Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Junk, Peter Courtney' 'Louis, Lance M.' _publ_contact_author_name 'Dr Peter Courtney Junk' _publ_contact_author_address ; School of Chemistry Monash University Box 23 Clayton Victoria 3800 AUSTRALIA ; _publ_contact_author_email 'PETER.JUNK@SCI.MONASH.EDU.AU' _publ_section_title ; Synthesis and structural characterisation of some novel lithium and sodium p-tolylformamidinate complexes ; data_compound1.CIF _database_code_CSD 184639 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H16 N2' _chemical_formula_weight 224.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.895(6) _cell_length_b 11.133(4) _cell_length_c 14.462(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.436(7) _cell_angle_gamma 90.00 _cell_volume 2547.6(16) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.070 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9828 _exptl_absorpt_correction_T_max 0.9876 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11099 _diffrn_reflns_av_R_equivalents 0.0985 _diffrn_reflns_av_sigmaI/netI 0.0824 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 23.34 _reflns_number_total 3665 _reflns_number_gt 1760 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed / POV-Ray' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1343P)^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 3665 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1487 _refine_ls_R_factor_gt 0.0748 _refine_ls_wR_factor_ref 0.2462 _refine_ls_wR_factor_gt 0.1922 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0.026 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C7B C -0.7413(3) -0.4032(5) -0.4972(4) 0.103(2) Uani 1 1 d . . . H7B1 H -0.7722 -0.4020 -0.4425 0.155 Uiso 1 1 calc R . . H7B2 H -0.7279 -0.4856 -0.5122 0.155 Uiso 1 1 calc R . . H7B3 H -0.7757 -0.3676 -0.5491 0.155 Uiso 1 1 calc R . . C14B C 0.0295(3) -0.3115(5) -0.4810(4) 0.0955(18) Uani 1 1 d . . . H14A H 0.0523 -0.3474 -0.4229 0.143 Uiso 1 1 calc R . . H14B H 0.0670 -0.2483 -0.4982 0.143 Uiso 1 1 calc R . . H14C H 0.0245 -0.3724 -0.5292 0.143 Uiso 1 1 calc R . . C6A C -0.7701(3) -0.3024(5) -0.7590(4) 0.0908(19) Uani 1 1 d . . . H6A H -0.7202 -0.3356 -0.7781 0.109 Uiso 1 1 calc R . . C5A C -0.8432(3) -0.3679(4) -0.7688(4) 0.0780(15) Uani 1 1 d . . . H5A H -0.8416 -0.4459 -0.7934 0.094 Uiso 1 1 calc R . . C7A C -0.9980(3) -0.3984(4) -0.7540(4) 0.0795(15) Uani 1 1 d . . . H7A1 H -1.0429 -0.3527 -0.7879 0.119 Uiso 1 1 calc R . . H7A2 H -1.0142 -0.4181 -0.6928 0.119 Uiso 1 1 calc R . . H7A3 H -0.9883 -0.4718 -0.7875 0.119 Uiso 1 1 calc R . . C14A C -0.2188(3) -0.3095(5) -0.6863(3) 0.0778(15) Uani 1 1 d . . . H14D H -0.2040 -0.3427 -0.6249 0.117 Uiso 1 1 calc R . . H14E H -0.1782 -0.2480 -0.6990 0.117 Uiso 1 1 calc R . . H14F H -0.2181 -0.3728 -0.7323 0.117 Uiso 1 1 calc R . . C11B C -0.0566(3) -0.2591(5) -0.4697(3) 0.0663(13) Uani 1 1 d . . . C13B C -0.1558(3) -0.0918(4) -0.4842(3) 0.0621(13) Uani 1 1 d . . . H13B H -0.1676 -0.0122 -0.5029 0.075 Uiso 1 1 calc R . . C15A C -0.6154(3) -0.1610(4) -0.7141(3) 0.0528(11) Uani 1 1 d . . . H15A H -0.6088 -0.2357 -0.7428 0.063 Uiso 1 1 calc R . . C2A C -0.8438(2) -0.1419(4) -0.7007(3) 0.0580(12) Uani 1 1 d . . . H2A H -0.8453 -0.0625 -0.6788 0.070 Uiso 1 1 calc R . . C12A C -0.3211(3) -0.1338(4) -0.7056(3) 0.0638(13) Uani 1 1 d . . . H12A H -0.2757 -0.0827 -0.7154 0.077 Uiso 1 1 calc R . . C12B C -0.0789(3) -0.1436(4) -0.4989(3) 0.0695(14) Uani 1 1 d . . . H12B H -0.0402 -0.0986 -0.5300 0.083 Uiso 1 1 calc R . . C3A C -0.9165(3) -0.2081(4) -0.7109(3) 0.0665(13) Uani 1 1 d . . . H3A H -0.9670 -0.1733 -0.6947 0.080 Uiso 1 1 calc R . . C6B C -0.5092(3) -0.3234(4) -0.4388(3) 0.0591(12) Uani 1 1 d . . . H6B H -0.4576 -0.3636 -0.4243 0.071 Uiso 1 1 calc R . . C10B C -0.1173(3) -0.3249(4) -0.4302(3) 0.0623(12) Uani 1 1 d . . . H10B H -0.1059 -0.4051 -0.4128 0.075 Uiso 1 1 calc R . . C3B C -0.6607(3) -0.2087(4) -0.4747(3) 0.0608(12) Uani 1 1 d . . . H3B H -0.7125 -0.1676 -0.4844 0.073 Uiso 1 1 calc R . . C9B C -0.1944(3) -0.2754(4) -0.4155(3) 0.0569(12) Uani 1 1 d . . . H9B H -0.2340 -0.3223 -0.3872 0.068 Uiso 1 1 calc R . . C11A C -0.3055(3) -0.2553(4) -0.6906(3) 0.0599(12) Uani 1 1 d . . . C8A C -0.4693(2) -0.1553(3) -0.6908(3) 0.0471(10) Uani 1 1 d . . . C9A C -0.4547(3) -0.2769(4) -0.6753(3) 0.0559(12) Uani 1 1 d . . . H9A H -0.4999 -0.3269 -0.6628 0.067 Uiso 1 1 calc R . . C4A C -0.9183(3) -0.3246(4) -0.7444(3) 0.0585(12) Uani 1 1 d . . . C10A C -0.3751(3) -0.3263(4) -0.6777(3) 0.0590(12) Uani 1 1 d . . . H10A H -0.3681 -0.4097 -0.6704 0.071 Uiso 1 1 calc R . . C15B C -0.3598(3) -0.1668(4) -0.4411(3) 0.0518(11) Uani 1 1 d . . . H15B H -0.3547 -0.2419 -0.4698 0.062 Uiso 1 1 calc R . . C13A C -0.4009(3) -0.0860(4) -0.7065(3) 0.0623(13) Uani 1 1 d . . . H13A H -0.4088 -0.0035 -0.7182 0.075 Uiso 1 1 calc R . . C4B C -0.6606(3) -0.3326(4) -0.4784(3) 0.0642(13) Uani 1 1 d . . . C5B C -0.5821(3) -0.3899(4) -0.4592(3) 0.0616(13) Uani 1 1 d . . . H5B H -0.5791 -0.4742 -0.4602 0.074 Uiso 1 1 calc R . . C1B C -0.5104(3) -0.2004(4) -0.4391(3) 0.0472(10) Uani 1 1 d . . . C1A C -0.7684(3) -0.1899(4) -0.7221(3) 0.0519(11) Uani 1 1 d . . . C2B C -0.5878(3) -0.1437(4) -0.4573(3) 0.0529(11) Uani 1 1 d . . . H2B H -0.5903 -0.0594 -0.4576 0.063 Uiso 1 1 calc R . . C8B C -0.2154(3) -0.1578(3) -0.4415(3) 0.0496(11) Uani 1 1 d . . . N2A N -0.5488(2) -0.0999(3) -0.6853(2) 0.0547(9) Uani 1 1 d . . . N1A N -0.6942(2) -0.1207(3) -0.7040(3) 0.0579(10) Uani 1 1 d . . . N2B N -0.2923(2) -0.1030(3) -0.4224(2) 0.0537(9) Uani 1 1 d . . . N1B N -0.4367(2) -0.1309(3) -0.4215(2) 0.0519(10) Uani 1 1 d . . . H1NA H -0.701(2) -0.047(4) -0.679(3) 0.066(14) Uiso 1 1 d . . . H1NB H -0.443(3) -0.062(4) -0.394(3) 0.080(16) 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 C7B 0.061(4) 0.093(4) 0.152(6) -0.002(4) -0.004(3) -0.024(3) C14B 0.058(3) 0.127(5) 0.104(5) -0.011(4) 0.020(3) 0.014(3) C6A 0.050(3) 0.075(4) 0.149(6) -0.032(3) 0.017(3) 0.001(3) C5A 0.054(3) 0.059(3) 0.120(5) -0.033(3) 0.004(3) 0.003(3) C7A 0.062(3) 0.076(3) 0.098(4) 0.003(3) -0.006(3) -0.011(3) C14A 0.062(3) 0.108(4) 0.063(3) -0.006(3) 0.002(2) 0.002(3) C11B 0.051(3) 0.083(4) 0.064(3) -0.020(3) 0.000(2) 0.008(3) C13B 0.060(3) 0.055(3) 0.072(3) -0.008(2) 0.010(2) -0.008(2) C15A 0.054(3) 0.049(3) 0.056(3) -0.007(2) 0.008(2) 0.001(2) C2A 0.046(3) 0.047(3) 0.079(3) -0.011(2) 0.002(2) 0.008(2) C12A 0.050(3) 0.065(3) 0.077(3) -0.010(2) 0.012(2) -0.015(3) C12B 0.057(3) 0.076(3) 0.078(4) -0.010(3) 0.022(3) -0.015(3) C3A 0.049(3) 0.051(3) 0.099(4) -0.005(3) 0.005(3) 0.008(2) C6B 0.054(3) 0.058(3) 0.066(3) 0.001(2) 0.010(2) 0.003(2) C10B 0.063(3) 0.061(3) 0.063(3) -0.003(2) 0.007(2) 0.003(3) C3B 0.053(3) 0.059(3) 0.070(3) 0.006(2) 0.003(2) 0.008(2) C9B 0.048(3) 0.056(3) 0.066(3) -0.005(2) 0.008(2) -0.003(2) C11A 0.045(3) 0.081(3) 0.053(3) -0.013(2) 0.003(2) 0.005(3) C8A 0.045(3) 0.052(2) 0.045(2) -0.0094(19) 0.0085(18) -0.003(2) C9A 0.055(3) 0.058(3) 0.055(3) 0.000(2) 0.004(2) -0.006(2) C4A 0.044(3) 0.063(3) 0.066(3) 0.006(2) -0.007(2) -0.002(2) C10A 0.064(3) 0.056(3) 0.056(3) -0.001(2) 0.001(2) 0.005(2) C15B 0.054(3) 0.049(2) 0.052(3) -0.008(2) 0.007(2) 0.002(2) C13A 0.055(3) 0.058(3) 0.076(3) -0.010(2) 0.017(2) -0.007(2) C4B 0.055(3) 0.069(3) 0.068(3) -0.003(2) 0.007(2) -0.007(3) C5B 0.064(3) 0.042(2) 0.080(3) -0.007(2) 0.016(2) -0.004(2) C1B 0.052(3) 0.045(2) 0.045(2) -0.0035(19) 0.0094(19) -0.002(2) C1A 0.051(3) 0.044(2) 0.060(3) -0.006(2) 0.004(2) 0.004(2) C2B 0.056(3) 0.042(2) 0.060(3) 0.000(2) 0.002(2) 0.004(2) C8B 0.044(3) 0.049(2) 0.055(3) -0.010(2) 0.004(2) -0.007(2) N2A 0.045(2) 0.052(2) 0.067(2) -0.0076(18) 0.0076(18) -0.0018(18) N1A 0.041(2) 0.054(2) 0.080(3) -0.011(2) 0.0082(18) 0.0033(19) N2B 0.048(2) 0.054(2) 0.059(2) -0.0072(17) 0.0064(17) -0.0027(18) N1B 0.045(2) 0.051(2) 0.061(2) -0.0109(18) 0.0086(17) -0.0008(18) _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 C7B C4B 1.506(6) . ? C14B C11B 1.510(6) . ? C6A C1A 1.360(6) . ? C6A C5A 1.367(6) . ? C5A C4A 1.365(6) . ? C7A C4A 1.505(6) . ? C14A C11A 1.501(6) . ? C11B C10B 1.379(6) . ? C11B C12B 1.389(6) . ? C13B C12B 1.387(6) . ? C13B C8B 1.389(5) . ? C15A N2A 1.293(5) . ? C15A N1A 1.351(5) . ? C2A C3A 1.367(5) . ? C2A C1A 1.374(5) . ? C12A C13A 1.375(6) . ? C12A C11A 1.388(6) . ? C3A C4A 1.384(6) . ? C6B C1B 1.370(5) . ? C6B C5B 1.383(5) . ? C10B C9B 1.379(5) . ? C3B C2B 1.369(5) . ? C3B C4B 1.380(6) . ? C9B C8B 1.394(5) . ? C11A C10A 1.387(6) . ? C8A C13A 1.370(5) . ? C8A C9A 1.388(5) . ? C8A N2A 1.415(5) . ? C9A C10A 1.382(5) . ? C15B N2B 1.293(5) . ? C15B N1B 1.342(5) . ? C4B C5B 1.407(6) . ? C1B C2B 1.385(5) . ? C1B N1B 1.407(5) . ? C1A N1A 1.411(5) . ? C8B N2B 1.417(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1A C6A C5A 121.2(5) . . ? C4A C5A C6A 122.7(4) . . ? C10B C11B C12B 116.7(4) . . ? C10B C11B C14B 121.1(5) . . ? C12B C11B C14B 122.2(5) . . ? C12B C13B C8B 119.8(4) . . ? N2A C15A N1A 121.9(4) . . ? C3A C2A C1A 120.9(4) . . ? C13A C12A C11A 122.0(4) . . ? C13B C12B C11B 122.8(4) . . ? C2A C3A C4A 122.1(4) . . ? C1B C6B C5B 121.6(4) . . ? C9B C10B C11B 121.3(4) . . ? C2B C3B C4B 122.1(4) . . ? C10B C9B C8B 121.9(4) . . ? C10A C11A C12A 116.3(4) . . ? C10A C11A C14A 120.5(4) . . ? C12A C11A C14A 123.2(4) . . ? C13A C8A C9A 116.9(4) . . ? C13A C8A N2A 119.4(4) . . ? C9A C8A N2A 123.6(4) . . ? C10A C9A C8A 121.6(4) . . ? C5A C4A C3A 115.6(4) . . ? C5A C4A C7A 122.2(4) . . ? C3A C4A C7A 122.2(4) . . ? C9A C10A C11A 121.3(4) . . ? N2B C15B N1B 123.1(4) . . ? C8A C13A C12A 121.8(4) . . ? C3B C4B C5B 116.7(4) . . ? C3B C4B C7B 121.7(5) . . ? C5B C4B C7B 121.5(4) . . ? C6B C5B C4B 120.6(4) . . ? C6B C1B C2B 117.9(4) . . ? C6B C1B N1B 122.6(4) . . ? C2B C1B N1B 119.5(4) . . ? C6A C1A C2A 117.4(4) . . ? C6A C1A N1A 124.1(4) . . ? C2A C1A N1A 118.4(4) . . ? C3B C2B C1B 121.0(4) . . ? C13B C8B C9B 117.5(4) . . ? C13B C8B N2B 119.7(4) . . ? C9B C8B N2B 122.7(4) . . ? C15A N2A C8A 117.4(3) . . ? C15A N1A C1A 124.4(4) . . ? C15B N2B C8B 115.9(3) . . ? C15B N1B C1B 123.9(4) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 23.34 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.356 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.061 #===END data_compound2.CIF _database_code_CSD 184640 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H70 Li2 N4 O5' _chemical_formula_weight 820.98 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' 'Li' 'Li' -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.155(4) _cell_length_b 12.8620(18) _cell_length_c 18.673(3) _cell_angle_alpha 90.00 _cell_angle_beta 126.940(3) _cell_angle_gamma 90.00 _cell_volume 4828.