# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2048 #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_global # #------------------------------------------------------------------------- _publ_contact_author 'Durrell K. Rittenberg' _publ_contact_author_email durrell@chemistry.utah.edu #------------------------------------------------------------------------- #3 Publication details _publ_author_name 'Durrell K. Rittenberg' _journal_name_full 'Journal of the chemical society daltan transactions' _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year 2000 _ccdc_journal_depnumber ? # #------------------------------------------------------------------------- #4 Chemical and physical data _ccdc_compound_id ? _ccdc_biological_activity 'toxic' _ccdc_polymorph ? _ccdc_chemdiag_type ? _ccdc_chemdiag_records ? #------------------------------------------------------------------------- #5 Other data relating to the structure determination and refinement _ccdc_temp_data_collection 200 _ccdc_ls_R_squared ? _ccdc_disorder none _ccdc_comments ? #------------------------------------------------------------------------- #6 Include your "standard" CIF file here data_shelxl _audit_creation_date 2000-04-20T23:23:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C52 H28 Br4 Cl4 Mn N8' _chemical_formula_weight 1281.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.973(5) _cell_length_b 10.824(5) _cell_length_c 23.584(15) _cell_angle_alpha 90 _cell_angle_beta 100.23(6) _cell_angle_gamma 90 _cell_volume 2505(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_density_diffrn 1.698 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1258 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.712 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_number 2431 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 24.97 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.553 _diffrn_measured_fraction_theta_max 0.553 _reflns_number_total 2431 _reflns_number_gt 2431 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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 _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_number_reflns 2431 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1484 _refine_ls_wR_factor_gt 0.1484 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.586 _refine_diff_density_min -0.754 _refine_diff_density_rms 0.127 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Br1 Br 0.27795(13) -0.18656(11) 0.59688(4) 0.0467(4) Uani 1 1 d . . . Br2 Br 0.09974(15) -0.75490(11) 1.10080(6) 0.0580(4) Uani 1 1 d . . . Mn Mn 0.5 0 1 0.0238(5) Uani 1 2 d S . . Cl1 Cl 0.5407(4) -0.5793(4) 0.73183(17) 0.0858(12) Uani 1 1 d . . . Cl2 Cl 0.7863(6) -0.4456(6) 0.78116(19) 0.132(2) Uani 1 1 d . . . C1 C 0.1732(11) 0.0578(8) 