# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name D.Davies 'Youcef Boutadla' 'Omar Al-Duaij' 'John Fawcett' 'Kuldip Singh' 'Rachel Jones' _publ_contact_author_name D.Davies _publ_contact_author_email dld3@le.ac.uk _publ_section_title ; Alkyne insertion into cyclometallated pyrazole and imine complexes of iridium, rhodium and ruthenium; relevance to catalytic formation of carbo- and heterocycles ; # Attachment '- Youcef3_cif.txt' data_09074 _database_code_depnum_ccdc_archive 'CCDC 772790' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H28 Cl Ir N2 O4' _chemical_formula_sum 'C25 H28 Cl Ir N2 O4' _chemical_formula_weight 648.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0222(18) _cell_length_b 16.342(3) _cell_length_c 15.312(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.030(3) _cell_angle_gamma 90.00 _cell_volume 2410.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 838 _cell_measurement_theta_min 2.829 _cell_measurement_theta_max 24.766 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.786 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 5.684 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.591 _exptl_absorpt_correction_T_max 0.801 _exptl_absorpt_process_details ; absorption correction based on 9529 reflections(SADABS);Rint 0.1073 before correction and 0.0464 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19930 _diffrn_reflns_av_R_equivalents 0.0758 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.99 _reflns_number_total 5258 _reflns_number_gt 4186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0170P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5258 _refine_ls_number_parameters 304 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0625 _refine_ls_wR_factor_gt 0.0591 _refine_ls_goodness_of_fit_ref 0.916 _refine_ls_restrained_S_all 0.916 _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 Ir1 Ir 0.326149(19) 0.802901(11) 0.212405(12) 0.01571(6) Uani 1 1 d . . . Cl1 Cl 0.16288(12) 0.71104(7) 0.11376(8) 0.0237(3) Uani 1 1 d . . . O1 O 0.4742(3) 0.62074(19) 0.1633(2) 0.0243(8) Uani 1 1 d . . . O2 O 0.4250(3) 0.67883(19) 0.0246(2) 0.0227(8) Uani 1 1 d . . . O3 O 0.7188(4) 0.8191(2) 0.0335(3) 0.0366(10) Uani 1 1 d . . . O4 O 0.7167(3) 0.70508(19) 0.1137(2) 0.0223(8) Uani 1 1 d . . . N1 N 0.2683(4) 0.8891(2) 0.1084(3) 0.0182(9) Uani 1 1 d . . . N2 N 0.3556(4) 0.9438(2) 0.0840(2) 0.0157(9) Uani 1 1 d . . . C1 C 0.4718(5) 0.7671(3) 0.1488(3) 0.0166(10) Uani 1 1 d . . . C2 C 0.5750(5) 0.8134(3) 0.1346(3) 0.0171(10) Uani 1 1 d . . . C3 C 0.5965(5) 0.9018(3) 0.1605(3) 0.0166(10) Uani 1 1 d . . . C4 C 0.4950(5) 0.9613(3) 0.1378(3) 0.0161(10) Uani 1 1 d . . . C5 C 0.1460(5) 0.8996(3) 0.0484(3) 0.0224(11) Uani 1 1 d . . . H5 H 0.0646 0.8696 0.0481 0.027 Uiso 1 1 calc R . . C6 C 0.1520(5) 0.9602(3) -0.0139(3) 0.0227(11) Uani 1 1 d . . . H6 H 0.0783 0.9789 -0.0633 0.027 Uiso 1 1 calc R . . C7 C 0.2859(5) 0.9872(3) 0.0108(3) 0.0204(11) Uani 1 1 d . . . H7 H 0.3233 1.0291 -0.0184 0.024 Uiso 1 1 calc R . . C8 C 0.5234(5) 1.0430(3) 0.1600(3) 0.0232(12) Uani 1 1 d . . . H8 H 0.4516 1.0828 0.1436 0.028 Uiso 1 1 calc R . . C9 C 0.6573(5) 1.0660(3) 0.2062(3) 0.0267(12) Uani 1 1 d . . . H9 H 0.6779 1.1219 0.2211 0.032 Uiso 1 1 calc R . . C10 C 0.7602(5) 1.0081(3) 0.2306(3) 0.0254(12) Uani 1 1 d . . . H10 H 0.8518 1.0237 0.2630 0.030 Uiso 1 1 calc R . . C11 C 0.7303(5) 0.9276(3) 0.2079(3) 0.0209(11) Uani 1 1 d . . . H11 H 0.8025 0.8881 0.2248 0.025 Uiso 1 1 calc R . . C12 C 0.4595(5) 0.6807(3) 0.1163(3) 0.0180(11) Uani 1 1 d . . . C13 C 0.4050(6) 0.5981(3) -0.0140(4) 0.0423(16) Uani 1 1 d . . . H13A H 0.4907 0.5664 0.0082 0.063 Uiso 1 1 calc R . . H13B H 0.3814 0.6021 -0.0804 0.063 Uiso 1 1 calc R . . H13C H 0.3294 0.5709 0.0037 0.063 Uiso 1 1 calc R . . C14 C 0.6768(5) 0.7815(3) 0.0882(3) 0.0201(11) Uani 1 1 d . . . C15 C 0.7994(5) 0.6648(3) 0.0629(4) 0.0305(13) Uani 1 1 d . . . H15A H 0.7454 0.6598 -0.0008 0.046 Uiso 1 1 calc R . . H15B H 0.8256 0.6101 0.0883 0.046 Uiso 1 1 calc R . . H15C H 0.8833 0.6969 0.0668 0.046 Uiso 1 1 calc R . . C16 C 0.2205(5) 0.7884(3) 0.3215(3) 0.0220(11) Uani 1 1 d . . . C17 C 0.2666(5) 0.8694(3) 0.3229(3) 0.0228(11) Uani 1 1 d . . . C18 C 0.4152(5) 0.8684(3) 0.3384(3) 0.0243(12) Uani 1 1 d . . . C19 C 0.4614(5) 0.7841(3) 0.3483(3) 0.0202(11) Uani 1 1 d . . . C20 C 0.3403(5) 0.7343(3) 0.3335(3) 0.0196(11) Uani 1 1 d . . . C21 C 0.0724(5) 0.7603(3) 0.3079(4) 0.0308(13) Uani 1 1 d . . . H21A H 0.0089 0.8056 0.2840 0.046 Uiso 1 1 calc R . . H21B H 0.0599 0.7423 0.3662 0.046 Uiso 1 1 calc R . . H21C H 0.0526 0.7146 0.2647 0.046 Uiso 1 1 calc R . . C22 C 0.1796(6) 0.9450(3) 0.3114(4) 0.0365(15) Uani 1 1 d . . . H22A H 0.2091 0.9832 0.2710 0.055 Uiso 1 1 calc R . . H22B H 0.1909 0.9709 0.3707 0.055 Uiso 1 1 calc R . . H22C H 0.0819 0.9306 0.2849 0.055 Uiso 1 1 calc R . . C23 C 0.5078(6) 0.9419(3) 0.3629(3) 0.0343(14) Uani 1 1 d . . . H23A H 0.4596 0.9901 0.3311 0.051 Uiso 1 1 calc R . . H23B H 0.5932 0.9327 0.3450 0.051 Uiso 1 1 calc R . . H23C H 0.5309 0.9510 0.4287 0.051 Uiso 1 1 calc R . . C24 C 0.6071(5) 0.7555(3) 0.3690(3) 0.0266(12) Uani 1 1 d . . . H24A H 0.6490 0.7562 0.4348 0.040 Uiso 1 1 calc R . . H24B H 0.6596 0.7918 0.3396 0.040 Uiso 1 1 calc R . . H24C H 0.6090 0.6997 0.3461 0.040 Uiso 1 1 calc R . . C25 C 0.3337(5) 0.6429(3) 0.3397(3) 0.0249(12) Uani 1 1 d . . . H25A H 0.4164 0.6189 0.3275 0.037 Uiso 1 1 calc R . . H25B H 0.2505 0.6228 0.2947 0.037 Uiso 1 1 calc R . . H25C H 0.3300 0.6273 0.4007 0.037 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 Ir1 0.01687(10) 0.01538(10) 0.01635(10) 0.00193(8) 0.00705(7) 0.00001(9) Cl1 0.0204(6) 0.0251(7) 0.0246(7) -0.0006(5) 0.0045(5) -0.0053(5) O1 0.0249(19) 0.0170(18) 0.032(2) 0.0069(16) 0.0089(17) 0.0019(15) O2 0.031(2) 0.0157(19) 0.0211(19) -0.0042(14) 0.0063(16) 0.0032(15) O3 0.053(3) 0.025(2) 0.047(2) 0.0066(18) 0.039(2) 0.0045(18) O4 0.0203(18) 0.0210(19) 0.0281(19) 0.0042(15) 0.0108(15) 0.0087(15) N1 0.017(2) 0.018(2) 0.020(2) 0.0048(17) 0.0072(18) 0.0020(17) N2 0.018(2) 0.014(2) 0.016(2) 0.0025(16) 0.0066(17) 0.0033(17) C1 0.022(3) 0.018(2) 0.009(2) 0.0023(19) 0.003(2) 0.006(2) C2 0.021(2) 0.015(2) 0.015(2) 0.001(2) 0.006(2) 0.004(2) C3 0.019(3) 0.018(2) 0.015(2) 0.001(2) 0.009(2) -0.001(2) C4 0.015(2) 0.020(3) 0.016(2) 0.002(2) 0.008(2) -0.005(2) C5 0.014(2) 0.024(3) 0.029(3) 0.002(2) 0.005(2) 0.001(2) C6 0.022(3) 0.027(3) 0.018(3) 0.001(2) 0.003(2) 0.004(2) C7 0.023(3) 0.016(2) 0.024(3) 0.008(2) 0.010(2) 0.007(2) C8 0.028(3) 0.014(3) 0.031(3) -0.003(2) 0.016(2) -0.002(2) C9 0.037(3) 0.018(3) 0.029(3) -0.006(2) 0.016(3) -0.009(2) C10 0.020(3) 0.034(3) 0.023(3) -0.006(2) 0.007(2) -0.009(2) C11 0.015(2) 0.025(3) 0.023(3) 0.000(2) 0.005(2) -0.001(2) C12 0.012(2) 0.021(3) 0.022(3) 0.001(2) 0.005(2) 0.002(2) C13 0.053(4) 0.026(3) 0.041(4) -0.016(3) 0.002(3) -0.003(3) C14 0.020(3) 0.018(3) 0.022(3) -0.003(2) 0.006(2) 0.000(2) C15 0.030(3) 0.026(3) 0.039(3) -0.001(3) 0.015(3) 0.010(2) C16 0.027(3) 0.026(3) 0.017(3) 0.005(2) 0.013(2) -0.001(2) C17 0.029(3) 0.026(3) 0.018(3) 0.002(2) 0.013(2) 0.003(2) C18 0.031(3) 0.027(3) 0.019(3) -0.004(2) 0.013(2) -0.009(2) C19 0.028(3) 0.024(3) 0.011(2) 0.003(2) 0.008(2) 0.002(2) C20 0.025(3) 0.021(3) 0.018(3) 0.004(2) 0.014(2) 0.003(2) C21 0.027(3) 0.030(3) 0.041(3) 0.009(3) 0.020(3) 0.004(2) C22 0.052(4) 0.019(3) 0.047(4) 0.004(3) 0.029(3) 0.005(3) C23 0.045(4) 0.035(3) 0.025(3) -0.009(3) 0.014(3) -0.016(3) C24 0.023(3) 0.038(3) 0.017(3) 0.002(2) 0.002(2) -0.002(2) C25 0.028(3) 0.022(3) 0.027(3) 0.009(2) 0.011(2) 0.004(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 Ir1 C1 2.050(5) . ? Ir1 N1 2.086(4) . ? Ir1 C20 2.137(5) . ? Ir1 C19 2.169(5) . ? Ir1 C18 2.171(5) . ? Ir1 C16 2.224(5) . ? Ir1 C17 2.227(5) . ? Ir1 Cl1 2.4183(12) . ? O1 C12 1.201(5) . ? O2 C12 1.350(5) . ? O2 C13 1.437(5) . ? O3 C14 1.204(6) . ? O4 C14 1.337(5) . ? O4 C15 1.443(5) . ? N1 C5 1.324(5) . ? N1 N2 1.373(5) . ? N2 C7 1.347(5) . ? N2 C4 1.442(5) . ? C1 C2 1.346(6) . ? C1 C12 1.492(6) . ? C2 C14 1.490(6) . ? C2 C3 1.498(6) . ? C3 C4 1.380(6) . ? C3 C11 1.402(6) . ? C4 C8 1.388(6) . ? C5 C6 1.387(6) . ? C5 H5 0.9500 . ? C6 C7 1.363(6) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.385(7) . ? C8 H8 0.9500 . ? C9 C10 1.374(7) . ? C9 H9 0.9500 . ? C10 C11 1.372(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.401(6) . ? C16 C20 1.461(6) . ? C16 C21 1.511(6) . ? C17 C18 1.443(7) . ? C17 C22 1.494(6) . ? C18 C19 1.447(7) . ? C18 C23 1.501(7) . ? C19 C20 1.427(7) . ? C19 C24 1.482(6) . ? C20 C25 1.500(6) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 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 C1 Ir1 N1 85.08(16) . . ? C1 Ir1 C20 112.15(18) . . ? N1 Ir1 C20 162.69(16) . . ? C1 Ir1 C19 94.42(18) . . ? N1 Ir1 C19 142.81(16) . . ? C20 Ir1 C19 38.69(17) . . ? C1 Ir1 C18 112.99(19) . . ? N1 Ir1 C18 107.76(17) . . ? C20 Ir1 C18 64.86(19) . . ? C19 Ir1 C18 38.96(17) . . ? C1 Ir1 C16 151.08(18) . . ? N1 Ir1 C16 123.80(16) . . ? C20 Ir1 C16 39.08(17) . . ? C19 Ir1 C16 64.23(18) . . ? C18 Ir1 C16 63.21(18) . . ? C1 Ir1 C17 151.08(19) . . ? N1 Ir1 C17 100.04(16) . . ? C20 Ir1 C17 64.17(18) . . ? C19 Ir1 C17 64.39(18) . . ? C18 Ir1 C17 38.28(18) . . ? C16 Ir1 C17 36.68(17) . . ? C1 Ir1 Cl1 88.51(13) . . ? N1 Ir1 Cl1 86.84(11) . . ? C20 Ir1 Cl1 95.03(14) . . ? C19 Ir1 Cl1 130.35(13) . . ? C18 Ir1 Cl1 154.48(13) . . ? C16 Ir1 Cl1 91.29(13) . . ? C17 Ir1 Cl1 120.03(14) . . ? C12 O2 C13 114.5(4) . . ? C14 O4 C15 116.1(4) . . ? C5 N1 N2 105.3(4) . . ? C5 N1 Ir1 128.8(3) . . ? N2 N1 Ir1 125.7(3) . . ? C7 N2 N1 110.2(4) . . ? C7 N2 C4 124.7(4) . . ? N1 N2 C4 124.3(4) . . ? C2 C1 C12 118.3(4) . . ? C2 C1 Ir1 126.6(4) . . ? C12 C1 Ir1 115.1(3) . . ? C1 C2 C14 122.6(4) . . ? C1 C2 C3 124.1(4) . . ? C14 C2 C3 113.3(4) . . ? C4 C3 C11 116.9(4) . . ? C4 C3 C2 124.8(4) . . ? C11 C3 C2 118.3(4) . . ? C3 C4 C8 122.0(4) . . ? C3 C4 N2 122.3(4) . . ? C8 C4 N2 115.6(4) . . ? N1 C5 C6 111.2(4) . . ? N1 C5 H5 124.4 . . ? C6 C5 H5 124.4 . . ? C7 C6 C5 105.5(4) . . ? C7 C6 H6 127.2 . . ? C5 C6 H6 127.2 . . ? N2 C7 C6 107.7(4) . . ? N2 C7 H7 126.1 . . ? C6 C7 H7 126.1 . . ? C9 C8 C4 119.4(5) . . ? C9 C8 H8 120.3 . . ? C4 C8 H8 120.3 . . ? C10 C9 C8 120.0(5) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 119.8(5) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C3 122.0(5) . . ? C10 C11 H11 119.0 . . ? C3 C11 H11 119.0 . . ? O1 C12 O2 124.0(4) . . ? O1 C12 C1 126.0(4) . . ? O2 C12 C1 110.0(4) . . ? O2 C13 H13A 109.5 . . ? O2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O3 C14 O4 123.1(5) . . ? O3 C14 C2 124.8(4) . . ? O4 C14 C2 112.1(4) . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C20 108.3(4) . . ? C17 C16 C21 126.6(5) . . ? C20 C16 C21 125.1(4) . . ? C17 C16 Ir1 71.8(3) . . ? C20 C16 Ir1 67.2(2) . . ? C21 C16 Ir1 125.5(3) . . ? C16 C17 C18 108.2(4) . . ? C16 C17 C22 126.9(5) . . ? C18 C17 C22 124.8(5) . . ? C16 C17 Ir1 71.6(3) . . ? C18 C17 Ir1 68.8(3) . . ? C22 C17 Ir1 125.7(3) . . ? C17 C18 C19 108.3(4) . . ? C17 C18 C23 124.8(5) . . ? C19 C18 C23 125.3(5) . . ? C17 C18 Ir1 73.0(3) . . ? C19 C18 Ir1 70.4(3) . . ? C23 C18 Ir1 133.7(4) . . ? C20 C19 C18 107.0(4) . . ? C20 C19 C24 126.8(4) . . ? C18 C19 C24 126.2(4) . . ? C20 C19 Ir1 69.5(3) . . ? C18 C19 Ir1 70.6(3) . . ? C24 C19 Ir1 124.6(3) . . ? C19 C20 C16 108.0(4) . . ? C19 C20 C25 127.5(4) . . ? C16 C20 C25 124.2(4) . . ? C19 C20 Ir1 71.8(3) . . ? C16 C20 Ir1 73.7(3) . . ? C25 C20 Ir1 125.7(3) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 C1 Ir1 N1 C5 121.5(4) . . . . ? C20 Ir1 N1 C5 -64.1(7) . . . . ? C19 Ir1 N1 C5 -147.7(4) . . . . ? C18 Ir1 N1 C5 -125.9(4) . . . . ? C16 Ir1 N1 C5 -56.7(5) . . . . ? C17 Ir1 N1 C5 -87.2(4) . . . . ? Cl1 Ir1 N1 C5 32.7(4) . . . . ? C1 Ir1 N1 N2 -53.2(4) . . . . ? C20 Ir1 N1 N2 121.3(6) . . . . ? C19 Ir1 N1 N2 37.6(5) . . . . ? C18 Ir1 N1 N2 59.4(4) . . . . ? C16 Ir1 N1 N2 128.6(3) . . . . ? C17 Ir1 N1 N2 98.1(4) . . . . ? Cl1 Ir1 N1 N2 -142.0(3) . . . . ? C5 N1 N2 C7 0.7(5) . . . . ? Ir1 N1 N2 C7 176.4(3) . . . . ? C5 N1 N2 C4 171.2(4) . . . . ? Ir1 N1 N2 C4 -13.1(6) . . . . ? N1 Ir1 C1 C2 61.0(4) . . . . ? C20 Ir1 C1 C2 -117.2(4) . . . . ? C19 Ir1 C1 C2 -81.7(4) . . . . ? C18 Ir1 C1 C2 -46.2(5) . . . . ? C16 Ir1 C1 C2 -122.0(5) . . . . ? C17 Ir1 C1 C2 -40.8(6) . . . . ? Cl1 Ir1 C1 C2 148.0(4) . . . . ? N1 Ir1 C1 C12 -119.3(3) . . . . ? C20 Ir1 C1 C12 62.5(4) . . . . ? C19 Ir1 C1 C12 98.0(3) . . . . ? C18 Ir1 C1 C12 133.5(3) . . . . ? C16 Ir1 C1 C12 57.6(5) . . . . ? C17 Ir1 C1 C12 138.8(4) . . . . ? Cl1 Ir1 C1 C12 -32.4(3) . . . . ? C12 C1 C2 C14 -0.2(7) . . . . ? Ir1 C1 C2 C14 179.5(3) . . . . ? C12 C1 C2 C3 177.7(4) . . . . ? Ir1 C1 C2 C3 -2.7(7) . . . . ? C1 C2 C3 C4 -50.9(7) . . . . ? C14 C2 C3 C4 127.1(5) . . . . ? C1 C2 C3 C11 131.9(5) . . . . ? C14 C2 C3 C11 -50.1(6) . . . . ? C11 C3 C4 C8 0.5(7) . . . . ? C2 C3 C4 C8 -176.7(4) . . . . ? C11 C3 C4 N2 175.8(4) . . . . ? C2 C3 C4 N2 -1.4(7) . . . . ? C7 N2 C4 C3 -130.6(5) . . . . ? N1 N2 C4 C3 60.1(6) . . . . ? C7 N2 C4 C8 45.0(6) . . . . ? N1 N2 C4 C8 -124.3(5) . . . . ? N2 N1 C5 C6 -0.3(5) . . . . ? Ir1 N1 C5 C6 -175.9(3) . . . . ? N1 C5 C6 C7 -0.1(6) . . . . ? N1 N2 C7 C6 -0.7(5) . . . . ? C4 N2 C7 C6 -171.3(4) . . . . ? C5 C6 C7 N2 0.5(5) . . . . ? C3 C4 C8 C9 0.0(7) . . . . ? N2 C4 C8 C9 -175.6(4) . . . . ? C4 C8 C9 C10 -0.7(7) . . . . ? C8 C9 C10 C11 0.9(7) . . . . ? C9 C10 C11 C3 -0.4(7) . . . . ? C4 C3 C11 C10 -0.3(7) . . . . ? C2 C3 C11 C10 177.1(4) . . . . ? C13 O2 C12 O1 0.6(7) . . . . ? C13 O2 C12 C1 -177.6(4) . . . . ? C2 C1 C12 O1 115.3(5) . . . . ? Ir1 C1 C12 O1 -64.4(6) . . . . ? C2 C1 C12 O2 -66.5(5) . . . . ? Ir1 C1 C12 O2 113.8(4) . . . . ? C15 O4 C14 O3 -8.3(7) . . . . ? C15 O4 C14 C2 171.3(4) . . . . ? C1 C2 C14 O3 139.1(5) . . . . ? C3 C2 C14 O3 -38.9(7) . . . . ? C1 C2 C14 O4 -40.5(6) . . . . ? C3 C2 C14 O4 141.5(4) . . . . ? C1 Ir1 C16 C17 126.9(4) . . . . ? N1 Ir1 C16 C17 -56.8(3) . . . . ? C20 Ir1 C16 C17 119.8(4) . . . . ? C19 Ir1 C16 C17 81.1(3) . . . . ? C18 Ir1 C16 C17 37.4(3) . . . . ? Cl1 Ir1 C16 C17 -143.9(3) . . . . ? C1 Ir1 C16 C20 7.1(5) . . . . ? N1 Ir1 C16 C20 -176.5(3) . . . . ? C19 Ir1 C16 C20 -38.7(3) . . . . ? C18 Ir1 C16 C20 -82.4(3) . . . . ? C17 Ir1 C16 C20 -119.8(4) . . . . ? Cl1 Ir1 C16 C20 96.4(3) . . . . ? C1 Ir1 C16 C21 -110.7(5) . . . . ? N1 Ir1 C16 C21 65.6(5) . . . . ? C20 Ir1 C16 C21 -117.8(5) . . . . ? C19 Ir1 C16 C21 -156.5(5) . . . . ? C18 Ir1 C16 C21 159.8(5) . . . . ? C17 Ir1 C16 C21 122.4(5) . . . . ? Cl1 Ir1 C16 C21 -21.4(4) . . . . ? C20 C16 C17 C18 -1.7(5) . . . . ? C21 C16 C17 C18 179.6(5) . . . . ? Ir1 C16 C17 C18 -59.2(3) . . . . ? C20 C16 C17 C22 178.8(5) . . . . ? C21 C16 C17 C22 0.1(8) . . . . ? Ir1 C16 C17 C22 121.3(5) . . . . ? C20 C16 C17 Ir1 57.5(3) . . . . ? C21 C16 C17 Ir1 -121.2(5) . . . . ? C1 Ir1 C17 C16 -126.9(4) . . . . ? N1 Ir1 C17 C16 135.1(3) . . . . ? C20 Ir1 C17 C16 -37.4(3) . . . . ? C19 Ir1 C17 C16 -80.6(3) . . . . ? C18 Ir1 C17 C16 -118.9(4) . . . . ? Cl1 Ir1 C17 C16 42.9(3) . . . . ? C1 Ir1 C17 C18 -8.0(5) . . . . ? N1 Ir1 C17 C18 -106.0(3) . . . . ? C20 Ir1 C17 C18 81.5(3) . . . . ? C19 Ir1 C17 C18 38.3(3) . . . . ? C16 Ir1 C17 C18 118.9(4) . . . . ? Cl1 Ir1 C17 C18 161.8(2) . . . . ? C1 Ir1 C17 C22 110.4(5) . . . . ? N1 Ir1 C17 C22 12.4(5) . . . . ? C20 Ir1 C17 C22 -160.2(5) . . . . ? C19 Ir1 C17 C22 156.7(5) . . . . ? C18 Ir1 C17 C22 118.4(6) . . . . ? C16 Ir1 C17 C22 -122.7(6) . . . . ? Cl1 Ir1 C17 C22 -79.8(4) . . . . ? C16 C17 C18 C19 -1.0(6) . . . . ? C22 C17 C18 C19 178.5(5) . . . . ? Ir1 C17 C18 C19 -62.0(3) . . . . ? C16 C17 C18 C23 -167.2(5) . . . . ? C22 C17 C18 C23 12.3(8) . . . . ? Ir1 C17 C18 C23 131.9(5) . . . . ? C16 C17 C18 Ir1 61.0(3) . . . . ? C22 C17 C18 Ir1 -119.5(5) . . . . ? C1 Ir1 C18 C17 175.8(3) . . . . ? N1 Ir1 C18 C17 83.7(3) . . . . ? C20 Ir1 C18 C17 -79.5(3) . . . . ? C19 Ir1 C18 C17 -117.2(4) . . . . ? C16 Ir1 C18 C17 -35.9(3) . . . . ? Cl1 Ir1 C18 C17 -38.8(5) . . . . ? C1 Ir1 C18 C19 -66.9(3) . . . . ? N1 Ir1 C18 C19 -159.1(3) . . . . ? C20 Ir1 C18 C19 37.7(3) . . . . ? C16 Ir1 C18 C19 81.4(3) . . . . ? C17 Ir1 C18 C19 117.2(4) . . . . ? Cl1 Ir1 C18 C19 78.4(4) . . . . ? C1 Ir1 C18 C23 53.6(6) . . . . ? N1 Ir1 C18 C23 -38.5(6) . . . . ? C20 Ir1 C18 C23 158.3(6) . . . . ? C19 Ir1 C18 C23 120.6(6) . . . . ? C16 Ir1 C18 C23 -158.0(6) . . . . ? C17 Ir1 C18 C23 -122.2(6) . . . . ? Cl1 Ir1 C18 C23 -161.0(4) . . . . ? C17 C18 C19 C20 3.4(5) . . . . ? C23 C18 C19 C20 169.5(4) . . . . ? Ir1 C18 C19 C20 -60.2(3) . . . . ? C17 C18 C19 C24 -177.2(4) . . . . ? C23 C18 C19 C24 -11.1(8) . . . . ? Ir1 C18 C19 C24 119.2(5) . . . . ? C17 C18 C19 Ir1 63.6(3) . . . . ? C23 C18 C19 Ir1 -130.3(5) . . . . ? C1 Ir1 C19 C20 -120.6(3) . . . . ? N1 Ir1 C19 C20 151.8(3) . . . . ? C18 Ir1 C19 C20 117.6(4) . . . . ? C16 Ir1 C19 C20 39.1(3) . . . . ? C17 Ir1 C19 C20 80.0(3) . . . . ? Cl1 Ir1 C19 C20 -28.8(3) . . . . ? C1 Ir1 C19 C18 121.8(3) . . . . ? N1 Ir1 C19 C18 34.2(4) . . . . ? C20 Ir1 C19 C18 -117.6(4) . . . . ? C16 Ir1 C19 C18 -78.5(3) . . . . ? C17 Ir1 C19 C18 -37.7(3) . . . . ? Cl1 Ir1 C19 C18 -146.4(2) . . . . ? C1 Ir1 C19 C24 0.7(4) . . . . ? N1 Ir1 C19 C24 -87.0(5) . . . . ? C20 Ir1 C19 C24 121.2(5) . . . . ? C18 Ir1 C19 C24 -121.2(5) . . . . ? C16 Ir1 C19 C24 160.3(5) . . . . ? C17 Ir1 C19 C24 -158.8(5) . . . . ? Cl1 Ir1 C19 C24 92.5(4) . . . . ? C18 C19 C20 C16 -4.4(5) . . . . ? C24 C19 C20 C16 176.2(4) . . . . ? Ir1 C19 C20 C16 -65.3(3) . . . . ? C18 C19 C20 C25 -177.6(5) . . . . ? C24 C19 C20 C25 3.0(8) . . . . ? Ir1 C19 C20 C25 121.5(5) . . . . ? C18 C19 C20 Ir1 60.9(3) . . . . ? C24 C19 C20 Ir1 -118.5(5) . . . . ? C17 C16 C20 C19 3.9(5) . . . . ? C21 C16 C20 C19 -177.5(5) . . . . ? Ir1 C16 C20 C19 64.1(3) . . . . ? C17 C16 C20 C25 177.3(4) . . . . ? C21 C16 C20 C25 -4.0(8) . . . . ? Ir1 C16 C20 C25 -122.4(5) . . . . ? C17 C16 C20 Ir1 -60.3(3) . . . . ? C21 C16 C20 Ir1 118.4(5) . . . . ? C1 Ir1 C20 C19 68.0(3) . . . . ? N1 Ir1 C20 C19 -106.1(6) . . . . ? C18 Ir1 C20 C19 -38.0(3) . . . . ? C16 Ir1 C20 C19 -115.7(4) . . . . ? C17 Ir1 C20 C19 -80.6(3) . . . . ? Cl1 Ir1 C20 C19 158.4(3) . . . . ? C1 Ir1 C20 C16 -176.3(3) . . . . ? N1 Ir1 C20 C16 9.7(7) . . . . ? C19 Ir1 C20 C16 115.7(4) . . . . ? C18 Ir1 C20 C16 77.8(3) . . . . ? C17 Ir1 C20 C16 35.2(3) . . . . ? Cl1 Ir1 C20 C16 -85.8(3) . . . . ? C1 Ir1 C20 C25 -55.6(5) . . . . ? N1 Ir1 C20 C25 130.3(5) . . . . ? C19 Ir1 C20 C25 -123.6(5) . . . . ? C18 Ir1 C20 C25 -161.6(5) . . . . ? C16 Ir1 C20 C25 120.7(5) . . . . ? C17 Ir1 C20 C25 155.8(5) . . . . ? Cl1 Ir1 C20 C25 34.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.620 _refine_diff_density_min -1.507 _refine_diff_density_rms 0.187 #===END data_09084 _database_code_depnum_ccdc_archive 'CCDC 772791' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H28 Cl N2 O4 Rh' _chemical_formula_sum 'C25 H28 Cl N2 O4 Rh' _chemical_formula_weight 558.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0361(17) _cell_length_b 16.349(3) _cell_length_c 15.289(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.251(3) _cell_angle_gamma 90.00 _cell_volume 2408.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 961 _cell_measurement_theta_min 2.180 _cell_measurement_theta_max 26.889 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.541 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.854 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.588 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 9985 reflections(SADABS);Rint 0.1401 before correction and 0.0395 after; ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19939 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.0572 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.99 _reflns_number_total 5252 _reflns_number_gt 4331 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0306P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5252 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0473 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0750 _refine_ls_wR_factor_gt 0.0715 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _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 Rh1 Rh 0.67726(2) 0.802797(12) 0.788602(14) 0.01554(7) Uani 1 1 d . . . Cl1 Cl 0.84122(7) 0.70995(4) 0.88486(5) 0.02398(16) Uani 1 1 d . . . O1 O 0.52717(19) 0.62097(11) 0.83305(13) 0.0248(5) Uani 1 1 d . . . O2 O 0.5795(2) 0.67739(11) 0.97290(13) 0.0231(4) Uani 1 1 d . . . O3 O 0.2878(2) 0.81819(12) 0.96727(15) 0.0337(5) Uani 1 1 d . . . O4 O 0.28578(19) 0.70471(11) 0.88474(13) 0.0224(4) Uani 1 1 d . . . N1 N 0.7329(2) 0.89026(13) 0.89239(14) 0.0176(5) Uani 1 1 d . . . N2 N 0.6457(2) 0.94465(13) 0.91626(15) 0.0172(5) Uani 1 1 d . . . C1 C 0.5299(3) 0.76690(16) 0.84939(17) 0.0153(5) Uani 1 1 d . . . C2 C 0.4286(3) 0.81345(15) 0.86416(17) 0.0157(5) Uani 1 1 d . . . C3 C 0.4052(3) 0.90115(16) 0.83872(17) 0.0170(6) Uani 1 1 d . . . C4 C 0.5076(3) 0.96160(16) 0.86254(18) 0.0173(6) Uani 1 1 d . . . C5 C 0.8552(3) 0.89968(17) 0.95327(19) 0.0221(6) Uani 1 1 d . . . H5 H 0.9359 0.8690 0.9541 0.026 Uiso 1 1 calc R . . C6 C 0.8494(3) 0.96051(17) 1.01577(19) 0.0229(6) Uani 1 1 d . . . H6 H 0.9230 0.9791 1.0656 0.028 Uiso 1 1 calc R . . C7 C 0.7157(3) 0.98771(17) 0.99031(18) 0.0214(6) Uani 1 1 d . . . H7 H 0.6783 1.0296 1.0195 0.026 Uiso 1 1 calc R . . C8 C 0.4760(3) 1.04334(17) 0.84092(19) 0.0239(6) Uani 1 1 d . . . H8 H 0.5465 1.0837 0.8584 0.029 Uiso 1 1 calc R . . C9 C 0.3423(3) 1.06604(17) 0.7941(2) 0.0271(7) Uani 1 1 d . . . H9 H 0.3210 1.1219 0.7797 0.033 Uiso 1 1 calc R . . C10 C 0.2402(3) 1.00752(19) 0.76842(19) 0.0272(7) Uani 1 1 d . . . H10 H 0.1485 1.0226 0.7353 0.033 Uiso 1 1 calc R . . C11 C 0.2722(3) 0.92688(17) 0.79118(18) 0.0227(6) Uani 1 1 d . . . H11 H 0.2005 0.8871 0.7737 0.027 Uiso 1 1 calc R . . C12 C 0.5439(3) 0.68076(16) 0.88092(18) 0.0179(6) Uani 1 1 d . . . C13 C 0.6022(4) 0.59624(19) 1.0105(2) 0.0423(9) Uani 1 1 d . . . H13A H 0.5177 0.5636 0.9873 0.063 Uiso 1 1 calc R . . H13B H 0.6254 0.5993 1.0770 0.063 Uiso 1 1 calc R . . H13C H 0.6789 0.5706 0.9927 0.063 Uiso 1 1 calc R . . C14 C 0.3272(3) 0.78097(16) 0.91105(19) 0.0199(6) Uani 1 1 d . . . C15 C 0.2048(3) 0.66400(19) 0.9364(2) 0.0311(7) Uani 1 1 d . . . H15A H 0.2612 0.6572 0.9996 0.047 Uiso 1 1 calc R . . H15B H 0.1755 0.6102 0.9096 0.047 Uiso 1 1 calc R . . H15C H 0.1227 0.6970 0.9351 0.047 Uiso 1 1 calc R . . C16 C 0.7830(3) 0.78834(17) 0.67937(19) 0.0226(6) Uani 1 1 d . . . C17 C 0.7373(3) 0.86926(17) 0.67761(18) 0.0235(6) Uani 1 1 d . . . C18 C 0.5879(3) 0.86829(17) 0.66270(18) 0.0222(6) Uani 1 1 d . . . C19 C 0.5429(3) 0.78484(17) 0.65238(18) 0.0213(6) Uani 1 1 d . . . C20 C 0.6626(3) 0.73517(17) 0.66675(18) 0.0195(6) Uani 1 1 d . . . C21 C 0.9289(3) 0.7598(2) 0.6921(2) 0.0320(7) Uani 1 1 d . . . H21A H 0.9393 0.7401 0.6337 0.048 Uiso 1 1 calc R . . H21B H 0.9499 0.7152 0.7367 0.048 Uiso 1 1 calc R . . H21C H 0.9932 0.8053 0.7140 0.048 Uiso 1 1 calc R . . C22 C 0.8245(4) 0.94496(19) 0.6895(2) 0.0384(8) Uani 1 1 d . . . H22A H 0.9193 0.9321 0.7256 0.058 Uiso 1 1 calc R . . H22B H 0.7853 0.9867 0.7211 0.058 Uiso 1 1 calc R . . H22C H 0.8261 0.9657 0.6297 0.058 Uiso 1 1 calc R . . C23 C 0.4969(3) 0.94216(19) 0.6393(2) 0.0339(8) Uani 1 1 d . . . H23A H 0.4728 0.9518 0.5735 0.051 Uiso 1 1 calc R . . H23B H 0.5462 0.9899 0.6716 0.051 Uiso 1 1 calc R . . H23C H 0.4119 0.9332 0.6576 0.051 Uiso 1 1 calc R . . C24 C 0.3953(3) 0.75624(19) 0.62994(19) 0.0275(7) Uani 1 1 d . . . H24A H 0.3542 0.7575 0.5638 0.041 Uiso 1 1 calc R . . H24B H 0.3425 0.7923 0.6591 0.041 Uiso 1 1 calc R . . H24C H 0.3926 0.7002 0.6522 0.041 Uiso 1 1 calc R . . C25 C 0.6677(3) 0.64375(16) 0.66096(19) 0.0248(6) Uani 1 1 d . . . H25A H 0.5852 0.6203 0.6737 0.037 Uiso 1 1 calc R . . H25B H 0.7512 0.6234 0.7058 0.037 Uiso 1 1 calc R . . H25C H 0.6700 0.6277 0.5996 0.037 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 0.01608(11) 0.01515(12) 0.01619(12) -0.00166(9) 0.00583(8) -0.00013(9) Cl1 0.0196(3) 0.0246(4) 0.0262(4) -0.0002(3) 0.0039(3) 0.0054(3) O1 0.0249(11) 0.0174(10) 0.0321(12) -0.0058(9) 0.0077(9) -0.0024(8) O2 0.0282(11) 0.0172(10) 0.0224(11) 0.0044(8) 0.0046(9) -0.0015(8) O3 0.0465(14) 0.0216(11) 0.0451(14) -0.0070(10) 0.0324(12) -0.0035(10) O4 0.0232(10) 0.0196(11) 0.0275(11) -0.0029(8) 0.0125(9) -0.0068(8) N1 0.0177(11) 0.0170(12) 0.0191(12) -0.0036(9) 0.0065(10) 0.0002(9) N2 0.0184(12) 0.0150(12) 0.0193(12) -0.0023(9) 0.0070(10) -0.0019(9) C1 0.0174(13) 0.0174(14) 0.0095(13) -0.0027(10) 0.0013(11) -0.0025(11) C2 0.0172(13) 0.0167(14) 0.0129(13) -0.0020(10) 0.0037(11) -0.0044(11) C3 0.0188(14) 0.0186(14) 0.0161(13) -0.0016(11) 0.0090(11) 0.0025(11) C4 0.0165(14) 0.0199(14) 0.0172(14) -0.0013(11) 0.0074(11) 0.0017(11) C5 0.0147(14) 0.0243(16) 0.0263(16) -0.0001(12) 0.0043(12) -0.0008(12) C6 0.0222(15) 0.0226(16) 0.0213(15) -0.0032(12) 0.0016(12) -0.0054(12) C7 0.0281(16) 0.0175(15) 0.0202(15) -0.0063(11) 0.0096(12) -0.0056(12) C8 0.0267(16) 0.0178(15) 0.0297(17) 0.0011(12) 0.0122(13) 0.0000(12) C9 0.0346(17) 0.0188(15) 0.0320(17) 0.0078(12) 0.0160(14) 0.0102(13) C10 0.0213(15) 0.0348(18) 0.0250(16) 0.0051(13) 0.0056(13) 0.0104(13) C11 0.0203(15) 0.0256(16) 0.0212(15) -0.0024(12) 0.0042(12) 0.0006(12) C12 0.0116(13) 0.0193(15) 0.0228(15) -0.0003(11) 0.0050(11) -0.0020(11) C13 0.055(2) 0.0247(18) 0.040(2) 0.0151(15) 0.0015(17) -0.0042(16) C14 0.0186(14) 0.0177(15) 0.0224(15) 0.0013(11) 0.0043(12) 0.0012(11) C15 0.0302(17) 0.0290(17) 0.0378(19) 0.0018(14) 0.0155(15) -0.0095(14) C16 0.0282(16) 0.0257(16) 0.0187(14) -0.0061(12) 0.0145(12) -0.0035(12) C17 0.0353(17) 0.0206(15) 0.0195(15) -0.0019(12) 0.0157(13) -0.0037(13) C18 0.0333(17) 0.0224(15) 0.0131(14) 0.0007(11) 0.0101(12) 0.0026(13) C19 0.0232(15) 0.0285(16) 0.0109(13) -0.0013(11) 0.0024(11) -0.0014(12) C20 0.0244(15) 0.0213(15) 0.0140(14) -0.0016(11) 0.0073(12) -0.0008(12) C21 0.0258(16) 0.0304(18) 0.045(2) -0.0121(15) 0.0189(15) -0.0051(14) C22 0.054(2) 0.0253(18) 0.046(2) -0.0032(15) 0.0296(18) -0.0082(16) C23 0.047(2) 0.0331(18) 0.0255(17) 0.0074(14) 0.0156(15) 0.0118(15) C24 0.0232(15) 0.0362(18) 0.0206(16) -0.0030(13) 0.0018(13) 0.0037(13) C25 0.0278(16) 0.0225(16) 0.0260(16) -0.0070(12) 0.0105(13) -0.0023(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C1 2.040(3) . ? Rh1 N1 2.093(2) . ? Rh1 C20 2.136(3) . ? Rh1 C19 2.161(3) . ? Rh1 C18 2.166(3) . ? Rh1 C16 2.228(3) . ? Rh1 C17 2.235(3) . ? Rh1 Cl1 2.4131(7) . ? O1 C12 1.204(3) . ? O2 C12 1.352(3) . ? O2 C13 1.438(3) . ? O3 C14 1.207(3) . ? O4 C14 1.340(3) . ? O4 C15 1.445(3) . ? N1 C5 1.326(3) . ? N1 N2 1.367(3) . ? N2 C7 1.351(3) . ? N2 C4 1.426(3) . ? C1 C2 1.339(4) . ? C1 C12 1.482(4) . ? C2 C3 1.487(3) . ? C2 C14 1.497(4) . ? C3 C11 1.395(4) . ? C3 C4 1.399(4) . ? C4 C8 1.392(4) . ? C5 C6 1.391(4) . ? C5 H5 0.9500 . ? C6 C7 1.363(4) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.383(4) . ? C8 H8 0.9500 . ? C9 C10 1.376(4) . ? C9 H9 0.9500 . ? C10 C11 1.378(4) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.398(4) . ? C16 C20 1.457(4) . ? C16 C21 1.497(4) . ? C17 C18 1.452(4) . ? C17 C22 1.498(4) . ? C18 C19 1.432(4) . ? C18 C23 1.496(4) . ? C19 C20 1.415(4) . ? C19 C24 1.499(4) . ? C20 C25 1.499(4) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 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 C1 Rh1 N1 85.67(9) . . ? C1 Rh1 C20 111.51(10) . . ? N1 Rh1 C20 162.53(10) . . ? C1 Rh1 C19 93.66(10) . . ? N1 Rh1 C19 141.79(10) . . ? C20 Rh1 C19 38.45(10) . . ? C1 Rh1 C18 112.00(11) . . ? N1 Rh1 C18 107.00(10) . . ? C20 Rh1 C18 64.55(10) . . ? C19 Rh1 C18 38.66(10) . . ? C1 Rh1 C16 150.32(10) . . ? N1 Rh1 C16 124.00(10) . . ? C20 Rh1 C16 38.93(10) . . ? C19 Rh1 C16 64.06(11) . . ? C18 Rh1 C16 63.36(11) . . ? C1 Rh1 C17 150.37(11) . . ? N1 Rh1 C17 99.92(9) . . ? C20 Rh1 C17 63.69(10) . . ? C19 Rh1 C17 64.04(10) . . ? C18 Rh1 C17 38.48(10) . . ? C16 Rh1 C17 36.52(10) . . ? C1 Rh1 Cl1 89.92(8) . . ? N1 Rh1 Cl1 88.61(6) . . ? C20 Rh1 Cl1 94.31(8) . . ? C19 Rh1 Cl1 129.59(8) . . ? C18 Rh1 Cl1 153.54(8) . . ? C16 Rh1 Cl1 90.22(8) . . ? C17 Rh1 Cl1 119.10(8) . . ? C12 O2 C13 114.8(2) . . ? C14 O4 C15 116.1(2) . . ? C5 N1 N2 105.8(2) . . ? C5 N1 Rh1 127.58(19) . . ? N2 N1 Rh1 126.32(16) . . ? C7 N2 N1 109.9(2) . . ? C7 N2 C4 125.1(2) . . ? N1 N2 C4 124.3(2) . . ? C2 C1 C12 119.5(2) . . ? C2 C1 Rh1 126.5(2) . . ? C12 C1 Rh1 113.99(18) . . ? C1 C2 C3 125.2(2) . . ? C1 C2 C14 122.0(2) . . ? C3 C2 C14 112.9(2) . . ? C11 C3 C4 116.7(2) . . ? C11 C3 C2 119.0(2) . . ? C4 C3 C2 124.2(2) . . ? C8 C4 C3 121.0(2) . . ? C8 C4 N2 116.3(2) . . ? C3 C4 N2 122.5(2) . . ? N1 C5 C6 110.9(2) . . ? N1 C5 H5 124.5 . . ? C6 C5 H5 124.5 . . ? C7 C6 C5 105.3(2) . . ? C7 C6 H6 127.4 . . ? C5 C6 H6 127.4 . . ? N2 C7 C6 108.0(2) . . ? N2 C7 H7 126.0 . . ? C6 C7 H7 126.0 . . ? C9 C8 C4 120.3(3) . . ? C9 C8 H8 119.9 . . ? C4 C8 H8 119.8 . . ? C10 C9 C8 119.9(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 119.4(3) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C10 C11 C3 122.8(3) . . ? C10 C11 H11 118.6 . . ? C3 C11 H11 118.6 . . ? O1 C12 O2 123.4(2) . . ? O1 C12 C1 126.1(2) . . ? O2 C12 C1 110.5(2) . . ? O2 C13 H13A 109.5 . . ? O2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O3 C14 O4 123.2(3) . . ? O3 C14 C2 124.4(3) . . ? O4 C14 C2 112.5(2) . