# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_Cambridge 0177 _publ_contact_author_name 'Roger Alberto' _publ_contact_author_address ; Winterhurerstrasse 190 Zurich 8057 ; _publ_contact_author_email ariel@aci.unizh.ch loop_ _publ_author_name R.Alberto R.Motterlini data_sp050907 _database_code_depnum_ccdc_archive 'CCDC 775354' #TrackingRef '- OBC-Alberto-2010-compd-2-3-4-6-8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H35 B K N3 O7' _chemical_formula_weight 455.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 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' _cell_length_a 8.5561(2) _cell_length_b 15.6585(4) _cell_length_c 17.7150(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2373.38(10) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 5803 _cell_measurement_theta_min 2.3743 _cell_measurement_theta_max 30.9663 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 0.265 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8668 _exptl_absorpt_correction_T_max 0.9869 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur Ruby' _diffrn_measurement_method '/o oscillation scan' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21375 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0924 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 28.28 _reflns_number_total 5896 _reflns_number_gt 3384 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis RED (Oxford, 2007)' _computing_cell_refinement 'CrysAlis RED (Oxford, 2007)' _computing_data_reduction 'CrysAlis RED (Oxford, 2007)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0283P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 5896 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0872 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0694 _refine_ls_wR_factor_gt 0.0580 _refine_ls_goodness_of_fit_ref 0.880 _refine_ls_restrained_S_all 0.880 _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 C2 C 0.4637(3) 0.88205(13) 0.69896(12) 0.0407(6) Uani 1 1 d . . . H2A H 0.4228 0.8576 0.7466 0.049 Uiso 1 1 calc R . . H2B H 0.4547 0.9450 0.7018 0.049 Uiso 1 1 calc R . . C3 C 0.6310(3) 0.85729(13) 0.68896(12) 0.0396(6) Uani 1 1 d . . . H3A H 0.6703 0.8787 0.6399 0.048 Uiso 1 1 calc R . . H3B H 0.6952 0.8826 0.7297 0.048 Uiso 1 1 calc R . . C5 C 0.7999(2) 0.73888(16) 0.68914(12) 0.0475(6) Uani 1 1 d . . . H5A H 0.8605 0.7673 0.7296 0.057 Uiso 1 1 calc R . . H5B H 0.8474 0.7540 0.6399 0.057 Uiso 1 1 calc R . . C6 C 0.8033(3) 0.64471(16) 0.69996(12) 0.0493(6) Uani 1 1 d . . . H6A H 0.9128 0.6248 0.7039 0.059 Uiso 1 1 calc R . . H6B H 0.7484 0.6294 0.7472 0.059 Uiso 1 1 calc R . . C8 C 0.7293(3) 0.51436(13) 0.64347(14) 0.0486(6) Uani 1 1 d . . . H8B H 0.6741 0.4969 0.6901 0.058 Uiso 1 1 calc R . . H8A H 0.8382 0.4933 0.6464 0.058 Uiso 1 1 calc R . . C9 C 0.6502(3) 0.47679(14) 0.57653(14) 0.0497(7) Uani 1 1 d . . . H9A H 0.7013 0.4969 0.5297 0.060 Uiso 1 1 calc R . . H9B H 0.6574 0.4137 0.5782 0.060 Uiso 1 1 calc R . . C11 C 0.4091(3) 0.47330(13) 0.51242(12) 0.0443(6) Uani 1 1 d . . . H11A H 0.4179 0.4104 0.5084 0.053 Uiso 1 1 calc R . . H11B H 0.4551 0.4989 0.4664 0.053 Uiso 1 1 calc R . . C12 C 0.2428(3) 0.49815(13) 0.51903(13) 0.0460(6) Uani 1 1 d . . . H12A H 0.1824 0.4729 0.4769 0.055 Uiso 1 1 calc R . . H12B H 0.1994 0.4762 0.5671 0.055 Uiso 1 1 calc R . . C14 C 0.0704(2) 0.61463(15) 0.52356(13) 0.0422(6) Uani 1 1 d . . . H14A H 0.0286 0.5975 0.5734 0.051 Uiso 1 1 calc R . . H14B H 0.0069 0.5866 0.4839 0.051 Uiso 1 1 calc R . . C15 C 0.0619(3) 0.70951(14) 0.51501(12) 0.0403(6) Uani 1 1 d . . . H15A H 0.1146 0.7272 0.4678 0.048 Uiso 1 1 calc R . . H15B H -0.0486 0.7280 0.5125 0.048 Uiso 1 1 calc R . . C17 C 0.1311(2) 0.83872(13) 0.57443(12) 0.0413(5) Uani 1 1 d . . . H17A H 0.0212 0.8584 0.5740 0.050 Uiso 1 1 calc R . . H17B H 0.1826 0.8590 0.5277 0.050 Uiso 1 1 calc R . . C18 C 0.2137(2) 0.87337(13) 0.64198(14) 0.0425(5) Uani 1 1 d . . . H18A H 0.2023 0.9363 0.6439 0.051 Uiso 1 1 calc R . . H18B H 0.1680 0.8491 0.6886 0.051 Uiso 1 1 calc R . . C21 C 0.1784(2) 0.66063(15) 0.80377(11) 0.0334(5) Uani 1 1 d . . . C24 C 0.0475(2) 0.76789(14) 0.88372(12) 0.0413(6) Uani 1 1 d . . . H24A H 0.0194 0.8065 0.8416 0.050 Uiso 1 1 calc R . . H24B H 0.1464 0.7886 0.9062 0.050 Uiso 1 1 calc R . . C25 C -0.0815(2) 0.76955(14) 0.94323(11) 0.0403(5) Uani 1 1 d . . . H25A H -0.0466 0.7367 0.9879 0.048 Uiso 1 1 calc R . . H25B H -0.0991 0.8293 0.9594 0.048 Uiso 1 1 calc R . . C26 C -0.2318(2) 0.73315(14) 0.91547(10) 0.0358(5) Uani 1 1 d . . . C28 C -0.3996(3) 0.63633(17) 0.88803(12) 0.0493(6) Uani 1 1 d . . . H28A H -0.4510 0.5828 0.8834 0.059 Uiso 1 1 calc R . . C30 C -0.3521(2) 0.77145(16) 0.87881(11) 0.0392(6) Uani 1 1 d . . . H30 H -0.3607 0.8305 0.8670 0.047 Uiso 1 1 calc R . . N23 N 0.06948(18) 0.68173(10) 0.85492(9) 0.0363(4) Uani 1 1 d . . . H23A H 0.0078 0.6411 0.8720 0.044 Uiso 1 1 calc R . . N27 N -0.2613(2) 0.64654(12) 0.92126(9) 0.0441(5) Uani 1 1 d . . . N29 N -0.4580(2) 0.70950(13) 0.86206(10) 0.0448(5) Uani 1 1 d . . . H29A H -0.5478 0.7164 0.8386 0.054 Uiso 1 1 calc R . . O1 O 0.37483(15) 0.85087(8) 0.63661(7) 0.0367(3) Uani 1 1 d . . . O4 O 0.64205(15) 0.76657(9) 0.69131(7) 0.0360(3) Uani 1 1 d . . . O7 O 0.72868(15) 0.60473(8) 0.63725(8) 0.0371(3) Uani 1 1 d . . . O10 O 0.49076(18) 0.50244(9) 0.57727(8) 0.0427(4) Uani 1 1 d . . . O13 O 0.22945(17) 0.58892(8) 0.51700(7) 0.0377(4) Uani 1 1 d . . . O16 O 0.13655(15) 0.74784(9) 0.57794(7) 0.0351(3) Uani 1 1 d . . . O20 O 0.26746(16) 0.71961(9) 0.78063(8) 0.0400(4) Uani 1 1 d . . . K1 K 0.39392(5) 0.66287(3) 0.64607(3) 0.03450(12) Uani 1 1 d . . . B22 B 0.1944(4) 0.56274(18) 0.77780(18) 0.0464(7) Uani 1 1 d . . . H22A H 0.108(3) 0.5212(14) 0.8091(13) 0.070 Uiso 1 1 d . . . H22B H 0.325(3) 0.5442(14) 0.7881(13) 0.070 Uiso 1 1 d . . . H22C H 0.176(2) 0.5545(13) 0.7144(14) 0.070 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 C2 0.0583(16) 0.0273(12) 0.0365(12) -0.0038(10) 0.0054(12) -0.0064(12) C3 0.0436(14) 0.0375(14) 0.0378(12) -0.0052(10) -0.0020(11) -0.0173(12) C5 0.0298(12) 0.0727(19) 0.0399(13) -0.0153(12) -0.0009(10) -0.0047(14) C6 0.0367(13) 0.076(2) 0.0351(13) -0.0026(13) -0.0048(11) 0.0134(14) C8 0.0425(13) 0.0460(14) 0.0573(14) 0.0201(13) 0.0054(14) 0.0096(12) C9 0.0505(16) 0.0322(13) 0.0663(17) 0.0026(12) 0.0096(14) 0.0121(12) C11 0.0636(17) 0.0231(12) 0.0463(13) -0.0034(10) 0.0005(13) 0.0009(13) C12 0.0572(16) 0.0275(12) 0.0532(15) -0.0037(11) -0.0063(13) -0.0084(13) C14 0.0339(13) 0.0529(16) 0.0399(13) -0.0002(11) -0.0087(11) -0.0053(13) C15 0.0327(13) 0.0534(16) 0.0348(12) 0.0040(11) -0.0046(10) 0.0053(12) C17 0.0339(12) 0.0351(13) 0.0549(13) 0.0135(11) 0.0023(11) 0.0094(13) C18 0.0384(12) 0.0328(12) 0.0563(14) 0.0010(12) 0.0088(13) 0.0057(11) C21 0.0289(11) 0.0402(13) 0.0310(11) 0.0051(11) -0.0078(10) -0.0005(12) C24 0.0367(12) 0.0404(14) 0.0467(13) -0.0105(11) -0.0022(10) -0.0010(12) C25 0.0421(13) 0.0385(13) 0.0404(12) -0.0066(10) -0.0112(11) 0.0057(12) C26 0.0343(12) 0.0451(14) 0.0281(11) -0.0032(10) 0.0031(10) 0.0064(13) C28 0.0517(15) 0.0591(18) 0.0371(13) -0.0041(12) 0.0113(13) -0.0093(15) C30 0.0378(13) 0.0498(15) 0.0299(12) -0.0013(10) 0.0027(10) 0.0034(13) N23 0.0389(10) 0.0335(10) 0.0365(9) -0.0012(9) 0.0057(9) -0.0036(8) N27 0.0444(12) 0.0489(13) 0.0388(10) -0.0019(9) 0.0002(9) -0.0004(11) N29 0.0337(10) 0.0689(14) 0.0319(10) -0.0015(11) 0.0025(9) -0.0057(11) O1 0.0369(8) 0.0336(8) 0.0396(8) -0.0037(7) 0.0054(7) -0.0010(7) O4 0.0313(8) 0.0378(9) 0.0389(8) -0.0029(6) 0.0018(6) -0.0041(8) O7 0.0366(8) 0.0392(8) 0.0355(8) 0.0047(7) -0.0035(7) 0.0042(7) O10 0.0435(9) 0.0399(9) 0.0447(9) -0.0059(7) 0.0021(8) 0.0060(8) O13 0.0371(9) 0.0319(9) 0.0440(9) -0.0002(6) -0.0017(7) -0.0045(8) O16 0.0359(8) 0.0331(8) 0.0363(8) 0.0046(7) -0.0044(7) 0.0052(8) O20 0.0315(8) 0.0398(9) 0.0488(9) 0.0064(7) 0.0013(7) -0.0050(8) K1 0.0320(2) 0.0338(2) 0.0377(2) -0.0007(2) 0.0008(2) 0.0002(2) B22 0.0404(18) 0.0378(17) 0.061(2) -0.0031(15) 0.0000(16) 0.0078(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C2 O1 1.427(2) . ? C2 C3 1.493(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 O4 1.424(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C5 O4 1.419(2) . ? C5 C6 1.487(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O7 1.426(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C8 O7 1.419(2) . ? C8 C9 1.487(3) . ? C8 H8B 0.9900 . ? C8 H8A 0.9900 . ? C9 O10 1.422(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C11 O10 1.420(2) . ? C11 C12 1.480(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O13 1.426(2) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C14 O13 1.424(2) . ? C14 C15 1.495(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O16 1.418(2) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C17 O16 1.425(2) . ? C17 C18 1.492(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 O1 1.426(2) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C21 O20 1.265(2) . ? C21 N23 1.341(2) . ? C21 B22 1.606(3) . ? C21 K1 3.347(2) . ? C24 N23 1.455(2) . ? C24 C25 1.526(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.490(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C30 1.357(3) . ? C26 N27 1.383(3) . ? C28 N29 1.332(3) . ? C28 N27 1.332(3) . ? C28 H28A 0.9500 . ? C30 N29 1.361(3) . ? C30 H30 0.9500 . ? N23 H23A 0.8800 . ? N29 H29A 0.8800 . ? O1 K1 2.9530(13) . ? O4 K1 2.7904(14) . ? O7 K1 3.0095(14) . ? O10 K1 2.9125(15) . ? O13 K1 2.9238(14) . ? O16 K1 2.8417(13) . ? O20 K1 2.7645(15) . ? K1 B22 3.289(3) . ? K1 H22C 2.80(2) . ? B22 H22A 1.13(2) . ? B22 H22B 1.17(2) . ? B22 H22C 1.14(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C2 C3 109.26(17) . . ? O1 C2 H2A 109.8 . . ? C3 C2 H2A 109.8 . . ? O1 C2 H2B 109.8 . . ? C3 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? O4 C3 C2 108.62(17) . . ? O4 C3 H3A 110.0 . . ? C2 C3 H3A 110.0 . . ? O4 C3 H3B 110.0 . . ? C2 C3 H3B 110.0 . . ? H3A C3 H3B 108.3 . . ? O4 C5 C6 108.56(19) . . ? O4 C5 H5A 110.0 . . ? C6 C5 H5A 110.0 . . ? O4 C5 H5B 110.0 . . ? C6 C5 H5B 110.0 . . ? H5A C5 H5B 108.4 . . ? O7 C6 C5 109.03(17) . . ? O7 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? O7 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? O7 C8 C9 109.33(18) . . ? O7 C8 H8B 109.8 . . ? C9 C8 H8B 109.8 . . ? O7 C8 H8A 109.8 . . ? C9 C8 H8A 109.8 . . ? H8B C8 H8A 108.3 . . ? O10 C9 C8 108.51(19) . . ? O10 C9 H9A 110.0 . . ? C8 C9 H9A 110.0 . . ? O10 C9 H9B 110.0 . . ? C8 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? O10 C11 C12 108.93(18) . . ? O10 C11 H11A 109.9 . . ? C12 C11 H11A 109.9 . . ? O10 C11 H11B 109.9 . . ? C12 C11 H11B 109.9 . . ? H11A C11 H11B 108.3 . . ? O13 C12 C11 109.71(18) . . ? O13 C12 H12A 109.7 . . ? C11 C12 H12A 109.7 . . ? O13 C12 H12B 109.7 . . ? C11 C12 H12B 109.7 . . ? H12A C12 H12B 108.2 . . ? O13 C14 C15 108.61(18) . . ? O13 C14 H14A 110.0 . . ? C15 C14 H14A 110.0 . . ? O13 C14 H14B 110.0 . . ? C15 C14 H14B 110.0 . . ? H14A C14 H14B 108.3 . . ? O16 C15 C14 108.60(18) . . ? O16 C15 H15A 110.0 . . ? C14 C15 H15A 110.0 . . ? O16 C15 H15B 110.0 . . ? C14 C15 H15B 110.0 . . ? H15A C15 H15B 108.4 . . ? O16 C17 C18 108.22(16) . . ? O16 C17 H17A 110.1 . . ? C18 C17 H17A 110.1 . . ? O16 C17 H17B 110.1 . . ? C18 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? O1 C18 C17 108.32(17) . . ? O1 C18 H18A 110.0 . . ? C17 C18 H18A 110.0 . . ? O1 C18 H18B 110.0 . . ? C17 C18 H18B 110.0 . . ? H18A C18 H18B 108.4 . . ? O20 C21 N23 117.22(19) . . ? O20 C21 B22 123.5(2) . . ? N23 C21 B22 119.2(2) . . ? O20 C21 K1 52.44(10) . . ? N23 C21 K1 160.74(14) . . ? B22 C21 K1 73.98(14) . . ? N23 C24 C25 110.58(17) . . ? N23 C24 H24A 109.5 . . ? C25 C24 H24A 109.5 . . ? N23 C24 H24B 109.5 . . ? C25 C24 H24B 109.5 . . ? H24A C24 H24B 108.1 . . ? C26 C25 C24 112.93(16) . . ? C26 C25 H25A 109.0 . . ? C24 C25 H25A 109.0 . . ? C26 C25 H25B 109.0 . . ? C24 C25 H25B 109.0 . . ? H25A C25 H25B 107.8 . . ? C30 C26 N27 109.3(2) . . ? C30 C26 C25 130.1(2) . . ? N27 C26 C25 120.5(2) . . ? N29 C28 N27 112.5(2) . . ? N29 C28 H28A 123.7 . . ? N27 C28 H28A 123.7 . . ? C26 C30 N29 107.1(2) . . ? C26 C30 H30 126.4 . . ? N29 C30 H30 126.4 . . ? C21 N23 C24 123.72(18) . . ? C21 N23 H23A 118.1 . . ? C24 N23 H23A 118.1 . . ? C28 N27 C26 104.30(19) . . ? C28 N29 C30 106.73(19) . . ? C28 N29 H29A 126.6 . . ? C30 N29 H29A 126.6 . . ? C18 O1 C2 112.27(16) . . ? C18 O1 K1 107.21(11) . . ? C2 O1 K1 105.53(11) . . ? C5 O4 C3 