# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_Compound_3b_lg127d _database_code_depnum_ccdc_archive 'CCDC 901773' #TrackingRef 'REVISED_2__Schiff_plus_click.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H19 Br Cl2 Mn N5 O3' _chemical_formula_weight 643.20 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.011(16) _cell_length_b 12.952(7) _cell_length_c 15.675(8) _cell_angle_alpha 90.00 _cell_angle_beta 110.314(9) _cell_angle_gamma 90.00 _cell_volume 5334(5) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 718 _cell_measurement_theta_min 2.395 _cell_measurement_theta_max 23.223 _exptl_crystal_description BLOCK _exptl_crystal_colour RED _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2576 _exptl_absorpt_coefficient_mu 2.231 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.719655 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11939 _diffrn_reflns_av_R_equivalents 0.1303 _diffrn_reflns_av_sigmaI/netI 0.1699 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 23.37 _reflns_number_total 3860 _reflns_number_gt 1788 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3860 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1742 _refine_ls_R_factor_gt 0.0790 _refine_ls_wR_factor_ref 0.1441 _refine_ls_wR_factor_gt 0.1227 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 1.12828(5) 0.66470(12) 0.42142(9) 0.0434(5) Uani 1 1 d . . . Br1 Br 1.09681(4) 0.63303(9) 0.25356(7) 0.0617(4) Uani 1 1 d . . . N1 N 1.0791(3) 0.7879(6) 0.3974(5) 0.043(2) Uani 1 1 d . . . N2 N 1.0623(3) 0.5942(6) 0.4227(4) 0.0329(19) Uani 1 1 d . . . N3 N 0.9516(3) 0.1797(7) 0.3110(6) 0.065(3) Uani 1 1 d . . . N4 N 0.9091(4) 0.1552(7) 0.2460(7) 0.068(3) Uani 1 1 d . . . N5 N 0.8869(3) 0.2418(7) 0.2071(5) 0.052(2) Uani 1 1 d . . . C1 C 1.1500(3) 0.6830(8) 0.5416(8) 0.050(3) Uani 1 1 d . . . O1 O 1.1658(3) 0.6917(6) 0.6196(5) 0.082(3) Uani 1 1 d . . . C2 C 1.1666(4) 0.5526(10) 0.4309(6) 0.055(3) Uani 1 1 d . . . O2 O 1.1938(3) 0.4834(6) 0.4346(5) 0.081(3) Uani 1 1 d . . . C3 C 1.1800(4) 0.7388(9) 0.4115(6) 0.057(3) Uani 1 1 d . . . O3 O 1.2135(3) 0.7864(7) 0.4044(5) 0.084(3) Uani 1 1 d . . . C4 C 0.9566(3) 0.2847(8) 0.3123(6) 0.036(2) Uani 1 1 d . . . C5 C 0.9153(4) 0.3213(8) 0.2467(6) 0.048(3) Uani 1 1 d . . . H5 H 0.9079 0.3904 0.2318 0.058 Uiso 1 1 calc R . . C11 C 1.0883(4) 0.8841(10) 0.3808(7) 0.060(3) Uani 1 1 d . . . H11 H 1.1200 0.9007 0.3781 0.072 Uiso 1 1 calc R . . C12 C 1.0520(5) 0.9616(9) 0.3670(7) 0.066(3) Uani 1 1 d . . . H12 H 1.0596 1.0293 0.3565 0.079 Uiso 1 1 calc R . . C13 C 1.0054(5) 0.9370(10) 0.3690(7) 0.067(3) Uani 1 1 d . . . H13 H 0.9807 0.9878 0.3606 0.081 Uiso 1 1 calc R . . C14 C 0.9948(4) 0.8359(9) 0.3835(6) 0.054(3) Uani 1 1 d . . . H14 H 0.9628 0.8170 0.3838 0.065 Uiso 1 1 calc R . . C15 C 1.0326(4) 0.7644(8) 0.3976(6) 0.040(3) Uani 1 1 d . . . C16 C 1.0257(3) 0.6556(8) 0.4125(5) 0.039(2) Uani 1 1 d . . . H16 H 0.9948 0.6315 0.4145 0.046 Uiso 1 1 calc R . . C17 C 1.0538(3) 0.4860(7) 0.4314(6) 0.034(2) Uani 1 1 d . . . C18 C 1.0898(3) 0.4267(8) 0.4940(6) 0.041(3) Uani 1 1 d . . . H18 H 1.1196 0.4566 0.5331 0.049 Uiso 1 1 calc R . . C19 C 1.0814(4) 0.3217(8) 0.4986(6) 0.045(3) Uani 1 1 d . . . H19 H 1.1051 0.2814 0.5421 0.053 Uiso 1 1 calc R . . C20 C 1.0387(4) 0.2772(8) 0.4397(6) 0.042(3) Uani 1 1 d . . . H20 H 1.0342 0.2063 0.4427 0.051 Uiso 1 1 calc R . . C21 C 1.0016(3) 0.3341(8) 0.3756(6) 0.036(2) Uani 1 1 d . . . C22 C 1.0098(3) 0.4398(7) 0.3723(5) 0.034(2) Uani 1 1 d . . . H22 H 0.9855 0.4803 0.3299 0.041 Uiso 1 1 calc R . . C30 C 0.8400(4) 0.2363(8) 0.1269(6) 0.065(3) Uani 1 1 d . . . H30A H 0.8467 0.1968 0.0796 0.078 Uiso 1 1 calc R . . H30B H 0.8303 0.3056 0.1038 0.078 Uiso 1 1 calc R . . C31 C 0.7966(4) 0.1876(9) 0.1474(6) 0.046(3) Uani 1 1 d . . . C32 C 0.7887(4) 0.0826(10) 0.1401(6) 0.061(3) Uani 1 1 d . . . H32 H 0.8103 0.0427 0.1198 0.073 Uiso 1 1 calc R . . C33 C 0.7503(5) 0.0330(10) 0.1614(8) 0.083(4) Uani 1 1 d . . . H33 H 0.7465 -0.0384 0.1579 0.100 Uiso 1 1 calc R . . C34 C 0.7185(5) 0.0949(16) 0.1876(9) 0.097(6) Uani 1 1 d . . . H34 H 0.6920 0.0647 0.2016 0.117 Uiso 1 1 calc R . . C35 C 0.7240(6) 0.1974(16) 0.1940(10) 0.108(6) Uani 1 1 d . . . H35 H 0.7014 0.2374 0.2115 0.130 Uiso 1 1 calc R . . C36 C 0.7638(5) 0.2440(10) 0.1741(8) 0.084(4) Uani 1 1 d . . . H36 H 0.7678 0.3153 0.1794 0.101 Uiso 1 1 calc R . . C90 C 1.1485(5) 1.0392(9) 0.1235(8) 0.098(4) Uani 1 1 d . . . H90A H 1.1186 1.0732 0.0822 0.117 Uiso 1 1 calc R . . H90B H 1.1625 1.0830 0.1766 0.117 Uiso 1 1 calc R . . Cl91 Cl 1.13078(17) 0.9217(4) 0.1569(4) 0.175(2) Uani 1 1 d . . . Cl92 Cl 1.19285(15) 1.0258(4) 0.0709(2) 0.1400(17) 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 Mn1 0.0330(9) 