# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2005 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Daniel Reger' 'Selma Bakbak' 'Uwe H. F. Bunz' 'James R. Gardinier' 'Mark D. Smith' _publ_contact_author_name 'Prof Daniel Reger' _publ_contact_author_address ; Department of Chemistry and Biochemistry University of South Carolina Columbia SC 29208 UNITED STATES OF AMERICA ; _publ_contact_author_email REGER@SC.EDU _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Multitopic third generation tris(pyrazolyl)methane ligands built on alkyne structural scaffolding: First preparation of mixed tris(pyrazolyl)methane/tris(pyrazolyl)borate ligands ; data_bkbk2s _database_code_depnum_ccdc_archive 'CCDC 270421' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H14 N6 O' _chemical_formula_weight 282.31 _chemical_absolute_configuration unk 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 13.2954(8) _cell_length_b 12.4529(8) _cell_length_c 8.5445(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.9170(10) _cell_angle_gamma 90.00 _cell_volume 1401.20(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 4515 _cell_measurement_theta_min 2.251 _cell_measurement_theta_max 25.010 _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.62 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.338 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _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 SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 4944 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2381 _reflns_number_gt 2185 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0251P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0301(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2381 _refine_ls_number_parameters 205 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0630 _refine_ls_wR_factor_gt 0.0625 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.88819(13) 0.19612(14) 0.0880(2) 0.0301(4) Uani 1 1 d . . . C2 C 0.79885(13) 0.11882(14) 0.0726(2) 0.0323(4) Uani 1 1 d . . . H2A H 0.7407 0.1533 0.1137 0.040(5) Uiso 1 1 calc R . . H2B H 0.7779 0.1015 -0.0402 0.027(5) Uiso 1 1 calc R . . C3 C 0.74134(14) -0.05036(15) 0.1420(2) 0.0375(5) Uani 1 1 d . . . H3A H 0.7631 -0.1187 0.1955 0.037(5) Uiso 1 1 calc R . . H3B H 0.7199 -0.0660 0.0287 0.036(5) Uiso 1 1 calc R . . C4 C 0.65544(14) -0.00641(15) 0.2108(2) 0.0366(5) Uani 1 1 d . . . C5 C 0.58976(16) 0.03477(18) 0.2692(2) 0.0495(6) Uani 1 1 d . . . H5 H 0.5369 0.0679 0.3162 0.102(10) Uiso 1 1 calc R . . C11 C 1.02325(14) 0.21979(15) 0.3268(2) 0.0378(5) Uani 1 1 d . . . H11 H 1.0830 0.2117 0.2783 0.051(6) Uiso 1 1 calc R . . C12 C 1.01878(16) 0.23803(17) 0.4823(2) 0.0448(5) Uani 1 1 d . . . H12 H 1.0742 0.2452 0.5646 0.043(6) Uiso 1 1 calc R . . C13 C 0.91601(16) 0.24392(15) 0.4953(2) 0.0413(5) Uani 1 1 d . . . H13 H 0.8901 0.2562 0.5920 0.041(5) Uiso 1 1 calc R . . C21 C 0.99796(15) 0.05630(16) -0.0216(3) 0.0476(6) Uani 1 1 d . . . H21 H 0.9620 -0.0073 -0.0029 0.046(6) Uiso 1 1 calc R . . C22 C 1.08627(16) 0.06300(19) -0.0846(3) 0.0564(6) Uani 1 1 d . . . H22 H 1.1243 0.0053 -0.1196 0.071(7) Uiso 1 1 calc R . . C23 C 1.10927(15) 0.17128(18) -0.0873(2) 0.0435(5) Uani 1 1 d . . . H23 H 1.1674 0.1996 -0.1260 0.040(5) Uiso 1 1 calc R . . C31 C 0.88148(14) 0.39800(14) 0.0584(2) 0.0355(5) Uani 1 1 d . . . H31 H 0.9205 0.4189 0.1552 0.051(6) Uiso 1 1 calc R . . C32 C 0.84349(14) 0.46412(14) -0.0623(3) 0.0376(4) Uani 1 1 d . . . H32 H 0.8491 0.5401 -0.0667 0.044(5) Uiso 1 1 calc R . . C33 C 0.79453(14) 0.39614(14) -0.1780(2) 0.0348(4) Uani 1 1 d . . . H33 H 0.7608 0.4204 -0.2770 0.039(5) Uiso 1 1 calc R . . N11 N 0.85828(12) 0.23044(12) 0.35794(19) 0.0386(4) Uani 1 1 d . . . N12 N 0.92624(11) 0.21538(12) 0.25393(16) 0.0308(4) Uani 1 1 d . . . N21 N 1.04083(12) 0.23028(13) -0.02977(19) 0.0416(4) Uani 1 1 d . . . N22 N 0.97176(11) 0.15769(12) 0.00893(17) 0.0330(4) Uani 1 1 d . . . N31 N 0.80027(11) 0.29380(11) -0.13460(17) 0.0334(4) Uani 1 1 d . . . N32 N 0.85309(10) 0.29710(11) 0.01451(17) 0.0286(3) Uani 1 1 d . . . O1 O 0.82534(9) 0.02329(9) 0.15767(14) 0.0350(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0278(9) 0.0361(10) 0.0267(10) -0.0030(8) 0.0042(8) 0.0029(8) C2 0.0321(10) 0.0319(10) 0.0317(11) 0.0033(8) 0.0004(8) 0.0026(8) C3 0.0497(12) 0.0317(10) 0.0310(11) 0.0016(8) 0.0046(10) -0.0039(9) C4 0.0373(11) 0.0399(10) 0.0310(11) 0.0031(9) -0.0010(9) -0.0054(9) C5 0.0391(12) 0.0549(13) 0.0532(15) 0.0002(10) 0.0012(11) -0.0081(10) C11 0.0283(10) 0.0451(11) 0.0393(12) 0.0033(9) 0.0021(9) -0.0023(8) C12 0.0501(14) 0.0497(12) 0.0315(12) 0.0018(9) -0.0059(10) -0.0098(10) C13 0.0627(14) 0.0361(11) 0.0266(12) -0.0036(8) 0.0116(11) -0.0025(9) C21 0.0412(12) 0.0383(12) 0.0640(15) -0.0133(10) 0.0097(10) 0.0031(9) C22 0.0422(13) 0.0600(15) 0.0705(17) -0.0206(12) 0.0199(12) 0.0112(11) C23 0.0311(10) 0.0636(15) 0.0379(12) 0.0002(10) 0.0119(9) 0.0064(9) C31 0.0325(10) 0.0338(10) 0.0409(12) -0.0080(9) 0.0072(9) -0.0035(8) C32 0.0401(11) 0.0291(9) 0.0454(12) 0.0004(9) 0.0117(9) 0.0005(9) C33 0.0338(10) 0.0371(10) 0.0346(11) 0.0065(9) 0.0083(9) 0.0069(9) N11 0.0395(9) 0.0478(10) 0.0310(10) -0.0057(7) 0.0141(8) 0.0027(8) N12 0.0276(8) 0.0375(9) 0.0283(9) -0.0026(7) 0.0075(7) 0.0009(7) N21 0.0361(9) 0.0493(10) 0.0428(11) 0.0043(8) 0.0170(8) 0.0006(8) N22 0.0303(8) 0.0387(8) 0.0308(9) -0.0013(7) 0.0069(7) 0.0028(7) N31 0.0328(9) 0.0376(9) 0.0293(10) 0.0009(7) 0.0027(7) 0.0025(7) N32 0.0273(8) 0.0310(8) 0.0273(9) -0.0016(6) 0.0038(7) 0.0016(6) O1 0.0355(7) 0.0352(7) 0.0338(8) 0.0051(6) 0.0032(6) 0.0026(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 C1 N32 1.453(2) . ? C1 N12 1.458(2) . ? C1 N22 1.458(2) . ? C1 C2 1.521(2) . ? C2 O1 1.413(2) . ? C3 O1 1.437(2) . ? C3 C4 1.461(3) . ? C4 C5 1.181(3) . ? C11 N12 1.354(2) . ? C11 C12 1.357(3) . ? C12 C13 1.388(3) . ? C13 N11 1.322(2) . ? C21 N22 1.345(2) . ? C21 C22 1.360(3) . ? C22 C23 1.384(3) . ? C23 N21 1.316(2) . ? C31 N32 1.350(2) . ? C31 C32 1.362(3) . ? C32 C33 1.393(3) . ? C33 N31 1.327(2) . ? N11 N12 1.365(2) . ? N21 N22 1.361(2) . ? N31 N32 1.368(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 N32 C1 N12 109.00(14) . . ? N32 C1 N22 107.67(13) . . ? N12 C1 N22 108.66(13) . . ? N32 C1 C2 108.05(13) . . ? N12 C1 C2 110.51(14) . . ? N22 C1 C2 112.85(15) . . ? O1 C2 C1 110.62(14) . . ? O1 C3 C4 111.36(15) . . ? C5 C4 C3 175.7(2) . . ? N12 C11 C12 106.81(17) . . ? C11 C12 C13 105.31(18) . . ? N11 C13 C12 112.29(16) . . ? N22 C21 C22 106.26(19) . . ? C21 C22 C23 105.73(19) . . ? N21 C23 C22 111.85(18) . . ? N32 C31 C32 106.96(17) . . ? C31 C32 C33 104.99(16) . . ? N31 C33 C32 112.46(17) . . ? C13 N11 N12 103.91(15) . . ? C11 N12 N11 111.68(15) . . ? C11 N12 C1 129.39(14) . . ? N11 N12 C1 118.93(13) . . ? C23 N21 N22 104.14(16) . . ? C21 N22 N21 112.01(15) . . ? C21 N22 C1 129.21(16) . . ? N21 N22 C1 118.50(14) . . ? C33 N31 N32 103.54(15) . . ? C31 N32 N31 112.01(14) . . ? C31 N32 C1 128.62(15) . . ? N31 N32 C1 118.00(13) . . ? C2 O1 C3 110.73(13) . . ? 