# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Roger Alberto' 'Lukas Kromer' 'Bernhard Spingler' _publ_contact_author_name 'Roger Alberto' _publ_contact_author_email ARIEL@ACI.UNIZH.CH _publ_section_title ; Substitution reactions with [ReBr2(CO)2(NCCH3)2]-: a convenient route to complexes with the cis-[Re(CO)2]+ core ; # Attachment 'Alberto-Dalton2008-complex06.cif' data_lk260705 _database_code_depnum_ccdc_archive 'CCDC 683304' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H34 Br N12 O7 Re' _chemical_formula_weight 844.72 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 P21/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 10.3611(7) _cell_length_b 27.153(2) _cell_length_c 11.6030(8) _cell_angle_alpha 90.00 _cell_angle_beta 105.975(7) _cell_angle_gamma 90.00 _cell_volume 3138.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.788 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 5.205 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.2981 _exptl_absorpt_correction_T_max 0.7313 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 'Stoe IPDS' _diffrn_measurement_method '/f oscillation scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 50-200 _diffrn_standards_interval_count 'every image' _diffrn_standards_interval_time 6 _diffrn_standards_decay_% ? _diffrn_reflns_number 33748 _diffrn_reflns_av_R_equivalents 0.0615 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 28.15 _reflns_number_total 7579 _reflns_number_gt 6307 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (Stoe, 1999)' _computing_cell_refinement 'IPDS (Stoe, 1999)' _computing_data_reduction 'X-RED (Stoe, 1999)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1269P)^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 0.0056(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7579 _refine_ls_number_parameters 396 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0684 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1663 _refine_ls_wR_factor_gt 0.1590 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.008 _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 0.30434(2) 0.294257(7) 0.537510(17) 0.03091(13) Uani 1 1 d . . . Br1 Br 0.23896(7) 0.53899(2) 0.07806(6) 0.04720(19) Uani 1 1 d . . . C1 C 0.4562(7) 0.2542(2) 0.5917(5) 0.0426(14) Uani 1 1 d . . . C2 C 0.2758(8) 0.2861(3) 0.6879(6) 0.0453(15) Uani 1 1 d . . . C3 C 0.1210(7) 0.2007(2) 0.4292(6) 0.0353(12) Uani 1 1 d . . . C4 C 0.0429(7) 0.1571(2) 0.3808(6) 0.0437(13) Uani 1 1 d . . . H4A H 0.0932 0.1275 0.4147 0.066 Uiso 1 1 calc R . . H4B H 0.0254 0.1567 0.2934 0.066 Uiso 1 1 calc R . . H4C H -0.0425 0.1578 0.4016 0.066 Uiso 1 1 calc R . . C5 C 0.4785(7) 0.3935(2) 0.5809(5) 0.0400(13) Uani 1 1 d . . . C6 C 0.5590(9) 0.4377(3) 0.5874(7) 0.0573(19) Uani 1 1 d . . . H6A H 0.6251 0.4395 0.6661 0.086 Uiso 1 1 calc R . . H6B H 0.5006 0.4667 0.5760 0.086 Uiso 1 1 calc R . . H6C H 0.6057 0.4368 0.5246 0.086 Uiso 1 1 calc R . . C7 C -0.0798(6) 0.4582(2) 0.5506(5) 0.0341(11) Uani 1 1 d . . . C8 C -0.0405(6) 0.3979(2) 0.4351(5) 0.0325(11) Uani 1 1 d . . . C9 C 0.0723(6) 0.3798(2) 0.5178(5) 0.0316(10) Uani 1 1 d . . . C10 C 0.1173(6) 0.4045(2) 0.6323(5) 0.0342(11) Uani 1 1 d . . . C11 C 0.0421(6) 0.3336(2) 0.3607(5) 0.0335(11) Uani 1 1 d . . . H11A H 0.0517 0.3083 0.3072 0.040 Uiso 1 1 calc R . . C12 C -0.1660(6) 0.3725(3) 0.2228(5) 0.0424(13) Uani 1 1 d . . . H12A H -0.1390 0.3540 0.1596 0.051 Uiso 1 1 calc R . . H12B H -0.1770 0.4075 0.1981 0.051 Uiso 1 1 calc R . . C13 C -0.2986(7) 0.3528(3) 0.2326(7) 0.0519(17) Uani 1 1 d . . . H13A H -0.3287 0.3723 0.2914 0.062 Uiso 1 1 calc R . . H13B H -0.2880 0.3183 0.2584 0.062 Uiso 1 1 calc R . . H13C H -0.3653 0.3551 0.1544 0.062 Uiso 1 1 calc R . . C14 C 0.3192(6) 0.3938(2) 0.0734(5) 0.0371(12) Uani 1 1 d . . . C15 C 0.3429(6) 0.3229(2) 0.1683(5) 0.0324(11) Uani 1 1 d . . . C16 C 0.3204(6) 0.3406(2) 0.2731(5) 0.0320(11) Uani 1 1 d . . . C17 C 0.2949(6) 0.3930(2) 0.2783(5) 0.0339(11) Uani 1 1 d . . . C18 C 0.3544(6) 0.2623(2) 0.2970(5) 0.0351(11) Uani 1 1 d . . . H18A H 0.3643 0.2303 0.3310 0.042 Uiso 1 1 calc R . . C19 C 0.3921(8) 0.2368(2) 0.0997(6) 0.0476(15) Uani 1 1 d . . . H19A H 0.4093 0.2551 0.0316 0.057 Uiso 1 1 calc R . . H19B H 0.4741 0.2179 0.1386 0.057 Uiso 1 1 calc R . . C20 C 0.2810(11) 0.2024(4) 0.0535(11) 0.083(4) Uani 1 1 d . . . H20A H 0.2703 0.1814 0.1189 0.124 Uiso 1 1 calc R . . H20B H 0.3004 0.1819 -0.0091 0.124 Uiso 1 1 calc R . . H20C H 0.1980 0.2210 0.0199 0.124 Uiso 1 1 calc R . . C21 C -0.0115(9) 0.6395(4) 0.0950(10) 0.073(2) Uani 1 1 d . . . H21A H -0.0590 0.6698 0.1043 0.110 Uiso 1 1 calc R . . H21B H -0.0412 0.6126 0.1378 0.110 Uiso 1 1 calc R . . H21C H -0.0311 0.6312 0.0097 0.110 Uiso 1 1 calc R . . C22 C 0.6116(9) 0.4907(3) 0.2134(7) 0.060(2) Uani 1 1 d . . . H22A H 0.5656 0.5226 0.2006 0.090 Uiso 1 1 calc R . . H22B H 0.5584 0.4664 0.1579 0.090 Uiso 1 1 calc R . . H22C H 0.7001 0.4940 0.1990 0.090 Uiso 1 1 calc R . . N1 N 0.1823(5) 0.2346(2) 0.4696(4) 0.0350(10) Uani 1 1 d . . . N2 N 0.4179(5) 0.35831(19) 0.5744(4) 0.0351(10) Uani 1 1 d . . . N3 N 0.1244(5) 0.34047(18) 0.4702(4) 0.0337(10) Uani 1 1 d . . . N4 N 0.3280(5) 0.30198(18) 0.3528(4) 0.0317(10) Uani 1 1 d . . . N5 N 0.0317(5) 0.44358(18) 0.6389(4) 0.0377(10) Uani 1 1 d . . . H5C H 0.0511 0.4605 0.7062 0.045 Uiso 1 1 calc R . . N6 N -0.1211(5) 0.43584(19) 0.4453(4) 0.0373(10) Uani 1 1 d . . . N7 N -0.0591(5) 0.36853(18) 0.3358(4) 0.0352(10) Uani 1 1 d . . . N8 N -0.1492(6) 0.4973(2) 0.5727(5) 0.0465(13) Uani 1 1 d . . . H8C H -0.2208 0.5076 0.5177 0.056 Uiso 1 1 calc R . . H8D H -0.1231 0.5125 0.6422 0.056 Uiso 1 1 calc R . . N9 N 0.2975(6) 0.41583(19) 0.1714(4) 0.0393(11) Uani 1 1 d . . . H9C H 0.2835 0.4478 0.1670 0.047 Uiso 1 1 calc R . . N10 N 0.3434(5) 0.34654(18) 0.0675(4) 0.0357(10) Uani 1 1 d . . . N11 N 0.3659(5) 0.27241(18) 0.1867(4) 0.0367(10) Uani 1 1 d . . . N12 N 0.3150(6) 0.4243(2) -0.0216(4) 0.0450(13) Uani 1 1 d . . . H12C H 0.3285 0.4122 -0.0877 0.054 Uiso 1 1 calc R . . H12D H 0.2987 0.4559 -0.0166 0.054 Uiso 1 1 calc R . . O1 O 0.5485(5) 0.2275(2) 0.6278(4) 0.0533(12) Uani 1 1 d . . . O2 O 0.2595(6) 0.2788(2) 0.7838(4) 0.0558(13) Uani 1 1 d . . . O3 O 0.2150(5) 0.39557(17) 0.7168(4) 0.0423(10) Uani 1 1 d . . . O4 O 0.2711(5) 0.41726(16) 0.3594(4) 0.0446(10) Uani 1 1 d . . . O5 O 0.1257(8) 0.6465(3) 0.1420(11) 0.119(4) Uani 1 1 d . . . O6 O 0.6272(7) 0.4753(3) 0.3310(5) 0.0697(17) Uani 1 1 d . . . H6 H 0.6636 0.4474 0.3411 0.105 Uiso 1 1 calc R . . O7 O 0.0119(6) 0.5058(2) 0.8304(4) 0.0529(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 Re1 0.03225(18) 0.03231(18) 0.02823(17) 0.00215(6) 0.00844(10) -0.00031(7) Br1 0.0486(4) 0.0399(3) 0.0511(4) -0.0027(2) 0.0105(3) -0.0004(3) C1 0.049(4) 0.045(3) 0.032(3) 0.003(2) 0.008(2) -0.008(3) C2 0.042(4) 0.043(3) 0.046(4) -0.003(3) 0.004(3) -0.009(3) C3 0.037(3) 0.034(3) 0.037(3) 0.000(2) 0.012(2) -0.001(2) C4 0.038(3) 0.043(3) 0.049(3) -0.011(3) 0.010(2) -0.009(3) C5 0.042(3) 0.045(3) 0.033(3) 0.000(2) 0.010(2) -0.006(3) C6 0.067(5) 0.051(4) 0.055(4) -0.001(3) 