# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1440 data_phtls10 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27 H38 B N6 Tl' _chemical_formula_weight 661.81 _chemical_melting_point ? _chemical_compound_source ? 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' 'Tl' 'Tl' -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.2499(7) _cell_length_b 13.8902(7) _cell_length_c 15.3951(7) _cell_angle_alpha 90.00 _cell_angle_beta 117.0550(10) _cell_angle_gamma 90.00 _cell_volume 2904.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method ? _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 5.586 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20516 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 28.28 _reflns_number_total 6600 _reflns_number_observed 5638 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+2.8417P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00022(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6600 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0372 _refine_ls_R_factor_obs 0.0279 _refine_ls_wR_factor_all 0.0614 _refine_ls_wR_factor_obs 0.0585 _refine_ls_goodness_of_fit_all 1.044 _refine_ls_goodness_of_fit_obs 1.080 _refine_ls_restrained_S_all 1.044 _refine_ls_restrained_S_obs 1.080 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Tl Tl 0.134513(9) 0.648315(10) 0.437741(10) 0.03861(6) Uani 1 d . . N11 N 0.2943(2) 0.4705(2) 0.4591(2) 0.0274(5) Uani 1 d . . N12 N 0.2502(2) 0.5030(2) 0.5139(2) 0.0325(6) Uani 1 d . . N21 N 0.3328(2) 0.6303(2) 0.4020(2) 0.0256(5) Uani 1 d . . N22 N 0.3026(2) 0.6906(2) 0.4541(2) 0.0293(5) Uani 1 d . . N31 N 0.1745(2) 0.5419(2) 0.3028(2) 0.0280(5) Uani 1 d . . N32 N 0.1390(2) 0.6219(2) 0.2442(2) 0.0295(5) Uani 1 d . . C11 C 0.3431(2) 0.3885(2) 0.4987(2) 0.0337(7) Uani 1 d . . H11A H 0.3790(2) 0.3516(2) 0.4747(2) 0.040 Uiso 1 calc R . C12 C 0.3316(3) 0.3681(2) 0.5802(3) 0.0384(8) Uani 1 d . . H12A H 0.3579(3) 0.3154(2) 0.6225(3) 0.046 Uiso 1 calc R . C13 C 0.2732(2) 0.4408(2) 0.5870(2) 0.0326(7) Uani 1 d . . C14 C 0.2378(3) 0.4566(3) 0.6635(2) 0.0417(8) Uani 1 d . . C15 C 0.2807(5) 0.3808(4) 0.7427(4) 0.087(2) Uani 1 d . . H15A H 0.2617(27) 0.3947(18) 0.7936(16) 0.131 Uiso 1 calc R . H15B H 0.3519(5) 0.3812(21) 0.7701(21) 0.131 Uiso 1 calc R . H15C H 0.2558(25) 0.3179(6) 0.7150(8) 0.131 Uiso 1 calc R . C16 C 0.1254(3) 0.4527(4) 0.6166(3) 0.0739(15) Uani 1 d . . H16A H 0.1034(3) 0.4694(27) 0.6647(8) 0.111 Uiso 1 calc R . H16B H 0.1034(3) 0.3881(8) 0.5925(24) 0.111 Uiso 1 calc R . H16C H 0.0982(3) 0.4979(19) 0.5628(17) 0.111 Uiso 1 calc R . C17 C 0.2696(4) 0.5559(4) 0.7091(3) 0.0725(14) Uani 1 d . . H17A H 0.3409(4) 0.5588(9) 0.7439(22) 0.109 Uiso 1 calc R . H17B H 0.2426(22) 0.5678(11) 0.7542(20) 0.109 Uiso 1 calc R . H17C H 0.2457(22) 0.6044(4) 0.6582(4) 0.109 Uiso 1 calc R . C21 C 0.4013(2) 0.6758(2) 0.3856(2) 0.0330(7) Uani 1 d . . H21A H 0.4331(2) 0.6504(2) 0.3507(2) 0.040 Uiso 1 calc R . C22 C 0.4178(3) 0.7647(3) 0.4274(3) 0.0404(8) Uani 1 d . . H22A H 0.4626(3) 0.8112(3) 0.4277(3) 0.049 Uiso 1 calc R . C23 C 0.3547(2) 0.7722(2) 0.4692(2) 0.0323(7) Uani 1 d . . C24 C 0.3421(3) 0.8558(3) 0.5267(3) 0.0444(8) Uani 1 d . . C25 C 0.4166(6) 0.9319(6) 0.5381(8) 0.187(5) Uani 1 d . . H25A H 0.4378(54) 0.9239(44) 0.4879(44) 0.281 Uiso 1 calc R . H25B H 0.4729(31) 0.9259(44) 0.6019(28) 0.281 Uiso 1 calc R . H25C H 0.3872(22) 0.9950(6) 0.5320(71) 0.281 Uiso 1 calc R . C26 C 0.3502(9) 0.8240(5) 0.6194(5) 0.195(6) Uani 1 d . . H26A H 0.3387(78) 0.8780(17) 0.6528(34) 0.292 Uiso 1 calc R . H26B H 0.4157(24) 0.7984(68) 0.6589(29) 0.292 Uiso 1 calc R . H26C H 0.3017(49) 0.7743(53) 0.6086(6) 0.292 Uiso 1 calc R . C27 C 0.2419(4) 0.9021(4) 0.4682(4) 0.088(2) Uani 1 d . . H27A H 0.2369(12) 0.9262(27) 0.4070(14) 0.132 Uiso 1 calc R . H27B H 0.2340(13) 0.9550(20) 0.5052(14) 0.132 Uiso 1 calc R . H27C H 0.1907(4) 0.8547(9) 0.4552(26) 0.132 Uiso 1 calc R . C31 C 0.1016(2) 0.4774(2) 0.2817(2) 0.0366(7) Uani 1 d . . H31A H 0.1080(2) 0.4171(2) 0.3118(2) 0.044 Uiso 1 calc R . C32 C 0.0165(2) 