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9823 _exptl_absorpt_correction_T_max 0.9893 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8688 _diffrn_reflns_av_R_equivalents 0.0968 _diffrn_reflns_av_sigmaI/netI 0.1002 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 23.33 _reflns_number_total 3478 _reflns_number_gt 1618 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed / POV-Ray' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1721P)^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 3478 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1592 _refine_ls_R_factor_gt 0.0882 _refine_ls_wR_factor_ref 0.2906 _refine_ls_wR_factor_gt 0.2290 _refine_ls_goodness_of_fit_ref 0.936 _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 O1 O 0.41938(14) 0.1387(3) 0.5412(2) 0.0738(11) Uani 1 1 d . . . N1 N 0.43425(17) 0.2519(3) 0.8013(2) 0.0550(10) Uani 1 1 d . . . C1 C 0.4062(2) 0.2402(3) 0.8464(3) 0.0525(11) Uani 1 1 d . . . Li1 Li 0.4744(3) 0.2112(6) 0.6594(4) 0.0551(19) Uani 1 1 d . . . O2 O 0.5000 0.0905(3) 0.7500 0.0617(12) Uani 1 2 d S . . N2 N 0.41240(16) 0.3046(3) 0.6669(2) 0.0538(10) Uani 1 1 d . . . C2 C 0.3401(2) 0.2103(4) 0.8031(3) 0.0610(13) Uani 1 1 d . . . H2 H 0.3125 0.1982 0.7410 0.073 Uiso 1 1 calc R . . O3 O 0.4317(5) 0.5511(7) 0.8473(6) 0.111(3) Uiso 0.50 1 d P . . C3 C 0.3149(3) 0.1982(4) 0.8516(4) 0.0747(15) Uani 1 1 d . . . H3 H 0.2701 0.1794 0.8208 0.090 Uiso 1 1 calc R . . C4 C 0.3532(3) 0.2128(4) 0.9429(4) 0.0715(15) Uani 1 1 d . . . C5 C 0.4191(3) 0.2414(4) 0.9860(3) 0.0696(14) Uani 1 1 d . . . H5 H 0.4469 0.2514 1.0484 0.083 Uiso 1 1 calc R . . C6 C 0.4446(2) 0.2555(4) 0.9386(3) 0.0627(13) Uani 1 1 d . . . H6 H 0.4892 0.2761 0.9695 0.075 Uiso 1 1 calc R . . C7 C 0.3248(3) 0.2004(6) 0.9947(4) 0.110(2) Uani 1 1 d . . . H7A H 0.3436 0.2531 1.0410 0.166 Uiso 1 1 calc R . . H7B H 0.3359 0.1320 1.0220 0.166 Uiso 1 1 calc R . . H7C H 0.2769 0.2081 0.9541 0.166 Uiso 1 1 calc R . . C8 C 0.3701(2) 0.3658(4) 0.5897(3) 0.0549(12) Uani 1 1 d . . . C9 C 0.3966(3) 0.4241(4) 0.5555(3) 0.0749(15) Uani 1 1 d . . . H9 H 0.4429 0.4240 0.5860 0.090 Uiso 1 1 calc R . . C10 C 0.3578(3) 0.4814(5) 0.4794(4) 0.0923(19) Uani 1 1 d . . . H10 H 0.3779 0.5200 0.4589 0.111 Uiso 1 1 calc R . . C11 C 0.2885(3) 0.4842(4) 0.4308(3) 0.0833(17) Uani 1 1 d . . . C12 C 0.2622(3) 0.4259(4) 0.4633(3) 0.0795(16) Uani 1 1 d . . . H12 H 0.2158 0.4248 0.4320 0.095 Uiso 1 1 calc R . . C13 C 0.3014(2) 0.3686(4) 0.5405(3) 0.0609(13) Uani 1 1 d . . . H13 H 0.2810 0.3301 0.5608 0.073 Uiso 1 1 calc R . . C14 C 0.2445(4) 0.5464(5) 0.3442(4) 0.134(3) Uani 1 1 d . . . H14A H 0.2124 0.5003 0.2959 0.200 Uiso 1 1 calc R . . H14B H 0.2719 0.5782 0.3297 0.200 Uiso 1 1 calc R . . H14C H 0.2213 0.6001 0.3519 0.200 Uiso 1 1 calc R . . C15 C 0.3966(2) 0.2988(3) 0.7224(3) 0.0501(11) Uani 1 1 d . . . H15 H 0.3566 0.3295 0.7051 0.060 Uiso 1 1 calc R . . C16 C 0.3527(3) 0.1597(7) 0.4697(4) 0.139(4) Uani 1 1 d . . . H16A H 0.3237 0.1342 0.4845 0.167 Uiso 1 1 calc R . . H16B H 0.3463 0.2351 0.4604 0.167 Uiso 1 1 calc R . . C17 C 0.3352(3) 0.1122(7) 0.3911(4) 0.127(3) Uani 1 1 d . . . H17A H 0.3158 0.1630 0.3423 0.153 Uiso 1 1 calc R . . H17B H 0.3028 0.0566 0.3732 0.153 Uiso 1 1 calc R . . C18 C 0.3987(3) 0.0684(5) 0.4122(3) 0.0915(18) Uani 1 1 d . . . H18A H 0.3914 -0.0002 0.3849 0.110 Uiso 1 1 calc R . . H18B H 0.4179 0.1150 0.3918 0.110 Uiso 1 1 calc R . . C19 C 0.4416(3) 0.0613(4) 0.5111(4) 0.0767(15) Uani 1 1 d . . . H19A H 0.4378 -0.0077 0.5299 0.092 Uiso 1 1 calc R . . H19B H 0.4882 0.0732 0.5359 0.092 Uiso 1 1 calc R . . C20 C 0.4460(3) 0.0242(5) 0.7297(4) 0.0826(17) Uani 1 1 d . . . H20A H 0.4082 0.0295 0.6662 0.099 Uiso 1 1 calc R . . H20B H 0.4311 0.0443 0.7658 0.099 Uiso 1 1 calc R . . C21 C 0.4719(4) -0.0810(5) 0.7513(6) 0.133(3) Uani 1 1 d . . . H21A H 0.4859 -0.1006 0.8110 0.160 Uiso 1 1 calc R . . H21B H 0.4380 -0.1302 0.7075 0.160 Uiso 1 1 calc R . . C22 C 0.3580(11) 0.5565(16) 0.7893(15) 0.150(6) Uiso 0.50 1 d P . . C23 C 0.3750(14) 0.695(2) 0.762(2) 0.178(11) Uiso 0.50 1 d P . . C24 C 0.3678(10) 0.6055(15) 0.6920(11) 0.123(5) Uiso 0.50 1 d P . . C25 C 0.4472(7) 0.5577(12) 0.7781(11) 0.098(4) Uiso 0.50 1 d P . . O3A O 0.4194(12) 0.6463(18) 0.7311(16) 0.244(7) Uiso 0.50 1 d P . . C22A C 0.4606(17) 0.600(3) 0.817(3) 0.241(14) Uiso 0.50 1 d P . . C23A C 0.3914(12) 0.639(2) 0.8316(18) 0.193(9) Uiso 0.50 1 d P . . C24A C 0.3284(12) 0.557(2) 0.7073(18) 0.191(9) Uiso 0.50 1 d P . . C25A C 0.3594(11) 0.672(2) 0.7180(17) 0.139(7) Uiso 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0449(18) 0.116(3) 0.0525(19) -0.0264(19) 0.0250(16) -0.0051(19) N1 0.044(2) 0.078(3) 0.044(2) 0.0046(19) 0.0266(19) 0.0088(19) C1 0.053(3) 0.062(3) 0.044(3) 0.004(2) 0.030(2) 0.008(2) Li1 0.040(4) 0.081(5) 0.039(4) -0.006(4) 0.021(3) -0.001(4) O2 0.046(2) 0.070(3) 0.060(3) 0.000 0.027(2) 0.000 N2 0.038(2) 0.079(3) 0.040(2) 0.007(2) 0.0206(18) 0.0026(19) C2 0.052(3) 0.077(3) 0.051(3) 0.000(2) 0.029(2) -0.002(2) C3 0.065(3) 0.095(4) 0.078(4) 0.006(3) 0.051(3) 0.004(3) C4 0.078(4) 0.085(4) 0.068(4) 0.008(3) 0.053(3) 0.013(3) C5 0.078(4) 0.086(4) 0.049(3) 0.002(3) 0.040(3) 0.006(3) C6 0.052(3) 0.080(3) 0.048(3) 0.004(3) 0.026(2) 0.004(3) C7 0.126(5) 0.153(6) 0.103(5) 0.031(4) 0.096(5) 0.026(5) C8 0.045(3) 0.071(3) 0.045(3) 0.002(2) 0.025(2) -0.001(2) C9 0.061(3) 0.094(4) 0.059(3) 0.002(3) 0.030(3) -0.024(3) C10 0.104(5) 0.097(4) 0.063(4) 0.011(3) 0.044(4) -0.031(4) C11 0.090(4) 0.072(3) 0.049(3) 0.012(3) 0.021(3) -0.004(3) C12 0.062(3) 0.092(4) 0.058(3) 0.017(3) 0.022(3) 0.006(3) C13 0.047(3) 0.072(3) 0.053(3) 0.012(3) 0.024(2) 0.005(2) C14 0.142(6) 0.107(5) 0.069(4) 0.038(4) 0.019(4) -0.007(5) C15 0.036(2) 0.063(3) 0.044(3) 0.005(2) 0.020(2) 0.006(2) C16 0.042(3) 0.239(10) 0.084(4) -0.085(5) 0.011(3) 0.013(4) C17 0.073(4) 0.182(8) 0.071(4) -0.033(5) 0.014(3) 0.033(5) C18 0.090(4) 0.116(5) 0.061(3) -0.025(3) 0.041(3) 0.007(4) C19 0.067(3) 0.077(3) 0.072(4) -0.019(3) 0.034(3) -0.003(3) C20 0.071(4) 0.083(4) 0.071(4) -0.003(3) 0.030(3) -0.027(3) C21 0.167(9) 0.092(5) 0.133(6) -0.017(5) 0.085(7) -0.037(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C16 1.406(6) . ? O1 C19 1.412(6) . ? O1 Li1 1.996(7) . ? N1 C15 1.325(5) . ? N1 C1 1.395(5) . ? N1 Li1 2.015(7) 2_656 ? C1 C6 1.392(6) . ? C1 C2 1.398(6) . ? Li1 N1 2.015(7) 2_656 ? Li1 N2 2.041(8) . ? Li1 O2 2.093(8) . ? Li1 Li1 2.807(13) 2_656 ? O2 C20 1.449(5) 2_656 ? O2 C20 1.449(5) . ? O2 Li1 2.093(8) 2_656 ? N2 C15 1.315(5) . ? N2 C8 1.410(5) . ? C2 C3 1.388(6) . ? O3 C22A 1.32(3) . ? O3 C23A 1.42(3) . ? O3 C22 1.48(2) . ? O3 C25 1.561(18) . ? C3 C4 1.377(7) . ? C4 C5 1.389(7) . ? C4 C7 1.516(6) . ? C5 C6 1.382(6) . ? C8 C9 1.386(6) . ? C8 C13 1.388(6) . ? C9 C10 1.360(7) . ? C10 C11 1.400(8) . ? C11 C12 1.361(7) . ? C11 C14 1.526(7) . ? C12 C13 1.373(6) . ? C16 C17 1.395(8) . ? C17 C18 1.506(8) . ? C18 C19 1.479(7) . ? C20 C21 1.449(9) . ? C21 C21 1.442(14) 2_656 ? C22 C24A 1.24(3) . ? C22 C23A 1.29(3) . ? C22 C23 1.98(3) . ? C22 C25A 2.01(3) . ? C23 C25A 0.73(3) . ? C23 C23A 1.32(3) . ? C23 O3A 1.66(3) . ? C23 C24 1.67(3) . ? C23 C24A 2.04(4) . ? C24 C25A 1.06(2) . ? C24 O3A 1.16(2) . ? C24 C24A 1.34(3) . ? C24 C25 1.76(2) . ? C25 C22A 0.80(4) . ? C25 O3A 1.35(3) . ? O3A C25A 1.41(3) . ? O3A C22A 1.41(4) . ? C22A C23A 1.98(4) . ? C23A C25A 1.81(3) . ? C24A C25A 1.63(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C16 O1 C19 106.8(4) . . ? C16 O1 Li1 126.8(4) . . ? C19 O1 Li1 126.2(3) . . ? C15 N1 C1 116.0(4) . . ? C15 N1 Li1 114.9(3) . 2_656 ? C1 N1 Li1 129.1(3) . 2_656 ? C6 C1 N1 120.3(4) . . ? C6 C1 C2 117.0(4) . . ? N1 C1 C2 122.7(4) . . ? O1 Li1 N1 114.0(3) . 2_656 ? O1 Li1 N2 107.5(3) . . ? N1 Li1 N2 125.0(4) 2_656 . ? O1 Li1 O2 102.7(4) . . ? N1 Li1 O2 99.7(3) 2_656 . ? N2 Li1 O2 104.9(3) . . ? O1 Li1 Li1 147.6(3) . 2_656 ? N1 Li1 Li1 88.0(3) 2_656 2_656 ? N2 Li1 Li1 74.4(3) . 2_656 ? O2 Li1 Li1 47.9(2) . 2_656 ? C20 O2 C20 107.9(6) 2_656 . ? C20 O2 Li1 116.2(3) 2_656 2_656 ? C20 O2 Li1 115.6(3) . 2_656 ? C20 O2 Li1 115.6(3) 2_656 . ? C20 O2 Li1 116.2(3) . . ? Li1 O2 Li1 84.2(4) 2_656 . ? C15 N2 C8 116.0(3) . . ? C15 N2 Li1 128.8(4) . . ? C8 N2 Li1 113.3(3) . . ? C3 C2 C1 120.2(4) . . ? C22A O3 C23A 92.2(19) . . ? C22A O3 C22 116(2) . . ? C23A O3 C22 52.5(11) . . ? C22A O3 C25 31.0(16) . . ? C23A O3 C25 106.6(13) . . ? C22 O3 C25 102.5(12) . . ? C4 C3 C2 122.6(5) . . ? C3 C4 C5 117.1(4) . . ? C3 C4 C7 121.9(5) . . ? C5 C4 C7 120.9(5) . . ? C6 C5 C4 121.0(5) . . ? C5 C6 C1 122.0(5) . . ? C9 C8 C13 115.7(4) . . ? C9 C8 N2 119.8(4) . . ? C13 C8 N2 124.4(4) . . ? C10 C9 C8 122.2(5) . . ? C9 C10 C11 121.5(5) . . ? C12 C11 C10 116.5(5) . . ? C12 C11 C14 121.6(6) . . ? C10 C11 C14 121.8(6) . . ? C11 C12 C13 122.0(5) . . ? C12 C13 C8 122.1(5) . . ? N2 C15 N1 123.3(4) . . ? C17 C16 O1 110.9(5) . . ? C16 C17 C18 105.9(5) . . ? C19 C18 C17 102.3(4) . . ? O1 C19 C18 106.7(4) . . ? O2 C20 C21 106.3(5) . . ? C21 C21 C20 106.1(4) 2_656 . ? C24A C22 C23A 116(2) . . ? C24A C22 O3 118(2) . . ? C23A C22 O3 61.4(15) . . ? C24A C22 C23 74.8(18) . . ? C23A C22 C23 41.5(14) . . ? O3 C22 C23 82.0(13) . . ? C24A C22 C25A 54.1(16) . . ? C23A C22 C25A 62.2(16) . . ? O3 C22 C25A 90.4(12) . . ? C23 C22 C25A 21.0(9) . . ? C25A C23 C23A 121(4) . . ? C25A C23 O3A 58(3) . . ? C23A C23 O3A 105(2) . . ? C25A C23 C24 26(3) . . ? C23A C23 C24 102(2) . . ? O3A C23 C24 41.0(10) . . ? C25A C23 C22 82(3) . . ? C23A C23 C22 40.1(15) . . ? O3A C23 C22 92.4(16) . . ? C24 C23 C22 68.8(13) . . ? C25A C23 C24A 47(3) . . ? C23A C23 C24A 75.9(19) . . ? O3A C23 C24A 78.4(15) . . ? C24 C23 C24A 40.9(10) . . ? C22 C23 C24A 35.8(9) . . ? C25A C24 O3A 79(2) . . ? C25A C24 C24A 84(2) . . ? O3A C24 C24A 140(2) . . ? C25A C24 C23 17.4(18) . . ? O3A C24 C23 68.9(16) . . ? C24A C24 C23 84.5(17) . . ? C25A C24 C25 107(2) . . ? O3A C24 C25 50.1(15) . . ? C24A C24 C25 102.7(16) . . ? C23 C24 C25 89.9(14) . . ? C22A C25 O3A 78(3) . . ? C22A C25 O3 58(3) . . ? O3A C25 O3 107.1(14) . . ? C22A C25 C24 103(3) . . ? O3A C25 C24 41.4(11) . . ? O3 C25 C24 93.7(10) . . ? C24 O3A C25 89(2) . . ? C24 O3A C25A 47.5(14) . . ? C25 O3A C25A 113.0(19) . . ? C24 O3A C22A 108(3) . . ? C25 O3A C22A 33.7(16) . . ? C25A O3A C22A 106(2) . . ? C24 O3A C23 70.1(17) . . ? C25 O3A C23 106.9(18) . . ? C25A O3A C23 25.9(13) . . ? C22A O3A C23 87(2) . . ? C25 C22A O3 91(4) . . ? C25 C22A O3A 69(3) . . ? O3 C22A O3A 118(3) . . ? C25 C22A C23A 112(4) . . ? O3 C22A C23A 46.0(14) . . ? O3A C22A C23A 87(2) . . ? C22 C23A C23 98(2) . . ? C22 C23A O3 66.1(17) . . ? C23 C23A O3 114(2) . . ? C22 C23A C25A 78.9(17) . . ? C23 C23A C25A 20.1(16) . . ? O3 C23A C25A 100.8(16) . . ? C22 C23A C22A 91(2) . . ? C23 C23A C22A 77(2) . . ? O3 C23A C22A 41.8(13) . . ? C25A C23A C22A 73.0(16) . . ? C22 C24A C24 107(2) . . ? C22 C24A C25A 88(2) . . ? C24 C24A C25A 40.6(12) . . ? C22 C24A C23 69.4(18) . . ? C24 C24A C23 54.6(15) . . ? C25A C24A C23 19.0(11) . . ? C23 C25A C24 137(5) . . ? C23 C25A O3A 96(4) . . ? C24 C25A O3A 53.8(16) . . ? C23 C25A C24A 114(4) . . ? C24 C25A C24A 55.1(17) . . ? O3A C25A C24A 101(2) . . ? C23 C25A C23A 39(3) . . ? C24 C25A C23A 106(2) . . ? O3A C25A C23A 93.7(16) . . ? C24A C25A C23A 76.9(15) . . ? C23 C25A C22 77(3) . . ? C24 C25A C22 78.4(18) . . ? O3A C25A C22 99.0(16) . . ? C24A C25A C22 38.0(10) . . ? C23A C25A C22 39.0(10) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 23.33 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.471 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.059 #===END data_compound3.CIF _database_code_CSD 184641 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H75 Li3 N6 O6' _chemical_formula_weight 961.