Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name _publ_author_address 'Manabendra Ray' ;Department of chemistry IIT Guwahati Guwahati-781039 Assam, India ; 'Subash Chandra Sahoo' '' _publ_contact_author_name 'Manabendra Ray' _publ_contact_author_address ; Department of Chemistry IIT Guwahati Guwahati 781039 INDIA ; _publ_contact_author_email MANABRAY@IITG.ERNET.IN _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Ferrocene substitution in amino acid strengthens the axial binding in Cu(II) complexes and separates the hydrophobic and hydrophilic region in the Crystals ; _publ_contact_author_fax +913612690762 _publ_contact_author_phone +913612582310 data_manabsahu _database_code_depnum_ccdc_archive 'CCDC 652095' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point 451 _chemical_formula_moiety 'C32 H40 Cu Fe2 N2 O4 S2' _chemical_formula_sum 'C32 H40 Cu Fe2 N2 O4 S2' _chemical_formula_weight 756.02 _chemical_absolute_configuration syn 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.0995(2) _cell_length_b 9.8513(2) _cell_length_c 13.4689(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.2810(10) _cell_angle_gamma 90.00 _cell_volume 1588.70(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6797 _cell_measurement_theta_min 2.96 _cell_measurement_theta_max 25.86 _exptl_crystal_description rod _exptl_crystal_colour green _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.580 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 782 _exptl_absorpt_coefficient_mu 1.736 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24394 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0582 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 33.67 _reflns_number_total 10084 _reflns_number_gt 7099 _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^)+(0.0220P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.008(7) _refine_ls_number_reflns 10084 _refine_ls_number_parameters 388 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0555 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0587 _refine_ls_wR_factor_gt 0.0546 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.909 _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 Fe1 Fe 0.40036(2) 0.27538(3) 0.099594(19) 0.03101(7) Uani 1 1 d . . . Cu2 Cu 0.246743(19) 0.45871(2) 0.478865(17) 0.02846(6) Uani 1 1 d . . . Fe1A Fe 0.06949(2) 0.77768(3) 0.19644(2) 0.03447(7) Uani 1 1 d . . . C7A C -0.0976(2) 0.7891(4) 0.1583(3) 0.0892(12) Uani 1 1 d . . . H9 H -0.1475 0.7193 0.1657 0.107 Uiso 1 1 calc R . . C5A C 0.21044(16) 0.7734(3) 0.29812(15) 0.0424(5) Uani 1 1 d . . . H13 H 0.2400 0.8458 0.3377 0.051 Uiso 1 1 calc R . . C10 C 0.5201(2) 0.4130(3) 0.07939(18) 0.0476(6) Uani 1 1 d . . . H7 H 0.5848 0.4313 0.1235 0.057 Uiso 1 1 calc R . . C1A C 0.13250(16) 0.6765(2) 0.32408(14) 0.0321(5) Uani 1 1 d . . . C5 C 0.4495(2) 0.1792(2) 0.23234(15) 0.0384(5) Uani 1 1 d . . . H1 H 0.5151 0.1944 0.2761 0.046 Uiso 1 1 calc R . . C6A C -0.0622(3) 0.8878(4) 0.2272(3) 0.0727(9) Uani 1 1 d . . . H11 H -0.0853 0.8971 0.2898 0.087 Uiso 1 1 calc R . . C2A C 0.11072(19) 0.5849(2) 0.24189(15) 0.0397(5) Uani 1 1 d . . . H42 H 0.0632 0.5103 0.2385 0.048 Uiso 1 1 calc R . . C4A C 0.23519(19) 0.7403(3) 0.20134(17) 0.0521(7) Uani 1 1 d . . . H12 H 0.2846 0.7870 0.1668 0.063 Uiso 1 1 calc R . . C3A C 0.1733(2) 0.6262(3) 0.16628(17) 0.0485(6) Uani 1 1 d . . . H16 H 0.1733 0.5846 0.1043 0.058 Uiso 1 1 calc R . . C3 C 0.3255(3) 0.0915(3) 0.10533(18) 0.0574(7) Uani 1 1 d . . . H3 H 0.2943 0.0401 0.0505 0.069 Uiso 1 1 calc R . . C1 C 0.34650(17) 0.24620(19) 0.23481(14) 0.0323(4) Uani 1 1 d . . . C4 C 0.4359(3) 0.0849(2) 0.15203(18) 0.0535(7) Uani 1 1 d . . . H2 H 0.4911 0.0284 0.1337 0.064 Uiso 1 1 calc R . . C8 C 0.3985(2) 0.3219(3) -0.04748(16) 0.0506(6) Uani 1 1 d . . . H6 H 0.3684 0.2688 -0.1018 0.061 Uiso 1 1 calc R . . C6 C 0.4156(2) 0.4775(2) 0.07791(17) 0.0462(6) Uani 1 1 d . . . H8 H 0.3991 0.5451 0.1217 0.055 Uiso 1 1 calc R . . C2 C 0.2690(2) 0.1898(3) 0.15575(17) 0.0470(6) Uani 1 1 d . . . H44 H 0.1942 0.2137 0.1400 0.056 Uiso 1 1 calc R . . C10A C 0.0127(3) 0.9710(3) 0.1891(2) 0.0687(8) Uani 1 1 d . . . H10 H 0.0494 1.0447 0.2221 0.082 Uiso 1 1 calc R . . O2 O 0.07938(12) 0.11828(16) 0.42190(12) 0.0432(4) Uani 1 1 d . . . O2A O 0.42123(12) 0.79101(16) 0.54252(11) 0.0417(4) Uani 1 1 d . . . O1 O 0.12079(12) 0.33523(15) 0.45451(11) 0.0361(3) Uani 1 1 d . . . O1A O 0.36885(12) 0.58474(14) 0.48939(11) 0.0370(3) Uani 1 1 d . . . N1 N 0.32799(13) 0.31310(15) 0.41251(11) 0.0266(3) Uani 1 1 d . . . H1A H 0.4004 0.3084 0.4420 0.032 Uiso 1 1 calc R . . N1A N 0.15423(13) 0.62182(16) 0.50803(11) 0.0262(3) Uani 1 1 d . . . H43 H 0.1118 0.5977 0.5557 0.031 Uiso 1 1 calc R . . C13 C 0.14531(17) 0.2133(2) 0.43323(14) 0.0310(4) Uani 1 1 d . . . C12A C 0.23356(16) 0.7293(2) 0.55057(13) 0.0286(4) Uani 1 1 d . . . H21 H 0.2079 0.8157 0.5194 0.034 Uiso 1 1 calc R . . C13A C 0.35072(16) 0.7015(2) 0.52508(14) 0.0295(4) Uani 1 1 d . . . C12 C 0.27039(16) 0.18494(19) 0.42730(14) 0.0283(4) Uani 1 1 d . . . H18 H 0.2751 0.1261 0.3694 0.034 Uiso 1 1 calc R . . C14A C 0.23959(17) 0.7452(2) 0.66377(14) 0.0377(5) Uani 1 1 d . . . H22A H 0.2518 0.6566 0.6948 0.045 Uiso 1 1 calc R . . H22B H 0.3035 0.8015 0.6883 0.045 Uiso 1 1 calc R . . C11 C 0.3223(2) 0.3559(2) 0.30514(14) 0.0393(5) Uani 1 1 d . . . H19A H 0.2483 0.3914 0.2824 0.047 Uiso 1 1 calc R . . H19B H 0.3752 0.4292 0.3016 0.047 Uiso 1 1 calc R . . S1 S 0.32664(5) 0.33091(7) 0.65992(4) 0.04850(15) Uani 1 1 d . . . S1A S 0.15783(6) 0.87558(8) 0.82200(5) 0.05864(19) Uani 1 1 d . . . C7 C 0.3411(2) 0.4220(3) -0.00088(17) 0.0498(6) Uani 1 1 d . . . H24 H 0.2669 0.4470 -0.0191 0.060 Uiso 1 1 calc R . . C9 C 0.5082(2) 0.3154(3) 0.00159(18) 0.0487(6) Uani 1 1 d . . . H23 H 0.5637 0.2572 -0.0141 0.058 Uiso 1 1 calc R . . C9A C 0.0243(3) 0.9276(3) 0.0946(2) 0.0670(8) Uani 1 1 d . . . H25 H 0.0695 0.9674 0.0524 0.080 Uiso 1 1 calc R . . C14 C 0.32398(19) 0.1107(2) 0.52241(16) 0.0401(5) Uani 1 1 d . . . H26A H 0.3057 0.0151 0.5147 0.048 Uiso 1 1 calc R . . H26B H 0.4044 0.1188 0.5267 0.048 Uiso 1 1 calc R . . C15 C 0.2907(2) 0.1589(3) 0.62226(18) 0.0508(6) Uani 1 1 d . . . H27A H 0.3251 0.0986 0.6747 0.061 Uiso 1 1 calc R . . H27B H 0.2105 0.1488 0.6185 0.061 Uiso 1 1 calc R . . C15A C 0.1365(2) 0.8072(3) 0.69617(16) 0.0505(7) Uani 1 1 d . . . H28A H 0.0786 0.7385 0.6918 0.061 Uiso 1 1 calc R . . H28B H 0.1100 0.8793 0.6498 0.061 Uiso 1 1 calc R . . C16A C 0.1974(3) 0.7271(3) 0.8955(2) 0.0761(9) Uani 1 1 d . . . H29A H 0.2114 0.7513 0.9652 0.114 Uiso 1 1 calc R . . H29B H 0.2638 0.6889 0.8755 0.114 Uiso 1 1 calc R . . H29C H 0.1381 0.6616 0.8850 0.114 Uiso 1 1 calc R . . C16 C 0.4760(2) 0.3249(3) 0.6736(2) 0.0683(9) Uani 1 1 d . . . H30A H 0.5059 0.4124 0.6941 0.102 Uiso 1 1 calc R . . H30B H 0.4989 0.3005 0.6106 0.102 Uiso 1 1 calc R . . H30C H 0.5031 0.2585 0.7234 0.102 Uiso 1 1 calc R . . C11A C 0.07776(16) 0.6686(2) 0.41710(14) 0.0324(4) Uani 1 1 d . . . H11A H 0.0490 0.7576 0.4305 0.039 Uiso 1 1 calc R . . H11B H 0.0148 0.6069 0.4050 0.039 Uiso 1 1 calc R . . C8A C -0.0427(3) 0.8141(4) 0.0725(2) 0.0811(11) Uani 1 1 d . . . H32 H -0.0506 0.7640 0.0134 0.097 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 Fe1 0.03504(16) 0.03204(14) 0.02697(13) 0.00133(12) 0.00794(10) -0.00107(13) Cu2 0.02685(12) 0.02536(11) 0.03466(12) -0.00420(11) 0.00947(9) -0.00065(10) Fe1A 0.02835(15) 0.03868(16) 0.03538(15) 0.00337(14) 0.00121(11) 0.00636(14) C7A 0.0265(14) 0.091(3) 0.143(3) 0.043(3) -0.0106(17) 0.0108(17) C5A 0.0287(11) 0.0557(13) 0.0411(11) 0.0066(12) -0.0006(8) -0.0098(11) C10 0.0418(14) 0.0519(15) 0.0494(13) 0.0101(11) 0.0075(10) -0.0090(11) C1A 0.0234(10) 0.0395(12) 0.0326(11) 0.0028(8) 0.0021(8) 0.0041(8) C5 0.0472(14) 0.0397(12) 0.0294(11) 0.0048(9) 0.0094(9) 0.0115(10) C6A 0.0527(19) 0.088(2) 0.080(2) 0.019(2) 0.0220(15) 0.0375(18) C2A 0.0433(14) 0.0351(12) 0.0400(12) -0.0003(9) 0.0036(9) 0.0102(10) C4A 0.0291(12) 0.085(2) 0.0441(13) 0.0244(13) 0.0112(9) 0.0109(12) C3A 0.0502(15) 0.0612(16) 0.0357(12) 0.0013(11) 0.0113(10) 0.0246(12) C3 0.093(2) 0.0441(15) 0.0382(13) -0.0071(11) 0.0180(13) -0.0272(14) C1 0.0387(11) 0.0316(12) 0.0285(9) 0.0036(8) 0.0111(8) -0.0007(8) C4 0.089(2) 0.0308(12) 0.0465(14) 0.0019(11) 0.0301(14) 0.0130(13) C8 0.0628(17) 0.0601(16) 0.0296(11) 0.0063(10) 0.0093(10) -0.0100(13) C6 0.0585(16) 0.0337(13) 0.0493(13) 0.0046(10) 0.0178(11) -0.0030(11) C2 0.0464(15) 0.0551(15) 0.0397(13) 0.0076(11) 0.0069(10) -0.0188(12) C10A 0.075(2) 0.0473(17) 0.083(2) 0.0065(16) 0.0091(15) 0.0256(16) O2 0.0326(9) 0.0415(9) 0.0575(9) -0.0132(7) 0.0138(7) -0.0127(7) O2A 0.0330(8) 0.0347(9) 0.0574(9) -0.0050(7) 0.0068(6) -0.0088(7) O1 0.0265(8) 0.0351(8) 0.0482(9) -0.0066(7) 0.0103(6) -0.0008(6) O1A 0.0283(8) 0.0295(8) 0.0558(9) -0.0078(7) 0.0145(6) -0.0016(6) N1 0.0262(9) 0.0248(9) 0.0305(8) -0.0003(6) 