# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'James Gardinier' _publ_contact_author_email JAMES.GARDINIER@MARQUETTE.EDU _publ_section_title ; "Proof-of-Principle" Logic Gate Operations Based on an Organometallic Complex of a New Redox Active 'Pincer' Ligand. ; loop_ _publ_author_name 'James Gardinier' 'Brian Bennett' 'Brendan J. Liddle' 'Sergey V. Lindeman' 'John Toussaint' ; S.Wanniarachchi ; # Attachment 'B927552E_ccdc_759658_759662_cif.txt' data_H(L) #TrackingRef 'B927552E_ccdc_759658_759662_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 759658' #TrackingRef 'ReCO3_NNNpincer.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H19 N5' _chemical_formula_weight 329.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 7.3364(2) _cell_length_b 16.5933(4) _cell_length_c 14.1016(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.6740(10) _cell_angle_gamma 90.00 _cell_volume 1697.03(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7538 _cell_measurement_theta_min 3 _cell_measurement_theta_max 66 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.631 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7865 _exptl_absorpt_correction_T_max 0.9513 _exptl_absorpt_process_details ; SADABS. Program for empirical absorption correction of area-detector data. University of Goetingen. Germany. Sheldrick, G. M. 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13695 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 66.41 _reflns_number_total 2889 _reflns_number_gt 2774 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2.1-4 (Bruker, 2007)' _computing_cell_refinement 'SAINT v7.23A (Bruker, 2005)' _computing_data_reduction 'SADABS-2004/1 (Bruker, 2005)' _computing_structure_solution 'XS/SHELXTL v6.12 (Bruker, 2001)' _computing_structure_refinement 'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)' _computing_molecular_graphics 'XP v5.1 (Bruker, 1998)' _computing_publication_material 'XCIF v6.12 (Bruker, 2001)' _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^)+(0.0500P)^2^+0.2929P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0008(1) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.1(3) _refine_ls_number_reflns 2889 _refine_ls_number_parameters 464 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0738 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _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 N11 N 0.2942(3) 1.10898(12) 0.45056(14) 0.0299(4) Uani 1 1 d . . . N12 N 0.3793(2) 1.03957(11) 0.48168(13) 0.0240(4) Uani 1 1 d . . . N21 N 0.2510(2) 0.95826(11) 0.73089(13) 0.0263(4) Uani 1 1 d . . . N22 N 0.1295(2) 0.89827(11) 0.74280(13) 0.0232(4) Uani 1 1 d . . . N1 N 0.1412(3) 0.92739(12) 0.54276(13) 0.0257(4) Uani 1 1 d . . . H1 H 0.200(4) 0.9598(16) 0.5824(19) 0.029(7) Uiso 1 1 d . . . C11 C 0.3572(3) 1.16145(14) 0.51860(17) 0.0316(5) Uani 1 1 d . . . H11 H 0.3217 1.2165 0.5175 0.038 Uiso 1 1 calc R . . C12 C 0.4806(3) 1.12693(15) 0.59152(17) 0.0338(5) Uani 1 1 d . . . H12 H 0.5435 1.1524 0.6474 0.041 Uiso 1 1 calc R . . C13 C 0.4916(3) 1.04801(14) 0.56496(17) 0.0327(5) Uani 1 1 d . . . H13 H 0.5649 1.0071 0.5991 0.039 Uiso 1 1 calc R . . C2 C 0.3360(3) 0.96596(12) 0.42767(15) 0.0220(4) Uani 1 1 d . . . C3 C 0.4152(3) 0.95218(13) 0.34632(15) 0.0241(5) Uani 1 1 d . . . H3 H 0.4978 0.9910 0.3274 0.029 Uiso 1 1 calc R . . C4 C 0.3769(3) 0.88262(13) 0.29130(15) 0.0249(5) Uani 1 1 d . . . C5 C 0.2581(3) 0.82682(13) 0.32383(15) 0.0239(5) Uani 1 1 d . . . H5 H 0.2311 0.7783 0.2887 0.029 Uiso 1 1 calc R . . C6 C 0.1781(3) 0.83965(13) 0.40543(15) 0.0241(5) Uani 1 1 d . . . H6 H 0.0985 0.7999 0.4252 0.029 Uiso 1 1 calc R . . C1 C 0.2132(3) 0.91080(13) 0.45941(15) 0.0226(4) Uani 1 1 d . . . C7 C 0.4597(3) 0.87029(14) 0.20091(16) 0.0302(5) Uani 1 1 d . . . H7A H 0.4500 0.8133 0.1824 0.045 Uiso 1 1 calc R . . H7B H 0.5898 0.8862 0.2122 0.045 Uiso 1 1 calc R . . H7C H 0.3932 0.9033 0.1493 0.045 Uiso 1 1 calc R . . C21 C 0.3685(3) 0.95924(15) 0.81241(17) 0.0308(5) Uani 1 1 d . . . H21 H 0.4703 0.9950 0.8251 0.037 Uiso 1 1 calc R . . C22 C 0.3245(3) 0.90139(15) 0.87735(16) 0.0313(5) Uani 1 1 d . . . H22 H 0.3874 0.8907 0.9400 0.038 Uiso 1 1 calc R . . C23 C 0.1711(3) 0.86351(14) 0.83102(16) 0.0272(5) Uani 1 1 d . . . H23 H 0.1056 0.8209 0.8557 0.033 Uiso 1 1 calc R . . C32 C -0.0245(3) 0.88094(12) 0.67037(15) 0.0213(4) Uani 1 1 d . . . C33 C -0.1849(3) 0.85119(12) 0.69961(15) 0.0220(4) Uani 1 1 d . . . H33 H -0.1923 0.8479 0.7662 0.026 Uiso 1 1 calc R . . C34 C -0.3345(3) 0.82627(13) 0.63325(16) 0.0232(5) Uani 1 1 d . . . C35 C -0.3219(3) 0.83624(12) 0.53625(15) 0.0235(5) Uani 1 1 d . . . H35 H -0.4217 0.8196 0.4895 0.028 Uiso 1 1 calc R . . C36 C -0.1677(3) 0.86980(13) 0.50656(15) 0.0234(5) Uani 1 1 d . . . H36 H -0.1661 0.8781 0.4400 0.028 Uiso 1 1 calc R . . C31 C -0.0133(3) 0.89188(12) 0.57270(15) 0.0227(4) Uani 1 1 d . . . C37 C -0.5033(3) 0.78980(13) 0.66473(16) 0.0260(5) Uani 1 1 d . . . H37A H -0.4925 0.7309 0.6652 0.039 Uiso 1 1 calc R . . H37B H -0.6129 0.8059 0.6202 0.039 Uiso 1 1 calc R . . H37C H -0.5145 0.8088 0.7294 0.039 Uiso 1 1 calc R . . N11A N -0.0008(3) 0.59847(11) 0.59860(14) 0.0303(4) Uani 1 1 d . . . N12A N 0.0962(2) 0.53090(10) 0.62634(13) 0.0230(4) Uani 1 1 d . . . N21A N -0.0443(3) 0.47262(11) 0.86868(13) 0.0280(4) Uani 1 1 d . . . N22A N -0.1620(2) 0.41292(11) 0.88698(13) 0.0241(4) Uani 1 1 d . . . N1A N -0.1607(3) 0.42869(11) 0.68469(13) 0.0256(4) Uani 1 1 d . . . H1A H -0.091(4) 0.4621(15) 0.7253(18) 0.024(6) Uiso 1 1 d . . . C11A C 0.2234(3) 0.54322(14) 0.70488(17) 0.0301(5) Uani 1 1 d . . . H11A H 0.3064 0.5044 0.7364 0.036 Uiso 1 1 calc R . . C12A C 0.0693(3) 0.65365(15) 0.66235(18) 0.0330(5) Uani 1 1 d . . . H12A H 0.0287 0.7080 0.6617 0.040 Uiso 1 1 calc R . . C13A C 0.2095(3) 0.62219(15) 0.73021(17) 0.0322(5) Uani 1 1 d . . . H13A H 0.2799 0.6497 0.7825 0.039 Uiso 1 1 calc R . . C2A C 0.0511(3) 0.45644(12) 0.57516(15) 0.0222(4) Uani 1 1 d . . . C3A C 0.1413(3) 0.43652(13) 0.49937(15) 0.0240(5) Uani 1 1 d . . . H3A H 0.2312 0.4724 0.4815 0.029 Uiso 1 1 calc R . . C4A C 0.1038(3) 0.36531(14) 0.44861(16) 0.0270(5) Uani 1 1 d . . . C5A C -0.0295(3) 0.31456(13) 0.47733(15) 0.0260(5) Uani 1 1 d . . . H5A H -0.0585 0.2654 0.4438 0.031 Uiso 1 1 calc R . . C6A C -0.1207(3) 0.33398(13) 0.55353(15) 0.0244(5) Uani 1 1 d . . . H6A H -0.2102 0.2979 0.5712 0.029 Uiso 1 1 calc R . . C1A C -0.0834(3) 0.40579(13) 0.60494(15) 0.0225(4) Uani 1 1 d . . . C7A C 0.2041(4) 0.34444(15) 0.36561(17) 0.0354(6) Uani 1 1 d . . . H7D H 0.1856 0.2873 0.3496 0.053 Uiso 1 1 calc R . . H7E H 0.3361 0.3552 0.3837 0.053 Uiso 1 1 calc R . . H7F H 0.1555 0.3774 0.3098 0.053 Uiso 1 1 calc R . . C21A C 0.0806(3) 0.47675(15) 0.94728(18) 0.0341(5) Uani 1 1 d . . . H21A H 0.1820 0.5130 0.9554 0.041 Uiso 1 1 calc R . . C22A C 0.0443(3) 0.42085(15) 1.01685(17) 0.0342(5) Uani 1 1 d . . . H22A H 0.1126 0.4126 1.0789 0.041 Uiso 1 1 calc R . . C23A C -0.1099(3) 0.38122(14) 0.97611(16) 0.0286(5) Uani 1 1 d . . . H23A H -0.1705 0.3391 1.0046 0.034 Uiso 1 1 calc R . . C32A C -0.3176(3) 0.39055(12) 0.81880(15) 0.0221(4) Uani 1 1 d . . . C33A C -0.4732(3) 0.36203(12) 0.85293(15) 0.0227(4) Uani 1 1 d . . . H33A H -0.4778 0.3638 0.9199 0.027 Uiso 1 1 calc R . . C34A C -0.6231(3) 0.33083(12) 0.79139(16) 0.0237(5) Uani 1 1 d . . . C35A C -0.6160(3) 0.33273(13) 0.69309(16) 0.0236(5) Uani 1 1 d . . . H35A H -0.7160 0.3114 0.6496 0.028 Uiso 1 1 calc R . . C36A C -0.4657(3) 0.36512(13) 0.65773(15) 0.0245(5) Uani 1 1 d . . . H36A H -0.4673 0.3679 0.5903 0.029 Uiso 1 1 calc R . . C31A C -0.3113(3) 0.39387(12) 0.71909(16) 0.0232(5) Uani 1 1 d . . . C37A C -0.7870(3) 0.29653(14) 0.82985(17) 0.0281(5) Uani 1 1 d . . . H37D H -0.7862 0.2377 0.8243 0.042 Uiso 1 1 calc R . . H37E H -0.9006 0.3179 0.7929 0.042 Uiso 1 1 calc R . . H37F H -0.7812 0.3117 0.8974 0.042 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 N11 0.0322(11) 0.0268(10) 0.0299(10) -0.0016(8) 0.0023(8) 0.0054(8) N12 0.0194(9) 0.0291(10) 0.0238(9) 0.0062(7) 0.0039(8) -0.0012(7) N21 0.0241(10) 0.0263(10) 0.0285(10) -0.0067(7) 0.0043(8) -0.0027(7) N22 0.0228(10) 0.0241(9) 0.0225(9) -0.0033(7) 0.0031(7) 0.0020(7) N1 0.0260(10) 0.0286(10) 0.0226(9) -0.0043(8) 0.0036(8) -0.0065(8) C11 0.0360(13) 0.0251(11) 0.0338(12) -0.0060(10) 0.0051(10) 0.0024(9) C12 0.0374(14) 0.0324(13) 0.0296(12) -0.0068(10) -0.0014(10) -0.0042(10) C13 0.0365(14) 0.0279(12) 0.0308(13) -0.0010(10) -0.0045(10) -0.0019(10) C2 0.0216(11) 0.0200(10) 0.0230(10) 0.0000(8) -0.0007(8) -0.0003(8) C3 0.0213(11) 0.0248(11) 0.0257(11) 0.0038(9) 0.0021(9) -0.0023(8) C4 0.0247(12) 0.0260(11) 0.0227(11) 0.0014(9) -0.0002(9) 0.0012(9) C5 0.0255(11) 0.0221(10) 0.0236(11) -0.0007(8) 0.0015(9) 0.0005(8) C6 0.0219(11) 0.0226(11) 0.0274(11) 0.0031(9) 0.0020(9) -0.0030(8) C1 0.0212(11) 0.0241(11) 0.0221(11) 0.0025(8) 0.0019(8) 0.0006(8) C7 0.0359(14) 0.0273(12) 0.0283(11) -0.0017(9) 0.0082(10) -0.0026(10) C21 0.0254(12) 0.0342(13) 0.0317(12) -0.0112(10) 0.0005(10) -0.0001(9) C22 0.0323(13) 0.0373(13) 0.0223(11) -0.0057(9) -0.0025(10) 0.0079(10) C23 0.0271(12) 0.0297(11) 0.0243(11) -0.0003(9) 0.0024(9) 0.0064(9) C32 0.0232(11) 0.0176(10) 0.0227(11) -0.0024(8) 0.0021(9) 0.0015(8) C33 0.0262(11) 0.0214(10) 0.0192(10) 0.0001(8) 0.0055(9) 0.0035(8) C34 0.0247(11) 0.0191(10) 0.0264(11) -0.0007(8) 0.0056(9) 0.0023(8) C35 0.0240(12) 0.0218(11) 0.0237(10) -0.0016(8) 0.0000(9) 0.0025(8) C36 0.0272(12) 0.0247(11) 0.0185(10) -0.0002(8) 0.0042(9) 0.0013(9) C31 0.0251(11) 0.0185(10) 0.0251(11) -0.0002(8) 0.0061(9) 0.0014(8) C37 0.0265(11) 0.0260(11) 0.0259(11) 0.0003(9) 0.0053(9) 0.0011(9) N11A 0.0304(11) 0.0236(10) 0.0362(11) -0.0022(8) 0.0027(9) 0.0026(8) N12A 0.0222(9) 0.0246(9) 0.0224(9) 0.0015(7) 0.0037(7) -0.0015(7) N21A 0.0267(10) 0.0300(10) 0.0282(10) -0.0082(8) 0.0068(8) -0.0054(8) N22A 0.0212(9) 0.0268(9) 0.0243(9) -0.0044(7) 0.0032(7) -0.0009(7) N1A 0.0282(10) 0.0260(10) 0.0229(9) -0.0012(8) 0.0050(8) -0.0058(8) C11A 0.0310(13) 0.0307(12) 0.0271(12) 0.0001(9) -0.0007(10) -0.0033(10) C12A 0.0331(13) 0.0256(12) 0.0422(14) -0.0039(10) 0.0115(11) -0.0005(10) C13A 0.0359(13) 0.0306(12) 0.0299(12) -0.0078(10) 0.0044(10) -0.0095(10) C2A 0.0247(11) 0.0200(10) 0.0207(10) 0.0014(8) -0.0001(9) 0.0000(8) C3A 0.0222(11) 0.0260(11) 0.0232(10) 0.0045(8) 0.0011(9) -0.0009(8) C4A 0.0271(12) 0.0290(12) 0.0239(11) 0.0003(9) 0.0008(9) 0.0011(9) C5A 0.0286(12) 0.0228(11) 0.0249(11) -0.0032(9) -0.0016(9) 0.0001(9) C6A 0.0220(11) 0.0237(11) 0.0261(11) 0.0031(8) -0.0005(9) -0.0022(8) C1A 0.0218(11) 0.0233(11) 0.0216(10) 0.0031(8) 0.0008(8) 0.0022(8) C7A 0.0408(15) 0.0374(14) 0.0294(13) -0.0075(10) 0.0097(11) -0.0052(11) C21A 0.0255(12) 0.0402(14) 0.0362(13) -0.0158(11) 0.0041(10) -0.0048(10) C22A 0.0293(13) 0.0467(14) 0.0255(11) -0.0094(11) 0.0006(10) 0.0044(10) C23A 0.0261(12) 0.0320(12) 0.0278(12) -0.0016(9) 0.0038(9) 0.0047(9) C32A 0.0225(11) 0.0183(10) 0.0251(11) -0.0027(8) 0.0017(9) 0.0011(8) C33A 0.0264(11) 0.0210(10) 0.0205(10) -0.0002(8) 0.0029(9) 0.0043(8) C34A 0.0252(12) 0.0183(10) 0.0274(11) 0.0010(8) 0.0034(9) 0.0045(8) C35A 0.0225(11) 0.0207(10) 0.0268(11) -0.0012(8) 0.0006(9) 0.0002(8) C36A 0.0270(12) 0.0237(11) 0.0219(11) 0.0010(8) 0.0011(9) 0.0019(9) C31A 0.0243(11) 0.0182(10) 0.0273(11) 0.0008(8) 0.0048(9) 0.0030(8) C37A 0.0271(12) 0.0280(11) 0.0297(11) 0.0010(9) 0.0060(9) -0.0009(9) _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 N11 C11 1.326(3) . ? N11 N12 1.351(3) . ? N12 C13 1.336(3) . ? N12 C2 1.449(3) . ? N21 C21 1.329(3) . ? N21 N22 1.364(3) . ? N22 C23 1.363(3) . ? N22 C32 1.433(3) . ? N1 C1 1.387(3) . ? N1 C31 1.398(3) . ? N1 H1 0.85(3) . ? C11 C12 1.387(3) . ? C11 H11 0.9500 . ? C12 C13 1.368(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C2 C3 1.381(3) . ? C2 C1 1.404(3) . ? C3 C4 1.395(3) . ? C3 H3 0.9500 . ? C4 C5 1.396(3) . ? C4 C7 1.506(3) . ? C5 C6 1.385(3) . ? C5 H5 0.9500 . ? C6 C1 1.407(3) . