# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5543_0m #TrackingRef 'web_deposit_cif_file_0_Wen-huanHuang_1352189072.1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C192 H Mn12 N8 O88' _chemical_formula_weight 4486.29 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' Mn Mn 0.3368 0.7283 '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 ? _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 12.5497(12) _cell_length_b 21.783(2) _cell_length_c 17.7472(16) _cell_angle_alpha 90.00 _cell_angle_beta 97.507(2) _cell_angle_gamma 90.00 _cell_volume 4810.0(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2213 _exptl_absorpt_coefficient_mu 0.862 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29376 _diffrn_reflns_av_R_equivalents 0.1181 _diffrn_reflns_av_sigmaI/netI 0.2103 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 28.70 _reflns_number_total 11870 _reflns_number_gt 4504 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0830P)^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 11870 _refine_ls_number_parameters 684 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.2123 _refine_ls_R_factor_gt 0.0692 _refine_ls_wR_factor_ref 0.2293 _refine_ls_wR_factor_gt 0.1491 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.036 _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 O4W O -0.1830(4) 0.0408(2) 1.5408(3) 0.0522(14) Uani 1 1 d . . . H4WA H -0.2131 0.0649 1.5665 0.078 Uiso 1 1 calc R . . Mn1 Mn 0.52747(9) 0.37062(5) 0.97061(6) 0.0330(3) Uani 1 1 d . . . Mn2 Mn -0.09004(8) 0.09418(4) 1.46016(5) 0.0298(3) Uani 1 1 d . . . Mn3 Mn 0.17232(8) 0.15401(5) 1.53271(6) 0.0316(3) Uani 1 1 d . . . O4 O 0.1826(4) 0.1127(2) 1.4225(2) 0.0436(13) Uani 1 1 d . . . O5 O 0.0093(4) 0.1140(2) 1.3740(2) 0.0420(13) Uani 1 1 d . . . O3 O 0.2021(4) 0.0771(2) 1.0670(2) 0.0380(12) Uani 1 1 d . . . O6 O 0.5017(4) 0.05839(19) 0.9339(2) 0.0343(11) Uani 1 1 d . . . O13 O 0.7590(4) 0.3874(3) 0.8970(3) 0.0543(15) Uani 1 1 d . . . O12 O 0.5834(4) 0.3978(2) 0.8701(3) 0.0506(14) Uani 1 1 d . . . O7 O 0.4979(4) 0.1084(3) 0.5823(3) 0.0580(16) Uani 1 1 d . . . O8 O 0.6359(5) 0.0476(2) 0.6021(3) 0.0592(16) Uani 1 1 d . . . O1W O 0.3913(4) 0.4260(2) 0.9323(3) 0.0509(14) Uani 1 1 d D . . H1WA H 0.4105 0.4616 0.9276 0.076 Uiso 1 1 calc RD . . O1 O 0.4488(4) 0.2869(2) 0.9531(3) 0.0514(15) Uani 1 1 d . . . O2W O 0.6724(4) 0.3237(3) 1.0173(3) 0.0638(17) Uani 1 1 d D . . H2WA H 0.6710 0.3172 1.0626 0.096 Uiso 1 1 calc RD . . O16 O 1.0891(5) 0.5010(2) 0.0817(3) 0.0623(17) Uani 1 1 d . . . O10 O 0.8917(4) 0.1909(2) 0.4908(3) 0.0412(12) Uani 1 1 d . . . O9 O 1.0601(4) 0.22172(19) 0.4873(3) 0.0419(13) Uani 1 1 d . . . O15 O 1.0349(4) 0.4048(2) 0.0607(2) 0.0346(11) Uani 1 1 d . . . O3W O 0.2792(4) 0.0760(2) 1.5775(2) 0.0434(13) Uani 1 1 d . . . H3WA H 0.3423 0.0861 1.5782 0.065 Uiso 1 1 calc R . . O2 O 0.3138(4) 0.2971(2) 1.0216(3) 0.0507(14) Uani 1 1 d . . . O17 O 0.1760(4) 0.1928(2) 1.6465(3) 0.0556(15) Uani 1 1 d . . . O11 O 0.7144(4) 0.3994(2) 0.5364(2) 0.0404(12) Uani 1 1 d . . . O14 O 1.0262(4) 0.4434(2) 0.4183(2) 0.0406(13) Uani 1 1 d . . . N1 N 0.0903(5) 0.2269(3) 1.7422(3) 0.0427(16) Uani 1 1 d . . . C25 C 0.9918(5) 0.3395(3) 0.4537(3) 0.0296(16) Uani 1 1 d . . . H25A H 1.0554 0.3270 0.4367 0.036 Uiso 1 1 calc R . . C7 C 0.2836(5) 0.1064(3) 1.0347(3) 0.0303(16) Uani 1 1 d . . . C23 C 0.9266(5) 0.2974(3) 0.4838(3) 0.0271(15) Uani 1 1 d . . . C28 C 0.8085(5) 0.3774(3) 0.5095(3) 0.0296(16) Uani 1 1 d . . . C13 C 0.1384(5) 0.1050(3) 1.2884(3) 0.0292(16) Uani 1 1 d . . . C26 C 0.9613(6) 0.3999(3) 0.4494(3) 0.0328(17) Uani 1 1 d . . . C34 C 0.6855(5) 0.3950(3) 0.7676(4) 0.0297(16) Uani 1 1 d . . . C4 C 0.4409(5) 0.1596(3) 0.9620(4) 0.0341(17) Uani 1 1 d . . . H4A H 0.4968 0.1774 0.9400 0.041 Uiso 1 1 calc R . . C8 C 0.1851(6) 0.0916(3) 1.1409(4) 0.0322(16) Uani 1 1 d . . . C15 C 0.5143(5) 0.0651(3) 0.8579(3) 0.0277(15) Uani 1 1 d . . . C24 C 0.8328(6) 0.3157(3) 0.5103(3) 0.0323(17) Uani 1 1 d . . . H24A H 0.7872 0.2871 0.5282 0.039 Uiso 1 1 calc R . . C2 C 0.3679(5) 0.1962(3) 0.9934(3) 0.0293(16) Uani 1 1 d . . . C19 C 0.4552(6) 0.0958(3) 0.7317(4) 0.0383(18) Uani 1 1 d . . . H19A H 0.4040 0.1150 0.6969 0.046 Uiso 1 1 calc R . . C38 C 0.9634(6) 0.4153(3) 0.2133(4) 0.0373(18) Uani 1 1 d . . . H38A H 0.9111 0.3972 0.1783 0.045 Uiso 1 1 calc R . . C31 C 0.7792(5) 0.3741(3) 0.7423(4) 0.0351(17) Uani 1 1 d . . . H31A H 0.8349 0.3598 0.7777 0.042 Uiso 1 1 calc R . . C10 C 0.0597(5) 0.0853(3) 1.2305(4) 0.0364(17) Uani 1 1 d . . . H10A H -0.0093 0.0770 1.2415 0.044 Uiso 1 1 calc R . . C36 C 1.0324(6) 0.4388(3) 0.3408(3) 0.0316(17) Uani 1 1 d . . . C14 C 0.1070(6) 0.1111(3) 1.3678(4) 0.0326(16) Uani 1 1 d . . . C5 C 0.4301(5) 0.0963(3) 0.9637(3) 0.0311(16) Uani 1 1 d . . . C22 C 0.9618(5) 0.2318(3) 0.4878(4) 0.0310(16) Uani 1 1 d . . . C18 C 0.4372(5) 0.0915(3) 0.8064(4) 0.0349(17) Uani 1 1 d . . . H18A H 0.3738 0.1063 0.8215 0.042 Uiso 1 1 calc R . . C41 C 1.0522(6) 0.4431(3) 0.1878(3) 0.0288(16) Uani 1 1 d . . . C42 C 1.0570(5) 0.4503(3) 0.1044(4) 0.0347(17) Uani 1 1 d . . . C35 C 0.6756(6) 0.3937(3) 0.8506(4) 0.0316(16) Uani 1 1 d . . . C11 C 0.2633(6) 0.1115(3) 1.1958(4) 0.0419(19) Uani 1 1 d . . . H11A H 0.3318 0.1201 1.1842 0.050 Uiso 1 1 calc R . . C37 C 0.9516(6) 0.4140(3) 0.2894(4) 0.0380(18) Uani 1 1 d . . . H37A H 0.8908 0.3969 0.3058 0.046 Uiso 1 1 calc R . . C39 C 1.1243(6) 0.4639(3) 0.3180(4) 0.0397(18) Uani 1 1 d . . . H39A H 1.1791 0.4785 0.3538 0.048 Uiso 1 1 calc R . . C9 C 0.0830(6) 0.0780(3) 1.1569(4) 0.0365(17) Uani 1 1 d . . . H9A H 0.0306 0.0642 1.1187 0.044 Uiso 1 1 calc R . . C33 C 0.6035(5) 0.4164(3) 0.7139(4) 0.0357(17) Uani 1 1 d . . . H33A H 0.5396 0.4303 0.7291 0.043 Uiso 1 1 calc R . . C16 C 0.6076(6) 0.0424(3) 0.8349(4) 0.0387(18) Uani 1 1 d . . . H16A H 0.6610 0.0256 0.8701 0.046 Uiso 1 1 calc R . . C12 C 0.2395(6) 0.1188(3) 1.2698(4) 0.0386(18) Uani 1 1 d . . . H12A H 0.2924 0.1331 1.3073 0.046 Uiso 1 1 calc R . . C1 C 0.3764(6) 0.2659(3) 0.9890(4) 0.0380(18) Uani 1 1 d . . . C40 C 1.1337(6) 0.4669(3) 0.2413(4) 0.0364(17) Uani 1 1 d . . . H40A H 1.1942 0.4848 0.2253 0.044 Uiso 1 1 calc R . . C20 C 0.5466(6) 0.0727(3) 0.7071(3) 0.0311(16) Uani 1 1 d . . . C17 C 0.6204(6) 0.0449(3) 0.7593(4) 0.0357(17) Uani 1 1 d . . . H17A H 0.6810 0.0272 0.7433 0.043 Uiso 1 1 calc R . . C21 C 0.5623(6) 0.0760(3) 0.6256(4) 0.0377(18) Uani 1 1 d . . . C43 C 0.0935(7) 0.2116(3) 1.6714(4) 0.053(2) Uani 1 1 d . . . H43A H 0.0306 0.2149 1.6376 0.063 Uiso 1 1 calc R . . C27 C 0.8697(6) 0.4205(3) 0.4775(3) 0.0369(18) Uani 1 1 d . . . H27A H 0.8502 0.4617 0.4749 0.044 Uiso 1 1 calc R . . C3 C 0.2887(5) 0.1697(3) 1.0321(3) 0.0359(18) Uani 1 1 d . . . H3A H 0.2413 0.1939 1.0551 0.043 Uiso 1 1 calc R . . C45 C -0.0122(6) 0.2457(3) 1.7673(4) 0.054(2) Uani 1 1 d . . . H45A H -0.0659 0.2501 1.7238 0.082 Uiso 1 1 calc R . . H45B H -0.0028 0.2842 1.7936 0.082 Uiso 1 1 calc R . . H45C H -0.0348 0.2151 1.8008 0.082 Uiso 1 1 calc R . . C44 C 0.1803(7) 0.2179(4) 1.7997(4) 0.062(2) Uani 1 1 d . . . H44A H 0.2417 0.2055 1.7764 0.093 Uiso 1 1 calc R . . H44B H 0.1634 0.1867 1.8344 0.093 Uiso 1 1 calc R . . H44C H 0.1961 0.2557 1.8269 0.093 Uiso 1 1 calc R . . C30 C 0.7921(5) 0.3739(3) 0.6662(4) 0.0348(17) Uani 1 1 d . . . H30A H 0.8552 0.3592 0.6505 0.042 Uiso 1 1 calc R . . C29 C 0.7103(5) 0.3955(3) 0.6140(4) 0.0320(16) Uani 1 1 d . . . C32 C 0.6169(6) 0.4170(3) 0.6380(4) 0.0414(19) Uani 1 1 d . . . H32A H 0.5622 0.4322 0.6024 0.050 Uiso 1 1 calc R . . C6 C 0.3528(5) 0.0695(3) 1.0001(3) 0.0320(16) Uani 1 1 d . . . H6A H 0.3466 0.0270 1.0016 0.038 Uiso 1 1 calc R . . O18 O 0.7131(6) 0.2088(4) 0.6642(4) 0.098(3) Uani 1 1 d . . . N2 N 0.5991(6) 0.2386(3) 0.7451(5) 0.070(2) Uani 1 1 d . . . C46 C 0.6282(11) 0.2295(5) 0.6785(6) 0.103(4) Uani 1 1 d . . . H46A H 0.5784 0.2400 0.6371 0.123 Uiso 1 1 calc R . . C48 C 0.4972(10) 0.2611(4) 0.7590(6) 0.108(4) Uani 1 1 d . . . H48A H 0.4548 0.2711 0.7115 0.162 Uiso 1 1 calc R . . H48B H 0.5069 0.2973 0.7901 0.162 Uiso 1 1 calc R . . H48C H 0.4609 0.2303 0.7847 0.162 Uiso 1 1 calc R . . C47 C 0.6742(9) 0.2216(5) 0.8135(6) 0.101(4) Uani 1 1 d . . . H47A H 0.7403 0.2069 0.7983 0.151 Uiso 1 1 calc R . . H47B H 0.6426 0.1900 0.8409 0.151 Uiso 1 1 calc R . . H47C H 0.6884 0.2570 0.8455 0.151 Uiso 1 1 calc R . . H1WB H 0.327(2) 0.4167(16) 0.921(3) 0.012(16) Uiso 1 1 d D . . H2WB H 0.731(4) 0.314(4) 1.000(2) 0.11(4) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O4W 0.045(3) 0.058(3) 0.059(3) 0.010(3) 0.026(3) 0.008(3) Mn1 0.0380(7) 0.0337(6) 0.0297(6) 0.0007(5) 0.0141(5) -0.0005(5) Mn2 0.0312(6) 0.0321(6) 0.0282(6) 0.0003(5) 0.0114(4) 0.0006(5) Mn3 0.0335(6) 0.0314(6) 0.0322(6) -0.0019(5) 0.0131(5) -0.0012(5) O4 0.027(3) 0.076(4) 0.028(3) -0.001(3) 0.003(2) 0.010(3) O5 0.034(3) 0.066(4) 0.030(3) 0.003(2) 0.017(2) -0.004(3) O3 0.051(3) 0.038(3) 0.031(3) -0.011(2) 0.025(2) -0.018(2) O6 0.044(3) 0.034(3) 0.027(3) 0.003(2) 0.014(2) 0.014(2) O13 0.043(3) 0.088(4) 0.032(3) -0.001(3) 0.003(2) -0.012(3) O12 0.039(3) 0.081(4) 0.035(3) 0.018(3) 0.020(2) 0.009(3) O7 0.055(4) 0.089(4) 0.032(3) 0.012(3) 0.013(3) -0.001(3) O8 0.073(4) 0.053(4) 0.060(4) -0.004(3) 0.042(3) 0.010(3) O1W 0.023(3) 0.050(3) 0.082(4) 0.015(3) 0.016(3) -0.005(3) O1 0.066(4) 0.035(3) 0.062(4) -0.001(3) 0.040(3) -0.009(3) O2W 0.045(4) 0.089(4) 0.065(4) 0.036(3) 0.031(3) 0.022(3) O16 0.102(5) 0.037(3) 0.051(4) 0.010(3) 0.023(3) -0.008(3) O10 0.042(3) 0.030(3) 0.055(3) -0.003(2) 0.018(2) -0.006(2) O9 0.040(3) 0.027(3) 0.061(3) 0.007(2) 0.015(3) 0.002(2) O15 0.039(3) 0.037(3) 0.029(3) -0.003(2) 0.009(2) 0.011(2) O3W 0.035(3) 0.056(3) 0.040(3) 0.006(2) 0.008(2) -0.004(3) O2 0.045(3) 0.034(3) 0.078(4) 0.000(3) 0.027(3) 0.009(3) O17 0.058(4) 0.065(4) 0.048(3) -0.020(3) 0.024(3) -0.009(3) O11 0.042(3) 0.050(3) 0.031(3) 0.003(2) 0.014(2) 0.019(3) O14 0.064(4) 0.032(3) 0.029(3) -0.001(2) 0.016(2) -0.008(3) N1 0.054(4) 0.045(4) 0.031(4) -0.007(3) 0.013(3) 0.004(3) C25 0.036(4) 0.029(4) 0.026(4) -0.001(3) 0.012(3) 0.008(3) C7 0.040(4) 0.031(4) 0.022(3) 0.003(3) 0.011(3) -0.009(3) C23 0.039(4) 0.023(4) 0.020(3) -0.008(3) 0.008(3) 0.004(3) C28 0.032(4) 0.040(4) 0.019(3) -0.001(3) 0.010(3) 0.007(3) C13 0.037(4) 0.026(4) 0.026(4) 0.005(3) 0.011(3) 0.000(3) C26 0.048(5) 0.034(4) 0.018(3) 0.004(3) 0.010(3) -0.005(4) C34 0.032(4) 0.028(4) 0.031(4) 0.008(3) 0.010(3) 0.002(3) C4 0.031(4) 0.042(4) 0.032(4) -0.001(3) 0.012(3) 0.001(3) C8 0.039(4) 0.033(4) 0.028(4) 0.001(3) 0.017(3) -0.005(3) C15 0.030(4) 0.026(4) 0.028(4) 0.000(3) 0.008(3) 0.002(3) C24 0.049(5) 0.020(4) 0.030(4) 0.002(3) 0.015(3) 0.004(3) C2 0.029(4) 0.037(4) 0.024(4) 0.001(3) 0.010(3) -0.005(3) C19 0.042(5) 0.042(4) 0.031(4) 0.004(3) 0.003(3) 0.009(4) C38 0.041(4) 0.041(4) 0.030(4) -0.001(3) 0.008(3) -0.006(4) C31 0.030(4) 0.043(4) 0.033(4) 0.001(3) 0.002(3) 0.006(3) C10 0.029(4) 0.048(5) 0.036(4) -0.002(3) 0.018(3) -0.003(4) C36 0.053(5) 0.021(4) 0.022(4) 0.002(3) 0.012(3) 0.002(3) C14 0.037(4) 0.031(4) 0.032(4) 0.007(3) 0.013(3) -0.001(3) C5 0.041(4) 0.027(4) 0.026(4) -0.001(3) 0.010(3) 0.004(3) C22 0.027(4) 0.035(4) 0.032(4) -0.005(3) 0.008(3) 0.005(3) C18 0.029(4) 0.045(4) 0.033(4) -0.011(3) 0.014(3) 0.007(3) C41 0.043(4) 0.022(4) 0.023(4) 0.002(3) 0.011(3) 0.000(3) C42 0.032(4) 0.031(4) 0.043(4) 0.001(4) 0.012(3) 0.010(3) C35 0.034(4) 0.024(4) 0.038(4) 0.002(3) 0.010(3) -0.005(3) C11 0.035(4) 0.065(5) 0.029(4) -0.003(4) 0.016(3) -0.013(4) C37 0.043(5) 0.038(4) 0.035(4) 0.000(3) 0.012(3) -0.010(4) C39 0.048(5) 0.039(4) 0.031(4) 0.002(3) 0.002(3) -0.003(4) C9 0.041(4) 0.041(4) 0.027(4) -0.002(3) 0.001(3) -0.012(4) C33 0.024(4) 0.050(5) 0.036(4) 0.005(3) 0.014(3) 0.014(3) C16 0.032(4) 0.047(5) 0.039(4) 0.014(4) 0.012(3) 0.018(4) C12 0.040(4) 0.054(5) 0.023(4) -0.006(3) 0.007(3) -0.010(4) C1 0.043(5) 0.039(4) 0.034(4) 0.002(3) 0.011(3) 0.003(4) C40 0.038(4) 0.042(4) 0.031(4) 0.000(3) 0.009(3) -0.003(4) C20 0.038(4) 0.032(4) 0.025(4) 0.000(3) 0.013(3) 0.005(3) C17 0.035(4) 0.035(4) 0.041(4) -0.001(3) 0.019(3) 0.011(3) C21 0.047(5) 0.038(4) 0.031(4) -0.004(3) 0.015(4) -0.004(4) C43 0.058(6) 0.059(6) 0.042(5) -0.021(4) 0.013(4) -0.009(5) C27 0.053(5) 0.033(4) 0.024(4) 0.002(3) 0.005(3) 0.012(4) C3 0.035(4) 0.046(5) 0.029(4) 0.000(3) 0.014(3) 0.001(3) C45 0.057(6) 0.057(5) 0.052(5) -0.007(4) 0.017(4) 0.010(4) C44 0.065(6) 0.077(6) 0.045(5) -0.008(5) 0.014(5) -0.009(5) C30 0.026(4) 0.053(5) 0.028(4) 0.004(3) 0.009(3) 0.009(3) C29 0.036(4) 0.035(4) 0.026(4) 0.005(3) 0.012(3) 0.007(3) C32 0.039(4) 0.055(5) 0.031(4) 0.008(4) 0.006(3) 0.011(4) C6 0.045(4) 0.026(4) 0.027(4) 0.001(3) 0.012(3) -0.001(3) O18 0.090(6) 0.132(7) 0.080(5) -0.052(5) 0.037(4) -0.018(5) N2 0.068(6) 0.051(5) 0.096(7) -0.020(5) 0.034(5) -0.012(4) C46 0.143(13) 0.097(9) 0.075(8) -0.038(7) 0.042(8) -0.042(9) C48 0.128(11) 0.080(8) 0.129(10) -0.033(7) 0.067(9) -0.026(8) C47 0.124(11) 0.102(9) 0.076(8) 0.007(7) 0.010(7) 0.004(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 O4W Mn2 2.280(5) . ? O4W H4WA 0.8200 . ? Mn1 O1 2.078(5) . ? Mn1 O12 2.086(4) . ? Mn1 O7 2.113(5) 4_566 ? Mn1 O1W 2.130(5) . ? Mn1 O2W 2.155(5) . ? Mn2 O13 2.110(5) 4_466 ? Mn2 O5 2.140(4) . ? Mn2 O16 2.162(5) 2_646 ? Mn2 O10 2.195(5) 1_456 ? Mn2 O15 2.216(5) 4_467 ? Mn3 O2 2.101(5) 4_566 ? Mn3 O9 2.124(5) 1_456 ? Mn3 O4 2.172(5) . ? Mn3 O17 2.184(5) . ? Mn3 O3W 2.245(5) . ? Mn3 O15 2.256(4) 4_467 ? O4 C14 1.266(8) . ? O5 C14 1.246(8) . ? O3 C7 1.390(7) . ? O3 C8 1.392(7) . ? O6 C5 1.375(7) . ? O6 C15 1.386(7) . ? O13 C35 1.251(8) . ? O13 Mn2 2.110(5) 4_665 ? O12 C35 1.253(8) . ? O7 C21 1.257(8) . ? O7 Mn1 