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 N32 C1 C2 O1 -173.31(13) . . . . ? N12 C1 C2 O1 -54.14(19) . . . . ? N22 C1 C2 O1 67.75(19) . . . . ? O1 C3 C4 C5 -2(3) . . . . ? N12 C11 C12 C13 0.0(2) . . . . ? C11 C12 C13 N11 0.0(2) . . . . ? N22 C21 C22 C23 0.5(2) . . . . ? C21 C22 C23 N21 0.1(3) . . . . ? N32 C31 C32 C33 -1.41(19) . . . . ? C31 C32 C33 N31 0.2(2) . . . . ? C12 C13 N11 N12 0.1(2) . . . . ? C12 C11 N12 N11 0.1(2) . . . . ? C12 C11 N12 C1 -179.01(18) . . . . ? C13 N11 N12 C11 -0.1(2) . . . . ? C13 N11 N12 C1 179.12(15) . . . . ? N32 C1 N12 C11 -104.7(2) . . . . ? N22 C1 N12 C11 12.3(2) . . . . ? C2 C1 N12 C11 136.67(18) . . . . ? N32 C1 N12 N11 76.22(17) . . . . ? N22 C1 N12 N11 -166.70(15) . . . . ? C2 C1 N12 N11 -42.4(2) . . . . ? C22 C23 N21 N22 -0.7(2) . . . . ? C22 C21 N22 N21 -0.9(2) . . . . ? C22 C21 N22 C1 -174.71(19) . . . . ? C23 N21 N22 C21 1.0(2) . . . . ? C23 N21 N22 C1 175.51(15) . . . . ? N32 C1 N22 C21 -146.11(18) . . . . ? N12 C1 N22 C21 96.0(2) . . . . ? C2 C1 N22 C21 -27.0(3) . . . . ? N32 C1 N22 N21 40.5(2) . . . . ? N12 C1 N22 N21 -77.45(18) . . . . ? C2 C1 N22 N21 159.62(15) . . . . ? C32 C33 N31 N32 1.02(19) . . . . ? C32 C31 N32 N31 2.17(19) . . . . ? C32 C31 N32 C1 168.35(15) . . . . ? C33 N31 N32 C31 -1.96(17) . . . . ? C33 N31 N32 C1 -169.76(13) . . . . ? N12 C1 N32 C31 24.4(2) . . . . ? N22 C1 N32 C31 -93.31(19) . . . . ? C2 C1 N32 C31 144.52(16) . . . . ? N12 C1 N32 N31 -170.13(12) . . . . ? N22 C1 N32 N31 72.17(17) . . . . ? C2 C1 N32 N31 -50.00(18) . . . . ? C1 C2 O1 C3 -179.42(14) . . . . ? C4 C3 O1 C2 -63.34(19) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.146 _refine_diff_density_min -0.184 _refine_diff_density_rms 0.033 data_sb176m _database_code_depnum_ccdc_archive 'CCDC 270422' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H29 I N12 O2' _chemical_formula_weight 716.55 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7819(6) _cell_length_b 12.1248(8) _cell_length_c 15.3073(10) _cell_angle_alpha 96.8400(10) _cell_angle_beta 99.5630(10) _cell_angle_gamma 105.9950(10) _cell_volume 1521.48(18) _cell_formula_units_Z 2 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 5607 _cell_measurement_theta_min 2.560 _cell_measurement_theta_max 26.382 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 724 _exptl_absorpt_coefficient_mu 1.103 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(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 SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 13447 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 26.38 _reflns_number_total 6156 _reflns_number_gt 5688 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0327P)^2^+1.0387P] 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 refU _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6156 _refine_ls_number_parameters 435 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0340 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0812 _refine_ls_wR_factor_gt 0.0796 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _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 I1 I 0.76016(2) 0.528671(14) 0.442165(10) 0.04238(8) Uani 1 1 d . . . C1 C 0.7617(2) 0.31477(18) 0.96637(13) 0.0221(4) Uani 1 1 d . . . C2 C 0.1346(2) 0.07689(18) 0.36051(14) 0.0234(4) Uani 1 1 d . . . C11 C 0.8474(3) 0.1483(2) 1.02076(16) 0.0339(5) Uani 1 1 d . . . H11 H 0.7446 0.0929 1.0156 0.046(8) Uiso 1 1 calc R . . C12 C 0.9946(3) 0.1370(2) 1.05548(17) 0.0396(6) Uani 1 1 d . . . H12 H 1.0164 0.0722 1.0784 0.046(8) Uiso 1 1 calc R . . C13 C 1.1059(3) 0.2413(2) 1.04989(16) 0.0375(6) Uani 1 1 d . . . H13 H 1.2196 0.2587 1.0698 0.044(8) Uiso 1 1 calc R . . C21 C 0.6871(3) 0.48286(19) 1.04435(15) 0.0296(5) Uani 1 1 d . . . H21 H 0.6509 0.5142 0.9937 0.039(7) Uiso 1 1 calc R . . C22 C 0.6822(3) 0.5179(2) 1.13187(16) 0.0339(5) Uani 1 1 d . . . H22 H 0.6418 0.5781 1.1546 0.042(8) Uiso 1 1 calc R . . C23 C 0.7487(3) 0.4467(2) 1.18017(15) 0.0364(5) Uani 1 1 d . . . H23 H 0.7625 0.4524 1.2436 0.061(10) Uiso 1 1 calc R . . C31 C 0.4693(3) 0.2165(2) 0.97094(16) 0.0320(5) Uani 1 1 d . . . H31 H 0.4624 0.2589 1.0257 0.047(8) Uiso 1 1 calc R . . C32 C 0.3474(3) 0.1304(2) 0.91365(18) 0.0389(6) Uani 1 1 d . . . H32 H 0.2385 0.1006 0.9199 0.051(9) Uiso 1 1 calc R . . C33 C 0.4166(3) 0.0958(2) 0.84417(17) 0.0359(5) Uani 1 1 d . . . H33 H 0.3595 0.0362 0.7941 0.051(9) Uiso 1 1 calc R . . C41 C 0.2977(3) 0.0623(2) 0.23943(15) 0.0335(5) Uani 1 1 d . . . H41 H 0.2644 -0.0197 0.2199 0.038(7) Uiso 1 1 calc R . . C42 C 0.4074(3) 0.1441(3) 0.20910(17) 0.0415(6) Uani 1 1 d . . . H42 H 0.4649 0.1311 0.1634 0.063(10) Uiso 1 1 calc R . . C43 C 0.4176(3) 0.2502(2) 0.25882(17) 0.0385(6) Uani 1 1 d . . . H43 H 0.4866 0.3229 0.2522 0.037(7) Uiso 1 1 calc R . . C51 C 0.1073(3) -0.1323(2) 0.37961(16) 0.0311(5) Uani 1 1 d . . . H51 H 0.1705 -0.1211 0.4385 0.049(8) Uiso 1 1 calc R . . C52 C 0.0313(3) -0.2357(2) 0.32319(19) 0.0397(6) Uani 1 1 d . . . H52 H 0.0306 -0.3114 0.3342 0.057(9) Uiso 1 1 calc R . . C53 C -0.0454(3) -0.2066(2) 0.2457(2) 0.0441(6) Uani 1 1 d . . . H53 H -0.1088 -0.2622 0.1944 0.041(8) Uiso 1 1 calc R . . C61 C -0.0425(3) 0.1865(2) 0.28308(15) 0.0300(5) Uani 1 1 d . . . H61 H 0.0172 0.2143 0.2396 0.040(7) Uiso 1 1 calc R . . C62 C -0.1851(3) 0.2028(2) 0.29507(17) 0.0357(5) Uani 1 1 d . . . H62 H -0.2445 0.2450 0.2626 0.047(8) Uiso 1 1 calc R . . C63 C -0.2256(3) 0.1447(2) 0.36469(17) 0.0356(5) Uani 1 1 d . . . H63 H -0.3211 0.1407 0.3873 0.059(10) Uiso 1 1 calc R . . C71 C 0.8142(3) 0.37833(19) 0.89096(13) 0.0256(4) Uani 1 1 d . . . H71A H 0.9179 0.4409 0.9143 0.028(6) Uiso 1 1 calc R . . H71B H 0.8294 0.3233 0.8424 0.028(6) Uiso 1 1 calc R . . C72 C 0.7332(3) 0.4970(2) 0.79254(15) 0.0368(6) Uani 1 1 d . . . H72A H 0.8515 0.5364 0.8078 0.039(7) Uiso 1 1 calc R . . H72B H 0.6781 0.5580 0.7953 0.055(9) Uiso 1 1 calc R . . C73 C 0.6879(3) 0.42928(19) 0.69694(14) 0.0270(4) Uani 1 1 d . . . C74 C 0.7382(3) 0.48992(19) 0.62995(15) 0.0282(4) Uani 1 1 d . . . H74 H 0.8044 0.5688 0.6446 0.039(7) Uiso 1 1 calc R . . C75 C 0.6898(3) 0.4330(2) 0.54188(14) 0.0275(4) Uani 1 1 d . . . C76 C 0.5948(3) 0.31740(19) 0.51849(14) 0.0267(4) Uani 1 1 d . . . H76 H 0.5635 0.2799 0.4573 0.026(6) Uiso 1 1 calc R . . C77 C 0.5462(3) 0.25736(19) 0.58574(14) 0.0256(4) Uani 1 1 d . . . C78 C 0.5913(3) 0.31484(19) 0.67497(14) 0.0271(4) Uani 1 1 d . . . H78 H 0.5551 0.2748 0.7210 0.025(6) Uiso 1 1 calc R . . C79 C 0.4509(3) 0.12914(19) 0.56603(15) 0.0299(5) Uani 1 1 d . . . H79A H 0.5266 0.0834 0.5801 0.036(7) Uiso 1 1 calc R . . H79B H 0.3729 0.1148 0.6063 0.033(7) Uiso 1 1 calc R . . C80 C 0.2185(3) 0.11794(19) 0.45991(14) 0.0255(4) Uani 1 1 d . . . H80A H 0.2421 0.2034 0.4758 0.024(6) Uiso 1 1 calc R . . H80B H 0.1466 0.0803 0.4983 0.020(6) Uiso 1 1 calc R . . N11 N 1.0363(2) 0.31366(18) 1.01392(13) 0.0324(4) Uani 1 1 d . . . N12 N 0.8762(2) 0.25382(16) 0.99515(12) 0.0246(4) Uani 1 1 d . . . N21 N 0.7911(3) 0.36934(18) 1.12764(12) 0.0333(4) Uani 1 1 d . . . N22 N 0.7541(2) 0.39445(15) 1.04422(11) 0.0232(4) Uani 1 1 d . . . N31 N 0.5722(2) 0.15569(17) 0.85585(13) 0.0324(4) Uani 1 1 d . . . N32 N 0.6021(2) 0.22977(16) 0.93456(11) 0.0241(4) Uani 1 1 d . . . N41 N 0.3198(2) 0.23824(17) 0.31669(14) 0.0332(4) Uani 1 1 d . . . N42 N 0.2457(2) 0.12170(16) 0.30322(12) 0.0256(4) Uani 1 1 d . . . N51 N -0.0202(3) -0.09341(19) 0.25170(14) 0.0396(5) Uani 1 1 d . . . N52 N 0.0749(2) -0.04839(16) 0.33516(12) 0.0268(4) Uani 1 1 d . . . N61 N -0.1149(2) 0.09525(19) 0.39607(13) 0.0339(4) Uani 1 1 d . . . N62 N -0.0020(2) 0.12325(16) 0.34484(12) 0.0245(4) Uani 1 1 d . . . O1 O 0.69142(19) 0.42618(14) 0.85760(10) 0.0296(3) Uani 1 1 d . . . O2 O 0.36416(18) 0.08816(13) 0.47482(10) 0.0268(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.06256(13) 0.03553(11) 0.02840(10) 0.00714(7) 0.01899(8) 0.00749(8) C1 0.0223(10) 0.0222(10) 0.0193(9) 0.0007(7) 0.0041(7) 0.0039(8) C2 0.0233(10) 0.0217(10) 0.0241(10) 0.0028(8) 0.0030(8) 0.0064(8) C11 0.0351(12) 0.0278(12) 0.0372(13) 0.0049(9) 0.0042(10) 0.0093(10) C12 0.0446(15) 0.0358(13) 0.0398(14) 0.0015(10) 0.0006(11) 0.0213(11) C13 0.0281(12) 0.0480(15) 0.0347(13) -0.0056(10) 0.0005(9) 0.0179(11) C21 0.0329(11) 0.0257(11) 0.0308(11) 0.0034(9) 0.0093(9) 0.0089(9) C22 0.0376(13) 0.0286(12) 0.0331(12) -0.0028(9) 0.0157(10) 0.0046(10) C23 0.0453(14) 0.0375(13) 0.0223(11) 