# Electronic Supplementary Material (ESI) for Chemical Communications # 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_2_lg241b _database_code_depnum_ccdc_archive 'CCDC 867717' #TrackingRef 'triazolyl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H11 Br N5 O3 Re' _chemical_formula_weight 539.37 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' Br Br -0.2901 2.4595 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' 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 13.9080(11) _cell_length_b 9.1333(5) _cell_length_c 13.1805(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.093(6) _cell_angle_gamma 90.00 _cell_volume 1642.99(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3997 _cell_measurement_theta_min 2.2254 _cell_measurement_theta_max 29.4313 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3549 _exptl_crystal_size_mid 0.1688 _exptl_crystal_size_min 0.0922 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 9.846 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.170 _exptl_absorpt_correction_T_max 0.508 _exptl_absorpt_process_details ; 'Wed Sep 14 11:42:31 2011' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4757 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8215 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0643 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 29.50 _reflns_number_total 3863 _reflns_number_gt 2970 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; 'Wed Sep 14 11:42:31 2011' ; _computing_cell_refinement ; 'Wed Sep 14 11:42:31 2011' ; _computing_data_reduction ; 'Wed Sep 14 11:42:31 2011' ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0420P)^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 3863 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0650 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1061 _refine_ls_wR_factor_gt 0.0917 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.77874(2) 0.35527(3) 0.908132(19) 0.03700(13) Uani 1 1 d . . . Br1 Br 0.86257(7) 0.32107(9) 1.10277(5) 0.0480(2) Uani 1 1 d . . . N1 N 0.9140(5) 0.2617(6) 0.8769(4) 0.0373(14) Uani 1 1 d . . . N2 N 0.7569(5) 0.1192(7) 0.9084(4) 0.0425(16) Uani 1 1 d . . . N3 N 0.6114(11) -0.1393(11) 0.7384(8) 0.115(4) Uani 1 1 d . . . N4 N 0.6379(9) -0.1932(12) 0.6657(10) 0.097(3) Uani 1 1 d . . . N5 N 0.6595(12) -0.2598(13) 0.6038(11) 0.152(6) Uani 1 1 d . . . C1 C 0.7129(7) 0.3788(8) 0.7686(6) 0.052(2) Uani 1 1 d . . . O1 O 0.6683(6) 0.3976(8) 0.6873(4) 0.078(2) Uani 1 1 d . . . C2 C 0.6599(8) 0.4142(11) 0.9515(6) 0.066(3) Uani 1 1 d . . . O2 O 0.5888(6) 0.4431(10) 0.9774(5) 0.106(3) Uani 1 1 d . . . C3 C 0.8155(8) 0.5560(9) 0.9045(6) 0.060(2) Uani 1 1 d . . . O3 O 0.8372(7) 0.6763(6) 0.9001(6) 0.089(3) Uani 1 1 d . . . C11 C 0.9935(6) 0.3335(9) 0.8630(6) 0.048(2) Uani 1 1 d . . . H11 H 0.9918 0.4353 0.8619 0.058 Uiso 1 1 calc R . . C12 C 1.0776(7) 0.2652(12) 0.8500(6) 0.066(3) Uani 1 1 d . . . H12 H 1.1313 0.3202 0.8400 0.079 Uiso 1 1 calc R . . C13 C 1.0829(9) 0.1157(13) 0.8518(6) 0.076(3) Uani 1 1 d . . . H13 H 1.1400 0.0678 0.8439 0.092 Uiso 1 1 calc R . . C14 C 1.0022(8) 0.0386(9) 0.8655(6) 0.056(2) Uani 1 1 d . . . H14 H 1.0036 -0.0632 0.8667 0.067 Uiso 1 1 calc R . . C15 C 0.9173(7) 0.1137(8) 0.8777(5) 0.045(2) Uani 1 1 d . . . C16 C 0.8302(7) 0.0421(8) 0.8958(5) 0.046(2) Uani 1 1 d . . . H16 H 0.8273 -0.0596 0.8983 0.055 Uiso 1 1 calc R . . C17 C 0.6678(7) 0.0450(10) 0.9253(6) 0.061(2) Uani 1 1 d . . . H17A H 0.6522 0.0781 0.9902 0.073 Uiso 1 1 calc R . . H17B H 0.6796 -0.0596 0.9305 0.073 Uiso 1 1 calc R . . C18 C 0.5816(7) 0.0744(12) 0.8392(7) 0.078(3) Uani 1 1 d . . . H18A H 0.5688 0.1788 0.8351 0.094 Uiso 1 1 calc R . . H18B H 0.5240 0.0263 0.8550 0.094 Uiso 1 1 calc R . . C19 C 0.5987(8) 0.0206(11) 0.7350(6) 0.081(3) Uani 1 1 d . . . H19A H 0.5432 0.0466 0.6814 0.097 Uiso 1 1 calc R . . H19B H 0.6567 0.0669 0.7189 0.097 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 0.0486(2) 0.03146(19) 0.03055(18) 0.00006(10) 0.00672(13) 0.00721(13) Br1 0.0647(6) 0.0457(4) 0.0315(4) 0.0003(3) 0.0040(3) -0.0012(4) N1 0.047(4) 0.031(3) 0.034(3) -0.001(2) 0.009(3) 0.006(3) N2 0.058(5) 0.042(4) 0.026(3) 0.000(2) 0.005(3) -0.012(3) N3 0.183(14) 0.077(7) 0.084(7) -0.028(5) 0.027(8) -0.034(7) N4 0.101(9) 0.070(6) 0.120(9) -0.017(6) 0.017(7) -0.012(6) N5 0.192(16) 0.091(9) 0.192(13) -0.039(9) 0.083(12) 0.008(9) C1 0.068(7) 0.048(5) 0.040(4) -0.007(3) 0.010(4) 0.009(4) O1 0.094(6) 0.103(5) 0.031(3) 0.004(3) 0.000(3) 0.025(4) C2 0.059(7) 0.082(7) 0.054(5) 0.005(5) 0.003(4) 0.030(5) O2 0.064(6) 0.175(9) 0.081(5) -0.015(5) 0.020(4) 0.048(6) C3 0.098(8) 0.030(4) 0.050(5) 0.000(3) 0.009(4) 0.012(5) O3 0.135(8) 0.031(3) 0.099(5) 0.004(3) 0.017(5) 0.003(4) C11 0.041(5) 0.059(5) 0.043(4) -0.001(4) 0.001(4) -0.001(4) C12 0.044(6) 0.094(8) 0.059(5) 0.003(5) 0.010(4) 0.000(6) C13 0.070(8) 0.117(9) 0.039(5) -0.009(5) 0.001(5) 0.045(7) C14 0.066(7) 0.051(5) 0.048(4) -0.004(4) 0.005(4) 0.031(5) C15 0.070(6) 0.033(4) 0.027(3) -0.004(3) 0.000(3) 0.008(4) C16 0.069(6) 0.027(4) 0.039(4) 0.004(3) 0.003(4) 0.006(4) C17 0.062(7) 0.067(6) 0.054(5) -0.011(4) 0.015(4) -0.029(5) C18 0.055(7) 0.094(8) 0.082(6) -0.024(6) 0.005(5) -0.029(6) C19 0.091(9) 0.080(7) 0.058(5) -0.017(5) -0.017(5) -0.027(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C1 1.903(8) . ? Re1 C3 1.906(9) . ? Re1 C2 1.926(10) . ? Re1 N1 2.176(6) . ? Re1 N2 2.177(6) . ? Re1 