(12) . . ? B4 B9 B10 106.44(14) . . ? B5 B9 B8 104.36(14) . . ? B4 B9 B8 58.47(11) . . ? B10 B9 B8 104.78(14) . . ? B5 B9 H9A 121.3(10) . . ? B4 B9 H9A 119.0(10) . . ? B10 B9 H9A 124.6(10) . . ? B8 B9 H9A 124.9(10) . . ? B5 B9 H9B 129.2(9) . . ? B4 B9 H9B 101.0(9) . . ? B10 B9 H9B 90.1(9) . . ? B8 B9 H9B 42.7(9) . . ? H9A B9 H9B 109.2(14) . . ? B5 B10 B6 60.59(12) . . ? B5 B10 B9 57.86(11) . . ? B6 B10 B9 106.94(14) . . ? B5 B10 B11 104.87(15) . . ? B6 B10 B11 58.17(13) . . ? B9 B10 B11 105.69(14) . . ? B5 B10 H10B 128.6(9) . . ? B6 B10 H10B 103.0(9) . . ? B9 B10 H10B 87.5(9) . . ? B11 B10 H10B 45.3(9) . . ? B5 B10 H10A 118.7(12) . . ? B6 B10 H10A 117.0(12) . . ? B9 B10 H10A 124.7(12) . . ? B11 B10 H10A 125.2(12) . . ? H10B B10 H10A 112.0(14) . . ? C20 N3 C12 111.01(13) . . ? C20 N3 C16 109.25(12) . . ? C12 N3 C16 108.15(12) . . ? C20 N3 C24 108.34(12) . . ? C12 N3 C24 108.69(12) . . ? C16 N3 C24 111.41(12) . . ? C13 C12 N3 116.48(13) . . ? C13 C12 H12A 108.2 . . ? N3 C12 H12A 108.2 . . ? C13 C12 H12B 108.2 . . ? N3 C12 H12B 108.2 . . ? H12A C12 H12B 107.3 . . ? C14 C13 C12 110.00(14) . . ? C14 C13 H13A 109.7 . . ? C12 C13 H13A 109.7 . . ? C14 C13 H13B 109.7 . . ? C12 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? C15 C14 C13 112.26(17) . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N3 116.41(13) . . ? C17 C16 H16A 108.2 . . ? N3 C16 H16A 108.2 . . ? C17 C16 H16B 108.2 . . ? N3 C16 H16B 108.2 . . ? H16A C16 H16B 107.3 . . ? C16 C17 C18 110.53(14) . . ? C16 C17 H17A 109.5 . . ? C18 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? C18 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? C19 C18 C17 112.54(15) . . ? C19 C18 H18A 109.1 . . ? C17 C18 H18A 109.1 . . ? C19 C18 H18B 109.1 . . ? C17 C18 H18B 109.1 . . ? H18A C18 H18B 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 N3 115.67(14) . . ? C21 C20 H20A 108.4 . . ? N3 C20 H20A 108.4 . . ? C21 C20 H20B 108.4 . . ? N3 C20 H20B 108.4 . . ? H20A C20 H20B 107.4 . . ? C20 C21 C22 110.78(16) . . ? C20 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C23 C22 C21 111.7(2) . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 107.9 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 N3 117.10(13) . . ? C25 C24 H24A 108.0 . . ? N3 C24 H24A 108.0 . . ? C25 C24 H24B 108.0 . . ? N3 C24 H24B 108.0 . . ? H24A C24 H24B 107.3 . . ? C24 C25 C26 108.38(13) . . ? C24 C25 H25A 110.0 . . ? C26 C25 H25A 110.0 . . ? C24 C25 H25B 110.0 . . ? C26 C25 H25B 110.0 . . ? H25A C25 H25B 108.4 . . ? C27 C26 C25 113.57(14) . . ? C27 C26 H26A 108.9 . . ? C25 C26 H26A 108.9 . . ? C27 C26 H26B 108.9 . . ? C25 C26 H26B 108.9 . . ? H26A C26 H26B 107.7 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C3 -0.3(2) . . . . ? B7 N1 C2 C3 176.24(15) . . . . ? C6 N1 C2 C7 -178.27(14) . . . . ? B7 N1 C2 C7 -1.8(2) . . . . ? N1 C2 C3 C4 -1.2(2) . . . . ? C7 C2 C3 C4 176.76(15) . . . . ? C2 C3 C4 C5 1.5(3) . . . . ? C3 C4 C5 C6 -0.5(3) . . . . ? C2 N1 C6 C5 1.4(2) . . . . ? B7 N1 C6 C5 -175.03(16) . . . . ? C4 C5 C6 N1 -1.0(3) . . . . ? N1 C2 C7 N2 165.2(13) . . . . ? C3 C2 C7 N2 -12.9(15) . . . . ? B5 B1 B2 B3 100.75(15) . . . . ? B4 B1 B2 B3 37.14(13) . . . . ? B6 B1 B2 B3 138.04(15) . . . . ? B5 B1 B2 B7 62.32(18) . . . . ? B3 B1 B2 B7 -38.42(13) . . . . ? B4 B1 B2 B7 -1.28(19) . . . . ? B6 B1 B2 B7 99.62(16) . . . . ? B5 B1 B2 B6 -37.30(14) . . . . ? B3 B1 B2 B6 -138.04(15) . . . . ? B4 B1 B2 B6 -100.90(16) . . . . ? B5 B1 B2 B11 0.17(19) . . . . ? B3 B1 B2 B11 -100.58(15) . . . . ? B4 B1 B2 B11 -63.44(18) . . . . ? B6 B1 B2 B11 37.47(15) . . . . ? B1 B2 B3 B7 -136.85(14) . . . . ? B6 B2 B3 B7 -99.01(16) . . . . ? B11 B2 B3 B7 -35.62(12) . . . . ? B7 B2 B3 B1 136.85(14) . . . . ? B6 B2 B3 B1 37.84(14) . . . . ? B11 B2 B3 B1 101.23(15) . . . . ? B7 B2 B3 B4 99.20(15) . . . . ? B1 B2 B3 B4 -37.66(14) . . . . ? B6 B2 B3 B4 0.2(2) . . . . ? B11 B2 B3 B4 63.57(17) . . . . ? B7 B2 B3 B8 35.63(13) . . . . ? B1 B2 B3 B8 -101.23(15) . . . . ? B6 B2 B3 B8 -63.39(18) . . . . ? B11 B2 B3 B8 0.01(18) . . . . ? B5 B1 B3 B2 -100.75(15) . . . . ? B4 B1 B3 B2 -138.51(14) . . . . ? B6 B1 B3 B2 -37.15(14) . . . . ? B5 B1 B3 B7 -62.26(17) . . . . ? B2 B1 B3 B7 38.48(13) . . . . ? B4 B1 B3 B7 -100.03(15) . . . . ? B6 B1 B3 B7 1.34(19) . . . . ? B5 B1 B3 B4 37.77(13) . . . . ? B2 B1 B3 B4 138.51(15) . . . . ? B6 B1 B3 B4 101.37(15) . . . . ? B5 B1 B3 B8 0.41(18) . . . . ? B2 B1 B3 B8 101.15(15) . . . . ? B4 B1 B3 B8 -37.36(13) . . . . ? B6 B1 B3 B8 64.01(18) . . . . ? B2 B3 B4 B5 1.05(18) . . . . ? B7 B3 B4 B5 64.50(17) . . . . ? B1 B3 B4 B5 -36.77(13) . . . . ? B8 B3 B4 B5 101.45(15) . . . . ? B2 B3 B4 B9 -62.00(19) . . . . ? B7 B3 B4 B9 1.45(19) . . . . ? B1 B3 B4 B9 -99.82(16) . . . . ? B8 B3 B4 B9 38.40(14) . . . . ? B2 B3 B4 B1 37.81(14) . . . . ? B7 B3 B4 B1 101.27(15) . . . . ? B8 B3 B4 B1 138.22(14) . . . . ? B2 B3 B4 B8 -100.40(15) . . . . ? B7 B3 B4 B8 -36.94(13) . . . . ? B1 B3 B4 B8 -138.22(14) . . . . ? B3 B1 B4 B5 137.90(14) . . . . ? B2 B1 B4 B5 101.28(16) . . . . ? B6 B1 B4 B5 38.19(13) . . . . ? B5 B1 B4 B9 -32.34(13) . . . . ? B3 B1 B4 B9 105.55(15) . . . . ? B2 B1 B4 B9 68.94(18) . . . . ? B6 B1 B4 B9 5.85(18) . . . . ? B5 B1 B4 B3 -137.90(14) . . . . ? B2 B1 B4 B3 -36.61(13) . . . . ? B6 B1 B4 B3 -99.70(15) . . . . ? B5 B1 B4 B8 -100.22(15) . . . . ? B3 B1 B4 B8 37.68(13) . . . . ? B2 B1 B4 B8 1.06(19) . . . . ? B6 B1 B4 B8 -62.03(17) . . . . ? B3 B1 B5 B10 65.95(19) . . . . ? B2 B1 B5 B10 3.4(2) . . . . ? B4 B1 B5 B10 103.76(16) . . . . ? B6 B1 B5 B10 -33.64(15) . . . . ? B3 B1 B5 B9 -4.48(19) . . . . ? B2 B1 B5 B9 -67.01(18) . . . . ? B4 B1 B5 B9 33.33(14) . . . . ? B6 B1 B5 B9 -104.06(16) . . . . ? B3 B1 B5 B4 -37.81(13) . . . . ? B2 B1 B5 B4 -100.34(15) . . . . ? B6 B1 B5 B4 -137.39(15) . . . . ? B3 B1 B5 B6 99.58(15) . . . . ? B2 B1 B5 B6 37.05(14) . . . . ? B4 B1 B5 B6 137.39(15) . . . . ? B9 B4 B5 B10 40.26(15) . . . . ? B3 B4 B5 B10 -66.95(19) . . . . ? B1 B4 B5 B10 -103.84(17) . . . . ? B8 B4 B5 B10 -3.1(2) . . . . ? B9 B4 B5 B1 144.10(15) . . . . ? B3 B4 B5 B1 36.89(13) . . . . ? B8 B4 B5 B1 100.73(14) . . . . ? B3 B4 B5 B9 -107.22(15) . . . . ? B1 B4 B5 B9 -144.10(15) . . . . ? B8 B4 B5 B9 -43.38(14) . . . . ? B9 B4 B5 B6 105.33(16) . . . . ? B3 B4 B5 B6 -1.88(19) . . . . ? B1 B4 B5 B6 -38.77(14) . . . . ? B8 B4 B5 B6 61.96(18) . . . . ? B3 B2 B6 B10 61.42(19) . . . . ? B7 B2 B6 B10 -1.9(2) . . . . ? B1 B2 B6 B10 99.03(16) . . . . ? B11 B2 B6 B10 -39.09(16) . . . . ? B3 B2 B6 B5 -1.3(2) . . . . ? B7 B2 B6 B5 -64.68(19) . . . . ? B1 B2 B6 B5 36.28(14) . . . . ? B11 B2 B6 B5 -101.85(17) . . . . ? B3 B2 B6 B11 100.51(15) . . . . ? B7 B2 B6 B11 37.16(14) . . . . ? B1 B2 B6 B11 138.13(15) . . . . ? B3 B2 B6 B1 -37.62(14) . . . . ? B7 B2 B6 B1 -100.96(15) . . . . ? B11 B2 B6 B1 -138.13(15) . . . . ? B10 B5 B6 B2 107.17(17) . . . . ? B1 B5 B6 B2 -36.72(14) . . . . ? B9 B5 B6 B2 66.9(2) . . . . ? B4 B5 B6 B2 2.0(2) . . . . ? B1 B5 B6 B10 -143.89(15) . . . . ? B9 B5 B6 B10 -40.28(15) . . . . ? B4 B5 B6 B10 -105.16(16) . . . . ? B10 B5 B6 B11 42.88(15) . . . . ? B1 B5 B6 B11 -101.01(16) . . . . ? B9 B5 B6 B11 2.6(2) . . . . ? B4 B5 B6 B11 -62.28(19) . . . . ? B10 B5 B6 B1 143.89(15) . . . . ? B9 B5 B6 B1 103.61(16) . . . . ? B4 B5 B6 B1 38.73(14) . . . . ? B5 B1 B6 B2 138.50(15) . . . . ? B3 B1 B6 B2 36.85(14) . . . . ? B4 B1 B6 B2 100.37(15) . . . . ? B5 B1 B6 B10 32.20(14) . . . . ? B3 B1 B6 B10 -69.45(18) . . . . ? B2 B1 B6 B10 -106.30(16) . . . . ? B4 B1 B6 B10 -5.93(19) . . . . ? B3 B1 B6 B5 -101.66(15) . . . . ? B2 B1 B6 B5 -138.50(15) . . . . ? B4 B1 B6 B5 -38.14(13) . . . . ? B5 B1 B6 B11 100.52(17) . . . . ? B3 B1 B6 B11 -1.1(2) . . . . ? B2 B1 B6 B11 -37.99(14) . . . . ? B4 B1 B6 B11 62.38(19) . . . . ? C6 N1 B7 B2 -40.8(2) . . . . ? C2 N1 B7 B2 142.89(15) . . . . ? C6 N1 B7 B11 -115.20(18) . . . . ? C2 N1 B7 B11 68.5(2) . . . . ? C6 N1 B7 B3 28.4(2) . . . . ? C2 N1 B7 B3 -147.93(14) . . . . ? C6 N1 B7 B8 99.93(18) . . . . ? C2 N1 B7 B8 -76.39(18) . . . . ? B3 B2 B7 N1 106.47(15) . . . . ? B1 B2 B7 N1 144.85(15) . . . . ? B6 B2 B7 N1 -151.52(14) . . . . ? B11 B2 B7 N1 -113.88(16) . . . . ? B3 B2 B7 B11 -139.65(14) . . . . ? B1 B2 B7 B11 -101.26(16) . . . . ? B6 B2 B7 B11 -37.64(14) . . . . ? B1 B2 B7 B3 38.39(14) . . . . ? B6 B2 B7 B3 102.02(15) . . . . ? B11 B2 B7 B3 139.65(14) . . . . ? B3 B2 B7 B8 -37.35(14) . . . . ? B1 B2 B7 B8 1.04(19) . . . . ? B6 B2 B7 B8 64.67(18) . . . . ? B11 B2 B7 B8 102.30(15) . . . . ? B2 B3 B7 N1 -109.90(16) . . . . ? B1 B3 B7 N1 -148.80(14) . . . . ? B4 B3 B7 N1 147.38(14) . . . . ? B8 B3 B7 N1 110.17(16) . . . . ? B1 B3 B7 B2 -38.90(14) . . . . ? B4 B3 B7 B2 -102.72(15) . . . . ? B8 B3 B7 B2 -139.93(14) . . . . ? B2 B3 B7 B11 37.83(14) . . . . ? B1 B3 B7 B11 -1.07(19) . . . . ? B4 B3 B7 B11 -64.89(18) . . . . ? B8 B3 B7 B11 -102.10(16) . . . . ? B2 B3 B7 B8 139.93(14) . . . . ? B1 B3 B7 B8 101.03(15) . . . . ? B4 B3 B7 B8 37.21(13) . . . . ? N1 B7 B8 B4 -144.35(14) . . . . ? B2 B7 B8 B4 -0.38(19) . . . . ? B11 B7 B8 B4 66.62(17) . . . . ? B3 B7 B8 B4 -36.86(13) . . . . ? N1 B7 B8 B3 -107.49(15) . . . . ? B2 B7 B8 B3 36.48(14) . . . . ? B11 B7 B8 B3 103.48(15) . . . . ? N1 B7 B8 B9 154.69(13) . . . . ? B2 B7 B8 B9 -61.34(18) . . . . ? B11 B7 B8 B9 5.66(19) . . . . ? B3 B7 B8 B9 -97.82(15) . . . . ? B5 B4 B8 B7 -62.66(17) . . . . ? B9 B4 B8 B7 -103.82(15) . . . . ? B3 B4 B8 B7 36.56(12) . . . . ? B1 B4 B8 B7 -0.43(18) . . . . ? B5 B4 B8 B3 -99.22(14) . . . . ? B9 B4 B8 B3 -140.38(14) . . . . ? B1 B4 B8 B3 -36.99(13) . . . . ? B5 B4 B8 B9 41.15(13) . . . . ? B3 B4 B8 B9 140.38(14) . . . . ? B1 B4 B8 B9 103.38(15) . . . . ? B2 B3 B8 B7 -35.93(13) . . . . ? B1 B3 B8 B7 -100.42(15) . . . . ? B4 B3 B8 B7 -138.08(14) . . . . ? B2 B3 B8 B4 102.15(15) . . . . ? B7 B3 B8 B4 138.08(14) . . . . ? B1 B3 B8 B4 37.66(13) . . . . ? B2 