# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_aaa _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Cl N3 Rh S, F6 P' _chemical_formula_sum 'C20 H22 Cl F6 N3 P Rh S' _chemical_formula_weight 619.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.7658(2) _cell_length_b 10.8456(3) _cell_length_c 27.3340(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.1280(10) _cell_angle_gamma 90.00 _cell_volume 2298.77(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9977 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 31.74 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.791 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 1.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6082 _exptl_absorpt_correction_T_max 0.8207 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19570 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4965 _reflns_number_gt 4479 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0399P)^2^+3.1230P] 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 4965 _refine_ls_number_parameters 303 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0830 _refine_ls_wR_factor_gt 0.0806 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh -0.04836(2) -0.198729(18) 0.106543(7) 0.01803(8) Uani 1 1 d . . . P1 P 0.61687(11) 0.26629(9) 0.69345(3) 0.0348(2) Uani 1 1 d . . . F1 F 0.5924(4) 0.4082(2) 0.70236(10) 0.0772(8) Uani 1 1 d . . . F2 F 0.6507(3) 0.2905(3) 0.63776(7) 0.0670(8) Uani 1 1 d . . . F3 F 0.6430(4) 0.1238(2) 0.68527(10) 0.0800(8) Uani 1 1 d . . . F4 F 0.5876(3) 0.2398(3) 0.75033(7) 0.0589(6) Uani 1 1 d . . . F5 F 0.4166(3) 0.2504(3) 0.68072(8) 0.0580(6) Uani 1 1 d . . . F6 F 0.8177(3) 0.2827(3) 0.70766(8) 0.0656(7) Uani 1 1 d . . . Cl1 Cl 0.16006(9) -0.16745(7) 0.04661(3) 0.03034(16) Uani 1 1 d . . . S1 S -0.14398(9) -0.59315(6) 0.05065(3) 0.02573(15) Uani 1 1 d . . . N1 N 0.0885(3) -0.3505(2) 0.14022(8) 0.0221(5) Uani 1 1 d . . . N2 N 0.2111(4) -0.4866(3) 0.19124(11) 0.0505(8) Uani 1 1 d . . . H2A H 0.2764 -0.5176 0.2155 0.061 Uiso 1 1 calc R . . N3 N -0.1313(3) -0.3583(2) 0.06499(8) 0.0206(4) Uani 1 1 d . . . C1 C 0.1966(3) -0.3676(2) 0.17960(8) 0.0154(5) Uani 1 1 d . . . H1A H 0.2554 -0.3030 0.1970 0.019 Uiso 1 1 calc R . . C2 C 0.1067(4) -0.5520(3) 0.15882(11) 0.0342(7) Uani 1 1 d . . . H2B H 0.0889 -0.6386 0.1578 0.041 Uiso 1 1 calc R . . C3 C 0.0324(3) -0.4634(2) 0.12761(10) 0.0223(5) Uani 1 1 d . . . C4 C -0.0818(3) -0.4649(2) 0.08380(10) 0.0210(5) Uani 1 1 d . . . C5 C -0.2429(3) -0.4976(3) 0.00670(10) 0.0231(5) Uani 1 1 d . . . C6 C -0.3291(3) -0.5309(3) -0.03752(10) 0.0275(6) Uani 1 1 d . . . H6A H -0.3437 -0.6150 -0.0465 0.033 Uiso 1 1 calc R . . C7 C -0.3923(4) -0.4377(3) -0.06763(11) 0.0319(7) Uani 1 1 d . . . H7A H -0.4540 -0.4579 -0.0975 0.038 Uiso 1 1 calc R . . C8 C -0.3671(4) -0.3140(3) -0.05490(11) 0.0324(7) Uani 1 1 d . . . H8A H -0.4094 -0.2515 -0.0767 0.039 Uiso 1 1 calc R . . C9 C -0.2823(4) -0.2809(3) -0.01129(10) 0.0287(6) Uani 1 1 d . . . H9A H -0.2661 -0.1966 -0.0028 0.034 Uiso 1 1 calc R . . C10 C -0.2210(3) -0.3742(3) 0.01997(9) 0.0218(5) Uani 1 1 d . . . C11 C -0.1672(4) -0.1512(3) 0.17255(10) 0.0250(6) Uani 1 1 d . . . C12 C -0.2935(3) -0.1462(3) 0.13268(10) 0.0244(6) Uani 1 1 d . . . C13 C -0.2397(4) -0.0552(3) 0.09838(10) 0.0253(6) Uani 1 1 d . . . C14 C -0.0824(4) -0.0028(2) 0.11808(11) 0.0268(6) Uani 1 1 d . . . C15 C -0.0349(4) -0.0624(3) 0.16337(10) 0.0265(6) Uani 1 1 d . . . C16 C -0.1758(4) -0.2329(3) 0.21637(11) 0.0355(7) Uani 1 1 d . . . H16A H -0.2677 -0.2042 0.2368 0.053 Uiso 1 1 calc R . . H16B H -0.0652 -0.2304 0.2354 0.053 Uiso 1 1 calc R . . H16C H -0.2001 -0.3177 0.2057 0.053 Uiso 1 1 calc R . . C17 C -0.4552(4) -0.2201(3) 0.12828(13) 0.0394(8) Uani 1 1 d . . . H17A H -0.5487 -0.1741 0.1426 0.059 Uiso 1 1 calc R . . H17B H -0.4377 -0.2984 0.1457 0.059 Uiso 1 1 calc R . . H17C H -0.4856 -0.2365 0.0936 0.059 Uiso 1 1 calc R . . C18 C -0.3456(4) -0.0084(3) 0.05493(12) 0.0395(8) Uani 1 1 d . . . H18A H -0.4087 0.0655 0.0642 0.059 Uiso 1 1 calc R . . H18B H -0.4277 -0.0722 0.0435 0.059 Uiso 1 1 calc R . . H18C H -0.2697 0.0120 0.0286 0.059 Uiso 1 1 calc R . . C19 C 0.0160(5) 0.0985(3) 0.09509(14) 0.0419(8) Uani 1 1 d . . . H19A H -0.0197 0.1781 0.1082 0.063 Uiso 1 1 calc R . . H19B H -0.0077 0.0971 0.0595 0.063 Uiso 1 1 calc R . . H19C H 0.1397 0.0866 0.1025 0.063 Uiso 1 1 calc