0.9906(4) 0.027(2) Uani 1 1 d . . . N1 N 0.2868(9) 0.0785(7) 1.0001(4) 0.034(2) Uani 1 1 d . . . N3 N 0.5167(8) 0.0905(6) 0.9273(3) 0.0240(17) Uani 1 1 d . . . N4 N 0.4096(8) -0.1418(7) 0.9531(3) 0.0299(19) Uani 1 1 d . . . C10 C 0.3822(10) -0.0924(8) 0.7921(4) 0.030(2) Uani 1 1 d . . . C2 C 0.0321(10) 0.0317(8) 0.9794(4) 0.029(2) Uani 1 1 d . . . C12 C 0.2982(11) -0.3954(8) 1.0453(4) 0.029(2) Uani 1 1 d . . . C13 C 0.3055(10) -0.2600(9) 0.8777(4) 0.032(2) Uani 1 1 d . . . H13 H 0.2714 -0.2857 0.8403 0.038 Uiso 1 1 calc R . . C14 C 0.4501(11) -0.1870(9) 0.7695(4) 0.035(2) Uani 1 1 d . . . H14 H 0.5151 -0.2325 0.794 0.042 Uiso 1 1 calc R . . N2 N -0.1072(10) 0.1019(9) 0.8830(4) 0.050(3) Uani 1 1 d . . . C16 C 0.4139(10) -0.0626(9) 0.8554(4) 0.030(2) Uani 1 1 d . . . C17 C 0.3587(10) -0.2457(9) 0.9737(4) 0.029(2) Uani 1 1 d . . . C18 C 0.3628(10) -0.2784(8) 1.0307(4) 0.029(2) Uani 1 1 d . . . C19 C 0.3817(10) -0.1494(9) 0.8937(4) 0.030(2) Uani 1 1 d . . . C20 C 0.3728(11) -0.5026(9) 1.0545(4) 0.038(3) Uani 1 1 d . . . H20 H 0.4643 -0.5022 1.0511 0.046 Uiso 1 1 calc R . . C21 C 0.2920(10) -0.3197(8) 0.9258(4) 0.030(2) Uani 1 1 d . . . H21 H 0.2479 -0.3947 0.9282 0.036 Uiso 1 1 calc R . . C22 C 0.3200(11) -0.1494(9) 0.6768(4) 0.036(3) Uani 1 1 d . . . C23 C 0.4780(10) 0.0489(9) 0.8716(4) 0.028(2) Uani 1 1 d . . . C24 C 0.2526(11) -0.0563(9) 0.6981(4) 0.038(3) Uani 1 1 d . . . H24 H 0.1856 -0.0127 0.6737 0.046 Uiso 1 1 calc R . . C25 C 0.3130(13) -0.6117(10) 1.0688(5) 0.048(3) Uani 1 1 d . . . H25 H 0.3628 -0.6848 1.0731 0.057 Uiso 1 1 calc R . . C26 C 0.4239(11) -0.2154(9) 0.7114(4) 0.039(3) Uani 1 1 d . . . H26 H 0.4734 -0.2758 0.6961 0.046 Uiso 1 1 calc R . . C27 C 0.4247(11) -0.2348(9) 1.1354(4) 0.037(3) Uani 1 1 d . . . H27 H 0.3908 -0.3065 1.1494 0.045 Uiso 1 1 calc R . . C28 C 0.1827(12) -0.6102(9) 1.0762(4) 0.037(3) Uani 1 1 d . . . C29 C 0.1633(12) -0.3989(10) 1.0520(5) 0.049(3) Uani 1 1 d . . . H29 H 0.1113 -0.3272 1.0459 0.059 Uiso 1 1 calc R . . C3 C -0.0441(10) 0.0692(9) 0.9263(4) 0.033(2) Uani 1 1 d . . . C31 C 0.2824(11) -0.0261(8) 0.7553(4) 0.033(2) Uani 1 1 d . . . H31 H 0.2365 0.0383 0.7696 0.039 Uiso 1 1 calc R . . C32 C 0.4865(10) -0.1403(9) 1.1673(4) 0.033(2) Uani 1 1 d . . . H32 H 0.503 -0.1353 1.2073 0.04 Uiso 1 1 calc R . . C33 C 0.4212(10) -0.2041(8) 1.0764(4) 0.029(2) Uani 1 1 d . . . C34 C 0.7142(16) -0.5597(16) 0.7318(6) 0.070(4) Uani 1 1 d . . . H34A H 0.708(14) -0.520(12) 0.695(6) 0.084 Uiso 1 1 d . . . H34B H 0.767(15) -0.640(13) 0.742(6) 0.084 Uiso 1 1 d . . . C35 C 0.1049(13) -0.5045(10) 1.0671(6) 0.053(3) Uani 1 1 d . . . H35 H 0.0139 -0.5054 1.0713 0.063 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 Br1 0.0457(8) 0.0606(7) 0.0310(5) -0.0119(5) -0.0008(5) -0.0042(7) Br2 0.0758(11) 0.0370(6) 