0.020(3) -0.024(4) C7 0.035(3) 0.032(2) 0.039(3) -0.001(2) 0.016(2) -0.002(2) C8 0.037(3) 0.032(2) 0.030(2) -0.0030(19) 0.012(2) -0.001(2) C9 0.034(3) 0.030(2) 0.032(2) -0.0020(19) 0.012(2) 0.001(2) C10 0.037(3) 0.036(3) 0.032(2) -0.002(2) 0.014(2) -0.001(2) C11 0.032(3) 0.037(3) 0.031(2) -0.004(2) 0.007(2) 0.003(2) C12 0.040(3) 0.051(3) 0.032(3) 0.001(2) 0.004(2) 0.010(3) C13 0.042(4) 0.057(4) 0.050(4) -0.005(3) 0.001(3) 0.002(3) C14 0.040(3) 0.038(3) 0.035(3) 0.000(2) 0.014(2) -0.001(2) C15 0.031(3) 0.030(3) 0.039(3) -0.003(2) 0.014(2) 0.000(2) C16 0.034(3) 0.031(2) 0.032(2) 0.0018(19) 0.010(2) 0.002(2) C17 0.038(3) 0.037(3) 0.027(2) 0.0018(19) 0.008(2) 0.001(2) C18 0.040(3) 0.034(3) 0.035(3) 0.000(2) 0.017(2) 0.004(2) C19 0.064(4) 0.036(3) 0.052(3) -0.001(3) 0.031(3) 0.009(3) C20 0.071(7) 0.085(7) 0.100(8) -0.058(6) 0.037(6) -0.011(5) C21 0.056(5) 0.058(5) 0.107(7) -0.005(5) 0.027(5) -0.006(4) C22 0.057(5) 0.073(5) 0.048(4) 0.009(3) 0.011(3) 0.002(4) N1 0.033(3) 0.041(3) 0.033(2) -0.0007(18) 0.0124(19) 0.0068(19) N2 0.034(3) 0.039(2) 0.032(2) 0.0032(18) 0.0079(18) 0.001(2) N3 0.035(3) 0.034(2) 0.031(2) 0.0006(17) 0.0065(18) 0.0016(19) N4 0.038(3) 0.034(2) 0.025(2) 0.0046(17) 0.0120(18) 0.0016(19) N5 0.043(3) 0.035(2) 0.037(2) -0.0057(18) 0.014(2) 0.001(2) N6 0.035(3) 0.040(3) 0.037(2) -0.0003(19) 0.0106(19) 0.005(2) N7 0.042(3) 0.034(2) 0.028(2) -0.0054(18) 0.0088(18) 0.000(2) N8 0.045(3) 0.044(3) 0.054(3) -0.012(2) 0.019(3) 0.002(2) N9 0.053(3) 0.035(2) 0.031(2) 0.0016(18) 0.015(2) 0.006(2) N10 0.040(3) 0.035(2) 0.034(2) 0.0015(19) 0.014(2) 0.003(2) N11 0.043(3) 0.031(2) 0.039(2) -0.0011(19) 0.017(2) 0.006(2) N12 0.067(4) 0.041(3) 0.030(2) 0.0031(19) 0.018(2) 0.002(3) O1 0.040(3) 0.064(3) 0.055(3) 0.024(2) 0.011(2) 0.016(2) O2 0.073(4) 0.067(3) 0.033(2) 0.003(2) 0.023(2) -0.014(3) O3 0.042(2) 0.049(2) 0.0340(19) -0.0065(17) 0.0069(17) 0.0009(19) O4 0.064(3) 0.039(2) 0.035(2) -0.0005(16) 0.0199(19) 0.011(2) O5 0.055(4) 0.059(4) 0.228(11) -0.052(5) 0.012(5) -0.006(3) O6 0.064(4) 0.092(5) 0.056(3) 0.017(3) 0.020(3) 0.023(3) O7 0.060(3) 0.058(3) 0.044(2) -0.010(2) 0.019(2) -0.003(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 C2 1.862(8) . ? Re1 C1 1.873(7) . ? Re1 N1 2.072(6) . ? Re1 N2 2.077(5) . ? Re1 N3 2.204(5) . ? Re1 N4 2.233(5) . ? C1 O1 1.181(8) . ? C2 O2 1.187(9) . ? C3 N1 1.144(8) . ? C3 C4 1.455(8) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N2 1.134(8) . ? C5 C6 1.453(9) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 N6 1.326(7) . ? C7 N8 1.346(8) . ? C7 N5 1.375(8) . ? C8 N6 1.352(7) . ? C8 N7 1.370(7) . ? C8 C9 1.382(8) . ? C9 N3 1.379(7) . ? C9 C10 1.446(7) . ? C10 O3 1.224(7) . ? C10 N5 1.398(7) . ? C11 N3 1.334(7) . ? C11 N7 1.383(7) . ? C11 H11A 0.9500 . ? C12 N7 1.469(7) . ? C12 C13 1.507(10) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 N10 1.314(8) . ? C14 N9 1.357(8) . ? C14 N12 1.368(8) . ? C15 N10 1.336(7) . ? C15 C16 1.386(7) . ? C15 N11 1.397(7) . ? C16 N4 1.387(7) . ? C16 C17 1.449(8) . ? C17 O4 1.228(7) . ? C17 N9 1.394(7) . ? C18 N4 1.323(7) . ? C18 N11 1.345(7) . ? C18 H18A 0.9500 . ? C19 C20 1.464(12) . ? C19 N11 1.476(8) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 O5 1.389(11) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 O6 1.393(9) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? N5 H5C 0.8800 . ? N8 H8C 0.8800 . ? N8 H8D 0.8800 . ? N9 H9C 0.8800 . ? N12 H12C 0.8800 . ? N12 H12D 0.8800 . ? O6 H6 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C1 87.2(3) . . ? C2 Re1 N1 91.5(2) . . ? C1 Re1 N1 92.4(2) . . ? C2 Re1 N2 97.7(2) . . ? C1 Re1 N2 92.4(2) . . ? N1 Re1 N2 169.89(18) . . ? C2 Re1 N3 93.6(3) . . ? C1 Re1 N3 178.8(2) . . ? N1 Re1 N3 86.69(18) . . ? N2 Re1 N3 88.41(18) . . ? C2 Re1 N4 176.9(2) . . ? C1 Re1 N4 94.2(2) . . ? N1 Re1 N4 85.71(18) . . ? N2 Re1 N4 85.05(18) . . ? N3 Re1 N4 84.94(18) . . ? O1 C1 Re1 177.0(6) . . ? O2 C2 Re1 177.2(7) . . ? N1 C3 C4 178.5(7) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 178.2(8) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N6 C7 N8 118.8(6) . . ? N6 C7 N5 123.1(5) . . ? N8 C7 N5 118.0(5) . . ? N6 C8 N7 124.7(5) . . ? N6 C8 C9 129.4(5) . . ? N7 C8 C9 105.9(5) . . ? N3 C9 C8 110.3(5) . . ? N3 C9 C10 131.6(5) . . ? C8 C9 C10 118.1(5) . . ? O3 C10 N5 120.2(5) . . ? O3 C10 C9 129.1(6) . . ? N5 C10 C9 110.7(5) . . ? N3 C11 N7 110.7(5) . . ? N3 C11 H11A 124.7 . . ? N7 C11 H11A 124.7 . . ? N7 C12 C13 112.7(5) . . ? N7 C12 H12A 109.1 . . ? C13 C12 H12A 109.1 . . ? N7 C12 H12B 109.1 . . ? C13 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N10 C14 N9 123.5(6) . . ? N10 C14 N12 120.8(6) . . ? N9 C14 N12 115.7(6) . . ? N10 C15 C16 130.0(5) . . ? N10 C15 N11 124.4(5) . . ? C16 C15 N11 105.7(5) . . ? C15 C16 N4 109.2(5) . . ? C15 C16 C17 117.0(5) . . ? N4 C16 C17 133.7(5) . . ? O4 C17 N9 120.0(5) . . ? O4 C17 C16 129.5(5) . . ? N9 C17 C16 110.5(5) . . ? N4 C18 N11 112.6(5) . . ? N4 C18 H18A 123.7 . . ? N11 C18 H18A 123.7 . . ? C20 C19 N11 113.2(7) . . ? C20 C19 H19A 108.9 . . ? N11 C19 H19A 108.9 . . ? C20 C19 H19B 108.9 . . ? N11 C19 H19B 108.9 . . ? 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 . . ? O5 C21 H21A 109.5 . . ? O5 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O5 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O6 C22 H22A 109.5 . . ? O6 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O6 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C3 N1 Re1 175.8(5) . . ? C5 N2 Re1 172.1(5) . . ? C11 N3 C9 105.7(5) . . ? C11 N3 Re1 121.0(4) . . ? C9 N3 Re1 133.2(4) . . ? C18 N4 C16 105.7(5) . . ? C18 N4 Re1 119.1(4) . . ? C16 N4 Re1 135.2(4) . . ? C7 N5 C10 126.4(5) . . ? C7 N5 H5C 116.8 . . ? C10 N5 H5C 116.8 . . ? C7 N6 C8 112.3(5) . . ? C8 N7 C11 107.4(5) . . ? C8 N7 C12 127.3(5) . . ? C11 N7 C12 125.3(5) . . ? C7 N8 H8C 120.0 . . ? C7 N8 H8D 120.0 . . ? H8C N8 H8D 120.0 . . ? C14 N9 C17 126.7(5) . . ? C14 N9 H9C 116.6 . . ? C17 N9 H9C 116.6 . . ? C14 N10 C15 112.2(5) . . ? C18 N11 C15 106.8(5) . . ? C18 N11 C19 126.8(5) . . ? C15 N11 C19 126.4(5) . . ? C14 N12 H12C 120.0 . . ? C14 N12 H12D 120.0 . . ? H12C N12 H12D 120.0 . . ? C22 O6 H6 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Re1 C1 O1 47(11) . . . . ? N1 Re1 C1 O1 -44(11) . . . . ? N2 Re1 C1 O1 145(11) . . . . ? N3 Re1 C1 O1 -86(16) . . . . ? N4 Re1 C1 O1 -130(11) . . . . ? C1 Re1 C2 O2 -37(13) . . . . ? N1 Re1 C2 O2 55(13) . . . . ? N2 Re1 C2 O2 -129(13) . . . . ? N3 Re1 C2 O2 142(13) . . . . ? N4 Re1 C2 O2 79(15) . . . . ? N6 C8 C9 N3 -179.9(6) . . . . ? N7 C8 C9 N3 1.0(6) . . . . ? N6 C8 C9 C10 -1.9(9) . . . . ? N7 C8 C9 C10 179.0(5) . . . . ? N3 C9 C10 O3 -0.9(11) . . . . ? C8 C9 C10 O3 -178.4(6) . . . . ? N3 C9 C10 N5 178.9(6) . . . . ? C8 C9 C10 N5 1.3(7) . . . . ? N10 C15 C16 N4 179.0(6) . . . . ? N11 C15 C16 N4 -0.7(7) . . . . ? N10 C15 C16 C17 -0.9(10) . . . . ? N11 C15 C16 C17 179.4(5) . . . . ? C15 C16 C17 O4 179.2(6) . . . . ? N4 C16 C17 O4 -0.7(12) . . . . ? C15 C16 C17 N9 0.3(8) . . . . ? N4 C16 C17 N9 -179.6(6) . . . . ? C4 C3 N1 Re1 122(26) . . . . ? C2 