# Copyright The Royal Society of Chemistry, 1998. data_1 _publ_contact_author 'Dietmar Stalke' _publ_contact_author_email dstalke@chemie.uni-wuerzburg.de loop_ _publ_author_name ; Roland Fleischer, Stefanie Freitag, Dietmar Stalke ; _journal_name_full ; Journal of the Chemical Society, Dalton Transactions ; _journal_volume '?' _journal_page_first '?' _journal_page_last '?' _journal_year '1997' _ccdc_journal_depnumber '?' _chemical_name_systematic '?' _chemical_name_common '?' _chemical_formula_moiety '?' _chemical_formula_sum '?' _chemical_formula_weight ? _chemical_melting_point ? _ccdc_compound_id '5' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_chemdiag_type '?' _exptl_crystal_colour '?' _diffrn_radiation_type '?' _diffrn_measurement_device '?' _ccdc_temp_data_collection ? _ccdc_ls_R_squared ? _refine_ls_abs_structure_details '?' _ccdc_disorder '?' _ccdc_comments '?' data_tercel _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H51 Br Li3 N3 O3 S' _chemical_formula_weight 562.47 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Li' 'Li' -.0003 .0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 14.6343(2) _cell_length_b 16.10630(10) _cell_length_c 13.9204(2) _cell_angle_alpha 90.0000(10) _cell_angle_beta 90.0000(10) _cell_angle_gamma 90.0000(10) _cell_volume 3281.10(7) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 28.35 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.139 _exptl_crystal_density_method ? _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 1.341 _exptl_absorpt_correction_type 'semi empirical' _exptl_absorpt_correction_T_min 0.6510 _exptl_absorpt_correction_T_max 0.7151 _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'Stoe Huber Siemens CCD' _diffrn_measurement_method Phi-scans _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4239 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0144 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 28.40 _reflns_number_total 4239 _reflns_number_observed 4026 _reflns_observed_criterion >2sigma(I) _computing_data_collection SMART _computing_cell_refinement SAINT _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics 'Siemens SHELXTL-Plus' _computing_publication_material 'Siemens SHELXTL-Plus' _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0225P)^2^+2.1418P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4239 _refine_ls_number_parameters 257 _refine_ls_number_restraints 258 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_obs 0.0441 _refine_ls_wR_factor_all 0.0964 _refine_ls_wR_factor_obs 0.0951 _refine_ls_goodness_of_fit_all 1.335 _refine_ls_goodness_of_fit_obs 1.353 _refine_ls_restrained_S_all 1.310 _refine_ls_restrained_S_obs 1.319 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S1 S 0.20247(4) 0.7500 0.90908(4) 0.03211(14) Uani 1 d S . N1 N 0.22404(12) 0.67025(11) 0.98258(12) 0.0391(4) Uani 1 d . . C10 C 0.15280(15) 0.60552(15) 0.99198(15) 0.0443(5) Uani 1 d U . C11 C 0.1325(3) 0.5625(2) 0.8956(2) 0.0910(12) Uani 1 d U . H11A H 0.1042 0.6023 0.8515 0.136 Uiso 1 calc R . H11B H 0.0907 0.5159 0.9063 0.136 Uiso 1 calc R . H11C H 0.1897 0.5420 0.8677 0.136 Uiso 1 calc R . C12 C 0.1917(2) 0.54067(17) 1.0613(2) 0.0619(7) Uani 1 d U . H12A H 0.2067 0.5673 1.1227 0.093 Uiso 1 calc R . H12B H 0.2471 0.5163 1.0337 0.093 Uiso 1 calc R . H12C H 0.1463 0.4970 1.0721 0.093 Uiso 1 calc R . C13 C 0.06288(19) 0.6391(2) 1.0348(3) 0.0875(11) Uani 1 d U . H13A H 0.0758 0.6680 1.0952 0.131 Uiso 1 calc R . H13B H 0.0210 0.5928 1.0470 0.131 Uiso 1 calc R . H13C H 0.0347 0.6779 0.9893 0.131 Uiso 1 calc R . N2 N 0.29741(17) 0.7500 0.84307(16) 0.0426(6) Uani 1 d S . C20 C 0.2893(3) 0.754(2) 0.7363(2) 0.038(2) Uani 0.50 d PU -1 C21 C 0.2177(6) 0.6939(5) 0.6920(4) 0.082(2) Uani 0.50 d PU -1 H21A H 0.2323 0.6368 0.7111 0.123 Uiso 0.50 calc PR -1 H21B H 0.2193 0.6983 0.6218 0.123 Uiso 0.50 calc PR -1 H21C H 0.1566 0.7084 0.7153 0.123 Uiso 0.50 calc PR -1 C22 C 0.3844(4) 0.7270(5) 0.6978(3) 0.072(3) Uani 0.50 d PU -1 H22A H 0.3862 0.7341 0.6279 0.109 Uiso 0.50 calc PR -1 H22B H 0.3949 0.6686 0.7138 0.109 Uiso 0.50 calc PR -1 H22C H 0.4321 0.7612 0.7274 0.109 Uiso 0.50 calc PR -1 C23 C 0.2684(5) 0.8407(4) 0.7060(4) 0.0679(18) Uani 0.50 d PU -1 H23A H 0.2089 0.8573 0.7320 0.102 Uiso 0.50 calc PR -1 H23B H 0.2666 0.8436 0.6357 0.102 Uiso 0.50 calc PR -1 H23C H 0.3158 0.8782 0.7302 0.102 Uiso 0.50 calc PR -1 Li1 Li 0.3535(2) 0.6588(2) 0.9271(3) 0.0423(8) Uani 1 d . . Li2 Li 0.2720(4) 0.7500 1.0878(3) 0.0433(11) Uani 1 d S . O1 O 0.42708(11) 0.56338(10) 0.88962(12) 0.0511(4) Uani 1 d DU . C31 C 0.39919(19) 0.48439(17) 0.8509(2) 0.0620(7) Uani 1 d DU . H31A H 0.3473 0.4916 0.8060 0.074 Uiso 1 calc R . H31B H 0.3802 0.4465 0.9031 0.074 Uiso 1 calc R . C32 C 0.4815(2) 0.44965(17) 0.7984(2) 0.0634(7) Uani 1 d DU . H32A H 0.4804 0.4651 0.7296 0.076 Uiso 1 calc R . H32B H 0.4841 0.3884 0.8040 0.076 Uiso 1 calc R . C33 C 0.56173(17) 0.48997(17) 0.84970(18) 0.0562(6) Uani 1 d DU . H33A H 0.5785 0.4588 0.9084 0.067 Uiso 1 calc R . H33B H 0.6157 0.4939 0.8071 0.067 Uiso 1 calc R . C34 C 0.52457(17) 0.57509(17) 0.8741(2) 0.0582(6) Uani 1 d DU . H34A H 0.5541 0.5971 0.9328 0.070 Uiso 1 calc R . H34B H 0.5355 0.6144 0.8206 0.070 Uiso 1 calc R . O2 O 0.2643(14) 0.763(3) 1.2307(7) 0.055(6) Uani 0.287(13) d PDU -1 C35 C 0.3446(9) 0.7820(14) 1.2885(8) 0.067(5) Uani 0.287(13) d PDU -1 H35A H 0.3725 0.8353 1.2688 0.081 Uiso 0.287(13) calc PR -1 H35B H 0.3909 0.7374 1.2828 0.081 Uiso 0.287(13) calc PR -1 C36 C 0.3079(10) 0.7869(14) 1.3891(9) 0.073(5) Uani 0.287(13) d PDU -1 H36A H 0.2915 0.8449 1.4054 0.087 Uiso 0.287(13) calc PR -1 H36B H 0.3540 0.7671 1.4358 0.087 Uiso 0.287(13) calc PR -1 C37 C 0.2243(10) 0.7322(14) 1.3917(9) 0.072(6) Uani 0.287(13) d PDU -1 H37A H 0.2401 0.6756 1.4140 0.086 Uiso 