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C21 C22 1.398(4) . ? C21 H21 0.9500 . ? C22 C23 1.366(3) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C32 C33 1.395(3) . ? C32 C31 1.404(3) . ? C33 C34 1.393(3) . ? C33 H33 0.9500 . ? C34 C35 1.395(3) . ? C34 C37 1.504(3) . ? C35 C36 1.381(3) . ? C35 H35 0.9500 . ? C36 C31 1.403(3) . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? N11A C12A 1.331(3) . ? N11A N12A 1.353(3) . ? N12A C11A 1.352(3) . ? N12A C2A 1.444(3) . ? N21A C21A 1.329(3) . ? N21A N22A 1.364(3) . ? N22A C23A 1.363(3) . ? N22A C32A 1.426(3) . ? N1A C1A 1.387(3) . ? N1A C31A 1.397(3) . ? N1A H1A 0.90(3) . ? C11A C13A 1.366(3) . ? C11A H11A 0.9500 . ? C12A C13A 1.396(4) . ? C12A H12A 0.9500 . ? C13A H13A 0.9500 . ? C2A C3A 1.380(3) . ? C2A C1A 1.407(3) . ? C3A C4A 1.387(3) . ? C3A H3A 0.9500 . ? C4A C5A 1.396(3) . ? C4A C7A 1.514(3) . ? C5A C6A 1.387(3) . ? C5A H5A 0.9500 . ? C6A C1A 1.400(3) . ? C6A H6A 0.9500 . ? C7A H7D 0.9800 . ? C7A H7E 0.9800 . ? C7A H7F 0.9800 . ? C21A C22A 1.405(4) . ? C21A H21A 0.9500 . ? C22A C23A 1.359(3) . ? C22A H22A 0.9500 . ? C23A H23A 0.9500 . ? C32A C33A 1.388(3) . ? C32A C31A 1.415(3) . ? C33A C34A 1.394(3) . ? C33A H33A 0.9500 . ? C34A C35A 1.396(3) . ? C34A C37A 1.504(3) . ? C35A C36A 1.385(3) . ? C35A H35A 0.9500 . ? C36A C31A 1.401(3) . ? C36A H36A 0.9500 . ? C37A H37D 0.9800 . ? C37A H37E 0.9800 . ? C37A H37F 0.9800 . ? 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 C11 N11 N12 103.37(19) . . ? C13 N12 N11 112.92(19) . . ? C13 N12 C2 127.41(18) . . ? N11 N12 C2 119.59(18) . . ? C21 N21 N22 104.68(18) . . ? C23 N22 N21 111.12(18) . . ? C23 N22 C32 127.55(19) . . ? N21 N22 C32 121.23(17) . . ? C1 N1 C31 127.03(19) . . ? C1 N1 H1 117.8(18) . . ? C31 N1 H1 115.0(18) . . ? N11 C11 C12 112.5(2) . . ? N11 C11 H11 123.8 . . ? C12 C11 H11 123.8 . . ? C13 C12 C11 104.6(2) . . ? C13 C12 H12 127.7 . . ? C11 C12 H12 127.7 . . ? N12 C13 C12 106.7(2) . . ? N12 C13 H13 126.7 . . ? C12 C13 H13 126.7 . . ? C3 C2 C1 121.84(19) . . ? C3 C2 N12 119.32(19) . . ? C1 C2 N12 118.84(18) . . ? C2 C3 C4 121.6(2) . . ? C2 C3 H3 119.2 . . ? C4 C3 H3 119.2 . . ? C3 C4 C5 116.7(2) . . ? C3 C4 C7 120.7(2) . . ? C5 C4 C7 122.7(2) . . ? C6 C5 C4 122.3(2) . . ? C6 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? C5 C6 C1 120.8(2) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? N1 C1 C2 119.05(19) . . ? N1 C1 C6 124.24(19) . . ? C2 C1 C6 116.65(19) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N21 C21 C22 112.0(2) . . ? N21 C21 H21 124.0 . . ? C22 C21 H21 124.0 . . ? C23 C22 C21 104.9(2) . . ? C23 C22 H22 127.5 . . ? C21 C22 H22 127.5 . . ? N22 C23 C22 107.3(2) . . ? N22 C23 H23 126.4 . . ? C22 C23 H23 126.4 . . ? C33 C32 C31 120.8(2) . . ? C33 C32 N22 118.02(18) . . ? C31 C32 N22 121.14(19) . . ? C34 C33 C32 121.39(19) . . ? C34 C33 H33 119.3 . . ? C32 C33 H33 119.3 . . ? C33 C34 C35 117.5(2) . . ? C33 C34 C37 121.42(19) . . ? C35 C34 C37 121.1(2) . . ? C36 C35 C34 121.6(2) . . ? C36 C35 H35 119.2 . . ? C34 C35 H35 119.2 . . ? C35 C36 C31 121.31(19) . . ? C35 C36 H36 119.3 . . ? C31 C36 H36 119.3 . . ? N1 C31 C36 121.28(19) . . ? N1 C31 C32 121.4(2) . . ? C36 C31 C32 117.25(19) . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C12A N11A N12A 104.00(19) . . ? C11A N12A N11A 112.29(18) . . ? C11A N12A C2A 128.07(18) . . ? N11A N12A C2A 119.57(17) . . ? C21A N21A N22A 104.85(19) . . ? C23A N22A N21A 110.94(18) . . ? C23A N22A C32A 127.27(19) . . ? N21A N22A C32A 121.78(18) . . ? C1A N1A C31A 127.58(19) . . ? C1A N1A H1A 115.1(16) . . ? C31A N1A H1A 115.9(16) . . ? N12A C11A C13A 106.9(2) . . ? N12A C11A H11A 126.6 . . ? C13A C11A H11A 126.6 . . ? N11A C12A C13A 112.1(2) . . ? N11A C12A H12A 124.0 . . ? C13A C12A H12A 124.0 . . ? C11A C13A C12A 104.8(2) . . ? C11A C13A H13A 127.6 . . ? C12A C13A H13A 127.6 . . ? C3A C2A C1A 121.87(19) . . ? C3A C2A N12A 119.45(19) . . ? C1A C2A N12A 118.68(18) . . ? C2A C3A C4A 121.5(2) . . ? C2A C3A H3A 119.2 . . ? C4A C3A H3A 119.2 . . ? C3A C4A C5A 117.2(2) . . ? C3A C4A C7A 120.8(2) . . ? C5A C4A C7A 122.0(2) . . ? C6A C5A C4A 121.7(2) . . ? C6A C5A H5A 119.2 . . ? C4A C5A H5A 119.2 . . ? C5A C6A C1A 121.3(2) . . ? C5A C6A H6A 119.3 . . ? C1A C6A H6A 119.3 . . ? N1A C1A C6A 125.5(2) . . ? N1A C1A C2A 117.98(19) . . ? C6A C1A C2A 116.41(19) . . ? C4A C7A H7D 109.5 . . ? C4A C7A H7E 109.5 . . ? H7D C7A H7E 109.5 . . ? C4A C7A H7F 109.5 . . ? H7D C7A H7F 109.5 . . ? H7E C7A H7F 109.5 . . ? N21A C21A C22A 111.6(2) . . ? N21A C21A H21A 124.2 . . ? C22A C21A H21A 124.2 . . ? C23A C22A C21A 105.0(2) . . ? C23A C22A H22A 127.5 . . ? C21A C22A H22A 127.5 . . ? C22A C23A N22A 107.6(2) . . ? C22A C23A H23A 126.2 . . ? N22A C23A H23A 126.2 . . ? C33A C32A C31A 120.7(2) . . ? C33A C32A N22A 118.16(19) . . ? C31A C32A N22A 121.12(19) . . ? C32A C33A C34A 121.6(2) . . ? C32A C33A H33A 119.2 . . ? C34A C33A H33A 119.2 . . ? C33A C34A C35A 117.8(2) . . ? C33A C34A C37A 121.0(2) . . ? C35A C34A C37A 121.3(2) . . ? C36A C35A C34A 121.2(2) . . ? C36A C35A H35A 119.4 . . ? C34A C35A H35A 119.4 . . ? C35A C36A C31A 121.5(2) . . ? C35A C36A H36A 119.2 . . ? C31A C36A H36A 119.2 . . ? N1A C31A C36A 122.3(2) . . ? N1A C31A C32A 120.5(2) . . ? C36A C31A C32A 117.1(2) . . ? C34A C37A H37D 109.5 . . ? C34A C37A H37E 109.5 . . ? H37D C37A H37E 109.5 . . ? C34A C37A H37F 109.5 . . ? H37D C37A H37F 109.5 . . ? H37E C37A H37F 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 C11 N11 N12 C13 -0.5(3) . . . . ? C11 N11 N12 C2 176.44(19) . . . . ? C21 N21 N22 C23 0.6(2) . . . . ? C21 N21 N22 C32 177.43(18) . . . . ? N12 N11 C11 C12 0.4(3) . . . . ? N11 C11 C12 C13 -0.1(3) . . . . ? N11 N12 C13 C12 0.4(3) . . . . ? C2 N12 C13 C12 -176.2(2) . . . . ? C11 C12 C13 N12 -0.2(3) . . . . ? C13 N12 C2 C3 -104.1(3) . . . . ? N11 N12 C2 C3 79.5(3) . . . . ? C13 N12 C2 C1 76.3(3) . . . . ? N11 N12 C2 C1 -100.1(2) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? N12 C2 C3 C4 -179.45(19) . . . . ? C2 C3 C4 C5 -1.5(3) . . . . ? C2 C3 C4 C7 177.8(2) . . . . ? C3 C4 C5 C6 1.2(3) . . . . ? C7 C4 C5 C6 -178.0(2) . . . . ? C4 C5 C6 C1 0.4(3) . . . . ? C31 N1 C1 C2 162.9(2) . . . . ? C31 N1 C1 C6 -20.1(3) . . . . ? C3 C2 C1 N1 178.72(19) . . . . ? N12 C2 C1 N1 -1.7(3) . . . . ? C3 C2 C1 C6 1.5(3) . . . . ? N12 C2 C1 C6 -178.96(18) . . . . ? C5 C6 C1 N1 -178.8(2) . . . . ? C5 C6 C1 C2 -1.7(3) . . . . ? N22 N21 C21 C22 -0.5(2) . . . . ? N21 C21 C22 C23 0.2(3) . . . . ? N21 N22 C23 C22 -0.5(2) . . . . ? C32 N22 C23 C22 -177.1(2) . . . . ? C21 C22 C23 N22 0.2(2) . . . . ? C23 N22 C32 C33 27.1(3) . . . . ? N21 N22 C32 C33 -149.13(19) . . . . ? C23 N22 C32 C31 -151.5(2) . . . . ? N21 N22 C32 C31 32.2(3) . . . . ? C31 C32 C33 C34 4.4(3) . . . . ? N22 C32 C33 C34 -174.29(18) . . . . ? C32 C33 C34 C35 -3.4(3) . . . . ? C32 C33 C34 C37 176.47(19) . . . . ? C33 C34 C35 C36 -0.3(3) . . . . ? C37 C34 C35 C36 179.87(19) . . . . ? C34 C35 C36 C31 3.0(3) . . . . ? C1 N1 C31 C36 -35.5(3) . . . . ? C1 N1 C31 C32 148.0(2) . . . . ? C35 C36 C31 N1 -178.65(19) . . . . ? C35 C36 C31 C32 -2.1(3) . . . . ? C33 C32 C31 N1 175.02(19) . . . . ? N22 C32 C31 N1 -6.3(3) . . . . ? C33 C32 C31 C36 -1.6(3) . . . . ? N22 C32 C31 C36 177.07(18) . . . . ? C12A N11A N12A C11A -0.1(3) . . . . ? C12A N11A N12A C2A 177.23(19) . . . . ? C21A N21A N22A C23A 0.3(2) . . . . ? C21A N21A N22A C32A 179.62(19) . . . . ? N11A N12A C11A C13A 0.2(3) . . . . ? C2A N12A C11A C13A -176.9(2) . . . . ? N12A N11A C12A C13A 0.0(3) . . . . ? N12A C11A C13A C12A -0.1(3) . . . . ? N11A C12A C13A C11A 0.0(3) . . . . ? C11A N12A C2A C3A -91.3(3) . . . . ? N11A N12A C2A C3A 91.9(2) . . . . ? C11A N12A C2A C1A 88.2(3) . . . . ? N11A N12A C2A C1A -88.7(2) . . . . ? C1A C2A C3A C4A 0.0(3) . . . . ? N12A C2A C3A C4A 179.4(2) . . . . ? C2A C3A C4A C5A 0.1(3) . . . . ? C2A C3A C4A C7A 180.0(2) . . . . ? C3A C4A C5A C6A -0.2(3) . . . . ? C7A C4A C5A C6A 179.9(2) . . . . ? C4A C5A C6A C1A 0.2(3) . . . . ? C31A N1A C1A C6A -12.5(3) . . . . ? C31A N1A C1A C2A 170.9(2) . . . . ? C5A C6A C1A N1A -176.8(2) . . . . ? C5A C6A C1A C2A -0.2(3) . . . . ? C3A C2A C1A N1A 176.92(19) . . . . ? N12A C2A C1A N1A -2.5(3) . . . . ? C3A C2A C1A C6A 0.0(3) . . . . ? N12A C2A C1A C6A -179.39(18) . . . . ? N22A N21A C21A C22A -0.6(3) . . . . ? N21A C21A C22A C23A 0.6(3) . . . . ? C21A C22A C23A N22A -0.4(3) . . . . ? N21A N22A C23A C22A 0.0(2) . . . . ? C32A N22A C23A C22A -179.2(2) . . . . ? C23A N22A C32A C33A 30.2(3) . . . . ? N21A N22A C32A C33A -148.98(19) . . . . ? C23A N22A C32A C31A -147.1(2) . . . . ? N21A N22A C32A C31A 33.8(3) . . . . ? C31A C32A C33A C34A 4.3(3) . . . . ? N22A C32A C33A C34A -172.96(18) . . . . ? C32A C33A C34A C35A -3.1(3) . . . . ? C32A C33A C34A C37A 177.1(2) . . . . ? C33A C34A C35A C36A -0.5(3) . . . . ? C37A C34A C35A C36A 179.32(19) . . . . ? C34A C35A C36A C31A 3.0(3) . . . . ? C1A N1A C31A C36A -37.9(3) . . . . ? C1A N1A C31A C32A 145.8(2) . . . . ? C35A C36A C31A N1A -178.2(2) . . . . ? C35A C36A C31A C32A -1.8(3) . . . . ? C33A C32A C31A N1A 174.72(19) . . . . ? N22A C32A C31A N1A -8.1(3) . . . . ? C33A C32A C31A C36A -1.8(3) . . . . ? N22A C32A C31A C36A 175.40(19) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N21 0.85(3) 2.07(3) 2.703(3) 131(2) . N1A H1A N21A 0.90(3) 2.01(3) 2.706(3) 134(2) . _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 66.41 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.157 _refine_diff_density_min -0.145 _refine_diff_density_rms 0.029 #===END data_ReBrCO3HL_1 #TrackingRef 'B927552E_ccdc_759658_759662_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 759659' #TrackingRef 'ReCO3_NNNpincer.