#Supplementary Material (ESI) for Dalton Transactions #This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Richard Herrick' _publ_contact_author_email RHERRICK@HOLYCROSS.EDU _publ_section_title ; Rhenium (I) compounds bound by tripodal ligands of pyridine and N-methylimidazole ; loop_ _publ_author_name 'Richard Herrick' 'Christopher Aquina' 'Natalie Barone' 'Anil Cetin' 'Laura R. Condon' 'Brenton R. Franklin' ; D.L.Jameson ; 'Joseph Lopez' 'Christopher Ziegler' # Attachment '657034.cif' data_1-2 _database_code_depnum_ccdc_archive 'CCDC 657034' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H27 Br N6 O9 Re2' _chemical_formula_weight 1163.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.455(2) _cell_length_b 13.997(3) _cell_length_c 14.969(3) _cell_angle_alpha 82.188(4) _cell_angle_beta 80.868(4) _cell_angle_gamma 70.450(4) _cell_volume 1835.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4106 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 28.04 _exptl_crystal_description block _exptl_crystal_colour clear _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.106 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 7.742 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3397 _exptl_absorpt_correction_T_max 0.4604 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 16214 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0894 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 28.33 _reflns_number_total 8475 _reflns_number_gt 7011 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Carbons 6 and 37 were restrained using the ISOR command, and the oxygen-hydrogen bonds on the solvent water molecule were restrained to conform to ideal bond lengths using the DFIX command. ; _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^)+(0.0328P)^2^+52.5750P] 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 7853 _refine_ls_number_parameters 513 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_ref 0.1551 _refine_ls_wR_factor_gt 0.1509 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.117 _refine_ls_shift/su_max 0.013 _refine_ls_shift/su_mean 0.001 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 0.73825(5) 0.23410(3) 0.42344(3) 0.01154(13) Uani 1 1 d . . . Re2 Re -0.14846(5) 0.27180(3) 0.95598(3) 0.01187(13) Uani 1 1 d . . . Br1 Br 0.29873(14) 0.00373(10) 0.24322(9) 0.0200(3) Uani 1 1 d . . . O1 O 1.0133(10) 0.2958(7) 0.3326(6) 0.024(2) Uani 1 1 d . . . O2 O 0.9500(11) 0.0889(7) 0.5551(6) 0.027(2) Uani 1 1 d . . . O3 O 0.6722(11) 0.4036(7) 0.5508(6) 0.024(2) Uani 1 1 d . . . O4 O 0.3702(9) 0.1994(6) 0.2726(5) 0.0144(17) Uani 1 1 d . . . H4A H 0.2866 0.2401 0.2922 0.022 Uiso 1 1 calc R . . O5 O -0.0756(9) 0.2857(6) 0.8176(6) 0.0147(17) Uani 1 1 d . . . O6 O -0.4908(10) 0.3589(7) 0.9487(7) 0.028(2) Uani 1 1 d . . . O7 O -0.2052(11) 0.2789(8) 1.1622(6) 0.025(2) Uani 1 1 d . . . O8 O -0.1769(11) 0.0572(7) 0.9715(6) 0.026(2) Uani 1 1 d . . . O9 O 0.6956(12) 0.2400(8) 0.7373(8) 0.030(2) Uani 1 1 d D . . N1 N 0.5872(11) 0.3410(8) 0.3337(6) 0.013(2) Uani 1 1 d . . . N2 N 0.7598(13) 0.1307(7) 0.3226(7) 0.017(2) Uani 1 1 d . . . N3 N 0.5425(11) 0.1846(7) 0.4760(7) 0.014(2) Uani 1 1 d . . . N4 N 0.0980(10) 0.2217(7) 0.9463(6) 0.0113(19) Uani 1 1 d . . . N5 N -0.1152(11) 0.4195(7) 0.9289(6) 0.0110(19) Uani 1 1 d . . . N6 N 0.2244(12) 0.3725(8) 0.6853(7) 0.018(2) Uani 1 1 d . . . C1 C 0.4780(14) 0.3165(9) 0.3013(8) 0.015(2) Uani 1 1 d . . . C2 C 0.3725(15) 0.3891(10) 0.2540(9) 0.022(3) Uani 1 1 d . . . H2 H 0.2957 0.3715 0.2329 0.026 Uiso 1 1 calc R . . C3 C 0.3768(15) 0.4874(10) 0.2368(8) 0.020(3) Uani 1 1 d . . . H3 H 0.3016 0.5380 0.2058 0.024 Uiso 1 1 calc R . . C4 C 0.4910(14) 0.5110(10) 0.2650(9) 0.020(3) Uani 1 1 d . . . H4 H 0.5002 0.5770 0.2510 0.024 Uiso 1 1 calc R . . C5 C 0.5907(13) 0.4373(9) 0.3137(8) 0.013(2) Uani 1 1 d . . . H5 H 0.6677 0.4546 0.3350 0.015 Uiso 1 1 calc R . . C6 C 0.6383(12) 0.1324(9) 0.2828(7) 0.011(2) Uani 1 1 d U . . C7 C 0.6522(13) 0.0716(9) 0.2136(8) 0.015(2) Uani 1 1 d . . . H7 H 0.5661 0.0755 0.1863 0.019 Uiso 1 1 calc R . . C8 C 0.7931(14) 0.0051(9) 0.1851(8) 0.016(2) Uani 1 1 d . . . H8 H 0.8053 -0.0381 0.1387 0.019 Uiso 1 1 calc R . . C9 C 0.9174(14) 0.0033(10) 0.2265(9) 0.022(3) Uani 1 1 d . . . H9 H 1.0156 -0.0413 0.2086 0.026 Uiso 1 1 calc R . . C10 C 0.8948(13) 0.0663(9) 0.2922(8) 0.012(2) Uani 1 1 d . . . H10 H 0.9805 0.0649 0.3187 0.015 Uiso 1 1 calc R . . C11 C 0.4467(14) 0.1759(9) 0.4214(8) 0.016(2) Uani 1 1 d . . . C12 C 0.3302(14) 0.1377(9) 0.4544(9) 0.020(3) Uani 1 1 d . . . H12 H 0.2671 0.1299 0.4143 0.023 Uiso 1 1 calc R . . C13 C 0.3058(14) 0.1109(9) 0.5462(9) 0.019(3) Uani 1 1 d . . . H13 H 0.2251 0.0852 0.5700 0.023 Uiso 1 1 calc R . . C14 C 0.3993(14) 0.1218(10) 0.6030(9) 0.021(3) Uani 1 1 d . . . H14 H 0.3839 0.1037 0.6665 0.025 Uiso 1 1 calc R . . C15 C 0.5155(14) 0.1592(9) 0.5666(8) 0.017(2) Uani 1 1 d . . . H15 H 0.5790 0.1675 0.6061 0.020 Uiso 1 1 calc R . . C16 C 0.4818(14) 0.2049(9) 0.3192(8) 0.015(2) Uani 1 1 d . . . C17 C 0.9099(14) 0.2719(9) 0.3667(9) 0.018(3) Uani 1 1 d . . . C18 C 0.8667(14) 0.1405(9) 0.5056(8) 0.016(3) Uani 1 1 d . . . C19 C 0.6963(14) 0.3373(10) 0.5062(8) 0.018(3) Uani 1 1 d . . . C20 C 0.1647(13) 0.2559(8) 0.8656(8) 0.012(2) Uani 1 1 d . . . C21 C 0.3217(14) 0.2285(10) 0.8481(9) 0.018(3) Uani 1 1 d . . . H21 H 0.3689 0.2542 0.7938 0.022 Uiso 1 1 calc R . . C22 C 0.4073(14) 0.1629(10) 0.9118(9) 0.020(3) Uani 1 1 d . . . H22 H 0.5145 0.1407 0.8995 0.024 Uiso 1 1 calc R . . C23 C 0.3398(14) 0.1291(9) 0.9927(9) 0.017(3) Uani 1 1 d . . . H23 H 0.3988 0.0857 