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 C20 107.8(3) . . ? C17 C16 C21 127.0(3) . . ? C20 C16 C21 125.2(3) . . ? C17 C16 Rh1 72.02(16) . . ? C20 C16 Rh1 67.12(15) . . ? C21 C16 Rh1 126.1(2) . . ? C16 C17 C18 108.2(2) . . ? C16 C17 C22 127.0(3) . . ? C18 C17 C22 124.8(3) . . ? C16 C17 Rh1 71.47(16) . . ? C18 C17 Rh1 68.17(15) . . ? C22 C17 Rh1 125.6(2) . . ? C19 C18 C17 107.9(2) . . ? C19 C18 C23 126.2(3) . . ? C17 C18 C23 124.3(3) . . ? C19 C18 Rh1 70.50(15) . . ? C17 C18 Rh1 73.35(16) . . ? C23 C18 Rh1 133.2(2) . . ? C20 C19 C18 107.6(2) . . ? C20 C19 C24 126.7(3) . . ? C18 C19 C24 125.7(3) . . ? C20 C19 Rh1 69.81(15) . . ? C18 C19 Rh1 70.85(15) . . ? C24 C19 Rh1 124.96(19) . . ? C19 C20 C16 108.3(2) . . ? C19 C20 C25 127.2(2) . . ? C16 C20 C25 124.2(2) . . ? C19 C20 Rh1 71.73(15) . . ? C16 C20 Rh1 73.95(15) . . ? C25 C20 Rh1 124.92(19) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 C1 Rh1 N1 C5 120.9(2) . . . . ? C20 Rh1 N1 C5 -69.1(4) . . . . ? C19 Rh1 N1 C5 -148.6(2) . . . . ? C18 Rh1 N1 C5 -127.4(2) . . . . ? C16 Rh1 N1 C5 -58.4(3) . . . . ? C17 Rh1 N1 C5 -88.4(2) . . . . ? Cl1 Rh1 N1 C5 30.9(2) . . . . ? C1 Rh1 N1 N2 -52.5(2) . . . . ? C20 Rh1 N1 N2 117.5(3) . . . . ? C19 Rh1 N1 N2 37.9(3) . . . . ? C18 Rh1 N1 N2 59.2(2) . . . . ? C16 Rh1 N1 N2 128.2(2) . . . . ? C17 Rh1 N1 N2 98.2(2) . . . . ? Cl1 Rh1 N1 N2 -142.5(2) . . . . ? C5 N1 N2 C7 1.1(3) . . . . ? Rh1 N1 N2 C7 175.63(17) . . . . ? C5 N1 N2 C4 172.3(2) . . . . ? Rh1 N1 N2 C4 -13.2(3) . . . . ? N1 Rh1 C1 C2 58.6(2) . . . . ? C20 Rh1 C1 C2 -118.2(2) . . . . ? C19 Rh1 C1 C2 -83.1(2) . . . . ? C18 Rh1 C1 C2 -48.0(3) . . . . ? C16 Rh1 C1 C2 -122.5(3) . . . . ? C17 Rh1 C1 C2 -43.9(3) . . . . ? Cl1 Rh1 C1 C2 147.2(2) . . . . ? N1 Rh1 C1 C12 -119.77(19) . . . . ? C20 Rh1 C1 C12 63.4(2) . . . . ? C19 Rh1 C1 C12 98.53(19) . . . . ? C18 Rh1 C1 C12 133.63(18) . . . . ? C16 Rh1 C1 C12 59.2(3) . . . . ? C17 Rh1 C1 C12 137.7(2) . . . . ? Cl1 Rh1 C1 C12 -31.15(17) . . . . ? C12 C1 C2 C3 178.1(2) . . . . ? Rh1 C1 C2 C3 -0.2(4) . . . . ? C12 C1 C2 C14 -0.6(4) . . . . ? Rh1 C1 C2 C14 -178.91(18) . . . . ? C1 C2 C3 C11 130.6(3) . . . . ? C14 C2 C3 C11 -50.5(3) . . . . ? C1 C2 C3 C4 -52.0(4) . . . . ? C14 C2 C3 C4 126.8(3) . . . . ? C11 C3 C4 C8 1.2(4) . . . . ? C2 C3 C4 C8 -176.1(2) . . . . ? C11 C3 C4 N2 175.8(2) . . . . ? C2 C3 C4 N2 -1.5(4) . . . . ? C7 N2 C4 C8 44.2(4) . . . . ? N1 N2 C4 C8 -125.7(3) . . . . ? C7 N2 C4 C3 -130.6(3) . . . . ? N1 N2 C4 C3 59.5(4) . . . . ? N2 N1 C5 C6 -1.0(3) . . . . ? Rh1 N1 C5 C6 -175.43(18) . . . . ? N1 C5 C6 C7 0.5(3) . . . . ? N1 N2 C7 C6 -0.8(3) . . . . ? C4 N2 C7 C6 -171.9(2) . . . . ? C5 C6 C7 N2 0.2(3) . . . . ? C3 C4 C8 C9 -0.9(4) . . . . ? N2 C4 C8 C9 -175.9(2) . . . . ? C4 C8 C9 C10 -0.2(4) . . . . ? C8 C9 C10 C11 1.1(4) . . . . ? C9 C10 C11 C3 -0.8(4) . . . . ? C4 C3 C11 C10 -0.4(4) . . . . ? C2 C3 C11 C10 177.1(3) . . . . ? C13 O2 C12 O1 2.6(4) . . . . ? C13 O2 C12 C1 -177.2(2) . . . . ? C2 C1 C12 O1 114.4(3) . . . . ? Rh1 C1 C12 O1 -67.1(3) . . . . ? C2 C1 C12 O2 -65.9(3) . . . . ? Rh1 C1 C12 O2 112.6(2) . . . . ? C15 O4 C14 O3 -8.2(4) . . . . ? C15 O4 C14 C2 170.8(2) . . . . ? C1 C2 C14 O3 138.4(3) . . . . ? C3 C2 C14 O3 -40.5(4) . . . . ? C1 C2 C14 O4 -40.6(3) . . . . ? C3 C2 C14 O4 140.5(2) . . . . ? C1 Rh1 C16 C17 125.5(2) . . . . ? N1 Rh1 C16 C17 -55.8(2) . . . . ? C20 Rh1 C16 C17 119.1(2) . . . . ? C19 Rh1 C16 C17 80.72(18) . . . . ? C18 Rh1 C16 C17 37.40(17) . . . . ? Cl1 Rh1 C16 C17 -144.30(17) . . . . ? C1 Rh1 C16 C20 6.4(3) . . . . ? N1 Rh1 C16 C20 -174.94(14) . . . . ? C19 Rh1 C16 C20 -38.39(16) . . . . ? C18 Rh1 C16 C20 -81.71(18) . . . . ? C17 Rh1 C16 C20 -119.1(2) . . . . ? Cl1 Rh1 C16 C20 96.59(15) . . . . ? C1 Rh1 C16 C21 -111.4(3) . . . . ? N1 Rh1 C16 C21 67.3(3) . . . . ? C20 Rh1 C16 C21 -117.8(3) . . . . ? C19 Rh1 C16 C21 -156.2(3) . . . . ? C18 Rh1 C16 C21 160.5(3) . . . . ? C17 Rh1 C16 C21 123.1(3) . . . . ? Cl1 Rh1 C16 C21 -21.2(2) . . . . ? C20 C16 C17 C18 -0.8(3) . . . . ? C21 C16 C17 C18 179.4(3) . . . . ? Rh1 C16 C17 C18 -58.49(19) . . . . ? C20 C16 C17 C22 178.8(3) . . . . ? C21 C16 C17 C22 -1.1(5) . . . . ? Rh1 C16 C17 C22 121.1(3) . . . . ? C20 C16 C17 Rh1 57.73(19) . . . . ? C21 C16 C17 Rh1 -122.1(3) . . . . ? C1 Rh1 C17 C16 -125.4(2) . . . . ? N1 Rh1 C17 C16 135.87(17) . . . . ? C20 Rh1 C17 C16 -37.76(17) . . . . ? C19 Rh1 C17 C16 -80.80(18) . . . . ? C18 Rh1 C17 C16 -119.2(2) . . . . ? Cl1 Rh1 C17 C16 41.90(19) . . . . ? C1 Rh1 C17 C18 -6.1(3) . . . . ? N1 Rh1 C17 C18 -104.89(16) . . . . ? C20 Rh1 C17 C18 81.47(17) . . . . ? C19 Rh1 C17 C18 38.44(15) . . . . ? C16 Rh1 C17 C18 119.2(2) . . . . ? Cl1 Rh1 C17 C18 161.14(13) . . . . ? C1 Rh1 C17 C22 111.9(3) . . . . ? N1 Rh1 C17 C22 13.1(3) . . . . ? C20 Rh1 C17 C22 -160.5(3) . . . . ? C19 Rh1 C17 C22 156.5(3) . . . . ? C18 Rh1 C17 C22 118.0(3) . . . . ? C16 Rh1 C17 C22 -122.7(3) . . . . ? Cl1 Rh1 C17 C22 -80.8(3) . . . . ? C16 C17 C18 C19 -1.9(3) . . . . ? C22 C17 C18 C19 178.6(3) . . . . ? Rh1 C17 C18 C19 -62.42(18) . . . . ? C16 C17 C18 C23 -168.1(3) . . . . ? C22 C17 C18 C23 12.4(4) . . . . ? Rh1 C17 C18 C23 131.4(3) . . . . ? C16 C17 C18 Rh1 60.5(2) . . . . ? C22 C17 C18 Rh1 -119.0(3) . . . . ? C1 Rh1 C18 C19 -66.74(18) . . . . ? N1 Rh1 C18 C19 -158.94(15) . . . . ? C20 Rh1 C18 C19 37.48(16) . . . . ? C16 Rh1 C18 C19 81.00(17) . . . . ? C17 Rh1 C18 C19 116.5(2) . . . . ? Cl1 Rh1 C18 C19 77.2(2) . . . . ? C1 Rh1 C18 C17 176.74(15) . . . . ? N1 Rh1 C18 C17 84.54(16) . . . . ? C20 Rh1 C18 C17 -79.04(17) . . . . ? C19 Rh1 C18 C17 -116.5(2) . . . . ? C16 Rh1 C18 C17 -35.52(15) . . . . ? Cl1 Rh1 C18 C17 -39.3(3) . . . . ? C1 Rh1 C18 C23 55.0(3) . . . . ? N1 Rh1 C18 C23 -37.2(3) . . . . ? C20 Rh1 C18 C23 159.2(3) . . . . ? C19 Rh1 C18 C23 121.7(4) . . . . ? C16 Rh1 C18 C23 -157.2(3) . . . . ? C17 Rh1 C18 C23 -121.7(4) . . . . ? Cl1 Rh1 C18 C23 -161.1(2) . . . . ? C17 C18 C19 C20 3.8(3) . . . . ? C23 C18 C19 C20 169.7(3) . . . . ? Rh1 C18 C19 C20 -60.45(18) . . . . ? C17 C18 C19 C24 -175.9(3) . . . . ? C23 C18 C19 C24 -10.0(4) . . . . ? Rh1 C18 C19 C24 119.8(3) . . . . ? C17 C18 C19 Rh1 64.28(18) . . . . ? C23 C18 C19 Rh1 -129.9(3) . . . . ? C1 Rh1 C19 C20 -120.69(17) . . . . ? N1 Rh1 C19 C20 151.66(16) . . . . ? C18 Rh1 C19 C20 117.9(2) . . . . ? C16 Rh1 C19 C20 38.87(16) . . . . ? C17 Rh1 C19 C20 79.65(17) . . . . ? Cl1 Rh1 C19 C20 -27.76(19) . . . . ? C1 Rh1 C19 C18 121.40(17) . . . . ? N1 Rh1 C19 C18 33.7(2) . . . . ? C20 Rh1 C19 C18 -117.9(2) . . . . ? C16 Rh1 C19 C18 -79.05(17) . . . . ? C17 Rh1 C19 C18 -38.26(16) . . . . ? Cl1 Rh1 C19 C18 -145.67(14) . . . . ? C1 Rh1 C19 C24 0.7(2) . . . . ? N1 Rh1 C19 C24 -87.0(3) . . . . ? C20 Rh1 C19 C24 121.4(3) . . . . ? C18 Rh1 C19 C24 -120.7(3) . . . . ? C16 Rh1 C19 C24 160.2(3) . . . . ? C17 Rh1 C19 C24 -159.0(3) . . . . ? Cl1 Rh1 C19 C24 93.6(2) . . . . ? C18 C19 C20 C16 -4.3(3) . . . . ? C24 C19 C20 C16 175.4(3) . . . . ? Rh1 C19 C20 C16 -65.41(19) . . . . ? C18 C19 C20 C25 -178.5(2) . . . . ? C24 C19 C20 C25 1.3(5) . . . . ? Rh1 C19 C20 C25 120.4(3) . . . . ? C18 C19 C20 Rh1 61.11(18) . . . . ? C24 C19 C20 Rh1 -119.2(3) . . . . ? C17 C16 C20 C19 3.2(3) . . . . ? C21 C16 C20 C19 -177.0(3) . . . . ? Rh1 C16 C20 C19 63.96(19) . . . . ? C17 C16 C20 C25 177.5(2) . . . . ? C21 C16 C20 C25 -2.6(4) . . . . ? Rh1 C16 C20 C25 -121.7(3) . . . . ? C17 C16 C20 Rh1 -60.8(2) . . . . ? C21 C16 C20 Rh1 119.1(3) . . . . ? C1 Rh1 C20 C19 67.29(18) . . . . ? N1 Rh1 C20 C19 -102.0(3) . . . . ? C18 Rh1 C20 C19 -37.68(16) . . . . ? C16 Rh1 C20 C19 -116.1(2) . . . . ? C17 Rh1 C20 C19 -80.64(17) . . . . ? Cl1 Rh1 C20 C19 158.91(15) . . . . ? C1 Rh1 C20 C16 -176.62(16) . . . . ? N1 Rh1 C20 C16 14.1(4) . . . . ? C19 Rh1 C20 C16 116.1(2) . . . . ? C18 Rh1 C20 C16 78.41(18) . . . . ? C17 Rh1 C20 C16 35.45(16) . . . . ? Cl1 Rh1 C20 C16 -85.01(15) . . . . ? C1 Rh1 C20 C25 -55.8(3) . . . . ? N1 Rh1 C20 C25 134.9(3) . . . . ? C19 Rh1 C20 C25 -123.1(3) . . . . ? C18 Rh1 C20 C25 -160.8(3) . . . . ? C16 Rh1 C20 C25 120.8(3) . . . . ? C17 Rh1 C20 C25 156.3(3) . . . . ? Cl1 Rh1 C20 C25 35.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.627 _refine_diff_density_min -0.561 _refine_diff_density_rms 0.099 #===END data_09105 _database_code_depnum_ccdc_archive 'CCDC 772792' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H27 Cl N2 O4 Ru, C H2 Cl2' _chemical_formula_sum 'C26 H29 Cl3 N2 O4 Ru' _chemical_formula_weight 640.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.240(6) _cell_length_b 9.619(6) _cell_length_c 16.215(11) _cell_angle_alpha 91.764(11) _cell_angle_beta 103.811(11) _cell_angle_gamma 108.957(11) _cell_volume 1314.4(15) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 913 _cell_measurement_theta_min 2.467 _cell_measurement_theta_max 24.048 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.937 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.415 _exptl_absorpt_correction_T_max 0.801 _exptl_absorpt_process_details ; absorption correction based on 5701 reflections(SADABS);Rint 0.1167 before correction and 0.0645 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10350 _diffrn_reflns_av_R_equivalents 0.0757 _diffrn_reflns_av_sigmaI/netI 0.0910 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5086 _reflns_number_gt 4160 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0682P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5086 _refine_ls_number_parameters 330 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0561 _refine_ls_wR_factor_ref 0.1340 _refine_ls_wR_factor_gt 0.1283 _refine_ls_goodness_of_fit_ref 0.992 _refine_ls_restrained_S_all 0.992 _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 0.91108(4) 0.53728(4) 0.72395(2) 0.01593(14) Uani 1 1 d . . . Cl1 Cl 1.17203(14) 0.71642(12) 0.78736(7) 0.0255(3) Uani 1 1 d . . . O1 O 0.8978(5) 0.9031(4) 0.7601(2) 0.0321(9) Uani 1 1 d . . . O2 O 0.9883(4) 0.8529(3) 0.8928(2) 0.0242(7) Uani 1 1 d . . . O3 O 0.6503(4) 0.8195(4) 0.8638(2) 0.0296(8) Uani 1 1 d . . . O4 O 0.5494(4) 0.6167(4) 0.9245(2) 0.0285(8) Uani 1 1 d . . . N1 N 0.9472(4) 0.4344(4) 0.8354(2) 0.0186(8) Uani 1 1 d . . . N2 N 0.8336(5) 0.3640(4) 0.8752(2) 0.0214(9) Uani 1 1 d . . . C1 C 0.8165(5) 0.6527(5) 0.7934(3) 0.0194(10) Uani 1 1 d . . . C2 C 0.6866(6) 0.5923(5) 0.8230(3) 0.0217(10) Uani 1 1 d . . . C3 C 0.5977(6) 0.4314(5) 0.8125(3) 0.0221(10) Uani 1 1 d . . . C4 C 0.6677(5) 0.3248(5) 0.8361(3) 0.0195(10) Uani 1 1 d . . . C5 C 1.0821(6) 0.4295(5) 0.8847(3) 0.0252(11) Uani 1 1 d . . . H5 H 1.1829 0.4717 0.8737 0.030 Uiso 1 1 calc R . . C6 C 1.0559(6) 0.3545(5) 0.9544(3) 0.0268(11) Uani 1 1 d . . . H6 H 1.1331 0.3353 0.9984 0.032 Uiso 1 1 calc R . . C7 C 0.8988(6) 0.3143(5) 0.9471(3) 0.0265(11) Uani 1 1 d . . . H7 H 0.8440 0.2610 0.9853 0.032 Uiso 1 1 calc R . . C8 C 0.5767(6) 0.1744(5) 0.8258(3) 0.0269(11) Uani 1 1 d . . . H8 H 0.6271 0.1040 0.8422 0.032 Uiso 1 1 calc R . . C9 C 0.4153(6) 0.1275(5) 0.7922(3) 0.0312(12) Uani 1 1 d . . . H9 H 0.3537 0.0254 0.7862 0.037 Uiso 1 1 calc R . . C10 C 0.3437(6) 0.2303(6) 0.7673(3) 0.0321(12) Uani 1 1 d . . . H10 H 0.2323 0.1990 0.7430 0.039 Uiso 1 1 calc R . . C11 C 0.4335(6) 0.3784(6) 0.7777(3) 0.0271(11) Uani 1 1 d . . . H11 H 0.3817 0.4474 0.7604 0.033 Uiso 1 1 calc R . . C12 C 0.9020(6) 0.8158(5) 0.8116(3) 0.0228(10) Uani 1 1 d . . . C13 C 1.0879(7) 1.0059(6) 0.9144(4) 0.0440(16) Uani 1 1 d . . . H13A H 1.1646 1.0296 0.8799 0.066 Uiso 1 1 calc R . . H13B H 1.1446 1.0235 0.9752 0.066 Uiso 1 1 calc R . . H13C H 1.0222 1.0688 0.9029 0.066 Uiso 1 1 calc R . . C14 C 0.6277(6) 0.6900(5) 0.8704(3) 0.0233(10) Uani 1 1 d . . . C15 C 0.4930(6) 0.7030(6) 0.9761(3) 0.0312(12) Uani 1 1 d . . . H15A H 0.5830 0.7868 1.0098 0.047 Uiso 1 1 calc R . . H15B H 0.4411 0.6405 1.0146 0.047 Uiso 1 1 calc R . . H15C H 0.4170 0.7400 0.9386 0.047 Uiso 1 1 calc R . . C16 C 0.7082(5) 0.3622(5) 0.6394(3) 0.0198(10) Uani 1 1 d . . . H16 H 0.6223 0.2994 0.6636 0.024 Uiso 1 1 calc R . . C17 C 0.8438(6) 0.3219(5) 0.6427(3) 0.0231(10) Uani 1 1 d . . . C18 C 0.9732(6) 0.4207(5) 0.6215(3) 0.0224(10) Uani 1 1 d . . . H18 H 1.0763 0.4023 0.6353 0.027 Uiso 1 1 calc R . . C19 C 0.9711(6) 0.5632(5) 0.6003(3) 0.0220(10) Uani 1 1 d . . . H19 H 1.0732 0.6405 0.5987 0.026 Uiso 1 1 calc R . . C20 C 0.8384(5) 0.6059(5) 0.5959(3) 0.0193(10) Uani 1 1 d . . . C21 C 0.7071(5) 0.5029(5) 0.6174(3) 0.0192(10) Uani 1 1 d . . . H21 H 0.6194 0.5364 0.6259 0.023 Uiso 1 1 calc R . . C22 C 0.8509(6) 0.1766(5) 0.6722(4) 0.0322(12) Uani 1 1 d . . . H22A H 0.8062 0.0996 0.6232 0.048 Uiso 1 1 calc R . . H22B H 0.7896 0.1494 0.7145 0.048 Uiso 1 1 calc R . . H22C H 0.9615 0.1864 0.6982 0.048 Uiso 1 1 calc R . . C23 C 0.8320(6) 0.7572(5) 0.5719(3) 0.0234(10) Uani 1 1 d . . . H23 H 0.7780 0.7925 0.6104 0.028 Uiso 1 1 calc R . . C24 C 0.9962(6) 0.8722(5) 0.5853(3) 0.0308(12) Uani 1 1 d . . . H24A H 1.0489 0.8449 0.5450 0.046 Uiso 1 1 calc R . . H24B H 1.0588 0.8765 0.6440 0.046 Uiso 1 1 calc R . . H24C H 0.9866 0.9693 0.5758 0.046 Uiso 1 1 calc R . . C25 C 0.7307(7) 0.7400(6) 0.4806(3) 0.0324(12) Uani 1 1 d . . . H25A H 0.7206 0.8354 0.4668 0.049 Uiso 1 1 calc R . . H25B H 0.6252 0.6670 0.4751 0.049 Uiso 1 1 calc R . . H25C H 0.7811 0.7063 0.4410 0.049 Uiso 1 1 calc R . . C26 C 0.4587(7) 0.8184(5) 0.6628(3) 0.0316(12) Uani 1 1 d . . . H26A H 0.4019 0.8243 0.7067 0.038 Uiso 1 1 calc R . . H26B H 0.5724 0.8420 0.6921 0.038 Uiso 1 1 calc R . . Cl2 Cl 0.43753(19) 0.94691(17) 0.59076(11) 0.0507(4) Uani 1 1 d . . . Cl3 Cl 0.38127(16) 0.63728(15) 0.60817(10) 0.0404(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 Ru1 0.0168(2) 0.0175(2) 0.0122(2) 0.00096(14) 0.00327(15) 0.00450(15) Cl1 0.0221(6) 0.0254(6) 0.0223(6) 0.0018(5) 0.0041(5) 0.0007(5) O1 0.054(2) 0.0232(18) 0.0217(19) 0.0037(15) 0.0128(18) 0.0138(17) O2 0.0301(19) 0.0171(16) 0.0178(17) -0.0025(13) 0.0045(15) -0.0003(14) O3 0.035(2) 0.0258(19) 0.032(2) 0.0017(15) 0.0144(17) 0.0112(16) O4 0.038(2) 0.0318(19) 0.0226(18) 0.0047(15) 0.0170(17) 0.0145(16) N1 0.019(2) 0.0178(19) 0.016(2) 0.0010(15) 0.0019(16) 0.0038(16) N2 0.029(2) 0.0179(19) 0.016(2) 0.0014(16) 0.0063(18) 0.0061(17) C1 0.024(3) 0.026(2) 0.006(2) 0.0012(18) -0.0015(19) 0.009(2) C2 0.027(3) 0.026(2) 0.013(2) 0.0014(19) 0.001(2) 0.012(2) C3 0.025(3) 0.028(3) 0.014(2) 0.0019(19) 0.010(2) 0.006(2) C4 0.021(2) 0.022(2) 0.013(2) -0.0006(18) 0.0068(19) 0.0023(19) C5 0.028(3) 0.023(2) 0.019(3) -0.003(2) -0.001(2) 0.008(2) C6 0.041(3) 0.024(3) 0.017(2) 0.005(2) 0.002(2) 0.016(2) C7 0.045(3) 0.022(2) 0.015(2) 0.0042(19) 0.009(2) 0.014(2) C8 0.038(3) 0.022(2) 0.019(3) 0.000(2) 0.012(2) 0.005(2) C9 0.032(3) 0.024(3) 0.026(3) -0.008(2) 0.013(2) -0.009(2) C10 0.022(3) 0.039(3) 0.027(3) -0.004(2) 0.011(2) -0.003(2) C11 0.028(3) 0.034(3) 0.019(3) 0.002(2) 0.008(2) 0.009(2) C12 0.029(3) 0.023(2) 0.021(3) 0.002(2) 0.014(2) 0.009(2) C13 0.056(4) 0.026(3) 0.034(3) -0.010(2) 0.020(3) -0.012(3) C14 0.022(3) 0.032(3) 0.016(2) 0.003(2) 0.003(2) 0.011(2) C15 0.035(3) 0.041(3) 0.022(3) -0.005(2) 0.014(2) 0.015(3) C16 0.019(2) 0.022(2) 0.014(2) -0.0035(18) 0.0028(19) 0.0021(19) C17 0.029(3) 0.026(3) 0.012(2) -0.0036(19) 0.003(2) 0.009(2) C18 0.024(3) 0.029(3) 0.016(2) -0.0017(19) 0.004(2) 0.012(2) C19 0.022(2) 0.032(3) 0.012(2) -0.0002(19) 0.008(2) 0.006(2) C20 0.025(3) 0.024(2) 0.007(2) -0.0004(18) 0.0002(19) 0.009(2) C21 0.022(2) 0.025(2) 0.011(2) -0.0008(18) 0.0024(19) 0.009(2) C22 0.034(3) 0.020(3) 0.040(3) 0.002(2) 0.007(3) 0.009(2) C23 0.032(3) 0.024(2) 0.013(2) 0.0024(19) 0.006(2) 0.008(2) C24 0.036(3) 0.028(3) 0.027(3) 0.009(2) 0.012(2) 0.007(2) C25 0.045(3) 0.029(3) 0.023(3) 0.006(2) 0.002(3) 0.018(3) C26 0.035(3) 0.035(3) 0.023(3) 0.002(2) 0.010(2) 0.009(2) Cl2 0.0513(10) 0.0420(8) 0.0527(10) 0.0187(7) 0.0074(8) 0.0115(7) Cl3 0.0320(7) 0.0355(7) 0.0569(10) -0.0021(7) 0.0156(7) 0.0135(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C1 2.070(4) . ? Ru1 N1 2.097(4) . ? Ru1 C21 2.156(5) . ? Ru1 C16 2.193(5) . ? Ru1 C19 2.204(4) . ? Ru1 C20 2.214(4) . ? Ru1 C17 2.240(5) . ? Ru1 C18 2.259(4) . ? Ru1 Cl1 2.4183(17) . ? O1 C12 1.205(5) . ? O2 C12 1.335(6) . ? O2 C13 1.438(6) . ? O3 C14 1.207(6) . ? O4 C14 1.341(6) . ? O4 C15 1.451(5) . ? N1 C5 1.326(6) . ? N1 N2 1.365(5) . ? N2 C7 1.355(6) . ? N2 C4 1.428(6) . ? C1 C2 1.360(7) . ? C1 C12 1.492(6) . ? C2 C3 1.480(6) . ? C2 C14 1.502(6) . ? C3 C11 1.397(7) . ? C3 C4 1.397(7) . ? C4 C8 1.399(6) . ? C5 C6 1.387(6) . ? C5 H5 0.9500 . ? C6 C7 1.350(7) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.372(7) . ? C8 H8 0.9500 . ? C9 C10 1.379(8) . ? C9 H9 0.9500 . ? C10 C11 1.377(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C21 1.413(6) . ? C16 C17 1.417(7) . ? C16 H16 1.0000 . ? C17 C18 1.388(7) . ? C17 C22 1.508(7) . ? C18 C19 1.429(6) . ? C18 H18 1.0000 . ? C19 C20 1.402(6) . ? C19 H19 1.0000 . ? C20 C21 1.420(6) . ? C20 C23 1.534(6) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.520(7) . ? C23 C25 1.523(7) . ? C23 H23 1.0000 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 Cl2 1.752(5) . ? C26 Cl3 1.767(5) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ru1 N1 83.35(16) . . ? C1 Ru1 C21 88.23(18) . . ? N1 Ru1 C21 132.90(16) . . ? C1 Ru1 C16 106.02(18) . . ? N1 Ru1 C16 101.11(16) . . ? C21 Ru1 C16 37.89(17) . . ? C1 Ru1 C19 132.78(17) . . ? N1 Ru1 C19 142.95(16) . . ? C21 Ru1 C19 66.88(18) . . ? C16 Ru1 C19 78.87(18) . . ? C1 Ru1 C20 99.94(17) . . ? N1 Ru1 C20 169.35(15) . . ? C21 Ru1 C20 37.89(17) . . ? C16 Ru1 C20 68.26(17) . . ? C19 Ru1 C20 36.99(17) . . ? C1 Ru1 C17 140.81(18) . . ? N1 Ru1 C17 90.81(16) . . ? C21 Ru1 C17 67.79(17) . . ? C16 Ru1 C17 37.26(17) . . ? C19 Ru1 C17 66.58(18) . . ? C20 Ru1 C17 80.22(17) . . ? C1 Ru1 C18 166.41(17) . . ? N1 Ru1 C18 108.44(16) . . ? C21 Ru1 C18 78.80(18) . . ? C16 Ru1 C18 65.80(17) . . ? C19 Ru1 C18 37.32(17) . . ? C20 Ru1 C18 67.26(17) . . ? C17 Ru1 C18 35.94(17) . . ? C1 Ru1 Cl1 89.37(14) . . ? N1 Ru1 Cl1 85.94(11) . . ? C21 Ru1 Cl1 140.38(13) . . ? C16 Ru1 Cl1 163.62(12) . . ? C19 Ru1 Cl1 86.60(13) . . ? C20 Ru1 Cl1 104.15(13) . . ? C17 Ru1 Cl1 128.97(13) . . ? C18 Ru1 Cl1 98.00(13) . . ? C12 O2 C13 115.1(4) . . ? C14 O4 C15 115.9(4) . . ? C5 N1 N2 105.3(4) . . ? C5 N1 Ru1 128.7(3) . . ? N2 N1 Ru1 125.9(3) . . ? C7 N2 N1 110.4(4) . . ? C7 N2 C4 125.5(4) . . ? N1 N2 C4 123.0(4) . . ? C2 C1 C12 118.9(4) . . ? C2 C1 Ru1 125.6(3) . . ? C12 C1 Ru1 115.5(3) . . ? C1 C2 C3 123.5(4) . . ? C1 C2 C14 120.0(4) . . ? C3 C2 C14 116.5(4) . . ? C11 C3 C4 116.1(4) . . ? C11 C3 C2 119.9(4) . . ? C4 C3 C2 124.0(4) . . ? C3 C4 C8 121.2(5) . . ? C3 C4 N2 122.0(4) . . ? C8 C4 N2 116.7(4) . . ? N1 C5 C6 110.8(5) . . ? N1 C5 H5 124.6 . . ? C6 C5 H5 124.6 . . ? C7 C6 C5 106.2(5) . . ? C7 C6 H6 126.9 . . ? C5 C6 H6 126.9 . . ? C6 C7 N2 107.3(4) . . ? C6 C7 H7 126.4 . . ? N2 C7 H7 126.4 . . ? C9 C8 C4 120.6(5) . . ? C9 C8 H8 119.7 . . ? C4 C8 H8 119.7 . . ? C8 C9 C10 119.2(5) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 120.0(5) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C3 122.8(5) . . ? C10 C11 H11 118.6 . . ? C3 C11 H11 118.6 . . ? O1 C12 O2 123.9(4) . . ? O1 C12 C1 125.2(5) . . ? O2 C12 C1 110.9(4) . . ? O2 C13 H13A 109.5 . . ? O2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O3 C14 O4 122.9(4) . . ? O3 C14 C2 125.5(4) . . ? O4 C14 C2 111.5(4) . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C21 C16 C17 120.2(4) . . ? C21 C16 Ru1 69.6(3) . . ? C17 C16 Ru1 73.2(3) . . ? C21 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? Ru1 C16 H16 119.4 . . ? C18 C17 C16 119.2(4) . . ? C18 C17 C22 120.1(4) . . ? C16 C17 C22 120.7(4) . . ? C18 C17 Ru1 72.8(3) . . ? C16 C17 Ru1 69.6(3) . . ? C22 C17 Ru1 127.4(3) . . ? C17 C18 C19 120.0(4) . . ? C17 C18 Ru1 71.3(3) . . ? C19 C18 Ru1 69.3(2) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 119.1 . . ? Ru1 C18 H18 119.1 . . ? C20 C19 C18 122.2(4) . . ? C20 C19 Ru1 71.9(2) . . ? C18 C19 Ru1 73.4(3) . . ? C20 C19 H19 118.5 . . ? C18 C19 H19 118.5 . . ? Ru1 C19 H19 118.5 . . ? C19 C20 C21 116.8(4) . . ? C19 C20 C23 123.2(4) . . ? C21 C20 C23 119.9(4) . . ? C19 C20 Ru1 71.1(3) . . ? C21 C20 Ru1 68.9(2) . . ? C23 C20 Ru1 129.2(3) . . ? C16 C21 C20 121.6(4) . . ? C16 C21 Ru1 72.5(3) . . ? C20 C21 Ru1 73.3(3) . . ? C16 C21 H21 118.9 . . ? C20 C21 H21 118.9 . . ? Ru1 C21 H21 118.9 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C25 112.1(4) . . ? C24 C23 C20 112.3(4) . . ? C25 C23 C20 109.7(4) . . ? C24 C23 H23 107.5 . . ? C25 C23 H23 107.5 . . ? C20 C23 H23 107.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? Cl2 C26 Cl3 110.3(3) . . ? Cl2 C26 H26A 109.6 . . ? Cl3 C26 H26A 109.6 . . ? Cl2 C26 H26B 109.6 . . ? Cl3 C26 H26B 109.6 . . ? H26A C26 H26B 108.