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H19 Br N5 O3 Re' _chemical_formula_weight 679.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 8.1846(4) _cell_length_b 31.9302(14) _cell_length_c 8.9168(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.901(3) _cell_angle_gamma 90.00 _cell_volume 2271.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6621 _cell_measurement_theta_min 3 _cell_measurement_theta_max 67 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.987 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 12.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2060 _exptl_absorpt_correction_T_max 0.6279 _exptl_absorpt_process_details ; TWINABS. Program for empirical absorption correction of area-detector data for twinned crystals. University of Goetingen. Germany. Sheldrick, G. M. 2007 ; _exptl_special_details ; Crystal represents a TWIN with 2:1 component ratio separated by ca 2 deg split. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35582 _diffrn_reflns_av_R_equivalents 0.1068 _diffrn_reflns_av_sigmaI/netI 0.0296 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 67.93 _reflns_number_total 4046 _reflns_number_gt 3759 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2.1-4 (Bruker, 2007)' _computing_cell_refinement 'SAINT v7.23A (Bruker, 2005)' _computing_data_reduction 'TWINABS-2007/5 (Bruker, 2007)' _computing_structure_solution 'XS/SHELXTL v6.12 (Bruker, 2001)' _computing_structure_refinement 'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)' _computing_molecular_graphics 'XP v5.1 (Bruker, 1998)' _computing_publication_material 'XCIF v6.12 (Bruker, 2001)' _refine_special_details ; Refinement on an averaged dataset (HKLF 4) over both twin components ; _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^)+(0.0402P)^2^+25.3102P] 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 4046 _refine_ls_number_parameters 300 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0467 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1073 _refine_ls_wR_factor_gt 0.1059 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.57436(4) 0.590308(9) 0.46130(4) 0.02870(12) Uani 1 1 d . . . Br1 Br 0.32173(10) 0.64245(2) 0.39126(10) 0.0388(2) Uani 1 1 d . . . O2 O 0.7142(8) 0.63523(18) 0.2125(7) 0.0472(14) Uani 1 1 d . . . O3 O 0.8787(7) 0.53367(17) 0.5496(6) 0.0363(12) Uani 1 1 d . . . O1 O 0.4268(7) 0.52365(17) 0.2224(6) 0.0390(13) Uani 1 1 d . . . N11 N 0.4478(7) 0.56785(18) 0.6369(7) 0.0288(13) Uani 1 1 d . . . N12 N 0.5106(7) 0.57079(18) 0.7910(7) 0.0300(13) Uani 1 1 d . . . N21 N 0.5021(10) 0.6815(2) 0.8261(11) 0.054(2) Uani 1 1 d . . . N22 N 0.5643(8) 0.71603(19) 0.7667(7) 0.0326(14) Uani 1 1 d . . . N1 N 0.6703(8) 0.63434(18) 0.6607(7) 0.0299(13) Uani 1 1 d . . . H1 H 0.5733 0.6425 0.6908 0.036 Uiso 1 1 calc R . . C11 C 0.2891(10) 0.5553(2) 0.6197(10) 0.0368(17) Uani 1 1 d . . . H11 H 0.2142 0.5503 0.5234 0.044 Uiso 1 1 calc R . . C12 C 0.2486(9) 0.5506(2) 0.7617(9) 0.0345(17) Uani 1 1 d . . . H12 H 0.1440 0.5421 0.7810 0.041 Uiso 1 1 calc R . . C13 C 0.3915(10) 0.5608(2) 0.8687(9) 0.0353(17) Uani 1 1 d . . . H13 H 0.4044 0.5608 0.9772 0.042 Uiso 1 1 calc R . . C2 C 0.6820(9) 0.5793(2) 0.8543(9) 0.0310(15) Uani 1 1 d . . . C3 C 0.7645(9) 0.5568(2) 0.9842(8) 0.0318(16) Uani 1 1 d . . . H3 H 0.7074 0.5349 1.0233 0.038 Uiso 1 1 calc R . . C4 C 0.9275(10) 0.5662(2) 1.0555(9) 0.0336(16) Uani 1 1 d . . . C5 C 1.0101(10) 0.5975(2) 0.9925(9) 0.0331(16) Uani 1 1 d . . . H5 H 1.1232 0.6040 1.0395 0.040 Uiso 1 1 calc R . . C6 C 0.9303(9) 0.6193(2) 0.8630(9) 0.0316(16) Uani 1 1 d . . . H6 H 0.9902 0.6399 0.8203 0.038 Uiso 1 1 calc R . . C1 C 0.7642(10) 0.6114(2) 0.7945(9) 0.0319(16) Uani 1 1 d . . . C7 C 1.0150(10) 0.5431(3) 1.1978(9) 0.0391(18) Uani 1 1 d . . . H7A H 1.1026 0.5610 1.2586 0.059 Uiso 1 1 calc R . . H7B H 1.0657 0.5175 1.1684 0.059 Uiso 1 1 calc R . . H7C H 0.9337 0.5358 1.2593 0.059 Uiso 1 1 calc R . . C21 C 0.3888(13) 0.6961(3) 0.8953(14) 0.059(3) Uani 1 1 d . . . H21 H 0.3242 0.6789 0.9472 0.071 Uiso 1 1 calc R . . C22 C 0.3730(11) 0.7397(3) 0.8849(11) 0.044(2) Uani 1 1 d . . . H22 H 0.2994 0.7573 0.9250 0.053 Uiso 1 1 calc R . . C23 C 0.4892(11) 0.7508(2) 0.8027(10) 0.0394(18) Uani 1 1 d . . . H23 H 0.5127 0.7786 0.7757 0.047 Uiso 1 1 calc R . . C32 C 0.6963(9) 0.7124(2) 0.6882(9) 0.0320(16) Uani 1 1 d . . . C33 C 0.7828(10) 0.7487(2) 0.6627(10) 0.0352(17) Uani 1 1 d . . . H33 H 0.7489 0.7747 0.6974 0.042 Uiso 1 1 calc R . . C34 C 0.9125(10) 0.7485(2) 0.5908(9) 0.0366(17) Uani 1 1 d . . . C35 C 0.9642(10) 0.7101(2) 0.5396(9) 0.0344(17) Uani 1 1 d . . . H35 H 1.0545 0.7090 0.4887 0.041 Uiso 1 1 calc R . . C36 C 0.8809(9) 0.6738(2) 0.5646(9) 0.0350(17) Uani 1 1 d . . . H36 H 0.9180 0.6478 0.5328 0.042 Uiso 1 1 calc R . . C31 C 0.7469(9) 0.6741(2) 0.6337(9) 0.0307(16) Uani 1 1 d . . . C37 C 1.0036(10) 0.7884(2) 0.5678(10) 0.0389(18) Uani 1 1 d . . . H37A H 0.9359 0.8126 0.5838 0.058 Uiso 1 1 calc R . . H37B H 1.0219 0.7891 0.4629 0.058 Uiso 1 1 calc R . . H37C H 1.1119 0.7893 0.6417 0.058 Uiso 1 1 calc R . . C42 C 0.6661(10) 0.6178(2) 0.3059(10) 0.0366(17) Uani 1 1 d . . . C43 C 0.7699(10) 0.5543(2) 0.5209(8) 0.0308(16) Uani 1 1 d . . . C41 C 0.4793(9) 0.5497(2) 0.3115(9) 0.0341(17) 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 0.02805(19) 0.02554(18) 0.03148(19) 0.00001(13) 0.00443(13) 0.00016(12) Br1 0.0335(4) 0.0317(4) 0.0476(5) 0.0025(3) 0.0013(4) 0.0037(3) O2 0.059(4) 0.039(3) 0.048(4) 0.004(3) 0.022(3) -0.004(3) O3 0.032(3) 0.038(3) 0.036(3) -0.001(2) 0.002(2) 0.003(2) O1 0.041(3) 0.037(3) 0.035(3) -0.004(2) 0.001(2) 0.000(2) N11 0.027(3) 0.033(3) 0.024(3) 0.000(2) 0.000(2) -0.002(2) N12 0.027(3) 0.030(3) 0.032(3) -0.001(3) 0.005(3) -0.001(2) N21 0.059(5) 0.029(3) 0.085(6) -0.002(4) 0.041(5) 0.000(3) N22 0.032(3) 0.028(3) 0.036(4) -0.002(3) 0.004(3) 0.003(3) N1 0.032(3) 0.025(3) 0.031(3) 0.001(2) 0.005(3) 0.001(2) C11 0.028(4) 0.031(4) 0.050(5) 0.001(3) 0.007(4) 0.000(3) C12 0.028(4) 0.035(4) 0.042(4) 0.002(3) 0.009(3) -0.003(3) C13 0.034(4) 0.035(4) 0.037(4) 0.002(3) 0.008(3) 0.000(3) C2 0.027(4) 0.030(4) 0.033(4) -0.002(3) 0.001(3) -0.001(3) C3 0.034(4) 0.030(4) 0.030(4) -0.002(3) 0.004(3) -0.003(3) C4 0.034(4) 0.033(4) 0.031(4) -0.003(3) 0.001(3) 0.004(3) C5 0.030(4) 0.031(4) 0.037(4) -0.004(3) 0.003(3) -0.001(3) C6 0.030(4) 0.025(3) 0.039(4) 0.000(3) 0.005(3) -0.003(3) C1 0.035(4) 0.027(4) 0.034(4) -0.006(3) 0.009(3) 0.001(3) C7 0.034(4) 0.047(5) 0.033(4) 0.003(4) 0.000(3) -0.003(3) C21 0.057(6) 0.036(5) 0.098(8) -0.001(5) 0.046(6) 0.000(4) C22 0.035(4) 0.038(4) 0.059(6) -0.002(4) 0.010(4) 0.008(3) C23 0.045(5) 0.032(4) 0.041(5) 0.004(3) 0.007(4) 0.006(3) C32 0.028(4) 0.029(4) 0.038(4) 0.001(3) 0.006(3) -0.001(3) C33 0.034(4) 0.026(4) 0.045(5) 0.001(3) 0.008(3) 0.001(3) C34 0.037(4) 0.031(4) 0.039(4) 0.001(3) 0.002(3) -0.005(3) C35 0.033(4) 0.037(4) 0.034(4) 0.001(3) 0.011(3) -0.004(3) C36 0.031(4) 0.029(4) 0.042(5) -0.004(3) 0.003(3) 0.002(3) C31 0.026(4) 0.028(4) 0.035(4) -0.001(3) -0.001(3) -0.002(3) C37 0.036(4) 0.035(4) 0.047(5) 0.002(3) 0.012(4) -0.006(3) C42 0.035(4) 0.033(4) 0.041(5) 0.003(3) 0.007(4) -0.001(3) C43 0.038(4) 0.030(4) 0.026(4) -0.009(3) 0.012(3) -0.009(3) C41 0.029(4) 0.033(4) 0.038(4) 0.004(3) 0.002(3) 0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C41 1.899(8) . ? Re1 C42 1.928(8) . ? Re1 C43 1.946(8) . ? Re1 N11 2.182(6) . ? Re1 N1 2.265(6) . ? Re1 Br1 2.6193(8) . ? O2 C42 1.143(10) . ? O3 C43 1.091(9) . ? O1 C41 1.165(9) . ? N11 C11 1.335(10) . ? N11 N12 1.358(8) . ? N12 C13 1.354(10) . ? N12 C2 1.416(9) . ? N21 C21 1.309(12) . ? N21 N22 1.371(9) . ? N22 C23 1.344(10) . ? N22 C32 1.417(10) . ? N1 C31 1.461(9) . ? N1 C1 1.464(10) . ? N1 H1 0.9300 . ? C11 C12 1.387(11) . ? C11 H11 0.9500 . ? C12 C13 1.373(11) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C2 C1 1.396(11) . ? C2 C3 1.401(10) . ? C3 C4 1.377(11) . ? C3 H3 0.9500 . ? C4 C5 1.395(11) . ? C4 C7 1.503(11) . ? C5 C6 1.381(11) . ? C5 H5 0.9500 . ? C6 C1 1.384(11) . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C21 C22 1.399(12) . ? C21 H21 0.9500 . ? C22 C23 1.371(12) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C32 C33 1.403(10) . ? C32 C31 1.411(10) . ? C33 C34 1.357(12) . ? C33 H33 0.9500 . ? C34 C35 1.405(11) . ? C34 C37 1.514(10) . ? C35 C36 1.387(11) . ? C35 H35 0.9500 . ? C36 C31 1.372(11) . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? 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 C41 Re1 C42 88.2(3) . . ? C41 Re1 C43 88.4(3) . . ? C42 Re1 C43 92.1(3) . . ? C41 Re1 N11 95.5(3) . . ? C42 Re1 N11 171.3(3) . . ? C43 Re1 N11 95.9(3) . . ? C41 Re1 N1 172.6(3) . . ? C42 Re1 N1 99.2(3) . . ? C43 Re1 N1 91.9(3) . . ? N11 Re1 N1 77.2(2) . . ? C41 Re1 Br1 95.1(2) . . ? C42 Re1 Br1 87.3(2) . . ? C43 Re1 Br1 176.5(2) . . ? N11 Re1 Br1 84.50(16) . . ? N1 Re1 Br1 84.81(15) . . ? C11 N11 N12 106.0(6) . . ? C11 N11 Re1 128.4(5) . . ? N12 N11 Re1 124.7(4) . . ? C13 N12 N11 110.3(6) . . ? C13 N12 C2 127.1(7) . . ? N11 N12 C2 122.3(6) . . ? C21 N21 N22 105.0(7) . . ? C23 N22 N21 110.1(7) . . ? C23 N22 C32 128.7(7) . . ? N21 N22 C32 121.0(6) . . ? C31 N1 C1 113.8(6) . . ? C31 N1 Re1 119.8(5) . . ? C1 N1 Re1 110.9(4) . . ? C31 N1 H1 103.3 . . ? C1 N1 H1 103.3 . . ? Re1 N1 H1 103.3 . . ? N11 C11 C12 110.6(7) . . ? N11 C11 H11 124.7 . . ? C12 C11 H11 124.7 . . ? C13 C12 C11 105.6(7) . . ? C13 C12 H12 127.2 . . ? C11 C12 H12 127.2 . . ? N12 C13 C12 107.4(7) . . ? N12 C13 H13 126.3 . . ? C12 C13 H13 126.3 . . ? C1 C2 C3 120.5(7) . . ? C1 C2 N12 120.5(7) . . ? C3 C2 N12 118.9(7) . . ? C4 C3 C2 120.6(7) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 118.5(7) . . ? C3 C4 C7 120.9(7) . . ? C5 C4 C7 120.6(7) . . ? C6 C5 C4 121.1(7) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C1 120.8(7) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? C6 C1 C2 118.4(7) . . ? C6 C1 N1 123.6(7) . . ? C2 C1 N1 118.0(6) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N21 C21 C22 112.9(8) . . ? N21 C21 H21 123.6 . . ? C22 C21 H21 123.6 . . ? C23 C22 C21 103.3(8) . . ? C23 C22 H22 128.4 . . ? C21 C22 H22 128.4 . . ? N22 C23 C22 108.8(7) . . ? N22 C23 H23 125.6 . . ? C22 C23 H23 125.6 . . ? C33 C32 C31 117.5(7) . . ? C33 C32 N22 118.7(7) . . ? C31 C32 N22 123.8(7) . . ? C34 C33 C32 123.3(7) . . ? C34 C33 H33 118.4 . . ? C32 C33 H33 118.4 . . ? C33 C34 C35 118.8(7) . . ? C33 C34 C37 121.4(7) . . ? C35 C34 C37 119.8(7) . . ? C36 C35 C34 118.8(7) . . ? C36 C35 H35 120.6 . . ? C34 C35 H35 120.6 . . ? C31 C36 C35 122.5(7) . . ? C31 C36 H36 118.8 . . ? C35 C36 H36 118.8 . . ? C36 C31 C32 119.1(7) . . ? C36 C31 N1 118.9(6) . . ? C32 C31 N1 121.8(7) . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O2 C42 Re1 176.9(7) . . ? O3 C43 Re1 177.8(7) . . ? O1 C41 Re1 177.0(7) . . ? 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 C41 Re1 N11 C11 -42.0(7) . . . . ? C42 Re1 N11 C11 73(2) . . . . ? C43 Re1 N11 C11 -130.9(6) . . . . ? N1 Re1 N11 C11 138.5(7) . . . . ? Br1 Re1 N11 C11 52.6(6) . . . . ? C41 Re1 N11 N12 149.9(6) . . . . ? C42 Re1 N11 N12 -95.5(19) . . . . ? C43 Re1 N11 N12 61.0(6) . . . . ? N1 Re1 N11 N12 -29.6(5) . . . . ? Br1 Re1 N11 N12 -115.5(5) . . . . ? C11 N11 N12 C13 -0.9(8) . . . . ? Re1 N11 N12 C13 169.5(5) . . . . ? C11 N11 N12 C2 173.5(6) . . . . ? Re1 N11 N12 C2 -16.1(9) . . . . ? C21 N21 N22 C23 0.8(11) . . . . ? C21 N21 N22 C32 177.4(8) . . . . ? C41 Re1 N1 C31 -165.9(19) . . . . ? C42 Re1 N1 C31 9.9(6) . . . . ? C43 Re1 N1 C31 102.4(5) . . . . ? N11 Re1 N1 C31 -162.0(5) . . . . ? Br1 Re1 N1 C31 -76.5(5) . . . . ? C41 Re1 N1 C1 58(2) . . . . ? C42 Re1 N1 C1 -125.8(5) . . . . ? C43 Re1 N1 C1 -33.4(5) . . . . ? N11 Re1 N1 C1 62.3(5) . . . . ? Br1 Re1 N1 C1 147.8(5) . . . . ? N12 N11 C11 C12 0.6(8) . . . . ? Re1 N11 C11 C12 -169.2(5) . . . . ? N11 C11 C12 C13 -0.2(9) . . . . ? N11 N12 C13 C12 0.8(8) . . . . ? C2 N12 C13 C12 -173.3(7) . . . . ? C11 C12 C13 N12 -0.4(8) . . . . ? C13 N12 C2 C1 -140.0(8) . . . . ? N11 N12 C2 C1 46.6(10) . . . . ? C13 N12 C2 C3 35.9(11) . . . . ? N11 N12 C2 C3 -137.6(7) . . . . ? C1 C2 C3 C4 0.4(11) . . . . ? N12 C2 C3 C4 -175.4(7) . . . . ? C2 C3 C4 C5 -2.1(11) . . . . ? C2 C3 C4 C7 178.1(7) . . . . ? C3 C4 C5 C6 1.0(11) . . . . ? C7 C4 C5 C6 -179.2(7) . . . . ? C4 C5 C6 C1 1.9(12) . . . . ? C5 C6 C1 C2 -3.6(11) . . . . ? C5 C6 C1 N1 177.6(7) . . . . ? C3 C2 C1 C6 2.4(11) . . . . ? N12 C2 C1 C6 178.2(7) . . . . ? C3 C2 C1 N1 -178.7(6) . . . . ? N12 C2 C1 N1 -2.9(10) . . . . ? C31 N1 C1 C6 -17.9(10) . . . . ? Re1 N1 C1 C6 120.6(7) . . . . ? C31 N1 C1 C2 163.3(7) . . . . ? Re1 N1 C1 C2 -58.2(7) . . . . ? N22 N21 C21 C22 -0.2(13) . . . . ? N21 C21 C22 C23 -0.4(13) . . . . ? N21 N22 C23 C22 -1.1(10) . . . . ? C32 N22 C23 C22 -177.3(8) . . . . ? C21 C22 C23 N22 0.9(10) . . . . ? C23 N22 C32 C33 11.2(12) . . . . ? N21 N22 C32 C33 -164.7(8) . . . . ? C23 N22 C32 C31 -168.9(8) . . . . ? N21 N22 C32 C31 15.2(12) . . . . ? C31 C32 C33 C34 -0.9(12) . . . . ? N22 C32 C33 C34 179.0(8) . . . . ? C32 C33 C34 C35 -0.3(13) . . . . ? C32 C33 C34 C37 -179.2(8) . . . . ? C33 C34 C35 C36 -0.1(12) . . . . ? C37 C34 C35 C36 178.8(7) . . . . ? C34 C35 C36 C31 1.9(12) . . . . ? C35 C36 C31 C32 -3.1(12) . . . . ? C35 C36 C31 N1 -177.8(7) . . . . ? C33 C32 C31 C36 2.6(11) . . . . ? N22 C32 C31 C36 -177.3(7) . . . . ? C33 C32 C31 N1 177.1(7) . . . . ? N22 C32 C31 N1 -2.8(12) . . . . ? C1 N1 C31 C36 78.5(9) . . . . ? Re1 N1 C31 C36 -56.0(8) . . . . ? C1 N1 C31 C32 -96.0(8) . . . . ? Re1 N1 C31 C32 129.5(6) . . . . ? C41 Re1 C42 O2 95(14) . . . . ? C43 Re1 C42 O2 -177(100) . . . . ? N11 Re1 C42 O2 -20(15) . . . . ? N1 Re1 C42 O2 -84(14) . . . . ? Br1 Re1 C42 O2 0(14) . . . . ? C41 Re1 C43 O3 30(18) . . . . ? C42 Re1 C43 O3 -58(18) . . . . ? N11 Re1 C43 O3 125(18) . . . . ? N1 Re1 C43 O3 -157(18) . . . . ? Br1 Re1 C43 O3 -138(16) . . . . ? C42 Re1 C41 O1 100(14) . . . . ? C43 Re1 C41 O1 8(14) . . . . ? N11 Re1 C41 O1 -87(14) . . . . ? N1 Re1 C41 O1 -84(14) . . . . ? Br1 Re1 C41 O1 -172(14) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N21 0.93 1.91 2.692(9) 139.8 . _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 67.93 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.912 _refine_diff_density_min -1.172 _refine_diff_density_rms 0.161 #===END data_2PF6 #TrackingRef 'B927552E_ccdc_759658_759662_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 759660' #TrackingRef 'ReCO3_NNNpincer.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H19 F6 N5 O3 P Re' _chemical_formula_weight 744.60 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 15.6722(7) _cell_length_b 9.6375(4) _cell_length_c 16.8562(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.315(2) _cell_angle_gamma 90.00 _cell_volume 2477.53(18) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8198 _cell_measurement_theta_min 3 _cell_measurement_theta_max 67 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.996 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 10.967 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.3627 _exptl_absorpt_correction_T_max 0.6744 _exptl_absorpt_process_details ; Numerical (based on real shape of the crystal) absorption correction followed by: SADABS. Program for empirical absorption correction of area-detector data. University of Goetingen. Germany. Sheldrick, G. M. 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20721 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 67.71 _reflns_number_total 4328 _reflns_number_gt 3820 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2-2009.3-0 (Bruker, 2009)' _computing_cell_refinement 'SAINT v7.60A (Bruker, 2009)' _computing_data_reduction 'SADABS-2008/1 (Bruker, 2008)' _computing_structure_solution 'XS/SHELXTL-2008/4 (Bruker, 2008)' _computing_structure_refinement 'SHELXL-2008/4(Bruker, 2008)' _computing_molecular_graphics 'XP v5.1 (Bruker, 1998)' _computing_publication_material 'XCIF-2008/2 (Bruker, 2008)' _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^)+(0.0405P)^2^+4.3361P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4328 _refine_ls_number_parameters 392 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0267 _refine_ls_wR_factor_ref 0.0678 _refine_ls_wR_factor_gt 0.0657 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.008 _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 0.191815(11) 0.423615(18) 0.605428(10) 0.01474(7) Uani 1 1 d . . . O2 O -0.0062(2) 0.3655(3) 0.55923(19) 0.0271(7) Uani 1 1 d . . . O1 O 0.1649(2) 0.4493(3) 0.77922(18) 0.0284(7) Uani 1 1 d . . . O3 O 0.1511(2) 0.7345(3) 0.57950(19) 0.0255(7) Uani 1 1 d . . . N21 N 0.2312(2) 0.2068(4) 0.6148(2) 0.0168(7) Uani 1 1 d . . . N22 N 0.2101(2) 0.1187(4) 0.5490(2) 0.0166(7) Uani 1 1 d . . . N11 N 0.3316(2) 0.4705(4) 0.6397(2) 0.0172(7) Uani 1 1 d . . . N12 N 0.3951(2) 0.4389(4) 0.6002(2) 0.0191(7) Uani 1 1 d . . . N1 N 0.2189(2) 0.3825(4) 0.4817(2) 0.0168(7) Uani 1 1 d . . . H1 H 0.210(3) 0.450(5) 0.463(3) 0.014(14) Uiso 1 1 d . . . C42 C 0.0675(3) 0.3853(4) 0.5751(3) 0.0191(9) Uani 1 1 d . . . C41 C 0.1757(3) 0.4414(4) 0.7142(3) 0.0205(9) Uani 1 1 d . . . C43 C 0.1659(3) 0.6203(5) 0.5894(3) 0.0194(9) Uani 1 1 d . . . C37 C -0.0530(3) -0.0046(5) 0.3368(3) 0.0280(11) Uani 1 1 d . . . H37A H -0.0673 -0.0632 0.3795 0.042 Uiso 1 1 calc R . . H37B H -0.0304 -0.0626 0.2985 0.042 Uiso 1 1 calc R . . H37C H -0.1059 0.0439 0.3076 0.042 Uiso 1 1 calc R . . C21 C 0.2848(3) 0.1343(5) 0.6732(3) 0.0198(9) Uani 1 1 d . . . H21 H 0.3100 0.1688 0.7263 0.024 Uiso 1 1 calc R . . C22 C 0.2988(3) 0.0016(5) 0.6463(3) 0.0231(10) Uani 1 1 d . . . H22 H 0.3344 -0.0695 0.6761 0.028 Uiso 1 1 calc R . . C23 C 0.2498(3) -0.0044(4) 0.5668(3) 0.0202(9) Uani 1 1 d . . . H23 H 0.2451 -0.0819 0.5312 0.024 Uiso 1 1 calc R . . C32 C 0.1454(3) 0.1567(4) 0.4772(2) 0.0161(8) Uani 1 1 d . . . C33 C 0.0808(3) 0.0635(5) 0.4437(3) 0.0184(9) Uani 1 1 d . . . H33 H 0.0803 -0.0261 0.4672 0.022 Uiso 1 1 calc R . . C34 C 0.0156(3) 0.1002(5) 0.3751(3) 0.0213(9) Uani 1 1 d . . . C35 C 0.0171(3) 0.2333(5) 0.3439(3) 0.0232(9) Uani 1 1 d . . . H35 H -0.0275 0.2606 0.2983 0.028 Uiso 1 1 calc R . . C36 C 0.0823(3) 0.3274(5) 0.3780(3) 0.0210(9) Uani 1 1 d . . . H36 H 0.0823 0.4179 0.3556 0.025 Uiso 1 1 calc R . . C31 C 0.1473(3) 0.2891(4) 0.4445(2) 0.0170(8) Uani 1 1 d . . . C7 C 0.5419(3) 0.1289(5) 0.4416(3) 0.0305(11) Uani 1 1 d . . . H7A H 0.5743 0.0914 0.4940 0.046 Uiso 1 1 calc R . . H7B H 0.5785 0.1969 0.4217 0.046 Uiso 1 1 calc R . . H7C H 0.5267 0.0532 0.4020 0.046 Uiso 1 1 calc R . . C11 C 0.3690(3) 0.5544(4) 0.7012(3) 0.0217(9) Uani 1 1 d . . . H11 H 0.3395 0.5936 0.7392 0.026 Uiso 1 1 calc R . . C12 C 0.4566(3) 0.5763(5) 0.7017(3) 0.0272(10) Uani 1 1 d . . . H12 H 0.4977 0.6305 0.7394 0.033 Uiso 1 1 calc R . . C13 C 0.4712(3) 0.5028(5) 0.6361(3) 0.0247(10) Uani 1 1 d . . . H13 H 0.5249 0.4977 0.6192 0.030 Uiso 1 1 calc R . . C2 C 0.3836(3) 0.3475(4) 0.5313(3) 0.0173(9) Uani 1 1 d . . . C3 C 0.4587(3) 0.2797(5) 0.5198(3) 0.0226(9) Uani 1 1 d . . . H3 H 0.5117 0.2902 0.5601 0.027 Uiso 1 1 calc R . . C4 C 0.4594(3) 0.1981(5) 0.4527(3) 0.0219(9) Uani 1 1 d . . . C5 C 0.3807(3) 0.1849(5) 0.3945(3) 0.0230(9) Uani 1 1 d . . . H5 H 0.3792 0.1324 0.3465 0.028 Uiso 1 1 calc R . . C6 C 0.3052(3) 0.2469(5) 0.4057(2) 0.0206(9) Uani 1 1 d . . . H6 H 0.2521 0.2346 0.3656 0.025 Uiso 1 1 calc R . . C1 C 0.3045(3) 0.3268(4) 0.4739(2) 0.0164(8) Uani 1 1 d . . . P1 P 0.2678(2) 0.6949(5) 0.3599(3) 0.0205(15) Uani 0.734(8) 1 d PD A 1 F1 F 0.2158(6) 0.7484(10) 0.2727(4) 0.030(2) Uani 0.734(8) 1 d PD A 1 F2 F 0.3236(5) 0.6394(6) 0.4478(3) 0.0376(14) Uani 0.734(8) 1 d PD A 1 F3 F 0.2908(5) 0.8477(4) 0.3882(3) 0.071(2) Uani 0.734(8) 1 d PD A 1 F4 F 0.3558(3) 0.6894(8) 0.3274(3) 0.067(2) Uani 0.734(8) 1 d PD A 1 F5 F 0.2513(5) 0.5372(5) 0.3297(3) 0.080(3) Uani 0.734(8) 1 d PD A 1 F6 F 0.1830(4) 0.6827(10) 0.3908(3) 0.099(3) Uani 0.734(8) 1 d PD A 1 P1A P 0.2646(8) 0.7062(13) 0.3613(8) 0.038(6) Uani 0.266(8) 1 d PD A 2 F1A F 0.2300(16) 0.746(3) 0.2680(10) 0.020(5) Uiso 0.266(8) 1 d PD A 2 F2A F 0.2958(10) 0.6598(17) 0.4556(8) 0.029(4) Uiso 0.266(8) 1 d PD A 2 F3A F 0.3396(8) 0.8144(14) 0.3717(8) 0.044(4) Uiso 0.266(8) 1 d PD A 2 F4A F 0.3297(8) 0.5973(12) 0.3369(7) 0.036(3) Uiso 0.266(8) 1 d PD A 2 F5A F 0.1954(6) 0.5830(11) 0.3506(6) 0.024(3) Uiso 0.266(8) 1 d PD A 2 F6A F 0.1981(7) 0.8028(12) 0.3897(7) 0.037(3) Uiso 0.266(8) 1 d PD A 2 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 0.01466(11) 0.01485(11) 0.01545(10) 0.00034(7) 0.00503(7) 0.00011(7) O2 0.0181(17) 0.0304(18) 0.0327(18) 0.0006(15) 0.0058(14) 0.0012(13) O1 0.039(2) 0.0313(19) 0.0178(16) -0.0007(13) 0.0126(14) -0.0033(14) O3 0.0243(16) 0.0186(18) 0.0326(17) 0.0015(14) 0.0042(13) 0.0023(13) N21 0.0151(17) 0.0195(19) 0.0167(17) -0.0006(14) 0.0055(14) 0.0028(14) N22 0.0191(18) 0.0153(18) 0.0159(17) -0.0008(14) 0.0053(14) -0.0016(14) N11 0.0168(18) 0.0180(18) 0.0169(17) -0.0013(14) 0.0041(14) -0.0015(14) N12 0.0192(18) 0.0183(19) 0.0207(18) -0.0036(15) 0.0067(15) 0.0003(14) N1 0.0193(19) 