# 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_wz-1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H38 Mn N8 O5' _chemical_formula_weight 837.78 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 Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.595(2) _cell_length_b 13.960(3) _cell_length_c 12.667(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.092(3) _cell_angle_gamma 90.00 _cell_volume 2004.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 856 _cell_measurement_theta_min 2.623 _cell_measurement_theta_max 19.200 _exptl_crystal_description rhombic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 870.0 _exptl_absorpt_coefficient_mu 0.388 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.903 _exptl_absorpt_correction_T_max 0.933 _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 10983 _diffrn_reflns_av_R_equivalents 0.0605 _diffrn_reflns_av_sigmaI/netI 0.0942 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 26.25 _reflns_number_total 8090 _reflns_number_gt 3648 _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^)+(0.1100P)^2^+0.5032P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(16) _refine_ls_number_reflns 8090 _refine_ls_number_parameters 544 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1042 _refine_ls_R_factor_gt 0.0717 _refine_ls_wR_factor_ref 0.2070 _refine_ls_wR_factor_gt 0.1740 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.030 _refine_ls_shift/su_mean 0.002 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 0.50265(8) 0.35887(14) 0.74152(8) 0.0352(3) Uani 1 1 d . . . N3 N -0.2361(5) 0.0256(5) 0.4840(5) 0.0438(17) Uani 1 1 d . . . N2 N 0.2345(5) 0.1367(5) 0.6178(6) 0.0448(17) Uani 1 1 d . . . O1 O 0.6153(4) 0.3235(5) 0.6345(4) 0.0603(19) Uani 1 1 d . . . N6 N 1.2355(5) 0.6828(5) 1.0416(5) 0.0429(17) Uani 1 1 d . . . N5 N 0.7620(5) 0.5761(6) 0.8885(6) 0.0456(18) Uani 1 1 d . . . C29 C -0.1156(6) 0.0533(6) 0.5190(6) 0.043(2) Uani 1 1 d . . . O3 O 0.3818(4) 0.3931(5) 0.8430(4) 0.061(2) Uani 1 1 d . . . N7 N 0.3947(5) 0.4533(5) 0.6138(5) 0.0463(18) Uani 1 1 d . . . C40 C 1.1164(6) 0.6522(6) 1.0026(6) 0.0405(19) Uani 1 1 d . . . N8 N 0.6101(5) 0.2597(5) 0.8659(5) 0.0449(18) Uani 1 1 d . . . C37 C 0.8833(6) 0.6045(6) 0.9265(6) 0.0393(19) Uani 1 1 d . . . N4 N 0.6101(5) 0.4856(6) 0.8166(5) 0.0458(18) Uani 1 1 d . . . C24 C 0.4274(7) 0.1427(9) 0.6454(9) 0.070(3) Uani 1 1 d . . . H24 H 0.5055 0.1250 0.6487 0.084 Uiso 1 1 calc R . . C14 C 0.2039(6) 0.3731(7) 1.0440(6) 0.0447(19) Uani 1 1 d . . . H14 H 0.1308 0.3608 0.9997 0.054 Uiso 1 1 calc R . . C41 C 1.0349(7) 0.6718(7) 1.0638(7) 0.054(2) Uani 1 1 d . . . H41 H 1.0578 0.7021 1.1303 0.065 Uiso 1 1 calc R . . C28 C -0.0338(7) 0.0209(7) 0.4630(7) 0.058(3) Uani 1 1 d . . . H28 H -0.0562 -0.0186 0.4031 0.070 Uiso 1 1 calc R . . C2 C 0.7029(7) 0.3071(7) 0.4837(6) 0.045(2) Uani 1 1 d . . . C35 C 0.5730(7) 0.5615(7) 0.8671(8) 0.059(3) Uani 1 1 d . . . H35 H 0.4948 0.5726 0.8705 0.071 Uiso 1 1 calc R . . N1 N 0.3898(6) 0.2286(6) 0.6779(6) 0.0517(19) Uani 1 1 d . . . C26 C 0.1140(6) 0.1100(7) 0.5844(6) 0.048(2) Uani 1 1 d . . . C13 C 0.3006(6) 0.3877(6) 0.9982(6) 0.045(2) Uani 1 1 d . . . C3 C 0.8015(7) 0.3245(7) 0.4391(7) 0.053(2) Uani 1 1 d . . . H3 H 0.8684 0.3521 0.4817 0.063 Uiso 1 1 calc R . . C23 C 0.2738(7) 0.2237(7) 0.6603(7) 0.047(2) Uani 1 1 d . . . H23 H 0.2252 0.2728 0.6749 0.057 Uiso 1 1 calc R . . O4 O 0.1906(5) 0.3866(9) 0.8153(5) 0.108(3) Uani 1 1 d . . . C45 C 0.4200(7) 0.4927(8) 0.5237(8) 0.072(3) Uani 1 1 d . . . H45 H 0.4939 0.4905 0.5061 0.087 Uiso 1 1 calc R . . C34 C 0.7256(7) 0.4995(7) 0.8302(7) 0.047(2) Uani 1 1 d . . . H34 H 0.7754 0.4595 0.8016 0.057 Uiso 1 1 calc R . . C27 C 0.0831(7) 0.0485(7) 0.4980(7) 0.053(2) Uani 1 1 d . . . H27 H 0.1405 0.0255 0.4631 0.063 Uiso 1 1 calc R . . C42 C 0.9172(7) 0.6460(8) 1.0255(7) 0.055(2) Uani 1 1 d . . . H42 H 0.8618 0.6571 1.0677 0.066 Uiso 1 1 calc R . . C46 C 0.5744(7) 0.1967(8) 0.9328(7) 0.063(3) Uani 1 1 d . . . H46 H 0.4964 0.1882 0.9386 0.076 Uiso 1 1 calc R . . C4 C 0.8014(8) 0.3015(8) 0.3330(7) 0.058(2) Uani 1 1 d . . . C38 C 0.9659(7) 0.5847(9) 0.8666(8) 0.071(3) Uani 1 1 d . . . H38 H 0.9429 0.5547 0.7999 0.085 Uiso 1 1 calc R . . C25 C 0.3316(8) 0.0881(8) 0.6076(9) 0.078(3) Uani 1 1 d . . . H25 H 0.3326 0.0268 0.5791 0.093 Uiso 1 1 calc R . . C31 C 0.0332(6) 0.1406(9) 0.6384(7) 0.069(3) Uani 1 1 d . . . H31 H 0.0558 0.1798 0.6985 0.083 Uiso 1 1 calc R . . C43 C 1.2741(7) 0.7488(7) 1.1170(7) 0.053(3) Uani 1 1 d . . . H43 H 1.2254 0.7830 1.1532 0.063 Uiso 1 1 calc R . . C36 C 0.6654(6) 0.6201(8) 0.9125(8) 0.063(3) Uani 1 1 d . . . H36 H 0.6627 0.6767 0.9507 0.076 Uiso 1 1 calc R . . C39 C 1.0838(7) 0.6088(8) 0.9042(7) 0.061(3) Uani 1 1 d . . . H39 H 1.1395 0.5956 0.8631 0.074 Uiso 1 1 calc R . . C12 C 0.2914(6) 0.3832(9) 0.8774(6) 0.064(3) Uani 1 1 d . . . C1 C 0.7019(7) 0.3413(8) 0.5958(7) 0.060(3) Uani 1 1 d . . . C30 C -0.0837(7) 0.1138(9) 0.6048(7) 0.072(3) Uani 1 1 d . . . H30 H -0.1403 0.1371 0.6405 0.087 Uiso 1 1 calc R . . C7 C 0.6019(7) 0.2655(8) 0.4203(7) 0.062(3) Uani 1 1 d . . . H7 H 0.5345 0.2572 0.4482 0.075 Uiso 1 1 calc R . . C15 C 0.2137(7) 0.3765(8) 1.1543(6) 0.058(2) Uani 1 1 d . . . C8 C 0.9062(8) 0.3207(7) 0.2859(6) 0.053(2) Uani 1 1 d . . . C32 C -0.2836(7) -0.0241(8) 0.3926(7) 0.056(3) Uani 1 1 d . . . H32 H -0.2416 -0.0404 0.3402 0.067 Uiso 1 1 calc R . . C19 C 0.1098(7) 0.3541(9) 1.2042(6) 0.063(3) Uani 1 1 d . . . C44 C 1.3324(7) 0.6470(7) 1.0093(8) 0.061(3) Uani 1 1 d . . . H44 H 1.3343 0.5991 0.9587 0.073 Uiso 1 1 calc R . . C20 C -0.0005(7) 0.3937(8) 1.1548(7) 0.067(3) Uani 1 1 d . . . H20 H -0.0053 0.4312 1.0933 0.081 Uiso 1 1 calc R . . C33 C -0.3254(7) 0.0351(8) 0.5370(9) 0.080(4) Uani 1 1 d . . . H33 H -0.3217 0.0654 0.6030 0.096 Uiso 1 1 calc R . . C9 C 0.8985(7) 0.3789(8) 0.1943(7) 0.064(3) Uani 1 1 d . . . C5 C 0.6994(9) 0.2580(10) 0.2735(8) 0.089(4) Uani 1 1 d . . . H5 H 0.6960 0.2421 0.2016 0.106 Uiso 1 1 calc R . . C10 C 1.0109(7) 0.2846(8) 0.3325(7) 0.065(3) Uani 1 1 d . . . H10 H 1.0144 0.2488 0.3950 0.077 Uiso 1 1 calc R . . C21 C 0.1173(8) 0.2955(8) 1.2957(7) 0.066(3) Uani 1 1 d . . . C18 C 0.4095(8) 0.4096(9) 1.0650(7) 0.069(3) Uani 1 1 d . . . H18 H 0.4750 0.4204 1.0350 0.083 Uiso 1 1 calc R . . C17 C 0.4195(9) 0.4151(11) 1.1722(8) 0.093(4) Uani 1 1 d . . . H17 H 0.4919 0.4294 1.2168 0.111 Uiso 1 1 calc R . . O2 O 0.7847(6) 0.3961(10) 0.6406(6) 0.154(6) Uani 1 1 d . . . C6 C 0.6027(9) 0.2378(11) 0.3195(9) 0.096(4) Uani 1 1 d . . . H6 H 0.5384 0.2048 0.2797 0.115 Uiso 1 1 calc R . . C16 C 0.3215(9) 0.3993(11) 1.2162(7) 0.093(4) Uani 1 1 d . . . H16 H 0.3292 0.4045 1.2906 0.112 Uiso 1 1 calc R . . C11 C 0.7852(8) 0.4278(10) 0.1356(8) 0.087(4) Uani 1 1 d . . . H11A H 0.8018 0.4671 0.0784 0.131 Uiso 1 1 calc R . . H11B H 0.7545 0.4670 0.1857 0.131 Uiso 1 1 calc R . . H11C H 0.7279 0.3800 0.1060 0.131 Uiso 1 1 calc R . . C22 C 0.2246(8) 0.2460(10) 1.3479(8) 0.094(5) Uani 1 1 d . . . H22A H 0.2683 0.2278 1.2945 0.142 Uiso 1 1 calc R . . H22B H 0.2045 0.1898 1.3838 0.142 Uiso 1 1 calc R . . H22C H 0.2719 0.2878 1.3997 0.142 Uiso 1 1 calc R . . O5 O 0.9624(9) 0.3413(8) 0.7816(9) 0.179(5) Uani 1 1 d . . . H5B H 0.9132 0.3626 0.7294 0.268 Uiso 1 1 d R . . H5A H 1.0317 0.3590 0.7807 0.268 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0212(4) 0.0534(6) 0.0316(5) 0.0003(6) 0.0070(3) -0.0016(4) N3 0.036(3) 0.057(5) 0.038(3) -0.013(3) 0.007(3) -0.003(3) N2 0.034(4) 0.037(4) 0.065(5) 0.000(4) 0.014(3) -0.004(3) O1 0.045(3) 0.088(5) 0.057(3) 0.001(3) 0.033(3) 0.002(3) N6 0.030(3) 0.052(5) 0.045(4) -0.011(3) 0.005(3) -0.005(3) N5 0.031(3) 0.056(5) 0.051(4) 0.001(4) 0.010(3) -0.003(4) C29 0.036(4) 0.053(5) 0.043(4) -0.009(4) 0.012(3) -0.018(4) O3 0.041(3) 0.098(6) 0.053(3) -0.002(4) 0.028(2) -0.011(3) N7 0.042(4) 0.056(5) 0.043(4) 0.008(4) 0.015(3) 0.016(3) C40 0.027(4) 0.047(5) 0.044(4) -0.006(4) 0.001(3) 0.002(4) N8 0.027(3) 0.057(5) 0.047(4) 0.004(4) 0.000(3) -0.005(3) C37 0.031(4) 0.044(5) 0.042(4) 0.000(4) 0.005(3) -0.010(4) N4 0.028(3) 0.063(5) 0.043(4) 0.003(4) 0.001(3) 0.004(4) C24 0.032(5) 0.074(8) 0.104(8) -0.019(7) 0.011(5) -0.005(5) C14 0.043(4) 0.053(5) 0.049(4) 0.004(4) 0.032(3) -0.004(4) C41 0.043(5) 0.069(7) 0.053(5) -0.018(5) 0.013(4) -0.017(4) C28 0.041(4) 0.073(7) 0.063(6) -0.020(5) 0.018(4) -0.016(5) C2 0.055(5) 0.047(5) 0.042(4) -0.007(4) 0.027(4) -0.012(4) C35 0.029(4) 0.058(6) 0.094(7) -0.007(6) 0.020(5) 0.002(4) N1 0.032(4) 0.060(5) 0.062(5) -0.004(4) 0.009(3) -0.014(4) C26 0.027(4) 0.058(6) 0.051(5) -0.003(5) -0.008(3) -0.008(4) C13 0.042(4) 0.051(6) 0.047(4) 0.004(4) 0.022(3) -0.001(4) C3 0.055(5) 0.056(6) 0.057(5) -0.004(4) 0.034(4) -0.006(4) C23 0.031(4) 0.056(6) 0.052(5) -0.015(5) 0.003(4) -0.003(4) O4 0.065(4) 0.199(11) 0.067(4) 0.014(6) 0.034(3) 0.023(6) C45 0.053(5) 0.082(8) 0.089(7) 0.039(6) 0.031(5) 0.026(5) C34 0.039(5) 0.042(6) 0.061(6) 0.000(5) 0.009(4) -0.007(4) C27 0.036(4) 0.052(6) 0.073(6) -0.028(5) 0.017(4) -0.017(4) C42 0.044(5) 0.075(7) 0.047(5) -0.006(5) 0.012(4) -0.008(5) C46 0.036(4) 0.085(8) 0.069(6) 0.025(6) 0.009(4) -0.007(5) C4 0.063(5) 0.074(7) 0.045(5) -0.004(5) 0.031(4) 0.003(5) C38 0.044(5) 0.109(9) 0.064(6) -0.031(6) 0.020(5) -0.027(6) C25 0.055(6) 0.055(7) 0.123(10) -0.034(7) 0.021(6) -0.017(5) C31 0.027(4) 0.132(10) 0.047(5) -0.036(6) 0.008(4) -0.014(5) C43 0.033(4) 0.071(7) 0.055(5) -0.020(5) 0.013(4) -0.014(4) C36 0.032(4) 0.054(6) 0.106(8) -0.018(6) 0.019(5) -0.004(4) C39 0.039(4) 0.095(9) 0.055(5) -0.030(6) 0.020(4) -0.014(5) C12 0.043(4) 0.106(10) 0.051(4) -0.021(6) 0.029(4) -0.006(6) C1 0.054(5) 0.081(9) 0.052(4) -0.016(5) 0.030(4) -0.014(5) C30 0.040(5) 0.117(10) 0.063(6) -0.038(7) 0.018(4) -0.021(6) C7 0.046(5) 0.086(8) 0.060(6) 0.000(5) 0.022(4) -0.008(5) C15 0.059(5) 0.074(7) 0.049(4) 0.002(5) 