0.5144(3) 0.2088(3) 0.0396(8) Uani 1 d . . H32B H -0.0460(2) 0.4853(3) 0.1793(3) 0.048 Uiso 1 calc R . C33 C 0.0431(2) 0.6051(2) 0.1881(2) 0.0315(7) Uani 1 d . . C34 C -0.0204(2) 0.6782(3) 0.1139(3) 0.0388(8) Uani 1 d . . C35 C -0.0396(4) 0.6436(4) 0.0117(3) 0.0700(14) Uani 1 d . . H35A H -0.0804(21) 0.6902(12) -0.0367(4) 0.105 Uiso 1 calc R . H35B H -0.0731(22) 0.5819(12) -0.0019(10) 0.105 Uiso 1 calc R . H35C H 0.0226(4) 0.6367(24) 0.0094(8) 0.105 Uiso 1 calc R . C36 C -0.1182(3) 0.6894(4) 0.1175(4) 0.0627(12) Uani 1 d . . H36A H -0.1583(10) 0.7372(17) 0.0700(17) 0.094 Uiso 1 calc R . H36B H -0.1060(3) 0.7101(22) 0.1822(8) 0.094 Uiso 1 calc R . H36C H -0.1526(11) 0.6282(6) 0.1026(23) 0.094 Uiso 1 calc R . C37 C 0.0313(3) 0.7761(3) 0.1354(3) 0.0583(11) Uani 1 d . . H37A H -0.0095(11) 0.8222(6) 0.0863(14) 0.087 Uiso 1 calc R . H37B H 0.0942(11) 0.7699(6) 0.1344(23) 0.087 Uiso 1 calc R . H37C H 0.0420(21) 0.7982(11) 0.1993(10) 0.087 Uiso 1 calc R . C41 C 0.3398(2) 0.4714(2) 0.3151(2) 0.0251(6) Uani 1 d . . C42 C 0.2869(2) 0.4355(2) 0.2205(2) 0.0313(7) Uani 1 d . . H42A H 0.2187(2) 0.4462(2) 0.1869(2) 0.038 Uiso 1 calc R . C43 C 0.3325(3) 0.3845(3) 0.1749(2) 0.0383(8) Uani 1 d . . H43A H 0.2949(3) 0.3611(3) 0.1112(2) 0.046 Uiso 1 calc R . C44 C 0.4331(3) 0.3679(2) 0.2224(3) 0.0373(8) Uani 1 d . . H44A H 0.4639(3) 0.3336(2) 0.1912(3) 0.045 Uiso 1 calc R . C45 C 0.4872(2) 0.4019(2) 0.3154(2) 0.0330(7) Uani 1 d . . H45A H 0.5554(2) 0.3905(2) 0.3486(2) 0.040 Uiso 1 calc R . C46 C 0.4411(2) 0.4535(2) 0.3606(2) 0.0304(6) Uani 1 d . . H46A H 0.4794(2) 0.4772(2) 0.4240(2) 0.036 Uiso 1 calc R . B B 0.2870(2) 0.5286(2) 0.3693(2) 0.0247(7) Uani 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 Tl 0.03111(8) 0.04548(9) 0.04470(9) -0.00177(6) 0.02200(6) 0.00693(6) N11 0.0244(12) 0.0326(14) 0.0245(12) -0.0004(10) 0.0105(10) 0.0030(10) N12 0.0307(14) 0.040(2) 0.0297(14) 0.0032(11) 0.0161(12) 0.0064(12) N21 0.0218(12) 0.0316(14) 0.0228(12) -0.0037(10) 0.0095(10) 0.0013(10) N22 0.0258(13) 0.0314(14) 0.0290(13) -0.0065(11) 0.0110(11) 0.0029(11) N31 0.0228(12) 0.0299(14) 0.0284(13) -0.0007(10) 0.0090(10) 0.0003(10) N32 0.0268(13) 0.0318(14) 0.0272(13) 0.0002(10) 0.0100(11) 0.0016(10) C11 0.031(2) 0.033(2) 0.037(2) 0.0008(14) 0.0157(14) 0.0013(14) C12 0.038(2) 0.037(2) 0.040(2) 0.0105(14) 0.018(2) 0.0012(14) C13 0.029(2) 0.039(2) 0.028(2) 0.0002(13) 0.0121(13) -0.0048(14) C14 0.041(2) 0.057(2) 0.033(2) 0.001(2) 0.022(2) -0.006(2) C15 0.115(5) 0.107(4) 0.062(3) 0.037(3) 0.060(3) 0.032(4) C16 0.051(3) 0.128(5) 0.058(3) -0.014(3) 0.038(2) -0.017(3) C17 0.097(4) 0.085(3) 0.059(3) -0.023(3) 0.057(3) -0.022(3) C21 0.032(2) 0.037(2) 0.034(2) -0.0023(13) 0.0184(14) -0.0017(13) C22 0.043(2) 0.035(2) 0.047(2) -0.0031(15) 0.024(2) -0.008(2) C23 0.029(2) 0.030(2) 0.031(2) -0.0031(13) 0.0068(13) 0.0022(13) C24 0.043(2) 0.036(2) 0.046(2) -0.009(2) 0.014(2) 0.005(2) C25 0.125(6) 0.138(7) 0.342(13) -0.187(8) 0.143(8) -0.078(5) C26 0.458(18) 0.079(4) 0.068(4) 0.021(3) 0.138(7) 0.117(7) C27 0.103(4) 0.074(4) 0.082(4) -0.001(3) 0.038(3) 0.049(3) C31 0.030(2) 0.032(2) 0.044(2) 0.0047(14) 0.0137(15) -0.0035(14) C32 0.026(2) 0.041(2) 0.042(2) 0.0015(15) 0.0064(14) -0.0058(14) C33 0.0249(15) 0.039(2) 0.028(2) -0.0004(13) 0.0096(13) 0.0004(13) C34 0.031(2) 0.041(2) 0.037(2) 0.0056(14) 0.0079(15) 0.0035(14) C35 0.081(3) 0.078(3) 0.035(2) 0.008(2) 0.013(2) 0.012(3) C36 0.036(2) 0.066(3) 0.078(3) 0.013(2) 0.019(2) 0.015(2) C37 0.056(3) 0.043(2) 0.060(3) 0.015(2) 0.013(2) 0.001(2) C41 0.0260(14) 0.0253(15) 0.0244(14) -0.0005(11) 0.0117(12) -0.0004(12) C42 0.031(2) 0.033(2) 0.0252(15) -0.0021(12) 0.0086(13) 0.0016(13) C43 0.047(2) 0.038(2) 0.027(2) -0.0075(13) 0.014(2) -0.001(2) C44 0.048(2) 0.033(2) 0.041(2) -0.0055(14) 0.029(2) 0.0025(15) C45 0.029(2) 0.034(2) 0.039(2) -0.0017(14) 0.0183(14) 0.0027(13) C46 0.0244(14) 0.039(2) 0.0249(15) -0.0039(13) 0.0087(12) 0.0022(13) B 0.022(2) 0.029(2) 0.022(2) -0.0009(12) 0.0083(13) 0.0007(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tl N22 2.528(3) . ? Tl N12 