Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Gokel, G.' 'Barbour, Leonard J.' 'Ferdani, Riccardo' 'Hu, Jiaxin' _publ_contact_author_name 'Prof G Gokel' _publ_contact_author_address ; Molecular Biol. Pharm. Washington University Medical School, Box 8103 St Louis MO 63110 USA ; _publ_contact_author_email '?' _publ_requested_journal 'Chemical Communications' _publ_section_title ; Sodium cation complexation behavior of the heteroaromatic sidechains of histidine and tryptophan ; data_e:\_georg~1\jxh\jxh-i-76\sad _database_code_CSD 189430 _audit_creation_method SHELXL-97 _chemical_name_systematic ; N-(2-(4-hydrophenyl)ethyl)aza-15-crown-5.sodium tetraphenylborate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H50 B N Na O5.50' _chemical_formula_weight 690.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x, -y+1/2, z' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1/2, -y+1, z+1/2' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x, y-1/2, -z' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x+1/2, y, -z+1/2' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 17.7598(11) _cell_length_b 17.7598(11) _cell_length_c 47.817(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 15082.1(18) _cell_formula_units_Z 16 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5904 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9697 _exptl_absorpt_correction_T_max 0.9825 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 47845 _diffrn_reflns_av_R_equivalents 0.1082 _diffrn_reflns_av_sigmaI/netI 0.1012 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -60 _diffrn_reflns_limit_l_max 60 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.12 _reflns_number_total 8306 _reflns_number_gt 4131 _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^)+(0.0669P)^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 8306 _refine_ls_number_parameters 464 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1609 _refine_ls_R_factor_gt 0.0680 _refine_ls_wR_factor_ref 0.1597 _refine_ls_wR_factor_gt 0.1328 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.019 _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 Na1 Na 0.26418(5) 0.02950(6) 0.04103(2) 0.0378(3) Uani 1 1 d . . . N10 N 0.12273(12) 0.01923(12) 0.05083(4) 0.0360(6) Uani 1 1 d . . . O13 O 0.20169(12) 0.13462(11) 0.02071(4) 0.0515(6) Uani 1 1 d . . . C1A C 0.45753(13) -0.18691(14) -0.11945(5) 0.0293(6) Uani 1 1 d . . . O16 O 0.35512(12) 0.11380(12) 0.01855(4) 0.0600(6) Uani 1 1 d . . . O22 O 0.24769(11) 0.03145(11) 0.08912(4) 0.0529(6) Uani 1 1 d . . . C6A C 0.44824(14) -0.11177(14) -0.12718(5) 0.0349(6) Uani 1 1 d . . . H6A H 0.4696 -0.0951 -0.1443 0.042 Uiso 1 1 calc R . . O19 O 0.38432(11) 0.01587(12) 0.06318(5) 0.0610(6) Uani 1 1 d . . . C7 C 0.19647(16) -0.10432(15) 0.01720(6) 0.0388(7) Uani 1 1 d . . . C8 C 0.11272(17) -0.09419(18) 0.01971(6) 0.0561(9) Uani 1 1 d . . . H8A H 0.0947 -0.0645 0.0035 0.067 Uiso 1 1 calc R . . H8B H 0.0884 -0.1443 0.0188 0.067 Uiso 1 1 calc R . . C2A C 0.42448(14) -0.20564(15) -0.09360(5) 0.0351(6) Uani 1 1 d . . . H2A H 0.4287 -0.2561 -0.0872 0.042 Uiso 1 1 calc R . . C5A C 0.40890(15) -0.05993(15) -0.11076(6) 0.0398(7) Uani 1 1 d . . . H5A H 0.4035 -0.0094 -0.1170 0.048 Uiso 1 1 calc R . . O4 O 0.42879(12) -0.12882(12) 0.00860(4) 0.0574(6) Uani 1 1 d D . . C3A C 0.38638(14) -0.15482(16) -0.07701(6) 0.0387(7) Uani 1 1 d . . . H3A H 0.3659 -0.1705 -0.0596 0.046 Uiso 1 1 calc R . . C3 C 0.35353(17) -0.12135(15) 0.01238(6) 0.0401(7) Uani 1 1 d . . . C7A C 0.56372(16) -0.20601(14) -0.15839(5) 0.0375(7) Uani 1 1 d . . . C6 C 0.23745(17) -0.14742(15) 0.03613(6) 0.0426(7) Uani 1 1 d . . . H6 H 0.2116 -0.1715 0.0510 0.051 Uiso 1 1 calc R . . C4A C 0.37799(14) -0.08151(16) -0.08569(6) 0.0399(7) Uani 1 1 d . . . H4A H 0.3512 -0.0463 -0.0745 0.048 Uiso 1 1 calc R . . B1A B 0.5000 -0.2500 -0.13935(9) 0.0323(10) Uani 1 2 d S . . C2 C 0.31429(17) -0.07694(15) -0.00641(6) 0.0433(7) Uani 1 1 d . . . H2 H 0.3404 -0.0517 -0.0210 0.052 Uiso 1 1 calc R . . C5 C 0.31424(16) -0.15626(15) 0.03398(6) 0.0414(7) Uani 1 1 d . . . H5 H 0.3404 -0.1862 0.0472 0.050 Uiso 1 1 calc R . . C8A C 0.54543(19) -0.17204(16) -0.18403(6) 0.0525(8) Uani 1 1 d . . . H8A1 H 0.4962 -0.1785 -0.1914 0.063 Uiso 1 1 calc R . . C1 C 0.23719(17) -0.06926(15) -0.00398(6) 0.0412(7) Uani 1 1 d . . . H1 H 0.2111 -0.0391 -0.0172 0.049 Uiso 1 1 calc R . . C12A C 0.63752(16) -0.19378(15) -0.14918(6) 0.0444(7) Uani 1 1 d . . . H12A H 0.6528 -0.2159 -0.1320 0.053 Uiso 1 1 calc R . . C11A C 0.68905(19) -0.15131(17) -0.16373(8) 0.0594(9) Uani 1 1 d . . . H11A H 0.7384 -0.1444 -0.1565 0.071 Uiso 1 1 calc R . . C24 C 0.11573(17) 0.03775(18) 0.08084(6) 0.0538(9) Uani 1 1 d . . . H24A H 0.0668 0.0187 0.0878 0.065 Uiso 1 1 calc R . . H24B H 0.1157 0.0932 0.0830 0.065 Uiso 1 1 calc R . . C10A C 0.6689(2) -0.11870(18) -0.18887(8) 0.0699(11) Uani 1 1 d . . . H10A H 0.7043 -0.0894 -0.1990 0.084 Uiso 1 1 calc R . . C12 C 0.12882(17) 0.14830(17) 0.03148(7) 0.0551(9) Uani 1 1 d . . . H12B H 0.1016 0.1839 0.0191 0.066 Uiso 1 1 calc R . . H12C H 0.1327 0.1712 0.0503 0.066 Uiso 1 1 calc R . . C11 C 0.08670(16) 0.07592(18) 0.03320(6) 0.0543(9) Uani 1 1 d . . . H11B H 0.0357 0.0861 0.0406 0.065 Uiso 1 1 calc R . . H11C H 0.0809 0.0552 0.0141 0.065 Uiso 1 1 calc R . . C9 C 0.08810(17) -0.05562(18) 0.04611(7) 0.0603(9) Uani 1 1 d . . . H9A H 0.0327 -0.0496 0.0456 0.072 Uiso 1 1 calc R . . H9B H 0.1005 -0.0885 0.0622 0.072 Uiso 1 1 calc R . . C21 C 0.3114(2) 0.0029(2) 0.10397(7) 0.0718(11) Uani 1 1 d . . . H21A H 0.3129 -0.0527 0.1026 0.086 Uiso 1 1 calc R . . H21B H 0.3079 0.0168 0.1240 0.086 Uiso 1 1 calc R . . C23 C 0.1773(2) 0.00548(19) 0.09841(6) 0.0610(9) Uani 1 1 d . . . H23A H 0.1697 0.0203 0.1182 0.073 Uiso 1 1 calc R . . H23B H 0.1758 -0.0502 0.0974 0.073 Uiso 1 1 calc R . . C9A C 0.5976(2) -0.12898(18) -0.19901(7) 0.0683(11) Uani 1 1 d . . . H9A1 H 0.5835 -0.1068 -0.2163 0.082 Uiso 1 1 calc R . . C14 C 0.2500(2) 0.19797(19) 0.02064(8) 0.0700(10) Uani 1 1 d . . . H14A H 0.2605 0.2137 0.0401 0.084 Uiso 1 1 calc R . . H14B H 0.2252 0.2404 0.0109 0.084 Uiso 1 1 calc R . . C15 C 0.3190(2) 0.1796(2) 0.00679(8) 0.0805(12) Uani 1 1 d . . . H15A H 0.3538 0.2230 0.0082 0.097 Uiso 1 1 calc R . . H15B H 0.3087 0.1706 -0.0133 0.097 Uiso 1 1 calc R . . C18 C 0.44221(17) 0.0567(2) 0.04747(9) 0.0813(12) Uani 1 1 d . . . H18A H 0.4589 0.0255 0.0315 0.098 Uiso 1 1 calc R . . H18B H 0.4863 0.0655 0.0597 0.098 Uiso 1 1 calc R . . C20 C 0.3805(2) 0.0356(2) 0.09152(8) 0.0783(11) Uani 1 1 d . . . H20A H 0.3795 0.0911 0.0934 0.094 Uiso 1 1 calc R . . H20B H 0.4254 0.0164 0.1015 0.094 Uiso 1 1 calc R . . C17 C 0.4145(2) 0.1294(2) 0.03698(8) 0.0767(11) Uani 1 1 d . . . H17A H 0.3966 0.1610 0.0527 0.092 Uiso 1 1 calc R . . H17B H 0.4552 0.1567 0.0271 0.092 Uiso 1 1 calc R . . C1B C 0.07052(13) 0.27586(13) 0.10480(5) 0.0251(6) Uani 1 1 d . . . C6B C 0.14593(14) 0.25815(14) 0.10952(5) 0.0314(6) Uani 1 1 d . . . H6B H 0.1582 0.2252 0.1245 0.038 Uiso 1 1 calc R . . C2B C 0.05760(15) 0.32225(14) 0.08176(5) 0.0352(7) Uani 1 1 d . . . H2B H 0.0071 0.3348 0.0772 0.042 Uiso 1 1 calc R . . C3B C 0.11452(15) 0.35080(15) 0.06522(5) 0.0374(7) Uani 1 1 d . . . H3B H 0.1026 0.3821 0.0497 0.045 Uiso 1 1 calc R . . C4B C 0.18834(15) 0.33403(16) 0.07106(5) 0.0402(7) Uani 1 1 d . . . H4B H 0.2279 0.3546 0.0601 0.048 Uiso 1 1 calc R . . B1B B 0.0000 0.2500 0.1250 0.0262(13) Uani 1 4 d S . . C5B C 0.20375(14) 0.28674(16) 0.09321(5) 0.0419(7) Uani 1 1 d . . . H5B H 0.2544 0.2737 0.0973 0.050 Uiso 1 1 calc R . . C1C C 0.44188(17) 0.70406(15) 0.10421(5) 0.0403(7) Uani 1 1 d . . . C6C C 0.36497(16) 0.71837(16) 0.10165(6) 0.0458(8) Uani 1 1 d . . . H6C H 0.3435 0.7572 0.1128 0.055 Uiso 1 1 calc R . . B1C B 0.5000 0.7500 0.1250 0.0395(16) Uani 1 4 d S . . C5C C 0.31817(18) 0.67862(17) 0.08366(6) 0.0528(8) Uani 1 1 d . . . H5C H 0.2659 0.6900 0.0829 0.063 Uiso 1 1 calc R . . C4C C 0.3472(2) 0.62311(18) 0.06701(7) 0.0585(9) Uani 1 1 d . . . H4C H 0.3154 0.5954 0.0548 0.070 Uiso 1 1 calc R . . C3C C 0.4232(2) 0.60798(16) 0.06815(6) 0.0543(9) Uani 1 1 d . . . H3C H 0.4442 0.5706 0.0563 0.065 Uiso 1 1 calc R . . C2C C 0.46954(17) 0.64725(15) 0.08669(6) 0.0442(7) Uani 1 1 d . . . H2C H 0.5216 0.6350 0.0874 0.053 Uiso 1 1 calc R . . O1W O 0.5000 -0.2500 0.03537(6) 0.0565(8) Uani 1 2 d SD . . H1W H 0.530(2) -0.219(2) 0.0472(7) 0.129(16) Uiso 1 1 d D . . H4O H 0.4464(19) -0.1663(16) 0.0214(6) 0.098(13) Uiso 1 1 d 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 Na1 0.0319(6) 0.0388(6) 0.0427(6) -0.0078(5) -0.0022(5) -0.0005(5) N10 0.0329(13) 0.0432(14) 0.0318(13) -0.0055(11) 0.0037(10) 0.0027(11) O13 0.0611(14) 0.0393(12) 0.0542(13) 0.0054(10) 0.0169(11) 0.0065(10) C1A 0.0182(14) 0.0303(15) 0.0394(15) -0.0009(12) -0.0058(12) -0.0047(11) O16 0.0508(14) 0.0627(16) 0.0667(14) -0.0047(12) 0.0089(12) -0.0165(12) O22 0.0521(14) 0.0674(15) 0.0391(11) 0.0010(11) -0.0087(10) 0.0119(11) C6A 0.0314(16) 0.0347(17) 0.0385(16) 0.0020(13) -0.0038(13) -0.0024(13) O19 0.0425(14) 0.0622(15) 0.0784(17) -0.0065(13) -0.0176(12) -0.0032(11) C7 0.0413(18) 0.0347(17) 0.0404(17) -0.0143(14) -0.0036(14) -0.0018(13) C8 0.051(2) 0.054(2) 0.064(2) -0.0179(17) -0.0116(17) -0.0053(16) C2A 0.0300(16) 0.0300(16) 0.0452(16) 0.0011(13) 0.0011(13) -0.0038(12) C5A 0.0383(17) 0.0289(16) 0.0520(18) -0.0038(14) -0.0083(15) 0.0033(13) O4 0.0445(14) 0.0616(15) 0.0662(15) 0.0130(12) 0.0126(11) 0.0127(11) C3A 0.0314(16) 0.0421(18) 0.0424(16) -0.0071(14) 0.0043(13) -0.0042(13) C3 0.0449(19) 0.0368(17) 0.0386(16) -0.0039(14) -0.0010(14) 0.0048(14) C7A 0.0472(19) 0.0277(15) 0.0376(16) -0.0023(13) 0.0124(14) 0.0073(13) C6 0.052(2) 0.0323(17) 0.0431(18) -0.0020(14) 0.0056(15) -0.0072(14) C4A 0.0266(16) 0.0403(18) 0.0527(19) -0.0156(15) -0.0004(14) 0.0030(13) B1A 0.031(3) 0.031(3) 0.035(2) 0.000 0.000 0.002(2) C2 0.057(2) 0.0377(17) 0.0354(16) 0.0006(14) 0.0046(15) 0.0014(15) C5 0.050(2) 0.0326(17) 0.0413(17) 0.0045(13) -0.0040(15) 0.0023(14) C8A 0.071(2) 0.0419(19) 0.0444(18) 0.0035(15) 0.0110(17) 0.0103(16) C1 0.057(2) 0.0365(17) 0.0306(16) -0.0059(13) -0.0116(14) 0.0073(15) C12A 0.0417(19) 0.0353(17) 0.0561(19) 0.0011(14) 0.0168(15) -0.0012(14) C11A 0.056(2) 0.0380(19) 0.084(3) 0.0015(18) 0.0280(19) -0.0037(16) C24 0.051(2) 0.074(2) 0.0364(17) -0.0033(16) 0.0152(15) 0.0069(17) C10A 0.081(3) 0.039(2) 0.089(3) 0.003(2) 0.057(2) 0.0012(19) C12 0.054(2) 0.052(2) 0.059(2) 0.0001(16) -0.0105(17) 0.0188(17) C11 0.0360(18) 0.072(2) 0.055(2) -0.0060(18) 0.0038(15) 0.0145(17) C9 0.0403(19) 0.069(2) 0.072(2) -0.0140(19) 0.0104(17) -0.0116(17) C21 0.089(3) 0.073(3) 0.054(2) 0.0233(19) -0.034(2) -0.014(2) C23 0.080(3) 0.069(2) 0.0337(17) 0.0117(16) -0.0056(18) -0.019(2) C9A 0.107(3) 0.046(2) 0.051(2) 0.0140(17) 0.029(2) 0.018(2) C14 0.085(3) 0.048(2) 0.076(3) 0.0150(19) 0.007(2) 0.004(2) C15 0.108(3) 0.052(2) 0.081(3) 0.009(2) 0.017(3) -0.002(2) C18 0.028(2) 0.072(3) 0.144(4) 0.000(3) -0.010(2) -0.0117(18) C20 0.065(3) 0.086(3) 0.084(3) -0.010(2) -0.030(2) -0.001(2) C17 0.062(2) 0.082(3) 0.087(3) -0.002(2) 0.005(2) -0.031(2) C1B 0.0248(14) 0.0249(14) 0.0255(13) -0.0037(11) -0.0008(11) 0.0006(11) C6B 0.0307(16) 0.0394(16) 0.0242(14) 0.0034(12) -0.0036(12) 0.0003(12) C2B 0.0274(15) 0.0417(17) 0.0366(15) 0.0071(13) 0.0035(12) 0.0067(13) C3B 0.0356(17) 0.0432(17) 0.0334(15) 0.0110(13) 0.0031(13) 0.0054(13) C4B 0.0299(16) 0.058(2) 0.0326(15) 0.0058(14) 0.0049(13) -0.0090(14) B1B 0.026(2) 0.026(2) 0.026(3) 0.000 0.000 0.000 C5B 0.0217(15) 0.068(2) 0.0362(16) 0.0092(15) -0.0024(13) 0.0016(14) C1C 0.052(2) 0.0357(17) 0.0330(15) 0.0054(13) -0.0002(14) -0.0009(14) C6C 0.050(2) 0.0431(18) 0.0444(18) 0.0021(14) -0.0066(15) 0.0034(15) B1C 0.036(2) 0.036(2) 0.045(4) 0.000 0.000 0.000 C5C 0.055(2) 0.048(2) 0.055(2) 0.0075(17) -0.0161(17) -0.0022(16) C4C 0.075(3) 0.047(2) 0.053(2) 0.0102(17) -0.0220(19) -0.0136(18) C3C 0.087(3) 0.0339(18) 0.0420(18) -0.0039(14) 0.0007(18) -0.0059(17) C2C 0.0531(19) 0.0388(18) 0.0408(17) 0.0026(14) 0.0026(15) -0.0037(15) O1W 0.070(2) 0.050(2) 0.0501(19) 0.000 0.000 0.0080(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 Na1 O22 2.318(2) . ? Na1 O13 2.379(2) . ? Na1 O19 2.394(2) . ? Na1 O16 2.451(2) . ? Na1 N10 2.562(2) . ? N10 C11 1.461(3) . ? N10 C24 1.478(3) . ? N10 C9 1.482(4) . ? O13 C12 1.414(3) . ? O13 C14 1.415(4) . ? C1A C6A 1.394(3) . ? C1A C2A 1.408(3) . ? C1A B1A 1.652(3) . ? O16 C17 1.402(4) . ? O16 C15 1.447(4) . ? O22 C23 1.405(4) . ? O22 C21 1.429(4) . ? C6A C5A 1.397(3) . ? O19 C20 1.401(4) . ? O19 C18 1.466(4) . ? C7 C1 1.391(4) . ? C7 C6 1.391(4) . ? C7 C8 1.503(4) . ? C8 C9 1.501(4) . ? C2A C3A 1.379(4) . ? C5A C4A 1.373(4) . ? O4 C3 1.355(3) . ? C3A C4A 1.375(4) . ? C3 C2 1.384(4) . ? C3 C5 1.392(4) . ? C7A C12A 1.400(4) . ? C7A C8A 1.404(4) . ? C7A B1A 1.649(4) . ? C6 C5 1.377(4) . ? B1A C7A 1.649(4) 3_645 ? B1A C1A 1.652(3) 3_645 ? C2 C1 1.381(4) . ? C8A C9A 1.399(4) . ? C12A C11A 1.375(4) . ? C11A C10A 1.381(5) . ? C24 C23 1.493(4) . ? C10A C9A 1.368(5) . ? C12 C11 1.489(4) . ? C21 C20 1.482(5) . ? C14 C15 1.432(5) . ? C18 C17 1.470(5) . ? C1B C2B 1.395(3) . ? C1B C6B 1.394(3) . ? C1B B1B 1.647(2) . ? C6B C5B 1.386(3) . ? C2B C3B 1.380(3) . ? C3B C4B 1.373(3) . ? C4B C5B 1.379(4) . ? B1B C1B 1.647(2) 3 ? B1B C1B 1.647(2) 14 ? B1B C1B 1.647(2) 16 ? C1C C6C 1.395(4) . ? C1C C2C 1.401(4) . ? C1C B1C 1.649(3) . ? C6C C5C 1.389(4) . ? B1C C1C 1.649(3) 3_665 ? B1C C1C 1.649(3) 16_655 ? B1C C1C 1.649(3) 14_565 ? C5C C4C 1.368(4) . ? C4C C3C 1.377(4) . ? C3C C2C 1.396(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 O22 Na1 O13 109.54(8) . . ? O22 Na1 O19 71.05(8) . . ? O13 Na1 O19 132.50(8) . . ? O22 