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Li' 'Li' -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 36.186(4) _cell_length_b 20.907(2) _cell_length_c 26.677(3) _cell_angle_alpha 90.00 _cell_angle_beta 116.898(2) _cell_angle_gamma 90.00 _cell_volume 17999(4) _cell_formula_units_Z 12 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.064 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6192 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9667 _exptl_absorpt_correction_T_max 0.9812 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 40820 _diffrn_reflns_av_R_equivalents 0.1440 _diffrn_reflns_av_sigmaI/netI 0.1513 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 23.38 _reflns_number_total 12940 _reflns_number_gt 3342 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1323P)^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 SHELXL _refine_ls_extinction_coef 0.00000(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 12940 _refine_ls_number_parameters 993 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2742 _refine_ls_R_factor_gt 0.0873 _refine_ls_wR_factor_ref 0.3152 _refine_ls_wR_factor_gt 0.2094 _refine_ls_goodness_of_fit_ref 0.878 _refine_ls_restrained_S_all 0.878 _refine_ls_shift/su_max 0.061 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.3495(2) 0.8693(3) 0.1937(3) 0.144(2) Uani 1 1 d . . . N1 N 0.10527(17) 0.7045(3) 0.2110(3) 0.0930(18) Uani 1 1 d . . . C1 C 0.0727(2) 0.6779(4) 0.1634(4) 0.100(2) Uani 1 1 d . . . Li1 Li 0.1872(3) 0.7503(5) 0.3140(4) 0.085(3) Uani 1 1 d . . . O2 O 0.39320(16) 0.8864(3) 0.3054(3) 0.144(2) Uani 1 1 d . . . N2 N 0.13414(16) 0.7175(2) 0.3075(3) 0.0868(16) Uani 1 1 d . . . C2 C 0.0627(3) 0.7076(4) 0.1113(6) 0.124(3) Uani 1 1 d . . . H2 H 0.0764 0.7447 0.1100 0.149 Uiso 1 1 calc R . . Li2 Li 0.1522(3) 0.7500(5) 0.2061(4) 0.089(3) Uani 1 1 d . . . O3 O 0.34743(18) 1.0052(3) 0.2284(3) 0.150(2) Uani 1 1 d . . . N3 N 0.15567(18) 0.8459(2) 0.2126(3) 0.0914(17) Uani 1 1 d . . . C3 C 0.0329(4) 0.6819(6) 0.0629(5) 0.143(3) Uani 1 1 d . . . H3 H 0.0272 0.7024 0.0292 0.172 Uiso 1 1 calc R . . Li3 Li 0.0175(3) 0.2497(5) 0.3046(4) 0.085(3) Uani 1 1 d . . . O4 O 0.32706(16) 0.9795(3) 0.3133(3) 0.1369(19) Uani 1 1 d . . . N4 N 0.19608(18) 0.8438(3) 0.3089(3) 0.0875(17) Uani 1 1 d . . . C4 C 0.0111(3) 0.6286(7) 0.0608(6) 0.149(4) Uani 1 1 d . . . Li4 Li 0.3326(3) 0.9174(4) 0.2511(4) 0.080(3) Uani 1 1 d . . . O5 O 0.26721(15) 0.9260(3) 0.1874(3) 0.1344(19) Uani 1 1 d . . . N5 N 0.20059(17) 0.7001(2) 0.2119(3) 0.0934(18) Uani 1 1 d . . . C5 C 0.0200(3) 0.6009(5) 0.1124(6) 0.147(4) Uani 1 1 d . . . H5 H 0.0052 0.5650 0.1136 0.176 Uiso 1 1 calc R . . Li5 Li 0.0000 0.9149(6) 0.2500 0.073(4) Uani 1 2 d S . . O6 O 0.3065(2) 0.8410(3) 0.2714(3) 0.143(2) Uani 1 1 d . . . N6 N 0.22856(17) 0.6884(2) 0.3090(3) 0.0893(17) Uani 1 1 d . . . C6 C 0.0502(3) 0.6257(4) 0.1616(4) 0.119(3) Uani 1 1 d . . . H6 H 0.0553 0.6055 0.1952 0.143 Uiso 1 1 calc R . . O7 O -0.0037(2) 0.8439(3) 0.1860(3) 0.1316(19) Uani 1 1 d . . . N7 N 0.03126(17) 0.2036(2) 0.2003(4) 0.0956(19) Uani 1 1 d . . . C7 C -0.0208(3) 0.5989(6) 0.0067(4) 0.230(6) Uani 1 1 d . . . H7A H -0.0474 0.5990 0.0067 0.345 Uiso 1 1 calc R . . H7B H -0.0129 0.5557 0.0040 0.345 Uiso 1 1 calc R . . H7C H -0.0224 0.6232 -0.0247 0.345 Uiso 1 1 calc R . . O8 O 0.06196(16) 0.9033(3) 0.2713(3) 0.140(2) Uani 1 1 d . . . N8 N 0.06355(17) 0.2013(2) 0.2981(4) 0.0944(18) Uani 1 1 d . . . C8 C 0.1296(2) 0.7109(3) 0.3572(4) 0.083(2) Uani 1 1 d . . . O9 O -0.01290(16) 0.9936(3) 0.1940(3) 0.140(2) Uani 1 1 d . . . N9 N 0.01695(16) 0.3449(3) 0.2994(3) 0.0937(18) Uani 1 1 d . . . C9 C 0.1037(2) 0.6662(3) 0.3661(4) 0.099(2) Uani 1 1 d . . . H9 H 0.0880 0.6379 0.3374 0.119 Uiso 1 1 calc R . . C10 C 0.1012(2) 0.6633(4) 0.4165(5) 0.115(3) Uani 1 1 d . . . H10 H 0.0833 0.6340 0.4205 0.138 Uiso 1 1 calc R . . C11 C 0.1244(3) 0.7029(5) 0.4606(4) 0.114(3) Uani 1 1 d . . . C12 C 0.1502(3) 0.7451(4) 0.4528(4) 0.119(3) Uani 1 1 d . . . H12 H 0.1668 0.7720 0.4822 0.143 Uiso 1 1 calc R . . C13 C 0.1524(2) 0.7491(4) 0.4021(4) 0.104(2) Uani 1 1 d . . . H13 H 0.1701 0.7791 0.3987 0.125 Uiso 1 1 calc R . . C14 C 0.1226(3) 0.6988(4) 0.5155(4) 0.164(3) Uani 1 1 d . . . H14A H 0.1291 0.6560 0.5299 0.246 Uiso 1 1 calc R . . H14B H 0.0952 0.7097 0.5099 0.246 Uiso 1 1 calc R . . H14C H 0.1422 0.7280 0.5419 0.246 Uiso 1 1 calc R . . C15 C 0.1038(2) 0.6994(3) 0.2600(4) 0.088(2) Uani 1 1 d . . . H15 H 0.0801 0.6822 0.2602 0.106 Uiso 1 1 calc R . . C16 C 0.1347(2) 0.8835(4) 0.1635(4) 0.094(2) Uani 1 1 d . . . C17 C 0.1182(3) 0.9431(4) 0.1615(4) 0.128(3) Uani 1 1 d . . . H17 H 0.1216 0.9622 0.1948 0.153 Uiso 1 1 calc R . . C18 C 0.0963(3) 0.9761(4) 0.1105(6) 0.146(4) Uani 1 1 d . . . H18 H 0.0871 1.0174 0.1111 0.175 Uiso 1 1 calc R . . C19 C 0.0883(3) 0.9490(7) 0.0603(6) 0.150(4) Uani 1 1 d . . . C20 C 0.1065(3) 0.8908(6) 0.0633(5) 0.142(3) Uani 1 1 d . . . H20 H 0.1037 0.8723 0.0301 0.171 Uiso 1 1 calc R . . C21 C 0.1284(2) 0.8584(4) 0.1124(5) 0.121(3) Uani 1 1 d . . . H21 H 0.1394 0.8184 0.1114 0.145 Uiso 1 1 calc R . . C22 C 0.0627(3) 0.9853(5) 0.0072(4) 0.229(6) Uani 1 1 d . . . H22A H 0.0707 0.9733 -0.0212 0.344 Uiso 1 1 calc R . . H22B H 0.0670 1.0304 0.0144 0.344 Uiso 1 1 calc R . . H22C H 0.0339 0.9755 -0.0055 0.344 Uiso 1 1 calc R . . C23 C 0.2194(2) 0.8798(4) 0.3569(4) 0.086(2) Uani 1 1 d . . . C24 C 0.2134(2) 0.9437(4) 0.3659(4) 0.102(2) Uani 1 1 d . . . H24 H 0.1918 0.9665 0.3379 0.123 Uiso 1 1 calc R . . C25 C 0.2391(3) 0.9742(4) 0.4163(5) 0.117(3) Uani 1 1 d . . . H25 H 0.2356 1.0178 0.4198 0.141 Uiso 1 1 calc R . . C26 C 0.2690(3) 0.9428(5) 0.4600(4) 0.115(3) Uani 1 1 d . . . C27 C 0.2742(2) 0.8784(5) 0.4525(4) 0.120(3) Uani 1 1 d . . . H27 H 0.2946 0.8552 0.4817 0.144 Uiso 1 1 calc R . . C28 C 0.2498(3) 0.8484(4) 0.4024(5) 0.107(2) Uani 1 1 d . . . H28 H 0.2539 0.8050 0.3990 0.128 Uiso 1 1 calc R . . C29 C 0.2954(3) 0.9748(4) 0.5165(4) 0.168(4) Uani 1 1 d . . . H29A H 0.3020 1.0177 0.5103 0.252 Uiso 1 1 calc R . . H29B H 0.3206 0.9510 0.5365 0.252 Uiso 1 1 calc R . . H29C H 0.2804 0.9760 0.5383 0.252 Uiso 1 1 calc R . . C30 C 0.1780(2) 0.8746(4) 0.2611(4) 0.092(2) Uani 1 1 d . . . H30 H 0.1809 0.9188 0.2613 0.111 Uiso 1 1 calc R . . C31 C 0.2060(3) 0.6889(3) 0.1627(4) 0.092(2) Uani 1 1 d . . . C32 C 0.2437(3) 0.6818(3) 0.1626(4) 0.116(3) Uani 1 1 d . . . H32 H 0.2680 0.6826 0.1962 0.139 Uiso 1 1 calc R . . C33 C 0.2453(4) 0.6731(4) 0.1107(6) 0.145(3) Uani 1 1 d . . . H33 H 0.2710 0.6677 0.1112 0.174 Uiso 1 1 calc R . . C34 C 0.2110(5) 0.6726(4) 0.0613(5) 0.145(4) Uani 1 1 d . . . C35 C 0.1734(4) 0.6772(4) 0.0624(5) 0.142(3) Uani 1 1 d . . . H35 H 0.1491 0.6753 0.0288 0.171 Uiso 1 1 calc R . . C36 C 0.1710(3) 0.6847(4) 0.1121(6) 0.125(3) Uani 1 1 d . . . H36 H 0.1451 0.6869 0.1115 0.150 Uiso 1 1 calc R . . C37 C 0.2144(4) 0.6660(5) 0.0072(4) 0.216(5) Uani 1 1 d . . . H37A H 0.2128 0.7075 -0.0090 0.323 Uiso 1 1 calc R . . H37B H 0.1921 0.6398 -0.0186 0.323 Uiso 1 1 calc R . . H37C H 0.2404 0.6464 0.0147 0.323 Uiso 1 1 calc R . . C38 C 0.2592(2) 0.6589(3) 0.3569(4) 0.0803(19) Uani 1 1 d . . . C39 C 0.2980(3) 0.6397(3) 0.3666(4) 0.098(2) Uani 1 1 d . . . H39 H 0.3059 0.6458 0.3384 0.118 Uiso 1 1 calc R . . C40 C 0.3256(3) 0.6119(4) 0.4157(5) 0.113(2) Uani 1 1 d . . . H40 H 0.3507 0.5973 0.4185 0.136 Uiso 1 1 calc R . . C41 C 0.3174(3) 0.6048(4) 0.4617(4) 0.112(3) Uani 1 1 d . . . C42 C 0.2796(4) 0.6251(4) 0.4534(4) 0.121(3) Uani 1 1 d . . . H42 H 0.2725 0.6205 0.4827 0.145 Uiso 1 1 calc R . . C43 C 0.2510(3) 0.6522(4) 0.4042(5) 0.110(2) Uani 1 1 d . . . H43 H 0.2259 0.6664 0.4017 0.132 Uiso 1 1 calc R . . C44 C 0.3480(3) 0.5778(4) 0.5164(4) 0.158(3) Uani 1 1 d . . . H44A H 0.3709 0.6067 0.5339 0.237 Uiso 1 1 calc R . . H44B H 0.3577 0.5373 0.5102 0.237 Uiso 1 1 calc R . . H44C H 0.3350 0.5720 0.5405 0.237 Uiso 1 1 calc R . . C45 C 0.2286(2) 0.6762(3) 0.2600(4) 0.092(2) Uani 1 1 d . . . H45 H 0.2492 0.6498 0.2596 0.110 Uiso 1 1 calc R . . C46 C 0.0348(3) 0.1928(3) 0.1498(4) 0.090(2) Uani 1 1 d . . . C47 C 0.0721(2) 0.1933(4) 0.1483(4) 0.114(2) Uani 1 1 d . . . H47 H 0.0965 0.1995 0.1811 0.137 Uiso 1 1 calc R . . C48 C 0.0729(3) 0.1844(4) 0.0966(5) 0.130(3) Uani 1 1 d . . . H48 H 0.0982 0.1848 0.0956 0.156 Uiso 1 1 calc R . . C49 C 0.0382(4) 0.1754(4) 0.0487(4) 0.122(3) Uani 1 1 d . . . C50 C 0.0015(4) 0.1738(4) 0.0500(4) 0.137(3) Uani 1 1 d . . . H50 H -0.0227 0.1677 0.0169 0.164 Uiso 1 1 calc R . . C51 C -0.0004(3) 0.1812(4) 0.1010(5) 0.124(3) Uani 1 1 d . . . H51 H -0.0258 0.1782 0.1018 0.148 Uiso 1 1 calc R . . C52 C 0.0378(3) 0.1684(5) -0.0082(4) 0.183(4) Uani 1 1 d . . . H52A H 0.0259 0.2060 -0.0304 0.274 Uiso 1 1 calc R . . H52B H 0.0217 0.1316 -0.0273 0.274 Uiso 1 1 calc R . . H52C H 0.0657 0.1633 -0.0030 0.274 Uiso 1 1 calc R . . C53 C 0.0957(2) 0.1762(4) 0.3482(4) 0.092(2) Uani 1 1 d . . . C54 C 0.1160(3) 0.1194(4) 0.3525(4) 0.114(2) Uani 1 1 d . . . H54 H 0.1093 0.0956 0.3201 0.136 Uiso 1 1 calc R . . C55 C 0.1459(3) 0.0963(4) 0.4034(5) 0.130(3) Uani 1 1 d . . . H55 H 0.1586 0.0573 0.4044 0.156 Uiso 1 1 calc R . . C56 C 0.1572(3) 0.1298(6) 0.4518(5) 0.125(3) Uani 1 1 d . . . C57 C 0.1376(3) 0.1870(6) 0.4477(5) 0.131(3) Uani 1 1 d . . . H57 H 0.1449 0.2111 0.4801 0.158 Uiso 1 1 calc R . . C58 C 0.1076(3) 0.2102(4) 0.3974(5) 0.124(3) Uani 1 1 d . . . H58 H 0.0951 0.2494 0.3965 0.148 Uiso 1 1 calc R . . C59 C 0.1892(3) 0.1048(5) 0.5088(4) 0.180(4) Uani 1 1 d . . . H59A H 0.2109 0.1359 0.5261 0.270 Uiso 1 1 calc R . . H59B H 0.2008 0.0655 0.5036 0.270 Uiso 1 1 calc R . . H59C H 0.1761 0.0974 0.5326 0.270 Uiso 1 1 calc R . . C60 C 0.0624(2) 0.1872(3) 0.2487(4) 0.088(2) Uani 1 1 d . . . H60 H 0.0845 0.1648 0.2483 0.106 Uiso 1 1 calc R . . C61 C 0.0381(2) 0.3812(4) 0.3485(4) 0.091(2) Uani 1 1 d . . . C62 C 0.0403(2) 0.3582(4) 0.3989(5) 0.121(3) Uani 1 1 d . . . H62 H 0.0265 0.3206 0.3985 0.145 Uiso 1 1 calc R . . C63 C 0.0620(3) 0.3893(6) 0.4485(5) 0.135(3) Uani 1 1 d . . . H63 H 0.0623 0.3724 0.4809 0.162 Uiso 1 1 calc R . . C64 C 0.0836(3) 0.4452(5) 0.4524(5) 0.122(3) Uani 1 1 d . . . C65 C 0.0804(3) 0.4693(4) 0.4042(5) 0.133(3) Uani 1 1 d . . . H65 H 0.0928 0.5085 0.4050 0.160 Uiso 1 1 calc R . . C66 C 0.0594(3) 0.4379(4) 0.3527(4) 0.121(3) Uani 1 1 d . . . H66 H 0.0596 0.4553 0.3207 0.145 Uiso 1 1 calc R . . C67 C 0.1072(3) 0.4774(4) 0.5083(4) 0.178(4) Uani 1 1 d . . . H67A H 0.1350 0.4612 0.5262 0.268 Uiso 1 1 calc R . . H67B H 0.0939 0.4690 0.5316 0.268 Uiso 1 1 calc R . . H67C H 0.1078 0.5227 0.5028 0.268 Uiso 1 1 calc R . . C68 C 0.0000 0.3750(5) 0.2500 0.090(3) Uani 1 2 d S . . H68 H 0.0000 0.4195 0.2500 0.108 Uiso 1 2 calc SR . . C69 C 0.3852(4) 0.8338(5) 0.2226(5) 0.184(5) Uani 1 1 d . . . H69A H 0.3991 0.8284 0.1993 0.220 Uiso 1 1 calc R . . H69B H 0.3778 0.7917 0.2306 0.220 Uiso 1 1 calc R . . C70 C 0.4144(3) 0.8656(6) 0.2773(6) 0.192(6) Uani 1 1 d . . . H70A H 0.4356 0.8354 0.3005 0.230 Uiso 1 1 calc R . . H70B H 0.4279 0.9016 0.2695 0.230 Uiso 1 1 calc R . . C71 C 0.3257(4) 0.8464(7) 0.1398(5) 0.296(9) Uani 1 1 d . . . H71C H 0.3414 0.8486 0.1189 0.444 Uiso 1 1 calc R . . H71A H 0.3012 0.8720 0.1215 0.444 Uiso 1 1 calc R . . H71B H 0.3181 0.8028 0.1415 0.444 Uiso 1 1 calc R . . C72 C 0.4192(3) 0.9093(7) 0.3599(5) 0.278(8) Uani 1 1 d . . . H72A H 0.4337 0.8741 0.3838 0.418 Uiso 1 1 calc R . . H72B H 0.4028 0.9305 0.3748 0.418 Uiso 1 1 calc R . . H72C H 0.4389 0.9389 0.3582 0.418 Uiso 1 1 calc R . . C73 C 0.3426(3) 1.0558(6) 0.2604(6) 0.198(6) Uani 1 1 d . . . H73A H 0.3661 1.0844 0.2714 0.238 Uiso 1 1 calc R . . H73B H 0.3180 1.0798 0.2362 0.238 Uiso 1 1 calc R . . C74 C 0.3392(5) 1.0386(6) 0.3094(6) 0.256(8) Uani 1 1 d . . . H74A H 0.3660 1.0455 0.3414 0.308 Uiso 1 1 calc R . . H74B H 0.3200 1.0681 0.3133 0.308 Uiso 1 1 calc R . . C75 C 0.3550(3) 1.0240(5) 0.1857(5) 0.220(6) Uani 1 1 d . . . H75A H 0.3338 1.0534 0.1622 0.330 Uiso 1 1 calc R . . H75B H 0.3550 0.9874 0.1640 0.330 Uiso 1 1 calc R . . H75C H 0.3815 1.0447 0.2005 0.330 Uiso 1 1 calc R . . C76 C 0.3068(4) 0.9701(6) 0.3453(5) 0.244(6) Uani 1 1 d . . . H76C H 0.3181 0.9982 0.3772 0.366 Uiso 1 1 calc R . . H76B H 0.3103 0.9265 0.3579 0.366 Uiso 1 1 calc R . . H76A H 0.2779 0.9791 0.3232 0.366 Uiso 1 1 calc R . . C77 C 0.2449(4) 0.8789(9) 