0.0007(9) 0.0114(9) 0.0054(11) C31 0.0265(11) 0.0330(12) 0.0339(12) 0.0031(9) 0.0097(9) 0.0040(9) C32 0.0261(12) 0.0365(13) 0.0476(15) 0.0054(11) 0.0060(10) 0.0007(10) C33 0.0326(12) 0.0267(11) 0.0374(13) 0.0000(9) -0.0038(10) 0.0002(9) C41 0.0323(12) 0.0449(14) 0.0271(11) 0.0033(10) 0.0056(9) 0.0196(10) C42 0.0331(13) 0.0661(18) 0.0349(13) 0.0170(12) 0.0134(10) 0.0236(12) C43 0.0226(11) 0.0522(16) 0.0428(14) 0.0251(12) 0.0048(10) 0.0091(10) C51 0.0328(12) 0.0263(11) 0.0344(12) 0.0089(9) 0.0082(9) 0.0068(9) C52 0.0396(14) 0.0227(12) 0.0544(16) 0.0039(10) 0.0119(11) 0.0055(10) C53 0.0360(13) 0.0299(13) 0.0526(16) -0.0093(11) -0.0017(11) 0.0008(10) C61 0.0286(11) 0.0308(12) 0.0293(11) 0.0100(9) 0.0030(9) 0.0068(9) C62 0.0311(12) 0.0323(12) 0.0442(14) 0.0112(10) 0.0003(10) 0.0128(10) C63 0.0314(12) 0.0397(13) 0.0399(13) 0.0059(10) 0.0104(10) 0.0163(10) C71 0.0270(10) 0.0283(11) 0.0198(9) 0.0033(8) 0.0063(8) 0.0049(8) C72 0.0598(16) 0.0250(11) 0.0207(11) 0.0030(8) 0.0035(10) 0.0082(11) C73 0.0335(11) 0.0243(10) 0.0209(10) 0.0037(8) -0.0006(8) 0.0087(9) C74 0.0340(12) 0.0214(10) 0.0266(11) 0.0028(8) 0.0042(9) 0.0058(9) C75 0.0331(11) 0.0276(11) 0.0234(10) 0.0053(8) 0.0083(8) 0.0098(9) C76 0.0302(11) 0.0267(11) 0.0213(10) -0.0007(8) 0.0021(8) 0.0094(9) C77 0.0255(10) 0.0243(10) 0.0249(10) 0.0017(8) -0.0006(8) 0.0088(8) C78 0.0314(11) 0.0265(11) 0.0219(10) 0.0057(8) 0.0008(8) 0.0087(9) C79 0.0331(12) 0.0254(11) 0.0258(11) 0.0022(8) -0.0031(9) 0.0067(9) C80 0.0279(11) 0.0239(10) 0.0230(10) 0.0007(8) 0.0023(8) 0.0079(8) N11 0.0221(9) 0.0358(11) 0.0361(10) 0.0000(8) 0.0054(8) 0.0067(8) N12 0.0214(8) 0.0258(9) 0.0244(9) 0.0015(7) 0.0029(7) 0.0059(7) N21 0.0449(12) 0.0349(11) 0.0200(9) 0.0049(7) 0.0064(8) 0.0119(9) N22 0.0255(9) 0.0242(9) 0.0183(8) 0.0019(7) 0.0049(6) 0.0054(7) N31 0.0325(10) 0.0281(10) 0.0278(10) -0.0063(7) 0.0027(8) 0.0019(8) N32 0.0225(9) 0.0244(9) 0.0221(8) 0.0007(7) 0.0033(7) 0.0041(7) N41 0.0284(10) 0.0284(10) 0.0391(11) 0.0087(8) 0.0050(8) 0.0027(8) N42 0.0243(9) 0.0264(9) 0.0255(9) 0.0040(7) 0.0047(7) 0.0074(7) N51 0.0374(11) 0.0317(11) 0.0378(11) -0.0049(9) -0.0098(9) 0.0060(9) N52 0.0270(9) 0.0221(9) 0.0275(9) 0.0000(7) 0.0008(7) 0.0062(7) N61 0.0332(10) 0.0428(12) 0.0339(10) 0.0140(9) 0.0137(8) 0.0179(9) N62 0.0240(9) 0.0264(9) 0.0245(9) 0.0055(7) 0.0056(7) 0.0092(7) O1 0.0372(9) 0.0313(8) 0.0203(7) 0.0056(6) 0.0037(6) 0.0113(7) O2 0.0256(8) 0.0250(8) 0.0260(8) -0.0017(6) -0.0027(6) 0.0087(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 I1 C75 2.097(2) . ? C1 N12 1.446(3) . ? C1 N32 1.456(3) . ? C1 N22 1.465(3) . ? C1 C71 1.527(3) . ? C2 N52 1.444(3) . ? C2 N62 1.456(3) . ? C2 N42 1.457(3) . ? C2 C80 1.533(3) . ? C11 N12 1.352(3) . ? C11 C12 1.364(3) . ? C12 C13 1.391(4) . ? C13 N11 1.321(3) . ? C21 N22 1.357(3) . ? C21 C22 1.368(3) . ? C22 C23 1.386(4) . ? C23 N21 1.333(3) . ? C31 N32 1.352(3) . ? C31 C32 1.363(3) . ? C32 C33 1.388(4) . ? C33 N31 1.329(3) . ? C41 N42 1.358(3) . ? C41 C42 1.364(4) . ? C42 C43 1.387(4) . ? C43 N41 1.326(3) . ? C51 N52 1.356(3) . ? C51 C52 1.362(3) . ? C52 C53 1.397(4) . ? C53 N51 1.318(3) . ? C61 N62 1.349(3) . ? C61 C62 1.358(3) . ? C62 C63 1.388(4) . ? C63 N61 1.330(3) . ? C71 O1 1.411(3) . ? C72 O1 1.420(3) . ? C72 C73 1.521(3) . ? C73 C78 1.380(3) . ? C73 C74 1.392(3) . ? C74 C75 1.379(3) . ? C75 C76 1.388(3) . ? C76 C77 1.388(3) . ? C77 C78 1.396(3) . ? C77 C79 1.515(3) . ? C79 O2 1.432(3) . ? C80 O2 1.413(3) . ? N11 N12 1.356(3) . ? N21 N22 1.356(2) . ? N31 N32 1.354(2) . ? N41 N42 1.357(3) . ? N51 N52 1.362(3) . ? N61 N62 1.360(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 N12 C1 N32 108.46(17) . . ? N12 C1 N22 108.65(16) . . ? N32 C1 N22 107.86(16) . . ? N12 C1 C71 108.93(17) . . ? N32 C1 C71 110.48(16) . . ? N22 C1 C71 112.36(17) . . ? N52 C2 N62 108.56(16) . . ? N52 C2 N42 108.17(17) . . ? N62 C2 N42 108.92(16) . . ? N52 C2 C80 113.24(17) . . ? N62 C2 C80 107.57(16) . . ? N42 C2 C80 110.28(17) . . ? N12 C11 C12 106.7(2) . . ? C11 C12 C13 104.7(2) . . ? N11 C13 C12 112.7(2) . . ? N22 C21 C22 106.4(2) . . ? C21 C22 C23 105.2(2) . . ? N21 C23 C22 112.4(2) . . ? N32 C31 C32 106.6(2) . . ? C31 C32 C33 105.1(2) . . ? N31 C33 C32 112.2(2) . . ? N42 C41 C42 106.1(2) . . ? C41 C42 C43 105.6(2) . . ? N41 C43 C42 112.1(2) . . ? N52 C51 C52 106.5(2) . . ? C51 C52 C53 105.1(2) . . ? N51 C53 C52 112.5(2) . . ? N62 C61 C62 106.7(2) . . ? C61 C62 C63 105.4(2) . . ? N61 C63 C62 112.0(2) . . ? O1 C71 C1 107.65(16) . . ? O1 C72 C73 113.45(19) . . ? C78 C73 C74 120.31(19) . . ? C78 C73 C72 122.3(2) . . ? C74 C73 C72 117.2(2) . . ? C75 C74 C73 118.6(2) . . ? C74 C75 C76 122.0(2) . . ? C74 C75 I1 117.61(17) . . ? C76 C75 I1 120.34(15) . . ? C77 C76 C75 119.02(19) . . ? C76 C77 C78 119.5(2) . . ? C76 C77 C79 121.99(19) . . ? C78 C77 C79 118.5(2) . . ? C73 C78 C77 120.6(2) . . ? O2 C79 C77 113.98(18) . . ? O2 C80 C2 109.10(16) . . ? C13 N11 N12 103.7(2) . . ? C11 N12 N11 112.26(18) . . ? C11 N12 C1 128.64(19) . . ? N11 N12 C1 118.17(18) . . ? C23 N21 N22 103.68(19) . . ? N21 N22 C21 112.31(17) . . ? N21 N22 C1 118.90(17) . . ? C21 N22 C1 127.76(18) . . ? C33 N31 N32 103.87(19) . . ? C31 N32 N31 112.23(18) . . ? C31 N32 C1 128.63(18) . . ? N31 N32 C1 119.03(17) . . ? C43 N41 N42 103.9(2) . . ? N41 N42 C41 112.31(19) . . ? N41 N42 C2 118.39(17) . . ? C41 N42 C2 129.1(2) . . ? C53 N51 N52 103.8(2) . . ? C51 N52 N51 112.22(19) . . ? C51 N52 C2 129.98(18) . . ? N51 N52 C2 117.63(18) . . ? C63 N61 N62 103.72(19) . . ? C61 N62 N61 112.14(18) . . ? C61 N62 C2 130.52(18) . . ? N61 N62 C2 117.24(17) . . ? C71 O1 C72 112.93(18) . . ? C80 O2 C79 111.33(16) . . ? 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 N12 C11 C12 C13 1.2(3) . . . . ? C11 C12 C13 N11 -0.4(3) . . . . ? N22 C21 C22 C23 0.2(3) . . . . ? C21 C22 C23 N21 -1.1(3) . . . . ? N32 C31 C32 C33 0.2(3) . . . . ? C31 C32 C33 N31 -0.2(3) . . . . ? N42 C41 C42 C43 1.2(3) . . . . ? C41 C42 C43 N41 -0.7(3) . . . . ? N52 C51 C52 C53 -0.3(3) . . . . ? C51 C52 C53 N51 0.2(3) . . . . ? N62 C61 C62 C63 -1.1(3) . . . . ? C61 C62 C63 N61 0.6(3) . . . . ? N12 C1 C71 O1 173.67(16) . . . . ? N32 C1 C71 O1 54.6(2) . . . . ? N22 C1 C71 O1 -65.9(2) . . . . ? O1 C72 C73 C78 10.5(3) . . . . ? O1 C72 C73 C74 -174.1(2) . . . . ? C78 C73 C74 C75 -0.2(3) . . . . ? C72 C73 C74 C75 -175.8(2) . . . . ? C73 C74 C75 C76 -0.8(3) . . . . ? C73 C74 C75 I1 177.69(16) . . . . ? C74 C75 C76 C77 0.4(3) . . . . ? I1 C75 C76 C77 -178.09(16) . . . . ? C75 C76 C77 C78 1.1(3) . . . . ? C75 C76 C77 C79 -176.3(2) . . . . ? C74 C73 C78 C77 1.7(3) . . . . ? C72 C73 C78 C77 177.0(2) . . . . ? C76 C77 C78 C73 -2.1(3) . . . . ? C79 C77 C78 C73 175.3(2) . . . . ? C76 C77 C79 O2 -22.9(3) . . . . ? C78 C77 C79 O2 159.70(19) . . . . ? N52 C2 C80 O2 68.0(2) . . . . ? N62 C2 C80 O2 -172.05(17) . . . . ? N42 C2 C80 O2 -53.4(2) . . . . ? C12 C13 N11 N12 -0.6(3) . . . . ? C12 C11 N12 N11 -1.7(3) . . . . ? C12 C11 N12 C1 -170.3(2) . . . . ? C13 N11 N12 C11 1.4(2) . . . . ? C13 N11 N12 C1 171.31(18) . . . . ? N32 C1 N12 C11 -22.2(3) . . . . ? N22 C1 N12 C11 94.8(2) . . . . ? C71 C1 N12 C11 -142.5(2) . . . . ? N32 C1 N12 N11 169.74(17) . . . . ? N22 C1 N12 N11 -73.3(2) . . . . ? C71 C1 N12 N11 49.4(2) . . . . ? C22 C23 N21 N22 1.6(3) . . . . ? C23 N21 N22 C21 -1.4(3) . . . . ? C23 N21 N22 C1 -170.75(19) . . . . ? C22 C21 N22 N21 0.8(3) . . . . ? C22 C21 N22 C1 168.9(2) . . . . ? N12 C1 N22 N21 -26.2(2) . . . . ? N32 C1 N22 N21 91.1(2) . . . . ? C71 C1 N22 N21 -146.84(19) . . . . ? N12 C1 N22 C21 166.3(2) . . . . ? N32 C1 N22 C21 -76.3(3) . . . . ? C71 C1 N22 C21 45.7(3) . . . . ? C32 C33 N31 N32 0.1(3) . . . . ? C32 C31 N32 N31 -0.1(3) . . . . ? C32 C31 N32 C1 176.1(2) . . . . ? C33 N31 N32 