1.0371 0.020 Uiso 1 1 calc R . . C24 C 0.1835(13) 0.1604(9) 1.0073(8) 0.012(2) Uani 1 1 d . . . H24 H 0.1353 0.1375 1.0627 0.015 Uiso 1 1 calc R . . C25 C -0.0202(12) 0.4287(9) 0.8527(7) 0.010(2) Uani 1 1 d . . . C26 C 0.0117(13) 0.5176(9) 0.8242(8) 0.014(2) Uani 1 1 d . . . H26 H 0.0854 0.5208 0.7738 0.017 Uiso 1 1 calc R . . C27 C -0.0673(13) 0.6036(9) 0.8715(8) 0.014(2) Uani 1 1 d . . . H27 H -0.0515 0.6670 0.8518 0.017 Uiso 1 1 calc R . . C28 C -0.1684(14) 0.5948(10) 0.9470(8) 0.018(3) Uani 1 1 d . . . H28 H -0.2241 0.6522 0.9795 0.022 Uiso 1 1 calc R . . C29 C -0.1872(13) 0.5019(9) 0.9744(8) 0.016(2) Uani 1 1 d . . . H29 H -0.2538 0.4956 1.0279 0.019 Uiso 1 1 calc R . . C30 C 0.0987(14) 0.3449(9) 0.7059(8) 0.015(2) Uani 1 1 d . . . C31 C 0.0158(14) 0.3375(10) 0.6406(9) 0.019(3) Uani 1 1 d . . . H31 H -0.0711 0.3164 0.6575 0.023 Uiso 1 1 calc R . . C32 C 0.0610(16) 0.3613(10) 0.5502(9) 0.025(3) Uani 1 1 d . . . H32 H 0.0031 0.3590 0.5046 0.030 Uiso 1 1 calc R . . C33 C 0.1910(16) 0.3886(10) 0.5265(9) 0.022(3) Uani 1 1 d . . . H33 H 0.2259 0.4034 0.4647 0.026 Uiso 1 1 calc R . . C34 C 0.2687(15) 0.3934(10) 0.5967(9) 0.021(3) Uani 1 1 d . . . H34 H 0.3577 0.4124 0.5813 0.025 Uiso 1 1 calc R . . C35 C 0.0441(14) 0.3258(9) 0.8070(8) 0.016(2) Uani 1 1 d . . . C36 C -0.3616(15) 0.3260(10) 0.9514(9) 0.020(3) Uani 1 1 d . . . C37 C -0.1858(13) 0.2725(9) 1.0826(8) 0.015(2) Uani 1 1 d U . . C38 C -0.1657(15) 0.1378(9) 0.9666(8) 0.017(3) Uani 1 1 d . . . H1 H 0.761(12) 0.251(12) 0.758(10) 0.03(4) Uiso 1 1 d D . . H6 H 0.707(18) 0.182(4) 0.754(10) 0.03(5) Uiso 1 1 d 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 0.0103(2) 0.0139(3) 0.0111(2) 0.00085(17) -0.00211(17) -0.00522(18) Re2 0.0121(2) 0.0114(2) 0.0134(2) -0.00040(17) 0.00080(17) -0.00675(18) Br1 0.0176(6) 0.0217(7) 0.0251(7) -0.0035(5) -0.0025(5) -0.0115(5) O1 0.020(5) 0.034(6) 0.023(5) 0.006(4) -0.003(4) -0.018(4) O2 0.027(5) 0.027(5) 0.026(5) 0.010(4) -0.011(4) -0.008(4) O3 0.029(5) 0.025(5) 0.021(5) -0.012(4) 0.001(4) -0.011(4) O4 0.008(4) 0.022(5) 0.015(4) -0.008(3) 0.004(3) -0.007(3) O5 0.012(4) 0.016(4) 0.019(4) -0.002(3) -0.002(3) -0.007(3) O6 0.012(5) 0.027(5) 0.046(6) -0.004(5) 0.002(4) -0.009(4) O7 0.026(5) 0.039(6) 0.014(4) 0.004(4) 0.001(4) -0.019(4) O8 0.035(6) 0.021(5) 0.026(5) -0.003(4) -0.002(4) -0.016(4) O9 0.033(6) 0.020(5) 0.045(7) 0.005(5) -0.018(5) -0.015(5) N1 0.016(5) 0.020(5) 0.005(4) -0.001(4) 0.002(4) -0.010(4) N2 0.032(6) 0.009(5) 0.009(5) 0.003(4) 0.004(4) -0.012(4) N3 0.009(5) 0.011(5) 0.019(5) 0.004(4) -0.004(4) 0.000(4) N4 0.010(5) 0.013(5) 0.009(5) -0.002(4) 0.004(4) -0.004(4) N5 0.013(5) 0.006(5) 0.012(5) 0.000(4) 0.002(4) -0.003(4) N6 0.019(5) 0.018(6) 0.015(5) -0.003(4) 0.006(4) -0.008(4) C1 0.017(6) 0.019(6) 0.012(6) -0.001(5) 0.001(5) -0.011(5) C2 0.026(7) 0.021(7) 0.020(6) 0.006(5) -0.012(5) -0.009(6) C3 0.026(7) 0.018(7) 0.015(6) 0.007(5) -0.012(5) -0.005(5) C4 0.020(6) 0.014(6) 0.023(7) 0.004(5) -0.002(5) -0.006(5) C5 0.012(5) 0.015(6) 0.013(5) 0.000(4) -0.006(4) -0.005(5) C6 0.011(4) 0.014(4) 0.008(4) 0.002(3) 0.002(3) -0.007(3) C7 0.009(5) 0.023(7) 0.015(6) 0.002(5) 0.002(4) -0.009(5) C8 0.022(6) 0.019(6) 0.010(5) -0.004(5) 0.004(5) -0.014(5) C9 0.014(6) 0.023(7) 0.025(7) -0.001(6) 0.000(5) -0.003(5) C10 0.008(5) 0.012(6) 0.017(6) 0.002(4) 0.002(4) -0.004(4) C11 0.017(6) 0.010(6) 0.018(6) 0.000(5) -0.002(5) -0.002(5) C12 0.011(6) 0.015(6) 0.032(7) -0.007(5) 0.003(5) -0.005(5) C13 0.014(6) 0.013(6) 0.032(7) 0.000(5) 0.001(5) -0.008(5) C14 0.021(6) 0.020(7) 0.016(6) 0.008(5) 0.006(5) -0.006(5) C15 0.019(6) 0.014(6) 0.015(6) 0.003(5) -0.007(5) -0.001(5) C16 0.018(6) 0.018(6) 0.013(6) -0.010(5) -0.001(5) -0.009(5) C17 0.014(6) 0.016(6) 0.025(7) 0.004(5) -0.008(5) -0.007(5) C18 0.017(6) 0.016(6) 0.016(6) 0.004(5) 0.001(5) -0.009(5) C19 0.019(6) 0.023(7) 0.008(5) 0.001(5) -0.002(5) -0.004(5) C20 0.015(6) 0.005(5) 0.016(6) -0.001(4) 0.000(5) -0.004(4) C21 0.018(6) 0.018(6) 0.020(6) -0.007(5) 0.000(5) -0.006(5) C22 0.017(6) 0.016(6) 0.025(7) 0.002(5) -0.007(5) -0.003(5) C23 0.016(6) 0.004(5) 0.028(7) -0.002(5) -0.007(5) 0.002(4) C24 0.014(6) 0.012(6) 0.014(6) -0.005(4) -0.004(4) -0.006(5) C25 0.006(5) 0.011(6) 0.010(5) 0.001(4) 0.000(4) 0.000(4) C26 0.007(5) 0.015(6) 0.019(6) 0.000(5) 0.001(4) -0.002(4) C27 0.019(6) 0.009(6) 0.021(6) 0.003(5) -0.011(5) -0.010(5) C28 0.016(6) 0.020(7) 0.019(6) -0.007(5) -0.001(5) -0.006(5) C29 0.012(5) 0.017(6) 0.021(6) 0.004(5) -0.003(5) -0.011(5) C30 0.018(6) 0.010(6) 0.015(6) -0.001(5) 0.003(5) -0.004(5) C31 0.018(6) 0.022(7) 0.020(6) -0.007(5) 0.003(5) -0.011(5) C32 0.032(8) 0.024(7) 0.022(7) 0.007(6) -0.009(6) -0.015(6) C33 0.030(7) 0.021(7) 0.011(6) -0.001(5) 0.003(5) -0.006(6) C34 0.024(7) 0.018(7) 0.025(7) -0.006(5) 0.005(5) -0.013(5) C35 0.019(6) 0.013(6) 0.019(6) 0.001(5) -0.011(5) -0.006(5) C36 0.026(7) 0.018(7) 0.018(6) 0.002(5) 0.002(5) -0.013(5) C37 0.010(4) 0.014(4) 0.024(4) 0.003(3) -0.002(3) -0.009(3) C38 0.027(7) 0.010(6) 0.010(5) -0.001(4) -0.001(5) -0.002(5) _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 C17 1.910(12) . ? Re1 C18 1.918(12) . ? Re1 C19 1.931(13) . ? Re1 N1 2.171(10) . ? Re1 N2 2.171(10) . ? Re1 N3 2.185(10) . ? Re2 C37 1.872(13) . ? Re2 C36 1.910(14) . ? Re2 C38 1.919(12) . ? Re2 O5 2.081(8) . ? Re2 N5 2.169(9) . ? Re2 N4 2.184(9) . ? O1 C17 1.159(15) . ? O2 C18 1.161(15) . ? O3 C19 1.156(15) . ? O4 C16 1.380(14) . ? O5 C35 1.403(14) . ? O6 C36 1.158(16) . ? O7 C37 1.187(15) . ? O8 C38 1.161(15) . ? N1 C5 1.351(15) . ? N1 C1 1.364(15) . ? N2 C10 1.344(15) . ? N2 C6 1.367(16) . ? N3 C11 1.356(16) . ? N3 C15 1.360(15) . ? N4 C24 1.334(15) . ? N4 C20 1.375(14) . ? N5 C29 1.341(16) . ? N5 C25 1.354(14) . ? N6 C30 1.347(16) . ? N6 C34 1.350(16) . ? C1 C2 1.370(17) . ? C1 C16 1.538(17) . ? C2 C3 1.377(18) . ? C3 C4 1.369(18) . ? C4 C5 1.359(17) . ? C6 C7 1.391(17) . ? C6 C16 1.551(16) . ? C7 C8 1.386(17) . ? C8 C9 1.404(17) . ? C9 C10 1.356(18) . ? C11 C12 1.377(17) . ? C11 C16 1.541(16) . ? C12 C13 1.378(18) . ? C13 C14 1.375(19) . ? C14 C15 1.377(17) . ? C20 C21 1.394(16) . ? C20 C35 1.537(16) . ? C21 C22 1.384(17) . ? C22 C23 1.378(18) . ? C23 C24 1.384(16) . ? C25 C26 1.374(16) . ? C25 C35 1.569(16) . ? C26 C27 1.403(17) . ? C27 C28 1.379(17) . ? C28 C29 1.369(17) . ? C30 C31 1.381(17) . ? C30 C35 1.536(16) . ? C31 C32 1.382(18) . ? C32 C33 1.387(19) . ? C33 C34 1.396(19) . ? 