Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Zuowei Xie' _publ_contact_author_address ; Department of Chemistry The Chinese University of Hong Kong Shatin N.T. Hong Kong CHINA ; _publ_contact_author_email ZXIE@CUHK.EDU.HK _publ_section_title ; Synthesis and structural characterization of mono- and bisfunctional o-carboranes ; loop_ _publ_author_name 'Zuowei Xie' 'Hoi-Shan Chan' 'Mak-Shuen Cheung' data_4 _database_code_depnum_ccdc_archive 'CCDC 266860' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H26 B10 I N' _chemical_formula_weight 371.30 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' I I -0.4742 1.8119 '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 P2(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 12.0887(17) _cell_length_b 13.3414(19) _cell_length_c 11.2080(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1807.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.753 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.6028 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12211 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 28.01 _reflns_number_total 4361 _reflns_number_gt 3477 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0530P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(3) _refine_ls_number_reflns 4361 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0966 _refine_ls_wR_factor_gt 0.0913 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.2720(4) 0.2295(3) 0.3846(4) 0.0436(9) Uani 1 1 d . . . I1 I 0.5000 0.0000 0.53028(3) 0.04969(11) Uani 1 2 d S . . I2 I 0.0000 0.0000 0.60201(3) 0.05216(11) Uani 1 2 d S . . C1 C 0.2599(3) 0.2864(3) 0.7266(3) 0.0389(9) Uani 1 1 d . . . C2 C 0.2801(3) 0.1998(3) 0.8337(3) 0.0425(9) Uani 1 1 d . . . C11 C 0.2653(4) 0.0893(3) 0.8033(5) 0.0672(13) Uani 1 1 d . . . H11A H 0.2066 0.0821 0.7462 0.101 Uiso 1 1 calc R . . H11B H 0.2472 0.0528 0.8744 0.101 Uiso 1 1 calc R . . H11C H 0.3328 0.0636 0.7701 0.101 Uiso 1 1 calc R . . C12 C 0.2196(6) 0.2535(4) 0.6026(5) 0.0542(14) Uani 1 1 d . . . H12A H 0.1834 0.1889 0.6097 0.065 Uiso 1 1 calc R . . H12B H 0.1651 0.3012 0.5743 0.065 Uiso 1 1 calc R . . C13 C 0.3089(4) 0.2455(4) 0.5133(4) 0.0507(11) Uani 1 1 d . . . H13A H 0.3568 0.1903 0.5358 0.061 Uiso 1 1 calc R . . H13B H 0.3528 0.3063 0.5166 0.061 Uiso 1 1 calc R . . C14 C 0.2131(4) 0.3182(4) 0.3337(5) 0.0648(13) Uani 1 1 d . . . H14A H 0.2597 0.3762 0.3395 0.097 Uiso 1 1 calc R . . H14B H 0.1460 0.3296 0.3775 0.097 Uiso 1 1 calc R . . H14C H 0.1957 0.3057 0.2515 0.097 Uiso 1 1 calc R . . C15 C 0.1988(5) 0.1397(4) 0.3776(4) 0.0804(18) Uani 1 1 d . . . H15A H 0.1751 0.1301 0.2967 0.121 Uiso 1 1 calc R . . H15B H 0.1354 0.1495 0.4278 0.121 Uiso 1 1 calc R . . H15C H 0.2388 0.0816 0.4039 0.121 Uiso 1 1 calc R . . C16 C 0.3741(4) 0.2143(4) 0.3148(4) 0.0643(13) Uani 1 1 d . . . H16A H 0.4196 0.2731 0.3203 0.096 Uiso 1 1 calc R . . H16B H 0.3554 0.2021 0.2329 0.096 Uiso 1 1 calc R . . H16C H 0.4138 0.1577 0.3460 0.096 Uiso 1 1 calc R . . B3 B 0.1636(4) 0.2729(4) 0.8367(4) 0.0493(11) Uani 1 1 d . . . H3 H 0.0798 0.2435 0.8212 0.059 Uiso 1 1 calc R . . B4 B 0.2046(5) 0.3911(4) 0.7861(5) 0.0554(12) Uani 1 1 d . . . H4 H 0.1462 0.4403 0.7389 0.066 Uiso 1 1 calc R . . B5 B 0.3462(4) 0.3849(3) 0.7467(4) 0.0504(12) Uani 1 1 d . . . H5 H 0.3812 0.4297 0.6734 0.061 Uiso 1 1 calc R . . B6 B 0.3916(4) 0.2618(4) 0.7749(5) 0.0520(12) Uani 1 1 d . . . H6 H 0.4554 0.2252 0.7202 0.062 Uiso 1 1 calc R . . B7 B 0.2378(6) 0.2478(4) 0.9678(4) 0.0549(15) Uani 1 1 d . . . H7 H 0.2014 0.2027 1.0399 0.066 Uiso 1 1 calc R . . B8 B 0.1938(5) 0.3686(4) 0.9405(5) 0.0570(13) Uani 1 1 d . . . H8 H 0.1290 0.4034 0.9955 0.068 Uiso 1 1 calc R . . B9 B 0.3062(4) 0.4391(4) 0.8830(4) 0.0499(12) Uani 1 1 d . . . H9 H 0.3147 0.5200 0.8994 0.060 Uiso 1 1 calc R . . B10 B 0.4214(4) 0.3589(4) 0.8764(5) 0.0567(13) Uani 1 1 d . . . H10 H 0.5063 0.3869 0.8888 0.068 Uiso 1 1 calc R . . B11 B 0.3787(5) 0.2392(4) 0.9307(5) 0.0609(14) Uani 1 1 d . . . H11 H 0.4346 0.1882 0.9786 0.073 Uiso 1 1 calc R . . B12 B 0.3279(5) 0.3496(4) 0.9967(4) 0.0531(12) Uani 1 1 d . . . H12 H 0.3518 0.3719 1.0876 0.064 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.056(2) 0.0461(19) 0.0287(18) 0.0019(19) 0.0046(17) -0.0050(19) I1 0.04640(18) 0.03658(16) 0.0661(2) 0.000 0.000 0.0022(3) I2 0.04926(19) 0.04887(19) 0.0583(2) 0.000 0.000 -0.0052(3) C1 0.043(2) 0.042(2) 0.0319(17) 0.0031(16) -0.0048(15) -0.0124(17) C2 0.052(2) 0.0340(18) 0.041(2) 0.0038(17) -0.0058(18) -0.0052(17) C11 0.092(4) 0.041(2) 0.068(3) -0.001(2) -0.007(3) -0.011(2) C12 0.067(3) 0.055(3) 0.041(2) -0.016(2) 0.002(3) -0.016(2) C13 0.050(3) 0.058(3) 0.044(2) -0.003(2) 0.0016(19) -0.0013(19) C14 0.056(3) 0.069(3) 0.070(3) -0.010(3) -0.008(3) 0.020(3) C15 0.115(5) 0.079(4) 0.047(2) -0.015(3) 0.007(3) -0.050(4) C16 0.064(3) 0.070(3) 0.059(3) -0.001(3) 0.003(2) 0.025(3) B3 0.041(2) 0.060(3) 0.047(3) -0.004(2) -0.002(2) -0.008(2) B4 0.063(3) 0.050(3) 0.053(3) 0.009(2) -0.006(2) 0.009(2) B5 0.066(3) 0.039(2) 0.047(3) -0.007(2) 0.018(2) -0.021(2) B6 0.040(2) 0.057(3) 0.060(3) -0.016(3) 0.007(2) -0.002(2) B7 0.065(4) 0.058(3) 0.042(3) 0.015(3) 0.003(3) -0.010(2) B8 0.060(3) 0.056(3) 0.055(3) -0.012(3) 0.017(3) -0.004(3) B9 0.066(3) 0.042(3) 0.041(2) -0.003(2) 0.007(2) -0.010(2) B10 0.045(3) 0.062(3) 0.062(3) -0.015(3) -0.001(2) -0.019(2) B11 0.062(4) 0.055(3) 0.066(3) 0.003(3) -0.025(3) 0.001(3) B12 0.070(3) 0.054(3) 0.035(2) -0.001(2) -0.004(2) -0.012(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C16 1.476(6) . ? N1 C15 1.491(6) . ? N1 C14 1.495(6) . ? N1 C13 1.525(7) . ? C1 C12 1.537(6) . ? C1 C2 1.683(5) . ? C1 B4 1.686(7) . ? C1 B5 1.693(6) . ? C1 B3 1.706(6) . ? C1 B6 1.713(6) . ? C2 C11 1.524(6) . ? C2 B11 1.697(7) . ? C2 B7 1.712(7) . ? C2 B6 1.713(6) . ? C2 B3 1.713(7) . ? C12 C13 1.476(9) . ? B3 B4 1.747(8) . ? B3 B7 1.754(7) . ? B3 B8 1.765(7) . ? B4 B9 1.760(7) . ? B4 B8 1.760(7) . ? B4 B5 1.770(7) . ? B5 B10 1.750(7) . ? B5 B9 1.758(6) . ? B5 B6 1.761(8) . ? B6 B10 1.762(7) . ? B6 B11 1.779(8) . ? B7 B8 1.725(8) . ? B7 B11 1.757(10) . ? B7 B12 1.770(8) . ? B8 B12 1.757(8) . ? B8 B9 1.773(7) . ? B9 B10 1.758(8) . ? B9 B12 1.766(7) . ? B10 B12 1.764(7) . ? B10 B11 1.784(8) . ? B11 B12 1.759(8) . ? 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 C16 N1 C15 111.0(4) . . ? C16 N1 C14 107.8(4) . . ? C15 N1 C14 109.5(4) . . ? C16 N1 C13 106.0(4) . . ? C15 N1 C13 109.7(4) . . ? C14 N1 C13 112.9(4) . . ? C12 C1 C2 119.6(4) . . ? C12 C1 B4 118.0(4) . . ? C2 C1 B4 110.1(3) . . ? C12 C1 B5 122.5(3) . . ? C2 C1 B5 110.4(3) . . ? B4 C1 B5 63.2(3) . . ? C12 C1 B3 114.0(4) . . ? C2 C1 B3 60.7(3) . . ? B4 C1 B3 62.0(3) . . ? B5 C1 B3 114.0(3) . . ? C12 C1 B6 121.7(4) . . ? C2 C1 B6 60.6(3) . . ? B4 C1 B6 113.7(3) . . ? B5 C1 B6 62.3(3) . . ? B3 C1 B6 112.7(3) . . ? C11 C2 C1 119.2(3) . . ? C11 C2 B11 121.7(4) . . ? C1 C2 B11 110.2(3) . . ? C11 C2 B7 121.5(4) . . ? C1 C2 B7 109.0(3) . . ? B11 C2 B7 62.0(3) . . ? C11 C2 B6 118.2(4) . . ? C1 C2 B6 60.6(3) . . ? B11 C2 B6 62.9(3) . . ? B7 C2 B6 113.1(3) . . ? C11 C2 B3 117.3(4) . . ? C1 C2 B3 60.3(2) . . ? B11 C2 B3 112.9(3) . . ? B7 C2 B3 61.6(3) . . ? B6 C2 B3 112.3(3) . . ? C13 C12 C1 113.7(5) . . ? C12 C13 N1 115.9(5) . . ? C1 B3 C2 59.0(2) . . ? C1 B3 B4 58.4(3) . . ? C2 B3 B4 105.9(3) . . ? C1 B3 B7 106.1(3) . . ? C2 B3 B7 59.2(3) . . ? B4 B3 B7 107.4(4) . . ? C1 B3 B8 105.0(3) . . ? C2 B3 B8 104.8(3) . . ? B4 B3 B8 60.2(3) . . ? B7 B3 B8 58.7(3) . . ? C1 B4 B3 59.6(3) . . ? C1 B4 B9 105.6(4) . . ? B3 B4 B9 109.1(4) . . ? C1 B4 B8 106.1(4) . . ? B3 B4 B8 60.4(3) . . ? B9 B4 B8 60.5(3) . . ? C1 B4 B5 58.6(3) . . ? B3 B4 B5 108.3(4) . . ? B9 B4 B5 59.7(3) . . ? B8 B4 B5 108.0(4) . . ? C1 B5 B10 106.0(3) . . ? C1 B5 B9 105.4(3) . . ? B10 B5 B9 60.2(3) . . ? C1 B5 B6 59.4(3) . . ? B10 B5 B6 60.2(3) . . ? B9 B5 B6 108.3(3) . . ? C1 B5 B4 58.2(3) . . ? B10 B5 B4 107.7(3) . . ? B9 B5 B4 59.8(3) . . ? B6 B5 B4 107.4(3) . . ? C2 B6 C1 58.9(2) . . ? C2 B6 B5 105.9(3) . . ? C1 B6 B5 58.3(3) . . ? C2 B6 B10 105.5(3) . . ? C1 B6 B10 104.7(3) . . ? B5 B6 B10 59.6(3) . . ? C2 B6 B11 58.1(3) . . ? C1 B6 B11 105.2(3) . . ? B5 B6 B11 107.9(4) . . ? B10 B6 B11 60.5(3) . . ? C2 B7 B8 106.6(3) . . ? C2 B7 B3 59.2(2) . . ? B8 B7 B3 61.0(3) . . ? C2 B7 B11 58.6(3) . . ? B8 B7 B11 108.5(4) . . ? B3 B7 B11 108.1(4) . . ? C2 B7 B12 105.3(4) . . ? B8 B7 B12 60.4(3) . . ? B3 B7 B12 108.8(4) . . ? B11 B7 B12 59.8(3) . . ? B7 B8 B12 61.1(3) . . ? B7 B8 B4 108.1(4) . . ? B12 B8 B4 108.0(4) . . ? B7 B8 B3 60.3(3) . . ? B12 B8 B3 108.8(4) . . ? B4 B8 B3 59.4(3) . . ? B7 B8 B9 108.9(4) . . ? B12 B8 B9 60.0(3) . . ? B4 B8 B9 59.7(3) . . ? B3 B8 B9 107.6(3) . . ? B5 B9 B10 59.7(3) . . ? B5 B9 B4 60.4(3) . . ? B10 B9 B4 107.8(3) . . ? B5 B9 B12 108.0(3) . . ? B10 B9 B12 60.1(3) . . ? B4 B9 B12 107.6(3) . . ? B5 B9 B8 108.0(3) . . ? B10 B9 B8 107.4(4) . . ? B4 B9 B8 59.8(3) . . ? B12 B9 B8 59.5(3) . . ? B5 B10 B9 60.1(3) . . ? B5 B10 B6 60.2(3) . . ? B9 B10 B6 108.2(3) . . ? B5 B10 B12 108.4(3) . . ? B9 B10 B12 60.2(3) . . ? B6 B10 B12 108.1(3) . . ? B5 B10 B11 108.1(3) . . ? B9 B10 B11 107.5(4) . . ? B6 B10 B11 60.2(3) . . ? B12 B10 B11 59.4(3) . . ? C2 B11 B7 59.4(3) . . ? C2 B11 B12 106.5(4) . . ? B7 B11 B12 60.5(3) . . ? C2 B11 B6 59.0(3) . . ? B7 B11 B6 107.8(4) . . ? B12 B11 B6 107.6(4) . . ? C2 B11 B10 105.2(4) . . ? B7 B11 B10 107.6(4) . . ? B12 B11 B10 59.7(3) . . ? B6 B11 B10 59.3(3) . . ? B8 B12 B11 107.0(4) . . ? B8 B12 B10 107.9(3) . . ? B11 B12 B10 60.9(3) . . ? B8 B12 B9 60.4(3) . . ? B11 B12 B9 108.3(4) . . ? B10 B12 B9 59.7(3) . . ? B8 B12 B7 58.5(3) . . ? B11 B12 B7 59.7(4) . . ? B10 B12 B7 107.9(4) . . ? B9 B12 B7 107.2(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.910 _refine_diff_density_min -0.453 _refine_diff_density_rms 0.075 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 266861' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H30 B10 Br N' _chemical_formula_weight 376.38 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' 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.063(3) _cell_length_b 7.0731(14) _cell_length_c 21.188(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.90(3) _cell_angle_gamma 90.00 _cell_volume 2062.