C31 0.0(3) . . . . ? C33 N31 N32 C1 -176.59(19) . . . . ? N12 C1 N32 C31 112.9(2) . . . . ? N22 C1 N32 C31 -4.6(3) . . . . ? C71 C1 N32 C31 -127.7(2) . . . . ? N12 C1 N32 N31 -71.1(2) . . . . ? N22 C1 N32 N31 171.43(17) . . . . ? C71 C1 N32 N31 48.3(2) . . . . ? C42 C43 N41 N42 0.0(3) . . . . ? C43 N41 N42 C41 0.8(2) . . . . ? C43 N41 N42 C2 176.64(18) . . . . ? C42 C41 N42 N41 -1.3(3) . . . . ? C42 C41 N42 C2 -176.5(2) . . . . ? N52 C2 N42 N41 -178.51(17) . . . . ? N62 C2 N42 N41 63.7(2) . . . . ? C80 C2 N42 N41 -54.2(2) . . . . ? N52 C2 N42 C41 -3.5(3) . . . . ? N62 C2 N42 C41 -121.3(2) . . . . ? C80 C2 N42 C41 120.8(2) . . . . ? C52 C53 N51 N52 -0.1(3) . . . . ? C52 C51 N52 N51 0.2(3) . . . . ? C52 C51 N52 C2 -174.9(2) . . . . ? C53 N51 N52 C51 -0.1(3) . . . . ? C53 N51 N52 C2 175.7(2) . . . . ? N62 C2 N52 C51 -133.1(2) . . . . ? N42 C2 N52 C51 108.8(2) . . . . ? C80 C2 N52 C51 -13.7(3) . . . . ? N62 C2 N52 N51 52.0(2) . . . . ? N42 C2 N52 N51 -66.0(2) . . . . ? C80 C2 N52 N51 171.40(19) . . . . ? C62 C63 N61 N62 0.1(3) . . . . ? C62 C61 N62 N61 1.2(3) . . . . ? C62 C61 N62 C2 177.3(2) . . . . ? C63 N61 N62 C61 -0.8(3) . . . . ? C63 N61 N62 C2 -177.49(19) . . . . ? N52 C2 N62 C61 -110.3(2) . . . . ? N42 C2 N62 C61 7.2(3) . . . . ? C80 C2 N62 C61 126.8(2) . . . . ? N52 C2 N62 N61 65.6(2) . . . . ? N42 C2 N62 N61 -176.80(18) . . . . ? C80 C2 N62 N61 -57.3(2) . . . . ? C1 C71 O1 C72 174.45(17) . . . . ? C73 C72 O1 C71 88.2(2) . . . . ? C2 C80 O2 C79 177.48(17) . . . . ? C77 C79 O2 C80 -79.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.748 _refine_diff_density_min -1.356 _refine_diff_density_rms 0.101 data_sb195m _database_code_depnum_ccdc_archive 'CCDC 270423' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H58 N24 O4' _chemical_formula_weight 1203.32 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.1473(5) _cell_length_b 34.148(2) _cell_length_c 11.3257(7) _cell_angle_alpha 90.00 _cell_angle_beta 109.1850(10) _cell_angle_gamma 90.00 _cell_volume 2976.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150.0(2) _cell_measurement_reflns_used 6918 _cell_measurement_theta_min 2.246 _cell_measurement_theta_max 24.880 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150.0(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 17612 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 22.54 _reflns_number_total 3916 _reflns_number_gt 3024 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 2000)' _computing_cell_refinement 'SAINT+ NT V6.02a (Bruker, 1998)' _computing_data_reduction 'SAINT+ NT V6.02a' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.1 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.1' _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^)+(0.0909P)^2^+1.9800P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3916 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0815 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.1752 _refine_ls_wR_factor_gt 0.1656 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5527(6) 0.29265(11) 0.5476(4) 0.0438(10) Uani 1 1 d . . . C2 C 1.0666(5) 0.41982(9) 0.0458(3) 0.0300(8) Uani 1 1 d . . . N11 N 0.4931(5) 0.22998(10) 0.4439(3) 0.0553(10) Uani 1 1 d . . . N12 N 0.4654(4) 0.25505(9) 0.5283(3) 0.0405(8) Uani 1 1 d . . . C11 C 0.3773(6) 0.23805(12) 0.5963(4) 0.0494(11) Uani 1 1 d . . . H11 H 0.3441 0.2498 0.6610 0.059 Uiso 1 1 calc R A . C12 C 0.3456(6) 0.20079(12) 0.5537(4) 0.0526(12) Uani 1 1 d . A . H12 H 0.2846 0.1812 0.5822 0.063 Uiso 1 1 calc R . . C13 C 0.4185(6) 0.19690(12) 0.4621(4) 0.0551(12) Uani 1 1 d . A . H13 H 0.4164 0.1734 0.4166 0.066 Uiso 1 1 calc R . . N21A N 0.7562(6) 0.27479(16) 0.7570(4) 0.0786(14) Uani 0.50 1 d P A 1 N22A N 0.7229(5) 0.28877(10) 0.6395(3) 0.0502(9) Uani 0.50 1 d P A 1 C21A C 0.8656(7) 0.29496(14) 0.6101(6) 0.0756(14) Uani 0.50 1 d P A 1 H21A H 0.8740 0.3043 0.5333 0.091 Uiso 0.50 1 calc PR A 1 C22A C 0.9917(9) 0.28524(19) 0.7111(9) 0.099(2) Uani 0.50 1 d P A 1 H22A H 1.1112 0.2868 0.7189 0.119 Uiso 0.50 1 calc PR A 1 C23A C 0.9314(7) 0.27218(18) 0.8074(5) 0.0865(18) Uani 0.50 1 d P A 1 H23A H 0.9980 0.2635 0.8888 0.104 Uiso 0.50 1 calc PR A 1 N21B N 0.8656(7) 0.29496(14) 0.6101(6) 0.0756(14) Uani 0.50 1 d P A 2 N22B N 0.7229(5) 0.28877(10) 0.6395(3) 0.0502(9) Uani 0.50 1 d P A 2 C21B C 0.7562(6) 0.27479(16) 0.7570(4) 0.0786(14) Uani 0.50 1 d P A 2 H21B H 0.6732 0.2681 0.7962 0.094 Uiso 0.50 1 calc PR A 2 C22B C 0.9314(7) 0.27218(18) 0.8074(5) 0.0865(18) Uani 0.50 1 d P A 2 H22B H 0.9980 0.2635 0.8888 0.104 Uiso 0.50 1 calc PR A 2 C23B C 0.9917(9) 0.28524(19) 0.7111(9) 0.099(2) Uani 0.50 1 d P A 2 H23B H 1.1112 0.2868 0.7189 0.119 Uiso 0.50 1 calc PR A 2 C31 C 0.5066(7) 0.34790(14) 0.6833(4) 0.0663(14) Uani 1 1 d . . . H31 H 0.6211 0.3508 0.7405 0.080 Uiso 1 1 calc R A . C32 C 0.3676(8) 0.37120(15) 0.6757(6) 0.0767(16) Uani 1 1 d . A . H32 H 0.3644 0.3932 0.7264 0.092 Uiso 1 1 calc R . . C33 C 0.2330(9) 0.35594(15) 0.5786(5) 0.0808(17) Uani 1 1 d . . . H33 H 0.1186 0.3664 0.5515 0.097 Uiso 1 1 calc R A . C41 C 1.1422(5) 0.36503(10) 0.2059(3) 0.0358(9) Uani 1 1 d . . . H41 H 1.2495 0.3746 0.2611 0.043 Uiso 1 1 calc R . . C42 C 1.0559(5) 0.33229(11) 0.2218(4) 0.0428(10) Uani 1 1 d . . . H42 H 1.0910 0.3141 0.2890 0.051 Uiso 1 1 calc R . . C43 C 0.9055(5) 0.33122(11) 0.1185(4) 0.0454(10) Uani 1 1 d . . . H43 H 0.8205 0.3111 0.1044 0.054 Uiso 1 1 calc R . . C51 C 0.9897(6) 0.39674(13) -0.1762(4) 0.0511(11) Uani 1 1 d . . . H51 H 1.0757 0.3770 -0.1656 0.061 Uiso 1 1 calc R . . C52 C 0.8648(6) 0.40639(13) -0.2840(4) 0.0548(12) Uani 1 1 d . . . H52 H 0.8454 0.3953 -0.3644 0.066 Uiso 1 1 calc R . . C53 C 0.7700(6) 0.43626(12) -0.2518(4) 0.0507(11) Uani 1 1 d . . . H53 H 0.6724 0.4488 -0.3097 0.061 Uiso 1 1 calc R . . C61 C 1.3364(5) 0.46017(11) 0.0830(4) 0.0387(9) Uani 1 1 d . . . H61 H 1.2974 0.4845 0.1044 0.046 Uiso 1 1 calc R . . C62 C 1.4893(5) 0.45315(11) 0.0635(4) 0.0440(10) Uani 1 1 d . . . H62 H 1.5791 0.4715 0.0692 0.053 Uiso 1 1 calc R . . C63 C 1.4878(5) 0.41350(11) 0.0335(4) 0.0400(10) Uani 1 1 d . . . H63 H 1.5800 0.4005 0.0156 0.048 Uiso 1 1 calc R . . C70 C 0.5595(7) 0.30658(11) 0.4214(4) 0.0546(12) Uani 1 1 d . A . H70A H 0.6455 0.2911 0.3965 0.066 Uiso 1 1 calc R . . H70B H 0.4443 0.3035 0.3563 0.066 Uiso 1 1 calc R . . C71 C 0.6719(5) 0.35929(10) 0.3422(3) 0.0391(10) Uani 1 1 d . A . H71A H 0.5852 0.3542 0.2590 0.047 Uiso 1 1 calc R . . H71B H 0.7799 0.3450 0.3479 0.047 Uiso 1 1 calc R . . C72 C 0.7082(5) 0.40251(10) 0.3588(3) 0.0311(9) Uani 1 1 d . . . C73 C 0.6053(5) 0.42644(10) 0.4039(3) 0.0339(9) Uani 1 1 d . . . H73 H 0.5116 0.4155 0.4253 0.041 Uiso 1 1 calc R . . C74 C 0.6385(5) 0.46639(10) 0.4178(3) 0.0336(9) Uani 1 1 d . . . C75 C 0.7731(5) 0.48216(11) 0.3829(3) 0.0378(9) Uani 1 1 d . . . H75 H 0.7922 0.5096 0.3884 0.045 Uiso 1 1 calc R . . C76 C 0.8794(5) 0.45850(10) 0.3403(3) 0.0362(9) Uani 1 1 d . . . C77 C 0.8457(5) 0.41858(10) 0.3296(3) 0.0352(9) Uani 1 1 d . . . H77 H 0.9188 0.4019 0.3016 0.042 Uiso 1 1 calc R . . C78 C 1.0315(6) 0.47606(12) 0.3104(4) 0.0499(11) Uani 1 1 d . . . H78A H 0.9939 0.5010 0.2647 0.060 Uiso 1 1 calc R . . H78B H 1.1247 0.4823 0.3897 0.060 Uiso 1 1 calc R . . C79 C 0.9964(5) 0.45163(10) 0.1112(3) 0.0356(9) Uani 1 1 d . . . H79A H 1.0026 0.4775 0.0737 0.043 Uiso 1 1 calc R . . H79B H 0.8737 0.4462 0.1028 0.043 Uiso 1 1 calc R . . C80 C 0.5300(5) 0.49177(10) 0.4762(3) 0.0312(10) Uani 1 1 d . . . N31 N 0.2805(6) 0.32488(12) 0.5267(4) 0.0740(12) Uani 1 1 d . A . N32 N 0.4523(5) 0.31992(9) 0.5950(3) 0.0460(9) Uani 1 1 d . A . N41 N 0.8931(4) 0.36102(9) 0.0419(3) 0.0409(8) Uani 1 1 d . . . N42 N 1.0443(4) 0.38128(8) 0.0956(3) 0.0315(7) Uani 1 1 d . . . N51 N 0.8317(4) 