2.585(3) . ? Tl N31 2.833(2) . ? N11 C11 1.345(4) . ? N11 N12 1.372(3) . ? N11 B 1.560(4) . ? N12 C13 1.333(4) . ? N21 C21 1.341(4) . ? N21 N22 1.375(3) . ? N21 B 1.554(4) . ? N22 C23 1.343(4) . ? N31 C31 1.347(4) . ? N31 N32 1.378(3) . ? N31 B 1.558(4) . ? N32 C33 1.337(4) . ? C11 C12 1.374(5) . ? C12 C13 1.381(5) . ? C13 C14 1.519(4) . ? C14 C15 1.515(6) . ? C14 C17 1.523(6) . ? C14 C16 1.529(5) . ? C21 C22 1.361(5) . ? C22 C23 1.383(5) . ? C23 C24 1.524(5) . ? C24 C26 1.444(7) . ? C24 C25 1.502(8) . ? C24 C27 1.520(6) . ? C31 C32 1.371(5) . ? C32 C33 1.404(5) . ? C33 C34 1.506(5) . ? C34 C36 1.526(5) . ? C34 C37 1.530(5) . ? C34 C35 1.540(5) . ? C41 C42 1.397(4) . ? C41 C46 1.398(4) . ? C41 B 1.610(4) . ? C42 C43 1.386(4) . ? C43 C44 1.386(5) . ? C44 C45 1.371(5) . ? C45 C46 1.391(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 N22 Tl N12 71.58(8) . . ? N22 Tl N31 69.35(7) . . ? N12 Tl N31 66.09(8) . . ? C11 N11 N12 109.0(2) . . ? C11 N11 B 129.9(3) . . ? N12 N11 B 121.1(2) . . ? C13 N12 N11 106.9(3) . . ? C13 N12 Tl 138.8(2) . . ? N11 N12 Tl 113.7(2) . . ? C21 N21 N22 108.6(2) . . ? C21 N21 B 129.9(2) . . ? N22 N21 B 121.4(2) . . ? C23 N22 N21 106.7(2) . . ? C23 N22 Tl 135.0(2) . . ? N21 N22 Tl 113.2(2) . . ? C31 N31 N32 110.0(2) . . ? C31 N31 B 128.4(3) . . ? N32 N31 B 120.9(2) . . ? C31 N31 Tl 95.5(2) . . ? N32 N31 Tl 84.7(2) . . ? B N31 Tl 96.9(2) . . ? C33 N32 N31 105.7(2) . . ? N11 C11 C12 108.3(3) . . ? C11 C12 C13 105.8(3) . . ? N12 C13 C12 109.9(3) . . ? N12 C13 C14 120.7(3) . . ? C12 C13 C14 129.3(3) . . ? C15 C14 C13 110.4(3) . . ? C15 C14 C17 109.2(4) . . ? C13 C14 C17 109.7(3) . . ? C15 C14 C16 109.6(4) . . ? C13 C14 C16 110.2(3) . . ? C17 C14 C16 107.7(4) . . ? N21 C21 C22 109.3(3) . . ? C21 C22 C23 105.7(3) . . ? N22 C23 C22 109.7(3) . . ? N22 C23 C24 121.5(3) . . ? C22 C23 C24 128.7(3) . . ? C26 C24 C25 112.2(7) . . ? C26 C24 C27 108.9(6) . . ? C25 C24 C27 105.9(5) . . ? C26 C24 C23 111.4(3) . . ? C25 C24 C23 108.5(4) . . ? C27 C24 C23 109.7(3) . . ? N31 C31 C32 108.6(3) . . ? C31 C32 C33 104.9(3) . . ? N32 C33 C32 110.7(3) . . ? N32 C33 C34 120.6(3) . . ? C32 C33 C34 128.7(3) . . ? C33 C34 C36 110.1(3) . . ? C33 C34 C37 110.2(3) . . ? C36 C34 C37 108.5(3) . . ? C33 C34 C35 108.8(3) . . ? C36 C34 C35 109.5(4) . . ? C37 C34 C35 109.8(3) . . ? C42 C41 C46 116.2(3) . . ? C42 C41 B 121.9(3) . . ? C46 C41 B 121.8(3) . . ? C43 C42 C41 121.7(3) . . ? C44 C43 C42 120.5(3) . . ? C45 C44 C43 119.3(3) . . ? C44 C45 C46 119.9(3) . . ? C45 C46 C41 122.4(3) . . ? N21 B N31 107.7(2) . . ? N21 B N11 110.1(2) . . ? N31 B N11 104.9(2) . . ? N21 B C41 111.1(2) . . ? N31 B C41 112.3(2) . . ? N11 B C41 110.6(2) . . ? _refine_diff_density_max 0.989 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.080 data_jlks10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H38 B Li N6' _chemical_formula_weight 464.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Li' 'Li' -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 18.6329(10) _cell_length_b 16.1563(9) _cell_length_c 18.7233(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.4540(10) _cell_angle_gamma 90.00 _cell_volume 5636.3(5) _cell_formula_units_Z 8 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.095 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.9680 _exptl_absorpt_correction_T_max 0.9935 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19623 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 28.25 _reflns_number_total 6413 _reflns_number_gt 5216 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0466P)^2^+4.2677P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0006(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6413 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0670 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1266 _refine_ls_wR_factor_gt 0.1185 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li Li 0.25837(12) 0.51339(15) 0.27919(13) 0.0318(5) Uani 1 1 d . . . N11 N 0.12755(6) 0.48690(7) 0.34368(6) 0.0286(3) Uani 1 1 d . . . N12 N 0.17708(6) 