0.0499(11) 0.0438(10) -0.0051(8) 0.0090(7) -0.0067(8) Br1 0.0549(8) 0.0790(9) 0.0472(7) -0.0087(6) 0.0126(5) -0.0104(7) N1 0.046(6) 0.037(6) 0.047(5) -0.006(4) 0.016(4) -0.019(5) N2 0.027(5) 0.029(6) 0.037(5) -0.001(4) 0.005(4) 0.004(4) N3 0.044(6) 0.033(6) 0.097(8) -0.004(5) -0.002(5) -0.004(5) N4 0.062(7) 0.035(6) 0.090(7) 0.000(6) 0.004(6) -0.002(6) N5 0.044(6) 0.049(7) 0.056(6) 0.005(5) 0.006(5) -0.015(5) C1 0.031(6) 0.048(8) 0.055(8) 0.003(6) -0.007(6) -0.002(5) O1 0.078(6) 0.100(7) 0.050(5) -0.006(5) 0.001(5) -0.003(5) C2 0.027(7) 0.087(10) 0.050(7) -0.006(6) 0.011(6) -0.018(6) O2 0.055(6) 0.079(7) 0.103(7) -0.006(5) 0.020(5) 0.020(5) C3 0.064(9) 0.062(9) 0.038(7) -0.007(6) 0.009(6) -0.001(7) O3 0.058(6) 0.105(8) 0.088(6) 0.004(5) 0.022(5) -0.030(5) C4 0.029(6) 0.037(7) 0.037(7) -0.003(5) 0.006(5) -0.005(5) C5 0.053(7) 0.042(7) 0.047(7) 0.004(6) 0.014(6) -0.011(6) C11 0.052(8) 0.055(9) 0.072(8) 0.001(7) 0.022(6) -0.025(7) C12 0.081(10) 0.041(9) 0.067(8) 0.008(6) 0.014(7) -0.009(8) C13 0.067(9) 0.061(10) 0.065(8) 0.000(7) 0.010(7) 0.012(7) C14 0.065(8) 0.031(7) 0.060(7) 0.008(6) 0.014(6) -0.005(7) C15 0.048(8) 0.028(7) 0.044(7) 0.001(5) 0.014(5) 0.000(6) C16 0.034(6) 0.041(8) 0.043(6) 0.000(5) 0.016(5) -0.001(6) C17 0.028(6) 0.033(7) 0.040(6) 0.002(5) 0.012(5) -0.002(5) C18 0.021(6) 0.055(8) 0.044(7) 0.000(5) 0.008(5) -0.005(5) C19 0.038(7) 0.044(8) 0.046(7) 0.013(5) 0.008(5) 0.011(6) C20 0.042(7) 0.043(7) 0.042(7) 0.008(5) 0.014(6) 0.002(6) C21 0.036(6) 0.041(7) 0.034(6) 0.004(5) 0.013(5) 0.003(6) C22 0.031(6) 0.039(7) 0.031(6) 0.003(5) 0.010(5) 0.005(5) C30 0.075(9) 0.059(8) 0.051(8) 0.009(6) 0.009(7) -0.017(7) C31 0.043(7) 0.051(9) 0.038(7) -0.005(5) 0.006(5) -0.002(7) C32 0.048(8) 0.068(10) 0.064(8) -0.019(6) 0.017(6) -0.003(7) C33 0.049(9) 0.089(11) 0.100(10) 0.001(8) 0.013(8) -0.038(8) C34 0.033(9) 0.19(2) 0.059(9) 0.000(11) 0.009(7) -0.012(12) C35 0.058(12) 0.169(19) 0.095(12) -0.029(13) 0.022(9) 0.024(13) C36 0.065(10) 0.088(11) 0.086(10) -0.020(8) 0.009(8) 0.012(9) C90 0.115(11) 0.095(12) 0.094(10) -0.001(8) 0.050(9) 0.001(9) Cl91 0.131(4) 0.111(4) 0.310(7) -0.068(4) 0.110(4) -0.043(3) Cl92 0.116(3) 0.215(5) 0.099(3) 0.018(3) 0.051(3) 0.046(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 C2 1.781(13) . ? Mn1 C1 1.783(11) . ? Mn1 C3 1.788(12) . ? Mn1 N1 2.055(8) . ? Mn1 N2 2.067(7) . ? Mn1 Br1 2.502(2) . ? N1 C11 1.316(11) . ? N1 C15 1.339(10) . ? N2 C16 1.265(10) . ? N2 C17 1.435(10) . ? N3 N4 1.309(10) . ? N3 C4 1.367(11) . ? N4 N5 1.324(10) . ? N5 C5 1.317(11) . ? N5 C30 1.472(11) . ? C1 O1 1.152(10) . ? C2 O2 1.164(11) . ? C3 O3 1.161(10) . ? C4 C5 1.341(11) . ? C4 C21 1.453(12) . ? C11 C12 1.391(13) . ? C12 C13 1.356(13) . ? C13 C14 1.378(13) . ? C14 C15 1.366(12) . ? C15 C16 1.453(12) . ? C17 C18 1.372(11) . ? C17 C22 1.395(11) . ? C18 C19 1.387(12) . ? C19 C20 1.360(11) . ? C20 C21 1.381(11) . ? C21 C22 1.392(11) . ? C30 C31 1.499(12) . ? C31 C36 1.350(14) . ? C31 C32 1.376(13) . ? C32 C33 1.389(13) . ? C33 C34 1.365(16) . ? C34 C35 1.336(18) . ? C35 C36 1.395(17) . ? C90 Cl92 1.721(11) . ? C90 Cl91 1.737(12) . ? 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 Mn1 C1 92.6(4) . . ? C2 Mn1 C3 87.8(5) . . ? C1 Mn1 C3 91.8(4) . . ? C2 Mn1 N1 173.9(4) . . ? C1 Mn1 N1 92.9(4) . . ? C3 Mn1 N1 94.5(4) . . ? C2 Mn1 N2 98.8(4) . . ? C1 Mn1 N2 91.5(3) . . ? C3 Mn1 N2 172.4(4) . . ? N1 Mn1 N2 78.5(3) . . ? C2 Mn1 Br1 86.3(3) . . ? C1 Mn1 Br1 178.1(3) . . ? C3 Mn1 Br1 89.8(3) . . ? N1 Mn1 Br1 88.0(2) . . ? N2 Mn1 Br1 87.03(18) . . ? C11 N1 C15 118.1(9) . . ? C11 N1 Mn1 127.4(8) . . ? C15 N1 Mn1 114.4(7) . . ? C16 N2 C17 118.1(8) . . ? C16 N2 Mn1 114.2(6) . . ? C17 N2 Mn1 127.6(6) . . ? N4 N3 C4 108.2(8) . . ? N3 N4 N5 108.0(8) . . ? C5 N5 N4 109.5(8) . . ? C5 N5 C30 130.8(10) . . ? N4 N5 C30 119.4(9) . . ? O1 C1 Mn1 176.9(9) . . ? O2 C2 Mn1 175.2(10) . . ? O3 C3 Mn1 179.4(10) . . ? C5 C4 N3 106.4(8) . . ? C5 C4 C21 133.0(10) . . ? N3 C4 C21 120.5(9) . . ? N5 C5 C4 107.8(9) . . ? N1 C11 C12 122.2(10) . . ? C13 C12 C11 118.9(11) . . ? C12 C13 C14 119.4(11) . . ? C15 C14 C13 118.2(10) . . ? N1 C15 C14 123.1(10) . . ? N1 C15 C16 114.0(9) . . ? C14 C15 C16 123.0(10) . . ? N2 C16 C15 118.8(9) . . ? C18 C17 C22 119.7(9) . . ? C18 C17 N2 120.6(9) . . ? C22 C17 N2 119.6(8) . . ? C17 C18 C19 119.3(9) . . ? C20 C19 C18 120.4(9) . . ? C19 C20 C21 122.0(10) . . ? C20 C21 C22 117.4(9) . . ? C20 C21 C4 121.1(10) . . ? C22 C21 C4 121.5(9) . . ? C21 C22 C17 121.1(9) . . ? N5 C30 C31 112.7(8) . . ? C36 C31 C32 116.9(11) . . ? C36 C31 C30 121.9(12) . . ? C32 C31 C30 121.2(11) . . ? C31 C32 C33 123.6(11) . . ? C34 C33 C32 116.2(13) . . ? C35 C34 C33 122.4(16) . . ? C34 C35 C36 119.6(15) . . ? C31 C36 C35 121.2(13) . . ? Cl92 C90 Cl91 112.7(7) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 23.37 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.562 _refine_diff_density_min -0.589 _refine_diff_density_rms 0.084 data_Compound_3c_lg163r _database_code_depnum_ccdc_archive 'CCDC 901774' #TrackingRef 'REVISED_2__Schiff_plus_click.