0.44499(9) -0.1321(3) 0.0446(9) Uani 1 1 d . . . N52 N 0.9698(4) 0.42030(8) -0.0866(3) 0.0352(8) Uani 1 1 d . . . N61 N 1.3423(4) 0.39625(8) 0.0330(3) 0.0386(8) Uani 1 1 d . . . N62 N 1.2499(4) 0.42548(8) 0.0660(3) 0.0312(7) Uani 1 1 d . . . O1 O 0.6085(5) 0.34656(8) 0.4354(3) 0.0714(11) Uani 1 1 d . . . O2 O 1.1002(3) 0.45126(7) 0.2377(2) 0.0408(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.055(3) 0.038(2) 0.043(2) -0.0003(18) 0.023(2) -0.009(2) C2 0.031(2) 0.0268(19) 0.034(2) 0.0002(15) 0.0119(17) -0.0034(16) N11 0.067(3) 0.047(2) 0.062(2) -0.0129(18) 0.035(2) -0.0113(18) N12 0.052(2) 0.0339(17) 0.0396(18) 0.0007(15) 0.0198(17) -0.0079(15) C11 0.064(3) 0.048(3) 0.046(2) 0.004(2) 0.032(2) -0.009(2) C12 0.062(3) 0.042(2) 0.054(3) 0.008(2) 0.020(2) -0.017(2) C13 0.063(3) 0.034(2) 0.075(3) -0.007(2) 0.032(3) -0.010(2) N21A 0.063(3) 0.117(4) 0.053(3) 0.004(3) 0.015(3) -0.002(3) N22A 0.053(2) 0.057(2) 0.048(2) -0.0045(17) 0.026(2) -0.0148(18) C21A 0.063(3) 0.076(3) 0.107(4) -0.004(3) 0.055(3) -0.004(3) C22A 0.057(4) 0.101(5) 0.159(7) -0.034(5) 0.063(5) -0.012(4) C23A 0.053(4) 0.118(5) 0.071(4) -0.026(3) -0.003(3) 0.015(3) N21B 0.063(3) 0.076(3) 0.107(4) -0.004(3) 0.055(3) -0.004(3) N22B 0.053(2) 0.057(2) 0.048(2) -0.0045(17) 0.026(2) -0.0148(18) C21B 0.063(3) 0.117(4) 0.053(3) 0.004(3) 0.015(3) -0.002(3) C22B 0.053(4) 0.118(5) 0.071(4) -0.026(3) -0.003(3) 0.015(3) C23B 0.057(4) 0.101(5) 0.159(7) -0.034(5) 0.063(5) -0.012(4) C31 0.079(4) 0.066(3) 0.066(3) -0.023(3) 0.040(3) -0.026(3) C32 0.109(5) 0.060(3) 0.083(4) -0.015(3) 0.063(4) -0.004(3) C33 0.120(5) 0.067(3) 0.063(3) 0.006(3) 0.039(4) 0.040(3) C41 0.037(2) 0.038(2) 0.031(2) -0.0003(17) 0.0091(18) 0.0070(18) C42 0.049(3) 0.035(2) 0.050(3) 0.0085(19) 0.024(2) 0.0038(19) C43 0.045(3) 0.036(2) 0.059(3) 0.007(2) 0.023(2) -0.0067(19) C51 0.047(3) 0.066(3) 0.040(2) -0.006(2) 0.013(2) 0.008(2) C52 0.061(3) 0.067(3) 0.031(2) -0.003(2) 0.007(2) -0.006(2) C53 0.046(3) 0.050(3) 0.042(3) 0.009(2) -0.005(2) -0.006(2) C61 0.033(2) 0.038(2) 0.045(2) 0.0046(18) 0.0131(19) -0.0003(18) C62 0.034(2) 0.042(2) 0.058(3) 0.0104(19) 0.018(2) -0.0029(18) C63 0.032(2) 0.045(2) 0.046(2) 0.0026(18) 0.0173(19) 0.0031(18) C70 0.089(4) 0.038(2) 0.050(3) -0.0083(19) 0.041(3) -0.017(2) C71 0.047(3) 0.040(2) 0.038(2) 0.0019(17) 0.025(2) -0.0013(18) C72 0.037(2) 0.032(2) 0.0269(19) -0.0006(15) 0.0141(18) 0.0015(17) C73 0.036(2) 0.037(2) 0.031(2) -0.0001(16) 0.0136(18) -0.0007(17) C74 0.032(2) 0.038(2) 0.030(2) -0.0008(16) 0.0101(18) 0.0037(17) C75 0.044(2) 0.033(2) 0.039(2) -0.0081(17) 0.017(2) -0.0058(18) C76 0.039(2) 0.036(2) 0.037(2) -0.0098(17) 0.0167(19) -0.0075(18) C77 0.038(2) 0.038(2) 0.034(2) -0.0035(17) 0.0170(18) 0.0028(18) C78 0.057(3) 0.048(2) 0.059(3) -0.024(2) 0.039(2) -0.017(2) C79 0.035(2) 0.0319(19) 0.041(2) 0.0005(17) 0.0149(19) -0.0007(17) C80 0.033(3) 0.034(2) 0.019(2) -0.0007(16) -0.0020(17) -0.0111(18) N31 0.082(3) 0.076(3) 0.055(2) -0.002(2) 0.010(2) 0.028(2) N32 0.067(3) 0.0359(18) 0.041(2) -0.0038(16) 0.0256(19) -0.0053(17) N41 0.034(2) 0.0397(18) 0.0454(19) -0.0033(16) 0.0089(16) -0.0101(15) N42 0.0313(18) 0.0285(16) 0.0348(17) -0.0008(14) 0.0111(15) 0.0007(14) N51 0.042(2) 0.0366(18) 0.050(2) 0.0079(15) 0.0077(18) 0.0063(16) N52 0.0366(19) 0.0365(17) 0.0323(17) 0.0002(14) 0.0108(15) 0.0015(15) N61 0.036(2) 0.0349(17) 0.0461(19) -0.0023(14) 0.0148(16) 0.0034(15) N62 0.0294(18) 0.0270(16) 0.0386(18) -0.0029(13) 0.0131(14) 0.0006(14) O1 0.143(3) 0.0368(16) 0.0591(19) -0.0103(14) 0.066(2) -0.0289(18) O2 0.0437(17) 0.0434(15) 0.0406(16) -0.0111(12) 0.0211(14) -0.0071(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N22A 1.440(5) . ? C1 N12 1.449(5) . ? C1 N32 1.454(5) . ? C1 C70 1.525(5) . ? C2 N52 1.446(4) . ? C2 N62 1.447(4) . ? C2 N42 1.467(4) . ? C2 C79 1.528(5) . ? N11 C13 1.331(5) . ? N11 N12 1.356(4) . ? N12 C11 1.344(5) . ? C11 C12 1.355(6) . ? C12 C13 1.361(6) . ? N21A N22A 1.354(5) . ? N21A C23A 1.355(7) . ? N22A C21A 1.328(5) . ? C21A C22A 1.305(8) . ? C22A C23A 1.407(9) . ? C31 N32 1.348(5) . ? C31 C32 1.364(7) . ? C32 C33 1.375(8) . ? C33 N31 1.330(6) . ? C41 N42 1.360(4) . ? C41 C42 1.364(5) . ? C42 C43 1.389(6) . ? C43 N41 1.319(5) . ? C51 N52 1.346(5) . ? C51 C52 1.348(6) . ? C52 C53 1.398(6) . ? C53 N51 1.316(5) . ? C61 C62 1.356(5) . ? C61 N62 1.359(5) . ? C62 C63 1.395(5) . ? C63 N61 1.322(5) . ? C70 O1 1.417(5) . ? C71 O1 1.388(4) . ? C71 C72 1.505(5) . ? C72 C77 1.382(5) . ? C72 C73 1.383(5) . ? C73 C74 1.390(5) . ? C74 C75 1.390(5) . ? C74 C80 1.534(5) . ? C75 C76 1.382(5) . ? C76 C77 1.388(5) . ? C76 C78 1.511(5) . ? C78 O2 1.418(4) . ? C79 O2 1.404(4) . ? C80 C80 1.010(6) 3_666 ? N31 N32 1.369(5) . ? N41 N42 1.369(4) . ? N51 N52 1.364(4) . ? N61 N62 1.374(4) . ? 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 N22A C1 N12 109.6(3) . . ? N22A C1 N32 108.5(3) . . ? N12 C1 N32 108.4(3) . . ? N22A C1 C70 112.5(3) . . ? N12 C1 C70 107.6(3) . . ? N32 C1 C70 110.2(3) . . ? N52 C2 N62 110.2(3) . . ? N52 C2 N42 108.4(3) . . ? N62 C2 N42 108.1(3) . . ? N52 C2 C79 109.3(3) . . ? N62 C2 C79 111.1(3) . . ? N42 C2 C79 109.7(3) . . ? C13 N11 N12 103.7(3) . . ? C11 N12 N11 112.0(3) . . ? C11 N12 C1 128.6(3) . . ? N11 N12 C1 118.6(3) . . ? N12 C11 C12 106.1(4) . . ? C11 C12 C13 106.4(4) . . ? N11 C13 C12 111.8(4) . . ? N22A N21A C23A 106.3(5) . . ? C21A N22A N21A 113.2(4) . . ? C21A N22A C1 121.2(4) . . ? N21A N22A C1 125.2(4) . . ? C22A C21A N22A 104.0(5) . . ? C21A C22A C23A 112.7(5) . . ? N21A C23A C22A 103.9(5) . . ? N32 C31 C32 107.7(5) . . ? C31 C32 C33 104.9(5) . . ? N31 C33 C32 112.6(5) . . ? N42 C41 C42 106.5(3) . . ? C41 C42 C43 105.1(3) . . ? N41 C43 C42 112.9(3) . . ? N52 C51 C52 107.1(4) . . ? C51 C52 C53 105.0(4) . . ? N51 C53 C52 112.1(4) . . ? C62 C61 N62 106.5(3) . . ? C61 C62 C63 106.1(3) . . ? N61 C63 C62 111.7(3) . . ? O1 C70 C1 106.9(3) . . ? O1 C71 C72 108.6(3) . . ? C77 C72 C73 119.4(3) . . ? C77 C72 C71 120.1(3) . . ? C73 C72 C71 120.5(3) . . ? C72 C73 C74 120.2(3) . . ? C73 C74 C75 119.4(3) . . ? C73 C74 C80 119.0(3) . . ? C75 C74 C80 121.6(3) . . ? C76 C75 C74 121.1(3) . . ? C75 C76 C77 118.4(3) . . ? C75 C76 C78 120.0(3) . . ? C77 C76 C78 121.5(3) . . ? C72 C77 C76 121.4(3) . . ? O2 C78 C76 113.7(3) . . ? O2 C79 C2 107.0(3) . . ? C80 C80 C74 173.5(6) 3_666 . ? C33 N31 N32 103.9(4) . . ? C31 N32 N31 110.9(4) . . ? C31 N32 C1 129.8(4) . . ? N31 N32 C1 117.7(3) . . ? C43 N41 N42 103.6(3) . . ? C41 N42 N41 111.8(3) . . ? C41 N42 C2 127.6(3) . . ? N41 N42 C2 119.3(3) . . ? C53 N51 N52 103.8(3) . . ? C51 N52 N51 111.9(3) . . ? C51 N52 C2 127.9(3) . . ? N51 N52 C2 120.0(3) . . ? C63 N61 N62 104.2(3) . . ? C61 N62 N61 111.5(3) . . ? C61 N62 C2 126.8(3) . . ? N61 N62 C2 119.3(3) . . ? C71 O1 C70 112.2(3) . . ? C79 O2 C78 111.5(3) . . ? 