0.54937(7) 0.33892(6) 0.0301(3) Uani 1 1 d . . . N21 N 0.22446(6) 0.37479(7) 0.35332(6) 0.0262(2) Uani 1 1 d . . . N22 N 0.28479(6) 0.41978(7) 0.33816(6) 0.0271(2) Uani 1 1 d . . . N31 N 0.15291(6) 0.39913(7) 0.23775(6) 0.0283(3) Uani 1 1 d . . . N32 N 0.20196(6) 0.45142(7) 0.20687(6) 0.0310(3) Uani 1 1 d . . . C11 C 0.06233(8) 0.52053(10) 0.35463(9) 0.0414(4) Uani 1 1 d . . . H11A H 0.0190 0.4910 0.3584 0.050 Uiso 1 1 calc R . . C12 C 0.06951(9) 0.60487(10) 0.35938(11) 0.0493(4) Uani 1 1 d . . . H12A H 0.0331 0.6439 0.3678 0.059 Uiso 1 1 calc R . . C13 C 0.14260(8) 0.62033(9) 0.34898(8) 0.0348(3) Uani 1 1 d . . . C14 C 0.18205(9) 0.70236(9) 0.34833(9) 0.0436(4) Uani 1 1 d . . . C15 C 0.15264(14) 0.75622(13) 0.28764(12) 0.0740(7) Uani 1 1 d . . . H15A H 0.1625 0.7299 0.2422 0.111 Uiso 1 1 calc R . . H15B H 0.1756 0.8101 0.2892 0.111 Uiso 1 1 calc R . . H15C H 0.1012 0.7628 0.2931 0.111 Uiso 1 1 calc R . . C16 C 0.26217(11) 0.68920(13) 0.33823(17) 0.0829(8) Uani 1 1 d . . . H16A H 0.2802 0.6518 0.3747 0.124 Uiso 1 1 calc R . . H16B H 0.2869 0.7419 0.3421 0.124 Uiso 1 1 calc R . . H16C H 0.2706 0.6655 0.2914 0.124 Uiso 1 1 calc R . . C17 C 0.16906(14) 0.74721(12) 0.41908(12) 0.0694(6) Uani 1 1 d . . . H17A H 0.1942 0.7998 0.4190 0.104 Uiso 1 1 calc R . . H17B H 0.1868 0.7134 0.4583 0.104 Uiso 1 1 calc R . . H17C H 0.1180 0.7568 0.4248 0.104 Uiso 1 1 calc R . . C21 C 0.24226(7) 0.31368(9) 0.39949(8) 0.0320(3) Uani 1 1 d . . . H21A H 0.2105 0.2740 0.4180 0.038 Uiso 1 1 calc R . . C22 C 0.31423(8) 0.31894(9) 0.41490(8) 0.0354(3) Uani 1 1 d . . . H22A H 0.3412 0.2847 0.4455 0.043 Uiso 1 1 calc R . . C23 C 0.33866(7) 0.38636(8) 0.37511(7) 0.0288(3) Uani 1 1 d . . . C24 C 0.41324(7) 0.42321(10) 0.37150(8) 0.0382(3) Uani 1 1 d . . . C25 C 0.46809(9) 0.35416(14) 0.35932(14) 0.0680(6) Uani 1 1 d . . . H25A H 0.5160 0.3775 0.3589 0.102 Uiso 1 1 calc R . . H25B H 0.4583 0.3275 0.3139 0.102 Uiso 1 1 calc R . . H25C H 0.4647 0.3137 0.3974 0.102 Uiso 1 1 calc R . . C26 C 0.41825(9) 0.48625(13) 0.31117(11) 0.0572(5) Uani 1 1 d . . . H26A H 0.4673 0.5059 0.3076 0.086 Uiso 1 1 calc R . . H26B H 0.3867 0.5326 0.3211 0.086 Uiso 1 1 calc R . . H26C H 0.4039 0.4604 0.2665 0.086 Uiso 1 1 calc R . . C27 C 0.43040(11) 0.46662(16) 0.44195(11) 0.0699(6) Uani 1 1 d . . . H27A H 0.4784 0.4899 0.4401 0.105 Uiso 1 1 calc R . . H27B H 0.4279 0.4270 0.4808 0.105 Uiso 1 1 calc R . . H27C H 0.3959 0.5106 0.4498 0.105 Uiso 1 1 calc R . . C31 C 0.10597(7) 0.37337(9) 0.18713(8) 0.0337(3) Uani 1 1 d . . . H31A H 0.0666 0.3381 0.1948 0.040 Uiso 1 1 calc R . . C32 C 0.12506(8) 0.40696(10) 0.12285(8) 0.0383(3) Uani 1 1 d . . . H32A H 0.1026 0.3987 0.0783 0.046 Uiso 1 1 calc R . . C33 C 0.18503(8) 0.45599(9) 0.13765(7) 0.0329(3) Uani 1 1 d . . . C34 C 0.22413(10) 0.51427(10) 0.08812(8) 0.0449(4) Uani 1 1 d . . . C35 C 0.17789(19) 0.59227(14) 0.07992(15) 0.1003(10) Uani 1 1 d . . . H35A H 0.2023 0.6317 0.0495 0.150 Uiso 1 1 calc R . . H35B H 0.1701 0.6168 0.1265 0.150 Uiso 1 1 calc R . . H35C H 0.1320 0.5776 0.0586 0.150 Uiso 1 1 calc R . . C36 C 0.29740(15) 0.5372(2) 0.11792(12) 0.1083(12) Uani 1 1 d . . . H36A H 0.3223 0.5719 0.0839 0.162 Uiso 1 1 calc R . . H36B H 0.3251 0.4872 0.1264 0.162 Uiso 1 1 calc R . . H36C H 0.2917 0.5669 0.1625 0.162 Uiso 1 1 calc R . . C37 C 0.23251(13) 0.47556(12) 0.01476(9) 0.0605(5) Uani 1 1 d . . . H37A H 0.2553 0.5149 -0.0170 0.091 Uiso 1 1 calc R . . H37B H 0.1856 0.4608 -0.0042 0.091 Uiso 1 1 calc R . . H37C H 0.2620 0.4262 0.0186 0.091 Uiso 1 1 calc R . . C41 C 0.09332(7) 0.32764(9) 0.35094(8) 0.0302(3) Uani 1 1 d . . . C42 C 0.08484(9) 0.25061(9) 0.31773(9) 0.0421(4) Uani 1 1 d . . . H42A H 0.1089 0.2402 0.2747 0.050 Uiso 1 1 calc R . . C43 C 0.04184(10) 0.18914(11) 0.34662(12) 0.0583(5) Uani 1 1 d . . . H43A H 0.0369 0.1382 0.3229 0.070 Uiso 1 1 calc R . . C44 C 0.00635(10) 0.20246(13) 0.40990(12) 0.0627(6) Uani 1 1 d . . . H44A H -0.0237 0.1614 0.4289 0.075 Uiso 1 1 calc R . . C45 C 0.01548(9) 0.27641(13) 0.44489(11) 0.0551(5) Uani 1 1 d . . . H45A H -0.0075 0.2854 0.4887 