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H24 Cl Mo N5 O2' _chemical_formula_weight 581.90 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.130(3) _cell_length_b 9.212(4) _cell_length_c 15.212(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.672(6) _cell_angle_gamma 90.00 _cell_volume 1268.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 855 _cell_measurement_theta_min 2.751 _cell_measurement_theta_max 25.209 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.657 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.822858 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10815 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0528 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 26.42 _reflns_number_total 5140 _reflns_number_gt 4375 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(4) _refine_ls_number_reflns 5140 _refine_ls_number_parameters 326 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0768 _refine_ls_wR_factor_gt 0.0742 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 Mo1 Mo 0.89434(3) 0.27065(4) 0.139287(19) 0.03066(9) Uani 1 1 d . . . Cl1 Cl 0.81211(13) 0.52020(12) 0.09340(8) 0.0475(3) Uani 1 1 d . . . N1 N 0.7878(3) 0.2203(3) 0.0031(2) 0.0327(8) Uani 1 1 d . . . N2 N 0.6505(3) 0.2476(5) 0.1447(2) 0.0351(9) Uani 1 1 d . . . N3 N 0.3595(5) -0.0766(5) 0.3364(3) 0.0628(13) Uani 1 1 d . . . N4 N 0.2866(5) -0.1620(5) 0.3840(3) 0.0677(13) Uani 1 1 d . . . N5 N 0.2305(4) -0.0773(4) 0.4415(2) 0.0472(9) Uani 1 1 d . . . C2 C 0.9760(5) 0.3549(5) 0.2522(3) 0.0467(11) Uani 1 1 d . . . O2 O 1.0289(5) 0.4058(5) 0.3169(3) 0.0812(13) Uani 1 1 d . . . C3 C 1.0930(5) 0.3174(4) 0.1164(3) 0.0410(11) Uani 1 1 d . . . O3 O 1.2119(4) 0.3455(4) 0.1046(2) 0.0622(10) Uani 1 1 d . . . C4 C 0.3500(5) 0.0615(5) 0.3645(3) 0.0420(11) Uani 1 1 d . . . C5 C 0.2670(5) 0.0593(5) 0.4317(3) 0.0423(11) Uani 1 1 d . . . H5 H 0.2411 0.1383 0.4645 0.051 Uiso 1 1 calc R . . C6 C 0.9134(6) 0.0962(5) 0.2483(3) 0.0488(11) Uani 1 1 d . . . H6A H 1.0072 0.0902 0.2865 0.059 Uiso 1 1 calc R . . H6B H 0.8282 0.0832 0.2793 0.059 Uiso 1 1 calc R . . C7 C 0.9067(5) 0.0318(5) 0.1651(3) 0.0431(11) Uani 1 1 d . . . C8 C 1.0303(5) 0.0635(5) 0.1220(3) 0.0485(12) Uani 1 1 d . . . H8A H 1.0282 0.0271 0.0621 0.058 Uiso 1 1 calc R . . H8B H 1.1265 0.0568 0.1575 0.058 Uiso 1 1 calc R . . C9 C 0.7836(6) -0.0657(5) 0.1264(3) 0.0546(13) Uani 1 1 d . . . H9A H 0.8108 -0.1650 0.1388 0.082 Uiso 1 1 calc R . . H9B H 0.7652 -0.0514 0.0634 0.082 Uiso 1 1 calc R . . H9C H 0.6959 -0.0432 0.1522 0.082 Uiso 1 1 calc R . . C11 C 0.8558(5) 0.2142(4) -0.0690(3) 0.0390(10) Uani 1 1 d . . . H11 H 0.9584 0.2196 -0.0618 0.047 Uiso 1 1 calc R . . C12 C 0.7828(6) 0.2003(5) -0.1528(3) 0.0531(12) Uani 1 1 d . . . H12 H 0.8349 0.1986 -0.2013 0.064 Uiso 1 1 calc R . . C13 C 0.6324(6) 0.1888(6) -0.1648(3) 0.0615(14) Uani 1 1 d . . . H13 H 0.5804 0.1784 -0.2213 0.074 Uiso 1 1 calc R . . C14 C 0.5595(5) 0.1931(5) -0.0911(3) 0.0521(12) Uani 1 1 d . . . H14 H 0.4572 0.1841 -0.0972 0.063 Uiso 1 1 calc R . . C15 C 0.6385(5) 0.2105(4) -0.0094(3) 0.0390(10) Uani 1 1 d . . . C16 C 0.5710(5) 0.2245(4) 0.0716(3) 0.0429(11) Uani 1 1 d . . . H16 H 0.4690 0.2164 0.0696 0.052 Uiso 1 1 calc R . . C17 C 0.5789(4) 0.2671(8) 0.2220(2) 0.0386(8) Uani 1 1 d . . . C18 C 0.4948(5) 0.1583(5) 0.2514(3) 0.0403(10) Uani 1 1 d . . . H18 H 0.4812 0.0713 0.2204 0.048 Uiso 1 1 calc R . . C19 C 0.4300(5) 0.1799(5) 0.3287(3) 0.0397(11) Uani 1 1 d . . . C20 C 0.4490(6) 0.3102(5) 0.3706(3) 0.0549(15) Uani 1 1 d . . . H20 H 0.4037 0.3267 0.4209 0.066 Uiso 1 1 calc R . . C21 C 0.5326(7) 0.4169(6) 0.3408(3) 0.0623(15) Uani 1 1 d . . . H21 H 0.5446 0.5049 0.3709 0.075 Uiso 1 1 calc R . . C22 C 0.5990(6) 0.3950(5) 0.2663(3) 0.0528(13) Uani 1 1 d . . . H22 H 0.6576 0.4672 0.2463 0.063 Uiso 1 1 calc R . . C30 C 0.1323(5) -0.1414(5) 0.4995(3) 0.0519(12) Uani 1 1 d . . . H30A H 0.1288 -0.0794 0.5507 0.062 Uiso 1 1 calc R . . H30B H 0.1703 -0.2353 0.5203 0.062 Uiso 1 1 calc R . . C31 C -0.0207(5) -0.1589(5) 0.4503(3) 0.0437(11) Uani 1 1 d . . . C32 C -0.0455(6) -0.2559(6) 0.3802(3) 0.0529(14) Uani 1 1 d . . . H32 H 0.0317 -0.3126 0.3653 0.063 Uiso 1 1 calc R . . C33 C -0.1823(7) -0.2682(5) 0.3333(3) 0.0651(16) Uani 1 1 d . . . H33 H -0.1985 -0.3324 0.2858 0.078 Uiso 1 1 calc R . . C34 C -0.2947(6) -0.1873(6) 0.3557(4) 0.0682(18) Uani 1 1 d . . . H34 H -0.3883 -0.1976 