0.1923(6) 0.288(10) Uani 1 1 d . . . H77A H 0.2357 0.8525 0.1589 0.345 Uiso 1 1 calc R . . H77B H 0.2203 0.8974 0.1923 0.345 Uiso 1 1 calc R . . C78 C 0.2633(5) 0.8382(5) 0.2396(7) 0.208(7) Uani 1 1 d . . . H78A H 0.2510 0.8477 0.2644 0.250 Uiso 1 1 calc R . . H78B H 0.2559 0.7945 0.2267 0.250 Uiso 1 1 calc R . . C79 C 0.2453(3) 0.9767(5) 0.1534(4) 0.243(6) Uani 1 1 d . . . H79A H 0.2243 0.9604 0.1184 0.364 Uiso 1 1 calc R . . H79B H 0.2639 1.0036 0.1462 0.364 Uiso 1 1 calc R . . H79C H 0.2326 1.0011 0.1718 0.364 Uiso 1 1 calc R . . C80 C 0.3220(3) 0.7989(5) 0.3139(5) 0.220(6) Uani 1 1 d . . . H80A H 0.3079 0.8033 0.3367 0.329 Uiso 1 1 calc R . . H80C H 0.3510 0.8070 0.3363 0.329 Uiso 1 1 calc R . . H80B H 0.3182 0.7562 0.2990 0.329 Uiso 1 1 calc R . . C81 C 0.0320(4) 0.8299(8) 0.1926(6) 0.253(8) Uani 1 1 d . . . H81A H 0.0327 0.8405 0.1577 0.303 Uiso 1 1 calc R . . H81B H 0.0343 0.7838 0.1963 0.303 Uiso 1 1 calc R . . C82 C 0.0672(4) 0.8545(5) 0.2348(7) 0.202(6) Uani 1 1 d . . . H82A H 0.0835 0.8732 0.2181 0.243 Uiso 1 1 calc R . . H82B H 0.0832 0.8193 0.2584 0.243 Uiso 1 1 calc R . . C83 C -0.0351(4) 0.8025(6) 0.1540(4) 0.246(7) Uani 1 1 d . . . H83A H -0.0340 0.7941 0.1193 0.368 Uiso 1 1 calc R . . H83B H -0.0613 0.8214 0.1461 0.368 Uiso 1 1 calc R . . H83C H -0.0318 0.7632 0.1741 0.368 Uiso 1 1 calc R . . C84 C 0.0958(3) 0.9268(5) 0.3120(4) 0.216(6) Uani 1 1 d . . . H84A H 0.1137 0.8923 0.3330 0.323 Uiso 1 1 calc R . . H84B H 0.0888 0.9522 0.3365 0.323 Uiso 1 1 calc R . . H84C H 0.1098 0.9530 0.2964 0.323 Uiso 1 1 calc R . . C85 C 0.0018(4) 1.0500(4) 0.2230(4) 0.186(6) Uani 1 1 d . . . H85A H -0.0138 1.0856 0.1998 0.223 Uiso 1 1 calc R . . H85B H 0.0306 1.0555 0.2313 0.223 Uiso 1 1 calc R . . C86 C -0.0158(4) 0.9953(6) 0.1401(5) 0.276(8) Uani 1 1 d . . . H86A H -0.0343 1.0290 0.1189 0.413 Uiso 1 1 calc R . . H86B H -0.0262 0.9551 0.1217 0.413 Uiso 1 1 calc R . . H86C H 0.0112 1.0031 0.1426 0.413 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.186(5) 0.150(5) 0.126(5) 0.006(4) 0.096(4) 0.059(4) N1 0.094(4) 0.079(4) 0.122(6) 0.009(4) 0.063(4) -0.002(3) C1 0.085(5) 0.091(6) 0.134(9) -0.004(6) 0.057(6) 0.000(5) Li1 0.100(7) 0.072(6) 0.091(8) 0.001(6) 0.050(6) -0.006(5) O2 0.119(4) 0.185(5) 0.139(6) 0.010(4) 0.069(4) 0.031(4) N2 0.094(4) 0.077(4) 0.099(5) -0.006(4) 0.051(4) -0.001(3) C2 0.155(8) 0.111(6) 0.132(9) 0.003(8) 0.088(7) 0.019(6) Li2 0.103(7) 0.088(7) 0.074(7) -0.003(7) 0.039(6) -0.012(6) O3 0.194(5) 0.091(4) 0.211(7) 0.037(4) 0.132(5) 0.018(4) N3 0.107(4) 0.068(4) 0.115(5) 0.004(4) 0.065(4) 0.005(3) C3 0.156(9) 0.176(11) 0.116(10) -0.014(9) 0.077(8) 0.029(8) Li3 0.097(7) 0.075(6) 0.087(8) 0.012(6) 0.044(6) -0.004(6) O4 0.180(5) 0.108(4) 0.169(6) -0.039(4) 0.120(4) -0.028(3) N4 0.095(4) 0.076(4) 0.106(5) 0.017(4) 0.058(4) 0.009(3) C4 0.125(8) 0.193(13) 0.137(11) -0.036(11) 0.068(9) 0.005(8) Li4 0.104(7) 0.064(6) 0.091(8) 0.013(6) 0.061(6) 0.009(5) O5 0.103(4) 0.113(4) 0.164(5) 0.003(4) 0.040(4) -0.003(3) N5 0.093(4) 0.077(4) 0.117(6) -0.001(4) 0.054(4) 0.005(3) C5 0.116(7) 0.157(9) 0.175(11) -0.036(10) 0.072(8) -0.035(6) Li5 0.083(8) 0.067(8) 0.074(10) 0.000 0.042(7) 0.000 O6 0.159(5) 0.121(4) 0.191(7) 0.024(4) 0.116(5) -0.008(4) N6 0.108(4) 0.064(3) 0.122(6) -0.012(4) 0.075(4) -0.005(3) C6 0.104(6) 0.116(6) 0.140(9) -0.012(6) 0.058(6) -0.023(5) O7 0.142(5) 0.128(4) 0.159(5) -0.039(4) 0.099(4) -0.012(4) N7 0.087(4) 0.078(4) 0.125(6) 0.011(4) 0.051(4) 0.004(3) C7 0.154(8) 0.337(16) 0.167(10) -0.083(11) 0.044(7) -0.028(9) O8 0.103(4) 0.136(4) 0.187(6) 0.006(4) 0.069(4) 0.013(3) N8 0.103(4) 0.068(3) 0.136(6) -0.007(4) 0.074(4) -0.003(3) C8 0.080(5) 0.067(4) 0.103(7) -0.001(5) 0.042(5) 0.010(4) O9 0.188(5) 0.102(4) 0.117(5) 0.019(4) 0.058(4) -0.019(3) N9 0.101(4) 0.064(4) 0.132(6) 0.017(4) 0.066(4) 0.003(3) C9 0.103(5) 0.085(5) 0.119(8) -0.009(5) 0.059(5) -0.006(4) C10 0.145(7) 0.096(6) 0.124(8) 0.004(6) 0.079(7) -0.002(5) C11 0.127(7) 0.104(6) 0.123(9) -0.002(7) 0.067(6) 0.016(5) C12 0.126(6) 0.105(6) 0.118(9) -0.026(6) 0.048(6) -0.001(6) C13 0.108(5) 0.090(5) 0.116(7) -0.009(6) 0.052(5) -0.003(5) C14 0.223(9) 0.174(8) 0.131(8) -0.026(7) 0.111(7) 0.000(7) C15 0.094(5) 0.062(4) 0.118(7) 0.009(5) 0.056(5) 0.002(4) C16 0.105(5) 0.090(6) 0.106(8) -0.011(6) 0.063(5) -0.014(5) C17 0.161(7) 0.083(6) 0.157(10) 0.004(6) 0.088(7) 0.001(5) C18 0.158(8) 0.105(7) 0.160(10) 0.043(9) 0.058(8) 0.005(6) C19 0.165(9) 0.148(10) 0.124(11) 0.008(10) 0.053(8) -0.039(8) C20 0.154(9) 0.154(10) 0.127(10) -0.016(9) 0.072(8) -0.044(8) C21 0.124(6) 0.119(7) 0.118(8) -0.018(8) 0.053(6) -0.019(5) C22 0.255(12) 0.233(12) 0.146(10) 0.079(9) 0.044(8) -0.031(10) C23 0.088(5) 0.073(5) 0.116(7) 0.011(5) 0.062(5) 0.005(4) C24 0.111(6) 0.099(6) 0.115(7) 0.008(5) 0.068(5) 0.017(5) C25 0.128(7) 0.093(6) 0.146(9) -0.008(7) 0.076(6) 0.003(6) C26 0.125(7) 0.114(7) 0.126(9) -0.005(7) 0.075(6) -0.001(6) C27 0.114(6) 0.133(9) 0.123(9) 0.029(7) 0.061(6) 0.013(6) C28 0.122(6) 0.085(5) 0.139(8) 0.020(7) 0.082(6) 0.014(6) C29 0.175(8) 0.183(9) 0.138(9) -0.033(8) 0.063(6) -0.026(7) C30 0.096(5) 0.074(5) 0.120(7) -0.017(6) 0.061(5) -0.009(4) C31 0.097(6) 0.078(5) 0.107(7) 0.002(5) 0.052(6) 0.002(4) C32 0.126(7) 0.114(6) 0.120(8) -0.006(5) 0.067(6) 0.002(5) C33 0.211(11) 0.134(7) 0.136(9) 0.004(8) 0.120(9) 0.030(7) C34 0.247(14) 0.107(6) 0.100(9) 0.011(7) 0.094(10) 0.031(9) C35 0.200(11) 0.114(7) 0.119(10) 0.016(7) 0.076(9) 0.007(7) C36 0.125(7) 0.101(6) 0.154(9) 0.023(7) 0.067(8) 0.011(5) C37 0.380(15) 0.195(10) 0.123(9) 0.015(8) 0.159(10) 0.071(10) C38 0.093(6) 0.063(4) 0.093(6) -0.006(4) 0.049(5) -0.001(4) C39 0.104(6) 0.086(5) 0.120(7) 0.006(5) 0.065(5) 0.002(4) C40 0.122(6) 0.101(6) 0.123(8) -0.005(6) 0.062(7) 0.007(5) C41 0.130(8) 0.094(6) 0.119(9) -0.009(6) 0.063(7) -0.006(5) C42 0.159(9) 0.103(6) 0.122(9) -0.003(6) 0.082(7) -0.013(6) C43 0.133(7) 0.084(5) 0.145(9) -0.021(6) 0.090(7) -0.013(5) C44 0.182(8) 0.160(8) 0.132(8) 0.034(7) 0.070(7) 0.005(7) C45 0.090(5) 0.068(4) 0.130(8) -0.012(5) 0.061(5) 0.001(4) C46 0.093(6) 0.077(4) 0.118(8) -0.003(5) 0.062(6) 0.008(4) C47 0.107(6) 0.134(6) 0.107(8) -0.007(6) 0.053(5) -0.003(5) C48 0.124(7) 0.155(8) 0.125(8) -0.009(7) 0.070(7) 0.011(6) C49 0.128(8) 0.126(7) 0.103(8) -0.005(6) 0.045(7) 0.012(6) C50 0.143(9) 0.124(7) 0.110(9) -0.002(7) 0.029(7) 0.000(6) C51 0.091(6) 0.104(6) 0.157(9) 0.007(7) 0.040(7) -0.008(4) C52 0.254(11) 0.172(9) 0.123(8) -0.007(7) 0.086(8) 0.037(8) C53 0.109(6) 0.086(6) 0.109(8) -0.005(6) 0.072(5) -0.003(5) C54 0.138(6) 0.103(6) 0.110(8) -0.008(5) 0.064(6) 0.020(5) C55 0.140(7) 0.143(8) 0.115(8) 0.016(8) 0.064(6) 0.042(6) C56 0.136(7) 0.145(9) 0.105(9) -0.004(7) 0.065(7) 0.004(7) C57 0.149(8) 0.139(9) 0.131(10) -0.040(8) 0.085(7) -0.035(7) C58 0.152(8) 0.111(7) 0.138(9) -0.005(8) 0.092(7) 0.000(6) C59 0.153(7) 0.244(11) 0.132(8) 0.008(8) 0.053(6) 0.007(8) C60 0.105(6) 0.069(4) 0.124(7) -0.019(5) 0.080(5) -0.009(4) C61 0.103(5) 0.069(5) 0.114(8) 0.007(5) 0.061(5) 0.006(4) C62 0.138(7) 0.116(7) 0.128(8) 0.043(8) 0.079(6) 0.013(5) C63 0.160(8) 0.154(10) 0.114(9) 0.031(8) 0.082(7) 0.032(7) C64 0.157(7) 0.111(7) 0.107(9) -0.003(7) 0.069(7) 0.006(6) C65 0.183(8) 0.107(6) 0.102(8) -0.010(7) 0.059(7) -0.015(6) C66 0.153(7) 0.099(6) 0.124(8) 0.008(6) 0.075(6) -0.010(5) C67 0.257(10) 0.166(9) 0.119(8) -0.022(7) 0.091(7) 0.013(8) C68 0.104(7) 0.062(6) 0.134(11) 0.000 0.080(7) 0.000 C69 0.256(14) 0.162(10) 0.193(13) 0.053(10) 0.155(11) 0.099(10) C70 0.155(10) 0.233(14) 0.241(15) 0.087(12) 0.136(11) 0.081(9) C71 0.365(17) 0.36(2) 0.138(11) -0.124(13) 0.096(11) 0.038(14) C72 0.197(10) 0.38(2) 0.164(11) -0.089(12) -0.001(9) 0.018(11) C73 0.184(9) 0.106(8) 0.35(2) 0.042(11) 0.155(11) 0.014(7) C74 0.50(2) 0.097(9) 0.227(16) -0.042(9) 0.208(15) -0.030(11) C75 0.288(12) 0.235(13) 0.196(11) 0.123(10) 0.162(10) 0.006(9) C76 0.332(14) 0.298(16) 0.219(13) -0.098(11) 0.227(12) -0.090(12) C77 0.147(11) 0.35(2) 0.305(19) 0.077(15) 0.050(11) -0.117(13) C78 0.219(15) 0.131(9) 0.36(2) -0.030(11) 0.210(16) -0.046(9) C79 0.204(10) 0.188(10) 0.214(12) 0.040(9) -0.012(8) 0.046(9) C80 0.318(14) 0.180(10) 0.216(13) 0.123(9) 0.169(11) 0.063(10) C81 0.149(11) 0.322(19) 0.286(17) -0.113(13) 0.098(11) 0.023(12) C82 0.177(11) 0.149(9) 0.37(2) -0.002(11) 0.208(13) 0.020(8) C83 0.309(14) 0.259(13) 0.193(12) -0.140(10) 0.135(10) -0.152(12) C84 0.088(6) 0.230(11) 0.236(12) 0.014(9) -0.008(7) -0.034(7) C85 0.190(7) 0.101(5) 0.196(15) 0.022(6) 0.024(11) -0.047(7) C86 0.49(2) 0.241(14) 0.123(10) 0.060(10) 0.168(12) 0.018(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C69 1.381(10) . ? O1 C71 1.386(10) . ? O1 Li4 2.140(12) . ? N1 C15 1.338(8) . ? N1 C1 1.399(8) . ? N1 Li2 2.002(11) . ? C1 C6 1.350(9) . ? C1 C2 1.412(10) . ? Li1 N2 1.973(11) . ? Li1 N4 1.996(11) . ? Li1 N6 2.027(11) . ? Li1 Li2 2.567(15) . ? O2 C70 1.364(11) . ? O2 C72 1.411(10) . ? O2 Li4 2.111(11) . ? N2 C15 1.303(8) . ? N2 C8 1.414(8) . ? C2 C3 1.364(11) . ? Li2 N5 1.982(12) . ? Li2 N3 2.012(12) . ? O3 C75 1.345(9) . ? O3 C73 1.418(12) . ? O3 Li4 2.079(11) . ? N3 C30 1.319(8) . ? N3 C16 1.417(8) . ? C3 C4 1.350(12) . ? Li3 N7 1.962(11) 2 ? Li3 N9 1.995(11) . ? Li3 N8 2.023(11) . ? Li3 Li3 2.60(2) 2 ? O4 C74 1.330(12) . ? O4 C76 1.366(9) . ? O4 Li4 2.187(12) . ? N4 C30 1.310(7) . ? N4 C23 1.392(8) . ? C4 C5 1.390(12) . ? C4 C7 1.514(13) . ? Li4 O6 2.050(11) . ? Li4 O5 2.209(11) . ? O5 C77 1.318(13) . ? O5 C79 1.387(9) . ? N5 C45 1.322(8) . ? N5 C31 1.431(9) . ? C5 C6 1.374(11) . ? Li5 O8 2.063(5) 2 ? Li5 O8 2.063(5) . ? Li5 O9 2.127(11) 2 ? Li5 O9 2.127(11) . ? Li5 O7 2.219(10) . ? Li5 O7 2.219(10) 2 ? O6 C80 1.340(9) . ? O6 C78 1.401(12) . ? N6 C45 1.332(8) . ? N6 C38 1.401(8) . ? O7 C81 1.256(11) . ? O7 C83 1.375(9) . ? N7 C60 1.318(8) . ? N7 C46 1.428(8) . ? N7 Li3 1.962(11) 2 ? O8 C84 1.310(8) . ? O8 C82 1.483(12) . ? N8 C60 1.332(8) . ? N8 C53 1.418(8) . ? C8 C13 1.364(9) . ? C8 C9 1.416(9) . ? O9 C85 1.379(9) . ? O9 C86 1.396(10) . ? N9 C68 1.333(6) . ? N9 C61 1.403(8) . ? C9 C10 1.392(9) . ? C10 C11 1.371(10) . ? C11 C12 1.367(10) . ? C11 C14 1.500(11) . ? C12 C13 1.392(9) . ? C16 C17 1.373(10) . ? C16 C21 1.380(10) . ? C17 C18 1.407(10) . ? C18 C19 1.359(12) . ? C19 C20 1.368(13) . ? C19 C22 1.500(13) . ? C20 C21 1.366(11) . ? C23 C28 1.381(9) . ? C23 C24 1.393(9) . ? C24 C25 1.396(9) . ? C25 C26 1.348(10) . ? C26 C27 1.388(10) . ? C26 C29 1.527(10) . ? C27 C28 1.375(9) . ? C31 C32 1.371(9) . ? C31 C36 1.375(10) . ? C32 C33 1.424(11) . ? C33 C34 1.341(11) . ? C34 C35 1.380(13) . ? C34 C37 1.508(13) . ? C35 C36 1.378(11) . ? C38 C39 1.367(8) . ? C38 C43 1.427(9) . ? C39 C40 1.365(9) . ? C40 C41 1.395(10) . ? C41 C42 1.352(10) . ? C41 C44 1.487(10) . ? C42 C43 1.373(9) . ? C46 C47 1.366(9) . ? C46 C51 1.369(9) . ? C47 C48 1.406(10) . ? C48 C49 1.339(10) . ? C49 C50 1.342(11) . ? C49 C52 1.522(11) . ? C50 C51 1.402(11) . ? C53 C54 1.371(9) . ? C53 C58 1.379(10) . ? C54 C55 1.386(9) . ? C55 C56 1.360(10) . ? C56 C57 1.368(11) . ? C56 C59 1.527(11) . ? C57 C58 1.379(10) . ? C61 C66 1.391(9) . ? C61 C62 1.396(9) . ? C62 C63 1.361(10) . ? C63 C64 1.384(11) . ? C64 C65 1.337(10) . ? C64 C67 1.500(11) . ? C65 C66 1.396(10) . ? C68 N9 1.333(6) 2 ? C69 C70 1.513(13) . ? C73 C74 1.414(14) . ? C77 C78 1.413(14) . ? C81 C82 1.363(13) . ? C85 C85 1.504(19) 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 C69 O1 C71 112.3(8) . . ? C69 O1 Li4 110.5(6) . . ? C71 O1 Li4 131.4(7) . . ? C15 N1 C1 117.6(7) . . ? C15 N1 Li2 120.9(6) . . ? C1 N1 Li2 121.5(7) . . ? C6 C1 N1 127.0(10) . . ? C6 C1 C2 116.0(9) . . ? N1 C1 C2 117.0(9) . . ? N2 Li1 N4 120.9(5) . . ? N2 Li1 N6 119.4(5) . . ? N4 Li1 N6 118.4(5) . . ? N2 Li1 Li2 86.2(5) . . ? N4 Li1 Li2 86.5(5) . . ? N6 Li1 Li2 85.9(5) . . ? C70 O2 C72 113.4(9) . . ? C70 O2 Li4 112.8(7) . . ? C72 O2 Li4 127.2(7) . . ? C15 N2 C8 118.6(7) . . ? C15 N2 Li1 123.1(7) . . ? C8 N2 Li1 118.3(6) . . ? C3 C2 C1 120.0(10) . . ? N5 Li2 N1 119.4(6) . . ? N5 Li2 N3 120.0(5) . . ? N1 Li2 N3 119.3(6) . . ? N5 Li2 Li1 86.7(5) . . ? N1 Li2 Li1 86.0(5) . . ? N3 Li2 Li1 85.5(5) . . ? C75 O3 C73 114.8(8) . . ? C75 O3 Li4 133.1(8) . . ? C73 O3 Li4 111.4(7) . . ? C30 N3 C16 119.2(7) . . ? C30 N3 Li2 121.7(6) . . ? C16 N3 Li2 119.1(6) . . ? C4 C3 C2 124.1(12) . . ? N7 Li3 N9 120.3(5) 2 . ? N7 Li3 N8 120.0(5) 2 . ? N9 Li3 N8 118.4(5) . . ? N7 Li3 Li3 87.6(5) 2 2 ? N9 Li3 Li3 86.4(4) . 