Br1 2.6244(8) . ? N1 C11 1.328(10) . ? N1 C15 1.352(8) . ? N2 C16 1.276(10) . ? N2 C17 1.467(10) . ? N3 N4 1.197(14) . ? N3 C19 1.471(13) . ? N4 N5 1.105(13) . ? C1 O1 1.142(9) . ? C2 O2 1.138(11) . ? C3 O3 1.144(10) . ? C11 C12 1.365(12) . ? C12 C13 1.367(13) . ? C13 C14 1.367(14) . ? C14 C15 1.402(12) . ? C15 C16 1.436(12) . ? C17 C18 1.508(12) . ? C18 C19 1.519(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 C1 Re1 C3 87.1(3) . . ? C1 Re1 C2 88.5(4) . . ? C3 Re1 C2 89.3(4) . . ? C1 Re1 N1 97.7(3) . . ? C3 Re1 N1 97.3(3) . . ? C2 Re1 N1 171.1(3) . . ? C1 Re1 N2 94.1(3) . . ? C3 Re1 N2 172.1(4) . . ? C2 Re1 N2 98.6(4) . . ? N1 Re1 N2 74.8(2) . . ? C1 Re1 Br1 177.7(3) . . ? C3 Re1 Br1 93.9(2) . . ? C2 Re1 Br1 89.3(2) . . ? N1 Re1 Br1 84.27(14) . . ? N2 Re1 Br1 85.20(14) . . ? C11 N1 C15 117.8(7) . . ? C11 N1 Re1 127.3(5) . . ? C15 N1 Re1 114.8(5) . . ? C16 N2 C17 119.0(7) . . ? C16 N2 Re1 115.6(6) . . ? C17 N2 Re1 125.4(6) . . ? N4 N3 C19 116.0(11) . . ? N5 N4 N3 170.9(14) . . ? O1 C1 Re1 175.3(8) . . ? O2 C2 Re1 177.2(10) . . ? O3 C3 Re1 178.5(7) . . ? N1 C11 C12 123.2(8) . . ? C11 C12 C13 119.9(10) . . ? C12 C13 C14 118.3(9) . . ? C13 C14 C15 119.6(8) . . ? N1 C15 C14 121.1(8) . . ? N1 C15 C16 115.4(7) . . ? C14 C15 C16 123.5(8) . . ? N2 C16 C15 119.3(7) . . ? N2 C17 C18 112.1(7) . . ? C17 C18 C19 112.5(9) . . ? N3 C19 C18 109.4(9) . . ? _diffrn_measured_fraction_theta_max 0.843 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.068 _refine_diff_density_min -2.253 _refine_diff_density_rms 0.194 data_Compound_5_lg248pm _database_code_depnum_ccdc_archive 'CCDC 867718' #TrackingRef 'triazolyl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H16 Br Cu N5 O3 Re' _chemical_formula_weight 704.03 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' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.833(4) _cell_length_b 9.312(4) _cell_length_c 14.440(7) _cell_angle_alpha 71.824(9) _cell_angle_beta 77.963(9) _cell_angle_gamma 78.790(10) _cell_volume 1092.9(9) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 676 _cell_measurement_theta_min 2.385 _cell_measurement_theta_max 21.986 _exptl_crystal_description PLATE _exptl_crystal_colour ORANGE _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.139 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 8.366 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.474798 _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 5006 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.1813 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 23.33 _reflns_number_total 3106 _reflns_number_gt 1909 _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^)+(0.0893P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0020(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3106 _refine_ls_number_parameters 274 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1302 _refine_ls_R_factor_gt 0.0734 _refine_ls_wR_factor_ref 0.1890 _refine_ls_wR_factor_gt 0.1618 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _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 Re1 Re 0.65872(12) 0.83921(11) 0.71919(7) 0.0279(4) Uani 1 1 d . . . Cu1 Cu 1.0000 1.0000 1.0000 0.0382(11) Uani 1 2 d S . . N1 N 0.639(2) 1.0894(19) 0.6667(13) 0.030(5) Uani 1 1 d . . . N2 N 0.451(2) 0.921(2) 0.8031(13) 0.034(5) Uani 1 1 d . . . N3 N 0.699(2) 0.7983(19) 0.9387(12) 0.030(4) Uani 1 1 d . . . N4 N 0.766(2) 0.841(2) 1.0021(12) 0.037(5) Uani 1 1 d . . . N5 N 0.869(2) 0.928(2) 0.9450(12) 0.030(4) Uani 1 1 d . . . C1 C 0.557(3) 0.828(3) 0.6172(17) 0.034(6) Uiso 1 1 d . . . O1 O 0.494(2) 0.817(2) 0.5565(12) 0.056(5) Uani 1 1 d . . . C2 C 0.656(3) 0.627(3) 0.7745(16) 0.045(7) Uani 1 1 d . . . O2 O 0.654(2) 0.494(2) 0.8048(13) 0.063(5) Uani 1 1 d . . . C3 C 0.846(3) 0.786(3) 0.6430(19) 0.044(6) Uani 1 1 d . . . O3 O 0.969(2) 0.754(2) 0.5988(13) 0.060(5) Uani 1 1 d . . . C4 C 0.754(2) 0.856(2) 0.8407(15) 0.029(5) Uani 1 1 d . . . C5 C 0.867(3) 0.947(2) 0.8484(16) 0.036(6) Uani 1 1 d . . . C11 C 0.738(2) 1.170(3) 0.5944(15) 0.032(5) Uani 1 1 d . . . H11 H 0.8242 1.1181 0.5635 0.038 Uiso 1 1 calc R . . C12 C 0.716(3) 1.327(3) 0.564(2) 0.058(8) Uani 1 1 d . . . H12 H 0.7848 1.3792 0.5127 0.069 Uiso 1 1 calc R . . C13 C 0.595(3) 1.406(3) 0.610(2) 0.057(8) Uani 1 1 d . . . H13 H 0.5795 1.5117 0.5913 0.068 Uiso 1 1 calc R . . C14 C 0.491(3) 1.321(3) 0.6857(19) 0.057(8) Uani 1 1 d . . . H14 H 0.4048 1.3701 0.7185 0.068 Uiso 1 1 calc R . . C15 C 0.519(3) 1.165(2) 0.7108(17) 0.036(6) Uani 1 1 d . . . C16 C 0.417(2) 1.065(3) 0.7861(15) 0.034(6) Uani 1 1 d . . . H16 H 0.3280 1.1069 0.8214 0.040 Uiso 1 1 calc R . . C17 C 0.349(3) 0.829(3) 0.8849(18) 0.049(7) Uani 1 1 d . . . H17A H 0.3389 0.7375 0.8694 0.058 Uiso 1 1 calc R . . H17B H 0.2454 0.8870 0.8927 0.058 Uiso 1 1 calc R . . C18 C 0.413(2) 0.785(3) 0.9798(14) 0.035(6) Uani 1 1 d . . . H18A H 0.4089 0.8784 0.9973 0.041 Uiso 1 1 calc R . . H18B H 0.3412 0.7245 1.0303 0.041 Uiso 1 1 calc R . . C19 C 0.573(2) 0.700(2) 0.9868(15) 0.034(6) Uani 1 1 d . . . H19A H 0.5875 0.6184 0.9561 0.040 Uiso 1 1 calc R . . H19B H 0.5827 0.6540 1.0559 0.040 Uiso 1 1 calc R . . C21 C 0.972(2) 1.041(2) 0.7690(16) 0.029(5) Uani 1 1 d . . . C22 C 1.077(2) 0.989(3) 0.6982(16) 0.036(6) Uani 1 1 d . . . H22 H 1.0757 0.8898 0.6981 0.043 Uiso 1 1 calc R . . C23 C 1.178(3) 1.065(3) 0.6313(18) 0.041(6) Uiso 1 1 d . . . H23 H 1.2599 1.0172 0.5945 0.049 