# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name S.Pope J.Jones B.Kariuki B.Ward _publ_contact_author_name 'Simon Pope' _publ_contact_author_email PopeSJ@cardiff.ac.uk data_sjp0912 _database_code_depnum_ccdc_archive 'CCDC 796499' #TrackingRef 'sjp0912.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H26.50 B F4 N4 O6.25 Re' _chemical_formula_weight 900.13 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' O O 0.0106 0.0060 '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' Re Re -1.0185 7.2310 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/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 16.9330(9) _cell_length_b 10.8110(6) _cell_length_c 18.6920(11) _cell_angle_alpha 90.00 _cell_angle_beta 93.748(3) _cell_angle_gamma 90.00 _cell_volume 3414.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.751 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1770 _exptl_absorpt_coefficient_mu 3.636 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.3241 _exptl_absorpt_correction_T_max 0.8682 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6488 _diffrn_reflns_av_R_equivalents 0.0719 _diffrn_reflns_av_sigmaI/netI 0.0864 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 20.87 _reflns_number_total 3545 _reflns_number_gt 2794 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0410P)^2^+28.9940P] 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 3545 _refine_ls_number_parameters 481 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1018 _refine_ls_R_factor_gt 0.0741 _refine_ls_wR_factor_ref 0.1498 _refine_ls_wR_factor_gt 0.1405 _refine_ls_goodness_of_fit_ref 1.201 _refine_ls_restrained_S_all 1.201 _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 0.2147(12) 0.3394(19) -0.2205(10) 0.074(5) Uani 1 1 d . . . H1A H 0.1639 0.3212 -0.2004 0.111 Uiso 1 1 calc R . . H1B H 0.2057 0.3624 -0.2710 0.111 Uiso 1 1 calc R . . H1C H 0.2406 0.4080 -0.1939 0.111 Uiso 1 1 calc R . . C2 C 0.2670(13) 0.2264(17) -0.2143(11) 0.070(6) Uani 1 1 d . . . C3 C 0.3290(12) 0.210(2) -0.2599(9) 0.065(6) Uani 1 1 d . . . H3 H 0.3407 0.2750 -0.2921 0.078 Uiso 1 1 calc R . . C4 C 0.3725(11) 0.106(2) -0.2590(9) 0.059(5) Uani 1 1 d . . . H4 H 0.4159 0.0981 -0.2884 0.070 Uiso 1 1 calc R . . C5 C 0.3524(10) 0.0080(18) -0.2138(9) 0.051(5) Uani 1 1 d . . . C6 C 0.2919(9) 0.0269(15) -0.1677(8) 0.038(4) Uani 1 1 d . . . C7 C 0.3889(11) -0.1089(19) -0.2150(9) 0.059(5) Uani 1 1 d . . . H7 H 0.4317 -0.1216 -0.2446 0.071 Uiso 1 1 calc R . . C8 C 0.3645(10) -0.2015(19) -0.1755(9) 0.055(5) Uani 1 1 d . . . H8 H 0.3904 -0.2793 -0.1775 0.066 Uiso 1 1 calc R . . C9 C 0.3021(10) -0.1883(13) -0.1313(8) 0.041(4) Uani 1 1 d . . . C10 C 0.2670(9) -0.0700(15) -0.1263(8) 0.039(4) Uani 1 1 d . . . C11 C 0.2669(12) -0.2840(18) -0.0919(9) 0.065(6) Uani 1 1 d . . . H11 H 0.2877 -0.3655 -0.0921 0.078 Uiso 1 1 calc R . . C12 C 0.2022(9) -0.2573(16) -0.0534(8) 0.046(5) Uani 1 1 d . . . H12 H 0.1771 -0.3222 -0.0292 0.055 Uiso 1 1 calc R . . C13 C 0.1732(9) -0.1382(16) -0.0492(8) 0.048(4) Uani 1 1 d . . . C14 C 0.1035(12) -0.1227(15) -0.0043(11) 0.069(6) Uani 1 1 d . . . H14A H 0.0683 -0.0587 -0.0254 0.104 Uiso 1 1 calc R . . H14B H 0.1221 -0.0982 0.0444 0.104 Uiso 1 1 calc R . . H14C H 0.0747 -0.2012 -0.0025 0.104 Uiso 1 1 calc R . . C15 C 0.3632(12) 0.2167(19) -0.0241(9) 0.056(5) Uani 1 1 d . . . H15 H 0.3529 0.2812 -0.0580 0.067 Uiso 1 1 calc R . . C16 C 0.4343(11) 0.2132(18) 0.0117(10) 0.059(5) Uani 1 1 d . . . H16 H 0.4725 0.2753 0.0037 0.071 Uiso 1 1 calc R . . C17 C 0.4526(11) 0.1181(19) 0.0609(11) 0.064(6) Uani 1 1 d . . . H17 H 0.5037 0.1129 0.0850 0.077 Uiso 1 1 calc R . . C18 C 0.3961(11) 0.034(2) 0.0735(9) 0.061(5) Uani 1 1 d . . . C19 C 0.3253(11) 0.0431(18) 0.0368(9) 0.056(5) Uani 1 1 d . . . H19 H 0.2854 -0.0155 0.0460 0.067 Uiso 1 1 calc R . . C20 C 0.4125(12) -0.073(2) 0.1251(10) 0.076(6) Uani 1 1 d . . . H20A H 0.4441 -0.1366 0.1016 0.091 Uiso 1 1 calc R . . H20B H 0.4443 -0.0430 0.1678 0.091 Uiso 1 1 calc R . . C21 C 0.3172(11) -0.250(2) 0.1301(9) 0.061(5) Uani 1 1 d . . . C22 C 0.3589(12) -0.322(2) 0.0826(10) 0.066(6) Uani 1 1 d . . . H22 H 0.4027 -0.2868 0.0608 0.079 Uiso 1 1 calc R . . C23 C 0.3386(14) -0.440(3) 0.0673(10) 0.087(7) Uani 1 1 d . . . H23 H 0.3686 -0.4852 0.0352 0.104 Uiso 1 1 calc R . . C24 C 0.2744(13) -0.497(2) 0.0974(10) 0.066(6) Uani 1 1 d . . . C25 C 0.2281(12) -0.4248(18) 0.1425(9) 0.058(5) Uani 1 1 d . . . C26 C 0.2501(10) -0.3013(16) 0.1596(9) 0.047(5) Uani 1 1 d . . . C27 C 0.1625(12) -0.483(2) 0.1762(11) 0.069(6) Uani 1 1 d . . . C28 C 0.1157(11) -0.410(2) 0.2219(10) 0.062(5) Uani 1 1 d . . . C29 C 0.1336(11) -0.2863(19) 0.2395(9) 0.056(5) Uani 1 1 d . . . C30 C 0.2024(11) -0.229(2) 0.2073(10) 0.061(5) Uani 1 1 d . . . C31 C 0.0493(13) -0.463(2) 0.2505(11) 0.074(6) Uani 1 1 d . . . H31 H 0.0352 -0.5461 0.2397 0.089 Uiso 1 1 calc R . . C32 C 0.0038(12) -0.392(2) 0.2951(12) 0.078(7) Uani 1 1 d . . . H32 H -0.0432 -0.4259 0.3120 0.094 Uiso 1 1 calc R . . C33 C 0.0258(12) -0.276(2) 0.3146(10) 0.067(5) Uani 1 1 d . . . H33 H -0.0029 -0.2309 0.3482 0.080 Uiso 1 1 calc R . . C34 C 0.0895(11) -0.2240(18) 0.2855(9) 0.060(5) Uani 1 1 d . . . H34 H 0.1036 -0.1413 0.2978 0.072 Uiso 1 1 calc R . . C35 C 0.1845(11) 0.332(2) -0.0614(10) 0.069(6) Uani 1 1 d . . . C36 C 0.0825(11) 0.1631(18) -0.1109(9) 0.058(5) Uani 1 1 d . . . C37 C 0.1437(10) 0.1535(18) 0.0226(12) 0.061(5) Uani 1 1 d . . . O1 O 0.2611(9) -0.6157(15) 0.0838(7) 0.091(5) Uani 1 1 d . . . H1 H 0.2213 -0.6391 0.1047 0.136 Uiso 1 1 calc R . . O2 O 0.1474(9) -0.5950(15) 0.1641(8) 0.090(4) Uani 1 1 d . . . O3 O 0.2188(8) -0.1195(12) 0.2246(7) 0.070(4) Uani 1 1 d . . . O4 O 0.1186(8) 0.1574(14) 0.0794(7) 0.077(4) Uani 1 1 d . . . O5 O 0.0179(9) 0.1739(14) -0.1335(7) 0.083(4) Uani 1 1 d . . . O6 O 0.1812(9) 0.4383(15) -0.0579(8) 0.090(5) Uani 1 1 d . . . N1 N 0.2523(8) 0.1388(14) -0.1675(7) 0.049(4) Uani 1 1 d . . . N2 N 0.2070(8) -0.0444(14) -0.0841(7) 0.050(4) Uani 1 1 d . . . N3 N 0.3075(7) 0.1366(14) -0.0151(7) 0.045(3) Uani 1 1 d . . . N4 N 0.3406(9) -0.1302(15) 0.1478(7) 0.065(4) Uani 1 1 d . . . H4A H 0.3101 -0.0861 0.1744 0.078 Uiso 1 1 calc R . . Re1 Re 0.18654(4) 0.15233(7) -0.06905(4) 0.0489(3) Uani 1 1 d . . . B1 B 0.4378(16) -0.546(3) -0.1452(12) 0.069(7) Uani 1 1 d . . . F1 F 0.4689(6) -0.6600(10) -0.1441(6) 0.081(3) Uani 1 1 d . . . F2 F 0.4290(13) -0.5040(15) -0.2130(9) 0.175(9) Uani 1 1 d . . . F3 F 0.4819(10) -0.4575(18) -0.1128(13) 0.200(10) Uani 1 1 d . . . F4 F 0.3650(8) -0.5413(12) -0.1196(8) 0.118(5) Uani 1 1 d . . . O7 O 0.0000 0.5000 0.0000 0.15(2) Uiso 0.50 2 d SP . . 