0.287(13) calc PR -1 H37B H 0.1770 0.7557 1.4346 0.086 Uiso 0.287(13) calc PR -1 C38 C 0.1923(8) 0.7308(9) 1.2909(9) 0.053(5) Uani 0.287(13) d PDU -1 H38A H 0.1774 0.6732 1.2715 0.063 Uiso 0.287(13) calc PR -1 H38B H 0.1366 0.7651 1.2841 0.063 Uiso 0.287(13) calc PR -1 O2' O 0.262(2) 0.7398(19) 1.2250(13) 0.060(7) Uani 0.213(13) d PDU -2 C35' C 0.3137(15) 0.6841(10) 1.2865(11) 0.057(4) Uani 0.213(13) d PDU -2 H35C H 0.3715 0.6670 1.2553 0.069 Uiso 0.213(13) calc PR -2 H35D H 0.2776 0.6338 1.3016 0.069 Uiso 0.213(13) calc PR -2 C36' C 0.3324(17) 0.7335(14) 1.3760(15) 0.077(6) Uani 0.213(13) d PDU -2 H36C H 0.3913 0.7634 1.3706 0.093 Uiso 0.213(13) calc PR -2 H36D H 0.3347 0.6968 1.4330 0.093 Uiso 0.213(13) calc PR -2 C37' C 0.2541(19) 0.7941(15) 1.3840(14) 0.081(6) Uani 0.213(13) d PDU -2 H37C H 0.2071 0.7733 1.4290 0.098 Uiso 0.213(13) calc PR -2 H37D H 0.2759 0.8489 1.4067 0.098 Uiso 0.213(13) calc PR -2 C38' C 0.217(2) 0.8002(18) 1.2853(16) 0.091(8) Uani 0.213(13) d PDU -2 H38C H 0.1503 0.7895 1.2860 0.109 Uiso 0.213(13) calc PR -2 H38D H 0.2272 0.8568 1.2596 0.109 Uiso 0.213(13) calc PR -2 Br1 Br 0.45210(2) 0.7500 1.04818(2) 0.04210(10) Uani 1 d S . 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 S1 0.0311(3) 0.0408(4) 0.0244(3) 0.000 -0.0007(2) 0.000 N1 0.0391(9) 0.0404(9) 0.0378(8) 0.0077(7) -0.0067(7) -0.0069(7) C10 0.0417(11) 0.0533(13) 0.0379(10) 0.0083(10) -0.0010(9) -0.0135(10) C11 0.132(3) 0.082(2) 0.0583(16) 0.0031(16) -0.0247(18) -0.058(2) C12 0.0653(16) 0.0562(15) 0.0641(15) 0.0187(13) -0.0035(13) -0.0130(13) C13 0.0517(16) 0.100(3) 0.111(3) 0.047(2) 0.0298(16) 0.0033(16) N2 0.0355(12) 0.0692(18) 0.0231(10) 0.000 0.0032(9) 0.000 C20 0.0491(17) 0.043(6) 0.0233(12) -0.006(5) 0.0026(12) -0.010(6) C21 0.113(6) 0.103(6) 0.030(2) -0.005(3) -0.005(3) -0.056(5) C22 0.072(3) 0.113(8) 0.0332(19) 0.003(3) 0.017(2) 0.020(3) C23 0.103(6) 0.064(4) 0.037(3) 0.014(3) -0.004(3) 0.009(3) Li1 0.0425(18) 0.0430(19) 0.0415(18) -0.0041(15) 0.0000(15) 0.0040(15) Li2 0.050(3) 0.050(3) 0.030(2) 0.000 -0.001(2) 0.000 O1 0.0470(8) 0.0485(9) 0.0578(10) -0.0115(8) 0.0042(7) 0.0031(7) C31 0.0634(15) 0.0535(14) 0.0689(16) -0.0096(13) -0.0036(13) -0.0017(13) C32 0.0775(18) 0.0522(14) 0.0604(15) -0.0111(12) -0.0016(13) 0.0118(13) C33 0.0555(14) 0.0616(15) 0.0514(13) 0.0078(12) 0.0039(11) 0.0166(12) C34 0.0484(13) 0.0599(15) 0.0662(16) -0.0096(13) 0.0085(12) -0.0007(12) O2 0.063(7) 0.085(15) 0.018(3) -0.009(6) 0.005(4) -0.033(9) C35 0.054(6) 0.106(13) 0.042(4) -0.007(5) 0.003(4) -0.030(6) C36 0.070(9) 0.109(11) 0.039(4) -0.022(6) 0.000(5) -0.020(9) C37 0.070(6) 0.110(17) 0.036(4) 0.007(7) 0.011(4) -0.011(8) C38 0.044(4) 0.067(16) 0.047(4) -0.001(5) 0.008(3) -0.011(5) O2' 0.078(12) 0.054(17) 0.047(8) -0.003(9) -0.013(7) -0.003(14) C35' 0.061(11) 0.058(9) 0.054(7) 0.007(6) 0.013(6) 0.011(6) C36' 0.076(10) 0.096(16) 0.060(9) 0.009(8) -0.022(8) -0.003(9) C37' 0.103(16) 0.085(12) 0.056(8) -0.012(8) 0.010(11) 0.010(11) C38' 0.127(18) 0.082(15) 0.065(9) 0.015(10) 0.000(11) 0.053(13) Br1 0.04018(16) 0.04411(17) 0.04200(16) 0.000 -0.00882(12) 0.000 _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 S1 N2 1.666(2) . y S1 N1 1.6722(17) 7_575 y S1 N1 1.6722(17) . y S1 Li1 2.666(4) . ? S1 Li1 2.666(4) 7_575 ? S1 Li2 2.688(5) . ? N1 C10 1.480(3) . ? N1 Li1 2.055(4) . y N1 Li2 2.071(4) . y C10 C12 1.532(3) . ? C10 C11 1.538(4) . ? C10 C13 1.542(4) . ? N2 C20 1.493(4) . ? N2 C20 1.493(4) 7_575 ? N2 Li1 2.049(4) . y N2 Li1 2.049(4) 7_575 y C20 C23 1.49(4) . ? C20 C22 1.555(13) . ? C20 C21 1.56(2) . ? Li1 O1 1.948(4) . y Li1 Br1 2.660(4) . y Li1 Li2 2.930(6) . ? Li1 Li1 2.937(8) 7_575 ? Li2 O2' 1.92(2) . ? Li2 O2' 1.92(2) 7_575 ? Li2 O2 2.004(13) . y Li2 O2 2.004(13) 7_575 y Li2 N1 2.071(4) 7_575 y Li2 Br1 2.693(6) . y Li2 Li1 2.930(6) 7_575 ? O1 C31 1.441(3) . ? O1 C34 1.455(3) . ? C31 C32 1.516(4) . ? C32 C33 1.519(4) . ? C33 C34 1.513(3) . ? O2 C38 1.445(11) . ? O2 C35 1.456(11) . ? C35 C36 1.503(11) . ? C36 C37 1.507(12) . ? C37 C38 1.479(10) . ? O2' C38' 1.446(13) . ? O2' C35' 1.450(13) . ? C35' C36' 1.504(13) . ? C36' C37' 1.509(13) . ? C37' C38' 1.481(13) . ? Br1 Li1 2.661(4) 7_575 y 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 N2 S1 N1 100.37(8) . 7_575 y N2 S1 N1 100.37(8) . . y N1 S1 N1 100.37(12) 7_575 . y N2 S1 Li1 50.22(10) . . ? N1 S1 Li1 102.06(10) 7_575 . ? N1 S1 Li1 50.41(10) . . ? N2 S1 Li1 50.22(10) . 7_575 ? N1 S1 Li1 50.41(10) 7_575 7_575 ? N1 S1 Li1 102.06(10) . 7_575 ? Li1 S1 Li1 66.85(16) . 7_575 ? N2 S1 Li2 101.23(15) . . ? N1 S1 Li2 50.37(6) 7_575 . ? N1 S1 Li2 50.37(6) . . ? Li1 S1 Li2 66.35(12) . . ? Li1 S1 Li2 66.35(12) 7_575 . ? C10 N1 S1 117.52(14) . . y C10 N1 Li1 128.30(18) . . ? S1 N1 Li1 90.74(13) . . ? C10 N1 Li2 127.82(19) . . ? S1 N1 Li2 91.17(12) . . ? Li1 N1 Li2 90.50(19) . . ? N1 C10 C12 105.90(18) . . ? N1 C10 C11 112.09(19) . . ? C12 C10 C11 108.3(2) . . ? N1 C10 C13 112.8(2) . . ? C12 C10 C13 108.2(2) . . ? C11 C10 C13 109.3(3) . . ? C20 N2 C20 5(3) . 7_575 ? C20 N2 S1 118.9(2) . . y C20 N2 S1 118.9(2) 7_575 . ? C20 N2 Li1 129.3(13) . . ? C20 N2 Li1 124.5(13) 7_575 . ? S1 N2 Li1 91.12(13) . . ? C20 N2 Li1 124.5(13) . 7_575 ? C20 N2 Li1 129.3(13) 7_575 7_575 ? S1 N2 Li1 91.12(13) . 7_575 ? Li1 N2 Li1 91.5(2) . 7_575 ? C23 C20 N2 110.1(19) . . ? C23 C20 C22 110.6(14) . . ? N2 C20 C22 105.0(7) . . ? C23 C20 C21 109.6(8) . . ? N2 C20 C21 114.7(15) . . ? C22 C20 C21 106.8(17) . . ? O1 Li1 N2 129.4(2) . . ? O1 Li1 N1 132.9(2) . . ? N2 Li1 N1 77.33(15) . . ? O1 Li1 Br1 107.80(16) . . ? N2 Li1 Br1 100.57(15) . . ? N1 Li1 Br1 102.27(15) . . ? O1 Li1 S1 150.20(19) . . ? N2 Li1 S1 38.66(9) . . ? N1 Li1 S1 38.85(8) . . ? Br1 Li1 S1 101.84(12) . . ? O1 Li1 Li2 145.60(19) . . ? N2 Li1 Li2 85.04(15) . . ? N1 Li1 Li2 44.97(13) . . ? Br1 Li1 Li2 57.34(12) . . ? S1 Li1 Li2 57.19(12) . . ? O1 Li1 Li1 142.11(12) . 