Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Claudio Jimenez' _publ_contact_author_address ; Dpto Quimica Organica Universidad de Concepcion Edmundo Larenas 129. Barrio Universitario Concepcion 160-C CHILE ; _publ_contact_author_email CJIMENEZ@UDEC.CL _publ_section_title ; New Anionic Cobalt Complexes Using Highly Hindered bis-Amides with Varying Donor Abilities as Ligands ; loop_ _publ_author_name 'Claudio Jimenez' 'Joel Alderete' 'Julio Belmar' 'Fernando S. Delgado' 'Miguel Julve' ; M.Lopez-Rodriguez ; 'Octavio Pena' 'Catalina Ruiz-Perez' data_compound_1 _database_code_depnum_ccdc_archive 'CCDC 629492' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H48 N2 O4' _chemical_formula_weight 524.72 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8963(7) _cell_length_b 11.8685(7) _cell_length_c 13.8678(8) _cell_angle_alpha 72.529(4) _cell_angle_beta 84.277(5) _cell_angle_gamma 73.318(4) _cell_volume 1638.51(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description sheet _exptl_crystal_colour colourless _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.7 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_source 'Enraf Nonius FR590' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22106 _diffrn_reflns_av_R_equivalents 0.0342 _diffrn_reflns_av_sigmaI/netI 0.0597 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.07 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7095 _reflns_number_gt 3943 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1148P)^2^+0.6568P] 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 7095 _refine_ls_number_parameters 391 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1451 _refine_ls_R_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.2383 _refine_ls_wR_factor_gt 0.1972 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 0.3961(2) 0.2816(2) -0.16516(17) 0.0364(6) Uani 1 1 d . . . C2 C 0.4920(2) 0.1783(2) -0.17833(19) 0.0444(6) Uani 1 1 d . . . C3 C 0.4593(3) 0.0734(2) -0.1817(2) 0.0476(7) Uani 1 1 d . . . C4 C 0.3311(3) 0.0797(3) -0.1774(2) 0.0532(8) Uani 1 1 d . . . C5 C 0.2322(3) 0.1815(2) -0.1685(2) 0.0451(6) Uani 1 1 d . . . C6 C 0.2681(2) 0.2806(2) -0.16153(18) 0.0380(6) Uani 1 1 d . . . C7 C 0.4336(2) 0.3861(2) -0.15270(18) 0.0398(6) Uani 1 1 d . . . C8 C 0.3732(3) 0.5787(3) -0.1070(2) 0.0415(6) Uani 1 1 d . . . C9 C 0.2754(3) 0.6338(2) -0.0369(2) 0.0411(6) Uani 1 1 d . . . C10 C 0.1961(2) 0.4792(2) 0.09205(18) 0.0349(6) Uani 1 1 d . . . C11 C 0.1838(2) 0.4137(2) 0.20021(17) 0.0344(5) Uani 1 1 d . . . C12 C 0.0808(2) 0.3611(2) 0.23160(18) 0.0381(6) Uani 1 1 d . . . C13 C 0.0634(2) 0.3027(2) 0.33420(19) 0.0422(6) Uani 1 1 d . . . C14 C 0.1514(3) 0.2993(3) 0.4006(2) 0.0477(7) Uani 1 1 d . . . C15 C 0.2558(3) 0.3479(3) 0.37278(19) 0.0476(7) Uani 1 1 d . . . C16 C 0.2686(3) 0.4063(3) 0.2720(2) 0.0421(6) Uani 1 1 d . . . C17 C 0.0911(3) 0.1835(3) -0.1652(3) 0.0622(9) Uani 1 1 d . . . C18 C 0.0190(4) 0.2942(5) -0.2498(5) 0.1249(18) Uani 1 1 d . . . H18A H 0.0329 0.3680 -0.2437 0.187 Uiso 1 1 calc R . . H18B H -0.0710 0.3000 -0.2437 0.187 Uiso 1 1 calc R . . H18C H 0.0503 0.2832 -0.3145 0.187 Uiso 1 1 calc R . . C19 C 0.0689(5) 0.0709(5) -0.1793(6) 0.169(3) Uani 1 1 d . . . H19A H -0.0214 0.0788 -0.1771 0.253 Uiso 1 1 calc R . . H19B H 0.1100 0.0005 -0.1263 0.253 Uiso 1 1 calc R . . H19C H 0.1039 0.0610 -0.2435 0.253 Uiso 1 1 calc R . . C20 C 0.0294(4) 0.2063(5) -0.0668(4) 0.1233(19) Uani 1 1 d . . . H20A H 0.0449 0.2788 -0.0592 0.185 Uiso 1 1 calc R . . H20B H 0.0657 0.1373 -0.0110 0.185 Uiso 1 1 calc R . . H20C H -0.0612 0.2172 -0.0683 0.185 Uiso 1 1 calc R . . C21 C 0.5623(3) -0.0432(3) -0.1905(3) 0.0687(9) Uani 1 1 d . . . C22 C 0.5028(5) -0.1464(4) -0.1831(5) 0.146(3) Uani 1 1 d . . . H22A H 0.4427 -0.1215 -0.2367 0.219 Uiso 1 1 calc R . . H22B H 0.4592 -0.1652 -0.1191 0.219 Uiso 1 1 calc R . . H22C H 0.5688 -0.2178 -0.1889 0.219 Uiso 1 1 calc R . . C23 C 0.6329(4) -0.0177(4) -0.2915(3) 0.0934(13) Uani 1 1 d . . . H23A H 0.5729 0.0095 -0.3454 0.140 Uiso 1 1 calc R . . H23B H 0.6958 -0.0914 -0.2966 0.140 Uiso 1 1 calc R . . H23C H 0.6747 0.0449 -0.2964 0.140 Uiso 1 1 calc R . . C24 C 0.6602(5) -0.0859(4) -0.1055(3) 0.1166(18) Uani 1 1 d . . . H24A H 0.7010 -0.0225 -0.1109 0.175 Uiso 1 1 calc R . . H24B H 0.7236 -0.1588 -0.1114 0.175 Uiso 1 1 calc R . . H24C H 0.6170 -0.1030 -0.0411 0.175 Uiso 1 1 calc R . . C25 C -0.0504(3) 0.2473(3) 0.3700(2) 0.0609(8) Uani 1 1 d . . . C26 C -0.0449(5) 0.1473(4) 0.3198(3) 0.1006(14) Uani 1 1 d . . . H26A H -0.0475 0.1819 0.2477 0.151 Uiso 1 1 calc R . . H26B H -0.1170 0.1142 0.3423 0.151 Uiso 1 1 calc R . . H26C H 0.0330 0.0831 0.3379 0.151 Uiso 1 1 calc R . . C27 C -0.1757(3) 0.3487(4) 0.3449(3) 0.0920(13) Uani 1 1 d . . . H27A H -0.1778 0.4108 0.3766 0.138 Uiso 1 1 calc R . . H27B H -0.2467 0.3146 0.3692 0.138 Uiso 1 1 calc R . . H27C H -0.1815 0.3844 0.2729 0.138 Uiso 1 1 calc R . . C28 C -0.0494(4) 0.1899(4) 0.4852(3) 0.0935(14) Uani 1 1 d . . . H28A H -0.0528 0.2513 0.5181 0.140 Uiso 1 1 calc R . . H28B H 0.0276 0.1246 0.5038 0.140 Uiso 1 1 calc R . . H28C H -0.1224 0.1579 0.5057 0.140 Uiso 1 1 calc R . . C29 C 0.3501(3) 0.3413(4) 0.4504(2) 0.0778(11) Uani 1 1 d . . . C30 C 0.4792(5) 0.3087(11) 0.4177(4) 0.262(6) Uani 1 1 d . . . H30A H 0.4875 0.3567 0.3492 0.393 Uiso 1 1 calc R . . H30B H 0.5051 0.2232 0.4211 0.393 Uiso 1 1 calc R . . H30C H 0.5327 0.3241 0.4605 0.393 Uiso 1 1 calc R . . C31 C 0.3336(12) 0.4708(10) 0.4527(10) 0.340(8) Uani 1 1 d . . . H31A H 0.3519 0.5195 0.3868 0.510 Uiso 1 1 calc R . . H31B H 0.3914 0.4707 0.5007 0.510 Uiso 1 1 calc R . . H31C H 0.2470 0.5048 0.4722 0.510 Uiso 1 1 calc R . . C32 C 0.3264(8) 0.2732(11) 0.5507(4) 0.296(7) Uani 1 1 d . . . H32A H 0.2378 0.3016 0.5682 0.444 Uiso 1 1 calc R . . H32B H 0.3789 0.2844 0.5968 0.444 Uiso 1 1 calc R . . H32C H 0.3467 0.1877 0.5546 0.444 Uiso 1 1 calc R . . N1 N 0.3478(2) 0.46941(19) -0.11752(16) 0.0409(5) Uani 1 1 d . . . N2 N 0.2738(2) 0.55251(19) 0.06493(16) 0.0389(5) Uani 1 1 d . . . O1 O 0.61673(19) 0.1784(2) -0.1879(2) 0.0712(7) Uani 1 1 d . . . O2 O -0.00555(19) 0.3686(2) 0.16471(15) 0.0596(6) Uani 1 1 d . . . O3 O 0.54469(18) 0.3977(2) -0.17463(16) 0.0617(6) Uani 1 1 d . . . O4 O 0.13369(17) 0.46796(17) 0.02648(12) 0.0464(5) Uani 1 1 d . . . H1N H 0.275(3) 0.458(2) -0.099(2) 0.048(8) Uiso 1 1 d . . . H2N H 0.322(3) 0.558(2) 0.109(2) 0.050(8) Uiso 1 1 d . . . H2O H 0.023(3) 0.406(3) 0.102(3) 0.085(11) Uiso 1 1 d . . . H4 H 0.307(3) 0.008(3) -0.177(2) 0.060(8) Uiso 1 1 d . . . H6 H 0.204(2) 0.350(2) -0.1530(18) 0.040(7) Uiso 1 1 d . . . H14 H 0.143(3) 0.258(3) 0.465(2) 0.051(8) Uiso 1 1 d . . . H16 H 0.330(3) 0.443(3) 0.254(2) 0.055(8) Uiso 1 1 d . . . H81 H 0.366(2) 0.641(2) -0.177(2) 0.044(7) Uiso 1 1 d . . . H82 H 0.461(3) 0.557(2) -0.0783(19) 0.044(7) Uiso 1 1 d . . . H91 H 0.289(2) 0.713(3) -0.0347(19) 0.049(7) Uiso 1 1 d . . . H92 H 0.193(3) 0.661(3) -0.067(2) 0.055(8) Uiso 1 1 d . . . H1O H 0.620(3) 0.254(3) -0.198(3) 0.082(12) 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 C1 0.0379(14) 0.0386(14) 0.0350(13) -0.0134(10) -0.0008(10) -0.0107(11) C2 0.0379(15) 0.0524(16) 0.0437(14) -0.0196(12) 0.0013(12) -0.0079(12) C3 0.0520(18) 0.0381(15) 0.0506(16) -0.0171(12) 0.0046(13) -0.0061(12) C4 0.061(2) 0.0394(15) 0.0672(19) -0.0266(14) 0.0164(15) -0.0188(14) C5 0.0465(16) 0.0409(15) 0.0541(16) -0.0219(12) 0.0076(12) -0.0156(12) C6 0.0380(15) 0.0338(13) 0.0448(14) -0.0176(11) 0.0013(11) -0.0077(11) C7 0.0370(15) 0.0484(15) 0.0388(13) -0.0154(11) -0.0017(11) -0.0155(12) C8 0.0424(16) 0.0463(15) 0.0466(15) -0.0211(13) 0.0053(12) -0.0222(12) C9 0.0419(16) 0.0363(14) 0.0484(15) -0.0146(12) 0.0008(12) -0.0136(12) C10 0.0266(13) 0.0363(13) 0.0444(14) -0.0165(11) -0.0022(10) -0.0066(10) C11 0.0311(13) 0.0375(13) 0.0363(13) -0.0152(10) -0.0022(10) -0.0065(10) C12 