B3 B8 B9 67.90(17) . . . . ? B7 B3 B8 B9 103.83(15) . . . . ? B1 B3 B8 B9 3.41(18) . . . . ? B4 B3 B8 B9 -34.25(13) . . . . ? N1 B7 B11 B6 146.07(15) . . . . ? B2 B7 B11 B6 37.13(15) . . . . ? B3 B7 B11 B6 0.3(2) . . . . ? B8 B7 B11 B6 -66.23(19) . . . . ? N1 B7 B11 B2 108.95(17) . . . . ? B3 B7 B11 B2 -36.78(13) . . . . ? B8 B7 B11 B2 -103.35(15) . . . . ? N1 B7 B11 B10 -153.37(15) . . . . ? B2 B7 B11 B10 97.68(16) . . . . ? B3 B7 B11 B10 60.91(19) . . . . ? B8 B7 B11 B10 -5.7(2) . . . . ? B2 B6 B11 B7 -36.94(14) . . . . ? B10 B6 B11 B7 102.98(17) . . . . ? B5 B6 B11 B7 62.7(2) . . . . ? B1 B6 B11 B7 0.5(2) . . . . ? B10 B6 B11 B2 139.92(15) . . . . ? B5 B6 B11 B2 99.63(16) . . . . ? B1 B6 B11 B2 37.43(14) . . . . ? B2 B6 B11 B10 -139.92(15) . . . . ? B5 B6 B11 B10 -40.29(14) . . . . ? B1 B6 B11 B10 -102.49(16) . . . . ? B3 B2 B11 B7 36.16(13) . . . . ? B1 B2 B11 B7 99.69(15) . . . . ? B6 B2 B11 B7 137.44(15) . . . . ? B3 B2 B11 B6 -101.28(15) . . . . ? B7 B2 B11 B6 -137.44(15) . . . . ? B1 B2 B11 B6 -37.75(14) . . . . ? B3 B2 B11 B10 -66.82(18) . . . . ? B7 B2 B11 B10 -102.98(16) . . . . ? B1 B2 B11 B10 -3.29(19) . . . . ? B6 B2 B11 B10 34.46(14) . . . . ? B10 B5 B9 B4 -138.47(14) . . . . ? B1 B5 B9 B4 -33.53(14) . . . . ? B6 B5 B9 B4 -99.93(16) . . . . ? B1 B5 B9 B10 104.95(16) . . . . ? B4 B5 B9 B10 138.47(14) . . . . ? B6 B5 B9 B10 38.54(15) . . . . ? B10 B5 B9 B8 -98.58(15) . . . . ? B1 B5 B9 B8 6.37(19) . . . . ? B4 B5 B9 B8 39.89(13) . . . . ? B6 B5 B9 B8 -60.04(18) . . . . ? B3 B4 B9 B5 96.07(15) . . . . ? B1 B4 B9 B5 32.19(13) . . . . ? B8 B4 B9 B5 133.20(14) . . . . ? B5 B4 B9 B10 -35.67(12) . . . . ? B3 B4 B9 B10 60.40(18) . . . . ? B1 B4 B9 B10 -3.48(18) . . . . ? B8 B4 B9 B10 97.53(14) . . . . ? B5 B4 B9 B8 -133.20(14) . . . . ? B3 B4 B9 B8 -37.13(14) . . . . ? B1 B4 B9 B8 -101.01(15) . . . . ? B7 B8 B9 B5 56.35(18) . . . . ? B4 B8 B9 B5 -40.83(12) . . . . ? B3 B8 B9 B5 -5.84(18) . . . . ? B7 B8 B9 B4 97.18(15) . . . . ? B3 B8 B9 B4 34.98(13) . . . . ? B7 B8 B9 B10 -3.27(19) . . . . ? B4 B8 B9 B10 -100.45(15) . . . . ? B3 B8 B9 B10 -65.47(17) . . . . ? B1 B5 B10 B6 33.80(15) . . . . ? B9 B5 B10 B6 138.52(15) . . . . ? B4 B5 B10 B6 100.09(16) . . . . ? B1 B5 B10 B9 -104.73(16) . . . . ? B4 B5 B10 B9 -38.44(13) . . . . ? B6 B5 B10 B9 -138.52(15) . . . . ? B1 B5 B10 B11 -5.3(2) . . . . ? B9 B5 B10 B11 99.42(16) . . . . ? B4 B5 B10 B11 61.0(2) . . . . ? B6 B5 B10 B11 -39.10(14) . . . . ? B2 B6 B10 B5 -96.42(16) . . . . ? B11 B6 B10 B5 -134.15(14) . . . . ? B1 B6 B10 B5 -32.14(13) . . . . ? B2 B6 B10 B9 -60.53(19) . . . . ? B5 B6 B10 B9 35.89(13) . . . . ? B11 B6 B10 B9 -98.26(15) . . . . ? B1 B6 B10 B9 3.75(19) . . . . ? B2 B6 B10 B11 37.74(14) . . . . ? B5 B6 B10 B11 134.15(14) . . . . ? B1 B6 B10 B11 102.01(16) . . . . ? B4 B9 B10 B5 36.91(13) . . . . ? B8 B9 B10 B5 97.83(15) . . . . ? B5 B9 B10 B6 -37.09(14) . . . . ? B4 B9 B10 B6 -0.18(18) . . . . ? B8 B9 B10 B6 60.74(17) . . . . ? B5 B9 B10 B11 -97.94(17) . . . . ? B4 B9 B10 B11 -61.03(18) . . . . ? B8 B9 B10 B11 -0.12(19) . . . . ? B7 B11 B10 B5 -56.7(2) . . . . ? B6 B11 B10 B5 40.29(14) . . . . ? B2 B11 B10 B5 5.2(2) . . . . ? B7 B11 B10 B6 -97.00(16) . . . . ? B2 B11 B10 B6 -35.14(14) . . . . ? B7 B11 B10 B9 3.5(2) . . . . ? B6 B11 B10 B9 100.47(15) . . . . ? B2 B11 B10 B9 65.34(19) . . . . ? C20 N3 C12 C13 -45.92(19) . . . . ? C16 N3 C12 C13 73.93(17) . . . . ? C24 N3 C12 C13 -164.98(14) . . . . ? N3 C12 C13 C14 179.02(16) . . . . ? C12 C13 C14 C15 -175.6(2) . . . . ? C20 N3 C16 C17 -54.65(18) . . . . ? C12 N3 C16 C17 -175.59(14) . . . . ? C24 N3 C16 C17 65.02(17) . . . . ? N3 C16 C17 C18 -177.50(13) . . . . ? C16 C17 C18 C19 -168.77(15) . . . . ? C12 N3 C20 C21 -55.83(18) . . . . ? C16 N3 C20 C21 -175.02(14) . . . . ? C24 N3 C20 C21 63.44(18) . . . . ? N3 C20 C21 C22 168.78(15) . . . . ? C20 C21 C22 C23 174.40(19) . . . . ? C20 N3 C24 C25 -178.34(14) . . . . ? C12 N3 C24 C25 -57.62(18) . . . . ? C16 N3 C24 C25 61.45(18) . . . . ? N3 C24 C25 C26 177.25(13) . . . . ? C24 C25 C26 C27 176.36(15) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.70 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.186 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.035 data_jb146b2 _database_code_depnum_ccdc_archive 'CCDC 662716' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H20 B10 N4, C1 H2 Cl2' _chemical_formula_sum 'C13 H22 B10 Cl2 N4' _chemical_formula_weight 413.35 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 monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8575(3) _cell_length_b 10.1739(2) _cell_length_c 19.9121(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.5670(10) _cell_angle_gamma 90.00 _cell_volume 2138.18(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4053 _cell_measurement_theta_max 25.682 _cell_measurement_theta_min 2.91 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 0.311 _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 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7181 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0686 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.13 _diffrn_reflns_theta_max 25.66 _reflns_number_total 4010 _reflns_number_gt 2735 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0290P)^2^+1.9465P] 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 4010 _refine_ls_number_parameters 310 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0893 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1121 _refine_ls_wR_factor_gt 0.0974 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 0.07208(19) 0.32067(18) 0.38031(10) 0.0186(5) Uani 1 1 d . . . N2 N 0.2883(3) 0.1802(2) 0.29678(15) 0.0429(7) Uani 1 1 d . . . N3 N 0.30491(19) 0.76419(18) 0.22393(10) 0.0182(5) Uani 1 1 d . . . N4 N 0.4395(2) 0.4601(2) 0.20351(13) 0.0358(6) Uani 1 1 d . . . C11 C 0.1073(2) 0.2013(2) 0.36040(13) 0.0213(6) Uani 1 1 d . . . C12 C 0.0499(3) 0.0862(2) 0.37335(15) 0.0293(7) Uani 1 1 d . . . H12 H 0.0767 0.0043 0.3588 0.035 Uiso 1 1 calc R . . C13 C -0.0467(3) 0.0908(3) 0.40755(15) 0.0309(7) Uani 1 1 d . . . H13 H -0.0884 0.0127 0.4161 0.037 Uiso 1 1 calc R . . C14 C -0.0816(3) 0.2113(3) 0.42909(13) 0.0265(6) Uani 1 1 d . . . H14 H -0.1466 0.2170 0.4536 0.032 Uiso 1 1 calc R . . C15 C -0.0209(2) 0.3235(2) 0.41453(13) 0.0227(6) Uani 1 1 d . . . H15 H -0.0459 0.4060 0.4293 0.027 Uiso 1 1 calc R . . C16 C 0.2086(3) 0.1963(2) 0.32436(15) 0.0289(7) Uani 1 1 d . . . C17 C 0.3774(2) 0.7059(2) 0.18519(13) 0.0211(6) Uani 1 1 d . . . C18 C 0.4181(2) 0.7718(3) 0.13414(13) 0.0253(6) Uani 1 1 d . . . H18 H 0.4682 0.7283 0.1077 0.030 Uiso 1 1 calc R . . C19 C 0.3850(3) 0.9033(3) 0.12163(13) 0.0254(6) Uani 1 1 d . . . H19 H 0.4097 0.9504 0.0857 0.030 Uiso 1 1 calc R . . C20 C 0.3158(3) 0.9633(2) 0.16239(13) 0.0251(6) Uani 1 1 d . . . H20 H 0.2949 1.0538 0.1561 0.030 Uiso 1 1 calc R . . C21 C 0.2764(2) 0.8920(2) 0.21262(13) 0.0227(6) Uani 1 1 d . . . H21 H 0.2276 0.9347 0.2400 0.027 Uiso 1 1 calc R . . C22 C 0.4099(3) 0.5686(3) 0.19790(13) 0.0250(6) Uani 1 1 d . . . B1 B 0.1376(3) 0.7324(3) 0.39599(15) 0.0200(6) Uani 1 1 d . . . B2 B 0.1619(3) 0.5676(3) 0.42444(15) 0.0194(6) Uani 1 1 d . . . B3 B 0.2967(3) 0.6670(3) 0.42992(15) 0.0207(6) Uani 1 1 d . . . B4 B 0.2618(3) 0.7641(3) 0.35421(14) 0.0188(6) Uani 1 1 d . . . B5 B 0.0407(3) 0.6047(3) 0.35125(15) 0.0207(6) Uani 1 1 d . . . B6 B 0.1335(3) 0.4504(3) 0.35939(16) 0.0191(6) Uani 1 1 d . . . B7 B 0.2984(3) 0.4983(3) 0.40648(15) 0.0204(6) Uani 1 1 d . . . B8 B 0.3649(3) 0.6303(3) 0.35930(15) 0.0197(6) Uani 1 1 d . . . B9 B 0.2519(3) 0.6806(3) 0.27718(14) 0.0181(6) Uani 1 1 d . . . B10 B 0.1079(3) 0.7366(3) 0.30432(15) 0.0204(6) Uani 1 1 d . . . H1 H 0.102(2) 0.813(2) 0.4254(13) 0.028(7) Uiso 1 1 d . . . H3 H 0.355(3) 0.707(3) 0.4794(14) 0.034(8) Uiso 1 1 d . . . H2 H 0.138(2) 0.532(2) 0.4724(13) 0.024(7) Uiso 1 1 d . . . H4 H 0.302(2) 0.864(2) 0.3530(12) 0.022(7) Uiso 1 1 d . . . H5 H -0.061(3) 0.605(2) 0.3510(13) 0.031(7) Uiso 1 1 d . . . H6 H 0.149(2) 0.437(2) 0.3081(13) 0.021(7) Uiso 1 1 d . . . H7 H 0.362(2) 0.427(2) 0.4413(13) 0.028(7) Uiso 1 1 d . . . H8B H 0.334(2) 0.509(3) 0.3512(14) 0.032(7) Uiso 1 1 d . . . H8A H 0.466(2) 0.642(2) 0.3634(12) 0.020(6) Uiso 1 1 d . . . H9 H 0.225(2) 0.583(2) 0.2532(13) 0.024(7) Uiso 1 1 d . . . H10A H 0.049(2) 0.816(3) 0.2767(13) 0.031(7) Uiso 1 1 d . . . H10B H 0.060(3) 0.620(3) 0.2866(14) 0.035(8) Uiso 1 1 d . . . Cl1 Cl 0.33085(8) 0.49623(8) 0.00447(5) 0.0498(2) Uani 1 1 d . . . Cl2 Cl 0.23036(9) 0.26484(8) 0.05766(5) 0.0517(3) Uani 1 1 d . . . C23 C 0.3674(3) 0.3400(3) 0.04262(17) 0.0385(7) Uani 1 1 d . . . H23A H 0.4041 0.2838 0.0117 0.046 Uiso 1 1 calc R . . H23B H 0.4313 0.3495 0.0869 0.046 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 0.0213(12) 0.0160(10) 0.0180(11) -0.0007(8) 0.0038(9) -0.0016(9) N2 0.0393(17) 0.0313(13) 0.0641(19) -0.0130(13) 0.0241(15) 0.0001(12) N3 0.0203(12) 0.0186(10) 0.0158(10) -0.0018(8) 0.0044(9) -0.0017(9) N4 0.0435(16) 0.0307(13) 0.0338(14) -0.0008(11) 0.0102(12) 0.0092(11) C11 0.0236(15) 0.0175(12) 0.0215(14) 0.0007(10) 0.0028(12) -0.0003(10) C12 0.0359(17) 0.0157(13) 0.0346(16) 0.0016(11) 0.0053(14) -0.0018(11) C13 0.0324(17) 0.0240(14) 0.0337(17) 0.0078(12) 0.0023(14) -0.0089(12) C14 0.0219(15) 0.0338(15) 0.0226(14) 0.0081(12) 0.0026(12) -0.0047(11) C15 0.0251(15) 0.0222(13) 0.0210(14) 0.0011(11) 0.0058(12) 0.0001(11) C16 0.0318(18) 0.0141(13) 0.0403(17) -0.0050(12) 0.0074(14) -0.0005(11) C17 0.0215(14) 0.0236(13) 0.0174(13) -0.0014(10) 0.0027(11) 0.0005(11) C18 0.0223(15) 0.0330(14) 0.0208(14) -0.0031(11) 0.0056(12) -0.0021(11) C19 0.0262(16) 0.0308(14) 0.0188(14) 0.0029(11) 0.0046(12) -0.0086(12) C20 0.0260(15) 0.0224(13) 0.0252(15) 0.0034(11) 0.0023(12) -0.0046(11) C21 0.0259(15) 0.0198(13) 0.0227(14) -0.0010(11) 0.0060(12) 0.0009(11) C22 