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 C17 Re1 C18 88.0(5) . . ? C17 Re1 C19 88.8(5) . . ? C18 Re1 C19 88.5(5) . . ? C17 Re1 N1 93.4(4) . . ? C18 Re1 N1 178.3(4) . . ? C19 Re1 N1 90.5(4) . . ? C17 Re1 N2 93.6(5) . . ? C18 Re1 N2 98.5(5) . . ? C19 Re1 N2 172.6(5) . . ? N1 Re1 N2 82.4(4) . . ? C17 Re1 N3 174.4(5) . . ? C18 Re1 N3 94.2(4) . . ? C19 Re1 N3 96.4(5) . . ? N1 Re1 N3 84.5(3) . . ? N2 Re1 N3 81.0(4) . . ? C37 Re2 C36 88.6(5) . . ? C37 Re2 C38 89.6(5) . . ? C36 Re2 C38 88.4(5) . . ? C37 Re2 O5 168.4(4) . . ? C36 Re2 O5 98.9(4) . . ? C38 Re2 O5 99.3(4) . . ? C37 Re2 N5 96.4(4) . . ? C36 Re2 N5 94.0(4) . . ? C38 Re2 N5 173.5(4) . . ? O5 Re2 N5 74.4(3) . . ? C37 Re2 N4 96.8(4) . . ? C36 Re2 N4 173.1(4) . . ? C38 Re2 N4 95.8(5) . . ? O5 Re2 N4 75.1(3) . . ? N5 Re2 N4 81.3(4) . . ? C35 O5 Re2 107.3(7) . . ? C5 N1 C1 117.4(10) . . ? C5 N1 Re1 120.7(8) . . ? C1 N1 Re1 121.7(8) . . ? C10 N2 C6 116.8(10) . . ? C10 N2 Re1 121.5(9) . . ? C6 N2 Re1 121.6(8) . . ? C11 N3 C15 117.8(10) . . ? C11 N3 Re1 122.5(8) . . ? C15 N3 Re1 119.7(8) . . ? C24 N4 C20 120.1(10) . . ? C24 N4 Re2 126.7(8) . . ? C20 N4 Re2 113.1(7) . . ? C29 N5 C25 118.6(10) . . ? C29 N5 Re2 127.0(8) . . ? C25 N5 Re2 114.2(7) . . ? C30 N6 C34 117.5(11) . . ? N1 C1 C2 120.4(11) . . ? N1 C1 C16 116.9(10) . . ? C2 C1 C16 122.7(11) . . ? C1 C2 C3 120.7(12) . . ? C4 C3 C2 119.1(12) . . ? C5 C4 C3 118.2(12) . . ? N1 C5 C4 124.1(11) . . ? N2 C6 C7 122.3(11) . . ? N2 C6 C16 116.9(10) . . ? C7 C6 C16 120.8(10) . . ? C8 C7 C6 119.2(11) . . ? C7 C8 C9 118.2(11) . . ? C10 C9 C8 118.9(12) . . ? N2 C10 C9 124.6(11) . . ? N3 C11 C12 122.0(11) . . ? N3 C11 C16 116.2(10) . . ? C12 C11 C16 121.7(11) . . ? C11 C12 C13 119.4(12) . . ? C14 C13 C12 119.5(11) . . ? C13 C14 C15 119.0(12) . . ? N3 C15 C14 122.3(12) . . ? O4 C16 C11 110.1(10) . . ? O4 C16 C1 104.8(10) . . ? C11 C16 C1 111.1(9) . . ? O4 C16 C6 110.6(9) . . ? C11 C16 C6 109.4(10) . . ? C1 C16 C6 110.7(10) . . ? O1 C17 Re1 179.3(12) . . ? O2 C18 Re1 175.1(11) . . ? O3 C19 Re1 175.4(11) . . ? N4 C20 C21 120.1(11) . . ? N4 C20 C35 110.7(10) . . ? C21 C20 C35 129.2(11) . . ? C22 C21 C20 118.5(12) . . ? C23 C22 C21 121.1(12) . . ? C22 C23 C24 118.0(11) . . ? N4 C24 C23 122.2(11) . . ? N5 C25 C26 122.1(11) . . ? N5 C25 C35 110.4(9) . . ? C26 C25 C35 127.6(10) . . ? C25 C26 C27 118.3(11) . . ? C28 C27 C26 119.1(11) . . ? C29 C28 C27 119.0(12) . . ? N5 C29 C28 122.6(11) . . ? N6 C30 C31 122.7(11) . . ? N6 C30 C35 117.4(11) . . ? C31 C30 C35 119.8(11) . . ? C30 C31 C32 119.1(12) . . ? C31 C32 C33 119.7(12) . . ? C32 C33 C34 117.4(12) . . ? N6 C34 C33 123.5(12) . . ? O5 C35 C20 107.9(9) . . ? O5 C35 C30 110.8(10) . . ? C20 C35 C30 116.0(10) . . ? O5 C35 C25 105.9(10) . . ? C20 C35 C25 105.2(9) . . ? C30 C35 C25 110.4(9) . . ? O6 C36 Re2 179.9(15) . . ? O7 C37 Re2 175.0(10) . . ? O8 C38 Re2 178.7(11) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 4.302 _refine_diff_density_min -3.143 _refine_diff_density_rms 0.332 # Attachment '657035.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 657035' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H16 Br N3 O8 Re2' _chemical_formula_weight 926.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 9.1792(12) _cell_length_b 28.423(4) _cell_length_c 10.8379(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.409(2) _cell_angle_gamma 90.00 _cell_volume 2825.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6055 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 27.54 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.179 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1720 _exptl_absorpt_coefficient_mu 10.025 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.2196 _exptl_absorpt_correction_T_max 0.3689 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 23830 _diffrn_reflns_av_R_equivalents 0.1366 _diffrn_reflns_av_sigmaI/netI 0.0932 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6169 _reflns_number_gt 5062 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Hydrogen atoms were placed in ideal positions and were refined isotropically. The solvent disorder(one acetone per unit cell) was refined as a diffuse contribution without specific atom positions using the SQUEEZE program, but the density, absorption coefficient and other parameters reflect the full formula. The bromine in the complex is disordered with the trans carbonyl at ratio of 9:1. The occupancy was modeled using a free variable. The Re-C, C-O, Re-Br and Re-O bond distanceswere restrained using the DFIX command. Only the ~90% component was modelled anisotropically; the remaining ~10% was modelled isotropically using a free variable assigned to Uiso for Br2, C27 and O11. In spite of the restraints on the ~10% carbonyl disorder, the Re-C-O bond is non-linear, and the