Na1 O16 120.61(8) . . ? O13 Na1 O16 69.45(8) . . ? O19 Na1 O16 70.64(8) . . ? O22 Na1 N10 72.29(7) . . ? O13 Na1 N10 70.92(7) . . ? O19 Na1 N10 141.78(8) . . ? O16 Na1 N10 140.35(8) . . ? C11 N10 C24 111.7(2) . . ? C11 N10 C9 110.4(2) . . ? C24 N10 C9 108.2(2) . . ? C11 N10 Na1 105.97(16) . . ? C24 N10 Na1 104.14(16) . . ? C9 N10 Na1 116.30(16) . . ? C12 O13 C14 114.8(2) . . ? C12 O13 Na1 114.39(16) . . ? C14 O13 Na1 110.01(19) . . ? C6A C1A C2A 114.2(2) . . ? C6A C1A B1A 123.4(2) . . ? C2A C1A B1A 122.4(2) . . ? C17 O16 C15 114.7(3) . . ? C17 O16 Na1 109.93(19) . . ? C15 O16 Na1 111.86(19) . . ? C23 O22 C21 115.5(2) . . ? C23 O22 Na1 114.92(16) . . ? C21 O22 Na1 112.80(19) . . ? C1A C6A C5A 122.7(3) . . ? C20 O19 C18 114.0(3) . . ? C20 O19 Na1 111.05(19) . . ? C18 O19 Na1 110.39(19) . . ? C1 C7 C6 116.6(3) . . ? C1 C7 C8 121.3(3) . . ? C6 C7 C8 122.1(3) . . ? C9 C8 C7 114.2(2) . . ? C3A C2A C1A 123.7(3) . . ? C4A C5A C6A 120.4(3) . . ? C4A C3A C2A 120.0(3) . . ? O4 C3 C2 117.8(3) . . ? O4 C3 C5 123.3(3) . . ? C2 C3 C5 118.9(3) . . ? C12A C7A C8A 115.1(3) . . ? C12A C7A B1A 122.8(2) . . ? C8A C7A B1A 121.8(3) . . ? C5 C6 C7 122.2(3) . . ? C5A C4A C3A 119.0(3) . . ? C7A B1A C7A 113.0(3) 3_645 . ? C7A B1A C1A 109.02(12) 3_645 . ? C7A B1A C1A 108.06(12) . . ? C7A B1A C1A 108.06(12) 3_645 3_645 ? C7A B1A C1A 109.02(12) . 3_645 ? C1A B1A C1A 109.7(3) . 3_645 ? C3 C2 C1 120.1(3) . . ? C6 C5 C3 120.1(3) . . ? C9A C8A C7A 121.9(3) . . ? C2 C1 C7 122.2(3) . . ? C11A C12A C7A 123.3(3) . . ? C12A C11A C10A 119.9(3) . . ? N10 C24 C23 113.6(2) . . ? C9A C10A C11A 119.5(3) . . ? O13 C12 C11 109.4(2) . . ? N10 C11 C12 114.0(2) . . ? N10 C9 C8 114.6(2) . . ? O22 C21 C20 108.5(3) . . ? O22 C23 C24 110.3(2) . . ? C10A C9A C8A 120.3(3) . . ? O13 C14 C15 109.9(3) . . ? C14 C15 O16 112.5(3) . . ? O19 C18 C17 112.0(3) . . ? O19 C20 C21 109.3(3) . . ? O16 C17 C18 107.0(3) . . ? C2B C1B C6B 114.8(2) . . ? C2B C1B B1B 120.19(19) . . ? C6B C1B B1B 124.94(19) . . ? C5B C6B C1B 122.6(2) . . ? C3B C2B C1B 123.3(2) . . ? C4B C3B C2B 120.2(2) . . ? C3B C4B C5B 118.5(2) . . ? C1B B1B C1B 108.18(16) 3 . ? C1B B1B C1B 110.12(8) 3 14 ? C1B B1B C1B 110.12(8) . 14 ? C1B B1B C1B 110.12(8) 3 16 ? C1B B1B C1B 110.12(8) . 16 ? C1B B1B C1B 108.18(16) 14 16 ? C4B C5B C6B 120.5(2) . . ? C6C C1C C2C 115.0(3) . . ? C6C C1C B1C 125.2(2) . . ? C2C C1C B1C 119.8(2) . . ? C5C C6C C1C 123.2(3) . . ? C1C B1C C1C 105.86(18) 3_665 . ? C1C B1C C1C 111.30(9) 3_665 16_655 ? C1C B1C C1C 111.30(9) . 16_655 ? C1C B1C C1C 111.30(9) 3_665 14_565 ? C1C B1C C1C 111.30(9) . 14_565 ? C1C B1C C1C 105.86(18) 16_655 14_565 ? C4C C5C C6C 120.1(3) . . ? C5C C4C C3C 119.1(3) . . ? C4C C3C C2C 120.4(3) . . ? C3C C2C C1C 122.2(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.412 _refine_diff_density_min -0.202 _refine_diff_density_rms 0.042 data_e:\_georg~1\jxh\jxf8d4~1\sad _database_code_CSD 189432 _audit_creation_method SHELXL-97 _chemical_name_systematic 'N-(2-(2-histidinyl)ethyl)aza-15-crown-5.sodium tetraphenylborate' _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H47 B N3 Na O4' _chemical_formula_weight 655.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 13.6901(13) _cell_length_b 18.9528(18) _cell_length_c 27.676(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7180.9(12) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2800 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9741 _exptl_absorpt_correction_T_max 0.9784 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 43387 _diffrn_reflns_av_R_equivalents 0.1009 _diffrn_reflns_av_sigmaI/netI 0.0791 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 27.14 _reflns_number_total 7934 _reflns_number_gt 4457 _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^)+(0.0600P)^2^+4.0032P] 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 7934 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1401 _refine_ls_R_factor_gt 0.0695 _refine_ls_wR_factor_ref 0.1649 _refine_ls_wR_factor_gt 0.1395 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.002 _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 Na1 Na 0.25916(7) 0.16216(5) 0.32384(4) 0.0336(3) Uani 1 1 d . . . O1 O 0.21584(13) 0.23491(10) 0.38988(7) 0.0429(5) Uani 1 1 d . . . O2 O 0.11580(14) 0.11874(11) 0.28612(7) 0.0466(5) Uani 1 1 d . . . C3 C 0.52014(19) -0.10200(14) 0.02725(9) 0.0297(6) Uani 1 1 d . . . H3 H 0.5712 -0.0766 0.0118 0.036 Uiso 1 1 calc R . . C4 C 0.44613(18) -0.06580(13) 0.05099(9) 0.0278(6) Uani 1 1 d . . . H4 H 0.4473 -0.0157 0.0507 0.033 Uiso 1 1 calc R . . C5 C 0.27245(17) 0.02238(13) 0.08442(9) 0.0275(6) Uani 1 1 d . . . O6 O 0.33807(16) 0.27945(11) 0.31524(9) 0.0565(6) Uani 1 1 d . . . C7 C 0.36967(18) -0.10010(13) 0.07539(9) 0.0270(6) Uani 1 1 d . . . C8 C 0.51967(19) -0.17499(14) 0.02609(9) 0.0310(6) Uani 1 1 d . . . H8 H 0.5693 -0.2000 0.0093 0.037 Uiso 1 1 calc R . . C9 C 0.32401(19) -0.05260(13) 0.16338(10) 0.0310(6) Uani 1 1 d . . . N10 N 0.16307(16) 0.08544(12) 0.38532(8) 0.0386(6) Uani 1 1 d . . . C11 C 0.18162(19) -0.10126(13) 0.10293(10) 0.0324(6) Uani 1 1 d . . . N12 N 0.39361(16) 0.11014(12) 0.36342(8) 0.0362(6) Uani 1 1 d . . . C13 C 0.4821(2) 0.13500(17) 0.37179(10) 0.0414(7) Uani 1 1 d . . . H13 H 0.5043 0.1801 0.3616 0.050 Uiso 1 1 calc R . . C14 C 0.22424(18) 0.03517(15) 0.04061(9) 0.0332(6) Uani 1 1 d . . . H14 H 0.1967 -0.0037 0.0237 0.040 Uiso 1 1 calc R . . C15 C 0.44616(19) -0.21092(14) 0.04961(10) 0.0332(6) Uani 1 1 d . . . H15 H 0.4453 -0.2610 0.0493 0.040 Uiso 1 1 calc R . . C16 C 0.3114(2) 0.08312(14) 0.10594(11) 0.0366(7) Uani 1 1 d . . . H16 H 0.3456 0.0781 0.1356 0.044 Uiso 1 1 calc R . . C17 C 0.2719(2) -0.01292(15) 0.19806(10) 0.0391(7) Uani 1 1 d . . . H17 H 0.2126 0.0091 0.1886 0.047 Uiso 1 1 calc R . . C18 C 0.2149(2) 0.10227(16) 0.02072(11) 0.0408(7) Uani 1 1 d . . . H18 H 0.1809 0.1081 -0.0089 0.049 Uiso 1 1 calc R . . O19 O 0.24232(19) 0.21026(13) 0.24157(9) 0.0730(8) Uani 1 1 d . . . C20 C 0.37366(19) -0.17413(13) 0.07365(10) 0.0327(6) Uani 1 1 d . . . H20 H 0.3242 -0.2002 0.0898 0.039 Uiso 1 1 calc R . . C21 C 0.3023(2) -0.00087(15) 0.38542(11) 0.0428(8) Uani 1 1 d . . . H21A H 0.3186 -0.0470 0.4001 0.051 Uiso 1 1 calc R . . H21B H 0.2816 -0.0096 0.3517 0.051 Uiso 1 1 calc R . . B22 B 0.2864(2) -0.05804(15) 0.10694(11) 0.0289(7) Uani 1 1 d . . . C23 C 0.3922(2) 0.04402(14) 0.38488(10) 0.0356(7) Uani 1 1 d . . . C24 C 0.1185(2) -0.11414(15) 0.14192(12) 0.0417(7) Uani 1 1 d . . . H24 H 0.1376 -0.0989 0.1732 0.050 Uiso 1 1 calc R . . C25 C 0.4093(2) -0.08354(15) 0.18056(10) 0.0393(7) Uani 1 1 d . . . H25 H 0.4475 -0.1111 0.1590 0.047 Uiso 1 1 calc R . . C26 C 0.2542(2) 0.16016(15) 0.04348(11) 0.0407(7) Uani 1 1 d . . . H26 H 0.2479 0.2059 0.0299 0.049 Uiso 1 1 calc R . . N27 N 0.53646(18) 0.08895(15) 0.39638(10) 0.0530(7) Uani 1 1 d . . . H27 H 0.5976 0.0949 