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ru1 N1 C5 -121.0(4) . . . . ? C21 Ru1 N1 C5 157.6(4) . . . . ? C16 Ru1 N1 C5 133.9(4) . . . . ? C19 Ru1 N1 C5 47.7(5) . . . . ? C20 Ru1 N1 C5 130.3(8) . . . . ? C17 Ru1 N1 C5 97.8(4) . . . . ? C18 Ru1 N1 C5 65.9(4) . . . . ? Cl1 Ru1 N1 C5 -31.2(4) . . . . ? C1 Ru1 N1 N2 55.0(3) . . . . ? C21 Ru1 N1 N2 -26.3(4) . . . . ? C16 Ru1 N1 N2 -50.1(4) . . . . ? C19 Ru1 N1 N2 -136.3(3) . . . . ? C20 Ru1 N1 N2 -53.7(9) . . . . ? C17 Ru1 N1 N2 -86.1(3) . . . . ? C18 Ru1 N1 N2 -118.0(3) . . . . ? Cl1 Ru1 N1 N2 144.9(3) . . . . ? C5 N1 N2 C7 -1.2(5) . . . . ? Ru1 N1 N2 C7 -178.0(3) . . . . ? C5 N1 N2 C4 -169.9(4) . . . . ? Ru1 N1 N2 C4 13.3(6) . . . . ? N1 Ru1 C1 C2 -62.7(4) . . . . ? C21 Ru1 C1 C2 70.9(4) . . . . ? C16 Ru1 C1 C2 37.0(4) . . . . ? C19 Ru1 C1 C2 126.6(4) . . . . ? C20 Ru1 C1 C2 107.1(4) . . . . ? C17 Ru1 C1 C2 20.4(5) . . . . ? C18 Ru1 C1 C2 88.1(8) . . . . ? Cl1 Ru1 C1 C2 -148.7(4) . . . . ? N1 Ru1 C1 C12 116.9(3) . . . . ? C21 Ru1 C1 C12 -109.5(3) . . . . ? C16 Ru1 C1 C12 -143.4(3) . . . . ? C19 Ru1 C1 C12 -53.9(4) . . . . ? C20 Ru1 C1 C12 -73.3(4) . . . . ? C17 Ru1 C1 C12 -160.0(3) . . . . ? C18 Ru1 C1 C12 -92.3(8) . . . . ? Cl1 Ru1 C1 C12 30.9(3) . . . . ? C12 C1 C2 C3 -176.8(4) . . . . ? Ru1 C1 C2 C3 2.7(7) . . . . ? C12 C1 C2 C14 2.3(6) . . . . ? Ru1 C1 C2 C14 -178.1(3) . . . . ? C1 C2 C3 C11 -128.1(5) . . . . ? C14 C2 C3 C11 52.7(6) . . . . ? C1 C2 C3 C4 52.5(7) . . . . ? C14 C2 C3 C4 -126.7(5) . . . . ? C11 C3 C4 C8 -0.5(6) . . . . ? C2 C3 C4 C8 178.9(4) . . . . ? C11 C3 C4 N2 -177.8(4) . . . . ? C2 C3 C4 N2 1.6(7) . . . . ? C7 N2 C4 C3 130.7(5) . . . . ? N1 N2 C4 C3 -62.3(6) . . . . ? C7 N2 C4 C8 -46.7(6) . . . . ? N1 N2 C4 C8 120.3(5) . . . . ? N2 N1 C5 C6 1.2(5) . . . . ? Ru1 N1 C5 C6 177.9(3) . . . . ? N1 C5 C6 C7 -0.8(5) . . . . ? C5 C6 C7 N2 0.0(5) . . . . ? N1 N2 C7 C6 0.8(5) . . . . ? C4 N2 C7 C6 169.1(4) . . . . ? C3 C4 C8 C9 -0.2(7) . . . . ? N2 C4 C8 C9 177.2(4) . . . . ? C4 C8 C9 C10 1.0(7) . . . . ? C8 C9 C10 C11 -1.1(7) . . . . ? C9 C10 C11 C3 0.4(8) . . . . ? C4 C3 C11 C10 0.5(7) . . . . ? C2 C3 C11 C10 -179.0(4) . . . . ? C13 O2 C12 O1 -4.4(7) . . . . ? C13 O2 C12 C1 174.0(4) . . . . ? C2 C1 C12 O1 -106.3(6) . . . . ? Ru1 C1 C12 O1 74.1(6) . . . . ? C2 C1 C12 O2 75.4(5) . . . . ? Ru1 C1 C12 O2 -104.3(4) . . . . ? C15 O4 C14 O3 -0.4(7) . . . . ? C15 O4 C14 C2 177.6(4) . . . . ? C1 C2 C14 O3 24.4(7) . . . . ? C3 C2 C14 O3 -156.3(5) . . . . ? C1 C2 C14 O4 -153.5(4) . . . . ? C3 C2 C14 O4 25.8(6) . . . . ? C1 Ru1 C16 C21 65.1(3) . . . . ? N1 Ru1 C16 C21 151.3(3) . . . . ? C19 Ru1 C16 C21 -66.5(3) . . . . ? C20 Ru1 C16 C21 -29.4(3) . . . . ? C17 Ru1 C16 C21 -132.3(4) . . . . ? C18 Ru1 C16 C21 -103.3(3) . . . . ? Cl1 Ru1 C16 C21 -94.4(5) . . . . ? C1 Ru1 C16 C17 -162.6(3) . . . . ? N1 Ru1 C16 C17 -76.4(3) . . . . ? C21 Ru1 C16 C17 132.3(4) . . . . ? C19 Ru1 C16 C17 65.8(3) . . . . ? C20 Ru1 C16 C17 102.8(3) . . . . ? C18 Ru1 C16 C17 28.9(3) . . . . ? Cl1 Ru1 C16 C17 37.9(6) . . . . ? C21 C16 C17 C18 -1.9(7) . . . . ? Ru1 C16 C17 C18 -55.3(4) . . . . ? C21 C16 C17 C22 175.5(4) . . . . ? Ru1 C16 C17 C22 122.2(4) . . . . ? C21 C16 C17 Ru1 53.4(4) . . . . ? C1 Ru1 C17 C18 158.3(3) . . . . ? N1 Ru1 C17 C18 -121.3(3) . . . . ? C21 Ru1 C17 C18 101.9(3) . . . . ? C16 Ru1 C17 C18 131.3(4) . . . . ? C19 Ru1 C17 C18 28.5(3) . . . . ? C20 Ru1 C17 C18 64.5(3) . . . . ? Cl1 Ru1 C17 C18 -35.9(3) . . . . ? C1 Ru1 C17 C16 27.0(4) . . . . ? N1 Ru1 C17 C16 107.4(3) . . . . ? C21 Ru1 C17 C16 -29.4(3) . . . . ? C19 Ru1 C17 C16 -102.8(3) . . . . ? C20 Ru1 C17 C16 -66.8(3) . . . . ? C18 Ru1 C17 C16 -131.3(4) . . . . ? Cl1 Ru1 C17 C16 -167.1(2) . . . . ? C1 Ru1 C17 C22 -86.6(5) . . . . ? N1 Ru1 C17 C22 -6.2(4) . . . . ? C21 Ru1 C17 C22 -143.0(5) . . . . ? C16 Ru1 C17 C22 -113.6(5) . . . . ? C19 Ru1 C17 C22 143.6(5) . . . . ? C20 Ru1 C17 C22 179.6(5) . . . . ? C18 Ru1 C17 C22 115.1(6) . . . . ? Cl1 Ru1 C17 C22 79.3(4) . . . . ? C16 C17 C18 C19 2.6(7) . . . . ? C22 C17 C18 C19 -174.9(4) . . . . ? Ru1 C17 C18 C19 -51.1(4) . . . . ? C16 C17 C18 Ru1 53.8(4) . . . . ? C22 C17 C18 Ru1 -123.7(4) . . . . ? C1 Ru1 C18 C17 -85.1(8) . . . . ? N1 Ru1 C18 C17 64.3(3) . . . . ? C21 Ru1 C18 C17 -67.5(3) . . . . ? C16 Ru1 C18 C17 -29.9(3) . . . . ? C19 Ru1 C18 C17 -133.8(4) . . . . ? C20 Ru1 C18 C17 -105.3(3) . . . . ? Cl1 Ru1 C18 C17 152.6(3) . . . . ? C1 Ru1 C18 C19 48.8(8) . . . . ? N1 Ru1 C18 C19 -161.9(3) . . . . ? C21 Ru1 C18 C19 66.4(3) . . . . ? C16 Ru1 C18 C19 103.9(3) . . . . ? C20 Ru1 C18 C19 28.5(3) . . . . ? C17 Ru1 C18 C19 133.8(4) . . . . ? Cl1 Ru1 C18 C19 -73.5(3) . . . . ? C17 C18 C19 C20 -3.2(7) . . . . ? Ru1 C18 C19 C20 -55.2(4) . . . . ? C17 C18 C19 Ru1 52.1(4) . . . . ? C1 Ru1 C19 C20 -33.1(4) . . . . ? N1 Ru1 C19 C20 162.3(3) . . . . ? C21 Ru1 C19 C20 30.7(3) . . . . ? C16 Ru1 C19 C20 68.5(3) . . . . ? C17 Ru1 C19 C20 105.5(3) . . . . ? C18 Ru1 C19 C20 133.0(4) . . . . ? Cl1 Ru1 C19 C20 -119.1(3) . . . . ? C1 Ru1 C19 C18 -166.1(3) . . . . ? N1 Ru1 C19 C18 29.3(4) . . . . ? C21 Ru1 C19 C18 -102.2(3) . . . . ? C16 Ru1 C19 C18 -64.5(3) . . . . ? C20 Ru1 C19 C18 -133.0(4) . . . . ? C17 Ru1 C19 C18 -27.5(3) . . . . ? Cl1 Ru1 C19 C18 107.9(3) . . . . ? C18 C19 C20 C21 2.8(6) . . . . ? Ru1 C19 C20 C21 -53.1(3) . . . . ? C18 C19 C20 C23 -179.0(4) . . . . ? Ru1 C19 C20 C23 125.1(4) . . . . ? C18 C19 C20 Ru1 55.9(4) . . . . ? C1 Ru1 C20 C19 156.0(3) . . . . ? N1 Ru1 C20 C19 -96.8(8) . . . . ? C21 Ru1 C20 C19 -130.0(4) . . . . ? C16 Ru1 C20 C19 -100.6(3) . . . . ? C17 Ru1 C20 C19 -63.8(3) . . . . ? C18 Ru1 C20 C19 -28.7(3) . . . . ? Cl1 Ru1 C20 C19 64.1(3) . . . . ? C1 Ru1 C20 C21 -74.0(3) . . . . ? N1 Ru1 C20 C21 33.2(9) . . . . ? C16 Ru1 C20 C21 29.4(2) . . . . ? C19 Ru1 C20 C21 130.0(4) . . . . ? C17 Ru1 C20 C21 66.2(3) . . . . ? C18 Ru1 C20 C21 101.3(3) . . . . ? Cl1 Ru1 C20 C21 -165.8(2) . . . . ? C1 Ru1 C20 C23 38.0(4) . . . . ? N1 Ru1 C20 C23 145.3(7) . . . . ? C21 Ru1 C20 C23 112.0(5) . . . . ? C16 Ru1 C20 C23 141.4(5) . . . . ? C19 Ru1 C20 C23 -117.9(5) . . . . ? C17 Ru1 C20 C23 178.2(4) . . . . ? C18 Ru1 C20 C23 -146.7(5) . . . . ? Cl1 Ru1 C20 C23 -53.8(4) . . . . ? C17 C16 C21 C20 1.7(7) . . . . ? Ru1 C16 C21 C20 56.7(4) . . . . ? C17 C16 C21 Ru1 -55.0(4) . . . . ? C19 C20 C21 C16 -2.0(6) . . . . ? C23 C20 C21 C16 179.6(4) . . . . ? Ru1 C20 C21 C16 -56.3(4) . . . . ? C19 C20 C21 Ru1 54.3(4) . . . . ? C23 C20 C21 Ru1 -124.1(4) . . . . ? C1 Ru1 C21 C16 -119.3(3) . . . . ? N1 Ru1 C21 C16 -40.1(3) . . . . ? C19 Ru1 C21 C16 101.9(3) . . . . ? C20 Ru1 C21 C16 132.0(4) . . . . ? C17 Ru1 C21 C16 28.9(3) . . . . ? C18 Ru1 C21 C16 64.8(3) . . . . ? Cl1 Ru1 C21 C16 153.8(2) . . . . ? C1 Ru1 C21 C20 108.7(3) . . . . ? N1 Ru1 C21 C20 -172.1(2) . . . . ? C16 Ru1 C21 C20 -132.0(4) . . . . ? C19 Ru1 C21 C20 -30.1(2) . . . . ? C17 Ru1 C21 C20 -103.1(3) . . . . ? C18 Ru1 C21 C20 -67.2(3) . . . . ? Cl1 Ru1 C21 C20 21.8(3) . . . . ? C19 C20 C23 C24 -21.0(6) . . . . ? C21 C20 C23 C24 157.2(4) . . . . ? Ru1 C20 C23 C24 71.1(5) . . . . ? C19 C20 C23 C25 104.4(5) . . . . ? C21 C20 C23 C25 -77.4(5) . . . . ? Ru1 C20 C23 C25 -163.5(4) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.262 _refine_diff_density_min -1.098 _refine_diff_density_rms 0.165 #===END data_09091 _database_code_depnum_ccdc_archive 'CCDC 772793' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H32 Cl Ir N2,C H Cl3' _chemical_formula_sum 'C34 H33 Cl4 Ir N2' _chemical_formula_weight 803.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.990(2) _cell_length_b 15.877(3) _cell_length_c 15.564(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.493(3) _cell_angle_gamma 90.00 _cell_volume 3166.0(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 825 _cell_measurement_theta_min 2.289 _cell_measurement_theta_max 22.839 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 4.582 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.584 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 8922 reflections(SADABS);Rint 0.1476 before correction and 0.0523 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24390 _diffrn_reflns_av_R_equivalents 0.0956 _diffrn_reflns_av_sigmaI/netI 0.0925 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6211 _reflns_number_gt 4583 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0219P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6211 _refine_ls_number_parameters 375 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0770 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_restrained_S_all 0.899 _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 Ir1 Ir 0.047777(19) 0.828059(14) 0.232611(15) 0.01981(8) Uani 1 1 d . . . Cl1 Cl -0.03299(12) 0.70588(9) 0.15570(10) 0.0271(4) Uani 1 1 d . . . N1 N 0.1392(4) 0.7428(3) 0.3143(3) 0.0229(12) Uani 1 1 d . . . N2 N 0.2382(4) 0.7588(3) 0.3559(3) 0.0238(12) Uani 1 1 d . . . C1 C 0.1691(4) 0.8201(3) 0.1620(3) 0.0210(13) Uani 1 1 d . . . C2 C 0.2674(5) 0.8443(3) 0.1917(4) 0.0229(14) Uani 1 1 d . . . C3 C 0.3032(4) 0.8795(4) 0.2814(4) 0.0229(14) Uani 1 1 d . . . C4 C 0.2884(4) 0.8389(4) 0.3572(4) 0.0241(14) Uani 1 1 d . . . C5 C 0.1185(5) 0.6645(4) 0.3340(4) 0.0268(14) Uani 1 1 d . . . H5 H 0.0550 0.6360 0.3131 0.032 Uiso 1 1 calc R . . C6 C 0.2021(5) 0.6294(4) 0.3894(4) 0.0298(15) Uani 1 1 d . . . H6 H 0.2066 0.5744 0.4138 0.036 Uiso 1 1 calc R . . C7 C 0.2768(5) 0.6910(4) 0.4013(4) 0.0277(15) Uani 1 1 d . . . H7 H 0.3441 0.6865 0.4358 0.033 Uiso 1 1 calc R . . C8 C 0.3291(5) 0.8708(4) 0.4398(4) 0.0285(15) Uani 1 1 d . . . H8 H 0.3187 0.8413 0.4908 0.034 Uiso 1 1 calc R . . C9 C 0.3838(5) 0.9445(4) 0.4463(4) 0.0307(16) Uani 1 1 d . . . H9 H 0.4111 0.9666 0.5022 0.037 Uiso 1 1 calc R . . C10 C 0.3995(5) 0.9868(4) 0.3735(4) 0.0325(16) Uani 1 1 d . . . H10 H 0.4366 1.0386 0.3785 0.039 Uiso 1 1 calc R . . C11 C 0.3613(5) 0.9539(4) 0.2923(4) 0.0286(15) Uani 1 1 d . . . H11 H 0.3750 0.9830 0.2421 0.034 Uiso 1 1 calc R . . C12 C 0.1495(4) 0.7773(4) 0.0755(4) 0.0211(14) Uani 1 1 d . . . C13 C 0.0840(5) 0.8110(4) 0.0047(4) 0.0255(15) Uani 1 1 d . . . H13 H 0.0515 0.8638 0.0108 0.031 Uiso 1 1 calc R . . C14 C 0.0642(5) 0.7698(4) -0.0751(4) 0.0329(16) Uani 1 1 d . . . H14 H 0.0206 0.7951 -0.1232 0.039 Uiso 1 1 calc R . . C15 C 0.1079(5) 0.6924(4) -0.0843(4) 0.0325(17) Uani 1 1 d . . . H15 H 0.0924 0.6626 -0.1378 0.039 Uiso 1 1 calc R . . C16 C 0.1748(5) 0.6581(4) -0.0146(4) 0.0332(16) Uani 1 1 d . . . H16 H 0.2072 0.6053 -0.0207 0.040 Uiso 1 1 calc R . . C17 C 0.1945(5) 0.7006(4) 0.0635(4) 0.0290(15) Uani 1 1 d . . . H17 H 0.2406 0.6762 0.1106 0.035 Uiso 1 1 calc R . . C18 C 0.3566(5) 0.8393(4) 0.1411(4) 0.0259(15) Uani 1 1 d . . . C19 C 0.3550(6) 0.8811(4) 0.0621(4) 0.0392(18) Uani 1 1 d . . . H19 H 0.2954 0.9130 0.0379 0.047 Uiso 1 1 calc R . . C20 C 0.4399(7) 0.8765(5) 0.0189(5) 0.054(2) Uani 1 1 d . . . H20 H 0.4386 0.9055 -0.0347 0.065 Uiso 1 1 calc R . . C21 C 0.5258(6) 0.8299(6) 0.0535(5) 0.062(3) Uani 1 1 d . . . H21 H 0.5840 0.8274 0.0237 0.074 Uiso 1 1 calc R . . C22 C 0.5288(6) 0.7872(5) 0.1300(5) 0.055(2) Uani 1 1 d . . . H22 H 0.5878 0.7539 0.1526 0.065 Uiso 1 1 calc R . . C23 C 0.4451(5) 0.7929(4) 0.1743(4) 0.0387(18) Uani 1 1 d . . . H23 H 0.4481 0.7646 0.2284 0.046 Uiso 1 1 calc R . . C24 C 0.0437(5) 0.9471(4) 0.3013(4) 0.0324(16) Uani 1 1 d . . . C25 C -0.0297(5) 0.8925(4) 0.3321(4) 0.0325(16) Uani 1 1 d . . . C26 C -0.1060(5) 0.8712(4) 0.2634(5) 0.0317(16) Uani 1 1 d . . . C27 C -0.0811(5) 0.9104(4) 0.1850(4) 0.0265(15) Uani 1 1 d . . . C28 C 0.0109(5) 0.9588(4) 0.2097(4) 0.0313(16) Uani 1 1 d . . . C29 C 0.1221(6) 1.0020(5) 0.3566(6) 0.071(3) Uani 1 1 d . . . H29A H 0.0876 1.0530 0.3731 0.106 Uiso 1 1 calc R . . H29B H 0.1773 1.0177 0.3235 0.106 Uiso 1 1 calc R . . H29C H 0.1528 0.9712 0.4092 0.106 Uiso 1 1 calc R . . C30 C -0.0253(7) 0.8673(5) 0.4259(4) 0.063(3) Uani 1 1 d . . . H30A H -0.0539 0.9128 0.4574 0.095 Uiso 1 1 calc R . . H30B H 0.0473 0.8567 0.4524 0.095 Uiso 1 1 calc R . . H30C H -0.0666 0.8160 0.4289 0.095 Uiso 1 1 calc R . . C31 C -0.1983(5) 0.8165(5) 0.2674(6) 0.063(3) Uani 1 1 d . . . H31A H -0.1829 0.7783 0.3173 0.095 Uiso 1 1 calc R . . H31B H -0.2142 0.7835 0.2136 0.095 Uiso 1 1 calc R . . H31C H -0.2585 0.8517 0.2739 0.095 Uiso 1 1 calc R . . C32 C -0.1481(6) 0.9065(5) 0.0979(4) 0.059(2) Uani 1 1 d . . . H32A H -0.1136 0.9361 0.0552 0.088 Uiso 1 1 calc R . . H32B H -0.2154 0.9334 0.1008 0.088 Uiso 1 1 calc R . . H32C H -0.1596 0.8476 0.0803 0.088 Uiso 1 1 calc R . . C33 C 0.0618(7) 1.0163(4) 0.1529(6) 0.068(3) Uani 1 1 d . . . H33A H 0.0393 1.0010 0.0917 0.102 Uiso 1 1 calc R . . H33B H 0.1378 1.0109 0.1677 0.102 Uiso 1 1 calc R . . H33C H 0.0415 1.0746 0.1622 0.102 Uiso 1 1 calc R . . C34 C 0.7917(6) 0.5803(4) 0.2331(5) 0.045(2) Uani 1 1 d . . . H34 H 0.8335 0.6305 0.2210 0.054 Uiso 1 1 calc R . . Cl2 Cl 0.71063(17) 0.61012(12) 0.30707(14) 0.0590(6) Uani 1 1 d . . . Cl3 Cl 0.7193(2) 0.54664(15) 0.13570(14) 0.0806(8) Uani 1 1 d . . . Cl4 Cl 0.87878(17) 0.50124(13) 0.27987(17) 0.0720(7) 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 Ir1 0.01994(13) 0.01761(12) 0.02141(13) -0.00118(12) 0.00200(9) 0.00032(12) Cl1 0.0272(9) 0.0235(8) 0.0308(9) -0.0067(7) 0.0049(7) -0.0043(7) N1 0.023(3) 0.021(3) 0.025(3) 0.004(2) 0.003(2) 0.003(2) N2 0.026(3) 0.022(3) 0.023(3) 0.005(2) 0.003(2) 0.002(2) C1 0.027(3) 0.017(3) 0.019(3) 0.007(3) 0.003(3) 0.002(3) C2 0.029(4) 0.018(3) 0.021(3) 0.004(3) 0.005(3) 0.001(3) C3 0.016(3) 0.025(3) 0.028(4) 0.002(3) 0.005(3) 0.000(3) C4 0.018(3) 0.029(4) 0.024(3) -0.001(3) 0.001(3) 0.000(3) C5 0.025(3) 0.022(3) 0.034(4) 0.000(3) 0.008(3) -0.004(3) C6 0.031(4) 0.025(4) 0.032(4) 0.011(3) 0.002(3) 0.003(3) C7 0.025(4) 0.030(4) 0.025(3) 0.008(3) -0.003(3) 0.007(3) C8 0.024(4) 0.040(4) 0.021(3) -0.001(3) 0.004(3) -0.003(3) C9 0.025(4) 0.044(4) 0.021(4) -0.013(3) -0.004(3) -0.002(3) C10 0.020(4) 0.034(4) 0.041(4) -0.009(3) -0.002(3) -0.007(3) C11 0.023(4) 0.027(4) 0.033(4) 0.004(3) -0.002(3) 0.000(3) C12 0.014(3) 0.024(3) 0.026(3) 0.000(3) 0.005(3) -0.005(3) C13 0.028(4) 0.022(4) 0.027(3) -0.004(3) 0.005(3) -0.003(3) C14 0.031(4) 0.041(4) 0.025(4) 0.000(3) -0.002(3) 0.003(3) C15 0.033(4) 0.039(4) 0.027(4) -0.015(3) 0.010(3) -0.009(3) C16 0.037(4) 0.027(4) 0.039(4) -0.006(3) 0.015(3) 0.000(3) C17 0.027(4) 0.030(4) 0.028(4) 0.000(3) 0.001(3) 0.002(3) C18 0.026(4) 0.027(4) 0.025(3) -0.007(3) 0.003(3) -0.013(3) C19 0.045(5) 0.042(4) 0.033(4) -0.002(3) 0.012(4) -0.012(4) C20 0.067(6) 0.064(6) 0.036(5) -0.001(4) 0.023(4) -0.029(5) C21 0.037(5) 0.100(7) 0.053(5) -0.031(6) 0.024(4) -0.021(5) C22 0.029(5) 0.090(7) 0.044(5) -0.017(5) 0.005(4) 0.005(4) C23 0.031(4) 0.059(5) 0.026(4) -0.004(3) 0.004(3) 0.002(4) C24 0.028(4) 0.026(4) 0.040(4) -0.021(3) -0.001(3) 0.005(3) C25 0.037(4) 0.032(4) 0.030(4) -0.001(3) 0.010(3) 0.015(3) C26 0.022(4) 0.021(4) 0.056(5) -0.002(3) 0.015(3) 0.003(3) C27 0.023(4) 0.025(4) 0.027(4) -0.008(3) -0.005(3) 0.010(3) C28 0.039(4) 0.012(3) 0.046(4) 0.006(3) 0.017(3) 0.006(3) C29 0.043(5) 0.056(6) 0.104(7) -0.054(5) -0.014(5) 0.008(4) C30 0.101(7) 0.061(5) 0.032(4) 0.006(4) 0.024(5) 0.043(5) C31 0.032(4) 0.046(5) 0.121(8) -0.017(5) 0.037(5) -0.003(4) C32 0.060(5) 0.070(6) 0.038(5) -0.014(4) -0.016(4) 0.041(5) C33 0.091(7) 0.024(4) 0.107(7) 0.022(5) 0.069(6) 0.010(4) C34 0.050(5) 0.026(4) 0.065(5) -0.007(4) 0.025(4) -0.014(3) Cl2 0.0686(15) 0.0429(12) 0.0746(15) -0.0009(11) 0.0386(12) -0.0037(10) Cl3 0.109(2) 0.0772(17) 0.0573(15) -0.0047(12) 0.0174(14) -0.0413(15) Cl4 0.0570(14) 0.0448(13) 0.118(2) 0.0010(13) 0.0260(13) 0.0006(11) _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 Ir1 C1 2.069(6) . ? Ir1 N1 2.088(5) . ? Ir1 C28 2.147(6) . ? Ir1 C27 2.156(6) . ? Ir1 C24 2.177(6) . ? Ir1 C25 2.229(6) . ? Ir1 C26 2.238(6) . ? Ir1 Cl1 2.4254(15) . ? N1 C5 1.319(7) . ? N1 N2 1.365(6) . ? N2 C7 1.339(7) . ? N2 C4 1.428(7) . ? C1 C2 1.341(8) . ? C1 C12 1.492(8) . ? C2 C3 1.505(8) . ? C2 C18 1.507(8) . ? C3 C4 1.385(8) . ? C3 C11 1.397(8) . ? C4 C8 1.401(8) . ? C5 C6 1.387(8) . ? C5 H5 0.9500 . ? C6 C7 1.368(8) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.365(8) . ? C8 H8 0.9500 . ? C9 C10 1.361(8) . ? C9 H9 0.9500 . ? C10 C11 1.381(8) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C17 1.377(8) . ? C12 C13 1.384(7) . ? C13 C14 1.391(8) . ? C13 H13 0.9500 . ? C14 C15 1.371(8) . ? C14 H14 0.9500 . ? C15 C16 1.385(8) . ? C15 H15 0.9500 . ? C16 C17 1.377(8) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.391(9) . ? C18 C19 1.395(8) . ? C19 C20 1.385(9) . ? C19 H19 0.9500 . ? C20 C21 1.372(11) . ? C20 H20 0.9500 . ? C21 C22 1.365(11) . ? C21 H21 0.9500 . ? C22 C23 1.382(9) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C25 1.428(9) . ? C24 C28 1.431(9) . ? C24 C29 1.499(8) . ? C25 C26 1.375(9) . ? C25 C30 1.505(9) . ? C26 C27 1.453(9) . ? C26 C31 1.490(9) . ? C27 C28 1.420(8) . ? C27 C32 1.487(8) . ? C28 C33 1.498(8) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 Cl3 1.732(7) . ? C34 Cl2 1.748(7) . ? C34 Cl4 1.764(7) . ? C34 H34 1.0000 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 82.9(2) . . ? C1 Ir1 C28 98.0(2) . . ? N1 Ir1 C28 144.8(2) . . ? C1 Ir1 C27 118.1(2) . . ? N1 Ir1 C27 159.0(2) . . ? C28 Ir1 C27 38.5(2) . . ? C1 Ir1 C24 113.4(2) . . ? N1 Ir1 C24 108.8(2) . . ? C28 Ir1 C24 38.6(2) . . ? C27 Ir1 C24 64.0(2) . . ? C1 Ir1 C25 150.2(2) . . ? N1 Ir1 C25 98.7(2) . . ? C28 Ir1 C25 63.7(2) . . ? C27 Ir1 C25 63.1(2) . . ? C24 Ir1 C25 37.8(2) . . ? C1 Ir1 C26 156.6(2) . . ? N1 Ir1 C26 120.4(2) . . ? C28 Ir1 C26 63.7(2) . . ? C27 Ir1 C26 38.6(2) . . ? C24 Ir1 C26 62.2(2) . . ? C25 Ir1 C26 35.9(2) . . ? C1 Ir1 Cl1 89.67(16) . . ? N1 Ir1 Cl1 86.45(14) . . ? C28 Ir1 Cl1 128.68(19) . . ? C27 Ir1 Cl1 93.84(16) . . ? C24 Ir1 Cl1 153.30(17) . . ? C25 Ir1 Cl1 120.12(19) . . ? C26 Ir1 Cl1 91.25(17) . . ? C5 N1 N2 106.1(5) . . ? C5 N1 Ir1 129.5(4) . . ? N2 N1 Ir1 124.4(4) . . ? C7 N2 N1 110.0(5) . . ? C7 N2 C4 125.3(5) . . ? N1 N2 C4 124.4(5) . . ? C2 C1 C12 116.9(5) . . ? C2 C1 Ir1 124.4(4) . . ? C12 C1 Ir1 118.4(4) . . ? C1 C2 C3 123.9(5) . . ? C1 C2 C18 125.1(5) . . ? C3 C2 C18 111.0(5) . . ? C4 C3 C11 116.0(6) . . ? C4 C3 C2 123.5(5) . . ? C11 C3 C2 120.3(5) . . ? C3 C4 C8 121.9(6) . . ? C3 C4 N2 122.0(5) . . ? C8 C4 N2 115.9(5) . . ? N1 C5 C6 110.8(5) . . ? N1 C5 H5 124.6 . . ? C6 C5 H5 124.6 . . ? C7 C6 C5 105.2(5) . . ? C7 C6 H6 127.4 . . ? C5 C6 H6 127.4 . . ? N2 C7 C6 107.9(5) . . ? N2 C7 H7 126.0 . . ? C6 C7 H7 126.0 . . ? C9 C8 C4 119.4(6) . . ? C9 C8 H8 120.3 . . ? C4 C8 H8 120.3 . . ? C10 C9 C8 120.6(6) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C9 C10 C11 119.7(6) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C3 122.4(6) . . ? C10 C11 H11 118.8 . . ? C3 C11 H11 118.8 . . ? C17 C12 C13 116.9(5) . . ? C17 C12 C1 120.8(5) . . ? C13 C12 C1 122.3(5) . . ? C12 C13 C14 121.8(6) . . ? C12 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C15 C14 C13 119.8(6) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C14 C15 C16 119.2(6) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? C17 C16 C15 120.0(6) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C12 C17 C16 122.2(6) . . ? C12 C17 H17 118.9 . . ? C16 C17 H17 118.9 . . ? C23 C18 C19 118.1(6) . . ? C23 C18 C2 119.6(5) . . ? C19 C18 C2 122.3(6) . . ? C20 C19 C18 120.4(7) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C21 C20 C19 119.9(7) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C22 C21 C20 120.9(7) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 119.4(8) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C22 C23 C18 121.3(7) . . ? C22 C23 H23 119.4 . . ? C18 C23 H23 119.4 . . ? C25 C24 C28 107.9(6) . . ? C25 C24 C29 126.1(7) . . ? C28 C24 C29 123.9(7) . . ? C25 C24 Ir1 73.1(4) . . ? C28 C24 Ir1 69.6(3) . . ? C29 C24 Ir1 135.8(5) . . ? C26 C25 C24 108.9(6) . . ? C26 C25 C30 126.5(7) . . ? C24 C25 C30 124.5(7) . . ? C26 C25 Ir1 72.4(4) . . ? C24 C25 Ir1 69.1(3) . . ? C30 C25 Ir1 127.1(4) . . ? C25 C26 C27 108.4(6) . . ? C25 C26 C31 126.3(7) . . ? C27 C26 C31 125.2(7) . . ? C25 C26 Ir1 71.7(4) . . ? C27 C26 Ir1 67.7(3) . . ? C31 C26 Ir1 125.7(4) . . ? C28 C27 C26 107.4(5) . . ? C28 C27 C32 127.6(7) . . ? C26 C27 C32 124.7(6) . . ? C28 C27 Ir1 70.4(3) . . ? C26 C27 Ir1 73.7(3) . . ? C32 C27 Ir1 126.4(4) . . ? C27 C28 C24 107.4(6) . . ? C27 C28 C33 127.1(7) . . ? C24 C28 C33 125.4(7) . . ? C27 C28 Ir1 71.1(3) . . ? C24 C28 Ir1 71.8(3) . . ? C33 C28 Ir1 125.4(4) . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? Cl3 C34 Cl2 111.1(4) . . ? Cl3 C34 Cl4 111.1(4) . . ? Cl2 C34 Cl4 109.6(4) . . ? Cl3 C34 H34 108.3 . . ? Cl2 C34 H34 108.3 . . ? Cl4 C34 H34 108.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ir1 N1 C5 -116.9(5) . . . . ? C28 Ir1 N1 C5 149.2(5) . . . . ? C27 Ir1 N1 C5 64.7(8) . . . . ? C24 Ir1 N1 C5 130.8(5) . . . . ? C25 Ir1 N1 C5 93.2(5) . . . . ? C26 Ir1 N1 C5 62.6(6) . . . . ? Cl1 Ir1 N1 C5 -26.8(5) . . . . ? C1 Ir1 N1 N2 60.2(4) . . . . ? C28 Ir1 N1 N2 -33.8(6) . . . . ? C27 Ir1 N1 N2 -118.2(6) . . . . ? C24 Ir1 N1 N2 -52.2(5) . . . . ? C25 Ir1 N1 N2 -89.8(5) . . . . ? C26 Ir1 N1 N2 -120.3(4) . . . . ? Cl1 Ir1 N1 N2 150.3(4) . . . . ? C5 N1 N2 C7 -0.7(6) . . . . ? Ir1 N1 N2 C7 -178.3(4) . . . . ? C5 N1 N2 C4 -175.1(5) . . . . ? Ir1 N1 N2 C4 7.2(7) . . . . ? N1 Ir1 C1 C2 -63.3(5) . . . . ? C28 Ir1 C1 C2 81.2(5) . . . . ? C27 Ir1 C1 C2 116.1(5) . . . . ? C24 Ir1 C1 C2 44.2(6) . . . . ? C25 Ir1 C1 C2 31.9(8) . . . . ? C26 Ir1 C1 C2 117.9(6) . . . . ? Cl1 Ir1 C1 C2 -149.7(5) . . . . ? N1 Ir1 C1 C12 110.7(4) . . . . ? C28 Ir1 C1 C12 -104.9(4) . . . . ? C27 Ir1 C1 C12 -70.0(5) . . . . ? C24 Ir1 C1 C12 -141.9(4) . . . . ? C25 Ir1 C1 C12 -154.1(4) . . . . ? C26 Ir1 C1 C12 -68.2(8) . . . . ? Cl1 Ir1 C1 C12 24.2(4) . . . . ? C12 C1 C2 C3 -173.1(5) . . . . ? Ir1 C1 C2 C3 0.9(8) . . . . ? C12 C1 C2 C18 6.2(9) . . . . ? Ir1 C1 C2 C18 -179.7(4) . . . . ? C1 C2 C3 C4 54.1(8) . . . . ? C18 C2 C3 C4 -125.3(6) . . . . ? C1 C2 C3 C11 -130.7(6) . . . . ? C18 C2 C3 C11 49.9(7) . . . . ? C11 C3 C4 C8 0.2(9) . . . . ? C2 C3 C4 C8 175.5(5) . . . . ? C11 C3 C4 N2 -174.7(5) . . . . ? C2 C3 C4 N2 0.6(9) . . . . ? C7 N2 C4 C3 127.9(6) . . . . ? N1 N2 C4 C3 -58.5(8) . . . . ? C7 N2 C4 C8 -47.3(8) . . . . ? N1 N2 C4 C8 126.3(6) . . . . ? N2 N1 C5 C6 1.1(7) . . . . ? Ir1 N1 C5 C6 178.5(4) . . . . ? N1 C5 C6 C7 -1.0(7) . . . . ? N1 N2 C7 C6 0.0(7) . . . . ? C4 N2 C7 C6 174.4(5) . . . . ? C5 C6 C7 N2 0.6(7) . . . . ? C3 C4 C8 C9 0.9(9) . . . . ? N2 C4 C8 C9 176.1(5) . . . . ? C4 C8 C9 C10 -0.4(10) . . . . ? C8 C9 C10 C11 -1.1(10) . . . . ? C9 C10 C11 C3 2.3(10) . . . . ? C4 C3 C11 C10 -1.8(9) . . . . ? C2 C3 C11 C10 -177.3(6) . . . . ? C2 C1 C12 C17 64.3(8) . . . . ? Ir1 C1 C12 C17 -110.1(6) . . . . ? C2 C1 C12 C13 -117.5(6) . . . . ? Ir1 C1 C12 C13 68.1(7) . . . . ? C17 C12 C13 C14 -0.1(9) . . . . ? C1 C12 C13 C14 -178.4(6) . . . . ? C12 C13 C14 C15 2.0(10) . . . . ? C13 C14 C15 C16 -2.8(10) . . . . ? C14 C15 C16 C17 1.9(9) . . . . ? C13 C12 C17 C16 -0.8(9) . . . . ? C1 C12 C17 C16 177.5(6) . . . . ? C15 C16 C17 C12 0.0(10) . . . . ? C1 C2 C18 C23 -121.7(7) . . . . ? C3 C2 C18 C23 57.7(7) . . . . ? C1 C2 C18 C19 59.6(9) . . . . ? C3 C2 C18 C19 -121.0(6) . . . . ? C23 C18 C19 C20 -0.3(10) . . . . ? C2 C18 C19 C20 178.4(6) . . . . ? C18 C19 C20 C21 0.5(11) . . . . ? C19 C20 C21 C22 0.5(12) . . . . ? C20 C21 C22 C23 -1.7(12) . . . . ? C21 C22 C23 C18 1.9(11) . . . . ? C19 C18 C23 C22 -0.9(10) . . . . ? C2 C18 C23 C22 -179.6(6) . . . . ? C1 Ir1 C24 C25 -170.1(3) . . . . ? N1 Ir1 C24 C25 -79.8(4) . . . . ? C28 Ir1 C24 C25 117.2(5) . . . . ? C27 Ir1 C24 C25 78.8(4) . . . . ? C26 Ir1 C24 C25 35.4(4) . . . . ? Cl1 Ir1 C24 C25 42.2(6) . . . . ? C1 Ir1 C24 C28 72.7(4) . . . . ? N1 Ir1 C24 C28 163.0(4) . . . . ? C27 Ir1 C24 C28 -38.4(4) . . . . ? C25 Ir1 C24 C28 -117.2(5) . . . . ? C26 Ir1 C24 C28 -81.8(4) . . . . ? Cl1 Ir1 C24 C28 -75.0(6) . . . . ? C1 Ir1 C24 C29 -45.4(9) . . . . ? N1 Ir1 C24 C29 44.9(9) . . . . ? C28 Ir1 C24 C29 -118.1(10) . . . . ? C27 Ir1 C24 C29 -156.5(9) . . . . ? C25 Ir1 C24 C29 124.7(10) . . . . ? C26 Ir1 C24 C29 160.1(9) . . . . ? Cl1 Ir1 C24 C29 166.9(6) . . . . ? C28 C24 C25 C26 -0.6(7) . . . . ? C29 C24 C25 C26 163.4(6) . . . . ? Ir1 C24 C25 C26 -61.8(4) . . . . ? C28 C24 C25 C30 -177.5(6) . . . . ? C29 C24 C25 C30 -13.5(10) . . . . ? Ir1 C24 C25 C30 121.3(6) . . . . ? C28 C24 C25 Ir1 61.2(4) . . . . ? C29 C24 C25 Ir1 -134.9(7) . . . . ? C1 Ir1 C25 C26 137.5(5) . . . . ? N1 Ir1 C25 C26 -131.5(4) . . . . ? C28 Ir1 C25 C26 80.7(4) . . . . ? C27 Ir1 C25 C26 37.4(4) . . . . ? C24 Ir1 C25 C26 119.0(6) . . . . ? Cl1 Ir1 C25 C26 -40.6(4) . . . . ? C1 Ir1 C25 C24 18.5(6) . . . . ? N1 Ir1 C25 C24 109.5(4) . . . . ? C28 Ir1 C25 C24 -38.3(4) . . . . ? C27 Ir1 C25 C24 -81.6(4) . . . . ? C26 Ir1 C25 C24 -119.0(6) . . . . ? Cl1 Ir1 C25 C24 -159.6(3) . . . . ? C1 Ir1 C25 C30 -99.6(8) . . . . ? N1 Ir1 C25 C30 -8.6(7) . . . . ? C28 Ir1 C25 C30 -156.4(8) . . . . ? C27 Ir1 C25 C30 160.3(8) . . . . ? C24 Ir1 C25 C30 -118.1(8) . . . . ? C26 Ir1 C25 C30 122.9(9) . . . . ? Cl1 Ir1 C25 C30 82.3(7) . . . . ? C24 C25 C26 C27 1.8(7) . . . . ? C30 C25 C26 C27 178.6(6) . . . . ? Ir1 C25 C26 C27 -57.9(4) . . . . ? C24 C25 C26 C31 -178.9(6) . . . . ? C30 C25 C26 C31 -2.1(11) . . . . ? Ir1 C25 C26 C31 121.4(6) . . . . ? C24 C25 C26 Ir1 59.7(4) . . . . ? C30 C25 C26 Ir1 -123.5(7) . . . . ? C1 Ir1 C26 C25 -122.2(6) . . . . ? N1 Ir1 C26 C25 59.1(4) . . . . ? C28 Ir1 C26 C25 -80.9(4) . . . . ? C27 Ir1 C26 C25 -119.7(5) . . . . ? C24 Ir1 C26 C25 -37.3(4) . . . . ? Cl1 Ir1 C26 C25 145.7(4) . . . . ? C1 Ir1 C26 C27 -2.5(8) . . . . ? N1 Ir1 C26 C27 178.8(3) . . . . ? C28 Ir1 C26 C27 38.8(3) . . . . ? C24 Ir1 C26 C27 82.4(4) . . . . ? C25 Ir1 C26 C27 119.7(5) . . . . ? Cl1 Ir1 C26 C27 -94.6(3) . . . . ? C1 Ir1 C26 C31 115.7(7) . . . . ? N1 Ir1 C26 C31 -63.0(7) . . . . ? C28 Ir1 C26 C31 157.0(7) . . . . ? C27 Ir1 C26 C31 118.2(8) . . . . ? C24 Ir1 C26 C31 -159.4(7) . . . . ? C25 Ir1 C26 C31 -122.1(8) . . . . ? Cl1 Ir1 C26 C31 23.6(6) . . . . ? C25 C26 C27 C28 -2.4(7) . . . . ? C31 C26 C27 C28 178.4(6) . . . . ? Ir1 C26 C27 C28 -62.8(4) . . . . ? C25 C26 C27 C32 -176.2(6) . . . . ? C31 C26 C27 C32 4.5(10) . . . . ? Ir1 C26 C27 C32 123.4(6) . . . . ? C25 C26 C27 Ir1 60.4(4) . . . . ? C31 C26 C27 Ir1 -118.8(6) . . . . ? C1 Ir1 C27 C28 -65.4(4) . . . . ? N1 Ir1 C27 C28 112.8(6) . . . . ? C24 Ir1 C27 C28 38.5(4) . . . . ? C25 Ir1 C27 C28 80.9(4) . . . . ? C26 Ir1 C27 C28 115.7(5) . . . . ? Cl1 Ir1 C27 C28 -157.1(4) . . . . ? C1 Ir1 C27 C26 178.9(3) . . . . ? N1 Ir1 C27 C26 -2.9(8) . . . . ? C28 Ir1 C27 C26 -115.7(5) . . . . ? C24 Ir1 C27 C26 -77.2(4) . . . . ? C25 Ir1 C27 C26 -34.8(4) . . . . ? Cl1 Ir1 C27 C26 87.2(3) . . . . ? C1 Ir1 C27 C32 57.4(7) . . . . ? N1 Ir1 C27 C32 -124.4(7) . . . . ? C28 Ir1 C27 C32 122.8(8) . . . . ? C24 Ir1 C27 C32 161.3(7) . . . . ? C25 Ir1 C27 C32 -156.3(7) . . . . ? C26 Ir1 C27 C32 -121.5(8) . . . . ? Cl1 Ir1 C27 C32 -34.3(6) . . . . ? C26 C27 C28 C24 1.9(7) . . . . ? C32 C27 C28 C24 175.6(6) . . . . ? Ir1 C27 C28 C24 -63.1(4) . . . . ? C26 C27 C28 C33 -174.5(6) . . . . ? C32 C27 C28 C33 -0.9(10) . . . . ? Ir1 C27 C28 C33 120.5(6) . . . . ? C26 C27 C28 Ir1 65.0(4) . . . . ? C32 C27 C28 Ir1 -121.4(6) . . . . ? C25 C24 C28 C27 -0.9(7) . . . . ? C29 C24 C28 C27 -165.3(6) . . . . ? Ir1 C24 C28 C27 62.6(4) . . . . ? C25 C24 C28 C33 175.6(6) . . . . ? C29 C24 C28 C33 11.3(10) . . . . ? Ir1 C24 C28 C33 -120.9(6) . . . . ? C25 C24 C28 Ir1 -63.5(4) . . . . ? C29 C24 C28 Ir1 132.2(6) . . . . ? C1 Ir1 C28 C27 125.9(4) . . . . ? N1 Ir1 C28 C27 -145.0(4) . . . . ? C24 Ir1 C28 C27 -116.4(5) . . . . ? C25 Ir1 C28 C27 -79.0(4) . . . . ? C26 Ir1 C28 C27 -38.8(4) . . . . ? Cl1 Ir1 C28 C27 29.8(4) . . . . ? C1 Ir1 C28 C24 -117.7(4) . . . . ? N1 Ir1 C28 C24 -28.6(6) . . . . ? C27 Ir1 C28 C24 116.4(5) . . . . ? C25 Ir1 C28 C24 37.4(4) . . . . ? C26 Ir1 C28 C24 77.6(4) . . . . ? Cl1 Ir1 C28 C24 146.2(3) . . . . ? C1 Ir1 C28 C33 3.3(7) . . . . ? N1 Ir1 C28 C33 92.4(7) . . . . ? C27 Ir1 C28 C33 -122.6(8) . . . . ? C24 Ir1 C28 C33 121.0(8) . . . . ? C25 Ir1 C28 C33 158.4(7) . . . . ? C26 Ir1 C28 C33 -161.4(7) . . . . ? Cl1 Ir1 C28 C33 -92.8(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.447 _refine_diff_density_min -1.283 _refine_diff_density_rms 0.163 #===END data_10022 _database_code_depnum_ccdc_archive 'CCDC 772794' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H32 Cl N2 Rh' _chemical_formula_sum 'C33 H32 Cl N2 Rh' _chemical_formula_weight 594.