2.113(5) 4_565 ? O8 C21 1.229(8) . ? O1W H1WA 0.8200 . ? O1W H1WB 0.827(17) . ? O1 C1 1.262(8) . ? O2W H2WA 0.8200 . ? O2W H2WB 0.858(19) . ? O16 C42 1.259(8) . ? O16 Mn2 2.162(5) 2_656 ? O10 C22 1.257(7) . ? O10 Mn2 2.195(5) 1_654 ? O9 C22 1.255(7) . ? O9 Mn3 2.124(5) 1_654 ? O15 C42 1.266(7) . ? O15 Mn2 2.216(4) 4_664 ? O15 Mn3 2.256(4) 4_664 ? O3W H3WA 0.8200 . ? O2 C1 1.239(8) . ? O2 Mn3 2.101(5) 4_565 ? O17 C43 1.247(9) . ? O11 C29 1.386(7) . ? O11 C28 1.415(7) . ? O14 C36 1.391(7) . ? O14 C26 1.408(7) . ? N1 C43 1.305(8) . ? N1 C44 1.434(10) . ? N1 C45 1.473(9) . ? C25 C26 1.371(8) . ? C25 C23 1.382(8) . ? C25 H25A 0.9300 . ? C7 C3 1.382(9) . ? C7 C6 1.384(9) . ? C23 C24 1.382(9) . ? C23 C22 1.494(8) . ? C28 C24 1.379(8) . ? C28 C27 1.381(9) . ? C13 C12 1.385(9) . ? C13 C10 1.397(9) . ? C13 C14 1.518(8) . ? C26 C27 1.386(9) . ? C34 C33 1.387(9) . ? C34 C31 1.389(8) . ? C34 C35 1.496(9) . ? C4 C2 1.384(8) . ? C4 C5 1.388(8) . ? C4 H4A 0.9300 . ? C8 C11 1.361(9) . ? C8 C9 1.379(9) . ? C15 C18 1.369(9) . ? C15 C16 1.382(8) . ? C24 H24A 0.9300 . ? C2 C3 1.404(8) . ? C2 C1 1.524(9) . ? C19 C18 1.375(8) . ? C19 C20 1.376(9) . ? C19 H19A 0.9300 . ? C38 C37 1.378(9) . ? C38 C41 1.396(9) . ? C38 H38A 0.9300 . ? C31 C30 1.382(8) . ? C31 H31A 0.9300 . ? C10 C9 1.385(8) . ? C10 H10A 0.9300 . ? C36 C37 1.382(9) . ? C36 C39 1.384(9) . ? C5 C6 1.365(8) . ? C18 H18A 0.9300 . ? C41 C40 1.401(9) . ? C41 C42 1.498(9) . ? C11 C12 1.392(8) . ? C11 H11A 0.9300 . ? C37 H37A 0.9300 . ? C39 C40 1.382(8) . ? C39 H39A 0.9300 . ? C9 H9A 0.9300 . ? C33 C32 1.380(8) . ? C33 H33A 0.9300 . ? C16 C17 1.372(9) . ? C16 H16A 0.9300 . ? C12 H12A 0.9300 . ? C40 H40A 0.9300 . ? C20 C17 1.363(9) . ? C20 C21 1.487(8) . ? C17 H17A 0.9300 . ? C43 H43A 0.9300 . ? C27 H27A 0.9300 . ? C3 H3A 0.9300 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C30 C29 1.373(9) . ? C30 H30A 0.9300 . ? C29 C32 1.381(9) . ? C32 H32A 0.9300 . ? C6 H6A 0.9300 . ? O18 C46 1.214(13) . ? N2 C46 1.296(11) . ? N2 C48 1.422(12) . ? N2 C47 1.483(12) . ? C46 H46A 0.9300 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? 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 Mn2 O4W H4WA 109.5 . . ? O1 Mn1 O12 109.1(2) . . ? O1 Mn1 O7 101.1(2) . 4_566 ? O12 Mn1 O7 149.3(2) . 4_566 ? O1 Mn1 O1W 95.9(2) . . ? O12 Mn1 O1W 84.96(19) . . ? O7 Mn1 O1W 86.8(2) 4_566 . ? O1 Mn1 O2W 90.1(2) . . ? O12 Mn1 O2W 95.83(19) . . ? O7 Mn1 O2W 89.1(2) 4_566 . ? O1W Mn1 O2W 173.3(2) . . ? O13 Mn2 O5 98.52(19) 4_466 . ? O13 Mn2 O16 92.3(2) 4_466 2_646 ? O5 Mn2 O16 85.0(2) . 2_646 ? O13 Mn2 O10 80.4(2) 4_466 1_456 ? O5 Mn2 O10 94.17(18) . 1_456 ? O16 Mn2 O10 172.5(2) 2_646 1_456 ? O13 Mn2 O15 156.57(18) 4_466 4_467 ? O5 Mn2 O15 99.03(17) . 4_467 ? O16 Mn2 O15 104.5(2) 2_646 4_467 ? O10 Mn2 O15 82.92(17) 1_456 4_467 ? O13 Mn2 O4W 86.18(19) 4_466 . ? O5 Mn2 O4W 160.96(19) . . ? O16 Mn2 O4W 76.3(2) 2_646 . ? O10 Mn2 O4W 104.82(18) 1_456 . ? O15 Mn2 O4W 82.26(17) 4_467 . ? O2 Mn3 O9 98.00(19) 4_566 1_456 ? O2 Mn3 O4 88.57(19) 4_566 . ? O9 Mn3 O4 93.46(18) 1_456 . ? O2 Mn3 O17 88.6(2) 4_566 . ? O9 Mn3 O17 90.8(2) 1_456 . ? O4 Mn3 O17 175.1(2) . . ? O2 Mn3 O3W 86.77(18) 4_566 . ? O9 Mn3 O3W 174.73(18) 1_456 . ? O4 Mn3 O3W 84.38(17) . . ? O17 Mn3 O3W 91.52(19) . . ? O2 Mn3 O15 171.18(19) 4_566 4_467 ? O9 Mn3 O15 89.42(18) 1_456 4_467 ? O4 Mn3 O15 95.76(17) . 4_467 ? O17 Mn3 O15 86.57(18) . 4_467 ? O3W Mn3 O15 86.02(17) . 4_467 ? C14 O4 Mn3 125.1(4) . . ? C14 O5 Mn2 136.4(4) . . ? C7 O3 C8 119.7(5) . . ? C5 O6 C15 118.3(5) . . ? C35 O13 Mn2 160.8(5) . 4_665 ? C35 O12 Mn1 129.9(5) . . ? C21 O7 Mn1 121.2(5) . 4_565 ? Mn1 O1W H1WA 109.5 . . ? Mn1 O1W H1WB 131(3) . . ? H1WA O1W H1WB 119.7 . . ? C1 O1 Mn1 127.0(5) . . ? Mn1 O2W H2WA 109.5 . . ? Mn1 O2W H2WB 135(3) . . ? H2WA O2W H2WB 115.7 . . ? C42 O16 Mn2 161.7(6) . 2_656 ? C22 O10 Mn2 125.0(4) . 1_654 ? C22 O9 Mn3 136.3(4) . 1_654 ? C42 O15 Mn2 124.1(4) . 4_664 ? C42 O15 Mn3 117.8(4) . 4_664 ? Mn2 O15 Mn3 107.99(18) 4_664 4_664 ? Mn3 O3W H3WA 109.5 . . ? C1 O2 Mn3 156.5(5) . 4_565 ? C43 O17 Mn3 122.5(5) . . ? C29 O11 C28 117.1(5) . . ? C36 O14 C26 116.7(5) . . ? C43 N1 C44 122.0(7) . . ? C43 N1 C45 120.0(7) . . ? C44 N1 C45 117.5(6) . . ? C26 C25 C23 119.0(6) . . ? C26 C25 H25A 120.5 . . ? C23 C25 H25A 120.5 . . ? C3 C7 C6 121.9(6) . . ? C3 C7 O3 120.8(6) . . ? C6 C7 O3 117.0(6) . . ? C25 C23 C24 120.9(6) . . ? C25 C23 C22 117.8(6) . . ? C24 C23 C22 121.3(6) . . ? C24 C28 C27 122.2(6) . . ? C24 C28 O11 121.3(6) . . ? C27 C28 O11 116.3(6) . . ? C12 C13 C10 118.2(6) . . ? C12 C13 C14 124.0(6) . . ? C10 C13 C14 117.7(6) . . ? C25 C26 C27 122.0(6) . . ? C25 C26 O14 119.8(6) . . ? C27 C26 O14 118.2(6) . . ? C33 C34 C31 118.2(6) . . ? C33 C34 C35 122.3(6) . . ? C31 C34 C35 119.6(6) . . ? C2 C4 C5 119.5(6) . . ? C2 C4 H4A 120.3 . . ? C5 C4 H4A 120.3 . . ? C11 C8 C9 121.5(6) . . ? C11 C8 O3 124.2(6) . . ? C9 C8 O3 113.9(6) . . ? C18 C15 C16 120.3(6) . . ? C18 C15 O6 122.3(6) . . ? C16 C15 O6 117.3(6) . . ? C28 C24 C23 118.4(6) . . ? C28 C24 H24A 120.8 . . ? C23 C24 H24A 120.8 . . ? C4 C2 C3 120.5(6) . . ? C4 C2 C1 119.9(6) . . ? C3 C2 C1 119.6(6) . . ? C18 C19 C20 122.0(6) . . ? C18 C19 H19A 119.0 . . ? C20 C19 H19A 119.0 . . ? C37 C38 C41 121.3(7) . . ? C37 C38 H38A 119.4 . . ? C41 C38 H38A 119.4 . . ? C30 C31 C34 121.9(6) . . ? C30 C31 H31A 119.1 . . ? C34 C31 H31A 119.1 . . ? C9 C10 C13 120.8(6) . . ? C9 C10 H10A 119.6 . . ? C13 C10 H10A 119.6 . . ? C37 C36 C39 121.9(6) . . ? C37 C36 O14 123.3(6) . . ? C39 C36 O14 114.7(6) . . ? O5 C14 O4 125.3(6) . . ? O5 C14 C13 117.6(6) . . ? O4 C14 C13 117.0(6) . . ? C6 C5 O6 117.8(6) . . ? C6 C5 C4 120.8(6) . . ? O6 C5 C4 121.2(6) . . ? O9 C22 O10 124.8(6) . . ? O9 C22 C23 116.8(6) . . ? O10 C22 C23 118.4(6) . . ? C15 C18 C19 118.8(6) . . ? C15 C18 H18A 120.6 . . ? C19 C18 H18A 120.6 . . ? C38 C41 C40 118.9(6) . . ? C38 C41 C42 120.2(6) . . ? C40 C41 C42 120.8(6) . . ? O16 C42 O15 123.0(6) . . ? O16 C42 C41 117.6(6) . . ? O15 C42 C41 119.3(6) . . ? O13 C35 O12 123.3(6) . . ? O13 C35 C34 118.7(6) . . ? O12 C35 C34 118.0(6) . . ? C8 C11 C12 119.2(6) . . ? C8 C11 H11A 120.4 . . ? C12 C11 H11A 120.4 . . ? C38 C37 C36 118.4(7) . . ? C38 C37 H37A 120.8 . . ? C36 C37 H37A 120.8 . . ? C40 C39 C36 119.3(7) . . ? C40 C39 H39A 120.4 . . ? C36 C39 H39A 120.4 . . ? C8 C9 C10 119.1(6) . . ? C8 C9 H9A 120.5 . . ? C10 C9 H9A 120.5 . . ? C32 C33 C34 120.0(6) . . ? C32 C33 H33A 120.0 . . ? C34 C33 H33A 120.0 . . ? C17 C16 C15 119.1(6) . . ? C17 C16 H16A 120.4 . . ? C15 C16 H16A 120.4 . . ? C13 C12 C11 121.1(7) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? O2 C1 O1 125.4(7) . . ? O2 C1 C2 118.1(6) . . ? O1 C1 C2 116.5(6) . . ? C39 C40 C41 120.1(7) . . ? C39 C40 H40A 120.0 . . ? C41 C40 H40A 120.0 . . ? C17 C20 C19 117.9(6) . . ? C17 C20 C21 121.2(6) . . ? C19 C20 C21 120.9(6) . . ? C20 C17 C16 121.8(6) . . ? C20 C17 H17A 119.1 . . ? C16 C17 H17A 119.1 . . ? O8 C21 O7 121.7(7) . . ? O8 C21 C20 120.5(7) . . ? O7 C21 C20 117.8(6) . . ? O17 C43 N1 123.8(8) . . ? O17 C43 H43A 118.1 . . ? N1 C43 H43A 118.1 . . ? C28 C27 C26 117.3(6) . . ? C28 C27 H27A 121.3 . . ? C26 C27 H27A 121.3 . . ? C7 C3 C2 117.8(6) . . ? C7 C3 H3A 121.1 . . ? C2 C3 H3A 121.1 . . ? N1 C45 H45A 109.5 . . ? N1 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N1 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N1 C44 H44A 109.5 . . ? N1 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? N1 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C29 C30 C31 119.1(6) . . ? C29 C30 H30A 120.5 . . ? C31 C30 H30A 120.5 . . ? C30 C29 C32 119.9(6) . . ? C30 C29 O11 124.7(6) . . ? C32 C29 O11 115.4(6) . . ? C33 C32 C29 120.9(6) . . ? C33 C32 H32A 119.5 . . ? C29 C32 H32A 119.5 . . ? C5 C6 C7 119.3(6) . . ? C5 C6 H6A 120.3 . . ? C7 C6 H6A 120.3 . . ? C46 N2 C48 125.3(11) . . ? C46 N2 C47 118.9(10) . . ? C48 N2 C47 115.7(9) . . ? O18 C46 N2 127.4(13) . . ? O18 C46 H46A 116.3 . . ? N2 C46 H46A 116.3 . . ? N2 C48 H48A 109.5 . . ? N2 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? N2 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N2 C47 H47A 109.5 . . ? N2 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? N2 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.656 _refine_diff_density_min -0.748 _refine_diff_density_rms 0.140 _database_code_depnum_ccdc_archive 'CCDC 909474' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5677_0m #TrackingRef 'web_deposit_cif_file_1_Wen-huanHuang_1352189072.2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 Mn O20' _chemical_formula_weight 913.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 '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 ? _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.8403(7) _cell_length_b 13.6345(15) _cell_length_c 13.9084(16) _cell_angle_alpha 109.150(2) _cell_angle_beta 98.890(2) _cell_angle_gamma 99.218(2) _cell_volume 1006.9(2) _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 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 471 _exptl_absorpt_coefficient_mu 0.415 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5154 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.10 _reflns_number_total 3535 _reflns_number_gt 2257 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0850P)^2^+0.4966P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3535 _refine_ls_number_parameters 292 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0480 _refine_ls_wR_factor_ref 0.1710 _refine_ls_wR_factor_gt 0.1173 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7640(7) 0.3464(3) 0.8763(3) 0.0354(10) Uani 1 1 d . . . C2 C 0.7753(7) 0.2688(3) 0.7734(3) 0.0357(10) Uani 1 1 d . . . C3 C 0.6107(8) 0.2549(3) 0.6842(3) 0.0394(10) Uani 1 1 d . . . H3 H 0.4963 0.2954 0.6874 0.047 Uiso 1 1 calc R . . C4 C 0.6190(8) 0.1808(3) 0.5913(3) 0.0405(10) Uani 1 1 d . . . C5 C 0.7792(8) 0.1153(3) 0.5831(3) 0.0423(11) Uani 1 1 d . . . H5 H 0.7773 0.0631 0.5199 0.051 Uiso 1 1 calc R . . C6 C 0.9423(8) 0.1311(3) 0.6735(3) 0.0380(10) Uani 1 1 d . . . C7 C 0.9454(8) 0.2073(3) 0.7677(3) 0.0398(10) Uani 1 1 d . . . H7 H 1.0594 0.2176 0.8268 0.048 Uiso 1 1 calc R . . C8 C 0.4641(8) 0.2456(3) 0.4625(3) 0.0394(10) Uani 1 1 d . . . C9 C 0.6740(8) 0.3166(4) 0.4774(3) 0.0481(12) Uani 1 1 d . . . H9 H 0.8115 0.3163 0.5210 0.058 Uiso 1 1 calc R . . C10 C 0.6777(8) 0.3882(4) 0.4267(4) 0.0482(12) Uani 1 1 d . . . H10 H 0.8205 0.4347 0.4348 0.058 Uiso 1 1 calc R . . C11 C 0.2573(8) 0.2499(4) 0.4023(3) 0.0468(11) Uani 1 1 d . . . H11 H 0.1146 0.2039 0.3954 0.056 Uiso 1 1 calc R . . C12 C 0.2616(8) 0.3222(4) 0.3525(3) 0.0467(12) Uani 1 1 d . . . H12 H 0.1223 0.3241 0.3111 0.056 Uiso 1 1 calc R . . C13 C 0.4740(8) 0.3925(4) 0.3639(3) 0.0440(11) Uani 1 1 d . . . C14 C 0.4930(10) 0.4670(4) 0.3067(3) 0.0485(12) Uani 1 1 d . . . C15 C 1.1552(7) 0.0159(3) 0.7317(3) 0.0374(10) Uani 1 1 d . . . C16 C 1.0155(8) 0.0046(4) 0.8004(3) 0.0447(11) Uani 1 1 d . . . H16 H 0.8868 0.0368 0.8061 0.054 Uiso 1 1 calc R . . C17 C 1.0688(8) -0.0547(4) 0.8602(3) 0.0463(11) Uani 1 1 d . . . H17 H 0.9755 -0.0618 0.9070 0.056 Uiso 1 1 calc R . . C18 C 1.3481(8) -0.0317(4) 0.7227(3) 0.0448(11) Uani 1 1 d . . . H18 H 1.4435 -0.0228 0.6771 0.054 Uiso 1 1 calc R . . C19 C 1.3959(8) -0.0919(4) 0.7819(4) 0.0473(12) Uani 1 1 d . . . H19 H 1.5226 -0.1253 0.7749 0.057 Uiso 1 1 calc R . . C20 C 1.2587(8) -0.1042(4) 0.8525(3) 0.0432(11) Uani 1 1 d . . . C21 C 1.3117(9) -0.1725(4) 0.9118(4) 0.0510(12) Uani 1 1 d . . . H1WB H 0.8825 0.4650 1.1119 0.13(3) Uiso 1 1 d RD . . Mn1 Mn 0.5000 0.5000 1.0000 0.0404(3) Uani 1 2 d S . . O1 O 0.6626(5) 0.4217(2) 0.8759(2) 0.0443(8) Uani 1 1 d . . . O2 O 0.8516(5) 0.3343(2) 0.9594(2) 0.0422(7) Uani 1 1 d . . . O3 O 0.4479(5) 0.1642(2) 0.5016(2) 0.0471(8) Uani 1 1 d . . . O4 O 0.6798(7) 0.5240(3) 0.3106(3) 0.0660(10) Uani 1 1 d . . . O5 O 0.2873(6) 0.4650(3) 0.2503(3) 0.0602(9) Uani 1 1 d . . . H5A H 0.3060 0.5107 0.2241 0.090 Uiso 1 1 calc R . . O6 O 1.1112(5) 0.0682(2) 0.6628(2) 0.0440(8) Uani 1 1 d . . . O7 O 1.4573(8) -0.2259(4) 0.8983(3) 0.0885(15) Uani 1 1 d . . . O8 O 1.1838(7) -0.1682(3) 0.9836(3) 0.0699(11) Uani 1 1 d . . . H8 H 1.2011 -0.2150 1.0072 0.105 Uiso 1 1 calc R . . O1W O 0.7986(5) 0.5122(3) 1.1214(2) 0.0485(8) Uani 1 1 d D . . H1WA H 0.7552 0.5208 1.1763 0.073 Uiso 1 1 calc RD . . O2W O 0.3398(5) 0.3457(2) 1.0041(3) 0.0510(8) Uani 1 1 d D . . H2WA H 0.2011 0.3439 1.0087 0.077 Uiso 1 1 calc RD . . H2WB H 0.4005 0.2951 1.0459 0.14(3) Uiso 1 1 d RD . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.043(2) 0.037(2) 0.035(2) 0.0191(19) 0.0119(19) 0.017(2) C2 0.049(2) 0.034(2) 0.035(2) 0.0215(19) 0.0118(19) 0.0168(19) C3 0.051(3) 0.040(3) 0.039(2) 0.021(2) 0.014(2) 0.022(2) C4 0.050(3) 0.041(3) 0.035(2) 0.022(2) 0.004(2) 0.011(2) C5 0.064(3) 0.036(2) 0.034(2) 0.018(2) 0.014(2) 0.019(2) C6 0.054(3) 0.036(2) 0.038(2) 0.020(2) 0.019(2) 0.023(2) C7 0.050(3) 0.041(3) 0.037(2) 0.021(2) 0.010(2) 0.020(2) C8 0.054(3) 0.038(3) 0.031(2) 0.0152(19) 0.009(2) 0.019(2) C9 0.054(3) 0.054(3) 0.043(3) 0.026(2) 0.004(2) 0.019(2) C10 0.046(3) 0.055(3) 0.049(3) 0.026(2) 0.009(2) 0.012(2) C11 0.048(3) 0.049(3) 0.048(3) 0.023(2) 0.005(2) 0.016(2) C12 0.049(3) 0.055(3) 0.041(3) 0.023(2) 0.003(2) 0.021(2) C13 0.055(3) 0.049(3) 0.033(2) 0.017(2) 0.011(2) 0.020(2) C14 0.069(3) 0.049(3) 0.036(3) 0.022(2) 0.010(2) 0.024(3) C15 0.048(2) 0.038(2) 0.031(2) 0.0142(19) 0.0091(19) 0.019(2) C16 0.055(3) 0.044(3) 0.048(3) 0.024(2) 0.019(2) 0.028(2) C17 0.057(3) 0.049(3) 0.048(3) 0.026(2) 0.024(2) 0.025(2) C18 0.049(3) 0.057(3) 0.045(3) 0.028(2) 0.020(2) 0.026(2) C19 0.048(3) 0.055(3) 0.055(3) 0.031(2) 0.015(2) 0.029(2) C20 0.051(3) 0.046(3) 0.045(3) 0.027(2) 0.015(2) 0.019(2) C21 0.061(3) 0.054(3) 0.050(3) 0.029(2) 0.013(2) 0.023(3) Mn1 0.0534(6) 0.0408(6) 0.0357(5) 0.0169(4) 0.0144(4) 0.0235(5) O1 0.0634(19) 0.0459(18) 0.0407(17) 0.0242(15) 0.0200(15) 0.0330(16) O2 0.0580(19) 0.0434(18) 0.0359(16) 0.0209(14) 0.0135(14) 0.0242(15) O3 0.062(2) 0.0392(18) 0.0415(17) 0.0204(14) -0.0012(15) 0.0137(15) O4 0.073(3) 0.075(3) 0.062(2) 0.043(2) 0.0148(19) 0.012(2) O5 0.072(2) 0.065(3) 0.060(2) 0.0426(19) 0.0111(18) 0.0242(19) O6 0.0610(19) 0.0488(19) 0.0394(17) 0.0240(15) 0.0205(14) 0.0336(16) O7 0.106(3) 0.122(4) 0.110(3) 0.093(3) 0.059(3) 0.085(3) O8 0.103(3) 0.073(3) 0.075(3) 0.054(2) 0.048(2) 0.049(2) O1W 0.0546(19) 0.053(2) 0.0455(18) 0.0228(16) 0.0134(15) 0.0209(17) O2W 0.0514(19) 0.052(2) 0.061(2) 0.0312(17) 0.0109(16) 0.0208(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.262(4) . ? C1 O1 1.267(5) . ? C1 C2 1.494(6) . ? C2 C3 1.385(6) . ? C2 C7 1.394(5) . ? C3 C4 1.368(6) . ? C4 C5 1.386(6) . ? C4 O3 1.402(5) . ? C5 C6 1.385(6) . ? C6 C7 1.375(6) . ? C6 O6 1.401(5) . ? C8 C9 1.376(6) . ? C8 C11 1.380(6) . ? C8 O3 1.383(5) . ? C9 C10 1.379(6) . ? C10 C13 1.384(6) . ? C11 C12 1.378(6) . ? C12 C13 1.393(6) . ? C13 C14 1.482(6) . ? C14 O4 1.217(6) . ? C14 O5 1.321(5) . ? C15 C16 1.378(6) . ? C15 O6 1.388(5) . ? C15 C18 1.390(6) . ? C16 C17 1.373(6) . ? C17 C20 1.388(6) . ? C18 C19 1.370(6) . ? C19 C20 1.394(6) . ? C20 C21 1.470(6) . ? C21 O7 1.203(5) . ? C21 O8 1.328(5) . ? Mn1 O1 2.155(3) . ? Mn1 O1 2.155(3) 2_667 ? Mn1 O1W 2.176(3) . ? Mn1 O1W 2.176(3) 2_667 ? Mn1 O2W 2.184(3) . ? Mn1 O2W 2.184(3) 2_667 ? 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 O2 C1 O1 122.6(4) . . ? O2 C1 C2 119.7(3) . . ? O1 C1 C2 117.7(3) . . ? C3 C2 C7 120.0(4) . . ? C3 C2 C1 120.0(3) . . ? C7 C2 C1 120.0(4) . . ? C4 C3 C2 119.0(4) . . ? C3 C4 C5 122.7(4) . . ? C3 C4 O3 119.1(4) . . ? C5 C4 O3 118.0(4) . . ? C6 C5 C4 117.0(4) . . ? C7 C6 C5 122.1(4) . . ? C7 C6 O6 121.6(4) . . ? C5 C6 O6 116.3(4) . . ? C6 C7 C2 119.1(4) . . ? C9 C8 C11 120.5(4) . . ? C9 C8 O3 123.2(4) . . ? C11 C8 O3 116.3(4) . . ? C8 C9 C10 119.0(4) . . ? C9 C10 C13 121.6(4) . . ? C12 C11 C8 120.2(4) . . ? C11 C12 C13 120.2(4) . . ? C10 C13 C12 118.4(4) . . ? C10 C13 C14 118.9(4) . . ? C12 C13 C14 122.6(4) . . ? O4 C14 O5 123.0(4) . . ? O4 C14 C13 123.5(4) . . ? O5 C14 C13 113.5(4) . . ? C16 C15 O6 124.5(4) . . ? C16 C15 C18 120.8(4) . . ? O6 C15 C18 114.6(4) . . ? C17 C16 C15 119.1(4) . . ? C16 C17 C20 121.6(4) . . ? C19 C18 C15 119.1(4) . . ? C18 C19 C20 121.4(4) . . ? C17 C20 C19 118.0(4) . . ? C17 C20 C21 122.5(4) . . ? C19 C20 C21 119.4(4) . . ? O7 C21 O8 123.1(4) . . ? O7 C21 C20 124.0(4) . . ? O8 C21 C20 112.9(4) . . ? O1 Mn1 O1 180.00(11) . 2_667 ? O1 Mn1 O1W 93.18(11) . . ? O1 Mn1 O1W 86.82(11) 2_667 . ? O1 Mn1 O1W 86.82(11) . 2_667 ? O1 Mn1 O1W 93.18(11) 2_667 2_667 ? O1W Mn1 O1W 180.000(1) . 2_667 ? O1 Mn1 O2W 90.13(12) . . ? O1 Mn1 O2W 89.87(12) 2_667 . ? O1W Mn1 O2W 88.56(12) . . ? O1W Mn1 O2W 91.44(12) 2_667 . ? O1 Mn1 O2W 89.87(12) . 2_667 ? O1 Mn1 O2W 90.13(12) 2_667 2_667 ? O1W Mn1 O2W 91.44(12) . 2_667 ? O1W Mn1 O2W 88.56(12) 2_667 2_667 ? O2W Mn1 O2W 180.000(1) . 2_667 ? C1 O1 Mn1 122.9(3) . . ? C8 O3 C4 116.4(3) . . ? C15 O6 C6 119.8(3) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.345 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 909475' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5544_0m #TrackingRef 'web_deposit_cif_file_2_Wen-huanHuang_1352189072.3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C84 H76 Mn6 O48' _chemical_formula_weight 2183.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _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 16.579 _cell_length_b 9.446 _cell_length_c 27.370 _cell_angle_alpha 90.00 _cell_angle_beta 102.71 _cell_angle_gamma 90.00 _cell_volume 4181.2 _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 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2228 _exptl_absorpt_coefficient_mu 0.990 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10324 _diffrn_reflns_av_R_equivalents 0.0538 _diffrn_reflns_av_sigmaI/netI 0.0653 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.09 _reflns_number_total 3733 _reflns_number_gt 2746 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0950P)^2^+0.1742P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3733 _refine_ls_number_parameters 314 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0718 _refine_ls_R_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.1571 _refine_ls_wR_factor_gt 0.1356 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2700(3) 0.6440(5) -0.16788(16) 0.0252(10) Uani 1 1 d . . . C2 C 0.3125(3) 0.6284(4) -0.11283(15) 0.0232(9) Uani 1 1 d . . . C3 C 0.2901(3) 0.5198(5) -0.08477(15) 0.0263(10) Uani 1 1 d . . . H3 H 0.2494 0.4557 -0.0995 0.032 Uiso 1 1 calc R . . C4 C 0.3282(3) 0.5069(5) -0.03506(16) 0.0274(10) Uani 1 1 d . . . C5 C 0.3899(3) 0.6003(5) -0.01226(16) 0.0315(11) Uani 1 1 d . . . H5 H 0.4166 0.5893 0.0211 0.038 Uiso 1 1 calc R . . C6 C 0.3726(3) 0.7243(5) -0.09048(16) 0.0302(11) Uani 1 1 d . . . H6 H 0.3874 0.7985 -0.1090 0.036 Uiso 1 1 calc R . . C7 C 0.4102(3) 0.7094(5) -0.04059(16) 0.0310(11) Uani 1 1 d . . . C8 C 0.4877(3) 0.8397(5) 0.02853(15) 0.0336(11) Uani 1 1 d . . . H2WA H 0.5235 1.3996 0.1681 0.040 Uiso 1 1 d RD . . H1WA H 0.1335 0.8374 -0.3156 0.041 Uiso 1 1 d RD . . H4WA H 0.4504 0.6606 0.2105 0.051 Uiso 1 1 d RD . . H3WA H 0.5474 0.5769 0.1255 0.040 Uiso 1 1 d RD . . H3WB H 0.4869 0.6743 0.1356 0.040 Uiso 1 1 d RD . . H4WB H 0.4363 0.6964 0.2435 0.050 Uiso 1 1 d RD . . C9 C 0.5698(3) 0.8448(5) 0.05408(18) 0.0368(12) Uani 1 1 d . . . H9 H 0.6116 0.8158 0.0385 0.044 Uiso 1 1 calc R . . C10 C 0.5888(3) 0.8934(5) 0.10291(17) 0.0300(11) Uani 1 1 d . . . H10 H 0.6438 0.8978 0.1201 0.036 Uiso 1 1 calc R . . C11 C 0.4256(3) 0.8797(5) 0.05183(18) 0.0366(12) Uani 1 1 d . . . H11 H 0.3706 0.8751 0.0346 0.044 Uiso 1 1 calc R . . C12 C 0.4448(3) 0.9264(5) 0.10028(17) 0.0311(11) Uani 1 1 d . . . H12 H 0.4026 0.9523 0.1159 0.037 Uiso 1 1 calc R . . C13 C 0.5272(3) 0.9357(4) 0.12667(15) 0.0243(10) Uani 1 1 d . . . C14 C 0.5492(3) 0.9968(5) 0.17851(16) 0.0266(10) Uani 1 1 d . . . C15 C 0.3177(3) 0.3977(5) 0.04282(16) 0.0305(11) Uani 1 1 d . . . C16 C 0.3548(3) 0.2825(5) 0.06841(18) 0.0352(12) Uani 1 1 d . . . H16 H 0.3762 0.2106 0.0517 0.042 Uiso 1 1 calc R . . C17 C 0.3603(3) 0.2741(5) 0.11915(16) 0.0277(10) Uani 1 1 d . . . H17 H 0.3849 0.1952 0.1366 0.033 Uiso 1 1 calc R . . C18 C 0.2875(3) 0.5070(5) 0.06700(17) 0.0334(11) Uani 1 1 d . . . H18 H 0.2627 0.5853 0.0492 0.040 Uiso 1 1 calc R . . C19 C 0.2950(3) 0.4982(5) 0.11844(16) 0.0287(10) Uani 1 1 d . . . H19 H 0.2761 0.5722 0.1354 0.034 Uiso 1 1 calc R . . C20 C 0.3301(3) 0.3802(4) 0.14480(16) 0.0231(9) Uani 1 1 d . . . C21 C 0.3332(3) 0.3655(5) 0.19945(16) 0.0236(10) Uani 1 1 d . . . Mn1 Mn 0.28101(4) 0.90241(7) -0.25008(2) 0.0217(2) Uani 1 1 d . . . Mn2 Mn 0.5000 1.21615(10) 0.2500 0.0255(3) Uani 1 2 d S . . O1 O 0.2852(2) 0.7558(3) -0.18898(11) 0.0370(8) Uani 1 1 d . . . O2 O 0.2243(2) 0.5463(3) -0.18780(11) 0.0325(8) Uani 1 1 d . . . O3 O 0.4741(2) 0.8032(4) -0.02146(12) 0.0483(10) Uani 1 1 d . . . O4 O 0.4954(2) 1.0631(4) 0.19375(13) 0.0545(11) Uani 1 1 d . . . O5 O 0.6221(2) 0.9779(3) 0.20359(11) 0.0322(8) Uani 1 1 d . . . O6 O 0.3045(2) 0.3941(3) -0.00934(11) 0.0426(10) Uani 1 1 d . . . O7 O 0.36243(18) 0.2470(3) 0.22028(10) 0.0241(7) Uani 1 1 d . . . O8 O 0.3097(2) 0.4629(3) 0.22285(12) 0.0359(8) Uani 1 1 d . . . O1W O 0.1707(2) 0.8012(4) -0.29426(15) 0.0502(10) Uani 1 1 d D . . H1WB H 0.1738 0.7153 -0.2898 0.075 Uiso 1 1 calc RD . . O2W O 0.5305(4) 1.3755(8) 0.1997(2) 0.129(3) Uani 1 1 d D . . H2WB H 0.5585 1.4380 0.2161 0.193 Uiso 1 1 calc RD . . O3W O 0.5070(5) 0.5893(7) 0.1396(4) 0.068(3) Uani 0.50 1 d PD . . O4W O 0.4270(4) 0.7429(6) 0.2096(2) 0.1067(19) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.034(3) 0.024(2) 0.018(2) 0.0022(19) 0.0081(19) 0.008(2) C2 0.031(2) 0.021(2) 0.017(2) -0.0024(17) 0.0043(18) 0.0014(18) C3 0.035(3) 0.024(2) 0.017(2) 0.0011(18) 0.0012(19) -0.005(2) C4 0.040(3) 0.024(2) 0.017(2) 0.0012(18) 0.0035(19) -0.002(2) C5 0.038(3) 0.040(3) 0.014(2) 0.002(2) 0.001(2) -0.001(2) C6 0.042(3) 0.032(3) 0.017(2) 0.0014(19) 0.006(2) -0.007(2) C7 0.038(3) 0.037(3) 0.018(2) -0.008(2) 0.006(2) -0.013(2) C8 0.046(3) 0.035(3) 0.019(2) -0.004(2) 0.005(2) -0.018(2) C9 0.040(3) 0.046(3) 0.027(3) -0.008(2) 0.013(2) -0.008(2) C10 0.028(2) 0.037(3) 0.023(2) -0.003(2) 0.001(2) -0.004(2) C11 0.031(3) 0.044(3) 0.029(3) -0.009(2) -0.007(2) -0.006(2) C12 0.026(2) 0.032(3) 0.033(3) -0.005(2) 0.001(2) -0.0001(19) C13 0.030(2) 0.022(2) 0.019(2) -0.0031(18) 0.0017(19) -0.0014(18) C14 0.033(3) 0.023(2) 0.021(2) -0.0008(18) 0.000(2) -0.0015(19) C15 0.042(3) 0.036(3) 0.011(2) 0.0046(19) 0.001(2) -0.012(2) C16 0.055(3) 0.028(3) 0.025(3) -0.001(2) 0.015(2) 0.004(2) C17 0.040(3) 0.025(2) 0.017(2) 0.0040(18) 0.003(2) 0.005(2) C18 0.042(3) 0.029(3) 0.026(3) 0.011(2) 0.002(2) 0.003(2) C19 0.036(3) 0.026(2) 0.024(2) 0.0025(19) 0.007(2) 0.001(2) C20 0.024(2) 0.025(2) 0.019(2) 0.0059(18) 0.0027(18) 0.0013(18) C21 0.023(2) 0.024(2) 0.024(2) 0.0011(19) 0.0077(18) -0.0002(18) Mn1 0.0263(4) 0.0212(4) 0.0164(4) -0.0005(2) 0.0023(3) 0.0013(3) Mn2 0.0274(5) 0.0289(6) 0.0200(5) 0.000 0.0049(4) 0.000 O1 0.063(2) 0.0306(19) 0.0173(17) 0.0040(14) 0.0076(16) 0.0005(16) O2 0.0406(19) 0.0345(19) 0.0195(16) -0.0064(14) 0.0001(14) -0.0079(16) O3 0.064(3) 0.065(3) 0.0163(17) -0.0099(17) 0.0078(16) -0.040(2) O4 0.047(2) 0.074(3) 0.035(2) -0.0266(19) -0.0061(18) 0.025(2) O5 0.0363(19) 0.0287(18) 0.0251(17) -0.0073(14) -0.0069(14) -0.0005(14) O6 0.076(3) 0.034(2) 0.0149(16) 0.0030(14) 0.0040(16) -0.0229(18) O7 0.0259(16) 0.0261(16) 0.0213(16) 0.0054(13) 0.0068(13) 0.0027(13) O8 0.047(2) 0.0344(19) 0.0298(18) 0.0046(15) 0.0167(16) 0.0152(16) O1W 0.043(2) 0.034(2) 0.059(3) 0.0068(18) -0.0180(18) -0.0084(17) O2W 0.084(4) 0.182(7) 0.096(4) 0.098(5) -0.033(3) -0.069(4) O3W 0.051(5) 0.027(4) 0.126(8) 0.059(5) 0.019(5) 0.013(3) O4W 0.093(4) 0.124(5) 0.112(5) 0.016(4) 0.040(4) -0.011(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.241(5) . ? C1 O1 1.256(5) . ? C1 C2 1.524(6) . ? C2 C3 1.380(6) . ? C2 C6 1.385(6) . ? C3 C4 1.373(6) . ? C4 O6 1.381(5) . ? C4 C5 1.390(6) . ? C5 C7 1.375(6) . ? C6 C7 1.378(6) . ? C7 O3 1.393(5) . ? C8 C11 1.378(7) . ? C8 O3 1.381(5) . ? C8 C9 1.388(7) . ? C9 C10 1.382(6) . ? C10 C13 1.386(6) . ? C11 C12 1.367(6) . ? C12 C13 1.400(6) . ? C13 C14 1.500(6) . ? C14 O4 1.235(6) . ? C14 O5 1.265(5) . ? C15 C16 1.366(6) . ? C15 C18 1.378(7) . ? C15 O6 1.396(5) . ? C16 C17 1.374(6) . ? C17 C20 1.379(6) . ? C18 C19 1.389(6) . ? C19 C20 1.384(6) . ? C20 C21 1.492(6) . ? C21 O8 1.232(5) . ? C21 O7 1.301(5) . ? Mn1 O5 2.140(3) 5_675 ? Mn1 O1 2.160(3) . ? Mn1 O2 2.164(3) 4_554 ? Mn1 O1W 2.179(3) . ? Mn1 O8 2.221(3) 7_565 ? Mn1 O7 2.226(3) 6_565 ? Mn2 O4 2.101(3) . ? Mn2 O4 2.101(3) 2_655 ? Mn2 O2W 2.175(4) 2_655 ? Mn2 O2W 2.175(4) . ? Mn2 O7 2.265(3) 1_565 ? Mn2 O7 2.265(3) 2_665 ? O2 Mn1 2.164(3) 4_544 ? O5 Mn1 2.140(3) 5_675 ? O7 Mn1 2.226(3) 6_566 ? O7 Mn2 2.265(3) 1_545 ? O8 Mn1 2.221(3) 7_565 ? 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 O2 C1 O1 126.0(4) . . ? O2 C1 C2 117.9(4) . . ? O1 C1 C2 116.1(4) . . ? C3 C2 C6 119.7(4) . . ? C3 C2 C1 120.0(4) . . ? C6 C2 C1 120.3(4) . . ? C4 C3 C2 119.7(4) . . ? C3 C4 O6 116.9(4) . . ? C3 C4 C5 121.4(4) . . ? O6 C4 C5 121.7(4) . . ? C7 C5 C4 118.0(4) . . ? C7 C6 C2 119.7(4) . . ? C5 C7 C6 121.5(4) . . ? C5 C7 O3 121.7(4) . . ? C6 C7 O3 116.6(4) . . ? C11 C8 O3 123.5(4) . . ? C11 C8 C9 120.5(4) . . ? O3 C8 C9 115.8(4) . . ? C10 C9 C8 119.3(4) . . ? C9 C10 C13 121.0(4) . . ? C12 C11 C8 119.9(4) . . ? C11 C12 C13 120.9(4) . . ? C10 C13 C12 118.4(4) . . ? C10 C13 C14 120.3(4) . . ? C12 C13 C14 121.2(4) . . ? O4 C14 O5 124.3(4) . . ? O4 C14 C13 118.1(4) . . ? O5 C14 C13 117.6(4) . . ? C16 C15 C18 121.4(4) . . ? C16 C15 O6 117.2(4) . . ? C18 C15 O6 121.1(4) . . ? C15 C16 C17 119.1(4) . . ? C16 C17 C20 121.5(4) . . ? C15 C18 C19 118.8(4) . . ? C20 C19 C18 120.7(4) . . ? C17 C20 C19 118.5(4) . . ? C17 C20 C21 120.4(4) . . ? C19 C20 C21 121.0(4) . . ? O8 C21 O7 123.0(4) . . ? O8 C21 C20 120.4(4) . . ? O7 C21 C20 116.6(4) . . ? O5 Mn1 O1 89.21(13) 5_675 . ? O5 Mn1 O2 91.75(12) 5_675 4_554 ? O1 Mn1 O2 178.97(13) . 4_554 ? O5 Mn1 O1W 172.09(14) 5_675 . ? O1 Mn1 O1W 91.64(14) . . ? O2 Mn1 O1W 87.45(13) 4_554 . ? O5 Mn1 O8 88.44(13) 5_675 7_565 ? O1 Mn1 O8 90.94(12) . 7_565 ? O2 Mn1 O8 89.43(12) 4_554 7_565 ? O1W Mn1 O8 83.68(15) . 7_565 ? O5 Mn1 O7 96.64(12) 5_675 6_565 ? O1 Mn1 O7 87.53(12) . 6_565 ? O2 Mn1 O7 92.01(12) 4_554 6_565 ? O1W Mn1 O7 91.26(13) . 6_565 ? O8 Mn1 O7 174.67(12) 7_565 6_565 ? O4 Mn2 O4 93.0(2) . 2_655 ? O4 Mn2 O2W 164.72(18) . 2_655 ? O4 Mn2 O2W 89.3(2) 2_655 2_655 ? O4 Mn2 O2W 89.3(2) . . ? O4 Mn2 O2W 164.72(18) 2_655 . ? O2W Mn2 O2W 92.4(5) 2_655 . ? O4 Mn2 O7 87.35(12) . 1_565 ? O4 Mn2 O7 102.89(13) 2_655 1_565 ? O2W Mn2 O7 77.42(16) 2_655 1_565 ? O2W Mn2 O7 92.29(18) . 1_565 ? O4 Mn2 O7 102.89(13) . 2_665 ? O4 Mn2 O7 87.35(12) 2_655 2_665 ? O2W Mn2 O7 92.29(18) 2_655 2_665 ? O2W Mn2 O7 77.42(16) . 2_665 ? O7 Mn2 O7 165.24(15) 1_565 2_665 ? C1 O1 Mn1 156.9(3) . . ? C1 O2 Mn1 136.7(3) . 4_544 ? C8 O3 C7 118.4(3) . . ? C14 O4 Mn2 133.1(3) . . ? C14 O5 Mn1 138.7(3) . 5_675 ? C4 O6 C15 120.3(3) . . ? C21 O7 Mn1 120.5(3) . 6_566 ? C21 O7 Mn2 121.1(3) . 