# 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 'Jose Martinez-Lillo' _publ_contact_author_email LILLO@UV.ES _publ_section_title ; Pentachloro(pyrazine)rhenate(IV) Complex as Precursor of heterobimetallic pyrazine-containing ReIV2MII (M = Ni, Cu) Species : Synthesis, Crystal Structures and Magnetic Properties ; loop_ _publ_author_name 'Jose Martinez-Lillo' 'Livia Arizaga' 'Donatella Armentano' 'Joan Cano' 'Raul Chiozzone' ; J.Faus ; 'Ricardo Gonzalez' 'Carlos Kremer' 'Nadia Marino' data_1 _database_code_depnum_ccdc_archive 'CCDC 677856' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H40 Cl5 N3 Re' _chemical_formula_weight 686.00 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' 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 10.8300(6) _cell_length_b 33.1170(19) _cell_length_c 8.6825(5) _cell_angle_alpha 90.00 _cell_angle_beta 111.9010(10) _cell_angle_gamma 90.00 _cell_volume 2889.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6036 _cell_measurement_theta_min 3.130 _cell_measurement_theta_max 29.1516 _exptl_crystal_description polyhedral _exptl_crystal_colour green-pinked _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1364 _exptl_absorpt_coefficient_mu 4.680 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.341 _exptl_absorpt_correction_T_max 0.620 _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 'X8APEXII 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 40388 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -49 _diffrn_reflns_limit_k_max 50 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 33.14 _reflns_number_total 10969 _reflns_number_gt 8388 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^+0.2071P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10969 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0621 _refine_ls_wR_factor_gt 0.0597 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.692991(7) 0.129368(2) 0.852789(10) 0.03945(3) Uani 1 1 d . . . Cl1 Cl 0.66608(7) 0.09055(2) 1.06056(9) 0.06928(18) Uani 1 1 d . . . Cl2 Cl 0.56969(6) 0.18197(2) 0.90395(9) 0.06467(16) Uani 1 1 d . . . Cl4 Cl 0.49858(6) 0.10448(2) 0.64821(8) 0.06101(16) Uani 1 1 d . . . Cl3 Cl 0.88932(5) 0.158250(19) 1.04247(7) 0.05494(14) Uani 1 1 d . . . Cl5 Cl 0.81466(6) 0.078000(18) 0.78928(8) 0.05826(14) Uani 1 1 d . . . N1 N 0.72366(17) 0.16579(5) 0.6619(2) 0.0434(4) Uani 1 1 d . . . N2 N 0.7707(3) 0.21294(8) 0.4237(3) 0.0784(7) Uani 1 1 d . . . C1 C 0.7525(3) 0.20514(7) 0.6862(3) 0.0571(6) Uani 1 1 d . . . H1 H 0.7567 0.2172 0.7847 0.069 Uiso 1 1 calc R . . C2 C 0.7757(3) 0.22782(8) 0.5678(4) 0.0730(8) Uani 1 1 d . . . H2 H 0.7960 0.2550 0.5895 0.088 Uiso 1 1 calc R . . C3 C 0.7178(2) 0.15039(7) 0.5164(3) 0.0499(5) Uani 1 1 d . . . H3 H 0.6979 0.1232 0.4943 0.060 Uiso 1 1 calc R . . C4 C 0.7407(3) 0.17385(9) 0.3997(3) 0.0654(7) Uani 1 1 d . . . H4 H 0.7350 0.1620 0.3001 0.079 Uiso 1 1 calc R . . N3 N 0.26763(17) 0.09847(6) 0.1052(2) 0.0458(4) Uani 1 1 d . . . C5 C 0.3547(3) 0.13487(8) 0.1793(3) 0.0559(6) Uani 1 1 d . . . H5A H 0.4122 0.1284 0.2923 0.067 Uiso 1 1 calc R . . H5B H 0.4112 0.1397 0.1169 0.067 Uiso 1 1 calc R . . C6 C 0.2808(3) 0.17350(9) 0.1819(4) 0.0740(8) Uani 1 1 d . . . H6A H 0.2363 0.1831 0.0691 0.089 Uiso 1 1 calc R . . H6B H 0.2134 0.1680 0.2276 0.089 Uiso 1 1 calc R . . C7 C 0.3725(4) 0.20577(11) 0.2832(6) 0.1064(13) Uani 1 1 d . . . H7A H 0.4246 0.1950 0.3920 0.128 Uiso 1 1 calc R . . H7B H 0.4337 0.2134 0.2301 0.128 Uiso 1 1 calc R . . C8 C 0.3010(6) 0.24198(14) 0.3030(9) 0.173(3) Uani 1 1 d . . . H8A H 0.3639 0.2616 0.3688 0.260 Uiso 1 1 calc R . . H8B H 0.2416 0.2348 0.3574 0.260 Uiso 1 1 calc R . . H8C H 0.2510 0.2532 0.1958 0.260 Uiso 1 1 calc R . . C9 C 0.1648(2) 0.10764(9) -0.0660(3) 0.0566(6) Uani 1 1 d . . . H9A H 0.1172 0.0829 -0.1110 0.068 Uiso 1 1 calc R . . H9B H 0.1009 0.1266 -0.0532 0.068 Uiso 1 1 calc R . . C10 C 0.2156(3) 0.12460(11) -0.1901(4) 0.0790(9) Uani 1 1 d . . . H10A H 0.2675 0.1043 -0.2194 0.095 Uiso 1 1 calc R . . H10B H 0.2734 0.1474 -0.1419 0.095 Uiso 1 1 calc R . . C11 C 0.1007(4) 0.13823(16) -0.3458(5) 0.1235(18) Uani 1 1 d . . . H11A H 0.0493 0.1145 -0.3969 0.148 Uiso 1 1 calc R . . H11B H 0.0433 0.1555 -0.3112 0.148 Uiso 1 1 calc R . . C12 C 0.1306(5) 0.15881(18) -0.4680(6) 0.1404(19) Uani 1 1 d . . . H12A H 0.0496 0.1657 -0.5579 0.211 Uiso 1 1 calc R . . H12B H 0.1837 0.1418 -0.5085 0.211 Uiso 1 1 calc R . . H12C H 0.1791 0.1830 -0.4215 0.211 Uiso 1 1 calc R . . C13 C 0.1924(2) 0.08756(8) 0.2180(3) 0.0516(5) Uani 1 1 d . . . H13A H 0.2562 0.0863 0.3313 0.062 Uiso 1 1 calc R . . H13B H 0.1310 0.1093 0.2124 0.062 Uiso 1 1 calc R . . C14 C 0.1149(2) 0.04855(8) 0.1808(3) 0.0544(6) Uani 1 1 d . . . H14A H 0.1758 0.0258 0.2039 0.065 Uiso 1 1 calc R . . H14B H 0.0576 0.0476 0.0643 0.065 Uiso 1 1 calc R . . C15 C 0.0313(3) 0.04572(9) 0.2879(4) 0.0641(7) Uani 1 1 d . . . H15A H 0.0895 0.0467 0.4041 0.077 Uiso 1 1 calc R . . H15B H -0.0279 0.0688 0.2656 0.077 Uiso 1 1 calc R . . C16 C -0.0498(3) 0.00767(10) 0.2560(5) 0.0908(11) Uani 1 1 d . . . H16A H -0.1007 0.0071 0.3259 0.136 Uiso 1 1 calc R . . H16B H 0.0084 -0.0153 0.2801 0.136 Uiso 1 1 calc R . . H16C H -0.1089 0.0068 0.1417 0.136 Uiso 1 1 calc R . . C17 C 0.3538(2) 0.06342(8) 0.0925(3) 0.0502(5) Uani 1 1 d . . . H17A H 0.2966 0.0404 0.0456 0.060 Uiso 1 1 calc R . . H17B H 0.3959 0.0708 0.0156 0.060 Uiso 1 1 calc R . . C18 C 0.4605(2) 0.05051(8) 0.2536(3) 0.0563(6) Uani 1 1 d . . . H18A H 0.4217 0.0473 0.3371 0.068 Uiso 1 1 calc R . . H18B H 0.5278 0.0714 0.2912 0.068 Uiso 1 1 calc R . . C19 C 0.5257(3) 0.01111(8) 0.2358(4) 0.0674(7) Uani 1 1 d . . . H19A H 0.4605 -0.0105 0.2114 0.081 Uiso 1 1 calc R . . H19B H 0.5545 0.0133 0.1429 0.081 Uiso 1 1 calc R . . C20 C 0.6427(3) 0.00048(11) 0.3890(4) 0.0847(10) Uani 1 1 d . . . H20A H 0.6809 -0.0244 0.3714 0.127 Uiso 1 1 calc R . . H20B H 0.6143 -0.0025 0.4806 0.127 Uiso 1 1 calc R . . H20C H 0.7081 0.0216 0.4130 0.127 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 0.03529(4) 0.04341(5) 0.03998(5) 0.00075(3) 0.01441(3) -0.00022(3) Cl1 0.0703(4) 0.0798(5) 0.0645(4) 0.0198(3) 0.0329(3) -0.0079(3) Cl2 0.0572(3) 0.0672(4) 0.0766(4) -0.0096(3) 0.0330(3) 0.0118(3) Cl4 0.0441(3) 0.0723(4) 0.0592(3) -0.0085(3) 0.0107(2) -0.0127(3) Cl3 0.0435(3) 0.0651(4) 0.0493(3) -0.0062(3) 0.0093(2) -0.0052(2) Cl5 0.0550(3) 0.0484(3) 0.0722(4) -0.0020(3) 0.0247(3) 0.0100(2) N1 0.0470(9) 0.0434(9) 0.0402(9) 0.0002(7) 0.0165(7) 0.0022(7) N2 0.114(2) 0.0679(16) 0.0622(15) 0.0151(12) 0.0431(15) -0.0040(14) C1 0.0802(17) 0.0440(12) 0.0498(13) -0.0002(10) 0.0272(12) -0.0009(12) C2 0.110(2) 0.0460(14) 0.0689(18) 0.0080(13) 0.0399(17) -0.0051(15) C3 0.0562(13) 0.0507(13) 0.0442(12) -0.0050(10) 0.0202(10) -0.0037(10) C4 0.0839(18) 0.0707(18) 0.0462(13) 0.0038(12) 0.0295(13) 0.0017(15) N3 0.0346(8) 0.0587(12) 0.0413(9) -0.0019(8) 0.0109(7) -0.0042(8) C5 0.0427(11) 0.0649(16) 0.0525(14) -0.0018(11) 0.0089(10) -0.0089(10) C6 0.0614(16) 0.0659(18) 0.090(2) -0.0032(16) 0.0232(15) -0.0008(13) C7 0.077(2) 0.068(2) 0.166(4) -0.023(2) 0.036(2) -0.0113(17) C8 0.163(5) 0.087(3) 0.277(8) -0.048(4) 0.090(5) -0.030(3) C9 0.0445(11) 0.0773(18) 0.0406(12) 0.0050(11) 0.0074(9) -0.0056(11) C10 0.0692(18) 0.112(3) 0.0535(16) 0.0197(16) 0.0207(14) -0.0103(16) C11 0.100(3) 0.197(5) 0.056(2) 0.032(3) 0.0091(19) -0.031(3) C12 0.145(4) 0.184(6) 0.084(3) 0.038(3) 0.034(3) -0.001(4) C13 0.0448(11) 0.0656(15) 0.0471(12) 0.0001(11) 0.0204(10) -0.0012(10) C14 0.0490(12) 0.0654(15) 0.0522(13) 0.0028(11) 0.0230(10) -0.0031(11) C15 0.0544(14) 0.0753(18) 0.0697(17) 0.0039(14) 0.0315(13) -0.0022(12) C16 0.087(2) 0.083(2) 0.126(3) -0.001(2) 0.068(2) -0.0173(18) C17 0.0416(11) 0.0639(15) 0.0471(12) -0.0066(10) 0.0187(9) -0.0044(10) C18 0.0492(12) 0.0705(16) 0.0533(13) 0.0035(12) 0.0239(11) 0.0028(11) C19 0.0687(16) 0.0600(16) 0.0746(18) 0.0058(14) 0.0281(14) 0.0013(13) C20 0.0677(18) 0.092(2) 0.098(2) 0.0280(19) 0.0346(17) 0.0234(16) _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 N1 2.1733(18) . ? Re1 Cl1 2.3203(6) . ? Re1 Cl2 2.3362(6) . ? Re1 Cl5 2.3401(6) . ? Re1 Cl4 2.3404(6) . ? Re1 Cl3 2.3528(5) . ? N1 C1 1.338(3) . ? N1 C3 1.342(3) . ? N2 C2 1.327(4) . ? N2 C4 1.332(4) . ? C1 C2 1.370(4) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.371(3) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? N3 C5 1.517(3) . ? N3 C9 1.519(3) . ? N3 C17 1.519(3) . ? N3 C13 1.533(3) . ? C5 C6 1.513(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.500(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.472(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.491(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.525(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.397(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.508(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.524(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.501(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.506(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.518(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.497(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? 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 N1 Re1 Cl1 178.53(5) . . ? N1 Re1 Cl2 89.53(5) . . ? Cl1 Re1 Cl2 91.08(3) . . ? N1 Re1 Cl5 87.94(5) . . ? Cl1 Re1 Cl5 91.46(3) . . ? Cl2 Re1 Cl5 177.31(2) . . ? N1 Re1 Cl4 88.10(5) . . ? Cl1 Re1 Cl4 93.25(3) . . ? Cl2 Re1 Cl4 89.47(2) . . ? Cl5 Re1 Cl4 89.50(2) . . ? N1 Re1 Cl3 87.30(5) . . ? Cl1 Re1 Cl3 91.36(2) . . ? Cl2 Re1 Cl3 89.72(2) . . ? Cl5 Re1 Cl3 91.10(2) . . ? Cl4 Re1 Cl3 175.33(2) . . ? C1 N1 C3 116.4(2) . . ? C1 N1 Re1 120.88(15) . . ? C3 N1 Re1 122.68(15) . . ? C2 N2 C4 115.5(2) . . ? N1 C1 C2 120.9(2) . . ? N1 C1 H1 119.6 . . ? C2 C1 H1 119.6 . . ? N2 C2 C1 123.3(3) . . ? N2 C2 H2 118.3 . . ? C1 C2 H2 118.3 . . ? N1 C3 C4 121.5(2) . . ? N1 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? N2 C4 C3 122.4(2) . . ? N2 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C5 N3 C9 111.65(19) . . ? C5 N3 C17 109.67(17) . . ? C9 N3 C17 109.15(18) . . ? C5 N3 C13 108.10(18) . . ? C9 N3 C13 107.56(17) . . ? C17 N3 C13 110.70(18) . . ? C6 C5 N3 115.5(2) . . ? C6 C5 H5A 108.4 . . ? N3 C5 H5A 108.4 . . ? C6 C5 H5B 108.4 . . ? N3 C5 H5B 108.4 . . ? H5A C5 H5B 107.5 . . ? C7 C6 C5 111.9(3) . . ? C7 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? C7 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? C8 C7 C6 112.8(3) . . ? C8 C7 H7A 109.0 . . ? C6 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? C6 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 N3 116.7(2) . . ? C10 C9 H9A 108.1 . . ? N3 C9 H9A 108.1 . . ? C10 C9 H9B 108.1 . . ? N3 C9 H9B 108.1 . . ? H9A C9 H9B 107.3 . . ? C9 C10 C11 110.7(3) . . ? C9 C10 H10A 109.5 . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C11 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C12 C11 C10 118.3(4) . . ? C12 C11 H11A 107.7 . . ? C10 C11 H11A 107.7 . . ? C12 C11 H11B 107.7 . . ? C10 C11 H11B 107.7 . . ? H11A C11 H11B 107.1 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N3 116.82(19) . . ? C14 C13 H13A 108.1 . . ? N3 C13 H13A 108.1 . . ? C14 C13 H13B 108.1 . . ? N3 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? C13 C14 C15 109.4(2) . . ? C13 C14 H14A 109.8 . . ? C15 C14 H14A 109.8 . . ? C13 C14 H14B 109.8 . . ? C15 C14 H14B 109.8 . . ? H14A C14 H14B 108.2 . . ? C16 C15 C14 112.3(2) . . ? C16 C15 H15A 109.2 . . ? C14 C15 H15A 109.2 . . ? C16 C15 H15B 109.2 . . ? C14 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 N3 115.41(19) . . ? C18 C17 H17A 108.4 . . ? N3 C17 H17A 108.4 . . ? C18 C17 H17B 108.4 . . ? N3 C17 H17B 108.4 . . ? H17A C17 H17B 107.5 . . ? C17 C18 C19 112.0(2) . . ? C17 C18 H18A 109.2 . . ? C19 C18 H18A 109.2 . . ? C17 C18 H18B 109.2 . . ? C19 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C20 C19 C18 112.5(3) . . ? C20 C19 H19A 109.1 . . ? C18 C19 H19A 109.1 . . ? C20 C19 H19B 109.1 . . ? C18 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 33.14 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.794 _refine_diff_density_min -0.815 _refine_diff_density_rms 0.076 # Attachment 'CIF2.CIF' data_2 _database_code_depnum_ccdc_archive 'CCDC 677857' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C3 H6 Cl2.50 N1.50 Re0.50' _chemical_formula_weight 244.82 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' 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 orthorhombic _symmetry_space_group_name_H-M Ama2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y, z' '-x+1/2, y, z' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' _cell_length_a 7.2660(2) _cell_length_b 26.3894(6) _cell_length_c 7.3267(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1404.86(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6921 _cell_measurement_theta_min 2.804 _cell_measurement_theta_max 34.265 _exptl_crystal_description polyhedral _exptl_crystal_colour green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 9.574 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.111 _exptl_absorpt_correction_T_max 0.153 _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 'X8APEXII 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 15363 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 33.13 _reflns_number_total 2689 _reflns_number_gt 2598 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0311P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.022(8) _refine_ls_number_reflns 2689 _refine_ls_number_parameters 85 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0152 _refine_ls_R_factor_gt 0.0143 _refine_ls_wR_factor_ref 0.0553 _refine_ls_wR_factor_gt 0.0353 _refine_ls_goodness_of_fit_ref 1.232 _refine_ls_restrained_S_all 1.231 _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 0.2500 0.381236(5) 0.53303(6) 0.03000(5) Uani 1 2 d S . . Cl1 Cl 0.2500 0.30994(5) 0.7247(2) 0.0543(3) Uani 1 2 d S . . Cl2 Cl 0.02043(11) 0.42030(3) 0.71052(12) 0.03964(16) Uani 1 1 d . . . Cl3 Cl 0.01959(12) 0.34598(3) 0.34873(15) 0.04384(19) Uani 1 1 d . . . N1 N 0.2500 0.44717(14) 0.3593(6) 0.0309(7) Uani 1 2 d S . . C1 C 0.2500 0.49407(17) 0.4313(7) 0.0340(9) Uani 1 2 d S . . H1 H 0.2500 0.4979 0.5575 0.041 Uiso 1 2 calc SR . . C2 C 0.2500 0.53669(18) 0.3215(8) 0.0397(10) Uani 1 2 d S . . H2 H 0.2500 0.5684 0.3766 0.048 Uiso 1 2 calc SR . . C3 C 0.2500 0.4439(2) 0.1752(7) 0.0406(10) Uani 1 2 d S . . H3 H 0.2500 0.4122 0.1195 0.049 Uiso 1 2 calc SR . . C4 C 0.2500 0.4871(2) 0.0693(7) 0.0483(13) Uani 1 2 d S . . H4 H 0.2500 0.4834 -0.0570 0.058 Uiso 1 2 calc SR . . N2 N 0.2500 0.5341(2) 0.1382(7) 0.0477(11) Uani 1 2 d S . . N3 N -0.2500 0.31884(18) 0.7410(8) 0.0482(11) Uani 1 2 d S . . H3A H -0.1500 0.3354 0.6998 0.058 Uiso 0.50 1 calc PR . . H3B H -0.3500 0.3354 0.6998 0.058 Uiso 0.50 1 calc PR . . C5 C -0.2500 0.2676(3) 0.6665(15) 0.071(2) Uani 1 2 d S . . H5A H -0.2500 0.2692 0.5356 0.107 Uiso 1 2 calc SR . . H5B H -0.3579 0.2500 0.7074 0.107 Uiso 0.50 1 calc PR . . H5C H -0.1421 0.2500 0.7074 0.107 Uiso 0.50 1 calc PR . . C6 C -0.2500 0.3200(4) 0.9387(12) 0.086(3) Uani 1 2 d S . . H6A H -0.2500 0.3546 0.9797 0.129 Uiso 1 2 calc SR . . H6B H -0.1421 0.3031 0.9836 0.129 Uiso 0.50 1 calc PR . . H6C H -0.3579 0.3031 0.9836 0.129 Uiso 0.50 1 calc PR . . 