# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email mmehn@uwyo.edu _publ_contact_author_name M.Mehn loop_ _publ_author_name M.Mehn B.Pierce data_tkm01n _database_code_depnum_ccdc_archive 'CCDC 807200' #TrackingRef '- Combinedfiles.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H28 Fe N2 O2' _chemical_formula_sum 'C16 H28 Fe N2 O2' _chemical_formula_weight 336.25 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Iba2 _symmetry_space_group_name_Hall 'I 2 -2c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1, z+1/2' '-x+1, y+1, z+1/2' _cell_length_a 10.6628(2) _cell_length_b 15.7409(3) _cell_length_c 20.5025(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3441.18(11) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9112 _cell_measurement_theta_min 3.05 _cell_measurement_theta_max 39.35 _exptl_crystal_description rectangular_prism _exptl_crystal_colour intense_yellow _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.882 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7800 _exptl_absorpt_correction_T_max 0.9006 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _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 '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 33361 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 36.32 _reflns_number_total 7575 _reflns_number_gt 6592 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 2004)' _computing_cell_refinement 'Bruker SMART (Bruker, 2004)' _computing_data_reduction 'Bruker SAINT (Bruker, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V. 6.14 (Bruker, 2004)' _computing_publication_material 'Bruker SHELXTL V. 6.14 (Bruker, 2004)' _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^)+(0.0402P)^2^+0.2746P] 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 0.014(13) _refine_ls_number_reflns 7575 _refine_ls_number_parameters 199 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0747 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 1.0000 1.0000 0.606986(9) 0.01591(4) Uani 1 2 d S . . O1 O 1.01660(7) 0.89196(5) 0.65176(4) 0.02186(15) Uani 1 1 d . . . N1 N 0.84231(7) 0.96414(5) 0.55737(4) 0.01716(14) Uani 1 1 d . . . C1 C 1.00076(10) 0.74370(7) 0.67007(6) 0.0249(2) Uani 1 1 d . . . H1A H 1.0864 0.7335 0.6579 0.037 Uiso 1 1 calc R . . H1B H 0.9499 0.6965 0.6567 0.037 Uiso 1 1 calc R . . H1C H 0.9953 0.7503 0.7165 0.037 Uiso 1 1 calc R . . C2 C 0.95483(9) 0.82331(6) 0.63731(5) 0.01774(16) Uani 1 1 d . . . C3 C 0.85423(9) 0.81897(6) 0.59503(5) 0.01859(16) Uani 1 1 d . . . H3A H 0.8189 0.7654 0.5894 0.022 Uiso 1 1 calc R . . C4 C 0.79739(9) 0.88644(6) 0.55872(5) 0.01747(16) Uani 1 1 d . . . C5 C 0.68142(10) 0.86151(7) 0.52073(7) 0.0271(2) Uani 1 1 d . . . H5A H 0.6971 0.8682 0.4749 0.041 Uiso 1 1 calc R . . H5B H 0.6126 0.8972 0.5334 0.041 Uiso 1 1 calc R . . H5C H 0.6610 0.8033 0.5298 0.041 Uiso 1 1 calc R . . C6 C 0.77278(9) 1.03043(6) 0.52110(6) 0.02114(17) Uani 1 1 d . . . H6A H 0.7255 1.0036 0.4857 0.025 Uiso 1 1 calc R . . C7 C 0.86418(11) 1.09441(7) 0.49214(6) 0.0286(2) Uani 1 1 d . . . H7A H 0.9230 1.0654 0.4646 0.043 Uiso 1 1 calc R . . H7B H 0.9085 1.1226 0.5267 0.043 Uiso 1 1 calc R . . H7C H 0.8187 1.1356 0.4669 0.043 Uiso 1 1 calc R . . C8 C 0.68108(12) 1.07410(8) 0.56742(7) 0.0311(2) Uani 1 1 d . . . H8A H 0.6239 1.0328 0.5848 0.047 Uiso 1 1 calc R . . H8B H 0.6350 1.1168 0.5441 0.047 Uiso 1 1 calc R . . H8C H 0.7267 1.1002 0.6025 0.047 Uiso 1 1 calc R . . Fe2 Fe 0.5000 1.0000 0.853436(9) 0.01701(4) Uani 1 2 d S . . O2 O 0.55325(7) 0.89803(4) 0.89899(4) 0.02226(15) Uani 1 1 d . . . N2 N 0.35671(8) 0.94121(5) 0.80566(5) 0.01898(15) Uani 1 1 d . . . C9 C 0.58021(11) 0.75222(7) 0.92295(6) 0.0252(2) Uani 1 1 d . . . H9A H 0.5685 0.7593 0.9691 0.038 Uiso 1 1 calc R . . H9B H 0.6681 0.7546 0.9129 0.038 Uiso 1 1 calc R . . H9C H 0.5470 0.6982 0.9097 0.038 Uiso 1 1 calc R . . C10 C 0.51272(9) 0.82211(7) 0.88716(5) 0.01830(17) Uani 1 1 d . . . C11 C 0.41482(10) 0.80213(6) 0.84593(5) 0.02035(17) Uani 1 1 d . . . H11A H 0.3967 0.7446 0.8416 0.024 Uiso 1 1 calc R . . C12 C 0.33746(9) 0.85887(6) 0.80886(5) 0.01990(17) Uani 1 1 d . . . C13 C 0.23029(11) 0.81686(7) 0.77278(6) 0.0285(2) Uani 1 1 d . . . H13A H 0.1524 0.8417 0.7865 0.043 Uiso 1 1 calc R . . H13B H 0.2297 0.7571 0.7823 0.043 Uiso 1 1 calc R . . H13C H 0.2408 0.8251 0.7267 0.043 Uiso 1 1 calc R . . C14 C 0.26764(11) 0.99505(7) 0.76836(6) 0.0248(2) Uani 1 1 d . . . H14A H 0.2240 0.9597 0.7362 0.030 Uiso 1 1 calc R . . C15 C 0.33861(12) 1.06521(8) 0.73286(7) 0.0312(2) Uani 1 1 d . . . H15A H 0.4007 1.0404 0.7048 0.047 Uiso 1 1 calc R . . H15B H 0.3789 1.1014 0.7642 0.047 Uiso 1 1 calc R . . H15C H 0.2809 1.0980 0.7072 0.047 Uiso 1 1 calc R . . C16 C 0.17156(12) 1.03268(10) 0.81522(8) 0.0416(3) Uani 1 1 d . . . H16A H 0.1297 0.9876 0.8381 0.062 Uiso 1 1 calc R . . H16B H 0.1111 1.0652 0.7911 0.062 Uiso 1 1 calc R . . H16C H 0.2133 1.0689 0.8460 0.062 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 0.01597(7) 0.01371(7) 0.01804(10) 0.000 0.000 -0.00255(6) O1 0.0252(3) 0.0162(3) 0.0242(4) 0.0026(3) -0.0065(3) -0.0050(3) N1 0.0167(3) 0.0168(3) 0.0180(4) 0.0002(3) -0.0020(3) 0.0013(3) C1 0.0298(5) 0.0173(4) 0.0277(5) 0.0053(4) -0.0072(4) -0.0030(3) C2 0.0206(4) 0.0151(4) 0.0175(4) 0.0003(3) 0.0001(3) -0.0016(3) C3 0.0194(4) 0.0154(3) 0.0209(4) -0.0010(3) -0.0019(3) -0.0017(3) C4 0.0154(3) 0.0184(4) 0.0186(4) -0.0030(3) -0.0016(3) -0.0001(3) C5 0.0234(5) 0.0241(5) 0.0337(6) -0.0029(4) -0.0112(4) -0.0024(4) C6 0.0200(4) 0.0204(4) 0.0230(5) 0.0024(4) -0.0046(3) 0.0027(4) C7 0.0291(5) 0.0272(5) 0.0295(6) 0.0105(4) -0.0048(4) -0.0010(4) C8 0.0287(5) 0.0257(5) 0.0388(7) 0.0019(5) 0.0025(4) 0.0102(4) Fe2 0.01727(8) 0.01492(8) 0.01884(11) 0.000 0.000 -0.00433(6) O2 0.0246(4) 0.0190(3) 0.0231(4) 0.0020(3) -0.0054(3) -0.0046(3) N2 0.0179(3) 0.0195(3) 0.0195(4) 0.0004(3) -0.0028(3) -0.0029(3) C9 0.0281(5) 0.0219(4) 0.0256(5) 0.0048(4) -0.0031(4) 0.0012(4) C10 0.0203(4) 0.0173(4) 0.0173(4) 0.0018(3) 0.0023(3) -0.0015(3) C11 0.0243(4) 0.0166(3) 0.0201(4) 0.0003(3) -0.0006(3) -0.0038(3) C12 0.0207(4) 0.0214(4) 0.0176(4) -0.0008(3) -0.0005(3) -0.0048(3) C13 0.0285(5) 0.0264(5) 0.0307(6) 0.0001(4) -0.0105(4) -0.0104(4) C14 0.0226(5) 0.0239(5) 0.0278(5) 0.0026(4) -0.0081(4) -0.0001(3) C15 0.0361(6) 0.0272(5) 0.0304(6) 0.0090(4) -0.0065(5) -0.0008(5) C16 0.0255(6) 0.0447(7) 0.0546(9) 0.0056(7) 0.0033(5) 0.0097(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 Fe1 O1 1.9407(8) 2_775 ? Fe1 O1 1.9407(8) . ? Fe1 N1 2.0447(8) . ? Fe1 N1 2.0447(8) 2_775 ? O1 C2 1.2997(12) . ? N1 C4 1.3138(12) . ? N1 C6 1.4803(12) . ? C1 C2 1.5039(14) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.3808(13) . ? C3 C4 1.4316(13) . ? C3 H3A 0.9300 . ? C4 C5 1.5133(14) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.5221(15) . ? C6 C8 1.5265(16) . ? C6 H6A 0.9800 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? Fe2 O2 1.9419(8) 2_675 ? Fe2 O2 1.9419(8) . ? Fe2 N2 2.0373(9) . ? Fe2 N2 2.0373(9) 2_675 ? O2 C10 1.2937(12) . ? N2 C12 1.3139(13) . ? N2 C14 1.4849(14) . ? C9 C10 1.5056(15) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.3795(14) . ? C11 C12 1.4338(14) . ? C11 H11A 0.9300 . ? C12 C13 1.5133(14) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.5238(17) . ? C14 C16 1.5243(19) . ? C14 H14A 0.9800 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 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 O1 Fe1 O1 123.54(5) 2_775 . ? O1 Fe1 N1 113.72(3) 2_775 . ? O1 Fe1 N1 93.92(3) . . ? O1 Fe1 N1 93.92(3) 2_775 2_775 ? O1 Fe1 N1 113.72(3) . 2_775 ? N1 Fe1 N1 120.32(5) . 2_775 ? C2 O1 Fe1 125.07(7) . . ? C4 N1 C6 118.96(8) . . ? C4 N1 Fe1 123.11(6) . . ? C6 N1 Fe1 117.85(6) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 125.31(9) . . ? O1 C2 C1 115.21(9) . . ? C3 C2 C1 119.48(8) . . ? C2 C3 C4 128.21(8) . . ? C2 C3 H3A 115.9 . . ? C4 C3 H3A 115.9 . . ? N1 C4 C3 123.18(8) . . ? N1 C4 C5 121.90(9) . . ? C3 C4 C5 114.91(8) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 C7 109.98(8) . . ? N1 C6 C8 109.01(9) . . ? C7 C6 C8 110.79(9) . . ? N1 C6 H6A 109.0 . . ? C7 C6 H6A 109.0 . . ? C8 C6 H6A 109.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 Fe2 O2 122.50(5) 2_675 . ? O2 Fe2 N2 112.80(3) 2_675 . ? O2 Fe2 N2 94.31(3) . . ? O2 Fe2 N2 94.31(3) 2_675 2_675 ? O2 Fe2 N2 112.80(3) . 2_675 ? N2 Fe2 N2 122.52(5) . 2_675 ? C10 O2 Fe2 125.14(7) . . ? C12 N2 C14 119.26(8) . . ? C12 N2 Fe2 122.77(7) . . ? C14 N2 Fe2 117.91(6) . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 C11 125.33(9) . . ? O2 C10 C9 115.09(9) . . ? C11 C10 C9 119.58(9) . . ? C10 C11 C12 128.18(9) . . ? C10 C11 H11A 115.9 . . ? C12 C11 H11A 115.9 . . ? N2 C12 C11 123.44(9) . . ? N2 C12 C13 121.64(9) . . ? C11 C12 C13 114.92(9) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 C15 110.00(9) . . ? N2 C14 C16 109.09(10) . . ? C15 C14 C16 110.69(10) . . ? N2 C14 H14A 109.0 . . ? C15 C14 H14A 109.0 . . ? C16 C14 H14A 109.0 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 36.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.598 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.052 #===END data_mm02n _database_code_depnum_ccdc_archive 'CCDC 807201' #TrackingRef '- Combinedfiles.