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _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 1.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 1.987 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.5892 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4489 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 24.00 _reflns_number_total 2639 _reflns_number_gt 2296 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1189P)^2^+2.9932P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2639 _refine_ls_number_parameters 217 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0948 _refine_ls_R_factor_gt 0.0806 _refine_ls_wR_factor_ref 0.2320 _refine_ls_wR_factor_gt 0.2200 _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_restrained_S_all 1.179 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.61130(6) 1.24576(11) 0.64784(4) 0.0809(4) Uani 1 1 d . . . N1 N 0.4174(5) 0.2377(9) 0.2435(3) 0.0724(17) Uani 1 1 d . . . C1 C 0.6550(4) 0.3624(10) 0.3643(3) 0.0536(15) Uani 1 1 d . . . C2 C 0.6954(4) 0.4641(10) 0.4364(3) 0.0567(16) Uani 1 1 d . . . C11 C 0.5446(5) 0.3282(13) 0.3428(3) 0.072(2) Uani 1 1 d . . . H11A H 0.5209 0.2713 0.3782 0.086 Uiso 1 1 calc R . . H11B H 0.5124 0.4492 0.3334 0.086 Uiso 1 1 calc R . . C12 C 0.5172(5) 0.2026(12) 0.2843(4) 0.074(2) Uani 1 1 d . . . H12A H 0.5208 0.0720 0.2985 0.088 Uiso 1 1 calc R . . H12B H 0.5649 0.2195 0.2575 0.088 Uiso 1 1 calc R . . C13 C 0.3430(5) 0.2381(11) 0.2843(5) 0.082(2) Uani 1 1 d . . . H13A H 0.2803 0.2649 0.2579 0.124 Uiso 1 1 calc R . . H13B H 0.3590 0.3333 0.3171 0.124 Uiso 1 1 calc R . . H13C H 0.3416 0.1165 0.3042 0.124 Uiso 1 1 calc R . . C14 C 0.3926(6) 0.0866(13) 0.1944(4) 0.093(3) Uani 1 1 d . . . H14A H 0.3296 0.1109 0.1682 0.140 Uiso 1 1 calc R . . H14B H 0.3920 -0.0333 0.2156 0.140 Uiso 1 1 calc R . . H14C H 0.4401 0.0843 0.1678 0.140 Uiso 1 1 calc R . . C15 C 0.3954(11) 0.4277(18) 0.2119(6) 0.157(6) Uani 1 1 d D . . H15A H 0.3254 0.4371 0.1975 0.188 Uiso 1 1 calc R . . H15B H 0.4147 0.5236 0.2448 0.188 Uiso 1 1 calc R . . C16 C 0.4400(12) 0.476(2) 0.1567(6) 0.194(7) Uani 1 1 d D . . H16A H 0.5075 0.4791 0.1644 0.232 Uiso 1 1 calc R . . C17 C 0.3928(8) 0.5173(17) 0.0965(5) 0.131(4) Uani 1 1 d D . . H17A H 0.3252 0.5166 0.0864 0.157 Uiso 1 1 calc R . . H17B H 0.4276 0.5464 0.0649 0.157 Uiso 1 1 calc R . . C18 C 0.6193(5) 0.5086(11) 0.4760(3) 0.071(2) Uani 1 1 d D . . H18A H 0.6068 0.3950 0.4986 0.085 Uiso 1 1 calc R . . H18B H 0.5593 0.5438 0.4469 0.085 Uiso 1 1 calc R . . C19 C 0.6487(7) 0.6674(14) 0.5252(4) 0.101(3) Uani 1 1 d D . . H19 H 0.7028 0.6479 0.5581 0.121 Uiso 1 1 calc R . . C20 C 0.6021(8) 0.8311(15) 0.5242(5) 0.118(4) Uani 1 1 d D . . H20A H 0.5477 0.8551 0.4920 0.142 Uiso 1 1 calc R . . H20B H 0.6239 0.9216 0.5557 0.142 Uiso 1 1 calc R . . B3 B 0.7189(6) 0.2289(12) 0.4266(4) 0.068(2) Uani 1 1 d . . . H3 H 0.6867 0.1138 0.4501 0.082 Uiso 1 1 calc R . . B4 B 0.7384(6) 0.2058(13) 0.3474(5) 0.070(2) Uani 1 1 d . . . H4 H 0.7200 0.0756 0.3191 0.084 Uiso 1 1 calc R . . B5 B 0.7231(5) 0.4368(13) 0.3110(4) 0.062(2) Uani 1 1 d . . . H5 H 0.6946 0.4553 0.2590 0.075 Uiso 1 1 calc R . . B6 B 0.6926(6) 0.5988(13) 0.3676(4) 0.063(2) Uani 1 1 d . . . H6 H 0.6442 0.7202 0.3531 0.076 Uiso 1 1 calc R . . B7 B 0.8086(6) 0.3809(16) 0.4713(4) 0.079(3) Uani 1 1 d . . . H7 H 0.8353 0.3649 0.5236 0.095 Uiso 1 1 calc R . . B8 B 0.8379(7) 0.2176(16) 0.4142(5) 0.087(3) Uani 1 1 d . . . H8 H 0.8846 0.0940 0.4292 0.104 Uiso 1 1 calc R . . B9 B 0.8422(6) 0.3486(15) 0.3422(4) 0.073(2) Uani 1 1 d . . . H9 H 0.8921 0.3113 0.3104 0.088 Uiso 1 1 calc R . . B10 B 0.8124(6) 0.5868(14) 0.3552(4) 0.070(2) Uani 1 1 d . . . H10 H 0.8431 0.7040 0.3317 0.083 Uiso 1 1 calc R . . B11 B 0.7932(6) 0.6098(14) 0.4347(4) 0.069(2) Uani 1 1 d . . . H11 H 0.8104 0.7400 0.4632 0.083 Uiso 1 1 calc R . . B12 B 0.8849(6) 0.4516(16) 0.4189(4) 0.083(3) Uani 1 1 d . . . H12 H 0.9628 0.4792 0.4369 0.099 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0750(6) 0.0765(7) 0.0851(6) -0.0074(4) 0.0026(4) 0.0131(4) N1 0.083(4) 0.071(5) 0.059(3) -0.006(3) 0.005(3) -0.011(3) C1 0.052(3) 0.058(5) 0.055(4) -0.006(3) 0.022(3) -0.006(3) C2 0.057(4) 0.070(5) 0.045(3) -0.003(3) 0.015(3) -0.010(3) C11 0.055(4) 0.092(6) 0.072(5) -0.020(4) 0.024(3) -0.015(4) C12 0.055(4) 0.087(6) 0.081(5) -0.024(4) 0.017(4) -0.015(3) C13 0.057(4) 0.089(7) 0.100(6) -0.014(4) 0.012(4) -0.001(4) C14 0.091(6) 0.088(7) 0.087(6) -0.040(5) -0.014(4) -0.003(5) C15 0.292(19) 0.083(9) 0.097(8) -0.012(6) 0.045(10) -0.019(10) C16 0.30(2) 0.128(14) 0.162(15) -0.019(10) 0.063(15) -0.057(13) C17 0.127(8) 0.190(13) 0.073(6) 0.032(7) 0.016(6) -0.028(8) C18 0.066(4) 0.087(6) 0.066(4) -0.013(4) 0.026(3) -0.013(4) C19 0.093(6) 0.125(9) 0.096(6) -0.018(6) 0.047(5) -0.011(6) C20 0.131(9) 0.118(9) 0.124(9) -0.020(7) 0.072(7) -0.019(7) B3 0.076(5) 0.057(6) 0.079(6) 0.010(4) 0.031(4) 0.002(4) B4 0.064(5) 0.065(6) 0.090(6) -0.010(4) 0.038(4) -0.001(4) B5 0.051(4) 0.093(6) 0.046(4) -0.001(4) 0.017(3) -0.008(4) B6 0.058(4) 0.071(6) 0.063(5) 0.003(4) 0.018(4) -0.011(4) B7 0.062(5) 0.115(9) 0.059(5) 0.016(5) 0.010(4) 0.003(5) B8 0.066(5) 0.099(8) 0.101(7) 0.025(6) 0.029(5) 0.022(5) B9 0.051(4) 0.095(7) 0.078(6) -0.006(5) 0.024(4) -0.006(4) B10 0.059(5) 0.083(6) 0.071(5) 0.001(4) 0.024(4) -0.019(4) B11 0.064(5) 0.084(7) 0.063(5) -0.009(4) 0.017(4) -0.025(4) B12 0.049(4) 0.129(9) 0.070(5) 0.004(5) 0.009(4) -0.007(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 N1 C14 1.481(9) . ? N1 C13 1.489(11) . ? N1 C15 1.505(13) . ? N1 C12 1.510(10) . ? C1 C11 1.544(8) . ? C1 C2 1.678(8) . ? C1 B4 1.705(10) . ? C1 B5 1.707(9) . ? C1 B3 1.719(11) . ? C1 B6 1.751(11) . ? C2 C18 1.522(9) . ? C2 B7 1.715(11) . ? C2 B3 1.718(10) . ? C2 B11 1.724(10) . ? C2 B6 1.735(10) . ? C11 C12 1.509(10) . ? C15 C16 1.478(9) . ? C16 C17 1.342(9) . ? C18 C19 1.530(8) . ? C19 C20 1.328(9) . ? B3 B8 1.748(12) . ? B3 B4 1.764(12) . ? B3 B7 1.775(14) . ? B4 B8 1.776(14) . ? B4 B9 1.797(11) . ? B4 B5 1.800(13) . ? B5 B10 1.758(11) . ? B5 B6 1.773(12) . ? B5 B9 1.781(11) . ? B6 B10 1.759(10) . ? B6 B11 1.789(11) . ? B7 B12 1.770(12) . ? B7 B8 1.781(15) . ? B7 B11 1.789(14) . ? B8 B12 1.777(15) . ? B8 B9 1.797(14) . ? B9 B12 1.769(13) . ? B9 B10 1.771(14) . ? B10 B11 1.768(11) . ? B10 B12 1.791(13) . ? B11 B12 1.791(14) . ? 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 C14 N1 C13 108.5(6) . . ? C14 N1 C15 109.6(8) . . ? C13 N1 C15 98.7(7) . . ? C14 N1 C12 109.9(6) . . ? C13 N1 C12 110.5(6) . . ? C15 N1 C12 118.9(8) . . ? C11 C1 C2 117.9(5) . . ? C11 C1 B4 122.0(6) . . ? C2 C1 B4 110.6(5) . . ? C11 C1 B5 121.3(6) . . ? C2 C1 B5 109.8(5) . . ? B4 C1 B5 63.7(5) . . ? C11 C1 B3 118.4(6) . . ? C2 C1 B3 60.7(4) . . ? B4 C1 B3 62.0(5) . . ? B5 C1 B3 113.6(5) . . ? C11 C1 B6 116.0(6) . . ? C2 C1 B6 60.8(4) . . ? B4 C1 B6 114.4(5) . . ? B5 C1 B6 61.7(4) . . ? B3 C1 B6 112.8(5) . . ? C18 C2 C1 116.5(5) . . ? C18 C2 B7 121.9(6) . . ? C1 C2 B7 110.8(6) . . ? C18 C2 B3 116.2(5) . . ? C1 C2 B3 60.8(4) . . ? B7 C2 B3 62.3(6) . . ? C18 C2 B11 122.8(6) . . ? C1 C2 B11 111.1(5) . . ? B7 C2 B11 62.7(5) . . ? B3 C2 B11 113.7(6) . . ? C18 C2 B6 117.0(6) . . ? C1 C2 B6 61.7(4) . . ? B7 C2 B6 114.1(5) . . ? B3 C2 B6 113.7(5) . . ? B11 C2 B6 62.3(4) . . ? C12 C11 C1 113.9(5) . . ? C11 C12 N1 115.1(6) . . ? C16 C15 N1 118.6(11) . . ? C17 C16 C15 126.5(14) . . ? C2 C18 C19 113.9(6) . . ? C20 C19 C18 124.4(9) . . ? C2 B3 C1 58.5(4) . . ? C2 B3 B8 106.0(6) . . ? C1 B3 B8 106.0(6) . . ? C2 B3 B4 106.0(6) . . ? C1 B3 B4 58.6(5) . . ? B8 B3 B4 60.7(5) . . ? C2 B3 B7 58.8(5) . . ? C1 B3 B7 106.2(6) . . ? B8 B3 B7 60.7(6) . . ? B4 B3 B7 109.4(6) . . ? C1 B4 B3 59.4(4) . . ? C1 B4 B8 105.3(6) . . ? B3 B4 B8 59.2(5) . . ? C1 B4 B9 104.5(6) . . ? B3 B4 B9 107.1(6) . . ? B8 B4 B9 60.4(5) . . ? C1 B4 B5 58.2(4) . . ? B3 B4 B5 107.1(6) . . ? B8 B4 B5 107.6(6) . . ? B9 B4 B5 59.4(5) . . ? C1 B5 B10 105.7(5) . . ? C1 B5 B6 60.4(4) . . ? B10 B5 B6 59.7(4) . . ? C1 B5 B9 105.1(6) . . ? B10 B5 B9 60.1(5) . . ? B6 B5 B9 108.4(6) . . ? C1 B5 B4 58.1(4) . . ? B10 B5 B4 108.1(6) . . ? B6 B5 B4 108.8(5) . . ? B9 B5 B4 60.2(5) . . ? C2 B6 C1 57.6(4) . . ? C2 B6 B10 104.0(6) . . ? C1 B6 B10 103.8(6) . . ? C2 B6 B5 104.3(6) . . ? C1 B6 B5 58.0(4) . . ? B10 B6 B5 59.7(5) . . ? C2 B6 B11 58.6(4) . . ? C1 B6 B11 104.8(6) . . ? B10 B6 B11 59.8(4) . . ? B5 B6 B11 