0.0093(6) -0.0001(6) N1A 0.0255(9) 0.0277(9) 0.0266(8) 0.0003(6) 0.0081(6) -0.0015(6) C13 0.0292(11) 0.0350(12) 0.0300(10) -0.0042(9) 0.0087(8) -0.0045(9) C12A 0.0286(11) 0.0269(10) 0.0303(10) -0.0011(7) 0.0041(8) 0.0005(8) C13A 0.0273(11) 0.0305(11) 0.0307(10) 0.0018(8) 0.0038(8) -0.0019(8) C12 0.0307(11) 0.0222(9) 0.0339(10) -0.0031(8) 0.0112(8) -0.0027(8) C14A 0.0323(12) 0.0463(14) 0.0335(10) -0.0076(9) 0.0014(8) 0.0093(9) C11 0.0569(15) 0.0325(12) 0.0321(11) 0.0069(9) 0.0188(9) 0.0113(10) S1 0.0475(4) 0.0653(4) 0.0336(3) -0.0014(3) 0.0091(2) 0.0035(3) S1A 0.0614(5) 0.0706(5) 0.0438(3) -0.0169(3) 0.0073(3) 0.0202(4) C7 0.0447(14) 0.0547(17) 0.0490(14) 0.0218(11) 0.0035(10) 0.0025(11) C9 0.0498(15) 0.0527(16) 0.0497(13) 0.0069(11) 0.0279(11) 0.0028(11) C9A 0.0650(19) 0.073(2) 0.0629(18) 0.0304(15) 0.0091(13) 0.0238(16) C14 0.0394(13) 0.0297(12) 0.0506(13) 0.0096(9) 0.0047(10) -0.0010(9) C15 0.0487(15) 0.0574(16) 0.0463(14) 0.0223(11) 0.0070(11) -0.0043(12) C15A 0.0398(13) 0.0723(19) 0.0384(12) -0.0107(11) 0.0024(9) 0.0167(12) C16A 0.093(2) 0.084(2) 0.0500(16) 0.0026(15) 0.0047(15) -0.0122(18) C16 0.0440(16) 0.097(2) 0.0628(17) -0.0295(15) 0.0042(12) -0.0119(15) C11A 0.0192(10) 0.0436(12) 0.0346(11) -0.0008(9) 0.0041(8) 0.0012(8) C8A 0.070(2) 0.095(3) 0.0648(19) -0.0093(17) -0.0356(17) 0.0347(19) _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 Fe1 C9 2.024(2) . ? Fe1 C6 2.024(2) . ? Fe1 C4 2.029(2) . ? Fe1 C8 2.030(2) . ? Fe1 C10 2.030(2) . ? Fe1 C3 2.032(3) . ? Fe1 C5 2.035(2) . ? Fe1 C7 2.038(2) . ? Fe1 C2 2.038(2) . ? Fe1 C1 2.0411(19) . ? Cu2 O1A 1.9194(14) . ? Cu2 O1 1.9406(15) . ? Cu2 N1 2.0188(15) . ? Cu2 N1A 2.0288(16) . ? Cu2 S1 2.7906(6) . ? Fe1A C7A 2.016(3) . ? Fe1A C6A 2.020(3) . ? Fe1A C10A 2.023(3) . ? Fe1A C8A 2.027(2) . ? Fe1A C5A 2.0280(19) . ? Fe1A C3A 2.030(2) . ? Fe1A C4A 2.030(2) . ? Fe1A C2A 2.035(2) . ? Fe1A C9A 2.036(3) . ? Fe1A C1A 2.0379(19) . ? C7A C6A 1.370(5) . ? C7A C8A 1.435(5) . ? C7A H9 0.9300 . ? C5A C4A 1.417(3) . ? C5A C1A 1.421(3) . ? C5A H13 0.9300 . ? C10 C9 1.414(3) . ? C10 C6 1.413(3) . ? C10 H7 0.9300 . ? C1A C2A 1.423(3) . ? C1A C11A 1.501(3) . ? C5 C1 1.415(3) . ? C5 C4 1.417(3) . ? C5 H1 0.9300 . ? C6A C10A 1.375(4) . ? C6A H11 0.9300 . ? C2A C3A 1.414(3) . ? C2A H42 0.9300 . ? C4A C3A 1.395(4) . ? C4A H12 0.9300 . ? C3A H16 0.9300 . ? C3 C4 1.393(4) . ? C3 C2 1.415(4) . ? C3 H3 0.9300 . ? C1 C2 1.426(3) . ? C1 C11 1.493(3) . ? C4 H2 0.9300 . ? C8 C9 1.397(4) . ? C8 C7 1.405(3) . ? C8 H6 0.9300 . ? C6 C7 1.400(3) . ? C6 H8 0.9300 . ? C2 H44 0.9300 . ? C10A C9A 1.369(4) . ? C10A H10 0.9300 . ? O2 C13 1.225(2) . ? O2A C13A 1.226(2) . ? O1 C13 1.280(2) . ? O1A C13A 1.278(2) . ? N1 C12 1.470(2) . ? N1 C11 1.498(2) . ? N1 H1A 0.9100 . ? N1A C12A 1.487(2) . ? N1A C11A 1.497(2) . ? N1A H43 0.9100 . ? C13 C12 1.552(3) . ? C12A C14A 1.524(3) . ? C12A C13A 1.531(3) . ? C12A H21 0.9800 . ? C12 C14 1.535(3) . ? C12 H18 0.9800 . ? C14A C15A 1.509(3) . ? C14A H22A 0.9700 . ? C14A H22B 0.9700 . ? C11 H19A 0.9700 . ? C11 H19B 0.9700 . ? S1 C16 1.791(3) . ? S1 C15 1.804(3) . ? S1A C16A 1.792(3) . ? S1A C15A 1.807(2) . ? C7 H24 0.9300 . ? C9 H23 0.9300 . ? C9A C8A 1.388(4) . ? C9A H25 0.9300 . ? C14 C15 1.534(3) . ? C14 H26A 0.9700 . ? C14 H26B 0.9700 . ? C15 H27A 0.9700 . ? C15 H27B 0.9700 . ? C15A H28A 0.9700 . ? C15A H28B 0.9700 . ? C16A H29A 0.9600 . ? C16A H29B 0.9600 . ? C16A H29C 0.9600 . ? C16 H30A 0.9600 . ? C16 H30B 0.9600 . ? C16 H30C 0.9600 . ? C11A H11A 0.9700 . ? C11A H11B 0.9700 . ? C8A H32 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 C9 Fe1 C6 68.52(10) . . ? C9 Fe1 C4 106.44(10) . . ? C6 Fe1 C4 160.15(11) . . ? C9 Fe1 C8 40.31(10) . . ? C6 Fe1 C8 68.02(10) . . ? C4 Fe1 C8 121.36(10) . . ? C9 Fe1 C10 40.81(10) . . ? C6 Fe1 C10 40.78(10) . . ? C4 Fe1 C10 122.99(11) . . ? C8 Fe1 C10 68.07(10) . . ? C9 Fe1 C3 122.09(11) . . ? C6 Fe1 C3 158.84(12) . . ? C4 Fe1 C3 40.14(12) . . ? C8 Fe1 C3 107.21(10) . . ? C10 Fe1 C3 158.55(12) . . ? C9 Fe1 C5 121.98(10) . . ? C6 Fe1 C5 124.30(9) . . ? C4 Fe1 C5 40.82(9) . . ? C8 Fe1 C5 157.39(10) . . ? C10 Fe1 C5 107.75(10) . . ? C3 Fe1 C5 68.08(10) . . ? C9 Fe1 C7 68.10(10) . . ? C6 Fe1 C7 40.32(9) . . ? C4 Fe1 C7 157.42(10) . . ? C8 Fe1 C7 40.41(10) . . ? C10 Fe1 C7 68.12(10) . . ? C3 Fe1 C7 122.77(11) . . ? C5 Fe1 C7 160.70(10) . . ? C9 Fe1 C2 158.90(10) . . ? C6 Fe1 C2 123.51(11) . . ? C4 Fe1 C2 68.04(11) . . ? C8 Fe1 C2 123.75(10) . . ? C10 Fe1 C2 159.25(10) . . ? C3 Fe1 C2 40.68(11) . . ? C5 Fe1 C2 68.04(10) . . ? C7 Fe1 C2 108.73(10) . . ? C9 Fe1 C1 158.13(9) . . ? C6 Fe1 C1 108.33(9) . . ? C4 Fe1 C1 68.78(9) . . ? C8 Fe1 C1 160.44(10) . . ? C10 Fe1 C1 122.63(9) . . ? C3 Fe1 C1 68.85(9) . . ? C5 Fe1 C1 40.61(8) . . ? C7 Fe1 C1 124.43(10) . . ? C2 Fe1 C1 40.92(8) . . ? O1A Cu2 O1 174.48(6) . . ? O1A Cu2 N1 94.22(6) . . ? O1 Cu2 N1 84.28(6) . . ? O1A Cu2 N1A 85.05(6) . . ? O1 Cu2 N1A 95.02(6) . . ? N1 Cu2 N1A 164.99(6) . . ? O1A Cu2 S1 93.51(5) . . ? O1 Cu2 S1 91.70(5) . . ? N1 Cu2 S1 86.38(4) . . ? N1A Cu2 S1 108.63(4) . . ? C7A Fe1A C6A 39.67(14) . . ? C7A Fe1A C10A 67.29(15) . . ? C6A Fe1A C10A 39.78(12) . . ? C7A Fe1A C8A 41.57(14) . . ? C6A Fe1A C8A 67.58(14) . . ? C10A Fe1A C8A 67.06(13) . . ? C7A Fe1A C5A 152.64(15) . . ? C6A Fe1A C5A 118.98(13) . . ? C10A Fe1A C5A 107.41(12) . . ? C8A Fe1A C5A 163.43(14) . . ? C7A Fe1A C3A 128.09(16) . . ? C6A Fe1A C3A 164.96(14) . . ? C10A Fe1A C3A 153.99(12) . . ? C8A Fe1A C3A 109.03(12) . . ? C5A Fe1A C3A 68.61(10) . . ? C7A Fe1A C4A 165.40(16) . . ? C6A Fe1A C4A 153.60(15) . . ? C10A Fe1A C4A 119.97(13) . . ? C8A Fe1A C4A 126.89(14) . . ? C5A Fe1A C4A 40.87(9) . . ? C3A Fe1A C4A 40.19(11) . . ? C7A Fe1A C2A 108.78(13) . . ? C6A Fe1A C2A 127.31(12) . . ? C10A Fe1A C2A 163.80(11) . . ? C8A Fe1A C2A 121.28(12) . . ? C5A Fe1A C2A 68.39(10) . . ? C3A Fe1A C2A 40.71(9) . . ? C4A Fe1A C2A 67.84(10) . . ? C7A Fe1A C9A 68.04(14) . . ? C6A Fe1A C9A 66.75(13) . . ? C10A Fe1A C9A 39.43(11) . . ? C8A Fe1A C9A 39.96(13) . . ? C5A Fe1A C9A 126.01(12) . . ? C3A Fe1A C9A 120.83(11) . . ? C4A Fe1A C9A 108.75(11) . . ? C2A Fe1A C9A 155.49(11) . . ? C7A Fe1A C1A 118.80(13) . . ? C6A Fe1A C1A 107.48(11) . . ? C10A Fe1A C1A 125.81(10) . . ? C8A Fe1A C1A 155.03(14) . . ? C5A Fe1A C1A 40.90(8) . . ? C3A Fe1A C1A 69.01(8) . . ? C4A Fe1A C1A 68.66(9) . . ? C2A Fe1A C1A 40.89(8) . . ? C9A Fe1A C1A 162.68(11) . . ? C6A C7A C8A 106.7(3) . . ? C6A C7A Fe1A 70.30(17) . . ? C8A C7A Fe1A 69.61(16) . . ? C6A C7A H9 126.6 . . ? C8A C7A H9 126.6 . . ? Fe1A C7A H9 125.1 . . ? C4A C5A C1A 107.9(2) . . ? C4A C5A Fe1A 69.64(12) . . ? C1A C5A Fe1A 69.92(11) . . ? C4A C5A H13 126.1 . . ? C1A C5A H13 126.1 . . ? Fe1A C5A H13 126.0 . . ? C9 C10 C6 107.5(2) . . ? C9 C10 Fe1 69.35(13) . . ? C6 C10 Fe1 69.38(13) . . ? C9 C10 H7 126.3 . . ? C6 C10 H7 126.3 . . ? Fe1 C10 H7 126.6 . . ? C5A C1A C2A 106.85(19) . . ? C5A C1A C11A 128.92(19) . . ? C2A C1A C11A 124.20(19) . . ? C5A C1A Fe1A 69.17(11) . . ? C2A C1A Fe1A 69.46(11) . . ? C11A C1A Fe1A 124.95(14) . . ? C1 C5 C4 108.6(2) . . ? C1 C5 Fe1 69.92(11) . . ? C4 C5 Fe1 69.36(13) . . ? C1 C5 H1 125.7 . . ? C4 C5 H1 125.7 . . ? Fe1 C5 H1 126.6 . . ? C7A C6A C10A 109.2(3) . . ? C7A C6A Fe1A 70.03(18) . . ? C10A C6A Fe1A 70.23(17) . . ? C7A C6A H11 125.4 . . ? C10A C6A H11 125.4 . . ? Fe1A C6A H11 125.9 . . ? C3A C2A C1A 108.6(2) . . ? C3A C2A Fe1A 69.43(13) . . ? C1A C2A Fe1A 69.65(12) . . ? C3A C2A H42 125.7 . . ? C1A C2A H42 125.7 . . ? Fe1A C2A H42 126.8 . . ? C3A C4A C5A 108.8(2) . . ? C3A C4A Fe1A 69.88(13) . . ? C5A C4A Fe1A 69.48(12) . . ? C3A C4A H12 125.6 . . ? C5A C4A H12 125.6 . . ? Fe1A C4A H12 126.6 . . ? C4A C3A C2A 107.8(2) . . ? C4A C3A Fe1A 69.93(14) . . ? C2A C3A Fe1A 69.87(13) . . ? C4A C3A H16 126.1 . . ? C2A C3A H16 126.1 . . ? Fe1A C3A H16 125.7 . . ? C4 C3 C2 108.3(2) . . ? C4 C3 Fe1 69.83(15) . . ? C2 C3 Fe1 69.90(14) . . ? C4 C3 H3 125.9 . . ? C2 C3 H3 125.9 . . ? Fe1 C3 H3 126.0 . . ? C5 C1 C2 106.70(19) . . ? C5 C1 C11 127.31(19) . . ? C2 C1 C11 126.0(2) . . ? C5 C1 Fe1 69.47(11) . . ? C2 C1 Fe1 69.43(12) . . ? C11 C1 Fe1 125.51(13) . . ? C3 C4 C5 108.2(2) . . ? C3 C4 Fe1 70.04(15) . . ? C5 C4 Fe1 69.82(13) . . ? C3 C4 H2 125.9 . . ? C5 C4 H2 125.9 . . ? Fe1 C4 H2 125.8 . . ? C9 C8 C7 108.5(2) . . ? C9 C8 Fe1 69.61(13) . . ? C7 C8 Fe1 70.09(12) . . ? C9 C8 H6 125.7 . . ? C7 C8 H6 125.7 . . ? Fe1 C8 H6 126.1 . . ? C7 C6 C10 108.2(2) . . ? C7 C6 Fe1 70.35(14) . . ? C10 C6 Fe1 69.83(14) . . ? C7 C6 H8 125.9 . . ? C10 C6 H8 125.9 . . ? Fe1 C6 H8 125.5 . . ? C3 C2 C1 108.3(2) . . ? C3 C2 Fe1 69.42(15) . . ? C1 C2 Fe1 69.65(12) . . ? C3 C2 H44 125.9 . . ? C1 C2 H44 125.9 . . ? Fe1 C2 H44 126.7 . . ? C9A C10A C6A 108.8(3) . . ? C9A C10A Fe1A 70.82(17) . . ? C6A C10A Fe1A 70.00(18) . . ? C9A C10A H10 125.6 . . ? C6A C10A H10 125.6 . . ? Fe1A C10A H10 125.2 . . ? C13 O1 Cu2 115.12(14) . . ? C13A O1A Cu2 115.99(13) . . ? C12 N1 C11 