Uiso 1 1 calc R . . C24 C 1.156(3) 1.218(5) 0.6185(19) 0.077(12) Uani 1 1 d . . . H24 H 1.2093 1.2792 0.5621 0.093 Uiso 1 1 calc R . . C25 C 1.058(4) 1.288(3) 0.686(2) 0.079(11) Uani 1 1 d . . . H25 H 1.0556 1.3907 0.6794 0.095 Uiso 1 1 calc R . . C26 C 0.958(3) 1.194(3) 0.7671(18) 0.048(7) Uani 1 1 d . . . H26 H 0.8892 1.2338 0.8143 0.058 Uiso 1 1 calc R . . Cu2 Cu 0.0000 0.5000 1.0000 0.221(7) Uani 1 2 d S . . Br1 Br 0.1148(12) 0.5446(8) 0.8495(9) 0.280(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 Re1 0.0314(6) 0.0305(6) 0.0247(5) -0.0090(4) -0.0086(4) -0.0045(4) Cu1 0.037(3) 0.054(3) 0.032(2) -0.021(2) -0.0125(19) -0.004(2) N1 0.042(12) 0.022(10) 0.037(11) -0.017(9) -0.023(9) 0.002(9) N2 0.025(11) 0.038(13) 0.033(11) -0.004(10) -0.009(9) 0.008(9) N3 0.045(12) 0.026(10) 0.030(10) -0.018(9) -0.012(9) -0.007(9) N4 0.052(13) 0.038(12) 0.016(9) -0.005(9) -0.007(9) 0.002(10) N5 0.030(11) 0.038(11) 0.020(10) -0.007(9) -0.011(8) 0.002(9) O1 0.057(12) 0.070(13) 0.056(11) -0.031(10) -0.032(10) 0.004(10) C2 0.071(19) 0.050(18) 0.022(13) -0.015(13) -0.006(12) -0.026(15) O2 0.094(15) 0.039(11) 0.059(12) -0.022(10) 0.001(10) -0.019(11) C3 0.038(16) 0.032(14) 0.054(16) -0.007(13) -0.001(13) 0.001(12) O3 0.040(12) 0.086(15) 0.057(12) -0.026(11) -0.004(9) -0.007(11) C4 0.031(13) 0.022(12) 0.029(13) -0.001(10) 0.002(10) -0.004(10) C5 0.043(15) 0.030(13) 0.034(14) -0.021(11) 0.001(11) 0.006(11) C11 0.029(13) 0.035(14) 0.024(12) -0.001(11) 0.002(10) -0.004(11) C12 0.07(2) 0.043(18) 0.07(2) -0.030(17) 0.012(16) -0.015(15) C13 0.09(2) 0.016(13) 0.08(2) -0.005(14) -0.034(18) -0.016(15) C14 0.09(2) 0.038(16) 0.053(17) -0.027(14) -0.014(16) 0.001(15) C15 0.039(15) 0.019(12) 0.047(15) -0.009(12) -0.008(12) 0.004(11) C16 0.026(13) 0.045(16) 0.029(13) -0.018(12) -0.008(10) 0.013(12) C17 0.049(17) 0.039(15) 0.052(16) -0.020(13) 0.012(13) -0.002(13) C18 0.030(14) 0.053(16) 0.018(11) -0.011(11) 0.002(10) -0.004(12) C19 0.042(15) 0.041(14) 0.017(11) -0.003(10) 0.006(10) -0.025(12) C21 0.029(13) 0.029(13) 0.038(13) -0.013(11) -0.022(11) 0.002(11) C22 0.023(13) 0.045(15) 0.047(15) -0.015(13) -0.021(11) -0.003(11) C24 0.033(17) 0.16(4) 0.027(15) -0.008(19) 0.006(13) -0.020(19) C25 0.10(3) 0.044(18) 0.10(3) 0.028(18) -0.08(2) -0.042(19) C26 0.049(17) 0.052(17) 0.046(15) -0.024(14) -0.001(13) -0.005(14) Cu2 0.237(14) 0.123(8) 0.34(2) -0.054(11) -0.220(15) 0.051(8) Br1 0.332(12) 0.132(6) 0.443(16) -0.098(8) -0.279(13) 0.069(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 Re1 C3 1.86(3) . ? Re1 C2 1.89(3) . ? Re1 C1 1.92(2) . ? Re1 N2 2.125(18) . ? Re1 C4 2.16(2) . ? Re1 N1 2.197(17) . ? Cu1 N5 1.851(16) . ? Cu1 N5 1.851(16) 2_777 ? N1 C15 1.32(3) . ? N1 C11 1.34(2) . ? N2 C16 1.27(3) . ? N2 C17 1.47(3) . ? N3 C4 1.37(2) . ? N3 N4 1.38(2) . ? N3 C19 1.50(2) . ? N4 N5 1.31(2) . ? N5 C5 1.35(3) . ? C1 O1 1.17(3) . ? C2 O2 1.19(3) . ? C3 O3 1.17(3) . ? C4 C5 1.47(3) . ? C5 C21 1.48(3) . ? C11 C12 1.38(3) . ? C12 C13 1.34(4) . ? C13 C14 1.41(3) . ? C14 C15 1.37(3) . ? C15 C16 1.46(3) . ? C17 C18 1.50(3) . ? C18 C19 1.49(3) . ? C21 C22 1.37(3) . ? C21 C26 1.40(3) . ? C22 C23 1.30(3) . ? C23 C24 1.36(4) . ? C24 C25 1.40(4) . ? C25 C26 1.46(4) . ? Cu2 Br1 2.146(14) 2_567 ? Cu2 Br1 2.146(14) . ? 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 C2 85.8(11) . . ? C3 Re1 C1 86.8(11) . . ? C2 Re1 C1 87.8(9) . . ? C3 Re1 N2 174.5(9) . . ? C2 Re1 N2 99.5(9) . . ? C1 Re1 N2 95.2(8) . . ? C3 Re1 C4 98.0(10) . . ? C2 Re1 C4 92.3(9) . . ? C1 Re1 C4 175.2(9) . . ? N2 Re1 C4 80.1(7) . . ? C3 Re1 N1 100.5(9) . . ? C2 Re1 N1 173.7(9) . . ? C1 Re1 N1 93.0(8) . . ? N2 Re1 N1 74.2(7) . . ? C4 Re1 N1 86.4(7) . . ? N5 Cu1 N5 180.000(4) . 2_777 ? C15 N1 C11 118.0(18) . . ? C15 N1 Re1 116.2(14) . . ? C11 N1 Re1 125.7(15) . . ? C16 N2 C17 115.9(19) . . ? C16 N2 Re1 116.9(15) . . ? C17 N2 Re1 127.0(15) . . ? C4 N3 N4 115.2(16) . . ? C4 N3 C19 129.4(16) . . ? N4 N3 C19 115.4(15) . . ? N5 N4 N3 105.2(15) . . ? N4 N5 C5 111.4(17) . . ? N4 N5 Cu1 120.2(13) . . ? C5 N5 Cu1 128.4(15) . . ? O1 C1 Re1 178(2) . . ? O2 C2 Re1 176.8(19) . . ? O3 C3 Re1 176(2) . . ? N3 C4 C5 99.4(17) . . ? N3 C4 Re1 126.1(14) . . ? C5 C4 Re1 133.7(15) . . ? N5 C5 C4 108.8(18) . . ? N5 C5 C21 122(2) . . ? C4 C5 C21 129.1(19) . . ? N1 C11 C12 122(2) . . ? C13 C12 C11 120(2) . . ? C12 C13 C14 117(2) . . ? C15 C14 C13 119(3) . . ? N1 C15 C14 123(2) . . ? N1 C15 C16 113.1(19) . . ? C14 C15 C16 124(2) . . ? N2 C16 C15 119(2) . . ? N2 C17 C18 111(2) . . ? C19 C18 C17 120.4(18) . . ? C18 C19 N3 113.3(18) . . ? C22 C21 C26 119(2) . . ? C22 C21 C5 125(2) . . ? C26 C21 C5 115.9(19) . . ? C23 C22 C21 127(2) . . ? C22 C23 C24 116(2) . . ? C23 C24 C25 123(3) . . ? C24 C25 C26 118(3) . . ? C21 C26 C25 116(2) . . ? Br1 Cu2 Br1 180.000(2) 2_567 . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 23.33 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.901 _refine_diff_density_min -3.592 _refine_diff_density_rms 0.299 data_Compound_6_lg603c _database_code_depnum_ccdc_archive 'CCDC 867719' #TrackingRef 'triazolyl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H16 N5 O3 Re' _chemical_formula_weight 560.