Re-C bond is approximately 0.1 angstrom longer than it should be. ; _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^)+(0.0505P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0007(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6169 _refine_ls_number_parameters 325 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 11.335 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 1.1118(13) 0.2119(4) 0.1530(10) 0.020(3) Uani 0.91(4) 1 d P A 1 Br2 Br 0.905(16) 0.094(5) -0.179(12) 0.04(5) Uiso 0.09(4) 1 d PD A 2 C1 C 1.118(12) 0.020(4) 0.376(9) 0.03(2) Uani 1 1 d . . . C2 C 1.130(10) 0.023(3) 0.132(8) 0.015(19) Uani 1 1 d U . . C3 C 1.241(12) 0.094(4) 0.275(9) 0.02(2) Uani 1 1 d . . . C4 C 1.221(12) 0.127(4) -0.029(9) 0.02(2) Uani 1 1 d . A . C5 C 0.966(9) 0.110(3) -0.147(6) 0.02(2) Uani 0.91(4) 1 d PDU A 1 C6 C 1.088(10) 0.195(4) -0.145(9) 0.02(2) Uani 1 1 d . A . C7 C 0.740(11) 0.210(4) -0.071(10) 0.02(2) Uani 1 1 d . . . H7 H 0.7934 0.2239 -0.1348 0.029 Uiso 1 1 calc R . . C8 C 0.597(12) 0.225(4) -0.055(10) 0.03(2) Uani 1 1 d . . . H8 H 0.5539 0.2485 -0.1073 0.031 Uiso 1 1 calc R . . C9 C 0.521(11) 0.205(4) 0.037(10) 0.02(2) Uani 1 1 d . . . H9 H 0.4232 0.2143 0.0501 0.029 Uiso 1 1 calc R . . C10 C 0.589(11) 0.171(3) 0.112(9) 0.02(2) Uani 1 1 d . . . H10 H 0.5378 0.1557 0.1754 0.025 Uiso 1 1 calc R . . C11 C 0.730(10) 0.158(3) 0.092(9) 0.02(2) Uani 1 1 d . . . C12 C 0.815(10) 0.121(3) 0.171(9) 0.02(2) Uani 1 1 d . . . C13 C 0.839(10) 0.139(3) 0.306(8) 0.012(18) Uani 1 1 d U . . C14 C 0.767(11) 0.176(3) 0.361(9) 0.02(2) Uani 1 1 d . . . H14 H 0.6938 0.1933 0.3162 0.025 Uiso 1 1 calc R . . C15 C 0.804(12) 0.187(3) 0.483(9) 0.02(2) Uani 1 1 d . . . H15 H 0.7553 0.2112 0.5238 0.027 Uiso 1 1 calc R . . C16 C 0.912(12) 0.162(4) 0.545(10) 0.02(2) Uani 1 1 d U . . H16 H 0.9409 0.1695 0.6277 0.029 Uiso 1 1 calc R . . C17 C 0.978(10) 0.125(3) 0.486(9) 0.02(2) Uani 1 1 d . . . H17 H 1.0491 0.1068 0.5308 0.023 Uiso 1 1 calc R . . C18 C 0.738(10) 0.073(3) 0.178(8) 0.013(19) Uani 1 1 d U . . C19 C 0.596(10) 0.061(3) 0.139(9) 0.02(2) Uani 1 1 d . . . H19 H 0.5334 0.0841 0.1014 0.021 Uiso 1 1 calc R . . C20 C 0.548(12) 0.016(4) 0.155(9) 0.02(2) Uani 1 1 d . . . H20 H 0.4513 0.0078 0.1295 0.027 Uiso 1 1 calc R . . C21 C 0.642(11) -0.017(3) 0.208(9) 0.02(2) Uani 1 1 d . . . H21 H 0.6096 -0.0481 0.2224 0.025 Uiso 1 1 calc R . . C22 C 0.782(11) -0.004(3) 0.240(9) 0.02(2) Uani 1 1 d . . . H22 H 0.8467 -0.0273 0.2742 0.024 Uiso 1 1 calc R . . C27 C 1.1035 0.2003 0.1028 0.039 Uiso 0.09 1 d PD A 2 N1 N 0.806(8) 0.177(3) 0.003(7) 0.017(17) Uani 1 1 d . A . N2 N 0.946(9) 0.114(3) 0.367(7) 0.018(17) Uani 1 1 d . . . N3 N 0.832(8) 0.040(3) 0.224(7) 0.014(16) Uani 1 1 d . . . O1 O 0.953(6) 0.112(2) 0.126(5) 0.012(13) Uani 1 1 d U A . O2 O 1.156(9) -0.007(3) 0.451(7) 0.04(2) Uani 1 1 d . . . O3 O 1.176(8) -0.001(3) 0.055(7) 0.029(18) Uani 1 1 d . . . O4 O 1.355(8) 0.113(3) 0.292(7) 0.031(18) Uani 1 1 d . . . O5 O 1.334(7) 0.109(3) -0.032(7) 0.026(17) Uani 1 1 d . . . O6 O 0.935(9) 0.084(2) -0.228(5) 0.026(19) Uani 0.91(4) 1 d PD A 1 O7 O 1.120(9) 0.222(3) -0.221(7) 0.031(18) Uani 1 1 d . . . O11 O 1.14(10) 0.21(3) 0.21(6) 0.04(5) Uiso 0.09(4) 1 d PD A 2 Re1 Re 1.0549(4) 0.06405(13) 0.2524(3) 0.0147(13) Uani 1 1 d . . . Re2 Re 1.0301(4) 0.15321(13) -0.0219(3) 0.0146(13) Uani 1 1 d 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 Br1 0.022(6) 0.020(6) 0.019(6) -0.003(5) 0.001(5) -0.006(4) C1 0.02(6) 0.03(6) 0.02(5) 0.01(5) -0.01(4) -0.01(5) C2 0.01(3) 0.01(3) 0.02(3) 0.00(3) 0.00(3) 0.00(3) C3 0.03(6) 0.03(6) 0.02(6) 0.00(4) 0.00(4) 0.00(5) C4 0.03(6) 0.02(6) 0.02(5) 0.00(4) 0.00(4) -0.01(5) C5 0.02(3) 0.01(3) 0.01(3) 0.00(3) 0.00(3) 0.01(3) C6 0.01(5) 0.02(6) 0.03(6) -0.01(4) 0.00(4) -0.01(4) C7 0.02(5) 0.03(6) 0.03(6) 0.01(5) 0.00(4) 0.01(4) C8 0.02(6) 0.03(6) 0.03(6) 0.01(5) 0.00(4) 0.01(5) C9 0.01(5) 0.02(6) 0.03(6) 0.00(4) 0.00(4) 0.00(4) C10 0.02(5) 0.02(5) 0.02(5) 0.00(4) 0.00(4) 0.00(4) C11 0.01(5) 0.01(5) 0.02(5) 0.00(4) -0.01(4) 0.00(4) C12 0.02(5) 0.01(5) 0.02(5) 0.00(4) 0.00(4) 0.00(4) C13 0.01(3) 0.01(3) 0.01(3) 0.00(2) 0.00(2) 0.00(2) C14 0.01(5) 0.02(5) 0.03(6) 0.00(4) 0.00(4) -0.01(4) C15 0.03(6) 0.01(5) 0.02(5) -0.01(4) 0.01(4) -0.01(4) C16 0.02(3) 0.02(3) 0.02(3) 0.00(3) -0.01(3) 0.00(3) C17 0.01(5) 0.02(6) 0.02(5) 0.00(4) 0.00(4) 0.00(4) C18 0.01(3) 0.01(3) 0.02(3) 0.00(2) 0.00(2) 0.00(2) C19 0.01(5) 0.02(5) 0.02(5) 0.00(4) -0.01(4) 0.00(4) C20 0.02(5) 0.02(5) 0.03(6) 0.00(4) 0.00(4) 0.00(4) C21 0.02(6) 0.01(5) 0.03(5) 0.00(4) 0.00(4) 0.00(4) C22 0.03(6) 0.01(5) 0.02(5) 0.00(4) 0.00(4) 0.01(4) N1 0.01(4) 0.02(4) 0.02(4) 0.00(3) 0.00(3) 0.00(3) N2 0.02(4) 0.02(4) 0.02(4) 0.00(3) -0.01(3) -0.01(3) N3 0.01(4) 0.02(4) 0.02(4) 0.00(3) 0.00(3) 0.00(3) O1 0.01(2) 0.01(2) 0.01(2) 0.00(2) 0.00(2) 0.00(2) O2 0.04(5) 0.03(5) 0.04(5) 0.01(4) -0.01(4) 0.01(4) O3 0.02(4) 0.03(5) 0.04(4) 0.00(3) 0.01(3) 0.00(3) O4 0.02(4) 0.04(5) 0.04(5) 0.00(4) 0.00(3) -0.01(3) O5 0.01(4) 0.03(4) 0.04(4) 0.00(3) 0.00(3) 0.01(3) O6 0.02(5) 0.03(5) 0.03(5) 0.00(4) 0.01(4) 0.00(4) O7 0.04(5) 0.02(4) 0.03(4) 0.00(3) 0.00(4) -0.01(4) Re1 0.009(2) 0.017(2) 0.018(2) 0.0022(15) -0.0013(14) 0.0005(14) Re2 0.010(2) 0.016(2) 0.017(2) 0.0020(14) -0.0003(14) -0.0013(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 Re2 2.612(12) . ? Br2 Re2 2.621(12) . ? C1 O2 1.16(12) . ? C1 Re1 1.91(10) . ? C2 O3 1.18(11) . ? C2 Re1 1.90(9) . ? C3 O4 1.18(12) . ? C3 Re1 1.91(11) . ? C4 O5 1.15(12) . ? C4 Re2 1.91(11) . ? C5 O6 1.172(9) . ? C5 Re2 1.9100(12) . ? C6 O7 1.17(12) . ? C6 Re2 1.88(10) . ? C7 N1 1.36(12) . ? C7 