2 ? N8 Li3 Li3 84.6(5) . 2 ? C74 O4 C76 118.2(9) . . ? C74 O4 Li4 110.2(7) . . ? C76 O4 Li4 130.3(6) . . ? C30 N4 C23 117.3(6) . . ? C30 N4 Li1 121.6(6) . . ? C23 N4 Li1 121.0(6) . . ? C3 C4 C5 115.7(12) . . ? C3 C4 C7 123.9(15) . . ? C5 C4 C7 120.5(15) . . ? O6 Li4 O3 167.5(5) . . ? O6 Li4 O2 92.2(4) . . ? O3 Li4 O2 98.4(4) . . ? O6 Li4 O1 97.9(5) . . ? O3 Li4 O1 90.7(5) . . ? O2 Li4 O1 78.6(4) . . ? O6 Li4 O4 93.0(5) . . ? O3 Li4 O4 79.7(4) . . ? O2 Li4 O4 94.9(5) . . ? O1 Li4 O4 167.5(5) . . ? O6 Li4 O5 78.8(4) . . ? O3 Li4 O5 91.8(4) . . ? O2 Li4 O5 166.4(6) . . ? O1 Li4 O5 92.4(5) . . ? O4 Li4 O5 95.8(4) . . ? C77 O5 C79 116.2(9) . . ? C77 O5 Li4 110.8(8) . . ? C79 O5 Li4 131.4(6) . . ? C45 N5 C31 117.7(7) . . ? C45 N5 Li2 122.6(7) . . ? C31 N5 Li2 119.8(6) . . ? C6 C5 C4 121.1(11) . . ? O8 Li5 O8 166.6(8) 2 . ? O8 Li5 O9 98.6(3) 2 2 ? O8 Li5 O9 91.8(3) . 2 ? O8 Li5 O9 91.8(3) 2 . ? O8 Li5 O9 98.6(3) . . ? O9 Li5 O9 78.7(6) 2 . ? O8 Li5 O7 91.7(4) 2 . ? O8 Li5 O7 79.3(3) . . ? O9 Li5 O7 167.1(4) 2 . ? O9 Li5 O7 93.4(2) . . ? O8 Li5 O7 79.3(3) 2 2 ? O8 Li5 O7 91.7(4) . 2 ? O9 Li5 O7 93.4(2) 2 2 ? O9 Li5 O7 167.1(4) . 2 ? O7 Li5 O7 96.1(6) . 2 ? C80 O6 C78 114.3(9) . . ? C80 O6 Li4 131.9(7) . . ? C78 O6 Li4 113.0(7) . . ? C45 N6 C38 117.4(6) . . ? C45 N6 Li1 121.1(6) . . ? C38 N6 Li1 121.5(6) . . ? C1 C6 C5 123.0(9) . . ? C81 O7 C83 116.6(9) . . ? C81 O7 Li5 110.3(7) . . ? C83 O7 Li5 130.2(6) . . ? C60 N7 C46 118.7(7) . . ? C60 N7 Li3 122.5(7) . 2 ? C46 N7 Li3 118.5(6) . 2 ? C84 O8 C82 116.9(8) . . ? C84 O8 Li5 132.7(7) . . ? C82 O8 Li5 110.2(6) . . ? C60 N8 C53 119.7(7) . . ? C60 N8 Li3 122.5(6) . . ? C53 N8 Li3 117.4(7) . . ? C13 C8 N2 119.0(8) . . ? C13 C8 C9 115.0(8) . . ? N2 C8 C9 126.0(8) . . ? C85 O9 C86 112.7(7) . . ? C85 O9 Li5 111.2(5) . . ? C86 O9 Li5 129.4(7) . . ? C68 N9 C61 118.6(6) . . ? C68 N9 Li3 121.7(7) . . ? C61 N9 Li3 119.4(6) . . ? C10 C9 C8 121.8(8) . . ? C11 C10 C9 121.3(9) . . ? C12 C11 C10 117.1(9) . . ? C12 C11 C14 121.4(11) . . ? C10 C11 C14 121.4(11) . . ? C11 C12 C13 121.9(9) . . ? C8 C13 C12 122.7(8) . . ? N2 C15 N1 122.6(8) . . ? C17 C16 C21 115.6(9) . . ? C17 C16 N3 125.5(9) . . ? C21 C16 N3 118.8(9) . . ? C16 C17 C18 121.8(9) . . ? C19 C18 C17 121.7(11) . . ? C18 C19 C20 115.4(12) . . ? C18 C19 C22 119.0(14) . . ? C20 C19 C22 125.6(14) . . ? C21 C20 C19 123.7(12) . . ? C20 C21 C16 121.5(10) . . ? C28 C23 N4 117.5(8) . . ? C28 C23 C24 115.4(8) . . ? N4 C23 C24 126.9(8) . . ? C23 C24 C25 121.1(8) . . ? C26 C25 C24 122.4(8) . . ? C25 C26 C27 117.1(9) . . ? C25 C26 C29 122.7(10) . . ? C27 C26 C29 120.2(11) . . ? C28 C27 C26 120.9(9) . . ? C27 C28 C23 122.9(8) . . ? N4 C30 N3 123.1(7) . . ? C32 C31 C36 117.9(9) . . ? C32 C31 N5 124.6(9) . . ? C36 C31 N5 117.5(9) . . ? C31 C32 C33 119.6(8) . . ? C34 C33 C32 122.0(11) . . ? C33 C34 C35 117.5(12) . . ? C33 C34 C37 120.2(14) . . ? C35 C34 C37 122.3(14) . . ? C36 C35 C34 121.5(11) . . ? C31 C36 C35 121.4(10) . . ? C39 C38 N6 128.5(8) . . ? C39 C38 C43 114.1(7) . . ? N6 C38 C43 117.2(8) . . ? C40 C39 C38 123.4(8) . . ? C39 C40 C41 122.3(8) . . ? C42 C41 C40 115.1(9) . . ? C42 C41 C44 121.8(11) . . ? C40 C41 C44 123.0(10) . . ? C41 C42 C43 123.6(9) . . ? C42 C43 C38 121.3(8) . . ? N5 C45 N6 122.5(8) . . ? C47 C46 C51 118.7(9) . . ? C47 C46 N7 122.5(8) . . ? C51 C46 N7 118.8(9) . . ? C46 C47 C48 119.1(8) . . ? C49 C48 C47 121.8(9) . . ? C48 C49 C50 119.4(10) . . ? C48 C49 C52 123.1(11) . . ? C50 C49 C52 117.5(11) . . ? C49 C50 C51 120.4(10) . . ? C46 C51 C50 120.5(9) . . ? C54 C53 C58 116.2(9) . . ? C54 C53 N8 125.4(9) . . ? C58 C53 N8 118.4(9) . . ? C53 C54 C55 122.4(8) . . ? C56 C55 C54 121.1(9) . . ? C55 C56 C57 116.9(9) . . ? C55 C56 C59 122.4(11) . . ? C57 C56 C59 120.7(12) . . ? C56 C57 C58 122.5(10) . . ? C53 C58 C57 120.9(9) . . ? N7 C60 N8 122.8(8) . . ? C66 C61 C62 115.3(8) . . ? C66 C61 N9 125.8(9) . . ? C62 C61 N9 118.8(9) . . ? C63 C62 C61 122.0(9) . . ? C62 C63 C64 122.3(10) . . ? C65 C64 C63 116.4(10) . . ? C65 C64 C67 123.3(11) . . ? C63 C64 C67 120.2(12) . . ? C64 C65 C66 122.8(9) . . ? C61 C66 C65 121.1(8) . . ? N9 C68 N9 123.6(10) 2 . ? O1 C69 C70 111.8(9) . . ? O2 C70 C69 110.4(10) . . ? C74 C73 O3 116.9(10) . . ? O4 C74 C73 118.6(11) . . ? O5 C77 C78 118.3(12) . . ? O6 C78 C77 117.7(11) . . ? O7 C81 C82 123.2(13) . . ? C81 C82 O8 116.8(10) . . ? O9 C85 C85 111.0(7) . 2 ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 23.38 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.211 _refine_diff_density_min -0.176 _refine_diff_density_rms 0.045 #===END data_compound4.CIF _database_code_CSD 184642 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H46 Li2 N6' _chemical_formula_weight 576.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Li' 'Li' -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.472(3) _cell_length_b 10.446(3) _cell_length_c 11.821(4) _cell_angle_alpha 114.830(6) _cell_angle_beta 90.847(6) _cell_angle_gamma 108.264(6) _cell_volume 888.5(5) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.078 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 310 _exptl_absorpt_coefficient_mu 0.064 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9750 _exptl_absorpt_correction_T_max 0.9812 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 4135 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0571 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 23.28 _reflns_number_total 2533 _reflns_number_gt 1480 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1234P)^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 2533 _refine_ls_number_parameters 239 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1051 _refine_ls_R_factor_gt 0.0659 _refine_ls_wR_factor_ref 0.2099 _refine_ls_wR_factor_gt 0.1719 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.091 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.0330(3) 0.1845(3) 0.5456(2) 0.0524(7) Uani 1 1 d . . . C1 C 0.2935(4) 0.1680(3) 0.3100(3) 0.0544(8) Uani 1 1 d . . . Li1 Li 0.1535(6) 0.0149(6) 0.4939(5) 0.0619(14) Uani 1 1 d . . . N2 N 0.1760(3) 0.1204(3) 0.3798(2) 0.0574(7) Uani 1 1 d . . . C2 C 0.2758(5) 0.0798(4) 0.1814(3) 0.0628(9) Uani 1 1 d . . . H2 H 0.170(4) -0.008(4) 0.141(3) 0.068(9) Uiso 1 1 d . . . N3 N 0.3635(4) 0.0709(4) 0.6197(3) 0.0770(9) Uani 1 1 d . . . C3 C 0.3896(5) 0.1215(4) 0.1109(3) 0.0679(10) Uani 1 1 d . . . H3 H 0.376(4) 0.056(4) 0.018(3) 0.077(10) Uiso 1 1 d . . . C4 C 0.5304(5) 0.2528(4) 0.1649(3) 0.0686(10) Uani 1 1 d . . . C5 C 0.5499(5) 0.3383(4) 0.2929(4) 0.0728(10) Uani 1 1 d . . . H5 H 0.646(4) 0.431(4) 0.336(3) 0.082(11) Uiso 1 1 d . . . C6 C 0.4368(5) 0.2987(4) 0.3658(4) 0.0675(10) Uani 1 1 d . . . H6 H 0.456(4) 0.359(4) 0.455(3) 0.073(10) Uiso 1 1 d . . . C7 C 0.6518(6) 0.2989(5) 0.0859(4) 0.0995(14) Uani 1 1 d . . . H7A H 0.6359 0.3813 0.0766 0.149 Uiso 1 1 calc R . . H7B H 0.6317 0.2152 0.0040 0.149 Uiso 1 1 calc R . . H7C H 0.7653 0.3297 0.1265 0.149 Uiso 1 1 calc R . . C8 C -0.0219(4) 0.2937(3) 0.6353(3) 0.0532(8) Uani 1 1 d . . . C9 C -0.0626(5) 0.4028(4) 0.6153(4) 0.0725(10) Uani 1 1 d . . . H9 H -0.047(4) 0.400(4) 0.532(3) 0.085(11) Uiso 1 1 d . . . C10 C -0.1207(5) 0.5024(5) 0.7073(4) 0.0773(11) Uani 1 1 d . . . H10 H -0.131(5) 0.581(5) 0.698(4) 0.108(14) Uiso 1 1 d . . . C11 C -0.1434(4) 0.4991(4) 0.8213(3) 0.0672(10) Uani 1 1 d . . . C12 C -0.1086(4) 0.3881(4) 0.8386(3) 0.0614(9) Uani 1 1 d . . . H12 H -0.130(4) 0.384(3) 0.918(3) 0.064(9) Uiso 1 1 d . . . C13 C -0.0495(4) 0.2875(4) 0.7484(3) 0.0530(8) Uani 1 1 d . . . H13 H -0.022(3) 0.213(3) 0.766(2) 0.053(8) Uiso 1 1 d . . . C14 C -0.2074(6) 0.6094(5) 0.9214(4) 0.1001(14) Uani 1 1 d . . . H14A H -0.2174 0.5873 0.9926 0.150 Uiso 1 1 calc R . . H14B H -0.3157 0.6007 0.8871 0.150 Uiso 1 1 calc R . . H14C H -0.1296 0.7101 0.9480 0.150 Uiso 1 1 calc R . . C15 C 0.1279(4) 0.2202(4) 0.4675(3) 0.0540(8) Uani 1 1 d . . . H15 H 0.165(3) 0.328(3) 0.475(2) 0.050(8) Uiso 1 1 d . . . C16 C 0.5063(6) 0.0478(8) 0.5594(4) 0.157(3) Uani 1 1 d . . . H16A H 0.5788 0.1457 0.5692 0.188 Uiso 1 1 calc R . . H16B H 0.5679 0.0201 0.6098 0.188 Uiso 1 1 calc R . . C17 C 0.3140(6) -0.0157(6) 0.6909(4) 0.1239(18) Uani 1 1 d . . . H17A H 0.2793 -0.1213 0.6343 0.186 Uiso 1 1 calc R . . H17B H 0.2221 0.0054 0.7322 0.186 Uiso 1 1 calc R . . H17C H 0.4080 0.0115 0.7531 0.186 Uiso 1 1 calc R . . C18 C 0.4095(6) 0.2303(6) 0.7080(4) 0.1175(17) Uani 1 1 d . . . H18C H 0.3177 0.2456 0.7522 0.176 Uiso 1 1 calc R . . H18B H 0.4332 0.2894 0.6621 0.176 Uiso 1 1 calc R . . H18A H 0.5078 0.2607 0.7678 0.176 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0544(15) 0.0535(16) 0.0538(14) 0.0283(13) 0.0132(13) 0.0182(13) C1 0.058(2) 0.0532(19) 0.062(2) 0.0311(17) 0.0185(16) 0.0236(16) Li1 0.046(3) 0.069(3) 0.079(4) 0.040(3) 0.011(3) 0.020(3) N2 0.0622(17) 0.0522(16) 0.0582(15) 0.0263(14) 0.0187(13) 0.0182(13) C2 0.064(2) 0.056(2) 0.063(2) 0.0242(19) 0.0175(18) 0.0181(18) N3 0.0516(17) 0.107(3) 0.0743(19) 0.038(2) 0.0085(15) 0.0347(17) C3 0.072(2) 0.071(2) 0.062(2) 0.030(2) 0.023(2) 0.027(2) C4 0.070(2) 0.071(2) 0.073(2) 0.039(2) 0.0304(19) 0.026(2) C5 0.062(2) 0.063(2) 0.079(3) 0.030(2) 0.019(2) 0.0071(19) C6 0.070(2) 0.059(2) 0.063(2) 0.024(2) 0.0185(19) 0.0135(18) C7 0.097(3) 0.101(3) 0.108(3) 0.057(3) 0.053(3) 0.029(3) C8 0.0474(18) 0.0526(19) 0.0607(19) 0.0294(16) 0.0100(15) 0.0135(15) C9 0.091(3) 0.077(3) 0.077(2) 0.048(2) 0.028(2) 0.044(2) C10 0.092(3) 0.075(3) 0.091(3) 0.048(2) 0.026(2) 0.048(2) C11 0.064(2) 0.071(2) 0.076(2) 0.034(2) 0.0162(18) 0.0326(19) C12 0.055(2) 0.067(2) 0.061(2) 0.0291(18) 0.0111(17) 0.0192(17) C13 0.0509(18) 0.0541(19) 0.0581(19) 0.0291(16) 0.0125(15) 0.0180(15) C14 0.118(4) 0.101(3) 0.097(3) 0.035(3) 0.034(3) 0.070(3) C15 0.0542(19) 0.054(2) 0.0563(18) 0.0295(17) 0.0107(16) 0.0151(16) C16 0.076(3) 0.280(8) 0.089(3) 0.033(4) 0.006(3) 0.099(4) C17 0.108(4) 0.165(5) 0.110(3) 0.080(4) -0.012(3) 0.036(4) C18 0.083(3) 0.116(4) 0.108(3) 0.019(3) -0.021(3) 0.021(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C15 1.327(4) . ? N1 C8 1.405(4) . ? N1 Li1 2.037(6) 2_556 ? N1 Li1 2.189(6) . ? C1 C2 1.383(4) . ? C1 C6 1.398(5) . ? C1 N2 1.407(4) . ? Li1 N1 2.037(6) 2_556 ? Li1 N2 2.047(6) . ? Li1 N3 2.064(6) . ? N2 C15 1.303(4) . ? C2 C3 1.370(5) . ? N3 C16 1.448(5) . ? N3 C17 1.454(5) . ? N3 C18 1.462(5) . ? C3 C4 1.389(5) . ? C4 C5 1.371(5) . ? C4 C7 1.502(5) . ? C5 C6 1.381(5) . ? C8 C13 1.385(4) . ? C8 C9 1.395(4) . ? C8 Li1 2.745(6) 2_556 ? C9 C10 1.376(5) . ? C10 C11 1.377(5) . ? C11 C12 1.373(5) . ? C11 C14 1.512(5) . ? C12 C13 1.377(4) . ? C16 C16 1.316(8) 2_656 ? 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 C15 N1 C8 118.9(3) . . ? C15 N1 Li1 127.8(3) . 2_556 ? C8 N1 Li1 104.2(2) . 