111.56(17) . . ? C5 O4 K1 122.58(13) . . ? C3 O4 K1 121.42(12) . . ? C8 O7 C6 112.07(17) . . ? C8 O7 K1 107.51(12) . . ? C6 O7 K1 104.65(11) . . ? C11 O10 C9 111.94(17) . . ? C11 O10 K1 118.41(12) . . ? C9 O10 K1 121.36(13) . . ? C14 O13 C12 110.88(17) . . ? C14 O13 K1 106.51(11) . . ? C12 O13 K1 109.65(12) . . ? C15 O16 C17 111.94(15) . . ? C15 O16 K1 118.99(11) . . ? C17 O16 K1 120.75(11) . . ? C21 O20 K1 106.28(12) . . ? O20 K1 O4 82.13(4) . . ? O20 K1 O16 84.98(4) . . ? O4 K1 O16 116.05(4) . . ? O20 K1 O10 138.53(4) . . ? O4 K1 O10 113.93(4) . . ? O16 K1 O10 116.53(4) . . ? O20 K1 O13 127.82(4) . . ? O4 K1 O13 145.21(4) . . ? O16 K1 O13 58.69(4) . . ? O10 K1 O13 57.87(4) . . ? O20 K1 O1 72.96(4) . . ? O4 K1 O1 58.55(4) . . ? O16 K1 O1 57.75(4) . . ? O10 K1 O1 148.41(4) . . ? O13 K1 O1 108.89(4) . . ? O20 K1 O7 120.96(4) . . ? O4 K1 O7 57.78(4) . . ? O16 K1 O7 148.99(4) . . ? O10 K1 O7 56.40(4) . . ? O13 K1 O7 107.32(4) . . ? O1 K1 O7 110.56(4) . . ? O20 K1 B22 48.57(6) . . ? O4 K1 B22 117.93(6) . . ? O16 K1 B22 97.03(6) . . ? O10 K1 B22 91.91(6) . . ? O13 K1 B22 96.68(6) . . ? O1 K1 B22 119.13(6) . . ? O7 K1 B22 112.73(6) . . ? O20 K1 C21 21.27(4) . . ? O4 K1 C21 100.69(5) . . ? O16 K1 C21 86.13(4) . . ? O10 K1 C21 119.79(5) . . ? O13 K1 C21 112.54(5) . . ? O1 K1 C21 91.57(5) . . ? O7 K1 C21 124.36(4) . . ? B22 K1 C21 28.00(6) . . ? O20 K1 H22C 64.0(5) . . ? O4 K1 H22C 137.4(5) . . ? O16 K1 H22C 87.2(5) . . ? O10 K1 H22C 81.2(5) . . ? O13 K1 H22C 77.1(5) . . ? O1 K1 H22C 126.4(4) . . ? O7 K1 H22C 118.2(4) . . ? B22 K1 H22C 19.5(5) . . ? C21 K1 H22C 42.7(5) . . ? C21 B22 K1 78.02(14) . . ? C21 B22 H22A 110.6(12) . . ? K1 B22 H22A 164.1(12) . . ? C21 B22 H22B 105.9(12) . . ? K1 B22 H22B 74.5(11) . . ? H22A B22 H22B 114.1(15) . . ? C21 B22 H22C 112.2(11) . . ? K1 B22 H22C 55.0(11) . . ? H22A B22 H22C 109.2(16) . . ? H22B B22 H22C 104.8(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 O4 -64.3(2) . . . . ? O4 C5 C6 O7 65.3(2) . . . . ? O7 C8 C9 O10 -64.2(2) . . . . ? O10 C11 C12 O13 65.5(2) . . . . ? O13 C14 C15 O16 -67.2(2) . . . . ? O16 C17 C18 O1 65.5(2) . . . . ? N23 C24 C25 C26 -54.9(2) . . . . ? C24 C25 C26 C30 -87.9(3) . . . . ? C24 C25 C26 N27 87.7(2) . . . . ? N27 C26 C30 N29 0.6(2) . . . . ? C25 C26 C30 N29 176.60(18) . . . . ? O20 C21 N23 C24 1.0(3) . . . . ? B22 C21 N23 C24 178.4(2) . . . . ? K1 C21 N23 C24 -51.7(5) . . . . ? C25 C24 N23 C21 -177.80(17) . . . . ? N29 C28 N27 C26 0.1(2) . . . . ? C30 C26 N27 C28 -0.4(2) . . . . ? C25 C26 N27 C28 -176.89(18) . . . . ? N27 C28 N29 C30 0.2(2) . . . . ? C26 C30 N29 C28 -0.5(2) . . . . ? C17 C18 O1 C2 179.60(16) . . . . ? C17 C18 O1 K1 -64.95(17) . . . . ? C3 C2 O1 C18 -179.17(17) . . . . ? C3 C2 O1 K1 64.37(17) . . . . ? C6 C5 O4 C3 174.07(16) . . . . ? C6 C5 O4 K1 -29.3(2) . . . . ? C2 C3 O4 C5 -174.57(16) . . . . ? C2 C3 O4 K1 28.5(2) . . . . ? C9 C8 O7 C6 -179.94(17) . . . . ? C9 C8 O7 K1 65.60(19) . . . . ? C5 C6 O7 C8 179.35(17) . . . . ? C5 C6 O7 K1 -64.45(18) . . . . ? C12 C11 O10 C9 176.93(17) . . . . ? C12 C11 O10 K1 -34.2(2) . . . . ? C8 C9 O10 C11 176.43(17) . . . . ? C8 C9 O10 K1 28.6(2) . . . . ? C15 C14 O13 C12 -175.59(17) . . . . ? C15 C14 O13 K1 65.17(18) . . . . ? C11 C12 O13 C14 -179.77(16) . . . . ? C11 C12 O13 K1 -62.44(18) . . . . ? C14 C15 O16 C17 -179.10(18) . . . . ? C14 C15 O16 K1 32.3(2) . . . . ? C18 C17 O16 C15 -179.29(17) . . . . ? C18 C17 O16 K1 -31.3(2) . . . . ? N23 C21 O20 K1 -160.67(13) . . . . ? B22 C21 O20 K1 22.0(2) . . . . ? C21 O20 K1 O4 -150.56(12) . . . . ? C21 O20 K1 O16 92.24(12) . . . . ? C21 O20 K1 O10 -33.04(15) . . . . ? C21 O20 K1 O13 49.00(13) . . . . ? C21 O20 K1 O1 150.00(12) . . . . ? C21 O20 K1 O7 -105.84(12) . . . . ? C21 O20 K1 B22 -11.74(13) . . . . ? C5 O4 K1 O20 132.87(14) . . . . ? C3 O4 K1 O20 -72.80(13) . . . . ? C5 O4 K1 O16 -146.69(13) . . . . ? C3 O4 K1 O16 7.65(14) . . . . ? C5 O4 K1 O10 -7.16(15) . . . . ? C3 O4 K1 O10 147.18(12) . . . . ? C5 O4 K1 O13 -74.75(16) . . . . ? C3 O4 K1 O13 79.58(15) . . . . ? C5 O4 K1 O1 -152.34(15) . . . . ? C3 O4 K1 O1 2.00(12) . . . . ? C5 O4 K1 O7 -1.64(13) . . . . ? C3 O4 K1 O7 152.70(14) . . . . ? C5 O4 K1 B22 98.90(15) . . . . ? C3 O4 K1 B22 -106.76(13) . . . . ? C5 O4 K1 C21 122.41(14) . . . . ? C3 O4 K1 C21 -83.25(13) . . . . ? C15 O16 K1 O20 -141.31(13) . . . . ? C17 O16 K1 O20 72.94(13) . . . . ? C15 O16 K1 O4 139.98(13) . . . . ? C17 O16 K1 O4 -5.77(14) . . . . ? C15 O16 K1 O10 1.52(14) . . . . ? C17 O16 K1 O10 -144.23(12) . . . . ? C15 O16 K1 O13 -0.61(12) . . . . ? C17 O16 K1 O13 -146.36(14) . . . . ? C15 O16 K1 O1 145.69(14) . . . . ? C17 O16 K1 O1 -0.06(12) . . . . ? C15 O16 K1 O7 69.79(16) . . . . ? C17 O16 K1 O7 -75.96(15) . . . . ? C15 O16 K1 B22 -94.17(14) . . . . ? C17 O16 K1 B22 120.08(13) . . . . ? C15 O16 K1 C21 -120.01(13) . . . . ? C17 O16 K1 C21 94.25(13) . . . . ? C11 O10 K1 O20 115.63(14) . . . . ? C9 O10 K1 O20 -98.57(16) . . . . ? C11 O10 K1 O4 -138.35(13) . . . . ? C9 O10 K1 O4 7.46(16) . . . . ? C11 O10 K1 O16 0.98(15) . . . . ? C9 O10 K1 O16 146.78(14) . . . . ? C11 O10 K1 O13 3.12(13) . . . . ? C9 O10 K1 O13 148.93(16) . . . . ? C11 O10 K1 O1 -69.94(17) . . . . ? C9 O10 K1 O1 75.87(17) . . . . ? C11 O10 K1 O7 -143.96(15) . . . . ? C9 O10 K1 O7 1.85(14) . . . . ? C11 O10 K1 B22 99.81(14) . . . . ? C9 O10 K1 B22 -114.38(16) . . . . ? C11 O10 K1 C21 102.45(14) . . . . ? C9 O10 K1 C21 -111.75(15) . . . . ? C14 O13 K1 O20 20.46(14) . . . . ? C12 O13 K1 O20 -99.57(14) . . . . ? C14 O13 K1 O4 -123.99(13) . . . . ? C12 O13 K1 O4 115.97(14) . . . . ? C14 O13 K1 O16 -32.53(11) . . . . ? C12 O13 K1 O16 -152.57(14) . . . . ? C14 O13 K1 O10 149.71(13) . . . . ? C12 O13 K1 O10 29.67(13) . . . . ? C14 O13 K1 O1 -62.27(13) . . . . ? C12 O13 K1 O1 177.69(13) . . . . ? C14 O13 K1 O7 178.02(12) . . . . ? C12 O13 K1 O7 57.98(14) . . . . ? C14 O13 K1 B22 61.65(13) . . . . ? C12 O13 K1 B22 -58.38(14) . . . . ? C14 O13 K1 C21 37.71(13) . . . . ? C12 O13 K1 C21 -82.32(14) . . . . ? C18 O1 K1 O20 -62.02(12) . . . . ? C2 O1 K1 O20 57.84(11) . . . . ? C18 O1 K1 O4 -153.14(13) . . . . ? C2 O1 K1 O4 -33.29(11) . . . . ? C18 O1 K1 O16 32.87(12) . . . . ? C2 O1 K1 O16 152.72(12) . . . . ? C18 O1 K1 O10 121.84(13) . . . . ? C2 O1 K1 O10 -118.31(13) . . . . ? C18 O1 K1 O13 62.94(13) . . . . ? C2 O1 K1 O13 -177.20(11) . . . . ? C18 O1 K1 O7 -179.38(12) . . . . ? C2 O1 K1 O7 -59.53(12) . . . . ? C18 O1 K1 B22 -46.41(15) . . . . ? C2 O1 K1 B22 73.44(13) . . . . ? C18 O1 K1 C21 -51.56(13) . . . . ? C2 O1 K1 C21 68.29(12) . . . . ? C8 O7 K1 O20 97.03(13) . . . . ? C6 O7 K1 O20 -22.29(13) . . . . ? C8 O7 K1 O4 152.50(14) . . . . ? C6 O7 K1 O4 33.18(12) . . . . ? C8 O7 K1 O16 -119.85(14) . . . . ? C6 O7 K1 O16 120.83(13) . . . . ? C8 O7 K1 O10 -33.55(12) . . . . ? C6 O7 K1 O10 -152.87(13) . . . . ? C8 O7 K1 O13 -62.38(13) . . . . ? C6 O7 K1 O13 178.30(12) . . . . ? C8 O7 K1 O1 178.98(13) . . . . ? C6 O7 K1 O1 59.66(13) . . . . ? C8 O7 K1 B22 42.85(14) . . . . ? C6 O7 K1 B22 -76.47(13) . . . . ? C8 O7 K1 C21 72.02(14) . . . . ? C6 O7 K1 C21 -47.30(14) . . . . ? N23 C21 K1 O20 63.2(4) . . . . ? B22 C21 K1 O20 -161.0(2) . . . . ? O20 C21 K1 O4 29.70(12) . . . . ? N23 C21 K1 O4 92.9(4) . . . . ? B22 C21 K1 O4 -131.34(13) . . . . ? O20 C21 K1 O16 -86.09(12) . . . . ? N23 C21 K1 O16 -22.9(4) . . . . ? B22 C21 K1 O16 112.87(14) . . . . ? O20 C21 K1 O10 155.41(11) . . . . ? N23 C21 K1 O10 -141.4(4) . . . . ? B22 C21 K1 O10 -5.63(15) . . . . ? O20 C21 K1 O13 -139.80(11) . . . . ? N23 C21 K1 O13 -76.6(4) . . . . ? B22 C21 K1 O13 59.16(14) . . . . ? O20 C21 K1 O1 -28.57(12) . . . . ? N23 C21 K1 O1 34.6(4) . . . . ? B22 C21 K1 O1 170.39(13) . . . . ? O20 C21 K1 O7 87.81(13) . . . . ? N23 C21 K1 O7 151.0(4) . . . . ? B22 C21 K1 O7 -73.23(14) . . . . ? O20 C21 K1 B22 161.0(2) . . . . ? N23 C21 K1 B22 -135.8(5) . . . . ? O20 C21 B22 K1 -18.00(19) . . . . ? N23 C21 B22 K1 164.72(16) . . . . ? O20 K1 B22 C21 9.05(10) . . . . ? O4 K1 B22 C21 56.62(14) . . . . ? O16 K1 B22 C21 -67.86(13) . . . . ? O10 K1 B22 C21 175.12(13) . . . . ? O13 K1 B22 C21 -127.02(13) . . . . ? O1 K1 B22 C21 -11.01(15) . . . . ? O7 K1 B22 C21 121.02(12) . . . . ? 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 N29 H29A O20 0.88 1.89 2.761(2) 172.8 1_455 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.181 _refine_diff_density_min -0.191 _refine_diff_density_rms 0.041 data_sp080307 _database_code_depnum_ccdc_archive 'CCDC 775355' #TrackingRef '- OBC-Alberto-2010-compd-2-3-4-6-8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H60 B2 K2 N2 O14' _chemical_formula_weight 748.60 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.5100(2) _cell_length_b 14.5204(4) _cell_length_c 15.9909(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.544(2) _cell_angle_gamma 90.00 _cell_volume 1966.73(8) _cell_formula_units_Z 2 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 4167 _cell_measurement_theta_min 2.3988 _cell_measurement_theta_max 29.3754 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_absorpt_coefficient_mu 0.302 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8720 _exptl_absorpt_correction_T_max 0.9705 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur Ruby' _diffrn_measurement_method '/o oscillation scan' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15706 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0881 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3998 _reflns_number_gt 2040 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis RED (Oxford, 2007)' _computing_cell_refinement 'CrysAlis RED (Oxford, 2007)' _computing_data_reduction 'CrysAlis RED (Oxford, 2007)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0444P)^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 3998 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1097 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _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 C2 C 0.1913(3) -0.1443(2) 0.02516(17) 0.0643(9) Uani 1 1 d . . . H2A H 0.0970 -0.1313 0.0550 0.077 Uiso 1 1 calc R . . H2B H 0.1690 -0.1992 -0.0107 0.077 Uiso 1 1 calc R . . C3 C 0.2258(4) -0.0642(2) -0.02763(17) 0.0658(9) Uani 1 1 d . . . H3A H 0.3244 -0.0750 -0.0543 0.079 Uiso 1 1 calc R . . H3B H 0.1387 -0.0550 -0.0725 0.079 Uiso 1 1 calc R . . C5 C 0.2912(3) 0.0923(2) -0.01965(17) 0.0621(8) Uani 1 1 d . . . H5A H 0.2161 0.1036 -0.0698 0.075 Uiso 1 1 calc R . . H5B H 0.3968 0.0808 -0.0385 0.075 Uiso 1 1 calc R . . C6 C 0.2970(4) 0.1741(2) 0.03693(19) 0.0682(9) Uani 1 1 d . . . H6A H 0.3286 0.2293 0.0063 0.082 Uiso 1 1 calc R . . H6B H 0.1913 0.1854 0.0559 0.082 Uiso 1 1 calc R . . C8 C 0.4324(3) 0.23604(19) 0.15918(18) 0.0605(8) Uani 1 1 d . . . H8A H 0.3327 0.2533 0.1823 0.073 Uiso 1 1 calc R . . H8B H 0.4666 0.2885 0.1258 0.073 Uiso 1 1 calc R . . C9 C 0.5560(3) 0.21509(19) 0.22921(17) 0.0554(8) Uani 1 1 d . . . H9A H 0.6530 0.1929 0.2061 0.066 Uiso 1 1 calc R . . H9B H 0.5825 0.2716 0.2622 0.066 Uiso 1 1 calc R . . C11 C 0.6058(3) 0.12989(18) 0.35392(16) 0.0471(7) Uani 1 1 d . . . H11A H 0.6089 0.1840 0.3917 0.057 Uiso 1 1 calc R . . H11B H 0.7132 0.1200 0.3368 0.057 Uiso 1 1 calc R . . C12 C 0.5539(3) 0.04678(18) 0.39886(15) 0.0431(7) Uani 1 1 d . . . H12A H 0.6177 0.0400 0.4536 0.052 Uiso 1 1 calc R . . H12B H 0.4416 0.0529 0.4093 0.052 Uiso 1 1 calc R . . C14 C 0.5286(3) -0.11559(18) 0.38421(15) 0.0439(7) Uani 1 1 d . . . H14A H 0.4168 -0.1122 0.3963 0.053 Uiso 1 1 calc R . . H14B H 0.5947 -0.1270 0.4376 0.053 Uiso 1 1 calc R . . C15 C 0.5499(3) -0.19131(19) 0.32333(16) 0.0516(7) Uani 1 1 d . . . H15B H 0.6563 -0.1873 0.3034 0.062 Uiso 1 1 calc R . . H15A H 0.5402 -0.2517 0.3511 0.062 Uiso 1 1 calc R . . C17 C 0.4453(4) -0.2531(2) 0.19301(17) 0.0655(9) Uani 1 1 d . . . H17A H 0.4453 -0.3146 0.2197 0.079 Uiso 1 1 calc R . . H17B H 0.5450 -0.2459 0.1665 0.079 Uiso 1 1 calc R . . C18 C 0.3083(4) -0.2444(2) 0.12867(18) 0.0665(9) Uani 1 1 d . . . H18A H 0.3054 -0.2973 0.0895 0.080 Uiso 1 1 calc R . . H18B H 0.2088 -0.2440 0.1561 0.080 Uiso 1 1 calc R . . C21 C 0.0477(3) -0.01448(16) 0.32797(14) 0.0329(6) Uani 1 1 d . . . C24 C -0.0087(3) -0.04485(17) 0.47586(13) 0.0387(6) Uani 1 1 d . . . H24A H 0.0930 -0.0784 0.4825 0.046 Uiso 1 1 calc R . . H24B H -0.0888 -0.0836 0.4999 0.046 Uiso 1 1 calc R . . B22 B -0.0251(3) -0.0090(2) 0.23127(17) 0.0411(7) Uani 1 1 d . . . H22A H 0.022(3) 0.0536(18) 0.1988(15) 0.062 Uiso 1 1 d . . . H22B H 