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H28 N2 O2 Zn' _chemical_formula_sum 'C16 H28 N2 O2 Zn' _chemical_formula_weight 345.77 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Iba2 _symmetry_space_group_name_Hall 'I 2 -2c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1, z+1/2' '-x+1, y+1, z+1/2' _cell_length_a 10.6260(2) _cell_length_b 15.6935(3) _cell_length_c 20.6601(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3445.26(11) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9859 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 40.69 _exptl_crystal_description rectangular_plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 1.432 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.787073 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '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 41597 _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 36.30 _reflns_number_total 7705 _reflns_number_gt 6368 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART, (Bruker, 2004)' _computing_cell_refinement 'Bruker SMART, (Bruker, 2004)' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL version 6.14 (Bruker, 2004)' _computing_publication_material 'Bruker SHELXTL version 6.14 (Bruker, 2004)' _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^)+(0.0312P)^2^+0.5633P] 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 refall _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 0.004(10) _refine_ls_number_reflns 7705 _refine_ls_number_parameters 199 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0256 _refine_ls_wR_factor_ref 0.0656 _refine_ls_wR_factor_gt 0.0616 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Zn1 Zn 1.0000 1.0000 0.606113(7) 0.01548(4) Uani 1 2 d S . . O1 O 1.02165(8) 0.89526(5) 0.65547(4) 0.02173(16) Uani 1 1 d . . . N1 N 0.84281(8) 0.96692(5) 0.55918(5) 0.01724(16) Uani 1 1 d . . . C1 C 1.00115(11) 0.74747(7) 0.67432(6) 0.0261(2) Uani 1 1 d . . . H1A H 1.0892 0.7361 0.6631 0.039 Uiso 1 1 calc R . . H1B H 0.9487 0.6995 0.6604 0.039 Uiso 1 1 calc R . . H1C H 0.9936 0.7548 0.7213 0.039 Uiso 1 1 calc R . . C2 C 0.95815(10) 0.82734(6) 0.64081(5) 0.01782(17) Uani 1 1 d . . . C3 C 0.85803(9) 0.82227(6) 0.59832(6) 0.01938(18) Uani 1 1 d . . . H3A H 0.8232 0.7670 0.5926 0.023 Uiso 1 1 calc R . . C4 C 0.79947(10) 0.88893(6) 0.56169(5) 0.01775(18) Uani 1 1 d . . . C5 C 0.68261(10) 0.86252(7) 0.52518(7) 0.0277(2) Uani 1 1 d . . . H5A H 0.6976 0.8680 0.4786 0.042 Uiso 1 1 calc R . . H5B H 0.6122 0.8993 0.5378 0.042 Uiso 1 1 calc R . . H5C H 0.6622 0.8032 0.5355 0.042 Uiso 1 1 calc R . . C6 C 0.77188(10) 1.03316(7) 0.52348(6) 0.02185(19) Uani 1 1 d . . . H6A H 0.7219 1.0054 0.4883 0.026 Uiso 1 1 calc R . . C7 C 0.86336(12) 1.09628(8) 0.49348(7) 0.0289(2) Uani 1 1 d . . . H7A H 0.9246 1.0655 0.4668 0.043 Uiso 1 1 calc R . . H7B H 0.9076 1.1271 0.5279 0.043 Uiso 1 1 calc R . . H7C H 0.8169 1.1369 0.4665 0.043 Uiso 1 1 calc R . . C8 C 0.68220(12) 1.07743(8) 0.57028(7) 0.0309(3) Uani 1 1 d . . . H8A H 0.6254 1.0352 0.5894 0.046 Uiso 1 1 calc R . . H8B H 0.6329 1.1202 0.5469 0.046 Uiso 1 1 calc R . . H8C H 0.7307 1.1053 0.6046 0.046 Uiso 1 1 calc R . . Zn2 Zn 0.5000 1.0000 0.852855(7) 0.01656(4) Uani 1 2 d S . . O2 O 0.55551(8) 0.90202(5) 0.90321(4) 0.02234(16) Uani 1 1 d . . . N2 N 0.35612(8) 0.94483(6) 0.80747(5) 0.01897(16) Uani 1 1 d . . . C9 C 0.57858(11) 0.75558(7) 0.92646(6) 0.0251(2) Uani 1 1 d . . . H9A H 0.5647 0.7621 0.9731 0.038 Uiso 1 1 calc R . . H9B H 0.6690 0.7577 0.9173 0.038 Uiso 1 1 calc R . . H9C H 0.5446 0.7007 0.9121 0.038 Uiso 1 1 calc R . . C10 C 0.51311(10) 0.82656(7) 0.89084(5) 0.01824(19) Uani 1 1 d . . . C11 C 0.41594(10) 0.80655(6) 0.84924(6) 0.02042(19) Uani 1 1 d . . . H11A H 0.3985 0.7475 0.8446 0.025 Uiso 1 1 calc R . . C12 C 0.33760(10) 0.86258(7) 0.81197(6) 0.02006(18) Uani 1 1 d . . . C13 C 0.22983(11) 0.81950(7) 0.77699(6) 0.0291(2) Uani 1 1 d . . . H13A H 0.1499 0.8440 0.7916 0.044 Uiso 1 1 calc R . . H13B H 0.2309 0.7583 0.7865 0.044 Uiso 1 1 calc R . . H13C H 0.2389 0.8283 0.7303 0.044 Uiso 1 1 calc R . . C14 C 0.26640(12) 0.99839(7) 0.77023(7) 0.0252(2) Uani 1 1 d . . . H14A H 0.2210 0.9618 0.7382 0.030 Uiso 1 1 calc R . . C15 C 0.33860(13) 1.06736(8) 0.73407(7) 0.0311(3) Uani 1 1 d . . . H15A H 0.4019 1.0408 0.7060 0.047 Uiso 1 1 calc R . . H15B H 0.3804 1.1049 0.7653 0.047 Uiso 1 1 calc R . . H15C H 0.2800 1.1007 0.7076 0.047 Uiso 1 1 calc R . . C16 C 0.17150(13) 1.03743(10) 0.81645(8) 0.0411(3) Uani 1 1 d . . . H16A H 0.1280 0.9920 0.8401 0.062 Uiso 1 1 calc R . . H16B H 0.1100 1.0709 0.7919 0.062 Uiso 1 1 calc R . . H16C H 0.2152 1.0746 0.8472 0.062 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 Zn1 0.01546(7) 0.01337(7) 0.01761(9) 0.000 0.000 -0.00154(5) O1 0.0253(4) 0.0165(3) 0.0234(4) 0.0026(3) -0.0070(3) -0.0048(3) N1 0.0160(4) 0.0166(4) 0.0192(4) 0.0001(3) -0.0023(3) 0.0016(3) C1 0.0312(6) 0.0169(5) 0.0302(6) 0.0052(4) -0.0085(4) -0.0041(4) C2 0.0205(4) 0.0149(4) 0.0180(4) 0.0002(4) 0.0012(4) -0.0013(3) C3 0.0204(4) 0.0147(4) 0.0231(5) -0.0014(3) -0.0019(4) -0.0013(3) C4 0.0164(4) 0.0179(4) 0.0189(4) -0.0035(3) -0.0007(3) 0.0001(3) C5 0.0239(5) 0.0227(5) 0.0364(6) -0.0026(5) -0.0119(5) -0.0023(4) C6 0.0199(4) 0.0209(5) 0.0248(5) 0.0030(4) -0.0049(4) 0.0021(4) C7 0.0279(6) 0.0282(6) 0.0306(6) 0.0103(5) -0.0049(5) -0.0003(4) C8 0.0283(6) 0.0245(5) 0.0399(7) 0.0019(5) 0.0020(5) 0.0085(4) Zn2 0.01672(7) 0.01499(7) 0.01796(10) 0.000 0.000 -0.00401(5) O2 0.0237(4) 0.0193(3) 0.0240(4) 0.0027(3) -0.0060(3) -0.0052(3) N2 0.0178(4) 0.0189(4) 0.0203(4) -0.0002(3) -0.0032(3) -0.0031(3) C9 0.0269(5) 0.0217(5) 0.0267(5) 0.0044(4) -0.0032(4) 0.0002(4) C10 0.0199(5) 0.0174(4) 0.0175(4) 0.0019(4) 0.0029(3) -0.0014(3) C11 0.0241(5) 0.0158(4) 0.0214(5) 0.0002(4) -0.0011(4) -0.0042(3) C12 0.0198(4) 0.0212(4) 0.0192(4) -0.0005(4) -0.0008(4) -0.0055(4) C13 0.0287(6) 0.0254(5) 0.0333(6) 0.0007(4) -0.0115(5) -0.0108(4) C14 0.0231(5) 0.0230(5) 0.0293(6) 0.0026(4) -0.0086(5) -0.0009(4) C15 0.0353(7) 0.0263(6) 0.0318(6) 0.0089(5) -0.0074(5) -0.0010(5) C16 0.0255(6) 0.0437(8) 0.0541(9) 0.0041(7) 0.0028(6) 0.0091(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 Zn1 O1 1.9479(8) 2_775 ? Zn1 O1 1.9479(8) . ? Zn1 N1 2.0000(9) 2_775 ? Zn1 N1 2.0000(9) . ? O1 C2 1.2974(12) . ? N1 C4 1.3087(13) . ? N1 C6 1.4808(13) . ? C1 C2 1.5031(15) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.3815(15) . ? C3 C4 1.4333(14) . ? C3 H3A 0.9500 . ? C4 C5 1.5108(15) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.5200(16) . ? C6 C8 1.5250(17) . ? C6 H6A 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? Zn2 O2 1.9481(8) . ? Zn2 O2 1.9481(8) 2_675 ? Zn2 N2 1.9915(9) . ? Zn2 N2 1.9915(9) 2_675 ? O2 C10 1.2924(13) . ? N2 C12 1.3091(13) . ? N2 C14 1.4856(14) . ? C9 C10 1.5055(15) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.3796(15) . ? C11 C12 1.4350(15) . ? C11 H11A 0.9500 . ? C12 C13 1.5136(15) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C16 1.5180(19) . ? C14 C15 1.5226(17) . ? C14 H14A 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? 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 Zn1 O1 116.87(5) 2_775 . ? O1 Zn1 N1 97.67(3) 2_775 2_775 ? O1 Zn1 N1 111.98(4) . 2_775 ? O1 Zn1 N1 111.98(4) 2_775 . ? O1 Zn1 N1 97.67(3) . . ? N1 Zn1 N1 122.00(6) 2_775 . ? C2 O1 Zn1 120.64(7) . . ? C4 N1 C6 119.82(9) . . ? C4 N1 Zn1 121.16(7) . . ? C6 N1 Zn1 118.96(7) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O1 C2 C3 126.60(9) . . ? O1 C2 C1 114.80(9) . . ? C3 C2 C1 118.60(9) . . ? C2 C3 C4 128.89(9) . . ? C2 C3 H3A 115.6 . . ? C4 C3 H3A 115.6 . . ? N1 C4 C3 123.41(9) . . ? N1 C4 C5 121.74(9) . . ? C3 C4 C5 114.85(9) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 C7 109.58(9) . . ? N1 C6 C8 108.79(10) . . ? C7 C6 C8 111.18(10) . . ? N1 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? C8 C6 H6A 109.1 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 Zn2 O2 115.44(5) . 2_675 ? O2 Zn2 N2 98.09(3) . . ? O2 Zn2 N2 111.23(4) 2_675 . ? O2 Zn2 N2 111.23(4) . 2_675 ? O2 Zn2 N2 98.09(3) 2_675 2_675 ? N2 Zn2 N2 123.82(6) . 2_675 ? C10 O2 Zn2 120.80(7) . . ? C12 N2 C14 119.88(9) . . ? C12 N2 Zn2 120.70(7) . . ? C14 N2 Zn2 119.38(7) . . ? C10 C9 H9A 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C10 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O2 C10 C11 126.35(10) . . ? O2 C10 C9 114.85(10) . . ? C11 C10 C9 118.80(10) . . ? C10 C11 C12 128.97(9) . . ? C10 C11 H11A 115.5 . . ? C12 C11 H11A 115.5 . . ? N2 C12 C11 123.72(9) . . ? N2 C12 C13 121.35(10) . . ? C11 C12 C13 114.93(9) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 C16 109.20(11) . . ? N2 C14 C15 109.45(10) . . ? C16 C14 C15 110.88(10) . . ? N2 C14 H14A 109.1 . . ? C16 C14 H14A 109.1 . . ? C15 C14 H14A 109.1 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 36.30 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.320 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.052 #===END data_akb01 _database_code_depnum_ccdc_archive 'CCDC 807202' #TrackingRef '- Combinedfiles.