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 C13 N11 N12 C11 0.2(5) . . . . ? C13 N11 N12 C1 170.8(4) . . . . ? N22A C1 N12 C11 82.6(5) . . . . ? N32 C1 N12 C11 -35.7(5) . . . . ? C70 C1 N12 C11 -154.8(4) . . . . ? N22A C1 N12 N11 -86.3(4) . . . . ? N32 C1 N12 N11 155.5(3) . . . . ? C70 C1 N12 N11 36.4(5) . . . . ? N11 N12 C11 C12 -0.5(5) . . . . ? C1 N12 C11 C12 -170.0(4) . . . . ? N12 C11 C12 C13 0.7(5) . . . . ? N12 N11 C13 C12 0.3(5) . . . . ? C11 C12 C13 N11 -0.6(6) . . . . ? C23A N21A N22A C21A 0.7(6) . . . . ? C23A N21A N22A C1 173.7(4) . . . . ? N12 C1 N22A C21A 116.2(4) . . . . ? N32 C1 N22A C21A -125.6(4) . . . . ? C70 C1 N22A C21A -3.4(5) . . . . ? N12 C1 N22A N21A -56.2(5) . . . . ? N32 C1 N22A N21A 61.9(5) . . . . ? C70 C1 N22A N21A -175.9(4) . . . . ? N21A N22A C21A C22A -0.8(6) . . . . ? C1 N22A C21A C22A -174.1(4) . . . . ? N22A C21A C22A C23A 0.6(7) . . . . ? N22A N21A C23A C22A -0.3(6) . . . . ? C21A C22A C23A N21A -0.2(7) . . . . ? N32 C31 C32 C33 -1.0(5) . . . . ? C31 C32 C33 N31 0.1(6) . . . . ? N42 C41 C42 C43 -1.2(4) . . . . ? C41 C42 C43 N41 -0.7(4) . . . . ? N52 C51 C52 C53 -0.9(5) . . . . ? C51 C52 C53 N51 0.4(5) . . . . ? N62 C61 C62 C63 0.6(4) . . . . ? C61 C62 C63 N61 0.4(5) . . . . ? N22A C1 C70 O1 -72.0(4) . . . . ? N12 C1 C70 O1 167.1(4) . . . . ? N32 C1 C70 O1 49.2(5) . . . . ? O1 C71 C72 C77 146.0(3) . . . . ? O1 C71 C72 C73 -33.7(5) . . . . ? C77 C72 C73 C74 0.9(5) . . . . ? C71 C72 C73 C74 -179.4(3) . . . . ? C72 C73 C74 C75 1.7(5) . . . . ? C72 C73 C74 C80 -175.9(3) . . . . ? C73 C74 C75 C76 -3.2(5) . . . . ? C80 C74 C75 C76 174.4(3) . . . . ? C74 C75 C76 C77 1.9(5) . . . . ? C74 C75 C76 C78 -176.3(4) . . . . ? C73 C72 C77 C76 -2.3(5) . . . . ? C71 C72 C77 C76 178.0(3) . . . . ? C75 C76 C77 C72 0.9(5) . . . . ? C78 C76 C77 C72 179.0(4) . . . . ? C75 C76 C78 O2 -164.2(3) . . . . ? C77 C76 C78 O2 17.8(6) . . . . ? N52 C2 C79 O2 -177.0(3) . . . . ? N62 C2 C79 O2 -55.2(3) . . . . ? N42 C2 C79 O2 64.3(3) . . . . ? C73 C74 C80 C80 99(5) . . . 3_666 ? C75 C74 C80 C80 -79(5) . . . 3_666 ? C32 C33 N31 N32 0.8(6) . . . . ? C32 C31 N32 N31 1.6(5) . . . . ? C32 C31 N32 C1 166.9(4) . . . . ? C33 N31 N32 C31 -1.5(5) . . . . ? C33 N31 N32 C1 -168.8(4) . . . . ? N22A C1 N32 C31 21.6(5) . . . . ? N12 C1 N32 C31 140.6(4) . . . . ? C70 C1 N32 C31 -102.0(5) . . . . ? N22A C1 N32 N31 -173.9(3) . . . . ? N12 C1 N32 N31 -54.9(4) . . . . ? C70 C1 N32 N31 62.5(4) . . . . ? C42 C43 N41 N42 2.2(4) . . . . ? C42 C41 N42 N41 2.7(4) . . . . ? C42 C41 N42 C2 169.9(3) . . . . ? C43 N41 N42 C41 -3.0(4) . . . . ? C43 N41 N42 C2 -171.4(3) . . . . ? N52 C2 N42 C41 163.2(3) . . . . ? N62 C2 N42 C41 43.8(4) . . . . ? C79 C2 N42 C41 -77.5(4) . . . . ? N52 C2 N42 N41 -30.4(4) . . . . ? N62 C2 N42 N41 -149.9(3) . . . . ? C79 C2 N42 N41 88.9(4) . . . . ? C52 C53 N51 N52 0.3(4) . . . . ? C52 C51 N52 N51 1.2(5) . . . . ? C52 C51 N52 C2 176.5(3) . . . . ? C53 N51 N52 C51 -0.9(4) . . . . ? C53 N51 N52 C2 -176.6(3) . . . . ? N62 C2 N52 C51 58.5(4) . . . . ? N42 C2 N52 C51 -59.6(5) . . . . ? C79 C2 N52 C51 -179.2(4) . . . . ? N62 C2 N52 N51 -126.6(3) . . . . ? N42 C2 N52 N51 115.3(3) . . . . ? C79 C2 N52 N51 -4.2(4) . . . . ? C62 C63 N61 N62 -1.2(4) . . . . ? C62 C61 N62 N61 -1.4(4) . . . . ? C62 C61 N62 C2 -163.4(3) . . . . ? C63 N61 N62 C61 1.6(4) . . . . ? C63 N61 N62 C2 165.1(3) . . . . ? N52 C2 N62 C61 90.9(4) . . . . ? N42 C2 N62 C61 -150.9(3) . . . . ? C79 C2 N62 C61 -30.4(5) . . . . ? N52 C2 N62 N61 -69.9(4) . . . . ? N42 C2 N62 N61 48.3(4) . . . . ? C79 C2 N62 N61 168.8(3) . . . . ? C72 C71 O1 C70 175.9(4) . . . . ? C1 C70 O1 C71 161.0(4) . . . . ? C2 C79 O2 C78 -171.9(3) . . . . ? C76 C78 O2 C79 77.9(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 22.54 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.909 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.056 data_sqz _database_code_depnum_ccdc_archive 'CCDC 270424' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C58 H52 B2 Fe N24 O2, 4 C H2 CL2' _chemical_formula_sum 'C62 H60 B2 Cl8 Fe N24 O2' _chemical_formula_weight 1534.41 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' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 '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 8.5941(4) _cell_length_b 13.4373(7) _cell_length_c 16.3188(8) _cell_angle_alpha 103.9530(10) _cell_angle_beta 98.3300(10) _cell_angle_gamma 106.9990(10) _cell_volume 1701.26(15) _cell_formula_units_Z 1 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 9926 _cell_measurement_theta_min 2.413 _cell_measurement_theta_max 26.380 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 0.600 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _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 SMART APEX CCD diffractometer' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 16083 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5990 _reflns_number_gt 4840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART NT V5.625 (Bruker, 1998)' _computing_cell_refinement 'SAINT+ NT V6.22 (Bruker, 2001)' _computing_data_reduction 'SAINT+ NT V6.22' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V6.1 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V6.1' _refine_special_details ; 1. Large final residual electron density peak of unknown origin above C77-C78 triple bond midpoint causes unreasonable C77-C78 atomic parameters. These atoms were fixed with reasonable coordinates and Uij. 2. One of the two independent CH2Cl2 badly disordered / could not be modeled. This solvent removed with Squeeze: 61 e- / 208.5 A^3. 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^)+(0.1557P)^2^+0.3511P] 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 5990 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0816 _refine_ls_R_factor_gt 0.0728 _refine_ls_wR_factor_ref 0.2232 _refine_ls_wR_factor_gt 0.2133 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 Fe1 Fe 0.0000 0.0000 0.0000 0.0226(2) Uani 1 2 d S . . B1 B 0.3046(5) 0.1252(3) 0.1592(2) 0.0271(8) Uani 1 1 d . . . C11 C 0.0906(5) 0.1143(3) 0.2629(2) 0.0327(8) Uani 1 1 d . . . H11 H 0.1635 0.1601 0.3170 0.039 Uiso 1 1 calc R . . C12 C -0.0782(5) 0.0615(3) 0.2497(2) 0.0344(8) Uani 1 1 d . . . H12 H -0.1446 0.0617 0.2915 0.041 Uiso 1 1 calc R . . C13 C -0.1296(4) 0.0076(3) 0.1611(2) 0.0293(8) Uani 1 1 d . . . H13 H -0.2412 -0.0371 0.1317 0.035 Uiso 1 1 calc R . . C21 C 0.3582(4) 0.3033(3) 0.1063(2) 0.0320(8) Uani 1 1 d . . . H21 H 0.4505 0.3538 0.1511 0.038 Uiso 1 1 calc R . . C22 C 0.2792(5) 0.3247(3) 0.0365(3) 0.0371(9) Uani 1 1 d . . . H22 H 0.3059 0.3920 0.0234 0.044 Uiso 1 1 calc R . . C23 C 0.1534(4) 0.2285(3) -0.0104(2) 0.0303(8) Uani 1 1 d . . . H23 H 0.0776 0.2188 -0.0626 0.036 Uiso 1 1 calc R . . C31 C 0.4387(4) -0.0251(3) 0.1055(2) 0.0266(7) Uani 1 1 d . . . H31 H 0.5370 0.0025 0.1509 0.032 Uiso 1 1 calc R . . C32 C 0.3968(4) -0.1174(3) 0.0360(2) 0.0303(8) Uani 1 1 d . . . H32 H 0.4575 -0.1658 0.0238 0.036 Uiso 1 1 calc R . . C33 C 0.2438(4) -0.1233(3) -0.0126(2) 0.0268(7) Uani 1 1 d . . . H33 H 0.1826 -0.1783 -0.0655 0.032 Uiso 1 1 calc R . . C41 C 1.2959(5) 0.2584(3) 0.7940(3) 0.0404(9) Uani 1 1 d . . . H41 H 1.2024 0.1943 0.7838 0.049 Uiso 1 1 calc R . . C42 C 1.4605(6) 0.2700(4) 0.8194(3) 0.0524(11) Uani 1 1 d . . . H42 H 1.5051 0.2164 0.8306 0.063 Uiso 1 1 calc R . . C43 C 1.5466(6) 0.3750(4) 0.8251(3) 0.0601(13) Uani 1 1 d . . . H43 H 1.6650 0.4067 0.8428 0.072 Uiso 1 1 calc R . . C51 C 1.2188(7) 0.5159(4) 0.9073(3) 0.0597(13) Uani 1 1 d . . . H51 H 1.3104 0.5005 0.9350 0.072 Uiso 1 1 calc R . . C52 C 1.1497(8) 0.5864(4) 0.9443(3) 0.0666(15) Uani 1 1 d . . . H52 H 1.1793 0.6296 1.0033 0.080 Uiso 1 1 calc R . . C53 C 1.0236(6) 0.5834(4) 0.8775(3) 0.0562(13) Uani 1 1 d . . . H53 H 0.9539 0.6268 0.8846 0.067 Uiso 1 1 calc R . . C61 C 0.9098(5) 0.2204(3) 0.6536(3) 0.0409(9) Uani 1 1 d . . . H61 H 0.9270 0.2269 0.5987 0.049 Uiso 1 1 calc R . . C62 C 0.7902(6) 0.1398(4) 0.6694(3) 0.0522(11) Uani 1 1 d . . . H62 H 0.7066 0.0788 0.6272 0.063 Uiso 1 1 calc R . . C63 C 0.8143(5) 0.1643(3) 0.7608(3) 0.0433(10) Uani 1 1 d . . . H63 H 0.7488 0.1214 0.7903 0.052 Uiso 1 1 calc R . . C71 C 0.4697(4) 0.1803(3) 0.2354(2) 0.0284(7) Uani 1 1 d . . . C72 C 0.4810(5) 0.1580(3) 0.3145(2) 0.0375(9) Uani 1 1 d . . . H72 H 0.3842 0.1114 0.3251 0.045 Uiso 1 1 calc R . . C73 C 0.6293(5) 0.2014(3) 0.3790(2) 0.0382(9) Uani 1 1 d . . . H73 H 0.6304 0.1867 0.4331 0.046 Uiso 1 1 calc R . . C74 C 0.7753(5) 0.2659(3) 0.3642(2) 0.0342(8) Uani 1 1 d . . . C75 C 0.7693(4) 0.2850(3) 0.2837(2) 0.0320(8) Uani 1 1 d . . . H75 H 0.8681 0.3272 0.2716 0.038 Uiso 1 1 calc R . . C76 