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -5.2083 5.8923 '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 7.2895(5) _cell_length_b 9.7173(7) _cell_length_c 15.3974(10) _cell_angle_alpha 73.505(6) _cell_angle_beta 86.389(5) _cell_angle_gamma 70.454(6) _cell_volume 984.90(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4395 _cell_measurement_theta_min 2.9926 _cell_measurement_theta_max 74.9072 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.1971 _exptl_crystal_size_mid 0.1100 _exptl_crystal_size_min 0.0762 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.890 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 540 _exptl_absorpt_coefficient_mu 12.343 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.234 _exptl_absorpt_correction_T_max 0.477 _exptl_absorpt_process_details ; 'Tue Nov 15 14:46:23 2011' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4757 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6327 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 75.08 _reflns_number_total 3906 _reflns_number_gt 3544 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; 'Tue Nov 15 14:46:23 2011' ; _computing_cell_refinement ; 'Tue Nov 15 14:46:23 2011' ; _computing_data_reduction ; 'Tue Nov 15 14:46:23 2011' ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0471P)^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 SHELXL _refine_ls_extinction_coef 0.00103(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3906 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0984 _refine_ls_wR_factor_gt 0.0931 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 0.98747(4) 0.70948(3) 0.732148(15) 0.04142(12) Uani 1 1 d . . . N1 N 1.1604(7) 0.4671(5) 0.7803(3) 0.0387(10) Uani 1 1 d . . . N2 N 1.1401(7) 0.6502(6) 0.6152(3) 0.0435(11) Uani 1 1 d . . . N3 N 0.7251(7) 0.6785(6) 0.5887(3) 0.0454(11) Uani 1 1 d . . . N4 N 0.6415(8) 0.5887(8) 0.5652(4) 0.0574(14) Uani 1 1 d . . . N5 N 0.6441(8) 0.4790(7) 0.6384(4) 0.0573(14) Uani 1 1 d . . . C1 C 1.1912(13) 0.7744(10) 0.7672(6) 0.068(2) Uani 1 1 d . . . O1 O 1.3033(11) 0.8218(8) 0.7849(5) 0.098(2) Uani 1 1 d . . . C2 C 0.8365(11) 0.9169(8) 0.6804(4) 0.0540(16) Uani 1 1 d . . . O2 O 0.7433(10) 1.0427(6) 0.6514(4) 0.0778(18) Uani 1 1 d . . . C3 C 0.8547(12) 0.7324(8) 0.8406(5) 0.0605(18) Uani 1 1 d . . . O3 O 0.7803(12) 0.7467(7) 0.9071(4) 0.093(2) Uani 1 1 d . . . C4 C 0.7841(8) 0.6279(7) 0.6778(4) 0.0423(12) Uani 1 1 d . . . C5 C 0.7252(8) 0.5024(8) 0.7078(4) 0.0466(13) Uani 1 1 d . . . C11 C 1.1755(9) 0.3770(7) 0.8648(4) 0.0469(13) Uani 1 1 d . . . H11 H 1.1146 0.4197 0.9104 0.056 Uiso 1 1 calc R . . C12 C 1.2783(10) 0.2225(7) 0.8875(5) 0.0534(15) Uani 1 1 d . . . H12 H 1.2852 0.1630 0.9471 0.064 Uiso 1 1 calc R . . C13 C 1.3702(11) 0.1579(8) 0.8204(5) 0.0568(16) Uani 1 1 d . . . H13 H 1.4374 0.0541 0.8334 0.068 Uiso 1 1 calc R . . C14 C 1.3592(9) 0.2530(7) 0.7331(4) 0.0514(15) Uani 1 1 d . . . H14 H 1.4220 0.2138 0.6866 0.062 Uiso 1 1 calc R . . C15 C 1.2552(8) 0.4050(7) 0.7159(4) 0.0416(12) Uani 1 1 d . . . C16 C 1.2412(8) 0.5111(7) 0.6262(4) 0.0424(12) Uani 1 1 d . . . H16 H 1.3049 0.4779 0.5779 0.051 Uiso 1 1 calc R . . C17 C 1.1204(10) 0.7568(8) 0.5235(4) 0.0511(15) Uani 1 1 d . . . H17A H 1.2389 0.7253 0.4913 0.061 Uiso 1 1 calc R . . H17B H 1.1023 0.8579 0.5283 0.061 Uiso 1 1 calc R . . C18 C 0.9480(10) 0.7615(9) 0.4703(4) 0.0539(16) Uani 1 1 d . . . H18A H 0.9748 0.6624 0.4605 0.065 Uiso 1 1 calc R . . H18B H 0.9380 0.8344 0.4113 0.065 Uiso 1 1 calc R . . C19 C 0.7510(10) 0.8033(8) 0.5150(4) 0.0542(16) Uani 1 1 d . . . H19A H 0.7378 0.8886 0.5385 0.065 Uiso 1 1 calc R . . H19B H 0.6480 0.8358 0.4692 0.065 Uiso 1 1 calc R . . C31 C 0.7428(9) 0.3924(7) 0.7990(4) 0.0482(14) Uani 1 1 d . . . C32 C 0.8132(11) 0.2369(9) 0.8088(6) 0.0633(18) Uani 1 1 d . . . H32 H 0.8512 0.2011 0.7583 0.076 Uiso 1 1 calc R . . C33 C 0.8267(13) 0.1346(10) 0.8946(6) 0.076(2) Uani 1 1 d . . . H33 H 0.8739 0.0307 0.9008 0.091 Uiso 1 1 calc R . . C34 C 0.7723(12) 0.1845(11) 0.9685(6) 0.078(3) Uani 1 1 d . . . H34 H 0.7831 0.1148 1.0252 0.094 Uiso 1 1 calc R . . C35 C 0.7001(12) 0.3394(11) 0.9603(5) 0.074(2) Uani 1 1 d . . . H35 H 0.6628 0.3742 1.0112 0.089 Uiso 1 1 calc R . . C36 C 0.6845(11) 0.4413(8) 0.8751(5) 0.0591(17) Uani 1 1 d . . . H36 H 0.6334 0.5451 0.8691 0.071 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 0.05141(18) 0.03838(17) 0.03380(15) -0.01304(10) 0.00435(10) -0.01204(12) N1 0.038(2) 0.039(2) 0.038(2) -0.0131(19) 0.0012(18) -0.0096(19) N2 0.046(3) 0.046(3) 0.036(2) -0.010(2) 0.0061(19) -0.014(2) N3 0.036(2) 0.064(3) 0.034(2) -0.015(2) 0.0018(18) -0.012(2) N4 0.048(3) 0.083(4) 0.044(3) -0.017(3) 0.001(2) -0.025(3) N5 0.052(3) 0.073(4) 0.052(3) -0.022(3) 0.009(2) -0.025(3) C1 0.069(5) 0.070(5) 0.064(4) -0.026(4) 0.000(4) -0.017(4) O1 0.098(5) 0.098(5) 0.130(6) -0.056(4) -0.018(4) -0.048(4) C2 0.063(4) 0.053(4) 0.046(3) -0.019(3) 0.017(3) -0.018(3) O2 0.101(5) 0.043(3) 0.068(3) -0.013(2) 0.015(3) 0.001(3) C3 0.080(5) 0.051(4) 0.047(4) -0.015(3) -0.004(3) -0.014(4) O3 0.141(6) 0.094(4) 0.052(3) -0.042(3) 0.043(4) -0.040(4) C4 0.037(3) 0.049(3) 0.039(3) -0.016(2) 0.006(2) -0.009(2) C5 0.034(3) 0.060(4) 0.046(3) -0.018(3) 0.008(2) -0.015(3) C11 0.051(3) 0.048(3) 0.038(3) -0.014(2) 0.001(2) -0.011(3) C12 0.049(3) 0.048(3) 0.051(3) -0.003(3) -0.002(3) -0.008(3) C13 0.058(4) 0.040(3) 0.062(4) -0.007(3) -0.006(3) -0.008(3) C14 0.046(3) 0.049(3) 0.054(3) -0.021(3) 0.004(3) -0.004(3) C15 0.037(3) 0.048(3) 0.039(3) -0.014(2) 0.001(2) -0.011(2) C16 0.039(3) 0.054(3) 0.040(3) -0.017(2) 0.005(2) -0.019(3) C17 0.057(4) 0.056(4) 0.036(3) -0.006(3) 0.010(3) -0.020(3) C18 0.060(4) 0.071(4) 