# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H21 N5 O6 Pb' _chemical_formula_weight 754.71 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M c2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.1124(7) _cell_length_b 21.6432(13) _cell_length_c 17.9312(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.459(4) _cell_angle_gamma 90.00 _cell_volume 5430.5(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 483 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 19.63 _exptl_crystal_description block-shaped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.846 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2928 _exptl_absorpt_coefficient_mu 6.268 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3670 _exptl_absorpt_correction_T_max 0.4740 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11086 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0520 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4773 _reflns_number_gt 3676 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0276P)^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 4773 _refine_ls_number_parameters 390 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0660 _refine_ls_wR_factor_gt 0.0604 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C34 C 0.9564(4) 0.5431(2) 0.2278(3) 0.0342(12) Uani 1 1 d . . . N11 N 0.9301(3) 0.48372(18) 0.2129(2) 0.0349(10) Uani 1 1 d . . . Pb1 Pb 0.776699(13) 0.469465(9) 0.131336(10) 0.03553(8) Uani 1 1 d . . . N1 N 0.6539(3) 0.46180(18) -0.0219(2) 0.0330(10) Uani 1 1 d . . . O2 O 0.8350(2) 0.51701(17) 0.0113(2) 0.0491(10) Uani 1 1 d . . . N2 N 0.5638(3) 0.45834(19) -0.1319(2) 0.0321(10) Uani 1 1 d . . . O3 O 0.8468(3) 0.5327(2) -0.1072(2) 0.0628(12) Uani 1 1 d . . . H3 H 0.8128 0.5306 -0.1478 0.094 Uiso 1 1 calc R . . C2 C 0.6490(3) 0.4843(2) -0.1452(3) 0.0321(12) Uani 1 1 d . . . C1 C 0.7040(3) 0.4866(2) -0.0764(3) 0.0312(11) Uani 1 1 d . . . C4 C 0.7996(4) 0.5128(2) -0.0544(3) 0.0402(13) Uani 1 1 d . . . C3 C 0.4925(3) 0.4165(2) -0.0224(3) 0.0316(11) Uani 1 1 d . . . C8 C 0.3547(4) 0.3531(3) 0.0468(3) 0.0450(14) Uani 1 1 d . . . C7 C 0.3407(4) 0.3645(2) -0.0300(3) 0.0451(14) Uani 1 1 d . . . H7 H 0.2847 0.3515 -0.0588 0.054 Uiso 1 1 calc R . . C5 C 0.5033(3) 0.4075(2) 0.0546(3) 0.0386(12) Uani 1 1 d . . . H5 H 0.5569 0.4231 0.0843 0.046 Uiso 1 1 calc R . . C6 C 0.4096(3) 0.3951(2) -0.0642(3) 0.0369(12) Uani 1 1 d . . . H6 H 0.4000 0.4013 -0.1159 0.044 Uiso 1 1 calc R . . O5 O 0.7406(3) 0.53213(18) -0.2281(2) 0.0574(11) Uani 1 1 d . . . O4 O 0.6041(3) 0.4903(2) -0.2761(2) 0.0648(12) Uani 1 1 d . . . N4 N 0.8829(3) 0.38678(19) 0.0741(2) 0.0390(10) Uani 1 1 d . . . N5 N 0.7420(3) 0.3503(2) 0.1560(2) 0.0447(11) Uani 1 1 d . . . C10 C 0.8608(4) 0.3260(3) 0.0759(3) 0.0430(13) Uani 1 1 d . . . C9 C 0.6637(4) 0.5029(3) -0.2224(3) 0.0415(13) Uani 1 1 d . . . C11 C 0.7866(4) 0.3067(3) 0.1194(3) 0.0441(14) Uani 1 1 d . . . C13 C 0.9540(4) 0.4028(3) 0.0373(3) 0.0514(15) Uani 1 1 d . . . H13 H 0.9717 0.4442 0.0381 0.062 Uiso 1 1 calc R . . C12 C 0.6755(5) 0.3327(3) 0.1968(3) 0.0625(17) Uani 1 1 d . . . H12 H 0.6443 0.3629 0.2214 0.075 Uiso 1 1 calc R . . C18 C 0.9805(5) 0.3018(4) -0.0025(4) 0.0702(19) Uani 1 1 d . . . H18 H 1.0128 0.2738 -0.0293 0.084 Uiso 1 1 calc R . . C19 C 1.0046(4) 0.3619(3) -0.0027(4) 0.0653(18) Uani 1 1 d . . . H19 H 1.0534 0.3757 -0.0287 0.078 Uiso 1 1 calc R . . C17 C 0.9079(4) 0.2806(3) 0.0372(3) 0.0552(16) Uani 1 1 d . . . C16 C 0.8795(6) 0.2182(3) 0.0415(4) 0.073(2) Uani 1 1 d . . . H16 H 0.9094 0.1887 0.0149 0.088 Uiso 1 1 calc R . . C14 C 0.6496(6) 0.2713(4) 0.2047(4) 0.082(2) Uani 1 1 d . . . H14 H 0.6033 0.2608 0.2349 0.098 Uiso 1 1 calc R . . C15 C 0.7640(5) 0.2430(3) 0.1233(3) 0.0594(17) Uani 1 1 d . . . C20 C 0.2800(5) 0.3176(3) 0.0834(4) 0.074(2) Uani 1 1 d . . . H20A H 0.2551 0.3435 0.1197 0.111 Uiso 1 1 calc R . . H20B H 0.3088 0.2816 0.1080 0.111 Uiso 1 1 calc R . . H20C H 0.2290 0.3054 0.0456 0.111 Uiso 1 1 calc R . . C61 C 1.0000 0.3806(3) 0.2500 0.0310(16) Uani 1 2 d S . . C25 C 0.9345(4) 0.3481(2) 0.2848(3) 0.0410(13) Uani 1 1 d . . . H25 H 0.8894 0.3695 0.3084 0.049 Uiso 1 1 calc R . . O7 O 0.8145(3) 0.58298(18) 0.1639(3) 0.0745(14) Uani 1 1 d . . . C26 C 0.9346(4) 0.2841(3) 0.2854(3) 0.0504(15) Uani 1 1 d . . . H26 H 0.8902 0.2629 0.3098 0.060 Uiso 1 1 calc R . . C22 C 0.8937(4) 0.5947(3) 0.1974(3) 0.0506(14) Uani 1 1 d . . . C62 C 1.0000 0.4486(3) 0.2500 0.0283(15) Uani 1 2 d S . . O8 O 0.9234(3) 0.65003(17) 0.2100(2) 0.0644(12) Uani 1 1 d . . . C32 C 1.0000 0.2514(3) 0.2500 0.048(2) Uani 1 2 d S . . C33 C 1.0000 0.1811(4) 0.2500 0.084(3) Uani 1 2 d S . . H33A H 0.9915 0.1663 0.1991 0.126 Uiso 0.50 1 calc PR . . H33B H 0.9487 0.1663 0.2755 0.126 Uiso 0.50 1 calc PR . . H33C H 1.0598 0.1663 0.2754 0.126 Uiso 0.50 1 calc PR . . C59 C 0.5691(3) 0.4460(2) -0.0575(3) 0.0290(11) Uani 1 1 d . . . C58 C 0.4350(4) 0.3756(3) 0.0878(3) 0.0469(14) Uani 1 1 d . . . H58 H 0.4442 0.3693 0.1396 0.056 Uiso 1 1 calc R . . C57 C 0.8116(6) 0.1995(3) 0.0820(4) 0.073(2) Uani 1 1 d . . . H57 H 0.7956 0.1578 0.0831 0.088 Uiso 1 1 calc R . . C56 C 0.6930(6) 0.2272(3) 0.1679(4) 0.080(2) Uani 1 1 d . . . H56 H 0.6757 0.1861 0.1722 0.096 Uiso 1 1 calc R . . H60 H 0.513(4) 0.461(2) -0.166(3) 0.038(15) Uiso 1 1 d . . . H61 H 1.0000 0.651(5) 0.2500 0.11(4) Uiso 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C34 0.042(3) 0.028(3) 0.032(3) -0.001(2) 0.001(2) 0.006(2) N11 0.036(2) 0.033(2) 0.033(2) -0.0044(19) -0.0028(19) 0.004(2) Pb1 0.03504(12) 0.04295(14) 0.02716(11) -0.00214(9) -0.00137(8) 0.00411(10) N1 0.032(2) 0.041(3) 0.025(2) 0.0011(19) -0.0005(18) -0.001(2) O2 0.040(2) 0.066(3) 0.038(2) 0.0121(19) -0.0065(17) -0.0151(19) N2 0.027(2) 0.042(3) 0.026(2) 0.0000(19) -0.0003(19) 0.000(2) O3 0.047(2) 0.099(3) 0.041(2) 0.014(2) 0.0007(19) -0.036(2) C2 0.028(3) 0.039(3) 0.030(3) -0.003(2) 0.007(2) -0.006(2) C1 0.029(3) 0.036(3) 0.028(3) 0.001(2) 0.003(2) -0.003(2) C4 0.040(3) 0.046(3) 0.032(3) 0.007(3) -0.003(3) -0.004(3) C3 0.031(3) 0.035(3) 0.030(3) 0.002(2) 0.005(2) 0.006(2) C8 0.038(3) 0.055(4) 0.044(3) 0.011(3) 0.012(3) 0.001(3) C7 0.031(3) 0.051(4) 0.051(4) -0.001(3) -0.003(3) -0.004(3) C5 0.036(3) 0.047(3) 0.033(3) 0.000(3) 0.005(2) 0.000(3) C6 0.036(3) 0.044(3) 0.030(3) 0.006(2) 0.001(2) 0.001(3) O5 0.052(2) 0.090(3) 0.030(2) 0.008(2) 0.0056(18) -0.031(2) O4 0.045(2) 0.118(4) 0.031(2) -0.004(2) 0.0028(19) -0.022(2) N4 0.036(2) 0.044(3) 0.037(3) -0.004(2) 0.003(2) 0.002(2) N5 0.049(3) 0.048(3) 0.038(3) 0.000(2) 0.006(2) -0.003(2) C10 0.044(3) 0.043(3) 0.038(3) -0.011(3) -0.009(3) 0.005(3) C9 0.038(3) 0.057(4) 0.030(3) 0.000(3) 0.007(3) -0.005(3) C11 0.053(3) 0.038(3) 0.036(3) 0.001(3) -0.015(3) -0.003(3) C13 0.041(3) 0.062(4) 0.049(3) -0.006(3) -0.003(3) 0.001(3) C12 0.074(4) 0.062(4) 0.053(4) 0.007(3) 0.011(3) -0.012(4) C18 0.062(5) 0.092(6) 0.056(4) -0.024(4) 0.003(3) 0.022(4) C19 0.042(4) 0.088(5) 0.068(5) -0.012(4) 0.013(3) 0.009(4) C17 0.060(4) 0.054(4) 0.047(4) -0.011(3) -0.012(3) 0.020(3) C16 0.100(6) 0.048(4) 0.066(5) -0.020(4) -0.015(4) 0.019(4) C14 0.106(6) 0.077(5) 0.066(5) 0.005(4) 0.020(4) -0.027(5) C15 0.080(5) 0.038(4) 0.053(4) 0.006(3) -0.016(4) -0.004(3) C20 0.064(4) 0.095(5) 0.067(5) 0.008(4) 0.021(4) -0.016(4) C61 0.032(4) 0.035(4) 0.024(4) 0.000 -0.005(3) 0.000 C25 0.042(3) 0.041(3) 0.041(3) -0.001(3) 0.010(3) -0.003(3) O7 0.070(3) 0.043(2) 0.098(4) -0.014(2) -0.037(3) 0.020(2) C26 0.061(4) 0.044(4) 0.047(4) 0.008(3) 0.008(3) -0.014(3) C22 0.060(4) 0.038(4) 0.052(4) -0.004(3) 0.000(3) 0.008(3) C62 0.032(4) 0.031(4) 0.023(4) 0.000 0.006(3) 0.000 O8 0.073(3) 0.031(2) 0.084(3) -0.003(2) -0.012(2) 0.010(2) C32 0.069(6) 0.033(4) 0.036(4) 0.000 -0.012(4) 0.000 C33 0.131(10) 0.036(5) 0.079(7) 0.000 -0.009(7) 0.000 C59 0.032(3) 0.028(3) 0.027(3) 0.002(2) 0.004(2) 0.005(2) C58 0.041(3) 0.068(4) 0.034(3) 0.006(3) 0.011(3) -0.001(3) C57 0.100(6) 0.035(4) 0.074(5) 0.004(4) -0.028(4) 0.004(4) C56 0.111(6) 0.052(4) 0.072(5) 0.012(4) -0.008(5) -0.028(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 C34 N11 1.354(6) . ? C34 C34 1.376(10) 2_755 ? C34 C22 1.483(7) . ? N11 C62 1.350(5) . ? N11 Pb1 2.470(4) . ? Pb1 O7 2.565(4) . ? Pb1 O2 2.614(3) . ? Pb1 N4 2.627(4) . ? Pb1 O5 2.636(3) 6_566 ? Pb1 N5 2.672(4) . ? N1 C59 1.326(6) . ? N1 C1 1.386(6) . ? O2 C4 1.221(6) . ? N2 C59 1.354(6) . ? N2 C2 1.375(6) . ? N2 H60 0.88(5) . ? O3 C4 1.300(6) . ? O3 H3 0.8200 . ? C2 C1 1.371(6) . ? C2 C9 1.483(7) . ? C1 C4 1.468(7) . ? C3 C6 1.385(7) . ? C3 C5 1.384(6) . ? C3 C59 1.467(6) . ? C8 C58 1.358(7) . ? C8 C7 1.389(7) . ? C8 C20 1.519(7) . ? C7 C6 1.382(7) . ? C7 H7 0.9300 . ? C5 C58 1.382(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? O5 C9 1.272(6) . ? O5 Pb1 2.636(3) 6_565 ? O4 C9 1.224(6) . ? N4 C13 1.318(6) . ? N4 C10 1.354(6) . ? N5 C12 1.319(7) . ? N5 C11 1.352(7) . ? C10 C17 1.417(7) . ? C10 C11 1.446(7) . ? C11 C15 1.418(8) . ? C13 C19 1.393(8) . ? C13 H13 0.9300 . ? C12 C14 1.390(9) . ? C12 H12 0.9300 . ? C18 C19 1.343(8) . ? C18 C17 1.399(9) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C17 C16 1.415(9) . ? C16 C57 1.337(9) . ? C16 H16 0.9300 . ? C14 C56 1.352(10) . ? C14 H14 0.9300 . ? C15 C56 1.403(9) . ? C15 C57 1.420(9) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C61 C25 1.374(6) 2_755 ? C61 C25 1.374(6) . ? C61 C62 1.473(9) . ? C25 C26 1.387(7) . ? C25 H25 0.9300 . ? O7 C22 1.226(7) . ? C26 C32 1.380(7) . ? C26 H26 0.9300 . ? C22 O8 1.280(7) . ? C62 N11 1.350(5) 2_755 ? O8 H61 1.217(5) . ? C32 C26 1.380(7) 2_755 ? C32 C33 1.523(11) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C58 H58 0.9300 . ? C57 H57 0.9300 . ? C56 H56 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 C34 C34 108.4(3) . 