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 16.093(16) _cell_length_b 10.196(10) _cell_length_c 17.116(17) _cell_angle_alpha 90.00 _cell_angle_beta 98.266(17) _cell_angle_gamma 90.00 _cell_volume 2779(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 827 _cell_measurement_theta_min 2.557 _cell_measurement_theta_max 25.547 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.422 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.735 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.323 _exptl_absorpt_correction_T_max 0.831 _exptl_absorpt_process_details ; absorption correction based on 6836 reflections(SADABS);Rint 0.2099 before correction and 0.0946 after. ; _exptl_special_details ; The data was weak due to crystal quality. ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20947 _diffrn_reflns_av_R_equivalents 0.2108 _diffrn_reflns_av_sigmaI/netI 0.1492 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5457 _reflns_number_gt 3894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0795P)^2^+0.7715P] 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 5457 _refine_ls_number_parameters 339 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1218 _refine_ls_R_factor_gt 0.0833 _refine_ls_wR_factor_ref 0.1993 _refine_ls_wR_factor_gt 0.1803 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _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 0.32770(3) 0.93095(5) 0.75209(4) 0.0265(2) Uani 1 1 d . . . Cl1 Cl 0.32878(11) 0.75232(16) 0.65995(13) 0.0363(5) Uani 1 1 d . . . N1 N 0.3080(4) 0.7904(5) 0.8369(4) 0.0315(15) Uani 1 1 d . . . N2 N 0.2677(3) 0.8076(5) 0.9008(4) 0.0297(14) Uani 1 1 d . . . C1 C 0.1985(4) 0.9410(6) 0.7313(5) 0.0267(16) Uani 1 1 d . . . C2 C 0.1518(4) 0.9713(6) 0.7887(5) 0.0249(16) Uani 1 1 d . . . C3 C 0.1833(4) 1.0068(6) 0.8697(5) 0.0293(17) Uani 1 1 d . . . C4 C 0.2363(4) 0.9299(6) 0.9237(5) 0.0309(17) Uani 1 1 d . . . C5 C 0.3346(5) 0.6662(6) 0.8397(5) 0.037(2) Uani 1 1 d . . . H5 H 0.3651 0.6269 0.8023 0.045 Uiso 1 1 calc R . . C6 C 0.3118(5) 0.6032(7) 0.9042(6) 0.043(2) Uani 1 1 d . . . H6 H 0.3225 0.5142 0.9186 0.051 Uiso 1 1 calc R . . C7 C 0.2703(5) 0.6940(6) 0.9441(5) 0.0363(19) Uani 1 1 d . . . H7 H 0.2480 0.6806 0.9919 0.044 Uiso 1 1 calc R . . C8 C 0.2566(5) 0.9620(7) 1.0015(5) 0.042(2) Uani 1 1 d . . . H8 H 0.2935 0.9074 1.0356 0.050 Uiso 1 1 calc R . . C9 C 0.2233(7) 1.0751(8) 1.0312(6) 0.061(3) Uani 1 1 d . . . H9 H 0.2351 1.0967 1.0856 0.073 Uiso 1 1 calc R . . C10 C 0.1727(6) 1.1546(8) 0.9789(6) 0.061(3) Uani 1 1 d . . . H10 H 0.1502 1.2326 0.9979 0.073 Uiso 1 1 calc R . . C11 C 0.1542(5) 1.1234(7) 0.9003(5) 0.042(2) Uani 1 1 d . . . H11 H 0.1209 1.1820 0.8657 0.050 Uiso 1 1 calc R . . C12 C 0.1569(4) 0.9050(6) 0.6525(5) 0.0252(16) Uani 1 1 d . . . C13 C 0.1500(4) 0.9906(7) 0.5869(5) 0.0344(18) Uani 1 1 d . . . H13 H 0.1772 1.0733 0.5935 0.041 Uiso 1 1 calc R . . C14 C 0.1072(5) 0.9618(7) 0.5159(5) 0.0383(19) Uani 1 1 d . . . H14 H 0.1041 1.0235 0.4740 0.046 Uiso 1 1 calc R . . C15 C 0.0673(5) 0.8402(7) 0.5042(5) 0.038(2) Uani 1 1 d . . . H15 H 0.0350 0.8193 0.4548 0.046 Uiso 1 1 calc R . . C16 C 0.0752(5) 0.7514(7) 0.5649(6) 0.043(2) Uani 1 1 d . . . H16 H 0.0503 0.6672 0.5562 0.051 Uiso 1 1 calc R . . C17 C 0.1188(4) 0.7814(6) 0.6385(5) 0.0343(19) Uani 1 1 d . . . H17 H 0.1229 0.7183 0.6798 0.041 Uiso 1 1 calc R . . C18 C 0.0560(4) 0.9718(6) 0.7721(5) 0.0287(17) Uani 1 1 d . . . C19 C 0.0087(5) 1.0439(7) 0.7155(5) 0.040(2) Uani 1 1 d . . . H19 H 0.0364 1.0971 0.6817 0.048 Uiso 1 1 calc R . . C20 C -0.0771(5) 1.0430(8) 0.7051(6) 0.044(2) Uani 1 1 d . . . H20 H -0.1074 1.0942 0.6642 0.053 Uiso 1 1 calc R . . C21 C -0.1190(5) 0.9709(7) 0.7518(7) 0.061(3) Uani 1 1 d . . . H21 H -0.1786 0.9674 0.7433 0.073 Uiso 1 1 calc R . . C22 C -0.0732(6) 0.9015(10) 0.8129(9) 0.096(5) Uani 1 1 d . . . H22 H -0.1014 0.8537 0.8488 0.115 Uiso 1 1 calc R . . C23 C 0.0122(5) 0.9017(8) 0.8216(7) 0.073(4) Uani 1 1 d . . . H23 H 0.0426 0.8520 0.8632 0.088 Uiso 1 1 calc R . . C24 C 0.3907(5) 1.0914(6) 0.8190(6) 0.042(2) Uani 1 1 d . . . C25 C 0.4581(4) 1.0034(7) 0.8008(6) 0.042(2) Uani 1 1 d . . . C26 C 0.4524(4) 0.9959(6) 0.7209(6) 0.038(2) Uani 1 1 d . . . C27 C 0.3824(4) 1.0771(6) 0.6843(5) 0.0367(19) Uani 1 1 d . . . C28 C 0.3494(4) 1.1400(6) 0.7475(5) 0.0287(18) Uani 1 1 d . . . C29 C 0.3851(6) 1.1404(9) 0.9013(6) 0.057(3) Uani 1 1 d . . . H29A H 0.4300 1.2041 0.9169 0.085 Uiso 1 1 calc R . . H29B H 0.3912 1.0664 0.9382 0.085 Uiso 1 1 calc R . . H29C H 0.3305 1.1824 0.9022 0.085 Uiso 1 1 calc R . . C30 C 0.5205(6) 0.9358(8) 0.8621(7) 0.069(3) Uani 1 1 d . . . H30A H 0.5448 0.8603 0.8382 0.103 Uiso 1 1 calc R . . H30B H 0.4918 0.9057 0.9057 0.103 Uiso 1 1 calc R . . H30C H 0.5652 0.9973 0.8824 0.103 Uiso 1 1 calc R . . C31 C 0.5062(6) 0.9166(8) 0.6734(7) 0.063(3) Uani 1 1 d . . . H31A H 0.5436 0.8598 0.7088 0.095 Uiso 1 1 calc R . . H31B H 0.5397 0.9759 0.6454 0.095 Uiso 1 1 calc R . . H31C H 0.4702 0.8626 0.6350 0.095 Uiso 1 1 calc R . . C32 C 0.3628(5) 1.1005(7) 0.5982(6) 0.046(2) Uani 1 1 d . . . H32A H 0.3167 1.1637 0.5879 0.069 Uiso 1 1 calc R . . H32B H 0.3463 1.0177 0.5713 0.069 Uiso 1 1 calc R . . H32C H 0.4126 1.1356 0.5786 0.069 Uiso 1 1 calc R . . C33 C 0.2829(4) 1.2435(6) 0.7405(5) 0.0339(19) Uani 1 1 d . . . H33A H 0.2458 1.2282 0.7802 0.051 Uiso 1 1 calc R . . H33B H 0.2501 1.2401 0.6877 0.051 Uiso 1 1 calc R . . H33C H 0.3093 1.3299 0.7490 0.051 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 0.0175(3) 0.0163(3) 0.0436(4) 0.0013(2) -0.0024(3) -0.0004(2) Cl1 0.0321(9) 0.0260(9) 0.0504(14) -0.0073(8) 0.0049(9) 0.0018(7) N1 0.025(3) 0.023(3) 0.044(4) -0.001(3) -0.005(3) 0.004(2) N2 0.023(3) 0.020(3) 0.044(4) -0.002(3) 0.001(3) -0.001(2) C1 0.020(3) 0.013(3) 0.047(5) 0.004(3) 0.003(3) 0.000(3) C2 0.020(3) 0.015(3) 0.038(5) 0.000(3) -0.003(3) 0.000(2) C3 0.027(4) 0.025(4) 0.038(5) -0.002(3) 0.010(4) 0.004(3) C4 0.028(4) 0.025(3) 0.038(5) 0.001(3) 0.000(3) 0.000(3) C5 0.035(4) 0.020(3) 0.057(6) 0.005(3) 0.006(4) 0.009(3) C6 0.047(5) 0.019(4) 0.062(6) 0.004(4) 0.007(5) 0.007(3) C7 0.033(4) 0.029(4) 0.044(5) 0.014(3) -0.003(4) -0.008(3) C8 0.038(4) 0.034(4) 0.049(6) -0.003(4) -0.009(4) -0.007(3) C9 0.088(8) 0.037(5) 0.052(7) -0.018(4) -0.008(6) -0.003(5) C10 0.068(7) 0.038(5) 0.071(8) -0.020(5) -0.008(6) 0.017(4) C11 0.044(5) 0.030(4) 0.048(6) -0.009(4) -0.001(4) 0.009(3) C12 0.014(3) 0.019(3) 0.040(5) -0.003(3) -0.003(3) 0.001(2) C13 0.023(3) 0.027(4) 0.050(6) -0.002(4) -0.005(4) 0.004(3) C14 0.034(4) 0.033(4) 0.047(6) -0.001(4) 0.001(4) 0.009(3) C15 0.028(4) 0.043(4) 0.039(5) -0.011(4) -0.012(4) 0.007(3) C16 0.037(4) 0.033(4) 0.055(6) -0.018(4) -0.004(4) -0.004(3) C17 0.027(4) 0.023(3) 0.052(6) -0.001(3) -0.001(4) -0.007(3) C18 0.019(3) 0.019(3) 0.049(5) -0.003(3) 0.007(3) -0.005(3) C19 0.023(4) 0.049(5) 0.048(6) 0.006(4) 0.007(4) 0.001(3) C20 0.025(4) 0.049(5) 0.053(6) -0.013(4) -0.010(4) 0.002(3) C21 0.023(4) 0.028(4) 0.130(11) 0.002(5) 0.012(5) -0.009(3) C22 0.033(5) 0.067(7) 0.195(15) 0.070(8) 0.042(7) 0.011(5) C23 0.029(4) 0.050(5) 0.141(11) 0.062(6) 0.014(6) 0.018(4) C24 0.034(4) 0.019(4) 0.067(7) 0.005(4) -0.018(4) -0.013(3) C25 0.022(4) 0.029(4) 0.066(7) 0.008(4) -0.021(4) -0.007(3) C26 0.013(3) 0.021(4) 0.078(7) 0.008(4) -0.002(4) -0.006(3) C27 0.025(4) 0.026(4) 0.059(6) 0.006(4) 0.005(4) -0.007(3) C28 0.019(3) 0.011(3) 0.054(6) -0.003(3) -0.001(3) 0.004(2) C29 0.058(6) 0.054(5) 0.051(7) -0.001(5) -0.016(5) -0.031(4) C30 0.039(5) 0.045(5) 0.113(10) 0.017(5) -0.023(6) -0.003(4) C31 0.036(5) 0.040(5) 0.120(10) -0.006(5) 0.033(6) -0.002(4) C32 0.045(5) 0.032(4) 0.061(7) 0.002(4) 0.005(5) -0.009(3) C33 0.023(4) 0.020(3) 0.055(6) 0.001(3) -0.005(4) 0.005(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 Rh1 C1 2.061(7) . ? Rh1 N1 2.096(6) . ? Rh1 C27 2.154(7) . ? Rh1 C28 2.163(6) . ? Rh1 C24 2.164(7) . ? Rh1 C26 2.249(7) . ? Rh1 C25 2.268(7) . ? Rh1 Cl1 2.411(2) . ? N1 C5 1.336(8) . ? N1 N2 1.360(9) . ? N2 C7 1.373(9) . ? N2 C4 1.422(8) . ? C1 C2 1.355(10) . ? C1 C12 1.464(10) . ? C2 C3 1.452(10) . ? C2 C18 1.528(9) . ? C3 C4 1.404(10) . ? C3 C11 1.407(9) . ? C4 C8 1.364(11) . ? C5 C6 1.372(11) . ? C5 H5 0.9500 . ? C6 C7 1.378(11) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.398(11) . ? C8 H8 0.9500 . ? C9 C10 1.382(13) . ? C9 H9 0.9500 . ? C10 C11 1.374(12) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C17 1.407(9) . ? C12 C13 1.414(11) . ? C13 C14 1.339(11) . ? C13 H13 0.9500 . ? C14 C15 1.398(10) . ? C14 H14 0.9500 . ? C15 C16 1.370(11) . ? C15 H15 0.9500 . ? C16 C17 1.386(11) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.358(11) . ? C18 C23 1.377(11) . ? C19 C20 1.366(10) . ? C19 H19 0.9500 . ? C20 C21 1.338(12) . ? C20 H20 0.9500 . ? C21 C22 1.383(15) . ? C21 H21 0.9500 . ? C22 C23 1.361(12) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C28 1.397(11) . ? C24 C25 1.475(11) . ? C24 C29 1.510(13) . ? C25 C26 1.361(12) . ? C25 C30 1.510(12) . ? C26 C27 1.465(10) . ? C26 C31 1.505(12) . ? C27 C28 1.423(11) . ? C27 C32 1.480(12) . ? C28 C33 1.495(8) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 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 C1 Rh1 N1 84.5(2) . . ? C1 Rh1 C27 110.7(3) . . ? N1 Rh1 C27 163.9(3) . . ? C1 Rh1 C28 96.3(2) . . ? N1 Rh1 C28 137.8(3) . . ? C27 Rh1 C28 38.5(3) . . ? C1 Rh1 C24 116.0(3) . . ? N1 Rh1 C24 104.8(3) . . ? C27 Rh1 C24 64.2(3) . . ? C28 Rh1 C24 37.7(3) . . ? C1 Rh1 C26 148.9(3) . . ? N1 Rh1 C26 126.5(3) . . ? C27 Rh1 C26 38.8(3) . . ? C28 Rh1 C26 63.1(2) . . ? C24 Rh1 C26 62.4(3) . . ? C1 Rh1 C25 154.8(3) . . ? N1 Rh1 C25 101.1(3) . . ? C27 Rh1 C25 62.9(3) . . ? C28 Rh1 C25 63.0(2) . . ? C24 Rh1 C25 38.8(3) . . ? C26 Rh1 C25 35.1(3) . . ? C1 Rh1 Cl1 91.5(2) . . ? N1 Rh1 Cl1 87.29(19) . . ? C27 Rh1 Cl1 97.4(2) . . ? C28 Rh1 Cl1 134.7(2) . . ? C24 Rh1 Cl1 150.5(2) . . ? C26 Rh1 Cl1 88.6(2) . . ? C25 Rh1 Cl1 113.2(2) . . ? C5 N1 N2 106.3(6) . . ? C5 N1 Rh1 126.4(6) . . ? N2 N1 Rh1 127.3(4) . . ? N1 N2 C7 110.2(6) . . ? N1 N2 C4 124.4(6) . . ? C7 N2 C4 125.1(7) . . ? C2 C1 C12 119.8(6) . . ? C2 C1 Rh1 122.5(6) . . ? C12 C1 Rh1 117.6(5) . . ? C1 C2 C3 126.5(6) . . ? C1 C2 C18 121.1(7) . . ? C3 C2 C18 112.4(6) . . ? C4 C3 C11 115.5(7) . . ? C4 C3 C2 125.8(6) . . ? C11 C3 C2 118.5(7) . . ? C8 C4 C3 123.2(7) . . ? C8 C4 N2 115.8(7) . . ? C3 C4 N2 120.9(7) . . ? N1 C5 C6 110.6(7) . . ? N1 C5 H5 124.7 . . ? C6 C5 H5 124.7 . . ? C5 C6 C7 106.8(6) . . ? C5 C6 H6 126.6 . . ? C7 C6 H6 126.6 . . ? N2 C7 C6 106.2(7) . . ? N2 C7 H7 126.9 . . ? C6 C7 H7 126.9 . . ? C4 C8 C9 120.1(8) . . ? C4 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C10 C9 C8 118.1(9) . . ? C10 C9 H9 121.0 . . ? C8 C9 H9 121.0 . . ? C11 C10 C9 121.5(8) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C3 121.6(8) . . ? C10 C11 H11 119.2 . . ? C3 C11 H11 119.2 . . ? C17 C12 C13 115.8(7) . . ? C17 C12 C1 120.7(6) . . ? C13 C12 C1 123.4(6) . . ? C14 C13 C12 123.8(7) . . ? C14 C13 H13 118.1 . . ? C12 C13 H13 118.1 . . ? C13 C14 C15 119.3(8) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 C14 119.1(8) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C15 C16 C17 121.6(7) . . ? C15 C16 H16 119.2 . . ? C17 C16 H16 119.2 . . ? C16 C17 C12 120.2(7) . . ? C16 C17 H17 119.9 . . ? C12 C17 H17 119.9 . . ? C19 C18 C23 115.9(7) . . ? C19 C18 C2 125.5(6) . . ? C23 C18 C2 118.4(7) . . ? C18 C19 C20 122.7(8) . . ? C18 C19 H19 118.6 . . ? C20 C19 H19 118.6 . . ? C21 C20 C19 120.8(9) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 118.2(8) . . ? C20 C21 H21 120.9 . . ? C22 C21 H21 120.9 . . ? C23 C22 C21 120.2(9) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C18 122.0(9) . . ? C22 C23 H23 119.0 . . ? C18 C23 H23 119.0 . . ? C28 C24 C25 107.6(8) . . ? C28 C24 C29 128.1(7) . . ? C25 C24 C29 122.8(8) . . ? C28 C24 Rh1 71.1(4) . . ? C25 C24 Rh1 74.4(4) . . ? C29 C24 Rh1 131.1(6) . . ? C26 C25 C24 107.5(7) . . ? C26 C25 C30 128.0(9) . . ? C24 C25 C30 124.5(9) . . ? C26 C25 Rh1 71.7(4) . . ? C24 C25 Rh1 66.8(4) . . ? C30 C25 Rh1 126.4(5) . . ? C25 C26 C27 109.5(7) . . ? C25 C26 C31 127.8(8) . . ? C27 C26 C31 122.7(9) . . ? C25 C26 Rh1 73.2(5) . . ? C27 C26 Rh1 67.1(4) . . ? C31 C26 Rh1 124.9(5) . . ? C28 C27 C26 106.1(8) . . ? C28 C27 C32 129.4(7) . . ? C26 C27 C32 123.8(7) . . ? C28 C27 Rh1 71.1(4) . . ? C26 C27 Rh1 74.1(4) . . ? C32 C27 Rh1 127.1(5) . . ? C24 C28 C27 108.9(6) . . ? C24 C28 C33 124.4(7) . . ? C27 C28 C33 126.7(7) . . ? C24 C28 Rh1 71.2(4) . . ? C27 C28 Rh1 70.4(4) . . ? C33 C28 Rh1 125.5(5) . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 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 C1 Rh1 N1 C5 121.6(6) . . . . ? C27 Rh1 N1 C5 -77.6(11) . . . . ? C28 Rh1 N1 C5 -145.1(6) . . . . ? C24 Rh1 N1 C5 -122.9(6) . . . . ? C26 Rh1 N1 C5 -56.5(7) . . . . ? C25 Rh1 N1 C5 -83.3(6) . . . . ? Cl1 Rh1 N1 C5 29.8(6) . . . . ? C1 Rh1 N1 N2 -60.0(6) . . . . ? C27 Rh1 N1 N2 100.8(10) . . . . ? C28 Rh1 N1 N2 33.3(7) . . . . ? C24 Rh1 N1 N2 55.4(6) . . . . ? C26 Rh1 N1 N2 121.9(6) . . . . ? C25 Rh1 N1 N2 95.1(6) . . . . ? Cl1 Rh1 N1 N2 -151.8(6) . . . . ? C5 N1 N2 C7 0.9(8) . . . . ? Rh1 N1 N2 C7 -177.8(5) . . . . ? C5 N1 N2 C4 174.2(7) . . . . ? Rh1 N1 N2 C4 -4.5(9) . . . . ? N1 Rh1 C1 C2 57.6(5) . . . . ? C27 Rh1 C1 C2 -116.8(5) . . . . ? C28 Rh1 C1 C2 -79.9(5) . . . . ? C24 Rh1 C1 C2 -46.3(6) . . . . ? C26 Rh1 C1 C2 -125.4(7) . . . . ? C25 Rh1 C1 C2 -46.8(10) . . . . ? Cl1 Rh1 C1 C2 144.7(5) . . . . ? N1 Rh1 C1 C12 -118.2(5) . . . . ? C27 Rh1 C1 C12 67.4(5) . . . . ? C28 Rh1 C1 C12 104.3(5) . . . . ? C24 Rh1 C1 C12 138.0(5) . . . . ? C26 Rh1 C1 C12 58.9(7) . . . . ? C25 Rh1 C1 C12 137.4(7) . . . . ? Cl1 Rh1 C1 C12 -31.0(4) . . . . ? C12 C1 C2 C3 179.0(6) . . . . ? Rh1 C1 C2 C3 3.3(9) . . . . ? C12 C1 C2 C18 -1.5(9) . . . . ? Rh1 C1 C2 C18 -177.2(4) . . . . ? C1 C2 C3 C4 -58.1(10) . . . . ? C18 C2 C3 C4 122.4(7) . . . . ? C1 C2 C3 C11 127.3(7) . . . . ? C18 C2 C3 C11 -52.3(8) . . . . ? C11 C3 C4 C8 2.1(10) . . . . ? C2 C3 C4 C8 -172.8(7) . . . . ? C11 C3 C4 N2 177.9(6) . . . . ? C2 C3 C4 N2 3.1(11) . . . . ? N1 N2 C4 C8 -131.6(7) . . . . ? C7 N2 C4 C8 40.7(10) . . . . ? N1 N2 C4 C3 52.2(9) . . . . ? C7 N2 C4 C3 -135.5(7) . . . . ? N2 N1 C5 C6 0.2(9) . . . . ? Rh1 N1 C5 C6 178.8(5) . . . . ? N1 C5 C6 C7 -1.1(10) . . . . ? N1 N2 C7 C6 -1.5(8) . . . . ? C4 N2 C7 C6 -174.8(7) . . . . ? C5 C6 C7 N2 1.6(9) . . . . ? C3 C4 C8 C9 1.1(12) . . . . ? N2 C4 C8 C9 -175.0(7) . . . . ? C4 C8 C9 C10 -2.6(13) . . . . ? C8 C9 C10 C11 0.9(15) . . . . ? C9 C10 C11 C3 2.3(15) . . . . ? C4 C3 C11 C10 -3.7(11) . . . . ? C2 C3 C11 C10 171.5(8) . . . . ? C2 C1 C12 C17 -74.3(8) . . . . ? Rh1 C1 C12 C17 101.5(6) . . . . ? C2 C1 C12 C13 103.8(8) . . . . ? Rh1 C1 C12 C13 -80.3(7) . . . . ? C17 C12 C13 C14 2.9(10) . . . . ? C1 C12 C13 C14 -175.3(7) . . . . ? C12 C13 C14 C15 -0.7(11) . . . . ? C13 C14 C15 C16 -2.2(11) . . . . ? C14 C15 C16 C17 2.9(12) . . . . ? C15 C16 C17 C12 -0.6(12) . . . . ? C13 C12 C17 C16 -2.2(10) . . . . ? C1 C12 C17 C16 176.1(7) . . . . ? C1 C2 C18 C19 -56.8(10) . . . . ? C3 C2 C18 C19 122.8(8) . . . . ? C1 C2 C18 C23 128.4(8) . . . . ? C3 C2 C18 C23 -52.0(9) . . . . ? C23 C18 C19 C20 -3.1(13) . . . . ? C2 C18 C19 C20 -178.0(7) . . . . ? C18 C19 C20 C21 0.9(13) . . . . ? C19 C20 C21 C22 2.6(15) . . . . ? C20 C21 C22 C23 -3.6(18) . . . . ? C21 C22 C23 C18 1.4(19) . . . . ? C19 C18 C23 C22 1.9(16) . . . . ? C2 C18 C23 C22 177.2(10) . . . . ? C1 Rh1 C24 C28 -64.4(6) . . . . ? N1 Rh1 C24 C28 -155.5(4) . . . . ? C27 Rh1 C24 C28 37.2(4) . . . . ? C26 Rh1 C24 C28 80.8(5) . . . . ? C25 Rh1 C24 C28 115.3(7) . . . . ? Cl1 Rh1 C24 C28 92.8(5) . . . . ? C1 Rh1 C24 C25 -179.6(5) . . . . ? N1 Rh1 C24 C25 89.2(5) . . . . ? C27 Rh1 C24 C25 -78.1(5) . . . . ? C28 Rh1 C24 C25 -115.3(7) . . . . ? C26 Rh1 C24 C25 -34.5(5) . . . . ? Cl1 Rh1 C24 C25 -22.4(8) . . . . ? C1 Rh1 C24 C29 60.1(8) . . . . ? N1 Rh1 C24 C29 -31.0(8) . . . . ? C27 Rh1 C24 C29 161.7(9) . . . . ? C28 Rh1 C24 C29 124.5(10) . . . . ? C26 Rh1 C24 C29 -154.7(9) . . . . ? C25 Rh1 C24 C29 -120.2(10) . . . . ? Cl1 Rh1 C24 C29 -142.7(7) . . . . ? C28 C24 C25 C26 -3.4(8) . . . . ? C29 C24 C25 C26 -170.3(6) . . . . ? Rh1 C24 C25 C26 60.5(5) . . . . ? C28 C24 C25 C30 176.8(7) . . . . ? C29 C24 C25 C30 9.9(11) . . . . ? Rh1 C24 C25 C30 -119.3(7) . . . . ? C28 C24 C25 Rh1 -63.9(5) . . . . ? C29 C24 C25 Rh1 129.2(7) . . . . ? C1 Rh1 C25 C26 -118.3(8) . . . . ? N1 Rh1 C25 C26 140.9(4) . . . . ? C27 Rh1 C25 C26 -37.3(4) . . . . ? C28 Rh1 C25 C26 -80.8(5) . . . . ? C24 Rh1 C25 C26 -119.1(7) . . . . ? Cl1 Rh1 C25 C26 49.1(4) . . . . ? C1 Rh1 C25 C24 0.8(10) . . . . ? N1 Rh1 C25 C24 -100.0(5) . . . . ? C27 Rh1 C25 C24 81.8(5) . . . . ? C28 Rh1 C25 C24 38.3(5) . . . . ? C26 Rh1 C25 C24 119.1(7) . . . . ? Cl1 Rh1 C25 C24 168.2(4) . . . . ? C1 Rh1 C25 C30 117.5(9) . . . . ? N1 Rh1 C25 C30 16.7(9) . . . . ? C27 Rh1 C25 C30 -161.5(10) . . . . ? C28 Rh1 C25 C30 155.1(10) . . . . ? C24 Rh1 C25 C30 116.7(11) . . . . ? C26 Rh1 C25 C30 -124.2(11) . . . . ? Cl1 Rh1 C25 C30 -75.1(9) . . . . ? C24 C25 C26 C27 0.0(8) . . . . ? C30 C25 C26 C27 179.8(7) . . . . ? Rh1 C25 C26 C27 57.4(5) . . . . ? C24 C25 C26 C31 -178.9(7) . . . . ? C30 C25 C26 C31 0.9(12) . . . . ? Rh1 C25 C26 C31 -121.5(7) . . . . ? C24 C25 C26 Rh1 -57.4(5) . . . . ? C30 C25 C26 Rh1 122.4(8) . . . . ? C1 Rh1 C26 C25 133.3(6) . . . . ? N1 Rh1 C26 C25 -50.3(5) . . . . ? C27 Rh1 C26 C25 120.5(7) . . . . ? C28 Rh1 C26 C25 80.7(5) . . . . ? C24 Rh1 C26 C25 38.1(4) . . . . ? Cl1 Rh1 C26 C25 -136.0(4) . . . . ? C1 Rh1 C26 C27 12.9(8) . . . . ? N1 Rh1 C26 C27 -170.8(4) . . . . ? C28 Rh1 C26 C27 -39.7(5) . . . . ? C24 Rh1 C26 C27 -82.3(5) . . . . ? C25 Rh1 C26 C27 -120.5(7) . . . . ? Cl1 Rh1 C26 C27 103.6(5) . . . . ? C1 Rh1 C26 C31 -101.9(8) . . . . ? N1 Rh1 C26 C31 74.4(9) . . . . ? C27 Rh1 C26 C31 -114.8(11) . . . . ? C28 Rh1 C26 C31 -154.5(9) . . . . ? C24 Rh1 C26 C31 162.9(9) . . . . ? C25 Rh1 C26 C31 124.7(10) . . . . ? Cl1 Rh1 C26 C31 -11.2(8) . . . . ? C25 C26 C27 C28 3.3(8) . . . . ? C31 C26 C27 C28 -177.8(6) . . . . ? Rh1 C26 C27 C28 64.4(4) . . . . ? C25 C26 C27 C32 174.6(6) . . . . ? C31 C26 C27 C32 -6.5(10) . . . . ? Rh1 C26 C27 C32 -124.3(7) . . . . ? C25 C26 C27 Rh1 -61.1(5) . . . . ? C31 C26 C27 Rh1 117.8(6) . . . . ? C1 Rh1 C27 C28 73.3(5) . . . . ? N1 Rh1 C27 C28 -86.2(10) . . . . ? C24 Rh1 C27 C28 -36.4(4) . . . . ? C26 Rh1 C27 C28 -113.7(7) . . . . ? C25 Rh1 C27 C28 -79.9(5) . . . . ? Cl1 Rh1 C27 C28 167.8(4) . . . . ? C1 Rh1 C27 C26 -173.0(5) . . . . ? N1 Rh1 C27 C26 27.5(12) . . . . ? C28 Rh1 C27 C26 113.7(7) . . . . ? C24 Rh1 C27 C26 77.3(5) . . . . ? C25 Rh1 C27 C26 33.8(5) . . . . ? Cl1 Rh1 C27 C26 -78.5(5) . . . . ? C1 Rh1 C27 C32 -52.2(7) . . . . ? N1 Rh1 C27 C32 148.3(8) . . . . ? C28 Rh1 C27 C32 -125.6(8) . . . . ? C24 Rh1 C27 C32 -162.0(8) . . . . ? C26 Rh1 C27 C32 120.7(9) . . . . ? C25 Rh1 C27 C32 154.5(8) . . . . ? Cl1 Rh1 C27 C32 42.2(7) . . . . ? C25 C24 C28 C27 5.5(8) . . . . ? C29 C24 C28 C27 171.5(7) . . . . ? Rh1 C24 C28 C27 -60.5(5) . . . . ? C25 C24 C28 C33 -173.3(6) . . . . ? C29 C24 C28 C33 -7.3(12) . . . . ? Rh1 C24 C28 C33 120.7(7) . . . . ? C25 C24 C28 Rh1 66.0(5) . . . . ? C29 C24 C28 Rh1 -128.0(8) . . . . ? C26 C27 C28 C24 -5.4(7) . . . . ? C32 C27 C28 C24 -176.1(7) . . . . ? Rh1 C27 C28 C24 61.0(5) . . . . ? C26 C27 C28 C33 173.4(6) . . . . ? C32 C27 C28 C33 2.7(12) . . . . ? Rh1 C27 C28 C33 -120.2(7) . . . . ? C26 C27 C28 Rh1 -66.5(4) . . . . ? C32 C27 C28 Rh1 122.9(8) . . . . ? C1 Rh1 C28 C24 125.4(5) . . . . ? N1 Rh1 C28 C24 36.6(6) . . . . ? C27 Rh1 C28 C24 -119.0(7) . . . . ? C26 Rh1 C28 C24 -79.0(5) . . . . ? C25 Rh1 C28 C24 -39.5(5) . . . . ? Cl1 Rh1 C28 C24 -136.2(4) . . . . ? C1 Rh1 C28 C27 -115.6(5) . . . . ? N1 Rh1 C28 C27 155.7(4) . . . . ? C24 Rh1 C28 C27 119.0(7) . . . . ? C26 Rh1 C28 C27 40.0(5) . . . . ? C25 Rh1 C28 C27 79.6(5) . . . . ? Cl1 Rh1 C28 C27 -17.2(5) . . . . ? C1 Rh1 C28 C33 6.1(7) . . . . ? N1 Rh1 C28 C33 -82.7(8) . . . . ? C27 Rh1 C28 C33 121.7(9) . . . . ? C24 Rh1 C28 C33 -119.3(9) . . . . ? C26 Rh1 C28 C33 161.7(8) . . . . ? C25 Rh1 C28 C33 -158.8(8) . . . . ? Cl1 Rh1 C28 C33 104.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.074 _refine_diff_density_min -1.762 _refine_diff_density_rms 0.195 #===END data_2081m _database_code_depnum_ccdc_archive 'CCDC 772795' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C22 H30 N2 O Rh)+ (P F6)-' _chemical_formula_sum 'C22 H30 F6 N2 O P Rh' _chemical_formula_weight 586.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.7650(5) _cell_length_b 17.6433(7) _cell_length_c 24.0030(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4982.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 13009 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 28.39 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2384 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.695 _exptl_absorpt_correction_T_max 0.862 _exptl_absorpt_process_details ; absorption correction based on 20179 reflections (SADABS) Rint 0.037 and 0.029 before and after correction respectively. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34225 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0210 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4377 _reflns_number_gt 3954 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+6.8440P] 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 4377 _refine_ls_number_parameters 305 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0903 _refine_ls_wR_factor_gt 0.0882 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Rh1 Rh 0.73537(2) 0.215216(13) 0.398998(9) 0.02031(10) Uani 1 1 d . . . O1 O 0.6000(2) 0.23919(14) 0.23866(10) 0.0414(6) Uani 1 1 d . . . N1 N 0.5790(2) 0.24048(15) 0.36214(11) 0.0263(6) Uani 1 1 d . . . C1 C 0.6978(3) 0.31637(16) 0.43506(13) 0.0238(6) Uani 1 1 d . . . C2 C 0.7628(3) 0.35739(18) 0.47277(13) 0.0288(7) Uani 1 1 d . . . H2 H 0.8331 0.3375 0.4855 0.035 Uiso 1 1 calc R . . C3 C 0.7255(3) 0.42741(19) 0.49195(15) 0.0342(8) Uani 1 1 d . . . H3 H 0.7696 0.4541 0.5187 0.041 Uiso 1 1 calc R . . C4 C 0.6251(3) 0.45883(18) 0.47265(15) 0.0369(9) Uani 1 1 d . . . H4 H 0.6005 0.5066 0.4863 0.044 Uiso 1 1 calc R . . C5 C 0.5613(3) 0.42103(18) 0.43389(14) 0.0334(8) Uani 1 1 d . . . H5 H 0.4934 0.4430 0.4198 0.040 Uiso 1 1 calc R . . C6 C 0.5969(3) 0.34987(17) 0.41525(13) 0.0254(7) Uani 1 1 d . . . C7 C 0.5364(3) 0.30471(18) 0.37509(13) 0.0289(7) Uani 1 1 d . . . H7 H 0.4675 0.3220 0.3588 0.035 Uiso 1 1 calc R . . C8 C 0.5230(3) 0.1907(2) 0.32203(14) 0.0349(8) Uani 1 1 d . . . H8A H 0.4519 0.2149 0.3091 0.042 Uiso 1 1 calc R . . H8B H 0.5026 0.1425 0.3406 0.042 Uiso 1 1 calc R . . C9 C 0.5970(3) 0.17401(19) 0.27279(14) 0.0361(8) Uani 1 1 d . . . H9A H 0.6747 0.1609 0.2853 0.043 Uiso 1 1 calc R . . H9B H 0.5659 0.1305 0.2516 0.043 Uiso 1 1 calc R . . C10 C 0.6845(4) 0.2343(2) 0.19693(17) 0.0510(10) Uani 1 1 d . . . H10A H 0.7595 0.2304 0.2144 0.076 Uiso 1 1 calc R . . H10B H 0.6817 0.2797 0.1735 0.076 Uiso 1 1 calc R . . H10C H 0.6708 0.1893 0.1739 0.076 Uiso 1 1 calc R . . C11 C 0.6964(3) 0.11773(16) 0.44892(13) 0.0250(7) Uani 1 1 d . . . C12 C 0.7854(3) 0.15931(16) 0.47579(13) 0.0244(7) Uani 1 1 d . . . C13 C 0.8786(3) 0.16262(16) 0.43811(13) 0.0245(7) Uani 1 1 d . . . C14 C 0.8510(3) 0.11484(17) 0.39042(13) 0.0257(7) Uani 1 1 d . . . C15 C 0.7415(3) 0.08649(18) 0.39734(13) 0.0255(7) Uani 1 1 d . . . C16 C 0.5834(3) 0.09821(19) 0.47369(16) 0.0355(8) Uani 1 1 d . . . H16A H 0.5877 0.0483 0.4915 0.053 Uiso 1 1 calc R . . H16B H 0.5257 0.0971 0.4443 0.053 Uiso 1 1 calc R . . H16C H 0.5627 0.1364 0.5015 0.053 Uiso 1 1 calc R . . C17 C 0.7803(3) 0.18978(19) 0.53399(13) 0.0323(8) Uani 1 1 d . . . H17A H 0.7880 0.1479 0.5606 0.048 Uiso 1 1 calc R . . H17B H 0.7073 0.2153 0.5398 0.048 Uiso 1 1 calc R . . H17C H 0.8424 0.2260 0.5396 0.048 Uiso 1 1 calc R . . C18 C 0.9920(3) 0.19902(19) 0.44738(15) 0.0326(8) Uani 1 1 d . . . H18A H 0.9871 0.2340 0.4790 0.049 Uiso 1 1 calc R . . H18B H 1.0143 0.2271 0.4139 0.049 Uiso 1 1 calc R . . H18C H 1.0488 0.1598 0.4553 0.049 Uiso 1 1 calc R . . C19 C 0.9303(3) 0.0997(2) 0.34307(15) 0.0379(8) Uani 1 1 d . . . H19A H 0.9896 0.0644 0.3551 0.057 Uiso 1 1 calc R . . H19B H 0.9654 0.1474 0.3311 0.057 Uiso 1 1 calc R . . H19C H 0.8879 0.0775 0.3120 0.057 Uiso 1 1 calc R . . C20 C 0.6840(3) 0.02880(18) 0.36193(15) 0.0369(8) Uani 1 1 d . . . H20A H 0.7086 0.0348 0.3232 0.055 Uiso 1 1 calc R . . H20B H 0.6014 0.0357 0.3642 0.055 Uiso 1 1 calc R . . H20C H 0.7040 -0.0221 0.3750 0.055 Uiso 1 1 calc R . . N2 N 0.8164(2) 0.28182(14) 0.34020(11) 0.0258(6) Uani 1 1 d . . . C21 C 0.8626(3) 0.32287(18) 0.31219(14) 0.0293(7) Uani 1 1 d . . . C22 C 0.9237(3) 0.37582(19) 0.27611(15) 0.0392(9) Uani 1 1 d . . . H22A H 0.9580 0.4159 0.2988 0.059 Uiso 1 1 calc R . . H22B H 0.8705 0.3984 0.2494 0.059 Uiso 1 1 calc R . . H22C H 0.9835 0.3486 0.2559 0.059 Uiso 1 1 calc R . . P1 P 0.70703(10) 0.49735(6) 0.16061(5) 0.0511(3) Uani 1 1 d . . . F1 F 0.8039(3) 0.4722(3) 0.1219(2) 0.150(2) Uani 1 1 d . . . F2 F 0.6031(3) 0.52590(19) 0.19717(15) 0.0971(11) Uani 1 1 d . . . F3 F 0.6181(3) 0.4659(2) 0.11750(17) 0.1176(14) Uani 1 1 d . . . F4A F 0.7044(4) 0.5774(2) 0.13041(15) 0.1114(12) Uani 1 1 d . . . F5 F 0.7950(3) 0.52850(16) 0.20437(13) 0.0861(10) Uani 1 1 d . . . F6 F 0.7035(3) 0.42118(18) 0.1919(2) 0.1306(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 Rh1 0.01908(15) 0.01814(15) 0.02370(15) 0.00046(9) -0.00175(9) 0.00039(9) O1 0.0450(15) 0.0367(13) 0.0425(15) 0.0022(11) 0.0020(12) 0.0107(12) N1 0.0213(13) 0.0289(14) 0.0285(14) 0.0038(11) -0.0032(11) -0.0011(11) C1 0.0264(16) 0.0187(15) 0.0265(16) 0.0012(13) 0.0061(13) 0.0004(12) C2 0.0307(17) 0.0256(16) 0.0303(17) 0.0015(14) 0.0026(14) -0.0035(14) C3 0.042(2) 0.0269(17) 0.0334(19) -0.0027(15) 0.0085(15) -0.0097(15) C4 0.048(2) 0.0203(16) 0.043(2) 0.0002(14) 0.0206(18) 0.0003(15) C5 0.0332(18) 0.0279(17) 0.0391(19) 0.0078(15) 0.0116(15) 0.0063(14) C6 