0.3237 0.082 Uiso 1 1 calc R . . C35 C -0.2744(6) -0.0901(6) 0.4245(3) 0.0610(15) Uani 1 1 d . . . H35 H -0.3523 -0.0338 0.4389 0.073 Uiso 1 1 calc R . . C36 C -0.1360(6) -0.0784(6) 0.4715(3) 0.0512(12) Uani 1 1 d . . . H36 H -0.1205 -0.0140 0.5189 0.061 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 Mo1 0.03102(15) 0.03181(15) 0.03089(14) -0.0017(2) 0.01056(11) -0.0005(2) Cl1 0.0480(7) 0.0329(6) 0.0665(8) 0.0056(5) 0.0251(6) 0.0038(5) N1 0.0314(17) 0.0344(18) 0.0332(17) 0.0020(13) 0.0079(14) 0.0011(13) N2 0.0347(16) 0.035(3) 0.0383(16) -0.0003(17) 0.0156(14) -0.0009(17) N3 0.065(3) 0.059(3) 0.073(3) -0.018(2) 0.042(2) -0.017(2) N4 0.075(3) 0.052(2) 0.084(3) -0.017(2) 0.041(3) -0.017(2) N5 0.048(2) 0.053(3) 0.043(2) -0.0033(19) 0.0181(18) -0.0121(19) C2 0.050(3) 0.050(3) 0.044(3) -0.007(2) 0.018(2) 0.002(2) O2 0.088(3) 0.101(3) 0.052(2) -0.037(2) 0.002(2) -0.008(3) C3 0.043(3) 0.039(3) 0.040(2) -0.0011(17) 0.005(2) 0.0017(18) O3 0.0336(18) 0.074(2) 0.083(3) 0.005(2) 0.0202(17) -0.0050(16) C4 0.037(2) 0.050(3) 0.042(2) -0.004(2) 0.014(2) -0.004(2) C5 0.046(3) 0.044(3) 0.040(2) -0.0029(19) 0.016(2) -0.006(2) C6 0.058(3) 0.049(3) 0.042(3) 0.013(2) 0.013(2) 0.005(2) C7 0.054(3) 0.033(2) 0.045(3) 0.0064(19) 0.014(2) 0.008(2) C8 0.053(3) 0.041(3) 0.054(3) 0.004(2) 0.016(2) 0.012(2) C9 0.073(4) 0.030(3) 0.062(3) 0.001(2) 0.013(3) -0.008(2) C11 0.040(2) 0.041(2) 0.038(2) 0.0010(17) 0.0128(19) -0.0008(18) C12 0.066(3) 0.061(3) 0.034(2) 0.003(2) 0.013(2) -0.004(2) C13 0.071(4) 0.076(4) 0.036(3) 0.002(2) -0.002(2) -0.007(3) C14 0.039(3) 0.066(3) 0.049(3) 0.005(2) -0.003(2) -0.006(2) C15 0.041(2) 0.038(2) 0.039(2) 0.0020(18) 0.0055(19) -0.0032(18) C16 0.030(2) 0.049(3) 0.052(3) 0.0007(19) 0.015(2) -0.0037(18) C17 0.0322(17) 0.045(2) 0.0422(19) 0.005(3) 0.0168(15) 0.000(3) C18 0.035(2) 0.045(3) 0.043(2) -0.007(2) 0.015(2) -0.005(2) C19 0.030(2) 0.050(3) 0.042(3) -0.002(2) 0.014(2) -0.003(2) C20 0.063(3) 0.055(4) 0.053(3) -0.013(2) 0.030(3) -0.006(2) C21 0.082(4) 0.048(3) 0.064(4) -0.011(3) 0.036(3) -0.008(3) C22 0.064(3) 0.043(3) 0.059(3) -0.004(2) 0.033(3) -0.010(2) C30 0.056(3) 0.061(3) 0.042(3) 0.005(2) 0.018(2) -0.019(3) C31 0.054(3) 0.043(2) 0.036(2) 0.012(2) 0.013(2) -0.012(2) C32 0.066(3) 0.041(4) 0.054(3) -0.002(2) 0.015(2) -0.011(3) C33 0.084(4) 0.054(4) 0.057(3) -0.006(2) 0.009(3) -0.024(3) C34 0.058(3) 0.085(5) 0.058(3) 0.017(3) -0.005(3) -0.023(3) C35 0.058(3) 0.075(4) 0.052(3) 0.020(3) 0.017(3) 0.003(3) C36 0.063(3) 0.055(3) 0.039(3) 0.005(2) 0.016(2) -0.011(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 C2 1.940(5) . ? Mo1 C3 1.940(5) . ? Mo1 N1 2.217(3) . ? Mo1 C7 2.236(4) . ? Mo1 N2 2.248(3) . ? Mo1 C6 2.298(4) . ? Mo1 C8 2.310(4) . ? Mo1 Cl1 2.4890(14) . ? N1 C11 1.331(5) . ? N1 C15 1.354(5) . ? N2 C16 1.262(5) . ? N2 C17 1.430(4) . ? N3 N4 1.310(6) . ? N3 C4 1.348(6) . ? N4 N5 1.324(5) . ? N5 C5 1.316(6) . ? N5 C30 1.463(5) . ? C2 O2 1.139(5) . ? C3 O3 1.153(5) . ? C4 C5 1.352(6) . ? C4 C19 1.458(6) . ? C6 C7 1.391(6) . ? C7 C8 1.409(6) . ? C7 C9 1.497(7) . ? C11 C12 1.363(6) . ? C12 C13 1.364(7) . ? C13 C14 1.379(7) . ? C14 C15 1.361(6) . ? C15 C16 1.456(6) . ? C17 C22 1.358(8) . ? C17 C18 1.374(7) . ? C18 C19 1.399(6) . ? C19 C20 1.359(6) . ? C20 C21 1.360(7) . ? C21 C22 1.369(6) . ? C30 C31 1.502(7) . ? C31 C36 1.361(7) . ? C31 C32 1.386(6) . ? C32 C33 1.358(7) . ? C33 C34 1.349(7) . ? C34 C35 1.371(8) . ? C35 C36 1.371(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 Mo1 C3 79.17(18) . . ? C2 Mo1 N1 168.35(17) . . ? C3 Mo1 N1 100.54(15) . . ? C2 Mo1 C7 103.51(19) . . ? C3 Mo1 C7 102.90(17) . . ? N1 Mo1 C7 87.95(15) . . ? C2 Mo1 N2 105.70(16) . . ? C3 Mo1 N2 168.89(16) . . ? N1 Mo1 N2 72.64(11) . . ? C7 Mo1 N2 85.85(16) . . ? C2 Mo1 C6 70.0(2) . . ? C3 Mo1 C6 107.56(18) . . ? N1 Mo1 C6 120.62(15) . . ? C7 Mo1 C6 35.69(16) . . ? N2 Mo1 C6 83.54(16) . . ? C2 Mo1 C8 106.40(19) . . ? C3 Mo1 C8 68.51(17) . . ? N1 Mo1 C8 84.05(15) . . ? C7 Mo1 C8 36.07(15) . . ? N2 Mo1 C8 118.39(16) . . ? C6 Mo1 C8 60.95(16) . . ? C2 Mo1 Cl1 86.82(15) . . ? C3 Mo1 Cl1 89.94(13) . . ? N1 Mo1 Cl1 81.53(9) . . ? C7 Mo1 Cl1 164.73(13) . . ? N2 Mo1 Cl1 80.48(11) . . ? C6 Mo1 Cl1 147.03(12) . . ? C8 Mo1 Cl1 151.33(11) . . ? C11 N1 C15 117.0(3) . . ? C11 N1 Mo1 125.7(3) . . ? C15 N1 Mo1 116.9(3) . . ? C16 N2 C17 118.2(3) . . ? C16 N2 Mo1 116.1(2) . . ? C17 N2 Mo1 125.6(2) . . ? N4 N3 C4 109.5(4) . . ? N3 N4 N5 106.3(4) . . ? C5 N5 N4 111.3(4) . . ? C5 N5 C30 129.7(4) . . ? N4 N5 C30 118.8(4) . . ? O2 C2 Mo1 177.2(4) . . ? O3 C3 Mo1 178.6(4) . . ? N3 C4 C5 106.9(4) . . ? N3 C4 C19 122.0(4) . . ? C5 C4 C19 130.8(4) . . ? N5 C5 C4 106.0(4) . . ? C7 C6 Mo1 69.7(3) . . ? C6 C7 C8 113.2(5) . . ? C6 C7 C9 123.6(4) . . ? C8 C7 