0.0351(14) 0.0396(14) 0.0418(14) -0.0110(11) -0.0072(11) -0.0121(11) C13 0.0417(15) 0.0409(14) 0.0432(14) -0.0082(11) -0.0041(12) -0.0127(12) C14 0.0468(17) 0.0577(17) 0.0346(14) -0.0079(13) -0.0018(12) -0.0129(13) C15 0.0409(16) 0.0669(18) 0.0391(14) -0.0205(13) -0.0021(12) -0.0148(13) C16 0.0330(15) 0.0558(17) 0.0451(15) -0.0222(12) 0.0010(12) -0.0161(13) C17 0.0486(18) 0.0616(19) 0.094(2) -0.0423(18) 0.0165(17) -0.0273(15) C18 0.061(3) 0.144(5) 0.177(5) -0.046(4) -0.017(3) -0.035(3) C19 0.082(3) 0.137(4) 0.364(10) -0.171(6) 0.051(4) -0.062(3) C20 0.075(3) 0.184(5) 0.156(4) -0.102(4) 0.053(3) -0.067(3) C21 0.068(2) 0.0464(17) 0.085(2) -0.0282(16) 0.0088(18) 0.0022(15) C22 0.106(3) 0.051(2) 0.285(8) -0.082(3) 0.056(4) -0.009(2) C23 0.090(3) 0.090(3) 0.092(3) -0.052(2) 0.014(2) 0.010(2) C24 0.124(4) 0.076(3) 0.102(3) -0.018(2) -0.020(3) 0.043(3) C25 0.063(2) 0.070(2) 0.0511(17) 0.0013(15) -0.0043(14) -0.0393(17) C26 0.145(4) 0.092(3) 0.091(3) -0.013(2) -0.003(3) -0.084(3) C27 0.047(2) 0.132(4) 0.086(3) -0.004(2) 0.0042(19) -0.038(2) C28 0.096(3) 0.124(3) 0.060(2) 0.013(2) -0.001(2) -0.070(3) C29 0.061(2) 0.147(4) 0.0432(17) -0.036(2) -0.0049(15) -0.045(2) C30 0.051(3) 0.650(19) 0.111(4) -0.155(8) -0.014(3) -0.080(6) C31 0.413(16) 0.289(12) 0.391(15) -0.210(12) -0.288(14) 0.005(11) C32 0.236(8) 0.614(19) 0.066(3) 0.058(6) -0.073(4) -0.297(11) N1 0.0378(13) 0.0436(13) 0.0515(13) -0.0227(10) 0.0087(10) -0.0201(10) N2 0.0384(12) 0.0467(13) 0.0388(12) -0.0155(10) -0.0012(10) -0.0186(10) O1 0.0375(12) 0.0723(17) 0.111(2) -0.0473(14) 0.0015(11) -0.0052(11) O2 0.0568(13) 0.0856(15) 0.0433(11) 0.0007(10) -0.0123(10) -0.0460(12) O3 0.0412(12) 0.0797(15) 0.0875(15) -0.0510(12) 0.0135(10) -0.0283(10) O4 0.0417(11) 0.0629(12) 0.0404(10) -0.0097(8) -0.0061(8) -0.0265(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.394(3) . ? C1 C2 1.410(3) . ? C1 C7 1.472(3) . ? C2 O1 1.353(3) . ? C2 C3 1.404(4) . ? C3 C4 1.374(4) . ? C3 C21 1.541(4) . ? C4 C5 1.397(4) . ? C5 C6 1.373(4) . ? C5 C17 1.528(4) . ? C7 O3 1.255(3) . ? C7 N1 1.326(3) . ? C8 N1 1.452(3) . ? C8 C9 1.511(4) . ? C9 N2 1.453(3) . ? C10 O4 1.247(3) . ? C10 N2 1.334(3) . ? C10 C11 1.480(3) . ? C11 C16 1.391(3) . ? C11 C12 1.407(3) . ? C12 O2 1.353(3) . ? C12 C13 1.404(3) . ? C13 C14 1.379(4) . ? C13 C25 1.538(4) . ? C14 C15 1.389(4) . ? C15 C16 1.374(4) . ? C15 C29 1.530(4) . ? C17 C19 1.494(5) . ? C17 C20 1.524(5) . ? C17 C18 1.544(6) . ? C21 C22 1.517(6) . ? C21 C23 1.520(5) . ? C21 C24 1.537(5) . ? C25 C27 1.528(5) . ? C25 C26 1.531(5) . ? C25 C28 1.537(4) . ? C29 C30 1.415(6) . ? C29 C32 1.424(6) . ? C29 C31 1.506(10) . ? 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 C6 C1 C2 118.9(2) . . ? C6 C1 C7 121.7(2) . . ? C2 C1 C7 119.4(2) . . ? O1 C2 C3 118.9(2) . . ? O1 C2 C1 120.7(2) . . ? C3 C2 C1 120.4(2) . . ? C4 C3 C2 117.0(2) . . ? C4 C3 C21 121.4(3) . . ? C2 C3 C21 121.6(3) . . ? C3 C4 C5 124.8(3) . . ? C6 C5 C4 116.5(3) . . ? C6 C5 C17 121.1(2) . . ? C4 C5 C17 122.4(2) . . ? C5 C6 C1 122.2(2) . . ? O3 C7 N1 119.5(2) . . ? O3 C7 C1 121.4(2) . . ? N1 C7 C1 119.1(2) . . ? N1 C8 C9 110.5(2) . . ? N2 C9 C8 114.1(2) . . ? O4 C10 N2 119.8(2) . . ? O4 C10 C11 120.9(2) . . ? N2 C10 C11 119.3(2) . . ? C16 C11 C12 119.2(2) . . ? C16 C11 C10 121.9(2) . . ? C12 C11 C10 118.9(2) . . ? O2 C12 C13 118.5(2) . . ? O2 C12 C11 121.2(2) . . ? C13 C12 C11 120.4(2) . . ? C14 C13 C12 116.9(2) . . ? C14 C13 C25 122.1(2) . . ? C12 C13 C25 121.0(2) . . ? C13 C14 C15 124.7(3) . . ? C16 C15 C14 116.8(2) . . ? C16 C15 C29 121.1(3) . . ? C14 C15 C29 122.1(3) . . ? C15 C16 C11 122.1(2) . . ? C19 C17 C20 110.8(4) . . ? C19 C17 C5 114.0(3) . . ? C20 C17 C5 109.5(3) . . ? C19 C17 C18 107.4(4) . . ? C20 C17 C18 105.2(4) . . ? C5 C17 C18 109.5(3) . . ? C22 C21 C23 108.1(3) . . ? C22 C21 C24 108.6(4) . . ? C23 C21 C24 108.5(3) . . ? C22 C21 C3 111.1(3) . . ? C23 C21 C3 110.3(3) . . ? C24 C21 C3 110.1(3) . . ? C27 C25 C26 110.4(3) . . ? C27 C25 C28 107.1(3) . . ? C26 C25 C28 108.2(3) . . ? C27 C25 C13 109.5(2) . . ? C26 C25 C13 110.4(3) . . ? C28 C25 C13 111.2(3) . . ? C30 C29 C32 114.1(6) . . ? C30 C29 C31 101.4(7) . . ? C32 C29 C31 106.6(7) . . ? C30 C29 C15 112.6(3) . . ? C32 C29 C15 114.0(3) . . ? C31 C29 C15 106.9(4) . . ? C7 N1 C8 123.4(2) . . ? C10 N2 C9 122.0(2) . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.510 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.048 data_compound_3 _database_code_depnum_ccdc_archive 'CCDC 629493' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 N2 O4' _chemical_formula_weight 572.76 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6809(11) _cell_length_b 13.3817(7) _cell_length_c 24.854(3) _cell_angle_alpha 82.510(7) _cell_angle_beta 87.684(8) _cell_angle_gamma 85.375(6) _cell_volume 3509.0(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Needle _exptl_crystal_colour colourlees _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.084 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_source 'Enraf Nonius FR590' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45091 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0858 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 6.44 _diffrn_reflns_theta_max 27.50 _reflns_number_total 15132 _reflns_number_gt 8857 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0496P)^2^+2.1768P] 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 15132 _refine_ls_number_parameters 882 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1403 _refine_ls_R_factor_gt 0.0716 _refine_ls_wR_factor_ref 0.1630 _refine_ls_wR_factor_gt 0.1376 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.7367(3) 0.9410(2) 0.11766(15) 0.0241(8) Uani 1 1 d . . . C2 C 0.7525(3) 0.9076(3) 0.17345(15) 0.0251(8) Uani 1 1 d . . . C3 C 0.6729(3) 0.9493(3) 0.21310(15) 0.0289(8) Uani 1 1 d . . . C4 C 0.5838(3) 1.0245(3) 0.19480(16) 0.0294(8) Uani 1 1 d . . . H4 H 0.5303 1.0519 0.2205 0.035 Uiso 1 1 calc R . . C5 C 0.5681(3) 1.0627(3) 0.14020(16) 0.0273(8) Uani 1 1 d . . . C6 C 0.6435(3) 1.0196(3) 0.10271(16) 0.0260(8) Uani 1 1 d . . . H6 H 0.6333 1.0426 0.0661 0.031 Uiso 1 1 calc R . . C7 C 0.8208(3) 0.8959(2) 0.07717(15) 0.0236(8) Uani 1 1 d . . . C8 C 0.8790(3) 0.8998(3) -0.01975(15) 0.0245(8) Uani 1 1 d . . . C9 C 0.9017(3) 0.9751(2) -0.06300(14) 0.0227(7) Uani 1 1 d . . . C10 C 0.9797(3) 0.9515(3) -0.10639(16) 0.0290(8) Uani 1 1 d . . . H10 H 0.9931 1.0007 -0.1357 0.035 Uiso 1 1 calc R . . C11 C 1.0379(4) 0.8545(3) -0.10622(18) 0.0374(10) Uani 1 1 d . . . H11 H 1.0923 0.8394 -0.1347 0.045 Uiso 1 1 calc R . . C12 C 1.0147(4) 0.7813(3) -0.06376(18) 0.0363(10) Uani 1 1 d . . . H12 H 1.0534 0.7165 -0.0638 0.044 Uiso 1 1 calc R . . C13 C 0.9345(3) 0.8025(3) -0.02104(17) 0.0306(9) Uani 1 1 d . . . H13 H 0.9176 0.7517 0.0069 0.037 Uiso 1 1 calc R . . C14 C 0.7318(3) 1.1116(3) -0.05971(14) 0.0227(7) Uani 1 1 d . . . C15 C 0.6972(3) 1.2222(2) -0.07275(14) 0.0227(7) Uani 1 1 d . . . C16 C 0.5693(3) 1.2545(2) -0.08021(15) 0.0254(8) Uani 1 1 d . . . C17 C 0.5328(3) 1.3580(3) -0.09505(16) 0.0278(8) Uani 1 1 d . . . C18 C 0.6267(3) 1.4236(3) -0.10211(16) 0.0286(8) Uani 1 1 d . . . H18 H 0.6035 1.4919 -0.1118 0.034 Uiso 1 1 calc R . . C19 C 0.7556(3) 1.3944(2) -0.09565(15) 0.0255(8) Uani 1 1 d . . . C20 C 0.7877(3) 1.2931(2) -0.08047(15) 0.0249(8) Uani 1 1 d . . . H20 H 0.8717 1.2713 -0.0752 0.030 Uiso 1 1 calc R . . C21 C 0.4714(4) 1.1537(3) 0.12573(17) 0.0328(9) Uani 1 1 d . . . C22 C 0.4644(5) 1.1842(3) 0.06412(19) 0.0464(11) Uani 1 1 d . . . H22A H 0.4393 1.1285 0.0474 0.070 Uiso 1 1 calc R . . H22B H 0.5455 1.2021 0.0497 0.070 Uiso 1 1 calc R . . H22C H 0.4042 1.2411 0.0568 0.070 Uiso 1 1 calc R . . C23 C 0.5104(5) 1.2422(3) 0.1520(2) 0.0499(12) Uani 1 1 d . . . H23A H 0.5146 1.2233 0.1906 0.075 Uiso 1 1 calc R . . H23B H 0.4499 1.2989 0.1446 0.075 Uiso 