R . . C20 C 0.1159(4) -0.0294(3) 0.19708(13) 0.0395(8) Uani 1 1 d . . . H20A H 0.0845 0.0392 0.2182 0.059 Uiso 1 1 calc R . . H20B H 0.2129 -0.0048 0.1778 0.059 Uiso 1 1 calc R . . H20C H 0.1492 -0.1009 0.2174 0.059 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 Rh1 0.01987(11) 0.01628(12) 0.01772(11) 0.00003(7) -0.00085(8) 0.00115(7) P1 0.0327(4) 0.0483(5) 0.0226(4) 0.0029(3) -0.0054(3) -0.0148(4) F1 0.093(2) 0.0501(15) 0.0865(19) -0.0076(13) -0.0158(16) -0.0068(13) F2 0.0621(14) 0.111(2) 0.0268(10) 0.0084(11) -0.0041(10) -0.0376(14) F3 0.105(2) 0.0554(16) 0.0787(18) -0.0090(14) -0.0047(16) 0.0000(15) F4 0.0516(12) 0.0997(18) 0.0249(10) 0.0067(11) -0.0022(9) -0.0294(13) F5 0.0369(11) 0.0951(18) 0.0409(11) 0.0038(12) -0.0087(9) -0.0215(12) F6 0.0331(11) 0.118(2) 0.0447(12) 0.0074(13) -0.0084(9) -0.0216(12) Cl1 0.0296(3) 0.0320(4) 0.0301(4) 0.0045(3) 0.0081(3) 0.0019(3) S1 0.0303(3) 0.0178(3) 0.0286(4) -0.0016(3) -0.0033(3) -0.0003(3) N1 0.0238(11) 0.0220(12) 0.0205(11) 0.0005(9) -0.0005(9) 0.0007(9) N2 0.0554(19) 0.0508(19) 0.0436(17) 0.0077(14) -0.0142(14) 0.0043(15) N3 0.0223(11) 0.0198(11) 0.0196(11) 0.0003(9) 0.0002(8) 0.0017(9) C1 0.0182(11) 0.0153(12) 0.0121(11) 0.0025(9) -0.0047(9) 0.0005(9) C2 0.0443(18) 0.0231(15) 0.0340(16) 0.0066(12) -0.0089(14) 0.0011(13) C3 0.0240(13) 0.0206(13) 0.0222(13) 0.0005(10) 0.0011(10) 0.0017(10) C4 0.0237(13) 0.0194(13) 0.0199(13) 0.0000(10) 0.0012(10) 0.0007(10) C5 0.0208(13) 0.0255(14) 0.0230(13) -0.0016(11) 0.0017(10) 0.0008(10) C6 0.0253(14) 0.0295(15) 0.0277(14) -0.0101(12) 0.0009(11) -0.0001(11) C7 0.0269(14) 0.0432(18) 0.0248(14) -0.0072(13) -0.0048(11) 0.0022(13) C8 0.0351(16) 0.0355(17) 0.0259(15) 0.0010(12) -0.0050(12) 0.0090(13) C9 0.0348(15) 0.0257(15) 0.0250(14) -0.0007(11) -0.0042(12) 0.0047(12) C10 0.0192(12) 0.0259(14) 0.0203(13) -0.0025(10) 0.0009(10) 0.0016(10) C11 0.0288(14) 0.0256(14) 0.0208(13) -0.0040(11) 0.0032(11) 0.0036(11) C12 0.0224(13) 0.0268(14) 0.0242(13) -0.0048(11) 0.0020(10) 0.0041(11) C13 0.0298(14) 0.0225(14) 0.0236(14) -0.0017(11) -0.0003(11) 0.0080(11) C14 0.0320(14) 0.0142(13) 0.0346(15) -0.0038(11) 0.0043(12) 0.0046(11) C15 0.0272(14) 0.0227(14) 0.0292(15) -0.0073(11) -0.0019(11) 0.0037(11) C16 0.0399(17) 0.0440(19) 0.0230(14) 0.0024(13) 0.0059(12) 0.0037(14) C17 0.0245(15) 0.048(2) 0.0453(19) -0.0034(16) 0.0011(13) -0.0051(14) C18 0.0491(19) 0.0355(18) 0.0328(17) -0.0009(14) -0.0072(14) 0.0209(15) C19 0.050(2) 0.0224(16) 0.054(2) 0.0051(15) 0.0070(16) -0.0037(14) C20 0.0355(16) 0.0376(18) 0.0441(19) -0.0149(15) -0.0103(14) -0.0010(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C11 2.134(3) . ? Rh1 N1 2.140(2) . ? Rh1 C15 2.143(3) . ? Rh1 C12 2.146(3) . ? Rh1 N3 2.149(2) . ? Rh1 C13 2.155(3) . ? Rh1 C14 2.166(3) . ? Rh1 Cl1 2.3892(7) . ? P1 F1 1.571(3) . ? P1 F3 1.577(3) . ? P1 F2 1.581(2) . ? P1 F5 1.585(2) . ? P1 F6 1.597(2) . ? P1 F4 1.609(2) . ? S1 C4 1.716(3) . ? S1 C5 1.734(3) . ? N1 C3 1.339(3) . ? N1 C1 1.341(3) . ? N2 C1 1.332(4) . ? N2 C2 1.366(4) . ? N3 C4 1.314(3) . ? N3 C10 1.391(3) . ? C2 C3 1.389(4) . ? C3 C4 1.451(4) . ? C5 C10 1.395(4) . ? C5 C6 1.397(4) . ? C6 C7 1.377(4) . ? C7 C8 1.398(4) . ? C8 C9 1.378(4) . ? C9 C10 1.392(4) . ? C11 C12 1.427(4) . ? C11 C15 1.440(4) . ? C11 C16 1.494(4) . ? C12 C13 1.439(4) . ? C12 C17 1.489(4) . ? C13 C14 1.426(4) . ? C13 C18 1.496(4) . ? C14 C15 1.427(4) . ? C14 C19 1.496(4) . ? C15 C20 1.494(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Rh1 N1 92.83(10) . . ? C11 Rh1 C15 39.35(11) . . ? N1 Rh1 C15 102.43(9) . . ? C11 Rh1 C12 38.95(10) . . ? N1 Rh1 C12 119.31(10) . . ? C15 Rh1 C12 65.46(10) . . ? C11 Rh1 N3 120.69(10) . . ? N1 Rh1 N3 74.67(8) . . ? C15 Rh1 N3 160.04(10) . . ? C12 Rh1 N3 98.28(9) . . ? C11 Rh1 C13 65.53(10) . . ? N1 Rh1 C13 157.45(10) . . ? C15 Rh1 C13 65.34(10) . . ? C12 Rh1 C13 39.10(11) . . ? N3 Rh1 C13 110.00(9) . . ? C11 Rh1 C14 65.06(11) . . ? N1 Rh1 C14 138.88(10) . . ? C15 Rh1 C14 38.68(11) . . ? C12 Rh1 C14 64.78(11) . . ? N3 Rh1 C14 146.23(9) . . ? C13 Rh1 C14 38.52(10) . . ? C11 Rh1 Cl1 152.36(8) . . ? N1 Rh1 Cl1 93.73(6) . . ? C15 Rh1 Cl1 113.03(8) . . ? C12 Rh1 Cl1 146.82(8) . . ? N3 Rh1 Cl1 86.93(6) . . ? C13 Rh1 Cl1 108.38(8) . . ? C14 Rh1 Cl1 93.04(8) . . ? F1 P1 F3 179.15(16) . . ? F1 P1 F2 90.82(16) . . ? F3 P1 F2 89.81(15) . . ? F1 P1 F5 90.86(15) . . ? F3 P1 F5 89.69(15) . . ? F2 P1 F5 