107.7(6) . . ? C2 B7 B12 105.2(6) . . ? C2 B7 B3 58.9(4) . . ? B12 B7 B3 107.0(6) . . ? C2 B7 B8 104.7(6) . . ? B12 B7 B8 60.1(6) . . ? B3 B7 B8 58.9(5) . . ? C2 B7 B11 58.9(5) . . ? B12 B7 B11 60.5(5) . . ? B3 B7 B11 107.9(6) . . ? B8 B7 B11 108.4(6) . . ? B3 B8 B4 60.1(5) . . ? B3 B8 B12 107.8(7) . . ? B4 B8 B12 108.1(7) . . ? B3 B8 B7 60.4(5) . . ? B4 B8 B7 108.5(6) . . ? B12 B8 B7 59.6(6) . . ? B3 B8 B9 107.8(6) . . ? B4 B8 B9 60.4(5) . . ? B12 B8 B9 59.3(5) . . ? B7 B8 B9 107.2(7) . . ? B12 B9 B10 60.8(6) . . ? B12 B9 B5 108.2(6) . . ? B10 B9 B5 59.3(5) . . ? B12 B9 B8 59.8(6) . . ? B10 B9 B8 107.9(6) . . ? B5 B9 B8 107.5(6) . . ? B12 B9 B4 107.6(6) . . ? B10 B9 B4 107.7(6) . . ? B5 B9 B4 60.4(5) . . ? B8 B9 B4 59.2(5) . . ? B6 B10 B5 60.5(4) . . ? B6 B10 B11 61.0(4) . . ? B5 B10 B11 109.3(5) . . ? B6 B10 B9 109.5(6) . . ? B5 B10 B9 60.6(5) . . ? B11 B10 B9 108.9(6) . . ? B6 B10 B12 109.1(6) . . ? B5 B10 B12 108.2(7) . . ? B11 B10 B12 60.4(5) . . ? B9 B10 B12 59.5(6) . . ? C2 B11 B10 104.1(5) . . ? C2 B11 B7 58.4(4) . . ? B10 B11 B7 107.5(7) . . ? C2 B11 B6 59.2(4) . . ? B10 B11 B6 59.3(4) . . ? B7 B11 B6 108.1(6) . . ? C2 B11 B12 103.8(7) . . ? B10 B11 B12 60.4(5) . . ? B7 B11 B12 59.2(5) . . ? B6 B11 B12 107.8(6) . . ? B9 B12 B7 109.0(7) . . ? B9 B12 B8 60.9(6) . . ? B7 B12 B8 60.3(6) . . ? B9 B12 B10 59.7(5) . . ? B7 B12 B10 107.4(6) . . ? B8 B12 B10 107.9(6) . . ? B9 B12 B11 107.9(6) . . ? B7 B12 B11 60.3(5) . . ? B8 B12 B11 108.5(6) . . ? B10 B12 B11 59.1(5) . . ? _diffrn_measured_fraction_theta_max 0.819 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.819 _refine_diff_density_max 0.946 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.081 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 266862' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H31 B10 N' _chemical_formula_weight 321.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3902(8) _cell_length_b 10.6277(9) _cell_length_c 11.5729(10) _cell_angle_alpha 81.826(2) _cell_angle_beta 72.449(2) _cell_angle_gamma 65.190(2) _cell_volume 999.37(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344 _exptl_absorpt_coefficient_mu 0.053 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.5889 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5464 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3504 _reflns_number_gt 2055 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1243P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3504 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1069 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1985 _refine_ls_wR_factor_gt 0.1686 _refine_ls_goodness_of_fit_ref 0.928 _refine_ls_restrained_S_all 0.928 _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 0.3322(3) 0.1549(2) 1.10455(19) 0.0597(6) Uani 1 1 d . . . C1 C 0.2188(3) 0.2572(2) 0.67966(19) 0.0386(6) Uani 1 1 d . . . C2 C 0.1832(3) 0.1845(2) 0.82352(19) 0.0385(6) Uani 1 1 d . . . C3 C 0.3656(3) 0.3045(2) 0.6244(2) 0.0464(6) Uani 1 1 d . . . C4 C 0.5321(3) 0.1823(3) 0.6169(3) 0.0671(8) Uani 1 1 d . . . H4A H 0.5407 0.1082 0.5729 0.101 Uiso 1 1 calc R . . H4B H 0.5412 0.1502 0.6972 0.101 Uiso 1 1 calc R . . H4C H 0.6179 0.2126 0.5758 0.101 Uiso 1 1 calc R . . C5 C 0.3666(4) 0.3574(3) 0.4924(2) 0.0747(9) Uani 1 1 d . . . H5A H 0.3770 0.2849 0.4454 0.112 Uiso 1 1 calc R . . H5B H 0.4568 0.3839 0.4577 0.112 Uiso 1 1 calc R . . H5C H 0.2667 0.4360 0.4923 0.112 Uiso 1 1 calc R . . C6 C 0.3490(3) 0.4230(2) 0.6935(2) 0.0445(6) Uani 1 1 d . . . C7 C 0.2297(3) 0.5664(3) 0.6903(3) 0.0617(8) Uani 1 1 d . . . H7 H 0.1489 0.5968 0.6498 0.074 Uiso 1 1 calc R . . C8 C 0.2549(4) 0.6463(3) 0.7542(3) 0.0713(9) Uani 1 1 d . . . H8 H 0.1945 0.7410 0.7652 0.086 Uiso 1 1 calc R . . C9 C 0.3913(4) 0.5625(3) 0.8042(3) 0.0696(9) Uani 1 1 d . . . H9A H 0.3575 0.5631 0.8921 0.084 Uiso 1 1 calc R . . H9B H 0.4780 0.5955 0.7754 0.084 Uiso 1 1 calc R . . C10 C 0.4439(3) 0.4223(3) 0.7588(2) 0.0551(7) Uani 1 1 d . . . H10 H 0.5314 0.3444 0.7739 0.066 Uiso 1 1 calc R . . C11 C 0.2988(3) 0.1623(2) 0.9003(2) 0.0448(6) Uani 1 1 d . . . H11A H 0.3778 0.0668 0.8926 0.054 Uiso 1 1 calc R . . H11B H 0.3579 0.2213 0.8682 0.054 Uiso 1 1 calc R . . C12 C 0.2149(3) 0.1926(3) 1.0336(2) 0.0567(7) Uani 1 1 d . . . H12A H 0.1455 0.2906 1.0428 0.068 Uiso 1 1 calc R . . H12B H 0.1464 0.1412 1.0643 0.068 Uiso 1 1 calc R . . C13 C 0.2454(4) 0.1739(4) 1.2323(3) 0.0961(12) Uani 1 1 d . . . H13A H 0.1783 0.1220 1.2545 0.144 Uiso 1 1 calc R . . H13B H 0.1782 0.2705 1.2469 0.144 Uiso 1 1 calc R . . H13C H 0.3224 0.1418 1.2799 0.144 Uiso 1 1 calc R . . C14 C 0.4354(5) 0.2312(4) 1.0679(3) 0.0920(11) Uani 1 1 d . . . H14A H 0.4912 0.2171 0.9833 0.138 Uiso 1 1 calc R . . H14B H 0.5136 0.1990 1.1143 0.138 Uiso 1 1 calc R . . H14C H 0.3698 0.3281 1.0816 0.138 Uiso 1 1 calc R . . B3 B 0.2568(4) 0.0824(3) 0.6992(3) 0.0478(7) Uani 1 1 d . . . H3 H 0.3808 0.0008 0.6748 0.057 Uiso 1 1 calc R . . B4 B 0.1598(4) 0.1854(3) 0.5889(3) 0.0550(8) Uani 1 1 d . . . H4 H 0.2193 0.1701 0.4913 0.066 Uiso 1 1 calc R . . B5 B 0.0339(4) 0.3524(3) 0.6503(3) 0.0536(8) Uani 1 1 d . . . H5 H 0.0105 0.4471 0.5932 0.064 Uiso 1 1 calc R . . B6 B 0.0553(3) 0.3496(3) 0.7982(2) 0.0425(7) Uani 1 1 d . . . H6 H 0.0489 0.4407 0.8377 0.051 Uiso 1 1 calc R . . B7 B -0.0216(3) 0.2304(3) 0.8873(3) 0.0493(7) Uani 1 1 d . . . H7A H -0.0809 0.2448 0.9850 0.059 Uiso 1 1 calc R . . B8 B 0.1048(4) 0.0646(3) 0.8269(3) 0.0519(8) Uani 1 1 d . . . H8A H 0.1289 -0.0292 0.8852 0.062 Uiso 1 1 calc R . . B9 B 0.0869(4) 0.0647(3) 0.6788(3) 0.0592(8) Uani 1 1 d . . . H9A' H 0.0986 -0.0290 0.6400 0.071 Uiso 1 1 calc R . . B10 B -0.0525(4) 0.2336(4) 0.6489(3) 0.0640(9) Uani 1 1 d . . . H10A H -0.1325 0.2503 0.5906 0.077 Uiso 1 1 calc R . . B11 B -0.1173(4) 0.3356(3) 0.7786(3) 0.0581(8) Uani 1 1 d . . . H11 H -0.2394 0.4193 0.8051 0.070 Uiso 1 1 calc R . . B12 B -0.0866(4) 0.1580(3) 0.7955(3) 0.0596(8) Uani 1 1 d . . . H12 H -0.1885 0.1252 0.8322 0.071 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0667(15) 0.0639(15) 0.0433(14) -0.0051(10) -0.0256(11) -0.0124(12) C1 0.0414(13) 0.0457(13) 0.0277(12) 0.0054(10) -0.0092(10) -0.0184(11) C2 0.0392(13) 0.0431(13) 0.0293(12) 0.0041(10) -0.0071(10) -0.0156(10) C3 0.0416(14) 0.0570(15) 0.0358(14) 0.0007(11) -0.0010(11) -0.0219(12) C4 0.0437(15) 0.0689(19) 0.074(2) -0.0225(15) 0.0108(14) -0.0199(14) C5 0.093(2) 0.107(2) 0.0378(17) 0.0103(15) -0.0034(15) -0.067(2) C6 0.0396(13) 0.0482(14) 0.0423(14) 0.0042(11) -0.0026(11) -0.0217(11) C7 0.0543(17) 0.0506(16) 0.076(2) 0.0114(14) -0.0165(15) -0.0215(14) C8 0.071(2) 0.0492(16) 0.084(2) -0.0057(16) -0.0003(17) -0.0267(15) C9 0.081(2) 0.075(2) 0.064(2) -0.0081(16) -0.0072(16) -0.0477(18) C10 0.0513(16) 0.0585(16) 0.0582(17) 0.0012(13) -0.0120(13) -0.0270(13) C11 0.0456(14) 0.0465(14) 0.0398(14) 0.0042(11) -0.0170(11) -0.0138(11) C12 0.0598(17) 0.0605(17) 0.0434(16) -0.0013(12) -0.0195(13) -0.0139(13) C13 0.095(3) 0.117(3) 0.047(2) -0.0149(18) -0.0302(18) -0.003(2) C14 0.114(3) 0.092(3) 0.099(3) 0.007(2) -0.066(2) -0.045(2) B3 0.0531(17) 0.0441(16) 0.0415(17) -0.0035(12) -0.0080(13) -0.0172(13) B4 0.069(2) 0.070(2) 0.0375(17) 0.0018(14) -0.0163(15) -0.0377(17) B5 0.0507(17) 0.0602(19) 0.0534(19) 0.0171(15) -0.0258(15) -0.0230(15) B6 0.0372(14) 0.0399(15) 0.0430(16) 0.0025(12) -0.0059(12) -0.0129(12) B7 0.0409(16) 0.0568(18) 0.0433(17) 0.0011(13) 0.0005(13) -0.0218(14) B8 0.0620(19) 0.0486(17) 0.0483(18) 0.0080(13) -0.0116(14) -0.0301(15) B9 0.071(2) 0.063(2) 0.054(2) -0.0047(15) -0.0159(16) -0.0370(17) B10 0.062(2) 0.083(2) 0.063(2) 0.0090(17) -0.0299(17) -0.0382(18) B11 0.0370(16) 0.063(2) 0.071(2) 0.0043(16) -0.0154(15) -0.0179(15) B12 0.0566(19) 0.070(2) 0.064(2) 0.0061(16) -0.0146(16) -0.0402(17) _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 C14 1.445(4) . ? N1 C12 1.460(3) . ? N1 C13 1.453(3) . ? C1 C3 1.587(3) . ? C1 B4 1.710(4) . ? C1 B5 1.713(4) . ? C1 C2 1.731(3) . ? C1 B3 1.733(4) . ? C1 B6 1.746(3) . ? C2 C11 1.527(3) . ? C2 B6 1.705(3) . ? C2 B8 1.709(4) . ? C2 B3 1.715(4) . ? C2 B7 1.714(3) . ? C3 C6 1.515(3) . ? C3 C4 1.544(3) . ? C3 C5 1.550(4) . ? C6 C10 1.328(3) . ? C6 C7 1.468(3) . ? C7 C8 1.334(4) . ? C8 C9 1.453(4) . ? C9 C10 1.479(4) . ? C11 C12 1.517(3) . ? B3 B4 1.768(4) . ? B3 B9 1.769(4) . ? B3 B8 1.770(4) . ? B4 B9 1.768(4) . ? B4 B10 1.769(5) . ? B4 B5 1.773(5) . ? B5 B11 1.766(4) . ? B5 B10 1.769(5) . ? B5 B6 1.777(4) . ? B6 B11 1.771(4) . ? B6 B7 1.772(4) . ? B7 B11 1.755(4) . ? B7 B8 1.760(4) . ? B7 B12 1.765(4) . ? B8 B9 1.772(4) . ? B8 B12 1.773(5) . ? B9 B12 1.777(5) . ? B9 B10 1.783(5) . ? B10 B12 1.768(5) . ? B10 B11 1.777(5) . ? B11 B12 1.776(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C14 N1 C12 113.0(2) . . ? C14 N1 C13 111.1(3) . . ? C12 N1 C13 109.1(2) . . ? C3 C1 B4 120.28(19) . . ? C3 C1 B5 120.29(19) . . ? B4 C1 B5 62.38(17) . . ? C3 C1 C2 122.72(17) . . ? B4 C1 C2 108.18(17) . . ? B5 C1 C2 107.79(17) . . ? C3 C1 B3 119.97(19) . . ? B4 C1 B3 61.76(16) . . ? B5 C1 B3 111.83(19) . . ? C2 C1 B3 59.34(13) . . ? C3 C1 B6 119.87(18) . . ? B4 C1 B6 111.92(19) . . ? B5 C1 B6 61.79(16) . . ? C2 C1 B6 58.70(13) . . ? B3 C1 B6 109.43(17) . . ? C11 C2 B6 118.62(19) . . ? C11 C2 B8 120.31(19) . . ? B6 C2 B8 113.27(18) . . ? C11 C2 B3 117.48(19) . . ? B6 C2 B3 112.34(18) . . ? B8 