1 1 calc R . . H23C H 0.5914 1.2603 0.1376 0.075 Uiso 1 1 calc R . . C24 C 0.3402(4) 1.1269(3) 0.1470(2) 0.0419(11) Uani 1 1 d . . . H24A H 0.3158 1.0712 0.1301 0.063 Uiso 1 1 calc R . . H24B H 0.2812 1.1843 0.1385 0.063 Uiso 1 1 calc R . . H24C H 0.3414 1.1085 0.1856 0.063 Uiso 1 1 calc R . . C25 C 0.6879(4) 0.9125(3) 0.27389(16) 0.0388(10) Uani 1 1 d . . . C26 C 0.5840(5) 0.9622(4) 0.30829(18) 0.0472(11) Uani 1 1 d . . . H26A H 0.5956 0.9380 0.3460 0.071 Uiso 1 1 calc R . . H26B H 0.5035 0.9453 0.2979 0.071 Uiso 1 1 calc R . . H26C H 0.5878 1.0342 0.3025 0.071 Uiso 1 1 calc R . . C27 C 0.6810(5) 0.7979(4) 0.2855(2) 0.0564(14) Uani 1 1 d . . . H27A H 0.6905 0.7766 0.3236 0.085 Uiso 1 1 calc R . . H27B H 0.7470 0.7648 0.2654 0.085 Uiso 1 1 calc R . . H27C H 0.6011 0.7803 0.2748 0.085 Uiso 1 1 calc R . . C28 C 0.8149(4) 0.9434(5) 0.2910(2) 0.0591(14) Uani 1 1 d . . . H28A H 0.8256 0.9211 0.3290 0.089 Uiso 1 1 calc R . . H28B H 0.8163 1.0156 0.2845 0.089 Uiso 1 1 calc R . . H28C H 0.8818 0.9127 0.2704 0.089 Uiso 1 1 calc R . . C29 C 0.8544(4) 1.4719(3) -0.10462(19) 0.0365(10) Uani 1 1 d . . . C31A C 0.9745(8) 1.3073(12) 0.3030(5) 0.279(8) Uani 1 1 d . . . H31A H 0.9711 1.3151 0.3409 0.419 Uiso 1 1 calc R . . H31B H 1.0241 1.3576 0.2834 0.419 Uiso 1 1 calc R . . H31C H 1.0119 1.2412 0.2982 0.419 Uiso 1 1 calc R . . C32A C 0.8286(8) 1.3157(10) 0.2254(3) 0.152(4) Uani 1 1 d . . . H32A H 0.7398 1.3272 0.2203 0.228 Uiso 1 1 calc R . . H32B H 0.8574 1.2507 0.2153 0.228 Uiso 1 1 calc R . . H32C H 0.8713 1.3672 0.2031 0.228 Uiso 1 1 calc R . . C33 C 0.3938(4) 1.3947(3) -0.10387(18) 0.0352(9) Uani 1 1 d . . . C33A C 0.8201(10) 1.4417(7) 0.2785(5) 0.162(4) Uani 1 1 d . . . H33A H 0.7366 1.4571 0.2654 0.243 Uiso 1 1 calc R . . H33B H 0.8787 1.4758 0.2537 0.243 Uiso 1 1 calc R . . H33C H 0.8245 1.4640 0.3136 0.243 Uiso 1 1 calc R . . C34 C 0.3770(4) 1.5098(3) -0.1173(2) 0.0515(13) Uani 1 1 d . . . H34A H 0.2898 1.5303 -0.1228 0.077 Uiso 1 1 calc R . . H34B H 0.4251 1.5305 -0.1497 0.077 Uiso 1 1 calc R . . H34C H 0.4057 1.5407 -0.0877 0.077 Uiso 1 1 calc R . . C34A C 0.8112(7) 1.5748(5) -0.1188(5) 0.180(4) Uani 1 1 d . . . H34D H 0.8816 1.6157 -0.1232 0.270 Uiso 1 1 calc R . . H34E H 0.7554 1.5962 -0.0905 0.270 Uiso 1 1 calc R . . H34F H 0.7672 1.5819 -0.1522 0.270 Uiso 1 1 calc R . . C35 C 0.3448(4) 1.3477(3) -0.1514(2) 0.0497(12) Uani 1 1 d . . . H35A H 0.2582 1.3708 -0.1568 0.075 Uiso 1 1 calc R . . H35B H 0.3521 1.2754 -0.1434 0.075 Uiso 1 1 calc R . . H35C H 0.3934 1.3677 -0.1838 0.075 Uiso 1 1 calc R . . C35A C 0.9710(6) 1.4323(5) -0.1286(5) 0.170(5) Uani 1 1 d . . . H35D H 0.9879 1.3626 -0.1142 0.256 Uiso 1 1 calc R . . H35E H 1.0385 1.4704 -0.1203 0.256 Uiso 1 1 calc R . . H35F H 0.9638 1.4376 -0.1673 0.256 Uiso 1 1 calc R . . C36 C 0.3149(4) 1.3659(3) -0.0519(2) 0.0503(13) Uani 1 1 d . . . H36A H 0.2285 1.3887 -0.0579 0.075 Uiso 1 1 calc R . . H36B H 0.3449 1.3972 -0.0228 0.075 Uiso 1 1 calc R . . H36C H 0.3221 1.2938 -0.0426 0.075 Uiso 1 1 calc R . . C36A C 0.9257(8) 1.4694(6) -0.0466(4) 0.119(3) Uani 1 1 d . . . H36D H 0.9563 1.4013 -0.0340 0.178 Uiso 1 1 calc R . . H36E H 0.8673 1.4939 -0.0201 0.178 Uiso 1 1 calc R . . H36F H 0.9949 1.5115 -0.0520 0.178 Uiso 1 1 calc R . . C37 C 0.7574(3) 1.0865(3) 0.61815(15) 0.0297(8) Uani 1 1 d . . . C38 C 0.7786(4) 1.1139(3) 0.66960(16) 0.0329(9) Uani 1 1 d . . . C39 C 0.7164(4) 1.2008(3) 0.68695(17) 0.0367(9) Uani 1 1 d . . . C40 C 0.6363(4) 1.2594(3) 0.65059(18) 0.0382(10) Uani 1 1 d . . . H40 H 0.5968 1.3184 0.6613 0.046 Uiso 1 1 calc R . . C41 C 0.6112(4) 1.2361(3) 0.59971(16) 0.0367(9) Uani 1 1 d . . . C42 C 0.6725(4) 1.1480(3) 0.58440(16) 0.0350(9) Uani 1 1 d . . . H42 H 0.6567 1.1293 0.5507 0.042 Uiso 1 1 calc R . . C43 C 0.8320(3) 0.9988(3) 0.59963(15) 0.0296(8) Uani 1 1 d . . . C44 C 0.8714(3) 0.8975(3) 0.52342(16) 0.0304(8) Uani 1 1 d . . . C45 C 0.8876(3) 0.9157(3) 0.46710(16) 0.0303(8) Uani 1 1 d . . . C46 C 0.9569(4) 0.8458(3) 0.43986(17) 0.0380(10) Uani 1 1 d . . . H46 H 0.9665 0.8576 0.4023 0.046 Uiso 1 1 calc R . . C47 C 1.0126(5) 0.7583(3) 0.4677(2) 0.0514(12) Uani 1 1 d . . . H47 H 1.0613 0.7126 0.4490 0.062 Uiso 1 1 calc R . . C48 C 0.9957(5) 0.7391(3) 0.5230(2) 0.0502(12) Uani 1 1 d . . . H48 H 1.0323 0.6799 0.5417 0.060 Uiso 1 1 calc R . . C49 C 0.9252(4) 0.8067(3) 0.55087(18) 0.0396(10) Uani 1 1 d . . . H49 H 0.9129 0.7924 0.5882 0.047 Uiso 1 1 calc R . . C50 C 0.7241(3) 1.0519(3) 0.43531(15) 0.0278(8) Uani 1 1 d . . . C51 C 0.6936(3) 1.1401(3) 0.39395(15) 0.0287(8) Uani 1 1 d . . . C52 C 0.5660(3) 1.1727(3) 0.38623(16) 0.0306(8) Uani 1 1 d . . . C53 C 0.5324(4) 1.2528(3) 0.34491(16) 0.0341(9) Uani 1 1 d . . . C54 C 0.6295(4) 1.2944(3) 0.31367(17) 0.0426(11) Uani 1 1 d . . . H54 H 0.6084 1.3454 0.2857 0.051 Uiso 1 1 calc R . . C55 C 0.7563(4) 1.2660(4) 0.32082(17) 0.0424(11) Uani 1 1 d . . . C56 C 0.7862(4) 1.1874(3) 0.36120(16) 0.0355(9) Uani 1 1 d . . . H56 H 0.8701 1.1656 0.3666 0.043 Uiso 1 1 calc R . . C57 C 0.5225(5) 1.3014(3) 0.55959(19) 0.0469(11) Uani 1 1 d . . . C58 C 0.5952(6) 1.3345(4) 0.5070(2) 0.0677(16) Uani 1 1 d . . . H58A H 0.5398 1.3752 0.4820 0.102 Uiso 1 1 calc R . . H58B H 0.6289 1.2759 0.4912 0.102 Uiso 1 1 calc R . . H58C H 0.6628 1.3732 0.5146 0.102 Uiso 1 1 calc R . . C59 C 0.4642(6) 1.3957(4) 0.5838(2) 0.0694(17) Uani 1 1 d . . . H59A H 0.4094 1.4349 0.5580 0.104 Uiso 1 1 calc R . . H59B H 0.5299 1.4359 0.5919 0.104 Uiso 1 1 calc R . . H59C H 0.4171 1.3750 0.6165 0.104 Uiso 1 1 calc R . . C60 C 0.4153(4) 1.2401(4) 0.5463(2) 0.0493(12) Uani 1 1 d . . . H60A H 0.3604 1.2814 0.5213 0.074 Uiso 1 1 calc R . . H60B H 0.3688 1.2186 0.5791 0.074 Uiso 1 1 calc R . . H60C H 0.4494 1.1820 0.5302 0.074 Uiso 1 1 calc R . . C61 C 0.7387(5) 1.2311(4) 0.7440(2) 0.0503(12) Uani 1 1 d . . . C62 C 0.8764(5) 1.2485(5) 0.7486(3) 0.087(2) Uani 1 1 d . . . H62A H 0.9271 1.1875 0.7440 0.131 Uiso 1 1 calc R . . H62B H 0.8898 1.2675 0.7837 0.131 Uiso 1 1 calc R . . H62C H 0.8993 1.3016 0.7210 0.131 Uiso 1 1 calc R . . C63 C 0.6622(6) 1.3304(4) 0.7525(3) 0.0683(17) Uani 1 1 d . . . H63A H 0.5743 1.3221 0.7498 0.102 Uiso 1 1 calc R . . H63B H 0.6868 1.3833 0.7252 0.102 Uiso 1 1 calc R . . H63C H 0.6777 1.3477 0.7877 0.102 Uiso 1 1 calc R . . C64 C 0.6949(7) 1.1465(4) 0.7875(2) 0.0698(17) Uani 1 1 d . . . H64A H 0.6076 1.1381 0.7831 0.105 Uiso 1 1 calc R . . H64B H 0.7064 1.1646 0.8230 0.105 Uiso 1 1 calc R . . H64C H 0.7436 1.0842 0.7834 0.105 Uiso 1 1 calc R . . C65 C 0.8556(5) 1.3186(5) 0.2836(2) 0.0664(17) Uani 1 1 d . . . C69 C 0.3945(4) 1.2886(3) 0.33461(18) 0.0418(10) Uani 1 1 d . . . C70 C 0.3817(5) 1.3751(4) 0.2881(2) 0.0558(13) Uani 1 1 d . . . H70A H 0.4239 1.4314 0.2968 0.084 Uiso 1 1 calc R . . H70B H 0.2944 1.3955 0.2827 0.084 Uiso 1 1 calc R . . H70C H 0.4188 1.3530 0.2554 0.084 Uiso 1 1 calc R . . C71 C 0.3255(4) 1.2017(4) 0.31873(19) 0.0478(11) Uani 1 1 d . . . H71A H 0.3651 1.1789 0.2867 0.072 Uiso 1 1 calc R . . H71B H 0.2395 1.2247 0.3117 0.072 Uiso 1 1 calc R . . H71C H 0.3285 1.1470 0.3479 0.072 Uiso 1 1 calc R . . C72 C 0.3316(4) 1.3267(4) 0.3857(2) 0.0529(13) Uani 1 1 d . . . H72A H 0.3755 1.3815 0.3952 0.079 Uiso 1 1 calc R . . H72B H 0.3345 1.2726 0.4152 0.079 Uiso 1 1 calc R . . H72C H 0.2457 1.3498 0.3787 0.079 Uiso 1 1 calc R . . N1 N 0.7998(3) 0.9264(2) 0.02462(12) 0.0263(7) Uani 1 1 d . . . N2 N 0.8544(3) 1.0787(2) -0.06446(12) 0.0239(7) Uani 1 1 d . . . N3 N 0.8023(3) 0.9708(2) 0.55168(12) 0.0311(7) Uani 1 1 d . . . N4 N 0.8440(3) 1.0085(2) 0.43568(13) 0.0316(7) Uani 1 1 d . . . O1 O 0.8453(2) 0.83701(19) 0.19008(11) 0.0339(7) Uani 1 1 d . . . O2 O 0.4795(2) 1.18850(19) -0.07432(12) 0.0363(7) Uani 1 1 d . . . O3 O 0.9118(2) 0.83290(18) 0.09169(10) 0.0292(6) Uani 1 1 d . . . O4 O 0.6501(2) 1.05081(17) -0.04594(11) 0.0288(6) Uani 1 1 d . . . O5 O 0.8600(3) 1.0554(2) 