# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Lucia Riera' _publ_contact_author_email RIERALUCIA.UO@UNIOVI.ES _publ_section_title ; Metal Complexes with two different hydrogen bond donor ligands as anion hosts ; loop_ _publ_author_name 'Lucia Riera' 'D Miguel' 'Sonia Nieto' 'Julio Perez' 'Victor Riera' # Attachment 'CIF.cif' data_Compound_1ClO4_(SN547a) _database_code_depnum_ccdc_archive 'CCDC 715278' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H22 Cl N6 O7 Re' _chemical_formula_weight 656.07 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' 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.002(12) _cell_length_b 11.249(11) _cell_length_c 17.183(16) _cell_angle_alpha 90.00 _cell_angle_beta 106.685(17) _cell_angle_gamma 90.00 _cell_volume 2407(4) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 769 _cell_measurement_theta_min 2.87 _cell_measurement_theta_max 22.46 _exptl_crystal_description PRISM _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.810 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 5.208 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.737106 _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 10476 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 23.35 _reflns_number_total 3458 _reflns_number_gt 2605 _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^)+(0.0259P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3458 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0417 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0561 _refine_ls_wR_factor_gt 0.0530 _refine_ls_goodness_of_fit_ref 0.910 _refine_ls_restrained_S_all 0.910 _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 0.65596(2) -0.058016(19) 0.249710(14) 0.03811(9) Uani 1 1 d . . . N1 N 0.7174(4) -0.1105(4) 0.1490(3) 0.0383(12) Uani 1 1 d . . . N2 N 0.7812(4) -0.0387(4) 0.1194(3) 0.0466(14) Uani 1 1 d . . . H2 H 0.812(5) 0.014(5) 0.146(4) 0.056 Uiso 1 1 d . . . N3 N 0.6670(4) 0.1246(4) 0.2092(3) 0.0451(12) Uani 1 1 d . . . N4 N 0.7219(5) 0.2078(4) 0.2617(3) 0.0468(14) Uani 1 1 d . . . H4 H 0.747(5) 0.194(5) 0.308(3) 0.056 Uiso 1 1 d . . . N5 N 0.8316(4) -0.0356(4) 0.3168(2) 0.0407(12) Uani 1 1 d . . . H5A H 0.8668 -0.1028 0.3119 0.049 Uiso 1 1 calc R . . H5B H 0.8588 0.0238 0.2937 0.049 Uiso 1 1 calc R . . N6 N 0.8285(4) 0.1010(4) 0.4171(3) 0.0520(14) Uani 1 1 d . . . C1 C 0.5118(6) -0.0805(5) 0.1876(4) 0.0558(18) Uani 1 1 d . . . O1 O 0.4256(4) -0.0983(5) 0.1492(3) 0.0854(17) Uani 1 1 d . . . C2 C 0.6040(5) -0.0077(6) 0.3370(4) 0.0550(17) Uani 1 1 d . . . O2 O 0.5717(4) 0.0189(5) 0.3902(3) 0.0897(18) Uani 1 1 d . . . C3 C 0.6542(5) -0.2151(6) 0.2905(4) 0.0525(17) Uani 1 1 d . . . O3 O 0.6493(4) -0.3070(4) 0.3181(3) 0.0842(17) Uani 1 1 d . . . C11 C 0.6943(5) -0.2015(5) 0.0975(3) 0.0441(15) Uani 1 1 d . . . C12 C 0.7408(5) -0.1830(6) 0.0354(4) 0.0577(18) Uani 1 1 d . . . H12 H 0.7354 -0.2329 -0.0088 0.069 Uiso 1 1 calc R . . C13 C 0.7955(5) -0.0795(6) 0.0505(4) 0.0567(18) Uani 1 1 d . . . C14 C 0.6292(6) -0.3051(5) 0.1085(4) 0.072(2) Uani 1 1 d . . . H14A H 0.6655 -0.3457 0.1579 0.109 Uiso 1 1 calc R . . H14B H 0.6197 -0.3584 0.0633 0.109 Uiso 1 1 calc R . . H14C H 0.5603 -0.2782 0.1114 0.109 Uiso 1 1 calc R . . C15 C 0.8632(8) -0.0131(8) 0.0076(5) 0.112(3) Uani 1 1 d . . . H15A H 0.8313 -0.0187 -0.0500 0.168 Uiso 1 1 calc R . . H15B H 0.9339 -0.0468 0.0218 0.168 Uiso 1 1 calc R . . H15C H 0.8676 0.0690 0.0237 0.168 Uiso 1 1 calc R . . C21 C 0.6240(5) 0.1835(6) 0.1396(4) 0.0537(17) Uani 1 1 d . . . C22 C 0.6535(6) 0.3024(6) 0.1502(4) 0.0606(19) Uani 1 1 d . . . H22 H 0.6338 0.3621 0.1113 0.073 Uiso 1 1 calc R . . C23 C 0.7159(5) 0.3152(5) 0.2271(4) 0.0503(17) Uani 1 1 d . . . C24 C 0.5570(6) 0.1247(6) 0.0658(4) 0.078(2) Uani 1 1 d . . . H24A H 0.5752 0.0419 0.0672 0.117 Uiso 1 1 calc R . . H24B H 0.5695 0.1610 0.0188 0.117 Uiso 1 1 calc R . . H24C H 0.4827 0.1330 0.0634 0.117 Uiso 1 1 calc R . . C25 C 0.7755(6) 0.4180(5) 0.2732(4) 0.076(2) Uani 1 1 d . . . H25A H 0.7851 0.4065 0.3302 0.115 Uiso 1 1 d R . . H25B H 0.7355 0.4897 0.2557 0.115 Uiso 1 1 d R . . H25C H 0.8444 0.4242 0.2635 0.115 Uiso 1 1 d R . . C31 C 0.8498(5) -0.0096(5) 0.4019(3) 0.0427(15) Uani 1 1 d . . . C32 C 0.8797(5) -0.0962(5) 0.4590(4) 0.0485(16) Uani 1 1 d . . . H32 H 0.8946 -0.1728 0.4450 0.058 Uiso 1 1 calc R . . C33 C 0.8873(5) -0.0670(6) 0.5381(4) 0.0613(18) Uani 1 1 d . . . H33 H 0.9069 -0.1240 0.5789 0.074 Uiso 1 1 calc R . . C34 C 0.8658(6) 0.0466(7) 0.5561(4) 0.067(2) Uani 1 1 d . . . H34 H 0.8704 0.0687 0.6091 0.080 Uiso 1 1 calc R . . C35 C 0.8374(6) 0.1267(6) 0.4944(4) 0.064(2) Uani 1 1 d . . . H35 H 0.8233 0.2042 0.5070 0.077 Uiso 1 1 calc R . . Cl1 Cl 0.00422(15) 0.18976(14) 0.21455(11) 0.0583(4) Uani 1 1 d . . . O11 O -0.1030(5) 0.1870(5) 0.1608(4) 0.121(2) Uani 1 1 d . . . O12 O 0.0112(6) 0.0939(5) 0.2643(4) 0.132(3) Uani 1 1 d . . . O13 O 0.0747(5) 0.1831(7) 0.1692(4) 0.152(3) Uani 1 1 d . . . O14 O 0.0155(5) 0.2984(5) 0.2526(5) 0.149(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 0.04036(16) 0.03773(14) 0.04118(14) -0.00126(14) 0.01962(11) -0.00124(13) N1 0.043(3) 0.038(3) 0.038(3) 0.000(2) 0.017(3) 0.000(2) N2 0.052(4) 0.052(3) 0.041(3) -0.005(3) 0.021(3) -0.009(3) N3 0.051(4) 0.039(3) 0.044(3) 0.001(3) 0.012(3) 0.005(2) N4 0.069(4) 0.034(3) 0.043(3) -0.002(3) 0.025(3) 0.006(3) N5 0.056(4) 0.035(3) 0.037(3) 0.002(2) 0.022(3) 0.005(2) N6 0.068(4) 0.043(3) 0.045(3) -0.011(2) 0.016(3) 0.002(3) C1 0.054(5) 0.066(5) 0.055(4) -0.006(3) 0.028(4) -0.008(4) O1 0.038(3) 0.121(4) 0.090(4) -0.010(3) 0.008(3) -0.013(3) C2 0.044(5) 0.064(4) 0.057(4) -0.007(3) 0.015(4) 0.001(3) O2 0.100(5) 0.110(4) 0.081(4) -0.023(3) 0.061(4) 0.006(3) C3 0.068(5) 0.047(4) 0.048(4) -0.004(3) 0.026(4) -0.003(3) O3 0.129(5) 0.053(3) 0.078(3) 0.013(3) 0.041(3) -0.014(3) C11 0.047(4) 0.040(4) 0.042(4) -0.005(3) 0.008(3) 0.003(3) C12 0.067(5) 0.066(5) 0.044(4) -0.013(3) 0.023(4) 0.015(4) C13 0.053(5) 0.077(5) 0.048(4) -0.005(4) 0.028(4) 0.004(4) C14 0.104(7) 0.045(4) 0.071(5) -0.018(4) 0.030(5) -0.019(4) C15 0.121(9) 0.156(8) 0.092(6) -0.031(6) 0.082(7) -0.041(6) C21 0.045(4) 0.059(4) 0.058(4) 0.006(4) 0.016(4) 0.011(3) C22 0.067(5) 0.048(4) 0.067(5) 0.025(4) 0.020(4) 0.019(4) C23 0.062(5) 0.032(4) 0.067(5) 0.007(3) 0.035(4) 0.007(3) C24 0.079(6) 0.085(5) 0.057(5) 0.014(4) -0.002(5) 0.014(4) C25 0.109(7) 0.043(4) 0.091(6) -0.007(4) 0.050(5) -0.011(4) C31 0.041(4) 0.044(4) 0.046(4) -0.002(3) 0.017(3) -0.002(3) C32 0.053(5) 0.046(4) 0.045(4) 0.001(3) 0.012(4) -0.006(3) C33 0.064(5) 0.071(5) 0.046(4) 0.009(4) 0.011(4) -0.020(4) C34 0.074(6) 0.090(6) 0.040(4) -0.010(4) 0.022(4) -0.020(5) C35 0.077(6) 0.057(5) 0.056(5) -0.025(4) 0.016(4) -0.003(4) Cl1 0.0574(13) 0.0503(10) 0.0683(11) 0.0150(9) 0.0201(10) -0.0049(8) O11 0.082(5) 0.116(5) 0.149(6) 0.003(4) 0.005(4) -0.003(4) O12 0.212(8) 0.096(4) 0.105(5) 0.047(4) 0.070(5) 0.001(4) O13 0.130(6) 0.181(6) 0.192(7) 0.061(6) 0.122(6) 0.016(5) O14 0.127(6) 0.075(4) 0.230(8) -0.056(5) 0.029(6) -0.022(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 C1 1.888(8) . ? Re1 C2 1.899(7) . ? Re1 C3 1.904(7) . ? Re1 N1 2.186(4) . ? Re1 N3 2.188(5) . ? Re1 N5 2.257(5) . ? N1 C11 1.330(6) . ? N1 N2 1.357(6) . ? N2 C13 1.332(7) . ? N2 H2 0.79(6) . ? N3 C21 1.339(7) . ? N3 N4 1.352(7) . ? N4 C23 1.338(7) . ? N4 H4 0.79(6) . ? N5 C31 1.442(7) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? N6 C31 1.317(7) . ? N6 C35 1.332(7) . ? C1 O1 1.143(8) . ? C2 O2 1.151(6) . ? C3 O3 1.146(6) . ? C11 C12 1.386(7) . ? C11 C14 1.484(8) . ? C12 C13 1.350(8) . ? C12 H12 0.9300 . ? C13 C15 1.499(9) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C21 C22 1.389(9) . ? C21 C24 1.473(9) . ? C22 C23 1.345(9) . ? C22 H22 0.9300 . ? C23 C25 1.488(9) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C31 C32 1.357(8) . ? C32 C33 1.374(8) . ? C32 H32 0.9300 . ? C33 C34 1.362(8) . ? C33 H33 0.9300 . ? C34 C35 1.358(9) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? Cl1 O12 1.363(5) . ? Cl1 O13 1.365(5) . ? Cl1 O14 1.374(6) . ? Cl1 O11 1.435(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C2 88.0(3) . . ? C1 Re1 C3 88.2(3) . . ? C2 Re1 C3 86.6(3) . . ? C1 Re1 N1 92.6(2) . . ? C2 Re1 N1 178.3(2) . . ? C3 Re1 N1 95.0(2) . . ? C1 Re1 N3 95.2(2) . . ? C2 Re1 N3 92.4(2) . . ? C3 Re1 N3 176.4(3) . . ? N1 Re1 N3 85.92(17) . . ? C1 Re1 N5 176.22(19) . . ? C2 Re1 N5 95.7(2) . . ? C3 Re1 N5 91.9(2) . . ? N1 Re1 N5 83.62(17) . . ? N3 Re1 N5 84.75(17) . . ? C11 N1 N2 104.8(4) . . ? C11 N1 Re1 132.1(4) . . ? N2 N1 Re1 122.5(3) . . ? C13 N2 N1 112.6(5) . . ? C13 N2 H2 127(4) . . ? N1 N2 H2 120(4) . . ? C21 N3 N4 105.0(5) . . ? C21 N3 Re1 134.4(4) . . ? N4 N3 Re1 120.5(4) . . ? C23 N4 N3 112.0(5) . . ? C23 N4 H4 126(5) . . ? N3 N4 H4 122(5) . . ? C31 N5 Re1 112.8(3) . . ? C31 N5 H5A 109.0 . . ? Re1 N5 H5A 109.0 . . ? C31 N5 H5B 109.0 . . ? Re1 N5 H5B 109.0 . . ? H5A N5 H5B 107.8 . . ? C31 N6 C35 116.1(5) . . ? O1 C1 Re1 177.3(6) . . ? O2 C2 Re1 177.7(6) . . ? O3 C3 Re1 175.7(5) . . ? N1 C11 C12 109.4(5) . . ? N1 C11 C14 123.2(5) . . ? C12 C11 C14 127.4(6) . . ? C13 C12 C11 107.7(5) . . ? C13 C12 H12 126.2 . . ? C11 C12 H12 126.2 . . ? N2 C13 C12 105.6(5) . . ? N2 C13 C15 121.0(6) . . ? C12 C13 C15 133.3(6) . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N3 C21 C22 109.3(6) . . ? N3 C21 C24 122.6(6) . . ? C22 C21 C24 128.1(6) . . ? C23 C22 C21 107.3(6) . . ? C23 C22 H22 126.4 . . ? C21 C22 H22 126.4 . . ? N4 C23 C22 106.4(6) . . ? N4 C23 C25 120.7(6) . . ? C22 C23 C25 132.9(6) . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 C31 C32 124.6(5) . . ? N6 C31 N5 114.2(5) . . ? C32 C31 N5 121.1(5) . . ? C31 C32 C33 117.9(6) . . ? C31 C32 H32 121.1 . . ? C33 C32 H32 121.1 . . ? C34 C33 C32 119.2(6) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C35 C34 C33 118.2(6) . . ? C35 C34 H34 120.9 . . ? C33 C34 H34 120.9 . . ? N6 C35 C34 124.1(6) . . ? N6 C35 H35 118.0 . . ? C34 C35 H35 118.0 . . ? O12 Cl1 O13 112.3(4) . . ? O12 Cl1 O14 115.3(4) . . ? O13 Cl1 O14 108.9(4) . . ? O12 Cl1 O11 105.3(4) . . ? O13 Cl1 O11 108.6(4) . . ? O14 Cl1 O11 106.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Re1 N1 C11 -46.8(5) . . . . ? C3 Re1 N1 C11 41.7(6) . . . . ? N3 Re1 N1 C11 -141.9(5) . . . . ? N5 Re1 N1 C11 133.0(5) . . . . ? C1 Re1 N1 N2 123.0(5) . . . . ? C3 Re1 N1 N2 -148.6(5) . . . . ? N3 Re1 N1 N2 27.9(4) . . . . ? N5 Re1 N1 N2 -57.3(4) . . . . ? C11 N1 N2 C13 2.1(7) . . . . ? Re1 N1 N2 C13 -170.0(4) . . . . ? C1 Re1 N3 C21 -33.4(6) . . . . ? C2 Re1 N3 C21 -121.7(6) . . . . ? N1 Re1 N3 C21 58.8(5) . . . . ? N5 Re1 N3 C21 142.8(5) . . . . ? C1 Re1 N3 N4 141.4(4) . . . . ? C2 Re1 N3 N4 53.2(5) . . . . ? N1 Re1 N3 N4 -126.3(4) . . . . ? N5 Re1 N3 N4 -42.4(4) . . . . ? C21 N3 N4 C23 -1.0(6) . . . . ? Re1 N3 N4 C23 -177.2(4) . . . . ? C2 Re1 N5 C31 8.2(4) . . . . ? C3 Re1 N5 C31 -78.6(4) . . . . ? N1 Re1 N5 C31 -173.4(4) . . . . ? N3 Re1 N5 C31 100.1(4) . . . . ? N2 N1 C11 C12 -2.1(6) . . . . ? Re1 N1 C11 C12 169.0(4) . . . . ? N2 N1 C11 C14 177.4(6) . . . . ? Re1 N1 C11 C14 -11.6(9) . . . . ? N1 C11 C12 C13 1.4(8) . . . . ? C14 C11 C12 C13 -178.0(7) . . . . ? N1 N2 C13 C12 -1.3(8) . . . . ? N1 N2 C13 C15 179.8(7) . . . . ? C11 C12 C13 N2 0.0(8) . . . . ? C11 C12 C13 C15 178.7(8) . . . . ? N4 N3 C21 C22 0.3(6) . . . . ? Re1 N3 C21 C22 175.7(4) . . . . ? N4 N3 C21 C24 -179.9(6) . . . . ? Re1 N3 C21 C24 -4.5(9) . . . . ? N3 C21 C22 C23 0.4(7) . . . . ? C24 C21 C22 C23 -179.3(6) . . . . ? N3 N4 C23 C22 1.3(7) . . . . ? N3 N4 C23 C25 -176.7(5) . . . . ? C21 C22 C23 N4 -1.0(7) . . . . ? C21 C22 C23 C25 176.7(6) . . . . ? C35 N6 C31 C32 -0.3(9) . . . . ? C35 N6 C31 N5 175.7(5) . . . . ? Re1 N5 C31 N6 -76.9(5) . . . . ? Re1 N5 C31 C32 99.3(5) . . . . ? N6 C31 C32 C33 0.8(9) . . . . ? N5 C31 C32 C33 -174.9(6) . . . . ? C31 C32 C33 C34 -0.6(9) . . . . ? C32 C33 C34 C35 0.1(10) . . . . ? C31 N6 C35 C34 -0.4(10) . . . . ? C33 C34 C35 N6 0.4(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O11 0.79(6) 2.21(6) 2.932(8) 152(6) 1_655 N4 H4 N6 0.79(6) 2.14(6) 2.893(7) 160(6) . N5 H5B O12 0.90 2.32 3.099(8) 144.8 1_655 N5 H5A O13 0.90 2.52 3.375(9) 159.0 2_645 N5 H5A O14 0.90 2.40 3.197(8) 147.2 2_645 N5 H5A Cl1 0.90 2.98 3.880(5) 173.9 2_645 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 23.35 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.694 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.094 #===END data_Compound_2BAr'4_(sn280bm) _database_code_depnum_ccdc_archive 'CCDC 715279' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H34 B F24 N6 O3 Re' _chemical_formula_weight 1419.