0.029(4) 0.010(5) C8 0.068(5) 0.059(6) 0.040(4) -0.008(4) 0.031(4) 0.007(5) C32 0.037(4) 0.087(8) 0.043(5) -0.013(5) 0.008(4) 0.000(5) C19 0.077(5) 0.072(7) 0.052(4) 0.019(6) 0.043(4) 0.012(6) C44 0.053(5) 0.055(6) 0.075(6) -0.025(5) 0.015(4) -0.002(4) C20 0.082(6) 0.083(8) 0.048(5) 0.019(5) 0.038(5) 0.006(6) C33 0.055(5) 0.104(9) 0.091(7) -0.061(7) 0.039(5) -0.032(6) C9 0.072(5) 0.071(7) 0.064(5) 0.022(5) 0.046(4) 0.028(6) C5 0.089(7) 0.139(12) 0.042(5) -0.018(6) 0.022(5) -0.026(8) C10 0.067(6) 0.092(8) 0.045(5) 0.019(5) 0.035(4) 0.011(5) C21 0.064(5) 0.090(8) 0.049(5) 0.008(5) 0.023(4) 0.011(5) C18 0.063(5) 0.099(8) 0.055(5) 0.009(6) 0.032(4) -0.017(6) C17 0.068(6) 0.149(13) 0.058(6) 0.018(7) 0.005(5) -0.042(7) O2 0.096(5) 0.283(16) 0.101(6) -0.109(9) 0.061(5) -0.111(8) C6 0.063(6) 0.150(13) 0.074(7) -0.030(8) 0.013(6) -0.021(7) C16 0.093(7) 0.149(13) 0.042(5) 0.006(7) 0.021(5) -0.019(8) C11 0.078(7) 0.134(11) 0.060(6) 0.034(7) 0.036(5) 0.011(7) C22 0.081(7) 0.147(13) 0.064(6) 0.048(8) 0.036(5) 0.038(7) O5 0.194(10) 0.117(11) 0.195(11) 0.061(9) -0.025(9) -0.030(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 Mn1 O1 2.129(5) . ? Mn1 O3 2.145(5) . ? Mn1 N7 2.253(7) . ? Mn1 N4 2.256(8) . ? Mn1 N8 2.265(7) . ? Mn1 N1 2.286(8) . ? N3 C33 1.352(10) . ? N3 C32 1.364(10) . ? N3 C29 1.428(9) . ? N2 C25 1.344(11) . ? N2 C23 1.367(11) . ? N2 C26 1.422(8) . ? O1 C1 1.231(8) . ? N6 C43 1.335(11) . ? N6 C44 1.368(10) . ? N6 C40 1.431(9) . ? N5 C34 1.318(11) . ? N5 C36 1.366(10) . ? N5 C37 1.443(9) . ? C29 C30 1.364(12) . ? C29 C28 1.375(11) . ? O3 C12 1.224(8) . ? N7 C32 1.311(10) 2_556 ? N7 C45 1.353(11) . ? C40 C39 1.365(11) . ? C40 C41 1.369(11) . ? N8 C43 1.323(9) 2_747 ? N8 C46 1.345(11) . ? C37 C42 1.362(11) . ? C37 C38 1.369(11) . ? N4 C34 1.328(9) . ? N4 C35 1.353(12) . ? C24 C25 1.349(12) . ? C24 N1 1.369(13) . ? C14 C15 1.378(10) . ? C14 C13 1.381(8) . ? C41 C42 1.397(10) . ? C28 C27 1.389(10) . ? C2 C3 1.398(9) . ? C2 C7 1.400(11) . ? C2 C1 1.501(11) . ? C35 C36 1.376(12) . ? N1 C23 1.318(9) . ? C26 C31 1.341(11) . ? C26 C27 1.377(11) . ? C13 C18 1.398(11) . ? C13 C12 1.512(10) . ? C3 C4 1.382(11) . ? O4 C12 1.266(9) . ? C45 C33 1.338(11) 2_556 ? C46 C44 1.362(12) 2_747 ? C4 C5 1.401(13) . ? C4 C8 1.485(11) . ? C38 C39 1.392(11) . ? C31 C30 1.385(10) . ? C43 N8 1.323(9) 2_757 ? C1 O2 1.266(12) . ? C7 C6 1.336(13) . ? C15 C16 1.367(12) . ? C15 C19 1.506(10) . ? C8 C10 1.332(11) . ? C8 C9 1.405(12) . ? C32 N7 1.311(10) 2_546 ? C19 C21 1.407(13) . ? C19 C20 1.413(12) . ? C44 C46 1.362(12) 2_757 ? C20 C9 1.382(10) 1_456 ? C33 C45 1.338(11) 2_546 ? C9 C20 1.382(10) 1_654 ? C9 C11 1.528(12) . ? C5 C6 1.396(13) . ? C10 C21 1.416(11) 1_654 ? C21 C10 1.416(11) 1_456 ? C21 C22 1.456(12) . ? C18 C17 1.341(13) . ? C17 C16 1.385(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O3 177.2(2) . . ? O1 Mn1 N7 90.1(2) . . ? O3 Mn1 N7 88.0(2) . . ? O1 Mn1 N4 95.3(2) . . ? O3 Mn1 N4 86.8(2) . . ? N7 Mn1 N4 91.1(3) . . ? O1 Mn1 N8 88.8(2) . . ? O3 Mn1 N8 93.0(2) . . ? N7 Mn1 N8 178.1(3) . . ? N4 Mn1 N8 90.6(2) . . ? O1 Mn1 N1 88.5(3) . . ? O3 Mn1 N1 89.5(3) . . ? N7 Mn1 N1 91.2(3) . . ? N4 Mn1 N1 175.6(3) . . ? N8 Mn1 N1 87.1(3) . . ? C33 N3 C32 104.9(7) . . ? C33 N3 C29 128.3(7) . . ? C32 N3 C29 126.6(7) . . ? C25 N2 C23 105.6(7) . . ? C25 N2 C26 129.0(8) . . ? C23 N2 C26 125.2(7) . . ? C1 O1 Mn1 150.1(7) . . ? C43 N6 C44 107.0(7) . . ? C43 N6 C40 127.4(7) . . ? C44 N6 C40 125.6(7) . . ? C34 N5 C36 108.0(7) . . ? C34 N5 C37 125.8(7) . . ? C36 N5 C37 126.1(8) . . ? C30 C29 C28 120.9(7) . . ? C30 C29 N3 120.0(7) . . ? C28 C29 N3 119.1(7) . . ? C12 O3 Mn1 154.7(7) . . ? C32 N7 C45 103.5(7) 2_556 . ? C32 N7 Mn1 125.1(6) 2_556 . ? C45 N7 Mn1 131.1(5) . . ? C39 C40 C41 120.9(7) . . ? C39 C40 N6 120.7(7) . . ? C41 C40 N6 118.4(7) . . ? C43 N8 C46 104.9(7) 2_747 . ? C43 N8 Mn1 125.2(6) 2_747 . ? C46 N8 Mn1 129.8(5) . . ? C42 C37 C38 119.7(7) . . ? C42 C37 N5 119.8(7) . . ? C38 C37 N5 120.3(7) . . ? C34 N4 C35 103.6(8) . . ? C34 N4 Mn1 128.5(6) . . ? C35 N4 Mn1 127.6(5) . . ? C25 C24 N1 108.1(8) . . ? C15 C14 C13 121.3(7) . . ? C40 C41 C42 119.4(8) . . ? C29 C28 C27 118.4(8) . . ? C3 C2 C7 119.8(8) . . ? C3 C2 C1 119.7(7) . . ? C7 C2 C1 120.2(7) . . ? N4 C35 C36 111.5(7) . . ? C23 N1 C24 106.4(8) . . ? C23 N1 Mn1 126.1(7) . . ? C24 N1 Mn1 127.4(6) . . ? C31 C26 C27 120.7(7) . . ? C31 C26 N2 120.8(8) . . ? C27 C26 N2 118.5(7) . . ? C14 C13 C18 119.2(7) . . ? C14 C13 C12 121.9(7) . . ? C18 C13 C12 119.0(6) . . ? C4 C3 C2 121.2(8) . . ? N1 C23 N2 110.9(8) . . ? C33 C45 N7 111.6(7) 2_556 . ? N5 C34 N4 112.8(8) . . ? C26 C27 C28 120.1(8) . . ? C37 C42 C41 120.2(8) . . ? N8 C46 C44 111.0(7) . 2_747 ? C3 C4 C5 116.9(8) . . ? C3 C4 C8 120.9(8) . . ? C5 C4 C8 122.1(8) . . ? C37 C38 C39 120.8(9) . . ? N2 C25 C24 109.0(9) . . ? C26 C31 C30 120.0(9) . . ? N8 C43 N6 111.9(8) 2_757 . ? N5 C36 C35 104.0(9) . . ? C40 C39 C38 118.9(8) . . ? O3 C12 O4 121.5(7) . . ? O3 C12 C13 118.1(7) . . ? O4 C12 C13 119.2(6) . . ? O1 C1 O2 123.3(8) . . ? O1 C1 C2 118.7(8) . . ? O2 C1 C2 117.5(7) . . ? C29 C30 C31 119.8(8) . . ? C6 C7 C2 119.7(8) . . ? C16 C15 C14 117.5(7) . . ? C16 C15 C19 121.5(7) . . ? C14 C15 C19 121.0(8) . . ? C10 C8 C9 118.6(8) . . ? C10 C8 C4 120.0(8) . . ? C9 C8 C4 121.3(8) . . ? N7 C32 N3 113.0(7) 2_546 . ? C21 C19 C20 119.1(7) . . ? C21 C19 C15 123.3(8) . . ? C20 C19 C15 117.6(8) . . ? C46 C44 N6 105.2(8) 2_757 . ? C9 C20 C19 122.6(8) 1_456 . ? C45 C33 N3 107.0(8) 2_546 . ? C20 C9 C8 118.3(8) 1_654 . ? C20 C9 C11 117.7(8) 1_654 . ? C8 C9 C11 124.0(7) . . ? C6 C5 C4 121.6(9) . . ? C8 C10 C21 126.1(9) . 1_654 ? C19 C21 C10 115.2(8) . 1_456 ? C19 C21 C22 123.3(8) . . ? C10 C21 C22 121.4(9) 1_456 . ? C17 C18 C13 120.1(8) . . ? C18 C17 C16 119.6(9) . . ? C7 C6 C5 120.5(10) . . ? C15 C16 C17 122.3(9) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.25 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.823 _refine_diff_density_min -0.736 _refine_diff_density_rms 0.068 _database_code_depnum_ccdc_archive 'CCDC 961609' ####################################################################### # # 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_wz-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H30 Cd N4 O4' _chemical_formula_weight 743.10 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.551(3) _cell_length_b 12.280(3) _cell_length_c 14.417(4) _cell_angle_alpha 82.256(5) _cell_angle_beta 88.642(5) _cell_angle_gamma 79.904(4) _cell_volume 1822.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2469 _cell_measurement_theta_min 2.380 _cell_measurement_theta_max 25.502 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 0.641 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.815 _exptl_absorpt_correction_T_max 0.852 _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 9812 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.46 _reflns_number_total 6760 _reflns_number_gt 3159 _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^)+(0.0587P)^2^+1.2212P] 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 3584 _refine_ls_number_parameters 444 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0418 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.022 _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 Cd1 Cd 0.59945(4) 0.40978(3) 0.41098(3) 0.0321(2) Uani 1 1 d . . . O3 O 0.4841(4) 0.3970(3) 0.5580(3) 0.0421(10) Uani 1 1 d . . . O4 O 0.4170(4) 0.4254(3) 0.6977(3) 0.0494(11) Uani 1 1 d . . . N1 N 0.7859(5) 0.4044(4) 0.4926(3) 0.0444(13) Uani 1 1 d . . . O1 O 0.6634(4) 0.2202(3) 0.4126(3) 0.0565(12) Uani 1 1 d . . . N3 N 0.4131(4) 0.3768(4) 0.3503(3) 0.0419(12) Uani 1 1 d . . . O2 O 0.7313(4) 0.3133(4) 0.2862(3) 0.0580(12) Uani 1 1 d . . . C12 C 0.4907(5) 0.2004(4) 0.7709(4) 0.0350(14) Uani 1 1 d . . . H12 H 0.4597 0.2507 0.8124 0.042 Uiso 1 1 calc R . . N2 N 0.9186(5) 0.3792(4) 0.6112(3) 0.0404(12) Uani 1 1 d . . . N4 N 0.2799(5) 0.3462(4) 0.2445(3) 0.0444(13) Uani 1 1 d . . . C17 C 0.5601(5) 0.0943(4) 0.9768(4) 0.0373(15) Uani 1 1 d . . . C19 C 0.8309(5) 0.1090(5) 0.2137(4) 0.0400(15) Uani 1 1 d . . . H19 H 0.8507 0.1742 0.1806 0.048 Uiso 1 1 calc R . . C22 C 0.7605(5) 0.1151(5) 0.2975(4) 0.0356(14) Uani 1 1 d . . . C23 C 0.5021(5) 0.2394(4) 0.6763(4) 0.0350(14) Uani 1 1 d . . . C27 C 0.7987(6) 0.4058(5) 0.5821(5) 0.0481(16) Uani 1 1 d . . . H27 H 0.7295 0.4239 0.6217 0.058 Uiso 1 1 calc R . . C28 C 0.5251(5) 0.0879(5) 0.8044(4) 0.0348(14) Uani 1 1 d . . . C29 C 0.5649(6) 0.0154(5) 0.7397(4) 0.0448(16) Uani 1 1 d . . . H29 H 0.5860 -0.0606 0.7604 0.054 Uiso 1 1 calc R . . C30 C 0.5742(6) 0.0516(5) 0.6471(4) 0.0454(16) Uani 1 1 d . . . H30 H 0.5996 0.0001 0.6056 0.054 Uiso 1 1 calc R . . C31 C 0.9679(6) 0.3708(5) 0.7049(4) 0.0435(16) Uani 1 1 d . . . C32 C 0.2248(6) 0.3451(5) 0.1544(4) 0.0401(15) Uani 1 1 d . . . C34 C 0.1180(6) 0.3460(5) -0.0200(4) 0.0439(16) Uani 1 1 d . . . C37 C 1.0866(6) 0.3962(5) 0.7164(4) 0.0426(15) Uani 1 1 d . . . H37 H 1.1350 0.4189 0.6650 0.051 Uiso 1 1 calc R . . C38 C 0.5134(5) 0.0463(4) 0.9064(4) 0.0355(14) Uani 1 1 d . . . C42 C 0.3839(6) 0.3911(5) 0.2610(4) 0.0443(16) Uani 1 1 d . . . H42 H 0.4295 0.4280 0.2145 0.053 Uiso 1 1 calc R . . C43 C 0.4637(5) 0.3625(4) 0.6414(4) 0.0289(13) Uani 1 1 d . . . C44 C 0.4536(5) -0.0465(5) 0.9305(4) 0.0387(15) Uani 1 1 d . . . H44 H 0.4214 -0.0779 0.8828 0.046 Uiso 1 1 calc R . . C46 C 0.0652(6) 0.3536(5) -0.1156(4) 0.0408(15) Uani 1 1 d . . . C47 C 0.9402(5) 0.0044(4) 0.0870(4) 0.0378(15) Uani 1 1 d . . . C48 C 0.0413(6) 0.3676(5) 0.0569(4) 0.0476(16) Uani 1 1 d . . . H48 H -0.0477 0.3823 0.0497 0.057 Uiso 1 1 calc R . . C50 C 0.8842(5) -0.0335(5) 0.0138(4) 0.0413(15) Uani 1 1 d . . . H50 H 0.8052 -0.0568 0.0241 0.050 Uiso 1 1 calc R . . C55 C 0.5465(6) 0.1634(5) 0.6139(4) 0.0433(16) Uani 1 1 d . . . H55 H 