C2 B3 62.26(16) . . ? C11 C2 B7 121.58(19) . . ? B6 C2 B7 62.43(15) . . ? B8 C2 B7 61.87(16) . . ? B3 C2 B7 112.62(19) . . ? C11 C2 C1 119.00(17) . . ? B6 C2 C1 61.09(13) . . ? B8 C2 C1 110.47(17) . . ? B3 C2 C1 60.39(14) . . ? B7 C2 C1 110.62(17) . . ? C6 C3 C4 110.5(2) . . ? C6 C3 C5 106.9(2) . . ? C4 C3 C5 106.1(2) . . ? C6 C3 C1 112.17(18) . . ? C4 C3 C1 111.8(2) . . ? C5 C3 C1 109.0(2) . . ? C10 C6 C7 106.9(2) . . ? C10 C6 C3 128.1(2) . . ? C7 C6 C3 124.8(2) . . ? C8 C7 C6 109.6(3) . . ? C7 C8 C9 109.5(3) . . ? C8 C9 C10 103.4(2) . . ? C6 C10 C9 110.6(3) . . ? C12 C11 C2 114.14(19) . . ? N1 C12 C11 111.7(2) . . ? C2 B3 C1 60.27(14) . . ? C2 B3 B4 106.3(2) . . ? C1 B3 B4 58.49(15) . . ? C2 B3 B9 105.9(2) . . ? C1 B3 B9 106.4(2) . . ? B4 B3 B9 59.97(18) . . ? C2 B3 B8 58.72(15) . . ? C1 B3 B8 107.56(19) . . ? B4 B3 B8 108.0(2) . . ? B9 B3 B8 60.10(17) . . ? C1 B4 B9 107.4(2) . . ? C1 B4 B10 106.7(2) . . ? B9 B4 B10 60.54(18) . . ? C1 B4 B3 59.75(15) . . ? B9 B4 B3 60.07(17) . . ? B10 B4 B3 108.1(2) . . ? C1 B4 B5 58.89(15) . . ? B9 B4 B5 108.3(2) . . ? B10 B4 B5 59.92(18) . . ? B3 B4 B5 107.4(2) . . ? C1 B5 B11 107.3(2) . . ? C1 B5 B10 106.6(2) . . ? B11 B5 B10 60.35(19) . . ? C1 B5 B4 58.73(15) . . ? B11 B5 B4 108.1(2) . . ? B10 B5 B4 59.93(19) . . ? C1 B5 B6 60.02(14) . . ? B11 B5 B6 59.98(17) . . ? B10 B5 B6 108.1(2) . . ? B4 B5 B6 107.60(19) . . ? C2 B6 C1 60.20(13) . . ? C2 B6 B11 105.50(19) . . ? C1 B6 B11 105.6(2) . . ? C2 B6 B7 59.05(14) . . ? C1 B6 B7 107.27(19) . . ? B11 B6 B7 59.39(16) . . ? C2 B6 B5 106.13(19) . . ? C1 B6 B5 58.19(15) . . ? B11 B6 B5 59.72(17) . . ? B7 B6 B5 107.3(2) . . ? C2 B7 B11 105.78(19) . . ? C2 B7 B8 58.93(15) . . ? B11 B7 B8 108.7(2) . . ? C2 B7 B12 106.0(2) . . ? B11 B7 B12 60.61(18) . . ? B8 B7 B12 60.41(18) . . ? C2 B7 B6 58.52(14) . . ? B11 B7 B6 60.28(16) . . ? B8 B7 B6 107.67(19) . . ? B12 B7 B6 108.6(2) . . ? C2 B8 B7 59.20(15) . . ? C2 B8 B9 106.0(2) . . ? B7 B8 B9 108.2(2) . . ? C2 B8 B3 59.02(15) . . ? B7 B8 B3 107.85(19) . . ? B9 B8 B3 59.93(17) . . ? C2 B8 B12 105.9(2) . . ? B7 B8 B12 59.93(17) . . ? B9 B8 B12 60.17(19) . . ? B3 B8 B12 107.9(2) . . ? B4 B9 B8 107.9(2) . . ? B4 B9 B3 59.97(17) . . ? B8 B9 B3 59.97(17) . . ? B4 B9 B12 107.6(2) . . ? B8 B9 B12 59.94(18) . . ? B3 B9 B12 107.7(2) . . ? B4 B9 B10 59.77(18) . . ? B8 B9 B10 107.4(2) . . ? B3 B9 B10 107.4(2) . . ? B12 B9 B10 59.55(18) . . ? B4 B10 B5 60.15(17) . . ? B4 B10 B12 108.0(2) . . ? B5 B10 B12 108.1(2) . . ? B4 B10 B11 107.7(2) . . ? B5 B10 B11 59.75(18) . . ? B12 B10 B11 60.14(19) . . ? B4 B10 B9 59.68(18) . . ? B5 B10 B9 107.8(2) . . ? B12 B10 B9 60.07(18) . . ? B11 B10 B9 107.8(2) . . ? B7 B11 B5 108.5(2) . . ? B7 B11 B6 60.33(16) . . ? B5 B11 B6 60.30(16) . . ? B7 B11 B10 107.9(2) . . ? B5 B11 B10 59.91(19) . . ? B6 B11 B10 108.0(2) . . ? B7 B11 B12 59.97(18) . . ? B5 B11 B12 107.9(2) . . ? B6 B11 B12 108.1(2) . . ? B10 B11 B12 59.68(19) . . ? B7 B12 B10 107.8(2) . . ? B7 B12 B8 59.66(17) . . ? B10 B12 B8 108.0(2) . . ? B7 B12 B9 107.7(2) . . ? B10 B12 B9 60.38(19) . . ? B8 B12 B9 59.89(18) . . ? B7 B12 B11 59.42(17) . . ? B10 B12 B11 60.18(19) . . ? B8 B12 B11 107.2(2) . . ? B9 B12 B11 108.1(2) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.249 _refine_diff_density_min -0.136 _refine_diff_density_rms 0.043 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 266863' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H18 B10 O' _chemical_formula_weight 214.30 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' 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)/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 13.3919(8) _cell_length_b 7.7928(5) _cell_length_c 25.8501(15) _cell_angle_alpha 90.00 _cell_angle_beta 100.8430(10) _cell_angle_gamma 90.00 _cell_volume 2649.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.074 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.054 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.9735 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12538 _diffrn_reflns_av_R_equivalents 0.0713 _diffrn_reflns_av_sigmaI/netI 0.0631 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 24.00 _reflns_number_total 4141 _reflns_number_gt 2426 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1462P)^2^+2.8307P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4141 _refine_ls_number_parameters 307 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1532 _refine_ls_R_factor_gt 0.1023 _refine_ls_wR_factor_ref 0.2949 _refine_ls_wR_factor_gt 0.2487 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.074 _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 O1' O 0.3770(3) 0.3355(6) 0.48854(14) 0.0904(15) Uani 1 1 d . . . H1' H 0.3989 0.3866 0.4653 0.136 Uiso 1 1 calc R . . O1 O 0.5422(3) 1.0810(5) 0.06540(13) 0.0616(10) Uani 1 1 d . . . H1 H 0.4896 1.1116 0.0460 0.092 Uiso 1 1 calc R . . C1 C 0.4067(3) 0.9169(5) 0.14049(15) 0.0320(10) Uani 1 1 d . . . C2 C 0.2821(3) 0.8685(5) 0.12416(16) 0.0382(11) Uani 1 1 d . . . C11 C 0.4368(3) 1.1023(5) 0.13255(19) 0.0448(12) Uani 1 1 d . . . H11A H 0.3854 1.1528 0.1053 0.054 Uiso 1 1 calc R . . H11B H 0.4357 1.1648 0.1649 0.054 Uiso 1 1 calc R . . C12 C 0.5392(3) 1.1293(6) 0.11762(18) 0.0473(12) Uani 1 1 d . . . H12A H 0.5574 1.2495 0.1222 0.057 Uiso 1 1 calc R . . H12B H 0.5896 1.0635 0.1414 0.057 Uiso 1 1 calc R . . C13 C 0.2088(3) 1.0073(7) 0.1037(2) 0.0576(13) Uani 1 1 d D . . H13A H 0.1908 1.0848 0.1277 0.069 Uiso 1 1 calc R . . C14 C 0.1670(5) 1.0270(9) 0.0526(2) 0.100(2) Uani 1 1 d D . . H14A H 0.1836 0.9514 0.0276 0.120 Uiso 1 1 calc R . . H14B H 0.1216 1.1163 0.0421 0.120 Uiso 1 1 calc R . . B3 B 0.3370(4) 0.8847(6) 0.18932(19) 0.0411(13) Uani 1 1 d . . . H3 H 0.3188 0.9873 0.2153 0.049 Uiso 1 1 calc R . . B4 B 0.4619(4) 0.8030(6) 0.19462(18) 0.0395(12) Uani 1 1 d . . . H4 H 0.5255 0.8505 0.2245 0.047 Uiso 1 1 calc R . . B5 B 0.4787(4) 0.7449(5) 0.13066(18) 0.0339(11) Uani 1 1 d . . . H5 H 0.5534 0.7538 0.1190 0.041 Uiso 1 1 calc R . . B6 B 0.3651(4) 0.7929(6) 0.08539(19) 0.0377(12) Uani 1 1 d . . . H6 H 0.3654 0.8352 0.0448 0.045 Uiso 1 1 calc R . . B7 B 0.2505(4) 0.7199(7) 0.1667(2) 0.0484(14) Uani 1 1 d . . . H7 H 0.1757 0.7132 0.1783 0.058 Uiso 1 1 calc R . . B8 B 0.3631(4) 0.6742(7) 0.2115(2) 0.0495(14) Uani 1 1 d . . . H8 H 0.3625 0.6363 0.2524 0.059 Uiso 1 1 calc R . . B9 B 0.4519(4) 0.5858(6) 0.1749(2) 0.0441(13) Uani 1 1 d . . . H9 H 0.5090 0.4899 0.1919 0.053 Uiso 1 1 calc R . . B10 B 0.3898(4) 0.5794(6) 0.1071(2) 0.0448(14) Uani 1 1 d . . . H10 H 0.4063 0.4790 0.0800 0.054 Uiso 1 1 calc R . . B11 B 0.2667(4) 0.6607(7) 0.1027(2) 0.0504(14) Uani 1 1 d . . . H11 H 0.2028 0.6152 0.0726 0.060 Uiso 1 1 calc R . . B12 B 0.3196(4) 0.5351(7) 0.1576(2) 0.0501(14) Uani 1 1 d . . . H12 H 0.2909 0.4058 0.1635 0.060 Uiso 1 1 calc R . . C1' C 0.1781(3) 0.0661(5) 0.40301(16) 0.0403(11) Uani 1 1 d . . . C2' C 0.1302(3) 0.0755(5) 0.33795(17) 0.0421(11) Uani 1 1 d . . . C11' C 0.2372(4) 0.2208(6) 0.42746(19) 0.0559(13) Uani 1 1 d . . . H11C H 0.2578 0.2876 0.3996 0.067 Uiso 1 1 calc R . . H11D H 0.1922 0.2920 0.4437 0.067 Uiso 1 1 calc R . . C12' C 0.3298(4) 0.1810(7) 0.46797(19) 0.0679(16) Uani 1 1 d . . . H12C H 0.3108 0.1140 0.4962 0.081 Uiso 1 1 calc R . . H12D H 0.3771 0.1138 0.4521 0.081 Uiso 1 1 calc R . . C13' C 0.1442(4) 0.2354(7) 0.3094(2) 0.0630(14) Uani 1 1 d D . . H13B H 0.0976 0.3233 0.3102 0.076 Uiso 1 1 calc R . . C14' C 0.2190(5) 0.2639(9) 0.2822(2) 0.092(2) Uani 1 1 d D . . H14C H 0.2672 0.1791 0.2804 0.110 Uiso 1 1 calc R . . H14D H 0.2226 0.3683 0.2652 0.110 Uiso 1 1 calc R . . B3' B 0.0500(4) 0.0951(7) 0.3821(2) 0.0496(14) Uani 1 1 d . . . H3' H 0.0102 0.2143 0.3888 0.060 Uiso 1 1 calc R . . B4' B 0.0975(5) -0.0458(8) 0.4337(3) 0.0619(17) Uani 1 1 d . . . H4' H 0.0879 -0.0199 0.4743 0.074 Uiso 1 1 calc R . . B5' B 0.2089(4) -0.1414(7) 0.4205(3) 0.0569(16) Uani 1 1 d . . . H5' H 0.2718 -0.1783 0.4524 0.068 Uiso 1 1 calc R . . B6' B 0.2306(4) -0.0578(7) 0.3600(2) 0.0496(14) Uani 1 1 d . . . H6' H 0.3078 -0.0374 0.3524 0.060 Uiso 1 1 calc R . . B7' B 0.0164(4) -0.0268(8) 0.3236(2) 0.0569(16) Uani 1 1 d . . . H7' H -0.0465 0.0121 0.2919 0.068 Uiso 1 1 calc R . . B8' B -0.0051(4) -0.1090(8) 0.3837(3) 0.0634(17) Uani 1 1 d . . . H8' H -0.0826 -0.1252 0.3914 0.076 Uiso 1 1 calc R . . B9' B 0.0928(5) -0.2561(8) 0.4074(3) 0.071(2) Uani 1 1 d . . . H9' H 0.0794 -0.3690 0.4307 0.085 Uiso 1 1 calc R . . B10' B 0.1766(5) -0.2630(7) 0.3618(3) 0.0668(19) Uani 1 1 d . . . H10' H 0.2187 -0.3797 0.3552 0.080 Uiso 1 1 calc R . . B11' B 0.1288(5) -0.1217(7) 0.3093(2) 0.0584(16) Uani 1 1 d . . . H11' H 0.1393 -0.1444 0.2687 0.070 Uiso 1 1 calc R . . B12' B 0.0439(5) -0.2450(7) 0.3396(3) 0.0631(18) Uani 1 1 d . . . H12' H -0.0011 -0.3507 0.3187 0.076 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 O1' 0.101(3) 0.105(3) 0.062(2) -0.021(2) 0.010(2) -0.061(3) O1 0.055(2) 0.070(2) 0.063(2) 0.0100(18) 0.0177(17) -0.0037(18) C1 0.032(2) 0.020(2) 0.046(2) -0.0047(17) 0.0114(18) -0.0001(18) C2 0.033(2) 0.032(2) 0.051(3) -0.0017(19) 0.009(2) -0.0012(19) C11 0.048(3) 0.018(2) 0.072(3) -0.008(2) 0.019(2) -0.002(2) C12 0.043(3) 0.034(2) 0.064(3) 0.001(2) 0.006(2) -0.006(2) C13 0.043(3) 0.054(3) 0.076(4) 0.002(3) 0.012(3) 0.010(3) C14 0.094(5) 0.108(6) 0.093(5) 0.020(4) 0.003(4) 