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.512(3) _cell_length_b 25.848(5) _cell_length_c 15.739(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.179(4) _cell_angle_gamma 90.00 _cell_volume 5640.5(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 871 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 41.32 _exptl_crystal_description BLOCK _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2784 _exptl_absorpt_coefficient_mu 2.280 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.811015 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 '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 25132 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 23.27 _reflns_number_total 8094 _reflns_number_gt 5118 _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^)+(0.0576P)^2^+19.9721P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens constr _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8094 _refine_ls_number_parameters 779 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1021 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.1497 _refine_ls_wR_factor_gt 0.1249 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 0.80016(3) 0.286091(17) 0.83876(3) 0.08210(19) Uani 1 1 d . . . N1 N 0.8199(7) 0.2480(3) 0.7208(6) 0.087(2) Uani 1 1 d . . . N2 N 0.7656(7) 0.2605(4) 0.6382(7) 0.091(3) Uani 1 1 d . . . H2 H 0.732(8) 0.289(4) 0.623(8) 0.109 Uiso 1 1 d . . . N3 N 0.6486(7) 0.2933(4) 0.7544(5) 0.084(2) Uani 1 1 d . . . N4 N 0.6012(7) 0.3404(5) 0.7403(6) 0.093(3) Uani 1 1 d . . . H4 H 0.638(8) 0.366(4) 0.760(7) 0.111 Uiso 1 1 d . . . N5 N 0.8327(5) 0.3582(3) 0.7775(4) 0.0646(18) Uani 1 1 d . . . N6 N 0.9655(9) 0.3994(5) 0.6258(9) 0.139(4) Uani 1 1 d G . . H6A H 0.9840 0.4308 0.6142 0.208 Uiso 1 1 d G . . H6B H 0.9993 0.3756 0.6070 0.208 Uiso 1 1 d G . . C1 C 0.9303(9) 0.2836(4) 0.9093(7) 0.082(3) Uani 1 1 d . . . O1 O 1.0073(6) 0.2814(4) 0.9577(6) 0.134(3) Uani 1 1 d . . . C2 C 0.7754(8) 0.3201(5) 0.9378(8) 0.103(4) Uani 1 1 d . . . O2 O 0.7626(6) 0.3391(4) 0.9991(5) 0.138(3) Uani 1 1 d . . . C3 C 0.7805(10) 0.2224(5) 0.8931(9) 0.113(4) Uani 1 1 d . . . O3 O 0.7745(10) 0.1856(4) 0.9296(8) 0.186(5) Uani 1 1 d . . . C11 C 0.7906(11) 0.2345(6) 0.5739(9) 0.106(4) Uani 1 1 d . . . C12 C 0.8617(13) 0.2031(5) 0.6185(12) 0.129(5) Uani 1 1 d . . . H12 H 0.8927 0.1789 0.5927 0.155 Uiso 1 1 calc R . . C13 C 0.8823(10) 0.2121(4) 0.7089(9) 0.109(4) Uani 1 1 d . . . C14 C 0.7394(10) 0.2431(6) 0.4804(9) 0.144(6) Uani 1 1 d . . . H14A H 0.7722 0.2255 0.4441 0.217 Uiso 1 1 calc R . . H14B H 0.7374 0.2795 0.4678 0.217 Uiso 1 1 calc R . . H14C H 0.6748 0.2301 0.4676 0.217 Uiso 1 1 calc R . . C15 C 0.9570(13) 0.1866(6) 0.7845(10) 0.169(7) Uani 1 1 d . . . H15A H 1.0030 0.2119 0.8155 0.254 Uiso 1 1 calc R . . H15B H 0.9895 0.1601 0.7614 0.254 Uiso 1 1 calc R . . H15C H 0.9262 0.1714 0.8246 0.254 Uiso 1 1 calc R . . C21 C 0.5064(8) 0.3381(7) 0.6913(7) 0.097(4) Uani 1 1 d . . . C22 C 0.4905(11) 0.2857(8) 0.6711(8) 0.129(5) Uani 1 1 d . . . H22 H 0.4335 0.2700 0.6383 0.155 Uiso 1 1 calc R . . C23 C 0.5825(12) 0.2612(7) 0.7124(9) 0.122(5) Uani 1 1 d . . . C24 C 0.4442(8) 0.3824(6) 0.6705(8) 0.136(5) Uani 1 1 d . . . H24A H 0.4810 0.4131 0.6914 0.205 Uiso 1 1 calc R . . H24B H 0.3943 0.3791 0.6989 0.205 Uiso 1 1 calc R . . H24C H 0.4156 0.3845 0.6073 0.205 Uiso 1 1 calc R . . C25 C 0.5979(14) 0.2069(6) 0.7096(12) 0.185(8) Uani 1 1 d . . . H25A H 0.6400 0.2000 0.6739 0.278 Uiso 1 1 calc R . . H25B H 0.5373 0.1898 0.6841 0.278 Uiso 1 1 calc R . . H25C H 0.6269 0.1942 0.7688 0.278 Uiso 1 1 calc R . . C31 C 0.8111(7) 0.4052(4) 0.8002(7) 0.083(3) Uani 1 1 d . . . H31 H 0.7773 0.4069 0.8419 0.100 Uiso 1 1 calc R . . C32 C 0.8334(9) 0.4509(6) 0.7687(11) 0.126(5) Uani 1 1 d . . . H32 H 0.8132 0.4824 0.7853 0.152 Uiso 1 1 calc R . . C33 C 0.8861(8) 0.4477(5) 0.7121(9) 0.111(4) Uani 1 1 d . . . H33 H 0.9052 0.4781 0.6904 0.133 Uiso 1 1 calc R . . C34 C 0.9128(8) 0.4016(5) 0.6853(7) 0.092(3) Uani 1 1 d . . . C35 C 0.8843(6) 0.3576(4) 0.7198(6) 0.070(2) Uani 1 1 d . . . H35 H 0.9018 0.3257 0.7020 0.084 Uiso 1 1 calc R . . B51 B 0.2675(6) 0.5741(3) 0.7506(6) 0.053(2) Uani 1 1 d . . . C51 C 0.2644(5) 0.5511(3) 0.6526(5) 0.055(2) Uani 1 1 d . . . C52 C 0.3177(6) 0.5763(3) 0.6043(5) 0.064(2) Uani 1 1 d . . . H52 H 0.3509 0.6064 0.6271 0.077 Uiso 1 1 calc R . . C53 C 0.3225(6) 0.5574(4) 0.5229(6) 0.068(2) Uani 1 1 d . . . C54 C 0.2737(7) 0.5134(4) 0.4868(6) 0.073(2) Uani 1 1 d . . . H54 H 0.2789 0.5002 0.4334 0.088 Uiso 1 1 calc R . . C55 C 0.2173(6) 0.4893(3) 0.5309(5) 0.064(2) Uani 1 1 d . . . C56 C 0.2139(6) 0.5081(3) 0.6122(5) 0.059(2) Uani 1 1 d . . . H56 H 0.1755 0.4909 0.6411 0.071 Uiso 1 1 calc R . . C57 C 0.3842(13) 0.5844(6) 0.4765(9) 0.120(5) Uani 1 1 d . . . C58 C 0.1593(10) 0.4433(4) 0.4925(8) 0.092(3) Uani 1 1 d . . . C61 C 0.1959(5) 0.5429(3) 0.7958(5) 0.0527(19) Uani 1 1 d . . . C62 C 0.1236(6) 0.5660(3) 0.8223(5) 0.064(2) Uani 1 1 d . . . H62 H 0.1126 0.6013 0.8121 0.076 Uiso 1 1 calc R . . C63 C 0.0666(6) 0.5388(4) 0.8637(6) 0.072(2) Uani 1 1 d . . . C64 C 0.0810(6) 0.4871(4) 0.8812(6) 0.074(3) Uani 1 1 d . . . H64 H 0.0427 0.4690 0.9091 0.089 Uiso 1 1 calc R . . C65 C 0.1540(6) 0.4622(3) 0.8562(5) 0.060(2) Uani 1 1 d . . . C66 C 0.2096(5) 0.4898(3) 0.8154(5) 0.057(2) Uani 1 1 d . . . H66 H 0.2588 0.4727 0.8000 0.068 Uiso 1 1 calc R . . C67 C -0.0090(12) 0.5680(6) 0.8930(11) 0.120(5) Uani 1 1 d . . . C68 C 0.1679(8) 0.4063(4) 0.8750(8) 0.084(3) Uani 1 1 d . . . C71 C 0.2335(5) 0.6348(3) 0.7349(5) 0.0473(18) Uani 1 1 d . . . C72 C 0.2822(6) 0.6772(3) 0.7826(5) 0.057(2) Uani 1 1 d . . . H72 H 0.3405 0.6714 0.8261 0.069 Uiso 1 1 calc R . . C73 C 0.2479(6) 0.7274(3) 0.7682(5) 0.057(2) Uani 1 1 d . . . C74 C 0.1637(6) 0.7377(3) 0.7046(5) 0.061(2) Uani 1 1 d . . . H74 H 0.1407 0.7714 0.6949 0.073 Uiso 1 1 calc R . . C75 C 0.1128(6) 0.6976(3) 0.6543(5) 0.055(2) Uani 1 1 d . . . C76 C 0.1473(5) 0.6475(3) 0.6701(5) 0.056(2) Uani 1 1 d . . . H76 H 0.1115 0.6210 0.6358 0.067 Uiso 1 1 calc R . . C77 C 0.3033(9) 0.7700(4) 0.8224(7) 0.087(3) Uani 1 1 d . . . C78 C 0.0224(7) 0.7079(4) 0.5837(6) 0.075(3) Uani 1 1 d . . . C81 C 0.3766(5) 0.5692(3) 0.8197(5) 0.0535(19) Uani 1 1 d . . . C82 C 0.3936(6) 0.5826(3) 0.9088(5) 0.059(2) Uani 1 1 d . . . H82 H 0.3421 0.5942 0.9276 0.071 Uiso 1 1 calc R . . C83 C 0.4833(6) 0.5792(3) 0.9702(6) 0.067(2) Uani 1 1 d . . . C84 C 0.5599(6) 0.5615(4) 0.9453(7) 0.084(3) Uani 1 1 d . . . H84 H 0.6208 0.5595 0.9865 0.100 Uiso 1 1 calc R . . C85 C 0.5464(6) 0.5468(4) 0.8595(7) 0.081(3) Uani 1 1 d . . . C86 C 0.4569(6) 0.5512(3) 0.7971(6) 0.068(2) Uani 1 1 d . . . H86 H 0.4501 0.5420 0.7385 0.082 Uiso 1 1 calc R . . C87 C 0.4983(9) 0.5960(5) 1.0632(7) 0.094(3) Uani 1 1 d . . . C88 C 0.6282(9) 0.5280(7) 0.8295(11) 0.128(5) Uani 1 1 d . . . F1 F 0.3857(8) 0.5654(4) 0.4037(6) 0.201(5) Uani 1 1 d . . . F2 F 0.3467(9) 0.6307(5) 0.4471(8) 0.220(6) Uani 1 1 d . . . F3 F 0.4663(7) 0.5966(6) 0.5218(6) 0.226(7) Uani 1 1 d . . . F4 F 0.1711(7) 0.4270(3) 0.4191(5) 0.162(3) Uani 1 1 d . . . F5 F 0.0664(6) 0.4521(3) 0.4709(7) 0.176(4) Uani 1 1 d . . . F6 F 0.1703(8) 0.4046(3) 0.5458(5) 0.182(4) Uani 1 1 d . . . F7 F 0.0168(7) 0.6045(4) 0.9397(9) 0.243(7) Uani 1 1 d . . . F8 F -0.0673(5) 0.5362(3) 0.9194(5) 0.138(3) Uani 1 1 d . . . F9 F -0.0787(7) 0.5840(4) 0.8168(8) 0.177(4) Uani 1 1 d . . . F10 F 0.2060(7) 0.3961(3) 0.9592(6) 0.179(4) Uani 1 1 d . . . F11 F 0.2329(8) 0.3852(3) 0.8465(8) 0.190(5) Uani 1 1 d . . . F12 F 0.0953(5) 0.3785(2) 0.8527(7) 0.186(5) Uani 1 1 d . . . F13 F 0.2641(5) 0.8149(3) 0.8089(5) 0.146(3) Uani 1 1 d . . . F14 F 0.3217(8) 0.7626(3) 0.9060(5) 0.203(5) Uani 1 1 d . . . F15 F 0.3880(6) 0.7762(3) 0.8136(7) 0.179(4) Uani 1 1 d . . . F16 F -0.0225(6) 0.7486(3) 0.5921(6) 0.175(4) Uani 1 1 d . . . F17 F -0.0400(5) 0.6732(3) 0.5712(7) 0.194(5) Uani 1 1 d . . . F18 F 0.0352(5) 0.7124(6) 0.5087(5) 0.236(7) Uani 1 1 d . . . F19 F 0.5598(5) 0.5671(3) 1.1226(4) 0.128(2) Uani 1 1 d . . . F20 F 0.5371(8) 0.6425(3) 1.0787(5) 0.172(4) Uani 1 1 d . . . F21 F 0.4220(6) 0.5969(5) 1.0883(4) 0.186(5) Uani 1 1 d . . . F22 F 0.7013(6) 0.5105(5) 0.8947(7) 0.222(6) Uani 1 1 d . . . F23 F 0.6094(5) 0.4895(4) 0.7753(6) 0.174(4) Uani 1 1 d . . . F24 F 0.6681(10) 0.5614(5) 0.7960(13) 0.283(9) 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 0.0881(3) 0.0924(3) 0.0783(3) -0.0041(3) 0.0438(2) -0.0053(3) N1 0.112(7) 0.068(5) 0.097(7) -0.014(5) 0.054(6) -0.011(5) N2 0.105(8) 0.108(7) 0.077(6) -0.022(6) 0.053(6) -0.029(6) N3 0.096(6) 0.102(7) 0.073(5) -0.028(5) 0.054(5) -0.045(6) N4 0.076(7) 0.129(9) 0.080(6) -0.014(6) 0.033(5) -0.020(6) N5 0.058(4) 0.074(5) 0.064(4) -0.015(4) 0.023(4) -0.004(4) N6 0.152(10) 0.167(10) 0.135(9) 0.002(9) 0.101(8) -0.024(9) C1 0.102(8) 0.089(7) 0.074(6) 0.013(6) 0.054(6) 0.023(7) O1 0.083(6) 0.196(10) 0.118(7) 0.020(6) 0.022(5) 0.033(6) C2 0.077(7) 0.145(10) 0.087(8) -0.011(8) 0.026(6) 0.013(7) O2 0.140(7) 0.203(10) 0.088(5) -0.032(6) 0.063(5) 0.007(6) C3 0.131(10) 0.116(10) 0.105(9) 0.001(8) 0.056(8) -0.019(8) O3 0.263(14) 0.131(8) 0.196(11) 0.063(8) 0.116(10) -0.023(8) C11 0.126(11) 0.110(10) 0.104(10) -0.047(8) 0.068(9) -0.049(8) C12 0.166(14) 0.103(10) 0.143(13) -0.039(9) 0.084(12) -0.002(9) C13 0.161(12) 0.072(7) 0.120(10) -0.020(8) 0.080(9) 0.003(8) C14 0.142(12) 0.206(15) 0.106(11) -0.062(10) 0.070(9) -0.062(11) C15 0.237(19) 0.128(11) 0.154(14) 0.026(11) 0.074(13) 0.103(13) C21 0.059(7) 0.173(13) 0.059(6) -0.001(8) 0.019(6) -0.028(8) C22 0.094(10) 0.217(17) 0.091(9) -0.040(10) 0.052(8) -0.064(11) C23 0.126(12) 0.163(14) 0.105(10) -0.047(10) 0.076(9) -0.064(11) C24 0.073(8) 0.234(17) 0.102(9) 0.017(10) 0.026(7) 0.005(10) C25 0.27(2) 0.151(15) 0.178(16) -0.047(13) 0.131(16) -0.106(15) C31 0.082(7) 0.070(7) 0.099(8) -0.015(6) 0.027(6) -0.010(6) C32 0.087(9) 0.111(11) 0.174(14) -0.031(10) 0.028(9) -0.005(8) C33 0.068(8) 0.120(11) 0.125(11) -0.010(9) -0.001(7) -0.003(7) C34 0.079(7) 0.100(9) 0.095(8) -0.011(7) 0.019(6) 0.000(7) C35 0.072(6) 0.075(6) 0.072(6) -0.007(5) 0.035(5) -0.007(5) B51 0.058(6) 0.057(6) 0.044(5) -0.006(4) 0.017(4) 0.001(4) C51 0.051(5) 0.062(5) 0.053(5) 0.002(4) 0.017(4) 0.002(4) C52 0.067(6) 0.071(6) 0.057(5) -0.005(5) 0.023(4) -0.014(4) C53 0.069(6) 0.082(6) 0.058(5) -0.003(5) 