0.029(3) -0.010(3) 0.005(2) -0.024(3) C19 0.049(3) 0.061(4) 0.039(3) -0.008(3) 0.000(2) -0.005(3) C31 0.043(3) 0.052(3) 0.050(3) -0.008(3) 0.004(2) -0.021(3) C32 0.056(4) 0.063(4) 0.075(5) -0.021(4) -0.003(3) -0.022(3) C33 0.073(5) 0.056(5) 0.090(6) 0.003(4) -0.018(5) -0.025(4) C34 0.068(5) 0.082(6) 0.061(5) 0.021(4) -0.014(4) -0.026(4) C35 0.066(5) 0.083(6) 0.052(4) -0.001(4) 0.008(3) -0.014(4) C36 0.060(4) 0.054(4) 0.051(4) -0.005(3) 0.008(3) -0.012(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 Re1 C2 1.903(7) . ? Re1 C3 1.907(7) . ? Re1 C1 1.953(9) . ? Re1 N2 2.173(5) . ? Re1 N1 2.197(5) . ? Re1 C4 2.202(6) . ? N1 C11 1.333(7) . ? N1 C15 1.342(7) . ? N2 C16 1.272(8) . ? N2 C17 1.478(7) . ? N3 N4 1.352(8) . ? N3 C4 1.364(7) . ? N3 C19 1.462(8) . ? N4 N5 1.310(8) . ? N5 C5 1.359(8) . ? C1 O1 1.142(10) . ? C2 O2 1.153(8) . ? C3 O3 1.149(9) . ? C4 C5 1.375(9) . ? C5 C31 1.486(8) . ? C11 C12 1.386(9) . ? C12 C13 1.381(10) . ? C13 C14 1.388(9) . ? C14 C15 1.371(9) . ? C15 C16 1.456(8) . ? C17 C18 1.524(9) . ? C18 C19 1.531(9) . ? C31 C36 1.377(10) . ? C31 C32 1.389(10) . ? C32 C33 1.395(11) . ? C33 C34 1.347(14) . ? C34 C35 1.389(13) . ? C35 C36 1.387(9) . ? 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 Re1 C3 85.5(3) . . ? C2 Re1 C1 89.5(3) . . ? C3 Re1 C1 90.5(3) . . ? C2 Re1 N2 101.4(2) . . ? C3 Re1 N2 171.9(2) . . ? C1 Re1 N2 93.7(3) . . ? C2 Re1 N1 175.0(2) . . ? C3 Re1 N1 98.7(2) . . ? C1 Re1 N1 93.1(3) . . ? N2 Re1 N1 74.24(18) . . ? C2 Re1 C4 92.4(3) . . ? C3 Re1 C4 97.2(3) . . ? C1 Re1 C4 172.2(3) . . ? N2 Re1 C4 78.5(2) . . ? N1 Re1 C4 84.4(2) . . ? C11 N1 C15 117.9(5) . . ? C11 N1 Re1 127.0(4) . . ? C15 N1 Re1 115.1(4) . . ? C16 N2 C17 118.6(5) . . ? C16 N2 Re1 116.7(4) . . ? C17 N2 Re1 124.5(4) . . ? N4 N3 C4 112.5(5) . . ? N4 N3 C19 116.1(5) . . ? C4 N3 C19 131.2(6) . . ? N5 N4 N3 106.7(5) . . ? N4 N5 C5 108.2(6) . . ? O1 C1 Re1 175.6(8) . . ? O2 C2 Re1 178.1(6) . . ? O3 C3 Re1 177.6(8) . . ? N3 C4 C5 101.7(6) . . ? N3 C4 Re1 122.4(4) . . ? C5 C4 Re1 134.0(5) . . ? N5 C5 C4 110.8(6) . . ? N5 C5 C31 118.3(6) . . ? C4 C5 C31 130.9(6) . . ? N1 C11 C12 122.7(6) . . ? C13 C12 C11 119.2(6) . . ? C12 C13 C14 117.9(6) . . ? C15 C14 C13 119.6(6) . . ? N1 C15 C14 122.6(5) . . ? N1 C15 C16 115.1(5) . . ? C14 C15 C16 122.3(6) . . ? N2 C16 C15 118.7(5) . . ? N2 C17 C18 111.0(5) . . ? C17 C18 C19 115.4(5) . . ? N3 C19 C18 113.7(5) . . ? C36 C31 C32 118.4(6) . . ? C36 C31 C5 121.2(6) . . ? C32 C31 C5 120.3(6) . . ? C31 C32 C33 119.9(8) . . ? C34 C33 C32 120.9(8) . . ? C33 C34 C35 120.3(7) . . ? C36 C35 C34 118.9(8) . . ? C31 C36 C35 121.5(7) . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 75.08 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 1.363 _refine_diff_density_min -1.697 _refine_diff_density_rms 0.146 data_Compound_7_lg612c _database_code_depnum_ccdc_archive 'CCDC 867720' #TrackingRef 'triazolyl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H21 B Cl2 F4 N5 O3 Re' _chemical_formula_weight 747.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' 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 33.0420(7) _cell_length_b 13.0010(2) _cell_length_c 27.7310(7) _cell_angle_alpha 90.00 _cell_angle_beta 113.570(3) _cell_angle_gamma 90.00 _cell_volume 10918.8(4) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7757 _cell_measurement_theta_min 2.7327 _cell_measurement_theta_max 74.8719 _exptl_crystal_description prism _exptl_crystal_colour yellow-orange _exptl_crystal_size_max 0.2900 _exptl_crystal_size_mid 0.1645 _exptl_crystal_size_min 0.1179 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.819 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5792 _exptl_absorpt_coefficient_mu 11.061 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.173 _exptl_absorpt_correction_T_max 0.397 _exptl_absorpt_process_details ; 'Tue Nov 29 13:14:35 2011' ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.4757 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21036 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 75.05 _reflns_number_total 10871 _reflns_number_gt 8084 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; 'Tue Nov 29 13:14:35 2011' ; _computing_cell_refinement ; 'Tue Nov 29 13:14:35 2011' ; _computing_data_reduction ; 'Tue Nov 29 13:14:35 2011' ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0620P)^2^+22.5449P] 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 10871 _refine_ls_number_parameters 666 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0670 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1310 _refine_ls_wR_factor_gt 0.1157 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.406746(9) 0.63004(3) 0.127991(11) 0.04772(10) Uani 1 1 d . . . N1 N 0.37684(17) 0.6142(4) 0.1856(2) 0.0454(12) Uani 1 1 d . . . N2 N 0.34279(19) 0.7023(5) 0.0926(2) 0.0534(14) Uani 1 1 d . . . N3 N 0.33922(18) 0.4961(5) 0.03475(19) 0.0493(13) Uani 1 1 d . . . N4 N 0.31513(19) 0.4122(5) 0.0186(2) 0.0572(15) Uani 1 1 d . . . N5 N 0.32582(19) 0.3573(5) 0.0620(2) 0.0545(14) Uani 1 1 d . . . C1 C 0.4400(3) 0.7531(7) 0.1630(3) 0.069(2) Uani 1 1 d . . . O1 O 0.4604(3) 0.8230(6) 0.1820(3) 0.116(3) Uani 1 1 d . . . C2 C 0.4280(2) 0.6538(7) 0.0738(3) 0.067(2) Uani 1 1 d . . . O2 O 0.4410(2) 0.6703(6) 0.0423(2) 0.089(2) Uani 1 1 d . . . C3 C 0.4589(2) 0.5535(6) 0.1639(3) 0.0576(18) Uani 1 1 d . . . O3 O 0.49118(18) 0.5079(6) 0.1866(2) 