0.022(3) -0.0750(19) 0.1983(15) 0.062 Uiso 1 1 d . . . H22C H -0.162(3) -0.0126(16) 0.2249(15) 0.062 Uiso 1 1 d . . . N23 N -0.0554(2) -0.03071(13) 0.38657(11) 0.0365(5) Uani 1 1 d . . . H23A H -0.1568 -0.0328 0.3694 0.044 Uiso 1 1 calc R . . O1 O 0.3233(2) -0.16125(12) 0.08404(10) 0.0492(5) Uani 1 1 d . . . O4 O 0.2423(2) 0.01514(13) 0.02474(10) 0.0514(5) Uani 1 1 d . . . O7 O 0.4076(2) 0.15727(12) 0.10711(11) 0.0492(5) Uani 1 1 d . . . O10 O 0.49865(18) 0.14630(11) 0.28199(10) 0.0412(4) Uani 1 1 d . . . O13 O 0.57443(17) -0.03173(11) 0.34744(9) 0.0384(4) Uani 1 1 d . . . O16 O 0.43305(19) -0.18307(11) 0.25449(10) 0.0455(5) Uani 1 1 d . . . O20 O 0.19008(17) -0.00769(12) 0.35281(9) 0.0445(5) Uani 1 1 d . . . K1 K 0.33894(6) -0.00529(4) 0.20254(3) 0.03708(17) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C2 0.071(2) 0.077(2) 0.0417(17) -0.0172(18) -0.0139(15) -0.0169(18) C3 0.079(2) 0.086(3) 0.0291(15) -0.0105(18) -0.0113(14) 0.0005(19) C5 0.0627(18) 0.085(2) 0.0369(16) 0.0187(18) -0.0029(14) -0.0011(18) C6 0.082(2) 0.064(2) 0.0565(19) 0.0255(18) -0.0060(17) 0.0098(18) C8 0.087(2) 0.0338(18) 0.0626(19) 0.0133(16) 0.0151(17) 0.0004(16) C9 0.0693(18) 0.0368(17) 0.0613(19) -0.0054(15) 0.0129(15) -0.0196(15) C11 0.0467(15) 0.0450(18) 0.0489(17) -0.0113(14) 0.0004(13) -0.0095(13) C12 0.0413(14) 0.0522(18) 0.0345(14) -0.0101(14) -0.0032(11) 0.0032(13) C14 0.0489(15) 0.0500(18) 0.0319(14) 0.0083(13) -0.0005(12) 0.0066(13) C15 0.0565(16) 0.0459(18) 0.0517(17) 0.0107(15) 0.0018(14) 0.0112(14) C17 0.116(3) 0.0339(17) 0.0469(17) -0.0044(14) 0.0090(18) 0.0182(18) C18 0.114(3) 0.0394(19) 0.0470(18) -0.0145(16) 0.0112(18) -0.0180(18) C21 0.0371(14) 0.0314(15) 0.0300(12) -0.0022(11) 0.0023(10) -0.0007(12) C24 0.0429(14) 0.0390(15) 0.0330(14) 0.0005(12) -0.0015(12) -0.0027(13) B22 0.0435(17) 0.054(2) 0.0253(14) 0.0017(15) -0.0010(12) -0.0010(17) N23 0.0350(10) 0.0514(14) 0.0221(10) -0.0029(10) -0.0018(8) 0.0029(10) O1 0.0668(12) 0.0476(12) 0.0328(10) -0.0002(9) 0.0019(9) -0.0070(10) O4 0.0578(11) 0.0645(14) 0.0315(10) 0.0019(10) 0.0012(8) -0.0018(10) O7 0.0633(11) 0.0398(11) 0.0442(10) 0.0085(10) 0.0040(9) 0.0031(10) O10 0.0448(9) 0.0349(10) 0.0432(10) -0.0006(9) 0.0013(8) -0.0071(8) O13 0.0402(9) 0.0427(11) 0.0320(9) 0.0005(8) 0.0027(7) 0.0015(8) O16 0.0635(11) 0.0357(11) 0.0368(10) -0.0019(9) 0.0027(9) 0.0093(9) O20 0.0312(9) 0.0645(13) 0.0373(9) -0.0013(10) 0.0003(7) -0.0037(9) K1 0.0446(3) 0.0363(3) 0.0298(3) 0.0004(3) 0.0009(2) -0.0015(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 C2 O1 1.416(3) . ? C2 C3 1.483(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 O4 1.423(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C5 O4 1.410(3) . ? C5 C6 1.491(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O7 1.414(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C8 O7 1.418(3) . ? C8 C9 1.492(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 O10 1.424(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C11 O10 1.417(3) . ? C11 C12 1.493(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O13 1.426(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C14 O13 1.423(3) . ? C14 C15 1.491(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O16 1.416(3) . ? C15 H15B 0.9900 . ? C15 H15A 0.9900 . ? C17 O16 1.425(3) . ? C17 C18 1.484(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 O1 1.414(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C21 O20 1.242(3) . ? C21 N23 1.364(3) . ? C21 B22 1.611(3) . ? C21 K1 3.339(2) . ? C24 N23 1.459(3) . ? C24 C24 1.514(5) 3_556 ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? B22 K1 3.176(3) . ? B22 H22A 1.14(2) . ? B22 H22B 1.18(3) . ? B22 H22C 1.17(2) . ? N23 H23A 0.8800 . ? O1 K1 2.9476(18) . ? O4 K1 2.8977(17) . ? O7 K1 2.9007(18) . ? O10 K1 2.8236(17) . ? O13 K1 2.9386(16) . ? O16 K1 2.8047(17) . ? O20 K1 2.8228(15) . ? K1 H22A 2.82(2) . ? K1 H22B 2.88(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C2 C3 109.1(2) . . ? O1 C2 H2A 109.9 . . ? C3 C2 H2A 109.9 . . ? O1 C2 H2B 109.9 . . ? C3 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? O4 C3 C2 108.3(2) . . ? O4 C3 H3A 110.0 . . ? C2 C3 H3A 110.0 . . ? O4 C3 H3B 110.0 . . ? C2 C3 H3B 110.0 . . ? H3A C3 H3B 108.4 . . ? O4 C5 C6 108.7(2) . . ? O4 C5 H5A 109.9 . . ? C6 C5 H5A 109.9 . . ? O4 C5 H5B 109.9 . . ? C6 C5 H5B 109.9 . . ? H5A C5 H5B 108.3 . . ? O7 C6 C5 109.0(2) . . ? O7 C6 H6A 109.9 . . ? C5 C6 H6A 109.9 . . ? O7 C6 H6B 109.9 . . ? C5 C6 H6B 109.9 . . ? H6A C6 H6B 108.3 . . ? O7 C8 C9 109.3(2) . . ? O7 C8 H8A 109.8 . . ? C9 C8 H8A 109.8 . . ? O7 C8 H8B 109.8 . . ? C9 C8 H8B 109.8 . . ? H8A C8 H8B 108.3 . . ? O10 C9 C8 109.3(2) . . ? O10 C9 H9A 109.8 . . ? C8 C9 H9A 109.8 . . ? O10 C9 H9B 109.8 . . ? C8 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? O10 C11 C12 109.23(19) . . ? O10 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? O10 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.3 . . ? O13 C12 C11 108.07(19) . . ? O13 C12 H12A 110.1 . . ? C11 C12 H12A 110.1 . . ? O13 C12 H12B 110.1 . . ? C11 C12 H12B 110.1 . . ? H12A C12 H12B 108.4 . . ? O13 C14 C15 107.8(2) . . ? O13 C14 H14A 110.1 . . ? C15 C14 H14A 110.1 . . ? O13 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.5 . . ? O16 C15 C14 108.9(2) . . ? O16 C15 H15B 109.9 . . ? C14 C15 H15B 109.9 . . ? O16 C15 H15A 109.9 . . ? C14 C15 H15A 109.9 . . ? H15B C15 H15A 108.3 . . ? O16 C17 C18 108.2(2) . . ? O16 C17 H17A 110.1 . . ? C18 C17 H17A 110.1 . . ? O16 C17 H17B 110.1 . . ? C18 C17 H17B 110.1 . . ? H17A C17 H17B 108.4 . . ? O1 C18 C17 108.6(2) . . ? O1 C18 H18A 110.0 . . ? C17 C18 H18A 110.0 . . ? O1 C18 H18B 110.0 . . ? C17 C18 H18B 110.0 . . ? H18A C18 H18B 108.3 . . ? O20 C21 N23 117.8(2) . . ? O20 C21 B22 125.1(2) . . ? N23 C21 B22 117.05(19) . . ? O20 C21 K1 55.31(11) . . ? N23 C21 K1 169.53(16) . . ? B22 C21 K1 70.13(13) . . ? N23 C24 C24 112.5(2) . 3_556 ? N23 C24 H24A 109.1 . . ? C24 C24 H24A 109.1 3_556 . ? N23 C24 H24B 109.1 . . ? C24 C24 H24B 109.1 3_556 . ? H24A C24 H24B 107.8 . . ? C21 B22 K1 81.37(13) . . ? C21 B22 H22A 110.9(12) . . ? K1 B22 H22A 61.8(12) . . ? C21 B22 H22B 105.9(12) . . ? K1 B22 H22B 64.8(11) . . ? H22A B22 H22B 107.2(17) . . ? C21 B22 H22C 111.8(12) . . ? K1 B22 H22C 166.6(12) . . ? H22A B22 H22C 113.0(17) . . ? H22B B22 H22C 107.6(16) . . ? C21 N23 C24 124.32(19) . . ? C21 N23 H23A 117.8 . . ? C24 N23 H23A 117.8 . . ? C18 O1 C2 112.3(2) . . ? C18 O1 K1 109.38(14) . . ? C2 O1 K1 106.10(15) . . ? C5 O4 C3 111.3(2) . . ? C5 O4 K1 120.38(15) . . ? C3 O4 K1 119.81(16) . . ? C6 O7 C8 112.1(2) . . ? C6 O7 K1 113.91(16) . . ? C8 O7 K1 111.94(14) . . ? C11 O10 C9 111.62(18) . . ? C11 O10 K1 118.56(14) . . ? C9 O10 K1 117.25(14) . . ? C14 O13 C12 113.08(17) . . ? C14 O13 K1 104.14(13) . . ? C12 O13 K1 103.76(12) . . ? C15 O16 C17 112.54(19) . . ? C15 O16 K1 117.85(14) . . ? C17 O16 K1 119.34(14) . . ? C21 O20 K1 103.48(13) . . ? O16 K1 O20 82.83(5) . . ? O16 K1 O10 118.23(5) . . ? O20 K1 O10 82.11(5) . . ? O16 K1 O4 115.52(5) . . ? O20 K1 O4 136.75(5) . . ? O10 K1 O4 116.12(5) . . ? O16 K1 O7 146.99(5) . . ? O20 K1 O7 125.99(5) . . ? O10 K1 O7 59.31(5) . . ? O4 K1 O7 56.84(5) . . ? O16 K1 O13 59.52(5) . . ? O20 K1 O13 69.83(4) . . ? O10 K1 O13 59.01(5) . . ? O4 K1 O13 153.43(5) . . ? O7 K1 O13 111.38(5) . . ? O16 K1 O1 58.48(5) . . ? O20 K1 O1 122.79(5) . . ? O10 K1 O1 151.41(5) . . ? O4 K1 O1 57.11(5) . . ? O7 K1 O1 106.61(5) . . ? O13 K1 O1 113.05(5) . . ? O16 K1 B22 101.30(7) . . ? O20 K1 B22 49.64(6) . . ? O10 K1 B22 112.47(7) . . ? O4 K1 B22 87.44(6) . . ? O7 K1 B22 109.81(7) . . ? O13 K1 B22 118.96(6) . . ? O1 K1 B22 95.49(7) . . ? O16 K1 C21 89.58(5) . . ? O20 K1 C21 21.22(5) . . ? O10 K1 C21 96.54(5) . . ? O4 K1 C21 115.90(5) . . ? O7 K1 C21 123.19(5) . . ? O13 K1 C21 90.60(5) . . ? O1 K1 C21 111.43(5) . . ? B22 K1 C21 28.50(6) . . ? O16 K1 H22A 122.0(5) . . ? O20 K1 H22A 61.0(5) . . ? O10 K1 H22A 101.0(5) . . ? O4 K1 H22A 76.6(5) . . ? O7 K1 H22A 89.0(5) . . ? O13 K1 H22A 129.3(5) . . ? O1 K1 H22A 103.6(5) . . ? B22 K1 H22A 20.9(5) . . ? C21 K1 H22A 42.4(5) . . ? O16 K1 H22B 85.6(5) . . ? O20 K1 H22B 61.2(5) . . ? O10 K1 H22B 134.0(5) . . ? O4 K1 H22B 80.6(5) . . ? O7 K1 H22B 120.7(5) . . ? O13 K1 H22B 122.6(5) . . ? O1 K1 H22B 74.4(5) . . ? B22 K1 H22B 21.8(5) . . ? C21 K1 H22B 41.5(5) . . ? H22A K1 H22B 38.2(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 O4 -65.0(3) . . . . ? O4 C5 C6 O7 61.0(3) . . . . ? O7 C8 C9 O10 -65.6(3) . . . . ? O10 C11 C12 O13 68.4(2) . . . . ? O13 C14 C15 O16 -71.0(2) . . . . ? O16 C17 C18 O1 67.5(3) . . . . ? O20 C21 B22 K1 6.1(2) . . . . ? N23 C21 B22 K1 -171.69(19) . . . . ? O20 C21 N23 C24 -3.0(3) . . . . ? B22 C21 N23 C24 175.0(2) . . . . ? K1 C21 N23 C24 43.5(10) . . . . ? C24 C24 N23 C21 86.2(3) 3_556 . . . ? C17 C18 O1 C2 -175.8(2) . . . . ? C17 C18 O1 K1 -58.3(2) . . . . ? C3 C2 O1 C18 -171.6(2) . . . . ? C3 C2 O1 K1 68.9(2) . . . . ? C6 C5 O4 C3 176.7(2) . . . . ? C6 C5 O4 K1 -35.4(3) . . . . ? C2 C3 O4 C5 174.0(2) . . . . ? C2 C3 O4 K1 25.8(3) . . . . ? C5 C6 O7 C8 173.5(2) . . . . ? C5 C6 O7 K1 -58.1(3) . . . . ? C9 C8 O7 C6 -177.1(2) . . . . ? C9 C8 O7 K1 53.5(2) . . . . ? C12 C11 O10 C9 -170.3(2) . . . . ? C12 C11 O10 K1 -29.3(2) . . . . ? C8 C9 O10 C11 -174.6(2) . . . . ? C8 C9 O10 K1 43.9(3) . . . . ? C15 C14 O13 C12 177.90(18) . . . . ? C15 C14 O13 K1 65.94(19) . . . . ? C11 C12 O13 C14 179.93(19) . . . . ? C11 C12 O13 K1 -67.87(18) . . . . ? C14 C15 O16 C17 179.9(2) . . . . ? C14 C15 O16 K1 34.9(2) . . . . ? C18 C17 O16 C15 174.0(2) . . . . ? C18 C17 O16 K1 -41.6(3) . . . . ? N23 C21 O20 K1 170.79(17) . . . . ? B22 C21 O20 K1 -7.0(3) . . . . ? C15 O16 K1 O20 -72.40(16) . . . . ? C17 O16 K1 O20 145.00(19) . . . . ? C15 O16 K1 O10 4.62(17) . . . . ? C17 O16 K1 O10 -137.98(18) . . . . ? C15 O16 K1 O4 148.71(15) . . . . ? C17 O16 K1 O4 6.1(2) . . . . ? C15 O16 K1 O7 80.92(18) . . . . ? C17 O16 K1 O7 -61.7(2) . . . . ? C15 O16 K1 O13 -1.63(15) . . . . ? C17 O16 K1 O13 -144.2(2) . . . . ? C15 O16 K1 O1 151.75(17) . . . . ? C17 O16 K1 O1 9.15(18) . . . . ? C15 O16 K1 B22 -118.71(16) . . . . ? C17 O16 K1 B22 98.69(19) . . . . ? C15 O16 K1 C21 -92.57(16) . . . . ? C17 O16 K1 C21 124.83(19) . . . . ? C21 O20 K1 O16 -107.65(15) . . . . ? C21 O20 K1 O10 132.44(15) . . . . ? C21 O20 K1 O4 12.35(19) . . . . ? C21 O20 K1 O7 89.95(16) . . . . ? C21 O20 K1 O13 -167.75(16) . . . . ? C21 O20 K1 O1 -62.71(16) . . . . ? C21 O20 K1 B22 3.82(16) . . . . ? C11 O10 K1 O16 -9.09(16) . . . . ? C9 O10 K1 O16 129.69(16) . . . . ? C11 O10 K1 O20 68.35(15) . . . . ? C9 O10 K1 O20 -152.86(17) . . . . ? C11 O10 K1 O4 -152.97(15) . . . . ? C9 O10 K1 O4 -14.18(17) . . . . ? C11 O10 K1 O7 -151.11(16) . . . . ? C9 O10 K1 O7 -12.32(16) . . . . ? C11 O10 K1 O13 -2.81(14) . . . . ? C9 O10 K1 O13 135.98(17) . . . . ? C11 O10 K1 O1 -84.32(19) . . . . ? C9 O10 K1 O1 54.5(2) . . . . ? C11 O10 K1 B22 108.46(16) . . . . ? C9 O10 K1 B22 -112.75(17) . . . . ? C11 O10 K1 C21 83.95(15) . . . . ? C9 O10 K1 C21 -137.27(16) . . . . ? C5 O4 K1 O16 -137.35(18) . . . . ? C3 O4 K1 O16 7.93(19) . . . . ? C5 O4 K1 O20 114.86(18) . . . . ? C3 O4 K1 O20 -99.87(18) . . . . ? C5 O4 K1 O10 7.51(19) . . . . ? C3 O4 K1 O10 152.79(17) . . . . ? C5 O4 K1 O7 5.60(17) . . . . ? C3 O4 K1 O7 150.87(19) . . . . ? C5 O4 K1 O13 -64.9(2) . . . . ? C3 O4 K1 O13 80.3(2) . . . . ? C5 O4 K1 O1 -140.43(19) . . . . ? C3 O4 K1 O1 4.84(17) . . . . ? C5 O4 K1 B22 121.35(19) . . . . ? C3 O4 K1 B22 -93.38(18) . . . . ? C5 O4 K1 C21 119.79(18) . . . . ? C3 O4 K1 C21 -94.94(18) . . . . ? C6 O7 K1 O16 114.02(18) . . . . ? C8 O7 K1 O16 -117.45(17) . . . . ? C6 O7 K1 O20 -99.38(18) . . . . ? C8 O7 K1 O20 29.14(17) . . . . ? C6 O7 K1 O10 -150.46(19) . . . . ? C8 O7 K1 O10 -21.94(15) . . . . ? C6 O7 K1 O4 27.54(17) . . . . ? C8 O7 K1 O4 156.07(17) . . . . ? C6 O7 K1 O13 -179.39(17) . . . . ? C8 O7 K1 O13 -50.87(17) . . . . ? C6 O7 K1 O1 56.85(18) . . . . ? C8 O7 K1 O1 -174.62(15) . . . . ? C6 O7 K1 B22 -45.48(19) . . . . ? C8 O7 K1 B22 83.05(17) . . . . ? C6 O7 K1 C21 -73.76(18) . . . . ? C8 O7 K1 C21 54.77(17) . . . . ? C14 O13 K1 O16 -32.57(13) . . . . ? C12 O13 K1 O16 -151.12(14) . . . . ? C14 O13 K1 O20 60.99(13) . . . . ? C12 O13 K1 O20 -57.56(13) . . . . ? C14 O13 K1 O10 153.86(14) . . . . ? C12 O13 K1 O10 35.31(13) . . . . ? C14 O13 K1 O4 -119.16(16) . . . . ? C12 O13 K1 O4 122.29(15) . . . . ? C14 O13 K1 O7 -177.12(13) . . . . ? C12 O13 K1 O7 64.33(14) . . . . ? C14 O13 K1 O1 -57.10(14) . . . . ? C12 O13 K1 O1 -175.65(13) . . . . ? C14 O13 K1 B22 53.65(15) . . . . ? C12 O13 K1 B22 -64.90(15) . . . . ? C14 O13 K1 C21 56.58(13) . . . . ? C12 O13 K1 C21 -61.97(13) . . . . ? C18 O1 K1 O16 25.75(16) . . . . ? C2 O1 K1 O16 147.11(17) . . . . ? C18 O1 K1 O20 -29.55(18) . . . . ? C2 O1 K1 O20 91.80(16) . . . . ? C18 O1 K1 O10 117.70(18) . . . . ? C2 O1 K1 O10 -120.94(17) . . . . ? C18 O1 K1 O4 -157.52(18) . . . . ? C2 O1 K1 O4 -36.16(15) . . . . ? C18 O1 K1 O7 173.27(17) . . . . ? C2 O1 K1 O7 -65.37(16) . . . . ? C18 O1 K1 O13 50.56(18) . . . . ? C2 O1 K1 O13 171.92(15) . . . . ? C18 O1 K1 B22 -74.15(18) . . . . ? C2 O1 K1 B22 47.21(16) . . . . ? C18 O1 K1 C21 -49.77(18) . . . . ? C2 O1 K1 C21 71.59(16) . . . . ? C21 B22 K1 O16 67.42(15) . . . . ? C21 B22 K1 O20 -2.90(12) . . . . ? C21 B22 K1 O10 -59.77(16) . . . . ? C21 B22 K1 O4 -177.06(15) . . . . ? C21 B22 K1 O7 -123.80(14) . . . . ? C21 B22 K1 O13 6.15(18) . . . . ? C21 B22 K1 O1 126.33(15) . . . . ? O20 C21 K1 O16 71.00(15) . . . . ? N23 C21 K1 O16 19.8(9) . . . . ? B22 C21 K1 O16 -115.11(16) . . . . ? N23 C21 K1 O20 -51.2(8) . . . . ? B22 C21 K1 O20 173.9(2) . . . . ? O20 C21 K1 O10 -47.38(15) . . . . ? N23 C21 K1 O10 -98.6(9) . . . . ? B22 C21 K1 O10 126.52(16) . . . . ? O20 C21 K1 O4 -170.63(14) . . . . ? N23 C21 K1 O4 138.1(8) . . . . ? B22 C21 K1 O4 3.26(17) . . . . ? O20 C21 K1 O7 -104.77(15) . . . . ? N23 C21 K1 O7 -156.0(8) . . . . ? B22 C21 K1 O7 69.12(17) . . . . ? O20 C21 K1 O13 11.49(15) . . . . ? N23 C21 K1 O13 -39.7(9) . . . . ? B22 C21 K1 O13 -174.62(16) . . . . ? O20 C21 K1 O1 126.63(15) . . . . ? N23 C21 K1 O1 75.4(9) . . . . ? B22 C21 K1 O1 -59.48(16) . . . . ? O20 C21 K1 B22 -173.9(2) . . . . ? N23 C21 K1 B22 134.