0.026(5) -0.011(5) C54 0.088(7) 0.076(6) 0.062(6) -0.006(5) 0.032(5) 0.000(5) C55 0.077(6) 0.057(5) 0.055(5) -0.002(5) 0.016(5) -0.007(5) C56 0.060(5) 0.062(5) 0.053(5) -0.007(4) 0.012(4) -0.009(4) C57 0.161(14) 0.136(12) 0.078(8) -0.016(8) 0.058(9) -0.067(10) C58 0.123(10) 0.073(8) 0.084(8) -0.023(7) 0.034(7) -0.023(7) C61 0.048(5) 0.067(5) 0.042(4) -0.008(4) 0.011(4) -0.001(4) C62 0.067(6) 0.069(6) 0.060(5) 0.002(5) 0.027(5) 0.001(4) C63 0.077(6) 0.077(7) 0.075(6) 0.009(5) 0.042(5) 0.009(5) C64 0.074(6) 0.087(7) 0.067(6) 0.012(5) 0.030(5) -0.008(5) C65 0.061(5) 0.057(5) 0.058(5) 0.008(4) 0.009(4) -0.008(4) C66 0.052(5) 0.065(6) 0.050(5) 0.003(4) 0.010(4) 0.004(4) C67 0.129(12) 0.140(12) 0.122(11) 0.036(10) 0.086(10) 0.022(10) C68 0.092(8) 0.073(7) 0.083(7) 0.013(6) 0.022(6) 0.004(6) C71 0.045(4) 0.058(5) 0.037(4) 0.001(4) 0.010(4) -0.006(4) C72 0.052(5) 0.070(6) 0.044(5) -0.001(4) 0.007(4) -0.005(4) C73 0.059(5) 0.068(6) 0.038(4) -0.005(4) 0.003(4) -0.004(4) C74 0.076(6) 0.050(5) 0.052(5) -0.003(4) 0.012(5) 0.000(4) C75 0.058(5) 0.056(5) 0.047(5) 0.000(4) 0.010(4) 0.002(4) C76 0.054(5) 0.063(5) 0.045(5) -0.011(4) 0.007(4) -0.009(4) C77 0.098(8) 0.074(7) 0.063(7) 0.000(5) -0.015(6) 0.000(6) C78 0.074(6) 0.073(7) 0.058(6) 0.006(5) -0.011(5) 0.006(6) C81 0.055(5) 0.049(5) 0.059(5) -0.003(4) 0.020(4) 0.001(4) C82 0.057(5) 0.052(5) 0.066(6) 0.001(4) 0.017(4) 0.006(4) C83 0.064(6) 0.067(6) 0.060(6) 0.002(5) 0.005(5) 0.014(5) C84 0.052(6) 0.080(7) 0.103(8) -0.024(6) -0.002(5) 0.006(5) C85 0.051(6) 0.084(7) 0.098(8) -0.026(6) 0.009(6) 0.001(5) C86 0.065(6) 0.074(6) 0.067(6) -0.020(5) 0.020(5) -0.002(5) C87 0.094(8) 0.110(9) 0.061(7) 0.000(7) -0.001(6) 0.043(7) C88 0.055(8) 0.189(15) 0.133(12) -0.041(12) 0.017(8) 0.020(9) F1 0.271(11) 0.247(11) 0.153(7) -0.080(7) 0.167(8) -0.133(9) F2 0.279(14) 0.187(10) 0.262(13) 0.069(10) 0.186(12) -0.026(9) F3 0.134(7) 0.428(18) 0.118(6) 0.017(9) 0.038(5) -0.157(10) F4 0.249(10) 0.131(6) 0.130(6) -0.079(5) 0.094(6) -0.082(6) F5 0.110(6) 0.148(7) 0.248(11) -0.089(7) 0.016(6) -0.047(5) F6 0.295(12) 0.088(5) 0.121(6) 0.002(5) -0.004(7) -0.072(6) F7 0.146(7) 0.261(12) 0.368(16) -0.239(13) 0.147(9) -0.064(7) F8 0.123(5) 0.169(7) 0.155(6) 0.008(5) 0.094(5) 0.013(5) F9 0.141(7) 0.191(9) 0.233(10) 0.044(8) 0.107(7) 0.065(6) F10 0.248(10) 0.104(5) 0.133(7) 0.043(5) -0.023(7) 0.013(6) F11 0.240(10) 0.068(4) 0.325(14) 0.037(6) 0.183(10) 0.028(5) F12 0.104(5) 0.075(4) 0.304(12) 0.048(5) -0.054(6) -0.035(4) F13 0.142(6) 0.082(5) 0.173(7) -0.048(5) -0.018(5) -0.006(4) F14 0.316(13) 0.155(7) 0.086(5) -0.025(5) -0.018(7) -0.118(8) F15 0.096(5) 0.157(7) 0.287(12) -0.108(7) 0.061(6) -0.064(5) F16 0.147(7) 0.130(6) 0.171(8) -0.045(6) -0.074(6) 0.074(5) F17 0.101(5) 0.112(6) 0.273(12) 0.037(6) -0.093(7) -0.023(5) F18 0.092(5) 0.53(2) 0.067(5) 0.071(8) -0.012(4) 0.050(8) F19 0.133(5) 0.144(6) 0.079(4) 0.020(4) -0.012(4) 0.037(5) F20 0.308(12) 0.090(5) 0.093(5) -0.030(4) 0.021(6) -0.003(6) F21 0.108(6) 0.375(15) 0.067(4) -0.043(6) 0.013(4) 0.052(7) F22 0.092(6) 0.347(16) 0.201(9) -0.113(10) 0.003(6) 0.081(8) F23 0.101(5) 0.248(10) 0.171(7) -0.113(8) 0.040(5) 0.025(6) F24 0.231(13) 0.216(12) 0.53(3) 0.039(14) 0.307(18) 0.031(10) _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 1.889(13) . ? Re1 C2 1.913(12) . ? Re1 C3 1.915(14) . ? Re1 N1 2.193(8) . ? Re1 N5 2.212(7) . ? Re1 N3 2.216(10) . ? N1 N2 1.345(12) . ? N1 C13 1.349(13) . ? N2 C11 1.351(13) . ? N2 H2 0.87(10) . ? N3 C23 1.293(14) . ? N3 N4 1.384(12) . ? N4 C21 1.366(13) . ? N4 H4 0.85(10) . ? N5 C31 1.331(11) . ? N5 C35 1.336(10) . ? N6 C34 1.375(13) . ? N6 H6A 0.8900 . ? N6 H6B 0.8900 . ? C1 O1 1.153(12) . ? C2 O2 1.146(12) . ? C3 O3 1.127(13) . ? C11 C12 1.338(18) . ? C11 C14 1.457(18) . ? C12 C13 1.386(18) . ? C12 H12 0.9300 . ? C13 C15 1.504(18) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C21 C22 1.395(17) . ? C21 C24 1.433(17) . ? C22 C23 1.45(2) . ? C22 H22 0.9300 . ? C23 C25 1.42(2) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C31 C32 1.356(16) . ? C31 H31 0.9300 . ? C32 C33 1.337(17) . ? C32 H32 0.9300 . ? C33 C34 1.357(15) . ? C33 H33 0.9300 . ? C34 C35 1.376(13) . ? C35 H35 0.9300 . ? B51 C61 1.635(11) . ? B51 C81 1.640(12) . ? B51 C51 1.641(11) . ? B51 C71 1.642(12) . ? C51 C56 1.377(11) . ? C51 C52 1.396(10) . ? C52 C53 1.392(11) . ? C52 H52 0.9300 . ? C53 C54 1.370(12) . ? C53 C57 1.488(14) . ? C54 C55 1.369(11) . ? C54 H54 0.9300 . ? C55 C56 1.385(11) . ? C55 C58 1.478(13) . ? C56 H56 0.9300 . ? C57 F3 1.235(15) . ? C57 F1 1.254(13) . ? C57 F2 1.338(18) . ? C58 F6 1.283(12) . ? C58 F4 1.289(11) . ? C58 F5 1.309(13) . ? C61 C62 1.375(10) . ? C61 C66 1.408(11) . ? C62 C63 1.388(11) . ? C62 H62 0.9300 . ? C63 C64 1.366(12) . ? C63 C67 1.512(15) . ? C64 C65 1.393(11) . ? C64 H64 0.9300 . ? C65 C66 1.372(10) . ? C65 C68 1.476(13) . ? C66 H66 0.9300 . ? C67 F7 1.187(16) . ? C67 F8 1.331(14) . ? C67 F9 1.384(15) . ? C68 F12 1.237(11) . ? C68 F11 1.280(12) . ? C68 F10 1.304(12) . ? C71 C72 1.395(10) . ? C71 C76 1.400(10) . ? C72 C73 1.385(11) . ? C72 H72 0.9300 . ? C73 C74 1.358(11) . ? C73 C77 1.477(12) . ? C74 C75 1.380(11) . ? C74 H74 0.9300 . ? C75 C76 1.382(10) . ? C75 C78 1.472(12) . ? C76 H76 0.9300 . ? C77 F14 1.278(12) . ? C77 F13 1.282(11) . ? C77 F15 1.286(13) . ? C78 F17 1.247(11) . ? C78 F18 1.253(12) . ? C78 F16 1.264(11) . ? C81 C86 1.394(10) . ? C81 C82 1.395(10) . ? C82 C83 1.376(11) . ? C82 H82 0.9300 . ? C83 C84 1.363(12) . ? C83 C87 1.481(13) . ? C84 C85 1.360(13) . ? C84 H84 0.9300 . ? C85 C86 1.382(12) . ? C85 C88 1.483(15) . ? C86 H86 0.9300 . ? C87 F21 1.281(13) . ? C87 F19 1.316(10) . ? C87 F20 1.320(14) . ? C88 F24 1.240(19) . ? C88 F23 1.288(15) . ? C88 F22 1.319(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C2 86.2(4) . . ? C1 Re1 C3 87.9(5) . . ? C2 Re1 C3 86.7(5) . . ? C1 Re1 N1 97.1(4) . . ? C2 Re1 N1 176.7(4) . . ? C3 Re1 N1 93.8(4) . . ? C1 Re1 N5 88.8(3) . . ? C2 Re1 N5 94.8(4) . . ? C3 Re1 N5 176.3(4) . . ? N1 Re1 N5 84.9(3) . . ? C1 Re1 N3 177.0(4) . . ? C2 Re1 N3 93.3(4) . . ? C3 Re1 N3 95.0(5) . . ? N1 Re1 N3 83.4(3) . . ? N5 Re1 N3 88.3(3) . . ? N2 N1 C13 104.9(10) . . ? N2 N1 Re1 121.7(7) . . ? C13 N1 Re1 133.4(9) . . ? N1 N2 C11 113.3(11) . . ? N1 N2 H2 126(8) . . ? C11 N2 H2 118(8) . . ? C23 N3 N4 103.0(12) . . ? C23 N3 Re1 135.1(12) . . ? N4 N3 Re1 121.9(6) . . ? C21 N4 N3 115.0(11) . . ? C21 N4 H4 132(8) . . ? N3 N4 H4 113(8) . . ? C31 N5 C35 114.5(8) . . ? C31 N5 Re1 123.7(6) . . ? C35 N5 Re1 121.5(6) . . ? C34 N6 H6A 111.3 . . ? C34 N6 H6B 136.6 . . ? H6A N6 H6B 109.5 . . ? O1 C1 Re1 174.9(9) . . ? O2 C2 Re1 177.5(11) . . ? O3 C3 Re1 175.3(14) . . ? C12 C11 N2 104.2(13) . . ? C12 C11 C14 135.0(14) . . ? N2 C11 C14 120.7(15) . . ? C11 C12 C13 109.6(12) . . ? C11 C12 H12 125.2 . . ? C13 C12 H12 125.2 . . ? N1 C13 C12 108.0(13) . . ? N1 C13 C15 123.3(12) . . ? C12 C13 C15 128.6(13) . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N4 C21 C22 104.0(13) . . ? N4 C21 C24 123.8(14) . . ? C22 C21 C24 132.3(13) . . ? C21 C22 C23 104.8(12) . . ? C21 C22 H22 127.6 . . ? C23 C22 H22 127.6 . . ? N3 C23 C25 123.3(18) . . ? N3 C23 C22 113.3(15) . . ? C25 C23 C22 123.4(15) . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N5 C31 C32 126.6(11) . . ? N5 C31 H31 116.7 . . ? C32 C31 H31 116.7 . . ? C33 C32 C31 115.9(13) . . ? C33 C32 H32 122.1 . . ? C31 C32 H32 122.1 . . ? C32 C33 C34 122.1(14) . . ? C32 C33 H33 118.9 . . ? C34 C33 H33 118.9 . . ? C33 C34 N6 121.0(13) . . ? C33 C34 C35 117.1(11) . . ? N6 C34 C35 121.8(11) . . ? N5 C35 C34 123.6(9) . . ? N5 C35 H35 118.2 . . ? C34 C35 H35 118.2 . . ? C61 B51 C81 106.6(6) . . ? C61 B51 C51 112.7(6) . . ? C81 B51 C51 110.4(6) . . ? C61 B51 C71 109.6(6) . . ? C81 B51 C71 111.2(6) . . ? C51 B51 C71 106.4(6) . . ? C56 C51 C52 115.5(7) . . ? C56 C51 B51 126.1(7) . . ? C52 C51 B51 118.4(7) . . ? C53 C52 C51 121.6(8) . . ? C53 C52 H52 119.2 . . ? C51 C52 H52 119.2 . . ? C54 C53 C52 120.9(8) . . ? C54 C53 C57 119.9(9) . . ? C52 C53 C57 119.2(9) . . ? C55 C54 C53 118.7(8) . . ? C55 C54 H54 120.7 . . ? C53 C54 H54 120.7 . . ? C54 C55 C56 119.9(8) . . ? C54 C55 C58 120.8(8) . . ? C56 C55 C58 119.2(8) . . ? C51 C56 C55 123.4(8) . . ? C51 C56 H56 118.3 . . ? C55 C56 H56 118.3 . . ? F3 C57 F1 110.7(15) . . ? F3 C57 F2 101.3(13) . . ? F1 C57 F2 98.6(13) . . ? F3 C57 C53 117.1(12) . . ? F1 C57 C53 116.1(11) . . ? F2 C57 C53 110.4(14) . . ? F6 C58 F4 107.9(10) . . ? F6 C58 F5 103.0(11) . . ? F4 C58 F5 102.8(11) . . ? F6 C58 C55 114.5(10) . . ? F4 C58 C55 114.8(10) . . ? F5 C58 C55 112.6(10) . . ? C62 C61 C66 115.4(7) . . ? C62 C61 B51 123.8(7) . . ? C66 C61 B51 120.6(7) . . ? C61 C62 C63 122.4(8) . . ? C61 C62 H62 118.8 . . ? C63 C62 H62 118.8 . . ? C64 C63 C62 120.9(8) . . ? C64 C63 C67 120.5(9) . . ? C62 C63 C67 118.5(9) . . ? C63 C64 C65 118.7(8) . . ? C63 C64 H64 120.7 . . ? C65 C64 H64 120.7 . . ? C66 C65 C64 119.5(8) . . ? C66 C65 C68 122.6(9) . . ? C64 C65 C68 117.9(8) . . ? C65 C66 C61 123.1(8) . . ? C65 C66 H66 118.5 . . ? C61 C66 H66 118.5 . . ? F7 C67 F8 114.3(12) . . ? F7 C67 F9 108.3(14) . . ? F8 C67 F9 95.0(13) . . ? F7 C67 C63 117.5(14) . . ? F8 C67 C63 111.9(12) . . ? F9 C67 C63 107.2(10) . . ? F12 C68 F11 108.0(11) . . ? F12 C68 F10 103.9(10) . . ? F11 C68 F10 97.8(10) . . ? F12 C68 C65 117.1(9) . . ? F11 C68 C65 114.7(9) . . ? F10 C68 C65 113.1(9) . . ? C72 C71 C76 114.2(7) . . ? C72 C71 B51 125.9(7) . . ? C76 C71 B51 119.9(7) . . ? C73 C72 C71 123.2(7) . . ? C73 C72 H72 118.4 . . ? C71 C72 H72 118.4 . . ? C74 C73 C72 120.4(7) . . ? C74 C73 C77 119.8(8) . . ? C72 C73 C77 119.8(8) . . ? C73 C74 C75 119.2(8) . . ? C73 C74 H74 120.4 . . ? C75 C74 H74 120.4 . . ? C74 C75 C76 119.7(7) . . ? C74 C75 C78 120.2(8) . . ? C76 C75 C78 120.0(8) . . ? C75 C76 C71 123.3(7) . . ? C75 C76 H76 118.4 . . ? C71 C76 H76 118.4 . . ? F14 C77 F13 104.8(11) . . ? F14 C77 F15 102.4(10) . . ? F13 C77 F15 105.1(10) . . ? F14 C77 C73 113.2(9) . . ? F13 C77 C73 116.1(9) . . ? F15 C77 C73 113.9(10) . . ? F17 C78 F18 102.8(10) . . ? F17 C78 F16 104.0(10) . . ? F18 C78 F16 104.1(10) . . ? F17 C78 C75 115.6(8) . . ? F18 C78 C75 112.4(9) . . ? F16 C78 C75 116.4(8) . . ? C86 C81 C82 115.2(7) . . ? C86 C81 B51 125.0(7) . . ? C82 C81 B51 119.8(7) . . ? C83 C82 C81 122.6(8) . . ? C83 C82 H82 118.7 . . ? C81 C82 H82 118.7 . . ? C84 C83 C82 120.2(8) . . ? C84 C83 C87 119.2(9) . . ? C82 C83 C87 120.5(8) . . ? C85 C84 C83 119.2(9) . . ? C85 C84 H84 120.4 . . ? C83 C84 H84 120.4 . . ? C84 C85 C86 120.8(8) . . ? C84 C85 C88 120.9(10) . . ? C86 C85 C88 118.3(10) . . ? C85 C86 C81 121.9(8) . . ? C85 C86 H86 119.1 . . ? C81 C86 H86 119.1 . . ? F21 C87 F19 105.0(10) . . ? F21 C87 F20 106.7(10) . . ? F19 C87 F20 102.9(10) . . ? F21 C87 C83 114.9(10) . . ? F19 C87 C83 114.0(9) . . ? F20 C87 C83 112.3(10) . . ? F24 C88 F23 106.8(15) . . ? F24 C88 F22 101.5(13) . . ? F23 C88 F22 102.4(14) . . ? F24 C88 C85 115.3(15) . . ? F23 C88 C85 115.5(12) . . ? F22 C88 C85 113.5(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Re1 N1 N2 -147.2(8) . . . . ? C3 Re1 N1 N2 124.5(8) . . . . ? N5 Re1 N1 N2 -59.0(7) . . . . ? N3 Re1 N1 N2 29.9(7) . . . . ? C1 Re1 N1 C13 30.0(10) . . . . ? C3 Re1 N1 C13 -58.3(10) . . . . ? N5 Re1 N1 C13 118.2(10) . . . . ? N3 Re1 N1 C13 -152.9(10) . . . . ? C13 N1 N2 C11 -0.3(12) . . . . ? Re1 N1 N2 C11 177.6(7) . . . . ? C2 Re1 N3 C23 -122.6(10) . . . . ? C3 Re1 N3 C23 -35.7(10) . . . . ? N1 Re1 N3 C23 57.6(9) . . . . ? N5 