0.70376(12) 0.0451(8) Uani 1 1 d . . . O6 O 0.4739(2) 1.1290(2) 0.41721(11) 0.0368(7) Uani 1 1 d . . . O7 O 0.9233(2) 0.9557(2) 0.62557(10) 0.0351(7) Uani 1 1 d . . . O8 O 0.6426(2) 1.0169(2) 0.46831(10) 0.0340(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0173(16) 0.0232(17) 0.032(2) -0.0005(14) -0.0024(15) -0.0043(14) C2 0.0185(17) 0.0227(17) 0.034(2) 0.0003(14) -0.0065(15) -0.0026(14) C3 0.0194(17) 0.036(2) 0.032(2) -0.0043(16) -0.0060(15) -0.0031(15) C4 0.0233(19) 0.032(2) 0.033(2) -0.0086(16) -0.0029(16) 0.0009(15) C5 0.0208(18) 0.0236(18) 0.038(2) -0.0046(15) -0.0064(16) 0.0008(14) C6 0.0224(17) 0.0231(17) 0.031(2) 0.0000(14) -0.0050(15) 0.0006(14) C7 0.0160(16) 0.0200(16) 0.034(2) 0.0021(14) -0.0023(14) -0.0037(13) C8 0.0171(16) 0.0250(17) 0.031(2) -0.0028(14) -0.0016(14) -0.0021(14) C9 0.0185(16) 0.0194(16) 0.0306(19) -0.0035(14) -0.0050(14) -0.0003(13) C10 0.0285(19) 0.0276(19) 0.031(2) -0.0045(15) 0.0028(16) -0.0037(15) C11 0.034(2) 0.037(2) 0.043(2) -0.0145(18) 0.0047(19) -0.0001(18) C12 0.035(2) 0.0225(19) 0.052(3) -0.0108(17) 0.0012(19) 0.0028(16) C13 0.0281(19) 0.0215(18) 0.042(2) -0.0022(15) -0.0044(17) -0.0017(15) C14 0.0181(17) 0.0235(17) 0.0261(18) -0.0025(14) -0.0017(14) 0.0000(14) C15 0.0193(17) 0.0213(17) 0.0265(18) -0.0009(13) -0.0023(14) 0.0006(13) C16 0.0196(17) 0.0237(17) 0.032(2) 0.0020(14) -0.0025(15) -0.0032(14) C17 0.0188(17) 0.0272(18) 0.036(2) 0.0008(15) -0.0031(15) 0.0022(15) C18 0.0262(19) 0.0206(17) 0.038(2) 0.0002(15) -0.0029(16) 0.0015(15) C19 0.0206(17) 0.0216(17) 0.034(2) -0.0019(14) 0.0009(15) -0.0024(14) C20 0.0186(17) 0.0249(18) 0.0312(19) -0.0044(14) -0.0003(15) -0.0003(14) C21 0.032(2) 0.0244(19) 0.041(2) -0.0021(16) -0.0039(17) 0.0071(16) C22 0.050(3) 0.032(2) 0.053(3) 0.0005(19) -0.008(2) 0.018(2) C23 0.047(3) 0.031(2) 0.074(3) -0.016(2) -0.010(2) 0.007(2) C24 0.027(2) 0.043(2) 0.056(3) -0.011(2) -0.0091(19) 0.0073(18) C25 0.036(2) 0.051(2) 0.029(2) -0.0060(17) -0.0052(18) 0.0043(19) C26 0.050(3) 0.060(3) 0.031(2) -0.009(2) -0.007(2) 0.006(2) C27 0.074(4) 0.054(3) 0.035(3) 0.005(2) 0.005(2) 0.010(3) C28 0.040(3) 0.098(4) 0.044(3) -0.027(3) -0.019(2) 0.006(3) C29 0.028(2) 0.0251(19) 0.058(3) -0.0108(17) 0.0032(19) -0.0077(16) C31A 0.061(5) 0.498(17) 0.213(10) 0.267(12) -0.039(6) -0.112(8) C32A 0.086(6) 0.302(12) 0.058(5) 0.028(6) 0.013(4) -0.054(7) C33 0.0235(19) 0.0242(19) 0.055(3) 0.0062(17) -0.0047(18) 0.0025(15) C33A 0.135(8) 0.108(6) 0.231(12) 0.035(7) 0.023(8) -0.041(6) C34 0.031(2) 0.034(2) 0.083(4) 0.010(2) -0.010(2) 0.0088(19) C34A 0.048(4) 0.053(4) 0.429(14) 0.024(6) -0.032(6) -0.018(3) C35 0.027(2) 0.043(2) 0.078(4) 0.003(2) -0.021(2) 0.0021(19) C35A 0.046(4) 0.050(4) 0.404(14) -0.009(6) 0.084(6) -0.019(3) C36 0.025(2) 0.045(3) 0.073(3) 0.010(2) 0.008(2) 0.0108(19) C36A 0.114(6) 0.096(5) 0.151(7) -0.016(5) -0.052(6) -0.019(5) C37 0.0268(19) 0.034(2) 0.026(2) 0.0043(15) -0.0012(16) -0.0023(16) C38 0.0244(19) 0.040(2) 0.032(2) 0.0016(16) -0.0059(16) 0.0002(16) C39 0.031(2) 0.043(2) 0.038(2) -0.0092(18) -0.0067(18) -0.0004(18) C40 0.037(2) 0.029(2) 0.048(3) -0.0058(17) -0.004(2) 0.0012(17) C41 0.041(2) 0.036(2) 0.030(2) 0.0042(16) -0.0020(18) 0.0015(18) C42 0.036(2) 0.042(2) 0.025(2) 0.0024(16) -0.0044(17) 0.0021(18) C43 0.0230(18) 0.040(2) 0.0239(19) 0.0033(15) 0.0021(15) -0.0018(16) C44 0.0245(19) 0.037(2) 0.029(2) -0.0026(16) -0.0020(16) 0.0001(16) C45 0.0256(19) 0.032(2) 0.031(2) 0.0040(15) -0.0047(16) -0.0005(16) C46 0.035(2) 0.046(2) 0.030(2) -0.0025(17) 0.0007(18) 0.0050(18) C47 0.053(3) 0.043(3) 0.055(3) -0.010(2) 0.001(2) 0.018(2) C48 0.061(3) 0.037(2) 0.047(3) 0.006(2) -0.002(2) 0.014(2) C49 0.041(2) 0.039(2) 0.035(2) 0.0043(18) -0.0036(19) 0.0044(19) C50 0.0228(18) 0.036(2) 0.0245(19) -0.0030(15) -0.0065(15) -0.0003(15) C51 0.0271(19) 0.035(2) 0.0232(19) 0.0008(15) -0.0054(15) -0.0021(16) C52 0.0259(19) 0.037(2) 0.028(2) -0.0023(16) -0.0042(16) -0.0008(16) C53 0.029(2) 0.040(2) 0.033(2) 0.0008(17) -0.0080(17) -0.0011(17) C54 0.041(2) 0.047(2) 0.036(2) 0.0152(18) -0.0122(19) -0.006(2) C55 0.025(2) 0.062(3) 0.036(2) 0.015(2) -0.0062(18) -0.0100(19) C56 0.0230(19) 0.052(2) 0.029(2) 0.0074(17) -0.0041(16) -0.0042(17) C57 0.054(3) 0.040(2) 0.043(3) 0.0025(19) -0.014(2) 0.009(2) C58 0.068(4) 0.068(3) 0.057(3) 0.032(3) -0.011(3) 0.000(3) C59 0.083(4) 0.038(3) 0.085(4) -0.003(2) -0.033(3) 0.017(3) C60 0.049(3) 0.051(3) 0.045(3) 0.001(2) -0.016(2) 0.011(2) C61 0.046(3) 0.060(3) 0.049(3) -0.025(2) -0.016(2) 0.007(2) C62 0.056(3) 0.101(5) 0.118(6) -0.062(4) -0.043(4) 0.013(3) C63 0.067(4) 0.071(4) 0.073(4) -0.041(3) -0.024(3) 0.015(3) C64 0.104(5) 0.074(4) 0.030(3) -0.014(2) -0.009(3) 0.012(3) C65 0.044(3) 0.099(4) 0.047(3) 0.036(3) -0.009(2) -0.022(3) C69 0.028(2) 0.048(2) 0.045(3) 0.0064(19) -0.0081(18) 0.0062(19) C70 0.038(3) 0.062(3) 0.060(3) 0.015(2) -0.012(2) 0.010(2) C71 0.032(2) 0.065(3) 0.044(3) 0.001(2) -0.011(2) 0.000(2) C72 0.039(3) 0.060(3) 0.058(3) -0.010(2) -0.004(2) 0.010(2) N1 0.0236(15) 0.0263(15) 0.0270(16) -0.0003(12) 0.0021(13) 0.0028(12) N2 0.0211(14) 0.0184(14) 0.0308(17) -0.0008(11) -0.0021(12) 0.0044(11) N3 0.0304(17) 0.0390(18) 0.0235(17) -0.0036(13) -0.0012(13) -0.0005(14) N4 0.0261(16) 0.0386(18) 0.0289(17) -0.0014(13) -0.0037(14) 0.0020(14) O1 0.0254(14) 0.0365(15) 0.0369(15) 0.0029(11) -0.0089(12) 0.0076(11) O2 0.0170(12) 0.0300(14) 0.0605(19) 0.0038(12) -0.0069(12) -0.0049(11) O3 0.0199(12) 0.0280(13) 0.0372(15) 0.0028(11) -0.0001(11) 0.0012(10) O4 0.0186(12) 0.0199(12) 0.0461(16) 0.0049(11) -0.0047(11) -0.0028(10) O5 0.0421(17) 0.0580(18) 0.0341(16) -0.0080(13) -0.0181(13) 0.0136(14) O6 0.0233(13) 0.0477(16) 0.0363(16) 0.0054(12) 0.0018(12) -0.0029(12) O7 0.0293(14) 0.0472(16) 0.0256(14) 0.0031(11) -0.0033(11) 0.0052(12) O8 0.0232(13) 0.0480(16) 0.0281(14) 0.0072(12) -0.0018(11) -0.0057(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.412(5) . ? C1 C2 1.413(5) . ? C1 C7 1.477(5) . ? C2 O1 1.351(4) . ? C2 C3 1.416(5) . ? C3 C4 1.374(5) . ? C3 C25 1.537(5) . ? C4 C5 1.398(5) . ? C5 C6 1.362(5) . ? C5 C21 1.547(5) . ? C7 O3 1.266(4) . ? C7 N1 1.339(4) . ? C8 C13 1.390(5) . ? C8 C9 1.402(5) . ? C8 N1 1.427(5) . ? C9 C10 1.389(5) . ? C9 N2 1.434(4) . ? C10 C11 1.393(5) . ? C11 C12 1.373(6) . ? C12 C13 1.381(6) . ? C14 O4 1.248(4) . ? C14 N2 1.353(4) . ? C14 C15 1.493(5) . ? C15 C16 1.412(5) . ? C15 C20 1.398(5) . ? C16 O2 1.346(4) . ? C16 C17 1.413(5) . ? C17 C18 1.377(5) . ? C17 C33 1.541(5) . ? C18 C19 1.411(5) . ? C19 C20 1.379(5) . ? C19 C29 1.528(5) . ? C21 C23 1.519(6) . ? C21 C22 1.536(6) . ? C21 C24 1.530(6) . ? C25 C28 1.541(6) . ? C25 C26 1.535(6) . ? C25 C27 1.531(7) . ? C29 C34A 1.420(8) . ? C29 C35A 1.451(8) . ? C29 C36A 1.653(9) . ? C31A C65 1.367(9) . ? C32A C65 1.493(10) . ? C33 C34 1.530(6) . ? C33 C35 1.537(7) . ? C33 C36 1.536(6) . ? C33A C65 1.651(11) . ? C37 C42 1.401(5) . ? C37 C38 1.407(6) . ? C37 C43 1.478(5) . ? C38 O5 1.366(4) . ? C38 C39 1.400(6) . ? C39 C40 1.390(6) . ? C39 C61 1.556(6) . ? C40 C41 1.383(6) . ? C41 C42 1.391(6) . ? C41 C57 1.540(6) . ? C43 O7 1.251(4) . ? C43 N3 1.352(5) . ? C44 C45 1.395(5) . ? C44 C49 1.405(5) . ? C44 N3 1.422(5) . ? C45 C46 1.376(6) . ? C45 N4 1.433(5) . ? C46 C47 1.383(6) . ? C47 C48 1.373(7) . ? C48 C49 1.369(6) . ? C50 O8 1.249(4) . ? C50 N4 1.362(4) . ? C50 C51 1.485(5) . ? C51 C56 1.393(5) . ? C51 C52 1.410(5) . ? C52 O6 1.348(5) . ? C52 C53 1.419(5) . ? C53 C54 1.379(6) . ? C53 C69 1.532(5) . ? C54 C55 1.389(6) . ? C55 C56 1.382(5) . ? C55 C65 1.531(6) . ? C57 C58 1.527(7) . ? C57 C60 1.532(7) . ? C57 C59 1.543(7) . ? C61 C62 1.519(8) . ? C61 C63 1.537(7) . ? C61 C64 1.548(8) . ? C69 C71 1.527(7) . ? C69 C72 1.540(7) . ? C69 C70 1.529(6) . ? 