0.4054 0.064 Uiso 1 1 calc R . . C28 C 0.0588(2) -0.15979(16) 0.05237(15) 0.0579(10) Uani 1 1 d . . . H28 H 0.0383 -0.1746 0.0212 0.069 Uiso 1 1 calc R . . C29 C 0.1221(2) 0.13856(18) 0.41889(11) 0.0519(9) Uani 1 1 d . . . H29A H 0.0995 0.1147 0.4487 0.062 Uiso 1 1 calc R . . H29B H 0.0650 0.1615 0.4036 0.062 Uiso 1 1 calc R . . C30 C 0.1487(2) -0.12702(14) 0.05843(12) 0.0410(7) Uani 1 1 d . . . H30 H 0.1899 -0.1219 0.0310 0.049 Uiso 1 1 calc R . . C31 C 0.0857(2) 0.05077(17) 0.35671(11) 0.0483(8) Uani 1 1 d . . . H31A H 0.0336 0.0345 0.3789 0.058 Uiso 1 1 calc R . . H31B H 0.1135 0.0086 0.3407 0.058 Uiso 1 1 calc R . . C32 C 0.0407(2) 0.09749(18) 0.31880(11) 0.0493(8) Uani 1 1 d . . . H32A H -0.0110 0.0715 0.3012 0.059 Uiso 1 1 calc R . . H32B H 0.0108 0.1394 0.3341 0.059 Uiso 1 1 calc R . . C33 C 0.2171(2) 0.03148(17) 0.41314(11) 0.0470(8) Uani 1 1 d . . . H33A H 0.1713 -0.0066 0.4225 0.056 Uiso 1 1 calc R . . H33B H 0.2422 0.0532 0.4432 0.056 Uiso 1 1 calc R . . C34 C 0.3027(2) 0.15028(15) 0.08631(12) 0.0426(7) Uani 1 1 d . . . H34 H 0.3305 0.1895 0.1026 0.051 Uiso 1 1 calc R . . C35 C 0.4801(2) 0.03120(17) 0.40504(11) 0.0493(8) Uani 1 1 d . . . H35 H 0.4991 -0.0102 0.4220 0.059 Uiso 1 1 calc R . . C36 C 0.4410(2) -0.07576(18) 0.22819(12) 0.0517(8) Uani 1 1 d . . . H36 H 0.4996 -0.0981 0.2383 0.062 Uiso 1 1 calc R . . C37 C -0.0010(2) -0.17071(16) 0.09210(17) 0.0631(11) Uani 1 1 d . . . H37 H -0.0623 -0.1935 0.0884 0.076 Uiso 1 1 calc R . . C38 C 0.3881(2) -0.03594(17) 0.26069(11) 0.0517(8) Uani 1 1 d . . . H38 H 0.4100 -0.0303 0.2930 0.062 Uiso 1 1 calc R . . C39 C 0.0291(2) -0.14830(17) 0.13661(15) 0.0579(10) Uani 1 1 d . . . H39 H -0.0111 -0.1561 0.1641 0.069 Uiso 1 1 calc R . . C40 C 0.3039(3) 0.32625(18) 0.35154(16) 0.0697(11) Uani 1 1 d . . . H40A H 0.2408 0.3473 0.3416 0.084 Uiso 1 1 calc R . . H40B H 0.3515 0.3649 0.3565 0.084 Uiso 1 1 calc R . . C41 C 0.1960(2) 0.19346(19) 0.43183(11) 0.0534(9) Uani 1 1 d . . . H41A H 0.1704 0.2239 0.4580 0.064 Uiso 1 1 calc R . . H41B H 0.2567 0.1707 0.4434 0.064 Uiso 1 1 calc R . . C42 C 0.0813(3) 0.1624(2) 0.24781(12) 0.0722(12) Uani 1 1 d . . . H42A H 0.0528 0.2063 0.2611 0.087 Uiso 1 1 calc R . . H42B H 0.0302 0.1374 0.2292 0.087 Uiso 1 1 calc R . . C43 C 0.1654(3) 0.1793(2) 0.21601(13) 0.0686(11) Uani 1 1 d . . . H43A H 0.1888 0.1355 0.2004 0.082 Uiso 1 1 calc R . . H43B H 0.1436 0.2120 0.1903 0.082 Uiso 1 1 calc R . . C44 C 0.3034(2) -0.00470(16) 0.24528(11) 0.0467(8) Uani 1 1 d . . . H44 H 0.2659 0.0228 0.2672 0.056 Uiso 1 1 calc R . . C45 C 0.2912(2) 0.28555(18) 0.39717(14) 0.0612(10) Uani 1 1 d . . . H45A H 0.3530 0.2615 0.4058 0.073 Uiso 1 1 calc R . . H45B H 0.2733 0.3178 0.4239 0.073 Uiso 1 1 calc R . . C46 C 0.2473(4) 0.2829(2) 0.24246(17) 0.1004(16) Uani 1 1 d . . . H46A H 0.1880 0.3018 0.2583 0.121 Uiso 1 1 calc R . . H46B H 0.2486 0.3009 0.2089 0.121 Uiso 1 1 calc R . . C47 C 0.3306(3) 0.3078(2) 0.26725(15) 0.0754(12) Uani 1 1 d . . . H47A H 0.3278 0.3599 0.2691 0.090 Uiso 1 1 calc R . . H47B H 0.3898 0.2948 0.2487 0.090 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 Na1 0.0357(6) 0.0314(6) 0.0338(6) 0.0031(5) -0.0042(5) 0.0006(5) O1 0.0364(11) 0.0471(12) 0.0451(12) -0.0140(10) -0.0078(9) 0.0058(10) O2 0.0396(12) 0.0626(14) 0.0376(12) 0.0099(10) -0.0052(9) -0.0086(10) C3 0.0248(14) 0.0370(16) 0.0273(14) 0.0018(12) -0.0004(11) -0.0017(12) C4 0.0266(14) 0.0255(13) 0.0313(15) 0.0015(12) -0.0055(12) -0.0005(11) C5 0.0190(13) 0.0296(14) 0.0338(15) -0.0015(12) 0.0056(11) 0.0035(11) O6 0.0541(14) 0.0386(12) 0.0768(17) -0.0013(12) 0.0040(12) -0.0033(11) C7 0.0268(14) 0.0245(13) 0.0297(14) 0.0002(11) -0.0046(11) 0.0002(11) C8 0.0251(14) 0.0360(16) 0.0318(15) -0.0037(12) -0.0031(12) 0.0077(12) C9 0.0327(15) 0.0239(13) 0.0365(16) 0.0028(12) 0.0042(12) -0.0017(12) N10 0.0354(13) 0.0452(14) 0.0351(13) 0.0101(12) 0.0029(11) 0.0024(11) C11 0.0273(14) 0.0222(13) 0.0475(17) -0.0004(13) 0.0003(13) 0.0034(11) N12 0.0305(13) 0.0411(14) 0.0370(13) -0.0001(11) 0.0007(11) 0.0036(11) C13 0.0353(17) 0.0480(18) 0.0408(17) -0.0022(15) 0.0008(14) 0.0028(15) C14 0.0313(15) 0.0356(15) 0.0328(15) -0.0042(13) 0.0055(12) 0.0006(12) C15 0.0343(15) 0.0233(14) 0.0419(17) 0.0000(13) -0.0037(13) 0.0031(12) C16 0.0334(16) 0.0332(15) 0.0433(17) 0.0034(13) -0.0050(13) 0.0016(13) C17 0.0414(18) 0.0388(16) 0.0371(17) 0.0003(13) -0.0006(14) 0.0073(14) C18 0.0382(17) 0.0497(19) 0.0345(16) 0.0109(14) 0.0059(13) 0.0102(14) O19 0.0925(19) 0.0635(16) 0.0629(16) 0.0268(13) -0.0298(15) -0.0225(14) C20 0.0287(15) 0.0281(15) 0.0411(16) 0.0009(13) 0.0023(13) -0.0017(12) C21 0.058(2) 0.0318(16) 0.0390(18) 0.0076(14) -0.0091(15) 0.0014(14) B22 0.0281(16) 0.0244(15) 0.0343(17) -0.0012(13) 0.0036(13) -0.0018(13) C23 0.0429(17) 0.0322(15) 0.0319(15) -0.0021(13) -0.0056(13) 0.0117(13) C24 0.0349(17) 0.0356(16) 0.0546(19) 0.0114(14) 0.0065(14) 0.0010(13) C25 0.0410(17) 0.0417(17) 0.0351(17) 0.0013(14) 0.0034(14) 0.0076(14) C26 0.0424(17) 0.0298(15) 0.0499(19) 0.0089(14) 0.0164(15) 0.0114(14) N27 0.0350(15) 0.0638(19) 0.0601(18) -0.0003(15) -0.0152(13) 0.0100(14) C28 0.044(2) 0.0416(19) 0.088(3) -0.0248(19) -0.010(2) -0.0003(16) C29 0.0466(19) 0.073(2) 0.0357(17) 0.0037(17) 0.0139(15) 0.0089(18) C30 0.0315(16) 0.0332(16) 0.058(2) -0.0115(15) 0.0033(14) -0.0026(13) C31 0.0362(17) 0.057(2) 0.052(2) 0.0127(17) 0.0007(15) -0.0151(15) C32 0.0339(17) 0.064(2) 0.051(2) 0.0121(17) -0.0017(15) -0.0124(15) C33 0.052(2) 0.0509(19) 0.0377(17) 0.0146(15) 0.0018(15) -0.0051(16) C34 0.0447(18) 0.0279(16) 0.055(2) -0.0003(14) 0.0029(16) -0.0010(13) C35 0.051(2) 0.0447(19) 0.052(2) 0.0012(16) -0.0134(16) 0.0156(17) C36 0.0455(19) 0.063(2) 0.046(2) 0.0047(17) -0.0038(16) 0.0123(17) C37 0.0325(18) 0.0352(18) 0.122(4) -0.005(2) -0.001(2) -0.0090(15) C38 0.060(2) 0.062(2) 0.0323(17) 0.0007(16) -0.0038(16) 0.0041(18) C39 0.0368(19) 0.050(2) 0.087(3) 0.015(2) 0.0119(19) -0.0075(16) C40 0.058(2) 0.040(2) 0.111(3) -0.021(2) 0.006(2) -0.0084(18) C41 0.054(2) 0.072(2) 0.0339(18) -0.0134(17) -0.0026(15) 0.0217(19) C42 0.049(2) 0.121(3) 0.047(2) 0.031(2) -0.0158(17) -0.004(2) C43 0.070(3) 0.088(3) 0.047(2) 0.018(2) -0.0185(19) -0.022(2) C44 0.060(2) 0.0452(18) 0.0353(17) -0.0042(14) 0.0038(15) 0.0095(16) C45 0.046(2) 0.058(2) 0.080(3) -0.037(2) -0.0108(19) -0.0011(17) C46 0.113(4) 0.079(3) 0.109(4) 0.051(3) -0.031(3) -0.037(3) C47 0.088(3) 0.051(2) 0.087(3) 0.021(2) 0.006(2) -0.018(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Na1 N12 2.358(2) . ? Na1 O1 2.365(2) . ? Na1 O2 2.370(2) . ? Na1 O19 2.464(2) . ? Na1 O6 2.483(2) . ? Na1 N10 2.596(2) . ? O1 C45 1.423(4) . ? O1 C41 1.428(4) . ? O2 C42 1.425(4) . ? O2 C32 1.428(3) . ? C3 C8 1.384(4) . ? C3 C4 1.389(3) . ? C4 C7 1.405(3) . ? C5 C16 1.402(4) . ? C5 C14 1.402(4) . ? C5 B22 1.658(4) . ? O6 C40 1.420(4) . ? O6 C47 1.436(4) . ? C7 C20 1.405(3) . ? C7 