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.225 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.050 # Attachment '- OBC-Alberto-2010-compd-2-3-4-6-8.cif' data_sp140206 _database_code_depnum_ccdc_archive 'CCDC 775356' #TrackingRef '- OBC-Alberto-2010-compd-2-3-4-6-8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H35 B N Na O8' _chemical_formula_weight 415.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.0562(3) _cell_length_b 18.4484(6) _cell_length_c 15.3958(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.588(3) _cell_angle_gamma 90.00 _cell_volume 2249.23(14) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 16127 _cell_measurement_theta_min 2.395 _cell_measurement_theta_max 68.155 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.226 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 0.949 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7391 _exptl_absorpt_correction_T_max 0.9221 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 1.54186 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS 2T' _diffrn_measurement_method '\o oscillation scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 50-200 _diffrn_standards_interval_count 'every image' _diffrn_standards_interval_time 4.5 _diffrn_standards_decay_% ? _diffrn_reflns_number 14351 _diffrn_reflns_av_R_equivalents 0.0960 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 5.62 _diffrn_reflns_theta_max 62.37 _reflns_number_total 3535 _reflns_number_gt 3063 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe, 2005)' _computing_cell_refinement 'X-Area (Stoe, 2005)' _computing_data_reduction 'X-RED32 (Stoe, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0619P)^2^+1.6205P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0105(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3535 _refine_ls_number_parameters 256 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.1514 _refine_ls_wR_factor_gt 0.1479 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _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 C1 C 0.9629(3) 0.10448(13) -0.00468(17) 0.0371(6) Uani 1 1 d . . . H1A H 0.9890 0.0828 0.0551 0.044 Uiso 1 1 calc R . . H1B H 1.0443 0.0852 -0.0398 0.044 Uiso 1 1 calc R . . C2 C 0.7863(3) 0.08510(14) -0.04810(17) 0.0405(6) Uani 1 1 d . . . H2A H 0.7600 0.1098 -0.1061 0.049 Uiso 1 1 calc R . . H2B H 0.7807 0.0322 -0.0591 0.049 Uiso 1 1 calc R . . C3 C 0.6601(3) 0.05790(13) 0.07593(18) 0.0372(6) Uani 1 1 d . . . H3A H 0.7673 0.0630 0.1188 0.045 Uiso 1 1 calc R . . H3B H 0.6483 0.0067 0.0564 0.045 Uiso 1 1 calc R . . C4 C 0.5147(4) 0.07933(14) 0.1179(2) 0.0488(7) Uani 1 1 d . . . H4A H 0.4092 0.0774 0.0734 0.059 Uiso 1 1 calc R . . H4B H 0.5039 0.0446 0.1656 0.059 Uiso 1 1 calc R . . C5 C 0.5217(4) 0.15453(15) 0.24378(19) 0.0477(7) Uani 1 1 d . . . H5A H 0.6254 0.1359 0.2818 0.057 Uiso 1 1 calc R . . H5B H 0.4249 0.1247 0.2540 0.057 Uiso 1 1 calc R . . C6 C 0.4945(3) 0.23196(15) 0.2652(2) 0.0460(7) Uani 1 1 d . . . H6A H 0.3953 0.2513 0.2242 0.055 Uiso 1 1 calc R . . H6B H 0.4723 0.2359 0.3262 0.055 Uiso 1 1 calc R . . C7 C 0.6097(3) 0.34868(14) 0.2610(2) 0.0431(7) Uani 1 1 d . . . H7A H 0.5546 0.3599 0.3118 0.052 Uiso 1 1 calc R . . H7B H 0.5340 0.3646 0.2062 0.052 Uiso 1 1 calc R . . C8 C 0.7747(3) 0.38729(14) 0.27067(18) 0.0420(6) Uani 1 1 d . . . H8A H 0.7569 0.4403 0.2732 0.050 Uiso 1 1 calc R . . H8B H 0.8497 0.3721 0.3260 0.050 Uiso 1 1 calc R . . C9 C 1.0133(3) 0.39970(15) 0.20379(18) 0.0432(6) Uani 1 1 d . . . H9A H 1.0889 0.3793 0.2561 0.052 Uiso 1 1 calc R . . H9B H 1.0084 0.4529 0.2113 0.052 Uiso 1 1 calc R . . C10 C 1.0805(3) 0.38226(14) 0.12179(19) 0.0429(6) Uani 1 1 d . . . H10A H 1.0124 0.4069 0.0701 0.051 Uiso 1 1 calc R . . H10B H 1.1990 0.3988 0.1279 0.051 Uiso 1 1 calc R . . C11 C 1.1608(3) 0.28192(15) 0.0441(2) 0.0442(7) Uani 1 1 d . . . H11A H 1.2808 0.2965 0.0600 0.053 Uiso 1 1 calc R . . H11B H 1.1123 0.3043 -0.0134 0.053 Uiso 1 1 calc R . . C12 C 1.1475(3) 0.20125(15) 0.03746(19) 0.0420(6) Uani 1 1 d . . . H12A H 1.2240 0.1828 -0.0010 0.050 Uiso 1 1 calc R . . H12B H 1.1817 0.1793 0.0968 0.050 Uiso 1 1 calc R . . C21 C 0.5511(3) 0.38524(12) -0.23495(15) 0.0295(5) Uani 1 1 d . . . C24 C 0.5952(3) 0.27451(12) -0.14116(17) 0.0357(6) Uani 1 1 d . . . H24B H 0.7057 0.2494 -0.1287 0.043 Uiso 1 1 calc R . . H24A H 0.5265 0.2521 -0.1943 0.043 Uiso 1 1 calc R . . C25 C 0.5066(3) 0.26578(13) -0.06361(17) 0.0365(6) Uani 1 1 d . . . H25A H 0.3910 0.2859 -0.0791 0.044 Uiso 1 1 calc R . . H25B H 0.4969 0.2136 -0.0506 0.044 Uiso 1 1 calc R . . C27 C 0.6122(4) 0.37754(14) -0.00478(18) 0.0466(7) Uani 1 1 d . . . H27A H 0.6736 0.4020 0.0488 0.056 Uiso 1 1 calc R . . H27B H 0.4986 0.3997 -0.0202 0.056 Uiso 1 1 calc R . . C28 C 0.7059(4) 0.38864(15) -0.07960(18) 0.0485(7) Uani 1 1 d . . . H28A H 0.7119 0.4411 -0.0925 0.058 Uiso 1 1 calc R . . H28B H 0.8227 0.3701 -0.0625 0.058 Uiso 1 1 calc R . . B22 B 0.5851(4) 0.47105(15) -0.2456(2) 0.0383(7) Uani 1 1 d . . . H22C H 0.520(2) 0.4897(4) -0.3132(11) 0.058 Uiso 1 1 d R . . H22B H 0.725(2) 0.4811(2) -0.2377(12) 0.058 Uiso 1 1 d R . . H22A H 0.533(2) 0.5021(5) -0.1933(11) 0.058 Uiso 1 1 d R . . N23 N 0.6208(3) 0.35089(11) -0.15773(14) 0.0397(5) Uani 1 1 d . . . O1 O 0.9773(2) 0.18156(9) 0.00146(12) 0.0372(4) Uani 1 1 d . . . O2 O 0.6607(2) 0.10412(9) 0.00216(12) 0.0414(5) Uani 1 1 d . . . O3 O 0.5376(2) 0.15089(9) 0.15375(13) 0.0439(5) Uani 1 1 d . . . O4 O 0.6405(2) 0.27284(9) 0.25735(12) 0.0386(4) Uani 1 1 d . . . O5 O 0.8497(2) 0.36977(9) 0.19670(11) 0.0374(4) Uani 1 1 d . . . O6 O 1.0712(2) 0.30588(9) 0.11010(12) 0.0425(5) Uani 1 1 d . . . O20 O 0.4667(2) 0.34716(9) -0.29349(11) 0.0383(4) Uani 1 1 d . . . O26 O 0.5954(2) 0.30180(10) 0.01337(11) 0.0415(5) Uani 1 1 d . . . Na1 Na 0.79504(11) 0.23549(5) 0.12723(6) 0.0376(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0441(14) 0.0296(12) 0.0387(14) -0.0016(10) 0.0107(11) 0.0046(10) C2 0.0485(15) 0.0361(13) 0.0364(14) -0.0029(11) 0.0064(11) -0.0018(11) C3 0.0388(13) 0.0258(12) 0.0456(15) -0.0007(10) 0.0044(11) 0.0002(10) C4 0.0513(16) 0.0281(13) 0.071(2) -0.0063(13) 0.0218(14) -0.0066(11) C5 0.0511(16) 0.0456(16) 0.0490(17) 0.0034(13) 0.0158(13) -0.0121(12) C6 0.0421(14) 0.0542(17) 0.0459(16) -0.0079(13) 0.0191(12) -0.0107(12) C7 0.0440(14) 0.0345(14) 0.0529(17) -0.0106(12) 0.0142(12) 0.0061(11) C8 0.0472(15) 0.0345(13) 0.0444(15) -0.0131(11) 0.0087(12) 0.0019(11) C9 0.0419(14) 0.0406(14) 0.0457(15) -0.0107(12) 0.0042(12) -0.0146(11) C10 0.0426(14) 0.0355(14) 0.0500(16) -0.0051(12) 0.0073(12) -0.0134(11) C11 0.0356(13) 0.0480(16) 0.0521(17) -0.0052(13) 0.0162(12) -0.0072(11) C12 0.0288(12) 0.0464(15) 0.0533(16) -0.0045(12) 0.0144(11) -0.0002(11) C21 0.0250(11) 0.0332(13) 0.0307(12) -0.0009(10) 0.0058(9) -0.0018(9) C24 0.0404(13) 0.0278(12) 0.0381(14) 0.0046(10) 0.0057(11) -0.0039(10) C25 0.0351(13) 0.0336(13) 0.0401(14) 0.0050(10) 0.0050(11) -0.0007(10) C27 0.0591(17) 0.0377(14) 0.0372(15) -0.0011(11) -0.0065(13) 0.0043(12) C28 0.0621(17) 0.0388(15) 0.0379(15) 0.0056(12) -0.0085(13) -0.0150(12) B22 0.0409(15) 0.0312(15) 0.0409(16) 0.0017(12) 0.0023(12) -0.0028(12) N23 0.0508(13) 0.0308(11) 0.0329(12) 0.0032(9) -0.0041(10) -0.0118(9) O1 0.0358(9) 0.0311(9) 0.0439(10) -0.0011(7) 0.0052(7) -0.0001(7) O2 0.0397(10) 0.0336(9) 0.0485(11) 0.0062(8) 0.0025(8) 0.0064(7) O3 0.0559(11) 0.0289(9) 0.0515(11) -0.0039(8) 0.0216(9) -0.0046(8) O4 0.0358(9) 0.0327(9) 0.0488(11) -0.0035(8) 0.0122(8) 0.0006(7) O5 0.0373(9) 0.0379(9) 0.0366(10) -0.0081(7) 0.0057(7) -0.0069(7) O6 0.0442(10) 0.0337(10) 0.0530(11) -0.0071(8) 0.0180(8) -0.0087(7) O20 0.0444(10) 0.0328(9) 0.0343(10) -0.0025(7) -0.0017(8) -0.0077(7) O26 0.0451(10) 0.0423(10) 0.0350(10) 0.0065(8) 0.0018(8) 0.0022(8) Na1 0.0349(5) 0.0367(6) 0.0398(6) 0.0071(4) 0.0035(4) 0.0058(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 C1 O1 1.428(3) . ? C1 C2 1.500(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 O2 1.426(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 O2 1.421(3) . ? C3 C4 1.491(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 O3 1.430(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 O3 1.417(3) . ? C5 C6 1.491(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O4 1.420(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 O4 1.424(3) . ? C7 C8 1.491(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O5 1.421(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 O5 1.414(3) . ? C9 C10 1.498(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 O6 1.421(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 O6 1.420(3) . ? C11 C12 1.494(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O1 1.428(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C21 O20 1.242(3) . ? C21 N23 1.373(3) . ? C21 B22 1.620(3) . ? C24 N23 1.453(3) . ? C24 C25 1.508(3) . ? C24 H24B 0.9900 . ? C24 H24A 0.9900 . ? C25 O26 1.431(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C27 O26 1.436(3) . ? C27 C28 1.503(4) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 N23 1.449(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? B22 H22C 1.1282 . ? B22 H22B 1.1282 . ? B22 H22A 1.1282 . ? O1 Na1 2.818(2) . ? O3 Na1 2.6862(19) . ? O4 Na1 2.637(2) . ? O5 Na1 2.7022(19) . ? O6 Na1 2.6311(19) . ? O20 Na1 2.2600(18) 4_565 ? O26 Na1 2.4738(19) . ? Na1 O20 2.2600(18) 4_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 109.01(19) . . ? O1 C1 H1A 109.9 . . ? C2 C1 H1A 109.9 . . ? O1 C1 H1B 109.9 . . ? C2 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? O2 C2 C1 114.1(2) . . ? O2 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? O2 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? O2 C3 C4 107.8(2) . . ? O2 C3 H3A 110.1 . . ? C4 C3 H3A 110.1 . . ? O2 C3 H3B 110.1 . . ? C4 C3 H3B 110.1 . . ? H3A C3 H3B 108.5 . . ? O3 C4 C3 110.9(2) . . ? O3 C4 H4A 109.5 . . ? C3 C4 H4A 109.5 . . ? O3 C4 H4B 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? O3 C5 C6 107.8(2) . . ? O3 C5 H5A 110.2 . . ? C6 C5 H5A 110.2 . . ? O3 C5 H5B 110.2 . . ? C6 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? O4 C6 C5 109.4(2) . . ? O4 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? O4 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.2 . . ? O4 C7 C8 108.4(2) . . ? O4 C7 H7A 110.0 . . ? C8 C7 H7A 110.0 . . ? O4 C7 H7B 110.0 . . ? C8 C7 H7B 110.0 . . ? H7A C7 H7B 108.4 . . ? O5 C8 C7 108.3(2) . . ? O5 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? O5 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.4 . . ? O5 C9 C10 109.1(2) . . ? O5 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? O5 