0.066 Uiso 1 1 calc R . . C46 C 0.05841(8) 0.33809(10) 0.41610(8) 0.0399(4) Uani 1 1 d . . . H46A H 0.0641 0.3881 0.4411 0.048 Uiso 1 1 calc R . . B B 0.14853(8) 0.39636(9) 0.32133(8) 0.0260(3) 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 Li 0.0322(11) 0.0307(12) 0.0325(12) 0.0039(10) 0.0004(9) -0.0062(10) N11 0.0274(5) 0.0266(6) 0.0318(6) 0.0017(5) 0.0014(4) -0.0022(4) N12 0.0326(6) 0.0253(6) 0.0325(6) 0.0013(5) 0.0009(5) -0.0039(5) N21 0.0255(5) 0.0263(5) 0.0268(6) 0.0024(4) -0.0002(4) -0.0032(4) N22 0.0235(5) 0.0290(6) 0.0287(6) 0.0000(5) -0.0007(4) -0.0043(4) N31 0.0279(5) 0.0280(6) 0.0290(6) 0.0019(5) -0.0020(4) -0.0046(4) N32 0.0354(6) 0.0309(6) 0.0266(6) 0.0037(5) -0.0004(5) -0.0075(5) C11 0.0296(7) 0.0373(8) 0.0575(10) -0.0002(7) 0.0058(7) 0.0002(6) C12 0.0390(8) 0.0360(9) 0.0729(12) -0.0014(8) 0.0097(8) 0.0083(7) C13 0.0401(8) 0.0276(7) 0.0367(8) 0.0014(6) 0.0039(6) 0.0021(6) C14 0.0530(9) 0.0255(7) 0.0524(10) 0.0012(7) 0.0082(8) -0.0023(7) C15 0.1104(19) 0.0428(11) 0.0690(14) 0.0185(10) 0.0104(13) -0.0003(11) C16 0.0555(12) 0.0379(10) 0.156(3) -0.0027(13) 0.0232(14) -0.0171(9) C17 0.1001(17) 0.0411(10) 0.0671(13) -0.0102(9) 0.0052(12) -0.0151(11) C21 0.0346(7) 0.0288(7) 0.0327(7) 0.0061(6) -0.0010(6) -0.0014(6) C22 0.0351(7) 0.0342(7) 0.0369(8) 0.0056(6) -0.0061(6) 0.0025(6) C23 0.0270(6) 0.0304(7) 0.0292(7) -0.0041(5) -0.0018(5) 0.0009(5) C24 0.0265(7) 0.0474(9) 0.0405(8) -0.0021(7) -0.0043(6) -0.0037(6) C25 0.0312(8) 0.0725(14) 0.1004(17) 0.0003(13) 0.0031(9) 0.0067(9) C26 0.0364(8) 0.0697(13) 0.0654(12) 0.0140(10) -0.0021(8) -0.0201(9) C27 0.0547(11) 0.0993(17) 0.0555(12) -0.0188(12) -0.0083(9) -0.0335(12) C31 0.0298(7) 0.0359(7) 0.0351(8) -0.0013(6) -0.0059(6) -0.0044(6) C32 0.0423(8) 0.0426(8) 0.0298(7) -0.0008(6) -0.0095(6) -0.0031(7) C33 0.0418(8) 0.0300(7) 0.0267(7) 0.0010(6) -0.0017(6) -0.0002(6) C34 0.0690(11) 0.0385(8) 0.0272(8) 0.0032(6) 0.0019(7) -0.0129(8) C35 0.181(3) 0.0423(12) 0.0786(17) 0.0242(11) 0.0467(18) 0.0206(15) C36 0.117(2) 0.159(3) 0.0491(13) 0.0318(15) -0.0095(13) -0.099(2) C37 0.0940(15) 0.0523(11) 0.0354(9) 0.0001(8) 0.0160(9) -0.0128(10) C41 0.0241(6) 0.0307(7) 0.0358(7) 0.0083(6) -0.0032(5) -0.0032(5) C42 0.0427(8) 0.0317(8) 0.0517(10) 0.0051(7) -0.0026(7) -0.0071(7) C43 0.0568(11) 0.0361(9) 0.0818(14) 0.0149(9) -0.0111(10) -0.0165(8) C44 0.0454(10) 0.0572(12) 0.0856(15) 0.0394(11) -0.0019(10) -0.0191(9) C45 0.0418(9) 0.0678(13) 0.0558(11) 0.0314(10) 0.0102(8) -0.0008(9) C46 0.0358(7) 0.0453(9) 0.0385(8) 0.0117(7) 0.0020(6) -0.0009(7) B 0.0249(7) 0.0250(7) 0.0280(7) 0.0019(6) -0.0010(6) -0.0028(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Li N22 1.934(3) . ? Li N12 1.977(3) . ? Li N32 1.979(3) . ? Li N21 2.712(3) . ? N11 C11 1.3484(18) . ? N11 N12 1.3710(15) . ? N11 B 1.5716(19) . ? N12 C13 1.3283(18) . ? N21 C21 1.3518(17) . ? N21 N22 1.3703(15) . ? N21 B 1.5712(18) . ? N22 C23 1.3292(17) . ? N31 C31 1.3503(17) . ? N31 N32 1.3755(15) . ? N31 B 1.5682(19) . ? N32 C33 1.3335(18) . ? C11 C12 1.372(2) . ? C12 C13 1.400(2) . ? C13 C14 1.516(2) . ? C14 C16 1.521(3) . ? C14 C15 1.529(3) . ? C14 C17 1.531(3) . ? C21 C22 1.3721(19) . ? C22 C23 1.398(2) . ? C23 C24 1.5139(19) . ? C24 C26 1.524(2) . ? C24 C27 1.526(2) . ? C24 C25 1.531(2) . ? C31 C32 1.370(2) . ? C32 C33 1.396(2) . ? C33 C34 1.513(2) . ? C34 C36 1.517(3) . ? C34 C37 1.518(2) . ? C34 C35 1.534(3) . ? C41 C46 1.397(2) . ? C41 C42 1.400(2) . ? C41 B 1.6147(19) . ? C42 C43 1.388(2) . ? C43 C44 1.378(3) . ? C44 C45 1.373(3) . ? C45 C46 1.389(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N22 Li N12 95.72(11) . . ? N22 Li N32 97.26(11) . . ? N12 Li N32 97.51(11) . . ? N22 Li N21 28.52(5) . . ? N12 Li N21 76.74(8) . . ? N32 Li N21 78.92(8) . . ? C11 N11 N12 108.73(11) . . ? C11 N11 B 129.93(12) . . ? N12 N11 B 119.93(10) . . ? C13 N12 N11 107.43(11) . . ? C13 N12 Li 135.04(12) . . ? N11 N12 Li 109.83(11) . . ? C21 N21 N22 108.80(10) . . ? C21 N21 B 128.43(11) . . ? N22 N21 B 122.75(10) . . ? C21 N21 Li 150.85(10) . . ? N22 N21 Li 42.36(7) . . ? B N21 Li 