2_556 ? C15 N1 Li1 80.5(2) . . ? C8 N1 Li1 151.6(2) . . ? Li1 N1 Li1 73.6(2) 2_556 . ? C2 C1 C6 116.8(3) . . ? C2 C1 N2 120.1(3) . . ? C6 C1 N2 122.9(3) . . ? N1 Li1 N2 123.3(3) 2_556 . ? N1 Li1 N3 115.5(3) 2_556 . ? N2 Li1 N3 118.2(3) . . ? N1 Li1 N1 106.4(2) 2_556 . ? N2 Li1 N1 65.25(18) . . ? N3 Li1 N1 115.2(3) . . ? C15 N2 C1 118.7(3) . . ? C15 N2 Li1 86.8(2) . . ? C1 N2 Li1 138.7(2) . . ? C3 C2 C1 121.7(4) . . ? C16 N3 C17 111.8(4) . . ? C16 N3 C18 108.9(4) . . ? C17 N3 C18 107.9(3) . . ? C16 N3 Li1 113.3(3) . . ? C17 N3 Li1 107.5(3) . . ? C18 N3 Li1 107.1(3) . . ? C2 C3 C4 122.0(3) . . ? C5 C4 C3 116.3(3) . . ? C5 C4 C7 122.4(4) . . ? C3 C4 C7 121.3(3) . . ? C4 C5 C6 122.8(4) . . ? C5 C6 C1 120.4(3) . . ? C13 C8 C9 116.9(3) . . ? C13 C8 N1 118.5(3) . . ? C9 C8 N1 124.5(3) . . ? C13 C8 Li1 90.7(2) . 2_556 ? C9 C8 Li1 130.4(3) . 2_556 ? N1 C8 Li1 46.02(17) . 2_556 ? C10 C9 C8 120.5(3) . . ? C9 C10 C11 122.6(4) . . ? C12 C11 C10 116.6(3) . . ? C12 C11 C14 121.4(3) . . ? C10 C11 C14 122.0(3) . . ? C11 C12 C13 121.9(3) . . ? C12 C13 C8 121.4(3) . . ? N2 C15 N1 120.8(3) . . ? C16 C16 N3 124.0(6) 2_656 . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.261 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.047 #===END data_compound5.CIF _database_code_CSD 184643 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C61 H77 N6 Na3 O4' _chemical_formula_weight 1027.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 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' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.189(3) _cell_length_b 14.601(3) _cell_length_c 18.462(4) _cell_angle_alpha 69.586(4) _cell_angle_beta 88.714(5) _cell_angle_gamma 68.047(5) _cell_volume 3066.5(12) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.113 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9742 _exptl_absorpt_correction_T_max 0.9827 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'Omega Scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 14022 _diffrn_reflns_av_R_equivalents 0.1143 _diffrn_reflns_av_sigmaI/netI 0.3336 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 23.26 _reflns_number_total 8737 _reflns_number_gt 1623 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Bruker, 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^)+(0.0740P)^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 SHELXL _refine_ls_extinction_coef 0.0008(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 8737 _refine_ls_number_parameters 647 _refine_ls_number_restraints 756 _refine_ls_R_factor_all 0.3271 _refine_ls_R_factor_gt 0.0726 _refine_ls_wR_factor_ref 0.2316 _refine_ls_wR_factor_gt 0.1480 _refine_ls_goodness_of_fit_ref 0.758 _refine_ls_restrained_S_all 0.725 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Na1 Na 0.2198(3) 0.8328(2) 0.31535(17) 0.0910(11) Uani 1 1 d U . . N1 N 0.0985(5) 1.1277(6) 0.3043(4) 0.077(2) Uani 1 1 d U . . C1 C 0.0688(10) 1.2227(7) 0.3185(5) 0.074(3) Uani 1 1 d U A . Na2 Na 0.2859(2) 1.0207(2) 0.28683(17) 0.0934(11) Uani 1 1 d U A . O2 O 0.4089(6) 1.0931(6) 0.3065(5) 0.134(3) Uani 1 1 d U . . N2 N 0.0510(6) 0.9844(7) 0.3142(4) 0.080(2) Uani 1 1 d U A . C2 C 0.1427(8) 1.2703(9) 0.3078(5) 0.101(3) Uani 1 1 d U . . H2 H 0.2113 1.2378 0.2937 0.121 Uiso 1 1 calc R A . Na3 Na 0.0520(3) 1.0675(2) 0.17347(17) 0.1009(12) Uani 1 1 d U A . O3 O -0.0998(6) 1.0587(5) 0.1120(4) 0.152(3) Uani 1 1 d U . . N3 N 0.3361(7) 0.8477(6) 0.4136(6) 0.101(3) Uani 1 1 d U A . C3 C 0.1174(9) 1.3648(10) 0.3175(6) 0.124(4) Uani 1 1 d U A . H3 H 0.1686 1.3961 0.3083 0.149 Uiso 1 1 calc R . . O4 O -0.0379(6) 1.2503(5) 0.0986(4) 0.157(3) Uani 1 1 d U . . N4 N 0.4262(8) 0.8372(6) 0.3070(6) 0.103(3) Uani 1 1 d U A . C4 C 0.0207(12) 1.4136(8) 0.3400(6) 0.107(4) Uani 1 1 d U . . N5 N 0.2079(6) 0.8873(7) 0.1718(4) 0.088(3) Uani 1 1 d U A . C5 C -0.0562(8) 1.3679(9) 0.3496(5) 0.102(3) Uani 1 1 d U A . H5 H -0.1244 1.4009 0.3640 0.123 Uiso 1 1 calc R . . N6 N 0.2379(6) 1.0377(7) 0.1442(4) 0.081(2) Uani 1 1 d U . . C6 C -0.0330(7) 1.2750(8) 0.3384(5) 0.083(3) Uani 1 1 d U . . H6 H -0.0861 1.2463 0.3442 0.100 Uiso 1 1 calc R A . C7 C -0.0081(7) 1.5194(7) 0.3531(5) 0.138(4) Uani 1 1 d U A . H7A H -0.0845 1.5636 0.3349 0.207 Uiso 1 1 calc R . . H7B H 0.0366 1.5553 0.3249 0.207 Uiso 1 1 calc R . . H7C H 0.0057 1.5047 0.4077 0.207 Uiso 1 1 calc R . . C8 C -0.0107(8) 0.9247(7) 0.3525(7) 0.079(3) Uani 1 1 d U A . C9 C -0.0349(10) 0.9038(8) 0.4272(8) 0.094(4) Uani 1 1 d U . . H9 H -0.010(5) 0.928(4) 0.458(3) 0.04(2) Uiso 1 1 d . . . C10 C -0.0994(10) 0.8428(9) 0.4612(7) 0.111(4) Uani 1 1 d U A . H10 H -0.1139 0.8305 0.5125 0.133 Uiso 1 1 calc R . . C11 C -0.1393(11) 0.8028(9) 0.4162(9) 0.122(4) Uani 1 1 d U . . C12 C -0.1132(9) 0.8207(8) 0.3420(8) 0.112(4) Uani 1 1 d U A . H12 H -0.1396 0.7931 0.3119 0.134 Uiso 1 1 calc R . . C13 C -0.0492(9) 0.8779(8) 0.3089(6) 0.099(3) Uani 1 1 d U . . H13 H -0.0316 0.8856 0.2587 0.119 Uiso 1 1 calc R A . C14 C -0.2075(9) 0.7379(8) 0.4509(6) 0.165(5) Uani 1 1 d U A . H14A H -0.1632 0.6744 0.4933 0.248 Uiso 1 1 calc R . . H14B H -0.2324 0.7193 0.4117 0.248 Uiso 1 1 calc R . . H14C H -0.2700 0.7790 0.4697 0.248 Uiso 1 1 calc R . . C15 C 0.0426(8) 1.0684(8) 0.3322(6) 0.074(3) Uani 1 1 d U A . H15 H 0.007(4) 1.077(4) 0.377(3) 0.020(18) Uiso 1 1 d . . . C16 C 0.5194(9) 0.7853(10) 0.2773(7) 0.093(3) Uani 1 1 d U . . C17 C 0.5724(10) 0.6756(9) 0.3047(5) 0.114(4) Uani 1 1 d U A . H17 H 0.5485 0.6335 0.3459 0.137 Uiso 1 1 calc R . . C18 C 0.6622(10) 0.6291(9) 0.2697(8) 0.128(4) Uani 1 1 d U . . H18 H 0.7018 0.5560 0.2910 0.153 Uiso 1 1 calc R A . C19 C 0.6933(9) 0.6891(12) 0.2044(7) 0.113(4) Uani 1 1 d U A . C20 C 0.6380(12) 0.7983(11) 0.1778(6) 0.121(4) Uani 1 1 d U . . H20 H 0.6592 0.8405 0.1349 0.145 Uiso 1 1 calc R A . C21 C 0.5527(10) 0.8457(8) 0.2134(7) 0.107(4) Uani 1 1 d U A . H21 H 0.5169 0.9192 0.1943 0.129 Uiso 1 1 calc R . . C22 C 0.7901(9) 0.6392(9) 0.1647(5) 0.192(5) Uani 1 1 d U . . H22A H 0.7830 0.6867 0.1119 0.288 Uiso 1 1 calc R A . H22B H 0.7903 0.5733 0.1648 0.288 Uiso 1 1 calc R . . H22C H 0.8579 0.6262 0.1923 0.288 Uiso 1 1 calc R . . C23 C 0.3351(8) 0.8076(10) 0.4941(8) 0.094(3) Uani 1 1 d U . . C24 C 0.3960(9) 0.7004(10) 0.5458(8) 0.127(4) Uani 1 1 d U A . H24 H 0.4411 0.6521 0.5249 0.152 Uiso 1 1 calc R . . C25 C 0.3907(9) 0.6657(9) 0.6249(8) 0.139(4) Uani 1 1 d U . . H25 H 0.4338 0.5957 0.6556 0.167 Uiso 1 1 calc R A . C26 C 0.3243(10) 0.7307(12) 0.6596(7) 0.118(4) Uani 1 1 d U A . C27 C 0.2624(8) 0.8338(11) 0.6108(8) 0.113(4) Uani 1 1 d U . . H27 H 0.2159 0.8802 0.6325 0.136 Uiso 1 1 calc R A . C28 C 0.2661(8) 0.8714(7) 0.5311(7) 0.098(3) Uani 1 1 d U A . H28 H 0.2212 0.9413 0.5014 0.118 Uiso 1 1 calc R . . C29 C 0.3190(8) 0.6914(8) 0.7480(6) 0.164(5) Uani 1 1 d U . . H29A H 0.2766 0.7505 0.7624 0.247 Uiso 1 1 calc R A . H29B H 0.3922 0.6581 0.7751 0.247 Uiso 1 1 calc R . . H29C H 0.2848 0.6410 0.7615 0.247 Uiso 1 1 calc R . . C30 C 0.4240(9) 0.8046(7) 0.3820(7) 0.098(3) Uani 1 1 d U A . H30 H 0.4858 0.7495 0.4144 0.118 Uiso 1 1 calc R . . C31 C 0.2478(11) 0.7821(9) 0.1693(5) 0.086(3) Uani 1 1 d U A . C32 C 0.3538(9) 0.7191(9) 0.1645(5) 0.100(3) Uani 1 1 d U . . H32 H 0.4086 0.7459 0.1588 0.119 Uiso 1 1 calc R A . C33 C 0.3805(9) 0.6145(9) 0.1681(5) 0.102(3) Uani 1 1 d U A . H33 H 0.4525 0.5763 0.1625 0.123 Uiso 1 1 calc R . . C34 C 0.3090(12) 0.5652(10) 0.1791(6) 0.115(4) Uani 1 1 d U . . C35 C 0.2008(11) 0.6292(11) 0.1834(6) 0.121(4) Uani 1 1 d U A . H35 H 0.1465 0.6019 0.1883 0.145 Uiso 1 1 calc R . . C36 C 0.1722(9) 0.7329(10) 0.1807(5) 0.103(3) Uani 1 1 d U . . H36 H 0.1001 0.7709 0.1866 0.124 Uiso 1 1 calc R A . C37 C 0.3409(8) 0.4511(7) 0.1856(6) 0.162(5) Uani 1 1 d U A . H37A H 0.3573 0.4054 0.2395 0.243 Uiso 1 1 calc R . . H37B H 0.4047 0.4308 0.1595 0.243 Uiso 1 1 calc R . . H37C H 0.2810 0.4451 0.1618 0.243 Uiso 1 1 calc R . . C38 C 0.2915(9) 1.1064(8) 0.1017(6) 0.083(3) Uani 1 1 d U A . C39 C 0.3773(8) 1.0845(8) 0.0558(6) 0.095(3) Uani 1 1 d U . . H39 H 0.4032 1.0207 0.0476 0.114 Uiso 1 1 calc R A . C40 C 0.4220(8) 1.1572(9) 0.0237(5) 0.097(3) Uani 1 1 d U A . H40 H 0.4791 1.1410 -0.0061 0.116 Uiso 1 1 calc R . . C41 C 0.3877(9) 1.2527(9) 0.0325(6) 0.093(3) Uani 1 1 d U . . C42 C 0.3058(9) 1.2729(8) 0.0805(6) 0.106(3) Uani 1 1 d U A . H42 H 0.2841 1.3349 0.0909 0.128 Uiso 1 1 calc R . . C43 C 0.2574(8) 1.2035(9) 0.1121(5) 0.097(3) Uani 1 1 d U . . H43 H 0.2001 1.2208 0.1415 0.116 Uiso 1 1 calc R A . C44 C 0.4393(9) 1.3316(8) -0.0041(6) 0.164(5) Uani 1 1 d U A . H44A H 0.4000 1.3957 0.0053 0.246 Uiso 1 1 calc R . . H44B H 0.4360 1.3471 -0.0592 0.246 Uiso 1 1 calc R . . H44C H 0.5148 1.3021 0.0183 0.246 Uiso 1 1 calc R . . C45 C 0.2619(7) 0.9445(9) 0.1369(5) 0.082(3) Uani 1 1 d U A . H45 H 0.3164 0.9211 0.1072 0.098 Uiso 1 1 calc R . . C46 C 0.3280(10) 0.5674(8) 0.3825(6) 0.151(5) Uani 1 1 d U . . C47 C 0.3013(9) 0.4874(8) 0.4397(8) 0.175(5) Uani 1 1 d U A . H47A H 0.3691 0.4283 0.4673 0.210 Uiso 1 1 calc R . . H47B H 0.2613 0.4615 0.4135 0.210 Uiso 1 1 calc R . . C48 C 0.2323(10) 0.5254(8) 0.4987(6) 0.165(5) Uani 1 1 d U . . C50 C 0.4335(11) 1.0816(13) 0.3827(9) 0.211(7) Uani 1 1 d U A . H50A H 0.3895 1.0497 0.4174 0.254 Uiso 1 1 calc R . . H50B H 0.4219 1.1494 0.3865 0.254 Uiso 1 1 calc R . . C51 C 0.5488(15) 1.0120(15) 0.4001(8) 0.265(8) Uani 1 1 d U . . H51A H 0.5584 0.9389 0.4284 0.317 Uiso 1 1 calc R A . H51B H 0.5889 1.0328 0.4305 0.317 Uiso 1 1 calc R . . C52 C 0.5877(13) 1.0262(12) 0.3190(10) 0.239(7) Uiso 1 1 d . A . H52A H 0.6513 1.0451 0.3153 0.287 Uiso 1 1 calc R . . H52B H 0.6070 0.9615 0.3086 0.287 Uiso 1 1 calc R . . C53 C 0.4967(11) 1.1095(9) 0.2659(7) 0.202(7) Uani 1 1 d U A . H53A H 0.4969 1.1786 0.2583 0.242 Uiso 1 1 calc R . . H53B H 0.4946 1.1018 0.2160 0.242 Uiso 1 1 calc R . . C54 C -0.2149(13) 1.1063(11) 0.1334(8) 0.245(7) Uiso 1 1 d . A . H54A H -0.2160 1.0855 0.1892 0.294 Uiso 1 1 calc R . . H54B H -0.2475 1.1830 0.1086 0.294 Uiso 1 1 calc R . . C55 C -0.2668(12) 1.0552(12) 0.1001(9) 0.260(7) Uiso 1 1 d . . . H55A H -0.3095 1.1065 0.0507 0.312 Uiso 1 1 calc R A . H55B H -0.3177 1.0349 0.1345 0.312 Uiso 1 1 calc R . . C56 C -0.1907(15) 0.9614(13) 0.0872(10) 0.314(9) Uiso 1 1 d . A . H56A H -0.1696 0.8975 0.1336 0.377 Uiso 1 1 calc R . . H56B H -0.2184 0.9504 0.0440 0.377 Uiso 1 1 calc R . . C57 C -0.1046(12) 0.9995(11) 0.0689(8) 0.214(6) Uiso 1 1 d . A . H57A H -0.0347 0.9397 0.0790 0.257 Uiso 1 1 calc R . . H57B H -0.1166 1.0429 0.0139 0.257 Uiso 1 1 calc R . . C58 C -0.0316(10) 1.2746(10) 0.0140(8) 0.166(5) Uiso 1 1 d . A . C61 C -0.0702(12) 1.3400(11) 0.1229(7) 0.167(5) Uiso 1 1 d . A . O1A O 0.218(3) 0.6550(16) 0.3739(16) 0.056(12) Uiso 0.26(4) 1 d P A 3 C49A C 0.212(4) 0.640(2) 0.476(2) 0.060(14) Uiso 0.26(4) 1 d P A 3 H49A H 0.2695 0.6518 0.4975 0.072 Uiso 0.26(4) 1 calc PR A 3 H49B H 0.1400 0.6815 0.4858 0.072 Uiso 0.26(4) 1 calc PR A 3 C59A C -0.134(3) 1.3906(18) -0.0049(15) 0.148(14) Uiso 0.41(2) 1 d P A 1 H59A H -0.1136 1.4468 -0.0386 0.178 Uiso 0.41(2) 1 calc PR A 1 H59B H -0.1983 1.3926 -0.0314 0.178 Uiso 0.41(2) 1 calc PR A 1 C60A C -0.162(3) 1.407(2) 0.0690(17) 0.173(16) Uiso 0.41(2) 1 d P A 1 H60A H -0.1786 1.4804 0.0625 0.208 Uiso 0.41(2) 1 calc PR A 1 H60B H -0.2252 1.3905 0.0857 0.208 Uiso 0.41(2) 1 calc PR A 1 O1B O 0.2558(12) 0.6644(7) 0.3947(7) 0.104(4) Uiso 0.74(4) 1 d P A 4 C49B C 0.1812(14) 0.6372(10) 0.4481(12) 0.101(6) Uiso 0.74(4) 1 d P A 4 H49C H 0.1135 0.6502 0.4192 0.122 Uiso 0.74(4) 1 calc PR A 4 H49D H 0.1630 0.6812 0.4793 0.122 Uiso 0.74(4) 1 calc PR A 4 C59B C -0.039(3) 