# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email stephen.liddle@nottingham.ac.uk _publ_contact_author_name 'Stephen T. Liddle' loop_ _publ_author_name 'Sarah Robinson' 'Jonathan McMaster' 'William Lewis' 'Alexander J. Blake' 'Stephen T. Liddle' #=== END of CIF # Attachment 'web_deposit_cif_file_1_StephenT.Liddle_1326457223.1.cif' data_bsrbrb _database_code_depnum_ccdc_archive 'CCDC 862667' #TrackingRef 'web_deposit_cif_file_1_StephenT.Liddle_1326457223.1.cif' _refine_special_details ; Highly disordered lattice solvent moleculess (223 electons per unit cell) were accounted for using the PLATON SQUEEZE procedure (P. v.d. Sluis & A.L. Spek, Acta Cryst. 1990, A46, 194-201). The total volume of the void was 850.9 \%A**3, equating to 1 molecule of toluene per di-amino-borane molecule in the unit cell. Although solvent atoms were not included in the refinement model they are included in the formulae and in the calculation of the formula weight, density, mu, F(000), etc. ; _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H50 B BR N2, C7 H8' _chemical_formula_sum 'C43 H58 B Br N2' _chemical_formula_weight 693.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.3321(7) _cell_length_b 10.0841(4) _cell_length_c 22.7728(10) _cell_angle_alpha 90.00 _cell_angle_beta 91.785(2) _cell_angle_gamma 90.00 _cell_volume 3978.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6889 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.60 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 1.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.69 _exptl_absorpt_correction_T_max 0.73 _exptl_absorpt_process_details '(SADABS; Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 23033 _diffrn_reflns_av_R_equivalents 0.0409 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 27.41 _reflns_number_total 4440 _reflns_number_gt 3541 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2003)' _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^)+(0.0614P)^2^+2.0030P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom, Me from difmap' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4440 _refine_ls_number_parameters 188 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1106 _refine_ls_wR_factor_gt 0.1059 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.0000 0.04079(3) 0.7500 0.03428(13) Uani 1 2 d S . . B1 B 0.0000 0.2314(3) 0.7500 0.0196(6) Uani 1 2 d S . . N1 N -0.05595(9) 0.31379(16) 0.77618(7) 0.0212(4) Uani 1 1 d . . . C1 C -0.03358(11) 0.44631(18) 0.76644(9) 0.0208(4) Uani 1 1 d . . . C2 C -0.06726(12) 0.56387(19) 0.78420(10) 0.0257(5) Uani 1 1 d . . . H2 H -0.1121 0.5636 0.8071 0.031 Uiso 1 1 calc R . . C3 C -0.03307(12) 0.6825(2) 0.76725(10) 0.0303(5) Uani 1 1 d . . . H3 H -0.0547 0.7645 0.7791 0.036 Uiso 1 1 calc R . . C4 C -0.12405(11) 0.28393(19) 0.80882(9) 0.0206(4) Uani 1 1 d . . . C5 C -0.19676(11) 0.2908(2) 0.77944(9) 0.0227(4) Uani 1 1 d . . . C6 C -0.26239(12) 0.2683(2) 0.81200(9) 0.0262(4) Uani 1 1 d . . . C7 C -0.25672(12) 0.23904(19) 0.87241(9) 0.0240(4) Uani 1 1 d . . . C8 C -0.18387(12) 0.2314(2) 0.89945(9) 0.0265(5) Uani 1 1 d . . . C9 C -0.11623(12) 0.2535(2) 0.86852(9) 0.0252(4) Uani 1 1 d . . . C10 C -0.20354(12) 0.3207(2) 0.71378(9) 0.0285(5) Uani 1 1 d . . . H10 H -0.1591 0.3791 0.7041 0.034 Uiso 1 1 calc R . . C11 C -0.27762(14) 0.3950(3) 0.69544(11) 0.0374(6) Uani 1 1 d . . . H11A H -0.3222 0.3366 0.7001 0.056 Uiso 1 1 calc R . . H11B H -0.2749 0.4222 0.6542 0.056 Uiso 1 1 calc R . . H11C H -0.2831 0.4737 0.7202 0.056 Uiso 1 1 calc R . . C12 C -0.19621(16) 0.1930(3) 0.67742(11) 0.0454(6) Uani 1 1 d . . . H12A H -0.1487 0.1463 0.6895 0.068 Uiso 1 1 calc R . . H12B H -0.1944 0.2156 0.6356 0.068 Uiso 1 1 calc R . . H12C H -0.2408 0.1357 0.6839 0.068 Uiso 1 1 calc R . . C13 C -0.32937(12) 0.2197(2) 0.90772(9) 0.0273(5) Uani 1 1 d . . . H13 H -0.3129 0.2103 0.9500 0.033 Uiso 1 1 calc R . . C14 C -0.38263(15) 0.3403(3) 0.90257(12) 0.0444(7) Uani 1 1 d . . . H14A H -0.4032 0.3477 0.8621 0.067 Uiso 1 1 calc R . . H14B H -0.3534 0.4207 0.9129 0.067 Uiso 1 1 calc R . . H14C H -0.4254 0.3299 0.9294 0.067 Uiso 1 1 calc R . . C15 C -0.37268(13) 0.0930(3) 0.88969(11) 0.0361(5) Uani 1 1 d . . . H15A H -0.3890 0.0988 0.8482 0.054 Uiso 1 1 calc R . . H15B H -0.4182 0.0828 0.9138 0.054 Uiso 1 1 calc R . . H15C H -0.3386 0.0163 0.8955 0.054 Uiso 1 1 calc R . . C16 C -0.03753(13) 0.2487(3) 0.90080(10) 0.0365(6) Uani 1 1 d . . . H16 H 0.0030 0.2649 0.8713 0.044 Uiso 1 1 calc R . . C17 C -0.03100(16) 0.3585(3) 0.94731(13) 0.0489(7) Uani 1 1 d . . . H17A H -0.0390 0.4450 0.9285 0.073 Uiso 1 1 calc R . . H17B H 0.0204 0.3558 0.9664 0.073 Uiso 1 1 calc R . . H17C H -0.0703 0.3448 0.9768 0.073 Uiso 1 1 calc R . . C18 C -0.02262(18) 0.1115(3) 0.92814(13) 0.0545(8) Uani 1 1 d . . . H18A H -0.0616 0.0933 0.9574 0.082 Uiso 1 1 calc R . . H18B H 0.0289 0.1099 0.9472 0.082 Uiso 1 1 calc R . . H18C H -0.0256 0.0437 0.8973 0.082 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0375(2) 0.01831(15) 0.0477(2) 0.000 0.01121(15) 0.000 B1 0.0211(16) 0.0176(14) 0.0202(16) 0.000 0.0036(12) 0.000 N1 0.0192(8) 0.0197(8) 0.0251(9) 0.0008(7) 0.0055(7) -0.0004(6) C1 0.0194(10) 0.0206(9) 0.0223(10) -0.0006(8) -0.0022(8) -0.0020(7) C2 0.0188(10) 0.0247(10) 0.0339(12) -0.0027(9) 0.0037(8) 0.0003(7) C3 0.0222(11) 0.0201(10) 0.0489(14) -0.0034(9) 0.0044(10) 0.0028(8) C4 0.0194(10) 0.0200(9) 0.0227(10) -0.0004(8) 0.0046(8) -0.0025(7) C5 0.0219(10) 0.0241(9) 0.0223(10) -0.0005(8) 0.0028(8) -0.0026(8) C6 0.0235(11) 0.0312(10) 0.0240(11) -0.0012(9) 0.0030(8) -0.0051(8) C7 0.0245(11) 0.0257(10) 0.0222(10) -0.0013(8) 0.0081(8) -0.0030(8) C8 0.0255(11) 0.0307(10) 0.0235(11) 0.0001(9) 0.0049(8) -0.0012(8) C9 0.0210(11) 0.0301(10) 0.0244(11) 0.0003(9) 0.0018(8) 0.0015(8) C10 0.0231(10) 0.0416(12) 0.0207(11) 0.0039(9) 0.0020(8) -0.0085(9) C11 0.0332(13) 0.0472(14) 0.0319(13) 0.0100(11) 0.0010(10) -0.0003(11) C12 0.0476(15) 0.0619(17) 0.0263(13) -0.0075(12) -0.0036(11) 0.0070(13) C13 0.0241(11) 0.0373(11) 0.0211(10) -0.0006(9) 0.0079(8) -0.0036(9) C14 0.0398(14) 0.0426(13) 0.0521(16) 0.0006(12) 0.0235(12) 0.0054(11) C15 0.0284(12) 0.0438(12) 0.0369(13) -0.0023(11) 0.0121(10) -0.0102(10) C16 0.0204(11) 0.0618(16) 0.0273(12) 0.0086(11) 0.0013(9) 0.0045(10) C17 0.0395(15) 0.0576(17) 0.0486(16) 0.0058(14) -0.0118(12) -0.0139(12) C18 0.0524(17) 0.0615(18) 0.0487(17) -0.0016(14) -0.0162(13) 0.0253(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 Br1 B1 1.922(3) . ? B1 N1 1.422(2) 2_556 ? B1 N1 1.422(2) . ? N1 C1 1.411(2) . ? N1 C4 1.446(2) . ? C1 C2 1.387(3) . ? C1 C1 1.403(4) 2_556 ? C2 C3 1.395(3) . ? C3 C3 1.410(4) 2_556 ? C4 C9 1.396(3) . ? C4 C5 1.410(3) . ? C5 C6 1.396(3) . ? C5 C10 1.526(3) . ? C6 C7 1.407(3) . ? C7 C8 1.390(3) . ? C7 C13 1.527(3) . ? C8 C9 1.404(3) . ? C9 C16 1.530(3) . ? C10 C11 1.533(3) . ? C10 C12 1.539(4) . ? C13 C14 1.530(3) . ? C13 C15 1.531(3) . ? C16 C17 1.534(4) . ? C16 C18 1.536(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 N1 108.5(2) 2_556 . ? N1 B1 Br1 125.75(11) 2_556 . ? N1 B1 Br1 125.75(11) . . ? C1 N1 B1 107.04(16) . . ? C1 N1 C4 120.72(15) . . ? B1 N1 C4 132.22(17) . . ? C2 C1 C1 121.27(11) . 2_556 ? C2 C1 N1 130.03(18) . . ? C1 C1 N1 108.69(10) 2_556 . ? C1 C2 C3 117.77(18) . . ? C2 C3 C3 120.94(12) . 2_556 ? C9 C4 C5 122.08(17) . . ? C9 C4 N1 119.36(18) . . ? C5 C4 N1 118.53(17) . . ? C6 C5 C4 118.11(18) . . ? C6 C5 C10 120.90(18) . . ? C4 C5 C10 120.99(17) . . ? C5 C6 C7 121.34(19) . . ? C8 C7 C6 118.66(18) . . ? C8 C7 C13 120.81(18) . . ? C6 C7 C13 120.52(19) . . ? C7 C8 C9 122.02(19) . . ? C4 C9 C8 117.78(19) . . ? C4 C9 C16 122.20(18) . . ? C8 C9 C16 119.98(19) . . ? C5 C10 C11 113.68(17) . . ? C5 C10 C12 110.89(19) . . ? C11 C10 C12 110.2(2) . . ? C7 C13 C14 111.31(18) . . ? C7 C13 C15 111.77(17) . . ? C14 C13 C15 110.7(2) . . ? C9 C16 C17 110.8(2) . . ? C9 C16 C18 111.1(2) . . ? C17 C16 C18 111.3(2) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.759 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.060 # Attachment 'web_deposit_cif_file_2_StephenT.Liddle_1326457223.2.cif' data_LISRLC _database_code_depnum_ccdc_archive 'CCDC 862668' #TrackingRef 'web_deposit_cif_file_2_StephenT.Liddle_1326457223.2.cif' _refine_special_details ; Disordered Tripp group starting C22 was modelled on two parts due to positional disorder.Apparent clashing atoms are due to disorder components. Global rigid bond restraints were employed due to poor atomic displacement parameters. ; _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H57 B N2' _chemical_formula_sum 'C46 H57 B N2' _chemical_formula_weight 648.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_cell_setting monoclinic _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 10.8044(3) _cell_length_b 14.1728(4) _cell_length_c 25.7680(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.594(3) _cell_angle_gamma 90.00 _cell_volume 3901.51(19) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 10396 _cell_measurement_theta_min 3.47 _cell_measurement_theta_max 74.51 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3385 _exptl_crystal_size_mid 0.1399 _exptl_crystal_size_min 0.1016 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.104 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.468 _exptl_absorpt_correction_type gaussian _exptl_absorpt_correction_T_min 0.954 _exptl_absorpt_correction_T_max 1.355 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'SuperNova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3613 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 26148 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 74.68 _reflns_number_total 7772 _reflns_number_gt 6166 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2003)' _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^)+(0.0667P)^2^+4.0434P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom, Me from difmap' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7772 _refine_ls_number_parameters 596 _refine_ls_number_restraints 284 _refine_ls_R_factor_all 0.0895 _refine_ls_R_factor_gt 0.0716 _refine_ls_wR_factor_ref 0.1861 _refine_ls_wR_factor_gt 0.1737 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.071 _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 0.15173(16) 0.60491(12) 0.23458(7) 0.0234(4) Uani 1 1 d U A . N2 N 0.28564(17) 0.58074(12) 0.31085(7) 0.0258(4) Uani 1 1 d U . . C1 C 0.0832(2) 0.61064(13) 0.27631(8) 0.0234(4) Uani 1 1 d U . . C2 C -0.0425(2) 0.62733(14) 0.27645(9) 0.0265(5) Uani 1 1 d U A . H2 H -0.0977 0.6378 0.2447 0.032 Uiso 1 1 calc R . . C3 C -0.0863(2) 0.62830(15) 0.32481(9) 0.0316(5) Uani 1 1 d U . . H3 H -0.1725 0.6393 0.3260 0.038 Uiso 1 1 calc R A . C4 C -0.0047(2) 0.61325(16) 0.37116(9) 0.0323(5) Uani 1 1 d U A . H4 H -0.0363 0.6140 0.4036 0.039 Uiso 1 1 calc R . . C5 C 0.1221(2) 0.59709(15) 0.37090(9) 0.0297(5) Uani 1 1 d U . . H5 H 0.1777 0.5876 0.4027 0.036 Uiso 1 1 calc R A . C6 C 0.1649(2) 0.59534(14) 0.32298(8) 