80.47(8) . . ? C23 N22 N21 107.10(11) . . ? C23 N22 Li 143.38(11) . . ? N21 N22 Li 109.13(10) . . ? C31 N31 N32 108.85(11) . . ? C31 N31 B 130.78(12) . . ? N32 N31 B 118.49(10) . . ? C33 N32 N31 106.84(11) . . ? C33 N32 Li 139.21(12) . . ? N31 N32 Li 111.97(11) . . ? N11 C11 C12 108.81(14) . . ? C11 C12 C13 105.23(14) . . ? N12 C13 C12 109.76(13) . . ? N12 C13 C14 121.22(13) . . ? C12 C13 C14 129.02(14) . . ? C13 C14 C16 110.81(14) . . ? C13 C14 C15 109.43(15) . . ? C16 C14 C15 109.48(18) . . ? C13 C14 C17 109.08(14) . . ? C16 C14 C17 109.62(18) . . ? C15 C14 C17 108.39(16) . . ? N21 C21 C22 108.89(12) . . ? C21 C22 C23 104.95(12) . . ? N22 C23 C22 110.25(12) . . ? N22 C23 C24 120.44(13) . . ? C22 C23 C24 129.28(13) . . ? C23 C24 C26 110.95(12) . . ? C23 C24 C27 109.17(13) . . ? C26 C24 C27 108.66(16) . . ? C23 C24 C25 109.51(14) . . ? C26 C24 C25 109.37(15) . . ? C27 C24 C25 109.15(16) . . ? N31 C31 C32 108.87(13) . . ? C31 C32 C33 105.28(13) . . ? N32 C33 C32 110.15(13) . . ? N32 C33 C34 121.26(13) . . ? C32 C33 C34 128.34(14) . . ? C33 C34 C36 111.26(14) . . ? C33 C34 C37 110.59(13) . . ? C36 C34 C37 109.54(19) . . ? C33 C34 C35 107.46(16) . . ? C36 C34 C35 109.9(2) . . ? C37 C34 C35 108.04(17) . . ? C46 C41 C42 116.33(14) . . ? C46 C41 B 121.26(13) . . ? C42 C41 B 121.93(13) . . ? C43 C42 C41 121.78(17) . . ? C44 C43 C42 120.35(18) . . ? C45 C44 C43 119.19(16) . . ? C44 C45 C46 120.59(18) . . ? C45 C46 C41 121.70(17) . . ? N31 B N21 109.45(11) . . ? N31 B N11 104.73(10) . . ? N21 B N11 109.27(10) . . ? N31 B C41 113.61(11) . . ? N21 B C41 106.90(10) . . ? N11 B C41 112.84(11) . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.306 _refine_diff_density_min -0.166 _refine_diff_density_rms 0.034 data_tphs10 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27 H39 B N6' _chemical_formula_weight 458.45 _chemical_melting_point ? _chemical_compound_source ? 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.6639(8) _cell_length_b 12.1658(8) _cell_length_c 12.2480(8) _cell_angle_alpha 114.0030(10) _cell_angle_beta 101.4090(10) _cell_angle_gamma 109.4400(10) _cell_volume 1380.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.103 _exptl_crystal_density_method ? _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9658 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0694 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5729 _reflns_number_observed 3788 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0588P)^2^+1.0735P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0059(19) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5727 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1174 _refine_ls_R_factor_obs 0.0740 _refine_ls_wR_factor_all 0.1842 _refine_ls_wR_factor_obs 0.1610 _refine_ls_goodness_of_fit_all 1.070 _refine_ls_goodness_of_fit_obs 1.180 _refine_ls_restrained_S_all 1.087 _refine_ls_restrained_S_obs 1.180 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group B B 0.6026(3) 0.6103(3) 0.2883(3) 0.0283(6) Uani 1 d . . N11 N 0.6452(2) 0.6718(2) 0.4387(2) 0.0292(5) Uani 1 d . . N12 N 0.6720(2) 0.8014(2) 0.5166(2) 0.0307(5) Uani 1 d . . H12A H 0.6868(28) 0.8493(30) 0.4821(29) 0.039(9) Uiso 1 d . . N21 N 0.7013(2) 0.7135(2) 0.2659(2) 0.0285(5) Uani 1 d . . N22 N 0.7343(2) 0.8491(2) 0.3342(2) 0.0291(5) Uani 1 d . . N31 N 0.4667(2) 0.6033(2) 0.2392(2) 0.0285(5) Uani 1 d . . N32 N 0.3677(2) 0.5458(2) 0.2734(2) 0.0323(5) Uani 1 d . . C11 C 0.6337(3) 0.6129(3) 0.5102(3) 0.0376(7) Uani 1 d . . H11A H 0.6132(3) 0.5207(3) 0.4801(3) 0.045 Uiso 1 calc R . C12 C 0.6559(3) 0.7058(3) 0.6336(3) 0.0400(7) Uani 1 d . . H12B H 0.6545(3) 0.6903(3) 0.7035(3) 0.048 Uiso 1 calc R . C13 C 0.6808(3) 0.8265(3) 0.6361(3) 0.0355(7) Uani 1 d . . C14 C 0.7060(3) 0.9613(3) 0.7404(3) 0.0453(8) Uani 1 d . . C15 C 0.5736(4) 0.9592(4) 0.7340(4) 0.0682(11) Uani 1 d . . H15A H 0.5878(4) 1.0448(12) 0.8051(16) 0.102 Uiso 1 calc R . H15B H 0.5198(11) 0.8836(17) 0.7419(27) 0.102 Uiso 1 calc R . H15C H 0.5279(12) 0.9479(28) 0.6510(11) 0.102 Uiso 1 calc R . C16 C 0.7790(4) 