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C53 H75 F6 Fe N3 O9 S2, C6 H6' _chemical_formula_sum 'C59 H81 F6 Fe N3 O9 S2' _chemical_formula_weight 1210.24 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' F F 0.0171 0.0103 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9902(9) _cell_length_b 15.5889(13) _cell_length_c 18.9999(15) _cell_angle_alpha 76.706(4) _cell_angle_beta 86.343(4) _cell_angle_gamma 83.931(4) _cell_volume 3147.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9984 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 31.79 _exptl_crystal_description rectangular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.378 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8919 _exptl_absorpt_correction_T_max 0.9310 _exptl_absorpt_process_details 'SADABS (Bruker AXS Inc., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 37881 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 28.70 _reflns_number_total 16149 _reflns_number_gt 12469 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0457P)^2^+0.9551P] 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 16149 _refine_ls_number_parameters 964 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0572 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.0937 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Fe1 Fe 0.755163(19) 0.863361(14) 0.663400(11) 0.01974(6) Uani 1 1 d . . . O1 O 0.66454(9) 0.75412(7) 0.70033(6) 0.0239(2) Uani 1 1 d . . . O2 O 0.84546(9) 0.95925(7) 0.68556(5) 0.0232(2) Uani 1 1 d . . . O3 O 0.76727(9) 0.87847(7) 0.55340(5) 0.0222(2) Uani 1 1 d . . . O4 O 0.92251(10) 0.78184(8) 0.68429(7) 0.0330(3) Uani 1 1 d . . . C1 C 0.49981(17) 0.78694(13) 0.61863(10) 0.0325(4) Uani 1 1 d . . . H1A H 0.559(2) 0.7963(15) 0.5794(13) 0.049(6) Uiso 1 1 d . . . H1B H 0.438(2) 0.7594(15) 0.6067(12) 0.046(6) Uiso 1 1 d . . . H1C H 0.469(2) 0.8470(17) 0.6273(12) 0.053(6) Uiso 1 1 d . . . C2 C 0.56087(14) 0.73374(11) 0.68553(8) 0.0242(3) Uani 1 1 d . . . C3 C 0.50134(15) 0.66551(11) 0.73035(9) 0.0266(3) Uani 1 1 d . . . H3 H 0.4282(18) 0.6557(13) 0.7161(10) 0.031(5) Uiso 1 1 d . . . C4 C 0.54058(14) 0.61759(10) 0.79768(8) 0.0245(3) Uani 1 1 d . . . N1 N 0.64707(12) 0.62808(9) 0.82210(7) 0.0225(3) Uani 1 1 d . . . H1N H 0.6894(17) 0.6662(13) 0.7933(10) 0.026(5) Uiso 1 1 d . . . C5 C 0.45928(18) 0.55410(14) 0.84419(10) 0.0338(4) Uani 1 1 d . . . H5A H 0.502(2) 0.5149(17) 0.8804(13) 0.055(7) Uiso 1 1 d . . . H5B H 0.392(3) 0.588(2) 0.8642(15) 0.080(9) Uiso 1 1 d . . . H5C H 0.434(3) 0.5174(19) 0.8164(15) 0.076(9) Uiso 1 1 d . . . C6 C 0.69562(14) 0.58555(10) 0.89151(8) 0.0223(3) Uani 1 1 d . . . O7 O 0.58474(10) 0.94472(8) 0.67812(6) 0.0286(2) Uani 1 1 d . . . S1 S 0.98488(4) 0.70884(3) 0.65598(2) 0.02839(9) Uani 1 1 d . . . O5 O 0.96088(15) 0.71099(11) 0.58300(8) 0.0538(4) Uani 1 1 d . . . O6 O 0.98622(16) 0.62513(10) 0.70524(9) 0.0562(4) Uani 1 1 d . . . C52 C 1.14384(19) 0.73326(17) 0.65282(15) 0.0552(6) Uani 1 1 d . . . F1 F 1.17922(13) 0.73603(15) 0.71671(11) 0.0994(7) Uani 1 1 d . . . F2 F 1.15992(16) 0.80997(12) 0.60859(14) 0.1112(8) Uani 1 1 d . . . F3 F 1.21722(12) 0.67185(11) 0.62862(9) 0.0754(4) Uani 1 1 d . . . S2 S 0.57132(4) 0.96568(3) 0.74965(2) 0.02837(9) Uani 1 1 d . . . O8 O 0.55364(15) 1.05760(10) 0.74872(8) 0.0497(4) Uani 1 1 d . . . O9 O 0.65651(11) 0.91180(9) 0.79959(6) 0.0365(3) Uani 1 1 d . . . C53 C 0.42417(16) 0.92486(14) 0.78391(10) 0.0376(4) Uani 1 1 d . . . F4 F 0.42648(11) 0.83798(9) 0.79130(7) 0.0532(3) Uani 1 1 d . . . F5 F 0.33598(10) 0.96303(10) 0.73897(6) 0.0541(3) Uani 1 1 d . . . F6 F 0.39316(10) 0.94249(10) 0.84817(6) 0.0548(3) Uani 1 1 d . . . C7 C 0.79123(14) 0.51787(10) 0.89380(8) 0.0246(3) Uani 1 1 d . . . C8 C 0.84337(16) 0.48170(11) 0.95997(9) 0.0295(3) Uani 1 1 d . . . H8 H 0.9111(18) 0.4366(13) 0.9639(10) 0.030(5) Uiso 1 1 d . . . C9 C 0.80215(16) 0.51120(12) 1.02142(9) 0.0301(4) Uani 1 1 d . . . H9 H 0.8387(18) 0.4837(14) 1.0666(11) 0.037(5) Uiso 1 1 d . . . C10 C 0.70742(15) 0.57763(11) 1.01821(9) 0.0276(3) Uani 1 1 d . . . H10 H 0.6809(18) 0.6016(13) 1.0617(11) 0.037(5) Uiso 1 1 d . . . C11 C 0.65147(14) 0.61641(10) 0.95302(8) 0.0240(3) Uani 1 1 d . . . C12 C 0.55058(15) 0.69137(11) 0.95095(9) 0.0280(3) Uani 1 1 d . . . H12 H 0.5148(17) 0.7062(12) 0.9040(10) 0.028(5) Uiso 1 1 d . . . C13 C 0.6026(2) 0.77392(13) 0.96274(12) 0.0377(4) Uani 1 1 d . . . H13A H 0.665(2) 0.7921(16) 0.9271(13) 0.053(6) Uiso 1 1 d . . . H13B H 0.537(2) 0.8229(16) 0.9599(12) 0.054(7) Uiso 1 1 d . . . H13C H 0.639(2) 0.7630(15) 1.0125(13) 0.048(6) Uiso 1 1 d . . . C14 C 0.44683(18) 0.66500(15) 1.00706(12) 0.0393(4) Uani 1 1 d . . . H14A H 0.419(2) 0.6152(17) 1.0033(12) 0.048(6) Uiso 1 1 d . . . H14B H 0.4763(19) 0.6550(14) 1.0560(12) 0.039(5) Uiso 1 1 d . . . H14C H 0.379(2) 0.7150(16) 1.0017(12) 0.049(6) Uiso 1 1 d . . . C15 C 0.83375(15) 0.48440(12) 0.82618(9) 0.0295(3) Uani 1 1 d . . . H15 H 0.8274(18) 0.5353(14) 0.7838(11) 0.036(5) Uiso 1 1 d . . . C16 C 0.7504(2) 0.41720(17) 0.81424(14) 0.0492(5) Uani 1 1 d . . . H16A H 0.776(2) 0.3962(16) 0.7675(13) 0.052(6) Uiso 1 1 d . . . H16B H 0.762(2) 0.3686(16) 0.8522(12) 0.043(6) Uiso 1 1 d . . . H16C H 0.660(3) 0.4407(17) 0.8105(13) 0.061(7) Uiso 1 1 d . . . C17 C 0.96717(19) 0.44663(16) 0.82677(12) 0.0422(5) Uani 1 1 d . . . H17A H 1.021(2) 0.4856(16) 0.8354(12) 0.050(7) Uiso 1 1 d . . . H17B H 0.989(2) 0.4331(15) 0.7782(13) 0.051(6) Uiso 1 1 d . . . H17C H 0.984(2) 0.3913(17) 0.8633(14) 0.058(7) Uiso 1 1 d . . . C18 C 0.98766(17) 1.00569(14) 0.58760(9) 0.0347(4) Uani 1 1 d . . . H18A H 0.9756 0.9537 0.5689 0.052 Uiso 1 1 calc R . . H18B H 1.0744 1.0164 0.5818 0.052 Uiso 1 1 calc R . . H18C H 0.9384 1.0575 0.5607 0.052 Uiso 1 1 calc R . . C19 C 0.94888(14) 0.98955(10) 0.66606(8) 0.0225(3) Uani 1 1 d . . . C20 C 1.02456(14) 1.00874(11) 0.71546(8) 0.0238(3) Uani 1 1 d . . . H20 H 1.0982(18) 1.0339(12) 0.6972(10) 0.028(5) Uiso 1 1 d . . . C21 C 1.00203(13) 0.98986(10) 0.79023(8) 0.0219(3) Uani 1 1 d . . . N2 N 0.90158(12) 0.95536(9) 0.82136(7) 0.0215(3) Uani 1 1 d . . . H2N H 0.8473(19) 0.9472(13) 0.7939(11) 0.035(5) Uiso 1 1 d . . . C22 C 1.09514(15) 1.00680(13) 0.83845(9) 0.0311(4) Uani 1 1 d . . . H22A H 1.0534 1.0313 0.8776 0.047 Uiso 1 1 calc R . . H22B H 1.1496 1.0491 0.8102 0.047 Uiso 1 1 calc R . . H22C H 1.1433 0.9511 0.8591 0.047 Uiso 1 1 calc R . . C23 C 0.88473(14) 0.91947(11) 0.89792(8) 0.0236(3) Uani 1 1 d . . . C24 C 0.94651(15) 0.83681(11) 0.92731(8) 0.0271(3) Uani 1 1 d . . . C25 C 0.92836(18) 0.80317(13) 1.00167(9) 0.0347(4) Uani 1 1 d . . . H25 H 0.968(2) 0.7479(15) 1.0209(11) 0.041(6) Uiso 1 1 d . . . C26 C 0.85247(19) 0.84951(14) 1.04356(9) 0.0382(4) Uani 1 1 d . . . H26 H 0.839(2) 0.8262(16) 1.0923(14) 0.057(7) Uiso 1 1 d . . . C27 C 0.79100(17) 0.92974(13) 1.01284(9) 0.0350(4) Uani 1 1 d . . . H27 H 0.7361(19) 0.9617(14) 1.0414(11) 0.038(5) Uiso 1 1 d . . . C28 C 0.80531(15) 0.96692(12) 0.93884(8) 0.0272(3) Uani 1 1 d . . . C29 C 0.73888(16) 1.05578(12) 0.90503(10) 0.0337(4) Uani 1 1 d . . . H29 H 0.7400(17) 1.0613(13) 0.8530(11) 0.031(5) Uiso 1 1 d . . . C30 C 0.8012(3) 1.13182(17) 0.9199(2) 0.0640(7) Uani 1 1 d . . . H30A H 0.893(3) 1.1299(19) 0.9009(15) 0.081(9) Uiso 1 1 d . . . H30B H 0.753(2) 1.1911(18) 0.8983(13) 0.062(7) Uiso 1 1 d . . . H30C H 0.798(2) 1.1267(18) 0.9691(15) 0.062(8) Uiso 1 1 d . . . C31 C 0.6043(2) 1.06199(19) 0.92910(14) 0.0520(6) Uani 1 1 d . . . H31A H 0.561(3) 1.013(2) 0.9233(16) 0.081(9) Uiso 1 1 d . . . H31B H 0.593(2) 1.0625(16) 0.9786(15) 0.057(7) Uiso 1 1 d . . . H31C H 0.561(2) 1.1182(18) 0.9003(14) 0.064(7) Uiso 1 1 d . . . C32 C 1.02328(16) 0.78188(11) 0.88121(9) 0.0302(3) Uani 1 1 d . . . H32 H 1.0353(17) 0.8199(13) 0.8327(11) 0.030(5) Uiso 1 1 d . . . C33 C 0.9548(2) 0.70381(14) 0.87454(12) 0.0422(4) Uani 1 1 d . . . H33A H 0.876(2) 0.7267(15) 0.8521(12) 0.045(6) Uiso 1 1 d . . . H33B H 1.000(2) 0.6697(14) 0.8434(12) 0.041(6) Uiso 1 1 d . . . H33C H 0.943(2) 0.6664(16) 0.9242(13) 0.054(7) Uiso 1 1 d . . . C34 C 1.15065(19) 0.74976(15) 0.91001(13) 0.0433(5) Uani 1 1 d . . . H34A H 1.196(2) 0.7987(17) 0.9150(13) 0.058(7) Uiso 1 1 d . . . H34B H 1.147(2) 0.7103(16) 0.9577(13) 0.051(6) Uiso 1 1 d . . . H34C H 1.196(2) 0.7187(17) 0.8751(14) 0.061(7) Uiso 1 1 d . . . C35 C 0.66533(16) 1.02355(11) 0.51116(9) 0.0301(3) Uani 1 1 d . . . H35A H 0.6236 1.0198 0.5588 0.045 Uiso 1 1 calc R . . H35B H 0.6082 1.0519 0.4733 0.045 Uiso 1 1 calc R . . H35C H 0.7354 1.0586 0.5074 0.045 Uiso 1 1 calc R . . C36 C 0.70957(13) 0.93180(10) 0.50205(8) 0.0217(3) Uani 1 1 d . . . C37 C 0.68791(15) 0.90780(11) 0.43816(8) 0.0262(3) Uani 1 1 d . . . H37 H 0.6402(17) 0.9483(13) 0.4052(10) 0.029(5) Uiso 1 1 d . . . C38 C 0.72830(16) 0.82666(11) 0.42099(9) 0.0301(3) Uani 1 1 d . . . N3 N 0.80129(14) 0.76543(9) 0.46264(8) 0.0300(3) Uani 1 1 d . . . H3N H 0.8228(19) 0.7769(14) 0.5010(12) 0.040(6) Uiso 1 1 d . . . C39 C 0.6894(2) 0.80797(14) 0.35192(11) 0.0469(5) Uani 1 1 d . . . H39A H 0.6667 0.7471 0.3612 0.070 Uiso 1 1 calc R . . H39B H 0.7573 0.8153 0.3157 0.070 Uiso 1 1 calc R . . H39C H 0.6189 0.8493 0.3339 0.070 Uiso 1 1 calc R . . C40 C 0.84484(19) 0.68055(11) 0.44754(9) 0.0350(4) Uani 1 1 d . . . C41 C 0.9415(2) 