2_755 ? N11 C34 C22 120.4(5) . . ? C34 C34 C22 131.2(3) 2_755 . ? C62 N11 C34 105.8(4) . . ? C62 N11 Pb1 138.6(3) . . ? C34 N11 Pb1 115.6(3) . . ? N11 Pb1 O7 66.76(13) . . ? N11 Pb1 O2 95.36(12) . . ? O7 Pb1 O2 74.45(14) . . ? N11 Pb1 N4 79.40(13) . . ? O7 Pb1 N4 128.99(14) . . ? O2 Pb1 N4 71.93(12) . . ? N11 Pb1 O5 72.44(13) . 6_566 ? O7 Pb1 O5 81.68(14) . 6_566 ? O2 Pb1 O5 155.99(12) . 6_566 ? N4 Pb1 O5 123.74(12) . 6_566 ? N11 Pb1 N5 100.81(13) . . ? O7 Pb1 N5 157.46(15) . . ? O2 Pb1 N5 126.90(12) . . ? N4 Pb1 N5 62.18(13) . . ? O5 Pb1 N5 76.50(13) 6_566 . ? C59 N1 C1 105.8(4) . . ? C4 O2 Pb1 129.1(3) . . ? C59 N2 C2 108.3(4) . . ? C59 N2 H60 130(3) . . ? C2 N2 H60 119(3) . . ? C4 O3 H3 109.5 . . ? C1 C2 N2 105.4(4) . . ? C1 C2 C9 134.4(4) . . ? N2 C2 C9 120.3(4) . . ? C2 C1 N1 109.8(4) . . ? C2 C1 C4 130.5(4) . . ? N1 C1 C4 119.7(4) . . ? O2 C4 O3 119.5(5) . . ? O2 C4 C1 122.3(4) . . ? O3 C4 C1 118.2(5) . . ? C6 C3 C5 117.9(4) . . ? C6 C3 C59 122.2(4) . . ? C5 C3 C59 119.9(4) . . ? C58 C8 C7 118.3(5) . . ? C58 C8 C20 121.6(5) . . ? C7 C8 C20 120.1(5) . . ? C6 C7 C8 120.5(5) . . ? C6 C7 H7 119.7 . . ? C8 C7 H7 119.7 . . ? C58 C5 C3 120.5(5) . . ? C58 C5 H5 119.7 . . ? C3 C5 H5 119.7 . . ? C3 C6 C7 120.9(5) . . ? C3 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C9 O5 Pb1 110.0(3) . 6_565 ? C13 N4 C10 117.4(5) . . ? C13 N4 Pb1 121.8(4) . . ? C10 N4 Pb1 120.5(3) . . ? C12 N5 C11 118.4(5) . . ? C12 N5 Pb1 122.0(4) . . ? C11 N5 Pb1 119.2(3) . . ? N4 C10 C17 122.5(5) . . ? N4 C10 C11 118.6(5) . . ? C17 C10 C11 118.9(5) . . ? O4 C9 O5 123.7(5) . . ? O4 C9 C2 120.6(5) . . ? O5 C9 C2 115.7(5) . . ? N5 C11 C15 122.3(5) . . ? N5 C11 C10 118.3(5) . . ? C15 C11 C10 119.4(6) . . ? N4 C13 C19 124.4(6) . . ? N4 C13 H13 117.8 . . ? C19 C13 H13 117.8 . . ? N5 C12 C14 123.3(6) . . ? N5 C12 H12 118.4 . . ? C14 C12 H12 118.4 . . ? C19 C18 C17 121.4(6) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C13 117.8(6) . . ? C18 C19 H19 121.1 . . ? C13 C19 H19 121.1 . . ? C18 C17 C16 125.0(6) . . ? C18 C17 C10 116.3(6) . . ? C16 C17 C10 118.7(6) . . ? C57 C16 C17 123.2(7) . . ? C57 C16 H16 118.4 . . ? C17 C16 H16 118.4 . . ? C56 C14 C12 118.9(7) . . ? C56 C14 H14 120.6 . . ? C12 C14 H14 120.6 . . ? C56 C15 C57 123.9(6) . . ? C56 C15 C11 116.5(6) . . ? C57 C15 C11 119.7(6) . . ? C8 C20 H20A 109.5 . . ? C8 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C8 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C25 C61 C25 118.5(7) 2_755 . ? C25 C61 C62 120.7(3) 2_755 . ? C25 C61 C62 120.7(3) . . ? C61 C25 C26 120.9(5) . . ? C61 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C22 O7 Pb1 117.3(4) . . ? C32 C26 C25 120.6(5) . . ? C32 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? O7 C22 O8 122.5(5) . . ? O7 C22 C34 119.2(5) . . ? O8 C22 C34 118.3(5) . . ? N11 C62 N11 111.5(6) 2_755 . ? N11 C62 C61 124.3(3) 2_755 . ? N11 C62 C61 124.3(3) . . ? C22 O8 H61 111(5) . . ? C26 C32 C26 118.4(7) . 2_755 ? C26 C32 C33 120.8(4) . . ? C26 C32 C33 120.8(4) 2_755 . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N1 C59 N2 110.8(4) . . ? N1 C59 C3 125.2(4) . . ? N2 C59 C3 124.0(4) . . ? C8 C58 C5 121.7(5) . . ? C8 C58 H58 119.1 . . ? C5 C58 H58 119.1 . . ? C16 C57 C15 120.2(6) . . ? C16 C57 H57 119.9 . . ? C15 C57 H57 119.9 . . ? C14 C56 C15 120.6(6) . . ? C14 C56 H56 119.7 . . ? C15 C56 H56 119.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C34 C34 N11 C62 1.7(6) 2_755 . . . ? C22 C34 N11 C62 -178.2(4) . . . . ? C34 C34 N11 Pb1 -178.7(4) 2_755 . . . ? C22 C34 N11 Pb1 1.4(6) . . . . ? C62 N11 Pb1 O7 175.4(4) . . . . ? C34 N11 Pb1 O7 -4.1(3) . . . . ? C62 N11 Pb1 O2 -114.1(4) . . . . ? C34 N11 Pb1 O2 66.4(3) . . . . ? C62 N11 Pb1 N4 -43.6(4) . . . . ? C34 N11 Pb1 N4 136.9(4) . . . . ? C62 N11 Pb1 O5 87.1(4) . . . 6_566 ? C34 N11 Pb1 O5 -92.4(3) . . . 6_566 ? C62 N11 Pb1 N5 15.1(4) . . . . ? C34 N11 Pb1 N5 -164.4(3) . . . . ? N11 Pb1 O2 C4 163.2(5) . . . . ? O7 Pb1 O2 C4 -132.8(5) . . . . ? N4 Pb1 O2 C4 86.2(5) . . . . ? O5 Pb1 O2 C4 -139.1(4) 6_566 . . . ? N5 Pb1 O2 C4 55.4(5) . . . . ? C59 N2 C2 C1 0.0(5) . . . . ? C59 N2 C2 C9 -179.8(4) . . . . ? N2 C2 C1 N1 0.8(5) . . . . ? C9 C2 C1 N1 -179.4(5) . . . . ? N2 C2 C1 C4 -176.1(5) . . . . ? C9 C2 C1 C4 3.7(10) . . . . ? C59 N1 C1 C2 -1.3(5) . . . . ? C59 N1 C1 C4 176.0(4) . . . . ? Pb1 O2 C4 O3 -170.4(4) . . . . ? Pb1 O2 C4 C1 10.6(8) . . . . ? C2 C1 C4 O2 172.0(5) . . . . ? N1 C1 C4 O2 -4.6(8) . . . . ? C2 C1 C4 O3 -7.0(9) . . . . ? N1 C1 C4 O3 176.4(5) . . . . ? C58 C8 C7 C6 3.5(8) . . . . ? C20 C8 C7 C6 -178.0(5) . . . . ? C6 C3 C5 C58 2.9(8) . . . . ? C59 C3 C5 C58 -175.0(5) . . . . ? C5 C3 C6 C7 -1.4(7) . . . . ? C59 C3 C6 C7 176.6(5) . . . . ? C8 C7 C6 C3 -1.9(8) . . . . ? N11 Pb1 N4 C13 -68.6(4) . . . . ? O7 Pb1 N4 C13 -20.5(4) . . . . ? O2 Pb1 N4 C13 30.7(4) . . . . ? O5 Pb1 N4 C13 -128.9(4) 6_566 . . . ? N5 Pb1 N4 C13 -176.9(4) . . . . ? N11 Pb1 N4 C10 117.2(4) . . . . ? O7 Pb1 N4 C10 165.3(3) . . . . ? O2 Pb1 N4 C10 -143.5(4) . . . . ? O5 Pb1 N4 C10 56.8(4) 6_566 . . . ? N5 Pb1 N4 C10 8.9(4) . . . . ? N11 Pb1 N5 C12 106.8(4) . . . . ? O7 Pb1 N5 C12 52.9(6) . . . . ? O2 Pb1 N5 C12 -148.0(4) . . . . ? N4 Pb1 N5 C12 178.6(5) . . . . ? O5 Pb1 N5 C12 38.0(4) 6_566 . . . ? N11 Pb1 N5 C11 -80.4(4) . . . . ? O7 Pb1 N5 C11 -134.3(4) . . . . ? O2 Pb1 N5 C11 24.8(4) . . . . ? N4 Pb1 N5 C11 -8.6(3) . . . . ? O5 Pb1 N5 C11 -149.2(4) 6_566 . . . ? C13 N4 C10 C17 -3.1(7) . . . . ? Pb1 N4 C10 C17 171.3(4) . . . . ? C13 N4 C10 C11 176.6(4) . . . . ? Pb1 N4 C10 C11 -8.9(6) . . . . ? Pb1 O5 C9 O4 -17.2(7) 6_565 . . . ? Pb1 O5 C9 C2 162.9(4) 6_565 . . . ? C1 C2 C9 O4 173.4(6) . . . . ? N2 C2 C9 O4 -6.8(8) . . . . ? C1 C2 C9 O5 -6.6(9) . . . . ? N2 C2 C9 O5 173.1(5) . . . . ? C12 N5 C11 C15 0.2(8) . . . . ? Pb1 N5 C11 C15 -172.9(4) . . . . ? C12 N5 C11 C10 -178.9(5) . . . . ? Pb1 N5 C11 C10 8.1(6) . . . . ? N4 C10 C11 N5 0.4(7) . . . . ? C17 C10 C11 N5 -179.9(5) . . . . ? N4 C10 C11 C15 -178.7(5) . . . . ? C17 C10 C11 C15 1.1(7) . . . . ? C10 N4 C13 C19 3.3(8) . . . . ? Pb1 N4 C13 C19 -171.1(4) . . . . ? C11 N5 C12 C14 0.9(9) . . . . ? Pb1 N5 C12 C14 173.7(5) . . . . ? C17 C18 C19 C13 -0.8(10) . . . . ? N4 C13 C19 C18 -1.4(10) . . . . ? C19 C18 C17 C16 -178.7(6) . . . . ? C19 C18 C17 C10 0.9(9) . . . . ? N4 C10 C17 C18 1.2(8) . . . . ? C11 C10 C17 C18 -178.6(5) . . . . ? N4 C10 C17 C16 -179.3(5) . . . . ? C11 C10 C17 C16 1.0(8) . . . . ? C18 C17 C16 C57 177.8(7) . . . . ? C10 C17 C16 C57 -1.7(10) . . . . ? N5 C12 C14 C56 -1.4(11) . . . . ? N5 C11 C15 C56 -0.6(8) . . . . ? C10 C11 C15 C56 178.5(5) . . . . ? N5 C11 C15 C57 178.4(5) . . . . ? C10 C11 C15 C57 -2.6(8) . . . . ? C25 C61 C25 C26 0.4(4) 2_755 . . . ? C62 C61 C25 C26 -179.6(4) . . . . ? N11 Pb1 O7 C22 7.6(4) . . . . ? O2 Pb1 O7 C22 -95.4(5) . . . . ? N4 Pb1 O7 C22 -45.2(5) . . . . ? O5 Pb1 O7 C22 81.9(5) 6_566 . . . ? N5 Pb1 O7 C22 67.4(6) . . . . ? C61 C25 C26 C32 -0.8(8) . . . . ? Pb1 O7 C22 O8 173.1(4) . . . . ? Pb1 O7 C22 C34 -9.8(7) . . . . ? N11 C34 C22 O7 5.9(8) . . . . ? C34 C34 C22 O7 -174.0(7) 2_755 . . . ? N11 C34 C22 O8 -176.8(5) . . . . ? C34 C34 C22 O8 3.3(11) 2_755 . . . ? C34 N11 C62 N11 -0.7(2) . . . 2_755 ? Pb1 N11 C62 N11 179.8(4) . . . 2_755 ? C34 N11 C62 C61 179.3(2) . . . . ? Pb1 N11 C62 C61 -0.2(4) . . . . ? C25 C61 C62 N11 -67.8(3) 2_755 . . 2_755 ? C25 C61 C62 N11 112.2(3) . . . 2_755 ? C25 C61 C62 N11 112.2(3) 2_755 . . . ? C25 C61 C62 N11 -67.8(3) . . . . ? C25 C26 C32 C26 0.4(4) . . . 2_755 ? C25 C26 C32 C33 -179.6(4) . . . . ? C1 N1 C59 N2 1.3(5) . . . . ? C1 N1 C59 C3 178.7(4) . . . . ? C2 N2 C59 N1 -0.8(5) . . . . ? C2 N2 C59 C3 -178.3(4) . . . . ? C6 C3 C59 N1 -172.9(5) . . . . ? C5 C3 C59 N1 5.0(7) . . . . ? C6 C3 C59 N2 4.2(7) . . . . ? C5 C3 C59 N2 -177.9(5) . . . . ? C7 C8 C58 C5 -1.9(8) . . . . ? C20 C8 C58 C5 179.6(6) . . . . ? C3 C5 C58 C8 -1.3(8) . . . . ? C17 C16 C57 C15 0.2(11) . . . . ? C56 C15 C57 C16 -179.1(7) . . . . ? C11 C15 C57 C16 2.0(10) . . . . ? C12 C14 C56 C15 1.0(11) . . . . ? C57 C15 C56 C14 -179.0(7) . . . . ? C11 C15 C56 C14 0.0(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3 O5 0.82 1.65 2.470(5) 175.2 . N2 H60 O4 0.88(5) 1.94(5) 2.792(6) 162(4) 2_654 O8 H61 O8 1.217(5) 1.217(4) 2.433(8) 179(10) 2_755 O3 H3 O5 0.82 1.65 2.470(5) 175.2 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.490 _refine_diff_density_min -0.932 _refine_diff_density_rms 0.115 _database_code_depnum_ccdc_archive 'CCDC 920371' ####################################################################### # # 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_01 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 N4 O8 Pb' _chemical_formula_weight 697.61 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' Pb Pb -3.3944 10.1111 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I41/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 17.095(6) _cell_length_b 17.095(6) _cell_length_c 16.563(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4840(3) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7154 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 28.21 _exptl_crystal_description block-shaped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.915 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2688 _exptl_absorpt_coefficient_mu 7.029 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.1654 _exptl_absorpt_correction_T_max 0.3338 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15107 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2137 _reflns_number_gt 1784 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0284P)^2^+5.8837P] 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 2137 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0245 _refine_ls_R_factor_gt 0.0174 _refine_ls_wR_factor_ref 0.0490 _refine_ls_wR_factor_gt 0.0453 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0866(2) 0.3818(2) 0.9004(2) 0.0337(8) Uani 1 1 d . . . C2 C -0.01130(19) 0.42182(19) 0.9111(2) 0.0262(7) Uani 1 1 d . . . C3 C 0.01016(18) 0.49841(17) 0.89681(19) 0.0248(7) Uani 1 1 d . . . C4 C 0.11288(19) 0.43003(19) 0.9386(2) 0.0263(7) Uani 1 1 d . . . C5 C 0.19470(19) 0.4105(2) 0.9571(2) 0.0296(8) Uani 1 1 d . . . C6 C 0.2483(2) 0.4667(2) 0.9812(2) 0.0385(9) Uani 1 1 d . . . H6 H 0.2317 0.5177 0.9903 0.046 Uiso 1 1 calc R . . C7 C 0.3260(2) 0.4477(3) 0.9919(3) 0.0496(11) Uani 1 1 d . . . H7 H 0.3611 0.4862 1.0081 0.059 Uiso 1 1 calc R . . C8 C 0.3528(2) 0.3717(3) 0.9788(3) 0.0470(11) Uani 1 1 d . . . C9 C 0.2989(2) 0.3157(2) 0.9563(3) 0.0454(10) Uani 1 1 d . . . H9 H 0.3154 0.2645 0.9482 0.054 Uiso 1 1 calc R . . C10 C 0.2206(2) 0.3340(2) 0.9455(2) 0.0386(9) Uani 1 1 d . . . H10 H 0.1854 0.2953 0.9304 0.046 Uiso 1 1 calc R . . C11 C 0.4386(3) 0.3523(4) 0.9887(3) 0.0770(17) Uani 1 1 d . . . H11A H 0.4449 0.3155 1.0320 0.115 Uiso 1 1 calc R . . H11B H 0.4672 0.3992 1.0009 0.115 Uiso 1 1 calc R . . H11C H 0.4582 0.3300 0.9395 0.115 Uiso 1 1 calc R . . C12 C -0.0342(2) 0.5678(2) 0.8671(2) 0.0299(8) Uani 1 1 d . . . N1 N 0.05317(15) 0.37967(15) 0.93787(17) 0.0269(6) Uani 1 1 d . . . N2 N 0.08804(15) 0.50262(15) 0.91433(18) 0.0258(6) Uani 1 1 d . . . H2 H 0.1167 0.5438 0.9108 0.031 Uiso 1 1 calc R . . O1 O -0.14517(16) 0.42134(16) 0.8724(2) 0.0531(8) Uani 1 1 d . . . H1 H -0.1311 0.4661 0.8623 0.080 Uiso 1 1 calc R . . O2 O -0.09323(15) 0.31185(14) 0.91740(19) 0.0455(7) Uani 1 1 d . . . O3 O 0.00366(15) 0.63033(14) 0.86349(16) 0.0392(7) Uani 1 1 d . . . O4 O -0.10600(14) 0.55894(14) 0.84907(18) 0.0417(7) Uani 1 1 d . . . Pb1 Pb 0.0000 0.2500 1.012359(11) 0.02578(8) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0286(19) 0.027(2) 0.046(2) 0.0014(16) -0.0063(16) -0.0005(15) C2 0.0261(17) 0.0224(17) 0.0303(17) 0.0029(14) 0.0003(15) 0.0012(14) C3 0.0238(17) 0.0203(17) 0.0303(19) 0.0000(13) 0.0018(14) 0.0025(14) C4 0.0269(17) 0.0246(17) 0.0274(18) 0.0019(14) 0.0018(14) 0.0022(14) C5 0.0242(17) 0.0297(18) 0.0348(19) 0.0085(16) 0.0033(15) 0.0021(14) C6 0.031(2) 0.032(2) 0.052(3) 0.0116(17) -0.0017(18) -0.0007(17) C7 0.030(2) 0.060(3) 0.059(3) 0.017(2) -0.0072(19) -0.014(2) C8 0.028(2) 0.067(3) 0.046(3) 0.019(2) 0.0062(18) 0.008(2) C9 0.037(2) 0.047(2) 0.051(3) 0.009(2) 0.0041(19) 0.0171(19) C10 0.034(2) 0.036(2) 0.046(2) 0.0063(18) 0.0017(18) 0.0054(16) C11 0.030(2) 0.116(5) 0.085(4) 0.020(3) 0.001(2) 0.016(3) C12 0.0301(19) 0.0225(17) 0.037(2) 0.0009(15) -0.0007(16) 0.0023(14) N1 0.0230(14) 0.0203(14) 0.0373(17) 0.0042(12) -0.0014(12) 0.0005(11) N2 0.0214(14) 0.0200(14) 0.0362(16) 0.0015(13) 0.0022(12) -0.0037(11) O1 0.0350(15) 0.0300(15) 0.095(2) 0.0175(16) -0.0272(15) -0.0040(12) O2 0.0370(15) 0.0252(14) 0.074(2) 0.0111(14) -0.0165(14) -0.0086(11) O3 0.0317(14) 0.0214(13) 0.0645(19) 0.0080(12) -0.0039(12) -0.0015(11) O4 0.0289(14) 0.0267(13) 0.0695(19) 0.0063(13) -0.0111(13) 0.0026(11) Pb1 0.02148(11) 0.01874(11) 0.03711(12) 0.000 0.000 0.00047(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.234(4) . ? C1 O1 1.293(4) . ? C1 C2 1.469(5) . ? C2 C3 1.380(4) . ? C2 N1 1.389(4) . ? C3 N2 1.365(4) . ? C3 C12 1.491(4) . ? C4 N1 1.335(4) . ? C4 N2 1.372(4) . ? C4 C5 1.470(5) . ? C5 C6 1.386(5) . ? C5 C10 1.394(5) . ? C6 C7 1.378(6) . ? C7 C8 1.395(6) . ? C8 C9 1.381(6) . ? C8 C11 1.513(6) . ? C9 C10 1.385(5) . ? C12 O3 1.251(4) . ? C12 O4 1.273(4) . ? N1 Pb1 2.695(3) . ? O2 Pb1 2.476(3) . ? O3 Pb1 2.645(2) 7_454 ? Pb1 O2 2.476(3) 6_454 ? Pb1 O3 2.645(3) 3 ? Pb1 O3 2.645(3) 8_344 ? Pb1 N1 2.695(3) 6_454 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 121.2(3) . . ? O2 C1 C2 120.2(3) . . ? O1 C1 C2 118.6(3) . . ? C3 C2 N1 109.6(3) . . ? C3 C2 C1 130.8(3) . . ? N1 C2 C1 119.5(3) . . ? N2 C3 C2 105.8(3) . . ? N2 C3 C12 121.6(3) . . ? C2 C3 C12 132.5(3) . . ? N1 C4 N2 110.1(3) . . ? N1 C4 C5 125.6(3) . . ? N2 C4 C5 124.1(3) . . ? C6 C5 C10 118.6(3) . . ? C6 C5 C4 122.1(3) . . ? C10 C5 C4 119.1(3) . . ? C7 C6 C5 120.7(4) . . ? C6 C7 C8 121.0(4) . . ? C9 C8 C7 117.9(4) . . ? C9 C8 C11 121.7(4) . . ? C7 C8 C11 120.4(5) . . ? C8 C9 C10 121.5(4) . . ? C9 C10 C5 120.1(4) . . ? O3 C12 O4 126.1(3) . . ? O3 C12 C3 115.6(3) . . ? O4 C12 C3 118.3(3) . . ? C4 N1 C2 106.0(3) . . ? C4 N1 Pb1 141.6(2) . . ? C2 N1 Pb1 107.77(19) . . ? C3 N2 C4 108.5(3) . . ? C1 O2 Pb1 120.0(2) . . ? C12 O3 Pb1 132.8(2) . 7_454 ? O2 Pb1 O2 101.14(15) . 6_454 ? O2 Pb1 O3 152.87(8) . 3 ? O2 Pb1 O3 85.10(9) 6_454 3 ? O2 Pb1 O3 85.10(9) . 8_344 ? O2 Pb1 O3 152.87(8) 6_454 8_344 ? O3 Pb1 O3 101.41(12) 3 8_344 ? O2 Pb1 N1 80.99(8) . 6_454 ? O2 Pb1 N1 64.85(8) 6_454 6_454 ? O3 Pb1 N1 124.77(8) 3 6_454 ? O3 Pb1 N1 90.55(9) 8_344 6_454 ? O2 Pb1 N1 64.85(8) . . ? O2 Pb1 N1 80.99(8) 6_454 . ? O3 Pb1 N1 90.55(9) 3 . ? O3 Pb1 N1 124.77(8) 8_344 . ? N1 Pb1 N1 125.51(12) 6_454 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.690 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.082 _database_code_depnum_ccdc_archive 'CCDC 920372' ####################################################################### # # 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_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H34 Cd3 N8 O18' _chemical_formula_weight 1348.03 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 8.827(3) _cell_length_b 10.047(3) _cell_length_c 14.826(5) _cell_angle_alpha 74.822(4) _cell_angle_beta 89.136(4) _cell_angle_gamma 73.318(4) _cell_volume 1213.0(7) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2768 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 27.45 _exptl_crystal_description club-shaped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.845 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 666 _exptl_absorpt_coefficient_mu 1.390 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7497 _exptl_absorpt_correction_T_max 0.7880 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6041 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4187 _reflns_number_gt 3382 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0973P)^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 4187 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1309 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.002 _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 1.0000 0.0000 1.0000 0.02800(18) Uani 1 2 d S . . Cd2 Cd 1.36279(4) 0.44780(4) 1.09691(3) 0.02769(17) Uani 1 1 d . . . O1 O 1.5133(5) 0.2546(5) 0.8630(3) 0.0408(10) Uani 1 1 d . . . O2 O 1.4635(5) 0.4194(4) 0.9433(3) 0.0357(9) Uani 1 1 d . . . O3 O 1.0487(8) 0.3347(5) 0.5592(3) 0.0758(18) Uani 1 1 d . . . O4 O 1.0551(6) 0.1698(5) 0.6910(3) 0.0561(14) Uani 1 1 d . . . H4 H 1.0191 0.1671 0.7425 0.084 Uiso 1 1 calc R . . O5 O 0.9355(5) 0.1681(4) 0.8473(3) 0.0353(9) Uani 1 1 d . . . O6 O 0.8133(4) 0.3288(4) 0.9224(3) 0.0308(8) Uani 1 1 d . . . O7 O 1.2401(5) -0.0551(4) 0.9212(3) 0.0369(9) Uani 1 1 d . . . O8 O 1.4252(5) 0.0430(5) 0.8611(3) 0.0449(11) Uani 1 1 d . . . O9 O 1.6117(5) 0.2854(4) 1.1419(3) 0.0416(10) Uani 1 1 d . . . H1W H 1.5884 0.3771 1.1158 0.062 Uiso 1 1 d R . . H2W H 1.6516 0.2435 1.1008 0.062 Uiso 1 1 d R . . N1 N 1.1491(5) 0.1316(5) 1.0329(3) 0.0265(10) Uani 1 1 d . . . N2 N 1.2473(5) 0.3082(5) 1.0453(3) 0.0257(9) Uani 1 1 d . . . N3 N 0.7336(5) 0.5470(5) 0.7568(3) 0.0282(10) Uani 1 1 d . . . N4 N 0.8445(6) 0.5516(5) 0.6216(3) 0.0358(11) Uani 1 1 d . . . C1 C 1.2642(6) 0.1400(5) 0.9715(4) 0.0250(11) Uani 1 1 d . . . C2 C 1.3252(6) 0.2492(5) 0.9783(4) 0.0255(11) Uani 1 1 d . . . C4 C 1.0044(7) 0.1613(7) 1.2192(4) 0.0370(14) Uani 1 1 d . . . H4A H 1.0493 0.0651 1.2199 0.044 Uiso 1 1 calc R . . C5 C 1.0350(6) 0.2687(6) 1.1485(4) 0.0278(11) Uani 1 1 d . . . C6 C 0.9635(6) 0.4119(6) 1.1478(4) 0.0324(12) Uani 1 1 d . . . H6 H 0.9805 0.4856 1.0996 0.039 Uiso 1 1 calc R . . C7 C 0.8678(7) 0.4456(7) 1.2179(4) 0.0396(14) Uani 1 1 d . . . H7 H 0.8211 0.5417 1.2166 0.047 Uiso 1 1 calc R . . C8 C 0.8407(8) 0.3377(8) 1.2900(5) 0.0488(17) Uani 1 1 d . . . C9 C 0.7329(11) 0.3786(10) 1.3653(6) 0.078(3) Uani 1 1 d . . . H9A H 0.6502 0.4660 1.3381 0.117 Uiso 1 1 calc R . . H9B H 0.7934 0.3932 1.4132 0.117 Uiso 1 1 calc R . . H9C H 0.6869 0.3025 1.3923 0.117 Uiso 1 1 calc R . . C10 C 1.4427(6) 0.3109(6) 0.9245(4) 0.0288(12) Uani 1 1 d . . . C11 C 1.3118(6) 0.0357(6) 0.9144(4) 0.0296(12) Uani 1 1 d . . . C12 C 0.7486(7) 0.6302(6) 0.6728(4) 0.0332(13) Uani 1 1 d . . . C13 C 0.8960(7) 0.4110(6) 0.6757(4) 0.0328(13) Uani 1 1 d . . . C14 C 0.8281(6) 0.4102(5) 0.7589(4) 0.0273(11) Uani 1 1 d . . . C15 C 0.8574(6) 0.2945(6) 0.8497(4) 0.0271(11) Uani 1 1 d . . . C16 C 1.0065(8) 0.3004(7) 0.6375(4) 0.0465(16) Uani 1 1 d . . . C17 C 0.6809(8) 0.7874(6) 0.6416(4) 0.0393(15) Uani 1 1 d . . . C18 C 0.9080(8) 0.1954(7) 1.2885(5) 0.0492(17) Uani 1 1 d . . . H18 H 0.8875 0.1218 1.3352 0.059 Uiso 1 1 calc R . . C19 C 0.5497(10) 0.8558(7) 0.6808(5) 0.068(2) Uani 1 1 d . . . H19 H 0.4977 0.8016 0.7237 0.082 Uiso 1 1 calc R . . C20 C 0.7560(9) 0.8706(7) 0.5777(5) 0.0561(19) Uani 1 1 d . . . H20 H 0.8441 0.8275 0.5492 0.067 Uiso 1 1 calc R . . C21 C 0.5665(11) 1.0865(7) 0.5977(5) 0.066(2) Uani 1 1 d . . . C22 C 0.6973(11) 1.0188(8) 0.5574(6) 0.074(3) Uani 1 1 d . . . H22 H 0.7480 1.0750 0.5150 0.089 Uiso 1 1 calc R . . C23 C 0.4943(11) 1.0044(9) 0.6572(6) 0.078(3) Uani 1 1 d . . . H23 H 0.4039 1.0484 0.6837 0.093 Uiso 1 1 calc R . . C30 C 0.5089(14) 1.2506(9) 0.5766(7) 0.099(4) Uani 1 1 d . . . H30A H 0.4234 1.2782 0.6151 0.148 Uiso 1 1 calc R . . H30B H 0.4726 1.2914 0.5118 0.148 Uiso 1 1 calc R . . H30C H 0.5944 1.2854 0.5897 0.148 Uiso 