1_545 ? Mn1 O7 Mn2 115.54(12) 6_566 1_545 ? C21 O8 Mn1 156.5(3) . 7_565 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.649 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.141 _database_code_depnum_ccdc_archive 'CCDC 909476' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5884_0m #TrackingRef 'web_deposit_cif_file_0_Wen-HuanHuang_1352437777.4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H28 Mn2.5 O18' _chemical_formula_weight 970.0 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _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 13.134(3) _cell_length_b 13.102(3) _cell_length_c 25.336(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.935(4) _cell_angle_gamma 90.00 _cell_volume 4349.7(16) _cell_formula_units_Z 4 _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 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2760 _exptl_absorpt_coefficient_mu 0.795 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9901 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0014 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 27.45 _reflns_number_total 9901 _reflns_number_gt 9899 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1336P)^2^+12.4995P] 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 9901 _refine_ls_number_parameters 574 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0708 _refine_ls_R_factor_gt 0.0708 _refine_ls_wR_factor_ref 0.2185 _refine_ls_wR_factor_gt 0.2185 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.144 _refine_ls_shift/su_mean 0.005 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 O10 O 0.9800(2) -0.0952(2) 0.43812(10) 0.0346(6) Uani 1 1 d . . . O1W O 1.1286(3) 0.2047(3) 0.47696(16) 0.0608(9) Uani 1 1 d . . . H1WA H 1.1573 0.2549 0.4932 0.091 Uiso 1 1 d R . . H1WB H 1.1600 0.1500 0.4858 0.091 Uiso 1 1 d R . . O8 O 0.68537(19) -0.3051(2) 0.97465(9) 0.0328(5) Uani 1 1 d . . . O16 O 0.7645(2) 0.4084(2) 0.05009(11) 0.0365(6) Uani 1 1 d . . . O5 O 0.4371(3) 0.2055(3) 0.93167(14) 0.0626(10) Uani 1 1 d . . . C21 C 0.7408(3) -0.2255(4) 0.96388(18) 0.0527(13) Uani 1 1 d . . . O12 O 0.81958(17) -0.36613(19) 0.07404(10) 0.0299(5) Uani 1 1 d . . . O13 O 0.9764(2) -0.3596(2) 0.04182(11) 0.0426(6) Uani 1 1 d . . . C35 C 0.9085(4) -0.3352(3) 0.07522(14) 0.0477(12) Uani 1 1 d . . . C14 C 0.3561(4) 0.1489(4) 0.90611(19) 0.0490(10) Uani 1 1 d U . . O15 O 0.9348(2) 0.4104(2) 0.05992(11) 0.0395(6) Uani 1 1 d . . . C42 C 0.8497(3) 0.3849(3) 0.07502(13) 0.0310(7) Uani 1 1 d . . . C41 C 0.8426(3) 0.3244(3) 0.12436(12) 0.0289(7) Uani 1 1 d . . . C38 C 0.7503(3) 0.2971(3) 0.14148(15) 0.0347(8) Uani 1 1 d . . . H38 H 0.6912 0.3149 0.1213 0.042 Uiso 1 1 calc R . . C40 C 0.9328(3) 0.2957(3) 0.15465(14) 0.0340(7) Uani 1 1 d . . . H40 H 0.9965 0.3097 0.1425 0.041 Uiso 1 1 calc R . . Mn1 Mn 0.5000 0.0000 0.5000 0.02647(18) Uani 1 2 d S . . Mn2 Mn 0.76149(4) 0.05282(4) 0.484832(19) 0.02789(16) Uani 1 1 d . . . Mn3 Mn 0.97132(4) 0.19384(4) 0.49833(2) 0.03257(16) Uani 1 1 d . . . O3 O 0.4801(2) -0.0263(3) 0.71395(10) 0.0400(6) Uani 1 1 d . . . O6 O 0.8158(2) -0.1788(3) 0.74646(11) 0.0524(9) Uani 1 1 d . . . C20 C 0.7643(3) -0.2188(3) 0.90493(14) 0.0338(7) Uani 1 1 d . . . C2 C 0.6944(3) -0.0502(3) 0.63244(12) 0.0290(7) Uani 1 1 d . . . C3 C 0.5991(3) -0.0210(3) 0.64823(12) 0.0307(7) Uani 1 1 d . . . H3 H 0.5523 0.0144 0.6259 0.037 Uiso 1 1 calc R . . C8 C 0.4620(3) 0.0180(3) 0.76076(13) 0.0328(7) Uani 1 1 d . . . C4 C 0.7676(3) -0.0995(3) 0.66462(12) 0.0302(7) Uani 1 1 d . . . H4 H 0.8311 -0.1156 0.6527 0.036 Uiso 1 1 calc R . . C15 C 0.7984(3) -0.1905(3) 0.80068(15) 0.0389(9) Uani 1 1 d . . . C17 C 0.7335(3) -0.2936(3) 0.86877(15) 0.0395(8) Uani 1 1 d . . . H17 H 0.7001 -0.3514 0.8800 0.047 Uiso 1 1 calc R . . C5 C 0.7428(3) -0.1249(3) 0.71629(14) 0.0392(8) Uani 1 1 d . . . C11 C 0.5331(4) 0.0764(4) 0.78969(16) 0.0442(9) Uani 1 1 d . . . H11 H 0.5980 0.0852 0.7779 0.053 Uiso 1 1 calc R . . C6 C 0.6484(3) -0.1002(3) 0.73507(14) 0.0345(7) Uani 1 1 d . . . H6 H 0.6328 -0.1174 0.7692 0.041 Uiso 1 1 calc R . . C12 C 0.5076(3) 0.1222(3) 0.83672(17) 0.0434(9) Uani 1 1 d . . . H12 H 0.5554 0.1607 0.8569 0.052 Uiso 1 1 calc R . . C9 C 0.3640(3) 0.0053(3) 0.77543(15) 0.0369(8) Uani 1 1 d . . . H9 H 0.3169 -0.0318 0.7541 0.044 Uiso 1 1 calc R . . C10 C 0.3354(3) 0.0485(4) 0.82262(16) 0.0449(10) Uani 1 1 d . . . H10 H 0.2702 0.0375 0.8336 0.054 Uiso 1 1 calc R . . C13 C 0.4054(3) 0.1085(4) 0.85349(15) 0.0432(9) Uani 1 1 d . . . C7 C 0.5780(3) -0.0487(3) 0.70055(15) 0.0368(8) Uani 1 1 d . . . C18 C 0.8322(4) -0.1169(4) 0.83643(19) 0.0530(11) Uani 1 1 d . . . H18 H 0.8661 -0.0593 0.8253 0.064 Uiso 1 1 calc R . . C16 C 0.7526(3) -0.2825(4) 0.81491(14) 0.0409(9) Uani 1 1 d . . . H16 H 0.7358 -0.3333 0.7902 0.049 Uiso 1 1 calc R . . C19 C 0.8145(4) -0.1303(4) 0.89050(15) 0.0459(10) Uani 1 1 d . . . H19 H 0.8356 -0.0816 0.9156 0.055 Uiso 1 1 calc R . . C1 C 0.7191(3) -0.0181(3) 0.57821(13) 0.0314(7) Uani 1 1 d . . . O14 O 0.8154(2) 0.1771(2) 0.26767(10) 0.0386(6) Uani 1 1 d . . . O11 O 1.0612(2) -0.0919(2) 0.24863(10) 0.0394(6) Uani 1 1 d . . . C26 C 0.9371(3) 0.0398(2) 0.25509(13) 0.0288(7) Uani 1 1 d . . . H26 H 0.9333 0.0489 0.2186 0.035 Uiso 1 1 calc R . . C27 C 1.0014(3) -0.0542(3) 0.33230(13) 0.0316(7) Uani 1 1 d . . . H27 H 1.0393 -0.1082 0.3472 0.038 Uiso 1 1 calc R . . C25 C 0.8823(3) 0.1017(3) 0.28708(13) 0.0285(6) Uani 1 1 d . . . C23 C 0.9459(2) 0.0113(2) 0.36411(11) 0.0237(6) Uani 1 1 d . . . C28 C 0.9981(3) -0.0364(3) 0.27903(13) 0.0275(6) Uani 1 1 d . . . C37 C 0.7420(3) 0.2431(3) 0.18838(15) 0.0342(7) Uani 1 1 d . . . H37 H 0.6789 0.2216 0.1987 0.041 Uiso 1 1 calc R . . C30 C 0.9177(3) -0.1817(3) 0.20274(14) 0.0373(8) Uani 1 1 d . . . H30 H 0.8734 -0.1652 0.2286 0.045 Uiso 1 1 calc R . . C36 C 0.8300(3) 0.2228(3) 0.21879(13) 0.0331(7) Uani 1 1 d . . . C24 C 0.8862(3) 0.0879(3) 0.34264(13) 0.0326(7) Uani 1 1 d . . . H24 H 0.8491 0.1299 0.3639 0.039 Uiso 1 1 calc R . . C39 C 0.9249(3) 0.2462(3) 0.20302(15) 0.0354(8) Uani 1 1 d . . . H39 H 0.9832 0.2294 0.2242 0.043 Uiso 1 1 calc R . . C32 C 1.0840(3) -0.1657(3) 0.16597(16) 0.0396(8) Uani 1 1 d . . . H32 H 1.1495 -0.1383 0.1679 0.048 Uiso 1 1 calc R . . C33 C 1.0476(3) -0.2281(3) 0.12206(15) 0.0384(8) Uani 1 1 d . . . H33 H 1.0906 -0.2437 0.0955 0.046 Uiso 1 1 calc R . . C34 C 0.9498(3) -0.2649(3) 0.11928(14) 0.0333(7) Uani 1 1 d . . . C29 C 1.0169(3) -0.1472(3) 0.20612(14) 0.0348(8) Uani 1 1 d . . . C31 C 0.8856(3) -0.2420(4) 0.15960(16) 0.0440(10) Uani 1 1 d . . . H31 H 0.8195 -0.2679 0.1574 0.053 Uiso 1 1 calc R . . C22 C 0.9475(2) -0.0093(3) 0.42312(13) 0.0318(7) Uani 1 1 d . . . O7 O 0.7743(3) -0.1616(2) 0.99437(10) 0.0433(7) Uani 1 1 d . . . O9 O 0.91188(18) 0.0596(2) 0.45211(9) 0.0286(5) Uani 1 1 d . . . O17 O 1.0015(5) 0.3313(3) 0.54516(16) 0.0714(14) Uani 1 1 d . . . H17A H 1.0153 0.3890 0.5255 0.086 Uiso 1 1 calc R . . O1 O 0.64945(19) 0.0211(2) 0.54624(9) 0.0314(5) Uani 1 1 d . . . O2 O 0.80825(19) -0.0295(2) 0.56369(10) 0.0346(6) Uani 1 1 d . . . O4 O 0.2828(2) 0.1318(3) 0.91605(12) 0.0557(9) Uani 1 1 d . . . C43 C 1.0033(11) 0.3450(11) 0.5916(9) 0.229(11) Uani 1 1 d . . . H43A H 1.0195 0.4151 0.5992 0.343 Uiso 1 1 calc R . . H43B H 1.0542 0.3018 0.6090 0.343 Uiso 1 1 calc R . . H43C H 0.9377 0.3290 0.6040 0.343 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 O10 0.0391(13) 0.0389(13) 0.0244(11) 0.0073(10) -0.0083(10) 0.0018(11) O1W 0.0387(17) 0.071(2) 0.074(2) 0.0184(19) 0.0170(16) 0.0062(15) O8 0.0310(12) 0.0467(15) 0.0215(11) 0.0051(10) 0.0061(9) -0.0029(10) O16 0.0407(14) 0.0358(13) 0.0321(13) 0.0152(11) -0.0027(11) -0.0016(11) O5 0.076(2) 0.070(2) 0.0452(18) -0.0130(17) 0.0230(17) 0.0062(19) C21 0.043(2) 0.075(3) 0.042(2) 0.035(2) 0.0206(18) 0.015(2) O12 0.0216(11) 0.0350(12) 0.0323(12) -0.0194(10) -0.0038(9) -0.0034(9) O13 0.0505(16) 0.0448(15) 0.0323(14) -0.0063(12) 0.0016(12) 0.0005(13) C35 0.102(4) 0.0252(16) 0.0162(15) -0.0019(13) 0.0089(18) 0.026(2) C14 0.0552(13) 0.0455(12) 0.0458(13) -0.0056(9) -0.0009(9) 0.0005(9) O15 0.0301(13) 0.0541(17) 0.0340(13) 0.0130(12) -0.0004(10) -0.0015(11) C42 0.0259(15) 0.0401(18) 0.0260(15) -0.0047(13) -0.0056(12) 0.0051(13) C41 0.0303(16) 0.0396(17) 0.0162(13) 0.0141(12) -0.0017(11) -0.0064(13) C38 0.0278(16) 0.0419(19) 0.0347(18) 0.0169(15) 0.0046(13) 0.0030(14) C40 0.0365(18) 0.0361(18) 0.0292(17) 0.0099(14) 0.0004(14) 0.0031(14) Mn1 0.0259(3) 0.0357(4) 0.0179(3) 0.0016(3) 0.0025(2) -0.0014(3) Mn2 0.0287(3) 0.0368(3) 0.0183(2) 0.00045(18) 0.00266(19) -0.00227(19) Mn3 0.0328(3) 0.0390(3) 0.0256(3) 0.0031(2) -0.0005(2) -0.0001(2) O3 0.0296(13) 0.0659(18) 0.0252(12) -0.0174(12) 0.0070(10) 0.0000(12) O6 0.0448(16) 0.086(2) 0.0269(14) 0.0278(15) 0.0032(12) 0.0218(16) C20 0.0279(16) 0.047(2) 0.0280(16) 0.0045(14) 0.0108(13) 0.0078(14) C2 0.0371(17) 0.0361(17) 0.0138(13) 0.0058(12) 0.0019(12) -0.0066(13) C3 0.0334(16) 0.0432(18) 0.0159(14) -0.0062(13) 0.0046(12) -0.0051(14) C8 0.0347(17) 0.050(2) 0.0148(14) -0.0050(13) 0.0099(12) 0.0055(15) C4 0.0303(16) 0.0437(18) 0.0162(14) 0.0069(13) -0.0019(11) -0.0049(14) C15 0.042(2) 0.049(2) 0.0272(17) 0.0191(15) 0.0145(15) 0.0168(16) C17 0.0387(19) 0.052(2) 0.0273(17) -0.0011(16) 0.0003(14) 0.0057(16) C5 0.050(2) 0.048(2) 0.0184(15) 0.0061(14) -0.0075(14) 0.0005(17) C11 0.050(2) 0.049(2) 0.0336(19) -0.0063(17) 0.0051(17) -0.0075(18) C6 0.0413(19) 0.0408(19) 0.0215(15) -0.0080(13) 0.0022(13) 0.0033(15) C12 0.044(2) 0.045(2) 0.042(2) -0.0075(17) 0.0080(17) -0.0123(17) C9 0.0332(18) 0.052(2) 0.0269(17) -0.0096(15) 0.0089(14) -0.0017(15) C10 0.041(2) 0.064(3) 0.0286(18) -0.0171(18) -0.0027(15) -0.0008(18) C13 0.052(2) 0.051(2) 0.0250(17) 0.0003(16) -0.0073(16) 0.0114(19) C7 0.0293(17) 0.053(2) 0.0290(17) -0.0146(15) 0.0104(13) 0.0041(15) C18 0.054(3) 0.062(3) 0.044(2) 0.010(2) 0.011(2) 0.003(2) C16 0.0312(17) 0.075(3) 0.0162(15) 0.0088(16) -0.0031(12) 0.0025(18) C19 0.058(3) 0.058(3) 0.0226(17) 0.0080(16) 0.0068(16) -0.010(2) C1 0.0407(18) 0.0346(17) 0.0190(14) -0.0116(12) 0.0033(13) -0.0075(14) O14 0.0461(15) 0.0463(15) 0.0242(12) 0.0177(11) 0.0077(11) 0.0218(12) O11 0.0322(13) 0.0561(17) 0.0298(13) -0.0265(12) 0.0011(10) 0.0051(12) C26 0.0416(18) 0.0250(14) 0.0198(14) -0.0041(11) 0.0026(12) 0.0045(13) C27 0.0289(16) 0.0448(19) 0.0207(15) -0.0059(13) -0.0004(12) -0.0014(14) C25 0.0355(17) 0.0285(15) 0.0214(14) 0.0019(12) 0.0010(12) -0.0015(13) C23 0.0279(14) 0.0301(15) 0.0133(13) -0.0038(11) 0.0025(10) 0.0040(12) C28 0.0273(15) 0.0331(16) 0.0213(14) -0.0075(12) -0.0031(11) -0.0020(12) C37 0.0297(16) 0.0375(18) 0.0351(18) 0.0038(14) 0.0001(14) -0.0043(14) C30 0.0399(19) 0.052(2) 0.0213(15) -0.0084(15) 0.0084(14) -0.0069(16) C36 0.0328(17) 0.047(2) 0.0198(14) 0.0051(14) 0.0044(12) 0.0021(15) C24 0.0317(16) 0.0440(19) 0.0222(15) 0.0029(14) 0.0031(12) -0.0019(14) C39 0.0354(18) 0.0396(19) 0.0308(17) 0.0094(14) -0.0010(14) -0.0023(14) C32 0.0352(18) 0.051(2) 0.0339(19) -0.0100(16) 0.0087(15) 0.0003(16) C33 0.054(2) 0.0360(18) 0.0258(16) -0.0064(14) 0.0041(15) 0.0078(16) C34 0.0348(17) 0.0374(18) 0.0275(16) -0.0105(14) 0.0020(13) -0.0076(14) C29 0.052(2) 0.0228(15) 0.0283(16) -0.0118(13) -0.0038(15) -0.0001(14) C31 0.0331(18) 0.063(3) 0.037(2) -0.0252(19) 0.0075(15) 0.0005(17) C22 0.0228(15) 0.049(2) 0.0228(15) -0.0030(14) -0.0027(12) -0.0001(14) O7 0.0688(19) 0.0455(15) 0.0173(11) -0.0204(11) 0.0150(11) -0.0262(14) O9 0.0272(11) 0.0417(13) 0.0169(10) -0.0011(9) 0.0007(8) 0.0054(9) O17 0.121(4) 0.047(2) 0.0453(19) -0.0197(17) 0.007(2) -0.032(2) O1 0.0350(13) 0.0434(13) 0.0152(10) 0.0005(9) -0.0020(9) 0.0001(10) O2 0.0258(11) 0.0518(15) 0.0263(12) 0.0059(11) 0.0022(9) -0.0053(11) O4 0.0406(16) 0.092(3) 0.0361(15) -0.0227(16) 0.0119(13) -0.0038(16) C43 0.107(9) 0.115(10) 0.46(3) 0.122(16) -0.036(16) -0.006(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 O10 C22 1.254(5) . ? O10 Mn3 2.128(2) 3_756 ? O1W Mn3 2.176(3) . ? O8 C21 1.311(6) . ? O8 Mn3 2.213(3) 2_646 ? O8 Mn2 2.215(3) 2_646 ? O16 C42 1.283(4) . ? O16 Mn2 2.106(3) 2_655 ? O5 C14 1.416(6) . ? O5 Mn3 2.166(4) 4_566 ? C21 O7 1.202(7) . ? C21 C20 1.548(5) . ? O12 C35 1.235(6) . ? O12 Mn2 2.066(2) 2_645 ? O13 C35 1.310(5) . ? O13 Mn1 2.156(3) 2_645 ? C35 C34 1.518(5) . ? C14 O4 1.036(6) . ? C14 C13 1.611(6) . ? O15 C42 1.252(5) . ? O15 Mn1 2.143(3) 2_655 ? C42 C41 1.488(5) . ? C41 C38 1.364(5) . ? C41 C40 1.418(5) . ? C38 C37 1.393(5) . ? C40 C39 1.397(5) . ? Mn1 O15 2.143(3) 2_645 ? Mn1 O15 2.143(3) 4_566 ? Mn1 O13 2.156(3) 4_556 ? Mn1 O13 2.156(3) 2_655 ? Mn1 O1 2.233(2) . ? Mn1 O1 2.233(2) 3_656 ? Mn2 O12 2.066(2) 2_655 ? Mn2 O16 2.106(3) 2_645 ? Mn2 O9 2.196(2) . ? Mn2 O8 2.215(3) 2_656 ? Mn2 O1 2.252(3) . ? Mn2 O2 2.316(3) . ? Mn3 O10 2.128(2) 3_756 ? Mn3 O5 2.166(4) 4_665 ? Mn3 O17 2.178(4) . ? Mn3 O8 2.213(3) 2_656 ? Mn3 O9 2.225(3) . ? O3 C8 1.356(4) . ? O3 C7 1.384(4) . ? O6 C5 1.380(5) . ? O6 C15 1.416(4) . ? C20 C17 1.382(6) . ? C20 C19 1.395(6) . ? C2 C4 1.378(5) . ? C2 C3 1.393(5) . ? C2 C1 1.493(4) . ? C3 C7 1.420(5) . ? C8 C9 1.375(5) . ? C8 C11 1.378(6) . ? C4 C5 1.410(5) . ? C15 C18 1.375(7) . ? C15 C16 1.405(6) . ? C17 C16 1.412(5) . ? C5 C6 1.396(6) . ? C11 C12 1.396(6) . ? C6 C7 1.401(6) . ? C12 C13 1.447(6) . ? C9 C10 1.397(5) . ? C10 C13 1.406(6) . ? C18 C19 1.416(6) . ? C1 O2 1.260(5) . ? C1 O1 1.286(5) . ? O14 C25 1.389(4) . ? O14 C36 1.401(4) . ? O11 C28 1.378(4) . ? O11 C29 1.392(4) . ? C26 C25 1.383(5) . ? C26 C28 1.392(5) . ? C27 C28 1.368(5) . ? C27 C23 1.413(5) . ? C25 C24 1.417(4) . ? C23 C24 1.364(5) . ? C23 C22 1.518(4) . ? C37 C36 1.370(5) . ? C30 C29 1.377(6) . ? C30 C31 1.390(5) . ? C36 C39 1.370(5) . ? C32 C29 1.412(5) . ? C32 C33 1.436(5) . ? C33 C34 1.370(6) . ? C34 C31 1.401(5) . ? C22 O9 1.272(4) . ? O17 C43 1.19(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 C22 O10 Mn3 148.5(2) . 