0.67461(12) 0.39761(10) 0.0418(5) Uani 1 1 d . . . C42 C 0.9776(3) 0.59165(14) 0.38328(11) 0.0501(6) Uani 1 1 d . . . H42 H 1.045(2) 0.5847(17) 0.3501(14) 0.063(7) Uiso 1 1 d . . . C43 C 0.9211(3) 0.51796(14) 0.41786(12) 0.0557(6) Uani 1 1 d . . . H43 H 0.949(2) 0.4611(16) 0.4081(12) 0.053(6) Uiso 1 1 d . . . C44 C 0.8275(3) 0.52532(14) 0.46828(13) 0.0521(6) Uani 1 1 d . . . H44 H 0.789(2) 0.4761(16) 0.4920(12) 0.049(6) Uiso 1 1 d . . . C45 C 0.7879(2) 0.60653(13) 0.48525(11) 0.0420(5) Uani 1 1 d . . . C46 C 0.6871(2) 0.61282(14) 0.54226(13) 0.0498(5) Uani 1 1 d . . . H46 H 0.686(2) 0.6704(15) 0.5547(11) 0.044(6) Uiso 1 1 d . . . C47 C 0.7096(3) 0.54251(18) 0.61205(16) 0.0841(10) Uani 1 1 d . . . H47A H 0.7902 0.5470 0.6295 0.126 Uiso 1 1 calc R . . H47B H 0.7069 0.4836 0.6025 0.126 Uiso 1 1 calc R . . H47C H 0.6461 0.5519 0.6489 0.126 Uiso 1 1 calc R . . C48 C 0.5615(3) 0.6120(3) 0.5133(2) 0.0936(11) Uani 1 1 d . . . H48A H 0.5454 0.6644 0.4740 0.140 Uiso 1 1 calc R . . H48B H 0.4989 0.6129 0.5524 0.140 Uiso 1 1 calc R . . H48C H 0.5592 0.5584 0.4950 0.140 Uiso 1 1 calc R . . C49 C 1.0122(2) 0.75307(14) 0.36239(12) 0.0525(6) Uani 1 1 d . . . H49 H 0.966(2) 0.8047(15) 0.3696(11) 0.040(5) Uiso 1 1 d . . . C50 C 1.0326(5) 0.7622(2) 0.28039(16) 0.1023(17) Uani 1 1 d . . . H50A H 1.082(5) 0.817(3) 0.263(2) 0.153 Uiso 1 1 d . . . H50B H 1.085(5) 0.715(3) 0.272(2) 0.153 Uiso 1 1 d . . . H50C H 0.982(6) 0.775(4) 0.257(3) 0.153 Uiso 1 1 d . . . C51 C 1.1304(3) 0.7481(2) 0.3999(2) 0.0867(10) Uani 1 1 d . . . H51A H 1.1125 0.7468 0.4513 0.130 Uiso 1 1 calc R . . H51B H 1.1740 0.8000 0.3778 0.130 Uiso 1 1 calc R . . H51C H 1.1816 0.6941 0.3951 0.130 Uiso 1 1 calc R . . C54 C 0.5123(3) 0.7132(2) 0.23605(15) 0.0668(7) Uani 1 1 d . . . H54 H 0.438(3) 0.754(2) 0.2302(17) 0.089(10) Uiso 1 1 d . . . C55 C 0.6161(2) 0.7203(2) 0.19117(14) 0.0646(7) Uani 1 1 d . . . H55 H 0.620(3) 0.777(2) 0.1490(18) 0.102(11) Uiso 1 1 d . . . C56 C 0.7139(3) 0.6570(2) 0.20386(14) 0.0630(7) Uani 1 1 d . . . H56 H 0.788(3) 0.6633(19) 0.1740(16) 0.079(9) Uiso 1 1 d . . . C57 C 0.7099(3) 0.5857(2) 0.26138(15) 0.0620(6) Uani 1 1 d . . . H57 H 0.773(3) 0.5404(19) 0.2680(15) 0.069(8) Uiso 1 1 d . . . C58 C 0.6062(3) 0.5776(2) 0.30579(16) 0.0691(8) Uani 1 1 d . . . H58 H 0.608(3) 0.528(2) 0.3400(16) 0.074(9) Uiso 1 1 d . . . C59 C 0.5075(3) 0.6411(2) 0.29279(17) 0.0731(9) Uani 1 1 d . . . H59 H 0.439(3) 0.636(2) 0.3226(17) 0.091(10) 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 Fe1 0.01881(10) 0.02212(11) 0.01746(10) -0.00205(8) -0.00056(7) -0.00356(8) O1 0.0203(5) 0.0260(6) 0.0229(5) 0.0012(4) -0.0028(4) -0.0051(4) O2 0.0223(5) 0.0277(6) 0.0212(5) -0.0074(4) 0.0027(4) -0.0072(4) O3 0.0251(5) 0.0223(5) 0.0177(5) -0.0022(4) -0.0012(4) -0.0002(4) O4 0.0240(6) 0.0344(7) 0.0423(7) -0.0140(6) -0.0069(5) 0.0041(5) C1 0.0288(9) 0.0386(10) 0.0264(8) 0.0046(7) -0.0091(7) -0.0085(8) C2 0.0224(7) 0.0277(8) 0.0216(7) -0.0027(6) -0.0029(6) -0.0026(6) C3 0.0219(7) 0.0312(8) 0.0258(8) -0.0007(7) -0.0053(6) -0.0081(6) C4 0.0247(7) 0.0242(8) 0.0239(7) -0.0030(6) 0.0001(6) -0.0053(6) N1 0.0235(6) 0.0233(6) 0.0187(6) 0.0011(5) -0.0020(5) -0.0053(5) C5 0.0326(9) 0.0364(10) 0.0297(9) 0.0036(8) -0.0024(7) -0.0142(8) C6 0.0236(7) 0.0221(7) 0.0189(7) 0.0019(6) -0.0020(6) -0.0058(6) O7 0.0250(6) 0.0362(6) 0.0221(5) -0.0040(5) 0.0014(4) 0.0010(5) S1 0.02409(19) 0.0272(2) 0.0333(2) -0.00656(17) -0.00274(16) 0.00087(15) O5 0.0594(9) 0.0603(10) 0.0433(8) -0.0231(7) -0.0201(7) 0.0230(8) O6 0.0710(10) 0.0318(8) 0.0582(10) 0.0005(7) 0.0118(8) -0.0019(7) C52 0.0271(10) 0.0597(15) 0.0805(17) -0.0231(13) 0.0034(10) 0.0017(9) F1 0.0378(8) 0.1551(18) 0.1318(15) -0.0882(14) -0.0335(9) 0.0130(9) F2 0.0611(10) 0.0704(11) 0.190(2) -0.0080(13) 0.0454(12) -0.0293(9) F3 0.0323(7) 0.0913(11) 0.1057(12) -0.0410(10) 0.0096(7) 0.0141(7) S2 0.02441(19) 0.0341(2) 0.02421(19) -0.00457(16) 0.00163(15) 0.00230(16) O8 0.0612(9) 0.0383(8) 0.0498(8) -0.0154(7) 0.0048(7) 0.0020(7) O9 0.0234(6) 0.0543(8) 0.0258(6) 0.0031(6) -0.0011(5) -0.0033(5) C53 0.0240(8) 0.0574(13) 0.0272(9) -0.0066(8) 0.0008(7) 0.0069(8) F4 0.0383(6) 0.0578(8) 0.0590(8) -0.0036(6) 0.0125(5) -0.0135(6) F5 0.0239(5) 0.0917(10) 0.0388(6) -0.0049(6) -0.0055(4) 0.0108(6) F6 0.0334(6) 0.0991(11) 0.0310(6) -0.0192(6) 0.0094(5) 0.0019(6) C7 0.0255(7) 0.0225(7) 0.0236(7) 0.0000(6) 0.0004(6) -0.0050(6) C8 0.0281(8) 0.0272(8) 0.0288(8) 0.0017(7) -0.0034(6) 0.0006(7) C9 0.0307(8) 0.0323(9) 0.0230(8) 0.0042(7) -0.0059(6) -0.0037(7) C10 0.0296(8) 0.0309(9) 0.0215(7) -0.0030(7) -0.0012(6) -0.0055(7) C11 0.0244(7) 0.0238(8) 0.0226(7) -0.0012(6) -0.0013(6) -0.0050(6) C12 0.0291(8) 0.0290(8) 0.0245(8) -0.0042(7) -0.0025(6) 0.0016(6) C13 0.0428(11) 0.0284(9) 0.0404(11) -0.0071(8) 0.0049(9) -0.0029(8) C14 0.0296(9) 0.0436(12) 0.0414(11) -0.0053(9) 0.0050(8) -0.0012(8) C15 0.0308(8) 0.0300(9) 0.0266(8) -0.0059(7) 0.0012(6) -0.0003(7) C16 0.0522(13) 0.0489(13) 0.0551(14) -0.0288(12) 0.0076(11) -0.0124(10) C17 0.0371(10) 0.0477(12) 0.0372(11) -0.0078(9) 0.0011(8) 0.0122(9) C18 0.0358(9) 0.0500(11) 0.0207(8) -0.0085(7) 0.0069(7) -0.0182(8) C19 0.0250(7) 0.0222(7) 0.0199(7) -0.0043(6) 0.0029(6) -0.0037(6) C20 0.0235(7) 0.0261(8) 0.0228(7) -0.0062(6) 0.0030(6) -0.0077(6) C21 0.0220(7) 0.0213(7) 0.0229(7) -0.0063(6) -0.0004(6) -0.0023(6) N2 0.0219(6) 0.0255(7) 0.0173(6) -0.0055(5) -0.0008(5) -0.0027(5) C22 0.0292(8) 0.0414(10) 0.0257(8) -0.0100(7) -0.0017(6) -0.0113(7) C23 0.0250(7) 0.0303(8) 0.0169(7) -0.0059(6) -0.0013(6) -0.0078(6) C24 0.0279(8) 0.0310(8) 0.0232(8) -0.0049(6) -0.0031(6) -0.0069(6) C25 0.0420(10) 0.0357(10) 0.0251(8) 0.0006(7) -0.0066(7) -0.0105(8) C26 0.0491(11) 0.0495(12) 0.0178(8) -0.0051(8) -0.0005(7) -0.0187(9) C27 0.0382(10) 0.0471(11) 0.0246(8) -0.0159(8) 0.0068(7) -0.0130(8) C28 0.0273(8) 0.0348(9) 0.0229(7) -0.0111(7) 0.0024(6) -0.0097(7) C29 0.0337(9) 0.0369(10) 0.0320(9) -0.0141(8) 0.0059(7) -0.0006(7) C30 0.0632(17) 0.0386(13) 0.095(2) -0.0229(14) -0.0085(16) -0.0063(11) C31 0.0382(11) 0.0628(16) 0.0521(14) -0.0147(12) 0.0098(10) 0.0061(11) C32 0.0336(9) 0.0264(8) 0.0293(9) -0.0040(7) -0.0011(7) -0.0020(7) C33 0.0510(12) 0.0378(11) 0.0412(11) -0.0141(9) 0.0022(9) -0.0111(9) C34 0.0376(10) 0.0367(11) 0.0525(13) -0.0056(10) -0.0052(9) 0.0036(9) C35 0.0375(9) 0.0239(8) 0.0263(8) -0.0035(6) -0.0024(7) 0.0042(7) C36 0.0209(7) 0.0209(7) 0.0210(7) -0.0003(6) 0.0024(5) -0.0028(5) C37 0.0296(8) 0.0261(8) 0.0208(7) -0.0007(6) -0.0056(6) 0.0001(6) C38 0.0387(9) 0.0283(8) 0.0231(8) -0.0046(6) -0.0052(7) -0.0027(7) N3 0.0432(8) 0.0237(7) 0.0236(7) -0.0075(6) -0.0075(6) 0.0027(6) C39 0.0721(14) 0.0378(11) 0.0345(10) -0.0142(8) -0.0228(10) 0.0044(10) C40 0.0559(11) 0.0236(8) 0.0263(8) -0.0086(7) -0.0098(8) 0.0038(8) C41 0.0677(13) 0.0286(9) 0.0269(9) -0.0073(7) -0.0040(9) 0.0095(9) C42 0.0808(16) 0.0361(11) 0.0318(10) -0.0125(9) -0.0026(10) 0.0126(10) C43 0.0953(19) 0.0292(10) 0.0454(12) -0.0183(9) -0.0138(12) 0.0100(11) C44 0.0830(17) 0.0257(10) 0.0506(13) -0.0122(9) -0.0103(12) -0.0055(10) C45 0.0604(13) 0.0279(9) 0.0397(10) -0.0104(8) -0.0107(9) -0.0020(9) C46 0.0632(14) 0.0292(10) 0.0582(13) -0.0110(10) 0.0025(11) -0.0109(9) C47 0.121(3) 0.0470(15) 0.0693(18) 0.0013(13) 0.0329(17) 0.0077(15) C48 0.0660(19) 0.117(3) 0.115(3) -0.052(2) 0.0040(18) -0.0324(19) C49 0.0764(16) 0.0321(11) 0.0422(11) -0.0069(9) 0.0185(11) 0.0097(10) C50 0.194(5) 0.0438(15) 0.0515(17) -0.0042(13) 0.058(2) 0.018(2) C51 0.0717(19) 0.0596(18) 0.118(3) -0.0024(18) 0.0171(18) -0.0099(14) C54 0.0524(15) 0.093(2) 0.0607(16) -0.0253(16) -0.0079(12) -0.0112(15) C55 0.0565(15) 0.089(2) 0.0458(13) -0.0073(14) -0.0052(11) -0.0086(14) C56 0.0529(15) 0.088(2) 0.0494(14) -0.0151(14) 0.0016(11) -0.0134(14) C57 0.0654(17) 0.0666(17) 0.0595(16) -0.0205(13) -0.0066(13) -0.0142(14) C58 0.092(2) 0.0648(18) 0.0546(16) -0.0109(14) 0.0001(15) -0.0343(17) C59 0.0614(17) 0.100(2) 0.0675(18) -0.0326(18) 0.0155(14) -0.0339(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 Fe1 O2 2.0132(11) . ? Fe1 O1 2.0258(11) . ? Fe1 O3 2.0460(10) . ? Fe1 O4 2.1266(12) . ? Fe1 O7 2.1883(12) . ? O1 C2 1.2794(18) . ? O2 C19 1.2773(18) . ? O3 C36 1.2804(18) . ? O4 S1 1.4573(12) . ? C1 C2 1.503(2) . ? C1 H1A 0.95(2) . ? C1 H1B 0.90(2) . ? C1 H1C 1.01(3) . ? C2 C3 1.394(2) . ? C3 C4 1.394(2) . ? C3 H3 0.90(2) . ? C4 N1 1.325(2) . ? C4 C5 1.498(2) . ? N1 C6 1.4408(19) . ? N1 H1N 0.86(2) . ? C5 H5A 0.92(3) . ? C5 H5B 0.97(3) . ? C5 H5C 0.94(3) . ? C6 C7 1.403(2) . ? C6 C11 1.403(2) . ? O7 S2 1.4641(12) . ? S1 O6 1.4194(15) . ? S1 O5 1.4202(14) . ? S1 C52 1.821(2) . ? C52 F1 1.309(3) . ? C52 F2 1.316(3) . ? C52 F3 1.330(3) . ? S2 O8 1.4218(15) . ? S2 O9 1.4363(12) . ? S2 C53 1.8268(19) . ? C53 F4 1.327(2) . ? C53 F6 1.328(2) . ? C53 F5 1.331(2) . ? C7 C8 1.387(2) . ? C7 C15 1.524(2) . ? C8 C9 1.384(3) . ? C8 H8 0.96(2) . ? C9 C10 1.382(2) . ? C9 H9 0.96(2) . ? C10 C11 1.397(2) . ? C10 H10 1.00(2) . ? C11 C12 1.519(2) . ? C12 C13 1.529(3) . ? C12 C14 1.532(3) . ? C12 H12 0.967(19) . ? C13 H13A 0.95(3) . ? C13 H13B 0.98(3) . ? C13 H13C 1.02(2) . ? C14 H14A 0.88(2) . ? C14 H14B 0.98(2) . ? C14 H14C 1.01(2) . ? C15 C17 1.521(3) . ? C15 C16 1.526(3) . ? C15 H15 