B22 1.643(4) . ? C8 C15 1.379(4) . ? C9 C25 1.390(4) . ? C9 C17 1.413(4) . ? C9 B22 1.648(4) . ? N10 C33 1.478(4) . ? N10 C31 1.477(4) . ? N10 C29 1.480(4) . ? C11 C30 1.399(4) . ? C11 C24 1.403(4) . ? C11 B22 1.655(4) . ? N12 C13 1.320(3) . ? N12 C23 1.387(3) . ? C13 N27 1.334(4) . ? C14 C18 1.392(4) . ? C15 C20 1.383(4) . ? C16 C34 1.389(4) . ? C17 C44 1.385(4) . ? C18 C26 1.375(4) . ? O19 C46 1.379(5) . ? O19 C43 1.397(4) . ? C21 C23 1.495(4) . ? C21 C33 1.526(4) . ? C23 C35 1.349(4) . ? C24 C39 1.393(4) . ? C25 C36 1.396(4) . ? C26 C34 1.372(4) . ? N27 C35 1.360(4) . ? C28 C37 1.386(5) . ? C28 C30 1.390(4) . ? C29 C41 1.494(4) . ? C31 C32 1.505(4) . ? C36 C38 1.379(4) . ? C37 C39 1.367(5) . ? C38 C44 1.371(4) . ? C40 C45 1.490(5) . ? C42 C43 1.484(5) . ? C46 C47 1.412(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 N12 Na1 O1 94.62(8) . . ? N12 Na1 O2 134.89(9) . . ? O1 Na1 O2 109.58(8) . . ? N12 Na1 O19 131.08(9) . . ? O1 Na1 O19 118.36(9) . . ? O2 Na1 O19 69.14(8) . . ? N12 Na1 O6 94.55(8) . . ? O1 Na1 O6 70.20(8) . . ? O2 Na1 O6 128.96(8) . . ? O19 Na1 O6 67.71(8) . . ? N12 Na1 N10 81.77(8) . . ? O1 Na1 N10 72.13(8) . . ? O2 Na1 N10 71.01(7) . . ? O19 Na1 N10 139.96(9) . . ? O6 Na1 N10 141.70(9) . . ? C45 O1 C41 113.2(3) . . ? C45 O1 Na1 108.73(18) . . ? C41 O1 Na1 110.81(17) . . ? C42 O2 C32 113.4(2) . . ? C42 O2 Na1 113.59(19) . . ? C32 O2 Na1 114.55(16) . . ? C8 C3 C4 120.1(2) . . ? C3 C4 C7 122.8(2) . . ? C16 C5 C14 113.9(2) . . ? C16 C5 B22 123.5(2) . . ? C14 C5 B22 122.6(2) . . ? C40 O6 C47 113.4(3) . . ? C40 O6 Na1 110.36(19) . . ? C47 O6 Na1 113.1(2) . . ? C20 C7 C4 114.6(2) . . ? C20 C7 B22 122.0(2) . . ? C4 C7 B22 123.3(2) . . ? C15 C8 C3 119.1(2) . . ? C25 C9 C17 114.6(2) . . ? C25 C9 B22 124.1(2) . . ? C17 C9 B22 121.3(2) . . ? C33 N10 C31 109.3(2) . . ? C33 N10 C29 109.4(2) . . ? C31 N10 C29 111.6(2) . . ? C33 N10 Na1 118.40(17) . . ? C31 N10 Na1 105.15(16) . . ? C29 N10 Na1 102.84(17) . . ? C30 C11 C24 114.7(3) . . ? C30 C11 B22 120.7(2) . . ? C24 C11 B22 124.6(3) . . ? C13 N12 C23 105.1(2) . . ? C13 N12 Na1 130.4(2) . . ? C23 N12 Na1 124.45(18) . . ? N12 C13 N27 111.6(3) . . ? C18 C14 C5 122.9(3) . . ? C8 C15 C20 120.1(2) . . ? C34 C16 C5 123.6(3) . . ? C44 C17 C9 123.0(3) . . ? C26 C18 C14 120.8(3) . . ? C46 O19 C43 117.7(3) . . ? C46 O19 Na1 110.4(2) . . ? C43 O19 Na1 112.54(19) . . ? C15 C20 C7 123.2(3) . . ? C23 C21 C33 113.9(2) . . ? C7 B22 C9 108.5(2) . . ? C7 B22 C11 109.0(2) . . ? C9 B22 C11 111.4(2) . . ? C7 B22 C5 109.0(2) . . ? C9 B22 C5 109.5(2) . . ? C11 B22 C5 109.3(2) . . ? C35 C23 N12 109.1(3) . . ? C35 C23 C21 128.9(3) . . ? N12 C23 C21 122.0(2) . . ? C39 C24 C11 122.7(3) . . ? C9 C25 C36 122.7(3) . . ? C34 C26 C18 118.5(3) . . ? C13 N27 C35 107.5(3) . . ? C37 C28 C30 119.6(3) . . ? N10 C29 C41 111.6(2) . . ? C28 C30 C11 123.2(3) . . ? N10 C31 C32 113.9(2) . . ? O2 C32 C31 108.2(2) . . ? N10 C33 C21 113.5(2) . . ? C26 C34 C16 120.3(3) . . ? C23 C35 N27 106.7(3) . . ? C38 C36 C25 120.7(3) . . ? C39 C37 C28 119.4(3) . . ? C44 C38 C36 118.5(3) . . ? C37 C39 C24 120.3(3) . . ? O6 C40 C45 108.3(3) . . ? O1 C41 C29 108.5(2) . . ? O2 C42 C43 108.1(3) . . ? O19 C43 C42 112.0(3) . . ? C38 C44 C17 120.5(3) . . ? O1 C45 C40 108.3(3) . . ? O19 C46 C47 112.5(4) . . ? C46 C47 O6 112.5(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.14 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.651 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.047 data_SAD.CIF _database_code_CSD 191120 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'JXH-I-91B' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H49 B N Na O4' _chemical_formula_weight 665.62 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' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.7846(10) _cell_length_b 26.228(3) _cell_length_c 13.0227(13) _cell_angle_alpha 90.00 _cell_angle_beta 95.557(2) _cell_angle_gamma 90.00 _cell_volume 3666.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(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 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9789 _exptl_absorpt_correction_T_max 0.9831 _exptl_absorpt_process_details ? _exptl_special_details ; Data were corrected for decay and absorption using the program SADABS based on the method of R.H. Blessing (Acta Cryst. A51, 33-38, 1995). ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 20379 _diffrn_reflns_av_R_equivalents 0.0633 _diffrn_reflns_av_sigmaI/netI 0.1047 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 27.12 _reflns_number_total 8049 _reflns_number_gt 3789 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0443P)^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 8049 _refine_ls_number_parameters 645 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1487 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1259 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.939 _refine_ls_shift/su_max 0.368 _refine_ls_shift/su_mean 0.013 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 Na1 Na 0.16590(7) 0.36472(3) 0.72760(6) 0.0403(2) Uani 1 1 d . . . C1F C -0.31691(18) 0.42933(8) 0.36943(16) 0.0297(5) Uani 1 1 d . . . C1E C -0.29022(18) 0.38837(8) 0.18366(16) 0.0318(5) Uani 1 1 d . . . C1D C -0.51903(18) 0.40053(8) 0.25346(15) 0.0286(5) Uani 1 1 d . . . C6D C -0.61794(19) 0.36657(8) 0.25755(15) 0.0349(5) Uani 1 1 d . . . H6D H -0.6000 0.3321 0.2758 0.042 Uiso 1 1 calc R . . C2D C -0.55479(19) 0.45023(8) 0.22550(16) 0.0346(5) Uani 1 1 d . . . H2D H -0.4914 0.4752 0.2220 0.042 Uiso 1 1 calc R . . C6F C -0.38467(19) 0.44303(9) 0.45200(16) 0.0379(6) Uani 1 1 d . . . H6F H -0.4627 0.4269 0.4573 0.045 Uiso 1 1 calc R . . C1C C -0.35908(17) 0.32830(8) 0.33249(17) 0.0331(5) Uani 1 1 d . . . C2F C -0.20485(19) 0.45589(8) 0.36612(17) 0.0376(6) Uani 1 1 d . . . H2F H -0.1550 0.4487 0.3116 0.045 Uiso 1 1 calc R . . B1 B -0.3715(2) 0.38639(9) 0.28454(19) 0.0307(6) Uani 1 1 d . . . C5F C -0.3441(2) 0.47866(9) 0.52619(17) 0.0442(6) Uani 1 1 d . . . H5F H -0.3929 0.4860 0.5813 0.053 Uiso 1 1 calc R . . C6E C -0.16931(19) 0.36773(9) 0.19070(18) 0.0414(6) Uani 1 1 d . . . H6E H -0.1383 0.3513 0.2530 0.050 Uiso 1 1 calc R . . C3D C -0.6778(2) 0.46515(9) 0.20251(16) 0.0387(6) Uani 1 1 d . . . H3D H -0.6968 0.4994 0.1831 0.046 Uiso 1 1 calc R . . C2E C -0.3280(2) 0.41131(8) 0.08945(17) 0.0404(6) Uani 1 1 d . . . H2E H -0.4086 0.4262 0.0799 0.048 Uiso 1 1 calc R . . C3F C -0.1634(2) 0.49223(9) 0.43889(19) 0.0482(7) Uani 1 1 d . . . H3F H -0.0869 0.5095 0.4329 0.058 Uiso 1 1 calc R . . C4E C -0.1352(2) 0.39272(10) 0.0192(2) 0.0520(7) Uani 1 1 d . . . H4E H -0.0837 0.3940 -0.0359 0.062 Uiso 1 1 calc R . . C4D C -0.7726(2) 0.43026(9) 0.20792(17) 0.0403(6) Uani 1 1 d . . . H4D H -0.8571 0.4401 0.1926 0.048 Uiso 1 1 calc R . . C5E C -0.0938(2) 0.37019(9) 0.11144(19) 0.0476(7) Uani 