7_575 ? N2 Li1 Li1 44.23(11) . 7_575 ? N1 Li1 Li1 84.86(12) . 7_575 ? Br1 Li1 Li1 56.50(8) . 7_575 ? S1 Li1 Li1 56.58(8) . 7_575 ? Li2 Li1 Li1 59.92(9) . 7_575 ? O2' Li2 O2' 9.8(18) . 7_575 ? O2 Li2 O2 12(3) . 7_575 ? O2' Li2 N1 137.0(7) . 7_575 ? O2' Li2 N1 128.7(11) 7_575 7_575 ? O2 Li2 N1 128.0(14) . 7_575 ? O2 Li2 N1 138.6(9) 7_575 7_575 ? O2' Li2 N1 128.7(11) . . ? O2' Li2 N1 137.0(7) 7_575 . ? O2 Li2 N1 138.6(10) . . ? O2 Li2 N1 128.0(14) 7_575 . ? N1 Li2 N1 76.67(19) 7_575 . ? O2' Li2 S1 153.1(11) . . ? O2' Li2 S1 153.1(11) 7_575 . ? O2 Li2 S1 153.8(8) . . ? O2 Li2 S1 153.8(9) 7_575 . ? N1 Li2 S1 38.46(10) 7_575 . ? N1 Li2 S1 38.46(10) . . ? O2' Li2 Br1 106.0(10) . . ? O2' Li2 Br1 106.0(10) 7_575 . ? O2 Li2 Br1 105.0(6) . . ? O2 Li2 Br1 105.0(6) 7_575 . ? N1 Li2 Br1 100.78(18) 7_575 . ? N1 Li2 Br1 100.78(18) . . ? S1 Li2 Br1 100.43(17) . . ? O2' Li2 Li1 138.2(7) . . ? O2' Li2 Li1 146.3(12) 7_575 . ? O2 Li2 Li1 146.6(13) . . ? O2 Li2 Li1 136.6(10) 7_575 . ? N1 Li2 Li1 84.77(18) 7_575 . ? N1 Li2 Li1 44.53(12) . . ? S1 Li2 Li1 56.46(11) . . ? Br1 Li2 Li1 56.30(12) . . ? O2' Li2 Li1 146.3(12) . 7_575 ? O2' Li2 Li1 138.2(7) 7_575 7_575 ? O2 Li2 Li1 136.6(10) . 7_575 ? O2 Li2 Li1 146.6(14) 7_575 7_575 ? N1 Li2 Li1 44.53(12) 7_575 7_575 ? N1 Li2 Li1 84.77(18) . 7_575 ? S1 Li2 Li1 56.46(11) . 7_575 ? Br1 Li2 Li1 56.30(12) . 7_575 ? Li1 Li2 Li1 60.16(18) . 7_575 ? C31 O1 C34 109.67(19) . . ? C31 O1 Li1 129.83(19) . . ? C34 O1 Li1 118.64(18) . . ? O1 C31 C32 106.3(2) . . ? C31 C32 C33 103.3(2) . . ? C34 C33 C32 102.4(2) . . ? O1 C34 C33 105.6(2) . . ? C38 O2 C35 110.0(8) . . ? C38 O2 Li2 125.3(12) . . ? C35 O2 Li2 121.7(10) . . ? O2 C35 C36 103.7(10) . . ? C35 C36 C37 106.3(9) . . ? C38 C37 C36 104.1(9) . . ? O2 C38 C37 108.3(8) . . ? C38' O2' C35' 108.2(11) . . ? C38' O2' Li2 123.5(15) . . ? C35' O2' Li2 126.9(15) . . ? O2' C35' C36' 104.8(12) . . ? C35' C36' C37' 105.4(11) . . ? C38' C37' C36' 104.7(11) . . ? O2' C38' C37' 108.9(11) . . ? Li1 Br1 Li1 67.00(16) . 7_575 ? Li1 Br1 Li2 66.36(11) . . ? Li1 Br1 Li2 66.36(11) 7_575 . ? _refine_diff_density_max .328 _refine_diff_density_min -.280 _refine_diff_density_rms .046 # *************** _ccdc_compound_id '6' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_chemdiag_type '?' data_austin _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H51 I Li3 N3 O3 S' _chemical_formula_weight 609.46 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 14.231(5) _cell_length_b 16.388(2) _cell_length_c 13.949(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3253.2(13) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 68 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 _exptl_crystal_description blocks _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_method ? _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 1.074 _exptl_absorpt_correction_type 'semiempirical with Psi-scans' _exptl_absorpt_correction_T_min 0.7646 _exptl_absorpt_correction_T_max 0.7728 _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 STOE-AED _diffrn_measurement_method 'profile fitted on 2theta/omega' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 90 _diffrn_standards_decay_% 0 _diffrn_reflns_number 2546 _diffrn_reflns_av_R_equivalents 0.1414 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -2 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 22.52 _reflns_number_total 2216 _reflns_number_observed 1888 _reflns_observed_criterion >2sigma(I) _computing_data_collection DIF4 _computing_cell_refinement DIF4 _computing_data_reduction REDU4 _computing_structure_solution 'SHELXS-96 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-96 (Sheldrick, 1996)' _computing_molecular_graphics Siemens-SHELXTL _computing_publication_material Siemens-SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0985P)^2^+0.7990P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2216 _refine_ls_number_parameters 233 _refine_ls_number_restraints 249 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_obs 0.0497 _refine_ls_wR_factor_all 0.1397 _refine_ls_wR_factor_obs 0.1320 _refine_ls_goodness_of_fit_all 1.047 _refine_ls_goodness_of_fit_obs 1.081 _refine_ls_restrained_S_all 1.043 _refine_ls_restrained_S_obs 1.074 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Li1 Li 0.6440(6) 0.3415(5) -0.0750(6) 0.048(2) Uani 1 d . . Li2 Li 0.7308(9) 0.2500 0.0883(8) 0.049(3) Uani 1 d S . I1 I 0.52509(3) 0.2500 0.05651(3) 0.0507(3) Uani 1 d S . S1 S 0.79684(12) 0.2500 -0.08950(11) 0.0395(4) Uani 1 d S . N1 N 0.7747(3) 0.3276(2) -0.0172(3) 0.0436(10) Uani 1 d D . C10 C 0.8474(3) 0.3908(3) -0.0074(3) 0.0506(14) Uani 1 d D . C11 C 0.8729(5) 0.4309(5) -0.1037(4) 0.093(2) Uani 1 d D . H11A H 0.8165 0.4552 -0.1321 0.139 Uiso 1 calc R . H11B H 0.8984 0.3895 -0.1473 0.139 Uiso 1 calc R . H11C H 0.9201 0.4735 -0.0931 0.139 Uiso 1 calc R . C12 C 0.9376(4) 0.3582(5) 0.0389(5) 0.088(2) Uani 1 d D . H12A H 0.9808 0.4035 0.0511 0.132 Uiso 1 calc R . H12B H 0.9675 0.3188 -0.0043 0.132 Uiso 1 calc R . H12C H 0.9221 0.3312 0.0996 0.132 Uiso 1 calc R . C13 C 0.8054(5) 0.4571(4) 0.0566(4) 0.0644(16) Uani 1 d D . H13A H 0.7892 0.4336 0.1191 0.097 Uiso 1 calc R . H13B H 0.7487 0.4791 0.0264 0.097 Uiso 1 calc R . H13C H 0.8514 0.5009 0.0654 0.097 Uiso 1 calc R . N2 N 0.6999(4) 0.2500 -0.1556(3) 0.0445(14) Uani 1 d SD . C20 C 0.7085(5) 0.2500 -0.2612(4) 0.0497(16) Uani 1 d SDU . C21 C 0.805(3) 0.281(4) -0.295(3) 0.054(6) Uani 0.11(3) d PDU -1 H21A H 0.8545 0.2490 -0.2640 0.081 Uiso 0.21(5) calc SPR -1 H21B H 0.8117 0.3387 -0.2768 0.081 Uiso 0.11(3) calc PR -1 H21C H 0.8095 0.2756 -0.3644 0.081 Uiso 0.11(3) calc PR -1 C22 C 0.630(4) 0.299(4) -0.307(3) 0.053(6) Uani 0.11(3) d PDU -1 H22A H 0.5690 0.2775 -0.2858 0.079 Uiso 0.11(3) calc