C8 1.40(14) . ? C7 H7 0.9500 . ? C8 C9 1.37(14) . ? C8 H8 0.9500 . ? C9 C10 1.40(14) . ? C9 H9 0.9500 . ? C10 C11 1.37(14) . ? C10 H10 0.9500 . ? C11 N1 1.33(12) . ? C11 C12 1.54(13) . ? C12 O1 1.40(11) . ? C12 C18 1.54(12) . ? C12 C13 1.56(12) . ? C13 N2 1.37(11) . ? C13 C14 1.38(13) . ? C14 C15 1.39(13) . ? C14 H14 0.9500 . ? C15 C16 1.37(14) . ? C15 H15 0.9500 . ? C16 C17 1.38(14) . ? C16 H16 0.9500 . ? C17 N2 1.35(11) . ? C17 H17 0.9500 . ? C18 N3 1.35(11) . ? C18 C19 1.40(13) . ? C19 C20 1.36(13) . ? C19 H19 0.9500 . ? C20 C21 1.39(14) . ? C20 H20 0.9500 . ? C21 C22 1.36(14) . ? C21 H21 0.9500 . ? C22 N3 1.36(12) . ? C22 H22 0.9500 . ? C27 O11 1.2(4) . ? C27 Re2 2.000(4) . ? N1 Re2 2.19(8) . ? N2 Re1 2.16(8) . ? N3 Re1 2.17(7) . ? O1 Re1 2.12(6) . ? O1 Re2 2.13(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 O2 C1 Re1 180(10) . . ? O3 C2 Re1 178(8) . . ? O4 C3 Re1 178(9) . . ? O5 C4 Re2 177(9) . . ? O6 C5 Re2 175(7) . . ? O7 C6 Re2 178(9) . . ? N1 C7 C8 123(10) . . ? N1 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? C9 C8 C7 118(9) . . ? C9 C8 H8 120.8 . . ? C7 C8 H8 120.8 . . ? C8 C9 C10 119(10) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? C11 C10 C9 119(9) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? N1 C11 C10 123(9) . . ? N1 C11 C12 114(8) . . ? C10 C11 C12 123(9) . . ? O1 C12 C18 106(7) . . ? O1 C12 C11 112(8) . . ? C18 C12 C11 114(8) . . ? O1 C12 C13 107(7) . . ? C18 C12 C13 107(7) . . ? C11 C12 C13 110(8) . . ? N2 C13 C14 122(9) . . ? N2 C13 C12 111(8) . . ? C14 C13 C12 127(8) . . ? C13 C14 C15 118(10) . . ? C13 C14 H14 120.8 . . ? C15 C14 H14 120.8 . . ? C16 C15 C14 120(10) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 119(9) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? N2 C17 C16 122(9) . . ? N2 C17 H17 118.8 . . ? C16 C17 H17 118.8 . . ? N3 C18 C19 121(8) . . ? N3 C18 C12 110(8) . . ? C19 C18 C12 129(8) . . ? C20 C19 C18 120(9) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C19 C20 C21 119(10) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C22 C21 C20 119(9) . . ? C22 C21 H21 120.4 . . ? C20 C21 H21 120.4 . . ? C21 C22 N3 122(9) . . ? C21 C22 H22 119.0 . . ? N3 C22 H22 119.0 . . ? O11 C27 Re2 149(10) . . ? C11 N1 C7 118(8) . . ? C11 N1 Re2 119(6) . . ? C7 N1 Re2 123(6) . . ? C17 N2 C13 118(8) . . ? C17 N2 Re1 128(7) . . ? C13 N2 Re1 114(6) . . ? C18 N3 C22 119(8) . . ? C18 N3 Re1 115(6) . . ? C22 N3 Re1 126(6) . . ? C12 O1 Re1 106(5) . . ? C12 O1 Re2 119(5) . . ? Re1 O1 Re2 133(3) . . ? C2 Re1 C1 88(4) . . ? C2 Re1 C3 91(4) . . ? C1 Re1 C3 88(4) . . ? C2 Re1 O1 96(3) . . ? C1 Re1 O1 171(4) . . ? C3 Re1 O1 100(3) . . ? C2 Re1 N2 171(3) . . ? C1 Re1 N2 100(4) . . ? C3 Re1 N2 94(4) . . ? O1 Re1 N2 75(3) . . ? C2 Re1 N3 95(3) . . ? C1 Re1 N3 99(4) . . ? C3 Re1 N3 172(4) . . ? O1 Re1 N3 74(3) . . ? N2 Re1 N3 80(3) . . ? C6 Re2 C5 90(4) . . ? C6 Re2 C4 86(4) . . ? C5 Re2 C4 88(4) . . ? C6 Re2 C27 88(3) . . ? C5 Re2 C27 177(3) . . ? C4 Re2 C27 90(3) . . ? C6 Re2 O1 174(3) . . ? C5 Re2 O1 94(3) . . ? C4 Re2 O1 98(3) . . ? C27 Re2 O1 88.5(16) . . ? C6 Re2 N1 101(4) . . ? C5 Re2 N1 91(3) . . ? C4 Re2 N1 173(4) . . ? C27 Re2 N1 90(2) . . ? O1 Re2 N1 75(3) . . ? C6 Re2 Br1 92(3) . . ? C5 Re2 Br1 178(3) . . ? C4 Re2 Br1 93(3) . . ? C27 Re2 Br1 4.5(2) . . ? O1 Re2 Br1 84.3(16) . . ? N1 Re2 Br1 87(2) . . ? C6 Re2 Br2 94(5) . . ? C5 Re2 Br2 8(4) . . ? C4 Re2 Br2 96(5) . . ? C27 Re2 Br2 174(4) . . ? O1 Re2 Br2 89(4) . . ? N1 Re2 Br2 84(4) . . ? Br1 Re2 Br2 170(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 5.486 _refine_diff_density_min -5.602 _refine_diff_density_rms 0.316 # SQUEEZE RESULTS (APPEND TO CIF) loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.500 0.000 311.7 67.7 2 0.500 0.000 0.500 311.7 67.3 _platon_squeeze_details ? # Attachment '657036.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 657036' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H16 Br Cl3 N3 O4 Re' _chemical_formula_weight 746.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 10.1458(11) _cell_length_b 12.0720(13) _cell_length_c 19.771(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.105(2) _cell_angle_gamma 90.00 _cell_volume 2348.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5482 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 28.03 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.112 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 7.251 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2180 _exptl_absorpt_correction_T_max 0.4844 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 20469 _diffrn_reflns_av_R_equivalents 0.0726 _diffrn_reflns_av_sigmaI/netI 0.0636 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5659 _reflns_number_gt 4825 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Hydrogen atoms were assigned ideal positions and refined isotropically except on the solvent water. ; _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^)+(0.0321P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5659 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0825 _refine_ls_wR_factor_gt 0.0786 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 0.393848(17) 0.449545(14) 0.670363(9) 0.01343(7) Uani 1 1 d . . . Br1 Br 0.87212(4) 0.90702(4) 0.65082(2) 0.01833(11) Uani 1 1 d . . . Cl1 Cl 0.89289(11) 0.09325(10) 0.52912(6) 0.0215(2) Uani 1 1 d . . . Cl2 Cl 0.78290(12) 0.21055(10) 0.40061(6) 0.0248(3) Uani 1 1 d . . . Cl3 Cl 0.99425(12) 0.31140(10) 0.50927(7) 0.0299(3) Uani 1 1 d . . . N1 N 0.3002(3) 0.2850(3) 0.66445(18) 0.0141(7) Uani 1 1 d . . . N2 N 0.5713(3) 0.3532(3) 