1 1 calc R . . C31 C 1.1421(6) 0.2357(6) 1.0759(4) 0.0256(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0350(3) 0.0245(3) 0.0341(3) -0.0121(2) 0.0075(2) -0.0198(2) Cd2 0.0319(3) 0.0244(3) 0.0373(3) -0.01804(18) 0.01201(17) -0.01597(17) O1 0.046(2) 0.047(3) 0.051(3) -0.033(2) 0.025(2) -0.031(2) O2 0.040(2) 0.031(2) 0.053(3) -0.0250(19) 0.0186(19) -0.0241(18) O3 0.125(5) 0.037(3) 0.048(3) -0.012(2) 0.044(3) 0.002(3) O4 0.089(4) 0.025(2) 0.044(3) -0.010(2) 0.032(3) -0.002(2) O5 0.050(2) 0.0175(19) 0.039(2) -0.0106(16) 0.0086(18) -0.0076(17) O6 0.038(2) 0.026(2) 0.031(2) -0.0105(16) 0.0081(16) -0.0114(16) O7 0.041(2) 0.025(2) 0.057(3) -0.0228(19) 0.0119(19) -0.0170(18) O8 0.046(3) 0.051(3) 0.060(3) -0.040(2) 0.029(2) -0.028(2) O9 0.043(2) 0.023(2) 0.065(3) -0.0240(19) 0.010(2) -0.0078(17) N1 0.031(2) 0.018(2) 0.037(3) -0.0123(18) 0.0081(19) -0.0136(18) N2 0.026(2) 0.023(2) 0.038(2) -0.0153(19) 0.0082(18) -0.0156(18) N3 0.031(2) 0.021(2) 0.033(2) -0.0104(19) 0.0039(19) -0.0051(18) N4 0.051(3) 0.019(2) 0.034(3) -0.007(2) 0.011(2) -0.006(2) C1 0.029(3) 0.016(3) 0.035(3) -0.012(2) 0.006(2) -0.008(2) C2 0.030(3) 0.022(3) 0.032(3) -0.012(2) 0.007(2) -0.014(2) C4 0.048(4) 0.031(3) 0.038(3) -0.012(3) 0.014(3) -0.021(3) C5 0.030(3) 0.027(3) 0.034(3) -0.014(2) 0.008(2) -0.016(2) C6 0.033(3) 0.027(3) 0.042(3) -0.013(2) 0.005(2) -0.013(2) C7 0.040(3) 0.034(3) 0.052(4) -0.022(3) 0.013(3) -0.013(3) C8 0.052(4) 0.062(5) 0.046(4) -0.030(3) 0.017(3) -0.024(3) C9 0.090(6) 0.079(6) 0.078(6) -0.043(5) 0.054(5) -0.028(5) C10 0.031(3) 0.027(3) 0.039(3) -0.018(2) 0.009(2) -0.017(2) C11 0.032(3) 0.022(3) 0.038(3) -0.015(2) 0.001(2) -0.007(2) C12 0.042(3) 0.023(3) 0.032(3) -0.006(2) 0.004(2) -0.006(2) C13 0.047(3) 0.018(3) 0.033(3) -0.010(2) 0.007(2) -0.007(2) C14 0.027(3) 0.017(3) 0.040(3) -0.011(2) 0.007(2) -0.006(2) C15 0.032(3) 0.024(3) 0.031(3) -0.010(2) 0.007(2) -0.016(2) C16 0.065(4) 0.030(3) 0.042(4) -0.015(3) 0.021(3) -0.005(3) C17 0.053(4) 0.025(3) 0.033(3) -0.009(2) 0.007(3) 0.000(3) C18 0.067(5) 0.043(4) 0.049(4) -0.013(3) 0.023(3) -0.034(3) C19 0.083(6) 0.030(4) 0.065(5) -0.002(3) 0.030(4) 0.014(4) C20 0.076(5) 0.030(4) 0.055(4) -0.009(3) 0.026(4) -0.007(3) C21 0.103(6) 0.026(4) 0.052(4) -0.010(3) 0.016(4) 0.008(4) C22 0.106(7) 0.031(4) 0.072(5) 0.001(4) 0.034(5) -0.014(4) C23 0.105(7) 0.042(5) 0.058(5) -0.013(4) 0.029(5) 0.019(4) C30 0.150(10) 0.030(4) 0.093(7) -0.012(4) 0.019(6) 0.003(5) C31 0.027(3) 0.022(3) 0.035(3) -0.012(2) 0.003(2) -0.013(2) _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 2.253(4) . ? Cd1 N1 2.253(4) 2_757 ? Cd1 O7 2.399(4) . ? Cd1 O7 2.399(4) 2_757 ? Cd1 O5 2.405(4) . ? Cd1 O5 2.405(4) 2_757 ? Cd2 N2 2.236(4) . ? Cd2 O6 2.282(4) 2_767 ? Cd2 O2 2.284(4) 2_867 ? Cd2 O9 2.313(4) . ? Cd2 N3 2.326(4) 2_767 ? Cd2 O2 2.488(4) . ? Cd2 H1W 1.9101 . ? O1 C10 1.261(6) . ? O2 C10 1.255(6) . ? O2 Cd2 2.284(4) 2_867 ? O3 C16 1.208(7) . ? O4 C16 1.295(8) . ? O4 H4 0.8200 . ? O5 C15 1.269(6) . ? O6 C15 1.239(6) . ? O6 Cd2 2.282(4) 2_767 ? O7 C11 1.235(7) . ? O8 C11 1.273(7) . ? O9 H1W 0.8647 . ? O9 H2W 0.8465 . ? N1 C31 1.347(7) . ? N1 C1 1.360(7) . ? N2 C31 1.342(7) . ? N2 C2 1.365(6) . ? N3 C12 1.334(7) . ? N3 C14 1.380(6) . ? N3 Cd2 2.326(4) 2_767 ? N4 C12 1.352(7) . ? N4 C13 1.377(7) . ? C1 C2 1.379(7) . ? C1 C11 1.481(7) . ? C2 C10 1.477(7) . ? C4 C18 1.374(9) . ? C4 C5 1.379(8) . ? C4 H4A 0.9300 . ? C5 C6 1.393(8) . ? C5 C31 1.462(8) . ? C6 C7 1.379(8) . ? C6 H6 0.9300 . ? C7 C8 1.382(9) . ? C7 H7 0.9300 . ? C8 C18 1.388(10) . ? C8 C9 1.517(9) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C12 C17 1.466(8) . ? C13 C14 1.363(8) . ? C13 C16 1.482(8) . ? C14 C15 1.499(7) . ? C17 C19 1.372(9) . ? C17 C20 1.386(9) . ? C18 H18 0.9300 . ? C19 C23 1.379(10) . ? C19 H19 0.9300 . ? C20 C22 1.379(10) . ? C20 H20 0.9300 . ? C21 C23 1.331(12) . ? C21 C22 1.376(11) . ? C21 C30 1.526(10) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N1 180.00(14) . 2_757 ? N1 Cd1 O7 72.78(14) . . ? N1 Cd1 O7 107.22(14) 2_757 . ? N1 Cd1 O7 107.22(14) . 2_757 ? N1 Cd1 O7 72.78(14) 2_757 2_757 ? O7 Cd1 O7 180.000(1) . 2_757 ? N1 Cd1 O5 88.07(15) . . ? N1 Cd1 O5 91.93(15) 2_757 . ? O7 Cd1 O5 76.26(14) . . ? O7 Cd1 O5 103.74(14) 2_757 . ? N1 Cd1 O5 91.93(15) . 2_757 ? N1 Cd1 O5 88.07(15) 2_757 2_757 ? O7 Cd1 O5 103.74(14) . 2_757 ? O7 Cd1 O5 76.26(14) 2_757 2_757 ? O5 Cd1 O5 180.000(1) . 2_757 ? N2 Cd2 O6 109.43(15) . 2_767 ? N2 Cd2 O2 142.35(15) . 2_867 ? O6 Cd2 O2 81.94(14) 2_767 2_867 ? N2 Cd2 O9 99.15(15) . . ? O6 Cd2 O9 151.41(14) 2_767 . ? O2 Cd2 O9 74.63(15) 2_867 . ? N2 Cd2 N3 105.27(16) . 2_767 ? O6 Cd2 N3 73.91(14) 2_767 2_767 ? O2 Cd2 N3 112.38(15) 2_867 2_767 ? O9 Cd2 N3 99.95(15) . 2_767 ? N2 Cd2 O2 70.24(14) . . ? O6 Cd2 O2 109.96(13) 2_767 . ? O2 Cd2 O2 72.15(14) 2_867 . ? O9 Cd2 O2 78.37(14) . . ? N3 Cd2 O2 174.72(14) 2_767 . ? N2 Cd2 H1W 115.4 . . ? O6 Cd2 H1W 132.9 2_767 . ? O2 Cd2 H1W 53.7 2_867 . ? O9 Cd2 H1W 21.0 . . ? N3 Cd2 H1W 106.4 2_767 . ? O2 Cd2 H1W 73.8 . . ? C10 O2 Cd2 135.7(3) . 2_867 ? C10 O2 Cd2 112.4(3) . . ? Cd2 O2 Cd2 107.85(14) 2_867 . ? C16 O4 H4 109.5 . . ? C15 O5 Cd1 113.2(3) . . ? C15 O6 Cd2 116.2(3) . 2_767 ? C11 O7 Cd1 112.4(3) . . ? Cd2 O9 H1W 52.2 . . ? Cd2 O9 H2W 113.9 . . ? H1W O9 H2W 106.8 . . ? C31 N1 C1 105.1(4) . . ? C31 N1 Cd1 140.7(4) . . ? C1 N1 Cd1 111.2(3) . . ? C31 N2 C2 106.1(4) . . ? C31 N2 Cd2 136.9(4) . . ? C2 N2 Cd2 114.7(3) . . ? C12 N3 C14 105.5(4) . . ? C12 N3 Cd2 143.5(4) . 2_767 ? C14 N3 Cd2 110.4(3) . 2_767 ? C12 N4 C13 107.7(4) . . ? N1 C1 C2 109.2(4) . . ? N1 C1 C11 120.6(5) . . ? C2 C1 C11 130.1(5) . . ? N2 C2 C1 107.4(4) . . ? N2 C2 C10 120.5(4) . . ? C1 C2 C10 132.0(5) . . ? C18 C4 C5 120.4(6) . . ? C18 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C4 C5 C6 118.7(5) . . ? C4 C5 C31 121.7(5) . . ? C6 C5 C31 119.6(5) . . ? C7 C6 C5 120.7(5) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C8 C7 C6 120.6(6) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C8 C18 118.4(6) . . ? C7 C8 C9 119.2(7) . . ? C18 C8 C9 122.4(7) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 O1 124.3(5) . . ? O2 C10 C2 116.3(5) . . ? O1 C10 C2 119.4(5) . . ? O7 C11 O8 123.0(5) . . ? O7 C11 C1 118.4(5) . . ? O8 C11 C1 118.6(5) . . ? N3 C12 N4 110.9(5) . . ? N3 C12 C17 125.2(5) . . ? N4 C12 C17 123.7(5) . . ? C14 C13 N4 105.9(4) . . ? C14 C13 C16 134.7(5) . . ? N4 C13 C16 119.4(5) . . ? C13 C14 N3 110.0(5) . . ? C13 C14 C15 130.6(5) . . ? N3 C14 C15 118.9(5) . . ? O6 C15 O5 124.2(5) . . ? O6 C15 C14 118.8(5) . . ? O5 C15 C14 116.9(4) . . ? O3 C16 O4 122.6(5) . . ? O3 C16 C13 119.6(6) . . ? O4 C16 C13 117.8(5) . . ? C19 C17 C20 118.6(6) . . ? C19 C17 C12 120.7(6) . . ? C20 C17 C12 120.5(6) . . ? C4 C18 C8 121.2(6) . . ? C4 C18 H18 119.4 . . ? C8 C18 H18 119.4 . . ? C17 C19 C23 120.6(8) . . ? C17 C19 H19 119.7 . . ? C23 C19 H19 119.7 . . ? C22 C20 C17 118.6(7) . . ? C22 C20 H20 120.7 . . ? C17 C20 H20 120.7 . . ? C23 C21 C22 117.9(7) . . ? C23 C21 C30 121.1(8) . . ? C22 C21 C30 120.9(8) . . ? C21 C22 C20 122.3(7) . . ? C21 C22 H22 118.8 . . ? C20 C22 H22 118.8 . . ? C21 C23 C19 121.9(7) . . ? C21 C23 H23 119.1 . . ? C19 C23 H23 119.1 . . ? C21 C30 H30A 109.5 . . ? C21 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C21 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N2 C31 N1 112.3(5) . . ? N2 C31 C5 122.3(5) . . ? N1 C31 C5 125.4(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cd2 O2 C10 -20.4(4) . . . . ? O6 Cd2 O2 C10 -124.7(4) 2_767 . . . ? O2 Cd2 O2 C10 161.2(5) 2_867 . . . ? O9 Cd2 O2 C10 83.8(4) . . . . ? N3 Cd2 O2 C10 11.8(17) 2_767 . . . ? N2 Cd2 O2 Cd2 178.3(2) . . . 2_867 ? O6 Cd2 O2 Cd2 74.12(19) 2_767 . . 2_867 ? O2 Cd2 O2 Cd2 0.0 2_867 . . 2_867 ? O9 Cd2 O2 Cd2 -77.41(17) . . . 2_867 ? N3 Cd2 O2 Cd2 -149.4(14) 2_767 . . 2_867 ? N1 Cd1 O5 C15 -64.3(4) . . . . ? N1 Cd1 O5 C15 115.7(4) 2_757 . . . ? O7 Cd1 O5 C15 -137.0(4) . . . . ? O7 Cd1 O5 C15 43.0(4) 2_757 . . . ? O5 Cd1 O5 C15 104(100) 2_757 . . . ? N1 Cd1 O7 C11 -17.2(4) . . . . ? N1 Cd1 O7 C11 162.8(4) 2_757 . . . ? O7 Cd1 O7 C11 166(100) 2_757 . . . ? O5 Cd1 O7 C11 75.0(4) . . . . ? O5 Cd1 O7 C11 -105.0(4) 2_757 . . . ? N1 Cd1 N1 C31 7(100) 2_757 . . . ? O7 Cd1 N1 C31 173.8(6) . . . . ? O7 Cd1 N1 C31 -6.2(6) 2_757 . . . ? O5 Cd1 N1 C31 97.6(6) . . . . ? O5 Cd1 N1 C31 -82.4(6) 2_757 . . . ? N1 Cd1 N1 C1 -149(100) 2_757 . . . ? O7 Cd1 N1 C1 17.5(3) . . . . ? O7 Cd1 N1 C1 -162.5(3) 2_757 . . . ? O5 Cd1 N1 C1 -58.7(3) . . . . ? O5 Cd1 N1 C1 121.3(3) 2_757 . . . ? O6 Cd2 N2 C31 -76.4(5) 2_767 . . . ? O2 Cd2 N2 C31 -178.7(4) 2_867 . . . ? O9 Cd2 N2 C31 104.6(5) . . . . ? N3 Cd2 N2 C31 1.6(5) 2_767 . . . ? O2 Cd2 N2 C31 178.7(6) . . . . ? O6 Cd2 N2 C2 124.0(4) 2_767 . . . ? O2 Cd2 N2 C2 21.6(5) 2_867 . . . ? O9 Cd2 N2 C2 -55.0(4) . . . . ? N3 Cd2 N2 C2 -158.0(4) 2_767 . . . ? O2 Cd2 N2 C2 19.0(4) . . . . ? C31 N1 C1 C2 0.0(6) . . . . ? Cd1 N1 C1 C2 164.7(4) . . . . ? C31 N1 C1 C11 176.8(5) . . . . ? Cd1 N1 C1 C11 -18.5(6) . . . . ? C31 N2 C2 C1 -0.7(6) . . . . ? Cd2 N2 C2 C1 165.0(3) . . . . ? C31 N2 C2 C10 175.6(5) . . . . ? Cd2 N2 C2 C10 -18.7(6) . . . . ? N1 C1 C2 N2 0.5(6) . . . . ? C11 C1 C2 N2 -175.9(5) . . . . ? N1 C1 C2 C10 -175.3(5) . . . . ? C11 C1 C2 C10 8.3(10) . . . . ? C18 C4 C5 C6 -1.4(9) . . . . ? C18 C4 C5 C31 177.5(6) . . . . ? C4 C5 C6 C7 1.9(9) . . . . ? C31 C5 C6 C7 -177.0(5) . . . . ? C5 C6 C7 C8 -0.2(9) . . . . ? C6 C7 C8 C18 -2.0(10) . . . . ? C6 C7 C8 C9 -179.2(7) . . . . ? Cd2 O2 C10 O1 -9.2(9) 2_867 . . . ? Cd2 O2 C10 O1 -163.2(5) . . . . ? Cd2 O2 C10 C2 171.8(4) 2_867 . . . ? Cd2 O2 C10 C2 17.8(6) . . . . ? N2 C2 C10 O2 -1.0(8) . . . . ? C1 C2 C10 O2 174.3(6) . . . . ? N2 C2 C10 O1 180.0(5) . . . . ? C1 C2 C10 O1 -4.8(9) . . . . ? Cd1 O7 C11 O8 -166.8(5) . . . . ? Cd1 O7 C11 C1 13.6(6) . . . . ? N1 C1 C11 O7 2.9(8) . . . . ? C2 C1 C11 O7 178.9(5) . . . . ? N1 C1 C11 O8 -176.7(5) . . . . ? C2 C1 C11 O8 -0.7(9) . . . . ? C14 N3 C12 N4 1.6(7) . . . . ? Cd2 N3 C12 N4 170.0(4) 2_767 . . . ? C14 N3 C12 C17 -174.2(6) . . . . ? Cd2 N3 C12 C17 -5.7(11) 2_767 . . . ? C13 N4 C12 N3 -1.0(7) . . . . ? C13 N4 C12 C17 174.9(6) . . . . ? C12 N4 C13 C14 -0.1(7) . . . . ? C12 N4 C13 C16 -178.8(6) . . . . ? N4 C13 C14 N3 1.1(7) . . . . ? C16 C13 C14 N3 179.5(7) . . . . ? N4 C13 C14 C15 -170.1(5) . . . . ? C16 C13 C14 C15 8.3(12) . . . . ? C12 N3 C14 C13 -1.6(6) . . . . ? Cd2 N3 C14 C13 -174.3(4) 2_767 . . . ? C12 N3 C14 C15 170.7(5) . . . . ? Cd2 N3 C14 C15 -2.0(6) 2_767 . . . ? Cd2 O6 C15 O5 -169.1(4) 2_767 . . . ? Cd2 O6 C15 C14 15.6(6) 2_767 . . . ? Cd1 O5 C15 O6 -2.3(7) . . . . ? Cd1 O5 C15 C14 173.1(3) . . . . ? C13 C14 C15 O6 161.3(6) . . . . ? N3 C14 C15 O6 -9.2(7) . . . . ? C13 C14 C15 O5 -14.4(9) . . . . ? N3 C14 C15 O5 175.1(5) . . . . ? C14 C13 C16 O3 -179.0(8) . . . . ? N4 C13 C16 O3 -0.8(11) . . . . ? C14 C13 C16 O4 0.4(12) . . . . ? N4 C13 C16 O4 178.6(6) . . . . ? N3 C12 C17 C19 -24.9(10) . . . . ? N4 C12 C17 C19 159.8(7) . . . . ? N3 C12 C17 C20 149.6(7) . . . . ? N4 C12 C17 C20 -25.7(10) . . . . ? C5 C4 C18 C8 -0.8(10) . . . . ? C7 C8 C18 C4 2.5(11) . . . . ? C9 C8 C18 C4 179.6(7) . . . . ? C20 C17 C19 C23 -0.2(13) . . . . ? C12 C17 C19 C23 174.4(8) . . . . ? C19 C17 C20 C22 1.1(12) . . . . ? C12 C17 C20 C22 -173.5(7) . . . . ? C23 C21 C22 C20 -0.9(15) . . . . ? C30 C21 C22 C20 177.5(9) . . . . ? C17 C20 C22 C21 -0.6(14) . . . . ? C22 C21 C23 C19 1.8(16) . . . . ? C30 C21 C23 C19 -176.5(9) . . . . ? C17 C19 C23 C21 -1.3(15) . . . . ? C2 N2 C31 N1 0.7(6) . . . . ? Cd2 N2 C31 N1 -160.1(4) . . . . ? C2 N2 C31 C5 -179.7(5) . . . . ? Cd2 N2 C31 C5 19.5(8) . . . . ? C1 N1 C31 N2 -0.4(6) . . . . ? Cd1 N1 C31 N2 -157.5(4) . . . . ? C1 N1 C31 C5 -180.0(5) . . . . ? Cd1 N1 C31 C5 22.9(9) . . . . ? C4 C5 C31 N2 -138.2(6) . . . . ? C6 C5 C31 N2 40.7(8) . . . . ? C4 C5 C31 N1 41.3(8) . . . . ? C6 C5 C31 N1 -139.9(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4 H4 O5 0.82 1.71 2.531(5) 177.1 . O9 H1W O2 0.86 1.92 2.787(6) 179.4 2_867 O9 H2W O7 0.85 1.97 2.701(5) 144.3 2_857 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 2.252 _refine_diff_density_min -1.117 _refine_diff_density_rms 0.174 _database_code_depnum_ccdc_archive 'CCDC 920373' ####################################################################### # # 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_b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H40 Cd4 N8 O21' _chemical_formula_weight 1514.48 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 Tetragonal _symmetry_space_group_name_H-M I41/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x+1/2, -y, z+1/2' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1, -y+1/2, z+1' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x-1/2, y, -z-1/2' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x, y+1/2, -z' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 22.290(3) _cell_length_b 22.290(3) _cell_length_c 15.123(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7514(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1322 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 16.38 _exptl_crystal_description club-shaped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2976 _exptl_absorpt_coefficient_mu 1.178 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7188 _exptl_absorpt_correction_T_max 0.7733 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18624 _diffrn_reflns_av_R_equivalents 0.1212 _diffrn_reflns_av_sigmaI/netI 0.1003 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3302 _reflns_number_gt 1480 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. dfix 0.85 0.01 o5 h1w dfix 0.85 0.01 o5 h2w dang 1.35 0.01 h1w h2w isor 0.01 C7 C8 c9 c10 ; _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^)+(0.1761P)^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 3302 _refine_ls_number_parameters 180 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.1787 _refine_ls_R_factor_gt 0.0892 _refine_ls_wR_factor_ref 0.2929 _refine_ls_wR_factor_gt 0.2526 _refine_ls_goodness_of_fit_ref 0.936 _refine_ls_restrained_S_all 0.973 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.76092(5) 0.82724(4) 0.69933(7) 0.0835(6) Uani 1 1 d . . . N1 N 0.8159(5) 0.8789(5) 0.7972(8) 0.085(3) Uani 1 1 d . . . N2 N 0.8695(4) 0.9415(5) 0.8841(6) 0.074(3) Uani 1 1 d . . . O1 O 0.7829(5) 0.7641(4) 0.8234(7) 0.104(3) Uani 1 1 d . . . O2 O 0.8139(8) 0.7643(5) 0.9591(8) 0.133(5) Uani 1 1 d . . . H2 H 0.8054 0.7873 0.9995 0.199 Uiso 1 1 calc R . . O3 O 0.8705(7) 0.8321(6) 1.0596(7) 0.142(5) Uani 1 1 d . . . O4 O 0.9095(5) 0.9239(5) 1.0535(6) 0.109(3) Uani 1 1 d . . . O5 O 0.8424(10) 0.7980(12) 0.6186(13) 0.240(11) Uani 1 1 d D . . C1 C 0.8053(7) 0.7896(6) 0.8871(10) 0.085(4) Uani 1 1 d . . . C2 C 0.8279(6) 0.8496(6) 0.8752(8) 0.074(4) Uani 1 1 d . . . C3 C 0.8610(6) 0.8880(6) 0.9275(9) 0.075(4) Uani 1 1 d . . . C4 C 0.8819(8) 0.8822(8) 1.0219(10) 0.097(5) Uani 1 1 d . . . C5 C 0.8442(7) 0.9331(6) 0.8044(10) 0.086(4) Uani 1 1 d . . . C6 C 0.8350(7) 0.9820(5) 0.7314(8) 0.111(5) Uani 1 1 d G . . C7 C 0.8859(6) 1.0096(7) 0.6972(10) 0.194(10) Uani 1 1 d GU . . H7A H 0.9238 0.9972 0.7154 0.233 Uiso 1 1 calc R . . C8 C 0.8802(7) 1.0557(7) 0.6359(11) 0.203(11) Uani 1 1 d GU . . H8A H 0.9142 1.0742 0.6131 0.243 Uiso 1 1 calc R . . C9 C 0.8236(9) 1.0742(6) 0.6088(9) 0.172(9) Uani 1 1 d GU . . C10 C 0.7727(7) 1.0466(7) 0.6429(10) 0.165(8) Uani 1 1 d GU . . H10A H 0.7348 1.0590 0.6248 0.198 Uiso 1 1 calc R . . C11 C 0.7784(6) 1.0005(6) 0.7042(9) 0.176(10) Uani 1 1 d G . . H11A H 0.7443 0.9821 0.7271 0.211 Uiso 1 1 calc R . . C12 C 0.8130(17) 1.1150(17) 0.541(3) 0.37(3) Uani 1 1 d . . . H12A H 0.8505 1.1313 0.5209 0.552 Uiso 1 1 calc R . . H12B H 0.7879 1.1469 0.5624 0.552 Uiso 1 1 calc R . . H12C H 0.7933 1.0950 0.4928 0.552 Uiso 1 1 calc R . . O6 O 1.0000 0.7500 0.3750 0.48(5) Uani 1 4 d S . . H1W H 0.818(8) 0.786(8) 0.579(12) 0.20(11) Uiso 1 1 d D . . H2W H 0.858(11) 0.760(5) 0.642(16) 0.24(15) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0921(9) 0.0730(8) 0.0855(9) 0.0013(5) -0.0362(6) 0.0015(5) N1 0.095(8) 0.069(7) 0.092(9) -0.005(6) -0.022(6) -0.007(6) N2 0.081(7) 0.097(8) 0.043(6) -0.007(5) -0.012(5) -0.010(6) O1 0.122(8) 0.069(6) 0.120(8) 0.008(6) -0.065(7) -0.013(6) O2 0.193(14) 0.086(8) 0.119(10) 0.011(7) -0.035(10) -0.043(8) O3 0.227(15) 0.117(9) 0.081(8) 0.017(7) -0.056(8) -0.035(9) O4 0.148(10) 0.109(8) 0.070(6) -0.011(6) -0.030(6) -0.023(7) O5 0.186(18) 0.41(3) 0.119(14) -0.071(18) -0.057(12) 0.09(2) C1 0.108(11) 0.080(10) 0.068(9) 0.022(8) -0.042(8) -0.009(8) C2 0.082(9) 0.074(9) 0.067(9) 0.009(7) -0.014(7) 0.003(7) C3 0.081(9) 0.080(9) 0.064(9) -0.008(7) -0.009(7) -0.002(7) C4 0.123(13) 0.084(11) 0.085(11) -0.002(9) -0.033(10) -0.016(10) C5 0.090(10) 0.084(10) 0.084(11) 0.004(8) -0.011(8) -0.002(8) C6 0.129(14) 0.124(13) 0.079(11) 0.012(10) 0.001(10) -0.024(12) C7 0.196(13) 0.191(13) 0.195(13) 0.043(9) -0.009(10) -0.024(10) C8 0.209(13) 0.197(13) 0.202(13) 0.052(10) 0.002(10) -0.019(10) C9 0.174(12) 0.169(12) 0.173(12) 0.032(9) -0.013(9) -0.010(9) C10 0.164(11) 0.163(11) 0.167(12) 0.005(9) -0.006(9) 0.009(9) C11 0.23(3) 0.18(2) 0.116(16) 0.027(14) -0.029(16) 0.10(2) C12 0.44(6) 0.33(5) 0.34(5) 0.24(4) -0.07(4) 0.04(4) O6 0.37(5) 0.37(5) 0.70(13) 0.000 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N2 2.185(10) 4_464 ? Cd1 N1 2.240(11) . ? Cd1 O5 2.28(2) . ? Cd1 O1 2.285(9) 13_666 ? Cd1 O1 2.395(9) . ? Cd1 O4 2.517(11) 4_464 ? N1 C5 1.366(16) . ? N1 C2 1.375(15) . ? N2 C5 1.344(15) . ? N2 C3 1.375(16) . ? N2 Cd1 2.185(10) 2_655 ? O1 C1 1.225(14) . ? O1 Cd1 2.285(9) 13_666 ? O2 C1 1.241(15) . ? O2 H2 0.8200 . ? O3 C4 1.280(18) . ? O4 C4 1.211(16) . ? O4 Cd1 2.517(11) 2_655 ? O5 H1W 0.856(11) . ? O5 H2W 0.981(11) . ? C1 C2 1.441(18) . ? C2 C3 1.379(17) . ? C3 C4 1.507(19) . ? C5 C6 1.567(16) . ? C6 C7 1.3900 . ? C6 C11 1.3900 . ? C7 C8 1.3900 . ? C7 H7A 0.9300 . ? C8 C9 1.3900 . ? C8 H8A 0.9300 . ? C9 C10 1.3900 . ? C9 C12 1.39(3) . ? C10 C11 1.3900 . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 N1 113.9(4) 4_464 . ? N2 Cd1 O5 118.5(7) 4_464 . ? N1 Cd1 O5 93.7(6) . . ? N2 Cd1 O1 96.6(3) 4_464 13_666 ? N1 Cd1 O1 142.3(4) . 13_666 ? O5 Cd1 O1 90.3(7) . 13_666 ? N2 Cd1 O1 144.8(4) 4_464 . ? N1 Cd1 O1 70.9(4) . . ? O5 Cd1 O1 95.1(7) . . ? O1 Cd1 O1 71.4(4) 13_666 . ? N2 Cd1 O4 70.9(4) 4_464 4_464 ? N1 Cd1 O4 87.0(4) . 4_464 ? O5 Cd1 O4 168.9(8) . 4_464 ? O1 Cd1 O4 82.5(4) 13_666 4_464 ? O1 Cd1 O4 74.7(4) . 4_464 ? C5 N1 C2 105.1(11) . . ? C5 N1 Cd1 139.5(9) . . ? C2 N1 Cd1 115.4(8) . . ? C5 N2 C3 104.4(11) . . ? C5 N2 Cd1 137.1(10) . 2_655 ? C3 N2 Cd1 118.3(8) . 2_655 ? C1 O1 Cd1 134.9(9) . 13_666 ? C1 O1 Cd1 115.3(8) . . ? Cd1 O1 Cd1 108.6(4) 13_666 . ? C1 O2 H2 109.5 . . ? C4 O4 Cd1 113.7(10) . 