0.089(2) Uani 1 1 d . . . C4 C 0.3665(2) 0.4988(5) 0.0881(2) 0.0451(14) Uani 1 1 d . . . C5 C 0.3562(2) 0.4060(5) 0.1048(3) 0.0481(15) Uani 1 1 d . . . C11 C 0.3953(3) 0.5736(6) 0.2336(3) 0.0577(18) Uani 1 1 d . . . H11 H 0.4240 0.5484 0.2452 0.069 Uiso 1 1 calc R . . C12 C 0.3736(3) 0.5676(7) 0.2668(3) 0.072(2) Uani 1 1 d . . . H12 H 0.3880 0.5413 0.3006 0.086 Uiso 1 1 calc R . . C13 C 0.3307(3) 0.6004(7) 0.2500(3) 0.074(2) Uani 1 1 d . . . H13 H 0.3152 0.5940 0.2715 0.089 Uiso 1 1 calc R . . C14 C 0.3108(3) 0.6432(6) 0.2003(3) 0.0628(19) Uani 1 1 d . . . H14 H 0.2820 0.6679 0.1881 0.075 Uiso 1 1 calc R . . C15 C 0.3346(2) 0.6485(5) 0.1692(3) 0.0478(15) Uani 1 1 d . . . C16 C 0.3179(2) 0.6974(6) 0.1182(3) 0.0551(17) Uani 1 1 d . . . H16 H 0.2895 0.7249 0.1041 0.066 Uiso 1 1 calc R . . C17 C 0.3240(3) 0.7452(6) 0.0384(3) 0.064(2) Uani 1 1 d . . . H17A H 0.3473 0.7780 0.0310 0.076 Uiso 1 1 calc R . . H17B H 0.3021 0.7970 0.0358 0.076 Uiso 1 1 calc R . . C18 C 0.3028(3) 0.6616(7) -0.0018(3) 0.069(2) Uani 1 1 d . . . H18A H 0.2792 0.6313 0.0059 0.083 Uiso 1 1 calc R . . H18B H 0.2893 0.6940 -0.0360 0.083 Uiso 1 1 calc R . . C19 C 0.33188(19) 0.5754(5) -0.0058(2) 0.063(2) Uani 1 1 d . . . H19A H 0.3182 0.5440 -0.0403 0.076 Uiso 1 1 calc R . . H19B H 0.3601 0.6035 -0.0023 0.076 Uiso 1 1 calc R . . C20 C 0.30552(19) 0.2565(5) 0.0593(2) 0.079(2) Uani 1 1 d R . . H20A H 0.2769 0.2648 0.0599 0.118 Uiso 1 1 calc R . . H20B H 0.3237 0.2157 0.0889 0.118 Uiso 1 1 calc R . . H20C H 0.3026 0.2226 0.0273 0.118 Uiso 1 1 calc R . . C21 C 0.3707(3) 0.3618(6) 0.1581(3) 0.0606(19) Uani 1 1 d . . . C22 C 0.3387(3) 0.3510(6) 0.1789(3) 0.074(2) Uani 1 1 d . . . H22 H 0.3096 0.3698 0.1590 0.088 Uiso 1 1 calc R . . C23 C 0.3504(5) 0.3124(8) 0.2290(4) 0.106(4) Uani 1 1 d . . . H23 H 0.3296 0.3066 0.2437 0.128 Uiso 1 1 calc R . . C24 C 0.3934(6) 0.2827(10) 0.2569(4) 0.138(6) Uani 1 1 d . . . H24 H 0.4010 0.2538 0.2900 0.166 Uiso 1 1 calc R . . C25 C 0.4250(4) 0.2940(10) 0.2380(5) 0.123(5) Uani 1 1 d . . . H25 H 0.4542 0.2780 0.2592 0.148 Uiso 1 1 calc R . . C26 C 0.4138(3) 0.3304(8) 0.1857(4) 0.087(3) Uani 1 1 d . . . H26 H 0.4346 0.3329 0.1709 0.104 Uiso 1 1 calc R . . Re51 Re 0.093502(10) 0.39879(3) 0.155930(14) 0.05416(11) Uani 1 1 d . . . N51 N 0.08230(19) 0.4578(5) 0.0777(2) 0.0580(15) Uani 1 1 d . . . N52 N 0.13701(19) 0.5300(5) 0.1692(2) 0.0546(14) Uani 1 1 d . . . N53 N 0.19300(18) 0.3248(4) 0.1950(2) 0.0502(13) Uani 1 1 d . . . N54 N 0.22350(19) 0.2713(5) 0.1864(2) 0.0561(14) Uani 1 1 d . . . N55 N 0.20158(17) 0.2295(4) 0.1400(2) 0.0497(13) Uani 1 1 d . . . C51 C 0.0432(3) 0.4764(7) 0.1554(4) 0.074(2) Uani 1 1 d . . . O51 O 0.0137(2) 0.5221(6) 0.1561(3) 0.113(3) Uani 1 1 d . . . C52 C 0.1056(3) 0.3616(6) 0.2275(4) 0.065(2) Uani 1 1 d . . . O52 O 0.1113(2) 0.3408(5) 0.2695(3) 0.0882(19) Uani 1 1 d . . . O53 O 0.0362(2) 0.2052(6) 0.1245(3) 0.118(3) Uani 1 1 d . . . C54 C 0.1511(2) 0.3179(5) 0.1561(3) 0.0504(15) Uani 1 1 d . . . C55 C 0.1583(2) 0.2547(5) 0.1199(3) 0.0463(14) Uani 1 1 d . . . C61 C 0.0532(3) 0.4229(7) 0.0308(3) 0.073(2) Uani 1 1 d . . . H61 H 0.0370 0.3640 0.0301 0.088 Uiso 1 1 calc R . . C62 C 0.0465(3) 0.4702(9) -0.0156(4) 0.086(3) Uani 1 1 d . . . H62 H 0.0258 0.4443 -0.0471 0.104 Uiso 1 1 calc R . . C63 C 0.0706(3) 0.5568(9) -0.0156(4) 0.087(3) Uani 1 1 d . . . H63 H 0.0663 0.5904 -0.0469 0.104 Uiso 1 1 calc R . . C64 C 0.1012(3) 0.5925(8) 0.0316(4) 0.078(2) Uani 1 1 d . . . H64 H 0.1184 0.6498 0.0327 0.094 Uiso 1 1 calc R . . C65 C 0.1059(2) 0.5416(6) 0.0775(3) 0.0569(17) Uani 1 1 d . . . C66 C 0.1358(3) 0.5774(6) 0.1286(3) 0.0606(18) Uani 1 1 d . . . H66 H 0.1538 0.6341 0.1317 0.073 Uiso 1 1 calc R . . C67 C 0.1703(3) 0.5598(6) 0.2209(3) 0.065(2) Uani 1 1 d . . . H67A H 0.1582 0.5502 0.2472 0.078 Uiso 1 1 calc R . . H67B H 0.1771 0.6323 0.2202 0.078 Uiso 1 1 calc R . . C68 C 0.2125(3) 0.4982(6) 0.2364(3) 0.068(2) Uani 1 1 d . . . H68A H 0.2239 0.5077 0.2095 0.081 Uiso 1 1 calc R . . H68B H 0.2340 0.5266 0.2688 0.081 Uiso 1 1 calc R . . C69 C 0.20882(17) 0.3843(4) 0.2441(2) 0.0595(19) Uani 1 1 d . . . H69A H 0.2376 0.3584 0.2673 0.071 Uiso 1 1 calc R . . H69B H 0.1888 0.3735 0.2614 0.071 Uiso 1 1 calc R . . C70 C 0.22515(17) 0.1618(4) 0.1179(2) 0.064(2) Uani 1 1 d R . . H70A H 0.2563 0.1743 0.1353 0.096 Uiso 1 1 calc R . . H70B H 0.2156 0.1753 0.0810 0.096 Uiso 1 1 calc R . . H70C H 0.2190 0.0914 0.1231 0.096 Uiso 1 1 calc R . . C71 C 0.1287(2) 0.2186(6) 0.0667(3) 0.0522(16) Uani 1 1 d . . . C72 C 0.1045(3) 0.1293(7) 0.0612(3) 0.074(2) Uani 1 1 d . . . H72 H 0.1063 0.0920 0.0906 0.089 Uiso 1 1 calc R . . C73 C 0.0772(3) 0.0957(8) 0.0102(4) 0.091(3) Uani 1 1 d . . . H73 H 0.0609 0.0355 0.0059 0.110 Uiso 1 1 calc R . . C74 C 0.0744(3) 0.1502(8) -0.0327(4) 0.076(3) Uani 1 1 d . . . H74 H 0.0560 0.1271 -0.0661 0.092 Uiso 1 1 calc R . . C75 C 0.0982(3) 0.2384(8) -0.0279(3) 0.071(2) Uani 1 1 d . . . H75 H 0.0965 0.2746 -0.0576 0.086 Uiso 1 1 calc R . . C76 C 0.1252(3) 0.2732(6) 0.0224(3) 0.0632(19) Uani 1 1 d . . . H76 H 0.1411 0.3338 0.0261 0.076 Uiso 1 1 calc R . . B1 B 0.1853(4) 0.8544(9) 0.1395(4) 0.074(3) Uani 1 1 d . . . F1 F 0.15234(18) 0.8210(5) 0.09401(19) 0.0997(19) Uani 1 1 d . . . F2 F 0.1926(3) 0.7904(5) 0.1784(2) 0.143(3) Uani 1 1 d . . . F3 F 0.1744(4) 0.9465(7) 0.1537(4) 0.209(5) Uani 1 1 d . . . F4 F 0.22047(13) 0.8831(4) 0.13116(16) 0.158(4) Uani 1 1 d . . . B2 B 0.22129(13) 0.4783(4) 