0.0110(19) 0.0202(18) 0.0014(16) 0.0048(15) 0.0017(14) C42 0.026(3) 0.012(2) 0.021(2) 0.0012(16) 0.0086(18) 0.0021(17) C41 0.016(2) 0.020(2) 0.024(2) 0.0029(18) 0.0015(17) 0.0003(16) C43 0.016(2) 0.022(3) 0.023(2) -0.0018(18) 0.0094(17) -0.0008(17) C37 0.025(2) 0.038(3) 0.020(2) -0.007(2) 0.0038(19) -0.010(2) C21 0.019(2) 0.024(2) 0.017(2) 0.0016(18) 0.0055(17) -0.0007(17) C22 0.021(2) 0.026(3) 0.024(2) 0.0060(19) 0.0092(18) 0.0047(18) C23 0.021(2) 0.014(2) 0.026(2) 0.0014(18) 0.0070(18) 0.0003(16) C32 0.015(2) 0.020(2) 0.0139(19) -0.0002(16) 0.0050(16) 0.0044(16) C33 0.016(2) 0.022(2) 0.019(2) -0.0017(17) 0.0074(17) -0.0008(16) C34 0.016(2) 0.030(3) 0.019(2) -0.0047(18) 0.0063(17) -0.0003(17) C35 0.018(2) 0.033(3) 0.018(2) 0.0000(19) 0.0035(17) 0.0022(18) C36 0.020(2) 0.023(2) 0.022(2) 0.0025(18) 0.0087(18) 0.0036(17) C31 0.015(2) 0.021(2) 0.0165(19) -0.0015(17) 0.0078(16) -0.0004(16) C7 0.025(2) 0.033(3) 0.037(3) -0.010(2) 0.015(2) 0.002(2) C11 0.028(2) 0.020(2) 0.017(2) -0.0022(17) 0.0053(18) -0.0019(18) C12 0.024(2) 0.030(3) 0.026(2) -0.008(2) 0.0038(19) -0.0049(19) C13 0.015(2) 0.026(3) 0.033(3) -0.003(2) 0.0057(19) -0.0025(17) C2 0.018(2) 0.016(2) 0.020(2) -0.0007(17) 0.0102(17) -0.0001(16) C3 0.018(2) 0.025(2) 0.024(2) 0.0004(19) 0.0047(18) 0.0003(18) C4 0.020(2) 0.021(2) 0.027(2) -0.0001(19) 0.0101(18) 0.0005(17) C5 0.025(2) 0.023(2) 0.024(2) -0.0059(18) 0.0112(19) -0.0017(18) C6 0.019(2) 0.024(2) 0.019(2) 0.0009(18) 0.0067(17) -0.0010(17) C1 0.017(2) 0.015(2) 0.019(2) 0.0036(16) 0.0088(16) -0.0002(16) P1 0.0172(19) 0.025(2) 0.019(3) 0.0030(16) 0.0030(16) -0.0042(14) F1 0.031(4) 0.031(3) 0.026(3) 0.0065(18) 0.003(2) 0.005(3) F2 0.052(4) 0.032(3) 0.022(2) 0.0114(19) -0.006(2) -0.015(3) F3 0.129(6) 0.016(2) 0.041(3) -0.007(2) -0.035(3) 0.012(3) F4 0.031(3) 0.121(6) 0.048(3) 0.020(3) 0.010(2) 0.027(3) F5 0.168(7) 0.023(3) 0.029(3) 0.007(2) -0.018(3) -0.019(3) F6 0.039(3) 0.213(11) 0.055(3) 0.015(5) 0.030(3) -0.011(4) P1A 0.077(12) 0.018(6) 0.019(8) 0.003(5) 0.014(6) -0.015(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 C41 1.916(5) . ? Re1 C42 1.933(5) . ? Re1 C43 1.944(5) . ? Re1 N21 2.174(3) . ? Re1 N11 2.180(3) . ? Re1 N1 2.257(4) . ? O2 C42 1.140(5) . ? O1 C41 1.149(5) . ? O3 C43 1.130(5) . ? N21 C21 1.335(5) . ? N21 N22 1.375(5) . ? N22 C23 1.342(5) . ? N22 C32 1.436(5) . ? N11 C11 1.338(5) . ? N11 N12 1.355(5) . ? N12 C13 1.355(6) . ? N12 C2 1.435(5) . ? N1 C31 1.463(5) . ? N1 C1 1.479(5) . ? N1 H1 0.72(5) . ? C37 C34 1.508(6) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C21 C22 1.391(6) . ? C21 H21 0.9500 . ? C22 C23 1.385(6) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C32 C33 1.373(6) . ? C32 C31 1.393(6) . ? C33 C34 1.401(6) . ? C33 H33 0.9500 . ? C34 C35 1.388(6) . ? C35 C36 1.388(6) . ? C35 H35 0.9500 . ? C36 C31 1.380(6) . ? C36 H36 0.9500 . ? C7 C4 1.505(6) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C11 C12 1.387(7) . ? C11 H11 0.9500 . ? C12 C13 1.377(6) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C2 C3 1.399(6) . ? C2 C1 1.400(6) . ? C3 C4 1.380(6) . ? C3 H3 0.9500 . ? C4 C5 1.392(6) . ? C5 C6 1.378(6) . ? C5 H5 0.9500 . ? C6 C1 1.386(6) . ? C6 H6 0.9500 . ? P1 F6 1.540(6) . ? P1 F3 1.564(6) . ? P1 F1 1.594(5) . ? P1 F4 1.598(6) . ? P1 F5 1.605(6) . ? P1 F2 1.627(5) . ? P1A F3A 1.551(13) . ? P1A F6A 1.553(13) . ? P1A F4A 1.583(13) . ? P1A F1A 1.589(13) . ? P1A F5A 1.591(13) . ? P1A F2A 1.614(13) . ? 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 C41 Re1 C42 85.56(18) . . ? C41 Re1 C43 88.66(18) . . ? C42 Re1 C43 89.09(17) . . ? C41 Re1 N21 96.59(15) . . ? C42 Re1 N21 95.05(15) . . ? C43 Re1 N21 173.54(15) . . ? C41 Re1 N11 94.23(15) . . ? C42 Re1 N11 179.03(15) . . ? C43 Re1 N11 89.96(16) . . ? N21 Re1 N11 85.91(13) . . ? C41 Re1 N1 174.04(16) . . ? C42 Re1 N1 96.62(15) . . ? C43 Re1 N1 96.91(16) . . ? N21 Re1 N1 77.72(13) . . ? N11 Re1 N1 83.68(13) . . ? C21 N21 N22 105.4(3) . . ? C21 N21 Re1 132.5(3) . . ? N22 N21 Re1 121.5(2) . . ? C23 N22 N21 110.6(3) . . ? C23 N22 C32 128.0(4) . . ? N21 N22 C32 121.0(3) . . ? C11 N11 N12 106.1(3) . . ? C11 N11 Re1 124.4(3) . . ? N12 N11 Re1 129.1(3) . . ? C13 N12 N11 110.4(3) . . ? C13 N12 C2 125.1(4) . . ? N11 N12 C2 124.5(3) . . ? C31 N1 C1 111.1(3) . . ? C31 N1 Re1 102.5(2) . . ? C1 N1 Re1 120.9(3) . . ? C31 N1 H1 109(4) . . ? C1 N1 H1 112(4) . . ? Re1 N1 H1 101(4) . . ? O2 C42 Re1 177.8(4) . . ? O1 C41 Re1 178.4(4) . . ? O3 C43 Re1 179.5(4) . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N21 C21 C22 111.1(4) . . ? N21 C21 H21 124.4 . . ? C22 C21 H21 124.4 . . ? C23 C22 C21 105.1(4) . . ? C23 C22 H22 127.5 . . ? C21 C22 H22 127.5 . . ? N22 C23 C22 107.8(4) . . ? N22 C23 H23 126.1 . . ? C22 C23 H23 126.1 . . ? C33 C32 C31 121.2(4) . . ? C33 C32 N22 119.4(4) . . ? C31 C32 N22 119.4(4) . . ? C32 C33 C34 120.1(4) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C35 C34 C33 118.2(4) . . ? C35 C34 C37 122.0(4) . . ? C33 C34 C37 119.8(4) . . ? C36 C35 C34 121.5(4) . . ? C36 C35 H35 119.2 . . ? C34 C35 H35 119.2 . . ? C31 C36 C35 119.8(4) . . ? C31 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C36 C31 C32 119.2(4) . . ? C36 C31 N1 122.3(4) . . ? C32 C31 N1 118.6(4) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N11 C11 C12 110.7(4) . . ? N11 C11 H11 124.7 . . ? C12 C11 H11 124.7 . . ? C13 C12 C11 105.3(4) . . ? C13 C12 H12 127.3 . . ? C11 C12 H12 127.3 . . ? N12 C13 C12 107.5(4) . . ? N12 C13 H13 126.2 . . ? C12 C13 H13 126.2 . . ? C3 C2 C1 118.5(4) . . ? C3 C2 N12 116.4(4) . . ? C1 C2 N12 125.0(4) . . ? C4 C3 C2 123.0(4) . . ? C4 C3 H3 118.5 . . ? C2 C3 H3 118.5 . . ? C3 C4 C5 117.2(4) . . ? C3 C4 C7 121.5(4) . . ? C5 C4 C7 121.3(4) . . ? C6 C5 C4 120.9(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C1 121.7(4) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? C6 C1 C2 118.6(4) . . ? C6 C1 N1 117.1(4) . . ? C2 C1 N1 124.3(4) . . ? F6 P1 F3 97.2(5) . . ? F6 P1 F1 92.2(5) . . ? F3 P1 F1 90.5(4) . . ? F6 P1 F4 173.7(6) . . ? F3 P1 F4 88.8(4) . . ? F1 P1 F4 89.6(4) . . ? F6 P1 F5 86.9(5) . . ? F3 P1 F5 175.8(5) . . ? F1 P1 F5 90.1(4) . . ? F4 P1 F5 87.0(4) . . ? F6 P1 F2 89.5(4) . . ? F3 P1 F2 89.7(3) . . ? F1 P1 F2 178.2(5) . . ? F4 P1 F2 88.6(4) . . ? F5 P1 F2 89.5(3) . . ? F3A P1A F6A 96.2(10) . . ? F3A P1A F4A 87.6(9) . . ? F6A P1A F4A 175.0(11) . . ? F3A P1A F1A 91.6(12) . . ? F6A P1A F1A 93.4(12) . . ? F4A P1A F1A 89.7(12) . . ? F3A P1A F5A 173.9(11) . . ? F6A P1A F5A 89.7(8) . . ? F4A P1A F5A 86.5(9) . . ? F1A P1A F5A 89.9(12) . . ? F3A P1A F2A 91.5(10) . . ? F6A P1A F2A 86.3(9) . . ? F4A P1A F2A 90.3(9) . . ? F1A P1A F2A 177.0(14) . . ? F5A P1A F2A 87.1(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 C41 Re1 N21 C21 -42.7(4) . . . . ? C42 Re1 N21 C21 -128.8(4) . . . . ? C43 Re1 N21 C21 101.5(13) . . . . ? N11 Re1 N21 C21 51.1(4) . . . . ? N1 Re1 N21 C21 135.5(4) . . . . ? C41 Re1 N21 N22 146.6(3) . . . . ? C42 Re1 N21 N22 60.5(3) . . . . ? C43 Re1 N21 N22 -69.2(14) . . . . ? N11 Re1 N21 N22 -119.6(3) . . . . ? N1 Re1 N21 N22 -35.2(3) . . . . ? C21 N21 N22 C23 -0.1(4) . . . . ? Re1 N21 N22 C23 172.9(3) . . . . ? C21 N21 N22 C32 173.1(4) . . . . ? Re1 N21 N22 C32 -14.0(5) . . . . ? C41 Re1 N11 C11 -30.9(4) . . . . ? C42 Re1 N11 C11 47(9) . . . . ? C43 Re1 N11 C11 57.7(3) . . . . ? N21 Re1 N11 C11 -127.2(3) . . . . ? N1 Re1 N11 C11 154.7(3) . . . . ? C41 Re1 N11 N12 158.2(4) . . . . ? C42 Re1 N11 N12 -124(9) . . . . ? C43 Re1 N11 N12 -113.1(4) . . . . ? N21 Re1 N11 N12 61.9(3) . . . . ? N1 Re1 N11 N12 -16.2(3) . . . . ? C11 N11 N12 C13 -0.3(5) . . . . ? Re1 N11 N12 C13 171.8(3) . . . . ? C11 N11 N12 C2 178.1(4) . . . . ? Re1 N11 N12 C2 -9.8(6) . . . . ? C41 Re1 N1 C31 86.7(15) . . . . ? C42 Re1 N1 C31 -24.4(3) . . . . ? C43 Re1 N1 C31 -114.3(3) . . . . ? N21 Re1 N1 C31 69.3(3) . . . . ? N11 Re1 N1 C31 156.5(3) . . . . ? C41 Re1 N1 C1 -37.5(16) . . . . ? C42 Re1 N1 C1 -148.7(3) . . . . ? C43 Re1 N1 C1 121.4(3) . . . . ? N21 Re1 N1 C1 -54.9(3) . . . . ? N11 Re1 N1 C1 32.2(3) . . . . ? C41 Re1 C42 O2 32(11) . . . . ? C43 Re1 C42 O2 -57(11) . . . . ? N21 Re1 C42 O2 128(11) . . . . ? N11 Re1 C42 O2 -46(17) . . . . ? N1 Re1 C42 O2 -154(11) . . . . ? C42 Re1 C41 O1 46(15) . . . . ? C43 Re1 C41 O1 135(15) . . . . ? N21 Re1 C41 O1 -49(15) . . . . ? N11 Re1 C41 O1 -135(15) . . . . ? N1 Re1 C41 O1 -66(15) . . . . ? C41 Re1 C43 O3 167(100) . . . . ? C42 Re1 C43 O3 -108(56) . . . . ? N21 Re1 C43 O3 22(57) . . . . ? N11 Re1 C43 O3 73(56) . . . . ? N1 Re1 C43 O3 -11(56) . . . . ? N22 N21 C21 C22 0.2(5) . . . . ? Re1 N21 C21 C22 -171.6(3) . . . . ? N21 C21 C22 C23 -0.3(5) . . . . ? N21 N22 C23 C22 -0.1(5) . . . . ? C32 N22 C23 C22 -172.7(4) . . . . ? C21 C22 C23 N22 0.3(5) . . . . ? C23 N22 C32 C33 39.8(6) . . . . ? N21 N22 C32 C33 -132.0(4) . . . . ? C23 N22 C32 C31 -142.6(4) . . . . ? N21 N22 C32 C31 45.6(5) . . . . ? C31 C32 C33 C34 0.6(6) . . . . ? N22 C32 C33 C34 178.1(4) . . . . ? C32 C33 C34 C35 -1.8(6) . . . . ? C32 C33 C34 C37 177.6(4) . . . . ? C33 C34 C35 C36 1.6(7) . . . . ? C37 C34 C35 C36 -177.8(4) . . . . ? C34 C35 C36 C31 -0.2(7) . . . . ? C35 C36 C31 C32 -1.0(6) . . . . ? C35 C36 C31 N1 178.5(4) . . . . ? C33 C32 C31 C36 0.8(6) . . . . ? N22 C32 C31 C36 -176.7(4) . . . . ? C33 C32 C31 N1 -178.6(4) . . . . ? N22 C32 C31 N1 3.8(6) . . . . ? C1 N1 C31 C36 -116.1(4) . . . . ? Re1 N1 C31 C36 113.4(4) . . . . ? C1 N1 C31 C32 63.4(5) . . . . ? Re1 N1 C31 C32 -67.1(4) . . . . ? N12 N11 C11 C12 -0.4(5) . . . . ? Re1 N11 C11 C12 -173.0(3) . . . . ? N11 C11 C12 C13 0.9(5) . . . . ? N11 N12 C13 C12 0.9(5) . . . . ? C2 N12 C13 C12 -177.5(4) . . . . ? C11 C12 C13 N12 -1.1(5) . . . . ? C13 N12 C2 C3 25.0(6) . . . . ? N11 N12 C2 C3 -153.2(4) . . . . ? C13 N12 C2 C1 -152.1(4) . . . . ? N11 N12 C2 C1 29.8(6) . . . . ? C1 C2 C3 C4 2.9(7) . . . . ? N12 C2 C3 C4 -174.3(4) . . . . ? C2 C3 C4 C5 0.2(7) . . . . ? C2 C3 C4 C7 178.8(4) . . . . ? C3 C4 C5 C6 -2.3(7) . . . . ? C7 C4 C5 C6 179.0(4) . . . . ? C4 C5 C6 C1 1.3(7) . . . . ? C5 C6 C1 C2 1.9(6) . . . . ? C5 C6 C1 N1 -176.9(4) . . . . ? C3 C2 C1 C6 -3.9(6) . . . . ? N12 C2 C1 C6 173.1(4) . . . . ? C3 C2 C1 N1 174.8(4) . . . . ? N12 C2 C1 N1 -8.2(7) . . . . ? C31 N1 C1 C6 31.1(5) . . . . ? Re1 N1 C1 C6 151.2(3) . . . . ? C31 N1 C1 C2 -147.6(4) . . . . ? Re1 N1 C1 C2 -27.6(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 F6 0.72(5) 2.54(5) 3.261(10) 177(5) . N1 H1 F5A 0.72(5) 2.26(5) 2.894(10) 148(5) . _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 67.71 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.004 _refine_diff_density_min -1.117 _refine_diff_density_rms 0.104 #===END data_2OTf #TrackingRef 'B927552E_ccdc_759658_759662_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 759661' #TrackingRef 'ReCO3_NNNpincer.