Re1 N3 C23 142.6(9) . . . . ? C2 Re1 N3 N4 53.2(8) . . . . ? C3 Re1 N3 N4 140.2(7) . . . . ? N1 Re1 N3 N4 -126.6(7) . . . . ? N5 Re1 N3 N4 -41.6(7) . . . . ? C23 N3 N4 C21 0.8(11) . . . . ? Re1 N3 N4 C21 -176.1(6) . . . . ? C1 Re1 N5 C31 -101.1(7) . . . . ? C2 Re1 N5 C31 -15.0(8) . . . . ? N1 Re1 N5 C31 161.7(7) . . . . ? N3 Re1 N5 C31 78.2(7) . . . . ? C1 Re1 N5 C35 72.7(7) . . . . ? C2 Re1 N5 C35 158.7(7) . . . . ? N1 Re1 N5 C35 -24.6(7) . . . . ? N3 Re1 N5 C35 -108.1(7) . . . . ? N1 N2 C11 C12 2.0(13) . . . . ? N1 N2 C11 C14 180.0(10) . . . . ? N2 C11 C12 C13 -2.9(15) . . . . ? C14 C11 C12 C13 179.6(13) . . . . ? N2 N1 C13 C12 -1.5(13) . . . . ? Re1 N1 C13 C12 -179.1(8) . . . . ? N2 N1 C13 C15 -179.4(12) . . . . ? Re1 N1 C13 C15 3.0(18) . . . . ? C11 C12 C13 N1 2.8(16) . . . . ? C11 C12 C13 C15 -179.4(14) . . . . ? N3 N4 C21 C22 -0.5(12) . . . . ? N3 N4 C21 C24 178.9(9) . . . . ? N4 C21 C22 C23 0.0(12) . . . . ? C24 C21 C22 C23 -179.4(11) . . . . ? N4 N3 C23 C25 -178.9(12) . . . . ? Re1 N3 C23 C25 -2.5(17) . . . . ? N4 N3 C23 C22 -0.8(12) . . . . ? Re1 N3 C23 C22 175.5(7) . . . . ? C21 C22 C23 N3 0.6(13) . . . . ? C21 C22 C23 C25 178.6(12) . . . . ? C35 N5 C31 C32 2.2(15) . . . . ? Re1 N5 C31 C32 176.4(9) . . . . ? N5 C31 C32 C33 -3.2(18) . . . . ? C31 C32 C33 C34 2.3(19) . . . . ? C32 C33 C34 N6 178.8(12) . . . . ? C32 C33 C34 C35 -0.9(17) . . . . ? C31 N5 C35 C34 -0.5(13) . . . . ? Re1 N5 C35 C34 -174.8(7) . . . . ? C33 C34 C35 N5 -0.1(15) . . . . ? N6 C34 C35 N5 -179.8(11) . . . . ? C61 B51 C51 C56 -4.4(11) . . . . ? C81 B51 C51 C56 114.7(8) . . . . ? C71 B51 C51 C56 -124.5(8) . . . . ? C61 B51 C51 C52 176.1(7) . . . . ? C81 B51 C51 C52 -64.8(9) . . . . ? C71 B51 C51 C52 56.0(9) . . . . ? C56 C51 C52 C53 -2.9(12) . . . . ? B51 C51 C52 C53 176.6(8) . . . . ? C51 C52 C53 C54 0.7(14) . . . . ? C51 C52 C53 C57 -177.1(11) . . . . ? C52 C53 C54 C55 2.3(14) . . . . ? C57 C53 C54 C55 -179.9(12) . . . . ? C53 C54 C55 C56 -2.9(13) . . . . ? C53 C54 C55 C58 176.9(10) . . . . ? C52 C51 C56 C55 2.3(12) . . . . ? B51 C51 C56 C55 -177.2(8) . . . . ? C54 C55 C56 C51 0.6(13) . . . . ? C58 C55 C56 C51 -179.2(9) . . . . ? C54 C53 C57 F3 -132.0(15) . . . . ? C52 C53 C57 F3 46(2) . . . . ? C54 C53 C57 F1 2(2) . . . . ? C52 C53 C57 F1 179.7(14) . . . . ? C54 C53 C57 F2 112.9(13) . . . . ? C52 C53 C57 F2 -69.3(16) . . . . ? C54 C55 C58 F6 129.4(11) . . . . ? C56 C55 C58 F6 -50.9(15) . . . . ? C54 C55 C58 F4 3.8(16) . . . . ? C56 C55 C58 F4 -176.5(10) . . . . ? C54 C55 C58 F5 -113.4(11) . . . . ? C56 C55 C58 F5 66.3(13) . . . . ? C81 B51 C61 C62 115.8(8) . . . . ? C51 B51 C61 C62 -122.9(8) . . . . ? C71 B51 C61 C62 -4.6(10) . . . . ? C81 B51 C61 C66 -59.9(9) . . . . ? C51 B51 C61 C66 61.3(9) . . . . ? C71 B51 C61 C66 179.6(7) . . . . ? C66 C61 C62 C63 -1.4(12) . . . . ? B51 C61 C62 C63 -177.4(8) . . . . ? C61 C62 C63 C64 0.9(14) . . . . ? C61 C62 C63 C67 178.1(10) . . . . ? C62 C63 C64 C65 -0.2(14) . . . . ? C67 C63 C64 C65 -177.4(11) . . . . ? C63 C64 C65 C66 0.3(13) . . . . ? C63 C64 C65 C68 -179.5(9) . . . . ? C64 C65 C66 C61 -1.0(12) . . . . ? C68 C65 C66 C61 178.8(8) . . . . ? C62 C61 C66 C65 1.5(11) . . . . ? B51 C61 C66 C65 177.6(7) . . . . ? C64 C63 C67 F7 123.1(15) . . . . ? C62 C63 C67 F7 -54.2(18) . . . . ? C64 C63 C67 F8 -12.0(18) . . . . ? C62 C63 C67 F8 170.7(10) . . . . ? C64 C63 C67 F9 -114.8(12) . . . . ? C62 C63 C67 F9 67.9(15) . . . . ? C66 C65 C68 F12 -131.3(11) . . . . ? C64 C65 C68 F12 48.6(15) . . . . ? C66 C65 C68 F11 -3.1(15) . . . . ? C64 C65 C68 F11 176.7(10) . . . . ? C66 C65 C68 F10 107.9(12) . . . . ? C64 C65 C68 F10 -72.3(13) . . . . ? C61 B51 C71 C72 108.5(8) . . . . ? C81 B51 C71 C72 -9.1(10) . . . . ? C51 B51 C71 C72 -129.4(7) . . . . ? C61 B51 C71 C76 -70.1(8) . . . . ? C81 B51 C71 C76 172.3(6) . . . . ? C51 B51 C71 C76 52.0(9) . . . . ? C76 C71 C72 C73 1.0(11) . . . . ? B51 C71 C72 C73 -177.7(7) . . . . ? C71 C72 C73 C74 -0.9(12) . . . . ? C71 C72 C73 C77 179.2(8) . . . . ? C72 C73 C74 C75 0.0(12) . . . . ? C77 C73 C74 C75 179.8(9) . . . . ? C73 C74 C75 C76 0.8(12) . . . . ? C73 C74 C75 C78 -178.8(8) . . . . ? C74 C75 C76 C71 -0.6(12) . . . . ? C78 C75 C76 C71 178.9(8) . . . . ? C72 C71 C76 C75 -0.2(11) . . . . ? B51 C71 C76 C75 178.5(7) . . . . ? C74 C73 C77 F14 125.5(11) . . . . ? C72 C73 C77 F14 -54.7(15) . . . . ? C74 C73 C77 F13 4.2(15) . . . . ? C72 C73 C77 F13 -175.9(9) . . . . ? C74 C73 C77 F15 -118.1(11) . . . . ? C72 C73 C77 F15 61.7(13) . . . . ? C74 C75 C78 F17 -147.1(10) . . . . ? C76 C75 C78 F17 33.4(14) . . . . ? C74 C75 C78 F18 95.3(13) . . . . ? C76 C75 C78 F18 -84.2(13) . . . . ? C74 C75 C78 F16 -24.6(14) . . . . ? C76 C75 C78 F16 155.8(10) . . . . ? C61 B51 C81 C86 126.6(8) . . . . ? C51 B51 C81 C86 3.9(11) . . . . ? C71 B51 C81 C86 -113.9(8) . . . . ? C61 B51 C81 C82 -51.9(9) . . . . ? C51 B51 C81 C82 -174.6(7) . . . . ? C71 B51 C81 C82 67.5(9) . . . . ? C86 C81 C82 C83 1.1(12) . . . . ? B51 C81 C82 C83 179.8(7) . . . . ? C81 C82 C83 C84 -1.0(13) . . . . ? C81 C82 C83 C87 177.3(9) . . . . ? C82 C83 C84 C85 -0.7(14) . . . . ? C87 C83 C84 C85 -179.1(10) . . . . ? C83 C84 C85 C86 2.2(15) . . . . ? C83 C84 C85 C88 179.1(12) . . . . ? C84 C85 C86 C81 -2.1(15) . . . . ? C88 C85 C86 C81 -179.1(11) . . . . ? C82 C81 C86 C85 0.5(12) . . . . ? B51 C81 C86 C85 -178.1(8) . . . . ? C84 C83 C87 F21 -159.7(11) . . . . ? C82 C83 C87 F21 22.0(16) . . . . ? C84 C83 C87 F19 -38.4(16) . . . . ? C82 C83 C87 F19 143.2(10) . . . . ? C84 C83 C87 F20 78.1(12) . . . . ? C82 C83 C87 F20 -100.3(12) . . . . ? C84 C85 C88 F24 -94.5(19) . . . . ? C86 C85 C88 F24 82.5(19) . . . . ? C84 C85 C88 F23 140.0(13) . . . . ? C86 C85 C88 F23 -43(2) . . . . ? C84 C85 C88 F22 22(2) . . . . ? C86 C85 C88 F22 -160.9(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 F2 0.87(10) 2.47(11) 3.328(17) 167(11) 3_666 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 23.27 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.249 _refine_diff_density_min -0.921 _refine_diff_density_rms 0.081 #===END data_Compound_2Br_(lr297) _database_code_depnum_ccdc_archive 'CCDC 715280' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H23 Br N6 O4 Re' _chemical_formula_weight 653.53 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' Br Br -0.6763 1.2805 '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 8.3635(3) _cell_length_b 8.9590(4) _cell_length_c 16.4246(7) _cell_angle_alpha 104.396(4) _cell_angle_beta 90.268(3) _cell_angle_gamma 107.713(4) _cell_volume 1131.21(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7713 _cell_measurement_theta_min 5.3530 _cell_measurement_theta_max 73.6103 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.919 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 630 _exptl_absorpt_coefficient_mu 12.887 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.57955 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Nova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10083 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 5.36 _diffrn_reflns_theta_max 73.89 _reflns_number_total 4179 _reflns_number_gt 3822 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0791P)^2^+7.5458P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4179 _refine_ls_number_parameters 279 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0518 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1375 _refine_ls_wR_factor_gt 0.1171 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.102 _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 0.91517(4) 0.74271(4) 0.65536(2) 0.03245(15) Uani 1 1 d . . . C2 C 0.8350(11) 0.5407(11) 0.5692(6) 0.0408(19) Uani 1 1 d . . . N3 N 0.6988(8) 0.8252(8) 0.6345(4) 0.0336(14) Uani 1 1 d . . . N1 N 1.0012(9) 0.9703(8) 0.7578(4) 0.0367(14) Uani 1 1 d . . . N5 N 0.7596(8) 0.6239(7) 0.7459(4) 0.0335(14) Uani 1 1 d . . . O1 O 1.1130(8) 0.8989(8) 0.5245(4) 0.0458(14) Uani 1 1 d . . . O3 O 1.2176(8) 0.6226(8) 0.6856(4) 0.0488(15) Uani 1 1 d . . . N4 N 0.6388(9) 0.9135(8) 0.6992(4) 0.0379(15) Uani 1 1 d D . . O2 O 0.7936(9) 0.4202(8) 0.5191(5) 0.0582(18) Uani 1 1 d . . . N2 N 1.0642(10) 0.9729(9) 0.8346(4) 0.0425(16) Uani 1 1 d . . . H2 H 1.0658 0.8875 0.8490 0.051 Uiso 1 1 calc R . . C35 C 0.8352(11) 0.5827(10) 0.8052(5) 0.0367(17) Uani 1 1 d . . . H331 H 0.9519 0.6093 0.8087 0.044 Uiso 1 1 calc R . . C31 C 0.5940(11) 0.5821(10) 0.7400(5) 0.0409(19) Uani 1 1 d . . . H35 H 0.5401 0.6064 0.6978 0.049 Uiso 1 1 calc R . . C3 C 1.1064(13) 0.6710(10) 0.6752(5) 0.047(2) Uani 1 1 d . . . C34 C 0.7477(13) 0.5019(10) 0.8621(6) 0.046(2) Uani 1 1 d . . . C13 C 1.1239(12) 1.1245(11) 0.8856(5) 0.045(2) Uani 1 1 d . . . C23 C 0.6151(10) 0.8164(10) 0.5646(5) 0.0364(17) Uani 1 1 d . . . C32 C 0.4966(13) 0.5034(11) 0.7941(6) 0.048(2) Uani 1 1 d . . . H34 H 0.3799 0.4771 0.7884 0.057 Uiso 1 1 calc R . . C12 C 1.1010(11) 1.2282(11) 0.8411(6) 0.045(2) Uani 1 1 d . . . H22 H 1.1296 1.3406 0.8596 0.054 Uiso 1 1 calc R . . C21 C 0.5159(10) 0.9606(10) 0.6702(6) 0.0407(18) Uani 1 1 d . . . C1 C 1.0380(10) 0.8427(10) 0.5749(6) 0.0388(18) Uani 1 1 d . . . C22 C 0.5004(11) 0.9012(10) 0.5857(6) 0.0420(19) Uani 1 1 d . . . H12 H 0.4258 0.9146 0.5481 0.050 Uiso 1 1 calc R . . C11 C 1.0243(12) 1.1277(11) 0.7609(6) 0.045(2) Uani 1 1 d . . . C33 C 0.5730(12) 0.4651(10) 0.8556(6) 0.0423(19) Uani 1 1 d . . . H33 H 0.5091 0.4147 0.8932 0.051 Uiso 1 1 calc R . . N6 N 0.8348(12) 0.4677(12) 0.9216(6) 0.062(2) Uani 1 1 d . . . H32A H 0.7817 0.4208 0.9578 0.075 Uiso 1 1 calc R . . H32B H 0.9427 0.4929 0.9229 0.075 Uiso 1 1 calc R . . C25 C 0.6403(12) 0.7269(11) 0.4785(5) 0.046(2) Uani 1 1 d . . . H14A H 0.7287 0.6806 0.4824 0.070 Uiso 1 1 calc R . . H14B H 0.6707 0.8006 0.4434 0.070 Uiso 1 1 calc R . . H14C H 0.5378 0.6419 0.4544 0.070 Uiso 1 1 calc R . . C14 C 0.9783(14) 1.1851(12) 0.6898(7) 0.056(2) Uani 1 1 d . . . H24A H 0.9282 1.0937 0.6425 0.083 Uiso 1 1 calc R . . H24B H 1.0776 1.2560 0.6741 0.083 Uiso 1 1 calc R . . H24C H 0.8993 1.2430 0.7067 0.083 Uiso 1 1 calc R . . C24 C 0.4280(12) 1.0597(13) 0.7279(7) 0.052(2) Uani 1 1 d . . . H15A H 0.4721 1.0804 0.7851 0.079 Uiso 1 1 calc R . . H15B H 0.3095 1.0017 0.7221 0.079 Uiso 1 1 calc R . . H15C H 0.4456 1.1609 0.7137 0.079 Uiso 1 1 calc R . . C15 C 1.2036(18) 1.1571(14) 0.9713(7) 0.068(3) Uani 1 1 d . . . H25A H 1.1981 1.0562 0.9834 0.102 Uiso 1 1 calc R . . H25B H 1.1452 1.2137 1.0117 0.102 Uiso 1 1 calc R . . H25C H 1.3193 1.2226 0.9747 0.102 Uiso 1 1 calc R . . O10 O 0.6413(12) 0.9657(13) 0.8748(5) 0.067(2) Uani 1 1 d . . . Br1 Br 0.74617(13) 0.25418(12) 0.07218(6) 0.0485(2) Uani 1 1 d . . . H112 H 0.673(9) 0.927(9) 0.752(2) 0.017(17) Uiso 1 1 d D . . H100 H 0.66(2) 1.00(2) 0.909(10) 0.08(6) Uiso 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 0.0378(2) 0.0289(2) 0.0328(2) 0.00812(14) 0.00600(13) 0.01357(15) C2 0.036(4) 0.045(5) 0.042(4) 0.013(4) 0.008(3) 0.012(4) N3 0.028(3) 0.038(3) 0.038(3) 0.011(3) 0.006(2) 0.015(3) N1 0.039(3) 0.034(3) 0.037(3) 0.008(3) 0.008(3) 0.012(3) N5 0.039(3) 0.027(3) 0.034(3) 0.004(2) 0.003(3) 0.013(3) O1 0.047(3) 0.053(4) 0.046(3) 0.026(3) 0.012(3) 0.018(3) O3 0.043(3) 0.054(4) 0.064(4) 0.022(3) 0.011(3) 0.031(3) N4 0.045(4) 0.037(3) 0.031(3) 0.006(3) 0.004(3) 0.015(3) O2 0.058(4) 0.039(3) 0.062(4) -0.010(3) 0.004(3) 0.013(3) N2 0.053(4) 0.036(4) 0.036(4) 0.008(3) 0.008(3) 0.011(3) C35 0.046(4) 0.037(4) 0.036(4) 0.019(3) 0.011(3) 0.018(4) C31 0.046(5) 0.033(4) 0.042(4) 