0.0279(16) 0.0303(15) 0.0182(14) -0.0001(11) 0.0082(12) 0.0009(12) B1 0.0268(17) 0.0168(14) 0.0181(15) 0.0003(11) 0.0089(13) 0.0016(12) B2 0.0258(17) 0.0165(14) 0.0173(15) -0.0010(11) 0.0078(13) 0.0006(12) B3 0.0284(18) 0.0164(13) 0.0165(15) -0.0004(11) 0.0036(13) -0.0037(12) B4 0.0227(16) 0.0147(13) 0.0181(15) -0.0019(11) 0.0031(13) -0.0014(11) B5 0.0232(17) 0.0174(14) 0.0230(16) 0.0005(12) 0.0085(14) -0.0007(12) B6 0.0227(17) 0.0128(13) 0.0225(16) 0.0006(11) 0.0064(13) -0.0027(11) B7 0.0233(17) 0.0167(13) 0.0216(15) 0.0034(12) 0.0063(13) -0.0004(12) B8 0.0202(17) 0.0170(14) 0.0217(16) 0.0002(12) 0.0045(13) -0.0020(12) B9 0.0235(17) 0.0154(13) 0.0168(15) -0.0004(11) 0.0075(13) -0.0001(11) B10 0.0253(17) 0.0168(14) 0.0187(15) 0.0013(11) 0.0039(13) 0.0003(12) Cl1 0.0491(5) 0.0388(4) 0.0582(5) 0.0178(4) 0.0057(4) 0.0027(4) Cl2 0.0523(6) 0.0369(4) 0.0601(6) 0.0140(4) 0.0012(4) -0.0049(4) C23 0.0395(19) 0.0317(15) 0.0426(19) 0.0009(14) 0.0059(15) 0.0105(14) _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 C15 1.344(3) . ? N1 C11 1.360(3) . ? N1 B6 1.578(3) . ? N2 C16 1.140(3) . ? N3 C21 1.343(3) . ? N3 C17 1.361(3) . ? N3 B9 1.570(3) . ? N4 C22 1.148(3) . ? C11 C12 1.380(3) . ? C11 C16 1.448(4) . ? C12 C13 1.378(4) . ? C12 H12 0.9500 . ? C13 C14 1.381(4) . ? C13 H13 0.9500 . ? C14 C15 1.382(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C17 C18 1.375(3) . ? C17 C22 1.448(3) . ? C18 C19 1.392(4) . ? C18 H18 0.9500 . ? C19 C20 1.372(4) . ? C19 H19 0.9500 . ? C20 C21 1.382(4) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? B1 B2 1.769(4) . ? B1 B4 1.772(4) . ? B1 B5 1.775(4) . ? B1 B10 1.778(4) . ? B1 B3 1.826(4) . ? B1 H1 1.13(3) . ? B2 B6 1.734(4) . ? B2 B7 1.752(4) . ? B2 B5 1.760(4) . ? B2 B3 1.761(4) . ? B2 H2 1.11(2) . ? B3 B4 1.768(4) . ? B3 B8 1.776(4) . ? B3 B7 1.780(4) . ? B3 H3 1.11(3) . ? B4 B9 1.735(4) . ? B4 B8 1.751(4) . ? B4 B10 1.754(4) . ? B4 H4 1.10(2) . ? B5 B6 1.851(4) . ? B5 B10 1.879(4) . ? B5 H5 1.11(3) . ? B5 H10B 1.36(3) . ? B6 B7 1.880(4) . ? B6 H6 1.08(2) . ? B7 B8 1.878(4) . ? B7 H7 1.12(3) . ? B7 H8B 1.26(3) . ? B8 B9 1.871(4) . ? B8 H8B 1.27(3) . ? B8 H8A 1.09(2) . ? B9 B10 1.859(4) . ? B9 H9 1.11(2) . ? B10 H10A 1.10(3) . ? B10 H10B 1.31(3) . ? Cl1 C23 1.766(3) . ? Cl2 C23 1.760(3) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? 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 C15 N1 C11 117.6(2) . . ? C15 N1 B6 122.0(2) . . ? C11 N1 B6 120.3(2) . . ? C21 N3 C17 117.9(2) . . ? C21 N3 B9 122.1(2) . . ? C17 N3 B9 119.93(19) . . ? N1 C11 C12 122.2(2) . . ? N1 C11 C16 118.3(2) . . ? C12 C11 C16 119.5(2) . . ? C13 C12 C11 119.5(2) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C14 118.7(2) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C13 C14 C15 119.2(3) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? N1 C15 C14 122.7(2) . . ? N1 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? N2 C16 C11 173.7(3) . . ? N3 C17 C18 122.4(2) . . ? N3 C17 C22 118.1(2) . . ? C18 C17 C22 119.5(2) . . ? C17 C18 C19 119.1(2) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C20 C19 C18 118.4(2) . . ? C20 C19 H19 120.8 . . ? C18 C19 H19 120.8 . . ? C19 C20 C21 120.0(2) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? N3 C21 C20 122.1(2) . . ? N3 C21 H21 119.0 . . ? C20 C21 H21 119.0 . . ? N4 C22 C17 174.7(3) . . ? B2 B1 B4 104.5(2) . . ? B2 B1 B5 59.55(16) . . ? B4 B1 B5 108.9(2) . . ? B2 B1 B10 109.2(2) . . ? B4 B1 B10 59.23(16) . . ? B5 B1 B10 63.84(16) . . ? B2 B1 B3 58.64(16) . . ? B4 B1 B3 58.83(16) . . ? B5 B1 B3 108.48(19) . . ? B10 B1 B3 108.5(2) . . ? B2 B1 H1 124.4(13) . . ? B4 B1 H1 120.2(13) . . ? B5 B1 H1 123.9(13) . . ? B10 B1 H1 121.0(13) . . ? B3 B1 H1 118.8(13) . . ? B6 B2 B7 65.24(17) . . ? B6 B2 B5 63.98(17) . . ? B7 B2 B5 114.9(2) . . ? B6 B2 B3 116.1(2) . . ? B7 B2 B3 60.86(16) . . ? B5 B2 B3 112.2(2) . . ? B6 B2 B1 115.2(2) . . ? B7 B2 B1 112.7(2) . . ? B5 B2 B1 60.39(16) . . ? B3 B2 B1 62.30(16) . . ? B6 B2 H2 112.3(13) . . ? B7 B2 H2 115.2(13) . . ? B5 B2 H2 120.0(13) . . ? B3 B2 H2 119.8(13) . . ? B1 B2 H2 122.6(12) . . ? B2 B3 B4 105.0(2) . . ? B2 B3 B8 109.0(2) . . ? B4 B3 B8 59.23(16) . . ? B2 B3 B7 59.32(16) . . ? B4 B3 B7 109.2(2) . . ? B8 B3 B7 63.75(16) . . ? B2 B3 B1 59.06(16) . . ? B4 B3 B1 59.04(16) . . ? B8 B3 B1 108.5(2) . . ? B7 B3 B1 108.7(2) . . ? B2 B3 H3 123.5(14) . . ? B4 B3 H3 121.0(14) . . ? B8 B3 H3 121.5(14) . . ? B7 B3 H3 122.9(14) . . ? B1 B3 H3 119.0(14) . . ? B9 B4 B8 64.92(16) . . ? B9 B4 B10 64.41(16) . . ? B8 B4 B10 114.8(2) . . ? B9 B4 B3 115.9(2) . . ? B8 B4 B3 60.62(16) . . ? B10 B4 B3 112.3(2) . . ? B9 B4 B1 115.5(2) . . ? B8 B4 B1 112.2(2) . . ? B10 B4 B1 60.57(16) . . ? B3 B4 B1 62.13(17) . . ? B9 B4 H4 111.9(13) . . ? B8 B4 H4 117.7(13) . . ? B10 B4 H4 117.4(13) . . ? B3 B4 H4 121.7(13) . . ? B1 B4 H4 121.6(13) . . ? B2 B5 B1 60.06(16) . . ? B2 B5 B6 57.34(15) . . ? B1 B5 B6 109.3(2) . . ? B2 B5 B10 105.2(2) . . ? B1 B5 B10 58.17(15) . . ? B6 B5 B10 112.5(2) . . ? B2 B5 H5 123.9(14) . . ? B1 B5 H5 118.3(13) . . ? B6 B5 H5 121.8(13) . . ? B10 B5 H5 120.0(13) . . ? B2 B5 H10B 124.1(12) . . ? B1 B5 H10B 100.8(11) . . ? B6 B5 H10B 89.0(11) . . ? B10 B5 H10B 44.2(11) . . ? H5 B5 H10B 111.6(18) . . ? N1 B6 B2 112.9(2) . . ? N1 B6 B5 118.5(2) . . ? B2 B6 B5 58.68(16) . . ? N1 B6 B7 119.8(2) . . ? B2 B6 B7 57.84(16) . . ? B5 B6 B7 105.02(18) . . ? N1 B6 H6 108.4(13) . . ? B2 B6 H6 138.6(13) . . ? B5 B6 H6 103.0(13) . . ? B7 B6 H6 99.2(13) . . ? B2 B7 B3 59.82(16) . . ? B2 B7 B8 104.93(19) . . ? B3 B7 B8 58.03(15) . . ? B2 B7 B6 56.92(16) . . ? B3 B7 B6 108.3(2) . . ? B8 B7 B6 111.65(19) . . ? B2 B7 H7 124.3(13) . . ? B3 B7 H7 120.2(13) . . ? B8 B7 H7 121.0(13) . . ? B6 B7 H7 121.3(13) . . ? B2 B7 H8B 126.5(12) . . ? B3 B7 H8B 99.6(12) . . ? B8 B7 H8B 42.4(12) . . ? B6 B7 H8B 92.4(12) . . ? H7 B7 H8B 108.9(18) . . ? B4 B8 B3 60.15(16) . . ? B4 B8 B9 57.11(15) . . ? B3 B8 B9 108.9(2) . . ? B4 B8 B7 105.6(2) . . ? B3 B8 B7 58.22(15) . . ? B9 B8 B7 112.5(2) . . ? B4 B8 H8B 126.8(12) . . ? B3 B8 H8B 99.2(12) . . ? B9 B8 H8B 93.2(12) . . ? B7 B8 H8B 41.8(12) . . ? B4 B8 H8A 122.5(12) . . ? B3 B8 H8A 121.2(13) . . ? B9 B8 H8A 118.5(13) . . ? B7 B8 H8A 122.9(12) . . ? H8B B8 H8A 110.2(17) . . ? N3 B9 B4 112.05(19) . . ? N3 B9 B10 119.76(19) . . ? B4 B9 B10 58.30(15) . . ? N3 B9 B8 118.0(2) . . ? B4 B9 B8 57.97(15) . . ? B10 B9 B8 104.71(18) . . ? N3 B9 H9 107.2(13) . . ? B4 B9 H9 140.7(13) . . ? B10 B9 H9 104.0(13) . . ? B8 B9 H9 100.8(13) . . ? B4 B10 B1 60.20(16) . . ? B4 B10 B9 57.29(15) . . ? B1 B10 B9 109.2(2) . . ? B4 B10 B5 105.16(19) . . ? B1 B10 B5 57.99(15) . . ? B9 B10 B5 112.11(19) . . ? B4 B10 H10A 122.3(14) . . ? B1 B10 H10A 118.4(13) . . ? B9 B10 H10A 120.9(14) . . ? B5 B10 H10A 121.8(14) . . ? B4 B10 H10B 124.4(12) . . ? B1 B10 H10B 102.7(12) . . ? B9 B10 H10B 87.5(12) . . ? B5 B10 H10B 46.4(12) . . ? H10A B10 H10B 112.4(18) . . ? Cl2 C23 Cl1 110.51(17) . . ? Cl2 C23 H23A 109.5 . . ? Cl1 C23 H23A 109.5 . . ? Cl2 C23 H23B 109.5 . . ? Cl1 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 N1 C11 C12 0.9(4) . . . . ? B6 N1 C11 C12 -175.4(2) . . . . ? C15 N1 C11 C16 -179.1(2) . . . . ? B6 N1 C11 C16 4.6(3) . . . . ? N1 C11 C12 C13 0.0(4) . . . . ? C16 C11 C12 C13 -179.9(3) . . . . ? C11 C12 C13 C14 -1.2(4) . . . . ? C12 C13 C14 C15 1.4(4) . . . . ? C11 N1 C15 C14 -0.8(4) . . . . ? B6 N1 C15 C14 175.5(2) . . . . ? C13 C14 C15 N1 -0.4(4) . . . . ? N1 C11 C16 N2 170(3) . . . . ? C12 C11 C16 N2 -10(3) . . . . ? C21 N3 C17 C18 -2.1(4) . . . . ? B9 N3 C17 C18 174.9(2) . . . . ? C21 N3 C17 C22 179.1(2) . . . . ? B9 N3 C17 C22 -3.8(3) . . . . ? N3 C17 C18 C19 0.4(4) . . . . ? C22 C17 C18 C19 179.1(2) . . . . ? C17 C18 C19 C20 1.9(4) . . . . ? C18 C19 C20 C21 -2.5(4) . . . . ? C17 N3 C21 C20 1.5(4) . . . . ? B9 N3 C21 C20 -175.4(2) . . . . ? C19 C20 C21 N3 0.8(4) . . . . ? N3 C17 C22 N4 172(3) . . . . ? C18 C17 C22 N4 -7(3) . . . . ? B4 B1 B2 B6 -69.2(3) . . . . ? B5 B1 B2 B6 34.5(2) . . . . ? B10 B1 B2 B6 -7.2(3) . . . . ? B3 B1 B2 B6 -107.6(2) . . . . ? B4 B1 B2 B7 3.0(3) . . . . ? B5 B1 B2 B7 106.7(2) . . . . ? B10 B1 B2 B7 65.0(3) . . . . ? B3 B1 B2 B7 -35.4(2) . . . . ? B4 B1 B2 B5 -103.7(2) . . . . ? B10 B1 B2 B5 -41.7(2) . . . . ? B3 B1 B2 B5 -142.1(2) . . . . ? B4 B1 B2 B3 38.38(18) . . . . ? B5 B1 B2 B3 142.1(2) . . . . ? B10 B1 B2 B3 100.4(2) . . . . ? B6 B2 B3 B4 67.5(3) . . . . ? B7 B2 B3 B4 103.7(2) . . . . ? B5 B2 B3 B4 -3.3(3) . . . . ? B1 B2 B3 B4 -38.59(18) . . . . ? B6 B2 B3 B8 5.4(3) . . . . ? B7 B2 B3 B8 41.59(19) . . . . ? B5 B2 B3 B8 -65.4(3) . . . . ? B1 B2 B3 B8 -100.7(2) . . . . ? B6 B2 B3 B7 -36.2(2) . . . . ? B5 B2 B3 B7 -107.0(2) . . . . ? B1 B2 B3 B7 -142.3(2) . . . . ? B6 B2 B3 B1 106.1(2) . . . . ? B7 B2 B3 B1 142.3(2) . . . . ? B5 B2 B3 B1 35.25(19) . . . . ? B4 B1 B3 B2 -135.4(2) . . . . ? B5 B1 B3 B2 -33.97(19) . . . . ? B10 B1 B3 B2 -101.7(2) . . . . ? B2 B1 B3 B4 135.4(2) . . . . ? B5 B1 B3 B4 101.4(2) . . . . ? B10 B1 B3 B4 33.65(18) . . . . ? B2 B1 B3 B8 101.5(2) . . . . ? B4 B1 B3 B8 -33.88(18) . . . . ? B5 B1 B3 B8 67.5(2) . . . . ? B10 B1 B3 B8 -0.2(3) . . . . ? B2 B1 B3 B7 33.75(18) . . . . ? B4 B1 B3 B7 -101.6(2) . . . . ? B5 B1 B3 B7 -0.2(3) . . . . ? B10 B1 B3 B7 -68.0(2) . . . . ? B2 B3 B4 B9 -67.9(3) . . . . ? B8 B3 B4 B9 35.5(2) . . . . ? B7 B3 B4 B9 -5.7(3) . . . . ? B1 B3 B4 B9 -106.5(2) . . . . ? B2 B3 B4 B8 -103.4(2) . . . . ? B7 B3 B4 B8 -41.2(2) . . . . ? B1 B3 B4 B8 -142.0(2) . . . . ? B2 B3 B4 B10 3.4(3) . . . . ? B8 B3 B4 B10 106.9(2) . . . . ? B7 B3 B4 B10 65.7(3) . . . . ? B1 B3 B4 B10 -35.15(19) . . . . ? B2 B3 B4 B1 38.59(18) . . . . ? B8 B3 B4 B1 142.0(2) . . . . ? B7 B3 B4 B1 100.8(2) . . . . ? B2 B1 B4 B9 68.9(3) . . . . ? B5 B1 B4 B9 6.6(3) . . . . ? B10 B1 B4 B9 -35.1(2) . . . . ? B3 B1 B4 B9 107.2(2) . . . . ? B2 B1 B4 B8 -2.9(3) . . . . ? B5 B1 B4 B8 -65.2(3) . . . . ? B10 B1 B4 B8 -106.9(2) . . . . ? B3 B1 B4 B8 35.38(19) . . . . ? B2 B1 B4 B10 104.0(2) . . . . ? B5 B1 B4 B10 41.68(19) . . . . ? B3 B1 B4 B10 142.3(2) . . . . ? B2 B1 B4 B3 -38.29(18) . . . . ? B5 B1 B4 B3 -100.6(2) . . . . ? B10 B1 B4 B3 -142.3(2) . . . . ? B6 B2 B5 B1 -145.3(2) . . . . ? B7 B2 B5 B1 -103.0(2) . . . . ? B3 B2 B5 B1 -35.99(19) . . . . ? B7 B2 B5 B6 42.25(19) . . . . ? B3 B2 B5 B6 109.3(2) . . . . ? B1 B2 B5 B6 145.3(2) . . . . ? B6 B2 B5 B10 -107.2(2) . . . . ? B7 B2 B5 B10 -65.0(2) . . . . ? B3 B2 B5 B10 2.0(3) . . . . ? B1 B2 B5 B10 38.02(18) . . . . ? B4 B1 B5 B2 96.1(2) . . . . ? B10 B1 B5 B2 135.6(2) . . . . ? B3 B1 B5 B2 33.60(19) . . . . ? B2 B1 B5 B6 -30.55(19) . . . . ? B4 B1 B5 B6 65.5(2) . . . . ? B10 B1 B5 B6 105.1(2) . . . . ? B3 B1 B5 B6 3.1(3) . . . . ? B2 B1 B5 B10 -135.6(2) . . . . ? B4 B1 B5 B10 -39.54(18) . . . . ? B3 B1 B5 B10 -102.0(2) . . . . ? C15 N1 B6 B2 42.4(3) . . . . ? C11 N1 B6 B2 -141.5(2) . . . . ? C15 N1 B6 B5 -23.3(3) . . . . ? C11 N1 B6 B5 152.9(2) . . . . ? C15 N1 B6 B7 107.3(3) . . . . ? C11 N1 B6 B7 -76.6(3) . . . . ? B7 B2 B6 N1 111.8(2) . . . . ? B5 B2 B6 N1 -110.4(2) . . . . ? B3 B2 B6 N1 146.4(2) . . . . ? B1 B2 B6 N1 -143.6(2) . . . . ? B7 B2 B6 B5 -137.8(2) . . . . ? B3 B2 B6 B5 -103.2(2) . . . . ? B1 B2 B6 B5 -33.2(2) . . . . ? B5 B2 B6 B7 137.8(2) . . . . ? B3 B2 B6 B7 34.6(2) . . . . ? B1 B2 B6 B7 104.6(2) . . . . ? B2 B5 B6 N1 100.9(3) . . . . ? B1 B5 B6 N1 132.4(2) . . . . ? B10 B5 B6 N1 -164.9(2) . . . . ? B1 B5 B6 B2 31.55(19) . . . . ? B10 B5 B6 B2 94.2(2) . . . . ? B2 B5 B6 B7 -36.07(18) . . . . ? B1 B5 B6 B7 -4.5(3) . . . . ? B10 B5 B6 B7 58.1(2) . . . . ? B6 B2 B7 B3 144.3(2) . . . . ? B5 B2 B7 B3 102.6(2) . . . . ? B1 B2 B7 B3 35.9(2) . . . . ? B6 B2 B7 B8 106.4(2) . . . . ? B5 B2 B7 B8 64.7(2) . . . . ? B3 B2 B7 B8 -37.91(18) . . . . ? B1 B2 B7 B8 -2.0(3) . . . . ? B5 B2 B7 B6 -41.72(19) . . . . ? B3 B2 B7 B6 -144.3(2) . . . . ? B1 B2 B7 B6 -108.4(2) . . . . ? B4 B3 B7 B2 -96.4(2) . . . . ? B8 B3 B7 B2 -135.6(2) . . . . ? B1 B3 B7 B2 -33.65(19) . . . . ? B2 B3 B7 B8 135.6(2) . . . . ? B4 B3 B7 B8 39.14(19) . . . . ? B1 B3 B7 B8 101.9(2) . . . . ? B2 B3 B7 B6 31.00(19) . . . . ? B4 B3 B7 B6 -65.5(3) . . . . ? B8 B3 B7 B6 -104.6(2) . . . . ? B1 B3 B7 B6 -2.6(3) . . . . ? N1 B6 B7 B2 -99.8(2) . . . . ? B5 B6 B7 B2 36.45(18) . . . . ? N1 B6 B7 B3 -131.9(2) . . . . ? B2 B6 B7 B3 -32.09(19) . . . . ? B5 B6 B7 B3 4.4(2) . . . . ? N1 B6 B7 B8 166.0(2) . . . . ? B2 B6 B7 B8 -94.1(2) . . . . ? B5 B6 B7 B8 -57.7(2) . . . . ? B9 B4 B8 B3 -144.7(2) . . . . ? B10 B4 B8 B3 -102.7(2) . . . . ? B1 B4 B8 B3 -36.0(2) . . . . ? B10 B4 B8 B9 42.1(2) . . . . ? B3 B4 B8 B9 144.7(2) . . . . ? B1 B4 B8 B9 108.8(2) . . . . ? B9 B4 B8 B7 -107.0(2) . . . . ? B10 B4 B8 B7 -64.9(3) . . . . ? B3 B4 B8 B7 37.75(18) . . . . ? B1 B4 B8 B7 1.8(3) . . . . ? B2 B3 B8 B4 96.5(2) . . . . ? B7 B3 B8 B4 136.1(2) . . . . ? B1 B3 B8 B4 33.81(18) . . . . ? B2 B3 B8 B9 65.7(2) . . . . ? B4 B3 B8 B9 -30.83(18) . . . . ? B7 B3 B8 B9 105.2(2) . . . . ? B1 B3 B8 B9 3.0(2) . . . . ? B2 B3 B8 B7 -39.53(19) . . . . ? B4 B3 B8 B7 -136.1(2) . . . . ? B1 B3 B8 B7 -102.3(2) . . . . ? B2 B7 B8 B4 0.1(2) . . . . ? B3 B7 B8 B4 -38.66(19) . . . . ? B6 B7 B8 B4 60.0(2) . . . . ? B2 B7 B8 B3 38.76(19) . . . . ? B6 B7 B8 B3 98.6(2) . . . . ? B2 B7 B8 B9 -60.3(2) . . . . ? B3 B7 B8 B9 -99.0(2) . . . . ? B6 B7 B8 B9 -0.4(3) . . . . ? C21 N3 B9 B4 -44.4(3) . . . . ? C17 N3 B9 B4 138.7(2) . . . . ? C21 N3 B9 B10 20.7(3) . . . . ? C17 N3 B9 B10 -156.2(2) . . . . ? C21 N3 B9 B8 -108.7(3) . . . . ? C17 N3 B9 B8 74.4(3) . . . . ? B8 B4 B9 N3 -110.1(2) . . . . ? B10 B4 B9 N3 112.3(2) . . . . ? B3 B4 B9 N3 -144.1(2) . . . . ? B1 B4 B9 N3 146.0(2) . . . . ? B8 B4 B9 B10 137.6(2) . . . . ? B3 B4 B9 B10 103.6(2) . . . . ? B1 B4 B9 B10 33.76(19) . . . . ? B10 B4 B9 B8 -137.6(2) . . . . ? B3 B4 B9 B8 -34.0(2) . . . . ? B1 B4 B9 B8 -103.8(2) . . . . ? B4 B8 B9 N3 99.7(2) . . . . ? B3 B8 B9 N3 131.7(2) . . . . ? B7 B8 B9 N3 -165.7(2) . . . . ? B3 B8 B9 B4 31.96(19) . . . . ? B7 B8 B9 B4 94.5(2) . . . . ? B4 B8 B9 B10 -36.38(17) . . . . ? B3 B8 B9 B10 -4.4(2) . . . . ? B7 B8 B9 B10 58.1(2) . . . . ? B9 B4 B10 B1 144.8(2) . . . . ? B8 B4 B10 B1 102.5(2) . . . . ? B3 B4 B10 B1 35.76(19) . . . . ? B8 B4 B10 B9 -42.3(2) . . . . ? B3 B4 B10 B9 -109.1(2) . . . . ? B1 B4 B10 B9 -144.8(2) . . . . ? B9 B4 B10 B5 106.82(19) . . . . ? B8 B4 B10 B5 64.5(2) . . . . ? B3 B4 B10 B5 -2.2(3) . . . . ? B1 B4 B10 B5 -38.01(17) . . . . ? B2 B1 B10 B4 -95.8(2) . . . . ? B5 B1 B10 B4 -135.5(2) . . . . ? B3 B1 B10 B4 -33.49(18) . . . . ? B2 B1 B10 B9 -64.9(3) . . . . ? B4 B1 B10 B9 30.87(18) . . . . ? B5 B1 B10 B9 -104.6(2) . . . . ? B3 B1 B10 B9 -2.6(3) . . . . ? B2 B1 B10 B5 39.7(2) . . . . ? B4 B1 B10 B5 135.5(2) . . . . ? B3 B1 B10 B5 102.0(2) . . . . ? N3 B9 B10 B4 -98.9(2) . . . . ? B8 B9 B10 B4 36.23(17) . . . . ? N3 B9 B10 B1 -130.9(2) . . . . ? B4 B9 B10 B1 -31.95(18) . . . . ? B8 B9 B10 B1 4.3(2) . . . . ? N3 B9 B10 B5 166.8(2) . . . . ? B4 B9 B10 B5 -94.3(2) . . . . ? B8 B9 B10 B5 -58.0(2) . . . . ? B2 B5 B10 B4 0.1(2) . . . . ? B1 B5 B10 B4 39.06(18) . . . . ? B6 B5 B10 B4 -60.4(2) . . . . ? B2 B5 B10 B1 -38.93(19) . . . . ? B6 B5 B10 B1 -99.4(2) . . . . ? B2 B5 B10 B9 60.5(2) . . . . ? B1 B5 B10 B9 99.4(2) . . . . ? B6 B5 B10 B9 0.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.66 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.514 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.054 # Attachment 'Compound3,4,6.CIF' data_jb273 _database_code_depnum_ccdc_archive 'CCDC 662826' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H16 B9 N' _chemical_formula_sum 'C7 H16 B9 N' _chemical_formula_weight 211.50 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.4462(2) _cell_length_b 18.0969(5) _cell_length_c 14.8241(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.5520(10) _cell_angle_gamma 90.00 _cell_volume 2452.84(11) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.055 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9761 _exptl_absorpt_correction_T_max 0.9890 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; PLEASE NOTE cell_measurement_ fields are not relevant to area detector data, the entire data set is used to refine the cell, which is indexed from all observed reflections in a 15 degree phi range. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24295 _diffrn_reflns_av_R_equivalents 0.0673 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4763 _reflns_number_gt 3885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WC (Thornton-Pett, 2000)' _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^)+(0.0445P)^2^+1.1087P] 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 0.014(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4763 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.1224 _refine_ls_wR_factor_gt 0.1135 _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 B1A B 0.6830(2) 0.95683(10) 0.91527(13) 0.0297(4) Uani 1 1 d . . . H1A H 0.6694(18) 1.0154(10) 0.9318(12) 0.035(5) Uiso 1 1 d . . . B2A B 0.6934(2) 0.92908(10) 0.80373(13) 0.0313(4) Uani 1 1 d . . . H2A H 0.6888(19) 0.9680(10) 0.7464(13) 0.040(5) Uiso 1 1 d . . . B3A B 0.8427(2) 0.90852(11) 0.89571(14) 0.0331(4) Uani 1 1 d . . . H3A H 0.954(2) 0.9327(10) 0.9011(13) 0.043(5) Uiso 1 1 d . . . B4A B 0.7933(2) 0.90024(10) 1.00585(13) 0.0312(4) Uani 1 1 d . . . H4A H 0.8624(19) 0.9264(10) 1.0690(12) 0.038(5) Uiso 1 1 d . . . B5A B 0.54314(19) 0.90179(9) 0.84962(12) 0.0267(4) Uani 1 1 d . . . N51A N 0.38524(14) 0.91562(7) 0.79544(9) 0.0262(3) Uani 1 1 d . . . C52A C 0.28336(18) 0.95797(8) 0.81980(11) 0.0289(4) Uani 1 1 d . . . H52A H 0.3087 0.9859 0.8758 0.035 Uiso 1 1 calc R . . C53A C 0.14320(18) 0.96099(9) 0.76423(11) 0.0311(4) Uani 1 1 d . . . H53A H 0.0713 0.9903 0.7821 0.037 Uiso 1 1 calc R . . C54A C 0.10749(18) 0.92087(9) 0.68170(11) 0.0317(4) Uani 1 1 d . . . H54A H 0.0112 0.9230 0.6423 0.038 Uiso 1 1 calc R . . C55A C 0.21314(18) 0.87783(8) 0.65716(11) 0.0298(4) Uani 1 1 d . . . H55A H 0.1900 0.8507 0.6005 0.036 Uiso 1 1 calc R . . C56A C 0.35252(17) 0.87455(8) 0.71543(11) 0.0268(3) Uani 1 1 d . . . C57A C 0.48173(17) 0.82877(9) 0.70648(11) 0.0306(4) Uani 1 1 d . . . H57A H 0.5112 0.8420 0.6490 0.037 Uiso 1 1 calc R . . H57B H 0.4573 0.7755 0.7042 0.037 Uiso 1 1 calc R . . C6A C 0.60378(17) 0.84607(8) 0.79207(11) 0.0281(4) Uani 1 1 d . . . B7A B 0.7689(2) 0.83611(10) 0.81537(14) 0.0329(4) Uani 1 1 d . . . H7A H 0.8423(14) 0.8092(7) 0.7631(9) 0.009(3) Uiso 1 1 d . . . B8A B 0.8443(2) 0.82110(11) 0.94953(14) 0.0336(4) Uani 1 1 d . . . H8A H 0.9441(19) 0.7893(10) 0.9735(12) 0.038(5) Uiso 1 1 d . . . H89A H 0.737(2) 0.7779(10) 0.9501(13) 0.044(5) Uiso 1 1 d . . . B9A B 0.7152(2) 0.81653(10) 1.01722(13) 0.0321(4) Uani 1 1 d . . . H9A H 0.7229(18) 0.7832(10) 1.0799(12) 0.036(5) Uiso 1 1 d . . . H91A H 0.5803(19) 0.8241(10) 0.9721(12) 0.037(5) Uiso 1 1 d . . . B10A B 0.5996(2) 0.89339(10) 0.97929(13) 0.0290(4) Uani 1 1 d . . . H10A H 0.5280(18) 0.9148(9) 1.0225(11) 0.030(4) Uiso 1 1 d . . . B1B B 0.2813(2) 0.13660(10) 0.67614(13) 0.0315(4) Uani 1 1 d . . . H1B H 0.260(2) 0.1202(11) 0.7447(14) 0.052(6) Uiso 1 1 d . . . B2B B 0.3403(2) 0.07323(10) 0.60289(13) 0.0301(4) Uani 1 1 d . . . H2B H 0.3647(19) 0.0148(10) 0.6217(12) 0.039(5) Uiso 1 1 d . . . B3B B 0.1702(2) 0.11475(10) 0.55860(13) 0.0317(4) Uani 1 1 d . . . H3B H 0.0700(18) 0.0810(9) 0.5416(12) 0.032(4) Uiso 1 1 d . . . B4B B 0.1558(2) 0.20513(10) 0.61031(14) 0.0321(4) Uani 1 1 d . . . H4B H 0.054(2) 0.2195(10) 0.6315(12) 0.039(5) Uiso 1 1 d . . . B5B B 0.4505(2) 0.14983(9) 0.65203(13) 0.0288(4) Uani 1 1 d . . . N51B N 0.61009(14) 0.13908(7) 0.70784(9) 0.0280(3) Uani 1 1 d . . . C52B C 0.67039(19) 0.15061(9) 