0.0670(8) -0.0027(5) 0.0288(7) -0.0231(7) Mn 0.0157(13) 0.0260(10) 0.0277(10) -0.0003(8) -0.0013(8) -0.0036(9) Cl1 0.064(3) 0.109(3) 0.092(3) 0.028(2) 0.034(2) 0.022(2) Cl2 0.139(5) 0.190(6) 0.070(3) -0.050(3) 0.026(3) -0.029(4) C1 0.023(7) 0.029(5) 0.031(5) 0.004(4) 0.007(5) 0.003(5) N1 0.014(5) 0.036(4) 0.051(5) 0.007(4) 0.004(4) -0.001(4) N3 0.010(5) 0.024(4) 0.035(4) -0.003(3) -0.006(3) -0.008(3) N4 0.027(5) 0.024(4) 0.035(4) 0.000(3) -0.003(4) -0.003(4) C10 0.024(6) 0.031(5) 0.033(5) -0.002(4) -0.002(4) -0.005(5) C2 0.020(6) 0.035(5) 0.029(5) 0.000(4) 0.001(4) -0.004(5) C12 0.025(7) 0.027(5) 0.034(5) 0.004(4) 0.003(4) -0.004(5) C13 0.024(6) 0.037(5) 0.032(5) -0.006(4) 0.001(4) -0.011(5) C14 0.025(6) 0.036(5) 0.040(5) 0.001(4) -0.002(5) 0.003(5) N2 0.042(7) 0.061(6) 0.043(6) 0.008(5) -0.003(5) -0.006(5) C16 0.025(6) 0.041(6) 0.024(5) 0.000(4) 0.000(4) 0.001(5) C17 0.019(6) 0.030(5) 0.033(5) 0.003(4) -0.004(4) -0.002(5) C18 0.019(6) 0.027(5) 0.038(5) 0.004(4) -0.001(4) -0.005(4) C19 0.016(6) 0.042(5) 0.031(5) -0.001(4) 0.004(4) 0.000(5) C20 0.014(6) 0.045(6) 0.059(6) 0.006(5) 0.015(5) -0.004(5) C21 0.024(6) 0.026(5) 0.038(5) -0.002(4) -0.002(4) -0.013(5) C22 0.043(8) 0.040(6) 0.024(5) -0.012(4) 0.005(5) -0.010(5) C23 0.024(6) 0.038(5) 0.025(5) -0.001(4) 0.009(4) -0.010(5) C24 0.030(7) 0.033(5) 0.044(6) 0.006(5) -0.010(5) 0.000(5) C25 0.051(9) 0.032(6) 0.065(8) 0.005(5) 0.023(6) 0.013(6) C26 0.032(7) 0.043(6) 0.040(6) -0.006(5) 0.005(5) -0.003(5) C27 0.034(7) 0.033(5) 0.043(6) 0.003(4) 0.003(5) -0.015(5) C28 0.040(8) 0.035(6) 0.038(6) -0.005(4) 0.013(5) -0.010(5) C29 0.030(8) 0.030(6) 0.089(9) 0.008(5) 0.015(6) -0.002(5) C3 0.018(6) 0.037(5) 0.043(6) -0.004(5) 0.006(5) -0.005(5) C31 0.041(8) 0.031(5) 0.025(5) -0.008(4) 0.002(5) 0.000(5) C32 0.027(7) 0.038(5) 0.034(5) 0.008(4) 0.002(4) -0.006(5) C33 0.025(6) 0.032(5) 0.027(5) 0.002(4) -0.004(4) -0.007(5) C34 0.059(11) 0.091(11) 0.056(8) -0.007(8) 0.004(7) 0.021(9) C35 0.029(8) 0.044(6) 0.090(9) 0.007(6) 0.024(6) -0.009(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Br1 C22 1.899(9) . ? Br2 C28 1.909(10) . ? Mn N3 2.007(7) . ? Mn N3 2.007(7) 3_657 ? Mn N4 2.010(7) 3_657 ? Mn N4 2.010(7) . ? Mn N1 2.290(9) . ? Mn N1 2.290(9) 3_657 ? Cl1 C34 1.743(16) . ? Cl2 C34 1.761(16) . ? C1 N1 1.138(12) . ? C1 C2 1.414(14) . ? N3 C23 1.378(11) . ? N3 C33 1.387(11) 3_657 ? N4 C17 1.359(12) . ? N4 C19 1.381(11) . ? C10 C14 1.385(13) . ? C10 C31 1.397(13) . ? C10 C16 1.506(12) . ? C2 C3 1.405(14) . ? C2 C2 1.428(18) 3_557 ? C12 C20 1.375(14) . ? C12 C29 1.383(15) . ? C12 C18 1.489(12) . ? C13 C21 1.334(13) . ? C13 C19 1.432(13) . ? C14 C26 1.382(14) . ? N2 C3 1.155(13) . ? C16 C19 1.379(13) . ? C16 C23 1.387(13) . ? C17 C18 1.383(13) . ? C17 C21 1.446(13) . ? C18 C33 1.388(13) . ? C20 C25 1.391(14) . ? C22 C24 1.356(14) . ? C22 C26 1.397(15) . ? C23 C32 1.435(12) 3_657 ? C24 C31 1.367(13) . ? C25 C28 1.342(15) . ? C27 C32 1.352(13) . ? C27 C33 1.424(13) . ? C28 C35 1.377(15) . ? C29 C35 1.360(15) . ? C32 C23 1.435(12) 3_657 ? C33 N3 1.387(11) 3_657 ? 