0.0257(16) 0.0243(16) 0.0263(16) 0.0061(13) 0.0052(13) 0.0023(13) C7 0.0217(16) 0.0342(18) 0.0307(17) 0.0087(14) 0.0012(13) 0.0046(14) C8 0.0305(18) 0.0332(18) 0.041(2) -0.0004(16) -0.0117(15) -0.0036(15) C9 0.040(2) 0.0292(18) 0.0388(19) -0.0031(15) -0.0167(16) 0.0050(15) C10 0.052(2) 0.053(2) 0.048(2) -0.006(2) 0.004(2) -0.001(2) C11 0.0259(16) 0.0197(15) 0.0294(17) 0.0069(13) 0.0002(13) 0.0014(12) C12 0.0285(16) 0.0190(15) 0.0257(16) 0.0053(12) -0.0017(13) 0.0048(12) C13 0.0230(15) 0.0213(15) 0.0291(17) 0.0052(13) -0.0038(13) 0.0042(12) C14 0.0293(17) 0.0205(15) 0.0273(17) 0.0040(12) 0.0016(13) 0.0038(13) C15 0.0301(17) 0.0165(15) 0.0298(17) 0.0022(12) -0.0045(13) 0.0021(12) C16 0.0291(18) 0.0288(18) 0.049(2) 0.0064(16) 0.0056(16) -0.0017(14) C17 0.0371(19) 0.0313(18) 0.0286(18) 0.0020(14) -0.0004(14) 0.0027(15) C18 0.0242(17) 0.0354(18) 0.0381(19) 0.0054(15) -0.0059(14) -0.0011(14) C19 0.040(2) 0.0342(19) 0.039(2) -0.0014(16) 0.0098(16) 0.0083(16) C20 0.044(2) 0.0231(17) 0.043(2) -0.0031(15) -0.0064(17) -0.0036(15) N2 0.0255(14) 0.0225(13) 0.0295(14) 0.0006(11) 0.0006(12) -0.0001(11) C21 0.0314(18) 0.0260(17) 0.0305(18) -0.0036(14) -0.0010(14) 0.0055(14) C22 0.042(2) 0.0307(18) 0.045(2) 0.0063(16) 0.0131(17) 0.0038(16) P1 0.0493(6) 0.0436(6) 0.0603(7) -0.0133(5) -0.0003(5) 0.0003(5) F1 0.074(2) 0.184(5) 0.190(4) -0.116(4) 0.036(3) -0.001(3) F2 0.096(2) 0.098(2) 0.098(2) -0.0042(19) 0.023(2) 0.0324(19) F3 0.086(2) 0.148(4) 0.119(3) -0.054(3) -0.033(2) -0.008(2) F4A 0.171(4) 0.081(2) 0.083(2) 0.0208(19) 0.005(2) -0.007(2) F5 0.106(2) 0.0672(19) 0.085(2) -0.0061(15) -0.0282(19) -0.0324(17) F6 0.103(3) 0.0523(18) 0.237(5) 0.050(2) -0.068(3) -0.0200(18) _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 C1 2.032(3) . ? Rh1 N2 2.069(3) . ? Rh1 N1 2.090(3) . ? Rh1 C13 2.141(3) . ? Rh1 C11 2.146(3) . ? Rh1 C12 2.172(3) . ? Rh1 C14 2.243(3) . ? Rh1 C15 2.273(3) . ? O1 C9 1.412(4) . ? O1 C10 1.414(5) . ? N1 C7 1.277(4) . ? N1 C8 1.460(4) . ? C1 C2 1.388(4) . ? C1 C6 1.408(4) . ? C2 C3 1.389(5) . ? C3 C4 1.385(5) . ? C4 C5 1.369(5) . ? C5 C6 1.397(4) . ? C6 C7 1.439(5) . ? C8 C9 1.497(5) . ? C11 C12 1.432(4) . ? C11 C15 1.455(4) . ? C11 C16 1.497(4) . ? C12 C13 1.423(4) . ? C12 C17 1.498(4) . ? C13 C14 1.458(4) . ? C13 C18 1.497(4) . ? C14 C15 1.393(4) . ? C14 C19 1.494(4) . ? C15 C20 1.489(4) . ? N2 C21 1.128(4) . ? C21 C22 1.463(5) . ? P1 F1 1.535(4) . ? P1 F6 1.539(3) . ? P1 F3 1.573(3) . ? P1 F5 1.574(3) . ? P1 F2 1.588(3) . ? P1 F4A 1.588(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Rh1 N2 83.80(11) . . ? C1 Rh1 N1 78.54(11) . . ? N2 Rh1 N1 89.74(10) . . ? C1 Rh1 C13 111.42(12) . . ? N2 Rh1 C13 100.53(11) . . ? N1 Rh1 C13 166.24(11) . . ? C1 Rh1 C11 114.81(12) . . ? N2 Rh1 C11 159.16(11) . . ? N1 Rh1 C11 102.67(11) . . ? C13 Rh1 C11 64.90(12) . . ? C1 Rh1 C12 95.53(12) . . ? N2 Rh1 C12 135.40(11) . . ? N1 Rh1 C12 134.01(11) . . ? C13 Rh1 C12 38.52(11) . . ? C11 Rh1 C12 38.73(12) . . ? C1 Rh1 C14 149.83(12) . . ? N2 Rh1 C14 96.11(10) . . ? N1 Rh1 C14 131.59(11) . . ? C13 Rh1 C14 38.77(11) . . ? C11 Rh1 C14 63.12(11) . . ? C12 Rh1 C14 63.57(11) . . ? C1 Rh1 C15 153.12(11) . . ? N2 Rh1 C15 122.75(10) . . ? N1 Rh1 C15 103.51(10) . . ? C13 Rh1 C15 63.23(11) . . ? C11 Rh1 C15 38.32(11) . . ? C12 Rh1 C15 63.41(11) . . ? C14 Rh1 C15 35.92(11) . . ? C9 O1 C10 112.3(3) . . ? C7 N1 C8 121.2(3) . . ? C7 N1 Rh1 115.6(2) . . ? C8 N1 Rh1 123.2(2) . . ? C2 C1 C6 117.7(3) . . ? C2 C1 Rh1 128.0(2) . . ? C6 C1 Rh1 114.1(2) . . ? C1 C2 C3 120.4(3) . . ? C4 C3 C2 120.9(3) . . ? C5 C4 C3 120.0(3) . . ? C4 C5 C6 119.4(3) . . ? C5 C6 C1 121.4(3) . . ? C5 C6 C7 124.3(3) . . ? C1 C6 C7 114.2(3) . . ? N1 C7 C6 117.4(3) . . ? N1 C8 C9 112.1(3) . . ? O1 C9 C8 108.2(3) . . ? C12 C11 C15 108.1(3) . . ? C12 C11 C16 126.0(3) . . ? C15 C11 C16 125.1(3) . . ? C12 C11 Rh1 71.62(17) . . ? C15 C11 Rh1 75.56(17) . . ? C16 C11 Rh1 126.6(2) . . ? C13 C12 C11 107.4(3) . . ? C13 C12 C17 127.5(3) . . ? C11 C12 C17 125.1(3) . . ? C13 C12 Rh1 69.56(16) . . ? C11 C12 Rh1 69.65(16) . . ? C17 C12 Rh1 128.1(2) . . ? C12 C13 C14 107.7(3) . . ? C12 C13 C18 127.6(3) . . ? C14 C13 C18 124.3(3) . . ? C12 C13 Rh1 71.92(17) . . ? C14 C13 Rh1 74.41(17) . . ? C18 C13 Rh1 125.5(2) . . ? C15 C14 C13 108.7(3) . . ? C15 C14 C19 127.2(3) . . ? C13 C14 C19 124.2(3) . . ? C15 C14 Rh1 73.20(18) . . ? C13 C14 Rh1 66.82(16) . . ? C19 C14 Rh1 126.1(2) . . ? C14 C15 C11 107.6(3) . . ? C14 C15 C20 126.7(3) . . ? C11 C15 C20 125.4(3) . . ? C14 C15 Rh1 70.88(17) . . ? C11 C15 Rh1 66.11(16) . . ? C20 C15 Rh1 132.8(2) . . ? C21 N2 Rh1 173.4(3) . . ? N2 C21 C22 179.4(4) . . ? F1 P1 F6 93.6(3) . . ? F1 P1 F3 89.7(2) . . ? F6 P1 F3 89.7(2) . . ? F1 P1 F5 90.9(2) . . ? F6 P1 F5 89.85(19) . . ? F3 P1 F5 179.3(2) . . ? F1 P1 F2 176.2(3) . . ? F6 P1 F2 89.3(2) . . ? F3 P1 F2 87.9(2) . . ? F5 P1 F2 91.55(19) . . ? F1 P1 F4A 89.7(3) . . ? F6 P1 F4A 176.7(3) . . ? F3 P1 F4A 90.0(2) . . ? F5 P1 F4A 90.39(19) . . ? F2 P1 F4A 87.4(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.041 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.077 #===END data_04012 _database_code_depnum_ccdc_archive 'CCDC 772796' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C25 H28 N2 Ir) + (F6 P)' _chemical_formula_sum 'C25 H28 F6 Ir N2 P' _chemical_formula_weight 693.66 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' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.6691(4) _cell_length_b 27.6056(12) _cell_length_c 11.2039(5) _cell_angle_alpha 90.00 _cell_angle_beta 110.8060(10) _cell_angle_gamma 90.00 _cell_volume 2506.42(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 10912 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 28.52 _exptl_crystal_description octahedron _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.838 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 5.452 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.558 _exptl_absorpt_correction_T_max 0.862 _exptl_absorpt_process_details ; absorption correction based on 14577 reflections (SADABS); Rint 0.12 before correction and 0.027 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21132 _diffrn_reflns_av_R_equivalents 0.0290 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5464 _reflns_number_gt 4829 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0327P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5464 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0230 _refine_ls_wR_factor_ref 0.0563 _refine_ls_wR_factor_gt 0.0551 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _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 Ir1 Ir 0.028637(14) 0.131706(4) 0.670234(11) 0.02217(5) Uani 1 1 d . . . N1 N 0.1678(3) 0.19086(9) 0.7684(2) 0.0238(5) Uani 1 1 d . . . N2 N -0.0452(3) 0.11464(10) 0.8193(2) 0.0273(6) Uani 1 1 d . . . C1 C -0.1420(4) 0.18640(11) 0.6262(3) 0.0243(6) Uani 1 1 d . . . C2 C -0.3102(4) 0.18411(13) 0.5541(3) 0.0328(8) Uani 1 1 d . . . H2 H -0.3588 0.1540 0.5197 0.039 Uiso 1 1 calc R . . C3 C -0.4074(4) 0.22566(13) 0.5322(3) 0.0364(8) Uani 1 1 d . . . H3 H -0.5209 0.2235 0.4805 0.044 Uiso 1 1 calc R . . C4 C -0.3425(4) 0.27021(13) 0.5842(3) 0.0383(8) Uani 1 1 d . . . H4 H -0.4110 0.2981 0.5682 0.046 Uiso 1 1 calc R . . C5 C -0.1776(4) 0.27336(12) 0.6591(3) 0.0335(8) Uani 1 1 d . . . H5 H -0.1314 0.3032 0.6973 0.040 Uiso 1 1 calc R . . C6 C -0.0798(4) 0.23184(11) 0.6778(3) 0.0267(7) Uani 1 1 d . . . C7 C 0.0915(4) 0.23167(11) 0.7541(3) 0.0278(7) Uani 1 1 d . . . H7 H 0.1469 0.2605 0.7927 0.033 Uiso 1 1 calc R . . C8 C 0.3398(4) 0.18916(11) 0.8414(3) 0.0272(7) Uani 1 1 d . . . C9 C 0.4494(4) 0.21773(13) 0.8084(3) 0.0334(8) Uani 1 1 d . . . H9 H 0.4103 0.2386 0.7365 0.040 Uiso 1 1 calc R . . C10 C 0.6155(4) 0.21584(13) 0.8799(4) 0.0430(9) Uani 1 1 d . . . H10 H 0.6914 0.2348 0.8561 0.052 Uiso 1 1 calc R . . C11 C 0.6713(4) 0.18644(14) 0.9860(4) 0.0441(10) Uani 1 1 d . . . H11 H 0.7852 0.1861 1.0372 0.053 Uiso 1 1 calc R . . C12 C 0.5624(4) 0.15753(15) 1.0180(3) 0.0424(9) Uani 1 1 d . . . H12 H 0.6016 0.1371 1.0909 0.051 Uiso 1 1 calc R . . C13 C 0.3962(4) 0.15816(13) 0.9443(3) 0.0324(7) Uani 1 1 d . . . H13 H 0.3215 0.1374 0.9643 0.039 Uiso 1 1 calc R . . C14 C -0.0914(4) 0.09696(11) 0.8913(3) 0.0296(7) Uani 1 1 d . . . C15 C -0.1505(5) 0.07294(13) 0.9815(3) 0.0411(9) Uani 1 1 d . . . H15A H -0.2701 0.0773 0.9553 0.062 Uiso 1 1 calc R . . H15B H -0.0963 0.0869 1.0666 0.062 Uiso 1 1 calc R . . H15C H -0.1250 0.0383 0.9838 0.062 Uiso 1 1 calc R . . C16 C -0.0290(4) 0.10500(11) 0.4779(3) 0.0279(7) Uani 1 1 d . . . C17 C 0.1388(4) 0.11935(11) 0.5298(3) 0.0298(7) Uani 1 1 d . . . C18 C 0.2237(4) 0.08662(11) 0.6325(3) 0.0316(7) Uani 1 1 d . . . C19 C 0.1061(4) 0.05563(11) 0.6504(3) 0.0303(7) Uani 1 1 d . . . C20 C -0.0544(4) 0.06722(11) 0.5568(3) 0.0284(7) Uani 1 1 d . . . C21 C -0.1535(5) 0.12492(13) 0.3591(3) 0.0410(9) Uani 1 1 d . . . H21A H -0.1405 0.1601 0.3572 0.061 Uiso 1 1 calc R . . H21B H -0.2647 0.1173 0.3574 0.061 Uiso 1 1 calc R . . H21C H -0.1373 0.1104 0.2846 0.061 Uiso 1 1 calc R . . C22 C 0.2213(5) 0.15684(13) 0.4772(4) 0.0462(10) Uani 1 1 d . . . H22A H 0.2567 0.1422 0.4114 0.069 Uiso 1 1 calc R . . H22B H 0.3177 0.1697 0.5461 0.069 Uiso 1 1 calc R . . H22C H 0.1437 0.1832 0.4396 0.069 Uiso 1 1 calc R . . C23 C 0.4069(4) 0.08454(14) 0.7016(4) 0.0483(10) Uani 1 1 d . . . H23A H 0.4304 0.0701 0.7862 0.072 Uiso 1 1 calc R . . H23B H 0.4525 0.1174 0.7110 0.072 Uiso 1 1 calc R . . H23C H 0.4573 0.0647 0.6527 0.072 Uiso 1 1 calc R . . C24 C 0.1372(5) 0.01621(12) 0.7486(3) 0.0450(10) Uani 1 1 d . . . H24A H 0.1613 -0.0142 0.7134 0.068 Uiso 1 1 calc R . . H24B H 0.0392 0.0120 0.7718 0.068 Uiso 1 1 calc R . . H24C H 0.2315 0.0251 0.8248 0.068 Uiso 1 1 calc R . . C25 C -0.2111(4) 0.03992(13) 0.5373(4) 0.0407(9) Uani 1 1 d . . . H25A H -0.3043 0.0574 0.4762 0.061 Uiso 1 1 calc R . . H25B H -0.2280 0.0370 0.6190 0.061 Uiso 1 1 calc R . . H25C H -0.2035 0.0075 0.5041 0.061 Uiso 1 1 calc R . . P1 P 0.32079(12) 0.06350(3) 0.21594(9) 0.0386(2) Uani 1 1 d . . . F1 F 0.2596(9) 0.0656(3) 0.0690(5) 0.069(2) Uani 0.50 1 d P A 1 F2 F 0.3782(8) 0.0599(3) 0.3654(4) 0.0725(19) Uani 0.50 1 d P A 1 F3 F 0.4170(13) 0.1087(3) 0.2322(8) 0.116(4) Uani 0.50 1 d P A 1 F4 F 0.4719(12) 0.0328(5) 0.2213(9) 0.124(4) Uani 0.50 1 d P A 1 F5 F 0.2193(16) 0.0166(4) 0.2008(7) 0.153(5) Uani 0.50 1 d P A 1 F6 F 0.1665(10) 0.0910(7) 0.2236(14) 0.207(8) Uani 0.50 1 d P A 1 F1' F 0.2266(9) 0.1103(2) 0.1476(7) 0.079(2) Uani 0.50 1 d P A 2 F3' F 0.4535(10) 0.0665(3) 0.1518(9) 0.108(3) Uani 0.50 1 d P A 2 F2' F 0.4044(13) 0.0189(3) 0.2798(12) 0.132(5) Uani 0.50 1 d P A 2 F4' F 0.4316(8) 0.0998(5) 0.3184(12) 0.147(6) Uani 0.50 1 d P A 2 F5' F 0.1906(11) 0.0626(3) 0.2736(10) 0.096(4) Uani 0.50 1 d P A 2 F6' F 0.2070(11) 0.0344(5) 0.1004(14) 0.177(6) Uani 0.50 1 d P 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 Ir1 0.01994(7) 0.02117(7) 0.02477(7) -0.00002(5) 0.00717(5) -0.00112(5) N1 0.0200(13) 0.0254(13) 0.0255(13) -0.0013(10) 0.0075(11) -0.0028(10) N2 0.0237(15) 0.0290(14) 0.0277(15) -0.0008(11) 0.0072(12) 0.0014(11) C1 0.0227(16) 0.0275(16) 0.0238(15) 0.0044(12) 0.0095(13) 0.0016(13) C2 0.0272(18) 0.0381(19) 0.0341(18) 0.0036(15) 0.0124(15) -0.0034(15) C3 0.0205(17) 0.047(2) 0.043(2) 0.0175(17) 0.0129(15) 0.0058(15) C4 0.031(2) 0.0362(19) 0.052(2) 0.0164(17) 0.0209(17) 0.0129(16) C5 0.036(2) 0.0259(17) 0.044(2) 0.0064(15) 0.0220(17) 0.0034(15) C6 0.0270(17) 0.0265(16) 0.0307(17) 0.0060(13) 0.0153(14) 0.0032(13) C7 0.0303(18) 0.0239(16) 0.0319(17) -0.0026(13) 0.0143(14) -0.0040(13) C8 0.0220(16) 0.0306(17) 0.0281(16) -0.0077(13) 0.0076(13) -0.0033(13) C9 0.0295(19) 0.0318(18) 0.041(2) -0.0046(14) 0.0146(16) -0.0052(14) C10 0.027(2) 0.041(2) 0.063(3) -0.0147(19) 0.0187(18) -0.0100(16) C11 0.0191(18) 0.055(2) 0.050(2) -0.0155(19) 0.0021(16) -0.0029(17) C12 0.032(2) 0.057(2) 0.0321(19) -0.0030(17) 0.0044(16) 0.0102(18) C13 0.0235(17) 0.043(2) 0.0313(17) -0.0028(15) 0.0101(14) 0.0001(15) C14 0.0257(17) 0.0314(18) 0.0313(17) 0.0008(14) 0.0096(14) 0.0037(14) C15 0.041(2) 0.043(2) 0.045(2) 0.0107(17) 0.0228(18) -0.0010(17) C16 0.0346(18) 0.0258(16) 0.0253(16) -0.0030(13) 0.0130(14) -0.0001(14) C17 0.0355(19) 0.0260(16) 0.0352(18) -0.0064(13) 0.0214(16) -0.0047(14) C18 0.0286(18) 0.0269(16) 0.0405(19) -0.0107(14) 0.0140(15) 0.0024(14) C19 0.037(2) 0.0213(16) 0.0328(18) -0.0025(13) 0.0127(15) 0.0002(14) C20 0.0331(18) 0.0227(16) 0.0304(17) -0.0063(13) 0.0124(15) -0.0054(13) C21 0.046(2) 0.047(2) 0.0259(18) 0.0027(15) 0.0079(16) 0.0063(17) C22 0.057(3) 0.039(2) 0.058(2) -0.0022(18) 0.040(2) -0.0084(19) C23 0.0253(19) 0.055(2) 0.061(3) -0.017(2) 0.0114(18) 0.0074(17) C24 0.064(3) 0.0257(18) 0.040(2) 0.0046(15) 0.0122(19) 0.0079(17) C25 0.040(2) 0.039(2) 0.044(2) -0.0089(16) 0.0160(17) -0.0146(17) P1 0.0350(5) 0.0347(5) 0.0435(5) 0.0012(4) 0.0108(4) -0.0048(4) F1 0.079(5) 0.087(5) 0.030(3) 0.016(3) 0.007(3) -0.006(4) F2 0.088(5) 0.089(4) 0.031(3) -0.009(3) 0.009(3) -0.037(4) F3 0.178(10) 0.053(4) 0.097(6) -0.007(4) 0.025(6) -0.078(5) F4 0.085(6) 0.148(9) 0.099(6) -0.046(6) -0.018(5) 0.084(6) F5 0.239(12) 0.149(8) 0.071(5) -0.036(5) 0.056(6) -0.174(9) F6 0.040(5) 0.342(19) 0.183(12) -0.194(12) -0.027(6) 0.062(9) F1' 0.077(5) 0.043(3) 0.108(6) 0.031(4) 0.024(4) 0.021(3) F3' 0.087(6) 0.115(6) 0.159(8) 0.004(6) 0.090(6) 0.009(5) F2' 0.125(8) 0.072(5) 0.230(12) 0.089(7) 0.100(8) 0.061(5) F4' 0.032(3) 0.196(12) 0.172(10) -0.142(9) -0.015(5) 0.011(5) F5' 0.092(7) 0.068(4) 0.174(9) 0.047(5) 0.103(7) 0.012(4) F6' 0.076(6) 0.177(11) 0.201(12) -0.154(10) -0.046(7) 0.030(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 Ir1 N2 2.044(3) . ? Ir1 C1 2.048(3) . ? Ir1 N1 2.095(2) . ? Ir1 C17 2.138(3) . ? Ir1 C20 2.157(3) . ? Ir1 C16 2.161(3) . ? Ir1 C19 2.240(3) . ? Ir1 C18 2.258(3) . ? N1 C7 1.287(4) . ? N1 C8 1.424(4) . ? N2 C14 1.132(4) . ? C1 C2 1.395(4) . ? C1 C6 1.406(4) . ? C2 C3 1.392(5) . ? C3 C4 1.391(5) . ? C4 C5 1.380(5) . ? C5 C6 1.396(4) . ? C6 C7 1.426(4) . ? C8 C13 1.379(4) . ? C8 C9 1.382(4) . ? C9 C10 1.378(4) . ? C10 C11 1.377(5) . ? C11 C12 1.377(5) . ? C12 C13 1.383(4) . ? C14 C15 1.446(4) . ? C16 C17 1.418(5) . ? C16 C20 1.434(4) . ? C16 C21 1.489(4) . ? C17 C18 1.443(5) . ? C17 C22 1.493(5) . ? C18 C19 1.399(4) . ? C18 C23 1.500(4) . ? C19 C20 1.450(4) . ? C19 C24 1.503(4) . ? C20 C25 1.500(4) . ? P1 F3 1.475(6) . ? P1 F2' 1.479(7) . ? P1 F5' 1.487(7) . ? P1 F1 1.541(5) . ? P1 F5 1.541(6) . ? P1 F4 1.543(7) . ? P1 F6' 1.545(7) . ? P1 F3' 1.560(6) . ? P1 F6 1.566(8) . ? P1 F4' 1.569(7) . ? P1 F2 1.571(5) . ? P1 F1' 1.573(5) . ? 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 N2 Ir1 C1 87.57(11) . . ? N2 Ir1 N1 92.29(10) . . ? C1 Ir1 N1 77.52(11) . . ? N2 Ir1 C17 156.29(12) . . ? C1 Ir1 C17 114.44(12) . . ? N1 Ir1 C17 100.71(11) . . ? N2 Ir1 C20 98.94(12) . . ? C1 Ir1 C20 113.90(12) . . ? N1 Ir1 C20 164.15(11) . . ? C17 Ir1 C20 65.01(12) . . ? N2 Ir1 C16 135.00(11) . . ? C1 Ir1 C16 96.89(12) . . ? N1 Ir1 C16 132.47(11) . . ? C17 Ir1 C16 38.51(12) . . ? C20 Ir1 C16 38.78(11) . . ? N2 Ir1 C19 93.26(12) . . ? C1 Ir1 C19 152.11(12) . . ? N1 Ir1 C19 130.23(11) . . ? C17 Ir1 C19 63.22(12) . . ? C20 Ir1 C19 38.45(12) . . ? C16 Ir1 C19 63.42(12) . . ? N2 Ir1 C18 119.92(12) . . ? C1 Ir1 C18 152.45(12) . . ? N1 Ir1 C18 101.41(11) . . ? C17 Ir1 C18 38.19(12) . . ? C20 Ir1 C18 63.27(12) . . ? C16 Ir1 C18 63.17(12) . . ? C19 Ir1 C18 36.25(11) . . ? C7 N1 C8 119.2(3) . . ? C7 N1 Ir1 116.2(2) . . ? C8 N1 Ir1 124.48(19) . . ? C14 N2 Ir1 167.2(3) . . ? C2 C1 C6 116.6(3) . . ? C2 C1 Ir1 128.5(2) . . ? C6 C1 Ir1 114.8(2) . . ? C3 C2 C1 120.5(3) . . ? C4 C3 C2 121.7(3) . . ? C5 C4 C3 119.2(3) . . ? C4 C5 C6 118.8(3) . . ? C5 C6 C1 123.1(3) . . ? C5 C6 C7 122.7(3) . . ? C1 C6 C7 114.1(3) . . ? N1 C7 C6 117.2(3) . . ? C13 C8 C9 120.3(3) . . ? C13 C8 N1 119.3(3) . . ? C9 C8 N1 120.4(3) . . ? C10 C9 C8 119.9(3) . . ? C11 C10 C9 119.9(3) . . ? C10 C11 C12 120.2(3) . . ? C11 C12 C13 120.1(4) . . ? C8 C13 C12 119.5(3) . . ? N2 C14 C15 178.2(4) . . ? C17 C16 C20 108.1(3) . . ? C17 C16 C21 125.1(3) . . ? C20 C16 C21 126.8(3) . . ? C17 C16 Ir1 69.87(18) . . ? C20 C16 Ir1 70.45(17) . . ? C21 C16 Ir1 127.1(2) . . ? C16 C17 C18 108.1(3) . . ? C16 C17 C22 126.7(3) . . ? C18 C17 C22 124.7(3) . . ? C16 C17 Ir1 71.62(18) . . ? C18 C17 Ir1 75.39(19) . . ? C22 C17 Ir1 125.6(2) . . ? C19 C18 C17 107.8(3) . . ? C19 C18 C23 126.5(3) . . ? C17 C18 C23 125.6(3) . . ? C19 C18 Ir1 71.18(18) . . ? C17 C18 Ir1 66.42(17) . . ? C23 C18 Ir1 130.6(2) . . ? C18 C19 C20 108.8(3) . . ? C18 C19 C24 126.7(3) . . ? C20 C19 C24 124.5(3) . . ? C18 C19 Ir1 72.58(18) . . ? C20 C19 Ir1 67.69(17) . . ? C24 C19 Ir1 126.1(2) . . ? C16 C20 C19 106.8(3) . . ? C16 C20 C25 127.3(3) . . ? C19 C20 C25 125.5(3) . . ? C16 C20 Ir1 70.77(17) . . ? C19 C20 Ir1 73.86(17) . . ? C25 C20 Ir1 126.6(2) . . ? F3 P1 F2' 119.1(6) . . ? F3 P1 F5' 116.3(5) . . ? F2' P1 F5' 95.4(5) . . ? F3 P1 F1 93.7(4) . . ? F2' P1 F1 118.2(6) . . ? F5' P1 F1 116.0(5) . . ? F3 P1 F5 179.1(5) . . ? F2' P1 F5 61.0(6) . . ? F5' P1 F5 62.7(5) . . ? F1 P1 F5 87.0(3) . . ? F3 P1 F4 91.4(7) . . ? F2' P1 F4 42.3(5) . . ? F5' P1 F4 137.7(7) . . ? F1 P1 F4 91.6(5) . . ? F5 P1 F4 89.2(7) . . ? F3 P1 F6' 135.0(8) . . ? F2' P1 F6' 91.7(7) . . ? F5' P1 F6' 89.9(7) . . ? F1 P1 F6' 41.4(6) . . ? F5 P1 F6' 45.7(6) . . ? F4 P1 F6' 91.6(4) . . ? F3 P1 F3' 62.3(5) . . ? F2' P1 F3' 87.3(4) . . ? F5' P1 F3' 177.4(5) . . ? F1 P1 F3' 62.4(4) . . ? F5 P1 F3' 118.6(5) . . ? F4 P1 F3' 45.0(5) . . ? F6' P1 F3' 89.8(7) . . ? F3 P1 F6 92.3(8) . . ? F2' P1 F6 131.2(9) . . ? F5' P1 F6 35.8(8) . . ? F1 P1 F6 93.6(6) . . ? F5 P1 F6 87.0(8) . . ? F4 P1 F6 173.4(10) . . ? F6' P1 F6 89.7(4) . . ? F3' P1 F6 141.6(10) . . ? F3 P1 F4' 36.6(5) . . ? F2' P1 F4' 96.4(7) . . ? F5' P1 F4' 93.1(6) . . ? F1 P1 F4' 130.3(7) . . ? F5 P1 F4' 142.6(7) . . ? F4 P1 F4' 91.8(4) . . ? F6' P1 F4' 171.1(9) . . ? F3' P1 F4' 86.7(5) . . ? F6 P1 F4' 87.9(4) . . ? F3 P1 F2 88.3(4) . . ? F2' P1 F2 61.1(5) . . ? F5' P1 F2 62.5(4) . . ? F1 P1 F2 177.9(4) . . ? F5 P1 F2 90.9(4) . . ? F4 P1 F2 88.9(5) . . ? F6' P1 F2 136.6(8) . . ? F3' P1 F2 119.2(4) . . ? F6 P1 F2 85.7(6) . . ? F4' P1 F2 51.8(5) . . ? F3 P1 F1' 62.6(4) . . ? F2' P1 F1' 178.2(5) . . ? F5' P1 F1' 83.2(4) . . ? F1 P1 F1' 61.7(4) . . ? F5 P1 F1' 117.3(6) . . ? F4 P1 F1' 139.1(7) . . ? F6' P1 F1' 87.2(6) . . ? F3' P1 F1' 94.2(5) . . ? F6 P1 F1' 47.4(7) . . ? F4' P1 F1' 84.8(5) . . ? F2 P1 F1' 118.9(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.995 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.094 #===END data_03168m _database_code_depnum_ccdc_archive 'CCDC 772797' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H21 N' _chemical_formula_sum 'C27 H21 N' _chemical_formula_weight 359.45 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.669(5) _cell_length_b 8.067(4) _cell_length_c 22.852(11) _cell_angle_alpha 90.00 _cell_angle_beta 102.836(9) _cell_angle_gamma 90.00 _cell_volume 1917.6(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 771 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 24.20 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13317 _diffrn_reflns_av_R_equivalents 0.1222 _diffrn_reflns_av_sigmaI/netI 0.1418 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3379 _reflns_number_gt 1474 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0637P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3379 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1574 _refine_ls_R_factor_gt 0.0666 _refine_ls_wR_factor_ref 0.1729 _refine_ls_wR_factor_gt 0.1397 _refine_ls_goodness_of_fit_ref 0.875 _refine_ls_restrained_S_all 0.875 _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 N1 N 0.2778(3) 0.2133(4) 0.45510(16) 0.0575(11) Uani 1 1 d . . . H1A H 0.2611 0.1122 0.4657 0.069 Uiso 1 1 calc R . . C1 C 0.3820(4) 0.2983(5) 0.49235(18) 0.0425(11) Uani 1 1 d . . . H1 H 0.3437 0.4109 0.4834 0.064 Uiso 1 1 d R . . C2 C 0.3962(4) 0.2605(5) 0.55841(18) 0.0411(11) Uani 1 1 d . . . C3 C 0.5201(4) 0.2261(5) 0.58473(18) 0.0392(10) Uani 1 1 d . . . C4 C 0.5954(4) 0.2277(5) 0.53722(17) 0.0379(10) Uani 1 1 d . . . C5 C 0.5140(4) 0.2650(5) 0.48199(18) 0.0404(10) Uani 1 1 d . . . C6 C 0.5623(4) 0.2693(5) 0.43057(19) 0.0502(12) Uani 1 1 d . . . H6 H 0.5074 0.2925 0.3927 0.060 Uiso 1 1 calc R . . C7 C 0.6919(4) 0.2390(5) 0.4353(2) 0.0493(12) Uani 1 1 d . . . H7 H 0.7259 0.2408 0.4002 0.059 Uiso 1 1 calc R . . C8 C 0.7723(4) 0.2065(5) 0.4902(2) 0.0465(11) Uani 1 1 d . . . H8 H 0.8611 0.1870 0.4925 0.056 Uiso 1 1 calc R . . C9 C 0.7257(4) 0.2018(5) 0.54182(18) 0.0424(11) Uani 1 1 d . . . H9 H 0.7816 0.1813 0.5797 0.051 Uiso 1 1 calc R . . C10 C 0.2009(4) 0.2767(5) 0.40371(17) 0.0412(11) Uani 1 1 d . . . C11 C 0.2366(4) 0.4105(5) 0.37299(17) 0.0363(10) Uani 1 1 d . . . H11 H 0.3156 0.4662 0.3881 0.044 Uiso 1 1 calc R . . C12 C 0.1566(4) 0.4617(5) 0.32036(18) 0.0457(11) Uani 1 1 d . . . H12 H 0.1817 0.5531 0.2994 0.055 Uiso 1 1 calc R . . C13 C 0.0424(4) 0.3855(6) 0.2974(2) 0.0514(12) Uani 1 1 d . . . H13 H -0.0118 0.4248 0.2613 0.062 Uiso 1 1 calc R . . C14 C 0.0064(4) 0.2528(6) 0.3264(2) 0.0546(13) Uani 1 1 d . . . H14 H -0.0725 0.1983 0.3099 0.066 Uiso 1 1 calc R . . C15 C 0.0827(4) 0.1962(5) 0.3796(2) 0.0482(12) Uani 1 1 d . . . H15 H 0.0561 0.1042 0.3997 0.058 Uiso 1 1 calc R . . C16 C 0.2832(4) 0.2590(5) 0.58594(18) 0.0407(10) Uani 1 1 d . . . C17 C 0.1769(4) 0.3627(5) 0.56417(19) 0.0477(12) Uani 1 1 d . . . H17 H 0.1767 0.4329 0.5308 0.057 Uiso 1 1 calc R . . C18 C 0.0725(4) 0.3633(6) 0.5911(2) 0.0551(13) Uani 1 1 d . . . H18 H 0.0022 0.4358 0.5769 0.066 Uiso 1 1 calc R . . C19 C 0.0710(4) 0.2585(6) 0.6385(2) 0.0547(12) Uani 1 1 d . . . H19 H -0.0004 0.2590 0.6571 0.066 Uiso 1 1 calc R . . C20 C 0.1719(4) 0.1539(5) 0.6590(2) 0.0490(12) Uani 1 1 d . . . H20 H 0.1701 0.0810 0.6914 0.059 Uiso 1 1 calc R . . C21 C 0.2760(4) 0.1537(5) 0.63287(19) 0.0448(11) Uani 1 1 d . . . H21 H 0.3449 0.0793 0.6474 0.054 Uiso 1 1 calc R . . C22 C 0.5782(3) 0.1894(5) 0.65005(18) 0.0361(10) Uani 1 1 d . . . C23 C 0.6499(4) 0.0456(5) 0.66500(18) 0.0383(10) Uani 1 1 d . . . H23 H 0.6644 -0.0248 0.6338 0.046 Uiso 1 1 calc R . . C24 C 0.7008(4) 0.0023(5) 0.72404(19) 0.0435(11) Uani 1 1 d . . . H24 H 0.7496 -0.0965 0.7331 0.052 Uiso 1 1 calc R . . C25 C 0.6804(4) 0.1028(6) 0.7695(2) 0.0502(12) Uani 1 1 d . . . H25 H 0.7139 0.0733 0.8102 0.060 Uiso 1 1 calc R . . C26 C 0.6100(4) 0.2488(6) 0.7554(2) 0.0514(12) Uani 1 1 d . . . H26 H 0.5962 0.3194 0.7866 0.062 Uiso 1 1 calc R . . C27 C 0.5600(4) 0.2912(5) 0.69573(19) 0.0441(11) Uani 1 1 d . . . H27 H 0.5130 0.3914 0.6865 0.053 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 N1 0.068(3) 0.040(2) 0.060(3) -0.004(2) 0.006(2) -0.014(2) C1 0.038(3) 0.038(3) 0.048(3) -0.002(2) 0.001(2) -0.003(2) C2 0.051(3) 0.027(2) 0.048(3) 0.003(2) 0.017(2) -0.004(2) C3 0.032(2) 0.035(2) 0.052(3) 0.016(2) 0.013(2) 0.004(2) C4 0.043(3) 0.028(2) 0.046(3) 0.001(2) 0.017(2) 0.001(2) C5 0.047(3) 0.032(2) 0.045(3) -0.003(2) 0.016(2) -0.005(2) C6 0.055(3) 0.041(3) 0.056(3) -0.001(2) 0.015(2) -0.014(2) C7 0.062(3) 0.041(3) 0.052(3) -0.007(2) 0.029(3) -0.010(2) C8 0.044(3) 0.042(3) 0.058(3) -0.005(2) 0.019(2) -0.003(2) C9 0.048(3) 0.034(2) 0.048(3) 0.002(2) 0.016(2) 0.002(2) C10 0.047(3) 0.049(3) 0.026(2) -0.001(2) 0.007(2) 0.016(2) C11 0.040(3) 0.040(2) 0.029(2) -0.001(2) 0.006(2) -0.001(2) C12 0.042(3) 0.051(3) 0.045(3) -0.003(2) 0.011(2) 0.005(2) C13 0.041(3) 0.060(3) 0.054(3) -0.004(3) 0.013(2) 0.002(2) C14 0.037(3) 0.058(3) 0.065(3) -0.015(3) 0.004(2) 0.000(2) C15 0.048(3) 0.036(3) 0.066(3) -0.006(2) 0.023(3) -0.001(2) C16 0.036(3) 0.031(2) 0.056(3) -0.005(2) 0.013(2) 0.001(2) C17 0.041(3) 0.042(3) 0.058(3) 0.001(2) 0.006(2) 0.000(2) C18 0.039(3) 0.056(3) 0.070(4) -0.013(3) 0.012(3) 0.009(2) C19 0.044(3) 0.059(3) 0.066(3) -0.009(3) 0.023(2) -0.009(3) C20 0.045(3) 0.046(3) 0.060(3) -0.004(2) 0.023(2) 0.000(2) C21 0.041(3) 0.033(2) 0.062(3) 0.004(2) 0.013(2) 0.000(2) C22 0.026(2) 0.033(2) 0.049(3) -0.005(2) 0.009(2) -0.0067(19) C23 0.032(2) 0.041(3) 0.040(3) -0.001(2) 0.004(2) 0.000(2) C24 0.035(3) 0.048(3) 0.044(3) 0.006(2) 0.001(2) 0.005(2) C25 0.041(3) 0.067(3) 0.038(3) 0.005(3) 0.000(2) -0.008(2) C26 0.043(3) 0.056(3) 0.057(3) -0.026(3) 0.015(2) -0.009(2) C27 0.036(3) 0.039(3) 0.055(3) 0.000(2) 0.007(2) -0.002(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 N1 C10 1.373(5) . ? N1 C1 1.418(5) . ? N1 H1A 0.8800 . ? C1 C5 1.502(5) . ? C1 C2 1.514(5) . ? C1 H1 0.9990 . ? C2 C3 1.354(5) . ? C2 C16 1.479(5) . ? C3 C4 1.487(5) . ? C3 C22 1.513(5) . ? C4 C9 1.387(5) . ? C4 C5 1.397(5) . ? C5 C6 1.385(5) . ? C6 C7 1.384(5) . ? C6 H6 0.9500 . ? C7 C8 1.379(5) . ? C7 H7 0.9500 . ? C8 C9 1.378(5) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.386(5) . ? C10 C15 1.417(5) . ? C11 C12 1.375(5) . ? C11 H11 0.9500 . ? C12 C13 1.361(5) . ? C12 H12 0.9500 . ? C13 C14 1.359(6) . ? C13 H13 0.9500 . ? C14 C15 1.380(5) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C21 1.384(5) . ? C16 C17 1.408(5) . ? C17 C18 1.387(6) . ? C17 H17 0.9500 . ? C18 C19 1.378(6) . ? C18 H18 0.9500 . ? C19 C20 1.366(5) . ? C19 H19 0.9500 . ? C20 C21 1.372(5) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C27 1.375(5) . ? C22 C23 1.390(5) . ? C23 C24 1.383(5) . ? C23 H23 0.9500 . ? C24 C25 1.372(5) . ? C24 H24 0.9500 . ? C25 C26 1.395(6) . ? C25 H25 0.9500 . ? C26 C27 1.392(5) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 N1 C1 125.0(4) . . ? C10 N1 H1A 117.5 . . ? C1 N1 H1A 117.5 . . ? N1 C1 C5 117.1(4) . . ? N1 C1 C2 113.1(3) . . ? C5 C1 C2 103.4(3) . . ? N1 C1 H1 94.9 . . ? C5 C1 H1 119.1 . . ? C2 C1 H1 109.5 . . ? C3 C2 C16 128.1(4) . . ? C3 C2 C1 110.8(3) . . ? C16 C2 C1 121.0(4) . . ? C2 C3 C4 107.9(3) . . ? C2 C3 C22 128.6(4) . . ? C4 C3 C22 123.6(3) . . ? C9 C4 C5 120.9(4) . . ? C9 C4 C3 129.7(4) . . ? C5 C4 C3 109.4(4) . . ? C6 C5 C4 119.9(4) . . ? C6 C5 C1 131.9(4) . . ? C4 C5 C1 108.2(3) . . ? C7 C6 C5 118.9(4) . . ? C7 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C8 C7 C6 120.9(4) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C9 C8 C7 120.9(4) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C4 118.5(4) . . ? C8 C9 H9 120.8 . . ? C4 C9 H9 120.8 . . ? N1 C10 C11 123.0(4) . . ? N1 C10 C15 118.3(4) . . ? C11 C10 C15 118.7(4) . . ? C12 C11 C10 119.3(4) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C13 C12 C11 122.0(4) . . ? C13 C12 H12 119.0 . . ? C11 C12 H12 119.0 . . ? C14 C13 C12 119.6(4) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 121.0(4) . . ? C13 C14 H14 119.5 . . ? C15 C14 H14 119.5 . . ? C14 C15 C10 119.4(4) . . ? C14 C15 H15 120.3 . . ? C10 C15 H15 120.3 . . ? C21 C16 C17 117.4(4) . . ? C21 C16 C2 121.7(4) . . ? C17 C16 C2 120.9(4) . . ? C18 C17 C16 120.5(4) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C19 C18 C17 119.9(4) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C20 C19 C18 120.1(4) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C21 120.3(4) . . ? C19 C20 H20 119.8 . . ? C21 C20 H20 119.8 . . ? C20 C21 C16 121.7(4) . . ? C20 C21 H21 119.1 . . ? C16 C21 H21 119.1 . . ? C27 C22 C23 118.3(4) . . ? C27 C22 C3 122.4(4) . . ? C23 C22 C3 119.2(4) . . ? C24 C23 C22 121.7(4) . . ? C24 C23 H23 119.1 . . ? C22 C23 H23 119.1 . . ? C25 C24 C23 119.7(4) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 119.5(4) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C27 C26 C25 120.2(4) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C22 C27 C26 120.6(4) . . ? C22 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? 