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? O6 C10 C9 107.5(2) . . ? O6 C10 H10A 110.2 . . ? C9 C10 H10A 110.2 . . ? O6 C10 H10B 110.2 . . ? C9 C10 H10B 110.2 . . ? H10A C10 H10B 108.5 . . ? O6 C11 C12 108.7(2) . . ? O6 C11 H11A 110.0 . . ? C12 C11 H11A 110.0 . . ? O6 C11 H11B 110.0 . . ? C12 C11 H11B 110.0 . . ? H11A C11 H11B 108.3 . . ? O1 C12 C11 109.4(2) . . ? O1 C12 H12A 109.8 . . ? C11 C12 H12A 109.8 . . ? O1 C12 H12B 109.8 . . ? C11 C12 H12B 109.8 . . ? H12A C12 H12B 108.3 . . ? O20 C21 N23 116.7(2) . . ? O20 C21 B22 124.0(2) . . ? N23 C21 B22 119.3(2) . . ? N23 C24 C25 110.2(2) . . ? N23 C24 H24B 109.6 . . ? C25 C24 H24B 109.6 . . ? N23 C24 H24A 109.6 . . ? C25 C24 H24A 109.6 . . ? H24B C24 H24A 108.1 . . ? O26 C25 C24 111.63(19) . . ? O26 C25 H25A 109.3 . . ? C24 C25 H25A 109.3 . . ? O26 C25 H25B 109.3 . . ? C24 C25 H25B 109.3 . . ? H25A C25 H25B 108.0 . . ? O26 C27 C28 111.1(2) . . ? O26 C27 H27A 109.4 . . ? C28 C27 H27A 109.4 . . ? O26 C27 H27B 109.4 . . ? C28 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? N23 C28 C27 110.0(2) . . ? N23 C28 H28A 109.7 . . ? C27 C28 H28A 109.7 . . ? N23 C28 H28B 109.7 . . ? C27 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? C21 B22 H22C 109.5 . . ? C21 B22 H22B 109.5 . . ? H22C B22 H22B 109.5 . . ? C21 B22 H22A 109.5 . . ? H22C B22 H22A 109.5 . . ? H22B B22 H22A 109.5 . . ? C21 N23 C28 123.6(2) . . ? C21 N23 C24 123.43(19) . . ? C28 N23 C24 112.4(2) . . ? C12 O1 C1 109.83(18) . . ? C12 O1 Na1 103.17(14) . . ? C1 O1 Na1 110.53(14) . . ? C3 O2 C2 113.14(18) . . ? C5 O3 C4 113.1(2) . . ? C5 O3 Na1 109.40(15) . . ? C4 O3 Na1 121.74(15) . . ? C6 O4 C7 111.45(19) . . ? C6 O4 Na1 116.07(15) . . ? C7 O4 Na1 113.34(15) . . ? C9 O5 C8 112.13(18) . . ? C9 O5 Na1 118.06(14) . . ? C8 O5 Na1 117.60(14) . . ? C11 O6 C10 112.17(19) . . ? C11 O6 Na1 117.92(14) . . ? C10 O6 Na1 120.19(14) . . ? C21 O20 Na1 166.54(16) . 4_565 ? C25 O26 C27 109.96(18) . . ? C25 O26 Na1 121.23(14) . . ? C27 O26 Na1 123.16(15) . . ? O20 Na1 O26 165.94(8) 4_666 . ? O20 Na1 O6 86.69(7) 4_666 . ? O26 Na1 O6 97.84(7) . . ? O20 Na1 O4 95.37(7) 4_666 . ? O26 Na1 O4 94.18(6) . . ? O6 Na1 O4 118.24(6) . . ? O20 Na1 O3 86.51(7) 4_666 . ? O26 Na1 O3 88.60(6) . . ? O6 Na1 O3 173.14(7) . . ? O4 Na1 O3 63.31(6) . . ? O20 Na1 O5 111.45(7) 4_666 . ? O26 Na1 O5 82.21(6) . . ? O6 Na1 O5 60.51(5) . . ? O4 Na1 O5 61.66(5) . . ? O3 Na1 O5 123.15(6) . . ? O20 Na1 O1 77.78(6) 4_666 . ? O26 Na1 O1 92.33(6) . . ? O6 Na1 O1 63.15(5) . . ? O4 Na1 O1 173.04(6) . . ? O3 Na1 O1 114.44(6) . . ? O5 Na1 O1 121.87(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 -65.6(3) . . . . ? O2 C3 C4 O3 -65.2(3) . . . . ? O3 C5 C6 O4 -64.7(3) . . . . ? O4 C7 C8 O5 59.6(3) . . . . ? O5 C9 C10 O6 -54.6(3) . . . . ? O6 C11 C12 O1 68.5(3) . . . . ? N23 C24 C25 O26 -55.2(3) . . . . ? O26 C27 C28 N23 57.1(3) . . . . ? O20 C21 N23 C28 -172.7(2) . . . . ? B22 C21 N23 C28 8.4(4) . . . . ? O20 C21 N23 C24 -2.2(3) . . . . ? B22 C21 N23 C24 178.8(2) . . . . ? C27 C28 N23 C21 116.9(3) . . . . ? C27 C28 N23 C24 -54.5(3) . . . . ? C25 C24 N23 C21 -118.0(3) . . . . ? C25 C24 N23 C28 53.5(3) . . . . ? C11 C12 O1 C1 -179.6(2) . . . . ? C11 C12 O1 Na1 -61.8(2) . . . . ? C2 C1 O1 C12 -176.3(2) . . . . ? C2 C1 O1 Na1 70.5(2) . . . . ? C4 C3 O2 C2 -175.1(2) . . . . ? C1 C2 O2 C3 -74.0(3) . . . . ? C6 C5 O3 C4 -162.7(2) . . . . ? C6 C5 O3 Na1 58.1(2) . . . . ? C3 C4 O3 C5 -126.9(3) . . . . ? C3 C4 O3 Na1 6.7(3) . . . . ? C5 C6 O4 C7 169.2(2) . . . . ? C5 C6 O4 Na1 37.4(3) . . . . ? C8 C7 O4 C6 168.7(2) . . . . ? C8 C7 O4 Na1 -58.1(2) . . . . ? C10 C9 O5 C8 -177.2(2) . . . . ? C10 C9 O5 Na1 41.3(3) . . . . ? C7 C8 O5 C9 -175.4(2) . . . . ? C7 C8 O5 Na1 -33.7(2) . . . . ? C12 C11 O6 C10 178.8(2) . . . . ? C12 C11 O6 Na1 -35.0(3) . . . . ? C9 C10 O6 C11 -168.8(2) . . . . ? C9 C10 O6 Na1 45.9(3) . . . . ? N23 C21 O20 Na1 35.8(8) . . . 4_565 ? B22 C21 O20 Na1 -145.3(6) . . . 4_565 ? C24 C25 O26 C27 58.3(3) . . . . ? C24 C25 O26 Na1 -95.9(2) . . . . ? C28 C27 O26 C25 -59.2(3) . . . . ? C28 C27 O26 Na1 94.5(2) . . . . ? C25 O26 Na1 O20 8.6(4) . . . 4_666 ? C27 O26 Na1 O20 -142.3(3) . . . 4_666 ? C25 O26 Na1 O6 116.59(16) . . . . ? C27 O26 Na1 O6 -34.22(19) . . . . ? C25 O26 Na1 O4 -124.13(16) . . . . ? C27 O26 Na1 O4 85.06(19) . . . . ? C25 O26 Na1 O3 -61.03(17) . . . . ? C27 O26 Na1 O3 148.16(19) . . . . ? C25 O26 Na1 O5 175.24(17) . . . . ? C27 O26 Na1 O5 24.42(19) . . . . ? C25 O26 Na1 O1 53.38(16) . . . . ? C27 O26 Na1 O1 -97.43(19) . . . . ? C11 O6 Na1 O20 81.01(18) . . . 4_666 ? C10 O6 Na1 O20 -135.64(18) . . . 4_666 ? C11 O6 Na1 O26 -85.61(18) . . . . ? C10 O6 Na1 O26 57.74(18) . . . . ? C11 O6 Na1 O4 175.34(17) . . . . ? C10 O6 Na1 O4 -41.31(19) . . . . ? C11 O6 Na1 O3 74.0(6) . . . . ? C10 O6 Na1 O3 -142.6(5) . . . . ? C11 O6 Na1 O5 -162.02(19) . . . . ? C10 O6 Na1 O5 -18.66(17) . . . . ? C11 O6 Na1 O1 3.03(17) . . . . ? C10 O6 Na1 O1 146.38(19) . . . . ? C6 O4 Na1 O20 -89.28(18) . . . 4_666 ? C7 O4 Na1 O20 139.82(16) . . . 4_666 ? C6 O4 Na1 O26 80.38(18) . . . . ? C7 O4 Na1 O26 -50.51(16) . . . . ? C6 O4 Na1 O6 -178.41(17) . . . . ? C7 O4 Na1 O6 50.70(17) . . . . ? C6 O4 Na1 O3 -5.94(17) . . . . ? C7 O4 Na1 O3 -136.83(16) . . . . ? C6 O4 Na1 O5 159.21(19) . . . . ? C7 O4 Na1 O5 28.32(15) . . . . ? C6 O4 Na1 O1 -78.7(5) . . . . ? C7 O4 Na1 O1 150.4(5) . . . . ? C5 O3 Na1 O20 70.14(17) . . . 4_666 ? C4 O3 Na1 O20 -64.9(2) . . . 4_666 ? C5 O3 Na1 O26 -123.05(17) . . . . ? C4 O3 Na1 O26 101.9(2) . . . . ? C5 O3 Na1 O6 77.1(6) . . . . ? C4 O3 Na1 O6 -57.9(7) . . . . ? C5 O3 Na1 O4 -27.66(16) . . . . ? C4 O3 Na1 O4 -162.7(2) . . . . ? C5 O3 Na1 O5 -43.30(18) . . . . ? C4 O3 Na1 O5 -178.35(19) . . . . ? C5 O3 Na1 O1 145.03(16) . . . . ? C4 O3 Na1 O1 10.0(2) . . . . ? C9 O5 Na1 O20 59.30(18) . . . 4_666 ? C8 O5 Na1 O20 -80.19(17) . . . 4_666 ? C9 O5 Na1 O26 -117.25(17) . . . . ? C8 O5 Na1 O26 103.26(16) . . . . ? C9 O5 Na1 O6 -13.63(16) . . . . ? C8 O5 Na1 O6 -153.12(17) . . . . ? C9 O5 Na1 O4 143.70(18) . . . . ? C8 O5 Na1 O4 4.21(15) . . . . ? C9 O5 Na1 O3 159.57(16) . . . . ? C8 O5 Na1 O3 20.08(18) . . . . ? C9 O5 Na1 O1 -29.36(19) . . . . ? C8 O5 Na1 O1 -168.85(15) . . . . ? C12 O1 Na1 O20 -62.56(15) . . . 4_666 ? C1 O1 Na1 O20 54.81(14) . . . 4_666 ? C12 O1 Na1 O26 127.53(15) . . . . ? C1 O1 Na1 O26 -115.10(14) . . . . ? C12 O1 Na1 O6 29.92(14) . . . . ? C1 O1 Na1 O6 147.29(15) . . . . ? C12 O1 Na1 O4 -73.4(5) . . . . ? C1 O1 Na1 O4 44.0(5) . . . . ? C12 O1 Na1 O3 -142.95(14) . . . . ? C1 O1 Na1 O3 -25.58(15) . . . . ? C12 O1 Na1 O5 45.26(16) . . . . ? C1 O1 Na1 O5 162.63(13) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 62.37 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.272 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.050 data_sp191107 _database_code_depnum_ccdc_archive 'CCDC 775357' #TrackingRef '- OBC-Alberto-2010-compd-2-3-4-6-8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H36 B K N1.50 O7' _chemical_formula_weight 483.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P21212 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 20.6439(7) _cell_length_b 14.6541(4) _cell_length_c 8.4379(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2552.61(14) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 4708 _cell_measurement_theta_min 2.4065 _cell_measurement_theta_max 30.6401 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.258 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1034 _exptl_absorpt_coefficient_mu 0.249 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7387 _exptl_absorpt_correction_T_max 0.9852 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET) (compiled May 8 2007,13:10:02) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Xcalibur Ruby CCD' _diffrn_measurement_method '\o oscillation scan' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15585 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.1233 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 27.10 _reflns_number_total 5548 _reflns_number_gt 3227 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis^Pro^ (Oxford, 2007)' _computing_cell_refinement 'CrysAlis^Pro^ (Oxford, 2007)' _computing_data_reduction 'CrysAlis^Pro^ (Oxford, 2007)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0402P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(5) _refine_ls_number_reflns 5548 _refine_ls_number_parameters 307 _refine_ls_number_restraints 23 _refine_ls_R_factor_all 0.1202 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.0961 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 0.933 _refine_ls_restrained_S_all 0.936 _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 C2 C 0.17805(16) 0.5013(2) 0.2425(4) 0.0496(9) Uani 1 1 d . . . H2A H 0.2100 0.5376 0.1817 0.059 Uiso 1 1 calc R . . H2B H 0.1561 0.5425 0.3185 0.059 Uiso 1 1 calc R . . C3 C 0.12945(18) 0.4605(2) 0.1324(4) 0.0519(10) Uani 1 1 d . . . H3A H 0.1102 0.5085 0.0645 0.062 Uiso 1 1 calc R . . H3B H 0.1504 0.4147 0.0632 0.062 Uiso 1 1 calc R . . C5 C 0.03117(17) 0.3785(2) 0.1326(4) 0.0522(10) Uani 1 1 d . . . H5A H 0.0491 0.3276 0.0690 0.063 Uiso 1 1 calc R . . H5B H 0.0126 0.4243 0.0592 0.063 Uiso 1 1 calc R . . C6 C -0.01986(16) 0.3440(2) 0.2419(4) 0.0518(10) Uani 1 1 d . . . H6A H -0.0335 0.3930 0.3155 0.062 Uiso 1 1 calc R . . H6B H -0.0582 0.3239 0.1807 0.062 Uiso 1 1 calc R . . C8 C -0.04085(15) 0.2230(2) 0.4227(4) 0.0524(9) Uani 1 1 d . . . H8A H -0.0769 0.2016 0.3549 0.063 Uiso 1 1 calc R . . H8B H -0.0587 0.2650 0.5037 0.063 Uiso 1 1 calc R . . C9 C -0.00900(18) 0.1440(2) 0.5007(4) 0.0514(10) Uani 1 1 d . . . H9A H -0.0415 0.1076 0.5593 0.062 Uiso 1 1 calc R . . H9B H 0.0113 0.1043 0.4198 0.062 Uiso 1 1 calc R . . C11 C 0.07131(17) 0.1059(2) 0.6893(4) 0.0513(10) Uani 1 1 d . . . H11A H 0.0935 0.0653 0.6129 0.062 Uiso 1 1 calc R . . H11B H 0.0395 0.0691 0.7498 0.062 Uiso 1 1 calc R . . C12 C 0.11963(17) 0.1474(2) 0.7998(4) 0.0517(9) Uani 1 1 d . . . H12A H 0.0979 0.1917 0.8706 0.062 Uiso 1 1 calc R . . H12B H 0.1395 0.0993 0.8663 0.062 Uiso 1 1 calc R . . C14 C 0.21625(16) 0.2319(2) 0.8069(4) 0.0473(9) Uani 1 1 d . . . H14A H 0.2347 0.1855 0.8794 0.057 Uiso 1 1 calc R . . H14B H 0.1973 0.2815 0.8716 0.057 Uiso 1 1 calc R . . C15 C 0.26789(15) 0.2690(2) 0.7018(4) 0.0452(8) Uani 1 1 d . . . H15A H 0.3049 0.2905 0.7663 0.054 Uiso 1 1 calc R . . H15B H 0.2836 0.2208 0.6291 0.054 Uiso 1 1 calc R . . C17 C 0.28864(16) 0.3861(2) 0.5149(4) 0.0502(10) Uani 1 1 d . . . H17A H 0.3060 0.3417 0.4372 0.060 Uiso 1 1 calc R . . H17B H 0.3250 0.4084 0.5807 0.060 Uiso 1 1 calc R . . C18 C 0.25805(16) 0.4636(2) 0.4306(4) 0.0540(10) Uani 1 1 d . . . H18B H 0.2381 0.5057 0.5083 0.065 Uiso 1 1 calc R . . H18A H 0.2913 0.4977 0.3704 0.065 Uiso 1 1 calc R . . C21 C 0.18440(16) 0.0874(2) 0.2114(4) 0.0365(8) Uani 1 1 d . . . C24 C 0.14685(14) -0.05332(18) 0.0620(3) 0.0277(7) Uani 1 1 d . . . C25 C 0.16729(15) -0.1174(2) -0.0489(3) 0.0373(8) Uani 1 1 d . . . H25A H 0.2111 -0.1168 -0.0830 0.045 Uiso 1 1 calc R . . C26 C 0.12570(16) -0.18151(19) -0.1106(4) 0.0402(8) Uani 1 1 d . . . H26A H 0.1411 -0.2252 -0.1846 0.048 Uiso 1 1 calc R . . C27 C 0.06127(15) -0.1822(2) -0.0643(4) 0.0420(9) Uani 1 1 d . . . H27A H 0.0319 -0.2254 -0.1079 0.050 Uiso 1 1 calc R . . C28 C 0.04057(16) -0.1197(2) 0.0450(4) 0.0449(9) Uani 1 1 d . . . H28A H -0.0035 -0.1202 0.0776 0.054 Uiso 1 1 calc R . . C29 C 0.08255(15) -0.0555(2) 0.1094(4) 0.0377(8) Uani 1 1 d . . . H29A H 0.0672 -0.0131 0.1859 0.045 Uiso 1 1 calc R . . C30 C 0.0703(3) 0.4755(4) 0.7013(5) 0.0952(17) Uani 1 1 d DU . . C31 C 0.0457(3) 0.5651(4) 0.7032(5) 0.1001(19) Uani 1 1 d DU . . H31A H 0.0762 0.6135 0.7072 0.120 Uiso 1 1 calc R . . C32 C 0.0193(4) 0.4115(3) 0.6997(5) 0.106(2) Uani 1 1 d DU . . H32A H 0.0302 0.3485 0.6961 0.128 Uiso 1 1 calc R . . N23 N 0.19187(11) 0.00998(16) 0.1190(3) 0.0361(6) Uani 1 1 d . . . H23A H 0.2322 -0.0014 0.0913 0.043 Uiso 1 1 calc R . . N33 N 0.1242(4) 0.4566(8) 0.7067(11) 0.134(5) Uani 0.50 1 d PU . . O1 O 0.21006(10) 0.43022(13) 0.3256(2) 0.0405(6) Uani 1 1 d . . . O4 O 0.08080(10) 0.41875(14) 0.2257(3) 0.0441(6) Uani 1 1 d . . . O7 O 0.00632(9) 0.26908(15) 0.3289(2) 0.0451(5) Uani 1 1 d . . . O10 O 0.03915(10) 0.17733(13) 0.6075(3) 0.0422(6) Uani 1 1 d . . . O13 O 0.16795(10) 0.19193(14) 0.7100(2) 0.0444(6) Uani 1 1 d . . . O16 O 0.24140(9) 0.34314(14) 0.6128(3) 0.0430(6) Uani 1 1 d . . . O20 O 0.13060(11) 0.10445(15) 0.2671(3) 