1.3806(15) -0.0104(11) 0.171(10) Uiso 0.59(2) 1 d P A 2 H59C H -0.0964 1.4253 -0.0541 0.205 Uiso 0.59(2) 1 calc PR A 2 H59D H 0.0301 1.3834 -0.0277 0.205 Uiso 0.59(2) 1 calc PR A 2 C60B C -0.064(3) 1.4224(15) 0.0547(12) 0.180(12) Uiso 0.59(2) 1 d P A 2 H60C H -0.0073 1.4446 0.0650 0.216 Uiso 0.59(2) 1 calc PR A 2 H60D H -0.1341 1.4833 0.0401 0.216 Uiso 0.59(2) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Na1 0.092(3) 0.077(2) 0.083(2) -0.0217(18) 0.012(2) -0.0175(19) N1 0.063(6) 0.077(6) 0.085(6) -0.026(5) 0.008(4) -0.026(5) C1 0.092(9) 0.065(7) 0.079(7) -0.034(5) 0.025(6) -0.039(7) Na2 0.077(3) 0.093(2) 0.097(3) -0.032(2) 0.012(2) -0.023(2) O2 0.108(7) 0.204(7) 0.114(6) -0.078(6) 0.006(5) -0.069(5) N2 0.081(6) 0.093(6) 0.075(6) -0.035(5) 0.019(4) -0.040(5) C2 0.090(9) 0.090(8) 0.135(9) -0.056(7) 0.044(7) -0.037(7) Na3 0.078(3) 0.104(2) 0.091(3) -0.010(2) 0.009(2) -0.028(2) O3 0.130(7) 0.161(6) 0.190(7) -0.067(6) 0.019(6) -0.081(5) N3 0.091(7) 0.102(6) 0.084(7) -0.026(6) 0.007(6) -0.018(5) C3 0.104(10) 0.110(9) 0.180(11) -0.067(8) 0.062(8) -0.054(8) O4 0.201(8) 0.122(6) 0.105(6) -0.011(4) 0.009(5) -0.046(5) N4 0.100(8) 0.103(6) 0.078(6) -0.019(6) -0.003(6) -0.021(6) C4 0.130(12) 0.066(8) 0.126(9) -0.044(7) 0.015(9) -0.031(8) N5 0.095(7) 0.083(6) 0.096(6) -0.040(5) 0.026(5) -0.040(5) C5 0.096(10) 0.081(8) 0.121(8) -0.039(7) 0.025(7) -0.025(7) N6 0.090(6) 0.069(5) 0.066(5) -0.023(5) 0.013(4) -0.013(5) C6 0.060(7) 0.080(7) 0.100(7) -0.034(6) 0.018(6) -0.016(6) C7 0.125(9) 0.126(9) 0.179(10) -0.069(8) 0.040(8) -0.055(7) C8 0.082(8) 0.070(7) 0.064(8) -0.026(6) 0.007(7) -0.006(6) C9 0.113(10) 0.081(8) 0.082(10) -0.036(7) 0.005(8) -0.025(7) C10 0.117(10) 0.089(8) 0.098(10) -0.021(8) 0.031(8) -0.024(7) C11 0.153(12) 0.090(9) 0.110(12) -0.025(9) 0.032(10) -0.046(8) C12 0.147(11) 0.102(8) 0.105(10) -0.037(8) 0.021(8) -0.070(7) C13 0.116(10) 0.091(8) 0.082(8) -0.031(7) 0.018(7) -0.033(7) C14 0.209(13) 0.131(9) 0.176(11) -0.042(8) 0.054(10) -0.102(9) C15 0.066(8) 0.074(8) 0.069(8) -0.029(7) 0.008(6) -0.012(6) C16 0.081(9) 0.099(10) 0.076(9) -0.029(8) 0.004(7) -0.012(8) C17 0.111(10) 0.091(9) 0.101(9) -0.017(7) 0.021(8) -0.016(7) C18 0.100(10) 0.119(10) 0.102(10) -0.021(9) -0.005(8) 0.006(8) C19 0.089(9) 0.137(12) 0.082(9) -0.044(9) 0.014(8) -0.008(9) C20 0.142(12) 0.118(10) 0.094(9) -0.034(9) 0.014(9) -0.048(9) C21 0.114(10) 0.111(9) 0.069(8) -0.024(8) 0.011(7) -0.023(8) C22 0.171(12) 0.233(12) 0.108(9) -0.056(9) 0.041(9) -0.019(10) C23 0.059(7) 0.092(9) 0.130(11) -0.046(10) 0.014(8) -0.024(6) C24 0.131(10) 0.114(10) 0.108(10) -0.046(8) 0.024(9) -0.014(8) C25 0.116(10) 0.150(11) 0.097(11) -0.028(9) 0.014(9) -0.010(8) C26 0.073(9) 0.150(12) 0.119(12) -0.053(11) 0.015(9) -0.027(8) C27 0.070(8) 0.144(11) 0.112(10) -0.060(9) 0.013(8) -0.014(8) C28 0.083(9) 0.091(8) 0.111(10) -0.033(8) 0.002(8) -0.026(6) C29 0.116(10) 0.237(12) 0.108(9) -0.053(9) 0.033(8) -0.045(8) C30 0.090(9) 0.075(7) 0.108(10) -0.023(7) 0.010(8) -0.018(6) C31 0.093(10) 0.108(9) 0.059(6) -0.022(6) 0.012(7) -0.050(9) C32 0.093(10) 0.088(8) 0.114(8) -0.038(7) 0.029(7) -0.032(7) C33 0.092(9) 0.084(9) 0.122(8) -0.041(7) 0.023(7) -0.023(7) C34 0.112(11) 0.152(12) 0.131(9) -0.074(9) 0.045(9) -0.084(11) C35 0.123(12) 0.142(11) 0.142(9) -0.070(9) 0.026(9) -0.082(9) C36 0.098(10) 0.113(10) 0.107(8) -0.059(7) 0.028(7) -0.034(8) C37 0.208(13) 0.096(8) 0.237(12) -0.102(8) 0.066(9) -0.081(8) C38 0.094(9) 0.071(8) 0.068(7) -0.015(6) 0.000(6) -0.023(7) C39 0.105(9) 0.097(8) 0.084(8) -0.042(7) 0.036(6) -0.032(7) C40 0.103(9) 0.072(7) 0.106(8) -0.032(7) 0.014(6) -0.025(7) C41 0.103(9) 0.088(8) 0.089(8) -0.024(7) 0.027(6) -0.046(7) C42 0.131(10) 0.097(8) 0.111(9) -0.048(7) 0.040(7) -0.058(8) C43 0.099(9) 0.090(8) 0.105(8) -0.041(7) 0.037(6) -0.038(7) C44 0.199(12) 0.135(9) 0.196(12) -0.075(9) 0.097(10) -0.096(9) C45 0.070(8) 0.091(8) 0.064(7) -0.028(6) 0.008(5) -0.010(6) C46 0.204(13) 0.056(7) 0.159(10) -0.030(7) 0.080(9) -0.027(8) C47 0.158(12) 0.083(9) 0.236(16) -0.035(10) 0.042(11) -0.018(8) C48 0.207(13) 0.063(7) 0.151(10) -0.003(7) 0.071(9) -0.012(7) C50 0.107(13) 0.35(2) 0.171(15) -0.134(15) 0.007(13) -0.051(14) C51 0.24(2) 0.43(3) 0.146(15) -0.087(16) 0.022(16) -0.18(2) C53 0.135(12) 0.202(12) 0.157(12) 0.035(10) 0.051(11) -0.043(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Na1 O1B 2.250(10) . ? Na1 O1A 2.45(2) . ? Na1 N5 2.477(8) . ? Na1 N2 2.478(8) . ? Na1 N3 2.517(9) . ? Na1 N4 2.746(10) . ? Na1 C30 2.810(11) . ? Na1 C8 3.002(11) . ? Na1 C31 3.016(10) . ? Na1 Na2 3.054(4) . ? Na1 Na3 3.439(4) . ? N1 C15 1.307(9) . ? N1 C1 1.409(9) . ? N1 Na2 2.467(7) . ? N1 Na3 2.990(8) . ? C1 C2 1.369(10) . ? C1 C6 1.388(10) . ? Na2 O2 2.335(8) . ? Na2 N4 2.524(9) . ? Na2 N6 2.626(7) . ? Na2 N3 2.645(9) . ? Na2 C30 2.888(10) . ? Na2 Na3 3.476(5) . ? O2 C50 1.389(13) . ? O2 C53 1.416(10) . ? N2 C15 1.344(9) . ? N2 C8 1.413(10) . ? N2 Na3 2.456(8) . ? C2 C3 1.368(10) . ? Na3 O4 2.361(7) . ? Na3 O3 2.389(8) . ? Na3 N6 2.409(8) . ? Na3 N5 2.675(8) . ? Na3 C45 2.896(10) . ? Na3 C15 2.936(11) . ? O3 C57 1.380(12) . ? O3 C54 1.522(13) . ? N3 C30 1.327(10) . ? N3 C23 1.396(10) . ? C3 C4 1.346(11) . ? O4 C61 1.443(11) . ? O4 C58 1.485(11) . ? N4 C30 1.302(10) . ? N4 C16 1.396(10) . ? C4 C5 1.386(11) . ? C4 C7 1.551(10) . ? N5 C45 1.291(9) . ? N5 C31 1.444(11) . ? C5 C6 1.363(9) . ? N6 C45 1.333(9) . ? N6 C38 1.441(10) . ? C8 C9 1.363(12) . ? C8 C13 1.426(11) . ? C9 C10 1.437(13) . ? C10 C11 1.377(12) . ? C11 C12 1.363(13) . ? C11 C14 1.519(13) . ? C12 C13 1.389(11) . ? C16 C21 1.380(11) . ? C16 C17 1.386(10) . ? C17 C18 1.396(11) . ? C18 C19 1.379(12) . ? C19 C20 1.385(11) . ? C19 C22 1.528(12) . ? C20 C21 1.370(11) . ? C23 C28 1.395(10) . ? C23 C24 1.434(12) . ? C24 C25 1.379(11) . ? C25 C26 1.363(11) . ? C26 C27 1.382(12) . ? C26 C29 1.538(12) . ? C27 C28 1.386(10) . ? C31 C32 1.379(11) . ? C31 C36 1.405(11) . ? C32 C33 1.411(10) . ? C33 C34 1.358(11) . ? C34 C35 1.402(12) . ? C34 C37 1.517(12) . ? C35 C36 1.400(10) . ? C38 C43 1.399(10) . ? C38 C39 1.406(10) . ? C39 C40 1.356(10) . ? C40 C41 1.365(10) . ? C41 C42 1.392(10) . ? C41 C44 1.506(11) . ? C42 C43 1.352(10) . ? C46 C47 1.427(11) . ? C46 O1B 1.473(12) . ? C46 O1A 1.50(2) . ? C47 C48 1.523(12) . ? C48 C49B 1.461(14) . ? C48 C49A 1.49(3) . ? C50 C51 1.445(16) . ? C51 C52 1.542(16) . ? C52 C53 1.417(15) . ? C54 C55 1.457(16) . ? C55 C56 1.459(16) . ? C56 C57 1.427(18) . ? C58 C59B 1.418(17) . ? C58 C59A 1.65(3) . ? C61 C60A 1.38(3) . ? C61 C60B 1.43(2) . ? O1A C49A 1.82(6) . ? C59A C60A 1.48(3) . ? O1B C49B 1.439(17) . ? C59B C60B 1.51(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 O1B Na1 O1A 16.8(6) . . ? O1B Na1 N5 122.3(5) . . ? O1A Na1 N5 110.1(8) . . ? O1B Na1 N2 122.7(4) . . ? O1A Na1 N2 117.2(7) . . ? N5 Na1 N2 95.1(3) . . ? O1B Na1 N3 88.9(5) . . ? O1A Na1 N3 105.6(9) . . ? N5 Na1 N3 132.7(3) . . ? N2 Na1 N3 95.3(3) . . ? O1B Na1 N4 102.4(4) . . ? O1A Na1 N4 114.7(8) . . ? N5 Na1 N4 85.1(3) . . ? N2 Na1 N4 124.3(3) . . ? N3 Na1 N4 51.6(3) . . ? O1B Na1 C30 86.6(5) . . ? O1A Na1 C30 102.4(9) . . ? N5 Na1 C30 112.2(4) . . ? N2 Na1 C30 119.9(3) . . ? N3 Na1 C30 28.2(2) . . ? N4 Na1 C30 27.1(2) . . ? O1B Na1 C8 95.9(4) . . ? O1A Na1 C8 89.4(6) . . ? N5 Na1 C8 106.6(3) . . ? N2 Na1 C8 27.8(2) . . ? N3 Na1 C8 103.8(4) . . ? N4 Na1 C8 148.2(3) . . ? C30 Na1 C8 132.0(4) . . ? O1B Na1 C31 94.3(4) . . ? O1A Na1 C31 83.6(7) . . ? N5 Na1 C31 28.4(2) . . ? N2 Na1 C31 117.3(3) . . ? N3 Na1 C31 137.9(4) . . ? N4 Na1 C31 86.9(3) . . ? C30 Na1 C31 110.0(4) . . ? C8 Na1 C31 117.5(4) . . ? O1B Na1 Na2 143.8(5) . . ? O1A Na1 Na2 160.5(9) . . ? N5 Na1 Na2 83.9(2) . . ? N2 Na1 Na2 73.3(2) . . ? N3 Na1 Na2 55.7(2) . . ? N4 Na1 Na2 51.25(18) . . ? C30 Na1 Na2 58.8(2) . . ? C8 Na1 Na2 99.8(2) . . ? C31 Na1 Na2 106.8(3) . . ? O1B Na1 Na3 151.0(5) . . ? O1A Na1 Na3 134.9(9) . . ? N5 Na1 Na3 50.64(19) . . ? N2 Na1 Na3 45.56(18) . . ? N3 Na1 Na3 116.3(2) . . ? N4 Na1 Na3 104.49(19) . . ? C30 Na1 Na3 122.4(2) . . ? C8 Na1 Na3 65.6(2) . . ? C31 Na1 Na3 76.9(2) . . ? Na2 Na1 Na3 64.43(10) . . ? C15 N1 C1 118.3(9) . . ? C15 N1 Na2 111.0(6) . . ? C1 N1 Na2 124.9(7) . . ? C15 N1 Na3 74.9(6) . . ? C1 N1 Na3 136.0(5) . . ? Na2 N1 Na3 78.5(2) . . ? C2 C1 C6 117.2(9) . . ? C2 C1 N1 118.1(11) . . ? C6 C1 N1 124.5(11) . . ? O2 Na2 N1 109.9(3) . . ? O2 Na2 N4 97.4(3) . . ? N1 Na2 N4 146.5(3) . . ? O2 Na2 N6 117.8(3) . . ? N1 Na2 N6 96.8(2) . . ? N4 Na2 N6 86.8(3) . . ? O2 Na2 N3 102.9(3) . . ? N1 Na2 N3 100.9(3) . . ? N4 Na2 N3 52.7(3) . . ? N6 Na2 N3 126.2(3) . . ? O2 Na2 C30 95.2(3) . . ? N1 Na2 C30 127.8(3) . . ? N4 Na2 C30 26.8(2) . . ? N6 Na2 C30 111.1(3) . . ? N3 Na2 C30 27.3(2) . . ? O2 Na2 Na1 151.6(2) . . ? N1 Na2 Na1 89.9(2) . . ? N4 Na2 Na1 58.1(2) . . ? N6 Na2 Na1 78.0(2) . . ? N3 Na2 Na1 51.83(18) . . ? C30 Na2 Na1 56.4(2) . . ? O2 Na2 Na3 144.8(2) . . ? N1 Na2 Na3 57.44(19) . . ? N4 Na2 Na3 108.7(2) . . ? N6 Na2 Na3 43.80(18) . . ? N3 Na2 Na3 111.5(2) . . ? C30 Na2 Na3 118.7(2) . . ? Na1 Na2 Na3 63.17(9) . . ? C50 O2 C53 106.8(10) . . ? C50 O2 Na2 116.4(9) . . ? C53 O2 Na2 131.7(8) . . ? C15 N2 C8 117.8(9) . . ? C15 N2 Na3 96.8(6) . . ? C8 N2 Na3 128.1(7) . . ? C15 N2 Na1 128.4(6) . . ? C8 N2 Na1 97.2(6) . . ? Na3 N2 Na1 88.4(2) . . ? C3 C2 C1 121.1(10) . . ? O4 Na3 O3 82.3(3) . . ? O4 Na3 N6 100.5(3) . . ? O3 Na3 N6 132.4(3) . . ? O4 Na3 N2 125.3(3) . . ? O3 Na3 N2 105.9(3) . . ? N6 Na3 N2 110.2(3) . . ? O4 Na3 N5 142.7(3) . . ? O3 Na3 N5 98.0(3) . . ? N6 Na3 N5 52.4(2) . . ? N2 Na3 N5 90.8(3) . . ? O4 Na3 C45 120.0(3) . . ? O3 Na3 C45 112.4(3) . . ? N6 Na3 C45 27.2(2) . . ? N2 Na3 C45 106.7(3) . . ? N5 Na3 C45 26.41(19) . . ? O4 Na3 C15 101.2(3) . . ? O3 Na3 C15 118.5(3) . . ? N6 Na3 C15 107.6(3) . . ? N2 Na3 C15 27.1(2) . . ? N5 Na3 C15 110.9(2) . . ? C45 Na3 C15 117.3(3) . . ? O4 Na3 N1 88.0(3) . . ? O3 Na3 N1 138.5(3) . . ? N6 Na3 N1 89.1(2) . . ? N2 Na3 N1 49.9(2) . . ? N5 Na3 N1 113.3(2) . . ? C45 Na3 N1 107.4(2) . . ? C15 Na3 N1 25.46(19) . . ? O4 Na3 Na1 161.7(2) . . ? O3 Na3 Na1 114.8(2) . . ? N6 Na3 Na1 73.4(2) . . ? N2 Na3 Na1 46.09(18) . . ? N5 Na3 Na1 45.71(17) . . ? C45 Na3 Na1 61.36(19) . . ? C15 Na3 Na1 65.56(19) . . ? N1 Na3 Na1 74.85(16) . . ? O4 Na3 Na2 110.4(2) . . ? O3 Na3 Na2 167.2(2) . . ? N6 Na3 Na2 48.98(17) . . ? N2 Na3 Na2 65.8(2) . . ? N5 Na3 Na2 73.12(19) . . ? C45 Na3 Na2 63.4(2) . . ? C15 Na3 Na2 58.7(2) . . ? N1 Na3 Na2 44.06(14) . . ? Na1 Na3 Na2 52.40(9) . . ? C57 O3 C54 107.4(10) . . ? C57 O3 Na3 131.9(8) . . ? C54 O3 Na3 119.4(8) . . ? C30 N3 C23 120.3(10) . . ? C30 N3 Na1 88.3(6) . . ? C23 N3 Na1 124.7(6) . . ? C30 N3 Na2 86.6(6) . . ? C23 N3 Na2 145.7(7) . . ? Na1 N3 Na2 72.5(2) . . ? C4 C3 C2 121.9(11) . . ? C61 O4 C58 115.7(8) . . ? C61 O4 Na3 129.5(7) . . ? C58 O4 Na3 112.6(7) . . ? C30 N4 C16 119.0(10) . . ? C30 N4 Na2 92.4(7) . . ? C16 N4 Na2 141.3(8) . . ? C30 N4 Na1 79.2(6) . . ? C16 N4 Na1 133.3(6) . . ? Na2 N4 Na1 70.7(3) . . ? C3 C4 C5 117.9(10) . . ? C3 C4 C7 122.5(13) . . ? C5 C4 C7 119.6(13) . . ? C45 N5 C31 115.4(9) . . ? C45 N5 Na1 116.6(7) . . ? C31 N5 Na1 97.0(5) . . ? C45 N5 Na3 86.4(6) . . ? C31 N5 Na3 154.3(7) . . ? Na1 N5 Na3 83.7(2) . . ? C6 C5 C4 120.7(10) . . ? C45 N6 C38 120.0(9) . . ? C45 N6 Na3 97.2(6) . . ? C38 N6 Na3 133.8(6) . . ? C45 N6 Na2 113.4(5) . . ? C38 N6 Na2 100.3(6) . . ? Na3 N6 Na2 87.2(2) . . ? C5 C6 C1 121.0(9) . . ? C9 C8 N2 127.5(12) . . ? C9 C8 C13 116.0(11) . . ? N2 C8 C13 116.4(12) . . ? C9 C8 Na1 122.0(7) . . ? N2 C8 Na1 55.0(5) . . ? C13 C8 Na1 91.4(7) . . ? C8 C9 C10 123.7(12) . . ? C11 C10 C9 