0.66463(17) 0.0131(7) Uani 1 1 d . . . N3 N 0.3509(4) 0.4337(3) 0.55758(19) 0.0154(8) Uani 1 1 d . . . O1 O 0.4795(3) 0.4515(2) 0.83029(17) 0.0220(8) Uani 1 1 d . . . O2 O 0.1178(3) 0.5540(3) 0.67059(19) 0.0261(8) Uani 1 1 d . . . O3 O 0.5214(3) 0.6811(3) 0.67617(18) 0.0278(8) Uani 1 1 d . . . O4 O 0.4281(3) 0.1417(2) 0.53469(15) 0.0176(7) Uani 1 1 d . . . C1 C 0.4441(5) 0.4506(3) 0.7712(3) 0.0176(10) Uani 1 1 d . . . C2 C 0.2210(5) 0.5177(4) 0.6710(2) 0.0173(9) Uani 1 1 d . . . C3 C 0.4750(4) 0.5948(4) 0.6734(2) 0.0179(9) Uani 1 1 d . . . C4 C 0.2174(4) 0.2600(4) 0.7067(2) 0.0163(9) Uani 1 1 d . . . H4 H 0.2035 0.3139 0.7393 0.020 Uiso 1 1 calc R . . C5 C 0.1527(4) 0.1594(4) 0.7041(2) 0.0188(10) Uani 1 1 d . . . H5 H 0.0942 0.1448 0.7339 0.023 Uiso 1 1 calc R . . C6 C 0.1737(4) 0.0807(4) 0.6580(2) 0.0169(9) Uani 1 1 d . . . H6 H 0.1296 0.0109 0.6558 0.020 Uiso 1 1 calc R . . C7 C 0.2590(4) 0.1026(4) 0.6148(2) 0.0167(9) Uani 1 1 d . . . H7 H 0.2748 0.0488 0.5826 0.020 Uiso 1 1 calc R . . C8 C 0.3207(4) 0.2060(4) 0.6200(2) 0.0147(9) Uani 1 1 d . . . C9 C 0.6932(4) 0.3732(4) 0.7093(2) 0.0189(10) Uani 1 1 d . . . H9 H 0.7038 0.4400 0.7355 0.023 Uiso 1 1 calc R . . C10 C 0.8020(5) 0.3031(4) 0.7190(2) 0.0208(10) Uani 1 1 d . . . H10 H 0.8865 0.3213 0.7500 0.025 Uiso 1 1 calc R . . C11 C 0.7844(4) 0.2038(4) 0.6818(2) 0.0195(10) Uani 1 1 d . . . H11 H 0.8562 0.1514 0.6883 0.023 Uiso 1 1 calc R . . C12 C 0.6616(4) 0.1825(4) 0.6355(2) 0.0173(9) Uani 1 1 d . . . H12 H 0.6481 0.1148 0.6103 0.021 Uiso 1 1 calc R . . C13 C 0.5583(4) 0.2600(4) 0.6259(2) 0.0148(9) Uani 1 1 d . . . C14 C 0.2988(5) 0.5202(4) 0.5157(2) 0.0185(10) Uani 1 1 d . . . H14 H 0.2976 0.5913 0.5361 0.022 Uiso 1 1 calc R . . C15 C 0.2479(5) 0.5093(4) 0.4453(2) 0.0234(10) Uani 1 1 d . . . H15 H 0.2137 0.5719 0.4174 0.028 Uiso 1 1 calc R . . C16 C 0.2471(5) 0.4069(4) 0.4161(2) 0.0245(11) Uani 1 1 d . . . H16 H 0.2088 0.3968 0.3676 0.029 Uiso 1 1 calc R . . C17 C 0.3024(4) 0.3176(4) 0.4574(2) 0.0180(10) Uani 1 1 d . . . H17 H 0.3024 0.2459 0.4376 0.022 Uiso 1 1 calc R . . C18 C 0.3574(4) 0.3342(4) 0.5277(2) 0.0143(9) Uani 1 1 d . . . C19 C 0.4192(4) 0.2363(3) 0.5750(2) 0.0150(9) Uani 1 1 d . . . C20 C 0.5153(5) 0.1476(4) 0.4869(2) 0.0252(11) Uani 1 1 d . . . H20A H 0.5603 0.2199 0.4912 0.038 Uiso 1 1 calc R . . H20B H 0.4607 0.1377 0.4390 0.038 Uiso 1 1 calc R . . H20C H 0.5840 0.0890 0.4980 0.038 Uiso 1 1 calc R . . C21 C 0.9311(5) 0.1855(4) 0.4680(2) 0.0225(10) Uani 1 1 d . . . H21 H 1.0022 0.1516 0.4473 0.027 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.01600(11) 0.01149(11) 0.01316(10) -0.00096(6) 0.00424(7) 0.00097(6) Br1 0.0197(2) 0.0184(2) 0.0188(2) 0.00005(19) 0.00833(18) -0.00218(18) Cl1 0.0217(6) 0.0256(6) 0.0183(5) 0.0032(5) 0.0068(5) 0.0023(5) Cl2 0.0295(6) 0.0236(6) 0.0205(6) 0.0021(5) 0.0043(5) 0.0051(5) Cl3 0.0226(6) 0.0252(7) 0.0415(7) -0.0052(6) 0.0069(5) -0.0025(5) N1 0.0137(18) 0.0130(18) 0.0153(18) 0.0020(15) 0.0030(15) -0.0004(15) N2 0.0151(18) 0.0149(19) 0.0108(17) 0.0016(15) 0.0060(14) 0.0027(15) N3 0.0145(19) 0.016(2) 0.0147(18) 0.0002(15) 0.0009(15) -0.0009(15) O1 0.0294(19) 0.0218(19) 0.0156(17) -0.0013(14) 0.0071(15) -0.0020(14) O2 0.0211(18) 0.030(2) 0.029(2) 0.0055(15) 0.0099(16) 0.0099(15) O3 0.034(2) 0.0137(18) 0.035(2) -0.0018(15) 0.0076(16) -0.0069(15) O4 0.0204(16) 0.0161(16) 0.0181(16) -0.0095(13) 0.0080(13) -0.0021(13) C1 0.022(2) 0.012(2) 0.021(2) -0.0007(18) 0.011(2) 0.0006(18) C2 0.023(2) 0.017(2) 0.011(2) 0.0021(18) 0.0019(18) 0.0001(19) C3 0.018(2) 0.017(2) 0.018(2) 0.0000(19) 0.0037(18) 0.006(2) C4 0.017(2) 0.018(2) 0.016(2) 0.0016(19) 0.0066(18) 0.0015(18) C5 0.014(2) 0.025(3) 0.018(2) 0.007(2) 0.0047(18) -0.0005(19) C6 0.013(2) 0.018(2) 0.018(2) 0.0030(19) 0.0001(18) -0.0033(18) C7 0.017(2) 0.015(2) 0.020(2) -0.0017(19) 0.0057(18) -0.0013(18) C8 0.013(2) 0.015(2) 0.014(2) 0.0027(18) -0.0003(17) 0.0030(17) C9 0.021(2) 0.018(2) 0.017(2) -0.0013(19) 0.0046(19) -0.0029(19) C10 0.017(2) 0.025(3) 0.020(2) -0.002(2) 0.0041(19) -0.004(2) C11 0.015(2) 0.022(3) 0.023(2) 0.004(2) 0.0074(19) 0.0065(19) C12 0.020(2) 0.013(2) 0.020(2) 0.0020(19) 0.0072(19) 0.0000(18) C13 0.019(2) 0.012(2) 0.016(2) -0.0003(18) 0.0091(18) -0.0022(17) C14 0.026(2) 0.014(2) 0.015(2) 0.0024(19) 0.0057(19) 0.0006(19) C15 0.027(3) 0.027(3) 0.017(2) 0.004(2) 0.006(2) 0.004(2) C16 0.024(3) 0.033(3) 0.017(2) 0.004(2) 0.006(2) 0.003(2) C17 0.017(2) 0.020(2) 0.018(2) -0.0071(19) 0.0062(19) -0.0007(18) C18 0.014(2) 0.015(2) 0.016(2) -0.0001(18) 0.0054(17) -0.0039(17) C19 0.016(2) 0.012(2) 0.018(2) -0.0022(18) 0.0054(18) -0.0019(17) C20 0.029(3) 0.027(3) 0.025(3) -0.008(2) 0.017(2) 0.000(2) C21 0.025(3) 0.023(3) 0.021(2) 0.000(2) 0.008(2) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C3 1.932(5) . ? Re1 C1 1.934(5) . ? Re1 C2 1.940(5) . ? Re1 N2 2.169(3) . ? Re1 N3 2.174(4) . ? Re1 N1 2.193(4) . ? Cl1 C21 1.754(5) . ? Cl2 C21 1.776(5) . ? Cl3 C21 1.769(5) . ? N1 C8 1.346(5) . ? N1 C4 1.355(5) . ? N2 C13 1.349(5) . ? N2 C9 1.356(6) . ? N3 C18 1.348(5) . ? N3 C14 1.358(5) . ? O1 C1 1.136(6) . ? O2 C2 1.132(5) . ? O3 C3 1.139(5) . ? O4 C20 1.445(5) . ? C4 C5 1.375(6) . ? C6 C5 1.368(6) . ? C7 C6 1.382(6) . ? C7 C8 1.390(6) . ? C10 C9 1.367(6) . ? C10 C11 1.395(6) . ? C12 C11 1.378(6) . ? C13 C12 1.384(6) . ? C13 C19 1.547(6) . ? C14 C15 1.366(6) . ? C16 C15 1.364(7) . ? C17 C16 1.386(6) . ? C18 C17 1.381(6) . ? C18 C19 1.542(6) . ? C19 O4 1.408(5) . ? C19 C8 1.536(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 Cl1 C21 Cl3 110.1(3) . . ? Cl1 C21 Cl2 109.6(3) . . ? Cl3 C21 Cl2 110.2(3) . . ? C13 N2 C9 