0.0255(4) Uani 1 1 d U A . C7 C 0.09332(19) 0.61885(14) 0.18154(8) 0.0231(4) Uani 1 1 d DU . . C8 C 0.0818(2) 0.71112(15) 0.16160(8) 0.0247(4) Uani 1 1 d DU A . C9 C 0.0382(2) 0.72258(15) 0.10862(8) 0.0272(5) Uani 1 1 d DU . . H9 H 0.0313 0.7846 0.0945 0.033 Uiso 1 1 calc R A . C10 C 0.0040(2) 0.64634(15) 0.07540(8) 0.0257(4) Uani 1 1 d DU A . C11 C 0.0109(2) 0.55645(15) 0.09715(8) 0.0260(4) Uani 1 1 d DU . . H11 H -0.0150 0.5040 0.0752 0.031 Uiso 1 1 calc R A . C12 C 0.0547(2) 0.54071(15) 0.15003(8) 0.0253(4) Uani 1 1 d DU A . C13 C 0.1219(2) 0.79590(16) 0.19626(9) 0.0347(5) Uani 1 1 d DU . . H13 H 0.1372 0.7732 0.2334 0.042 Uiso 1 1 calc R A . C14 C 0.2443(4) 0.8359(3) 0.18367(15) 0.0837(13) Uani 1 1 d DU A . H14A H 0.3074 0.7858 0.1863 0.126 Uiso 1 1 calc R . . H14C H 0.2731 0.8863 0.2086 0.126 Uiso 1 1 calc R . . H14B H 0.2314 0.8616 0.1480 0.126 Uiso 1 1 calc R . . C15 C 0.0199(4) 0.87018(19) 0.19237(12) 0.0607(9) Uani 1 1 d DU A . H15B H 0.0020 0.8933 0.1562 0.091 Uiso 1 1 calc R . . H15C H 0.0478 0.9228 0.2159 0.091 Uiso 1 1 calc R . . H15A H -0.0561 0.8424 0.2025 0.091 Uiso 1 1 calc R . . C16 C -0.0325(2) 0.65964(16) 0.01652(8) 0.0304(5) Uani 1 1 d DU . . H16 H -0.0703 0.5992 0.0017 0.037 Uiso 1 1 calc R A . C17 C 0.0838(3) 0.6787(2) -0.00856(10) 0.0427(6) Uani 1 1 d DU A . H17C H 0.1252 0.7360 0.0067 0.064 Uiso 1 1 calc R . . H17B H 0.0598 0.6874 -0.0465 0.064 Uiso 1 1 calc R . . H17A H 0.1413 0.6251 -0.0021 0.064 Uiso 1 1 calc R . . C18 C -0.1288(3) 0.73744(19) 0.00268(10) 0.0441(6) Uani 1 1 d DU A . H18A H -0.2027 0.7243 0.0193 0.066 Uiso 1 1 calc R . . H18B H -0.1531 0.7400 -0.0355 0.066 Uiso 1 1 calc R . . H18C H -0.0925 0.7981 0.0153 0.066 Uiso 1 1 calc R . . C19 C 0.0680(2) 0.43983(15) 0.17099(9) 0.0311(5) Uani 1 1 d DU . . H19 H 0.1011 0.4433 0.2093 0.037 Uiso 1 1 calc R A . C20 C 0.1627(2) 0.38535(17) 0.14437(11) 0.0417(6) Uani 1 1 d DU A . H20B H 0.1722 0.3215 0.1590 0.063 Uiso 1 1 calc R . . H20C H 0.2436 0.4179 0.1504 0.063 Uiso 1 1 calc R . . H20A H 0.1331 0.3816 0.1066 0.063 Uiso 1 1 calc R . . C21 C -0.0577(2) 0.38766(16) 0.16500(10) 0.0350(5) Uani 1 1 d DU A . H21B H -0.0952 0.3870 0.1279 0.053 Uiso 1 1 calc R . . H21C H -0.1141 0.4200 0.1856 0.053 Uiso 1 1 calc R . . H21A H -0.0441 0.3227 0.1776 0.053 Uiso 1 1 calc R . . C22 C 0.3925(12) 0.5719(5) 0.3520(5) 0.0229(15) Uani 0.496(3) 1 d PDU A 1 C23 C 0.4234(5) 0.4802(4) 0.3710(2) 0.0233(11) Uani 0.496(3) 1 d PDU A 1 C24 C 0.5355(6) 0.4683(4) 0.4055(2) 0.0254(11) Uani 0.496(3) 1 d PDU A 1 H24 H 0.5604 0.4068 0.4174 0.031 Uiso 0.496(3) 1 calc PR A 1 C25 C 0.6113(5) 0.5453(4) 0.4226(2) 0.0254(12) Uani 0.496(3) 1 d PDU A 1 C26 C 0.5739(4) 0.6350(3) 0.40465(17) 0.0258(10) Uani 0.496(3) 1 d PDU A 1 H26 H 0.6259 0.6875 0.4158 0.031 Uiso 0.496(3) 1 calc PR A 1 C27 C 0.4621(5) 0.6502(4) 0.3707(2) 0.0242(10) Uani 0.496(3) 1 d PDU A 1 C28 C 0.3408(5) 0.3962(3) 0.3529(2) 0.0266(10) Uani 0.496(3) 1 d PDU A 1 H28 H 0.2587 0.4216 0.3354 0.032 Uiso 0.496(3) 1 calc PR A 1 C29 C 0.3951(6) 0.3366(4) 0.3128(3) 0.0494(16) Uani 0.496(3) 1 d PDU A 1 H29C H 0.4753 0.3098 0.3290 0.074 Uiso 0.496(3) 1 calc PR A 1 H29B H 0.4082 0.3761 0.2829 0.074 Uiso 0.496(3) 1 calc PR A 1 H29A H 0.3368 0.2855 0.3007 0.074 Uiso 0.496(3) 1 calc PR A 1 C30 C 0.3146(7) 0.3364(4) 0.3992(2) 0.0524(16) Uani 0.496(3) 1 d PDU A 1 H30A H 0.2526 0.2879 0.3868 0.079 Uiso 0.496(3) 1 calc PR A 1 H30C H 0.2821 0.3768 0.4250 0.079 Uiso 0.496(3) 1 calc PR A 1 H30B H 0.3923 0.3062 0.4156 0.079 Uiso 0.496(3) 1 calc PR A 1 C31 C 0.7327(5) 0.5361(3) 0.46130(18) 0.0311(11) Uani 0.496(3) 1 d PDU A 1 H31 H 0.7901 0.5873 0.4528 0.037 Uiso 0.496(3) 1 calc PR A 1 C32 C 0.8004(7) 0.4441(5) 0.4579(3) 0.061(2) Uani 0.496(3) 1 d PDU A 1 H32B H 0.7498 0.3925 0.4690 0.092 Uiso 0.496(3) 1 calc PR A 1 H32C H 0.8812 0.4463 0.4810 0.092 Uiso 0.496(3) 1 calc PR A 1 H32A H 0.8142 0.4334 0.4217 0.092 Uiso 0.496(3) 1 calc PR A 1 C33 C 0.7045(5) 0.5549(4) 0.51674(18) 0.0393(12) Uani 0.496(3) 1 d PDU A 1 H33B H 0.6654 0.6171 0.5179 0.059 Uiso 0.496(3) 1 calc PR A 1 H33C H 0.7826 0.5534 0.5415 0.059 Uiso 0.496(3) 1 calc PR A 1 H33A H 0.6474 0.5064 0.5263 0.059 Uiso 0.496(3) 1 calc PR A 1 C34 C 0.4246(5) 0.7500(3) 0.3531(2) 0.0322(11) Uani 0.496(3) 1 d PDU A 1 H34 H 0.3365 0.7469 0.3346 0.039 Uiso 0.496(3) 1 calc PR A 1 C35 C 0.5034(6) 0.7892(4) 0.3147(3) 0.0524(15) Uani 0.496(3) 1 d PDU A 1 H35C H 0.5902 0.7958 0.3319 0.079 Uiso 0.496(3) 1 calc PR A 1 H35B H 0.4709 0.8511 0.3024 0.079 Uiso 0.496(3) 1 calc PR A 1 H35A H 0.5003 0.7463 0.2847 0.079 Uiso 0.496(3) 1 calc PR A 1 C36 C 0.4249(8) 0.8167(4) 0.3998(2) 0.064(2) Uani 0.496(3) 1 d PDU A 1 H36A H 0.3645 0.7943 0.4219 0.096 Uiso 0.496(3) 1 calc PR A 1 H36B H 0.4016 0.8803 0.3870 0.096 Uiso 0.496(3) 1 calc PR A 1 H36C H 0.5088 0.8182 0.4205 0.096 Uiso 0.496(3) 1 calc PR A 1 C22A C 0.3839(12) 0.5424(5) 0.3494(6) 0.0298(17) Uani 0.504(3) 1 d PDU A 2 C23A C 0.4042(5) 0.4442(5) 0.3527(2) 0.0317(12) Uani 0.504(3) 1 d PDU A 2 C24A C 0.5047(5) 0.4121(5) 0.3881(2) 0.0442(14) Uani 0.504(3) 1 d PDU A 2 H24A H 0.5225 0.3464 0.3900 0.053 Uiso 0.504(3) 1 calc PR A 2 C25A C 0.5802(7) 0.4740(6) 0.4209(3) 0.061(2) Uani 0.504(3) 1 d PDU A 2 C26A C 0.5574(7) 0.5694(6) 0.4172(3) 0.061(2) Uani 0.504(3) 1 d PDU A 2 H26A H 0.6102 0.6116 0.4390 0.073 Uiso 0.504(3) 1 calc PR A 2 C27A C 0.4577(6) 0.6054(5) 0.3819(2) 0.0420(14) Uani 0.504(3) 1 d PDU A 2 C28A C 0.3214(5) 0.3735(4) 0.3198(2) 0.0321(11) Uani 0.504(3) 1 d PDU A 2 H28A H 0.2482 0.4087 0.3007 0.039 Uiso 0.504(3) 1 calc PR A 2 C29A C 0.2706(5) 0.3006(3) 0.3553(2) 0.0398(12) Uani 0.504(3) 1 d PDU A 2 H29D H 0.2129 0.2578 0.3338 0.060 Uiso 0.504(3) 1 calc PR A 2 H29F H 0.2261 0.3331 0.3806 0.060 Uiso 0.504(3) 1 calc PR A 2 H29E H 0.3404 0.2643 0.3742 0.060 Uiso 0.504(3) 1 calc PR A 2 C30A C 0.3869(6) 0.3243(4) 0.2787(3) 0.0480(14) Uani 0.504(3) 1 d PDU A 2 H30F H 0.4571 0.2868 0.2963 0.072 Uiso 0.504(3) 1 calc PR A 2 H30E H 0.4182 0.3717 0.2562 0.072 Uiso 0.504(3) 1 calc PR A 2 H30D H 0.3274 0.2828 0.2572 0.072 Uiso 0.504(3) 1 calc PR A 2 C31A C 0.6875(6) 0.4274(7) 0.4586(3) 0.105(4) Uani 0.504(3) 1 d PDU A 2 H31A H 0.7178 0.3794 0.4349 0.126 Uiso 0.504(3) 1 calc PR A 2 C32A C 0.6476(6) 0.3689(4) 0.4969(2) 0.0593(18) Uani 0.504(3) 1 d PDU A 2 H32F H 0.6105 0.4077 0.5220 0.089 Uiso 0.504(3) 1 calc PR A 2 H32E H 0.7194 0.3341 0.5153 0.089 Uiso 0.504(3) 1 calc PR A 2 H32D H 0.5850 0.3242 0.4800 0.089 Uiso 0.504(3) 1 calc PR A 2 C33A C 0.7998(6) 0.4871(6) 0.4712(3) 0.0489(16) Uani 0.504(3) 1 d PDU A 2 H33D H 0.8257 0.5101 0.4387 0.073 Uiso 0.504(3) 1 calc PR A 2 H33E H 0.8677 0.4499 0.4908 0.073 Uiso 0.504(3) 1 calc PR A 2 H33F H 0.7806 0.5408 0.4926 0.073 Uiso 0.504(3) 1 calc PR A 2 C34A C 0.4344(6) 0.7111(5) 0.3786(2) 0.0481(15) Uani 0.504(3) 1 d PDU A 2 H34A H 0.3550 0.7221 0.3540 0.058 Uiso 0.504(3) 1 calc PR A 2 C35A C 0.4184(10) 0.7530(6) 0.4319(3) 0.087(3) Uani 0.504(3) 1 d PDU A 2 H35D H 0.3513 0.7195 0.4460 0.131 Uiso 0.504(3) 1 calc PR A 2 H35F H 0.3967 0.8200 0.4277 0.131 Uiso 0.504(3) 1 calc PR A 2 H35E H 0.4968 0.7463 0.4562 0.131 Uiso 0.504(3) 1 calc PR A 2 C36A C 0.5400(8) 0.7622(5) 0.3567(3) 0.079(2) Uani 0.504(3) 1 d PDU A 2 H36E H 0.6191 0.7522 0.3802 0.118 Uiso 0.504(3) 1 calc PR A 2 H36F H 0.5216 0.8299 0.3541 0.118 Uiso 0.504(3) 1 calc PR A 2 H36D H 0.5472 0.7373 0.3218 0.118 Uiso 0.504(3) 1 calc PR A 2 C37 C 0.3927(2) 0.57850(16) 0.22182(9) 0.0299(5) Uani 1 1 d U . . C38 C 0.3730(2) 0.59187(18) 0.16811(9) 0.0356(5) Uani 1 1 d U A . H38 H 0.2906 0.6057 0.1514 0.043 Uiso 1 1 calc R . . C39 C 0.4706(2) 0.58585(17) 0.13656(10) 0.0335(5) Uani 1 1 d U . . C40 C 0.4468(3) 0.5981(2) 0.08174(10) 0.0459(7) Uani 1 1 d U A . H40 H 0.3642 0.6115 0.0651 0.055 Uiso 1 1 calc R . . C41 C 0.5419(3) 0.5909(2) 0.05201(11) 0.0454(6) Uani 1 1 d U . . H41 H 0.5246 0.5982 0.0150 0.055 Uiso 1 1 calc R A . C42 C 0.6635(3) 0.57266(19) 0.07616(12) 0.0452(6) Uani 1 1 d U A . H42 H 0.7290 0.5677 0.0555 0.054 Uiso 1 1 calc R . . C43 C 0.6897(3) 0.56185(19) 0.12944(11) 0.0441(6) Uani 1 1 d U . . H43 H 0.7735 0.5509 0.1455 0.053 Uiso 1 1 calc R A . C44 C 0.5932(2) 0.56680(16) 0.16097(10) 0.0341(5) Uani 1 1 d U A . C45 C 0.6146(2) 0.55370(18) 0.21623(10) 0.0371(6) Uani 1 1 d U . . H45 H 0.6970 0.5411 0.2334 0.045 Uiso 1 1 calc R A . C46 C 0.5184(2) 0.55894(17) 0.24520(10) 0.0341(5) Uani 1 1 d U A . H46 H 0.5358 0.5492 0.2820 0.041 Uiso 1 1 calc R . . B1 B 0.2813(2) 0.58720(16) 0.25491(10) 0.0248(5) Uani 1 1 d U A . 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 0.0280(9) 0.0204(8) 0.0215(8) -0.0014(7) 0.0028(7) -0.0014(7) N2 0.0278(9) 0.0225(9) 0.0260(9) 0.0013(7) 0.0002(7) -0.0016(7) C1 0.0327(11) 0.0131(9) 0.0244(10) -0.0014(7) 0.0041(8) -0.0036(8) C2 0.0308(11) 0.0171(10) 0.0309(11) 0.0010(8) 0.0023(9) -0.0018(8) C3 0.0383(13) 0.0187(10) 0.0396(13) -0.0014(9) 0.0116(10) -0.0003(9) C4 0.0458(13) 0.0230(11) 0.0306(11) -0.0012(9) 0.0139(10) -0.0052(10) C5 0.0395(12) 0.0240(11) 0.0251(11) 0.0020(8) 0.0034(9) -0.0057(9) C6 0.0339(11) 0.0146(9) 0.0274(11) -0.0001(8) 0.0028(9) -0.0027(8) C7 0.0247(10) 0.0220(10) 0.0225(10) -0.0001(8) 0.0033(8) -0.0002(8) C8 0.0260(10) 0.0208(10) 0.0277(11) -0.0008(8) 0.0052(8) -0.0010(8) C9 0.0353(12) 0.0186(10) 0.0280(11) 0.0021(8) 0.0061(9) 0.0002(9) C10 0.0258(11) 0.0257(11) 0.0252(10) -0.0009(8) 0.0018(8) 0.0008(8) C11 0.0298(11) 0.0209(10) 0.0267(10) -0.0044(8) 0.0019(8) -0.0023(9) C12 0.0259(10) 0.0212(10) 0.0288(11) -0.0010(8) 0.0043(8) -0.0005(8) C13 0.0560(15) 0.0210(11) 0.0266(11) -0.0023(9) 0.0040(10) -0.0084(10) C14 0.098(3) 0.083(3) 0.077(2) -0.044(2) 0.034(2) -0.064(2) C15 0.109(3) 0.0218(12) 0.0467(16) -0.0093(11) -0.0035(17) 0.0157(15) C16 0.0413(13) 0.0242(11) 0.0250(11) -0.0017(8) 0.0022(9) -0.0007(10) C17 0.0536(16) 0.0482(15) 0.0267(12) -0.0031(11) 0.0079(11) -0.0100(13) C18 0.0635(18) 0.0356(14) 0.0307(13) 0.0004(10) -0.0008(12) 0.0121(13) C19 0.0416(13) 0.0208(10) 0.0285(11) 0.0006(9) -0.0025(9) 0.0005(9) C20 0.0423(14) 0.0213(11) 0.0605(17) 0.0026(11) 0.0045(12) 0.0040(10) C21 0.0467(14) 0.0230(11) 0.0351(12) 0.0017(9) 0.0051(10) -0.0004(10) C22 0.030(3) 0.016(3) 0.022(3) 0.003(4) 0.001(2) 0.000(3) C23 0.031(3) 0.014(2) 0.025(3) -0.001(2) 0.006(2) -0.002(2) C24 0.038(3) 0.018(2) 0.020(3) -0.0049(19) 0.001(2) 0.000(2) C25 0.039(3) 0.021(3) 0.016(2) -0.0045(18) 0.002(2) 0.006(2) C26 0.032(2) 0.019(2) 0.025(2) -0.0023(17) 0.0002(17) -0.0025(18) C27 0.031(2) 0.017(3) 0.023(2) 0.004(2) -0.0017(18) -0.003(2) C28 0.027(2) 0.017(2) 0.034(3) -0.0007(19) 0.000(2) -0.0023(19) C29 0.051(4) 0.035(3) 0.066(5) -0.026(3) 0.023(3) -0.016(3) C30 0.071(4) 0.040(3) 0.046(3) 0.002(2) 0.010(3) -0.027(3) C31 0.033(2) 0.025(2) 0.033(2) -0.0037(19) -0.0006(19) 0.004(2) C32 0.050(4) 0.042(4) 0.080(5) -0.020(4) -0.025(4) 0.024(3) C33 0.044(3) 0.045(3) 0.026(2) 0.008(2) -0.002(2) -0.004(2) C34 0.039(3) 0.015(2) 0.038(3) 0.005(2) -0.008(2) -0.0025(19) C35 0.078(4) 0.025(3) 0.057(4) 0.009(2) 0.019(3) 0.001(3) C36 0.117(6) 0.025(3) 0.053(4) 0.006(2) 