114.58(15) . . ? C12 N1 Cu2 106.25(11) . . ? C11 N1 Cu2 105.66(11) . . ? C12 N1 H1A 110.0 . . ? C11 N1 H1A 110.0 . . ? Cu2 N1 H1A 110.0 . . ? C12A N1A C11A 112.61(15) . . ? C12A N1A Cu2 107.15(11) . . ? C11A N1A Cu2 112.26(11) . . ? C12A N1A H43 108.2 . . ? C11A N1A H43 108.2 . . ? Cu2 N1A H43 108.2 . . ? O2 C13 O1 125.3(2) . . ? O2 C13 C12 118.57(19) . . ? O1 C13 C12 116.09(18) . . ? N1A C12A C14A 113.20(16) . . ? N1A C12A C13A 110.72(15) . . ? C14A C12A C13A 109.29(15) . . ? N1A C12A H21 107.8 . . ? C14A C12A H21 107.8 . . ? C13A C12A H21 107.8 . . ? O2A C13A O1A 124.55(19) . . ? O2A C13A C12A 118.05(18) . . ? O1A C13A C12A 117.37(17) . . ? N1 C12 C14 111.76(16) . . ? N1 C12 C13 109.71(15) . . ? C14 C12 C13 109.91(16) . . ? N1 C12 H18 108.5 . . ? C14 C12 H18 108.5 . . ? C13 C12 H18 108.5 . . ? C15A C14A C12A 114.12(16) . . ? C15A C14A H22A 108.7 . . ? C12A C14A H22A 108.7 . . ? C15A C14A H22B 108.7 . . ? C12A C14A H22B 108.7 . . ? H22A C14A H22B 107.6 . . ? C1 C11 N1 115.01(16) . . ? C1 C11 H19A 108.5 . . ? N1 C11 H19A 108.5 . . ? C1 C11 H19B 108.5 . . ? N1 C11 H19B 108.5 . . ? H19A C11 H19B 107.5 . . ? C16 S1 C15 101.34(14) . . ? C16 S1 Cu2 108.80(10) . . ? C15 S1 Cu2 97.99(8) . . ? C16A S1A C15A 101.79(13) . . ? C6 C7 C8 107.9(2) . . ? C6 C7 Fe1 69.33(13) . . ? C8 C7 Fe1 69.50(13) . . ? C6 C7 H24 126.1 . . ? C8 C7 H24 126.1 . . ? Fe1 C7 H24 126.7 . . ? C8 C9 C10 107.9(2) . . ? C8 C9 Fe1 70.08(14) . . ? C10 C9 Fe1 69.83(13) . . ? C8 C9 H23 126.0 . . ? C10 C9 H23 126.0 . . ? Fe1 C9 H23 125.6 . . ? C10A C9A C8A 108.4(3) . . ? C10A C9A Fe1A 69.75(16) . . ? C8A C9A Fe1A 69.65(16) . . ? C10A C9A H25 125.8 . . ? C8A C9A H25 125.8 . . ? Fe1A C9A H25 126.4 . . ? C15 C14 C12 116.85(19) . . ? C15 C14 H26A 108.1 . . ? C12 C14 H26A 108.1 . . ? C15 C14 H26B 108.1 . . ? C12 C14 H26B 108.1 . . ? H26A C14 H26B 107.3 . . ? C14 C15 S1 117.01(16) . . ? C14 C15 H27A 108.0 . . ? S1 C15 H27A 108.0 . . ? C14 C15 H27B 108.0 . . ? S1 C15 H27B 108.0 . . ? H27A C15 H27B 107.3 . . ? C14A C15A S1A 114.20(15) . . ? C14A C15A H28A 108.7 . . ? S1A C15A H28A 108.7 . . ? C14A C15A H28B 108.7 . . ? S1A C15A H28B 108.7 . . ? H28A C15A H28B 107.6 . . ? S1A C16A H29A 109.5 . . ? S1A C16A H29B 109.5 . . ? H29A C16A H29B 109.5 . . ? S1A C16A H29C 109.5 . . ? H29A C16A H29C 109.5 . . ? H29B C16A H29C 109.5 . . ? S1 C16 H30A 109.5 . . ? S1 C16 H30B 109.5 . . ? H30A C16 H30B 109.5 . . ? S1 C16 H30C 109.5 . . ? H30A C16 H30C 109.5 . . ? H30B C16 H30C 109.5 . . ? N1A C11A C1A 113.80(16) . . ? N1A C11A H11A 108.8 . . ? C1A C11A H11A 108.8 . . ? N1A C11A H11B 108.8 . . ? C1A C11A H11B 108.8 . . ? H11A C11A H11B 107.7 . . ? C9A C8A C7A 106.8(3) . . ? C9A C8A Fe1A 70.39(14) . . ? C7A C8A Fe1A 68.82(15) . . ? C9A C8A H32 126.6 . . ? C7A C8A H32 126.6 . . ? Fe1A C8A H32 125.8 . . ? _diffrn_measured_fraction_theta_max 0.888 _diffrn_reflns_theta_full 33.67 _diffrn_measured_fraction_theta_full 0.888 _refine_diff_density_max 0.264 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.055 _chemical_compound_source Synthesized _exptl_crystal_recrystallization_method Methanol/Acetonitrile data_cuasnfc_0m _database_code_depnum_ccdc_archive 'CCDC 652096' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H30 Cu Fe2 N4 O10' _chemical_formula_sum 'C30 H30 Cu Fe2 N4 O10' _chemical_formula_weight 781.83 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_int_tables_number 4 _symmetry_space_group_name_Hall 'P 2yb' _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.7307(3) _cell_length_b 9.5491(2) _cell_length_c 17.4332(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.120(2) _cell_angle_gamma 90.00 _cell_volume 1876.04(8) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4909 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 17.94 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas 1.384 _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 798.0 _exptl_absorpt_coefficient_mu 1.378 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18791 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0690 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.22 _diffrn_reflns_theta_max 24.81 _reflns_number_total 6462 _reflns_number_gt 4567 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _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^)+(0.1000P)^2^+0.1621P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(2) _refine_ls_number_reflns 6417 _refine_ls_number_parameters 415 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1563 _refine_ls_wR_factor_gt 0.1375 _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_restrained_S_all 0.967 _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 Cu1 Cu 0.83978(7) 1.00372(8) 0.67822(4) 0.0464(2) Uani 1 1 d . . . Fe1A Fe 0.84065(9) 0.80965(12) 0.96960(5) 0.0611(3) Uani 1 1 d . . . Fe1 Fe 1.25037(8) 0.79254(12) 0.76691(6) 0.0631(3) Uani 1 1 d . . . C1A C 0.8289(6) 0.8338(7) 0.8514(3) 0.0448(15) Uani 1 1 d . . . C3A C 1.0035(7) 0.8597(9) 0.9535(5) 0.073(2) Uani 1 1 d . . . H10 H 1.0677 0.8998 0.9908 0.088 Uiso 1 1 calc R . . C5A C 0.8749(7) 0.6987(8) 0.8784(4) 0.0621(19) Uani 1 1 d . . . H7 H 0.8399 0.6139 0.8585 0.075 Uiso 1 1 calc R . . C4A C 0.9803(7) 0.7136(9) 0.9391(4) 0.070(2) Uani 1 1 d . . . H6 H 1.0277 0.6407 0.9658 0.084 Uiso 1 1 calc R . . C2A C 0.9101(6) 0.9301(8) 0.9000(4) 0.0598(19) Uani 1 1 d . . . H9 H 0.9021 1.0270 0.8967 0.072 Uiso 1 1 calc R . . C7A C 0.7690(10) 0.9328(14) 1.0363(6) 0.099(3) Uani 1 1 d . . . H5 H 0.7737 1.0300 1.0358 0.119 Uiso 1 1 calc R . . C8A C 0.8453(11) 0.8494(17) 1.0842(5) 0.106(4) Uani 1 1 d . . . H1 H 0.9105 0.8795 1.1246 0.127 Uiso 1 1 calc R . . C9A C 0.8152(15) 0.7080(19) 1.0663(8) 0.135(6) Uani 1 1 d . . . H2 H 0.8548 0.6284 1.0906 0.162 Uiso 1 1 calc R . . C10A C 0.7077(15) 0.7162(18) 1.0007(8) 0.126(5) Uani 1 1 d . . . H53 H 0.6646 0.6412 0.9731 0.151 Uiso 1 1 calc R . . C6A C 0.6817(9) 0.8544(18) 0.9873(6) 0.106(4) Uani 1 1 d . . . H51 H 0.6146 0.8898 0.9505 0.127 Uiso 1 1 calc R . . C1 C 1.1055(6) 0.9091(7) 0.7151(4) 0.0496(16) Uani 1 1 d . . . C2 C 1.1436(8) 0.8349(12) 0.6586(5) 0.088(3) Uani 1 1 d . . . H11 H 1.1677 0.8708 0.6160 0.106 Uiso 1 1 calc R . . C5 C 1.0781(7) 0.8099(10) 0.7674(5) 0.073(2) Uani 1 1 d . . . H14 H 1.0494 0.8329 0.8105 0.087 Uiso 1 1 calc R . . C4 C 1.0985(10) 0.6781(13) 0.7474(8) 0.109(4) Uani 1 1 d . . . H13 H 1.0882 0.5963 0.7737 0.130 Uiso 1 1 calc R . . C3 C 1.1376(12) 0.6893(11) 0.6802(9) 0.145(7) Uani 1 1 d . . . H12 H 1.1575 0.6140 0.6527 0.174 Uiso 1 1 calc R . . C13 C 0.8790(6) 1.2625(7) 0.7434(4) 0.0568(18) Uani 1 1 d . . . C12 C 0.9526(6) 1.2592(6) 0.6859(4) 0.0512(17) Uani 1 1 d . . . H17 H 1.0279 1.3068 0.7106 0.061 Uiso 1 1 calc R . . O1 O 0.8322(5) 1.1462(5) 0.7549(3) 0.0608(13) Uani 1 1 d . . . O2 O 0.8613(5) 1.3762(5) 0.7738(3) 0.0740(15) Uani 1 1 d . . . O1A O 0.8373(4) 0.8724(4) 0.5942(3) 0.0535(12) Uani 1 1 d . . . O2A O 0.7845(5) 0.6560(5) 0.5537(3) 0.0616(13) Uani 1 1 d . . . C13A C 0.7937(6) 0.7516(6) 0.6027(4) 0.0469(17) Uani 1 1 d . . . C12A C 0.7536(5) 0.7289(6) 0.6790(4) 0.0416(14) Uani 1 1 d . . . H19 H 0.8215 0.6907 0.7199 0.050 Uiso 1 1 calc R . . N1 N 0.9790(4) 1.1131(5) 0.6686(3) 0.0453(13) Uani 1 1 d . . . H52 H 0.9828 1.1080 0.6173 0.054 Uiso 1 1 calc R . . C11 C 1.0934(7) 1.0620(8) 0.7224(5) 0.065(2) Uani 1 1 d . . . H20A H 1.1588 1.1087 0.7091 0.078 Uiso 1 1 calc R . . H20B H 1.0971 1.0852 0.7773 0.078 Uiso 1 1 calc R . . N1A N 0.7276(5) 0.8682(5) 0.7066(3) 0.0463(13) Uani 1 1 d . . . H50 H 0.6545 0.8913 0.6747 0.056 Uiso 1 1 calc R . . C11A C 0.7151(6) 0.8657(7) 0.7899(3) 0.0499(16) Uani 1 1 d . . . H22A H 0.6861 0.9561 0.8017 0.060 Uiso 1 1 calc R . . H22B H 0.6565 0.7958 0.7930 0.060 Uiso 1 1 calc R . . O3 O 0.7333(4) 1.1644(5) 0.5766(3) 0.0634(13) Uani 1 1 d . . . C14A C 0.6529(6) 0.6215(7) 0.6653(4) 0.0506(16) Uani 1 1 d . . . H23A H 0.6816 0.5318 0.6523 0.061 Uiso 1 1 calc R . . H23B H 0.6302 0.6102 0.7143 0.061 Uiso 1 1 calc R . . C15 C 0.7664(6) 1.2842(7) 0.5671(4) 0.0480(16) Uani 1 1 d . . . C14 C 0.8905(6) 1.3364(6) 0.6078(4) 0.0506(16) Uani 1 1 d . . . H25A H 0.8862 1.4353 0.6194 0.061 Uiso 1 1 calc R . . H25B H 0.9386 1.3269 0.5710 0.061 Uiso 1 1 calc R . . C15A C 0.5433(6) 0.6636(8) 0.5981(5) 0.0611(19) Uani 1 1 d . . . O3A O 0.5333(5) 0.7831(6) 0.5727(3) 0.0825(17) Uani 1 1 d . . . N2A N 0.4658(6) 0.5635(7) 0.5742(6) 0.094(3) Uani 1 1 d . . . C8 C 1.4133(9) 0.7133(13) 0.7882(10) 0.117(4) Uani 1 1 d . . . H27 H 1.4387 0.6422 0.7605 0.140 Uiso 1 1 calc R . . C9 C 1.3753(10) 0.6908(17) 0.8530(9) 0.123(4) Uani 1 1 d . . . H28 H 1.3667 0.6040 0.8749 0.148 Uiso 1 1 calc R . . C10 C 1.3511(14) 0.821(2) 0.8817(9) 0.146(6) Uani 1 1 d . . . H29 H 1.3230 0.8377 0.9258 0.175 Uiso 1 1 calc R . . C6 C 1.3776(10) 0.9199(18) 0.8309(14) 0.161(8) Uani 1 1 d . . . H30 H 1.3743 1.0163 0.8375 0.193 Uiso 1 1 calc R . . C7 C 1.4109(10) 0.852(2) 0.7670(11) 0.167(8) Uani 1 1 d . . . H31 H 