3_756 ? C21 O8 Mn3 127.6(3) . 2_646 ? C21 O8 Mn2 127.1(3) . 2_646 ? Mn3 O8 Mn2 96.99(10) 2_646 2_646 ? C42 O16 Mn2 122.2(2) . 2_655 ? C14 O5 Mn3 141.7(3) . 4_566 ? O7 C21 O8 127.2(4) . . ? O7 C21 C20 119.5(4) . . ? O8 C21 C20 113.3(5) . . ? C35 O12 Mn2 128.8(2) . 2_645 ? C35 O13 Mn1 130.8(3) . 2_645 ? O12 C35 O13 126.1(4) . . ? O12 C35 C34 120.4(3) . . ? O13 C35 C34 113.5(4) . . ? O4 C14 O5 133.1(5) . . ? O4 C14 C13 124.3(4) . . ? O5 C14 C13 102.6(4) . . ? C42 O15 Mn1 140.5(2) . 2_655 ? O15 C42 O16 123.5(3) . . ? O15 C42 C41 120.5(3) . . ? O16 C42 C41 116.0(3) . . ? C38 C41 C40 119.1(3) . . ? C38 C41 C42 121.0(3) . . ? C40 C41 C42 119.9(3) . . ? C41 C38 C37 121.9(3) . . ? C39 C40 C41 119.2(3) . . ? O15 Mn1 O15 180.00(10) 2_645 4_566 ? O15 Mn1 O13 87.65(12) 2_645 4_556 ? O15 Mn1 O13 92.35(12) 4_566 4_556 ? O15 Mn1 O13 92.35(12) 2_645 2_655 ? O15 Mn1 O13 87.65(12) 4_566 2_655 ? O13 Mn1 O13 180.000(1) 4_556 2_655 ? O15 Mn1 O1 93.42(10) 2_645 . ? O15 Mn1 O1 86.58(10) 4_566 . ? O13 Mn1 O1 89.93(11) 4_556 . ? O13 Mn1 O1 90.07(11) 2_655 . ? O15 Mn1 O1 86.58(10) 2_645 3_656 ? O15 Mn1 O1 93.42(10) 4_566 3_656 ? O13 Mn1 O1 90.07(11) 4_556 3_656 ? O13 Mn1 O1 89.93(11) 2_655 3_656 ? O1 Mn1 O1 180.0 . 3_656 ? O12 Mn2 O16 95.61(11) 2_655 2_645 ? O12 Mn2 O9 98.00(9) 2_655 . ? O16 Mn2 O9 90.11(10) 2_645 . ? O12 Mn2 O8 91.89(10) 2_655 2_656 ? O16 Mn2 O8 170.46(10) 2_645 2_656 ? O9 Mn2 O8 83.00(9) . 2_656 ? O12 Mn2 O1 105.36(10) 2_655 . ? O16 Mn2 O1 91.69(11) 2_645 . ? O9 Mn2 O1 156.28(9) . . ? O8 Mn2 O1 92.01(9) 2_656 . ? O12 Mn2 O2 162.79(10) 2_655 . ? O16 Mn2 O2 88.28(11) 2_645 . ? O9 Mn2 O2 98.76(9) . . ? O8 Mn2 O2 86.27(10) 2_656 . ? O1 Mn2 O2 57.67(9) . . ? O10 Mn3 O5 174.42(13) 3_756 4_665 ? O10 Mn3 O1W 89.24(13) 3_756 . ? O5 Mn3 O1W 85.18(15) 4_665 . ? O10 Mn3 O17 93.20(15) 3_756 . ? O5 Mn3 O17 86.64(17) 4_665 . ? O1W Mn3 O17 86.62(19) . . ? O10 Mn3 O8 90.43(10) 3_756 2_656 ? O5 Mn3 O8 95.14(13) 4_665 2_656 ? O1W Mn3 O8 174.57(14) . 2_656 ? O17 Mn3 O8 87.99(17) . 2_656 ? O10 Mn3 O9 89.70(10) 3_756 . ? O5 Mn3 O9 91.41(13) 4_665 . ? O1W Mn3 O9 103.03(13) . . ? O17 Mn3 O9 169.97(17) . . ? O8 Mn3 O9 82.39(9) 2_656 . ? C8 O3 C7 121.8(3) . . ? C5 O6 C15 116.1(3) . . ? C17 C20 C19 122.5(4) . . ? C17 C20 C21 122.1(4) . . ? C19 C20 C21 115.4(4) . . ? C4 C2 C3 124.2(3) . . ? C4 C2 C1 119.3(3) . . ? C3 C2 C1 116.3(3) . . ? C2 C3 C7 115.8(3) . . ? O3 C8 C9 114.1(3) . . ? O3 C8 C11 123.4(3) . . ? C9 C8 C11 122.4(3) . . ? C2 C4 C5 117.6(3) . . ? C18 C15 C16 123.8(4) . . ? C18 C15 O6 119.8(4) . . ? C16 C15 O6 116.2(4) . . ? C20 C17 C16 120.3(4) . . ? O6 C5 C6 122.0(3) . . ? O6 C5 C4 116.0(4) . . ? C6 C5 C4 122.0(3) . . ? C8 C11 C12 120.0(4) . . ? C5 C6 C7 117.5(3) . . ? C11 C12 C13 118.6(4) . . ? C8 C9 C10 119.6(4) . . ? C9 C10 C13 119.9(4) . . ? C10 C13 C12 119.4(4) . . ? C10 C13 C14 111.0(4) . . ? C12 C13 C14 129.5(4) . . ? O3 C7 C6 122.2(3) . . ? O3 C7 C3 114.8(3) . . ? C6 C7 C3 122.9(3) . . ? C15 C18 C19 118.9(5) . . ? C15 C16 C17 116.3(4) . . ? C20 C19 C18 117.9(4) . . ? O2 C1 O1 119.9(3) . . ? O2 C1 C2 120.0(3) . . ? O1 C1 C2 120.1(3) . . ? C25 O14 C36 119.7(3) . . ? C28 O11 C29 118.1(3) . . ? C25 C26 C28 118.2(3) . . ? C28 C27 C23 118.4(3) . . ? C26 C25 O14 123.5(3) . . ? C26 C25 C24 121.5(3) . . ? O14 C25 C24 114.9(3) . . ? C24 C23 C27 121.6(3) . . ? C24 C23 C22 119.4(3) . . ? C27 C23 C22 118.8(3) . . ? C27 C28 O11 118.8(3) . . ? C27 C28 C26 122.1(3) . . ? O11 C28 C26 119.1(3) . . ? C36 C37 C38 117.7(3) . . ? C29 C30 C31 118.0(3) . . ? C39 C36 C37 122.8(3) . . ? C39 C36 O14 122.4(3) . . ? C37 C36 O14 114.7(3) . . ? C23 C24 C25 118.1(3) . . ? C36 C39 C40 118.9(3) . . ? C29 C32 C33 117.7(4) . . ? C34 C33 C32 120.1(3) . . ? C33 C34 C31 119.8(3) . . ? C33 C34 C35 122.5(4) . . ? C31 C34 C35 117.6(4) . . ? C30 C29 O11 124.3(3) . . ? C30 C29 C32 122.3(3) . . ? O11 C29 C32 113.5(3) . . ? C30 C31 C34 122.0(4) . . ? O10 C22 O9 126.4(3) . . ? O10 C22 C23 116.0(3) . . ? O9 C22 C23 117.5(3) . . ? C22 O9 Mn2 124.4(2) . . ? C22 O9 Mn3 137.3(2) . . ? Mn2 O9 Mn3 97.20(9) . . ? C43 O17 Mn3 130.9(8) . . ? C1 O1 Mn1 147.4(2) . . ? C1 O1 Mn2 92.2(2) . . ? Mn1 O1 Mn2 104.65(9) . . ? C1 O2 Mn2 90.0(2) . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 0.000 313.8 16.7 2 0.500 0.500 0.500 314.0 16.7 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 3.606 _refine_diff_density_min -1.459 _refine_diff_density_rms 0.142 _database_code_depnum_ccdc_archive 'CCDC 909477' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5635_0m #TrackingRef 'web_deposit_cif_file_4_Wen-huanHuang_1352189072.5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H31 Mn1.50 N2 O13' _chemical_formula_weight 697.97 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _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 17.438 _cell_length_b 11.119 _cell_length_c 18.114 _cell_angle_alpha 90.00 _cell_angle_beta 115.64 _cell_angle_gamma 90.00 _cell_volume 3166.3 _cell_formula_units_Z 4 _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 0.26 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1442 _exptl_absorpt_coefficient_mu 0.675 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15352 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5568 _reflns_number_gt 4641 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2050P)^2^+0.3000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5568 _refine_ls_number_parameters 395 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0635 _refine_ls_wR_factor_ref 0.2399 _refine_ls_wR_factor_gt 0.2192 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.018 _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 Mn2 Mn 0.0000 0.5000 0.5000 0.0212(3) Uani 1 2 d S . . Mn1 Mn -0.12577(3) 0.32492(5) 0.30698(3) 0.0248(2) Uani 1 1 d . . . O5 O 0.42708(18) 0.1350(3) 0.01291(18) 0.0423(7) Uani 1 1 d . . . O4 O 0.3306(2) 0.2079(3) -0.10642(19) 0.0483(8) Uani 1 1 d . . . C14 C 0.3560(3) 0.1809(3) -0.0328(3) 0.0342(9) Uani 1 1 d . . . O1 O -0.0642(2) 0.3692(3) 0.2341(2) 0.0464(8) Uani 1 1 d . . . C1 C -0.0286(3) 0.4662(4) 0.2315(3) 0.0351(9) Uani 1 1 d . . . O8 O 0.41498(16) 0.8805(3) 0.01695(18) 0.0409(7) Uani 1 1 d . . . C21 C 0.3373(2) 0.8576(4) -0.0265(2) 0.0330(9) Uani 1 1 d . . . O7 O 0.29997(19) 0.8786(3) -0.10013(19) 0.0519(9) Uani 1 1 d . . . C20 C 0.2897(3) 0.8035(4) 0.0181(3) 0.0368(9) Uani 1 1 d . . . C19 C 0.3182(3) 0.8249(4) 0.1010(3) 0.0468(11) Uani 1 1 d . . . H19 H 0.3670 0.8706 0.1286 0.056 Uiso 1 1 calc R . . C17 C 0.2176(3) 0.7342(4) -0.0219(3) 0.0415(10) Uani 1 1 d . . . H17 H 0.1975 0.7194 -0.0777 0.050 Uiso 1 1 calc R . . C16 C 0.1745(3) 0.6860(4) 0.0212(3) 0.0501(12) Uani 1 1 d . . . H16 H 0.1268 0.6376 -0.0053 0.060 Uiso 1 1 calc R . . C15 C 0.2039(3) 0.7116(4) 0.1031(3) 0.0483(12) Uani 1 1 d . . . C18 C 0.2754(3) 0.7796(5) 0.1429(3) 0.0551(13) Uani 1 1 d . . . H18 H 0.2951 0.7952 0.1986 0.066 Uiso 1 1 calc R . . O2 O -0.0320(3) 0.5612(3) 0.2650(3) 0.0657(11) Uani 1 1 d . . . O6 O 0.1621(3) 0.6796(3) 0.1504(3) 0.0769(14) Uani 1 1 d . . . C7 C 0.1418(3) 0.4655(4) 0.1172(3) 0.0446(11) Uani 1 1 d . . . H7 H 0.1807 0.4651 0.0947 0.053 Uiso 1 1 calc R . . C5 C 0.0635(3) 0.5710(4) 0.1795(3) 0.0421(10) Uani 1 1 d . . . H5 H 0.0502 0.6424 0.1980 0.051 Uiso 1 1 calc R . . C6 C 0.1215(3) 0.5706(4) 0.1450(3) 0.0455(11) Uani 1 1 d . . . C4 C 0.1028(3) 0.3609(4) 0.1239(3) 0.0447(11) Uani 1 1 d . . . C3 C 0.0450(3) 0.3601(4) 0.1572(3) 0.0387(10) Uani 1 1 d . . . H3 H 0.0187 0.2888 0.1604 0.046 Uiso 1 1 calc R . . C2 C 0.0267(2) 0.4657(4) 0.1855(2) 0.0344(9) Uani 1 1 d . . . O3 O 0.1200(3) 0.2490(3) 0.1009(3) 0.0752(13) Uani 1 1 d . . . C10 C 0.3130(3) 0.1657(4) 0.0827(3) 0.0503(12) Uani 1 1 d . . . H10 H 0.3637 0.1256 0.1133 0.060 Uiso 1 1 calc R . . C12 C 0.1610(3) 0.2827(5) -0.0081(4) 0.0559(13) Uani 1 1 d . . . H12 H 0.1103 0.3233 -0.0381 0.067 Uiso 1 1 calc R . . C13 C 0.2197(3) 0.2628(5) -0.0404(3) 0.0489(11) Uani 1 1 d . . . H13 H 0.2070 0.2888 -0.0932 0.059 Uiso 1 1 calc R . . C8 C 0.1803(3) 0.2405(4) 0.0694(3) 0.0505(12) Uani 1 1 d . . . C9 C 0.2564(4) 0.1846(5) 0.1153(4) 0.0599(15) Uani 1 1 d . . . H9 H 0.2695 0.1597 0.1685 0.072 Uiso 1 1 calc R . . C11 C 0.2954(3) 0.2056(4) 0.0043(3) 0.0377(9) Uani 1 1 d . . . O3W O -0.01565(19) 0.2216(3) 0.37806(19) 0.0485(8) Uani 1 1 d . . . H3W H 0.0218 0.2661 0.4094 0.073 Uiso 1 1 calc R . . O2W O -0.1638(2) 0.1582(3) 0.2463(2) 0.0482(8) Uani 1 1 d . . . H2W H -0.2139 0.1619 0.2130 0.072 Uiso 1 1 calc R . . O9 O -0.2357(2) 0.4055(4) 0.2270(3) 0.0678(10) Uani 1 1 d . . . O1W O -0.08270(17) 0.4971(2) 0.37052(17) 0.0337(6) Uani 1 1 d . . . O10 O -0.0114(3) 1.0617(5) 0.2602(3) 0.1015(17) Uani 1 1 d . . . N2 N 0.0073(6) 0.9916(6) 0.1547(6) 0.111(2) Uani 1 1 d . . . C26 C 0.0348(6) 1.0146(7) 0.2311(6) 0.099(2) Uani 1 1 d . . . C29 C -0.0806(7) 1.0306(9) 0.1005(6) 0.133(4) Uani 1 1 d . . . H29A H -0.1024 1.0783 0.1313 0.200 Uiso 1 1 calc R . . H29B H -0.1160 0.9612 0.0789 0.200 Uiso 1 1 calc R . . H29C H -0.0802 1.0776 0.0562 0.200 Uiso 1 1 calc R . . C28 C 0.0577(8) 0.9366(10) 0.1196(8) 0.170(6) Uani 1 1 d . . . H28A H 0.1137 0.9208 0.1618 0.255 Uiso 1 1 calc R . . H28B H 0.0616 0.9895 0.0795 0.255 Uiso 1 1 calc R . . H28C H 0.0318 0.8623 0.0939 0.255 Uiso 1 1 calc R . . C27 C 0.1252(6) 0.9761(11) 0.2867(9) 0.181(6) Uani 1 1 d . . . H27A H 0.1348 0.8962 0.2723 0.272 Uiso 1 1 calc R . . H27B H 0.1333 0.9771 0.3426 0.272 Uiso 1 1 calc R . . H27C H 0.1646 1.0306 0.2803 0.272 Uiso 1 1 calc R . . C42 C -0.3271(5) 0.4936(7) 0.0851(5) 0.091(2) Uiso 1 1 d . . . H42A H -0.2676 0.5041 0.1200 0.136 Uiso 1 1 calc R . . H42B H -0.3549 0.5705 0.0739 0.136 Uiso 1 1 calc R . . H42C H -0.3341 0.4568 0.0347 0.136 Uiso 1 1 calc R . . C43 C -0.3558(5) 0.3024(8) 0.2411(5) 0.101(2) Uiso 1 1 d . . . H43A H -0.3350 0.3309 0.2965 0.151 Uiso 1 1 calc R . . H43B H -0.3400 0.2196 0.2414 0.151 Uiso 1 1 calc R . . H43C H -0.4166 0.3095 0.2144 0.151 Uiso 1 1 calc R . . N1 N -0.3681(6) 0.4101(8) 0.1294(6) 0.134(3) Uiso 1 1 d . . . C40 C -0.3107(6) 0.3897(8) 0.1877(6) 0.098(2) Uiso 1 1 d . . . C44 C -0.4583(5) 0.3885(7) 0.0877(5) 0.092(2) Uiso 1 1 d . . . H44A H -0.4699 0.3062 0.0953 0.138 Uiso 1 1 calc R . . H44B H -0.4780 0.4046 0.0304 0.138 Uiso 1 1 calc R . . H44C H -0.4872 0.4404 0.1098 0.138 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 Mn2 0.0175(4) 0.0265(5) 0.0256(4) -0.0032(3) 0.0148(3) -0.0004(3) Mn1 0.0223(4) 0.0332(4) 0.0257(4) -0.0028(2) 0.0166(3) -0.0052(2) O5 0.0373(16) 0.0524(18) 0.0420(17) -0.0025(14) 0.0217(14) 0.0073(14) O4 0.0499(18) 0.064(2) 0.0466(19) 0.0151(15) 0.0354(16) 0.0196(15) C14 0.036(2) 0.034(2) 0.040(2) -0.0004(16) 0.0241(19) 0.0031(16) O1 0.0524(18) 0.0445(18) 0.063(2) -0.0085(15) 0.0441(17) -0.0131(14) C1 0.041(2) 0.036(2) 0.041(2) 0.0017(18) 0.0294(19) 0.0011(18) O8 0.0267(14) 0.0543(18) 0.0402(16) 0.0170(13) 0.0131(12) -0.0061(12) C21 0.029(2) 0.039(2) 0.034(2) 0.0040(17) 0.0171(17) -0.0039(16) O7 0.0431(17) 0.073(2) 0.0394(19) 0.0054(15) 0.0173(14) -0.0183(16) C20 0.031(2) 0.041(2) 0.043(2) 0.0066(18) 0.0203(18) -0.0023(17) C19 0.046(3) 0.056(3) 0.048(3) -0.005(2) 0.029(2) -0.017(2) C17 0.036(2) 0.047(2) 0.046(3) -0.001(2) 0.0227(19) -0.0083(19) C16 0.048(3) 0.051(3) 0.061(3) -0.001(2) 0.032(2) -0.017(2) C15 0.055(3) 0.040(2) 0.073(3) -0.002(2) 0.049(3) -0.008(2) C18 0.067(3) 0.062(3) 0.053(3) -0.013(2) 0.042(3) -0.022(3) O2 0.106(3) 0.0410(19) 0.096(3) -0.0066(18) 0.087(3) -0.0102(18) O6 0.121(3) 0.053(2) 0.112(4) -0.026(2) 0.103(3) -0.038(2) C7 0.046(3) 0.052(3) 0.055(3) 0.001(2) 0.040(2) 0.000(2) C5 0.053(3) 0.042(2) 0.052(3) -0.0025(19) 0.042(2) -0.005(2) C6 0.051(3) 0.049(3) 0.055(3) -0.006(2) 0.040(2) -0.012(2) C4 0.046(2) 0.045(2) 0.060(3) -0.001(2) 0.039(2) 0.003(2) C3 0.041(2) 0.037(2) 0.053(3) 0.0007(19) 0.034(2) -0.0026(18) C2 0.033(2) 0.044(2) 0.035(2) 0.0000(18) 0.0232(18) 0.0017(17) O3 0.105(3) 0.043(2) 0.137(4) -0.008(2) 0.108(3) -0.0033(19) C10 0.054(3) 0.056(3) 0.053(3) 0.008(2) 0.034(2) 0.010(2) C12 0.050(3) 0.056(3) 0.077(4) 0.003(3) 0.041(3) 0.014(2) C13 0.045(3) 0.059(3) 0.052(3) 0.002(2) 0.030(2) 0.011(2) C8 0.063(3) 0.042(2) 0.076(3) -0.004(2) 0.058(3) -0.001(2) C9 0.086(4) 0.057(3) 0.064(4) 0.007(2) 0.058(3) 0.010(3) C11 0.039(2) 0.039(2) 0.044(2) -0.0008(18) 0.0258(19) 0.0036(18) O3W 0.0415(17) 0.0557(19) 0.0406(18) -0.0098(14) 0.0106(14) -0.0028(15) O2W 0.0450(18) 0.0516(18) 0.0425(18) -0.0108(14) 0.0139(15) -0.0138(14) O9 0.0383(18) 0.074(2) 0.079(3) 0.009(2) 0.0137(18) 0.0013(17) O1W 0.0336(15) 0.0378(15) 0.0351(15) -0.0034(11) 0.0200(13) -0.0014(11) O10 0.099(3) 0.097(4) 0.099(4) -0.034(3) 0.034(3) 0.030(3) N2 0.169(8) 0.069(4) 0.133(7) -0.004(4) 0.101(6) 0.007(4) C26 0.111(6) 0.065(4) 0.129(8) -0.017(4) 0.059(6) -0.007(4) C29 0.172(10) 0.106(6) 0.091(6) -0.009(5) 0.027(6) 0.045(7) C28 0.244(13) 0.110(7) 0.257(15) 0.013(8) 0.204(13) 0.043(8) C27 0.067(6) 0.151(10) 0.266(17) -0.006(9) 0.017(8) 0.032(6) _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 Mn2 O5 2.045(3) 2 ? Mn2 O5 2.045(3) 4_566 ? Mn2 O8 2.110(3) 4_576 ? Mn2 O8 2.110(3) 2_545 ? Mn2 O1W 2.157(3) . ? Mn2 O1W 2.157(3) 3_566 ? Mn1 O9 2.043(4) . ? Mn1 O4 2.051(3) 4_566 ? Mn1 O1 2.090(3) . ? Mn1 O2W 2.111(3) . ? Mn1 O3W 2.127(3) . ? Mn1 O1W 2.192(3) . ? O5 C14 1.262(5) . ? O5 Mn2 2.045(3) 2_545 ? O4 C14 1.246(5) . ? O4 Mn1 2.051(3) 4_665 ? C14 C11 1.503(5) . ? O1 C1 1.256(5) . ? C1 O2 1.232(5) . ? C1 C2 1.522(5) . ? O8 C21 1.264(5) . ? O8 Mn2 2.110(3) 2 ? C21 O7 1.228(5) . ? C21 C20 1.510(5) . ? C20 C17 1.383(6) . ? C20 C19 1.383(7) . ? C19 C18 1.371(6) . ? C17 C16 1.403(6) . ? C16 C15 1.374(7) . ? C15 C18 1.368(7) . ? C15 O6 1.390(5) . ? O6 C6 1.385(5) . ? C7 C6 1.378(7) . ? C7 C4 1.378(6) . ? C5 C2 1.363(6) . ? C5 C6 1.400(5) . ? C4 C3 1.382(6) . ? C4 O3 1.385(6) . ? C3 C2 1.372(6) . ? O3 C8 1.399(5) . ? C10 C9 1.368(6) . ? C10 C11 1.389(6) . ? C12 C8 1.376(7) . ? C12 C13 1.400(6) . ? C13 C11 1.370(6) . ? C8 C9 1.373(8) . ? O9 C40 1.201(9) . ? O10 C26 1.254(9) . ? N2 C26 1.278(11) . ? N2 C28 1.427(10) . ? N2 C29 1.483(13) . ? C26 C27 1.518(12) . ? C42 N1 1.585(11) . ? C43 C40 1.776(11) . ? N1 C40 1.119(10) . ? N1 C44 1.441(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O5 Mn2 O5 180.0 2 4_566 ? O5 Mn2 O8 93.73(12) 2 4_576 ? O5 Mn2 O8 86.27(12) 4_566 4_576 ? O5 Mn2 O8 86.27(12) 2 2_545 ? O5 Mn2 O8 93.73(12) 4_566 2_545 ? O8 Mn2 O8 180.000(1) 4_576 2_545 ? O5 Mn2 O1W 92.45(11) 2 . ? O5 Mn2 O1W 87.55(11) 4_566 . ? O8 Mn2 O1W 89.22(10) 4_576 . ? O8 Mn2 O1W 90.78(10) 2_545 . ? O5 Mn2 O1W 87.55(11) 2 3_566 ? O5 Mn2 O1W 92.45(11) 4_566 3_566 ? O8 Mn2 O1W 90.78(10) 4_576 3_566 ? O8 Mn2 O1W 89.22(10) 2_545 3_566 ? O1W Mn2 O1W 180.000(1) . 