0.058(4) B3 0.048(3) 0.037(3) 0.042(3) -0.008(2) 0.019(2) -0.001(2) B4 0.047(3) 0.036(3) 0.036(3) -0.008(2) 0.007(2) 0.002(2) B5 0.043(3) 0.022(2) 0.039(3) -0.0032(19) 0.014(2) 0.006(2) B6 0.049(3) 0.025(2) 0.038(3) -0.002(2) 0.004(2) -0.001(2) B7 0.043(3) 0.048(3) 0.061(3) 0.000(3) 0.026(3) -0.011(3) B8 0.067(4) 0.045(3) 0.042(3) -0.001(2) 0.023(3) 0.003(3) B9 0.058(3) 0.028(3) 0.047(3) 0.004(2) 0.009(3) 0.007(3) B10 0.072(4) 0.017(2) 0.046(3) -0.005(2) 0.013(3) -0.002(2) B11 0.050(3) 0.042(3) 0.057(3) -0.012(3) 0.002(3) -0.016(3) B12 0.064(4) 0.029(3) 0.058(3) 0.004(2) 0.015(3) -0.015(3) C1' 0.039(3) 0.037(2) 0.043(2) -0.0034(19) 0.003(2) -0.001(2) C2' 0.042(3) 0.035(2) 0.048(3) -0.003(2) 0.005(2) 0.005(2) C11' 0.057(3) 0.049(3) 0.059(3) -0.017(2) 0.004(2) -0.007(3) C12' 0.071(4) 0.075(4) 0.050(3) 0.007(3) -0.006(3) -0.039(3) C13' 0.068(4) 0.052(3) 0.067(3) 0.002(3) 0.007(3) 0.006(3) C14' 0.123(6) 0.073(4) 0.084(4) 0.004(3) 0.035(4) -0.013(4) B3' 0.034(3) 0.044(3) 0.074(4) -0.011(3) 0.016(3) 0.008(3) B4' 0.060(4) 0.064(4) 0.066(4) -0.002(3) 0.024(3) -0.009(3) B5' 0.041(3) 0.041(3) 0.082(4) 0.017(3) -0.006(3) -0.001(3) B6' 0.037(3) 0.034(3) 0.082(4) -0.010(3) 0.020(3) 0.006(2) B7' 0.045(3) 0.049(3) 0.067(4) -0.008(3) -0.012(3) -0.007(3) B8' 0.038(3) 0.053(4) 0.103(5) -0.004(3) 0.022(3) -0.006(3) B9' 0.054(4) 0.050(4) 0.104(5) 0.026(3) 0.005(4) -0.012(3) B10' 0.046(4) 0.033(3) 0.118(6) -0.014(3) 0.009(4) 0.011(3) B11' 0.064(4) 0.045(3) 0.067(4) -0.025(3) 0.013(3) -0.002(3) B12' 0.051(4) 0.036(3) 0.098(5) -0.018(3) 0.003(3) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1' C12' 1.416(6) . ? O1 C12 1.409(5) . ? C1 C11 1.525(5) . ? C1 C2 1.684(6) . ? C1 B5 1.698(6) . ? C1 B4 1.704(6) . ? C1 B3 1.723(6) . ? C1 B6 1.724(6) . ? C2 C13 1.490(6) . ? C2 B7 1.705(7) . ? C2 B3 1.711(6) . ? C2 B11 1.712(7) . ? C2 B6 1.734(6) . ? C11 C12 1.508(6) . ? C13 C14 1.342(4) . ? B3 B8 1.752(7) . ? B3 B7 1.755(7) . ? B3 B4 1.771(7) . ? B4 B9 1.766(7) . ? B4 B5 1.769(6) . ? B4 B8 1.779(8) . ? B5 B9 1.769(7) . ? B5 B6 1.776(7) . ? B5 B10 1.783(7) . ? B6 B10 1.767(7) . ? B6 B11 1.794(8) . ? B7 B12 1.751(8) . ? B7 B8 1.757(8) . ? B7 B11 1.771(8) . ? B8 B12 1.775(8) . ? B8 B9 1.790(7) . ? B9 B12 1.788(8) . ? B9 B10 1.794(7) . ? B10 B11 1.749(8) . ? B10 B12 1.778(7) . ? B11 B12 1.759(8) . ? C1' C11' 1.514(6) . ? C1' C2' 1.685(6) . ? C1' B4' 1.696(7) . ? C1' B3' 1.713(7) . ? C1' B5' 1.709(7) . ? C1' B6' 1.719(7) . ? C2' C13' 1.478(7) . ? C2' B7' 1.698(7) . ? C2' B11' 1.705(7) . ? C2' B6' 1.710(7) . ? C2' B3' 1.715(7) . ? C11' C12' 1.497(7) . ? C13' C14' 1.346(4) . ? B3' B4' 1.752(9) . ? B3' B8' 1.758(8) . ? B3' B7' 1.772(8) . ? B4' B5' 1.757(9) . ? B4' B9' 1.771(9) . ? B4' B8' 1.770(9) . ? B5' B9' 1.770(8) . ? B5' B6' 1.768(9) . ? B5' B10' 1.773(9) . ? B6' B10' 1.758(8) . ? B6' B11' 1.776(8) . ? B7' B8' 1.754(9) . ? B7' B12' 1.773(8) . ? B7' B11' 1.778(9) . ? B8' B9' 1.762(9) . ? B8' B12' 1.770(9) . ? B9' B12' 1.753(10) . ? B9' B10' 1.776(10) . ? B10' B11' 1.771(9) . ? B10' B12' 1.768(9) . ? B11' B12' 1.780(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 C1 C2 116.9(3) . . ? C11 C1 B5 123.8(3) . . ? C2 C1 B5 110.4(3) . . ? C11 C1 B4 121.3(4) . . ? C2 C1 B4 110.2(3) . . ? B5 C1 B4 62.7(3) . . ? C11 C1 B3 115.4(3) . . ? C2 C1 B3 60.3(3) . . ? B5 C1 B3 113.3(3) . . ? B4 C1 B3 62.2(3) . . ? C11 C1 B6 118.2(3) . . ? C2 C1 B6 61.1(3) . . ? B5 C1 B6 62.5(3) . . ? B4 C1 B6 114.2(3) . . ? B3 C1 B6 112.9(3) . . ? C13 C2 C1 118.8(3) . . ? C13 C2 B7 119.7(4) . . ? C1 C2 B7 110.2(3) . . ? C13 C2 B3 115.4(4) . . ? C1 C2 B3 61.0(3) . . ? B7 C2 B3 61.8(3) . . ? C13 C2 B11 122.7(4) . . ? C1 C2 B11 110.3(3) . . ? B7 C2 B11 62.5(3) . . ? B3 C2 B11 113.1(3) . . ? C13 C2 B6 119.5(4) . . ? C1 C2 B6 60.6(2) . . ? B7 C2 B6 114.0(3) . . ? B3 C2 B6 113.0(3) . . ? B11 C2 B6 62.8(3) . . ? C12 C11 C1 116.3(3) . . ? O1 C12 C11 113.5(4) . . ? C14 C13 C2 123.9(5) . . ? C2 B3 C1 58.7(2) . . ? C2 B3 B8 106.0(3) . . ? C1 B3 B8 105.8(3) . . ? C2 B3 B7 58.9(3) . . ? C1 B3 B7 106.1(3) . . ? B8 B3 B7 60.1(3) . . ? C2 B3 B4 105.9(3) . . ? C1 B3 B4 58.3(3) . . ? B8 B3 B4 60.7(3) . . ? B7 B3 B4 108.5(4) . . ? C1 B4 B9 105.3(3) . . ? C1 B4 B5 58.5(2) . . ? B9 B4 B5 60.1(3) . . ? C1 B4 B3 59.4(3) . . ? B9 B4 B3 107.6(4) . . ? B5 B4 B3 107.7(3) . . ? C1 B4 B8 105.5(4) . . ? B9 B4 B8 60.6(3) . . ? B5 B4 B8 108.4(3) . . ? B3 B4 B8 59.1(3) . . ? C1 B5 B9 105.4(3) . . ? C1 B5 B4 58.8(3) . . ? B9 B5 B4 59.9(3) . . ? C1 B5 B6 59.5(3) . . ? B9 B5 B6 108.7(4) . . ? B4 B5 B6 108.6(3) . . ? C1 B5 B10 105.1(3) . . ? B9 B5 B10 60.7(3) . . ? B4 B5 B10 108.1(3) . . ? B6 B5 B10 59.6(3) . . ? C1 B6 C2 58.3(2) . . ? C1 B6 B10 104.7(3) . . ? C2 B6 B10 103.8(3) . . ? C1 B6 B5 58.0(2) . . ? C2 B6 B5 104.7(3) . . ? B10 B6 B5 60.4(3) . . ? C1 B6 B11 104.7(3) . . ? C2 B6 B11 58.0(3) . . ? B10 B6 B11 58.8(3) . . ? B5 B6 B11 107.1(3) . . ? C2 B7 B12 105.6(3) . . ? C2 B7 B3 59.3(3) . . ? B12 B7 B3 108.3(4) . . ? C2 B7 B8 106.0(4) . . ? B12 B7 B8 60.8(3) . . ? B3 B7 B8 59.9(3) . . ? C2 B7 B11 59.0(3) . . ? B12 B7 B11 59.9(3) . . ? B3 B7 B11 108.2(4) . . ? B8 B7 B11 108.8(4) . . ? B3 B8 B7 60.0(3) . . ? B3 B8 B12 107.4(4) . . ? B7 B8 B12 59.5(3) . . ? B3 B8 B4 60.2(3) . . ? B7 B8 B4 108.0(4) . . ? B12 B8 B4 107.5(3) . . ? B3 B8 B9 107.4(3) . . ? B7 B8 B9 107.7(4) . . ? B12 B8 B9 60.2(3) . . ? B4 B8 B9 59.3(3) . . ? B4 B9 B5 60.1(3) . . ? B4 B9 B12 107.6(4) . . ? B5 B9 B12 107.7(4) . . ? B4 B9 B10 107.7(3) . . ? B5 B9 B10 60.0(3) . . ? B12 B9 B10 59.5(3) . . ? B4 B9 B8 60.0(3) . . ? B5 B9 B8 107.9(3) . . ? B12 B9 B8 59.5(3) . . ? B10 B9 B8 107.2(4) . . ? B11 B10 B6 61.3(3) . . ? B11 B10 B5 108.7(3) . . ? B6 B10 B5 60.0(3) . . ? B11 B10 B12 59.8(3) . . ? B6 B10 B12 108.8(4) . . ? B5 B10 B12 107.5(3) . . ? B11 B10 B9 108.2(4) . . ? B6 B10 B9 108.0(3) . . ? B5 B10 B9 59.3(3) . . ? B12 B10 B9 60.1(3) . . ? C2 B11 B10 105.5(3) . . ? C2 B11 B12 105.0(4) . . ? B10 B11 B12 60.9(3) . . ? C2 B11 B7 58.6(3) . . ? B10 B11 B7 108.2(4) . . ? B12 B11 B7 59.5(3) . . ? C2 B11 B6 59.2(3) . . ? B10 B11 B6 59.8(3) . . ? B12 B11 B6 108.5(4) . . ? B7 B11 B6 107.9(3) . . ? B7 B12 B11 60.6(3) . . ? B7 B12 B8 59.7(3) . . ? B11 B12 B8 108.5(4) . . ? B7 B12 B10 107.8(4) . . ? B11 B12 B10 59.3(3) . . ? B8 B12 B10 108.5(4) . . ? B7 B12 B9 108.0(4) . . ? B11 B12 B9 108.0(4) . . ? B8 B12 B9 60.3(3) . . ? B10 B12 B9 60.4(3) . . ? C11' C1' C2' 116.9(4) . . ? C11' C1' B4' 122.9(4) . . ? C2' C1' B4' 109.5(3) . . ? C11' C1' B3' 116.1(4) . . ? C2' C1' B3' 60.6(3) . . ? B4' C1' B3' 61.8(3) . . ? C11' C1' B5' 124.2(4) . . ? C2' C1' B5' 109.4(3) . . ? B4' C1' B5' 62.2(3) . . ? B3' C1' B5' 112.7(4) . . ? C11' C1' B6' 118.1(4) . . ? C2' C1' B6' 60.3(3) . . ? B4' C1' B6' 112.8(4) . . ? B3' C1' B6' 112.2(3) . . ? B5' C1' B6' 62.1(3) . . ? C13' C2' C1' 118.4(4) . . ? C13' C2' B7' 118.6(4) . . ? C1' C2' B7' 110.8(4) . . ? C13' C2' B11' 122.3(4) . . ? C1' C2' B11' 111.4(4) . . ? B7' C2' B11' 63.0(3) . . ? C13' C2' B6' 120.9(4) . . ? C1' C2' B6' 60.8(3) . . ? B7' C2' B6' 113.9(4) . . ? B11' C2' B6' 62.7(3) . . ? C13' C2' B3' 114.3(4) . . ? C1' C2' B3' 60.5(3) . . ? B7' C2' B3' 62.6(3) . . ? B11' C2' B3' 114.4(4) . . ? B6' C2' B3' 112.5(4) . . ? C12' C11' C1' 115.2(4) . . ? O1' C12' C11' 109.8(5) . . ? C14' C13' C2' 125.2(5) . . ? C1' B3' C2' 58.9(3) . . ? C1' B3' B4' 58.6(3) . . ? C2' B3' B4' 105.6(4) . . ? C1' B3' B8' 105.9(4) . . ? C2' B3' B8' 104.6(4) . . ? B4' B3' B8' 60.6(4) . . ? C1' B3' B7' 106.1(4) . . ? C2' B3' B7' 58.2(3) . . ? B4' B3' B7' 108.2(4) . . ? B8' B3' B7' 59.6(3) . . ? C1' B4' B5' 59.3(3) . . ? C1' B4' B3' 59.5(3) . . ? B5' B4' B3' 108.5(4) . . ? C1' B4' B9' 106.0(4) . . ? B5' B4' B9' 60.2(3) . . ? B3' B4' B9' 107.8(4) . . ? C1' B4' B8' 106.0(4) . . ? B5' B4' B8' 108.1(4) . . ? B3' B4' B8' 59.9(3) . . ? B9' B4' B8' 59.7(4) . . ? C1' B5' B4' 58.6(3) . . ? C1' B5' B9' 105.5(4) . . ? B4' B5' B9' 60.3(4) . . ? C1' B5' B6' 59.2(3) . . ? B4' B5' B6' 107.6(4) . . ? B9' B5' B6' 107.5(4) . . ? C1' B5' B10' 105.7(4) . . ? B4' B5' B10' 108.3(4) . . ? B9' B5' B10' 60.2(4) . . ? B6' B5' B10' 59.6(3) . . ? C2' B6' C1' 58.9(3) . . ? C2' B6' B10' 105.1(4) . . ? C1' B6' B10' 105.9(4) . . ? C2' B6' B5' 105.6(4) . . ? C1' B6' B5' 58.7(3) . . ? B10' B6' B5' 60.4(4) . . ? C2' B6' B11' 58.5(3) . . ? C1' B6' B11' 106.5(4) . . ? B10' B6' B11' 60.1(4) . . ? B5' B6' B11' 108.6(4) . . ? C2' B7' B8' 105.5(4) . . ? C2' B7' B3' 59.2(3) . . ? B8' B7' B3' 59.8(3) . . ? C2' B7' B12' 105.1(4) . . ? B8' B7' B12' 60.2(4) . . ? B3' B7' B12' 107.8(4) . . ? C2' B7' B11' 58.7(3) . . ? B8' B7' B11' 108.6(4) . . ? B3' B7' B11' 108.1(4) . . ? B12' B7' B11' 60.2(4) . . ? B7' B8' B3' 60.6(3) . . ? B7' B8' B9' 108.1(4) . . ? B3' B8' B9' 108.0(4) . . ? B7' B8' B12' 60.4(4) . . ? B3' B8' B12' 108.6(4) . . ? B9' B8' B12' 59.5(4) . . ? B7' B8' B4' 108.1(4) . . ? B3' B8' B4' 59.5(3) . . ? B9' B8' B4' 60.2(4) . . ? B12' B8' B4' 107.8(4) . . ? B12' B9' B5' 108.5(5) . . ? B12' B9' B8' 60.5(4) . . ? B5' B9' B8' 107.9(4) . . ? B12' B9' B4' 108.6(4) . . ? B5' B9' B4' 59.5(4) . . ? B8' B9' B4' 60.1(4) . . ? B12' B9' B10' 60.1(4) . . ? B5' B9' B10' 60.0(4) . . ? B8' B9' B10' 108.1(5) . . ? B4' B9' B10' 107.6(4) . . ? B6' B10' B11' 60.4(3) . . ? B6' B10' B12' 108.2(4) . . ? B11' B10' B12' 60.4(4) . . ? B6' B10' B9' 107.7(4) . . ? B11' B10' B9' 107.9(4) . . ? B12' B10' B9' 59.3(4) . . ? B6' B10' B5' 60.1(3) . . ? B11' B10' B5' 108.6(4) . . ? B12' B10' B5' 107.6(4) . . ? B9' B10' B5' 59.8(4) . . ? C2' B11' B10' 104.8(4) . . ? C2' B11' B7' 58.3(3) . . ? B10' B11' B7' 107.3(4) . . ? C2' B11' B12' 104.5(4) . . ? B10' B11' B12' 59.7(4) . . ? B7' B11' B12' 59.8(3) . . ? C2' B11' B6' 58.8(3) . . ? B10' B11' B6' 59.5(3) . . ? B7' B11' B6' 107.0(4) . . ? B12' B11' B6' 106.9(4) . . ? B9' B12' B10' 60.6(4) . . ? B9' B12' B8' 60.0(4) . . ? B10' B12' B8' 108.1(4) . . ? B9' B12' B7' 107.6(4) . . ? B10' B12' B7' 107.7(4) . . ? B8' B12' B7' 59.3(3) . . ? B9' B12' B11' 108.5(4) . . ? B10' B12' B11' 59.9(4) . . ? B8' B12' B11' 107.8(4) . . ? B7' B12' B11' 60.1(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.306 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.063 #===END data_9 _database_code_depnum_ccdc_archive 'CCDC 266864' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H22 B9 N' _chemical_formula_weight 205.