1.4268 0.8925 0.7225 0.200 Uiso 1 1 calc R . . N2 N 0.6962(6) 1.3763(6) 0.5165(3) 0.0632(16) Uani 1 1 d . . . O7 O 0.0180(8) 0.0958(9) 0.5111(4) 0.120(3) Uani 1 1 d . . . O4 O 0.8300(11) 0.9055(14) 0.4308(7) 0.201(5) Uani 1 1 d . . . O5 O 0.667(2) 0.343(3) 0.8469(13) 0.371(12) Uiso 1 1 d . . . O6 O 0.501(3) 0.283(4) 0.6552(15) 0.433(15) 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 Cu1 0.0521(5) 0.0358(4) 0.0474(4) -0.0039(3) 0.0076(3) -0.0017(4) Fe1A 0.0647(7) 0.0722(7) 0.0417(5) 0.0030(5) 0.0073(4) -0.0016(6) Fe1 0.0440(6) 0.0667(7) 0.0768(7) 0.0090(6) 0.0135(5) 0.0149(5) C1A 0.046(4) 0.048(4) 0.041(3) -0.003(3) 0.012(3) -0.001(3) C3A 0.053(5) 0.092(7) 0.061(5) 0.006(4) -0.006(4) 0.006(4) C5A 0.080(6) 0.051(4) 0.055(4) -0.003(3) 0.017(4) 0.001(4) C4A 0.073(6) 0.074(6) 0.056(5) 0.016(4) 0.005(4) 0.029(5) C2A 0.060(5) 0.064(4) 0.051(4) -0.003(4) 0.008(4) -0.010(4) C7A 0.107(9) 0.122(9) 0.073(7) -0.015(6) 0.031(6) 0.006(7) C8A 0.105(8) 0.158(12) 0.044(5) -0.009(6) 0.004(5) 0.012(8) C9A 0.191(15) 0.163(13) 0.080(8) 0.064(9) 0.086(10) 0.073(12) C10A 0.168(14) 0.129(11) 0.105(10) -0.018(9) 0.076(10) -0.065(11) C6A 0.058(6) 0.204(15) 0.059(6) -0.005(8) 0.020(5) 0.006(7) C1 0.041(4) 0.049(4) 0.053(4) -0.002(3) 0.003(3) 0.004(3) C2 0.083(6) 0.123(8) 0.055(4) 0.002(5) 0.012(4) 0.028(6) C5 0.056(5) 0.064(5) 0.100(6) 0.025(5) 0.023(4) 0.012(4) C4 0.089(8) 0.106(10) 0.102(8) 0.025(7) -0.021(7) -0.016(7) C3 0.143(12) 0.066(7) 0.153(12) -0.043(8) -0.079(10) 0.056(7) C13 0.056(4) 0.051(5) 0.056(4) -0.007(3) 0.002(3) -0.001(3) C12 0.044(4) 0.037(4) 0.059(4) -0.001(3) -0.007(3) -0.005(3) O1 0.084(4) 0.040(3) 0.057(3) -0.001(2) 0.018(3) -0.003(3) O2 0.099(4) 0.039(3) 0.082(3) -0.019(3) 0.022(3) 0.007(3) O1A 0.069(3) 0.040(3) 0.051(3) 0.000(2) 0.017(2) -0.010(2) O2A 0.085(4) 0.040(3) 0.064(3) -0.008(2) 0.027(3) -0.004(3) C13A 0.056(4) 0.039(4) 0.043(4) -0.006(3) 0.010(3) -0.001(3) C12A 0.037(3) 0.038(3) 0.045(3) 0.004(3) 0.005(3) 0.004(3) N1 0.042(3) 0.041(3) 0.043(3) -0.001(2) -0.005(2) 0.004(2) C11 0.046(4) 0.056(4) 0.080(5) -0.007(4) -0.007(4) 0.006(3) N1A 0.041(3) 0.041(3) 0.047(3) -0.006(2) -0.003(2) 0.006(2) C11A 0.043(4) 0.059(4) 0.042(3) -0.005(3) 0.003(3) 0.002(3) O3 0.057(3) 0.040(3) 0.074(3) 0.007(2) -0.015(2) -0.001(2) C14A 0.048(4) 0.044(4) 0.060(4) 0.004(3) 0.015(3) 0.000(3) C15 0.055(4) 0.036(4) 0.049(4) -0.005(3) 0.009(3) 0.000(3) C14 0.051(4) 0.032(3) 0.064(4) 0.007(3) 0.007(3) -0.005(3) C15A 0.047(4) 0.056(5) 0.073(5) -0.014(4) 0.004(4) -0.009(4) O3A 0.061(3) 0.052(3) 0.102(4) 0.009(3) -0.032(3) -0.005(3) N2A 0.055(4) 0.060(4) 0.149(7) -0.016(4) -0.003(4) -0.018(3) C8 0.069(7) 0.104(9) 0.185(13) 0.040(9) 0.046(8) 0.044(6) C9 0.074(8) 0.147(13) 0.137(10) 0.052(10) 0.008(7) 0.022(8) C10 0.127(12) 0.155(14) 0.118(10) -0.029(11) -0.030(8) 0.040(12) C6 0.047(8) 0.111(10) 0.27(2) -0.008(14) -0.036(11) -0.009(7) C7 0.049(7) 0.23(2) 0.233(18) 0.119(16) 0.052(9) 0.016(9) N2 0.063(4) 0.044(3) 0.063(4) 0.007(3) -0.014(3) -0.003(3) O7 0.144(6) 0.154(7) 0.069(4) 0.000(4) 0.041(4) 0.001(6) O4 0.228(11) 0.216(11) 0.192(9) 0.097(9) 0.110(9) -0.026(9) _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 Cu1 O1A 1.923(4) . ? Cu1 O1 1.927(5) . ? Cu1 N1 1.985(5) . ? Cu1 N1A 2.003(5) . ? Cu1 O3 2.414(5) . ? Fe1A C7A 1.996(10) . ? Fe1A C10A 1.998(12) . ? Fe1A C2A 2.002(7) . ? Fe1A C6A 2.019(10) . ? Fe1A C8A 2.019(9) . ? Fe1A C9A 2.037(10) . ? Fe1A C1A 2.039(6) . ? Fe1A C5A 2.041(7) . ? Fe1A C3A 2.063(9) . ? Fe1A C4A 2.072(8) . ? Fe1 C7 1.967(11) . ? Fe1 C3 1.973(10) . ? Fe1 C8 1.992(10) . ? Fe1 C2 1.997(8) . ? Fe1 C6 2.007(13) . ? Fe1 C1 2.022(7) . ? Fe1 C5 2.030(8) . ? Fe1 C9 2.030(11) . ? Fe1 C4 2.037(11) . ? Fe1 C10 2.041(12) . ? C1A C2A 1.422(9) . ? C1A C5A 1.427(10) . ? C1A C11A 1.493(9) . ? C3A C2A 1.398(10) . ? C3A C4A 1.431(11) . ? C5A C4A 1.394(11) . ? C7A C8A 1.311(16) . ? C7A C6A 1.361(16) . ? C8A C9A 1.408(18) . ? C9A C10A 1.450(19) . ? C10A C6A 1.359(17) . ? C1 C2 1.385(11) . ? C1 C5 1.413(11) . ? C1 C11 1.475(10) . ? C2 C3 1.448(17) . ? C5 C4 1.344(15) . ? C4 C3 1.376(19) . ? C13 O2 1.250(8) . ? C13 O1 1.279(8) . ? C13 C12 1.494(10) . ? C12 N1 1.478(8) . ? C12 C14 1.542(9) . ? O1A C13A 1.287(7) . ? O2A C13A 1.235(7) . ? C13A C12A 1.544(9) . ? C12A N1A 1.474(7) . ? C12A C14A 1.532(9) . ? N1 C11 1.490(8) . ? N1A C11A 1.501(8) . ? O3 C15 1.234(8) . ? C14A C15A 1.532(10) . ? C15 N2 1.351(8) . ? C15 C14 1.516(9) . ? C15A O3A 1.218(9) . ? C15A N2A 1.305(10) . ? C8 C9 1.341(17) . ? C8 C7 1.378(18) . ? C9 C10 1.398(19) . ? C10 C6 1.39(2) . ? C6 C7 1.43(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A Cu1 O1 174.6(2) . . ? O1A Cu1 N1 96.8(2) . . ? O1 Cu1 N1 83.4(2) . . ? O1A Cu1 N1A 83.94(19) . . ? O1 Cu1 N1A 97.2(2) . . ? N1 Cu1 N1A 166.7(2) . . ? O1A Cu1 O3 87.72(18) . . ? O1 Cu1 O3 86.92(19) . . ? N1 Cu1 O3 82.76(19) . . ? N1A Cu1 O3 110.51(19) . . ? C7A Fe1A C10A 67.5(6) . . ? C7A Fe1A C2A 108.8(4) . . ? C10A Fe1A C2A 154.3(6) . . ? C7A Fe1A C6A 39.6(5) . . ? C10A Fe1A C6A 39.6(5) . . ? C2A Fe1A C6A 121.3(5) . . ? C7A Fe1A C8A 38.1(4) . . ? C10A Fe1A C8A 67.9(5) . . ? C2A Fe1A C8A 126.0(5) . . ? C6A Fe1A C8A 65.2(4) . . ? C7A Fe1A C9A 67.5(5) . . ? C10A Fe1A C9A 42.1(6) . . ? C2A Fe1A C9A 162.3(6) . . ? C6A Fe1A C9A 67.7(5) . . ? C8A Fe1A C9A 40.6(5) . . ? C7A Fe1A C1A 126.9(4) . . ? C10A Fe1A C1A 119.1(5) . . ? C2A Fe1A C1A 41.2(3) . . ? C6A Fe1A C1A 108.9(4) . . ? C8A Fe1A C1A 162.5(5) . . ? C9A Fe1A C1A 154.9(6) . . ? C7A Fe1A C5A 164.8(4) . . ? C10A Fe1A C5A 108.5(5) . . ? C2A Fe1A C5A 68.0(3) . . ? C6A Fe1A C5A 128.2(4) . . ? C8A Fe1A C5A 155.7(5) . . ? C9A Fe1A C5A 120.2(5) . . ? C1A Fe1A C5A 40.9(3) . . ? C7A Fe1A C3A 119.9(4) . . ? C10A Fe1A C3A 164.3(6) . . ? C2A Fe1A C3A 40.2(3) . . ? C6A Fe1A C3A 154.4(6) . . ? C8A Fe1A C3A 108.6(4) . . ? C9A Fe1A C3A 125.3(5) . . ? C1A Fe1A C3A 69.0(3) . . ? C5A Fe1A C3A 67.9(3) . . ? C7A Fe1A C4A 154.3(4) . . ? C10A Fe1A C4A 127.2(6) . . ? C2A Fe1A C4A 67.4(3) . . ? C6A Fe1A C4A 164.3(5) . . ? C8A Fe1A C4A 122.1(4) . . ? C9A Fe1A C4A 108.0(4) . . ? C1A Fe1A C4A 68.1(3) . . ? C5A Fe1A C4A 39.6(3) . . ? C3A Fe1A C4A 40.5(3) . . ? C7 Fe1 C3 125.7(9) . . ? C7 Fe1 C8 40.7(5) . . ? C3 Fe1 C8 111.0(6) . . ? C7 Fe1 C2 106.9(6) . . ? C3 Fe1 C2 42.8(5) . . ? C8 Fe1 C2 124.8(5) . . ? C7 Fe1 C6 42.2(7) . . ? C3 Fe1 C6 164.9(9) . . ? C8 Fe1 C6 66.4(6) . . ? C2 Fe1 C6 125.3(7) . . ? C7 Fe1 C1 121.7(5) . . ? C3 Fe1 C1 68.4(3) . . ? C8 Fe1 C1 159.4(5) . . ? C2 Fe1 C1 40.3(3) . . ? C6 Fe1 C1 108.5(5) . . ? C7 Fe1 C5 158.4(7) . . ? C3 Fe1 C5 65.7(6) . . ? C8 Fe1 C5 159.2(5) . . ? C2 Fe1 C5 67.9(4) . . ? C6 Fe1 C5 122.4(6) . . ? C1 Fe1 C5 40.8(3) . . ? C7 Fe1 C9 69.1(6) . . ? C3 Fe1 C9 121.3(6) . . ? C8 Fe1 C9 38.9(5) . . ? C2 Fe1 C9 158.5(6) . . ? C6 Fe1 C9 66.8(6) . . ? C1 Fe1 C9 159.7(5) . . ? C5 Fe1 C9 123.5(5) . . ? C7 Fe1 C4 161.6(9) . . ? C3 Fe1 C4 40.1(6) . . ? C8 Fe1 C4 125.2(6) . . ? C2 Fe1 C4 70.2(4) . . ? C6 Fe1 C4 154.0(8) . . ? C1 Fe1 C4 68.5(4) . . ? C5 Fe1 C4 38.6(4) . . ? C9 Fe1 C4 106.6(5) . . ? C7 Fe1 C10 70.5(8) . . ? C3 Fe1 C10 154.2(8) . . ? C8 Fe1 C10 66.6(6) . . ? C2 Fe1 C10 160.3(7) . . ? C6 Fe1 C10 40.1(7) . . ? C1 Fe1 C10 123.4(5) . . ? C5 Fe1 C10 106.9(6) . . ? C9 Fe1 C10 40.2(6) . . ? C4 Fe1 C10 118.4(8) . . ? C2A C1A C5A 105.0(6) . . ? C2A C1A C11A 127.8(6) . . ? C5A C1A C11A 127.0(6) . . ? C2A C1A Fe1A 68.0(4) . . ? C5A C1A Fe1A 69.6(4) . . ? C11A C1A Fe1A 123.0(4) . . ? C2A C3A C4A 106.1(7) . . ? C2A C3A Fe1A 67.5(4) . . ? C4A C3A Fe1A 70.1(5) . . ? C4A C5A C1A 109.4(7) . . ? C4A C5A Fe1A 71.4(4) . . ? C1A C5A Fe1A 69.5(4) . . ? C5A C4A C3A 108.5(7) . . ? C5A C4A Fe1A 69.0(4) . . ? C3A C4A Fe1A 69.4(5) . . ? C3A C2A C1A 111.0(7) . . ? C3A C2A Fe1A 72.3(5) . . ? C1A C2A Fe1A 70.8(4) . . ? C8A C7A C6A 109.1(13) . . ? C8A C7A Fe1A 71.9(7) . . ? C6A C7A Fe1A 71.1(6) . . ? C7A C8A C9A 110.9(11) . . ? C7A C8A Fe1A 70.0(6) . . ? C9A C8A Fe1A 70.4(6) . . ? C8A C9A C10A 103.5(11) . . ? C8A C9A Fe1A 69.0(6) . . ? C10A C9A Fe1A 67.5(6) . . ? C6A C10A C9A 107.0(13) . . ? C6A C10A Fe1A 71.0(7) . . ? C9A C10A Fe1A 70.4(7) . . ? C10A C6A C7A 109.4(12) . . ? C10A C6A Fe1A 69.4(8) . . ? C7A C6A Fe1A 69.3(6) . . ? C2 C1 C5 107.0(8) . . ? C2 C1 C11 128.7(8) . . ? C5 C1 C11 124.3(8) . . ? C2 C1 Fe1 68.9(5) . . ? C5 C1 Fe1 69.9(4) . . ? C11 C1 Fe1 126.5(5) . . ? C1 C2 C3 104.9(10) . . ? C1 C2 Fe1 70.8(4) . . ? C3 C2 Fe1 67.7(6) . . ? C4 C5 C1 111.8(9) . . ? C4 C5 Fe1 71.0(6) . . ? C1 C5 Fe1 69.3(4) . . ? C5 C4 C3 105.9(10) . . ? C5 C4 Fe1 70.4(6) . . ? C3 C4 Fe1 67.5(7) . . ? C4 C3 C2 110.4(10) . . ? C4 C3 Fe1 72.4(6) . . ? C2 C3 Fe1 69.5(6) . . ? O2 C13 O1 123.9(7) . . ? O2 C13 C12 119.8(6) . . ? O1 C13 C12 116.1(6) . . ? N1 C12 C13 110.5(5) . . ? N1 C12 C14 110.2(5) . . ? C13 C12 C14 111.2(6) . . ? C13 O1 Cu1 113.6(5) . . ? C13A O1A Cu1 114.8(4) . . ? O2A C13A O1A 123.0(6) . . ? O2A C13A C12A 120.2(6) . . ? O1A C13A C12A 116.8(5) . . ? N1A C12A