0.0642(7) Uani 1 1 d . . . K1 K 0.13815(3) 0.26972(4) 0.41284(8) 0.03667(18) Uani 1 1 d . . . B22 B 0.2485(2) 0.1490(3) 0.2301(5) 0.0439(10) Uani 1 1 d D . . H22A H 0.2886(12) 0.1202(19) 0.154(3) 0.066 Uiso 1 1 d D . . H22B H 0.2360(14) 0.2191(14) 0.189(3) 0.066 Uiso 1 1 d D . . H22C H 0.2604(14) 0.153(2) 0.356(2) 0.066 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 C2 0.056(2) 0.0316(19) 0.061(2) 0.007(2) 0.014(2) -0.0043(18) C3 0.064(3) 0.042(2) 0.050(2) 0.0096(18) 0.009(2) 0.009(2) C5 0.058(3) 0.047(2) 0.052(2) 0.0026(19) -0.017(2) 0.0055(19) C6 0.041(2) 0.042(2) 0.072(3) -0.002(2) -0.016(2) 0.0053(17) C8 0.0322(18) 0.058(2) 0.067(2) -0.010(2) -0.005(2) -0.0058(18) C9 0.043(2) 0.045(2) 0.067(2) -0.006(2) 0.010(2) -0.0114(19) C11 0.056(2) 0.0332(19) 0.065(3) 0.011(2) 0.012(2) -0.0029(18) C12 0.061(2) 0.045(2) 0.049(2) 0.009(2) 0.009(2) 0.0009(19) C14 0.060(2) 0.046(2) 0.0363(19) -0.0048(19) -0.0118(19) 0.0065(19) C15 0.046(2) 0.046(2) 0.043(2) -0.0121(19) -0.0124(18) 0.0068(19) C17 0.038(2) 0.056(2) 0.057(2) -0.010(2) -0.003(2) -0.0099(19) C18 0.046(2) 0.047(2) 0.068(3) -0.010(2) 0.008(2) -0.0195(18) C21 0.040(2) 0.0325(19) 0.0365(19) -0.0022(16) -0.0059(18) -0.0035(16) C24 0.0309(19) 0.0256(15) 0.0266(17) 0.0075(14) -0.0002(16) 0.0014(14) C25 0.036(2) 0.0407(18) 0.0352(19) 0.0043(17) 0.0044(16) 0.0048(16) C26 0.054(2) 0.0331(17) 0.0337(18) -0.0038(16) -0.0025(19) 0.0041(16) C27 0.038(2) 0.0411(19) 0.047(2) -0.0045(18) -0.0062(18) -0.0054(16) C28 0.037(2) 0.046(2) 0.051(2) -0.007(2) 0.0046(18) -0.0042(17) C29 0.042(2) 0.0384(18) 0.0323(19) 0.0002(18) 0.0042(18) -0.0014(16) C30 0.160(6) 0.088(4) 0.038(3) 0.016(3) 0.000(3) -0.023(5) C31 0.154(6) 0.090(5) 0.056(3) 0.019(3) -0.027(4) -0.053(4) C32 0.205(7) 0.066(4) 0.049(3) 0.004(3) 0.015(4) -0.004(5) N23 0.0289(15) 0.0352(14) 0.0443(16) 0.0004(15) 0.0037(14) 0.0000(12) N33 0.075(6) 0.234(12) 0.093(6) 0.014(7) 0.015(6) 0.098(7) O1 0.0386(14) 0.0321(12) 0.0509(13) -0.0022(12) -0.0013(12) -0.0050(10) O4 0.0462(14) 0.0449(13) 0.0413(14) 0.0044(12) -0.0038(13) -0.0025(12) O7 0.0300(12) 0.0427(12) 0.0625(14) 0.0069(12) -0.0021(12) 0.0006(11) O10 0.0432(13) 0.0344(12) 0.0490(14) 0.0021(12) 0.0053(13) -0.0047(10) O13 0.0458(14) 0.0502(14) 0.0372(13) 0.0027(11) -0.0001(13) -0.0014(11) O16 0.0346(12) 0.0433(12) 0.0509(14) -0.0029(13) -0.0012(13) -0.0028(11) O20 0.0433(16) 0.0602(15) 0.0892(19) -0.0357(14) 0.0198(16) -0.0087(13) K1 0.0353(4) 0.0329(3) 0.0419(4) 0.0002(4) -0.0022(4) -0.0029(3) B22 0.053(3) 0.043(2) 0.036(2) -0.001(2) 0.002(2) -0.007(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 C2 O1 1.419(4) . ? C2 C3 1.493(4) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 O4 1.416(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C5 O4 1.420(4) . ? C5 C6 1.489(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 O7 1.427(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C8 O7 1.425(4) . ? C8 C9 1.484(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 O10 1.428(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C11 O10 1.419(4) . ? C11 C12 1.495(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 O13 1.413(4) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C14 O13 1.416(3) . ? C14 C15 1.490(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O16 1.429(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C17 O16 1.425(4) . ? C17 C18 1.480(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 O1 1.416(4) . ? C18 H18B 0.9900 . ? C18 H18A 0.9900 . ? C21 O20 1.232(3) . ? C21 N23 1.385(4) . ? C21 B22 1.609(5) . ? C21 K1 3.308(3) . ? C24 C29 1.387(4) . ? C24 C25 1.391(4) . ? C24 N23 1.399(3) . ? C25 C26 1.375(4) . ? C25 H25A 0.9500 . ? C26 C27 1.386(4) . ? C26 H26A 0.9500 . ? C27 C28 1.368(4) . ? C27 H27A 0.9500 . ? C28 C29 1.390(4) . ? C28 H28A 0.9500 . ? C29 H29A 0.9500 . ? C30 N33 1.149(7) . ? C30 C31 1.406(4) . ? C30 C32 1.409(4) . ? C31 C32 1.386(6) 2_565 ? C31 H31A 0.9500 . ? C32 C31 1.386(6) 2_565 ? C32 H32A 0.9500 . ? N23 H23A 0.8800 . ? O1 K1 2.877(2) . ? O4 K1 2.943(2) . ? O7 K1 2.812(2) . ? O10 K1 2.951(2) . ? O13 K1 2.822(2) . ? O16 K1 2.924(2) . ? O20 K1 2.721(2) . ? K1 B22 3.270(4) . ? K1 H22B 2.86(3) . ? K1 H22C 3.09(3) . ? B22 H22A 1.131(17) . ? B22 H22B 1.113(17) . ? B22 H22C 1.092(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C2 C3 109.1(3) . . ? O1 C2 H2A 109.9 . . ? C3 C2 H2A 109.9 . . ? O1 C2 H2B 109.9 . . ? C3 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? O4 C3 C2 107.7(3) . . ? O4 C3 H3A 110.2 . . ? C2 C3 H3A 110.2 . . ? O4 C3 H3B 110.2 . . ? C2 C3 H3B 110.2 . . ? H3A C3 H3B 108.5 . . ? O4 C5 C6 108.0(3) . . ? O4 C5 H5A 110.1 . . ? C6 C5 H5A 110.1 . . ? O4 C5 H5B 110.1 . . ? C6 C5 H5B 110.1 . . ? H5A C5 H5B 108.4 . . ? O7 C6 C5 108.2(3) . . ? O7 C6 H6A 110.1 . . ? C5 C6 H6A 110.1 . . ? O7 C6 H6B 110.1 . . ? C5 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? O7 C8 C9 108.2(3) . . ? O7 C8 H8A 110.1 . . ? C9 C8 H8A 110.1 . . ? O7 C8 H8B 110.1 . . ? C9 C8 H8B 110.1 . . ? H8A C8 H8B 108.4 . . ? O10 C9 C8 108.8(3) . . ? O10 C9 H9A 109.9 . . ? C8 C9 H9A 109.9 . . ? O10 C9 H9B 109.9 . . ? C8 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? O10 C11 C12 108.4(3) . . ? O10 C11 H11A 110.0 . . ? C12 C11 H11A 110.0 . . ? O10 C11 H11B 110.0 . . ? C12 C11 H11B 110.0 . . ? H11A C11 H11B 108.4 . . ? O13 C12 C11 108.9(3) . . ? O13 C12 H12A 109.9 . . ? C11 C12 H12A 109.9 . . ? O13 C12 H12B 109.9 . . ? C11 C12 H12B 109.9 . . ? H12A C12 H12B 108.3 . . ? O13 C14 C15 108.1(2) . . ? O13 C14 H14A 110.1 . . ? C15 C14 H14A 110.1 . . ? O13 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? O16 C15 C14 108.5(3) . . ? O16 C15 H15A 110.0 . . ? C14 C15 H15A 110.0 . . ? O16 C15 H15B 110.0 . . ? C14 C15 H15B 110.0 . . ? H15A C15 H15B 108.4 . . ? O16 C17 C18 109.0(3) . . ? O16 C17 H17A 109.9 . . ? C18 C17 H17A 109.9 . . ? O16 C17 H17B 109.9 . . ? C18 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? O1 C18 C17 109.5(3) . . ? O1 C18 H18B 109.8 . . ? C17 C18 H18B 109.8 . . ? O1 C18 H18A 109.8 . . ? C17 C18 H18A 109.8 . . ? H18B C18 H18A 108.2 . . ? O20 C21 N23 118.8(3) . . ? O20 C21 B22 126.1(3) . . ? N23 C21 B22 115.1(3) . . ? O20 C21 K1 51.65(16) . . ? N23 C21 K1 169.4(2) . . ? B22 C21 K1 74.53(19) . . ? C29 C24 C25 118.0(3) . . ? C29 C24 N23 123.5(3) . . ? C25 C24 N23 118.5(3) . . ? C26 C25 C24 121.8(3) . . ? C26 C25 H25A 119.1 . . ? C24 C25 H25A 119.1 . . ? C25 C26 C27 119.8(3) . . ? C25 C26 H26A 120.1 . . ? C27 C26 H26A 120.1 . . ? C28 C27 C26 119.0(3) . . ? C28 C27 H27A 120.5 . . ? C26 C27 H27A 120.5 . . ? C27 C28 C29 121.5(3) . . ? C27 C28 H28A 119.3 . . ? C29 C28 H28A 119.3 . . ? C24 C29 C28 119.9(3) . . ? C24 C29 H29A 120.0 . . ? C28 C29 H29A 120.0 . . ? N33 C30 C31 125.1(9) . . ? N33 C30 C32 124.2(9) . . ? C31 C30 C32 110.7(5) . . ? C32 C31 C30 125.4(5) 2_565 . ? C32 C31 H31A 117.3 2_565 . ? C30 C31 H31A 117.3 . . ? C31 C32 C30 123.8(5) 2_565 . ? C31 C32 H32A 118.1 2_565 . ? C30 C32 H32A 118.1 . . ? C21 N23 C24 131.5(3) . . ? C21 N23 H23A 114.2 . . ? C24 N23 H23A 114.2 . . ? C18 O1 C2 112.4(2) . . ? C18 O1 K1 118.87(17) . . ? C2 O1 K1 119.10(17) . . ? C3 O4 C5 112.5(3) . . ? C3 O4 K1 109.51(17) . . ? C5 O4 K1 106.19(17) . . ? C8 O7 C6 113.0(2) . . ? C8 O7 K1 121.52(17) . . ? C6 O7 K1 119.58(18) . . ? C11 O10 C9 112.4(2) . . ? C11 O10 K1 106.58(17) . . ? C9 O10 K1 106.71(18) . . ? C12 O13 C14 112.2(2) . . ? C12 O13 K1 120.62(19) . . ? C14 O13 K1 119.97(18) . . ? C17 O16 C15 112.3(2) . . ? C17 O16 K1 109.10(18) . . ? C15 O16 K1 107.61(16) . . ? C21 O20 K1 107.55(19) . . ? O20 K1 O7 80.08(7) . . ? O20 K1 O13 93.12(7) . . ? O7 K1 O13 115.69(7) . . ? O20 K1 O1 129.92(7) . . ? O7 K1 O1 115.95(7) . . ? O13 K1 O1 116.42(7) . . ? O20 K1 O16 129.06(7) . . ? O7 K1 O16 148.45(6) . . ? O13 K1 O16 58.47(6) . . ? O1 K1 O16 58.03(6) . . ? O20 K1 O4 113.27(7) . . ? O7 K1 O4 58.54(6) . . ? O13 K1 O4 149.76(6) . . ? O1 K1 O4 57.57(6) . . ? O16 K1 O4 109.25(6) . . ? O20 K1 O10 78.66(7) . . ? O7 K1 O10 57.89(6) . . ? O13 K1 O10 58.07(6) . . ? O1 K1 O10 151.03(6) . . ? O16 K1 O10 110.65(7) . . ? O4 K1 O10 111.12(6) . . ? O20 K1 B22 49.11(9) . . ? O7 K1 B22 123.60(9) . . ? O13 K1 B22 92.79(9) . . ? O1 K1 B22 87.83(8) . . ? O16 K1 B22 87.90(8) . . ? O4 K1 B22 115.38(9) . . ? O10 K1 B22 119.78(8) . . ? O20 K1 C21 20.80(6) . . ? O7 K1 C21 98.47(7) . . ? O13 K1 C21 93.86(7) . . ? O1 K1 C21 112.33(7) . . ? O16 K1 C21 112.54(7) . . ? O4 K1 C21 116.10(7) . . ? O10 K1 C21 96.62(7) . . ? B22 K1 C21 28.32(9) . . ? O20 K1 H22B 60.8(5) . . ? O7 K1 H22B 121.1(6) . . ? O13 K1 H22B 109.1(5) . . ? O1 K1 H22B 71.3(5) . . ? O16 K1 H22B 87.8(6) . . ? O4 K1 H22B 97.1(4) . . ? O10 K1 H22B 137.5(4) . . ? B22 K1 H22B 19.5(4) . . ? C21 K1 H22B 41.2(5) . . ? O20 K1 H22C 58.8(5) . . ? O7 K1 H22C 138.6(5) . . ? O13 K1 H22C 74.7(4) . . ? O1 K1 H22C 89.6(6) . . ? O16 K1 H22C 72.4(5) . . ? O4 K1 H22C 131.1(5) . . ? O10 K1 H22C 113.4(5) . . ? B22 K1 H22C 19.5(3) . . ? C21 K1 H22C 40.2(5) . . ? H22B K1 H22C 34.6(6) . . ? C21 B22 K1 77.1(2) . . ? C21 B22 H22A 109.6(15) . . ? K1 B22 H22A 168.7(15) . . ? C21 B22 H22B 107.3(16) . . ? K1 B22 H22B 59.0(15) . . ? H22A B22 H22B 110(2) . . ? C21 B22 H22C 107.9(17) . . ? K1 B22 H22C 70.8(16) . . ? H22A B22 H22C 114(2) . . ? H22B B22 H22C 108(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C2 C3 O4 66.3(3) . . . . ? O4 C5 C6 O7 -68.3(3) . . . . ? O7 C8 C9 O10 64.5(3) . . . . ? O10 C11 C12 O13 -65.4(3) . . . . ? O13 C14 C15 O16 66.7(3) . . . . ? O16 C17 C18 O1 -65.0(3) . . . . ? C29 C24 C25 C26 -0.2(4) . . . . ? N23 C24 C25 C26 -179.8(3) . . . . ? C24 C25 C26 C27 1.2(4) . . . . ? C25 C26 C27 C28 -1.4(5) . . . . ? C26 C27 C28 C29 0.5(5) . . . . ? C25 C24 C29 C28 -0.7(4) . . . . ? N23 C24 C29 C28 178.9(3) . . . . ? C27 C28 C29 C24 0.6(4) . . . . ? N33 C30 C31 C32 -178.7(8) . . . 2_565 ? C32 C30 C31 C32 -1.6(6) . . . 2_565 ? N33 C30 C32 C31 175.8(7) . . . 2_565 ? C31 C30 C32 C31 -1.3(6) . . . 2_565 ? O20 C21 N23 C24 6.1(5) . . . . ? B22 C21 N23 C24 -171.9(3) . . . . ? K1 C21 N23 C24 -17.8(13) . . . . ? C29 C24 N23 C21 -9.2(5) . . . . ? C25 C24 N23 C21 170.4(3) . . . . ? C17 C18 O1 C2 179.1(3) . . . . ? C17 C18 O1 K1 33.2(3) . . . . ? C3 C2 O1 C18 178.8(3) . . . . ? C3 C2 O1 K1 -35.3(3) . . . . ? C2 C3 O4 C5 179.2(3) . . . . ? C2 C3 O4 K1 -62.9(3) . . . . ? C6 C5 O4 C3 -175.2(3) . . . . ? C6 C5 O4 K1 65.0(3) . . . . ? C9 C8 O7 C6 177.1(3) . . . . ? C9 C8 O7 K1 -30.0(3) . . . . ? C5 C6 O7 C8 -172.4(3) . . . . ? C5 C6 O7 K1 34.2(3) . . . . ? C12 C11 O10 C9 -179.0(3) . . . . ? C12 C11 O10 K1 64.5(3) . . . . ? C8 C9 O10 C11 179.0(3) . . . . ? C8 C9 O10 K1 -64.5(3) . . . . ? C11 C12 O13 C14 -179.1(3) . . . . ? C11 C12 O13 K1 30.6(3) . . . . ? C15 C14 O13 C12 174.6(3) . . . . ? C15 C14 O13 K1 -34.8(3) . . . . ? C18 C17 O16 C15 -178.3(2) . . . . ? C18 C17 O16 K1 62.5(3) . . . . ? C14 C15 O16 C17 176.8(3) . . . . ? C14 C15 O16 K1 -63.1(2) . . . . ? N23 C21 O20 K1 -174.6(2) . . . . ? B22 C21 O20 K1 3.1(4) . . . . ? C21 O20 K1 O7 151.8(2) . . . . ? C21 O20 K1 O13 -92.6(2) . . . . ? C21 O20 K1 O1 36.2(2) . . . . ? C21 O20 K1 O16 -41.7(2) . . . . ? C21 O20 K1 O4 102.5(2) . . . . ? C21 O20 K1 O10 -149.2(2) . . . . ? C21 O20 K1 B22 -1.7(2) . . . . ? C8 O7 K1 O20 81.8(2) . . . . ? C6 O7 K1 O20 -127.0(2) . . . . ? C8 O7 K1 O13 -6.9(2) . . . . ? C6 O7 K1 O13 144.3(2) . . . . ? C8 O7 K1 O1 -148.5(2) . . . . ? C6 O7 K1 O1 2.7(2) . . . . ? C8 O7 K1 O16 -77.9(2) . . . . ? C6 O7 K1 O16 73.3(2) . . . . ? C8 O7 K1 O4 -152.9(2) . . . . ? C6 O7 K1 O4 -1.8(2) . . . . ? C8 O7 K1 O10 -1.0(2) . . . . ? C6 O7 K1 O10 150.2(2) . . . . ? C8 O7 K1 B22 105.7(2) . . . . ? C6 O7 K1 B22 -103.1(2) . . . . ? C8 O7 K1 C21 91.6(2) . . . . ? C6 O7 K1 C21 -117.3(2) . . . . ? C12 O13 K1 O20 -74.0(2) . . . . ? C14 O13 K1 O20 137.9(2) . . . . ? C12 O13 K1 O7 6.5(2) . . . . ? C14 O13 K1 O7 -141.58(19) . . . . ? C12 O13 K1 O1 147.9(2) . . . . ? C14 O13 K1 O1 -0.2(2) . . . . ? C12 O13 K1 O16 151.0(2) . . . . ? C14 O13 K1 O16 2.94(19) . . . . ? C12 O13 K1 O4 77.5(2) . . . . ? C14 O13 K1 O4 -70.5(2) . . . . ? C12 O13 K1 O10 0.6(2) . . . . ? C14 O13 K1 O10 -147.5(2) . . . . ? C12 O13 K1 B22 -123.2(2) . . . . ? C14 O13 K1 B22 88.8(2) . . . . ? C12 O13 K1 C21 -94.8(2) . . . . ? C14 O13 K1 C21 117.1(2) . . . . ? C18 O1 K1 O20 -118.5(2) . . . . ? C2 O1 K1 O20 97.8(2) . . . . ? C18 O1 K1 O7 142.5(2) . . . . ? C2 O1 K1 O7 -1.2(2) . . . . ? C18 O1 K1 O13 1.2(2) . . . . ? C2 O1 K1 O13 -142.5(2) . . . . ? C18 O1 