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.2978(13) _cell_length_b 13.863(2) _cell_length_c 9.8077(13) _cell_angle_alpha 90.00 _cell_angle_beta 94.050(4) _cell_angle_gamma 90.00 _cell_volume 1261.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.083 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 0.051 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.9888 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8499 _diffrn_reflns_av_R_equivalents 0.0899 _diffrn_reflns_av_sigmaI/netI 0.1142 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 28.03 _reflns_number_total 3039 _reflns_number_gt 1474 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0921P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3039 _refine_ls_number_parameters 233 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1439 _refine_ls_R_factor_gt 0.0659 _refine_ls_wR_factor_ref 0.1935 _refine_ls_wR_factor_gt 0.1536 _refine_ls_goodness_of_fit_ref 0.930 _refine_ls_restrained_S_all 0.930 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.2301(2) 0.45976(15) 0.7291(2) 0.0329(5) Uani 1 1 d . . . H1A H 0.149(3) 0.4305(19) 0.741(2) 0.038(8) Uiso 1 1 d . . . C1 C 0.2670(2) 0.31537(16) 0.4008(2) 0.0290(6) Uani 1 1 d . . . C2 C 0.2603(3) 0.20839(18) 0.4525(3) 0.0363(6) Uani 1 1 d . . . H H 0.201(2) 0.1981(17) 0.540(2) 0.037(7) Uiso 1 1 d . . . C3 C 0.2075(3) 0.3921(2) 0.4918(3) 0.0368(7) Uani 1 1 d . . . H3A H 0.102(3) 0.370(2) 0.524(3) 0.050(8) Uiso 1 1 d . . . H3B H 0.189(3) 0.447(2) 0.441(3) 0.063(9) Uiso 1 1 d . . . C4 C 0.3049(3) 0.4076(2) 0.6200(3) 0.0362(6) Uani 1 1 d . . . H4A H 0.388(3) 0.446(2) 0.605(3) 0.056(9) Uiso 1 1 d . . . H4B H 0.332(3) 0.341(2) 0.666(3) 0.055(8) Uiso 1 1 d . . . C5 C 0.3170(4) 0.4589(3) 0.8622(3) 0.0521(8) Uani 1 1 d . . . H5A H 0.261(3) 0.488(2) 0.929(3) 0.058(9) Uiso 1 1 d . . . H5B H 0.339(3) 0.392(2) 0.890(3) 0.066(10) Uiso 1 1 d . . . H5C H 0.406(4) 0.491(3) 0.854(3) 0.085(12) Uiso 1 1 d . . . C6 C 0.1871(4) 0.5601(2) 0.6885(4) 0.0454(8) Uani 1 1 d . . . H6C H 0.128(3) 0.559(2) 0.601(3) 0.056(9) Uiso 1 1 d . . . H6A H 0.276(4) 0.595(2) 0.683(3) 0.078(11) Uiso 1 1 d . . . H6B H 0.137(4) 0.588(2) 0.756(3) 0.076(11) Uiso 1 1 d . . . B3 B 0.4019(3) 0.1457(2) 0.4104(3) 0.0391(7) Uani 1 1 d . . . B4 B 0.5053(3) 0.2308(2) 0.3103(3) 0.0366(7) Uani 1 1 d . . . H4 H 0.619(2) 0.2285(16) 0.303(2) 0.032(6) Uiso 1 1 d . . . H' H 0.482(3) 0.230(2) 0.431(3) 0.071(9) Uiso 1 1 d . . . B5 B 0.4037(3) 0.3372(2) 0.3173(3) 0.0330(7) Uani 1 1 d . . . H5 H 0.450(3) 0.403(2) 0.322(3) 0.057(8) Uiso 1 1 d . . . B6 B 0.1394(3) 0.2403(2) 0.3175(3) 0.0343(7) Uani 1 1 d . . . H6 H 0.028(2) 0.2497(16) 0.333(2) 0.029(6) Uiso 1 1 d . . . B7 B 0.2303(3) 0.1300(2) 0.3180(3) 0.0362(7) Uani 1 1 d . . . H7 H 0.168(3) 0.0661(19) 0.330(3) 0.052(8) Uiso 1 1 d . . . B8 B 0.3869(3) 0.1452(2) 0.2295(3) 0.0369(7) Uani 1 1 d . . . H8 H 0.433(3) 0.0880(17) 0.172(2) 0.042(7) Uiso 1 1 d . . . B9 B 0.3873(3) 0.2674(2) 0.1697(3) 0.0397(7) Uani 1 1 d . . . H9 H 0.445(3) 0.2883(18) 0.079(3) 0.050(7) Uiso 1 1 d . . . B10 B 0.2341(3) 0.3246(2) 0.2251(3) 0.0365(7) Uani 1 1 d . . . H10 H 0.174(3) 0.385(2) 0.180(2) 0.049(7) Uiso 1 1 d . . . B11 B 0.2215(3) 0.2027(2) 0.1716(3) 0.0379(7) Uani 1 1 d . . . H11 H 0.162(3) 0.1794(18) 0.080(2) 0.045(7) Uiso 1 1 d . . . H3 H 0.449(3) 0.084(2) 0.466(3) 0.058(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0341(12) 0.0263(12) 0.0391(12) -0.0063(9) 0.0094(10) -0.0002(10) C1 0.0373(13) 0.0210(12) 0.0289(12) -0.0006(10) 0.0029(10) 0.0034(10) C2 0.0446(15) 0.0297(14) 0.0354(14) 0.0014(11) 0.0093(12) -0.0005(12) C3 0.0447(16) 0.0291(15) 0.0368(15) -0.0027(12) 0.0046(12) 0.0106(12) C4 0.0374(15) 0.0323(15) 0.0397(15) -0.0082(12) 0.0088(12) 0.0063(13) C5 0.062(2) 0.052(2) 0.0423(18) -0.0079(16) -0.0006(16) 0.0065(19) C6 0.055(2) 0.0280(16) 0.0537(19) -0.0082(13) 0.0052(16) 0.0074(14) B3 0.0425(17) 0.0273(17) 0.0471(18) 0.0059(13) -0.0001(14) -0.0007(14) B4 0.0337(16) 0.0315(17) 0.0454(18) -0.0062(13) 0.0086(13) -0.0026(13) B5 0.0348(15) 0.0233(15) 0.0416(17) 0.0010(12) 0.0091(13) 0.0029(12) B6 0.0326(15) 0.0287(16) 0.0417(16) -0.0033(13) 0.0041(13) -0.0009(13) B7 0.0343(15) 0.0270(16) 0.0477(18) -0.0058(13) 0.0055(13) -0.0035(13) B8 0.0375(16) 0.0309(17) 0.0429(17) -0.0133(13) 0.0067(13) 0.0039(13) B9 0.0481(18) 0.0379(18) 0.0349(16) 0.0006(13) 0.0149(14) 0.0036(15) B10 0.0453(17) 0.0313(17) 0.0333(15) 0.0073(13) 0.0052(13) 0.0042(14) B11 0.0402(16) 0.0420(18) 0.0309(16) -0.0076(13) -0.0009(13) 0.0026(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.486(4) . ? N1 C6 1.494(3) . ? N1 C4 1.502(3) . ? C1 C3 1.517(3) . ? C1 C2 1.570(3) . ? C1 B5 1.589(4) . ? C1 B10 1.734(3) . ? C1 B6 1.738(4) . ? C2 B3 1.653(4) . ? C2 B7 1.716(4) . ? C2 B6 1.733(4) . ? C3 C4 1.512(4) . ? B3 B8 1.770(4) . ? B3 B7 1.792(4) . ? B3 B4 1.847(4) . ? B4 B5 1.756(4) . ? B4 B8 1.768(4) . ? B4 B9 1.775(4) . ? B5 B9 1.739(4) . ? B5 B10 1.770(4) . ? B6 B7 1.747(4) . ? B6 B11 1.749(4) . ? B6 B10 1.753(4) . ? B7 B11 1.751(4) . ? B7 B8 1.760(4) . ? B8 B11 1.788(4) . ? B8 B9 1.793(4) . ? B9 B10 1.750(4) . ? B9 B11 1.784(4) . ? B10 B11 1.771(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 C5 N1 C6 111.1(2) . . ? C5 N1 C4 111.8(2) . . ? C6 N1 C4 112.8(2) . . ? C3 C1 C2 116.6(2) . . ? C3 C1 B5 120.5(2) . . ? C2 C1 B5 113.42(19) . . ? C3 C1 B10 119.2(2) . . ? C2 C1 B10 112.48(19) . . ? B5 C1 B10 64.19(16) . . ? C3 C1 B6 115.5(2) . . ? C2 C1 B6 62.95(16) . . ? B5 C1 B6 114.58(19) . . ? B10 C1 B6 60.67(16) . . ? C1 C2 B3 111.5(2) . . ? C1 C2 B7 111.0(2) . . ? B3 C2 B7 64.23(17) . . ? C1 C2 B6 63.26(15) . . ? B3 C2 B6 115.4(2) . . ? B7 C2 B6 60.85(16) . . ? C4 C3 C1 111.6(2) . . ? N1 C4 C3 112.4(2) . . ? C2 B3 B8 104.2(2) . . ? C2 B3 B7 59.59(16) . . ? B8 B3 B7 59.21(17) . . ? C2 B3 B4 104.5(2) . . ? B8 B3 B4 58.46(16) . . ? B7 B3 B4 106.7(2) . . ? B5 B4 B8 105.2(2) . . ? B5 B4 B9 59.01(17) . . ? B8 B4 B9 60.80(17) . . ? B5 B4 B3 102.4(2) . . ? B8 B4 B3 58.59(17) . . ? B9 B4 B3 106.2(2) . . ? C1 B5 B9 107.3(2) . . ? C1 B5 B4 108.2(2) . . ? B9 B5 B4 61.05(17) . . ? C1 B5 B10 61.87(15) . . ? B9 B5 B10 59.81(17) . . ? B4 B5 B10 111.1(2) . . ? C2 B6 C1 53.79(14) . . ? C2 B6 B7 59.10(16) . . ? C1 B6 B7 102.05(19) . . ? C2 B6 B11 104.6(2) . . ? C1 B6 B11 103.9(2) . . ? B7 B6 B11 60.14(18) . . ? C2 B6 B10 104.1(2) . . ? C1 B6 B10 59.56(15) . . ? B7 B6 B10 108.9(2) . . ? B11 B6 B10 60.74(17) . . ? C2 B7 B6 60.05(16) . . ? C2 B7 B11 105.2(2) . . ? B6 B7 B11 59.99(17) . . ? C2 B7 B8 102.0(2) . . ? B6 B7 B8 108.1(2) . . ? B11 B7 B8 61.24(17) . . ? C2 B7 B3 56.18(16) . . ? B6 B7 B3 108.0(2) . . ? B11 B7 B3 109.5(2) . . ? B8 B7 B3 59.79(17) . . ? B7 B8 B4 111.7(2) . . ? B7 B8 B3 60.99(17) . . ? B4 B8 B3 62.94(17) . . ? B7 B8 B11 59.15(17) . . ? B4 B8 B11 109.7(2) . . ? B3 B8 B11 108.8(2) . . ? B7 B8 B9 107.2(2) . . ? B4 B8 B9 59.80(17) . . ? B3 B8 B9 108.8(2) . . ? B11 B8 B9 59.77(17) . . ? B5 B9 B10 60.97(17) . . ? B5 B9 B4 59.94(16) . . ? B10 B9 B4 111.1(2) . . ? B5 B9 B11 107.2(2) . . ? B10 B9 B11 60.12(17) . . ? B4 B9 B11 109.6(2) . . ? B5 B9 B8 104.8(2) . . ? B10 B9 B8 107.8(2) . . ? B4 B9 B8 59.41(17) . . ? B11 B9 B8 59.99(17) . . ? C1 B10 B9 100.7(2) . . ? C1 B10 B6 59.77(15) . . ? B9 B10 B6 108.0(2) . . ? C1 B10 B5 53.93(14) . . ? B9 B10 B5 59.22(17) . . ? B6 B10 B5 105.3(2) . . ? C1 B10 B11 103.15(19) . . ? B9 B10 B11 60.91(18) . . ? B6 B10 B11 59.50(17) . . ? B5 B10 B11 106.5(2) . . ? B6 B11 B7 59.87(16) . . ? B6 B11 B10 59.76(16) . . ? B7 B11 B10 107.9(2) . . ? B6 B11 B9 106.6(2) . . ? B7 B11 B9 107.9(2) . . ? B10 B11 B9 58.97(17) . . ? B6 B11 B8 106.8(2) . . ? B7 B11 B8 59.62(17) . . ? B10 B11 B8 107.1(2) . . ? B9 B11 B8 60.24(17) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.337 _refine_diff_density_min -0.222 _refine_diff_density_rms 0.053 #===END data_10 _database_code_depnum_ccdc_archive 'CCDC 266865' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H28 B9 N O' _chemical_formula_weight 263.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.9710(10) _cell_length_b 11.6703(13) _cell_length_c 14.3826(15) _cell_angle_alpha 90.00 _cell_angle_beta 102.803(2) _cell_angle_gamma 90.00 _cell_volume 1632.