PR -1 H22B H 0.6343 0.2948 -0.3770 0.079 Uiso 0.11(3) calc PR -1 H22C H 0.6353 0.3564 -0.2879 0.079 Uiso 0.11(3) calc PR -1 C23 C 0.701(5) 0.1604(13) -0.294(3) 0.053(6) Uani 0.11(3) d PDU -1 H23A H 0.7528 0.1287 -0.2669 0.079 Uiso 0.11(3) calc PR -1 H23B H 0.7044 0.1581 -0.3645 0.079 Uiso 0.11(3) calc PR -1 H23C H 0.6410 0.1375 -0.2730 0.079 Uiso 0.11(3) calc PR -1 C21' C 0.6092(10) 0.2311(15) -0.2974(10) 0.052(4) Uani 0.39(3) d PDU -2 H21D H 0.5643 0.2683 -0.2669 0.078 Uiso 0.39(3) calc PR -2 H21E H 0.5929 0.1747 -0.2813 0.078 Uiso 0.39(3) calc PR -2 H21F H 0.6069 0.2384 -0.3671 0.078 Uiso 0.39(3) calc PR -2 C22' C 0.7800(16) 0.1936(13) -0.3056(12) 0.061(4) Uani 0.39(3) d PDU -2 H22D H 0.8426 0.2067 -0.2807 0.092 Uiso 0.39(3) calc PR -2 H22E H 0.7795 0.2005 -0.3754 0.092 Uiso 0.39(3) calc PR -2 H22F H 0.7644 0.1370 -0.2896 0.092 Uiso 0.39(3) calc PR -2 C23' C 0.7346(16) 0.3383(7) -0.2909(11) 0.053(4) Uani 0.39(3) d PDU -2 H23D H 0.6888 0.3765 -0.2637 0.079 Uiso 0.39(3) calc PR -2 H23E H 0.7340 0.3427 -0.3610 0.079 Uiso 0.39(3) calc PR -2 H23F H 0.7975 0.3515 -0.2669 0.079 Uiso 0.39(3) calc PR -2 O1 O 0.5723(2) 0.4368(2) -0.1095(3) 0.0570(9) Uani 1 d D . C31 C 0.6043(4) 0.5119(3) -0.1519(4) 0.0661(16) Uani 1 d D . H31A H 0.6597 0.5020 -0.1933 0.079 Uiso 1 calc R . H31B H 0.6220 0.5516 -0.1015 0.079 Uiso 1 calc R . C32 C 0.5239(4) 0.5434(4) -0.2098(4) 0.0676(17) Uani 1 d D . H32A H 0.5265 0.5226 -0.2764 0.081 Uiso 1 calc R . H32B H 0.5235 0.6038 -0.2112 0.081 Uiso 1 calc R . C33 C 0.4394(4) 0.5108(3) -0.1580(4) 0.0588(14) Uani 1 d D . H33A H 0.4222 0.5461 -0.1031 0.071 Uiso 1 calc R . H33B H 0.3848 0.5058 -0.2015 0.071 Uiso 1 calc R . C34 C 0.4724(3) 0.4291(4) -0.1248(5) 0.0656(17) Uani 1 d D . H34A H 0.4403 0.4135 -0.0646 0.079 Uiso 1 calc R . H34B H 0.4592 0.3870 -0.1740 0.079 Uiso 1 calc R . O2 O 0.7388(5) 0.2409(11) 0.2266(4) 0.061(3) Uani 0.50 d PDU -1 C35 C 0.7747(11) 0.3035(10) 0.2862(9) 0.105(4) Uani 0.50 d PDU -1 H35A H 0.7573 0.3575 0.2598 0.126 Uiso 0.50 calc PR -1 H35B H 0.8441 0.3000 0.2887 0.126 Uiso 0.50 calc PR -1 C36 C 0.7355(12) 0.2943(10) 0.3833(9) 0.104(4) Uani 0.50 d PDU -1 H36A H 0.7864 0.2924 0.4317 0.125 Uiso 0.50 calc PR -1 H36B H 0.6930 0.3402 0.3987 0.125 Uiso 0.50 calc PR -1 C37 C 0.6839(13) 0.2173(9) 0.3814(9) 0.108(4) Uani 0.50 d PDU -1 H37A H 0.7114 0.1786 0.4282 0.129 Uiso 0.50 calc PR -1 H37B H 0.6174 0.2267 0.3989 0.129 Uiso 0.50 calc PR -1 C38 C 0.6896(14) 0.1833(9) 0.2850(8) 0.102(4) Uani 0.50 d PDU -1 H38A H 0.7237 0.1306 0.2862 0.123 Uiso 0.50 calc PR -1 H38B H 0.6258 0.1737 0.2591 0.123 Uiso 0.50 calc PR -1 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 Li1 0.052(5) 0.048(5) 0.043(4) 0.007(4) 0.000(4) 0.009(4) Li2 0.055(7) 0.061(8) 0.032(6) 0.000 0.006(5) 0.000 I1 0.0570(4) 0.0461(4) 0.0489(4) 0.000 0.0141(2) 0.000 S1 0.0444(9) 0.0487(10) 0.0255(8) 0.000 0.0006(7) 0.000 N1 0.051(2) 0.046(2) 0.034(2) -0.0051(19) 0.0050(18) -0.003(2) C10 0.053(3) 0.058(4) 0.041(3) -0.003(3) 0.003(2) -0.012(3) C11 0.126(6) 0.086(5) 0.066(4) -0.006(4) 0.026(4) -0.058(5) C12 0.063(4) 0.099(6) 0.102(5) -0.041(5) -0.019(4) 0.003(4) C13 0.069(4) 0.061(4) 0.063(4) -0.009(3) -0.001(3) -0.008(3) N2 0.045(3) 0.067(4) 0.022(3) 0.000 -0.005(2) 0.000 C20 0.063(4) 0.059(4) 0.027(3) 0.000 -0.005(3) 0.000 C21 0.068(7) 0.063(12) 0.031(11) 0.013(11) 0.004(10) 0.005(8) C22 0.067(9) 0.056(11) 0.035(11) -0.003(11) -0.008(10) 0.001(9) C23 0.064(14) 0.062(7) 0.033(14) -0.007(10) -0.012(14) 0.007(8) C21' 0.069(5) 0.055(12) 0.033(5) -0.005(6) -0.011(5) -0.002(6) C22' 0.075(8) 0.071(8) 0.037(7) -0.005(7) -0.001(7) 0.008(7) C23' 0.057(9) 0.066(6) 0.035(7) 0.007(6) -0.002(7) -0.001(6) O1 0.058(2) 0.050(2) 0.063(2) 0.0129(19) -0.0034(19) 0.0026(19) C31 0.075(4) 0.050(3) 0.073(4) 0.011(3) 0.002(3) -0.006(3) C32 0.092(5) 0.054(3) 0.056(4) 0.004(3) -0.002(3) 0.012(3) C33 0.065(3) 0.062(3) 0.049(3) -0.002(3) -0.001(3) 0.016(3) C34 0.055(3) 0.073(4) 0.069(4) 0.011(3) -0.005(3) 0.004(3) O2 0.080(4) 0.065(8) 0.036(3) 0.015(5) -0.001(3) -0.011(7) C35 0.142(11) 0.113(8) 0.060(6) -0.002(6) 0.016(7) -0.071(8) C36 0.140(11) 0.112(7) 0.060(5) -0.015(6) 0.023(7) -0.051(7) C37 0.155(11) 0.104(7) 0.064(5) -0.003(6) 0.046(7) -0.050(7) C38 0.162(11) 0.089(7) 0.055(5) 0.009(5) 0.021(8) -0.057(8) _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 Li1 O1 1.927(9) . y Li1 N2 2.036(9) . y Li1 N1 2.041(9) . y Li1 S1 2.650(8) . ? Li1 I1 2.912(8) . y Li1 Li2 2.995(13) . ? Li1 Li1 3.000(18) 7_565 ? Li2 O2 1.937(13) 7_565 y Li2 O2 1.937(13) . y Li2 N1 2.043(10) . y Li2 N1 2.043(10) 7_565 y Li2 S1 2.653(12) . ? Li2 I1 2.960(12) . y Li2 Li1 2.995(13) 7_565 ? I1 Li1 2.912(8) 7_565 y S1 N1 1.654(4) 7_565 y S1 N1 1.654(4) . y S1 N2 1.659(6) . y S1 Li1 2.650(8) 7_565 ? N1 C10 1.471(6) . ? C10 C13 1.528(7) . ? C10 C12 1.533(7) . ? C10 C11 1.539(7) . ? N2 C20 1.477(8) . ? N2 Li1 2.036(9) 7_565 ? C20 C22' 1.507(10) . ? C20 C22' 1.507(10) 7_565 ? C20 C22 1.521(14) 7_565 ? C20 C22 1.521(14) . ? C20 C21' 1.533(11) 7_565 ? C20 C21' 1.533(11) . ? C20 C21 1.534(14) 7_565 ? C20 C21 1.534(14) . ? C20 C23 1.544(14) . ? C20 C23 1.544(14) 7_565 ? C20 C23' 1.551(10) . ? O1 C31 1.439(6) . ? O1 C34 1.444(6) . ? C31 C32 1.494(7) . ? C32 C33 1.500(7) . ? C33 C34 1.492(8) . ? O2 C35 1.416(13) . ? O2 C38 1.430(12) . ? C35 C36 1.472(12) . ? C36 C37 1.460(12) . ? C37 C38 1.457(12) . ? 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 Li1 N2 131.8(5) . . ? O1 Li1 N1 132.2(5) . . ? N2 Li1 N1 77.3(3) . . ? O1 Li1 S1 151.0(4) . . ? N2 Li1 S1 38.8(2) . . ? N1 Li1 S1 38.60(18) . . ? O1 Li1 I1 105.5(3) . . ? N2 Li1 I1 101.3(4) . . ? N1 Li1 I1 102.9(3) . . ? S1 Li1 I1 103.5(3) . . ? O1 Li1 Li2 144.5(4) . . ? N2 Li1 Li2 83.7(3) . . ? N1 Li1 Li2 42.9(3) . . ? S1 Li1 Li2 55.7(3) . . ? I1 Li1 Li2 60.1(3) . . ? O1 Li1 Li1 144.2(3) . 