C14A 115.7(5) . . ? N1A C12A C13A 107.1(5) . . ? C14A C12A C13A 111.4(5) . . ? C12 N1 C11 112.6(5) . . ? C12 N1 Cu1 104.8(4) . . ? C11 N1 Cu1 113.1(4) . . ? C1 C11 N1 111.2(6) . . ? C12A N1A C11A 112.7(5) . . ? C12A N1A Cu1 107.0(4) . . ? C11A N1A Cu1 119.8(4) . . ? C1A C11A N1A 113.0(5) . . ? C15 O3 Cu1 124.7(4) . . ? C15A C14A C12A 113.0(6) . . ? O3 C15 N2 122.2(6) . . ? O3 C15 C14 122.7(6) . . ? N2 C15 C14 115.0(6) . . ? C15 C14 C12 114.4(5) . . ? O3A C15A N2A 125.6(8) . . ? O3A C15A C14A 119.9(6) . . ? N2A C15A C14A 114.5(7) . . ? C9 C8 C7 113.2(15) . . ? C9 C8 Fe1 72.1(6) . . ? C7 C8 Fe1 68.7(6) . . ? C8 C9 C10 107.9(15) . . ? C8 C9 Fe1 69.0(7) . . ? C10 C9 Fe1 70.3(7) . . ? C6 C10 C9 105.8(16) . . ? C6 C10 Fe1 68.6(8) . . ? C9 C10 Fe1 69.5(7) . . ? C10 C6 C7 110.4(15) . . ? C10 C6 Fe1 71.3(8) . . ? C7 C6 Fe1 67.4(9) . . ? C8 C7 C6 102.4(14) . . ? C8 C7 Fe1 70.6(7) . . ? C6 C7 Fe1 70.4(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.81 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.827 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.095 _exptl_crystal_recrystallization_method 'methanol ether' data_cu-ser-fc_0m _database_code_depnum_ccdc_archive 'CCDC 652097' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point 503 _chemical_formula_moiety 'C28 H34 Cu Fe2 N2 O7' _chemical_formula_sum 'C28 H34 Cu Fe2 N2 O7' _chemical_formula_weight 685.036 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_int_tables_number 19 _symmetry_space_group_name_Hall 'P 2ac 2ab' _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.8867(2) _cell_length_b 11.1661(3) _cell_length_c 32.3867(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2852.09(13) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 7508 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 27.54 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1412.0 _exptl_absorpt_coefficient_mu 1.791 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 35054 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 28.32 _reflns_number_total 7124 _reflns_number_gt 6409 _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^)+(0.0469P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.001(9) _refine_ls_number_reflns 7124 _refine_ls_number_parameters 368 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0699 _refine_ls_wR_factor_gt 0.0615 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _refine_ls_shift/su_max 0.003 _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 Cu1 Cu 0.09982(3) 0.87385(2) 0.955201(7) 0.02769(6) Uani 1 1 d . . . Fe1 Fe 0.51240(4) 0.69621(3) 0.810363(10) 0.04095(9) Uani 1 1 d . . . Fe1A Fe -0.03371(5) 1.20457(3) 0.848951(10) 0.04209(9) Uani 1 1 d . . . O1A O 0.31137(18) 0.95258(13) 0.96750(5) 0.0355(3) Uani 1 1 d . . . C12A C 0.1220(3) 1.10440(16) 0.99212(6) 0.0284(4) Uani 1 1 d . . . H2 H 0.1134 1.1858 0.9810 0.034 Uiso 1 1 calc R . . C13A C 0.2987(3) 1.05639(18) 0.98257(6) 0.0300(4) Uani 1 1 d . . . C1 C 0.3463(3) 0.68693(18) 0.85787(6) 0.0315(4) Uani 1 1 d . . . C5 C 0.4651(3) 0.5923(2) 0.86022(7) 0.0403(5) Uani 1 1 d . . . H3 H 0.5434 0.5773 0.8831 0.048 Uiso 1 1 calc R . . C2 C 0.2593(3) 0.6754(2) 0.81970(7) 0.0401(5) Uani 1 1 d . . . H5 H 0.1700 0.7288 0.8095 0.048 Uiso 1 1 calc R . . C3 C 0.3264(3) 0.5743(2) 0.79847(7) 0.0481(6) Uani 1 1 d . . . H6 H 0.2916 0.5458 0.7711 0.058 Uiso 1 1 calc R . . C10 C 0.7464(6) 0.7633(6) 0.81856(14) 0.1084(19) Uani 1 1 d . . . H8 H 0.8209 0.7500 0.8423 0.130 Uiso 1 1 calc R . . C6 C 0.6274(7) 0.8574(4) 0.81361(16) 0.1071(17) Uani 1 1 d . . . H7 H 0.6030 0.9208 0.8337 0.129 Uiso 1 1 calc R . . C1A C 0.0166(3) 1.10705(18) 0.90076(6) 0.0351(5) Uani 1 1 d . . . C5A C 0.1416(3) 1.1969(3) 0.89493(8) 0.0499(6) Uani 1 1 d . . . H12 H 0.1685 1.2615 0.9143 0.060 Uiso 1 1 calc R . . C2A C 0.0206(4) 1.0325(2) 0.86504(8) 0.0508(6) Uani 1 1 d . . . H9 H -0.0516 0.9626 0.8600 0.061 Uiso 1 1 calc R . . C3A C 0.1463(4) 1.0778(3) 0.83794(9) 0.0689(9) Uani 1 1 d . . . H10 H 0.1758 1.0447 0.8109 0.083 Uiso 1 1 calc R . . C4A C 0.2203(4) 1.1775(3) 0.85628(10) 0.0672(9) Uani 1 1 d . . . H11 H 0.3106 1.2267 0.8443 0.081 Uiso 1 1 calc R . . C7A C -0.2752(4) 1.2689(3) 0.85306(11) 0.0671(9) Uani 1 1 d . . . H15 H -0.3565 1.2486 0.8748 0.081 Uiso 1 1 calc R . . C8A C -0.2537(5) 1.2055(3) 0.81624(11) 0.0748(10) Uani 1 1 d . . . H14 H -0.3183 1.1350 0.8075 0.090 Uiso 1 1 calc R . . N1A N -0.0102(2) 1.02932(14) 0.97218(5) 0.0288(3) Uani 1 1 d . . . H1A H -0.0899 1.0121 0.9916 0.035 Uiso 1 1 calc R . . O2A O 0.42336(19) 1.11950(13) 0.99135(5) 0.0423(4) Uani 1 1 d . . . O2 O -0.2064(2) 0.61661(15) 0.92619(5) 0.0436(4) Uani 1 1 d . . . O1 O -0.10572(19) 0.79863(13) 0.93679(5) 0.0370(3) Uani 1 1 d . . . N1 N 0.2189(2) 0.73658(14) 0.92694(5) 0.0264(3) Uani 1 1 d . . . H1 H 0.2962 0.7058 0.9449 0.032 Uiso 1 1 calc R . . C12 C 0.0904(3) 0.64263(16) 0.91854(6) 0.0286(4) Uani 1 1 d . . . H16 H 0.0943 0.6260 0.8888 0.034 Uiso 1 1 calc R . . C13 C -0.0878(3) 0.68725(17) 0.92822(6) 0.0304(4) Uani 1 1 d . . . C11 C 0.3129(3) 0.78123(19) 0.88973(6) 0.0360(5) Uani 1 1 d . . . H18A H 0.2479 0.8453 0.8771 0.043 Uiso 1 1 calc R . . H18B H 0.4204 0.8147 0.8986 0.043 Uiso 1 1 calc R . . O4 O 0.0502(2) 0.78491(16) 1.02115(5) 0.0405(4) Uani 1 1 d . . . H5A H 0.1308 0.7989 1.0364 0.061 Uiso 1 1 calc R . . C4 C 0.4514(4) 0.5227(2) 0.82369(8) 0.0517(7) Uani 1 1 d . . . H19 H 0.5198 0.4521 0.8169 0.062 Uiso 1 1 calc R . . C6A C -0.1653(5) 1.3619(3) 0.85422(11) 0.0703(9) Uani 1 1 d . . . H23 H -0.1543 1.4197 0.8769 0.084 Uiso 1 1 calc R . . C8 C 0.6245(5) 0.7497(5) 0.75654(11) 0.0964(15) Uani 1 1 d . . . H21 H 0.5933 0.7206 0.7290 0.116 Uiso 1 1 calc R . . C9A C -0.1255(6) 1.2619(4) 0.79397(10) 0.0912(13) Uani 1 1 d . . . H25 H -0.0840 1.2383 0.7666 0.109 Uiso 1 1 calc R . . C7 C 0.5529(6) 0.8436(5) 0.77555(17) 0.1085(16) Uani 1 1 d . . . H22 H 0.4647 0.8954 0.7639 0.130 Uiso 1 1 calc R . . C9 C 0.7425(5) 0.6968(5) 0.78184(16) 0.0996(13) Uani 1 1 d . . . H20 H 0.8120 0.6266 0.7753 0.120 Uiso 1 1 calc R . . C10A C -0.0674(5) 1.3611(3) 0.81770(14) 0.0897(13) Uani 1 1 d . . . H24 H 0.0206 1.4187 0.8099 0.108 Uiso 1 1 calc R . . C11A C -0.0976(3) 1.09090(18) 0.93716(7) 0.0353(4) Uani 1 1 d . . . H26A H -0.1956 1.0442 0.9289 0.042 Uiso 1 1 calc R . . H26B H -0.1374 1.1687 0.9463 0.042 Uiso 1 1 calc R . . C14A C 0.0957(3) 1.11043(18) 1.03864(6) 0.0379(5) Uani 1 1 d . . . H27A H 0.0987 1.0299 1.0499 0.045 Uiso 1 1 calc R . . H27B H 0.1881 1.1553 1.0509 0.045 Uiso 1 1 calc R . . C14 C 0.1351(3) 0.52650(18) 0.94063(7) 0.0385(5) Uani 1 1 d . . . H28A H 0.0450 0.4686 0.9365 0.046 Uiso 1 1 calc R . . H28B H 0.2385 0.4937 0.9290 0.046 Uiso 1 1 calc R . . O3 O 0.1580(2) 0.54724(15) 0.98372(5) 0.0417(4) Uani 1 1 d . . . H7A H 0.0970 0.5016 0.9969 0.063 Uiso 1 1 calc R . . O3A O -0.0578(2) 1.16429(14) 1.04941(6) 0.0506(4) Uani 1 1 d . . . H6A H -0.0651 1.2298 1.0381 0.076 Uiso 1 1 calc R . . H100 H 0.065(4) 0.724(2) 1.0168(8) 0.043(8) 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 Cu1 0.02611(12) 0.02431(10) 0.03265(12) -0.00420(10) -0.00035(10) -0.00030(10) Fe1 0.03770(18) 0.0565(2) 0.02863(15) 0.00217(14) 0.00582(13) -0.00228(17) Fe1A 0.0520(2) 0.04155(17) 0.03273(16) 0.00604(14) -0.01074(14) 0.00024(16) O1A 0.0277(7) 0.0313(7) 0.0475(9) -0.0104(6) 0.0007(6) -0.0011(6) C12A 0.0340(11) 0.0201(8) 0.0311(10) -0.0007(7) -0.0032(8) 0.0015(8) C13A 0.0315(11) 0.0279(9) 0.0306(10) 0.0035(8) -0.0033(8) -0.0012(8) C1 0.0343(11) 0.0326(10) 0.0277(10) 0.0006(8) 0.0050(8) -0.0010(9) C5 0.0470(13) 0.0425(12) 0.0313(11) 0.0042(9) 0.0010(9) 0.0063(10) C2 0.0338(11) 0.0525(14) 0.0340(11) 0.0035(10) -0.0011(9) 0.0003(10) C3 0.0549(15) 0.0566(14) 0.0329(12) -0.0103(11) -0.0001(11) -0.0044(13) C10 0.067(2) 0.170(5) 0.088(3) 0.047(3) -0.017(2) -0.066(3) C6 0.136(4) 0.089(3) 0.096(3) -0.005(2) 0.046(3) -0.063(3) C1A 0.0378(11) 0.0332(10) 0.0343(10) 0.0057(8) -0.0080(9) 0.0037(9) C5A 0.0465(14) 0.0564(14) 0.0469(14) 0.0126(12) -0.0136(11) -0.0088(13) C2A 0.0660(17) 0.0397(12) 0.0467(14) -0.0003(10) -0.0043(13) 0.0105(13) C3A 0.079(2) 0.083(2) 0.0449(16) 0.0086(15) 0.0130(15) 0.0342(19) C4A 0.0491(16) 0.095(3) 0.0581(18) 0.0279(18) 0.0029(13) -0.0044(17) C7A 0.0559(18) 0.075(2) 0.070(2) 0.0132(17) -0.0182(15) 0.0130(16) C8A 0.083(2) 0.0698(19) 0.071(2) -0.0047(18) -0.0449(19) 0.008(2) N1A 0.0275(9) 0.0280(7) 0.0309(8) 0.0033(6) -0.0002(7) 0.0011(7) O2A 0.0371(8) 0.0295(7) 0.0602(10) 0.0028(7) -0.0109(7) -0.0066(7) O2 0.0339(8) 0.0404(8) 0.0565(10) -0.0065(8) -0.0002(7) -0.0108(7) O1 0.0291(7) 0.0313(7) 0.0508(8) -0.0078(6) -0.0028(7) -0.0010(7) N1 0.0274(9) 0.0263(8) 0.0253(8) 0.0001(6) 0.0016(6) -0.0009(6) C12 0.0313(10) 0.0267(9) 0.0277(9) -0.0043(7) 0.0005(8) -0.0024(8) C13 0.0315(10) 0.0341(10) 0.0256(9) 0.0005(8) -0.0040(8) -0.0054(9) C11 0.0438(12) 0.0308(10) 0.0336(11) -0.0016(9) 0.0116(9) -0.0037(9) O4 0.0407(9) 0.0361(9) 0.0446(9) 