0.010(3) 0.014(3) 0.008(3) C3 0.063(6) 0.030(4) 0.033(4) 0.006(3) 0.016(4) -0.008(4) C34 0.067(6) 0.031(4) 0.041(4) 0.011(3) 0.013(4) 0.014(4) C13 0.057(5) 0.037(4) 0.036(4) -0.004(3) 0.008(4) 0.016(4) C23 0.036(4) 0.036(4) 0.042(4) 0.018(3) 0.001(3) 0.013(3) C32 0.049(5) 0.038(4) 0.055(5) 0.011(4) 0.013(4) 0.012(4) C12 0.049(5) 0.041(4) 0.044(5) 0.009(4) 0.009(4) 0.012(4) C21 0.032(4) 0.033(4) 0.057(5) 0.011(4) 0.006(3) 0.012(3) C1 0.035(4) 0.035(4) 0.059(5) 0.012(4) -0.001(4) 0.029(3) C22 0.036(4) 0.040(4) 0.054(5) 0.017(4) 0.001(3) 0.015(4) C11 0.046(5) 0.034(4) 0.050(5) 0.010(4) 0.013(4) 0.006(4) C33 0.051(5) 0.032(4) 0.046(5) 0.014(4) 0.009(4) 0.015(4) N6 0.062(5) 0.075(6) 0.066(5) 0.047(5) 0.009(4) 0.022(5) C25 0.055(5) 0.046(5) 0.038(4) 0.011(4) 0.006(4) 0.016(4) C14 0.069(6) 0.040(5) 0.055(6) 0.012(4) 0.011(5) 0.013(5) C24 0.042(5) 0.055(5) 0.063(6) 0.000(5) -0.003(4) 0.031(4) C15 0.099(9) 0.055(6) 0.049(6) -0.001(5) -0.006(6) 0.034(6) O10 0.069(5) 0.085(6) 0.036(4) 0.010(4) 0.008(4) 0.013(4) Br1 0.0545(5) 0.0497(5) 0.0462(5) 0.0193(4) 0.0079(4) 0.0182(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 C1 1.910(9) . ? Re1 C2 1.926(9) . ? Re1 C3 1.949(12) . ? Re1 N3 2.207(7) . ? Re1 N1 2.212(7) . ? Re1 N5 2.236(7) . ? C2 O2 1.135(11) . ? N3 C23 1.314(11) . ? N3 N4 1.355(9) . ? N1 C11 1.351(11) . ? N1 N2 1.357(10) . ? N5 C31 1.316(11) . ? N5 C35 1.342(11) . ? O1 C1 1.162(11) . ? O3 C3 1.168(13) . ? N4 C21 1.350(12) . ? N4 H112 0.87(2) . ? N2 C13 1.347(11) . ? N2 H2 0.8600 . ? C35 C34 1.396(11) . ? C35 H331 0.9300 . ? C31 C32 1.385(12) . ? C31 H35 0.9300 . ? C34 N6 1.363(13) . ? C34 C33 1.394(14) . ? C13 C12 1.370(14) . ? C13 C15 1.477(14) . ? C23 C22 1.391(12) . ? C23 C25 1.493(12) . ? C32 C33 1.359(14) . ? C32 H34 0.9300 . ? C12 C11 1.418(13) . ? C12 H22 0.9300 . ? C21 C22 1.347(13) . ? C21 C24 1.487(12) . ? C22 H12 0.9300 . ? C11 C14 1.480(15) . ? C33 H33 0.9300 . ? N6 H32A 0.8600 . ? N6 H32B 0.8600 . ? C25 H14A 0.9600 . ? C25 H14B 0.9600 . ? C25 H14C 0.9600 . ? C14 H24A 0.9600 . ? C14 H24B 0.9600 . ? C14 H24C 0.9600 . ? C24 H15A 0.9600 . ? C24 H15B 0.9600 . ? C24 H15C 0.9600 . ? C15 H25A 0.9600 . ? C15 H25B 0.9600 . ? C15 H25C 0.9600 . ? O10 H100 0.58(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C2 89.5(4) . . ? C1 Re1 C3 88.0(3) . . ? C2 Re1 C3 85.2(4) . . ? C1 Re1 N3 92.4(3) . . ? C2 Re1 N3 95.3(3) . . ? C3 Re1 N3 179.3(3) . . ? C1 Re1 N1 92.7(3) . . ? C2 Re1 N1 177.8(3) . . ? C3 Re1 N1 95.0(3) . . ? N3 Re1 N1 84.5(3) . . ? C1 Re1 N5 177.2(3) . . ? C2 Re1 N5 89.3(3) . . ? C3 Re1 N5 94.4(3) . . ? N3 Re1 N5 85.2(2) . . ? N1 Re1 N5 88.5(2) . . ? O2 C2 Re1 177.1(8) . . ? C23 N3 N4 107.2(7) . . ? C23 N3 Re1 131.2(6) . . ? N4 N3 Re1 121.4(5) . . ? C11 N1 N2 104.9(7) . . ? C11 N1 Re1 133.4(6) . . ? N2 N1 Re1 121.3(5) . . ? C31 N5 C35 117.9(7) . . ? C31 N5 Re1 122.5(6) . . ? C35 N5 Re1 119.4(5) . . ? C21 N4 N3 110.5(7) . . ? C21 N4 H112 128(5) . . ? N3 N4 H112 122(5) . . ? C13 N2 N1 112.4(8) . . ? C13 N2 H2 123.8 . . ? N1 N2 H2 123.8 . . ? N5 C35 C34 123.5(8) . . ? N5 C35 H331 118.3 . . ? C34 C35 H331 118.3 . . ? N5 C31 C32 122.8(9) . . ? N5 C31 H35 118.6 . . ? C32 C31 H35 118.6 . . ? O3 C3 Re1 177.7(7) . . ? N6 C34 C33 123.6(8) . . ? N6 C34 C35 119.6(9) . . ? C33 C34 C35 116.8(9) . . ? N2 C13 C12 107.2(8) . . ? N2 C13 C15 121.8(9) . . ? C12 C13 C15 130.9(9) . . ? N3 C23 C22 108.3(8) . . ? N3 C23 C25 124.5(8) . . ? C22 C23 C25 127.2(8) . . ? C33 C32 C31 119.4(9) . . ? C33 C32 H34 120.3 . . ? C31 C32 H34 120.3 . . ? C13 C12 C11 105.4(8) . . ? C13 C12 H22 127.3 . . ? C11 C12 H22 127.3 . . ? C22 C21 N4 105.8(7) . . ? C22 C21 C24 132.3(9) . . ? N4 C21 C24 121.9(8) . . ? O1 C1 Re1 177.9(7) . . ? C21 C22 C23 108.2(8) . . ? C21 C22 H12 125.9 . . ? C23 C22 H12 125.9 . . ? N1 C11 C12 110.1(8) . . ? N1 C11 C14 124.4(8) . . ? C12 C11 C14 125.5(8) . . ? C32 C33 C34 119.6(8) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C34 N6 H32A 120.0 . . ? C34 N6 H32B 120.0 . . ? H32A N6 H32B 120.0 . . ? C23 C25 H14A 109.5 . . ? C23 C25 H14B 109.5 . . ? H14A C25 H14B 109.5 . . ? C23 C25 H14C 109.5 . . ? H14A C25 H14C 109.5 . . ? H14B C25 H14C 109.5 . . ? C11 C14 H24A 109.5 . . ? C11 C14 H24B 109.5 . . ? H24A C14 H24B 109.5 . . ? C11 C14 H24C 109.5 . . ? H24A C14 H24C 109.5 . . ? H24B C14 H24C 109.5 . . ? C21 C24 H15A 109.5 . . ? C21 C24 H15B 109.5 . . ? H15A C24 H15B 109.5 . . ? C21 C24 H15C 109.5 . . ? H15A C24 H15C 109.5 . . ? H15B C24 H15C 109.5 . . ? C13 C15 H25A 109.5 . . ? C13 C15 H25B 109.5 . . ? H25A C15 H25B 109.5 . . ? C13 C15 H25C 109.5 . . ? H25A C15 H25C 109.5 . . ? H25B C15 H25C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Re1 N3 C23 48.9(8) . . . . ? C2 Re1 N3 C23 -40.8(8) . . . . ? N1 Re1 N3 C23 141.4(7) . . . . ? N5 Re1 N3 C23 -129.7(7) . . . . ? C1 Re1 N3 N4 -124.6(6) . . . . ? C2 Re1 N3 N4 145.7(6) . . . . ? N1 Re1 N3 N4 -32.1(6) . . . . ? N5 Re1 N3 N4 56.9(6) . . . . ? C1 Re1 N1 C11 39.9(8) . . . . ? C3 Re1 N1 C11 128.2(8) . . . . ? N3 Re1 N1 C11 -52.2(8) . . . . ? N5 Re1 N1 C11 -137.5(8) . . . . ? C1 Re1 N1 N2 -131.6(6) . . . . ? C3 Re1 N1 N2 -43.4(6) . . . . ? N3 Re1 N1 N2 136.3(6) . . . . ? N5 Re1 N1 N2 50.9(6) . . . . ? C2 Re1 N5 C31 -70.8(7) . . . . ? C3 Re1 N5 C31 -156.0(6) . . . . ? N3 Re1 N5 C31 24.6(6) . . . . ? N1 Re1 N5 C31 109.2(6) . . . . ? C2 Re1 N5 C35 104.4(6) . . . . ? C3 Re1 N5 C35 19.3(6) . . . . ? N3 Re1 N5 C35 -160.2(6) . . . . ? N1 Re1 N5 C35 -75.6(6) . . . . ? C23 N3 N4 C21 0.2(9) . . . . ? Re1 N3 N4 C21 175.0(5) . . . . ? C11 N1 N2 C13 0.6(10) . . . . ? Re1 N1 N2 C13 174.2(6) . . . . ? C31 N5 C35 C34 -1.7(12) . . . . ? Re1 N5 C35 C34 -177.2(6) . . . . ? C35 N5 C31 C32 2.4(12) . . . . ? Re1 N5 C31 C32 177.7(6) . . . . ? N5 C35 C34 N6 -178.6(9) . . . . ? N5 C35 C34 C33 -0.5(12) . . . . ? N1 N2 C13 C12 -0.3(11) . . . . ? N1 N2 C13 C15 -177.9(9) . . . . ? N4 N3 C23 C22 0.1(9) . . . . ? Re1 N3 C23 C22 -174.0(5) . . . . ? N4 N3 C23 C25 -178.9(8) . . . . ? Re1 N3 C23 C25 7.0(12) . . . . ? N5 C31 C32 C33 -0.8(13) . . . . ? N2 C13 C12 C11 -0.1(10) . . . . ? C15 C13 C12 C11 177.2(11) . . . . ? N3 N4 C21 C22 -0.4(9) . . . . ? N3 N4 C21 C24 -179.9(8) . . . . ? N4 C21 C22 C23 0.5(9) . . . . ? C24 C21 C22 C23 179.9(9) . . . . ? N3 C23 C22 C21 -0.4(10) . . . . ? C25 C23 C22 C21 178.5(8) . . . . ? N2 N1 C11 C12 -0.6(10) . . . . ? Re1 N1 C11 C12 -173.2(6) . . . . ? N2 N1 C11 C14 178.4(9) . . . . ? Re1 N1 C11 C14 5.9(14) . . . . ? C13 C12 C11 N1 0.5(10) . . . . ? C13 C12 C11 C14 -178.6(9) . . . . ? C31 C32 C33 C34 -1.6(13) . . . . ? N6 C34 C33 C32 -179.9(9) . . . . ? C35 C34 C33 C32 2.1(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O10 H100 Br1 0.58(16) 2.96(16) 3.520(9) 165(22) 1_566 N6 H32A Br1 0.86 2.64 3.440(8) 154.9 1_556 N6 H32B Br1 0.86 2.87 3.614(10) 145.9 2_766 N4 H112 O10 0.87(2) 2.00(4) 2.803(11) 153(7) . N2 H2 Br1 0.86 2.79 3.534(8) 146.1 2_766 _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 73.89 _diffrn_measured_fraction_theta_full 0.910 _refine_diff_density_max 2.721 _refine_diff_density_min -2.345 _refine_diff_density_rms 0.207 #===END data_Compound_2NO3_(lr296x) _database_code_depnum_ccdc_archive 'CCDC 715281' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18.88 H24 Cl0.25 N7 O6 Re' _chemical_formula_weight 640.01 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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.1425(2) _cell_length_b 18.6344(3) _cell_length_c 19.2945(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.678(2) _cell_angle_gamma 90.00 _cell_volume 5838.83(15) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 12678 _cell_measurement_theta_min 2.7142 _cell_measurement_theta_max 73.5472 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.428 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2452 _exptl_absorpt_coefficient_mu 8.486 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.474 _exptl_absorpt_correction_T_max 0.636 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Nova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 8.2640 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29294 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 73.82 _reflns_number_total 11272 _reflns_number_gt 8936 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0728P)^2^+65.3035P] 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 11272 _refine_ls_number_parameters 608 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0945 _refine_ls_R_factor_gt 0.0773 _refine_ls_wR_factor_ref 0.2221 _refine_ls_wR_factor_gt 0.2106 _refine_ls_goodness_of_fit_ref 1.152 _refine_ls_restrained_S_all 1.151 _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 C92 C 0.079(2) -0.121(3) -0.012(3) 0.18(2) Uiso 0.50 1 d PD . . H92A H 0.0952 -0.0830 -0.0372 0.269 Uiso 0.50 1 calc PR . . H92B H 0.0724 -0.1646 -0.0396 0.269 Uiso 0.50 1 calc PR . . H92C H 0.1203 -0.1281 0.0351 0.269 Uiso 0.50 1 calc PR . . C93 C -0.001(2) -0.10251(9) 0.000(2) 0.101(10) Uiso 0.50 1 d PD . . H93A H 0.0043 -0.1078 0.0510 0.122 Uiso 0.50 1 calc PR . . H93B H -0.0434 -0.1357 -0.0279 0.122 Uiso 0.50 1 calc PR . . C94 C -0.028(2) -0.0274(6) -0.024(2) 0.41(8) Uiso 0.50 1 d PD . . H94A H -0.0280 -0.0206 -0.0740 0.491 Uiso 0.50 1 calc PR . . H94B H -0.0835 -0.0201 -0.0233 0.491 Uiso 0.50 1 calc PR . . Re1 Re 0.02939(4) 0.02845(4) 0.73379(3) 0.0673(2) Uani 1 1 d . . . Re2 Re 0.52849(3) 0.92165(3) 0.72384(3) 0.05937(19) Uani 1 1 d . . . O1 O -0.0237(10) -0.0928(8) 0.8131(6) 0.126(6) Uani 1 1 d . . . O2 O -0.0643(8) 0.1262(8) 0.8077(6) 0.107(4) Uani 1 1 d . . . O3 O 0.1852(6) 0.0377(6) 0.8674(5) 0.084(3) Uani 1 1 d . . . O4 O 0.3878(10) 0.9235(11) 0.5791(8) 0.181(9) Uani 1 1 d . . . O5 O 0.4259(7) 0.8062(7) 0.7654(9) 0.120(5) Uani 1 1 d . . . O6 O 0.4341(7) 1.0265(7) 0.7912(6) 0.103(4) Uani 1 1 d . . . O7 O 0.9502(7) 0.7935(7) 0.6881(5) 0.102(4) Uani 1 1 d . . . O8 O 0.9110(10) 0.7819(8) 0.5706(5) 0.141(6) Uani 1 1 d . . . O9 O 0.8731(6) 0.7048(5) 0.6352(4) 0.069(2) Uani 1 1 d . . . O10 O 0.5618(6) 0.6859(5) 0.7951(5) 0.075(2) Uani 1 1 d . . . O11 O 0.6915(6) 0.6739(6) 0.8488(7) 0.091(3) Uani 1 1 d . . . O12 O 0.6087(7) 0.5990(5) 0.8735(5) 0.078(3) Uani 1 1 d . . . N1 N 0.0634(5) 0.1180(6) 0.6739(5) 0.057(2) Uani 1 1 d . . . N2 N 0.1010(6) 0.1758(6) 0.7128(5) 0.058(2) Uani 1 1 d . . . H011 H 0.1106 0.1807 0.7591 0.070 Uiso 1 1 calc R . . N3 N 0.0975(7) -0.0443(7) 0.6817(6) 0.071(3) Uani 1 1 d . . . N4 N 0.0725(11) -0.1100(9) 0.6611(8) 0.117(6) Uani 1 1 d . . . H026 H 0.0266 -0.1274 0.6624 0.141 Uiso 1 1 calc R . . N5 N -0.0838(7) 0.0221(9) 0.6383(6) 0.084(4) Uani 1 1 d . . . N6 N -0.2170(10) -0.1046(12) 0.5116(7) 0.147(8) Uani 1 1 d . . . H03A H -0.2605 -0.1034 0.4739 0.177 Uiso 1 1 calc R . . H03B H -0.1944 -0.1451 0.5279 0.177 Uiso 1 1 calc R . . N7 N 0.5910(6) 0.8471(5) 0.6694(5) 0.054(2) Uani 1 1 d . . . N8 N 0.6131(6) 0.7800(5) 0.6927(5) 0.054(2) Uani 1 1 d . . . H008 H 0.6079 0.7629 0.7324 0.064 Uiso 1 1 calc R . . N9 N 0.6010(8) 1.0055(6) 0.6963(7) 0.076(3) Uani 1 1 d . . . N10 N 0.5614(9) 1.0678(6) 0.6629(7) 0.084(4) Uani 1 1 d . . . H035 H 0.5095 1.0755 0.6530 0.101 Uiso 1 1 calc R . . N11 N 0.6291(6) 0.9168(6) 0.8302(5) 0.062(3) Uani 1 1 d . . . N12 N 0.7461(8) 0.7865(8) 0.9636(6) 0.094(4) Uani 1 1 d . . . H03G H 0.7835 0.7861 1.0058 0.113 Uiso 1 1 calc R . . H03H H 0.7261 0.7468 0.9426 0.113 Uiso 1 1 calc R . . N13 N 0.9121(8) 0.7582(8) 0.6315(6) 0.087(4) Uani 1 1 d . . . N14 N 0.6194(7) 0.6534(6) 0.8383(6) 0.065(3) Uani 1 1 d . . . C1 C -0.0030(11) -0.0519(10) 0.7829(8) 0.090(5) Uani 1 1 d . . . C2 C -0.0283(9) 0.0921(13) 0.7800(7) 0.101(7) Uani 1 1 d . . . C3 C 0.1263(9) 0.0356(8) 0.8167(7) 0.070(4) Uani 1 1 d . . . C4 C 0.4422(12) 0.9262(11) 0.6347(9) 0.106(6) Uani 1 1 d . . . C5 C 0.4675(9) 0.8492(8) 0.7499(9) 0.078(4) Uani 1 1 d . . . C6 C 0.4719(8) 0.9875(7) 0.7681(7) 0.063(3) Uani 1 1 d . . . C11 C 0.0612(8) 0.1320(8) 0.6055(6) 0.067(4) Uani 1 1 d . . . C12 C 0.0958(8) 0.1966(8) 0.6010(7) 0.071(4) Uani 1 1 d . . . H022 H 0.1010 0.2178 0.5590 0.086 Uiso 1 1 calc R . . C13 C 0.1216(6) 0.2246(7) 0.6707(6) 0.055(3) Uani 1 1 d . . . C14 C 0.0292(10) 0.0786(10) 0.5442(8) 0.091(5) Uani 1 1 d . . . H04A H 0.0742 0.0510 0.5389 0.137 Uiso 1 1 calc R . . H04B H 0.0024 0.1037 0.4995 0.137 Uiso 1 1 calc R . . H04C H -0.0095 0.0471 0.5553 0.137 Uiso 1 1 calc R . . C15 C 0.1644(8) 0.2924(7) 0.6995(7) 0.066(3) Uani 1 1 d . . . H02A H 0.1545 0.3047 0.7443 0.099 Uiso 1 1 calc R . . H02B H 0.1440 0.3300 0.6644 0.099 Uiso 1 1 calc R . . H02C H 0.2225 0.2866 0.7087 0.099 Uiso 1 1 calc R . . C21 C 0.1261(16) -0.1461(12) 0.6383(13) 0.133(9) Uani 1 1 d . . . C22 C 0.1915(13) -0.1030(10) 0.6453(11) 0.114(7) Uani 1 1 d . . . H061 H 0.2394 -0.1141 0.6348 0.136 Uiso 1 1 calc R . . C23 C 0.1712(9) -0.0369(10) 0.6722(8) 0.088(5) Uani 1 1 d . . . C24 C 0.1122(17) -0.2201(12) 0.6124(19) 0.196(15) Uani 1 1 d . . . H07A H 0.0913 -0.2475 0.6447 0.294 Uiso 1 1 calc R . . H07B H 0.1633 -0.2406 0.6115 0.294 Uiso 1 1 calc R . . H07C H 0.0731 -0.2209 0.5640 0.294 Uiso 1 1 calc R . . C25 C 0.2234(9) 0.0279(9) 0.6894(11) 0.096(5) Uani 1 1 d . . . H05A H 0.1991 0.0648 0.6544 0.144 Uiso 1 1 calc R . . H05B H 0.2772 0.0166 0.6872 0.144 Uiso 1 1 calc R . . H05C H 0.2278 0.0443 0.7376 0.144 Uiso 1 1 calc R . . C34 C -0.1220(10) 0.0853(14) 0.6113(9) 0.107(7) Uani 1 1 d . . . H50 H -0.1013 0.1287 0.6334 0.129 Uiso 1 1 calc R . . C35 C -0.1931(11) 0.0834(17) 0.5496(11) 0.142(10) Uani 1 1 d . . . H053 H -0.2207 0.1256 0.5304 0.170 Uiso 1 1 calc R . . C36 C -0.2211(11) 0.0179(17) 0.5179(10) 0.114(8) Uani 1 1 d . . . H041 H -0.2674 0.0170 0.4763 0.136 Uiso 1 1 calc R . . C37 C -0.1848(11) -0.0443(15) 0.5445(10) 0.106(7) Uani 1 1 d . . . C38 C -0.1145(9) -0.0405(10) 0.6068(7) 0.082(5) Uani 1 1 d . . . H034 H -0.0883 -0.0829 0.6270 0.099 Uiso 1 1 calc R . . C41 C 0.6444(7) 0.7417(6) 0.6479(7) 0.057(3) Uani 1 1 d . . . C42 C 0.6432(9) 0.7888(8) 0.5924(7) 0.073(4) Uani 1 1 d . . . H42 H 0.6614 0.7795 0.5528 0.088 Uiso 1 1 calc R . . C43 C 0.6096(10) 0.8523(8) 0.6069(8) 0.077(4) Uani 1 1 d . . . C44 C 0.6745(9) 0.6660(7) 0.6642(9) 0.077(4) Uani 1 1 d . . . H03D H 0.7002 0.6604 0.7160 0.116 Uiso 1 1 calc R . . H03E H 0.7138 0.6557 0.6396 0.116 Uiso 1 1 calc R . . H03F H 0.6289 0.6336 0.6475 0.116 Uiso 1 1 calc R . . C45 C 0.5964(15) 0.9186(10) 0.5598(9) 0.124(8) Uani 1 1 d . . . H05D H 0.5403 0.9340 0.5481 0.185 Uiso 1 1 calc R . . H05E H 0.6083 0.9080 0.5156 0.185 Uiso 1 1 calc R . . H05F H 0.6324 0.9561 0.5859 0.185 Uiso 1 1 calc R . . C51 C 0.6134(15) 1.1140(10) 0.6480(12) 0.122(8) Uani 1 1 d . . . C52 C 0.6875(15) 1.0832(10) 0.6733(14) 0.132(9) Uani 1 1 d . . . H056 H 0.7358 1.1033 0.6700 0.158 Uiso 1 1 calc R . . C53 C 0.6831(11) 1.0177(10) 0.7048(11) 0.101(6) Uani 1 1 d . . . C54 C 0.5799(17) 1.1813(11) 0.6068(14) 0.162(12) Uani 1 1 d . . . H04D H 0.5415 1.1692 0.5599 0.242 Uiso 1 1 calc R . . H04E H 0.6243 1.2089 0.6002 0.242 Uiso 1 1 calc R . . H04F H 0.5524 1.2090 0.6340 0.242 Uiso 1 1 calc R . . C55 C 0.7486(11) 0.9626(10) 0.7365(12) 0.110(6) Uani 1 1 d . . . H06A H 0.7761 0.9515 0.7016 0.165 Uiso 1 1 calc R . . H06B H 0.7239 0.9199 0.7480 0.165 Uiso 1 1 calc R . . H06C H 0.7878 0.9813 0.7803 0.165 Uiso 1 1 calc R . . C61 C 0.6610(10) 0.9780(9) 0.8651(9) 0.089(5) Uani 1 1 d . . . H048 H 0.6426 1.0220 0.8432 0.107 Uiso 1 1 calc R . . C62 C 0.7195(13) 0.9759(12) 0.9316(11) 0.122(7) Uani 1 1 d . . . H046 H 0.7388 1.0187 0.9559 0.146 Uiso 1 1 calc R . . C63 C 0.7515(5) 0.9113(5) 0.9644(4) 0.124(8) Uani 1 1 d . . . H52 H 0.7941 0.9104 1.0087 0.148 Uiso 1 1 calc R . . C64 C 0.7189(5) 0.8497(5) 0.9302(4) 0.073(4) Uani 1 1 d R . . C65 C 0.6580(5) 0.8558(5) 0.8642(4) 0.060(3) Uani 1 1 d R . . H023 H 0.6348 0.8135 0.8410 0.071 Uiso 1 1 d R . . Cl91 Cl 0.5960(16) 0.2635(15) 0.9199(12) 0.161(11) Uani 0.25 1 d PG . . Cl92 Cl 0.6849(16) 0.1696(11) 0.8573(18) 0.177(13) Uani 0.25 1 d PG . . C90 C 0.5950(19) 0.1770(16) 0.883(3) 0.081(17) Uani 0.25 1 d PG . . H90A H 0.5948 0.1407 0.9187 0.097 Uiso 0.25 1 d PG . . H90B H 0.5464 0.1706 0.8403 0.097 Uiso 0.25 1 d PG . . 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 0.0633(3) 0.1014(5) 0.0414(3) -0.0144(3) 0.0225(2) -0.0339(3) Re2 0.0566(3) 0.0696(4) 0.0546(3) 0.0119(3) 0.0216(2) 0.0238(3) O1 0.181(13) 0.143(11) 0.068(7) -0.028(7) 0.060(8) -0.103(10) O2 0.102(8) 0.165(12) 0.061(6) -0.024(7) 0.036(6) -0.012(8) O3 0.085(7) 0.096(7) 0.052(5) -0.007(5) -0.003(5) -0.024(6) O4 0.147(13) 0.24(2) 0.095(9) -0.023(11) -0.043(9) 0.107(14) O5 0.080(8) 0.112(10) 0.189(14) 0.025(10) 0.071(9) 0.000(7) O6 0.100(8) 0.127(10) 0.091(7) 0.012(7) 0.041(6) 0.068(7) O7 0.115(8) 0.143(10) 0.054(5) -0.029(6) 0.035(5) -0.081(8) O8 0.221(16) 0.161(12) 0.046(6) -0.010(6) 0.049(8) -0.111(12) O9 0.073(5) 0.080(6) 0.053(5) -0.005(4) 0.019(4) -0.031(5) O10 0.066(6) 0.083(6) 0.075(6) 0.007(5) 0.022(5) -0.010(5) O11 0.067(6) 0.089(7) 0.124(9) 0.026(6) 0.041(6) 0.004(5) O12 0.101(7) 0.066(6) 0.071(6) 0.001(5) 0.034(5) -0.018(5) N1 0.040(5) 0.087(7) 0.047(5) -0.004(5) 0.016(4) -0.008(5) N2 0.056(5) 0.091(7) 0.031(4) -0.005(5) 0.019(4) -0.002(5) N3 0.062(6) 0.102(9) 0.053(6) -0.015(6) 0.022(5) -0.028(6) N4 0.140(13) 0.144(14) 0.091(10) -0.063(10) 0.069(10) -0.086(12) N5 0.057(7) 0.143(12) 0.060(7) -0.020(8) 0.032(6) -0.030(8) N6 0.131(13) 0.24(2) 0.066(8) -0.033(11) 0.019(8) -0.126(15) N7 0.054(5) 0.059(6) 0.048(5) 0.004(4) 0.017(4) 0.012(4) N8 0.055(5) 0.049(5) 0.058(5) 0.007(4) 0.020(4) 0.010(4) N9 0.091(8) 0.066(7) 0.091(8) 0.032(6) 0.059(7) 0.037(6) N10 0.123(11) 0.059(7) 0.101(9) 0.023(6) 0.079(9) 0.030(7) N11 0.056(6) 0.077(7) 0.054(6) -0.001(5) 0.020(4) 0.017(5) N12 0.083(8) 0.140(12) 0.057(7) 0.036(7) 0.019(6) 0.032(8) N13 0.096(9) 0.117(10) 0.050(6) -0.010(6) 0.026(6) -0.048(8) N14 0.065(7) 0.066(7) 0.067(7) -0.002(5) 0.025(5) -0.005(5) C1 0.100(11) 0.118(13) 0.060(8) -0.024(8) 0.038(8) -0.059(10) C2 0.070(9) 0.20(2) 0.045(7) -0.019(10) 0.041(7) -0.044(11) C3 0.077(9) 0.082(9) 0.054(7) -0.013(6) 0.026(7) -0.028(7) C4 0.109(13) 0.124(15) 0.071(10) 0.012(10) 0.008(9) 0.063(12) C5 0.069(9) 0.072(9) 0.100(11) 0.020(8) 0.037(8) 0.024(7) C6 0.074(8) 0.051(6) 0.072(8) 0.012(6) 0.035(7) 0.014(6) C11 0.060(7) 0.109(11) 0.039(6) -0.017(6) 0.025(5) -0.019(7) C12 0.063(7) 0.097(10) 0.058(7) 0.000(7) 0.025(6) -0.021(7) C13 0.038(5) 0.083(8) 0.044(6) -0.005(5) 0.015(4) 0.002(5) C14 0.095(11) 0.126(14) 0.060(8) -0.022(9) 0.035(8) -0.038(10) C15 0.060(7) 0.080(9) 0.060(7) 0.007(6) 0.022(6) -0.004(6) C21 0.17(2) 0.115(16) 0.149(19) -0.072(14) 0.098(17) -0.072(15) C22 0.125(15) 0.105(13) 0.138(17) -0.051(12) 0.081(14) -0.047(12) C23 0.070(9) 0.133(15) 0.063(8) -0.016(9) 0.022(7) -0.036(9) C24 0.19(3) 0.099(16) 0.35(4) -0.09(2) 0.16(3) -0.075(17) C25 0.061(8) 0.102(13) 0.129(14) -0.028(11) 0.038(9) -0.023(8) C34 0.062(9) 0.21(2) 0.062(9) -0.027(12) 0.029(7) 0.001(12) C35 0.064(10) 0.27(3) 0.088(13) -0.027(17) 0.013(9) 0.036(15) C36 0.052(9) 0.22(3) 0.070(11) -0.034(14) 0.023(8) -0.021(13) C37 0.061(10) 0.19(2) 0.074(11) -0.030(13) 0.032(8) -0.044(12) C38 0.071(8) 0.131(13) 0.047(7) -0.016(8) 0.024(6) -0.048(9) C41 0.055(6) 0.049(6) 0.070(7) 0.000(5) 0.022(6) 0.006(5) C42 0.085(9) 0.089(10) 0.051(7) -0.002(7) 0.030(7) 0.003(8) C43 0.093(10) 0.076(9) 0.061(8) -0.004(7) 0.025(7) 0.020(8) C44 0.087(10) 0.052(7) 0.103(11) -0.005(7) 0.045(9) 0.008(7) C45 0.22(2) 0.098(13) 0.072(10) 0.035(9) 0.072(13) 0.064(14) C51 0.18(2) 0.087(12) 0.153(18) 0.040(12) 0.135(18) 0.044(13) C52 0.18(2) 0.080(12) 0.21(2) 0.020(13) 0.16(2) 0.018(13) C53 0.088(11) 0.103(13) 0.136(16) 0.017(11) 0.072(11) 0.023(10) C54 0.24(3) 0.095(14) 0.22(3) 0.069(16) 0.17(3) 0.063(17) C55 0.088(11) 0.110(14) 0.160(18) 0.014(13) 0.077(13) 0.027(10) C61 0.090(11) 0.075(10) 0.093(11) -0.022(9) 0.018(9) 0.006(8) C62 0.111(15) 0.127(17) 0.106(14) -0.056(13) 0.006(12) 0.001(13) C63 0.087(12) 0.19(2) 0.073(10) -0.033(13) -0.009(9) 0.057(14) C64 0.067(8) 0.110(11) 0.047(7) 0.002(7) 0.027(6) 0.025(8) C65 0.054(6) 0.080(8) 0.045(6) 0.006(6) 0.018(5) 0.019(6) Cl91 0.14(2) 0.22(3) 0.107(16) 0.045(18) 0.020(14) 0.04(2) Cl92 0.16(2) 0.069(12) 0.27(4) -0.033(17) 0.02(2) -0.006(13) C90 0.04(2) 0.10(4) 0.09(4) -0.01(3) 0.00(2) 0.00(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 C92 C93 1.498(2) . ? C92 H92A 0.9600 . ? C92 H92B 0.9600 . ? C92 H92C 0.9600 . ? C93 C94 1.498(2) . ? C93 H93A 0.9700 . ? C93 H93B 0.9700 . ? C94 C94 1.498(2) 3 ? C94 H94A 0.9700 . ? C94 H94B 0.9700 . ? Re1 C3 1.907(14) . ? Re1 C2 1.936(19) . ? Re1 C1 1.945(17) . ? Re1 N5 2.210(12) . ? Re1 N1 2.211(10) . ? Re1 N3 2.228(12) . ? Re2 C5 1.872(16) . ? Re2 C4 1.877(16) . ? Re2 C6 1.926(12) . ? Re2 N9 2.166(12) . ? Re2 N7 2.215(9) . ? Re2 N11 2.220(10) . ? O1 C1 1.086(17) . ? O2 C2 1.13(2) . ? O3 C3 1.159(16) . ? O4 C4 1.18(2) . ? O5 C5 1.174(18) . ? O6 C6 1.152(15) . ? O7 N13 1.263(14) . ? O8 N13 1.249(14) . ? O9 N13 1.213(14) . ? O10 N14 1.230(14) . ? O11 N14 1.246(14) . ? O12 N14 1.266(13) . ? N1 C11 1.335(14) . ? N1 N2 1.353(14) . ? N2 C13 1.340(15) . ? N2 H011 0.8600 . ? N3 N4 1.315(18) . ? N3 C23 1.340(18) . ? N4 C21 1.32(3) . ? N4 H026 0.8600 . ? N5 C38 1.342(19) . ? N5 C34 1.37(2) . ? N6 C37 1.32(3) . ? N6 H03A 0.8600 . ? N6 H03B 0.8600 . ? N7 N8 1.340(12) . ? N7 C43 1.346(16) . ? N8 C41 1.357(14) . ? N8 H008 0.8600 . ? N9 C53 1.38(2) . ? N9 N10 1.394(14) . ? N10 C51 1.34(2) . ? N10 H035 0.8600 . ? N11 C65 1.326(13) . ? N11 C61 1.348(18) . ? N12 C64 1.350(15) . ? N12 H03G 0.8600 . ? N12 H03H 0.8600 . ? C11 C12 1.358(19) . ? C11 C14 1.508(18) . ? C12 C13 1.377(17) . ? C12 H022 0.9300 . ? C13 C15 1.478(18) . ? C14 H04A 0.9600 . ? C14 H04B 0.9600 . ? C14 H04C 0.9600 . ? C15 H02A 0.9600 . ? C15 H02B 0.9600 . ? C15 H02C 0.9600 . ? C21 C22 1.35(2) . ? C21 C24 1.46(3) . ? C22 C23 1.42(2) . ? C22 H061 0.9300 . ? C23 C25 1.48(2) . ? C24 H07A 0.9600 . ? C24 H07B 0.9600 . ? C24 H07C 0.9600 . ? C25 H05A 0.9600 . ? C25 H05B 0.9600 . ? C25 H05C 0.9600 . ? C34 C35 1.41(2) . ? C34 H50 0.9300 . ? C35 C36 1.38(3) . ? C35 H053 0.9300 . ? C36 C37 1.34(3) . ? C36 H041 0.9300 . ? C37 C38 1.41(2) . ? C38 H034 0.9300 . ? C41 C42 1.378(18) . ? C41 C44 1.501(17) . ? C42 C43 1.384(19) . ? C42 H42 0.9300 . ? C43 C45 1.51(2) . ? C44 H03D 0.9600 . ? C44 H03E 0.9600 . ? C44 H03F 0.9600 . ? C45 H05D 0.9600 . ? C45 H05E 0.9600 . ? C45 H05F 0.9600 . ? C51 C52 1.34(3) . ? C51 C54 1.50(2) . ? C52 C53 1.37(2) . ? C52 H056 0.9300 . ? C53 C55 1.50(2) . ? C54 H04D 0.9600 . ? C54 H04E 0.9600 . ? C54 H04F 0.9600 . ? C55 H06A 0.9600 . ? C55 H06B 0.9600 . ? C55 H06C 0.9600 . ? C61 C62 1.35(2) . ? C61 H048 0.9300 . ? C62 C63 1.39(2) . ? C62 H046 0.9300 . ? C63 C64 1.3539 . ? C63 H52 0.9300 . ? C64 C65 1.3675 . ? C65 H023 0.9300 . ? Cl91 C90 1.7637 . ? Cl92 C90 1.7656 . ? C90 H90A 0.9700 . ? C90 H90B 0.9700 . ? 