7_565 ? N2 Li1 Li1 42.6(3) . 7_565 ? N1 Li1 Li1 83.6(3) . 7_565 ? S1 Li1 Li1 55.5(2) . 7_565 ? I1 Li1 Li1 59.00(17) . 7_565 ? Li2 Li1 Li1 59.9(2) . 7_565 ? O2 Li2 O2 8.8(11) 7_565 . ? O2 Li2 N1 130.6(6) 7_565 . ? O2 Li2 N1 138.3(6) . . ? O2 Li2 N1 138.3(6) 7_565 7_565 ? O2 Li2 N1 130.6(6) . 7_565 ? N1 Li2 N1 77.0(5) . 7_565 ? O2 Li2 S1 155.5(6) 7_565 . ? O2 Li2 S1 155.5(6) . . ? N1 Li2 S1 38.5(2) . . ? N1 Li2 S1 38.5(2) 7_565 . ? O2 Li2 I1 102.0(5) 7_565 . ? O2 Li2 I1 102.0(5) . . ? N1 Li2 I1 101.2(4) . . ? N1 Li2 I1 101.2(4) 7_565 . ? S1 Li2 I1 102.1(4) . . ? O2 Li2 Li1 145.1(6) 7_565 7_565 ? O2 Li2 Li1 138.0(6) . 7_565 ? N1 Li2 Li1 83.7(4) . 7_565 ? N1 Li2 Li1 42.8(3) 7_565 7_565 ? S1 Li2 Li1 55.6(3) . 7_565 ? I1 Li2 Li1 58.5(3) . 7_565 ? O2 Li2 Li1 138.0(6) 7_565 . ? O2 Li2 Li1 145.1(6) . . ? N1 Li2 Li1 42.8(3) . . ? N1 Li2 Li1 83.7(4) 7_565 . ? S1 Li2 Li1 55.6(3) . . ? I1 Li2 Li1 58.5(3) . . ? Li1 Li2 Li1 60.1(4) 7_565 . ? Li1 I1 Li1 62.0(3) . 7_565 ? Li1 I1 Li2 61.3(2) . . ? Li1 I1 Li2 61.3(2) 7_565 . ? N1 S1 N1 100.5(3) 7_565 . y N1 S1 N2 100.42(19) 7_565 . y N1 S1 N2 100.42(19) . . y N1 S1 Li1 50.4(2) 7_565 7_565 ? N1 S1 Li1 103.4(2) . 7_565 ? N2 S1 Li1 50.2(2) . 7_565 ? N1 S1 Li1 103.4(2) 7_565 . ? N1 S1 Li1 50.4(2) . . ? N2 S1 Li1 50.2(2) . . ? Li1 S1 Li1 68.9(4) 7_565 . ? N1 S1 Li2 50.34(14) 7_565 . ? N1 S1 Li2 50.34(14) . . ? N2 S1 Li2 103.0(3) . . ? Li1 S1 Li2 68.8(3) 7_565 . ? Li1 S1 Li2 68.8(3) . . ? C10 N1 S1 117.6(3) . . y C10 N1 Li1 126.8(4) . . ? S1 N1 Li1 91.0(3) . . ? C10 N1 Li2 126.0(4) . . ? S1 N1 Li2 91.1(3) . . ? Li1 N1 Li2 94.3(4) . . ? N1 C10 C13 106.2(4) . . ? N1 C10 C12 112.4(5) . . ? C13 C10 C12 109.2(5) . . ? N1 C10 C11 112.7(4) . . ? C13 C10 C11 107.4(5) . . ? C12 C10 C11 108.7(5) . . ? C20 N2 S1 119.0(4) . . y C20 N2 Li1 125.6(3) . 7_565 ? S1 N2 Li1 91.0(3) . 7_565 ? C20 N2 Li1 125.6(3) . . ? S1 N2 Li1 91.0(3) . . ? Li1 N2 Li1 94.9(5) 7_565 . ? N2 C20 C22' 117.8(8) . . ? N2 C20 C22' 117.8(8) . 7_565 ? C22' C20 C22' 75.6(19) . 7_565 ? N2 C20 C22 111.0(16) . 7_565 ? N2 C20 C22 111.0(16) . . ? C22 C20 C22 64(6) 7_565 . ? N2 C20 C21' 104.6(7) . 7_565 ? C22' C20 C21' 127.6(13) . 7_565 ? C22' C20 C21' 111.3(8) 7_565 7_565 ? N2 C20 C21' 104.6(7) . . ? C22' C20 C21' 111.3(8) . . ? C22' C20 C21' 127.6(13) 7_565 . ? C21' C20 C21' 23.3(18) 7_565 . ? N2 C20 C21 112.2(16) . 7_565 ? C22 C20 C21 110.7(16) 7_565 7_565 ? C22 C20 C21 135(3) . 7_565 ? N2 C20 C21 112.2(16) . . ? C22 C20 C21 135(3) 7_565 . ? C22 C20 C21 110.7(16) . . ? C21 C20 C21 39(6) 7_565 . ? N2 C20 C23 107.1(16) . . ? C22 C20 C23 47(6) 7_565 . ? C22 C20 C23 109.0(17) . . ? C21 C20 C23 70(5) 7_565 . ? C21 C20 C23 106.7(17) . . ? N2 C20 C23 107.1(16) . 7_565 ? C22 C20 C23 109.0(17) 7_565 7_565 ? C22 C20 C23 47(6) . 7_565 ? C21 C20 C23 106.7(17) 7_565 7_565 ? C21 C20 C23 70(5) . 7_565 ? C23 C20 C23 144(3) . 7_565 ? N2 C20 C23' 106.7(6) . . ? C22' C20 C23' 107.5(10) . . ? C22' C20 C23' 32.5(16) 7_565 . ? C21' C20 C23' 86.8(17) 7_565 . ? C21' C20 C23' 108.7(8) . . ? C31 O1 C34 109.0(4) . . ? C31 O1 Li1 128.9(4) . . ? C34 O1 Li1 119.2(4) . . ? O1 C31 C32 105.9(4) . . ? C31 C32 C33 103.3(5) . . ? C34 C33 C32 102.5(5) . . ? O1 C34 C33 106.1(5) . . ? C35 O2 C38 108.6(7) . . ? C35 O2 Li2 123.4(11) . . ? C38 O2 Li2 126.1(10) . . ? O2 C35 C36 109.3(9) . . ? C37 C36 C35 105.2(10) . . ? C38 C37 C36 108.6(10) . . ? O2 C38 C37 107.5(9) . . ? _refine_diff_density_max 0.978 _refine_diff_density_min -0.934 _refine_diff_density_rms 0.102 # *************** _ccdc_compound_id '7' _ccdc_biological_activity '?' _ccdc_polymorph '?' _ccdc_chemdiag_type '?' data_iod _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H51 I Li3 N3 O4 S' _chemical_formula_weight 625.46 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Li' 'Li' -.0003 .0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.931(3) _cell_length_b 22.650(7) _cell_length_c 14.841(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.18(2) _cell_angle_gamma 90.00 _cell_volume 3295.4(16) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 60 _cell_measurement_theta_min 10 _cell_measurement_theta_max 12.5 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.8 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method ? _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 1.064 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.410 _exptl_absorpt_correction_T_max 0.684 _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens-Stoe AED' _diffrn_measurement_method 'profile data from 2theta/omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 90 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8770 _diffrn_reflns_av_R_equivalents 0.0841 _diffrn_reflns_av_sigmaI/netI 0.0851 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 22.55 _reflns_number_total 4319 _reflns_number_observed 3225 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Stoe DIF4' _computing_cell_refinement 'Stoe DIF4' _computing_data_reduction 'Stoe REDU4' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'SHELXL-93' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[s^2^(Fo^2^)+( 0.0972P)^2^+5.7144P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4318 _refine_ls_number_parameters 469 _refine_ls_number_restraints 786 _refine_ls_R_factor_all 0.0877 _refine_ls_R_factor_obs 0.0680 _refine_ls_wR_factor_all 0.1915 _refine_ls_wR_factor_obs 0.1696 _refine_ls_goodness_of_fit_all 1.050 _refine_ls_goodness_of_fit_obs 1.100 _refine_ls_restrained_S_all 1.023 _refine_ls_restrained_S_obs 1.048 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group I1 I -0.67660(6) 0.59334(2) 1.05515(3) 0.0661(3) Uani 1 d . . S1 S -0.7605(2) 0.63602(7) 1.32157(11) 0.0458(5) Uani 1 d . . O1S O -0.7872(5) 0.6512(2) 1.4123(3) 0.0577(13) Uani 1 d . . N1 N -0.8130(9) 0.6819(3) 1.2440(4) 0.078(2) Uani 