0.0043(8) -0.0071(7) -0.0006(7) C4 0.0634(18) 0.0460(13) 0.0456(14) -0.0084(11) 0.0066(12) 0.0128(12) C6A 0.085(2) 0.0537(17) 0.072(2) -0.0001(16) -0.0272(18) 0.0165(17) C8 0.081(3) 0.162(4) 0.0461(18) 0.016(2) 0.0247(19) -0.026(3) C9A 0.123(4) 0.114(3) 0.0364(16) 0.0159(18) -0.0180(19) 0.040(3) C7 0.099(3) 0.116(4) 0.111(4) 0.062(3) 0.031(3) -0.019(3) C9 0.053(2) 0.148(4) 0.097(3) 0.009(3) 0.033(2) -0.004(3) C10A 0.085(3) 0.068(2) 0.116(3) 0.054(2) -0.025(2) -0.009(2) C11A 0.0313(10) 0.0336(10) 0.0409(11) 0.0044(8) -0.0054(9) 0.0047(9) C14A 0.0518(13) 0.0295(9) 0.0323(11) -0.0040(8) -0.0015(10) 0.0056(10) C14 0.0411(13) 0.0258(9) 0.0487(13) 0.0010(9) 0.0008(10) -0.0002(9) O3 0.0378(9) 0.0395(8) 0.0478(9) 0.0123(7) -0.0082(7) -0.0094(7) O3A 0.0592(11) 0.0358(8) 0.0567(11) 0.0008(7) 0.0222(9) 0.0056(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.9206(15) . ? Cu1 O1A 1.9275(15) . ? Cu1 N1 2.0172(16) . ? Cu1 N1A 2.0172(16) . ? Cu1 O4 2.3876(17) . ? Fe1 C10 2.009(4) . ? Fe1 C6 2.018(4) . ? Fe1 C7 2.021(4) . ? Fe1 C1 2.023(2) . ? Fe1 C5 2.023(2) . ? Fe1 C2 2.032(2) . ? Fe1 C9 2.036(3) . ? Fe1 C3 2.038(3) . ? Fe1 C4 2.043(3) . ? Fe1 C8 2.044(3) . ? Fe1A C9A 2.026(3) . ? Fe1A C8A 2.033(3) . ? Fe1A C5A 2.034(2) . ? Fe1A C2A 2.036(2) . ? Fe1A C3A 2.036(3) . ? Fe1A C10A 2.037(3) . ? Fe1A C1A 2.0392(19) . ? Fe1A C7A 2.040(3) . ? Fe1A C4A 2.040(3) . ? Fe1A C6A 2.048(3) . ? O1A C13A 1.262(3) . ? C12A N1A 1.486(2) . ? C12A C14A 1.522(3) . ? C12A C13A 1.525(3) . ? C12A H2 0.9800 . ? C13A O2A 1.243(2) . ? C1 C5 1.414(3) . ? C1 C2 1.420(3) . ? C1 C11 1.498(3) . ? C5 C4 1.419(3) . ? C5 H3 0.9800 . ? C2 C3 1.424(4) . ? C2 H5 0.9800 . ? C3 C4 1.404(4) . ? C3 H6 0.9800 . ? C10 C9 1.403(7) . ? C10 C6 1.418(7) . ? C10 H8 0.9800 . ? C6 C7 1.374(7) . ? C6 H7 0.9800 . ? C1A C5A 1.419(3) . ? C1A C2A 1.425(3) . ? C1A C11A 1.494(3) . ? C5A C4A 1.414(4) . ? C5A H12 0.9800 . ? C2A C3A 1.418(4) . ? C2A H9 0.9800 . ? C3A C4A 1.390(5) . ? C3A H10 0.9800 . ? C4A H11 0.9800 . ? C7A C6A 1.353(5) . ? C7A C8A 1.397(5) . ? C7A H15 0.9800 . ? C8A C9A 1.392(6) . ? C8A H14 0.9800 . ? N1A C11A 1.495(3) . ? N1A H1A 0.9100 . ? O2 C13 1.226(3) . ? O1 C13 1.282(2) . ? N1 C12 1.484(2) . ? N1 C11 1.500(2) . ? N1 H1 0.9100 . ? C12 C14 1.522(3) . ? C12 C13 1.524(3) . ? C12 H16 0.9800 . ? C11 H18A 0.9700 . ? C11 H18B 0.9700 . ? O4 H5A 0.8200 . ? O4 H100 0.70(3) . ? C4 H19 0.9800 . ? C6A C10A 1.412(5) . ? C6A H23 0.9800 . ? C8 C7 1.341(6) . ? C8 C9 1.373(6) . ? C8 H21 0.9800 . ? C9A C10A 1.423(6) . ? C9A H25 0.9800 . ? C7 H22 0.9800 . ? C9 H20 0.9800 . ? C10A H24 0.9800 . ? C11A H26A 0.9700 . ? C11A H26B 0.9700 . ? C14A O3A 1.396(3) . ? C14A H27A 0.9700 . ? C14A H27B 0.9700 . ? C14 O3 1.426(3) . ? C14 H28A 0.9700 . ? C14 H28B 0.9700 . ? O3 H7A 0.8200 . ? O3A H6A 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1A 173.83(7) . . ? O1 Cu1 N1 85.40(7) . . ? O1A Cu1 N1 92.14(6) . . ? O1 Cu1 N1A 95.62(7) . . ? O1A Cu1 N1A 85.61(7) . . ? N1 Cu1 N1A 167.93(7) . . ? O1 Cu1 O4 87.57(6) . . ? O1A Cu1 O4 98.43(6) . . ? N1 Cu1 O4 99.56(7) . . ? N1A Cu1 O4 92.51(7) . . ? C10 Fe1 C6 41.2(2) . . ? C10 Fe1 C7 68.0(2) . . ? C6 Fe1 C7 39.78(19) . . ? C10 Fe1 C1 120.87(16) . . ? C6 Fe1 C1 107.28(14) . . ? C7 Fe1 C1 124.64(17) . . ? C10 Fe1 C5 106.14(14) . . ? C6 Fe1 C5 123.57(17) . . ? C7 Fe1 C5 160.36(19) . . ? C1 Fe1 C5 40.91(9) . . ? C10 Fe1 C2 157.7(2) . . ? C6 Fe1 C2 122.37(19) . . ? C7 Fe1 C2 109.35(16) . . ? C1 Fe1 C2 40.99(9) . . ? C5 Fe1 C2 68.57(10) . . ? C10 Fe1 C9 40.6(2) . . ? C6 Fe1 C9 67.7(2) . . ? C7 Fe1 C9 66.6(2) . . ? C1 Fe1 C9 157.23(16) . . ? C5 Fe1 C9 121.89(17) . . ? C2 Fe1 C9 160.59(17) . . ? C10 Fe1 C3 159.3(2) . . ? C6 Fe1 C3 158.3(2) . . ? C7 Fe1 C3 123.55(18) . . ? C1 Fe1 C3 69.12(9) . . ? C5 Fe1 C3 68.58(10) . . ? C2 Fe1 C3 40.97(10) . . ? C9 Fe1 C3 123.90(18) . . ? C10 Fe1 C4 122.8(2) . . ? C6 Fe1 C4 160.2(2) . . ? C7 Fe1 C4 158.12(19) . . ? C1 Fe1 C4 68.79(9) . . ? C5 Fe1 C4 40.86(10) . . ? C2 Fe1 C4 68.22(11) . . ? C9 Fe1 C4 107.98(17) . . ? C3 Fe1 C4 40.24(11) . . ? C10 Fe1 C8 66.84(17) . . ? C6 Fe1 C8 65.77(18) . . ? C7 Fe1 C8 38.53(18) . . ? C1 Fe1 C8 160.67(17) . . ? C5 Fe1 C8 158.14(17) . . ? C2 Fe1 C8 125.81(14) . . ? C9 Fe1 C8 39.35(17) . . ? C3 Fe1 C8 110.19(15) . . ? C4 Fe1 C8 124.00(17) . . ? C9A Fe1A C8A 40.12(17) . . ? C9A Fe1A C5A 154.13(17) . . ? C8A Fe1A C5A 164.15(15) . . ? C9A Fe1A C2A 126.76(15) . . ? C8A Fe1A C2A 108.53(14) . . ? C5A Fe1A C2A 68.27(11) . . ? C9A Fe1A C3A 108.36(14) . . ? C8A Fe1A C3A 120.50(15) . . ? C5A Fe1A C3A 67.96(12) . . ? C2A Fe1A C3A 40.75(12) . . ? C9A Fe1A C10A 41.02(16) . . ? C8A Fe1A C10A 67.99(16) . . ? C5A Fe1A C10A 119.26(14) . . ? C2A Fe1A C10A 164.61(16) . . ? C3A Fe1A C10A 126.89(17) . . ? C9A Fe1A C1A 164.04(16) . . ? C8A Fe1A C1A 126.71(14) . . ? C5A Fe1A C1A 40.77(9) . . ? C2A Fe1A C1A 40.94(9) . . ? C3A Fe1A C1A 68.73(10) . . ? C10A Fe1A C1A 153.17(15) . . ? C9A Fe1A C7A 67.19(16) . . ? C8A Fe1A C7A 40.12(14) . . ? C5A Fe1A C7A 127.00(13) . . ? C2A Fe1A C7A 120.78(14) . . ? C3A Fe1A C7A 155.13(16) . . ? C10A Fe1A C7A 66.95(16) . . ? C1A Fe1A C7A 108.43(12) . . ? C9A Fe1A C4A 120.01(17) . . ? C8A Fe1A C4A 154.10(16) . . ? C5A Fe1A C4A 40.62(11) . . ? C2A Fe1A C4A 67.91(14) . . ? C3A Fe1A C4A 39.87(14) . . ? C10A Fe1A C4A 108.25(16) . . ? C1A Fe1A C4A 68.53(10) . . ? C7A Fe1A C4A 164.06(16) . . ? C9A Fe1A C6A 67.72(14) . . ? C8A Fe1A C6A 66.82(14) . . ? C5A Fe1A C6A 108.65(12) . . ? C2A Fe1A C6A 153.48(14) . . ? C3A Fe1A C6A 164.66(15) . . ? C10A Fe1A C6A 40.46(15) . . ? C1A Fe1A C6A 119.22(12) . . ? C7A Fe1A C6A 38.67(13) . . ? C4A Fe1A C6A 127.97(16) . . ? C13A O1A Cu1 115.50(14) . . ? N1A C12A C14A 111.07(17) . . ? N1A C12A C13A 110.79(15) . . ? C14A C12A C13A 109.94(17) . . ? N1A C12A H2 108.3 . . ? C14A C12A H2 108.3 . . ? C13A C12A H2 108.3 . . ? O2A C13A O1A 123.2(2) . . ? O2A C13A C12A 118.51(17) . . ? O1A C13A C12A 118.28(18) . . ? C5 C1 C2 107.42(19) . . ? C5 C1 C11 127.2(2) . . ? C2 C1 C11 125.3(2) . . ? C5 C1 Fe1 69.55(12) . . ? C2 C1 Fe1 69.84(12) . . ? C11 C1 Fe1 127.00(15) . . ? C1 C5 C4 108.3(2) . . ? C1 C5 Fe1 69.54(11) . . ? C4 C5 Fe1 70.29(14) . . ? C1 C5 H3 125.9 . . ? C4 C5 H3 125.9 . . ? Fe1 C5 H3 125.9 . . ? C1 C2 C3 108.2(2) . . ? C1 C2 Fe1 69.17(13) . . ? C3 C2 Fe1 69.74(14) . . ? C1 C2 H5 125.9 . . ? C3 C2 H5 125.9 . . ? Fe1 C2 H5 125.9 . . ? C4 C3 C2 107.8(2) . . ? C4 C3 Fe1 70.05(16) . . ? C2 C3 Fe1 69.29(14) . . ? C4 C3 H6 126.1 . . ? C2 C3 H6 126.1 . . ? Fe1 C3 H6 126.1 . . ? C9 C10 C6 106.4(4) . . ? C9 C10 Fe1 70.7(2) . . ? C6 C10 Fe1 69.7(2) . . ? C9 C10 H8 126.8 . . ? C6 C10 H8 126.8 . . ? Fe1 C10 H8 126.8 . . ? C7 C6 C10 107.6(4) . . ? C7 C6 Fe1 70.2(2) . . ? C10 C6 Fe1 69.1(2) . . ? C7 C6 H7 126.2 . . ? C10 C6 H7 126.2 . . ? Fe1 C6 H7 126.2 . . ? C5A C1A C2A 106.8(2) . . ? C5A C1A C11A 127.5(2) . . ? C2A C1A C11A 125.7(2) . . ? C5A C1A Fe1A 69.41(12) . . ? C2A C1A Fe1A 69.41(13) . . ? C11A C1A Fe1A 126.60(15) . . ? C4A C5A C1A 108.3(3) . . ? C4A C5A Fe1A 69.91(16) . . ? C1A C5A Fe1A 69.82(12) . . ? C4A C5A H12 125.8 . . ? C1A C5A H12 125.8 . . ? Fe1A C5A H12 125.8 . . ? C3A C2A C1A 108.0(3) . . ? C3A C2A Fe1A 69.62(16) . . ? C1A C2A Fe1A 69.65(13) . . ? C3A C2A H9 126.0 . . ? C1A C2A H9 126.0 . . ? Fe1A C2A H9 126.0 . . ? C4A C3A C2A 108.3(3) . . ? C4A C3A Fe1A 70.21(19) . . ? C2A C3A Fe1A 69.62(16) . . ? C4A C3A H10 125.8 . . ? C2A C3A H10 125.8 . . ? Fe1A C3A H10 125.8 . . ? C3A C4A C5A 108.5(3) . . ? C3A C4A Fe1A 69.92(19) . . ? C5A C4A Fe1A 69.47(16) . . ? C3A C4A H11 125.8 . . ? C5A C4A H11 125.8 . . ? Fe1A C4A H11 125.8 . . ? C6A C7A C8A 109.6(3) . . ? C6A C7A Fe1A 70.98(19) . . ? C8A C7A Fe1A 69.7(2) . . ? C6A C7A H15 125.2 . . ? C8A C7A H15 125.2 . . ? Fe1A C7A H15 125.2 . . ? C9A C8A C7A 107.5(3) . . ? C9A C8A Fe1A 69.7(2) . . ? C7A C8A Fe1A 70.21(17) . . ? C9A C8A H14 126.2 . . ? C7A C8A H14 126.2 . . ? Fe1A C8A H14 126.2 . . ? C12A N1A C11A 113.20(15) . . ? C12A N1A Cu1 107.58(12) . . ? C11A N1A Cu1 112.79(12) . . ? C12A N1A H1A 107.7 . . ? C11A N1A H1A 107.7 . . ? Cu1 N1A H1A 107.7 . . ? C13 O1 Cu1 113.46(14) . . ? C12 N1 C11 115.15(16) . . ? C12 N1 Cu1 107.60(12) . . ? C11 N1 Cu1 110.00(12) . . ? C12 N1 H1 108.0 . . ? C11 N1 H1 108.0 . . ? Cu1 N1 H1 108.0 . . ? N1 C12 C14 110.96(17) . . ? N1 C12 C13 111.16(14) . . ? C14 C12 C13 113.28(17) . . ? N1 C12 H16 107.0 . . ? C14 C12 H16 107.0 . . ? C13 C12 H16 107.0 . . ? O2 C13 O1 123.5(2) . . ? O2 C13 C12 118.87(17) . . ? O1 C13 C12 117.62(17) . . ? C1 C11 N1 114.00(17) . . ? C1 C11 H18A 108.8 . . ? N1 C11 H18A 108.8 . . ? C1 C11 H18B 108.8 . . ? N1 C11 H18B 108.8 . . ? H18A C11 H18B 107.6 . . ? Cu1 O4 H5A 109.5 . . ? Cu1 O4 H100 101(2) . . ? H5A O4 H100 100.0 . . ? C3 C4 C5 108.3(2) . . ? C3 C4 Fe1 69.71(15) . . ? C5 C4 Fe1 68.85(14) . . ? C3 C4 H19 125.8 . . ? C5 C4 H19 125.8 . . ? Fe1 C4 H19 125.8 . . ? C7A C6A C10A 108.8(3) . . ? C7A C6A Fe1A 70.35(18) . . ? C10A