0.9845(4) 0.8746(3) 0.0631(10) Uani 1 d . . H16A H 0.7924(22) 1.0710(13) 0.9434(3) 0.095 Uiso 1 calc R . H16B H 0.8647(11) 0.9864(26) 0.8801(10) 0.095 Uiso 1 calc R . H16C H 0.7260(12) 0.9106(14) 0.8850(11) 0.095 Uiso 1 calc R . C17 C 0.7918(4) 1.0758(3) 0.7265(4) 0.0597(10) Uani 1 d . . H17A H 0.8178(21) 1.1630(3) 0.8030(12) 0.089 Uiso 1 calc R . H17B H 0.7422(9) 1.0711(15) 0.6488(14) 0.089 Uiso 1 calc R . H17C H 0.8708(12) 1.0671(15) 0.7187(24) 0.089 Uiso 1 calc R . C21 C 0.7534(3) 0.6903(3) 0.1758(3) 0.0333(6) Uani 1 d . . H21A H 0.7443(3) 0.6048(3) 0.1163(3) 0.040 Uiso 1 calc R . C22 C 0.8222(3) 0.8117(3) 0.1844(3) 0.0364(7) Uani 1 d . . H22B H 0.8693(3) 0.8267(3) 0.1326(3) 0.044 Uiso 1 calc R . C23 C 0.8086(2) 0.9082(3) 0.2849(3) 0.0282(6) Uani 1 d . . C24 C 0.8652(3) 1.0600(3) 0.3405(3) 0.0330(6) Uani 1 d . . C25 C 0.9191(4) 1.0978(4) 0.2500(4) 0.0690(12) Uani 1 d . . H25A H 0.9517(25) 1.1954(6) 0.2843(15) 0.104 Uiso 1 calc R . H25B H 0.8487(8) 1.0474(21) 0.1637(8) 0.104 Uiso 1 calc R . H25C H 0.9915(18) 1.0750(26) 0.2438(21) 0.104 Uiso 1 calc R . C26 C 0.9757(4) 1.1349(3) 0.4732(4) 0.0661(11) Uani 1 d . . H26A H 1.0122(18) 1.2329(3) 0.5083(12) 0.099 Uiso 1 calc R . H26B H 1.0453(12) 1.1078(20) 0.4650(5) 0.099 Uiso 1 calc R . H26C H 0.9409(6) 1.1121(21) 0.5319(8) 0.099 Uiso 1 calc R . C27 C 0.7580(3) 1.1031(3) 0.3542(4) 0.0576(9) Uani 1 d . . H27A H 0.7952(6) 1.2013(5) 0.3903(23) 0.086 Uiso 1 calc R . H27B H 0.7226(17) 1.0796(23) 0.4123(19) 0.086 Uiso 1 calc R . H27C H 0.6870(12) 1.0560(19) 0.2689(5) 0.086 Uiso 1 calc R . C31 C 0.4226(3) 0.6412(3) 0.1571(3) 0.0332(6) Uani 1 d . . H31A H 0.4728(3) 0.6829(3) 0.1199(3) 0.040 Uiso 1 calc R . C32 C 0.2929(3) 0.6092(3) 0.1363(3) 0.0365(7) Uani 1 d . . H32B H 0.2357(3) 0.6233(3) 0.0826(3) 0.044 Uiso 1 calc R . C33 C 0.2633(2) 0.5509(3) 0.2120(3) 0.0316(6) Uani 1 d . . C34 C 0.1320(3) 0.4928(3) 0.2235(3) 0.0360(7) Uani 1 d . . C35 C 0.0562(3) 0.5704(4) 0.2083(5) 0.0698(12) Uani 1 d . . H35A H -0.0296(12) 0.5302(18) 0.2127(27) 0.105 Uiso 1 calc R . H35B H 0.0430(23) 0.5651(23) 0.1244(12) 0.105 Uiso 1 calc R . H35C H 0.1067(13) 0.6656(8) 0.2782(15) 0.105 Uiso 1 calc R . C36 C 0.0513(3) 0.3442(3) 0.1167(4) 0.0629(11) Uani 1 d . . H36A H -0.0351(10) 0.3069(8) 0.1210(16) 0.094 Uiso 1 calc R . H36B H 0.0976(12) 0.2933(6) 0.1285(15) 0.094 Uiso 1 calc R . H36C H 0.0396(22) 0.3367(4) 0.0321(4) 0.094 Uiso 1 calc R . C37 C 0.1526(3) 0.5034(4) 0.3551(3) 0.0542(9) Uani 1 d . . H37A H 0.1921(21) 0.4457(18) 0.3621(9) 0.081 Uiso 1 calc R . H37B H 0.0675(4) 0.4736(23) 0.3636(10) 0.081 Uiso 1 calc R . H37C H 0.2115(19) 0.5978(5) 0.4242(3) 0.081 Uiso 1 calc R . C41 C 0.6029(2) 0.4664(3) 0.2233(3) 0.0303(6) Uani 1 d . . C42 C 0.7137(3) 0.4514(3) 0.2666(3) 0.0444(8) Uani 1 d . . H42A H 0.7898(3) 0.5280(3) 0.3383(3) 0.053 Uiso 1 calc R . C43 C 0.7163(3) 0.3283(3) 0.2082(4) 0.0524(9) Uani 1 d . . H43A H 0.7926(3) 0.3212(3) 0.2413(4) 0.063 Uiso 1 calc R . C44 C 0.6082(4) 0.2161(3) 0.1021(3) 0.0499(9) Uani 1 d . . H44A H 0.6100(4) 0.1319(3) 0.0611(3) 0.060 Uiso 1 calc R . C45 C 0.4975(3) 0.2279(3) 0.0561(3) 0.0465(8) Uani 1 d . . H45A H 0.4227(3) 0.1513(3) -0.0171(3) 0.056 Uiso 1 calc R . C46 C 0.4944(3) 0.3505(3) 0.1158(3) 0.0355(7) Uani 1 d . . H46A H 0.4169(3) 0.3562(3) 0.0830(3) 0.043 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B 0.0229(14) 0.0270(15) 0.031(2) 0.0153(13) 0.0095(12) 0.0071(11) N11 0.0258(11) 0.0262(11) 0.0315(12) 0.0156(10) 0.0086(9) 0.0078(9) N12 0.0314(12) 0.0266(12) 0.0302(13) 0.0146(10) 0.0132(10) 0.0083(9) N21 0.0250(11) 0.0240(11) 0.0307(12) 0.0124(10) 0.0096(9) 0.0077(9) N22 0.0258(11) 0.0250(11) 0.0326(13) 0.0145(10) 0.0104(9) 0.0083(9) N31 0.0253(11) 0.0272(11) 0.0320(12) 0.0173(10) 0.0113(9) 0.0083(9) N32 0.0247(11) 0.0350(12) 0.0396(14) 0.0239(11) 0.0137(10) 0.0094(9) C11 0.0316(14) 0.035(2) 0.041(2) 0.0246(14) 0.0074(12) 0.0072(12) C12 0.038(2) 0.041(2) 0.031(2) 0.0217(14) 0.0101(13) 0.0071(13) C13 0.0261(13) 0.038(2) 0.031(2) 0.0162(13) 0.0114(11) 0.0047(11) C14 0.043(2) 0.041(2) 0.040(2) 0.0141(14) 