1 d . . C1 C -0.9138(8) 0.7275(3) 1.2516(5) 0.061(2) Uani 1 d . . C2 C -0.8581(14) 0.7757(4) 1.3158(8) 0.112(4) Uani 1 d . . H2A H -0.8397(90) 0.7602(11) 1.3782(12) 0.168 Uiso 1 calc R . H2B H -0.9248(40) 0.8078(18) 1.3127(46) 0.168 Uiso 1 calc R . H2C H -0.7732(50) 0.7908(28) 1.2986(39) 0.168 Uiso 1 calc R . C3 C -1.0440(10) 0.7045(6) 1.2835(8) 0.114(4) Uani 1 d . . H3A H -1.0951(45) 0.7378(7) 1.3031(55) 0.171 Uiso 1 calc R . H3B H -1.0193(11) 0.6772(30) 1.3346(40) 0.171 Uiso 1 calc R . H3C H -1.1005(43) 0.6839(33) 1.2330(20) 0.171 Uiso 1 calc R . C4 C -0.9549(10) 0.7522(4) 1.1557(6) 0.084(3) Uani 1 d . . H4A H -1.0268(50) 0.7818(22) 1.1560(12) 0.125 Uiso 1 calc R . H4B H -0.9889(66) 0.7202(7) 1.1138(11) 0.125 Uiso 1 calc R . H4C H -0.8755(19) 0.7706(26) 1.1355(19) 0.125 Uiso 1 calc R . N2 N -0.6054(7) 0.6288(3) 1.3129(4) 0.069(2) Uani 1 d . . C5 C -0.4922(8) 0.6503(4) 1.3792(5) 0.062(2) Uani 1 d . . C6 C -0.3637(9) 0.6400(5) 1.3355(7) 0.086(3) Uani 1 d . . H6A H -0.3665(35) 0.6003(12) 1.3092(42) 0.129 Uiso 1 calc R . H6B H -0.2824(9) 0.6440(30) 1.3822(12) 0.129 Uiso 1 calc R . H6C H -0.3602(38) 0.6693(20) 1.2873(33) 0.129 Uiso 1 calc R . C7 C -0.4752(12) 0.6200(6) 1.4709(7) 0.103(3) Uani 1 d . . H7A H -0.3927(46) 0.6349(27) 1.5094(21) 0.155 Uiso 1 calc R . H7B H -0.4671(85) 0.5773(7) 1.4626(8) 0.155 Uiso 1 calc R . H7C H -0.5548(39) 0.6283(30) 1.5003(25) 0.155 Uiso 1 calc R . C8 C -0.5008(11) 0.7166(5) 1.4000(7) 0.096(3) Uani 1 d . . H8A H -0.4158(34) 0.7294(9) 1.4379(46) 0.144 Uiso 1 calc R . H8B H -0.5775(51) 0.7237(7) 1.4327(49) 0.144 Uiso 1 calc R . H8C H -0.5145(82) 0.7389(5) 1.3427(7) 0.144 Uiso 1 calc R . N3 N -0.8234(8) 0.5753(3) 1.2824(4) 0.066(2) Uani 1 d . . C9 C -0.8775(8) 0.5300(3) 1.3372(5) 0.057(2) Uani 1 d . . C10 C -1.0121(11) 0.5489(5) 1.3644(8) 0.099(4) Uani 1 d . . H10A H -0.9959(14) 0.5808(24) 1.4094(39) 0.148 Uiso 1 calc R . H10B H -1.0536(39) 0.5152(10) 1.3911(48) 0.148 Uiso 1 calc R . H10C H -1.0737(29) 0.5628(31) 1.3103(11) 0.148 Uiso 1 calc R . C11 C -0.9020(10) 0.4766(3) 1.2753(6) 0.073(2) Uani 1 d . . H11A H -0.9531(56) 0.4468(12) 1.3037(21) 0.109 Uiso 1 calc R . H11B H -0.8142(10) 0.4600(16) 1.2657(34) 0.109 Uiso 1 calc R . H11C H -0.9544(55) 0.4884(6) 1.2164(16) 0.109 Uiso 1 calc R . C12 C -0.7804(14) 0.5149(4) 1.4244(6) 0.104(4) Uani 1 d . . H12A H -0.8164(44) 0.4811(24) 1.4544(30) 0.156 Uiso 1 calc R . H12B H -0.7718(69) 0.5490(13) 1.4657(24) 0.156 Uiso 1 calc R . H12C H -0.6906(26) 0.5048(36) 1.4094(9) 0.156 Uiso 1 calc R . Li1 Li -0.8924(16) 0.6092(7) 1.1586(10) 0.073(4) Uani 1 d . . Li2 Li -0.6324(14) 0.5543(5) 1.2401(8) 0.055(3) Uani 1 d . . Li3 Li -0.6438(17) 0.6827(5) 1.1921(9) 0.068(4) Uani 1 d . . O1 O -1.0457(21) 0.5848(10) 1.0770(13) 0.092(4) Uani 0.50 d PDU 1 C13 C -1.0634(20) 0.5716(13) 0.9807(13) 0.109(4) Uani 0.50 d PDU 1 H13A H -0.9979(20) 0.5945(13) 0.9510(13) 0.131 Uiso 0.50 calc PR 1 H13B H -1.0477(20) 0.5290(13) 0.9712(13) 0.131 Uiso 0.50 calc PR 1 C14 C -1.1979(24) 0.5869(20) 0.9434(12) 0.099(4) Uani 0.50 d PDU 1 H14A H -1.2335(24) 0.5608(20) 0.8915(12) 0.119 Uiso 0.50 calc PR 1 H14B H -1.2031(24) 0.6284(20) 0.9223(12) 0.119 Uiso 0.50 calc PR 1 C15 C -1.2730(19) 0.5787(11) 1.0186(14) 0.089(4) Uani 0.50 d PDU 1 H15A H -1.3278(19) 0.6142(11) 1.0272(14) 0.107 Uiso 0.50 calc PR 1 H15B H -1.3347(19) 0.5442(11) 1.0076(14) 0.107 Uiso 0.50 calc PR 1 C16 C -1.1698(24) 0.5691(11) 1.0965(13) 0.091(4) Uani 0.50 d PDU 1 H16A H -1.1907(24) 0.5927(11) 1.1487(13) 0.109 Uiso 0.50 calc PR 1 H16B H -1.1685(24) 0.5269(11) 1.1140(13) 0.109 Uiso 0.50 calc PR 1 O1' O -1.0579(21) 0.6052(9) 1.0724(12) 0.085(4) Uani 0.50 d PDU 2 C13' C -1.0665(19) 0.6172(10) 0.9763(11) 0.085(4) Uani 0.50 d PDU 2 H13C H -1.0689(19) 0.6603(10) 0.9652(11) 0.102 Uiso 0.50 calc PR 2 H13D H -0.9863(19) 0.6005(10) 0.9533(11) 0.102 Uiso 0.50 calc PR 2 C14' C -1.1882(24) 0.5904(19) 0.9313(13) 0.097(4) Uani 0.50 d PDU 2 H14C H -1.1791(24) 0.5471(19) 0.9261(13) 0.117 Uiso 0.50 calc PR 2 H14D H -1.2191(24) 0.6077(19) 0.8702(13) 0.117 Uiso 0.50 calc PR 2 C15' C -1.2777(19) 0.6071(13) 0.9976(14) 0.104(5) Uani 0.50 d PDU 2 H15C H -1.3005(19) 0.6497(13) 0.9939(14) 0.125 Uiso 0.50 calc PR 2 H15D H -1.3629(19) 0.5836(13) 0.9890(14) 0.125 Uiso 0.50 calc PR 2 C16' C -1.1907(23) 0.5925(12) 1.0828(13) 0.095(4) Uani 0.50 d PDU 2 H16C H -1.2170(23) 0.6161(12) 1.1334(13) 0.114 Uiso 0.50 calc PR 2 H16D H -1.1996(23) 0.5501(12) 1.0970(13) 0.114 Uiso 0.50 calc PR 2 O2 O -0.5228(39) 0.4841(19) 1.2404(21) 0.068(4) Uani 0.50 d PDU 1 C17 C -0.5018(21) 0.4408(9) 1.3098(14) 0.074(4) Uani 0.50 d PDU 1 H17A H -0.5728(21) 0.4098(9) 1.2979(14) 0.089 Uiso 0.50 calc PR 1 H17B H -0.5072(21) 0.4589(9) 1.3698(14) 0.089 Uiso 0.50 calc PR 1 C18 C -0.3689(25) 0.4154(12) 1.3101(18) 0.084(5) Uani 0.50 d PDU 1 H18A H -0.2986(25) 0.4373(12) 1.3519(18) 0.101 Uiso 0.50 calc PR 1 H18B H -0.3672(25) 0.3735(12) 1.3290(18) 0.101 Uiso 0.50 calc PR 1 C19 C -0.3469(24) 0.4209(10) 1.2174(16) 0.080(5) Uani 0.50 d PDU 1 H19A H -0.2558(24) 0.4380(10) 1.2148(16) 0.096 Uiso 0.50 calc PR 1 H19B H -0.3531(24) 0.3819(10) 1.1871(16) 0.096 Uiso 0.50 calc PR 1 C20 C -0.4506(25) 0.4588(9) 1.1748(13) 0.073(4) Uani 0.50 d PDU 1 H20A H -0.5146(25) 0.4362(9) 1.1295(13) 0.088 Uiso 0.50 calc PR 1 H20B H -0.4097(25) 0.4905(9) 1.1420(13) 0.088 Uiso 0.50 calc PR 1 O2' O -0.5102(39) 0.4877(19) 1.2496(21) 0.070(4) Uani 0.50 d PDU 2 C17' C -0.4445(23) 0.4606(10) 1.3315(14) 0.084(5) Uani 0.50 d PDU 2 H17C H -0.4140(23) 0.4913(10) 1.3778(14) 0.101 Uiso 0.50 calc PR 2 H17D H -0.5093(23) 0.4342(10) 1.3560(14) 0.101 Uiso 0.50 calc PR 2 C18' C -0.3302(24) 0.4275(13) 1.3132(18) 0.082(5) Uani 0.50 d PDU 2 H18C H -0.2485(24) 0.4368(13) 1.3585(18) 0.099 Uiso 0.50 calc PR 2 H18D H -0.3488(24) 0.3847(13) 1.3156(18) 0.099 Uiso 0.50 calc PR 2 C19' C -0.3096(23) 0.4442(10) 1.2242(17) 0.079(4) Uani 0.50 d PDU 2 H19C H -0.2212(23) 0.4649(10) 1.2272(17) 0.095 Uiso 0.50 calc PR 2 H19D H -0.3082(23) 0.4087(10) 1.1854(17) 0.095 Uiso 0.50 calc PR 2 C20' C -0.4166(25) 0.4815(9) 1.1875(14) 0.072(4) Uani 0.50 d PDU 2 H20C H -0.4639(25) 0.4649(9) 1.1293(14) 0.087 Uiso 0.50 calc PR 2 H20D H -0.3798(25) 0.5207(9) 1.1748(14) 0.087 Uiso 0.50 calc PR 2 O3 O -0.5692(38) 0.7450(12) 1.1338(31) 0.100(6) Uani 0.45 d PDU 1 C21 C -0.4764(32) 0.7313(11) 1.0714(25) 0.107(6) Uani 0.45 d PDU 1 H21A H -0.4269(32) 0.6940(11) 1.0886(25) 0.128 Uiso 0.45 calc PR 1 H21B H -0.5253(32) 0.7279(11) 1.0081(25) 0.128 Uiso 0.45 calc PR 1 C22 C -0.3860(30) 0.7801(13) 1.0807(27) 0.107(6) Uani 0.45 d PDU 1 H22A H -0.3304(30) 0.7815(13) 1.0309(27) 0.128 Uiso 0.45 calc PR 1 H22B H -0.3252(30) 0.7800(13) 1.1404(27) 0.128 Uiso 0.45 calc PR 1 C23 C -0.4872(35) 0.8289(11) 1.0735(22) 0.109(6) Uani 0.45 d PDU 1 H23A H -0.4488(35) 0.8638(11) 1.1088(22) 0.130 Uiso 0.45 calc PR 1 H23B H -0.5161(35) 0.8406(11) 1.0090(22) 0.130 Uiso 0.45 calc PR 1 C24 C -0.5966(31) 0.8053(12) 1.1103(22) 0.107(6) Uani 0.45 d PDU 1 H24A H -0.6812(31) 0.8082(12) 1.0651(22) 0.128 Uiso 0.45 calc PR 1 H24B H -0.6099(31) 0.8279(12) 1.1653(22) 0.128 Uiso 0.45 calc PR 1 O3' O -0.5362(29) 0.7455(9) 1.1482(24) 0.094(5) Uani 0.55 d PDU 2 C21' C -0.4228(24) 0.7384(9) 1.1030(19) 0.101(6) Uani 0.55 d PDU 2 H21C H -0.3633(24) 0.7066(9) 1.1327(19) 0.121 Uiso 0.55 calc PR 2 H21D H -0.4542(24) 0.7270(9) 1.0387(19) 0.121 Uiso 0.55 calc PR 2 C22' C -0.3494(25) 0.7912(10) 1.1060(22) 0.103(6) Uani 0.55 d PDU 2 H22C H -0.3096(25) 0.7968(10) 1.0495(22) 0.124 Uiso 0.55 calc PR 2 H22D H -0.2753(25) 0.7921(10) 1.1592(22) 0.124 Uiso 0.55 calc PR 2 C23' C -0.4518(28) 0.8359(9) 1.1141(17) 0.104(5) Uani 0.55 d PDU 2 H23C H -0.4101(28) 0.8709(9) 1.1474(17) 0.125 Uiso 0.55 calc PR 2 H23D H -0.4987(28) 0.8484(9) 1.0532(17) 0.125 Uiso 0.55 calc PR 2 C24' C -0.5441(26) 0.8074(9) 1.1640(16) 0.102(5) Uani 0.55 d PDU 2 H24C H -0.6382(26) 0.8217(9) 1.1434(16) 0.123 Uiso 0.55 calc PR 2 H24D H -0.5191(26) 0.8160(9) 1.2300(16) 0.123 Uiso 0.55 calc PR 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 I1 0.0962(5) 0.0691(4) 0.0399(4) 0.0005(2) 0.0321(3) 0.0005(3) S1 0.0536(11) 0.0516(10) 0.0369(9) 0.0020(7) 0.0215(8) 0.0009(8) O1S 0.068(4) 0.075(3) 0.035(3) -0.007(2) 0.024(2) 0.002(3) N1 0.123(7) 0.072(4) 0.048(4) 0.012(3) 0.043(4) 0.042(4) C1 0.062(5) 0.061(5) 0.063(5) 0.008(4) 0.021(4) 0.005(4) C2 0.155(12) 0.069(6) 0.110(9) 0.000(6) 0.018(8) -0.013(7) C3 0.058(6) 0.171(11) 0.119(9) 0.067(8) 0.032(6) 0.015(7) C4 0.092(7) 0.080(6) 0.084(6) 0.036(5) 0.031(5) 0.028(5) N2 0.053(4) 0.105(5) 0.054(4) -0.031(4) 0.024(3) -0.013(4) C5 0.056(5) 0.078(5) 0.054(5) -0.004(4) 0.012(4) -0.006(4) C6 0.053(5) 0.125(8) 0.085(6) -0.007(6) 0.025(5) -0.007(5) C7 0.089(8) 0.141(9) 0.081(7) 0.032(7) 0.017(6) -0.001(7) C8 0.100(8) 0.111(8) 0.080(6) -0.026(6) 0.027(6) -0.039(6) N3 0.095(5) 0.071(4) 0.043(3) -0.010(3) 0.039(4) -0.029(4) C9 0.068(5) 0.059(4) 0.053(4) 0.010(3) 0.033(4) -0.005(4) C10 0.086(7) 0.101(7) 0.128(9) -0.027(6) 0.074(7) -0.030(6) C11 0.100(7) 0.050(4) 0.074(6) 0.008(4) 0.034(5) -0.004(4) C12 0.162(12) 0.080(6) 0.062(6) 0.024(5) -0.004(6) 0.008(7) Li1 0.074(10) 0.089(9) 0.060(8) 0.006(7) 0.023(7) 0.003(8) Li2 0.065(8) 0.059(7) 0.044(6) -0.003(5) 0.022(6) 0.010(6) Li3 0.109(12) 0.044(6) 0.064(8) -0.003(6) 0.050(8) -0.017(7) O1 0.088(6) 0.121(11) 0.064(5) 0.016(7) 0.000(5) 0.005(8) C13 0.101(6) 0.148(10) 0.075(6) -0.008(9) 0.004(6) 0.020(9) C14 0.103(7) 0.131(10) 0.061(6) 0.012(8) 0.002(5) 0.013(8) C15 0.091(6) 0.104(10) 0.067(8) 0.020(8) -0.003(5) 0.006(8) C16 0.098(8) 0.101(11) 0.067(6) 0.037(8) -0.005(5) -0.012(9) O1' 0.086(6) 0.111(11) 0.058(5) 0.018(6) 0.011(5) -0.003(8) C13' 0.095(7) 0.102(9) 0.058(6) 0.026(7) 0.012(5) 0.009(8) C14' 0.098(8) 0.127(10) 0.066(6) 0.004(8) 0.007(5) 0.016(8) C15' 0.090(6) 0.151(12) 0.071(9) 0.015(9) 0.009(6) 0.024(9) C16' 0.090(7) 0.127(12) 0.067(6) 0.030(8) 0.009(6) -0.014(9) O2 0.085(8) 0.075(7) 0.052(7) 0.010(6) 0.033(6) 0.019(6) C17 0.083(10) 0.068(9) 0.080(8) 0.022(7) 0.039(8) 0.006(7) C18 0.087(10) 0.087(9) 0.084(6) 0.028(7) 0.030(8) 0.017(8) C19 0.081(10) 0.088(10) 0.076(7) 0.005(8) 0.026(7) 0.022(8) C20 0.080(10) 0.088(10) 0.054(6) -0.007(7) 0.021(6) 0.022(8) O2' 0.091(8) 0.076(7) 0.050(7) 0.006(6) 0.034(6) 0.023(7) C17' 0.100(10) 0.092(10) 0.067(7) 0.022(7) 0.032(7) 0.030(8) C18' 0.075(11) 0.098(11) 0.078(7) 0.016(7) 0.023(8) 0.014(8) C19' 0.071(9) 0.094(11) 0.077(7) 0.010(8) 0.027(7) 0.011(7) C20' 0.079(9) 0.083(10) 0.063(7) 0.005(8) 0.034(7) 0.015(8) O3 0.130(13) 0.068(5) 0.122(12) -0.007(7) 0.084(11) -0.021(7) C21 0.139(15) 0.079(7) 0.124(13) -0.011(9) 0.089(11) -0.023(8) C22 0.125(12) 0.080(9) 0.134(13) -0.001(9) 0.080(11) -0.018(7) C23 0.138(13) 0.077(7) 0.129(14) 0.017(9) 0.078(12) -0.011(7) C24 0.124(13) 0.080(6) 0.134(13) 0.007(9) 0.074(11) -0.008(8) O3' 0.127(12) 0.066(4) 0.111(10) 0.006(6) 0.083(10) -0.017(6) C21' 0.120(13) 0.073(6) 0.130(13) -0.005(8) 0.083(10) -0.023(7) C22' 0.110(12) 0.085(8) 0.130(13) -0.006(9) 0.063(11) -0.027(7) C23' 0.128(12) 0.069(6) 0.132(13) -0.002(9) 0.072(11) -0.025(6) C24' 0.133(13) 0.070(5) 0.124(12) -0.004(9) 0.079(11) -0.017(7) _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 I1 Li3 2.850(12) . y I1 Li2 2.850(11) . y I1 Li1 2.852(15) . y S1 O1S 1.455(5) . y S1 N2 1.574(7) . y S1 N1 1.577(6) . y S1 N3 1.582(7) . y S1 Li3 2.619(12) . n S1 Li1 2.63(2) . n S1 Li2 2.645(11) . n N1 C1 1.454(10) . y N1 Li3 1.96(2) . y N1 Li1 2.15(2) . y C1 C2 1.497(13) . y C1 C4 1.524(11) . y C1 C3 1.536(12) . y N2 C5 1.455(10) . y N2 Li2 1.997(13) . y N2 Li3 2.151(15) . y C5 C7 1.509(12) . y C5 C6 1.538(11) . y C5 C8 1.539(13) . y N3 C9 1.463(9) . y N3 Li1 2.01(2) . y