C6A Fe1A 69.36(19) . . ? C7A C6A H23 125.6 . . ? C10A C6A H23 125.6 . . ? Fe1A C6A H23 125.6 . . ? C7 C8 C9 110.3(4) . . ? C7 C8 Fe1 69.8(2) . . ? C9 C8 Fe1 70.0(2) . . ? C7 C8 H21 124.8 . . ? C9 C8 H21 124.8 . . ? Fe1 C8 H21 124.8 . . ? C8A C9A C10A 107.8(3) . . ? C8A C9A Fe1A 70.18(17) . . ? C10A C9A Fe1A 69.89(17) . . ? C8A C9A H25 126.1 . . ? C10A C9A H25 126.1 . . ? Fe1A C9A H25 126.1 . . ? C8 C7 C6 108.6(5) . . ? C8 C7 Fe1 71.7(2) . . ? C6 C7 Fe1 70.0(2) . . ? C8 C7 H22 125.7 . . ? C6 C7 H22 125.7 . . ? Fe1 C7 H22 125.7 . . ? C8 C9 C10 107.0(5) . . ? C8 C9 Fe1 70.6(2) . . ? C10 C9 Fe1 68.7(2) . . ? C8 C9 H20 126.5 . . ? C10 C9 H20 126.5 . . ? Fe1 C9 H20 126.5 . . ? C6A C10A C9A 106.3(3) . . ? C6A C10A Fe1A 70.18(17) . . ? C9A C10A Fe1A 69.09(18) . . ? C6A C10A H24 126.8 . . ? C9A C10A H24 126.8 . . ? Fe1A C10A H24 126.8 . . ? C1A C11A N1A 112.11(18) . . ? C1A C11A H26A 109.2 . . ? N1A C11A H26A 109.2 . . ? C1A C11A H26B 109.2 . . ? N1A C11A H26B 109.2 . . ? H26A C11A H26B 107.9 . . ? O3A C14A C12A 112.62(18) . . ? O3A C14A H27A 109.1 . . ? C12A C14A H27A 109.1 . . ? O3A C14A H27B 109.1 . . ? C12A C14A H27B 109.1 . . ? H27A C14A H27B 107.8 . . ? O3 C14 C12 110.54(17) . . ? O3 C14 H28A 109.5 . . ? C12 C14 H28A 109.5 . . ? O3 C14 H28B 109.5 . . ? C12 C14 H28B 109.5 . . ? H28A C14 H28B 108.1 . . ? C14 O3 H7A 109.5 . . ? C14A O3A H6A 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.348 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.142 _chemical_compound_source Synthesized _exptl_crystal_recrystallization_method Methanol/Diethylether data_ss2 _database_code_depnum_ccdc_archive 'CCDC 652098' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Cu(S-fThr)2 _chemical_melting_point ? _chemical_formula_moiety 'C30 H39 Cu Fe2 N2 O10' _chemical_formula_sum 'C30 H39 Cu Fe2 N2 O10' _chemical_formula_weight 762.89 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_int_tables_number 19 _symmetry_space_group_name_Hall 'P 2ac 2ab' _chemical_absolute_configuration syn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.4664(4) _cell_length_b 14.7857(8) _cell_length_c 30.2110(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3335.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4739 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 17.81 _exptl_crystal_description 'stable in air' _exptl_crystal_colour green _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _exptl_crystal_density_meas 1.519 _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 1.546 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28885 _diffrn_reflns_av_R_equivalents 0.0453 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 23.12 _reflns_number_total 4706 _reflns_number_gt 3888 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _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^)+(0.0331P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.016(14) _refine_ls_number_reflns 4706 _refine_ls_number_parameters 426 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0720 _refine_ls_wR_factor_gt 0.0678 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.003 _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 O5 O 0.9078(11) 0.7916(4) 0.99702(15) 0.205(4) Uani 1 1 d . . . Cu1 Cu 0.81403(7) 0.56064(4) 0.906422(15) 0.04054(15) Uani 1 1 d . . . Fe1 Fe 0.97116(8) 0.78568(4) 0.744758(18) 0.04087(17) Uani 1 1 d . . . Fe2 Fe 1.00090(9) 0.50032(5) 1.103245(18) 0.05074(19) Uani 1 1 d . . . N1 N 0.8496(4) 0.4830(2) 0.96050(9) 0.0382(9) Uani 1 1 d . . . H1 H 0.7397 0.4632 0.9692 0.046 Uiso 1 1 calc R . . N1A N 0.7396(4) 0.6011(2) 0.84565(10) 0.0349(8) Uani 1 1 d . . . H105 H 0.7556 0.5535 0.8269 0.042 Uiso 1 1 calc R . . O2 O 1.2203(4) 0.3922(2) 0.90294(10) 0.0613(9) Uani 1 1 d . . . O1 O 1.0214(4) 0.49588(19) 0.88362(8) 0.0443(7) Uani 1 1 d . . . O2A O 0.3434(4) 0.6784(2) 0.90108(11) 0.0704(10) Uani 1 1 d . . . O1A O 0.5936(4) 0.6172(2) 0.92582(9) 0.0548(9) Uani 1 1 d . . . O4 O 0.9844(5) 0.6806(3) 0.92560(12) 0.0587(10) Uani 1 1 d . . . C12A C 0.5436(5) 0.6208(3) 0.84738(12) 0.0380(10) Uani 1 1 d . . . H4 H 0.5181 0.6737 0.8288 0.046 Uiso 1 1 calc R . . C13 C 1.0771(5) 0.4333(3) 0.90799(13) 0.0432(10) Uani 1 1 d . . . C13A C 0.4875(6) 0.6414(3) 0.89495(14) 0.0466(11) Uani 1 1 d . . . C12 C 0.9517(5) 0.4035(3) 0.94562(13) 0.0404(11) Uani 1 1 d . . . H104 H 1.0234 0.3804 0.9703 0.048 Uiso 1 1 calc R . . C4 C 0.7634(9) 0.4372(6) 1.10615(18) 0.095(2) Uani 1 1 d . . . H9 H 0.6880 0.4374 1.1307 0.114 Uiso 1 1 calc R . . C5 C 0.7599(7) 0.5002(4) 1.07194(15) 0.0685(15) Uani 1 1 d . . . H8 H 0.6798 0.5481 1.0692 0.082 Uiso 1 1 calc R . . C3 C 0.8957(10) 0.3746(4) 1.09805(18) 0.089(2) Uani 1 1 d . . . H7 H 0.9234 0.3247 1.1155 0.107 Uiso 1 1 calc R . . C1 C 0.8995(6) 0.4787(3) 1.04218(13) 0.0490(12) Uani 1 1 d . . . C2 C 0.9827(9) 0.4006(3) 1.05788(15) 0.0733(16) Uani 1 1 d . . . H6 H 1.0781 0.3707 1.0446 0.088 Uiso 1 1 calc R . . C8 C 1.1833(10) 0.4966(5) 1.1526(2) 0.101(2) Uani 1 1 d . . . H14 H 1.2215 0.4453 1.1676 0.121 Uiso 1 1 calc R . . C6 C 1.1617(11) 0.6086(5) 1.1019(2) 0.100(2) Uani 1 1 d . . . H11 H 1.1822 0.6449 1.0773 0.119 Uiso 1 1 calc R . . C9 C 1.0403(9) 0.5520(5) 1.16456(16) 0.0868(18) Uani 1 1 d . . . H13 H 0.9664 0.5441 1.1890 0.104 Uiso 1 1 calc R . . C10 C 1.0273(10) 0.6217(4) 1.1333(2) 0.0907(19) Uani 1 1 d . . . H12 H 0.9438 0.6684 1.1334 0.109 Uiso 1 1 calc R . . C7 C 1.2600(9) 0.5322(7) 1.1135(3) 0.125(3) Uani 1 1 d . . . H10 H 1.3582 0.5089 1.0984 0.150 Uiso 1 1 calc R . . C11 C 0.9338(6) 0.5287(3) 0.99949(12) 0.0477(12) Uani 1 1 d . . . H15A H 0.8867 0.5897 1.0020 0.057 Uiso 1 1 calc R . . H15B H 1.0620 0.5331 0.9947 0.057 Uiso 1 1 calc R . . C1A C 0.8277(5) 0.6962(3) 0.78021(12) 0.0389(11) Uani 1 1 d . . . C5A C 0.7122(6) 0.7607(3) 0.76063(16) 0.0567(13) Uani 1 1 d . . . H25 H 0.6343 0.7995 0.7753 0.068 Uiso 1 1 calc R . . C10A C 1.0268(9) 0.9100(4) 0.7668(2) 0.0849(19) Uani 1 1 d . . . H17 H 0.9454 0.9476 0.7811 0.102 Uiso 1 1 calc R . . C6A C 1.1330(11) 0.8501(6) 0.7872(2) 0.109(3) Uani 1 1 d . . . H16 H 1.1376 0.8397 0.8176 0.130 Uiso 1 1 calc R . . C2A C 0.9200(7) 0.6520(3) 0.74612(16) 0.0694(15) Uani 1 1 d . . . H22 H 1.0030 0.6058 0.7499 0.083 Uiso 1 1 calc R . . C3A C 0.8672(10) 0.6887(4) 0.70567(19) 0.094(2) Uani 1 1 d . . . H23 H 0.9103 0.6721 0.6779 0.113 Uiso 1 1 calc R . . C8A C 1.1824(10) 0.8448(5) 0.7151(2) 0.093(2) Uani 1 1 d . . . H19 H 1.2285 0.8294 0.6875 0.112 Uiso 1 1 calc R . . C9A C 1.0537(9) 0.9083(4) 0.7233(2) 0.0759(17) Uani 1 1 d . . . H18 H 0.9956 0.9438 0.7023 0.091 Uiso 1 1 calc R . . C7A C 1.2328(7) 0.8070(5) 0.7562(4) 0.117(3) Uani 1 1 d . . . H20 H 1.3171 0.7618 0.7610 0.141 Uiso 1 1 calc R . . C4A C 0.7382(8) 0.7546(5) 0.71421(19) 0.091(2) Uani 1 1 d . . . H24 H 0.6791 0.7890 0.6930 0.110 Uiso 1 1 calc R . . C14A C 0.4365(6) 0.5403(3) 0.83011(14) 0.0485(12) Uani 1 1 d . . . H26 H 0.3096 0.5504 0.8368 0.058 Uiso 1 1 calc R . . C14 C 0.8234(6) 0.3292(3) 0.92962(13) 0.0480(11) Uani 1 1 d . . . H27 H 0.7476 0.3554 0.9065 0.058 Uiso 1 1 calc R . . O6 O 0.4315(12) 0.5114(5) 0.9959(2) 0.234(3) Uani 1 1 d . . . C11A C 0.8513(5) 0.6781(3) 0.82868(13) 0.0404(11) Uani 1 1 d . . . H28A H 0.8207 0.7323 0.8450 0.048 Uiso 1 1 calc R . . H28B H 0.9765 0.6649 0.8344 0.048 Uiso 1 1 calc R . . O3A O 0.4939(5) 0.4610(2) 0.85302(13) 0.0631(10) Uani 1 1 d . . . O3 O 0.7098(4) 0.3056(2) 0.96597(11) 0.0536(9) Uani 1 1 d . . . C15A C 0.4560(7) 0.5270(3) 0.78082(14) 0.0680(15) Uani 1 1 d . . . H30A H 0.3843 0.4765 0.7716 0.102 Uiso 1 1 calc R . . H30B H 0.5793 0.5155 0.7738 0.102 Uiso 1 1 calc R . . H30C H 0.4168 0.5805 0.7657 0.102 Uiso 1 1 calc R . . C15 C 0.9153(7) 0.2469(3) 0.91015(17) 0.0731(16) Uani 1 1 d . . . H29A H 0.8266 0.2039 0.9009 0.110 Uiso 1 1 calc R . . H29B H 0.9912 0.2199 0.9321 0.110 Uiso 1 1 calc R . . H29C H 0.9861 0.2648 0.8851 0.110 Uiso 1 1 calc R . . O7 O 0.3522(6) 0.3211(4) 0.97939(16) 0.0836(16) Uani 1 1 d . . . H201 H 0.966(6) 0.725(3) 0.9509(13) 0.056(13) Uiso 1 1 d . . . H106 H 0.433(6) 0.437(4) 0.8660(15) 0.059(19) Uiso 1 1 d . . . H107 H 0.742(6) 0.268(3) 0.9803(15) 0.056(19) Uiso 1 1 d . . . H101 H 1.069(6) 0.679(3) 0.9178(16) 0.050(19) Uiso 1 1 d . . . H206 H 0.428(6) 0.316(4) 0.9785(17) 0.038(18) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O5 0.353(11) 0.181(6) 0.082(3) -0.060(4) -0.023(5) 0.051(6) Cu1 0.0411(3) 0.0470(3) 0.0335(3) 0.0064(3) 0.0068(2) 0.0023(3) Fe1 0.0426(4) 0.0427(4) 0.0373(3) 0.0068(3) 0.0026(3) -0.0087(3) Fe2 0.0589(4) 0.0579(4) 0.0354(3) -0.0033(3) 0.0004(3) -0.0019(4) N1 0.037(2) 0.046(2) 0.0316(17) -0.0011(16) 0.0034(15) -0.0022(18) N1A 0.0288(18) 0.036(2) 0.0395(19) 0.0045(16) 0.0053(14) -0.0014(15) O2 0.0432(19) 0.076(2) 0.065(2) 0.0256(18) 0.0180(17) 0.0155(18) O1 0.0493(18) 0.0483(17) 0.0352(14) 0.0084(14) 0.0130(14) 0.0073(17) O2A 0.0417(18) 0.075(2) 0.095(3) -0.009(2) 0.0223(18) 0.0111(19) O1A 0.0500(19) 