C 0.6210(4) 0.2431(3) 0.2217(2) 0.0305(8) Uani 1 1 d . . . H76 H 0.6207 0.2572 0.1673 0.037 Uiso 1 1 calc R . . C77 C 0.9344 0.3095 0.4281 0.044 Uani 1 1 d . . . C78 C 1.0614 0.3416 0.4770 0.045 Uani 1 1 d . . . C79 C 1.2284(5) 0.3809(4) 0.5375(3) 0.0456(10) Uani 1 1 d . . . H79A H 1.3033 0.3487 0.5083 0.055 Uiso 1 1 calc R . . H79B H 1.2768 0.4611 0.5511 0.055 Uiso 1 1 calc R . . C80 C 1.1743(5) 0.4266(3) 0.6766(2) 0.0366(9) Uani 1 1 d . . . H80A H 1.0693 0.4334 0.6487 0.044 Uiso 1 1 calc R . . H80B H 1.2623 0.4996 0.6962 0.044 Uiso 1 1 calc R . . C81 C 1.1488(5) 0.3839(3) 0.7541(2) 0.0346(8) Uani 1 1 d . . . N11 N -0.0031(3) 0.0266(2) 0.12325(18) 0.0253(6) Uani 1 1 d . . . N12 N 0.1359(3) 0.0910(2) 0.18738(18) 0.0269(6) Uani 1 1 d . . . N21 N 0.1525(3) 0.1511(2) 0.02721(17) 0.0249(6) Uani 1 1 d . . . N22 N 0.2806(3) 0.1971(2) 0.09949(18) 0.0256(6) Uani 1 1 d . . . N31 N 0.1967(3) -0.0421(2) 0.02518(18) 0.0250(6) Uani 1 1 d . . . N32 N 0.3175(3) 0.0197(2) 0.09883(17) 0.0242(6) Uani 1 1 d . . . N41 N 1.4478(5) 0.4281(3) 0.8033(3) 0.0626(12) Uani 1 1 d . . . N42 N 1.2913(4) 0.3548(3) 0.7861(2) 0.0404(8) Uani 1 1 d . . . N51 N 1.0144(5) 0.5131(3) 0.8040(3) 0.0496(9) Uani 1 1 d . . . N52 N 1.1344(4) 0.4698(3) 0.8226(2) 0.0406(8) Uani 1 1 d . . . N61 N 0.9425(4) 0.2564(3) 0.7988(2) 0.0442(8) Uani 1 1 d . . . N62 N 0.9992(4) 0.2894(3) 0.7332(2) 0.0367(7) Uani 1 1 d . . . O1 O 1.2219(3) 0.3534(2) 0.61705(17) 0.0392(6) Uani 1 1 d . . . C91 C 0.6755(10) 0.4858(9) 0.6624(4) 0.123(4) Uani 1 1 d . . . H91A H 0.7874 0.5136 0.7023 0.148 Uiso 1 1 calc R . . H91B H 0.5958 0.4431 0.6898 0.148 Uiso 1 1 calc R . . Cl1 Cl 0.6822(2) 0.39930(12) 0.56756(11) 0.0797(5) Uani 1 1 d . . . Cl2 Cl 0.61836(18) 0.59589(12) 0.65265(10) 0.0775(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0155(4) 0.0242(4) 0.0241(4) 0.0043(3) -0.0002(3) 0.0059(3) B1 0.022(2) 0.028(2) 0.0266(19) 0.0061(16) 0.0033(15) 0.0052(16) C11 0.0292(19) 0.036(2) 0.0283(18) 0.0026(15) 0.0012(15) 0.0125(16) C12 0.030(2) 0.042(2) 0.0331(19) 0.0099(16) 0.0114(15) 0.0135(17) C13 0.0223(18) 0.0324(19) 0.0346(19) 0.0103(15) 0.0077(15) 0.0105(15) C21 0.0245(18) 0.0274(18) 0.038(2) 0.0054(15) 0.0018(15) 0.0062(15) C22 0.034(2) 0.030(2) 0.045(2) 0.0135(17) 0.0031(17) 0.0075(17) C23 0.0239(18) 0.0343(19) 0.0324(18) 0.0114(15) 0.0025(14) 0.0101(15) C31 0.0197(17) 0.0286(18) 0.0305(17) 0.0082(14) 0.0029(13) 0.0088(14) C32 0.0268(19) 0.0323(19) 0.0337(18) 0.0108(15) 0.0048(15) 0.0131(16) C33 0.0212(17) 0.0271(17) 0.0291(17) 0.0063(14) 0.0039(14) 0.0065(14) C41 0.041(2) 0.039(2) 0.046(2) 0.0201(18) 0.0124(18) 0.0139(18) C42 0.048(3) 0.064(3) 0.061(3) 0.034(2) 0.013(2) 0.029(2) C43 0.036(2) 0.066(3) 0.071(3) 0.034(3) -0.013(2) 0.007(2) C51 0.080(4) 0.050(3) 0.039(2) 0.015(2) -0.002(2) 0.015(3) C52 0.111(5) 0.037(2) 0.043(3) 0.007(2) 0.020(3) 0.015(3) C53 0.060(3) 0.040(2) 0.061(3) 0.002(2) 0.030(2) 0.008(2) C61 0.038(2) 0.039(2) 0.037(2) 0.0030(17) 0.0029(17) 0.0101(18) C62 0.040(2) 0.035(2) 0.062(3) 0.003(2) 0.004(2) -0.0041(19) C63 0.028(2) 0.035(2) 0.063(3) 0.014(2) 0.0097(19) 0.0070(17) C71 0.0263(18) 0.0268(18) 0.0264(17) 0.0024(14) -0.0003(14) 0.0082(15) C72 0.030(2) 0.037(2) 0.038(2) 0.0108(17) 0.0026(16) 0.0038(17) C73 0.031(2) 0.046(2) 0.0297(19) 0.0111(17) -0.0017(15) 0.0064(18) C74 0.0278(19) 0.035(2) 0.0303(19) 0.0025(15) -0.0023(15) 0.0066(16) C75 0.0227(18) 0.0294(19) 0.037(2) 0.0047(15) 0.0023(15) 0.0059(15) C76 0.0288(19) 0.0330(19) 0.0290(18) 0.0067(15) 0.0045(14) 0.0128(16) C77 0.041 0.053 0.041 0.016 0.017 0.017 C78 0.042 0.052 0.036 0.010 0.013 0.009 C79 0.0225(19) 0.067(3) 0.036(2) 0.016(2) -0.0014(16) 0.0023(19) C80 0.032(2) 0.034(2) 0.040(2) 0.0131(17) 0.0003(16) 0.0080(17) C81 0.032(2) 0.032(2) 0.0343(19) 0.0091(16) 0.0000(15) 0.0074(16) N11 0.0182(14) 0.0267(15) 0.0264(14) 0.0035(12) 0.0001(11) 0.0068(12) N12 0.0215(15) 0.0283(15) 0.0252(14) 0.0039(12) -0.0017(11) 0.0071(12) N21 0.0165(14) 0.0268(15) 0.0260(14) 0.0036(12) -0.0007(11) 0.0060(12) N22 0.0192(14) 0.0252(15) 0.0271(14) 0.0034(12) -0.0001(11) 0.0061(12) N31 0.0171(14) 0.0274(15) 0.0261(14) 0.0064(12) -0.0009(11) 0.0056(12) N32 0.0168(14) 0.0267(15) 0.0238(14) 0.0052(12) -0.0025(11) 0.0050(11) N41 0.035(2) 0.050(2) 0.088(3) 0.034(2) -0.016(2) -0.0034(18) N42 0.0347(18) 0.0360(18) 0.0438(19) 0.0120(15) -0.0025(15) 0.0076(15) N51 0.038(2) 0.050(2) 0.056(2) 0.0077(18) 0.0073(17) 0.0173(17) N52 0.045(2) 0.0338(18) 0.0357(17) 0.0086(14) 0.0044(15) 0.0067(15) N61 0.040(2) 0.046(2) 0.048(2) 0.0214(17) 0.0110(16) 0.0105(17) N62 0.0311(17) 0.0326(17) 0.0408(18) 0.0102(14) 0.0026(14) 0.0061(14) O1 0.0305(14) 0.0460(16) 0.0361(14) 0.0101(12) 0.0030(11) 0.0099(12) C91 0.099(5) 0.259(11) 0.051(3) 0.040(5) 0.019(3) 0.124(7) Cl1 0.0838(11) 0.0670(9) 0.0925(11) 0.0208(8) 0.0109(8) 0.0389(8) Cl2 0.0633(9) 0.0598(8) 0.0789(9) -0.0140(7) 0.0299(7) -0.0013(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 N31 1.953(3) . ? Fe1 N31 1.953(3) 2 ? Fe1 N11 1.962(3) . ? Fe1 N11 1.962(3) 2 ? Fe1 N21 1.970(3) . ? Fe1 N21 1.970(3) 2 ? B1 N12 1.559(5) . ? B1 N22 1.562(5) . ? B1 N32 1.562(5) . ? B1 C71 1.594(5) . ? C11 N12 1.339(5) . ? C11 C12 1.375(5) . ? C11 H11 0.9500 . ? C12 C13 1.391(5) . ? C12 H12 0.9500 . ? C13 N11 1.317(4) . ? C13 H13 0.9500 . ? C21 N22 1.356(5) . ? C21 C22 1.373(5) . ? C21 H21 0.9500 . ? C22 C23 1.375(5) . ? C22 H22 0.9500 . ? C23 N21 1.328(5) . ? C23 H23 0.9500 . ? C31 N32 1.351(4) . ? C31 C32 1.377(5) . ? C31 H31 0.9500 . ? C32 C33 1.404(5) . ? C32 H32 0.9500 . ? C33 N31 1.320(4) . ? C33 H33 0.9500 . ? C41 N42 1.344(5) . ? C41 C42 1.367(6) . ? C41 H41 0.9500 . ? C42 C43 1.361(7) . ? C42 H42 0.9500 . ? C43 N41 1.322(6) . ? C43 H43 0.9500 . ? C51 C52 1.331(8) . ? C51 N52 1.362(6) . ? C51 H51 0.9500 . ? C52 C53 1.406(8) . ? C52 H52 0.9500 . ? C53 N51 1.311(6) . ? C53 H53 0.9500 . ? C61 N62 1.360(5) . ? C61 C62 1.362(6) . ? C61 H61 0.9500 . ? C62 C63 1.417(6) . ? C62 H62 0.9500 . ? C63 N61 1.329(5) . ? C63 H63 0.9500 . ? C71 C72 1.389(5) . ? C71 C76 1.411(5) . ? C72 C73 1.398(5) . ? C72 H72 0.9500 . ? C73 C74 1.391(6) . ? C73 H73 0.9500 . ? C74 C75 1.394(5) . ? C74 C77 1.457(3) . ? C75 C76 1.378(5) . ? C75 H75 0.9500 . ? C76 H76 0.9500 . ? C77 C78 1.1492 . ? C78 C79 1.486(4) . ? C79 O1 1.437(5) . ? C79 H79A 0.9900 . ? C79 H79B 0.9900 . ? C80 O1 1.402(5) . ? C80 C81 1.528(5) . ? C80 H80A 0.9900 . ? C80 H80B 0.9900 . ? C81 N62 1.445(5) . ? C81 N52 1.450(5) . ? C81 N42 1.455(5) . ? N11 N12 1.367(4) . ? N21 N22 1.364(4) . ? N31 N32 1.366(4) . ? N41 N42 1.356(5) . ? N51 N52 1.356(5) . ? N61 N62 1.355(5) . ? C91 Cl1 1.717(7) . ? C91 Cl2 1.723(9) . ? C91 H91A 0.9900 . ? C91 H91B 0.9900 . ? 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 N31 Fe1 N31 180.0 . 2 ? N31 Fe1 N11 87.82(11) . . ? N31 Fe1 N11 92.18(11) 2 . ? N31 Fe1 N11 92.18(11) . 2 ? N31 Fe1 N11 87.82(11) 2 2 ? N11 Fe1 N11 180.0 . 2 ? N31 Fe1 N21 87.99(11) . . ? N31 Fe1 N21 92.01(11) 2 . ? N11 Fe1 N21 89.13(11) . . ? N11 Fe1 N21 90.87(11) 2 . ? N31 Fe1 N21 92.01(11) . 2 ? N31 Fe1 N21 87.99(11) 2 2 ? N11 Fe1 N21 90.87(11) . 2 ? N11 Fe1 N21 89.13(11) 2 2 ? N21 Fe1 N21 180.0 . 