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 0.02576(7) 0.02701(7) 0.03724(8) -0.00250(8) 0.000 0.000 Cl1 0.0516(7) 0.0418(6) 0.0694(9) 0.0199(6) 0.000 0.000 Cl2 0.0340(3) 0.0424(4) 0.0425(4) -0.0055(3) 0.0073(3) 0.0015(3) Cl3 0.0365(3) 0.0389(4) 0.0562(5) -0.0123(4) -0.0077(4) -0.0044(3) N1 0.0290(14) 0.0309(16) 0.0327(17) -0.0043(14) 0.000 0.000 C1 0.040(2) 0.0302(19) 0.032(2) -0.0029(16) 0.000 0.000 C2 0.046(2) 0.0299(18) 0.043(3) -0.0008(18) 0.000 0.000 C3 0.047(3) 0.042(2) 0.033(2) -0.0047(18) 0.000 0.000 C4 0.064(3) 0.048(3) 0.033(3) 0.0022(18) 0.000 0.000 N2 0.060(3) 0.043(2) 0.041(2) 0.005(2) 0.000 0.000 N3 0.051(2) 0.037(2) 0.056(3) 0.0070(19) 0.000 0.000 C5 0.078(5) 0.037(3) 0.099(7) 0.009(3) 0.000 0.000 C6 0.094(6) 0.106(7) 0.059(5) 0.019(5) 0.000 0.000 _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 N1 2.156(4) . ? Re1 Cl3 2.3435(9) . ? Re1 Cl3 2.3435(9) 4 ? Re1 Cl1 2.3477(14) . ? Re1 Cl2 2.3529(8) 4 ? Re1 Cl2 2.3529(8) . ? N1 C1 1.345(6) . ? N1 C3 1.352(6) . ? C1 C2 1.383(7) . ? C1 H1 0.9300 . ? C2 N2 1.345(8) . ? C2 H2 0.9300 . ? C3 C4 1.381(8) . ? C3 H3 0.9300 . ? C4 N2 1.338(8) . ? C4 H4 0.9300 . ? N3 C6 1.449(10) . ? N3 C5 1.457(9) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? 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 N1 Re1 Cl3 88.87(8) . . ? N1 Re1 Cl3 88.87(8) . 4 ? Cl3 Re1 Cl3 91.19(5) . 4 ? N1 Re1 Cl1 179.45(11) . . ? Cl3 Re1 Cl1 91.51(4) . . ? Cl3 Re1 Cl1 91.51(4) 4 . ? N1 Re1 Cl2 88.43(7) . 4 ? Cl3 Re1 Cl2 177.27(3) . 4 ? Cl3 Re1 Cl2 89.20(3) 4 4 ? Cl1 Re1 Cl2 91.18(4) . 4 ? N1 Re1 Cl2 88.43(7) . . ? Cl3 Re1 Cl2 89.20(3) . . ? Cl3 Re1 Cl2 177.27(3) 4 . ? Cl1 Re1 Cl2 91.18(4) . . ? Cl2 Re1 Cl2 90.29(4) 4 . ? C1 N1 C3 116.8(4) . . ? C1 N1 Re1 120.8(3) . . ? C3 N1 Re1 122.5(3) . . ? N1 C1 C2 121.4(5) . . ? N1 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? N2 C2 C1 122.6(5) . . ? N2 C2 H2 118.7 . . ? C1 C2 H2 118.7 . . ? N1 C3 C4 120.5(5) . . ? N1 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? N2 C4 C3 123.6(5) . . ? N2 C4 H4 118.2 . . ? C3 C4 H4 118.2 . . ? C4 N2 C2 115.1(5) . . ? C6 N3 C5 113.2(7) . . ? C6 N3 H3A 108.9 . . ? C5 N3 H3A 108.9 . . ? C6 N3 H3B 108.9 . . ? C5 N3 H3B 108.9 . . ? H3A N3 H3B 107.7 . . ? N3 C5 H5A 109.5 . . ? N3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 H6A 109.5 . . ? N3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 33.13 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.358 _refine_diff_density_min -1.088 _refine_diff_density_rms 0.127 # Attachment 'CIF3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 677858' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C4 H7.50 Cl5 N3 O0.75 Re' _chemical_formula_weight 473.08 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' 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 C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 23.8479(19) _cell_length_b 7.0953(5) _cell_length_c 19.0101(14) _cell_angle_alpha 90.00 _cell_angle_beta 126.475(6) _cell_angle_gamma 90.00 _cell_volume 2586.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5909 _cell_measurement_theta_min 3.062 _cell_measurement_theta_max 32.410 _exptl_crystal_description parallelepiped _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1748 _exptl_absorpt_coefficient_mu 10.400 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.300 _exptl_absorpt_correction_T_max 0.348 _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 'X8APEXII 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 15067 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 30.52 _reflns_number_total 4230 _reflns_number_gt 4020 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+23.2654P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4230 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0851 _refine_ls_wR_factor_gt 0.0844 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _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 0.815563(12) 0.5000 0.405219(14) 0.02367(7) Uani 1 2 d S . . Cl1 Cl 0.83638(10) 0.5000 0.54231(11) 0.0398(4) Uani 1 2 d S . . Cl2 Cl 0.72966(6) 0.26412(18) 0.35570(8) 0.0364(2) Uani 1 1 d . . . Cl3 Cl 0.89799(7) 0.7331(2) 0.44609(8) 0.0390(3) Uani 1 1 d . . . N1 N 0.7923(3) 0.5000 0.2772(3) 0.0263(10) Uani 1 2 d S . . N2 N 0.7618(4) 0.5000 0.1108(4) 0.0484(17) Uani 1 2 d S . . C1 C 0.7261(4) 0.5000 0.2046(4) 0.0344(14) Uani 1 2 d S . . H1 H 0.6894 0.5000 0.2090 0.041 Uiso 1 2 calc SR . . C2 C 0.7127(5) 0.5000 0.1225(5) 0.0458(19) Uani 1 2 d S . . H2 H 0.6665 0.5000 0.0733 0.055 Uiso 1 2 calc SR . . C3 C 0.8443(4) 0.5000 0.2678(5) 0.0325(13) Uani 1 2 d S . . H3 H 0.8906 0.5000 0.3171 0.039 Uiso 1 2 calc SR . . C4 C 0.8288(5) 0.5000 0.1849(5) 0.0421(17) Uani 1 2 d S . . H4 H 0.8652 0.5000 0.1797 0.050 Uiso 1 2 calc SR . . Re2 Re 0.955994(12) 1.0000 0.204393(16) 0.02693(7) Uani 1 2 d S . . Cl4 Cl 1.06373(10) 1.0000 0.22740(14) 0.0451(4) Uani 1 2 d S . . Cl5 Cl 0.99396(7) 1.23217(19) 0.31085(8) 0.0407(3) Uani 1 1 d . . . Cl6 Cl 0.91307(7) 0.76471(19) 0.09690(8) 0.0402(3) Uani 1 1 d . . . N3 N 0.8567(3) 1.0000 0.1827(4) 0.0284(11) Uani 1 2 d S . . N4 N 0.7273(4) 1.0000 0.1542(5) 0.0474(17) Uani 1 2 d S . . C5 C 0.8521(4) 1.0000 0.2504(5) 0.0337(14) Uani 1 2 d S . . H5 H 0.8925 1.0000 0.3076 0.040 Uiso 1 2 calc SR . . C6 C 0.7874(5) 1.0000 0.2348(6) 0.0462(19) Uani 1 2 d S . . H6 H 0.7857 1.0000 0.2824 0.055 Uiso 1 2 calc SR . . C7 C 0.7964(4) 1.0000 0.1017(4) 0.0340(14) Uani 1 2 d S . . H7 H 0.7975 1.0000 0.0535 0.041 Uiso 1 2 calc SR . . C8 C 0.7330(4) 1.0000 0.0889(5) 0.0414(17) Uani 1 2 d S . . H8 H 0.6924 1.0000 0.0318 0.050 Uiso 1 2 calc SR . . N5 N 0.8421(4) 1.0000 0.5448(4) 0.0415(14) Uani 1 2 d S . . N6 N 1.0669(4) 1.5000 0.2354(5) 0.0503(17) Uani 1 2 d S . . O1W O 1.0901(7) 1.5000 0.1107(10) 0.137(5) Uiso 1 2 d S . . O2W O 1.0000 1.0000 0.0000 0.171(9) Uiso 1 4 d S . . 