0.072(2) 0.0423(18) -0.0025(17) 0.0130(16) 0.0080(18) O4 0.047(2) 0.066(3) 0.063(2) -0.0122(18) 0.0096(19) -0.007(2) C12A 0.028(2) 0.042(3) 0.045(2) 0.0059(19) 0.0055(18) -0.002(2) C13 0.038(3) 0.050(3) 0.042(2) 0.011(3) 0.004(2) 0.001(2) C13A 0.044(3) 0.039(3) 0.057(3) 0.004(2) 0.012(3) -0.004(2) C12 0.042(3) 0.046(3) 0.034(2) 0.0087(19) 0.0074(19) 0.002(2) C4 0.100(5) 0.133(6) 0.054(4) 0.019(4) 0.000(3) -0.050(5) C5 0.057(3) 0.102(4) 0.046(3) 0.009(3) 0.007(2) -0.010(3) C3 0.163(6) 0.062(4) 0.043(3) 0.011(3) -0.018(4) -0.021(4) C1 0.063(3) 0.048(3) 0.036(2) 0.007(2) -0.006(2) -0.005(3) C2 0.116(5) 0.058(3) 0.046(3) -0.004(2) -0.009(3) 0.010(4) C8 0.090(5) 0.126(6) 0.086(5) -0.022(5) -0.040(4) 0.014(5) C6 0.106(6) 0.110(6) 0.083(5) -0.006(4) 0.002(5) -0.062(5) C9 0.113(5) 0.102(5) 0.046(3) -0.020(4) -0.012(3) 0.007(5) C10 0.129(6) 0.071(4) 0.072(4) -0.018(3) -0.001(5) -0.010(4) C7 0.051(4) 0.210(11) 0.115(7) -0.060(7) 0.007(4) -0.021(5) C11 0.055(3) 0.048(3) 0.040(2) 0.003(2) 0.003(2) 0.000(2) C1A 0.039(2) 0.040(3) 0.037(2) 0.007(2) 0.003(2) -0.010(2) C5A 0.043(3) 0.066(4) 0.061(3) 0.021(3) -0.006(2) -0.007(3) C10A 0.101(5) 0.062(4) 0.091(5) -0.019(3) 0.025(4) -0.037(4) C6A 0.105(6) 0.138(8) 0.082(5) 0.039(5) -0.038(4) -0.088(6) C2A 0.110(4) 0.044(3) 0.054(3) -0.003(3) 0.029(3) -0.021(3) C3A 0.157(7) 0.079(5) 0.047(3) -0.010(3) 0.022(4) -0.055(5) C8A 0.074(4) 0.105(6) 0.101(5) -0.012(4) 0.045(4) -0.037(5) C9A 0.088(5) 0.062(4) 0.078(4) 0.017(3) 0.008(3) -0.028(4) C7A 0.031(3) 0.107(7) 0.215(10) 0.055(7) -0.021(5) -0.017(3) C4A 0.088(5) 0.128(7) 0.058(4) 0.037(4) -0.033(3) -0.067(4) C14A 0.031(3) 0.054(3) 0.061(3) 0.009(2) 0.003(2) -0.005(2) C14 0.054(3) 0.052(3) 0.038(2) 0.009(2) 0.006(2) -0.006(3) O6 0.199(7) 0.248(8) 0.255(9) 0.029(7) 0.012(6) -0.009(6) C11A 0.031(2) 0.044(3) 0.046(2) 0.013(2) 0.0014(18) -0.007(2) O3A 0.056(2) 0.049(2) 0.085(2) 0.0131(19) 0.019(2) -0.003(2) O3 0.0446(19) 0.057(3) 0.059(2) 0.0158(19) 0.0067(17) -0.0062(18) C15A 0.065(3) 0.083(4) 0.056(3) -0.009(3) -0.002(3) -0.009(3) C15 0.094(4) 0.048(3) 0.077(4) -0.014(3) 0.024(3) -0.011(3) O7 0.048(3) 0.111(4) 0.091(3) 0.045(2) 0.014(2) 0.018(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1A 1.937(3) . ? Cu1 O1 1.946(3) . ? Cu1 N1A 2.009(3) . ? Cu1 N1 2.014(3) . ? Cu1 O4 2.258(4) . ? Fe1 C10A 1.998(5) . ? Fe1 C6A 2.003(6) . ? Fe1 C7A 2.008(5) . ? Fe1 C1A 2.011(4) . ? Fe1 C2A 2.013(5) . ? Fe1 C3A 2.014(5) . ? Fe1 C8A 2.015(5) . ? Fe1 C4A 2.022(5) . ? Fe1 C9A 2.022(5) . ? Fe1 C5A 2.026(5) . ? Fe2 C6 2.002(6) . ? Fe2 C4 2.006(6) . ? Fe2 C7 2.016(6) . ? Fe2 C2 2.017(5) . ? Fe2 C8 2.019(5) . ? Fe2 C1 2.020(4) . ? Fe2 C10 2.021(5) . ? Fe2 C3 2.024(6) . ? Fe2 C9 2.025(5) . ? Fe2 C5 2.033(5) . ? N1 C12 1.471(5) . ? N1 C11 1.496(5) . ? N1A C12A 1.494(5) . ? N1A C11A 1.501(5) . ? O2 C13 1.239(5) . ? O1 C13 1.253(5) . ? O2A C13A 1.221(5) . ? O1A C13A 1.275(5) . ? C12A C14A 1.526(6) . ? C12A C13A 1.527(5) . ? C13 C12 1.537(5) . ? C12 C14 1.536(6) . ? C4 C3 1.375(8) . ? C4 C5 1.392(8) . ? C5 C1 1.413(6) . ? C3 C2 1.429(8) . ? C1 C2 1.395(6) . ? C1 C11 1.508(5) . ? C8 C9 1.394(8) . ? C8 C7 1.412(9) . ? C6 C7 1.393(9) . ? C6 C10 1.394(8) . ? C9 C10 1.401(8) . ? C1A C2A 1.401(6) . ? C1A C5A 1.415(6) . ? C1A C11A 1.499(5) . ? C5A C4A 1.419(7) . ? C10A C9A 1.331(7) . ? C10A C6A 1.339(9) . ? C6A C7A 1.357(10) . ? C2A C3A 1.394(7) . ? C3A C4A 1.395(8) . ? C8A C9A 1.366(8) . ? C8A C7A 1.413(9) . ? C14A O3A 1.427(5) . ? C14A C15A 1.509(6) . ? C14 O3 1.431(5) . ? C14 C15 1.515(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A Cu1 O1 174.49(13) . . ? O1A Cu1 N1A 85.00(12) . . ? O1 Cu1 N1A 92.46(12) . . ? O1A Cu1 N1 96.47(13) . . ? O1 Cu1 N1 84.37(12) . . ? N1A Cu1 N1 161.30(13) . . ? O1A Cu1 O4 93.55(15) . . ? O1 Cu1 O4 91.67(14) . . ? N1A Cu1 O4 99.01(14) . . ? N1 Cu1 O4 99.50(13) . . ? C10A Fe1 C6A 39.1(3) . . ? C10A Fe1 C7A 66.2(3) . . ? C6A Fe1 C7A 39.5(3) . . ? C10A Fe1 C1A 122.6(2) . . ? C6A Fe1 C1A 107.0(2) . . ? C7A Fe1 C1A 122.0(3) . . ? C10A Fe1 C2A 159.3(3) . . ? C6A Fe1 C2A 124.6(3) . . ? C7A Fe1 C2A 109.6(3) . . ? C1A Fe1 C2A 40.73(17) . . ? C10A Fe1 C3A 158.6(3) . . ? C6A Fe1 C3A 161.2(4) . . ? C7A Fe1 C3A 126.0(4) . . ? C1A Fe1 C3A 68.80(19) . . ? C2A Fe1 C3A 40.5(2) . . ? C10A Fe1 C8A 65.6(3) . . ? C6A Fe1 C8A 66.8(3) . . ? C7A Fe1 C8A 41.1(3) . . ? C1A Fe1 C8A 160.0(3) . . ? C2A Fe1 C8A 125.7(3) . . ? C3A Fe1 C8A 110.5(3) . . ? C10A Fe1 C4A 122.7(3) . . ? C6A Fe1 C4A 156.8(4) . . ? C7A Fe1 C4A 161.9(4) . . ? C1A Fe1 C4A 68.6(2) . . ? C2A Fe1 C4A 67.9(3) . . ? C3A Fe1 C4A 40.4(2) . . ? C8A Fe1 C4A 124.7(3) . . ? C10A Fe1 C9A 38.7(2) . . ? C6A Fe1 C9A 66.1(3) . . ? C7A Fe1 C9A 67.5(3) . . ? C1A Fe1 C9A 157.4(2) . . ? C2A Fe1 C9A 160.8(2) . . ? C3A Fe1 C9A 124.6(2) . . ? C8A Fe1 C9A 39.6(2) . . ? C4A Fe1 C9A 108.6(3) . . ? C10A Fe1 C5A 106.7(2) . . ? C6A Fe1 C5A 120.7(3) . . ? C7A Fe1 C5A 156.4(4) . . ? C1A Fe1 C5A 41.04(16) . . ? C2A Fe1 C5A 68.6(2) . . ? C3A Fe1 C5A 69.0(2) . . ? C8A Fe1 C5A 158.7(3) . . ? C4A Fe1 C5A 41.0(2) . . ? C9A Fe1 C5A 122.0(2) . . ? C6 Fe2 C4 154.6(4) . . ? C6 Fe2 C7 40.6(3) . . ? C4 Fe2 C7 161.9(4) . . ? C6 Fe2 C2 127.7(3) . . ? C4 Fe2 C2 68.3(3) . . ? C7 Fe2 C2 109.9(3) . . ? C6 Fe2 C8 68.4(3) . . ? C4 Fe2 C8 123.5(3) . . ? C7 Fe2 C8 41.0(3) . . ? C2 Fe2 C8 121.8(3) . . ? C6 Fe2 C1 109.4(2) . . ? C4 Fe2 C1 68.6(2) . . ? C7 Fe2 C1 122.5(3) . . ? C2 Fe2 C1 40.42(18) . . ? C8 Fe2 C1 157.3(3) . . ? C6 Fe2 C10 40.6(3) . . ? C4 Fe2 C10 118.7(3) . . ? C7 Fe2 C10 68.2(3) . . ? C2 Fe2 C10 163.9(2) . . ? C8 Fe2 C10 68.1(3) . . ? C1 Fe2 C10 125.9(2) . . ? C6 Fe2 C3 165.0(4) . . ? C4 Fe2 C3 39.9(2) . . ? C7 Fe2 C3 126.8(4) . . ? C2 Fe2 C3 41.4(2) . . ? C8 Fe2 C3 107.1(3) . . ? C1 Fe2 C3 68.8(2) . . ? C10 Fe2 C3 152.7(3) . . ? C6 Fe2 C9 68.3(3) . . ? C4 Fe2 C9 105.3(3) . . ? C7 Fe2 C9 68.4(3) . . ? C2 Fe2 C9 155.1(2) . . ? C8 Fe2 C9 40.3(2) . . ? C1 Fe2 C9 161.7(3) . . ? C10 Fe2 C9 40.5(2) . . ? C3 Fe2 C9 118.3(3) . . ? C6 Fe2 C5 121.5(3) . . ? C4 Fe2 C5 40.3(2) . . ? C7 Fe2 C5 157.2(3) . . ? C2 Fe2 C5 67.9(2) . . ? C8 Fe2 C5 160.1(3) . . ? C1 Fe2 C5 40.80(18) . . ? C10 Fe2 C5 107.2(3) . . ? C3 Fe2 C5 67.7(3) . . ? C9 Fe2 C5 123.6(3) . . ? C12 N1 C11 112.6(3) . . ? C12 N1 Cu1 106.0(2) . . ? C11 N1 Cu1 115.9(2) . . ? C12A N1A C11A 114.1(3) . . ? C12A N1A Cu1 107.3(2) . . ? C11A N1A Cu1 112.6(2) . . ? C13 O1 Cu1 114.8(2) . . ? C13A O1A Cu1 115.3(3) . . ? N1A C12A C14A 110.4(3) . . ? N1A C12A C13A 109.9(3) . . ? C14A C12A C13A 109.5(3) . . ? O2 C13 O1 125.2(4) . . ? O2 C13 C12 118.5(4) . . ? O1 C13 C12 116.3(4) . . ? O2A C13A O1A 124.2(4) . . ? O2A C13A C12A 118.3(4) . . ? O1A C13A C12A 117.5(4) . . ? N1 C12 C14 110.2(3) . . ? N1 C12 C13 108.2(3) . . ? C14 C12 C13 110.6(3) . . ? C3 C4 C5 109.4(5) . . ? C3 C4 Fe2 70.7(4) . . ? C5 C4 Fe2 70.9(3) . . ? C4 C5 C1 107.9(5) . . ? C4 C5 Fe2 68.8(3) . . ? C1 C5 Fe2 69.1(3) . . ? C4 C3 C2 107.3(5) . . ? C4 C3 Fe2 69.4(3) . . ? C2 C3 Fe2 69.1(3) . . ? C2 C1 C5 107.4(4) . . ? C2 C1 C11 128.4(4) . . ? C5 C1 C11 124.0(4) . . ? C2 C1 Fe2 69.7(2) . . ? C5 C1 Fe2 70.1(2) . . ? C11 C1 Fe2 129.8(3) . . ? C1 C2 C3 108.0(5) . . ? C1 C2 Fe2 69.9(3) . . ? C3 C2 Fe2 69.5(3) . . ? C9 C8 C7 108.0(7) . . ? C9 C8 Fe2 70.1(3) . . ? C7 C8 Fe2 69.4(4) . . ? C7 C6 C10 108.7(7) . . ? C7 C6 Fe2 70.3(4) . . ? C10 C6 Fe2 70.5(3) . . ? C8 C9 C10 108.0(6) . . ? C8 C9 Fe2 69.6(3) . . ? C10 C9 Fe2 69.6(3) . . ? C6 C10 C9 107.9(6) . . ? C6 C10 Fe2 69.0(3) . . ? C9 C10 Fe2 69.9(3) . . ? C6 C7 C8 107.4(7) . . ? C6 C7 Fe2 69.2(4) . . ? C8 C7 Fe2 69.6(4) . . ? N1 C11 C1 112.3(3) . . ? C2A C1A C5A 107.9(4) . . ? C2A C1A C11A 125.2(4) . . ? C5A C1A C11A 126.9(4) . . ? C2A C1A Fe1 69.7(2) . . ? C5A C1A Fe1 70.0(2) . . ? C11A C1A Fe1 125.1(3) . . ? C1A C5A C4A 106.7(5) . . ? C1A C5A Fe1 68.9(2) . . ? C4A C5A Fe1 69.3(3) . . ? C9A C10A C6A 110.7(7) . . ? C9A C10A Fe1 71.6(3) . . ? C6A C10A Fe1 70.6(4) . . ? C10A C6A C7A 108.5(7) . . ? C10A C6A Fe1 70.3(3) . . ? C7A C6A Fe1 70.4(4) . . ? C3A C2A C1A 108.9(5) . . ? C3A C2A Fe1 69.8(3) . . ? C1A C2A Fe1 69.6(3) . . ? C2A C3A C4A 107.7(5) . . ? C2A C3A Fe1 69.7(3) . . ? C4A C3A Fe1 70.1(3) . . ? C9A C8A C7A 107.4(6) . . ? C9A C8A Fe1 70.5(3) . . ? C7A C8A Fe1 69.2(3) . . ? C10A C9A C8A 107.3(6) . . ? C10A C9A Fe1 69.7(3) . . ? C8A C9A Fe1 69.9(3) . . ? C6A C7A C8A 106.0(7) . . ? C6A C7A Fe1 70.0(3) . . ? C8A C7A Fe1 69.7(3) . . ? C3A C4A C5A 108.8(5) . . ? C3A C4A Fe1 69.5(3) . . ? C5A C4A Fe1 69.7(3) . . ? O3A C14A C15A 110.0(4) . . ? O3A C14A C12A 108.5(3) . . ? C15A C14A C12A 112.9(4) . . ? O3 C14 C15 111.7(4) . . ? O3 C14 C12 107.6(3) . . ? C15 C14 C12 114.5(4) . . ? C1A C11A N1A 113.8(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.12 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.263 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.051 _chemical_compound_source Synthesized _exptl_crystal_recrystallization_method 'methanol solution'