0.99(2) . ? C16 H16A 1.03(2) . ? C16 H16B 0.92(2) . ? C16 H16C 1.03(3) . ? C17 H17A 0.94(2) . ? C17 H17B 1.00(2) . ? C17 H17C 0.98(3) . ? C18 C19 1.495(2) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.394(2) . ? C20 C21 1.394(2) . ? C20 H20 0.948(19) . ? C21 N2 1.324(2) . ? C21 C22 1.498(2) . ? N2 C23 1.4409(19) . ? N2 H2N 0.86(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.398(2) . ? C23 C24 1.402(2) . ? C24 C25 1.399(2) . ? C24 C32 1.520(2) . ? C25 C26 1.380(3) . ? C25 H25 0.93(2) . ? C26 C27 1.378(3) . ? C26 H26 0.92(2) . ? C27 C28 1.398(2) . ? C27 H27 0.96(2) . ? C28 C29 1.517(3) . ? C29 C30 1.518(3) . ? C29 C31 1.520(3) . ? C29 H29 0.972(19) . ? C30 H30A 1.05(3) . ? C30 H30B 1.03(3) . ? C30 H30C 0.92(3) . ? C31 H31A 0.98(3) . ? C31 H31B 0.94(3) . ? C31 H31C 1.01(3) . ? C32 C34 1.527(3) . ? C32 C33 1.530(3) . ? C32 H32 0.984(19) . ? C33 H33A 0.98(2) . ? C33 H33B 0.96(2) . ? C33 H33C 1.00(2) . ? C34 H34A 0.98(3) . ? C34 H34B 0.97(2) . ? C34 H34C 0.99(3) . ? C35 C36 1.506(2) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.391(2) . ? C37 C38 1.399(2) . ? C37 H37 0.93(2) . ? C38 N3 1.324(2) . ? C38 C39 1.505(2) . ? N3 C40 1.444(2) . ? N3 H3N 0.84(2) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.389(3) . ? C40 C45 1.397(3) . ? C41 C42 1.394(3) . ? C41 C49 1.518(3) . ? C42 C43 1.374(4) . ? C42 H42 0.95(3) . ? C43 C44 1.374(4) . ? C43 H43 0.96(2) . ? C44 C45 1.396(3) . ? C44 H44 0.93(2) . ? C45 C46 1.511(3) . ? C46 C48 1.520(4) . ? C46 C47 1.529(4) . ? C46 H46 0.98(2) . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 C51 1.508(4) . ? C49 C50 1.536(4) . ? C49 H49 0.94(2) . ? C50 H50A 1.05(5) . ? C50 H50B 0.92(5) . ? C50 H50C 0.71(6) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C54 C59 1.370(4) . ? C54 C55 1.379(4) . ? C54 H54 0.97(3) . ? C55 C56 1.373(4) . ? C55 H55 1.05(3) . ? C56 C57 1.370(4) . ? C56 H56 0.97(3) . ? C57 C58 1.373(4) . ? C57 H57 0.93(3) . ? C58 C59 1.383(5) . ? C58 H58 0.88(3) . ? C59 H59 0.92(3) . ? 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 Fe1 O1 148.58(4) . . ? O2 Fe1 O3 106.57(4) . . ? O1 Fe1 O3 104.73(4) . . ? O2 Fe1 O4 85.47(5) . . ? O1 Fe1 O4 88.53(5) . . ? O3 Fe1 O4 96.15(5) . . ? O2 Fe1 O7 87.68(4) . . ? O1 Fe1 O7 88.72(5) . . ? O3 Fe1 O7 101.68(4) . . ? O4 Fe1 O7 162.08(5) . . ? C2 O1 Fe1 132.26(10) . . ? C19 O2 Fe1 135.45(10) . . ? C36 O3 Fe1 132.51(10) . . ? S1 O4 Fe1 134.90(7) . . ? C2 C1 H1A 109.5(14) . . ? C2 C1 H1B 111.7(14) . . ? H1A C1 H1B 109.0(19) . . ? C2 C1 H1C 108.4(13) . . ? H1A C1 H1C 107.0(19) . . ? H1B C1 H1C 111(2) . . ? O1 C2 C3 122.20(14) . . ? O1 C2 C1 118.74(14) . . ? C3 C2 C1 119.04(14) . . ? C4 C3 C2 125.04(15) . . ? C4 C3 H3 118.1(12) . . ? C2 C3 H3 116.6(12) . . ? N1 C4 C3 121.59(14) . . ? N1 C4 C5 119.20(14) . . ? C3 C4 C5 119.20(15) . . ? C4 N1 C6 126.96(13) . . ? C4 N1 H1N 115.1(12) . . ? C6 N1 H1N 117.9(12) . . ? C4 C5 H5A 111.6(15) . . ? C4 C5 H5B 108.1(17) . . ? H5A C5 H5B 111(2) . . ? C4 C5 H5C 108.8(17) . . ? H5A C5 H5C 103(2) . . ? H5B C5 H5C 114(2) . . ? C7 C6 C11 122.58(14) . . ? C7 C6 N1 117.95(13) . . ? C11 C6 N1 119.35(14) . . ? S2 O7 Fe1 112.74(6) . . ? O6 S1 O5 116.60(10) . . ? O6 S1 O4 114.33(9) . . ? O5 S1 O4 114.80(8) . . ? O6 S1 C52 102.59(11) . . ? O5 S1 C52 104.43(11) . . ? O4 S1 C52 101.30(9) . . ? F1 C52 F2 108.0(2) . . ? F1 C52 F3 108.1(2) . . ? F2 C52 F3 107.3(2) . . ? F1 C52 S1 111.81(17) . . ? F2 C52 S1 110.98(17) . . ? F3 C52 S1 110.45(17) . . ? O8 S2 O9 117.40(9) . . ? O8 S2 O7 114.81(8) . . ? O9 S2 O7 112.47(7) . . ? O8 S2 C53 104.04(9) . . ? O9 S2 C53 103.33(8) . . ? O7 S2 C53 102.38(8) . . ? F4 C53 F6 107.59(16) . . ? F4 C53 F5 107.63(17) . . ? F6 C53 F5 107.86(15) . . ? F4 C53 S2 111.93(12) . . ? F6 C53 S2 111.00(14) . . ? F5 C53 S2 110.66(13) . . ? C8 C7 C6 117.56(15) . . ? C8 C7 C15 121.57(15) . . ? C6 C7 C15 120.86(14) . . ? C9 C8 C7 121.10(16) . . ? C9 C8 H8 118.3(11) . . ? C7 C8 H8 120.5(11) . . ? C10 C9 C8 120.55(15) . . ? C10 C9 H9 120.4(12) . . ? C8 C9 H9 119.0(12) . . ? C9 C10 C11 120.80(16) . . ? C9 C10 H10 120.7(12) . . ? C11 C10 H10 118.4(12) . . ? C10 C11 C6 117.42(15) . . ? C10 C11 C12 119.37(14) . . ? C6 C11 C12 123.17(14) . . ? C11 C12 C13 110.49(14) . . ? C11 C12 C14 111.87(15) . . ? C13 C12 C14 110.09(16) . . ? C11 C12 H12 109.4(11) . . ? C13 C12 H12 108.0(11) . . ? C14 C12 H12 106.9(11) . . ? C12 C13 H13A 110.7(14) . . ? C12 C13 H13B 110.2(14) . . ? H13A C13 H13B 109(2) . . ? C12 C13 H13C 111.7(13) . . ? H13A C13 H13C 108.0(19) . . ? H13B C13 H13C 107.5(18) . . ? C12 C14 H14A 111.6(15) . . ? C12 C14 H14B 110.3(12) . . ? H14A C14 H14B 106.8(19) . . ? C12 C14 H14C 109.4(13) . . ? H14A C14 H14C 111(2) . . ? H14B C14 H14C 107.3(18) . . ? C17 C15 C7 113.41(15) . . ? C17 C15 C16 110.92(18) . . ? C7 C15 C16 110.49(15) . . ? C17 C15 H15 106.0(12) . . ? C7 C15 H15 108.3(12) . . ? C16 C15 H15 107.5(11) . . ? C15 C16 H16A 111.2(13) . . ? C15 C16 H16B 106.1(14) . . ? H16A C16 H16B 107.0(19) . . ? C15 C16 H16C 114.0(14) . . ? H16A C16 H16C 106.8(19) . . ? H16B C16 H16C 112(2) . . ? C15 C17 H17A 113.1(15) . . ? C15 C17 H17B 107.6(13) . . ? H17A C17 H17B 108.8(19) . . ? C15 C17 H17C 114.1(15) . . ? H17A C17 H17C 106(2) . . ? H17B C17 H17C 107(2) . . ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2 C19 C20 121.90(14) . . ? O2 C19 C18 118.30(13) . . ? C20 C19 C18 119.79(14) . . ? C21 C20 C19 124.48(14) . . ? C21 C20 H20 117.7(11) . . ? C19 C20 H20 117.8(11) . . ? N2 C21 C20 122.62(14) . . ? N2 C21 C22 117.69(13) . . ? C20 C21 C22 119.68(14) . . ? C21 N2 C23 124.33(13) . . ? C21 N2 H2N 117.8(13) . . ? C23 N2 H2N 117.3(13) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C28 C23 C24 123.17(14) . . ? C28 C23 N2 118.88(14) . . ? C24 C23 N2 117.92(14) . . ? C25 C24 C23 116.89(16) . . ? C25 C24 C32 120.25(16) . . ? C23 C24 C32 122.74(14) . . ? C26 C25 C24 121.10(18) . . ? C26 C25 H25 122.0(13) . . ? C24 C25 H25 116.9(13) . . ? C27 C26 C25 120.66(17) . . ? C27 C26 H26 118.6(16) . . ? C25 C26 H26 120.7(16) . . ? C26 C27 C28 120.99(17) . . ? C26 C27 H27 121.2(12) . . ? C28 C27 H27 117.8(12) . . ? C27 C28 C23 117.17(16) . . ? C27 C28 C29 121.09(16) . . ? C23 C28 C29 121.73(14) . . ? C28 C29 C30 111.45(18) . . ? C28 C29 C31 112.08(17) . . ? C30 C29 C31 110.9(2) . . ? C28 C29 H29 108.1(12) . . ? C30 C29 H29 108.6(11) . . ? C31 C29 H29 105.5(11) . . ? C29 C30 H30A 111.3(16) . . ? C29 C30 H30B 110.1(14) . . ? H30A C30 H30B 112(2) . . ? C29 C30 H30C 107.9(17) . . ? H30A C30 H30C 109(2) . . ? H30B C30 H30C 106(2) . . ? C29 C31 H31A 114.0(18) . . ? C29 C31 H31B 112.3(16) . . ? H31A C31 H31B 105(2) . . ? C29 C31 H31C 109.8(15) . . ? H31A C31 H31C 108(2) . . ? H31B C31 H31C 108(2) . . ? C24 C32 C34 112.90(16) . . ? C24 C32 C33 109.68(15) . . ? C34 C32 C33 110.79(17) . . ? C24 C32 H32 107.8(11) . . ? C34 C32 H32 106.7(11) . . ? C33 C32 H32 108.8(11) . . ? C32 C33 H33A 108.9(13) . . ? C32 C33 H33B 111.3(13) . . ? H33A C33 H33B 106.8(18) . . ? C32 C33 H33C 107.5(13) . . ? H33A C33 H33C 111.7(19) . . ? H33B C33 H33C 110.6(19) . . ? C32 C34 H34A 112.0(15) . . ? C32 C34 H34B 111.9(14) . . ? H34A C34 H34B 106.2(19) . . ? C32 C34 H34C 107.4(15) . . ? H34A C34 H34C 109(2) . . ? H34B C34 H34C 110(2) . . ? C36 C35 H35A 109.5 . . ? C36 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C36 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O3 C36 C37 122.01(14) . . ? O3 C36 C35 118.67(13) . . ? C37 C36 C35 119.31(14) . . ? C36 C37 C38 125.50(15) . . ? C36 C37 H37 116.9(12) . . ? C38 C37 H37 117.6(12) . . ? N3 C38 C37 122.70(15) . . ? N3 C38 C39 118.12(16) . . ? C37 C38 C39 119.17(15) . . ? C38 N3 C40 124.80(14) . . ? C38 N3 H3N 117.1(15) . . ? C40 N3 H3N 118.1(15) . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C45 122.36(17) . . ? C41 C40 N3 119.80(17) . . ? C45 C40 N3 117.84(17) . . ? C40 C41 C42 117.6(2) . . ? C40 C41 C49 122.46(17) . . ? C42 C41 C49 119.9(2) . . ? C43 C42 C41 121.5(2) . . ? C43 C42 H42 118.5(16) . . ? C41 C42 H42 120.0(16) . . ? C42 C43 C44 119.7(2) . . ? C42 C43 H43 120.2(14) . . ? C44 C43 H43 120.0(14) . . ? C43 C44 C45 121.4(2) . . ? C43 C44 H44 120.5(15) . . ? C45 C44 H44 118.2(15) . . ? C44 C45 C40 117.4(2) . . ? C44 C45 C46 120.6(2) . . ? C40 C45 C46 122.04(17) . . ? C45 C46 C48 111.7(2) . . ? C45 C46 C47 112.0(2) . . ? C48 C46 C47 112.5(3) . . ? C45 C46 H46 108.4(13) . . ? C48 C46 H46 105.0(13) . . ? C47 C46 H46 106.8(13) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C46 C48 H48A 109.5 . . ? C46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C46 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C51 C49 C41 110.2(2) . . ? C51 C49 C50 112.4(3) . . ? C41 C49 C50 112.3(3) . . ? C51 C49 H49 106.2(13) . . ? C41 C49 H49 107.9(13) . . ? C50 C49 H49 107.5(13) . . ? C49 C50 H50A 105(3) . . ? C49 C50 H50B 109(3) . . ? H50A C50 H50B 105(4) . . ? C49 C50 H50C 121(5) . . ? H50A C50 H50C 99(5) . . ? H50B C50 H50C 115(5) . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C59 C54 C55 118.8(3) . . ? C59 C54 H54 115.3(19) . . ? C55 C54 H54 125.8(19) . . ? C56 C55 C54 120.6(3) . . ? C56 C55 H55 121.3(19) . . ? C54 C55 H55 118.0(19) . . ? C57 C56 C55 120.5(3) . . ? C57 C56 H56 118.6(18) . . ? C55 C56 H56 120.8(18) . . ? C56 C57 C58 119.2(3) . . ? C56 C57 H57 121.0(18) . . ? C58 C57 H57 119.5(18) . . ? C57 C58 C59 120.2(3) . . ? C57 C58 H58 115(2) . . ? C59 C58 H58 125(2) . . ? C54 C59 C58 120.6(3) . . ? C54 C59 H59 119(2) . . ? C58 C59 H59 121(2) . . ? 