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 0.02617(12) 0.02489(12) 0.02173(11) 0.000 0.01520(10) 0.000 Cl1 0.0485(10) 0.0493(10) 0.0271(7) 0.000 0.0254(7) 0.000 Cl2 0.0356(5) 0.0310(5) 0.0429(6) 0.0001(5) 0.0235(5) -0.0065(4) Cl3 0.0378(6) 0.0414(6) 0.0382(6) -0.0093(5) 0.0228(5) -0.0142(5) N1 0.032(3) 0.026(2) 0.024(2) 0.000 0.018(2) 0.000 N2 0.059(4) 0.059(5) 0.026(3) 0.000 0.025(3) 0.000 C1 0.032(3) 0.041(4) 0.024(3) 0.000 0.013(3) 0.000 C2 0.050(5) 0.055(5) 0.020(3) 0.000 0.014(3) 0.000 C3 0.036(3) 0.036(3) 0.032(3) 0.000 0.023(3) 0.000 C4 0.056(5) 0.041(4) 0.040(4) 0.000 0.034(4) 0.000 Re2 0.02428(12) 0.02728(13) 0.02293(12) 0.000 0.01060(10) 0.000 Cl4 0.0302(8) 0.0539(11) 0.0499(11) 0.000 0.0231(8) 0.000 Cl5 0.0400(6) 0.0388(6) 0.0330(5) -0.0123(5) 0.0161(5) -0.0069(5) Cl6 0.0430(6) 0.0368(6) 0.0344(6) -0.0099(5) 0.0196(5) -0.0025(5) N3 0.030(3) 0.028(3) 0.025(2) 0.000 0.015(2) 0.000 N4 0.040(3) 0.050(4) 0.063(5) 0.000 0.036(4) 0.000 C5 0.038(3) 0.035(3) 0.027(3) 0.000 0.019(3) 0.000 C6 0.065(5) 0.044(4) 0.055(5) 0.000 0.050(5) 0.000 C7 0.029(3) 0.038(4) 0.026(3) 0.000 0.011(3) 0.000 C8 0.029(3) 0.048(4) 0.036(4) 0.000 0.013(3) 0.000 N5 0.050(4) 0.039(3) 0.035(3) 0.000 0.025(3) 0.000 N6 0.049(4) 0.051(4) 0.050(4) 0.000 0.029(4) 0.000 _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 N1 2.150(5) . ? Re1 Cl3 2.3212(12) . ? Re1 Cl3 2.3212(12) 6_565 ? Re1 Cl1 2.3453(16) . ? Re1 Cl2 2.3645(12) . ? Re1 Cl2 2.3645(12) 6_565 ? N1 C1 1.344(9) . ? N1 C3 1.354(8) . ? N2 C2 1.315(12) . ? N2 C4 1.363(11) . ? C1 C2 1.393(10) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.390(10) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? Re2 N3 2.150(6) . ? Re2 Cl5 2.3347(12) . ? Re2 Cl5 2.3347(12) 6_575 ? Re2 Cl4 2.3359(18) . ? Re2 Cl6 2.3503(12) . ? Re2 Cl6 2.3503(12) 6_575 ? N3 C7 1.343(8) . ? N3 C5 1.354(8) . ? N4 C8 1.327(11) . ? N4 C6 1.338(12) . ? C5 C6 1.388(11) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.382(10) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? 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 N1 Re1 Cl3 88.63(11) . . ? N1 Re1 Cl3 88.63(11) . 6_565 ? Cl3 Re1 Cl3 90.90(7) . 6_565 ? N1 Re1 Cl1 177.83(15) . . ? Cl3 Re1 Cl1 92.89(5) . . ? Cl3 Re1 Cl1 92.89(5) 6_565 . ? N1 Re1 Cl2 88.28(11) . . ? Cl3 Re1 Cl2 176.89(4) . . ? Cl3 Re1 Cl2 89.41(5) 6_565 . ? Cl1 Re1 Cl2 90.19(5) . . ? N1 Re1 Cl2 88.28(11) . 6_565 ? Cl3 Re1 Cl2 89.41(5) . 6_565 ? Cl3 Re1 Cl2 176.89(4) 6_565 6_565 ? Cl1 Re1 Cl2 90.19(5) . 6_565 ? Cl2 Re1 Cl2 90.11(6) . 6_565 ? C1 N1 C3 118.2(6) . . ? C1 N1 Re1 121.2(5) . . ? C3 N1 Re1 120.6(4) . . ? C2 N2 C4 116.1(7) . . ? N1 C1 C2 119.9(7) . . ? N1 C1 H1 120.1 . . ? C2 C1 H1 120.1 . . ? N2 C2 C1 123.6(8) . . ? N2 C2 H2 118.2 . . ? C1 C2 H2 118.2 . . ? N1 C3 C4 120.2(7) . . ? N1 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? N2 C4 C3 122.0(8) . . ? N2 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? N3 Re2 Cl5 88.94(11) . . ? N3 Re2 Cl5 88.94(11) . 6_575 ? Cl5 Re2 Cl5 89.76(7) . 6_575 ? N3 Re2 Cl4 179.80(15) . . ? Cl5 Re2 Cl4 91.21(5) . . ? Cl5 Re2 Cl4 91.21(5) 6_575 . ? N3 Re2 Cl6 88.43(11) . . ? Cl5 Re2 Cl6 177.34(5) . . ? Cl5 Re2 Cl6 89.80(5) 6_575 . ? Cl4 Re2 Cl6 91.43(5) . . ? N3 Re2 Cl6 88.43(11) . 6_575 ? Cl5 Re2 Cl6 89.80(5) . 6_575 ? Cl5 Re2 Cl6 177.34(5) 6_575 6_575 ? Cl4 Re2 Cl6 91.43(5) . 6_575 ? Cl6 Re2 Cl6 90.52(7) . 6_575 ? C7 N3 C5 117.1(6) . . ? C7 N3 Re2 121.6(5) . . ? C5 N3 Re2 121.3(5) . . ? C8 N4 C6 115.8(7) . . ? N3 C5 C6 120.3(7) . . ? N3 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? N4 C6 C5 122.8(7) . . ? N4 C6 H6 118.6 . . ? C5 C6 H6 118.6 . . ? N3 C7 C8 120.9(7) . . ? N3 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? N4 C8 C7 123.1(7) . . ? N4 C8 H8 118.5 . . ? C7 C8 H8 118.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.52 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.425 _refine_diff_density_min -1.602 _refine_diff_density_rms 0.166 # Attachment 'compound4_677859_.CIF' data_4 _database_code_depnum_ccdc_archive 'CCDC 677859' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H16 Cl5 N4 Ni0.50 Re' _chemical_formula_weight 573.06 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 8.4084(7) _cell_length_b 8.5093(7) _cell_length_c 12.2145(12) _cell_angle_alpha 83.765(3) _cell_angle_beta 83.256(3) _cell_angle_gamma 72.767(3) _cell_volume 826.42(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7469 _cell_measurement_theta_min 2.514 _cell_measurement_theta_max 30.263 _exptl_crystal_description irregular _exptl_crystal_colour bronze _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 8.704 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.662 _exptl_absorpt_correction_T_max 0.846 _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 'X8APEXII 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 21013 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0149 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3557 _reflns_number_gt 3382 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0215P)^2^+1.7662P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3557 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0233 _refine_ls_R_factor_gt 0.0217 _refine_ls_wR_factor_ref 0.0542 _refine_ls_wR_factor_gt 0.0535 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _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 Ni1 Ni 0.5000 1.0000 0.0000 0.03944(16) Uani 1 2 d S . . N3 N 0.3164(4) 0.9015(4) 0.0277(3) 0.0457(8) Uani 1 1 d . . . H3B H 0.2482 0.9551 0.0839 0.055 Uiso 1 1 calc R . . N4 N 0.6186(4) 0.8627(4) 0.1197(3) 0.0455(8) Uani 1 1 d . . . H4B H 0.5698 0.9097 0.1834 0.055 Uiso 1 1 calc R . . C5 C 0.3469(8) 0.7223(6) 0.0614(4) 0.0676(15) Uani 1 1 d . . . H5A H 0.2403 0.6989 0.0790 0.081 Uiso 1 1 calc R . . H5B H 0.4055 0.6594 -0.0002 0.081 Uiso 1 1 calc R . . C6 C 0.4462(8) 0.6679(6) 0.1584(4) 0.0721(17) Uani 1 1 d . . . H6A H 0.4540 0.5530 0.1802 0.087 Uiso 1 1 calc R . . H6B H 0.3883 0.7319 0.2197 0.087 Uiso 1 1 calc R . . C7 C 0.6194(7) 0.6864(6) 0.1363(4) 0.0652(15) Uani 1 1 d . . . H7A H 0.6835 0.6333 0.1980 0.078 Uiso 1 1 calc R . . H7B H 0.6740 0.6310 0.0708 0.078 Uiso 1 1 calc R . . C8 C 0.7908(6) 0.8758(7) 0.1056(4) 0.0605(13) Uani 1 1 d . . . H8A H 0.8575 0.8043 0.0501 0.073 Uiso 1 1 calc R . . H8B H 0.8423 0.8436 0.1747 0.073 Uiso 1 1 calc R . . C9 C 0.7794(6) 1.0504(7) 0.0699(4) 0.0607(13) Uani 1 1 d . . . H9A H 0.7238 1.1200 0.1291 0.073 Uiso 1 1 calc R . . H9B H 0.8905 1.0633 0.0517 0.073 Uiso 1 1 calc R . . Re1 Re 0.908849(19) 0.706014(18) -0.289190(12) 0.03729(6) Uani 1 1 d . . . Cl1 Cl 1.03259(17) 0.63969(16) -0.12449(10) 0.0647(3) Uani 1 1 d . . . Cl2 Cl 0.64193(14) 0.75014(13) -0.19216(9) 0.0509(2) Uani 1 1 d . . . Cl3 Cl 0.92754(17) 0.43192(13) -0.30742(10) 0.0570(3) Uani 1 1 d . . . Cl5 Cl 1.16354(15) 0.67645(17) -0.39618(11) 0.0650(3) Uani 1 1 d . . . Cl4 Cl 0.88549(15) 0.98812(13) -0.28053(9) 0.0512(2) Uani 1 1 d . . . N1 N 0.7799(4) 0.7718(4) -0.4391(3) 0.0406(7) Uani 1 1 d . . . N2 N 0.6016(6) 0.8703(5) -0.6259(3) 0.0584(10) Uani 1 1 d . . . C1 C 0.6621(6) 0.7025(6) -0.4578(4) 0.0548(11) Uani 1 1 d . . . H1 H 0.6387 0.6198 -0.4079 0.066 Uiso 1 1 calc R . . C2 C 0.5760(7) 0.7537(7) -0.5504(4) 0.0634(13) Uani 1 1 d . . . H2 H 0.4950 0.7036 -0.5608 0.076 Uiso 1 1 calc R . . C3 C 0.8086(6) 0.8879(6) -0.5143(4) 0.0519(11) Uani 1 1 d . . . H3 H 0.8905 0.9373 -0.5050 0.062 Uiso 1 1 calc R . . C4 C 0.7189(7) 0.9364(6) -0.6060(4) 0.0588(12) Uani 1 1 d . . . H4 H 0.7417 1.0191 -0.6560 0.071 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0397(4) 0.0372(4) 0.0396(4) -0.0046(3) -0.0037(3) -0.0076(3) N3 0.0447(19) 0.052(2) 0.0440(19) -0.0120(16) 0.0060(15) -0.0197(16) N4 0.0428(19) 0.0459(19) 0.0376(17) -0.0065(15) -0.0061(14) 0.0051(15) C5 0.096(4) 0.055(3) 0.063(3) -0.013(2) 0.012(3) -0.043(3) C6 0.116(5) 0.035(2) 0.057(3) 0.000(2) 0.018(3) -0.019(3) C7 0.087(4) 0.039(2) 0.049(3) -0.002(2) -0.005(3) 0.012(2) C8 0.039(2) 0.084(4) 0.048(3) -0.013(2) -0.0106(19) 0.006(2) C9 0.040(2) 0.097(4) 0.051(3) -0.024(3) -0.001(2) -0.024(2) Re1 0.04128(10) 0.03162(9) 0.03367(9) -0.00690(6) 0.00033(6) -0.00223(6) Cl1 0.0728(8) 0.0605(7) 0.0499(6) -0.0115(5) -0.0210(6) 0.0060(6) Cl2 0.0499(6) 0.0463(5) 0.0504(6) -0.0067(4) 0.0124(5) -0.0100(4) Cl3 0.0753(8) 0.0318(5) 0.0575(6) -0.0082(4) -0.0076(6) -0.0036(5) Cl5 0.0473(6) 0.0702(8) 0.0709(8) -0.0221(6) 0.0158(6) -0.0091(5) Cl4 0.0625(7) 0.0374(5) 0.0523(6) -0.0106(4) 0.0065(5) -0.0143(5) N1 0.0473(19) 0.0367(17) 0.0351(16) -0.0047(13) -0.0017(14) -0.0079(14) N2 0.066(3) 0.061(2) 0.045(2) -0.0040(18) -0.0121(19) -0.010(2) C1 0.067(3) 0.053(3) 0.050(3) 0.000(2) -0.009(2) -0.026(2) C2 0.069(3) 0.071(3) 0.056(3) -0.006(2) -0.014(2) -0.025(3) C3 0.060(3) 0.057(3) 0.040(2) -0.0001(19) -0.002(2) -0.022(2) C4 0.079(3) 0.060(3) 0.036(2) 0.005(2) -0.008(2) -0.021(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 Ni1 N4 1.944(3) . ? Ni1 N4 1.944(3) 2_675 ? Ni1 N3 1.945(3) . ? Ni1 N3 1.945(3) 2_675 ? N3 C9 1.471(6) 2_675 ? N3 C5 1.489(6) . ? N3 H3B 0.9100 . ? N4 C8 1.473(6) . ? N4 C7 1.490(6) . ? N4 H4B 0.9100 . ? C5 C6 1.483(8) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.500(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.480(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N3 1.471(6) 2_675 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? Re1 N1 2.174(3) . ? Re1 Cl1 2.3120(13) . ? Re1 Cl3 2.3241(12) . ? Re1 Cl5 2.3350(14) . ? Re1 Cl2 2.3570(13) . ? Re1 Cl4 2.3629(11) . ? N1 C3 1.331(5) . ? N1 C1 1.346(6) . ? N2 C2 1.327(7) . ? N2 C4 1.328(7) . ? C1 C2 1.376(7) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.380(6) . ? C3 H3 0.9300 . ? C4 H4 0.9300 . ? 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 N4 Ni1 N4 180.000(1) . 2_675 ? N4 Ni1 N3 92.75(16) . . ? N4 Ni1 N3 87.25(16) 2_675 . ? N4 Ni1 N3 87.25(16) . 2_675 ? N4 Ni1 N3 92.75(16) 2_675 2_675 ? N3 Ni1 N3 180.0 . 