0.79904(11) 0.0336(4) Uani 1 1 d . . . H52B H 0.6102 0.1635 0.8392 0.040 Uiso 1 1 calc R . . C53B C 0.8187(2) 0.14373(9) 0.83419(12) 0.0381(4) Uani 1 1 d . . . H53B H 0.8613 0.1509 0.8988 0.046 Uiso 1 1 calc R . . C54B C 0.90602(19) 0.12625(9) 0.77472(13) 0.0374(4) Uani 1 1 d . . . H54B H 1.0092 0.1238 0.7980 0.045 Uiso 1 1 calc R . . C55B C 0.84306(18) 0.11235(9) 0.68180(12) 0.0339(4) Uani 1 1 d . . . H55B H 0.9019 0.0985 0.6412 0.041 Uiso 1 1 calc R . . C56B C 0.69310(18) 0.11882(8) 0.64861(11) 0.0300(4) Uani 1 1 d . . . C57B C 0.60232(18) 0.10781(9) 0.55108(11) 0.0313(4) Uani 1 1 d . . . H57C H 0.6071 0.0557 0.5316 0.038 Uiso 1 1 calc R . . H57D H 0.6373 0.1400 0.5072 0.038 Uiso 1 1 calc R . . C6B C 0.44702(17) 0.12823(8) 0.55282(11) 0.0286(4) Uani 1 1 d . . . B7B B 0.2979(2) 0.11399(10) 0.48754(13) 0.0313(4) Uani 1 1 d . . . H7B H 0.2716(15) 0.0790(8) 0.4123(10) 0.013(3) Uiso 1 1 d . . . B8B B 0.1667(2) 0.19613(11) 0.49234(13) 0.0320(4) Uani 1 1 d . . . H8B H 0.0773(19) 0.2076(10) 0.4290(12) 0.038(5) Uiso 1 1 d . . . H89B H 0.279(2) 0.2370(11) 0.4952(14) 0.051(6) Uiso 1 1 d . . . B9B B 0.2441(2) 0.27187(10) 0.56307(14) 0.0322(4) Uani 1 1 d . . . H9B H 0.2160(19) 0.3296(10) 0.5483(12) 0.040(5) Uiso 1 1 d . . . H91B H 0.380(2) 0.2648(10) 0.6060(13) 0.046(5) Uiso 1 1 d . . . B10B B 0.3380(2) 0.23082(10) 0.67050(14) 0.0324(4) Uani 1 1 d . . . H10B H 0.3733(19) 0.2637(10) 0.7366(13) 0.040(5) 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 B1A 0.0321(10) 0.0261(9) 0.0299(9) -0.0023(7) 0.0057(8) -0.0029(7) B2A 0.0360(11) 0.0284(9) 0.0298(9) -0.0004(7) 0.0087(8) -0.0036(8) B3A 0.0309(10) 0.0333(10) 0.0352(10) -0.0036(8) 0.0085(8) -0.0036(8) B4A 0.0308(10) 0.0303(9) 0.0294(9) -0.0026(7) 0.0018(8) 0.0011(7) B5A 0.0288(9) 0.0238(8) 0.0259(9) 0.0013(7) 0.0041(7) -0.0009(7) N51A 0.0304(7) 0.0221(6) 0.0247(6) -0.0001(5) 0.0043(5) 0.0000(5) C52A 0.0350(9) 0.0229(7) 0.0282(8) -0.0007(6) 0.0068(7) 0.0016(6) C53A 0.0305(9) 0.0274(8) 0.0342(9) 0.0002(7) 0.0058(7) 0.0014(6) C54A 0.0322(9) 0.0275(8) 0.0323(9) 0.0016(7) 0.0024(7) -0.0017(6) C55A 0.0346(9) 0.0255(8) 0.0268(8) -0.0009(6) 0.0032(7) -0.0042(6) C56A 0.0320(8) 0.0217(7) 0.0259(8) 0.0000(6) 0.0057(6) -0.0028(6) C57A 0.0341(9) 0.0293(8) 0.0267(8) -0.0036(6) 0.0047(7) 0.0006(7) C6A 0.0332(9) 0.0241(8) 0.0259(8) -0.0011(6) 0.0053(7) -0.0016(6) B7A 0.0335(10) 0.0315(9) 0.0327(10) -0.0035(8) 0.0065(8) -0.0009(8) B8A 0.0304(10) 0.0320(10) 0.0353(10) -0.0040(8) 0.0024(8) 0.0028(8) B9A 0.0342(10) 0.0300(9) 0.0290(9) 0.0000(7) 0.0020(8) 0.0018(8) B10A 0.0308(10) 0.0259(9) 0.0283(9) -0.0017(7) 0.0038(8) -0.0008(7) B1B 0.0359(11) 0.0276(9) 0.0312(10) -0.0001(7) 0.0091(8) -0.0021(7) B2B 0.0334(10) 0.0246(9) 0.0309(9) -0.0003(7) 0.0055(8) -0.0026(7) B3B 0.0336(10) 0.0263(9) 0.0331(10) -0.0013(7) 0.0049(8) -0.0027(7) B4B 0.0328(10) 0.0283(9) 0.0359(10) -0.0018(8) 0.0102(8) 0.0006(7) B5B 0.0301(10) 0.0229(8) 0.0324(10) 0.0014(7) 0.0058(8) -0.0005(7) N51B 0.0310(7) 0.0223(6) 0.0301(7) -0.0003(5) 0.0064(6) -0.0009(5) C52B 0.0408(10) 0.0295(8) 0.0282(8) 0.0000(7) 0.0045(7) -0.0008(7) C53B 0.0419(10) 0.0323(9) 0.0347(9) 0.0007(7) -0.0003(8) 0.0008(7) C54B 0.0328(9) 0.0309(9) 0.0439(10) 0.0026(7) 0.0012(8) 0.0016(7) C55B 0.0323(9) 0.0268(8) 0.0424(10) 0.0033(7) 0.0088(7) 0.0021(7) C56B 0.0337(9) 0.0227(8) 0.0329(9) 0.0017(6) 0.0073(7) -0.0004(6) C57B 0.0340(9) 0.0314(8) 0.0284(8) -0.0006(6) 0.0075(7) 0.0020(7) C6B 0.0306(9) 0.0252(8) 0.0298(8) 0.0019(6) 0.0071(7) 0.0002(6) B7B 0.0314(10) 0.0272(9) 0.0336(10) -0.0011(7) 0.0050(8) 0.0006(7) B8B 0.0282(10) 0.0334(10) 0.0331(10) 0.0016(8) 0.0056(8) 0.0011(8) B9B 0.0303(10) 0.0270(9) 0.0399(11) 0.0021(8) 0.0096(8) 0.0031(7) B10B 0.0334(10) 0.0286(9) 0.0363(10) -0.0030(8) 0.0105(8) -0.0001(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1A B5A 1.743(2) . ? B1A B2A 1.755(3) . ? B1A B10A 1.793(3) . ? B1A B4A 1.799(3) . ? B1A B3A 1.829(3) . ? B1A H1A 1.103(18) . ? B2A C6A 1.712(2) . ? B2A B3A 1.738(3) . ? B2A B5A 1.791(3) . ? B2A B7A 1.818(3) . ? B2A H2A 1.096(18) . ? B3A B8A 1.770(3) . ? B3A B7A 1.790(3) . ? B3A B4A 1.814(3) . ? B3A H3A 1.122(19) . ? B4A B9A 1.712(3) . ? B4A B10A 1.777(3) . ? B4A B8A 1.784(3) . ? B4A H4A 1.104(18) . ? B5A C6A 1.523(2) . ? B5A N51A 1.527(2) . ? B5A B10A 1.868(3) . ? N51A C52A 1.349(2) . ? N51A C56A 1.3675(19) . ? C52A C53A 1.374(2) . ? C52A H52A 0.9500 . ? C53A C54A 1.389(2) . ? C53A H53A 0.9500 . ? C54A C55A 1.385(2) . ? C54A H54A 0.9500 . ? C55A C56A 1.383(2) . ? C55A H55A 0.9500 . ? C56A C57A 1.508(2) . ? C57A C6A 1.517(2) . ? C57A H57A 0.9900 . ? C57A H57B 0.9900 . ? C6A B7A 1.521(3) . ? B7A B8A 1.956(3) . ? B7A H7A 1.261(13) . ? B8A B9A 1.765(3) . ? B8A H8A 1.086(18) . ? B8A H89A 1.278(19) . ? B9A B10A 1.770(3) . ? B9A H89A 1.275(19) . ? B9A H9A 1.095(18) . ? B9A H91A 1.289(17) . ? B10A H91A 1.268(18) . ? B10A H10A 1.112(17) . ? B1B B5B 1.740(3) . ? B1B B2B 1.763(3) . ? B1B B10B 1.795(3) . ? B1B B4B 1.821(3) . ? B1B B3B 1.837(3) . ? B1B H1B 1.12(2) . ? B2B C6B 1.713(2) . ? B2B B3B 1.746(3) . ? B2B B5B 1.776(3) . ? B2B B7B 1.812(3) . ? B2B H2B 1.103(18) . ? B3B B8B 1.766(3) . ? B3B B7B 1.790(3) . ? B3B B4B 1.826(3) . ? B3B H3B 1.101(17) . ? B4B B9B 1.714(3) . ? B4B B8B 1.785(3) . ? B4B B10B 1.790(3) . ? B4B H4B 1.112(18) . ? B5B C6B 1.514(2) . ? B5B N51B 1.539(2) . ? B5B B10B 1.871(3) . ? N51B C52B 1.345(2) . ? N51B C56B 1.366(2) . ? C52B C53B 1.373(2) . ? C52B H52B 0.9500 . ? C53B C54B 1.386(3) . ? C53B H53B 0.9500 . ? C54B C55B 1.379(2) . ? C54B H54B 0.9500 . ? C55B C56B 1.383(2) . ? C55B H55B 0.9500 . ? C56B C57B 1.497(2) . ? C57B C6B 1.519(2) . ? C57B H57C 0.9900 . ? C57B H57D 0.9900 . ? C6B B7B 1.518(2) . ? B7B B8B 1.948(3) . ? B7B H7B 1.251(14) . ? B8B B9B 1.768(3) . ? B8B H8B 1.113(17) . ? B8B H89B 1.28(2) . ? B9B B10B 1.779(3) . ? B9B H89B 1.30(2) . ? B9B H9B 1.087(18) . ? B9B H91B 1.289(19) . ? B10B H91B 1.282(19) . ? B10B H10B 1.124(18) . ? 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 B5A B1A B2A 61.60(10) . . ? B5A B1A B10A 63.74(10) . . ? B2A B1A B10A 116.86(13) . . ? B5A B1A B4A 107.89(13) . . ? B2A B1A B4A 112.41(13) . . ? B10A B1A B4A 59.30(10) . . ? B5A B1A B3A 100.25(12) . . ? B2A B1A B3A 57.97(11) . . ? B10A B1A B3A 105.51(13) . . ? B4A B1A B3A 59.98(11) . . ? B5A B1A H1A 124.0(9) . . ? B2A B1A H1A 121.4(9) . . ? B10A B1A H1A 114.0(9) . . ? B4A B1A H1A 117.4(9) . . ? B3A B1A H1A 129.9(9) . . ? C6A B2A B3A 100.06(13) . . ? C6A B2A B1A 101.70(13) . . ? B3A B2A B1A 63.17(11) . . ? C6A B2A B5A 51.47(9) . . ? B3A B2A B5A 101.97(13) . . ? B1A B2A B5A 58.88(10) . . ? C6A B2A B7A 50.94(10) . . ? B3A B2A B7A 60.40(11) . . ? B1A B2A B7A 106.80(13) . . ? B5A B2A B7A 92.19(12) . . ? C6A B2A H2A 124.3(10) . . ? B3A B2A H2A 127.7(10) . . ? B1A B2A H2A 123.0(9) . . ? B5A B2A H2A 126.2(9) . . ? B7A B2A H2A 127.4(10) . . ? B2A B3A B8A 117.26(14) . . ? B2A B3A B7A 62.03(11) . . ? B8A B3A B7A 66.63(11) . . ? B2A B3A B4A 112.48(14) . . ? B8A B3A B4A 59.68(11) . . ? B7A B3A B4A 113.15(14) . . ? B2A B3A B1A 58.86(11) . . ? B8A B3A B1A 105.62(13) . . ? B7A B3A B1A 104.85(13) . . ? B4A B3A B1A 59.17(10) . . ? B2A B3A H3A 122.2(10) . . ? B8A B3A H3A 114.5(10) . . ? B7A B3A H3A 122.3(10) . . ? B4A B3A H3A 114.6(10) . . ? B1A B3A H3A 126.7(10) . . ? B9A B4A B10A 60.95(11) . . ? B9A B4A B8A 60.61(11) . . ? B10A B4A B8A 102.95(13) . . ? B9A B4A B1A 113.20(13) . . ? B10A B4A B1A 60.19(10) . . ? B8A B4A B1A 106.35(13) . . ? B9A B4A B3A 112.12(13) . . ? B10A B4A B3A 106.86(13) . . ? B8A B4A B3A 58.95(11) . . ? B1A B4A B3A 60.85(11) . . ? B9A B4A H4A 118.3(9) . . ? B10A B4A H4A 125.0(9) . . ? B8A B4A H4A 124.8(9) . . ? B1A B4A H4A 119.8(9) . . ? B3A B4A H4A 119.8(9) . . ? C6A B5A N51A 105.62(13) . . ? C6A B5A B1A 110.63(14) . . ? N51A B5A B1A 134.69(14) . . ? C6A B5A B2A 61.58(11) . . ? N51A B5A B2A 121.20(13) . . ? B1A B5A B2A 59.51(10) . . ? C6A B5A B10A 118.19(13) . . ? N51A B5A B10A 122.92(13) . . ? B1A B5A B10A 59.43(10) . . ? B2A B5A B10A 111.39(12) . . ? C52A N51A C56A 121.34(13) . . ? C52A N51A B5A 128.38(13) . . ? C56A N51A B5A 110.20(13) . . ? N51A C52A C53A 120.48(14) . . ? N51A C52A H52A 119.8 . . ? C53A C52A H52A 119.8 . . ? C52A C53A C54A 119.44(15) . . ? C52A C53A H53A 120.3 . . ? C54A C53A H53A 120.3 . . ? C55A C54A C53A 119.59(15) . . ? C55A C54A H54A 120.2 . . ? C53A C54A H54A 120.2 . . ? C56A C55A C54A 119.74(15) . . ? C56A C55A H55A 120.1 . . ? C54A C55A H55A 120.1 . . ? N51A C56A C55A 119.39(14) . . ? N51A C56A C57A 111.30(13) . . ? C55A C56A C57A 129.28(14) . . ? C56A C57A C6A 105.95(13) . . ? C56A C57A H57A 110.5 . . ? C6A C57A H57A 110.5 . . ? C56A C57A H57B 110.5 . . ? C6A C57A H57B 110.5 . . ? H57A C57A H57B 108.7 . . ? C57A C6A B7A 133.30(15) . . ? C57A C6A B5A 106.94(13) . . ? B7A C6A B5A 117.38(14) . . ? C57A C6A B2A 121.21(13) . . ? B7A C6A B2A 68.16(11) . . ? B5A C6A B2A 66.95(11) . . ? C6A B7A B3A 105.68(14) . . ? C6A B7A B2A 60.90(11) . . ? B3A B7A B2A 57.57(10) . . ? C6A B7A B8A 109.74(14) . . ? B3A B7A B8A 56.20(10) . . ? B2A B7A B8A 105.00(12) . . ? C6A B7A H7A 126.7(6) . . ? B3A B7A H7A 120.6(6) . . ? B2A B7A H7A 124.2(6) . . ? B8A B7A H7A 117.1(6) . . ? B9A B8A B3A 111.69(14) . . ? B9A B8A B4A 57.68(11) . . ? B3A B8A B4A 61.37(11) . . ? B9A B8A B7A 117.24(13) . . ? B3A B8A B7A 57.17(10) . . ? B4A B8A B7A 107.01(13) . . ? B9A B8A H8A 117.1(10) . . ? B3A B8A H8A 121.9(10) . . ? B4A B8A H8A 125.9(10) . . ? B7A B8A H8A 118.1(10) . . ? B9A B8A H89A 46.2(9) . . ? B3A B8A H89A 129.2(8) . . ? B4A B8A H89A 100.4(9) . . ? B7A B8A H89A 90.3(9) . . ? H8A B8A H89A 107.3(13) . . ? B4A B9A B8A 61.71(11) . . ? B4A B9A B10A 61.33(11) . . ? B8A B9A B10A 103.98(13) . . ? B4A B9A H89A 104.4(9) . . ? B8A B9A H89A 46.3(8) . . ? B10A B9A H89A 113.1(8) . . ? B4A B9A H9A 129.3(9) . . ? B8A B9A H9A 126.9(9) . . ? B10A B9A H9A 127.4(9) . . ? H89A B9A H9A 111.8(12) . . ? B4A B9A H91A 