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 0.086(14) 0.057(13) 0.079(13) 0.009(12) 0.012(10) 0.010(13) C2 0.094(16) 0.030(12) 0.083(14) 0.003(12) -0.012(13) -0.003(11) C3 0.083(15) 0.059(14) 0.056(12) 0.000(10) 0.036(11) -0.017(13) C4 0.058(13) 0.064(14) 0.055(12) -0.011(11) 0.017(9) -0.016(11) C5 0.052(12) 0.049(13) 0.051(11) -0.006(10) -0.005(9) 0.007(10) C6 0.033(9) 0.031(11) 0.054(10) 0.003(9) 0.017(8) -0.008(8) C7 0.062(13) 0.069(16) 0.047(11) 0.003(10) 0.005(9) -0.010(12) C8 0.044(11) 0.076(15) 0.046(11) -0.026(11) 0.005(9) 0.008(10) C9 0.061(12) 0.015(10) 0.047(10) -0.004(8) -0.007(9) -0.008(8) C10 0.038(10) 0.039(12) 0.040(9) -0.012(9) 0.003(8) 0.000(9) C11 0.085(15) 0.044(12) 0.060(12) -0.004(10) -0.040(12) 0.017(11) C12 0.041(10) 0.035(11) 0.067(12) -0.021(9) 0.033(9) -0.015(9) C13 0.054(11) 0.024(11) 0.067(11) 0.017(10) 0.011(9) 0.002(9) C14 0.084(14) 0.027(12) 0.101(15) 0.004(10) 0.038(12) -0.008(10) C15 0.055(13) 0.070(14) 0.044(10) 0.014(9) 0.011(10) -0.006(11) C16 0.055(13) 0.058(13) 0.067(12) 0.002(11) 0.012(11) -0.029(10) C17 0.036(11) 0.077(16) 0.080(14) -0.005(12) 0.004(10) -0.021(11) C18 0.039(12) 0.096(17) 0.050(11) 0.004(11) 0.014(9) -0.006(12) C19 0.064(14) 0.049(12) 0.056(11) 0.003(11) 0.020(10) -0.008(10) C20 0.069(14) 0.094(17) 0.062(12) 0.013(13) -0.012(10) -0.005(13) C21 0.060(13) 0.075(16) 0.046(11) 0.011(11) 0.002(10) 0.003(12) C22 0.056(12) 0.082(18) 0.058(13) 0.006(12) 0.003(10) -0.012(12) C23 0.076(17) 0.14(3) 0.044(12) -0.005(15) -0.003(12) 0.002(17) C24 0.078(16) 0.070(16) 0.047(12) -0.018(12) -0.010(11) 0.018(13) C25 0.075(14) 0.048(14) 0.050(11) -0.007(10) -0.005(10) 0.005(11) C26 0.050(11) 0.046(12) 0.047(10) 0.011(9) 0.014(9) 0.009(9) C27 0.069(14) 0.055(15) 0.086(15) -0.020(12) 0.023(12) -0.012(12) C28 0.041(12) 0.075(16) 0.068(13) -0.002(12) -0.011(10) -0.014(11) C29 0.064(13) 0.051(13) 0.055(11) 0.007(10) 0.004(10) -0.005(11) C30 0.053(13) 0.060(15) 0.069(13) 0.009(12) -0.005(10) -0.025(11) C31 0.074(15) 0.064(14) 0.082(14) 0.007(12) -0.012(12) -0.024(13) C32 0.045(12) 0.090(19) 0.101(17) 0.018(14) 0.025(12) 0.002(13) C33 0.059(14) 0.070(17) 0.074(13) 0.005(12) 0.022(11) 0.000(12) C34 0.060(13) 0.060(12) 0.060(11) -0.024(11) 0.010(10) 0.006(11) C35 0.043(10) 0.092(19) 0.071(12) -0.015(14) 0.009(9) -0.006(13) C36 0.048(12) 0.054(12) 0.072(12) 0.011(11) 0.003(9) 0.005(11) C37 0.042(10) 0.037(11) 0.104(16) 0.013(13) -0.002(10) 0.010(10) O1 0.101(12) 0.088(13) 0.085(10) -0.029(9) 0.017(8) 0.008(9) O2 0.112(12) 0.061(10) 0.099(11) -0.010(8) 0.021(9) -0.008(9) O3 0.084(10) 0.046(9) 0.082(9) 0.004(7) 0.022(7) -0.003(7) O4 0.083(9) 0.077(10) 0.076(9) -0.007(9) 0.037(8) -0.022(9) O5 0.067(9) 0.091(12) 0.091(9) -0.007(9) 0.004(8) 0.017(9) O6 0.103(12) 0.051(10) 0.116(12) 0.022(10) 0.009(9) 0.015(10) N1 0.056(9) 0.045(10) 0.047(8) 0.017(8) 0.004(6) -0.010(9) N2 0.047(10) 0.048(10) 0.053(9) 0.017(8) -0.015(8) -0.005(8) N3 0.036(8) 0.048(9) 0.053(8) -0.011(8) 0.011(6) -0.001(8) N4 0.068(11) 0.067(13) 0.061(9) 0.016(9) -0.001(8) -0.017(9) Re1 0.0504(5) 0.0360(4) 0.0610(5) -0.0005(5) 0.0092(3) 0.0035(4) B1 0.078(18) 0.08(2) 0.049(14) 0.001(14) 0.010(12) -0.036(17) F1 0.075(7) 0.042(7) 0.127(9) 0.008(7) 0.016(6) 0.027(6) F2 0.30(2) 0.121(14) 0.118(12) 0.049(10) 0.078(13) 0.103(15) F3 0.121(13) 0.140(15) 0.33(3) -0.119(18) -0.075(15) 0.028(12) F4 0.103(10) 0.062(8) 0.197(14) 0.018(9) 0.079(10) 0.015(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.51(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N1 1.32(2) . ? C2 C3 1.41(3) . ? C3 C4 1.35(2) . ? C3 H3 0.9500 . ? C4 C5 1.41(2) . ? C4 H4 0.9500 . ? C5 C6 1.40(2) . ? C5 C7 1.41(2) . ? C6 N1 1.38(2) . ? C6 C10 1.38(2) . ? C7 C8 1.33(2) . ? C7 H7 0.9500 . ? C8 C9 1.39(2) . ? C8 H8 0.9500 . ? C9 C10 1.42(2) . ? C9 C11 1.42(2) . ? C10 N2 1.355(19) . ? C11 C12 1.38(2) . ? C11 H11 0.9500 . ? C12 C13 1.38(2) . ? C12 H12 0.9500 . ? C13 N2 1.353(19) . ? C13 C14 1.50(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N3 1.30(2) . ? C15 C16 1.34(2) . ? C15 H15 0.9500 . ? C16 C17 1.40(2) . ? C16 H16 0.9500 . ? C17 C18 1.35(2) . ? C17 H17 0.9500 . ? C18 C19 1.35(2) . ? C18 C20 1.52(3) . ? C19 N3 1.42(2) . ? C19 H19 0.9500 . ? C20 N4 1.45(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 N4 1.39(2) . ? C21 C22 1.41(3) . ? C21 C26 1.41(2) . ? C22 C23 1.34(3) . ? C22 H22 0.9500 . ? C23 C24 1.40(3) . ? C23 H23 0.9500 . ? C24 O1 1.33(2) . ? C24 C25 1.42(3) . ? C25 C26 1.42(2) . ? C25 C27 1.45(3) . ? C26 C30 1.46(3) . ? C27 O2 1.26(2) . ? C27 C28 1.44(3) . ? C28 C31 1.40(3) . ? C28 C29 1.41(3) . ? C29 C34 1.35(2) . ? C29 C30 1.48(2) . ? C30 O3 1.26(2) . ? C31 C32 1.40(3) . ? C31 H31 0.9500 . ? C32 C33 1.35(3) . ? C32 H32 0.9500 . ? C33 C34 1.36(2) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 O6 1.15(2) . ? C35 Re1 1.95(3) . ? C36 O5 1.152(19) . ? C36 Re1 1.88(2) . ? C37 O4 1.17(2) . ? C37 Re1 1.90(2) . ? O1 H1 0.8400 . ? N1 Re1 2.217(13) . ? N2 Re1 2.177(15) . ? N3 Re1 2.230(12) . ? N4 H4A 0.8800 . ? B1 F3 1.33(3) . ? B1 F1 1.34(3) . ? B1 F2 1.35(2) . ? B1 F4 1.35(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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 119.6(18) . . ? N1 C2 C1 119.7(19) . . ? C3 C2 C1 120.7(19) . . ? C4 C3 C2 121.5(18) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 119.0(16) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C6 C5 C7 118.8(17) . . ? C6 C5 C4 118.4(17) . . ? C7 C5 C4 122.7(17) . . ? N1 C6 C10 119.7(13) . . ? N1 C6 C5 120.3(15) . . ? C10 C6 C5 119.8(16) . . ? C8 C7 C5 121.1(17) . . ? C8 C7 H7 119.5 . . ? C5 C7 H7 119.5 . . ? C7 C8 C9 122.0(18) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C8 C9 C10 118.0(15) . . ? C8 C9 C11 126.4(17) . . ? C10 C9 C11 115.5(16) . . ? N2 C10 C6 116.0(14) . . ? N2 C10 C9 123.8(15) . . ? C6 C10 C9 120.2(14) . . ? C12 C11 C9 119.5(17) . . ? C12 C11 H11 120.3 . . ? C9 C11 H11 120.3 . . ? C11 C12 C13 121.4(16) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? N2 C13 C12 120.5(14) . . ? N2 C13 C14 124.0(15) . . ? C12 C13 C14 115.5(14) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 C16 123.5(17) . . ? N3 C15 H15 118.2 . . ? C16 C15 H15 118.2 . . ? C15 C16 C17 120.1(17) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 118.7(17) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C19 C18 C17 118.5(19) . . ? C19 C18 C20 120.0(18) . . ? C17 C18 C20 121.4(18) . . ? C18 C19 N3 122.9(17) . . ? C18 C19 H19 118.5 . . ? N3 C19 H19 118.5 . . ? N4 C20 C18 112.7(15) . . ? N4 C20 H20A 109.0 . . ? C18 C20 H20A 109.0 . . ? N4 C20 H20B 109.0 . . ? C18 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? N4 C21 C22 121.4(18) . . ? N4 C21 C26 119.9(18) . . ? C22 C21 C26 119(2) . . ? C23 C22 C21 122(2) . . ? C23 C22 H22 119.1 . . ? C21 C22 H22 119.1 . . ? C22 C23 C24 122(2) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? O1 C24 C23 118(2) . . ? O1 C24 C25 123(2) . . ? C23 C24 C25 118(2) . . ? C26 C25 C24 120.1(19) . . ? C26 C25 C27 120.5(17) . . ? C24 C25 C27 119.1(19) . . ? C21 C26 C25 119.3(18) . . ? C21 C26 C30 121.3(17) . . ? C25 C26 C30 119.3(17) . . ? O2 C27 C28 121.4(19) . . ? O2 C27 C25 119.6(18) . . ? C28 C27 C25 119.0(18) . . ? C31 C28 C29 118(2) . . ? C31 C28 C27 119(2) . . ? C29 C28 C27 122.8(19) . . ? C34 C29 C28 120.2(19) . . ? C34 C29 C30 122.2(19) . . ? C28 C29 C30 117.6(19) . . ? O3 C30 C26 122.4(17) . . ? O3 C30 C29 117.1(19) . . ? C26 C30 C29 120.4(18) . . ? C28 C31 C32 119(2) . . ? C28 C31 H31 120.3 . . ? C32 C31 H31 120.3 . . ? C33 C32 C31 121(2) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C32 C33 C34 119(2) . . ? C32 C33 H33 120.5 . . ? C34 C33 H33 120.5 . . ? C29 C34 C33 122.3(19) . . ? C29 C34 H34 118.8 . . ? C33 C34 H34 118.8 . . ? O6 C35 Re1 178(2) . . ? O5 C36 Re1 176.2(17) . . ? O4 C37 Re1 178.0(18) . . ? C24 O1 H1 109.5 . . ? C2 N1 C6 120.8(15) . . ? C2 N1 Re1 128.9(13) . . ? C6 N1 Re1 109.3(10) . . ? C13 N2 C10 119.1(15) . . ? C13 N2 Re1 126.4(12) . . ? C10 N2 Re1 114.0(11) . . ? C15 N3 C19 116.1(14) . . ? C15 N3 Re1 122.9(13) . . ? C19 N3 Re1 120.7(11) . . ? C21 N4 C20 123.8(17) . . ? C21 N4 H4A 118.1 . . ? C20 