0.024(4) 0.022(3) C22A 0.029(3) 0.036(4) 0.024(3) 0.005(5) 0.000(2) -0.009(4) C23A 0.029(3) 0.037(3) 0.028(3) 0.007(2) 0.001(2) -0.001(3) C24A 0.032(3) 0.056(4) 0.040(3) 0.022(3) -0.008(2) -0.013(3) C25A 0.055(4) 0.072(5) 0.047(4) 0.036(4) -0.025(3) -0.037(3) C26A 0.066(5) 0.070(5) 0.037(3) 0.029(4) -0.021(4) -0.040(4) C27A 0.050(3) 0.044(4) 0.029(3) 0.009(3) -0.003(2) -0.021(3) C28A 0.035(3) 0.030(3) 0.028(3) 0.004(2) -0.003(2) 0.002(2) C29A 0.044(3) 0.031(3) 0.044(3) 0.004(2) 0.002(2) -0.002(2) C30A 0.062(4) 0.038(3) 0.045(3) 0.000(3) 0.015(3) 0.008(3) C31A 0.053(4) 0.139(8) 0.106(6) 0.090(6) -0.043(4) -0.048(4) C32A 0.056(4) 0.051(3) 0.062(4) 0.027(3) -0.024(3) -0.008(3) C33A 0.038(3) 0.054(5) 0.052(4) 0.006(4) 0.000(3) -0.007(4) C34A 0.064(4) 0.041(4) 0.035(3) 0.001(3) -0.005(3) -0.029(3) C35A 0.130(8) 0.083(6) 0.051(4) -0.017(4) 0.024(4) -0.023(5) C36A 0.097(6) 0.058(4) 0.088(6) 0.015(4) 0.034(5) -0.022(4) C37 0.0316(11) 0.0240(11) 0.0336(12) -0.0018(9) 0.0034(9) -0.0014(9) C38 0.0304(12) 0.0418(14) 0.0339(12) -0.0037(10) 0.0027(9) -0.0006(10) C39 0.0350(12) 0.0287(12) 0.0371(12) -0.0048(10) 0.0065(10) -0.0044(10) C40 0.0404(14) 0.0613(18) 0.0357(13) -0.0036(12) 0.0051(11) -0.0044(13) C41 0.0522(16) 0.0488(16) 0.0375(14) -0.0029(12) 0.0140(12) -0.0026(13) C42 0.0507(16) 0.0353(14) 0.0549(16) 0.0057(12) 0.0256(13) 0.0062(12) C43 0.0411(14) 0.0378(14) 0.0563(16) 0.0141(12) 0.0173(12) 0.0111(11) C44 0.0376(13) 0.0201(11) 0.0458(14) 0.0043(9) 0.0103(10) 0.0030(9) C45 0.0301(12) 0.0340(13) 0.0471(14) 0.0118(11) 0.0052(10) 0.0062(10) C46 0.0351(12) 0.0312(12) 0.0351(12) 0.0061(10) 0.0021(10) 0.0000(10) B1 0.0293(12) 0.0164(11) 0.0271(12) -0.0018(9) -0.0011(9) -0.0018(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.396(3) . ? N1 C7 1.431(3) . ? N1 B1 1.441(3) . ? N2 C6 1.402(3) . ? N2 B1 1.438(3) . ? N2 C22A 1.447(10) . ? N2 C22 1.452(9) . ? C1 C2 1.380(3) . ? C1 C6 1.398(3) . ? C2 C3 1.397(3) . ? C2 H2 0.9500 . ? C3 C4 1.391(3) . ? C3 H3 0.9500 . ? C4 C5 1.390(3) . ? C4 H4 0.9500 . ? C5 C6 1.382(3) . ? C5 H5 0.9500 . ? C7 C12 1.400(3) . ? C7 C8 1.404(3) . ? C8 C9 1.386(3) . ? C8 C13 1.521(3) . ? C9 C10 1.394(3) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 C16 1.521(3) . ? C11 C12 1.392(3) . ? C11 H11 0.9500 . ? C12 C19 1.528(3) . ? C13 C15 1.517(4) . ? C13 C14 1.518(4) . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14C 0.9800 . ? C14 H14B 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C15 H15A 0.9800 . ? C16 C17 1.521(3) . ? C16 C18 1.521(3) . ? C16 H16 1.0000 . ? C17 H17C 0.9800 . ? C17 H17B 0.9800 . ? C17 H17A 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.524(3) . ? C19 C21 1.534(3) . ? C19 H19 1.0000 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C20 H20A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C21 H21A 0.9800 . ? C22 C27 1.386(8) . ? C22 C23 1.411(8) . ? C23 C24 1.401(7) . ? C23 C28 1.519(6) . ? C24 C25 1.396(7) . ? C24 H24 0.9500 . ? C25 C26 1.392(6) . ? C25 C31 1.530(7) . ? C26 C27 1.398(6) . ? C26 H26 0.9500 . ? C27 C34 1.521(6) . ? C28 C29 1.519(7) . ? C28 C30 1.524(7) . ? C28 H28 1.0000 . ? C29 H29C 0.9800 . ? C29 H29B 0.9800 . ? C29 H29A 0.9800 . ? C30 H30A 0.9800 . ? C30 H30C 0.9800 . ? C30 H30B 0.9800 . ? C31 C32 1.504(7) . ? C31 C33 1.528(6) . ? C31 H31 1.0000 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C32 H32A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C33 H33A 0.9800 . ? C34 C35 1.506(8) . ? C34 C36 1.529(7) . ? C34 H34 1.0000 . ? C35 H35C 0.9800 . ? C35 H35B 0.9800 . ? C35 H35A 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C22A C27A 1.392(8) . ? C22A C23A 1.410(9) . ? C23A C24A 1.386(7) . ? C23A C28A 1.515(7) . ? C24A C25A 1.395(8) . ? C24A H24A 0.9500 . ? C25A C26A 1.375(10) . ? C25A C31A 1.546(8) . ? C26A C27A 1.399(8) . ? C26A H26A 0.9500 . ? C27A C34A 1.518(8) . ? C28A C30A 1.527(7) . ? C28A C29A 1.535(6) . ? C28A H28A 1.0000 . ? C29A H29D 0.9800 . ? C29A H29F 0.9800 . ? C29A H29E 0.9800 . ? C30A H30F 0.9800 . ? C30A H30E 0.9800 . ? C30A H30D 0.9800 . ? C31A C32A 1.404(8) . ? C31A C33A 1.475(8) . ? C31A H31A 1.0000 . ? C32A H32F 0.9800 . ? C32A H32E 0.9800 . ? C32A H32D 0.9800 . ? C33A H33D 0.9800 . ? C33A H33E 0.9800 . ? C33A H33F 0.9800 . ? C34A C35A 1.529(8) . ? C34A C36A 1.530(8) . ? C34A H34A 1.0000 . ? C35A H35D 0.9800 . ? C35A H35F 0.9800 . ? C35A H35E 0.9800 . ? C36A H36E 0.9800 . ? C36A H36F 0.9800 . ? C36A H36D 0.9800 . ? C37 C38 1.382(3) . ? C37 C46 1.428(3) . ? C37 B1 1.581(3) . ? C38 C39 1.427(3) . ? C38 H38 0.9500 . ? C39 C44 1.405(3) . ? C39 C40 1.408(4) . ? C40 C41 1.374(4) . ? C40 H40 0.9500 . ? C41 C42 1.392(4) . ? C41 H41 0.9500 . ? C42 C43 1.368(4) . ? C42 H42 0.9500 . ? C43 C44 1.416(4) . ? C43 H43 0.9500 . ? C44 C45 1.420(4) . ? C45 C46 1.370(3) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C7 121.25(17) . . ? C1 N1 B1 109.15(17) . . ? C7 N1 B1 129.57(18) . . ? C6 N2 B1 108.77(17) . . ? C6 N2 C22A 121.0(7) . . ? B1 N2 C22A 128.5(7) . . ? C6 N2 C22 121.0(7) . . ? B1 N2 C22 129.9(7) . . ? C22A N2 C22 17.1(3) . . ? C2 C1 N1 130.37(19) . . ? C2 C1 C6 121.3(2) . . ? N1 C1 C6 108.33(19) . . ? C1 C2 C3 117.9(2) . . ? C1 C2 H2 121.0 . . ? C3 C2 H2 121.0 . . ? C4 C3 C2 120.6(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C5 C4 C3 121.3(2) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C6 C5 C4 117.9(2) . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.0 . . ? C5 C6 C1 120.9(2) . . ? C5 C6 N2 130.4(2) . . ? C1 C6 N2 108.66(18) . . ? C12 C7 C8 121.49(19) . . ? C12 C7 N1 119.71(18) . . ? C8 C7 N1 118.73(18) . . ? C9 C8 C7 117.93(19) . . ? C9 C8 C13 120.74(19) . . ? C7 C8 C13 121.26(19) . . ? C8 C9 C10 122.28(19) . . ? C8 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C11 C10 C9 118.02(19) . . ? C11 C10 C16 120.42(19) . . ? C9 C10 C16 121.46(19) . . ? C10 C11 C12 122.13(19) . . ? C10 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? C11 C12 C7 118.00(19) . . ? C11 C12 C19 119.75(18) . . ? C7 C12 C19 122.10(19) . . ? C15 C13 C14 112.0(3) . . ? C15 C13 C8 111.6(2) . . ? C14 C13 C8 110.5(2) . . ? C15 C13 H13 107.5 . . ? C14 C13 H13 107.5 . . ? C8 C13 H13 107.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? H14C C14 H14B 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C15 H15A 109.5 . . ? H15B C15 H15A 109.5 . . ? H15C C15 H15A 109.5 . . ? C17 C16 C10 109.78(19) . . ? C17 C16 C18 110.5(2) . . ? C10 C16 C18 112.95(19) . . ? C17 C16 H16 107.8 . . ? C10 C16 H16 107.8 . . ? C18 C16 H16 107.8 . . ? C16 C17 H17C 109.5 . . ? C16 C17 H17B 109.5 . . ? H17C C17 H17B 109.5 . . ? C16 C17 H17A 109.5 . . ? H17C C17 H17A 109.5 . . ? H17B C17 H17A 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C12 110.43(19) . . ? C20 C19 C21 110.75(19) . . ? C12 C19 C21 112.38(19) . . ? C20 C19 H19 107.7 . . ? C12 C19 H19 107.7 . . ? C21 C19 H19 107.7 . . ? C19 C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C20 H20A 109.5 . . ? H20B C20 H20A 109.5 . . ? H20C C20 H20A 109.5 . . ? C19 C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C19 C21 H21A 109.5 . . ? H21B C21 H21A 109.5 . . ? H21C C21 H21A 109.5 . . ? C27 C22 C23 121.9(7) . . ? C27 C22 N2 121.0(6) . . ? C23 C22 N2 117.0(5) . . ? C24 C23 C22 117.9(6) . . ? C24 C23 C28 120.9(5) . . ? C22 C23 C28 121.2(5) . . ? C25 C24 C23 121.1(5) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C26 C25 C24 118.8(5) . . ? C26 C25 C31 118.3(5) . . ? C24 C25 C31 123.0(5) . . ? C25 C26 C27 122.0(5) . . ? C25 C26 H26 119.0 . . ? C27 C26 H26 119.0 . . ? C22 C27 C26 117.8(6) . . ? C22 C27 C34 122.3(5) . . ? C26 C27 C34 119.7(5) . . ? C29 C28 C23 112.1(4) . . ? C29 C28 C30 111.1(5) . . ? C23 C28 C30 111.4(4) . . ? C29 C28 H28 107.4 . . ? C23 C28 H28 107.4 . . ? C30 C28 H28 107.4 . . ? C32 C31 C33 111.8(5) . . ? C32 C31 C25 114.5(4) . . ? C33 C31 C25 108.8(4) . . ? C32 C31 H31 107.1 . . ? C33 C31 H31 107.1 . . ? C25 C31 H31 107.1 . . ? C35 C34 C27 112.8(4) . . ? C35 C34 C36 110.8(5) . . ? C27 C34 C36 111.8(4) . . ? C35 C34 H34 107.0 . . ? C27 C34 H34 107.0 . . ? C36 C34 H34 107.0 . . ? C27A C22A C23A 121.9(8) . . ? C27A C22A N2 117.8(6) . . ? C23A C22A N2 120.3(6) . . ? C24A C23A C22A 117.6(7) . . ? C24A C23A C28A 119.3(5) . . ? C22A C23A C28A 123.1(5) . . ? C23A C24A C25A 121.5(6) . . ? C23A C24A H24A 119.3 . . ? C25A C24A H24A 119.3 . . ? C26A C25A C24A 119.6(6) . . ? C26A C25A C31A 125.0(7) . . ? C24A C25A C31A 115.3(7) . . ? C25A C26A C27A 121.1(6) . . ? C25A C26A H26A 119.5 . . ? C27A C26A H26A 119.5 . . ? C22A C27A C26A 118.3(7) . . ? C22A C27A C34A 121.7(6) . . ? C26A C27A C34A 120.1(6) . . ? C23A C28A C30A 113.2(5) . . ? C23A C28A C29A 110.2(4) . . ? C30A C28A C29A 110.5(5) . . ? C23A C28A H28A 107.6 . . ? C30A C28A H28A 107.6 . . ? C29A C28A H28A 107.6 . . ? C28A C29A H29D 109.5 . . ? C28A C29A H29F 109.5 . . ? H29D C29A H29F 109.5 . . ? C28A C29A H29E 109.5 . . ? H29D C29A H29E 109.5 . . ? H29F C29A H29E 109.5 . . ? C28A C30A H30F 109.5 . . ? C28A C30A H30E 109.5 . . ? H30F C30A H30E 109.5 . . ? C28A C30A H30D 109.5 . . ? H30F C30A H30D 109.5 . . ? H30E C30A H30D 109.5 . . ? C32A C31A C33A 120.8(6) . . ? C32A C31A C25A 114.4(6) . . ? C33A C31A C25A 114.1(6) . . ? C32A C31A H31A 101.0 . . ? C33A C31A H31A 101.0 . . ? C25A C31A H31A 101.0 . . ? C31A C32A H32F 109.5 . . ? C31A C32A H32E 109.5 . . ? H32F C32A H32E 109.5 . . ? C31A C32A H32D 109.5 . . ? H32F C32A H32D 109.5 . . ? H32E C32A H32D 109.5 . . ? C31A C33A H33D 109.5 . . ? C31A C33A H33E 109.5 . . ? H33D C33A H33E 109.5 . . ? C31A C33A H33F 109.5 . . ? H33D C33A H33F 109.5 . . ? H33E C33A H33F 109.5 . . ? C27A C34A C35A 111.9(6) . . ? C27A C34A C36A 111.2(6) . . ? C35A C34A C36A 109.8(6) . . ? C27A C34A H34A 108.0 . . ? C35A C34A H34A 108.0 . . ? C36A C34A H34A 108.0 . . ? C34A C35A H35D 109.5 . . ? C34A C35A H35F 109.5 . . ? H35D C35A H35F 109.5 . . ? C34A C35A H35E 109.5 . . ? H35D C35A H35E 109.5 . . ? H35F C35A H35E 109.5 . . ? C34A C36A H36E 109.5 . . ? C34A C36A H36F 109.5 . . ? H36E C36A H36F 109.5 . . ? C34A C36A H36D 109.5 . . ? H36E C36A H36D 109.5 . . ? H36F C36A H36D 109.5 . . ? C38 C37 C46 116.4(2) . . ? C38 C37 B1 120.9(2) . . ? C46 C37 B1 122.7(2) . . ? C37 C38 C39 123.1(2) . . ? C37 C38 H38 118.5 . . ? C39 C38 H38 118.5 . . ? C44 C39 C40 119.4(2) . . ? C44 C39 C38 118.9(2) . . ? C40 C39 C38 121.6(2) . . ? C41 C40 C39 120.7(3) . . ? C41 C40 H40 119.7 . . ? C39 C40 H40 119.7 . . ? C40 C41 C42 120.0(3) . . ? C40 C41 H41 120.0 . . ? C42 C41 H41 120.0 . . ? C43 C42 C41 120.6(3) . . ? C43 C42 H42 119.7 . . ? C41 C42 H42 119.7 . . ? C42 C43 C44 120.7(3) . . ? C42 C43 H43 119.6 . . ? C44 C43 H43 119.6 . . ? C39 C44 C43 118.6(2) . . ? C39 C44 C45 118.4(2) . . ? C43 C44 C45 123.0(2) . . ? C46 C45 C44 121.1(2) . . ? C46 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C45 C46 C37 122.1(2) . . ? C45 C46 H46 118.9 . . ? C37 C46 H46 118.9 . . ? N2 B1 N1 105.08(19) . . ? N2 B1 C37 128.5(2) . . ? N1 B1 C37 126.4(2) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 67.