C9 123.2(4) . . ? C6 C7 Mo1 74.6(3) . . ? C8 C7 Mo1 74.8(3) . . ? C9 C7 Mo1 120.2(3) . . ? C7 C8 Mo1 69.1(2) . . ? N1 C11 C12 123.4(4) . . ? C11 C12 C13 119.3(4) . . ? C12 C13 C14 118.4(4) . . ? C15 C14 C13 119.5(4) . . ? N1 C15 C14 122.5(4) . . ? N1 C15 C16 114.1(4) . . ? C14 C15 C16 123.4(4) . . ? N2 C16 C15 120.1(4) . . ? C22 C17 C18 121.0(4) . . ? C22 C17 N2 118.1(5) . . ? C18 C17 N2 120.9(5) . . ? C17 C18 C19 119.2(4) . . ? C20 C19 C18 118.6(4) . . ? C20 C19 C4 121.6(4) . . ? C18 C19 C4 119.8(4) . . ? C19 C20 C21 121.6(5) . . ? C20 C21 C22 120.0(5) . . ? C17 C22 C21 119.6(5) . . ? N5 C30 C31 110.3(4) . . ? C36 C31 C32 118.8(5) . . ? C36 C31 C30 121.4(4) . . ? C32 C31 C30 119.9(5) . . ? C33 C32 C31 120.2(5) . . ? C34 C33 C32 119.8(5) . . ? C33 C34 C35 121.6(5) . . ? C34 C35 C36 118.1(5) . . ? C31 C36 C35 121.5(5) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.402 _refine_diff_density_min -0.286 _refine_diff_density_rms 0.081 data_Compound_6a'_lg189am _database_code_depnum_ccdc_archive 'CCDC 901775' #TrackingRef 'REVISED_2__Schiff_plus_click.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H19 Br N3 O6 Re S' _chemical_formula_weight 743.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' Br Br -0.2901 2.4595 '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 12.040(3) _cell_length_b 13.482(3) _cell_length_c 17.438(4) _cell_angle_alpha 71.621(4) _cell_angle_beta 88.961(4) _cell_angle_gamma 77.240(4) _cell_volume 2615.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 867 _cell_measurement_theta_min 2.341 _cell_measurement_theta_max 22.718 _exptl_crystal_description BLOCK _exptl_crystal_colour ORANGE _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 6.296 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.644804 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25414 _diffrn_reflns_av_R_equivalents 0.0913 _diffrn_reflns_av_sigmaI/netI 0.1676 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 28.35 _reflns_number_total 12691 _reflns_number_gt 6908 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0736P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12691 _refine_ls_number_parameters 651 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1708 _refine_ls_R_factor_gt 0.0957 _refine_ls_wR_factor_ref 0.1896 _refine_ls_wR_factor_gt 0.1634 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Re1 Re 0.38420(5) 0.69208(4) 0.33383(3) 0.03229(17) Uani 1 1 d . . . Br1 Br 0.44990(14) 0.86855(14) 0.31227(10) 0.0552(4) Uani 1 1 d . . . S1 S 0.0147(3) 0.8327(3) -0.2457(2) 0.0385(9) Uani 1 1 d . . . N1 N 0.2610(9) 0.7535(9) 0.4103(6) 0.036(3) Uani 1 1 d . . . N2 N 0.2382(9) 0.7966(8) 0.2529(6) 0.030(2) Uani 1 1 d . . . N3 N 0.1125(10) 0.8624(9) -0.1976(7) 0.040(3) Uani 1 1 d . . . H3 H 0.1726 0.8754 -0.2225 0.048 Uiso 1 1 calc R . . C1 C 0.3365(14) 0.5599(11) 0.3566(8) 0.044(4) Uani 1 1 d . . . O1 O 0.3148(12) 0.4799(10) 0.3705(8) 0.076(4) Uani 1 1 d . . . C2 C 0.4862(15) 0.6459(12) 0.2568(9) 0.051(4) Uani 1 1 d . . . O2 O 0.5445(12) 0.6163(10) 0.2136(7) 0.082(4) Uani 1 1 d . . . C3 C 0.5087(13) 0.6188(12) 0.4115(10) 0.049(4) Uani 1 1 d . . . O3 O 0.5840(10) 0.5767(11) 0.4589(8) 0.083(4) Uani 1 1 d . . . C4 C 0.1981(12) 0.9051(12) -0.0928(8) 0.042(4) Uani 1 1 d . . . H4A H 0.1853 0.9823 -0.1175 0.050 Uiso 1 1 calc R . . H4B H 0.2693 0.8728 -0.1112 0.050 Uiso 1 1 calc R . . C5 C 0.1045(11) 0.8677(10) -0.1201(7) 0.027(3) Uani 1 1 d . . . O5 O 0.0236(8) 0.8472(8) -0.0813(6) 0.045(2) Uani 1 1 d . . . O11 O -0.0917(8) 0.9015(8) -0.2437(6) 0.048(3) Uani 1 1 d . . . O12 O 0.0615(9) 0.8348(9) -0.3216(6) 0.056(3) Uani 1 1 d . . . C11 C 0.2727(13) 0.7324(15) 0.4912(8) 0.058(5) Uani 1 1 d . . . H11 H 0.3353 0.6802 0.5194 0.070 Uiso 1 1 calc R . . C12 C 0.1989(16) 0.7826(17) 0.5335(10) 0.077(6) Uani 1 1 d . . . H12 H 0.2158 0.7723 0.5877 0.093 Uiso 1 1 calc R . . C13 C 0.0997(15) 0.8485(15) 0.4958(9) 0.067(5) Uani 1 1 d . . . H13 H 0.0440 0.8788 0.5246 0.080 Uiso 1 1 calc R . . C14 C 0.0832(13) 0.8696(14) 0.4128(9) 0.055(4) Uani 1 1 d . . . H14 H 0.0170 0.9156 0.3847 0.066 Uiso 1 1 calc R . . C15 C 0.1662(10) 0.8215(10) 0.3737(7) 0.029(3) Uani 1 1 d . . . C16 C 0.1540(11) 0.8421(11) 0.2851(8) 0.034(3) Uani 1 1 d . . . H16 H 0.0885 0.8858 0.2546 0.041 Uiso 1 1 calc R . . C17 C 0.2284(11) 0.8271(11) 0.1647(7) 0.032(3) Uani 1 1 d . . . C18 C 0.2689(14) 0.7506(12) 0.1291(9) 0.052(4) Uani 1 1 d . . . H18 H 0.3025 0.6807 0.1603 0.062 Uiso 1 1 calc R . . C19 C 0.2591(15) 0.7789(13) 0.0463(9) 0.055(4) Uani 1 1 d . . . H19 H 0.2886 0.7269 0.0222 0.066 Uiso 1 1 calc R . . C20 C 0.2092(12) 0.8781(11) -0.0019(8) 0.038(3) Uani 1 1 d . . . C21 C 0.1667(13) 0.9519(12) 0.0342(9) 0.045(4) Uani 1 1 d . . . H21 H 0.1307 