0.0231(14) 0.0114(14) C15 0.062(2) 0.071(3) 0.075(3) 0.028(2) 0.039(2) 0.038(2) C16 0.066(2) 0.061(2) 0.035(2) 0.016(2) 0.017(2) 0.012(2) C17 0.074(2) 0.034(2) 0.060(2) 0.017(2) 0.036(2) 0.016(2) C21 0.0306(14) 0.0301(14) 0.031(2) 0.0117(12) 0.0125(12) 0.0104(11) C22 0.0320(14) 0.037(2) 0.039(2) 0.0208(14) 0.0181(13) 0.0110(12) C23 0.0236(12) 0.0305(14) 0.0302(14) 0.0188(12) 0.0092(11) 0.0087(10) C24 0.0284(13) 0.0309(14) 0.040(2) 0.0222(13) 0.0113(12) 0.0096(11) C25 0.096(3) 0.049(2) 0.085(3) 0.048(2) 0.057(3) 0.028(2) C26 0.054(2) 0.035(2) 0.064(2) 0.020(2) -0.013(2) 0.000(2) C27 0.052(2) 0.045(2) 0.085(3) 0.035(2) 0.030(2) 0.026(2) C31 0.0341(14) 0.0347(15) 0.037(2) 0.0233(13) 0.0166(12) 0.0148(12) C32 0.035(2) 0.042(2) 0.038(2) 0.0246(14) 0.0133(13) 0.0194(13) C33 0.0266(13) 0.0274(13) 0.037(2) 0.0165(12) 0.0093(11) 0.0108(11) C34 0.0274(14) 0.036(2) 0.044(2) 0.0221(14) 0.0123(12) 0.0119(12) C35 0.044(2) 0.088(3) 0.123(4) 0.078(3) 0.046(2) 0.041(2) C36 0.042(2) 0.046(2) 0.063(2) 0.015(2) 0.020(2) -0.003(2) C37 0.043(2) 0.069(2) 0.054(2) 0.034(2) 0.027(2) 0.023(2) C41 0.0291(13) 0.0271(13) 0.0324(15) 0.0159(12) 0.0128(11) 0.0093(11) C42 0.034(2) 0.034(2) 0.060(2) 0.022(2) 0.0164(15) 0.0121(13) C43 0.048(2) 0.047(2) 0.084(3) 0.040(2) 0.036(2) 0.030(2) C44 0.072(2) 0.033(2) 0.063(2) 0.028(2) 0.046(2) 0.027(2) C45 0.062(2) 0.0282(15) 0.035(2) 0.0133(14) 0.022(2) 0.0085(14) C46 0.041(2) 0.0322(15) 0.031(2) 0.0177(13) 0.0150(13) 0.0111(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B N31 1.540(4) . ? B N21 1.554(3) . ? B N11 1.572(4) . ? B C41 1.603(4) . ? N11 C11 1.339(3) . ? N11 N12 1.350(3) . ? N12 C13 1.343(3) . ? N21 C21 1.340(3) . ? N21 N22 1.377(3) . ? N22 C23 1.334(3) . ? N31 C31 1.349(3) . ? N31 N32 1.375(3) . ? N32 C33 1.333(3) . ? C11 C12 1.375(4) . ? C12 C13 1.385(4) . ? C13 C14 1.494(4) . ? C14 C17 1.518(4) . ? C14 C15 1.522(5) . ? C14 C16 1.554(5) . ? C21 C22 1.374(4) . ? C22 C23 1.394(4) . ? C23 C24 1.516(4) . ? C24 C27 1.521(4) . ? C24 C26 1.523(4) . ? C24 C25 1.528(4) . ? C31 C32 1.371(4) . ? C32 C33 1.407(4) . ? C33 C34 1.519(4) . ? C34 C36 1.524(4) . ? C34 C37 1.527(4) . ? C34 C35 1.529(4) . ? C41 C42 1.397(4) . ? C41 C46 1.402(4) . ? C42 C43 1.387(4) . ? C43 C44 1.380(5) . ? C44 C45 1.381(5) . ? C45 C46 1.385(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 N31 B N21 107.6(2) . . ? N31 B N11 106.0(2) . . ? N21 B N11 107.6(2) . . ? N31 B C41 114.0(2) . . ? N21 B C41 111.6(2) . . ? N11 B C41 109.8(2) . . ? C11 N11 N12 106.2(2) . . ? C11 N11 B 131.6(2) . . ? N12 N11 B 120.4(2) . . ? C13 N12 N11 111.3(2) . . ? C21 N21 N22 110.0(2) . . ? C21 N21 B 129.2(2) . . ? N22 N21 B 120.3(2) . . ? C23 N22 N21 106.1(2) . . ? C23 N22 H12A 151.9(9) . . ? N21 N22 H12A 97.2(9) . . ? C31 N31 N32 110.3(2) . . ? C31 N31 B 129.1(2) . . ? N32 N31 B 120.5(2) . . ? C33 N32 N31 105.6(2) . . ? N11 C11 C12 109.9(3) . . ? C11 C12 C13 106.5(3) . . ? N12 C13 C12 106.2(3) . . ? N12 C13 C14 122.2(3) . . ? C12 C13 C14 131.5(3) . . ? C13 C14 C17 111.3(3) . . ? C13 C14 C15 108.2(3) . . ? C17 C14 C15 111.2(3) . . ? C13 C14 C16 109.3(3) . . ? C17 C14 C16 108.1(3) . . ? C15 C14 C16 108.7(3) . . ? N21 C21 C22 108.0(2) . . ? C21 C22 C23 105.7(2) . . ? N22 C23 C22 110.1(2) . . ? N22 C23 C24 120.1(2) . . ? C22 C23 C24 129.8(2) . . ? C23 C24 C27 109.9(2) . . ? C23 C24 C26 110.0(2) . . ? C27 C24 C26 109.1(3) . . ? C23 C24 C25 109.8(2) . . ? C27 C24 C25 108.6(3) . . ? C26 C24 C25 109.4(3) . . ? N31 C31 C32 108.3(2) . . ? C31 C32 C33 104.9(2) . . ? N32 C33 C32 110.9(2) . . ? N32 C33 C34 121.1(2) . . ? C32 C33 C34 128.0(2) . . ? C33 C34 C36 108.9(2) . . ? C33 C34 C37 110.9(2) . . ? C36 C34 C37 109.2(3) . . ? C33 C34 C35 110.0(2) . . ? C36 C34 C35 109.2(3) . . ? C37 C34 C35 108.6(3) . . ? C42 C41 C46 116.4(3) . . ? C42 C41 B 121.7(2) . . ? C46 C41 B 121.8(2) . . ? C43 C42 C41 122.1(3) . . ? C44 C43 C42 120.2(3) . . ? C43 C44 C45 119.1(3) . . ? C44 C45 C46 120.6(3) . . ? C45 C46 C41 121.6(3) . . ? _refine_diff_density_max 0.363 _refine_diff_density_min -0.238 _refine_diff_density_rms 0.050