0.06450(16) 0.32(2) Uani 1 1 d R . . F5 F 0.20842(13) 0.4896(4) 0.10168(16) 0.229(6) Uani 1 1 d R . . F6 F 0.19246(13) 0.5094(4) 0.02216(16) 0.281(8) Uani 1 1 d R . . F7 F 0.25935(13) 0.5236(4) 0.07572(16) 0.193(5) Uani 1 1 d R . . F8 F 0.22499(13) 0.3862(4) 0.06678(16) 0.453(15) Uani 1 1 d R . . C90 C 0.5471(5) 0.3377(10) 0.0725(5) 0.129(5) Uani 1 1 d . . . H90A H 0.5300 0.3393 0.0348 0.155 Uiso 1 1 calc R . . H90B H 0.5781 0.3362 0.0784 0.155 Uiso 1 1 calc R . . C93 C 0.3601(6) 0.9852(11) 0.1086(6) 0.221(11) Uani 1 1 d . . . H93A H 0.3757 0.9200 0.1146 0.265 Uiso 1 1 calc R . . H93B H 0.3530 1.0070 0.0726 0.265 Uiso 1 1 calc R . . Cl91 Cl 0.53468(10) 0.2278(2) 0.09743(14) 0.1217(10) Uani 1 1 d . . . Cl92 Cl 0.53662(9) 0.4497(2) 0.10026(13) 0.1114(9) Uani 1 1 d . . . Cl95 Cl 0.30700(14) 0.9740(3) 0.12249(17) 0.1507(14) Uani 1 1 d . . . Cl94 Cl 0.38887(18) 1.0705(4) 0.1497(2) 0.231(3) Uani 1 1 d . . . C53 C 0.0573(3) 0.2787(8) 0.1361(4) 0.080(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.04377(15) 0.05485(19) 0.04446(16) 0.00183(13) 0.01758(12) -0.00045(13) N1 0.048(3) 0.048(3) 0.039(3) -0.004(2) 0.016(2) -0.003(2) N2 0.056(3) 0.052(3) 0.054(3) 0.012(3) 0.023(3) 0.004(3) N3 0.054(3) 0.058(4) 0.034(3) -0.001(2) 0.015(2) 0.002(3) N4 0.053(3) 0.066(4) 0.048(3) -0.001(3) 0.016(3) 0.000(3) N5 0.057(3) 0.057(4) 0.050(3) -0.008(3) 0.021(3) -0.005(3) C1 0.059(4) 0.075(6) 0.074(5) -0.009(4) 0.028(4) -0.011(4) O1 0.105(5) 0.096(5) 0.152(7) -0.048(5) 0.056(5) -0.048(5) C2 0.048(4) 0.076(6) 0.066(5) -0.004(4) 0.013(4) -0.002(4) O2 0.079(4) 0.133(6) 0.071(4) 0.012(4) 0.046(3) -0.016(4) C3 0.052(4) 0.071(5) 0.054(4) -0.001(4) 0.025(3) 0.000(4) O3 0.053(3) 0.119(6) 0.081(4) 0.019(4) 0.012(3) 0.026(3) C4 0.047(3) 0.055(4) 0.034(3) 0.001(3) 0.016(3) 0.000(3) C5 0.051(3) 0.048(4) 0.041(3) -0.002(3) 0.013(3) -0.003(3) C11 0.073(5) 0.055(4) 0.043(4) -0.009(3) 0.021(3) -0.001(4) C12 0.093(6) 0.076(6) 0.048(4) -0.007(4) 0.030(4) -0.006(5) C13 0.090(6) 0.080(6) 0.067(5) -0.008(4) 0.047(5) -0.004(5) C14 0.062(4) 0.067(5) 0.070(5) -0.011(4) 0.037(4) -0.011(4) C15 0.047(3) 0.050(4) 0.049(4) -0.008(3) 0.022(3) -0.002(3) C16 0.046(3) 0.061(4) 0.054(4) 0.002(3) 0.015(3) 0.002(3) C17 0.066(4) 0.063(5) 0.058(4) 0.023(4) 0.021(4) 0.016(4) C18 0.068(5) 0.084(6) 0.046(4) 0.014(4) 0.012(4) 0.013(4) C19 0.071(5) 0.077(5) 0.037(3) 0.008(4) 0.017(3) 0.007(4) C20 0.084(6) 0.069(6) 0.074(6) -0.016(5) 0.021(5) -0.021(5) C21 0.077(5) 0.052(4) 0.045(4) 0.006(3) 0.017(3) -0.014(4) C22 0.111(7) 0.058(5) 0.062(5) -0.007(4) 0.045(5) -0.018(5) C23 0.173(12) 0.089(8) 0.064(6) 0.007(6) 0.054(7) -0.039(8) C24 0.215(17) 0.112(10) 0.055(6) 0.028(6) 0.019(8) -0.049(11) C25 0.118(10) 0.117(10) 0.088(8) 0.045(7) -0.008(7) -0.026(8) C26 0.083(6) 0.092(7) 0.070(6) 0.021(5) 0.013(5) 0.001(5) Re51 0.04921(17) 0.04679(18) 0.0685(2) 0.00179(15) 0.02563(15) 0.00109(13) N51 0.050(3) 0.054(4) 0.069(4) 0.005(3) 0.022(3) 0.006(3) N52 0.055(3) 0.046(3) 0.063(4) -0.002(3) 0.024(3) 0.000(3) N53 0.050(3) 0.047(3) 0.050(3) -0.003(3) 0.017(2) 0.005(2) N54 0.052(3) 0.059(4) 0.053(3) -0.010(3) 0.018(3) 0.000(3) N55 0.047(3) 0.052(3) 0.048(3) -0.005(3) 0.016(2) 0.001(2) C51 0.074(5) 0.070(6) 0.089(6) 0.015(5) 0.044(5) 0.011(4) O51 0.096(5) 0.115(6) 0.155(7) 0.040(5) 0.079(5) 0.053(5) C52 0.065(4) 0.049(4) 0.094(6) 0.008(4) 0.044(4) 0.008(4) O52 0.112(5) 0.082(4) 0.089(4) 0.025(4) 0.060(4) 0.014(4) O53 0.085(5) 0.091(5) 0.161(7) -0.012(5) 0.033(5) -0.034(4) C54 0.047(3) 0.045(4) 0.056(4) 0.003(3) 0.018(3) -0.001(3) C55 0.046(3) 0.040(3) 0.053(4) -0.003(3) 0.019(3) -0.003(3) C61 0.054(4) 0.073(6) 0.079(6) -0.013(5) 0.013(4) 0.008(4) C62 0.077(6) 0.096(8) 0.069(6) 0.002(5) 0.011(5) 0.025(6) C63 0.091(7) 0.089(7) 0.071(6) 0.015(5) 0.022(5) 0.024(6) C64 0.076(6) 0.089(7) 0.072(6) 0.012(5) 0.034(5) 0.001(5) C65 0.059(4) 0.051(4) 0.067(5) 0.002(4) 0.032(4) 0.013(3) C66 0.071(5) 0.048(4) 0.073(5) -0.004(4) 0.039(4) -0.004(4) C67 0.084(5) 0.055(5) 0.056(4) -0.013(4) 0.027(4) -0.011(4) C68 0.070(5) 0.068(5) 0.061(5) -0.023(4) 0.022(4) -0.025(4) C69 0.058(4) 0.064(5) 0.047(4) -0.013(3) 0.010(3) 0.003(3) C70 0.058(4) 0.073(5) 0.063(5) -0.003(4) 0.025(4) 0.012(4) C71 0.043(3) 0.054(4) 0.053(4) -0.005(3) 0.012(3) -0.002(3) C72 0.083(6) 0.066(5) 0.062(5) -0.005(4) 0.018(4) -0.024(4) C73 0.099(7) 0.088(7) 0.075(6) -0.022(5) 0.023(5) -0.043(6) C74 0.052(4) 0.094(7) 0.070(5) -0.028(5) 0.012(4) 0.002(4) C75 0.059(4) 0.100(7) 0.051(4) -0.003(4) 0.017(4) 0.010(5) C76 0.067(5) 0.058(5) 0.065(5) 0.000(4) 0.027(4) -0.002(4) B1 0.094(7) 0.081(7) 0.048(5) -0.003(5) 0.029(5) -0.032(6) F1 0.093(4) 0.128(5) 0.059(3) 0.006(3) 0.010(3) -0.038(4) F2 0.189(7) 0.138(6) 0.064(3) 0.029(4) 0.012(4) -0.088(5) F3 0.291(13) 0.123(7) 0.200(9) -0.043(7) 0.084(9) 0.024(8) F4 0.115(5) 0.271(11) 0.072(4) 0.014(5) 0.020(4) -0.077(6) B2 0.059(7) 0.82(7) 0.068(8) 0.12(2) 0.013(6) -0.127(19) F5 0.152(8) 0.388(18) 0.177(8) -0.023(11) 0.095(7) 0.037(10) F6 0.205(11) 0.44(2) 0.209(11) 0.195(13) 0.098(9) 0.094(13) F7 0.166(8) 0.232(11) 0.221(9) -0.112(8) 0.117(7) -0.106(8) F8 0.32(2) 0.26(2) 0.77(5) -0.13(2) 0.21(3) -0.035(16) C90 0.170(13) 0.116(10) 0.149(12) 0.002(9) 0.113(11) 0.010(9) C93 0.227(19) 0.126(12) 0.181(15) -0.094(11) -0.055(13) 0.098(12) Cl91 0.102(2) 0.090(2) 0.150(3) 0.002(2) 0.0266(19) 0.0000(16) Cl92 0.0947(18) 0.0945(19) 0.147(2) -0.0420(19) 0.0499(17) -0.0288(15) Cl95 0.155(3) 