Re1 N1 C3 -133(7) . . . . ? C1 Re1 N1 C3 -45(7) . . . . ? N2 Re1 N1 C3 73(7) . . . . ? N3 Re1 N1 C3 134(7) . . . . ? N4 Re1 N1 C3 49(7) . . . . ? C6 C5 N2 Re1 -58(25) . . . . ? C2 Re1 N2 C5 -171(4) . . . . ? C1 Re1 N2 C5 101(4) . . . . ? N1 Re1 N2 C5 -17(5) . . . . ? N3 Re1 N2 C5 -78(4) . . . . ? N4 Re1 N2 C5 7(4) . . . . ? N7 C11 N3 C9 1.8(7) . . . . ? N7 C11 N3 Re1 -176.7(4) . . . . ? C8 C9 N3 C11 -1.7(7) . . . . ? C10 C9 N3 C11 -179.4(6) . . . . ? C8 C9 N3 Re1 176.4(4) . . . . ? C10 C9 N3 Re1 -1.3(10) . . . . ? C2 Re1 N3 C11 -136.3(5) . . . . ? C1 Re1 N3 C11 -3(11) . . . . ? N1 Re1 N3 C11 -45.1(5) . . . . ? N2 Re1 N3 C11 126.1(5) . . . . ? N4 Re1 N3 C11 40.9(5) . . . . ? C2 Re1 N3 C9 45.7(6) . . . . ? C1 Re1 N3 C9 179(100) . . . . ? N1 Re1 N3 C9 137.0(5) . . . . ? N2 Re1 N3 C9 -51.9(5) . . . . ? N4 Re1 N3 C9 -137.0(5) . . . . ? N11 C18 N4 C16 0.6(7) . . . . ? N11 C18 N4 Re1 179.9(4) . . . . ? C15 C16 N4 C18 0.1(7) . . . . ? C17 C16 N4 C18 -180.0(7) . . . . ? C15 C16 N4 Re1 -179.1(4) . . . . ? C17 C16 N4 Re1 0.8(11) . . . . ? C2 Re1 N4 C18 -71(5) . . . . ? C1 Re1 N4 C18 45.5(5) . . . . ? N1 Re1 N4 C18 -46.6(5) . . . . ? N2 Re1 N4 C18 137.5(5) . . . . ? N3 Re1 N4 C18 -133.7(5) . . . . ? C2 Re1 N4 C16 108(5) . . . . ? C1 Re1 N4 C16 -135.4(6) . . . . ? N1 Re1 N4 C16 132.5(6) . . . . ? N2 Re1 N4 C16 -43.3(6) . . . . ? N3 Re1 N4 C16 45.5(6) . . . . ? N6 C7 N5 C10 0.6(9) . . . . ? N8 C7 N5 C10 -179.1(6) . . . . ? O3 C10 N5 C7 178.9(6) . . . . ? C9 C10 N5 C7 -0.9(8) . . . . ? N8 C7 N6 C8 178.9(5) . . . . ? N5 C7 N6 C8 -0.7(8) . . . . ? N7 C8 N6 C7 -179.6(5) . . . . ? C9 C8 N6 C7 1.4(9) . . . . ? N6 C8 N7 C11 -179.1(6) . . . . ? C9 C8 N7 C11 0.1(6) . . . . ? N6 C8 N7 C12 0.7(10) . . . . ? C9 C8 N7 C12 179.9(6) . . . . ? N3 C11 N7 C8 -1.2(7) . . . . ? N3 C11 N7 C12 179.0(6) . . . . ? C13 C12 N7 C8 -76.5(8) . . . . ? C13 C12 N7 C11 103.3(7) . . . . ? N10 C14 N9 C17 -1.0(11) . . . . ? N12 C14 N9 C17 179.1(6) . . . . ? O4 C17 N9 C14 -178.5(6) . . . . ? C16 C17 N9 C14 0.5(9) . . . . ? N9 C14 N10 C15 0.5(9) . . . . ? N12 C14 N10 C15 -179.7(6) . . . . ? C16 C15 N10 C14 0.5(9) . . . . ? N11 C15 N10 C14 -179.9(6) . . . . ? N4 C18 N11 C15 -1.0(7) . . . . ? N4 C18 N11 C19 -178.7(6) . . . . ? N10 C15 N11 C18 -178.7(6) . . . . ? C16 C15 N11 C18 1.0(6) . . . . ? N10 C15 N11 C19 -1.0(10) . . . . ? C16 C15 N11 C19 178.7(6) . . . . ? C20 C19 N11 C18 67.3(10) . . . . ? C20 C19 N11 C15 -109.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 28.15 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 3.646 _refine_diff_density_min -2.252 _refine_diff_density_rms 0.264 # Attachment 'Alberto-Dalton2008-complex07.cif' data_lk130206 _database_code_depnum_ccdc_archive 'CCDC 683305' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C7 H6 Br N2 O3 Re' _chemical_formula_weight 432.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Br Br -0.2901 2.4595 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M I2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 5.9303(4) _cell_length_b 7.8984(4) _cell_length_c 11.8361(8) _cell_angle_alpha 90.00 _cell_angle_beta 102.334(8) _cell_angle_gamma 90.00 _cell_volume 541.61(6) _cell_formula_units_Z 2 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 30.4 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.651 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 14.889 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1327 _exptl_absorpt_correction_T_max 0.3448 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 'Stoe IPDS' _diffrn_measurement_method '/f oscillation scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 50-200 _diffrn_standards_interval_count 'every image' _diffrn_standards_interval_time 6 _diffrn_standards_decay_% ? _diffrn_reflns_number 4657 _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 5.12 _diffrn_reflns_theta_max 30.34 _reflns_number_total 862 _reflns_number_gt 853 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (Stoe, 1999)' _computing_cell_refinement 'IPDS (Stoe, 1999)' _computing_data_reduction 'X-RED (Stoe, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0317P)^2^+9.2336P] 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 0.027(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 862 _refine_ls_number_parameters 52 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.1095 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.206 _refine_ls_restrained_S_all 1.206 _refine_ls_shift/su_max 0.002 _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 0.0000 0.0000 0.0000 0.0437(3) Uani 1 4 d S . . Br1 Br 0.274(2) 0.2272(15) 0.0915(10) 0.052(2) Uani 0.25 1 d P . . N1 N -0.1455(16) 0.0000 0.1457(7) 0.0414(18) Uani 1 2 d S . . C2 C -0.226(2) 0.0000 0.2235(10) 0.047(2) Uani 1 2 d S . . C3 C -0.330(2) 0.0000 0.3269(11) 0.054(3) Uani 1 2 d S . . H3A H -0.4790 0.0583 0.3086 0.081 Uiso 0.50 1 calc PR . . H3B H -0.2267 0.0587 0.3906 0.081 Uiso 0.50 1 calc PR . . H3C H -0.3524 -0.1170 0.3497 0.081 Uiso 0.50 1 calc PR . . O1 O 0.346(3) 0.272(3) 0.1142(17) 0.062(4) Uani 0.75 1 d P . . C1 C 0.226(9) 0.185(6) 0.072(4) 0.073(12) Uani 0.75 1 d P . . 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 0.0440(4) 0.0502(5) 0.0387(4) 0.000 0.0131(2) 0.000 Br1 0.043(5) 0.067(6) 0.045(6) 0.001(4) 0.010(4) 0.004(3) N1 0.042(4) 0.050(5) 0.034(4) 0.000 0.012(3) 0.000 C2 0.044(5) 0.052(6) 0.048(6) 0.000 0.015(4) 0.000 C3 0.056(7) 0.067(8) 0.046(6) 0.000 0.025(5) 0.000 O1 0.046(9) 0.086(11) 0.054(8) 0.001(7) 0.011(6) 0.000(7) C1 0.08(3) 0.10(3) 0.043(15) 0.014(17) 0.019(16) 0.04(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 C1 2.05(4) 5 ? Re1 C1 2.05(4) 2 ? Re1 C1 2.05(4) . ? Re1 C1 2.05(4) 6 ? Re1 N1 2.086(8) . ? Re1 N1 2.086(8) 5 ? Re1 Br1 2.505(9) . ? Re1 Br1 2.505(9) 5 ? Re1 Br1 2.505(9) 2 ? Re1 Br1 2.505(9) 6 ? Br1 O1 0.576(12) . ? N1 C2 1.123(14) . ? C2 C3 1.484(16) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? O1 C1 1.03(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C1 91(3) 5 2 ? C1 Re1 C1 179.999(2) 5 . ? C1 Re1 C1 89(3) 2 . ? C1 Re1 C1 89(3) 5 6 ? C1 Re1 C1 180.000(2) 2 6 ? C1 Re1 C1 91(3) . 6 ? C1 Re1 N1 89.6(17) 5 . ? C1 Re1 N1 89.6(17) 2 . ? C1 Re1 N1 90.4(17) . . ? C1 Re1 N1 90.4(17) 6 . ? C1 Re1 N1 90.4(17) 5 5 ? C1 Re1 N1 90.4(17) 2 5 ? C1 Re1 N1 89.6(17) . 5 ? C1 Re1 N1 89.6(17) 6 5 ? N1 Re1 N1 180.0 . 5 ? C1 Re1 Br1 178.8(19) 5 . ? C1 Re1 Br1 88.5(14) 2 . ? C1 Re1 Br1 1.2(19) . . ? C1 Re1 Br1 91.5(14) 6 . ? N1 Re1 Br1 89.2(3) . . ? N1 Re1 Br1 90.8(3) 5 . ? C1 Re1 Br1 1.2(19) 5 5 ? C1 Re1 Br1 91.5(14) 2 5 ? C1 Re1 Br1 178.8(19) . 5 ? C1 Re1 Br1 88.5(14) 6 5 ? N1 Re1 Br1 90.8(3) . 5 ? N1 Re1 Br1 89.2(3) 5 5 ? Br1 Re1 Br1 180.0 . 5 ? C1 Re1 Br1 91.5(14) 5 2 ? C1 Re1 Br1 1.2(19) 2 2 ? C1 Re1 Br1 88.5(14) . 2 ? C1 Re1 Br1 178.8(19) 6 2 ? N1 Re1 Br1 90.8(3) . 2 ? N1 Re1 Br1 89.2(3) 5 2 ? Br1 Re1 Br1 88.5(6) . 2 ? Br1 Re1 Br1 91.5(6) 5 2 ? C1 Re1 Br1 88.5(14) 5 6 ? C1 Re1 Br1 178.8(19) 2 6 ? C1 Re1 Br1 91.5(14) . 6 ? C1 Re1 Br1 1.2(19) 6 6 ? N1 Re1 Br1 89.2(3) . 6 ? N1 Re1 Br1 90.8(3) 5 6 ? Br1 Re1 Br1 91.5(6) . 