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 N3 Mn N3 180.000(3) . 3_657 ? N3 Mn N4 90.0(3) . 3_657 ? N3 Mn N4 90.0(3) 3_657 3_657 ? N3 Mn N4 90.0(3) . . ? N3 Mn N4 90.0(3) 3_657 . ? N4 Mn N4 180.0000 3_657 . ? N3 Mn N1 92.2(3) . . ? N3 Mn N1 87.8(3) 3_657 . ? N4 Mn N1 92.4(3) 3_657 . ? N4 Mn N1 87.6(3) . . ? N3 Mn N1 87.8(3) . 3_657 ? N3 Mn N1 92.2(3) 3_657 3_657 ? N4 Mn N1 87.6(3) 3_657 3_657 ? N4 Mn N1 92.4(3) . 3_657 ? N1 Mn N1 180.0(4) . 3_657 ? N1 C1 C2 179.3(10) . . ? C1 N1 Mn 145.0(8) . . ? C23 N3 C33 106.4(7) . 3_657 ? C23 N3 Mn 127.1(6) . . ? C33 N3 Mn 126.4(6) 3_657 . ? C17 N4 C19 107.0(7) . . ? C17 N4 Mn 126.5(6) . . ? C19 N4 Mn 126.4(6) . . ? C14 C10 C31 118.9(8) . . ? C14 C10 C16 120.6(9) . . ? C31 C10 C16 120.5(8) . . ? C3 C2 C1 118.1(8) . . ? C3 C2 C2 120.5(12) . 3_557 ? C1 C2 C2 121.4(11) . 3_557 ? C20 C12 C29 118.0(9) . . ? C20 C12 C18 120.7(9) . . ? C29 C12 C18 121.3(9) . . ? C21 C13 C19 108.1(8) . . ? C26 C14 C10 121.8(9) . . ? C19 C16 C23 124.2(8) . . ? C19 C16 C10 118.0(9) . . ? C23 C16 C10 117.7(8) . . ? N4 C17 C18 127.7(8) . . ? N4 C17 C21 109.1(8) . . ? C18 C17 C21 123.1(9) . . ? C17 C18 C33 122.9(8) . . ? C17 C18 C12 120.2(8) . . ? C33 C18 C12 116.8(8) . . ? C16 C19 N4 126.4(9) . . ? C16 C19 C13 124.9(8) . . ? N4 C19 C13 108.6(8) . . ? C12 C20 C25 120.7(10) . . ? C13 C21 C17 107.1(8) . . ? C24 C22 C26 121.8(9) . . ? C24 C22 Br1 119.3(8) . . ? C26 C22 Br1 118.8(7) . . ? N3 C23 C16 125.7(8) . . ? N3 C23 C32 109.0(8) . 3_657 ? C16 C23 C32 125.3(8) . 3_657 ? C22 C24 C31 120.6(10) . . ? C28 C25 C20 119.2(10) . . ? C14 C26 C22 117.1(10) . . ? C32 C27 C33 107.3(9) . . ? C25 C28 C35 121.5(10) . . ? C25 C28 Br2 120.8(8) . . ? C35 C28 Br2 117.8(9) . . ? C35 C29 C12 121.6(11) . . ? N2 C3 C2 178.9(11) . . ? C24 C31 C10 119.7(9) . . ? C27 C32 C23 107.7(9) . 3_657 ? N3 C33 C18 126.5(8) 3_657 . ? N3 C33 C27 109.6(8) 3_657 . ? C18 C33 C27 124.0(9) . . ? Cl1 C34 Cl2 111.9(8) . . ? C29 C35 C28 118.9(11) . . ? 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 C2 C1 N1 Mn 9E1(10) . . . . ? N3 Mn N1 C1 102.8(13) . . . . ? N3 Mn N1 C1 -77.2(13) 3_657 . . . ? N4 Mn N1 C1 -167.1(13) 3_657 . . . ? N4 Mn N1 C1 12.9(13) . . . . ? N1 Mn N1 C1 -21(16) 3_657 . . . ? N3 Mn N3 C23 3E1(6) 3_657 . . . ? N4 Mn N3 C23 177.8(8) 3_657 . . . ? N4 Mn N3 C23 -2.2(8) . . . . ? N1 Mn N3 C23 -89.8(8) . . . . ? N1 Mn N3 C23 90.2(8) 3_657 . . . ? N3 Mn N3 C33 -15E1(6) 3_657 . . 3_657 ? N4 Mn N3 C33 2.9(8) 3_657 . . 3_657 ? N4 Mn N3 C33 -177.1(8) . . . 3_657 ? N1 Mn N3 C33 95.3(8) . . . 