2_655 ? Cd1 O5 H1W 88(10) . . ? Cd1 O5 H2W 109(10) . . ? H1W O5 H2W 101.3(16) . . ? O1 C1 O2 122.8(13) . . ? O1 C1 C2 118.3(12) . . ? O2 C1 C2 118.5(13) . . ? N1 C2 C3 107.6(11) . . ? N1 C2 C1 118.7(12) . . ? C3 C2 C1 133.7(12) . . ? N2 C3 C2 109.7(11) . . ? N2 C3 C4 118.9(12) . . ? C2 C3 C4 131.0(13) . . ? O4 C4 O3 126.4(15) . . ? O4 C4 C3 117.8(15) . . ? O3 C4 C3 115.7(14) . . ? N2 C5 N1 113.0(12) . . ? N2 C5 C6 126.1(13) . . ? N1 C5 C6 119.8(12) . . ? C7 C6 C11 120.0 . . ? C7 C6 C5 117.6(12) . . ? C11 C6 C5 122.3(12) . . ? C8 C7 C6 120.0 . . ? C8 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? C7 C8 C9 120.0 . . ? C7 C8 H8A 120.0 . . ? C9 C8 H8A 120.0 . . ? C8 C9 C10 120.0 . . ? C8 C9 C12 124(2) . . ? C10 C9 C12 115(2) . . ? C11 C10 C9 120.0 . . ? C11 C10 H10A 120.0 . . ? C9 C10 H10A 120.0 . . ? C10 C11 C6 120.0 . . ? C10 C11 H11A 120.0 . . ? C6 C11 H11A 120.0 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cd1 N1 C5 -44.3(16) 4_464 . . . ? O5 Cd1 N1 C5 79.1(17) . . . . ? O1 Cd1 N1 C5 174.4(13) 13_666 . . . ? O1 Cd1 N1 C5 173.2(16) . . . . ? O4 Cd1 N1 C5 -111.9(15) 4_464 . . . ? N2 Cd1 N1 C2 137.5(9) 4_464 . . . ? O5 Cd1 N1 C2 -99.0(12) . . . . ? O1 Cd1 N1 C2 -3.7(13) 13_666 . . . ? O1 Cd1 N1 C2 -4.9(9) . . . . ? O4 Cd1 N1 C2 70.0(10) 4_464 . . . ? N2 Cd1 O1 C1 -94.8(13) 4_464 . . . ? N1 Cd1 O1 C1 10.0(11) . . . . ? O5 Cd1 O1 C1 102.1(13) . . . . ? O1 Cd1 O1 C1 -169.3(15) 13_666 . . . ? O4 Cd1 O1 C1 -82.2(12) 4_464 . . . ? N2 Cd1 O1 Cd1 74.5(7) 4_464 . . 13_666 ? N1 Cd1 O1 Cd1 179.2(6) . . . 13_666 ? O5 Cd1 O1 Cd1 -88.6(7) . . . 13_666 ? O1 Cd1 O1 Cd1 0.0 13_666 . . 13_666 ? O4 Cd1 O1 Cd1 87.1(5) 4_464 . . 13_666 ? Cd1 O1 C1 O2 7(3) 13_666 . . . ? Cd1 O1 C1 O2 172.9(14) . . . . ? Cd1 O1 C1 C2 -178.7(9) 13_666 . . . ? Cd1 O1 C1 C2 -13.1(18) . . . . ? C5 N1 C2 C3 2.1(15) . . . . ? Cd1 N1 C2 C3 -179.1(9) . . . . ? C5 N1 C2 C1 -178.1(13) . . . . ? Cd1 N1 C2 C1 0.6(16) . . . . ? O1 C1 C2 N1 9(2) . . . . ? O2 C1 C2 N1 -176.8(15) . . . . ? O1 C1 C2 C3 -171.4(15) . . . . ? O2 C1 C2 C3 3(3) . . . . ? C5 N2 C3 C2 -3.5(15) . . . . ? Cd1 N2 C3 C2 -178.4(8) 2_655 . . . ? C5 N2 C3 C4 -177.5(13) . . . . ? Cd1 N2 C3 C4 7.7(17) 2_655 . . . ? N1 C2 C3 N2 0.9(16) . . . . ? C1 C2 C3 N2 -178.8(15) . . . . ? N1 C2 C3 C4 173.8(15) . . . . ? C1 C2 C3 C4 -6(3) . . . . ? Cd1 O4 C4 O3 177.9(16) 2_655 . . . ? Cd1 O4 C4 C3 0.8(19) 2_655 . . . ? N2 C3 C4 O4 -5(2) . . . . ? C2 C3 C4 O4 -177.9(15) . . . . ? N2 C3 C4 O3 177.2(15) . . . . ? C2 C3 C4 O3 5(3) . . . . ? C3 N2 C5 N1 5.1(16) . . . . ? Cd1 N2 C5 N1 178.4(9) 2_655 . . . ? C3 N2 C5 C6 173.2(13) . . . . ? Cd1 N2 C5 C6 -13(2) 2_655 . . . ? C2 N1 C5 N2 -4.6(16) . . . . ? Cd1 N1 C5 N2 177.1(10) . . . . ? C2 N1 C5 C6 -173.5(12) . . . . ? Cd1 N1 C5 C6 8(2) . . . . ? N2 C5 C6 C7 61.3(17) . . . . ? N1 C5 C6 C7 -131.3(13) . . . . ? N2 C5 C6 C11 -115.0(14) . . . . ? N1 C5 C6 C11 52.4(17) . . . . ? C11 C6 C7 C8 0.0 . . . . ? C5 C6 C7 C8 -176.4(12) . . . . ? C6 C7 C8 C9 0.0 . . . . ? C7 C8 C9 C10 0.0 . . . . ? C7 C8 C9 C12 -172(3) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C12 C9 C10 C11 173(3) . . . . ? C9 C10 C11 C6 0.0 . . . . ? C7 C6 C11 C10 0.0 . . . . ? C5 C6 C11 C10 176.2(13) . . . . ? 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 -0.120 0.165 -0.038 2724.2 370.7 _platon_squeeze_details ; ? ; _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.948 _refine_diff_density_min -0.681 _refine_diff_density_rms 0.181 _database_code_depnum_ccdc_archive 'CCDC 920374' ####################################################################### # # 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_a_sq_d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H12 Cd N3 O4' _chemical_formula_weight 434.70 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 Tetragonal _symmetry_space_group_name_H-M I4(1)/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 22.143(4) _cell_length_b 22.143(4) _cell_length_c 16.282(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7984(3) _cell_formula_units_Z 16 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1176 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 25 _exptl_crystal_description cube-shaped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.447 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3440 _exptl_absorpt_coefficient_mu 1.117 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8075 _exptl_absorpt_correction_T_max 0.8504 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19101 _diffrn_reflns_av_R_equivalents 0.0203 _diffrn_reflns_av_sigmaI/netI 0.0143 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3518 _reflns_number_gt 3266 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. ; 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 _platon_squeeze_void_content 1 0.438 0.002 -0.005 1558 130 ' ' 2 0.000 0.250 0.125 141 18 ' ' 3 0.500 0.250 0.375 140 18 ' ' 4 0.500 0.750 0.625 141 18 ' ' 5 0.000 0.750 0.875 140 18 ' ' _platon_squeeze_details ;The unit cell contain solvent molecules(Total Potential Solvent Accessible Void Vol is 2121.4 Ang^3 and Electron Count/Cell is 201) which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _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^)+(0.0422P)^2^+11.9460P] 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 3518 _refine_ls_number_parameters 216 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0253 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0688 _refine_ls_wR_factor_gt 0.0675 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _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 0.920320(7) 0.488325(7) 0.949745(10) 0.02534(8) Uani 1 1 d . . . O4 O 0.89667(10) 0.57320(8) 1.04353(11) 0.0463(5) Uani 1 1 d . . . O2 O 1.01704(9) 0.55258(11) 0.79974(12) 0.0554(6) Uani 1 1 d . . . O1 O 1.01459(7) 0.52940(8) 0.93217(11) 0.0361(4) Uani 1 1 d . . . N1 N 0.94294(10) 0.39855(9) 0.88070(14) 0.0389(5) Uani 1 1 d . . . C1 C 1.04090(10) 0.54992(11) 0.86956(15) 0.0323(5) Uani 1 1 d . . . O3 O 0.85396(11) 0.66334(9) 1.04794(11) 0.0549(6) Uani 1 1 d . . . H3 H 0.8362 0.6861 1.0164 0.082 Uiso 1 1 calc R . . C2 C 0.86988(11) 0.61444(11) 1.00872(15) 0.0359(5) Uani 1 1 d . . . N2 N 0.86455(8) 0.55552(8) 0.88090(12) 0.0264(4) Uani 1 1 d . . . C6 C 0.98704(12) 0.28127(10) 0.85713(17) 0.0383(6) Uani 1 1 d . . . C8 C 0.85275(10) 0.60841(9) 0.92167(14) 0.0276(5) Uani 1 1 d . . . C10 C 0.83965(10) 0.56203(10) 0.80641(14) 0.0283(5) Uani 1 1 d . . . C9 C 0.83772(12) 0.51429(10) 0.74302(15) 0.0368(6) Uani 1 1 d . . . C7 C 1.02216(12) 0.33130(11) 0.83974(18) 0.0416(6) Uani 1 1 d . . . H7 H 1.0612 0.3267 0.8198 0.050 Uiso 1 1 calc R . . C3 C 0.99825(11) 0.38880(11) 0.85248(17) 0.0388(6) Uani 1 1 d . . . H3A H 1.0224 0.4221 0.8405 0.047 Uiso 1 1 calc R . . C5 C 0.92769(13) 0.29134(12) 0.8805(2) 0.0552(8) Uani 1 1 d . . . H5 H 0.9016 0.2590 0.8884 0.066 Uiso 1 1 calc R . . C4 C 0.90769(13) 0.34960(12) 0.8921(2) 0.0557(8) Uani 1 1 d . . . H4 H 0.8679 0.3555 0.9086 0.067 Uiso 1 1 calc R . . N3 N 0.81345(9) 0.61686(8) 0.79632(12) 0.0298(4) Uani 1 1 d . . . C11 C 0.82167(10) 0.64611(10) 0.86922(14) 0.0276(5) Uani 1 1 d . . . C12 C 0.88873(16) 0.48301(14) 0.7205(2) 0.0577(8) Uani 1 1 d . . . H12 H 0.9256 0.4920 0.7449 0.069 Uiso 1 1 calc R . . C13 C 0.78259(15) 0.49973(14) 0.70617(19) 0.0523(7) Uani 1 1 d . . . H13 H 0.7478 0.5207 0.7207 0.063 Uiso 1 1 calc R . . C16 C 0.8306(2) 0.4232(2) 0.6250(3) 0.1052(10) Uani 1 1 d . . . C14 C 0.7797(2) 0.45414(17) 0.6480(2) 0.0741(11) Uani 1 1 d . . . H14 H 0.7428 0.4444 0.6243 0.089 Uiso 1 1 calc R . . C15 C 0.8851(2) 0.4378(2) 0.6611(3) 0.1052(10) Uani 1 1 d . . . H15 H 0.9199 0.4173 0.6455 0.126 Uiso 1 1 calc R . . C17 C 0.8263(2) 0.3740(2) 0.5589(3) 0.1052(10) Uani 1 1 d . . . H17A H 0.8049 0.3895 0.5122 0.158 Uiso 1 1 calc R . . H17B H 0.8051 0.3397 0.5807 0.158 Uiso 1 1 calc R . . H17C H 0.8662 0.3620 0.5426 0.158 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 0.02081(11) 0.02085(11) 0.03435(13) 0.00962(6) 0.00073(6) 0.00087(5) O4 0.0643(13) 0.0369(10) 0.0378(10) 0.0036(8) -0.0200(9) 0.0126(9) O2 0.0340(10) 0.0855(16) 0.0468(12) 0.0204(10) -0.0112(8) -0.0260(10) O1 0.0223(8) 0.0370(9) 0.0491(10) 0.0190(8) 0.0005(7) -0.0069(7) N1 0.0381(12) 0.0268(10) 0.0518(13) 0.0002(9) 0.0035(10) 0.0023(8) C1 0.0242(11) 0.0301(12) 0.0426(14) 0.0106(10) -0.0020(10) -0.0057(9) O3 0.0840(16) 0.0422(11) 0.0386(11) -0.0091(8) -0.0232(10) 0.0231(10) C2 0.0423(14) 0.0294(12) 0.0360(13) -0.0012(10) -0.0099(11) 0.0041(10) N2 0.0265(9) 0.0202(9) 0.0325(10) 0.0036(7) -0.0048(8) 0.0037(7) C6 0.0403(14) 0.0263(12) 0.0485(15) -0.0003(11) -0.0002(11) 0.0010(10) C8 0.0296(11) 0.0217(10) 0.0316(12) 0.0006(9) -0.0061(9) 0.0022(8) C10 0.0276(11) 0.0225(11) 0.0348(12) 0.0012(9) -0.0056(9) 0.0032(9) C9 0.0507(15) 0.0251(12) 0.0345(13) -0.0007(10) -0.0088(11) 0.0066(10) C7 0.0340(13) 0.0315(13) 0.0593(17) 0.0037(12) 0.0079(12) 0.0033(10) C3 0.0373(13) 0.0263(12) 0.0529(16) 0.0059(11) 0.0021(12) -0.0027(10) C5 0.0450(16) 0.0277(13) 0.093(2) -0.0019(14) 0.0160(16) -0.0072(11) C4 0.0400(15) 0.0340(14) 0.093(2) -0.0051(15) 0.0171(15) -0.0022(12) N3 0.0313(10) 0.0231(10) 0.0352(11) 0.0005(8) -0.0106(8) 0.0039(8) C11 0.0264(11) 0.0217(10) 0.0347(12) -0.0013(9) -0.0088(9) 0.0038(8) C12 0.0560(19) 0.0531(18) 0.064(2) -0.0183(15) -0.0038(16) 0.0161(14) C13 0.0557(18) 0.0444(16) 0.0568(18) -0.0102(13) -0.0181(14) 0.0051(14) C16 0.119(2) 0.0925(19) 0.104(2) -0.0601(17) -0.0175(17) 0.0261(17) C14 0.090(3) 0.063(2) 0.069(2) -0.0245(18) -0.028(2) 0.0004(19) C15 0.119(2) 0.0925(19) 0.104(2) -0.0601(17) -0.0175(17) 0.0261(17) C17 0.119(2) 0.0925(19) 0.104(2) -0.0601(17) -0.0175(17) 0.0261(17) _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 N2 2.2349(18) . ? Cd1 N3 2.2777(19) 8_454 ? Cd1 O1 2.2949(16) . ? Cd1 N1 2.338(2) . ? Cd1 O1 2.4347(18) 9_767 ? Cd1 O4 2.4776(19) . ? O4 C2 1.228(3) . ? O2 C1 1.255(3) . ? O1 C1 1.259(3) . ? O1 Cd1 2.4347(18) 9_767 ? N1 C3 1.326(3) . ? N1 C4 1.348(3) . ? C1 C11 1.487(3) 16_757 ? O3 C2 1.306(3) . ? O3 H3 0.8200 . ? C2 C8 1.473(3) . ? N2 C10 1.340(3) . ? N2 C8 1.371(3) . ? C6 C7 1.383(4) . ? C6 C5 1.386(4) . ? C6 C6 1.499(5) 6_654 ? C8 C11 1.378(3) . ? C10 N3 1.356(3) . ? C10 C9 1.478(3) . ? C9 C12 1.375(4) . ? C9 C13 1.398(4) . ? C7 C3 1.394(3) . ? C7 H7 0.9300 . ? C3 H3A 0.9300 . ? C5 C4 1.377(4) . ? C5 H5 0.9300 . ? C4 H4 0.9300 . ? N3 C11 1.364(3) . ? N3 Cd1 2.2778(19) 7_544 ? C11 C1 1.487(3) 11_677 ? C12 C15 1.394(5) . ? C12 H12 0.9300 . ? C13 C14 1.386(4) . ? C13 H13 0.9300 . ? C16 C14 1.371(6) . ? C16 C15 1.381(7) . ? C16 C17 1.534(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 N3 113.21(7) . 