6 ? Br1 Re1 Br1 88.5(6) 5 6 ? Br1 Re1 Br1 180.0 2 6 ? O1 Br1 Re1 172(2) . . ? C2 N1 Re1 179.4(10) . . ? N1 C2 C3 179.6(13) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? Br1 O1 C1 5(4) . . ? O1 C1 Re1 175(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Re1 Br1 O1 102(95) 5 . . . ? C1 Re1 Br1 O1 -169(16) 2 . . . ? C1 Re1 Br1 O1 -78(95) . . . . ? C1 Re1 Br1 O1 11(16) 6 . . . ? N1 Re1 Br1 O1 101(15) . . . . ? N1 Re1 Br1 O1 -79(15) 5 . . . ? Br1 Re1 Br1 O1 15(20) 5 . . . ? Br1 Re1 Br1 O1 -168(15) 2 . . . ? Br1 Re1 Br1 O1 12(15) 6 . . . ? C1 Re1 N1 C2 -45.7(16) 5 . . . ? C1 Re1 N1 C2 45.7(16) 2 . . . ? C1 Re1 N1 C2 134.3(16) . . . . ? C1 Re1 N1 C2 -134.3(16) 6 . . . ? N1 Re1 N1 C2 180.0(7) 5 . . . ? Br1 Re1 N1 C2 134.3(4) . . . . ? Br1 Re1 N1 C2 -45.7(4) 5 . . . ? Br1 Re1 N1 C2 45.7(4) 2 . . . ? Br1 Re1 N1 C2 -134.3(4) 6 . . . ? Re1 N1 C2 C3 180.0(3) . . . . ? Re1 Br1 O1 C1 30(50) . . . . ? Br1 O1 C1 Re1 -105(93) . . . . ? C1 Re1 C1 O1 -156(70) 5 . . . ? C1 Re1 C1 O1 146(69) 2 . . . ? C1 Re1 C1 O1 -34(69) 6 . . . ? N1 Re1 C1 O1 57(68) . . . . ? N1 Re1 C1 O1 -123(68) 5 . . . ? Br1 Re1 C1 O1 58(83) . . . . ? Br1 Re1 C1 O1 -122(83) 5 . . . ? Br1 Re1 C1 O1 148(68) 2 . . . ? Br1 Re1 C1 O1 -32(68) 6 . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 30.34 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.265 _refine_diff_density_min -1.308 _refine_diff_density_rms 0.234 # Attachment 'Alberto-Dalton2008-complex09.cif' data_lk220404 _database_code_depnum_ccdc_archive 'CCDC 683306' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Br N4 O2 Re' _chemical_formula_weight 560.42 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.6113(8) _cell_length_b 9.9206(5) _cell_length_c 14.5778(11) _cell_angle_alpha 90.00 _cell_angle_beta 109.508(8) _cell_angle_gamma 90.00 _cell_volume 1855.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.006 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 8.717 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1136 _exptl_absorpt_correction_T_max 0.7412 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 'Stoe IPDS' _diffrn_measurement_method '/f oscillation scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 50-200 _diffrn_standards_interval_count 'every image' _diffrn_standards_interval_time 11 _diffrn_standards_decay_% ? _diffrn_reflns_number 19615 _diffrn_reflns_av_R_equivalents 0.1399 _diffrn_reflns_av_sigmaI/netI 0.1044 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 29.13 _reflns_number_total 4936 _reflns_number_gt 3142 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (Stoe, 1999)' _computing_cell_refinement 'IPDS (Stoe, 1999)' _computing_data_reduction 'X-RED (Stoe, 1999)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0707P)^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 4936 _refine_ls_number_parameters 219 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0865 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1376 _refine_ls_wR_factor_gt 0.1259 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.887 _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 0.13852(3) 0.15926(3) 0.86897(2) 0.03680(12) Uani 1 1 d . . . C1 C 0.1003(8) -0.0043(10) 0.9197(7) 0.043(2) Uani 1 1 d . . . C2 C 0.0493(9) 0.1140(9) 0.7432(7) 0.045(2) Uani 1 1 d . . . C3 C 0.3384(9) -0.0001(9) 0.8589(7) 0.044(2) Uani 1 1 d . . . C4 C 0.4297(10) -0.0832(10) 0.8674(9) 0.054(3) Uani 1 1 d . . . H4A H 0.4900 -0.0249 0.8748 0.081 Uiso 1 1 calc R . . H4B H 0.4161 -0.1384 0.8087 0.081 Uiso 1 1 calc R . . H4C H 0.4443 -0.1420 0.9244 0.081 Uiso 1 1 calc R . . C5 C -0.0434(8) 0.3253(9) 0.9134(6) 0.041(2) Uani 1 1 d . . . C6 C -0.1324(9) 0.3953(11) 0.9285(8) 0.050(2) Uani 1 1 d . . . H6A H -0.1623 0.4595 0.8754 0.075 Uiso 1 1 calc R . . H6B H -0.1086 0.4436 0.9906 0.075 Uiso 1 1 calc R . . H6C H -0.1856 0.3291 0.9294 0.075 Uiso 1 1 calc R . . C7 C 0.2556(8) 0.4292(9) 0.9007(7) 0.042(2) Uani 1 1 d . . . C8 C 0.2815(9) 0.5584(10) 0.8827(7) 0.049(2) Uani 1 1 d . . . H8A H 0.3256 0.6113 0.9345 0.059 Uiso 1 1 calc R . . C9 C 0.2440(11) 0.6118(11) 0.7898(8) 0.059(3) Uani 1 1 d . . . H9A H 0.2632 0.7000 0.7770 0.070 Uiso 1 1 calc R . . C10 C 0.1784(9) 0.5349(9) 0.7165(7) 0.046(2) Uani 1 1 d . . . H10A H 0.1516 0.5693 0.6521 0.055 Uiso 1 1 calc R . . C11 C 0.1514(8) 0.4057(10) 0.7375(6) 0.043(2) Uani 1 1 d . . . H11A H 0.1058 0.3530 0.6866 0.052 Uiso 1 1 calc R . . C12 C 0.2941(8) 0.3630(9) 0.9964(7) 0.042(2) Uani 1 1 d . . . C13 C 0.3692(9) 0.4215(10) 1.0776(7) 0.051(3) Uani 1 1 d . . . H13A H 0.3961 0.5088 1.0733 0.061 Uiso 1 1 calc R . . C14 C 0.4035(9) 0.3499(11) 1.1639(7) 0.052(3) Uani 1 1 d . . . H14A H 0.4542 0.3877 1.2197 0.063 Uiso 1 1 calc R . . C15 C 0.3623(9) 0.2195(11) 1.1686(7) 0.051(2) Uani 1 1 d . . . H15A H 0.3847 0.1687 1.2272 0.061 Uiso 1 1 calc R . . C16 C 0.2901(9) 0.1692(10) 1.0873(7) 0.047(2) Uani 1 1 d . . . H16A H 0.2647 0.0806 1.0899 0.057 Uiso 1 1 calc R . . N1 N 0.2667(7) 0.0614(8) 0.8537(6) 0.0412(17) Uani 1 1 d . . . N2 N 0.0217(7) 0.2685(7) 0.8983(5) 0.0381(16) Uani 1 1 d . . . N3 N 0.1883(7) 0.3537(7) 0.8282(5) 0.0374(16) Uani 1 1 d . . . N4 N 0.2519(7) 0.2388(8) 1.0017(5) 0.0417(17) Uani 1 1 d . . . O1 O 0.0758(7) -0.0982(7) 0.9513(5) 0.0567(19) Uani 1 1 d . . . O2 O -0.0058(7) 0.0897(7) 0.6633(5) 0.0557(19) Uani 1 1 d . . . Br1 Br 0.38400(10) -0.20664(11) 1.10490(8) 0.0531(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.0403(2) 0.02585(15) 0.04553(19) 0.00005(14) 0.01602(14) 0.00082(15) C1 0.036(5) 0.043(5) 0.052(5) 0.003(4) 0.018(4) 0.004(4) C2 0.056(7) 0.025(4) 0.062(6) -0.002(4) 0.028(5) -0.005(4) C3 0.048(6) 0.032(4) 0.053(5) -0.001(4) 0.017(4) -0.006(4) C4 0.053(7) 0.038(5) 0.080(7) 0.000(5) 0.034(6) 0.002(5) C5 0.046(6) 0.033(4) 0.045(4) -0.002(3) 0.016(4) -0.006(4) C6 0.048(7) 0.040(5) 0.064(6) -0.003(4) 0.021(5) 0.002(5) C7 0.045(6) 0.026(4) 0.053(5) -0.004(3) 0.015(4) 0.002(4) C8 0.059(7) 0.034(5) 0.052(5) 0.000(4) 0.016(5) -0.012(4) C9 0.071(9) 0.033(4) 0.070(7) 0.006(5) 0.021(6) -0.005(5) C10 0.051(6) 0.032(4) 0.056(5) 0.004(4) 0.020(4) 0.002(4) C11 0.037(6) 0.046(5) 0.042(4) -0.001(4) 0.007(4) 0.008(4) C12 0.042(6) 0.031(4) 0.050(5) -0.004(3) 0.012(4) 0.005(4) C13 0.057(7) 0.033(4) 0.056(6) -0.002(4) 0.009(5) 0.003(4) C14 0.054(7) 0.049(5) 0.045(5) -0.012(4) 0.003(4) 0.006(5) C15 0.056(7) 0.052(6) 0.044(5) 0.007(4) 0.016(4) 0.014(5) C16 0.058(7) 0.039(5) 0.050(5) 0.006(4) 0.024(5) 0.004(5) N1 0.041(5) 0.033(4) 0.055(4) 0.001(3) 0.023(4) 0.006(3) N2 0.043(5) 0.028(3) 0.048(4) -0.001(3) 0.020(3) -0.003(3) N3 0.042(5) 0.024(3) 0.049(4) -0.001(3) 0.019(3) -0.004(3) N4 0.043(5) 0.036(4) 0.046(4) 0.000(3) 0.014(3) 0.007(3) O1 0.065(5) 0.036(3) 0.062(4) 0.012(3) 0.012(4) -0.009(4) O2 0.067(6) 0.040(4) 0.053(4) -0.008(3) 0.010(4) -0.003(4) Br1 0.0574(7) 0.0390(4) 0.0581(6) -0.0033(4) 0.0130(5) -0.0109(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 C2 1.885(11) . ? Re1 C1 1.925(10) . ? Re1 N1 2.073(8) . ? Re1 N2 2.083(8) . ? Re1 N4 2.180(8) . ? Re1 N3 2.192(7) . ? C1 O1 1.138(12) . ? C2 O2 1.181(12) . ? C3 N1 1.132(13) . ? C3 C4 