117.8(4) . . ? C13 N2 Re1 120.6(3) . . ? N1 C4 C5 122.3(4) . . ? N1 C8 C7 123.1(4) . . ? N1 C8 C19 115.9(4) . . ? N2 C13 C12 121.3(4) . . ? N2 C13 C19 118.1(4) . . ? N2 Re1 N3 82.00(13) . . ? N2 C9 C10 123.9(4) . . ? N2 Re1 N1 82.29(13) . . ? N3 Re1 N1 83.67(13) . . ? N3 C18 C17 121.3(4) . . ? N3 C18 C19 118.3(4) . . ? N3 C14 C15 122.8(4) . . ? O1 C1 Re1 177.0(4) . . ? O2 C2 Re1 177.5(4) . . ? O3 C3 Re1 178.6(4) . . ? O4 C19 C8 106.0(3) . . ? O4 C19 C18 110.6(3) . . ? O4 C19 C13 110.1(3) . . ? C1 Re1 C2 90.12(18) . . ? C1 Re1 N2 92.50(16) . . ? C1 Re1 N1 93.61(15) . . ? C1 Re1 N3 174.13(16) . . ? C2 Re1 N1 90.21(16) . . ? C2 Re1 N2 172.19(16) . . ? C2 Re1 N3 95.07(16) . . ? C3 Re1 N3 95.10(16) . . ? C3 Re1 C1 87.64(18) . . ? C3 Re1 C2 89.66(18) . . ? C3 Re1 N2 97.79(16) . . ? C3 Re1 N1 178.75(16) . . ? C4 N1 Re1 119.6(3) . . ? C5 C6 C7 120.0(4) . . ? C6 C5 C4 119.3(4) . . ? C6 C7 C8 117.7(4) . . ? C7 C8 C19 121.1(4) . . ? C8 N1 C4 117.6(4) . . ? C8 N1 Re1 122.8(3) . . ? C8 C19 C18 107.9(3) . . ? C8 C19 C13 106.6(3) . . ? C9 C10 C11 117.6(4) . . ? C9 N2 Re1 120.5(3) . . ? C11 C12 C13 119.8(4) . . ? C12 C11 C10 119.3(4) . . ? C12 C13 C19 120.3(4) . . ? C13 N2 C9 117.8(4) . . ? C13 N2 Re1 120.6(3) . . ? C14 N3 Re1 120.6(3) . . ? C15 C16 C17 119.8(4) . . ? C16 C15 C14 118.7(5) . . ? C17 C18 C19 120.3(4) . . ? C18 N3 C14 118.1(4) . . ? C18 N3 Re1 120.6(3) . . ? C18 C19 C13 115.1(3) . . ? C18 C17 C16 119.1(4) . . ? C19 O4 C20 117.7(3) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 2.573 _refine_diff_density_min -1.254 _refine_diff_density_rms 0.193 # Attachment '667980.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 667980' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H18 F6 N6 O4 P Re' _chemical_formula_weight 701.54 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 10.515(7) _cell_length_b 13.779(10) _cell_length_c 15.226(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.360(13) _cell_angle_gamma 90.00 _cell_volume 2206(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1831 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 22.05 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 2.112 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 5.671 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.6009 _exptl_absorpt_correction_T_max 0.7647 _exptl_absorpt_process_details ? _exptl_special_details ; Ratio of minimum to maximum apparent transmission: 0.040959 ; _diffrn_ambient_temperature 100(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 18368 _diffrn_reflns_av_R_equivalents 0.1073 _diffrn_reflns_av_sigmaI/netI 0.1056 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5000 _reflns_number_gt 3989 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.Hydrogen atoms were assigned ideal positions and refined isotropically as riding atoms. ; _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^)+(0.0350P)^2^+9.3998P] 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 5000 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1333 _refine_ls_wR_factor_gt 0.1268 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 C1 C 0.7547(8) 0.4698(6) 0.2262(6) 0.0176(18) Uani 1 1 d . . . C2 C 0.8784(9) 0.4201(7) 0.0786(5) 0.0187(19) Uani 1 1 d . . . C3 C 0.6176(8) 0.4121(6) 0.0879(6) 0.0176(18) Uani 1 1 d . . . C4 C 0.8606(7) 0.7203(6) 0.0877(5) 0.0112(16) Uani 1 1 d . . . C5 C 0.9973(7) 0.6342(6) 0.1619(5) 0.0148(17) Uani 1 1 d . . . H5 H 1.0357 0.5812 0.1919 0.018 Uiso 1 1 calc R . . C6 C 1.0493(8) 0.7250(7) 0.1522(6) 0.0193(19) Uani 1 1 d . . . H6 H 1.1297 0.7463 0.1734 0.023 Uiso 1 1 calc R . . C7 C 0.9808(8) 0.8825(6) 0.0851(6) 0.021(2) Uani 1 1 d . . . H7A H 0.9319 0.8995 0.0323 0.032 Uiso 1 1 calc R . . H7B H 1.0714 0.8945 0.0748 0.032 Uiso 1 1 calc R . . H7C H 0.9521 0.9222 0.1345 0.032 Uiso 1 1 calc R . . C8 C 0.7425(7) 0.6650(6) -0.0393(5) 0.0104(16) Uani 1 1 d . . . C9 C 0.7442(8) 0.5245(6) -0.1036(5) 0.0163(18) Uani 1 1 d . . . H9 H 0.7368 0.4566 -0.1132 0.020 Uiso 1 1 calc R . . C10 C 0.7702(8) 0.5916(6) -0.1657(6) 0.0173(18) Uani 1 1 d . . . H10 H 0.7847 0.5795 -0.2262 0.021 Uiso 1 1 calc R . . C11 C 0.8227(9) 0.7674(7) -0.1692(6) 0.022(2) Uani 1 1 d . . . H11A H 0.7598 0.7917 -0.2116 0.032 Uiso 1 1 calc R . . H11B H 0.9010 0.7500 -0.2001 0.032 Uiso 1 1 calc R . . H11C H 0.8414 0.8179 -0.1258 0.032 Uiso 1 1 calc R . . C12 C 0.6330(8) 0.7169(6) 0.0996(5) 0.0128(17) Uani 1 1 d . . . C13 C 0.5191(8) 0.6344(6) 0.1943(6) 0.0183(18) Uani 1 1 d . . . H13 H 0.4849 0.5814 0.2263 0.022 Uiso 1 1 calc R . . C14 C 0.4871(8) 0.7280(6) 0.2041(6) 0.0175(18) Uani 1 1 d . . . H14 H 0.4254 0.7531 0.2434 0.021 Uiso 1 1 calc R . . C15 C 0.5558(9) 0.8872(6) 0.1459(6) 0.023(2) Uani 1 1 d . . . H15A H 0.6398 0.9131 0.1311 0.034 Uiso 1 1 calc R . . H15B H 0.5309 0.9106 0.2041 0.034 Uiso 1 1 calc R . . H15C H 0.4933 0.9090 0.1021 0.034 Uiso 1 1 calc R . . C16 C 0.7405(7) 0.7399(6) 0.0350(6) 0.0144(17) Uani 1 1 d . . . C17 C 0.6220(7) 0.8585(6) -0.0443(6) 0.0173(18) Uani 1 1 d . . . H17A H 0.6237 0.8247 -0.1009 0.026 Uiso 1 1 calc R . . H17B H 0.6186 0.9287 -0.0543 0.026 Uiso 1 1 calc R . . H17C H 0.5469 0.8381 -0.0113 0.026 Uiso 1 1 calc R . . F1 F 0.7647(5) 0.0431(4) 0.0516(4) 0.0287(13) Uani 1 1 d . . . F2 F 0.7494(6) 0.2040(4) 0.0329(3) 0.0301(13) Uani 1 1 d . . . F3 F 0.9175(5) 0.1424(4) 0.1069(4) 0.0342(14) Uani 1 1 d . . . F4 F 0.6169(5) 0.1259(4) 0.1264(3) 0.0267(13) Uani 1 1 d . . . F5 F 0.7675(5) 0.2285(4) 0.1783(3) 0.0237(12) Uani 1 1 d . . . F6 F 0.7870(6) 0.0646(4) 0.1994(4) 0.0351(15) Uani 1 1 d . . . N1 N 0.8806(6) 0.6327(5) 0.1209(4) 0.0103(14) Uani 