8_454 ? N2 Cd1 O1 100.15(6) . . ? N3 Cd1 O1 139.31(6) 8_454 . ? N2 Cd1 N1 116.31(8) . . ? N3 Cd1 N1 90.88(7) 8_454 . ? O1 Cd1 N1 94.71(7) . . ? N2 Cd1 O1 146.14(6) . 9_767 ? N3 Cd1 O1 71.42(6) 8_454 9_767 ? O1 Cd1 O1 67.91(7) . 9_767 ? N1 Cd1 O1 96.65(7) . 9_767 ? N2 Cd1 O4 71.78(6) . . ? N3 Cd1 O4 81.17(7) 8_454 . ? O1 Cd1 O4 88.20(7) . . ? N1 Cd1 O4 170.61(7) . . ? O1 Cd1 O4 76.15(6) 9_767 . ? C2 O4 Cd1 112.44(16) . . ? C1 O1 Cd1 131.67(15) . . ? C1 O1 Cd1 115.07(14) . 9_767 ? Cd1 O1 Cd1 112.09(7) . 9_767 ? C3 N1 C4 116.8(2) . . ? C3 N1 Cd1 120.19(17) . . ? C4 N1 Cd1 119.55(18) . . ? O2 C1 O1 123.8(2) . . ? O2 C1 C11 119.4(2) . 16_757 ? O1 C1 C11 116.8(2) . 16_757 ? C2 O3 H3 109.5 . . ? O4 C2 O3 121.4(2) . . ? O4 C2 C8 120.1(2) . . ? O3 C2 C8 118.4(2) . . ? C10 N2 C8 105.54(18) . . ? C10 N2 Cd1 138.84(15) . . ? C8 N2 Cd1 115.53(14) . . ? C7 C6 C5 117.4(2) . . ? C7 C6 C6 121.7(3) . 6_654 ? C5 C6 C6 120.8(3) . 6_654 ? N2 C8 C11 108.2(2) . . ? N2 C8 C2 119.61(19) . . ? C11 C8 C2 132.0(2) . . ? N2 C10 N3 112.5(2) . . ? N2 C10 C9 124.5(2) . . ? N3 C10 C9 122.9(2) . . ? C12 C9 C13 119.1(3) . . ? C12 C9 C10 121.5(2) . . ? C13 C9 C10 119.3(2) . . ? C6 C7 C3 119.2(2) . . ? C6 C7 H7 120.4 . . ? C3 C7 H7 120.4 . . ? N1 C3 C7 123.4(2) . . ? N1 C3 H3A 118.3 . . ? C7 C3 H3A 118.3 . . ? C4 C5 C6 119.6(2) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? N1 C4 C5 123.2(3) . . ? N1 C4 H4 118.4 . . ? C5 C4 H4 118.4 . . ? C10 N3 C11 105.22(18) . . ? C10 N3 Cd1 139.86(15) . 7_544 ? C11 N3 Cd1 114.90(14) . 7_544 ? N3 C11 C8 108.55(19) . . ? N3 C11 C1 120.60(19) . 11_677 ? C8 C11 C1 130.8(2) . 11_677 ? C9 C12 C15 119.9(4) . . ? C9 C12 H12 120.0 . . ? C15 C12 H12 120.0 . . ? C14 C13 C9 120.1(3) . . ? C14 C13 H13 119.9 . . ? C9 C13 H13 119.9 . . ? C14 C16 C15 119.0(4) . . ? C14 C16 C17 119.7(4) . . ? C15 C16 C17 121.3(4) . . ? C16 C14 C13 120.9(4) . . ? C16 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C16 C15 C12 121.0(4) . . ? C16 C15 H15 119.5 . . ? C12 C15 H15 119.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cd1 O4 C2 -5.14(18) . . . . ? N3 Cd1 O4 C2 -123.2(2) 8_454 . . . ? O1 Cd1 O4 C2 96.16(19) . . . . ? N1 Cd1 O4 C2 -155.6(4) . . . . ? O1 Cd1 O4 C2 163.8(2) 9_767 . . . ? N2 Cd1 O1 C1 -46.3(2) . . . . ? N3 Cd1 O1 C1 168.4(2) 8_454 . . . ? N1 Cd1 O1 C1 71.5(2) . . . . ? O1 Cd1 O1 C1 166.8(3) 9_767 . . . ? O4 Cd1 O1 C1 -117.4(2) . . . . ? N2 Cd1 O1 Cd1 146.91(8) . . . 9_767 ? N3 Cd1 O1 Cd1 1.58(14) 8_454 . . 9_767 ? N1 Cd1 O1 Cd1 -95.28(9) . . . 9_767 ? O1 Cd1 O1 Cd1 0.0 9_767 . . 9_767 ? O4 Cd1 O1 Cd1 75.78(8) . . . 9_767 ? N2 Cd1 N1 C3 106.6(2) . . . . ? N3 Cd1 N1 C3 -136.8(2) 8_454 . . . ? O1 Cd1 N1 C3 2.9(2) . . . . ? O1 Cd1 N1 C3 -65.4(2) 9_767 . . . ? O4 Cd1 N1 C3 -104.9(4) . . . . ? N2 Cd1 N1 C4 -94.8(2) . . . . ? N3 Cd1 N1 C4 21.7(2) 8_454 . . . ? O1 Cd1 N1 C4 161.4(2) . . . . ? O1 Cd1 N1 C4 93.1(2) 9_767 . . . ? O4 Cd1 N1 C4 53.6(5) . . . . ? Cd1 O1 C1 O2 1.5(4) . . . . ? Cd1 O1 C1 O2 168.0(2) 9_767 . . . ? Cd1 O1 C1 C11 -178.18(15) . . . 16_757 ? Cd1 O1 C1 C11 -11.7(3) 9_767 . . 16_757 ? Cd1 O4 C2 O3 -179.5(2) . . . . ? Cd1 O4 C2 C8 3.1(3) . . . . ? N3 Cd1 N2 C10 -106.2(2) 8_454 . . . ? O1 Cd1 N2 C10 97.6(2) . . . . ? N1 Cd1 N2 C10 -2.8(3) . . . . ? O1 Cd1 N2 C10 162.9(2) 9_767 . . . ? O4 Cd1 N2 C10 -177.7(2) . . . . ? N3 Cd1 N2 C8 77.94(17) 8_454 . . . ? O1 Cd1 N2 C8 -78.26(16) . . . . ? N1 Cd1 N2 C8 -178.73(15) . . . . ? O1 Cd1 N2 C8 -13.0(2) 9_767 . . . ? O4 Cd1 N2 C8 6.43(15) . . . . ? C10 N2 C8 C11 -1.1(2) . . . . ? Cd1 N2 C8 C11 176.06(15) . . . . ? C10 N2 C8 C2 175.1(2) . . . . ? Cd1 N2 C8 C2 -7.7(3) . . . . ? O4 C2 C8 N2 2.8(4) . . . . ? O3 C2 C8 N2 -174.7(2) . . . . ? O4 C2 C8 C11 178.0(3) . . . . ? O3 C2 C8 C11 0.4(4) . . . . ? C8 N2 C10 N3 1.3(3) . . . . ? Cd1 N2 C10 N3 -174.88(17) . . . . ? C8 N2 C10 C9 -175.8(2) . . . . ? Cd1 N2 C10 C9 8.1(4) . . . . ? N2 C10 C9 C12 -50.4(4) . . . . ? N3 C10 C9 C12 132.8(3) . . . . ? N2 C10 C9 C13 128.3(3) . . . . ? N3 C10 C9 C13 -48.4(4) . . . . ? C5 C6 C7 C3 4.9(4) . . . . ? C6 C6 C7 C3 -170.5(2) 6_654 . . . ? C4 N1 C3 C7 -4.4(4) . . . . ? Cd1 N1 C3 C7 154.7(2) . . . . ? C6 C7 C3 N1 0.0(4) . . . . ? C7 C6 C5 C4 -5.3(5) . . . . ? C6 C6 C5 C4 170.1(3) 6_654 . . . ? C3 N1 C4 C5 3.9(5) . . . . ? Cd1 N1 C4 C5 -155.3(3) . . . . ? C6 C5 C4 N1 1.0(6) . . . . ? N2 C10 N3 C11 -0.9(3) . . . . ? C9 C10 N3 C11 176.2(2) . . . . ? N2 C10 N3 Cd1 -179.67(17) . . . 7_544 ? C9 C10 N3 Cd1 -2.6(4) . . . 7_544 ? C10 N3 C11 C8 0.1(3) . . . . ? Cd1 N3 C11 C8 179.27(15) 7_544 . . . ? C10 N3 C11 C1 178.4(2) . . . 11_677 ? Cd1 N3 C11 C1 -2.5(3) 7_544 . . 11_677 ? N2 C8 C11 N3 0.6(3) . . . . ? C2 C8 C11 N3 -174.9(2) . . . . ? N2 C8 C11 C1 -177.4(2) . . . 11_677 ? C2 C8 C11 C1 7.1(5) . . . 11_677 ? C13 C9 C12 C15 0.6(5) . . . . ? C10 C9 C12 C15 179.3(4) . . . . ? C12 C9 C13 C14 0.3(5) . . . . ? C10 C9 C13 C14 -178.5(3) . . . . ? C15 C16 C14 C13 0.4(8) . . . . ? C17 C16 C14 C13 -178.5(4) . . . . ? C9 C13 C14 C16 -0.8(6) . . . . ? C14 C16 C15 C12 0.5(9) . . . . ? C17 C16 C15 C12 179.4(5) . . . . ? C9 C12 C15 C16 -1.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.541 _refine_diff_density_min -1.063 _refine_diff_density_rms 0.059 _database_code_depnum_ccdc_archive 'CCDC 920375' ####################################################################### # # 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_a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H42 Mn3 N10 O16' _chemical_formula_weight 1299.84 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 19.2934(11) _cell_length_b 7.3673(4) _cell_length_c 20.4117(11) _cell_angle_alpha 90.00 _cell_angle_beta 101.164(5) _cell_angle_gamma 90.00 _cell_volume 2846.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 796 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 18.74 _exptl_crystal_description cube-shaped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.517 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1326 _exptl_absorpt_coefficient_mu 0.736 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8668 _exptl_absorpt_correction_T_max 0.9040 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w ' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11754 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0490 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4996 _reflns_number_gt 3868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. simu 0.01 0.02 5.8$C ; _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^)+(0.0704P)^2^+3.0637P] 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 4996 _refine_ls_number_parameters 400 _refine_ls_number_restraints 2454 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1394 _refine_ls_wR_factor_gt 0.1287 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1305(2) 0.7926(7) 0.4758(2) 0.0462(9) Uani 1 1 d U . . H22 H 0.1641 0.7093 0.4961 0.055 Uiso 1 1 calc R . . C2 C 0.0799(2) 0.8483(7) 0.5104(2) 0.0488(9) Uani 1 1 d U . . H2 H 0.0801 0.8030 0.5530 0.059 Uiso 1 1 calc R . . C3 C 0.0289(2) 0.9706(6) 0.4825(2) 0.0385(8) Uani 1 1 d U . . C4 C 0.0342(3) 1.0326(7) 0.4208(2) 0.0537(9) Uani 1 1 d U . . H4 H 0.0019 1.1177 0.3996 0.064 Uiso 1 1 calc R . . C5 C 0.0867(2) 0.9713(7) 0.3893(2) 0.0492(9) Uani 1 1 d U . . H5 H 0.0885 1.0179 0.3473 0.059 Uiso 1 1 calc R . . C6 C 0.0140(2) 0.5596(5) 0.27593(19) 0.0313(7) Uani 1 1 d U . . C7 C 0.0254(2) 0.5318(6) 0.3447(2) 0.0387(8) Uani 1 1 d U . . H7 H 0.0699 0.4993 0.3681 0.046 Uiso 1 1 calc R . . C8 C -0.0303(2) 0.5529(7) 0.3779(2) 0.0476(9) Uani 1 1 d U . . H8 H -0.0224 0.5359 0.4239 0.057 Uiso 1 1 calc R . . C9 C -0.0966(3) 0.5983(7) 0.3446(2) 0.0519(9) Uani 1 1 d U . . C10 C -0.1075(2) 0.6198(7) 0.2761(2) 0.0498(9) Uani 1 1 d U . . H10 H -0.1526 0.6473 0.2527 0.060 Uiso 1 1 calc R . . C11 C -0.0531(2) 0.6015(6) 0.2419(2) 0.0392(8) Uani 1 1 d U . . H11 H -0.0616 0.6173 0.1958 0.047 Uiso 1 1 calc R . . C12 C 0.07367(19) 0.5403(5) 0.24158(18) 0.0275(7) Uani 1 1 d U . . C13 C -0.1567(3) 0.6222(11) 0.3824(3) 0.0877(17) Uani 1 1 d U . . H13A H -0.1851 0.7243 0.3646 0.132 Uiso 1 1 calc R . . H13B H -0.1375 0.6428 0.4288 0.132 Uiso 1 1 calc R . . H13C H -0.1853 0.5147 0.3777 0.132 Uiso 1 1 calc R . . C14 C 0.17929(18) 0.5236(5) 0.21919(17) 0.0236(7) Uani 1 1 d U . . C15 C 0.13361(18) 0.4577(5) 0.16361(17) 0.0239(7) Uani 1 1 d U . . C16 C 0.25799(18) 0.5373(5) 0.23798(16) 0.0226(7) Uani 1 1 d U . . C18 C 0.5144(2) 0.5753(6) 0.2839(2) 0.0372(8) Uani 1 1 d U . . H18 H 0.5013 0.6332 0.2428 0.045 Uiso 1 1 calc R . . C19 C 0.4624(2) 0.5109(5) 0.31569(19) 0.0314(8) Uani 1 1 d U . . H19 H 0.4151 0.5239 0.2957 0.038 Uiso 1 1 calc R . . C20 C 0.5517(2) 0.4077(5) 0.40602(19) 0.0316(8) Uani 1 1 d U . . H20 H 0.5648 0.3520 0.4475 0.038 Uiso 1 1 calc R . . C21 C 0.6032(2) 0.4714(6) 0.3728(2) 0.0388(9) Uani 1 1 d U . . H21 H 0.6506 0.4570 0.3922 0.047 Uiso 1 1 calc R . . C22 C 0.5851(2) 0.5564(6) 0.3111(2) 0.0396(9) Uani 1 1 d U . . C23 C 0.6414(3) 0.6264(8) 0.2755(3) 0.0657(14) Uani 1 1 d U . . H23A H 0.6743 0.5309 0.2719 0.099 Uiso 1 1 calc R . . H23B H 0.6659 0.7258 0.3002 0.099 Uiso 1 1 calc R . . H23C H 0.6198 0.6671 0.2316 0.099 Uiso 1 1 calc R . . C24 C 0.13904(19) 0.3722(5) 0.09804(17) 0.0236(7) Uani 1 1 d U . . C25 C 0.2500(2) 0.3761(5) 0.45182(18) 0.0299(7) Uani 1 1 d U . . C26 C 0.48048(19) 0.4268(5) 0.37737(18) 0.0254(7) Uani 1 1 d U . . C27 C 0.42649(18) 0.3633(5) 0.41396(17) 0.0250(7) Uani 1 1 d U . . C28 C 0.32520(19) 0.3420(5) 0.44875(17) 0.0257(7) Uani 1 1 d U . . C29 C 0.37558(19) 0.2354(5) 0.48807(17) 0.0250(7) Uani 1 1 