N4 H4A 118.1 . . ? C36 Re1 C37 88.4(7) . . ? C36 Re1 C35 87.1(8) . . ? C37 Re1 C35 85.3(8) . . ? C36 Re1 N2 99.1(7) . . ? C37 Re1 N2 101.3(7) . . ? C35 Re1 N2 171.0(7) . . ? C36 Re1 N1 99.5(6) . . ? C37 Re1 N1 171.5(6) . . ? C35 Re1 N1 98.0(7) . . ? N2 Re1 N1 74.7(5) . . ? C36 Re1 N3 177.5(6) . . ? C37 Re1 N3 89.2(6) . . ? C35 Re1 N3 93.6(7) . . ? N2 Re1 N3 80.5(5) . . ? N1 Re1 N3 82.8(5) . . ? F3 B1 F1 116(2) . . ? F3 B1 F2 102(2) . . ? F1 B1 F2 110(2) . . ? F3 B1 F4 108(2) . . ? F1 B1 F4 113.2(19) . . ? F2 B1 F4 106(2) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 20.87 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.691 _refine_diff_density_min -0.933 _refine_diff_density_rms 0.120 # Attachment 'sjp0928b.cif' data_sjp0928b _database_code_depnum_ccdc_archive 'CCDC 796500' #TrackingRef 'sjp0928b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H20 N4 O2' _chemical_formula_weight 420.46 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3845(5) _cell_length_b 13.6381(5) _cell_length_c 13.7772(4) _cell_angle_alpha 94.236(2) _cell_angle_beta 92.655(2) _cell_angle_gamma 110.176(2) _cell_volume 1996.44(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9558 _exptl_absorpt_correction_T_max 0.9964 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13363 _diffrn_reflns_av_R_equivalents 0.0618 _diffrn_reflns_av_sigmaI/netI 0.1081 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.51 _reflns_number_total 8981 _reflns_number_gt 4847 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0906P)^2^+2.6052P] 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 8981 _refine_ls_number_parameters 577 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1753 _refine_ls_R_factor_gt 0.0942 _refine_ls_wR_factor_ref 0.2545 _refine_ls_wR_factor_gt 0.2082 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 0.9970(3) 0.4107(3) 0.1313(2) 0.0331(8) Uani 1 1 d . . . C2 C 0.9245(3) 0.3662(3) 0.0385(2) 0.0303(7) Uani 1 1 d . . . C3 C 0.7917(3) 0.3281(3) 0.0340(2) 0.0306(7) Uani 1 1 d . . . C4 C 0.7231(3) 0.2836(3) -0.0569(2) 0.0343(8) Uani 1 1 d . . . H4 H 0.6340 0.2562 -0.0600 0.041 Uiso 1 1 calc R . . C5 C 0.7826(3) 0.2793(3) -0.1397(2) 0.0341(8) Uani 1 1 d . . . H5 H 0.7339 0.2495 -0.1995 0.041 Uiso 1 1 calc R . . C6 C 0.9157(3) 0.3185(3) -0.1390(2) 0.0322(8) Uani 1 1 d . . . C7 C 0.9874(3) 0.3618(3) -0.0493(2) 0.0299(7) Uani 1 1 d . . . C8 C 1.1238(3) 0.4012(3) -0.0460(2) 0.0323(8) Uani 1 1 d . . . C9 C 1.1963(3) 0.4429(3) 0.0495(2) 0.0338(8) Uani 1 1 d . . . C10 C 1.3274(4) 0.4773(3) 0.0548(3) 0.0399(9) Uani 1 1 d . . . H10 H 1.3693 0.4740 -0.0028 0.048 Uiso 1 1 calc R . . C11 C 1.3963(4) 0.5159(3) 0.1429(3) 0.0483(10) Uani 1 1 d . . . H11 H 1.4854 0.5396 0.1458 0.058 Uiso 1 1 calc R . . C12 C 1.3354(4) 0.5204(3) 0.2280(3) 0.0492(10) Uani 1 1 d . . . H12 H 1.3829 0.5470 0.2887 0.059 Uiso 1 1 calc R . . C13 C 1.2055(4) 0.4858(3) 0.2236(3) 0.0419(9) Uani 1 1 d . . . H13 H 1.1641 0.4885 0.2815 0.050 Uiso 1 1 calc R . . C14 C 1.1350(3) 0.4469(3) 0.1342(2) 0.0331(8) Uani 1 1 d . . . C15 C 0.5954(4) 0.3132(3) 0.1150(3) 0.0454(10) Uani 1 1 d . . . H15A H 0.5487 0.2375 0.0971 0.054 Uiso 1 1 calc R . . H15B H 0.5703 0.3530 0.0658 0.054 Uiso 1 1 calc R . . C16 C 0.5627(4) 0.3452(3) 0.2149(3) 0.0432(9) Uani 1 1 d . . . C17 C 0.6432(5) 0.4229(4) 0.2795(4) 0.0717(15) Uani 1 1 d . . . H17 H 0.7267 0.4593 0.2643 0.086 Uiso 1 1 calc R . . C18 C 0.6011(5) 0.4474(5) 0.3667(4) 0.092(2) Uani 1 1 d . . . H18 H 0.6553 0.5016 0.4123 0.110 Uiso 1 1 calc R . . C19 C 0.4815(5) 0.3934(4) 0.3873(4) 0.0747(16) Uani 1 1 d . . . H19 H 0.4551 0.4108 0.4486 0.090 Uiso 1 1 calc R . . C20 C 0.4410(4) 0.2955(3) 0.2418(3) 0.0456(10) Uani 1 1 d . . . H20 H 0.3839 0.2424 0.1968 0.055 Uiso 1 1 calc R . . C21 C 0.9015(4) 0.2784(3) -0.3191(2) 0.0429(9) Uani 1 1 d . . . H21A H 0.8446 0.3181 -0.3301 0.052 Uiso 1 1 calc R . . H21B H 0.8498 0.2031 -0.3211 0.052 Uiso 1 1 calc R . . C22 C 0.9902(4) 0.2941(3) -0.3980(3) 0.0430(9) Uani 1 1 d . . . C23 C 1.0373(4) 0.2182(4) -0.4298(3) 0.0573(12) Uani 1 1 d . . . H23 H 1.0149 0.1538 -0.4010 0.069 Uiso 1 1 calc R . . C24 C 1.1179(4) 0.2364(5) -0.5043(3) 0.0675(15) Uani 1 1 d . . . H24 H 1.1510 0.1846 -0.5275 0.081 Uiso 1 1 calc R . . C25 C 1.1483(4) 0.3290(5) -0.5432(3) 0.0647(14) Uani 1 1 d . . . H25 H 1.2037 0.3405 -0.5941 0.078 Uiso 1 1 calc R . . C26 C 1.0285(4) 0.3873(4) -0.4423(3) 0.0592(12) Uani 1 1 d . . . H26 H 0.9984 0.4412 -0.4200 0.071 Uiso 1 1 calc R . . C27 C 0.9231(3) 0.0554(3) 0.8219(2) 0.0295(7) Uani 1 1 d . . . C28 C 0.9784(3) 0.0980(3) 0.9201(2) 0.0282(7) Uani 1 1 d . . . C29 C 1.1111(3) 0.1447(3) 0.9367(2) 0.0298(7) Uani 1 1 d . . . C30 C 1.1631(3) 0.1856(3) 1.0331(2) 0.0329(8) Uani 1 1 d . . . H30 H 1.2516 0.2165 1.0451 0.039 Uiso 1 1 calc R . . C31 C 1.0900(3) 0.1818(3) 1.1087(2) 0.0329(8) Uani 1 1 d . . . H31 H 1.1286 0.2103 1.1721 0.040 Uiso 1 1 calc R . . C32 C 0.9558(3) 0.1359(3) 1.0955(2) 0.0309(8) Uani 1 1 d . . . C33 C 0.9007(3) 0.0945(3) 1.0002(2) 0.0274(7) Uani 1 1 d . . . C34 C 0.7647(3) 0.0495(3) 0.9839(2) 0.0304(7) Uani 1 1 d . . . C35 C 0.7080(3) 0.0103(3) 0.8825(2) 0.0316(8) Uani 1 1 d . . . C36 C 0.5776(3) -0.0272(3) 0.8646(3) 0.0381(9) Uani 1 1 d . . . H36 H 0.5256 -0.0285 0.9168 0.046 Uiso 1 1 calc R . . C37 C 0.5244(4) -0.0624(3) 0.7703(3) 0.0467(10) Uani 1 1 d . . . H37 H 0.4358 -0.0881 0.7579 0.056 Uiso 1 1 calc R . . C38 C 0.6003(4) -0.0601(3) 0.6940(3) 0.0478(10) Uani 1 1 d . . . H38 H 0.5635 -0.0843 0.6294 0.057 Uiso 1 1 calc R . . C39 C 0.7288(3) -0.0229(3) 0.7116(3) 0.0396(9) Uani 1 1 d . . . H39 H 0.7802 -0.0219 0.6591 0.047 Uiso 1 1 calc R . . C40 C 0.7841(3) 0.0133(3) 0.8057(2) 0.0314(8) Uani 1 1 d . . . C41 C 1.3230(3) 0.2041(3) 0.8760(3) 0.0400(9) Uani 1 1 d . . . H41A H 1.3615 0.1636 0.9154 0.048 Uiso 1 1 calc R . . H41B H 1.3422 0.2743 0.9116 0.048 Uiso 1 1 calc R . . C42 C 1.3780(3) 0.2158(3) 0.7790(3) 0.0376(8) Uani 1 1 d . . . C43 C 1.3449(4) 0.2727(4) 0.7114(3) 0.0559(11) Uani 1 1 d . . . H43 H 1.2839 0.3040 0.7244 0.067 Uiso 1 1 calc R . . C44 C 1.4010(4) 0.2838(4) 0.6246(3) 0.0599(12) Uani 1 1 d . . . H44 H 1.3787 0.3227 0.5772 0.072 Uiso 1 1 calc R . . C45 C 1.4877(4) 0.2392(4) 0.6070(3) 0.0647(14) Uani 1 1 d . . . H45 H 1.5247 0.2470 0.5463 0.078 Uiso 1 1 calc R . . C46 C 1.4673(4) 0.1732(3) 0.7544(3) 0.0485(10) Uani 1 1 d . . . H46 H 1.4908 0.1328 0.7997 0.058 Uiso 1 1 calc R . . C47 C 0.9437(3) 0.1737(3) 1.2720(2) 0.0371(8) Uani 1 1 d . . . H47A H 0.9842 0.2509 1.2751 0.045 Uiso 1 1 calc R . . H47B H 1.0091 0.1439 1.2885 0.045 Uiso 1 1 calc R . . C48 C 0.8463(3) 0.1466(3) 1.3448(2) 0.0390(9) Uani 1 1 d . . . C49 C 0.8092(4) 0.0502(4) 1.3813(3) 0.0558(11) Uani 1 1 d . . . H49 H 0.8427 -0.0016 1.3589 0.067 Uiso 1 1 calc R . . C50 C 0.7231(4) 0.0300(4) 1.4507(3) 0.0656(14) Uani 1 1 d . . . H50 H 0.6964 -0.0361 1.4768 0.079 Uiso 1 1 calc R . . C51 C 0.6773(4) 0.1035(6) 1.4809(3) 0.0736(18) Uani 1 1 d . . . H51 H 0.6187 0.0880 1.5294 0.088 Uiso 1 1 calc R . . C52 C 0.7943(4) 0.2194(4) 1.3789(3) 0.0533(11) Uani 1 1 d . . . H52 H 0.8192 0.2860 1.3539 0.064 Uiso 1 1 calc R . . N1 N 0.7294(3) 0.3336(2) 0.1153(2) 0.0378(7) Uani 1 1 d . . . H1 H 0.7736 0.3508 0.1720 0.045 Uiso 1 1 calc R . . N2 N 0.3999(4) 0.3183(3) 0.3271(3) 0.0597(10) Uani 1 1 d . . . N3 N 0.9703(3) 0.3141(2) -0.22383(19) 0.0367(7) Uani 1 1 d . . . H3 H 1.0527 0.3341 -0.2211 