1 1 d . . . N2 N 0.9614(6) 0.7790(5) 0.1056(5) 0.0163(15) Uani 1 1 d . . . N3 N 0.7302(6) 0.5708(5) -0.0241(4) 0.0116(14) Uani 1 1 d . . . N4 N 0.7718(6) 0.6813(5) -0.1246(4) 0.0132(15) Uani 1 1 d . . . N5 N 0.6106(6) 0.6281(5) 0.1295(4) 0.0127(14) Uani 1 1 d . . . N6 N 0.5607(6) 0.7813(5) 0.1464(5) 0.0155(15) Uani 1 1 d . . . O1 O 0.7588(7) 0.4457(6) 0.2991(4) 0.0346(18) Uani 1 1 d . . . O2 O 0.9583(6) 0.3673(4) 0.0610(4) 0.0222(14) Uani 1 1 d . . . O3 O 0.5403(6) 0.3539(5) 0.0811(5) 0.0298(16) Uani 1 1 d . . . O4 O 0.7354(5) 0.8350(4) 0.0052(4) 0.0146(12) Uani 1 1 d . . . P3 P 0.7673(2) 0.13583(16) 0.11501(14) 0.0150(5) Uani 1 1 d . . . Re1 Re 0.74470(3) 0.51128(2) 0.10656(2) 0.01166(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.015(4) 0.017(4) 0.021(5) 0.005(4) -0.003(3) -0.004(3) C2 0.025(5) 0.023(5) 0.008(4) 0.002(3) -0.003(3) -0.005(4) C3 0.011(4) 0.022(5) 0.020(5) 0.004(4) 0.002(3) 0.005(4) C4 0.006(4) 0.025(4) 0.003(4) -0.003(3) 0.001(3) 0.002(3) C5 0.009(4) 0.026(5) 0.009(4) -0.005(3) -0.002(3) 0.004(3) C6 0.018(5) 0.028(5) 0.012(4) -0.004(4) -0.009(3) -0.002(4) C7 0.019(5) 0.026(5) 0.018(5) 0.000(4) 0.001(4) -0.005(4) C8 0.005(4) 0.018(4) 0.008(4) 0.000(3) 0.000(3) -0.004(3) C9 0.019(4) 0.020(4) 0.010(4) -0.005(3) -0.005(3) 0.004(3) C10 0.020(4) 0.022(5) 0.010(4) -0.008(3) 0.001(3) 0.002(4) C11 0.026(5) 0.031(5) 0.008(4) 0.002(4) 0.001(4) -0.009(4) C12 0.014(4) 0.017(4) 0.008(4) 0.000(3) -0.006(3) 0.008(3) C13 0.019(5) 0.018(4) 0.018(5) 0.003(4) 0.004(4) -0.001(4) C14 0.018(4) 0.024(5) 0.011(4) 0.006(3) 0.008(3) 0.004(4) C15 0.021(5) 0.019(5) 0.029(5) -0.003(4) 0.011(4) 0.003(4) C16 0.009(4) 0.016(4) 0.019(5) -0.002(3) -0.005(3) 0.000(3) C17 0.010(4) 0.027(5) 0.015(4) 0.001(4) -0.005(3) -0.001(3) F1 0.040(3) 0.019(3) 0.027(3) -0.002(2) 0.000(3) 0.008(2) F2 0.053(4) 0.024(3) 0.013(3) 0.007(2) -0.003(3) 0.003(3) F3 0.017(3) 0.040(4) 0.047(4) -0.008(3) 0.007(3) -0.006(2) F4 0.011(3) 0.049(4) 0.020(3) -0.004(3) -0.002(2) 0.000(2) F5 0.028(3) 0.028(3) 0.015(3) -0.009(2) 0.002(2) -0.003(2) F6 0.043(4) 0.032(3) 0.031(3) 0.015(3) -0.022(3) -0.011(3) N1 0.011(3) 0.016(3) 0.004(3) -0.004(3) 0.001(2) -0.003(3) N2 0.014(4) 0.022(4) 0.013(4) -0.003(3) -0.003(3) 0.004(3) N3 0.011(3) 0.019(4) 0.004(3) -0.002(3) -0.002(3) 0.000(3) N4 0.015(4) 0.021(4) 0.004(3) 0.003(3) -0.001(3) -0.003(3) N5 0.012(3) 0.016(4) 0.010(4) 0.004(3) -0.002(3) 0.004(3) N6 0.015(4) 0.015(4) 0.017(4) 0.000(3) 0.007(3) 0.003(3) O1 0.033(4) 0.054(5) 0.017(4) 0.018(3) 0.002(3) -0.004(3) O2 0.015(3) 0.024(3) 0.027(4) -0.002(3) 0.003(3) 0.005(3) O3 0.018(3) 0.022(4) 0.049(5) 0.004(3) -0.012(3) -0.005(3) O4 0.014(3) 0.016(3) 0.013(3) 0.003(2) -0.003(2) 0.000(2) P3 0.0145(11) 0.0172(11) 0.0133(11) 0.0036(9) -0.0015(8) 0.0005(8) Re1 0.01152(18) 0.01233(18) 0.01111(18) 0.00160(13) -0.00160(11) 0.00096(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.160(11) . ? C1 Re1 1.911(9) . ? C2 O2 1.145(10) . ? C2 Re1 1.935(9) . ? C3 O3 1.146(10) . ? C3 Re1 1.931(9) . ? C4 N1 1.326(10) . ? C4 N2 1.360(10) . ? C4 C16 1.516(10) . ? C5 N1 1.373(9) . ? C5 C6 1.374(12) . ? C6 N2 1.380(10) . ? C7 N2 1.474(11) . ? C8 N3 1.324(10) . ? C8 N4 1.356(10) . ? C8 C16 1.531(11) . ? C9 C10 1.351(12) . ? C9 N3 1.378(10) . ? C10 N4 1.386(10) . ? C11 N4 1.469(11) . ? C12 N5 1.327(10) . ? C12 N6 1.371(10) . ? C12 C16 1.537(12) . ? C13 C14 1.342(12) . ? C13 N5 1.385(10) . ? C14 N6 1.385(10) . ? C15 N6 1.460(11) . ? C16 O4 1.386(10) . ? C17 O4 1.443(9) . ? F1 P3 1.601(6) . ? F2 P3 1.574(5) . ? F3 P3 1.587(6) . ? F4 P3 1.599(5) . ? F5 P3 1.599(5) . ? F6 P3 1.629(6) . ? N1 Re1 2.210(6) . ? N3 Re1 2.156(7) . ? N5 Re1 2.170(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 Re1 178.8(8) . . ? O2 C2 Re1 178.9(8) . . ? O3 C3 Re1 176.6(8) . . ? N1 C4 N2 110.1(7) . . ? N1 C4 C16 119.6(7) . . ? N2 C4 C16 130.2(7) . . ? N1 C5 C6 108.7(7) . . ? C5 C6 N2 106.3(7) . . ? N3 C8 N4 110.7(7) . . ? N3 C8 C16 122.0(7) . . ? N4 C8 C16 126.8(7) . . ? C10 C9 N3 108.8(8) . . ? C9 C10 N4 107.2(7) . . ? N5 C12 N6 108.5(7) . . ? N5 C12 C16 122.9(7) . . ? N6 C12 C16 127.7(7) . . ? C14 C13 N5 108.4(7) . . ? C13 C14 N6 107.3(7) . . ? O4 C16 C4 111.8(6) . . ? O4 C16 C8 113.4(7) . . ? C4 C16 C8 104.8(6) . . ? O4 C16 C12 112.1(7) . . ? C4 C16 C12 103.7(7) . . ? C8 C16 C12 110.3(7) . . ? C4 N1 C5 107.4(7) . . ? C4 N1 Re1 123.4(5) . . ? C5 N1 Re1 129.2(5) . . ? C4 N2 C6 107.5(7) . . ? C4 N2 C7 129.9(7) . . ? C6 N2 C7 122.5(7) . . ? C8 N3 C9 106.8(7) . . ? C8 N3 Re1 121.8(5) . . ? C9 N3 Re1 128.9(6) . . ? C8 N4 C10 106.4(7) . . ? C8 N4 C11 131.5(7) . . ? C10 N4 C11 121.0(7) . . ? C12 N5 C13 108.2(7) . . ? C12 N5 Re1 120.8(5) . . ? C13 N5 Re1 128.0(5) . . ? C12 N6 C14 107.5(7) . . ? C12 N6 C15 131.6(7) . . ? C14 N6 C15 120.9(7) . . ? C16 O4 C17 114.4(6) . . ? F2 P3 F3 91.1(3) . . ? F2 P3 F4 91.3(3) . . ? F3 P3 F4 177.6(3) . . ? F2 P3 F5 90.1(3) . . ? F3 P3 F5 90.2(3) . . ? F4 P3 F5 90.0(3) . . ? F2 P3 F1 89.8(3) . . ? F3 P3 F1 90.7(3) . . ? F4 P3 F1 89.1(3) . . ? F5 P3 F1 179.1(3) . . ? F2 P3 F6 179.4(4) . . ? F3 P3 F6 88.5(3) . . ? F4 P3 F6 89.1(3) . . ? F5 P3 F6 90.3(3) . . ? F1 P3 F6 89.8(3) . . ? C1 Re1 C3 87.8(4) . . ? C1 Re1 C2 88.9(4) . . ? C3 Re1 C2 90.7(4) . . ? C1 Re1 N3 174.9(3) . . ? C3 Re1 N3 95.1(3) . . ? C2 Re1 N3 95.2(3) . . ? C1 Re1 N5 95.7(3) . . ? C3 Re1 N5 95.7(3) . . ? C2 Re1 N5 172.3(3) . . ? N3 Re1 N5 79.9(2) . . ? C1 Re1 N1 95.7(3) . . ? C3 Re1 N1 175.3(3) . . ? C2 Re1 N1 92.4(3) . . ? N3 Re1 N1 81.1(2) . . ? N5 Re1 N1 81.0(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.312 _refine_diff_density_min -2.255 _refine_diff_density_rms 0.275