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 C6 N1 C4 C3 177.26(15) . . . . ? C23 N2 C21 C20 167.72(15) . . . . ? C40 N3 C38 C37 179.60(17) . . . . ? 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 N1 H1N O1 0.86(2) 1.986(19) 2.680(2) 136.7(16) . N2 H2N O2 0.86(2) 2.02(2) 2.677(2) 132.5(18) . N2 H2N O9 0.86(2) 2.21(2) 2.923(2) 140.3(18) . N3 H3N O3 0.84(2) 2.08(2) 2.719(2) 132.6(19) . N3 H3N O5 0.84(2) 2.24(2) 2.886(2) 133.4(19) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.381 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.050 #===END data_dmg02 _database_code_depnum_ccdc_archive 'CCDC 807203' #TrackingRef '- Combinedfiles.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H48 Fe N2 O2' _chemical_formula_sum 'C34 H48 Fe N2 O2' _chemical_formula_weight 572.59 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' 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 23.7223(2) _cell_length_b 12.0690(1) _cell_length_c 11.7799(1) _cell_angle_alpha 90.00 _cell_angle_beta 107.93 _cell_angle_gamma 90.00 _cell_volume 3208.93(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8532 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 34.33 _exptl_crystal_description rectangular_prism _exptl_crystal_colour green _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.185 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.500 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8098 _exptl_absorpt_correction_T_max 0.8571 _exptl_absorpt_process_details 'SADABS (Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '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 23986 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 33.73 _reflns_number_total 6395 _reflns_number_gt 5055 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 2001)' _computing_cell_refinement 'Bruker SMART (Bruker, 2001)' _computing_data_reduction 'Bruker SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V. 6.14 (Bruker, 2001)' _computing_publication_material 'Bruker SHELXTL V. 6.14 (Bruker, 2001)' _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^)+(0.0489P)^2^+1.0279P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6395 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0965 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Fe1 Fe 0.5000 0.831785(18) 0.7500 0.02069(6) Uani 1 2 d S . . N1 N 0.42191(3) 0.77338(7) 0.63570(7) 0.01962(15) Uani 1 1 d . . . O1 O 0.52623(3) 0.87926(8) 0.61838(7) 0.03105(18) Uani 1 1 d . . . C1 C 0.54828(7) 0.86325(16) 0.43764(13) 0.0434(3) Uani 1 1 d . . . H1A H 0.5894(9) 0.8375(15) 0.4797(18) 0.055(5) Uiso 1 1 d . . . H1B H 0.5342(10) 0.8330(18) 0.359(2) 0.079(7) Uiso 1 1 d . . . H1C H 0.5534(10) 0.939(2) 0.436(2) 0.082(7) Uiso 1 1 d . . . C2 C 0.50793(5) 0.84061(10) 0.51122(9) 0.0270(2) Uani 1 1 d . . . C3 C 0.45523(5) 0.78484(10) 0.46267(9) 0.0254(2) Uani 1 1 d . . . H3 H 0.4461(7) 0.7633(13) 0.3834(14) 0.037(4) Uiso 1 1 d . . . C4 C 0.41225(4) 0.76016(9) 0.51992(8) 0.02147(18) Uani 1 1 d . . . C5 C 0.35338(5) 0.71723(12) 0.44203(10) 0.0300(2) Uani 1 1 d . . . H5A H 0.3528(8) 0.7043(17) 0.3649(18) 0.056(5) Uiso 1 1 d . . . H5B H 0.3455(10) 0.6499(19) 0.467(2) 0.073(7) Uiso 1 1 d . . . H5C H 0.3198(11) 0.763(2) 0.441(2) 0.086(7) Uiso 1 1 d . . . C6 C 0.37482(4) 0.75272(9) 0.68598(8) 0.02192(18) Uani 1 1 d . . . C7 C 0.37131(5) 0.64900(10) 0.73757(10) 0.0276(2) Uani 1 1 d . . . C8 C 0.32829(6) 0.63409(12) 0.79447(11) 0.0360(3) Uani 1 1 d . . . H8 H 0.3252(7) 0.5667(14) 0.8303(15) 0.044(4) Uiso 1 1 d . . . C9 C 0.29012(5) 0.71842(13) 0.80140(11) 0.0372(3) Uani 1 1 d . . . H9 H 0.2608(7) 0.7022(14) 0.8393(14) 0.037(4) Uiso 1 1 d . . . C10 C 0.29402(5) 0.81984(11) 0.74968(11) 0.0321(2) Uani 1 1 d . . . H10 H 0.2688(7) 0.8765(14) 0.7571(14) 0.040(4) Uiso 1 1 d . . . C11 C 0.33596(4) 0.83933(9) 0.69072(9) 0.0250(2) Uani 1 1 d . . . C12 C 0.33873(5) 0.95194(10) 0.63519(11) 0.0297(2) Uani 1 1 d . . . H12 H 0.3688(7) 0.9479(12) 0.5961(13) 0.032(4) Uiso 1 1 d . . . C13 C 0.35426(6) 1.04260(12) 0.72958(14) 0.0404(3) Uani 1 1 d . . . H13A H 0.3267(8) 1.0472(13) 0.7711(14) 0.040(4) Uiso 1 1 d . . . H13B H 0.3909(9) 1.0241(16) 0.7907(17) 0.058(5) Uiso 1 1 d . . . H13C H 0.3556(8) 1.1135(16) 0.6939(16) 0.049(5) Uiso 1 1 d . . . C14 C 0.28080(6) 0.98056(13) 0.53800(12) 0.0384(3) Uani 1 1 d . . . H14A H 0.2846(8) 1.0522(15) 0.5024(15) 0.046(4) Uiso 1 1 d . . . H14B H 0.2473(8) 0.9893(14) 0.5722(15) 0.046(4) Uiso 1 1 d . . . H14C H 0.2680(8) 0.9274(17) 0.4758(17) 0.057(5) Uiso 1 1 d . . . C15 C 0.41306(5) 0.55498(11) 0.73380(11) 0.0327(2) Uani 1 1 d . . . H15 H 0.4388(7) 0.5804(13) 0.6938(13) 0.036(4) Uiso 1 1 d . . . C16 C 0.45096(6) 0.52307(13) 0.85999(13) 0.0410(3) Uani 1 1 d . . . H16A H 0.4795(8) 0.4631(16) 0.8592(15) 0.050(5) Uiso 1 1 d . . . H16B H 0.4267(7) 0.4962(14) 0.9075(14) 0.043(4) Uiso 1 1 d . . . H16C H 0.4732(8) 0.5829(16) 0.9019(15) 0.048(5) Uiso 1 1 d . . . C17 C 0.38022(8) 0.45416(13) 0.66642(13) 0.0441(3) Uani 1 1 d . . . H17A H 0.3563(8) 0.4741(15) 0.5866(16) 0.049(5) Uiso 1 1 d . . . H17B H 0.4089(9) 0.3968(16) 0.6640(16) 0.054(5) Uiso 1 1 d . . . H17C H 0.3530(8) 0.4280(15) 0.7016(16) 0.048(5) 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 Fe1 0.01379(8) 0.02614(12) 0.02002(9) 0.000 0.00211(6) 0.000 N1 0.0154(3) 0.0216(4) 0.0209(3) 0.0016(3) 0.0041(3) -0.0007(3) O1 0.0221(3) 0.0424(5) 0.0270(3) 0.0052(3) 0.0051(3) -0.0069(3) C1 0.0337(6) 0.0622(10) 0.0408(7) 0.0114(6) 0.0211(5) 0.0000(6) C2 0.0220(4) 0.0331(6) 0.0269(4) 0.0088(4) 0.0093(4) 0.0047(4) C3 0.0248(4) 0.0298(6) 0.0218(4) 0.0018(4) 0.0074(3) 0.0025(4) C4 0.0191(4) 0.0210(5) 0.0220(4) 0.0003(3) 0.0029(3) 0.0013(3) C5 0.0241(5) 0.0375(7) 0.0238(4) -0.0054(4) 0.0009(4) -0.0046(4) C6 0.0153(4) 0.0271(5) 0.0219(4) 0.0003(3) 0.0035(3) -0.0043(3) C7 0.0227(4) 0.0315(6) 0.0269(4) 0.0049(4) 0.0053(4) -0.0035(4) C8 0.0312(6) 0.0409(7) 0.0369(6) 0.0103(5) 0.0119(5) -0.0083(5) C9 0.0266(5) 0.0512(8) 0.0378(6) 0.0033(5) 0.0159(5) -0.0090(5) C10 0.0208(4) 0.0403(7) 0.0377(5) -0.0020(5) 0.0128(4) -0.0034(4) C11 0.0164(4) 0.0300(6) 0.0284(4) -0.0015(4) 0.0068(3) -0.0041(4) C12 0.0223(4) 0.0268(6) 0.0433(6) 0.0007(4) 0.0152(4) 0.0012(4) C13 0.0327(6) 0.0300(7) 0.0529(7) -0.0054(6) 0.0050(6) -0.0002(5) C14 0.0396(6) 0.0379(7) 0.0365(6) 0.0027(5) 0.0097(5) 0.0048(5) C15 0.0318(5) 0.0285(6) 0.0365(5) 0.0102(4) 0.0086(4) 0.0010(4) C16 0.0350(6) 0.0363(7) 0.0434(7) 0.0100(6) -0.0001(5) -0.0016(6) C17 0.0517(8) 0.0346(8) 0.0400(7) 0.0037(5) 0.0055(6) 0.0018(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 1.9270(8) 2_656 ? Fe1 O1 1.9270(8) . ? Fe1 N1 2.0508(8) . ? Fe1 N1 2.0508(8) 2_656 ? N1 C4 1.3213(12) . ? N1 C6 1.4381(12) . ? O1 C2 1.2893(14) . ? C1 C2 1.5009(16) . ? C1 H1A 1.00(2) . ? C1 H1B 0.95(2) . ? C1 H1C 0.92(2) . ? C2 C3 1.3796(16) . ? C3 C4 1.4164(14) . ? C3 H3 0.928(16) . ? C4 C5 1.5072(14) . ? C5 H5A 0.92(2) . ? C5 H5B 0.90(2) . ? C5 H5C 0.97(2) . ? C6 C7 1.4052(15) . ? C6 C11 1.4062(15) . ? C7 C8 1.3942(16) . ? C7 C15 1.5159(18) . ? C8 C9 1.381(2) . ? C8 H8 0.929(17) . ? C9 C10 1.3831(19) . ? C9 H9 0.955(16) . ? C10 C11 1.3973(15) . ? C10 H10 0.930(17) . ? C11 C12 1.5185(16) . ? C12 C13 1.5222(19) . ? C12 C14 1.5331(18) . ? C12 H12 0.961(15) . ? C13 H13A 0.932(17) . ? C13 H13B 0.97(2) . ? C13 H13C 0.958(19) . ? C14 H14A 0.977(18) . ? C14 H14B 1.000(18) . ? C14 H14C 0.95(2) . ? C15 C17 1.529(2) . ? C15 C16 1.5308(18) . ? C15 H15 0.931(16) . ? C16 H16A 0.994(19) . ? C16 H16B 0.974(17) . ? C16 H16C 0.940(19) . ? C17 H17A 0.967(17) . ? C17 H17B 0.98(2) . ? C17 H17C 0.925(18) . ? 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 Fe1 O1 145.40(6) 2_656 . ? O1 Fe1 N1 100.39(3) 2_656 . ? O1 Fe1 N1 91.38(3) . . ? O1 Fe1 N1 91.38(3) 2_656 2_656 ? O1 Fe1 N1 100.39(3) . 2_656 ? N1 Fe1 N1 139.80(5) . 