2_675 ? C9 N3 C5 111.0(4) 2_675 . ? C9 N3 Ni1 106.6(3) 2_675 . ? C5 N3 Ni1 121.1(3) . . ? C9 N3 H3B 105.7 2_675 . ? C5 N3 H3B 105.7 . . ? Ni1 N3 H3B 105.7 . . ? C8 N4 C7 110.6(4) . . ? C8 N4 Ni1 107.5(3) . . ? C7 N4 Ni1 118.2(3) . . ? C8 N4 H4B 106.7 . . ? C7 N4 H4B 106.7 . . ? Ni1 N4 H4B 106.7 . . ? C6 C5 N3 112.8(4) . . ? C6 C5 H5A 109.0 . . ? N3 C5 H5A 109.0 . . ? C6 C5 H5B 109.0 . . ? N3 C5 H5B 109.0 . . ? H5A C5 H5B 107.8 . . ? C5 C6 C7 113.1(4) . . ? C5 C6 H6A 109.0 . . ? C7 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? C7 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? N4 C7 C6 112.3(4) . . ? N4 C7 H7A 109.2 . . ? C6 C7 H7A 109.2 . . ? N4 C7 H7B 109.2 . . ? C6 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? N4 C8 C9 106.8(4) . . ? N4 C8 H8A 110.4 . . ? C9 C8 H8A 110.4 . . ? N4 C8 H8B 110.4 . . ? C9 C8 H8B 110.4 . . ? H8A C8 H8B 108.6 . . ? N3 C9 C8 108.2(4) 2_675 . ? N3 C9 H9A 110.1 2_675 . ? C8 C9 H9A 110.1 . . ? N3 C9 H9B 110.1 2_675 . ? C8 C9 H9B 110.1 . . ? H9A C9 H9B 108.4 . . ? N1 Re1 Cl1 177.03(9) . . ? N1 Re1 Cl3 88.28(10) . . ? Cl1 Re1 Cl3 92.13(5) . . ? N1 Re1 Cl5 89.51(10) . . ? Cl1 Re1 Cl5 93.43(6) . . ? Cl3 Re1 Cl5 90.21(6) . . ? N1 Re1 Cl2 86.54(10) . . ? Cl1 Re1 Cl2 90.50(5) . . ? Cl3 Re1 Cl2 91.60(5) . . ? Cl5 Re1 Cl2 175.61(4) . . ? N1 Re1 Cl4 88.69(10) . . ? Cl1 Re1 Cl4 90.93(5) . . ? Cl3 Re1 Cl4 176.90(4) . . ? Cl5 Re1 Cl4 89.08(5) . . ? Cl2 Re1 Cl4 88.89(5) . . ? C3 N1 C1 116.9(4) . . ? C3 N1 Re1 121.5(3) . . ? C1 N1 Re1 121.6(3) . . ? C2 N2 C4 114.9(4) . . ? N1 C1 C2 120.1(4) . . ? N1 C1 H1 119.9 . . ? C2 C1 H1 119.9 . . ? N2 C2 C1 123.9(5) . . ? N2 C2 H2 118.1 . . ? C1 C2 H2 118.1 . . ? N1 C3 C4 121.2(4) . . ? N1 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? N2 C4 C3 123.0(4) . . ? N2 C4 H4 118.5 . . ? C3 C4 H4 118.5 . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.374 _refine_diff_density_min -1.442 _refine_diff_density_rms 0.102 # Attachment 'CIF5.CIF' data_5 _database_code_depnum_ccdc_archive 'CCDC 677860' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H18 Cl5 Cu0.50 N4 O2 Re' _chemical_formula_weight 621.50 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' Cu Cu 0.3201 1.2651 '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 9.4579(3) _cell_length_b 10.2914(3) _cell_length_c 11.8237(4) _cell_angle_alpha 109.3610(10) _cell_angle_beta 99.9690(10) _cell_angle_gamma 102.0960(10) _cell_volume 1024.31(6) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 5286 _cell_measurement_theta_min 2.283 _cell_measurement_theta_max 33.132 _exptl_crystal_description polyhedral _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.015 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 593 _exptl_absorpt_coefficient_mu 7.097 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.276 _exptl_absorpt_correction_T_max 0.314 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'X8APEXII 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 15185 _diffrn_reflns_av_R_equivalents 0.0141 _diffrn_reflns_av_sigmaI/netI 0.0166 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 30.50 _reflns_number_total 6234 _reflns_number_gt 5840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0228P)^2^+0.3434P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6234 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0207 _refine_ls_R_factor_gt 0.0187 _refine_ls_wR_factor_ref 0.0458 _refine_ls_wR_factor_gt 0.0449 _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 Re1 Re -0.163602(8) -0.142491(8) 0.184634(7) 0.03549(3) Uani 1 1 d . . . Cl1 Cl -0.37569(8) -0.33645(8) 0.09728(9) 0.0709(2) Uani 1 1 d . . . Cl2 Cl -0.26432(7) -0.02576(8) 0.34483(6) 0.05471(15) Uani 1 1 d . . . Cl3 Cl -0.05199(7) -0.24926(6) 0.30996(6) 0.04671(12) Uani 1 1 d . . . Cl4 Cl -0.04387(7) -0.24357(7) 0.03418(5) 0.05003(13) Uani 1 1 d . . . Cl5 Cl -0.25802(8) -0.02402(8) 0.06528(6) 0.05753(15) Uani 1 1 d . . . N1 N 0.03742(19) 0.04152(18) 0.26964(15) 0.0322(3) Uani 1 1 d . . . N2 N 0.2967(2) 0.2728(2) 0.38179(18) 0.0431(4) Uani 1 1 d . . . C1 C 0.0930(2) 0.1023(2) 0.39329(19) 0.0397(4) Uani 1 1 d . . . H1A H 0.0440 0.0670 0.4434 0.048 Uiso 1 1 calc R . . C2 C 0.2219(3) 0.2167(2) 0.4477(2) 0.0425(5) Uani 1 1 d . . . H2A H 0.2575 0.2558 0.5339 0.051 Uiso 1 1 calc R . . C3 C 0.1113(3) 0.0978(2) 0.2024(2) 0.0422(5) Uani 1 1 d . . . H3A H 0.0761 0.0591 0.1162 0.051 Uiso 1 1 calc R . . C4 C 0.2393(3) 0.2126(3) 0.2590(2) 0.0482(6) Uani 1 1 d . . . H4A H 0.2876 0.2495 0.2093 0.058 Uiso 1 1 calc R . . Cu1 Cu 0.5000 0.5000 0.5000 0.03791(8) Uani 1 2 d S . . O1 O 0.4200(2) 0.56396(18) 0.37018(15) 0.0456(4) Uani 1 1 d . . . C5 C 0.4059(3) 0.6850(3) 0.3841(2) 0.0465(5) Uani 1 1 d . . . H5A H 0.4484 0.7583 0.4621 0.056 Uiso 1 1 calc R . . C6 C 0.3348(4) 0.8618(4) 0.3142(4) 0.0859(12) Uani 1 1 d . . . H6A H 0.3879 0.9246 0.3982 0.129 Uiso 1 1 calc R . . H6B H 0.2333 0.8664 0.2984 0.129 Uiso 1 1 calc R . . H6C H 0.3828 0.8914 0.2580 0.129 Uiso 1 1 calc R . . C7 C 0.2608(4) 0.6024(4) 0.1745(3) 0.0812(11) Uani 1 1 d . . . H7A H 0.2709 0.5120 0.1758 0.122 Uiso 1 1 calc R . . H7B H 0.3057 0.6236 0.1134 0.122 Uiso 1 1 calc R . . H7C H 0.1564 