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H19 F3 N5 O6 Re S' _chemical_formula_weight 748.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 8.1784(2) _cell_length_b 18.4766(4) _cell_length_c 17.1772(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.9260(10) _cell_angle_gamma 90.00 _cell_volume 2595.29(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9905 _cell_measurement_theta_min 4 _cell_measurement_theta_max 67 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.916 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 10.561 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1306 _exptl_absorpt_correction_T_max 0.4336 _exptl_absorpt_process_details ; Numerical (based on real shape of the crystal) absorption correction followed by: SADABS. Program for empirical absorption correction of area-detector data. University of Goetingen. Germany. Sheldrick, G. M. 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 21636 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0136 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 67.78 _reflns_number_total 4638 _reflns_number_gt 4471 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2-2009.5-1 (Bruker, 2009)' _computing_cell_refinement 'SAINT v7.60A (Bruker, 2009)' _computing_data_reduction 'SADABS-2008/1 (Bruker, 2008)' _computing_structure_solution 'XS/SHELXTL-2008/4 (Bruker, 2008)' _computing_structure_refinement 'SHELXL-2008/4(Bruker, 2008)' _computing_molecular_graphics 'XP v5.1 (Bruker, 1998)' _computing_publication_material 'XCIF-2008/2 (Bruker, 2008)' _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^)+(0.0329P)^2^+3.1573P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4638 _refine_ls_number_parameters 367 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0205 _refine_ls_R_factor_gt 0.0196 _refine_ls_wR_factor_ref 0.0514 _refine_ls_wR_factor_gt 0.0509 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.003 _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 0.697422(13) 0.409322(5) 0.910535(6) 0.01338(5) Uani 1 1 d . . . O2 O 0.4587(2) 0.52648(10) 0.85097(11) 0.0217(4) Uani 1 1 d . . . O3 O 0.4165(2) 0.35888(10) 1.01395(11) 0.0220(4) Uani 1 1 d . . . O1 O 0.8098(2) 0.51193(10) 1.04050(11) 0.0235(4) Uani 1 1 d . . . N1 N 0.6612(3) 0.32454(11) 0.81794(12) 0.0149(4) Uani 1 1 d . . . H1 H 0.593(4) 0.3418(17) 0.7898(18) 0.013(7) Uiso 1 1 d . . . N21 N 0.8821(3) 0.45041(11) 0.83238(12) 0.0163(4) Uani 1 1 d . . . N22 N 0.9452(3) 0.41712(11) 0.76846(13) 0.0177(5) Uani 1 1 d . . . N11 N 0.8669(3) 0.32455(11) 0.94538(12) 0.0155(4) Uani 1 1 d . . . N12 N 0.8234(3) 0.25298(11) 0.94467(12) 0.0159(4) Uani 1 1 d . . . C21 C 0.9300(3) 0.51945(14) 0.82789(16) 0.0208(5) Uani 1 1 d . . . H21 H 0.9032 0.5559 0.8646 0.025 Uiso 1 1 calc R . . C22 C 1.0240(3) 0.53086(15) 0.76255(17) 0.0234(6) Uani 1 1 d . . . H22 H 1.0728 0.5750 0.7465 0.028 Uiso 1 1 calc R . . C23 C 1.0315(3) 0.46522(15) 0.72613(16) 0.0232(6) Uani 1 1 d . . . H23 H 1.0875 0.4551 0.6793 0.028 Uiso 1 1 calc R . . C32 C 0.9346(3) 0.34141(14) 0.75360(14) 0.0178(5) Uani 1 1 d . . . C33 C 1.0656(3) 0.31103(14) 0.71413(15) 0.0185(5) Uani 1 1 d . . . H33 H 1.1572 0.3407 0.7031 0.022 Uiso 1 1 calc R . . C34 C 1.0674(3) 0.23927(15) 0.69037(15) 0.0213(6) Uani 1 1 d . . . C35 C 0.9321(3) 0.19700(15) 0.70811(16) 0.0228(6) Uani 1 1 d . . . H35 H 0.9283 0.1478 0.6921 0.027 Uiso 1 1 calc R . . C36 C 0.8033(3) 0.22598(15) 0.74887(15) 0.0216(5) Uani 1 1 d . . . H36 H 0.7128 0.1959 0.7607 0.026 Uiso 1 1 calc R . . C31 C 0.8022(3) 0.29805(14) 0.77315(14) 0.0163(5) Uani 1 1 d . . . C37 C 1.2113(3) 0.20878(15) 0.64689(16) 0.0240(6) Uani 1 1 d . . . H37A H 1.3062 0.2405 0.6544 0.036 Uiso 1 1 calc R . . H37B H 1.1835 0.2057 0.5913 0.036 Uiso 1 1 calc R . . H37C H 1.2372 0.1604 0.6668 0.036 Uiso 1 1 calc R . . C11 C 1.0177(3) 0.32674(14) 0.97577(15) 0.0190(5) Uani 1 1 d . . . H11 H 1.0802 0.3697 0.9824 0.023 Uiso 1 1 calc R . . C12 C 1.0717(3) 0.25799(15) 0.99649(16) 0.0215(6) Uani 1 1 d . . . H12 H 1.1738 0.2454 1.0199 0.026 Uiso 1 1 calc R . . C13 C 0.9457(3) 0.21197(14) 0.97586(15) 0.0189(5) Uani 1 1 d . . . H13 H 0.9446 0.1609 0.9823 0.023 Uiso 1 1 calc R . . C2 C 0.6646(3) 0.23002(14) 0.92026(14) 0.0157(5) Uani 1 1 d . . . C3 C 0.5929(3) 0.17203(14) 0.95743(15) 0.0172(5) Uani 1 1 d . . . H3 H 0.6505 0.1481 0.9984 0.021 Uiso 1 1 calc R . . C4 C 0.4368(3) 0.14815(14) 0.93544(15) 0.0187(5) Uani 1 1 d . . . C5 C 0.3540(3) 0.18537(14) 0.87621(15) 0.0181(5) Uani 1 1 d . . . H5 H 0.2466 0.1708 0.8614 0.022 Uiso 1 1 calc R . . C6 C 0.4265(3) 0.24353(14) 0.83846(15) 0.0178(5) Uani 1 1 d . . . H6 H 0.3681 0.2682 0.7983 0.021 Uiso 1 1 calc R . . C1 C 0.5822(3) 0.26548(13) 0.85889(14) 0.0161(5) Uani 1 1 d . . . C7 C 0.3603(4) 0.08452(15) 0.97631(18) 0.0253(6) Uani 1 1 d . . . H7A H 0.2504 0.0977 0.9932 0.038 Uiso 1 1 calc R . . H7B H 0.4277 0.0712 1.0218 0.038 Uiso 1 1 calc R . . H7C H 0.3531 0.0433 0.9405 0.038 Uiso 1 1 calc R . . C42 C 0.5470(3) 0.48231(14) 0.87188(14) 0.0166(5) Uani 1 1 d . . . C43 C 0.5224(3) 0.37614(13) 0.97592(14) 0.0167(5) Uani 1 1 d . . . C41 C 0.7630(3) 0.47387(14) 0.99208(15) 0.0174(5) Uani 1 1 d . . . S1 S 0.46569(8) 0.41444(3) 0.64631(4) 0.01758(13) Uani 1 1 d . . . O4 O 0.4280(2) 0.39920(10) 0.72715(11) 0.0214(4) Uani 1 1 d . . . O5 O 0.3245(2) 0.41531(10) 0.59537(11) 0.0229(4) Uani 1 1 d . . . O6 O 0.6074(3) 0.37684(11) 0.61909(12) 0.0291(4) Uani 1 1 d . . . C51 C 0.5298(3) 0.50928(15) 0.64868(16) 0.0226(6) Uani 1 1 d . . . F1 F 0.5715(2) 0.53180(10) 0.57830(10) 0.0351(4) Uani 1 1 d . . . F2 F 0.4097(2) 0.55192(9) 0.67359(10) 0.0314(4) Uani 1 1 d . . . F3 F 0.6582(2) 0.51870(9) 0.69673(10) 0.0305(4) 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 0.01506(8) 0.01141(7) 0.01364(7) 0.00000(4) -0.00052(5) -0.00075(4) O2 0.0251(10) 0.0179(9) 0.0220(9) 0.0020(7) 0.0000(8) 0.0042(8) O3 0.0207(10) 0.0236(10) 0.0217(9) 0.0004(8) 0.0032(8) -0.0027(8) O1 0.0278(11) 0.0212(10) 0.0215(10) -0.0048(8) -0.0012(8) -0.0037(8) N1 0.0167(11) 0.0143(10) 0.0136(10) 0.0021(8) -0.0012(9) 0.0003(8) N21 0.0182(11) 0.0147(10) 0.0161(10) -0.0011(8) -0.0001(8) -0.0023(8) N22 0.0180(12) 0.0149(11) 0.0204(11) 0.0011(8) 0.0036(9) 0.0002(8) N11 0.0175(11) 0.0123(10) 0.0166(10) 0.0002(8) -0.0009(8) -0.0009(8) N12 0.0164(11) 0.0137(10) 0.0177(10) 0.0000(8) -0.0002(8) -0.0015(8) C21 0.0219(14) 0.0172(13) 0.0232(13) -0.0007(10) -0.0024(11) -0.0042(10) C22 0.0237(14) 0.0169(13) 0.0296(14) 0.0054(11) 0.0019(11) -0.0067(10) C23 0.0229(14) 0.0208(14) 0.0260(14) 0.0043(11) 0.0071(11) -0.0004(11) C32 0.0216(14) 0.0173(13) 0.0142(12) 0.0016(10) -0.0034(10) 0.0014(10) C33 0.0183(13) 0.0196(13) 0.0177(12) 0.0018(10) 0.0012(10) -0.0014(10) C34 0.0235(14) 0.0251(14) 0.0153(12) 0.0001(10) -0.0007(10) 0.0020(11) C35 0.0286(15) 0.0174(13) 0.0226(13) -0.0058(11) 0.0044(11) -0.0003(11) C36 0.0245(14) 0.0194(13) 0.0209(13) -0.0019(10) 0.0029(11) -0.0053(11) C31 0.0185(13) 0.0177(13) 0.0128(11) 0.0000(9) -0.0006(9) 0.0012(10) C37 0.0263(15) 0.0237(14) 0.0220(13) -0.0024(11) 0.0028(11) 0.0019(11) C11 0.0167(13) 0.0195(13) 0.0207(13) -0.0006(10) -0.0004(10) -0.0030(10) C12 0.0166(13) 0.0229(14) 0.0250(14) 0.0010(11) -0.0027(11) 0.0018(10) C13 0.0183(13) 0.0155(12) 0.0230(13) 0.0015(10) -0.0003(10) 0.0025(10) C2 0.0155(12) 0.0150(12) 0.0165(12) -0.0050(9) 0.0009(9) -0.0004(10) C3 0.0189(13) 0.0158(12) 0.0168(12) 0.0002(10) 0.0012(10) 0.0011(10) C4 0.0203(13) 0.0163(13) 0.0198(13) -0.0031(10) 0.0047(10) -0.0038(10) C5 0.0143(12) 0.0174(13) 0.0227(13) -0.0038(10) 0.0016(10) -0.0026(10) C6 0.0191(13) 0.0177(13) 0.0166(12) -0.0022(10) -0.0013(10) 0.0007(10) C1 0.0206(13) 0.0133(12) 0.0145(11) -0.0028(10) 0.0017(10) 0.0000(10) C7 0.0248(15) 0.0222(15) 0.0289(16) 0.0050(11) 0.0024(12) -0.0057(11) C42 0.0198(13) 0.0153(12) 0.0149(12) -0.0015(9) 0.0017(10) -0.0035(10) C43 0.0209(14) 0.0138(12) 0.0152(12) -0.0017(9) -0.0031(11) 0.0025(10) C41 0.0166(13) 0.0151(12) 0.0206(13) 0.0030(10) 0.0017(10) 0.0007(10) S1 0.0190(3) 0.0162(3) 0.0176(3) 0.0003(2) -0.0005(2) -0.0005(2) O4 0.0238(10) 0.0214(10) 0.0190(10) 0.0041(7) -0.0018(8) -0.0027(7) O5 0.0261(11) 0.0237(11) 0.0187(10) -0.0009(7) -0.0047(8) -0.0019(7) O6 0.0275(11) 0.0262(11) 0.0337(11) -0.0032(9) 0.0051(9) 0.0040(8) C51 0.0263(15) 0.0212(14) 0.0201(13) 0.0022(10) -0.0037(11) -0.0032(11) F1 0.0492(11) 0.0304(9) 0.0256(9) 0.0091(7) 0.0013(8) -0.0108(8) F2 0.0386(10) 0.0200(8) 0.0355(9) -0.0021(7) -0.0064(8) 0.0066(7) F3 0.0282(9) 0.0285(9) 0.0345(9) 0.0009(7) -0.0095(7) -0.0080(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Re1 C41 1.910(3) . ? Re1 C43 1.934(3) . ? Re1 C42 1.935(3) . ? Re1 N11 2.169(2) . ? Re1 N21 2.174(2) . ? Re1 N1 2.249(2) . ? O2 C42 1.144(3) . ? O3 C43 1.139(3) . ? O1 C41 1.150(3) . ? N1 C1 1.455(3) . ? N1 C31 1.480(3) . ? N1 H1 0.80(3) . ? N21 C21 1.337(3) . ? N21 N22 1.367(3) . ? N22 C23 1.354(3) . ? N22 C32 1.424(3) . ? N11 C11 1.332(3) . ? N11 N12 1.369(3) . ? N12 C13 1.358(3) . ? N12 C2 1.423(3) . ? C21 C22 1.387(4) . ? C21 H21 0.9500 . ? C22 C23 1.367(4) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C32 C31 1.392(4) . ? C32 C33 1.395(4) . ? C33 C34 1.387(4) . ? C33 H33 0.9500 . ? C34 C35 1.392(4) . ? C34 C37 1.513(4) . ? C35 C36 1.382(4) . ? C35 H35 0.9500 . ? C36 C31 1.395(4) . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C11 C12 1.389(4) . ? C11 H11 0.9500 . ? C12 C13 1.378(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C2 C3 1.383(4) . ? C2 C1 1.404(4) . ? C3 C4 1.397(4) . ? C3 H3 0.9500 . ? C4 C5 1.394(4) . ? C4 C7 1.510(4) . ? C5 C6 1.392(4) . ? C5 H5 0.9500 . ? C6 C1 1.376(4) . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? S1 O6 1.436(2) . ? S1 O5 1.438(2) . ? S1 O4 1.455(2) . ? S1 C51 1.829(3) . ? C51 F1 1.328(3) . ? C51 F2 1.335(3) . ? C51 F3 1.337(3) . ? 