3_566 ? O9 Mn1 O4 94.36(15) . 4_566 ? O9 Mn1 O1 91.68(15) . . ? O4 Mn1 O1 170.95(13) 4_566 . ? O9 Mn1 O2W 91.67(14) . . ? O4 Mn1 O2W 96.03(13) 4_566 . ? O1 Mn1 O2W 90.53(13) . . ? O9 Mn1 O3W 172.06(15) . . ? O4 Mn1 O3W 88.71(14) 4_566 . ? O1 Mn1 O3W 86.19(13) . . ? O2W Mn1 O3W 80.72(13) . . ? O9 Mn1 O1W 89.57(14) . . ? O4 Mn1 O1W 84.85(12) 4_566 . ? O1 Mn1 O1W 88.46(11) . . ? O2W Mn1 O1W 178.43(11) . . ? O3W Mn1 O1W 98.01(11) . . ? C14 O5 Mn2 134.7(3) . 2_545 ? C14 O4 Mn1 134.2(3) . 4_665 ? O4 C14 O5 126.4(4) . . ? O4 C14 C11 116.1(4) . . ? O5 C14 C11 117.4(4) . . ? C1 O1 Mn1 128.5(3) . . ? O2 C1 O1 126.0(4) . . ? O2 C1 C2 116.7(4) . . ? O1 C1 C2 117.2(4) . . ? C21 O8 Mn2 131.9(2) . 2 ? O7 C21 O8 124.0(3) . . ? O7 C21 C20 120.1(4) . . ? O8 C21 C20 115.9(3) . . ? C17 C20 C19 118.8(4) . . ? C17 C20 C21 121.9(4) . . ? C19 C20 C21 119.3(4) . . ? C18 C19 C20 120.8(4) . . ? C20 C17 C16 120.4(4) . . ? C15 C16 C17 118.8(4) . . ? C18 C15 C16 120.8(4) . . ? C18 C15 O6 114.8(5) . . ? C16 C15 O6 124.3(4) . . ? C15 C18 C19 120.2(5) . . ? C6 O6 C15 124.6(4) . . ? C6 C7 C4 118.0(4) . . ? C2 C5 C6 119.3(4) . . ? C7 C6 O6 124.4(4) . . ? C7 C6 C5 121.0(4) . . ? O6 C6 C5 114.2(4) . . ? C7 C4 C3 121.6(4) . . ? C7 C4 O3 123.5(4) . . ? C3 C4 O3 114.8(4) . . ? C2 C3 C4 119.3(4) . . ? C5 C2 C3 120.7(4) . . ? C5 C2 C1 118.2(4) . . ? C3 C2 C1 120.8(4) . . ? C4 O3 C8 118.8(4) . . ? C9 C10 C11 120.7(5) . . ? C8 C12 C13 118.2(5) . . ? C11 C13 C12 121.2(5) . . ? C9 C8 C12 121.2(4) . . ? C9 C8 O3 119.0(5) . . ? C12 C8 O3 119.8(5) . . ? C10 C9 C8 119.8(5) . . ? C13 C11 C10 118.8(4) . . ? C13 C11 C14 120.3(4) . . ? C10 C11 C14 120.8(4) . . ? C40 O9 Mn1 143.4(5) . . ? Mn2 O1W Mn1 119.98(12) . . ? C26 N2 C28 123.6(11) . . ? C26 N2 C29 117.0(8) . . ? C28 N2 C29 119.3(10) . . ? O10 C26 N2 122.0(9) . . ? O10 C26 C27 120.7(10) . . ? N2 C26 C27 117.2(9) . . ? C40 N1 C44 142.0(10) . . ? C40 N1 C42 100.5(8) . . ? C44 N1 C42 117.5(8) . . ? N1 C40 O9 145.9(10) . . ? N1 C40 C43 101.5(8) . . ? O9 C40 C43 112.5(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.316 _refine_diff_density_min -1.255 _refine_diff_density_rms 0.125 _database_code_depnum_ccdc_archive 'CCDC 887266' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5586 #TrackingRef 'web_deposit_cif_file_5_Wen-huanHuang_1352189072.6-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C192 H Mn12 N8 O80' _chemical_formula_weight 4358.29 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' Mn Mn 0.3368 0.7283 '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 ? _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 27.565(3) _cell_length_b 21.395(3) _cell_length_c 9.3865(10) _cell_angle_alpha 90.00 _cell_angle_beta 106.317(3) _cell_angle_gamma 90.00 _cell_volume 5312.7(11) _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 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2149 _exptl_absorpt_coefficient_mu 0.776 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16128 _diffrn_reflns_av_R_equivalents 0.0730 _diffrn_reflns_av_sigmaI/netI 0.1245 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 28.80 _reflns_number_total 6564 _reflns_number_gt 2885 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+1.0000P] 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 6564 _refine_ls_number_parameters 338 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1251 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1462 _refine_ls_wR_factor_gt 0.1325 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.013 _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 Mn1 Mn 0.75265(2) 0.43413(3) 0.94067(6) 0.03574(19) Uani 1 1 d . . . Mn2 Mn 0.7500 0.2500 1.0000 0.0470(3) Uani 1 2 d S . . O1 O 0.81573(10) 0.38415(13) 0.9094(3) 0.0465(8) Uani 1 1 d . . . O8 O 1.22789(11) 0.48255(14) 1.1432(4) 0.0567(9) Uani 1 1 d . . . O1W O 0.68932(12) 0.49040(19) 0.9957(4) 0.0692(10) Uani 1 1 d D . . H1WA H 0.6623 0.4823 0.9350 0.104 Uiso 1 1 calc RD . . O4 O 1.19603(10) 0.08545(14) 1.2334(3) 0.0485(8) Uani 1 1 d . . . O5 O 1.19998(11) 0.15780(13) 1.4040(3) 0.0479(8) Uani 1 1 d . . . O2 O 0.81220(11) 0.28041(14) 0.9318(3) 0.0510(8) Uani 1 1 d . . . O7 O 1.21603(12) 0.43432(17) 1.3372(3) 0.0747(11) Uani 1 1 d . . . O3 O 0.98335(11) 0.20458(13) 0.9326(4) 0.0612(10) Uani 1 1 d . . . O6 O 0.99244(11) 0.42909(14) 0.9204(4) 0.0624(10) Uani 1 1 d . . . O9 O 0.71650(13) 0.21471(16) 0.7822(3) 0.0632(10) Uani 1 1 d . . . N100 N 0.71542(16) 0.18151(18) 0.5548(4) 0.0563(11) Uani 1 1 d . . . C2 C 0.88918(14) 0.32514(18) 0.9213(4) 0.0327(9) Uani 1 1 d . . . C1 C 0.83460(16) 0.3309(2) 0.9208(4) 0.0353(10) Uani 1 1 d . . . C3 C 0.91198(15) 0.26715(19) 0.9267(4) 0.0394(10) Uani 1 1 d . . . H3 H 0.8933 0.2309 0.9260 0.047 Uiso 1 1 calc R . . C15 C 1.04390(16) 0.43174(19) 0.9931(5) 0.0465(11) Uani 1 1 d . . . C14 C 1.17792(16) 0.1329(2) 1.2799(5) 0.0420(11) Uani 1 1 d . . . C20 C 1.14537(15) 0.44669(18) 1.1305(4) 0.0368(10) Uani 1 1 d . . . C6 C 0.99061(16) 0.3169(2) 0.9295(4) 0.0451(11) Uani 1 1 d . . . H6 H 1.0243 0.3144 0.9293 0.054 Uiso 1 1 calc R . . C21 C 1.20034(16) 0.4564(2) 1.2081(5) 0.0412(11) Uani 1 1 d . . . C18 C 1.07433(16) 0.46024(19) 0.9173(5) 0.0453(11) Uani 1 1 d . . . H18 H 1.0606 0.4745 0.8207 0.054 Uiso 1 1 calc R . . C7 C 0.96239(16) 0.2635(2) 0.9333(5) 0.0449(11) Uani 1 1 d . . . C19 C 1.12501(15) 0.46719(18) 0.9862(4) 0.0398(10) Uani 1 1 d . . . H19 H 1.1458 0.4858 0.9356 0.048 Uiso 1 1 calc R . . C17 C 1.11458(16) 0.41758(19) 1.2049(5) 0.0442(11) Uani 1 1 d . . . H17 H 1.1284 0.4029 1.3010 0.053 Uiso 1 1 calc R . . C5 C 0.96699(16) 0.3737(2) 0.9261(5) 0.0449(11) Uani 1 1 d . . . C12 C 1.10208(17) 0.2035(2) 1.2353(5) 0.0481(12) Uani 1 1 d . . . H12 H 1.1171 0.2229 1.3255 0.058 Uiso 1 1 calc R . . C13 C 1.12747(16) 0.15724(19) 1.1865(5) 0.0421(11) Uani 1 1 d . . . C16 C 1.06412(17) 0.4104(2) 1.1374(5) 0.0538(12) Uani 1 1 d . . . H16 H 1.0434 0.3914 1.1877 0.065 Uiso 1 1 calc R . . C10 C 1.10484(18) 0.1303(2) 1.0503(5) 0.0677(16) Uani 1 1 d . . . H10 H 1.1219 0.0989 1.0158 0.081 Uiso 1 1 calc R . . C22 C 0.7367(2) 0.1890(2) 0.6980(5) 0.0564(13) Uani 1 1 d . . . H22 H 0.7693 0.1736 0.7375 0.068 Uiso 1 1 calc R . . C24 C 0.6663(2) 0.2039(2) 0.4824(5) 0.0770(17) Uani 1 1 d . . . H24A H 0.6513 0.2210 0.5546 0.116 Uiso 1 1 calc R . . H24B H 0.6458 0.1701 0.4310 0.116 Uiso 1 1 calc R . . H24C H 0.6684 0.2358 0.4125 0.116 Uiso 1 1 calc R . . C4 C 0.91680(15) 0.3786(2) 0.9199(4) 0.0399(10) Uani 1 1 d . . . H4 H 0.9016 0.4177 0.9149 0.048 Uiso 1 1 calc R . . C9 C 1.05771(19) 0.1485(2) 0.9635(6) 0.0745(18) Uani 1 1 d . . . H9 H 1.0436 0.1312 0.8701 0.089 Uiso 1 1 calc R . . C8 C 1.03253(17) 0.1929(2) 1.0199(5) 0.0507(12) Uani 1 1 d . . . C11 C 1.05510(17) 0.2216(2) 1.1543(5) 0.0513(12) Uani 1 1 d . . . H11 H 1.0382 0.2532 1.1892 0.062 Uiso 1 1 calc R . . C23 C 0.7423(2) 0.1500(2) 0.4626(6) 0.0828(19) Uani 1 1 d . . . H23A H 0.7740 0.1345 0.5239 0.124 Uiso 1 1 calc R . . H23B H 0.7484 0.1790 0.3914 0.124 Uiso 1 1 calc R . . H23C H 0.7223 0.1158 0.4116 0.124 Uiso 1 1 calc R . . H1WB H 0.6907(17) 0.510(3) 1.075(4) 0.17(4) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0273(4) 0.0407(4) 0.0364(3) -0.0010(3) 0.0042(3) -0.0011(3) Mn2 0.0431(6) 0.0631(7) 0.0375(5) -0.0111(5) 0.0158(4) -0.0233(5) O1 0.0288(17) 0.0428(18) 0.069(2) -0.0043(15) 0.0167(14) 0.0051(14) O8 0.032(2) 0.052(2) 0.081(2) 0.0139(18) 0.0092(16) -0.0071(15) O1W 0.044(2) 0.089(3) 0.071(3) -0.026(2) 0.0099(17) 0.0058(19) O4 0.0389(19) 0.0527(19) 0.0492(18) 0.0007(15) 0.0046(14) 0.0135(15) O5 0.0369(18) 0.0572(19) 0.0454(18) 0.0022(15) 0.0046(15) 0.0086(14) O2 0.0340(18) 0.0526(19) 0.069(2) 0.0052(16) 0.0196(15) -0.0041(15) O7 0.054(2) 0.113(3) 0.0427(19) 0.004(2) -0.0101(17) -0.018(2) O3 0.0281(18) 0.0478(19) 0.090(2) -0.0136(17) -0.0122(16) 0.0130(14) O6 0.0234(17) 0.052(2) 0.102(3) 0.0239(18) 0.0023(16) -0.0066(15) O9 0.063(2) 0.079(2) 0.0476(19) -0.0232(18) 0.0148(17) -0.0094(19) N100 0.071(3) 0.058(3) 0.039(2) -0.007(2) 0.013(2) -0.007(2) C2 0.021(2) 0.038(2) 0.037(2) 0.0044(19) 0.0042(17) 0.0018(18) C1 0.032(2) 0.044(3) 0.029(2) -0.0049(19) 0.0065(18) -0.007(2) C3 0.029(3) 0.041(3) 0.042(2) 0.001(2) -0.0002(19) -0.0043(19) C15 0.026(2) 0.047(3) 0.063(3) 0.005(2) 0.007(2) -0.002(2) C14 0.034(3) 0.045(3) 0.048(3) 0.009(2) 0.012(2) 0.011(2) C20 0.029(2) 0.040(2) 0.039(2) -0.0045(19) 0.0042(18) -0.0033(18) C6 0.024(2) 0.056(3) 0.052(3) 0.005(2) 0.004(2) 0.002(2) C21 0.035(3) 0.038(2) 0.048(3) -0.008(2) 0.008(2) -0.006(2) C18 0.037(3) 0.048(3) 0.044(3) 0.007(2) 0.001(2) -0.008(2) C7 0.030(3) 0.043(3) 0.052(3) -0.003(2) -0.003(2) 0.007(2) C19 0.030(3) 0.042(3) 0.044(2) 0.001(2) 0.0043(19) -0.0078(19) C17 0.040(3) 0.048(3) 0.043(2) 0.001(2) 0.009(2) -0.007(2) C5 0.030(3) 0.044(3) 0.056(3) 0.007(2) 0.006(2) -0.001(2) C12 0.041(3) 0.056(3) 0.043(3) 0.001(2) 0.004(2) 0.014(2) C13 0.033(3) 0.044(3) 0.043(3) 0.004(2) 0.001(2) 0.014(2) C16 0.047(3) 0.066(3) 0.052(3) 0.008(3) 0.020(2) -0.011(2) C10 0.056(4) 0.064(3) 0.067(3) -0.016(3) -0.009(3) 0.033(3) C22 0.061(4) 0.056(3) 0.053(3) -0.002(3) 0.019(3) -0.011(3) C24 0.088(5) 0.078(4) 0.056(3) -0.004(3) 0.005(3) 0.006(3) C4 0.030(2) 0.042(3) 0.046(2) 0.004(2) 0.0067(19) 0.0085(19) C9 0.049(3) 0.079(4) 0.073(4) -0.024(3) -0.019(3) 0.032(3) C8 0.031(3) 0.046(3) 0.069(3) 0.003(2) 0.004(2) 0.010(2) C11 0.037(3) 0.055(3) 0.058(3) -0.002(2) 0.007(2) 0.017(2) C23 0.122(6) 0.072(4) 0.066(4) -0.013(3) 0.046(4) -0.005(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 Mn1 O7 2.020(3) 2_757 ? Mn1 O8 2.079(3) 5_767 ? Mn1 O1 2.131(3) . ? Mn1 O4 2.166(3) 8_455 ? Mn1 O1W 2.296(3) . ? Mn1 O5 2.411(3) 8_455 ? Mn1 C14 2.613(4) 8_455 ? Mn2 O2 2.095(3) 7_657 ? Mn2 O2 2.095(3) . ? Mn2 O9 2.131(3) 7_657 ? Mn2 O9 2.131(3) . ? Mn2 O5 2.430(3) 2_757 ? Mn2 O5 2.430(3) 8_455 ? O1 C1 1.244(5) . ? O8 C21 1.233(5) . ? O8 Mn1 2.079(3) 5_767 ? O1W H1WA 0.8200 . ? O1W H1WB 0.842(19) . ? O4 C14 1.261(5) . ? O4 Mn1 2.166(3) 8_556 ? O5 C14 1.270(5) . ? O5 Mn1 2.411(3) 8_556 ? O5 Mn2 2.430(3) 2_757 ? O2 C1 1.263(5) . ? O7 C21 1.259(5) . ? O7 Mn1 2.020(3) 2_757 ? O3 C7 1.387(5) . ? O3 C8 1.395(5) . ? O6 C5 1.387(5) . ? O6 C15 1.392(5) . ? O9 C22 1.219(5) . ? N100 C22 1.316(5) . ? N100 C24 1.418(6) . ? N100 C23 1.454(6) . ? C2 C4 1.376(5) . ? C2 C3 1.385(5) . ? C2 C1 1.508(6) . ? C3 C7 1.376(6) . ? C3 H3 0.9300 . ? C15 C18 1.385(6) . ? C15 C16 1.389(6) . ? C14 C13 1.513(5) . ? C14 Mn1 2.613(4) 8_556 ? C20 C19 1.384(5) . ? C20 C17 1.389(6) . ? C20 C21 1.500(5) . ? C6 C5 1.374(6) . ? C6 C7 1.389(6) . ? C6 H6 0.9300 . ? C18 C19 1.373(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C17 C16 1.365(6) . ? C17 H17 0.9300 . ? C5 C4 1.373(5) . ? C12 C11 1.361(5) . ? C12 C13 1.363(6) . ? C12 H12 0.9300 . ? C13 C10 1.381(6) . ? C16 H16 0.9300 . ? C10 C9 1.381(6) . ? C10 H10 0.9300 . ? C22 H22 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C4 H4 0.9300 . ? C9 C8 1.368(6) . ? C9 H9 0.9300 . ? C8 C11 1.384(6) . ? C11 H11 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? 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 O7 Mn1 O8 107.95(14) 2_757 5_767 ? O7 Mn1 O1 90.82(13) 2_757 . ? O8 Mn1 O1 94.06(12) 5_767 . ? O7 Mn1 O4 156.73(14) 2_757 8_455 ? O8 Mn1 O4 91.33(12) 5_767 8_455 ? O1 Mn1 O4 100.92(11) . 8_455 ? O7 Mn1 O1W 84.16(14) 2_757 . ? O8 Mn1 O1W 85.93(14) 5_767 . ? O1 Mn1 O1W 174.71(12) . . ? O4 Mn1 O1W 84.37(12) 8_455 . ? O7 Mn1 O5 102.40(13) 2_757 8_455 ? O8 Mn1 O5 148.68(11) 5_767 8_455 ? O1 Mn1 O5 93.03(11) . 8_455 ? O4 Mn1 O5 57.37(10) 8_455 8_455 ? O1W Mn1 O5 89.69(12) . 8_455 ? O7 Mn1 C14 129.50(15) 2_757 8_455 ? O8 Mn1 C14 119.80(13) 5_767 8_455 ? O1 Mn1 C14 100.75(12) . 8_455 ? O4 Mn1 C14 28.70(12) 8_455 8_455 ? O1W Mn1 C14 83.79(13) . 8_455 ? O5 Mn1 C14 28.92(11) 8_455 8_455 ? O2 Mn2 O2 180.00(7) 7_657 . ? O2 Mn2 O9 89.33(13) 7_657 7_657 ? O2 Mn2 O9 90.67(13) . 7_657 ? O2 Mn2 O9 90.67(13) 7_657 . ? O2 Mn2 O9 89.33(13) . . ? O9 Mn2 O9 180.000(1) 7_657 . ? O2 Mn2 O5 93.57(11) 7_657 2_757 ? O2 Mn2 O5 86.43(11) . 2_757 ? O9 Mn2 O5 83.34(11) 7_657 2_757 ? O9 Mn2 O5 96.66(12) . 2_757 ? O2 Mn2 O5 86.43(11) 7_657 8_455 ? O2 Mn2 O5 93.57(11) . 8_455 ? O9 Mn2 O5 96.66(12) 7_657 8_455 ? O9 Mn2 O5 83.34(11) . 8_455 ? O5 Mn2 O5 180.000(1) 2_757 8_455 ? C1 O1 Mn1 141.8(3) . . ? C21 O8 Mn1 146.8(3) . 5_767 ? Mn1 O1W H1WA 109.5 . . ? Mn1 O1W H1WB 128(3) . . ? H1WA O1W H1WB 121.6 . . ? C14 O4 Mn1 95.8(2) . 