2_656 ? C4 N1 C6 119.61(8) . . ? C4 N1 Fe1 123.64(7) . . ? C6 N1 Fe1 116.64(6) . . ? C2 O1 Fe1 125.84(7) . . ? C2 C1 H1A 110.9(11) . . ? C2 C1 H1B 113.3(14) . . ? H1A C1 H1B 111.0(18) . . ? C2 C1 H1C 107.7(15) . . ? H1A C1 H1C 101.7(18) . . ? H1B C1 H1C 112(2) . . ? O1 C2 C3 124.85(10) . . ? O1 C2 C1 114.66(11) . . ? C3 C2 C1 120.47(11) . . ? C2 C3 C4 126.77(10) . . ? C2 C3 H3 117.1(10) . . ? C4 C3 H3 116.1(10) . . ? N1 C4 C3 122.98(9) . . ? N1 C4 C5 120.26(9) . . ? C3 C4 C5 116.76(9) . . ? C4 C5 H5A 112.9(12) . . ? C4 C5 H5B 110.7(14) . . ? H5A C5 H5B 103.4(18) . . ? C4 C5 H5C 114.5(14) . . ? H5A C5 H5C 108.9(18) . . ? H5B C5 H5C 105.6(19) . . ? C7 C6 C11 121.21(9) . . ? C7 C6 N1 119.32(9) . . ? C11 C6 N1 119.30(9) . . ? C8 C7 C6 118.20(11) . . ? C8 C7 C15 119.93(11) . . ? C6 C7 C15 121.86(10) . . ? C9 C8 C7 121.56(12) . . ? C9 C8 H8 118.2(10) . . ? C7 C8 H8 120.2(10) . . ? C8 C9 C10 119.48(11) . . ? C8 C9 H9 117.5(10) . . ? C10 C9 H9 123.0(10) . . ? C9 C10 C11 121.49(12) . . ? C9 C10 H10 118.5(10) . . ? C11 C10 H10 119.9(10) . . ? C10 C11 C6 118.06(11) . . ? C10 C11 C12 119.78(10) . . ? C6 C11 C12 122.16(9) . . ? C11 C12 C13 111.19(11) . . ? C11 C12 C14 112.06(10) . . ? C13 C12 C14 110.08(11) . . ? C11 C12 H12 107.3(9) . . ? C13 C12 H12 109.7(9) . . ? C14 C12 H12 106.3(9) . . ? C12 C13 H13A 112.0(10) . . ? C12 C13 H13B 109.7(11) . . ? H13A C13 H13B 103.8(15) . . ? C12 C13 H13C 110.8(11) . . ? H13A C13 H13C 107.5(14) . . ? H13B C13 H13C 112.8(15) . . ? C12 C14 H14A 109.9(10) . . ? C12 C14 H14B 111.3(10) . . ? H14A C14 H14B 105.6(14) . . ? C12 C14 H14C 115.0(11) . . ? H14A C14 H14C 108.4(15) . . ? H14B C14 H14C 106.1(15) . . ? C7 C15 C17 112.20(11) . . ? C7 C15 C16 110.71(11) . . ? C17 C15 C16 110.92(11) . . ? C7 C15 H15 107.7(10) . . ? C17 C15 H15 108.0(10) . . ? C16 C15 H15 107.1(9) . . ? C15 C16 H16A 111.8(10) . . ? C15 C16 H16B 111.5(10) . . ? H16A C16 H16B 106.8(14) . . ? C15 C16 H16C 112.6(11) . . ? H16A C16 H16C 106.9(15) . . ? H16B C16 H16C 106.9(14) . . ? C15 C17 H17A 111.1(11) . . ? C15 C17 H17B 109.3(11) . . ? H17A C17 H17B 110.6(15) . . ? C15 C17 H17C 110.8(11) . . ? H17A C17 H17C 103.8(15) . . ? H17B C17 H17C 111.2(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 33.73 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.420 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.055 #===END data_dmg05 _database_code_depnum_ccdc_archive 'CCDC 807204' #TrackingRef '- Combinedfiles.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H48 N2 O2 Zn' _chemical_formula_sum 'C34 H48 N2 O2 Zn' _chemical_formula_weight 582.11 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' Zn Zn 0.2839 1.4301 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.95870(10) _cell_length_b 10.98930(10) _cell_length_c 16.46580(10) _cell_angle_alpha 84.78 _cell_angle_beta 76.17 _cell_angle_gamma 65.85 _cell_volume 1596.52(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9574 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 30.45 _exptl_crystal_description rectangular_prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.800 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7487 _exptl_absorpt_correction_T_max 0.8318 _exptl_absorpt_process_details 'SADABS (Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 '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 37173 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0191 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 28.70 _reflns_number_total 8235 _reflns_number_gt 7444 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART (Bruker, 2001)' _computing_cell_refinement 'Bruker SMART (Bruker, 2001)' _computing_data_reduction 'Bruker SAINT (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL V. 6.14 (Bruker, 2001)' _computing_publication_material 'Bruker SHELXTL V. 6.14 (Bruker, 2001)' _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^)+(0.0440P)^2^+0.3100P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8235 _refine_ls_number_parameters 544 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0305 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0727 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 Zn1 Zn 0.090037(14) 0.222442(12) 0.331931(7) 0.01943(5) Uani 1 1 d . . . O1 O 0.28295(10) 0.10916(9) 0.36117(6) 0.02904(18) Uani 1 1 d . . . O2 O -0.06387(10) 0.24549(9) 0.43543(5) 0.02704(18) Uani 1 1 d . . . N1 N 0.13709(10) 0.38113(9) 0.29928(5) 0.01868(17) Uani 1 1 d . . . N2 N 0.02913(10) 0.10939(9) 0.27433(6) 0.01970(18) Uani 1 1 d . . . C1 C 0.52517(18) 0.05076(18) 0.38551(12) 0.0424(3) Uani 1 1 d . . . H1A H 0.579(3) 0.086(2) 0.4072(14) 0.068(6) Uiso 1 1 d . . . H1B H 0.503(3) -0.011(2) 0.4249(15) 0.073(7) Uiso 1 1 d . . . H1C H 0.592(3) -0.001(3) 0.3346(18) 0.094(9) Uiso 1 1 d . . . C2 C 0.38295(13) 0.15260(13) 0.36339(7) 0.0257(2) Uani 1 1 d . . . C3 C 0.37130(13) 0.28214(13) 0.34655(7) 0.0246(2) Uani 1 1 d . . . H3 H 0.450(2) 0.3006(17) 0.3560(10) 0.039(4) Uiso 1 1 d . . . C4 C 0.25653(13) 0.38894(12) 0.31686(6) 0.0212(2) Uani 1 1 d . . . C5 C 0.27810(17) 0.51820(14) 0.30510(9) 0.0315(3) Uani 1 1 d . . . H5A H 0.201(2) 0.590(2) 0.2904(12) 0.052(5) Uiso 1 1 d . . . H5B H 0.278(3) 0.546(3) 0.3542(17) 0.082(8) Uiso 1 1 d . . . H5C H 0.368(3) 0.505(3) 0.2641(17) 0.091(8) Uiso 1 1 d . . . C6 C 0.03989(12) 0.49069(11) 0.25743(7) 0.0198(2) Uani 1 1 d . . . C7 C -0.10335(13) 0.57512(11) 0.30267(7) 0.0232(2) Uani 1 1 d . . . C8 C -0.19781(15) 0.67587(13) 0.25955(8) 0.0291(2) Uani 1 1 d . . . H8 H -0.2934(19) 0.7333(17) 0.2882(10) 0.035(4) Uiso 1 1 d . . . C9 C -0.15358(16) 0.69368(13) 0.17466(8) 0.0314(3) Uani 1 1 d . . . H9 H -0.2212(19) 0.7626(18) 0.1467(11) 0.039(4) Uiso 1 1 d . . . C10 C -0.01218(15) 0.61072(13) 0.13107(8) 0.0278(2) Uani 1 1 d . . . H10 H 0.0133(18) 0.6237(16) 0.0746(10) 0.030(4) Uiso 1 1 d . . . C11 C 0.08708(13) 0.50781(11) 0.17088(7) 0.0222(2) Uani 1 1 d . . . C12 C 0.23950(14) 0.41782(12) 0.11938(7) 0.0247(2) Uani 1 1 d . . . H12 H 0.2950(17) 0.3559(16) 0.1555(9) 0.028(4) Uiso 1 1 d . . . C13 C 0.22021(18) 0.33835(16) 0.05475(9) 0.0365(3) Uani 1 1 d . . . H13A H 0.161(2) 0.290(2) 0.0804(12) 0.053(5) Uiso 1 1 d . . . H13B H 0.317(2) 0.2789(19) 0.0256(12) 0.044(5) Uiso 1 1 d . . . H13C H 0.169(2) 0.398(2) 0.0155(12) 0.047(5) Uiso 1 1 d . . . C14 C 0.33319(18) 0.49540(17) 0.07533(10) 0.0386(3) Uani 1 1 d . . . H14A H 0.282(2) 0.561(2) 0.0343(13) 0.055(5) Uiso 1 1 d . . . H14B H 0.430(2) 0.4360(19) 0.0433(12) 0.048(5) Uiso 1 1 d . . . H14C H 0.354(2) 0.543(2) 0.1148(13) 0.052(5) Uiso 1 1 d . . . C15 C -0.15260(14) 0.56170(13) 0.39667(8) 0.0277(2) Uani 1 1 d . . . H15 H -0.0876(18) 0.4799(16) 0.4114(9) 0.027(4) Uiso 1 1 d . . . C16 C -0.3113(2) 0.5661(2) 0.42376(12) 0.0521(4) Uani 1 1 d . . . H16A H -0.320(2) 0.5011(19) 0.3918(12) 0.044(5) Uiso 1 1 d . . . H16B H -0.339(2) 0.552(2) 0.4826(13) 0.056(5) Uiso 1 1 d . . . H16C H -0.382(2) 0.651(2) 0.4145(12) 0.050(5) Uiso 1 1 d . . . C17 C -0.1364(2) 0.66740(18) 0.44347(9) 0.0449(4) Uani 1 1 d . . . H17A H -0.212(3) 0.759(2) 0.4294(14) 0.065(6) Uiso 1 1 d . . . H17B H -0.035(3) 0.670(2) 0.4253(14) 0.064(6) Uiso 1 1 d . . . H17C H -0.158(2) 0.6511(19) 0.5024(13) 0.050(5) Uiso 1 1 d . . . C18 C -0.22436(16) 0.18092(15) 0.54329(8) 0.0309(3) Uani 1 1 d . . . H18A H -0.175(2) 0.1931(18) 0.5841(12) 0.046(5) Uiso 1 1 d . . . H18B H -0.312(2) 0.258(2) 0.5438(12) 0.054(5) Uiso 1 1 d . . . H18C H -0.254(2) 0.1120(19) 0.5593(11) 0.044(5) Uiso 1 1 d . . . C19 C -0.12375(12) 0.16099(12) 0.45692(7) 0.0228(2) Uani 1 1 d . . . C20 C -0.10618(13) 0.05794(12) 0.40682(7) 0.0236(2) Uani 1 1 d . . . H20 H -0.1478(17) -0.0022(15) 0.4330(9) 0.029(4) Uiso 1 1 d . . . C21 C -0.04057(12) 0.03763(11) 0.32029(7) 0.0217(2) Uani 1 1 d . . . C22 C -0.05603(17) -0.07205(14) 0.27905(9) 0.0314(3) Uani 1 1 d . . . H22A H -0.086(2) -0.1255(19) 0.3194(12) 0.043(5) Uiso 1 1 d . . . H22B H -0.123(2) -0.037(2) 0.2426(13) 0.055(5) Uiso 1 1 d . . . H22C H 0.034(3) -0.122(2) 0.2452(13) 0.062(6) Uiso 1 1 d . . . C23 C 0.06683(13) 0.09287(11) 0.18484(7) 0.0211(2) Uani 1 1 d . . . C24 C 0.21514(13) 0.01209(12) 0.14406(7) 0.0243(2) Uani 1 1 d . . . C25 C 0.24754(15) 0.00044(13) 0.05684(8) 0.0299(3) Uani 1 1 d . . . H25 H 0.344(2) -0.0551(17) 0.0286(11) 0.037(4) Uiso 1 1 d . . . C26 C 0.13865(16) 0.06572(14) 0.01179(8) 0.0307(3) Uani 1 1 d . . . H26 H 0.166(2) 0.0551(17) -0.0462(11) 0.038(4) Uiso 1 1 d . . . C27 C -0.00717(15) 0.14482(13) 0.05284(7) 0.0276(2) Uani 1 1 d . . . H27 H -0.0783(18) 0.1859(16) 0.0215(10) 0.032(4) Uiso 1 1 d . . . C28 C -0.04631(13) 0.15949(12) 0.13974(7) 0.0228(2) Uani 1 1 d . . . C29 C -0.20746(13) 0.24750(13) 0.18251(7) 0.0255(2) Uani 1 1 d . . . H29 H -0.2214(19) 0.2302(17) 0.2412(11) 0.036(4) Uiso 1 1 d . . . C30 C -0.23519(19) 0.39484(16) 0.17082(13) 0.0439(4) Uani 1 1 d . . . H30A H -0.337(2) 0.450(2) 0.2014(12) 0.050(5) Uiso 1 1 d . . . H30B H -0.221(3) 0.414(2) 0.1059(15) 0.071(7) Uiso 1 1 d . . . H30C H -0.171(3) 0.409(2) 0.1966(16) 0.079(7) Uiso 1 1 d . . . C31 C -0.32441(16) 0.21949(18) 0.15121(10) 0.0391(3) Uani 1 1 d . . . H31A H -0.422(2) 0.2721(18) 0.1812(11) 0.044(5) Uiso 1 1 d . . . H31B H -0.309(2) 0.128(2) 0.1587(12) 0.052(5) Uiso 1 1 d . . . H31C H -0.315(2) 0.2370(19) 0.0923(13) 0.047(5) Uiso 1 1 d . . . C32 C 0.33837(14) -0.06062(12) 0.19142(8) 0.0280(2) Uani 1 1 d . . . H32 H 0.2949(17) -0.0442(15) 0.2520(9) 0.026(4) Uiso 1 1 d . . . C33 C 0.46204(16) -0.00676(16) 0.16793(10) 0.0368(3) Uani 1 1 d . . . H33B H 0.512(2) -0.0250(19) 0.1115(13) 0.050(5) Uiso 1 1 d . . . H33A H 0.539(2) -0.045(2) 0.2001(13) 0.054(5) Uiso 1 1 d . . . H33C H 0.4218(19) 0.0900(18) 0.1739(11) 0.038(4) Uiso 1 1 d . . . C34 C 0.4052(2) -0.21178(15) 0.17705(12) 0.0442(4) Uani 1 1 d . . . H34A H 0.480(3) -0.259(2) 0.2093(15) 0.071(7) Uiso 1 1 d . . . H34B H 0.330(2) -0.2462(19) 0.1890(12) 0.046(5) Uiso 1 1 d . . . H34C H 0.454(2) -0.234(2) 0.1196(14) 0.059(6) 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 Zn1 0.01925(7) 0.01967(7) 0.02186(7) 0.00292(5) -0.00445(5) -0.01089(5) O1 0.0253(4) 0.0255(4) 0.0382(5) 0.0067(3) -0.0127(4) -0.0104(4) O2 0.0312(4) 0.0262(4) 0.0252(4) -0.0002(3) 0.0005(3) -0.0167(4) N1 0.0192(4) 0.0197(4) 0.0181(4) 0.0019(3) -0.0034(3) -0.0096(4) N2 0.0186(4) 0.0198(4) 0.0218(4) 0.0015(3) -0.0035(3) -0.0096(4) C1 0.0303(7) 0.0438(8) 