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 C41 Re1 C43 88.49(10) . . ? C41 Re1 C42 89.19(10) . . ? C43 Re1 C42 87.00(10) . . ? C41 Re1 N11 94.47(9) . . ? C43 Re1 N11 94.97(9) . . ? C42 Re1 N11 175.88(9) . . ? C41 Re1 N21 92.59(9) . . ? C43 Re1 N21 176.19(9) . . ? C42 Re1 N21 89.35(9) . . ? N11 Re1 N21 88.59(8) . . ? C41 Re1 N1 170.40(10) . . ? C43 Re1 N1 95.72(9) . . ? C42 Re1 N1 99.62(9) . . ? N11 Re1 N1 76.61(8) . . ? N21 Re1 N1 83.76(8) . . ? C1 N1 C31 111.0(2) . . ? C1 N1 Re1 103.58(14) . . ? C31 N1 Re1 120.23(16) . . ? C1 N1 H1 106(2) . . ? C31 N1 H1 111(2) . . ? Re1 N1 H1 103(2) . . ? C21 N21 N22 105.6(2) . . ? C21 N21 Re1 125.18(18) . . ? N22 N21 Re1 127.88(16) . . ? C23 N22 N21 110.0(2) . . ? C23 N22 C32 125.4(2) . . ? N21 N22 C32 124.3(2) . . ? C11 N11 N12 105.8(2) . . ? C11 N11 Re1 132.03(17) . . ? N12 N11 Re1 121.99(16) . . ? C13 N12 N11 110.2(2) . . ? C13 N12 C2 127.8(2) . . ? N11 N12 C2 121.8(2) . . ? N21 C21 C22 111.0(2) . . ? N21 C21 H21 124.5 . . ? C22 C21 H21 124.5 . . ? C23 C22 C21 105.4(2) . . ? C23 C22 H22 127.3 . . ? C21 C22 H22 127.3 . . ? N22 C23 C22 108.0(2) . . ? N22 C23 H23 126.0 . . ? C22 C23 H23 126.0 . . ? C31 C32 C33 119.5(2) . . ? C31 C32 N22 124.6(2) . . ? C33 C32 N22 115.9(2) . . ? C34 C33 C32 122.6(2) . . ? C34 C33 H33 118.7 . . ? C32 C33 H33 118.7 . . ? C33 C34 C35 117.4(2) . . ? C33 C34 C37 120.9(3) . . ? C35 C34 C37 121.8(3) . . ? C36 C35 C34 120.6(3) . . ? C36 C35 H35 119.7 . . ? C34 C35 H35 119.7 . . ? C35 C36 C31 122.0(3) . . ? C35 C36 H36 119.0 . . ? C31 C36 H36 119.0 . . ? C32 C31 C36 117.9(2) . . ? C32 C31 N1 123.4(2) . . ? C36 C31 N1 118.7(2) . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N11 C11 C12 111.2(2) . . ? N11 C11 H11 124.4 . . ? C12 C11 H11 124.4 . . ? C13 C12 C11 105.4(2) . . ? C13 C12 H12 127.3 . . ? C11 C12 H12 127.3 . . ? N12 C13 C12 107.5(2) . . ? N12 C13 H13 126.3 . . ? C12 C13 H13 126.3 . . ? C3 C2 C1 120.4(2) . . ? C3 C2 N12 119.1(2) . . ? C1 C2 N12 120.5(2) . . ? C2 C3 C4 120.8(2) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 118.2(2) . . ? C5 C4 C7 121.6(2) . . ? C3 C4 C7 120.3(2) . . ? C6 C5 C4 121.0(2) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C1 C6 C5 120.5(2) . . ? C1 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C1 C2 119.0(2) . . ? C6 C1 N1 120.9(2) . . ? C2 C1 N1 120.1(2) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O2 C42 Re1 178.1(2) . . ? O3 C43 Re1 177.6(2) . . ? O1 C41 Re1 176.9(2) . . ? O6 S1 O5 116.85(12) . . ? O6 S1 O4 113.70(12) . . ? O5 S1 O4 113.74(12) . . ? O6 S1 C51 103.79(13) . . ? O5 S1 C51 103.28(12) . . ? O4 S1 C51 103.25(12) . . ? F1 C51 F2 107.9(2) . . ? F1 C51 F3 108.1(2) . . ? F2 C51 F3 107.5(2) . . ? F1 C51 S1 110.95(19) . . ? F2 C51 S1 111.14(19) . . ? F3 C51 S1 111.13(18) . . ? 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 C41 Re1 N1 C1 91.3(6) . . . . ? C43 Re1 N1 C1 -24.42(17) . . . . ? C42 Re1 N1 C1 -112.34(16) . . . . ? N11 Re1 N1 C1 69.34(16) . . . . ? N21 Re1 N1 C1 159.38(16) . . . . ? C41 Re1 N1 C31 -33.3(6) . . . . ? C43 Re1 N1 C31 -149.05(18) . . . . ? C42 Re1 N1 C31 123.03(18) . . . . ? N11 Re1 N1 C31 -55.29(18) . . . . ? N21 Re1 N1 C31 34.75(18) . . . . ? C41 Re1 N21 C21 -36.2(2) . . . . ? C43 Re1 N21 C21 70.3(14) . . . . ? C42 Re1 N21 C21 52.9(2) . . . . ? N11 Re1 N21 C21 -130.6(2) . . . . ? N1 Re1 N21 C21 152.7(2) . . . . ? C41 Re1 N21 N22 159.2(2) . . . . ? C43 Re1 N21 N22 -94.3(14) . . . . ? C42 Re1 N21 N22 -111.6(2) . . . . ? N11 Re1 N21 N22 64.8(2) . . . . ? N1 Re1 N21 N22 -11.9(2) . . . . ? C21 N21 N22 C23 0.5(3) . . . . ? Re1 N21 N22 C23 167.49(18) . . . . ? C21 N21 N22 C32 174.7(2) . . . . ? Re1 N21 N22 C32 -18.3(3) . . . . ? C41 Re1 N11 C11 -35.1(2) . . . . ? C43 Re1 N11 C11 -124.0(2) . . . . ? C42 Re1 N11 C11 117.5(12) . . . . ? N21 Re1 N11 C11 57.4(2) . . . . ? N1 Re1 N11 C11 141.3(2) . . . . ? C41 Re1 N11 N12 138.99(19) . . . . ? C43 Re1 N11 N12 50.12(19) . . . . ? C42 Re1 N11 N12 -68.4(13) . . . . ? N21 Re1 N11 N12 -128.52(18) . . . . ? N1 Re1 N11 N12 -44.60(17) . . . . ? C11 N11 N12 C13 1.2(3) . . . . ? Re1 N11 N12 C13 -174.25(16) . . . . ? C11 N11 N12 C2 176.1(2) . . . . ? Re1 N11 N12 C2 0.6(3) . . . . ? N22 N21 C21 C22 -0.5(3) . . . . ? Re1 N21 C21 C22 -167.94(18) . . . . ? N21 C21 C22 C23 0.3(3) . . . . ? N21 N22 C23 C22 -0.3(3) . . . . ? C32 N22 C23 C22 -174.4(2) . . . . ? C21 C22 C23 N22 0.0(3) . . . . ? C23 N22 C32 C31 -152.0(3) . . . . ? N21 N22 C32 C31 34.7(4) . . . . ? C23 N22 C32 C33 25.6(4) . . . . ? N21 N22 C32 C33 -147.7(2) . . . . ? C31 C32 C33 C34 2.6(4) . . . . ? N22 C32 C33 C34 -175.1(2) . . . . ? C32 C33 C34 C35 -0.6(4) . . . . ? C32 C33 C34 C37 179.3(2) . . . . ? C33 C34 C35 C36 -1.0(4) . . . . ? C37 C34 C35 C36 179.1(3) . . . . ? C34 C35 C36 C31 0.6(4) . . . . ? C33 C32 C31 C36 -2.9(4) . . . . ? N22 C32 C31 C36 174.6(2) . . . . ? C33 C32 C31 N1 177.2(2) . . . . ? N22 C32 C31 N1 -5.3(4) . . . . ? C35 C36 C31 C32 1.4(4) . . . . ? C35 C36 C31 N1 -178.8(2) . . . . ? C1 N1 C31 C32 -154.5(2) . . . . ? Re1 N1 C31 C32 -33.5(3) . . . . ? C1 N1 C31 C36 25.6(3) . . . . ? Re1 N1 C31 C36 146.6(2) . . . . ? N12 N11 C11 C12 -1.4(3) . . . . ? Re1 N11 C11 C12 173.44(18) . . . . ? N11 C11 C12 C13 1.0(3) . . . . ? N11 N12 C13 C12 -0.6(3) . . . . ? C2 N12 C13 C12 -175.1(2) . . . . ? C11 C12 C13 N12 -0.2(3) . . . . ? C13 N12 C2 C3 30.0(4) . . . . ? N11 N12 C2 C3 -143.9(2) . . . . ? C13 N12 C2 C1 -149.6(3) . . . . ? N11 N12 C2 C1 36.5(3) . . . . ? C1 C2 C3 C4 -0.8(4) . . . . ? N12 C2 C3 C4 179.6(2) . . . . ? C2 C3 C4 C5 -1.4(4) . . . . ? C2 C3 C4 C7 179.7(2) . . . . ? C3 C4 C5 C6 1.7(4) . . . . ? C7 C4 C5 C6 -179.4(2) . . . . ? C4 C5 C6 C1 0.1(4) . . . . ? C5 C6 C1 C2 -2.3(4) . . . . ? C5 C6 C1 N1 177.8(2) . . . . ? C3 C2 C1 C6 2.6(4) . . . . ? N12 C2 C1 C6 -177.8(2) . . . . ? C3 C2 C1 N1 -177.5(2) . . . . ? N12 C2 C1 N1 2.1(4) . . . . ? C31 N1 C1 C6 -112.8(3) . . . . ? Re1 N1 C1 C6 116.8(2) . . . . ? C31 N1 C1 C2 67.2(3) . . . . ? Re1 N1 C1 C2 -63.2(2) . . . . ? C41 Re1 C42 O2 -14(7) . . . . ? C43 Re1 C42 O2 75(7) . . . . ? N11 Re1 C42 O2 -166(6) . . . . ? N21 Re1 C42 O2 -106(7) . . . . ? N1 Re1 C42 O2 170(7) . . . . ? C41 Re1 C43 O3 73(5) . . . . ? C42 Re1 C43 O3 -16(5) . . . . ? N11 Re1 C43 O3 167(5) . . . . ? N21 Re1 C43 O3 -34(6) . . . . ? N1 Re1 C43 O3 -116(5) . . . . ? C43 Re1 C41 O1 138(4) . . . . ? C42 Re1 C41 O1 -135(4) . . . . ? N11 Re1 C41 O1 43(4) . . . . ? N21 Re1 C41 O1 -45(4) . . . . ? N1 Re1 C41 O1 22(4) . . . . ? O6 S1 C51 F1 60.2(2) . . . . ? O5 S1 C51 F1 -62.2(2) . . . . ? O4 S1 C51 F1 179.07(19) . . . . ? O6 S1 C51 F2 -179.69(18) . . . . ? O5 S1 C51 F2 57.9(2) . . . . ? O4 S1 C51 F2 -60.8(2) . . . . ? O6 S1 C51 F3 -60.1(2) . . . . ? O5 S1 C51 F3 177.55(18) . . . . ? O4 S1 C51 F3 58.8(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O4 0.80(3) 2.02(3) 2.807(3) 171(3) . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 67.78 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.695 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.080 #===END data_LReCO3_3 #TrackingRef 'B927552E_ccdc_759658_759662_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 759662' #TrackingRef 'ReCO3_NNNpincer.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H18 N5 O3 Re' _chemical_formula_weight 598.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.5632(5) _cell_length_b 11.8412(3) _cell_length_c 15.4073(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.1570(10) _cell_angle_gamma 90.00 _cell_volume 4206.86(16) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7176 _cell_measurement_theta_min 4 _cell_measurement_theta_max 67 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.890 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2320 _exptl_absorpt_coefficient_mu 11.611 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.1143 _exptl_absorpt_correction_T_max 0.2748 _exptl_absorpt_process_details ; Numerical (based on real shape of the crystal) absorption correction followed by: SADABS. Program for empirical absorption correction of area-detector data. University of Goetingen. Germany. Sheldrick, G. M. 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX2 CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17421 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0133 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 67.85 _reflns_number_total 3759 _reflns_number_gt 3725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2.1-4 (Bruker, 2007)' _computing_cell_refinement 'SAINT v7.23A (Bruker, 2005)' _computing_data_reduction 'SADABS-2004/1 (Bruker, 2005)' _computing_structure_solution 'XS/SHELXTL v6.12 (Bruker, 2001)' _computing_structure_refinement 'SHELXL-97 v.97-2 (Sheldrick, 1993-1997)' _computing_molecular_graphics 'XP v5.1 (Bruker, 1998)' _computing_publication_material 'XCIF v6.12 (Bruker, 2001)' _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^)+(0.0335P)^2^+11.2534P] 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 0.000056(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3759 _refine_ls_number_parameters 292 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0173 _refine_ls_R_factor_gt 0.0172 _refine_ls_wR_factor_ref 0.0490 _refine_ls_wR_factor_gt 0.0489 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.003 _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 0.127713(4) 0.732980(9) 0.159344(7) 0.01345(6) Uani 1 1 d . . . O1 O 0.20809(8) 0.68206(16) 0.35759(12) 0.0240(4) Uani 1 1 d . . . O2 O 0.20872(8) 0.92567(16) 0.14834(13) 0.0229(4) Uani 1 1 d . . . O3 O 0.05877(9) 0.90846(17) 0.22766(14) 0.0276(4) Uani 1 1 d . . . N21 N 0.17137(9) 0.60774(18) 0.10655(14) 0.0171(4) Uani 1 1 d . . . N22 N 0.17021(9) 0.60579(18) 0.01747(14) 0.0174(4) Uani 1 1 d . . . N11 N 0.06796(9) 0.59684(18) 0.15716(14) 0.0170(4) Uani 1 1 d . . . N12 N 0.01148(9) 0.60032(18) 0.09929(14) 0.0171(4) Uani 1 1 d . . . N1 N 0.07180(10) 0.73723(17) 0.01595(15) 0.0153(4) Uani 1 1 d . . . C21 C 0.19966(11) 0.5142(2) 0.14618(19) 0.0220(5) Uani 1 1 d . . . H21 H 0.2073 0.4936 0.2089 0.026 Uiso 1 1 calc R . . C22 C 0.21636(12) 0.4513(2) 0.08352(19) 0.0253(6) Uani 1 1 d . . . H22 H 0.2368 0.3816 0.0943 0.030 Uiso 1 1 calc R . . C23 C 0.19705(12) 0.5115(2) 0.00279(19) 0.0244(6) Uani 1 1 d . . . H23 H 0.2017 0.4907 -0.0538 0.029 Uiso 1 1 calc R . . C32 C 0.14634(10) 0.6940(2) -0.04877(17) 0.0168(5) Uani 1 1 d . . . C33 C 0.17426(11) 0.7112(2) -0.11222(19) 0.0187(5) Uani 1 1 d . . . H33 H 0.2110 0.6770 -0.1017 0.022 Uiso 1 1 calc R . . C34 C 0.15000(12) 0.7770(2) -0.19041(19) 0.0190(5) Uani 1 1 d . . . C35 C 0.09608(11) 0.8250(2) -0.20250(17) 0.0193(5) Uani 1 1 d . . . H35 H 0.0771 0.8672 -0.2570 0.023 Uiso 1 1 calc R . . C36 C 0.06939(11) 0.8128(2) -0.13745(17) 0.0182(5) Uani 1 1 d . . . H36 H 0.0329 0.8481 -0.1487 0.022 Uiso 1 1 calc R . . C31 C 0.09393(11) 0.7500(2) -0.05456(19) 0.0158(5) Uani 1 1 d . . . C37 C 0.17960(12) 0.7943(3) -0.2606(2) 0.0264(6) Uani 1 1 d . . . H37A H 0.2195 0.7658 -0.2356 0.040 Uiso 1 1 calc R . . H37B H 0.1802 0.8749 -0.2744 0.040 Uiso 1 1 calc R . . H37C H 0.1584 0.7532 -0.3175 0.040 Uiso 1 1 calc R . . C11 C 0.07557(11) 0.4930(2) 0.19361(17) 0.0199(5) Uani 1 1 d . . . H11 H 0.1109 0.4660 0.2370 0.024 Uiso 1 1 calc R . . C12 C 0.02476(12) 0.4298(2) 0.15947(18) 0.0222(5) Uani 1 1 d . . . H12 H 0.0189 0.3539 0.1742 0.027 Uiso 1 1 calc R . . C13 C -0.01485(11) 0.5005(2) 0.10014(18) 0.0209(5) Uani 1 1 d . . . H13 H -0.0540 