1.462(15) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N2 1.132(12) . ? C5 C6 1.475(15) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 N3 1.368(12) . ? C7 C8 1.378(13) . ? C7 C12 1.471(13) . ? C8 C9 1.383(15) . ? C8 H8A 0.9500 . ? C9 C10 1.372(16) . ? C9 H9A 0.9500 . ? C10 C11 1.395(14) . ? C10 H10A 0.9500 . ? C11 N3 1.350(11) . ? C11 H11A 0.9500 . ? C12 N4 1.373(12) . ? C12 C13 1.405(14) . ? C13 C14 1.383(14) . ? C13 H13A 0.9500 . ? C14 C15 1.421(16) . ? C14 H14A 0.9500 . ? C15 C16 1.357(16) . ? C15 H15A 0.9500 . ? C16 N4 1.367(12) . ? C16 H16A 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C1 90.2(4) . . ? C2 Re1 N1 94.3(4) . . ? C1 Re1 N1 89.5(4) . . ? C2 Re1 N2 92.1(4) . . ? C1 Re1 N2 92.1(3) . . ? N1 Re1 N2 173.4(3) . . ? C2 Re1 N4 170.0(3) . . ? C1 Re1 N4 99.5(4) . . ? N1 Re1 N4 83.9(3) . . ? N2 Re1 N4 89.5(3) . . ? C2 Re1 N3 95.9(3) . . ? C1 Re1 N3 173.5(3) . . ? N1 Re1 N3 92.0(3) . . ? N2 Re1 N3 85.7(3) . . ? N4 Re1 N3 74.4(3) . . ? O1 C1 Re1 177.5(9) . . ? O2 C2 Re1 177.8(8) . . ? N1 C3 C4 177.9(10) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 176.8(10) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 120.7(9) . . ? N3 C7 C12 115.1(8) . . ? C8 C7 C12 124.3(9) . . ? C7 C8 C9 120.5(9) . . ? C7 C8 H8A 119.7 . . ? C9 C8 H8A 119.7 . . ? C10 C9 C8 118.8(9) . . ? C10 C9 H9A 120.6 . . ? C8 C9 H9A 120.6 . . ? C9 C10 C11 119.4(9) . . ? C9 C10 H10A 120.3 . . ? C11 C10 H10A 120.3 . . ? N3 C11 C10 121.8(9) . . ? N3 C11 H11A 119.1 . . ? C10 C11 H11A 119.1 . . ? N4 C12 C13 121.6(8) . . ? N4 C12 C7 115.5(8) . . ? C13 C12 C7 122.9(9) . . ? C14 C13 C12 118.9(10) . . ? C14 C13 H13A 120.6 . . ? C12 C13 H13A 120.6 . . ? C13 C14 C15 119.5(9) . . ? C13 C14 H14A 120.2 . . ? C15 C14 H14A 120.2 . . ? C16 C15 C14 118.4(9) . . ? C16 C15 H15A 120.8 . . ? C14 C15 H15A 120.8 . . ? C15 C16 N4 123.7(10) . . ? C15 C16 H16A 118.1 . . ? N4 C16 H16A 118.1 . . ? C3 N1 Re1 169.6(8) . . ? C5 N2 Re1 178.3(8) . . ? C11 N3 C7 118.8(8) . . ? C11 N3 Re1 123.7(6) . . ? C7 N3 Re1 117.4(6) . . ? C16 N4 C12 117.8(8) . . ? C16 N4 Re1 124.6(7) . . ? C12 N4 Re1 117.4(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Re1 C1 O1 -108(22) . . . . ? N1 Re1 C1 O1 157(22) . . . . ? N2 Re1 C1 O1 -16(22) . . . . ? N4 Re1 C1 O1 74(22) . . . . ? N3 Re1 C1 O1 54(24) . . . . ? C1 Re1 C2 O2 175(100) . . . . ? N1 Re1 C2 O2 -95(25) . . . . ? N2 Re1 C2 O2 83(25) . . . . ? N4 Re1 C2 O2 -16(27) . . . . ? N3 Re1 C2 O2 -3(25) . . . . ? N3 C7 C8 C9 -3.2(17) . . . . ? C12 C7 C8 C9 178.3(11) . . . . ? C7 C8 C9 C10 1.6(18) . . . . ? C8 C9 C10 C11 0.0(18) . . . . ? C9 C10 C11 N3 -0.2(16) . . . . ? N3 C7 C12 N4 -4.3(12) . . . . ? C8 C7 C12 N4 174.2(10) . . . . ? N3 C7 C12 C13 175.4(10) . . . . ? C8 C7 C12 C13 -6.0(16) . . . . ? N4 C12 C13 C14 2.0(16) . . . . ? C7 C12 C13 C14 -177.8(10) . . . . ? C12 C13 C14 C15 0.1(16) . . . . ? C13 C14 C15 C16 0.1(16) . . . . ? C14 C15 C16 N4 -2.4(16) . . . . ? C4 C3 N1 Re1 35(36) . . . . ? C2 Re1 N1 C3 -133(5) . . . . ? C1 Re1 N1 C3 -43(5) . . . . ? N2 Re1 N1 C3 62(6) . . . . ? N4 Re1 N1 C3 57(5) . . . . ? N3 Re1 N1 C3 131(5) . . . . ? C6 C5 N2 Re1 -29(40) . . . . ? C2 Re1 N2 C5 47(26) . . . . ? C1 Re1 N2 C5 -43(26) . . . . ? N1 Re1 N2 C5 -147(25) . . . . ? N4 Re1 N2 C5 -143(26) . . . . ? N3 Re1 N2 C5 143(26) . . . . ? C10 C11 N3 C7 -1.3(14) . . . . ? C10 C11 N3 Re1 174.4(7) . . . . ? C8 C7 N3 C11 3.0(14) . . . . ? C12 C7 N3 C11 -178.4(8) . . . . ? C8 C7 N3 Re1 -172.9(8) . . . . ? C12 C7 N3 Re1 5.7(11) . . . . ? C2 Re1 N3 C11 2.8(8) . . . . ? C1 Re1 N3 C11 -159(3) . . . . ? N1 Re1 N3 C11 97.3(7) . . . . ? N2 Re1 N3 C11 -88.9(7) . . . . ? N4 Re1 N3 C11 -179.6(8) . . . . ? C2 Re1 N3 C7 178.5(7) . . . . ? C1 Re1 N3 C7 17(3) . . . . ? N1 Re1 N3 C7 -86.9(7) . . . . ? N2 Re1 N3 C7 86.9(7) . . . . ? N4 Re1 N3 C7 -3.9(7) . . . . ? C15 C16 N4 C12 4.3(15) . . . . ? C15 C16 N4 Re1 178.6(8) . . . . ? C13 C12 N4 C16 -4.1(14) . . . . ? C7 C12 N4 C16 175.7(8) . . . . ? C13 C12 N4 Re1 -178.8(8) . . . . ? C7 C12 N4 Re1 1.0(11) . . . . ? C2 Re1 N4 C16 -159(2) . . . . ? C1 Re1 N4 C16 9.4(8) . . . . ? N1 Re1 N4 C16 -79.0(8) . . . . ? N2 Re1 N4 C16 101.5(8) . . . . ? N3 Re1 N4 C16 -172.9(8) . . . . ? C2 Re1 N4 C12 15(2) . . . . ? C1 Re1 N4 C12 -176.3(7) . . . . ? N1 Re1 N4 C12 95.3(7) . . . . ? N2 Re1 N4 C12 -84.2(7) . . . . ? N3 Re1 N4 C12 1.4(6) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.13 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 2.795 _refine_diff_density_min -3.569 _refine_diff_density_rms 0.268 # Attachment 'Alberto-Dalton2008-complex10.cif' data_lk080606 _database_code_depnum_ccdc_archive 'CCDC 683307' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H12 Br N4 O4 Re' _chemical_formula_weight 614.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 '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' H H 0.0000 0.0000 '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/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 16.7319(14) _cell_length_b 7.0306(4) _cell_length_c 16.9965(14) _cell_angle_alpha 90.00 _cell_angle_beta 93.37(1) _cell_angle_gamma 90.00 _cell_volume 1995.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 30.0 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.045 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 8.121 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.3978 _exptl_absorpt_correction_T_max 0.6644 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 'Stoe IPDS' _diffrn_measurement_method '/f oscillation scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 50-200 _diffrn_standards_interval_count 'every image' _diffrn_standards_interval_time 8 _diffrn_standards_decay_% ? _diffrn_reflns_number 12670 _diffrn_reflns_av_R_equivalents 0.0923 _diffrn_reflns_av_sigmaI/netI 0.0666 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3438 _reflns_number_gt 2592 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (Stoe, 1999)' _computing_cell_refinement 'IPDS (Stoe, 1999)' _computing_data_reduction 'X-RED (Stoe, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0799P)^2^+29.6151P] 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 0.0021(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3438 _refine_ls_number_parameters 258 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0816 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1735 _refine_ls_wR_factor_gt 0.1672 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 0.93512(4) 0.69187(9) 0.81891(3) 0.0472(3) Uani 1 1 d . . . Br1A Br 1.2500 0.8582(3) 0.7500 0.0578(6) Uani 1 2 d S . . Br1B Br 1.0000 0.5000 0.5000 0.0648(7) Uani 1 2 d S . . C1 C 0.9161(9) 0.541(3) 0.9033(10) 0.062(4) Uani 1 1 d . . . C2 C 0.8485(11) 0.849(3) 0.8418(9) 0.063(5) Uani 1 1 d . . . C3 C 0.8275(10) 0.482(3) 0.6831(9) 0.056(4) Uani 1 1 d . . . C4 C 0.7805(12) 0.402(4) 0.6167(11) 0.080(6) Uani 1 1 d . . . H4A H 0.7928 0.2663 0.6120 0.120 Uiso 1 1 calc R . . H4B H 0.7936 0.4678 0.5683 0.120 Uiso 1 1 calc R . . H4C H 0.7234 0.4178 0.6250 0.120 Uiso 1 1 calc R . . C5 C 1.0777(9) 0.903(3) 0.9182(9) 0.055(4) Uani 1 1 d . . . C6 C 1.1481(12) 0.985(4) 