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.485 _refine_diff_density_min -0.479 _refine_diff_density_rms 0.055 # Attachment 'web_deposit_cif_file_3_StephenT.Liddle_1326457223.3.cif' data_LISRLB _database_code_depnum_ccdc_archive 'CCDC 862669' #TrackingRef 'web_deposit_cif_file_3_StephenT.Liddle_1326457223.3.cif' _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C82 H106 B2 N4' _chemical_formula_sum 'C82 H106 B2 N4' _chemical_formula_weight 1169.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9943(4) _cell_length_b 15.0193(8) _cell_length_c 15.0285(7) _cell_angle_alpha 116.671(5) _cell_angle_beta 90.773(4) _cell_angle_gamma 96.829(4) _cell_volume 1796.16(17) _cell_formula_units_Z 1 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 5714 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 74.29 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.255 _exptl_crystal_size_mid 0.058 _exptl_crystal_size_min 0.045 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.081 _exptl_crystal_density_method ? _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.457 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.935 _exptl_absorpt_correction_T_max 0.980 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'SuperNova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3613 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12346 _diffrn_reflns_av_R_equivalents 0.036 _diffrn_reflns_av_sigmaI/netI 0.052 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 67.49 _reflns_number_total 6450 _reflns_number_gt 4448 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'enCIFer (Allen et al., 2004); PLATON (Spek, 2009)' _refine_special_details ; ; _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^)+(0.183P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom, Me from difmap' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6450 _refine_ls_number_parameters 409 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.104 _refine_ls_R_factor_gt 0.0797 _refine_ls_wR_factor_ref 0.248 _refine_ls_wR_factor_gt 0.231 _refine_ls_goodness_of_fit_ref 1.00 _refine_ls_restrained_S_all 1.00 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.1843(3) 0.7464(2) 0.3677(2) 0.0216(6) Uani 1 1 d . . . N1 N 0.1653(3) 0.69348(17) 0.26011(16) 0.0200(5) Uani 1 1 d . . . N2 N 0.0833(3) 0.68764(17) 0.40121(16) 0.0192(5) Uani 1 1 d . . . C1 C 0.0564(3) 0.6091(2) 0.2315(2) 0.0210(6) Uani 1 1 d . . . C2 C -0.0022(3) 0.5378(2) 0.1372(2) 0.0259(6) Uani 1 1 d . . . H2 H 0.0341 0.5399 0.0790 0.031 Uiso 1 1 calc R . . C3 C -0.1154(4) 0.4629(2) 0.1298(2) 0.0278(6) Uani 1 1 d . . . H3 H -0.1579 0.4135 0.0659 0.033 Uiso 1 1 calc R . . C4 C -0.1673(3) 0.4597(2) 0.2153(2) 0.0266(6) Uani 1 1 d . . . H4 H -0.2450 0.4081 0.2089 0.032 Uiso 1 1 calc R . . C5 C -0.1072(3) 0.5310(2) 0.3102(2) 0.0230(6) Uani 1 1 d . . . H5 H -0.1424 0.5281 0.3683 0.028 Uiso 1 1 calc R . . C6 C 0.0050(3) 0.6061(2) 0.3176(2) 0.0198(6) Uani 1 1 d . . . C7 C 0.2332(3) 0.7165(2) 0.18524(19) 0.0208(6) Uani 1 1 d . . . C8 C 0.3756(3) 0.6895(2) 0.1568(2) 0.0232(6) Uani 1 1 d . . . C9 C 0.4408(3) 0.7184(2) 0.0878(2) 0.0245(6) Uani 1 1 d . . . H9 H 0.5360 0.6995 0.0660 0.029 Uiso 1 1 calc R . . C10 C 0.3713(3) 0.7736(2) 0.0501(2) 0.0251(6) Uani 1 1 d . . . C11 C 0.2291(3) 0.7959(2) 0.0776(2) 0.0245(6) Uani 1 1 d . . . H11 H 0.1793 0.8316 0.0505 0.029 Uiso 1 1 calc R . . C12 C 0.1564(3) 0.7672(2) 0.1446(2) 0.0227(6) Uani 1 1 d . . . C13 C 0.4568(4) 0.6328(2) 0.1997(2) 0.0281(6) Uani 1 1 d . . . H13 H 0.4262 0.6533 0.2692 0.034 Uiso 1 1 calc R . . C14 C 0.4092(4) 0.5187(3) 0.1396(3) 0.0380(8) Uani 1 1 d . . . H14A H 0.3005 0.5030 0.1407 0.057 Uiso 1 1 calc R . . H14B H 0.4616 0.4838 0.1693 0.057 Uiso 1 1 calc R . . H14C H 0.4350 0.4966 0.0704 0.057 Uiso 1 1 calc R . . C15 C 0.6265(4) 0.6571(3) 0.2059(2) 0.0340(7) Uani 1 1 d . . . H15A H 0.6726 0.6224 0.2387 0.051 Uiso 1 1 calc R . . H15C H 0.6561 0.7299 0.2447 0.051 Uiso 1 1 calc R . . H15B H 0.6604 0.6346 0.1385 0.051 Uiso 1 1 calc R . . C16 C 0.4557(4) 0.8093(3) -0.0178(3) 0.0332(7) Uani 1 1 d . . . H16 H 0.5176 0.7562 -0.0589 0.040 Uiso 1 1 calc R . . C17 C 0.3548(4) 0.8262(3) -0.0891(3) 0.0400(8) Uani 1 1 d . . . H17A H 0.2806 0.7662 -0.1254 0.060 Uiso 1 1 calc R . . H17C H 0.4159 0.8390 -0.1368 0.060 Uiso 1 1 calc R . . H17B H 0.3030 0.8843 -0.0512 0.060 Uiso 1 1 calc R . . C18 C 0.5630(4) 0.9050(3) 0.0455(3) 0.0445(9) Uani 1 1 d . . . H18B H 0.5052 0.9594 0.0845 0.067 Uiso 1 1 calc R . . H18C H 0.6246 0.9240 0.0018 0.067 Uiso 1 1 calc R . . H18A H 0.6281 0.8932 0.0908 0.067 Uiso 1 1 calc R . . C19 C -0.0009(3) 0.7912(2) 0.1707(2) 0.0278(6) Uani 1 1 d . . . H19 H -0.0457 0.7456 0.1984 0.033 Uiso 1 1 calc R . . C20 C -0.1015(4) 0.7712(4) 0.0800(3) 0.0469(10) Uani 1 1 d . . . H20C H -0.0629 0.8167 0.0524 0.070 Uiso 1 1 calc R . . H20B H -0.2037 0.7827 0.0995 0.070 Uiso 1 1 calc R . . H20A H -0.1028 0.7014 0.0294 0.070 Uiso 1 1 calc R . . C21 C 0.0038(5) 0.8994(3) 0.2525(3) 0.0490(10) Uani 1 1 d . . . H21A H 0.0642 0.9086 0.3115 0.073 Uiso 1 1 calc R . . H21B H -0.0985 0.9126 0.2703 0.073 Uiso 1 1 calc R . . H21C H 0.0486 0.9462 0.2280 0.073 Uiso 1 1 calc R . . C22 C 0.0424(3) 0.7060(2) 0.49999(19) 0.0195(6) Uani 1 1 d . . . C23 C 0.1347(3) 0.6813(2) 0.5594(2) 0.0204(6) Uani 1 1 d . . . C24 C 0.0927(3) 0.7021(2) 0.6550(2) 0.0227(6) Uani 1 1 d . . . H24 H 0.1537 0.6863 0.6965 0.027 Uiso 1 1 calc R . . C25 C -0.0362(3) 0.7455(2) 0.6914(2) 0.0255(6) Uani 1 1 d D . . C26 C -0.1245(3) 0.7680(2) 0.6302(2) 0.0243(6) Uani 1 1 d . . . H26 H -0.2125 0.7975 0.6547 0.029 Uiso 1 1 calc R . . C27 C -0.0885(3) 0.7487(2) 0.5335(2) 0.0213(6) Uani 1 1 d . . . C28 C 0.2773(3) 0.6360(2) 0.5213(2) 0.0247(6) Uani 1 1 d . . . H28 H 0.3255 0.6712 0.4840 0.030 Uiso 1 1 calc R . . C29 C 0.2425(4) 0.5235(2) 0.4472(2) 0.0327(7) Uani 1 1 d . . . H29C H 0.1907 0.4870 0.4805 0.049 Uiso 1 1 calc R . . H29B H 0.3365 0.4968 0.4239 0.049 Uiso 1 1 calc R . . H29A H 0.1782 0.5151 0.3901 0.049 Uiso 1 1 calc R . . C30 C 0.3920(3) 0.6512(3) 0.6050(2) 0.0300(7) Uani 1 1 d . . . H30B H 0.3535 0.6106 0.6378 0.045 Uiso 1 1 calc R . . H30C H 0.4091 0.7224 0.6539 0.045 Uiso 1 1 calc R . . H30A H 0.4868 0.6303 0.5766 0.045 Uiso 1 1 calc R . . C31 C -0.0742(3) 0.7698(2) 0.7979(2) 0.0288(7) Uani 1 1 d D . . H31 H 0.0025 0.7449 0.8267 0.035 Uiso 1 1 calc R . . C32 C -0.0634(5) 0.8826(3) 0.8625(2) 0.0471(9) Uani 1 1 d . . . H32A H 0.0371 0.9151 0.8611 0.071 Uiso 1 1 calc R . . H32C H -0.0820 0.8966 0.9313 0.071 Uiso 1 1 calc R . . H32B H -0.1386 0.9091 0.8367 0.071 Uiso 1 1 calc R . . C33 C -0.2274(4) 0.7162(3) 0.8005(3) 0.0465(9) Uani 1 1 d . . . H33B H -0.3054 0.7401 0.7740 0.070 Uiso 1 1 calc R . . H33C H -0.2450 0.7305 0.8695 0.070 Uiso 1 1 calc R . . H33A H -0.2305 0.6435 0.7596 0.070 Uiso 1 1 calc R . . C34 C -0.1837(3) 0.7791(2) 0.4703(2) 0.0249(6) Uani 1 1 d . . . H34 H -0.1561 0.7436 0.3998 0.030 Uiso 1 1 calc R . . C35 C -0.1476(4) 0.8922(3) 0.5046(3) 0.0377(8) Uani 1 1 d . . . H35C H -0.1789 0.9290 0.5723 0.057 Uiso 1 1 calc R . . H35B H -0.2013 0.9101 0.4590 0.057 Uiso 1 1 calc R . . H35A H -0.0392 0.9102 0.5043 0.057 Uiso 1 1 calc R . . C36 C -0.3519(3) 0.7496(3) 0.4713(2) 0.0324(7) Uani 1 1 d . . . H36A H -0.3740 0.6765 0.4462 0.049 Uiso 1 1 calc R . . H36B H -0.4076 0.7699 0.4285 0.049 Uiso 1 1 calc R . . H36C H -0.3819 0.7834 0.5397 0.049 Uiso 1 1 calc R . . C37 C 0.4059(3) 0.9748(2) 0.5970(2) 0.0240(6) Uani 1 1 d . . . H37 H 0.4096 1.0022 0.6677 0.029 Uiso 1 1 calc R . . C38 C 0.3039(3) 0.8914(2) 0.5401(2) 0.0249(6) Uani 1 1 d . . . H38 H 0.2383 0.8631 0.5726 0.030 Uiso 1 1 calc R . . C39 C 0.2935(3) 0.8460(2) 0.4334(2) 0.0218(6) Uani 1 1 d . . . C40 C 0.3895(3) 0.8928(2) 0.3899(2) 0.0223(6) Uani 1 1 d . . . H40 H 0.3840 0.8655 0.3192 0.027 Uiso 1 1 calc R . . C41 C 0.4945(3) 0.9791(2) 0.4471(2) 0.0212(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0190(15) 0.0264(16) 0.0227(15) 0.0138(13) 0.0024(12) 0.0040(12) N1 0.0204(11) 0.0230(11) 0.0159(11) 0.0095(9) 0.0019(9) -0.0015(9) N2 0.0212(11) 0.0209(11) 0.0140(11) 0.0075(9) 0.0000(8) -0.0002(9) C1 0.0247(14) 0.0211(13) 0.0176(13) 0.0095(11) 0.0023(10) 0.0018(11) C2 0.0318(16) 0.0280(15) 0.0132(12) 0.0065(11) 0.0013(11) -0.0013(12) C3 0.0338(16) 0.0239(14) 0.0180(13) 0.0045(11) -0.0023(11) -0.0020(12) C4 0.0276(15) 0.0242(14) 0.0265(15) 0.0121(12) -0.0019(12) -0.0045(11) C5 0.0285(15) 0.0235(14) 0.0188(13) 0.0119(11) 0.0031(11) 0.0008(11) C6 0.0210(13) 0.0224(13) 0.0161(12) 0.0092(11) 0.0012(10) 0.0016(10) C7 0.0224(14) 0.0243(13) 0.0139(12) 0.0081(11) 0.0029(10) -0.0015(11) C8 0.0229(14) 0.0243(14) 0.0166(12) 0.0055(11) 0.0004(10) -0.0018(11) C9 0.0217(14) 0.0291(14) 0.0190(13) 0.0085(11) 0.0024(11) 0.0000(11) C10 0.0304(15) 0.0217(13) 0.0198(13) 0.0080(11) 0.0025(11) -0.0032(11) C11 0.0291(15) 0.0247(14) 0.0216(14) 0.0129(12) 0.0023(11) 0.0006(11) C12 0.0223(14) 0.0243(13) 0.0195(13) 0.0097(11) 0.0005(11) -0.0032(11) C13 0.0319(16) 0.0314(15) 0.0209(14) 0.0113(12) 0.0062(12) 0.0063(12) C14 0.0389(18) 0.0363(18) 0.0428(19) 0.0215(15) 0.0034(15) 0.0048(14) C15 0.0313(17) 0.0436(18) 0.0316(16) 0.0202(15) 0.0027(13) 0.0090(14) C16 0.0377(18) 0.0357(16) 0.0345(17) 0.0224(14) 0.0152(14) 0.0065(13) C17 0.054(2) 0.0421(19) 0.0266(16) 0.0206(15) 0.0061(15) -0.0034(16) C18 0.0342(18) 0.053(2) 0.061(2) 0.042(2) 0.0015(16) -0.0065(16) C19 0.0288(16) 0.0346(16) 0.0265(15) 0.0196(13) 0.0054(12) 0.0042(12) C20 0.0290(18) 0.081(3) 0.042(2) 0.038(2) 0.0026(15) 0.0054(17) C21 0.043(2) 0.0380(19) 0.059(2) 0.0144(18) 0.0163(18) 0.0110(16) C22 0.0229(13) 0.0214(13) 0.0140(12) 0.0090(10) 0.0026(10) -0.0008(10) C23 0.0232(14) 0.0208(13) 0.0175(13) 0.0097(11) 0.0016(10) 0.0001(10) C24 0.0250(14) 0.0261(14) 0.0201(13) 0.0138(11) 0.0008(11) 0.0010(11) C25 0.0284(15) 0.0288(14) 0.0188(13) 0.0112(11) 0.0035(11) 0.0002(12) C26 0.0235(14) 0.0288(14) 0.0194(13) 0.0098(11) 0.0056(11) 0.0035(11) C27 0.0216(14) 0.0211(13) 0.0199(13) 0.0096(11) 0.0006(10) -0.0029(10) C28 0.0265(14) 0.0306(15) 0.0215(14) 0.0152(12) 0.0040(11) 0.0063(12) C29 0.0346(17) 0.0338(16) 0.0318(16) 0.0152(14) 0.0033(13) 0.0114(13) C30 0.0260(15) 0.0420(17) 0.0290(15) 0.0220(14) 0.0031(12) 0.0061(13) C31 0.0312(16) 0.0388(17) 0.0177(14) 0.0137(12) 0.0048(11) 0.0056(13) C32 0.074(3) 0.043(2) 0.0187(15) 0.0101(15) 0.0098(16) 0.0039(18) C33 0.051(2) 0.060(2) 0.0235(16) 0.0180(16) 0.0102(15) -0.0068(18) C34 0.0234(14) 0.0306(15) 0.0213(13) 0.0119(12) 0.0027(11) 0.0051(11) C35 0.0346(18) 0.0341(17) 0.049(2) 0.0233(15) -0.0025(15) 0.0039(14) C36 0.0264(16) 0.0457(18) 0.0303(16) 0.0221(14) 0.0006(12) 0.0040(13) C37 0.0291(15) 0.0248(14) 0.0166(13) 0.0084(11) 0.0019(11) 0.0028(11) C38 0.0241(14) 0.0258(14) 0.0259(14) 0.0137(12) 0.0029(11) -0.0018(11) C39 0.0208(13) 0.0240(13) 0.0224(14) 0.0121(11) 0.0014(11) 0.0033(11) C40 0.0249(14) 0.0243(13) 0.0174(13) 0.0091(11) 0.0019(11) 0.0031(11) C41 0.0226(14) 0.0210(13) 0.0214(14) 0.0106(11) 0.0015(10) 0.0036(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 N1 1.443(4) . ? B1 N2 1.441(4) . ? B1 C39 1.573(4) . ? N1 C1 1.397(4) . ? N1 C7 1.441(3) . ? N2 C6 1.402(4) . ? N2 C22 1.445(3) . ? C1 C2 1.385(4) . ? C1 C6 1.399(4) . ? C2 C3 1.387(4) . ? C2 H2 0.9500 . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.393(4) . ? C4 H4 0.9500 . ? C5 C6 1.385(4) . ? C5 H5 0.9500 . ? C7 C12 1.400(4) . ? C7 C8 1.404(4) . ? C8 C9 1.403(4) . ? C8 C13 1.517(4) . ? C9 C10 1.391(4) . ? C9 H9 0.9500 . ? C10 C11 1.383(4) . ? C10 C16 1.523(4) . ? C11 C12 1.402(4) . ? C11 H11 0.9500 . ? C12 C19 1.515(4) . ? C13 C15 1.518(4) . ? C13 C14 1.537(5) . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15C 0.9800 . ? C15 H15B 0.9800 . ? C16 C17 1.520(5) . ? C16 C18 1.523(5) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17C 0.9800 . ? C17 H17B 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C18 H18A 0.9800 . ? C19 C20 1.517(5) . ? C19 C21 1.530(5) . ? C19 H19 1.0000 . ? C20 H20C 0.9800 . ? C20 H20B 0.9800 . ? C20 H20A 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.400(4) . ? C22 C23 1.405(4) . ? C23 C24 1.393(4) . ? C23 C28 1.522(4) . ? C24 C25 1.394(4) . ? C24 H24 0.9500 . ? C25 C26 1.384(4) . ? C25 C31 1.527(4) . ? C26 C27 1.400(4) . ? C26 H26 0.9500 . ? C27 C34 1.518(4) . ? C28 C30 1.533(4) . ? C28 C29 1.538(4) . ? C28 H28 1.0000 . ? C29 H29C 0.9800 . ? C29 H29B 0.9800 . ? C29 H29A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C30 H30A 0.9800 . ? C31 C32 1.519(5) . ? C31 C33 1.521(5) . ? C31 H31 1.0000 . ? C32 H32A 0.9800 . ? C32 H32C 0.9800 . ? C32 H32B 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C33 H33A 0.9800 . ? C34 C36 1.527(4) . ? C34 C35 1.529(4) . ? C34 H34 1.0000 . ? C35 H35C 0.9800 . ? C35 H35B 0.9800 . ? C35 H35A 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.373(4) . ? C37 C41 1.414(4) 2_676 ? C37 H37 0.9500 . ? C38 C39 1.429(4) . ? C38 H38 0.9500 . ? C39 C40 1.396(4) . ? C40 C41 1.413(4) . ? C40 H40 0.9500 . ? C41 C37 1.414(4) 2_676 ? C41 C41 1.421(6) 2_676 ? 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 N2 B1 N1 105.1(2) . . ? N2 B1 C39 127.9(3) . . ? N1 B1 C39 127.0(3) . . ? C1 N1 C7 119.9(2) . . ? C1 N1 B1 109.0(2) . . ? C7 N1 B1 131.1(2) . . ? C6 N2 B1 108.8(2) . . ? C6 N2 C22 119.4(2) . . ? B1 N2 C22 131.4(2) . . ? C2 C1 N1 130.1(3) . . ? C2 C1 C6 121.4(3) . . ? N1 C1 C6 108.5(2) . . ? C1 C2 C3 118.3(3) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C2 C3 C4 120.6(3) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C3 C4 C5 121.2(3) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 118.3(3) . . ? C6 C5 H5 120.8 . . ? C4 C5 H5 120.8 . . ? C5 C6 C1 120.3(3) . . ? C5 C6 N2 131.1(2) . . ? C1 C6 N2 108.6(2) . . ? C12 C7 C8 122.0(2) . . ? C12 C7 N1 119.0(2) . . ? C8 C7 N1 119.1(2) . . ? C9 C8 C7 117.1(3) . . ? C9 C8 C13 121.3(3) . . ? C7 C8 C13 121.7(2) . . ? C10 C9 C8 122.4(3) . . ? C10 C9 H9 118.8 . . ? C8 C9 H9 118.8 . . ? C11 C10 C9 118.6(3) . . ? C11 C10 C16 122.5(3) . . ? C9 C10 C16 119.0(3) . . ? C10 C11 C12 121.7(3) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C7 C12 C11 118.1(3) . . ? C7 C12 C19 122.1(2) . . ? C11 C12 C19 119.8(3) . . ? C8 C13 C15 113.1(2) . . ? C8 C13 C14 110.9(3) . . ? C15 C13 C14 109.9(3) . . ? C8 C13 H13 107.6 . . ? C15 C13 H13 107.6 . . ? C14 C13 H13 107.6 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? H15C C15 H15B 109.5 . . ? C17 C16 C10 114.2(3) . . ? C17 C16 C18 110.0(3) . . ? C10 C16 C18 109.6(3) . . ? C17 C16 H16 107.6 . . ? C10 C16 H16 107.6 . . ? C18 C16 H16 107.6 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? H17C C17 H17B 109.5 . . ? C16 C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C18 H18A 109.5 . . ? H18B C18 H18A 109.5 . . ? H18C C18 H18A 109.5 . . ? C12 C19 C20 112.4(3) . . ? C12 C19 C21 110.7(3) . . ? C20 C19 C21 111.5(3) . . ? C12 C19 H19 107.3 . . ? C20 C19 H19 107.3 . . ? C21 C19 H19 107.3 . . ? C19 C20 H20C 109.5 . . ? C19 C20 H20B 109.5 . . ? H20C C20 H20B 109.5 . . ? C19 C20 H20A 109.5 . . ? H20C C20 H20A 109.5 . . ? H20B C20 H20A 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 122.1(2) . . ? C27 C22 N2 118.4(2) . . ? C23 C22 N2 119.5(2) . . ? C24 C23 C22 117.6(2) . . ? C24 C23 C28 121.5(2) . . ? C22 C23 C28 120.8(2) . . ? C23 C24 C25 122.0(3) . . ? C23 C24 H24 119.0 . . ? C25 C24 H24 119.0 . . ? C26 C25 C24 118.6(2) . . ? C26 C25 C31 121.6(3) . . ? C24 C25 C31 119.8(3) . . ? C25 C26 C27 122.1(3) . . ? C25 C26 H26 118.9 . . ? C27 C26 H26 118.9 . . ? C22 C27 C26 117.5(3) . . ? C22 C27 C34 121.6(2) . . ? C26 C27 C34 120.8(3) . . ? C23 C28 C30 113.4(2) . . ? C23 C28 C29 111.6(2) . . ? C30 C28 C29 109.9(2) . . ? C23 C28 H28 107.2 . . ? C30 C28 H28 107.2 . . ? C29 C28 H28 107.2 . . ? C28 C29 H29C 109.5 . . ? C28 C29 H29B 109.5 . . ? H29C C29 H29B 109.5 . . ? C28 C29 H29A 109.5 . . ? H29C C29 H29A 109.5 . . ? H29B C29 H29A 109.5 . . ? C28 C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C30 H30A 109.5 . . ? H30B C30 H30A 109.5 . . ? H30C C30 H30A 109.5 . . ? C32 C31 C33 111.1(3) . . ? C32 C31 C25 110.9(3) . . ? C33 C31 C25 112.0(3) . . ? C32 C31 H31 107.5 . . ? C33 C31 H31 107.5 . . ? C25 C31 H31 107.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? H32C C32 H32B 109.5 . . ? C31 C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C33 H33A 109.5 . . ? H33B C33 H33A 109.5 . . ? H33C C33 H33A 109.5 . . ? C27 C34 C36 112.9(2) . . ? C27 C34 C35 110.0(2) . . ? C36 C34 C35 110.4(3) . . ? C27 C34 H34 107.8 . . ? C36 C34 H34 107.8 . . ? C35 C34 H34 107.8 . . ? C34 C35 H35C 109.5 . . ? C34 C35 H35B 109.5 . . ? H35C C35 H35B 109.5 . . ? C34 C35 H35A 109.5 . . ? H35C C35 H35A 109.5 . . ? H35B C35 H35A 109.5 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 C41 121.6(3) . 2_676 ? C38 C37 H37 119.2 . . ? C41 C37 H37 119.2 2_676 . ? C37 C38 C39 122.0(3) . . ? C37 C38 H38 119.0 . . ? C39 C38 H38 119.0 . . ? C40 C39 C38 116.4(3) . . ? C40 C39 B1 121.4(2) . . ? C38 C39 B1 122.2(2) . . ? C39 C40 C41 122.5(3) . . ? C39 C40 H40 118.7 . . ? C41 C40 H40 118.7 . . ? C40 C41 C37 122.6(3) . 2_676 ? C40 C41 C41 119.8(3) . 2_676 ? C37 C41 C41 117.6(3) 2_676 2_676 ? 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 N2 B1 N1 C1 1.2(3) . . . . ? C39 B1 N1 C1 -179.4(3) . . . . ? N2 B1 N1 C7 178.5(3) . . . . ? C39 B1 N1 C7 -2.1(5) . . . . ? N1 B1 N2 C6 -1.9(3) . . . . ? C39 B1 N2 C6 178.7(3) . . . . ? N1 B1 N2 C22 -174.1(3) . . . . ? C39 B1 N2 C22 6.5(5) . . . . ? C7 N1 C1 C2 0.5(5) . . . . ? B1 N1 C1 C2 178.1(3) . . . . ? C7 N1 C1 C6 -177.7(2) . . . . ? B1 N1 C1 C6 -0.1(3) . . . . ? N1 C1 C2 C3 -177.3(3) . . . . ? C6 C1 C2 C3 0.7(4) . . . . ? C1 C2 C3 C4 -0.5(5) . . . . ? C2 C3 C4 C5 -0.1(5) . . . . ? C3 C4 C5 C6 0.6(4) . . . . ? C4 C5 C6 C1 -0.4(4) . . . . ? C4 C5 C6 N2 178.7(3) . . . . ? C2 C1 C6 C5 -0.2(4) . . . . ? N1 C1 C6 C5 178.2(2) . . . . ? C2 C1 C6 N2 -179.5(3) . . . . ? N1 C1 C6 N2 -1.1(3) . . . . ? B1 N2 C6 C5 -177.3(3) . . . . ? C22 N2 C6 C5 -4.0(4) . . . . ? B1 N2 C6 C1 1.9(3) . . . . ? C22 N2 C6 C1 175.2(2) . . . . ? C1 N1 C7 C12 81.5(3) . . . . ? B1 N1 C7 C12 -95.5(4) . . . . ? C1 N1 C7 C8 -99.9(3) . . . . ? B1 N1 C7 C8 83.1(4) . . . . ? C12 C7 C8 C9 2.1(4) . . . . ? N1 C7 C8 C9 -176.5(2) . . . . ? C12 C7 C8 C13 -178.8(3) . . . . ? N1 C7 C8 C13 2.6(4) . . . . ? C7 C8 C9 C10 1.6(4) . . . . ? C13 C8 C9 C10 -177.6(3) . . . . ? C8 C9 C10 C11 -3.6(4) . . . . ? C8 C9 C10 C16 174.9(3) . . . . ? C9 C10 C11 C12 2.1(4) . . . . ? C16 C10 C11 C12 -176.4(3) . . . . ? C8 C7 C12 C11 -3.5(4) . . . . ? N1 C7 C12 C11 175.1(2) . . . . ? C8 C7 C12 C19 176.5(3) . . . . ? N1 C7 C12 C19 -4.9(4) . . . . ? C10 C11 C12 C7 1.3(4) . . . . ? C10 C11 C12 C19 -178.6(3) . . . . ? C9 C8 C13 C15 29.4(4) . . . . ? C7 C8 C13 C15 -149.7(3) . . . . ? C9 C8 C13 C14 -94.6(3) . . . . ? C7 C8 C13 C14 86.3(3) . . . . ? C11 C10 C16 C17 -27.1(4) . . . . ? C9 C10 C16 C17 154.4(3) . . . . ? C11 C10 C16 C18 96.8(4) . . . . ? C9 C10 C16 C18 -81.6(3) . . . . ? C7 C12 C19 C20 -137.1(3) . . . . ? C11 C12 C19 C20 42.8(4) . . . . ? C7 C12 C19 C21 97.5(3) . . . . ? C11 C12 C19 C21 -82.6(4) . . . . ? C6 N2 C22 C27 -75.6(3) . . . . ? B1 N2 C22 C27 95.9(3) . . . . ? C6 N2 C22 C23 104.9(3) . . . . ? B1 N2 C22 C23 -83.6(4) . . . . ? C27 C22 C23 C24 -0.8(4) . . . . ? N2 C22 C23 C24 178.7(2) . . . . ? C27 C22 C23 C28 -179.3(2) . . . . ? N2 C22 C23 C28 0.2(4) . . . . ? C22 C23 C24 C25 0.2(4) . . . . ? C28 C23 C24 C25 178.7(3) . . . . ? C23 C24 C25 C26 0.2(4) . . . . ? C23 C24 C25 C31 -178.0(3) . . . . ? C24 C25 C26 C27 0.0(4) . . . . ? C31 C25 C26 C27 178.1(3) . . . . ? C23 C22 C27 C26 0.9(4) . . . . ? N2 C22 C27 C26 -178.6(2) . . . . ? C23 C22 C27 C34 177.3(2) . . . . ? N2 C22 C27 C34 -2.2(4) . . . . ? C25 C26 C27 C22 -0.5(4) . . . . ? C25 C26 C27 C34 -177.0(3) . . . . ? C24 C23 C28 C30 -20.6(4) . . . . ? C22 C23 C28 C30 157.8(3) . . . . ? C24 C23 C28 C29 104.1(3) . . . . ? C22 C23 C28 C29 -77.4(3) . . . . ? C26 C25 C31 C32 -64.5(4) . . . . ? C24 C25 C31 C32 113.6(3) . . . . ? C26 C25 C31 C33 60.3(4) . . . . ? C24 C25 C31 C33 -121.6(3) . . . . ? C22 C27 C34 C36 137.1(3) . . . . ? C26 C27 C34 C36 -46.6(4) . . . . ? C22 C27 C34 C35 -99.1(3) . . . . ? C26 C27 C34 C35 77.2(3) . . . . ? C41 C37 C38 C39 0.6(5) 2_676 . . . ? C37 C38 C39 C40 -2.0(4) . . . . ? C37 C38 C39 B1 175.9(3) . . . . ? N2 B1 C39 C40 177.6(3) . . . . ? N1 B1 C39 C40 -1.7(4) . . . . ? N2 B1 C39 C38 -0.1(5) . . . . ? N1 B1 C39 C38 -179.4(3) . . . . ? C38 C39 C40 C41 1.5(4) . . . . ? B1 C39 C40 C41 -176.4(3) . . . . ? C39 C40 C41 C37 178.6(3) . . . 2_676 ? C39 C40 C41 C41 0.3(5) . . . 2_676 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 67.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.62 _refine_diff_density_min -0.30 _refine_diff_density_rms 0.11 #=== END of CIF # Attachment '9038_web_deposit_cif_file_4_StephenT.Liddle_1326457223.4.cif' data_BSRNCJ _database_code_depnum_ccdc_archive 'CCDC 862670' #TrackingRef '9038_web_deposit_cif_file_4_StephenT.Liddle_1326457223.4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H66 B Li N2 O2' _chemical_formula_sum 'C44 H66 B Li N2 O2' _chemical_formula_weight 672.74 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' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.3828(7) _cell_length_b 23.8027(17) _cell_length_c 17.1319(12) _cell_angle_alpha 90.00 _cell_angle_beta 91.7790(10) _cell_angle_gamma 90.00 _cell_volume 4231.