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 C93 C92 H92A 109.5 . . ? C93 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? C93 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? C92 C93 C94 112.1(2) . . ? C92 C93 H93A 109.2 . . ? C94 C93 H93A 109.2 . . ? C92 C93 H93B 109.2 . . ? C94 C93 H93B 109.2 . . ? H93A C93 H93B 107.9 . . ? C94 C94 C93 112.1(2) 3 . ? C94 C94 H94A 109.2 3 . ? C93 C94 H94A 109.2 . . ? C94 C94 H94B 109.2 3 . ? C93 C94 H94B 109.2 . . ? H94A C94 H94B 107.9 . . ? C3 Re1 C2 90.4(6) . . ? C3 Re1 C1 87.3(6) . . ? C2 Re1 C1 88.8(8) . . ? C3 Re1 N5 178.9(6) . . ? C2 Re1 N5 88.6(6) . . ? C1 Re1 N5 93.1(6) . . ? C3 Re1 N1 94.7(5) . . ? C2 Re1 N1 92.2(6) . . ? C1 Re1 N1 177.8(5) . . ? N5 Re1 N1 85.0(4) . . ? C3 Re1 N3 88.8(5) . . ? C2 Re1 N3 179.2(5) . . ? C1 Re1 N3 91.4(6) . . ? N5 Re1 N3 92.2(4) . . ? N1 Re1 N3 87.7(4) . . ? C5 Re2 C4 86.3(9) . . ? C5 Re2 C6 86.4(6) . . ? C4 Re2 C6 90.9(7) . . ? C5 Re2 N9 178.6(6) . . ? C4 Re2 N9 95.1(8) . . ? C6 Re2 N9 93.4(5) . . ? C5 Re2 N7 94.1(5) . . ? C4 Re2 N7 87.3(6) . . ? C6 Re2 N7 178.1(5) . . ? N9 Re2 N7 86.2(4) . . ? C5 Re2 N11 93.3(6) . . ? C4 Re2 N11 179.0(6) . . ? C6 Re2 N11 88.2(5) . . ? N9 Re2 N11 85.4(5) . . ? N7 Re2 N11 93.6(3) . . ? C11 N1 N2 104.5(10) . . ? C11 N1 Re1 137.4(9) . . ? N2 N1 Re1 118.1(7) . . ? C13 N2 N1 112.1(9) . . ? C13 N2 H011 123.9 . . ? N1 N2 H011 123.9 . . ? N4 N3 C23 106.5(14) . . ? N4 N3 Re1 122.3(9) . . ? C23 N3 Re1 130.7(11) . . ? N3 N4 C21 112.4(14) . . ? N3 N4 H026 123.8 . . ? C21 N4 H026 123.8 . . ? C38 N5 C34 120.4(15) . . ? C38 N5 Re1 122.4(13) . . ? C34 N5 Re1 117.2(11) . . ? C37 N6 H03A 120.0 . . ? C37 N6 H03B 120.0 . . ? H03A N6 H03B 120.0 . . ? N8 N7 C43 104.2(10) . . ? N8 N7 Re2 123.6(7) . . ? C43 N7 Re2 132.0(9) . . ? N7 N8 C41 113.8(9) . . ? N7 N8 H008 123.1 . . ? C41 N8 H008 123.1 . . ? C53 N9 N10 104.1(12) . . ? C53 N9 Re2 137.1(10) . . ? N10 N9 Re2 118.7(9) . . ? C51 N10 N9 112.1(14) . . ? C51 N10 H035 123.9 . . ? N9 N10 H035 123.9 . . ? C65 N11 C61 116.8(11) . . ? C65 N11 Re2 123.3(8) . . ? C61 N11 Re2 119.8(10) . . ? C64 N12 H03G 120.0 . . ? C64 N12 H03H 120.0 . . ? H03G N12 H03H 120.0 . . ? O9 N13 O8 120.2(11) . . ? O9 N13 O7 121.2(11) . . ? O8 N13 O7 118.4(12) . . ? O10 N14 O11 119.9(11) . . ? O10 N14 O12 122.3(11) . . ? O11 N14 O12 117.8(12) . . ? O1 C1 Re1 174.3(18) . . ? O2 C2 Re1 176.4(17) . . ? O3 C3 Re1 177.9(13) . . ? O4 C4 Re2 175(2) . . ? O5 C5 Re2 176.5(12) . . ? O6 C6 Re2 176.1(13) . . ? N1 C11 C12 111.3(11) . . ? N1 C11 C14 122.3(13) . . ? C12 C11 C14 126.3(12) . . ? C11 C12 C13 106.5(11) . . ? C11 C12 H022 126.8 . . ? C13 C12 H022 126.8 . . ? N2 C13 C12 105.7(11) . . ? N2 C13 C15 123.2(10) . . ? C12 C13 C15 131.1(12) . . ? C11 C14 H04A 109.5 . . ? C11 C14 H04B 109.5 . . ? H04A C14 H04B 109.5 . . ? C11 C14 H04C 109.5 . . ? H04A C14 H04C 109.5 . . ? H04B C14 H04C 109.5 . . ? C13 C15 H02A 109.5 . . ? C13 C15 H02B 109.5 . . ? H02A C15 H02B 109.5 . . ? C13 C15 H02C 109.5 . . ? H02A C15 H02C 109.5 . . ? H02B C15 H02C 109.5 . . ? N4 C21 C22 107.9(17) . . ? N4 C21 C24 122.8(19) . . ? C22 C21 C24 129(2) . . ? C21 C22 C23 104.9(17) . . ? C21 C22 H061 127.5 . . ? C23 C22 H061 127.5 . . ? N3 C23 C22 108.2(15) . . ? N3 C23 C25 125.7(16) . . ? C22 C23 C25 126.1(15) . . ? C21 C24 H07A 109.5 . . ? C21 C24 H07B 109.5 . . ? H07A C24 H07B 109.5 . . ? C21 C24 H07C 109.5 . . ? H07A C24 H07C 109.5 . . ? H07B C24 H07C 109.5 . . ? C23 C25 H05A 109.5 . . ? C23 C25 H05B 109.5 . . ? H05A C25 H05B 109.5 . . ? C23 C25 H05C 109.5 . . ? H05A C25 H05C 109.5 . . ? H05B C25 H05C 109.5 . . ? N5 C34 C35 119(2) . . ? N5 C34 H50 120.6 . . ? C35 C34 H50 120.6 . . ? C36 C35 C34 119(2) . . ? C36 C35 H053 120.6 . . ? C34 C35 H053 120.6 . . ? C37 C36 C35 123.0(19) . . ? C37 C36 H041 118.5 . . ? C35 C36 H041 118.5 . . ? N6 C37 C36 119(2) . . ? N6 C37 C38 124(3) . . ? C36 C37 C38 117(2) . . ? N5 C38 C37 122.4(19) . . ? N5 C38 H034 118.8 . . ? C37 C38 H034 118.8 . . ? N8 C41 C42 104.5(10) . . ? N8 C41 C44 122.7(11) . . ? C42 C41 C44 132.8(12) . . ? C41 C42 C43 106.9(12) . . ? C41 C42 H42 126.5 . . ? C43 C42 H42 126.5 . . ? N7 C43 C42 110.6(13) . . ? N7 C43 C45 124.5(13) . . ? C42 C43 C45 124.9(14) . . ? C41 C44 H03D 109.5 . . ? C41 C44 H03E 109.5 . . ? H03D C44 H03E 109.5 . . ? C41 C44 H03F 109.5 . . ? H03D C44 H03F 109.5 . . ? H03E C44 H03F 109.5 . . ? C43 C45 H05D 109.5 . . ? C43 C45 H05E 109.5 . . ? H05D C45 H05E 109.5 . . ? C43 C45 H05F 109.5 . . ? H05D C45 H05F 109.5 . . ? H05E C45 H05F 109.5 . . ? N10 C51 C52 105.4(16) . . ? N10 C51 C54 119(2) . . ? C52 C51 C54 135(2) . . ? C51 C52 C53 111.2(18) . . ? C51 C52 H056 124.4 . . ? C53 C52 H056 124.4 . . ? C52 C53 N9 107.0(16) . . ? C52 C53 C55 130.3(17) . . ? N9 C53 C55 122.4(16) . . ? C51 C54 H04D 109.5 . . ? C51 C54 H04E 109.5 . . ? H04D C54 H04E 109.5 . . ? C51 C54 H04F 109.5 . . ? H04D C54 H04F 109.5 . . ? H04E C54 H04F 109.5 . . ? C53 C55 H06A 109.5 . . ? C53 C55 H06B 109.5 . . ? H06A C55 H06B 109.5 . . ? C53 C55 H06C 109.5 . . ? H06A C55 H06C 109.5 . . ? H06B C55 H06C 109.5 . . ? N11 C61 C62 120.5(17) . . ? N11 C61 H048 119.7 . . ? C62 C61 H048 119.7 . . ? C61 C62 C63 121.5(16) . . ? C61 C62 H046 119.3 . . ? C63 C62 H046 119.3 . . ? C64 C63 C62 118.2(9) . . ? C64 C63 H52 120.9 . . ? C62 C63 H52 120.9 . . ? N12 C64 C63 118.7(8) . . ? N12 C64 C65 124.1(8) . . ? C63 C64 C65 117.1 . . ? N11 C65 C64 125.8(6) . . ? N11 C65 H023 116.9 . . ? C64 C65 H023 117.3 . . ? Cl91 C90 Cl92 106.8 . . ? Cl91 C90 H90A 110.4 . . ? Cl92 C90 H90A 110.4 . . ? Cl91 C90 H90B 110.4 . . ? Cl92 C90 H90B 110.4 . . ? H90A C90 H90B 108.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C92 C93 C94 C94 -68(7) . . . 3 ? C3 Re1 N1 C11 137.5(13) . . . . ? C2 Re1 N1 C11 -131.9(13) . . . . ? N5 Re1 N1 C11 -43.6(13) . . . . ? N3 Re1 N1 C11 48.8(12) . . . . ? C3 Re1 N1 N2 -38.1(9) . . . . ? C2 Re1 N1 N2 52.4(9) . . . . ? N5 Re1 N1 N2 140.8(8) . . . . ? N3 Re1 N1 N2 -126.8(8) . . . . ? C11 N1 N2 C13 0.2(13) . . . . ? Re1 N1 N2 C13 177.1(7) . . . . ? C3 Re1 N3 N4 121.5(13) . . . . ? C1 Re1 N3 N4 34.2(13) . . . . ? N5 Re1 N3 N4 -58.9(13) . . . . ? N1 Re1 N3 N4 -143.8(12) . . . . ? C3 Re1 N3 C23 -50.1(14) . . . . ? C1 Re1 N3 C23 -137.4(14) . . . . ? N5 Re1 N3 C23 129.5(14) . . . . ? N1 Re1 N3 C23 44.6(14) . . . . ? C23 N3 N4 C21 0(2) . . . . ? Re1 N3 N4 C21 -173.7(15) . . . . ? C2 Re1 N5 C38 -132.5(11) . . . . ? C1 Re1 N5 C38 -43.8(11) . . . . ? N1 Re1 N5 C38 135.2(10) . . . . ? N3 Re1 N5 C38 47.7(10) . . . . ? C2 Re1 N5 C34 48.1(11) . . . . ? C1 Re1 N5 C34 136.8(11) . . . . ? N1 Re1 N5 C34 -44.2(10) . . . . ? N3 Re1 N5 C34 -131.7(10) . . . . ? C5 Re2 N7 N8 -35.1(10) . . . . ? C4 Re2 N7 N8 -121.2(11) . . . . ? N9 Re2 N7 N8 143.5(9) . . . . ? N11 Re2 N7 N8 58.4(9) . . . . ? C5 Re2 N7 C43 138.9(13) . . . . ? C4 Re2 N7 C43 52.8(14) . . . . ? N9 Re2 N7 C43 -42.5(13) . . . . ? N11 Re2 N7 C43 -127.6(13) . . . . ? C43 N7 N8 C41 -0.5(14) . . . . ? Re2 N7 N8 C41 174.9(8) . . . . ? C4 Re2 N9 C53 -138.7(18) . . . . ? C6 Re2 N9 C53 130.0(18) . . . . ? N7 Re2 N9 C53 -51.8(17) . . . . ? N11 Re2 N9 C53 42.1(17) . . . . ? C4 Re2 N9 N10 44.0(11) . . . . ? C6 Re2 N9 N10 -47.3(11) . . . . ? N7 Re2 N9 N10 130.9(10) . . . . ? N11 Re2 N9 N10 -135.2(10) . . . . ? C53 N9 N10 C51 3.0(19) . . . . ? Re2 N9 N10 C51 -178.9(12) . . . . ? C5 Re2 N11 C65 41.0(9) . . . . ? C6 Re2 N11 C65 127.2(9) . . . . ? N9 Re2 N11 C65 -139.2(8) . . . . ? N7 Re2 N11 C65 -53.3(8) . . . . ? C5 Re2 N11 C61 -135.7(12) . . . . ? C6 Re2 N11 C61 -49.5(12) . . . . ? N9 Re2 N11 C61 44.1(11) . . . . ? N7 Re2 N11 C61 130.0(11) . . . . ? N2 N1 C11 C12 -0.4(15) . . . . ? Re1 N1 C11 C12 -176.4(9) . . . . ? N2 N1 C11 C14 175.7(13) . . . . ? Re1 N1 C11 C14 0(2) . . . . ? N1 C11 C12 C13 0.4(16) . . . . ? C14 C11 C12 C13 -175.5(14) . . . . ? N1 N2 C13 C12 0.0(13) . . . . ? N1 N2 C13 C15 -179.2(10) . . . . ? C11 C12 C13 N2 -0.3(15) . . . . ? C11 C12 C13 C15 178.9(13) . . . . ? N3 N4 C21 C22 1(3) . . . . ? N3 N4 C21 C24 -180(2) . . . . ? N4 C21 C22 C23 -2(3) . . . . ? C24 C21 C22 C23 179(3) . . . . ? N4 N3 C23 C22 -0.8(19) . . . . ? Re1 N3 C23 C22 171.7(12) . . . . ? N4 N3 C23 C25 -178.9(17) . . . . ? Re1 N3 C23 C25 -6(2) . . . . ? C21 C22 C23 N3 2(2) . . . . ? C21 C22 C23 C25 180(2) . . . . ? C38 N5 C34 C35 -1(2) . . . . ? Re1 N5 C34 C35 178.6(12) . . . . ? N5 C34 C35 C36 -1(3) . . . . ? C34 C35 C36 C37 2(3) . . . . ? C35 C36 C37 N6 178.5(17) . . . . ? C35 C36 C37 C38 -1(3) . . . . ? C34 N5 C38 C37 2(2) . . . . ? Re1 N5 C38 C37 -177.6(10) . . . . ? N6 C37 C38 N5 179.8(14) . . . . ? C36 C37 C38 N5 -1(2) . . . . ? N7 N8 C41 C42 1.0(14) . . . . ? N7 N8 C41 C44 178.8(11) . . . . ? N8 C41 C42 C43 -1.0(15) . . . . ? C44 C41 C42 C43 -178.5(15) . . . . ? N8 N7 C43 C42 -0.2(16) . . . . ? Re2 N7 C43 C42 -175.0(9) . . . . ? N8 N7 C43 C45 -179.6(17) . . . . ? Re2 N7 C43 C45 6(2) . . . . ? C41 C42 C43 N7 0.8(18) . . . . ? C41 C42 C43 C45 -179.8(17) . . . . ? N9 N10 C51 C52 -2(2) . . . . ? N9 N10 C51 C54 175.4(17) . . . . ? N10 C51 C52 C53 -1(3) . . . . ? C54 C51 C52 C53 -177(3) . . . . ? C51 C52 C53 N9 2(3) . . . . ? C51 C52 C53 C55 176(2) . . . . ? N10 N9 C53 C52 -3(2) . . . . ? Re2 N9 C53 C52 179.3(14) . . . . ? N10 N9 C53 C55 -177.7(17) . . . . ? Re2 N9 C53 C55 5(3) . . . . ? C65 N11 C61 C62 0(2) . . . . ? Re2 N11 C61 C62 176.8(15) . . . . ? N11 C61 C62 C63 3(3) . . . . ? C61 C62 C63 C64 -4(2) . . . . ? C62 C63 C64 N12 -176.2(14) . . . . ? C62 C63 C64 C65 1.9(11) . . . . ? C61 N11 C65 C64 -2.2(14) . . . . ? Re2 N11 C65 C64 -179.0(3) . . . . ? N12 C64 C65 N11 179.3(12) . . . . ? C63 C64 C65 N11 1.3(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N12 H03H O11 0.86 2.19 2.98(2) 152.2 . N10 H035 O12 0.86 1.97 2.832(17) 176.1 2_656 N8 H008 O10 0.86 2.18 2.978(13) 153.8 . N6 H03B O8 0.86 2.20 3.00(3) 154.0 1_445 N4 H026 O7 0.86 2.13 2.933(16) 154.8 1_445 N2 H011 O9 0.86 2.02 2.874(12) 172.7 2_646 _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 73.82 _diffrn_measured_fraction_theta_full 0.952 _refine_diff_density_max 1.791 _refine_diff_density_min -2.494 _refine_diff_density_rms 0.177 #===END data_Compound_2ClO4_(sn576am) _database_code_depnum_ccdc_archive 'CCDC 715282' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H24 Cl N6 O8 Re' _chemical_formula_weight 674.08 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' Cl Cl 0.1484 0.1585 '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' _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 8.653(3) _cell_length_b 8.977(4) _cell_length_c 16.972(7) _cell_angle_alpha 103.004(7) _cell_angle_beta 92.846(7) _cell_angle_gamma 102.560(8) _cell_volume 1247.1(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 976 _cell_measurement_theta_min 1.25 _cell_measurement_theta_max 23.31 _exptl_crystal_description PRISM _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.795 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 5.032 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.745322 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 '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 5566 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 23.33 _reflns_number_total 3535 _reflns_number_gt 3078 _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^)+(0.0581P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3535 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 O12 O 0.719(2) 0.2326(19) 0.1311(7) 0.236(8) Uani 1 1 d . . . Re1 Re 0.08779(3) 0.26413(4) 0.349243(16) 0.04089(14) Uani 1 1 d . . . N1 N 0.2189(8) 0.3802(8) 0.2604(4) 0.0537(17) Uani 1 1 d . . . N2 N 0.604(2) 0.569(2) 0.2335(11) 0.084(5) Uani 0.50 1 d PG . . H2A H 0.6433 0.5855 0.1879 0.126 Uiso 0.50 1 d PR . . H2B H 0.6530 0.5051 0.2527 0.126 Uiso 0.50 1 d PR . . N2A N 0.147(2) 0.513(2) 0.0843(9) 0.074(5) Uani 0.50 1 d PG . . H2A1 H 0.1642 0.5869 0.0566 0.111 Uiso 0.50 1 d PG . . H2A2 H 0.0782 0.4276 0.0544 0.111 Uiso 0.50 1 d PG . . N3 N 0.3030(7) 0.1827(8) 0.3687(3) 0.0456(15) Uani 1 1 d . . . N4 N 0.3669(7) 0.1018(8) 0.3058(4) 0.0486(16) Uani 1 1 d . . . H4 H 0.346(9) 0.105(10) 0.256(5) 0.06(3) Uiso 1 1 d . . . N5 N 0.0121(7) 0.0395(7) 0.2547(3) 0.0434(14) Uani 1 1 d . . . N6 N -0.0555(8) 0.0344(9) 0.1793(4) 0.0506(16) Uani 1 1 d . . . H6 H -0.070(9) 0.124(10) 0.162(5) 0.05(2) Uiso 1 1 d . . . C1 C -0.0222(9) 0.1699(10) 0.4268(5) 0.051(2) Uani 1 1 d . . . O1 O -0.0942(7) 0.1137(8) 0.4728(4) 0.0698(18) Uani 1 1 d . . . C2 C -0.0982(9) 0.3355(10) 0.3290(4) 0.052(2) Uani 1 1 d . . . O2 O -0.2074(8) 0.3869(9) 0.3215(4) 0.080(2) Uani 1 1 d . . . C3 C 0.1600(10) 0.4595(12) 0.4301(5) 0.057(2) Uani 1 1 d . . . O3 O 0.1991(9) 0.5738(9) 0.4783(4) 0.088(2) Uani 1 1 d . . . C11 C 0.3775(11) 0.4308(10) 0.2710(5) 0.062(2) Uani 1 1 d . . . H11 H 0.4334 0.4143 0.3153 0.074 Uiso 1 1 calc R . . C12 C 0.4615(12) 0.5072(12) 0.2182(6) 0.075(3) Uani 1 1 d . . . C13 C 0.3784(15) 0.5321(13) 0.1539(6) 0.085(3) Uani 1 1 d . . . H13 H 0.4328 0.5810 0.1172 0.102 Uiso 1 1 calc R . . C14 C 0.2174(13) 0.4864(11) 0.1430(5) 0.069(3) Uani 1 1 d . . . C15 C 0.1410(11) 0.4092(10) 0.1974(5) 0.059(2) Uani 1 1 d . . . H15 H 0.0306 0.3759 0.1899 0.071 Uiso 1 1 calc R . . C21 C 0.3925(9) 0.1841(10) 0.4358(5) 0.053(2) Uani 1 1 d . . . C22 C 0.5131(9) 0.1094(11) 0.4138(5) 0.062(2) Uani 1 1 d . . . H22 H 0.5929 0.0974 0.4490 0.074 Uiso 1 1 calc R . . C23 C 0.4941(9) 0.0567(10) 0.3319(5) 0.056(2) Uani 1 1 d . . . C24 C 0.3617(11) 0.2600(12) 0.5189(5) 0.068(2) Uani 1 1 d . . . H24A H 0.3677 0.3695 0.5229 0.101 Uiso 1 1 calc R . . H24B H 0.4401 0.2494 0.5580 0.101 Uiso 1 1 calc R . . H24C H 0.2576 0.2101 0.5295 0.101 Uiso 1 1 calc R . . C25 C 0.5827(11) -0.0330(13) 0.2715(7) 0.084(3) Uani 1 1 d . . . H25A H 0.6372 -0.0941 0.2977 0.126 Uiso 1 1 calc R . . H25B H 0.6588 0.0395 0.2507 0.126 Uiso 1 1 calc R . . H25C H 0.5088 -0.1018 0.2275 0.126 Uiso 1 1 calc R . . C31 C 0.0049(9) -0.1094(10) 0.2542(5) 0.054(2) Uani 1 1 d . . . C32 C -0.0665(11) -0.2080(12) 0.1805(6) 0.070(2) Uani 1 1 d . . . H32 H -0.0847 -0.3171 0.1658 0.084 Uiso 1 1 calc R . . C33 C -0.1049(10) -0.1129(11) 0.1337(5) 0.061(2) Uani 1 1 d . . . C34 C 0.0615(13) -0.1634(12) 0.3254(6) 0.077(3) Uani 1 1 d . . . H34A H 0.0800 -0.0786 0.3733 0.115 Uiso 1 1 calc R . . H34B H 0.1588 -0.1959 0.3152 0.115 Uiso 1 1 calc R . . H34C H -0.0178 -0.2503 0.3333 0.115 Uiso 1 1 calc R . . C35 C -0.1839(14) -0.1480(14) 0.0493(6) 0.099(4) Uani 1 1 d . . . H35A H -0.2941 -0.1989 0.0480 0.148 Uiso 1 1 calc R . . H35B H -0.1327 -0.2159 0.0132 0.148 Uiso 1 1 calc R . . H35C H -0.1760 -0.0517 0.0325 0.148 Uiso 1 1 calc R . . Cl1 Cl 0.7088(3) 0.2723(3) 0.05994(15) 0.0738(6) Uani 1 1 d . . . O11 O 0.8214(16) 0.2152(15) 0.0150(11) 0.228(8) Uani 1 1 d . . . O13 O 0.5732(15) 0.2125(19) 0.0195(11) 0.240(8) Uani 1 1 d . . . O14 O 0.7416(16) 0.4348(11) 0.0751(7) 0.167(5) Uani 1 1 d . . . O90 O 0.3154(10) 0.0602(10) 0.1366(5) 0.100(2) Uiso 1 1 d G . . H90A H 0.3325 -0.0403 0.1411 0.150 Uiso 1 1 d G . . H90B H 0.2085 0.0376 0.1109 0.150 Uiso 1 1 d G . . 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 O12 0.40(2) 0.249(17) 0.117(9) 0.067(11) -0.002(11) 0.184(17) Re1 0.0446(2) 0.0458(2) 0.03389(18) 0.00553(13) 0.00713(12) 0.01754(14) N1 0.066(5) 0.046(4) 0.046(4) 0.004(3) 0.015(3) 0.013(3) N2 0.067(11) 0.110(15) 0.103(13) 0.059(12) 0.025(9) 0.042(10) N2A 0.098(13) 0.081(13) 0.059(9) 0.046(9) 0.012(8) 0.022(10) N3 0.044(3) 0.053(4) 0.039(3) 0.004(3) 0.005(3) 0.015(3) N4 0.045(4) 0.054(4) 0.047(4) 0.006(3) 0.012(3) 0.016(3) N5 0.045(3) 0.043(4) 0.039(3) 0.002(3) 0.003(3) 0.012(3) N6 0.055(4) 0.052(5) 0.041(4) 0.002(4) -0.003(3) 0.017(3) C1 0.054(5) 0.064(6) 0.044(4) 0.011(4) 0.005(4) 0.034(4) O1 0.069(4) 0.098(5) 0.064(4) 0.042(4) 0.027(3) 0.038(4) C2 0.049(5) 0.063(6) 0.044(4) 0.013(4) 0.009(3) 0.013(4) O2 0.075(4) 0.108(6) 0.076(4) 0.028(4) 0.010(3) 0.056(4) C3 0.053(5) 0.060(6) 0.054(5) 0.003(5) 0.014(4) 0.015(4) O3 0.105(5) 0.058(5) 0.082(5) -0.025(4) 0.011(4) 0.021(4) C11 0.064(6) 0.056(6) 0.060(5) 0.007(4) 0.019(4) 0.008(4) C12 0.063(7) 0.067(7) 0.083(7) 0.012(6) 0.031(5) -0.006(5) C13 0.121(10) 0.070(7) 0.066(6) 0.023(6) 0.031(6) 0.015(6) C14 0.091(8) 0.061(6) 0.052(5) 0.013(5) 0.025(5) 0.011(5) C15 0.079(6) 0.052(6) 0.049(5) 0.013(4) 0.010(4) 0.018(4) C21 0.044(4) 0.062(6) 0.050(5) 0.009(4) 0.001(4) 0.011(4) C22 0.046(5) 0.074(6) 0.072(6) 0.024(5) 0.002(4) 0.027(4) C23 0.037(4) 0.057(6) 0.074(6) 0.008(5) 0.013(4) 0.016(4) C24 0.067(6) 0.084(7) 0.051(5) 0.015(5) -0.003(4) 0.019(5) C25 0.056(6) 0.085(8) 0.112(8) 0.005(6) 0.024(5) 0.035(5) C31 0.053(5) 0.049(5) 0.063(5) 0.011(4) 0.010(4) 0.017(4) C32 0.072(6) 0.057(6) 0.068(6) -0.008(5) -0.003(5) 0.019(5) C33 0.059(5) 0.069(7) 0.049(5) -0.003(5) -0.002(4) 0.019(5) C34 0.099(7) 0.066(7) 0.071(6) 0.025(5) 0.002(5) 0.027(5) C35 0.107(9) 0.106(10) 0.064(6) -0.014(6) -0.023(6) 0.027(7) Cl1 0.0678(15) 0.0715(17) 0.0743(15) 0.0018(13) -0.0029(12) 0.0188(12) O11 0.186(12) 0.127(10) 0.34(2) -0.022(11) 0.163(13) 0.020(9) O13 0.144(11) 0.240(16) 0.289(18) 0.042(14) -0.124(12) -0.004(10) O14 0.249(13) 0.066(6) 0.178(10) 0.008(7) 0.091(10) 0.026(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 O12 Cl1 1.339(11) . ? Re1 C2 1.900(8) . ? Re1 C1 1.905(9) . ? Re1 C3 1.925(10) . ? Re1 N3 2.180(6) . ? Re1 N5 2.222(6) . ? Re1 N1 2.238(7) . ? N1 C11 1.338(11) . ? N1 C15 1.340(10) . ? N2 C12 1.226(18) . ? N2 H2A 0.8900 . ? N2 H2B 0.8900 . ? N2A C14 1.237(15) . ? N2A H2A1 0.8901 . ? N2A H2A2 0.8901 . ? N3 C21 1.341(9) . ? N3 N4 1.362(8) . ? N4 C23 1.341(10) . ? N4 H4 0.86(8) . ? N5 C31 1.323(10) . ? N5 N6 1.366(8) . ? N6 C33 1.339(11) . ? N6 H6 0.94(8) . ? C1 O1 1.159(9) . ? C2 O2 1.152(9) . ? C3 O3 1.131(10) . ? C11 C12 1.389(12) . ? C11 H11 0.9300 . ? C12 C13 1.363(15) . ? C13 C14 1.355(14) . ? C13 H13 0.9300 . ? C14 C15 1.386(12) . ? C15 H15 0.9300 . ? C21 C22 1.382(11) . ? C21 C24 1.486(11) . ? C22 C23 1.353(11) . ? C22 H22 0.9300 . ? C23 C25 1.504(11) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C31 C32 1.384(12) . ? C31 C34 1.497(11) . ? C32 C33 1.369(12) . ? C32 H32 0.9300 . ? C33 C35 1.491(12) . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? Cl1 O13 1.271(10) . ? Cl1 O11 1.382(10) . ? Cl1 O14 1.385(10) . ? O90 H90A 0.9645 . ? O90 H90B 0.9626 . ? 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 C1 86.7(3) . . ? C2 Re1 C3 86.4(3) . . ? C1 Re1 C3 90.4(4) . . ? C2 Re1 N3 178.2(3) . . ? C1 Re1 N3 94.9(3) . . ? C3 Re1 N3 94.4(3) . . ? C2 Re1 N5 95.0(3) . . ? C1 Re1 N5 90.8(3) . . ? C3 Re1 N5 178.2(3) . . ? N3 Re1 N5 84.3(2) . . ? C2 Re1 N1 93.2(3) . . ? C1 Re1 N1 178.6(3) . . ? C3 Re1 N1 88.2(3) . . ? N3 Re1 N1 85.2(2) . . ? N5 Re1 N1 90.5(2) . . ? C11 N1 C15 117.7(7) . . ? C11 N1 Re1 121.0(6) . . ? C15 N1 Re1 121.2(6) . . ? C12 N2 H2A 108.6 . . ? C12 N2 H2B 109.2 . . ? H2A N2 H2B 109.5 . . ? C14 N2A H2A1 135.3 . . ? C14 N2A H2A2 112.9 . . ? H2A1 N2A H2A2 109.5 . . ? C21 N3 N4 105.1(6) . . ? C21 N3 Re1 133.0(5) . . ? N4 N3 Re1 121.7(4) . . ? C23 N4 N3 111.6(7) . . ? C23 N4 H4 123(5) . . ? N3 N4 H4 123(5) . . ? C31 N5 N6 104.5(6) . . ? C31 N5 Re1 133.9(5) . . ? N6 N5 Re1 121.4(5) . . ? C33 N6 N5 112.2(7) . . ? C33 N6 H6 124(5) . . ? N5 N6 H6 124(5) . . ? O1 C1 Re1 177.5(6) . . ? O2 C2 Re1 175.3(8) . . ? O3 C3 Re1 178.5(8) . . ? N1 C11 C12 122.2(9) . . ? N1 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? N2 C12 C13 119.4(12) . . ? N2 C12 C11 121.5(13) . . ? C13 C12 C11 118.4(10) . . ? C14 C13 C12 120.7(9) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? N2A C14 C13 118.5(12) . . ? N2A C14 C15 123.6(12) . . ? C13 C14 C15 117.9(9) . . ? N1 C15 C14 123.0(9) . . ? N1 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? N3 C21 C22 109.3(7) . . ? N3 C21 C24 122.7(7) . . ? C22 C21 C24 127.9(7) . . ? C23 C22 C21 107.7(7) . . ? C23 C22 H22 126.2 . . ? C21 C22 H22 126.2 . . ? N4 C23 C22 106.2(7) . . ? N4 C23 C25 119.8(8) . . ? C22 C23 C25 134.0(8) . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N5 C31 C32 111.0(7) . . ? N5 C31 C34 124.1(8) . . ? C32 C31 C34 124.8(8) . . ? C33 C32 C31 106.3(8) . . ? C33 C32 H32 126.8 . . ? C31 C32 H32 126.8 . . ? N6 C33 C32 105.9(8) . . ? N6 C33 C35 121.9(9) . . ? C32 C33 C35 132.1(10) . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O13 Cl1 O12 112.9(12) . . ? O13 Cl1 O11 108.0(12) . . ? O12 Cl1 O11 106.9(10) . . ? O13 Cl1 O14 110.2(9) . . ? O12 Cl1 O14 108.4(9) . . ? O11 Cl1 O14 110.4(7) . . ? H90A O90 H90B 105.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Re1 N1 C11 150.4(6) . . . . ? C3 Re1 N1 C11 64.1(6) . . . . ? N3 Re1 N1 C11 -30.4(6) . . . . ? N5 Re1 N1 C11 -114.6(6) . . . . ? C2 Re1 N1 C15 -25.9(7) . . . . ? C3 Re1 N1 C15 -112.2(7) . . . . ? N3 Re1 N1 C15 153.3(6) . . . . ? N5 Re1 N1 C15 69.1(6) . . . . ? C1 Re1 N3 C21 -47.3(8) . . . . ? C3 Re1 N3 C21 43.5(8) . . . . ? N5 Re1 N3 C21 -137.7(8) . . . . ? N1 Re1 N3 C21 131.3(8) . . . . ? C1 Re1 N3 N4 126.9(6) . . . . ? C3 Re1 N3 N4 -142.2(6) . . . . ? N5 Re1 N3 N4 36.6(6) . . . . ? N1 Re1 N3 N4 -54.4(6) . . . . ? C21 N3 N4 C23 -1.3(9) . . . . ? Re1 N3 N4 C23 -177.0(5) . . . . ? C2 Re1 N5 C31 -130.2(7) . . . . ? C1 Re1 N5 C31 -43.5(7) . . . . ? N3 Re1 N5 C31 51.4(7) . . . . ? N1 Re1 N5 C31 136.5(7) . . . . ? C2 Re1 N5 N6 43.5(6) . . . . ? C1 Re1 N5 N6 130.3(5) . . . . ? N3 Re1 N5 N6 -134.9(5) . . . . ? N1 Re1 N5 N6 -49.8(5) . . . . ? C31 N5 N6 C33 0.7(8) . . . . ? Re1 N5 N6 C33 -174.7(5) . . . . ? C15 N1 C11 C12 -1.7(12) . . . . ? Re1 N1 C11 C12 -178.1(7) . . . . ? N1 C11 C12 N2 171.3(13) . . . . ? N1 C11 C12 C13 0.6(14) . . . . ? N2 C12 C13 C14 -169.5(13) . . . . ? C11 C12 C13 C14 1.4(16) . . . . ? C12 C13 C14 N2A 179.4(13) . . . . ? C12 C13 C14 C15 -2.2(15) . . . . ? C11 N1 C15 C14 0.9(12) . . . . ? Re1 N1 C15 C14 177.3(6) . . . . ? N2A C14 C15 N1 179.4(13) . . . . ? C13 C14 C15 N1 1.0(14) . . . . ? N4 N3 C21 C22 2.0(9) . . . . ? Re1 N3 C21 C22 176.9(6) . . . . ? N4 N3 C21 C24 -179.3(8) . . . . ? Re1 N3 C21 C24 -4.4(13) . . . . ? N3 C21 C22 C23 -2.0(11) . . . . ? C24 C21 C22 C23 179.4(9) . . . . ? N3 N4 C23 C22 0.1(10) . . . . ? N3 N4 C23 C25 -179.4(8) . . . . ? C21 C22 C23 N4 1.1(10) . . . . ? C21 C22 C23 C25 -179.5(10) . . . . ? N6 N5 C31 C32 -0.3(9) . . . . ? Re1 N5 C31 C32 174.2(5) . . . . ? N6 N5 C31 C34 -178.3(8) . . . . ? Re1 N5 C31 C34 -3.9(12) . . . . ? N5 C31 C32 C33 -0.1(10) . . . . ? C34 C31 C32 C33 177.9(8) . . . . ? N5 N6 C33 C32 -0.7(9) . . . . ? N5 N6 C33 C35 179.4(8) . . . . ? C31 C32 C33 N6 0.5(10) . . . . ? C31 C32 C33 C35 -179.7(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O90 H90B N6 0.96 2.61 3.296(11) 128.4 . N6 H6 O12 0.94(8) 2.34(8) 3.103(14) 138(6) 1_455 N4 H4 O90 0.86(8) 1.97(8) 2.810(11) 165(8) . N2A H2A2 O11 0.89 2.54 3.38(2) 157.7 1_455 N2A H2A1 Cl1 0.89 2.73 3.557(14) 155.3 2_665 N2A H2A1 O14 0.89 2.40 3.017(18) 126.9 2_665 N2A H2A1 O11 0.89 2.35 3.24(2) 173.2 2_665 N2 H2B O2 0.89 2.22 3.097(15) 168.5 1_655 N2 H2A O14 0.89 2.39 3.10(2) 136.3 . _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 23.33 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.005 _refine_diff_density_min -1.396 _refine_diff_density_rms 0.129 #===END