0.9609(12) 0.088(7) Uani 1 1 d . . . H6A H 1.1899 1.0078 0.9240 0.132 Uiso 1 1 calc R . . H6B H 1.1680 0.8959 1.0019 0.132 Uiso 1 1 calc R . . H6C H 1.1333 1.1051 0.9852 0.132 Uiso 1 1 calc R . . C7 C 1.0373(8) 0.780(2) 0.6815(8) 0.041(3) Uani 1 1 d . . . C8 C 1.0696(9) 0.868(2) 0.6181(8) 0.045(3) Uani 1 1 d . . . C9 C 1.0367(9) 1.041(2) 0.5935(8) 0.047(3) Uani 1 1 d . . . H9A H 1.0591 1.1079 0.5515 0.056 Uiso 1 1 calc R . . C10 C 0.9717(10) 1.118(2) 0.6292(9) 0.054(4) Uani 1 1 d . . . H10A H 0.9476 1.2346 0.6118 0.065 Uiso 1 1 calc R . . C11 C 0.9443(10) 1.018(2) 0.6909(9) 0.054(4) Uani 1 1 d . . . H11A H 0.9004 1.0692 0.7168 0.064 Uiso 1 1 calc R . . C12 C 1.1379(9) 0.786(2) 0.5790(9) 0.049(3) Uani 1 1 d . . . C13 C 1.0684(8) 0.598(2) 0.7120(8) 0.041(3) Uani 1 1 d . . . C14 C 1.1289(8) 0.498(2) 0.6776(8) 0.045(3) Uani 1 1 d . . . C15 C 1.1553(9) 0.332(2) 0.7054(9) 0.052(4) Uani 1 1 d . . . H15A H 1.1970 0.2667 0.6813 0.062 Uiso 1 1 calc R . . C16 C 1.1194(10) 0.255(2) 0.7726(9) 0.053(4) Uani 1 1 d . . . H16A H 1.1356 0.1352 0.7938 0.063 Uiso 1 1 calc R . . C17 C 1.0605(9) 0.360(2) 0.8053(10) 0.053(4) Uani 1 1 d . . . H17A H 1.0377 0.3120 0.8513 0.064 Uiso 1 1 calc R . . C18 C 1.1692(9) 0.588(2) 0.6075(8) 0.046(3) Uani 1 1 d . . . N1 N 0.8648(7) 0.544(2) 0.7358(8) 0.054(3) Uani 1 1 d . . . N2 N 1.0238(8) 0.841(2) 0.8853(7) 0.052(3) Uani 1 1 d . . . N3 N 0.9747(7) 0.8515(18) 0.7177(7) 0.045(3) Uani 1 1 d . . . N4 N 1.0335(7) 0.5266(18) 0.7753(7) 0.045(3) Uani 1 1 d . . . O1 O 0.9067(8) 0.433(3) 0.9605(8) 0.088(5) Uani 1 1 d . . . O2 O 0.7936(8) 0.950(2) 0.8526(8) 0.087(5) Uani 1 1 d . . . O3 O 1.1695(7) 0.8638(17) 0.5261(6) 0.061(3) Uani 1 1 d . . . O4 O 1.2218(8) 0.5134(19) 0.5763(7) 0.070(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Re1 0.0472(4) 0.0539(5) 0.0403(4) 0.0049(3) 0.0023(2) 0.0013(3) Br1A 0.0533(12) 0.0430(14) 0.0759(15) 0.000 -0.0060(10) 0.000 Br1B 0.0971(18) 0.0432(14) 0.0521(12) 0.0058(10) -0.0129(11) -0.0091(12) C1 0.045(8) 0.073(13) 0.067(10) -0.007(9) 0.007(7) -0.003(8) C2 0.073(11) 0.074(13) 0.042(8) 0.000(8) 0.000(8) -0.005(9) C3 0.055(9) 0.069(12) 0.044(8) -0.011(8) -0.005(7) 0.006(8) C4 0.074(12) 0.098(17) 0.067(11) -0.024(11) -0.005(9) 0.018(11) C5 0.049(8) 0.075(12) 0.042(8) 0.001(8) 0.004(7) -0.014(8) C6 0.080(13) 0.12(2) 0.066(12) 0.007(12) -0.014(10) -0.015(13) C7 0.046(7) 0.038(8) 0.040(7) 0.003(6) -0.001(6) -0.006(6) C8 0.050(8) 0.049(9) 0.036(7) 0.000(6) 0.002(6) -0.001(6) C9 0.062(9) 0.045(9) 0.034(6) 0.006(6) 0.006(6) -0.004(7) C10 0.062(9) 0.046(10) 0.055(9) 0.007(7) -0.001(7) 0.004(7) C11 0.070(10) 0.037(9) 0.054(8) 0.009(7) 0.006(7) 0.009(7) C12 0.060(9) 0.038(9) 0.050(8) 0.000(7) 0.004(7) 0.007(7) C13 0.041(7) 0.043(9) 0.039(7) 0.003(6) -0.004(5) 0.002(6) C14 0.047(8) 0.039(9) 0.049(8) 0.007(6) -0.001(6) -0.004(6) C15 0.052(8) 0.057(11) 0.046(8) -0.012(7) 0.002(6) 0.000(7) C16 0.062(9) 0.038(9) 0.058(9) 0.010(7) 0.001(7) 0.004(7) C17 0.051(8) 0.050(10) 0.059(9) 0.020(7) 0.005(7) 0.009(7) C18 0.055(8) 0.043(9) 0.040(7) 0.001(6) 0.005(6) -0.006(7) N1 0.046(7) 0.059(9) 0.056(8) 0.015(6) 0.010(6) 0.002(6) N2 0.055(8) 0.056(9) 0.047(7) 0.005(6) 0.009(6) 0.010(6) N3 0.043(6) 0.046(8) 0.046(6) 0.004(5) 0.004(5) 0.001(5) N4 0.051(7) 0.041(7) 0.044(6) 0.009(5) 0.006(5) 0.004(5) O1 0.066(8) 0.128(13) 0.071(8) 0.052(9) 0.005(6) -0.004(8) O2 0.075(8) 0.117(13) 0.068(8) -0.019(8) 0.010(6) 0.035(9) O3 0.075(7) 0.059(8) 0.049(6) 0.006(5) 0.014(5) -0.007(6) O4 0.071(7) 0.069(9) 0.071(7) 0.001(6) 0.024(6) 0.008(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C1 1.825(19) . ? Re1 C2 1.88(2) . ? Re1 N1 2.064(15) . ? Re1 N2 2.091(15) . ? Re1 N4 2.181(12) . ? Re1 N3 2.189(12) . ? C1 O1 1.25(2) . ? C2 O2 1.19(2) . ? C3 N1 1.149(19) . ? C3 C4 1.45(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 N2 1.12(2) . ? C5 C6 1.46(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 N3 1.345(18) . ? C7 C8 1.38(2) . ? C7 C13 1.46(2) . ? C8 C9 1.39(2) . ? C8 C12 1.47(2) . ? C9 C10 1.39(2) . ? C9 H9A 0.9500 . ? C10 C11 1.37(2) . ? C10 H10A 0.9500 . ? C11 N3 1.343(19) . ? C11 H11A 0.9500 . ? C12 O3 1.200(19) . ? C12 C18 1.56(2) . ? C13 N4 1.352(17) . ? C13 C14 1.39(2) . ? C14 C15 1.32(2) . ? C14 C18 1.538(19) . ? C15 C16 1.43(2) . ? C15 H15A 0.9500 . ? C16 C17 1.37(2) . ? C16 H16A 0.9500 . ? C17 N4 1.347(19) . ? C17 H17A 0.9500 . ? C18 O4 1.176(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Re1 C2 90.3(8) . . ? C1 Re1 N1 97.3(7) . . ? C2 Re1 N1 91.2(6) . . ? C1 Re1 N2 91.0(6) . . ? C2 Re1 N2 97.2(6) . . ? N1 Re1 N2 168.1(5) . . ? C1 Re1 N4 97.4(6) . . ? C2 Re1 N4 171.8(6) . . ? N1 Re1 N4 84.9(5) . . ? N2 Re1 N4 85.6(5) . . ? C1 Re1 N3 171.7(6) . . ? C2 Re1 N3 97.7(6) . . ? N1 Re1 N3 84.6(5) . . ? N2 Re1 N3 86.0(5) . . ? N4 Re1 N3 74.8(4) . . ? O1 C1 Re1 176.6(15) . . ? O2 C2 Re1 176.9(15) . . ? N1 C3 C4 180(2) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C6 180(2) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 122.5(14) . . ? N3 C7 C13 115.9(12) . . ? C8 C7 C13 121.6(13) . . ? C7 C8 C9 117.6(14) . . ? C7 C8 C12 121.5(14) . . ? C9 C8 C12 120.8(13) . . ? C10 C9 C8 121.3(13) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? C11 C10 C9 116.1(15) . . ? C11 C10 H10A 122.0 . . ? C9 C10 H10A 122.0 . . ? N3 C11 C10 125.0(15) . . ? N3 C11 H11A 117.5 . . ? C10 C11 H11A 117.5 . . ? O3 C12 C8 123.2(15) . . ? O3 C12 C18 119.0(14) . . ? C8 C12 C18 117.8(13) . . ? N4 C13 C14 120.2(13) . . ? N4 C13 C7 116.6(12) . . ? C14 C13 C7 123.1(12) . . ? C15 C14 C13 122.2(14) . . ? C15 C14 C18 118.9(14) . . ? C13 C14 C18 118.8(13) . . ? C14 C15 C16 118.2(15) . . ? C14 C15 H15A 120.9 . . ? C16 C15 H15A 120.9 . . ? C17 C16 C15 117.7(15) . . ? C17 C16 H16A 121.1 . . ? C15 C16 H16A 121.1 . . ? N4 C17 C16 123.0(15) . . ? N4 C17 H17A 118.5 . . ? C16 C17 H17A 118.5 . . ? O4 C18 C14 122.9(15) . . ? O4 C18 C12 120.3(13) . . ? C14 C18 C12 116.9(13) . . ? C3 N1 Re1 171.0(14) . . ? C5 N2 Re1 171.2(14) . . ? C11 N3 C7 117.5(13) . . ? C11 N3 Re1 125.9(10) . . ? C7 N3 Re1 116.5(9) . . ? C17 N4 C13 118.5(13) . . ? C17 N4 Re1 125.3(10) . . ? C13 N4 Re1 116.2(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Re1 C1 O1 -174(27) . . . . ? N1 Re1 C1 O1 95(27) . . . . ? N2 Re1 C1 O1 -76(27) . . . . ? N4 Re1 C1 O1 9(27) . . . . ? N3 Re1 C1 O1 -8(30) . . . . ? C1 Re1 C2 O2 -157(32) . . . . ? N1 Re1 C2 O2 -59(32) . . . . ? N2 Re1 C2 O2 112(32) . . . . ? N4 Re1 C2 O2 2(35) . . . . ? N3 Re1 C2 O2 25(32) . . . . ? N3 C7 C8 C9 2(2) . . . . ? C13 C7 C8 C9 -179.5(13) . . . . ? N3 C7 C8 C12 -179.5(13) . . . . ? C13 C7 C8 C12 -1(2) . . . . ? C7 C8 C9 C10 -2(2) . . . . ? C12 C8 C9 C10 179.1(14) . . . . ? C8 C9 C10 C11 2(2) . . . . ? C9 C10 C11 N3 -1(2) . . . . ? C7 C8 C12 O3 -176.6(15) . . . . ? C9 C8 C12 O3 2(2) . . . . ? C7 C8 C12 C18 4(2) . . . . ? C9 C8 C12 C18 -177.5(13) . . . . ? N3 C7 C13 N4 -2.9(18) . . . . ? C8 C7 C13 N4 178.5(13) . . . . ? N3 C7 C13 C14 175.1(13) . . . . ? C8 C7 C13 C14 -3(2) . . . . ? N4 C13 C14 C15 -1(2) . . . . ? C7 C13 C14 C15 -178.8(14) . . . . ? N4 C13 C14 C18 -177.8(13) . . . . ? C7 C13 C14 