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 9424 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 27.56 _exptl_crystal_description PLATE _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.056 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.561 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 25786 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.65 _reflns_number_total 9597 _reflns_number_gt 7293 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36A (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2003)' _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^)+(0.0523P)^2^+2.6250P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom, Me from difmap' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9597 _refine_ls_number_parameters 463 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0874 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1555 _refine_ls_wR_factor_gt 0.1445 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.139 _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 Li1 Li -0.1449(3) 0.19347(15) 0.3426(2) 0.0323(8) Uani 1 1 d . . . B1 B 0.0434(2) 0.18993(9) 0.27719(12) 0.0217(4) Uani 1 1 d . . . N1 N 0.13205(15) 0.23595(6) 0.25594(9) 0.0202(3) Uani 1 1 d . . . N2 N 0.11780(15) 0.14097(6) 0.24980(8) 0.0196(3) Uani 1 1 d . . . C1 C 0.24299(18) 0.21576(8) 0.22183(10) 0.0198(4) Uani 1 1 d . . . C2 C 0.35062(19) 0.24369(8) 0.19466(11) 0.0227(4) Uani 1 1 d . . . H2 H 0.3576 0.2834 0.1985 0.027 Uiso 1 1 calc R . . C3 C 0.44794(19) 0.21185(9) 0.16168(11) 0.0261(4) Uani 1 1 d . . . H3 H 0.5219 0.2302 0.1425 0.031 Uiso 1 1 calc R . . C4 C 0.43796(19) 0.15370(8) 0.15648(11) 0.0254(4) Uani 1 1 d . . . H4 H 0.5052 0.1329 0.1337 0.031 Uiso 1 1 calc R . . C5 C 0.33071(18) 0.12532(8) 0.18417(11) 0.0223(4) Uani 1 1 d . . . H5 H 0.3243 0.0856 0.1807 0.027 Uiso 1 1 calc R . . C6 C 0.23387(18) 0.15694(7) 0.21696(10) 0.0197(4) Uani 1 1 d . . . C7 C 0.12660(17) 0.29324(7) 0.28063(10) 0.0198(4) Uani 1 1 d . . . C8 C 0.08266(18) 0.33546(8) 0.22862(10) 0.0223(4) Uani 1 1 d . . . C9 C 0.07940(18) 0.39067(8) 0.25506(11) 0.0221(4) Uani 1 1 d . . . H9 H 0.0504 0.4193 0.2201 0.027 Uiso 1 1 calc R . . C10 C 0.11730(17) 0.40562(8) 0.33125(10) 0.0206(4) Uani 1 1 d . . . C11 C 0.15970(17) 0.36290(8) 0.38147(11) 0.0209(4) Uani 1 1 d . . . H11 H 0.1851 0.3722 0.4336 0.025 Uiso 1 1 calc R . . C12 C 0.16600(17) 0.30700(8) 0.35762(10) 0.0203(4) Uani 1 1 d . . . C13 C 0.0321(2) 0.32049(8) 0.14674(11) 0.0283(4) Uani 1 1 d . . . H13 H 0.0717 0.2839 0.1316 0.034 Uiso 1 1 calc R . . C14 C 0.0654(3) 0.36411(10) 0.08539(13) 0.0520(7) Uani 1 1 d . . . H14A H 0.0369 0.3507 0.0336 0.078 Uiso 1 1 calc R . . H14B H 0.1588 0.3701 0.0864 0.078 Uiso 1 1 calc R . . H14C H 0.0219 0.3996 0.0968 0.078 Uiso 1 1 calc R . . C15 C -0.1137(3) 0.31200(16) 0.14952(16) 0.0654(9) Uani 1 1 d . . . H15C H -0.1542 0.3467 0.1672 0.098 Uiso 1 1 calc R . . H15B H -0.1323 0.2815 0.1859 0.098 Uiso 1 1 calc R . . H15A H -0.1479 0.3024 0.0973 0.098 Uiso 1 1 calc R . . C16 C 0.10821(19) 0.46684(7) 0.35615(11) 0.0223(4) Uani 1 1 d . . . H16 H 0.1226 0.4904 0.3088 0.027 Uiso 1 1 calc R . . C17 C -0.0270(2) 0.48017(9) 0.38388(15) 0.0362(5) Uani 1 1 d . . . H17A H -0.0907 0.4703 0.3428 0.054 Uiso 1 1 calc R . . H17C H -0.0332 0.5204 0.3956 0.054 Uiso 1 1 calc R . . H17B H -0.0436 0.4584 0.4310 0.054 Uiso 1 1 calc R . . C18 C 0.2097(2) 0.48381(8) 0.41794(12) 0.0299(4) Uani 1 1 d . . . H18B H 0.1960 0.4627 0.4661 0.045 Uiso 1 1 calc R . . H18C H 0.2027 0.5241 0.4285 0.045 Uiso 1 1 calc R . . H18A H 0.2957 0.4755 0.3990 0.045 Uiso 1 1 calc R . . C19 C 0.21421(18) 0.26187(8) 0.41454(11) 0.0215(4) Uani 1 1 d . . . H19 H 0.2085 0.2249 0.3869 0.026 Uiso 1 1 calc R . . C20 C 0.35574(19) 0.27146(9) 0.43907(12) 0.0294(4) Uani 1 1 d . . . H20A H 0.4084 0.2720 0.3926 0.044 Uiso 1 1 calc R . . H20B H 0.3850 0.2411 0.4739 0.044 Uiso 1 1 calc R . . H20C H 0.3643 0.3075 0.4664 0.044 Uiso 1 1 calc R . . C21 C 0.12878(19) 0.25839(8) 0.48570(11) 0.0258(4) Uani 1 1 d . . . H21C H 0.1322 0.2942 0.5140 0.039 Uiso 1 1 calc R . . H21B H 0.1598 0.2282 0.5203 0.039 Uiso 1 1 calc R . . H21A H 0.0397 0.2506 0.4684 0.039 Uiso 1 1 calc R . . C22 C 0.07853(17) 0.08342(7) 0.25188(10) 0.0190(4) Uani 1 1 d . . . C23 C 0.12517(18) 0.04808(8) 0.31244(10) 0.0215(4) Uani 1 1 d . . . C24 C 0.07979(18) -0.00715(8) 0.31495(11) 0.0222(4) Uani 1 1 d . . . H24 H 0.1118 -0.0314 0.3551 0.027 Uiso 1 1 calc R . . C25 C -0.01097(18) -0.02786(7) 0.26046(11) 0.0211(4) Uani 1 1 d . . . C26 C -0.05349(18) 0.00797(8) 0.20059(11) 0.0224(4) Uani 1 1 d . . . H26 H -0.1144 -0.0057 0.1627 0.027 Uiso 1 1 calc R . . C27 C -0.00962(18) 0.06321(8) 0.19443(10) 0.0203(4) Uani 1 1 d . . . C28 C 0.21842(19) 0.07026(8) 0.37542(11) 0.0239(4) Uani 1 1 d . . . H28 H 0.2734 0.0995 0.3511 0.029 Uiso 1 1 calc R . . C29 C 0.1448(2) 0.09852(10) 0.44117(12) 0.0337(5) Uani 1 1 d . . . H29A H 0.0892 0.1282 0.4191 0.051 Uiso 1 1 calc R . . H29C H 0.2063 0.1149 0.4792 0.051 Uiso 1 1 calc R . . H29B H 0.0918 0.0705 0.4671 0.051 Uiso 1 1 calc R . . C30 C 0.3083(2) 0.02473(9) 0.41001(12) 0.0316(5) Uani 1 1 d . . . H30B H 0.2584 -0.0014 0.4413 0.047 Uiso 1 1 calc R . . H30C H 0.3754 0.0424 0.4432 0.047 Uiso 1 1 calc R . . H30A H 0.3485 0.0042 0.3676 0.047 Uiso 1 1 calc R . . C31 C -0.05776(19) -0.08855(8) 0.26110(11) 0.0238(4) Uani 1 1 d . . . H31 H -0.1504 -0.0885 0.2433 0.029 Uiso 1 1 calc R . . C32 C 0.0165(2) -0.12331(8) 0.20238(12) 0.0286(4) Uani 1 1 d . . . H32A H 0.0045 -0.1070 0.1501 0.043 Uiso 1 1 calc R . . H32C H -0.0157 -0.1620 0.2020 0.043 Uiso 1 1 calc R . . H32B H 0.1084 -0.1232 0.2173 0.043 Uiso 1 1 calc R . . C33 C -0.0499(2) -0.11622(9) 0.34164(12) 0.0336(5) Uani 1 1 d . . . H33A H 0.0406 -0.1197 0.3589 0.050 Uiso 1 1 calc R . . H33B H -0.0893 -0.1536 0.3386 0.050 Uiso 1 1 calc R . . H33C H -0.0960 -0.0931 0.3790 0.050 Uiso 1 1 calc R . . C34 C -0.05540(18) 0.09984(8) 0.12615(10) 0.0218(4) Uani 1 1 d . . . H34 H -0.0079 0.1363 0.1298 0.026 Uiso 1 1 calc R . . C35 C -0.0242(2) 0.07246(8) 0.04797(11) 0.0265(4) Uani 1 1 d . . . H35B H 0.0691 0.0670 0.0453 0.040 Uiso 1 1 calc R . . H35C H -0.0541 0.0969 0.0050 0.040 Uiso 1 1 calc R . . H35A H -0.0678 0.0360 0.0436 0.040 Uiso 1 1 calc R . . C36 C -0.1999(2) 0.11254(9) 0.13020(12) 0.0297(4) Uani 1 1 d . . . H36B H -0.2262 0.1370 0.0866 0.045 Uiso 1 1 calc R . . H36C H -0.2170 0.1314 0.1797 0.045 Uiso 1 1 calc R . . H36A H -0.2487 0.0773 0.1269 0.045 Uiso 1 1 calc R . . O1 O -0.21665(14) 0.25683(6) 0.39513(8) 0.0318(3) Uani 1 1 d . . . C37 C -0.2702(2) 0.25285(9) 0.47190(12) 0.0327(5) Uani 1 1 d . . . H37B H -0.2060 0.2370 0.5097 0.039 Uiso 1 1 calc R . . H37A H -0.3474 0.2284 0.4705 0.039 Uiso 1 1 calc R . . C38 C -0.3059(2) 0.31213(9) 0.49481(12) 0.0318(5) Uani 1 1 d . . . H38B H -0.2973 0.3176 0.5520 0.038 Uiso 1 1 calc R . . H38A H -0.3950 0.3215 0.4771 0.038 Uiso 1 1 calc R . . C39 C -0.2072(2) 0.34731(9) 0.45198(13) 0.0341(5) Uani 1 1 d . . . H39B H -0.2395 0.3859 0.4420 0.041 Uiso 1 1 calc R . . H39A H -0.1243 0.3493 0.4820 0.041 Uiso 1 1 calc R . . C40 C -0.1930(2) 0.31518(9) 0.37635(12) 0.0303(4) Uani 1 1 d . . . H40B H -0.2563 0.3286 0.3362 0.036 Uiso 1 1 calc R . . H40A H -0.1052 0.3200 0.3564 0.036 Uiso 1 1 calc R . . O2 O -0.25938(14) 0.13217(6) 0.37075(9) 0.0342(3) Uani 1 1 d . . . C41 C -0.2105(2) 0.07617(10) 0.38691(15) 0.0390(5) Uani 1 1 d . . . H41B H -0.1839 0.0726 0.4427 0.047 Uiso 1 1 calc R . . H41A H -0.1351 0.0682 0.3547 0.047 Uiso 1 1 calc R . . C42 C -0.3201(2) 0.03546(10) 0.36669(16) 0.0429(6) Uani 1 1 d . . . H42A H -0.2874 0.0005 0.3432 0.052 Uiso 1 1 calc R . . H42B H -0.3696 0.0259 0.4134 0.052 Uiso 1 1 calc R . . C43 C -0.4015(2) 0.06911(10) 0.30792(13) 0.0371(5) Uani 1 1 d . . . H43A H -0.3664 0.0667 0.2550 0.045 Uiso 1 1 calc R . . H43B H -0.4921 0.0561 0.3060 0.045 Uiso 1 1 calc R . . C44 C -0.3906(2) 0.12799(10) 0.34019(13) 0.0343(5) Uani 1 1 d . . . H44A H -0.4072 0.1561 0.2985 0.041 Uiso 1 1 calc R . . H44B H -0.4527 0.1339 0.3821 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Li1 0.0259(18) 0.0318(19) 0.0394(19) -0.0046(15) 0.0052(15) -0.0034(15) B1 0.0232(11) 0.0192(10) 0.0226(10) -0.0019(8) -0.0011(8) -0.0019(8) N1 0.0195(8) 0.0200(8) 0.0212(7) -0.0025(6) 0.0023(6) -0.0001(6) N2 0.0195(8) 0.0192(7) 0.0202(7) -0.0008(6) 0.0008(6) -0.0016(6) C1 0.0203(9) 0.0224(9) 0.0166(8) -0.0015(7) -0.0005(7) 0.0011(7) C2 0.0258(10) 0.0193(9) 0.0230(9) -0.0005(7) 0.0009(7) -0.0022(7) C3 0.0216(10) 0.0306(10) 0.0262(9) -0.0001(8) 0.0041(7) -0.0027(8) C4 0.0234(10) 0.0276(10) 0.0254(9) -0.0015(8) 0.0027(7) 0.0044(8) C5 0.0245(10) 0.0190(9) 0.0232(9) -0.0013(7) -0.0008(7) 0.0023(7) C6 0.0214(9) 0.0207(9) 0.0169(8) 0.0005(7) -0.0021(7) -0.0021(7) C7 0.0184(9) 0.0187(9) 0.0224(9) -0.0022(7) 0.0020(7) -0.0015(7) C8 0.0216(9) 0.0253(9) 0.0198(9) -0.0017(7) -0.0008(7) -0.0002(7) C9 0.0237(10) 0.0202(9) 0.0225(9) 0.0012(7) -0.0008(7) 0.0019(7) C10 0.0190(9) 0.0201(9) 0.0225(9) -0.0030(7) 0.0002(7) -0.0001(7) C11 0.0191(9) 0.0223(9) 0.0212(9) -0.0012(7) -0.0015(7) -0.0001(7) C12 0.0167(9) 0.0216(9) 0.0226(9) 0.0004(7) 0.0010(7) 0.0002(7) C13 0.0364(12) 0.0257(10) 0.0224(9) -0.0065(8) -0.0057(8) 0.0034(8) C14 0.101(2) 0.0327(13) 0.0215(11) 0.0007(9) -0.0072(12) 0.0002(13) C15 0.0365(15) 0.115(3) 0.0433(15) -0.0333(16) -0.0134(12) -0.0048(16) C16 0.0272(10) 0.0161(8) 0.0234(9) -0.0009(7) -0.0029(7) 0.0015(7) C17 0.0290(11) 0.0258(11) 0.0535(14) -0.0113(10) -0.0033(10) 0.0062(9) C18 0.0328(11) 0.0219(10) 0.0345(11) -0.0066(8) -0.0076(9) 0.0002(8) C19 0.0235(9) 0.0185(9) 0.0223(9) 0.0005(7) -0.0018(7) 0.0013(7) C20 0.0233(10) 0.0305(11) 0.0343(11) 0.0076(8) -0.0005(8) 0.0024(8) C21 0.0236(10) 0.0272(10) 0.0265(10) 0.0031(8) -0.0003(8) -0.0002(8) C22 0.0183(9) 0.0172(8) 0.0215(8) -0.0021(7) 0.0023(7) 0.0001(7) C23 0.0198(9) 0.0241(9) 0.0205(9) -0.0010(7) -0.0010(7) -0.0011(7) C24 0.0234(10) 0.0202(9) 0.0229(9) 0.0022(7) -0.0005(7) 0.0006(7) C25 0.0216(9) 0.0174(8) 0.0243(9) -0.0004(7) 0.0035(7) -0.0011(7) C26 0.0220(10) 0.0226(9) 0.0225(9) -0.0016(7) -0.0018(7) -0.0011(7) C27 0.0201(9) 0.0200(9) 0.0209(8) -0.0002(7) 0.0003(7) 0.0007(7) C28 0.0242(10) 0.0245(9) 0.0228(9) 0.0015(7) -0.0047(7) -0.0041(8) C29 0.0356(12) 0.0394(12) 0.0259(10) -0.0065(9) -0.0044(9) -0.0029(10) C30 0.0283(11) 0.0345(11) 0.0315(10) 0.0054(9) -0.0078(8) -0.0030(9) C31 0.0227(10) 0.0183(9) 0.0302(10) 0.0010(7) 0.0002(8) -0.0035(7) C32 0.0322(11) 0.0217(9) 0.0320(10) -0.0003(8) 0.0031(8) -0.0017(8) C33 0.0439(13) 0.0247(10) 0.0325(11) 0.0032(8) 0.0059(9) -0.0061(9) C34 0.0233(10) 0.0193(9) 0.0226(9) 0.0008(7) -0.0025(7) -0.0005(7) C35 0.0283(10) 0.0285(10) 0.0227(9) 0.0015(8) -0.0007(8) 0.0018(8) C36 0.0282(11) 0.0326(11) 0.0285(10) 0.0060(8) 0.0011(8) 0.0061(9) O1 0.0315(8) 0.0321(8) 0.0324(8) -0.0029(6) 0.0084(6) 0.0007(6) C37 0.0305(11) 0.0371(12) 0.0308(11) 0.0002(9) 0.0069(9) 0.0020(9) C38 0.0252(10) 0.0395(12) 0.0308(10) -0.0082(9) 0.0029(8) 0.0005(9) C39 0.0271(11) 0.0345(12) 0.0408(12) -0.0051(9) 0.0007(9) -0.0012(9) C40 0.0238(10) 0.0330(11) 0.0340(11) 0.0035(9) 0.0008(8) 0.0025(8) O2 0.0244(8) 0.0340(8) 0.0442(9) -0.0010(7) 0.0024(6) -0.0046(6) C41 0.0270(11) 0.0391(13) 0.0509(14) 0.0095(10) 0.0010(10) -0.0023(10) C42 0.0344(13) 0.0367(13) 0.0577(15) 0.0099(11) 0.0016(11) -0.0065(10) C43 0.0380(13) 0.0413(13) 0.0322(11) 0.0012(9) 0.0015(9) -0.0107(10) C44 0.0269(11) 0.0426(13) 0.0333(11) 0.0004(9) -0.0021(9) -0.0008(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Li1 O1 1.919(4) . ? Li1 O2 1.952(4) . ? Li1 B1 2.285(4) . ? B1 N2 1.482(3) . ? B1 N1 1.483(3) . ? N1 C1 1.393(2) . ? N1 C7 1.429(2) . ? N2 C6 1.398(2) . ? N2 C22 1.430(2) . ? C1 C2 1.393(3) . ? C1 C6 1.405(2) . ? C2 C3 1.396(3) . ? C2 H2 0.9500 . ? C3 C4 1.391(3) . ? C3 H3 0.9500 . ? C4 C5 1.398(3) . ? C4 H4 0.9500 . ? C5 C6 1.389(3) . ? C5 H5 0.9500 . ? C7 C12 1.407(2) . ? C7 C8 1.410(3) . ? C8 C9 1.391(3) . ? C8 C13 1.525(3) . ? C9 C10 1.398(2) . ? C9 H9 0.9500 . ? C10 C11 1.395(3) . ? C10 C16 1.522(2) . ? C11 C12 1.394(3) . ? C11 H11 0.9500 . ? C12 C19 1.525(2) . ? C13 C14 1.525(3) . ? C13 C15 1.529(3) . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15C 0.9800 . ? C15 H15B 0.9800 . ? C15 H15A 0.9800 . ? C16 C18 1.525(3) . ? C16 C17 1.529(3) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17C 0.9800 . ? C17 H17B 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C18 H18A 0.9800 . ? C19 C21 1.532(3) . ? C19 C20 1.533(3) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21C 0.9800 . ? C21 H21B 0.9800 . ? C21 H21A 0.9800 . ? C22 C27 1.408(3) . ? C22 C23 1.410(3) . ? C23 C24 1.398(3) . ? C23 C28 1.522(3) . ? C24 C25 1.396(3) . ? C24 H24 0.9500 . ? C25 C26 1.395(3) . ? C25 C31 1.524(2) . ? C26 C27 1.397(3) . ? C26 H26 0.9500 . ? C27 C34 1.523(2) . ? C28 C29 1.536(3) . ? C28 C30 1.537(3) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29C 0.9800 . ? C29 H29B 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C30 H30A 0.9800 . ? C31 C33 1.529(3) . ? C31 C32 1.530(3) . ? C31 H31 1.0000 . ? C32 H32A 0.9800 . ? C32 H32C 0.9800 . ? C32 H32B 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C35 1.533(3) . ? C34 C36 1.534(3) . ? C34 H34 1.0000 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C35 H35A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C36 H36A 0.9800 . ? O1 C37 1.447(2) . ? O1 C40 1.448(2) . ? C37 C38 1.514(3) . ? C37 H37B 0.9900 . ? C37 H37A 0.9900 . ? C38 C39 1.528(3) . ? C38 H38B 0.9900 . ? C38 H38A 0.9900 . ? C39 C40 1.516(3) . ? C39 H39B 0.9900 . ? C39 H39A 0.9900 . ? C40 H40B 0.9900 . ? C40 H40A 0.9900 . ? O2 C44 1.448(3) . ? O2 C41 1.450(3) . ? C41 C42 1.526(3) . ? C41 H41B 0.9900 . ? C41 H41A 0.9900 . ? C42 C43 1.522(3) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.510(3) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9900 . ? C44 H44B 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 O1 Li1 O2 102.92(17) . . ? O1 Li1 B1 127.55(19) . . ? O2 Li1 B1 129.08(19) . . ? N2 B1 N1 99.77(15) . . ? N2 B1 Li1 130.27(16) . . ? N1 B1 Li1 129.79(16) . . ? C1 N1 C7 119.61(15) . . ? C1 N1 B1 112.06(15) . . ? C7 N1 B1 126.97(15) . . ? C6 N2 C22 121.35(15) . . ? C6 N2 B1 112.19(15) . . ? C22 N2 B1 126.41(15) . . ? C2 C1 N1 131.14(17) . . ? C2 C1 C6 120.60(17) . . ? N1 C1 C6 108.27(16) . . ? C1 C2 C3 118.31(17) . . ? C1 C2 H2 120.8 . . ? C3 C2 H2 120.8 . . ? C4 C3 C2 120.84(18) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 121.19(18) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 118.02(17) . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.0 . . ? C5 C6 N2 131.25(17) . . ? C5 C6 C1 121.04(17) . . ? N2 C6 C1 107.71(15) . . ? C12 C7 C8 120.37(16) . . ? C12 C7 N1 119.09(16) . . ? C8 C7 N1 120.54(16) . . ? C9 C8 C7 118.58(17) . . ? C9 C8 C13 120.62(17) . . ? C7 C8 C13 120.69(17) . . ? C8 C9 C10 122.40(17) . . ? C8 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? C11 C10 C9 117.70(17) . . ? C11 C10 C16 123.12(16) . . ? C9 C10 C16 119.17(16) . . ? C12 C11 C10 122.14(17) . . ? C12 C11 H11 118.9 . . ? C10 C11 H11 118.9 . . ? C11 C12 C7 118.80(16) . . ? C11 C12 C19 120.16(16) . . ? C7 C12 C19 121.03(16) . . ? C8 C13 C14 113.31(17) . . ? C8 C13 C15 108.38(17) . . ? C14 C13 C15 111.0(2) . . ? C8 C13 H13 108.0 . . ? C14 C13 H13 108.0 . . ? C15 C13 H13 108.0 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15C 109.5 . . ? C13 C15 H15B 109.5 . . ? H15C C15 H15B 109.5 . . ? C13 C15 H15A 109.5 . . ? H15C C15 H15A 109.5 . . ? H15B C15 H15A 109.5 . . ? C10 C16 C18 113.61(16) . . ? C10 C16 C17 110.57(16) . . ? C18 C16 C17 110.53(16) . . ? C10 C16 H16 107.3 . . ? C18 C16 H16 107.3 . . ? C17 C16 H16 107.3 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? H17C C17 H17B 109.5 . . ? C16 C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C18 H18A 109.5 . . ? H18B C18 H18A 109.5 . . ? H18C C18 H18A 109.5 . . ? C12 C19 C21 111.12(15) . . ? C12 C19 C20 111.30(15) . . ? C21 C19 C20 111.32(16) . . ? C12 C19 H19 107.6 . . ? C21 C19 H19 107.6 . . ? C20 C19 H19 107.6 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21C 109.5 . . ? C19 C21 H21B 109.5 . . ? H21C C21 H21B 109.5 . . ? C19 C21 H21A 109.5 . . ? H21C C21 H21A 109.5 . . ? H21B C21 H21A 109.5 . . ? C27 C22 C23 120.78(16) . . ? C27 C22 N2 119.30(16) . . ? C23 C22 N2 119.88(16) . . ? C24 C23 C22 118.39(17) . . ? C24 C23 C28 120.80(16) . . ? C22 C23 C28 120.76(16) . . ? C25 C24 C23 122.20(17) . . ? C25 C24 H24 118.9 . . ? C23 C24 H24 118.9 . . ? C26 C25 C24 117.87(17) . . ? C26 C25 C31 119.41(17) . . ? C24 C25 C31 122.60(17) . . ? C25 C26 C27 122.32(17) . . ? C25 C26 H26 118.8 . . ? C27 C26 H26 118.8 . . ? C26 C27 C22 118.38(16) . . ? C26 C27 C34 120.15(16) . . ? C22 C27 C34 121.47(16) . . ? C23 C28 C29 110.59(16) . . ? C23 C28 C30 113.21(16) . . ? C29 C28 C30 109.65(16) . . ? C23 C28 H28 107.7 . . ? C29 C28 H28 107.7 . . ? C30 C28 H28 107.7 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? H29C C29 H29B 109.5 . . ? C28 C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C28 C30 H30A 109.5 . . ? H30B C30 H30A 109.5 . . ? H30C C30 H30A 109.5 . . ? C25 C31 C33 114.00(16) . . ? C25 C31 C32 109.91(15) . . ? C33 C31 C32 110.28(16) . . ? C25 C31 H31 107.5 . . ? C33 C31 H31 107.5 . . ? C32 C31 H31 107.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? H32C C32 H32B 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C27 C34 C35 111.00(15) . . ? C27 C34 C36 111.13(15) . . ? C35 C34 C36 110.89(16) . . ? C27 C34 H34 107.9 . . ? C35 C34 H34 107.9 . . ? C36 C34 H34 107.9 . . ? C34 C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C34 C35 H35A 109.5 . . ? H35B C35 H35A 109.5 . . ? H35C C35 H35A 109.5 . . ? C34 C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C34 C36 H36A 109.5 . . ? H36B C36 H36A 109.5 . . ? H36C C36 H36A 109.5 . . ? C37 O1 C40 109.71(15) . . ? C37 O1 Li1 122.73(17) . . ? C40 O1 Li1 125.36(16) . . ? O1 C37 C38 106.18(17) . . ? O1 C37 H37B 110.5 . . ? C38 C37 H37B 110.5 . . ? O1 C37 H37A 110.5 . . ? C38 C37 H37A 110.5 . . ? H37B C37 H37A 108.7 . . ? C37 C38 C39 102.32(17) . . ? C37 C38 H38B 111.3 . . ? C39 C38 H38B 111.3 . . ? C37 C38 H38A 111.3 . . ? C39 C38 H38A 111.3 . . ? H38B C38 H38A 109.2 . . ? C40 C39 C38 102.61(17) . . ? C40 C39 H39B 111.2 . . ? C38 C39 H39B 111.2 . . ? C40 C39 H39A 111.2 . . ? C38 C39 H39A 111.2 . . ? H39B C39 H39A 109.2 . . ? O1 C40 C39 105.81(16) . . ? O1 C40 H40B 110.6 . . ? C39 C40 H40B 110.6 . . ? O1 C40 H40A 110.6 . . ? C39 C40 H40A 110.6 . . ? H40B C40 H40A 108.7 . . ? C44 O2 C41 109.00(16) . . ? C44 O2 Li1 122.36(17) . . ? C41 O2 Li1 121.51(17) . . ? O2 C41 C42 106.65(18) . . ? O2 C41 H41B 110.4 . . ? C42 C41 H41B 110.4 . . ? O2 C41 H41A 110.4 . . ? C42 C41 H41A 110.4 . . ? H41B C41 H41A 108.6 . . ? C43 C42 C41 102.16(18) . . ? C43 C42 H42A 111.3 . . ? C41 C42 H42A 111.3 . . ? C43 C42 H42B 111.3 . . ? C41 C42 H42B 111.3 . . ? H42A C42 H42B 109.2 . . ? C44 C43 C42 102.28(19) . . ? C44 C43 H43A 111.3 . . ? C42 C43 H43A 111.3 . . ? C44 C43 H43B 111.3 . . ? C42 C43 H43B 111.3 . . ? H43A C43 H43B 109.2 . . ? O2 C44 C43 104.77(18) . . ? O2 C44 H44A 110.8 . . ? C43 C44 H44A 110.8 . . ? O2 C44 H44B 110.8 . . ? C43 C44 H44B 110.8 . . ? H44A C44 H44B 108.9 . . ? 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 O1 Li1 B1 N2 165.7(2) . . . . ? O2 Li1 B1 N2 -5.3(4) . . . . ? O1 Li1 B1 N1 -8.4(4) . . . . ? O2 Li1 B1 N1 -179.4(2) . . . . ? N2 B1 N1 C1 -0.66(19) . . . . ? Li1 B1 N1 C1 174.80(18) . . . . ? N2 B1 N1 C7 -167.10(16) . . . . ? Li1 B1 N1 C7 8.4(3) . . . . ? N1 B1 N2 C6 -0.12(19) . . . . ? Li1 B1 N2 C6 -175.55(18) . . . . ? N1 B1 N2 C22 -177.53(16) . . . . ? Li1 B1 N2 C22 7.0(3) . . . . ? C7 N1 C1 C2 -11.3(3) . . . . ? B1 N1 C1 C2 -178.89(19) . . . . ? C7 N1 C1 C6 168.76(15) . . . . ? B1 N1 C1 C6 1.2(2) . . . . ? N1 C1 C2 C3 -179.07(18) . . . . ? C6 C1 C2 C3 0.8(3) . . . . ? C1 C2 C3 C4 -0.3(3) . . . . ? C2 C3 C4 C5 -0.1(3) . . . . ? C3 C4 C5 C6 0.2(3) . . . . ? C4 C5 C6 N2 -179.28(18) . . . . ? C4 C5 C6 C1 0.3(3) . . . . ? C22 N2 C6 C5 -2.0(3) . . . . ? B1 N2 C6 C5 -179.52(19) . . . . ? C22 N2 C6 C1 178.39(15) . . . . ? B1 N2 C6 C1 0.8(2) . . . . ? C2 C1 C6 C5 -0.8(3) . . . . ? N1 C1 C6 C5 179.09(16) . . . . ? C2 C1 C6 N2 178.86(16) . . . . ? N1 C1 C6 N2 -1.2(2) . . . . ? C1 N1 C7 C12 -91.0(2) . . . . ? B1 N1 C7 C12 74.5(2) . . . . ? C1 N1 C7 C8 88.9(2) . . . . ? B1 N1 C7 C8 -105.6(2) . . . . ? C12 C7 C8 C9 0.1(3) . . . . ? N1 C7 C8 C9 -179.78(17) . . . . ? C12 C7 C8 C13 -176.22(17) . . . . ? N1 C7 C8 C13 3.9(3) . . . . ? C7 C8 C9 C10 -0.4(3) . . . . ? C13 C8 C9 C10 175.91(18) . . . . ? C8 C9 C10 C11 0.1(3) . . . . ? C8 C9 C10 C16 -178.73(17) . . . . ? C9 C10 C11 C12 0.6(3) . . . . ? C16 C10 C11 C12 179.33(17) . . . . ? C10 C11 C12 C7 -0.9(3) . . . . ? C10 C11 C12 C19 179.44(17) . . . . ? C8 C7 C12 C11 0.5(3) . . . . ? N1 C7 C12 C11 -179.61(16) . . . . ? C8 C7 C12 C19 -179.79(17) . . . . ? N1 C7 C12 C19 0.1(3) . . . . ? C9 C8 C13 C14 39.2(3) . . . . ? C7 C8 C13 C14 -144.5(2) . . . . ? C9 C8 C13 C15 -84.4(3) . . . . ? C7 C8 C13 C15 91.9(2) . . . . ? C11 C10 C16 C18 31.8(3) . . . . ? C9 C10 C16 C18 -149.45(18) . . . . ? C11 C10 C16 C17 -93.1(2) . . . . ? C9 C10 C16 C17 85.6(2) . . . . ? C11 C12 C19 C21 60.6(2) . . . . ? C7 C12 C19 C21 -119.11(19) . . . . ? C11 C12 C19 C20 -64.1(2) . . . . ? C7 C12 C19 C20 116.22(19) . . . . ? C6 N2 C22 C27 -98.2(2) . . . . ? B1 N2 C22 C27 79.0(2) . . . . ? C6 N2 C22 C23 83.7(2) . . . . ? B1 N2 C22 C23 -99.1(2) . . . . ? C27 C22 C23 C24 -1.3(3) . . . . ? N2 C22 C23 C24 176.79(16) . . . . ? C27 C22 C23 C28 -178.79(17) . . . . ? N2 C22 C23 C28 -0.7(3) . . . . ? C22 C23 C24 C25 -1.0(3) . . . . ? C28 C23 C24 C25 176.53(17) . . . . ? C23 C24 C25 C26 2.0(3) . . . . ? C23 C24 C25 C31 177.93(17) . . . . ? C24 C25 C26 C27 -0.8(3) . . . . ? C31 C25 C26 C27 -176.86(17) . . . . ? C25 C26 C27 C22 -1.4(3) . . . . ? C25 C26 C27 C34 177.69(17) . . . . ? C23 C22 C27 C26 2.4(3) . . . . ? N2 C22 C27 C26 -175.67(16) . . . . ? C23 C22 C27 C34 -176.63(16) . . . . ? N2 C22 C27 C34 5.3(3) . . . . ? C24 C23 C28 C29 -92.4(2) . . . . ? C22 C23 C28 C29 85.1(2) . . . . ? C24 C23 C28 C30 31.1(3) . . . . ? C22 C23 C28 C30 -151.41(18) . . . . ? C26 C25 C31 C33 -157.26(18) . . . . ? C24 C25 C31 C33 26.9(3) . . . . ? C26 C25 C31 C32 78.3(2) . . . . ? C24 C25 C31 C32 -97.5(2) . . . . ? C26 C27 C34 C35 -57.3(2) . . . . ? C22 C27 C34 C35 121.72(19) . . . . ? C26 C27 C34 C36 66.6(2) . . . . ? C22 C27 C34 C36 -114.38(19) . . . . ? O2 Li1 O1 C37 37.7(3) . . . . ? B1 Li1 O1 C37 -135.1(2) . . . . ? O2 Li1 O1 C40 -160.88(17) . . . . ? B1 Li1 O1 C40 26.3(3) . . . . ? C40 O1 C37 C38 11.5(2) . . . . ? Li1 O1 C37 C38 175.51(18) . . . . ? O1 C37 C38 C39 -29.8(2) . . . . ? C37 C38 C39 C40 36.2(2) . . . . ? C37 O1 C40 C39 12.0(2) . . . . ? Li1 O1 C40 C39 -151.50(19) . . . . ? C38 C39 C40 O1 -30.1(2) . . . . ? O1 Li1 O2 C44 70.8(2) . . . . ? B1 Li1 O2 C44 -116.5(2) . . . . ? O1 Li1 O2 C41 -141.99(19) . . . . ? B1 Li1 O2 C41 30.7(3) . . . . ? C44 O2 C41 C42 -1.4(2) . . . . ? Li1 O2 C41 C42 -152.4(2) . . . . ? O2 C41 C42 C43 24.2(2) . . . . ? C41 C42 C43 C44 -36.9(2) . . . . ? C41 O2 C44 C43 -22.5(2) . . . . ? Li1 O2 C44 C43 128.30(19) . . . . ? C42 C43 C44 O2 37.