91.09(12) . . ? F1 P1 F6 88.72(15) . . ? F3 P1 F6 90.71(16) . . ? F2 P1 F6 90.25(13) . . ? F5 P1 F6 178.60(13) . . ? F1 P1 F4 90.05(15) . . ? F3 P1 F4 89.31(15) . . ? F2 P1 F4 178.41(15) . . ? F5 P1 F4 90.23(12) . . ? F6 P1 F4 88.44(11) . . ? C4 S1 C5 89.02(13) . . ? C3 N1 C1 105.1(2) . . ? C3 N1 Rh1 116.47(17) . . ? C1 N1 Rh1 136.57(18) . . ? C1 N2 C2 108.0(3) . . ? C4 N3 C10 111.0(2) . . ? C4 N3 Rh1 115.38(17) . . ? C10 N3 Rh1 133.50(18) . . ? N2 C1 N1 111.5(2) . . ? N2 C2 C3 104.5(3) . . ? N1 C3 C2 110.9(2) . . ? N1 C3 C4 113.5(2) . . ? C2 C3 C4 135.6(3) . . ? N3 C4 C3 117.8(2) . . ? N3 C4 S1 116.02(19) . . ? C3 C4 S1 125.92(19) . . ? C10 C5 C6 121.3(3) . . ? C10 C5 S1 110.48(19) . . ? C6 C5 S1 128.2(2) . . ? C7 C6 C5 117.8(3) . . ? C6 C7 C8 121.0(3) . . ? C9 C8 C7 121.3(3) . . ? C8 C9 C10 118.2(3) . . ? N3 C10 C9 126.2(2) . . ? N3 C10 C5 113.4(2) . . ? C9 C10 C5 120.4(2) . . ? C12 C11 C15 108.0(2) . . ? C12 C11 C16 125.2(3) . . ? C15 C11 C16 126.9(3) . . ? C12 C11 Rh1 71.00(15) . . ? C15 C11 Rh1 70.65(16) . . ? C16 C11 Rh1 125.1(2) . . ? C11 C12 C13 108.2(2) . . ? C11 C12 C17 125.6(3) . . ? C13 C12 C17 126.2(3) . . ? C11 C12 Rh1 70.06(15) . . ? C13 C12 Rh1 70.79(15) . . ? C17 C12 Rh1 126.1(2) . . ? C14 C13 C12 107.5(2) . . ? C14 C13 C18 126.0(3) . . ? C12 C13 C18 125.7(3) . . ? C14 C13 Rh1 71.15(15) . . ? C12 C13 Rh1 70.12(15) . . ? C18 C13 Rh1 132.3(2) . . ? C13 C14 C15 108.8(3) . . ? C13 C14 C19 125.5(3) . . ? C15 C14 C19 125.7(3) . . ? C13 C14 Rh1 70.32(15) . . ? C15 C14 Rh1 69.76(15) . . ? C19 C14 Rh1 126.2(2) . . ? C14 C15 C11 107.5(2) . . ? C14 C15 C20 125.7(3) . . ? C11 C15 C20 126.6(3) . . ? C14 C15 Rh1 71.56(15) . . ? C11 C15 Rh1 70.00(15) . . ? C20 C15 Rh1 128.2(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.845 _refine_diff_density_min -0.773 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 883067' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_sss _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H25 Cl N5 Rh, F6 P, C H2 Cl2' _chemical_formula_sum 'C23 H27 Cl3 F6 N5 O0 P Rh' _chemical_formula_weight 727.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8790(3) _cell_length_b 12.4284(4) _cell_length_c 12.9718(4) _cell_angle_alpha 86.465(2) _cell_angle_beta 79.783(2) _cell_angle_gamma 88.566(2) _cell_volume 1405.94(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9749 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 30.60 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.719 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 730 _exptl_absorpt_coefficient_mu 1.013 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7375 _exptl_absorpt_correction_T_max 0.8712 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 29269 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 27.00 _reflns_number_total 6135 _reflns_number_gt 5584 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0829P)^2^+2.9713P] 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 6135 _refine_ls_number_parameters 385 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1423 _refine_ls_wR_factor_gt 0.1376 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 Rh1 Rh 0.29918(3) 0.76629(2) 0.26132(2) 0.02578(11) Uani 1 1 d . . . Cl1 Cl 0.48967(10) 0.70203(7) 0.11983(7) 0.0319(2) Uani 1 1 d . . . Cl2 Cl -0.9525(12) 0.1970(6) 0.2794(5) 0.306(4) Uani 1 1 d . . . Cl3 Cl -1.0873(3) 0.0030(4) 0.2597(2) 0.1555(15) Uani 1 1 d . . . P1 P -0.4963(3) 0.25852(10) 0.31506(10) 0.0680(5) Uani 1 1 d . . . F1 F -0.399(4) 0.1706(18) 0.3802(11) 0.108(8) Uani 0.62(6) 1 d P . . F1' F -0.476(5) 0.1491(17) 0.374(3) 0.097(10) Uani 0.38(6) 1 d P . . F2 F -0.4062(5) 0.2113(3) 0.2092(2) 0.0783(11) Uani 1 1 d . . . F3 F -0.5474(5) 0.3589(3) 0.2500(3) 0.0873(13) Uani 1 1 d . . . F4 F -0.564(4) 0.3088(17) 0.4186(17) 0.076(5) Uani 0.62(6) 1 d P . . F4' F -0.626(4) 0.300(3) 0.418(3) 0.070(7) Uani 0.38(6) 1 d P . . F5 F -0.6362(8) 0.1918(6) 0.3074(5) 0.159(3) Uani 1 1 d . . . F6 F -0.343(2) 0.3292(12) 0.3103(19) 0.092(4) Uani 0.62(6) 1 d P . . F6' F -0.357(4) 0.308(4) 0.347(3) 0.123(11) Uani 0.38(6) 1 d P . . N1 N -0.3108(4) 0.4555(3) -0.0163(3) 0.0439(9) Uani 1 1 d . . . H1A H -0.3678 0.4095 -0.0405 0.053 Uiso 1 1 calc R . . N2 N 0.0390(4) 0.6466(3) 0.1752(2) 0.0301(6) Uani 1 1 d . . . H2A H 0.0247 0.5895 0.2193 0.036 Uiso 1 1 calc R . . N3 N 0.1322(4) 0.7295(3) 0.1763(2) 0.0293(6) Uani 