0.044 Uiso 1 1 calc R . . N4 N 1.1061(4) 0.4053(4) -0.5151(3) 0.0741(12) Uani 1 1 d . . . N5 N 1.1884(3) 0.1507(2) 0.8639(2) 0.0344(7) Uani 1 1 d . . . H5A H 1.1548 0.1203 0.8057 0.041 Uiso 1 1 calc R . . N6 N 1.5232(4) 0.1854(4) 0.6701(3) 0.0699(12) Uani 1 1 d . . . N7 N 0.8879(3) 0.1330(2) 1.17377(19) 0.0361(7) Uani 1 1 d . . . H7 H 0.8056 0.1050 1.1648 0.043 Uiso 1 1 calc R . . N8 N 0.7088(4) 0.1983(5) 1.4472(3) 0.0773(14) Uani 1 1 d . . . O1 O 0.9464(2) 0.4167(2) 0.20938(17) 0.0429(6) Uani 1 1 d . . . O2 O 1.1833(2) 0.4003(2) -0.12006(17) 0.0405(6) Uani 1 1 d . . . O3 O 0.9868(2) 0.0533(2) 0.75110(16) 0.0382(6) Uani 1 1 d . . . O4 O 0.6931(2) 0.0425(2) 1.05105(17) 0.0409(6) 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 0.0395(19) 0.0315(19) 0.0317(18) 0.0041(14) 0.0058(15) 0.0160(16) C2 0.0357(18) 0.0317(19) 0.0256(16) 0.0032(14) 0.0075(14) 0.0138(15) C3 0.0342(18) 0.0298(19) 0.0295(17) 0.0047(14) 0.0086(14) 0.0120(15) C4 0.0282(17) 0.038(2) 0.0340(18) 0.0007(15) 0.0040(14) 0.0085(16) C5 0.0358(19) 0.034(2) 0.0304(18) 0.0004(14) 0.0001(15) 0.0101(16) C6 0.0358(19) 0.0306(19) 0.0330(18) 0.0053(14) 0.0077(15) 0.0140(16) C7 0.0342(18) 0.0243(18) 0.0333(18) 0.0028(14) 0.0049(14) 0.0126(15) C8 0.0348(18) 0.0282(19) 0.0356(19) 0.0044(14) 0.0023(15) 0.0129(15) C9 0.0345(19) 0.0305(19) 0.0384(19) 0.0027(15) 0.0012(15) 0.0142(16) C10 0.040(2) 0.034(2) 0.046(2) 0.0026(16) 0.0018(17) 0.0136(17) C11 0.036(2) 0.051(3) 0.056(3) -0.001(2) -0.0051(18) 0.0158(19) C12 0.049(2) 0.052(3) 0.046(2) -0.0044(19) -0.0105(19) 0.022(2) C13 0.045(2) 0.042(2) 0.039(2) -0.0008(17) -0.0038(17) 0.0177(19) C14 0.0380(19) 0.0298(19) 0.0333(18) 0.0008(14) -0.0002(15) 0.0149(16) C15 0.046(2) 0.044(2) 0.050(2) 0.0142(18) 0.0231(19) 0.0160(19) C16 0.043(2) 0.044(2) 0.046(2) 0.0069(18) 0.0180(18) 0.0160(19) C17 0.051(3) 0.071(3) 0.078(3) -0.027(3) 0.024(2) 0.006(2) C18 0.058(3) 0.105(5) 0.088(4) -0.052(3) 0.024(3) 0.009(3) C19 0.067(3) 0.094(4) 0.060(3) -0.021(3) 0.026(3) 0.026(3) C20 0.040(2) 0.059(3) 0.040(2) 0.0031(18) 0.0116(17) 0.019(2) C21 0.043(2) 0.051(2) 0.0316(19) 0.0001(17) 0.0005(16) 0.0139(19) C22 0.037(2) 0.064(3) 0.0270(18) -0.0001(17) 0.0024(15) 0.017(2) C23 0.058(3) 0.088(4) 0.034(2) 0.001(2) 0.0023(19) 0.038(3) C24 0.057(3) 0.118(5) 0.040(2) -0.009(3) 0.000(2) 0.049(3) C25 0.040(2) 0.114(5) 0.035(2) -0.002(3) 0.0065(18) 0.024(3) C26 0.055(3) 0.068(3) 0.052(3) 0.008(2) 0.018(2) 0.015(2) C27 0.0322(17) 0.0311(19) 0.0268(17) 0.0044(14) 0.0036(14) 0.0127(15) C28 0.0305(17) 0.0288(18) 0.0274(17) 0.0048(13) 0.0040(14) 0.0125(15) C29 0.0313(17) 0.0302(19) 0.0283(17) 0.0047(14) 0.0011(14) 0.0111(15) C30 0.0275(17) 0.038(2) 0.0313(18) 0.0052(15) 0.0001(14) 0.0089(16) C31 0.0364(19) 0.034(2) 0.0265(17) -0.0006(14) -0.0053(14) 0.0117(16) C32 0.0376(19) 0.0314(19) 0.0258(17) 0.0037(14) 0.0042(14) 0.0143(16) C33 0.0314(17) 0.0267(18) 0.0257(16) 0.0027(13) 0.0021(13) 0.0124(15) C34 0.0297(17) 0.0332(19) 0.0289(17) 0.0031(14) 0.0041(14) 0.0116(15) C35 0.0296(17) 0.037(2) 0.0310(17) 0.0032(14) 0.0006(14) 0.0152(16) C36 0.0294(18) 0.045(2) 0.038(2) -0.0011(16) 0.0017(15) 0.0124(17) C37 0.0313(19) 0.061(3) 0.044(2) -0.0061(19) -0.0048(17) 0.0140(19) C38 0.037(2) 0.071(3) 0.0315(19) -0.0056(18) -0.0100(16) 0.018(2) C39 0.0351(19) 0.053(2) 0.0297(18) -0.0014(16) 0.0010(15) 0.0160(18) C40 0.0322(18) 0.0333(19) 0.0285(17) 0.0004(14) -0.0003(14) 0.0120(15) C41 0.0261(17) 0.054(2) 0.0357(19) 0.0046(17) 0.0032(15) 0.0083(17) C42 0.0254(17) 0.044(2) 0.0379(19) 0.0014(16) 0.0024(15) 0.0056(16) C43 0.044(2) 0.073(3) 0.053(3) 0.016(2) 0.008(2) 0.021(2) C44 0.050(3) 0.080(3) 0.044(2) 0.023(2) 0.006(2) 0.011(2) C45 0.049(3) 0.092(4) 0.038(2) -0.001(2) 0.008(2) 0.006(3) C46 0.040(2) 0.062(3) 0.042(2) -0.0115(19) -0.0021(17) 0.019(2) C47 0.039(2) 0.045(2) 0.0246(17) 0.0001(15) 0.0020(15) 0.0110(17) C48 0.0337(19) 0.058(3) 0.0200(16) -0.0026(16) -0.0008(14) 0.0107(18) C49 0.060(3) 0.055(3) 0.037(2) 0.0011(19) 0.0033(19) 0.002(2) C50 0.055(3) 0.085(4) 0.036(2) 0.013(2) 0.010(2) -0.005(3) C51 0.034(2) 0.142(6) 0.029(2) 0.013(3) 0.0055(18) 0.010(3) C52 0.052(2) 0.083(3) 0.031(2) -0.002(2) -0.0015(18) 0.033(2) N1 0.0383(17) 0.0471(19) 0.0302(15) 0.0042(13) 0.0083(13) 0.0170(15) N2 0.058(2) 0.067(3) 0.059(2) 0.009(2) 0.028(2) 0.025(2) N3 0.0332(16) 0.0489(19) 0.0263(15) 0.0000(13) 0.0048(12) 0.0127(14) N4 0.068(3) 0.091(3) 0.054(2) 0.015(2) 0.020(2) 0.012(3) N5 0.0258(14) 0.0452(18) 0.0290(15) -0.0017(13) 0.0026(12) 0.0095(13) N6 0.055(2) 0.100(3) 0.051(2) -0.017(2) 0.0116(19) 0.027(2) N7 0.0328(15) 0.0487(19) 0.0238(14) -0.0011(13) 0.0032(12) 0.0114(14) N8 0.057(3) 0.146(5) 0.040(2) 0.001(3) 0.0052(19) 0.051(3) O1 0.0454(15) 0.0534(17) 0.0300(13) 0.0007(11) 0.0036(11) 0.0181(13) O2 0.0344(13) 0.0499(16) 0.0366(14) 0.0017(11) 0.0070(11) 0.0138(12) O3 0.0335(13) 0.0525(16) 0.0273(12) -0.0010(11) 0.0045(10) 0.0142(12) O4 0.0286(13) 0.0617(18) 0.0313(13) 0.0017(12) 0.0055(10) 0.0144(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 O1 1.254(4) . ? C1 C2 1.458(5) . ? C1 C14 1.473(5) . ? C2 C3 1.416(5) . ? C2 C7 1.442(4) . ? C3 N1 1.363(4) . ? C3 C4 1.421(5) . ? C4 C5 1.361(5) . ? C5 C6 1.422(5) . ? C6 N3 1.356(4) . ? C6 C7 1.418(5) . ? C7 C8 1.454(5) . ? C8 O2 1.252(4) . ? C8 C9 1.483(5) . ? C9 C14 1.395(5) . ? C9 C10 1.398(5) . ? C10 C11 1.378(5) . ? C11 C12 1.398(6) . ? C12 C13 1.385(5) . ? C13 C14 1.400(5) . ? C15 N1 1.453(5) . ? C15 C16 1.515(5) . ? C16 C17 1.367(6) . ? C16 C20 1.397(5) . ? C17 C18 1.374(6) . ? C18 C19 1.361(7) . ? C19 N2 1.321(6) . ? C20 N2 1.340(5) . ? C21 N3 1.457(4) . ? C21 C22 1.494(5) . ? C22 C23 1.374(6) . ? C22 C26 1.392(6) . ? C23 C24 1.388(6) . ? C24 C25 1.349(7) . ? C25 N4 1.329(7) . ? C26 N4 1.347(5) . ? C27 O3 1.247(4) . ? C27 C28 1.455(4) . ? C27 C40 1.485(5) . ? C28 C29 1.423(5) . ? C28 C33 1.440(4) . ? C29 N5 1.353(4) . ? C29 C30 1.420(5) . ? C30 C31 1.356(5) . ? C31 C32 1.433(5) . ? C32 N7 1.351(4) . ? C32 C33 1.416(4) . ? C33 C34 1.455(4) . ? C34 O4 1.249(4) . ? C34 C35 1.490(5) . ? C35 C40 1.393(5) . ? C35 C36 1.396(5) . ? C36 C37 1.385(5) . ? C37 C38 1.387(5) . ? C38 C39 1.376(5) . ? C39 C40 1.391(5) . ? C41 N5 1.448(4) . ? C41 C42 1.498(5) . ? C42 C43 1.374(6) . ? C42 C46 1.378(5) . ? C43 C44 1.375(6) . ? C44 C45 1.348(7) . ? C45 N6 1.313(6) . ? C46 N6 1.343(5) . ? C47 N7 1.453(4) . ? C47 C48 1.498(5) . ? C48 C49 1.376(6) . ? C48 C52 1.386(6) . ? C49 C50 1.375(6) . ? C50 C51 1.331(8) . ? C51 N8 1.341(7) . ? C52 N8 1.360(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 122.6(3) . . ? O1 C1 C14 118.6(3) . . ? C2 C1 C14 118.8(3) . . ? C3 C2 C7 119.7(3) . . ? C3 C2 C1 120.0(3) . . ? C7 C2 C1 120.3(3) . . ? N1 C3 C2 121.1(3) . . ? N1 C3 C4 119.9(3) . . ? C2 C3 C4 119.0(3) . . ? C5 C4 C3 121.3(3) . . ? C4 C5 C6 121.6(3) . . ? N3 C6 C7 121.9(3) . . ? N3 C6 C5 119.3(3) . . ? C7 C6 C5 118.8(3) . . ? C6 C7 C2 119.6(3) . . ? C6 C7 C8 120.0(3) . . ? C2 C7 C8 120.3(3) . . ? O2 C8 C7 123.0(3) . . ? O2 C8 C9 118.2(3) . . ? C7 C8 C9 118.8(3) . . ? C14 C9 C10 119.7(3) . . ? C14 C9 C8 120.7(3) . . ? C10 C9 C8 119.7(3) . . ? C11 C10 C9 120.5(4) . . ? C10 C11 C12 120.1(4) . . ? C13 C12 C11 119.9(4) . . ? C12 C13 C14 120.3(4) . . ? C9 C14 C13 119.6(3) . . ? C9 C14 C1 121.1(3) . . ? C13 C14 C1 119.3(3) . . ? N1 C15 C16 110.3(3) . . ? C17 C16 C20 117.5(4) . . ? C17 C16 C15 124.2(4) . . ? C20 C16 C15 118.3(4) . . ? C16 