K1 O16 -1.97(19) . . . . ? C2 O1 K1 O16 -145.6(2) . . . . ? C18 O1 K1 O4 147.0(2) . . . . ? C2 O1 K1 O4 3.3(2) . . . . ? C18 O1 K1 O10 72.4(3) . . . . ? C2 O1 K1 O10 -71.2(3) . . . . ? C18 O1 K1 B22 -90.8(2) . . . . ? C2 O1 K1 B22 125.5(2) . . . . ? C18 O1 K1 C21 -105.4(2) . . . . ? C2 O1 K1 C21 110.9(2) . . . . ? C17 O16 K1 O20 87.2(2) . . . . ? C15 O16 K1 O20 -34.8(2) . . . . ? C17 O16 K1 O7 -118.9(2) . . . . ? C15 O16 K1 O7 119.06(19) . . . . ? C17 O16 K1 O13 152.7(2) . . . . ? C15 O16 K1 O13 30.63(17) . . . . ? C17 O16 K1 O1 -30.65(18) . . . . ? C15 O16 K1 O1 -152.69(19) . . . . ? C17 O16 K1 O4 -58.09(19) . . . . ? C15 O16 K1 O4 179.87(17) . . . . ? C17 O16 K1 O10 179.26(18) . . . . ? C15 O16 K1 O10 57.21(18) . . . . ? C17 O16 K1 B22 58.10(19) . . . . ? C15 O16 K1 B22 -63.94(18) . . . . ? C17 O16 K1 C21 72.41(19) . . . . ? C15 O16 K1 C21 -49.63(19) . . . . ? C3 O4 K1 O20 -92.8(2) . . . . ? C5 O4 K1 O20 29.0(2) . . . . ? C3 O4 K1 O7 -153.9(2) . . . . ? C5 O4 K1 O7 -32.14(18) . . . . ? C3 O4 K1 O13 118.4(2) . . . . ? C5 O4 K1 O13 -119.8(2) . . . . ? C3 O4 K1 O1 30.88(18) . . . . ? C5 O4 K1 O1 152.6(2) . . . . ? C3 O4 K1 O16 58.47(19) . . . . ? C5 O4 K1 O16 -179.76(18) . . . . ? C3 O4 K1 O10 -179.16(18) . . . . ? C5 O4 K1 O10 -57.4(2) . . . . ? C3 O4 K1 B22 -38.6(2) . . . . ? C5 O4 K1 B22 83.2(2) . . . . ? C3 O4 K1 C21 -70.1(2) . . . . ? C5 O4 K1 C21 51.7(2) . . . . ? C11 O10 K1 O20 67.90(19) . . . . ? C9 O10 K1 O20 -52.41(19) . . . . ? C11 O10 K1 O7 153.2(2) . . . . ? C9 O10 K1 O7 32.90(18) . . . . ? C11 O10 K1 O13 -33.08(18) . . . . ? C9 O10 K1 O13 -153.4(2) . . . . ? C11 O10 K1 O1 -120.6(2) . . . . ? C9 O10 K1 O1 119.1(2) . . . . ? C11 O10 K1 O16 -59.79(19) . . . . ? C9 O10 K1 O16 179.90(18) . . . . ? C11 O10 K1 O4 178.66(18) . . . . ? C9 O10 K1 O4 58.35(19) . . . . ? C11 O10 K1 B22 40.0(2) . . . . ? C9 O10 K1 B22 -80.3(2) . . . . ? C11 O10 K1 C21 57.35(19) . . . . ? C9 O10 K1 C21 -62.96(19) . . . . ? N23 C21 K1 O20 26.9(10) . . . . ? B22 C21 K1 O20 -177.4(3) . . . . ? O20 C21 K1 O7 -28.1(2) . . . . ? N23 C21 K1 O7 -1.2(11) . . . . ? B22 C21 K1 O7 154.58(19) . . . . ? O20 C21 K1 O13 88.6(2) . . . . ? N23 C21 K1 O13 115.5(11) . . . . ? B22 C21 K1 O13 -88.72(19) . . . . ? O20 C21 K1 O1 -150.7(2) . . . . ? N23 C21 K1 O1 -123.8(11) . . . . ? B22 C21 K1 O1 31.9(2) . . . . ? O20 C21 K1 O16 146.0(2) . . . . ? N23 C21 K1 O16 172.9(11) . . . . ? B22 C21 K1 O16 -31.4(2) . . . . ? O20 C21 K1 O4 -87.1(2) . . . . ? N23 C21 K1 O4 -60.2(11) . . . . ? B22 C21 K1 O4 95.56(19) . . . . ? O20 C21 K1 O10 30.4(2) . . . . ? N23 C21 K1 O10 57.2(11) . . . . ? B22 C21 K1 O10 -147.00(19) . . . . ? O20 C21 K1 B22 177.4(3) . . . . ? N23 C21 K1 B22 -155.8(12) . . . . ? O20 C21 B22 K1 -2.6(3) . . . . ? N23 C21 B22 K1 175.2(2) . . . . ? O20 K1 B22 C21 1.24(15) . . . . ? O7 K1 B22 C21 -30.6(2) . . . . ? O13 K1 B22 C21 92.96(18) . . . . ? O1 K1 B22 C21 -150.68(18) . . . . ? O16 K1 B22 C21 151.24(18) . . . . ? O4 K1 B22 C21 -98.41(18) . . . . ? O10 K1 B22 C21 38.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.460 _refine_diff_density_min -0.217 _refine_diff_density_rms 0.044 data_sp260107 _database_code_depnum_ccdc_archive 'CCDC 775358' #TrackingRef '- OBC-Alberto-2010-compd-2-3-4-6-8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H32 B Na O8' _chemical_formula_weight 374.21 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' 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' B B 0.0013 0.0007 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.4146(2) _cell_length_b 18.1567(4) _cell_length_c 13.8651(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.663(3) _cell_angle_gamma 90.00 _cell_volume 2039.67(9) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 17148 _cell_measurement_theta_min 2.2381 _cell_measurement_theta_max 32.7337 _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 0.113 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7058 _exptl_absorpt_correction_T_max 0.9888 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET) (compiled Jan 12 2007,17:49:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 183(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur Ruby' _diffrn_measurement_method '\o oscillation scan' _diffrn_detector_area_resol_mean 10.4498 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28939 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0331 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 30.51 _reflns_number_total 6395 _reflns_number_gt 5074 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis RED (Oxford, 2007)' _computing_cell_refinement 'CrysAlis RED (Oxford, 2007)' _computing_data_reduction 'CrysAlis RED (Oxford, 2007)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (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^)+(0.0603P)^2^+0.1042P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(3) _refine_ls_number_reflns 6395 _refine_ls_number_parameters 457 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1154 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.2242(3) 0.14937(14) -0.1052(2) 0.0362(6) Uani 1 1 d . . . H1A H -0.3436 0.1398 -0.1162 0.043 Uiso 1 1 calc R . . H1B H -0.1656 0.1015 -0.0953 0.043 Uiso 1 1 calc R . . C2 C -0.1951(3) 0.18798(16) -0.19360(19) 0.0392(6) Uani 1 1 d . . . H2A H -0.2431 0.1592 -0.2552 0.047 Uiso 1 1 calc R . . H2B H -0.2483 0.2371 -0.2013 0.047 Uiso 1 1 calc R . . C3 C 0.0170(4) 0.22481(17) -0.26452(19) 0.0447(7) Uani 1 1 d . . . H3A H -0.0335 0.2741 -0.2804 0.054 Uiso 1 1 calc R . . H3B H -0.0276 0.1922 -0.3228 0.054 Uiso 1 1 calc R . . C4 C 0.1988(4) 0.23026(16) -0.2438(2) 0.0438(7) Uani 1 1 d . . . H4A H 0.2496 0.1812 -0.2258 0.053 Uiso 1 1 calc R . . H4B H 0.2286 0.2479 -0.3042 0.053 Uiso 1 1 calc R . . C5 C 0.4305(4) 0.29183(19) -0.1423(2) 0.0503(8) Uani 1 1 d . . . H5A H 0.4577 0.3140 -0.2011 0.060 Uiso 1 1 calc R . . H5B H 0.4894 0.2442 -0.1273 0.060 Uiso 1 1 calc R . . C6 C 0.4837(4) 0.34199(18) -0.0546(3) 0.0503(7) Uani 1 1 d . . . H6A H 0.6012 0.3554 -0.0438 0.060 Uiso 1 1 calc R . . H6B H 0.4171 0.3877 -0.0668 0.060 Uiso 1 1 calc R . . C7 C 0.5142(3) 0.34942(15) 0.1187(2) 0.0447(7) Uani 1 1 d . . . H7A H 0.4469 0.3948 0.1111 0.054 Uiso 1 1 calc R . . H7B H 0.6312 0.3637 0.1293 0.054 Uiso 1 1 calc R . . C8 C 0.4949(3) 0.30640(16) 0.2051(2) 0.0442(7) Uani 1 1 d . . . H8A H 0.5526 0.2585 0.2087 0.053 Uiso 1 1 calc R . . H8B H 0.5428 0.3336 0.2682 0.053 Uiso 1 1 calc R . . C9 C 0.2875(4) 0.26461(17) 0.2786(2) 0.0468(7) Uani 1 1 d . . . H9A H 0.3351 0.2961 0.3375 0.056 Uiso 1 1 calc R . . H9B H 0.3361 0.2148 0.2922 0.056 Uiso 1 1 calc R . . C10 C 0.1062(4) 0.26066(16) 0.25956(19) 0.0457(7) Uani 1 1 d . . . H10A H 0.0778 0.2415 0.3196 0.055 Uiso 1 1 calc R . . H10B H 0.0579 0.3105 0.2451 0.055 Uiso 1 1 calc R . . C11 C -0.1347(3) 0.21066(17) 0.1532(2) 0.0406(6) Uani 1 1 d . . . H11A H -0.1811 0.2606 0.1365 0.049 Uiso 1 1 calc R . . H11B H -0.1692 0.1924 0.2117 0.049 Uiso 1 1 calc R . . C12 C -0.1971(3) 0.16073(16) 0.0666(2) 0.0406(6) Uani 1 1 d . . . H12A H -0.1406 0.1125 0.0798 0.049 Uiso 1 1 calc R . . H12B H -0.3171 0.1526 0.0552 0.049 Uiso 1 1 calc R . . C21 C 0.2060(3) 0.04122(13) -0.01528(16) 0.0284(5) Uani 1 1 d . . . C24 C 0.0294(3) -0.04701(16) 0.0326(2) 0.0374(5) Uani 1 1 d . . . H24A H -0.0724 -0.0195 -0.0005 0.045 Uiso 1 1 calc R . . H24B H 0.0653 -0.0320 0.1038 0.045 Uiso 1 1 calc R . . C25 C -0.0029(5) -0.12729(18) 0.0249(3) 0.0657(10) Uani 1 1 d . . . H25A H 0.0983 -0.1540 0.0582 0.079 Uiso 1 1 calc R . . H25B H -0.0385 -0.1416 -0.0459 0.079 Uiso 1 1 calc R . . H25C H -0.0897 -0.1395 0.0572 0.079 Uiso 1 1 calc R . . C31 C 0.3485(3) 0.05683(19) 0.25289(19) 0.0466(7) Uani 1 1 d . . . H31A H 0.2664 0.0905 0.2102 0.056 Uiso 1 1 calc R . . H31B H 0.3063 0.0058 0.2406 0.056 Uiso 1 1 calc R . . C32 C 0.5096(4) 0.06348(18) 0.22777(18) 0.0452(7) Uani 1 1 d . . . H32A H 0.4935 0.0561 0.1550 0.054 Uiso 1 1 calc R . . H32B H 0.5570 0.1131 0.2459 0.054 Uiso 1 1 calc R . . C33 C 0.7674(4) 0.00400(17) 0.2552(2) 0.0434(6) Uani 1 1 d . . . H33A H 0.8317 0.0499 0.2738 0.052 Uiso 1 1 calc R . . H33B H 0.7441 -0.0028 0.1818 0.052 Uiso 1 1 calc R . . C34 C 0.8628(4) -0.05963(16) 0.3082(2) 0.0432(6) Uani 1 1 d . . . H34A H 0.7941 -0.1047 0.2952 0.052 Uiso 1 1 calc R . . H34B H 0.9617 -0.0679 0.2838 0.052 Uiso 1 1 calc R . . C35 C 0.9865(4) -0.10553(15) 0.4691(2) 0.0438(7) Uani 1 1 d . . . H35A H 1.0793 -0.1237 0.4444 0.053 Uiso 1 1 calc R . . H35B H 0.9057 -0.1460 0.4637 0.053 Uiso 1 1 calc R . . C36 C 1.0482(3) -0.08129(18) 0.5752(2) 0.0450(7) Uani 1 1 d . . . H36A H 1.1115 -0.1216 0.6164 0.054 Uiso 1 1 calc R . . H36B H 1.1223 -0.0383 0.5797 0.054 Uiso 1 1 calc R . . C37 C 0.9551(4) -0.02567(17) 0.7042(2) 0.0474(7) Uani 1 1 d . . . H37A H 0.9921 0.0251 0.6958 0.057 Uiso 1 1 calc R . . H37B H 1.0470 -0.0521 0.7512 0.057 Uiso 1 1 calc R . . C38 C 0.8093(4) -0.02383(17) 0.74450(19) 0.0468(7) Uani 1 1 d . . . H38A H 0.7688 -0.0746 0.7488 0.056 Uiso 1 1 calc R . . H38B H 0.8406 -0.0026 0.8128 0.056 Uiso 1 1 calc R . . C39 C 0.5342(3) 0.01532(15) 0.71173(18) 0.0387(6) Uani 1 1 d . . . H39A H 0.5579 0.0268 0.7840 0.046 Uiso 1 1 calc R . . H39B H 0.4882 -0.0351 0.7007 0.046 Uiso 1 1 calc R . . C40 C 0.4129(3) 0.06913(14) 0.65250(18) 0.0350(5) Uani 1 1 d . . . H40A H 0.3123 0.0696 0.6765 0.042 Uiso 1 1 calc R . . H40B H 0.4610 0.1192 0.6607 0.042 Uiso 1 1 calc R . . C41 C 0.2543(3) 0.09692(15) 0.4891(2) 0.0393(6) Uani 1 1 d . . . H41A H 0.2977 0.1479 0.4955 0.047 Uiso 1 1 calc R . . H41B H 0.1508 0.0963 0.5100 0.047 Uiso 1 1 calc R . . C42 C 0.2224(3) 0.07125(16) 0.3838(2) 0.0415(6) Uani 1 1 d . . . H42A H 0.1814 0.0199 0.3780 0.050 Uiso 1 1 calc R . . H42B H 0.1375 0.1027 0.3392 0.050 Uiso 1 1 calc R . . C51 C 0.6933(3) 0.21405(13) 0.49987(16) 0.0271(4) Uani 1 1 d . . . C54 C 0.5365(3) 0.30557(15) 0.5592(2) 0.0379(6) Uani 1 1 d . . . H54A H 0.5790 0.2908 0.6302 0.045 Uiso 1 1 calc R . . H54B H 0.4315 0.2792 0.5302 0.045 Uiso 1 1 calc R . . C55 C 0.5087(5) 0.38652(18) 0.5519(3) 0.0663(10) Uani 1 1 d . . . H55A H 0.4700 0.4008 0.4812 0.080 Uiso 1 1 calc R . . H55B H 0.6123 0.4121 0.5832 0.080 Uiso 1 1 calc R . . H55C H 0.4254 0.4000 0.5864 0.080 Uiso 1 1 calc R . . O1 O -0.1652(2) 0.19429(9) -0.01917(13) 0.0332(4) Uani 1 1 d . . . O2 O -0.0214(2) 0.19571(10) -0.17833(12) 0.0353(4) Uani 1 1 d . . . O3 O 0.2575(2) 0.28008(10) -0.16382(14) 0.0389(4) Uani 1 1 d . . . O4 O 0.4614(2) 0.30501(10) 0.03075(15) 0.0433(4) Uani 1 1 d . . . O5 O 0.3231(2) 0.29489(11) 0.19183(13) 0.0408(4) Uani 1 1 d . . . O6 O 0.0406(2) 0.21348(10) 0.17669(13) 0.0362(4) Uani 1 1 d . . . O20 O 0.1358(2) 0.08644(10) 0.02368(13) 0.0367(4) Uani 1 1 d . . . O23 O 0.1572(2) -0.03100(10) -0.01579(14) 0.0378(4) Uani 1 1 d . . . O31 O 0.3726(2) 0.07522(10) 0.35514(12) 0.0357(4) Uani 1 1 d . . . O32 O 0.6175(2) 0.00877(11) 0.28283(14) 0.0420(4) Uani 1 1 d . . . O33 O 0.9105(2) -0.04409(10) 0.41158(13) 0.0367(4) Uani 1 1 d . . . O34 O 0.9107(2) -0.06189(12) 0.61150(14) 0.0433(5) Uani 1 1 d . . . O35 O 0.6817(2) 0.01957(10) 0.68086(13) 0.0350(4) Uani 1 1 d . . . O36 O 0.37224(19) 0.04832(9) 0.55025(12) 0.0305(3) Uani 1 1 d . . . O50 O 0.6242(2) 0.17018(9) 0.54116(14) 0.0398(4) Uani 1 1 d . . . O53 O 0.6545(2) 0.28731(9) 0.50492(13) 0.0349(4) Uani 1 1 d . . . Na1 Na 0.15474(14) 0.21139(6) 0.00218(9) 0.0449(3) Uani 1 1 d . . . Na31 Na 0.63915(12) 0.04908(5) 0.48931(7) 0.0378(2) Uani 1 1 d . . . B22 B 0.3519(4) 0.05617(19) -0.0669(2) 0.0397(7) Uani 1 1 d . . . H22A H 0.468(2) 0.0246(10) -0.0240(12) 0.060 Uiso 1 1 d R . . H22B H 0.3800(17) 0.1184(11) -0.0650(13) 0.060 Uiso 1 1 d R . . H22C H 0.3120(12) 0.0362(11) -0.1489(14) 0.060 Uiso 1 1 d R . . B52 B 0.8270(4) 0.19729(19) 0.4404(2) 0.0398(6) Uani 1 1 d . . . H52A H 0.8351(18) 0.1390(11) 0.4305(13) 0.060 Uiso 1 1 d R . . H52B H 0.945(2) 0.2180(11) 0.4821(10) 0.060 Uiso 1 1 d R . . H52C H 0.7910(15) 0.2236(10) 0.3686(15) 0.060 Uiso 1 1 d 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 C1 0.0259(11) 0.0334(12) 0.0442(14) -0.0033(11) 0.0007(10) -0.0058(10) C2 0.0323(12) 0.0406(13) 0.0363(13) -0.0022(11) -0.0054(10) 0.0003(11) C3 0.0628(18) 0.0456(15) 0.0243(12) 0.0059(11) 0.0092(11) -0.0001(13) C4 0.0626(18) 0.0409(14) 0.0365(14) 0.0066(11) 0.0279(13) 0.0078(13) C5 0.0373(14) 0.0638(19) 0.0604(18) 0.0139(15) 0.0313(13) 0.0057(14) C6 0.0348(14) 0.0530(17) 0.067(2) 0.0138(15) 0.0208(13) -0.0073(13) C7 0.0307(13) 0.0344(13) 0.0671(19) -0.0076(13) 