0.0515(9) 0.0097(7) -0.0209(7) -0.0088(7) C2 0.0209(5) 0.0311(6) 0.0226(5) 0.0014(4) -0.0056(4) -0.0080(5) C3 0.0198(5) 0.0346(6) 0.0230(5) 0.0005(4) -0.0046(4) -0.0146(5) C4 0.0228(5) 0.0265(5) 0.0174(5) -0.0005(4) -0.0014(4) -0.0144(4) C5 0.0362(7) 0.0317(7) 0.0369(7) 0.0031(5) -0.0116(6) -0.0227(6) C6 0.0218(5) 0.0186(5) 0.0218(5) 0.0015(4) -0.0052(4) -0.0107(4) C7 0.0243(5) 0.0198(5) 0.0255(5) 0.0001(4) -0.0035(4) -0.0101(4) C8 0.0253(6) 0.0223(6) 0.0354(6) -0.0010(5) -0.0053(5) -0.0060(5) C9 0.0329(7) 0.0244(6) 0.0360(6) 0.0073(5) -0.0147(5) -0.0082(5) C10 0.0338(6) 0.0278(6) 0.0239(5) 0.0069(4) -0.0096(5) -0.0141(5) C11 0.0252(5) 0.0222(5) 0.0220(5) 0.0019(4) -0.0055(4) -0.0126(4) C12 0.0255(6) 0.0276(6) 0.0205(5) 0.0031(4) -0.0025(4) -0.0120(5) C13 0.0394(8) 0.0382(7) 0.0332(7) -0.0088(6) 0.0020(6) -0.0206(7) C14 0.0362(7) 0.0465(8) 0.0375(7) 0.0001(6) 0.0015(6) -0.0263(7) C15 0.0266(6) 0.0237(6) 0.0258(5) 0.0001(4) 0.0025(4) -0.0078(5) C16 0.0366(8) 0.0704(13) 0.0469(9) 0.0079(9) 0.0034(7) -0.0275(9) C17 0.0637(11) 0.0483(9) 0.0250(6) -0.0062(6) 0.0032(6) -0.0305(8) C18 0.0286(6) 0.0331(7) 0.0265(6) 0.0027(5) 0.0023(5) -0.0131(6) C19 0.0185(5) 0.0241(5) 0.0235(5) 0.0054(4) -0.0040(4) -0.0077(4) C20 0.0223(5) 0.0247(6) 0.0263(5) 0.0064(4) -0.0039(4) -0.0140(5) C21 0.0192(5) 0.0202(5) 0.0269(5) 0.0025(4) -0.0050(4) -0.0095(4) C22 0.0386(7) 0.0296(6) 0.0332(6) -0.0005(5) -0.0018(6) -0.0239(6) C23 0.0227(5) 0.0205(5) 0.0228(5) -0.0010(4) -0.0013(4) -0.0131(4) C24 0.0236(5) 0.0213(5) 0.0288(6) -0.0019(4) -0.0005(4) -0.0123(5) C25 0.0297(6) 0.0281(6) 0.0305(6) -0.0080(5) 0.0055(5) -0.0151(5) C26 0.0382(7) 0.0357(7) 0.0235(6) -0.0058(5) 0.0011(5) -0.0232(6) C27 0.0318(6) 0.0335(6) 0.0237(5) -0.0004(5) -0.0058(5) -0.0194(5) C28 0.0244(5) 0.0244(5) 0.0236(5) -0.0008(4) -0.0035(4) -0.0146(5) C29 0.0224(5) 0.0302(6) 0.0247(5) -0.0008(4) -0.0064(4) -0.0105(5) C30 0.0339(8) 0.0304(7) 0.0661(11) -0.0071(7) -0.0089(7) -0.0114(6) C31 0.0247(6) 0.0505(9) 0.0456(8) -0.0130(7) -0.0045(6) -0.0175(6) C32 0.0216(5) 0.0229(6) 0.0351(6) -0.0006(5) -0.0011(5) -0.0073(5) C33 0.0251(6) 0.0372(8) 0.0485(8) 0.0031(6) -0.0067(6) -0.0142(6) C34 0.0409(8) 0.0248(7) 0.0616(10) 0.0011(7) -0.0092(8) -0.0091(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.9570(8) . ? Zn1 O1 1.9617(9) . ? Zn1 N2 1.9792(9) . ? Zn1 N1 1.9818(9) . ? O1 C2 1.2770(15) . ? O2 C19 1.2788(14) . ? N1 C4 1.3261(14) . ? N1 C6 1.4405(14) . ? N2 C21 1.3283(14) . ? N2 C23 1.4401(14) . ? C1 C2 1.5054(18) . ? C1 H1A 0.92(2) . ? C1 H1B 0.95(3) . ? C1 H1C 0.99(3) . ? C2 C3 1.3876(18) . ? C3 C4 1.4098(17) . ? C3 H3 0.930(18) . ? C4 C5 1.5104(17) . ? C5 H5A 0.91(2) . ? C5 H5B 0.89(3) . ? C5 H5C 0.95(3) . ? C6 C7 1.4090(16) . ? C6 C11 1.4109(15) . ? C7 C8 1.3924(17) . ? C7 C15 1.5208(16) . ? C8 C9 1.3829(19) . ? C8 H8 0.935(17) . ? C9 C10 1.3837(19) . ? C9 H9 0.952(18) . ? C10 C11 1.3950(17) . ? C10 H10 0.917(16) . ? C11 C12 1.5199(16) . ? C12 C13 1.5284(18) . ? C12 C14 1.5292(18) . ? C12 H12 0.948(16) . ? C13 H13A 0.95(2) . ? C13 H13B 0.949(19) . ? C13 H13C 0.96(2) . ? C14 H14A 1.00(2) . ? C14 H14B 0.97(2) . ? C14 H14C 0.98(2) . ? C15 C16 1.518(2) . ? C15 C17 1.531(2) . ? C15 H15 0.919(16) . ? C16 H16A 0.97(2) . ? C16 H16B 0.96(2) . ? C16 H16C 0.94(2) . ? C17 H17A 1.02(2) . ? C17 H17B 1.00(2) . ? C17 H17C 0.96(2) . ? C18 C19 1.5068(16) . ? C18 H18A 0.971(19) . ? C18 H18B 0.93(2) . ? C18 H18C 0.916(19) . ? C19 C20 1.3901(17) . ? C20 C21 1.4144(16) . ? C20 H20 0.939(16) . ? C21 C22 1.5127(17) . ? C22 H22A 0.923(19) . ? C22 H22B 0.94(2) . ? C22 H22C 0.91(2) . ? C23 C24 1.4077(16) . ? C23 C28 1.4081(17) . ? C24 C25 1.4005(17) . ? C24 C32 1.5146(18) . ? C25 C26 1.375(2) . ? C25 H25 0.935(18) . ? C26 C27 1.3878(18) . ? C26 H26 0.932(18) . ? C27 C28 1.3962(16) . ? C27 H27 0.917(17) . ? C28 C29 1.5232(16) . ? C29 C31 1.5250(18) . ? C29 C30 1.529(2) . ? C29 H29 0.956(17) . ? C30 H30A 0.98(2) . ? C30 H30B 1.06(2) . ? C30 H30C 0.92(3) . ? C31 H31A 0.943(19) . ? C31 H31B 0.95(2) . ? C31 H31C 0.96(2) . ? C32 C33 1.5309(18) . ? C32 C34 1.5329(19) . ? C32 H32 0.988(15) . ? C33 H33B 0.94(2) . ? C33 H33A 0.96(2) . ? C33 H33C 0.976(18) . ? C34 H34A 0.96(2) . ? C34 H34B 0.94(2) . ? C34 H34C 0.96(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 O2 Zn1 O1 105.65(4) . . ? O2 Zn1 N2 95.91(4) . . ? O1 Zn1 N2 107.93(4) . . ? O2 Zn1 N1 114.24(4) . . ? O1 Zn1 N1 96.69(4) . . ? N2 Zn1 N1 134.11(4) . . ? C2 O1 Zn1 122.68(8) . . ? C19 O2 Zn1 121.14(8) . . ? C4 N1 C6 119.20(9) . . ? C4 N1 Zn1 120.60(8) . . ? C6 N1 Zn1 120.19(7) . . ? C21 N2 C23 117.95(9) . . ? C21 N2 Zn1 118.68(8) . . ? C23 N2 Zn1 123.19(7) . . ? C2 C1 H1A 114.5(14) . . ? C2 C1 H1B 110.5(15) . . ? H1A C1 H1B 108(2) . . ? C2 C1 H1C 108.7(16) . . ? H1A C1 H1C 108(2) . . ? H1B C1 H1C 107(2) . . ? O1 C2 C3 125.83(11) . . ? O1 C2 C1 115.29(12) . . ? C3 C2 C1 118.88(12) . . ? C2 C3 C4 128.35(11) . . ? C2 C3 H3 115.6(11) . . ? C4 C3 H3 116.0(11) . . ? N1 C4 C3 124.55(10) . . ? N1 C4 C5 120.48(11) . . ? C3 C4 C5 114.97(11) . . ? C4 C5 H5A 116.2(12) . . ? C4 C5 H5B 109.5(16) . . ? H5A C5 H5B 100.4(19) . . ? C4 C5 H5C 108.8(16) . . ? H5A C5 H5C 109(2) . . ? H5B C5 H5C 113(2) . . ? C7 C6 C11 121.09(10) . . ? C7 C6 N1 119.53(9) . . ? C11 C6 N1 119.31(10) . . ? C8 C7 C6 118.19(11) . . ? C8 C7 C15 120.21(11) . . ? C6 C7 C15 121.55(11) . . ? C9 C8 C7 121.46(12) . . ? C9 C8 H8 118.7(10) . . ? C7 C8 H8 119.8(10) . . ? C8 C9 C10 119.79(12) . . ? C8 C9 H9 119.6(10) . . ? C10 C9 H9 120.6(10) . . ? C9 C10 C11 121.29(11) . . ? C9 C10 H10 117.9(10) . . ? C11 C10 H10 120.8(10) . . ? C10 C11 C6 118.17(11) . . ? C10 C11 C12 118.95(10) . . ? C6 C11 C12 122.88(10) . . ? C11 C12 C13 110.82(11) . . ? C11 C12 C14 112.45(11) . . ? C13 C12 C14 109.53(11) . . ? C11 C12 H12 108.8(9) . . ? C13 C12 H12 107.6(9) . . ? C14 C12 H12 107.5(9) . . ? C12 C13 H13A 111.3(12) . . ? C12 C13 H13B 109.5(11) . . ? H13A C13 H13B 110.3(16) . . ? C12 C13 H13C 109.5(11) . . ? H13A C13 H13C 107.4(16) . . ? H13B C13 H13C 108.8(16) . . ? C12 C14 H14A 111.6(12) . . ? C12 C14 H14B 111.0(11) . . ? H14A C14 H14B 106.1(15) . . ? C12 C14 H14C 112.2(12) . . ? H14A C14 H14C 108.9(16) . . ? H14B C14 H14C 106.8(16) . . ? C16 C15 C7 113.16(12) . . ? C16 C15 C17 110.83(13) . . ? C7 C15 C17 110.68(11) . . ? C16 C15 H15 107.6(10) . . ? C7 C15 H15 107.2(9) . . ? C17 C15 H15 107.1(10) . . ? C15 C16 H16A 109.4(11) . . ? C15 C16 H16B 112.7(12) . . ? H16A C16 H16B 110.9(17) . . ? C15 C16 H16C 110.3(12) . . ? H16A C16 H16C 109.0(16) . . ? H16B C16 H16C 104.4(17) . . ? C15 C17 H17A 107.4(13) . . ? C15 C17 H17B 113.0(12) . . ? H17A C17 H17B 106.5(17) . . ? C15 C17 H17C 109.1(12) . . ? H17A C17 H17C 110.7(17) . . ? H17B C17 H17C 110.1(17) . . ? C19 C18 H18A 110.7(11) . . ? C19 C18 H18B 108.9(12) . . ? H18A C18 H18B 107.6(16) . . ? C19 C18 H18C 112.7(11) . . ? H18A C18 H18C 109.6(16) . . ? H18B C18 H18C 107.2(17) . . ? O2 C19 C20 125.44(10) . . ? O2 C19 C18 115.32(11) . . ? C20 C19 C18 119.21(11) . . ? C19 C20 C21 127.57(10) . . ? C19 C20 H20 115.9(9) . . ? C21 C20 H20 116.4(9) . . ? N2 C21 C20 124.41(10) . . ? N2 C21 C22 119.39(10) . . ? C20 C21 C22 116.18(10) . . ? C21 C22 H22A 109.8(11) . . ? C21 C22 H22B 111.4(12) . . ? H22A C22 H22B 111.8(17) . . ? C21 C22 H22C 109.9(14) . . ? H22A C22 H22C 109.6(18) . . ? H22B C22 H22C 104.3(18) . . ? C24 C23 C28 121.30(10) . . ? C24 C23 N2 119.84(10) . . ? C28 C23 N2 118.86(10) . . ? C25 C24 C23 117.98(11) . . ? C25 C24 C32 119.90(11) . . ? C23 C24 C32 122.12(11) . . ? C26 C25 C24 121.45(12) . . ? C26 C25 H25 119.0(10) . . ? C24 C25 H25 119.5(10) . . ? C25 C26 C27 119.95(11) . . ? C25 C26 H26 118.1(11) . . ? C27 C26 H26 121.9(11) . . ? C26 C27 C28 121.15(12) . . ? C26 C27 H27 118.3(10) . . ? C28 C27 H27 120.5(10) . . ? C27 C28 C23 118.17(11) . . ? C27 C28 C29 119.61(11) . . ? C23 C28 C29 122.22(10) . . ? C28 C29 C31 112.43(10) . . ? C28 C29 C30 110.48(11) . . ? C31 C29 C30 110.00(12) . . ? C28 C29 H29 108.7(10) . . ? C31 C29 H29 107.6(10) . . ? C30 C29 H29 107.4(10) . . ? C29 C30 H30A 109.5(12) . . ? C29 C30 H30B 107.5(13) . . ? H30A C30 H30B 111.5(17) . . ? C29 C30 H30C 106.6(16) . . ? H30A C30 H30C 105.8(19) . . ? H30B C30 H30C 116(2) . . ? C29 C31 H31A 110.0(11) . . ? C29 C31 H31B 110.7(12) . . ? H31A C31 H31B 108.3(16) . . ? C29 C31 H31C 110.3(11) . . ? H31A C31 H31C 110.5(16) . . ? H31B C31 H31C 106.9(16) . . ? C24 C32 C33 110.65(11) . . ? C24 C32 C34 111.78(12) . . ? C33 C32 C34 110.81(12) . . ? C24 C32 H32 108.9(9) . . ? C33 C32 H32 107.1(9) . . ? C34 C32 H32 107.4(9) . . ? C32 C33 H33B 110.8(12) . . ? C32 C33 H33A 113.4(12) . . ? H33B C33 H33A 106.5(17) . . ? C32 C33 H33C 112.4(10) . . ? H33B C33 H33C 105.5(15) . . ? H33A C33 H33C 107.7(15) . . ? C32 C34 H34A 112.2(14) . . ? C32 C34 H34B 112.0(12) . . ? H34A C34 H34B 109.2(18) . . ? C32 C34 H34C 110.9(13) . . ? H34A C34 H34C 106.5(19) . . ? H34B C34 H34C 105.6(18) . . ? 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 C3 C4 N1 C6 -170.57(10) . . . . ? C20 C21 N2 C23 -169.32(11) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.70 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.387 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.047 #===END