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 C6 C1 C2 118.4(3) . . ? C6 C1 C7 122.2(3) . . ? C2 C1 C7 119.3(3) . . ? O1 C2 C3 118.7(3) . . ? O1 C2 C1 120.8(3) . . ? C3 C2 C1 120.5(3) . . ? C4 C3 C2 117.1(3) . . ? C4 C3 C25 122.0(3) . . ? C2 C3 C25 121.0(3) . . ? C3 C4 C5 124.4(3) . . ? C6 C5 C4 117.5(3) . . ? C6 C5 C21 123.6(3) . . ? C4 C5 C21 118.9(3) . . ? C5 C6 C1 122.1(3) . . ? O3 C7 N1 121.2(3) . . ? O3 C7 C1 121.1(3) . . ? N1 C7 C1 117.7(3) . . ? C13 C8 C9 119.4(3) . . ? C13 C8 N1 122.1(3) . . ? C9 C8 N1 118.4(3) . . ? C10 C9 C8 119.6(3) . . ? C10 C9 N2 116.4(3) . . ? C8 C9 N2 123.9(3) . . ? C9 C10 C11 120.2(4) . . ? C12 C11 C10 119.7(4) . . ? C13 C12 C11 120.9(3) . . ? C12 C13 C8 120.1(4) . . ? O4 C14 N2 120.8(3) . . ? O4 C14 C15 121.2(3) . . ? N2 C14 C15 117.9(3) . . ? C16 C15 C20 119.6(3) . . ? C16 C15 C14 118.2(3) . . ? C20 C15 C14 122.1(3) . . ? O2 C16 C15 121.5(3) . . ? O2 C16 C17 118.3(3) . . ? C15 C16 C17 120.2(3) . . ? C18 C17 C16 117.2(3) . . ? C18 C17 C33 121.8(3) . . ? C16 C17 C33 120.9(3) . . ? C17 C18 C19 124.5(3) . . ? C20 C19 C18 116.8(3) . . ? C20 C19 C29 121.9(3) . . ? C18 C19 C29 121.4(3) . . ? C19 C20 C15 121.8(3) . . ? C23 C21 C22 109.3(4) . . ? C23 C21 C5 108.2(3) . . ? C22 C21 C5 111.9(3) . . ? C23 C21 C24 109.8(3) . . ? C22 C21 C24 107.6(4) . . ? C5 C21 C24 110.1(3) . . ? C3 C25 C28 108.5(4) . . ? C3 C25 C26 111.2(3) . . ? C28 C25 C26 107.7(4) . . ? C3 C25 C27 110.9(4) . . ? C28 C25 C27 110.8(4) . . ? C26 C25 C27 107.8(4) . . ? C34A C29 C19 117.4(4) . . ? C34A C29 C35A 119.9(6) . . ? C19 C29 C35A 112.7(4) . . ? C34A C29 C36A 104.7(6) . . ? C19 C29 C36A 107.5(4) . . ? C35A C29 C36A 89.3(7) . . ? C17 C33 C34 111.4(3) . . ? C17 C33 C35 109.8(3) . . ? C34 C33 C35 108.1(4) . . ? C17 C33 C36 110.1(3) . . ? C34 C33 C36 107.2(4) . . ? C35 C33 C36 110.3(4) . . ? C42 C37 C38 118.6(3) . . ? C42 C37 C43 121.9(3) . . ? C38 C37 C43 119.3(3) . . ? O5 C38 C39 118.8(4) . . ? O5 C38 C37 120.3(3) . . ? C39 C38 C37 121.0(3) . . ? C40 C39 C38 117.0(4) . . ? C40 C39 C61 121.8(4) . . ? C38 C39 C61 121.2(4) . . ? C41 C40 C39 124.7(4) . . ? C40 C41 C42 116.6(3) . . ? C40 C41 C57 124.4(4) . . ? C42 C41 C57 118.9(4) . . ? C37 C42 C41 122.0(4) . . ? O7 C43 N3 121.1(3) . . ? O7 C43 C37 121.5(3) . . ? N3 C43 C37 117.2(3) . . ? C45 C44 C49 118.7(3) . . ? C45 C44 N3 119.7(3) . . ? C49 C44 N3 121.6(3) . . ? C46 C45 C44 119.7(3) . . ? C46 C45 N4 116.9(3) . . ? C44 C45 N4 123.1(3) . . ? C45 C46 C47 120.8(4) . . ? C48 C47 C46 119.9(4) . . ? C47 C48 C49 120.3(4) . . ? C48 C49 C44 120.5(4) . . ? O8 C50 N4 120.5(3) . . ? O8 C50 C51 121.5(3) . . ? N4 C50 C51 118.0(3) . . ? C56 C51 C52 119.7(3) . . ? C56 C51 C50 122.1(3) . . ? C52 C51 C50 118.1(3) . . ? O6 C52 C53 118.6(3) . . ? O6 C52 C51 121.5(3) . . ? C53 C52 C51 119.9(4) . . ? C54 C53 C52 116.7(3) . . ? C54 C53 C69 122.0(3) . . ? C52 C53 C69 121.3(4) . . ? C53 C54 C55 125.0(4) . . ? C56 C55 C54 116.9(4) . . ? C56 C55 C65 123.0(4) . . ? C54 C55 C65 120.1(4) . . ? C51 C56 C55 121.6(4) . . ? C41 C57 C58 109.6(4) . . ? C41 C57 C60 110.0(3) . . ? C58 C57 C60 108.5(4) . . ? C41 C57 C59 111.2(4) . . ? C58 C57 C59 109.4(4) . . ? C60 C57 C59 108.1(4) . . ? C62 C61 C63 107.2(4) . . ? C62 C61 C39 109.6(4) . . ? C63 C61 C39 110.9(4) . . ? C62 C61 C64 112.3(5) . . ? C63 C61 C64 108.5(4) . . ? C39 C61 C64 108.3(4) . . ? C31A C65 C32A 123.0(8) . . ? C31A C65 C55 115.2(5) . . ? C32A C65 C55 110.7(5) . . ? C31A C65 C33A 103.5(9) . . ? C32A C65 C33A 92.2(7) . . ? C55 C65 C33A 108.3(5) . . ? C71 C69 C72 110.2(4) . . ? C71 C69 C53 109.6(3) . . ? C72 C69 C53 110.2(4) . . ? C71 C69 C70 107.3(4) . . ? C72 C69 C70 107.7(4) . . ? C53 C69 C70 111.8(4) . . ? C7 N1 C8 125.4(3) . . ? C14 N2 C9 125.3(3) . . ? C43 N3 C44 126.2(3) . . ? C50 N4 C45 126.3(3) . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.938 _refine_diff_density_max 0.533 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.043 data_compound_4 _database_code_depnum_ccdc_archive 'CCDC 629494' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H56 N2 O5' _chemical_formula_weight 680.90 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0272(9) _cell_length_b 10.7263(7) _cell_length_c 21.2662(8) _cell_angle_alpha 77.855(4) _cell_angle_beta 76.457(4) _cell_angle_gamma 64.830(5) _cell_volume 1996.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.133 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_source 'Enraf Nonius FR590' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22091 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.1082 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 6.42 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8627 _reflns_number_gt 3963 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1657P)^2^+0.3336P] 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 8627 _refine_ls_number_parameters 507 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1988 _refine_ls_R_factor_gt 0.0973 _refine_ls_wR_factor_ref 0.3123 _refine_ls_wR_factor_gt 0.2565 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 O1C O 0.7320(4) 1.4020(3) 0.15325(17) 0.0841(10) Uani 1 1 d . . . C1C C 0.7102(5) 1.5037(5) 0.1123(3) 0.0821(16) Uani 1 1 d . . . C2C C 0.6533(8) 1.5108(6) 0.0525(4) 0.125(2) Uani 1 1 d . . . H2C1 H 0.6208 1.4365 0.0574 0.188 Uiso 1 1 calc R . . H2C2 H 0.7315 1.5022 0.0156 0.188 Uiso 1 1 calc R . . H2C3 H 0.5708 1.5982 0.0461 0.188 Uiso 1 1 calc R . . C3C C 0.7402(8) 1.6217(6) 0.1213(4) 0.138(3) Uani 1 1 d . . . H3C1 H 0.7549 1.6118 0.1654 0.207 Uiso 1 1 calc R . . H3C2 H 0.6568 1.7070 0.1125 0.207 Uiso 1 1 calc R . . H3C3 H 0.8284 1.6231 0.0919 0.207 Uiso 1 1 calc R . . H6 H 1.149(4) 1.008(4) 0.1774(16) 0.044(9) Uiso 1 1 d . . . H11 H 0.768(4) 1.199(4) -0.111(2) 0.056(11) Uiso 1 1 d . . . H1N H 0.994(4) 1.096(4) 0.1176(18) 0.039(10) Uiso 1 1 d . . . H20 H 0.747(4) 1.233(4) 0.2619(18) 0.048(10) Uiso 1 1 d . . . H4 H 1.293(4) 1.151(3) 0.2989(17) 0.041(9) Uiso 1 1 d . . . H17 H 0.581(5) 1.136(5) -0.053(2) 0.082(13) Uiso 1 1 d . . . H22 H 0.747(4) 1.097(4) 0.444(2) 0.062(12) Uiso 1 1 d . . . H15 H 0.521(5) 1.088(5) 0.148(2) 0.083(15) Uiso 1 1 d . . . H1O H 1.109(7) 1.426(7) 0.096(3) 0.13(3) Uiso 1 1 d . . . H2N H 0.746(4) 1.198(4) 0.1730(18) 0.048(11) Uiso 1 1 d . . . H16 H 0.432(6) 1.097(5) 0.060(2) 0.089(15) Uiso 1 1 d . . . H10 H 0.989(5) 1.228(5) -0.125(2) 0.075(13) Uiso 1 1 d . . . H2O H 0.792(5) 0.809(5) 0.275(3) 0.085(15) Uiso 1 1 d . . . H9 H 1.098(5) 1.193(4) -0.0307(19) 0.064(12) Uiso 1 1 d . . . C1 C 1.1324(4) 1.2105(3) 0.15070(17) 0.0410(8) Uani 1 1 d . . . C2 C 1.1613(4) 1.3156(4) 0.16737(18) 0.0447(9) Uani 1 1 d . . . C3 C 1.2187(4) 1.2964(4) 0.22434(18) 0.0446(9) Uani 1 1 d . . . C4 C 1.2543(4) 1.1663(4) 0.2603(2) 0.0464(9) Uani 1 1 d . . . C5 C 1.2337(4) 1.0567(3) 0.24468(17) 0.0419(8) Uani 1 1 d . . . C6 C 1.1706(4) 1.0818(4) 0.19024(18) 0.0432(8) Uani 1 1 d . . . C7 C 1.0646(4) 1.2383(4) 0.09201(17) 0.0451(9) Uani 1 1 d . . . C8 C 0.9324(4) 1.1639(3) 0.03288(15) 0.0398(8) Uani 1 1 d . . . C9 C 1.0019(5) 1.1893(4) -0.02884(18) 0.0531(10) Uani 1 1 d . . . C10 C 0.9383(6) 1.2057(4) -0.0832(2) 0.0628(12) Uani 1 1 d . . . C11 C 0.8097(6) 1.1890(4) -0.0756(2) 0.0614(12) Uani 1 1 d . . . C12 C 0.7358(4) 1.1566(3) -0.01282(18) 0.0483(9) Uani 1 1 d . . . C13 C 0.7948(4) 1.1466(3) 0.04386(16) 0.0399(8) Uani 1 1 d . . . C14 C 0.7093(4) 1.1215(3) 0.10551(17) 0.0434(8) Uani 1 1 d . . . C15 C 0.5814(5) 1.1031(5) 0.1084(2) 0.0605(11) Uani 1 1 d . . . C16 C 0.5285(6) 1.1070(5) 0.0529(3) 0.0700(13) Uani 1 1 d . . . C17 C 0.6046(5) 1.1333(4) -0.0065(2) 0.0637(12) Uani 1 1 d . . . C18 C 0.7617(4) 1.0152(4) 0.21530(16) 0.0428(8) Uani 1 1 d . . . C19 C 0.7637(4) 1.0372(4) 0.28124(16) 0.0419(8) Uani 1 1 d . . . C20 C 0.7516(4) 1.1641(4) 0.29493(19) 0.0452(9) Uani 1 1 d . . . C21 C 0.7478(4) 1.1854(4) 0.35684(18) 0.0502(9) Uani 1 1 d . . . C22 C 0.7574(5) 1.0729(5) 0.4057(2) 0.0578(11) Uani 1 1 d . . . C23 C 0.7728(4) 0.9441(4) 0.39624(18) 0.0550(10) Uani 1 1 d . . . C24 C 