0.139(3) 0.184(4) 0.016(3) 0.096(3) 0.052(3) Cl94 0.199(5) 0.118(3) 0.261(6) 0.009(4) -0.031(4) -0.018(3) C53 0.050(4) 0.088(7) 0.091(6) -0.004(5) 0.018(4) 0.002(4) _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 1.892(8) . ? Re1 C2 1.921(9) . ? Re1 C1 1.964(9) . ? Re1 N2 2.157(6) . ? Re1 C4 2.175(7) . ? Re1 N1 2.198(5) . ? N1 C11 1.333(9) . ? N1 C15 1.357(8) . ? N2 C16 1.287(8) . ? N2 C17 1.485(8) . ? N3 N4 1.319(8) . ? N3 C4 1.391(8) . ? N3 C19 1.473(8) . ? N4 N5 1.320(8) . ? N5 C5 1.365(8) . ? N5 C20 1.461(8) . ? C1 O1 1.127(10) . ? C2 O2 1.139(9) . ? C3 O3 1.161(9) . ? C4 C5 1.383(9) . ? C5 C21 1.475(9) . ? C11 C12 1.375(10) . ? C12 C13 1.373(12) . ? C13 C14 1.384(11) . ? C14 C15 1.383(9) . ? C15 C16 1.446(9) . ? C17 C18 1.513(11) . ? C18 C19 1.509(10) . ? C21 C26 1.382(12) . ? C21 C22 1.400(11) . ? C22 C23 1.380(12) . ? C23 C24 1.373(19) . ? C24 C25 1.351(19) . ? C25 C26 1.427(13) . ? Re51 C53 1.909(10) . ? Re51 C52 1.922(9) . ? Re51 C51 1.940(8) . ? Re51 N52 2.165(6) . ? Re51 C54 2.173(7) . ? Re51 N51 2.189(6) . ? N51 C65 1.341(9) . ? N51 C61 1.349(10) . ? N52 C66 1.270(9) . ? N52 C67 1.468(9) . ? N53 N54 1.323(7) . ? N53 C54 1.376(8) . ? N53 C69 1.469(7) . ? N54 N55 1.315(7) . ? N55 C55 1.352(8) . ? N55 C70 1.461(7) . ? C51 O51 1.149(9) . ? C52 O52 1.136(10) . ? O53 C53 1.150(11) . ? C54 C55 1.389(9) . ? C55 C71 1.483(9) . ? C61 C62 1.362(12) . ? C62 C63 1.380(14) . ? C63 C64 1.375(13) . ? C64 C65 1.388(11) . ? C65 C66 1.441(11) . ? C67 C68 1.512(11) . ? C68 C69 1.509(9) . ? C71 C72 1.382(10) . ? C71 C76 1.385(10) . ? C72 C73 1.409(12) . ? C73 C74 1.356(13) . ? C74 C75 1.366(12) . ? C75 C76 1.396(10) . ? B1 F2 1.305(11) . ? B1 F4 1.325(11) . ? B1 F3 1.354(14) . ? B1 F1 1.368(11) . ? B2 F8 1.2024 . ? B2 F6 1.2467 . ? B2 F5 1.2711 . ? B2 F7 1.3086 . ? C90 Cl91 1.707(12) . ? C90 Cl92 1.746(12) . ? C93 Cl94 1.603(13) . ? C93 Cl95 1.95(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Re1 C2 87.4(3) . . ? C3 Re1 C1 87.5(4) . . ? C2 Re1 C1 87.0(3) . . ? C3 Re1 N2 171.5(3) . . ? C2 Re1 N2 99.9(3) . . ? C1 Re1 N2 97.1(3) . . ? C3 Re1 C4 95.6(3) . . ? C2 Re1 C4 93.9(3) . . ? C1 Re1 C4 176.8(3) . . ? N2 Re1 C4 79.7(2) . . ? C3 Re1 N1 98.5(2) . . ? C2 Re1 N1 174.0(3) . . ? C1 Re1 N1 92.5(3) . . ? N2 Re1 N1 74.3(2) . . ? C4 Re1 N1 86.3(2) . . ? C11 N1 C15 117.5(6) . . ? C11 N1 Re1 127.2(5) . . ? C15 N1 Re1 115.3(4) . . ? C16 N2 C17 118.4(6) . . ? C16 N2 Re1 117.0(5) . . ? C17 N2 Re1 124.1(5) . . ? N4 N3 C4 115.3(6) . . ? N4 N3 C19 115.3(5) . . ? C4 N3 C19 129.3(6) . . ? N3 N4 N5 103.5(5) . . ? N4 N5 C5 112.1(6) . . ? N4 N5 C20 119.3(5) . . ? C5 N5 C20 128.6(6) . . ? O1 C1 Re1 177.0(8) . . ? O2 C2 Re1 178.2(8) . . ? O3 C3 Re1 178.8(8) . . ? C5 C4 N3 101.1(6) . . ? C5 C4 Re1 134.1(5) . . ? N3 C4 Re1 124.4(5) . . ? N5 C5 C4 107.9(6) . . ? N5 C5 C21 121.4(6) . . ? C4 C5 C21 130.6(6) . . ? N1 C11 C12 122.6(8) . . ? C13 C12 C11 120.0(8) . . ? C12 C13 C14 118.5(8) . . ? C15 C14 C13 118.6(8) . . ? N1 C15 C14 122.8(7) . . ? N1 C15 C16 114.3(6) . . ? C14 C15 C16 122.8(7) . . ? N2 C16 C15 118.9(6) . . ? N2 C17 C18 111.0(6) . . ? C19 C18 C17 117.9(6) . . ? N3 C19 C18 112.2(5) . . ? C26 C21 C22 121.5(8) . . ? C26 C21 C5 121.4(8) . . ? C22 C21 C5 117.1(8) . . ? C23 C22 C21 119.9(10) . . ? C24 C23 C22 118.6(12) . . ? C25 C24 C23 122.6(10) . . ? C24 C25 C26 120.2(12) . . ? C21 C26 C25 116.9(10) . . ? C53 Re51 C52 86.5(4) . . ? C53 Re51 C51 89.3(4) . . ? C52 Re51 C51 87.9(3) . . ? C53 Re51 N52 171.9(3) . . ? C52 Re51 N52 100.0(3) . . ? C51 Re51 N52 95.8(3) . . ? C53 Re51 C54 93.0(3) . . ? C52 Re51 C54 93.2(3) . . ? C51 Re51 C54 177.6(3) . . ? N52 Re51 C54 81.9(2) . . ? C53 Re51 N51 99.4(3) . . ? C52 Re51 N51 173.8(3) . . ? C51 Re51 N51 90.3(3) . . ? N52 Re51 N51 74.3(2) . . ? C54 Re51 N51 88.4(2) . . ? C65 N51 C61 117.5(7) . . ? C65 N51 Re51 114.8(5) . . ? C61 N51 Re51 127.6(6) . . ? C66 N52 C67 118.9(6) . . ? C66 N52 Re51 116.6(5) . . ? C67 N52 Re51 124.2(5) . . ? N54 N53 C54 115.1(6) . . ? N54 N53 C69 115.5(5) . . ? C54 N53 C69 129.4(5) . . ? N55 N54 N53 103.5(5) . . ? N54 N55 C55 112.4(5) . . ? N54 N55 C70 118.7(5) . . ? C55 N55 C70 128.8(5) . . ? O51 C51 Re51 178.6(8) . . ? O52 C52 Re51 177.6(7) . . ? N53 C54 C55 101.4(6) . . ? N53 C54 Re51 125.2(5) . . ? C55 C54 Re51 133.3(5) . . ? N55 C55 C54 107.6(6) . . ? N55 C55 C71 120.1(6) . . ? C54 C55 C71 132.2(6) . . ? N51 C61 C62 122.9(9) . . ? C61 C62 C63 119.6(9) . . ? C64 C63 C62 118.6(9) . . ? C63 C64 C65 118.9(9) . . ? N51 C65 C64 122.5(8) . . ? N51 C65 C66 115.5(7) . . ? C64 C65 C66 122.0(8) . . ? N52 C66 C65 118.8(7) . . ? N52 C67 C68 112.6(6) . . ? C69 C68 C67 116.3(6) . . ? N53 C69 C68 113.8(5) . . ? C72 C71 C76 119.5(7) . . ? C72 C71 C55 119.9(7) . . ? C76 C71 C55 120.5(6) . . ? C71 C72 C73 118.8(8) . . ? C74 C73 C72 120.7(9) . . ? C73 C74 C75 121.2(8) . . ? C74 C75 C76 118.9(8) . . ? C71 C76 C75 120.9(8) . . ? F2 B1 F4 116.1(10) . . ? F2 B1 F3 107.9(9) . . ? F4 B1 F3 99.0(9) . . ? F2 B1 F1 112.0(8) . . ? F4 B1 F1 111.0(7) . . ? F3 B1 F1 109.9(11) . . ? F8 B2 F6 113.3 . . ? F8 B2 F5 97.6 . . ? F6 B2 F5 110.4 . . ? F8 B2 F7 111.6 . . ? F6 B2 F7 112.2 . . ? F5 B2 F7 110.9 . . ? Cl91 C90 Cl92 113.4(6) . . ? Cl94 C93 Cl95 103.6(9) . . ? O53 C53 Re51 178.7(8) . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 75.05 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 1.700 _refine_diff_density_min -1.362 _refine_diff_density_rms 0.117 #===END