118.5(13) . . ? C12 C11 C10 118.4(13) . . ? C12 C11 C14 122.1(15) . . ? C10 C11 C14 119.5(15) . . ? C11 C12 C13 123.6(12) . . ? C12 C13 C8 119.6(11) . . ? N1 C15 N2 124.6(10) . . ? N1 C15 Na3 79.6(6) . . ? N2 C15 Na3 56.2(5) . . ? C21 C16 C17 119.2(11) . . ? C21 C16 N4 117.9(12) . . ? C17 C16 N4 122.6(12) . . ? C16 C17 C18 119.4(10) . . ? C19 C18 C17 121.4(11) . . ? C18 C19 C20 117.8(12) . . ? C18 C19 C22 122.1(14) . . ? C20 C19 C22 120.0(14) . . ? C21 C20 C19 121.5(12) . . ? C20 C21 C16 120.6(11) . . ? C28 C23 N3 120.5(12) . . ? C28 C23 C24 113.4(11) . . ? N3 C23 C24 125.9(11) . . ? C25 C24 C23 123.0(11) . . ? C26 C25 C24 122.1(12) . . ? C25 C26 C27 116.0(12) . . ? C25 C26 C29 121.7(13) . . ? C27 C26 C29 122.2(13) . . ? C26 C27 C28 123.4(11) . . ? C27 C28 C23 121.9(11) . . ? N4 C30 N3 121.9(11) . . ? N4 C30 Na1 73.7(6) . . ? N3 C30 Na1 63.6(6) . . ? N4 C30 Na2 60.8(6) . . ? N3 C30 Na2 66.1(6) . . ? Na1 C30 Na2 64.8(2) . . ? C32 C31 C36 115.1(11) . . ? C32 C31 N5 128.1(11) . . ? C36 C31 N5 116.5(12) . . ? C32 C31 Na1 114.5(7) . . ? C36 C31 Na1 96.2(7) . . ? N5 C31 Na1 54.6(5) . . ? C31 C32 C33 120.9(10) . . ? C34 C33 C32 125.1(11) . . ? C33 C34 C35 114.2(12) . . ? C33 C34 C37 123.9(12) . . ? C35 C34 C37 121.8(12) . . ? C36 C35 C34 121.9(12) . . ? C35 C36 C31 122.7(11) . . ? C43 C38 C39 117.2(10) . . ? C43 C38 N6 114.9(11) . . ? C39 C38 N6 127.8(10) . . ? C40 C39 C38 119.4(10) . . ? C39 C40 C41 123.6(11) . . ? C40 C41 C42 117.1(10) . . ? C40 C41 C44 122.2(12) . . ? C42 C41 C44 120.6(11) . . ? C43 C42 C41 120.9(10) . . ? C42 C43 C38 121.6(10) . . ? N5 C45 N6 118.8(10) . . ? N5 C45 Na3 67.2(6) . . ? N6 C45 Na3 55.6(5) . . ? C47 C46 O1B 102.2(9) . . ? C47 C46 O1A 94.9(12) . . ? O1B C46 O1A 27.8(11) . . ? C46 C47 C48 113.8(9) . . ? C49B C48 C49A 26.4(16) . . ? C49B C48 C47 96.4(10) . . ? C49A C48 C47 106.5(15) . . ? O2 C50 C51 102.4(13) . . ? C50 C51 C52 103.4(14) . . ? C53 C52 C51 105.0(12) . . ? O2 C53 C52 100.1(10) . . ? C55 C54 O3 97.5(11) . . ? C54 C55 C56 114.9(14) . . ? C57 C56 C55 95.1(13) . . ? O3 C57 C56 112.0(12) . . ? C59B C58 O4 100.5(11) . . ? C59B C58 C59A 46.0(12) . . ? O4 C58 C59A 89.7(12) . . ? C60A C61 C60B 59.2(14) . . ? C60A C61 O4 98.7(15) . . ? C60B C61 O4 102.6(12) . . ? C46 O1A C49A 99(2) . . ? C46 O1A Na1 113.6(17) . . ? C49A O1A Na1 102(2) . . ? C48 C49A O1A 91(2) . . ? C60A C59A C58 109.4(19) . . ? C61 C60A C59A 106(2) . . ? C49B O1B C46 107.8(11) . . ? C49B O1B Na1 122.0(8) . . ? C46 O1B Na1 126.6(7) . . ? O1B C49B C48 109.7(11) . . ? C58 C59B C60B 111.2(16) . . ? C61 C60B C59B 108.7(16) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 23.26 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.238 _refine_diff_density_min -0.174 _refine_diff_density_rms 0.042 #===END data_compound6.CIF _database_code_CSD 184644 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H50 N4 Na2 O4' _chemical_formula_weight 672.80 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' 'Na' 'Na' 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1389(16) _cell_length_b 10.300(2) _cell_length_c 12.692(3) _cell_angle_alpha 72.477(4) _cell_angle_beta 84.631(3) _cell_angle_gamma 71.255(4) _cell_volume 960.8(3) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.163 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.9632 _exptl_absorpt_correction_T_max 0.9758 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Bruker SMART 1000 CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 4421 _diffrn_reflns_av_R_equivalents 0.0483 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 23.28 _reflns_number_total 2723 _reflns_number_gt 2031 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1998)' _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour, 1999)' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1622P)^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 SHELXL _refine_ls_extinction_coef 0.048(12) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2723 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0860 _refine_ls_R_factor_gt 0.0699 _refine_ls_wR_factor_ref 0.2121 _refine_ls_wR_factor_gt 0.1892 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Na1 Na 0.13028(13) 0.04636(11) 0.41252(9) 0.0580(5) Uani 1 1 d . . . O1 O 0.4112(3) -0.1063(3) 0.3886(2) 0.0881(9) Uani 1 1 d . . . N1 N -0.1315(3) 0.2539(2) 0.39359(19) 0.0513(7) Uani 1 1 d . . . C1 C -0.2527(3) 0.3675(3) 0.3221(2) 0.0486(7) Uani 1 1 d . . . O2 O 0.2799(3) 0.1774(2) 0.2695(2) 0.0777(8) Uani 1 1 d . . . N2 N 0.0081(3) -0.1506(2) 0.43312(19) 0.0511(7) Uani 1 1 d . . . C2 C -0.2399(4) 0.3829(3) 0.2088(3) 0.0554(8) Uani 1 1 d . . . H2 H -0.143(5) 0.313(4) 0.181(3) 0.076(10) Uiso 1 1 d . . . C3 C -0.3562(4) 0.4916(3) 0.1346(3) 0.0598(8) Uani 1 1 d . . . H3 H -0.343(4) 0.502(3) 0.061(3) 0.064(9) Uiso 1 1 d . . . C4 C -0.4941(4) 0.5930(3) 0.1677(3) 0.0579(8) Uani 1 1 d . . . C5 C -0.5093(4) 0.5772(3) 0.2793(3) 0.0610(8) Uani 1 1 d . . . H5 H -0.609(6) 0.644(5) 0.306(3) 0.104(13) Uiso 1 1 d . . . C6 C -0.3937(4) 0.4685(3) 0.3551(3) 0.0565(8) Uani 1 1 d . . . H6 H -0.414(4) 0.453(3) 0.431(3) 0.070(9) Uiso 1 1 d . . . C7 C -0.6205(6) 0.7117(6) 0.0858(4) 0.0852(12) Uani 1 1 d . . . C8 C -0.0294(3) -0.1695(3) 0.3342(2) 0.0470(7) Uani 1 1 d . . . C9 C -0.0385(4) -0.2960(3) 0.3196(3) 0.0557(8) Uani 1 1 d . . . H9 H -0.023(4) -0.366(4) 0.379(3) 0.062(9) Uiso 1 1 d . . . C10 C -0.0801(4) -0.3028(4) 0.2186(3) 0.0601(8) Uani 1 1 d . . . H10 H -0.093(4) -0.394(4) 0.211(3) 0.068(9) Uiso 1 1 d . . . C11 C -0.1161(4) -0.1847(4) 0.1274(3) 0.0612(8) Uani 1 1 d . . . C12 C -0.1113(4) -0.0575(4) 0.1403(3) 0.0605(8) Uani 1 1 d . . . H12 H -0.138(4) 0.027(4) 0.078(3) 0.064(9) Uiso 1 1 d . . . C13 C -0.0705(4) -0.0493(3) 0.2414(3) 0.0573(8) Uani 1 1 d . . . H13 H -0.069(4) 0.043(4) 0.249(3) 0.065(9) Uiso 1 1 d . . . C14 C -0.1610(8) -0.1915(7) 0.0162(4) 0.0933(14) Uani 1 1 d . . . C15 C 0.1066(3) -0.2623(3) 0.5086(2) 0.0473(7) Uani 1 1 d . . . H15 H 0.164(4) -0.358(4) 0.492(3) 0.073(9) Uiso 1 1 d . . . C16 C 0.4584(6) -0.0559(5) 0.2777(4) 0.0857(12) Uani 1 1 d . . . C17 C 0.4501(5) 0.0966(5) 0.2456(4) 0.0803(11) Uani 1 1 d . . . C18 C 0.5468(5) -0.1819(5) 0.4628(4) 0.0909(12) Uani 1 1 d . . . H18A H 0.6106 -0.2694 0.4461 0.136 Uiso 1 1 calc R . . H18B H 0.5016 -0.2033 0.5365 0.136 Uiso 1 1 calc R . . H18C H 0.6224 -0.1253 0.4574 0.136 Uiso 1 1 calc R . . C19 C 0.2531(7) 0.3255(5) 0.2386(5) 0.0987(14) Uani 1 1 d . . . H7A H -0.594(8) 0.791(7) 0.064(5) 0.15(2) Uiso 1 1 d . . . H14A H -0.266(9) -0.157(7) 0.005(5) 0.16(3) Uiso 1 1 d . . . H16A H 0.576(6) -0.109(4) 0.263(3) 0.089(11) Uiso 1 1 d . . . H17A H 0.481(6) 0.141(5) 0.167(4) 0.114(14) Uiso 1 1 d . . . H19A H 0.269(7) 0.362(6) 0.164(5) 0.14(2) Uiso 1 1 d . . . H7B H -0.657(10) 0.678(9) 0.047(6) 0.19(4) Uiso 1 1 d . . . H14B H -0.174(7) -0.287(6) 0.022(4) 0.128(18) Uiso 1 1 d . . . H16B H 0.373(8) -0.051(6) 0.226(5) 0.15(2) Uiso 1 1 d . . . H17B H 0.547(7) 0.095(6) 0.300(5) 0.16(2) Uiso 1 1 d . . . H19B H 0.134(7) 0.374(5) 0.279(4) 0.121(16) Uiso 1 1 d . . . H7C H -0.751(11) 0.746(7) 0.116(6) 0.19(3) Uiso 1 1 d . . . H14C H -0.084(9) -0.171(8) -0.050(6) 0.19(3) Uiso 1 1 d . . . H19C H 0.354(8) 0.337(6) 0.269(4) 0.132(18) 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 Na1 0.0466(7) 0.0545(8) 0.0736(8) -0.0243(6) 0.0151(5) -0.0153(5) O1 0.0533(14) 0.0929(19) 0.0837(17) -0.0072(14) 0.0201(12) 0.0011(13) N1 0.0483(14) 0.0460(13) 0.0554(14) -0.0188(11) 0.0036(11) -0.0059(11) C1 0.0479(16) 0.0426(15) 0.0558(16) -0.0150(12) 0.0037(13) -0.0147(13) O2 0.0602(14) 0.0599(14) 0.1038(18) -0.0146(12) 0.0196(12) -0.0199(11) N2 0.0492(14) 0.0421(13) 0.0585(14) -0.0151(11) -0.0012(11) -0.0087(11) C2 0.0544(18) 0.0522(17) 0.0597(18) -0.0221(14) 0.0048(14) -0.0123(14) C3 0.070(2) 0.0601(19) 0.0522(18) -0.0173(14) 0.0010(15) -0.0235(16) C4 0.0524(17) 0.0503(17) 0.0690(19) -0.0144(14) -0.0034(14) -0.0150(14) C5 0.0510(18) 0.0530(18) 0.071(2) -0.0182(16) 0.0048(15) -0.0060(15) C6 0.0494(17) 0.0607(19) 0.0539(18) -0.0198(15) 0.0067(14) -0.0084(14) C7 0.078(3) 0.070(3) 0.090(3) -0.008(2) -0.022(2) -0.008(2) C8 0.0371(14) 0.0430(15) 0.0581(16) -0.0154(13) 0.0034(12) -0.0085(11) C9 0.0558(18) 0.0445(17) 0.062(2) -0.0105(15) -0.0005(14) -0.0128(14) C10 0.0559(18) 0.0577(19) 0.072(2) -0.0263(17) 0.0022(15) -0.0180(15) C11 0.0500(18) 0.078(2) 0.0607(19) -0.0230(17) 0.0033(14) -0.0241(16) C12 0.0525(18) 0.064(2) 0.0596(19) -0.0053(16) -0.0048(14) -0.0206(15) C13 0.0549(18) 0.0422(17) 0.071(2) -0.0120(14) -0.0034(14) -0.0124(14) C14 0.105(4) 0.129(4) 0.070(3) -0.036(3) -0.001(2) -0.061(3) C15 0.0387(15) 0.0389(15) 0.0628(18) -0.0169(13) 0.0078(13) -0.0101(12) C16 0.072(3) 0.083(3) 0.081(3) -0.025(2) 0.023(2) -0.002(2) C17 0.063(2) 0.092(3) 0.076(2) -0.017(2) 0.0224(19) -0.023(2) C18 0.075(3) 0.087(3) 0.097(3) -0.017(2) -0.007(2) -0.013(2) C19 0.102(4) 0.066(3) 0.122(4) -0.008(3) 0.004(3) -0.036(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 Na1 O1 2.375(3) . ? Na1 O2 2.401(2) . ? Na1 N1 2.455(2) . ? Na1 N2 2.470(2) . ? Na1 N2 2.517(3) 2_556 ? Na1 C15 2.809(3) 2_556 ? Na1 Na1 3.080(2) 2_556 ? O1 C18 1.383(4) . ? O1 C16 1.408(5) . ? N1 C15 1.309(4) 2_556 ? N1 C1 1.397(4) . ? C1 C2 1.395(4) . ? C1 C6 1.407(4) . ? O2 C19 1.404(5) . ? O2 C17 1.427(5) . ? N2 C15 1.331(4) . ? N2 C8 1.402(4) . ? N2 Na1 2.517(3) 2_556 ? C2 C3 1.374(4) . ? C3 C4 1.396(5) . ? C4 C5 1.375(5) . ? C4 C7 1.503(5) . ? C5 C6 1.381(4) . ? C8 C9 1.396(4) . ? C8 C13 1.400(4) . ? C9 C10 1.382(4) . ? C10 C11 1.376(5) . ? C11 C12 1.381(5) . ? C11 C14 1.517(5) . ? C12 C13 1.389(5) . ? C15 N1 1.309(4) 2_556 ? C15 Na1 2.809(3) 2_556 ? C16 C17 1.480(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 O1 Na1 O2 70.50(9) . . ? O1 Na1 N1 163.35(9) . . ? O2 Na1 N1 92.85(9) . . ? O1 Na1 N2 90.06(10) . . ? O2 Na1 N2 135.56(9) . . ? N1 Na1 N2 102.28(8) . . ? O1 Na1 N2 132.97(10) . 2_556 ? O2 Na1 N2 118.92(9) . 2_556 ? N1 Na1 N2 55.12(8) . 2_556 ? N2 Na1 N2 103.74(7) . 2_556 ? O1 Na1 C15 154.26(11) . 2_556 ? O2 Na1 C15 102.83(9) . 2_556 ? N1 Na1 C15 27.77(8) . 2_556 ? N2 Na1 C15 109.92(8) . 2_556 ? N2 Na1 C15 28.26(8) 2_556 2_556 ? O1 Na1 Na1 123.91(9) . 2_556 ? O2 Na1 Na1 165.46(9) . 2_556 ? N1 Na1 Na1 72.74(7) . 2_556 ? N2 Na1 Na1 52.56(6) . 2_556 ? N2 Na1 Na1 51.18(6) 2_556 2_556 ? C15 Na1 Na1 63.47(6) 2_556 2_556 ? C18 O1 C16 116.0(3) . . ? C18 O1 Na1 130.4(2) . . ? C16 O1 Na1 107.1(2) . . ? C15 N1 C1 119.3(2) 2_556 . ? C15 N1 Na1 91.35(16) 2_556 . ? C1 N1 Na1 146.99(17) . . ? C2 C1 N1 119.2(2) . . ? C2 C1 C6 115.7(3) . . ? N1 C1 C6 125.1(3) . . ? C19 O2 C17 113.6(3) . . ? C19 O2 Na1 126.5(3) . . ? C17 O2 Na1 115.1(2) . . ? C15 N2 C8 119.0(2) . . ? C15 N2 Na1 105.65(17) . . ? C8 N2 Na1 115.51(17) . . ? C15 N2 Na1 88.14(16) . 2_556 ? C8 N2 Na1 142.66(17) . 2_556 ? Na1 N2 Na1 76.26(7) . 2_556 ? C3 C2 C1 121.8(3) . . ? C2 C3 C4 122.2(3) . . ? C5 C4 C3 116.3(3) . . ? C5 C4 C7 121.8(3) . . ? C3 C4 C7 121.8(3) . . ? C4 C5 C6 122.2(3) . . ? C5 C6 C1 121.7(3) . . ? C9 C8 C13 115.9(3) . . ? C9 C8 N2 126.3(3) . . ? C13 C8 N2 117.7(2) . . ? C10 C9 C8 121.9(3) . . ? C11 C10 C9 121.7(3) . . ? C10 C11 C12 117.6(3) . . ? C10 C11 C14 121.9(4) . . ? C12 C11 C14 120.5(4) . . ? C11 C12 C13 121.3(3) . . ? C12 C13 C8 121.7(3) . . ? N1 C15 N2 121.3(2) 2_556 . ? N1 C15 Na1 60.89(13) 2_556 2_556 ? N2 C15 Na1 63.60(14) . 2_556 ? O1 C16 C17 112.9(3) . . ? O2 C17 C16 108.0(3) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 23.28 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.437 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.064