0.7756(4) 0.9270(4) 0.33190(17) 0.0460(9) Uani 1 1 d . . . C25 C 1.2825(4) 0.9149(4) 0.2863(2) 0.0524(10) Uani 1 1 d . . . C26 C 1.2129(13) 0.8294(8) 0.2780(5) 0.198(5) Uani 1 1 d . . . H26A H 1.1120 0.8862 0.2712 0.297 Uiso 1 1 calc R . . H26B H 1.2124 0.7635 0.3163 0.297 Uiso 1 1 calc R . . H26C H 1.2673 0.7808 0.2409 0.297 Uiso 1 1 calc R . . C27 C 1.1936(14) 0.9364(9) 0.3580(4) 0.180(4) Uani 1 1 d . . . H27A H 1.0885 0.9692 0.3575 0.271 Uiso 1 1 calc R . . H27B H 1.2128 1.0034 0.3741 0.271 Uiso 1 1 calc R . . H27C H 1.2256 0.8497 0.3858 0.271 Uiso 1 1 calc R . . C28 C 1.4211(13) 0.8755(9) 0.3070(8) 0.263(8) Uani 1 1 d . . . H28A H 1.4378 0.9571 0.3074 0.395 Uiso 1 1 calc R . . H28B H 1.5002 0.8173 0.2776 0.395 Uiso 1 1 calc R . . H28C H 1.4191 0.8255 0.3501 0.395 Uiso 1 1 calc R . . C29 C 1.2413(4) 1.4143(4) 0.2445(2) 0.0545(10) Uani 1 1 d . . . C30 C 1.0946(5) 1.5405(4) 0.2528(2) 0.0694(12) Uani 1 1 d . . . H30A H 1.1122 1.6153 0.2622 0.104 Uiso 1 1 calc R . . H30B H 1.0260 1.5175 0.2881 0.104 Uiso 1 1 calc R . . H30C H 1.0529 1.5683 0.2133 0.104 Uiso 1 1 calc R . . C31 C 1.3566(5) 1.4536(5) 0.1925(3) 0.0807(15) Uani 1 1 d . . . H31A H 1.4495 1.3740 0.1881 0.121 Uiso 1 1 calc R . . H31B H 1.3716 1.5267 0.2054 0.121 Uiso 1 1 calc R . . H31C H 1.3208 1.4847 0.1515 0.121 Uiso 1 1 calc R . . C32 C 1.2988(7) 1.3709(5) 0.3099(3) 0.0902(16) Uani 1 1 d . . . H32A H 1.3922 1.2917 0.3064 0.135 Uiso 1 1 calc R . . H32B H 1.2272 1.3476 0.3433 0.135 Uiso 1 1 calc R . . H32C H 1.3129 1.4464 0.3209 0.135 Uiso 1 1 calc R . . C33 C 0.7363(5) 1.3219(4) 0.3731(2) 0.0588(11) Uani 1 1 d . . . C34 C 0.7313(10) 1.4307(7) 0.3118(3) 0.135(3) Uani 1 1 d . . . H34A H 0.8199 1.3943 0.2805 0.202 Uiso 1 1 calc R . . H34B H 0.7261 1.5141 0.3240 0.202 Uiso 1 1 calc R . . H34C H 0.6450 1.4511 0.2930 0.202 Uiso 1 1 calc R . . C35 C 0.8752(9) 1.3043(8) 0.3936(5) 0.161(4) Uani 1 1 d . . . H35A H 0.9569 1.2777 0.3582 0.242 Uiso 1 1 calc R . . H35B H 0.8954 1.2334 0.4303 0.242 Uiso 1 1 calc R . . H35C H 0.8634 1.3902 0.4056 0.242 Uiso 1 1 calc R . . C36 C 0.5989(11) 1.3863(9) 0.4181(6) 0.206(5) Uani 1 1 d . . . H36A H 0.5847 1.4797 0.4205 0.309 Uiso 1 1 calc R . . H36B H 0.6063 1.3339 0.4606 0.309 Uiso 1 1 calc R . . H36C H 0.5155 1.3877 0.4027 0.309 Uiso 1 1 calc R . . C37 C 0.7890(5) 0.8244(5) 0.4517(2) 0.0719(13) Uani 1 1 d . . . C38 C 0.9391(6) 0.7020(6) 0.4374(3) 0.0959(17) Uani 1 1 d . . . H38A H 0.9472 0.6275 0.4724 0.144 Uiso 1 1 calc R . . H38B H 1.0192 0.7311 0.4334 0.144 Uiso 1 1 calc R . . H38C H 0.9447 0.6706 0.3974 0.144 Uiso 1 1 calc R . . C39 C 0.7833(9) 0.8684(7) 0.5164(2) 0.119(2) Uani 1 1 d . . . H39A H 0.7996 0.7898 0.5496 0.178 Uiso 1 1 calc R . . H39B H 0.6871 0.9400 0.5283 0.178 Uiso 1 1 calc R . . H39C H 0.8595 0.9029 0.5119 0.178 Uiso 1 1 calc R . . C40 C 0.6610(7) 0.7754(7) 0.4598(3) 0.1047(19) Uani 1 1 d . . . H40A H 0.6722 0.7002 0.4946 0.157 Uiso 1 1 calc R . . H40B H 0.6646 0.7444 0.4200 0.157 Uiso 1 1 calc R . . H40C H 0.5669 0.8509 0.4698 0.157 Uiso 1 1 calc R . . N1 N 1.0024(3) 1.1524(3) 0.08603(15) 0.0424(7) Uani 1 1 d . . . N2 N 0.7510(3) 1.1197(3) 0.16565(14) 0.0453(8) Uani 1 1 d . . . O1 O 1.1328(4) 1.4388(3) 0.12850(17) 0.0659(9) Uani 1 1 d . . . O2 O 0.7890(3) 0.8027(3) 0.32031(15) 0.0621(8) Uani 1 1 d . . . O3 O 1.0621(4) 1.3381(3) 0.05001(14) 0.0702(9) Uani 1 1 d . . . O4 O 0.7691(3) 0.9032(3) 0.20399(13) 0.0623(8) 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 O1C 0.087(2) 0.0525(19) 0.099(2) 0.0101(18) -0.0037(19) -0.0299(17) C1C 0.062(3) 0.046(3) 0.107(4) 0.004(3) 0.019(3) -0.015(2) C2C 0.137(6) 0.074(4) 0.118(5) 0.012(4) -0.022(5) -0.008(4) C3C 0.133(6) 0.066(4) 0.206(8) 0.003(4) -0.007(5) -0.052(4) C1 0.0408(19) 0.039(2) 0.046(2) -0.0022(16) -0.0047(15) -0.0203(16) C2 0.045(2) 0.0348(19) 0.053(2) -0.0007(16) -0.0044(17) -0.0187(16) C3 0.042(2) 0.040(2) 0.054(2) -0.0077(17) -0.0058(17) -0.0198(16) C4 0.047(2) 0.043(2) 0.054(2) -0.0060(18) -0.0127(18) -0.0196(17) C5 0.0414(19) 0.0324(18) 0.052(2) -0.0045(15) -0.0096(16) -0.0139(15) C6 0.045(2) 0.036(2) 0.052(2) -0.0058(16) -0.0086(17) -0.0198(17) C7 0.051(2) 0.038(2) 0.047(2) -0.0023(17) -0.0038(17) -0.0223(17) C8 0.054(2) 0.0314(18) 0.0308(17) 0.0007(14) -0.0086(15) -0.0155(16) C9 0.065(3) 0.046(2) 0.044(2) -0.0027(17) -0.0031(19) -0.022(2) C10 0.095(4) 0.048(2) 0.036(2) 0.0005(18) -0.007(2) -0.024(2) C11 0.094(4) 0.046(2) 0.037(2) -0.0046(18) -0.028(2) -0.013(2) C12 0.062(2) 0.0320(19) 0.046(2) -0.0041(16) -0.0223(18) -0.0078(17) C13 0.050(2) 0.0266(17) 0.0387(19) -0.0022(14) -0.0113(15) -0.0103(15) C14 0.051(2) 0.0363(19) 0.043(2) -0.0033(15) -0.0092(16) -0.0173(16) C15 0.057(3) 0.070(3) 0.060(3) -0.012(2) -0.005(2) -0.032(2) C16 0.064(3) 0.077(3) 0.083(4) -0.016(3) -0.024(3) -0.032(2) C17 0.071(3) 0.056(3) 0.069(3) -0.014(2) -0.034(2) -0.015(2) C18 0.048(2) 0.041(2) 0.040(2) -0.0023(16) -0.0019(15) -0.0219(17) C19 0.0417(19) 0.046(2) 0.0353(18) -0.0028(16) -0.0029(15) -0.0181(16) C20 0.048(2) 0.043(2) 0.042(2) -0.0009(18) -0.0070(16) -0.0172(17) C21 0.042(2) 0.055(2) 0.051(2) -0.0110(19) -0.0069(17) -0.0148(18) C22 0.059(3) 0.075(3) 0.039(2) -0.009(2) -0.0107(19) -0.024(2) C23 0.052(2) 0.058(3) 0.044(2) 0.0036(18) -0.0043(17) -0.0178(19) C24 0.046(2) 0.041(2) 0.043(2) -0.0005(16) 0.0010(16) -0.0156(17) C25 0.057(2) 0.040(2) 0.067(3) 0.0038(18) -0.026(2) -0.0216(18) C26 0.332(12) 0.117(6) 0.248(10) 0.122(6) -0.223(10) -0.162(8) C27 0.292(13) 0.111(6) 0.100(5) 0.022(5) -0.008(6) -0.073(7) C28 0.223(11) 0.110(6) 0.50(2) 0.166(10) -0.259(14) -0.096(7) C29 0.060(2) 0.041(2) 0.071(3) -0.0090(19) -0.013(2) -0.0266(19) C30 0.076(3) 0.049(2) 0.088(3) -0.020(2) -0.005(2) -0.028(2) C31 0.072(3) 0.072(3) 0.116(4) -0.023(3) 0.002(3) -0.048(3) C32 0.133(5) 0.070(3) 0.102(4) -0.008(3) -0.053(3) -0.056(3) C33 0.064(3) 0.063(3) 0.056(2) -0.015(2) -0.011(2) -0.027(2) C34 0.234(9) 0.090(4) 0.110(5) -0.015(4) -0.035(5) -0.087(5) C35 0.125(6) 0.114(6) 0.288(11) -0.056(6) -0.073(7) -0.053(5) C36 0.205(9) 0.152(7) 0.285(12) -0.159(8) 0.131(8) -0.119(7) C37 0.086(3) 0.077(3) 0.044(2) 0.011(2) -0.013(2) -0.032(3) C38 0.104(4) 0.078(4) 0.083(4) 0.029(3) -0.036(3) -0.021(3) C39 0.175(6) 0.122(5) 0.047(3) 0.022(3) -0.029(3) -0.057(5) C40 0.117(5) 0.119(5) 0.074(3) 0.031(3) -0.004(3) -0.067(4) N1 0.0526(18) 0.0377(17) 0.0378(17) 0.0068(14) -0.0112(14) -0.0220(14) N2 0.060(2) 0.0438(19) 0.0379(17) -0.0024(14) -0.0058(14) -0.0281(16) O1 0.096(2) 0.0391(16) 0.072(2) 0.0083(14) -0.0226(17) -0.0377(15) O2 0.082(2) 0.0457(16) 0.0536(18) 0.0037(13) -0.0110(15) -0.0255(14) O3 0.111(2) 0.0586(18) 0.0598(18) 0.0185(14) -0.0318(16) -0.0539(18) O4 0.091(2) 0.0482(16) 0.0494(16) -0.0061(13) -0.0036(14) -0.0332(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 O1C C1C 1.218(5) . ? C1C C3C 1.478(8) . ? C1C C2C 1.487(9) . ? C1 C6 1.405(5) . ? C1 C2 1.405(5) . ? C1 C7 1.475(5) . ? C2 O1 1.357(4) . ? C2 C3 1.401(5) . ? C3 C4 1.384(5) . ? C3 C29 1.533(5) . ? C4 C5 1.392(5) . ? C5 C6 1.372(5) . ? C5 C25 1.529(5) . ? C7 O3 1.236(4) . ? C7 N1 1.353(4) . ? C8 C9 1.366(5) . ? C8 N1 1.423(4) . ? C8 C13 1.429(5) . ? C9 C10 1.393(6) . ? C10 C11 1.344(6) . ? C11 C12 1.418(6) . ? C12 C17 1.413(6) . ? C12 C13 1.428(5) . ? C13 C14 1.431(5) . ? C14 C15 1.365(5) . ? C14 N2 1.430(5) . ? C15 C16 1.388(6) . ? C16 C17 1.356(7) . ? C18 O4 1.243(4) . ? C18 N2 1.354(4) . ? C18 C19 1.476(5) . ? C19 C20 1.401(5) . ? C19 C24 1.406(5) . ? C20 C21 1.372(5) . ? C21 C22 1.402(6) . ? C21 C33 1.525(6) . ? C22 C23 1.375(6) . ? C23 C24 1.411(5) . ? C23 C37 1.530(6) . ? C24 O2 1.352(4) . ? C25 C28 1.420(8) . ? C25 C26 1.425(7) . ? C25 C27 1.584(9) . ? C29 C30 1.521(6) . ? C29 C31 1.535(6) . ? C29 C32 1.536(6) . ? C33 C36 1.464(8) . ? C33 C35 1.480(7) . ? C33 C34 1.550(8) . ? C37 C39 1.528(7) . ? C37 C38 1.535(7) . ? C37 C40 1.545(7) . ? 