104.4(8) . . ? B8A B9A H91A 115.7(8) . . ? B10A B9A H91A 45.7(8) . . ? H89A B9A H91A 89.3(11) . . ? H9A B9A H91A 110.2(12) . . ? B9A B10A B4A 57.71(10) . . ? B9A B10A B1A 110.69(14) . . ? B4A B10A B1A 60.51(11) . . ? B9A B10A B5A 112.62(13) . . ? B4A B10A B5A 103.55(13) . . ? B1A B10A B5A 56.83(10) . . ? B9A B10A H91A 46.7(8) . . ? B4A B10A H91A 101.9(8) . . ? B1A B10A H91A 131.4(8) . . ? B5A B10A H91A 89.8(8) . . ? B9A B10A H10A 120.4(9) . . ? B4A B10A H10A 126.2(9) . . ? B1A B10A H10A 119.6(9) . . ? B5A B10A H10A 120.5(9) . . ? H91A B10A H10A 107.3(12) . . ? B5B B1B B2B 60.93(11) . . ? B5B B1B B10B 63.86(11) . . ? B2B B1B B10B 116.40(14) . . ? B5B B1B B4B 107.72(13) . . ? B2B B1B B4B 112.14(13) . . ? B10B B1B B4B 59.33(10) . . ? B5B B1B B3B 99.80(13) . . ? B2B B1B B3B 57.97(10) . . ? B10B B1B B3B 105.44(13) . . ? B4B B1B B3B 59.89(10) . . ? B5B B1B H1B 127.3(10) . . ? B2B B1B H1B 122.7(10) . . ? B10B B1B H1B 114.6(10) . . ? B4B B1B H1B 115.0(10) . . ? B3B B1B H1B 127.6(10) . . ? C6B B2B B3B 99.98(12) . . ? C6B B2B B1B 101.56(12) . . ? B3B B2B B1B 63.14(11) . . ? C6B B2B B5B 51.39(9) . . ? B3B B2B B5B 102.00(12) . . ? B1B B2B B5B 58.90(10) . . ? C6B B2B B7B 50.90(9) . . ? B3B B2B B7B 60.37(11) . . ? B1B B2B B7B 106.69(13) . . ? B5B B2B B7B 92.13(12) . . ? C6B B2B H2B 123.9(9) . . ? B3B B2B H2B 128.5(9) . . ? B1B B2B H2B 123.1(9) . . ? B5B B2B H2B 125.5(9) . . ? B7B B2B H2B 127.7(9) . . ? B2B B3B B8B 117.05(14) . . ? B2B B3B B7B 61.66(11) . . ? B8B B3B B7B 66.43(11) . . ? B2B B3B B4B 112.72(13) . . ? B8B B3B B4B 59.57(11) . . ? B7B B3B B4B 112.72(13) . . ? B2B B3B B1B 58.89(10) . . ? B8B B3B B1B 105.92(13) . . ? B7B B3B B1B 104.53(13) . . ? B4B B3B B1B 59.60(10) . . ? B2B B3B H3B 120.3(9) . . ? B8B B3B H3B 116.2(9) . . ? B7B B3B H3B 121.9(9) . . ? B4B B3B H3B 116.3(9) . . ? B1B B3B H3B 126.1(9) . . ? B9B B4B B8B 60.67(11) . . ? B9B B4B B10B 60.98(11) . . ? B8B B4B B10B 103.12(13) . . ? B9B B4B B1B 112.38(14) . . ? B8B B4B B1B 105.84(13) . . ? B10B B4B B1B 59.64(10) . . ? B9B B4B B3B 111.38(14) . . ? B8B B4B B3B 58.55(10) . . ? B10B B4B B3B 106.16(13) . . ? B1B B4B B3B 60.51(10) . . ? B9B B4B H4B 119.5(9) . . ? B8B B4B H4B 124.4(9) . . ? B10B B4B H4B 126.0(9) . . ? B1B B4B H4B 120.0(9) . . ? B3B B4B H4B 119.3(9) . . ? C6B B5B N51B 105.62(14) . . ? C6B B5B B1B 111.52(14) . . ? N51B B5B B1B 134.31(14) . . ? C6B B5B B2B 62.14(11) . . ? N51B B5B B2B 121.06(13) . . ? B1B B5B B2B 60.17(10) . . ? C6B B5B B10B 118.02(13) . . ? N51B B5B B10B 122.43(13) . . ? B1B B5B B10B 59.50(10) . . ? B2B B5B B10B 112.03(13) . . ? C52B N51B C56B 121.42(14) . . ? C52B N51B B5B 129.13(14) . . ? C56B N51B B5B 109.34(13) . . ? N51B C52B C53B 120.11(16) . . ? N51B C52B H52B 119.9 . . ? C53B C52B H52B 119.9 . . ? C52B C53B C54B 119.53(16) . . ? C52B C53B H53B 120.2 . . ? C54B C53B H53B 120.2 . . ? C55B C54B C53B 120.03(16) . . ? C55B C54B H54B 120.0 . . ? C53B C54B H54B 120.0 . . ? C54B C55B C56B 119.08(17) . . ? C54B C55B H55B 120.5 . . ? C56B C55B H55B 120.5 . . ? N51B C56B C55B 119.74(15) . . ? N51B C56B C57B 111.98(14) . . ? C55B C56B C57B 128.26(16) . . ? C56B C57B C6B 105.81(13) . . ? C56B C57B H57C 110.6 . . ? C6B C57B H57C 110.6 . . ? C56B C57B H57D 110.6 . . ? C6B C57B H57D 110.6 . . ? H57C C57B H57D 108.7 . . ? B5B C6B B7B 116.98(15) . . ? B5B C6B C57B 107.07(13) . . ? B7B C6B C57B 133.91(15) . . ? B5B C6B B2B 66.47(11) . . ? B7B C6B B2B 67.94(11) . . ? C57B C6B B2B 122.82(13) . . ? C6B B7B B3B 106.16(14) . . ? C6B B7B B2B 61.16(11) . . ? B3B B7B B2B 57.97(10) . . ? C6B B7B B8B 110.14(13) . . ? B3B B7B B8B 56.20(10) . . ? B2B B7B B8B 105.54(13) . . ? C6B B7B H7B 126.8(6) . . ? B3B B7B H7B 121.1(6) . . ? B2B B7B H7B 125.6(6) . . ? B8B B7B H7B 115.7(6) . . ? B3B B8B B9B 111.69(14) . . ? B3B B8B B4B 61.88(11) . . ? B9B B8B B4B 57.69(11) . . ? B3B B8B B7B 57.37(10) . . ? B9B B8B B7B 116.18(13) . . ? B4B B8B B7B 107.42(13) . . ? B3B B8B H8B 122.0(9) . . ? B9B B8B H8B 117.9(9) . . ? B4B B8B H8B 126.2(9) . . ? B7B B8B H8B 117.8(9) . . ? B3B B8B H89B 124.2(9) . . ? B9B B8B H89B 47.1(9) . . ? B4B B8B H89B 99.5(9) . . ? B7B B8B H89B 85.1(9) . . ? H8B B8B H89B 111.4(13) . . ? B4B B9B B8B 61.64(11) . . ? B4B B9B B10B 61.61(11) . . ? B8B B9B B10B 104.23(13) . . ? B4B B9B H89B 102.5(9) . . ? B8B B9B H89B 46.4(9) . . ? B10B B9B H89B 109.0(9) . . ? B4B B9B H9B 129.8(10) . . ? B8B B9B H9B 125.6(9) . . ? B10B B9B H9B 128.6(10) . . ? H89B B9B H9B 114.1(13) . . ? B4B B9B H91B 104.8(9) . . ? B8B B9B H91B 115.4(8) . . ? B10B B9B H91B 46.0(9) . . ? H89B B9B H91B 85.5(12) . . ? H9B B9B H91B 110.9(13) . . ? B9B B10B B4B 57.41(11) . . ? B9B B10B B1B 110.53(13) . . ? B4B B10B B1B 61.03(11) . . ? B9B B10B B5B 111.72(13) . . ? B4B B10B B5B 103.55(12) . . ? B1B B10B B5B 56.64(10) . . ? B9B B10B H91B 46.4(8) . . ? B4B B10B H91B 101.1(8) . . ? B1B B10B H91B 130.0(9) . . ? B5B B10B H91B 88.4(9) . . ? B9B B10B H10B 122.1(9) . . ? B4B B10B H10B 127.6(9) . . ? B1B B10B H10B 119.3(9) . . ? B5B B10B H10B 119.2(9) . . ? H91B B10B H10B 108.5(13) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.338 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.046 data_jb1123 _database_code_depnum_ccdc_archive 'CCDC 662827' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H17 B10 N' _chemical_formula_sum 'C7 H17 B10 N' _chemical_formula_weight 223.32 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' 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 P21/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 7.24630(10) _cell_length_b 19.2570(5) _cell_length_c 9.4835(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.977(2) _cell_angle_gamma 90.00 _cell_volume 1299.13(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.142 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 0.054 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9665 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; PLEASE NOTE cell_measurement_ fields are not relevant to area detector data, the entire data set is used to refine the cell, which is indexed from all observed reflections in a 15 degree phi range. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18848 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.06 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2481 _reflns_number_gt 2372 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WC (Thornton-Pett, 2000)' _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^)+(0.0807P)^2^+1.7174P] 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 2481 _refine_ls_number_parameters 207 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0882 _refine_ls_R_factor_gt 0.0856 _refine_ls_wR_factor_ref 0.2077 _refine_ls_wR_factor_gt 0.2058 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 N73 N 0.3536(3) 0.38825(10) 0.0885(2) 0.0308(5) Uani 1 1 d . . . C74 C 0.3181(4) 0.42431(13) 0.2030(3) 0.0370(6) Uani 1 1 d . . . H74 H 0.2072 0.4515 0.1947 0.044 Uiso 1 1 calc R . . C7 C 0.3407(3) 0.33555(13) -0.1485(3) 0.0332(6) Uani 1 1 d . . . B8 B 0.2284(4) 0.38741(14) -0.0617(3) 0.0308(6) Uani 1 1 d . . . H89 H 0.087(4) 0.3573(15) -0.058(3) 0.038(7) Uiso 1 1 d . . . C75 C 0.4444(4) 0.42132(14) 0.3321(3) 0.0422(7) Uani 1 1 d . . . H75 H 0.4199 0.4453 0.4142 0.051 Uiso 1 1 calc R . . C72 C 0.5056(4) 0.34854(13) 0.0951(3) 0.0367(6) Uani 1 1 d . . . C71 C 0.5104(4) 0.30941(14) -0.0417(3) 0.0384(6) Uani 1 1 d . . . H71A H 0.5012 0.2588 -0.0266 0.046 Uiso 1 1 calc R . . H71B H 0.6282 0.3192 -0.0765 0.046 Uiso 1 1 calc R . . C76 C 0.6056(4) 0.38306(15) 0.3393(3) 0.0484(7) Uani 1 1 d . . . H76 H 0.6963 0.3822 0.4260 0.058 Uiso 1 1 calc R . . B9 B -0.0249(4) 0.39167(15) -0.1270(3) 0.0359(6) Uani 1 1 d . . . H80 H -0.133(5) 0.4134(18) -0.067(3) 0.056(9) Uiso 1 1 d . . . C77 C 0.6376(4) 0.34583(16) 0.2218(3) 0.0465(7) Uani 1 1 d . . . H77 H 0.7484 0.3188 0.2277 0.056 Uiso 1 1 calc R . . B5 B -0.0329(4) 0.40982(17) -0.3074(3) 0.0393(7) Uani 1 1 d . . . H85 H -0.168(5) 0.4380(19) -0.363(4) 0.064(10) Uiso 1 1 d . . . B4 B 0.1338(4) 0.45530(15) -0.1777(3) 0.0361(6) Uani 1 1 d . . . H79 H 0.124(4) 0.5114(17) -0.138(3) 0.054(9) Uiso 1 1 d . . . B3 B 0.3559(4) 0.42064(16) -0.1923(3) 0.0389(7) Uani 1 1 d . . . H88 H 0.490(5) 0.4493(18) -0.150(4) 0.056(9) Uiso 1 1 d . . . B1 B 0.1865(4) 0.43097(17) -0.3495(3) 0.0387(7) Uani 1 1 d . . . H81 H 0.196(4) 0.4695(15) -0.430(3) 0.041(7) Uiso 1 1 d . . . B11 B 0.1890(5) 0.28737(16) -0.2613(3) 0.0401(7) Uani 1 1 d . . . H86 H 0.204(5) 0.240(2) -0.285(4) 0.060(10) Uiso 1 1 d . . . H101 H 0.039(5) 0.2851(18) -0.182(4) 0.061(10) Uiso 1 1 d . . . B6 B 0.0876(5) 0.34764(17) -0.3981(3) 0.0418(7) Uani 1 1 d . . . H83 H 0.041(5) 0.336(2) -0.513(4) 0.080(12) Uiso 1 1 d . . . B10 B -0.0524(4) 0.32161(17) -0.2718(4) 0.0428(7) Uani 1 1 d . . . H84 H -0.199(5) 0.2958(19) -0.314(4) 0.064(10) Uiso 1 1 d . . . B2 B 0.3296(4) 0.35565(17) -0.3223(3) 0.0389(7) Uani 1 1 d . . . H87 H 0.453(4) 0.3399(16) -0.372(3) 0.043(8) 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 N73 0.0342(11) 0.0256(9) 0.0296(10) 0.0053(8) -0.0018(8) -0.0058(8) C74 0.0389(14) 0.0340(13) 0.0380(14) 0.0042(10) 0.0067(11) -0.0020(10) C7 0.0323(12) 0.0309(12) 0.0361(13) 0.0069(10) 0.0060(10) 0.0036(9) B8 0.0330(14) 0.0286(13) 0.0293(13) 0.0016(10) 0.0024(10) -0.0005(10) C75 0.0562(17) 0.0367(14) 0.0326(13) -0.0004(10) 0.0052(12) -0.0068(12) C72 0.0373(13) 0.0367(13) 0.0358(13) 0.0080(10) 0.0064(10) -0.0020(10) C71 0.0372(14) 0.0380(13) 0.0403(14) 0.0061(11) 0.0078(11) 0.0078(11) C76 0.0487(16) 0.0468(16) 0.0402(15) 0.0055(12) -0.0159(12) -0.0051(13) B9 0.0278(13) 0.0382(15) 0.0391(15) -0.0021(12) -0.0002(11) 0.0021(11) C77 0.0385(15) 0.0493(16) 0.0471(16) 0.0078(13) -0.0040(12) 0.0068(12) B5 0.0359(15) 0.0409(15) 0.0380(15) -0.0045(12) -0.0010(12) 0.0087(12) B4 0.0401(15) 0.0332(14) 0.0326(14) -0.0012(11) 0.0008(11) -0.0024(12) B3 0.0393(16) 0.0391(15) 