0.5571 0.1882 0.5508 0.052 Uiso 1 1 calc R . . C56 C 0.9922(6) 0.3574(6) 0.5328(5) 0.0585(18) Uani 1 1 d . . . H56 H 1.0810 0.3363 0.5293 0.070 Uiso 1 1 calc R . . C61 C 0.9035(7) 0.3742(5) 0.4609(4) 0.0522(17) Uani 1 1 d . . . H61 H 0.9239 0.3655 0.3989 0.063 Uiso 1 1 calc R . . C63 C 0.8963(6) 0.3365(5) 0.7811(5) 0.0510(17) Uani 1 1 d . . . H63 H 0.8157 0.3185 0.7724 0.061 Uiso 1 1 calc R . . C64 C 1.0602(6) 0.0380(5) 0.0724(4) 0.0394(15) Uani 1 1 d . . . C65 C 0.7175(6) 0.2233(5) 0.3333(5) 0.0405(15) Uani 1 1 d . . . C66 C 0.0927(6) 0.3679(5) 0.1431(4) 0.0519(17) Uani 1 1 d . . . H66 H 0.0392 0.3834 0.1936 0.062 Uiso 1 1 calc R . . C67 C 0.8718(5) 0.0079(5) 0.1788(4) 0.0346(14) Uani 1 1 d . . . C68 C 0.3034(6) 0.3198(6) 0.0804(5) 0.0584(19) Uani 1 1 d . . . H68 H 0.3921 0.3016 0.0883 0.070 Uiso 1 1 calc R . . C70 C 0.9449(6) 0.3289(5) 0.8704(4) 0.0527(17) Uani 1 1 d . . . H70 H 0.8960 0.3069 0.9218 0.063 Uiso 1 1 calc R . . C71 C 0.2487(6) 0.3216(6) -0.0060(4) 0.0581(19) Uani 1 1 d . . . H71 H 0.3023 0.3058 -0.0564 0.070 Uiso 1 1 calc R . . C80 C 1.1335(6) 0.3874(5) 0.8064(4) 0.0466(16) Uani 1 1 d . . . H80 H 1.2145 0.4049 0.8145 0.056 Uiso 1 1 calc R . . C83 C 0.7331(6) 0.0177(5) 0.3463(4) 0.0484(17) Uani 1 1 d . . . H83 H 0.6873 0.0192 0.4022 0.058 Uiso 1 1 calc R . . C85 C 0.3260(7) 0.3175(6) 0.3930(4) 0.0585(19) Uani 1 1 d . . . H85 H 0.3238 0.2937 0.4570 0.070 Uiso 1 1 calc R . . C86 C 0.7742(7) -0.0834(5) 0.3117(5) 0.0580(19) Uani 1 1 d . . . H86 H 0.7569 -0.1493 0.3454 0.070 Uiso 1 1 calc R . . C88 C 0.2418(6) 0.2976(5) 0.3291(5) 0.0547(18) Uani 1 1 d . . . H88 H 0.1733 0.2592 0.3407 0.066 Uiso 1 1 calc R . . C89 C 0.8395(6) -0.0867(5) 0.2289(4) 0.0476(16) Uani 1 1 d . . . H89 H 0.8628 -0.1547 0.2059 0.057 Uiso 1 1 calc R . . C90 C 1.1321(6) 0.0692(5) 0.1509(4) 0.0555(18) Uani 1 1 d . . . H90A H 1.1304 0.0150 0.2053 0.083 Uiso 1 1 calc R . . H90B H 1.0920 0.1414 0.1652 0.083 Uiso 1 1 calc R . . H90C H 1.2197 0.0711 0.1322 0.083 Uiso 1 1 calc R . . C94 C 0.6335(6) 0.1898(5) 0.9602(4) 0.0544(18) Uani 1 1 d . . . H94A H 0.6898 0.1806 0.9074 0.082 Uiso 1 1 calc R . . H94B H 0.6834 0.1910 1.0147 0.082 Uiso 1 1 calc R . . H94C H 0.5740 0.2588 0.9477 0.082 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 Cd1 0.0382(3) 0.0336(3) 0.0227(3) -0.00229(19) -0.00389(19) -0.0018(2) O3 0.055(3) 0.044(2) 0.022(2) 0.0078(19) 0.0027(19) -0.002(2) O4 0.078(3) 0.033(2) 0.031(2) 0.004(2) 0.013(2) -0.002(2) N1 0.059(4) 0.047(3) 0.025(3) -0.008(2) -0.004(3) 0.000(3) O1 0.080(3) 0.049(3) 0.040(3) -0.016(2) 0.014(2) -0.003(2) N3 0.042(3) 0.051(3) 0.034(3) -0.007(2) 0.002(3) -0.008(3) O2 0.089(3) 0.039(3) 0.045(3) -0.014(2) 0.011(2) -0.005(2) C12 0.049(4) 0.037(4) 0.017(4) -0.003(3) 0.007(3) -0.004(3) N2 0.034(3) 0.047(3) 0.040(3) -0.006(2) -0.009(3) -0.002(2) N4 0.055(3) 0.048(3) 0.032(3) -0.004(3) -0.004(3) -0.013(3) C17 0.047(4) 0.025(3) 0.034(4) 0.011(3) 0.004(3) -0.004(3) C19 0.051(4) 0.033(4) 0.037(4) -0.006(3) -0.003(3) -0.011(3) C22 0.034(3) 0.044(4) 0.028(4) -0.008(3) 0.002(3) -0.001(3) C23 0.044(4) 0.034(4) 0.026(4) 0.000(3) 0.002(3) -0.009(3) C27 0.049(5) 0.058(4) 0.037(5) -0.013(3) -0.002(3) -0.003(3) C28 0.037(3) 0.033(4) 0.031(4) 0.006(3) 0.002(3) -0.003(3) C29 0.054(4) 0.031(3) 0.045(5) 0.002(3) 0.008(3) -0.003(3) C30 0.065(4) 0.040(4) 0.028(4) -0.004(3) 0.010(3) -0.002(3) C31 0.055(4) 0.044(4) 0.032(4) -0.004(3) -0.014(4) -0.008(3) C32 0.037(4) 0.049(4) 0.034(4) -0.008(3) -0.014(3) 0.000(3) C34 0.041(4) 0.051(4) 0.041(4) -0.009(3) -0.012(3) -0.009(3) C37 0.037(4) 0.048(4) 0.042(4) -0.004(3) -0.012(3) -0.007(3) C38 0.044(4) 0.030(3) 0.027(4) 0.007(3) -0.002(3) 0.001(3) C42 0.049(4) 0.052(4) 0.034(4) -0.003(3) -0.002(3) -0.016(3) C43 0.022(3) 0.032(4) 0.029(4) 0.005(3) 0.000(3) 0.001(3) C44 0.043(4) 0.037(4) 0.032(4) 0.003(3) -0.008(3) 0.000(3) C46 0.031(4) 0.050(4) 0.040(4) -0.013(3) -0.012(3) 0.003(3) C47 0.040(4) 0.036(3) 0.037(4) -0.013(3) -0.001(3) 0.003(3) C48 0.038(4) 0.057(4) 0.046(5) -0.014(3) -0.006(4) 0.005(3) C50 0.037(4) 0.048(4) 0.043(4) -0.017(3) 0.004(3) -0.012(3) C55 0.051(4) 0.044(4) 0.030(4) 0.005(3) 0.005(3) -0.004(3) C56 0.041(4) 0.091(5) 0.042(4) -0.019(4) -0.003(4) -0.001(4) C61 0.058(5) 0.064(5) 0.036(4) -0.013(3) 0.011(4) -0.012(4) C63 0.042(4) 0.064(4) 0.048(5) -0.010(3) 0.002(4) -0.012(3) C64 0.039(4) 0.041(4) 0.040(4) -0.019(3) -0.004(3) 0.001(3) C65 0.047(4) 0.040(4) 0.034(4) -0.018(3) 0.000(3) 0.002(3) C66 0.060(5) 0.062(4) 0.032(4) -0.019(3) -0.003(3) 0.003(4) C67 0.030(3) 0.041(4) 0.033(4) -0.009(3) 0.000(3) -0.003(3) C68 0.042(4) 0.094(5) 0.042(5) -0.015(4) -0.002(4) -0.012(4) C70 0.053(5) 0.079(5) 0.027(4) -0.008(3) -0.004(3) -0.014(4) C71 0.054(5) 0.087(5) 0.033(4) -0.015(4) -0.002(3) -0.003(4) C80 0.038(4) 0.054(4) 0.050(5) -0.010(3) -0.014(4) -0.009(3) C83 0.051(4) 0.056(5) 0.039(4) -0.010(4) 0.012(3) -0.009(4) C85 0.076(5) 0.078(5) 0.027(4) -0.001(3) -0.008(4) -0.032(4) C86 0.087(5) 0.037(4) 0.054(5) -0.003(3) 0.013(4) -0.025(4) C88 0.052(4) 0.067(5) 0.046(5) 0.006(4) -0.008(4) -0.021(4) C89 0.050(4) 0.044(4) 0.049(4) -0.021(3) 0.013(3) 0.001(3) C90 0.048(4) 0.075(5) 0.049(4) -0.024(4) -0.001(3) -0.014(4) C94 0.075(5) 0.045(4) 0.042(4) 0.008(3) 0.003(3) -0.019(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 Cd1 N1 2.303(5) . ? Cd1 N3 2.292(5) . ? Cd1 O1 2.304(4) . ? Cd1 O4 2.370(3) 2_666 ? Cd1 O3 2.419(4) . ? Cd1 O3 2.478(4) 2_666 ? Cd1 O2 2.541(4) . ? O3 C43 1.246(6) . ? O3 Cd1 2.478(4) 2_666 ? O4 C43 1.231(6) . ? O4 Cd1 2.370(3) 2_666 ? N1 C61 1.320(7) . ? N1 C27 1.304(7) . ? O1 C65 1.264(7) . ? N3 C42 1.313(7) . ? N3 C85 1.356(7) . ? O2 C65 1.245(7) . ? C12 C28 1.388(7) . ? C12 C23 1.393(7) . ? N2 C27 1.313(7) . ? N2 C56 1.385(8) . ? N2 C31 1.444(7) . ? N4 C42 1.351(7) . ? N4 C88 1.368(8) . ? N4 C32 1.438(7) . ? C17 C38 1.381(7) . ? C17 C44 1.401(8) 2_657 ? C17 C94 1.506(7) . ? C19 C67 1.396(8) . ? C19 C22 1.407(8) . ? C22 C83 1.377(8) . ? C22 C65 1.483(8) . ? C23 C55 1.397(8) . ? C23 C43 1.515(7) . ? C28 C29 1.383(8) . ? C28 C38 1.499(8) . ? C29 C30 1.357(8) . ? C30 C55 1.375(8) . ? C31 C37 1.361(8) . ? C31 C63 1.379(8) . ? C32 C68 1.370(8) . ? C32 C66 1.382(8) . ? C34 C71 1.372(8) . ? C34 C48 1.384(8) . ? C34 C46 1.484(8) . ? C37 C80 1.384(8) . ? C38 C44 1.397(8) . ? C44 C17 1.401(8) 2_657 ? C46 C80 1.377(8) 1_454 ? C46 C70 1.380(8) 1_454 ? C47 C50 1.392(7) . ? C47 C64 1.402(8) . ? C47 C67 1.494(8) . ? C48 C66 1.369(8) . ? C50 C64 1.365(8) 2_755 ? C56 C61 1.383(8) . ? C63 C70 1.384(8) . ? C64 C50 1.365(8) 2_755 ? C64 C90 1.503(7) . ? C67 C89 1.375(8) . ? C68 C71 1.381(8) . ? C70 C46 1.380(8) 1_656 ? C80 C46 1.377(8) 1_656 ? C83 C86 1.395(8) . ? C85 C88 1.370(8) . ? C86 C89 1.366(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N3 166.88(17) . . ? N1 Cd1 O1 86.21(16) . . ? N3 Cd1 O1 83.39(16) . . ? N1 Cd1 O4 104.47(16) . 2_666 ? N3 Cd1 O4 88.64(16) . 2_666 ? O1 Cd1 O4 138.37(15) . 2_666 ? N1 Cd1 O3 89.06(16) . . ? N3 Cd1 O3 84.06(15) . . ? O1 Cd1 O3 95.77(14) . . ? O4 Cd1 O3 124.02(14) 2_666 . ? N1 Cd1 O3 91.69(15) . 2_666 ? N3 Cd1 O3 96.89(15) . 2_666 ? O1 Cd1 O3 168.39(14) . 2_666 ? O4 Cd1 O3 53.16(13) 2_666 2_666 ? O3 Cd1 O3 72.76(14) . 2_666 ? N1 Cd1 O2 89.44(17) . . ? N3 Cd1 O2 90.79(16) . . ? O1 Cd1 O2 53.52(14) . . ? O4 Cd1 O2 85.97(15) 2_666 . ? O3 Cd1 O2 149.28(14) . . ? O3 Cd1 O2 137.96(14) 2_666 . ? C43 O3 Cd1 157.3(4) . . ? C43 O3 Cd1 89.4(3) . 2_666 ? Cd1 O3 Cd1 107.24(14) . 2_666 ? C43 O4 Cd1 94.9(3) . 2_666 ? C61 N1 C27 105.6(5) . . ? C61 N1 Cd1 125.0(4) . . ? C27 N1 Cd1 127.9(5) . . ? C65 O1 Cd1 97.5(4) . . ? C42 N3 C85 105.1(5) . . ? C42 N3 Cd1 125.2(4) . . ? C85 N3 Cd1 128.2(4) . . ? C65 O2 Cd1 87.0(3) . . ? C28 C12 C23 121.1(5) . . ? C27 N2 C56 106.0(5) . . ? C27 N2 C31 128.7(5) . . ? C56 N2 C31 125.3(5) . . ? C42 N4 C88 106.8(5) . . ? C42 N4 C32 126.2(5) . . ? C88 N4 C32 127.0(5) . . ? C38 C17 C44 118.1(5) . 2_657 ? C38 C17 C94 124.2(5) . . ? C44 C17 C94 117.5(5) 2_657 . ? C67 C19 C22 122.0(5) . . ? C83 C22 C19 118.3(5) . . ? C83 C22 C65 120.5(5) . . ? C19 C22 C65 121.2(5) . . ? C12 C23 C55 119.3(5) . . ? C12 C23 C43 120.2(5) . . ? C55 C23 C43 120.5(5) . . ? N1 C27 N2 113.6(6) . . ? C29 C28 C12 117.5(5) . . ? C29 C28 C38 121.4(5) . . ? C12 C28 C38 121.0(5) . . ? C30 C29 C28 122.2(5) . . ? C29 C30 C55 120.8(6) . . ? C37 C31 C63 120.9(5) . . ? C37 C31 N2 118.8(6) . . ? C63 C31 N2 120.3(5) . . ? C68 C32 C66 120.2(5) . . ? C68 C32 N4 119.9(5) . . ? C66 C32 N4 119.8(5) . . ? C71 C34 C48 117.2(5) . . ? C71 C34 C46 119.8(6) . . ? C48 C34 C46 122.8(6) . . ? C31 C37 C80 118.4(6) . . ? C17 C38 C44 118.9(5) . . ? C17 C38 C28 123.2(5) . . ? C44 C38 C28 117.9(5) . . ? N3 C42 N4 112.1(5) . . ? O4 C43 O3 122.5(5) . . ? O4 C43 C23 118.3(5) . . ? O3 C43 C23 119.1(5) . . ? C38 C44 C17 122.9(5) . 2_657 ? C80 C46 C70 117.6(5) 1_454 1_454 ? C80 C46 C34 121.2(5) 1_454 . ? C70 C46 C34 121.3(6) 1_454 . ? C50 C47 C64 118.7(5) . . ? C50 C47 C67 119.6(5) . . ? C64 C47 C67 121.7(5) . . ? C66 C48 C34 121.9(6) . . ? C64 C50 C47 123.1(5) 2_755 . ? C30 C55 C23 119.0(5) . . ? C61 C56 N2 104.3(5) . . ? N1 C61 C56 110.5(6) . . ? C31 C63 C70 119.6(6) . . ? C50 C64 C47 118.2(5) 2_755 . ? C50 C64 C90 120.1(5) 2_755 . ? C47 C64 C90 121.5(5) . . ? O2 C65 O1 121.6(5) . . ? O2 C65 C22 121.4(6) . . ? O1 C65 C22 117.0(6) . . ? C48 C66 C32 119.3(6) . . ? C89 C67 C19 117.5(5) . . ? C89 C67 C47 121.4(5) . . ? C19 C67 C47 121.0(5) . . ? C32 C68 C71 119.0(6) . . ? C46 C70 C63 120.9(6) 1_656 . ? C34 C71 C68 122.2(6) . . ? C46 C80 C37 122.6(5) 1_656 . ? C22 C83 C86 119.8(6) . . ? N3 C85 C88 110.7(6) . . ? C89 C86 C83 120.7(6) . . ? C85 C88 N4 105.2(5) . . ? C86 C89 C67 121.6(6) . . ? # SQUEEZE RESULTS (APPEND TO CIF) 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 0.500 169.5 18.8 2 0.500 0.500 1.000 140.3 12.1 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.46 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.334 _refine_diff_density_min -0.343 _refine_diff_density_rms 0.072 _database_code_depnum_ccdc_archive 'CCDC 963521' ####################################################################### # # 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_xb6437_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C90 H64 Cd3 N4 O12 ' _chemical_formula_weight 1730.