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 C10 N1 C1 C5 -95.7(5) . . . . ? C10 N1 C1 C2 144.2(4) . . . . ? N1 C1 C2 C3 133.0(4) . . . . ? C5 C1 C2 C3 5.3(4) . . . . ? N1 C1 C2 C16 -45.2(5) . . . . ? C5 C1 C2 C16 -172.9(3) . . . . ? C16 C2 C3 C4 174.4(4) . . . . ? C1 C2 C3 C4 -3.7(4) . . . . ? C16 C2 C3 C22 -4.9(7) . . . . ? C1 C2 C3 C22 177.0(4) . . . . ? C2 C3 C4 C9 179.1(4) . . . . ? C22 C3 C4 C9 -1.5(7) . . . . ? C2 C3 C4 C5 0.4(5) . . . . ? C22 C3 C4 C5 179.8(4) . . . . ? C9 C4 C5 C6 2.8(6) . . . . ? C3 C4 C5 C6 -178.3(4) . . . . ? C9 C4 C5 C1 -175.9(3) . . . . ? C3 C4 C5 C1 3.0(4) . . . . ? N1 C1 C5 C6 51.5(6) . . . . ? C2 C1 C5 C6 176.7(4) . . . . ? N1 C1 C5 C4 -130.0(4) . . . . ? C2 C1 C5 C4 -4.9(4) . . . . ? C4 C5 C6 C7 -1.1(6) . . . . ? C1 C5 C6 C7 177.2(4) . . . . ? C5 C6 C7 C8 -0.5(6) . . . . ? C6 C7 C8 C9 0.5(6) . . . . ? C7 C8 C9 C4 1.1(6) . . . . ? C5 C4 C9 C8 -2.8(6) . . . . ? C3 C4 C9 C8 178.6(4) . . . . ? C1 N1 C10 C11 18.7(6) . . . . ? C1 N1 C10 C15 -164.5(4) . . . . ? N1 C10 C11 C12 177.1(4) . . . . ? C15 C10 C11 C12 0.3(5) . . . . ? C10 C11 C12 C13 0.3(6) . . . . ? C11 C12 C13 C14 -1.2(6) . . . . ? C12 C13 C14 C15 1.4(6) . . . . ? C13 C14 C15 C10 -0.7(6) . . . . ? N1 C10 C15 C14 -177.0(4) . . . . ? C11 C10 C15 C14 -0.1(6) . . . . ? C3 C2 C16 C21 -30.4(6) . . . . ? C1 C2 C16 C21 147.5(4) . . . . ? C3 C2 C16 C17 151.2(4) . . . . ? C1 C2 C16 C17 -30.9(6) . . . . ? C21 C16 C17 C18 3.0(6) . . . . ? C2 C16 C17 C18 -178.5(4) . . . . ? C16 C17 C18 C19 -1.7(7) . . . . ? C17 C18 C19 C20 -0.1(7) . . . . ? C18 C19 C20 C21 0.7(7) . . . . ? C19 C20 C21 C16 0.7(7) . . . . ? C17 C16 C21 C20 -2.4(6) . . . . ? C2 C16 C21 C20 179.1(4) . . . . ? C2 C3 C22 C27 -51.9(6) . . . . ? C4 C3 C22 C27 129.0(4) . . . . ? C2 C3 C22 C23 126.5(5) . . . . ? C4 C3 C22 C23 -52.7(5) . . . . ? C27 C22 C23 C24 1.1(6) . . . . ? C3 C22 C23 C24 -177.3(3) . . . . ? C22 C23 C24 C25 0.1(6) . . . . ? C23 C24 C25 C26 -0.9(6) . . . . ? C24 C25 C26 C27 0.5(6) . . . . ? C23 C22 C27 C26 -1.4(6) . . . . ? C3 C22 C27 C26 176.9(4) . . . . ? C25 C26 C27 C22 0.7(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.366 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.050 #===END data_03010 _database_code_depnum_ccdc_archive 'CCDC 772798' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C36 H38 Ir N O)+ (F6 P)- (C H2 Cl2)' _chemical_formula_sum 'C37 H40 Cl2 F6 Ir N O P' _chemical_formula_weight 922.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 '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 11.807(6) _cell_length_b 14.582(8) _cell_length_c 21.324(12) _cell_angle_alpha 90.00 _cell_angle_beta 95.270(9) _cell_angle_gamma 90.00 _cell_volume 3656(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8922 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 27.97 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1828 _exptl_absorpt_coefficient_mu 3.904 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.38 _exptl_absorpt_correction_T_max 0.65 _exptl_absorpt_process_details ; absorption correction based on 14584 reflections (SADABS); Rint 0.136 before correction and 0.043 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27890 _diffrn_reflns_av_R_equivalents 0.0638 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7169 _reflns_number_gt 5923 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0426P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7169 _refine_ls_number_parameters 448 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0773 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _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 Ir1 Ir 0.925905(14) 0.950565(11) 0.191026(8) 0.02039(7) Uani 1 1 d . . . O1 O 0.6204(3) 1.1892(2) 0.13717(17) 0.0388(9) Uani 1 1 d . . . N1 N 0.8152(3) 1.0500(2) 0.14910(17) 0.0231(8) Uani 1 1 d . . . C1 C 0.5521(5) 1.2597(4) 0.1615(3) 0.0584(17) Uani 1 1 d . . . H1A H 0.4764 1.2352 0.1672 0.088 Uiso 1 1 calc R . . H1B H 0.5449 1.3111 0.1319 0.088 Uiso 1 1 calc R . . H1C H 0.5881 1.2809 0.2022 0.088 Uiso 1 1 calc R . . C2 C 0.6279(4) 1.1126(4) 0.1770(2) 0.0369(12) Uani 1 1 d . . . H2A H 0.5505 1.0922 0.1848 0.044 Uiso 1 1 calc R . . H2B H 0.6688 1.1297 0.2180 0.044 Uiso 1 1 calc R . . C3 C 0.6896(4) 1.0356(3) 0.1483(3) 0.0324(12) Uani 1 1 d . . . H3A H 0.6758 0.9783 0.1714 0.039 Uiso 1 1 calc R . . H3B H 0.6574 1.0273 0.1041 0.039 Uiso 1 1 calc R . . C4 C 0.8405(4) 1.1167(3) 0.1136(2) 0.0293(11) Uani 1 1 d . . . H4 H 0.7788 1.1444 0.0889 0.035 Uiso 1 1 calc R . . C5 C 0.9518(4) 1.1547(3) 0.1068(2) 0.0274(10) Uani 1 1 d . . . C6 C 0.9511(5) 1.2387(3) 0.0730(2) 0.0371(13) Uani 1 1 d . . . H6 H 0.8819 1.2618 0.0528 0.045 Uiso 1 1 calc R . . C7 C 1.0508(5) 1.2864(4) 0.0697(3) 0.0437(14) Uani 1 1 d . . . H7 H 1.0507 1.3416 0.0460 0.052 Uiso 1 1 calc R . . C8 C 1.1509(5) 1.2547(4) 0.1004(2) 0.0391(13) Uani 1 1 d . . . H8 H 1.2191 1.2888 0.0987 0.047 Uiso 1 1 calc R . . C9 C 1.1525(4) 1.1738(3) 0.1336(2) 0.0316(11) Uani 1 1 d . . . H9 H 1.2219 1.1537 0.1554 0.038 Uiso 1 1 calc R . . C10 C 1.0552(4) 1.1205(3) 0.1361(2) 0.0238(10) Uani 1 1 d . . . C11 C 1.0702(4) 1.0294(3) 0.1665(2) 0.0225(10) Uani 1 1 d . . . C12 C 1.0597(4) 0.9465(3) 0.1276(2) 0.0203(9) Uani 1 1 d . . . C13 C 1.1522(4) 0.8772(3) 0.1278(2) 0.0254(10) Uani 1 1 d . . . C14 C 1.2637(4) 0.8966(4) 0.1532(2) 0.0309(11) Uani 1 1 d . . . H14 H 1.2807 0.9543 0.1724 0.037 Uiso 1 1 calc R . . C15 C 1.3480(4) 0.8324(4) 0.1505(2) 0.0391(13) Uani 1 1 d . . . H15 H 1.4229 0.8459 0.1682 0.047 Uiso 1 1 calc R . . C16 C 1.3255(5) 0.7487(4) 0.1223(3) 0.0459(14) Uani 1 1 d . . . H16 H 1.3840 0.7043 0.1211 0.055 Uiso 1 1 calc R . . C17 C 1.2166(5) 0.7299(4) 0.0956(2) 0.0408(13) Uani 1 1 d . . . H17 H 1.2011 0.6728 0.0751 0.049 Uiso 1 1 calc R . . C18 C 1.1303(4) 0.7932(3) 0.0983(2) 0.0318(11) Uani 1 1 d . . . H18 H 1.0559 0.7793 0.0801 0.038 Uiso 1 1 calc R . . C19 C 0.9503(4) 0.9311(3) 0.0962(2) 0.0204(10) Uani 1 1 d . . . C20 C 0.8955(4) 0.9200(3) 0.0396(2) 0.0259(10) Uani 1 1 d . . . H20 H 0.9389 0.9278 0.0046 0.031 Uiso 1 1 calc R . . C21 C 0.7749(4) 0.8971(3) 0.0254(2) 0.0260(10) Uani 1 1 d . . . C22 C 0.7095(5) 0.9430(4) -0.0213(3) 0.0411(13) Uani 1 1 d . . . H22 H 0.7434 0.9897 -0.0444 0.049 Uiso 1 1 calc R . . C23 C 0.5951(5) 0.9227(5) -0.0355(3) 0.0577(17) Uani 1 1 d . . . H23 H 0.5511 0.9559 -0.0674 0.069 Uiso 1 1 calc R . . C24 C 0.5459(5) 0.8536(5) -0.0028(3) 0.0594(18) Uani 1 1 d . . . H24 H 0.4676 0.8394 -0.0122 0.071 Uiso 1 1 calc R . . C25 C 0.6103(4) 0.8053(4) 0.0434(3) 0.0486(15) Uani 1 1 d . . . H25 H 0.5768 0.7572 0.0654 0.058 Uiso 1 1 calc R . . C26 C 0.7241(4) 0.8271(3) 0.0575(2) 0.0355(12) Uani 1 1 d . . . H26 H 0.7680 0.7940 0.0895 0.043 Uiso 1 1 calc R . . C27 C 1.0091(4) 0.8586(3) 0.2642(2) 0.0271(10) Uani 1 1 d . . . C28 C 0.9683(4) 0.9366(3) 0.2961(2) 0.0264(10) Uani 1 1 d . . . C29 C 0.8478(4) 0.9392(3) 0.2830(2) 0.0268(11) Uani 1 1 d . . . C30 C 0.8125(4) 0.8606(3) 0.2445(2) 0.0242(10) Uani 1 1 d . . . C31 C 0.9127(4) 0.8115(3) 0.2330(2) 0.0258(10) Uani 1 1 d . . . C32 C 1.1290(4) 0.8231(3) 0.2722(2) 0.0346(12) Uani 1 1 d . . . H32A H 1.1823 0.8745 0.2713 0.052 Uiso 1 1 calc R . . H32B H 1.1411 0.7804 0.2380 0.052 Uiso 1 1 calc R . . H32C H 1.1420 0.7912 0.3127 0.052 Uiso 1 1 calc R . . C33 C 1.0398(4) 0.9967(4) 0.3408(2) 0.0359(12) Uani 1 1 d . . . H33A H 0.9995 1.0543 0.3469 0.054 Uiso 1 1 calc R . . H33B H 1.1121 1.0099 0.3234 0.054 Uiso 1 1 calc R . . H33C H 1.0547 0.9653 0.3814 0.054 Uiso 1 1 calc R . . C34 C 0.7710(4) 1.0046(4) 0.3120(2) 0.0345(12) Uani 1 1 d . . . H34A H 0.7655 0.9876 0.3561 0.052 Uiso 1 1 calc R . . H34B H 0.6952 1.0023 0.2890 0.052 Uiso 1 1 calc R . . H34C H 0.8016 1.0669 0.3099 0.052 Uiso 1 1 calc R . . C35 C 0.6927(4) 0.8261(3) 0.2306(2) 0.0317(11) Uani 1 1 d . . . H35A H 0.6788 0.8120 0.1856 0.047 Uiso 1 1 calc R . . H35B H 0.6391 0.8733 0.2418 0.047 Uiso 1 1 calc R . . H35C H 0.6821 0.7705 0.2552 0.047 Uiso 1 1 calc R . . C36 C 0.9171(4) 0.7220(3) 0.2010(2) 0.0320(12) Uani 1 1 d . . . H36A H 0.8430 0.7089 0.1783 0.048 Uiso 1 1 calc R . . H36B H 0.9359 0.6739 0.2324 0.048 Uiso 1 1 calc R . . H36C H 0.9755 0.7238 0.1712 0.048 Uiso 1 1 calc R . . P1 P 0.59257(11) 0.55372(9) 0.18600(7) 0.0324(3) Uani 1 1 d . . . F1 F 0.6509(3) 0.6206(2) 0.13919(15) 0.0536(9) Uani 1 1 d . . . F2 F 0.6887(3) 0.5796(2) 0.24091(16) 0.0608(10) Uani 1 1 d . . . F3 F 0.5348(3) 0.4876(2) 0.23278(16) 0.0531(9) Uani 1 1 d . . . F4 F 0.4967(3) 0.5280(3) 0.13086(17) 0.0630(10) Uani 1 1 d . . . F5 F 0.5176(3) 0.6363(2) 0.20611(16) 0.0567(9) Uani 1 1 d . . . F6 F 0.6690(3) 0.4719(2) 0.1660(2) 0.0647(11) Uani 1 1 d . . . C37 C 0.6628(6) 0.4988(5) 0.0051(4) 0.076(2) Uani 1 1 d . . . H37A H 0.6431 0.5365 0.0411 0.091 Uiso 1 1 calc R . . H37B H 0.6183 0.5214 -0.0334 0.091 Uiso 1 1 calc R . . Cl1 Cl 0.80969(19) 0.50851(18) -0.00352(9) 0.0964(7) Uani 1 1 d . . . Cl2 Cl 0.6292(2) 0.38306(16) 0.01803(11) 0.1067(8) 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 Ir1 0.02161(10) 0.01812(10) 0.02155(11) 0.00063(7) 0.00246(7) -0.00011(7) O1 0.038(2) 0.037(2) 0.043(2) 0.0075(17) 0.0131(17) 0.0129(16) N1 0.0213(19) 0.024(2) 0.024(2) 0.0035(16) 0.0006(16) 0.0050(16) C1 0.066(4) 0.038(3) 0.075(5) 0.007(3) 0.028(4) 0.020(3) C2 0.033(3) 0.041(3) 0.038(3) 0.005(2) 0.010(2) 0.010(2) C3 0.029(3) 0.030(3) 0.038(3) 0.003(2) 0.001(2) 0.002(2) C4 0.033(3) 0.028(3) 0.027(3) 0.001(2) 0.003(2) 0.009(2) C5 0.035(3) 0.026(2) 0.022(2) 0.001(2) 0.010(2) 0.004(2) C6 0.050(3) 0.030(3) 0.033(3) 0.009(2) 0.014(3) 0.010(3) C7 0.061(4) 0.023(3) 0.049(4) 0.009(2) 0.021(3) 0.000(3) C8 0.050(3) 0.028(3) 0.042(3) 0.001(2) 0.014(3) -0.014(3) C9 0.034(3) 0.025(3) 0.036(3) -0.004(2) 0.003(2) -0.004(2) C10 0.032(3) 0.021(2) 0.019(2) -0.0013(18) 0.005(2) -0.001(2) C11 0.022(2) 0.017(2) 0.029(3) -0.0019(18) 0.007(2) -0.0024(18) C12 0.023(2) 0.019(2) 0.018(2) 0.0054(18) 0.0027(18) -0.0015(18) C13 0.026(2) 0.029(3) 0.022(2) 0.0050(19) 0.006(2) 0.005(2) C14 0.028(3) 0.039(3) 0.026(3) 0.000(2) 0.001(2) 0.001(2) C15 0.027(3) 0.054(4) 0.036(3) 0.005(3) 0.002(2) 0.009(3) C16 0.046(3) 0.049(3) 0.043(3) 0.011(3) 0.010(3) 0.024(3) C17 0.050(3) 0.033(3) 0.040(3) -0.002(2) 0.006(3) 0.016(3) C18 0.035(3) 0.030(3) 0.031(3) 0.002(2) 0.007(2) 0.003(2) C19 0.021(2) 0.017(2) 0.023(2) -0.0014(18) 0.0060(19) -0.0002(18) C20 0.030(3) 0.021(2) 0.028(3) -0.001(2) 0.007(2) 0.002(2) C21 0.027(2) 0.026(3) 0.025(3) -0.003(2) 0.002(2) 0.001(2) C22 0.038(3) 0.053(4) 0.031(3) 0.010(3) -0.004(2) -0.004(3) C23 0.044(4) 0.081(5) 0.045(4) 0.019(3) -0.013(3) 0.000(3) C24 0.030(3) 0.088(5) 0.057(4) 0.008(4) -0.008(3) -0.017(3) C25 0.034(3) 0.062(4) 0.047(4) 0.007(3) -0.005(3) -0.019(3) C26 0.034(3) 0.038(3) 0.033(3) 0.004(2) -0.006(2) -0.003(2) C27 0.034(3) 0.026(2) 0.022(2) 0.006(2) 0.004(2) 0.000(2) C28 0.035(3) 0.024(2) 0.020(2) 0.0065(19) 0.001(2) -0.005(2) C29 0.035(3) 0.023(2) 0.022(2) 0.0026(19) 0.005(2) 0.001(2) C30 0.031(2) 0.023(2) 0.018(2) 0.0053(19) -0.0010(19) -0.004(2) C31 0.034(3) 0.018(2) 0.027(3) 0.0070(19) 0.008(2) -0.002(2) C32 0.032(3) 0.038(3) 0.035(3) 0.016(2) 0.004(2) 0.004(2) C33 0.045(3) 0.033(3) 0.028(3) 0.004(2) -0.005(2) -0.009(2) C34 0.041(3) 0.039(3) 0.025(3) 0.000(2) 0.010(2) 0.007(2) C35 0.030(3) 0.032(3) 0.033(3) 0.004(2) 0.005(2) -0.004(2) C36 0.040(3) 0.026(3) 0.031(3) 0.000(2) 0.009(2) 0.003(2) P1 0.0268(7) 0.0321(7) 0.0374(8) -0.0003(6) -0.0025(6) 0.0023(6) F1 0.066(2) 0.049(2) 0.047(2) 0.0046(16) 0.0139(17) -0.0088(17) F2 0.064(2) 0.053(2) 0.058(2) 0.0099(18) -0.0279(18) -0.0153(18) F3 0.052(2) 0.0470(19) 0.062(2) 0.0083(17) 0.0113(17) -0.0063(16) F4 0.050(2) 0.084(3) 0.051(2) -0.0130(19) -0.0151(17) -0.0121(19) F5 0.066(2) 0.048(2) 0.057(2) 0.0041(17) 0.0128(17) 0.0270(17) F6 0.048(2) 0.044(2) 0.105(3) -0.007(2) 0.021(2) 0.0124(16) C37 0.080(5) 0.075(5) 0.073(5) -0.007(4) 0.013(4) -0.015(4) Cl1 0.1007(16) 0.1291(19) 0.0572(12) 0.0121(12) -0.0049(11) -0.0496(15) Cl2 0.139(2) 0.0887(16) 0.1021(17) -0.0310(13) 0.0654(15) -0.0335(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 Ir1 C19 2.087(4) . ? Ir1 N1 2.097(4) . ? Ir1 C11 2.159(4) . ? Ir1 C12 2.172(4) . ? Ir1 C27 2.216(4) . ? Ir1 C31 2.227(4) . ? Ir1 C29 2.249(5) . ? Ir1 C30 2.258(4) . ? Ir1 C28 2.259(5) . ? O1 C2 1.401(6) . ? O1 C1 1.432(6) . ? N1 C4 1.284(5) . ? N1 C3 1.496(6) . ? C2 C3 1.499(6) . ? C4 C5 1.445(6) . ? C5 C10 1.410(6) . ? C5 C6 1.421(6) . ? C6 C7 1.376(7) . ? C7 C8 1.378(8) . ? C8 C9 1.374(7) . ? C9 C10 1.392(6) . ? C10 C11 1.482(6) . ? C11 C12 1.464(6) . ? C12 C19 1.417(6) . ? C12 C13 1.488(6) . ? C13 C18 1.390(6) . ? C13 C14 1.406(6) . ? C14 C15 1.372(7) . ? C15 C16 1.375(8) . ? C16 C17 1.384(7) . ? C17 C18 1.379(6) . ? C19 C20 1.326(6) . ? C20 C21 1.466(6) . ? C21 C22 1.376(7) . ? C21 C26 1.396(6) . ? C22 C23 1.388(8) . ? C23 C24 1.383(8) . ? C24 C25 1.381(8) . ? C25 C26 1.386(7) . ? C27 C28 1.431(6) . ? C27 C31 1.439(6) . ? C27 C32 1.503(6) . ? C28 C29 1.426(7) . ? C28 C33 1.498(7) . ? C29 C30 1.449(6) . ? C29 C34 1.488(6) . ? C30 C31 1.424(6) . ? C30 C35 1.505(6) . ? C31 C36 1.475(6) . ? P1 F5 1.577(3) . ? P1 F6 1.577(3) . ? P1 F3 1.587(3) . ? P1 F1 1.596(3) . ? P1 F2 1.599(3) . ? P1 F4 1.600(3) . ? C37 Cl2 1.761(8) . ? C37 Cl1 1.766(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C19 Ir1 N1 79.47(15) . . ? C19 Ir1 C11 69.85(17) . . ? N1 Ir1 C11 90.20(16) . . ? C19 Ir1 C12 38.79(16) . . ? N1 Ir1 C12 102.34(15) . . ? C11 Ir1 C12 39.51(15) . . ? C19 Ir1 C27 120.49(17) . . ? N1 Ir1 C27 159.55(16) . . ? C11 Ir1 C27 100.61(17) . . ? C12 Ir1 C27 96.96(16) . . ? C19 Ir1 C31 106.61(16) . . ? N1 Ir1 C31 137.47(16) . . ? C11 Ir1 C31 131.90(17) . . ? C12 Ir1 C31 107.88(16) . . ? C27 Ir1 C31 37.78(17) . . ? C19 Ir1 C29 159.83(17) . . ? N1 Ir1 C29 97.65(16) . . ? C11 Ir1 C29 130.29(17) . . ? C12 Ir1 C29 157.06(18) . . ? C27 Ir1 C29 62.14(17) . . ? C31 Ir1 C29 62.19(16) . . ? C19 Ir1 C30 123.45(16) . . ? N1 Ir1 C30 104.00(16) . . ? C11 Ir1 C30 161.76(17) . . ? C12 Ir1 C30 142.91(16) . . ? C27 Ir1 C30 62.47(16) . . ? C31 Ir1 C30 37.00(16) . . ? C29 Ir1 C30 37.50(16) . . ? C19 Ir1 C28 155.53(17) . . ? N1 Ir1 C28 123.91(16) . . ? C11 Ir1 C28 100.39(17) . . ? C12 Ir1 C28 120.48(17) . . ? C27 Ir1 C28 37.28(16) . . ? C31 Ir1 C28 62.43(16) . . ? C29 Ir1 C28 36.88(17) . . ? C30 Ir1 C28 62.25(16) . . ? C2 O1 C1 111.0(4) . . ? C4 N1 C3 112.6(4) . . ? C4 N1 Ir1 127.2(3) . . ? C3 N1 Ir1 119.1(3) . . ? O1 C2 C3 110.9(4) . . ? N1 C3 C2 114.1(4) . . ? N1 C4 C5 127.8(4) . . ? C10 C5 C6 119.6(4) . . ? C10 C5 C4 125.3(4) . . ? C6 C5 C4 114.7(4) . . ? C7 C6 C5 119.8(5) . . ? C6 C7 C8 120.4(5) . . ? C9 C8 C7 120.3(5) . . ? C8 C9 C10 121.8(5) . . ? C9 C10 C5 118.0(4) . . ? C9 C10 C11 116.9(4) . . ? C5 C10 C11 125.0(4) . . ? C12 C11 C10 119.5(4) . . ? C12 C11 Ir1 70.8(2) . . ? C10 C11 Ir1 121.2(3) . . ? C19 C12 C11 115.1(4) . . ? C19 C12 C13 122.0(4) . . ? C11 C12 C13 122.4(4) . . ? C19 C12 Ir1 67.4(2) . . ? C11 C12 Ir1 69.7(2) . . ? C13 C12 Ir1 126.3(3) . . ? C18 C13 C14 118.7(4) . . ? C18 C13 C12 119.5(4) . . ? C14 C13 C12 121.7(4) . . ? C15 C14 C13 120.3(5) . . ? C14 C15 C16 120.8(5) . . ? C15 C16 C17 119.4(5) . . ? C18 C17 C16 120.8(5) . . ? C17 C18 C13 120.1(5) . . ? C20 C19 C12 142.8(4) . . ? C20 C19 Ir1 143.0(3) . . ? C12 C19 Ir1 73.9(3) . . ? C19 C20 C21 126.9(4) . . ? C22 C21 C26 118.2(4) . . ? C22 C21 C20 120.6(4) . . ? C26 C21 C20 121.2(4) . . ? C21 C22 C23 121.6(5) . . ? C24 C23 C22 119.4(5) . . ? C25 C24 C23 120.1(5) . . ? C24 C25 C26 119.8(5) . . ? C25 C26 C21 120.9(5) . . ? C28 C27 C31 108.2(4) . . ? C28 C27 C32 125.0(4) . . ? C31 C27 C32 125.8(4) . . ? C28 C27 Ir1 73.0(3) . . ? C31 C27 Ir1 71.5(2) . . ? C32 C27 Ir1 129.9(3) . . ? C29 C28 C27 107.5(4) . . ? C29 C28 C33 127.1(4) . . ? C27 C28 C33 125.0(4) . . ? C29 C28 Ir1 71.2(3) . . ? C27 C28 Ir1 69.7(3) . . ? C33 C28 Ir1 129.8(3) . . ? C28 C29 C30 108.6(4) . . ? C28 C29 C34 124.9(4) . . ? C30 C29 C34 126.0(4) . . ? C28 C29 Ir1 72.0(3) . . ? C30 C29 Ir1 71.6(2) . . ? C34 C29 Ir1 129.0(3) . . ? C31 C30 C29 107.2(4) . . ? C31 C30 C35 125.4(4) . . ? C29 C30 C35 126.4(4) . . ? C31 C30 Ir1 70.3(2) . . ? C29 C30 Ir1 70.9(2) . . ? C35 C30 Ir1 133.2(3) . . ? C30 C31 C27 108.3(4) . . ? C30 C31 C36 126.2(4) . . ? C27 C31 C36 125.1(4) . . ? C30 C31 Ir1 72.7(2) . . ? C27 C31 Ir1 70.7(2) . . ? C36 C31 Ir1 127.8(3) . . ? F5 P1 F6 179.3(2) . . ? F5 P1 F3 90.50(19) . . ? F6 P1 F3 90.0(2) . . ? F5 P1 F1 89.37(18) . . ? F6 P1 F1 90.2(2) . . ? F3 P1 F1 179.7(2) . . ? F5 P1 F2 90.0(2) . . ? F6 P1 F2 89.5(2) . . ? F3 P1 F2 90.01(19) . . ? F1 P1 F2 89.77(19) . . ? F5 P1 F4 90.1(2) . . ? F6 P1 F4 90.4(2) . . ? F3 P1 F4 90.2(2) . . ? F1 P1 F4 90.0(2) . . ? F2 P1 F4 179.8(2) . . ? Cl2 C37 Cl1 109.3(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.407 _refine_diff_density_min -0.861 _refine_diff_density_rms 0.131 #===END data_09059 _database_code_depnum_ccdc_archive 'CCDC 772799' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H29 Cl N Rh' _chemical_formula_sum 'C26 H29 Cl N Rh' _chemical_formula_weight 493.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.159(4) _cell_length_b 14.219(4) _cell_length_c 23.675(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4430(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 518 _cell_measurement_theta_min 2.278 _cell_measurement_theta_max 24.254 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 0.904 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.543 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 3325 relections(SADABS);Rint 0.1335 before correction and 0.0632 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32847 _diffrn_reflns_av_R_equivalents 0.2825 _diffrn_reflns_av_sigmaI/netI 0.1895 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4347 _reflns_number_gt 2426 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0267P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4347 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1518 _refine_ls_R_factor_gt 0.0723 _refine_ls_wR_factor_ref 0.1266 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 0.934 _refine_ls_restrained_S_all 0.934 _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 0.88635(4) 0.03957(4) 0.66411(2) 0.02100(17) Uani 1 1 d . . . Cl1 Cl 1.01260(13) -0.00866(13) 0.73212(8) 0.0302(5) Uani 1 1 d . . . N1 N 0.7811(4) -0.0450(4) 0.7037(2) 0.0219(14) Uani 1 1 d . . . C1 C 0.7026(5) -0.0815(5) 0.6816(3) 0.0228(18) Uani 1 1 d . . . H1 H 0.6548 -0.1071 0.7074 0.027 Uiso 1 1 calc R . . C2 C 0.6755(6) -0.0895(5) 0.6224(3) 0.0249(19) Uani 1 1 d . . . C3 C 0.5720(6) -0.0823(5) 0.6117(3) 0.034(2) Uani 1 1 d . . . H3 H 0.5264 -0.0711 0.6421 0.040 Uiso 1 1 calc R . . C4 C 0.5341(6) -0.0914(6) 0.5568(4) 0.039(2) Uani 1 1 d . . . H4 H 0.4634 -0.0846 0.5496 0.046 Uiso 1 1 calc R . . C5 C 0.5996(6) -0.1100(5) 0.5139(4) 0.038(2) Uani 1 1 d . . . H5 H 0.5744 -0.1161 0.4765 0.046 Uiso 1 1 calc R . . C6 C 0.7010(6) -0.1200(5) 0.5238(3) 0.034(2) Uani 1 1 d . . . H6 H 0.7446 -0.1362 0.4934 0.041 Uiso 1 1 calc R . . C7 C 0.7421(5) -0.1072(5) 0.5773(3) 0.0236(18) Uani 1 1 d . . . C8 C 0.8536(5) -0.1200(5) 0.5825(3) 0.0255(19) Uani 1 1 d . . . H8 H 0.8814 -0.1687 0.5597 0.031 Uiso 1 1 calc R . . C9 C 0.9221(5) -0.0725(5) 0.6150(3) 0.0222(18) Uani 1 1 d . . . C10 C 0.7861(5) -0.0509(6) 0.7659(3) 0.035(2) Uani 1 1 d . . . H10A H 0.7976 0.0120 0.7816 0.052 Uiso 1 1 calc R . . H10B H 0.8421 -0.0924 0.7770 0.052 Uiso 1 1 calc R . . H10C H 0.7220 -0.0761 0.7805 0.052 Uiso 1 1 calc R . . C11 C 1.0290(5) -0.1035(5) 0.6092(3) 0.0216(18) Uani 1 1 d . . . C12 C 1.0550(6) -0.1981(5) 0.6120(3) 0.0275(19) Uani 1 1 d . . . H12 H 1.0043 -0.2436 0.6204 0.033 Uiso 1 1 calc R . . C13 C 1.1549(6) -0.2269(6) 0.6027(3) 0.037(2) Uani 1 1 d . . . H13 H 1.1713 -0.2919 0.6034 0.044 Uiso 1 1 calc R . . C14 C 1.2303(6) -0.1615(7) 0.5924(3) 0.039(2) Uani 1 1 d . . . H14 H 1.2987 -0.1809 0.5869 0.047 Uiso 1 1 calc R . . C15 C 1.2050(6) -0.0691(6) 0.5902(3) 0.036(2) Uani 1 1 d . . . H15 H 1.2559 -0.0237 0.5819 0.044 Uiso 1 1 calc R . . C16 C 1.1070(5) -0.0399(6) 0.5997(3) 0.0281(17) Uani 1 1 d . . . H16 H 1.0923 0.0255 0.5998 0.034 Uiso 1 1 calc R . . C17 C 0.8023(5) 0.1387(5) 0.6138(3) 0.0196(17) Uani 1 1 d . . . C18 C 0.9077(5) 0.1457(5) 0.5979(3) 0.0223(18) Uani 1 1 d . . . C19 C 0.9611(5) 0.1718(5) 0.6468(3) 0.0258(19) Uani 1 1 d . . . C20 C 0.8901(6) 0.1896(5) 0.6917(3) 0.0245(17) Uani 1 1 d . . . C21 C 0.7930(5) 0.1702(5) 0.6706(3) 0.0249(18) Uani 1 1 d . . . C22 C 0.7179(5) 0.1251(5) 0.5720(3) 0.031(2) Uani 1 1 d . . . H22A H 0.6562 0.1056 0.5919 0.046 Uiso 1 1 calc R . . H22B H 0.7374 0.0766 0.5447 0.046 Uiso 1 1 calc R . . H22C H 0.7052 0.1844 0.5521 0.046 Uiso 1 1 calc R . . C23 C 0.9461(6) 0.1325(6) 0.5395(3) 0.037(2) Uani 1 1 d . . . H23A H 1.0204 0.1373 0.5395 0.056 Uiso 1 1 calc R . . H23B H 0.9174 0.1811 0.5149 0.056 Uiso 1 1 calc R . . H23C H 0.9259 0.0703 0.5257 0.056 Uiso 1 1 calc R . . C24 C 1.0719(5) 0.1936(6) 0.6521(3) 0.039(2) Uani 1 1 d . . . H24A H 1.1025 0.1522 0.6804 0.058 Uiso 1 1 calc R . . H24B H 1.0805 0.2593 0.6637 0.058 Uiso 1 1 calc R . . H24C H 1.1053 0.1837 0.6155 0.058 Uiso 1 1 calc R . . C25 C 0.9179(6) 0.2202(5) 0.7504(3) 0.036(2) Uani 1 1 d . . . H25A H 0.8561 0.2260 0.7733 0.055 Uiso 1 1 calc R . . H25B H 0.9525 0.2812 0.7488 0.055 Uiso 1 1 calc R . . H25C H 0.9632 0.1735 0.7675 0.055 Uiso 1 1 calc R . . C26 C 0.6944(5) 0.1798(5) 0.7019(3) 0.033(2) Uani 1 1 d . . . H26A H 0.7078 0.1827 0.7426 0.049 Uiso 1 1 calc R . . H26B H 0.6511 0.1254 0.6937 0.049 Uiso 1 1 calc R . . H26C H 0.6599 0.2375 0.6899 0.049 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 0.0215(3) 0.0201(3) 0.0213(3) 0.0010(3) 0.0012(3) 0.0014(3) Cl1 0.0326(11) 0.0318(11) 0.0261(11) 0.0006(9) -0.0051(9) 0.0053(9) N1 0.025(3) 0.020(3) 0.020(3) 0.001(3) 0.004(3) 0.006(3) C1 0.021(4) 0.017(4) 0.030(5) -0.002(3) 0.008(4) 0.001(3) C2 0.027(5) 0.012(4) 0.036(5) -0.005(4) 0.003(4) -0.003(4) C3 0.035(5) 0.034(5) 0.032(5) 0.003(4) 0.011(4) -0.007(4) C4 0.022(5) 0.032(5) 0.062(7) 0.005(5) -0.010(5) 0.000(4) C5 0.039(6) 0.034(5) 0.042(5) -0.004(4) -0.014(5) -0.006(4) C6 0.033(5) 0.031(5) 0.038(6) -0.009(4) 0.003(4) 0.003(4) C7 0.028(5) 0.018(4) 0.025(5) -0.002(4) -0.005(4) -0.006(4) C8 0.035(5) 0.018(4) 0.024(5) -0.001(3) 0.013(4) 0.000(4) C9 0.027(4) 0.025(4) 0.015(4) 0.005(3) 0.003(3) 0.002(3) C10 0.032(5) 0.040(5) 0.032(5) 0.007(5) 0.002(4) 0.005(4) C11 0.023(4) 0.024(5) 0.017(4) 0.005(3) 0.003(3) 0.004(4) C12 0.027(5) 0.019(4) 0.037(5) 0.000(4) 0.005(4) 0.000(4) C13 0.046(5) 0.039(6) 0.025(5) 0.002(4) 0.000(4) 0.016(5) C14 0.019(5) 0.071(7) 0.029(5) 0.002(5) 0.004(4) 0.016(5) C15 0.026(5) 0.048(6) 0.034(5) 0.007(4) -0.005(4) 0.010(4) C16 0.028(4) 0.032(4) 0.024(4) -0.003(4) -0.002(4) 0.009(5) C17 0.021(4) 0.017(4) 0.021(4) 0.002(3) -0.006(3) -0.003(3) C18 0.032(5) 0.020(4) 0.015(4) 0.006(3) -0.002(3) -0.001(3) C19 0.026(4) 0.019(4) 0.032(5) 0.013(4) -0.003(4) -0.006(4) C20 0.032(4) 0.010(4) 0.031(4) -0.005(3) -0.003(4) 0.001(4) C21 0.031(4) 0.021(4) 0.022(5) 0.002(4) 0.003(4) 0.010(4) C22 0.030(5) 0.027(5) 0.036(5) 0.003(4) -0.010(4) 0.000(4) C23 0.041(5) 0.038(5) 0.032(5) 0.010(4) 0.006(4) 0.001(4) C24 0.031(5) 0.039(5) 0.046(6) 0.006(4) -0.001(4) -0.010(4) C25 0.058(6) 0.017(5) 0.035(5) -0.006(4) -0.016(4) 0.003(4) C26 0.042(5) 0.020(5) 0.036(5) 0.003(4) 0.014(4) 0.002(4) _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 C9 2.029(7) . ? Rh1 N1 2.059(6) . ? Rh1 C17 2.151(7) . ? Rh1 C19 2.162(7) . ? Rh1 C18 2.195(7) . ? Rh1 C20 2.231(7) . ? Rh1 C21 2.233(7) . ? Rh1 Cl1 2.4130(19) . ? N1 C1 1.269(8) . ? N1 C10 1.479(8) . ? C1 C2 1.449(10) . ? C1 H1 0.9500 . ? C2 C3 1.389(9) . ? C2 C7 1.404(9) . ? C3 C4 1.399(10) . ? C3 H3 0.9500 . ? C4 C5 1.358(10) . ? C4 H4 0.9500 . ? C5 C6 1.362(9) . ? C5 H5 0.9500 . ? C6 C7 1.389(10) . ? C6 H6 0.9500 . ? C7 C8 1.484(9) . ? C8 C9 1.365(9) . ? C8 H8 0.9500 . ? C9 C11 1.480(9) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C16 1.385(9) . ? C11 C12 1.391(9) . ? C12 C13 1.394(9) . ? C12 H12 0.9500 . ? C13 C14 1.382(10) . ? C13 H13 0.9500 . ? C14 C15 1.357(11) . ? C14 H14 0.9500 . ? C15 C16 1.373(9) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C21 1.423(9) . ? C17 C18 1.440(9) . ? C17 C22 1.501(9) . ? C18 C19 1.405(9) . ? C18 C23 1.482(9) . ? C19 C20 1.437(9) . ? C19 C24 1.496(9) . ? C20 C21 1.400(9) . ? C20 C25 1.502(9) . ? C21 C26 1.499(8) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 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 C9 Rh1 N1 87.6(3) . . ? C9 Rh1 C17 108.5(3) . . ? N1 Rh1 C17 106.8(2) . . ? C9 Rh1 C19 118.0(3) . . ? N1 Rh1 C19 154.2(3) . . ? C17 Rh1 C19 63.8(3) . . ? C9 Rh1 C18 95.8(3) . . ? N1 Rh1 C18 144.3(2) . . ? C17 Rh1 C18 38.7(2) . . ? C19 Rh1 C18 37.6(2) . . ? C9 Rh1 C20 156.0(3) . . ? N1 Rh1 C20 116.1(3) . . ? C17 Rh1 C20 63.0(3) . . ? C19 Rh1 C20 38.1(3) . . ? C18 Rh1 C20 63.2(3) . . ? C9 Rh1 C21 145.2(3) . . ? N1 Rh1 C21 94.8(2) . . ? C17 Rh1 C21 37.8(2) . . ? C19 Rh1 C21 62.6(3) . . ? C18 Rh1 C21 63.1(3) . . ? C20 Rh1 C21 36.5(2) . . ? C9 Rh1 Cl1 90.0(2) . . ? N1 Rh1 Cl1 89.63(16) . . ? C17 Rh1 Cl1 155.42(19) . . ? C19 Rh1 Cl1 93.47(19) . . ? C18 Rh1 Cl1 125.75(19) . . ? C20 Rh1 Cl1 93.5(2) . . ? C21 Rh1 Cl1 124.7(2) . . ? C1 N1 C10 115.1(6) . . ? C1 N1 Rh1 126.8(5) . . ? C10 N1 Rh1 117.1(5) . . ? N1 C1 C2 129.1(7) . . ? N1 C1 H1 115.5 . . ? C2 C1 H1 115.5 . . ? C3 C2 C7 119.1(7) . . ? C3 C2 C1 114.3(7) . . ? C7 C2 C1 126.6(7) . . ? C2 C3 C4 120.8(7) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.1(7) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 121.0(8) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C7 121.6(7) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C6 C7 C2 118.3(7) . . ? C6 C7 C8 116.4(7) . . ? C2 C7 C8 125.2(7) . . ? C9 C8 C7 129.7(7) . . ? C9 C8 H8 115.1 . . ? C7 C8 H8 115.1 . . ? C8 C9 C11 115.4(6) . . ? C8 C9 Rh1 124.0(5) . . ? C11 C9 Rh1 120.5(5) . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 117.2(7) . . ? C16 C11 C9 121.7(7) . . ? C12 C11 C9 121.1(7) . . ? C11 C12 C13 120.5(7) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C14 C13 C12 120.5(8) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 118.8(7) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C16 121.1(8) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C15 C16 C11 121.7(8) . . ? C15 C16 H16 119.1 . . ? C11 C16 H16 119.1 . . ? C21 C17 C18 108.1(6) . . ? C21 C17 C22 126.9(6) . . ? C18 C17 C22 123.2(6) . . ? C21 C17 Rh1 74.2(4) . . ? C18 C17 Rh1 72.3(4) . . ? C22 C17 Rh1 131.4(5) . . ? C19 C18 C17 106.4(6) . . ? C19 C18 C23 129.1(7) . . ? C17 C18 C23 124.3(6) . . ? C19 C18 Rh1 69.9(4) . . ? C17 C18 Rh1 69.0(4) . . ? C23 C18 Rh1 128.5(5) . . ? C18 C19 C20 109.3(6) . . ? C18 C19 C24 127.7(7) . . ? C20 C19 C24 122.4(7) . . ? C18 C19 Rh1 72.5(4) . . ? C20 C19 Rh1 73.5(4) . . ? C24 C19 Rh1 127.4(5) . . ? C21 C20 C19 107.2(6) . . ? C21 C20 C25 127.5(7) . . ? C19 C20 C25 125.2(7) . . ? C21 C20 Rh1 71.8(4) . . ? C19 C20 Rh1 68.3(4) . . ? C25 C20 Rh1 123.6(5) . . ? C20 C21 C17 108.6(6) . . ? C20 C21 C26 126.6(7) . . ? C17 C21 C26 124.8(7) . . ? C20 C21 Rh1 71.7(4) . . ? C17 C21 Rh1 68.0(4) . . ? C26 C21 Rh1 125.9(5) . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 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 C9 Rh1 N1 C1 -64.7(6) . . . . ? C17 Rh1 N1 C1 43.9(6) . . . . ? C19 Rh1 N1 C1 108.1(7) . . . . ? C18 Rh1 N1 C1 31.9(8) . . . . ? C20 Rh1 N1 C1 111.6(6) . . . . ? C21 Rh1 N1 C1 80.6(6) . . . . ? Cl1 Rh1 N1 C1 -154.6(6) . . . . ? C9 Rh1 N1 C10 127.1(5) . . . . ? C17 Rh1 N1 C10 -124.3(5) . . . . ? C19 Rh1 N1 C10 -60.1(8) . . . . ? C18 Rh1 N1 C10 -136.3(5) . . . . ? C20 Rh1 N1 C10 -56.6(6) . . . . ? C21 Rh1 N1 C10 -87.6(5) . . . . ? Cl1 Rh1 N1 C10 37.2(5) . . . . ? C10 N1 C1 C2 -178.5(7) . . . . ? Rh1 N1 C1 C2 13.1(11) . . . . ? N1 C1 C2 C3 -145.7(7) . . . . ? N1 C1 C2 C7 37.1(12) . . . . ? C7 C2 C3 C4 -0.8(11) . . . . ? C1 C2 C3 C4 -178.2(7) . . . . ? C2 C3 C4 C5 1.9(12) . . . . ? C3 C4 C5 C6 0.1(12) . . . . ? C4 C5 C6 C7 -3.2(12) . . . . ? C5 C6 C7 C2 4.2(11) . . . . ? C5 C6 C7 C8 -179.9(7) . . . . ? C3 C2 C7 C6 -2.2(11) . . . . ? C1 C2 C7 C6 174.9(7) . . . . ? C3 C2 C7 C8 -177.6(7) . . . . ? C1 C2 C7 C8 -0.6(12) . . . . ? C6 C7 C8 C9 143.3(8) . . . . ? C2 C7 C8 C9 -41.1(12) . . . . ? C7 C8 C9 C11 -179.3(7) . . . . ? C7 C8 C9 Rh1 -3.8(11) . . . . ? N1 Rh1 C9 C8 56.8(6) . . . . ? C17 Rh1 C9 C8 -50.1(7) . . . . ? C19 Rh1 C9 C8 -119.6(6) . . . . ? C18 Rh1 C9 C8 -87.6(6) . . . . ? C20 Rh1 C9 C8 -115.0(8) . . . . ? C21 Rh1 C9 C8 -38.2(9) . . . . ? Cl1 Rh1 C9 C8 146.4(6) . . . . ? N1 Rh1 C9 C11 -127.9(5) . . . . ? C17 Rh1 C9 C11 125.2(5) . . . . ? C19 Rh1 C9 C11 55.7(6) . . . . ? C18 Rh1 C9 C11 87.7(6) . . . . ? C20 Rh1 C9 C11 60.3(9) . . . . ? C21 Rh1 C9 C11 137.1(5) . . . . ? Cl1 Rh1 C9 C11 -38.3(5) . . . . ? C8 C9 C11 C16 130.1(7) . . . . ? Rh1 C9 C11 C16 -45.6(9) . . . . ? C8 C9 C11 C12 -48.6(9) . . . . ? Rh1 C9 C11 C12 135.7(6) . . . . ? C16 C11 C12 C13 -3.2(11) . . . . ? C9 C11 C12 C13 175.6(7) . . . . ? C11 C12 C13 C14 2.2(12) . . . . ? C12 C13 C14 C15 -1.5(12) . . . . ? C13 C14 C15 C16 2.0(12) . . . . ? C14 C15 C16 C11 -3.2(12) . . . . ? C12 C11 C16 C15 3.7(10) . . . . ? C9 C11 C16 C15 -175.1(7) . . . . ? C9 Rh1 C17 C21 168.9(4) . . . . ? N1 Rh1 C17 C21 75.8(4) . . . . ? C19 Rh1 C17 C21 -78.3(4) . . . . ? C18 Rh1 C17 C21 -115.4(6) . . . . ? C20 Rh1 C17 C21 -35.4(4) . . . . ? Cl1 Rh1 C17 C21 -54.2(7) . . . . ? C9 Rh1 C17 C18 -75.7(4) . . . . ? N1 Rh1 C17 C18 -168.8(4) . . . . ? C19 Rh1 C17 C18 37.1(4) . . . . ? C20 Rh1 C17 C18 79.9(4) . . . . ? C21 Rh1 C17 C18 115.4(6) . . . . ? Cl1 Rh1 C17 C18 61.1(7) . . . . ? C9 Rh1 C17 C22 43.3(7) . . . . ? N1 Rh1 C17 C22 -49.8(7) . . . . ? C19 Rh1 C17 C22 156.1(8) . . . . ? C18 Rh1 C17 C22 119.0(8) . . . . ? C20 Rh1 C17 C22 -161.1(8) . . . . ? C21 Rh1 C17 C22 -125.6(9) . . . . ? Cl1 Rh1 C17 C22 -179.8(4) . . . . ? C21 C17 C18 C19 5.9(8) . . . . ? C22 C17 C18 C19 171.4(6) . . . . ? Rh1 C17 C18 C19 -60.2(5) . . . . ? C21 C17 C18 C23 -170.9(7) . . . . ? C22 C17 C18 C23 -5.3(11) . . . . ? Rh1 C17 C18 C23 123.0(7) . . . . ? C21 C17 C18 Rh1 66.1(5) . . . . ? C22 C17 C18 Rh1 -128.4(7) . . . . ? C9 Rh1 C18 C19 -129.9(5) . . . . ? N1 Rh1 C18 C19 136.2(5) . . . . ? C17 Rh1 C18 C19 117.6(6) . . . . ? C20 Rh1 C18 C19 38.0(4) . . . . ? C21 Rh1 C18 C19 79.2(5) . . . . ? Cl1 Rh1 C18 C19 -35.7(5) . . . . ? C9 Rh1 C18 C17 112.5(4) . . . . ? N1 Rh1 C18 C17 18.6(6) . . . . ? C19 Rh1 C18 C17 -117.6(6) . . . . ? C20 Rh1 C18 C17 -79.6(4) . . . . ? C21 Rh1 C18 C17 -38.4(4) . . . . ? Cl1 Rh1 C18 C17 -153.3(3) . . . . ? C9 Rh1 C18 C23 -5.3(7) . . . . ? N1 Rh1 C18 C23 -99.2(7) . . . . ? C17 Rh1 C18 C23 -117.8(8) . . . . ? C19 Rh1 C18 C23 124.6(8) . . . . ? C20 Rh1 C18 C23 162.6(7) . . . . ? C21 Rh1 C18 C23 -156.2(7) . . . . ? Cl1 Rh1 C18 C23 88.8(6) . . . . ? C17 C18 C19 C20 -5.2(8) . . . . ? C23 C18 C19 C20 171.4(7) . . . . ? Rh1 C18 C19 C20 -64.8(5) . . . . ? C17 C18 C19 C24 -176.2(7) . . . . ? C23 C18 C19 C24 0.4(13) . . . . ? Rh1 C18 C19 C24 124.2(8) . . . . ? C17 C18 C19 Rh1 59.6(5) . . . . ? C23 C18 C19 Rh1 -123.8(8) . . . . ? C9 Rh1 C19 C18 59.8(5) . . . . ? N1 Rh1 C19 C18 -112.0(6) . . . . ? C17 Rh1 C19 C18 -38.1(4) . . . . ? C20 Rh1 C19 C18 -117.1(6) . . . . ? C21 Rh1 C19 C18 -80.7(4) . . . . ? Cl1 Rh1 C19 C18 151.6(4) . . . . ? C9 Rh1 C19 C20 176.9(4) . . . . ? N1 Rh1 C19 C20 5.1(8) . . . . ? C17 Rh1 C19 C20 79.0(4) . . . . ? C18 Rh1 C19 C20 117.1(6) . . . . ? C21 Rh1 C19 C20 36.4(4) . . . . ? Cl1 Rh1 C19 C20 -91.3(4) . . . . ? C9 Rh1 C19 C24 -64.6(7) . . . . ? N1 Rh1 C19 C24 123.6(7) . . . . ? C17 Rh1 C19 C24 -162.6(8) . . . . ? C18 Rh1 C19 C24 -124.4(9) . . . . ? C20 Rh1 C19 C24 118.5(9) . . . . ? C21 Rh1 C19 C24 154.9(8) . . . . ? Cl1 Rh1 C19 C24 27.2(7) . . . . ? C18 C19 C20 C21 2.5(8) . . . . ? C24 C19 C20 C21 174.1(6) . . . . ? Rh1 C19 C20 C21 -61.6(5) . . . . ? C18 C19 C20 C25 -179.2(6) . . . . ? C24 C19 C20 C25 -7.6(11) . . . . ? Rh1 C19 C20 C25 116.7(7) . . . . ? C18 C19 C20 Rh1 64.1(5) . . . . ? C24 C19 C20 Rh1 -124.3(7) . . . . ? C9 Rh1 C20 C21 111.1(7) . . . . ? N1 Rh1 C20 C21 -59.7(5) . . . . ? C17 Rh1 C20 C21 36.7(4) . . . . ? C19 Rh1 C20 C21 117.8(6) . . . . ? C18 Rh1 C20 C21 80.3(4) . . . . ? Cl1 Rh1 C20 C21 -151.1(4) . . . . ? C9 Rh1 C20 C19 -6.7(9) . . . . ? N1 Rh1 C20 C19 -177.5(4) . . . . ? C17 Rh1 C20 C19 -81.1(4) . . . . ? C18 Rh1 C20 C19 -37.5(4) . . . . ? C21 Rh1 C20 C19 -117.8(6) . . . . ? Cl1 Rh1 C20 C19 91.2(4) . . . . ? C9 Rh1 C20 C25 -125.4(7) . . . . ? N1 Rh1 C20 C25 63.7(7) . . . . ? C17 Rh1 C20 C25 160.1(7) . . . . ? C19 Rh1 C20 C25 -118.8(8) . . . . ? C18 Rh1 C20 C25 -156.3(7) . . . . ? C21 Rh1 C20 C25 123.5(8) . . . . ? Cl1 Rh1 C20 C25 -27.6(6) . . . . ? C19 C20 C21 C17 1.3(8) . . . . ? C25 C20 C21 C17 -176.9(7) . . . . ? Rh1 C20 C21 C17 -58.1(5) . . . . ? C19 C20 C21 C26 -179.1(6) . . . . ? C25 C20 C21 C26 2.7(12) . . . . ? Rh1 C20 C21 C26 121.5(7) . . . . ? C19 C20 C21 Rh1 59.4(5) . . . . ? C25 C20 C21 Rh1 -118.8(7) . . . . ? C18 C17 C21 C20 -4.5(8) . . . . ? C22 C17 C21 C20 -169.3(6) . . . . ? Rh1 C17 C21 C20 60.4(5) . . . . ? C18 C17 C21 C26 175.9(6) . . . . ? C22 C17 C21 C26 11.1(12) . . . . ? Rh1 C17 C21 C26 -119.3(7) . . . . ? C18 C17 C21 Rh1 -64.9(5) . . . . ? C22 C17 C21 Rh1 130.3(7) . . . . ? C9 Rh1 C21 C20 -138.4(5) . . . . ? N1 Rh1 C21 C20 128.9(4) . . . . ? C17 Rh1 C21 C20 -119.8(6) . . . . ? C19 Rh1 C21 C20 -38.0(4) . . . . ? C18 Rh1 C21 C20 -80.5(4) . . . . ? Cl1 Rh1 C21 C20 36.0(5) . . . . ? C9 Rh1 C21 C17 -18.6(7) . . . . ? N1 Rh1 C21 C17 -111.3(4) . . . . ? C19 Rh1 C21 C17 81.8(4) . . . . ? C18 Rh1 C21 C17 39.3(4) . . . . ? C20 Rh1 C21 C17 119.8(6) . . . . ? Cl1 Rh1 C21 C17 155.8(3) . . . . ? C9 Rh1 C21 C26 99.2(7) . . . . ? N1 Rh1 C21 C26 6.5(6) . . . . ? C17 Rh1 C21 C26 117.8(8) . . . . ? C19 Rh1 C21 C26 -160.4(7) . . . . ? C18 Rh1 C21 C26 157.1(7) . . . . ? C20 Rh1 C21 C26 -122.4(8) . . . . ? Cl1 Rh1 C21 C26 -86.4(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.806 _refine_diff_density_min -1.307 _refine_diff_density_rms 0.139 #===END data_09079 _database_code_depnum_ccdc_archive 'CCDC 772800' #TrackingRef '- Youcef3_cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '4(C33 H31 Cl N2 Ru), H2 O, 2H2 O' _chemical_formula_sum 'C132 H130 Cl4 N8 O3 Ru4' _chemical_formula_weight 2422.52 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 23.312(3) _cell_length_b 13.9149(18) _cell_length_c 16.938(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5494.4(12) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 883 _cell_measurement_theta_min 2.577 _cell_measurement_theta_max 23.375 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2492 _exptl_absorpt_coefficient_mu 0.696 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.698 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 12818 reflections(SADABS);Rint 0.0962 before correction and 0.0500 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41341 _diffrn_reflns_av_R_equivalents 0.0988 _diffrn_reflns_av_sigmaI/netI 0.0990 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 26.00 _reflns_number_total 10752 _reflns_number_gt 8470 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The hydrogen atoms of one of the waters have been omitted from the model but have been included in all formulae. 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^)+(0.0174P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.48(3) _refine_ls_number_reflns 10752 _refine_ls_number_parameters 692 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.0775 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 0.887 _refine_ls_restrained_S_all 0.887 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.135816(16) 0.07809(3) 0.54928(2) 0.01779(9) Uani 1 1 d . . . Cl1 Cl 0.11610(6) -0.07963(10) 0.60406(8) 0.0295(3) Uani 1 1 d . . . N1 N 0.1071(2) 0.0191(3) 0.4440(3) 0.0209(12) Uani 1 1 d . . . N2 N 0.12317(19) 0.0511(3) 0.3710(3) 0.0194(11) Uani 1 1 d . . . C1 C 0.2162(2) 0.0310(4) 0.5082(3) 0.0205(13) Uani 1 1 d . . . C2 C 0.2412(2) 0.0637(4) 0.4421(3) 0.0208(13) Uani 1 1 d . . . C3 C 0.2144(2) 0.1381(4) 0.3891(3) 0.0218(13) Uani 1 1 d . . . C4 C 0.1590(2) 0.1349(4) 0.3591(3) 0.0195(12) Uani 1 1 d . . . C5 C 0.0698(2) -0.0508(4) 0.4292(3) 0.0243(14) Uani 1 1 d . . . H5 H 0.0511 -0.0875 0.4689 0.029 Uiso 1 1 calc R . . C6 C 0.0615(2) -0.0640(4) 0.3487(3) 0.0277(14) Uani 1 1 d . . . H6 H 0.0373 -0.1098 0.3238 0.033 Uiso 1 1 calc R . . C7 C 0.0949(3) 0.0021(4) 0.3135(4) 0.0274(16) Uani 1 1 d . . . H7 H 0.0982 0.0126 0.2583 0.033 Uiso 1 1 calc R . . C8 C 0.1354(2) 0.2086(4) 0.3153(3) 0.0219(14) Uani 1 1 d . . . H8 H 0.0968 0.2048 0.2977 0.026 Uiso 1 1 calc R . . C9 C 0.1685(2) 0.2881(4) 0.2970(3) 0.0246(14) Uani 1 1 d . . . H9 H 0.1527 0.3395 0.2672 0.029 Uiso 1 1 calc R . . C10 C 0.2238(3) 0.2922(4) 0.3222(3) 0.0294(15) Uani 1 1 d . . . H10 H 0.2471 0.3457 0.3084 0.035 Uiso 1 1 calc R . . C11 C 0.2465(2) 0.2187(4) 0.3677(3) 0.0238(14) Uani 1 1 d . . . H11 H 0.2852 0.2234 0.3850 0.029 Uiso 1 1 calc R . . C12 C 0.2455(2) -0.0449(4) 0.5553(4) 0.0233(12) Uani 1 1 d . . . C13 C 0.2589(2) -0.0338(4) 0.6347(3) 0.0271(15) Uani 1 1 d . . . H13 H 0.2494 0.0246 0.6607 0.032 Uiso 1 1 calc R . . C14 C 0.2859(3) -0.1064(5) 0.6770(4) 0.0381(17) Uani 1 1 d . . . H14 H 0.2953 -0.0970 0.7310 0.046 Uiso 1 1 calc R . . C15 C 0.2988(3) -0.1920(5) 0.6405(4) 0.0407(18) Uani 1 1 d . . . H15 H 0.3174 -0.2418 0.6691 0.049 Uiso 1 1 calc R . . C16 C 0.2849(2) -0.2051(4) 0.5626(4) 0.0321(16) Uani 1 1 d . . . H16 H 0.2927 -0.2649 0.5378 0.038 Uiso 1 1 calc R . . C17 C 0.2599(2) -0.1328(4) 0.5208(3) 0.0284(14) Uani 1 1 d . . . H17 H 0.2520 -0.1426 0.4664 0.034 Uiso 1 1 calc R . . C18 C 0.3003(2) 0.0352(4) 0.4165(3) 0.0191(14) Uani 1 1 d . . . C19 C 0.3478(2) 0.0460(4) 0.4662(4) 0.0273(15) Uani 1 1 d . . . H19 H 0.3427 0.0712 0.5179 0.033 Uiso 1 1 calc R . . C20 C 0.4018(3) 0.0205(4) 0.4407(4) 0.0334(17) Uani 1 1 d . . . H20 H 0.4338 0.0287 0.4748 0.040 Uiso 1 1 calc R . . C21 C 0.4098(3) -0.0170(4) 0.3659(4) 0.0345(17) Uani 1 1 d . . . H21 H 0.4472 -0.0353 0.3491 0.041 Uiso 1 1 calc R . . C22 C 0.3645(3) -0.0277(4) 0.3166(4) 0.0330(15) Uani 1 1 d . . . H22 H 0.3700 -0.0526 0.2649 0.040 Uiso 1 1 calc R . . C23 C 0.3100(3) -0.0019(4) 0.3419(3) 0.0277(15) Uani 1 1 d . . . H23 H 0.2785 -0.0099 0.3070 0.033 Uiso 1 1 calc R . . C24 C 0.0890(2) 0.2071(4) 0.5235(3) 0.0229(13) Uani 1 1 d . . . H24 H 0.0709 0.2130 0.4701 0.027 Uiso 1 1 calc R . . C25 C 0.0562(2) 0.1647(4) 0.5843(3) 0.0214(13) Uani 1 1 d . . . C26 C 0.0876(2) 0.1370(4) 0.6510(3) 0.0229(13) Uani 1 1 d . . . H26 H 0.0695 0.0907 0.6888 0.028 Uiso 1 1 calc R . . C27 C 0.1465(2) 0.1576(4) 0.6598(3) 0.0226(13) Uani 1 1 d . . . H27 H 0.1681 0.1270 0.7041 0.027 Uiso 1 1 calc R . . C28 C 0.1769(3) 0.2071(4) 0.6014(3) 0.0243(14) Uani 1 1 d . . . C29 C 0.1476(2) 0.2332(3) 0.5311(3) 0.0196(13) Uani 1 1 d . . . H29 H 0.1695 0.2573 0.4844 0.024 Uiso 1 1 calc R . . C30 C -0.0065(2) 0.1444(4) 0.5721(3) 0.0234(13) Uani 1 1 d . . . H30 H -0.0114 0.1226 0.5162 0.028 Uiso 1 1 calc R . . C31 C -0.0311(3) 0.0666(5) 0.6247(4) 0.0414(18) Uani 1 1 d . . . H31A H -0.0112 0.0058 0.6145 0.062 Uiso 1 1 calc R . . H31B H -0.0721 0.0589 0.6136 0.062 Uiso 1 1 calc R . . H31C H -0.0259 0.0848 0.6802 0.062 Uiso 1 1 calc R . . C32 C -0.0412(3) 0.2367(4) 0.5819(4) 0.043(2) Uani 1 1 d . . . H32A H -0.0342 0.2637 0.6345 0.064 Uiso 1 1 calc R . . H32B H -0.0821 0.2224 0.5759 0.064 Uiso 1 1 calc R . . H32C H -0.0294 0.2833 0.5416 0.064 Uiso 1 1 calc R . . C33 C 0.2395(2) 0.2322(4) 0.6098(4) 0.0317(15) Uani 1 1 d . . . H33A H 0.2436 0.3017 0.6172 0.047 Uiso 1 1 calc R . . H33B H 0.2602 0.2126 0.5620 0.047 Uiso 1 1 calc R . . H33C H 0.2556 0.1985 0.6556 0.047 Uiso 1 1 calc R . . Ru1A Ru 0.502788(17) 0.41419(3) 0.39873(2) 0.01586(9) Uani 1 1 d . . . Cl1A Cl 0.52317(6) 0.56621(9) 0.33416(8) 0.0254(3) Uani 1 1 d . . . N1A N 0.52961(19) 0.4795(3) 0.5039(3) 0.0147(10) Uani 1 1 d . . . N2A N 0.51259(18) 0.4496(3) 0.5766(3) 0.0173(11) Uani 1 1 d . . . C1A C 0.4232(2) 0.4623(3) 0.4377(3) 0.0153(12) Uani 1 1 d . . . C2A C 0.3966(2) 0.4313(4) 0.5035(3) 0.0180(12) Uani 1 1 d . . . C3A C 0.4229(2) 0.3590(3) 0.5576(3) 0.0151(11) Uani 1 1 d . . . C4A C 0.4782(2) 0.3651(4) 0.5891(3) 0.0167(12) Uani 1 1 d . . . C5A C 0.5655(2) 0.5513(4) 0.5172(3) 0.0199(14) Uani 1 1 d . . . H5A H 0.5841 0.5875 0.4772 0.024 Uiso 1 1 calc R . . C6A C 0.5723(2) 0.5668(4) 0.5981(4) 0.0243(14) Uani 1 1 d . . . H6A H 0.5959 0.6135 0.6229 0.029 Uiso 1 1 calc R . . C7A C 0.5383(2) 0.5011(4) 0.6335(3) 0.0144(12) Uani 1 1 d . . . H7A H 0.5334 0.4929 0.6888 0.017 Uiso 1 1 calc R . . C8A C 0.5019(3) 0.2933(4) 0.6355(3) 0.0245(14) Uani 1 1 d . . . H8A H 0.5398 0.2997 0.6552 0.029 Uiso 1 1 calc R . . C9A C 0.4701(3) 0.2128(4) 0.6529(3) 0.0270(14) Uani 1 1 d . . . H9A H 0.4857 0.1636 0.6853 0.032 Uiso 1 1 calc R . . C10A C 0.4151(2) 0.2043(4) 0.6227(3) 0.0236(13) Uani 1 1 d . . . H10A H 0.3931 0.1484 0.6339 0.028 Uiso 1 1 calc R . . C11A C 0.3919(2) 0.2761(4) 0.5766(3) 0.0223(14) Uani 1 1 d . . . H11A H 0.3538 0.2691 0.5573 0.027 Uiso 1 1 calc R . . C12A C 0.3938(2) 0.5393(3) 0.3891(3) 0.0176(12) Uani 1 1 d . . . C13A C 0.3805(2) 0.5270(4) 0.3096(3) 0.0241(14) Uani 1 1 d . . . H13A H 0.3887 0.4671 0.2850 0.029 Uiso 1 1 calc R . . C14A C 0.3558(2) 0.5993(4) 0.2655(4) 0.0307(15) Uani 1 1 d . . . H14A H 0.3469 0.5886 0.2115 0.037 Uiso 1 1 calc R . . C15A C 0.3440(2) 0.6871(4) 0.2995(4) 0.0294(15) Uani 1 1 d . . . H15A H 0.3272 0.7371 0.2691 0.035 Uiso 1 1 calc R . . C16A C 0.3565(2) 0.7012(4) 0.3770(4) 0.0324(15) Uani 1 1 d . . . H16A H 0.3482 0.7615 0.4007 0.039 Uiso 1 1 calc R . . C17A C 0.3813(2) 0.6283(4) 0.4223(3) 0.0243(14) Uani 1 1 d . . . H17A H 0.3897 0.6396 0.4764 0.029 Uiso 1 1 calc R . . C18A C 0.3363(2) 0.4574(4) 0.5275(3) 0.0164(13) Uani 1 1 d . . . C19A C 0.2909(2) 0.4472(4) 0.4756(3) 0.0216(13) Uani 1 1 d . . . H19A H 0.2981 0.4239 0.4238 0.026 Uiso 1 1 calc R . . C20A C 0.2358(3) 0.4696(4) 0.4969(4) 0.0266(15) Uani 1 1 d . . . H20A H 0.2056 0.4619 0.4597 0.032 Uiso 1 1 calc R . . C21A C 0.2237(2) 0.5028(4) 0.5704(4) 0.0303(16) Uani 1 1 d . . . H21A H 0.1854 0.5181 0.5848 0.036 Uiso 1 1 calc R . . C22A C 0.2680(3) 0.5140(4) 0.6240(4) 0.0344(18) Uani 1 1 d . . . H22A H 0.2604 0.5377 0.6756 0.041 Uiso 1 1 calc R . . C23A C 0.3237(3) 0.4905(4) 0.6022(3) 0.0279(14) Uani 1 1 d . . . H23A H 0.3538 0.4975 0.6396 0.033 Uiso 1 1 calc R . . C24A C 0.5508(2) 0.2869(3) 0.4305(3) 0.0170(12) Uani 1 1 d . . . H24A H 0.5690 0.2843 0.4839 0.020 Uiso 1 1 calc R . . C25A C 0.5827(2) 0.3275(4) 0.3674(3) 0.0199(13) Uani 1 1 d . . . C26A C 0.5518(2) 0.3487(4) 0.2992(3) 0.0195(13) Uani 1 1 d . . . H26A H 0.5697 0.3925 0.2594 0.023 Uiso 1 1 calc R . . C27A C 0.4916(2) 0.3267(4) 0.2915(3) 0.0213(13) Uani 1 1 d . . . H27A H 0.4695 0.3535 0.2459 0.026 Uiso 1 1 calc R . . C28A C 0.4621(2) 0.2817(4) 0.3537(3) 0.0180(12) Uani 1 1 d . . . C29A C 0.4927(3) 0.2605(3) 0.4235(3) 0.0196(13) Uani 1 1 d . . . H29A H 0.4712 0.2400 0.4717 0.024 Uiso 1 1 calc R . . C30A C 0.6457(2) 0.3492(4) 0.3768(3) 0.0271(14) Uani 1 1 d . . . H30A H 0.6514 0.3747 0.4314 0.032 Uiso 1 1 calc R . . C31A C 0.6683(2) 0.4244(4) 0.3197(3) 0.0348(16) Uani 1 1 d . . . H31D H 0.6693 0.3975 0.2662 0.052 Uiso 1 1 calc R . . H31E H 0.7072 0.4433 0.3355 0.052 Uiso 1 1 calc R . . H31F H 0.6432 0.4808 0.3206 0.052 Uiso 1 1 calc R . . C32A C 0.6800(3) 0.2557(4) 0.3704(4) 0.052(2) Uani 1 1 d . . . H32D H 0.6664 0.2100 0.4102 0.079 Uiso 1 1 calc R . . H32E H 0.7208 0.2692 0.3792 0.079 Uiso 1 1 calc R . . H32F H 0.6748 0.2281 0.3177 0.079 Uiso 1 1 calc R . . C33A C 0.3999(2) 0.2560(4) 0.3472(4) 0.0270(15) Uani 1 1 d . . . H33D H 0.3824 0.2928 0.3042 0.041 Uiso 1 1 calc R . . H33E H 0.3805 0.2712 0.3970 0.041 Uiso 1 1 calc R . . H33F H 0.3962 0.1871 0.3363 0.041 Uiso 1 1 calc R . . O1 O 0.6496(4) 0.2946(6) 0.5825(5) 0.044(2) Uani 0.50 1 d P . . H1B H 0.6334 0.2311 0.5898 0.053 Uiso 0.50 1 d PR . . H2B H 0.6935 0.2768 0.5801 0.053 Uiso 0.50 1 d PR . . O2 O 0.4933(2) 0.7865(3) 0.3596(3) 0.0587(16) 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 Ru1 0.0194(2) 0.0164(2) 0.0175(2) -0.0004(2) 0.0005(2) -0.00118(19) Cl1 0.0355(9) 0.0236(8) 0.0296(8) 0.0067(7) 0.0015(7) -0.0032(7) N1 0.021(3) 0.020(3) 0.022(3) 0.001(2) -0.001(2) -0.005(2) N2 0.017(3) 0.022(3) 0.019(3) 0.002(2) 0.001(2) -0.001(2) C1 0.026(3) 0.015(3) 0.021(3) -0.004(2) 0.002(3) -0.001(2) C2 0.024(3) 0.019(3) 0.020(3) 0.001(2) -0.009(2) -0.002(2) C3 0.020(3) 0.027(3) 0.019(3) 0.001(3) 0.003(3) -0.001(2) C4 0.020(3) 0.013(3) 0.025(3) 0.002(2) 0.003(3) -0.001(2) C5 0.023(3) 0.018(3) 0.032(3) 0.002(3) 0.007(3) -0.006(2) C6 0.036(4) 0.026(4) 0.020(3) -0.003(3) -0.007(3) -0.016(3) C7 0.037(4) 0.023(4) 0.023(3) 0.002(3) -0.005(3) 0.000(3) C8 0.017(3) 0.031(4) 0.019(3) -0.002(3) -0.007(2) 0.004(3) C9 0.035(4) 0.016(3) 0.023(3) 0.002(3) -0.007(3) 0.000(3) C10 0.041(4) 0.020(3) 0.027(4) 0.001(3) 0.006(3) -0.011(3) C11 0.019(3) 0.028(3) 0.024(3) -0.001(3) -0.001(3) -0.008(3) C12 0.025(3) 0.027(3) 0.018(3) 0.002(3) 0.002(3) 0.000(2) C13 0.028(4) 0.026(3) 0.028(4) 0.000(3) 0.002(3) 0.007(3) C14 0.044(4) 0.046(4) 0.025(4) 0.007(3) -0.002(3) 0.012(3) C15 0.043(5) 0.039(4) 0.040(4) 0.013(3) 0.007(4) 0.023(3) C16 0.035(4) 0.023(3) 0.039(4) 0.002(3) 0.005(3) 0.010(3) C17 0.033(4) 0.025(3) 0.028(3) -0.002(3) 0.002(3) 0.001(3) C18 0.020(3) 0.015(3) 0.022(4) 0.006(2) 0.003(3) -0.004(2) C19 0.022(4) 0.033(4) 0.027(3) 0.010(3) -0.001(3) -0.004(3) C20 0.031(4) 0.024(4) 0.045(4) 0.020(3) -0.004(3) 0.005(3) C21 0.036(4) 0.021(3) 0.047(4) 0.007(3) 0.020(3) 0.009(3) C22 0.045(4) 0.019(3) 0.035(4) -0.003(3) 0.018(4) -0.001(3) C23 0.037(4) 0.031(4) 0.015(3) -0.002(3) 0.008(3) -0.004(3) C24 0.028(3) 0.020(3) 0.021(3) -0.004(2) -0.001(3) 0.004(3) C25 0.024(3) 0.018(3) 0.022(3) -0.002(2) 0.004(3) 0.001(2) C26 0.027(4) 0.021(3) 0.021(3) 0.004(2) 0.007(3) 0.001(3) C27 0.027(3) 0.024(3) 0.017(3) -0.006(2) 0.003(3) 0.001(3) C28 0.033(4) 0.016(3) 0.024(3) -0.008(3) -0.003(3) 0.005(3) C29 0.022(3) 0.016(3) 0.020(4) -0.005(2) 0.005(2) -0.002(2) C30 0.019(3) 0.033(3) 0.018(3) -0.007(2) 0.003(2) -0.002(3) C31 0.026(4) 0.057(5) 0.042(4) 0.009(4) 0.003(3) -0.009(3) C32 0.024(4) 0.036(4) 0.069(6) -0.001(4) -0.006(4) 0.004(3) C33 0.023(4) 0.032(4) 0.040(4) -0.003(3) -0.002(3) -0.005(3) Ru1A 0.0169(2) 0.01476(18) 0.01596(19) -0.0009(2) 0.00099(18) 0.00029(19) Cl1A 0.0282(8) 0.0192(8) 0.0288(8) 0.0054(6) 0.0024(7) -0.0011(6) N1A 0.017(3) 0.013(3) 0.014(2) -0.001(2) 0.002(2) 0.003(2) N2A 0.015(2) 0.017(2) 0.020(3) -0.002(2) -0.0014(19) -0.0023(19) C1A 0.016(3) 0.013(3) 0.017(3) -0.008(2) -0.004(2) 0.000(2) C2A 0.018(3) 0.014(3) 0.022(3) -0.007(2) 0.003(2) -0.003(2) C3A 0.017(3) 0.014(3) 0.014(3) -0.004(2) 0.002(3) 0.003(2) C4A 0.024(3) 0.014(3) 0.012(3) -0.005(2) 0.002(2) 0.000(2) C5A 0.019(3) 0.016(3) 0.024(3) -0.002(2) 0.005(3) -0.003(2) C6A 0.024(3) 0.016(3) 0.033(4) -0.007(3) -0.003(3) -0.004(3) C7A 0.018(3) 0.018(3) 0.007(3) -0.004(2) -0.005(2) 0.003(3) C8A 0.030(4) 0.026(3) 0.017(3) 0.001(3) -0.005(3) -0.004(3) C9A 0.039(4) 0.019(3) 0.023(3) 0.008(3) 0.006(3) 0.004(3) C10A 0.025(3) 0.023(3) 0.024(3) 0.004(3) 0.000(3) -0.006(3) C11A 0.024(3) 0.022(3) 0.021(3) 0.001(2) 0.005(3) -0.003(3) C12A 0.010(3) 0.018(3) 0.025(3) 0.003(3) 0.006(3) -0.003(2) C13A 0.026(4) 0.023(3) 0.022(3) -0.001(3) 0.000(3) 0.000(3) C14A 0.028(4) 0.041(4) 0.024(3) 0.002(3) -0.004(3) 0.006(3) C15A 0.028(4) 0.029(4) 0.031(4) 0.018(3) 0.001(3) 0.012(3) C16A 0.030(4) 0.024(3) 0.044(4) -0.001(3) 0.009(3) 0.010(3) C17A 0.023(3) 0.027(3) 0.023(3) 0.001(2) 0.000(3) 0.000(2) C18A 0.017(3) 0.015(3) 0.017(3) 0.000(2) 0.000(2) -0.001(2) C19A 0.025(4) 0.018(3) 0.021(3) 0.000(2) 0.004(3) -0.003(2) C20A 0.014(3) 0.036(4) 0.030(4) 0.002(3) 0.001(3) -0.001(3) C21A 0.008(3) 0.036(4) 0.047(4) -0.007(3) -0.002(3) 0.003(3) C22A 0.026(4) 0.046(4) 0.031(4) -0.016(3) 0.002(3) -0.003(3) C23A 0.024(4) 0.029(3) 0.031(4) -0.003(3) -0.008(3) -0.006(3) C24A 0.024(3) 0.011(3) 0.015(3) 0.000(2) 0.002(2) 0.003(2) C25A 0.021(3) 0.016(3) 0.023(3) -0.005(2) -0.002(3) 0.008(2) C26A 0.028(3) 0.015(3) 0.015(3) -0.002(2) 0.004(3) -0.002(2) C27A 0.027(3) 0.018(3) 0.018(3) -0.003(2) -0.012(3) 0.007(3) C28A 0.023(3) 0.011(3) 0.021(3) -0.002(2) 0.004(3) -0.002(2) C29A 0.031(3) 0.010(3) 0.018(3) -0.004(2) 0.003(3) 0.003(3) C30A 0.016(3) 0.037(4) 0.027(4) 0.002(3) -0.002(3) -0.007(3) C31A 0.023(3) 0.042(4) 0.040(4) 0.005(3) 0.002(3) -0.007(3) C32A 0.030(4) 0.048(5) 0.080(6) 0.025(4) 0.015(4) 0.012(3) C33A 0.025(4) 0.025(3) 0.031(3) -0.010(3) -0.003(3) -0.002(3) O1 0.047(6) 0.042(6) 0.043(6) -0.001(4) 0.010(5) -0.004(4) O2 0.070(4) 0.040(3) 0.066(4) -0.003(2) 0.006(3) 0.004(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 Ru1 N1 2.074(5) . ? Ru1 C1 2.103(5) . ? Ru1 C24 2.146(5) . ? Ru1 C27 2.189(5) . ? Ru1 C29 2.197(5) . ? Ru1 C26 2.215(5) . ? Ru1 C28 2.219(5) . ? Ru1 C25 2.290(5) . ? Ru1 Cl1 2.4267(14) . ? N1 C5 1.328(7) . ? N1 N2 1.367(6) . ? N2 C7 1.358(7) . ? N2 C4 1.449(6) . ? C1 C2 1.342(7) . ? C1 C12 1.490(7) . ? C2 C18 1.497(7) . ? C2 C3 1.506(7) . ? C3 C4 1.389(7) . ? C3 C11 1.396(7) . ? C4 C8 1.381(7) . ? C5 C6 1.389(7) . ? C5 H5 0.9500 . ? C6 C7 1.344(8) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.384(7) . ? C8 H8 0.9500 . ? C9 C10 1.359(8) . ? C9 H9 0.9500 . ? C10 C11 1.385(7) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 C13 1.390(8) . ? C12 C17 1.397(7) . ? C13 C14 1.388(8) . ? C13 H13 0.9500 . ? C14 C15 1.375(8) . ? C14 H14 0.9500 . ? C15 C16 1.370(8) . ? C15 H15 0.9500 . ? C16 C17 1.361(7) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.384(7) . ? C18 C19 1.398(7) . ? C19 C20 1.378(8) . ? C19 H19 0.9500 . ? C20 C21 1.382(8) . ? C20 H20 0.9500 . ? C21 C22 1.356(9) . ? C21 H21 0.9500 . ? C22 C23 1.388(8) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C25 1.411(7) . ? C24 C29 1.421(7) . ? C24 H24 1.0000 . ? C25 C26 1.400(7) . ? C25 C30 1.504(7) . ? C26 C27 1.410(7) . ? C26 H26 1.0000 . ? C27 C28 1.399(7) . ? C27 H27 1.0000 . ? C28 C29 1.420(7) . ? C28 C33 1.507(8) . ? C29 H29 1.0000 . ? C30 C31 1.514(8) . ? C30 C32 1.527(7) . ? C30 H30 1.0000 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? Ru1A C1A 2.079(5) . ? Ru1A N1A 2.095(4) . ? Ru1A C24A 2.163(5) . ? Ru1A C29A 2.192(5) . ? Ru1A C27A 2.201(5) . ? Ru1A C28A 2.210(5) . ? Ru1A C26A 2.231(5) . ? Ru1A C25A 2.281(5) . ? Ru1A Cl1A 2.4284(14) . ? N1A C5A 1.323(7) . ? N1A N2A 1.359(6) . ? N2A C7A 1.343(6) . ? N2A C4A 1.440(6) . ? C1A C2A 1.347(7) . ? C1A C12A 1.516(7) . ? C2A C3A 1.493(7) . ? C2A C18A 1.508(7) . ? C3A C4A 1.397(6) . ? C3A C11A 1.399(6) . ? C4A C8A 1.386(7) . ? C5A C6A 1.395(7) . ? C5A H5A 0.9500 . ? C6A C7A 1.351(7) . ? C6A H6A 0.9500 . ? C7A H7A 0.9500 . ? C8A C9A 1.375(7) . ? C8A H8A 0.9500 . ? C9A C10A 1.385(8) . ? C9A H9A 0.9500 . ? C10A C11A 1.379(7) . ? C10A H10A 0.9500 . ? C11A H11A 0.9500 . ? C12A C17A 1.390(7) . ? C12A C13A 1.393(7) . ? C13A C14A 1.379(7) . ? C13A H13A 0.9500 . ? C14A C15A 1.378(8) . ? C14A H14A 0.9500 . ? C15A C16A 1.358(8) . ? C15A H15A 0.9500 . ? C16A C17A 1.398(7) . ? C16A H16A 0.9500 . ? C17A H17A 0.9500 . ? C18A C23A 1.378(7) . ? C18A C19A 1.384(7) . ? C19A C20A 1.370(7) . ? C19A H19A 0.9500 . ? C20A C21A 1.358(8) . ? C20A H20A 0.9500 . ? C21A C22A 1.385(8) . ? C21A H21A 0.9500 . ? C22A C23A 1.388(8) . ? C22A H22A 0.9500 . ? C23A H23A 0.9500 . ? C24A C29A 1.408(7) . ? C24A C25A 1.418(7) . ? C24A H24A 1.0000 . ? C25A C26A 1.391(7) . ? C25A C30A 1.508(7) . ? C26A C27A 1.443(7) . ? C26A H26A 1.0000 . ? C27A C28A 1.406(7) . ? C27A H27A 1.0000 . ? C28A C29A 1.412(7) . ? C28A C33A 1.496(7) . ? C29A H29A 1.0000 . ? C30A C31A 1.519(7) . ? C30A C32A 1.532(7) . ? C30A H30A 1.0000 . ? C31A H31D 0.9800 . ? C31A H31E 0.9800 . ? C31A H31F 0.9800 . ? C32A H32D 0.9800 . ? C32A H32E 0.9800 . ? C32A H32F 0.9800 . ? C33A H33D 0.9800 . ? C33A H33E 0.9800 . ? C33A H33F 0.9800 . ? O1 H1B 0.9676 . ? O1 H2B 1.0534 . ? 