0.0379(15) 0.0092(12) 0.0063(12) -0.0009(12) B1 0.0399(16) 0.0440(16) 0.0300(14) 0.0030(12) 0.0013(11) 0.0074(12) B11 0.0440(17) 0.0367(15) 0.0395(16) -0.0034(12) 0.0081(13) 0.0071(13) B6 0.0436(17) 0.0437(16) 0.0341(15) -0.0081(13) -0.0030(12) 0.0096(13) B10 0.0364(16) 0.0416(16) 0.0466(17) -0.0110(14) -0.0018(13) 0.0003(13) B2 0.0400(16) 0.0442(16) 0.0333(14) 0.0062(12) 0.0092(12) 0.0098(13) _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 N73 C72 1.332(3) . ? N73 C74 1.354(3) . ? N73 B8 1.536(3) . ? C74 C75 1.383(4) . ? C74 H74 0.9500 . ? C7 C71 1.522(3) . ? C7 B8 1.610(4) . ? C7 B11 1.663(4) . ? C7 B2 1.679(4) . ? C7 B3 1.699(4) . ? B8 B4 1.761(4) . ? B8 B3 1.798(4) . ? B8 B9 1.824(4) . ? B8 H89 1.19(3) . ? C75 C76 1.372(4) . ? C75 H75 0.9500 . ? C72 C77 1.387(4) . ? C72 C71 1.507(4) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C76 C77 1.381(4) . ? C76 H76 0.9500 . ? B9 B5 1.737(4) . ? B9 B4 1.807(4) . ? B9 B10 1.908(4) . ? B9 H89 1.15(3) . ? B9 H80 1.13(3) . ? C77 H77 0.9500 . ? B5 B10 1.743(5) . ? B5 B1 1.758(5) . ? B5 B4 1.781(4) . ? B5 B6 1.795(4) . ? B5 H85 1.15(4) . ? B4 B3 1.772(4) . ? B4 B1 1.804(4) . ? B4 H79 1.15(3) . ? B3 B2 1.741(5) . ? B3 B1 1.752(4) . ? B3 H88 1.12(3) . ? B1 B2 1.773(4) . ? B1 B6 1.782(5) . ? B1 H81 1.08(3) . ? B11 B6 1.791(4) . ? B11 B2 1.823(5) . ? B11 B10 1.854(4) . ? B11 H86 0.95(4) . ? B11 H101 1.43(3) . ? B6 B2 1.771(4) . ? B6 B10 1.783(5) . ? B6 H83 1.10(4) . ? B10 H101 1.20(4) . ? B10 H84 1.17(4) . ? B2 H87 1.13(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 C72 N73 C74 122.5(2) . . ? C72 N73 B8 112.0(2) . . ? C74 N73 B8 125.5(2) . . ? N73 C74 C75 119.6(2) . . ? N73 C74 H74 120.2 . . ? C75 C74 H74 120.2 . . ? C71 C7 B8 106.7(2) . . ? C71 C7 B11 126.5(2) . . ? B8 C7 B11 109.8(2) . . ? C71 C7 B2 127.6(2) . . ? B8 C7 B2 115.12(19) . . ? B11 C7 B2 66.11(19) . . ? C71 C7 B3 113.6(2) . . ? B8 C7 B3 65.76(17) . . ? B11 C7 B3 116.5(2) . . ? B2 C7 B3 62.05(17) . . ? N73 B8 C7 102.4(2) . . ? N73 B8 B4 131.5(2) . . ? C7 B8 B4 108.4(2) . . ? N73 B8 B3 110.2(2) . . ? C7 B8 B3 59.50(16) . . ? B4 B8 B3 59.70(16) . . ? N73 B8 B9 133.9(2) . . ? C7 B8 B9 115.3(2) . . ? B4 B8 B9 60.50(16) . . ? B3 B8 B9 111.5(2) . . ? N73 B8 H89 110.0(14) . . ? C7 B8 H89 103.6(14) . . ? B4 B8 H89 98.3(14) . . ? B3 B8 H89 139.0(14) . . ? B9 B8 H89 37.8(14) . . ? C76 C75 C74 118.7(3) . . ? C76 C75 H75 120.7 . . ? C74 C75 H75 120.7 . . ? N73 C72 C77 119.3(2) . . ? N73 C72 C71 113.6(2) . . ? C77 C72 C71 127.0(2) . . ? C72 C71 C7 105.0(2) . . ? C72 C71 H71A 110.7 . . ? C7 C71 H71A 110.7 . . ? C72 C71 H71B 110.7 . . ? C7 C71 H71B 110.7 . . ? H71A C71 H71B 108.8 . . ? C75 C76 C77 120.7(2) . . ? C75 C76 H76 119.6 . . ? C77 C76 H76 119.6 . . ? B5 B9 B4 60.32(17) . . ? B5 B9 B8 100.7(2) . . ? B4 B9 B8 58.04(15) . . ? B5 B9 B10 56.92(17) . . ? B4 B9 B10 105.8(2) . . ? B8 B9 B10 99.97(19) . . ? B5 B9 H89 124.3(14) . . ? B4 B9 H89 97.3(14) . . ? B8 B9 H89 39.3(14) . . ? B10 B9 H89 88.1(14) . . ? B5 B9 H80 121.5(17) . . ? B4 B9 H80 114.8(17) . . ? B8 B9 H80 126.6(17) . . ? B10 B9 H80 129.3(17) . . ? H89 B9 H80 114(2) . . ? C76 C77 C72 119.0(3) . . ? C76 C77 H77 120.5 . . ? C72 C77 H77 120.5 . . ? B9 B5 B10 66.49(19) . . ? B9 B5 B1 114.1(2) . . ? B10 B5 B1 112.3(2) . . ? B9 B5 B4 61.80(17) . . ? B10 B5 B4 114.5(2) . . ? B1 B5 B4 61.28(17) . . ? B9 B5 B6 114.2(2) . . ? B10 B5 B6 60.51(19) . . ? B1 B5 B6 60.19(18) . . ? B4 B5 B6 109.4(2) . . ? B9 B5 H85 114.5(17) . . ? B10 B5 H85 117.1(18) . . ? B1 B5 H85 120.6(18) . . ? B4 B5 H85 119.3(18) . . ? B6 B5 H85 122.6(18) . . ? B8 B4 B3 61.17(16) . . ? B8 B4 B5 101.5(2) . . ? B3 B4 B5 105.5(2) . . ? B8 B4 B1 104.3(2) . . ? B3 B4 B1 58.68(17) . . ? B5 B4 B1 58.73(17) . . ? B8 B4 B9 61.47(16) . . ? B3 B4 B9 113.5(2) . . ? B5 B4 B9 57.88(17) . . ? B1 B4 B9 108.6(2) . . ? B8 B4 H79 122.1(16) . . ? B3 B4 H79 119.5(16) . . ? B5 B4 H79 127.8(16) . . ? B1 B4 H79 125.3(16) . . ? B9 B4 H79 117.8(16) . . ? C7 B3 B2 58.42(16) . . ? C7 B3 B1 104.5(2) . . ? B2 B3 B1 60.98(18) . . ? C7 B3 B4 104.0(2) . . ? B2 B3 B4 110.3(2) . . ? B1 B3 B4 61.58(17) . . ? C7 B3 B8 54.74(15) . . ? B2 B3 B8 103.3(2) . . ? B1 B3 B8 104.9(2) . . ? B4 B3 B8 59.13(16) . . ? C7 B3 H88 118.6(17) . . ? B2 B3 H88 125.4(17) . . ? B1 B3 H88 131.9(17) . . ? B4 B3 H88 121.5(17) . . ? B8 B3 H88 116.7(17) . . ? B3 B1 B5 107.3(2) . . ? B3 B1 B2 59.20(17) . . ? B5 B1 B2 107.8(2) . . ? B3 B1 B6 107.5(2) . . ? B5 B1 B6 60.92(18) . . ? B2 B1 B6 59.74(18) . . ? B3 B1 B4 59.74(17) . . ? B5 B1 B4 59.99(17) . . ? B2 B1 B4 107.4(2) . . ? B6 B1 B4 108.9(2) . . ? B3 B1 H81 123.7(16) . . ? B5 B1 H81 120.2(15) . . ? B2 B1 H81 123.4(16) . . ? B6 B1 H81 120.7(16) . . ? B4 B1 H81 121.1(16) . . ? C7 B11 B6 103.5(2) . . ? C7 B11 B2 57.37(16) . . ? B6 B11 B2 58.66(18) . . ? C7 B11 B10 109.7(2) . . ? B6 B11 B10 58.55(18) . . ? B2 B11 B10 107.8(2) . . ? C7 B11 H86 127(2) . . ? B6 B11 H86 120(2) . . ? B2 B11 H86 121(2) . . ? B10 B11 H86 119(2) . . ? C7 B11 H101 98.9(14) . . ? B6 B11 H101 98.7(14) . . ? B2 B11 H101 135.5(14) . . ? B10 B11 H101 40.3(14) . . ? H86 B11 H101 103(3) . . ? B2 B6 B1 59.87(18) . . ? B2 B6 B10 113.4(2) . . ? B1 B6 B10 109.3(2) . . ? B2 B6 B11 61.58(17) . . ? B1 B6 B11 107.9(2) . . ? B10 B6 B11 62.50(19) . . ? B2 B6 B5 106.3(2) . . ? B1 B6 B5 58.89(17) . . ? B10 B6 B5 58.31(18) . . ? B11 B6 B5 104.8(2) . . ? B2 B6 H83 121(2) . . ? B1 B6 H83 118(2) . . ? B10 B6 H83 120(2) . . ? B11 B6 H83 126(2) . . ? B5 B6 H83 121(2) . . ? B5 B10 B6 61.18(19) . . ? B5 B10 B11 104.3(2) . . ? B6 B10 B11 58.94(17) . . ? B5 B10 B9 56.59(16) . . ? B6 B10 B9 106.9(2) . . ? B11 B10 B9 104.2(2) . . ? B5 B10 H101 130.9(17) . . ? B6 B10 H101 109.4(17) . . ? B11 B10 H101 50.6(16) . . ? B9 B10 H101 86.4(17) . . ? B5 B10 H84 116.7(18) . . ? B6 B10 H84 118.9(17) . . ? B11 B10 H84 130.6(18) . . ? B9 B10 H84 120.7(17) . . ? H101 B10 H84 110(2) . . ? C7 B2 B3 59.52(16) . . ? C7 B2 B6 103.7(2) . . ? B3 B2 B6 108.5(2) . . ? C7 B2 B1 104.4(2) . . ? B3 B2 B1 59.82(17) . . ? B6 B2 B1 60.39(17) . . ? C7 B2 B11 56.51(16) . . ? B3 B2 B11 106.6(2) . . ? B6 B2 B11 59.75(18) . . ? B1 B2 B11 106.8(2) . . ? C7 B2 H87 116.9(15) . . ? B3 B2 H87 119.9(15) . . ? B6 B2 H87 127.6(15) . . ? B1 B2 H87 130.4(15) . . ? B11 B2 H87 118.2(15) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.572 _refine_diff_density_min -0.212 _refine_diff_density_rms 0.055 data_jb283d41 _database_code_depnum_ccdc_archive 'CCDC 662828' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H22 B10 N2' _chemical_formula_sum 'C14 H22 B10 N2' _chemical_formula_weight 326.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4816(6) _cell_length_b 7.6778(5) _cell_length_c 17.3180(15) _cell_angle_alpha 91.653(5) _cell_angle_beta 91.057(3) _cell_angle_gamma 113.286(4) _cell_volume 912.89(12) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 19077 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour Orange-red _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.188 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 340 _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9976 _exptl_absorpt_correction_T_max 0.9994 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Crysta (1995), A51, 33-38 ; _exptl_special_details ; PLEASE NOTE cell_measurement_ fields are not relevant to area detector data, the entire data set is used to refine the cell, which is indexed from all observed reflections in a 10 degree phi range. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_probe x-ray _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enraf Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius KappaCCD area detector' _diffrn_measurement_method 'Phi and Omega scans to fill Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19884 _diffrn_reflns_av_R_equivalents 0.1469 _diffrn_reflns_av_sigmaI/netI 0.1208 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.39 _reflns_number_total 4101 _reflns_number_gt 2238 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; DENZO (Otwinowski and Minor, 1997 COLLECT (Hooft, 1998) ; _computing_cell_refinement ; DENZO (Otwinowski and Minor, 1997 COLLECT (Hooft, 1998) ; _computing_data_reduction ; DENZO (Otwinowski and Minor, 1997 COLLECT (Hooft, 1998) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst (1997), 30, 565. CorelDraw 11, Corel Corporation. ; _computing_publication_material ; CCDC (2003). enCIFer - a program for CIF editing. CCDC, 12 Union Road, Cambridge, UK. ; _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^)+(0.0799P)^2^+0.3029P] 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 4101 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1546 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.1951 _refine_ls_wR_factor_gt 0.1647 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 N9 N 0.0699(3) 0.7596(3) 0.06083(12) 0.0295(5) Uani 1 1 d . . . N6 N 0.2702(3) 0.6053(3) 0.41952(13) 0.0317(6) Uani 1 1 d . . . C92 C 0.1790(4) 0.8534(4) 0.00236(15) 0.0338(7) Uani 1 1 d . . . H92 H 0.3129 0.9293 0.0130 0.041 Uiso 1 1 calc R . . C93 C 0.1070(4) 0.8450(4) -0.07138(16) 0.0357(7) Uani 1 1 d . . . H93 H 0.1893 0.9149 -0.1105 0.043 Uiso 1 1 calc R . . C94 C -0.0859(4) 0.7342(4) -0.08838(16) 0.0351(7) Uani 1 1 d . . . H94 H -0.1389 0.7263 -0.1393 0.042 Uiso 1 1 calc R . . C95 C -0.2005(4) 0.6352(4) -0.03016(16) 0.0344(7) Uani 1 1 d . . . H95 H -0.3339 0.5574 -0.0408 0.041 Uiso 1 1 calc R . . C96 C -0.1218(4) 0.6485(3) 0.04420(15) 0.0286(6) Uani 1 1 d . . . C97 C -0.2396(4) 0.5469(4) 0.10517(16) 0.0337(7) Uani 1 1 d . . . C98 C -0.3466(5) 0.4579(4) 0.15273(18) 0.0406(8) Uani 1 1 d . . . C61 C 0.3795(4) 0.7001(4) 0.48224(16) 0.0375(7) Uani 1 1 d . . . H61 H 0.4662 0.8289 0.4781 0.045 Uiso 1 1 calc R . . C62 C 0.3688(4) 0.6160(4) 0.55138(17) 0.0407(7) Uani 1 1 d . . . H62 H 0.4473 0.6856 0.5946 0.049 Uiso 1 1 calc R . . C63 