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.4316(10) _cell_length_b 22.867(2) _cell_length_c 14.3083(12) _cell_angle_alpha 90.00 _cell_angle_beta 91.096(2) _cell_angle_gamma 90.00 _cell_volume 3739.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1477 _cell_measurement_theta_min 2.280 _cell_measurement_theta_max 18.703 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.914 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.864 _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 21087 _diffrn_reflns_av_R_equivalents 0.0812 _diffrn_reflns_av_sigmaI/netI 0.1095 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.05 _reflns_number_total 8216 _reflns_number_gt 4494 _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^)+(0.0500P)^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 8216 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1103 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1435 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 0.992 _refine_ls_restrained_S_all 0.992 _refine_ls_shift/su_max 0.033 _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 Cd1 Cd 0.0000 0.0000 0.5000 0.03814(18) Uani 1 2 d S . . Cd2 Cd 0.28860(4) 0.04793(2) 0.57352(3) 0.04360(16) Uani 1 1 d . . . O2 O -0.0050(4) 0.09445(19) 0.5486(3) 0.0546(11) Uani 1 1 d . . . O6 O 0.3173(4) -0.04829(19) 0.6142(3) 0.0590(12) Uani 1 1 d . . . O3 O 0.3480(4) 0.0379(2) 0.4289(3) 0.0558(12) Uani 1 1 d . . . C1 C 0.0770(6) 0.1312(3) 0.5471(4) 0.0457(16) Uani 1 1 d . . . C4 C -0.0777(5) 0.2654(3) 0.6439(4) 0.0451(16) Uani 1 1 d . . . O4 O 0.1616(4) 0.0112(2) 0.4048(3) 0.0591(13) Uani 1 1 d . . . C28 C 0.1810(5) -0.1199(3) 0.6578(4) 0.0421(15) Uani 1 1 d . . . O1 O 0.1800(4) 0.1216(2) 0.5235(3) 0.0647(14) Uani 1 1 d . . . C43 C 0.5591(6) 0.0914(3) 0.5809(5) 0.0561(18) Uani 1 1 d . . . H43 H 0.5570 0.0788 0.5191 0.067 Uiso 1 1 calc R . . O5 O -0.1311(3) 0.02128(18) 0.3819(3) 0.0446(10) Uani 1 1 d . . . C35 C 0.4639(6) 0.1070(3) 0.7189(4) 0.0475(16) Uani 1 1 d . . . C22 C 0.3966(5) 0.0300(3) 0.2390(5) 0.0506(17) Uani 1 1 d . . . H22 H 0.4589 0.0374 0.2801 0.061 Uiso 1 1 calc R . . C10 C -0.4083(6) 0.2808(3) 0.6443(5) 0.0547(18) Uani 1 1 d . . . C5 C 0.0141(6) 0.3056(3) 0.6444(4) 0.0539(18) Uani 1 1 d . . . H5 H 0.0031 0.3430 0.6683 0.065 Uiso 1 1 calc R . . C8 C -0.1970(5) 0.2803(3) 0.6784(4) 0.0467(16) Uani 1 1 d . . . C2 C 0.0525(5) 0.1929(3) 0.5764(4) 0.0439(15) Uani 1 1 d . . . C33 C 0.0705(5) -0.1318(3) 0.6922(4) 0.0414(15) Uani 1 1 d . . . H33 H 0.0131 -0.1029 0.6909 0.050 Uiso 1 1 calc R . . C24 C 0.0983(5) -0.0350(3) -0.0209(5) 0.0551(18) Uani 1 1 d . . . N2 N 0.4610(4) 0.0887(2) 0.6290(3) 0.0470(13) Uani 1 1 d . . . C19 C 0.2108(6) 0.0111(3) 0.1164(4) 0.0495(17) Uani 1 1 d . . . C9 C -0.2931(5) 0.2706(3) 0.6182(4) 0.0493(17) Uani 1 1 d . . . H9 H -0.2795 0.2567 0.5583 0.059 Uiso 1 1 calc R . . C17 C 0.2842(5) 0.0220(3) 0.2734(4) 0.0434(15) Uani 1 1 d . . . C25 C -0.0073(6) -0.0380(3) -0.0731(4) 0.0544(18) Uani 1 1 d . . . H25 H -0.0117 -0.0642 -0.1226 0.065 Uiso 1 1 calc R . . C34 C 0.3582(6) 0.1039(3) 0.7722(4) 0.0501(16) Uani 1 1 d . . . C12 C -0.3297(6) 0.3129(3) 0.7936(5) 0.0555(18) Uani 1 1 d . . . H12 H -0.3432 0.3283 0.8526 0.067 Uiso 1 1 calc R . . N1 N 0.2607(5) 0.0824(2) 0.7279(4) 0.0548(14) Uani 1 1 d . . . C32 C 0.0456(5) -0.1872(3) 0.7289(4) 0.0477(16) Uani 1 1 d . . . C27 C 0.2107(6) -0.0596(3) 0.6271(4) 0.0452(16) Uani 1 1 d . . . C36 C 0.5653(6) 0.1292(3) 0.7605(5) 0.0582(18) Uani 1 1 d . . . C18 C 0.1930(5) 0.0129(3) 0.2130(4) 0.0442(15) Uani 1 1 d . . . H18 H 0.1181 0.0079 0.2360 0.053 Uiso 1 1 calc R . . C44 C 0.6632(6) 0.1117(3) 0.6173(6) 0.064(2) Uani 1 1 d . . . H44 H 0.7299 0.1130 0.5812 0.077 Uiso 1 1 calc R . . C21 C 0.4156(6) 0.0268(3) 0.1440(5) 0.0578(18) Uani 1 1 d . . . H21 H 0.4908 0.0307 0.1212 0.069 Uiso 1 1 calc R . . C3 C -0.0559(5) 0.2089(3) 0.6103(4) 0.0503(17) Uani 1 1 d . . . H3 H -0.1157 0.1814 0.6108 0.060 Uiso 1 1 calc R . . C6 C 0.1216(6) 0.2899(3) 0.6094(5) 0.062(2) Uani 1 1 d . . . H6 H 0.1817 0.3173 0.6086 0.075 Uiso 1 1 calc R . . C29 C 0.2642(5) -0.1649(3) 0.6545(5) 0.0553(18) Uani 1 1 d . . . H29 H 0.3379 -0.1576 0.6305 0.066 Uiso 1 1 calc R . . C13 C -0.2142(5) 0.3022(3) 0.7686(4) 0.0501(17) Uani 1 1 d . . . C7 C 0.1411(5) 0.2345(3) 0.5757(5) 0.0556(18) Uani 1 1 d . . . H7 H 0.2139 0.2248 0.5523 0.067 Uiso 1 1 calc R . . C20 C 0.3234(6) 0.0179(3) 0.0841(5) 0.0561(18) Uani 1 1 d . . . H20 H 0.3362 0.0164 0.0201 0.067 Uiso 1 1 calc R . . C23 C 0.1060(6) 0.0038(3) 0.0550(4) 0.0502(17) Uani 1 1 d . . . C16 C 0.2610(6) 0.0239(3) 0.3775(4) 0.0454(15) Uani 1 1 d . . . C11 C -0.4266(5) 0.3018(3) 0.7345(5) 0.0495(17) Uani 1 1 d . . . C31 C 0.1303(6) -0.2300(3) 0.7251(5) 0.065(2) Uani 1 1 d . . . H31 H 0.1146 -0.2669 0.7494 0.078 Uiso 1 1 calc R . . C14 C -0.1144(6) 0.3120(4) 0.8412(5) 0.076(2) Uani 1 1 d . . . H14A H -0.0684 0.3451 0.8230 0.114 Uiso 1 1 calc R . . H14C H -0.0657 0.2778 0.8443 0.114 Uiso 1 1 calc R . . H14B H -0.1471 0.3192 0.9014 0.114 Uiso 1 1 calc R . . C30 C 0.2365(6) -0.2197(3) 0.6867(5) 0.068(2) Uani 1 1 d . . . H30 H 0.2906 -0.2499 0.6822 0.081 Uiso 1 1 calc R . . C15 C -0.5050(6) 0.2684(4) 0.5748(5) 0.081(3) Uani 1 1 d . . . H15C H -0.5064 0.2273 0.5608 0.122 Uiso 1 1 calc R . . H15A H -0.4919 0.2901 0.5185 0.122 Uiso 1 1 calc R . . H15B H -0.5785 0.2797 0.6006 0.122 Uiso 1 1 calc R . . C39 C 0.3559(8) 0.1248(3) 0.8646(5) 0.070(2) Uani 1 1 d . . . C42 C 0.1602(6) 0.0813(3) 0.7746(5) 0.069(2) Uani 1 1 d . . . H42 H 0.0934 0.0662 0.7454 0.083 Uiso 1 1 calc R . . C41 C 0.1535(8) 0.1022(4) 0.8659(6) 0.085(3) Uani 1 1 d . . . H41 H 0.0822 0.1016 0.8961 0.102 Uiso 1 1 calc R . . C37 C 0.5605(9) 0.1478(4) 0.8564(6) 0.088(3) Uani 1 1 d . . . H37 H 0.6282 0.1617 0.8859 0.105 Uiso 1 1 calc R . . C38 C 0.4614(9) 0.1458(4) 0.9040(6) 0.091(3) Uani 1 1 d . . . H38 H 0.4621 0.1587 0.9656 0.109 Uiso 1 1 calc R . . C26 C 0.1987(6) -0.0754(4) -0.0481(5) 0.088(3) Uani 1 1 d . . . H26A H 0.2600 -0.0527 -0.0752 0.132 Uiso 1 1 calc R . . H26B H 0.1706 -0.1037 -0.0928 0.132 Uiso 1 1 calc R . . H26C H 0.2284 -0.0953 0.0065 0.132 Uiso 1 1 calc R . . C45 C 0.6661(6) 0.1301(3) 0.7079(6) 0.072(2) Uani 1 1 d . . . H45 H 0.7360 0.1433 0.7346 0.087 Uiso 1 1 calc R . . C40 C 0.2494(9) 0.1232(4) 0.9107(5) 0.082(3) Uani 1 1 d . . . H40 H 0.2446 0.1365 0.9719 0.098 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 Cd1 0.0331(3) 0.0397(4) 0.0416(4) -0.0040(3) 0.0011(3) -0.0001(3) Cd2 0.0417(3) 0.0452(3) 0.0440(3) -0.0031(2) 0.0046(2) -0.0057(2) O2 0.055(3) 0.042(3) 0.067(3) -0.009(2) 0.009(2) 0.005(2) O6 0.042(3) 0.055(3) 0.080(3) 0.006(3) 0.009(2) -0.006(2) O3 0.053(3) 0.068(3) 0.046(3) -0.004(2) 0.004(2) 0.006(2) C1 0.058(4) 0.039(4) 0.040(4) 0.000(3) 0.001(3) 0.007(3) C4 0.048(4) 0.041(4) 0.047(4) -0.001(3) 0.011(3) 0.004(3) O4 0.054(3) 0.072(4) 0.052(3) -0.004(2) 0.015(2) -0.012(2) C28 0.029(3) 0.042(4) 0.055(4) 0.007(3) 0.000(3) -0.002(3) O1 0.051(3) 0.060(3) 0.084(4) 0.009(3) 0.026(3) 0.018(2) C43 0.058(4) 0.043(4) 0.067(5) -0.008(4) 0.012(4) -0.007(3) O5 0.043(3) 0.040(3) 0.050(3) 0.002(2) -0.003(2) 0.001(2) C35 0.059(4) 0.034(4) 0.049(4) -0.004(3) -0.013(3) -0.001(3) C22 0.040(4) 0.057(5) 0.054(4) -0.004(3) 0.001(3) -0.001(3) C10 0.053(4) 0.046(4) 0.065(5) -0.009(4) -0.001(3) 0.011(3) C5 0.062(5) 0.040(4) 0.059(4) -0.007(3) 0.009(3) -0.012(3) C8 0.048(4) 0.036(4) 0.056(4) -0.007(3) 0.009(3) 0.007(3) C2 0.040(4) 0.046(4) 0.045(4) 0.000(3) 0.008(3) 0.000(3) C33 0.038(4) 0.036(4) 0.051(4) 0.000(3) -0.001(3) 0.000(3) C24 0.044(4) 0.063(5) 0.059(4) -0.004(4) 0.000(3) 0.014(3) N2 0.050(3) 0.046(3) 0.046(3) -0.004(3) 0.002(2) -0.005(2) C19 0.053(4) 0.056(5) 0.039(4) -0.001(3) 0.002(3) 0.003(3) C9 0.055(4) 0.052(4) 0.041(4) -0.011(3) -0.005(3) 0.008(3) C17 0.041(4) 0.041(4) 0.048(4) -0.001(3) 0.004(3) 0.004(3) C25 0.064(5) 0.064(5) 0.035(4) -0.011(3) -0.003(3) 0.009(4) C34 0.062(5) 0.040(4) 0.048(4) 0.001(3) 0.002(3) -0.001(3) C12 0.051(4) 0.064(5) 0.051(4) -0.013(4) 0.011(3) 0.016(3) N1 0.054(4) 0.055(4) 0.055(4) -0.003(3) 0.013(3) -0.005(3) C32 0.049(4) 0.045(4) 0.049(4) 0.007(3) -0.001(3) -0.010(3) C27 0.041(4) 0.056(5) 0.038(4) -0.002(3) 0.000(3) -0.006(3) C36 0.064(5) 0.044(4) 0.067(5) 0.000(4) -0.016(4) -0.001(3) C18 0.037(4) 0.048(4) 0.048(4) 0.004(3) -0.001(3) 0.003(3) C44 0.038(4) 0.063(5) 0.092(6) -0.012(4) 0.003(4) -0.015(3) C21 0.049(4) 0.071(5) 0.054(5) -0.001(4) 0.012(3) 0.002(3) C3 0.042(4) 0.047(4) 0.063(4) -0.007(3) 0.008(3) -0.003(3) C6 0.057(5) 0.060(5) 0.070(5) 0.000(4) 0.010(4) -0.014(4) C29 0.047(4) 0.047(4) 0.073(5) 0.004(4) 0.007(3) 0.004(3) C13 0.044(4) 0.057(5) 0.050(4) -0.007(3) 0.002(3) 0.012(3) C7 0.045(4) 0.061(5) 0.061(5) 0.000(4) 0.010(3) -0.008(3) C20 0.058(5) 0.071(5) 0.039(4) -0.003(3) 0.002(3) 0.007(4) C23 0.055(4) 0.054(5) 0.041(4) -0.002(3) 0.001(3) 0.016(3) C16 0.055(4) 0.042(4) 0.040(4) 0.000(3) -0.002(3) 0.005(3) C11 0.044(4) 0.043(4) 0.062(5) 0.000(3) 0.001(3) 0.011(3) C31 0.064(5) 0.044(5) 0.088(6) 0.016(4) 0.005(4) -0.004(4) C14 0.053(5) 0.111(7) 0.063(5) -0.017(5) -0.007(4) 0.004(4) C30 0.058(5) 0.044(5) 0.102(6) 0.014(4) 0.009(4) 0.009(4) C15 0.055(5) 0.116(8) 0.073(5) -0.027(5) -0.013(4) 0.014(4) C39 0.106(7) 0.057(5) 0.047(5) 0.002(4) -0.004(5) 0.001(4) C42 0.075(5) 0.076(6) 0.056(5) -0.007(4) 0.023(4) -0.016(4) C41 0.111(7) 0.081(7) 0.065(6) -0.008(5) 0.048(5) -0.010(5) C37 