1.0206 0.0020 0.054 Uiso 1 1 calc R . . C22 C 0.1745(11) 0.9295(10) 0.1186(7) 0.031(3) Uani 1 1 d . . . H22 H 0.1444 0.9818 0.1423 0.037 Uiso 1 1 calc R . . C31 C 0.0095(12) 0.7005(12) -0.1911(8) 0.038(3) Uani 1 1 d . . . C32 C 0.0919(14) 0.6168(15) -0.1976(11) 0.062(5) Uani 1 1 d . . . H32 H 0.1534 0.6290 -0.2294 0.074 Uiso 1 1 calc R . . C33 C 0.0824(18) 0.5114(14) -0.1553(12) 0.071(6) Uani 1 1 d . . . H33 H 0.1394 0.4541 -0.1587 0.086 Uiso 1 1 calc R . . C34 C -0.0070(18) 0.4910(15) -0.1098(10) 0.059(5) Uani 1 1 d . . . C35 C -0.0868(15) 0.5756(15) -0.1018(9) 0.059(5) Uani 1 1 d . . . H35 H -0.1471 0.5629 -0.0688 0.070 Uiso 1 1 calc R . . C36 C -0.0794(14) 0.6821(13) -0.1427(9) 0.051(4) Uani 1 1 d . . . H36 H -0.1344 0.7393 -0.1369 0.061 Uiso 1 1 calc R . . C37 C -0.019(2) 0.3789(13) -0.0671(12) 0.091(7) Uani 1 1 d . . . H37A H 0.0532 0.3297 -0.0637 0.136 Uiso 1 1 calc R . . H37B H -0.0744 0.3616 -0.0967 0.136 Uiso 1 1 calc R . . H37C H -0.0436 0.3735 -0.0136 0.136 Uiso 1 1 calc R . . Re51 Re 0.50215(5) 0.71438(5) 0.76033(3) 0.03519(17) Uani 1 1 d . . . Br51 Br 0.35390(15) 0.89581(15) 0.71082(12) 0.0697(5) Uani 1 1 d . . . S51 S 0.8256(3) 0.8067(3) 1.3030(2) 0.0461(10) Uani 1 1 d . . . N51 N 0.6035(9) 0.8055(8) 0.8012(6) 0.030(2) Uani 1 1 d . . . N52 N 0.5872(9) 0.7920(9) 0.6539(6) 0.034(3) Uani 1 1 d . . . N53 N 0.7160(10) 0.8202(10) 1.2430(6) 0.043(3) Uani 1 1 d . . . H53 H 0.6491 0.8316 1.2610 0.051 Uiso 1 1 calc R . . C51 C 0.6243(17) 0.5853(14) 0.7957(10) 0.054(5) Uani 1 1 d . . . O51 O 0.6850(11) 0.5139(11) 0.8184(8) 0.077(4) Uani 1 1 d . . . C52 C 0.4209(14) 0.6615(12) 0.8542(10) 0.050(4) Uani 1 1 d . . . O52 O 0.3753(13) 0.6277(11) 0.9097(8) 0.092(5) Uani 1 1 d . . . C53 C 0.4206(14) 0.6455(12) 0.7090(10) 0.050(4) Uani 1 1 d . . . O53 O 0.3736(12) 0.6037(9) 0.6760(8) 0.078(4) Uani 1 1 d . . . C54 C 0.6126(13) 0.8484(13) 1.1175(8) 0.047(4) Uani 1 1 d . . . H54A H 0.5817 0.9236 1.1106 0.056 Uiso 1 1 calc R . . H54B H 0.5606 0.8083 1.1493 0.056 Uiso 1 1 calc R . . C55 C 0.7247(13) 0.8143(12) 1.1646(8) 0.043(4) Uani 1 1 d . . . O55 O 0.8148(9) 0.7911(11) 1.1373(7) 0.070(4) Uani 1 1 d . . . O61 O 0.8971(9) 0.8741(9) 1.2596(7) 0.065(3) Uani 1 1 d . . . O62 O 0.7751(9) 0.8237(10) 1.3745(6) 0.066(3) Uani 1 1 d . . . C61 C 0.5741(13) 0.7887(13) 0.5790(9) 0.048(4) Uani 1 1 d . . . H61 H 0.5310 0.7432 0.5708 0.058 Uiso 1 1 calc R . . C62 C 0.6202(15) 0.8485(15) 0.5141(10) 0.063(5) Uani 1 1 d . . . H62 H 0.6092 0.8427 0.4632 0.076 Uiso 1 1 calc R . . C63 C 0.6811(14) 0.9155(15) 0.5233(10) 0.062(5) Uani 1 1 d . . . H63 H 0.7106 0.9590 0.4789 0.074 Uiso 1 1 calc R . . C64 C 0.6998(13) 0.9187(13) 0.6019(8) 0.048(4) Uani 1 1 d . . . H64 H 0.7450 0.9620 0.6110 0.057 Uiso 1 1 calc R . . C65 C 0.6505(11) 0.8576(12) 0.6637(8) 0.038(3) Uani 1 1 d . . . C66 C 0.6599(11) 0.8598(11) 0.7485(8) 0.035(3) Uani 1 1 d . . . H66 H 0.7056 0.8996 0.7623 0.042 Uiso 1 1 calc R . . C67 C 0.6107(11) 0.8142(11) 0.8818(8) 0.033(3) Uani 1 1 d . . . C68 C 0.6113(12) 0.9121(12) 0.8906(8) 0.042(4) Uani 1 1 d . . . H68 H 0.6090 0.9722 0.8455 0.051 Uiso 1 1 calc R . . C69 C 0.6157(12) 0.9194(12) 0.9693(9) 0.043(4) Uani 1 1 d . . . H69 H 0.6192 0.9844 0.9760 0.052 Uiso 1 1 calc R . . C70 C 0.6147(12) 0.8339(13) 1.0351(8) 0.040(3) Uani 1 1 d . . . C71 C 0.6163(13) 0.7394(13) 1.0253(9) 0.049(4) Uani 1 1 d . . . H71 H 0.6201 0.6796 1.0709 0.059 Uiso 1 1 calc R . . C72 C 0.6124(14) 0.7271(12) 0.9491(9) 0.049(4) Uani 1 1 d . . . H72 H 0.6110 0.6608 0.9440 0.059 Uiso 1 1 calc R . . C81 C 0.9000(13) 0.6738(13) 1.3256(10) 0.051(4) Uani 1 1 d . . . C82 C 0.9943(13) 0.6453(15) 1.2844(10) 0.057(4) Uani 1 1 d . . . H82 H 1.0188 0.6960 1.2420 0.068 Uiso 1 1 calc R . . C83 C 1.0515(15) 0.5370(18) 1.3092(15) 0.077(6) Uani 1 1 d . . . H83 H 1.1158 0.5181 1.2820 0.092 Uiso 1 1 calc R . . C84 C 1.022(2) 0.4596(17) 1.3679(16) 0.083(7) Uani 1 1 d . . . C85 C 0.9314(19) 0.4882(17) 1.4115(14) 0.089(7) Uani 1 1 d . . . H85 H 0.9111 0.4366 1.4556 0.106 Uiso 1 1 calc R . . C86 C 0.8688(16) 0.5968(18) 1.3895(13) 0.084(6) Uani 1 1 d . . . H86 H 0.8066 0.6157 1.4185 0.100 Uiso 1 1 calc R . . C87 C 1.089(2) 0.3500(15) 1.3897(18) 0.143(13) Uani 1 1 d . . . H87A H 1.0604 0.3129 1.3583 0.215 Uiso 1 1 calc R . . H87B H 1.0825 0.3143 1.4462 0.215 Uiso 1 1 calc R . . H87C H 1.1670 0.3505 1.3792 0.215 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 Re1 0.0401(3) 0.0355(3) 0.0163(3) -0.0037(2) 0.0011(2) -0.0051(3) Br1 0.0556(10) 0.0563(10) 0.0535(10) -0.0156(9) 0.0069(8) -0.0152(8) S1 0.047(2) 0.052(2) 0.0219(17) -0.0144(17) -0.0004(15) -0.0179(19) N1 0.040(7) 0.046(7) 0.016(6) -0.002(5) 0.004(5) -0.007(6) N2 0.038(6) 0.029(6) 0.022(6) -0.005(5) -0.003(5) -0.007(5) N3 0.040(7) 