C 0.2414(4) 0.4264(4) 0.55813(17) 0.0418(8) Uani 1 1 d . . . H63 H 0.2313 0.3662 0.6060 0.050 Uiso 1 1 calc R . . C64 C 0.1321(4) 0.3295(4) 0.49514(17) 0.0397(7) Uani 1 1 d . . . H64 H 0.0463 0.2002 0.4988 0.048 Uiso 1 1 calc R . . C66 C 0.0386(4) 0.3453(4) 0.35323(17) 0.0406(7) Uani 1 1 d . . . H66 H -0.0538 0.1977 0.3453 0.049 Uiso 1 1 d R . . C65 C 0.1453(4) 0.4186(4) 0.42551(16) 0.0335(7) Uani 1 1 d . . . C67 C 0.0908(4) 0.4825(4) 0.29985(17) 0.0385(7) Uani 1 1 d . . . B1 B 0.3317(5) 1.0575(4) 0.27079(18) 0.0318(7) Uani 1 1 d . . . H1 H 0.3644 1.2088 0.2886 0.038 Uiso 1 1 calc R . . B2 B 0.4114(5) 0.9100(4) 0.32512(19) 0.0331(7) Uani 1 1 d . . . H2 H 0.5026 0.9708 0.3790 0.040 Uiso 1 1 calc R . . B3 B 0.5182(5) 0.9819(5) 0.23592(18) 0.0327(7) Uani 1 1 d . . . H3 H 0.6735 1.0828 0.2307 0.039 Uiso 1 1 calc R . . B4 B 0.3268(5) 0.9801(4) 0.17384(18) 0.0314(7) Uani 1 1 d . . . H4 H 0.3602 1.0870 0.1278 0.038 Uiso 1 1 calc R . . B5 B 0.1633(5) 0.8729(5) 0.32349(19) 0.0350(8) Uani 1 1 d . . . B6 B 0.2516(5) 0.6735(4) 0.33581(18) 0.0324(7) Uani 1 1 d . . . B7 B 0.4643(5) 0.7482(5) 0.26690(19) 0.0346(8) Uani 1 1 d . . . B8 B 0.4103(5) 0.7971(5) 0.16432(19) 0.0338(7) Uani 1 1 d . . . B9 B 0.1522(5) 0.7639(5) 0.14471(19) 0.0316(7) Uani 1 1 d . . . B10 B 0.1076(5) 0.9188(4) 0.22155(19) 0.0340(8) Uani 1 1 d . . . H8 H 0.498(4) 0.773(3) 0.1178(14) 0.028(7) Uiso 1 1 d . . . H5 H 0.097(4) 0.914(4) 0.3727(16) 0.037(7) Uiso 1 1 d . . . H10 H -0.006(4) 0.969(4) 0.2114(15) 0.034(7) Uiso 1 1 d . . . H7 H 0.584(4) 0.702(4) 0.2803(16) 0.042(8) Uiso 1 1 d . . . H9 H 0.051(5) 0.627(4) 0.1724(18) 0.064(10) Uiso 1 1 d . . . H98 H -0.442(5) 0.372(5) 0.193(2) 0.074(11) Uiso 1 1 d . . . H78 H 0.349(4) 0.654(4) 0.2061(16) 0.042(8) Uiso 1 1 d . . . H510 H 0.042(4) 0.777(4) 0.2692(16) 0.040(8) Uiso 1 1 d . . . H67 H 0.0088 0.4414 0.2444 0.074(11) 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 N9 0.0262(13) 0.0293(11) 0.0315(13) 0.0056(10) 0.0012(10) 0.0089(10) N6 0.0291(13) 0.0347(12) 0.0335(13) 0.0065(10) 0.0001(10) 0.0147(10) C92 0.0305(16) 0.0366(15) 0.0319(16) 0.0089(12) 0.0023(13) 0.0101(13) C93 0.0370(17) 0.0345(15) 0.0329(16) 0.0040(12) 0.0012(13) 0.0111(13) C94 0.0409(18) 0.0363(15) 0.0311(16) 0.0006(12) -0.0032(13) 0.0186(14) C95 0.0295(16) 0.0336(15) 0.0384(17) -0.0033(12) -0.0063(13) 0.0114(13) C96 0.0252(15) 0.0268(13) 0.0335(16) 0.0005(11) 0.0033(12) 0.0100(12) C97 0.0301(16) 0.0311(14) 0.0369(17) 0.0011(13) 0.0013(13) 0.0089(13) C98 0.0362(18) 0.0378(16) 0.0435(19) 0.0092(15) -0.0024(15) 0.0096(14) C61 0.0358(17) 0.0398(16) 0.0354(17) 0.0067(13) -0.0038(14) 0.0133(14) C62 0.0410(18) 0.0471(17) 0.0325(17) 0.0070(13) -0.0037(13) 0.0158(15) C63 0.0440(19) 0.0514(19) 0.0362(18) 0.0185(14) 0.0079(14) 0.0242(16) C64 0.0390(18) 0.0399(16) 0.0404(18) 0.0100(14) 0.0062(14) 0.0151(14) C66 0.0375(18) 0.0382(16) 0.0428(18) 0.0015(14) 0.0008(14) 0.0116(14) C65 0.0314(16) 0.0370(15) 0.0358(17) 0.0093(12) 0.0046(13) 0.0167(13) C67 0.0395(18) 0.0403(16) 0.0349(17) 0.0063(13) 0.0015(14) 0.0147(14) B1 0.0340(18) 0.0333(16) 0.0270(17) 0.0085(13) 0.0037(14) 0.0117(14) B2 0.0308(18) 0.0333(17) 0.0309(18) 0.0062(13) 0.0016(14) 0.0075(14) B3 0.0263(17) 0.0414(18) 0.0277(17) 0.0043(14) -0.0010(14) 0.0104(14) B4 0.0265(17) 0.0340(17) 0.0297(17) 0.0050(13) 0.0011(13) 0.0075(14) B5 0.037(2) 0.0363(18) 0.0323(19) 0.0092(15) 0.0070(15) 0.0146(15) B6 0.0331(18) 0.0364(17) 0.0284(17) 0.0109(13) -0.0007(14) 0.0138(15) B7 0.0318(18) 0.0405(18) 0.0320(18) 0.0024(14) -0.0049(14) 0.0152(15) B8 0.0300(18) 0.0402(18) 0.0317(18) 0.0041(14) -0.0021(14) 0.0144(15) B9 0.0250(17) 0.0363(17) 0.0314(17) 0.0055(14) -0.0054(13) 0.0100(14) B10 0.0309(18) 0.0345(17) 0.0376(19) 0.0136(14) 0.0039(14) 0.0130(15) _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 N9 C92 1.348(3) . ? N9 C96 1.368(3) . ? N9 B9 1.561(4) . ? N6 C61 1.352(3) . ? N6 C65 1.375(3) . ? N6 B6 1.578(4) . ? C92 C93 1.367(4) . ? C92 H92 0.9500 . ? C93 C94 1.376(4) . ? C93 H93 0.9500 . ? C94 C95 1.375(4) . ? C94 H94 0.9500 . ? C95 C96 1.390(4) . ? C95 H95 0.9500 . ? C96 C97 1.427(4) . ? C97 C98 1.188(4) . ? C98 H98 1.05(4) . ? C61 C62 1.365(4) . ? C61 H61 0.9500 . ? C62 C63 1.399(4) . ? C62 H62 0.9500 . ? C63 C64 1.360(4) . ? C63 H63 0.9500 . ? C64 C65 1.389(4) . ? C64 H64 0.9500 . ? C66 C67 1.364(4) . ? C66 C65 1.445(4) . ? C66 H66 1.0721 . ? C67 B6 1.584(4) . ? C67 H67 1.098(3) . ? B1 B4 1.760(4) . ? B1 B2 1.760(4) . ? B1 B5 1.770(4) . ? B1 B10 1.776(5) . ? B1 B3 1.817(5) . ? B1 H1 1.1200 . ? B2 B7 1.746(5) . ? B2 B6 1.753(4) . ? B2 B3 1.754(4) . ? B2 B5 1.762(5) . ? B2 H2 1.1200 . ? B3 B4 1.770(4) . ? B3 B8 1.777(5) . ? B3 B7 1.778(4) . ? B3 H3 1.1200 . ? B4 B9 1.711(4) . ? B4 B10 1.748(5) . ? B4 B8 1.753(4) . ? B4 H4 1.1200 . ? B5 B10 1.881(4) . ? B5 B6 1.907(4) . ? B5 H5 1.09(3) . ? B5 H510 1.28(3) . ? B6 B7 1.917(5) . ? B7 B8 1.895(5) . ? B7 H7 1.11(3) . ? B7 H78 1.34(3) . ? B8 B9 1.868(4) . ? B8 H8 1.11(3) . ? B8 H78 1.27(3) . ? B9 B10 1.880(5) . ? B9 H9 1.15(3) . ? B10 H10 1.08(3) . ? B10 H510 1.32(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 C92 N9 C96 117.5(2) . . ? C92 N9 B9 123.8(2) . . ? C96 N9 B9 118.7(2) . . ? C61 N6 C65 119.0(2) . . ? C61 N6 B6 130.9(2) . . ? C65 N6 B6 110.0(2) . . ? N9 C92 C93 123.4(3) . . ? N9 C92 H92 118.3 . . ? C93 C92 H92 118.3 . . ? C92 C93 C94 119.4(3) . . ? C92 C93 H93 120.3 . . ? C94 C93 H93 120.3 . . ? C95 C94 C93 118.6(3) . . ? C95 C94 H94 120.7 . . ? C93 C94 H94 120.7 . . ? C94 C95 C96 120.3(3) . . ? C94 C95 H95 119.9 . . ? C96 C95 H95 119.9 . . ? N9 C96 C95 120.9(2) . . ? N9 C96 C97 118.4(2) . . ? C95 C96 C97 120.7(2) . . ? C98 C97 C96 176.0(3) . . ? C97 C98 H98 176.5(19) . . ? N6 C61 C62 121.9(3) . . ? N6 C61 H61 119.1 . . ? C62 C61 H61 119.1 . . ? C61 C62 C63 119.5(3) . . ? C61 C62 H62 120.3 . . ? C63 C62 H62 120.3 . . ? C64 C63 C62 119.0(3) . . ? C64 C63 H63 120.5 . . ? C62 C63 H63 120.5 . . ? C63 C64 C65 120.4(3) . . ? C63 C64 H64 119.8 . . ? C65 C64 H64 119.8 . . ? C67 C66 C65 110.5(3) . . ? C67 C66 H66 128.5 . . ? C65 C66 H66 120.6 . . ? N6 C65 C64 120.2(3) . . ? N6 C65 C66 110.4(2) . . ? C64 C65 C66 129.4(3) . . ? C66 C67 B6 110.2(2) . . ? C66 C67 H67 115.2(3) . . ? B6 C67 H67 134.5(2) . . ? B4 B1 B2 105.4(2) . . ? B4 B1 B5 109.7(2) . . ? B2 B1 B5 59.89(18) . . ? B4 B1 B10 59.24(18) . . ? B2 B1 B10 109.7(2) . . ? B5 B1 B10 64.07(19) . . ? B4 B1 B3 59.30(17) . . ? B2 B1 B3 58.69(17) . . ? B5 B1 B3 108.9(2) . . ? B10 B1 B3 108.6(2) . . ? B4 B1 H1 123.0 . . ? B2 B1 H1 123.0 . . ? B5 B1 H1 119.4 . . ? B10 B1 H1 119.7 . . ? B3 B1 H1 122.2 . . ? B7 B2 B6 66.44(19) . . ? B7 B2 B3 61.06(19) . . ? B6 B2 B3 119.8(2) . . ? B7 B2 B1 112.4(2) . . ? B6 B2 B1 118.8(2) . . ? B3 B2 B1 62.26(18) . . ? B7 B2 B5 114.2(2) . . ? B6 B2 B5 65.72(18) . . ? B3 B2 B5 112.2(2) . . ? B1 B2 B5 60.34(17) . . ? B7 B2 H2 118.6 . . ? B6 B2 H2 111.4 . . ? B3 B2 H2 118.1 . . ? B1 B2 H2 118.7 . . ? B5 B2 H2 119.3 . . ? B2 B3 B4 105.3(2) . . ? B2 B3 B8 110.0(2) . . ? B4 B3 B8 59.25(17) . . ? B2 B3 B7 59.25(18) . . ? B4 B3 B7 109.3(2) . . ? B8 B3 B7 64.45(19) . . ? B2 B3 B1 59.04(17) . . ? B4 B3 B1 58.75(17) . . ? B8 B3 B1 108.4(2) . . ? B7 B3 B1 108.3(2) . . ? B2 B3 H3 122.9 . . ? B4 B3 H3 123.3 . . ? B8 B3 H3 119.4 . . ? B7 B3 H3 119.8 . . ? B1 B3 H3 122.4 . . ? B9 B4 B10 65.82(19) . . ? B9 B4 B8 65.25(18) . . ? B10 B4 B8 114.6(2) . . ? B9 B4 B1 118.2(2) . . ? B10 B4 B1 60.85(19) . . ? B8 B4 B1 112.2(2) . . ? B9 B4 B3 117.5(2) . . ? B10 B4 B3 112.1(2) . . ? B8 B4 B3 60.57(18) . . ? B1 B4 B3 61.96(18) . . ? B9 B4 H4 112.8 . . ? B10 B4 H4 118.5 . . ? B8 B4 H4 118.9 . . ? B1 B4 H4 118.6 . . ? B3 B4 H4 119.1 . . ? B2 B5 B1 59.77(18) . . ? B2 B5 B10 105.0(2) . . ? B1 B5 B10 58.12(17) . . ? B2 B5 B6 56.89(17) . . ? B1 B5 B6 110.5(2) . . ? B10 B5 B6 116.3(2) . . ? B2 B5 H5 122.1(14) . . ? B1 B5 H5 117.3(14) . . ? B10 B5 H5 121.1(14) . . ? B6 B5 H5 118.3(14) . . ? B2 B5 H510 123.2(12) . . ? B1 B5 H510 100.7(12) . . ? B10 B5 H510 44.5(12) . . ? B6 B5 H510 91.4(12) . . ? H5 B5 H510 114.3(19) . . ? N6 B6 C67 98.9(2) . . ? N6 B6 B2 111.6(2) . . ? C67 B6 B2 149.6(2) . . ? N6 B6 B5 119.3(2) . . ? C67 B6 B5 108.6(2) . . ? B2 B6 B5 57.38(17) . . ? N6 B6 B7 121.8(2) . . ? C67 B6 B7 106.6(2) . . ? B2 B6 B7 56.60(17) . . ? B5 B6 B7 100.77(19) . . ? B2 B7 B3 59.69(18) . . ? B2 B7 B8 105.1(2) . . ? B3 B7 B8 57.76(17) . . ? B2 B7 B6 56.96(17) . . ? B3 B7 B6 110.4(2) . . ? B8 B7 B6 116.7(2) . . ? B2 B7 H7 123.5(15) . . ? B3 B7 H7 120.2(15) . . ? B8 B7 H7 121.2(15) . . ? B6 B7 H7 116.8(14) . . ? B2 B7 H78 122.0(12) . . ? B3 B7 H78 97.6(12) . . ? B8 B7 H78 41.9(12) . . ? B6 B7 H78 92.8(12) . . ? H7 B7 H78 114.1(19) . . ? B4 B8 B3 60.18(18) . . ? B4 B8 B9 56.29(17) . . ? B3 B8 B9 109.4(2) . . ? B4 B8 B7 104.9(2) . . ? B3 B8 B7 57.80(17) . . ? B9 B8 B7 114.3(2) . . ? B4 B8 H8 128.0(12) . . ? B3 B8 H8 120.8(13) . . ? B9 B8 H8 120.7(13) . . ? B7 B8 H8 118.0(13) . . ? B4 B8 H78 121.8(13) . . ? B3 B8 H78 100.6(13) . . ? B9 B8 H78 88.8(13) . . ? B7 B8 H78 45.1(12) . . ? H8 B8 H78 109.4(18) . . ? N9 B9 B4 113.4(2) . . ? N9 B9 B8 121.8(2) . . ? B4 B9 B8 58.46(17) . . ? N9 B9 B10 119.0(2) . . ? B4 B9 B10 58.02(18) . . ? B8 B9 B10 103.7(2) . . ? N9 B9 H9 106.9(16) . . ? B4 B9 H9 138.1(16) . . ? B8 B9 H9 108.8(16) . . ? B10 B9 H9 92.5(16) . . ? B4 B10 B1 59.90(18) . . ? B4 B10 B9 56.16(17) . . ? B1 B10 B9 109.0(2) . . ? B4 B10 B5 105.3(2) . . ? B1 B10 B5 57.81(17) . . ? B9 B10 B5 115.1(2) . . ? B4 B10 H10 127.8(14) . . ? B1 B10 H10 123.1(14) . . ? B9 B10 H10 118.7(14) . . ? B5 B10 H10 118.8(14) . . ? B4 B10 H510 123.4(12) . . ? B1 B10 H510 99.0(12) . . ? B9 B10 H510 92.0(12) . . ? B5 B10 H510 43.0(12) . . ? H10 B10 H510 108.1(18) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.39 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.462 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.053