0.110(8) 0.085(7) 0.067(6) -0.014(5) -0.038(5) -0.012(5) C38 0.137(9) 0.087(7) 0.048(5) -0.029(5) -0.027(6) 0.006(6) C26 0.086(6) 0.089(7) 0.087(6) -0.045(5) -0.028(5) 0.039(5) C45 0.055(5) 0.056(5) 0.105(7) -0.006(5) -0.029(5) -0.006(4) C40 0.127(8) 0.070(6) 0.049(5) -0.002(4) 0.024(5) 0.000(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O2 2.270(4) 3_556 ? Cd1 O2 2.270(4) . ? Cd1 O5 2.290(4) 3_556 ? Cd1 O5 2.290(4) . ? Cd1 O4 2.330(4) . ? Cd1 O4 2.330(4) 3_556 ? Cd2 O3 2.202(4) . ? Cd2 O1 2.205(4) . ? Cd2 O6 2.298(4) . ? Cd2 N2 2.307(5) . ? Cd2 N1 2.373(5) . ? Cd2 O5 2.489(4) 3_556 ? O2 C1 1.260(7) . ? O6 C27 1.262(7) . ? O3 C16 1.267(7) . ? C1 O1 1.251(7) . ? C1 C2 1.499(8) . ? C4 C5 1.395(8) . ? C4 C3 1.402(8) . ? C4 C8 1.498(8) . ? O4 C16 1.243(7) . ? C28 C33 1.392(7) . ? C28 C29 1.402(8) . ? C28 C27 1.487(8) . ? C43 N2 1.329(7) . ? C43 C44 1.371(8) . ? O5 C27 1.268(7) 3_556 ? O5 Cd2 2.489(4) 3_556 ? C35 N2 1.352(7) . ? C35 C36 1.389(8) . ? C35 C34 1.443(8) . ? C22 C21 1.383(8) . ? C22 C17 1.396(8) . ? C10 C9 1.396(8) . ? C10 C11 1.397(9) . ? C10 C15 1.499(9) . ? C5 C6 1.382(9) . ? C8 C9 1.400(8) . ? C8 C13 1.402(8) . ? C2 C7 1.389(8) . ? C2 C3 1.389(8) . ? C33 C32 1.402(8) . ? C24 C23 1.404(8) . ? C24 C25 1.409(8) . ? C24 C26 1.530(9) . ? C19 C20 1.384(8) . ? C19 C18 1.402(8) . ? C19 C23 1.482(8) . ? C17 C18 1.357(8) . ? C17 C16 1.520(8) . ? C25 C23 1.400(8) 3 ? C34 N1 1.364(8) . ? C34 C39 1.406(9) . ? C12 C13 1.396(8) . ? C12 C11 1.404(8) . ? N1 C42 1.340(8) . ? C32 C31 1.380(9) . ? C32 C11 1.489(8) 2_446 ? C27 O5 1.268(7) 3_556 ? C36 C45 1.389(9) . ? C36 C37 1.438(10) . ? C44 C45 1.362(10) . ? C21 C20 1.361(8) . ? C6 C7 1.376(9) . ? C29 C30 1.375(9) . ? C13 C14 1.544(8) . ? C23 C25 1.400(8) 3 ? C11 C32 1.489(8) 2_456 ? C31 C30 1.363(9) . ? C39 C40 1.397(10) . ? C39 C38 1.405(11) . ? C42 C41 1.394(10) . ? C41 C40 1.348(10) . ? C37 C38 1.334(11) . ? 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 Cd1 O2 180.0(2) 3_556 . ? O2 Cd1 O5 90.24(15) 3_556 3_556 ? O2 Cd1 O5 89.76(15) . 3_556 ? O2 Cd1 O5 89.76(15) 3_556 . ? O2 Cd1 O5 90.24(15) . . ? O5 Cd1 O5 180.0 3_556 . ? O2 Cd1 O4 84.29(16) 3_556 . ? O2 Cd1 O4 95.71(16) . . ? O5 Cd1 O4 86.52(15) 3_556 . ? O5 Cd1 O4 93.48(15) . . ? O2 Cd1 O4 95.71(16) 3_556 3_556 ? O2 Cd1 O4 84.29(16) . 3_556 ? O5 Cd1 O4 93.48(15) 3_556 3_556 ? O5 Cd1 O4 86.52(15) . 3_556 ? O4 Cd1 O4 180.00(13) . 3_556 ? O3 Cd2 O1 87.48(16) . . ? O3 Cd2 O6 95.37(16) . . ? O1 Cd2 O6 153.00(17) . . ? O3 Cd2 N2 95.09(17) . . ? O1 Cd2 N2 105.94(18) . . ? O6 Cd2 N2 100.55(17) . . ? O3 Cd2 N1 163.49(18) . . ? O1 Cd2 N1 87.92(18) . . ? O6 Cd2 N1 95.92(18) . . ? N2 Cd2 N1 71.01(18) . . ? O3 Cd2 O5 114.35(15) . 3_556 ? O1 Cd2 O5 99.43(15) . 3_556 ? O6 Cd2 O5 55.02(14) . 3_556 ? N2 Cd2 O5 141.80(15) . 3_556 ? N1 Cd2 O5 82.05(16) . 3_556 ? C1 O2 Cd1 127.4(4) . . ? C27 O6 Cd2 95.8(4) . . ? C16 O3 Cd2 108.6(4) . . ? O1 C1 O2 126.3(6) . . ? O1 C1 C2 115.0(6) . . ? O2 C1 C2 118.8(6) . . ? C5 C4 C3 118.0(6) . . ? C5 C4 C8 122.5(6) . . ? C3 C4 C8 119.5(5) . . ? C16 O4 Cd1 161.6(4) . . ? C33 C28 C29 119.3(6) . . ? C33 C28 C27 120.0(5) . . ? C29 C28 C27 120.7(5) . . ? C1 O1 Cd2 125.0(4) . . ? N2 C43 C44 123.7(7) . . ? C27 O5 Cd1 132.9(4) 3_556 . ? C27 O5 Cd2 86.8(4) 3_556 3_556 ? Cd1 O5 Cd2 98.18(15) . 3_556 ? N2 C35 C36 121.7(6) . . ? N2 C35 C34 118.8(6) . . ? C36 C35 C34 119.5(6) . . ? C21 C22 C17 120.1(6) . . ? C9 C10 C11 117.6(6) . . ? C9 C10 C15 118.6(6) . . ? C11 C10 C15 123.8(6) . . ? C6 C5 C4 120.1(6) . . ? C9 C8 C13 120.0(6) . . ? C9 C8 C4 118.0(6) . . ? C13 C8 C4 122.0(6) . . ? C7 C2 C3 118.5(6) . . ? C7 C2 C1 120.2(6) . . ? C3 C2 C1 121.2(6) . . ? C28 C33 C32 120.1(6) . . ? C23 C24 C25 118.7(6) . . ? C23 C24 C26 122.9(6) . . ? C25 C24 C26 118.4(6) . . ? C43 N2 C35 118.2(5) . . ? C43 N2 Cd2 124.4(4) . . ? C35 N2 Cd2 117.2(4) . . ? C20 C19 C18 118.7(6) . . ? C20 C19 C23 124.1(6) . . ? C18 C19 C23 117.2(6) . . ? C10 C9 C8 122.8(6) . . ? C18 C17 C22 119.8(6) . . ? C18 C17 C16 118.8(6) . . ? C22 C17 C16 121.4(6) . . ? C23 C25 C24 124.1(6) 3 . ? N1 C34 C39 122.0(7) . . ? N1 C34 C35 117.3(6) . . ? C39 C34 C35 120.7(7) . . ? C13 C12 C11 123.5(6) . . ? C42 N1 C34 118.4(6) . . ? C42 N1 Cd2 126.1(5) . . ? C34 N1 Cd2 115.4(4) . . ? C31 C32 C33 118.7(6) . . ? C31 C32 C11 122.7(6) . 2_446 ? C33 C32 C11 118.6(6) . 2_446 ? O6 C27 O5 122.4(6) . 3_556 ? O6 C27 C28 117.4(6) . . ? O5 C27 C28 120.2(5) 3_556 . ? C45 C36 C35 117.9(7) . . ? C45 C36 C37 124.0(7) . . ? C35 C36 C37 118.1(7) . . ? C17 C18 C19 120.5(6) . . ? C45 C44 C43 118.1(7) . . ? C20 C21 C22 119.5(6) . . ? C2 C3 C4 121.9(6) . . ? C7 C6 C5 121.1(6) . . ? C30 C29 C28 119.8(6) . . ? C12 C13 C8 116.7(6) . . ? C12 C13 C14 119.5(6) . . ? C8 C13 C14 123.8(6) . . ? C6 C7 C2 120.3(6) . . ? C21 C20 C19 121.3(6) . . ? C25 C23 C24 117.2(6) 3 . ? C25 C23 C19 118.2(6) 3 . ? C24 C23 C19 124.6(6) . . ? O4 C16 O3 126.1(6) . . ? O4 C16 C17 118.6(6) . . ? O3 C16 C17 115.2(6) . . ? C10 C11 C12 119.3(6) . . ? C10 C11 C32 122.5(6) . 2_456 ? C12 C11 C32 118.2(6) . 2_456 ? C30 C31 C32 121.6(7) . . ? C31 C30 C29 120.4(6) . . ? C40 C39 C34 117.8(7) . . ? C40 C39 C38 124.6(8) . . ? C34 C39 C38 117.5(8) . . ? N1 C42 C41 121.6(7) . . ? C40 C41 C42 120.6(8) . . ? C38 C37 C36 121.7(8) . . ? C37 C38 C39 122.5(8) . . ? C44 C45 C36 120.4(7) . . ? C41 C40 C39 119.5(8) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.05 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.721 _refine_diff_density_min -0.535 _refine_diff_density_rms 0.110 _database_code_depnum_ccdc_archive 'CCDC 961611' ####################################################################### # # 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_4_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C90 H64 Mn3 N4 O12' _chemical_formula_weight 1558.31 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.3771(14) _cell_length_b 22.530(3) _cell_length_c 14.3009(17) _cell_angle_alpha 90.00 _cell_angle_beta 91.055(2) _cell_angle_gamma 90.00 _cell_volume 3665.1(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3447 _cell_measurement_theta_min 2.770 _cell_measurement_theta_max 21.936 _exptl_crystal_description strip _exptl_crystal_colour yellow _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 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1606 _exptl_absorpt_coefficient_mu 0.579 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.858 _exptl_absorpt_correction_T_max 0.901 _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 18219 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0542 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6450 _reflns_number_gt 4404 _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^)+(0.0910P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6450 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0767 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1532 _refine_ls_wR_factor_gt 0.1237 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.014 _refine_ls_shift/su_mean 0.002 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 0.5000 0.0000 1.0000 0.0364(2) Uani 1 2 d S . . Mn2 Mn 0.78317(4) -0.04950(2) 1.07462(3) 0.04186(18) Uani 1 1 d . . . O3 O 0.8315(2) -0.03526(11) 0.93733(16) 0.0517(6) Uani 1 1 d . . . O2 O 0.8204(2) 0.04258(10) 1.11693(18) 0.0553(6) Uani 1 1 d . . . O5 O 0.50403(19) 0.09339(10) 0.95476(16) 0.0483(6) Uani 1 1 d . . . O6 O 0.6825(2) -0.12139(10) 1.03095(18) 0.0559(7) Uani 1 1 d . . . N1 N 0.9538(2) -0.08690(12) 1.12526(19) 0.0456(7) Uani 1 1 d . . . O4 O 0.3558(2) 0.01369(11) 1.09538(16) 0.0541(6) Uani 1 1 d . . . O1 O 0.63352(19) 0.01869(10) 1.10910(15) 0.0428(5) Uani 1 1 d . . . C2 C 0.6855(3) 0.11734(14) 1.1560(2) 0.0411(8) Uani 1 1 d . . . C24 C 0.4510(3) 0.19362(14) 0.9249(2) 0.0411(8) Uani 1 1 d . . . C23 C 0.4233(3) 0.13110(15) 0.9522(2) 0.0432(8) Uani 1 1 d . . . C1 C 0.7153(3) 0.05654(15) 1.1245(2) 0.0415(8) Uani 1 1 d . . . C3 C 0.5750(3) 0.12977(14) 1.1898(2) 0.0442(8) Uani 1 1 d . . . H3 H 0.5170 0.1007 1.1876 0.053 Uiso 1 1 calc R . . C4 C 0.5498(3) 0.18527(15) 1.2270(2) 0.0483(8) Uani 1 1 d . . . C15 C 0.7065(3) -0.01190(16) 0.6192(2) 0.0477(9) Uani 1 1 d . . . N2 N 0.7562(3) -0.07998(13) 1.2257(2) 0.0549(8) Uani 1 1 d . . . C27 C 0.4935(3) 0.30702(15) 0.8587(2) 0.0510(9) Uani 1 1 d . . . H27 H 0.5064 0.3450 0.8356 0.061 Uiso 1 1 calc R . . C12 C 0.7478(3) -0.02383(15) 0.8822(2) 0.0441(8) Uani 1 1 d . . . C8 C 0.4308(3) 0.19739(15) 1.2646(2) 0.0474(8) Uani 1 1 d . . . C26 C 0.5830(3) 0.26537(14) 0.8573(2) 0.0463(8) Uani 1 1 d . . . C34 C 1.0499(3) -0.08941(15) 1.0750(3) 0.0518(9) Uani 1 1 d . . . H34 H 1.0464 -0.0767 1.0131 0.062 Uiso 1 1 calc R . . C14 C 0.6862(3) -0.01344(15) 0.7156(2) 0.0469(9) Uani 1 1 d . . . H14 H 0.6101 -0.0081 0.7366 0.056 Uiso 1 1 calc R . . C30 C 0.7013(3) 0.27985(14) 0.8217(2) 0.0455(8) Uani 1 1 d . . . C39 C 0.8528(3) -0.10273(15) 1.2685(2) 0.0512(9) Uani 1 1 d . . . C13 C 0.7752(3) -0.02256(14) 0.7796(2) 0.0417(8) Uani 1 1 d . . . C18 C 0.8907(3) -0.02969(15) 0.7494(3) 0.0486(9) Uani 1 1 d . . . H18 H 0.9519 -0.0354 0.7925 0.058 Uiso 1 1 calc R . . C25 C 0.5600(3) 0.20879(14) 0.8927(2) 0.0438(8) Uani 1 1 d . . . H25 H 0.6200 0.1807 0.8946 0.053 Uiso 1 1 calc R . . C9 C 0.3336(3) 0.18763(16) 1.2058(3) 0.0533(9) Uani 1 1 d . . . H9 H 0.3463 0.1728 1.1461 0.064 Uiso 1 1 calc R . . C38 C 0.9593(3) -0.10600(14) 1.2137(3) 0.0491(9) Uani 1 1 d . . . C20 C 0.5039(3) -0.03835(17) 0.5718(3) 0.0563(10) Uani 1 1 d . . . H20 H 0.5065 -0.0652 0.6212 0.068 Uiso 1 1 calc R . . C21 C 0.4007(3) -0.03436(17) 0.5199(3) 0.0550(10) Uani 1 1 d . . . C19 C 0.6042(3) -0.00496(16) 0.5553(2) 0.0491(9) Uani 1 1 d . . . C10 C 0.4125(3) 0.21900(16) 1.3540(3) 0.0521(9) Uani 1 1 d . . . C33 C 0.7983(3) 0.27057(15) 0.8806(3) 0.0512(9) Uani 1 1 d . . . H33 H 0.7856 0.2567 0.9408 0.061 Uiso 1 1 