1 1 d . . . N4 N 0.0179(4) 0.7647(3) 0.0379(3) 0.0325(7) Uani 1 1 d . . . N5 N 0.2906(4) 0.9063(2) 0.1577(2) 0.0278(6) Uani 1 1 d . . . C1 C -0.1849(5) 0.6202(4) -0.0371(3) 0.0378(9) Uani 1 1 d . . . H1B H -0.1594 0.6864 -0.0763 0.045 Uiso 1 1 calc R . . C2 C -0.2733(5) 0.5477(4) -0.0725(4) 0.0444(10) Uani 1 1 d . . . H2B H -0.3083 0.5626 -0.1370 0.053 Uiso 1 1 calc R . . C3 C -0.2652(5) 0.4303(4) 0.0750(4) 0.0425(10) Uani 1 1 d . . . H3A H -0.2947 0.3641 0.1129 0.051 Uiso 1 1 calc R . . C4 C -0.1756(5) 0.5007(3) 0.1139(3) 0.0369(9) Uani 1 1 d . . . H4B H -0.1438 0.4836 0.1792 0.044 Uiso 1 1 calc R . . C5 C -0.1314(4) 0.5968(3) 0.0575(3) 0.0315(8) Uani 1 1 d . . . C6 C -0.0272(4) 0.6706(3) 0.0918(3) 0.0298(7) Uani 1 1 d . . . C7 C 0.1166(4) 0.7982(3) 0.0949(3) 0.0286(7) Uani 1 1 d . . . C8 C 0.2043(4) 0.8976(3) 0.0824(3) 0.0293(7) Uani 1 1 d . . . C9 C 0.3727(5) 0.9959(3) 0.1547(3) 0.0325(8) Uani 1 1 d . . . H9A H 0.4354 1.0024 0.2062 0.039 Uiso 1 1 calc R . . C10 C 0.3695(5) 1.0790(3) 0.0796(3) 0.0367(9) Uani 1 1 d . . . H10A H 0.4266 1.1423 0.0809 0.044 Uiso 1 1 calc R . . C11 C 0.2825(5) 1.0693(3) 0.0025(3) 0.0385(9) Uani 1 1 d . . . H11A H 0.2803 1.1252 -0.0506 0.046 Uiso 1 1 calc R . . C12 C 0.1985(5) 0.9768(3) 0.0039(3) 0.0354(8) Uani 1 1 d . . . H12A H 0.1379 0.9680 -0.0483 0.042 Uiso 1 1 calc R . . C13 C 0.2613(5) 0.6552(3) 0.3952(3) 0.0365(9) Uani 1 1 d . . . C14 C 0.1687(5) 0.7500(3) 0.4155(3) 0.0375(9) Uani 1 1 d . . . C15 C 0.2691(5) 0.8396(3) 0.4099(3) 0.0346(8) Uani 1 1 d . . . C16 C 0.4229(5) 0.8001(3) 0.3836(3) 0.0347(8) Uani 1 1 d . . . C17 C 0.4170(5) 0.6849(3) 0.3780(3) 0.0346(8) Uani 1 1 d . . . C18 C 0.2013(7) 0.5435(4) 0.3983(4) 0.0523(12) Uani 1 1 d . . . H18A H 0.1690 0.5170 0.4715 0.078 Uiso 1 1 calc R . . H18B H 0.2820 0.4960 0.3637 0.078 Uiso 1 1 calc R . . H18C H 0.1137 0.5443 0.3618 0.078 Uiso 1 1 calc R . . C19 C -0.0026(6) 0.7528(5) 0.4412(4) 0.0558(13) Uani 1 1 d . . . H19A H -0.0357 0.7301 0.5153 0.084 Uiso 1 1 calc R . . H19B H -0.0441 0.7038 0.3973 0.084 Uiso 1 1 calc R . . H19C H -0.0399 0.8263 0.4279 0.084 Uiso 1 1 calc R . . C20 C 0.2209(6) 0.9539(4) 0.4318(4) 0.0479(11) Uani 1 1 d . . . H20A H 0.2088 0.9632 0.5073 0.072 Uiso 1 1 calc R . . H20B H 0.1233 0.9699 0.4084 0.072 Uiso 1 1 calc R . . H20C H 0.2991 1.0031 0.3940 0.072 Uiso 1 1 calc R . . C21 C 0.5665(6) 0.8639(4) 0.3718(4) 0.0471(11) Uani 1 1 d . . . H21A H 0.6138 0.8499 0.4342 0.071 Uiso 1 1 calc R . . H21B H 0.5417 0.9409 0.3640 0.071 Uiso 1 1 calc R . . H21C H 0.6380 0.8427 0.3096 0.071 Uiso 1 1 calc R . . C22 C 0.5526(6) 0.6111(4) 0.3577(4) 0.0474(11) Uani 1 1 d . . . H22A H 0.5829 0.5867 0.4245 0.071 Uiso 1 1 calc R . . H22B H 0.6376 0.6495 0.3132 0.071 Uiso 1 1 calc R . . H22C H 0.5265 0.5486 0.3222 0.071 Uiso 1 1 calc R . . C23 C -1.069(2) 0.1507(13) 0.2296(10) 0.162(6) Uani 1 1 d . . . H23A H -1.0429 0.1651 0.1527 0.194 Uiso 1 1 calc R . . H23B H -1.1692 0.1863 0.2540 0.194 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 Rh1 0.02901(18) 0.02661(17) 0.02224(16) -0.00027(11) -0.00647(11) 0.00045(11) Cl1 0.0302(4) 0.0341(5) 0.0313(4) -0.0060(3) -0.0037(3) 0.0005(3) Cl2 0.479(13) 0.270(8) 0.155(5) 0.032(5) -0.024(6) -0.062(8) Cl3 0.1053(19) 0.277(5) 0.0816(15) -0.014(2) -0.0136(13) 0.045(2) P1 0.1424(16) 0.0287(6) 0.0330(6) -0.0015(5) -0.0162(8) 0.0016(7) F1 0.20(2) 0.072(8) 0.043(5) 0.004(4) -0.025(8) 0.049(10) F1' 0.15(2) 0.034(7) 0.089(13) 0.021(7) 0.025(12) 0.026(9) F2 0.132(3) 0.060(2) 0.0410(16) -0.0128(14) -0.0063(18) -0.010(2) F3 0.111(3) 0.086(3) 0.059(2) 0.0272(19) -0.013(2) 0.032(2) F4 0.140(16) 0.052(5) 0.038(4) -0.008(3) -0.024(9) 0.029(9) F4' 0.099(15) 0.063(8) 0.042(8) -0.005(6) 0.001(10) 0.021(11) F5 0.171(6) 0.146(5) 0.142(5) -0.082(4) 0.054(5) -0.091(5) F6 0.137(8) 0.067(6) 0.092(10) -0.025(6) -0.068(7) 0.005(6) F6' 0.141(17) 0.16(2) 0.091(17) -0.080(15) -0.085(15) 0.083(16) N1 0.0288(17) 0.053(2) 0.053(2) -0.0247(18) -0.0073(16) -0.0010(15) N2 0.0284(16) 0.0323(16) 0.0297(15) -0.0005(12) -0.0055(12) -0.0034(12) N3 0.0297(16) 0.0317(16) 0.0270(15) -0.0009(12) -0.0070(12) 0.0016(12) N4 0.0312(16) 0.0373(17) 0.0303(16) -0.0024(13) -0.0095(13) 0.0032(13) N5 0.0293(15) 0.0292(15) 0.0248(14) -0.0024(12) -0.0046(12) 0.0024(12) C1 0.034(2) 0.044(2) 0.038(2) -0.0075(17) -0.0112(16) 0.0058(17) C2 0.033(2) 0.064(3) 0.040(2) -0.017(2) -0.0136(18) 0.006(2) C3 