C18 4(2) . . . . ? C13 C14 C15 C16 1(2) . . . . ? C18 C14 C15 C16 177.5(13) . . . . ? C14 C15 C16 C17 -1(2) . . . . ? C15 C16 C17 N4 3(3) . . . . ? C15 C14 C18 O4 1(2) . . . . ? C13 C14 C18 O4 178.5(14) . . . . ? C15 C14 C18 C12 -177.9(13) . . . . ? C13 C14 C18 C12 -0.9(19) . . . . ? O3 C12 C18 O4 -2(2) . . . . ? C8 C12 C18 O4 177.4(15) . . . . ? O3 C12 C18 C14 177.6(14) . . . . ? C8 C12 C18 C14 -3.1(19) . . . . ? C4 C3 N1 Re1 161(100) . . . . ? C1 Re1 N1 C3 171(8) . . . . ? C2 Re1 N1 C3 81(8) . . . . ? N2 Re1 N1 C3 -55(9) . . . . ? N4 Re1 N1 C3 -92(8) . . . . ? N3 Re1 N1 C3 -17(8) . . . . ? C6 C5 N2 Re1 107(100) . . . . ? C1 Re1 N2 C5 86(8) . . . . ? C2 Re1 N2 C5 176(8) . . . . ? N1 Re1 N2 C5 -49(10) . . . . ? N4 Re1 N2 C5 -11(8) . . . . ? N3 Re1 N2 C5 -86(8) . . . . ? C10 C11 N3 C7 1(2) . . . . ? C10 C11 N3 Re1 177.6(13) . . . . ? C8 C7 N3 C11 -1(2) . . . . ? C13 C7 N3 C11 -179.7(13) . . . . ? C8 C7 N3 Re1 -178.4(11) . . . . ? C13 C7 N3 Re1 3.1(16) . . . . ? C1 Re1 N3 C11 -161(4) . . . . ? C2 Re1 N3 C11 4.6(14) . . . . ? N1 Re1 N3 C11 95.1(13) . . . . ? N2 Re1 N3 C11 -92.2(13) . . . . ? N4 Re1 N3 C11 -178.7(13) . . . . ? C1 Re1 N3 C7 16(5) . . . . ? C2 Re1 N3 C7 -178.4(11) . . . . ? N1 Re1 N3 C7 -88.0(10) . . . . ? N2 Re1 N3 C7 84.8(10) . . . . ? N4 Re1 N3 C7 -1.8(10) . . . . ? C16 C17 N4 C13 -3(2) . . . . ? C16 C17 N4 Re1 175.7(13) . . . . ? C14 C13 N4 C17 2(2) . . . . ? C7 C13 N4 C17 -180.0(13) . . . . ? C14 C13 N4 Re1 -176.7(10) . . . . ? C7 C13 N4 Re1 1.3(16) . . . . ? C1 Re1 N4 C17 4.1(14) . . . . ? C2 Re1 N4 C17 -155(4) . . . . ? N1 Re1 N4 C17 -92.6(13) . . . . ? N2 Re1 N4 C17 94.6(13) . . . . ? N3 Re1 N4 C17 -178.4(13) . . . . ? C1 Re1 N4 C13 -177.3(11) . . . . ? C2 Re1 N4 C13 24(5) . . . . ? N1 Re1 N4 C13 86.0(11) . . . . ? N2 Re1 N4 C13 -86.8(10) . . . . ? N3 Re1 N4 C13 0.2(10) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.617 _refine_diff_density_min -1.503 _refine_diff_density_rms 0.214 # Attachment 'Alberto-Dalton2008-complex11.cif' data_c:\data\lukask\lk291106_re(bpg)(co)2\lk291106 _database_code_depnum_ccdc_archive 'CCDC 683308' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H18 N3 O5 Re' _chemical_formula_weight 530.54 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' 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7181(6) _cell_length_b 13.3999(10) _cell_length_c 15.7069(11) _cell_angle_alpha 90.00 _cell_angle_beta 100.189(8) _cell_angle_gamma 90.00 _cell_volume 1806.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.951 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 6.762 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.3164 _exptl_absorpt_correction_T_max 0.8024 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 183(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 'Stoe IPDS' _diffrn_measurement_method '/f oscillation scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 50-200 _diffrn_standards_interval_count 'every image' _diffrn_standards_interval_time 9 _diffrn_standards_decay_% ? _diffrn_reflns_number 22719 _diffrn_reflns_av_R_equivalents 0.0569 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.87 _reflns_number_total 4291 _reflns_number_gt 3611 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (Stoe, 1999)' _computing_cell_refinement 'IPDS (Stoe, 1999)' _computing_data_reduction 'X-RED (Stoe, 1999)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0959P)^2^+2.4052P] 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 0.0055(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4291 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1428 _refine_ls_wR_factor_gt 0.1387 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.002 _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 0.68550(3) 0.23646(2) 0.563522(16) 0.03686(16) Uani 1 1 d . . . C1 C 0.6529(9) 0.3337(6) 0.4741(5) 0.0457(16) Uani 1 1 d . . . C2 C 0.5687(9) 0.1484(6) 0.4840(5) 0.0423(15) Uani 1 1 d . . . C3 C 0.4801(8) 0.2022(7) 0.6914(5) 0.0457(15) Uani 1 1 d . . . C4 C 0.3712(10) 0.2179(8) 0.7438(5) 0.0526(19) Uani 1 1 d . . . H4A H 0.3601 0.1702 0.7870 0.063 Uiso 1 1 calc R . . C5 C 0.2799(10) 0.3002(9) 0.7347(6) 0.063(2) Uani 1 1 d . . . H5A H 0.2057 0.3104 0.7715 0.075 Uiso 1 1 calc R . . C6 C 0.2957(10) 0.3692(7) 0.6716(6) 0.058(2) Uani 1 1 d . . . H6A H 0.2304 0.4264 0.6628 0.069 Uiso 1 1 calc R . . C7 C 0.4089(9) 0.3532(6) 0.6214(5) 0.0494(17) Uani 1 1 d . . . H7A H 0.4236 0.4019 0.5795 0.059 Uiso 1 1 calc R . . C8 C 0.9471(8) 0.0936(5) 0.6001(4) 0.0383(13) Uani 1 1 d . . . C9 C 1.0902(8) 0.0470(6) 0.6040(5) 0.0429(14) Uani 1 1 d . . . H9A H 1.1181 -0.0087 0.6409 0.052 Uiso 1 1 calc R . . C10 C 1.1927(9) 0.0840(7) 0.5524(5) 0.0473(16) Uani 1 1 d . . . H10A H 1.2917 0.0538 0.5536 0.057 Uiso 1 1 calc R . . C11 C 1.1472(8) 0.1655(6) 0.4992(5) 0.0469(16) Uani 1 1 d . . . H11A H 1.2141 0.1917 0.4631 0.056 Uiso 1 1 calc R . . C12 C 1.0044(9) 0.2076(6) 0.4997(5) 0.0441(14) Uani 1 1 d . . . H12A H 0.9744 0.2634 0.4632 0.053 Uiso 1 1 calc R . . C13 C 0.5805(8) 0.1100(5) 0.6956(4) 0.0404(14) Uani 1 1 d . . . H13A H 0.5915 0.0795 0.7538 0.049 Uiso 1 1 calc R . . H13B H 0.5312 0.0605 0.6525 0.049 Uiso 1 1 calc R . . C14 C 0.8261(8) 0.0527(5) 0.6489(5) 0.0394(14) Uani 1 1 d . . . H14B H 0.7544 0.0075 0.6111 0.047 Uiso 1 1 calc R . . H14A H 0.8776 0.0143 0.6999 0.047 Uiso 1 1 calc R . . C15 C 0.8285(9) 0.1909(6) 0.7533(4) 0.0445(15) Uani 1 1 d . . . H15A H 0.9256 0.1529 0.7736 0.053 Uiso 1 1 calc R . . H15B H 0.7674 0.1910 0.8008 0.053 Uiso 1 1 calc R . . C16 C 0.8715(9) 0.2983(6) 0.7353(5) 0.0470(16) Uani 1 1 d . . . C17 C 0.818(2) 0.5596(11) 0.5845(9) 0.107(5) Uani 1 1 d . . . H17A H 0.7900 0.6301 0.5871 0.161 Uiso 1 1 calc R . . H17B H 0.7235 0.5189 0.5731 0.161 Uiso 1 1 calc R . . H17C H 0.8783 0.5497 0.5379 0.161 Uiso 1 1 calc R . . N1 N 0.4993(7) 0.2705(5) 0.6299(4) 0.0422(13) Uani 1 1 d . . . N2 N 0.9042(6) 0.1741(5) 0.5491(4) 0.0386(11) Uani 1 1 d . . . N3 N 0.7370(7) 0.1382(4) 0.6774(4) 0.0387(12) Uani 1 1 d . . . O1 O 0.6328(8) 0.3934(5) 0.4206(4) 0.0610(15) Uani 1 1 d . . . O2 O 0.4954(6) 0.0967(4) 0.4326(4) 0.0513(13) Uani 1 1 d . . . O3 O 0.8216(6) 0.3316(4) 0.6588(3) 0.0440(11) Uani 1 1 d . . . O4 O 0.9489(7) 0.3450(5) 0.7933(4) 0.0553(14) Uani 1 1 d . . . O5 O 0.9031(19) 0.5327(8) 0.6586(8) 0.154(6) Uani 1 1 d . . . H5 H 0.8747 0.4760 0.6725 0.232 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 0.0388(2) 0.0347(2) 0.0361(2) -0.00056(8) 0.00388(13) 0.00111(9) C1 0.047(4) 0.045(4) 0.045(4) -0.010(3) 0.007(3) 0.002(3) C2 0.045(4) 0.041(3) 0.042(3) 0.003(3) 0.012(3) 0.009(3) C3 0.041(3) 0.055(4) 0.043(3) -0.008(3) 0.010(3) -0.004(3) C4 0.045(4) 0.066(5) 0.046(4) -0.013(4) 0.005(3) -0.002(4) C5 0.051(4) 0.074(6) 0.066(5) -0.019(5) 0.018(4) 0.001(4) C6 0.047(4) 0.064(5) 0.060(5) -0.012(4) 0.002(3) 0.013(4) C7 0.050(4) 0.044(4) 0.052(4) -0.009(3) 0.004(3) 0.009(3) C8 0.041(3) 0.034(3) 0.038(3) -0.002(2) 0.003(3) 0.001(3) C9 0.039(3) 0.041(3) 0.045(3) -0.002(3) -0.001(3) 0.003(3) C10 0.049(4) 0.048(4) 0.044(4) -0.003(3) 0.006(3) 0.003(3) C11 0.041(3) 0.057(5) 