C17 C18 118.8(4) . . ? C19 C18 C17 119.6(5) . . ? N2 C19 C18 123.9(4) . . ? N2 C20 C16 123.9(4) . . ? N3 C21 C22 110.5(3) . . ? C23 C22 C26 117.2(4) . . ? C23 C22 C21 122.1(4) . . ? C26 C22 C21 120.7(4) . . ? C22 C23 C24 119.6(5) . . ? C25 C24 C23 118.6(5) . . ? N4 C25 C24 124.4(4) . . ? N4 C26 C22 123.6(5) . . ? O3 C27 C28 123.1(3) . . ? O3 C27 C40 118.8(3) . . ? C28 C27 C40 118.1(3) . . ? C29 C28 C33 119.7(3) . . ? C29 C28 C27 119.3(3) . . ? C33 C28 C27 121.0(3) . . ? N5 C29 C30 119.5(3) . . ? N5 C29 C28 122.1(3) . . ? C30 C29 C28 118.4(3) . . ? C31 C30 C29 121.9(3) . . ? C30 C31 C32 121.7(3) . . ? N7 C32 C33 123.0(3) . . ? N7 C32 C31 119.1(3) . . ? C33 C32 C31 118.0(3) . . ? C32 C33 C28 120.3(3) . . ? C32 C33 C34 119.4(3) . . ? C28 C33 C34 120.3(3) . . ? O4 C34 C33 122.9(3) . . ? O4 C34 C35 118.4(3) . . ? C33 C34 C35 118.7(3) . . ? C40 C35 C36 120.0(3) . . ? C40 C35 C34 120.5(3) . . ? C36 C35 C34 119.5(3) . . ? C37 C36 C35 119.7(3) . . ? C36 C37 C38 120.2(3) . . ? C39 C38 C37 120.1(3) . . ? C38 C39 C40 120.6(3) . . ? C39 C40 C35 119.4(3) . . ? C39 C40 C27 119.3(3) . . ? C35 C40 C27 121.4(3) . . ? N5 C41 C42 110.8(3) . . ? C43 C42 C46 116.6(4) . . ? C43 C42 C41 121.6(3) . . ? C46 C42 C41 121.7(4) . . ? C42 C43 C44 119.3(4) . . ? C45 C44 C43 119.8(4) . . ? N6 C45 C44 122.8(4) . . ? N6 C46 C42 123.9(4) . . ? N7 C47 C48 110.9(3) . . ? C49 C48 C52 118.5(4) . . ? C49 C48 C47 120.9(4) . . ? C52 C48 C47 120.5(4) . . ? C50 C49 C48 119.0(5) . . ? C51 C50 C49 119.5(5) . . ? C50 C51 N8 124.1(4) . . ? N8 C52 C48 121.9(5) . . ? C3 N1 C15 124.8(3) . . ? C19 N2 C20 116.3(4) . . ? C6 N3 C21 124.3(3) . . ? C25 N4 C26 116.6(5) . . ? C29 N5 C41 123.9(3) . . ? C45 N6 C46 117.5(4) . . ? C32 N7 C47 123.4(3) . . ? C51 N8 C52 116.9(4) . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.444 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.063 # Attachment 'sjp0931.cif' data_sjp0931 _database_code_depnum_ccdc_archive 'CCDC 796501' #TrackingRef 'sjp0931.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H14 N2 O2' _chemical_formula_weight 314.33 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2530(9) _cell_length_b 7.8323(8) _cell_length_c 13.1613(10) _cell_angle_alpha 102.775(5) _cell_angle_beta 90.442(6) _cell_angle_gamma 91.931(4) _cell_volume 728.65(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9814 _exptl_absorpt_correction_T_max 0.9981 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2497 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 20.82 _reflns_number_total 1499 _reflns_number_gt 1137 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0613P)^2^+1.3823P] 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 0.19(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1499 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.1811 _refine_ls_wR_factor_gt 0.1669 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 0.4173(7) 0.1939(7) 0.1556(4) 0.0379(14) Uani 1 1 d . . . H1 H 0.4287 0.0836 0.1089 0.045 Uiso 1 1 calc R . . C2 C 0.4582(7) 0.2128(7) 0.2608(4) 0.0391(14) Uani 1 1 d . . . H2 H 0.4932 0.1142 0.2866 0.047 Uiso 1 1 calc R . . C3 C 0.4479(7) 0.3752(7) 0.3282(4) 0.0401(15) Uani 1 1 d . . . H3 H 0.4777 0.3880 0.4000 0.048 Uiso 1 1 calc R . . C4 C 0.3944(7) 0.5190(7) 0.2916(4) 0.0366(14) Uani 1 1 d . . . H4 H 0.3879 0.6301 0.3381 0.044 Uiso 1 1 calc R . . C5 C 0.3501(6) 0.5007(6) 0.1859(4) 0.0304(13) Uani 1 1 d . . . C6 C 0.2937(7) 0.6536(7) 0.1476(4) 0.0347(14) Uani 1 1 d . . . C7 C 0.2357(6) 0.6279(6) 0.0361(4) 0.0307(13) Uani 1 1 d . . . C8 C 0.1752(7) 0.7719(6) 0.0022(4) 0.0361(14) Uani 1 1 d . . . H8 H 0.1697 0.8827 0.0492 0.043 Uiso 1 1 calc R . . C9 C 0.1225(7) 0.7519(7) -0.1017(4) 0.0392(14) Uani 1 1 d . . . H9 H 0.0810 0.8504 -0.1252 0.047 Uiso 1 1 calc R . . C10 C 0.1290(7) 0.5938(6) -0.1707(4) 0.0349(14) Uani 1 1 d . . . H10 H 0.0928 0.5841 -0.2413 0.042 Uiso 1 1 calc R . . C11 C 0.1890(7) 0.4451(6) -0.1378(4) 0.0312(13) Uani 1 1 d . . . C12 C 0.2451(6) 0.4618(6) -0.0328(4) 0.0282(13) Uani 1 1 d . . . C13 C 0.3099(6) 0.3120(6) 0.0057(4) 0.0300(13) Uani 1 1 d . . . C14 C 0.3596(7) 0.3370(6) 0.1188(4) 0.0312(13) Uani 1 1 d . . . C15 C 0.1353(7) 0.2613(6) -0.3168(3) 0.0366(14) Uani 1 1 d . . . H15A H 0.2194 0.3292 -0.3532 0.044 Uiso 1 1 calc R . . H15B H 0.0091 0.3037 -0.3212 0.044 Uiso 1 1 calc R . . C16 C 0.1386(7) 0.0698(6) -0.3687(4) 0.0334(13) Uani 1 1 d . . . C17 C 0.2788(7) 0.0054(7) -0.4360(4) 0.0380(14) Uani 1 1 d . . . H17 H 0.3717 0.0860 -0.4490 0.046 Uiso 1 1 calc R . . N2 N 0.2913(6) -0.1642(6) -0.4840(3) 0.0428(13) Uani 1 1 d . . . C18 C 0.1585(8) -0.2734(7) -0.4641(4) 0.0406(15) Uani 1 1 d . . . H19 H 0.1646 -0.3939 -0.4971 0.049 Uiso 1 1 calc R . . C19 C 0.0137(8) -0.2233(7) -0.3993(4) 0.0427(15) Uani 1 1 d . . . H20 H -0.0776 -0.3070 -0.3883 0.051 Uiso 1 1 calc R . . C20 C 0.0028(8) -0.0472(7) -0.3498(4) 0.0414(15) Uani 1 1 d . . . H21 H -0.0955 -0.0084 -0.3042 0.050 Uiso 1 1 calc R . . N1 N 0.1927(6) 0.2881(5) -0.2079(3) 0.0364(12) Uani 1 1 d . . . H1A H 0.2323 0.1974 -0.1859 0.044 Uiso 1 1 calc R . . O1 O 0.3201(5) 0.1652(4) -0.0521(2) 0.0394(11) Uani 1 1 d . . . O2 O 0.2911(5) 0.7998(5) 0.2062(3) 0.0467(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(3) 0.036(3) 0.037(3) 0.001(2) -0.004(2) 0.001(3) C2 0.035(3) 0.042(3) 0.041(3) 0.011(3) -0.002(2) 0.004(3) C3 0.030(3) 0.057(4) 0.031(3) 0.004(3) -0.001(2) 0.001(3) C4 0.029(3) 0.038(3) 0.040(3) 0.003(3) 0.004(2) 0.002(3) C5 0.022(3) 0.035(3) 0.034(3) 0.005(2) 0.000(2) 0.001(2) C6 0.027(3) 0.035(3) 0.036(3) -0.005(3) 0.008(2) -0.002(2) C7 0.023(3) 0.029(3) 0.040(3) 0.008(2) 0.004(2) -0.004(2) C8 0.031(3) 0.027(3) 0.048(4) 0.001(2) 0.004(3) 0.001(2) C9 0.036(3) 0.035(3) 0.047(4) 0.010(3) 0.001(3) 0.005(2) C10 0.027(3) 0.038(3) 0.039(3) 0.008(3) 0.000(2) 0.000(2) C11 0.029(3) 0.028(3) 0.036(3) 0.006(2) 0.003(2) -0.002(2) C12 0.021(3) 0.027(3) 0.035(3) 0.004(2) 0.003(2) 0.000(2) C13 0.021(3) 0.030(3) 0.036(3) 0.001(3) 0.003(2) -0.001(2) C14 0.025(3) 0.026(3) 0.039(3) 0.001(2) 0.000(2) -0.001(2) C15 0.040(3) 0.037(3) 0.031(3) 0.003(2) 0.003(2) 0.005(3) C16 0.033(3) 0.036(3) 0.030(3) 0.003(2) -0.001(2) 0.004(3) C17 0.039(3) 0.039(4) 0.032(3) 0.001(3) 0.000(3) 0.004(3) N2 0.043(3) 0.042(3) 0.039(3) 0.002(2) 0.002(2) 0.006(3) C18 0.047(4) 0.032(3) 0.040(3) 0.001(3) -0.008(3) 0.005(3) C19 0.042(4) 0.036(4) 0.050(3) 0.010(3) -0.004(3) -0.005(3) C20 0.037(4) 0.044(4) 0.043(3) 0.009(3) -0.002(3) 0.002(3) N1 0.040(3) 0.032(3) 0.035(3) 0.003(2) -0.008(2) 0.002(2) O1 0.046(2) 0.030(2) 0.039(2) -0.0006(18) -0.0019(17) 0.0069(17) O2 0.058(3) 0.035(2) 0.042(2) -0.0027(18) 0.0050(18) 0.0071(18) _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 C2 1.388(7) . ? C1 C14 1.391(7) . ? C2 C3 1.386(7) . ? C3 C4 1.385(7) . ? C4 C5 1.400(7) . ? C5 C14 1.391(6) . ? C5 C6 1.467(7) . ? C6 O2 1.232(5) . ? C6 C7 1.492(7) . ? C7 C8 1.384(7) . ? C7 C12 1.416(7) . ? C8 C9 1.390(7) . ? C9 C10 1.366(7) . ? C10 C11 1.410(7) . ? C11 N1 1.365(6) . ? C11 C12 1.414(7) . ? C12 C13 1.466(7) . ? C13 O1 1.236(5) . ? C13 C14 1.497(7) . ? C15 N1 1.457(6) . ? C15 C16 1.505(7) . ? C16 C20 1.384(7) . ? C16 C17 1.387(7) . ? C17 N2 1.345(6) . ? N2 C18 1.332(6) . ? C18 C19 1.371(7) . ? C19 C20 1.394(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C14 119.8(5) . . ? C3 C2 C1 120.0(5) . . ? C4 C3 C2 120.4(5) . . ? C3 C4 C5 120.0(5) . . ? C14 