0.033(2) 0.046(2) 0.047(2) -0.0125(19) -0.0003(18) -0.0033(17) C4 0.031(2) 0.044(2) 0.037(2) -0.0086(17) -0.0072(16) 0.0007(16) C5 0.0240(17) 0.039(2) 0.0320(18) -0.0089(15) -0.0054(14) 0.0053(14) C6 0.0264(18) 0.0342(19) 0.0293(18) -0.0052(14) -0.0057(14) 0.0024(14) C7 0.0276(18) 0.0317(18) 0.0274(17) -0.0004(14) -0.0077(14) 0.0024(14) C8 0.0286(18) 0.0322(19) 0.0266(17) -0.0007(14) -0.0041(14) 0.0039(14) C9 0.036(2) 0.0313(19) 0.0305(18) -0.0027(15) -0.0059(15) -0.0015(15) C10 0.044(2) 0.0289(19) 0.036(2) 0.0000(15) -0.0031(17) 0.0004(16) C11 0.042(2) 0.034(2) 0.037(2) 0.0079(16) -0.0022(17) 0.0074(16) C12 0.034(2) 0.041(2) 0.0310(19) 0.0037(16) -0.0077(15) 0.0047(16) C13 0.050(2) 0.033(2) 0.0266(18) 0.0065(15) -0.0103(17) -0.0029(17) C14 0.044(2) 0.043(2) 0.0240(17) 0.0036(15) -0.0029(16) -0.0006(17) C15 0.048(2) 0.036(2) 0.0194(16) -0.0018(14) -0.0068(15) 0.0018(17) C16 0.045(2) 0.037(2) 0.0245(17) -0.0007(15) -0.0122(16) -0.0017(17) C17 0.045(2) 0.035(2) 0.0263(18) 0.0025(15) -0.0155(16) 0.0029(16) C18 0.068(3) 0.039(2) 0.050(3) 0.012(2) -0.016(2) -0.015(2) C19 0.046(3) 0.073(3) 0.042(2) 0.006(2) 0.005(2) -0.002(2) C20 0.066(3) 0.039(2) 0.037(2) -0.0094(18) -0.006(2) 0.010(2) C21 0.050(3) 0.051(3) 0.044(2) 0.003(2) -0.021(2) -0.014(2) C22 0.054(3) 0.047(2) 0.045(2) -0.0003(19) -0.021(2) 0.014(2) C23 0.209(15) 0.187(15) 0.102(8) -0.058(9) -0.055(9) 0.063(12) _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 Rh1 N3 2.073(3) . ? Rh1 C14 2.126(4) . ? Rh1 C13 2.135(4) . ? Rh1 N5 2.141(3) . ? Rh1 C16 2.150(4) . ? Rh1 C15 2.154(4) . ? Rh1 C17 2.175(4) . ? Rh1 Cl1 2.4247(9) . ? Cl2 C23 1.463(15) . ? Cl3 C23 1.858(17) . ? P1 F5 1.531(6) . ? P1 F4 1.53(2) . ? P1 F6' 1.53(3) . ? P1 F1' 1.54(2) . ? P1 F3 1.566(4) . ? P1 F2 1.599(4) . ? P1 F6 1.628(17) . ? P1 F1 1.661(16) . ? P1 F4' 1.69(3) . ? F1 F1' 0.76(3) . ? F1 F6' 1.77(4) . ? F4 F4' 0.57(3) . ? F6 F6' 0.53(5) . ? N1 C3 1.335(6) . ? N1 C2 1.336(7) . ? N2 C6 1.335(5) . ? N2 N3 1.340(4) . ? N3 C7 1.342(5) . ? N4 C7 1.332(5) . ? N4 C6 1.356(5) . ? N5 C9 1.342(5) . ? N5 C8 1.354(5) . ? C1 C2 1.362(6) . ? C1 C5 1.404(6) . ? C3 C4 1.372(6) . ? C4 C5 1.390(6) . ? C5 C6 1.461(5) . ? C7 C8 1.461(5) . ? C8 C12 1.379(5) . ? C9 C10 1.378(6) . ? C10 C11 1.380(6) . ? C11 C12 1.384(6) . ? C13 C17 1.415(6) . ? C13 C14 1.431(6) . ? C13 C18 1.495(6) . ? C14 C15 1.434(6) . ? C14 C19 1.498(7) . ? C15 C16 1.430(6) . ? C15 C20 1.502(6) . ? C16 C17 1.441(6) . ? C16 C21 1.498(6) . ? C17 C22 1.491(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Rh1 C14 99.32(15) . . ? N3 Rh1 C13 104.07(15) . . ? C14 Rh1 C13 39.23(17) . . ? N3 Rh1 N5 76.66(12) . . ? C14 Rh1 N5 123.64(14) . . ? C13 Rh1 N5 162.86(15) . . ? N3 Rh1 C16 164.87(15) . . ? C14 Rh1 C16 65.58(16) . . ? C13 Rh1 C16 65.31(16) . . ? N5 Rh1 C16 110.16(14) . . ? N3 Rh1 C15 127.96(15) . . ? C14 Rh1 C15 39.15(16) . . ? C13 Rh1 C15 65.34(15) . . ? N5 Rh1 C15 100.37(13) . . ? C16 Rh1 C15 38.83(16) . . ? N3 Rh1 C17 137.18(14) . . ? C14 Rh1 C17 64.92(16) . . ? C13 Rh1 C17 38.32(17) . . ? N5 Rh1 C17 145.84(14) . . ? C16 Rh1 C17 38.93(15) . . ? C15 Rh1 C17 64.76(15) . . ? N3 Rh1 Cl1 88.30(9) . . ? C14 Rh1 Cl1 151.98(12) . . ? C13 Rh1 Cl1 112.78(12) . . ? N5 Rh1 Cl1 84.31(8) . . ? C16 Rh1 Cl1 105.57(12) . . ? C15 Rh1 Cl1 143.66(12) . . ? C17 Rh1 Cl1 91.21(11) . . ? F5 P1 F4 96.7(13) . . ? F5 P1 F6' 166(2) . . ? F4 P1 F6' 76.8(12) . . ? F5 P1 F1' 74(2) . . ? F4 P1 F1' 90.9(13) . . ? F6' P1 F1' 94.0(14) . . ? F5 P1 F3 94.5(4) . . ? F4 P1 F3 91.4(8) . . ? F6' P1 F3 97.8(19) . . ? F1' P1 F3 168(2) . . ? F5 P1 F2 90.2(3) . . ? F4 P1 F2 172.9(13) . . ? F6' P1 F2 96.1(14) . . ? F1' P1 F2 89.4(10) . . ? F3 P1 F2 89.8(2) . . ? F5 P1 F6 174.2(9) . . ? F4 P1 F6 88.5(10) . . ? F6' P1 F6 18.9(16) . . ? F1' P1 F6 108.8(16) . . ? F3 P1 F6 82.9(7) . . ? F2 P1 F6 84.6(8) . . ? F5 P1 F1 100.8(15) . . ? F4 P1 F1 89.5(9) . . ? F6' P1 F1 67.3(12) . . ? F1' P1 F1 27.2(10) . . ? F3 P1 F1 164.5(15) . . ? F2 P1 F1 87.6(6) . . ? F6 P1 F1 81.6(11) . . ? F5 P1 F4' 78.0(15) . . ? F4 P1 F4' 19.6(12) . . ? F6' P1 F4' 96.3(14) . . ? F1' P1 F4' 91.2(15) . . ? F3 P1 F4' 87.1(13) . . ? F2 P1 F4' 167.5(15) . . ? F6 P1 F4' 107.0(13) . . ? F1 P1 F4' 98.6(12) . . ? F1' F1 P1 68(2) . . ? F1' F1 F6' 120(3) . . ? P1 F1 F6' 53.0(9) . . ? F1 F1' P1 85(2) . . ? F4' F4 P1 96(6) . . ? F4 F4' P1 64(5) . . ? F6' F6 P1 70(5) . . ? F6 F6' P1 91(4) . . ? F6 