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.073 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.057 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.9831 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7902 _diffrn_reflns_av_R_equivalents 0.0598 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 24.00 _reflns_number_total 2570 _reflns_number_gt 1546 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1760P)^2^+1.2283P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2570 _refine_ls_number_parameters 197 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1280 _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.2837 _refine_ls_wR_factor_gt 0.2272 _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_restrained_S_all 0.949 _refine_ls_shift/su_max 0.062 _refine_ls_shift/su_mean 0.006 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 0.2522(3) 0.6513(3) 0.2038(2) 0.0446(9) Uani 1 1 d . . . O2 O 0.8091(3) 0.3669(2) 0.2438(2) 0.0635(9) Uani 1 1 d . . . C1 C 0.7112(4) 0.5993(3) 0.3989(2) 0.0460(10) Uani 1 1 d . . . C2 C 0.5976(3) 0.6949(3) 0.3753(2) 0.0394(9) Uani 1 1 d . . . C11 C 0.4961(4) 0.6969(4) 0.2787(3) 0.0509(11) Uani 1 1 d . . . H11A H 0.4596 0.7738 0.2663 0.061 Uiso 1 1 calc R . . H11B H 0.5445 0.6778 0.2292 0.061 Uiso 1 1 calc R . . C12 C 0.3788(4) 0.6145(4) 0.2738(3) 0.0471(10) Uani 1 1 d . . . H12A H 0.4063 0.5394 0.2559 0.057 Uiso 1 1 calc R . . H12B H 0.3582 0.6081 0.3364 0.057 Uiso 1 1 calc R . . C13 C 0.2713(5) 0.6604(4) 0.1045(3) 0.0644(13) Uani 1 1 d . . . H13A H 0.1872 0.6860 0.0634 0.097 Uiso 1 1 calc R . . H13B H 0.2957 0.5868 0.0835 0.097 Uiso 1 1 calc R . . H13C H 0.3432 0.7144 0.1023 0.097 Uiso 1 1 calc R . . C14 C 0.1350(4) 0.5755(5) 0.2085(3) 0.0738(14) Uani 1 1 d . . . H14A H 0.0546 0.6010 0.1634 0.111 Uiso 1 1 calc R . . H14B H 0.1179 0.5780 0.2716 0.111 Uiso 1 1 calc R . . H14C H 0.1565 0.4984 0.1937 0.111 Uiso 1 1 calc R . . C15 C 0.7055(4) 0.5062(5) 0.3240(3) 0.0698(14) Uani 1 1 d . . . H15A H 0.6553 0.4419 0.3422 0.084 Uiso 1 1 calc R . . H15B H 0.6512 0.5355 0.2643 0.084 Uiso 1 1 calc R . . C16 C 0.8302(5) 0.4630(5) 0.3057(4) 0.0875(18) Uani 1 1 d . . . H16A H 0.8908 0.4412 0.3656 0.105 Uiso 1 1 calc R . . H16B H 0.8752 0.5231 0.2774 0.105 Uiso 1 1 calc R . . C17 C 0.8563(7) 0.3759(6) 0.1611(4) 0.105(2) Uani 1 1 d . . . H17A H 0.8347 0.3071 0.1244 0.157 Uiso 1 1 calc R . . H17B H 0.9541 0.3870 0.1767 0.157 Uiso 1 1 calc R . . H17C H 0.8130 0.4401 0.1247 0.157 Uiso 1 1 calc R . . B3 B 0.5429(5) 0.7353(4) 0.4685(3) 0.0468(11) Uani 1 1 d . . . B4 B 0.6421(5) 0.6570(5) 0.5688(3) 0.0568(13) Uani 1 1 d . . . B5 B 0.7481(5) 0.5671(5) 0.5116(3) 0.0551(13) Uani 1 1 d . . . B6 B 0.7614(5) 0.7340(5) 0.3725(3) 0.0541(13) Uani 1 1 d . . . H6 H 0.7979 0.7570 0.3082 0.065 Uiso 1 1 calc R . . B7 B 0.6560(5) 0.8245(4) 0.4212(3) 0.0523(12) Uani 1 1 d . . . H7 H 0.6257 0.9090 0.3896 0.063 Uiso 1 1 calc R . . B8 B 0.6829(5) 0.7989(5) 0.5435(3) 0.0594(13) Uani 1 1 d . . . H8 H 0.6690 0.8676 0.5929 0.071 Uiso 1 1 calc R . . B9 B 0.8166(6) 0.6918(5) 0.5724(3) 0.0634(15) Uani 1 1 d . . . H9 H 0.8923 0.6888 0.6408 0.076 Uiso 1 1 calc R . . B10 B 0.8632(5) 0.6552(5) 0.4645(3) 0.0577(13) Uani 1 1 d . . . H10 H 0.9680 0.6286 0.4615 0.069 Uiso 1 1 calc R . . B11 B 0.8246(5) 0.7988(5) 0.4836(4) 0.0600(14) Uani 1 1 d . . . H11 H 0.9039 0.8660 0.4949 0.072 Uiso 1 1 calc R . . H1 H 0.236(4) 0.719(4) 0.220(3) 0.063(14) Uiso 1 1 d . . . H3 H 0.432(4) 0.762(3) 0.459(2) 0.045(9) Uiso 1 1 d . . . H4 H 0.614(4) 0.639(4) 0.634(3) 0.073(13) Uiso 1 1 d . . . H5 H 0.788(4) 0.473(4) 0.534(3) 0.081(14) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0389(19) 0.056(2) 0.0365(17) 0.0039(15) 0.0033(14) -0.0029(16) O2 0.066(2) 0.0618(19) 0.072(2) -0.0197(15) 0.0345(16) -0.0054(15) C1 0.041(2) 0.059(2) 0.041(2) -0.0057(18) 0.0130(17) -0.0016(18) C2 0.033(2) 0.055(2) 0.0306(18) 0.0020(15) 0.0081(15) -0.0021(16) C11 0.043(2) 0.075(3) 0.035(2) 0.0076(18) 0.0082(17) -0.008(2) C12 0.038(2) 0.064(2) 0.0369(19) 0.0088(18) 0.0019(17) -0.0019(18) C13 0.076(3) 0.084(3) 0.030(2) 0.001(2) 0.004(2) 0.004(3) C14 0.047(3) 0.091(4) 0.077(3) 0.017(3) -0.001(2) -0.021(2) C15 0.052(3) 0.086(3) 0.075(3) -0.033(3) 0.022(2) 0.000(2) C16 0.055(3) 0.086(4) 0.130(4) -0.057(3) 0.039(3) -0.008(3) C17 0.140(6) 0.122(5) 0.059(3) -0.010(3) 0.036(3) -0.058(4) B3 0.044(3) 0.057(3) 0.043(2) 0.002(2) 0.016(2) 0.007(2) B4 0.069(3) 0.071(3) 0.035(2) 0.006(2) 0.020(2) 0.006(3) B5 0.059(3) 0.064(3) 0.042(2) 0.006(2) 0.010(2) 0.014(2) B6 0.042(3) 0.081(4) 0.041(2) 0.000(2) 0.012(2) -0.014(2) B7 0.053(3) 0.051(3) 0.049(3) 0.006(2) 0.006(2) -0.006(2) B8 0.066(3) 0.067(3) 0.044(3) -0.011(2) 0.009(2) 0.001(3) B9 0.058(3) 0.088(4) 0.037(3) 0.000(2) -0.005(2) 0.006(3) B10 0.035(2) 0.082(4) 0.053(3) -0.008(2) 0.003(2) -0.001(2) B11 0.049(3) 0.074(3) 0.053(3) -0.005(2) 0.002(2) -0.016(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C14 1.479(5) . ? N1 C13 1.486(5) . ? N1 C12 1.493(5) . ? O2 C17 1.376(5) . ? O2 C16 1.418(5) . ? C1 C15 1.523(5) . ? C1 C2 1.573(5) . ? C1 B5 1.625(6) . ? C1 B6 1.718(6) . ? C1 B10 1.727(6) . ? C2 C11 1.527(5) . ? C2 B3 1.625(5) . ? C2 B7 1.700(6) . ? C2 B6 1.705(5) . ? C11 C12 1.504(5) . ? C15 C16 1.419(6) . ? B3 B8 1.731(7) . ? B3 B7 1.776(6) . ? B3 B4 1.807(7) . ? B4 B8 1.762(8) . ? B4 B9 1.776(8) . ? B4 B5 1.811(7) . ? B5 B9 1.756(8) . ? B5 B10 1.783(7) . ? B6 B7 1.742(7) . ? B6 B10 1.741(7) . ? B6 B11 1.753(7) . ? B7 B11 1.747(7) . ? B7 B8 1.746(7) . ? B8 B9 1.807(8) . ? B8 B11 1.811(7) . ? B9 B10 1.768(7) . ? B9 B11 1.801(8) . ? B10 B11 1.755(8) . ? 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 C14 N1 C13 111.0(3) . . ? C14 N1 C12 110.8(3) . . ? C13 N1 C12 113.6(3) . . ? C17 O2 C16 116.7(4) . . ? C15 C1 C2 116.2(3) . . ? C15 C1 B5 120.4(4) . . ? C2 C1 B5 111.9(3) . . ? C15 C1 B6 117.6(3) . . ? C2 C1 B6 62.2(2) . . ? B5 C1 B6 114.8(3) . . ? C15 C1 B10 123.2(3) . . ? C2 C1 B10 110.7(3) . . ? B5 C1 B10 64.2(3) . . ? B6 C1 B10 60.7(3) . . ? C11 C2 C1 120.5(3) . . ? C11 C2 B3 118.1(3) . . ? C1 C2 B3 112.6(3) . . ? C11 C2 B7 116.1(3) . . ? C1 C2 B7 112.3(3) . . ? B3 C2 B7 64.5(3) . . ? C11 C2 B6 114.8(3) . . ? C1 C2 B6 63.0(3) . . ? B3 C2 B6 116.1(3) . . ? B7 C2 B6 61.6(3) . . ? C12 C11 C2 112.6(3) . . ? N1 C12 C11 112.3(3) . . ? C16 C15 C1 119.2(4) . . ? C15 C16 O2 112.6(4) . . ? C2 B3 B8 105.5(3) . . ? C2 B3 B7 59.8(2) . . ? B8 B3 B7 59.7(3) . . ? C2 B3 B4 106.7(3) . . ? B8 B3 B4 59.7(3) . . ? B7 B3 B4 108.7(3) . . ? B8 B4 B9 61.4(3) . . ? B8 B4 B5 105.4(3) . . ? B9 B4 B5 58.6(3) . . ? B8 B4 B3 58.0(3) . . ? B9 B4 B3 105.4(3) . . ? B5 B4 B3 101.6(3) . . ? C1 B5 B9 106.4(4) . . ? C1 B5 B10 60.7(3) . . ? B9 B5 B10 59.9(3) . . ? C1 B5 B4 107.1(3) . . ? B9 B5 B4 59.7(3) . . ? B10 B5 B4 109.2(4) . . ? C2 B6 C1 54.7(2) . . ? C2 B6 B7 59.1(2) . . ? C1 B6 B7 103.6(3) . . ? C2 B6 B10 104.0(3) . . ? C1 B6 B10 59.9(3) . . ? B7 B6 B10 108.5(3) . . ? C2 B6 B11 104.3(3) . . ? C1 B6 B11 104.9(3) . . ? B7 B6 B11 60.0(3) . . ? B10 B6 B11 60.3(3) . . ? C2 B7 B6 59.4(3) . . ? C2 B7 B11 104.8(3) . . ? B6 B7 B11 60.3(3) . . ? C2 B7 B8 101.7(3) . . ? B6 B7 B8 109.2(4) . . ? B11 B7 B8 62.4(3) . . ? C2 B7 B3 55.7(2) . . ? B6 B7 B3 106.8(3) . . ? B11 B7 B3 108.9(3) . . ? B8 B7 B3 58.8(3) . . ? B7 B8 B3 61.4(3) . . ? B7 B8 B4 112.2(3) . . ? B3 B8 B4 62.3(3) . . ? B7 B8 B9 106.9(3) . . ? B3 B8 B9 107.4(4) . . ? B4 B8 B9 59.7(3) . . ? B7 B8 B11 58.8(3) . . ? B3 B8 B11 108.0(3) . . ? B4 B8 B11 109.8(4) . . ? B9 B8 B11 59.7(3) . . ? B10 B9 B5 60.8(3) . . ? B10 B9 B4 111.5(4) . . ? B5 B9 B4 61.7(3) . . ? B10 B9 B11 58.9(3) . . ? B5 B9 B11 107.2(3) . . ? B4 B9 B11 109.6(4) . . ? B10 B9 B8 106.8(3) . . ? B5 B9 B8 105.8(4) . . ? B4 B9 B8 58.9(3) . . ? B11 B9 B8 60.3(3) . . ? C1 B10 B6 59.4(3) . . ? C1 B10 B11 104.5(3) . . ? B6 B10 B11 60.2(3) . . ? C1 B10 B9 101.6(3) . . ? B6 B10 B9 108.5(4) . . ? B11 B10 B9 61.5(3) . . ? C1 B10 B5 55.1(2) . . ? B6 B10 B5 106.1(3) . . ? B11 B10 B5 108.0(3) . . ? B9 B10 B5 59.3(3) . . ? B7 B11 B6 59.7(3) . . ? B7 B11 B10 107.6(3) . . ? B6 B11 B10 59.5(3) . . ? B7 B11 B9 107.1(3) . . ? B6 B11 B9 106.5(4) . . ? B10 B11 B9 59.6(3) . . ? B7 B11 B8 58.7(3) . . ? B6 B11 B8 105.9(3) . . ? B10 B11 B8 107.2(4) . . ? B9 B11 B8 60.