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 O1C C1C C3C 120.4(6) . . ? O1C C1C C2C 120.5(5) . . ? C3C C1C C2C 119.1(6) . . ? C6 C1 C2 118.8(3) . . ? C6 C1 C7 122.2(3) . . ? C2 C1 C7 119.1(3) . . ? O1 C2 C3 118.6(3) . . ? O1 C2 C1 120.3(3) . . ? C3 C2 C1 121.1(3) . . ? C4 C3 C2 116.4(3) . . ? C4 C3 C29 122.6(3) . . ? C2 C3 C29 121.0(3) . . ? C3 C4 C5 124.8(4) . . ? C6 C5 C4 117.0(3) . . ? C6 C5 C25 122.3(3) . . ? C4 C5 C25 120.7(3) . . ? C5 C6 C1 121.8(3) . . ? O3 C7 N1 120.7(3) . . ? O3 C7 C1 121.4(3) . . ? N1 C7 C1 117.8(3) . . ? C9 C8 N1 118.1(3) . . ? C9 C8 C13 121.1(3) . . ? N1 C8 C13 120.8(3) . . ? C8 C9 C10 121.4(4) . . ? C11 C10 C9 119.8(4) . . ? C10 C11 C12 121.3(4) . . ? C17 C12 C11 120.0(4) . . ? C17 C12 C13 120.1(4) . . ? C11 C12 C13 119.9(4) . . ? C12 C13 C14 116.6(3) . . ? C12 C13 C8 116.4(3) . . ? C14 C13 C8 127.0(3) . . ? C15 C14 N2 117.9(3) . . ? C15 C14 C13 120.4(3) . . ? N2 C14 C13 121.7(3) . . ? C14 C15 C16 122.5(4) . . ? C17 C16 C15 119.0(4) . . ? C16 C17 C12 121.4(4) . . ? O4 C18 N2 118.8(3) . . ? O4 C18 C19 121.8(3) . . ? N2 C18 C19 119.4(3) . . ? C20 C19 C24 119.4(3) . . ? C20 C19 C18 122.3(3) . . ? C24 C19 C18 118.4(3) . . ? C21 C20 C19 121.9(4) . . ? C20 C21 C22 116.3(4) . . ? C20 C21 C33 123.0(4) . . ? C22 C21 C33 120.6(4) . . ? C23 C22 C21 125.5(4) . . ? C22 C23 C24 116.2(4) . . ? C22 C23 C37 122.5(4) . . ? C24 C23 C37 121.3(4) . . ? O2 C24 C23 118.4(3) . . ? O2 C24 C19 120.9(3) . . ? C23 C24 C19 120.6(3) . . ? C28 C25 C26 129.1(6) . . ? C28 C25 C5 112.9(4) . . ? C26 C25 C5 113.8(4) . . ? C28 C25 C27 92.0(9) . . ? C26 C25 C27 92.4(7) . . ? C5 C25 C27 107.6(4) . . ? C30 C29 C31 109.9(4) . . ? C30 C29 C3 110.7(3) . . ? C31 C29 C3 109.5(3) . . ? C30 C29 C32 107.0(4) . . ? C31 C29 C32 108.1(4) . . ? C3 C29 C32 111.5(3) . . ? C36 C33 C35 115.0(7) . . ? C36 C33 C21 111.5(4) . . ? C35 C33 C21 111.1(4) . . ? C36 C33 C34 105.7(7) . . ? C35 C33 C34 100.9(6) . . ? C21 C33 C34 112.1(4) . . ? C39 C37 C38 107.7(4) . . ? C39 C37 C23 111.4(4) . . ? C38 C37 C23 110.5(4) . . ? C39 C37 C40 108.1(4) . . ? C38 C37 C40 109.0(5) . . ? C23 C37 C40 110.1(4) . . ? C7 N1 C8 125.3(3) . . ? C18 N2 C14 122.7(3) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 1.268 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.051 data_compound_5 _database_code_depnum_ccdc_archive 'CCDC 629495' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 Co N2 Na O6' _chemical_formula_weight 686.68 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' Co Co 0.3494 0.9721 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.724(3) _cell_length_b 11.2234(10) _cell_length_c 19.6969(10) _cell_angle_alpha 90.00 _cell_angle_beta 106.593(8) _cell_angle_gamma 90.00 _cell_volume 3755.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'irregular prism' _exptl_crystal_colour black _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mok\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_radiation_probe x-ray _diffrn_source 'Enraf Nonius FR590' _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24248 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.0835 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 6.45 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8364 _reflns_number_gt 4835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.1014P)^2^+4.9304P] 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 8364 _refine_ls_number_parameters 447 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1257 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.2176 _refine_ls_wR_factor_gt 0.1853 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Co1 Co 0.18854(3) 0.00145(5) 0.29753(3) 0.02830(18) Uani 1 1 d . . . Na1 Na -0.00022(10) -0.25109(17) 0.01879(8) 0.0421(4) Uani 1 1 d . . . O1 O 0.26673(16) -0.0889(3) 0.28393(15) 0.0403(7) Uani 1 1 d . . . O2 O 0.26619(16) 0.0950(3) 0.34969(16) 0.0412(7) Uani 1 1 d . . . O3 O 0.06911(16) -0.1477(3) 0.11612(14) 0.0354(7) Uani 1 1 d . . . O4 O 0.06953(16) 0.1454(3) 0.41960(14) 0.0341(7) Uani 1 1 d . . . O1W O 0.0267(3) -0.3948(4) -0.0515(2) 0.0721(12) Uani 1 1 d . . . O2W O -0.0281(3) -0.1059(4) -0.0657(2) 0.0724(12) Uani 1 1 d . . . N1 N 0.10906(18) -0.0756(3) 0.22915(16) 0.0280(7) Uani 1 1 d . . . N2 N 0.10905(18) 0.0755(3) 0.32629(16) 0.0278(7) Uani 1 1 d . . . C1 C 0.3304(2) -0.2547(4) 0.2510(2) 0.0379(10) Uani 1 1 d . . . C2 C 0.3274(3) -0.3450(5) 0.2031(2) 0.0416(11) Uani 1 1 d . . . C3 C 0.2622(2) -0.3694(4) 0.1456(2) 0.0354(9) Uani 1 1 d . . . C4 C 0.1973(2) -0.2969(4) 0.1378(2) 0.0302(9) Uani 1 1 d . . . C5 C 0.1955(2) -0.2062(4) 0.18535(19) 0.0276(8) Uani 1 1 d . . . C6 C 0.2632(2) -0.1819(4) 0.2415(2) 0.0305(9) Uani 1 1 d . . . C7 C 0.1206(2) -0.1400(4) 0.17421(19) 0.0272(8) Uani 1 1 d . . . C8 C 0.0321(2) -0.0403(4) 0.2315(2) 0.0282(8) Uani 1 1 d . . . C9 C -0.0390(2) -0.0827(4) 0.1871(2) 0.0384(10) Uani 1 1 d . . . C10 C -0.1094(3) -0.0413(5) 0.1964(3) 0.0453(12) Uani 1 1 d . . . C11 C -0.1095(3) 0.0411(5) 0.2474(3) 0.0471(12) Uani 1 1 d . . . C12 C -0.0386(2) 0.0820(4) 0.2928(2) 0.0380(10) Uani 1 1 d . . . C13 C 0.0321(2) 0.0397(4) 0.2848(2) 0.0279(8) Uani 1 1 d . . . C14 C 0.1208(2) 0.1390(3) 0.38773(19) 0.0263(8) Uani 1 1 d . . . C15 C 0.1951(2) 0.2077(3) 0.41440(19) 0.0266(8) Uani 1 1 d . . . C16 C 0.2616(2) 0.1865(4) 0.3909(2) 0.0314(9) Uani 1 1 d . . . C17 C 0.3279(2) 0.2620(4) 0.4151(2) 0.0406(11) Uani 1 1 d . . . C18 C 0.3251(3) 0.3506(4) 0.4628(2) 0.0415(11) Uani 1 1 d . . . C19 C 0.2608(2) 0.3712(4) 0.4884(2) 0.0364(10) Uani 1 1 d . . . C20 C 0.1968(2) 0.2966(4) 0.4632(2) 0.0306(9) Uani 1 1 d . . . C21 C 0.4056(3) -0.2298(6) 0.3121(3) 0.0627(16) Uani 1 1 d . . . C22 C 0.4681(4) -0.3265(7) 0.3158(4) 0.094(3) Uani 1 1 d . . . H22A H 0.4808 -0.3294 0.2716 0.142 Uiso 1 1 calc R . . H22B H 0.4480 -0.4024 0.3249 0.142 Uiso 1 1 calc R . . H22C H 0.5147 -0.3079 0.3533 0.142 Uiso 1 1 calc R . . C23 C 0.4400(4) -0.1107(7) 0.2951(4) 0.096(3) Uani 1 1 d . . . H23A H 0.4507 -0.1167 0.2501 0.144 Uiso 1 1 calc R . . H23B H 0.4880 -0.0936 0.3313 0.144 Uiso 1 1 calc R . . H23C H 0.4028 -0.0478 0.2934 0.144 Uiso 1 1 calc R . . C24 C 0.3883(4) -0.2252(9) 0.3821(3) 0.101(3) Uani 1 1 d . . . H24A H 0.4360 -0.2090 0.4188 0.151 Uiso 1 1 calc R . . H24B H 0.3672 -0.3004 0.3911 0.151 Uiso 1 1 calc R . . H24C H 0.3506 -0.1634 0.3812 0.151 Uiso 1 1 calc R . . C25 C 0.2609(3) -0.4692(4) 0.0917(3) 0.0465(12) Uani 1 1 d . . . C26 C 0.3364(4) -0.5403(7) 0.1102(4) 0.090(2) Uani 1 1 d . . . H26A H 0.3331 -0.6010 0.0751 0.136 Uiso 1 1 calc R . . H26B H 0.3443 -0.5767 0.1558 0.136 Uiso 1 1 calc R . . H26C H 0.3798 -0.4883 0.1114 0.136 Uiso 1 1 calc R . . C27 C 0.2461(5) -0.4158(6) 0.0177(3) 0.079(2) Uani 1 1 d . . . H27A H 0.1983 -0.3701 0.0062 0.118 Uiso 1 1 calc R . . H27B H 0.2414 -0.4787 -0.0163 0.118 Uiso 1 1 calc R . . H27C H 0.2893 -0.3649 0.0166 0.118 Uiso 1 1 calc R . . C28 C 0.1934(4) -0.5551(6) 0.0915(4) 0.0760(18) Uani 1 1 d . . . H28A H 0.1445 -0.5122 0.0795 0.114 Uiso 1 1 calc R . . H28B H 0.2025 -0.5899 0.1377 0.114 Uiso 1 1 calc R . . H28C H 0.1910 -0.6169 0.0573 0.114 Uiso 1 1 calc R . . C29 C 0.2595(3) 0.4694(4) 0.5420(2) 0.0445(11) Uani 1 1 d . . . C30 C 0.1907(4) 0.5533(5) 0.5081(3) 0.0665(16) Uani 1 1 d . . . H30A H 0.1885 0.6155 0.5409 0.100 Uiso 1 1 calc R . . H30B H 0.1423 0.5092 0.4963 0.100 Uiso 1 1 calc R . . H30C H 0.1983 0.5877 0.4659 0.100 Uiso 1 1 calc R . . C31 C 0.2479(4) 0.4151(6) 0.6090(3) 0.0714(17) Uani 1 1 d . . . H31A H 0.2470 0.4773 0.6422 0.107 Uiso 1 1 calc R . . H31B H 0.2904 0.3613 0.6296 0.107 Uiso 1 1 calc R . . H31C H 0.1989 0.3724 0.5975 0.107 Uiso 1 1 calc R . . C32 C 0.3346(4) 0.5428(6) 0.5619(4) 0.080(2) Uani 1 1 d . . . H32A H 0.3310 0.6028 0.5956 0.120 Uiso 1 1 calc R . . H32B H 0.3415 0.5802 0.5203 0.120 Uiso 1 1 calc R . . H32C H 0.3786 0.4918 0.5825 0.120 Uiso 1 1 calc R . . C33 C 0.4018(3) 