1 1 d . . . H5E H -0.0123 0.3562 0.1206 0.057 Uiso 1 1 calc R . . C6A C 0.2307(17) 0.2914(7) 0.8940(15) 0.030(2) Uani 0.564(4) 1 d P A 1 C5D C -0.7421(2) 0.38112(9) 0.23588(17) 0.0429(6) Uani 1 1 d . . . H5D H -0.8064 0.3567 0.2406 0.052 Uiso 1 1 calc R . . C6C C -0.33854(19) 0.31708(9) 0.43739(19) 0.0455(6) Uani 1 1 d . . . H6C H -0.3324 0.3443 0.4857 0.055 Uiso 1 1 calc R . . C4F C -0.2322(2) 0.50354(9) 0.51975(19) 0.0493(7) Uani 1 1 d . . . H4F H -0.2032 0.5280 0.5702 0.059 Uiso 1 1 calc R . . C2C C -0.3694(2) 0.28577(9) 0.2673(2) 0.0463(6) Uani 1 1 d . . . H2C H -0.3846 0.2913 0.1951 0.056 Uiso 1 1 calc R . . C5C C -0.3266(2) 0.26698(11) 0.4738(2) 0.0632(8) Uani 1 1 d . . . H5C H -0.3114 0.2609 0.5459 0.076 Uiso 1 1 calc R . . N9A N 0.3346(5) 0.3979(3) 0.8624(5) 0.0388(15) Uani 0.564(4) 1 d P A 1 C3E C -0.2528(2) 0.41341(9) 0.00861(19) 0.0511(7) Uani 1 1 d . . . H3E H -0.2830 0.4293 -0.0545 0.061 Uiso 1 1 calc R . . C4C C -0.3366(2) 0.22673(11) 0.4073(3) 0.0675(9) Uani 1 1 d . . . H4C H -0.3284 0.1928 0.4325 0.081 Uiso 1 1 calc R . . O18A O 0.1170(5) 0.33218(14) 0.5616(3) 0.0602(13) Uani 0.564(4) 1 d P A 1 C8B C 0.3463(6) 0.3706(3) 0.9691(6) 0.0223(15) Uiso 0.436(4) 1 d P A 2 H8B1 H 0.3609 0.3920 1.0317 0.027 Uiso 0.436(4) 1 calc PR A 2 H8B2 H 0.4281 0.3591 0.9493 0.027 Uiso 0.436(4) 1 calc PR A 2 C1A C 0.2311(17) 0.2699(8) 0.8061(15) 0.044(5) Uani 0.564(4) 1 d P A 1 H1A H 0.3096 0.2652 0.7800 0.053 Uiso 0.564(4) 1 calc PR A 1 O21A O 0.3471(8) 0.3652(2) 0.6530(5) 0.0590(18) Uani 0.564(4) 1 d P A 1 C3C C -0.3586(2) 0.23595(10) 0.3030(2) 0.0600(8) Uani 1 1 d . . . H3C H -0.3664 0.2083 0.2557 0.072 Uiso 1 1 calc R . . O15A O -0.0185(5) 0.40360(18) 0.6502(4) 0.0525(13) Uani 0.564(4) 1 d P A 1 C3A C 0.013(2) 0.2575(8) 0.7827(18) 0.061(6) Uani 0.564(4) 1 d P A 1 H3A H -0.0606 0.2447 0.7456 0.073 Uiso 0.564(4) 1 calc PR A 1 C14A C -0.1006(12) 0.4205(5) 0.7228(12) 0.073(5) Uani 0.564(4) 1 d P A 1 H14A H -0.1322 0.3912 0.7604 0.087 Uiso 0.564(4) 1 calc PR A 1 H14B H -0.1724 0.4391 0.6874 0.087 Uiso 0.564(4) 1 calc PR A 1 C19A C 0.2375(14) 0.3261(6) 0.5178(9) 0.089(5) Uani 0.564(4) 1 d P A 1 H19A H 0.2709 0.2921 0.5391 0.107 Uiso 0.564(4) 1 calc PR A 1 H19B H 0.2202 0.3254 0.4418 0.107 Uiso 0.564(4) 1 calc PR A 1 O12A O 0.0843(5) 0.4288(2) 0.8339(4) 0.0456(14) Uani 0.564(4) 1 d P A 1 C20A C 0.3327(14) 0.3618(5) 0.5420(11) 0.079(5) Uani 0.564(4) 1 d P A 1 H20A H 0.3094 0.3954 0.5111 0.095 Uiso 0.564(4) 1 calc PR A 1 H20B H 0.4112 0.3504 0.5159 0.095 Uiso 0.564(4) 1 calc PR A 1 C17A C 0.0251(14) 0.3555(6) 0.5028(9) 0.091(7) Uani 0.564(4) 1 d P A 1 H17A H -0.0101 0.3322 0.4477 0.109 Uiso 0.564(4) 1 calc PR A 1 H17B H 0.0580 0.3861 0.4698 0.109 Uiso 0.564(4) 1 calc PR A 1 C13A C -0.0234(5) 0.4555(2) 0.7962(5) 0.0571(17) Uani 0.564(4) 1 d P A 1 H13A H -0.0005 0.4868 0.7597 0.069 Uiso 0.564(4) 1 calc PR A 1 H13B H -0.0715 0.4656 0.8539 0.069 Uiso 0.564(4) 1 calc PR A 1 C5A C 0.1155(12) 0.3009(4) 0.9347(7) 0.047(2) Uani 0.564(4) 1 d P A 1 H5A H 0.1120 0.3192 0.9973 0.057 Uiso 0.564(4) 1 calc PR A 1 C23A C 0.4496(14) 0.3980(6) 0.8116(9) 0.066(4) Uani 0.564(4) 1 d P A 1 H23A H 0.4945 0.3656 0.8275 0.079 Uiso 0.564(4) 1 calc PR A 1 H23B H 0.5034 0.4262 0.8402 0.079 Uiso 0.564(4) 1 calc PR A 1 C2A C 0.1261(15) 0.2527(6) 0.7451(13) 0.065(6) Uani 0.564(4) 1 d P A 1 H2A H 0.1331 0.2381 0.6792 0.078 Uiso 0.564(4) 1 calc PR A 1 C4A C 0.0088(10) 0.2826(5) 0.8800(13) 0.064(3) Uani 0.564(4) 1 d P A 1 H4A H -0.0691 0.2866 0.9075 0.076 Uiso 0.564(4) 1 calc PR A 1 C16A C -0.0782(8) 0.3715(3) 0.5722(6) 0.076(3) Uani 0.564(4) 1 d P A 1 H16A H -0.1459 0.3902 0.5313 0.091 Uiso 0.564(4) 1 calc PR A 1 H16B H -0.1141 0.3411 0.6034 0.091 Uiso 0.564(4) 1 calc PR A 1 C11A C 0.1695(9) 0.4597(3) 0.8983(6) 0.065(2) Uani 0.564(4) 1 d P A 1 H11A H 0.1476 0.4960 0.8876 0.079 Uiso 0.564(4) 1 calc PR A 1 H11B H 0.1620 0.4513 0.9716 0.079 Uiso 0.564(4) 1 calc PR A 1 C22A C 0.4285(8) 0.4041(4) 0.6958(8) 0.064(3) Uani 0.564(4) 1 d P A 1 H22A H 0.3918 0.4380 0.6788 0.077 Uiso 0.564(4) 1 calc PR A 1 H22B H 0.5092 0.4019 0.6657 0.077 Uiso 0.564(4) 1 calc PR A 1 C7A C 0.3479(5) 0.3141(2) 0.9552(4) 0.0517(15) Uani 0.564(4) 1 d P A 1 H7A1 H 0.3528 0.3018 1.0273 0.062 Uiso 0.564(4) 1 calc PR A 1 H7A2 H 0.4231 0.3021 0.9245 0.062 Uiso 0.564(4) 1 calc PR A 1 C10A C 0.2930(6) 0.4518(2) 0.8763(4) 0.0636(17) Uani 0.564(4) 1 d P A 1 H10A H 0.3487 0.4672 0.9329 0.076 Uiso 0.564(4) 1 calc PR A 1 H10B H 0.3057 0.4708 0.8125 0.076 Uiso 0.564(4) 1 calc PR A 1 C2B C 0.2000(14) 0.2510(6) 0.7423(15) 0.058(4) Uani 0.436(4) 1 d P A 2 H2B H 0.2445 0.2393 0.6874 0.069 Uiso 0.436(4) 1 calc PR A 2 C17B C 0.1166(8) 0.3463(3) 0.4693(6) 0.050(2) Uani 0.436(4) 1 d P A 2 H17C H 0.1100 0.3202 0.4141 0.060 Uiso 0.436(4) 1 calc PR A 2 H17D H 0.1409 0.3791 0.4394 0.060 Uiso 0.436(4) 1 calc PR A 2 O12B O 0.0336(6) 0.4173(3) 0.7968(4) 0.0432(16) Uani 0.436(4) 1 d P A 2 C14B C -0.1017(9) 0.3940(3) 0.6539(7) 0.0437(18) Uani 0.436(4) 1 d P A 2 H14C H -0.1277 0.3622 0.6867 0.052 Uiso 0.436(4) 1 calc PR A 2 H14D H -0.1720 0.4063 0.6056 0.052 Uiso 0.436(4) 1 calc PR A 2 O15B O 0.0045(5) 0.3848(2) 0.5999(5) 0.0393(14) Uani 0.436(4) 1 d P A 2 C11B C 0.0952(9) 0.4559(4) 0.8561(7) 0.039(2) Uani 0.436(4) 1 d P A 2 H11C H 0.0336 0.4758 0.8909 0.047 Uiso 0.436(4) 1 calc PR A 2 H11D H 0.1363 0.4792 0.8102 0.047 Uiso 0.436(4) 1 calc PR A 2 C10B C 0.1889(9) 0.4349(3) 0.9338(6) 0.058(2) Uani 0.436(4) 1 d P A 2 H10C H 0.1467 0.4151 0.9849 0.070 Uiso 0.436(4) 1 calc PR A 2 H10D H 0.2346 0.4633 0.9707 0.070 Uiso 0.436(4) 1 calc PR A 2 C3B C 0.070(2) 0.2454(8) 0.734(2) 0.063(5) Uani 0.436(4) 1 d P A 2 H3B H 0.0281 0.2274 0.6772 0.075 Uiso 0.436(4) 1 calc PR A 2 N9B N 0.2818(7) 0.4004(4) 0.8849(7) 0.045(2) Uani 0.436(4) 1 d P A 2 C20B C 0.4152(8) 0.3538(3) 0.6145(7) 0.067(2) Uani 0.436(4) 1 d P A 2 H20C H 0.4391 0.3208 0.6474 0.081 Uiso 0.436(4) 1 calc PR A 2 H20D H 0.4911 0.3695 0.5910 0.081 Uiso 0.436(4) 1 calc PR A 2 C19B C 0.3273(12) 0.3451(8) 0.5278(15) 0.094(6) Uani 0.436(4) 1 d P A 2 H19C H 0.3223 0.3764 0.4850 0.113 Uiso 0.436(4) 1 calc PR A 2 H19D H 0.3599 0.3176 0.4859 0.113 Uiso 0.436(4) 1 calc PR A 2 C22B C 0.4456(16) 0.4052(7) 0.7671(11) 0.057(4) Uani 0.436(4) 1 d P A 2 H22C H 0.5033 0.4301 0.7400 0.068 Uiso 0.436(4) 1 calc PR A 2 H22D H 0.4962 0.3775 0.8015 0.068 Uiso 0.436(4) 1 calc PR A 2 C13B C -0.0674(11) 0.4332(5) 0.7334(12) 0.039(4) Uani 0.436(4) 1 d P A 2 H13C H -0.0477 0.4656 0.6998 0.047 Uiso 0.436(4) 1 calc PR A 2 H13D H -0.1385 0.4392 0.7745 0.047 Uiso 0.436(4) 1 calc PR A 2 C1B C 0.264(3) 0.2721(12) 0.825(3) 0.048(6) Uani 0.436(4) 1 d P A 2 H1B H 0.3522 0.2713 0.8317 0.057 Uiso 0.436(4) 1 calc PR A 2 C23B C 0.3752(7) 0.4304(4) 0.8425(5) 0.060(2) Uani 0.436(4) 1 d P A 2 H23C H 0.4347 0.4424 0.9001 0.072 Uiso 0.436(4) 1 calc PR A 2 H23D H 0.3345 0.4609 0.8096 0.072 