0.043(4) -0.002(3) 0.008(3) -0.006(3) C12 0.048(4) 0.038(3) 0.047(3) 0.002(3) 0.010(3) -0.002(3) C13 0.042(3) 0.042(3) 0.040(3) 0.006(3) 0.012(3) -0.004(3) C14 0.040(3) 0.035(3) 0.044(3) -0.003(3) 0.008(3) 0.002(3) C15 0.051(4) 0.044(4) 0.037(3) -0.003(3) 0.000(3) -0.006(3) C16 0.044(4) 0.042(4) 0.055(4) -0.013(3) 0.010(3) 0.000(3) C17 0.149(13) 0.066(7) 0.097(9) 0.016(7) -0.008(9) -0.019(8) N1 0.039(3) 0.046(3) 0.043(3) -0.005(2) 0.009(3) 0.002(2) N2 0.037(3) 0.039(3) 0.040(3) -0.001(2) 0.005(2) 0.003(2) N3 0.043(3) 0.036(3) 0.036(3) 0.004(2) 0.004(2) 0.003(2) O1 0.091(4) 0.050(3) 0.041(3) 0.016(2) 0.008(3) 0.009(3) O2 0.051(3) 0.052(3) 0.048(3) -0.012(2) 0.000(2) -0.006(2) O3 0.051(3) 0.039(3) 0.040(2) -0.006(2) 0.000(2) -0.008(2) O4 0.056(3) 0.061(4) 0.046(3) -0.018(2) 0.004(2) -0.005(3) O5 0.227(13) 0.081(7) 0.116(8) 0.034(6) -0.079(9) -0.085(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C2 1.881(8) . ? Re1 C1 1.900(8) . ? Re1 N1 2.129(6) . ? Re1 N2 2.130(5) . ? Re1 O3 2.156(5) . ? Re1 N3 2.202(6) . ? C1 O1 1.151(10) . ? C2 O2 1.165(9) . ? C3 N1 1.362(10) . ? C3 C4 1.379(10) . ? C3 C13 1.509(11) . ? C4 C5 1.352(14) . ? C4 H4A 0.9500 . ? C5 C6 1.381(15) . ? C5 H5A 0.9500 . ? C6 C7 1.385(11) . ? C6 H6A 0.9500 . ? C7 N1 1.352(9) . ? C7 H7A 0.9500 . ? C8 N2 1.357(9) . ? C8 C9 1.387(9) . ? C8 C14 1.511(9) . ? C9 C10 1.399(10) . ? C9 H9A 0.9500 . ? C10 C11 1.390(12) . ? C10 H10A 0.9500 . ? C11 C12 1.368(11) . ? C11 H11A 0.9500 . ? C12 N2 1.343(9) . ? C12 H12A 0.9500 . ? C13 N3 1.491(8) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N3 1.496(8) . ? C14 H14B 0.9900 . ? C14 H14A 0.9900 . ? C15 N3 1.490(9) . ? C15 C16 1.527(11) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 O4 1.208(9) . ? C16 O3 1.283(10) . ? C17 O5 1.314(15) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O5 H5 0.8400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Re1 C1 86.9(3) . . ? C2 Re1 N1 95.2(3) . . ? C1 Re1 N1 100.8(3) . . ? C2 Re1 N2 94.2(3) . . ? C1 Re1 N2 102.1(3) . . ? N1 Re1 N2 155.6(2) . . ? C2 Re1 O3 177.3(3) . . ? C1 Re1 O3 95.7(3) . . ? N1 Re1 O3 84.7(2) . . ? N2 Re1 O3 85.0(2) . . ? C2 Re1 N3 100.0(3) . . ? C1 Re1 N3 173.1(3) . . ? N1 Re1 N3 78.1(2) . . ? N2 Re1 N3 78.1(2) . . ? O3 Re1 N3 77.4(2) . . ? O1 C1 Re1 179.1(7) . . ? O2 C2 Re1 177.5(7) . . ? N1 C3 C4 120.3(8) . . ? N1 C3 C13 116.0(6) . . ? C4 C3 C13 123.6(8) . . ? C5 C4 C3 121.1(9) . . ? C5 C4 H4A 119.5 . . ? C3 C4 H4A 119.5 . . ? C4 C5 C6 119.4(8) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? C5 C6 C7 118.5(8) . . ? C5 C6 H6A 120.8 . . ? C7 C6 H6A 120.8 . . ? N1 C7 C6 122.1(8) . . ? N1 C7 H7A 118.9 . . ? C6 C7 H7A 118.9 . . ? N2 C8 C9 122.4(6) . . ? N2 C8 C14 116.3(6) . . ? C9 C8 C14 121.2(6) . . ? C8 C9 C10 118.5(7) . . ? C8 C9 H9A 120.8 . . ? C10 C9 H9A 120.8 . . ? C11 C10 C9 118.8(7) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C12 C11 C10 119.0(7) . . ? C12 C11 H11A 120.5 . . ? C10 C11 H11A 120.5 . . ? N2 C12 C11 123.4(7) . . ? N2 C12 H12A 118.3 . . ? C11 C12 H12A 118.3 . . ? N3 C13 C3 109.1(6) . . ? N3 C13 H13A 109.9 . . ? C3 C13 H13A 109.9 . . ? N3 C13 H13B 109.9 . . ? C3 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? N3 C14 C8 108.7(6) . . ? N3 C14 H14B 110.0 . . ? C8 C14 H14B 110.0 . . ? N3 C14 H14A 110.0 . . ? C8 C14 H14A 110.0 . . ? H14B C14 H14A 108.3 . . ? N3 C15 C16 114.3(6) . . ? N3 C15 H15A 108.7 . . ? C16 C15 H15A 108.7 . . ? N3 C15 H15B 108.7 . . ? C16 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? O4 C16 O3 125.3(8) . . ? O4 C16 C15 118.1(7) . . ? O3 C16 C15 116.6(6) . . ? O5 C17 H17A 109.5 . . ? O5 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O5 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C7 N1 C3 118.6(7) . . ? C7 N1 Re1 127.5(6) . . ? C3 N1 Re1 113.8(5) . . ? C12 N2 C8 117.9(6) . . ? C12 N2 Re1 128.0(5) . . ? C8 N2 Re1 114.0(4) . . ? C15 N3 C13 110.2(5) . . ? C15 N3 C14 111.7(6) . . ? C13 N3 C14 113.9(5) . . ? C15 N3 Re1 111.7(4) . . ? C13 N3 Re1 104.2(4) . . ? C14 N3 Re1 104.9(4) . . ? C16 O3 Re1 119.9(5) . . ? C17 O5 H5 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 Re1 C1 O1 138(50) . . . . ? N1 Re1 C1 O1 44(50) . . . . ? N2 Re1 C1 O1 -128(50) . . . . ? O3 Re1 C1 O1 -42(50) . . . . ? N3 Re1 C1 O1 -37(51) . . . . ? C1 Re1 C2 O2 -4(14) . . . . ? N1 Re1 C2 O2 96(14) . . . . ? N2 Re1 C2 O2 -106(14) . . . . ? O3 Re1 C2 O2 -178(100) . . . . ? N3 Re1 C2 O2 175(14) . . . . ? N1 C3 C4 C5 0.9(13) . . . . ? C13 C3 C4 C5 -177.3(8) . . . . ? C3 C4 C5 C6 0.4(14) . . . . ? C4 C5 C6 C7 -2.1(14) . . . . ? C5 C6 C7 N1 2.8(13) . . . . ? N2 C8 C9 C10 -0.9(11) . . . . ? C14 C8 C9 C10 175.2(7) . . . . ? C8 C9 C10 C11 -0.1(11) . . . . ? C9 C10 C11 C12 0.6(11) . . . . ? C10 C11 C12 N2 -0.1(12) . . . . ? N1 C3 C13 N3 36.6(8) . . . . ? C4 C3 C13 N3 -145.0(7) . . . . ? N2 C8 C14 N3 -37.1(8) . . . . ? C9 C8 C14 N3 146.6(6) . . . . ? N3 C15 C16 O4 -178.3(6) . . . . ? N3 C15 C16 O3 1.7(10) . . . . ? C6 C7 N1 C3 -1.5(11) . . . . ? C6 C7 N1 Re1 -176.7(6) . . . . ? C4 C3 N1 C7 -0.4(11) . . . . ? C13 C3 N1 C7 178.0(7) . . . . ? C4 C3 N1 Re1 175.4(6) . . . . ? C13 C3 N1 Re1 -6.2(8) . . . . ? C2 Re1 N1 C7 -101.4(7) . . . . ? C1 Re1 N1 C7 -13.5(7) . . . . ? N2 Re1 N1 C7 146.5(6) . . . . ? O3 Re1 N1 C7 81.3(6) . . . . ? N3 Re1 N1 C7 159.5(7) . . . . ? C2 Re1 N1 C3 83.3(6) . . . . ? C1 Re1 N1 C3 171.1(5) . . . . ? N2 Re1 N1 C3 -28.9(9) . . . . ? O3 Re1 N1 C3 -94.1(5) . . . . ? N3 Re1 N1 C3 -15.9(5) . . . . ? C11 C12 N2 C8 -0.8(11) . . . . ? C11 C12 N2 Re1 175.7(6) . . . . ? C9 C8 N2 C12 1.4(10) . . . . ? C14 C8 N2 C12 -174.9(6) . . . . ? C9 C8 N2 Re1 -175.6(5) . . . . ? C14 C8 N2 Re1 8.1(7) . . . . ? C2 Re1 N2 C12 98.2(6) . . . . ? C1 Re1 N2 C12 10.4(7) . . . . ? N1 Re1 N2 C12 -149.5(6) . . . . ? O3 Re1 N2 C12 -84.4(6) . . . . ? N3 Re1 N2 C12 -162.5(6) . . . . ? C2 Re1 N2 C8 -85.2(5) . . . . ? C1 Re1 N2 C8 -173.0(5) . . . . ? N1 Re1 N2 C8 27.1(9) . . . . ? O3 Re1 N2 C8 92.2(5) . . . . ? N3 Re1 N2 C8 14.1(5) . . . . ? C16 C15 N3 C13 -117.5(7) . . . . ? C16 C15 N3 C14 114.9(7) . . . . ? C16 C15 N3 Re1 -2.2(8) . . . . ? C3 C13 N3 C15 74.3(7) . . . . ? C3 C13 N3 C14 -159.4(6) . . . . ? C3 C13 N3 Re1 -45.7(6) . . . . ? C8 C14 N3 C15 -76.4(7) . . . . ? C8 C14 N3 C13 158.0(5) . . . . ? C8 C14 N3 Re1 44.8(6) . . . . ? C2 Re1 N3 C15 -178.8(5) . . . . ? C1 Re1 N3 C15 -4(2) . . . . ? N1 Re1 N3 C15 -85.5(5) . . . . ? N2 Re1 N3 C15 89.0(5) . . . . ? O3 Re1 N3 C15 1.6(4) . . . . ? C2 Re1 N3 C13 -59.9(5) . . . . ? C1 Re1 N3 C13 115(2) . . . . ? N1 Re1 N3 C13 33.4(4) . . . . ? N2 Re1 N3 C13 -152.1(4) . . . . ? O3 Re1 N3 C13 120.5(4) . . . . ? C2 Re1 N3 C14 60.1(5) . . . . ? C1 Re1 N3 C14 -125(2) . . . . ? N1 Re1 N3 C14 153.3(4) . . . . ? N2 Re1 N3 C14 -32.1(4) . . . . ? O3 Re1 N3 C14 -119.6(4) . . . . ? O4 C16 O3 Re1 179.7(6) . . . . ? C15 C16 O3 Re1 -0.3(9) . . . . ? C2 Re1 O3 C16 -8(5) . . . . ? C1 Re1 O3 C16 178.6(5) . . . . ? N1 Re1 O3 C16 78.2(5) . . . . ? N2 Re1 O3 C16 -79.7(5) . . . . ? N3 Re1 O3 C16 -0.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.041 _refine_diff_density_min -1.293 _refine_diff_density_rms 0.221