0.058(8) 0.032(7) -0.021(6) 0.006(5) -0.019(6) C1 0.068(11) 0.024(7) 0.026(8) 0.009(6) -0.007(7) -0.010(7) O1 0.102(10) 0.061(8) 0.063(9) -0.009(7) -0.011(7) -0.028(8) C2 0.081(12) 0.043(9) 0.019(8) 0.000(7) 0.002(8) -0.005(9) O2 0.111(11) 0.070(9) 0.047(8) -0.015(7) 0.032(7) 0.010(8) C3 0.041(9) 0.046(9) 0.055(11) -0.009(8) 0.010(8) -0.012(8) O3 0.055(8) 0.096(10) 0.059(8) 0.018(7) -0.020(6) 0.003(7) C4 0.050(9) 0.060(10) 0.021(7) -0.010(7) 0.003(6) -0.030(8) C5 0.042(8) 0.032(7) 0.009(6) -0.008(5) 0.000(5) -0.010(6) O5 0.048(6) 0.064(7) 0.028(5) -0.019(5) 0.004(5) -0.019(5) O11 0.051(6) 0.050(6) 0.035(6) -0.004(5) -0.004(5) -0.009(5) O12 0.072(8) 0.080(8) 0.030(6) -0.029(6) 0.009(5) -0.032(6) C11 0.050(10) 0.099(14) 0.018(7) -0.022(9) 0.004(7) 0.004(9) C12 0.071(13) 0.117(17) 0.030(9) -0.019(11) -0.002(9) 0.003(12) C13 0.075(13) 0.084(13) 0.026(9) -0.011(9) 0.023(8) 0.001(11) C14 0.039(9) 0.082(12) 0.036(9) -0.012(9) -0.005(7) -0.006(9) C15 0.019(7) 0.041(8) 0.025(7) -0.009(6) 0.008(5) -0.007(6) C16 0.030(7) 0.046(8) 0.031(8) -0.016(7) -0.002(6) -0.012(6) C17 0.040(8) 0.040(8) 0.021(7) -0.016(6) -0.006(6) -0.007(6) C18 0.080(12) 0.040(9) 0.029(8) -0.016(7) -0.010(8) 0.008(8) C19 0.087(13) 0.066(11) 0.026(8) -0.030(8) 0.002(8) -0.021(10) C20 0.057(9) 0.030(7) 0.021(7) 0.001(6) -0.011(6) -0.008(7) C21 0.053(10) 0.039(9) 0.038(9) 0.003(7) -0.017(7) -0.018(7) C22 0.041(8) 0.033(7) 0.017(6) -0.009(6) 0.000(6) -0.002(6) C31 0.043(9) 0.051(9) 0.026(7) -0.018(7) 0.001(6) -0.016(7) C32 0.043(10) 0.080(13) 0.066(12) -0.031(11) 0.005(9) -0.010(10) C33 0.092(15) 0.046(11) 0.078(14) -0.036(11) -0.016(12) 0.005(10) C34 0.080(13) 0.062(12) 0.041(10) -0.019(9) 0.004(9) -0.023(11) C35 0.071(12) 0.075(13) 0.033(9) -0.012(9) 0.004(8) -0.031(11) C36 0.056(10) 0.050(10) 0.042(9) -0.010(8) -0.003(8) -0.012(8) C37 0.16(2) 0.039(10) 0.075(15) -0.014(10) 0.006(14) -0.030(12) Re51 0.0397(4) 0.0369(3) 0.0307(3) -0.0139(3) 0.0026(3) -0.0078(3) Br51 0.0503(10) 0.0683(12) 0.0766(13) -0.0121(10) 0.0129(9) -0.0019(9) S51 0.039(2) 0.061(3) 0.037(2) -0.021(2) -0.0066(17) -0.0014(19) N51 0.034(6) 0.037(6) 0.024(6) -0.017(5) 0.009(5) -0.007(5) N52 0.033(6) 0.042(7) 0.030(6) -0.018(6) 0.005(5) -0.002(5) N53 0.041(7) 0.061(8) 0.022(6) -0.013(6) 0.002(5) -0.004(6) C51 0.083(14) 0.047(10) 0.038(10) -0.018(9) -0.012(9) -0.022(10) O51 0.078(10) 0.073(9) 0.082(10) -0.038(8) -0.026(8) -0.002(8) C52 0.062(11) 0.043(9) 0.037(9) 0.002(8) 0.015(8) -0.019(8) O52 0.120(12) 0.089(10) 0.063(9) -0.010(8) 0.033(9) -0.042(9) C53 0.061(11) 0.041(9) 0.046(10) -0.012(8) -0.006(8) -0.009(8) O53 0.106(11) 0.062(8) 0.072(9) -0.019(7) -0.027(8) -0.033(8) C54 0.059(10) 0.063(10) 0.027(8) -0.026(8) -0.004(7) -0.014(8) C55 0.048(10) 0.051(9) 0.026(8) -0.008(7) -0.003(7) -0.011(8) O55 0.035(6) 0.125(11) 0.045(7) -0.036(7) 0.001(5) 0.004(7) O61 0.048(7) 0.069(8) 0.075(9) -0.021(7) -0.010(6) -0.010(6) O62 0.059(7) 0.095(9) 0.043(7) -0.039(7) -0.010(5) 0.012(7) C61 0.045(9) 0.067(11) 0.032(9) -0.018(8) -0.006(7) -0.007(8) C62 0.069(12) 0.095(14) 0.038(10) -0.039(10) 0.004(9) -0.017(11) C63 0.059(11) 0.084(13) 0.033(9) -0.005(9) 0.005(8) -0.018(10) C64 0.062(10) 0.076(11) 0.015(7) -0.019(7) 0.026(7) -0.031(9) C65 0.034(8) 0.061(10) 0.026(7) -0.030(7) 0.006(6) -0.003(7) C66 0.024(7) 0.050(9) 0.028(7) -0.014(7) -0.001(6) 0.000(6) C67 0.031(7) 0.046(8) 0.030(8) -0.022(7) 0.003(6) -0.006(6) C68 0.061(10) 0.042(9) 0.026(8) -0.011(7) 0.007(7) -0.017(8) C69 0.049(9) 0.049(9) 0.047(9) -0.028(8) 0.006(7) -0.024(8) C70 0.038(8) 0.061(10) 0.027(8) -0.024(8) 0.004(6) -0.011(7) C71 0.064(11) 0.054(10) 0.023(8) -0.004(7) 0.004(7) -0.014(8) C72 0.075(12) 0.039(9) 0.030(8) -0.010(7) 0.006(8) -0.011(8) C81 0.042(9) 0.062(11) 0.054(11) -0.030(9) -0.001(8) -0.005(8) C82 0.050(10) 0.073(12) 0.042(10) -0.015(9) -0.001(8) -0.009(9) C83 0.041(11) 0.085(15) 0.112(19) -0.062(15) -0.018(11) 0.016(11) C84 0.074(15) 0.065(14) 0.11(2) -0.033(14) -0.032(14) 0.000(12) C85 0.079(15) 0.064(14) 0.098(18) 0.013(13) -0.017(13) -0.018(12) C86 0.052(12) 0.107(18) 0.090(17) -0.025(15) 0.011(11) -0.025(12) C87 0.15(2) 0.035(11) 0.21(3) -0.012(16) -0.10(2) 0.007(14) _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 C3 1.906(17) . ? Re1 C1 1.914(15) . ? Re1 C2 1.958(17) . ? Re1 N1 2.178(11) . ? Re1 N2 2.193(10) . ? Re1 Br1 2.5854(18) . ? S1 O11 1.413(10) . ? S1 O12 1.423(10) . ? S1 N3 1.645(11) . ? S1 C31 1.752(15) . ? N1 C15 1.322(16) . ? N1 C11 1.352(16) . ? N2 C16 1.281(16) . ? N2 C17 1.461(15) . ? N3 C5 1.377(15) . ? C1 O1 1.116(16) . ? C2 O2 1.124(17) . ? C3 O3 1.154(18) . ? C4 C5 1.474(17) . ? C4 C20 1.512(17) . ? C5 O5 1.209(14) . ? C11 C12 1.35(2) . ? C12 C13 1.36(2) . ? C13 C14 1.39(2) . ? C14 C15 1.361(19) . ? C15 