0.0101(12) -0.0035(11) C8 0.0313(13) 0.0406(14) 0.0526(17) -0.0067(12) -0.0024(11) 0.0017(11) C9 0.0618(18) 0.0465(16) 0.0275(12) 0.0015(11) 0.0039(12) -0.0071(14) C10 0.069(2) 0.0407(15) 0.0327(13) -0.0083(11) 0.0231(13) -0.0075(14) C11 0.0394(14) 0.0463(15) 0.0460(14) 0.0005(12) 0.0285(11) 0.0037(12) C12 0.0341(13) 0.0431(14) 0.0509(15) 0.0048(12) 0.0222(11) -0.0066(11) C21 0.0293(11) 0.0300(11) 0.0238(10) 0.0041(9) 0.0037(8) 0.0024(9) C24 0.0355(13) 0.0385(13) 0.0423(13) 0.0028(12) 0.0174(10) -0.0039(11) C25 0.063(2) 0.0405(16) 0.108(3) 0.0047(19) 0.048(2) -0.0068(15) C31 0.0403(14) 0.0618(18) 0.0293(12) 0.0032(13) -0.0052(10) -0.0025(13) C32 0.0519(16) 0.0554(17) 0.0240(11) 0.0085(12) 0.0027(11) -0.0013(14) C33 0.0486(16) 0.0506(16) 0.0340(13) -0.0028(12) 0.0160(11) -0.0114(13) C34 0.0471(15) 0.0418(15) 0.0454(15) -0.0125(12) 0.0206(12) -0.0051(12) C35 0.0418(15) 0.0352(13) 0.0609(18) 0.0055(13) 0.0248(13) 0.0113(12) C36 0.0280(13) 0.0512(16) 0.0563(17) 0.0169(14) 0.0123(12) 0.0048(12) C37 0.0425(15) 0.0414(15) 0.0471(16) -0.0020(13) -0.0070(12) 0.0031(12) C38 0.0660(19) 0.0420(14) 0.0263(12) -0.0002(11) 0.0021(12) 0.0145(14) C39 0.0526(16) 0.0360(13) 0.0314(12) 0.0014(11) 0.0181(11) -0.0062(12) C40 0.0396(13) 0.0338(12) 0.0380(13) -0.0054(10) 0.0218(10) -0.0044(10) C41 0.0268(11) 0.0358(13) 0.0579(16) 0.0093(12) 0.0157(11) 0.0059(10) C42 0.0225(11) 0.0474(15) 0.0493(15) 0.0138(13) 0.0007(10) -0.0010(11) C51 0.0274(11) 0.0265(10) 0.0243(10) -0.0033(9) 0.0017(8) -0.0007(9) C54 0.0408(14) 0.0383(13) 0.0397(13) -0.0019(11) 0.0197(11) 0.0035(11) C55 0.078(2) 0.0395(16) 0.097(3) -0.0104(18) 0.051(2) 0.0059(17) O1 0.0332(9) 0.0298(8) 0.0383(9) -0.0003(7) 0.0126(7) -0.0039(7) O2 0.0356(9) 0.0413(9) 0.0263(8) 0.0037(7) 0.0037(6) -0.0007(8) O3 0.0357(9) 0.0428(10) 0.0440(10) -0.0022(8) 0.0203(8) 0.0039(8) O4 0.0417(10) 0.0368(10) 0.0547(12) 0.0011(9) 0.0189(9) -0.0008(8) O5 0.0321(9) 0.0525(11) 0.0348(9) 0.0042(8) 0.0041(7) 0.0005(8) O6 0.0385(9) 0.0369(9) 0.0368(9) -0.0074(8) 0.0162(7) -0.0012(8) O20 0.0407(9) 0.0325(9) 0.0385(9) 0.0002(8) 0.0136(7) 0.0066(8) O23 0.0434(10) 0.0283(9) 0.0501(11) -0.0015(8) 0.0269(8) -0.0026(8) O31 0.0289(8) 0.0465(10) 0.0278(8) 0.0065(8) 0.0008(6) -0.0058(8) O32 0.0368(9) 0.0510(11) 0.0381(9) 0.0093(9) 0.0100(7) -0.0051(9) O33 0.0420(9) 0.0291(8) 0.0403(9) -0.0018(8) 0.0133(7) 0.0042(8) O34 0.0276(9) 0.0594(12) 0.0413(10) -0.0056(9) 0.0067(7) -0.0040(8) O35 0.0407(9) 0.0332(9) 0.0314(8) 0.0058(7) 0.0100(7) 0.0047(8) O36 0.0296(8) 0.0297(8) 0.0356(8) 0.0013(7) 0.0146(7) 0.0041(7) O50 0.0502(11) 0.0287(9) 0.0449(10) 0.0049(8) 0.0202(9) -0.0058(8) O53 0.0412(10) 0.0250(8) 0.0474(10) 0.0004(7) 0.0273(8) 0.0006(7) Na1 0.0451(6) 0.0324(5) 0.0523(6) 0.0030(5) 0.0047(5) 0.0052(5) Na31 0.0406(5) 0.0309(5) 0.0419(5) -0.0022(4) 0.0111(4) -0.0071(4) B22 0.0368(15) 0.0463(16) 0.0386(15) 0.0086(13) 0.0148(12) -0.0049(14) B52 0.0339(14) 0.0465(16) 0.0409(15) -0.0109(13) 0.0132(12) 0.0033(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.419(3) . ? C1 C2 1.489(4) . ? C2 O2 1.426(3) . ? C3 O2 1.421(3) . ? C3 C4 1.482(4) . ? C4 O3 1.413(3) . ? C5 O3 1.421(3) . ? C5 C6 1.488(5) . ? C6 O4 1.417(3) . ? C7 O4 1.429(3) . ? C7 C8 1.476(4) . ? C8 O5 1.423(3) . ? C9 O5 1.426(3) . ? C9 C10 1.478(4) . ? C10 O6 1.420(3) . ? C11 O6 1.422(3) . ? C11 C12 1.483(4) . ? C12 O1 1.425(3) . ? C21 O20 1.220(3) . ? C21 O23 1.373(3) . ? C21 B22 1.602(4) . ? C24 O23 1.442(3) . ? C24 C25 1.481(4) . ? C31 O31 1.417(3) . ? C31 C32 1.493(4) . ? C32 O32 1.422(3) . ? C33 O32 1.416(3) . ? C33 C34 1.484(4) . ? C34 O33 1.409(3) . ? C35 O33 1.419(3) . ? C35 C36 1.488(4) . ? C36 O34 1.425(3) . ? C37 O34 1.402(3) . ? C37 C38 1.479(5) . ? C38 O35 1.429(3) . ? C39 O35 1.420(3) . ? C39 C40 1.489(4) . ? C40 O36 1.417(3) . ? C41 O36 1.424(3) . ? C41 C42 1.486(4) . ? C42 O31 1.425(3) . ? C51 O50 1.217(3) . ? C51 O53 1.376(3) . ? C51 B52 1.594(4) . ? C51 Na31 3.027(3) . ? C54 O53 1.437(3) . ? C54 C55 1.487(4) . ? O1 Na1 2.6461(19) . ? O2 Na1 2.5569(19) . ? O3 Na1 2.945(2) . ? O6 Na1 2.835(2) . ? O20 Na1 2.299(2) . ? O31 Na31 2.5423(19) . ? O32 Na31 2.913(2) . ? O35 Na31 2.6373(19) . ? O36 Na31 2.6044(19) . ? O50 Na31 2.327(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 108.9(2) . . ? O2 C2 C1 108.3(2) . . ? O2 C3 C4 108.6(2) . . ? O3 C4 C3 108.5(2) . . ? O3 C5 C6 109.2(2) . . ? O4 C6 C5 108.3(2) . . ? O4 C7 C8 108.5(2) . . ? O5 C8 C7 107.7(2) . . ? O5 C9 C10 108.1(2) . . ? O6 C10 C9 109.3(2) . . ? O6 C11 C12 109.1(2) . . ? O1 C12 C11 108.0(2) . . ? O20 C21 O23 117.7(2) . . ? O20 C21 B22 127.2(2) . . ? O23 C21 B22 115.1(2) . . ? O23 C24 C25 108.1(2) . . ? O31 C31 C32 108.7(2) . . ? O32 C32 C31 107.9(2) . . ? O32 C33 C34 108.4(2) . . ? O33 C34 C33 108.4(2) . . ? O33 C35 C36 107.9(2) . . ? O34 C36 C35 108.8(2) . . ? O34 C37 C38 108.3(2) . . ? O35 C38 C37 109.9(2) . . ? O35 C39 C40 108.85(19) . . ? O36 C40 C39 108.73(19) . . ? O36 C41 C42 107.6(2) . . ? O31 C42 C41 108.65(19) . . ? O50 C51 O53 117.3(2) . . ? O50 C51 B52 127.8(2) . . ? O53 C51 B52 114.9(2) . . ? O50 C51 Na31 44.78(12) . . ? O53 C51 Na31 157.57(16) . . ? B52 C51 Na31 84.50(16) . . ? O53 C54 C55 108.1(2) . . ? C1 O1 C12 110.71(19) . . ? C1 O1 Na1 106.01(14) . . ? C12 O1 Na1 111.84(15) . . ? C3 O2 C2 111.6(2) . . ? C3 O2 Na1 125.35(16) . . ? C2 O2 Na1 117.14(14) . . ? C4 O3 C5 112.4(2) . . ? C4 O3 Na1 103.20(14) . . ? C5 O3 Na1 113.56(16) . . ? C6 O4 C7 111.4(2) . . ? C8 O5 C9 112.6(2) . . ? C10 O6 C11 111.1(2) . . ? C10 O6 Na1 123.47(15) . . ? C11 O6 Na1 111.91(14) . . ? C21 O20 Na1 123.22(16) . . ? C21 O23 C24 116.7(2) . . ? C31 O31 C42 111.65(18) . . ? C31 O31 Na31 123.23(16) . . ? C42 O31 Na31 117.39(13) . . ? C33 O32 C32 112.6(2) . . ? C33 O32 Na31 117.22(15) . . ? C32 O32 Na31 102.33(15) . . ? C34 O33 C35 112.1(2) . . ? C37 O34 C36 113.5(2) . . ? C39 O35 C38 110.9(2) . . ? C39 O35 Na31 114.98(14) . . ? C38 O35 Na31 127.53(16) . . ? C40 O36 C41 111.82(19) . . ? C40 O36 Na31 109.07(13) . . ? C41 O36 Na31 109.08(14) . . ? C51 O50 Na31 113.61(16) . . ? C51 O53 C54 117.17(19) . . ? O20 Na1 O2 88.56(7) . . ? O20 Na1 O1 78.15(7) . . ? O2 Na1 O1 64.80(6) . . ? O20 Na1 O6 81.44(7) . . ? O2 Na1 O6 126.63(7) . . ? O1 Na1 O6 61.83(6) . . ? O20 Na1 O3 124.37(7) . . ? O2 Na1 O3 59.81(6) . . ? O1 Na1 O3 117.82(6) . . ? O6 Na1 O3 154.16(7) . . ? O50 Na31 O31 86.50(7) . . ? O50 Na31 O36 77.37(7) . . ? O31 Na31 O36 64.58(6) . . ? O50 Na31 O35 83.39(7) . . ? O31 Na31 O35 128.90(7) . . ? O36 Na31 O35 64.33(6) . . ? O50 Na31 O32 123.15(7) . . ? O31 Na31 O32 61.25(6) . . ? O36 Na31 O32 119.15(6) . . ? O35 Na31 O32 153.41(7) . . ? O50 Na31 C51 21.61(6) . . ? O31 Na31 C51 86.69(6) . . ? O36 Na31 C51 96.97(7) . . ? O35 Na31 C51 100.05(6) . . ? O32 Na31 C51 105.35(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 64.0(3) . . . . ? O2 C3 C4 O3 -62.6(3) . . . . ? O3 C5 C6 O4 66.5(3) . . . . ? O4 C7 C8 O5 -66.5(3) . . . . ? O5 C9 C10 O6 61.5(3) . . . . ? O6 C11 C12 O1 -67.6(3) . . . . ? O31 C31 C32 O32 65.8(3) . . . . ? O32 C33 C34 O33 -66.6(3) . . . . ? O33 C35 C36 O34 65.0(3) . . . . ? O34 C37 C38 O35 -64.5(3) . . . . ? O35 C39 C40 O36 63.8(3) . . . . ? O36 C41 C42 O31 -61.8(3) . . . . ? C2 C1 O1 C12 177.5(2) . . . . ? C2 C1 O1 Na1 -61.0(2) . . . . ? C11 C12 O1 C1 -179.3(2) . . . . ? C11 C12 O1 Na1 62.7(2) . . . . ? C4 C3 O2 C2 -179.2(2) . . . . ? C4 C3 O2 Na1 28.9(3) . . . . ? C1 C2 O2 C3 173.5(2) . . . . ? C1 C2 O2 Na1 -32.1(3) . . . . ? C3 C4 O3 C5 -176.8(2) . . . . ? C3 C4 O3 Na1 60.5(2) . . . . ? C6 C5 O3 C4 -177.4(2) . . . . ? C6 C5 O3 Na1 -60.7(3) . . . . ? C5 C6 O4 C7 178.5(2) . . . . ? C8 C7 O4 C6 -177.4(2) . . . . ? C7 C8 O5 C9 -170.2(2) . . . . ? C10 C9 O5 C8 175.5(2) . . . . ? C9 C10 O6 C11 -177.5(2) . . . . ? C9 C10 O6 Na1 -40.2(3) . . . . ? C12 C11 O6 C10 -179.9(2) . . . . ? C12 C11 O6 Na1 37.8(2) . . . . ? O23 C21 O20 Na1 -165.69(15) . . . . ? B22 C21 O20 Na1 14.4(3) . . . . ? O20 C21 O23 C24 -1.6(3) . . . . ? B22 C21 O23 C24 178.3(2) . . . . ? C25 C24 O23 C21 -179.2(3) . . . . ? C32 C31 O31 C42 179.0(2) . . . . ? C32 C31 O31 Na31 -32.6(3) . . . . ? C41 C42 O31 C31 -175.5(2) . . . . ? C41 C42 O31 Na31 34.1(3) . . . . ? C34 C33 O32 C32 -173.8(2) . . . . ? C34 C33 O32 Na31 67.9(2) . . . . ? C31 C32 O32 C33 172.6(2) . . . . ? C31 C32 O32 Na31 -60.7(2) . . . . ? C33 C34 O33 C35 173.3(2) . . . . ? C36 C35 O33 C34 174.0(2) . . . . ? C38 C37 O34 C36 -167.2(2) . . . . ? C35 C36 O34 C37 -169.0(2) . . . . ? C40 C39 O35 C38 172.3(2) . . . . ? C40 C39 O35 Na31 -34.0(2) . . . . ? C37 C38 O35 C39 173.4(2) . . . . ? C37 C38 O35 Na31 23.8(3) . . . . ? C39 C40 O36 C41 179.1(2) . . . . ? C39 C40 O36 Na31 -60.2(2) . . . . ? C42 C41 O36 C40 179.0(2) . . . . ? C42 C41 O36 Na31 58.3(2) . . . . ? O53 C51 O50 Na31 163.04(15) . . . . ? B52 C51 O50 Na31 -17.6(3) . . . . ? O50 C51 O53 C54 0.4(3) . . . . ? B52 C51 O53 C54 -179.0(2) . . . . ? Na31 C51 O53 C54 33.0(5) . . . . ? C55 C54 O53 C51 -177.9(3) . . . . ? C21 O20 Na1 O2 70.98(19) . . . . ? C21 O20 Na1 O1 135.52(19) . . . . ? C21 O20 Na1 O6 -161.62(19) . . . . ? C21 O20 Na1 O3 19.8(2) . . . . ? C3 O2 Na1 O20 -130.5(2) . . . . ? C2 O2 Na1 O20 78.95(18) . . . . ? C3 O2 Na1 O1 151.9(2) . . . . ? C2 O2 Na1 O1 1.37(17) . . . . ? C3 O2 Na1 O6 151.24(19) . . . . ? C2 O2 Na1 O6 0.7(2) . . . . ? C3 O2 Na1 O3 1.37(19) . . . . ? C2 O2 Na1 O3 -149.15(19) . . . . ? C1 O1 Na1 O20 -63.32(15) . . . . ? C12 O1 Na1 O20 57.43(16) . . . . ? C1 O1 Na1 O2 30.71(14) . . . . ? C12 O1 Na1 O2 151.46(17) . . . . ? C1 O1 Na1 O6 -149.88(16) . . . . ? C12 O1 Na1 O6 -29.13(16) . . . . ? C1 O1 Na1 O3 59.46(16) . . . . ? C12 O1 Na1 O3 -179.79(16) . . . . ? C10 O6 Na1 O20 136.4(2) . . . . ? C11 O6 Na1 O20 -86.61(17) . . . . ? C10 O6 Na1 O2 -141.81(19) . . . . ? C11 O6 Na1 O2 -4.9(2) . . . . ? C10 O6 Na1 O1 -142.5(2) . . . . ? C11 O6 Na1 O1 -5.53(16) . . . . ? C10 O6 Na1 O3 -46.2(3) . . . . ? C11 O6 Na1 O3 90.7(2) . . . . ? C4 O3 Na1 O20 32.14(18) . . . . ? C5 O3 Na1 O20 -89.9(2) . . . . ? C4 O3 Na1 O2 -32.20(15) . . . . ? C5 O3 Na1 O2 -154.2(2) . . . . ? C4 O3 Na1 O1 -62.43(16) . . . . ? C5 O3 Na1 O1 175.57(18) . . . . ? C4 O3 Na1 O6 -144.67(18) . . . . ? C5 O3 Na1 O6 93.3(2) . . . . ? C51 O50 Na31 O31 -89.83(17) . . . . ? C51 O50 Na31 O36 -154.55(18) . . . . ? C51 O50 Na31 O35 140.34(17) . . . . ? C51 O50 Na31 O32 -37.8(2) . . . . ? C31 O31 Na31 O50 132.1(2) . . . . ? C42 O31 Na31 O50 -81.14(18) . . . . ? C31 O31 Na31 O36 -150.2(2) . . . . ? C42 O31 Na31 O36 -3.47(17) . . . . ? C31 O31 Na31 O35 -149.27(19) . . . . ? C42 O31 Na31 O35 -2.5(2) . . . . ? C31 O31 Na31 O32 0.95(19) . . . . ? C42 O31 Na31 O32 147.68(19) . . . . ? C31 O31 Na31 C51 110.5(2) . . . . ? C42 O31 Na31 C51 -102.79(18) . . . . ? C40 O36 Na31 O50 -59.29(15) . . . . ? C41 O36 Na31 O50 63.10(16) . . . . ? C40 O36 Na31 O31 -151.43(16) . . . . ? C41 O36 Na31 O31 -29.03(16) . . . . ? C40 O36 Na31 O35 29.37(14) . . . . ? C41 O36 Na31 O35 151.77(17) . . . . ? C40 O36 Na31 O32 179.60(14) . . . . ? C41 O36 Na31 O32 -58.01(17) . . . . ? C40 O36 Na31 C51 -68.47(15) . . . . ? C41 O36 Na31 C51 53.93(16) . . . . ? C39 O35 Na31 O50 82.48(16) . . . . ? C38 O35 Na31 O50 -128.9(2) . . . . ? C39 O35 Na31 O31 2.41(19) . . . . ? C38 O35 Na31 O31 151.0(2) . . . . ? C39 O35 Na31 O36 3.34(15) . . . . ? C38 O35 Na31 O36 151.9(2) . . . . ? C39 O35 Na31 O32 -101.0(2) . . . . ? C38 O35 Na31 O32 47.6(3) . . . . ? C39 O35 Na31 C51 96.29(16) . . . . ? C38 O35 Na31 C51 -115.1(2) . . . . ? C33 O32 Na31 O50 91.4(2) . . . . ? C32 O32 Na31 O50 -32.32(18) . . . . ? C33 O32 Na31 O31 155.2(2) . . . . ? C32 O32 Na31 O31 31.48(15) . . . . ? C33 O32 Na31 O36 -174.90(18) . . . . ? C32 O32 Na31 O36 61.42(17) . . . . ? C33 O32 Na31 O35 -84.6(2) . . . . ? C32 O32 Na31 O35 151.77(18) . . . . ? C33 O32 Na31 C51 77.82(19) . . . . ? C32 O32 Na31 C51 -45.87(16) . . . . ? O53 C51 Na31 O50 -42.8(4) . . . . ? B52 C51 Na31 O50 166.1(2) . . . . ? O50 C51 Na31 O31 88.87(18) . . . . ? O53 C51 Na31 O31 46.1(4) . . . . ? B52 C51 Na31 O31 -105.05(14) . . . . ? O50 C51 Na31 O36 24.99(17) . . . . ? O53 C51 Na31 O36 -17.8(4) . . . . ? B52 C51 Na31 O36 -168.92(14) . . . . ? O50 C51 Na31 O35 -40.08(18) . . . . ? O53 C51 Na31 O35 -82.9(4) . . . . ? B52 C51 Na31 O35 126.01(14) . . . . ? O50 C51 Na31 O32 147.84(17) . . . . ? O53 C51 Na31 O32 105.0(4) . . . . ? B52 C51 Na31 O32 -46.08(14) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.334 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.046