C5 C4 119.3(5) . . ? C14 C5 C6 121.0(4) . . ? C4 C5 C6 119.8(4) . . ? O2 C6 C5 121.1(4) . . ? O2 C6 C7 120.4(5) . . ? C5 C6 C7 118.5(4) . . ? C8 C7 C12 121.3(4) . . ? C8 C7 C6 117.9(4) . . ? C12 C7 C6 120.8(4) . . ? C7 C8 C9 119.0(5) . . ? C10 C9 C8 121.5(5) . . ? C9 C10 C11 120.5(5) . . ? N1 C11 C10 119.5(4) . . ? N1 C11 C12 121.3(4) . . ? C10 C11 C12 119.2(4) . . ? C11 C12 C7 118.4(4) . . ? C11 C12 C13 121.7(4) . . ? C7 C12 C13 119.9(4) . . ? O1 C13 C12 121.7(4) . . ? O1 C13 C14 119.3(4) . . ? C12 C13 C14 119.0(4) . . ? C1 C14 C5 120.4(4) . . ? C1 C14 C13 118.9(4) . . ? C5 C14 C13 120.7(4) . . ? N1 C15 C16 110.2(4) . . ? C20 C16 C17 118.1(5) . . ? C20 C16 C15 120.9(5) . . ? C17 C16 C15 120.9(5) . . ? N2 C17 C16 124.0(5) . . ? C18 N2 C17 116.4(5) . . ? N2 C18 C19 124.3(5) . . ? C18 C19 C20 118.7(5) . . ? C16 C20 C19 118.5(5) . . ? C11 N1 C15 124.1(4) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 20.82 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.216 _refine_diff_density_min -0.203 _refine_diff_density_rms 0.049 # Attachment 'sjp1002.cif' data_sjp1002 _database_code_depnum_ccdc_archive 'CCDC 796502' #TrackingRef 'sjp1002.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H20 N4 O2' _chemical_formula_weight 420.46 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 5.0343(7) _cell_length_b 10.0324(9) _cell_length_c 19.408(2) _cell_angle_alpha 90.00 _cell_angle_beta 89.978(5) _cell_angle_gamma 90.00 _cell_volume 980.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.425 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9638 _exptl_absorpt_correction_T_max 0.9963 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3020 _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_sigmaI/netI 0.0941 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.75 _diffrn_reflns_theta_max 24.98 _reflns_number_total 1682 _reflns_number_gt 959 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0665P)^2^+0.3641P] 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 1682 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1414 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.1708 _refine_ls_wR_factor_gt 0.1407 _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 0.4136(7) 0.3630(4) 0.48937(17) 0.0356(9) Uani 1 1 d . . . C2 C 0.6182(7) 0.4186(3) 0.44511(16) 0.0330(8) Uani 1 1 d . . . C3 C 0.7065(6) 0.5507(3) 0.45581(17) 0.0332(9) Uani 1 1 d . . . C4 C 0.9055(7) 0.6053(3) 0.41619(17) 0.0398(9) Uani 1 1 d . . . H4 H 0.9595 0.6950 0.4233 0.048 Uiso 1 1 calc R . . C5 C 1.0270(7) 0.5281(4) 0.36561(18) 0.0433(10) Uani 1 1 d . . . H5 H 1.1670 0.5653 0.3390 0.052 Uiso 1 1 calc R . . C6 C 0.9485(7) 0.3998(4) 0.35350(18) 0.0399(9) Uani 1 1 d . . . H6 H 1.0382 0.3488 0.3194 0.048 Uiso 1 1 calc R . . C7 C 0.7364(7) 0.3414(3) 0.39061(18) 0.0376(9) Uani 1 1 d . . . C8 C 0.7325(8) 0.1359(4) 0.31784(19) 0.0473(10) Uani 1 1 d . . . H8A H 0.7966 0.1946 0.2804 0.057 Uiso 1 1 calc R . . H8B H 0.5785 0.0852 0.2999 0.057 Uiso 1 1 calc R . . C9 C 0.9531(7) 0.0375(4) 0.33637(19) 0.0394(9) Uani 1 1 d . . . C10 C 1.0426(7) -0.0510(4) 0.28600(19) 0.0416(10) Uani 1 1 d . . . H10 H 0.9657 -0.0462 0.2414 0.050 Uiso 1 1 calc R . . C11 C 1.3425(8) -0.1466(4) 0.3599(2) 0.0507(11) Uani 1 1 d . . . H11 H 1.4817 -0.2083 0.3685 0.061 Uiso 1 1 calc R . . C12 C 1.2600(8) -0.0626(4) 0.4134(2) 0.0509(11) Uani 1 1 d . . . H12 H 1.3395 -0.0693 0.4577 0.061 Uiso 1 1 calc R . . C13 C 1.0661(8) 0.0281(4) 0.40167(19) 0.0426(10) Uani 1 1 d . . . H13 H 1.0075 0.0850 0.4377 0.051 Uiso 1 1 calc R . . N1 N 0.6436(6) 0.2188(3) 0.37500(15) 0.0451(8) Uani 1 1 d . . . H1 H 0.5183 0.1860 0.4017 0.054 Uiso 1 1 calc R . . N2 N 1.2340(7) -0.1434(3) 0.29755(18) 0.0528(9) Uani 1 1 d . . . O1 O 0.3379(5) 0.2462(2) 0.48450(12) 0.0471(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 0.036(2) 0.038(2) 0.033(2) 0.0016(16) -0.0064(17) -0.0019(17) C2 0.033(2) 0.0355(19) 0.031(2) 0.0027(16) -0.0052(16) -0.0026(16) C3 0.029(2) 0.039(2) 0.031(2) 0.0033(16) -0.0070(16) -0.0035(17) C4 0.041(2) 0.038(2) 0.041(2) 0.0015(18) -0.0003(18) -0.0072(18) C5 0.040(2) 0.050(2) 0.040(2) 0.0037(18) 0.0021(18) -0.0063(19) C6 0.038(2) 0.047(2) 0.035(2) -0.0003(18) 0.0013(17) -0.0016(19) C7 0.038(2) 0.037(2) 0.038(2) 0.0023(17) -0.0068(17) -0.0010(18) C8 0.054(3) 0.047(2) 0.041(2) -0.0028(18) 0.0023(19) -0.008(2) C9 0.035(2) 0.039(2) 0.044(2) -0.0014(17) 0.0028(18) -0.0115(18) C10 0.045(2) 0.046(2) 0.034(2) -0.0084(18) 0.0020(18) -0.006(2) C11 0.048(3) 0.046(2) 0.058(3) 0.012(2) -0.001(2) -0.012(2) C12 0.064(3) 0.052(2) 0.037(2) 0.004(2) -0.003(2) -0.014(2) C13 0.044(2) 0.045(2) 0.038(2) -0.0092(17) 0.0021(18) -0.010(2) N1 0.051(2) 0.0394(18) 0.0449(19) -0.0052(14) 0.0076(16) -0.0096(15) N2 0.058(2) 0.048(2) 0.052(2) -0.0028(16) 0.0110(19) -0.0064(18) O1 0.0582(18) 0.0379(14) 0.0452(16) -0.0017(12) 0.0070(13) -0.0110(13) _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 O1 1.236(4) . ? C1 C2 1.452(5) . ? C1 C3 1.499(5) 3_666 ? C2 C3 1.414(5) . ? C2 C7 1.440(5) . ? C3 C4 1.376(5) . ? C3 C1 1.499(5) 3_666 ? C4 C5 1.392(5) . ? C5 C6 1.367(5) . ? C6 C7 1.415(5) . ? C7 N1 1.350(4) . ? C8 N1 1.457(4) . ? C8 C9 1.529(5) . ? C9 C13 1.392(5) . ? C9 C10 1.395(5) . ? C10 N2 1.356(5) . ? C11 N2 1.328(5) . ? C11 C12 1.400(5) . ? C12 C13 1.354(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 122.5(3) . . ? O1 C1 C3 118.5(3) . 3_666 ? C2 C1 C3 118.9(3) . 3_666 ? C3 C2 C7 118.9(3) . . ? C3 C2 C1 119.8(3) . . ? C7 C2 C1 121.4(3) . . ? C4 C3 C2 121.3(3) . . ? C4 C3 C1 117.4(3) . 3_666 ? C2 C3 C1 121.3(3) . 3_666 ? C3 C4 C5 119.5(3) . . ? C6 C5 C4 121.2(3) . . ? C5 C6 C7 121.4(3) . . ? N1 C7 C6 121.6(3) . . ? N1 C7 C2 120.8(3) . . ? C6 C7 C2 117.6(3) . . ? N1 C8 C9 114.4(3) . . ? C13 C9 C10 117.6(3) . . ? C13 C9 C8 123.7(3) . . ? C10 C9 C8 118.7(3) . . ? N2 C10 C9 123.3(3) . . ? N2 C11 C12 122.7(4) . . ? C13 C12 C11 119.5(4) . . ? C12 C13 C9 119.6(3) . . ? C7 N1 C8 125.8(3) . . ? C11 N2 C10 117.4(3) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.222 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.060 # Attachment 'sjp1017t.cif' data_sjp1017t _database_code_depnum_ccdc_archive 'CCDC 796503' #TrackingRef 'sjp1017t.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H30 B F4 N4 O7 Re' _chemical_formula_weight 915.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Re Re -1.0185 7.2310 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 18.7795(5) _cell_length_b 14.5947(2) _cell_length_c 27.0597(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7416.