0.4825 0.0656 0.025 Uiso 1 1 calc R . . C2 C -0.01453(11) 0.7023(2) 0.05337(17) 0.0171(5) Uani 1 1 d . . . C3 C -0.06804(13) 0.7319(2) 0.0583(2) 0.0199(6) Uani 1 1 d . . . H3 H -0.0856 0.6849 0.0911 0.024 Uiso 1 1 calc R . . C4 C -0.09637(11) 0.8296(2) 0.01579(17) 0.0206(5) Uani 1 1 d . . . C5 C -0.06832(11) 0.8959(2) -0.02981(17) 0.0196(5) Uani 1 1 d . . . H5 H -0.0868 0.9627 -0.0599 0.024 Uiso 1 1 calc R . . C6 C -0.01418(10) 0.8681(2) -0.03311(16) 0.0167(5) Uani 1 1 d . . . H6 H 0.0037 0.9173 -0.0641 0.020 Uiso 1 1 calc R . . C1 C 0.01491(11) 0.7694(2) 0.00808(18) 0.0155(5) Uani 1 1 d . . . C7 C -0.15399(12) 0.8646(3) 0.0227(2) 0.0285(6) Uani 1 1 d . . . H7A H -0.1751 0.9117 -0.0305 0.043 Uiso 1 1 calc R . . H7B H -0.1473 0.9075 0.0799 0.043 Uiso 1 1 calc R . . H7C H -0.1769 0.7971 0.0234 0.043 Uiso 1 1 calc R . . C41 C 0.17726(11) 0.7043(2) 0.28380(18) 0.0176(5) Uani 1 1 d . . . C42 C 0.17858(10) 0.8530(2) 0.15160(17) 0.0170(5) Uani 1 1 d . . . C43 C 0.08384(11) 0.8428(2) 0.20264(17) 0.0193(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 0.01358(8) 0.01287(9) 0.01284(9) -0.00058(3) 0.00320(5) 0.00030(3) O1 0.0250(9) 0.0269(10) 0.0172(9) 0.0027(8) 0.0036(8) 0.0012(8) O2 0.0211(9) 0.0200(9) 0.0263(10) 0.0010(8) 0.0065(8) -0.0032(8) O3 0.0300(10) 0.0233(10) 0.0332(11) -0.0077(8) 0.0156(9) 0.0024(8) N21 0.0181(10) 0.0178(10) 0.0138(10) 0.0002(8) 0.0035(8) 0.0028(8) N22 0.0183(10) 0.0186(10) 0.0158(10) 0.0008(8) 0.0067(8) 0.0032(8) N11 0.0181(10) 0.0161(10) 0.0152(10) -0.0008(8) 0.0038(8) -0.0013(8) N12 0.0168(10) 0.0154(10) 0.0186(10) -0.0009(8) 0.0057(8) -0.0016(8) N1 0.0151(11) 0.0175(11) 0.0118(11) -0.0001(7) 0.0027(9) 0.0013(8) C21 0.0226(13) 0.0217(13) 0.0209(13) 0.0045(11) 0.0062(10) 0.0069(11) C22 0.0283(14) 0.0219(13) 0.0277(14) 0.0050(11) 0.0122(11) 0.0106(11) C23 0.0287(14) 0.0247(14) 0.0219(13) 0.0004(11) 0.0116(11) 0.0080(11) C32 0.0171(12) 0.0164(12) 0.0161(12) -0.0002(10) 0.0049(9) 0.0020(10) C33 0.0170(12) 0.0207(12) 0.0182(13) 0.0002(10) 0.0057(10) 0.0019(10) C34 0.0215(13) 0.0186(13) 0.0170(13) -0.0014(9) 0.0067(11) -0.0041(10) C35 0.0201(12) 0.0192(12) 0.0158(12) 0.0029(10) 0.0025(10) 0.0000(10) C36 0.0157(11) 0.0200(13) 0.0172(12) 0.0017(10) 0.0035(9) 0.0025(10) C31 0.0128(12) 0.0133(10) 0.0200(14) -0.0022(9) 0.0040(11) -0.0027(9) C37 0.0224(14) 0.0348(15) 0.0242(14) 0.0085(13) 0.0110(12) 0.0024(12) C11 0.0246(13) 0.0168(12) 0.0183(12) 0.0024(10) 0.0074(10) 0.0016(10) C12 0.0295(14) 0.0162(12) 0.0229(13) -0.0002(10) 0.0114(11) -0.0018(10) C13 0.0236(13) 0.0189(12) 0.0226(13) -0.0025(10) 0.0110(10) -0.0060(10) C2 0.0160(12) 0.0163(11) 0.0157(12) -0.0008(10) 0.0014(9) 0.0008(10) C3 0.0159(13) 0.0239(15) 0.0192(14) 0.0005(10) 0.0052(11) -0.0031(10) C4 0.0154(12) 0.0260(13) 0.0188(12) -0.0011(10) 0.0040(10) 0.0022(10) C5 0.0187(12) 0.0188(12) 0.0180(12) 0.0001(10) 0.0021(10) 0.0026(10) C6 0.0168(12) 0.0175(12) 0.0155(11) -0.0008(9) 0.0050(9) -0.0007(9) C1 0.0136(12) 0.0174(13) 0.0142(12) -0.0046(9) 0.0032(10) -0.0019(9) C7 0.0192(13) 0.0372(16) 0.0298(15) 0.0064(12) 0.0095(11) 0.0061(12) C41 0.0173(12) 0.0158(11) 0.0199(13) -0.0017(10) 0.0069(11) -0.0012(10) C42 0.0170(12) 0.0180(13) 0.0153(12) 0.0005(10) 0.0045(9) 0.0030(10) C43 0.0184(12) 0.0191(13) 0.0179(12) -0.0011(10) 0.0032(10) -0.0035(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 C41 1.914(3) . ? Re1 C42 1.923(3) . ? Re1 C43 1.948(3) . ? Re1 N21 2.148(2) . ? Re1 N1 2.163(2) . ? Re1 N11 2.173(2) . ? O1 C41 1.158(3) . ? O2 C42 1.148(3) . ? O3 C43 1.138(3) . ? N21 C21 1.338(3) . ? N21 N22 1.363(3) . ? N22 C23 1.355(3) . ? N22 C32 1.436(3) . ? N11 C11 1.338(3) . ? N11 N12 1.367(3) . ? N12 C13 1.350(3) . ? N12 C2 1.433(3) . ? N1 C31 1.380(4) . ? N1 C1 1.413(3) . ? C21 C22 1.389(4) . ? C21 H21 0.9500 . ? C22 C23 1.369(4) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C32 C33 1.389(4) . ? C32 C31 1.423(4) . ? C33 C34 1.385(4) . ? C33 H33 0.9500 . ? C34 C35 1.393(4) . ? C34 C37 1.511(4) . ? C35 C36 1.381(4) . ? C35 H35 0.9500 . ? C36 C31 1.420(4) . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C11 C12 1.394(4) . ? C11 H11 0.9500 . ? C12 C13 1.368(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C2 C3 1.387(4) . ? C2 C1 1.410(4) . ? C3 C4 1.392(4) . ? C3 H3 0.9500 . ? C4 C5 1.384(4) . ? C4 C7 1.513(3) . ? C5 C6 1.388(4) . ? C5 H5 0.9500 . ? C6 C1 1.403(3) . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? 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 C41 Re1 C42 89.47(11) . . ? C41 Re1 C43 90.64(11) . . ? C42 Re1 C43 88.61(11) . . ? C41 Re1 N21 91.65(10) . . ? C42 Re1 N21 93.83(9) . . ? C43 Re1 N21 176.66(9) . . ? C41 Re1 N1 171.08(9) . . ? C42 Re1 N1 96.71(9) . . ? C43 Re1 N1 95.90(9) . . ? N21 Re1 N1 81.57(8) . . ? C41 Re1 N11 94.40(10) . . ? C42 Re1 N11 175.83(9) . . ? C43 Re1 N11 92.88(9) . . ? N21 Re1 N11 84.53(8) . . ? N1 Re1 N11 79.26(8) . . ? C21 N21 N22 105.8(2) . . ? C21 N21 Re1 130.34(18) . . ? N22 N21 Re1 123.59(15) . . ? C23 N22 N21 109.8(2) . . ? C23 N22 C32 125.7(2) . . ? N21 N22 C32 124.4(2) . . ? C11 N11 N12 105.4(2) . . ? C11 N11 Re1 132.81(18) . . ? N12 N11 Re1 121.07(15) . . ? C13 N12 N11 110.4(2) . . ? C13 N12 C2 127.5(2) . . ? N11 N12 C2 121.8(2) . . ? C31 N1 C1 123.3(2) . . ? C31 N1 Re1 121.51(17) . . ? C1 N1 Re1 110.80(16) . . ? N21 C21 C22 111.0(2) . . ? N21 C21 H21 124.5 . . ? C22 C21 H21 124.5 . . ? C23 C22 C21 105.0(2) . . ? C23 C22 H22 127.5 . . ? C21 C22 H22 127.5 . . ? N22 C23 C22 108.3(2) . . ? N22 C23 H23 125.9 . . ? C22 C23 H23 125.9 . . ? C33 C32 C31 122.9(2) . . ? C33 C32 N22 115.3(2) . . ? C31 C32 N22 121.5(2) . . ? C34 C33 C32 121.7(2) . . ? C34 C33 H33 119.1 . . ? C32 C33 H33 119.1 . . ? C33 C34 C35 116.7(2) . . ? C33 C34 C37 122.0(2) . . ? C35 C34 C37 121.3(2) . . ? C36 C35 C34 121.8(2) . . ? C36 C35 H35 119.1 . . ? C34 C35 H35 119.1 . . ? C35 C36 C31 123.1(2) . . ? C35 C36 H36 118.4 . . ? C31 C36 H36 118.4 . . ? N1 C31 C36 127.2(2) . . ? N1 C31 C32 119.5(2) . . ? C36 C31 C32 113.3(2) . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N11 C11 C12 111.0(2) . . ? N11 C11 H11 124.5 . . ? C12 C11 H11 124.5 . . ? C13 C12 C11 105.1(2) . . ? C13 C12 H12 127.4 . . ? C11 C12 H12 127.4 . . ? N12 C13 C12 108.0(2) . . ? N12 C13 H13 126.0 . . ? C12 C13 H13 126.0 . . ? C3 C2 C1 122.8(2) . . ? C3 C2 N12 117.1(2) . . ? C1 C2 N12 120.1(2) . . ? C2 C3 C4 120.9(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 117.0(2) . . ? C5 C4 C7 121.5(2) . . ? C3 C4 C7 121.5(2) . . ? C4 C5 C6 122.3(2) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C5 C6 C1 121.7(2) . . ? C5 C6 H6 119.1 . . ? C1 C6 H6 119.1 . . ? C6 C1 C2 115.2(2) . . ? C6 C1 N1 126.7(2) . . ? C2 C1 N1 117.8(2) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O1 C41 Re1 176.6(2) . . ? O2 C42 Re1 178.7(2) . . ? O3 C43 Re1 178.8(2) . . ? 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 C41 Re1 N21 C21 27.9(2) . . . . ? C42 Re1 N21 C21 117.4(2) . . . . ? C43 Re1 N21 C21 -105.6(16) . . . . ? N1 Re1 N21 C21 -146.3(2) . . . . ? N11 Re1 N21 C21 -66.4(2) . . . . ? C41 Re1 N21 N22 -158.55(19) . . . . ? C42 Re1 N21 N22 -68.97(19) . . . . ? C43 Re1 N21 N22 68.0(16) . . . . ? N1 Re1 N21 N22 27.27(18) . . . . ? N11 Re1 N21 N22 107.18(19) . . . . ? C21 N21 N22 C23 0.6(3) . . . . ? Re1 N21 N22 C23 -174.36(17) . . . . ? C21 N21 N22 C32 -176.7(2) . . . . ? Re1 N21 N22 C32 8.3(3) . . . . ? C41 Re1 N11 C11 -37.0(2) . . . . ? C42 Re1 N11 C11 121.3(12) . . . . ? C43 Re1 N11 C11 -127.8(2) . . . . ? N21 Re1 N11 C11 54.3(2) . . . . ? N1 Re1 N11 C11 136.7(2) . . . . ? C41 Re1 N11 N12 154.53(18) . . . . ? C42 Re1 N11 N12 -47.2(13) . . . . ? C43 Re1 N11 N12 63.66(18) . . . . ? N21 Re1 N11 N12 -114.23(17) . . . . ? N1 Re1 N11 N12 -31.80(17) . . . . ? C11 N11 N12 C13 -0.2(3) . . . . ? Re1 N11 N12 C13 171.08(16) . . . . ? C11 N11 N12 C2 174.4(2) . . . . ? Re1 N11 N12 C2 -14.3(3) . . . . ? C41 Re1 N1 C31 -91.9(6) . . . . ? C42 Re1 N1 C31 41.79(19) . . . . ? C43 Re1 N1 C31 131.08(19) . . . . ? N21 Re1 N1 C31 -51.11(18) . . . . ? N11 Re1 N1 C31 -137.10(19) . . . . ? C41 Re1 N1 C1 110.9(6) . . . . ? C42 Re1 N1 C1 -115.44(16) . . . . ? C43 Re1 N1 C1 -26.15(17) . . . . ? N21 Re1 N1 C1 151.66(16) . . . . ? N11 Re1 N1 C1 65.68(16) . . . . ? N22 N21 C21 C22 -0.5(3) . . . . ? Re1 N21 C21 C22 173.93(18) . . . . ? N21 C21 C22 C23 0.3(3) . . . . ? N21 N22 C23 C22 -0.4(3) . . . . ? C32 N22 C23 C22 176.8(2) . . . . ? C21 C22 C23 N22 0.1(3) . . . . ? C23 N22 C32 C33 -30.6(4) . . . . ? N21 N22 C32 C33 146.3(2) . . . . ? C23 N22 C32 C31 142.6(3) . . . . ? N21 N22 C32 C31 -40.5(4) . . . . ? C31 C32 C33 C34 -5.8(4) . . . . ? N22 C32 C33 C34 167.3(2) . . . . ? C32 C33 C34 C35 -0.2(4) . . . . ? C32 C33 C34 C37 -178.8(3) . . . . ? C33 C34 C35 C36 3.4(4) . . . . ? C37 C34 C35 C36 -178.0(3) . . . . ? C34 C35 C36 C31 -0.9(4) . . . . ? C1 N1 C31 C36 12.0(4) . . . . ? Re1 N1 C31 C36 -142.4(2) . . . . ? C1 N1 C31 C32 -166.4(2) . . . . ? Re1 N1 C31 C32 39.2(3) . . . . ? C35 C36 C31 N1 177.0(2) . . . . ? C35 C36 C31 C32 -4.6(4) . . . . ? C33 C32 C31 N1 -173.6(2) . . . . ? N22 C32 C31 N1 13.7(4) . . . . ? C33 C32 C31 C36 7.8(4) . . . . ? N22 C32 C31 C36 -164.9(2) . . . . ? N12 N11 C11 C12 0.3(3) . . . . ? Re1 N11 C11 C12 -169.49(17) . . . . ? N11 C11 C12 C13 -0.3(3) . . . . ? N11 N12 C13 C12 0.0(3) . . . . ? C2 N12 C13 C12 -174.2(2) . . . . ? C11 C12 C13 N12 0.2(3) . . . . ? C13 N12 C2 C3 42.3(4) . . . . ? N11 N12 C2 C3 -131.3(2) . . . . ? C13 N12 C2 C1 -139.5(3) . . . . ? N11 N12 C2 C1 46.9(3) . . . . ? C1 C2 C3 C4 1.8(4) . . . . ? N12 C2 C3 C4 179.9(2) . . . . ? C2 C3 C4 C5 -1.0(4) . . . . ? C2 C3 C4 C7 -178.4(3) . . . . ? C3 C4 C5 C6 -0.6(4) . . . . ? C7 C4 C5 C6 176.8(2) . . . . ? C4 C5 C6 C1 1.5(4) . . . . ? C5 C6 C1 C2 -0.7(4) . . . . ? C5 C6 C1 N1 -174.3(2) . . . . ? C3 C2 C1 C6 -0.9(4) . . . . ? N12 C2 C1 C6 -179.0(2) . . . . ? C3 C2 C1 N1 173.3(2) . . . . ? N12 C2 C1 N1 -4.8(3) . . . . ? C31 N1 C1 C6 -41.9(4) . . . . ? Re1 N1 C1 C6 114.8(2) . . . . ? C31 N1 C1 C2 144.7(2) . . . . ? Re1 N1 C1 C2 -58.6(2) . . . . ? C42 Re1 C41 O1 -109(4) . . . . ? C43 Re1 C41 O1 162(4) . . . . ? N21 Re1 C41 O1 -15(4) . . . . ? N1 Re1 C41 O1 25(4) . . . . ? N11 Re1 C41 O1 70(4) . . . . ? C41 Re1 C42 O2 -62(11) . . . . ? C43 Re1 C42 O2 29(11) . . . . ? N21 Re1 C42 O2 -153(11) . . . . ? N1 Re1 C42 O2 125(11) . . . . ? N11 Re1 C42 O2 140(10) . . . . ? C41 Re1 C43 O3 96(13) . . . . ? C42 Re1 C43 O3 6(13) . . . . ? N21 Re1 C43 O3 -131(12) . . . . ? N1 Re1 C43 O3 -90(13) . . . . ? N11 Re1 C43 O3 -170(100) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 67.85 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.966 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.076