calc R . . C29 C 0.3638(3) 0.23649(15) 0.9257(3) 0.0514(9) Uani 1 1 d . . . H29 H 0.2898 0.2271 0.9480 0.062 Uiso 1 1 calc R . . C16 C 0.8212(3) -0.01911(17) 0.5913(3) 0.0562(9) Uani 1 1 d . . . H16 H 0.8375 -0.0178 0.5279 0.067 Uiso 1 1 calc R . . C17 C 0.9122(3) -0.02816(17) 0.6544(2) 0.0532(9) Uani 1 1 d . . . H17 H 0.9883 -0.0333 0.6333 0.064 Uiso 1 1 calc R . . C7 C 0.7702(3) 0.16132(16) 1.1548(3) 0.0553(10) Uani 1 1 d . . . H7 H 0.8445 0.1531 1.1319 0.066 Uiso 1 1 calc R . . C28 C 0.3858(3) 0.29258(16) 0.8941(3) 0.0571(10) Uani 1 1 d . . . H28 H 0.3272 0.3213 0.8965 0.068 Uiso 1 1 calc R . . C31 C 0.7196(3) 0.30119(16) 0.7317(3) 0.0510(9) Uani 1 1 d . . . C5 C 0.6363(3) 0.22843(16) 1.2241(3) 0.0614(10) Uani 1 1 d . . . H5 H 0.6204 0.2660 1.2475 0.074 Uiso 1 1 calc R . . C37 C 1.0631(4) -0.12870(16) 1.2549(3) 0.0627(11) Uani 1 1 d . . . C6 C 0.7445(3) 0.21738(17) 1.1877(3) 0.0648(11) Uani 1 1 d . . . H6 H 0.8004 0.2474 1.1852 0.078 Uiso 1 1 calc R . . C40 C 0.8544(4) -0.12371(17) 1.3598(3) 0.0667(11) Uani 1 1 d . . . C32 C 0.6207(3) 0.3107(2) 0.6601(3) 0.0678(11) Uani 1 1 d . . . H32A H 0.5815 0.3475 0.6729 0.102 Uiso 1 1 calc R . . H32B H 0.5655 0.2786 0.6638 0.102 Uiso 1 1 calc R . . H32C H 0.6527 0.3121 0.5985 0.102 Uiso 1 1 calc R . . C35 C 1.1571(3) -0.11059(17) 1.1118(3) 0.0669(12) Uani 1 1 d . . . H35 H 1.2237 -0.1111 1.0750 0.080 Uiso 1 1 calc R . . C45 C 0.6576(4) -0.0788(2) 1.2737(3) 0.0674(11) Uani 1 1 d . . . H45 H 0.5908 -0.0630 1.2448 0.081 Uiso 1 1 calc R . . C11 C 0.5106(4) 0.2305(2) 1.4237(3) 0.0791(14) Uani 1 1 d . . . H11A H 0.5700 0.2006 1.4176 0.119 Uiso 1 1 calc R . . H11B H 0.4801 0.2294 1.4859 0.119 Uiso 1 1 calc R . . H11C H 0.5441 0.2689 1.4122 0.119 Uiso 1 1 calc R . . C44 C 0.6483(5) -0.0997(2) 1.3639(3) 0.0788(13) Uani 1 1 d . . . H44 H 0.5765 -0.0991 1.3940 0.095 Uiso 1 1 calc R . . C43 C 0.7455(5) -0.12104(19) 1.4076(3) 0.0776(13) Uani 1 1 d . . . H43 H 0.7415 -0.1341 1.4692 0.093 Uiso 1 1 calc R . . C42 C 1.0596(5) -0.1486(2) 1.3499(3) 0.0776(13) Uani 1 1 d . . . H42 H 1.1279 -0.1633 1.3781 0.093 Uiso 1 1 calc R . . C22 C 0.2982(4) -0.0744(2) 0.5459(3) 0.0880(15) Uani 1 1 d . . . H22A H 0.2416 -0.0519 0.5800 0.132 Uiso 1 1 calc R . . H22B H 0.3267 -0.1066 0.5842 0.132 Uiso 1 1 calc R . . H22C H 0.2618 -0.0900 0.4900 0.132 Uiso 1 1 calc R . . C36 C 1.1629(4) -0.13021(17) 1.2010(3) 0.0638(11) Uani 1 1 d . . . H36 H 1.2334 -0.1446 1.2260 0.077 Uiso 1 1 calc R . . C41 C 0.9611(5) -0.1466(2) 1.3994(3) 0.0843(15) Uani 1 1 d . . . H41 H 0.9622 -0.1604 1.4607 0.101 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 Mn1 0.0313(4) 0.0375(4) 0.0404(4) 0.0026(3) 0.0028(3) 0.0001(3) Mn2 0.0383(3) 0.0422(3) 0.0453(3) 0.0025(2) 0.0055(2) 0.0026(2) O3 0.0445(14) 0.0684(17) 0.0421(14) 0.0080(12) -0.0018(11) -0.0056(12) O2 0.0386(13) 0.0522(15) 0.0755(18) -0.0093(12) 0.0119(13) 0.0051(11) O5 0.0456(13) 0.0381(13) 0.0616(15) 0.0093(11) 0.0061(11) 0.0003(11) O6 0.0430(14) 0.0497(15) 0.0755(18) -0.0016(12) 0.0128(13) -0.0079(11) N1 0.0457(16) 0.0433(16) 0.0477(17) 0.0037(13) 0.0033(14) 0.0000(13) O4 0.0479(15) 0.0699(17) 0.0451(14) 0.0025(12) 0.0132(12) 0.0051(12) O1 0.0426(13) 0.0429(13) 0.0428(13) -0.0037(10) -0.0024(11) -0.0002(11) C2 0.0360(17) 0.0438(19) 0.0436(19) -0.0062(14) 0.0018(15) 0.0029(15) C24 0.0381(18) 0.0414(18) 0.0439(19) 0.0004(14) 0.0056(15) 0.0001(15) C23 0.047(2) 0.044(2) 0.0390(19) -0.0004(14) 0.0025(16) -0.0051(17) C1 0.0410(19) 0.047(2) 0.0372(18) -0.0002(14) 0.0062(15) 0.0058(16) C3 0.0403(18) 0.0418(19) 0.050(2) -0.0057(15) -0.0037(16) -0.0001(15) C4 0.0441(19) 0.047(2) 0.054(2) -0.0040(16) 0.0013(17) 0.0059(16) C15 0.050(2) 0.052(2) 0.041(2) 0.0018(15) 0.0038(17) -0.0087(16) N2 0.0566(19) 0.0544(19) 0.0542(19) 0.0049(15) 0.0121(16) 0.0077(15) C27 0.054(2) 0.0385(19) 0.060(2) 0.0042(16) 0.0085(18) 0.0047(17) C12 0.045(2) 0.0403(18) 0.047(2) -0.0017(15) 0.0064(18) -0.0057(16) C8 0.046(2) 0.0418(19) 0.055(2) -0.0025(16) 0.0039(17) 0.0083(16) C26 0.0448(19) 0.0396(19) 0.055(2) 0.0035(15) 0.0040(17) -0.0038(15) C34 0.047(2) 0.045(2) 0.064(2) 0.0043(17) 0.0108(19) 0.0021(17) C14 0.0416(19) 0.050(2) 0.049(2) 0.0050(16) 0.0031(17) -0.0048(16) C30 0.0432(19) 0.0413(19) 0.052(2) 0.0034(16) 0.0049(17) -0.0079(15) C39 0.066(2) 0.042(2) 0.046(2) -0.0025(16) 0.0014(19) -0.0003(18) C13 0.0442(19) 0.0431(18) 0.0378(18) 0.0006(14) 0.0037(15) -0.0008(15) C18 0.041(2) 0.049(2) 0.056(2) 0.0021(17) 0.0012(17) 0.0000(16) C25 0.0376(17) 0.0400(19) 0.054(2) 0.0027(15) 0.0067(16) 0.0019(15) C9 0.049(2) 0.057(2) 0.054(2) -0.0127(18) 0.0023(18) 0.0104(17) C38 0.059(2) 0.0336(18) 0.054(2) 0.0015(16) -0.0065(19) -0.0020(16) C20 0.061(2) 0.063(2) 0.045(2) 0.0147(17) 0.0017(19) -0.0136(19) C21 0.050(2) 0.066(2) 0.049(2) 0.0096(18) -0.0015(18) -0.0167(18) C19 0.053(2) 0.055(2) 0.0396(19) 0.0014(16) -0.0004(17) -0.0094(17) C10 0.049(2) 0.050(2) 0.057(2) -0.0081(17) -0.0042(18) 0.0094(17) C33 0.056(2) 0.047(2) 0.050(2) 0.0110(16) 0.0066(18) -0.0093(17) C29 0.0405(19) 0.055(2) 0.059(2) 0.0039(17) 0.0120(17) 0.0014(17) C16 0.059(2) 0.067(2) 0.043(2) 0.0027(18) 0.0099(19) -0.006(2) C17 0.046(2) 0.068(2) 0.047(2) -0.0048(18) 0.0120(18) 0.0023(18) C7 0.0385(19) 0.055(2) 0.073(3) -0.0079(19) 0.0075(18) -0.0016(17) C28 0.054(2) 0.046(2) 0.071(3) 0.0042(18) 0.011(2) 0.0111(18) C31 0.045(2) 0.052(2) 0.055(2) 0.0053(17) 0.0000(17) -0.0064(17) C5 0.054(2) 0.042(2) 0.088(3) -0.0120(19) 0.007(2) 0.0032(18) C37 0.072(3) 0.041(2) 0.074(3) 0.0007(19) -0.023(2) 0.0025(19) C6 0.054(2) 0.049(2) 0.091(3) -0.011(2) 0.005(2) -0.0116(19) C40 0.099(3) 0.055(2) 0.046(2) -0.0021(18) 0.002(2) -0.001(2) C32 0.052(2) 0.090(3) 0.061(2) 0.010(2) -0.003(2) -0.009(2) C35 0.043(2) 0.054(2) 0.103(4) 0.001(2) 0.004(2) 0.0057(18) C45 0.071(3) 0.082(3) 0.049(2) 0.007(2) 0.022(2) 0.010(2) C11 0.060(3) 0.105(4) 0.072(3) -0.027(3) -0.015(2) 0.017(2) C44 0.097(4) 0.075(3) 0.065(3) 0.001(2) 0.031(3) 0.002(3) C43 0.121(4) 0.063(3) 0.050(3) 0.001(2) 0.019(3) -0.003(3) C42 0.084(3) 0.082(3) 0.066(3) 0.013(2) -0.022(3) 0.006(3) C22 0.070(3) 0.107(4) 0.086(3) 0.041(3) -0.016(3) -0.037(3) C36 0.054(2) 0.055(2) 0.082(3) 0.000(2) -0.012(2) 0.0079(19) C41 0.118(4) 0.077(3) 0.057(3) 0.010(2) -0.026(3) 0.000(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 O4 2.175(2) 3_657 ? Mn1 O4 2.175(2) . ? Mn1 O1 2.198(2) . ? Mn1 O1 2.198(2) 3_657 ? Mn1 O5 2.202(2) . ? Mn1 O5 2.202(2) 3_657 ? Mn2 O6 2.073(2) . ? Mn2 O3 2.074(2) . ? Mn2 O2 2.200(2) . ? Mn2 N1 2.226(3) . ? Mn2 N2 2.293(3) . ? Mn2 O1 2.352(2) . ? O3 C12 1.252(4) . ? O2 C1 1.243(4) . ? O5 C23 1.251(4) . ? O6 C23 1.252(4) 3_657 ? N1 C34 1.320(4) . ? N1 C38 1.336(4) . ? O4 C12 1.248(4) 3_657 ? O1 C1 1.278(4) . ? C2 C7 1.383(5) . ? C2 C3 1.383(4) . ? C2 C1 1.483(4) . ? C24 C25 1.374(4) . ? C24 C29 1.385(4) . ? C24 C23 1.497(4) . ? C23 O6 1.252(4) 3_657 ? C3 C4 1.391(4) . ? C4 C5 1.385(5) . ? C4 C8 1.491(5) . ? C15 C16 1.382(5) . ? C15 C14 1.403(5) . ? C15 C19 1.475(5) . ? N2 C45 1.326(5) . ? N2 C39 1.348(4) . ? C27 C28 1.373(5) . ? C27 C26 1.386(5) . ? C12 O4 1.248(4) 3_657 ? C12 C13 1.505(5) . ? C8 C10 1.387(5) . ? C8 C9 1.394(4) . ? C26 C25 1.398(4) . ? C26 C30 1.484(4) . ? C34 C35 1.403(5) . ? C14 C13 1.368(4) . ? C30 C33 1.391(5) . ? C30 C31 1.394(5) . ? C39 C40 1.388(5) . ? C39 C38 1.458(5) . ? C13 C18 1.399(5) . ? C18 C17 1.385(5) . ? C9 C31 1.379(5) 4_566 ? C38 C37 1.406(5) . ? C20 C21 1.381(5) . ? C20 C19 1.390(5) . ? C21 C19 1.393(5) 3_656 ? C21 C22 1.526(5) . ? C19 C21 1.393(5) 3_656 ? C10 C33 1.381(5) 4_566 ? C10 C11 1.505(5) . ? C33 C10 1.381(5) 4_665 ? C29 C28 1.367(5) . ? C16 C17 1.376(5) . ? C7 C6 1.381(5) . ? C31 C9 1.379(5) 4_665 ? C31 C32 1.522(5) . ? C5 C6 1.368(5) . ? C37 C36 1.384(6) . ? C37 C42 1.433(6) . ? C40 C41 1.426(6) . ? C40 C43 1.428(6) . ? C35 C36 1.351(6) . ? C45 C44 1.380(6) . ? C44 C43 1.349(6) . ? C42 C41 1.337(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Mn1 O4 180.0 3_657 . ? O4 Mn1 O1 87.30(9) 3_657 . ? O4 Mn1 O1 92.70(9) . . ? O4 Mn1 O1 92.70(9) 3_657 3_657 ? O4 Mn1 O1 87.30(9) . 3_657 ? O1 Mn1 O1 180.0 . 3_657 ? O4 Mn1 O5 86.06(9) 3_657 . ? O4 Mn1 O5 93.94(9) . . ? O1 Mn1 O5 90.44(8) . . ? O1 Mn1 O5 89.56(8) 3_657 . ? O4 Mn1 O5 93.94(9) 3_657 3_657 ? O4 Mn1 O5 86.06(9) . 3_657 ? O1 Mn1 O5 89.56(8) . 3_657 ? O1 Mn1 O5 90.44(8) 3_657 3_657 ? O5 Mn1 O5 180.00(3) . 3_657 ? O6 Mn2 O3 89.45(10) . . ? O6 Mn2 O2 157.22(9) . . ? O3 Mn2 O2 93.52(10) . . ? O6 Mn2 N1 106.02(10) . . ? O3 Mn2 N1 96.98(10) . . ? O2 Mn2 N1 96.03(10) . . ? O6 Mn2 N2 88.12(11) . . ? O3 Mn2 N2 168.77(10) . . ? O2 Mn2 N2 92.96(10) . . ? N1 Mn2 N2 73.20(10) . . ? O6 Mn2 O1 100.10(9) . . ? O3 Mn2 O1 107.64(9) . . ? O2 Mn2 O1 57.52(8) . . ? N1 Mn2 O1 144.06(9) . . ? N2 Mn2 O1 83.58(9) . . ? C12 O3 Mn2 114.6(2) . . ? C1 O2 Mn2 94.7(2) . . ? C23 O5 Mn1 129.7(2) . . ? C23 O6 Mn2 127.3(2) 3_657 . ? C34 N1 C38 118.5(3) . . ? C34 N1 Mn2 124.4(2) . . ? C38 N1 Mn2 117.1(2) . . ? C12 O4 Mn1 156.1(2) 3_657 . ? C1 O1 Mn1 137.9(2) . . ? C1 O1 Mn2 86.81(18) . . ? Mn1 O1 Mn2 102.68(9) . . ? C7 C2 C3 119.8(3) . . ? C7 C2 C1 119.6(3) . . ? C3 C2 C1 120.5(3) . . ? C25 C24 C29 118.7(3) . . ? C25 C24 C23 121.1(3) . . ? C29 C24 C23 120.0(3) . . ? O5 C23 O6 125.7(3) . 3_657 ? O5 C23 C24 119.3(3) . . ? O6 C23 C24 115.0(3) 3_657 . ? O2 C1 O1 121.0(3) . . ? O2 C1 C2 119.1(3) . . ? O1 C1 C2 119.9(3) . . ? C2 C3 C4 120.7(3) . . ? C5 C4 C3 117.9(3) . . ? C5 C4 C8 122.2(3) . . ? C3 C4 C8 119.8(3) . . ? C16 C15 C14 117.0(3) . . ? C16 C15 C19 124.9(3) . . ? C14 C15 C19 118.0(3) . . ? C45 N2 C39 117.6(3) . . ? C45 N2 Mn2 127.6(3) . . ? C39 N2 Mn2 114.8(2) . . ? C28 C27 C26 120.4(3) . . ? O4 C12 O3 125.9(3) 3_657 . ? O4 C12 C13 117.4(3) 3_657 . ? O3 C12 C13 116.7(3) . . ? C10 C8 C9 118.7(3) . . ? C10 C8 C4 123.3(3) . . ? C9 C8 C4 118.0(3) . . ? C27 C26 C25 118.0(3) . . ? C27 C26 C30 121.9(3) . . ? C25 C26 C30 120.1(3) . . ? N1 C34 C35 122.2(4) . . ? C13 C14 C15 121.9(3) . . ? C33 C30 C31 118.8(3) . . ? C33 C30 C26 118.3(3) . . ? C31 C30 C26 122.9(3) . . ? N2 C39 C40 123.6(4) . . ? N2 C39 C38 117.0(3) . . ? C40 C39 C38 119.4(4) . . ? C14 C13 C18 119.9(3) . . ? C14 C13 C12 119.4(3) . . ? C18 C13 C12 120.7(3) . . ? C17 C18 C13 118.9(3) . . ? C24 C25 C26 121.6(3) . . ? C31 C9 C8 123.3(3) 4_566 . ? N1 C38 C37 122.5(4) . . ? N1 C38 C39 117.9(3) . . ? C37 C38 C39 119.6(3) . . ? C21 C20 C19 124.4(3) . . ? C20 C21 C19 118.6(3) . 