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3616 _exptl_absorpt_coefficient_mu 3.351 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.2851 _exptl_absorpt_correction_T_max 0.8776 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16131 _diffrn_reflns_av_R_equivalents 0.0731 _diffrn_reflns_av_sigmaI/netI 0.0844 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8496 _reflns_number_gt 4868 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0646P)^2^+20.0952P] 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 8496 _refine_ls_number_parameters 555 _refine_ls_number_restraints 212 _refine_ls_R_factor_all 0.1229 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1523 _refine_ls_wR_factor_gt 0.1284 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.038 _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 Re1 Re 0.967922(16) 0.823416(18) 0.364490(11) 0.03729(12) Uani 1 1 d . . . C1 C 1.0523(5) 0.9470(6) 0.4589(3) 0.058(2) Uani 1 1 d . . . H1A H 1.0143 0.9753 0.4394 0.086 Uiso 1 1 calc R . . H1B H 1.0776 0.9944 0.4776 0.086 Uiso 1 1 calc R . . H1C H 1.0317 0.9023 0.4818 0.086 Uiso 1 1 calc R . . C2 C 1.1030(5) 0.8999(5) 0.4253(3) 0.045(2) Uani 1 1 d . . . C3 C 1.1760(5) 0.8985(5) 0.4364(3) 0.054(2) Uani 1 1 d . . . H3 H 1.1919 0.9241 0.4667 0.065 Uiso 1 1 calc R . . C4 C 1.2244(5) 0.8620(6) 0.4052(3) 0.053(2) Uani 1 1 d . . . H4 H 1.2734 0.8609 0.4139 0.063 Uiso 1 1 calc R . . C5 C 1.2016(4) 0.8255(5) 0.3598(3) 0.043(2) Uani 1 1 d . . . C6 C 1.1249(5) 0.8239(4) 0.3519(3) 0.041(2) Uani 1 1 d . . . C7 C 1.2494(5) 0.7913(6) 0.3226(4) 0.053(2) Uani 1 1 d . . . H7 H 1.2993 0.7928 0.3284 0.064 Uiso 1 1 calc R . . C8 C 1.2250(5) 0.7578(6) 0.2803(4) 0.054(2) Uani 1 1 d . . . H8 H 1.2578 0.7352 0.2565 0.065 Uiso 1 1 calc R . . C9 C 1.1504(4) 0.7548(5) 0.2697(3) 0.044(2) Uani 1 1 d . . . C10 C 1.1019(4) 0.7879(5) 0.3050(3) 0.0403(19) Uani 1 1 d . . . C11 C 1.1228(5) 0.7223(5) 0.2251(3) 0.051(2) Uani 1 1 d . . . H11 H 1.1537 0.6985 0.2004 0.062 Uiso 1 1 calc R . . C12 C 1.0510(5) 0.7249(5) 0.2173(3) 0.045(2) Uani 1 1 d . . . H12 H 1.0320 0.7032 0.1869 0.054 Uiso 1 1 calc R . . C13 C 1.0057(5) 0.7591(5) 0.2533(3) 0.0425(19) Uani 1 1 d . . . C14 C 0.9277(4) 0.7648(6) 0.2415(3) 0.048(2) Uani 1 1 d . . . H14A H 0.9031 0.7116 0.2555 0.071 Uiso 1 1 calc R . . H14B H 0.9212 0.7653 0.2055 0.071 Uiso 1 1 calc R . . H14C H 0.9079 0.8211 0.2556 0.071 Uiso 1 1 calc R . . C15 C 1.0274(4) 0.6679(5) 0.4334(3) 0.0454(19) Uani 1 1 d . . . H15 H 1.0355 0.7170 0.4558 0.054 Uiso 1 1 calc R . . C16 C 1.0439(5) 0.5798(6) 0.4473(4) 0.067(3) Uani 1 1 d . . . H16 H 1.0625 0.5688 0.4794 0.080 Uiso 1 1 calc R . . C17 C 1.0341(5) 0.5078(6) 0.4160(3) 0.060(2) Uani 1 1 d . . . H17 H 1.0452 0.4471 0.4260 0.072 Uiso 1 1 calc R . . C18 C 1.0070(6) 0.5253(5) 0.3683(3) 0.059(2) Uani 1 1 d . . . C19 C 0.9937(4) 0.6134(5) 0.3562(3) 0.0387(18) Uani 1 1 d . . . H19 H 0.9793 0.6260 0.3232 0.046 Uiso 1 1 calc R . . C20 C 1.0037(6) 0.4500(6) 0.3298(4) 0.062(3) Uani 1 1 d . . . H20A H 1.0524 0.4378 0.3173 0.075 Uiso 1 1 calc R . . H20B H 0.9859 0.3932 0.3455 0.075 Uiso 1 1 calc R . . C21 C 0.8865(5) 0.4717(5) 0.2908(3) 0.053(2) Uani 1 1 d . . . C22 C 0.8512(6) 0.4424(7) 0.3344(4) 0.073(3) Uani 1 1 d . . . H22 H 0.8786 0.4270 0.3627 0.088 Uiso 1 1 calc R . . C23 C 0.7800(7) 0.4358(8) 0.3365(4) 0.096(4) Uani 1 1 d . . . H23 H 0.7580 0.4146 0.3660 0.115 Uiso 1 1 calc R . . C24 C 0.7371(7) 0.4598(9) 0.2957(5) 0.095(4) Uani 1 1 d . . . H24 H 0.6868 0.4543 0.2977 0.114 Uiso 1 1 calc R . . C25 C 0.7679(5) 0.4910(7) 0.2533(4) 0.066(3) Uani 1 1 d . . . C26 C 0.8426(6) 0.4998(5) 0.2494(4) 0.055(2) Uani 1 1 d . . . C27 C 0.8742(6) 0.5349(6) 0.2055(4) 0.058(2) Uani 1 1 d . . . C28 C 0.7206(6) 0.5127(7) 0.2112(5) 0.076(3) Uani 1 1 d . . . C29 C 0.7539(6) 0.5530(6) 0.1685(4) 0.067(3) Uani 1 1 d . . . C30 C 0.8264(6) 0.5651(6) 0.1637(3) 0.056(2) Uani 1 1 d . . . C31 C 0.8575(7) 0.6036(6) 0.1220(4) 0.077(3) Uani 1 1 d . . . H31 H 0.9076 0.6114 0.1198 0.092 Uiso 1 1 calc R . . C32 C 0.8116(8) 0.6312(7) 0.0825(4) 0.079(3) Uani 1 1 d . . . H32 H 0.8311 0.6583 0.0536 0.095 Uiso 1 1 calc R . . C33 C 0.7391(8) 0.6183(8) 0.0863(5) 0.089(4) Uani 1 1 d . . . H33 H 0.7089 0.6370 0.0600 0.107 Uiso 1 1 calc R . . C34 C 0.7098(7) 0.5788(8) 0.1278(5) 0.086(4) Uani 1 1 d . . . H34 H 0.6599 0.5685 0.1294 0.103 Uiso 1 1 calc R . . C35 C 0.9201(5) 0.8486(6) 0.4255(3) 0.054(2) Uani 1 1 d . . . C36 C 0.9396(4) 0.9453(6) 0.3457(4) 0.054(2) Uani 1 1 d . . . C37 C 0.8774(4) 0.7767(5) 0.3465(3) 0.0424(19) Uani 1 1 d . . . N1 N 1.0291(3) 0.7890(4) 0.2972(2) 0.0357(14) Uani 1 1 d . . . N2 N 1.0790(3) 0.8582(4) 0.3839(3) 0.0384(15) Uani 1 1 d . . . N3 N 0.9995(4) 0.6853(4) 0.3878(3) 0.0447(16) Uani 1 1 d . . . N4 N 0.9583(4) 0.4730(4) 0.2887(3) 0.0534(19) Uani 1 1 d . . . H4A H 0.9785 0.4887 0.2606 0.064 Uiso 1 1 calc R . . O1 O 0.9396(4) 0.5430(4) 0.2002(2) 0.0660(17) Uani 1 1 d . . . O2 O 0.6570(5) 0.5001(6) 0.2144(3) 0.115(3) Uani 1 1 d . . . O3 O 0.8870(4) 0.8640(5) 0.4597(3) 0.075(2) Uani 1 1 d . . . O4 O 0.9206(3) 1.0175(4) 0.3360(3) 0.082(2) Uani 1 1 d . . . O5 O 0.8217(3) 0.7471(4) 0.3373(2) 0.0587(16) Uani 1 1 d . . . F1 F 0.9764(10) 0.7095(17) 0.0342(8) 0.130(7) Uani 0.41 1 d PDU A 1 F2 F 1.0485(15) 0.6918(18) 0.1016(8) 0.196(10) Uani 0.41 1 d PDU A 1 F3 F 1.0414(12) 0.8330(12) 0.0640(9) 0.127(8) Uani 0.41 1 d PDU A 1 F4 F 1.1007(10) 0.7212(15) 0.0251(8) 0.173(9) Uani 0.41 1 d PDU A 1 B1 B 1.0408(12) 0.7388(16) 0.0562(9) 0.139(8) Uani 0.41 1 d PDU A 1 F1A F 0.9619(9) 0.7772(13) 0.0310(5) 0.164(6) Uani 0.59 1 d PDU B 2 F2A F 1.0638(8) 0.8072(10) 0.0733(8) 0.163(8) Uani 0.59 1 d PDU B 2 F3A F 1.0202(9) 0.6600(8) 0.0749(7) 0.154(6) Uani 0.59 1 d PDU B 2 F4A F 0.9549(6) 0.7749(6) 0.1111(4) 0.101(4) Uani 0.59 1 d PDU B 2 B1A B 0.9999(10) 0.7531(12) 0.0726(7) 0.107(6) Uani 0.59 1 d PDU B 2 O6 O 0.7723(12) 0.9947(15) -0.0398(7) 0.132(10) Uani 0.470(17) 1 d PU C 2 O7 O 0.8381(12) 0.8467(17) -0.0070(10) 0.189(11) Uani 0.530(17) 1 d PU C 2 O8 O 1.2164(13) 0.8110(16) 0.0382(7) 0.174(11) Uani 0.54(2) 1 d PU D 2 O9 O 0.6951(15) 0.872(2) -0.0983(11) 0.190(15) Uani 0.46(2) 1 d PU D 2 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 Re1 0.0430(2) 0.02827(17) 0.0406(2) -0.00042(13) 0.00570(16) 0.00207(13) C1 0.078(7) 0.053(5) 0.042(5) -0.015(4) 0.010(5) -0.009(5) C2 0.059(6) 0.032(4) 0.045(5) 0.003(4) 0.004(4) -0.006(4) C3 0.066(6) 0.047(5) 0.048(5) 0.003(4) -0.013(5) -0.011(4) C4 0.045(5) 0.052(5) 0.061(6) 0.006(5) -0.003(5) 0.000(4) C5 0.049(5) 0.031(4) 0.050(5) 0.014(4) 0.006(4) 0.004(3) C6 0.063(5) 0.023(3) 0.039(5) 0.007(3) -0.023(4) 0.006(4) C7 0.034(5) 0.049(5) 0.077(7) 0.010(5) 0.009(5) 0.008(4) C8 0.052(6) 0.057(5) 0.052(6) 0.008(5) 0.021(5) 0.014(4) C9 0.048(5) 0.037(4) 0.048(5) 0.006(4) 0.006(4) 0.011(4) C10 0.054(5) 0.026(3) 0.042(5) 0.011(3) 0.008(4) 0.006(3) C11 0.067(6) 0.040(4) 0.047(6) 0.001(4) 0.026(5) 0.008(4) C12 0.071(6) 0.035(4) 0.030(5) 0.003(3) 0.008(4) 0.004(4) C13 0.059(5) 0.027(4) 0.042(5) 0.005(4) 0.002(4) -0.001(4) C14 0.051(5) 0.054(5) 0.037(5) 0.004(4) 0.001(4) -0.002(4) C15 0.054(5) 0.040(4) 0.043(5) 0.000(4) -0.008(4) 0.002(4) C16 0.098(8) 0.058(6) 0.045(6) 0.009(5) -0.025(5) 0.008(5) C17 0.086(7) 0.038(4) 0.056(6) 0.008(4) -0.006(5) 0.006(4) C18 0.109(7) 0.029(4) 0.041(5) -0.001(4) 0.007(5) -0.001(5) C19 0.049(5) 0.029(4) 0.038(5) 0.002(3) 0.001(4) -0.003(3) C20 0.078(6) 0.033(4) 0.076(7) -0.003(5) -0.011(6) -0.001(4) C21 0.082(7) 0.032(4) 0.045(5) -0.011(4) 0.002(5) -0.012(4) C22 0.092(8) 0.073(6) 0.055(7) -0.006(5) -0.001(6) -0.040(6) C23 0.117(11) 0.120(10) 0.051(7) -0.020(7) 0.022(7) -0.067(8) C24 0.098(9) 0.105(9) 0.083(9) -0.034(8) 0.036(8) -0.040(7) C25 0.062(7) 0.073(6) 0.064(7) -0.031(5) 0.000(6) -0.021(5) C26 0.077(7) 0.033(4) 0.053(6) -0.014(4) 0.013(5) -0.010(4) C27 0.080(7) 0.035(4) 0.061(6) -0.019(4) 0.020(6) 0.000(5) C28 0.067(7) 0.076(7) 0.086(9) -0.034(6) 0.018(7) -0.017(6) C29 0.077(8) 0.056(6) 0.068(7) -0.027(5) -0.008(6) 0.015(5) C30 0.080(7) 0.042(5) 0.046(6) -0.013(4) 0.009(5) 0.011(5) C31 0.102(9) 0.051(5) 0.077(8) -0.027(5) 0.011(7) 0.012(6) C32 0.127(11) 0.056(6) 0.053(7) -0.007(5) -0.010(7) 0.017(7) C33 0.104(11) 0.075(8) 