8_556 ? C14 O5 Mn1 84.4(2) . 8_556 ? C14 O5 Mn2 139.2(3) . 2_757 ? Mn1 O5 Mn2 110.67(11) 8_556 2_757 ? C1 O2 Mn2 138.7(3) . . ? C21 O7 Mn1 157.8(3) . 2_757 ? C7 O3 C8 119.8(3) . . ? C5 O6 C15 118.2(3) . . ? C22 O9 Mn2 128.9(3) . . ? C22 N100 C24 122.7(5) . . ? C22 N100 C23 120.6(5) . . ? C24 N100 C23 116.7(4) . . ? C4 C2 C3 119.9(4) . . ? C4 C2 C1 119.1(4) . . ? C3 C2 C1 121.0(4) . . ? O1 C1 O2 126.0(4) . . ? O1 C1 C2 117.9(4) . . ? O2 C1 C2 116.1(4) . . ? C7 C3 C2 119.6(4) . . ? C7 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C18 C15 C16 120.7(4) . . ? C18 C15 O6 116.5(4) . . ? C16 C15 O6 122.6(4) . . ? O4 C14 O5 121.4(4) . . ? O4 C14 C13 117.7(4) . . ? O5 C14 C13 120.8(4) . . ? O4 C14 Mn1 55.55(19) . 8_556 ? O5 C14 Mn1 66.7(2) . 8_556 ? C13 C14 Mn1 166.1(3) . 8_556 ? C19 C20 C17 119.8(4) . . ? C19 C20 C21 120.5(4) . . ? C17 C20 C21 119.7(4) . . ? C5 C6 C7 117.6(4) . . ? C5 C6 H6 121.2 . . ? C7 C6 H6 121.2 . . ? O8 C21 O7 123.6(4) . . ? O8 C21 C20 120.1(4) . . ? O7 C21 C20 116.2(4) . . ? C19 C18 C15 119.2(4) . . ? C19 C18 H18 120.4 . . ? C15 C18 H18 120.4 . . ? C3 C7 O3 117.9(4) . . ? C3 C7 C6 121.2(4) . . ? O3 C7 C6 120.7(4) . . ? C18 C19 C20 120.4(4) . . ? C18 C19 H19 119.8 . . ? C20 C19 H19 119.8 . . ? C16 C17 C20 120.3(4) . . ? C16 C17 H17 119.9 . . ? C20 C17 H17 119.9 . . ? C4 C5 C6 122.3(4) . . ? C4 C5 O6 116.6(4) . . ? C6 C5 O6 121.0(4) . . ? C11 C12 C13 121.1(4) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C12 C13 C10 118.2(4) . . ? C12 C13 C14 122.0(4) . . ? C10 C13 C14 119.7(4) . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C13 C10 C9 122.3(4) . . ? C13 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? O9 C22 N100 124.3(5) . . ? O9 C22 H22 117.9 . . ? N100 C22 H22 117.9 . . ? N100 C24 H24A 109.5 . . ? N100 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N100 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C5 C4 C2 119.3(4) . . ? C5 C4 H4 120.4 . . ? C2 C4 H4 120.4 . . ? C8 C9 C10 117.6(4) . . ? C8 C9 H9 121.2 . . ? C10 C9 H9 121.2 . . ? C9 C8 C11 120.9(4) . . ? C9 C8 O3 114.3(4) . . ? C11 C8 O3 124.7(4) . . ? C12 C11 C8 119.7(4) . . ? C12 C11 H11 120.1 . . ? C8 C11 H11 120.1 . . ? N100 C23 H23A 109.5 . . ? N100 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N100 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 -0.022 495.4 158.1 2 0.500 0.500 0.079 495.4 158.1 3 0.000 0.676 0.250 7.1 1.2 4 0.500 0.176 0.250 7.1 1.2 5 0.000 0.324 0.750 7.1 0.6 6 0.500 0.824 0.750 7.1 0.6 _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 28.80 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 0.524 _refine_diff_density_min -0.643 _refine_diff_density_rms 0.166 _database_code_depnum_ccdc_archive 'CCDC 909478' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5950_0m #TrackingRef 'web_deposit_cif_file_6_Wen-huanHuang_1352189072.6-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H44 Mn3 N2 O20' _chemical_formula_weight 1157.69 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _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 27.579 _cell_length_b 21.701 _cell_length_c 9.515 _cell_angle_alpha 90.00 _cell_angle_beta 106.34 _cell_angle_gamma 90.00 _cell_volume 5464.6 _cell_formula_units_Z 4 _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 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.407 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2372 _exptl_absorpt_coefficient_mu 0.758 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15482 _diffrn_reflns_av_R_equivalents 0.0989 _diffrn_reflns_av_sigmaI/netI 0.1429 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 27.27 _reflns_number_total 5878 _reflns_number_gt 2910 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1600P)^2^+4.6000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5878 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1665 _refine_ls_R_factor_gt 0.0842 _refine_ls_wR_factor_ref 0.2986 _refine_ls_wR_factor_gt 0.2410 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.009 _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 Mn1 Mn 0.24615(4) 0.06681(5) 0.56499(11) 0.0319(3) Uani 1 1 d . . . O1W O 0.3093(2) 0.0148(3) 0.4997(7) 0.0751(19) Uani 1 1 d . . . H1WA H 0.3004 -0.0224 0.4788 0.113 Uiso 1 1 d R . . H1WB H 0.3146 0.0323 0.4254 0.113 Uiso 1 1 d R . . Mn2 Mn 0.2500 0.2500 0.5000 0.0362(4) Uani 1 2 d S . . O4 O 0.68386(18) 0.2843(2) 1.0472(6) 0.0459(13) Uani 1 1 d . . . O2 O 0.29775(18) 0.1612(2) 0.6036(5) 0.0416(13) Uani 1 1 d . . . O1 O 0.30531(18) 0.0864(2) 0.7623(6) 0.0486(14) Uani 1 1 d . . . C1 C 0.3216(3) 0.1353(4) 0.7225(8) 0.0380(17) Uani 1 1 d . . . C2 C 0.3699(3) 0.1605(3) 0.8162(8) 0.0366(17) Uani 1 1 d . . . C3 C 0.3955(3) 0.2065(4) 0.7663(8) 0.0454(19) Uani 1 1 d . . . H3 H 0.3805 0.2255 0.6769 0.055 Uiso 1 1 calc R . . C5 C 0.3920(3) 0.1339(4) 0.9492(9) 0.051(2) Uani 1 1 d . . . H5 H 0.3750 0.1024 0.9819 0.061 Uiso 1 1 calc R . . O8 O 0.27083(18) 0.4853(2) 0.8414(7) 0.0523(15) Uani 1 1 d . . . O7 O 0.2869(2) 0.4387(3) 0.6539(6) 0.0695(19) Uani 1 1 d . . . C21 C 0.3004(3) 0.4588(3) 0.7814(8) 0.0365(16) Uani 1 1 d . . . C20 C 0.3539(2) 0.4491(3) 0.8641(7) 0.0331(16) Uani 1 1 d . . . C19 C 0.3735(3) 0.4689(3) 1.0084(7) 0.0349(16) Uani 1 1 d . . . H19 H 0.3522 0.4878 1.0557 0.042 Uiso 1 1 calc R . . C17 C 0.3867(3) 0.4222(3) 0.7935(8) 0.0412(18) Uani 1 1 d . . . H17 H 0.3745 0.4090 0.6970 0.049 Uiso 1 1 calc R . . O5 O 0.68265(17) 0.3852(2) 1.0921(6) 0.0429(12) Uani 1 1 d . . . O6 O 0.50632(18) 0.4300(2) 1.0844(7) 0.0606(18) Uani 1 1 d . . . O9 O 0.2260(2) 0.2107(3) 0.2848(6) 0.0543(15) Uani 1 1 d . . . O3 O 0.51476(18) 0.2090(2) 1.0689(7) 0.0560(16) Uani 1 1 d . . . C11 C 0.6086(3) 0.3277(3) 1.0746(7) 0.0351(16) Uani 1 1 d . . . C15 C 0.4553(3) 0.4340(3) 1.0110(9) 0.045(2) Uani 1 1 d . . . C13 C 0.5814(2) 0.3801(3) 1.0786(8) 0.0381(17) Uani 1 1 d . . . H13 H 0.5966 0.4186 1.0823 0.046 Uiso 1 1 calc R . . C25 C 0.2360(4) 0.1448(5) -0.0520(10) 0.077(3) Uani 1 1 d . . . H25A H 0.2648 0.1199 -0.0048 0.116 Uiso 1 1 calc R . . H25B H 0.2458 0.1753 -0.1119 0.116 Uiso 1 1 calc R . . H25C H 0.2100 0.1191 -0.1120 0.116 Uiso 1 1 calc R . . C10 C 0.5851(3) 0.2702(3) 1.0689(7) 0.0362(16) Uani 1 1 d . . . H10 H 0.6031 0.2342 1.0662 0.043 Uiso 1 1 calc R . . C12 C 0.6628(2) 0.3327(3) 1.0698(7) 0.0304(15) Uani 1 1 d . . . C8 C 0.5353(2) 0.2674(3) 1.0675(8) 0.0361(17) Uani 1 1 d . . . C14 C 0.5312(3) 0.3754(4) 1.0770(8) 0.0406(18) Uani 1 1 d . . . C7 C 0.4654(3) 0.1979(4) 0.9828(9) 0.046(2) Uani 1 1 d . . . C18 C 0.4239(2) 0.4611(4) 1.0824(9) 0.0424(18) Uani 1 1 d . . . H18 H 0.4363 0.4739 1.1792 0.051 Uiso 1 1 calc R . . N1 N 0.2170(3) 0.1754(3) 0.0594(7) 0.0550(18) Uani 1 1 d . . . C6 C 0.4398(3) 0.1528(4) 1.0386(9) 0.054(2) Uani 1 1 d . . . H6 H 0.4537 0.1359 1.1309 0.065 Uiso 1 1 calc R . . C23 C 0.2963(4) 0.1565(4) 0.2465(11) 0.062(2) Uani 1 1 d . . . H23A H 0.3075 0.1555 0.3515 0.092 Uiso 1 1 calc R . . H23B H 0.3189 0.1817 0.2107 0.092 Uiso 1 1 calc R . . H23C H 0.2960 0.1155 0.2088 0.092 Uiso 1 1 calc R . . C9 C 0.5079(3) 0.3185(4) 1.0728(9) 0.0449(19) Uani 1 1 d . . . H9 H 0.4743 0.3157 1.0735 0.054 Uiso 1 1 calc R . . C4 C 0.4441(3) 0.2249(4) 0.8500(9) 0.049(2) Uani 1 1 d . . . H4 H 0.4616 0.2552 0.8151 0.059 Uiso 1 1 calc R . . C16 C 0.4373(3) 0.4150(4) 0.8668(10) 0.050(2) Uani 1 1 d . . . H16 H 0.4592 0.3975 0.8194 0.060 Uiso 1 1 calc R . . C24 C 0.1654(4) 0.2003(4) 0.0094(10) 0.070(3) Uani 1 1 d . . . H24A H 0.1578 0.2221 0.0883 0.105 Uiso 1 1 calc R . . H24B H 0.1419 0.1671 -0.0220 0.105 Uiso 1 1 calc R . . H24C H 0.1630 0.2281 -0.0709 0.105 Uiso 1 1 calc R . . C22 C 0.2444(3) 0.1829(4) 0.1975(9) 0.0454(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0278(6) 0.0385(6) 0.0273(6) 0.0009(5) 0.0041(4) -0.0031(4) O1W 0.074(4) 0.084(5) 0.072(5) -0.019(4) 0.028(4) 0.011(4) Mn2 0.0344(9) 0.0466(10) 0.0304(8) -0.0068(7) 0.0135(6) -0.0123(7) O4 0.036(3) 0.050(3) 0.056(4) -0.004(3) 0.019(2) 0.006(2) O2 0.037(3) 0.053(3) 0.030(3) -0.003(2) 0.002(2) -0.007(2) O1 0.038(3) 0.049(3) 0.051(3) -0.005(3) 0.000(2) -0.016(2) C1 0.033(4) 0.045(4) 0.038(4) -0.012(3) 0.012(3) -0.003(3) C2 0.033(4) 0.040(4) 0.033(4) -0.010(3) 0.002(3) -0.006(3) C3 0.045(4) 0.052(5) 0.035(4) 0.001(4) 0.005(3) -0.009(4) C5 0.039(4) 0.056(5) 0.052(5) 0.004(4) 0.005(4) -0.027(4) O8 0.032(3) 0.049(3) 0.072(4) -0.016(3) 0.006(3) 0.007(2) O7 0.057(4) 0.109(5) 0.033(3) -0.007(3) -0.004(3) 0.004(3) C21 0.042(4) 0.032(4) 0.030(4) 0.005(3) 0.002(3) -0.001(3) C20 0.034(4) 0.034(4) 0.032(4) 0.000(3) 0.012(3) 0.004(3) C19 0.035(4) 0.040(4) 0.028(4) -0.007(3) 0.006(3) 0.011(3) C17 0.047(4) 0.043(4) 0.037(4) -0.001(3) 0.016(3) 0.005(3) O5 0.033(3) 0.048(3) 0.047(3) 0.004(2) 0.012(2) -0.002(2) O6 0.023(3) 0.055(4) 0.097(5) -0.031(3) 0.006(3) 0.007(2) O9 0.051(3) 0.071(4) 0.041(3) -0.017(3) 0.013(3) -0.009(3) O3 0.032(3) 0.053(3) 0.069(4) 0.015(3) -0.009(3) -0.017(2) C11 0.031(4) 0.046(4) 0.027(4) 0.006(3) 0.006(3) 0.004(3) C15 0.025(4) 0.044(4) 0.060(5) -0.012(4) 0.002(3) -0.001(3) C13 0.030(4) 0.038(4) 0.046(4) -0.004(3) 0.008(3) 0.000(3) C25 0.106(8) 0.091(8) 0.037(5) -0.020(5) 0.024(5) 0.006(6) C10 0.035(4) 0.041(4) 0.030(4) -0.005(3) 0.004(3) 0.000(3) C12 0.028(4) 0.041(4) 0.023(3) 0.004(3) 0.009(3) 0.006(3) C8 0.024(3) 0.043(4) 0.036(4) 0.000(3) 0.000(3) -0.009(3) C14 0.026(4) 0.053(5) 0.040(4) -0.008(4) 0.004(3) 0.004(3) C7 0.034(4) 0.047(5) 0.053(5) -0.004(4) 0.005(4) -0.010(3) C18 0.028(4) 0.052(5) 0.042(4) -0.013(4) 0.003(3) 0.010(3) N1 0.081(5) 0.056(4) 0.032(4) -0.006(3) 0.024(4) 0.000(4) C6 0.043(5) 0.061(5) 0.050(5) 0.017(4) -0.002(4) -0.012(4) C23 0.064(6) 0.063(6) 0.063(6) -0.009(5) 0.027(5) -0.007(5) C9 0.024(4) 0.059(5) 0.051(5) -0.003(4) 0.009(3) 0.001(4) C4 0.043(4) 0.054(5) 0.046(5) 0.014(4) 0.005(4) -0.018(4) C16 0.039(4) 0.053(5) 0.066(6) -0.002(4) 0.029(4) 0.012(4) C24 0.094(8) 0.063(6) 0.043(5) -0.003(4) 0.001(5) 0.010(5) C22 0.057(5) 0.046(5) 0.040(5) -0.005(4) 0.025(4) -0.008(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O7 2.028(6) 7_556 ? Mn1 O8 2.091(5) 4_546 ? Mn1 O5 2.114(5) 8_455 ? Mn1 O1 2.155(5) . ? Mn1 O1W 2.302(6) . ? Mn1 O2 2.462(5) . ? Mn2 O4 2.131(5) 2_656 ? Mn2 O4 2.131(5) 8_455 ? Mn2 O9 2.144(5) 7_556 ? Mn2 O9 2.144(5) . ? Mn2 O2 2.385(5) . ? Mn2 O2 2.385(5) 7_556 ? O4 C12 1.247(8) . ? O4 Mn2 2.131(5) 2_656 ? O2 C1 1.269(9) . ? O1 C1 1.253(9) . ? C1 C2 1.483(9) . ? C2 C5 1.369(10) . ? C2 C3 1.381(10) . ? C3 C4 1.413(10) . ? C5 C6 1.415(10) . ? O8 C21 1.260(9) . ? O8 Mn1 2.091(5) 4_556 ? O7 C21 1.244(9) . ? O7 Mn1 2.028(6) 7_556 ? C21 C20 1.478(9) . ? C20 C19 1.394(9) . ? C20 C17 1.398(10) . ? C19 C18 1.380(9) . ? C17 C16 1.382(10) . ? O5 C12 1.257(8) . ? O5 Mn1 2.114(5) 8_556 ? O6 C14 1.381(9) . ? O6 C15 1.386(8) . ? O9 C22 1.244(9) . ? O3 C8 1.391(8) . ? O3 C7 1.399(8) . ? C11 C13 1.369(10) . ? C11 C10 1.400(10) . ? C11 C12 1.513(9) . ? C15 C18 1.375(10) . ? C15 C16 1.384(11) . ? C13 C14 1.383(9) . ? C25 N1 1.467(10) . ? C10 C8 1.370(9) . ? C8 C9 1.352(10) . ? C14 C9 1.388(10) . ? C7 C4 1.367(11) . ? C7 C6 1.394(11) . ? N1 C22 1.328(10) . ? N1 C24 1.470(11) . ? C23 C22 1.490(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 O7 Mn1 O8 107.3(3) 7_556 4_546 ? O7 Mn1 O5 90.3(2) 7_556 8_455 ? O8 Mn1 O5 94.1(2) 4_546 8_455 ? O7 Mn1 O1 156.5(2) 7_556 . ? O8 Mn1 O1 90.1(2) 4_546 . ? O5 Mn1 O1 104.3(2) 8_455 . ? O7 Mn1 O1W 81.3(2) 7_556 . ? O8 Mn1 O1W 88.7(2) 4_546 . ? O5 Mn1 O1W 171.7(2) 8_455 . ? O1 Mn1 O1W 83.5(2) . . ? O7 Mn1 O2 106.0(2) 7_556 . ? O8 Mn1 O2 146.0(2) 4_546 . ? O5 Mn1 O2 92.08(18) 8_455 . ? O1 Mn1 O2 56.08(18) . . ? O1W Mn1 O2 89.9(2) . . ? O4 Mn2 O4 180.00(11) 2_656 8_455 ? O4 Mn2 O9 90.6(2) 2_656 7_556 ? O4 Mn2 O9 89.4(2) 8_455 7_556 ? O4 Mn2 O9 89.4(2) 2_656 . ? O4 Mn2 O9 90.6(2) 8_455 . ? O9 Mn2 O9 180.0 7_556 . ? O4 Mn2 O2 87.90(18) 2_656 . ? O4 Mn2 O2 92.10(18) 8_455 . ? O9 Mn2 O2 86.6(2) 7_556 . ? O9 Mn2 O2 93.4(2) . . ? O4 Mn2 O2 92.10(18) 2_656 7_556 ? O4 Mn2 O2 87.90(18) 8_455 7_556 ? O9 Mn2 O2 93.4(2) 7_556 7_556 ? O9 Mn2 O2 86.6(2) . 7_556 ? O2 Mn2 O2 180.0(3) . 7_556 ? C12 O4 Mn2 142.9(5) . 2_656 ? C1 O2 Mn2 144.5(5) . . ? C1 O2 Mn1 84.2(4) . . ? Mn2 O2 Mn1 112.44(19) . . ? C1 O1 Mn1 98.8(5) . . ? O1 C1 O2 120.3(6) . . ? O1 C1 C2 118.0(7) . . ? O2 C1 C2 121.7(7) . . ? C5 C2 C3 119.1(6) . . ? C5 C2 C1 119.3(7) . . ? C3 C2 C1 121.3(7) . . ? C2 C3 C4 120.4(7) . . ? C2 C5 C6 122.0(7) . . ? C21 O8 Mn1 146.2(5) . 4_556 ? C21 O7 Mn1 161.3(6) . 7_556 ? O7 C21 O8 123.2(7) . . ? O7 C21 C20 116.8(7) . . ? O8 C21 C20 120.0(7) . . ? C19 C20 C17 118.5(6) . . ? C19 C20 C21 122.2(6) . . ? C17 C20 C21 119.2(7) . . ? C18 C19 C20 121.4(6) . . ? C16 C17 C20 120.2(7) . . ? C12 O5 Mn1 139.6(5) . 8_556 ? C14 O6 C15 118.5(6) . . ? C22 O9 Mn2 139.2(5) . . ? C8 O3 C7 118.9(6) . . ? C13 C11 C10 119.3(6) . . ? C13 C11 C12 119.7(6) . . ? C10 C11 C12 121.0(6) . . ? C18 C15 C16 121.0(7) . . ? C18 C15 O6 118.0(7) . . ? C16 C15 O6 120.8(7) . . ? C11 C13 C14 119.6(7) . . ? C8 C10 C11 119.5(7) . . ? O4 C12 O5 126.3(6) . . ? O4 C12 C11 117.2(6) . . ? O5 C12 C11 116.5(6) . . ? C9 C8 C10 122.2(7) . . ? C9 C8 O3 121.0(6) . . ? C10 C8 O3 116.7(6) . . ? O6 C14 C13 116.6(7) . . ? O6 C14 C9 122.1(6) . . ? C13 C14 C9 121.3(7) . . ? C4 C7 C6 121.5(7) . . ? C4 C7 O3 124.1(7) . . ? C6 C7 O3 114.3(7) . . ? C15 C18 C19 119.0(7) . . ? C22 N1 C25 123.4(8) . . ? C22 N1 C24 120.3(7) . . ? C25 N1 C24 116.3(7) . . ? C7 C6 C5 117.5(7) . . ? C8 C9 C14 118.1(6) . . ? C7 C4 C3 119.5(7) . . ? C17 C16 C15 119.8(7) . . ? O9 C22 N1 119.7(8) . . ? O9 C22 C23 120.9(8) . . ? N1 C22 C23 119.4(7) . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.500 -0.013 415.9 176.3 2 0.500 1.000 0.068 415.9 176.3 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 27.27 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 2.121 _refine_diff_density_min -0.865 _refine_diff_density_rms 0.317 _database_code_depnum_ccdc_archive 'CCDC 909479' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xb5707_0m #TrackingRef 'web_deposit_cif_file_7_Wen-huanHuang_1352189072.6-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C208 H Mn12 N8 O80' _chemical_formula_weight 4550.45 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' Mn Mn 0.3368 0.7283 '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 ? _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 27.752(4) _cell_length_b 21.889(3) _cell_length_c 9.5237(13) _cell_angle_alpha 90.00 _cell_angle_beta 107.685(3) _cell_angle_gamma 90.00 _cell_volume 5511.9(13) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.371 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2245 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7474 _exptl_absorpt_correction_T_max 0.8362 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15507 _diffrn_reflns_av_R_equivalents 0.0869 _diffrn_reflns_av_sigmaI/netI 0.1283 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 26.94 _reflns_number_total 5807 _reflns_number_gt 2839 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^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 5807 _refine_ls_number_parameters 353 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1209 _refine_ls_R_factor_gt 0.0616 _refine_ls_wR_factor_ref 0.1484 _refine_ls_wR_factor_gt 0.1340 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.7500 0.2500 0.5000 0.0408(3) Uani 1 2 d S . . Mn2 Mn 0.75478(2) 0.43248(3) 0.43578(8) 0.0395(2) Uani 1 1 d . . . O1 O 0.81674(11) 0.38306(15) 0.4117(4) 0.0489(9) Uani 1 1 d . . . O6 O 0.98343(11) 0.20818(15) 0.4357(4) 0.0645(11) Uani 1 1 d . . . O3 O 0.99153(11) 0.42783(15) 0.4165(5) 0.0717(12) Uani 1 1 d . . . O4 O 1.22601(11) 0.48796(14) 0.6553(4) 0.0566(10) Uani 1 1 d . . . O8 O 1.19430(12) 0.08792(16) 0.7439(4) 0.0598(10) Uani 1 1 d . . . O7 O 1.20253(12) 0.16207(15) 0.9053(4) 0.0508(9) Uani 1 1 d . . . O1W O 0.69059(17) 0.4826(2) 0.5031(5) 0.0990(15) Uani 1 1 d D . . H1WA H 0.7032 0.5074 0.5685 0.149 Uiso 1 1 calc RD . . O9 O 0.71644(12) 0.21356(16) 0.2848(4) 0.0571(10) Uani 1 1 d . . . O2 O 0.81355(11) 0.28200(14) 0.4396(4) 0.0475(9) Uani 1 1 d . . . O5 O 1.21344(14) 0.44186(19) 0.8453(4) 0.0814(13) Uani 1 1 d . . . N1 N 0.70607(18) 0.17972(19) 0.0517(5) 0.0576(12) Uani 1 1 d . . . C8 C 1.04263(16) 0.4323(2) 0.4909(6) 0.0497(14) Uani 1 1 d . . . C3 C 0.91677(16) 0.3779(2) 0.4212(5) 0.0451(13) Uani 1 1 d . . . H3A H 0.9013 0.4158 0.4158 0.054 Uiso 1 1 calc R . . C2 C 0.88968(15) 0.3255(2) 0.4253(5) 0.0344(11) Uani 1 1 d . . . C15 C 1.03254(17) 0.1968(2) 0.5241(6) 0.0471(13) Uani 1 1 d . . . C4 C 0.91257(16) 0.2693(2) 0.4338(5) 0.0411(12) Uani 1 1 d . . . H4A H 0.8948 0.2339 0.4393 0.049 Uiso 1 1 calc R . . C1 C 0.83532(16) 0.3307(2) 0.4262(5) 0.0358(11) Uani 1 1 d . . . C21 C 1.17783(17) 0.1359(2) 0.7867(6) 0.0456(13) Uani 1 1 d . . . C7 C 0.96681(16) 0.3743(2) 0.4251(6) 0.0463(13) Uani 1 1 d . . . C20 C 1.12771(16) 0.1591(2) 0.6928(6) 0.0418(12) Uani 1 1 d . . . C9 C 1.07242(16) 0.4615(2) 0.4187(6) 0.0491(13) Uani 1 1 d . . . H9A H 1.0586 0.4751 0.3223 0.059 Uiso 1 1 calc R . . C13 C 1.14351(17) 0.4507(2) 0.6363(5) 0.0386(11) Uani 1 1 d . . . C14 C 1.19823(18) 0.4618(2) 0.7168(6) 0.0420(12) Uani 1 1 d . . . C19 C 1.10366(17) 0.2076(2) 0.7378(5) 0.0452(13) Uani 1 1 d . . . H19A H 1.1200 0.2282 0.8248 0.054 Uiso 1 1 calc R . . C5 C 0.96246(17) 0.2661(2) 0.4340(5) 0.0453(13) Uani 1 1 d . . . C10 C 1.12268(16) 0.4700(2) 0.4917(5) 0.0420(12) Uani 1 1 d . . . H10A H 1.1432 0.4890 0.4437 0.050 Uiso 1 1 calc R . . C17 C 1.10255(18) 0.1300(2) 0.5616(6) 0.0539(14) Uani 1 1 d . . . H17A H 1.1177 0.0968 0.5310 0.065 Uiso 1 1 calc R . . C6 C 0.98965(17) 0.3177(2) 0.4300(6) 0.0544(14) Uani 1 1 d . . . H6A H 1.0231 0.3149 0.4306 0.065 Uiso 1 1 calc R . . C11 C 1.06263(19) 0.4129(2) 0.6340(6) 0.0546(15) Uani 1 1 d . . . H11A H 1.0419 0.3942 0.6818 0.066 Uiso 1 1 calc R . . C18 C 1.05579(17) 0.2259(2) 0.6554(6) 0.0517(14) Uani 1 1 d . . . H18A H 1.0395 0.2574 0.6881 0.062 Uiso 1 1 calc R . . C22 C 0.73305(19) 0.1886(2) 0.1920(6) 0.0468(13) Uani 1 1 d . . . C12 C 1.11259(18) 0.4208(2) 0.7059(6) 0.0475(13) Uani 1 1 d . . . H12A H 1.1262 0.4064 0.8016 0.057 Uiso 1 1 calc R . . C23 C 0.7851(2) 0.1642(3) 0.2166(7) 0.0720(18) Uani 1 1 d . . . H23A H 0.7920 0.1311 0.2877 0.086 Uiso 1 1 calc R . . H23B H 0.8101 0.1961 0.2524 0.086 Uiso 1 1 calc R . . C24 C 0.7859(3) 0.1414(3) 0.0673(8) 0.093(2) Uani 1 1 d . . . H24A H 0.8098 0.1648 0.0331 0.112 Uiso 1 1 calc R . . H24B H 0.7957 0.0987 0.0730 0.112 Uiso 1 1 calc R . . C25 C 0.7329(3) 0.1495(3) -0.0360(7) 0.081(2) Uani 1 1 d . . . H25A H 0.7331 0.1743 -0.1203 0.097 Uiso 1 1 calc R . . H25B H 0.7177 0.1102 -0.0708 0.097 Uiso 1 1 calc R . . C26 C 0.6533(2) 0.1971(3) -0.0092(6) 0.0762(18) Uani 1 1 d . . . H26A H 0.6421 0.2164 0.0659 0.114 Uiso 1 1 calc R . . H26B H 0.6333 0.1613 -0.0440 0.114 Uiso 1 1 calc R . . H26C H 0.6497 0.2249 -0.0895 0.114 Uiso 1 1 calc R . . C16 C 1.05559(18) 0.1492(2) 0.4757(6) 0.0606(16) Uani 1 1 d . . . H16A H 1.0397 0.1303 0.3861 0.073 Uiso 1 1 calc R . . H1WB H 0.6586(13) 0.474(3) 0.511(7) 0.17(4) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0297(5) 0.0557(7) 0.0379(6) -0.0067(5) 0.0117(5) -0.0138(5) Mn2 0.0322(4) 0.0444(5) 0.0371(5) 0.0024(4) 0.0035(3) -0.0053(3) O1 0.0333(18) 0.045(2) 0.071(3) -0.0021(18) 0.0200(19) -0.0024(16) O6 0.0292(19) 0.054(2) 0.092(3) -0.010(2) -0.009(2) 0.0134(17) O3 0.0229(17) 0.056(2) 0.127(4) 0.032(2) 0.010(2) -0.0120(16) O4 0.0330(19) 0.046(2) 0.086(3) 0.0163(19) 0.012(2) -0.0084(16) O8 0.048(2) 0.063(3) 0.062(3) 0.0029(19) 0.008(2) 0.0256(19) O7 0.0353(18) 0.059(2) 0.053(2) 0.0066(18) 0.0053(19) 0.0068(17) O1W 0.084(3) 0.091(4) 0.123(4) -0.028(3) 0.033(3) -0.003(3) O9 0.053(2) 0.075(3) 0.043(2) -0.0196(19) 0.0137(19) -0.0030(19) O2 0.0334(18) 0.049(2) 0.064(2) 0.0024(17) 0.0205(18) -0.0081(16) O5 0.069(3) 0.124(4) 0.039(2) 0.010(2) -0.001(2) -0.010(2) N1 0.073(3) 0.057(3) 0.043(3) -0.009(2) 0.018(3) -0.011(3) C8 0.026(3) 0.045(3) 0.078(4) 0.008(3) 0.014(3) -0.006(2) C3 0.029(3) 0.035(3) 0.068(4) 0.009(2) 0.011(3) 0.002(2) C2 0.026(2) 0.037(3) 0.037(3) 0.001(2) 0.004(2) -0.003(2) C15 0.031(3) 0.041(3) 0.065(4) 0.002(3) 0.007(3) 0.010(2) C4 0.035(3) 0.041(3) 0.044(3) 0.006(2) 0.006(2) -0.003(2) C1 0.030(2) 0.046(3) 0.030(3) 0.000(2) 0.007(2) -0.007(2) C21 0.032(3) 0.051(4) 0.053(4) 0.006(3) 0.011(3) -0.001(2) C7 0.025(2) 0.046(3) 0.066(4) 0.013(3) 0.011(3) -0.004(2) C20 0.030(3) 0.046(3) 0.049(3) 0.010(2) 0.011(3) 0.008(2) C9 0.028(3) 0.054(3) 0.062(4) 0.006(3) 0.009(3) -0.009(2) C13 0.040(3) 0.035(3) 0.040(3) -0.001(2) 0.009(2) -0.004(2) C14 0.045(3) 0.031(3) 0.047(3) -0.007(2) 0.009(3) -0.001(2) C19 0.035(3) 0.053(3) 0.045(3) -0.002(2) 0.008(3) 0.010(2) C5 0.028(3) 0.043(3) 0.057(4) 0.000(3) 0.002(2) 0.004(2) C10 0.035(3) 0.038(3) 0.053(3) 0.008(2) 0.014(3) -0.007(2) C17 0.043(3) 0.056(3) 0.057(4) -0.007(3) 0.006(3) 0.019(3) C6 0.024(3) 0.068(4) 0.069(4) 0.009(3) 0.012(3) -0.003(3) C11 0.044(3) 0.055(3) 0.073(4) 0.008(3) 0.029(3) -0.009(3) C18 0.035(3) 0.053(3) 0.063(4) -0.006(3) 0.009(3) 0.012(2) C22 0.053(3) 0.040(3) 0.047(4) -0.002(3) 0.015(3) -0.014(3) C12 0.051(3) 0.049(3) 0.047(3) 0.000(2) 0.021(3) -0.010(3) C23 0.071(4) 0.080(5) 0.076(5) -0.008(3) 0.039(4) -0.005(3) C24 0.114(6) 0.088(5) 0.100(6) -0.034(4) 0.065(5) -0.028(4) C25 0.114(6) 0.089(5) 0.055(5) -0.021(4) 0.048(5) -0.021(4) C26 0.081(4) 0.072(4) 0.059(4) 0.003(3) -0.002(4) -0.009(4) C16 0.040(3) 0.071(4) 0.059(4) -0.007(3) -0.002(3) 0.012(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 Mn1 O9 2.131(3) 7_656 ? Mn1 O9 2.131(3) . ? Mn1 O2 2.133(3) . ? Mn1 O2 2.133(3) 7_656 ? Mn1 O7 2.352(3) 2_756 ? Mn1 O7 2.352(3) 8_455 ? Mn2 O5 2.013(4) 2_756 ? Mn2 O4 2.086(3) 5_766 ? Mn2 O1 2.102(3) . ? Mn2 O8 2.120(3) 8_455 ? Mn2 O1W 2.341(4) . ? Mn2 O7 2.493(3) 8_455 ? O1 C1 1.246(5) . ? O6 C15 1.390(5) . ? O6 C5 1.394(5) . ? O3 C7 1.373(5) . ? O3 C8 1.383(5) . ? O4 C14 1.240(5) . ? O4 Mn2 2.086(3) 5_766 ? O8 C21 1.261(5) . ? O8 Mn2 2.120(3) 8_556 ? O7 C21 1.267(6) . ? O7 Mn1 2.352(3) 2_756 ? O7 Mn2 2.493(3) 8_556 ? O1W H1WA 0.8200 . ? O1W H1WB 0.931(19) . ? O9 C22 1.241(5) . ? O2 C1 1.252(5) . ? O5 C14 1.246(6) . ? O5 Mn2 2.013(4) 2_756 ? N1 C22 1.333(6) . ? N1 C25 1.439(6) . ? N1 C26 1.452(6) . ? C8 C11 1.374(7) . ? C8 C9 1.382(6) . ? C3 C2 1.377(6) . ? C3 C7 1.380(5) . ? C3 H3A 0.9300 . ? C2 C4 1.376(6) . ? C2 C1 1.516(6) . ? C15 C16 1.373(6) . ? C15 C18 1.376(7) . ? C4 C5 1.386(6) . ? C4 H4A 0.9300 . ? C21 C20 1.496(6) . ? C7 C6 1.386(6) . ? C20 C17 1.388(6) . ? C20 C19 1.389(6) . ? C9 C10 1.369(6) . ? C9 H9A 0.9300 . ? C13 C10 1.387(6) . ? C13 C12 1.395(6) . ? C13 C14 1.499(6) . ? C19 C18 1.381(6) . ? C19 H19A 0.9300 . ? C5 C6 1.365(6) . ? C10 H10A 0.9300 . ? C17 C16 1.377(6) . ? C17 H17A 0.9300 . ? C6 H6A 0.9300 . ? C11 C12 1.358(6) . ? C11 H11A 0.9300 . ? C18 H18A 0.9300 . ? C22 C23 1.489(7) . ? C12 H12A 0.9300 . ? C23 C24 1.514(7) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.511(8) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C16 H16A 0.9300 . ? 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 O9 Mn1 O9 180.000(2) 7_656 . ? O9 Mn1 O2 88.89(13) 7_656 . ? O9 Mn1 O2 91.11(13) . . ? O9 Mn1 O2 91.11(13) 7_656 7_656 ? O9 Mn1 O2 88.89(13) . 7_656 ? O2 Mn1 O2 180.00(7) . 7_656 ? O9 Mn1 O7 84.68(13) 7_656 2_756 ? O9 Mn1 O7 95.32(13) . 2_756 ? O2 Mn1 O7 87.67(11) . 2_756 ? O2 Mn1 O7 92.33(11) 7_656 2_756 ? O9 Mn1 O7 95.32(13) 7_656 8_455 ? O9 Mn1 O7 84.68(13) . 8_455 ? O2 Mn1 O7 92.33(11) . 8_455 ? O2 Mn1 O7 87.67(11) 7_656 8_455 ? O7 Mn1 O7 180.00(18) 2_756 8_455 ? O5 Mn2 O4 105.00(16) 2_756 5_766 ? O5 Mn2 O1 92.85(14) 2_756 . ? O4 Mn2 O1 93.63(12) 5_766 . ? O5 Mn2 O8 153.87(14) 2_756 8_455 ? O4 Mn2 O8 93.02(14) 5_766 8_455 ? O1 Mn2 O8 104.91(13) . 8_455 ? O5 Mn2 O1W 78.40(16) 2_756 . ? O4 Mn2 O1W 91.98(15) 5_766 . ? O1 Mn2 O1W 170.60(16) . . ? O8 Mn2 O1W 82.29(15) 8_455 . ? O5 Mn2 O7 105.16(15) 2_756 8_455 ? O4 Mn2 O7 149.08(13) 5_766 8_455 ? O1 Mn2 O7 91.50(11) . 8_455 ? O8 Mn2 O7 56.26(12) 8_455 8_455 ? O1W Mn2 O7 87.53(13) . 8_455 ? C1 O1 Mn2 141.8(3) . . ? C15 O6 C5 119.9(4) . . ? C7 O3 C8 118.8(4) . . ? C14 O4 Mn2 148.8(3) . 5_766 ? C21 O8 Mn2 99.6(3) . 8_556 ? C21 O7 Mn1 143.2(3) . 2_756 ? C21 O7 Mn2 82.3(3) . 8_556 ? Mn1 O7 Mn2 113.37(13) 2_756 8_556 ? Mn2 O1W H1WA 109.5 . . ? Mn2 O1W H1WB 139(3) . . ? H1WA O1W H1WB 105.1 . . ? C22 O9 Mn1 134.5(3) . . ? C1 O2 Mn1 140.5(3) . . ? C14 O5 Mn2 164.7(4) . 2_756 ? C22 N1 C25 114.6(5) . . ? C22 N1 C26 123.6(5) . . ? C25 N1 C26 121.7(5) . . ? C11 C8 C9 120.9(4) . . ? C11 C8 O3 121.9(4) . . ? C9 C8 O3 116.9(5) . . ? C2 C3 C7 120.4(4) . . ? C2 C3 H3A 119.8 . . ? C7 C3 H3A 119.8 . . ? C4 C2 C3 120.0(4) . . ? C4 C2 C1 120.6(4) . . ? C3 C2 C1 119.4(4) . . ? C16 C15 C18 121.2(5) . . ? C16 C15 O6 113.8(5) . . ? C18 C15 O6 124.8(4) . . ? C2 C4 C5 119.2(4) . . ? C2 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? O1 C1 O2 126.8(4) . . ? O1 C1 C2 116.6(4) . . ? O2 C1 C2 116.6(4) . . ? O8 C21 O7 120.9(5) . . ? O8 C21 C20 116.9(5) . . ? O7 C21 C20 122.1(5) . . ? O3 C7 C3 117.8(4) . . ? O3 C7 C6 122.2(4) . . ? C3 C7 C6 119.8(4) . . ? C17 C20 C19 118.1(4) . . ? C17 C20 C21 120.3(5) . . ? C19 C20 C21 121.5(5) . . ? C10 C9 C8 118.8(5) . . ? C10 C9 H9A 120.6 . . ? C8 C9 H9A 120.6 . . ? C10 C13 C12 118.9(4) . . ? C10 C13 C14 120.7(4) . . ? C12 C13 C14 120.5(4) . . ? O4 C14 O5 123.5(5) . . ? O4 C14 C13 120.8(5) . . ? O5 C14 C13 115.7(5) . . ? C18 C19 C20 121.0(5) . . ? C18 C19 H19A 119.5 . . ? C20 C19 H19A 119.5 . . ? C6 C5 C4 121.2(4) . . ? C6 C5 O6 121.4(4) . . ? C4 C5 O6 117.4(4) . . ? C9 C10 C13 121.1(4) . . ? C9 C10 H10A 119.5 . . ? C13 C10 H10A 119.5 . . ? C16 C17 C20 121.4(5) . . ? C16 C17 H17A 119.3 . . ? C20 C17 H17A 119.3 . . ? C5 C6 C7 119.3(4) . . ? C5 C6 H6A 120.4 . . ? C7 C6 H6A 120.4 . . ? C12 C11 C8 120.2(4) . . ? C12 C11 H11A 119.9 . . ? C8 C11 H11A 119.9 . . ? C15 C18 C19 119.2(5) . . ? C15 C18 H18A 120.4 . . ? C19 C18 H18A 120.4 . . ? O9 C22 N1 124.1(5) . . ? O9 C22 C23 126.7(5) . . ? N1 C22 C23 109.1(5) . . ? C11 C12 C13 120.1(5) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C22 C23 C24 105.2(5) . . ? C22 C23 H23A 110.7 . . ? C24 C23 H23A 110.7 . . ? C22 C23 H23B 110.7 . . ? C24 C23 H23B 110.7 . . ? H23A C23 H23B 108.8 . . ? C25 C24 C23 106.5(5) . . ? C25 C24 H24A 110.4 . . ? C23 C24 H24A 110.4 . . ? C25 C24 H24B 110.4 . . ? C23 C24 H24B 110.4 . . ? H24A C24 H24B 108.6 . . ? N1 C25 C24 104.4(5) . . ? N1 C25 H25A 110.9 . . ? C24 C25 H25A 110.9 . . ? N1 C25 H25B 110.9 . . ? C24 C25 H25B 110.9 . . ? H25A C25 H25B 108.9 . . ? N1 C26 H26A 109.5 . . ? N1 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N1 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C15 C16 C17 119.0(5) . . ? C15 C16 H16A 120.5 . . ? C17 C16 H16A 120.5 . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.000 -0.019 458.3 167.6 2 0.500 0.500 0.072 458.3 167.6 3 0.000 0.324 0.250 6.9 0.5 4 0.500 0.824 0.250 6.9 0.5 5 0.000 0.676 0.750 6.9 1.1 6 0.500 0.176 0.750 6.9 1.1 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 26.94 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.502 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.169 _database_code_depnum_ccdc_archive 'CCDC 909480'