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.513 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.053 # Attachment 'web_deposit_cif_file_5_StephenT.Liddle_1326457223.5.cif' data_bsrncd _database_code_depnum_ccdc_archive 'CCDC 862671' #TrackingRef 'web_deposit_cif_file_5_StephenT.Liddle_1326457223.5.cif' _refine_special_details ; Methyl C25 disordered over horizontal crystallographic mirror plane. Modelled with the aid of distance, simu and delu restraints. ; _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H51 B N2' _chemical_formula_sum 'C36 H51 B N2' _chemical_formula_weight 522.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 12.866(2) _cell_length_b 14.546(3) _cell_length_c 17.544(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3283.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 1167 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 25.87 _exptl_crystal_description NEEDLE _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.057 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.651 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details 'SADABS 2007/2' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean 8.366 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11131 _diffrn_reflns_av_R_equivalents 0.062 _diffrn_reflns_av_sigmaI/netI 0.063 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3005 _reflns_number_gt 1715 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36A (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; SHELXTL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'enCIFer(Allen et al.,2004);PLATON(Spek,2009)' _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^)+(0.118P)^2^+2.590P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'geom, Me from difmap' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3005 _refine_ls_number_parameters 214 _refine_ls_number_restraints 243 _refine_ls_R_factor_all 0.145 _refine_ls_R_factor_gt 0.0842 _refine_ls_wR_factor_ref 0.257 _refine_ls_wR_factor_gt 0.214 _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_restrained_S_all 1.06 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group B1 B 0.3670(5) 0.2500 0.3692(3) 0.0408(13) Uani 1 2 d SU . . H1B H 0.287(4) 0.2500 0.343(3) 0.049 Uiso 1 2 d S . . N1 N 0.4581(3) 0.2500 0.32364(19) 0.0365(9) Uani 1 2 d SU . . N2 N 0.4006(3) 0.2500 0.4465(2) 0.0396(10) Uani 1 2 d SU . . C1 C 0.5448(4) 0.2500 0.3713(2) 0.0390(11) Uani 1 2 d SU . . C2 C 0.6490(4) 0.2500 0.3551(3) 0.0481(13) Uani 1 2 d SU . . H2A H 0.6728 0.2500 0.3038 0.058 Uiso 1 2 calc SR . . C3 C 0.7181(5) 0.2500 0.4147(3) 0.0715(17) Uani 1 2 d SU . . H3A H 0.7907 0.2500 0.4048 0.086 Uiso 1 2 calc SR . . C4 C 0.6829(5) 0.2500 0.4886(3) 0.086(2) Uani 1 2 d SU . . H4A H 0.7324 0.2500 0.5288 0.103 Uiso 1 2 calc SR . . C5 C 0.5779(5) 0.2500 0.5070(3) 0.0706(17) Uani 1 2 d SU . . H5A H 0.5549 0.2500 0.5584 0.085 Uiso 1 2 calc SR . . C6 C 0.5089(4) 0.2500 0.4471(3) 0.0451(12) Uani 1 2 d SU . . C7 C 0.4739(4) 0.2500 0.2422(2) 0.0403(12) Uani 1 2 d SU . . C8 C 0.4832(3) 0.1661(2) 0.20418(18) 0.0434(9) Uani 1 1 d U . . C9 C 0.5002(3) 0.1689(3) 0.12545(19) 0.0484(10) Uani 1 1 d U . . H9A H 0.5063 0.1124 0.0987 0.058 Uiso 1 1 calc R . . C10 C 0.5085(4) 0.2500 0.0848(3) 0.0467(13) Uani 1 2 d SU . . C11 C 0.4736(3) 0.0762(2) 0.2460(2) 0.0531(10) Uani 1 1 d U . . H11A H 0.4924 0.0881 0.3004 0.064 Uiso 1 1 calc R . . C12 C 0.5467(4) 0.0020(3) 0.2167(3) 0.0748(14) Uani 1 1 d U . . H12A H 0.6176 0.0264 0.2140 0.112 Uiso 1 1 calc R . . H12B H 0.5245 -0.0175 0.1657 0.112 Uiso 1 1 calc R . . H12C H 0.5451 -0.0508 0.2513 0.112 Uiso 1 1 calc R . . C13 C 0.3614(4) 0.0440(3) 0.2449(3) 0.0831(15) Uani 1 1 d U . . H13A H 0.3165 0.0924 0.2654 0.125 Uiso 1 1 calc R . . H13B H 0.3545 -0.0115 0.2762 0.125 Uiso 1 1 calc R . . H13C H 0.3408 0.0301 0.1924 0.125 Uiso 1 1 calc R . . C14 C 0.5275(5) 0.2500 -0.0011(3) 0.0554(14) Uani 1 2 d SU . . H14A H 0.6045 0.2500 -0.0091 0.067 Uiso 1 2 calc SR . . C15 C 0.4848(4) 0.1651(3) -0.0399(2) 0.0667(13) Uani 1 1 d U . . H15A H 0.4944 0.1706 -0.0951 0.100 Uiso 1 1 calc R . . H15B H 0.4105 0.1593 -0.0284 0.100 Uiso 1 1 calc R . . H15C H 0.5217 0.1107 -0.0212 0.100 Uiso 1 1 calc R . . C16 C 0.3442(4) 0.2500 0.5175(3) 0.0473(13) Uani 1 2 d SU . . C17 C 0.3207(3) 0.1660(3) 0.5523(2) 0.0552(10) Uani 1 1 d U . . C18 C 0.2744(3) 0.1697(4) 0.6242(2) 0.0729(14) Uani 1 1 d U . . H18A H 0.2578 0.1133 0.6487 0.088 Uiso 1 1 calc R . . C19 C 0.2515(5) 0.2500 0.6614(3) 0.082(2) Uani 1 2 d SU . . C20 C 0.3437(3) 0.0759(3) 0.5145(2) 0.0625(11) Uani 1 1 d U . . H20A H 0.3939 0.0879 0.4721 0.075 Uiso 1 1 calc R . . C21 C 0.3944(4) 0.0064(4) 0.5692(3) 0.0903(17) Uani 1 1 d U . . H21A H 0.4589 0.0325 0.5897 0.136 Uiso 1 1 calc R . . H21B H 0.4101 -0.0505 0.5416 0.136 Uiso 1 1 calc R . . H21C H 0.3466 -0.0069 0.6113 0.136 Uiso 1 1 calc R . . C22 C 0.2457(4) 0.0355(4) 0.4796(3) 0.0835(15) Uani 1 1 d U . . H22A H 0.2203 0.0762 0.4392 0.125 Uiso 1 1 calc R . . H22B H 0.1922 0.0293 0.5191 0.125 Uiso 1 1 calc R . . H22C H 0.2613 -0.0252 0.4581 0.125 Uiso 1 1 calc R . . C23 C 0.2096(6) 0.2500 0.7425(4) 0.103(2) Uani 1 2 d SU . . C24 C 0.1009(5) 0.2500 0.7478(3) 0.0721(18) Uani 1 2 d SDU . . H24A H 0.0740 0.3099 0.7315 0.108 Uiso 0.50 1 calc PR . . H24B H 0.0803 0.2385 0.8007 0.108 Uiso 0.50 1 calc PR . . H24C H 0.0725 0.2017 0.7149 0.108 Uiso 0.50 1 calc PR . . C25 C 0.2780(6) 0.2150(8) 0.7981(4) 0.092(4) Uani 0.50 1 d PDU . . H25A H 0.2431 0.2143 0.8478 0.138 Uiso 0.50 1 calc PR . . H25B H 0.3399 0.2540 0.8010 0.138 Uiso 0.50 1 calc PR . . H25C H 0.2985 0.1523 0.7843 0.138 Uiso 0.50 1 calc PR . . H25F H 0.2339 0.3066 0.7571 0.138 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.061(3) 0.031(3) 0.031(2) 0.000 0.001(2) 0.000 N1 0.055(2) 0.030(2) 0.0249(17) 0.000 -0.0027(16) 0.000 N2 0.053(2) 0.041(2) 0.0250(18) 0.000 0.0036(17) 0.000 C1 0.059(3) 0.032(2) 0.026(2) 0.000 0.000(2) 0.000 C2 0.056(3) 0.056(3) 0.032(2) 0.000 0.006(2) 0.000 C3 0.058(3) 0.109(5) 0.048(3) 0.000 0.002(3) 0.000 C4 0.061(3) 0.154(6) 0.043(3) 0.000 -0.010(3) 0.000 C5 0.062(3) 0.121(5) 0.029(2) 0.000 -0.003(2) 0.000 C6 0.054(3) 0.053(3) 0.028(2) 0.000 -0.001(2) 0.000 C7 0.062(3) 0.036(2) 0.0226(19) 0.000 -0.001(2) 0.000 C8 0.065(2) 0.0361(19) 0.0289(15) -0.0019(14) -0.0037(15) -0.0014(17) C9 0.072(3) 0.041(2) 0.0320(16) -0.0072(15) -0.0016(16) -0.0007(19) C10 0.059(3) 0.052(3) 0.030(2) 0.000 -0.001(2) 0.000 C11 0.091(3) 0.0314(18) 0.0371(17) -0.0029(15) -0.0011(18) -0.0048(19) C12 0.124(4) 0.033(2) 0.068(3) -0.002(2) 0.005(3) 0.009(2) C13 0.108(4) 0.058(3) 0.083(3) 0.013(3) 0.005(3) -0.025(3) C14 0.068(4) 0.066(3) 0.033(2) 0.000 0.001(2) 0.000 C15 0.101(3) 0.070(3) 0.0289(18) -0.0062(18) 0.001(2) 0.001(3) C16 0.054(3) 0.062(3) 0.027(2) 0.000 0.001(2) 0.000 C17 0.054(2) 0.074(3) 0.0381(18) 0.0167(18) 0.0016(16) 0.005(2) C18 0.064(3) 0.118(4) 0.037(2) 0.025(2) 0.0046(19) -0.001(3) C19 0.063(4) 0.151(6) 0.032(3) 0.000 0.006(3) 0.000 C20 0.062(2) 0.062(2) 0.064(2) 0.031(2) 0.010(2) 0.010(2) C21 0.081(3) 0.096(4) 0.093(3) 0.060(3) 0.017(3) 0.018(3) C22 0.077(3) 0.066(3) 0.107(4) 0.006(3) 0.000(3) 0.008(3) C23 0.075(4) 0.193(6) 0.041(3) 0.000 0.009(3) 0.000 C24 0.067(4) 0.122(5) 0.027(3) 0.000 0.002(3) 0.000 C25 0.074(5) 0.178(10) 0.024(3) -0.001(4) 0.002(3) 0.015(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 N1 1.418(7) . ? B1 N2 1.424(6) . ? B1 H1B 1.12(5) . ? N1 C1 1.394(6) . ? N1 C7 1.443(5) . ? N2 C6 1.393(6) . ? N2 C16 1.442(6) . ? C1 C2 1.370(7) . ? C1 C6 1.407(6) . ? C2 C3 1.374(8) . ? C2 H2A 0.9500 . ? C3 C4 1.373(8) . ? C3 H3A 0.9500 . ? C4 C5 1.388(9) . ? C4 H4A 0.9500 . ? C5 C6 1.376(7) . ? C5 H5A 0.9500 . ? C7 C8 1.396(4) . ? C8 C9 1.399(5) . ? C8 C11 1.505(5) . ? C9 C10 1.383(4) . ? C9 H9A 0.9500 . ? C10 C14 1.526(7) . ? C11 C13 1.517(6) . ? C11 C12 1.522(6) . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.513(5) . ? C14 H14A 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.399(5) . ? C17 C18 1.396(5) . ? C17 C20 1.498(6) . ? C18 C19 1.370(6) . ? C18 H18A 0.9500 . ? C19 C23 1.520(8) . ? C20 C22 1.520(6) . ? C20 C21 1.540(6) . ? C20 H20A 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.402(9) . ? C23 C25 1.409(9) . ? C23 H25F 0.9175 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 B1 N2 106.6(5) . . ? N1 B1 H1B 122(2) . . ? N2 B1 H1B 132(2) . . ? C1 N1 B1 108.9(4) . . ? C1 N1 C7 118.8(4) . . ? B1 N1 C7 132.4(4) . . ? C6 N2 B1 108.1(4) . . ? C6 N2 C16 119.8(4) . . ? B1 N2 C16 132.1(5) . . ? C2 C1 N1 131.1(4) . . ? C2 C1 C6 121.2(5) . . ? N1 C1 C6 107.7(4) . . ? C1 C2 C3 118.4(5) . . ? C1 C2 H2A 120.8 . . ? C3 C2 H2A 120.8 . . ? C4 C3 C2 120.4(6) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.8 . . ? C3 C4 C5 122.7(6) . . ? C3 C4 H4A 118.6 . . ? C5 C4 H4A 118.6 . . ? C6 C5 C4 116.8(5) . . ? C6 C5 H5A 121.6 . . ? C4 C5 H5A 121.6 . . ? C5 C6 N2 130.7(5) . . ? C5 C6 C1 120.6(5) . . ? N2 C6 C1 108.7(4) . . ? C8 C7 C8 121.9(4) 7_565 . ? C8 C7 N1 119.0(2) 7_565 . ? C8 C7 N1 119.0(2) . . ? C7 C8 C9 117.4(3) . . ? C7 C8 C11 121.3(3) . . ? C9 C8 C11 121.3(3) . . ? C10 C9 C8 123.1(3) . . ? C10 C9 H9A 118.5 . . ? C8 C9 H9A 118.5 . . ? C9 C10 C9 117.1(4) 7_565 . ? C9 C10 C14 121.4(2) 7_565 . ? C9 C10 C14 121.4(2) . . ? C8 C11 C13 109.9(3) . . ? C8 C11 C12 113.6(3) . . ? C13 C11 C12 111.3(4) . . ? C8 C11 H11A 107.2 . . ? C13 C11 H11A 107.2 . . ? C12 C11 H11A 107.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C15 109.3(5) 7_565 . ? C15 C14 C10 112.7(3) 7_565 . ? C15 C14 C10 112.7(3) . . ? C15 C14 H14A 107.3 7_565 . ? C15 C14 H14A 107.3 . . ? C10 C14 H14A 107.3 . . ? 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 C17 121.8(5) 7_565 . ? C17 C16 N2 119.0(2) 7_565 . ? C17 C16 N2 119.0(2) . . ? C18 C17 C16 116.9(4) . . ? C18 C17 C20 121.2(4) . . ? C16 C17 C20 121.9(3) . . ? C19 C18 C17 123.7(5) . . ? C19 C18 H18A 118.1 . . ? C17 C18 H18A 118.1 . . ? C18 C19 C18 116.9(6) 7_565 . ? C18 C19 C23 121.5(3) 7_565 . ? C18 C19 C23 121.5(3) . . ? C17 C20 C22 110.7(4) . . ? C17 C20 C21 112.4(4) . . ? C22 C20 C21 110.4(4) . . ? C17 C20 H20A 107.7 . . ? C22 C20 H20A 107.7 . . ? C21 C20 H20A 107.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C25 125.2(6) . 7_565 ? C24 C23 C25 125.2(6) . . ? C24 C23 C19 114.6(6) . . ? C25 C23 C19 115.3(6) 7_565 . ? C25 C23 C19 115.3(6) . . ? C24 C23 H25F 108.7 . . ? C19 C23 H25F 98.1 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.56 _refine_diff_density_min -0.60 _refine_diff_density_rms 0.05 #=== END of CIF