Uiso 0.436(4) 1 calc PR A 2 O21B O 0.3685(9) 0.3849(3) 0.6851(7) 0.055(2) Uani 0.436(4) 1 d P A 2 O18B O 0.2046(8) 0.3317(4) 0.5485(5) 0.051(2) Uani 0.436(4) 1 d P A 2 C4B C 0.002(3) 0.2677(11) 0.813(2) 0.053(7) Uani 0.436(4) 1 d P A 2 H4B H -0.0868 0.2661 0.8083 0.064 Uiso 0.436(4) 1 calc PR A 2 C16B C -0.0097(15) 0.3521(8) 0.5154(13) 0.055(5) Uani 0.436(4) 1 d P A 2 H16C H -0.0729 0.3659 0.4626 0.066 Uiso 0.436(4) 1 calc PR A 2 H16D H -0.0387 0.3183 0.5372 0.066 Uiso 0.436(4) 1 calc PR A 2 C8A C 0.3460(11) 0.3666(5) 0.9547(8) 0.223(8) Uani 0.564(4) 1 d PU A 1 H8A1 H 0.4236 0.3776 0.9955 0.267 Uiso 0.564(4) 1 calc PR A 1 H8A2 H 0.2766 0.3767 0.9948 0.267 Uiso 0.564(4) 1 calc PR A 1 C6B C 0.1936(16) 0.2973(8) 0.907(2) 0.031(4) Uani 0.436(4) 1 d P A 2 C5B C 0.0676(14) 0.2906(4) 0.8920(14) 0.046(4) Uani 0.436(4) 1 d P A 2 H5B H 0.0212 0.3038 0.9444 0.055 Uiso 0.436(4) 1 calc PR A 2 C7B C 0.2616(8) 0.3216(2) 0.9928(5) 0.062(2) Uani 0.436(4) 1 d P A 2 H7B1 H 0.3167 0.2958 1.0291 0.074 Uiso 0.436(4) 1 calc PR A 2 H7B2 H 0.2012 0.3325 1.0410 0.074 Uiso 0.436(4) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Na1 0.0418(5) 0.0374(6) 0.0403(5) -0.0002(4) -0.0027(4) 0.0018(4) C1F 0.0279(12) 0.0274(13) 0.0336(13) 0.0051(10) 0.0015(10) 0.0028(9) C1E 0.0327(13) 0.0255(13) 0.0372(14) -0.0037(11) 0.0041(10) -0.0031(10) C1D 0.0327(12) 0.0271(13) 0.0260(12) -0.0019(10) 0.0036(9) -0.0009(10) C6D 0.0365(14) 0.0334(14) 0.0343(13) 0.0040(11) 0.0006(10) -0.0015(11) C2D 0.0356(13) 0.0324(15) 0.0357(13) -0.0031(11) 0.0029(10) -0.0031(10) C6F 0.0324(13) 0.0441(16) 0.0368(14) -0.0022(12) 0.0011(10) -0.0006(10) C1C 0.0271(12) 0.0325(14) 0.0399(14) 0.0038(11) 0.0039(10) -0.0001(10) C2F 0.0393(14) 0.0352(15) 0.0381(14) 0.0037(11) 0.0026(10) -0.0050(11) B1 0.0297(14) 0.0319(16) 0.0309(15) 0.0022(12) 0.0048(11) 0.0014(11) C5F 0.0527(16) 0.0448(16) 0.0337(14) -0.0045(12) -0.0031(11) 0.0086(13) C6E 0.0383(14) 0.0475(16) 0.0389(14) 0.0031(12) 0.0074(11) 0.0061(11) C3D 0.0398(14) 0.0353(15) 0.0400(14) -0.0009(11) -0.0016(11) 0.0062(11) C2E 0.0418(14) 0.0381(15) 0.0424(15) 0.0064(12) 0.0094(11) 0.0033(11) C3F 0.0511(16) 0.0424(17) 0.0487(16) 0.0063(13) -0.0077(13) -0.0157(12) C4E 0.0588(18) 0.0478(17) 0.0544(18) 0.0001(14) 0.0305(14) -0.0009(13) C4D 0.0288(13) 0.0489(17) 0.0424(15) -0.0023(12) -0.0008(10) 0.0033(11) C5E 0.0381(14) 0.0532(18) 0.0539(17) -0.0030(14) 0.0165(12) 0.0045(12) C6A 0.039(7) 0.027(6) 0.027(5) 0.002(4) 0.024(4) 0.020(4) C5D 0.0325(14) 0.0493(17) 0.0464(15) 0.0025(13) 0.0008(11) -0.0106(11) C6C 0.0456(15) 0.0387(16) 0.0514(17) 0.0111(13) 0.0013(11) -0.0077(11) C4F 0.0687(18) 0.0323(15) 0.0424(16) 0.0010(12) -0.0177(13) -0.0026(13) C2C 0.0532(16) 0.0319(15) 0.0545(17) -0.0013(13) 0.0085(12) 0.0005(11) C5C 0.0671(19) 0.052(2) 0.069(2) 0.0266(17) -0.0029(15) -0.0086(15) N9A 0.030(4) 0.040(3) 0.044(3) 0.020(3) -0.007(3) -0.023(3) C3E 0.0663(18) 0.0473(17) 0.0423(16) 0.0146(13) 0.0180(13) 0.0074(13) C4C 0.0566(19) 0.0350(18) 0.111(3) 0.0266(19) 0.0065(17) -0.0005(13) O18A 0.093(4) 0.050(2) 0.038(2) -0.0043(17) 0.006(3) -0.008(2) C1A 0.058(12) 0.037(5) 0.041(9) 0.001(5) 0.022(8) 0.010(7) O21A 0.087(4) 0.048(4) 0.048(4) -0.016(2) 0.039(3) -0.010(3) C3C 0.0606(19) 0.0328(17) 0.089(2) -0.0019(16) 0.0171(16) -0.0016(13) O15A 0.048(3) 0.050(3) 0.058(4) 0.009(2) -0.006(3) -0.008(2) C3A 0.081(11) 0.030(10) 0.067(13) 0.006(9) -0.016(7) -0.016(7) C14A 0.033(6) 0.119(11) 0.065(8) 0.029(7) -0.005(5) -0.003(5) C19A 0.137(13) 0.070(6) 0.071(7) 0.000(5) 0.062(7) -0.016(7) O12A 0.049(3) 0.033(3) 0.055(4) -0.012(3) 0.008(2) 0.006(3) C20A 0.122(11) 0.054(5) 0.065(8) 0.044(6) 0.029(6) 0.022(5) C17A 0.176(19) 0.050(7) 0.033(7) -0.009(6) -0.061(9) -0.015(11) C13A 0.062(4) 0.050(4) 0.064(4) 0.019(3) 0.031(3) 0.027(3) C5A 0.049(6) 0.041(5) 0.054(6) -0.001(4) 0.016(4) 0.005(4) C23A 0.033(4) 0.061(6) 0.098(10) 0.012(7) -0.016(7) -0.004(4) C2A 0.111(19) 0.028(6) 0.055(6) 0.000(4) 0.003(12) -0.020(10) C4A 0.037(6) 0.043(5) 0.110(9) 0.023(5) 0.006(8) -0.012(5) C16A 0.074(5) 0.065(5) 0.078(7) 0.020(4) -0.050(5) -0.027(4) C11A 0.102(7) 0.032(4) 0.061(6) -0.004(3) 0.001(5) -0.003(5) C22A 0.057(6) 0.065(6) 0.071(6) 0.022(6) 0.011(6) -0.010(4) C7A 0.048(3) 0.062(4) 0.044(3) 0.022(3) 0.001(3) -0.003(3) C10A 0.076(5) 0.054(4) 0.063(4) -0.031(3) 0.020(3) -0.025(3) C2B 0.092(12) 0.036(6) 0.048(6) 0.015(5) 0.018(8) 0.019(8) C17B 0.085(7) 0.033(4) 0.034(5) -0.003(3) 0.010(4) 0.009(4) O12B 0.055(4) 0.037(4) 0.036(3) -0.006(3) -0.002(2) 0.005(3) C14B 0.043(5) 0.053(5) 0.035(5) 0.006(4) 0.005(4) 0.004(4) O15B 0.042(3) 0.043(3) 0.032(3) -0.008(2) 0.001(3) 0.001(2) C11B 0.040(5) 0.047(5) 0.031(4) -0.011(5) 0.008(3) 0.005(5) C10B 0.085(6) 0.054(6) 0.037(5) -0.012(4) 0.013(4) -0.021(5) C3B 0.092(18) 0.026(8) 0.071(11) 0.000(7) 0.007(9) -0.019(8) N9B 0.027(4) 0.049(4) 0.060(5) 0.017(3) 0.010(4) -0.011(4) C20B 0.072(6) 0.066(6) 0.070(6) 0.003(5) 0.040(5) 0.011(4) C19B 0.019(6) 0.194(19) 0.071(8) -0.004(11) 0.015(5) -0.006(7) C22B 0.045(7) 0.055(8) 0.067(11) 0.003(9) -0.006(10) -0.021(5) C13B 0.031(7) 0.054(7) 0.032(5) -0.009(5) 0.001(5) 0.034(7) C1B 0.037(8) 0.039(7) 0.067(13) 0.031(9) 0.002(8) 0.004(6) C23B 0.056(6) 0.071(6) 0.051(5) 0.000(5) -0.003(4) -0.005(5) O21B 0.065(5) 0.068(8) 0.034(4) -0.006(4) 0.012(4) 0.000(5) O18B 0.032(4) 0.087(4) 0.034(4) 0.013(4) 0.011(4) 0.011(4) C4B 0.048(6) 0.034(11) 0.075(17) -0.007(9) -0.011(10) 0.000(6) C16B 0.039(5) 0.072(11) 0.057(7) -0.018(6) 0.011(5) 0.026(6) C8A 0.268(12) 0.225(12) 0.138(8) 0.104(8) -0.165(8) -0.165(10) C6B 0.049(14) 0.014(4) 0.034(8) -0.006(4) 0.016(8) 0.017(8) C5B 0.049(12) 0.029(6) 0.064(9) -0.002(6) 0.029(9) -0.004(7) C7B 0.094(6) 0.048(4) 0.041(4) 0.008(3) -0.008(4) -0.008(4) _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 Na1 O12B 2.236(7) . ? Na1 O21A 2.265(8) . ? Na1 O18A 2.337(4) . ? Na1 O15B 2.348(6) . ? Na1 O21B 2.365(11) . ? Na1 O15A 2.371(5) . ? Na1 O12A 2.398(5) . ? Na1 N9B 2.478(10) . ? Na1 N9A 2.556(6) . ? Na1 O18B 2.560(7) . ? Na1 C1A 2.75(2) . ? Na1 C1B 2.89(3) . ? C1F C2F 1.399(3) . ? C1F C6F 1.404(3) . ? C1F B1 1.646(3) . ? C1E C2E 1.392(3) . ? C1E C6E 1.407(3) . ? C1E B1 1.649(3) . ? C1D C6D 1.395(3) . ? C1D C2D 1.398(3) . ? C1D B1 1.646(3) . ? C6D C5D 1.395(3) . ? C2D C3D 1.388(3) . ? C6F C5F 1.384(3) . ? C1C C6C 1.394(3) . ? C1C C2C 1.399(3) . ? C1C B1 1.647(3) . ? C2F C3F 1.387(3) . ? C5F C4F 1.382(3) . ? C6E C5E 1.377(3) . ? C3D C4D 1.378(3) . ? C2E C3E 1.391(3) . ? C3F C4F 1.378(3) . ? C4E C5E 1.373(3) . ? C4E C3E 1.375(3) . ? C4D C5D 1.370(3) . ? C6A C1A 1.28(3) . ? C6A C5A 1.420(13) . ? C6A C7A 1.55(2) . ? C6C C5C 1.399(3) . ? C2C C3C 1.388(3) . ? C5C C4C 1.363(4) . ? N9A C8A 1.450(13) . ? N9A C23A 1.461(17) . ? N9A C10A 1.499(10) . ? C4C C3C 1.377(4) . ? O18A C17A 1.341(13) . ? O18A C19A 1.477(12) . ? C8B N9B 1.466(12) . ? C8B C7B 1.624(11) . ? C1A