0.5971 0.1539 0.122 Uiso 1 1 calc R . . N3 N 0.3354(2) 0.7155(2) 0.2963(2) 0.0470(4) Uani 1 1 d . . . O2 O 0.6428(2) 0.4301(2) 0.40969(16) 0.0491(4) Uani 1 1 d . . . C8 C 0.6449(3) 0.4122(3) 0.3008(2) 0.0455(5) Uani 1 1 d . . . H8A H 0.5656 0.4250 0.2511 0.055 Uiso 1 1 calc R . . C9 C 0.7486(4) 0.3575(4) 0.1233(3) 0.0713(9) Uani 1 1 d . . . H9A H 0.6592 0.3736 0.0851 0.107 Uiso 1 1 calc R . . H9B H 0.7501 0.2614 0.0782 0.107 Uiso 1 1 calc R . . H9C H 0.8348 0.4250 0.1221 0.107 Uiso 1 1 calc R . . C10 C 0.8784(4) 0.3587(5) 0.3257(3) 0.0842(11) Uani 1 1 d . . . H10A H 0.8670 0.3747 0.4079 0.126 Uiso 1 1 calc R . . H10B H 0.9681 0.4266 0.3302 0.126 Uiso 1 1 calc R . . H10C H 0.8851 0.2628 0.2877 0.126 Uiso 1 1 calc R . . N4 N 0.7509(2) 0.3766(2) 0.2523(2) 0.0486(5) 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 0.03082(4) 0.03227(5) 0.03646(5) 0.01075(3) 0.00479(3) 0.00223(3) Cl1 0.0424(3) 0.0484(3) 0.0920(6) 0.0150(4) -0.0043(3) -0.0105(3) Cl2 0.0460(3) 0.0629(4) 0.0585(4) 0.0213(3) 0.0248(3) 0.0163(3) Cl3 0.0524(3) 0.0434(3) 0.0476(3) 0.0237(2) 0.0128(2) 0.0104(2) Cl4 0.0579(3) 0.0479(3) 0.0383(3) 0.0089(2) 0.0131(2) 0.0153(3) Cl5 0.0599(4) 0.0615(4) 0.0525(3) 0.0262(3) 0.0030(3) 0.0225(3) N1 0.0329(8) 0.0303(8) 0.0302(8) 0.0113(6) 0.0070(6) 0.0044(6) N2 0.0421(10) 0.0400(9) 0.0377(9) 0.0144(8) 0.0074(8) -0.0042(8) C1 0.0426(11) 0.0389(10) 0.0308(9) 0.0133(8) 0.0095(8) -0.0020(8) C2 0.0427(11) 0.0424(11) 0.0313(10) 0.0132(9) 0.0046(8) -0.0043(9) C3 0.0445(11) 0.0434(11) 0.0305(9) 0.0141(9) 0.0074(8) -0.0020(9) C4 0.0490(13) 0.0495(13) 0.0385(11) 0.0192(10) 0.0123(10) -0.0058(10) Cu1 0.04288(19) 0.04149(19) 0.03345(17) 0.01878(15) 0.01233(14) 0.01121(15) O1 0.0572(10) 0.0452(9) 0.0357(8) 0.0185(7) 0.0095(7) 0.0149(7) C5 0.0429(12) 0.0448(12) 0.0444(12) 0.0136(10) 0.0037(9) 0.0093(10) C6 0.0516(16) 0.0616(19) 0.155(4) 0.061(2) 0.012(2) 0.0178(14) C7 0.094(2) 0.111(3) 0.0460(15) 0.0258(18) 0.0076(16) 0.059(2) N3 0.0394(10) 0.0529(11) 0.0580(12) 0.0298(10) 0.0141(9) 0.0170(9) O2 0.0508(9) 0.0588(10) 0.0435(9) 0.0218(8) 0.0184(7) 0.0192(8) C8 0.0503(13) 0.0472(12) 0.0446(12) 0.0199(10) 0.0170(10) 0.0177(10) C9 0.109(3) 0.073(2) 0.0590(17) 0.0333(16) 0.0480(18) 0.048(2) C10 0.072(2) 0.115(3) 0.075(2) 0.029(2) 0.0211(18) 0.056(2) N4 0.0596(12) 0.0474(11) 0.0484(11) 0.0199(9) 0.0241(10) 0.0240(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 N1 2.1860(16) . ? Re1 Cl1 2.3049(6) . ? Re1 Cl5 2.3315(6) . ? Re1 Cl4 2.3437(6) . ? Re1 Cl2 2.3524(6) . ? Re1 Cl3 2.3541(6) . ? N1 C3 1.336(3) . ? N1 C1 1.340(3) . ? N2 C2 1.327(3) . ? N2 C4 1.333(3) . ? N2 Cu1 2.4769(18) . ? C1 C2 1.383(3) . ? C1 H1A 0.9300 . ? C2 H2A 0.9300 . ? C3 C4 1.380(3) . ? C3 H3A 0.9300 . ? C4 H4A 0.9300 . ? Cu1 O1 1.9593(15) 2_666 ? Cu1 O1 1.9593(15) . ? Cu1 O2 1.9691(17) . ? Cu1 O2 1.9691(17) 2_666 ? Cu1 N2 2.4769(18) 2_666 ? O1 C5 1.240(3) . ? C5 N3 1.298(3) . ? C5 H5A 0.9300 . ? C6 N3 1.451(4) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 N3 1.456(4) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? O2 C8 1.243(3) . ? C8 N4 1.297(3) . ? C8 H8A 0.9300 . ? C9 N4 1.468(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 N4 1.441(4) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? 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 N1 Re1 Cl1 179.33(5) . . ? N1 Re1 Cl5 88.19(5) . . ? Cl1 Re1 Cl5 92.26(3) . . ? N1 Re1 Cl4 87.63(5) . . ? Cl1 Re1 Cl4 92.87(3) . . ? Cl5 Re1 Cl4 90.20(2) . . ? N1 Re1 Cl2 87.55(5) . . ? Cl1 Re1 Cl2 91.95(3) . . ? Cl5 Re1 Cl2 90.34(3) . . ? Cl4 Re1 Cl2 175.12(2) . . ? N1 Re1 Cl3 87.79(5) . . ? Cl1 Re1 Cl3 91.77(3) . . ? Cl5 Re1 Cl3 175.94(2) . . ? Cl4 Re1 Cl3 89.06(2) . . ? Cl2 Re1 Cl3 90.06(2) . . ? C3 N1 C1 116.87(18) . . ? C3 N1 Re1 122.40(14) . . ? C1 N1 Re1 120.73(13) . . ? C2 N2 C4 115.84(19) . . ? C2 N2 Cu1 116.50(14) . . ? C4 N2 Cu1 126.82(15) . . ? N1 C1 C2 121.13(19) . . ? N1 C1 H1A 119.4 . . ? C2 C1 H1A 119.4 . . ? N2 C2 C1 122.5(2) . . ? N2 C2 H2A 118.8 . . ? C1 C2 H2A 118.8 . . ? N1 C3 C4 120.9(2) . . ? N1 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? N2 C4 C3 122.8(2) . . ? N2 C4 H4A 118.6 . . ? C3 C4 H4A 118.6 . . ? O1 Cu1 O1 180.0 2_666 . ? O1 Cu1 O2 88.95(7) 2_666 . ? O1 Cu1 O2 91.05(7) . . ? O1 Cu1 O2 91.05(7) 2_666 2_666 ? O1 Cu1 O2 88.95(7) . 2_666 ? O2 Cu1 O2 180.0 . 2_666 ? O1 Cu1 N2 94.46(7) 2_666 . ? O1 Cu1 N2 85.54(7) . . ? O2 Cu1 N2 92.82(7) . . ? O2 Cu1 N2 87.18(7) 2_666 . ? O1 Cu1 N2 85.54(7) 2_666 2_666 ? O1 Cu1 N2 94.46(7) . 2_666 ? O2 Cu1 N2 87.18(7) . 2_666 ? O2 Cu1 N2 92.82(7) 2_666 2_666 ? N2 Cu1 N2 180.00(8) . 2_666 ? C5 O1 Cu1 127.19(16) . . ? O1 C5 N3 123.9(2) . . ? O1 C5 H5A 118.0 . . ? N3 C5 H5A 118.0 . . ? N3 C6 H6A 109.5 . . ? N3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 N3 C6 121.6(3) . . ? C5 N3 C7 119.9(2) . . ? C6 N3 C7 118.5(3) . . ? C8 O2 Cu1 128.45(17) . . ? O2 C8 N4 123.9(2) . . ? O2 C8 H8A 118.0 . . ? N4 C8 H8A 118.0 . . ? N4 C9 H9A 109.5 . . ? N4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 N4 C10 120.6(2) . . ? C8 N4 C9 121.8(2) . . ? C10 N4 C9 117.6(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.750 _refine_diff_density_min -1.053 _refine_diff_density_rms 0.084