F6' F1 130(5) . . ? P1 F6' F1 59.8(13) . . ? C3 N1 C2 122.6(4) . . ? C6 N2 N3 104.0(3) . . ? N2 N3 C7 107.6(3) . . ? N2 N3 Rh1 136.0(2) . . ? C7 N3 Rh1 116.1(2) . . ? C7 N4 C6 100.6(3) . . ? C9 N5 C8 118.0(3) . . ? C9 N5 Rh1 126.2(3) . . ? C8 N5 Rh1 115.5(2) . . ? C2 C1 C5 119.7(4) . . ? N1 C2 C1 120.0(4) . . ? N1 C3 C4 119.6(4) . . ? C3 C4 C5 119.9(4) . . ? C4 C5 C1 118.1(4) . . ? C4 C5 C6 121.9(4) . . ? C1 C5 C6 119.9(4) . . ? N2 C6 N4 114.8(3) . . ? N2 C6 C5 122.0(4) . . ? N4 C6 C5 123.0(3) . . ? N4 C7 N3 113.0(3) . . ? N4 C7 C8 129.7(3) . . ? N3 C7 C8 117.3(3) . . ? N5 C8 C12 122.5(4) . . ? N5 C8 C7 113.3(3) . . ? C12 C8 C7 124.1(4) . . ? N5 C9 C10 122.3(4) . . ? C9 C10 C11 119.5(4) . . ? C10 C11 C12 118.8(4) . . ? C8 C12 C11 118.9(4) . . ? C17 C13 C14 108.5(4) . . ? C17 C13 C18 126.5(4) . . ? C14 C13 C18 124.9(4) . . ? C17 C13 Rh1 72.4(2) . . ? C14 C13 Rh1 70.1(2) . . ? C18 C13 Rh1 126.0(3) . . ? C13 C14 C15 107.8(4) . . ? C13 C14 C19 125.3(4) . . ? C15 C14 C19 126.8(4) . . ? C13 C14 Rh1 70.7(2) . . ? C15 C14 Rh1 71.5(2) . . ? C19 C14 Rh1 124.9(3) . . ? C16 C15 C14 107.9(4) . . ? C16 C15 C20 126.2(4) . . ? C14 C15 C20 125.9(4) . . ? C16 C15 Rh1 70.4(2) . . ? C14 C15 Rh1 69.4(2) . . ? C20 C15 Rh1 127.3(3) . . ? C15 C16 C17 107.7(4) . . ? C15 C16 C21 127.0(4) . . ? C17 C16 C21 125.2(4) . . ? C15 C16 Rh1 70.7(2) . . ? C17 C16 Rh1 71.5(2) . . ? C21 C16 Rh1 126.8(3) . . ? C13 C17 C16 108.1(4) . . ? C13 C17 C22 126.6(4) . . ? C16 C17 C22 125.3(4) . . ? C13 C17 Rh1 69.3(2) . . ? C16 C17 Rh1 69.6(2) . . ? C22 C17 Rh1 126.7(3) . . ? Cl2 C23 Cl3 112.2(9) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.344 _refine_diff_density_min -1.574 _refine_diff_density_rms 0.123 _database_code_depnum_ccdc_archive 'CCDC 883068' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_gg8 #TrackingRef 'gg8.cif' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H13 Cl F6 N3 P Ru S' _chemical_formula_weight 560.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.3861(4) _cell_length_b 18.9328(9) _cell_length_c 11.7032(6) _cell_angle_alpha 90.00 _cell_angle_beta 95.681(2) _cell_angle_gamma 90.00 _cell_volume 1849.02(16) _cell_formula_units_Z 4 _cell_measurement_temperature 172(2) _cell_measurement_reflns_used 7256 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 29.51 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.015 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 1.259 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7977 _exptl_absorpt_correction_T_max 0.9204 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 172(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16005 _diffrn_reflns_av_R_equivalents 0.0408 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.50 _reflns_number_total 3832 _reflns_number_gt 3340 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0282P)^2^+3.4176P] 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 3832 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0786 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 Ru1 Ru 0.54906(3) 0.384198(13) 0.85253(2) 0.02058(9) Uani 1 1 d . . . Cl1 Cl 0.66042(9) 0.50056(4) 0.84431(7) 0.02805(18) Uani 1 1 d . . . P1 P 1.10663(10) 0.29834(5) 1.18584(8) 0.0322(2) Uani 1 1 d . . . F1 F 1.1151(13) 0.3328(8) 1.0686(8) 0.091(5) Uani 0.590(17) 1 d P . . F1' F 1.116(2) 0.2498(11) 1.0775(17) 0.124(8) Uani 0.410(17) 1 d P . . F2 F 1.0312(10) 0.3689(4) 1.2240(14) 0.104(4) Uani 0.590(17) 1 d P . . F2' F 1.087(2) 0.3596(9) 1.0943(18) 0.112(9) Uani 0.410(17) 1 d P . . F3 F 1.1026(11) 0.2670(8) 1.3097(7) 0.093(4) Uani 0.590(17) 1 d P . . F3' F 1.096(2) 0.3458(14) 1.2864(12) 0.138(9) Uani 0.410(17) 1 d P . . F4 F 1.1907(12) 0.2323(4) 1.1489(12) 0.109(3) Uani 0.590(17) 1 d P . . F4' F 1.1240(18) 0.2304(10) 1.259(2) 0.131(9) Uani 0.410(17) 1 d P . . F5 F 1.2838(3) 0.32481(19) 1.2162(3) 0.0945(12) Uani 1 1 d . . . F6 F 0.9254(3) 0.27750(18) 1.1619(3) 0.0820(10) Uani 1 1 d . . . S1 S 0.30660(10) 0.42687(5) 0.49250(7) 0.02959(19) Uani 1 1 d . . . N3 N 0.4968(3) 0.39582(13) 0.6724(2) 0.0216(5) Uani 1 1 d . . . N1 N 0.3234(3) 0.43032(14) 0.8309(2) 0.0240(6) Uani 1 1 d . . . N2 N 0.2196(3) 0.45318(16) 0.9019(2) 0.0302(6) Uani 1 1 d . . . H3B H 0.2381 0.4545 0.9755 0.036 Uiso 1 1 calc R . . C1 C 0.5877(4) 0.38782(16) 0.5799(3) 0.0241(7) Uani 1 1 d . . . C2 C 0.7490(4) 0.36981(18) 0.5855(3) 0.0294(7) Uani 1 1 d . . . H2A H 0.8069 0.3598 0.6556 0.035 Uiso 1 1 calc R . . C3 C 0.8209(4) 0.36718(19) 0.4847(3) 0.0335(8) Uani 1 1 d . . . H3A H 0.9284 0.3547 0.4866 0.040 Uiso 1 1 calc R . . C4 C 0.7344(5) 0.38296(18) 0.3796(3) 0.0348(8) Uani 1 1 d . . . H4A H 0.7861 0.3813 0.3129 0.042 Uiso 1 1 calc R . . C5 C 0.5750(4) 0.40091(18) 0.3722(3) 0.0314(8) Uani 1 1 d . . . H5A H 0.5180 0.4111 0.3019 0.038 Uiso 1 1 calc R . . C6 C 0.5022(4) 0.40327(17) 0.4737(3) 0.0264(7) Uani 1 1 d . . . C7 C 0.3504(4) 0.41740(17) 0.6377(3) 0.0239(7) Uani 1 1 d . . . C8 C 0.2493(3) 0.43629(16) 0.7248(3) 0.0240(7) Uani 1 1 d . . . C9 C 0.0958(4) 0.46384(19) 0.7285(3) 0.0319(8) Uani 1 1 d . . . H9A H 0.0198 0.4732 0.6670 0.038 Uiso 1 1 calc R . . C10 C 0.0821(4) 0.4739(2) 0.8426(3) 0.0348(8) Uani 1 1 d . . . H10A H -0.0071 0.4920 0.8739 0.042 Uiso 1 1 calc R . . C11 C 0.6866(10) 0.3607(2) 1.0132(5) 0.089(3) Uani 1 1 d . . . H11A H 0.7335 0.3988 1.0622 0.107 Uiso 1 1 calc R . . C12 C 0.5268(8) 0.3393(3) 1.0197(4) 0.0692(17) Uani 1 1 d . . . H12A H 0.4612 0.3631 1.0729 0.083 Uiso 1 1 calc R . . C13 C 0.4568(5) 0.2943(3) 0.9389(5) 0.0560(13) Uani 1 1 d . . . H13A H 0.3406 0.2872 0.9342 0.067 Uiso 1 1 calc R . . C14 C 0.5361(6) 0.2700(2) 0.8552(4) 0.0568(13) Uani 1 1 d . . . H14A H 0.4761 0.2458 0.7906 0.068 Uiso 1 1 calc R . . C15 C 0.6908(7) 0.2878(3) 0.8463(4) 0.0635(15) Uani 1 1 d . . . H15A H 0.7383 0.2762 0.7753 0.076 Uiso 1 1 calc R . . C16 C 0.7698(5) 0.3331(3) 0.9223(7) 0.080(2) Uani 1 1 d . . . H16A H 0.8739 0.3526 0.9072 0.096 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 Ru1 0.01908(13) 0.02057(15) 0.02160(14) 0.00110(10) -0.00046(9) 0.00077(9) Cl1 0.0272(4) 0.0238(4) 0.0322(4) 0.0002(3) -0.0019(3) -0.0035(3) P1 0.0250(4) 0.0384(5) 0.0326(5) 0.0083(4) 0.0003(3) -0.0025(4) F1 0.058(4) 0.171(13) 0.044(4) 0.062(5) 0.004(3) -0.004(6) F1' 0.133(12) 0.140(13) 0.111(12) -0.083(10) 0.068(9) -0.046(9) F2 0.078(5) 0.067(4) 0.174(12) -0.027(6) 0.043(6) 0.029(4) F2' 0.085(11) 0.072(8) 0.163(17) 0.079(9) -0.067(11) -0.059(8) F3 0.062(4) 0.165(12) 0.049(4) 0.059(5) -0.009(3) -0.039(6) F3' 0.116(11) 0.24(2) 0.065(8) -0.098(11) 0.035(7) -0.076(12) F4 0.148(7) 0.050(4) 0.124(8) -0.037(5) -0.008(6) 0.047(4) F4' 0.084(8) 0.099(11) 0.20(2) 0.106(12) -0.054(12) -0.009(8) F5 0.0388(14) 0.111(3) 0.127(3) 0.047(2) -0.0232(16) -0.0237(15) F6 0.0426(14) 0.104(2) 0.094(2) 0.0495(19) -0.0209(14) -0.0298(15) S1 0.0312(4) 0.0304(5) 0.0251(4) 0.0000(3) -0.0069(3) 0.0022(3) N3 0.0224(12) 0.0181(13) 0.0235(13) -0.0006(10) -0.0016(10) -0.0005(10) N1 0.0207(12) 0.0241(14) 0.0271(14) -0.0028(11) 0.0017(10) 0.0005(10) N2 0.0229(13) 0.0379(17) 0.0302(15) -0.0038(13) 0.0052(11) -0.0002(12) C1 0.0297(15) 0.0178(16) 0.0245(16) -0.0035(12) 0.0016(13) -0.0029(12) C2 0.0300(16) 0.0295(19) 0.0287(17) -0.0018(14) 0.0032(13) 0.0010(13) C3 0.0341(17) 0.031(2) 0.0365(19) -0.0033(16) 0.0107(15) 0.0011(14) C4 0.052(2) 0.0253(19) 0.0296(18) -0.0063(15) 0.0161(16) -0.0064(15) C5 0.047(2) 0.0241(18) 0.0228(17) -0.0020(14) 0.0032(14) -0.0011(15) C6 0.0325(16) 0.0202(16) 0.0258(16) -0.0029(13) -0.0007(13) -0.0026(13) C7 0.0249(14) 0.0193(16) 0.0264(16) -0.0003(13) -0.0027(12) -0.0029(12) C8 0.0218(14) 0.0203(16) 0.0290(17) -0.0016(13) -0.0022(12) -0.0023(12) C9 0.0199(14) 0.034(2) 0.041(2) 0.0025(16) -0.0030(13) 0.0030(13) C10 0.0210(15) 0.041(2) 0.043(2) -0.0020(17) 0.0066(14) 0.0029(14) C11 0.159(6) 0.027(2) 0.064(3) 0.017(2) -0.082(4) -0.021(3) C12 0.124(5) 0.053(3) 0.037(2) 0.022(2) 0.036(3) 0.046(3) C13 0.036(2) 0.049(3) 0.084(4) 0.035(3) 0.007(2) 0.0010(19) C14 0.081(3) 0.022(2) 0.061(3) 0.0036(19) -0.027(3) 0.004(2) C15 0.092(4) 0.051(3) 0.053(3) 0.026(2) 0.034(3) 0.046(3) C16 0.0246(19) 0.072(4) 0.138(6) 0.081(4) -0.014(3) -0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 N1 2.077(2) . ? Ru1 N3 2.122(2) . ? Ru1 C11 2.152(4) . ? Ru1 C12 2.158(4) . ? Ru1 C13 2.162(4) . ? Ru1 C14 2.164(4) . ? Ru1 C16 2.174(4) . ? Ru1 C15 2.184(4) . ? Ru1 Cl1 2.3985(8) . ? P1 F3' 1.490(12) . ? P1 F4 1.519(6) . ? P1 F1 1.527(8) . ? P1 F4' 1.543(12) . ? P1 F2 1.562(7) . ? P1 F6 1.568(2) . ? P1 F3 1.569(7) . ? P1 F1' 1.573(9) . ? P1 F5 1.575(3) . ? P1 F2' 1.576(14) . ? F1 F2' 0.65(3) . ? F1 F1' 1.573(19) . ? F1' F4 1.05(2) . ? F2 F3' 0.970(19) . ? F2 F2' 1.64(2) . ? F3 F4' 0.94(2) . ? F3 F3' 1.52(2) . ? F4 F4' 1.45(2) . ? S1 C7 1.712(3) . ? S1 C6 1.735(3) . ? N3 