C16 1.484(17) . ? C17 C18 1.362(18) . ? C17 C22 1.378(17) . ? C18 C19 1.373(19) . ? C19 C20 1.35(2) . ? C20 C21 1.343(19) . ? C21 C22 1.407(18) . ? C31 C32 1.36(2) . ? C31 C36 1.37(2) . ? C32 C33 1.41(2) . ? C33 C34 1.35(3) . ? C34 C35 1.36(2) . ? C34 C37 1.50(2) . ? C35 C36 1.41(2) . ? Re51 C53 1.893(17) . ? Re51 C52 1.914(15) . ? Re51 C51 1.948(19) . ? Re51 N51 2.181(10) . ? Re51 N52 2.184(11) . ? Re51 Br51 2.5904(19) . ? S51 O61 1.424(12) . ? S51 O62 1.439(11) . ? S51 N53 1.641(12) . ? S51 C81 1.740(16) . ? N51 C66 1.270(16) . ? N51 C67 1.452(15) . ? N52 C61 1.333(17) . ? N52 C65 1.338(17) . ? N53 C55 1.394(17) . ? C51 O51 1.038(18) . ? C52 O52 1.121(17) . ? C53 O53 1.152(17) . ? C54 C55 1.50(2) . ? C54 C70 1.509(18) . ? C55 O55 1.195(16) . ? C61 C62 1.36(2) . ? C62 C63 1.33(2) . ? C63 C64 1.41(2) . ? C64 C65 1.351(19) . ? C65 C66 1.496(17) . ? C67 C72 1.370(19) . ? C67 C68 1.378(18) . ? C68 C69 1.409(18) . ? C69 C70 1.35(2) . ? C70 C71 1.33(2) . ? C71 C72 1.392(19) . ? C81 C86 1.37(2) . ? C81 C82 1.38(2) . ? C82 C83 1.40(2) . ? C83 C84 1.32(3) . ? C84 C85 1.37(3) . ? C84 C87 1.45(3) . ? C85 C86 1.42(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 C3 Re1 C1 88.7(6) . . ? C3 Re1 C2 85.2(6) . . ? C1 Re1 C2 87.5(7) . . ? C3 Re1 N1 99.7(5) . . ? C1 Re1 N1 93.9(6) . . ? C2 Re1 N1 174.9(5) . . ? C3 Re1 N2 171.0(5) . . ? C1 Re1 N2 97.9(5) . . ? C2 Re1 N2 101.1(5) . . ? N1 Re1 N2 73.9(4) . . ? C3 Re1 Br1 89.0(5) . . ? C1 Re1 Br1 176.6(4) . . ? C2 Re1 Br1 94.9(5) . . ? N1 Re1 Br1 84.0(3) . . ? N2 Re1 Br1 84.1(3) . . ? O11 S1 O12 119.5(7) . . ? O11 S1 N3 108.8(6) . . ? O12 S1 N3 103.8(6) . . ? O11 S1 C31 109.1(7) . . ? O12 S1 C31 108.8(7) . . ? N3 S1 C31 105.9(6) . . ? C15 N1 C11 116.2(12) . . ? C15 N1 Re1 116.8(8) . . ? C11 N1 Re1 126.9(10) . . ? C16 N2 C17 115.2(11) . . ? C16 N2 Re1 117.2(9) . . ? C17 N2 Re1 127.4(8) . . ? C5 N3 S1 124.3(9) . . ? O1 C1 Re1 176.2(15) . . ? O2 C2 Re1 177.9(15) . . ? O3 C3 Re1 178.4(15) . . ? C5 C4 C20 113.2(11) . . ? O5 C5 N3 120.7(12) . . ? O5 C5 C4 125.0(11) . . ? N3 C5 C4 114.2(11) . . ? C12 C11 N1 123.8(15) . . ? C11 C12 C13 119.0(16) . . ? C12 C13 C14 118.3(16) . . ? C15 C14 C13 118.6(15) . . ? N1 C15 C14 123.7(12) . . ? N1 C15 C16 115.3(11) . . ? C14 C15 C16 121.0(12) . . ? N2 C16 C15 116.7(12) . . ? C18 C17 C22 120.5(12) . . ? C18 C17 N2 118.6(12) . . ? C22 C17 N2 120.8(11) . . ? C17 C18 C19 118.7(14) . . ? C20 C19 C18 123.4(15) . . ? C21 C20 C19 117.3(13) . . ? C21 C20 C4 121.1(13) . . ? C19 C20 C4 121.6(13) . . ? C20 C21 C22 122.7(13) . . ? C17 C22 C21 117.4(12) . . ? C32 C31 C36 120.3(15) . . ? C32 C31 S1 120.4(12) . . ? C36 C31 S1 119.2(12) . . ? C31 C32 C33 118.8(16) . . ? C34 C33 C32 122.0(17) . . ? C33 C34 C35 118.4(17) . . ? C33 C34 C37 122.0(19) . . ? C35 C34 C37 119.6(18) . . ? C34 C35 C36 121.0(16) . . ? C31 C36 C35 119.3(16) . . ? C53 Re51 C52 86.5(7) . . ? C53 Re51 C51 90.4(6) . . ? C52 Re51 C51 90.7(7) . . ? C53 Re51 N51 171.4(6) . . ? C52 Re51 N51 102.0(6) . . ? C51 Re51 N51 91.2(5) . . ? C53 Re51 N52 96.8(6) . . ? C52 Re51 N52 173.9(5) . . ? C51 Re51 N52 94.4(6) . . ? N51 Re51 N52 74.7(4) . . ? C53 Re51 Br51 93.6(5) . . ? C52 Re51 Br51 92.8(5) . . ? C51 Re51 Br51 174.8(5) . . ? N51 Re51 Br51 84.3(3) . . ? N52 Re51 Br51 81.9(3) . . ? O61 S51 O62 119.4(8) . . ? O61 S51 N53 108.8(7) . . ? O62 S51 N53 104.1(6) . . ? O61 S51 C81 108.4(7) . . ? O62 S51 C81 109.6(8) . . ? N53 S51 C81 105.7(7) . . ? C66 N51 C67 116.1(11) . . ? C66 N51 Re51 116.8(9) . . ? C67 N51 Re51 127.1(8) . . ? C61 N52 C65 116.8(12) . . ? C61 N52 Re51 126.8(10) . . ? C65 N52 Re51 116.0(8) . . ? C55 N53 S51 124.2(10) . . ? O51 C51 Re51 175.1(19) . . ? O52 C52 Re51 178.0(16) . . ? O53 C53 Re51 177.9(16) . . ? C55 C54 C70 116.2(13) . . ? O55 C55 N53 121.9(13) . . ? O55 C55 C54 124.2(13) . . ? N53 C55 C54 113.7(13) . . ? N52 C61 C62 123.3(16) . . ? C63 C62 C61 120.0(15) . . ? C62 C63 C64 118.3(15) . . ? C65 C64 C63 118.5(15) . . ? N52 C65 C64 122.9(12) . . ? N52 C65 C66 114.4(12) . . ? C64 C65 C66 122.6(13) . . ? N51 C66 C65 117.9(13) . . ? C72 C67 C68 119.7(12) . . ? C72 C67 N51 120.8(12) . . ? C68 C67 N51 119.5(12) . . ? C67 C68 C69 118.7(13) . . ? C70 C69 C68 121.2(13) . . ? C71 C70 C69 119.1(13) . . ? C71 C70 C54 122.2(14) . . ? C69 C70 C54 118.7(14) . . ? C70 C71 C72 122.3(14) . . ? C67 C72 C71 119.0(14) . . ? C86 C81 C82 119.3(17) . . ? C86 C81 S51 119.1(14) . . ? C82 C81 S51 121.4(14) . . ? C81 C82 C83 117.3(18) . . ? C84 C83 C82 125(2) . . ? C83 C84 C85 118(2) . . ? C83 C84 C87 121(3) . . ? C85 C84 C87 121(3) . . ? C84 C85 C86 120(2) . . ? C81 C86 C85 120.2(19) . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.290 _refine_diff_density_min -1.701 _refine_diff_density_rms 0.216 #===END