2 ? N12 B1 N22 104.7(3) . . ? N12 B1 N32 107.1(3) . . ? N22 B1 N32 105.9(3) . . ? N12 B1 C71 116.2(3) . . ? N22 B1 C71 114.3(3) . . ? N32 B1 C71 108.0(3) . . ? N12 C11 C12 109.1(3) . . ? N12 C11 H11 125.4 . . ? C12 C11 H11 125.4 . . ? C11 C12 C13 104.1(3) . . ? C11 C12 H12 128.0 . . ? C13 C12 H12 128.0 . . ? N11 C13 C12 111.1(3) . . ? N11 C13 H13 124.4 . . ? C12 C13 H13 124.4 . . ? N22 C21 C22 107.6(3) . . ? N22 C21 H21 126.2 . . ? C22 C21 H21 126.2 . . ? C21 C22 C23 105.8(3) . . ? C21 C22 H22 127.1 . . ? C23 C22 H22 127.1 . . ? N21 C23 C22 110.7(3) . . ? N21 C23 H23 124.7 . . ? C22 C23 H23 124.7 . . ? N32 C31 C32 109.0(3) . . ? N32 C31 H31 125.5 . . ? C32 C31 H31 125.5 . . ? C31 C32 C33 104.1(3) . . ? C31 C32 H32 128.0 . . ? C33 C32 H32 128.0 . . ? N31 C33 C32 110.8(3) . . ? N31 C33 H33 124.6 . . ? C32 C33 H33 124.6 . . ? N42 C41 C42 107.0(4) . . ? N42 C41 H41 126.5 . . ? C42 C41 H41 126.5 . . ? C43 C42 C41 104.9(4) . . ? C43 C42 H42 127.5 . . ? C41 C42 H42 127.5 . . ? N41 C43 C42 112.8(4) . . ? N41 C43 H43 123.6 . . ? C42 C43 H43 123.6 . . ? C52 C51 N52 107.5(5) . . ? C52 C51 H51 126.2 . . ? N52 C51 H51 126.2 . . ? C51 C52 C53 105.4(4) . . ? C51 C52 H52 127.3 . . ? C53 C52 H52 127.3 . . ? N51 C53 C52 111.3(5) . . ? N51 C53 H53 124.3 . . ? C52 C53 H53 124.3 . . ? N62 C61 C62 105.4(4) . . ? N62 C61 H61 127.3 . . ? C62 C61 H61 127.3 . . ? C61 C62 C63 106.9(4) . . ? C61 C62 H62 126.5 . . ? C63 C62 H62 126.5 . . ? N61 C63 C62 109.5(4) . . ? N61 C63 H63 125.3 . . ? C62 C63 H63 125.3 . . ? C72 C71 C76 115.6(3) . . ? C72 C71 B1 122.9(3) . . ? C76 C71 B1 121.0(3) . . ? C71 C72 C73 122.5(4) . . ? C71 C72 H72 118.7 . . ? C73 C72 H72 118.7 . . ? C74 C73 C72 120.3(4) . . ? C74 C73 H73 119.8 . . ? C72 C73 H73 119.8 . . ? C73 C74 C75 118.3(3) . . ? C73 C74 C77 122.4(3) . . ? C75 C74 C77 119.3(3) . . ? C76 C75 C74 120.4(3) . . ? C76 C75 H75 119.8 . . ? C74 C75 H75 119.8 . . ? C75 C76 C71 122.8(3) . . ? C75 C76 H76 118.6 . . ? C71 C76 H76 118.6 . . ? C78 C77 C74 177.95(15) . . ? C77 C78 C79 177.71(18) . . ? O1 C79 C78 112.9(3) . . ? O1 C79 H79A 109.0 . . ? C78 C79 H79A 109.0 . . ? O1 C79 H79B 109.0 . . ? C78 C79 H79B 109.0 . . ? H79A C79 H79B 107.8 . . ? O1 C80 C81 108.7(3) . . ? O1 C80 H80A 109.9 . . ? C81 C80 H80A 109.9 . . ? O1 C80 H80B 109.9 . . ? C81 C80 H80B 109.9 . . ? H80A C80 H80B 108.3 . . ? N62 C81 N52 108.4(3) . . ? N62 C81 N42 108.4(3) . . ? N52 C81 N42 108.7(3) . . ? N62 C81 C80 112.5(3) . . ? N52 C81 C80 108.2(3) . . ? N42 C81 C80 110.5(3) . . ? C13 N11 N12 106.7(3) . . ? C13 N11 Fe1 130.6(2) . . ? N12 N11 Fe1 121.7(2) . . ? C11 N12 N11 108.9(3) . . ? C11 N12 B1 134.2(3) . . ? N11 N12 B1 116.8(3) . . ? C23 N21 N22 106.6(3) . . ? C23 N21 Fe1 132.1(2) . . ? N22 N21 Fe1 121.2(2) . . ? C21 N22 N21 109.4(3) . . ? C21 N22 B1 132.8(3) . . ? N21 N22 B1 117.7(3) . . ? C33 N31 N32 107.1(3) . . ? C33 N31 Fe1 134.5(2) . . ? N32 N31 Fe1 118.4(2) . . ? C31 N32 N31 108.9(3) . . ? C31 N32 B1 129.9(3) . . ? N31 N32 B1 121.2(3) . . ? C43 N41 N42 104.1(4) . . ? C41 N42 N41 111.2(3) . . ? C41 N42 C81 129.3(3) . . ? N41 N42 C81 119.2(3) . . ? C53 N51 N52 105.0(4) . . ? N51 N52 C51 110.8(4) . . ? N51 N52 C81 117.8(3) . . ? C51 N52 C81 131.3(4) . . ? C63 N61 N62 105.6(3) . . ? N61 N62 C61 112.6(3) . . ? N61 N62 C81 118.8(3) . . ? C61 N62 C81 128.4(3) . . ? C80 O1 C79 112.1(3) . . ? Cl1 C91 Cl2 115.9(4) . . ? Cl1 C91 H91A 108.3 . . ? Cl2 C91 H91A 108.3 . . ? Cl1 C91 H91B 108.3 . . ? Cl2 C91 H91B 108.3 . . ? H91A C91 H91B 107.4 . . ? 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 N12 C11 C12 C13 -1.3(4) . . . . ? C11 C12 C13 N11 -0.5(4) . . . . ? N22 C21 C22 C23 0.4(4) . . . . ? C21 C22 C23 N21 0.1(4) . . . . ? N32 C31 C32 C33 0.6(4) . . . . ? C31 C32 C33 N31 -0.7(4) . . . . ? N42 C41 C42 C43 -0.2(5) . . . . ? C41 C42 C43 N41 -1.4(6) . . . . ? N52 C51 C52 C53 -1.9(6) . . . . ? C51 C52 C53 N51 1.2(6) . . . . ? N62 C61 C62 C63 -0.4(5) . . . . ? C61 C62 C63 N61 0.4(5) . . . . ? N12 B1 C71 C72 28.4(5) . . . . ? N22 B1 C71 C72 150.5(3) . . . . ? N32 B1 C71 C72 -91.9(4) . . . . ? N12 B1 C71 C76 -160.8(3) . . . . ? N22 B1 C71 C76 -38.6(5) . . . . ? N32 B1 C71 C76 79.0(4) . . . . ? C76 C71 C72 C73 4.6(6) . . . . ? B1 C71 C72 C73 175.9(4) . . . . ? C71 C72 C73 C74 -2.8(6) . . . . ? C72 C73 C74 C75 -0.5(6) . . . . ? C72 C73 C74 C77 -177.6(3) . . . . ? C73 C74 C75 C76 1.7(6) . . . . ? C77 C74 C75 C76 178.9(3) . . . . ? C74 C75 C76 C71 0.2(5) . . . . ? C72 C71 C76 C75 -3.3(5) . . . . ? B1 C71 C76 C75 -174.8(3) . . . . ? O1 C80 C81 N62 -72.0(4) . . . . ? O1 C80 C81 N52 168.2(3) . . . . ? O1 C80 C81 N42 49.3(4) . . . . ? C12 C13 N11 N12 2.0(4) . . . . ? C12 C13 N11 Fe1 -166.1(3) . . . . ? N31 Fe1 N11 C13 -141.7(3) . . . . ? N31 Fe1 N11 C13 38.3(3) 2 . . . ? N21 Fe1 N11 C13 130.3(3) . . . . ? N21 Fe1 N11 C13 -49.7(3) 2 . . . ? N31 Fe1 N11 N12 51.7(2) . . . . ? N31 Fe1 N11 N12 -128.3(2) 2 . . . ? N21 Fe1 N11 N12 -36.3(2) . . . . ? N21 Fe1 N11 N12 143.7(2) 2 . . . ? C12 C11 N12 N11 2.5(4) . . . . ? C12 C11 N12 B1 179.3(4) . . . . ? C13 N11 N12 C11 -2.8(4) . . . . ? Fe1 N11 N12 C11 166.6(2) . . . . ? C13 N11 N12 B1 179.8(3) . . . . ? Fe1 N11 N12 B1 -10.8(4) . . . . ? N22 B1 N12 C11 -112.3(4) . . . . ? N32 B1 N12 C11 135.6(4) . . . . ? C71 B1 N12 C11 14.8(5) . . . . ? N22 B1 N12 N11 64.3(3) . . . . ? N32 B1 N12 N11 -47.8(4) . . . . ? C71 B1 N12 N11 -168.6(3) . . . . ? C22 C23 N21 N22 -0.5(4) . . . . ? C22 C23 N21 Fe1 175.3(3) . . . . ? N31 Fe1 N21 C23 138.3(3) . . . . ? N31 Fe1 N21 C23 -41.7(3) 2 . . . ? N11 Fe1 N21 C23 -133.8(3) . . . . ? N11 Fe1 N21 C23 46.2(3) 2 . . . ? N31 Fe1 N21 N22 -46.4(2) . . . . ? N31 Fe1 N21 N22 133.6(2) 2 . . . ? N11 Fe1 N21 N22 41.4(2) . . . . ? N11 Fe1 N21 N22 -138.6(2) 2 . . . ? C22 C21 N22 N21 -0.7(4) . . . . ? C22 C21 N22 B1 -176.8(3) . . . . ? C23 N21 N22 C21 0.8(4) . . . . ? Fe1 N21 N22 C21 -175.6(2) . . . . ? C23 N21 N22 B1 177.5(3) . . . . ? Fe1 N21 N22 B1 1.2(4) . . . . ? N12 B1 N22 C21 116.9(4) . . . . ? N32 B1 N22 C21 -130.1(4) . . . . ? C71 B1 N22 C21 -11.3(5) . . . . ? N12 B1 N22 N21 -58.8(4) . . . . ? N32 B1 N22 N21 54.1(4) . . . . ? C71 B1 N22 N21 172.9(3) . . . . ? C32 C33 N31 N32 0.6(4) . . . . ? C32 C33 N31 Fe1 -177.1(2) . . . . ? N11 Fe1 N31 C33 134.7(3) . . . . ? N11 Fe1 N31 C33 -45.3(3) 2 . . . ? N21 Fe1 N31 C33 -136.1(3) . . . . ? N21 Fe1 N31 C33 43.9(3) 2 . . . ? N11 Fe1 N31 N32 -42.7(2) . . . . ? N11 Fe1 N31 N32 137.3(2) 2 . . . ? N21 Fe1 N31 N32 46.5(2) . . . . ? N21 Fe1 N31 N32 -133.5(2) 2 . . . ? C32 C31 N32 N31 -0.3(4) . . . . ? C32 C31 N32 B1 -178.9(3) . . . . ? C33 N31 N32 C31 -0.2(4) . . . . ? Fe1 N31 N32 C31 177.9(2) . . . . ? C33 N31 N32 B1 178.6(3) . . . . ? Fe1 N31 N32 B1 -3.3(4) . . . . ? N12 B1 N32 C31 -124.3(3) . . . . ? N22 B1 N32 C31 124.4(3) . . . . ? C71 B1 N32 C31 1.6(5) . . . . ? N12 B1 N32 N31 57.3(4) . . . . ? N22 B1 N32 N31 -54.0(4) . . . . ? C71 B1 N32 N31 -176.9(3) . . . . ? C42 C43 N41 N42 2.3(6) . . . . ? C42 C41 N42 N41 1.6(5) . . . . ? C42 C41 N42 C81 174.4(4) . . . . ? C43 N41 N42 C41 -2.4(5) . . . . ? C43 N41 N42 C81 -176.0(4) . . . . ? N62 C81 N42 C41 2.3(6) . . . . ? N52 C81 N42 C41 119.9(4) . . . . ? C80 C81 N42 C41 -121.4(4) . . . . ? N62 C81 N42 N41 174.7(4) . . . . ? N52 C81 N42 N41 -67.7(5) . . . . ? C80 C81 N42 N41 50.9(5) . . . . ? C52 C53 N51 N52 0.1(5) . . . . ? C53 N51 N52 C51 -1.3(5) . . . . ? C53 N51 N52 C81 176.8(3) . . . . ? C52 C51 N52 N51 2.1(6) . . . . ? C52 C51 N52 C81 -175.7(4) . . . . ? N62 C81 N52 N51 -66.2(4) . . . . ? N42 C81 N52 N51 176.2(3) . . . . ? C80 C81 N52 N51 56.1(4) . . . . ? N62 C81 N52 C51 111.4(5) . . . . ? N42 C81 N52 C51 -6.2(6) . . . . ? C80 C81 N52 C51 -126.3(5) . . . . ? C62 C63 N61 N62 -0.3(5) . . . . ? C63 N61 N62 C61 0.1(5) . . . . ? C63 N61 N62 C81 -174.9(3) . . . . ? C62 C61 N62 N61 0.2(5) . . . . ? C62 C61 N62 C81 174.6(4) . . . . ? N52 C81 N62 N61 -47.1(4) . . . . ? N42 C81 N62 N61 70.7(4) . . . . ? C80 C81 N62 N61 -166.7(3) . . . . ? N52 C81 N62 C61 138.8(4) . . . . ? N42 C81 N62 C61 -103.4(4) . . . . ? C80 C81 N62 C61 19.2(6) . . . . ? C81 C80 O1 C79 172.9(3) . . . . ? C78 C79 O1 C80 -81.5(4) . . . . ? Fe1 N11 N12 C11 166.6(2) . . . . y Fe1 N21 N22 C21 -175.6(2) . . . . y Fe1 N31 N32 C31 177.9(2) . . . . y _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.882 _refine_diff_density_min -0.851 _refine_diff_density_rms 0.109