0.087(10) -0.028(7) -0.008(8) 0.021(7) C34 0.094(9) 0.080(8) 0.083(9) -0.035(7) 0.006(8) 0.006(7) C35 0.057(6) 0.052(5) 0.053(6) -0.016(4) 0.025(5) -0.003(4) C36 0.041(5) 0.039(5) 0.082(7) 0.009(4) 0.003(5) 0.008(4) C37 0.039(5) 0.040(4) 0.048(5) 0.005(4) -0.004(4) 0.003(4) N1 0.040(4) 0.025(3) 0.041(4) 0.004(3) 0.004(3) 0.005(3) N2 0.040(4) 0.028(3) 0.047(4) 0.001(3) -0.007(3) -0.006(3) N3 0.057(4) 0.035(4) 0.042(4) 0.003(3) -0.024(4) 0.004(3) N4 0.076(6) 0.039(4) 0.046(4) -0.005(3) 0.007(4) -0.002(4) O1 0.082(5) 0.059(4) 0.057(4) 0.000(3) 0.017(4) -0.002(4) O2 0.079(6) 0.147(8) 0.118(8) -0.034(6) 0.005(6) -0.016(6) O3 0.070(5) 0.082(5) 0.073(5) -0.018(4) 0.022(4) -0.010(4) O4 0.055(4) 0.042(3) 0.150(7) 0.019(4) 0.001(4) 0.009(3) O5 0.048(4) 0.070(4) 0.058(4) 0.004(3) 0.005(3) -0.001(3) F1 0.152(12) 0.128(12) 0.109(12) -0.006(11) 0.006(10) -0.015(11) F2 0.232(16) 0.200(16) 0.155(15) 0.033(13) -0.016(13) 0.005(13) F3 0.147(13) 0.107(12) 0.126(12) 0.014(10) -0.015(11) 0.042(11) F4 0.188(15) 0.168(14) 0.163(15) -0.018(13) 0.005(14) 0.027(13) B1 0.165(13) 0.116(12) 0.137(13) -0.011(11) -0.003(11) -0.005(11) F1A 0.219(14) 0.162(12) 0.111(10) 0.024(10) -0.010(10) -0.038(11) F2A 0.165(13) 0.119(11) 0.204(14) -0.033(11) -0.007(11) 0.036(10) F3A 0.196(12) 0.093(8) 0.174(12) -0.010(9) 0.020(10) -0.038(8) F4A 0.184(10) 0.061(5) 0.057(6) -0.020(5) 0.016(7) -0.043(6) B1A 0.148(11) 0.064(9) 0.111(11) -0.034(9) -0.005(10) -0.024(9) O6 0.156(16) 0.146(15) 0.096(14) 0.039(11) 0.014(11) 0.004(12) O7 0.153(15) 0.210(17) 0.203(18) 0.005(14) 0.075(14) 0.067(13) O8 0.206(18) 0.210(18) 0.107(14) 0.006(12) 0.023(12) -0.072(13) O9 0.18(2) 0.19(2) 0.20(2) 0.029(16) -0.029(16) -0.003(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C37 1.895(9) . ? Re1 C35 1.915(9) . ? Re1 C36 1.925(8) . ? Re1 N3 2.193(6) . ? Re1 N2 2.210(6) . ? Re1 N1 2.210(6) . ? C1 C2 1.484(11) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 N2 1.352(10) . ? C2 C3 1.404(12) . ? C3 C4 1.349(12) . ? C3 H3 0.9500 . ? C4 C5 1.407(12) . ? C4 H4 0.9500 . ? C5 C7 1.440(12) . ? C5 C6 1.455(11) . ? C6 N2 1.320(10) . ? C6 C10 1.441(10) . ? C7 C8 1.326(12) . ? C7 H7 0.9500 . ? C8 C9 1.430(12) . ? C8 H8 0.9500 . ? C9 C11 1.396(12) . ? C9 C10 1.406(11) . ? C10 N1 1.384(10) . ? C11 C12 1.366(12) . ? C11 H11 0.9500 . ? C12 C13 1.387(11) . ? C12 H12 0.9500 . ? C13 N1 1.340(10) . ? C13 C14 1.501(11) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 N3 1.364(10) . ? C15 C16 1.375(11) . ? C15 H15 0.9500 . ? C16 C17 1.362(12) . ? C16 H16 0.9500 . ? C17 C18 1.409(12) . ? C17 H17 0.9500 . ? C18 C19 1.351(11) . ? C18 C20 1.516(12) . ? C19 N3 1.360(9) . ? C19 H19 0.9500 . ? C20 N4 1.441(11) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 N4 1.350(11) . ? C21 C22 1.420(12) . ? C21 C26 1.450(13) . ? C22 C23 1.342(15) . ? C22 H22 0.9500 . ? C23 C24 1.413(17) . ? C23 H23 0.9500 . ? C24 C25 1.364(14) . ? C24 H24 0.9500 . ? C25 C26 1.412(14) . ? C25 C28 1.477(15) . ? C26 C27 1.424(13) . ? C27 O1 1.241(11) . ? C27 C30 1.509(13) . ? C28 O2 1.211(12) . ? C28 C29 1.441(15) . ? C29 C30 1.379(14) . ? C29 C34 1.428(15) . ? C30 C31 1.389(14) . ? C31 C32 1.431(14) . ? C31 H31 0.9500 . ? C32 C33 1.379(16) . ? C32 H32 0.9500 . ? C33 C34 1.377(16) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 O3 1.138(9) . ? C36 O4 1.143(9) . ? C37 O5 1.158(9) . ? N4 H4A 0.8800 . ? F1 B1 1.415(18) . ? F2 B1 1.413(18) . ? F3 B1 1.391(18) . ? F4 B1 1.429(18) . ? F1A B1A 1.380(17) . ? F2A B1A 1.436(16) . ? F3A B1A 1.412(16) . ? F4A B1A 1.378(16) . ? 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 C37 Re1 C35 82.5(4) . . ? C37 Re1 C36 90.9(3) . . ? C35 Re1 C36 85.5(4) . . ? C37 Re1 N3 89.2(3) . . ? C35 Re1 N3 93.1(3) . . ? C36 Re1 N3 178.6(4) . . ? C37 Re1 N2 172.0(3) . . ? C35 Re1 N2 101.2(3) . . ? C36 Re1 N2 96.4(3) . . ? N3 Re1 N2 83.6(2) . . ? C37 Re1 N1 99.9(3) . . ? C35 Re1 N1 175.9(3) . . ? C36 Re1 N1 97.8(3) . . ? N3 Re1 N1 83.6(2) . . ? N2 Re1 N1 76.0(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 119.8(8) . . ? N2 C2 C1 120.1(8) . . ? C3 C2 C1 120.1(8) . . ? C4 C3 C2 122.0(8) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 119.4(8) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C7 123.5(8) . . ? C4 C5 C6 115.9(7) . . ? C7 C5 C6 120.6(8) . . ? N2 C6 C10 121.3(7) . . ? N2 C6 C5 122.9(7) . . ? C10 C6 C5 115.6(8) . . ? C8 C7 C5 121.0(8) . . ? C8 C7 H7 119.5 . . ? C5 C7 H7 119.5 . . ? C7 C8 C9 121.6(8) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C11 C9 C10 117.5(8) . . ? C11 C9 C8 123.2(8) . . ? C10 C9 C8 119.2(8) . . ? N1 C10 C9 122.8(7) . . ? N1 C10 C6 115.2(7) . . ? C9 C10 C6 121.9(8) . . ? C12 C11 C9 119.4(8) . . ? C12 C11 H11 120.3 . . ? C9 C11 H11 120.3 . . ? C11 C12 C13 120.4(8) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? N1 C13 C12 122.7(8) . . ? N1 C13 C14 119.4(7) . . ? C12 C13 C14 117.9(8) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 C16 120.5(8) . . ? N3 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C17 C16 C15 121.5(8) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C16 C17 C18 118.5(8) . . ? C16 C17 H17 120.7 . . ? C18 C17 H17 120.7 . . ? C19 C18 C17 117.6(8) . . ? C19 C18 C20 121.0(8) . . ? C17 C18 C20 120.8(7) . . ? C18 C19 N3 124.5(8) . . ? C18 C19 H19 117.7 . . ? N3 C19 H19 117.7 . . ? N4 C20 C18 112.8(7) . . ? N4 C20 H20A 109.0 . . ? C18 C20 H20A 109.0 . . ? N4 C20 H20B 109.0 . . ? C18 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? N4 C21 C22 120.4(9) . . ? N4 C21 C26 122.1(8) . . ? C22 C21 C26 117.6(9) . . ? C23 C22 C21 121.5(11) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C22 C23 C24 121.2(11) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? C25 C24 C23 120.0(11) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 121.0(11) . . ? C24 C25 C28 117.6(10) . . ? C26 C25 C28 121.4(10) . . ? C25 C26 C27 120.6(10) . . ? C25 C26 C21 118.8(9) . . ? C27 C26 C21 120.6(9) . . ? O1 C27 C26 122.8(10) . . ? O1 C27 C30 118.3(9) . . ? C26 C27 C30 118.8(9) . . ? O2 C28 C29 123.1(12) . . ? O2 C28 C25 120.4(11) . . ? C29 C28 C25 116.4(10) . . ? C30 C29 C34 117.8(11) . . ? C30 C29 C28 123.8(10) . . ? C34 C29 C28 118.3(11) . . ? C29 C30 C31 122.9(11) . . ? C29 C30 C27 118.6(9) . . ? C31 C30 C27 118.5(10) . . ? C30 C31 C32 117.9(11) . . ? C30 C31 H31 121.0 . . ? C32 C31 H31 121.0 . . ? C33 C32 C31 120.0(12) . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C34 C33 C32 120.9(13) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C33 C34 C29 120.4(12) . . ? C33 C34 H34 119.8 . . ? C29 C34 H34 119.8 . . ? O3 C35 Re1 174.8(9) . . ? O4 C36 Re1 177.1(9) . . ? O5 C37 Re1 177.4(8) . . ? C13 N1 C10 117.0(7) . . ? C13 N1 Re1 129.4(5) . . ? C10 N1 Re1 113.0(5) . . ? C6 N2 C2 119.7(7) . . ? C6 N2 Re1 111.9(5) . . ? C2 N2 Re1 127.9(6) . . ? C19 N3 C15 117.2(6) . . ? C19 N3 Re1 120.4(5) . . ? C15 N3 Re1 122.4(5) . . ? C21 N4 C20 123.7(8) . . ? C21 N4 H4A 118.1 . . ? C20 N4 H4A 118.1 . . ? F3 B1 F2 110.3(17) . . ? F3 B1 F1 111.7(17) . . ? F2 B1 F1 107.9(16) . . ? F3 B1 F4 105.1(16) . . ? F2 B1 F4 110.1(17) . . ? F1 B1 F4 111.8(17) . . ? F4A B1A F1A 103.9(14) . . ? F4A B1A F3A 110.7(14) . . ? F1A B1A F3A 114.9(15) . . ? F4A B1A F2A 112.1(14) . . ? F1A B1A F2A 107.6(15) . . ? F3A B1A F2A 107.7(14) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.864 _refine_diff_density_min -0.981 _refine_diff_density_rms 0.144