0.2431(7) 0.3900(3) 0.073(2) Uani 1 1 d . . . C34 C 0.3805(5) 0.2453(9) 0.3101(4) 0.115(3) Uani 1 1 d . . . H34A H 0.4270 0.2328 0.2952 0.172 Uiso 1 1 calc R . . H34B H 0.3578 0.3212 0.2931 0.172 Uiso 1 1 calc R . . H34C H 0.3430 0.1834 0.2911 0.172 Uiso 1 1 calc R . . C35 C 0.4398(4) 0.1249(7) 0.4201(5) 0.103(3) Uani 1 1 d . . . H35A H 0.4859 0.1116 0.4049 0.155 Uiso 1 1 calc R . . H35B H 0.4030 0.0612 0.4035 0.155 Uiso 1 1 calc R . . H35C H 0.4542 0.1277 0.4709 0.155 Uiso 1 1 calc R . . C36 C 0.4639(4) 0.3412(8) 0.4192(4) 0.100(3) Uani 1 1 d . . . H36A H 0.5093 0.3271 0.4030 0.149 Uiso 1 1 calc R . . H36B H 0.4790 0.3399 0.4701 0.149 Uiso 1 1 calc R . . H36C H 0.4419 0.4177 0.4027 0.149 Uiso 1 1 calc R . . H20 H 0.151(2) 0.309(3) 0.4772(19) 0.023(10) Uiso 1 1 d . . . H2 H 0.370(2) -0.396(4) 0.209(2) 0.028(10) Uiso 1 1 d . . . H9 H -0.037(2) -0.140(4) 0.154(2) 0.022(10) Uiso 1 1 d . . . H12 H -0.039(2) 0.143(4) 0.325(2) 0.023(10) Uiso 1 1 d . . . H18 H 0.369(3) 0.407(4) 0.478(2) 0.047(13) Uiso 1 1 d . . . H10 H -0.159(3) -0.075(4) 0.169(2) 0.044(12) Uiso 1 1 d . . . H11 H -0.159(3) 0.075(5) 0.252(3) 0.061(15) Uiso 1 1 d . . . H4 H 0.152(3) -0.314(4) 0.100(2) 0.040(12) 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 Co1 0.0240(3) 0.0320(3) 0.0277(3) -0.0086(2) 0.00543(19) -0.0014(2) Na1 0.0466(10) 0.0459(11) 0.0333(9) -0.0020(8) 0.0107(7) -0.0036(8) O1 0.0277(14) 0.0451(19) 0.0436(17) -0.0213(15) 0.0030(12) 0.0019(13) O2 0.0292(15) 0.0472(19) 0.0464(17) -0.0244(15) 0.0097(13) -0.0059(13) O3 0.0322(15) 0.0425(18) 0.0277(14) -0.0085(13) 0.0024(11) 0.0039(13) O4 0.0316(14) 0.0389(17) 0.0323(14) -0.0091(13) 0.0097(12) -0.0050(13) O1W 0.102(3) 0.053(2) 0.069(2) -0.006(2) 0.036(2) 0.016(2) O2W 0.098(3) 0.061(3) 0.056(2) 0.0161(19) 0.018(2) 0.020(2) N1 0.0250(16) 0.0302(19) 0.0278(16) -0.0062(14) 0.0060(12) 0.0004(14) N2 0.0255(16) 0.0279(18) 0.0286(16) -0.0054(14) 0.0053(13) -0.0024(13) C1 0.030(2) 0.045(3) 0.037(2) -0.003(2) 0.0056(17) 0.0073(19) C2 0.037(2) 0.043(3) 0.045(3) -0.007(2) 0.012(2) 0.012(2) C3 0.038(2) 0.035(2) 0.036(2) -0.0047(19) 0.0150(18) 0.0016(19) C4 0.032(2) 0.030(2) 0.028(2) 0.0002(17) 0.0089(17) 0.0001(17) C5 0.0292(19) 0.027(2) 0.0272(19) -0.0003(16) 0.0092(15) -0.0016(16) C6 0.032(2) 0.031(2) 0.029(2) -0.0017(17) 0.0087(16) 0.0018(17) C7 0.0278(19) 0.027(2) 0.0270(19) -0.0025(16) 0.0086(15) -0.0017(16) C8 0.0250(19) 0.029(2) 0.029(2) -0.0014(17) 0.0061(15) 0.0008(16) C9 0.031(2) 0.044(3) 0.038(2) -0.018(2) 0.0082(18) -0.0017(19) C10 0.025(2) 0.059(3) 0.049(3) -0.025(2) 0.0058(19) -0.005(2) C11 0.027(2) 0.061(3) 0.051(3) -0.024(2) 0.008(2) 0.001(2) C12 0.032(2) 0.042(3) 0.038(2) -0.015(2) 0.0072(17) 0.0040(19) C13 0.0261(19) 0.029(2) 0.027(2) -0.0012(16) 0.0044(15) -0.0025(16) C14 0.0292(19) 0.025(2) 0.0251(18) 0.0000(16) 0.0080(15) 0.0020(16) C15 0.032(2) 0.023(2) 0.0231(18) -0.0003(16) 0.0045(15) -0.0030(16) C16 0.034(2) 0.032(2) 0.027(2) -0.0033(17) 0.0061(16) -0.0061(17) C17 0.032(2) 0.048(3) 0.042(2) -0.012(2) 0.0115(18) -0.011(2) C18 0.036(2) 0.042(3) 0.045(3) -0.013(2) 0.0085(19) -0.014(2) C19 0.037(2) 0.032(2) 0.035(2) -0.0059(19) 0.0028(17) -0.0053(19) C20 0.031(2) 0.031(2) 0.030(2) 0.0004(17) 0.0070(16) -0.0008(17) C21 0.040(3) 0.084(4) 0.051(3) -0.023(3) -0.008(2) 0.021(3) C22 0.054(4) 0.114(6) 0.090(5) -0.024(4) -0.019(3) 0.042(4) C23 0.040(3) 0.100(6) 0.137(6) -0.058(5) 0.008(3) -0.015(3) C24 0.081(5) 0.160(8) 0.042(3) -0.017(4) -0.015(3) 0.038(5) C25 0.049(3) 0.042(3) 0.049(3) -0.013(2) 0.015(2) 0.009(2) C26 0.079(4) 0.086(5) 0.095(5) -0.046(4) 0.006(4) 0.034(4) C27 0.120(6) 0.070(4) 0.054(3) -0.025(3) 0.036(3) 0.006(4) C28 0.086(5) 0.059(4) 0.086(4) -0.039(4) 0.030(4) -0.008(3) C29 0.047(3) 0.041(3) 0.043(3) -0.015(2) 0.008(2) -0.008(2) C30 0.080(4) 0.044(3) 0.071(4) -0.029(3) 0.015(3) 0.007(3) C31 0.104(5) 0.059(4) 0.051(3) -0.024(3) 0.023(3) -0.002(3) C32 0.069(4) 0.066(4) 0.103(5) -0.052(4) 0.022(3) -0.022(3) C33 0.045(3) 0.101(5) 0.084(4) -0.048(4) 0.037(3) -0.034(3) C34 0.105(6) 0.185(9) 0.080(5) -0.052(5) 0.067(4) -0.066(6) C35 0.038(3) 0.101(6) 0.163(7) -0.069(6) 0.017(4) 0.003(4) C36 0.063(4) 0.117(6) 0.134(6) -0.056(5) 0.054(4) -0.055(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 Co1 O1 1.798(3) . ? Co1 O2 1.801(3) . ? Co1 N2 1.858(3) . ? Co1 N1 1.861(3) . ? Na1 O1W 2.264(4) . ? Na1 O4 2.277(3) 2_545 ? Na1 O3 2.277(3) . ? Na1 O2W 2.280(4) . ? O1 C6 1.327(5) . ? O2 C16 1.326(5) . ? O3 C7 1.246(4) . ? O4 C14 1.245(4) . ? O4 Na1 2.277(3) 2 ? N1 C7 1.364(5) . ? N1 C8 1.435(5) . ? N2 C14 1.368(5) . ? N2 C13 1.433(5) . ? C1 C2 1.375(6) . ? C1 C6 1.414(6) . ? C1 C21 1.543(6) . ? C2 C3 1.395(6) . ? C3 C4 1.380(6) . ? C3 C25 1.540(6) . ? C4 C5 1.390(6) . ? C5 C6 1.407(5) . ? C5 C7 1.483(5) . ? C8 C13 1.381(6) . ? C8 C9 1.396(5) . ? C9 C10 1.392(6) . ? C10 C11 1.366(7) . ? C11 C12 1.395(6) . ? C12 C13 1.391(6) . ? C14 C15 1.486(5) . ? C15 C20 1.381(6) . ? C15 C16 1.404(5) . ? C16 C17 1.417(6) . ? C17 C18 1.379(6) . ? C17 C33 1.541(7) . ? C18 C19 1.390(6) . ? C19 C20 1.383(6) . ? C19 C29 1.531(6) . ? C21 C24 1.496(8) . ? C21 C22 1.538(8) . ? C21 C23 1.545(10) . ? C25 C26 1.510(8) . ? C25 C27 1.528(8) . ? C25 C28 1.536(8) . ? C29 C32 1.518(7) . ? C29 C31 1.521(8) . ? C29 C30 1.534(8) . ? C33 C34 1.511(9) . ? C33 C35 1.529(11) . ? C33 C36 1.547(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O2 85.28(13) . . ? O1 Co1 N2 168.97(14) . . ? O2 Co1 N2 95.04(13) . . ? O1 Co1 N1 94.96(13) . . ? O2 Co1 N1 168.79(15) . . ? N2 Co1 N1 86.86(13) . . ? O1W Na1 O4 101.68(15) . 2_545 ? O1W Na1 O3 136.11(16) . . ? O4 Na1 O3 93.14(12) 2_545 . ? O1W Na1 O2W 95.90(16) . . ? O4 Na1 O2W 135.74(16) 2_545 . ? O3 Na1 O2W 101.68(15) . . ? C6 O1 Co1 129.6(2) . . ? C16 O2 Co1 129.1(3) . . ? C7 O3 Na1 152.4(3) . . ? C14 O4 Na1 151.7(3) . 2 ? C7 N1 C8 122.1(3) . . ? C7 N1 Co1 124.5(2) . . ? C8 N1 Co1 112.3(2) . . ? C14 N2 C13 122.0(3) . . ? C14 N2 Co1 124.4(2) . . ? C13 N2 Co1 112.5(2) . . ? C2 C1 C6 118.0(4) . . ? C2 C1 C21 121.6(4) . . ? C6 C1 C21 120.4(4) . . ? C1 C2 C3 124.2(4) . . ? C4 C3 C2 116.5(4) . . ? C4 C3 C25 120.3(4) . . ? C2 C3 C25 123.2(4) . . ? C3 C4 C5 122.4(4) . . ? C4 C5 C6 119.6(4) . . ? C4 C5 C7 117.4(3) . . ? C6 C5 C7 123.0(3) . . ? O1 C6 C5 121.7(4) . . ? O1 C6 C1 119.0(3) . . ? C5 C6 C1 119.3(4) . . ? O3 C7 N1 121.9(3) . . ? O3 C7 C5 119.4(3) . . ? N1 C7 C5 118.6(3) . . ? C13 C8 C9 120.2(4) . . ? C13 C8 N1 114.2(3) . . ? C9 C8 N1 125.6(4) . . ? C10 C9 C8 119.1(4) . . ? C11 C10 C9 120.7(4) . . ? C10 C11 C12 120.4(4) . . ? C13 C12 C11 119.4(4) . . ? C8 C13 C12 120.2(3) . . ? C8 C13 N2 114.2(3) . . ? C12 C13 N2 125.6(4) . . ? O4 C14 N2 121.8(3) . . ? O4 C14 C15 119.5(3) . . ? N2 C14 C15 118.6(3) . . ? C20 C15 C16 119.9(4) . . ? C20 C15 C14 117.5(3) . . ? C16 C15 C14 122.6(3) . . ? O2 C16 C15 122.5(3) . . ? O2 C16 C17 118.6(4) . . ? C15 C16 C17 118.8(4) . . ? C18 C17 C16 118.2(4) . . ? C18 C17 C33 121.2(4) . . ? C16 C17 C33 120.6(4) . . ? C17 C18 C19 124.1(4) . . ? C20 C19 C18 116.3(4) . . ? C20 C19 C29 120.7(4) . . ? C18 C19 C29 123.0(4) . . ? C15 C20 C19 122.6(4) . . ? C24 C21 C22 108.3(6) . . ? C24 C21 C1 111.5(5) . . ? C22 C21 C1 111.1(4) . . ? C24 C21 C23 111.5(6) . . ? C22 C21 C23 107.2(5) . . ? C1 C21 C23 107.1(5) . . ? C26 C25 C27 109.7(5) . . ? C26 C25 C28 107.7(5) . . ? C27 C25 C28 108.8(5) . . ? C26 C25 C3 112.4(4) . . ? C27 C25 C3 109.7(4) . . ? C28 C25 C3 108.4(4) . . ? C32 C29 C31 108.6(5) . . ? C32 C29 C19 112.6(4) . . ? C31 C29 C19 110.0(4) . . ? C32 C29 C30 108.0(5) . . ? C31 C29 C30 109.6(5) . . ? C19 C29 C30 108.0(4) . . ? C34 C33 C35 111.7(6) . . ? C34 C33 C17 110.5(5) . . ? C35 C33 C17 108.3(5) . . ? C34 C33 C36 108.4(6) . . ? C35 C33 C36 106.6(6) . . ? C17 C33 C36 111.2(5) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 1.558 _refine_diff_density_min -0.392 _refine_diff_density_rms 0.090