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C15 C1 C2 C11 -4.6(5) . . . . ? B5 C1 C2 C11 -148.3(3) . . . . ? B6 C1 C2 C11 104.3(3) . . . . ? B10 C1 C2 C11 142.2(3) . . . . ? C15 C1 C2 B3 142.2(4) . . . . ? B5 C1 C2 B3 -1.4(4) . . . . ? B6 C1 C2 B3 -108.8(3) . . . . ? B10 C1 C2 B3 -70.9(4) . . . . ? C15 C1 C2 B7 -147.2(4) . . . . ? B5 C1 C2 B7 69.2(4) . . . . ? B6 C1 C2 B7 -38.2(3) . . . . ? B10 C1 C2 B7 -0.4(4) . . . . ? C15 C1 C2 B6 -109.0(4) . . . . ? B5 C1 C2 B6 107.4(4) . . . . ? B10 C1 C2 B6 37.9(3) . . . . ? C1 C2 C11 C12 81.1(4) . . . . ? B3 C2 C11 C12 -64.1(5) . . . . ? B7 C2 C11 C12 -137.8(4) . . . . ? B6 C2 C11 C12 153.2(4) . . . . ? C14 N1 C12 C11 -173.7(4) . . . . ? C13 N1 C12 C11 60.6(5) . . . . ? C2 C11 C12 N1 153.3(3) . . . . ? C2 C1 C15 C16 141.8(5) . . . . ? B5 C1 C15 C16 -77.9(6) . . . . ? B6 C1 C15 C16 71.0(6) . . . . ? B10 C1 C15 C16 -0.5(7) . . . . ? C1 C15 C16 O2 172.1(4) . . . . ? C17 O2 C16 C15 122.4(6) . . . . ? C11 C2 B3 B8 -147.3(3) . . . . ? C1 C2 B3 B8 65.0(4) . . . . ? B7 C2 B3 B8 -39.9(3) . . . . ? B6 C2 B3 B8 -5.0(5) . . . . ? C11 C2 B3 B7 -107.4(4) . . . . ? C1 C2 B3 B7 104.8(3) . . . . ? B6 C2 B3 B7 34.9(3) . . . . ? C11 C2 B3 B4 150.3(3) . . . . ? C1 C2 B3 B4 2.6(4) . . . . ? B7 C2 B3 B4 -102.3(4) . . . . ? B6 C2 B3 B4 -67.4(4) . . . . ? C2 B3 B4 B8 98.5(4) . . . . ? B7 B3 B4 B8 35.4(3) . . . . ? C2 B3 B4 B9 57.8(4) . . . . ? B8 B3 B4 B9 -40.7(3) . . . . ? B7 B3 B4 B9 -5.2(4) . . . . ? C2 B3 B4 B5 -2.5(4) . . . . ? B8 B3 B4 B5 -101.0(4) . . . . ? B7 B3 B4 B5 -65.6(4) . . . . ? C15 C1 B5 B9 155.1(4) . . . . ? C2 C1 B5 B9 -63.0(4) . . . . ? B6 C1 B5 B9 5.4(5) . . . . ? B10 C1 B5 B9 40.2(3) . . . . ? C15 C1 B5 B10 114.9(4) . . . . ? C2 C1 B5 B10 -103.2(4) . . . . ? B6 C1 B5 B10 -34.8(3) . . . . ? C15 C1 B5 B4 -142.3(4) . . . . ? C2 C1 B5 B4 -0.4(5) . . . . ? B6 C1 B5 B4 68.0(4) . . . . ? B10 C1 B5 B4 102.8(4) . . . . ? B8 B4 B5 C1 -57.9(4) . . . . ? B9 B4 B5 C1 -99.4(4) . . . . ? B3 B4 B5 C1 1.8(5) . . . . ? B8 B4 B5 B9 41.4(3) . . . . ? B3 B4 B5 B9 101.1(4) . . . . ? B8 B4 B5 B10 6.3(4) . . . . ? B9 B4 B5 B10 -35.2(3) . . . . ? B3 B4 B5 B10 66.0(4) . . . . ? C11 C2 B6 C1 -113.1(4) . . . . ? B3 C2 B6 C1 103.4(3) . . . . ? B7 C2 B6 C1 139.3(3) . . . . ? C11 C2 B6 B7 107.6(4) . . . . ? C1 C2 B6 B7 -139.3(3) . . . . ? B3 C2 B6 B7 -36.0(3) . . . . ? C11 C2 B6 B10 -149.1(3) . . . . ? C1 C2 B6 B10 -36.0(3) . . . . ? B3 C2 B6 B10 67.4(4) . . . . ? B7 C2 B6 B10 103.4(3) . . . . ? C11 C2 B6 B11 148.6(4) . . . . ? C1 C2 B6 B11 -98.3(3) . . . . ? B3 C2 B6 B11 5.0(5) . . . . ? B7 C2 B6 B11 41.0(3) . . . . ? C15 C1 B6 C2 106.7(4) . . . . ? B5 C1 B6 C2 -102.8(3) . . . . ? B10 C1 B6 C2 -138.8(3) . . . . ? C15 C1 B6 B7 141.8(3) . . . . ? C2 C1 B6 B7 35.1(3) . . . . ? B5 C1 B6 B7 -67.7(4) . . . . ? B10 C1 B6 B7 -103.7(3) . . . . ? C15 C1 B6 B10 -114.5(4) . . . . ? C2 C1 B6 B10 138.8(3) . . . . ? B5 C1 B6 B10 36.1(3) . . . . ? C15 C1 B6 B11 -156.1(4) . . . . ? C2 C1 B6 B11 97.2(3) . . . . ? B5 C1 B6 B11 -5.6(4) . . . . ? B10 C1 B6 B11 -41.6(3) . . . . ? C11 C2 B7 B6 -105.4(3) . . . . ? C1 C2 B7 B6 38.9(3) . . . . ? B3 C2 B7 B6 144.3(3) . . . . ? C11 C2 B7 B11 -146.7(3) . . . . ? C1 C2 B7 B11 -2.4(4) . . . . ? B3 C2 B7 B11 103.0(3) . . . . ? B6 C2 B7 B11 -41.3(3) . . . . ? C11 C2 B7 B8 149.0(3) . . . . ? C1 C2 B7 B8 -66.7(4) . . . . ? B3 C2 B7 B8 38.7(3) . . . . ? B6 C2 B7 B8 -105.6(4) . . . . ? C11 C2 B7 B3 110.3(3) . . . . ? C1 C2 B7 B3 -105.4(3) . . . . ? B6 C2 B7 B3 -144.3(3) . . . . ? C1 B6 B7 C2 -33.2(3) . . . . ? B10 B6 B7 C2 -95.6(3) . . . . ? B11 B6 B7 C2 -132.8(3) . . . . ? C2 B6 B7 B11 132.8(3) . . . . ? C1 B6 B7 B11 99.6(3) . . . . ? B10 B6 B7 B11 37.2(3) . . . . ? C2 B6 B7 B8 92.4(3) . . . . ? C1 B6 B7 B8 59.3(4) . . . . ? B10 B6 B7 B8 -3.1(5) . . . . ? B11 B6 B7 B8 -40.3(3) . . . . ? C2 B6 B7 B3 30.3(3) . . . . ? C1 B6 B7 B3 -2.9(4) . . . . ? B10 B6 B7 B3 -65.3(4) . . . . ? B11 B6 B7 B3 -102.5(4) . . . . ? B8 B3 B7 C2 134.3(4) . . . . ? B4 B3 B7 C2 98.9(3) . . . . ? C2 B3 B7 B6 -31.7(3) . . . . ? B8 B3 B7 B6 102.7(4) . . . . ? B4 B3 B7 B6 67.2(4) . . . . ? C2 B3 B7 B11 -95.4(4) . . . . ? B8 B3 B7 B11 39.0(3) . . . . ? B4 B3 B7 B11 3.5(4) . . . . ? C2 B3 B7 B8 -134.3(4) . . . . ? B4 B3 B7 B8 -35.4(3) . . . . ? C2 B7 B8 B3 -37.1(3) . . . . ? B6 B7 B8 B3 -98.5(4) . . . . ? B11 B7 B8 B3 -137.8(4) . . . . ? C2 B7 B8 B4 0.4(5) . . . . ? B6 B7 B8 B4 -61.0(5) . . . . ? B11 B7 B8 B4 -100.4(4) . . . . ? B3 B7 B8 B4 37.5(3) . . . . ? C2 B7 B8 B9 63.9(4) . . . . ? B6 B7 B8 B9 2.5(5) . . . . ? B11 B7 B8 B9 -36.9(4) . . . . ? B3 B7 B8 B9 101.0(4) . . . . ? C2 B7 B8 B11 100.7(3) . . . . ? B6 B7 B8 B11 39.4(3) . . . . ? B3 B7 B8 B11 137.8(4) . . . . ? C2 B3 B8 B7 39.9(3) . . . . ? B4 B3 B8 B7 140.5(4) . . . . ? C2 B3 B8 B4 -100.6(3) . . . . ? B7 B3 B8 B4 -140.5(4) . . . . ? C2 B3 B8 B9 -60.3(4) . . . . ? B7 B3 B8 B9 -100.2(4) . . . . ? B4 B3 B8 B9 40.3(3) . . . . ? C2 B3 B8 B11 2.8(4) . . . . ? B7 B3 B8 B11 -37.1(3) . . . . ? B4 B3 B8 B11 103.4(4) . . . . ? B9 B4 B8 B7 97.2(4) . . . . ? B5 B4 B8 B7 57.1(5) . . . . ? B3 B4 B8 B7 -37.1(3) . . . . ? B9 B4 B8 B3 134.3(3) . . . . ? B5 B4 B8 B3 94.3(3) . . . . ? B5 B4 B8 B9 -40.1(3) . . . . ? B3 B4 B8 B9 -134.3(3) . . . . ? B9 B4 B8 B11 33.8(3) . . . . ? B5 B4 B8 B11 -6.3(4) . . . . ? B3 B4 B8 B11 -100.5(4) . . . . ? C1 B5 B9 B10 -40.5(3) . . . . ? B4 B5 B9 B10 -141.0(4) . . . . ? C1 B5 B9 B4 100.5(4) . . . . ? B10 B5 B9 B4 141.0(4) . . . . ? C1 B5 B9 B11 -2.9(5) . . . . ? B10 B5 B9 B11 37.6(3) . . . . ? B4 B5 B9 B11 -103.4(4) . . . . ? C1 B5 B9 B8 60.2(4) . . . . ? B10 B5 B9 B8 100.7(4) . . . . ? B4 B5 B9 B8 -40.3(3) . . . . ? B8 B4 B9 B10 -97.3(4) . . . . ? B5 B4 B9 B10 36.1(4) . . . . ? B3 B4 B9 B10 -58.2(5) . . . . ? B8 B4 B9 B5 -133.4(3) . . . . ? B3 B4 B9 B5 -94.4(3) . . . . ? B8 B4 B9 B11 -34.0(3) . . . . ? B5 B4 B9 B11 99.4(4) . . . . ? B3 B4 B9 B11 5.1(5) . . . . ? B5 B4 B9 B8 133.4(3) . . . . ? B3 B4 B9 B8 39.0(3) . . . . ? B7 B8 B9 B10 -0.9(5) . . . . ? B3 B8 B9 B10 63.7(4) . . . . ? B4 B8 B9 B10 105.3(4) . . . . ? B11 B8 B9 B10 -37.4(3) . . . . ? B7 B8 B9 B5 -64.6(4) . . . . ? B3 B8 B9 B5 0.1(5) . . . . ? B4 B8 B9 B5 41.7(3) . . . . ? B11 B8 B9 B5 -101.0(4) . . . . ? B7 B8 B9 B4 -106.2(4) . . . . ? B3 B8 B9 B4 -41.6(3) . . . . ? B11 B8 B9 B4 -142.7(4) . . . . ? B7 B8 B9 B11 36.5(3) . . . . ? B3 B8 B9 B11 101.1(4) . . . . ? B4 B8 B9 B11 142.7(4) . . . . ? C15 C1 B10 B6 105.6(4) . . . . ? C2 C1 B10 B6 -38.5(3) . . . . ? B5 C1 B10 B6 -143.6(3) . . . . ? C15 C1 B10 B11 147.1(4) . . . . ? C2 C1 B10 B11 3.0(4) . . . . ? B5 C1 B10 B11 -102.1(4) . . . . ? B6 C1 B10 B11 41.5(3) . . . . ? C15 C1 B10 B9 -149.7(4) . . . . ? C2 C1 B10 B9 66.2(4) . . . . ? B5 C1 B10 B9 -38.9(3) . . . . ? B6 C1 B10 B9 104.7(4) . . . . ? C15 C1 B10 B5 -110.8(5) . . . . ? C2 C1 B10 B5 105.1(3) . . . . ? B6 C1 B10 B5 143.6(3) . . . . ? C2 B6 B10 C1 33.7(3) . . . . ? B7 B6 B10 C1 95.3(3) . . . . ? B11 B6 B10 C1 132.3(3) . . . . ? C2 B6 B10 B11 -98.7(3) . . . . ? C1 B6 B10 B11 -132.3(3) . . . . ? B7 B6 B10 B11 -37.0(3) . . . . ? C2 B6 B10 B9 -59.1(4) . . . . ? C1 B6 B10 B9 -92.8(4) . . . . ? B7 B6 B10 B9 2.5(5) . . . . ? B11 B6 B10 B9 39.5(3) . . . . ? C2 B6 B10 B5 3.2(4) . . . . ? C1 B6 B10 B5 -30.4(3) . . . . ? B7 B6 B10 B5 64.8(4) . . . . ? B11 B6 B10 B5 101.9(4) . . . . ? B5 B9 B10 C1 36.8(3) . . . . ? B4 B9 B10 C1 0.3(5) . . . . ? B11 B9 B10 C1 -100.3(4) . . . . ? B8 B9 B10 C1 -62.3(4) . . . . ? B5 B9 B10 B6 98.1(4) . . . . ? B4 B9 B10 B6 61.6(5) . . . . ? B11 B9 B10 B6 -39.0(3) . . . . ? B8 B9 B10 B6 -0.9(5) . . . . ? B5 B9 B10 B11 137.1(4) . . . . ? B4 B9 B10 B11 100.6(4) . . . . ? B8 B9 B10 B11 38.0(3) . . . . ? B4 B9 B10 B5 -36.5(4) . . . . ? B11 B9 B10 B5 -137.1(4) . . . . ? B8 B9 B10 B5 -99.1(4) . . . . ? B9 B5 B10 C1 -134.4(4) . . . . ? B4 B5 B10 C1 -99.3(4) . . . . ? C1 B5 B10 B6 32.1(3) . . . . ? B9 B5 B10 B6 -102.3(4) . . . . ? B4 B5 B10 B6 -67.2(4) . . . . ? C1 B5 B10 B11 95.4(4) . . . . ? B9 B5 B10 B11 -39.0(3) . . . . ? B4 B5 B10 B11 -3.9(4) . . . . ? C1 B5 B10 B9 134.4(4) . . . . ? B4 B5 B10 B9 35.1(3) . . . . ? C2 B7 B11 B6 40.8(3) . . . . ? B8 B7 B11 B6 136.4(4) . . . . ? B3 B7 B11 B6 99.1(4) . . . . ? C2 B7 B11 B10 4.2(4) . . . . ? B6 B7 B11 B10 -36.6(3) . . . . ? B8 B7 B11 B10 99.8(4) . . . . ? B3 B7 B11 B10 62.4(4) . . . . ? C2 B7 B11 B9 -58.6(4) . . . . ? B6 B7 B11 B9 -99.4(4) . . . . ? B8 B7 B11 B9 37.0(4) . . . . ? B3 B7 B11 B9 -0.3(5) . . . . ? C2 B7 B11 B8 -95.6(3) . . . . ? B6 B7 B11 B8 -136.4(4) . . . . ? B3 B7 B11 B8 -37.4(3) . . . . ? C2 B6 B11 B7 -40.5(3) . . . . ? C1 B6 B11 B7 -97.3(3) . . . . ? B10 B6 B11 B7 -138.7(4) . . . . ? C2 B6 B11 B10 98.2(4) . . . . ? C1 B6 B11 B10 41.4(3) . . . . ? B7 B6 B11 B10 138.7(4) . . . . ? C2 B6 B11 B9 60.0(4) . . . . ? C1 B6 B11 B9 3.3(4) . . . . ? B7 B6 B11 B9 100.5(4) . . . . ? B10 B6 B11 B9 -38.2(3) . . . . ? C2 B6 B11 B8 -2.8(4) . . . . ? C1 B6 B11 B8 -59.5(4) . . . . ? B7 B6 B11 B8 37.8(3) . . . . ? B10 B6 B11 B8 -100.9(4) . . . . ? C1 B10 B11 B7 -4.4(4) . . . . ? B6 B10 B11 B7 36.7(3) . . . . ? B9 B10 B11 B7 -99.9(4) . . . . ? B5 B10 B11 B7 -61.9(4) . . . . ? C1 B10 B11 B6 -41.1(3) . . . . ? B9 B10 B11 B6 -136.6(4) . . . . ? B5 B10 B11 B6 -98.6(3) . . . . ? C1 B10 B11 B9 95.5(3) . . . . ? B6 B10 B11 B9 136.6(4) . . . . ? B5 B10 B11 B9 38.0(3) . . . . ? C1 B10 B11 B8 57.5(4) . . . . ? B6 B10 B11 B8 98.6(3) . . . . ? B9 B10 B11 B8 -38.0(3) . . . . ? B5 B10 B11 B8 0.0(4) . . . . ? B10 B9 B11 B7 100.8(4) . . . . ? B5 B9 B11 B7 62.3(4) . . . . ? B4 B9 B11 B7 -3.0(5) . . . . ? B8 B9 B11 B7 -36.5(3) . . . . ? B10 B9 B11 B6 38.1(3) . . . . ? B5 B9 B11 B6 -0.3(5) . . . . ? B4 B9 B11 B6 -65.7(4) . . . . ? B8 B9 B11 B6 -99.1(4) . . . . ? B5 B9 B11 B10 -38.5(3) . . . . ? B4 B9 B11 B10 -103.8(4) . . . . ? B8 B9 B11 B10 -137.2(4) . . . . ? B10 B9 B11 B8 137.2(4) . . . . ? B5 B9 B11 B8 98.8(4) . . . . ? B4 B9 B11 B8 33.4(3) . . . . ? B3 B8 B11 B7 38.3(3) . . . . ? B4 B8 B11 B7 104.6(4) . . . . ? B9 B8 B11 B7 138.4(4) . . . . ? B7 B8 B11 B6 -38.2(3) . . . . ? B3 B8 B11 B6 0.1(5) . . . . ? B4 B8 B11 B6 66.4(4) . . . . ? B9 B8 B11 B6 100.1(4) . . . . ? B7 B8 B11 B10 -100.5(4) . . . . ? B3 B8 B11 B10 -62.2(4) . . . . ? B4 B8 B11 B10 4.0(5) . . . . ? B9 B8 B11 B10 37.8(3) . . . . ? B7 B8 B11 B9 -138.4(4) . . . . ? B3 B8 B11 B9 -100.0(4) . . . . ? B4 B8 B11 B9 -33.8(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O2 0.85(5) 1.88(5) 2.734(5) 177(4) 2_655 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.462 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.059 #===END