d U . . C30 C 0.3731(2) 0.1194(5) 0.54730(18) 0.0296(8) Uani 1 1 d U . . Mn1 Mn 0.0000 0.5000 0.0000 0.0243(2) Uani 1 2 d SU . . Mn2 Mn 0.20820(3) 0.72913(7) 0.35349(2) 0.02143(17) Uani 1 1 d U . . N1 N 0.13432(17) 0.8507(5) 0.41512(15) 0.0330(6) Uani 1 1 d U . . N2 N 0.14073(15) 0.5770(4) 0.26685(14) 0.0263(6) Uani 1 1 d U . . N3 N 0.06767(16) 0.4716(4) 0.17897(14) 0.0260(6) Uani 1 1 d U . . H3 H 0.0287 0.4416 0.1531 0.031 Uiso 1 1 calc R . . N5 N 0.35890(15) 0.4190(4) 0.40253(14) 0.0245(6) Uani 1 1 d U . . H5A H 0.3398 0.4915 0.3712 0.029 Uiso 1 1 calc R . . N6 N 0.43831(16) 0.2486(4) 0.46551(14) 0.0254(6) Uani 1 1 d U . . O1 O 0.21433(14) 0.4827(4) 0.41203(13) 0.0344(6) Uani 1 1 d U . . O2 O 0.22520(16) 0.2908(4) 0.49664(15) 0.0485(8) Uani 1 1 d U . . O3 O 0.20276(13) 0.9764(3) 0.29855(12) 0.0306(6) Uani 1 1 d U . . O4 O 0.28095(12) 0.6118(3) 0.29398(11) 0.0259(5) Uani 1 1 d U . . O7 O 0.08087(13) 0.3441(3) 0.05951(12) 0.0307(6) Uani 1 1 d U . . O8 O 0.19797(13) 0.3308(4) 0.08545(11) 0.0293(6) Uani 1 1 d U . . O9 O -0.07165(14) 0.4632(4) 0.07293(12) 0.0338(6) Uani 1 1 d U . . O10 O 0.31616(16) 0.1123(4) 0.56942(14) 0.0446(8) Uani 1 1 d U . . H6 H 0.276(3) 0.181(9) 0.539(3) 0.10(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0416(17) 0.0615(18) 0.0385(16) 0.0078(16) 0.0150(15) 0.0196(16) C2 0.0466(19) 0.067(2) 0.0379(17) 0.0084(17) 0.0204(16) 0.0219(17) C3 0.0364(18) 0.0448(18) 0.0393(17) 0.0035(16) 0.0197(15) 0.0107(16) C4 0.0512(19) 0.064(2) 0.0527(19) 0.0189(18) 0.0266(16) 0.0274(17) C5 0.0487(18) 0.0607(18) 0.0447(17) 0.0162(16) 0.0255(15) 0.0219(16) C6 0.0261(14) 0.0379(15) 0.0318(14) 0.0009(13) 0.0103(12) 0.0005(13) C7 0.0337(16) 0.0480(16) 0.0363(15) 0.0017(15) 0.0117(13) -0.0006(14) C8 0.0456(18) 0.0614(19) 0.0398(17) 0.0021(17) 0.0181(15) -0.0005(17) C9 0.0438(19) 0.066(2) 0.0516(19) -0.0034(18) 0.0229(16) 0.0042(18) C10 0.0368(18) 0.063(2) 0.0528(19) 0.0039(18) 0.0156(16) 0.0089(17) C11 0.0329(16) 0.0497(17) 0.0369(16) 0.0034(15) 0.0114(14) 0.0042(15) C12 0.0246(14) 0.0319(14) 0.0269(14) 0.0015(13) 0.0069(12) 0.0031(13) C13 0.067(3) 0.122(4) 0.085(3) -0.003(3) 0.042(3) 0.007(3) C14 0.0220(14) 0.0277(14) 0.0223(13) -0.0002(12) 0.0078(12) 0.0019(12) C15 0.0204(15) 0.0284(15) 0.0233(14) 0.0024(13) 0.0051(12) 0.0021(13) C16 0.0220(14) 0.0249(14) 0.0218(14) -0.0002(12) 0.0067(12) 0.0004(12) C18 0.0370(19) 0.0417(18) 0.0352(18) 0.0074(17) 0.0125(15) 0.0005(16) C19 0.0267(16) 0.0353(16) 0.0336(16) 0.0052(15) 0.0090(13) 0.0036(14) C20 0.0255(17) 0.0347(17) 0.0345(17) 0.0019(15) 0.0050(14) -0.0005(15) C21 0.0245(18) 0.044(2) 0.047(2) -0.0018(18) 0.0052(16) -0.0025(16) C22 0.035(2) 0.042(2) 0.045(2) -0.0010(18) 0.0174(17) -0.0063(17) C23 0.051(3) 0.076(3) 0.078(3) 0.012(3) 0.033(3) -0.007(3) C24 0.0234(16) 0.0250(15) 0.0217(15) 0.0021(13) 0.0029(13) 0.0006(13) C25 0.0272(15) 0.0342(15) 0.0297(14) 0.0054(14) 0.0093(13) 0.0068(13) C26 0.0229(15) 0.0253(15) 0.0296(15) -0.0010(14) 0.0093(13) 0.0009(13) C27 0.0225(15) 0.0266(15) 0.0262(15) 0.0000(14) 0.0051(13) 0.0018(13) C28 0.0238(15) 0.0289(15) 0.0256(14) 0.0021(13) 0.0077(12) 0.0041(13) C29 0.0216(15) 0.0293(16) 0.0253(15) 0.0017(14) 0.0072(13) 0.0049(13) C30 0.0286(18) 0.0341(18) 0.0273(16) 0.0018(15) 0.0079(14) 0.0062(15) Mn1 0.0193(4) 0.0283(4) 0.0230(4) -0.0005(3) -0.0018(3) -0.0049(3) Mn2 0.0180(3) 0.0280(3) 0.0195(3) 0.0005(2) 0.0067(2) 0.0027(2) N1 0.0301(14) 0.0417(14) 0.0311(13) 0.0054(13) 0.0159(11) 0.0086(12) N2 0.0226(12) 0.0319(13) 0.0256(12) 0.0003(11) 0.0077(10) 0.0035(11) N3 0.0192(13) 0.0332(13) 0.0253(13) -0.0010(12) 0.0035(11) 0.0006(11) N5 0.0211(13) 0.0274(13) 0.0257(12) 0.0064(11) 0.0063(11) 0.0048(11) N6 0.0232(14) 0.0280(14) 0.0253(13) 0.0029(12) 0.0053(11) 0.0026(11) O1 0.0275(12) 0.0399(12) 0.0373(12) 0.0109(11) 0.0098(10) 0.0090(10) O2 0.0342(16) 0.0658(19) 0.0515(17) 0.0275(15) 0.0228(13) 0.0178(14) O3 0.0245(12) 0.0384(12) 0.0316(12) 0.0114(11) 0.0122(10) 0.0056(10) O4 0.0213(11) 0.0327(12) 0.0238(11) -0.0046(10) 0.0049(9) 0.0008(9) O7 0.0258(13) 0.0339(13) 0.0279(12) -0.0033(11) -0.0064(10) 0.0035(11) O8 0.0264(13) 0.0419(14) 0.0194(11) 0.0009(11) 0.0037(10) 0.0055(11) O9 0.0323(14) 0.0422(14) 0.0267(12) -0.0068(11) 0.0048(10) -0.0086(12) O10 0.0358(17) 0.0621(19) 0.0402(16) 0.0216(15) 0.0179(13) 0.0161(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.325(5) . ? C1 C2 1.376(6) . ? C1 H22 0.9300 . ? C2 C3 1.374(6) . ? C2 H2 0.9300 . ? C3 C4 1.363(6) . ? C3 C3 1.499(8) 3_576 ? C4 C5 1.376(6) . ? C4 H4 0.9300 . ? C5 N1 1.313(5) . ? C5 H5 0.9300 . ? C6 C11 1.381(6) . ? C6 C7 1.393(5) . ? C6 C12 1.466(5) . ? C7 C8 1.385(6) . ? C7 H7 0.9300 . ? C8 C9 1.369(7) . ? C8 H8 0.9300 . ? C9 C10 1.382(6) . ? C9 C13 1.522(7) . ? C10 C11 1.375(6) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 N2 1.325(5) . ? C12 N3 1.358(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.383(5) . ? C14 N2 1.391(4) . ? C14 C16 1.496(5) . ? C15 N3 1.372(4) . ? C15 C24 1.501(5) . ? C16 O3 1.245(4) 2_545 ? C16 O4 1.268(4) . ? C18 C22 1.376(6) . ? C18 C19 1.381(5) . ? C18 H18 0.9300 . ? C19 C26 1.386(5) . ? C19 H19 0.9300 . ? C20 C21 1.387(6) . ? C20 C26 1.393(5) . ? C20 H20 0.9300 . ? C21 C22 1.390(6) . ? C21 H21 0.9300 . ? C22 C23 1.511(6) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 O8 1.251(4) . ? C24 O7 1.256(4) . ? C25 O1 1.239(4) . ? C25 O2 1.277(5) . ? C25 C28 1.485(5) . ? C26 C27 1.471(5) . ? C27 N6 1.335(5) . ? C27 N5 1.344(4) . ? C28 N5 1.368(5) . ? C28 C29 1.380(5) . ? C29 N6 1.379(5) . ? C29 C30 1.488(5) . ? C30 O9 1.250(4) 4_666 ? C30 O10 1.268(5) . ? Mn1 O7 2.120(2) 3_565 ? Mn1 O7 2.120(2) . ? Mn1 N6 2.223(3) 2 ? Mn1 N6 2.223(3) 4_565 ? Mn1 O9 2.235(3) 3_565 ? Mn1 O9 2.235(3) . ? Mn2 O8 2.125(2) 2 ? Mn2 O3 2.131(2) . ? Mn2 O1 2.164(3) . ? Mn2 O4 2.203(2) . ? Mn2 N1 2.261(3) . ? Mn2 N2 2.277(3) . ? N3 H3 0.8600 . ? N5 H5A 0.8600 . ? N6 Mn1 2.223(3) 2_545 ? O3 C16 1.245(4) 2 ? O8 Mn2 2.125(2) 2_545 ? O9 C30 1.250(4) 4_565 ? O10 H6 1.03(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 123.9(4) . . ? N1 C1 H22 118.1 . . ? C2 C1 H22 118.1 . . ? C3 C2 C1 120.3(4) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 115.3(4) . . ? C4 C3 C3 122.7(5) . 3_576 ? C2 C3 C3 122.0(5) . 3_576 ? C3 C4 C5 121.1(4) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? N1 C5 C4 123.8(4) . . ? N1 C5 H5 118.1 . . ? C4 C5 H5 118.1 . . ? C11 C6 C7 119.3(4) . . ? C11 C6 C12 121.8(3) . . ? C7 C6 C12 118.9(3) . . ? C8 C7 C6 119.4(4) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C9 C8 C7 121.5(4) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 118.4(4) . . ? C8 C9 C13 120.4(5) . . ? C10 C9 C13 121.2(5) . . ? C11 C10 C9 121.4(4) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C6 120.0(4) . . ? C10 C11 H11 120.0 . . ? C6 C11 H11 120.0 . . ? N2 C12 N3 110.0(3) . . ? N2 C12 C6 126.3(3) . . ? N3 C12 C6 123.7(3) . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N2 109.3(3) . . ? C15 C14 C16 133.5(3) . . ? N2 C14 C16 117.1(3) . . ? N3 C15 C14 105.0(3) . . ? N3 C15 C24 117.6(3) . . ? C14 C15 C24 137.3(3) . . ? O3 C16 O4 123.3(3) 2_545 . ? O3 C16 C14 121.8(3) 2_545 . ? O4 C16 C14 114.9(3) . . ? C22 C18 C19 121.9(4) . . ? C22 C18 H18 119.0 . . ? C19 C18 H18 119.0 . . ? C18 C19 C26 120.2(4) . . ? C18 C19 H19 119.9 . . ? C26 C19 H19 119.9 . . ? C21 C20 C26 120.1(4) . . ? C21 C20 H20 119.9 . . ? C26 C20 H20 119.9 . . ? C20 C21 C22 121.2(4) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C18 C22 C21 117.8(4) . . ? C18 C22 C23 121.3(4) . . ? C21 C22 C23 120.9(4) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O8 C24 O7 124.7(3) . . ? O8 C24 C15 120.6(3) . . ? O7 C24 C15 114.8(3) . . ? O1 C25 O2 122.9(3) . . ? O1 C25 C28 120.2(3) . . ? O2 C25 C28 116.9(3) . . ? C19 C26 C20 118.8(3) . . ? C19 C26 C27 121.6(3) . . ? C20 C26 C27 119.5(3) . . ? N6 C27 N5 110.0(3) . . ? N6 C27 C26 124.9(3) . . ? N5 C27 C26 125.0(3) . . ? N5 C28 C29 105.2(3) . . ? N5 C28 C25 123.9(3) . . ? C29 C28 C25 130.9(3) . . ? N6 C29 C28 109.3(3) . . ? N6 C29 C30 118.7(3) . . ? C28 C29 C30 132.1(3) . . ? O9 C30 O10 123.9(3) 4_666 . ? O9 C30 C29 117.4(3) 4_666 . ? O10 C30 C29 118.6(3) . . ? O7 Mn1 O7 180.00(17) 3_565 . ? O7 Mn1 N6 91.42(10) 3_565 2 ? O7 Mn1 N6 88.58(10) . 2 ? O7 Mn1 N6 88.58(10) 3_565 4_565 ? O7 Mn1 N6 91.42(10) . 4_565 ? N6 Mn1 N6 180.00(15) 2 4_565 ? O7 Mn1 O9 91.96(10) 3_565 3_565 ? O7 Mn1 O9 88.04(10) . 3_565 ? N6 Mn1 O9 75.45(10) 2 3_565 ? N6 Mn1 O9 104.55(10) 4_565 3_565 ? O7 Mn1 O9 88.04(10) 3_565 . ? O7 Mn1 O9 91.96(10) . . ? N6 Mn1 O9 104.55(10) 2 . ? N6 Mn1 O9 75.45(10) 4_565 . ? O9 Mn1 O9 180.00(11) 3_565 . ? O8 Mn2 O3 87.54(10) 2 . ? O8 Mn2 O1 91.28(10) 2 . ? O3 Mn2 O1 178.28(10) . . ? O8 Mn2 O4 84.29(9) 2 . ? O3 Mn2 O4 90.98(9) . . ? O1 Mn2 O4 90.15(10) . . ? O8 Mn2 N1 95.24(11) 2 . ? O3 Mn2 N1 88.98(11) . . ? O1 Mn2 N1 89.88(11) . . ? O4 Mn2 N1 179.53(11) . . ? O8 Mn2 N2 157.32(10) 2 . ? O3 Mn2 N2 92.84(11) . . ? O1 Mn2 N2 88.73(11) . . ? O4 Mn2 N2 73.03(10) . . ? N1 Mn2 N2 107.45(11) . . ? C5 N1 C1 115.6(3) . . ? C5 N1 Mn2 120.8(3) . . ? C1 N1 Mn2 123.1(3) . . ? C12 N2 C14 106.5(3) . . ? C12 N2 Mn2 140.5(2) . . ? C14 N2 Mn2 112.3(2) . . ? C12 N3 C15 109.2(3) . . ? C12 N3 H3 125.4 . . ? C15 N3 H3 125.4 . . ? C27 N5 C28 109.2(3) . . ? C27 N5 H5A 125.4 . . ? C28 N5 H5A 125.4 . . ? C27 N6 C29 106.3(3) . . ? C27 N6 Mn1 140.4(2) . 2_545 ? C29 N6 Mn1 106.7(2) . 2_545 ? C25 O1 Mn2 149.1(3) . . ? C25 O2 H6 114(3) . . ? C16 O3 Mn2 130.5(2) 2 . ? C16 O4 Mn2 121.2(2) . . ? C24 O7 Mn1 137.6(2) . . ? C24 O8 Mn2 132.1(2) . 2_545 ? C30 O9 Mn1 111.5(2) 4_565 . ? C30 O10 H6 112(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.726 _refine_diff_density_min -0.920 _refine_diff_density_rms 0.077 _database_code_depnum_ccdc_archive 'CCDC 920376'