C7 1.319(4) . ? N3 C1 1.393(4) . ? N1 N2 1.333(4) . ? N1 C8 1.337(4) . ? N2 C10 1.345(4) . ? C1 C2 1.390(4) . ? C1 C6 1.402(4) . ? C2 C3 1.378(5) . ? C3 C4 1.397(5) . ? C4 C5 1.374(5) . ? C5 C6 1.389(5) . ? C7 C8 1.434(5) . ? C8 C9 1.393(4) . ? C9 C10 1.364(5) . ? C11 C12 1.410(9) . ? C11 C16 1.427(9) . ? C12 C13 1.362(8) . ? C13 C14 1.319(7) . ? C14 C15 1.355(7) . ? C15 C16 1.360(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ru1 N3 74.88(10) . . ? N1 Ru1 C11 126.6(3) . . ? N3 Ru1 C11 158.3(3) . . ? N1 Ru1 C12 96.68(17) . . ? N3 Ru1 C12 156.0(2) . . ? C11 Ru1 C12 38.2(2) . . ? N1 Ru1 C13 91.37(14) . . ? N3 Ru1 C13 119.86(17) . . ? C11 Ru1 C13 67.3(2) . . ? C12 Ru1 C13 36.8(2) . . ? N1 Ru1 C14 112.02(16) . . ? N3 Ru1 C14 96.45(14) . . ? C11 Ru1 C14 78.71(16) . . ? C12 Ru1 C14 65.4(2) . . ? C13 Ru1 C14 35.50(19) . . ? N1 Ru1 C16 164.6(2) . . ? N3 Ru1 C16 120.2(2) . . ? C11 Ru1 C16 38.5(3) . . ? C12 Ru1 C16 68.4(2) . . ? C13 Ru1 C16 78.75(16) . . ? C14 Ru1 C16 65.9(2) . . ? N1 Ru1 C15 147.1(2) . . ? N3 Ru1 C15 96.49(15) . . ? C11 Ru1 C15 67.0(2) . . ? C12 Ru1 C15 78.31(17) . . ? C13 Ru1 C15 65.08(19) . . ? C14 Ru1 C15 36.3(2) . . ? C16 Ru1 C15 36.4(2) . . ? N1 Ru1 Cl1 87.86(8) . . ? N3 Ru1 Cl1 84.71(7) . . ? C11 Ru1 Cl1 92.74(13) . . ? C12 Ru1 Cl1 117.85(18) . . ? C13 Ru1 Cl1 154.28(16) . . ? C14 Ru1 Cl1 159.74(15) . . ? C16 Ru1 Cl1 95.94(14) . . ? C15 Ru1 Cl1 123.44(17) . . ? F3' P1 F4 141.9(9) . . ? F3' P1 F1 117.7(10) . . ? F4 P1 F1 91.8(6) . . ? F3' P1 F4' 94.3(10) . . ? F4 P1 F4' 56.7(9) . . ? F1 P1 F4' 147.5(11) . . ? F3' P1 F2 37.0(8) . . ? F4 P1 F2 176.1(5) . . ? F1 P1 F2 87.0(6) . . ? F4' P1 F2 125.0(10) . . ? F3' P1 F6 99.2(6) . . ? F4 P1 F6 102.2(4) . . ? F1 P1 F6 94.4(4) . . ? F4' P1 F6 85.7(6) . . ? F2 P1 F6 81.6(4) . . ? F3' P1 F3 59.3(8) . . ? F4 P1 F3 90.3(5) . . ? F1 P1 F3 176.6(6) . . ? F4' P1 F3 35.2(9) . . ? F2 P1 F3 90.7(5) . . ? F6 P1 F3 87.8(3) . . ? F3' P1 F1' 178.4(11) . . ? F4 P1 F1' 39.6(7) . . ? F1 P1 F1' 61.0(8) . . ? F4' P1 F1' 87.2(9) . . ? F2 P1 F1' 141.5(9) . . ? F6 P1 F1' 80.3(6) . . ? F3 P1 F1' 122.1(8) . . ? F3' P1 F5 76.1(6) . . ? F4 P1 F5 82.6(4) . . ? F1 P1 F5 86.6(4) . . ? F4' P1 F5 96.0(6) . . ? F2 P1 F5 93.6(4) . . ? F6 P1 F5 175.0(2) . . ? F3 P1 F5 91.0(3) . . ? F1' P1 F5 104.4(6) . . ? F3' P1 F2' 94.7(11) . . ? F4 P1 F2' 115.7(9) . . ? F1 P1 F2' 24.0(9) . . ? F4' P1 F2' 170.9(11) . . ? F2 P1 F2' 63.0(8) . . ? F6 P1 F2' 91.6(5) . . ? F3 P1 F2' 153.5(9) . . ? F1' P1 F2' 83.8(9) . . ? F5 P1 F2' 87.3(5) . . ? F2' F1 P1 82.2(19) . . ? F2' F1 F1' 139(2) . . ? P1 F1 F1' 61.0(6) . . ? F4 F1' P1 67.4(7) . . ? F4 F1' F1 111.5(10) . . ? P1 F1' F1 58.1(5) . . ? F3' F2 P1 67.5(11) . . ? F3' F2 F2' 117.3(12) . . ? P1 F2 F2' 58.9(6) . . ? F1 F2' P1 73.8(18) . . ? F1 F2' F2 132(2) . . ? P1 F2' F2 58.1(7) . . ? F4' F3 F3' 128.1(15) . . ? F4' F3 P1 70.9(11) . . ? F3' F3 P1 57.7(5) . . ? F2 F3' P1 75.6(8) . . ? F2 F3' F3 126.0(13) . . ? P1 F3' F3 62.9(8) . . ? F1' F4 F4' 117.3(11) . . ? F1' F4 P1 73.0(7) . . ? F4' F4 P1 62.5(6) . . ? F3 F4' F4 130.9(16) . . ? F3 F4' P1 73.9(11) . . ? F4 F4' P1 60.8(7) . . ? C7 S1 C6 89.19(15) . . ? C7 N3 C1 111.1(3) . . ? C7 N3 Ru1 115.6(2) . . ? C1 N3 Ru1 133.3(2) . . ? N2 N1 C8 106.2(2) . . ? N2 N1 Ru1 134.7(2) . . ? C8 N1 Ru1 118.9(2) . . ? N1 N2 C10 110.6(3) . . ? C2 C1 N3 126.5(3) . . ? C2 C1 C6 120.2(3) . . ? N3 C1 C6 113.2(3) . . ? C3 C2 C1 118.3(3) . . ? C2 C3 C4 120.9(3) . . ? C5 C4 C3 121.7(3) . . ? C4 C5 C6 117.4(3) . . ? C5 C6 C1 121.4(3) . . ? C5 C6 S1 128.1(3) . . ? C1 C6 S1 110.4(2) . . ? N3 C7 C8 117.2(3) . . ? N3 C7 S1 116.1(2) . . ? C8 C7 S1 126.5(2) . . ? N1 C8 C9 110.4(3) . . ? N1 C8 C7 112.7(3) . . ? C9 C8 C7 136.8(3) . . ? C10 C9 C8 104.5(3) . . ? N2 C10 C9 108.2(3) . . ? C12 C11 C16 118.2(4) . . ? C12 C11 Ru1 71.1(2) . . ? C16 C11 Ru1 71.6(2) . . ? C13 C12 C11 119.2(5) . . ? C13 C12 Ru1 71.7(3) . . ? C11 C12 Ru1 70.7(3) . . ? C14 C13 C12 121.3(4) . . ? C14 C13 Ru1 72.4(3) . . ? C12 C13 Ru1 71.5(3) . . ? C13 C14 C15 121.9(4) . . ? C13 C14 Ru1 72.1(3) . . ? C15 C14 Ru1 72.6(3) . . ? C14 C15 C16 120.9(5) . . ? C14 C15 Ru1 71.1(2) . . ? C16 C15 Ru1 71.4(3) . . ? C15 C16 C11 118.5(4) . . ? C15 C16 Ru1 72.2(2) . . ? C11 C16 Ru1 69.9(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.836 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.091 _database_code_depnum_ccdc_archive 'CCDC 883069'