3_656 ? C20 C21 C22 118.4(3) . . ? C19 C21 C22 123.0(3) 3_656 . ? C20 C19 C21 117.0(3) . 3_656 ? C20 C19 C15 118.5(3) . . ? C21 C19 C15 124.4(3) 3_656 . ? C33 C10 C8 118.1(3) 4_566 . ? C33 C10 C11 118.5(3) 4_566 . ? C8 C10 C11 123.3(3) . . ? C10 C33 C30 123.2(3) 4_665 . ? C28 C29 C24 120.4(3) . . ? C17 C16 C15 122.1(3) . . ? C16 C17 C18 120.2(3) . . ? C6 C7 C2 119.9(3) . . ? C29 C28 C27 120.7(3) . . ? C9 C31 C30 117.9(3) 4_665 . ? C9 C31 C32 118.7(3) 4_665 . ? C30 C31 C32 123.3(3) . . ? C6 C5 C4 121.9(3) . . ? C36 C37 C38 117.8(4) . . ? C36 C37 C42 123.9(4) . . ? C38 C37 C42 118.3(4) . . ? C5 C6 C7 119.6(3) . . ? C39 C40 C41 119.5(4) . . ? C39 C40 C43 116.1(4) . . ? C41 C40 C43 124.4(4) . . ? C36 C35 C34 119.5(4) . . ? N2 C45 C44 123.9(4) . . ? C43 C44 C45 118.6(4) . . ? C44 C43 C40 120.3(4) . . ? C41 C42 C37 122.0(4) . . ? C35 C36 C37 119.4(4) . . ? C42 C41 C40 121.2(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.389 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.129 _database_code_depnum_ccdc_archive 'CCDC 961612' ####################################################################### # # 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_5_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H48 Mn2 N2 O11' _chemical_formula_weight 962.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 21.075(2) _cell_length_b 7.0239(7) _cell_length_c 31.990(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.356(2) _cell_angle_gamma 90.00 _cell_volume 4587.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1773 _cell_measurement_theta_min 2.646 _cell_measurement_theta_max 21.074 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.394 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2000 _exptl_absorpt_coefficient_mu 0.614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.827 _exptl_absorpt_correction_T_max 0.852 _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 25075 _diffrn_reflns_av_R_equivalents 0.0752 _diffrn_reflns_av_sigmaI/netI 0.1065 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 1.00 _diffrn_reflns_theta_max 27.08 _reflns_number_total 10060 _reflns_number_gt 5368 _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^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10060 _refine_ls_number_parameters 594 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1255 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.2020 _refine_ls_wR_factor_gt 0.1447 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _refine_ls_shift/su_max 0.047 _refine_ls_shift/su_mean 0.004 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 0.30068(3) 1.11129(9) 0.250539(19) 0.02842(19) Uani 1 1 d . . . Mn2 Mn 0.24495(3) 1.60247(9) 0.232685(19) 0.02726(19) Uani 1 1 d . . . O1 O 0.34489(16) 1.0157(5) 0.20062(10) 0.0397(8) Uani 1 1 d . . . O5 O 0.20951(15) 1.1347(4) 0.20509(9) 0.0374(8) Uani 1 1 d . . . O10 O 0.33549(15) 1.4060(4) 0.23780(9) 0.0335(7) Uani 1 1 d . . . O2 O 0.27833(15) 1.7630(4) 0.18550(9) 0.0340(7) Uani 1 1 d . . . O3 O 0.20653(17) 1.4641(5) 0.27883(10) 0.0457(9) Uani 1 1 d . . . C19 C 0.1346(3) 0.0800(7) -0.15901(14) 0.0424(13) Uani 1 1 d . . . H19 H 0.1155 0.0062 -0.1830 0.051 Uiso 1 1 calc R . . C1 C 0.3215(2) 0.8736(6) 0.17817(13) 0.0306(10) Uani 1 1 d . . . C8 C 0.2923(2) 0.5820(7) 0.03045(13) 0.0368(11) Uani 1 1 d . . . O6 O 0.19827(16) 1.4267(4) 0.17720(9) 0.0400(8) Uani 1 1 d . . . O8 O 0.38471(16) 1.0169(5) 0.30199(10) 0.0395(8) Uani 1 1 d . . . C2 C 0.3480(2) 0.8274(6) 0.13973(13) 0.0315(10) Uani 1 1 d . . . C20 C 0.1915(2) 0.1801(7) -0.15762(13) 0.0322(10) Uani 1 1 d . . . O7 O 0.30899(16) 0.7995(5) 0.28008(9) 0.0405(8) Uani 1 1 d . . . C3 C 0.4107(2) 0.8827(7) 0.13917(14) 0.0382(12) Uani 1 1 d . . . H3 H 0.4359 0.9540 0.1617 0.046 Uiso 1 1 calc R . . C42 C 0.5357(2) 0.8501(7) 0.48701(14) 0.0353(11) Uani 1 1 d . . . C34 C 0.3585(2) 0.8629(7) 0.30764(13) 0.0314(10) Uani 1 1 d . . . N1 N 0.42608(19) 1.4047(6) 0.21191(13) 0.0404(10) Uani 1 1 d . . . C41 C 0.4710(2) 0.8879(7) 0.46343(13) 0.0341(11) Uani 1 1 d . . . C35 C 0.3827(2) 0.7586(7) 0.34904(13) 0.0316(10) Uani 1 1 d . . . C13 C 0.2656(2) 0.3993(7) 0.03157(14) 0.0377(11) Uani 1 1 d . . . C6 C 0.3327(2) 0.6797(7) 0.06925(14) 0.0359(11) Uani 1 1 d . . . C16 C 0.1924(2) 0.2989(7) -0.08658(14) 0.0364(11) Uani 1 1 d . . . C10 C 0.2496(2) 0.5911(7) -0.04803(14) 0.0385(12) Uani 1 1 d . . . C31 C -0.0370(2) 1.3796(7) 0.02015(15) 0.0419(12) Uani 1 1 d . . . C30 C 0.0308(2) 1.3681(7) 0.03094(14) 0.0390(12) Uani 1 1 d . . . C7 C 0.3096(2) 0.7240(7) 0.10517(13) 0.0363(11) Uani 1 1 d . . . H7 H 0.2679 0.6844 0.1063 0.044 Uiso 1 1 calc R . . C23 C 0.1876(2) 1.2526(6) 0.17448(14) 0.0312(10) Uani 1 1 d . . . C11 C 0.2249(2) 0.4068(7) -0.04709(14) 0.0374(11) Uani 1 1 d . . . C18 C 0.1060(3) 0.0903(8) -0.12437(16) 0.0501(14) Uani 1 1 d . . . H18 H 0.0675 0.0239 -0.1252 0.060 Uiso 1 1 calc R . . C21 C 0.2193(2) 0.2895(7) -0.12201(13) 0.0334(11) Uani 1 1 d . . . H21 H 0.2570 0.3588 -0.1217 0.040 Uiso 1 1 calc R . . C40 C 0.4176(2) 0.8618(7) 0.38482(13) 0.0318(10) Uani 1 1 d . . . H40 H 0.4272 0.9895 0.3818 0.038 Uiso 1 1 calc R . . C27 C 0.1098(2) 1.2992(7) 0.10148(13) 0.0332(11) Uani 1 1 d . . . H27 H 0.1151 1.4299 0.1055 0.040 Uiso 1 1 calc R . . C5 C 0.3972(3) 0.7327(7) 0.07003(15) 0.0439(13) Uani 1 1 d . . . H5 H 0.4144 0.7013 0.0468 0.053 Uiso 1 1 calc R . . C29 C 0.0676(2) 1.2314(7) 0.06426(14) 0.0388(12) Uani 1 1 d . . . C9 C 0.2822(2) 0.6735(7) -0.00967(14) 0.0405(12) Uani 1 1 d . . . H9 H 0.2985 0.7962 -0.0104 0.049 Uiso 1 1 calc R . . C24 C 0.1447(2) 1.1749(6) 0.13328(14) 0.0326(10) Uani 1 1 d . . . C22 C 0.2227(2) 1.3283(7) 0.30499(13) 0.0334(11) Uani 1 1 d . . . C45 C 0.3634(2) 1.4151(6) 0.20724(15) 0.0350(11) Uani 1 1 d . . . H45 H 0.3371 1.4304 0.1794 0.042 Uiso 1 1 calc R . . C39 C 0.4378(2) 0.7738(7) 0.42485(13) 0.0334(11) Uani 1 1 d . . . C44 C 0.5626(2) 0.9633(7) 0.52294(14) 0.0366(11) Uani 1 1 d . . . H44 H 0.6052 0.9378 0.5386 0.044 Uiso 1 1 calc R . . C38 C 0.4242(2) 0.5800(7) 0.42766(15) 0.0448(13) Uani 1 1 d . . . H38 H 0.4382 0.5182 0.4541 0.054 Uiso 1 1 calc R . . C17 C 0.1347(3) 0.1995(8) -0.08848(15) 0.0468(14) Uani 1 1 d . . . H17 H 0.1152 0.2062 -0.0655 0.056 Uiso 1 1 calc R . . C36 C 0.3698(2) 0.5674(7) 0.35284(15) 0.0393(12) Uani 1 1 d . . . H36 H 0.3471 0.4990 0.3289 0.047 Uiso 1 1 calc R . . C33 C -0.0659(2) 1.5125(7) -0.01103(15) 0.0420(12) Uani 1 1 d . . . H33 H -0.1114 1.5210 -0.0188 0.050 Uiso 1 1 calc R . . C37 C 0.3908(2) 0.4785(7) 0.39227(16) 0.0435(13) Uani 1 1 d . . . H37 H 0.3822 0.3498 0.3950 0.052 Uiso 1 1 calc R . . C26 C 0.0969(3) 0.9117(8) 0.08825(18) 0.077(2) Uani 1 1 d . . . H26 H 0.0929 0.7812 0.0834 0.092 Uiso 1 1 calc R . . C28 C 0.0613(3) 1.0375(8) 0.05828(17) 0.0674(19) Uani 1 1 d . . . H28 H 0.0325 0.9903 0.0336 0.081 Uiso 1 1 calc R . . C43 C 0.5783(3) 0.7043(8) 0.47273(16) 0.0519(14) Uani 1 1 d . . . H43A H 0.5603 0.5797 0.4741 0.078 Uiso 1 1 calc R . . H43B H 0.6217 0.7095 0.4913 0.078 Uiso 1 1 calc R . . H43C H 0.5802 0.7307 0.4436 0.078 Uiso 1 1 calc R . . C12 C 0.2332(2) 0.3162(7) -0.00710(14) 0.0397(12) Uani 1 1 d . . . H12 H 0.2162 0.1944 -0.0065 0.048 Uiso 1 1 calc R . . C4 C 0.4355(3) 0.8306(7) 0.10459(15) 0.0442(13) Uani 1 1 d . . . H4 H 0.4784 0.8620 0.1047 0.053 Uiso 1 1 calc R . . C25 C 0.1386(3) 0.9815(7) 0.12568(16) 0.0549(15) Uani 1 1 d . . . H25 H 0.1627 0.8970 0.1459 0.066 Uiso 1 1 calc R . . C14 C 0.2745(3) 0.2838(9) 0.07238(16) 0.0634(17) Uani 1 1 d . . . H14A H 0.2610 0.1549 0.0652 0.095 Uiso 1 1 calc R . . H14B H 0.2483 0.3375 0.0901 0.095 Uiso 1 1 calc R . . H14C H 0.3197 0.2857 0.0879 0.095 Uiso 1 1 calc R . . C15 C 0.2397(3) 0.7136(8) -0.08887(16) 0.0603(16) Uani 1 1 d . . . H15A H 0.2378 0.8454 -0.0814 0.090 Uiso 1 1 calc R . . H15B H 0.1996 0.6779 -0.1089 0.090 Uiso 1 1 calc R . . H15C H 0.2757 0.6940 -0.1018 0.090 Uiso 1 1 calc R . . O9 O 0.16512(16) 1.7949(5) 0.22709(11) 0.0485(9) Uani 1 1 d . . . H1O9 H 0.1312 1.8264 0.2350 0.058 Uiso 1 1 d R . . H2O9 H 0.1727 1.8817 0.2103 0.058 Uiso 1 1 d R . . N2 N 0.0066(3) 0.5979(10) 0.8061(2) 0.0897(19) Uani 1 1 d . . . C47 C 0.4554(3) 1.4044(8) 0.17489(17) 0.0546(15) Uani 1 1 d . . . H47A H 0.4740 1.2814 0.1723 0.082 Uiso 1 1 calc R . . H47B H 0.4892 1.4994 0.1790 0.082 Uiso 1 1 calc R . . H47C H 0.4223 1.4320 0.1490 0.082 Uiso 1 1 calc R . . C46 C 0.4681(3) 1.3715(11) 0.2547(2) 0.082(2) Uani 1 1 d . . . H46A H 0.4578 1.4615 0.2746 0.123 Uiso 1 1 calc R . . H46B H 0.5131 1.3864 0.2539 0.123 Uiso 1 1 calc R . . H46C H 0.4612 1.2446 0.2638 0.123 Uiso 1 1 calc R . . C32 C -0.0804(3) 1.2614(10) 0.0413(2) 0.074(2) Uani 1 1 d . . . H32A H -0.0677 1.2808 0.0719 0.112 Uiso 1 1 calc R . . H32B H -0.0758 1.1292 0.0350 0.112 Uiso 1 1 calc R . . H32C H -0.1252 1.2993 0.0303 0.112 Uiso 1 1 calc R . . O11 O 0.0723(4) 0.7034(11) 0.7689(3) 0.190(4) Uani 1 1 d . . . C48 C 0.0618(4) 0.5997(14) 0.7967(4) 0.124(4) Uani 1 1 d . . . H48 H 0.0949 0.5195 0.8115 0.148 Uiso 1 1 calc R . . O4 O 0.26405(16) 1.2035(5) 0.30270(9) 0.0417(8) Uani 1 1 d . . . C50 C -0.0474(5) 0.7107(18) 0.7840(3) 0.170(5) Uani 1 1 d . . . H50A H -0.0505 0.8222 0.8008 0.254 Uiso 1 1 calc R . . H50B H -0.0871 0.6381 0.7799 0.254 Uiso 1 1 calc R . . H50C H -0.0412 0.7481 0.7564 0.254 Uiso 1 1 calc R . . C49 C -0.0040(6) 0.4725(18) 0.8391(3) 0.204(7) Uani 1 1 d . . . H49A H -0.0466 0.4154 0.8299 0.305 Uiso 1 1 calc R . . H49B H -0.0014 0.5435 0.8651 0.305 Uiso 1 1 calc R . . H49C H 0.0288 0.3747 0.8445 0.305 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 Mn1 0.0369(4) 0.0278(4) 0.0183(3) 0.0008(3) 0.0028(3) 0.0025(3) Mn2 0.0352(4) 0.0253(4) 0.0204(3) 0.0026(3) 0.0052(3) -0.0004(3) O1 0.053(2) 0.0375(19) 0.0316(17) -0.0114(16) 0.0165(16) -0.0095(16) O5 0.0434(19) 0.0310(19) 0.0284(16) 0.0050(14) -0.0091(14) -0.0005(15) O10 0.0408(18) 0.0310(18) 0.0293(16) 0.0028(14) 0.0099(14) 0.0006(14) O2 0.046(2) 0.0323(18) 0.0249(16) -0.0008(14) 0.0116(14) -0.0067(15) O3 0.064(2) 0.041(2) 0.0378(19) 0.0140(17) 0.0226(17) 0.0086(18) C19 0.058(3) 0.044(3) 0.023(2) -0.009(2) 0.007(2) -0.010(3) C1 0.043(3) 0.027(3) 0.023(2) 0.0012(19) 0.008(2) 0.003(2) C8 0.046(3) 0.047(3) 0.020(2) -0.008(2) 0.011(2) -0.004(2) O6 0.053(2) 0.0293(19) 0.0294(17) 0.0049(14) -0.0061(15) -0.0047(15) O8 0.043(2) 0.040(2) 0.0300(17) 0.0084(15) -0.0019(15) -0.0039(16) C2 0.046(3) 0.026(2) 0.024(2) -0.0005(19) 0.011(2) -0.002(2) C20 0.043(3) 0.031(2) 0.023(2) -0.004(2) 0.010(2) -0.005(2) O7 0.047(2) 0.043(2) 0.0249(16) -0.0037(15) -0.0052(15) -0.0002(16) C3 0.049(3) 0.041(3) 0.024(2) -0.005(2) 0.008(2) -0.013(2) C42 0.043(3) 0.039(3) 0.022(2) 0.003(2) 0.003(2) -0.003(2) C34 0.032(2) 0.039(3) 0.020(2) -0.005(2) 0.0010(19) 0.005(2) N1 0.033(2) 0.040(2) 0.047(2) 0.007(2) 0.0077(19) -0.0007(18) C41 0.043(3) 0.041(3) 0.016(2) 0.005(2) 0.0032(19) -0.008(2) C35 0.031(2) 0.036(3) 0.024(2) 0.000(2) 0.0002(19) 0.003(2) C13 0.049(3) 0.043(3) 0.023(2) -0.002(2) 0.014(2) 0.000(2) C6 0.051(3) 0.033(3) 0.026(2) -0.006(2) 0.014(2) -0.005(2) C16 0.044(3) 0.041(3) 0.025(2) -0.006(2) 0.010(2) -0.002(2) C10 0.049(3) 0.045(3) 0.024(2) -0.002(2) 0.012(2) 0.003(2) C31 0.042(3) 0.050(3) 0.029(3) 0.008(2) 0.001(2) 0.006(2) C30 0.046(3) 0.038(3) 0.024(2) 0.003(2) -0.008(2) 0.007(2) C7 0.046(3) 0.037(3) 0.027(2) -0.003(2) 0.010(2) -0.006(2) C23 0.035(3) 0.025(2) 0.030(2) 0.001(2) 0.002(2) -0.004(2) C11 0.043(3) 0.045(3) 0.024(2) -0.008(2) 0.009(2) 0.002(2) C18 0.054(3) 0.059(4) 0.038(3) -0.006(3) 0.013(3) -0.023(3) C21 0.036(3) 0.040(3) 0.024(2) -0.003(2) 0.006(2) -0.004(2) C40 0.035(3) 0.034(3) 0.025(2) 0.002(2) 0.0051(19) -0.003(2) C27 0.041(3) 0.027(3) 0.028(2) 0.000(2) 0.001(2) 0.001(2) C5 0.055(3) 0.049(3) 0.033(3) -0.012(2) 0.021(2) -0.007(3) C29 0.049(3) 0.034(3) 0.025(2) 0.003(2) -0.009(2) 0.003(2) C9 0.053(3) 0.036(3) 0.035(3) -0.004(2) 0.015(2) -0.010(2) C24 0.037(3) 0.029(2) 0.026(2) 0.003(2) -0.003(2) 0.000(2) C22 0.038(3) 0.040(3) 0.022(2) 0.004(2) 0.007(2) -0.002(2) C45 0.044(3) 0.026(3) 0.031(2) 0.001(2) 0.003(2) 0.000(2) C39 0.034(3) 0.042(3) 0.022(2) 0.000(2) 0.0047(19) -0.002(2) C44 0.038(3) 0.044(3) 0.023(2) 0.001(2) 0.001(2) -0.001(2) C38 0.052(3) 0.043(3) 0.034(3) 0.012(2) 0.001(2) -0.007(2) C17 0.054(3) 0.066(4) 0.024(2) -0.007(2) 0.017(2) -0.013(3) C36 0.045(3) 0.034(3) 0.033(3) -0.005(2) -0.001(2) -0.001(2) C33 0.034(3) 0.047(3) 0.039(3) 0.003(2) -0.002(2) 0.005(2) C37 0.048(3) 0.030(3) 0.045(3) 0.005(2) -0.002(2) -0.008(2) C26 0.122(6) 0.032(3) 0.046(3) -0.006(3) -0.036(4) 0.009(3) C28 0.099(5) 0.037(3) 0.040(3) -0.003(3) -0.032(3) 0.005(3) C43 0.051(3) 0.064(4) 0.040(3) -0.001(3) 0.011(3) 0.007(3) C12 0.050(3) 0.041(3) 0.028(2) -0.004(2) 0.009(2) -0.007(2) C4 0.048(3) 0.052(3) 0.037(3) -0.007(2) 0.018(2) -0.013(3) C25 0.078(4) 0.030(3) 0.039(3) 0.006(2) -0.018(3) 0.005(3) C14 0.082(4) 0.069(4) 0.039(3) 0.000(3) 0.015(3) -0.013(4) C15 0.091(5) 0.054(4) 0.034(3) -0.001(3) 0.013(3) -0.003(3) O9 0.044(2) 0.040(2) 0.065(2) 0.0167(19) 0.0205(18) 0.0088(16) N2 0.071(4) 0.111(6) 0.085(4) -0.001(4) 0.016(4) 0.027(4) C47 0.053(3) 0.052(4) 0.065(4) 0.002(3) 0.027(3) -0.005(3) C46 0.051(4) 0.118(7) 0.066(4) 0.023(4) -0.007(3) 0.003(4) C32 0.069(4) 0.078(5) 0.078(4) 0.037(4) 0.020(4) 0.000(4) O11 0.187(7) 0.125(6) 0.334(11) -0.087(7) 0.209(8) -0.071(5) C48 0.080(6) 0.110(8) 0.202(12) -0.075(8) 0.074(7) -0.030(5) O4 0.054(2) 0.045(2) 0.0287(17) 0.0045(16) 0.0152(16) 0.0123(17) C50 0.109(8) 0.240(14) 0.178(10) 0.095(10) 0.072(8) 0.041(9) C49 0.252(16) 0.228(15) 0.175(11) 0.102(11) 0.138(12) 0.103(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O4 2.107(3) . ? Mn1 O5 2.109(3) . ? Mn1 O1 2.146(3) . ? Mn1 O8 2.200(3) . ? Mn1 O10 2.267(3) . ? Mn1 O7 2.374(3) . ? Mn2 O3 2.091(3) . ? Mn2 O9 2.131(3) . ? Mn2 O2 2.138(3) . ? Mn2 O6 2.186(3) . ? Mn2 O7 2.241(3) 1_565 ? Mn2 O10 2.328(3) . ? O1 C1 1.257(5) . ? O5 C23 1.278(5) . ? O10 C45 1.261(5) . ? O2 C1 1.261(5) 1_565 ? O3 C22 1.259(5) . ? C19 C20 1.382(6) . ? C19 C18 1.388(6) . ? C1 O2 1.261(5) 1_545 ? C1 C2 1.507(6) . ? C8 C9 1.404(6) . ? C8 C13 1.405(7) . ? C8 C6 1.488(6) . ? O6 C23 1.242(5) . ? O8 C34 1.248(5) . ? C2 C3 1.381(6) . ? C2 C7 1.401(6) . ? C20 C21 1.379(6) . ? C20 C22 1.502(6) 4_575 ? O7 C34 1.268(5) . ? O7 Mn2 2.241(3) 1_545 ? C3 C4 1.384(6) . ? C42 C44 1.397(6) . ? C42 C41 1.412(6) . ? C42 C43 1.505(7) . ? C34 C35 1.489(6) . ? N1 C45 1.295(6) . ? N1 C46 1.453(6) . ? N1 C47 1.466(6) . ? C41 C44 1.392(7) 3_676 ? C41 C39 1.492(6) . ? C35 C36 1.382(6) . ? C35 C40 1.399(6) . ? C13 C12 1.385(6) . ? C13 C14 1.509(6) . ? C6 C7 1.391(6) . ? C6 C5 1.403(6) . ? C16 C17 1.389(7) . ? C16 C21 1.390(6) . ? C16 C11 1.487(6) . ? C10 C9 1.377(6) . ? C10 C11 1.397(7) . ? C10 C15 1.535(6) . ? C31 C30 1.386(7) . ? C31 C33 1.392(6) . ? C31 C32 1.513(7) . ? C30 C33 1.375(7) 3_585 ? C30 C29 1.500(6) . ? C23 C24 1.504(6) . ? C11 C12 1.400(6) . ? C18 C17 1.389(7) . ? C40 C39 1.390(6) . ? C27 C29 1.382(6) . ? C27 C24 1.402(6) . ? C5 C4 1.380(6) . ? C29 C28 1.377(7) . ? C24 C25 1.381(7) . ? C22 O4 1.251(5) . ? C22 C20 1.502(6) 4_576 ? C39 C38 1.398(6) . ? C44 C41 1.392(7) 3_676 ? C38 C37 1.375(6) . ? C36 C37 1.378(6) . ? C33 C30 1.375(7) 3_585 ? C26 C28 1.380(7) . ? C26 C25 1.388(7) . ? N2 C48 1.273(10) . ? N2 C50 1.423(10) . ? N2 C49 1.435(11) . ? O11 C48 1.211(13) . ? 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 O4 Mn1 O5 94.13(13) . . ? O4 Mn1 O1 175.82(13) . . ? O5 Mn1 O1 90.05(13) . . ? O4 Mn1 O8 83.40(12) . . ? O5 Mn1 O8 165.05(12) . . ? O1 Mn1 O8 92.58(13) . . ? O4 Mn1 O10 93.45(12) . . ? O5 Mn1 O10 94.87(11) . . ? O1 Mn1 O10 86.11(12) . . ? O8 Mn1 O10 99.99(12) . . ? O4 Mn1 O7 88.49(12) . . ? O5 Mn1 O7 108.12(11) . . ? O1 Mn1 O7 90.28(12) . . ? O8 Mn1 O7 57.17(11) . . ? O10 Mn1 O7 156.73(11) . . ? O3 Mn2 O9 85.31(13) . . ? O3 Mn2 O2 175.10(13) . . ? O9 Mn2 O2 89.84(12) . . ? O3 Mn2 O6 97.80(13) . . ? O9 Mn2 O6 95.92(13) . . ? O2 Mn2 O6 83.41(11) . . ? O3 Mn2 O7 94.77(13) . 1_565 ? O9 Mn2 O7 89.75(13) . 1_565 ? O2 Mn2 O7 84.46(11) . 1_565 ? O6 Mn2 O7 166.59(12) . 1_565 ? O3 Mn2 O10 97.40(12) . . ? O9 Mn2 O10 176.85(12) . . ? O2 Mn2 O10 87.41(11) . . ? O6 Mn2 O10 85.30(12) . . ? O7 Mn2 O10 88.44(11) 1_565 . ? C1 O1 Mn1 119.5(3) . . ? C23 O5 Mn1 132.3(3) . . ? C45 O10 Mn1 114.8(3) . . ? C45 O10 Mn2 116.5(3) . . ? Mn1 O10 Mn2 104.95(12) . . ? C1 O2 Mn2 146.6(3) 1_565 . ? C22 O3 Mn2 137.2(3) . . ? C20 C19 C18 119.5(4) . . ? O1 C1 O2 125.6(4) . 1_545 ? O1 C1 C2 117.7(4) . . ? O2 C1 C2 116.7(4) 1_545 . ? C9 C8 C13 118.1(4) . . ? C9 C8 C6 118.5(4) . . ? C13 C8 C6 123.4(4) . . ? C23 O6 Mn2 130.5(3) . . ? C34 O8 Mn1 93.8(3) . . ? C3 C2 C7 120.2(4) . . ? C3 C2 C1 120.0(4) . . ? C7 C2 C1 119.8(4) . . ? C21 C20 C19 119.9(4) . . ? C21 C20 C22 120.0(4) . 4_575 ? C19 C20 C22 120.2(4) . 4_575 ? C34 O7 Mn2 160.2(3) . 1_545 ? C34 O7 Mn1 85.4(3) . . ? Mn2 O7 Mn1 109.13(12) 1_545 . ? C2 C3 C4 119.2(4) . . ? C44 C42 C41 118.3(4) . . ? C44 C42 C43 119.1(4) . . ? C41 C42 C43 122.4(4) . . ? O8 C34 O7 121.4(4) . . ? O8 C34 C35 119.3(4) . . ? O7 C34 C35 119.2(4) . . ? C45 N1 C46 118.9(4) . . ? C45 N1 C47 122.0(4) . . ? C46 N1 C47 118.7(4) . . ? C44 C41 C42 118.3(4) 3_676 . ? C44 C41 C39 119.5(4) 3_676 . ? C42 C41 C39 122.3(4) . . ? C36 C35 C40 120.4(4) . . ? C36 C35 C34 121.7(4) . . ? C40 C35 C34 117.9(4) . . ? C12 C13 C8 118.3(4) . . ? C12 C13 C14 118.3(4) . . ? C8 C13 C14 123.3(4) . . ? C7 C6 C5 117.6(4) . . ? C7 C6 C8 123.1(4) . . ? C5 C6 C8 119.3(4) . . ? C17 C16 C21 118.0(4) . . ? C17 C16 C11 120.5(4) . . ? C21 C16 C11 121.4(4) . . ? C9 C10 C11 118.5(4) . . ? C9 C10 C15 117.1(4) . . ? C11 C10 C15 124.4(4) . . ? C30 C31 C33 117.3(5) . . ? C30 C31 C32 123.8(5) . . ? C33 C31 C32 118.8(5) . . ? C33 C30 C31 119.3(4) 3_585 . ? C33 C30 C29 118.5(4) 3_585 . ? C31 C30 C29 122.2(5) . . ? C6 C7 C2 121.0(4) . . ? O6 C23 O5 124.0(4) . . ? O6 C23 C24 118.5(4) . . ? O5 C23 C24 117.4(4) . . ? C10 C11 C12 118.5(4) . . ? C10 C11 C16 123.3(4) . . ? C12 C11 C16 118.1(4) . . ? C19 C18 C17 120.2(5) . . ? C20 C21 C16 121.6(4) . . ? C39 C40 C35 120.1(4) . . ? C29 C27 C24 121.3(4) . . ? C4 C5 C6 121.2(4) . . ? C28 C29 C27 118.7(4) . . ? C28 C29 C30 121.3(4) . . ? C27 C29 C30 120.0(4) . . ? C10 C9 C8 123.4(5) . . ? C25 C24 C27 118.4(4) . . ? C25 C24 C23 121.4(4) . . ? C27 C24 C23 120.2(4) . . ? O4 C22 O3 124.7(4) . . ? O4 C22 C20 117.9(4) . 4_576 ? O3 C22 C20 117.3(4) . 4_576 ? O10 C45 N1 124.5(4) . . ? C40 C39 C38 118.1(4) . . ? C40 C39 C41 119.8(4) . . ? C38 C39 C41 122.1(4) . . ? C41 C44 C42 123.5(4) 3_676 . ? C37 C38 C39 121.5(4) . . ? C18 C17 C16 120.8(4) . . ? C37 C36 C35 119.7(4) . . ? C30 C33 C31 123.4(5) 3_585 . ? C38 C37 C36 120.1(5) . . ? C28 C26 C25 119.5(5) . . ? C29 C28 C26 121.3(5) . . ? C13 C12 C11 123.1(5) . . ? C5 C4 C3 120.7(5) . . ? C24 C25 C26 120.7(5) . . ? C48 N2 C50 122.9(9) . . ? C48 N2 C49 119.9(9) . . ? C50 N2 C49 117.1(8) . . ? O11 C48 N2 121.6(11) . . ? C22 O4 Mn1 131.2(3) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.08 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.613 _refine_diff_density_min -0.714 _refine_diff_density_rms 0.161 _database_code_depnum_ccdc_archive 'CCDC 961613'