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 C1 83.1(2) . . ? N1 Ru1 C24 89.49(19) . . ? C1 Ru1 C24 130.3(2) . . ? N1 Ru1 C27 166.4(2) . . ? C1 Ru1 C27 109.9(2) . . ? C24 Ru1 C27 79.0(2) . . ? N1 Ru1 C29 107.98(18) . . ? C1 Ru1 C29 98.5(2) . . ? C24 Ru1 C29 38.17(19) . . ? C27 Ru1 C29 67.0(2) . . ? N1 Ru1 C26 130.6(2) . . ? C1 Ru1 C26 145.6(2) . . ? C24 Ru1 C26 65.9(2) . . ? C27 Ru1 C26 37.35(19) . . ? C29 Ru1 C26 79.01(19) . . ? N1 Ru1 C28 143.3(2) . . ? C1 Ru1 C28 90.0(2) . . ? C24 Ru1 C28 67.9(2) . . ? C27 Ru1 C28 37.01(19) . . ? C29 Ru1 C28 37.50(18) . . ? C26 Ru1 C28 67.1(2) . . ? N1 Ru1 C25 99.72(19) . . ? C1 Ru1 C25 166.2(2) . . ? C24 Ru1 C25 36.92(18) . . ? C27 Ru1 C25 66.7(2) . . ? C29 Ru1 C25 67.73(19) . . ? C26 Ru1 C25 36.17(18) . . ? C28 Ru1 C25 79.7(2) . . ? N1 Ru1 Cl1 84.82(13) . . ? C1 Ru1 Cl1 90.76(15) . . ? C24 Ru1 Cl1 137.56(15) . . ? C27 Ru1 Cl1 98.73(15) . . ? C29 Ru1 Cl1 164.92(13) . . ? C26 Ru1 Cl1 86.61(14) . . ? C28 Ru1 Cl1 131.42(15) . . ? C25 Ru1 Cl1 102.91(14) . . ? C5 N1 N2 104.3(5) . . ? C5 N1 Ru1 131.6(4) . . ? N2 N1 Ru1 124.1(3) . . ? C7 N2 N1 110.6(5) . . ? C7 N2 C4 125.8(5) . . ? N1 N2 C4 123.0(4) . . ? C2 C1 C12 119.1(5) . . ? C2 C1 Ru1 123.9(4) . . ? C12 C1 Ru1 116.9(4) . . ? C1 C2 C18 123.5(5) . . ? C1 C2 C3 123.3(5) . . ? C18 C2 C3 113.0(5) . . ? C4 C3 C11 115.4(5) . . ? C4 C3 C2 125.6(5) . . ? C11 C3 C2 119.0(5) . . ? C8 C4 C3 122.9(5) . . ? C8 C4 N2 116.3(5) . . ? C3 C4 N2 120.8(5) . . ? N1 C5 C6 112.0(5) . . ? N1 C5 H5 124.0 . . ? C6 C5 H5 124.0 . . ? C7 C6 C5 105.3(5) . . ? C7 C6 H6 127.4 . . ? C5 C6 H6 127.4 . . ? C6 C7 N2 107.9(6) . . ? C6 C7 H7 126.1 . . ? N2 C7 H7 126.1 . . ? C4 C8 C9 119.5(5) . . ? C4 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 119.5(5) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? C9 C10 C11 120.4(5) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C3 122.2(5) . . ? C10 C11 H11 118.9 . . ? C3 C11 H11 118.9 . . ? C13 C12 C17 116.6(5) . . ? C13 C12 C1 122.9(5) . . ? C17 C12 C1 120.5(5) . . ? C14 C13 C12 121.3(5) . . ? C14 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C15 C14 C13 119.8(6) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C16 C15 C14 119.8(6) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C17 C16 C15 120.2(6) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C12 122.2(6) . . ? C16 C17 H17 118.9 . . ? C12 C17 H17 118.9 . . ? C23 C18 C19 117.4(6) . . ? C23 C18 C2 120.9(5) . . ? C19 C18 C2 121.7(5) . . ? C20 C19 C18 120.5(6) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 120.6(6) . . ? C19 C20 H20 119.7 . . ? C21 C20 H20 119.7 . . ? C22 C21 C20 120.0(6) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C23 119.6(6) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C18 C23 C22 121.9(6) . . ? C18 C23 H23 119.0 . . ? C22 C23 H23 119.0 . . ? C25 C24 C29 124.1(5) . . ? C25 C24 Ru1 77.1(3) . . ? C29 C24 Ru1 72.9(3) . . ? C25 C24 H24 117.8 . . ? C29 C24 H24 117.8 . . ? Ru1 C24 H24 117.8 . . ? C26 C25 C24 115.0(5) . . ? C26 C25 C30 124.5(5) . . ? C24 C25 C30 120.3(5) . . ? C26 C25 Ru1 69.0(3) . . ? C24 C25 Ru1 66.0(3) . . ? C30 C25 Ru1 130.8(4) . . ? C25 C26 C27 122.5(5) . . ? C25 C26 Ru1 74.8(3) . . ? C27 C26 Ru1 70.3(3) . . ? C25 C26 H26 118.3 . . ? C27 C26 H26 118.3 . . ? Ru1 C26 H26 118.3 . . ? C28 C27 C26 121.3(5) . . ? C28 C27 Ru1 72.7(3) . . ? C26 C27 Ru1 72.3(3) . . ? C28 C27 H27 118.9 . . ? C26 C27 H27 118.9 . . ? Ru1 C27 H27 118.9 . . ? C27 C28 C29 118.3(5) . . ? C27 C28 C33 122.6(5) . . ? C29 C28 C33 119.1(5) . . ? C27 C28 Ru1 70.3(3) . . ? C29 C28 Ru1 70.4(3) . . ? C33 C28 Ru1 130.0(4) . . ? C28 C29 C24 118.3(5) . . ? C28 C29 Ru1 72.1(3) . . ? C24 C29 Ru1 69.0(3) . . ? C28 C29 H29 120.3 . . ? C24 C29 H29 120.3 . . ? Ru1 C29 H29 120.3 . . ? C25 C30 C31 114.9(5) . . ? C25 C30 C32 110.0(5) . . ? C31 C30 C32 109.7(5) . . ? C25 C30 H30 107.3 . . ? C31 C30 H30 107.3 . . ? C32 C30 H30 107.3 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C1A Ru1A N1A 81.77(18) . . ? C1A Ru1A C24A 130.3(2) . . ? N1A Ru1A C24A 89.39(18) . . ? C1A Ru1A C29A 99.1(2) . . ? N1A Ru1A C29A 107.03(18) . . ? C24A Ru1A C29A 37.73(18) . . ? C1A Ru1A C27A 109.5(2) . . ? N1A Ru1A C27A 167.53(18) . . ? C24A Ru1A C27A 79.27(19) . . ? C29A Ru1A C27A 66.78(19) . . ? C1A Ru1A C28A 89.71(19) . . ? N1A Ru1A C28A 141.61(19) . . ? C24A Ru1A C28A 67.99(18) . . ? C29A Ru1A C28A 37.43(18) . . ? C27A Ru1A C28A 37.17(19) . . ? C1A Ru1A C26A 145.9(2) . . ? N1A Ru1A C26A 131.79(19) . . ? C24A Ru1A C26A 65.67(19) . . ? C29A Ru1A C26A 78.50(19) . . ? C27A Ru1A C26A 37.99(19) . . ? C28A Ru1A C26A 67.58(19) . . ? C1A Ru1A C25A 166.4(2) . . ? N1A Ru1A C25A 100.57(18) . . ? C24A Ru1A C25A 37.09(18) . . ? C29A Ru1A C25A 67.4(2) . . ? C27A Ru1A C25A 67.21(19) . . ? C28A Ru1A C25A 80.17(19) . . ? C26A Ru1A C25A 35.91(19) . . ? C1A Ru1A Cl1A 92.13(15) . . ? N1A Ru1A Cl1A 86.93(12) . . ? C24A Ru1A Cl1A 136.36(15) . . ? C29A Ru1A Cl1A 163.14(14) . . ? C27A Ru1A Cl1A 97.66(15) . . ? C28A Ru1A Cl1A 130.96(15) . . ? C26A Ru1A Cl1A 85.15(14) . . ? C25A Ru1A Cl1A 101.30(15) . . ? C5A N1A N2A 105.1(4) . . ? C5A N1A Ru1A 131.5(4) . . ? N2A N1A Ru1A 123.4(3) . . ? C7A N2A N1A 111.0(4) . . ? C7A N2A C4A 125.4(5) . . ? N1A N2A C4A 123.1(4) . . ? C2A C1A C12A 117.8(5) . . ? C2A C1A Ru1A 124.8(4) . . ? C12A C1A Ru1A 117.3(4) . . ? C1A C2A C3A 122.3(5) . . ? C1A C2A C18A 125.1(5) . . ? C3A C2A C18A 112.3(4) . . ? C4A C3A C11A 116.1(5) . . ? C4A C3A C2A 124.9(4) . . ? C11A C3A C2A 119.0(4) . . ? C8A C4A C3A 122.7(5) . . ? C8A C4A N2A 116.7(5) . . ? C3A C4A N2A 120.5(4) . . ? N1A C5A C6A 110.9(5) . . ? N1A C5A H5A 124.6 . . ? C6A C5A H5A 124.6 . . ? C7A C6A C5A 105.4(5) . . ? C7A C6A H6A 127.3 . . ? C5A C6A H6A 127.3 . . ? N2A C7A C6A 107.7(5) . . ? N2A C7A H7A 126.2 . . ? C6A C7A H7A 126.2 . . ? C9A C8A C4A 119.6(5) . . ? C9A C8A H8A 120.2 . . ? C4A C8A H8A 120.2 . . ? C8A C9A C10A 119.3(5) . . ? C8A C9A H9A 120.4 . . ? C10A C9A H9A 120.4 . . ? C11A C10A C9A 120.7(5) . . ? C11A C10A H10A 119.6 . . ? C9A C10A H10A 119.6 . . ? C10A C11A C3A 121.6(5) . . ? C10A C11A H11A 119.2 . . ? C3A C11A H11A 119.2 . . ? C17A C12A C13A 117.0(5) . . ? C17A C12A C1A 120.3(5) . . ? C13A C12A C1A 122.5(5) . . ? C14A C13A C12A 121.7(6) . . ? C14A C13A H13A 119.1 . . ? C12A C13A H13A 119.1 . . ? C15A C14A C13A 120.3(6) . . ? C15A C14A H14A 119.9 . . ? C13A C14A H14A 119.9 . . ? C16A C15A C14A 119.3(5) . . ? C16A C15A H15A 120.4 . . ? C14A C15A H15A 120.4 . . ? C15A C16A C17A 121.0(5) . . ? C15A C16A H16A 119.5 . . ? C17A C16A H16A 119.5 . . ? C12A C17A C16A 120.7(5) . . ? C12A C17A H17A 119.6 . . ? C16A C17A H17A 119.6 . . ? C23A C18A C19A 117.1(5) . . ? C23A C18A C2A 121.8(5) . . ? C19A C18A C2A 121.1(5) . . ? C20A C19A C18A 121.8(5) . . ? C20A C19A H19A 119.1 . . ? C18A C19A H19A 119.1 . . ? C21A C20A C19A 120.9(6) . . ? C21A C20A H20A 119.6 . . ? C19A C20A H20A 119.6 . . ? C20A C21A C22A 119.0(6) . . ? C20A C21A H21A 120.5 . . ? C22A C21A H21A 120.5 . . ? C21A C22A C23A 119.8(6) . . ? C21A C22A H22A 120.1 . . ? C23A C22A H22A 120.1 . . ? C18A C23A C22A 121.4(6) . . ? C18A C23A H23A 119.3 . . ? C22A C23A H23A 119.3 . . ? C29A C24A C25A 122.9(5) . . ? C29A C24A Ru1A 72.2(3) . . ? C25A C24A Ru1A 75.9(3) . . ? C29A C24A H24A 118.3 . . ? C25A C24A H24A 118.3 . . ? Ru1A C24A H24A 118.3 . . ? C26A C25A C24A 116.1(5) . . ? C26A C25A C30A 123.2(5) . . ? C24A C25A C30A 120.7(5) . . ? C26A C25A Ru1A 70.1(3) . . ? C24A C25A Ru1A 67.0(3) . . ? C30A C25A Ru1A 131.7(4) . . ? C25A C26A C27A 122.2(5) . . ? C25A C26A Ru1A 74.0(3) . . ? C27A C26A Ru1A 69.9(3) . . ? C25A C26A H26A 118.3 . . ? C27A C26A H26A 118.3 . . ? Ru1A C26A H26A 118.3 . . ? C28A C27A C26A 120.2(5) . . ? C28A C27A Ru1A 71.8(3) . . ? C26A C27A Ru1A 72.1(3) . . ? C28A C27A H27A 119.5 . . ? C26A C27A H27A 119.5 . . ? Ru1A C27A H27A 119.5 . . ? C27A C28A C29A 118.1(5) . . ? C27A C28A C33A 121.7(5) . . ? C29A C28A C33A 120.1(5) . . ? C27A C28A Ru1A 71.1(3) . . ? C29A C28A Ru1A 70.6(3) . . ? C33A C28A Ru1A 129.8(4) . . ? C24A C29A C28A 120.2(5) . . ? C24A C29A Ru1A 70.0(3) . . ? C28A C29A Ru1A 72.0(3) . . ? C24A C29A H29A 119.2 . . ? C28A C29A H29A 119.2 . . ? Ru1A C29A H29A 119.2 . . ? C25A C30A C31A 114.2(5) . . ? C25A C30A C32A 109.4(5) . . ? C31A C30A C32A 111.0(5) . . ? C25A C30A H30A 107.3 . . ? C31A C30A H30A 107.3 . . ? C32A C30A H30A 107.3 . . ? C30A C31A H31D 109.5 . . ? C30A C31A H31E 109.5 . . ? H31D C31A H31E 109.5 . . ? C30A C31A H31F 109.5 . . ? H31D C31A H31F 109.5 . . ? H31E C31A H31F 109.5 . . ? C30A C32A H32D 109.5 . . ? C30A C32A H32E 109.5 . . ? H32D C32A H32E 109.5 . . ? C30A C32A H32F 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C28A C33A H33D 109.5 . . ? C28A C33A H33E 109.5 . . ? H33D C33A H33E 109.5 . . ? C28A C33A H33F 109.5 . . ? H33D C33A H33F 109.5 . . ? H33E C33A H33F 109.5 . . ? H1B O1 H2B 99.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ru1 N1 C5 120.0(5) . . . . ? C24 Ru1 N1 C5 -109.3(5) . . . . ? C27 Ru1 N1 C5 -77.3(10) . . . . ? C29 Ru1 N1 C5 -143.3(5) . . . . ? C26 Ru1 N1 C5 -52.5(6) . . . . ? C28 Ru1 N1 C5 -159.5(5) . . . . ? C25 Ru1 N1 C5 -73.7(5) . . . . ? Cl1 Ru1 N1 C5 28.6(5) . . . . ? C1 Ru1 N1 N2 -62.8(4) . . . . ? C24 Ru1 N1 N2 67.9(5) . . . . ? C27 Ru1 N1 N2 99.9(9) . . . . ? C29 Ru1 N1 N2 34.0(5) . . . . ? C26 Ru1 N1 N2 124.8(4) . . . . ? C28 Ru1 N1 N2 17.8(6) . . . . ? C25 Ru1 N1 N2 103.6(4) . . . . ? Cl1 Ru1 N1 N2 -154.2(4) . . . . ? C5 N1 N2 C7 1.3(6) . . . . ? Ru1 N1 N2 C7 -176.6(4) . . . . ? C5 N1 N2 C4 173.0(5) . . . . ? Ru1 N1 N2 C4 -4.9(7) . . . . ? N1 Ru1 C1 C2 63.0(5) . . . . ? C24 Ru1 C1 C2 -20.5(6) . . . . ? C27 Ru1 C1 C2 -112.8(5) . . . . ? C29 Ru1 C1 C2 -44.3(5) . . . . ? C26 Ru1 C1 C2 -127.2(5) . . . . ? C28 Ru1 C1 C2 -80.9(5) . . . . ? C25 Ru1 C1 C2 -39.8(11) . . . . ? Cl1 Ru1 C1 C2 147.6(5) . . . . ? N1 Ru1 C1 C12 -115.6(4) . . . . ? C24 Ru1 C1 C12 160.9(4) . . . . ? C27 Ru1 C1 C12 68.6(4) . . . . ? C29 Ru1 C1 C12 137.1(4) . . . . ? C26 Ru1 C1 C12 54.2(6) . . . . ? C28 Ru1 C1 C12 100.5(4) . . . . ? C25 Ru1 C1 C12 141.6(7) . . . . ? Cl1 Ru1 C1 C12 -31.0(4) . . . . ? C12 C1 C2 C18 -6.1(8) . . . . ? Ru1 C1 C2 C18 175.3(4) . . . . ? C12 C1 C2 C3 178.2(5) . . . . ? Ru1 C1 C2 C3 -0.4(8) . . . . ? C1 C2 C3 C4 -50.5(8) . . . . ? C18 C2 C3 C4 133.3(5) . . . . ? C1 C2 C3 C11 128.6(6) . . . . ? C18 C2 C3 C11 -47.5(7) . . . . ? C11 C3 C4 C8 -3.9(8) . . . . ? C2 C3 C4 C8 175.3(5) . . . . ? C11 C3 C4 N2 174.3(5) . . . . ? C2 C3 C4 N2 -6.5(8) . . . . ? C7 N2 C4 C8 50.3(8) . . . . ? N1 N2 C4 C8 -120.2(6) . . . . ? C7 N2 C4 C3 -128.1(6) . . . . ? N1 N2 C4 C3 61.5(7) . . . . ? N2 N1 C5 C6 -0.4(7) . . . . ? Ru1 N1 C5 C6 177.3(4) . . . . ? N1 C5 C6 C7 -0.7(8) . . . . ? C5 C6 C7 N2 1.4(7) . . . . ? N1 N2 C7 C6 -1.8(7) . . . . ? C4 N2 C7 C6 -173.2(5) . . . . ? C3 C4 C8 C9 2.7(9) . . . . ? N2 C4 C8 C9 -175.6(5) . . . . ? C4 C8 C9 C10 0.4(9) . . . . ? C8 C9 C10 C11 -1.9(9) . . . . ? C9 C10 C11 C3 0.5(9) . . . . ? C4 C3 C11 C10 2.3(8) . . . . ? C2 C3 C11 C10 -176.9(5) . . . . ? C2 C1 C12 C13 123.8(6) . . . . ? Ru1 C1 C12 C13 -57.6(6) . . . . ? C2 C1 C12 C17 -57.7(7) . . . . ? Ru1 C1 C12 C17 121.0(5) . . . . ? C17 C12 C13 C14 0.8(8) . . . . ? C1 C12 C13 C14 179.4(5) . . . . ? C12 C13 C14 C15 -1.2(9) . . . . ? C13 C14 C15 C16 -0.2(10) . . . . ? C14 C15 C16 C17 2.0(10) . . . . ? C15 C16 C17 C12 -2.4(9) . . . . ? C13 C12 C17 C16 1.0(8) . . . . ? C1 C12 C17 C16 -177.6(5) . . . . ? C1 C2 C18 C23 126.2(6) . . . . ? C3 C2 C18 C23 -57.7(7) . . . . ? C1 C2 C18 C19 -54.7(8) . . . . ? C3 C2 C18 C19 121.4(5) . . . . ? C23 C18 C19 C20 0.1(8) . . . . ? C2 C18 C19 C20 -179.0(5) . . . . ? C18 C19 C20 C21 -0.5(9) . . . . ? C19 C20 C21 C22 0.9(9) . . . . ? C20 C21 C22 C23 -0.8(9) . . . . ? C19 C18 C23 C22 0.1(8) . . . . ? C2 C18 C23 C22 179.2(5) . . . . ? C21 C22 C23 C18 0.3(9) . . . . ? N1 Ru1 C24 C25 107.0(3) . . . . ? C1 Ru1 C24 C25 -172.5(3) . . . . ? C27 Ru1 C24 C25 -65.7(3) . . . . ? C29 Ru1 C24 C25 -132.3(5) . . . . ? C26 Ru1 C24 C25 -28.8(3) . . . . ? C28 Ru1 C24 C25 -102.6(4) . . . . ? Cl1 Ru1 C24 C25 25.3(4) . . . . ? N1 Ru1 C24 C29 -120.7(3) . . . . ? C1 Ru1 C24 C29 -40.2(4) . . . . ? C27 Ru1 C24 C29 66.6(3) . . . . ? C26 Ru1 C24 C29 103.4(3) . . . . ? C28 Ru1 C24 C29 29.6(3) . . . . ? C25 Ru1 C24 C29 132.3(5) . . . . ? Cl1 Ru1 C24 C29 157.5(2) . . . . ? C29 C24 C25 C26 -8.5(8) . . . . ? Ru1 C24 C25 C26 50.2(4) . . . . ? C29 C24 C25 C30 176.7(5) . . . . ? Ru1 C24 C25 C30 -124.7(5) . . . . ? C29 C24 C25 Ru1 -58.6(5) . . . . ? N1 Ru1 C25 C26 152.3(3) . . . . ? C1 Ru1 C25 C26 -107.0(9) . . . . ? C24 Ru1 C25 C26 -131.8(5) . . . . ? C27 Ru1 C25 C26 -28.7(3) . . . . ? C29 Ru1 C25 C26 -102.2(3) . . . . ? C28 Ru1 C25 C26 -65.0(3) . . . . ? Cl1 Ru1 C25 C26 65.4(3) . . . . ? N1 Ru1 C25 C24 -75.9(3) . . . . ? C1 Ru1 C25 C24 24.8(10) . . . . ? C27 Ru1 C25 C24 103.1(3) . . . . ? C29 Ru1 C25 C24 29.6(3) . . . . ? C26 Ru1 C25 C24 131.8(5) . . . . ? C28 Ru1 C25 C24 66.8(3) . . . . ? Cl1 Ru1 C25 C24 -162.8(3) . . . . ? N1 Ru1 C25 C30 34.2(5) . . . . ? C1 Ru1 C25 C30 135.0(8) . . . . ? C24 Ru1 C25 C30 110.2(6) . . . . ? C27 Ru1 C25 C30 -146.7(5) . . . . ? C29 Ru1 C25 C30 139.8(5) . . . . ? C26 Ru1 C25 C30 -118.1(6) . . . . ? C28 Ru1 C25 C30 176.9(5) . . . . ? Cl1 Ru1 C25 C30 -52.7(5) . . . . ? C24 C25 C26 C27 5.4(8) . . . . ? C30 C25 C26 C27 180.0(5) . . . . ? Ru1 C25 C26 C27 54.1(5) . . . . ? C24 C25 C26 Ru1 -48.7(4) . . . . ? C30 C25 C26 Ru1 125.9(5) . . . . ? N1 Ru1 C26 C25 -37.2(4) . . . . ? C1 Ru1 C26 C25 156.2(3) . . . . ? C24 Ru1 C26 C25 29.4(3) . . . . ? C27 Ru1 C26 C25 133.4(5) . . . . ? C29 Ru1 C26 C25 67.2(3) . . . . ? C28 Ru1 C26 C25 104.5(4) . . . . ? Cl1 Ru1 C26 C25 -117.4(3) . . . . ? N1 Ru1 C26 C27 -170.6(3) . . . . ? C1 Ru1 C26 C27 22.8(5) . . . . ? C24 Ru1 C26 C27 -104.0(4) . . . . ? C29 Ru1 C26 C27 -66.3(3) . . . . ? C28 Ru1 C26 C27 -29.0(3) . . . . ? C25 Ru1 C26 C27 -133.4(5) . . . . ? Cl1 Ru1 C26 C27 109.2(3) . . . . ? C25 C26 C27 C28 -0.2(8) . . . . ? Ru1 C26 C27 C28 55.9(5) . . . . ? C25 C26 C27 Ru1 -56.2(5) . . . . ? N1 Ru1 C27 C28 -100.5(8) . . . . ? C1 Ru1 C27 C28 61.3(4) . . . . ? C24 Ru1 C27 C28 -67.8(3) . . . . ? C29 Ru1 C27 C28 -29.7(3) . . . . ? C26 Ru1 C27 C28 -132.2(5) . . . . ? C25 Ru1 C27 C28 -104.4(4) . . . . ? Cl1 Ru1 C27 C28 155.3(3) . . . . ? N1 Ru1 C27 C26 31.7(10) . . . . ? C1 Ru1 C27 C26 -166.6(3) . . . . ? C24 Ru1 C27 C26 64.4(3) . . . . ? C29 Ru1 C27 C26 102.4(4) . . . . ? C28 Ru1 C27 C26 132.2(5) . . . . ? C25 Ru1 C27 C26 27.8(3) . . . . ? Cl1 Ru1 C27 C26 -72.6(3) . . . . ? C26 C27 C28 C29 -2.4(8) . . . . ? Ru1 C27 C28 C29 53.4(4) . . . . ? C26 C27 C28 C33 178.6(5) . . . . ? Ru1 C27 C28 C33 -125.6(5) . . . . ? C26 C27 C28 Ru1 -55.8(5) . . . . ? N1 Ru1 C28 C27 157.2(3) . . . . ? C1 Ru1 C28 C27 -124.4(4) . . . . ? C24 Ru1 C28 C27 101.3(4) . . . . ? C29 Ru1 C28 C27 131.4(5) . . . . ? C26 Ru1 C28 C27 29.2(3) . . . . ? C25 Ru1 C28 C27 64.7(3) . . . . ? Cl1 Ru1 C28 C27 -33.5(4) . . . . ? N1 Ru1 C28 C29 25.8(5) . . . . ? C1 Ru1 C28 C29 104.2(3) . . . . ? C24 Ru1 C28 C29 -30.1(3) . . . . ? C27 Ru1 C28 C29 -131.4(5) . . . . ? C26 Ru1 C28 C29 -102.2(3) . . . . ? C25 Ru1 C28 C29 -66.7(3) . . . . ? Cl1 Ru1 C28 C29 -164.9(2) . . . . ? N1 Ru1 C28 C33 -86.2(6) . . . . ? C1 Ru1 C28 C33 -7.9(5) . . . . ? C24 Ru1 C28 C33 -142.1(6) . . . . ? C27 Ru1 C28 C33 116.6(7) . . . . ? C29 Ru1 C28 C33 -112.0(7) . . . . ? C26 Ru1 C28 C33 145.8(6) . . . . ? C25 Ru1 C28 C33 -178.7(6) . . . . ? Cl1 Ru1 C28 C33 83.1(6) . . . . ? C27 C28 C29 C24 -0.4(7) . . . . ? C33 C28 C29 C24 178.6(5) . . . . ? Ru1 C28 C29 C24 52.9(4) . . . . ? C27 C28 C29 Ru1 -53.3(4) . . . . ? C33 C28 C29 Ru1 125.7(5) . . . . ? C25 C24 C29 C28 6.1(8) . . . . ? Ru1 C24 C29 C28 -54.4(4) . . . . ? C25 C24 C29 Ru1 60.6(5) . . . . ? N1 Ru1 C29 C28 -164.1(3) . . . . ? C1 Ru1 C29 C28 -78.7(3) . . . . ? C24 Ru1 C29 C28 131.2(5) . . . . ? C27 Ru1 C29 C28 29.4(3) . . . . ? C26 Ru1 C29 C28 66.5(3) . . . . ? C25 Ru1 C29 C28 102.5(3) . . . . ? Cl1 Ru1 C29 C28 48.8(7) . . . . ? N1 Ru1 C29 C24 64.7(3) . . . . ? C1 Ru1 C29 C24 150.1(3) . . . . ? C27 Ru1 C29 C24 -101.8(3) . . . . ? C26 Ru1 C29 C24 -64.7(3) . . . . ? C28 Ru1 C29 C24 -131.2(5) . . . . ? C25 Ru1 C29 C24 -28.7(3) . . . . ? Cl1 Ru1 C29 C24 -82.4(6) . . . . ? C26 C25 C30 C31 -17.4(8) . . . . ? C24 C25 C30 C31 156.9(5) . . . . ? Ru1 C25 C30 C31 73.7(6) . . . . ? C26 C25 C30 C32 107.0(6) . . . . ? C24 C25 C30 C32 -78.7(7) . . . . ? Ru1 C25 C30 C32 -161.9(4) . . . . ? C1A Ru1A N1A C5A -119.2(5) . . . . ? C24A Ru1A N1A C5A 109.9(5) . . . . ? C29A Ru1A N1A C5A 143.8(5) . . . . ? C27A Ru1A N1A C5A 85.5(10) . . . . ? C28A Ru1A N1A C5A 161.8(5) . . . . ? C26A Ru1A N1A C5A 54.1(6) . . . . ? C25A Ru1A N1A C5A 74.4(5) . . . . ? Cl1A Ru1A N1A C5A -26.6(5) . . . . ? C1A Ru1A N1A N2A 63.3(4) . . . . ? C24A Ru1A N1A N2A -67.6(4) . . . . ? C29A Ru1A N1A N2A -33.7(4) . . . . ? C27A Ru1A N1A N2A -92.0(10) . . . . ? C28A Ru1A N1A N2A -15.7(6) . . . . ? C26A Ru1A N1A N2A -123.4(4) . . . . ? C25A Ru1A N1A N2A -103.1(4) . . . . ? Cl1A Ru1A N1A N2A 155.9(4) . . . . ? C5A N1A N2A C7A -1.0(6) . . . . ? Ru1A N1A N2A C7A 177.0(4) . . . . ? C5A N1A N2A C4A -172.7(5) . . . . ? Ru1A N1A N2A C4A 5.3(6) . . . . ? N1A Ru1A C1A C2A -64.9(4) . . . . ? C24A Ru1A C1A C2A 17.3(6) . . . . ? C29A Ru1A C1A C2A 41.2(5) . . . . ? C27A Ru1A C1A C2A 109.6(4) . . . . ? C28A Ru1A C1A C2A 77.6(5) . . . . ? C26A Ru1A C1A C2A 124.0(5) . . . . ? C25A Ru1A C1A C2A 36.1(11) . . . . ? Cl1A Ru1A C1A C2A -151.5(4) . . . . ? N1A Ru1A C1A C12A 113.8(4) . . . . ? C24A Ru1A C1A C12A -164.0(3) . . . . ? C29A Ru1A C1A C12A -140.1(4) . . . . ? C27A Ru1A C1A C12A -71.6(4) . . . . ? C28A Ru1A C1A C12A -103.7(4) . . . . ? C26A Ru1A C1A C12A -57.2(5) . . . . ? C25A Ru1A C1A C12A -145.2(7) . . . . ? Cl1A Ru1A C1A C12A 27.3(4) . . . . ? C12A C1A C2A C3A -177.1(4) . . . . ? Ru1A C1A C2A C3A 1.6(7) . . . . ? C12A C1A C2A C18A 8.4(7) . . . . ? Ru1A C1A C2A C18A -172.9(4) . . . . ? C1A C2A C3A C4A 51.1(7) . . . . ? C18A C2A C3A C4A -133.8(5) . . . . ? C1A C2A C3A C11A -125.9(5) . . . . ? C18A C2A C3A C11A 49.2(6) . . . . ? C11A C3A C4A C8A 0.9(8) . . . . ? C2A C3A C4A C8A -176.2(5) . . . . ? C11A C3A C4A N2A -176.7(4) . . . . ? C2A C3A C4A N2A 6.2(8) . . . . ? C7A N2A C4A C8A -50.6(7) . . . . ? N1A N2A C4A C8A 119.9(6) . . . . ? C7A N2A C4A C3A 127.1(6) . . . . ? N1A N2A C4A C3A -62.4(7) . . . . ? N2A N1A C5A C6A 0.9(7) . . . . ? Ru1A N1A C5A C6A -176.9(4) . . . . ? N1A C5A C6A C7A -0.5(7) . . . . ? N1A N2A C7A C6A 0.7(6) . . . . ? C4A N2A C7A C6A 172.2(5) . . . . ? C5A C6A C7A N2A -0.1(6) . . . . ? C3A C4A C8A C9A -0.9(8) . . . . ? N2A C4A C8A C9A 176.8(5) . . . . ? C4A C8A C9A C10A 0.9(8) . . . . ? C8A C9A C10A C11A -0.9(9) . . . . ? C9A C10A C11A C3A 1.0(8) . . . . ? C4A C3A C11A C10A -0.9(8) . . . . ? C2A C3A C11A C10A 176.4(5) . . . . ? C2A C1A C12A C17A 60.0(6) . . . . ? Ru1A C1A C12A C17A -118.9(4) . . . . ? C2A C1A C12A C13A -123.1(6) . . . . ? Ru1A C1A C12A C13A 58.1(6) . . . . ? C17A C12A C13A C14A -0.3(8) . . . . ? C1A C12A C13A C14A -177.3(5) . . . . ? C12A C13A C14A C15A 0.6(9) . . . . ? C13A C14A C15A C16A -0.5(9) . . . . ? C14A C15A C16A C17A 0.3(9) . . . . ? C13A C12A C17A C16A 0.0(8) . . . . ? C1A C12A C17A C16A 177.1(5) . . . . ? C15A C16A C17A C12A 0.0(9) . . . . ? C1A C2A C18A C23A -130.1(6) . . . . ? C3A C2A C18A C23A 55.0(7) . . . . ? C1A C2A C18A C19A 51.3(7) . . . . ? C3A C2A C18A C19A -123.7(5) . . . . ? C23A C18A C19A C20A 0.5(8) . . . . ? C2A C18A C19A C20A 179.2(5) . . . . ? C18A C19A C20A C21A -0.1(9) . . . . ? C19A C20A C21A C22A 0.1(10) . . . . ? C20A C21A C22A C23A -0.6(10) . . . . ? C19A C18A C23A C22A -1.0(8) . . . . ? C2A C18A C23A C22A -179.7(5) . . . . ? C21A C22A C23A C18A 1.0(10) . . . . ? C1A Ru1A C24A C29A 40.8(4) . . . . ? N1A Ru1A C24A C29A 119.5(3) . . . . ? C27A Ru1A C24A C29A -65.7(3) . . . . ? C28A Ru1A C24A C29A -28.7(3) . . . . ? C26A Ru1A C24A C29A -103.1(3) . . . . ? C25A Ru1A C24A C29A -132.0(5) . . . . ? Cl1A Ru1A C24A C29A -155.6(2) . . . . ? C1A Ru1A C24A C25A 172.8(3) . . . . ? N1A Ru1A C24A C25A -108.6(3) . . . . ? C29A Ru1A C24A C25A 132.0(5) . . . . ? C27A Ru1A C24A C25A 66.2(3) . . . . ? C28A Ru1A C24A C25A 103.3(3) . . . . ? C26A Ru1A C24A C25A 28.9(3) . . . . ? Cl1A Ru1A C24A C25A -23.6(4) . . . . ? C29A C24A C25A C26A 5.8(7) . . . . ? Ru1A C24A C25A C26A -51.7(4) . . . . ? C29A C24A C25A C30A -176.5(5) . . . . ? Ru1A C24A C25A C30A 126.0(5) . . . . ? C29A C24A C25A Ru1A 57.5(4) . . . . ? C1A Ru1A C25A C26A 107.3(8) . . . . ? N1A Ru1A C25A C26A -153.9(3) . . . . ? C24A Ru1A C25A C26A 131.4(5) . . . . ? C29A Ru1A C25A C26A 101.9(3) . . . . ? C27A Ru1A C25A C26A 28.7(3) . . . . ? C28A Ru1A C25A C26A 65.1(3) . . . . ? Cl1A Ru1A C25A C26A -65.0(3) . . . . ? C1A Ru1A C25A C24A -24.1(10) . . . . ? N1A Ru1A C25A C24A 74.7(3) . . . . ? C29A Ru1A C25A C24A -29.5(3) . . . . ? C27A Ru1A C25A C24A -102.8(3) . . . . ? C28A Ru1A C25A C24A -66.3(3) . . . . ? C26A Ru1A C25A C24A -131.4(5) . . . . ? Cl1A Ru1A C25A C24A 163.6(3) . . . . ? C1A Ru1A C25A C30A -135.4(8) . . . . ? N1A Ru1A C25A C30A -36.6(5) . . . . ? C24A Ru1A C25A C30A -111.3(6) . . . . ? C29A Ru1A C25A C30A -140.8(6) . . . . ? C27A Ru1A C25A C30A 145.9(6) . . . . ? C28A Ru1A C25A C30A -177.6(6) . . . . ? C26A Ru1A C25A C30A 117.3(7) . . . . ? Cl1A Ru1A C25A C30A 52.3(5) . . . . ? C24A C25A C26A C27A -2.7(7) . . . . ? C30A C25A C26A C27A 179.7(5) . . . . ? Ru1A C25A C26A C27A -52.9(4) . . . . ? C24A C25A C26A Ru1A 50.2(4) . . . . ? C30A C25A C26A Ru1A -127.5(5) . . . . ? C1A Ru1A C26A C25A -156.5(4) . . . . ? N1A Ru1A C26A C25A 35.4(4) . . . . ? C24A Ru1A C26A C25A -29.8(3) . . . . ? C29A Ru1A C26A C25A -67.2(3) . . . . ? C27A Ru1A C26A C25A -134.1(5) . . . . ? C28A Ru1A C26A C25A -104.8(4) . . . . ? Cl1A Ru1A C26A C25A 116.9(3) . . . . ? C1A Ru1A C26A C27A -22.4(5) . . . . ? N1A Ru1A C26A C27A 169.5(3) . . . . ? C24A Ru1A C26A C27A 104.3(3) . . . . ? C29A Ru1A C26A C27A 66.8(3) . . . . ? C28A Ru1A C26A C27A 29.3(3) . . . . ? C25A Ru1A C26A C27A 134.1(5) . . . . ? Cl1A Ru1A C26A C27A -109.0(3) . . . . ? C25A C26A C27A C28A -0.7(8) . . . . ? Ru1A C26A C27A C28A -55.4(4) . . . . ? C25A C26A C27A Ru1A 54.7(5) . . . . ? C1A Ru1A C27A C28A -61.5(4) . . . . ? N1A Ru1A C27A C28A 92.5(9) . . . . ? C24A Ru1A C27A C28A 67.6(3) . . . . ? C29A Ru1A C27A C28A 30.2(3) . . . . ? C26A Ru1A C27A C28A 131.5(5) . . . . ? C25A Ru1A C27A C28A 104.3(3) . . . . ? Cl1A Ru1A C27A C28A -156.6(3) . . . . ? C1A Ru1A C27A C26A 166.9(3) . . . . ? N1A Ru1A C27A C26A -39.0(10) . . . . ? C24A Ru1A C27A C26A -64.0(3) . . . . ? C29A Ru1A C27A C26A -101.4(3) . . . . ? C28A Ru1A C27A C26A -131.5(5) . . . . ? C25A Ru1A C27A C26A -27.2(3) . . . . ? Cl1A Ru1A C27A C26A 71.9(3) . . . . ? C26A C27A C28A C29A 1.1(7) . . . . ? Ru1A C27A C28A C29A -54.4(4) . . . . ? C26A C27A C28A C33A -178.7(5) . . . . ? Ru1A C27A C28A C33A 125.7(5) . . . . ? C26A C27A C28A Ru1A 55.5(4) . . . . ? C1A Ru1A C28A C27A 124.0(3) . . . . ? N1A Ru1A C28A C27A -159.7(3) . . . . ? C24A Ru1A C28A C27A -101.6(3) . . . . ? C29A Ru1A C28A C27A -130.5(5) . . . . ? C26A Ru1A C28A C27A -29.9(3) . . . . ? C25A Ru1A C28A C27A -65.0(3) . . . . ? Cl1A Ru1A C28A C27A 31.5(4) . . . . ? C1A Ru1A C28A C29A -105.5(3) . . . . ? N1A Ru1A C28A C29A -29.2(4) . . . . ? C24A Ru1A C28A C29A 28.9(3) . . . . ? C27A Ru1A C28A C29A 130.5(5) . . . . ? C26A Ru1A C28A C29A 100.6(3) . . . . ? C25A Ru1A C28A C29A 65.5(3) . . . . ? Cl1A Ru1A C28A C29A 162.0(3) . . . . ? C1A Ru1A C28A C33A 8.0(5) . . . . ? N1A Ru1A C28A C33A 84.3(6) . . . . ? C24A Ru1A C28A C33A 142.4(6) . . . . ? C29A Ru1A C28A C33A 113.5(7) . . . . ? C27A Ru1A C28A C33A -116.0(7) . . . . ? C26A Ru1A C28A C33A -145.9(6) . . . . ? C25A Ru1A C28A C33A 179.0(6) . . . . ? Cl1A Ru1A C28A C33A -84.5(5) . . . . ? C25A C24A C29A C28A -5.5(7) . . . . ? Ru1A C24A C29A C28A 53.7(4) . . . . ? C25A C24A C29A Ru1A -59.2(5) . . . . ? C27A C28A C29A C24A 1.8(7) . . . . ? C33A C28A C29A C24A -178.3(5) . . . . ? Ru1A C28A C29A C24A -52.8(4) . . . . ? C27A C28A C29A Ru1A 54.6(4) . . . . ? C33A C28A C29A Ru1A -125.5(5) . . . . ? C1A Ru1A C29A C24A -149.7(3) . . . . ? N1A Ru1A C29A C24A -65.6(3) . . . . ? C27A Ru1A C29A C24A 102.9(3) . . . . ? C28A Ru1A C29A C24A 132.9(4) . . . . ? C26A Ru1A C29A C24A 64.9(3) . . . . ? C25A Ru1A C29A C24A 29.1(3) . . . . ? Cl1A Ru1A C29A C24A 79.2(6) . . . . ? C1A Ru1A C29A C28A 77.4(3) . . . . ? N1A Ru1A C29A C28A 161.5(3) . . . . ? C24A Ru1A C29A C28A -132.9(4) . . . . ? C27A Ru1A C29A C28A -30.0(3) . . . . ? C26A Ru1A C29A C28A -68.0(3) . . . . ? C25A Ru1A C29A C28A -103.8(3) . . . . ? Cl1A Ru1A C29A C28A -53.7(7) . . . . ? C26A C25A C30A C31A 19.7(8) . . . . ? C24A C25A C30A C31A -157.9(5) . . . . ? Ru1A C25A C30A C31A -72.5(7) . . . . ? C26A C25A C30A C32A -105.4(6) . . . . ? C24A C25A C30A C32A 77.1(7) . . . . ? Ru1A C25A C30A C32A 162.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.814 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.082 #===END