C2A 1.39(2) . ? O21A C22A 1.423(11) . ? O21A C20A 1.441(15) . ? O15A C16A 1.424(9) . ? O15A C14A 1.427(14) . ? C3A C2A 1.36(3) . ? C3A C4A 1.43(3) . ? C14A C13A 1.516(14) . ? C19A C20A 1.40(2) . ? O12A C13A 1.405(8) . ? O12A C11A 1.433(9) . ? C17A C16A 1.559(16) . ? C5A C4A 1.380(11) . ? C23A C22A 1.511(13) . ? C11A C10A 1.404(10) . ? C7A C8A 1.375(14) . ? C2B C1B 1.34(4) . ? C2B C3B 1.40(3) . ? C17B O18B 1.385(12) . ? C17B C16B 1.548(18) . ? O12B C13B 1.366(14) . ? O12B C11B 1.402(10) . ? C14B O15B 1.422(11) . ? C14B C13B 1.479(18) . ? O15B C16B 1.392(18) . ? C11B C10B 1.466(14) . ? C10B N9B 1.533(12) . ? C3B C4B 1.45(4) . ? N9B C23B 1.430(10) . ? C20B O21B 1.362(12) . ? C20B C19B 1.42(2) . ? C19B O18B 1.420(19) . ? C22B O21B 1.394(15) . ? C22B C23B 1.46(2) . ? C1B C6B 1.52(4) . ? C4B C5B 1.34(3) . ? C6B C5B 1.36(2) . ? C6B C7B 1.43(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O12B Na1 O21A 141.3(2) . . ? O12B Na1 O18A 120.15(18) . . ? O21A Na1 O18A 74.45(19) . . ? O12B Na1 O15B 71.87(19) . . ? O21A Na1 O15B 107.8(2) . . ? O18A Na1 O15B 48.77(19) . . ? O12B Na1 O21B 126.6(3) . . ? O21A Na1 O21B 16.97(16) . . ? O18A Na1 O21B 89.8(2) . . ? O15B Na1 O21B 115.0(2) . . ? O12B Na1 O15A 50.5(2) . . ? O21A Na1 O15A 122.5(2) . . ? O18A Na1 O15A 70.05(19) . . ? O15B Na1 O15A 21.37(11) . . ? O21B Na1 O15A 124.0(3) . . ? O12B Na1 O12A 18.39(13) . . ? O21A Na1 O12A 128.56(19) . . ? O18A Na1 O12A 136.68(19) . . ? O15B Na1 O12A 87.9(2) . . ? O21B Na1 O12A 112.1(2) . . ? O15A Na1 O12A 66.7(2) . . ? O12B Na1 N9B 74.0(2) . . ? O21A Na1 N9B 88.0(2) . . ? O18A Na1 N9B 162.48(19) . . ? O15B Na1 N9B 141.4(3) . . ? O21B Na1 N9B 72.9(2) . . ? O15A Na1 N9B 121.6(2) . . ? O12A Na1 N9B 56.1(2) . . ? O12B Na1 N9A 87.3(2) . . ? O21A Na1 N9A 72.9(2) . . ? O18A Na1 N9A 147.34(19) . . ? O15B Na1 N9A 147.2(2) . . ? O21B Na1 N9A 58.1(2) . . ? O15A Na1 N9A 131.1(2) . . ? O12A Na1 N9A 69.0(2) . . ? N9B Na1 N9A 15.17(16) . . ? O12B Na1 O18B 137.9(2) . . ? O21A Na1 O18B 52.2(3) . . ? O18A Na1 O18B 22.40(19) . . ? O15B Na1 O18B 66.7(2) . . ? O21B Na1 O18B 68.1(3) . . ? O15A Na1 O18B 87.8(2) . . ? O12A Na1 O18B 149.8(2) . . ? N9B Na1 O18B 140.1(3) . . ? N9A Na1 O18B 125.0(3) . . ? O12B Na1 C1A 123.9(4) . . ? O21A Na1 C1A 88.0(4) . . ? O18A Na1 C1A 92.3(4) . . ? O15B Na1 C1A 127.6(4) . . ? O21B Na1 C1A 94.6(5) . . ? O15A Na1 C1A 136.0(4) . . ? O12A Na1 C1A 120.9(4) . . ? N9B Na1 C1A 86.8(5) . . ? N9A Na1 C1A 85.0(4) . . ? O18B Na1 C1A 88.5(5) . . ? O12B Na1 C1B 124.2(8) . . ? O21A Na1 C1B 84.2(7) . . ? O18A Na1 C1B 97.9(8) . . ? O15B Na1 C1B 135.4(7) . . ? O21B Na1 C1B 89.1(6) . . ? O15A Na1 C1B 143.4(6) . . ? O12A Na1 C1B 118.4(8) . . ? N9B Na1 C1B 79.8(7) . . ? N9A Na1 C1B 77.3(7) . . ? O18B Na1 C1B 91.7(8) . . ? C1A Na1 C1B 7.9(9) . . ? C2F C1F C6F 114.3(2) . . ? C2F C1F B1 124.99(19) . . ? C6F C1F B1 120.70(18) . . ? C2E C1E C6E 114.48(19) . . ? C2E C1E B1 125.67(18) . . ? C6E C1E B1 119.78(19) . . ? C6D C1D C2D 114.39(19) . . ? C6D C1D B1 124.86(19) . . ? C2D C1D B1 120.66(18) . . ? C5D C6D C1D 122.7(2) . . ? C3D C2D C1D 123.6(2) . . ? C5F C6F C1F 123.7(2) . . ? C6C C1C C2C 114.9(2) . . ? C6C C1C B1 124.5(2) . . ? C2C C1C B1 120.6(2) . . ? C3F C2F C1F 122.9(2) . . ? C1F B1 C1D 106.57(16) . . ? C1F B1 C1C 111.57(17) . . ? C1D B1 C1C 110.03(16) . . ? C1F B1 C1E 109.30(17) . . ? C1D B1 C1E 111.88(17) . . ? C1C B1 C1E 107.54(17) . . ? C4F C5F C6F 119.7(2) . . ? C5E C6E C1E 123.0(2) . . ? C4D C3D C2D 120.0(2) . . ? C3E C2E C1E 122.8(2) . . ? C4F C3F C2F 120.5(2) . . ? C5E C4E C3E 118.5(2) . . ? C5D C4D C3D 118.6(2) . . ? C4E C5E C6E 120.6(2) . . ? C1A C6A C5A 119.5(19) . . ? C1A C6A C7A 124.0(16) . . ? C5A C6A C7A 116.2(13) . . ? C1A C6A Na1 69.4(12) . . ? C5A C6A Na1 90.4(10) . . ? C7A C6A Na1 104.6(9) . . ? C4D C5D C6D 120.8(2) . . ? C1C C6C C5C 122.1(2) . . ? C3F C4F C5F 118.9(2) . . ? C3C C2C C1C 123.3(2) . . ? C4C C5C C6C 120.9(3) . . ? C8A N9A C23A 111.7(8) . . ? C8A N9A C10A 115.9(8) . . ? C23A N9A C10A 109.3(8) . . ? C8A N9A Na1 111.9(5) . . ? C23A N9A Na1 105.6(7) . . ? C10A N9A Na1 101.7(4) . . ? C4E C3E C2E 120.6(2) . . ? C5C C4C C3C 119.1(3) . . ? C17A O18A C19A 117.3(9) . . ? C17A O18A Na1 116.7(6) . . ? C19A O18A Na1 105.6(6) . . ? N9B C8B C7B 109.2(6) . . ? C6A C1A C2A 125.5(19) . . ? C6A C1A Na1 84.9(13) . . ? C2A C1A Na1 85.2(11) . . ? C22A O21A C20A 116.1(8) . . ? C22A O21A Na1 111.2(5) . . ? C20A O21A Na1 114.6(7) . . ? C4C C3C C2C 119.8(3) . . ? C16A O15A C14A 112.9(9) . . ? C16A O15A Na1 110.6(5) . . ? C14A O15A Na1 113.6(6) . . ? C2A C3A C4A 117.8(18) . . ? O15A C14A C13A 105.6(9) . . ? C20A C19A O18A 119.5(10) . . ? C20A C19A Na1 79.7(7) . . ? O18A C19A Na1 46.9(4) . . ? C13A O12A C11A 112.6(6) . . ? C13A O12A Na1 119.1(4) . . ? C11A O12A Na1 118.9(4) . . ? C19A C20A O21A 105.8(9) . . ? O18A C17A C16A 108.8(9) . . ? O12A C13A C14A 107.6(7) . . ? C4A C5A C6A 117.5(14) . . ? N9A C23A C22A 113.6(11) . . ? C3A C2A C1A 118(2) . . ? C3A C2A Na1 94.4(13) . . ? C1A C2A Na1 67.1(10) . . ? C5A C4A C3A 121.4(15) . . ? O15A C16A C17A 105.9(9) . . ? C10A C11A O12A 111.4(6) . . ? O21A C22A C23A 110.1(11) . . ? O21A C22A Na1 43.3(4) . . ? C23A C22A Na1 83.2(9) . . ? C8A C7A C6A 111.9(8) . . ? C11A C10A N9A 117.7(6) . . ? C1B C2B C3B 123(2) . . ? C1B C2B Na1 71.9(14) . . ? C3B C2B Na1 89.1(11) . . ? O18B C17B C16B 107.7(10) . . ? C13B O12B C11B 114.9(8) . . ? C13B O12B Na1 116.6(6) . . ? C11B O12B Na1 112.3(5) . . ? O15B C14B C13B 107.8(10) . . ? O15B C14B Na1 47.9(4) . . ? C13B C14B Na1 77.9(6) . . ? C16B O15B C14B 117.6(10) . . ? C16B O15B Na1 116.0(8) . . ? C14B O15B Na1 105.4(5) . . ? O12B C11B C10B 111.6(7) . . ? O12B C11B Na1 42.6(4) . . ? C10B C11B Na1 83.9(5) . . ? C11B C10B N9B 111.6(7) . . ? C2B C3B C4B 118(2) . . ? C23B N9B C8B 106.3(7) . . ? C23B N9B C10B 110.4(8) . . ? C8B N9B C10B 106.6(7) . . ? C23B N9B Na1 101.9(6) . . ? C8B N9B Na1 125.6(6) . . ? C10B N9B Na1 105.6(5) . . ? O21B C20B C19B 111.8(9) . . ? O18B C19B C20B 116.8(13) . . ? O21B C22B C23B 112.3(14) . . ? O12B C13B C14B 110.0(8) . . ? O12B C13B Na1 40.2(4) . . ? C14B C13B Na1 74.3(5) . . ? C2B C1B C6B 119(2) . . ? C2B C1B Na1 82.0(13) . . ? C6B C1B Na1 75.8(15) . . ? N9B C23B C22B 116.3(10) . . ? N9B C23B Na1 51.3(5) . . ? C22B C23B Na1 79.9(8) . . ? C20B O21B C22B 121.0(11) . . ? C20B O21B Na1 115.7(6) . . ? C22B O21B Na1 113.7(10) . . ? C17B O18B C19B 112.0(9) . . ? C17B O18B Na1 115.1(6) . . ? C19B O18B Na1 109.0(10) . . ? C5B C4B C3B 117(2) . . ? O15B C16B C17B 109.4(14) . . ? C7A C8A N9A 124.7(10) . . ? C5B C6B C7B 126.4(18) . . ? C5B C6B C1B 114(2) . . ? C7B C6B C1B 119.6(16) . . ? C5B C6B Na1 86.8(13) . . ? C7B C6B Na1 111.2(11) . . ? C1B C6B Na1 73.9(14) . . ? C4B C5B C6B 127.8(19) . . ? C6B C7B C8B 117.3(10) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.280 _refine_diff_density_min -0.171 _refine_diff_density_rms 0.035