3_657 ? N1 Mn N3 C33 -84.7(8) 3_657 . . 3_657 ? N3 Mn N4 C17 -176.9(8) . . . . ? N3 Mn N4 C17 3.1(8) 3_657 . . . ? N4 Mn N4 C17 13E1(10) 3_657 . . . ? N1 Mn N4 C17 -84.7(8) . . . . ? N1 Mn N4 C17 95.3(8) 3_657 . . . ? N3 Mn N4 C19 -0.1(8) . . . . ? N3 Mn N4 C19 179.9(8) 3_657 . . . ? N4 Mn N4 C19 -5E1(10) 3_657 . . . ? N1 Mn N4 C19 92.0(8) . . . . ? N1 Mn N4 C19 -88.0(8) 3_657 . . . ? N1 C1 C2 C3 17E1(10) . . . . ? N1 C1 C2 C2 -1E1(10) . . . 3_557 ? C31 C10 C14 C26 1.5(15) . . . . ? C16 C10 C14 C26 -179.3(9) . . . . ? C14 C10 C16 C19 -66.4(14) . . . . ? C31 C10 C16 C19 112.8(11) . . . . ? C14 C10 C16 C23 111.5(11) . . . . ? C31 C10 C16 C23 -69.3(13) . . . . ? C19 N4 C17 C18 179.9(10) . . . . ? Mn N4 C17 C18 -2.8(15) . . . . ? C19 N4 C17 C21 -2.1(11) . . . . ? Mn N4 C17 C21 175.1(7) . . . . ? N4 C17 C18 C33 1.0(17) . . . . ? C21 C17 C18 C33 -176.7(10) . . . . ? N4 C17 C18 C12 178.5(9) . . . . ? C21 C17 C18 C12 0.8(15) . . . . ? C20 C12 C18 C17 92.7(12) . . . . ? C29 C12 C18 C17 -89.5(13) . . . . ? C20 C12 C18 C33 -89.7(12) . . . . ? C29 C12 C18 C33 88.1(13) . . . . ? C23 C16 C19 N4 -1.5(17) . . . . ? C10 C16 C19 N4 176.2(9) . . . . ? C23 C16 C19 C13 174.4(10) . . . . ? C10 C16 C19 C13 -7.9(15) . . . . ? C17 N4 C19 C16 179.1(10) . . . . ? Mn N4 C19 C16 1.8(15) . . . . ? C17 N4 C19 C13 2.6(11) . . . . ? Mn N4 C19 C13 -174.6(7) . . . . ? C21 C13 C19 C16 -178.7(10) . . . . ? C21 C13 C19 N4 -2.2(12) . . . . ? C29 C12 C20 C25 1.4(16) . . . . ? C18 C12 C20 C25 179.3(10) . . . . ? C19 C13 C21 C17 0.8(12) . . . . ? N4 C17 C21 C13 0.8(11) . . . . ? C18 C17 C21 C13 178.9(10) . . . . ? C33 N3 C23 C16 178.9(10) 3_657 . . . ? Mn N3 C23 C16 3.1(15) . . . . ? C33 N3 C23 C32 -1.7(11) 3_657 . . 3_657 ? Mn N3 C23 C32 -177.4(7) . . . 3_657 ? C19 C16 C23 N3 -1.1(17) . . . . ? C10 C16 C23 N3 -178.8(9) . . . . ? C19 C16 C23 C32 179.5(10) . . . 3_657 ? C10 C16 C23 C32 1.8(16) . . . 3_657 ? C26 C22 C24 C31 -1.7(16) . . . . ? Br1 C22 C24 C31 -178.8(8) . . . . ? C12 C20 C25 C28 -3.1(17) . . . . ? C10 C14 C26 C22 -3.7(15) . . . . ? C24 C22 C26 C14 3.8(16) . . . . ? Br1 C22 C26 C14 -179.1(8) . . . . ? C20 C25 C28 C35 3.4(17) . . . . ? C20 C25 C28 Br2 -175.9(8) . . . . ? C20 C12 C29 C35 0.0(18) . . . . ? C18 C12 C29 C35 -177.8(11) . . . . ? C1 C2 C3 N2 -9E1(6) . . . . ? C2 C2 C3 N2 9E1(6) 3_557 . . . ? C22 C24 C31 C10 -0.6(16) . . . . ? C14 C10 C31 C24 0.8(15) . . . . ? C16 C10 C31 C24 -178.4(9) . . . . ? C33 C27 C32 C23 0.2(13) . . . 3_657 ? C17 C18 C33 N3 -0.7(17) . . . 3_657 ? C12 C18 C33 N3 -178.2(9) . . . 3_657 ? C17 C18 C33 C27 178.9(10) . . . . ? C12 C18 C33 C27 1.3(15) . . . . ? C32 C27 C33 N3 0.9(12) . . . 3_657 ? C32 C27 C33 C18 -178.8(10) . . . . ? C12 C29 C35 C28 0.2(19) . . . . ? C25 C28 C35 C29 -2.0(18) . . . . ? Br2 C28 C35 C29 177.3(9) . . . . ?