N3 Li2 2.145(14) . y C9 C11 1.515(11) . y C9 C10 1.519(12) . y C9 C12 1.525(12) . y Li1 O1 1.87(2) . y Li1 O1' 1.92(2) . y Li1 Li2 2.95(2) . n Li1 Li3 2.95(2) . n Li2 O2 1.93(3) . y Li2 O2' 1.93(3) . y Li2 Li3 2.99(2) . n Li3 O3 1.87(3) . y Li3 O3' 1.95(2) . y O1 C16 1.36(2) . y O1 C13 1.44(2) . y C13 C14 1.40(2) . y C14 C15 1.45(2) . y C15 C16 1.43(2) . y O1' C16' 1.38(2) . y O1' C13' 1.44(2) . y C13' C14' 1.42(2) . y C14' C15' 1.48(2) . y C15' C16' 1.45(2) . y O2 C17 1.41(2) . y O2 C20 1.42(2) . y C17 C18 1.44(2) . y C18 C19 1.43(2) . y C19 C20 1.41(2) . y O2' C20' 1.42(2) . y O2' C17' 1.42(2) . y C17' C18' 1.42(2) . y C18' C19' 1.42(2) . y C19' C20' 1.40(2) . y O3 C24 1.42(2) . y O3 C21 1.44(2) . y C21 C22 1.42(2) . y C22 C23 1.49(2) . y C23 C24 1.40(2) . y O3' C21' 1.41(2) . y O3' C24' 1.43(2) . y C21' C22' 1.40(2) . y C22' C23' 1.45(2) . y C23' C24' 1.42(2) . y 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 Li3 I1 Li2 63.3(3) . . y Li3 I1 Li1 62.4(4) . . y Li2 I1 Li1 62.2(4) . . y O1S S1 N2 115.2(3) . . y O1S S1 N1 115.6(3) . . y N2 S1 N1 102.9(4) . . y O1S S1 N3 115.2(3) . . y N2 S1 N3 102.3(4) . . y N1 S1 N3 103.9(4) . . y O1S S1 Li3 138.7(4) . . n N2 S1 Li3 55.2(5) . . n N1 S1 Li3 48.1(4) . . n N3 S1 Li3 106.1(3) . . n O1S S1 Li1 140.1(4) . . n N2 S1 Li1 104.5(4) . . n N1 S1 Li1 54.8(4) . . n N3 S1 Li1 49.6(4) . . n Li3 S1 Li1 68.5(5) . . n O1S S1 Li2 139.5(3) . . n N2 S1 Li2 48.8(4) . . n N1 S1 Li2 104.8(3) . . n N3 S1 Li2 54.2(4) . . n Li3 S1 Li2 69.2(4) . . n Li1 S1 Li2 67.9(4) . . n C1 N1 S1 124.3(5) . . y C1 N1 Li3 132.0(6) . . y S1 N1 Li3 95.0(5) . . y C1 N1 Li1 113.4(7) . . y S1 N1 Li1 88.4(5) . . y Li3 N1 Li1 91.8(6) . . y N1 C1 C2 112.2(8) . . y N1 C1 C4 105.9(6) . . y C2 C1 C4 110.0(7) . . y N1 C1 C3 114.0(8) . . y C2 C1 C3 107.1(8) . . y C4 C1 C3 107.4(8) . . y C5 N2 S1 124.8(5) . . y C5 N2 Li2 132.1(7) . . y S1 N2 Li2 94.8(5) . . y C5 N2 Li3 112.9(6) . . y S1 N2 Li3 87.9(5) . . y Li2 N2 Li3 92.2(5) . . y N2 C5 C7 114.9(8) . . y N2 C5 C6 105.6(6) . . y C7 C5 C6 109.3(8) . . y N2 C5 C8 113.6(8) . . y C7 C5 C8 105.3(8) . . y C6 C5 C8 108.0(8) . . y C9 N3 S1 124.3(5) . . y C9 N3 Li1 132.4(7) . . y S1 N3 Li1 93.5(5) . . y C9 N3 Li2 115.3(6) . . y S1 N3 Li2 89.1(5) . . y Li1 N3 Li2 90.3(6) . . y N3 C9 C11 105.1(6) . . y N3 C9 C10 111.5(7) . . y C11 C9 C10 108.9(7) . . y N3 C9 C12 113.0(8) . . y C11 C9 C12 110.7(7) . . y C10 C9 C12 107.5(8) . . y O1 Li1 N3 127.1(10) . . y O1' Li1 N3 136.4(10) . . y O1 Li1 N1 142.3(11) . . y O1' Li1 N1 128.6(10) . . y N3 Li1 N1 73.4(6) . . y O1 Li1 S1 153.8(10) . . n O1' Li1 S1 150.8(10) . . n N3 Li1 S1 36.9(3) . . n N1 Li1 S1 36.8(3) . . n O1 Li1 I1 102.6(9) . . y O1' Li1 I1 105.8(9) . . y N3 Li1 I1 105.6(6) . . y N1 Li1 I1 100.2(6) . . y S1 Li1 I1 102.5(5) . . n O1 Li1 Li2 135.3(10) . . n O1' Li1 Li2 148.9(10) . . n N3 Li1 Li2 46.7(4) . . n N1 Li1 Li2 82.3(6) . . n S1 Li1 Li2 56.3(4) . . n I1 Li1 Li2 58.9(4) . . n O1 Li1 Li3 147.9(10) . . n O1' Li1 Li3 138.0(9) . . n N3 Li1 Li3 84.7(6) . . n N1 Li1 Li3 41.5(4) . . n S1 Li1 Li3 55.6(4) . . n I1 Li1 Li3 58.8(4) . . n Li2 Li1 Li3 60.9(5) . . n O2 Li2 N2 132.0(17) . . y O2' Li2 N2 126.4(17) . . y O2 Li2 N3 135.1(14) . . y O2' Li2 N3 136.7(13) . . y N2 Li2 N3 72.7(4) . . y O2 Li2 S1 152.8(10) . . n O2' Li2 S1 149.0(11) . . n N2 Li2 S1 36.4(3) . . n N3 Li2 S1 36.7(2) . . n O2 Li2 I1 105.0(9) . . y O2' Li2 I1 108.2(9) . . y N2 Li2 I1 104.2(5) . . y N3 Li2 I1 101.9(5) . . y S1 Li2 I1 102.2(4) . . n O2 Li2 Li1 143.8(17) . . n O2' Li2 Li1 149.4(17) . . n N2 Li2 Li1 84.2(5) . . n N3 Li2 Li1 43.0(4) . . n S1 Li2 Li1 55.8(4) . . n I1 Li2 Li1 58.9(4) . . n O2 Li2 Li3 143.4(14) . . n O2' Li2 Li3 141.1(15) . . n N2 Li2 Li3 46.0(4) . . n N3 Li2 Li3 81.5(5) . . n S1 Li2 Li3 55.0(3) . . n I1 Li2 Li3 58.4(3) . . n Li1 Li2 Li3 59.7(5) . . n O3 Li3 N1 128.1(12) . . y O3' Li3 N1 133.5(10) . . y O3 Li3 N2 141.6(18) . . y O3' Li3 N2 131.1(14) . . y N1 Li3 N2 73.5(5) . . y O3 Li3 S1 154.0(13) . . n O3' Li3 S1 150.3(12) . . n N1 Li3 S1 36.9(3) . . n N2 Li3 S1 36.9(2) . . n O3 Li3 I1 102.4(14) . . y O3' Li3 I1 106.6(10) . . y N1 Li3 I1 105.5(6) . . y N2 Li3 I1 100.2(5) . . y S1 Li3 I1 102.9(4) . . n O3 Li3 Li1 136.9(17) . . n O3' Li3 Li1 147.3(13) . . n N1 Li3 Li1 46.7(5) . . n N2 Li3 Li1 81.5(5) . . n S1 Li3 Li1 56.0(4) . . n I1 Li3 Li1 58.8(4) . . n O3 Li3 Li2 147.3(12) . . n O3' Li3 Li2 141.8(11) . . n N1 Li3 Li2 84.3(5) . . n N2 Li3 Li2 41.9(3) . . n S1 Li3 Li2 55.8(3) . . n I1 Li3 Li2 58.4(3) . . n Li1 Li3 Li2 59.4(4) . . n C16 O1 C13 100.7(12) . . y C16 O1 Li1 127.7(15) . . y C13 O1 Li1 131.3(16) . . y C14 C13 O1 107.2(13) . . y C13 C14 C15 103.8(12) . . y C16 C15 C14 104.5(11) . . y O1 C16 C15 110.1(11) . . y C16' O1' C13' 104.0(11) . . y C16' O1' Li1 131.8(14) . . y C13' O1' Li1 124.2(14) . . y C14' C13' O1' 107.3(13) . . y C13' C14' C15' 97.7(14) . . y C16' C15' C14' 100.6(13) . . y O1' C16' C15' 107.6(11) . . y C17 O2 C20 100.8(15) . . y C17 O2 Li2 126.3(14) . . y C20 O2 Li2 132.8(15) . . y O2 C17 C18 107.9(13) . . y C19 C18 C17 104.1(11) . . y C20 C19 C18 105.7(10) . . y C19 C20 O2 110.6(11) . . y C20' O2' C17' 104.7(12) . . y C20' O2' Li2 120.1(18) . . y C17' O2' Li2 126.7(19) . . y C18' C17' O2' 109.6(11) . . y C19' C18' C17' 106.0(10) . . y C20' C19' C18' 108.0(10) . . y C19' C20' O2' 110.1(10) . . y C24 O3 C21 99.5(14) . . y C24 O3 Li3 139.7(18) . . y C21 O3 Li3 118.5(17) . . y C22 C21 O3 103.3(14) . . y C21 C22 C23 99.3(13) . . y C24 C23 C22 104.2(11) . . y C23 C24 O3 109.4(12) . . y C21' O3' C24' 105.0(10) . . y C21' O3' Li3 126.8(14) . . y C24' O3' Li3 127.8(14) . . y C22' C21' O3' 110.0(11) . . y C21' C22' C23' 103.3(11) . . y C24' C23' C22' 104.2(11) . . y C23' C24' O3' 107.7(10) . . y _refine_diff_density_max 1.305 _refine_diff_density_min -1.535 _refine_diff_density_rms .117